# Electronic Supplementary Material (ESI) for Dalton Transactions. # This journal is © The Royal Society of Chemistry 2020 ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_Ir1dpyxL4_16srv479 _database_code_depnum_ccdc_archive 'CCDC 2006844' loop_ _audit_author_name _audit_author_address 'Dmitry Yufit' ;Durham University United Kingdom ; _audit_update_record ; 2020-06-01 deposited with the CCDC. 2020-07-10 downloaded from the CCDC. ; _audit_creation_date 2016-12-14 _audit_creation_method ; Olex2 1.2-beta (compiled 2016.11.30 svn.r3356 for OlexSys, GUI svn.r5269) ; _chemical_name_common ? _chemical_name_systematic ? _chemical_formula_moiety 'C32 H29 Ir N5 O2, F6 P, C2 H3 N' _chemical_formula_sum 'C34 H32 F6 Ir N6 O2 P' _chemical_formula_weight 893.83 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_H-M_alt 'P 1 21/c 1' _space_group_name_Hall '-P 2ybc' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y+1/2, -z+1/2' 3 '-x, -y, -z' 4 'x, -y-1/2, z-1/2' _cell_length_a 11.4532(5) _cell_length_b 15.8034(7) _cell_length_c 18.1543(8) _cell_angle_alpha 90.00 _cell_angle_beta 95.0909(16) _cell_angle_gamma 90.00 _cell_volume 3273.0(2) _cell_formula_units_Z 4 _cell_measurement_reflns_used 9850 _cell_measurement_temperature 120.0 _cell_measurement_theta_max 31.57 _cell_measurement_theta_min 2.40 _exptl_absorpt_coefficient_mu 4.206 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.6619 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0871 before and 0.0418 after correction. The Ratio of minimum to maximum transmission is 0.6619. The \l/2 correction factor is Not present. ; _exptl_crystal_colour 'clear dark orange' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier dark _exptl_crystal_colour_primary orange _exptl_crystal_density_diffrn 1.814 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 1760 _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.08 _exptl_special_details ? _diffrn_reflns_av_R_equivalents 0.0310 _diffrn_reflns_av_unetI/netI 0.0174 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_number 71211 _diffrn_reflns_theta_full 30.00 _diffrn_reflns_theta_max 30.00 _diffrn_reflns_theta_min 2.40 _diffrn_ambient_temperature 120.0 _diffrn_detector 'Bruker PHOTON 100 CMOS' _diffrn_detector_area_resol_mean 10.4 _diffrn_detector_type 'CMOS sensor' _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device '3-circle diffractometer' _diffrn_measurement_device_type 'Bruker D8 Venture' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_monochromator 'focusing mirrors' _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'microfocus sealed X-ray tube' _diffrn_source_type 'Incoatec I\mS microsource' _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number 0 _reflns_number_gt 8563 _reflns_number_total 9548 _reflns_threshold_expression >2sigma(I) _computing.bruker_data_scaling 'SADABS V2012/1 (Bruker AXS Inc.)' _computing_cell_refinement 'SAINT v8.37A (Bruker, 2015)' _computing_data_collection 'APEX2 v.2013.4_1 (Bruker, 2013)' _computing_data_reduction 'SAINT v8.37A (Bruker, 2015)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'XL (Sheldrick, 2008)' _computing_structure_solution 'XS (Sheldrick, 2008)' _refine_diff_density_max 0.809 _refine_diff_density_min -1.012 _refine_diff_density_rms 0.081 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 456 _refine_ls_number_reflns 9548 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0214 _refine_ls_R_factor_gt 0.0161 _refine_ls_restrained_S_all 1.054 _refine_ls_shift/su_max 0.007 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0120P)^2^+3.3000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0348 _refine_ls_wR_factor_ref 0.0367 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups 2.a Aromatic/amide H refined with riding coordinates: C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C10(H10), C11(H11), C13(H13), C15(H15), C16(H16), C17(H17), C18(H18), C24(H24), C29(H29), C30(H30), C31(H31), C32(H32) 2.b Idealised Me refined as rotating group: C6(H6A,H6B,H6C), C14(H14A,H14B,H14C), C26(H26A,H26B,H26C), C27(H27A,H27B, H27C), C2S(H2SA,H2SB,H2SC) ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_refinement_flags_posn Ir1 Ir 0.370623(5) 0.324619(4) 0.673333(3) 0.00869(2) Uani 1 d . . . O1 O 0.45082(10) 0.33310(7) 0.77758(6) 0.0126(2) Uani 1 d . . . O2 O 0.25885(13) 0.43371(10) 1.03269(7) 0.0281(3) Uani 1 d . . . N1 N 0.26920(12) 0.31464(8) 0.57693(8) 0.0113(3) Uani 1 d . . . N2 N 0.11660(12) 0.31803(9) 0.65376(8) 0.0142(3) Uani 1 d . . . N3 N 0.20397(12) 0.33416(9) 0.70949(8) 0.0112(3) Uani 1 d . . . N4 N 0.39145(12) 0.19696(9) 0.68130(7) 0.0113(3) Uani 1 d . . . N5 N 0.40181(12) 0.44988(9) 0.65249(8) 0.0117(3) Uani 1 d . . . C1 C 0.30759(15) 0.31075(10) 0.50832(9) 0.0138(3) Uani 1 d . . . H1 H 0.3897 0.3107 0.5040 0.017 Uiso 1 calc . . R C2 C 0.23318(16) 0.30687(11) 0.44518(10) 0.0177(3) Uani 1 d . . . H2 H 0.2628 0.3055 0.3980 0.021 Uiso 1 calc . . R C3 C 0.11302(17) 0.30504(12) 0.45166(10) 0.0208(4) Uani 1 d . . . H3 H 0.0596 0.3015 0.4086 0.025 Uiso 1 calc . . R C4 C 0.07191(16) 0.30834(12) 0.52048(10) 0.0203(4) Uani 1 d . . . H4 H -0.0100 0.3071 0.5254 0.024 Uiso 1 calc . . R C5 C 0.15215(14) 0.31356(10) 0.58344(9) 0.0135(3) Uani 1 d . . . C6 C -0.00530(14) 0.31183(12) 0.66918(10) 0.0179(3) Uani 1 d . . . H6A H -0.0100 0.2864 0.7181 0.027 Uiso 1 calc . . GR H6B H -0.0480 0.2764 0.6316 0.027 Uiso 1 calc . . GR H6C H -0.0402 0.3685 0.6683 0.027 Uiso 1 calc . . GR C7 C 0.18024(14) 0.35424(11) 0.77551(9) 0.0127(3) Uani 1 d . . . H7 H 0.1003 0.3602 0.7848 0.015 Uiso 1 calc . . R C8 C 0.26915(14) 0.36811(10) 0.83594(9) 0.0125(3) Uani 1 d . . . C9 C 0.39148(14) 0.35414(10) 0.83513(9) 0.0122(3) Uani 1 d . . . C10 C 0.46076(15) 0.36529(11) 0.90286(9) 0.0161(3) Uani 1 d . . . H10 H 0.5424 0.3540 0.9046 0.019 Uiso 1 calc . . R C11 C 0.41480(16) 0.39171(12) 0.96616(10) 0.0186(3) Uani 1 d . . . H11 H 0.4649 0.3991 1.0103 0.022 Uiso 1 calc . . R C12 C 0.29507(16) 0.40782(12) 0.96632(10) 0.0187(3) Uani 1 d . . . C13 C 0.22385(15) 0.39575(11) 0.90226(9) 0.0154(3) Uani 1 d . . . H13 H 0.1422 0.4061 0.9023 0.018 Uiso 1 calc . . R C14 C 0.13751(18) 0.45230(15) 1.03425(11) 0.0289(5) Uani 1 d . . . H14A H 0.1149 0.4965 0.9979 0.043 Uiso 1 calc . . GR H14B H 0.1227 0.4721 1.0837 0.043 Uiso 1 calc . . GR H14C H 0.0914 0.4011 1.0223 0.043 Uiso 1 calc . . GR C15 C 0.31624(15) 0.14404(11) 0.71030(9) 0.0141(3) Uani 1 d . . . H15 H 0.2456 0.1664 0.7260 0.017 Uiso 1 calc . . R C16 C 0.33735(16) 0.05859(11) 0.71817(10) 0.0170(3) Uani 1 d . . . H16 H 0.2819 0.0224 0.7381 0.020 Uiso 1 calc . . R C17 C 0.44154(15) 0.02675(11) 0.69625(9) 0.0165(3) Uani 1 d . . . H17 H 0.4597 -0.0316 0.7025 0.020 Uiso 1 calc . . R C18 C 0.51906(15) 0.08060(11) 0.66524(9) 0.0151(3) Uani 1 d . . . H18 H 0.5900 0.0587 0.6496 0.018 Uiso 1 calc . . R C19 C 0.49420(14) 0.16645(10) 0.65679(9) 0.0116(3) Uani 1 d . . . C20 C 0.56631(13) 0.23232(10) 0.62423(9) 0.0111(3) Uani 1 d . . . C21 C 0.52107(13) 0.31401(10) 0.63180(9) 0.0109(3) Uani 1 d . . . C22 C 0.57269(14) 0.38805(11) 0.60657(9) 0.0126(3) Uani 1 d . . . C23 C 0.67538(14) 0.37931(11) 0.56932(9) 0.0145(3) Uani 1 d . . . C24 C 0.71620(14) 0.29720(12) 0.55951(9) 0.0153(3) Uani 1 d . . . H24 H 0.7833 0.2911 0.5328 0.018 Uiso 1 calc . . R C25 C 0.66686(14) 0.22284(11) 0.58570(9) 0.0140(3) Uani 1 d . . . C26 C 0.72470(16) 0.13997(12) 0.56998(11) 0.0204(4) Uani 1 d . . . H26A H 0.7581 0.1149 0.6165 0.031 Uiso 1 calc . . GR H26B H 0.7872 0.1498 0.5375 0.031 Uiso 1 calc . . GR H26C H 0.6664 0.1013 0.5457 0.031 Uiso 1 calc . . GR C27 C 0.74283(16) 0.45191(12) 0.53951(11) 0.0216(4) Uani 1 d . . . H27A H 0.6915 0.4836 0.5032 0.032 Uiso 1 calc . . GR H27B H 0.8100 0.4298 0.5157 0.032 Uiso 1 calc . . GR H27C H 0.7707 0.4895 0.5802 0.032 Uiso 1 calc . . GR C28 C 0.50462(14) 0.46495(11) 0.62040(9) 0.0131(3) Uani 1 d . . . C29 C 0.53363(16) 0.54830(11) 0.60483(10) 0.0188(3) Uani 1 d . . . H29 H 0.6048 0.5598 0.5836 0.023 Uiso 1 calc . . R C30 C 0.46022(18) 0.61467(12) 0.61987(11) 0.0228(4) Uani 1 d . . . H30 H 0.4810 0.6713 0.6093 0.027 Uiso 1 calc . . R C31 C 0.35631(17) 0.59761(12) 0.65045(11) 0.0213(4) Uani 1 d . . . H31 H 0.3038 0.6420 0.6602 0.026 Uiso 1 calc . . R C32 C 0.33061(15) 0.51445(11) 0.66655(10) 0.0157(3) Uani 1 d . . . H32 H 0.2600 0.5025 0.6884 0.019 Uiso 1 calc . . R P1 P 0.99313(4) 0.43138(3) 0.26201(3) 0.01740(9) Uani 1 d . . . F1 F 1.02847(11) 0.38028(8) 0.19147(7) 0.0291(3) Uani 1 d . . . F2 F 0.93276(11) 0.34861(8) 0.29223(7) 0.0315(3) Uani 1 d . . . F3 F 1.11514(10) 0.40577(9) 0.30631(7) 0.0323(3) Uani 1 d . . . F4 F 1.05445(11) 0.51473(8) 0.23202(7) 0.0294(3) Uani 1 d . . . F5 F 0.87191(10) 0.45841(8) 0.21830(7) 0.0305(3) Uani 1 d . . . F6 F 0.95841(10) 0.48326(8) 0.33275(7) 0.0295(3) Uani 1 d . . . N1S N 0.8681(2) 0.18289(18) 0.40373(13) 0.0590(8) Uani 1 d . . . C1S C 0.81506(19) 0.18218(14) 0.34781(12) 0.0297(5) Uani 1 d . . . C2S C 0.74658(17) 0.18213(14) 0.27663(11) 0.0253(4) Uani 1 d . . . H2SA H 0.7668 0.1322 0.2483 0.038 Uiso 1 calc . . GR H2SB H 0.7638 0.2335 0.2493 0.038 Uiso 1 calc . . GR H2SC H 0.6629 0.1806 0.2842 0.038 Uiso 1 calc . . GR loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.00703(3) 0.00839(3) 0.01066(3) 0.00024(2) 0.00090(2) -0.00006(2) O1 0.0095(5) 0.0159(6) 0.0123(5) -0.0009(4) 0.0005(4) 0.0002(4) O2 0.0266(7) 0.0444(9) 0.0140(6) -0.0040(6) 0.0053(5) 0.0087(7) N1 0.0104(6) 0.0100(6) 0.0131(6) 0.0002(5) -0.0004(5) 0.0003(5) N2 0.0075(6) 0.0198(7) 0.0150(7) -0.0009(6) -0.0001(5) -0.0012(5) N3 0.0080(6) 0.0117(6) 0.0136(6) 0.0006(5) -0.0008(5) -0.0005(5) N4 0.0111(6) 0.0108(6) 0.0118(6) 0.0002(5) 0.0001(5) 0.0001(5) N5 0.0117(6) 0.0101(6) 0.0132(6) -0.0003(5) 0.0009(5) -0.0008(5) C1 0.0158(8) 0.0119(8) 0.0138(7) -0.0001(6) 0.0016(6) -0.0012(6) C2 0.0235(9) 0.0164(8) 0.0132(8) -0.0012(6) 0.0009(6) -0.0021(7) C3 0.0214(9) 0.0239(9) 0.0161(8) 0.0010(7) -0.0046(7) -0.0049(7) C4 0.0131(8) 0.0277(10) 0.0191(9) 0.0024(7) -0.0032(6) -0.0028(7) C5 0.0116(7) 0.0132(8) 0.0154(8) 0.0010(6) -0.0007(6) -0.0005(6) C6 0.0087(7) 0.0223(9) 0.0225(9) -0.0004(7) 0.0012(6) -0.0013(6) C7 0.0101(7) 0.0126(7) 0.0158(8) 0.0013(6) 0.0027(6) 0.0005(6) C8 0.0137(7) 0.0110(7) 0.0129(7) 0.0021(6) 0.0015(6) 0.0002(6) C9 0.0130(7) 0.0102(7) 0.0137(7) 0.0020(6) 0.0023(6) -0.0002(6) C10 0.0137(8) 0.0190(9) 0.0152(8) 0.0015(6) -0.0003(6) -0.0002(6) C11 0.0202(9) 0.0226(9) 0.0125(8) 0.0009(7) -0.0013(6) 0.0010(7) C12 0.0225(9) 0.0202(9) 0.0139(8) 0.0008(7) 0.0049(7) 0.0022(7) C13 0.0151(8) 0.0165(8) 0.0149(8) 0.0016(6) 0.0038(6) 0.0013(6) C14 0.0276(10) 0.0396(12) 0.0209(10) -0.0036(8) 0.0107(8) 0.0049(9) C15 0.0128(7) 0.0133(7) 0.0163(8) 0.0012(6) 0.0028(6) -0.0007(6) C16 0.0183(8) 0.0140(8) 0.0192(8) 0.0028(6) 0.0041(6) -0.0010(6) C17 0.0196(8) 0.0124(7) 0.0172(8) 0.0025(6) -0.0009(6) 0.0027(6) C18 0.0156(8) 0.0145(8) 0.0154(8) 0.0005(6) 0.0018(6) 0.0034(6) C19 0.0107(7) 0.0140(8) 0.0097(7) -0.0005(6) -0.0010(5) 0.0009(6) C20 0.0090(7) 0.0136(7) 0.0104(7) 0.0002(6) -0.0015(5) 0.0006(6) C21 0.0085(7) 0.0145(8) 0.0095(7) -0.0003(6) 0.0000(5) -0.0003(6) C22 0.0106(7) 0.0138(8) 0.0132(7) 0.0002(6) -0.0004(6) -0.0014(6) C23 0.0104(7) 0.0188(8) 0.0143(8) 0.0014(6) 0.0012(6) -0.0021(6) C24 0.0088(7) 0.0212(8) 0.0162(8) 0.0004(6) 0.0030(6) 0.0008(6) C25 0.0106(7) 0.0170(8) 0.0142(7) -0.0006(6) -0.0005(6) 0.0028(6) C26 0.0155(8) 0.0200(9) 0.0271(9) 0.0005(7) 0.0086(7) 0.0052(7) C27 0.0169(8) 0.0211(9) 0.0282(10) 0.0027(7) 0.0092(7) -0.0039(7) C28 0.0133(7) 0.0131(8) 0.0129(7) -0.0004(6) 0.0013(6) -0.0016(6) C29 0.0194(8) 0.0154(8) 0.0224(9) 0.0022(7) 0.0063(7) -0.0039(7) C30 0.0285(10) 0.0119(8) 0.0287(10) 0.0032(7) 0.0067(8) -0.0018(7) C31 0.0252(9) 0.0120(8) 0.0271(9) -0.0004(7) 0.0047(7) 0.0032(7) C32 0.0157(8) 0.0133(8) 0.0185(8) -0.0008(6) 0.0033(6) 0.0012(6) P1 0.0155(2) 0.0176(2) 0.0196(2) 0.00141(17) 0.00391(17) 0.00237(17) F1 0.0362(7) 0.0249(6) 0.0280(6) -0.0054(5) 0.0131(5) 0.0030(5) F2 0.0335(7) 0.0232(6) 0.0395(7) 0.0052(5) 0.0136(6) -0.0057(5) F3 0.0195(6) 0.0468(8) 0.0306(6) 0.0115(6) 0.0031(5) 0.0082(5) F4 0.0315(6) 0.0216(6) 0.0367(7) 0.0028(5) 0.0116(5) -0.0034(5) F5 0.0214(6) 0.0390(7) 0.0302(6) 0.0010(5) -0.0031(5) 0.0081(5) F6 0.0247(6) 0.0373(7) 0.0276(6) -0.0108(5) 0.0089(5) -0.0028(5) N1S 0.0574(16) 0.0772(19) 0.0390(13) 0.0192(12) -0.0139(11) -0.0332(14) C1S 0.0272(10) 0.0317(11) 0.0302(11) 0.0053(9) 0.0030(8) -0.0100(9) C2S 0.0189(9) 0.0318(11) 0.0251(10) -0.0011(8) 0.0020(7) -0.0029(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 O1 2.0334(12) . ? Ir1 N1 2.0190(14) . ? Ir1 N3 2.0782(13) . ? Ir1 N4 2.0352(14) . ? Ir1 N5 2.0527(14) . ? Ir1 C21 1.9483(16) . ? O1 C9 1.3379(19) . ? O2 C12 1.371(2) . ? O2 C14 1.423(2) . ? N1 C1 1.359(2) . ? N1 C5 1.356(2) . ? N2 N3 1.3822(19) . ? N2 C5 1.376(2) . ? N2 C6 1.451(2) . ? N3 C7 1.292(2) . ? N4 C15 1.341(2) . ? N4 C19 1.381(2) . ? N5 C28 1.380(2) . ? N5 C32 1.345(2) . ? C1 H1 0.9500 . ? C1 C2 1.368(2) . ? C2 H2 0.9500 . ? C2 C3 1.392(3) . ? C3 H3 0.9500 . ? C3 C4 1.375(3) . ? C4 H4 0.9500 . ? C4 C5 1.404(2) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7 0.9500 . ? C7 C8 1.446(2) . ? C8 C9 1.420(2) . ? C8 C13 1.421(2) . ? C9 C10 1.414(2) . ? C10 H10 0.9500 . ? C10 C11 1.371(2) . ? C11 H11 0.9500 . ? C11 C12 1.395(3) . ? C12 C13 1.373(2) . ? C13 H13 0.9500 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15 0.9500 . ? C15 C16 1.377(2) . ? C16 H16 0.9500 . ? C16 C17 1.385(2) . ? C17 H17 0.9500 . ? C17 C18 1.385(2) . ? C18 H18 0.9500 . ? C18 C19 1.392(2) . ? C19 C20 1.484(2) . ? C20 C21 1.402(2) . ? C20 C25 1.408(2) . ? C21 C22 1.406(2) . ? C22 C23 1.415(2) . ? C22 C28 1.477(2) . ? C23 C24 1.396(2) . ? C23 C27 1.510(2) . ? C24 H24 0.9500 . ? C24 C25 1.405(2) . ? C25 C26 1.506(2) . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 C29 1.394(2) . ? C29 H29 0.9500 . ? C29 C30 1.386(3) . ? C30 H30 0.9500 . ? C30 C31 1.384(3) . ? C31 H31 0.9500 . ? C31 C32 1.384(2) . ? C32 H32 0.9500 . ? P1 F1 1.5962(12) . ? P1 F2 1.5991(13) . ? P1 F3 1.6012(13) . ? P1 F4 1.6101(12) . ? P1 F5 1.5951(12) . ? P1 F6 1.6032(12) . ? N1S C1S 1.136(3) . ? C1S C2S 1.451(3) . ? C2S H2SA 0.9800 . ? C2S H2SB 0.9800 . ? C2S H2SC 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Ir1 N3 93.03(5) . . ? O1 Ir1 N4 87.63(5) . . ? O1 Ir1 N5 92.09(5) . . ? N1 Ir1 O1 171.70(5) . . ? N1 Ir1 N3 78.79(5) . . ? N1 Ir1 N4 92.23(5) . . ? N1 Ir1 N5 90.67(5) . . ? N4 Ir1 N3 98.89(5) . . ? N4 Ir1 N5 161.42(6) . . ? N5 Ir1 N3 99.67(5) . . ? C21 Ir1 O1 91.37(6) . . ? C21 Ir1 N1 96.80(6) . . ? C21 Ir1 N3 175.57(6) . . ? C21 Ir1 N4 80.80(6) . . ? C21 Ir1 N5 80.63(6) . . ? C9 O1 Ir1 121.63(10) . . ? C12 O2 C14 116.83(15) . . ? C1 N1 Ir1 126.16(11) . . ? C5 N1 Ir1 115.00(11) . . ? C5 N1 C1 118.83(14) . . ? N3 N2 C6 121.17(14) . . ? C5 N2 N3 115.72(13) . . ? C5 N2 C6 123.00(14) . . ? N2 N3 Ir1 112.40(10) . . ? C7 N3 Ir1 125.85(11) . . ? C7 N3 N2 121.74(14) . . ? C15 N4 Ir1 124.80(11) . . ? C15 N4 C19 120.26(14) . . ? C19 N4 Ir1 114.89(11) . . ? C28 N5 Ir1 114.41(11) . . ? C32 N5 Ir1 125.34(12) . . ? C32 N5 C28 120.25(15) . . ? N1 C1 H1 118.6 . . ? N1 C1 C2 122.82(16) . . ? C2 C1 H1 118.6 . . ? C1 C2 H2 120.7 . . ? C1 C2 C3 118.52(17) . . ? C3 C2 H2 120.7 . . ? C2 C3 H3 120.1 . . ? C4 C3 C2 119.79(17) . . ? C4 C3 H3 120.1 . . ? C3 C4 H4 120.3 . . ? C3 C4 C5 119.33(17) . . ? C5 C4 H4 120.3 . . ? N1 C5 N2 117.16(14) . . ? N1 C5 C4 120.69(16) . . ? N2 C5 C4 122.15(16) . . ? N2 C6 H6A 109.5 . . ? N2 C6 H6B 109.5 . . ? N2 C6 H6C 109.5 . . ? H6A C6 H6B 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N3 C7 H7 118.3 . . ? N3 C7 C8 123.31(15) . . ? C8 C7 H7 118.3 . . ? C9 C8 C7 126.71(15) . . ? C9 C8 C13 119.43(15) . . ? C13 C8 C7 113.82(15) . . ? O1 C9 C8 128.09(15) . . ? O1 C9 C10 115.17(14) . . ? C10 C9 C8 116.72(15) . . ? C9 C10 H10 118.7 . . ? C11 C10 C9 122.64(16) . . ? C11 C10 H10 118.7 . . ? C10 C11 H11 119.7 . . ? C10 C11 C12 120.53(16) . . ? C12 C11 H11 119.7 . . ? O2 C12 C11 115.50(16) . . ? O2 C12 C13 125.62(17) . . ? C13 C12 C11 118.88(16) . . ? C8 C13 H13 119.1 . . ? C12 C13 C8 121.73(16) . . ? C12 C13 H13 119.1 . . ? O2 C14 H14A 109.5 . . ? O2 C14 H14B 109.5 . . ? O2 C14 H14C 109.5 . . ? H14A C14 H14B 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N4 C15 H15 118.7 . . ? N4 C15 C16 122.63(16) . . ? C16 C15 H15 118.7 . . ? C15 C16 H16 120.8 . . ? C15 C16 C17 118.31(16) . . ? C17 C16 H16 120.8 . . ? C16 C17 H17 120.2 . . ? C18 C17 C16 119.54(16) . . ? C18 C17 H17 120.2 . . ? C17 C18 H18 119.6 . . ? C17 C18 C19 120.76(16) . . ? C19 C18 H18 119.6 . . ? N4 C19 C18 118.45(15) . . ? N4 C19 C20 113.80(14) . . ? C18 C19 C20 127.74(15) . . ? C21 C20 C19 112.54(14) . . ? C21 C20 C25 118.20(15) . . ? C25 C20 C19 129.21(15) . . ? C20 C21 Ir1 117.66(12) . . ? C20 C21 C22 124.37(15) . . ? C22 C21 Ir1 117.80(12) . . ? C21 C22 C23 117.78(15) . . ? C21 C22 C28 112.69(14) . . ? C23 C22 C28 129.44(15) . . ? C22 C23 C27 124.80(16) . . ? C24 C23 C22 116.99(15) . . ? C24 C23 C27 118.21(15) . . ? C23 C24 H24 117.1 . . ? C23 C24 C25 125.80(15) . . ? C25 C24 H24 117.1 . . ? C20 C25 C26 125.43(16) . . ? C24 C25 C20 116.78(15) . . ? C24 C25 C26 117.80(15) . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26B 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C23 C27 H27A 109.5 . . ? C23 C27 H27B 109.5 . . ? C23 C27 H27C 109.5 . . ? H27A C27 H27B 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N5 C28 C22 114.38(14) . . ? N5 C28 C29 118.45(15) . . ? C29 C28 C22 127.17(15) . . ? C28 C29 H29 119.5 . . ? C30 C29 C28 121.03(17) . . ? C30 C29 H29 119.5 . . ? C29 C30 H30 120.3 . . ? C31 C30 C29 119.33(17) . . ? C31 C30 H30 120.3 . . ? C30 C31 H31 120.8 . . ? C32 C31 C30 118.45(17) . . ? C32 C31 H31 120.8 . . ? N5 C32 C31 122.46(16) . . ? N5 C32 H32 118.8 . . ? C31 C32 H32 118.8 . . ? F1 P1 F2 90.54(7) . . ? F1 P1 F3 90.17(7) . . ? F1 P1 F4 89.62(7) . . ? F1 P1 F6 179.55(8) . . ? F2 P1 F3 90.32(7) . . ? F2 P1 F4 179.66(8) . . ? F2 P1 F6 89.89(7) . . ? F3 P1 F4 89.38(7) . . ? F3 P1 F6 89.68(7) . . ? F5 P1 F1 90.45(7) . . ? F5 P1 F2 90.34(7) . . ? F5 P1 F3 179.09(8) . . ? F5 P1 F4 89.95(7) . . ? F5 P1 F6 89.70(7) . . ? F6 P1 F4 89.95(7) . . ? N1S C1S C2S 179.3(3) . . ? C1S C2S H2SA 109.5 . . ? C1S C2S H2SB 109.5 . . ? C1S C2S H2SC 109.5 . . ? H2SA C2S H2SB 109.5 . . ? H2SA C2S H2SC 109.5 . . ? H2SB C2S H2SC 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C5 N2 N3 8.1(2) . . . . ? C4 C5 N2 N3 -171.74(16) . . . . ? C4 C5 N2 C6 4.4(3) . . . . ? C5 N2 N3 Ir1 -10.90(17) . . . . ? C5 N2 N3 C7 167.90(15) . . . . ? C6 N2 N3 Ir1 172.86(12) . . . . ? C6 N2 N3 C7 -8.3(2) . . . . ? C6 N2 C5 N1 -175.78(15) . . . . ? C8 C7 N3 Ir1 -4.0(2) . . . . ? C8 C7 N3 N2 177.34(15) . . . . ? C9 C8 C7 N3 -6.8(3) . . . . ? C11 C12 O2 C14 178.77(18) . . . . ? C13 C8 C7 N3 175.55(16) . . . . ? C13 C12 O2 C14 -2.3(3) . . . . ? C18 C19 C20 C21 -173.43(16) . . . . ? C18 C19 C20 C25 9.5(3) . . . . ? C21 C20 C19 N4 6.09(19) . . . . ? C21 C22 C28 N5 -2.4(2) . . . . ? C21 C22 C28 C29 177.41(17) . . . . ? C23 C22 C28 N5 174.02(16) . . . . ? C23 C22 C28 C29 -6.2(3) . . . . ? C25 C20 C19 N4 -170.95(16) . . . . ? _iucr_refine_instructions_details ; TITL 16srv479 in P21/c #14 REM reset to P21/c #14 CELL 0.71073 11.4532 15.8034 18.1543 90 95.0909 90 ZERR 4 0.0005 0.0007 0.0008 0 0.0016 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H F Ir N O P UNIT 136 128 24 4 24 8 4 L.S. 9 PLAN 5 SIZE 0.08 0.21 0.25 TEMP -153.15 CONF N1 C5 N2 N3 CONF C4 C5 N2 N3 CONF C6 N2 C5 N1 CONF C4 C5 N2 C6 CONF C5 N2 N3 Ir1 CONF C6 N2 N3 Ir1 CONF C5 N2 N3 C7 CONF C6 N2 N3 C7 CONF C8 C7 N3 Ir1 CONF C8 C7 N3 N2 CONF C9 C8 C7 N3 CONF C13 C8 C7 N3 CONF C11 C12 O2 C14 CONF C13 C12 O2 C14 CONF C21 C20 C19 N4 CONF C18 C19 C20 C21 CONF C25 C20 C19 N4 CONF C18 C19 C20 C25 CONF C21 C22 C28 N5 CONF C23 C22 C28 N5 CONF C21 C22 C28 C29 CONF C23 C22 C28 C29 BOND $h fmap 2 acta OMIT -2 60 WGHT 0.012 3.3 FVAR 0.08035 REM REM REM Ir1 4 0.37062 0.32462 0.67333 11.00000 0.00703 0.00839 0.01066 = 0.00024 0.00090 -0.00006 O1 6 0.45082 0.33310 0.77758 11.00000 0.00948 0.01593 0.01228 = -0.00095 0.00046 0.00016 O2 6 0.25885 0.43371 1.03269 11.00000 0.02658 0.04441 0.01396 = -0.00397 0.00534 0.00869 N1 5 0.26920 0.31464 0.57693 11.00000 0.01044 0.01000 0.01311 = 0.00020 -0.00043 0.00027 N2 5 0.11660 0.31803 0.65376 11.00000 0.00752 0.01981 0.01500 = -0.00091 -0.00012 -0.00119 N3 5 0.20397 0.33416 0.70949 11.00000 0.00802 0.01165 0.01363 = 0.00062 -0.00079 -0.00049 N4 5 0.39145 0.19696 0.68131 11.00000 0.01108 0.01080 0.01179 = 0.00018 0.00005 0.00011 N5 5 0.40181 0.44988 0.65249 11.00000 0.01172 0.01012 0.01320 = -0.00035 0.00094 -0.00082 C1 1 0.30759 0.31075 0.50832 11.00000 0.01577 0.01188 0.01377 = -0.00008 0.00157 -0.00125 AFIX 43 H1 2 0.38965 0.31072 0.50401 11.00000 -1.20000 AFIX 0 C2 1 0.23318 0.30688 0.44519 11.00000 0.02351 0.01641 0.01316 = -0.00118 0.00087 -0.00209 AFIX 43 H2 2 0.26284 0.30546 0.39796 11.00000 -1.20000 AFIX 0 C3 1 0.11302 0.30504 0.45166 11.00000 0.02138 0.02389 0.01611 = 0.00100 -0.00456 -0.00493 AFIX 43 H3 2 0.05959 0.30153 0.40865 11.00000 -1.20000 AFIX 0 C4 1 0.07191 0.30834 0.52048 11.00000 0.01313 0.02773 0.01910 = 0.00239 -0.00316 -0.00281 AFIX 43 H4 2 -0.00996 0.30711 0.52539 11.00000 -1.20000 AFIX 0 C5 1 0.15215 0.31356 0.58344 11.00000 0.01158 0.01316 0.01542 = 0.00101 -0.00068 -0.00054 C6 1 -0.00530 0.31183 0.66918 11.00000 0.00868 0.02234 0.02252 = -0.00040 0.00121 -0.00134 AFIX 137 H6a 2 -0.00998 0.28645 0.71808 11.00000 -1.50000 H6b 2 -0.04801 0.27638 0.63156 11.00000 -1.50000 H6c 2 -0.04021 0.36848 0.66832 11.00000 -1.50000 AFIX 0 C7 1 0.18024 0.35424 0.77551 11.00000 0.01009 0.01264 0.01578 = 0.00132 0.00268 0.00054 AFIX 43 H7 2 0.10033 0.36020 0.78481 11.00000 -1.20000 AFIX 0 C8 1 0.26915 0.36811 0.83594 11.00000 0.01373 0.01101 0.01293 = 0.00208 0.00152 0.00017 C9 1 0.39148 0.35414 0.83513 11.00000 0.01300 0.01022 0.01368 = 0.00200 0.00230 -0.00015 C10 1 0.46076 0.36529 0.90286 11.00000 0.01367 0.01899 0.01525 = 0.00154 -0.00030 -0.00017 AFIX 43 H10 2 0.54243 0.35401 0.90457 11.00000 -1.20000 AFIX 0 C11 1 0.41480 0.39171 0.96616 11.00000 0.02023 0.02264 0.01249 = 0.00086 -0.00132 0.00101 AFIX 43 H11 2 0.46490 0.39910 1.01027 11.00000 -1.20000 AFIX 0 C12 1 0.29507 0.40782 0.96632 11.00000 0.02247 0.02021 0.01387 = 0.00078 0.00493 0.00222 C13 1 0.22385 0.39575 0.90226 11.00000 0.01514 0.01654 0.01492 = 0.00164 0.00379 0.00125 AFIX 43 H13 2 0.14215 0.40614 0.90227 11.00000 -1.20000 AFIX 0 C14 1 0.13751 0.45230 1.03425 11.00000 0.02764 0.03962 0.02086 = -0.00358 0.01067 0.00491 AFIX 137 H14a 2 0.11492 0.49646 0.99786 11.00000 -1.50000 H14b 2 0.12267 0.47212 1.08372 11.00000 -1.50000 H14c 2 0.09138 0.40111 1.02227 11.00000 -1.50000 AFIX 0 C15 1 0.31624 0.14404 0.71030 11.00000 0.01282 0.01334 0.01635 = 0.00124 0.00282 -0.00074 AFIX 43 H15 2 0.24559 0.16640 0.72605 11.00000 -1.20000 AFIX 0 C16 1 0.33735 0.05859 0.71817 11.00000 0.01826 0.01396 0.01924 = 0.00277 0.00406 -0.00095 AFIX 43 H16 2 0.28189 0.02240 0.73811 11.00000 -1.20000 AFIX 0 C17 1 0.44154 0.02675 0.69625 11.00000 0.01956 0.01238 0.01722 = 0.00247 -0.00093 0.00271 AFIX 43 H17 2 0.45968 -0.03162 0.70246 11.00000 -1.20000 AFIX 0 C18 1 0.51906 0.08060 0.66524 11.00000 0.01559 0.01452 0.01539 = 0.00046 0.00177 0.00336 AFIX 43 H18 2 0.59002 0.05869 0.64956 11.00000 -1.20000 AFIX 0 C19 1 0.49420 0.16645 0.65679 11.00000 0.01069 0.01401 0.00966 = -0.00050 -0.00102 0.00093 C20 1 0.56631 0.23232 0.62423 11.00000 0.00904 0.01357 0.01038 = 0.00017 -0.00149 0.00065 C21 1 0.52107 0.31401 0.63180 11.00000 0.00848 0.01450 0.00952 = -0.00031 0.00002 -0.00026 C22 1 0.57269 0.38805 0.60657 11.00000 0.01057 0.01384 0.01324 = 0.00020 -0.00045 -0.00144 C23 1 0.67538 0.37931 0.56932 11.00000 0.01044 0.01882 0.01434 = 0.00141 0.00122 -0.00214 C24 1 0.71620 0.29720 0.55951 11.00000 0.00876 0.02123 0.01620 = 0.00043 0.00296 0.00082 AFIX 43 H24 2 0.78331 0.29106 0.53275 11.00000 -1.20000 AFIX 0 C25 1 0.66686 0.22284 0.58570 11.00000 0.01062 0.01696 0.01417 = -0.00059 -0.00048 0.00279 C26 1 0.72470 0.13997 0.56998 11.00000 0.01546 0.01999 0.02707 = 0.00050 0.00864 0.00523 AFIX 137 H26a 2 0.75808 0.11485 0.61653 11.00000 -1.50000 H26b 2 0.78723 0.14980 0.53748 11.00000 -1.50000 H26c 2 0.66640 0.10133 0.54572 11.00000 -1.50000 AFIX 0 C27 1 0.74283 0.45191 0.53951 11.00000 0.01689 0.02106 0.02819 = 0.00266 0.00920 -0.00393 AFIX 137 H27a 2 0.69153 0.48356 0.50323 11.00000 -1.50000 H27b 2 0.81001 0.42976 0.51571 11.00000 -1.50000 H27c 2 0.77072 0.48953 0.58025 11.00000 -1.50000 AFIX 0 C28 1 0.50462 0.46495 0.62040 11.00000 0.01327 0.01311 0.01289 = -0.00037 0.00131 -0.00157 C29 1 0.53363 0.54830 0.60483 11.00000 0.01940 0.01536 0.02242 = 0.00217 0.00634 -0.00386 AFIX 43 H29 2 0.60481 0.55983 0.58358 11.00000 -1.20000 AFIX 0 C30 1 0.46022 0.61467 0.61987 11.00000 0.02847 0.01189 0.02875 = 0.00316 0.00674 -0.00185 AFIX 43 H30 2 0.48105 0.67128 0.60928 11.00000 -1.20000 AFIX 0 C31 1 0.35631 0.59761 0.65045 11.00000 0.02524 0.01198 0.02715 = -0.00038 0.00474 0.00323 AFIX 43 H31 2 0.30384 0.64197 0.66017 11.00000 -1.20000 AFIX 0 C32 1 0.33061 0.51445 0.66655 11.00000 0.01569 0.01333 0.01853 = -0.00080 0.00329 0.00121 AFIX 43 H32 2 0.26003 0.50252 0.68836 11.00000 -1.20000 AFIX 0 P1 7 0.99313 0.43138 0.26201 11.00000 0.01551 0.01756 0.01955 = 0.00141 0.00391 0.00237 F1 3 1.02847 0.38028 0.19147 11.00000 0.03625 0.02494 0.02795 = -0.00539 0.01313 0.00297 F2 3 0.93276 0.34861 0.29223 11.00000 0.03352 0.02324 0.03948 = 0.00519 0.01355 -0.00567 F3 3 1.11514 0.40577 0.30631 11.00000 0.01951 0.04680 0.03065 = 0.01154 0.00311 0.00825 F4 3 1.05445 0.51473 0.23202 11.00000 0.03150 0.02163 0.03674 = 0.00281 0.01156 -0.00340 F5 3 0.87191 0.45841 0.21830 11.00000 0.02143 0.03903 0.03017 = 0.00103 -0.00314 0.00813 F6 3 0.95841 0.48327 0.33275 11.00000 0.02471 0.03733 0.02757 = -0.01079 0.00889 -0.00282 N1S 5 0.86805 0.18289 0.40373 11.00000 0.05738 0.07724 0.03903 = 0.01920 -0.01388 -0.03324 C1S 1 0.81506 0.18218 0.34781 11.00000 0.02720 0.03167 0.03018 = 0.00528 0.00303 -0.01002 C2S 1 0.74658 0.18213 0.27663 11.00000 0.01886 0.03183 0.02509 = -0.00108 0.00204 -0.00295 AFIX 137 H2Sa 2 0.76679 0.13224 0.24832 11.00000 -1.50000 H2Sb 2 0.76377 0.23348 0.24931 11.00000 -1.50000 H2Sc 2 0.66294 0.18065 0.28418 11.00000 -1.50000 AFIX 0 HKLF 4 END ; ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_Ir2dpyx2L5_16srv305 _database_code_depnum_ccdc_archive 'CCDC 2006847' loop_ _audit_author_name _audit_author_address 'Dmitry Yufit' ;Durham University United Kingdom ; _audit_update_record ; 2020-07-07 deposited with the CCDC. 2020-07-10 downloaded from the CCDC. ; _audit_creation_date 2016-08-17 _audit_creation_method ; Olex2 1.2-beta (compiled 2016.07.26 svn.r3321 for OlexSys, GUI svn.r5206) ; _chemical_name_common ? _chemical_name_systematic ? _chemical_formula_moiety 'C56 H48 Ir2 N10 O2, 2(F6 P), 4(C2 H3 N)' _chemical_formula_sum 'C64 H60 F12 Ir2 N14 O2 P2' _chemical_formula_weight 1731.60 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.7200(11) _cell_length_b 14.3155(12) _cell_length_c 19.9170(17) _cell_angle_alpha 86.983(3) _cell_angle_beta 79.538(3) _cell_angle_gamma 78.218(2) _cell_volume 3490.9(5) _cell_formula_units_Z 2 _cell_measurement_reflns_used 9972 _cell_measurement_temperature 120.0 _cell_measurement_theta_max 23.15 _cell_measurement_theta_min 2.41 _shelx_estimated_absorpt_T_max 0.925 _shelx_estimated_absorpt_T_min 0.649 _exptl_absorpt_coefficient_mu 3.939 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.8363 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0709 before and 0.0577 after correction. The Ratio of minimum to maximum transmission is 0.8363. The \l/2 correction factor is Not present. ; _exptl_absorpt_special_details ? _exptl_crystal_colour 'dull brownish yellow' _exptl_crystal_colour_lustre dull _exptl_crystal_colour_modifier brownish _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.647 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description plate _exptl_crystal_F_000 1700 _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.02 _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.1680 _diffrn_reflns_av_unetI/netI 0.2280 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.999 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_number 74344 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.999 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.500 _diffrn_reflns_theta_min 2.108 _diffrn_ambient_temperature 120.0 _diffrn_detector 'Bruker PHOTON 100 CMOS' _diffrn_detector_area_resol_mean 10.4 _diffrn_detector_type 'CMOS sensor' _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device '3-circle diffractometer' _diffrn_measurement_device_type 'Bruker D8 Venture' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_monochromator 'focusing mirrors' _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'microfocus sealed X-ray tube' _diffrn_source_type 'Incoatec I\mS microsource' _diffrn_standards_number 0 _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 8465 _reflns_number_total 16016 _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _reflns_threshold_expression 'I > 2\s(I)' _computing.bruker_data_scaling 'SADABS V2012/1 (Bruker AXS Inc.)' _computing_cell_refinement 'APEX2 v.2013.4_1 (Bruker, 2013)' _computing_data_collection 'APEX2 v.2013.4_1 (Bruker, 2013)' _computing_data_reduction 'SAINT v8.34A (Bruker, 2013)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'XS (Sheldrick, 2008)' _refine_diff_density_max 3.375 _refine_diff_density_min -1.402 _refine_diff_density_rms 0.204 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.958 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 872 _refine_ls_number_reflns 16016 _refine_ls_number_restraints 914 _refine_ls_R_factor_all 0.1517 _refine_ls_R_factor_gt 0.0735 _refine_ls_restrained_S_all 0.949 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0840P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1514 _refine_ls_wR_factor_ref 0.1700 _refine_special_details ? _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups 2. Restrained distances N1S-C1S \\sim N4S-C7S \\sim N3S-C5S \\sim N5S-C9S with sigma of 0.005 C2S-C1S \\sim C8S-C7S \\sim C6S-C5S with sigma of 0.005 3. Uiso/Uaniso restraints and constraints Uanis(C5) \\sim Ueq, Uanis(C6) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01 Uiso(C12S) = Uiso(C11S) 4. Rigid body (RIGU) restrains All non-hydrogen atoms with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004 5. Same fragment restrains {N5S, C9S, C10S} sigma for 1-2: 0.02, 1-3: 0.02 {N4S, C7S, C8S} sigma for 1-2: 0.02, 1-3: 0.02 {N3S, C5S, C6S} sigma for 1-2: 0.02, 1-3: 0.02 {N6S, C11S, C12S} sigma for 1-2: 0.005, 1-3: 0.01 as {N1S, C1S, C2S} 6. Others Fixed Sof: N5S(0.7) C9S(0.7) C10S(0.7) H10A(0.7) H10B(0.7) H10C(0.7) N6S(0.3) C11S(0.3) C12S(0.3) H12D(0.3) H12E(0.3) H12F(0.3) 7.a Aromatic/amide H refined with riding coordinates: C1(H1), C4(H4), C5(H5), C6(H6), C7(H7), C9(H9), C11(H11), C13(H13), C14(H14), C15(H15), C16(H16), C22(H22), C27(H27), C28(H28), C29(H29), C30(H30), C31(H31), C34(H34), C35(H35), C36(H36), C37(H37), C39(H39), C40(H40), C41(H41), C42(H42), C48(H48), C53(H53), C54(H54), C55(H55), C56(H56) 7.b Idealised Me refined as rotating group: C12(H12A,H12B,H12C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C38(H38A,H38B, H38C), C50(H50A,H50B,H50C), C51(H51A,H51B,H51C), C2S(H2SA,H2SB,H2SC), C6S(H6SA, H6SB,H6SC), C8S(H8SA,H8SB,H8SC), C10S(H10A,H10B,H10C), C12S(H12D,H12E,H12F) ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.46313(3) 0.17458(3) 0.19088(2) 0.03277(14) Uani 1 1 d . U . . . Ir2 Ir 0.01350(3) 0.38193(3) 0.30610(2) 0.02817(13) Uani 1 1 d . U . . . O1 O 0.6043(6) 0.0781(5) 0.1785(4) 0.0453(18) Uani 1 1 d . U . . . O2 O -0.1356(5) 0.4192(5) 0.3662(3) 0.0369(16) Uani 1 1 d . U . . . N1 N 0.5059(7) 0.2489(6) 0.1017(4) 0.0340(18) Uani 1 1 d . U . . . N2 N 0.4269(7) 0.3278(6) 0.0902(4) 0.042(2) Uani 1 1 d . U . . . N3 N 0.3300(6) 0.2789(5) 0.1908(4) 0.0259(16) Uani 1 1 d . U . . . N4 N 0.3910(7) 0.0756(6) 0.1560(5) 0.042(2) Uani 1 1 d . U . . . N5 N 0.5250(6) 0.2473(6) 0.2536(4) 0.0357(18) Uani 1 1 d . U . . . N6 N 0.1512(6) 0.3588(5) 0.2365(4) 0.0261(16) Uani 1 1 d . U . . . N7 N 0.0565(7) 0.4826(6) 0.1752(4) 0.0329(19) Uani 1 1 d . U . . . N8 N -0.0243(6) 0.4865(5) 0.2334(4) 0.0294(17) Uani 1 1 d . U . . . N9 N -0.0360(6) 0.2701(5) 0.2691(4) 0.0333(18) Uani 1 1 d . U . . . N10 N 0.0722(6) 0.4626(6) 0.3689(4) 0.0343(18) Uani 1 1 d . U . . . C1 C 0.6004(8) 0.2327(7) 0.0605(5) 0.036(2) Uani 1 1 d . U . . . H1 H 0.6130 0.2739 0.0222 0.043 Uiso 1 1 calc R . . . . C2 C 0.6865(9) 0.1521(8) 0.0724(6) 0.043(2) Uani 1 1 d . U . . . C3 C 0.6801(9) 0.0801(8) 0.1260(6) 0.045(3) Uani 1 1 d . U . . . C4 C 0.7728(10) 0.0064(8) 0.1246(7) 0.061(3) Uani 1 1 d . U . . . H4 H 0.7725 -0.0421 0.1590 0.073 Uiso 1 1 calc R . . . . C5 C 0.8605(13) 0.0029(12) 0.0765(8) 0.088(4) Uani 1 1 d . U . . . H5 H 0.9189 -0.0505 0.0759 0.106 Uiso 1 1 calc R . . . . C6 C 0.8709(12) 0.0762(10) 0.0257(8) 0.079(4) Uani 1 1 d . U . . . H6 H 0.9367 0.0764 -0.0056 0.095 Uiso 1 1 calc R . . . . C7 C 0.7800(10) 0.1461(9) 0.0251(7) 0.062(3) Uani 1 1 d . U . . . H7 H 0.7820 0.1933 -0.0103 0.074 Uiso 1 1 calc R . . . . C8 C 0.3311(8) 0.3413(7) 0.1355(5) 0.029(2) Uani 1 1 d . U . . . C9 C 0.2436(8) 0.4105(7) 0.1297(5) 0.037(2) Uani 1 1 d . U . . . H9 H 0.2457 0.4539 0.0920 0.044 Uiso 1 1 calc R . . . . C10 C 0.1505(8) 0.4181(7) 0.1791(5) 0.028(2) Uani 1 1 d . U . . . C11 C 0.2399(7) 0.2917(6) 0.2368(5) 0.0239(19) Uani 1 1 d . U . . . H11 H 0.2384 0.2479 0.2744 0.029 Uiso 1 1 calc R . . . . C12 C 0.4476(9) 0.3922(8) 0.0325(5) 0.050(3) Uani 1 1 d . U . . . H12A H 0.5141 0.4158 0.0344 0.075 Uiso 1 1 calc GR . . . . H12B H 0.3859 0.4462 0.0344 0.075 Uiso 1 1 calc GR . . . . H12C H 0.4569 0.3579 -0.0102 0.075 Uiso 1 1 calc GR . . . . C13 C 0.3770(10) 0.0696(8) 0.0912(7) 0.056(3) Uani 1 1 d . U . . . H13 H 0.4060 0.1116 0.0577 0.067 Uiso 1 1 calc R . . . . C14 C 0.3209(12) 0.0031(9) 0.0711(8) 0.074(4) Uani 1 1 d . U . . . H14 H 0.3113 0.0001 0.0251 0.088 Uiso 1 1 calc R . . . . C15 C 0.2807(12) -0.0572(10) 0.1208(8) 0.077(4) Uani 1 1 d . U . . . H15 H 0.2410 -0.1020 0.1097 0.092 Uiso 1 1 calc R . . . . C16 C 0.2976(10) -0.0529(8) 0.1851(7) 0.063(3) Uani 1 1 d . U . . . H16 H 0.2703 -0.0964 0.2181 0.075 Uiso 1 1 calc R . . . . C17 C 0.3542(9) 0.0133(7) 0.2066(6) 0.045(2) Uani 1 1 d . U . . . C18 C 0.3761(8) 0.0278(7) 0.2732(6) 0.042(2) Uani 1 1 d . U . . . C19 C 0.4218(8) 0.1083(7) 0.2780(5) 0.036(2) Uani 1 1 d . U . . . C20 C 0.4500(9) 0.1401(8) 0.3350(6) 0.044(2) Uani 1 1 d . U . . . C21 C 0.4212(9) 0.0876(9) 0.3967(6) 0.054(3) Uani 1 1 d . U . . . C22 C 0.3796(9) 0.0069(8) 0.3928(7) 0.055(3) Uani 1 1 d . U . . . H22 H 0.3630 -0.0277 0.4341 0.066 Uiso 1 1 calc R . . . . C23 C 0.3598(9) -0.0285(9) 0.3327(7) 0.056(3) Uani 1 1 d . U . . . C24 C 0.3295(10) -0.1226(8) 0.3380(7) 0.073(4) Uani 1 1 d . U . . . H24A H 0.2611 -0.1182 0.3209 0.109 Uiso 1 1 calc GR . . . . H24B H 0.3199 -0.1440 0.3859 0.109 Uiso 1 1 calc GR . . . . H24C H 0.3873 -0.1684 0.3108 0.109 Uiso 1 1 calc GR . . . . C25 C 0.4405(11) 0.1157(10) 0.4661(6) 0.071(4) Uani 1 1 d . U . . . H25A H 0.5186 0.0997 0.4678 0.106 Uiso 1 1 calc GR . . . . H25B H 0.4010 0.0810 0.5027 0.106 Uiso 1 1 calc GR . . . . H25C H 0.4141 0.1845 0.4723 0.106 Uiso 1 1 calc GR . . . . C26 C 0.5076(10) 0.2179(8) 0.3228(6) 0.050(3) Uani 1 1 d . U . . . C27 C 0.5547(13) 0.2584(10) 0.3659(7) 0.082(5) Uani 1 1 d . U . . . H27 H 0.5486 0.2368 0.4121 0.098 Uiso 1 1 calc R . . . . C28 C 0.6118(14) 0.3304(11) 0.3451(7) 0.091(5) Uani 1 1 d . U . . . H28 H 0.6430 0.3576 0.3773 0.109 Uiso 1 1 calc R . . . . C29 C 0.6242(12) 0.3638(9) 0.2775(7) 0.068(4) Uani 1 1 d . U . . . H29 H 0.6605 0.4151 0.2628 0.082 Uiso 1 1 calc R . . . . C30 C 0.5814(9) 0.3186(8) 0.2344(6) 0.044(3) Uani 1 1 d . U . . . H30 H 0.5913 0.3377 0.1877 0.053 Uiso 1 1 calc R . . . . C31 C -0.1077(8) 0.5541(7) 0.2408(5) 0.035(2) Uani 1 1 d . U . . . H31 H -0.1135 0.6008 0.2052 0.042 Uiso 1 1 calc R . . . . C32 C -0.1943(8) 0.5645(7) 0.2996(5) 0.037(2) Uani 1 1 d . U . . . C33 C -0.2026(9) 0.4988(7) 0.3556(5) 0.037(2) Uani 1 1 d . U . . . C34 C -0.2979(8) 0.5198(8) 0.4075(6) 0.042(3) Uani 1 1 d . U . . . H34 H -0.3093 0.4756 0.4441 0.050 Uiso 1 1 calc R . . . . C35 C -0.3731(9) 0.6036(8) 0.4047(7) 0.053(3) Uani 1 1 d . U . . . H35 H -0.4314 0.6197 0.4420 0.064 Uiso 1 1 calc R . . . . C36 C -0.3654(9) 0.6640(8) 0.3495(6) 0.048(3) Uani 1 1 d . U . . . H36 H -0.4217 0.7183 0.3466 0.058 Uiso 1 1 calc R . . . . C37 C -0.2777(8) 0.6467(8) 0.2987(6) 0.044(3) Uani 1 1 d . U . . . H37 H -0.2720 0.6908 0.2615 0.053 Uiso 1 1 calc R . . . . C38 C 0.0390(9) 0.5434(7) 0.1159(5) 0.040(3) Uani 1 1 d . U . . . H38A H -0.0357 0.5477 0.1082 0.061 Uiso 1 1 calc GR . . . . H38B H 0.0906 0.5162 0.0757 0.061 Uiso 1 1 calc GR . . . . H38C H 0.0505 0.6073 0.1239 0.061 Uiso 1 1 calc GR . . . . C39 C -0.0877(8) 0.2745(8) 0.2153(5) 0.041(3) Uani 1 1 d . U . . . H39 H -0.1036 0.3336 0.1915 0.049 Uiso 1 1 calc R . . . . C40 C -0.1172(10) 0.1979(8) 0.1945(7) 0.057(3) Uani 1 1 d . U . . . H40 H -0.1559 0.2034 0.1574 0.069 Uiso 1 1 calc R . . . . C41 C -0.0915(11) 0.1119(9) 0.2264(7) 0.064(4) Uani 1 1 d . U . . . H41 H -0.1118 0.0573 0.2115 0.077 Uiso 1 1 calc R . . . . C42 C -0.0352(10) 0.1042(8) 0.2815(7) 0.059(3) Uani 1 1 d . U . . . H42 H -0.0157 0.0440 0.3031 0.071 Uiso 1 1 calc R . . . . C43 C -0.0083(8) 0.1833(7) 0.3040(5) 0.039(2) Uani 1 1 d . U . . . C44 C 0.0445(8) 0.1905(7) 0.3633(5) 0.039(2) Uani 1 1 d . U . . . C45 C 0.0596(8) 0.2830(7) 0.3728(5) 0.034(2) Uani 1 1 d . U . . . C46 C 0.1011(8) 0.3116(8) 0.4267(5) 0.039(2) Uani 1 1 d . U . . . C47 C 0.1328(9) 0.2387(9) 0.4740(5) 0.050(3) Uani 1 1 d . U . . . C48 C 0.1204(9) 0.1488(9) 0.4645(6) 0.051(3) Uani 1 1 d . U . . . H48 H 0.1427 0.1007 0.4966 0.061 Uiso 1 1 calc R . . . . C49 C 0.0772(9) 0.1223(8) 0.4106(6) 0.046(3) Uani 1 1 d . U . . . C50 C 0.0646(11) 0.0189(8) 0.4087(6) 0.067(4) Uani 1 1 d . U . . . H50A H -0.0124 0.0168 0.4108 0.100 Uiso 1 1 calc GR . . . . H50B H 0.0910 -0.0165 0.4478 0.100 Uiso 1 1 calc GR . . . . H50C H 0.1073 -0.0102 0.3662 0.100 Uiso 1 1 calc GR . . . . C51 C 0.1771(10) 0.2580(10) 0.5386(6) 0.068(4) Uani 1 1 d . U . . . H51A H 0.2430 0.2847 0.5249 0.101 Uiso 1 1 calc GR . . . . H51B H 0.1947 0.1981 0.5641 0.101 Uiso 1 1 calc GR . . . . H51C H 0.1216 0.3035 0.5677 0.101 Uiso 1 1 calc GR . . . . C52 C 0.1061(9) 0.4119(8) 0.4240(5) 0.043(2) Uani 1 1 d . U . . . C53 C 0.1355(9) 0.4642(9) 0.4715(6) 0.051(3) Uani 1 1 d . U . . . H53 H 0.1584 0.4329 0.5112 0.061 Uiso 1 1 calc R . . . . C54 C 0.1322(10) 0.5593(9) 0.4625(7) 0.060(3) Uani 1 1 d . U . . . H54 H 0.1529 0.5930 0.4962 0.072 Uiso 1 1 calc R . . . . C55 C 0.1005(9) 0.6074(8) 0.4075(6) 0.050(3) Uani 1 1 d . U . . . H55 H 0.1000 0.6736 0.4007 0.060 Uiso 1 1 calc R . . . . C56 C 0.0690(8) 0.5552(7) 0.3620(6) 0.041(3) Uani 1 1 d . U . . . H56 H 0.0435 0.5873 0.3233 0.049 Uiso 1 1 calc R . . . . P1 P 0.2416(3) 0.5441(2) -0.07527(17) 0.0518(9) Uani 1 1 d . U . . . F1 F 0.3709(5) 0.5122(5) -0.0970(3) 0.0648(19) Uani 1 1 d . U . . . F2 F 0.2330(6) 0.4439(5) -0.0440(4) 0.076(2) Uani 1 1 d . U . . . F3 F 0.2250(6) 0.5125(5) -0.1468(4) 0.077(2) Uani 1 1 d . U . . . F4 F 0.2468(6) 0.6479(5) -0.1048(3) 0.068(2) Uani 1 1 d . U . . . F5 F 0.2587(5) 0.5770(5) -0.0023(3) 0.0580(17) Uani 1 1 d . U . . . F6 F 0.1121(6) 0.5764(6) -0.0543(4) 0.084(2) Uani 1 1 d . U . . . P2 P 0.0145(3) 0.7953(2) 0.2292(2) 0.0706(11) Uani 1 1 d . U . . . F7 F 0.0738(7) 0.6873(6) 0.2184(4) 0.092(2) Uani 1 1 d . U . . . F8 F -0.0786(7) 0.7785(6) 0.1906(5) 0.100(3) Uani 1 1 d . U . . . F9 F -0.0498(8) 0.7594(7) 0.2987(5) 0.111(3) Uani 1 1 d . U . . . F10 F 0.1043(9) 0.8129(7) 0.2635(6) 0.139(4) Uani 1 1 d . U . . . F11 F 0.0741(9) 0.8248(9) 0.1594(6) 0.150(4) Uani 1 1 d . U . . . F12 F -0.0512(9) 0.8962(6) 0.2441(6) 0.134(3) Uani 1 1 d . U . . . N1S N 0.7403(10) 0.0286(8) 0.4092(6) 0.075(3) Uani 1 1 d D U . . . C1S C 0.7183(10) -0.0101(9) 0.3672(6) 0.059(3) Uani 1 1 d D U . . . C2S C 0.6844(10) -0.0578(9) 0.3158(6) 0.072(4) Uani 1 1 d D U . . . H2SA H 0.6635 -0.0118 0.2800 0.107 Uiso 1 1 calc GR . . . . H2SB H 0.6219 -0.0862 0.3364 0.107 Uiso 1 1 calc GR . . . . H2SC H 0.7448 -0.1082 0.2957 0.107 Uiso 1 1 calc GR . . . . N3S N -0.3770(9) 0.2937(11) 0.5250(7) 0.106(5) Uani 1 1 d D U . . . C5S C -0.2919(10) 0.2582(10) 0.5003(7) 0.075(4) Uani 1 1 d D U . . . C6S C -0.1850(9) 0.2164(9) 0.4660(8) 0.088(5) Uani 1 1 d D U . . . H6SA H -0.1667 0.2526 0.4239 0.131 Uiso 1 1 calc GR . . . . H6SB H -0.1833 0.1502 0.4548 0.131 Uiso 1 1 calc GR . . . . H6SC H -0.1319 0.2177 0.4958 0.131 Uiso 1 1 calc GR . . . . N4S N 0.1481(13) 0.2263(13) 0.1074(8) 0.126(6) Uani 1 1 d D U . . . C7S C 0.1216(14) 0.2382(12) 0.0557(8) 0.092(5) Uani 1 1 d D U . . . C8S C 0.0910(19) 0.2561(14) -0.0102(9) 0.152(9) Uani 1 1 d D U . . . H8SA H 0.1567 0.2529 -0.0451 0.228 Uiso 1 1 calc GR . . . . H8SB H 0.0446 0.3197 -0.0113 0.228 Uiso 1 1 calc GR . . . . H8SC H 0.0508 0.2079 -0.0192 0.228 Uiso 1 1 calc GR . . . . N5S N 0.3239(14) 0.4609(13) 0.2727(9) 0.081(5) Uiso 0.7 1 d D U P A 2 C9S C 0.3569(19) 0.5087(16) 0.3038(12) 0.094(8) Uiso 0.7 1 d D U P A 2 C10S C 0.394(2) 0.560(2) 0.3529(14) 0.159(13) Uiso 0.7 1 d D U P A 2 H10A H 0.4598 0.5819 0.3312 0.239 Uiso 0.7 1 calc GR . P A 2 H10B H 0.4092 0.5171 0.3915 0.239 Uiso 0.7 1 calc GR . P A 2 H10C H 0.3364 0.6147 0.3692 0.239 Uiso 0.7 1 calc GR . P A 2 N6S N 0.341(3) 0.441(3) 0.314(2) 0.080(13) Uiso 0.3 1 d D U P B 1 C11S C 0.376(5) 0.446(7) 0.362(3) 0.19(3) Uiso 0.3 1 d D U P B 1 C12S C 0.436(6) 0.449(6) 0.416(3) 0.19(3) Uiso 0.3 1 d D U P B 1 H12D H 0.5141 0.4347 0.3980 0.284 Uiso 0.3 1 calc GR . P B 1 H12E H 0.4179 0.4018 0.4514 0.284 Uiso 0.3 1 calc GR . P B 1 H12F H 0.4155 0.5129 0.4357 0.284 Uiso 0.3 1 calc GR . P B 1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.0312(3) 0.0264(2) 0.0406(3) 0.0099(2) -0.0064(2) -0.00808(19) Ir2 0.0333(3) 0.0250(2) 0.0248(2) 0.00921(17) -0.00502(18) -0.00494(18) O1 0.039(4) 0.031(4) 0.063(4) 0.016(3) -0.007(3) -0.007(3) O2 0.035(3) 0.035(3) 0.038(4) 0.003(3) -0.003(3) -0.004(3) N1 0.033(4) 0.029(4) 0.043(4) 0.007(3) -0.010(3) -0.012(3) N2 0.041(4) 0.044(4) 0.039(4) 0.016(4) -0.006(3) -0.010(3) N3 0.038(4) 0.014(3) 0.026(4) 0.004(3) -0.008(3) -0.004(3) N4 0.036(5) 0.021(4) 0.067(4) 0.004(3) -0.007(4) -0.005(3) N5 0.024(4) 0.041(4) 0.041(4) 0.009(3) -0.006(3) -0.005(3) N6 0.031(3) 0.022(3) 0.026(4) 0.006(3) -0.007(3) -0.008(3) N7 0.035(4) 0.032(4) 0.030(4) 0.012(3) -0.004(3) -0.008(3) N8 0.031(4) 0.025(4) 0.033(4) 0.008(3) -0.005(3) -0.009(3) N9 0.030(4) 0.026(3) 0.042(4) 0.009(3) -0.007(3) -0.005(3) N10 0.034(4) 0.035(4) 0.030(4) -0.002(3) -0.005(3) 0.001(3) C1 0.035(4) 0.036(5) 0.045(5) -0.005(4) -0.012(4) -0.020(3) C2 0.040(5) 0.041(5) 0.052(5) -0.001(4) -0.010(4) -0.014(4) C3 0.042(5) 0.036(5) 0.062(5) 0.000(4) -0.011(4) -0.016(4) C4 0.052(5) 0.040(6) 0.084(7) 0.005(5) -0.006(5) -0.003(4) C5 0.077(5) 0.088(5) 0.092(5) 0.009(4) -0.004(4) -0.007(4) C6 0.069(5) 0.076(5) 0.084(5) 0.006(4) -0.001(4) -0.008(4) C7 0.049(5) 0.059(6) 0.073(7) 0.010(5) 0.003(5) -0.016(4) C8 0.038(4) 0.025(4) 0.025(4) 0.010(3) -0.006(3) -0.012(3) C9 0.041(4) 0.031(5) 0.037(5) 0.017(4) -0.004(3) -0.009(3) C10 0.034(4) 0.024(4) 0.030(4) 0.008(3) -0.008(3) -0.015(3) C11 0.031(4) 0.018(4) 0.027(5) 0.003(3) -0.010(3) -0.010(3) C12 0.054(7) 0.046(6) 0.039(6) 0.024(5) 0.009(5) -0.005(5) C13 0.072(8) 0.034(6) 0.063(6) 0.003(5) -0.010(5) -0.015(6) C14 0.094(10) 0.055(7) 0.081(7) -0.006(6) -0.017(6) -0.032(7) C15 0.089(10) 0.057(8) 0.095(7) 0.004(6) -0.019(7) -0.034(7) C16 0.069(8) 0.036(6) 0.089(7) 0.003(5) -0.009(6) -0.027(6) C17 0.038(6) 0.023(5) 0.071(5) 0.007(4) 0.002(4) -0.008(4) C18 0.029(5) 0.026(4) 0.066(5) 0.014(4) -0.001(4) -0.007(4) C19 0.029(5) 0.026(4) 0.047(4) 0.017(3) -0.004(3) 0.000(3) C20 0.041(6) 0.044(5) 0.046(4) 0.017(4) -0.008(4) -0.007(4) C21 0.047(7) 0.055(6) 0.051(5) 0.025(4) -0.005(4) 0.002(5) C22 0.039(6) 0.051(6) 0.064(6) 0.029(4) 0.003(5) -0.001(5) C23 0.040(7) 0.048(5) 0.072(5) 0.028(4) 0.003(5) -0.009(5) C24 0.062(9) 0.050(6) 0.101(10) 0.037(6) -0.009(7) -0.015(6) C25 0.071(9) 0.077(9) 0.052(6) 0.022(5) -0.004(6) 0.001(7) C26 0.061(7) 0.050(6) 0.040(5) 0.012(4) -0.014(4) -0.013(5) C27 0.137(12) 0.083(9) 0.048(6) 0.027(6) -0.046(7) -0.054(9) C28 0.146(13) 0.092(10) 0.063(7) 0.025(6) -0.056(7) -0.062(10) C29 0.101(10) 0.065(8) 0.061(6) 0.020(5) -0.045(6) -0.044(7) C30 0.041(6) 0.050(6) 0.047(6) 0.013(4) -0.017(5) -0.017(5) C31 0.037(4) 0.026(5) 0.043(5) 0.001(4) -0.011(4) -0.004(3) C32 0.031(4) 0.037(5) 0.042(5) 0.001(4) -0.010(3) -0.002(3) C33 0.041(5) 0.035(4) 0.034(5) -0.008(4) -0.010(4) -0.002(4) C34 0.035(5) 0.046(5) 0.043(5) -0.009(4) -0.005(4) -0.003(4) C35 0.038(6) 0.047(6) 0.070(7) -0.009(5) 0.001(5) -0.004(4) C36 0.030(5) 0.048(6) 0.065(6) -0.003(5) -0.008(4) 0.000(4) C37 0.034(5) 0.038(5) 0.060(6) 0.001(4) -0.013(4) -0.002(4) C38 0.045(6) 0.043(6) 0.028(5) 0.017(4) -0.008(4) -0.002(5) C39 0.045(6) 0.036(5) 0.046(5) 0.012(4) -0.016(5) -0.017(4) C40 0.062(8) 0.041(5) 0.081(8) 0.007(5) -0.032(7) -0.022(5) C41 0.083(9) 0.037(5) 0.084(8) 0.012(5) -0.033(7) -0.027(5) C42 0.069(8) 0.034(5) 0.078(7) 0.006(5) -0.023(6) -0.009(5) C43 0.041(6) 0.029(4) 0.043(5) 0.012(3) -0.004(4) -0.005(4) C44 0.032(5) 0.040(4) 0.037(4) 0.011(3) 0.003(4) 0.004(4) C45 0.027(5) 0.039(4) 0.026(4) 0.014(3) 0.002(3) 0.005(3) C46 0.034(6) 0.049(4) 0.025(4) 0.010(3) 0.000(4) 0.003(4) C47 0.044(6) 0.063(5) 0.032(5) 0.022(4) 0.001(4) 0.001(4) C48 0.044(7) 0.060(5) 0.038(5) 0.022(4) -0.002(5) 0.006(5) C49 0.040(6) 0.046(5) 0.037(5) 0.018(4) 0.007(4) 0.010(4) C50 0.085(10) 0.048(5) 0.057(8) 0.025(5) -0.006(7) -0.001(5) C51 0.071(9) 0.091(9) 0.038(6) 0.027(6) -0.023(6) -0.007(7) C52 0.044(6) 0.050(4) 0.030(5) 0.005(3) -0.005(4) -0.001(4) C53 0.059(8) 0.063(5) 0.032(5) 0.002(4) -0.018(5) -0.005(5) C54 0.059(8) 0.065(6) 0.057(6) -0.003(5) -0.017(6) -0.010(5) C55 0.058(8) 0.042(5) 0.053(6) -0.009(4) -0.019(5) -0.005(5) C56 0.044(6) 0.034(4) 0.045(6) -0.002(4) -0.015(5) -0.001(4) P1 0.053(2) 0.064(2) 0.0465(19) 0.0209(16) -0.0201(16) -0.0265(16) F1 0.058(4) 0.085(5) 0.053(4) 0.016(3) -0.015(3) -0.019(3) F2 0.092(5) 0.074(4) 0.072(5) 0.022(3) -0.022(4) -0.043(4) F3 0.091(5) 0.091(5) 0.058(4) 0.004(4) -0.034(4) -0.022(4) F4 0.079(5) 0.070(4) 0.062(4) 0.029(3) -0.025(4) -0.027(3) F5 0.065(4) 0.066(4) 0.047(3) 0.012(3) -0.015(3) -0.024(3) F6 0.057(4) 0.113(6) 0.085(5) 0.021(4) -0.014(3) -0.027(4) P2 0.071(3) 0.0378(19) 0.110(3) 0.014(2) -0.024(2) -0.0239(17) F7 0.111(6) 0.064(4) 0.103(6) 0.010(4) -0.024(5) -0.021(4) F8 0.106(6) 0.086(6) 0.120(6) 0.026(5) -0.044(5) -0.037(5) F9 0.107(6) 0.103(6) 0.116(6) 0.019(5) -0.022(5) -0.010(5) F10 0.129(7) 0.104(7) 0.213(9) 0.003(6) -0.082(6) -0.044(5) F11 0.131(7) 0.172(9) 0.156(7) 0.068(6) -0.024(5) -0.066(6) F12 0.144(7) 0.057(5) 0.209(9) -0.002(5) -0.069(6) -0.006(4) N1S 0.076(8) 0.070(8) 0.077(8) 0.019(6) -0.005(6) -0.020(7) C1S 0.052(8) 0.047(8) 0.069(9) 0.021(6) 0.001(6) -0.004(6) C2S 0.060(9) 0.070(9) 0.077(9) 0.009(7) -0.010(7) 0.002(7) N3S 0.063(7) 0.146(13) 0.083(10) -0.014(9) 0.015(6) 0.017(7) C5S 0.062(7) 0.086(10) 0.058(9) 0.005(8) 0.015(6) 0.006(7) C6S 0.060(7) 0.055(9) 0.130(13) -0.021(9) 0.035(8) -0.012(6) N4S 0.093(12) 0.162(16) 0.123(12) -0.015(11) -0.022(10) -0.020(11) C7S 0.083(12) 0.073(11) 0.115(12) -0.026(10) -0.013(10) -0.003(9) C8S 0.23(3) 0.094(15) 0.137(14) -0.013(12) -0.070(14) -0.016(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 O1 2.013(7) . ? Ir1 N1 2.066(8) . ? Ir1 N3 2.017(7) . ? Ir1 N4 2.049(9) . ? Ir1 N5 2.023(8) . ? Ir1 C19 1.971(10) . ? Ir2 O2 2.036(7) . ? Ir2 N6 2.007(8) . ? Ir2 N8 2.074(7) . ? Ir2 N9 2.051(8) . ? Ir2 N10 2.073(8) . ? Ir2 C45 1.966(9) . ? O1 C3 1.290(13) . ? O2 C33 1.308(11) . ? N1 N2 1.390(11) . ? N1 C1 1.312(12) . ? N2 C8 1.364(12) . ? N2 C12 1.455(12) . ? N3 C8 1.380(11) . ? N3 C11 1.319(11) . ? N4 C13 1.344(14) . ? N4 C17 1.391(13) . ? N5 C26 1.411(13) . ? N5 C30 1.365(12) . ? N6 C10 1.387(11) . ? N6 C11 1.325(11) . ? N7 N8 1.398(10) . ? N7 C10 1.365(12) . ? N7 C38 1.453(11) . ? N8 C31 1.273(12) . ? N9 C39 1.349(12) . ? N9 C43 1.403(12) . ? N10 C52 1.370(12) . ? N10 C56 1.318(12) . ? C1 H1 0.9500 . ? C1 C2 1.461(15) . ? C2 C3 1.447(15) . ? C2 C7 1.368(15) . ? C3 C4 1.410(15) . ? C4 H4 0.9500 . ? C4 C5 1.325(17) . ? C5 H5 0.9500 . ? C5 C6 1.428(19) . ? C6 H6 0.9500 . ? C6 C7 1.368(17) . ? C7 H7 0.9500 . ? C8 C9 1.349(13) . ? C9 H9 0.9500 . ? C9 C10 1.384(13) . ? C11 H11 0.9500 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13 0.9500 . ? C13 C14 1.414(16) . ? C14 H14 0.9500 . ? C14 C15 1.376(18) . ? C15 H15 0.9500 . ? C15 C16 1.342(17) . ? C16 H16 0.9500 . ? C16 C17 1.426(15) . ? C17 C18 1.437(16) . ? C18 C19 1.407(14) . ? C18 C23 1.406(15) . ? C19 C20 1.377(15) . ? C20 C21 1.435(14) . ? C20 C26 1.442(15) . ? C21 C22 1.376(16) . ? C21 C25 1.536(16) . ? C22 H22 0.9500 . ? C22 C23 1.407(17) . ? C23 C24 1.468(15) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 C27 1.347(16) . ? C27 H27 0.9500 . ? C27 C28 1.382(18) . ? C28 H28 0.9500 . ? C28 C29 1.398(17) . ? C29 H29 0.9500 . ? C29 C30 1.350(15) . ? C30 H30 0.9500 . ? C31 H31 0.9500 . ? C31 C32 1.446(14) . ? C32 C33 1.425(14) . ? C32 C37 1.417(14) . ? C33 C34 1.434(14) . ? C34 H34 0.9500 . ? C34 C35 1.379(15) . ? C35 H35 0.9500 . ? C35 C36 1.366(16) . ? C36 H36 0.9500 . ? C36 C37 1.354(15) . ? C37 H37 0.9500 . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39 0.9500 . ? C39 C40 1.336(14) . ? C40 H40 0.9500 . ? C40 C41 1.363(15) . ? C41 H41 0.9500 . ? C41 C42 1.403(16) . ? C42 H42 0.9500 . ? C42 C43 1.367(15) . ? C43 C44 1.479(14) . ? C44 C45 1.402(14) . ? C44 C49 1.376(14) . ? C45 C46 1.392(14) . ? C46 C47 1.414(14) . ? C46 C52 1.449(15) . ? C47 C48 1.355(16) . ? C47 C51 1.556(16) . ? C48 H48 0.9500 . ? C48 C49 1.393(16) . ? C49 C50 1.525(16) . ? C50 H50A 0.9800 . ? C50 H50B 0.9800 . ? C50 H50C 0.9800 . ? C51 H51A 0.9800 . ? C51 H51B 0.9800 . ? C51 H51C 0.9800 . ? C52 C53 1.383(15) . ? C53 H53 0.9500 . ? C53 C54 1.357(16) . ? C54 H54 0.9500 . ? C54 C55 1.343(15) . ? C55 H55 0.9500 . ? C55 C56 1.365(14) . ? C56 H56 0.9500 . ? P1 F1 1.599(7) . ? P1 F2 1.550(7) . ? P1 F3 1.578(7) . ? P1 F4 1.578(7) . ? P1 F5 1.616(7) . ? P1 F6 1.600(8) . ? P2 F7 1.583(8) . ? P2 F8 1.585(9) . ? P2 F9 1.593(10) . ? P2 F10 1.503(10) . ? P2 F11 1.539(11) . ? P2 F12 1.529(9) . ? N1S C1S 1.133(10) . ? C1S C2S 1.434(11) . ? C2S H2SA 0.9800 . ? C2S H2SB 0.9800 . ? C2S H2SC 0.9800 . ? N3S C5S 1.132(10) . ? C5S C6S 1.430(11) . ? C6S H6SA 0.9800 . ? C6S H6SB 0.9800 . ? C6S H6SC 0.9800 . ? N4S C7S 1.134(10) . ? C7S C8S 1.432(11) . ? C8S H8SA 0.9800 . ? C8S H8SB 0.9800 . ? C8S H8SC 0.9800 . ? N5S C9S 1.133(10) . ? C9S C10S 1.444(15) . ? C10S H10A 0.9800 . ? C10S H10B 0.9800 . ? C10S H10C 0.9800 . ? N6S C11S 1.134(10) . ? C11S C12S 1.433(11) . ? C12S H12D 0.9800 . ? C12S H12E 0.9800 . ? C12S H12F 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Ir1 N1 94.2(3) . . ? O1 Ir1 N3 172.1(3) . . ? O1 Ir1 N4 88.6(3) . . ? O1 Ir1 N5 88.7(3) . . ? N3 Ir1 N1 77.9(3) . . ? N3 Ir1 N4 92.6(3) . . ? N3 Ir1 N5 92.6(3) . . ? N4 Ir1 N1 101.0(3) . . ? N5 Ir1 N1 97.6(3) . . ? N5 Ir1 N4 161.3(4) . . ? C19 Ir1 O1 86.9(3) . . ? C19 Ir1 N1 177.7(4) . . ? C19 Ir1 N3 101.0(3) . . ? C19 Ir1 N4 80.9(4) . . ? C19 Ir1 N5 80.4(4) . . ? O2 Ir2 N8 92.8(3) . . ? O2 Ir2 N9 89.9(3) . . ? O2 Ir2 N10 87.7(3) . . ? N6 Ir2 O2 171.5(3) . . ? N6 Ir2 N8 78.7(3) . . ? N6 Ir2 N9 90.4(3) . . ? N6 Ir2 N10 94.7(3) . . ? N9 Ir2 N8 100.4(3) . . ? N9 Ir2 N10 161.2(3) . . ? N10 Ir2 N8 98.3(3) . . ? C45 Ir2 O2 90.7(3) . . ? C45 Ir2 N6 97.8(3) . . ? C45 Ir2 N8 176.2(3) . . ? C45 Ir2 N9 81.1(4) . . ? C45 Ir2 N10 80.3(4) . . ? C3 O1 Ir1 122.1(7) . . ? C33 O2 Ir2 121.5(6) . . ? N2 N1 Ir1 113.7(6) . . ? C1 N1 Ir1 126.4(7) . . ? C1 N1 N2 119.7(9) . . ? N1 N2 C12 120.6(8) . . ? C8 N2 N1 116.7(8) . . ? C8 N2 C12 122.7(9) . . ? C8 N3 Ir1 116.9(6) . . ? C11 N3 Ir1 126.7(6) . . ? C11 N3 C8 116.4(8) . . ? C13 N4 Ir1 125.1(7) . . ? C13 N4 C17 121.1(10) . . ? C17 N4 Ir1 113.7(8) . . ? C26 N5 Ir1 114.6(7) . . ? C30 N5 Ir1 126.0(7) . . ? C30 N5 C26 119.4(9) . . ? C10 N6 Ir2 115.3(6) . . ? C11 N6 Ir2 128.4(6) . . ? C11 N6 C10 116.2(8) . . ? N8 N7 C38 121.2(8) . . ? C10 N7 N8 114.9(7) . . ? C10 N7 C38 123.9(8) . . ? N7 N8 Ir2 113.6(6) . . ? C31 N8 Ir2 125.4(7) . . ? C31 N8 N7 120.7(8) . . ? C39 N9 Ir2 125.6(7) . . ? C39 N9 C43 120.6(9) . . ? C43 N9 Ir2 113.9(7) . . ? C52 N10 Ir2 113.1(7) . . ? C56 N10 Ir2 125.2(7) . . ? C56 N10 C52 121.5(9) . . ? N1 C1 H1 119.5 . . ? N1 C1 C2 121.1(10) . . ? C2 C1 H1 119.5 . . ? C3 C2 C1 127.0(10) . . ? C7 C2 C1 113.5(11) . . ? C7 C2 C3 119.4(11) . . ? O1 C3 C2 128.6(11) . . ? O1 C3 C4 114.9(11) . . ? C4 C3 C2 116.2(11) . . ? C3 C4 H4 119.1 . . ? C5 C4 C3 121.9(14) . . ? C5 C4 H4 119.1 . . ? C4 C5 H5 118.7 . . ? C4 C5 C6 122.7(15) . . ? C6 C5 H5 118.7 . . ? C5 C6 H6 122.1 . . ? C7 C6 C5 115.7(14) . . ? C7 C6 H6 122.1 . . ? C2 C7 H7 118.1 . . ? C6 C7 C2 123.8(13) . . ? C6 C7 H7 118.1 . . ? N2 C8 N3 114.6(9) . . ? C9 C8 N2 124.5(9) . . ? C9 C8 N3 120.9(9) . . ? C8 C9 H9 120.2 . . ? C8 C9 C10 119.7(9) . . ? C10 C9 H9 120.2 . . ? N7 C10 N6 117.1(8) . . ? N7 C10 C9 123.4(9) . . ? C9 C10 N6 119.5(9) . . ? N3 C11 N6 127.1(8) . . ? N3 C11 H11 116.4 . . ? N6 C11 H11 116.4 . . ? N2 C12 H12A 109.5 . . ? N2 C12 H12B 109.5 . . ? N2 C12 H12C 109.5 . . ? H12A C12 H12B 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N4 C13 H13 118.8 . . ? N4 C13 C14 122.4(12) . . ? C14 C13 H13 118.8 . . ? C13 C14 H14 121.3 . . ? C15 C14 C13 117.3(14) . . ? C15 C14 H14 121.3 . . ? C14 C15 H15 120.0 . . ? C16 C15 C14 120.0(13) . . ? C16 C15 H15 120.0 . . ? C15 C16 H16 118.1 . . ? C15 C16 C17 123.7(12) . . ? C17 C16 H16 118.1 . . ? N4 C17 C16 115.2(11) . . ? N4 C17 C18 114.7(9) . . ? C16 C17 C18 130.0(10) . . ? C19 C18 C17 114.7(9) . . ? C23 C18 C17 128.5(11) . . ? C23 C18 C19 116.8(11) . . ? C18 C19 Ir1 115.5(8) . . ? C20 C19 Ir1 116.8(7) . . ? C20 C19 C18 127.4(10) . . ? C19 C20 C21 114.6(10) . . ? C19 C20 C26 115.0(10) . . ? C21 C20 C26 130.4(11) . . ? C20 C21 C25 122.1(11) . . ? C22 C21 C20 118.8(12) . . ? C22 C21 C25 119.0(11) . . ? C21 C22 H22 117.4 . . ? C21 C22 C23 125.3(11) . . ? C23 C22 H22 117.4 . . ? C18 C23 C22 116.6(11) . . ? C18 C23 C24 126.8(13) . . ? C22 C23 C24 116.5(11) . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24B 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C21 C25 H25A 109.5 . . ? C21 C25 H25B 109.5 . . ? C21 C25 H25C 109.5 . . ? H25A C25 H25B 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? N5 C26 C20 113.2(10) . . ? C27 C26 N5 117.2(11) . . ? C27 C26 C20 129.2(11) . . ? C26 C27 H27 119.0 . . ? C26 C27 C28 122.1(12) . . ? C28 C27 H27 119.0 . . ? C27 C28 H28 119.5 . . ? C27 C28 C29 121.1(13) . . ? C29 C28 H28 119.5 . . ? C28 C29 H29 122.1 . . ? C30 C29 C28 115.7(12) . . ? C30 C29 H29 122.1 . . ? N5 C30 H30 117.8 . . ? C29 C30 N5 124.3(11) . . ? C29 C30 H30 117.8 . . ? N8 C31 H31 117.8 . . ? N8 C31 C32 124.4(10) . . ? C32 C31 H31 117.8 . . ? C33 C32 C31 125.6(10) . . ? C37 C32 C31 115.3(10) . . ? C37 C32 C33 119.1(10) . . ? O2 C33 C32 128.8(10) . . ? O2 C33 C34 114.2(10) . . ? C32 C33 C34 117.0(10) . . ? C33 C34 H34 119.7 . . ? C35 C34 C33 120.5(11) . . ? C35 C34 H34 119.7 . . ? C34 C35 H35 119.3 . . ? C36 C35 C34 121.3(12) . . ? C36 C35 H35 119.3 . . ? C35 C36 H36 119.9 . . ? C37 C36 C35 120.1(11) . . ? C37 C36 H36 119.9 . . ? C32 C37 H37 119.2 . . ? C36 C37 C32 121.6(11) . . ? C36 C37 H37 119.2 . . ? N7 C38 H38A 109.5 . . ? N7 C38 H38B 109.5 . . ? N7 C38 H38C 109.5 . . ? H38A C38 H38B 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? N9 C39 H39 119.2 . . ? C40 C39 N9 121.7(10) . . ? C40 C39 H39 119.2 . . ? C39 C40 H40 120.1 . . ? C39 C40 C41 119.9(12) . . ? C41 C40 H40 120.1 . . ? C40 C41 H41 120.0 . . ? C40 C41 C42 119.9(12) . . ? C42 C41 H41 120.0 . . ? C41 C42 H42 120.0 . . ? C43 C42 C41 120.0(11) . . ? C43 C42 H42 120.0 . . ? N9 C43 C44 114.2(9) . . ? C42 C43 N9 117.9(10) . . ? C42 C43 C44 127.8(10) . . ? C45 C44 C43 113.4(9) . . ? C49 C44 C43 130.2(11) . . ? C49 C44 C45 116.4(11) . . ? C44 C45 Ir2 117.2(8) . . ? C46 C45 Ir2 117.0(8) . . ? C46 C45 C44 125.7(9) . . ? C45 C46 C47 115.5(11) . . ? C45 C46 C52 113.7(9) . . ? C47 C46 C52 130.8(11) . . ? C46 C47 C51 122.6(11) . . ? C48 C47 C46 119.3(12) . . ? C48 C47 C51 118.1(10) . . ? C47 C48 H48 117.9 . . ? C47 C48 C49 124.1(11) . . ? C49 C48 H48 117.9 . . ? C44 C49 C48 119.0(11) . . ? C44 C49 C50 123.2(11) . . ? C48 C49 C50 117.7(10) . . ? C49 C50 H50A 109.5 . . ? C49 C50 H50B 109.5 . . ? C49 C50 H50C 109.5 . . ? H50A C50 H50B 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? C47 C51 H51A 109.5 . . ? C47 C51 H51B 109.5 . . ? C47 C51 H51C 109.5 . . ? H51A C51 H51B 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? N10 C52 C46 115.8(10) . . ? N10 C52 C53 115.7(10) . . ? C53 C52 C46 128.4(10) . . ? C52 C53 H53 119.4 . . ? C54 C53 C52 121.2(11) . . ? C54 C53 H53 119.4 . . ? C53 C54 H54 119.0 . . ? C55 C54 C53 122.1(12) . . ? C55 C54 H54 119.0 . . ? C54 C55 H55 122.0 . . ? C54 C55 C56 115.9(11) . . ? C56 C55 H55 122.0 . . ? N10 C56 C55 123.5(10) . . ? N10 C56 H56 118.2 . . ? C55 C56 H56 118.2 . . ? F1 P1 F5 89.5(4) . . ? F1 P1 F6 179.4(4) . . ? F2 P1 F1 91.3(4) . . ? F2 P1 F3 91.1(4) . . ? F2 P1 F4 177.8(5) . . ? F2 P1 F5 89.3(4) . . ? F2 P1 F6 89.1(4) . . ? F3 P1 F1 90.5(4) . . ? F3 P1 F4 90.2(4) . . ? F3 P1 F5 179.6(4) . . ? F3 P1 F6 89.1(4) . . ? F4 P1 F1 90.5(4) . . ? F4 P1 F5 89.4(4) . . ? F4 P1 F6 89.1(4) . . ? F6 P1 F5 91.0(4) . . ? F7 P2 F8 90.4(5) . . ? F7 P2 F9 86.0(5) . . ? F8 P2 F9 89.8(5) . . ? F10 P2 F7 90.2(5) . . ? F10 P2 F8 178.0(6) . . ? F10 P2 F9 92.2(6) . . ? F10 P2 F11 90.9(6) . . ? F10 P2 F12 92.0(6) . . ? F11 P2 F7 91.7(6) . . ? F11 P2 F8 87.2(6) . . ? F11 P2 F9 176.1(6) . . ? F12 P2 F7 174.7(6) . . ? F12 P2 F8 87.7(5) . . ? F12 P2 F9 89.0(6) . . ? F12 P2 F11 93.2(7) . . ? N1S C1S C2S 176.9(16) . . ? C1S C2S H2SA 109.5 . . ? C1S C2S H2SB 109.5 . . ? C1S C2S H2SC 109.5 . . ? H2SA C2S H2SB 109.5 . . ? H2SA C2S H2SC 109.5 . . ? H2SB C2S H2SC 109.5 . . ? N3S C5S C6S 177.0(17) . . ? C5S C6S H6SA 109.5 . . ? C5S C6S H6SB 109.5 . . ? C5S C6S H6SC 109.5 . . ? H6SA C6S H6SB 109.5 . . ? H6SA C6S H6SC 109.5 . . ? H6SB C6S H6SC 109.5 . . ? N4S C7S C8S 178(2) . . ? C7S C8S H8SA 109.5 . . ? C7S C8S H8SB 109.5 . . ? C7S C8S H8SC 109.5 . . ? H8SA C8S H8SB 109.5 . . ? H8SA C8S H8SC 109.5 . . ? H8SB C8S H8SC 109.5 . . ? N5S C9S C10S 171(3) . . ? C9S C10S H10A 109.5 . . ? C9S C10S H10B 109.5 . . ? C9S C10S H10C 109.5 . . ? H10A C10S H10B 109.5 . . ? H10A C10S H10C 109.5 . . ? H10B C10S H10C 109.5 . . ? N6S C11S C12S 172(6) . . ? C11S C12S H12D 109.5 . . ? C11S C12S H12E 109.5 . . ? C11S C12S H12F 109.5 . . ? H12D C12S H12E 109.5 . . ? H12D C12S H12F 109.5 . . ? H12E C12S H12F 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N6 C10 N7 N8 5.8(12) . . . . ? C1 N1 N2 C8 -179.1(9) . . . . ? C1 N1 N2 C12 0.5(14) . . . . ? C2 C1 N1 Ir1 4.0(13) . . . . ? C2 C1 N1 N2 178.0(9) . . . . ? C3 C2 C1 N1 2.9(17) . . . . ? C7 C2 C1 N1 -179.3(10) . . . . ? C8 N2 N1 Ir1 -4.5(11) . . . . ? C9 C10 N7 N8 -173.2(9) . . . . ? C9 C10 N7 C38 6.9(15) . . . . ? C10 N7 N8 Ir2 -6.7(10) . . . . ? C10 N7 N8 C31 168.1(9) . . . . ? C12 N2 N1 Ir1 175.2(8) . . . . ? C16 C17 C18 C19 -171.9(11) . . . . ? C16 C17 C18 C23 9(2) . . . . ? C19 C18 C17 N4 5.8(14) . . . . ? C19 C20 C26 N5 -0.2(15) . . . . ? C19 C20 C26 C27 -173.1(14) . . . . ? C21 C20 C26 N5 176.9(11) . . . . ? C21 C20 C26 C27 4(2) . . . . ? C23 C18 C17 N4 -172.9(10) . . . . ? C31 N8 N7 C38 -12.1(13) . . . . ? C32 C31 N8 Ir2 -4.9(14) . . . . ? C32 C31 N8 N7 -179.1(9) . . . . ? C38 N7 N8 Ir2 173.2(7) . . . . ? C38 N7 C10 N6 -174.1(9) . . . . ? C42 C43 C44 C45 -179.3(11) . . . . ? C42 C43 C44 C49 -1.5(19) . . . . ? C45 C44 C43 N9 -1.4(13) . . . . ? C45 C46 C52 N10 -1.3(14) . . . . ? C45 C46 C52 C53 175.0(11) . . . . ? C47 C46 C52 N10 177.4(10) . . . . ? C47 C46 C52 C53 -6(2) . . . . ? C49 C44 C43 N9 176.4(10) . . . . ? _shelx_SHELXL_version_number 2014/7 _iucr_refine_instructions_details ; TITL 16srv305 in P-1 #2 REM reset to P-1 #2 CELL 0.71073 12.72 14.3155 19.917 86.983 79.5381 78.2177 ZERR 2 0.0011 0.0012 0.0017 0.0025 0.0025 0.0024 LATT 1 SFAC C H F Ir N O P UNIT 128 120 24 4 28 4 4 SADI 0.005 N1S C1S N4S C7S N3S C5S N5S C9S SADI 0.005 C2S C1S C8S C7S C6S C5S RIGU ISOR 0.005 0.01 C5 C6 EADP C12S C11S L.S. 9 PLAN 5 SIZE 0.02 0.09 0.12 TEMP -153.15 CONF C3 C2 C1 N1 CONF C7 C2 C1 N1 CONF C2 C1 N1 Ir1 CONF C2 C1 N1 N2 CONF C8 N2 N1 Ir1 CONF C1 N1 N2 C8 CONF C12 N2 N1 Ir1 CONF C1 N1 N2 C12 CONF N6 C10 N7 N8 CONF C9 C10 N7 N8 CONF C38 N7 C10 N6 CONF C9 C10 N7 C38 CONF C10 N7 N8 Ir2 CONF C38 N7 N8 Ir2 CONF C10 N7 N8 C31 CONF C31 N8 N7 C38 CONF C32 C31 N8 Ir2 CONF C32 C31 N8 N7 CONF C19 C20 C26 N5 CONF C21 C20 C26 N5 CONF C19 C20 C26 C27 CONF C21 C20 C26 C27 CONF C19 C18 C17 N4 CONF C16 C17 C18 C19 CONF C23 C18 C17 N4 CONF C16 C17 C18 C23 CONF C45 C44 C43 N9 CONF C42 C43 C44 C45 CONF C49 C44 C43 N9 CONF C42 C43 C44 C49 CONF C45 C46 C52 N10 CONF C47 C46 C52 N10 CONF C45 C46 C52 C53 CONF C47 C46 C52 C53 BOND $h fmap 2 acta OMIT -2 55 OMIT 1 1 0 OMIT 0 1 2 OMIT -1 -1 1 OMIT 0 -2 1 OMIT -1 0 2 OMIT 1 0 2 WGHT 0.084 FVAR 0.06113 REM REM REM Ir1 4 0.46313 0.17458 0.19088 11.00000 0.03115 0.02644 0.04064 = 0.00988 -0.00638 -0.00808 Ir2 4 0.01350 0.38193 0.30610 11.00000 0.03330 0.02498 0.02481 = 0.00921 -0.00502 -0.00494 O1 6 0.60430 0.07814 0.17846 11.00000 0.03924 0.03070 0.06345 = 0.01598 -0.00712 -0.00670 O2 6 -0.13562 0.41921 0.36622 11.00000 0.03494 0.03458 0.03812 = 0.00346 -0.00311 -0.00387 N1 5 0.50590 0.24891 0.10174 11.00000 0.03271 0.02944 0.04282 = 0.00658 -0.00971 -0.01233 N2 5 0.42692 0.32784 0.09021 11.00000 0.04054 0.04363 0.03909 = 0.01623 -0.00590 -0.00960 N3 5 0.32997 0.27892 0.19076 11.00000 0.03753 0.01399 0.02634 = 0.00428 -0.00833 -0.00426 N4 5 0.39096 0.07562 0.15604 11.00000 0.03641 0.02077 0.06676 = 0.00441 -0.00684 -0.00467 N5 5 0.52504 0.24730 0.25359 11.00000 0.02400 0.04077 0.04072 = 0.00917 -0.00602 -0.00465 N6 5 0.15124 0.35883 0.23651 11.00000 0.03105 0.02218 0.02628 = 0.00599 -0.00660 -0.00815 N7 5 0.05654 0.48256 0.17521 11.00000 0.03483 0.03192 0.03047 = 0.01190 -0.00414 -0.00794 N8 5 -0.02434 0.48652 0.23338 11.00000 0.03120 0.02451 0.03289 = 0.00798 -0.00547 -0.00862 N9 5 -0.03598 0.27011 0.26913 11.00000 0.03023 0.02649 0.04219 = 0.00939 -0.00685 -0.00517 N10 5 0.07215 0.46262 0.36888 11.00000 0.03416 0.03513 0.02999 = -0.00177 -0.00483 0.00112 C1 1 0.60038 0.23266 0.06047 11.00000 0.03529 0.03596 0.04522 = -0.00457 -0.01219 -0.01966 AFIX 43 H1 2 0.61302 0.27391 0.02220 11.00000 -1.20000 AFIX 0 C2 1 0.68646 0.15214 0.07243 11.00000 0.03970 0.04137 0.05194 = -0.00098 -0.01033 -0.01436 C3 1 0.68008 0.08010 0.12596 11.00000 0.04206 0.03565 0.06218 = 0.00049 -0.01105 -0.01607 C4 1 0.77285 0.00642 0.12456 11.00000 0.05170 0.04046 0.08394 = 0.00481 -0.00577 -0.00300 AFIX 43 H4 2 0.77247 -0.04207 0.15900 11.00000 -1.20000 AFIX 0 C5 1 0.86055 0.00292 0.07654 11.00000 0.07653 0.08756 0.09173 = 0.00902 -0.00353 -0.00707 AFIX 43 H5 2 0.91890 -0.05054 0.07590 11.00000 -1.20000 AFIX 0 C6 1 0.87091 0.07620 0.02573 11.00000 0.06919 0.07625 0.08416 = 0.00553 -0.00061 -0.00828 AFIX 43 H6 2 0.93675 0.07636 -0.00564 11.00000 -1.20000 AFIX 0 C7 1 0.78002 0.14615 0.02510 11.00000 0.04889 0.05898 0.07292 = 0.01046 0.00287 -0.01570 AFIX 43 H7 2 0.78197 0.19330 -0.01025 11.00000 -1.20000 AFIX 0 C8 1 0.33112 0.34130 0.13554 11.00000 0.03803 0.02539 0.02461 = 0.00995 -0.00622 -0.01173 C9 1 0.24356 0.41051 0.12975 11.00000 0.04098 0.03068 0.03677 = 0.01719 -0.00371 -0.00883 AFIX 43 H9 2 0.24574 0.45386 0.09196 11.00000 -1.20000 AFIX 0 C10 1 0.15052 0.41807 0.17913 11.00000 0.03440 0.02426 0.02953 = 0.00836 -0.00816 -0.01544 C11 1 0.23988 0.29166 0.23685 11.00000 0.03124 0.01753 0.02680 = 0.00276 -0.01023 -0.01032 AFIX 43 H11 2 0.23838 0.24790 0.27439 11.00000 -1.20000 AFIX 0 C12 1 0.44765 0.39216 0.03250 11.00000 0.05405 0.04567 0.03926 = 0.02427 0.00911 -0.00457 AFIX 137 H12A 2 0.51415 0.41576 0.03437 11.00000 -1.50000 H12B 2 0.38587 0.44615 0.03443 11.00000 -1.50000 H12C 2 0.45688 0.35792 -0.01016 11.00000 -1.50000 AFIX 0 C13 1 0.37703 0.06959 0.09121 11.00000 0.07206 0.03380 0.06261 = 0.00290 -0.00973 -0.01526 AFIX 43 H13 2 0.40597 0.11160 0.05766 11.00000 -1.20000 AFIX 0 C14 1 0.32090 0.00307 0.07110 11.00000 0.09372 0.05467 0.08097 = -0.00610 -0.01666 -0.03210 AFIX 43 H14 2 0.31130 0.00012 0.02511 11.00000 -1.20000 AFIX 0 C15 1 0.28072 -0.05723 0.12083 11.00000 0.08864 0.05662 0.09457 = 0.00386 -0.01904 -0.03414 AFIX 43 H15 2 0.24102 -0.10197 0.10967 11.00000 -1.20000 AFIX 0 C16 1 0.29758 -0.05289 0.18506 11.00000 0.06916 0.03555 0.08879 = 0.00342 -0.00896 -0.02706 AFIX 43 H16 2 0.27027 -0.09637 0.21805 11.00000 -1.20000 AFIX 0 C17 1 0.35416 0.01329 0.20663 11.00000 0.03808 0.02277 0.07061 = 0.00692 0.00201 -0.00819 C18 1 0.37606 0.02780 0.27319 11.00000 0.02895 0.02616 0.06625 = 0.01423 -0.00132 -0.00696 C19 1 0.42185 0.10827 0.27796 11.00000 0.02883 0.02612 0.04670 = 0.01729 -0.00403 -0.00029 C20 1 0.45004 0.14006 0.33503 11.00000 0.04065 0.04357 0.04592 = 0.01710 -0.00840 -0.00681 C21 1 0.42116 0.08762 0.39668 11.00000 0.04692 0.05539 0.05135 = 0.02479 -0.00543 0.00212 C22 1 0.37963 0.00689 0.39282 11.00000 0.03884 0.05118 0.06410 = 0.02918 0.00296 -0.00109 AFIX 43 H22 2 0.36303 -0.02774 0.43408 11.00000 -1.20000 AFIX 0 C23 1 0.35975 -0.02850 0.33271 11.00000 0.04040 0.04827 0.07167 = 0.02810 0.00288 -0.00897 C24 1 0.32952 -0.12259 0.33804 11.00000 0.06245 0.05046 0.10101 = 0.03749 -0.00899 -0.01542 AFIX 137 H24A 2 0.26113 -0.11820 0.32091 11.00000 -1.50000 H24B 2 0.31992 -0.14396 0.38592 11.00000 -1.50000 H24C 2 0.38733 -0.16843 0.31084 11.00000 -1.50000 AFIX 0 C25 1 0.44046 0.11573 0.46613 11.00000 0.07149 0.07659 0.05212 = 0.02173 -0.00433 0.00091 AFIX 137 H25A 2 0.51864 0.09965 0.46776 11.00000 -1.50000 H25B 2 0.40097 0.08096 0.50265 11.00000 -1.50000 H25C 2 0.41408 0.18453 0.47231 11.00000 -1.50000 AFIX 0 C26 1 0.50764 0.21792 0.32277 11.00000 0.06051 0.04959 0.04026 = 0.01240 -0.01428 -0.01314 C27 1 0.55475 0.25839 0.36593 11.00000 0.13712 0.08278 0.04806 = 0.02666 -0.04630 -0.05413 AFIX 43 H27 2 0.54859 0.23677 0.41213 11.00000 -1.20000 AFIX 0 C28 1 0.61177 0.33039 0.34513 11.00000 0.14638 0.09230 0.06339 = 0.02453 -0.05647 -0.06211 AFIX 43 H28 2 0.64301 0.35758 0.37732 11.00000 -1.20000 AFIX 0 C29 1 0.62422 0.36383 0.27748 11.00000 0.10113 0.06491 0.06059 = 0.02020 -0.04502 -0.04399 AFIX 43 H29 2 0.66045 0.41506 0.26278 11.00000 -1.20000 AFIX 0 C30 1 0.58145 0.31863 0.23441 11.00000 0.04117 0.05021 0.04684 = 0.01324 -0.01695 -0.01738 AFIX 43 H30 2 0.59127 0.33775 0.18765 11.00000 -1.20000 AFIX 0 C31 1 -0.10774 0.55407 0.24076 11.00000 0.03691 0.02633 0.04294 = 0.00075 -0.01071 -0.00387 AFIX 43 H31 2 -0.11345 0.60076 0.20521 11.00000 -1.20000 AFIX 0 C32 1 -0.19430 0.56449 0.29957 11.00000 0.03143 0.03656 0.04188 = 0.00087 -0.01022 -0.00220 C33 1 -0.20262 0.49879 0.35563 11.00000 0.04051 0.03522 0.03449 = -0.00794 -0.00994 -0.00171 C34 1 -0.29788 0.51977 0.40753 11.00000 0.03478 0.04644 0.04279 = -0.00934 -0.00455 -0.00292 AFIX 43 H34 2 -0.30928 0.47558 0.44410 11.00000 -1.20000 AFIX 0 C35 1 -0.37309 0.60362 0.40475 11.00000 0.03800 0.04654 0.06961 = -0.00859 0.00124 -0.00363 AFIX 43 H35 2 -0.43139 0.61966 0.44203 11.00000 -1.20000 AFIX 0 C36 1 -0.36541 0.66405 0.34946 11.00000 0.02986 0.04760 0.06466 = -0.00276 -0.00796 -0.00022 AFIX 43 H36 2 -0.42171 0.71833 0.34664 11.00000 -1.20000 AFIX 0 C37 1 -0.27772 0.64673 0.29865 11.00000 0.03395 0.03838 0.06026 = 0.00117 -0.01261 -0.00202 AFIX 43 H37 2 -0.27199 0.69083 0.26146 11.00000 -1.20000 AFIX 0 C38 1 0.03903 0.54339 0.11592 11.00000 0.04548 0.04338 0.02789 = 0.01689 -0.00777 -0.00203 AFIX 137 H38A 2 -0.03575 0.54770 0.10819 11.00000 -1.50000 H38B 2 0.09058 0.51623 0.07571 11.00000 -1.50000 H38C 2 0.05045 0.60728 0.12385 11.00000 -1.50000 AFIX 0 C39 1 -0.08771 0.27451 0.21525 11.00000 0.04536 0.03550 0.04617 = 0.01210 -0.01589 -0.01674 AFIX 43 H39 2 -0.10360 0.33357 0.19149 11.00000 -1.20000 AFIX 0 C40 1 -0.11715 0.19792 0.19445 11.00000 0.06203 0.04080 0.08082 = 0.00683 -0.03249 -0.02162 AFIX 43 H40 2 -0.15588 0.20343 0.15743 11.00000 -1.20000 AFIX 0 C41 1 -0.09155 0.11193 0.22644 11.00000 0.08312 0.03724 0.08443 = 0.01167 -0.03336 -0.02661 AFIX 43 H41 2 -0.11184 0.05727 0.21149 11.00000 -1.20000 AFIX 0 C42 1 -0.03519 0.10418 0.28148 11.00000 0.06898 0.03395 0.07773 = 0.00556 -0.02270 -0.00932 AFIX 43 H42 2 -0.01571 0.04395 0.30311 11.00000 -1.20000 AFIX 0 C43 1 -0.00831 0.18331 0.30399 11.00000 0.04108 0.02900 0.04305 = 0.01154 -0.00407 -0.00530 C44 1 0.04451 0.19054 0.36330 11.00000 0.03217 0.03976 0.03686 = 0.01097 0.00349 0.00367 C45 1 0.05960 0.28295 0.37283 11.00000 0.02686 0.03866 0.02599 = 0.01425 0.00218 0.00486 C46 1 0.10105 0.31157 0.42673 11.00000 0.03355 0.04921 0.02538 = 0.01004 -0.00000 0.00251 C47 1 0.13277 0.23866 0.47395 11.00000 0.04362 0.06341 0.03174 = 0.02226 0.00111 0.00117 C48 1 0.12045 0.14876 0.46449 11.00000 0.04351 0.05980 0.03770 = 0.02187 -0.00159 0.00633 AFIX 43 H48 2 0.14270 0.10073 0.49663 11.00000 -1.20000 AFIX 0 C49 1 0.07718 0.12230 0.41058 11.00000 0.04017 0.04573 0.03734 = 0.01821 0.00746 0.00993 C50 1 0.06463 0.01886 0.40867 11.00000 0.08494 0.04810 0.05707 = 0.02491 -0.00636 -0.00129 AFIX 137 H50A 2 -0.01244 0.01682 0.41076 11.00000 -1.50000 H50B 2 0.09097 -0.01655 0.44780 11.00000 -1.50000 H50C 2 0.10729 -0.01018 0.36622 11.00000 -1.50000 AFIX 0 C51 1 0.17712 0.25803 0.53863 11.00000 0.07099 0.09136 0.03845 = 0.02704 -0.02301 -0.00650 AFIX 137 H51A 2 0.24304 0.28472 0.52490 11.00000 -1.50000 H51B 2 0.19467 0.19809 0.56408 11.00000 -1.50000 H51C 2 0.12158 0.30350 0.56766 11.00000 -1.50000 AFIX 0 C52 1 0.10611 0.41192 0.42398 11.00000 0.04354 0.05010 0.03016 = 0.00465 -0.00477 -0.00069 C53 1 0.13548 0.46420 0.47150 11.00000 0.05910 0.06316 0.03170 = 0.00193 -0.01831 -0.00515 AFIX 43 H53 2 0.15840 0.43295 0.51116 11.00000 -1.20000 AFIX 0 C54 1 0.13217 0.55932 0.46251 11.00000 0.05850 0.06534 0.05662 = -0.00328 -0.01657 -0.00955 AFIX 43 H54 2 0.15292 0.59298 0.49620 11.00000 -1.20000 AFIX 0 C55 1 0.10049 0.60736 0.40751 11.00000 0.05784 0.04186 0.05291 = -0.00892 -0.01857 -0.00528 AFIX 43 H55 2 0.10000 0.67362 0.40067 11.00000 -1.20000 AFIX 0 C56 1 0.06902 0.55519 0.36202 11.00000 0.04364 0.03401 0.04512 = -0.00239 -0.01538 -0.00093 AFIX 43 H56 2 0.04351 0.58732 0.32335 11.00000 -1.20000 AFIX 0 P1 7 0.24157 0.54405 -0.07527 11.00000 0.05316 0.06432 0.04647 = 0.02095 -0.02011 -0.02650 F1 3 0.37089 0.51220 -0.09700 11.00000 0.05812 0.08501 0.05342 = 0.01590 -0.01454 -0.01945 F2 3 0.23299 0.44387 -0.04401 11.00000 0.09219 0.07373 0.07249 = 0.02242 -0.02193 -0.04317 F3 3 0.22500 0.51255 -0.14676 11.00000 0.09077 0.09055 0.05816 = 0.00358 -0.03447 -0.02223 F4 3 0.24678 0.64786 -0.10476 11.00000 0.07870 0.07030 0.06163 = 0.02868 -0.02490 -0.02675 F5 3 0.25872 0.57700 -0.00231 11.00000 0.06542 0.06646 0.04739 = 0.01231 -0.01505 -0.02432 F6 3 0.11211 0.57639 -0.05431 11.00000 0.05652 0.11306 0.08548 = 0.02086 -0.01396 -0.02737 P2 7 0.01450 0.79525 0.22915 11.00000 0.07115 0.03779 0.10995 = 0.01446 -0.02424 -0.02391 F7 3 0.07381 0.68725 0.21844 11.00000 0.11073 0.06445 0.10331 = 0.01006 -0.02411 -0.02122 F8 3 -0.07858 0.77847 0.19063 11.00000 0.10634 0.08614 0.12029 = 0.02596 -0.04445 -0.03697 F9 3 -0.04977 0.75942 0.29873 11.00000 0.10660 0.10292 0.11622 = 0.01918 -0.02184 -0.00991 F10 3 0.10432 0.81295 0.26354 11.00000 0.12905 0.10406 0.21333 = 0.00289 -0.08209 -0.04425 F11 3 0.07414 0.82476 0.15942 11.00000 0.13117 0.17178 0.15555 = 0.06836 -0.02399 -0.06598 F12 3 -0.05122 0.89620 0.24405 11.00000 0.14379 0.05704 0.20935 = -0.00195 -0.06918 -0.00617 SAME 0.02 0.02 N5S C9S C10S SAME 0.02 0.02 N4S C7S C8S SAME 0.02 0.02 N3S C5S C6S SAME 0.005 0.01 N6S C11S C12S N1S 5 0.74030 0.02858 0.40922 11.00000 0.07623 0.07042 0.07653 = 0.01924 -0.00477 -0.02007 C1S 1 0.71830 -0.01013 0.36722 11.00000 0.05229 0.04717 0.06856 = 0.02088 0.00078 -0.00407 C2S 1 0.68444 -0.05782 0.31577 11.00000 0.06035 0.06957 0.07696 = 0.00949 -0.01028 0.00153 AFIX 137 H2SA 2 0.66346 -0.01175 0.28003 11.00000 -1.50000 H2SB 2 0.62195 -0.08616 0.33637 11.00000 -1.50000 H2SC 2 0.74476 -0.10816 0.29574 11.00000 -1.50000 AFIX 0 N3S 5 -0.37698 0.29367 0.52501 11.00000 0.06326 0.14582 0.08329 = -0.01363 0.01546 0.01658 C5S 1 -0.29185 0.25823 0.50031 11.00000 0.06198 0.08611 0.05787 = 0.00509 0.01462 0.00565 C6S 1 -0.18503 0.21640 0.46600 11.00000 0.06049 0.05517 0.12961 = -0.02069 0.03494 -0.01236 AFIX 137 H6SA 2 -0.16667 0.25265 0.42386 11.00000 -1.50000 H6SB 2 -0.18329 0.15018 0.45484 11.00000 -1.50000 H6SC 2 -0.13192 0.21772 0.49577 11.00000 -1.50000 AFIX 0 N4S 5 0.14806 0.22633 0.10742 11.00000 0.09275 0.16201 0.12303 = -0.01525 -0.02205 -0.01962 C7S 1 0.12160 0.23823 0.05573 11.00000 0.08303 0.07283 0.11462 = -0.02634 -0.01289 -0.00316 C8S 1 0.09101 0.25609 -0.01017 11.00000 0.23330 0.09431 0.13662 = -0.01319 -0.07037 -0.01580 AFIX 137 H8SA 2 0.15668 0.25290 -0.04510 11.00000 -1.50000 H8SB 2 0.04464 0.31968 -0.01130 11.00000 -1.50000 H8SC 2 0.05079 0.20793 -0.01924 11.00000 -1.50000 AFIX 0 PART 2 N5S 5 0.32387 0.46087 0.27269 10.70000 0.08068 C9S 1 0.35686 0.50868 0.30377 10.70000 0.09357 C10S 1 0.39351 0.55969 0.35286 10.70000 0.15935 AFIX 137 H10A 2 0.45978 0.58187 0.33119 10.70000 -1.50000 H10B 2 0.40922 0.51714 0.39151 10.70000 -1.50000 H10C 2 0.33640 0.61466 0.36917 10.70000 -1.50000 AFIX 0 PART 0 PART 1 N6S 5 0.34081 0.44141 0.31402 10.30000 0.08043 C11S 1 0.37627 0.44574 0.36182 10.30000 0.18929 C12S 1 0.43563 0.44906 0.41603 10.30000 0.18929 AFIX 137 H12D 2 0.51407 0.43472 0.39802 10.30000 -1.50000 H12E 2 0.41788 0.40181 0.45145 10.30000 -1.50000 H12F 2 0.41554 0.51292 0.43569 10.30000 -1.50000 AFIX 0 HKLF 4 END ; # start Validation Reply Form _vrf_PLAT602_Ir2dpyx2L5_16srv305 ; PROBLEM: VERY LARGE Solvent Accessible VOID(S) in Structure ! Info RESPONSE: No meaningful peaks could be seen in these voids. According to the Platon SQUEEZE, the structure contains about 40 additional independent electrons per unit cell, however, the application of SQUEEZE didn't result in any improvement of refinement parameters. Keeping also in mind general weakness of the data, the SQUEEZE correction deemed to be unnecessary and wasn't applied. ; # end Validation Reply Form ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_Ir2dpyF2L6_20srv027 _database_code_depnum_ccdc_archive 'CCDC 2006849' loop_ _audit_author_name _audit_author_address 'Dmitry Yufit' ;Durham University United Kingdom ; _audit_update_record ; 2020-07-07 deposited with the CCDC. 2020-07-10 downloaded from the CCDC. ; _audit_creation_date 2020-01-27 _audit_creation_method ; Olex2 1.3-beta (compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003) ; _shelx_SHELXL_version_number 2017/1 _chemical_name_common ? _chemical_name_systematic ? _chemical_formula_moiety 'C60 H52 F4 Ir2 N10 O2, 2(F6 P), C4 H10 O, 3(C2 H3 N)' _chemical_formula_sum 'C70 H71 F16 Ir2 N13 O3 P2' _chemical_formula_weight 1892.73 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.4261(12) _cell_length_b 15.8044(15) _cell_length_c 19.8347(19) _cell_angle_alpha 76.196(3) _cell_angle_beta 74.210(3) _cell_angle_gamma 81.438(3) _cell_volume 3625.3(6) _cell_formula_units_Z 2 _cell_measurement_reflns_used 8254 _cell_measurement_temperature 120.0 _cell_measurement_theta_max 23.20 _cell_measurement_theta_min 2.26 _shelx_estimated_absorpt_T_max 0.928 _shelx_estimated_absorpt_T_min 0.273 _exptl_absorpt_coefficient_mu 3.809 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.6482 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1535 before and 0.0909 after correction. The Ratio of minimum to maximum transmission is 0.6482. The \l/2 correction factor is Not present. ; _exptl_absorpt_special_details ? _exptl_crystal_colour 'clear light yellow' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.734 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description needle _exptl_crystal_F_000 1868 _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.02 _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.1711 _diffrn_reflns_av_unetI/netI 0.1842 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.999 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_number 64406 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.999 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.000 _diffrn_reflns_theta_min 1.989 _diffrn_ambient_temperature 120.0 _diffrn_detector 'Bruker PHOTON 100 CMOS' _diffrn_detector_area_resol_mean 10.4 _diffrn_detector_type 'CMOS sensor' _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device '3-circle diffractometer' _diffrn_measurement_device_type 'Bruker D8 Venture' _diffrn_measurement_method \w-scan _diffrn_radiation_monochromator 'focusing mirrors' _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_source 'microfocus sealed X-ray tube' _diffrn_source_current 1.0 _diffrn_source_power 0.05 _diffrn_source_type 'Incoatec I\mS microsource' _diffrn_source_voltage 50.0 _diffrn_standards_number 0 _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 8554 _reflns_number_total 15791 _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _reflns_threshold_expression 'I > 2\s(I)' _computing_bruker_data_scaling 'SADABS V2012/1 (Bruker AXS Inc.)' _computing_cell_refinement 'SAINT v8.38A (Bruker AXS, 2018)' _computing_data_collection 'APEX3 v.2017.3_0 (Bruker AXS, 2017)' _computing_data_reduction 'SAINT v8.38A (Bruker AXS, 2018)' _computing_molecular_graphics 'Olex2 1.3-beta (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.3-beta (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2017/1 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _refine_diff_density_max 1.541 _refine_diff_density_min -1.366 _refine_diff_density_rms 0.182 _refine_ls_extinction_coef 0.00097(10) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL-2017/1 (Sheldrick 2017)' _refine_ls_goodness_of_fit_ref 0.989 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 966 _refine_ls_number_reflns 15791 _refine_ls_number_restraints 198 _refine_ls_R_factor_all 0.1505 _refine_ls_R_factor_gt 0.0640 _refine_ls_restrained_S_all 1.002 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0360P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1165 _refine_ls_wR_factor_ref 0.1398 _refine_special_details ? _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups At 1.5 times of: All C(H,H,H) groups 2. Uiso/Uaniso restraints and constraints Uanis(F22) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02 3. Rigid body (RIGU) restrains O1S, C3S, C4S, C5S, C6S with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001 P1, F11, F12, F13, F14, F15, F16 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001 P2, F21, F22, F23, F24, F25, F26 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001 N1S, C1S, C2S with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001 N3S, C13S, C14S with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001 N2S, C11S, C12S with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001 C25, C26, C27, C28 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001 4.a Riding coordinates: C2S(H2SA,H2SB,H2SC), C12S(H12D,H12E,H12F), C14S(H14A,H14B,H14C) 4.b Secondary CH2 refined with riding coordinates: C3S(H3SA,H3SB), C5S(H5SA,H5SB) 4.c Aromatic/amide H refined with riding coordinates: C1(H1), C4(H4), C5(H5), C7(H7), C14(H14), C16(H16), C18(H18), C21(H21), C22(H22), C24(H24), C29(H29), C30(H30), C31(H31), C32(H32), C38(H38), C41(H41), C42(H42), C43(H43), C44(H44), C45(H45), C46(H46), C47(H47), C48(H48), C54(H54), C57(H57), C58(H58), C59(H59), C60(H60) 4.d Idealised Me refined as rotating group: C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C12(H12A,H12B, H12C), C17(H17A,H17B,H17C), C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C28(H28A, H28B,H28C), C4S(H4SA,H4SB,H4SC), C6S(H6SA,H6SB,H6SC) ; _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary dual _atom_sites_solution_secondary ? loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.73978(3) 0.58454(2) 0.31858(2) 0.02711(13) Uani 1 1 d . . . . . Ir2 Ir 0.40364(3) 0.75261(3) 0.15282(2) 0.03017(14) Uani 1 1 d . . . . . F1 F 0.6915(5) 0.8951(4) 0.3792(3) 0.0508(16) Uani 1 1 d . . . . . F2 F 0.3892(4) 0.7254(4) 0.4842(3) 0.0472(16) Uani 1 1 d . . . . . F3 F 0.4170(5) 0.9916(4) 0.2927(3) 0.0579(18) Uani 1 1 d . . . . . F4 F 0.1984(5) 0.7612(4) 0.4202(3) 0.0567(18) Uani 1 1 d . . . . . O1 O 0.8084(5) 0.5401(4) 0.4035(3) 0.0323(16) Uani 1 1 d . . . . . O2 O 0.2668(5) 0.8224(4) 0.1264(3) 0.0358(17) Uani 1 1 d . . . . . N1 N 0.8273(6) 0.4881(5) 0.2645(4) 0.0300(19) Uani 1 1 d . . . . . N2 N 0.8050(6) 0.4941(5) 0.1988(4) 0.032(2) Uani 1 1 d . . . . . N3 N 0.6775(6) 0.6110(5) 0.2307(4) 0.0279(19) Uani 1 1 d . . . . . N4 N 0.8548(6) 0.6764(5) 0.2809(4) 0.0245(18) Uani 1 1 d . . . . . N5 N 0.5940(6) 0.5284(6) 0.3742(4) 0.033(2) Uani 1 1 d . . . . . N6 N 0.5427(6) 0.6767(5) 0.1667(4) 0.0290(19) Uani 1 1 d . . . . . N7 N 0.5392(7) 0.6363(5) 0.0616(4) 0.038(2) Uani 1 1 d . . . . . N8 N 0.4472(6) 0.6983(5) 0.0629(4) 0.0295(19) Uani 1 1 d . . . . . N9 N 0.4899(6) 0.8598(5) 0.1125(4) 0.036(2) Uani 1 1 d . . . . . N10 N 0.3052(6) 0.6599(5) 0.2236(4) 0.0297(19) Uani 1 1 d . . . . . C1 C 0.9013(7) 0.4286(6) 0.2868(5) 0.031(2) Uani 1 1 d . . . . . H1 H 0.940292 0.389854 0.256412 0.037 Uiso 1 1 calc R U . . . C2 C 0.9279(7) 0.4179(6) 0.3552(5) 0.031(2) Uani 1 1 d . . . . . C3 C 0.8824(7) 0.4715(6) 0.4054(4) 0.025(2) Uani 1 1 d . . . . . C4 C 0.9209(7) 0.4463(6) 0.4692(5) 0.032(2) Uani 1 1 d . . . . . H4 H 0.891563 0.479139 0.505599 0.038 Uiso 1 1 calc R U . . . C5 C 0.9987(7) 0.3763(6) 0.4806(5) 0.033(2) Uani 1 1 d . . . . . H5 H 1.021852 0.363364 0.524065 0.040 Uiso 1 1 calc R U . . . C6 C 1.0450(8) 0.3237(6) 0.4307(5) 0.035(3) Uani 1 1 d . . . . . C7 C 1.0084(7) 0.3475(6) 0.3689(5) 0.033(2) Uani 1 1 d . . . . . H7 H 1.039505 0.314277 0.332886 0.040 Uiso 1 1 calc R U . . . C8 C 1.1273(8) 0.2464(7) 0.4476(5) 0.041(3) Uani 1 1 d . . . . . C9 C 1.1708(9) 0.1982(7) 0.3844(6) 0.056(3) Uani 1 1 d . . . . . H9A H 1.107434 0.176893 0.374759 0.084 Uiso 1 1 calc R U . . . H9B H 1.224296 0.148535 0.396874 0.084 Uiso 1 1 calc R U . . . H9C H 1.208181 0.238619 0.341530 0.084 Uiso 1 1 calc R U . . . C10 C 1.0766(9) 0.1794(7) 0.5134(6) 0.055(3) Uani 1 1 d . . . . . H10A H 1.047219 0.207827 0.554394 0.083 Uiso 1 1 calc R U . . . H10B H 1.134503 0.132506 0.523913 0.083 Uiso 1 1 calc R U . . . H10C H 1.015378 0.154754 0.504237 0.083 Uiso 1 1 calc R U . . . C11 C 1.2313(8) 0.2767(7) 0.4586(6) 0.052(3) Uani 1 1 d . . . . . H11A H 1.270415 0.313113 0.413838 0.079 Uiso 1 1 calc R U . . . H11B H 1.281692 0.225547 0.472781 0.079 Uiso 1 1 calc R U . . . H11C H 1.208628 0.310776 0.496279 0.079 Uiso 1 1 calc R U . . . C12 C 0.8490(8) 0.4241(6) 0.1596(5) 0.046(3) Uani 1 1 d . . . . . H12A H 0.925221 0.434520 0.130560 0.070 Uiso 1 1 calc R U . . . H12B H 0.800598 0.422778 0.128338 0.070 Uiso 1 1 calc R U . . . H12C H 0.850793 0.367882 0.193627 0.070 Uiso 1 1 calc R U . . . C13 C 0.7237(7) 0.5566(6) 0.1830(5) 0.029(2) Uani 1 1 d . . . . . C14 C 0.6860(7) 0.5694(6) 0.1207(4) 0.032(2) Uani 1 1 d . . . . . H14 H 0.724331 0.540124 0.083161 0.039 Uiso 1 1 calc R U . . . C15 C 0.5906(8) 0.6264(6) 0.1156(5) 0.033(2) Uani 1 1 d . . . . . C16 C 0.5928(7) 0.6681(6) 0.2192(4) 0.029(2) Uani 1 1 d . . . . . H16 H 0.565074 0.706685 0.251362 0.035 Uiso 1 1 calc R U . . . C17 C 0.5733(10) 0.5867(7) 0.0060(5) 0.061(4) Uani 1 1 d . . . . . H17A H 0.506621 0.571895 -0.004532 0.092 Uiso 1 1 calc R U . . . H17B H 0.617937 0.532754 0.022070 0.092 Uiso 1 1 calc R U . . . H17C H 0.618576 0.621476 -0.037236 0.092 Uiso 1 1 calc R U . . . C18 C 0.3979(8) 0.7177(6) 0.0104(5) 0.038(3) Uani 1 1 d . . . . . H18 H 0.424525 0.687979 -0.028124 0.045 Uiso 1 1 calc R U . . . C19 C 0.3035(8) 0.7835(6) 0.0093(5) 0.035(2) Uani 1 1 d . . . . . C20 C 0.2464(8) 0.8306(6) 0.0628(5) 0.033(2) Uani 1 1 d . . . . . C21 C 0.1611(9) 0.8920(7) 0.0487(5) 0.050(3) Uani 1 1 d . . . . . H21 H 0.120732 0.923853 0.084133 0.061 Uiso 1 1 calc R U . . . C22 C 0.1311(9) 0.9093(8) -0.0184(6) 0.060(3) Uani 1 1 d . . . . . H22 H 0.072642 0.953448 -0.026822 0.072 Uiso 1 1 calc R U . . . C23 C 0.1849(8) 0.8634(6) -0.0714(5) 0.037(3) Uani 1 1 d . . . . . C24 C 0.2686(8) 0.8011(6) -0.0556(5) 0.043(3) Uani 1 1 d . . . . . H24 H 0.305898 0.767344 -0.090327 0.051 Uiso 1 1 calc R U . . . C25 C 0.1538(11) 0.8814(8) -0.1419(6) 0.065(3) Uani 1 1 d . . . . . C26 C 0.2512(12) 0.9105(10) -0.2011(7) 0.116(5) Uani 1 1 d . . . . . H26A H 0.279719 0.959965 -0.191585 0.175 Uiso 1 1 calc R U . . . H26B H 0.227914 0.928708 -0.246193 0.175 Uiso 1 1 calc R U . . . H26C H 0.310475 0.862223 -0.204661 0.175 Uiso 1 1 calc R U . . . C27 C 0.1135(13) 0.8050(8) -0.1520(7) 0.097(4) Uani 1 1 d . . . . . H27A H 0.169502 0.754886 -0.146497 0.145 Uiso 1 1 calc R U . . . H27B H 0.100715 0.816423 -0.200114 0.145 Uiso 1 1 calc R U . . . H27C H 0.042891 0.792103 -0.116187 0.145 Uiso 1 1 calc R U . . . C28 C 0.0679(12) 0.9583(9) -0.1504(7) 0.097(4) Uani 1 1 d . . . . . H28A H -0.001040 0.947011 -0.112492 0.146 Uiso 1 1 calc R U . . . H28B H 0.051278 0.967164 -0.197239 0.146 Uiso 1 1 calc R U . . . H28C H 0.097299 1.010842 -0.146834 0.146 Uiso 1 1 calc R U . . . C29 C 0.9565(8) 0.6676(6) 0.2360(5) 0.036(3) Uani 1 1 d . . . . . H29 H 0.978579 0.615697 0.217675 0.043 Uiso 1 1 calc R U . . . C30 C 1.0299(8) 0.7318(7) 0.2157(5) 0.035(2) Uani 1 1 d . . . . . H30 H 1.100467 0.725372 0.182606 0.042 Uiso 1 1 calc R U . . . C31 C 0.9984(9) 0.8056(7) 0.2448(6) 0.048(3) Uani 1 1 d . . . . . H31 H 1.049932 0.848479 0.234039 0.058 Uiso 1 1 calc R U . . . C32 C 0.8937(8) 0.8178(7) 0.2889(5) 0.038(3) Uani 1 1 d . . . . . H32 H 0.870231 0.870214 0.306434 0.046 Uiso 1 1 calc R U . . . C33 C 0.8241(8) 0.7522(6) 0.3069(5) 0.035(3) Uani 1 1 d . . . . . C34 C 0.7094(7) 0.7543(6) 0.3530(5) 0.026(2) Uani 1 1 d . . . . . C35 C 0.6580(7) 0.6791(6) 0.3644(4) 0.028(2) Uani 1 1 d . . . . . C36 C 0.5499(8) 0.6650(6) 0.4080(5) 0.031(2) Uani 1 1 d . . . . . C37 C 0.4927(8) 0.7341(7) 0.4411(5) 0.036(3) Uani 1 1 d . . . . . C38 C 0.5419(9) 0.8100(7) 0.4306(5) 0.046(3) Uani 1 1 d . . . . . H38 H 0.502842 0.856240 0.453192 0.055 Uiso 1 1 calc R U . . . C39 C 0.6467(9) 0.8183(7) 0.3876(5) 0.037(3) Uani 1 1 d . . . . . C40 C 0.5127(8) 0.5807(7) 0.4104(5) 0.037(3) Uani 1 1 d . . . . . C41 C 0.4104(8) 0.5503(7) 0.4459(5) 0.034(2) Uani 1 1 d . . . . . H41 H 0.354529 0.586382 0.472029 0.041 Uiso 1 1 calc R U . . . C42 C 0.3870(8) 0.4686(7) 0.4444(5) 0.040(3) Uani 1 1 d . . . . . H42 H 0.315816 0.448100 0.469448 0.048 Uiso 1 1 calc R U . . . C43 C 0.4698(8) 0.4154(7) 0.4051(5) 0.039(3) Uani 1 1 d . . . . . H43 H 0.455868 0.359009 0.402268 0.047 Uiso 1 1 calc R U . . . C44 C 0.5699(8) 0.4480(7) 0.3716(5) 0.034(3) Uani 1 1 d . . . . . H44 H 0.626461 0.413021 0.344860 0.041 Uiso 1 1 calc R U . . . C45 C 0.5591(8) 0.8826(6) 0.0466(5) 0.039(3) Uani 1 1 d . . . . . H45 H 0.566729 0.845890 0.013697 0.047 Uiso 1 1 calc R U . . . C46 C 0.6183(9) 0.9540(7) 0.0241(5) 0.043(3) Uani 1 1 d . . . . . H46 H 0.667066 0.965850 -0.022508 0.052 Uiso 1 1 calc R U . . . C47 C 0.6055(9) 1.0092(7) 0.0713(6) 0.048(3) Uani 1 1 d . . . . . H47 H 0.643308 1.060984 0.057030 0.058 Uiso 1 1 calc R U . . . C48 C 0.5378(9) 0.9876(7) 0.1384(6) 0.048(3) Uani 1 1 d . . . . . H48 H 0.530829 1.024092 0.171402 0.058 Uiso 1 1 calc R U . . . C49 C 0.4783(8) 0.9134(7) 0.1601(5) 0.035(3) Uani 1 1 d . . . . . C50 C 0.4092(8) 0.8803(7) 0.2319(5) 0.036(3) Uani 1 1 d . . . . . C51 C 0.3658(8) 0.8023(6) 0.2384(5) 0.034(2) Uani 1 1 d . . . . . C52 C 0.2940(7) 0.7591(6) 0.3002(5) 0.029(2) Uani 1 1 d . . . . . C53 C 0.2686(8) 0.7985(7) 0.3565(5) 0.041(3) Uani 1 1 d . . . . . C54 C 0.3087(8) 0.8754(7) 0.3552(6) 0.043(3) Uani 1 1 d . . . . . H54 H 0.287946 0.900423 0.396520 0.052 Uiso 1 1 calc R U . . . C55 C 0.3790(8) 0.9155(7) 0.2935(6) 0.041(3) Uani 1 1 d . . . . . C56 C 0.2623(7) 0.6788(6) 0.2912(5) 0.032(2) Uani 1 1 d . . . . . C57 C 0.1949(8) 0.6193(7) 0.3437(5) 0.039(3) Uani 1 1 d . . . . . H57 H 0.163417 0.631418 0.390074 0.047 Uiso 1 1 calc R U . . . C58 C 0.1740(8) 0.5444(7) 0.3290(5) 0.048(3) Uani 1 1 d . . . . . H58 H 0.127912 0.504842 0.365208 0.057 Uiso 1 1 calc R U . . . C59 C 0.2183(8) 0.5252(7) 0.2627(5) 0.042(3) Uani 1 1 d . . . . . H59 H 0.204797 0.472887 0.251974 0.050 Uiso 1 1 calc R U . . . C60 C 0.2835(8) 0.5852(7) 0.2122(5) 0.035(2) Uani 1 1 d . . . . . H60 H 0.315162 0.572542 0.166000 0.041 Uiso 1 1 calc R U . . . P1 P 0.5034(3) 0.3575(2) 0.20954(16) 0.0575(8) Uani 1 1 d . . . . . F11 F 0.5015(7) 0.2650(5) 0.1919(4) 0.091(2) Uani 1 1 d . . . . . F12 F 0.5930(7) 0.3169(5) 0.2532(4) 0.110(2) Uani 1 1 d . . . . . F13 F 0.4065(6) 0.3350(5) 0.2796(4) 0.094(2) Uani 1 1 d . . . . . F14 F 0.4141(7) 0.3970(5) 0.1656(4) 0.101(2) Uani 1 1 d . . . . . F15 F 0.5986(7) 0.3779(5) 0.1392(4) 0.099(2) Uani 1 1 d . . . . . F16 F 0.5027(6) 0.4502(4) 0.2280(3) 0.0731(17) Uani 1 1 d . . . . . P2 P 1.1327(3) 0.5505(3) 0.06595(17) 0.0657(9) Uani 1 1 d . . . . . F21 F 1.1407(6) 0.4593(5) 0.0422(4) 0.092(2) Uani 1 1 d . . . . . F22 F 1.2557(6) 0.5249(6) 0.0799(4) 0.105(2) Uani 1 1 d . U . . . F23 F 1.0838(6) 0.5033(4) 0.1483(3) 0.0776(18) Uani 1 1 d . . . . . F24 F 1.0093(6) 0.5724(5) 0.0584(4) 0.097(2) Uani 1 1 d . . . . . F25 F 1.1858(8) 0.5916(6) -0.0122(4) 0.117(2) Uani 1 1 d . . . . . F26 F 1.1283(6) 0.6398(5) 0.0912(3) 0.0752(17) Uani 1 1 d . . . . . O1S O -0.0336(8) 1.1027(6) 0.3301(5) 0.094(3) Uani 1 1 d . . . . . C3S C 0.0384(11) 1.0180(9) 0.3276(8) 0.094(4) Uani 1 1 d . . . . . H3SA H -0.004154 0.972160 0.323284 0.113 Uiso 1 1 calc R U . . . H3SB H 0.067543 0.997577 0.371033 0.113 Uiso 1 1 calc R U . . . C4S C 0.1382(12) 1.0418(11) 0.2576(8) 0.122(6) Uani 1 1 d . . . . . H4SA H 0.106907 1.075292 0.217786 0.183 Uiso 1 1 calc R U . . . H4SB H 0.179977 0.987838 0.244883 0.183 Uiso 1 1 calc R U . . . H4SC H 0.188888 1.076945 0.267170 0.183 Uiso 1 1 calc R U . . . C5S C -0.1267(13) 1.0933(10) 0.3838(8) 0.097(4) Uani 1 1 d . . . . . H5SA H -0.104946 1.066705 0.429260 0.116 Uiso 1 1 calc R U . . . H5SB H -0.172781 1.052660 0.375405 0.116 Uiso 1 1 calc R U . . . C6S C -0.1954(11) 1.1776(9) 0.3910(8) 0.101(5) Uani 1 1 d . . . . . H6SA H -0.209473 1.207670 0.344519 0.152 Uiso 1 1 calc R U . . . H6SB H -0.154872 1.214508 0.407172 0.152 Uiso 1 1 calc R U . . . H6SC H -0.267080 1.166285 0.426071 0.152 Uiso 1 1 calc R U . . . N1S N 0.3677(9) 1.0039(7) 0.4728(6) 0.073(3) Uani 1 1 d . . . . . C1S C 0.4276(11) 1.0496(9) 0.4313(7) 0.058(3) Uani 1 1 d . . . . . C2S C 0.5080(11) 1.1096(8) 0.3793(6) 0.080(4) Uani 1 1 d . . . . . H2SA H 0.485479 1.169485 0.386623 0.119 Uiso 1 1 d R U . . . H2SB H 0.507919 1.107265 0.330383 0.119 Uiso 1 1 d R U . . . H2SC H 0.583659 1.091436 0.386623 0.119 Uiso 1 1 d R U . . . N2S N 0.7221(16) 0.7901(13) -0.0768(10) 0.197(9) Uani 1 1 d . . . . . C11S C 0.7550(17) 0.7593(12) -0.1217(10) 0.126(7) Uani 1 1 d . . . . . C12S C 0.8076(13) 0.7132(10) -0.1788(8) 0.120(6) Uani 1 1 d . . . . . H12D H 0.811179 0.753270 -0.225297 0.180 Uiso 1 1 d R U . . . H12E H 0.763689 0.664801 -0.174847 0.180 Uiso 1 1 d R U . . . H12F H 0.883769 0.689960 -0.174847 0.180 Uiso 1 1 d R U . . . N3S N 0.7441(10) 0.8125(8) 0.1604(7) 0.093(4) Uani 1 1 d . . . . . C13S C 0.8096(12) 0.7977(9) 0.1093(8) 0.080(4) Uani 1 1 d . . . . . C14S C 0.8858(12) 0.7759(10) 0.0478(8) 0.111(6) Uani 1 1 d . . . . . H14A H 0.865735 0.812659 0.004884 0.166 Uiso 1 1 d R U . . . H14B H 0.961816 0.785649 0.047824 0.166 Uiso 1 1 d R U . . . H14C H 0.883096 0.714199 0.047824 0.166 Uiso 1 1 d R U . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.0203(2) 0.0389(3) 0.0204(2) -0.00652(18) -0.00489(16) 0.00324(19) Ir2 0.0220(2) 0.0412(3) 0.0230(2) -0.00138(18) -0.00566(17) 0.0021(2) F1 0.053(4) 0.045(4) 0.057(4) -0.020(3) -0.016(3) 0.005(3) F2 0.034(3) 0.055(4) 0.043(4) -0.015(3) -0.002(3) 0.020(3) F3 0.081(5) 0.054(4) 0.046(4) -0.022(3) -0.016(3) -0.014(4) F4 0.045(4) 0.090(5) 0.030(3) -0.014(3) 0.002(3) -0.010(4) O1 0.029(4) 0.038(4) 0.030(4) -0.012(3) -0.013(3) 0.015(3) O2 0.032(4) 0.049(4) 0.021(4) 0.003(3) -0.010(3) 0.002(3) N1 0.030(5) 0.036(5) 0.028(4) -0.012(4) -0.015(4) 0.007(4) N2 0.025(4) 0.046(5) 0.024(4) -0.014(4) -0.007(4) 0.010(4) N3 0.018(4) 0.039(5) 0.022(4) -0.006(4) -0.005(3) 0.010(4) N4 0.022(4) 0.028(5) 0.032(4) -0.017(4) -0.014(3) 0.005(4) N5 0.016(4) 0.052(6) 0.033(5) -0.013(4) -0.007(4) 0.004(4) N6 0.026(4) 0.040(5) 0.022(4) -0.010(4) -0.005(4) 0.004(4) N7 0.044(5) 0.042(5) 0.030(5) -0.009(4) -0.020(4) 0.013(4) N8 0.029(5) 0.033(5) 0.033(5) -0.007(4) -0.020(4) 0.000(4) N9 0.036(5) 0.049(6) 0.023(4) -0.010(4) -0.012(4) 0.009(4) N10 0.022(4) 0.037(5) 0.028(5) 0.002(4) -0.013(4) 0.002(4) C1 0.020(5) 0.037(6) 0.038(6) -0.011(5) -0.011(4) 0.004(5) C2 0.020(5) 0.044(6) 0.025(5) 0.001(5) -0.006(4) 0.001(5) C3 0.020(5) 0.032(6) 0.026(5) -0.013(4) -0.002(4) -0.007(4) C4 0.020(5) 0.047(7) 0.031(6) -0.009(5) -0.014(4) 0.002(5) C5 0.026(5) 0.046(7) 0.027(5) 0.002(5) -0.015(4) -0.001(5) C6 0.027(6) 0.045(7) 0.028(6) 0.007(5) -0.010(5) -0.005(5) C7 0.025(5) 0.033(6) 0.034(6) -0.002(5) -0.001(4) 0.001(5) C8 0.027(6) 0.049(7) 0.040(6) -0.006(5) -0.007(5) 0.010(5) C9 0.045(7) 0.061(8) 0.077(8) -0.029(7) -0.042(7) 0.025(6) C10 0.046(7) 0.046(7) 0.066(8) 0.008(6) -0.016(6) -0.007(6) C11 0.031(6) 0.074(9) 0.056(7) -0.021(6) -0.020(6) 0.016(6) C12 0.051(7) 0.054(7) 0.044(7) -0.027(6) -0.026(6) 0.019(6) C13 0.018(5) 0.041(6) 0.024(5) -0.003(4) -0.006(4) 0.004(5) C14 0.029(5) 0.047(7) 0.019(5) -0.005(4) -0.008(4) 0.003(5) C15 0.029(6) 0.040(6) 0.027(6) -0.003(5) -0.002(4) -0.009(5) C16 0.018(5) 0.037(6) 0.027(6) -0.007(5) 0.000(4) 0.003(5) C17 0.072(9) 0.073(9) 0.049(7) -0.033(7) -0.032(7) 0.024(7) C18 0.038(6) 0.044(7) 0.035(6) -0.010(5) -0.015(5) 0.001(5) C19 0.033(6) 0.045(7) 0.027(6) -0.002(5) -0.014(5) -0.002(5) C20 0.027(6) 0.042(7) 0.027(6) 0.004(5) -0.006(5) -0.008(5) C21 0.040(7) 0.076(9) 0.028(6) -0.014(6) -0.003(5) 0.012(6) C22 0.043(7) 0.071(9) 0.058(8) -0.006(7) -0.011(6) 0.010(7) C23 0.042(6) 0.032(6) 0.038(6) -0.002(5) -0.022(5) 0.003(5) C24 0.045(7) 0.040(7) 0.048(7) -0.007(5) -0.029(6) 0.014(5) C25 0.089(7) 0.071(7) 0.046(6) -0.013(5) -0.046(5) 0.014(5) C26 0.100(8) 0.168(12) 0.070(8) 0.019(8) -0.043(6) -0.004(7) C27 0.150(11) 0.081(7) 0.091(10) -0.021(7) -0.088(9) 0.006(7) C28 0.127(9) 0.090(7) 0.097(10) -0.032(7) -0.078(7) 0.039(7) C29 0.028(6) 0.039(6) 0.039(6) -0.011(5) -0.013(5) 0.015(5) C30 0.027(6) 0.045(7) 0.031(6) -0.001(5) -0.005(4) -0.006(5) C31 0.040(7) 0.051(8) 0.057(7) 0.002(6) -0.021(6) -0.016(6) C32 0.035(6) 0.043(7) 0.039(6) -0.002(5) -0.015(5) -0.011(5) C33 0.040(6) 0.038(7) 0.024(5) 0.003(5) -0.016(5) 0.006(5) C34 0.016(5) 0.034(6) 0.031(5) -0.009(5) -0.015(4) 0.011(5) C35 0.022(5) 0.041(6) 0.018(5) 0.000(4) -0.006(4) -0.006(5) C36 0.026(5) 0.039(6) 0.029(5) -0.005(5) -0.010(4) 0.003(5) C37 0.022(5) 0.061(8) 0.016(5) -0.009(5) 0.002(4) 0.011(5) C38 0.059(8) 0.035(7) 0.034(6) -0.010(5) -0.002(6) 0.012(6) C39 0.038(6) 0.042(7) 0.033(6) -0.005(5) -0.015(5) 0.000(6) C40 0.023(5) 0.056(7) 0.029(6) -0.010(5) -0.007(4) 0.008(5) C41 0.025(6) 0.053(7) 0.023(5) -0.011(5) -0.006(4) 0.002(5) C42 0.023(5) 0.071(8) 0.023(5) -0.002(5) -0.007(4) -0.001(6) C43 0.035(6) 0.046(7) 0.035(6) 0.003(5) -0.013(5) -0.009(5) C44 0.023(5) 0.047(7) 0.026(5) -0.004(5) -0.006(4) 0.008(5) C45 0.038(6) 0.039(7) 0.030(6) 0.001(5) 0.002(5) -0.007(5) C46 0.050(7) 0.044(7) 0.028(6) 0.005(5) -0.007(5) -0.006(6) C47 0.065(8) 0.037(7) 0.040(7) 0.015(5) -0.021(6) -0.015(6) C48 0.066(8) 0.037(7) 0.044(7) -0.003(5) -0.025(6) 0.001(6) C49 0.027(6) 0.042(7) 0.036(6) -0.008(5) -0.017(5) 0.017(5) C50 0.023(5) 0.048(7) 0.036(6) -0.012(5) -0.006(5) 0.009(5) C51 0.025(5) 0.038(6) 0.040(6) -0.009(5) -0.013(5) 0.006(5) C52 0.027(5) 0.031(6) 0.028(5) -0.011(5) -0.004(4) 0.007(5) C53 0.038(6) 0.050(7) 0.028(6) -0.002(5) -0.013(5) 0.016(6) C54 0.039(7) 0.050(8) 0.043(7) -0.012(6) -0.016(5) 0.002(6) C55 0.031(6) 0.045(7) 0.044(7) -0.006(6) -0.012(5) 0.006(5) C56 0.019(5) 0.046(7) 0.025(5) 0.004(5) -0.006(4) -0.002(5) C57 0.031(6) 0.040(7) 0.036(6) 0.003(5) -0.001(5) -0.002(5) C58 0.031(6) 0.058(8) 0.037(7) 0.025(6) -0.005(5) -0.012(6) C59 0.040(6) 0.052(7) 0.033(6) 0.005(5) -0.014(5) -0.011(6) C60 0.037(6) 0.041(7) 0.028(6) -0.004(5) -0.016(5) 0.000(5) P1 0.060(2) 0.072(2) 0.0414(17) -0.0098(15) -0.0135(13) -0.0104(17) F11 0.108(6) 0.087(3) 0.080(5) -0.035(3) -0.007(4) -0.019(3) F12 0.110(4) 0.123(5) 0.112(4) -0.026(4) -0.068(4) 0.016(4) F13 0.104(4) 0.108(5) 0.061(3) -0.026(3) 0.014(3) -0.037(4) F14 0.111(4) 0.129(5) 0.084(4) -0.039(4) -0.059(3) 0.015(4) F15 0.108(4) 0.102(5) 0.071(3) -0.032(3) 0.022(3) -0.025(4) F16 0.080(5) 0.084(3) 0.058(4) -0.023(3) -0.008(3) -0.017(3) P2 0.0548(18) 0.104(3) 0.0478(16) -0.0343(17) -0.0073(15) -0.0155(18) F21 0.081(5) 0.129(4) 0.082(4) -0.066(4) -0.005(4) -0.022(3) F22 0.058(3) 0.161(6) 0.123(5) -0.091(4) -0.024(3) 0.006(3) F23 0.087(4) 0.088(4) 0.054(2) -0.024(2) -0.010(3) 0.007(4) F24 0.078(3) 0.118(5) 0.111(5) -0.019(4) -0.052(3) -0.012(3) F25 0.152(5) 0.161(6) 0.047(2) -0.044(3) 0.008(3) -0.064(5) F26 0.078(4) 0.101(3) 0.052(4) -0.033(3) -0.003(3) -0.018(3) O1S 0.097(7) 0.092(6) 0.098(7) -0.031(6) -0.031(5) 0.005(5) C3S 0.080(8) 0.088(7) 0.137(11) -0.047(8) -0.047(6) -0.002(6) C4S 0.096(10) 0.152(14) 0.118(11) -0.035(9) -0.045(7) 0.037(9) C5S 0.105(8) 0.114(9) 0.096(9) -0.065(8) -0.025(6) -0.016(6) C6S 0.086(9) 0.107(9) 0.126(12) -0.069(9) -0.003(8) -0.031(7) N1S 0.066(7) 0.083(8) 0.073(8) -0.025(6) -0.022(5) 0.011(5) C1S 0.060(7) 0.070(8) 0.054(7) -0.037(5) -0.022(5) 0.016(5) C2S 0.080(9) 0.100(9) 0.063(8) -0.030(6) -0.016(6) -0.002(7) N2S 0.182(18) 0.25(2) 0.166(13) -0.139(13) 0.021(13) 0.000(15) C11S 0.151(17) 0.108(13) 0.099(11) -0.043(9) 0.018(11) -0.007(12) C12S 0.138(15) 0.114(13) 0.091(10) -0.040(9) 0.007(10) 0.002(11) N3S 0.059(8) 0.130(10) 0.089(8) 0.004(8) -0.039(5) -0.010(7) C13S 0.060(9) 0.084(10) 0.086(9) 0.022(8) -0.034(5) -0.013(8) C14S 0.075(10) 0.125(13) 0.110(10) 0.007(9) -0.010(7) -0.016(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 O1 2.024(6) . ? Ir1 N1 2.076(7) . ? Ir1 N3 2.025(7) . ? Ir1 N4 2.057(7) . ? Ir1 N5 2.051(8) . ? Ir1 C35 1.945(9) . ? Ir2 O2 2.008(6) . ? Ir2 N6 1.997(7) . ? Ir2 N8 2.068(7) . ? Ir2 N9 2.021(8) . ? Ir2 N10 2.057(7) . ? Ir2 C51 1.951(9) . ? F1 C39 1.366(11) . ? F2 C37 1.343(10) . ? F3 C55 1.351(11) . ? F4 C53 1.380(10) . ? O1 C3 1.314(9) . ? O2 C20 1.326(10) . ? N1 N2 1.383(9) . ? N1 C1 1.300(10) . ? N2 C12 1.458(11) . ? N2 C13 1.350(10) . ? N3 C13 1.382(11) . ? N3 C16 1.313(10) . ? N4 C29 1.343(10) . ? N4 C33 1.377(11) . ? N5 C40 1.364(11) . ? N5 C44 1.363(12) . ? N6 C15 1.390(11) . ? N6 C16 1.322(10) . ? N7 N8 1.388(10) . ? N7 C15 1.356(11) . ? N7 C17 1.439(11) . ? N8 C18 1.300(11) . ? N9 C45 1.354(11) . ? N9 C49 1.380(11) . ? N10 C56 1.387(11) . ? N10 C60 1.332(11) . ? C1 H1 0.9500 . ? C1 C2 1.446(12) . ? C2 C3 1.409(12) . ? C2 C7 1.409(12) . ? C3 C4 1.422(11) . ? C4 H4 0.9500 . ? C4 C5 1.374(12) . ? C5 H5 0.9500 . ? C5 C6 1.393(12) . ? C6 C7 1.373(12) . ? C6 C8 1.505(12) . ? C7 H7 0.9500 . ? C8 C9 1.553(13) . ? C8 C10 1.521(13) . ? C8 C11 1.529(13) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C14 1.398(11) . ? C14 H14 0.9500 . ? C14 C15 1.389(12) . ? C16 H16 0.9500 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18 0.9500 . ? C18 C19 1.449(12) . ? C19 C20 1.413(12) . ? C19 C24 1.419(12) . ? C20 C21 1.367(12) . ? C21 H21 0.9500 . ? C21 C22 1.432(14) . ? C22 H22 0.9500 . ? C22 C23 1.382(13) . ? C23 C24 1.370(12) . ? C23 C25 1.503(13) . ? C24 H24 0.9500 . ? C25 C26 1.479(17) . ? C25 C27 1.448(16) . ? C25 C28 1.503(15) . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29 0.9500 . ? C29 C30 1.379(13) . ? C30 H30 0.9500 . ? C30 C31 1.380(13) . ? C31 H31 0.9500 . ? C31 C32 1.372(13) . ? C32 H32 0.9500 . ? C32 C33 1.368(13) . ? C33 C34 1.470(12) . ? C34 C35 1.375(12) . ? C34 C39 1.380(12) . ? C35 C36 1.403(12) . ? C36 C37 1.408(12) . ? C36 C40 1.460(13) . ? C37 C38 1.374(14) . ? C38 H38 0.9500 . ? C38 C39 1.353(13) . ? C40 C41 1.370(12) . ? C41 H41 0.9500 . ? C41 C42 1.375(13) . ? C42 H42 0.9500 . ? C42 C43 1.411(13) . ? C43 H43 0.9500 . ? C43 C44 1.354(12) . ? C44 H44 0.9500 . ? C45 H45 0.9500 . ? C45 C46 1.358(13) . ? C46 H46 0.9500 . ? C46 C47 1.389(13) . ? C47 H47 0.9500 . ? C47 C48 1.362(13) . ? C48 H48 0.9500 . ? C48 C49 1.397(13) . ? C49 C50 1.467(13) . ? C50 C51 1.384(13) . ? C50 C55 1.397(13) . ? C51 C52 1.397(12) . ? C52 C53 1.347(12) . ? C52 C56 1.446(13) . ? C53 C54 1.373(14) . ? C54 H54 0.9500 . ? C54 C55 1.370(13) . ? C56 C57 1.400(12) . ? C57 H57 0.9500 . ? C57 C58 1.362(14) . ? C58 H58 0.9500 . ? C58 C59 1.367(13) . ? C59 H59 0.9500 . ? C59 C60 1.375(12) . ? C60 H60 0.9500 . ? P1 F11 1.586(7) . ? P1 F12 1.565(8) . ? P1 F13 1.577(7) . ? P1 F14 1.561(7) . ? P1 F15 1.566(7) . ? P1 F16 1.592(7) . ? P2 F21 1.603(8) . ? P2 F22 1.602(8) . ? P2 F23 1.616(7) . ? P2 F24 1.561(8) . ? P2 F25 1.533(8) . ? P2 F26 1.595(7) . ? O1S C3S 1.498(14) . ? O1S C5S 1.342(15) . ? C3S H3SA 0.9900 . ? C3S H3SB 0.9900 . ? C3S C4S 1.601(17) . ? C4S H4SA 0.9800 . ? C4S H4SB 0.9800 . ? C4S H4SC 0.9800 . ? C5S H5SA 0.9900 . ? C5S H5SB 0.9900 . ? C5S C6S 1.488(16) . ? C6S H6SA 0.9800 . ? C6S H6SB 0.9800 . ? C6S H6SC 0.9800 . ? N1S C1S 1.138(14) . ? C1S C2S 1.489(16) . ? C2S H2SA 0.9802 . ? C2S H2SB 0.9800 . ? C2S H2SC 0.9800 . ? N2S C11S 1.070(18) . ? C11S C12S 1.447(19) . ? C12S H12D 0.9800 . ? C12S H12E 0.9800 . ? C12S H12F 0.9800 . ? N3S C13S 1.162(16) . ? C13S C14S 1.407(18) . ? C14S H14A 0.9801 . ? C14S H14B 0.9799 . ? C14S H14C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Ir1 N1 94.1(3) . . ? O1 Ir1 N3 171.6(3) . . ? O1 Ir1 N4 87.7(3) . . ? O1 Ir1 N5 91.4(3) . . ? N3 Ir1 N1 78.1(3) . . ? N3 Ir1 N4 96.5(3) . . ? N3 Ir1 N5 87.2(3) . . ? N4 Ir1 N1 99.2(3) . . ? N5 Ir1 N1 101.5(3) . . ? N5 Ir1 N4 159.2(3) . . ? C35 Ir1 O1 88.5(3) . . ? C35 Ir1 N1 177.0(3) . . ? C35 Ir1 N3 99.4(3) . . ? C35 Ir1 N4 79.3(3) . . ? C35 Ir1 N5 79.9(4) . . ? O2 Ir2 N8 93.3(3) . . ? O2 Ir2 N9 89.9(3) . . ? O2 Ir2 N10 90.3(3) . . ? N6 Ir2 O2 172.0(3) . . ? N6 Ir2 N8 78.7(3) . . ? N6 Ir2 N9 91.6(3) . . ? N6 Ir2 N10 90.8(3) . . ? N9 Ir2 N8 98.9(3) . . ? N9 Ir2 N10 161.2(3) . . ? N10 Ir2 N8 99.9(3) . . ? C51 Ir2 O2 88.1(3) . . ? C51 Ir2 N6 99.9(3) . . ? C51 Ir2 N8 178.6(3) . . ? C51 Ir2 N9 81.1(4) . . ? C51 Ir2 N10 80.0(4) . . ? C3 O1 Ir1 120.8(5) . . ? C20 O2 Ir2 122.5(6) . . ? N2 N1 Ir1 114.1(5) . . ? C1 N1 Ir1 124.8(6) . . ? C1 N1 N2 121.0(8) . . ? N1 N2 C12 119.8(7) . . ? C13 N2 N1 115.2(7) . . ? C13 N2 C12 123.5(8) . . ? C13 N3 Ir1 114.7(5) . . ? C16 N3 Ir1 126.2(6) . . ? C16 N3 C13 118.7(8) . . ? C29 N4 Ir1 126.1(6) . . ? C29 N4 C33 118.3(8) . . ? C33 N4 Ir1 115.6(6) . . ? C40 N5 Ir1 115.6(7) . . ? C44 N5 Ir1 125.0(6) . . ? C44 N5 C40 119.1(8) . . ? C15 N6 Ir2 115.5(6) . . ? C16 N6 Ir2 127.6(6) . . ? C16 N6 C15 116.9(8) . . ? N8 N7 C17 120.1(7) . . ? C15 N7 N8 115.7(8) . . ? C15 N7 C17 124.2(8) . . ? N7 N8 Ir2 113.5(5) . . ? C18 N8 Ir2 126.3(7) . . ? C18 N8 N7 120.3(8) . . ? C45 N9 Ir2 128.1(7) . . ? C45 N9 C49 117.5(9) . . ? C49 N9 Ir2 114.4(6) . . ? C56 N10 Ir2 113.6(6) . . ? C60 N10 Ir2 127.6(6) . . ? C60 N10 C56 118.8(8) . . ? N1 C1 H1 118.0 . . ? N1 C1 C2 123.9(9) . . ? C2 C1 H1 118.0 . . ? C3 C2 C1 125.8(8) . . ? C3 C2 C7 120.2(8) . . ? C7 C2 C1 114.0(9) . . ? O1 C3 C2 130.4(8) . . ? O1 C3 C4 114.6(8) . . ? C2 C3 C4 114.9(8) . . ? C3 C4 H4 118.6 . . ? C5 C4 C3 122.8(9) . . ? C5 C4 H4 118.6 . . ? C4 C5 H5 118.7 . . ? C4 C5 C6 122.6(9) . . ? C6 C5 H5 118.7 . . ? C5 C6 C8 119.8(8) . . ? C7 C6 C5 115.1(9) . . ? C7 C6 C8 125.1(9) . . ? C2 C7 H7 117.8 . . ? C6 C7 C2 124.4(9) . . ? C6 C7 H7 117.8 . . ? C6 C8 C9 111.5(8) . . ? C6 C8 C10 112.6(8) . . ? C6 C8 C11 110.4(9) . . ? C10 C8 C9 107.2(9) . . ? C10 C8 C11 109.3(9) . . ? C11 C8 C9 105.6(8) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9B 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10B 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C8 C11 H11A 109.5 . . ? C8 C11 H11B 109.5 . . ? C8 C11 H11C 109.5 . . ? H11A C11 H11B 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N2 C12 H12A 109.5 . . ? N2 C12 H12B 109.5 . . ? N2 C12 H12C 109.5 . . ? H12A C12 H12B 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N2 C13 N3 117.7(8) . . ? N2 C13 C14 123.2(8) . . ? N3 C13 C14 119.1(8) . . ? C13 C14 H14 121.1 . . ? C15 C14 C13 117.8(8) . . ? C15 C14 H14 121.1 . . ? N7 C15 N6 116.4(8) . . ? N7 C15 C14 123.0(9) . . ? C14 C15 N6 120.6(9) . . ? N3 C16 N6 125.9(8) . . ? N3 C16 H16 117.1 . . ? N6 C16 H16 117.1 . . ? N7 C17 H17A 109.5 . . ? N7 C17 H17B 109.5 . . ? N7 C17 H17C 109.5 . . ? H17A C17 H17B 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? N8 C18 H18 119.2 . . ? N8 C18 C19 121.7(9) . . ? C19 C18 H18 119.2 . . ? C20 C19 C18 128.2(9) . . ? C20 C19 C24 118.7(9) . . ? C24 C19 C18 113.0(9) . . ? O2 C20 C19 126.9(9) . . ? O2 C20 C21 115.3(9) . . ? C21 C20 C19 117.8(9) . . ? C20 C21 H21 119.2 . . ? C20 C21 C22 121.5(10) . . ? C22 C21 H21 119.2 . . ? C21 C22 H22 119.1 . . ? C23 C22 C21 121.8(10) . . ? C23 C22 H22 119.1 . . ? C22 C23 C25 122.0(10) . . ? C24 C23 C22 115.7(9) . . ? C24 C23 C25 122.2(10) . . ? C19 C24 H24 117.8 . . ? C23 C24 C19 124.4(10) . . ? C23 C24 H24 117.8 . . ? C23 C25 C28 113.0(10) . . ? C26 C25 C23 110.0(11) . . ? C26 C25 C28 102.0(11) . . ? C27 C25 C23 111.0(10) . . ? C27 C25 C26 111.0(12) . . ? C27 C25 C28 109.5(12) . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26B 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27B 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C25 C28 H28A 109.5 . . ? C25 C28 H28B 109.5 . . ? C25 C28 H28C 109.5 . . ? H28A C28 H28B 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? N4 C29 H29 119.0 . . ? N4 C29 C30 122.0(9) . . ? C30 C29 H29 119.0 . . ? C29 C30 H30 120.8 . . ? C29 C30 C31 118.4(9) . . ? C31 C30 H30 120.8 . . ? C30 C31 H31 119.5 . . ? C32 C31 C30 121.0(10) . . ? C32 C31 H31 119.5 . . ? C31 C32 H32 121.0 . . ? C33 C32 C31 117.9(10) . . ? C33 C32 H32 121.0 . . ? N4 C33 C34 112.4(9) . . ? C32 C33 N4 122.3(9) . . ? C32 C33 C34 125.3(10) . . ? C35 C34 C33 114.0(8) . . ? C35 C34 C39 115.4(9) . . ? C39 C34 C33 130.6(9) . . ? C34 C35 Ir1 118.6(6) . . ? C34 C35 C36 124.3(9) . . ? C36 C35 Ir1 117.1(7) . . ? C35 C36 C37 116.1(9) . . ? C35 C36 C40 114.1(8) . . ? C37 C36 C40 129.8(9) . . ? F2 C37 C36 119.7(10) . . ? F2 C37 C38 119.4(9) . . ? C38 C37 C36 120.9(9) . . ? C37 C38 H38 120.4 . . ? C39 C38 C37 119.2(10) . . ? C39 C38 H38 120.4 . . ? F1 C39 C34 119.2(9) . . ? C38 C39 F1 116.7(9) . . ? C38 C39 C34 124.1(10) . . ? N5 C40 C36 113.0(9) . . ? N5 C40 C41 119.6(10) . . ? C41 C40 C36 127.3(9) . . ? C40 C41 H41 119.4 . . ? C40 C41 C42 121.2(9) . . ? C42 C41 H41 119.4 . . ? C41 C42 H42 120.4 . . ? C41 C42 C43 119.2(10) . . ? C43 C42 H42 120.4 . . ? C42 C43 H43 121.4 . . ? C44 C43 C42 117.3(10) . . ? C44 C43 H43 121.4 . . ? N5 C44 H44 118.2 . . ? C43 C44 N5 123.5(9) . . ? C43 C44 H44 118.2 . . ? N9 C45 H45 117.5 . . ? N9 C45 C46 124.9(10) . . ? C46 C45 H45 117.5 . . ? C45 C46 H46 121.0 . . ? C45 C46 C47 117.9(10) . . ? C47 C46 H46 121.0 . . ? C46 C47 H47 120.6 . . ? C48 C47 C46 118.8(10) . . ? C48 C47 H47 120.6 . . ? C47 C48 H48 119.1 . . ? C47 C48 C49 121.9(11) . . ? C49 C48 H48 119.1 . . ? N9 C49 C48 119.0(9) . . ? N9 C49 C50 114.0(9) . . ? C48 C49 C50 126.9(10) . . ? C51 C50 C49 113.7(9) . . ? C51 C50 C55 115.7(9) . . ? C55 C50 C49 130.6(10) . . ? C50 C51 Ir2 116.8(7) . . ? C50 C51 C52 124.9(9) . . ? C52 C51 Ir2 118.3(7) . . ? C51 C52 C56 112.6(8) . . ? C53 C52 C51 115.1(9) . . ? C53 C52 C56 132.2(9) . . ? C52 C53 F4 119.8(10) . . ? C52 C53 C54 124.0(10) . . ? C54 C53 F4 116.1(9) . . ? C53 C54 H54 120.5 . . ? C55 C54 C53 118.9(10) . . ? C55 C54 H54 120.5 . . ? F3 C55 C50 120.3(9) . . ? F3 C55 C54 118.4(10) . . ? C54 C55 C50 121.3(11) . . ? N10 C56 C52 115.4(8) . . ? N10 C56 C57 118.1(9) . . ? C57 C56 C52 126.5(9) . . ? C56 C57 H57 119.6 . . ? C58 C57 C56 120.8(9) . . ? C58 C57 H57 119.6 . . ? C57 C58 H58 119.6 . . ? C57 C58 C59 120.8(9) . . ? C59 C58 H58 119.6 . . ? C58 C59 H59 121.5 . . ? C58 C59 C60 117.0(10) . . ? C60 C59 H59 121.5 . . ? N10 C60 C59 124.5(9) . . ? N10 C60 H60 117.8 . . ? C59 C60 H60 117.8 . . ? F11 P1 F16 178.9(5) . . ? F12 P1 F11 89.9(4) . . ? F12 P1 F13 90.0(4) . . ? F12 P1 F15 90.5(5) . . ? F12 P1 F16 90.7(4) . . ? F13 P1 F11 90.6(4) . . ? F13 P1 F16 88.4(4) . . ? F14 P1 F11 89.5(4) . . ? F14 P1 F12 179.4(5) . . ? F14 P1 F13 90.1(5) . . ? F14 P1 F15 89.4(5) . . ? F14 P1 F16 89.9(4) . . ? F15 P1 F11 88.0(4) . . ? F15 P1 F13 178.5(5) . . ? F15 P1 F16 93.0(4) . . ? F21 P2 F23 89.8(4) . . ? F22 P2 F21 89.3(4) . . ? F22 P2 F23 87.4(4) . . ? F24 P2 F21 90.9(4) . . ? F24 P2 F22 175.7(5) . . ? F24 P2 F23 88.3(4) . . ? F24 P2 F26 91.0(4) . . ? F25 P2 F21 88.5(4) . . ? F25 P2 F22 89.5(5) . . ? F25 P2 F23 176.5(5) . . ? F25 P2 F24 94.8(5) . . ? F25 P2 F26 92.2(4) . . ? F26 P2 F21 177.9(5) . . ? F26 P2 F22 88.7(4) . . ? F26 P2 F23 89.3(4) . . ? C5S O1S C3S 111.6(11) . . ? O1S C3S H3SA 111.1 . . ? O1S C3S H3SB 111.1 . . ? O1S C3S C4S 103.5(11) . . ? H3SA C3S H3SB 109.0 . . ? C4S C3S H3SA 111.1 . . ? C4S C3S H3SB 111.1 . . ? C3S C4S H4SA 109.5 . . ? C3S C4S H4SB 109.5 . . ? C3S C4S H4SC 109.5 . . ? H4SA C4S H4SB 109.5 . . ? H4SA C4S H4SC 109.5 . . ? H4SB C4S H4SC 109.5 . . ? O1S C5S H5SA 109.0 . . ? O1S C5S H5SB 109.0 . . ? O1S C5S C6S 112.7(13) . . ? H5SA C5S H5SB 107.8 . . ? C6S C5S H5SA 109.0 . . ? C6S C5S H5SB 109.0 . . ? C5S C6S H6SA 109.5 . . ? C5S C6S H6SB 109.5 . . ? C5S C6S H6SC 109.5 . . ? H6SA C6S H6SB 109.5 . . ? H6SA C6S H6SC 109.5 . . ? H6SB C6S H6SC 109.5 . . ? N1S C1S C2S 177.8(14) . . ? C1S C2S H2SA 109.5 . . ? C1S C2S H2SB 109.5 . . ? C1S C2S H2SC 109.5 . . ? H2SA C2S H2SB 109.5 . . ? H2SA C2S H2SC 109.5 . . ? H2SB C2S H2SC 109.5 . . ? N2S C11S C12S 174(3) . . ? C11S C12S H12D 109.8 . . ? C11S C12S H12E 109.4 . . ? C11S C12S H12F 109.2 . . ? H12D C12S H12E 109.5 . . ? H12D C12S H12F 109.5 . . ? H12E C12S H12F 109.5 . . ? N3S C13S C14S 176.9(18) . . ? C13S C14S H14A 109.5 . . ? C13S C14S H14B 109.3 . . ? C13S C14S H14C 109.6 . . ? H14A C14S H14B 109.5 . . ? H14A C14S H14C 109.5 . . ? H14B C14S H14C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 C13 N2 N1 4.4(12) . . . . ? N6 C15 N7 N8 2.3(12) . . . . ? C1 N1 N2 C12 11.2(13) . . . . ? C1 N1 N2 C13 177.8(9) . . . . ? C2 C1 N1 Ir1 4.2(13) . . . . ? C2 C1 N1 N2 -179.2(8) . . . . ? C3 C2 C1 N1 -3.0(15) . . . . ? C5 C6 C8 C9 -178.5(9) . . . . ? C5 C6 C8 C10 61.0(13) . . . . ? C5 C6 C8 C11 -61.5(12) . . . . ? C7 C2 C1 N1 178.2(9) . . . . ? C7 C6 C8 C9 2.5(14) . . . . ? C7 C6 C8 C10 -118.0(11) . . . . ? C7 C6 C8 C11 119.6(11) . . . . ? C12 N2 N1 Ir1 -171.8(7) . . . . ? C12 N2 C13 N3 170.4(8) . . . . ? C13 N2 N1 Ir1 -5.3(10) . . . . ? C14 C13 N2 N1 -176.8(8) . . . . ? C14 C13 N2 C12 -10.8(15) . . . . ? C14 C15 N7 N8 -177.7(8) . . . . ? C14 C15 N7 C17 3.2(16) . . . . ? C15 N7 N8 Ir2 -5.0(10) . . . . ? C15 N7 N8 C18 174.4(9) . . . . ? C17 N7 N8 Ir2 174.1(8) . . . . ? C17 N7 N8 C18 -6.5(14) . . . . ? C17 N7 C15 N6 -176.7(9) . . . . ? C19 C18 N8 Ir2 0.8(14) . . . . ? C19 C18 N8 N7 -178.5(8) . . . . ? C20 C19 C18 N8 -4.8(17) . . . . ? C22 C23 C25 C26 118.6(13) . . . . ? C22 C23 C25 C27 -118.1(13) . . . . ? C22 C23 C25 C28 5.3(18) . . . . ? C24 C19 C18 N8 174.3(9) . . . . ? C24 C23 C25 C26 -61.0(15) . . . . ? C24 C23 C25 C27 62.3(16) . . . . ? C24 C23 C25 C28 -174.3(11) . . . . ? C32 C33 C34 C35 -178.4(9) . . . . ? C32 C33 C34 C39 0.0(16) . . . . ? C35 C34 C33 N4 3.4(11) . . . . ? C35 C36 C40 N5 5.0(11) . . . . ? C35 C36 C40 C41 -177.2(9) . . . . ? C37 C36 C40 N5 -176.9(9) . . . . ? C37 C36 C40 C41 1.0(16) . . . . ? C39 C34 C33 N4 -178.2(9) . . . . ? C48 C49 C50 C51 -176.3(9) . . . . ? C48 C49 C50 C55 5.0(16) . . . . ? C51 C50 C49 N9 -1.6(11) . . . . ? C51 C52 C56 N10 -1.7(11) . . . . ? C51 C52 C56 C57 177.5(8) . . . . ? C53 C52 C56 N10 179.4(9) . . . . ? C53 C52 C56 C57 -1.4(16) . . . . ? C55 C50 C49 N9 179.8(9) . . . . ? _iucr_refine_instructions_details ; TITL 20srv027_a.res in P-1 REM Old TITL 20srv027 in P-1 #2 REM SHELXT solution in P-1 REM R1 0.197, Rweak 0.025, Alpha 0.062, Orientation as input REM Formula found by SHELXT: C67 N16 O2 F18 Ir2 CELL 0.71073 12.4261 15.8044 19.8347 76.196 74.21 81.438 ZERR 2 0.0012 0.0015 0.0019 0.003 0.003 0.003 LATT 1 SFAC C H F Ir N O P UNIT 140 142 32 4 26 6 4 RIGU 0.001 0.001 O1S > C6S RIGU 0.001 0.001 P1 > F16 RIGU 0.001 0.001 P2 > F26 RIGU 0.001 0.001 N1S C1S C2S RIGU 0.001 0.001 N3S C13S C14S RIGU 0.001 0.001 N2S C11S C12S RIGU 0.001 0.001 C25 > C28 ISOR 0.01 0.02 F22 L.S. 9 PLAN 1 SIZE 0.02 0.04 0.46 TEMP -153.15 CONF C22 C23 C25 C26 CONF C24 C23 C25 C26 CONF C22 C23 C25 C27 CONF C24 C23 C25 C27 CONF C22 C23 C25 C28 CONF C24 C23 C25 C28 CONF C20 C19 C18 N8 CONF C24 C19 C18 N8 CONF C19 C18 N8 Ir2 CONF C19 C18 N8 N7 CONF C15 N7 N8 Ir2 CONF C17 N7 N8 Ir2 CONF C15 N7 N8 C18 CONF C17 N7 N8 C18 CONF N6 C15 N7 N8 CONF C14 C15 N7 N8 CONF C17 N7 C15 N6 CONF C14 C15 N7 C17 CONF N3 C13 N2 N1 CONF C14 C13 N2 N1 CONF C12 N2 C13 N3 CONF C14 C13 N2 C12 CONF C12 N2 N1 Ir1 CONF C1 N1 N2 C12 CONF C13 N2 N1 Ir1 CONF C1 N1 N2 C13 CONF C2 C1 N1 Ir1 CONF C2 C1 N1 N2 CONF C3 C2 C1 N1 CONF C7 C2 C1 N1 CONF C5 C6 C8 C9 CONF C7 C6 C8 C9 CONF C5 C6 C8 C10 CONF C7 C6 C8 C10 CONF C5 C6 C8 C11 CONF C7 C6 C8 C11 CONF C51 C52 C56 C57 CONF C53 C52 C56 C57 CONF C51 C52 C56 N10 CONF C53 C52 C56 N10 CONF C48 C49 C50 C51 CONF C51 C50 C49 N9 CONF C48 C49 C50 C55 CONF C55 C50 C49 N9 CONF C35 C36 C40 C41 CONF C37 C36 C40 C41 CONF C35 C36 C40 N5 CONF C37 C36 C40 N5 CONF C35 C34 C33 N4 CONF C32 C33 C34 C35 CONF C39 C34 C33 N4 CONF C32 C33 C34 C39 BOND $h fmap 2 53 acta EXTI 0.00097 OMIT -2 54 OMIT 1 1 0 OMIT -1 2 0 WGHT 0.036 FVAR 0.19215 REM REM REM Ir1 4 0.73978 0.58454 0.31858 11.00000 0.02028 0.03886 0.02040 = -0.00652 -0.00489 0.00324 Ir2 4 0.40364 0.75261 0.15282 11.00000 0.02205 0.04119 0.02299 = -0.00138 -0.00566 0.00207 F1 3 0.69146 0.89507 0.37922 11.00000 0.05303 0.04545 0.05746 = -0.01991 -0.01639 0.00516 F2 3 0.38915 0.72537 0.48419 11.00000 0.03405 0.05453 0.04311 = -0.01514 -0.00181 0.02039 F3 3 0.41701 0.99162 0.29269 11.00000 0.08140 0.05447 0.04616 = -0.02161 -0.01568 -0.01379 F4 3 0.19841 0.76124 0.42023 11.00000 0.04514 0.08964 0.03045 = -0.01384 0.00230 -0.01010 O1 6 0.80840 0.54013 0.40354 11.00000 0.02871 0.03849 0.02970 = -0.01191 -0.01288 0.01516 O2 6 0.26676 0.82239 0.12642 11.00000 0.03207 0.04906 0.02108 = 0.00295 -0.01024 0.00228 N1 5 0.82731 0.48805 0.26454 11.00000 0.02974 0.03647 0.02797 = -0.01173 -0.01477 0.00702 N2 5 0.80501 0.49407 0.19885 11.00000 0.02532 0.04607 0.02367 = -0.01365 -0.00659 0.01009 N3 5 0.67752 0.61104 0.23072 11.00000 0.01790 0.03936 0.02248 = -0.00641 -0.00514 0.00966 N4 5 0.85483 0.67643 0.28088 11.00000 0.02188 0.02751 0.03159 = -0.01655 -0.01369 0.00511 N5 5 0.59401 0.52841 0.37420 11.00000 0.01595 0.05184 0.03270 = -0.01323 -0.00740 0.00398 N6 5 0.54272 0.67666 0.16674 11.00000 0.02573 0.03954 0.02162 = -0.01041 -0.00548 0.00369 N7 5 0.53916 0.63633 0.06162 11.00000 0.04412 0.04195 0.02989 = -0.00937 -0.01988 0.01347 N8 5 0.44718 0.69827 0.06291 11.00000 0.02875 0.03337 0.03291 = -0.00747 -0.01958 -0.00003 N9 5 0.48987 0.85976 0.11249 11.00000 0.03621 0.04935 0.02268 = -0.00962 -0.01200 0.00886 N10 5 0.30517 0.65993 0.22361 11.00000 0.02167 0.03740 0.02793 = 0.00224 -0.01315 0.00229 C1 1 0.90132 0.42860 0.28683 11.00000 0.02044 0.03707 0.03763 = -0.01090 -0.01075 0.00361 AFIX 43 H1 2 0.94029 0.38985 0.25641 11.00000 -1.20000 AFIX 0 C2 1 0.92789 0.41790 0.35516 11.00000 0.01970 0.04448 0.02488 = 0.00055 -0.00637 0.00059 C3 1 0.88241 0.47149 0.40542 11.00000 0.01976 0.03231 0.02561 = -0.01259 -0.00154 -0.00662 C4 1 0.92089 0.44626 0.46924 11.00000 0.01980 0.04692 0.03117 = -0.00898 -0.01367 0.00206 AFIX 43 H4 2 0.89156 0.47914 0.50560 11.00000 -1.20000 AFIX 0 C5 1 0.99872 0.37632 0.48055 11.00000 0.02578 0.04622 0.02674 = 0.00193 -0.01459 -0.00097 AFIX 43 H5 2 1.02185 0.36336 0.52407 11.00000 -1.20000 AFIX 0 C6 1 1.04502 0.32367 0.43072 11.00000 0.02711 0.04522 0.02762 = 0.00666 -0.01001 -0.00509 C7 1 1.00842 0.34750 0.36886 11.00000 0.02528 0.03315 0.03403 = -0.00169 -0.00110 0.00077 AFIX 43 H7 2 1.03950 0.31428 0.33289 11.00000 -1.20000 AFIX 0 C8 1 1.12726 0.24643 0.44757 11.00000 0.02706 0.04913 0.03954 = -0.00565 -0.00693 0.01001 C9 1 1.17081 0.19817 0.38435 11.00000 0.04458 0.06100 0.07740 = -0.02879 -0.04189 0.02549 AFIX 137 H9A 2 1.10743 0.17689 0.37476 11.00000 -1.50000 H9B 2 1.22430 0.14854 0.39687 11.00000 -1.50000 H9C 2 1.20818 0.23862 0.34153 11.00000 -1.50000 AFIX 0 C10 1 1.07658 0.17942 0.51338 11.00000 0.04561 0.04615 0.06581 = 0.00760 -0.01617 -0.00725 AFIX 137 H10A 2 1.04722 0.20783 0.55439 11.00000 -1.50000 H10B 2 1.13450 0.13251 0.52391 11.00000 -1.50000 H10C 2 1.01538 0.15475 0.50424 11.00000 -1.50000 AFIX 0 C11 1 1.23134 0.27668 0.45861 11.00000 0.03105 0.07360 0.05557 = -0.02115 -0.01991 0.01596 AFIX 137 H11A 2 1.27042 0.31311 0.41384 11.00000 -1.50000 H11B 2 1.28169 0.22555 0.47278 11.00000 -1.50000 H11C 2 1.20863 0.31078 0.49628 11.00000 -1.50000 AFIX 0 C12 1 0.84901 0.42407 0.15963 11.00000 0.05092 0.05413 0.04420 = -0.02680 -0.02629 0.01901 AFIX 137 H12A 2 0.92522 0.43452 0.13056 11.00000 -1.50000 H12B 2 0.80060 0.42278 0.12834 11.00000 -1.50000 H12C 2 0.85079 0.36788 0.19363 11.00000 -1.50000 AFIX 0 C13 1 0.72365 0.55658 0.18305 11.00000 0.01778 0.04085 0.02367 = -0.00344 -0.00573 0.00429 C14 1 0.68596 0.56941 0.12074 11.00000 0.02863 0.04716 0.01894 = -0.00458 -0.00793 0.00301 AFIX 43 H14 2 0.72433 0.54012 0.08316 11.00000 -1.20000 AFIX 0 C15 1 0.59062 0.62636 0.11555 11.00000 0.02861 0.03997 0.02673 = -0.00350 -0.00170 -0.00924 C16 1 0.59284 0.66809 0.21916 11.00000 0.01794 0.03687 0.02737 = -0.00739 -0.00046 0.00278 AFIX 43 H16 2 0.56507 0.70669 0.25136 11.00000 -1.20000 AFIX 0 C17 1 0.57330 0.58665 0.00605 11.00000 0.07236 0.07325 0.04868 = -0.03261 -0.03186 0.02427 AFIX 137 H17A 2 0.50662 0.57190 -0.00453 11.00000 -1.50000 H17B 2 0.61794 0.53275 0.02207 11.00000 -1.50000 H17C 2 0.61858 0.62148 -0.03724 11.00000 -1.50000 AFIX 0 C18 1 0.39792 0.71770 0.01044 11.00000 0.03782 0.04381 0.03498 = -0.00993 -0.01549 0.00114 AFIX 43 H18 2 0.42452 0.68798 -0.02812 11.00000 -1.20000 AFIX 0 C19 1 0.30351 0.78351 0.00926 11.00000 0.03252 0.04484 0.02684 = -0.00219 -0.01370 -0.00207 C20 1 0.24635 0.83059 0.06283 11.00000 0.02708 0.04206 0.02695 = 0.00351 -0.00627 -0.00848 C21 1 0.16105 0.89196 0.04866 11.00000 0.03960 0.07646 0.02827 = -0.01426 -0.00279 0.01167 AFIX 43 H21 2 0.12073 0.92385 0.08413 11.00000 -1.20000 AFIX 0 C22 1 0.13111 0.90925 -0.01845 11.00000 0.04253 0.07086 0.05765 = -0.00644 -0.01139 0.01048 AFIX 43 H22 2 0.07264 0.95345 -0.02682 11.00000 -1.20000 AFIX 0 C23 1 0.18489 0.86344 -0.07136 11.00000 0.04214 0.03242 0.03830 = -0.00228 -0.02219 0.00308 C24 1 0.26865 0.80108 -0.05556 11.00000 0.04469 0.03966 0.04756 = -0.00676 -0.02904 0.01351 AFIX 43 H24 2 0.30590 0.76734 -0.09033 11.00000 -1.20000 AFIX 0 C25 1 0.15383 0.88139 -0.14191 11.00000 0.08888 0.07074 0.04558 = -0.01253 -0.04631 0.01391 C26 1 0.25120 0.91053 -0.20108 11.00000 0.10015 0.16754 0.06954 = 0.01873 -0.04271 -0.00425 AFIX 137 H26A 2 0.27972 0.95996 -0.19159 11.00000 -1.50000 H26B 2 0.22791 0.92871 -0.24619 11.00000 -1.50000 H26C 2 0.31048 0.86222 -0.20466 11.00000 -1.50000 AFIX 0 C27 1 0.11347 0.80503 -0.15199 11.00000 0.15018 0.08108 0.09081 = -0.02109 -0.08831 0.00601 AFIX 137 H27A 2 0.16950 0.75489 -0.14650 11.00000 -1.50000 H27B 2 0.10072 0.81642 -0.20011 11.00000 -1.50000 H27C 2 0.04289 0.79210 -0.11619 11.00000 -1.50000 AFIX 0 C28 1 0.06786 0.95830 -0.15035 11.00000 0.12664 0.08974 0.09674 = -0.03224 -0.07752 0.03934 AFIX 137 H28A 2 -0.00104 0.94701 -0.11249 11.00000 -1.50000 H28B 2 0.05128 0.96716 -0.19724 11.00000 -1.50000 H28C 2 0.09730 1.01084 -0.14683 11.00000 -1.50000 AFIX 0 C29 1 0.95652 0.66764 0.23601 11.00000 0.02835 0.03858 0.03935 = -0.01069 -0.01250 0.01470 AFIX 43 H29 2 0.97858 0.61570 0.21768 11.00000 -1.20000 AFIX 0 C30 1 1.02992 0.73179 0.21574 11.00000 0.02676 0.04474 0.03065 = -0.00126 -0.00468 -0.00583 AFIX 43 H30 2 1.10047 0.72537 0.18261 11.00000 -1.20000 AFIX 0 C31 1 0.99836 0.80555 0.24478 11.00000 0.04011 0.05094 0.05671 = 0.00162 -0.02108 -0.01647 AFIX 43 H31 2 1.04993 0.84848 0.23404 11.00000 -1.20000 AFIX 0 C32 1 0.89369 0.81780 0.28890 11.00000 0.03548 0.04274 0.03902 = -0.00239 -0.01477 -0.01101 AFIX 43 H32 2 0.87023 0.87021 0.30643 11.00000 -1.20000 AFIX 0 C33 1 0.82411 0.75220 0.30688 11.00000 0.03972 0.03783 0.02394 = 0.00335 -0.01551 0.00563 C34 1 0.70939 0.75431 0.35300 11.00000 0.01628 0.03448 0.03124 = -0.00936 -0.01547 0.01095 C35 1 0.65798 0.67911 0.36435 11.00000 0.02219 0.04090 0.01756 = 0.00042 -0.00595 -0.00558 C36 1 0.54987 0.66504 0.40800 11.00000 0.02591 0.03880 0.02896 = -0.00513 -0.01028 0.00290 C37 1 0.49271 0.73409 0.44111 11.00000 0.02235 0.06123 0.01600 = -0.00911 0.00172 0.01106 C38 1 0.54191 0.81003 0.43058 11.00000 0.05855 0.03479 0.03440 = -0.01032 -0.00244 0.01163 AFIX 43 H38 2 0.50284 0.85624 0.45319 11.00000 -1.20000 AFIX 0 C39 1 0.64668 0.81825 0.38762 11.00000 0.03803 0.04224 0.03288 = -0.00495 -0.01509 0.00006 C40 1 0.51272 0.58071 0.41044 11.00000 0.02311 0.05612 0.02881 = -0.01021 -0.00653 0.00850 C41 1 0.41036 0.55031 0.44590 11.00000 0.02504 0.05310 0.02339 = -0.01114 -0.00591 0.00204 AFIX 43 H41 2 0.35453 0.58638 0.47203 11.00000 -1.20000 AFIX 0 C42 1 0.38695 0.46856 0.44436 11.00000 0.02268 0.07093 0.02273 = -0.00167 -0.00669 -0.00135 AFIX 43 H42 2 0.31582 0.44810 0.46945 11.00000 -1.20000 AFIX 0 C43 1 0.46979 0.41540 0.40510 11.00000 0.03471 0.04595 0.03538 = 0.00289 -0.01253 -0.00860 AFIX 43 H43 2 0.45587 0.35901 0.40227 11.00000 -1.20000 AFIX 0 C44 1 0.56993 0.44803 0.37161 11.00000 0.02288 0.04747 0.02645 = -0.00351 -0.00630 0.00752 AFIX 43 H44 2 0.62646 0.41302 0.34486 11.00000 -1.20000 AFIX 0 C45 1 0.55907 0.88258 0.04663 11.00000 0.03839 0.03911 0.03014 = 0.00108 0.00193 -0.00701 AFIX 43 H45 2 0.56673 0.84589 0.01370 11.00000 -1.20000 AFIX 0 C46 1 0.61834 0.95400 0.02409 11.00000 0.04983 0.04366 0.02810 = 0.00492 -0.00696 -0.00609 AFIX 43 H46 2 0.66707 0.96585 -0.02251 11.00000 -1.20000 AFIX 0 C47 1 0.60553 1.00917 0.07129 11.00000 0.06497 0.03705 0.03968 = 0.01485 -0.02144 -0.01542 AFIX 43 H47 2 0.64331 1.06098 0.05703 11.00000 -1.20000 AFIX 0 C48 1 0.53778 0.98762 0.13841 11.00000 0.06632 0.03729 0.04423 = -0.00305 -0.02544 0.00095 AFIX 43 H48 2 0.53083 1.02409 0.17140 11.00000 -1.20000 AFIX 0 C49 1 0.47825 0.91344 0.16010 11.00000 0.02695 0.04151 0.03627 = -0.00770 -0.01665 0.01663 C50 1 0.40915 0.88034 0.23194 11.00000 0.02261 0.04804 0.03562 = -0.01241 -0.00590 0.00928 C51 1 0.36579 0.80226 0.23837 11.00000 0.02451 0.03770 0.04039 = -0.00913 -0.01254 0.00610 C52 1 0.29398 0.75909 0.30017 11.00000 0.02653 0.03138 0.02812 = -0.01095 -0.00448 0.00748 C53 1 0.26863 0.79846 0.35648 11.00000 0.03762 0.04954 0.02835 = -0.00246 -0.01250 0.01558 C54 1 0.30868 0.87540 0.35524 11.00000 0.03936 0.04988 0.04337 = -0.01179 -0.01562 0.00159 AFIX 43 H54 2 0.28795 0.90042 0.39652 11.00000 -1.20000 AFIX 0 C55 1 0.37904 0.91549 0.29348 11.00000 0.03091 0.04485 0.04384 = -0.00610 -0.01232 0.00611 C56 1 0.26231 0.67879 0.29120 11.00000 0.01900 0.04598 0.02508 = 0.00358 -0.00600 -0.00225 C57 1 0.19490 0.61932 0.34367 11.00000 0.03083 0.04027 0.03618 = 0.00317 -0.00148 -0.00209 AFIX 43 H57 2 0.16342 0.63142 0.39007 11.00000 -1.20000 AFIX 0 C58 1 0.17395 0.54435 0.32895 11.00000 0.03067 0.05806 0.03659 = 0.02470 -0.00515 -0.01175 AFIX 43 H58 2 0.12791 0.50484 0.36521 11.00000 -1.20000 AFIX 0 C59 1 0.21833 0.52524 0.26267 11.00000 0.03974 0.05160 0.03325 = 0.00495 -0.01441 -0.01150 AFIX 43 H59 2 0.20480 0.47289 0.25197 11.00000 -1.20000 AFIX 0 C60 1 0.28348 0.58525 0.21219 11.00000 0.03713 0.04103 0.02756 = -0.00385 -0.01603 -0.00004 AFIX 43 H60 2 0.31516 0.57254 0.16600 11.00000 -1.20000 AFIX 0 P1 7 0.50337 0.35747 0.20955 11.00000 0.06017 0.07190 0.04136 = -0.00983 -0.01354 -0.01043 F11 3 0.50152 0.26504 0.19185 11.00000 0.10773 0.08657 0.08045 = -0.03451 -0.00678 -0.01852 F12 3 0.59305 0.31693 0.25321 11.00000 0.11039 0.12273 0.11213 = -0.02624 -0.06776 0.01616 F13 3 0.40653 0.33495 0.27962 11.00000 0.10406 0.10791 0.06147 = -0.02577 0.01408 -0.03679 F14 3 0.41412 0.39697 0.16564 11.00000 0.11139 0.12911 0.08398 = -0.03890 -0.05887 0.01503 F15 3 0.59859 0.37792 0.13917 11.00000 0.10783 0.10232 0.07103 = -0.03181 0.02195 -0.02471 F16 3 0.50266 0.45023 0.22805 11.00000 0.08049 0.08355 0.05760 = -0.02326 -0.00826 -0.01690 P2 7 1.13273 0.55051 0.06595 11.00000 0.05477 0.10382 0.04776 = -0.03430 -0.00728 -0.01549 F21 3 1.14068 0.45927 0.04217 11.00000 0.08105 0.12913 0.08210 = -0.06560 -0.00455 -0.02224 F22 3 1.25569 0.52494 0.07988 11.00000 0.05811 0.16082 0.12349 = -0.09122 -0.02357 0.00552 F23 3 1.08376 0.50331 0.14835 11.00000 0.08700 0.08823 0.05352 = -0.02440 -0.00990 0.00652 F24 3 1.00930 0.57243 0.05841 11.00000 0.07842 0.11819 0.11066 = -0.01895 -0.05150 -0.01170 F25 3 1.18577 0.59158 -0.01221 11.00000 0.15179 0.16139 0.04689 = -0.04414 0.00769 -0.06369 F26 3 1.12832 0.63980 0.09119 11.00000 0.07759 0.10071 0.05181 = -0.03292 -0.00331 -0.01823 O1S 6 -0.03356 1.10270 0.33006 11.00000 0.09673 0.09213 0.09800 = -0.03141 -0.03117 0.00497 C3S 1 0.03836 1.01802 0.32761 11.00000 0.08033 0.08843 0.13730 = -0.04695 -0.04741 -0.00213 AFIX 23 H3SA 2 -0.00415 0.97216 0.32328 11.00000 -1.20000 H3SB 2 0.06754 0.99758 0.37103 11.00000 -1.20000 AFIX 0 C4S 1 0.13821 1.04183 0.25757 11.00000 0.09551 0.15167 0.11764 = -0.03522 -0.04490 0.03693 AFIX 137 H4SA 2 0.10691 1.07529 0.21779 11.00000 -1.50000 H4SB 2 0.17998 0.98784 0.24488 11.00000 -1.50000 H4SC 2 0.18889 1.07695 0.26717 11.00000 -1.50000 AFIX 0 C5S 1 -0.12666 1.09325 0.38380 11.00000 0.10469 0.11392 0.09587 = -0.06515 -0.02490 -0.01584 AFIX 23 H5SA 2 -0.10495 1.06671 0.42926 11.00000 -1.20000 H5SB 2 -0.17278 1.05266 0.37540 11.00000 -1.20000 AFIX 0 C6S 1 -0.19539 1.17763 0.39100 11.00000 0.08626 0.10740 0.12618 = -0.06878 -0.00312 -0.03112 AFIX 137 H6SA 2 -0.20947 1.20767 0.34452 11.00000 -1.50000 H6SB 2 -0.15487 1.21451 0.40717 11.00000 -1.50000 H6SC 2 -0.26708 1.16629 0.42607 11.00000 -1.50000 AFIX 0 N1S 5 0.36773 1.00389 0.47282 11.00000 0.06588 0.08256 0.07260 = -0.02480 -0.02166 0.01084 C1S 1 0.42759 1.04962 0.43135 11.00000 0.05961 0.07009 0.05419 = -0.03740 -0.02246 0.01570 C2S 1 0.50804 1.10956 0.37930 11.00000 0.08006 0.09968 0.06309 = -0.02978 -0.01620 -0.00244 AFIX 3 H2SA 2 0.48548 1.16948 0.38662 11.00000 -1.50000 H2SB 2 0.50792 1.10726 0.33038 11.00000 -1.50000 H2SC 2 0.58366 1.09144 0.38662 11.00000 -1.50000 AFIX 0 N2S 5 0.72209 0.79009 -0.07677 11.00000 0.18220 0.24876 0.16597 = -0.13854 0.02129 0.00021 C11S 1 0.75497 0.75934 -0.12165 11.00000 0.15109 0.10821 0.09929 = -0.04282 0.01803 -0.00665 C12S 1 0.80759 0.71318 -0.17883 11.00000 0.13819 0.11410 0.09060 = -0.03971 0.00720 0.00246 AFIX 3 H12D 2 0.81118 0.75327 -0.22530 11.00000 -1.50000 H12E 2 0.76369 0.66480 -0.17485 11.00000 -1.50000 H12F 2 0.88377 0.68996 -0.17485 11.00000 -1.50000 AFIX 0 N3S 5 0.74414 0.81249 0.16037 11.00000 0.05885 0.12968 0.08875 = 0.00410 -0.03898 -0.01022 C13S 1 0.80960 0.79772 0.10933 11.00000 0.05981 0.08398 0.08622 = 0.02191 -0.03392 -0.01259 C14S 1 0.88579 0.77587 0.04779 11.00000 0.07547 0.12509 0.10993 = 0.00748 -0.00980 -0.01576 AFIX 3 H14A 2 0.86574 0.81266 0.00488 11.00000 -1.50000 H14B 2 0.96182 0.78565 0.04782 11.00000 -1.50000 H14C 2 0.88310 0.71420 0.04782 11.00000 -1.50000 AFIX 0 HKLF 4 END ; ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_H2L7_16srv303 _database_code_depnum_ccdc_archive 'CCDC 2006846' loop_ _audit_author_name _audit_author_address 'Dmitry Yufit' ;Durham University United Kingdom ; _audit_update_record ; 2020-06-01 deposited with the CCDC. 2020-07-10 downloaded from the CCDC. ; _audit_creation_date 2016-08-18 _audit_creation_method ; Olex2 1.2-beta (compiled 2016.07.26 svn.r3321 for OlexSys, GUI svn.r5206) ; _chemical_name_common ? _chemical_name_systematic ? _chemical_formula_moiety 'C36 H52 N6 O2' _chemical_formula_sum 'C36 H52 N6 O2' _chemical_formula_weight 600.83 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.1186(12) _cell_length_b 12.2241(10) _cell_length_c 12.9851(11) _cell_angle_alpha 72.172(3) _cell_angle_beta 77.714(3) _cell_angle_gamma 88.934(3) _cell_volume 1787.0(3) _cell_formula_units_Z 2 _cell_measurement_reflns_used 2715 _cell_measurement_temperature 120.0 _cell_measurement_theta_max 30.75 _cell_measurement_theta_min 2.39 _shelx_estimated_absorpt_T_max 0.996 _shelx_estimated_absorpt_T_min 0.978 _exptl_absorpt_coefficient_mu 0.070 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.9063 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1384 before and 0.0494 after correction. The Ratio of minimum to maximum transmission is 0.9063. The \l/2 correction factor is Not present. ; _exptl_absorpt_special_details ? _exptl_crystal_colour 'clear colourless' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.117 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description prism _exptl_crystal_F_000 652 _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.05 _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.0442 _diffrn_reflns_av_unetI/netI 0.0629 _diffrn_reflns_Laue_measured_fraction_full 0.997 _diffrn_reflns_Laue_measured_fraction_max 0.997 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 28016 _diffrn_reflns_point_group_measured_fraction_full 0.997 _diffrn_reflns_point_group_measured_fraction_max 0.997 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 29.000 _diffrn_reflns_theta_min 2.395 _diffrn_ambient_temperature 120.0 _diffrn_detector 'Bruker PHOTON 100 CMOS' _diffrn_detector_area_resol_mean 10.4 _diffrn_detector_type 'CMOS sensor' _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device '3-circle diffractometer' _diffrn_measurement_device_type 'Bruker D8 Venture' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_monochromator 'focusing mirrors' _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'microfocus sealed X-ray tube' _diffrn_source_type 'Incoatec I\mS microsource' _diffrn_standards_number 0 _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 6374 _reflns_number_total 9488 _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _reflns_threshold_expression 'I > 2\s(I)' _computing.bruker_data_scaling 'SADABS V2012/1 (Bruker AXS Inc.)' _computing_cell_refinement 'APEX2 v.2013.4_1 (Bruker, 2013)' _computing_data_collection 'APEX2 v.2013.4_1 (Bruker, 2013)' _computing_data_reduction 'SAINT v8.34A (Bruker, 2013)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'olex2.solve (Bourhis et al., 2015)' _refine_diff_density_max 0.350 _refine_diff_density_min -0.323 _refine_diff_density_rms 0.050 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 417 _refine_ls_number_reflns 9488 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0964 _refine_ls_R_factor_gt 0.0556 _refine_ls_restrained_S_all 1.021 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0600P)^2^+0.4700P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1208 _refine_ls_wR_factor_ref 0.1369 _refine_special_details ? _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups, All O(H) groups 2. Restrained distances O2-H2 = O1-H1 0.95 with sigma of 0.005 3.a Aromatic/amide H refined with riding coordinates: C1(H1A), C5(H5), C7(H7), C18(H18), C20(H20), C22(H22), C26(H26), C28(H28) 3.b Idealised Me refined as rotating group: C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C13(H13A,H13B, H13C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C16(H16A,H16B,H16C), C21(H21A, H21B,H21C), C30(H30A,H30B,H30C), C31(H31A,H31B,H31C), C32(H32A,H32B,H32C), C34(H34A,H34B,H34C), C35(H35A,H35B,H35C), C36(H36A,H36B,H36C) ; _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary iterative _atom_sites_solution_secondary difmap loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.62599(9) 0.12922(9) 0.75468(9) 0.0219(2) Uani 1 1 d D . . . . H1 H 0.6089(15) 0.0512(6) 0.7966(13) 0.033 Uiso 1 1 d DR . . . . O2 O 0.32316(9) 0.04765(9) 0.69711(9) 0.0231(2) Uani 1 1 d D . . . . H2 H 0.3698(13) -0.0132(11) 0.6886(15) 0.035 Uiso 1 1 d DR . . . . N1 N 0.60648(10) -0.06622(10) 0.91915(10) 0.0167(3) Uani 1 1 d . . . . . N2 N 0.58380(11) -0.18307(10) 0.96522(10) 0.0184(3) Uani 1 1 d . . . . . N3 N 0.57050(10) -0.35606(10) 0.93052(10) 0.0192(3) Uani 1 1 d . . . . . N4 N 0.53301(10) -0.36699(10) 0.76012(10) 0.0190(3) Uani 1 1 d . . . . . N5 N 0.48169(10) -0.20877(10) 0.63083(10) 0.0181(3) Uani 1 1 d . . . . . N6 N 0.42012(10) -0.11219(10) 0.61953(10) 0.0165(3) Uani 1 1 d . . . . . C1 C 0.64696(12) -0.01015(13) 0.97360(12) 0.0185(3) Uani 1 1 d . . . . . H1A H 0.6546 -0.0496 1.0469 0.022 Uiso 1 1 calc R . . . . C2 C 0.68128(12) 0.11184(12) 0.92611(12) 0.0167(3) Uani 1 1 d . . . . . C3 C 0.67365(12) 0.17809(12) 0.81817(12) 0.0172(3) Uani 1 1 d . . . . . C4 C 0.71439(12) 0.29428(12) 0.77434(12) 0.0173(3) Uani 1 1 d . . . . . C5 C 0.76017(12) 0.33907(13) 0.84354(12) 0.0181(3) Uani 1 1 d . . . . . H5 H 0.7882 0.4170 0.8154 0.022 Uiso 1 1 calc R . . . . C6 C 0.76772(12) 0.27656(13) 0.95252(12) 0.0175(3) Uani 1 1 d . . . . . C7 C 0.72795(12) 0.16276(13) 0.99132(12) 0.0184(3) Uani 1 1 d . . . . . H7 H 0.7324 0.1179 1.0642 0.022 Uiso 1 1 calc R . . . . C8 C 0.70794(13) 0.36802(13) 0.65598(12) 0.0185(3) Uani 1 1 d . . . . . C9 C 0.77126(13) 0.31227(14) 0.56979(13) 0.0244(3) Uani 1 1 d . . . . . H9A H 0.8510 0.3067 0.5740 0.037 Uiso 1 1 calc GR . . . . H9B H 0.7654 0.3597 0.4953 0.037 Uiso 1 1 calc GR . . . . H9C H 0.7375 0.2351 0.5854 0.037 Uiso 1 1 calc GR . . . . C10 C 0.58274(13) 0.38242(13) 0.64758(13) 0.0213(3) Uani 1 1 d . . . . . H10A H 0.5451 0.3065 0.6657 0.032 Uiso 1 1 calc GR . . . . H10B H 0.5790 0.4281 0.5720 0.032 Uiso 1 1 calc GR . . . . H10C H 0.5448 0.4217 0.6998 0.032 Uiso 1 1 calc GR . . . . C11 C 0.76280(14) 0.48913(13) 0.62514(13) 0.0248(4) Uani 1 1 d . . . . . H11A H 0.7232 0.5287 0.6764 0.037 Uiso 1 1 calc GR . . . . H11B H 0.7578 0.5327 0.5493 0.037 Uiso 1 1 calc GR . . . . H11C H 0.8424 0.4833 0.6300 0.037 Uiso 1 1 calc GR . . . . C12 C 0.82188(12) 0.33337(13) 1.02140(12) 0.0182(3) Uani 1 1 d . . . . . C13 C 0.81104(17) 0.25483(15) 1.14075(14) 0.0331(4) Uani 1 1 d . . . . . H13A H 0.7311 0.2337 1.1752 0.050 Uiso 1 1 calc GR . . . . H13B H 0.8429 0.2955 1.1830 0.050 Uiso 1 1 calc GR . . . . H13C H 0.8522 0.1851 1.1404 0.050 Uiso 1 1 calc GR . . . . C14 C 0.94807(14) 0.36146(16) 0.96759(16) 0.0323(4) Uani 1 1 d . . . . . H14A H 0.9851 0.2907 0.9629 0.048 Uiso 1 1 calc GR . . . . H14B H 0.9834 0.3955 1.0126 0.048 Uiso 1 1 calc GR . . . . H14C H 0.9562 0.4161 0.8930 0.048 Uiso 1 1 calc GR . . . . C15 C 0.76411(14) 0.44546(14) 1.02598(14) 0.0256(4) Uani 1 1 d . . . . . H15A H 0.7735 0.4990 0.9507 0.038 Uiso 1 1 calc GR . . . . H15B H 0.7987 0.4804 1.0709 0.038 Uiso 1 1 calc GR . . . . H15C H 0.6834 0.4283 1.0593 0.038 Uiso 1 1 calc GR . . . . C16 C 0.61295(15) -0.24424(13) 1.07068(13) 0.0250(4) Uani 1 1 d . . . . . H16A H 0.6941 -0.2322 1.0646 0.038 Uiso 1 1 calc GR . . . . H16B H 0.5942 -0.3266 1.0894 0.038 Uiso 1 1 calc GR . . . . H16C H 0.5701 -0.2150 1.1289 0.038 Uiso 1 1 calc GR . . . . C17 C 0.55966(12) -0.24104(12) 0.89578(12) 0.0157(3) Uani 1 1 d . . . . . C18 C 0.52820(12) -0.18485(12) 0.79602(12) 0.0162(3) Uani 1 1 d . . . . . H18 H 0.5167 -0.1047 0.7739 0.019 Uiso 1 1 calc R . . . . C19 C 0.51472(12) -0.25338(12) 0.73092(12) 0.0162(3) Uani 1 1 d . . . . . C20 C 0.55747(13) -0.41034(13) 0.85944(13) 0.0206(3) Uani 1 1 d . . . . . H20 H 0.5669 -0.4909 0.8825 0.025 Uiso 1 1 calc R . . . . C21 C 0.48856(14) -0.27446(14) 0.55345(13) 0.0245(3) Uani 1 1 d . . . . . H21A H 0.4126 -0.3032 0.5564 0.037 Uiso 1 1 calc GR . . . . H21B H 0.5365 -0.3396 0.5736 0.037 Uiso 1 1 calc GR . . . . H21C H 0.5212 -0.2249 0.4782 0.037 Uiso 1 1 calc GR . . . . C22 C 0.37222(12) -0.07432(12) 0.53627(12) 0.0171(3) Uani 1 1 d . . . . . H22 H 0.3862 -0.1096 0.4793 0.021 Uiso 1 1 calc R . . . . C23 C 0.29710(12) 0.02141(12) 0.52762(12) 0.0164(3) Uani 1 1 d . . . . . C24 C 0.27038(12) 0.07672(13) 0.60955(12) 0.0178(3) Uani 1 1 d . . . . . C25 C 0.18884(13) 0.16116(13) 0.60304(12) 0.0196(3) Uani 1 1 d . . . . . C26 C 0.13920(12) 0.18851(13) 0.51096(12) 0.0191(3) Uani 1 1 d . . . . . H26 H 0.0851 0.2461 0.5049 0.023 Uiso 1 1 calc R . . . . C27 C 0.16419(12) 0.13625(13) 0.42702(12) 0.0170(3) Uani 1 1 d . . . . . C28 C 0.24379(12) 0.05284(12) 0.43724(12) 0.0168(3) Uani 1 1 d . . . . . H28 H 0.2629 0.0159 0.3817 0.020 Uiso 1 1 calc R . . . . C29 C 0.15579(14) 0.21873(14) 0.69469(13) 0.0247(4) Uani 1 1 d . . . . . C30 C 0.11150(16) 0.12671(16) 0.80789(14) 0.0342(4) Uani 1 1 d . . . . . H30A H 0.0446 0.0851 0.8047 0.051 Uiso 1 1 calc GR . . . . H30B H 0.0913 0.1642 0.8657 0.051 Uiso 1 1 calc GR . . . . H30C H 0.1705 0.0725 0.8251 0.051 Uiso 1 1 calc GR . . . . C31 C 0.25863(15) 0.28824(15) 0.69857(14) 0.0300(4) Uani 1 1 d . . . . . H31A H 0.3193 0.2363 0.7160 0.045 Uiso 1 1 calc GR . . . . H31B H 0.2368 0.3262 0.7558 0.045 Uiso 1 1 calc GR . . . . H31C H 0.2853 0.3464 0.6264 0.045 Uiso 1 1 calc GR . . . . C32 C 0.06004(15) 0.30228(17) 0.67383(15) 0.0341(4) Uani 1 1 d . . . . . H32A H 0.0844 0.3617 0.6020 0.051 Uiso 1 1 calc GR . . . . H32B H 0.0425 0.3385 0.7327 0.051 Uiso 1 1 calc GR . . . . H32C H -0.0075 0.2596 0.6735 0.051 Uiso 1 1 calc GR . . . . C33 C 0.09922(12) 0.16810(13) 0.33293(12) 0.0188(3) Uani 1 1 d . . . . . C34 C 0.13245(16) 0.09537(18) 0.25468(16) 0.0390(5) Uani 1 1 d . . . . . H34A H 0.2139 0.1065 0.2229 0.059 Uiso 1 1 calc GR . . . . H34B H 0.0910 0.1192 0.1949 0.059 Uiso 1 1 calc GR . . . . H34C H 0.1137 0.0140 0.2961 0.059 Uiso 1 1 calc GR . . . . C35 C -0.02803(13) 0.14788(16) 0.38213(14) 0.0303(4) Uani 1 1 d . . . . . H35A H -0.0449 0.0667 0.4254 0.045 Uiso 1 1 calc GR . . . . H35B H -0.0692 0.1682 0.3221 0.045 Uiso 1 1 calc GR . . . . H35C H -0.0514 0.1959 0.4304 0.045 Uiso 1 1 calc GR . . . . C36 C 0.12537(17) 0.29491(16) 0.26416(15) 0.0388(5) Uani 1 1 d . . . . . H36A H 0.1001 0.3436 0.3114 0.058 Uiso 1 1 calc GR . . . . H36B H 0.0857 0.3139 0.2030 0.058 Uiso 1 1 calc GR . . . . H36C H 0.2070 0.3083 0.2341 0.058 Uiso 1 1 calc GR . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0339(6) 0.0167(5) 0.0202(6) -0.0067(4) -0.0152(5) -0.0003(5) O2 0.0300(6) 0.0263(6) 0.0196(6) -0.0105(5) -0.0151(5) 0.0114(5) N1 0.0195(6) 0.0141(6) 0.0174(6) -0.0047(5) -0.0064(5) 0.0017(5) N2 0.0255(7) 0.0134(6) 0.0172(6) -0.0029(5) -0.0095(5) 0.0003(5) N3 0.0226(7) 0.0136(6) 0.0203(6) -0.0023(5) -0.0066(5) -0.0001(5) N4 0.0204(6) 0.0144(6) 0.0236(7) -0.0069(5) -0.0064(5) 0.0013(5) N5 0.0230(7) 0.0167(6) 0.0190(6) -0.0087(5) -0.0096(5) 0.0047(5) N6 0.0162(6) 0.0151(6) 0.0182(6) -0.0047(5) -0.0047(5) 0.0004(5) C1 0.0216(8) 0.0191(7) 0.0164(7) -0.0057(6) -0.0073(6) 0.0032(6) C2 0.0181(7) 0.0168(7) 0.0186(7) -0.0083(6) -0.0071(6) 0.0031(6) C3 0.0203(7) 0.0190(7) 0.0173(7) -0.0099(6) -0.0086(6) 0.0037(6) C4 0.0193(7) 0.0186(7) 0.0158(7) -0.0061(6) -0.0071(6) 0.0044(6) C5 0.0214(7) 0.0158(7) 0.0193(7) -0.0068(6) -0.0074(6) 0.0014(6) C6 0.0179(7) 0.0203(8) 0.0181(7) -0.0089(6) -0.0077(6) 0.0022(6) C7 0.0219(8) 0.0196(7) 0.0164(7) -0.0064(6) -0.0086(6) 0.0033(6) C8 0.0237(8) 0.0187(7) 0.0153(7) -0.0058(6) -0.0080(6) 0.0013(6) C9 0.0260(8) 0.0304(9) 0.0194(8) -0.0099(7) -0.0076(7) 0.0027(7) C10 0.0269(8) 0.0217(8) 0.0178(7) -0.0065(6) -0.0100(6) 0.0036(6) C11 0.0328(9) 0.0231(8) 0.0176(8) -0.0026(6) -0.0089(7) -0.0040(7) C12 0.0222(8) 0.0193(7) 0.0177(7) -0.0078(6) -0.0111(6) 0.0017(6) C13 0.0548(12) 0.0269(9) 0.0242(9) -0.0059(7) -0.0253(8) -0.0044(8) C14 0.0245(9) 0.0426(11) 0.0412(11) -0.0272(9) -0.0106(8) 0.0004(8) C15 0.0322(9) 0.0258(8) 0.0259(8) -0.0137(7) -0.0136(7) 0.0062(7) C16 0.0376(9) 0.0196(8) 0.0186(8) -0.0018(6) -0.0137(7) -0.0021(7) C17 0.0149(7) 0.0160(7) 0.0161(7) -0.0044(6) -0.0038(6) -0.0010(6) C18 0.0183(7) 0.0118(7) 0.0194(7) -0.0045(6) -0.0065(6) 0.0020(6) C19 0.0146(7) 0.0176(7) 0.0170(7) -0.0062(6) -0.0033(6) -0.0005(6) C20 0.0217(8) 0.0137(7) 0.0260(8) -0.0046(6) -0.0064(6) 0.0000(6) C21 0.0322(9) 0.0250(8) 0.0235(8) -0.0144(7) -0.0117(7) 0.0064(7) C22 0.0175(7) 0.0187(7) 0.0161(7) -0.0060(6) -0.0044(6) -0.0020(6) C23 0.0150(7) 0.0171(7) 0.0159(7) -0.0029(6) -0.0041(6) -0.0026(6) C24 0.0190(7) 0.0201(7) 0.0142(7) -0.0030(6) -0.0066(6) -0.0006(6) C25 0.0197(7) 0.0234(8) 0.0170(7) -0.0069(6) -0.0058(6) 0.0019(6) C26 0.0178(7) 0.0205(8) 0.0185(7) -0.0043(6) -0.0058(6) 0.0019(6) C27 0.0158(7) 0.0212(7) 0.0129(7) -0.0022(6) -0.0050(6) -0.0034(6) C28 0.0173(7) 0.0193(7) 0.0131(7) -0.0039(6) -0.0034(6) -0.0033(6) C29 0.0301(9) 0.0312(9) 0.0175(8) -0.0113(7) -0.0108(7) 0.0127(7) C30 0.0394(10) 0.0432(11) 0.0195(8) -0.0106(8) -0.0053(8) 0.0125(9) C31 0.0416(10) 0.0318(9) 0.0270(9) -0.0165(8) -0.0192(8) 0.0116(8) C32 0.0384(10) 0.0464(11) 0.0270(9) -0.0209(8) -0.0147(8) 0.0229(9) C33 0.0194(7) 0.0232(8) 0.0142(7) -0.0038(6) -0.0072(6) -0.0018(6) C34 0.0416(11) 0.0569(13) 0.0340(10) -0.0262(10) -0.0246(9) 0.0165(9) C35 0.0203(8) 0.0453(11) 0.0222(8) -0.0023(8) -0.0095(7) -0.0018(7) C36 0.0470(11) 0.0354(10) 0.0297(10) 0.0073(8) -0.0231(9) -0.0143(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 H1 0.944(5) . ? O1 C3 1.3737(17) . ? O2 H2 0.945(5) . ? O2 C24 1.3719(17) . ? N1 N2 1.3766(17) . ? N1 C1 1.2912(18) . ? N2 C16 1.4590(18) . ? N2 C17 1.3826(18) . ? N3 C17 1.3518(18) . ? N3 C20 1.3258(19) . ? N4 C19 1.3504(18) . ? N4 C20 1.3306(19) . ? N5 N6 1.3711(16) . ? N5 C19 1.3877(18) . ? N5 C21 1.4551(18) . ? N6 C22 1.2926(18) . ? C1 H1A 0.9500 . ? C1 C2 1.459(2) . ? C2 C3 1.409(2) . ? C2 C7 1.401(2) . ? C3 C4 1.413(2) . ? C4 C5 1.393(2) . ? C4 C8 1.543(2) . ? C5 H5 0.9500 . ? C5 C6 1.409(2) . ? C6 C7 1.383(2) . ? C6 C12 1.5364(19) . ? C7 H7 0.9500 . ? C8 C9 1.545(2) . ? C8 C10 1.547(2) . ? C8 C11 1.534(2) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 C13 1.532(2) . ? C12 C14 1.537(2) . ? C12 C15 1.539(2) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.3968(19) . ? C18 H18 0.9500 . ? C18 C19 1.393(2) . ? C20 H20 0.9500 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22 0.9500 . ? C22 C23 1.461(2) . ? C23 C24 1.407(2) . ? C23 C28 1.4070(19) . ? C24 C25 1.412(2) . ? C25 C26 1.399(2) . ? C25 C29 1.540(2) . ? C26 H26 0.9500 . ? C26 C27 1.402(2) . ? C27 C28 1.387(2) . ? C27 C33 1.5398(19) . ? C28 H28 0.9500 . ? C29 C30 1.545(2) . ? C29 C31 1.540(2) . ? C29 C32 1.544(2) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 C34 1.533(2) . ? C33 C35 1.531(2) . ? C33 C36 1.533(2) . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3 O1 H1 106.3(11) . . ? C24 O2 H2 106.2(11) . . ? C1 N1 N2 119.31(12) . . ? N1 N2 C16 120.31(12) . . ? N1 N2 C17 116.35(11) . . ? C17 N2 C16 121.45(12) . . ? C20 N3 C17 115.20(13) . . ? C20 N4 C19 114.87(12) . . ? N6 N5 C19 116.24(11) . . ? N6 N5 C21 120.75(12) . . ? C19 N5 C21 121.52(12) . . ? C22 N6 N5 120.42(12) . . ? N1 C1 H1A 119.0 . . ? N1 C1 C2 122.10(13) . . ? C2 C1 H1A 119.0 . . ? C3 C2 C1 123.43(13) . . ? C7 C2 C1 117.12(13) . . ? C7 C2 C3 119.41(13) . . ? O1 C3 C2 119.65(13) . . ? O1 C3 C4 119.51(12) . . ? C2 C3 C4 120.83(13) . . ? C3 C4 C8 121.68(12) . . ? C5 C4 C3 116.64(13) . . ? C5 C4 C8 121.67(13) . . ? C4 C5 H5 117.8 . . ? C4 C5 C6 124.39(14) . . ? C6 C5 H5 117.8 . . ? C5 C6 C12 120.34(13) . . ? C7 C6 C5 116.86(13) . . ? C7 C6 C12 122.76(13) . . ? C2 C7 H7 119.1 . . ? C6 C7 C2 121.85(14) . . ? C6 C7 H7 119.1 . . ? C4 C8 C9 110.60(12) . . ? C4 C8 C10 109.69(12) . . ? C9 C8 C10 110.43(12) . . ? C11 C8 C4 112.05(12) . . ? C11 C8 C9 106.80(13) . . ? C11 C8 C10 107.18(12) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9B 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10B 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C8 C11 H11A 109.5 . . ? C8 C11 H11B 109.5 . . ? C8 C11 H11C 109.5 . . ? H11A C11 H11B 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C6 C12 C14 109.29(12) . . ? C6 C12 C15 110.19(12) . . ? C13 C12 C6 111.90(13) . . ? C13 C12 C14 108.55(13) . . ? C13 C12 C15 107.84(13) . . ? C14 C12 C15 109.02(13) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13B 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14B 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C12 C15 H15A 109.5 . . ? C12 C15 H15B 109.5 . . ? C12 C15 H15C 109.5 . . ? H15A C15 H15B 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N2 C16 H16A 109.5 . . ? N2 C16 H16B 109.5 . . ? N2 C16 H16C 109.5 . . ? H16A C16 H16B 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N2 C17 C18 122.56(13) . . ? N3 C17 N2 115.14(12) . . ? N3 C17 C18 122.29(13) . . ? C17 C18 H18 122.0 . . ? C19 C18 C17 116.04(13) . . ? C19 C18 H18 122.0 . . ? N4 C19 N5 115.41(12) . . ? N4 C19 C18 122.71(13) . . ? N5 C19 C18 121.89(13) . . ? N3 C20 N4 128.64(14) . . ? N3 C20 H20 115.7 . . ? N4 C20 H20 115.7 . . ? N5 C21 H21A 109.5 . . ? N5 C21 H21B 109.5 . . ? N5 C21 H21C 109.5 . . ? H21A C21 H21B 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N6 C22 H22 119.2 . . ? N6 C22 C23 121.66(13) . . ? C23 C22 H22 119.2 . . ? C24 C23 C22 122.61(13) . . ? C24 C23 C28 119.44(13) . . ? C28 C23 C22 117.79(13) . . ? O2 C24 C23 119.77(13) . . ? O2 C24 C25 119.65(13) . . ? C23 C24 C25 120.57(13) . . ? C24 C25 C29 120.88(13) . . ? C26 C25 C24 117.06(14) . . ? C26 C25 C29 122.05(13) . . ? C25 C26 H26 117.9 . . ? C25 C26 C27 124.15(14) . . ? C27 C26 H26 117.9 . . ? C26 C27 C33 119.68(13) . . ? C28 C27 C26 116.93(13) . . ? C28 C27 C33 123.31(13) . . ? C23 C28 H28 119.1 . . ? C27 C28 C23 121.82(14) . . ? C27 C28 H28 119.1 . . ? C25 C29 C30 110.15(13) . . ? C25 C29 C32 111.76(12) . . ? C31 C29 C25 109.73(13) . . ? C31 C29 C30 110.57(13) . . ? C31 C29 C32 107.77(14) . . ? C32 C29 C30 106.79(14) . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30B 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C29 C31 H31A 109.5 . . ? C29 C31 H31B 109.5 . . ? C29 C31 H31C 109.5 . . ? H31A C31 H31B 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C29 C32 H32A 109.5 . . ? C29 C32 H32B 109.5 . . ? C29 C32 H32C 109.5 . . ? H32A C32 H32B 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C34 C33 C27 111.66(13) . . ? C34 C33 C36 107.86(14) . . ? C35 C33 C27 109.63(12) . . ? C35 C33 C34 108.26(14) . . ? C35 C33 C36 109.43(14) . . ? C36 C33 C27 109.95(12) . . ? C33 C34 H34A 109.5 . . ? C33 C34 H34B 109.5 . . ? C33 C34 H34C 109.5 . . ? H34A C34 H34B 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C33 C35 H35A 109.5 . . ? C33 C35 H35B 109.5 . . ? C33 C35 H35C 109.5 . . ? H35A C35 H35B 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C33 C36 H36A 109.5 . . ? C33 C36 H36B 109.5 . . ? C33 C36 H36C 109.5 . . ? H36A C36 H36B 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1 N1 0.944(5) 1.782(10) 2.6470(16) 150.9(16) . O2 H2 N6 0.945(5) 1.745(10) 2.6132(16) 151.2(16) . loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 C17 N2 N1 161.35(12) . . . . ? N4 C19 N5 N6 154.42(12) . . . . ? C1 N1 N2 C16 -4.5(2) . . . . ? C1 N1 N2 C17 -169.06(13) . . . . ? C2 C1 N1 N2 175.02(13) . . . . ? C3 C2 C1 N1 -0.2(2) . . . . ? C3 C4 C8 C9 -58.06(18) . . . . ? C3 C4 C8 C10 63.99(17) . . . . ? C3 C4 C8 C11 -177.10(13) . . . . ? C5 C4 C8 C9 122.26(15) . . . . ? C5 C4 C8 C10 -115.70(15) . . . . ? C5 C4 C8 C11 3.2(2) . . . . ? C5 C6 C12 C13 174.35(14) . . . . ? C5 C6 C12 C14 -65.39(18) . . . . ? C5 C6 C12 C15 54.38(18) . . . . ? C7 C2 C1 N1 -177.70(14) . . . . ? C7 C6 C12 C13 -7.9(2) . . . . ? C7 C6 C12 C14 112.40(16) . . . . ? C7 C6 C12 C15 -127.83(15) . . . . ? C16 N2 C17 N3 -3.0(2) . . . . ? C18 C17 N2 N1 -17.6(2) . . . . ? C18 C17 N2 C16 178.01(14) . . . . ? C18 C19 N5 N6 -25.8(2) . . . . ? C18 C19 N5 C21 168.04(14) . . . . ? C19 N5 N6 C22 -170.12(13) . . . . ? C21 N5 N6 C22 -3.8(2) . . . . ? C21 N5 C19 N4 -11.8(2) . . . . ? C23 C22 N6 N5 173.89(13) . . . . ? C24 C23 C22 N6 -1.3(2) . . . . ? C24 C25 C29 C30 -57.82(19) . . . . ? C24 C25 C29 C31 64.13(18) . . . . ? C24 C25 C29 C32 -176.37(15) . . . . ? C26 C25 C29 C30 121.37(16) . . . . ? C26 C25 C29 C31 -116.67(16) . . . . ? C26 C25 C29 C32 2.8(2) . . . . ? C26 C27 C33 C34 -175.71(14) . . . . ? C26 C27 C33 C35 -55.74(18) . . . . ? C26 C27 C33 C36 64.61(18) . . . . ? C28 C23 C22 N6 -176.59(13) . . . . ? C28 C27 C33 C34 0.8(2) . . . . ? C28 C27 C33 C35 120.81(16) . . . . ? C28 C27 C33 C36 -118.84(17) . . . . ? _shelx_SHELXL_version_number 2014/7 _iucr_refine_instructions_details ; TITL 16srv303 CELL 0.71073 12.1186 12.2241 12.9851 72.172 77.714 88.934 ZERR 2 0.0012 0.001 0.0011 0.003 0.003 0.003 LATT 1 SFAC C H N O UNIT 72 104 12 4 DFIX 0.95 0.005 O2 H2 O1 H1 L.S. 9 PLAN 5 SIZE 0.05 0.11 0.32 TEMP -153.15 CONF C3 C2 C1 N1 CONF C7 C2 C1 N1 CONF C2 C1 N1 N2 CONF C1 N1 N2 C16 CONF C1 N1 N2 C17 CONF N3 C17 N2 N1 CONF C18 C17 N2 N1 CONF C16 N2 C17 N3 CONF C18 C17 N2 C16 CONF N4 C19 N5 N6 CONF C18 C19 N5 N6 CONF C21 N5 C19 N4 CONF C18 C19 N5 C21 CONF C19 N5 N6 C22 CONF C21 N5 N6 C22 CONF C23 C22 N6 N5 CONF C24 C23 C22 N6 CONF C28 C23 C22 N6 CONF C3 C4 C8 C9 CONF C5 C4 C8 C9 CONF C3 C4 C8 C10 CONF C5 C4 C8 C10 CONF C3 C4 C8 C11 CONF C5 C4 C8 C11 CONF C5 C6 C12 C13 CONF C5 C6 C12 C14 CONF C5 C6 C12 C15 CONF C7 C6 C12 C13 CONF C7 C6 C12 C14 CONF C7 C6 C12 C15 CONF C24 C25 C29 C30 CONF C26 C25 C29 C30 CONF C24 C25 C29 C31 CONF C26 C25 C29 C31 CONF C24 C25 C29 C32 CONF C26 C25 C29 C32 CONF C26 C27 C33 C34 CONF C28 C27 C33 C34 CONF C26 C27 C33 C35 CONF C28 C27 C33 C35 CONF C26 C27 C33 C36 CONF C28 C27 C33 C36 HTAB O1 N1 HTAB O2 N6 BOND $h fmap 2 acta OMIT -2 58 OMIT 0 1 1 WGHT 0.06 0.47 FVAR 0.26656 REM REM REM O1 4 0.62599 0.12922 0.75468 11.00000 0.03386 0.01670 0.02016 = -0.00669 -0.01524 -0.00035 H1 2 0.60889 0.05117 0.79664 11.00000 -1.50000 O2 4 0.32316 0.04765 0.69711 11.00000 0.03004 0.02624 0.01958 = -0.01047 -0.01515 0.01135 H2 2 0.36984 -0.01320 0.68858 11.00000 -1.50000 N1 3 0.60648 -0.06622 0.91915 11.00000 0.01947 0.01405 0.01742 = -0.00465 -0.00640 0.00172 N2 3 0.58380 -0.18307 0.96522 11.00000 0.02553 0.01342 0.01721 = -0.00287 -0.00948 0.00026 N3 3 0.57050 -0.35606 0.93052 11.00000 0.02263 0.01363 0.02028 = -0.00234 -0.00661 -0.00006 N4 3 0.53302 -0.36699 0.76012 11.00000 0.02039 0.01442 0.02354 = -0.00691 -0.00637 0.00127 N5 3 0.48169 -0.20877 0.63083 11.00000 0.02304 0.01668 0.01901 = -0.00874 -0.00963 0.00468 N6 3 0.42012 -0.11219 0.61953 11.00000 0.01623 0.01505 0.01824 = -0.00466 -0.00468 0.00045 C1 1 0.64696 -0.01015 0.97360 11.00000 0.02161 0.01909 0.01637 = -0.00574 -0.00734 0.00317 AFIX 43 H1a 2 0.65464 -0.04960 1.04691 11.00000 -1.20000 AFIX 0 C2 1 0.68128 0.11184 0.92611 11.00000 0.01811 0.01675 0.01854 = -0.00829 -0.00712 0.00312 C3 1 0.67365 0.17809 0.81817 11.00000 0.02032 0.01903 0.01727 = -0.00992 -0.00863 0.00372 C4 1 0.71439 0.29429 0.77434 11.00000 0.01932 0.01862 0.01574 = -0.00609 -0.00710 0.00439 C5 1 0.76018 0.33907 0.84354 11.00000 0.02137 0.01584 0.01928 = -0.00680 -0.00740 0.00143 AFIX 43 H5 2 0.78820 0.41701 0.81537 11.00000 -1.20000 AFIX 0 C6 1 0.76772 0.27656 0.95252 11.00000 0.01794 0.02027 0.01813 = -0.00886 -0.00772 0.00221 C7 1 0.72794 0.16276 0.99132 11.00000 0.02190 0.01959 0.01636 = -0.00639 -0.00859 0.00333 AFIX 43 H7 2 0.73240 0.11787 1.06421 11.00000 -1.20000 AFIX 0 C8 1 0.70794 0.36802 0.65597 11.00000 0.02364 0.01866 0.01528 = -0.00576 -0.00799 0.00126 C9 1 0.77126 0.31227 0.56979 11.00000 0.02600 0.03036 0.01940 = -0.00989 -0.00760 0.00271 AFIX 137 H9a 2 0.85105 0.30667 0.57401 11.00000 -1.50000 H9b 2 0.76544 0.35966 0.49531 11.00000 -1.50000 H9c 2 0.73745 0.23512 0.58540 11.00000 -1.50000 AFIX 0 C10 1 0.58274 0.38242 0.64758 11.00000 0.02690 0.02170 0.01780 = -0.00649 -0.01003 0.00360 AFIX 137 H10a 2 0.54515 0.30651 0.66568 11.00000 -1.50000 H10b 2 0.57896 0.42810 0.57196 11.00000 -1.50000 H10c 2 0.54481 0.42175 0.69976 11.00000 -1.50000 AFIX 0 C11 1 0.76280 0.48913 0.62514 11.00000 0.03273 0.02312 0.01762 = -0.00262 -0.00887 -0.00396 AFIX 137 H11a 2 0.72323 0.52871 0.67643 11.00000 -1.50000 H11b 2 0.75780 0.53268 0.54928 11.00000 -1.50000 H11c 2 0.84240 0.48335 0.63001 11.00000 -1.50000 AFIX 0 C12 1 0.82188 0.33337 1.02140 11.00000 0.02217 0.01926 0.01771 = -0.00775 -0.01113 0.00165 C13 1 0.81104 0.25484 1.14075 11.00000 0.05473 0.02691 0.02419 = -0.00587 -0.02530 -0.00438 AFIX 137 H13a 2 0.73107 0.23365 1.17520 11.00000 -1.50000 H13b 2 0.84289 0.29548 1.18297 11.00000 -1.50000 H13c 2 0.85224 0.18515 1.14042 11.00000 -1.50000 AFIX 0 C14 1 0.94807 0.36146 0.96759 11.00000 0.02452 0.04260 0.04119 = -0.02721 -0.01062 0.00045 AFIX 137 H14a 2 0.98509 0.29066 0.96286 11.00000 -1.50000 H14b 2 0.98337 0.39550 1.01264 11.00000 -1.50000 H14c 2 0.95620 0.41612 0.89297 11.00000 -1.50000 AFIX 0 C15 1 0.76411 0.44545 1.02598 11.00000 0.03216 0.02575 0.02592 = -0.01366 -0.01360 0.00618 AFIX 137 H15a 2 0.77351 0.49902 0.95071 11.00000 -1.50000 H15b 2 0.79866 0.48040 1.07086 11.00000 -1.50000 H15c 2 0.68336 0.42834 1.05927 11.00000 -1.50000 AFIX 0 C16 1 0.61295 -0.24424 1.07068 11.00000 0.03760 0.01963 0.01860 = -0.00182 -0.01370 -0.00209 AFIX 137 H16a 2 0.69411 -0.23217 1.06458 11.00000 -1.50000 H16b 2 0.59421 -0.32665 1.08941 11.00000 -1.50000 H16c 2 0.57012 -0.21500 1.12891 11.00000 -1.50000 AFIX 0 C17 1 0.55966 -0.24104 0.89579 11.00000 0.01489 0.01595 0.01612 = -0.00438 -0.00378 -0.00101 C18 1 0.52820 -0.18485 0.79602 11.00000 0.01835 0.01177 0.01940 = -0.00449 -0.00655 0.00201 AFIX 43 H18 2 0.51668 -0.10466 0.77387 11.00000 -1.20000 AFIX 0 C19 1 0.51472 -0.25338 0.73091 11.00000 0.01460 0.01760 0.01695 = -0.00623 -0.00328 -0.00045 C20 1 0.55747 -0.41034 0.85944 11.00000 0.02165 0.01370 0.02599 = -0.00460 -0.00642 -0.00000 AFIX 43 H20 2 0.56686 -0.49091 0.88250 11.00000 -1.20000 AFIX 0 C21 1 0.48856 -0.27446 0.55345 11.00000 0.03216 0.02504 0.02352 = -0.01440 -0.01166 0.00638 AFIX 137 H21a 2 0.41260 -0.30315 0.55642 11.00000 -1.50000 H21b 2 0.53654 -0.33958 0.57363 11.00000 -1.50000 H21c 2 0.52116 -0.22488 0.47819 11.00000 -1.50000 AFIX 0 C22 1 0.37222 -0.07432 0.53627 11.00000 0.01749 0.01871 0.01606 = -0.00595 -0.00439 -0.00204 AFIX 43 H22 2 0.38622 -0.10963 0.47926 11.00000 -1.20000 AFIX 0 C23 1 0.29710 0.02141 0.52762 11.00000 0.01503 0.01712 0.01589 = -0.00294 -0.00415 -0.00255 C24 1 0.27038 0.07672 0.60955 11.00000 0.01902 0.02010 0.01421 = -0.00299 -0.00657 -0.00057 C25 1 0.18884 0.16116 0.60303 11.00000 0.01973 0.02343 0.01697 = -0.00694 -0.00584 0.00193 C26 1 0.13920 0.18851 0.51096 11.00000 0.01779 0.02050 0.01853 = -0.00430 -0.00583 0.00193 AFIX 43 H26 2 0.08513 0.24613 0.50492 11.00000 -1.20000 AFIX 0 C27 1 0.16419 0.13625 0.42702 11.00000 0.01578 0.02116 0.01288 = -0.00220 -0.00504 -0.00338 C28 1 0.24379 0.05284 0.43724 11.00000 0.01733 0.01928 0.01310 = -0.00387 -0.00344 -0.00327 AFIX 43 H28 2 0.26286 0.01590 0.38167 11.00000 -1.20000 AFIX 0 C29 1 0.15579 0.21873 0.69469 11.00000 0.03012 0.03117 0.01746 = -0.01128 -0.01077 0.01265 C30 1 0.11151 0.12671 0.80789 11.00000 0.03941 0.04320 0.01951 = -0.01057 -0.00526 0.01252 AFIX 137 H30a 2 0.04458 0.08513 0.80471 11.00000 -1.50000 H30b 2 0.09135 0.16417 0.86566 11.00000 -1.50000 H30c 2 0.17051 0.07247 0.82509 11.00000 -1.50000 AFIX 0 C31 1 0.25863 0.28824 0.69857 11.00000 0.04153 0.03177 0.02695 = -0.01647 -0.01922 0.01156 AFIX 137 H31a 2 0.31933 0.23633 0.71601 11.00000 -1.50000 H31b 2 0.23678 0.32621 0.75579 11.00000 -1.50000 H31c 2 0.28526 0.34643 0.62638 11.00000 -1.50000 AFIX 0 C32 1 0.06004 0.30228 0.67383 11.00000 0.03837 0.04642 0.02696 = -0.02092 -0.01474 0.02288 AFIX 137 H32a 2 0.08435 0.36174 0.60203 11.00000 -1.50000 H32b 2 0.04249 0.33852 0.73271 11.00000 -1.50000 H32c 2 -0.00751 0.25964 0.67352 11.00000 -1.50000 AFIX 0 C33 1 0.09922 0.16809 0.33293 11.00000 0.01941 0.02316 0.01421 = -0.00378 -0.00721 -0.00183 C34 1 0.13246 0.09537 0.25467 11.00000 0.04158 0.05688 0.03404 = -0.02615 -0.02457 0.01645 AFIX 137 H34a 2 0.21391 0.10653 0.22293 11.00000 -1.50000 H34b 2 0.09103 0.11915 0.19494 11.00000 -1.50000 H34c 2 0.11367 0.01395 0.29613 11.00000 -1.50000 AFIX 0 C35 1 -0.02803 0.14788 0.38213 11.00000 0.02032 0.04527 0.02215 = -0.00233 -0.00952 -0.00183 AFIX 137 H35a 2 -0.04490 0.06666 0.42543 11.00000 -1.50000 H35b 2 -0.06917 0.16815 0.32209 11.00000 -1.50000 H35c 2 -0.05143 0.19589 0.43036 11.00000 -1.50000 AFIX 0 C36 1 0.12537 0.29491 0.26416 11.00000 0.04694 0.03542 0.02969 = 0.00727 -0.02305 -0.01429 AFIX 137 H36a 2 0.10009 0.34361 0.31135 11.00000 -1.50000 H36b 2 0.08572 0.31386 0.20303 11.00000 -1.50000 H36c 2 0.20701 0.30831 0.23416 11.00000 -1.50000 AFIX 0 HKLF 4 END ; ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_H2L5_16srv249 _database_code_depnum_ccdc_archive 'CCDC 2006845' loop_ _audit_author_name _audit_author_address 'Dmitry Yufit' ;Durham University United Kingdom ; _audit_update_record ; 2020-06-01 deposited with the CCDC. 2020-07-10 downloaded from the CCDC. ; _audit_creation_date 2016-06-30 _audit_creation_method ; Olex2 1.2-beta (compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155) ; _chemical_name_common ? _chemical_name_systematic ? _chemical_formula_moiety 'C20 H20 N6 O2' _chemical_formula_sum 'C20 H20 N6 O2' _chemical_formula_weight 376.42 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_H-M_alt 'I 1 2/c 1' _space_group_name_Hall '-I 2yc' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z+1/2' '-x+1/2, y+1/2, -z+1' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z+1/2' 'x+1/2, -y+1/2, z' _cell_length_a 15.5025(12) _cell_length_b 10.4734(8) _cell_length_c 11.3532(9) _cell_angle_alpha 90 _cell_angle_beta 93.231(7) _cell_angle_gamma 90 _cell_volume 1840.4(3) _cell_formula_units_Z 4 _cell_measurement_reflns_used 1607 _cell_measurement_temperature 120.0 _cell_measurement_theta_max 31.4460 _cell_measurement_theta_min 2.3410 _shelx_estimated_absorpt_T_max 0.994 _shelx_estimated_absorpt_T_min 0.971 _exptl_absorpt_coefficient_mu 0.092 _exptl_absorpt_correction_T_max 0.754 _exptl_absorpt_correction_T_min 0.274 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET) (compiled Feb 9 2015,16:26:32) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_special_details ? _exptl_crystal_colour 'dull yellow' _exptl_crystal_colour_lustre dull _exptl_crystal_colour_modifier . _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.359 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description irregular _exptl_crystal_F_000 792 _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.06 _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.1019 _diffrn_reflns_av_unetI/netI 0.0686 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 1.000 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 15142 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 1.000 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 28.993 _diffrn_reflns_theta_min 2.348 _diffrn_ambient_temperature 120.0 _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 8.0756 _diffrn_detector_type Sapphire3 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -32.00 47.00 1.0000 17.5000 omega____ theta____ kappa____ phi______ frames - 28.9587 -57.0000 120.0000 79 #__ type_ start__ end____ width___ exp.time_ 2 omega 14.00 71.00 1.0000 17.5000 omega____ theta____ kappa____ phi______ frames - 28.9587 -100.0000 -120.0000 57 #__ type_ start__ end____ width___ exp.time_ 3 omega 40.00 67.00 1.0000 17.5000 omega____ theta____ kappa____ phi______ frames - 28.9587 -100.0000 0.0000 27 #__ type_ start__ end____ width___ exp.time_ 4 omega -4.00 71.00 1.0000 17.5000 omega____ theta____ kappa____ phi______ frames - 28.9587 -100.0000 90.0000 75 #__ type_ start__ end____ width___ exp.time_ 5 omega 11.00 98.00 1.0000 17.5000 omega____ theta____ kappa____ phi______ frames - 28.9587 57.0000 0.0000 87 #__ type_ start__ end____ width___ exp.time_ 6 omega -43.00 69.00 1.0000 17.5000 omega____ theta____ kappa____ phi______ frames - 28.9587 -19.0000 -180.0000 112 #__ type_ start__ end____ width___ exp.time_ 7 omega -1.00 99.00 1.0000 17.5000 omega____ theta____ kappa____ phi______ frames - 28.9587 77.0000 90.0000 100 #__ type_ start__ end____ width___ exp.time_ 8 omega 9.00 98.00 1.0000 17.5000 omega____ theta____ kappa____ phi______ frames - 28.9587 57.0000 -60.0000 89 #__ type_ start__ end____ width___ exp.time_ 9 omega 35.00 88.00 1.0000 17.5000 omega____ theta____ kappa____ phi______ frames - 28.9587 178.0000 90.0000 53 #__ type_ start__ end____ width___ exp.time_ 10 omega 9.00 98.00 1.0000 17.5000 omega____ theta____ kappa____ phi______ frames - 28.9587 57.0000 -150.0000 89 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'Xcalibur, Sapphire3' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 -0.0189028000 _diffrn_orient_matrix_UB_12 0.0597339000 _diffrn_orient_matrix_UB_13 0.0127529000 _diffrn_orient_matrix_UB_21 -0.0289812000 _diffrn_orient_matrix_UB_22 -0.0066404000 _diffrn_orient_matrix_UB_23 -0.0502631000 _diffrn_orient_matrix_UB_31 -0.0300277000 _diffrn_orient_matrix_UB_32 -0.0312226000 _diffrn_orient_matrix_UB_33 0.0350462000 _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'Enhance (Mo) X-ray Source' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 1438 _reflns_number_total 2446 _reflns_odcompleteness_completeness 100.00 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 30.44 _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _reflns_threshold_expression 'I > 2\s(I)' _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET) (compiled Feb 9 2015,16:26:32) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET) (compiled Feb 9 2015,16:26:32) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET) (compiled Feb 9 2015,16:26:32) ; _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution ; Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008; Palatinus et al., 2012) ; _refine_diff_density_max 0.260 _refine_diff_density_min -0.224 _refine_diff_density_rms 0.052 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 133 _refine_ls_number_reflns 2446 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1101 _refine_ls_R_factor_gt 0.0565 _refine_ls_restrained_S_all 1.020 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0420P)^2^+0.1500P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1088 _refine_ls_wR_factor_ref 0.1299 _refine_special_details ? _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups 2.a Aromatic/amide H refined with riding coordinates: C2(H2), C3(H3), C5(H5), C8(H8), C9(H9), C10(H10), C11(H11) 2.b Idealised Me refined as rotating group: C4(H4A,H4B,H4C) ; _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary iterative _atom_sites_solution_secondary difmap loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.40564(9) -0.11401(14) 0.30705(12) 0.0400(4) Uani 1 1 d . . . . . N1 N 0.46655(9) 0.41420(14) 0.34259(13) 0.0249(4) Uani 1 1 d . . . . . N2 N 0.43000(9) 0.22788(13) 0.43630(13) 0.0230(4) Uani 1 1 d . . . . . N3 N 0.41328(9) 0.10016(13) 0.42730(12) 0.0212(3) Uani 1 1 d . . . . . C1 C 0.46638(11) 0.28536(16) 0.34119(15) 0.0202(4) Uani 1 1 d . . . . . C2 C 0.5000 0.2162(2) 0.2500 0.0210(5) Uani 1 2 d S T P . . H2 H 0.5000 0.1254 0.2500 0.025 Uiso 1 2 calc RS T P . . C3 C 0.5000 0.4686(2) 0.2500 0.0254(6) Uani 1 2 d S T P . . H3 H 0.5000 0.5593 0.2500 0.031 Uiso 1 2 calc RS T P . . C4 C 0.41273(12) 0.29810(18) 0.54299(15) 0.0270(4) Uani 1 1 d . . . . . H4A H 0.3504 0.2983 0.5537 0.041 Uiso 1 1 calc GR . . . . H4B H 0.4332 0.3862 0.5361 0.041 Uiso 1 1 calc GR . . . . H4C H 0.4429 0.2571 0.6111 0.041 Uiso 1 1 calc GR . . . . C5 C 0.37973(10) 0.04139(16) 0.51346(15) 0.0219(4) Uani 1 1 d . . . . . H5 H 0.3688 0.0869 0.5835 0.026 Uiso 1 1 calc R . . . . C6 C 0.35831(10) -0.09370(17) 0.50495(15) 0.0216(4) Uani 1 1 d . . . . . C7 C 0.37220(11) -0.16707(17) 0.40409(17) 0.0265(4) Uani 1 1 d . . . . . C8 C 0.35332(12) -0.29651(19) 0.40225(19) 0.0343(5) Uani 1 1 d . . . . . H8 H 0.3630 -0.3457 0.3340 0.041 Uiso 1 1 calc R . . . . C9 C 0.32059(11) -0.35367(18) 0.49920(19) 0.0335(5) Uani 1 1 d . . . . . H9 H 0.3092 -0.4428 0.4980 0.040 Uiso 1 1 calc R . . . . C10 C 0.30404(12) -0.2832(2) 0.59843(18) 0.0325(5) Uani 1 1 d . . . . . H10 H 0.2802 -0.3230 0.6644 0.039 Uiso 1 1 calc R . . . . C11 C 0.32259(12) -0.15427(18) 0.60028(16) 0.0288(5) Uani 1 1 d . . . . . H11 H 0.3108 -0.1056 0.6681 0.035 Uiso 1 1 calc R . . . . H1 H 0.4177(17) -0.023(3) 0.327(2) 0.085(9) Uiso 1 1 d . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0587(10) 0.0283(8) 0.0350(8) -0.0086(6) 0.0225(7) -0.0123(7) N1 0.0331(8) 0.0166(8) 0.0248(8) 0.0003(6) 0.0007(7) 0.0014(7) N2 0.0320(9) 0.0147(8) 0.0227(8) -0.0022(6) 0.0052(7) -0.0008(6) N3 0.0251(8) 0.0141(8) 0.0243(8) -0.0012(6) 0.0025(6) 0.0003(6) C1 0.0220(9) 0.0182(9) 0.0202(9) 0.0008(7) -0.0016(7) -0.0008(7) C2 0.0261(13) 0.0129(12) 0.0242(13) 0.000 0.0036(11) 0.000 C3 0.0383(15) 0.0114(12) 0.0266(14) 0.000 0.0019(12) 0.000 C4 0.0361(11) 0.0206(10) 0.0248(10) -0.0033(8) 0.0058(8) 0.0000(8) C5 0.0239(9) 0.0212(10) 0.0208(9) -0.0013(7) 0.0020(7) 0.0002(7) C6 0.0195(9) 0.0216(10) 0.0236(9) 0.0017(8) 0.0016(7) 0.0007(7) C7 0.0258(9) 0.0218(10) 0.0325(11) 0.0004(8) 0.0077(8) 0.0010(8) C8 0.0307(11) 0.0233(11) 0.0499(13) -0.0075(9) 0.0118(10) 0.0002(9) C9 0.0234(10) 0.0183(10) 0.0585(14) 0.0070(9) 0.0003(9) -0.0013(8) C10 0.0287(10) 0.0321(12) 0.0362(12) 0.0129(9) -0.0025(9) -0.0066(9) C11 0.0293(10) 0.0277(11) 0.0294(11) 0.0040(8) 0.0009(8) -0.0049(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C7 1.362(2) . ? O1 H1 0.99(3) . ? N1 C1 1.349(2) . ? N1 C3 1.3265(17) . ? N2 N3 1.3652(19) . ? N2 C1 1.384(2) . ? N2 C4 1.455(2) . ? N3 C5 1.290(2) . ? C1 C2 1.389(2) . ? C2 C1 1.389(2) 2_655 ? C2 H2 0.9500 . ? C3 N1 1.3265(17) 2_655 ? C3 H3 0.9500 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5 0.9500 . ? C5 C6 1.455(2) . ? C6 C7 1.406(2) . ? C6 C11 1.396(2) . ? C7 C8 1.387(3) . ? C8 H8 0.9500 . ? C8 C9 1.375(3) . ? C9 H9 0.9500 . ? C9 C10 1.383(3) . ? C10 H10 0.9500 . ? C10 C11 1.381(3) . ? C11 H11 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C7 O1 H1 106.6(14) . . ? C3 N1 C1 114.86(16) . . ? N3 N2 C1 116.86(13) . . ? N3 N2 C4 120.96(14) . . ? C1 N2 C4 122.14(14) . . ? C5 N3 N2 119.59(14) . . ? N1 C1 N2 115.24(15) . . ? N1 C1 C2 122.00(16) . . ? N2 C1 C2 122.76(16) . . ? C1 C2 C1 117.1(2) . 2_655 ? C1 C2 H2 121.5 . . ? C1 C2 H2 121.5 2_655 . ? N1 C3 N1 129.2(2) 2_655 . ? N1 C3 H3 115.4 2_655 . ? N1 C3 H3 115.4 . . ? N2 C4 H4A 109.5 . . ? N2 C4 H4B 109.5 . . ? N2 C4 H4C 109.5 . . ? H4A C4 H4B 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N3 C5 H5 119.5 . . ? N3 C5 C6 120.92(16) . . ? C6 C5 H5 119.5 . . ? C7 C6 C5 122.73(15) . . ? C11 C6 C5 119.30(16) . . ? C11 C6 C7 117.97(17) . . ? O1 C7 C6 121.24(16) . . ? O1 C7 C8 118.44(17) . . ? C8 C7 C6 120.31(17) . . ? C7 C8 H8 120.0 . . ? C9 C8 C7 120.05(19) . . ? C9 C8 H8 120.0 . . ? C8 C9 H9 119.5 . . ? C8 C9 C10 120.91(18) . . ? C10 C9 H9 119.5 . . ? C9 C10 H10 120.5 . . ? C11 C10 C9 119.10(17) . . ? C11 C10 H10 120.5 . . ? C6 C11 H11 119.2 . . ? C10 C11 C6 121.62(18) . . ? C10 C11 H11 119.2 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1 N3 0.99(3) 1.73(3) 2.6251(19) 148(2) . loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 N2 N3 167.62(14) . . . . ? C1 N2 N3 C5 179.71(15) . . . . ? C2 C1 N2 N3 -12.0(2) . . . . ? C2 C1 N2 C4 165.98(14) . . . . ? C4 N2 N3 C5 1.7(2) . . . . ? C4 N2 C1 N1 -14.4(2) . . . . ? C6 C5 N3 N2 177.81(15) . . . . ? C7 C6 C5 N3 -0.3(3) . . . . ? C11 C6 C5 N3 179.59(16) . . . . ? _shelx_SHELXL_version_number 2014/7 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z -1 -1 5 0.0116 -0.9998 -1.0001 5.0002 0.0229 -0.2157 0.2365 -2 0 -5 0.0259 -2.0003 0.0002 -5.0002 -0.0259 0.3093 -0.1152 5 2 0 0.0489 5.0001 2.0000 0.0001 0.0249 -0.1582 -0.2126 -5 -2 0 0.0489 -5.0001 -2.0000 -0.0001 -0.0249 0.1582 0.2126 -5 0 2 0.0521 -5.0000 -0.0000 2.0000 0.1200 0.0444 0.2202 5 0 -2 0.0521 5.0000 0.0000 -2.0000 -0.1200 -0.0444 -0.2202 5 4 -4 0.0604 4.9999 4.0001 -4.0001 0.0934 0.0296 -0.4152 -5 -4 4 0.0604 -4.9999 -4.0001 4.0001 -0.0934 -0.0296 0.4152 _olex2_submission_special_instructions 'No special instructions were received' _iucr_refine_instructions_details ; TITL 16srv249 in I2/a CELL 0.71073 15.502526 10.473413 11.353242 90 93.231 90 ZERR 4 0.001162 0.000846 0.000913 0 0.0069 0 LATT 2 SYMM -X,+Y,0.5-Z SFAC C H N O UNIT 80 80 24 8 L.S. 9 PLAN 5 SIZE 0.06 0.1 0.32 TEMP -153.15 HTAB O1 N3 CONF C7 C6 C5 N3 CONF C11 C6 C5 N3 CONF C6 C5 N3 N2 CONF C1 N2 N3 C5 CONF C4 N2 N3 C5 CONF N1 C1 N2 N3 CONF C2 C1 N2 N3 CONF C4 N2 C1 N1 CONF C2 C1 N2 C4 BOND $h fmap 2 53 acta OMIT -2 58 OMIT 2 0 0 WGHT 0.042 0.15 FVAR 2.37564 REM REM REM O1 4 0.40564 -0.11401 0.30705 11.00000 0.05873 0.02833 0.03504 = -0.00856 0.02245 -0.01228 N1 3 0.46655 0.41420 0.34259 11.00000 0.03313 0.01664 0.02476 = 0.00025 0.00074 0.00138 N2 3 0.43000 0.22788 0.43630 11.00000 0.03196 0.01465 0.02272 = -0.00217 0.00517 -0.00084 N3 3 0.41328 0.10016 0.42730 11.00000 0.02515 0.01414 0.02434 = -0.00120 0.00245 0.00029 C1 1 0.46638 0.28536 0.34119 11.00000 0.02198 0.01816 0.02017 = 0.00084 -0.00160 -0.00076 C2 1 0.50000 0.21615 0.25000 10.50000 0.02612 0.01286 0.02423 = -0.00000 0.00360 0.00000 AFIX 43 H2 2 0.50000 0.12545 0.25000 10.50000 -1.20000 AFIX 0 C3 1 0.50000 0.46856 0.25000 10.50000 0.03828 0.01141 0.02661 = -0.00000 0.00186 -0.00000 AFIX 43 H3 2 0.50000 0.55927 0.25000 10.50000 -1.20000 AFIX 0 C4 1 0.41273 0.29810 0.54299 11.00000 0.03608 0.02061 0.02480 = -0.00331 0.00582 0.00005 AFIX 137 H4a 2 0.35044 0.29835 0.55368 11.00000 -1.50000 H4b 2 0.43321 0.38616 0.53607 11.00000 -1.50000 H4c 2 0.44290 0.25709 0.61110 11.00000 -1.50000 AFIX 0 C5 1 0.37973 0.04139 0.51346 11.00000 0.02390 0.02117 0.02077 = -0.00128 0.00201 0.00024 AFIX 43 H5 2 0.36885 0.08693 0.58346 11.00000 -1.20000 AFIX 0 C6 1 0.35831 -0.09370 0.50495 11.00000 0.01949 0.02163 0.02361 = 0.00166 0.00164 0.00070 C7 1 0.37220 -0.16707 0.40409 11.00000 0.02579 0.02183 0.03253 = 0.00040 0.00774 0.00097 C8 1 0.35332 -0.29651 0.40225 11.00000 0.03073 0.02328 0.04986 = -0.00751 0.01183 0.00024 AFIX 43 H8 2 0.36301 -0.34571 0.33395 11.00000 -1.20000 AFIX 0 C9 1 0.32059 -0.35367 0.49920 11.00000 0.02344 0.01829 0.05847 = 0.00703 0.00034 -0.00130 AFIX 43 H9 2 0.30919 -0.44279 0.49800 11.00000 -1.20000 AFIX 0 C10 1 0.30404 -0.28321 0.59843 11.00000 0.02871 0.03206 0.03616 = 0.01288 -0.00245 -0.00656 AFIX 43 H10 2 0.28022 -0.32298 0.66443 11.00000 -1.20000 AFIX 0 C11 1 0.32260 -0.15427 0.60028 11.00000 0.02929 0.02768 0.02941 = 0.00404 0.00091 -0.00489 AFIX 43 H11 2 0.31076 -0.10558 0.66810 11.00000 -1.20000 AFIX 0 H1 2 0.41774 -0.02313 0.32658 11.00000 0.08486 HKLF 4 END ; ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_Ir2dpyx2L6_16srv324 _database_code_depnum_ccdc_archive 'CCDC 2006848' loop_ _audit_author_name _audit_author_address 'Dmitry Yufit' ;Durham University United Kingdom ; _audit_update_record ; 2020-07-07 deposited with the CCDC. 2020-07-10 downloaded from the CCDC. ; _audit_creation_date 2017-01-18 _audit_creation_method ; Olex2 1.2-beta (compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5292) ; _shelx_SHELXL_version_number 2014/7 _chemical_name_common ? _chemical_name_systematic ? _chemical_formula_moiety '2(C64 H64 Ir2 N10 O2), 3(F6 P), C H4 O, 6(C2 H3 N)' _chemical_formula_sum 'C141 H150 F18 Ir4 N26 O5 P3' _chemical_formula_weight 3492.57 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.2674(11) _cell_length_b 16.3422(15) _cell_length_c 21.227(2) _cell_angle_alpha 75.235(3) _cell_angle_beta 76.582(3) _cell_angle_gamma 87.493(3) _cell_volume 4002.2(6) _cell_formula_units_Z 1 _cell_measurement_reflns_used 9442 _cell_measurement_temperature 120.0 _cell_measurement_theta_max 31.46 _cell_measurement_theta_min 2.43 _shelx_estimated_absorpt_T_max 0.821 _shelx_estimated_absorpt_T_min 0.611 _exptl_absorpt_coefficient_mu 3.422 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.8352 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0667 before and 0.0509 after correction. The Ratio of minimum to maximum transmission is 0.8352. The \l/2 correction factor is Not present. ; _exptl_absorpt_special_details ? _exptl_crystal_colour 'clear orange' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_primary orange _exptl_crystal_density_diffrn 1.449 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description prism _exptl_crystal_F_000 1733 _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.06 _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.0351 _diffrn_reflns_av_unetI/netI 0.0362 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_number 83046 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.998 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 28.999 _diffrn_reflns_theta_min 2.120 _diffrn_ambient_temperature 120.0 _diffrn_detector 'Bruker PHOTON 100 CMOS' _diffrn_detector_area_resol_mean 10.4 _diffrn_detector_type 'CMOS sensor' _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device '3-circle diffractometer' _diffrn_measurement_device_type 'Bruker D8 Venture' _diffrn_measurement_method \w-scan _diffrn_radiation_monochromator 'focusing mirrors' _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'microfocus sealed X-ray tube' _diffrn_source_type 'Incoatec I\mS microsource' _diffrn_standards_number 0 _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 16817 _reflns_number_total 21245 _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. Structure factors included contributions from the .fab file. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _reflns_threshold_expression 'I > 2\s(I)' _computing.bruker_data_scaling 'SADABS V2012/1 (Bruker AXS Inc.)' _computing_cell_refinement 'SAINT v8.37A (Bruker, 2015)' _computing_data_collection 'APEX2 v.2013.4_1 (Bruker, 2013)' _computing_data_reduction 'SAINT v8.37A (Bruker, 2015)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'XS (Sheldrick, 2008)' _refine_diff_density_max 4.907 _refine_diff_density_min -3.051 _refine_diff_density_rms 0.174 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 891 _refine_ls_number_reflns 21245 _refine_ls_number_restraints 64 _refine_ls_R_factor_all 0.0674 _refine_ls_R_factor_gt 0.0484 _refine_ls_restrained_S_all 1.054 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0230P)^2^+45.6800P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1054 _refine_ls_wR_factor_ref 0.1166 _refine_special_details ? _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups, All O(H) groups 2. Restrained distances P2-F6A \\sim P2-F4 \\sim P2-F4A \\sim P2-F8 \\sim P2-F8A \\sim P2-F9 \\sim P2-F9A \\sim P2-F6 with sigma of 0.005 N1S-C2S \\sim N2S-C4S \\sim N3S-C6S \\sim N4S-C8S with sigma of 0.005 C3S-C2S \\sim C5S-C4S \\sim C7S-C6S \\sim C9S-C8S with sigma of 0.005 3. Uiso/Uaniso restraints and constraints Uanis(C22) \\sim Ueq: with sigma of 0.002 and sigma for terminal atoms of 0.005 Uanis(C5S) \\sim Ueq, Uanis(C4S) \\sim Ueq, Uanis(N2S) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002 4. Others Fixed Sof: C17(0.5) H17A(0.5) H17B(0.5) H17C(0.5) C17A(0.5) H17D(0.5) H17E(0.5) H17F(0.5) C26(0.6) H26A(0.6) H26B(0.6) H26C(0.6) C26A(0.4) H26D(0.4) H26E(0.4) H26F(0.4) C27(0.6) H27A(0.6) H27B(0.6) H27C(0.6) C27A(0.4) H27D(0.4) H27E(0.4) H27F(0.4) C28(0.6) H28A(0.6) H28B(0.6) H28C(0.6) C28A(0.4) H28D(0.4) H28E(0.4) H28F(0.4) F4(0.5) F4A(0.5) F6(0.5) F6A(0.5) F8(0.5) F8A(0.5) F9(0.5) F9A(0.5) O1S(0.5) H1S(0.5) C10S(0.5) H10D(0.5) H10E(0.5) H10F(0.5) N1S(0.5) C2S(0.5) C3S(0.5) H3SA(0.5) H3SB(0.5) H3SC(0.5) N4S(0.5) C8S(0.5) C9S(0.5) H9SA(0.5) H9SB(0.5) H9SC(0.5) 5.a Riding coordinates: C17(H17A,H17B,H17C), C17A(H17D,H17E,H17F), O1S(H1S), C10S(H10D,H10E,H10F), C3S(H3SA,H3SB,H3SC), C5S(H5SA,H5SB,H5SC), C7S(H7SA,H7SB,H7SC), C9S(H9SA,H9SB, H9SC) 5.b Aromatic/amide H refined with riding coordinates: C3(H3), C5(H5), C6(H6), C11(H11), C14(H14), C16(H16), C18(H18), C21(H21), C22(H22), C24(H24), C29(H29), C30(H30), C31(H31), C32(H32), C38(H38), C43(H43), C44(H44), C45(H45), C46(H46), C47(H47), C48(H48), C49(H49), C50(H50), C56(H56), C61(H61), C62(H62), C63(H63), C64(H64) 5.c Idealised Me refined as rotating group: C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C26(H26A,H26B,H26C), C26A(H26D,H26E,H26F), C27(H27A,H27B,H27C), C27A(H27D,H27E, H27F), C28(H28A,H28B,H28C), C28A(H28D,H28E,H28F), C40(H40A,H40B,H40C), C41(H41A,H41B,H41C), C58(H58A,H58B,H58C), C59(H59A,H59B,H59C) ; _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary direct _atom_sites_solution_secondary ? loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.28441(2) 0.60850(2) 0.13055(2) 0.01853(5) Uani 1 1 d . . . . . Ir2 Ir 0.58523(2) 0.65642(2) 0.30615(2) 0.01874(5) Uani 1 1 d . . . . . O1 O 0.2129(3) 0.5593(2) 0.0710(2) 0.0228(8) Uani 1 1 d . . . . . O2 O 0.7011(3) 0.6382(3) 0.3626(2) 0.0255(8) Uani 1 1 d . . . . . N1 N 0.2293(4) 0.7300(3) 0.0952(3) 0.0227(10) Uani 1 1 d . . . . . N2 N 0.2548(4) 0.7873(3) 0.1281(3) 0.0259(10) Uani 1 1 d . . . . . N3 N 0.3518(4) 0.6745(3) 0.1816(2) 0.0209(9) Uani 1 1 d . . . . . N4 N 0.4722(4) 0.6933(3) 0.2486(2) 0.0199(9) Uani 1 1 d . . . . . N5 N 0.5028(5) 0.8271(3) 0.2624(3) 0.0363(13) Uani 1 1 d . . . . . N6 N 0.5770(4) 0.7857(3) 0.2993(3) 0.0258(10) Uani 1 1 d . . . . . N7 N 0.4372(4) 0.6090(3) 0.0657(3) 0.0239(10) Uani 1 1 d . . . . . N8 N 0.1488(4) 0.5683(3) 0.2081(2) 0.0222(9) Uani 1 1 d . . . . . N9 N 0.7099(4) 0.6523(3) 0.2236(2) 0.0222(9) Uani 1 1 d . . . . . N10 N 0.4633(4) 0.6169(3) 0.3923(2) 0.0212(9) Uani 1 1 d . . . . . C1 C 0.1619(4) 0.6073(3) 0.0265(3) 0.0223(11) Uani 1 1 d . . . . . C2 C 0.1396(4) 0.6957(4) 0.0156(3) 0.0237(11) Uani 1 1 d . . . . . C3 C 0.0779(4) 0.7340(4) -0.0324(3) 0.0250(12) Uani 1 1 d . . . . . H3 H 0.0639 0.7928 -0.0388 0.030 Uiso 1 1 calc R . . . . C4 C 0.0364(5) 0.6913(4) -0.0708(3) 0.0243(11) Uani 1 1 d . . . . . C5 C 0.0610(4) 0.6044(4) -0.0602(3) 0.0234(11) Uani 1 1 d . . . . . H5 H 0.0350 0.5721 -0.0853 0.028 Uiso 1 1 calc R . . . . C6 C 0.1215(4) 0.5653(4) -0.0143(3) 0.0243(12) Uani 1 1 d . . . . . H6 H 0.1370 0.5069 -0.0098 0.029 Uiso 1 1 calc R . . . . C7 C -0.0346(5) 0.7378(4) -0.1192(3) 0.0298(13) Uani 1 1 d . . . . . C8 C -0.1372(6) 0.7737(5) -0.0790(4) 0.0407(17) Uani 1 1 d . . . . . H8A H -0.1802 0.7274 -0.0445 0.061 Uiso 1 1 calc GR . . . . H8B H -0.1845 0.8025 -0.1091 0.061 Uiso 1 1 calc GR . . . . H8C H -0.1127 0.8140 -0.0578 0.061 Uiso 1 1 calc GR . . . . C9 C 0.0346(6) 0.8101(4) -0.1715(4) 0.0412(17) Uani 1 1 d . . . . . H9A H 0.0564 0.8504 -0.1493 0.062 Uiso 1 1 calc GR . . . . H9B H -0.0101 0.8390 -0.2031 0.062 Uiso 1 1 calc GR . . . . H9C H 0.1021 0.7874 -0.1957 0.062 Uiso 1 1 calc GR . . . . C10 C -0.0748(5) 0.6792(4) -0.1552(3) 0.0332(14) Uani 1 1 d . . . . . H10A H -0.0101 0.6598 -0.1842 0.050 Uiso 1 1 calc GR . . . . H10B H -0.1254 0.7100 -0.1823 0.050 Uiso 1 1 calc GR . . . . H10C H -0.1147 0.6303 -0.1221 0.050 Uiso 1 1 calc GR . . . . C11 C 0.1710(5) 0.7521(4) 0.0507(3) 0.0251(12) Uani 1 1 d . . . . . H11 H 0.1472 0.8091 0.0404 0.030 Uiso 1 1 calc R . . . . C12 C 0.2139(6) 0.8742(4) 0.1131(4) 0.0351(15) Uani 1 1 d . . . . . H12A H 0.2252 0.9022 0.1469 0.053 Uiso 1 1 calc GR . . . . H12B H 0.1339 0.8730 0.1137 0.053 Uiso 1 1 calc GR . . . . H12C H 0.2554 0.9054 0.0688 0.053 Uiso 1 1 calc GR . . . . C13 C 0.3262(5) 0.7594(3) 0.1688(3) 0.0233(11) Uani 1 1 d . . . . . C14 C 0.3727(5) 0.8119(4) 0.1974(3) 0.0295(13) Uani 1 1 d . . . . . H14 H 0.3531 0.8698 0.1907 0.035 Uiso 1 1 calc R . . . . C15 C 0.4484(5) 0.7786(3) 0.2362(3) 0.0258(12) Uani 1 1 d . . . . . C16 C 0.4231(4) 0.6469(3) 0.2202(3) 0.0203(11) Uani 1 1 d . . . . . H16 H 0.4404 0.5885 0.2283 0.024 Uiso 1 1 calc R . . . . C17 C 0.4654(14) 0.9137(10) 0.2676(8) 0.040(3) Uiso 0.5 1 d . . . A 1 H17A H 0.4533 0.9460 0.2253 0.059 Uiso 0.5 1 d R . . A 1 H17B H 0.5221 0.9412 0.2798 0.059 Uiso 0.5 1 d R . . A 1 H17C H 0.3969 0.9096 0.3012 0.059 Uiso 0.5 1 d R . . A 1 C17A C 0.5036(12) 0.9218(8) 0.2421(7) 0.029(3) Uiso 0.5 1 d . . . A 2 H17D H 0.4686 0.9406 0.2049 0.044 Uiso 0.5 1 d R . . A 2 H17E H 0.4631 0.9429 0.2790 0.044 Uiso 0.5 1 d R . . A 2 H17F H 0.5795 0.9427 0.2292 0.044 Uiso 0.5 1 d R . . A 2 C18 C 0.6301(5) 0.8266(4) 0.3281(3) 0.0289(13) Uani 1 1 d . . . . . H18 H 0.6182 0.8856 0.3221 0.035 Uiso 1 1 calc R . . . . C19 C 0.7057(5) 0.7874(4) 0.3685(3) 0.0276(12) Uani 1 1 d . . . . . C20 C 0.7362(5) 0.7004(4) 0.3832(3) 0.0240(11) Uani 1 1 d . . . . . C21 C 0.8124(6) 0.6779(4) 0.4243(3) 0.0334(14) Uani 1 1 d . . . . . H21 H 0.8371 0.6212 0.4352 0.040 Uiso 1 1 calc R . . . . C22 C 0.8513(5) 0.7373(4) 0.4488(3) 0.0318(13) Uani 1 1 d . U . . . H22 H 0.9019 0.7187 0.4771 0.038 Uiso 1 1 calc R . . . . C23 C 0.8249(7) 0.8208(5) 0.4367(4) 0.0417(17) Uani 1 1 d . . . . . C24 C 0.7508(6) 0.8444(4) 0.3960(3) 0.0354(15) Uani 1 1 d . . . . . H24 H 0.7289 0.9018 0.3859 0.042 Uiso 1 1 calc R . . . . C25 C 0.8700(8) 0.8863(5) 0.4657(4) 0.049(2) Uani 1 1 d . . . . . C26 C 0.9327(12) 0.9524(9) 0.4090(7) 0.046(3) Uiso 0.6 1 d . . . B 1 H26A H 0.9909 0.9260 0.3808 0.069 Uiso 0.6 1 calc GR . . B 1 H26B H 0.9676 0.9922 0.4263 0.069 Uiso 0.6 1 calc GR . . B 1 H26C H 0.8811 0.9828 0.3825 0.069 Uiso 0.6 1 calc GR . . B 1 C26A C 0.839(3) 0.977(2) 0.4377(18) 0.101(10) Uiso 0.4 1 d . . . B 2 H26D H 0.8598 1.0136 0.4636 0.151 Uiso 0.4 1 calc GR . . B 2 H26E H 0.7579 0.9806 0.4409 0.151 Uiso 0.4 1 calc GR . . B 2 H26F H 0.8788 0.9969 0.3908 0.151 Uiso 0.4 1 calc GR . . B 2 C27 C 0.9471(12) 0.8434(9) 0.5114(7) 0.048(3) Uiso 0.6 1 d . . . B 1 H27A H 1.0121 0.8205 0.4852 0.072 Uiso 0.6 1 calc GR . . B 1 H27B H 0.9059 0.7974 0.5471 0.072 Uiso 0.6 1 calc GR . . B 1 H27C H 0.9726 0.8850 0.5311 0.072 Uiso 0.6 1 calc GR . . B 1 C27A C 0.998(2) 0.890(2) 0.4422(16) 0.082(8) Uiso 0.4 1 d . . . B 2 H27D H 1.0187 0.9102 0.3933 0.123 Uiso 0.4 1 calc GR . . B 2 H27E H 1.0278 0.8333 0.4559 0.123 Uiso 0.4 1 calc GR . . B 2 H27F H 1.0285 0.9288 0.4622 0.123 Uiso 0.4 1 calc GR . . B 2 C28 C 0.7701(13) 0.9218(10) 0.5079(8) 0.057(4) Uiso 0.6 1 d . . . B 1 H28A H 0.7970 0.9620 0.5284 0.086 Uiso 0.6 1 calc GR . . B 1 H28B H 0.7287 0.8754 0.5431 0.086 Uiso 0.6 1 calc GR . . B 1 H28C H 0.7206 0.9507 0.4794 0.086 Uiso 0.6 1 calc GR . . B 1 C28A C 0.847(3) 0.8604(19) 0.5388(14) 0.081(8) Uiso 0.4 1 d . . . B 2 H28D H 0.8820 0.8056 0.5529 0.121 Uiso 0.4 1 calc GR . . B 2 H28E H 0.7664 0.8555 0.5572 0.121 Uiso 0.4 1 calc GR . . B 2 H28F H 0.8790 0.9029 0.5551 0.121 Uiso 0.4 1 calc GR . . B 2 C29 C 0.4779(5) 0.6723(4) 0.0122(3) 0.0282(13) Uani 1 1 d . . . . . H29 H 0.4356 0.7224 0.0041 0.034 Uiso 1 1 calc R . . . . C30 C 0.5789(5) 0.6674(4) -0.0317(3) 0.0350(14) Uani 1 1 d . . . . . H30 H 0.6067 0.7133 -0.0691 0.042 Uiso 1 1 calc R . . . . C31 C 0.6388(5) 0.5928(4) -0.0194(4) 0.0348(15) Uani 1 1 d . . . . . H31 H 0.7075 0.5866 -0.0494 0.042 Uiso 1 1 calc R . . . . C32 C 0.5988(5) 0.5291(4) 0.0354(4) 0.0330(14) Uani 1 1 d . . . . . H32 H 0.6410 0.4790 0.0439 0.040 Uiso 1 1 calc R . . . . C33 C 0.4975(4) 0.5354(4) 0.0795(3) 0.0249(12) Uani 1 1 d . . . . . C34 C 0.4417(5) 0.4717(3) 0.1395(3) 0.0245(12) Uani 1 1 d . . . . . C35 C 0.3354(5) 0.4963(3) 0.1697(3) 0.0209(11) Uani 1 1 d . . . . . C36 C 0.2635(5) 0.4460(4) 0.2259(3) 0.0247(11) Uani 1 1 d . . . . . C37 C 0.3032(6) 0.3666(4) 0.2556(3) 0.0350(14) Uani 1 1 d . . . . . C38 C 0.4096(6) 0.3434(4) 0.2264(4) 0.0398(16) Uani 1 1 d . . . . . H38 H 0.4360 0.2900 0.2469 0.048 Uiso 1 1 calc R . . . . C39 C 0.4806(5) 0.3925(4) 0.1694(4) 0.0321(14) Uani 1 1 d . . . . . C40 C 0.5938(6) 0.3570(5) 0.1443(4) 0.0462(19) Uani 1 1 d . . . . . H40A H 0.5953 0.3431 0.1019 0.069 Uiso 1 1 calc GR . . . . H40B H 0.6069 0.3058 0.1774 0.069 Uiso 1 1 calc GR . . . . H40C H 0.6526 0.3993 0.1374 0.069 Uiso 1 1 calc GR . . . . C41 C 0.2384(8) 0.3074(5) 0.3195(4) 0.057(2) Uani 1 1 d . . . . . H41A H 0.2236 0.3363 0.3558 0.085 Uiso 1 1 calc GR . . . . H41B H 0.2826 0.2568 0.3315 0.085 Uiso 1 1 calc GR . . . . H41C H 0.1672 0.2909 0.3125 0.085 Uiso 1 1 calc GR . . . . C42 C 0.1557(5) 0.4867(4) 0.2454(3) 0.0241(11) Uani 1 1 d . . . . . C43 C 0.0650(6) 0.4527(5) 0.2974(3) 0.0359(15) Uani 1 1 d . . . . . H43 H 0.0679 0.3963 0.3234 0.043 Uiso 1 1 calc R . . . . C44 C -0.0298(5) 0.5003(5) 0.3116(3) 0.0382(16) Uani 1 1 d . . . . . H44 H -0.0921 0.4762 0.3465 0.046 Uiso 1 1 calc R . . . . C45 C -0.0330(5) 0.5822(5) 0.2752(3) 0.0358(15) Uani 1 1 d . . . . . H45 H -0.0959 0.6164 0.2858 0.043 Uiso 1 1 calc R . . . . C46 C 0.0566(5) 0.6143(4) 0.2229(3) 0.0274(12) Uani 1 1 d . . . . . H46 H 0.0533 0.6704 0.1965 0.033 Uiso 1 1 calc R . . . . C47 C 0.7623(5) 0.7196(4) 0.1782(3) 0.0280(12) Uani 1 1 d . . . . . H47 H 0.7466 0.7743 0.1855 0.034 Uiso 1 1 calc R . . . . C48 C 0.8393(5) 0.7118(4) 0.1206(3) 0.0357(15) Uani 1 1 d . . . . . H48 H 0.8752 0.7606 0.0889 0.043 Uiso 1 1 calc R . . . . C49 C 0.8624(5) 0.6328(4) 0.1105(3) 0.0356(15) Uani 1 1 d . . . . . H49 H 0.9143 0.6261 0.0713 0.043 Uiso 1 1 calc R . . . . C50 C 0.8094(5) 0.5629(4) 0.1579(3) 0.0263(12) Uani 1 1 d . . . . . H50 H 0.8245 0.5080 0.1508 0.032 Uiso 1 1 calc R . . . . C51 C 0.7348(4) 0.5719(3) 0.2155(3) 0.0201(10) Uani 1 1 d . . . . . C52 C 0.6715(4) 0.5035(3) 0.2695(3) 0.0194(10) Uani 1 1 d . . . . . C53 C 0.5883(4) 0.5350(3) 0.3145(3) 0.0174(10) Uani 1 1 d . . . . . C54 C 0.5157(4) 0.4825(4) 0.3697(3) 0.0211(11) Uani 1 1 d . . . . . C55 C 0.5206(5) 0.3947(4) 0.3768(3) 0.0249(12) Uani 1 1 d . . . . . C56 C 0.6072(5) 0.3644(3) 0.3338(3) 0.0283(13) Uani 1 1 d . . . . . H56 H 0.6134 0.3048 0.3405 0.034 Uiso 1 1 calc R . . . . C57 C 0.6861(5) 0.4156(4) 0.2811(3) 0.0247(11) Uani 1 1 d . . . . . C58 C 0.7836(5) 0.3734(4) 0.2456(3) 0.0304(13) Uani 1 1 d . . . . . H58A H 0.7786 0.3803 0.1991 0.046 Uiso 1 1 calc GR . . . . H58B H 0.7821 0.3130 0.2681 0.046 Uiso 1 1 calc GR . . . . H58C H 0.8536 0.3993 0.2463 0.046 Uiso 1 1 calc GR . . . . C59 C 0.4397(6) 0.3303(4) 0.4287(4) 0.0374(15) Uani 1 1 d . . . . . H59A H 0.4533 0.3260 0.4731 0.056 Uiso 1 1 calc GR . . . . H59B H 0.4510 0.2750 0.4184 0.056 Uiso 1 1 calc GR . . . . H59C H 0.3626 0.3482 0.4282 0.056 Uiso 1 1 calc GR . . . . C60 C 0.4475(4) 0.5311(4) 0.4146(3) 0.0216(11) Uani 1 1 d . . . . . C61 C 0.3752(5) 0.4978(4) 0.4761(3) 0.0273(12) Uani 1 1 d . . . . . H61 H 0.3635 0.4383 0.4918 0.033 Uiso 1 1 calc R . . . . C62 C 0.3200(5) 0.5503(5) 0.5147(3) 0.0338(14) Uani 1 1 d . . . . . H62 H 0.2737 0.5271 0.5578 0.041 Uiso 1 1 calc R . . . . C63 C 0.3334(5) 0.6372(5) 0.4895(3) 0.0365(15) Uani 1 1 d . . . . . H63 H 0.2928 0.6747 0.5138 0.044 Uiso 1 1 calc R . . . . C64 C 0.4064(5) 0.6679(4) 0.4289(3) 0.0297(13) Uani 1 1 d . . . . . H64 H 0.4172 0.7274 0.4121 0.036 Uiso 1 1 calc R . . . . P1 P 1.0000 1.0000 0.0000 0.0319(5) Uani 1 2 d S T P . . F1 F 1.0545(5) 1.0254(3) 0.0537(3) 0.0617(14) Uani 1 1 d . . . . . F2 F 0.8860(4) 1.0425(3) 0.0277(3) 0.0563(13) Uani 1 1 d . . . . . F3 F 0.9600(4) 0.9115(3) 0.0521(2) 0.0516(11) Uani 1 1 d . . . . . P2 P 0.5972(2) 1.10286(12) 0.31922(11) 0.0517(5) Uani 1 1 d D . . . . F4 F 0.6870(9) 1.1768(6) 0.2809(6) 0.068(3) Uiso 0.5 1 d D . . C 1 F4A F 0.6447(9) 1.1859(5) 0.2626(4) 0.056(3) Uiso 0.5 1 d D . . C 2 F5 F 0.5135(6) 1.1591(4) 0.3578(4) 0.098(2) Uani 1 1 d . . . . . F6 F 0.6619(13) 1.0655(11) 0.3769(6) 0.113(5) Uiso 0.5 1 d D . . C 1 F6A F 0.6849(11) 1.1222(11) 0.3584(8) 0.105(5) Uiso 0.5 1 d D . . C 2 F7 F 0.6798(5) 1.0433(3) 0.2808(3) 0.0733(16) Uani 1 1 d . . . . . F8 F 0.5353(14) 1.1341(12) 0.2591(6) 0.108(6) Uiso 0.5 1 d D . . C 1 F8A F 0.5080(10) 1.0933(10) 0.2773(7) 0.087(4) Uiso 0.5 1 d D . . C 2 F9 F 0.5070(9) 1.0279(6) 0.3525(6) 0.080(4) Uiso 0.5 1 d D . . C 1 F9A F 0.5570(12) 1.0179(6) 0.3755(5) 0.084(4) Uiso 0.5 1 d D . . C 2 O1S O 0.0140(17) 0.5387(12) 0.5107(10) 0.112(6) Uiso 0.5 1 d . . . D -1 H1S H 0.0607 0.5329 0.4776 0.167 Uiso 0.5 1 d R . . D -1 C10S C 0.0476(14) 0.6117(11) 0.5280(9) 0.050(4) Uiso 0.5 1 d . . . D -1 H10D H -0.0100 0.6191 0.5653 0.075 Uiso 0.5 1 d R . . D -1 H10E H 0.1175 0.6008 0.5414 0.075 Uiso 0.5 1 d R . . D -1 H10F H 0.0549 0.6621 0.4921 0.075 Uiso 0.5 1 d R . . D -1 N1S N 0.3025(13) 0.8738(11) 0.4153(8) 0.067(4) Uiso 0.5 1 d D . . . . C2S C 0.3579(11) 0.8776(9) 0.4480(7) 0.038(3) Uiso 0.5 1 d D . . . . C3S C 0.4387(13) 0.8842(11) 0.4848(8) 0.054(4) Uiso 0.5 1 d D . . . . H3SA H 0.4287 0.8428 0.5269 0.081 Uiso 0.5 1 d R . . . . H3SB H 0.5092 0.8757 0.4564 0.081 Uiso 0.5 1 d R . . . . H3SC H 0.4377 0.9399 0.4920 0.081 Uiso 0.5 1 d R . . . . N2S N 0.2154(8) 0.6035(6) 0.3478(5) 0.080(3) Uani 1 1 d D U . . . C4S C 0.1835(9) 0.6672(6) 0.3480(6) 0.072(3) Uani 1 1 d D U . . . C5S C 0.1382(13) 0.7482(8) 0.3503(8) 0.117(5) Uani 1 1 d D U . . . H5SA H 0.1492 0.7624 0.3897 0.176 Uiso 1 1 d R . . . . H5SB H 0.0595 0.7477 0.3516 0.176 Uiso 1 1 d R . . . . H5SC H 0.1759 0.7895 0.3112 0.176 Uiso 1 1 d R . . . . N3S N 0.9623(8) 0.8003(5) 0.2355(5) 0.082(3) Uani 1 1 d D . . . . C6S C 0.9436(8) 0.8679(5) 0.2289(5) 0.058(2) Uani 1 1 d D . . . . C7S C 0.9187(9) 0.9556(5) 0.2184(6) 0.075(3) Uani 1 1 d D . . . . H7SA H 0.8389 0.9623 0.2271 0.112 Uiso 1 1 d R . . . . H7SB H 0.9487 0.9790 0.2480 0.112 Uiso 1 1 d R . . . . H7SC H 0.9514 0.9845 0.1729 0.112 Uiso 1 1 d R . . . . N4S N 0.5772(17) 0.7835(11) 0.0839(9) 0.091(6) Uiso 0.5 1 d D . . . . C8S C 0.6110(15) 0.8374(10) 0.0419(8) 0.059(4) Uiso 0.5 1 d D . . E 1 C9S C 0.6694(12) 0.9115(8) -0.0013(7) 0.038(3) Uiso 0.5 1 d D . . E 1 H9SA H 0.6236 0.9600 0.0022 0.058 Uiso 0.5 1 d R . . E 1 H9SB H 0.7382 0.9180 0.0113 0.058 Uiso 0.5 1 d R . . E 1 H9SC H 0.6856 0.9063 -0.0466 0.058 Uiso 0.5 1 d R . . E 1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.01442(9) 0.01218(9) 0.02866(11) -0.00762(8) -0.00180(8) 0.00156(7) Ir2 0.01696(10) 0.01608(10) 0.02362(11) -0.00893(8) -0.00069(8) -0.00227(7) O1 0.0208(18) 0.0168(18) 0.033(2) -0.0113(16) -0.0057(16) 0.0001(14) O2 0.026(2) 0.028(2) 0.024(2) -0.0095(17) -0.0029(16) -0.0057(16) N1 0.018(2) 0.015(2) 0.035(3) -0.0088(19) -0.0027(19) 0.0018(17) N2 0.025(2) 0.015(2) 0.040(3) -0.011(2) -0.008(2) 0.0065(18) N3 0.016(2) 0.015(2) 0.031(2) -0.0083(18) -0.0023(18) 0.0021(16) N4 0.016(2) 0.016(2) 0.028(2) -0.0084(18) -0.0021(18) 0.0005(16) N5 0.037(3) 0.018(2) 0.066(4) -0.022(3) -0.025(3) 0.006(2) N6 0.025(2) 0.022(2) 0.033(3) -0.013(2) -0.003(2) -0.0044(19) N7 0.017(2) 0.020(2) 0.035(3) -0.013(2) 0.0005(19) 0.0019(17) N8 0.017(2) 0.022(2) 0.027(2) -0.0077(19) -0.0025(18) -0.0031(17) N9 0.019(2) 0.020(2) 0.026(2) -0.0066(19) -0.0004(18) 0.0003(17) N10 0.019(2) 0.024(2) 0.022(2) -0.0114(19) -0.0011(18) 0.0001(18) C1 0.014(2) 0.018(2) 0.030(3) -0.005(2) 0.005(2) -0.0010(19) C2 0.015(2) 0.021(3) 0.034(3) -0.010(2) 0.002(2) -0.001(2) C3 0.016(2) 0.020(3) 0.035(3) -0.008(2) 0.002(2) 0.002(2) C4 0.017(2) 0.026(3) 0.025(3) -0.004(2) 0.004(2) 0.000(2) C5 0.012(2) 0.030(3) 0.027(3) -0.009(2) 0.000(2) -0.006(2) C6 0.018(2) 0.021(3) 0.030(3) -0.007(2) 0.005(2) -0.002(2) C7 0.022(3) 0.033(3) 0.033(3) -0.010(3) 0.000(2) 0.002(2) C8 0.026(3) 0.052(4) 0.054(4) -0.029(4) -0.013(3) 0.013(3) C9 0.034(4) 0.033(4) 0.051(4) 0.001(3) -0.011(3) 0.003(3) C10 0.027(3) 0.040(4) 0.034(3) -0.013(3) -0.005(3) 0.002(3) C11 0.019(3) 0.017(3) 0.037(3) -0.009(2) 0.001(2) 0.003(2) C12 0.043(4) 0.017(3) 0.050(4) -0.013(3) -0.016(3) 0.011(3) C13 0.020(3) 0.015(2) 0.034(3) -0.008(2) -0.002(2) 0.003(2) C14 0.031(3) 0.014(2) 0.045(4) -0.010(2) -0.010(3) 0.005(2) C15 0.025(3) 0.016(3) 0.039(3) -0.013(2) -0.006(2) 0.000(2) C16 0.019(2) 0.012(2) 0.030(3) -0.009(2) -0.001(2) -0.0011(19) C18 0.030(3) 0.027(3) 0.031(3) -0.015(3) -0.001(3) -0.008(2) C19 0.029(3) 0.029(3) 0.026(3) -0.012(2) -0.001(2) -0.009(2) C20 0.029(3) 0.025(3) 0.018(3) -0.007(2) -0.003(2) -0.006(2) C21 0.037(3) 0.035(3) 0.030(3) -0.006(3) -0.010(3) -0.010(3) C22 0.033(2) 0.034(2) 0.0286(19) 0.0001(15) -0.0175(16) 0.0028(16) C23 0.056(5) 0.037(4) 0.035(4) -0.009(3) -0.012(3) -0.021(3) C24 0.053(4) 0.029(3) 0.030(3) -0.011(3) -0.015(3) -0.011(3) C25 0.068(5) 0.044(4) 0.045(4) -0.015(3) -0.024(4) -0.010(4) C29 0.020(3) 0.022(3) 0.041(3) -0.008(2) -0.003(2) 0.001(2) C30 0.028(3) 0.034(3) 0.037(4) -0.010(3) 0.005(3) -0.007(3) C31 0.017(3) 0.042(4) 0.048(4) -0.025(3) 0.002(3) -0.003(2) C32 0.018(3) 0.031(3) 0.053(4) -0.022(3) -0.003(3) 0.002(2) C33 0.016(2) 0.022(3) 0.042(3) -0.017(2) -0.007(2) 0.004(2) C34 0.024(3) 0.018(3) 0.035(3) -0.013(2) -0.008(2) 0.003(2) C35 0.023(3) 0.013(2) 0.031(3) -0.009(2) -0.013(2) 0.0014(19) C36 0.027(3) 0.019(3) 0.029(3) -0.006(2) -0.009(2) 0.000(2) C37 0.046(4) 0.022(3) 0.036(3) 0.000(3) -0.017(3) -0.002(3) C38 0.053(4) 0.016(3) 0.055(4) -0.007(3) -0.025(4) 0.009(3) C39 0.034(3) 0.023(3) 0.049(4) -0.018(3) -0.020(3) 0.010(2) C40 0.040(4) 0.038(4) 0.066(5) -0.018(4) -0.021(4) 0.026(3) C41 0.072(6) 0.035(4) 0.052(5) 0.013(4) -0.016(4) -0.001(4) C42 0.023(3) 0.025(3) 0.024(3) -0.005(2) -0.005(2) -0.005(2) C43 0.036(3) 0.042(4) 0.027(3) -0.001(3) -0.007(3) -0.014(3) C44 0.021(3) 0.060(5) 0.030(3) -0.009(3) 0.001(3) -0.014(3) C45 0.019(3) 0.053(4) 0.035(3) -0.018(3) 0.000(3) 0.004(3) C46 0.020(3) 0.031(3) 0.034(3) -0.013(3) -0.007(2) 0.001(2) C47 0.024(3) 0.022(3) 0.032(3) -0.005(2) 0.004(2) -0.004(2) C48 0.028(3) 0.033(3) 0.038(4) -0.004(3) 0.004(3) -0.005(3) C49 0.028(3) 0.039(4) 0.033(3) -0.011(3) 0.010(3) -0.004(3) C50 0.020(3) 0.029(3) 0.028(3) -0.010(2) 0.001(2) 0.001(2) C51 0.016(2) 0.020(3) 0.024(3) -0.008(2) -0.003(2) -0.0004(19) C52 0.015(2) 0.021(3) 0.023(3) -0.009(2) -0.002(2) 0.0002(19) C53 0.015(2) 0.018(2) 0.023(3) -0.010(2) -0.007(2) -0.0007(18) C54 0.016(2) 0.024(3) 0.025(3) -0.010(2) -0.004(2) -0.001(2) C55 0.026(3) 0.020(3) 0.029(3) -0.005(2) -0.006(2) -0.004(2) C56 0.032(3) 0.012(2) 0.040(3) -0.007(2) -0.006(3) 0.002(2) C57 0.025(3) 0.025(3) 0.028(3) -0.010(2) -0.010(2) 0.004(2) C58 0.030(3) 0.026(3) 0.035(3) -0.010(3) -0.003(3) 0.010(2) C59 0.034(3) 0.025(3) 0.045(4) -0.004(3) 0.003(3) -0.005(3) C60 0.017(2) 0.023(3) 0.025(3) -0.006(2) -0.006(2) 0.001(2) C61 0.023(3) 0.030(3) 0.027(3) -0.005(2) -0.002(2) -0.002(2) C62 0.024(3) 0.049(4) 0.027(3) -0.013(3) 0.002(2) -0.003(3) C63 0.028(3) 0.046(4) 0.038(4) -0.025(3) 0.004(3) -0.001(3) C64 0.026(3) 0.028(3) 0.035(3) -0.017(3) 0.003(3) -0.002(2) P1 0.0402(13) 0.0212(10) 0.0353(12) -0.0041(9) -0.0155(10) 0.0101(9) F1 0.085(4) 0.053(3) 0.062(3) -0.019(2) -0.044(3) 0.008(3) F2 0.048(3) 0.039(2) 0.071(3) -0.005(2) -0.004(2) 0.018(2) F3 0.058(3) 0.027(2) 0.059(3) 0.0057(19) -0.012(2) 0.0042(19) P2 0.0745(15) 0.0296(9) 0.0512(12) -0.0143(9) -0.0094(11) -0.0034(10) F5 0.117(6) 0.058(4) 0.106(5) -0.046(4) 0.028(4) -0.007(4) F7 0.087(4) 0.046(3) 0.084(4) -0.021(3) -0.012(3) 0.018(3) N2S 0.079(3) 0.084(3) 0.080(3) -0.0216(19) -0.0221(19) -0.0029(19) C4S 0.072(3) 0.073(3) 0.072(3) -0.0184(12) -0.0168(12) 0.0001(10) C5S 0.116(5) 0.118(5) 0.117(5) -0.029(2) -0.026(2) 0.000(2) N3S 0.082(6) 0.051(5) 0.101(7) -0.025(5) 0.006(5) 0.003(4) C6S 0.057(5) 0.042(5) 0.063(6) -0.015(4) 0.008(4) -0.002(4) C7S 0.080(7) 0.052(6) 0.081(7) -0.017(5) 0.000(6) 0.023(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 O1 2.026(4) . ? Ir1 N1 2.079(5) . ? Ir1 N3 2.027(5) . ? Ir1 N7 2.051(5) . ? Ir1 N8 2.045(5) . ? Ir1 C35 1.952(5) . ? Ir2 O2 2.029(4) . ? Ir2 N4 2.029(5) . ? Ir2 N6 2.079(5) . ? Ir2 N9 2.055(5) . ? Ir2 N10 2.053(5) . ? Ir2 C53 1.947(5) . ? O1 C1 1.325(7) . ? O2 C20 1.327(7) . ? N1 N2 1.387(7) . ? N1 C11 1.285(8) . ? N2 C12 1.467(7) . ? N2 C13 1.354(8) . ? N3 C13 1.381(7) . ? N3 C16 1.324(7) . ? N4 C15 1.383(7) . ? N4 C16 1.319(7) . ? N5 N6 1.381(7) . ? N5 C15 1.351(7) . ? N5 C17 1.492(16) . ? N5 C17A 1.497(14) . ? N6 C18 1.294(7) . ? N7 C29 1.339(8) . ? N7 C33 1.387(7) . ? N8 C42 1.376(7) . ? N8 C46 1.351(7) . ? N9 C47 1.336(7) . ? N9 C51 1.379(7) . ? N10 C60 1.367(7) . ? N10 C64 1.347(7) . ? C1 C2 1.428(7) . ? C1 C6 1.414(8) . ? C2 C3 1.412(8) . ? C2 C11 1.439(8) . ? C3 H3 0.9500 . ? C3 C4 1.386(8) . ? C4 C5 1.411(8) . ? C4 C7 1.532(9) . ? C5 H5 0.9500 . ? C5 C6 1.371(8) . ? C6 H6 0.9500 . ? C7 C8 1.532(8) . ? C7 C9 1.527(9) . ? C7 C10 1.528(9) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11 0.9500 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C14 1.377(8) . ? C14 H14 0.9500 . ? C14 C15 1.385(9) . ? C16 H16 0.9500 . ? C17 H17A 0.9601 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C17A H17D 0.9598 . ? C17A H17E 0.9601 . ? C17A H17F 0.9601 . ? C18 H18 0.9500 . ? C18 C19 1.429(9) . ? C19 C20 1.428(8) . ? C19 C24 1.410(8) . ? C20 C21 1.399(9) . ? C21 H21 0.9500 . ? C21 C22 1.361(9) . ? C22 H22 0.9500 . ? C22 C23 1.361(10) . ? C23 C24 1.374(10) . ? C23 C25 1.541(10) . ? C24 H24 0.9500 . ? C25 C26 1.478(15) . ? C25 C26A 1.52(3) . ? C25 C27 1.532(16) . ? C25 C27A 1.53(3) . ? C25 C28 1.528(17) . ? C25 C28A 1.46(3) . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C26A H26D 0.9800 . ? C26A H26E 0.9800 . ? C26A H26F 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C27A H27D 0.9800 . ? C27A H27E 0.9800 . ? C27A H27F 0.9800 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C28A H28D 0.9800 . ? C28A H28E 0.9800 . ? C28A H28F 0.9800 . ? C29 H29 0.9500 . ? C29 C30 1.380(8) . ? C30 H30 0.9500 . ? C30 C31 1.393(10) . ? C31 H31 0.9500 . ? C31 C32 1.358(10) . ? C32 H32 0.9500 . ? C32 C33 1.388(8) . ? C33 C34 1.469(9) . ? C34 C35 1.404(8) . ? C34 C39 1.404(8) . ? C35 C36 1.398(8) . ? C36 C37 1.410(8) . ? C36 C42 1.473(8) . ? C37 C38 1.391(10) . ? C37 C41 1.519(10) . ? C38 H38 0.9500 . ? C38 C39 1.394(10) . ? C39 C40 1.515(9) . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C42 C43 1.392(8) . ? C43 H43 0.9500 . ? C43 C44 1.388(10) . ? C44 H44 0.9500 . ? C44 C45 1.368(10) . ? C45 H45 0.9500 . ? C45 C46 1.380(9) . ? C46 H46 0.9500 . ? C47 H47 0.9500 . ? C47 C48 1.391(9) . ? C48 H48 0.9500 . ? C48 C49 1.369(9) . ? C49 H49 0.9500 . ? C49 C50 1.385(9) . ? C50 H50 0.9500 . ? C50 C51 1.384(8) . ? C51 C52 1.475(7) . ? C52 C53 1.404(7) . ? C52 C57 1.405(8) . ? C53 C54 1.404(7) . ? C54 C55 1.405(8) . ? C54 C60 1.482(7) . ? C55 C56 1.393(8) . ? C55 C59 1.516(8) . ? C56 H56 0.9500 . ? C56 C57 1.406(8) . ? C57 C58 1.499(8) . ? C58 H58A 0.9800 . ? C58 H58B 0.9800 . ? C58 H58C 0.9800 . ? C59 H59A 0.9800 . ? C59 H59B 0.9800 . ? C59 H59C 0.9800 . ? C60 C61 1.389(8) . ? C61 H61 0.9500 . ? C61 C62 1.384(9) . ? C62 H62 0.9500 . ? C62 C63 1.387(10) . ? C63 H63 0.9500 . ? C63 C64 1.373(9) . ? C64 H64 0.9500 . ? P1 F1 1.593(5) 2_775 ? P1 F1 1.593(5) . ? P1 F2 1.589(4) 2_775 ? P1 F2 1.589(4) . ? P1 F3 1.597(4) . ? P1 F3 1.597(4) 2_775 ? P2 F4 1.592(5) . ? P2 F4A 1.593(5) . ? P2 F5 1.576(6) . ? P2 F6 1.591(5) . ? P2 F6A 1.590(5) . ? P2 F7 1.605(6) . ? P2 F8 1.597(5) . ? P2 F8A 1.597(5) . ? P2 F9 1.593(5) . ? P2 F9A 1.593(5) . ? O1S H1S 0.8202 . ? O1S C10S 1.44(2) . ? C10S H10D 0.9602 . ? C10S H10E 0.9600 . ? C10S H10F 0.9601 . ? N1S C2S 1.092(8) . ? C2S C3S 1.420(9) . ? C3S H3SA 0.9601 . ? C3S H3SB 0.9599 . ? C3S H3SC 0.9599 . ? N2S C4S 1.095(8) . ? C4S C5S 1.422(9) . ? C5S H5SA 0.9598 . ? C5S H5SB 0.9600 . ? C5S H5SC 0.9601 . ? N3S C6S 1.098(8) . ? C6S C7S 1.424(9) . ? C7S H7SA 0.9598 . ? C7S H7SB 0.9600 . ? C7S H7SC 0.9600 . ? N4S C8S 1.096(8) . ? C8S C9S 1.423(9) . ? C9S H9SA 0.9601 . ? C9S H9SB 0.9601 . ? C9S H9SC 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Ir1 N1 93.31(17) . . ? O1 Ir1 N3 171.58(17) . . ? O1 Ir1 N7 89.55(18) . . ? O1 Ir1 N8 89.76(17) . . ? N3 Ir1 N1 78.51(19) . . ? N3 Ir1 N7 90.17(18) . . ? N3 Ir1 N8 93.25(18) . . ? N7 Ir1 N1 101.68(19) . . ? N8 Ir1 N1 97.45(19) . . ? N8 Ir1 N7 160.87(19) . . ? C35 Ir1 O1 90.10(19) . . ? C35 Ir1 N1 176.0(2) . . ? C35 Ir1 N3 98.1(2) . . ? C35 Ir1 N7 80.4(2) . . ? C35 Ir1 N8 80.5(2) . . ? O2 Ir2 N6 93.17(18) . . ? O2 Ir2 N9 89.62(18) . . ? O2 Ir2 N10 88.76(17) . . ? N4 Ir2 O2 171.44(17) . . ? N4 Ir2 N6 78.31(19) . . ? N4 Ir2 N9 91.27(19) . . ? N4 Ir2 N10 93.22(18) . . ? N9 Ir2 N6 101.53(19) . . ? N10 Ir2 N6 98.04(19) . . ? N10 Ir2 N9 160.42(18) . . ? C53 Ir2 O2 87.39(19) . . ? C53 Ir2 N4 101.15(19) . . ? C53 Ir2 N6 178.2(2) . . ? C53 Ir2 N9 80.2(2) . . ? C53 Ir2 N10 80.2(2) . . ? C1 O1 Ir1 122.0(3) . . ? C20 O2 Ir2 122.2(4) . . ? N2 N1 Ir1 113.1(4) . . ? C11 N1 Ir1 125.8(4) . . ? C11 N1 N2 121.0(5) . . ? N1 N2 C12 120.1(5) . . ? C13 N2 N1 115.6(4) . . ? C13 N2 C12 124.1(5) . . ? C13 N3 Ir1 114.4(4) . . ? C16 N3 Ir1 127.4(4) . . ? C16 N3 C13 117.9(5) . . ? C15 N4 Ir2 114.6(4) . . ? C16 N4 Ir2 128.1(4) . . ? C16 N4 C15 117.2(5) . . ? N6 N5 C17 119.5(7) . . ? N6 N5 C17A 119.6(7) . . ? C15 N5 N6 116.1(5) . . ? C15 N5 C17 122.5(8) . . ? C15 N5 C17A 123.1(7) . . ? N5 N6 Ir2 113.6(3) . . ? C18 N6 Ir2 126.0(5) . . ? C18 N6 N5 120.3(5) . . ? C29 N7 Ir1 125.0(4) . . ? C29 N7 C33 120.2(5) . . ? C33 N7 Ir1 114.7(4) . . ? C42 N8 Ir1 114.5(4) . . ? C46 N8 Ir1 125.2(4) . . ? C46 N8 C42 120.3(5) . . ? C47 N9 Ir2 125.4(4) . . ? C47 N9 C51 120.1(5) . . ? C51 N9 Ir2 114.4(4) . . ? C60 N10 Ir2 114.9(3) . . ? C64 N10 Ir2 125.0(4) . . ? C64 N10 C60 120.0(5) . . ? O1 C1 C2 128.3(5) . . ? O1 C1 C6 116.0(5) . . ? C6 C1 C2 115.6(5) . . ? C1 C2 C11 126.4(6) . . ? C3 C2 C1 119.3(5) . . ? C3 C2 C11 114.3(5) . . ? C2 C3 H3 117.9 . . ? C4 C3 C2 124.3(5) . . ? C4 C3 H3 117.9 . . ? C3 C4 C5 115.6(5) . . ? C3 C4 C7 120.2(5) . . ? C5 C4 C7 124.1(5) . . ? C4 C5 H5 119.2 . . ? C6 C5 C4 121.6(5) . . ? C6 C5 H5 119.2 . . ? C1 C6 H6 118.2 . . ? C5 C6 C1 123.5(5) . . ? C5 C6 H6 118.2 . . ? C8 C7 C4 108.5(5) . . ? C9 C7 C4 109.5(5) . . ? C9 C7 C8 109.6(6) . . ? C9 C7 C10 108.6(6) . . ? C10 C7 C4 112.1(5) . . ? C10 C7 C8 108.6(5) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8B 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9B 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C7 C10 H10A 109.5 . . ? C7 C10 H10B 109.5 . . ? C7 C10 H10C 109.5 . . ? H10A C10 H10B 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N1 C11 C2 123.9(5) . . ? N1 C11 H11 118.0 . . ? C2 C11 H11 118.0 . . ? N2 C12 H12A 109.5 . . ? N2 C12 H12B 109.5 . . ? N2 C12 H12C 109.5 . . ? H12A C12 H12B 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N2 C13 N3 117.4(5) . . ? N2 C13 C14 122.8(5) . . ? C14 C13 N3 119.8(5) . . ? C13 C14 H14 120.6 . . ? C13 C14 C15 118.9(5) . . ? C15 C14 H14 120.6 . . ? N4 C15 C14 120.3(5) . . ? N5 C15 N4 117.4(5) . . ? N5 C15 C14 122.3(5) . . ? N3 C16 H16 117.1 . . ? N4 C16 N3 125.8(5) . . ? N4 C16 H16 117.1 . . ? N5 C17 H17A 109.5 . . ? N5 C17 H17B 109.5 . . ? N5 C17 H17C 109.5 . . ? H17A C17 H17B 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? N5 C17A H17D 109.5 . . ? N5 C17A H17E 109.5 . . ? N5 C17A H17F 109.5 . . ? H17D C17A H17E 109.5 . . ? H17D C17A H17F 109.5 . . ? H17E C17A H17F 109.5 . . ? N6 C18 H18 118.3 . . ? N6 C18 C19 123.3(6) . . ? C19 C18 H18 118.3 . . ? C20 C19 C18 127.3(5) . . ? C24 C19 C18 112.9(6) . . ? C24 C19 C20 119.8(6) . . ? O2 C20 C19 127.9(5) . . ? O2 C20 C21 116.0(5) . . ? C21 C20 C19 116.1(5) . . ? C20 C21 H21 120.0 . . ? C22 C21 C20 120.0(6) . . ? C22 C21 H21 120.0 . . ? C21 C22 H22 116.8 . . ? C21 C22 C23 126.5(6) . . ? C23 C22 H22 116.8 . . ? C22 C23 C24 114.5(6) . . ? C22 C23 C25 125.1(7) . . ? C24 C23 C25 120.4(7) . . ? C19 C24 H24 118.4 . . ? C23 C24 C19 123.2(7) . . ? C23 C24 H24 118.4 . . ? C26 C25 C23 108.0(8) . . ? C26 C25 C27 110.2(9) . . ? C26 C25 C28 112.4(10) . . ? C26A C25 C23 114.6(15) . . ? C26A C25 C27A 102.0(19) . . ? C27 C25 C23 110.1(8) . . ? C27A C25 C23 108.1(13) . . ? C28 C25 C23 108.0(9) . . ? C28 C25 C27 108.1(9) . . ? C28A C25 C23 111.9(13) . . ? C28A C25 C26A 113.8(19) . . ? C28A C25 C27A 105.3(18) . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26B 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C26A H26D 109.5 . . ? C25 C26A H26E 109.5 . . ? C25 C26A H26F 109.5 . . ? H26D C26A H26E 109.5 . . ? H26D C26A H26F 109.5 . . ? H26E C26A H26F 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27B 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C25 C27A H27D 109.5 . . ? C25 C27A H27E 109.5 . . ? C25 C27A H27F 109.5 . . ? H27D C27A H27E 109.5 . . ? H27D C27A H27F 109.5 . . ? H27E C27A H27F 109.5 . . ? C25 C28 H28A 109.5 . . ? C25 C28 H28B 109.5 . . ? C25 C28 H28C 109.5 . . ? H28A C28 H28B 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C25 C28A H28D 109.5 . . ? C25 C28A H28E 109.5 . . ? C25 C28A H28F 109.5 . . ? H28D C28A H28E 109.5 . . ? H28D C28A H28F 109.5 . . ? H28E C28A H28F 109.5 . . ? N7 C29 H29 118.7 . . ? N7 C29 C30 122.5(6) . . ? C30 C29 H29 118.7 . . ? C29 C30 H30 121.1 . . ? C29 C30 C31 117.8(6) . . ? C31 C30 H30 121.1 . . ? C30 C31 H31 120.0 . . ? C32 C31 C30 119.9(6) . . ? C32 C31 H31 120.0 . . ? C31 C32 H32 119.2 . . ? C31 C32 C33 121.6(6) . . ? C33 C32 H32 119.2 . . ? N7 C33 C32 118.0(6) . . ? N7 C33 C34 113.9(5) . . ? C32 C33 C34 128.1(5) . . ? C35 C34 C33 113.1(5) . . ? C39 C34 C33 129.0(6) . . ? C39 C34 C35 117.8(6) . . ? C34 C35 Ir1 117.8(4) . . ? C36 C35 Ir1 117.7(4) . . ? C36 C35 C34 124.5(5) . . ? C35 C36 C37 117.2(6) . . ? C35 C36 C42 112.9(5) . . ? C37 C36 C42 130.0(6) . . ? C36 C37 C41 123.5(7) . . ? C38 C37 C36 118.0(6) . . ? C38 C37 C41 118.5(6) . . ? C37 C38 H38 117.5 . . ? C37 C38 C39 125.0(6) . . ? C39 C38 H38 117.5 . . ? C34 C39 C40 124.7(7) . . ? C38 C39 C34 117.4(6) . . ? C38 C39 C40 117.9(6) . . ? C39 C40 H40A 109.5 . . ? C39 C40 H40B 109.5 . . ? C39 C40 H40C 109.5 . . ? H40A C40 H40B 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C37 C41 H41A 109.5 . . ? C37 C41 H41B 109.5 . . ? C37 C41 H41C 109.5 . . ? H41A C41 H41B 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? N8 C42 C36 114.3(5) . . ? N8 C42 C43 118.5(6) . . ? C43 C42 C36 127.3(6) . . ? C42 C43 H43 119.6 . . ? C44 C43 C42 120.7(6) . . ? C44 C43 H43 119.6 . . ? C43 C44 H44 120.2 . . ? C45 C44 C43 119.7(6) . . ? C45 C44 H44 120.2 . . ? C44 C45 H45 120.6 . . ? C44 C45 C46 118.8(6) . . ? C46 C45 H45 120.6 . . ? N8 C46 C45 122.0(6) . . ? N8 C46 H46 119.0 . . ? C45 C46 H46 119.0 . . ? N9 C47 H47 119.0 . . ? N9 C47 C48 121.9(6) . . ? C48 C47 H47 119.0 . . ? C47 C48 H48 120.5 . . ? C49 C48 C47 118.9(6) . . ? C49 C48 H48 120.5 . . ? C48 C49 H49 120.4 . . ? C48 C49 C50 119.3(6) . . ? C50 C49 H49 120.4 . . ? C49 C50 H50 119.6 . . ? C51 C50 C49 120.8(6) . . ? C51 C50 H50 119.6 . . ? N9 C51 C50 118.9(5) . . ? N9 C51 C52 114.5(5) . . ? C50 C51 C52 126.6(5) . . ? C53 C52 C51 112.1(5) . . ? C53 C52 C57 118.9(5) . . ? C57 C52 C51 129.0(5) . . ? C52 C53 Ir2 118.3(4) . . ? C54 C53 Ir2 118.2(4) . . ? C54 C53 C52 123.1(5) . . ? C53 C54 C55 118.2(5) . . ? C53 C54 C60 112.2(5) . . ? C55 C54 C60 129.6(5) . . ? C54 C55 C59 124.8(5) . . ? C56 C55 C54 117.6(5) . . ? C56 C55 C59 117.6(5) . . ? C55 C56 H56 117.6 . . ? C55 C56 C57 124.8(5) . . ? C57 C56 H56 117.6 . . ? C52 C57 C56 116.7(5) . . ? C52 C57 C58 124.9(5) . . ? C56 C57 C58 118.1(5) . . ? C57 C58 H58A 109.5 . . ? C57 C58 H58B 109.5 . . ? C57 C58 H58C 109.5 . . ? H58A C58 H58B 109.5 . . ? H58A C58 H58C 109.5 . . ? H58B C58 H58C 109.5 . . ? C55 C59 H59A 109.5 . . ? C55 C59 H59B 109.5 . . ? C55 C59 H59C 109.5 . . ? H59A C59 H59B 109.5 . . ? H59A C59 H59C 109.5 . . ? H59B C59 H59C 109.5 . . ? N10 C60 C54 114.3(5) . . ? N10 C60 C61 119.1(5) . . ? C61 C60 C54 126.5(5) . . ? C60 C61 H61 119.6 . . ? C62 C61 C60 120.8(6) . . ? C62 C61 H61 119.6 . . ? C61 C62 H62 120.5 . . ? C61 C62 C63 118.9(6) . . ? C63 C62 H62 120.5 . . ? C62 C63 H63 120.7 . . ? C64 C63 C62 118.6(6) . . ? C64 C63 H63 120.7 . . ? N10 C64 C63 122.5(6) . . ? N10 C64 H64 118.8 . . ? C63 C64 H64 118.8 . . ? F1 P1 F1 180.0 2_775 . ? F1 P1 F3 89.6(3) . . ? F1 P1 F3 89.6(3) 2_775 2_775 ? F1 P1 F3 90.4(3) . 2_775 ? F1 P1 F3 90.4(3) 2_775 . ? F2 P1 F1 89.9(3) . . ? F2 P1 F1 89.9(3) 2_775 2_775 ? F2 P1 F1 90.1(3) . 2_775 ? F2 P1 F1 90.1(3) 2_775 . ? F2 P1 F2 180.0 . 2_775 ? F2 P1 F3 90.9(2) . . ? F2 P1 F3 89.1(2) 2_775 . ? F2 P1 F3 89.1(2) . 2_775 ? F2 P1 F3 90.9(2) 2_775 2_775 ? F3 P1 F3 180.0 2_775 . ? F4 P2 F7 86.4(5) . . ? F4 P2 F8 87.3(8) . . ? F4 P2 F9 175.9(7) . . ? F4A P2 F7 92.1(5) . . ? F4A P2 F8A 88.3(7) . . ? F4A P2 F9A 176.7(7) . . ? F5 P2 F4 95.3(5) . . ? F5 P2 F4A 89.4(5) . . ? F5 P2 F6 96.8(7) . . ? F5 P2 F6A 86.2(7) . . ? F5 P2 F7 178.3(4) . . ? F5 P2 F8 87.4(7) . . ? F5 P2 F8A 90.6(6) . . ? F5 P2 F9 87.0(5) . . ? F5 P2 F9A 93.1(6) . . ? F6 P2 F4 94.1(8) . . ? F6 P2 F7 83.3(7) . . ? F6 P2 F8 175.5(9) . . ? F6 P2 F9 89.0(8) . . ? F6A P2 F4A 87.0(8) . . ? F6A P2 F7 94.7(7) . . ? F6A P2 F8A 174.3(9) . . ? F6A P2 F9A 91.0(8) . . ? F8 P2 F7 92.6(7) . . ? F8A P2 F7 88.6(6) . . ? F9 P2 F7 91.3(5) . . ? F9 P2 F8 89.4(9) . . ? F9A P2 F7 85.4(5) . . ? F9A P2 F8A 93.9(8) . . ? C10S O1S H1S 107.1 . . ? O1S C10S H10D 105.9 . . ? O1S C10S H10E 109.4 . . ? O1S C10S H10F 113.1 . . ? H10D C10S H10E 109.5 . . ? H10D C10S H10F 109.5 . . ? H10E C10S H10F 109.5 . . ? N1S C2S C3S 174.4(18) . . ? C2S C3S H3SA 113.7 . . ? C2S C3S H3SB 104.6 . . ? C2S C3S H3SC 109.9 . . ? H3SA C3S H3SB 109.5 . . ? H3SA C3S H3SC 109.5 . . ? H3SB C3S H3SC 109.5 . . ? N2S C4S C5S 177.6(15) . . ? C4S C5S H5SA 109.4 . . ? C4S C5S H5SB 109.9 . . ? C4S C5S H5SC 109.1 . . ? H5SA C5S H5SB 109.5 . . ? H5SA C5S H5SC 109.5 . . ? H5SB C5S H5SC 109.5 . . ? N3S C6S C7S 178.3(13) . . ? C6S C7S H7SA 109.4 . . ? C6S C7S H7SB 109.5 . . ? C6S C7S H7SC 109.5 . . ? H7SA C7S H7SB 109.5 . . ? H7SA C7S H7SC 109.5 . . ? H7SB C7S H7SC 109.5 . . ? N4S C8S C9S 166(2) . . ? C8S C9S H9SA 109.4 . . ? C8S C9S H9SB 109.7 . . ? C8S C9S H9SC 109.3 . . ? H9SA C9S H9SB 109.5 . . ? H9SA C9S H9SC 109.5 . . ? H9SB C9S H9SC 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 C13 N2 N1 -9.9(8) . . . . ? N4 C15 N5 N6 -0.2(9) . . . . ? C1 C2 C11 N1 3.6(9) . . . . ? C2 C11 N1 Ir1 -3.4(8) . . . . ? C2 C11 N1 N2 -178.7(5) . . . . ? C3 C2 C11 N1 -178.4(5) . . . . ? C3 C4 C7 C8 -58.5(7) . . . . ? C3 C4 C7 C9 61.1(7) . . . . ? C3 C4 C7 C10 -178.3(5) . . . . ? C5 C4 C7 C8 119.3(6) . . . . ? C5 C4 C7 C9 -121.2(6) . . . . ? C5 C4 C7 C10 -0.6(8) . . . . ? C11 N1 N2 C12 0.9(8) . . . . ? C11 N1 N2 C13 -173.5(5) . . . . ? C12 N2 N1 Ir1 -175.0(4) . . . . ? C12 N2 C13 N3 176.0(5) . . . . ? C13 N2 N1 Ir1 10.7(6) . . . . ? C14 C13 N2 N1 170.3(5) . . . . ? C14 C13 N2 C12 -3.8(9) . . . . ? C14 C15 N5 N6 -179.3(6) . . . . ? C14 C15 N5 C17 16.6(12) . . . . ? C14 C15 N5 C17A -11.9(12) . . . . ? C15 N5 N6 Ir2 -0.6(7) . . . . ? C15 N5 N6 C18 -177.8(6) . . . . ? C17 N5 N6 Ir2 164.1(8) . . . . ? C17 N5 N6 C18 -13.1(11) . . . . ? C17 N5 C15 N4 -164.3(9) . . . . ? C17A N5 N6 Ir2 -168.4(7) . . . . ? C17A N5 N6 C18 14.4(10) . . . . ? C17A N5 C15 N4 167.2(8) . . . . ? C19 C18 N6 Ir2 1.5(9) . . . . ? C19 C18 N6 N5 178.3(6) . . . . ? C20 C19 C18 N6 0.7(10) . . . . ? C22 C23 C25 C26 119.2(10) . . . . ? C22 C23 C25 C26A 172.9(17) . . . . ? C22 C23 C25 C27 -1.2(12) . . . . ? C22 C23 C25 C27A 60.0(16) . . . . ? C22 C23 C25 C28 -119.1(10) . . . . ? C22 C23 C25 C28A -55.5(17) . . . . ? C24 C19 C18 N6 -178.3(6) . . . . ? C24 C23 C25 C26 -61.8(11) . . . . ? C24 C23 C25 C26A -8.1(19) . . . . ? C24 C23 C25 C27 177.8(8) . . . . ? C24 C23 C25 C27A -121.0(14) . . . . ? C24 C23 C25 C28 59.9(11) . . . . ? C24 C23 C25 C28A 123.5(15) . . . . ? C32 C33 C34 C35 -175.1(6) . . . . ? C32 C33 C34 C39 5.4(10) . . . . ? C35 C34 C33 N7 2.7(7) . . . . ? C35 C36 C42 N8 -4.4(7) . . . . ? C35 C36 C42 C43 177.7(6) . . . . ? C37 C36 C42 N8 174.6(6) . . . . ? C37 C36 C42 C43 -3.3(11) . . . . ? C39 C34 C33 N7 -176.8(6) . . . . ? C50 C51 C52 C53 -169.0(5) . . . . ? C50 C51 C52 C57 12.6(10) . . . . ? C53 C52 C51 N9 7.2(7) . . . . ? C53 C54 C60 N10 3.4(7) . . . . ? C53 C54 C60 C61 -174.1(5) . . . . ? C55 C54 C60 N10 -179.9(6) . . . . ? C55 C54 C60 C61 2.6(10) . . . . ? C57 C52 C51 N9 -171.2(5) . . . . ? _smtbx_masks_special_details ? loop_ _smtbx_masks_void_nr _smtbx_masks_void_average_x _smtbx_masks_void_average_y _smtbx_masks_void_average_z _smtbx_masks_void_volume _smtbx_masks_void_count_electrons _smtbx_masks_void_content 1 0.500 0.000 0.000 620.6 140.1 ? _iucr_refine_instructions_details ; TITL 16srv324 in P-1 #2 REM reset to P-1 #2 CELL 0.71073 12.2674 16.3422 21.2271 75.235 76.5822 87.4928 ZERR 1 0.0011 0.0015 0.002 0.0034 0.0034 0.0032 LATT 1 SFAC C H F Ir N O P UNIT 141 150 18 4 26 5 3 SADI 0.005 P2 F6A P2 F4 P2 F4A P2 F8 P2 F8A P2 F9 P2 F9A P2 F6 SADI 0.005 N1S C2S N2S C4S N3S C6S N4S C8S SADI 0.005 C3S C2S C5S C4S C7S C6S C9S C8S ISOR 0.002 0.005 C22 ISOR 0.001 0.002 C5S C4S N2S L.S. 9 PLAN 9 SIZE 0.06 0.15 0.16 TEMP -153.15 CONF C3 C4 C7 C8 CONF C5 C4 C7 C8 CONF C3 C4 C7 C9 CONF C5 C4 C7 C9 CONF C3 C4 C7 C10 CONF C5 C4 C7 C10 CONF C1 C2 C11 N1 CONF C3 C2 C11 N1 CONF C2 C11 N1 Ir1 CONF C2 C11 N1 N2 CONF C12 N2 N1 Ir1 CONF C11 N1 N2 C12 CONF C13 N2 N1 Ir1 CONF C11 N1 N2 C13 CONF N3 C13 N2 N1 CONF C14 C13 N2 N1 CONF C12 N2 C13 N3 CONF C14 C13 N2 C12 CONF N4 C15 N5 N6 CONF C14 C15 N5 N6 CONF C17 N5 C15 N4 CONF C14 C15 N5 C17 CONF C17A N5 C15 N4 CONF C14 C15 N5 C17A CONF C15 N5 N6 Ir2 CONF C17 N5 N6 Ir2 CONF C17A N5 N6 Ir2 CONF C15 N5 N6 C18 CONF C17 N5 N6 C18 CONF C17A N5 N6 C18 CONF C19 C18 N6 Ir2 CONF C19 C18 N6 N5 CONF C20 C19 C18 N6 CONF C24 C19 C18 N6 CONF C22 C23 C25 C26 CONF C24 C23 C25 C26 CONF C22 C23 C25 C26A CONF C24 C23 C25 C26A CONF C22 C23 C25 C27 CONF C24 C23 C25 C27 CONF C22 C23 C25 C27A CONF C24 C23 C25 C27A CONF C22 C23 C25 C28 CONF C24 C23 C25 C28 CONF C22 C23 C25 C28A CONF C24 C23 C25 C28A CONF C35 C36 C42 N8 CONF C37 C36 C42 N8 CONF C35 C36 C42 C43 CONF C37 C36 C42 C43 CONF C35 C34 C33 N7 CONF C32 C33 C34 C35 CONF C39 C34 C33 N7 CONF C32 C33 C34 C39 CONF C53 C54 C60 N10 CONF C55 C54 C60 N10 CONF C53 C54 C60 C61 CONF C55 C54 C60 C61 CONF C53 C52 C51 N9 CONF C50 C51 C52 C53 CONF C57 C52 C51 N9 CONF C50 C51 C52 C57 BOND $h ABIN fmap 2 acta OMIT -2 58 OMIT 1 1 1 OMIT 1 1 0 OMIT 0 0 2 OMIT -1 1 2 OMIT -1 1 0 OMIT -1 -1 2 WGHT 0.023 45.68 FVAR 0.25487 REM REM REM Ir1 4 0.28441 0.60850 0.13055 11.00000 0.01442 0.01218 0.02866 = -0.00762 -0.00180 0.00156 Ir2 4 0.58523 0.65642 0.30615 11.00000 0.01696 0.01608 0.02362 = -0.00893 -0.00069 -0.00227 O1 6 0.21293 0.55931 0.07104 11.00000 0.02077 0.01681 0.03344 = -0.01130 -0.00571 0.00008 O2 6 0.70105 0.63822 0.36264 11.00000 0.02623 0.02765 0.02364 = -0.00952 -0.00294 -0.00573 N1 5 0.22930 0.73004 0.09520 11.00000 0.01796 0.01489 0.03494 = -0.00883 -0.00273 0.00184 N2 5 0.25484 0.78729 0.12815 11.00000 0.02472 0.01486 0.04010 = -0.01072 -0.00799 0.00650 N3 5 0.35180 0.67452 0.18155 11.00000 0.01607 0.01494 0.03134 = -0.00829 -0.00233 0.00212 N4 5 0.47223 0.69329 0.24857 11.00000 0.01605 0.01603 0.02764 = -0.00839 -0.00209 0.00051 N5 5 0.50279 0.82708 0.26238 11.00000 0.03726 0.01810 0.06639 = -0.02232 -0.02527 0.00567 N6 5 0.57695 0.78566 0.29933 11.00000 0.02503 0.02176 0.03263 = -0.01304 -0.00296 -0.00445 N7 5 0.43718 0.60903 0.06570 11.00000 0.01665 0.02019 0.03474 = -0.01277 0.00048 0.00191 N8 5 0.14884 0.56827 0.20810 11.00000 0.01722 0.02248 0.02678 = -0.00773 -0.00250 -0.00312 N9 5 0.70991 0.65227 0.22358 11.00000 0.01856 0.01988 0.02625 = -0.00657 -0.00044 0.00030 N10 5 0.46329 0.61688 0.39233 11.00000 0.01879 0.02427 0.02185 = -0.01139 -0.00105 0.00011 C1 1 0.16189 0.60729 0.02649 11.00000 0.01353 0.01846 0.02963 = -0.00546 0.00491 -0.00105 C2 1 0.13955 0.69567 0.01558 11.00000 0.01474 0.02087 0.03389 = -0.01035 0.00177 -0.00057 C3 1 0.07787 0.73397 -0.03242 11.00000 0.01644 0.01983 0.03517 = -0.00787 0.00206 0.00244 AFIX 43 H3 2 0.06386 0.79281 -0.03882 11.00000 -1.20000 AFIX 0 C4 1 0.03642 0.69130 -0.07082 11.00000 0.01709 0.02554 0.02457 = -0.00389 0.00392 -0.00005 C5 1 0.06100 0.60440 -0.06015 11.00000 0.01163 0.03015 0.02743 = -0.00879 0.00013 -0.00559 AFIX 43 H5 2 0.03501 0.57213 -0.08532 11.00000 -1.20000 AFIX 0 C6 1 0.12146 0.56533 -0.01435 11.00000 0.01754 0.02078 0.02983 = -0.00711 0.00542 -0.00239 AFIX 43 H6 2 0.13704 0.50692 -0.00980 11.00000 -1.20000 AFIX 0 C7 1 -0.03456 0.73782 -0.11916 11.00000 0.02168 0.03316 0.03271 = -0.01031 -0.00041 0.00157 C8 1 -0.13723 0.77367 -0.07901 11.00000 0.02551 0.05220 0.05429 = -0.02934 -0.01343 0.01267 AFIX 137 H8a 2 -0.18021 0.72738 -0.04449 11.00000 -1.50000 H8b 2 -0.18447 0.80254 -0.10909 11.00000 -1.50000 H8c 2 -0.11266 0.81401 -0.05779 11.00000 -1.50000 AFIX 0 C9 1 0.03463 0.81012 -0.17149 11.00000 0.03402 0.03338 0.05056 = 0.00058 -0.01104 0.00257 AFIX 137 H9a 2 0.05638 0.85044 -0.14926 11.00000 -1.50000 H9b 2 -0.01013 0.83896 -0.20307 11.00000 -1.50000 H9c 2 0.10206 0.78735 -0.19572 11.00000 -1.50000 AFIX 0 C10 1 -0.07480 0.67923 -0.15516 11.00000 0.02694 0.03959 0.03397 = -0.01339 -0.00471 0.00203 AFIX 137 H10a 2 -0.01014 0.65980 -0.18418 11.00000 -1.50000 H10b 2 -0.12535 0.70999 -0.18231 11.00000 -1.50000 H10c 2 -0.11471 0.63031 -0.12208 11.00000 -1.50000 AFIX 0 C11 1 0.17101 0.75211 0.05072 11.00000 0.01858 0.01735 0.03653 = -0.00872 0.00115 0.00345 AFIX 43 H11 2 0.14724 0.80910 0.04040 11.00000 -1.20000 AFIX 0 C12 1 0.21391 0.87417 0.11313 11.00000 0.04330 0.01690 0.04979 = -0.01343 -0.01637 0.01114 AFIX 137 H12a 2 0.22516 0.90218 0.14688 11.00000 -1.50000 H12b 2 0.13389 0.87303 0.11368 11.00000 -1.50000 H12c 2 0.25535 0.90536 0.06878 11.00000 -1.50000 AFIX 0 C13 1 0.32615 0.75944 0.16883 11.00000 0.02016 0.01458 0.03427 = -0.00822 -0.00243 0.00278 C14 1 0.37266 0.81186 0.19741 11.00000 0.03146 0.01403 0.04463 = -0.00990 -0.01006 0.00525 AFIX 43 H14 2 0.35311 0.86984 0.19067 11.00000 -1.20000 AFIX 0 C15 1 0.44843 0.77863 0.23616 11.00000 0.02503 0.01648 0.03910 = -0.01342 -0.00620 -0.00031 C16 1 0.42311 0.64691 0.22024 11.00000 0.01906 0.01249 0.02956 = -0.00929 -0.00105 -0.00112 AFIX 43 H16 2 0.44044 0.58846 0.22831 11.00000 -1.20000 AFIX 0 PART 1 C17 1 0.46543 0.91370 0.26764 10.50000 0.03953 AFIX 3 H17a 2 0.45326 0.94598 0.22531 10.50000 -1.50000 H17b 2 0.52209 0.94122 0.27979 10.50000 -1.50000 H17c 2 0.39690 0.90962 0.30121 10.50000 -1.50000 AFIX 0 PART 0 PART 2 C17A 1 0.50356 0.92181 0.24206 10.50000 0.02910 AFIX 3 H17d 2 0.46857 0.94062 0.20495 10.50000 -1.50000 H17e 2 0.46310 0.94286 0.27901 10.50000 -1.50000 H17f 2 0.57953 0.94270 0.22921 10.50000 -1.50000 AFIX 0 PART 0 C18 1 0.63007 0.82656 0.32811 11.00000 0.03043 0.02727 0.03106 = -0.01505 -0.00103 -0.00837 AFIX 43 H18 2 0.61817 0.88561 0.32209 11.00000 -1.20000 AFIX 0 C19 1 0.70571 0.78738 0.36847 11.00000 0.02908 0.02909 0.02561 = -0.01162 -0.00143 -0.00871 C20 1 0.73619 0.70039 0.38322 11.00000 0.02949 0.02453 0.01840 = -0.00719 -0.00285 -0.00621 C21 1 0.81244 0.67791 0.42435 11.00000 0.03656 0.03477 0.02950 = -0.00587 -0.00959 -0.00996 AFIX 43 H21 2 0.83707 0.62119 0.43520 11.00000 -1.20000 AFIX 0 C22 1 0.85129 0.73733 0.44880 11.00000 0.03331 0.03416 0.02858 = 0.00007 -0.01748 0.00285 AFIX 43 H22 2 0.90186 0.71870 0.47714 11.00000 -1.20000 AFIX 0 C23 1 0.82494 0.82078 0.43672 11.00000 0.05569 0.03735 0.03505 = -0.00933 -0.01189 -0.02053 C24 1 0.75084 0.84435 0.39599 11.00000 0.05283 0.02941 0.02983 = -0.01060 -0.01542 -0.01087 AFIX 43 H24 2 0.72894 0.90183 0.38588 11.00000 -1.20000 AFIX 0 C25 1 0.87002 0.88629 0.46566 11.00000 0.06772 0.04353 0.04476 = -0.01472 -0.02387 -0.01003 PART 1 C26 1 0.93269 0.95239 0.40905 10.60000 0.04630 AFIX 137 H26a 2 0.99088 0.92598 0.38085 10.60000 -1.50000 H26b 2 0.96764 0.99225 0.42627 10.60000 -1.50000 H26c 2 0.88110 0.98276 0.38248 10.60000 -1.50000 AFIX 0 PART 0 PART 2 C26A 1 0.83883 0.97749 0.43774 10.40000 0.10059 AFIX 137 H26d 2 0.85979 1.01361 0.46362 10.40000 -1.50000 H26e 2 0.75785 0.98055 0.44088 10.40000 -1.50000 H26f 2 0.87879 0.99694 0.39078 10.40000 -1.50000 AFIX 0 PART 0 PART 1 C27 1 0.94710 0.84344 0.51139 10.60000 0.04796 AFIX 137 H27a 2 1.01209 0.82047 0.48518 10.60000 -1.50000 H27b 2 0.90594 0.79740 0.54709 10.60000 -1.50000 H27c 2 0.97257 0.88504 0.53115 10.60000 -1.50000 AFIX 0 PART 0 PART 2 C27A 1 0.99772 0.88996 0.44216 10.40000 0.08232 AFIX 137 H27d 2 1.01872 0.91017 0.39329 10.40000 -1.50000 H27e 2 1.02776 0.83331 0.45589 10.40000 -1.50000 H27f 2 1.02854 0.92877 0.46224 10.40000 -1.50000 AFIX 0 PART 0 PART 1 C28 1 0.77013 0.92179 0.50791 10.60000 0.05740 AFIX 137 H28a 2 0.79702 0.96202 0.52836 10.60000 -1.50000 H28b 2 0.72873 0.87538 0.54311 10.60000 -1.50000 H28c 2 0.72059 0.95074 0.47935 10.60000 -1.50000 AFIX 0 PART 0 PART 2 C28A 1 0.84749 0.86044 0.53876 10.40000 0.08054 AFIX 137 H28d 2 0.88198 0.80563 0.55293 10.40000 -1.50000 H28e 2 0.76636 0.85549 0.55718 10.40000 -1.50000 H28f 2 0.87905 0.90287 0.55514 10.40000 -1.50000 AFIX 0 PART 0 C29 1 0.47789 0.67228 0.01218 11.00000 0.01997 0.02208 0.04056 = -0.00814 -0.00305 0.00065 AFIX 43 H29 2 0.43564 0.72244 0.00413 11.00000 -1.20000 AFIX 0 C30 1 0.57893 0.66739 -0.03174 11.00000 0.02790 0.03444 0.03729 = -0.00985 0.00537 -0.00668 AFIX 43 H30 2 0.60671 0.71332 -0.06912 11.00000 -1.20000 AFIX 0 C31 1 0.63877 0.59285 -0.01942 11.00000 0.01724 0.04187 0.04840 = -0.02508 0.00249 -0.00333 AFIX 43 H31 2 0.70752 0.58661 -0.04936 11.00000 -1.20000 AFIX 0 C32 1 0.59875 0.52912 0.03544 11.00000 0.01838 0.03076 0.05326 = -0.02191 -0.00259 0.00218 AFIX 43 H32 2 0.64105 0.47904 0.04387 11.00000 -1.20000 AFIX 0 C33 1 0.49751 0.53539 0.07950 11.00000 0.01616 0.02194 0.04151 = -0.01689 -0.00736 0.00419 C34 1 0.44172 0.47166 0.13950 11.00000 0.02447 0.01794 0.03524 = -0.01320 -0.00828 0.00302 C35 1 0.33536 0.49626 0.16970 11.00000 0.02307 0.01307 0.03133 = -0.00857 -0.01262 0.00137 C36 1 0.26345 0.44598 0.22594 11.00000 0.02698 0.01938 0.02914 = -0.00594 -0.00946 0.00036 C37 1 0.30322 0.36665 0.25565 11.00000 0.04636 0.02194 0.03612 = 0.00037 -0.01661 -0.00181 C38 1 0.40963 0.34341 0.22642 11.00000 0.05272 0.01600 0.05532 = -0.00680 -0.02514 0.00853 AFIX 43 H38 2 0.43598 0.28998 0.24686 11.00000 -1.20000 AFIX 0 C39 1 0.48057 0.39252 0.16943 11.00000 0.03357 0.02340 0.04891 = -0.01763 -0.02041 0.01019 C40 1 0.59384 0.35704 0.14430 11.00000 0.03951 0.03750 0.06639 = -0.01804 -0.02102 0.02589 AFIX 137 H40a 2 0.59533 0.34311 0.10186 11.00000 -1.50000 H40b 2 0.60687 0.30579 0.17738 11.00000 -1.50000 H40c 2 0.65262 0.39926 0.13741 11.00000 -1.50000 AFIX 0 C41 1 0.23840 0.30739 0.31952 11.00000 0.07206 0.03463 0.05171 = 0.01345 -0.01641 -0.00128 AFIX 137 H41a 2 0.22362 0.33625 0.35578 11.00000 -1.50000 H41b 2 0.28259 0.25677 0.33153 11.00000 -1.50000 H41c 2 0.16716 0.29090 0.31249 11.00000 -1.50000 AFIX 0 C42 1 0.15574 0.48672 0.24543 11.00000 0.02324 0.02457 0.02401 = -0.00506 -0.00478 -0.00515 C43 1 0.06498 0.45274 0.29740 11.00000 0.03595 0.04238 0.02653 = -0.00071 -0.00736 -0.01403 AFIX 43 H43 2 0.06793 0.39634 0.32340 11.00000 -1.20000 AFIX 0 C44 1 -0.02977 0.50035 0.31164 11.00000 0.02096 0.06030 0.03005 = -0.00945 0.00118 -0.01449 AFIX 43 H44 2 -0.09207 0.47619 0.34649 11.00000 -1.20000 AFIX 0 C45 1 -0.03305 0.58223 0.27525 11.00000 0.01917 0.05328 0.03506 = -0.01776 0.00010 0.00409 AFIX 43 H45 2 -0.09590 0.61640 0.28582 11.00000 -1.20000 AFIX 0 C46 1 0.05659 0.61431 0.22290 11.00000 0.01997 0.03084 0.03399 = -0.01275 -0.00655 0.00107 AFIX 43 H46 2 0.05334 0.67044 0.19649 11.00000 -1.20000 AFIX 0 C47 1 0.76232 0.71955 0.17824 11.00000 0.02430 0.02177 0.03217 = -0.00506 0.00381 -0.00405 AFIX 43 H47 2 0.74659 0.77427 0.18554 11.00000 -1.20000 AFIX 0 C48 1 0.83929 0.71182 0.12063 11.00000 0.02826 0.03300 0.03778 = -0.00409 0.00377 -0.00467 AFIX 43 H48 2 0.87522 0.76055 0.08886 11.00000 -1.20000 AFIX 0 C49 1 0.86242 0.63284 0.11048 11.00000 0.02757 0.03856 0.03346 = -0.01078 0.00975 -0.00366 AFIX 43 H49 2 0.91426 0.62611 0.07132 11.00000 -1.20000 AFIX 0 C50 1 0.80943 0.56288 0.15789 11.00000 0.02034 0.02897 0.02756 = -0.00980 0.00115 0.00095 AFIX 43 H50 2 0.82447 0.50800 0.15079 11.00000 -1.20000 AFIX 0 C51 1 0.73482 0.57192 0.21551 11.00000 0.01638 0.02040 0.02400 = -0.00796 -0.00310 -0.00040 C52 1 0.67154 0.50350 0.26946 11.00000 0.01485 0.02124 0.02288 = -0.00871 -0.00243 0.00018 C53 1 0.58826 0.53498 0.31447 11.00000 0.01470 0.01849 0.02304 = -0.00956 -0.00712 -0.00070 C54 1 0.51572 0.48252 0.36971 11.00000 0.01612 0.02387 0.02517 = -0.01016 -0.00365 -0.00064 C55 1 0.52056 0.39465 0.37680 11.00000 0.02555 0.01988 0.02942 = -0.00548 -0.00626 -0.00409 C56 1 0.60718 0.36440 0.33378 11.00000 0.03172 0.01245 0.03953 = -0.00720 -0.00558 0.00220 AFIX 43 H56 2 0.61339 0.30480 0.34051 11.00000 -1.20000 AFIX 0 C57 1 0.68609 0.41557 0.28113 11.00000 0.02468 0.02519 0.02797 = -0.01039 -0.00991 0.00399 C58 1 0.78355 0.37338 0.24559 11.00000 0.02962 0.02570 0.03456 = -0.01035 -0.00334 0.00976 AFIX 137 H58a 2 0.77860 0.38031 0.19911 11.00000 -1.50000 H58b 2 0.78213 0.31297 0.26809 11.00000 -1.50000 H58c 2 0.85364 0.39929 0.24634 11.00000 -1.50000 AFIX 0 C59 1 0.43973 0.33027 0.42872 11.00000 0.03423 0.02498 0.04487 = -0.00425 0.00307 -0.00530 AFIX 137 H59a 2 0.45332 0.32604 0.47314 11.00000 -1.50000 H59b 2 0.45103 0.27496 0.41837 11.00000 -1.50000 H59c 2 0.36257 0.34817 0.42821 11.00000 -1.50000 AFIX 0 C60 1 0.44754 0.53109 0.41463 11.00000 0.01687 0.02349 0.02472 = -0.00609 -0.00555 0.00067 C61 1 0.37521 0.49781 0.47609 11.00000 0.02274 0.02951 0.02703 = -0.00523 -0.00205 -0.00189 AFIX 43 H61 2 0.36347 0.43829 0.49182 11.00000 -1.20000 AFIX 0 C62 1 0.32000 0.55026 0.51470 11.00000 0.02384 0.04854 0.02742 = -0.01313 0.00198 -0.00341 AFIX 43 H62 2 0.27370 0.52709 0.55775 11.00000 -1.20000 AFIX 0 C63 1 0.33336 0.63722 0.48955 11.00000 0.02770 0.04647 0.03765 = -0.02473 0.00385 -0.00117 AFIX 43 H63 2 0.29284 0.67474 0.51376 11.00000 -1.20000 AFIX 0 C64 1 0.40640 0.66792 0.42891 11.00000 0.02641 0.02791 0.03527 = -0.01729 0.00268 -0.00150 AFIX 43 H64 2 0.41719 0.72741 0.41214 11.00000 -1.20000 AFIX 0 P1 7 1.00000 1.00000 0.00000 10.50000 0.04016 0.02117 0.03527 = -0.00413 -0.01546 0.01011 F1 3 1.05451 1.02543 0.05369 11.00000 0.08518 0.05289 0.06234 = -0.01858 -0.04389 0.00834 F2 3 0.88598 1.04248 0.02769 11.00000 0.04795 0.03859 0.07140 = -0.00535 -0.00435 0.01818 F3 3 0.95999 0.91148 0.05206 11.00000 0.05806 0.02738 0.05880 = 0.00569 -0.01159 0.00415 P2 7 0.59721 1.10286 0.31922 11.00000 0.07447 0.02959 0.05119 = -0.01429 -0.00939 -0.00336 PART 1 F4 3 0.68697 1.17678 0.28093 10.50000 0.06840 PART 0 PART 2 F4A 3 0.64468 1.18588 0.26264 10.50000 0.05616 PART 0 F5 3 0.51353 1.15914 0.35784 11.00000 0.11692 0.05792 0.10649 = -0.04577 0.02840 -0.00716 PART 1 F6 3 0.66194 1.06547 0.37692 10.50000 0.11303 PART 0 PART 2 F6A 3 0.68491 1.12218 0.35843 10.50000 0.10500 PART 0 F7 3 0.67977 1.04326 0.28079 11.00000 0.08668 0.04637 0.08395 = -0.02088 -0.01194 0.01757 PART 1 F8 3 0.53531 1.13406 0.25909 10.50000 0.10847 PART 0 PART 2 F8A 3 0.50804 1.09333 0.27729 10.50000 0.08658 PART 0 PART 1 F9 3 0.50696 1.02794 0.35248 10.50000 0.08012 PART 0 PART 2 F9A 3 0.55703 1.01789 0.37548 10.50000 0.08362 PART 0 PART -1 O1S 6 0.01396 0.53870 0.51070 10.50000 0.11160 AFIX 3 H1S 2 0.06068 0.53290 0.47763 10.50000 -1.50000 AFIX 0 C10S 1 0.04756 0.61170 0.52799 10.50000 0.04983 AFIX 3 H10d 2 -0.00997 0.61911 0.56530 10.50000 -1.50000 H10e 2 0.11745 0.60083 0.54139 10.50000 -1.50000 H10f 2 0.05486 0.66213 0.49213 10.50000 -1.50000 AFIX 0 PART 0 N1S 5 0.30248 0.87380 0.41526 10.50000 0.06686 C2S 1 0.35791 0.87759 0.44795 10.50000 0.03792 C3S 1 0.43869 0.88417 0.48477 10.50000 0.05429 AFIX 3 H3Sa 2 0.42871 0.84276 0.52694 10.50000 -1.50000 H3Sb 2 0.50925 0.87570 0.45639 10.50000 -1.50000 H3Sc 2 0.43769 0.93986 0.49201 10.50000 -1.50000 AFIX 0 N2S 5 0.21541 0.60354 0.34784 11.00000 0.07877 0.08448 0.07954 = -0.02157 -0.02212 -0.00294 C4S 1 0.18352 0.66716 0.34799 11.00000 0.07164 0.07337 0.07202 = -0.01842 -0.01684 0.00010 C5S 1 0.13819 0.74822 0.35034 11.00000 0.11584 0.11815 0.11699 = -0.02931 -0.02608 0.00047 AFIX 3 H5Sa 2 0.14918 0.76237 0.38965 11.00000 -1.50000 H5Sb 2 0.05950 0.74770 0.35155 11.00000 -1.50000 H5Sc 2 0.17588 0.78952 0.31124 11.00000 -1.50000 AFIX 0 N3S 5 0.96235 0.80034 0.23553 11.00000 0.08223 0.05150 0.10116 = -0.02462 0.00585 0.00280 C6S 1 0.94363 0.86790 0.22887 11.00000 0.05734 0.04245 0.06322 = -0.01464 0.00833 -0.00199 C7S 1 0.91866 0.95557 0.21835 11.00000 0.08035 0.05228 0.08071 = -0.01747 0.00016 0.02261 AFIX 3 H7Sa 2 0.83888 0.96233 0.22712 11.00000 -1.50000 H7Sb 2 0.94873 0.97895 0.24802 11.00000 -1.50000 H7Sc 2 0.95142 0.98451 0.17285 11.00000 -1.50000 AFIX 0 N4S 5 0.57725 0.78350 0.08392 10.50000 0.09060 PART 1 C8S 1 0.61096 0.83737 0.04194 10.50000 0.05853 C9S 1 0.66938 0.91146 -0.00130 10.50000 0.03834 AFIX 3 H9Sa 2 0.62356 0.95998 0.00218 10.50000 -1.50000 H9Sb 2 0.73818 0.91804 0.01125 10.50000 -1.50000 H9Sc 2 0.68560 0.90634 -0.04659 10.50000 -1.50000 AFIX 0 HKLF 4 END ; # start Validation Reply Form _vrf_PLAT016_Ir2dpyx2L6_16srv324 ; PROBLEM: No _shelx_fab_file Record in SHELXL20xy CIF .... Please Supply RESPONSE: The authors will be happy to provide FAB file on request ; # end Validation Reply Form