# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C. # This journal is © The Royal Society of Chemistry 2019 ####################################################################### # # 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_7-16s488 _database_code_depnum_ccdc_archive 'CCDC 1884007' loop_ _audit_author_name _audit_author_address 'Andrei S. Batsanov' ;Durham University United Kingdom ; _audit_update_record ; 2018-12-10 deposited with the CCDC. 2019-05-29 downloaded from the CCDC. ; _ccdc_polymorph 'room-temperature phase' _audit_creation_date 2016-03-14 _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 'C42 H34 N2 O2 S3' _chemical_formula_sum 'C42 H34 N2 O2 S3' _chemical_formula_weight 694.89 _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' S S 0.1246 0.1234 '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 12.9638(8) _cell_length_b 14.1725(10) _cell_length_c 9.5622(6) _cell_angle_alpha 77.138(2) _cell_angle_beta 84.451(2) _cell_angle_gamma 83.336(3) _cell_volume 1696.65(19) _cell_formula_units_Z 2 _cell_measurement_reflns_used 5163 _cell_measurement_temperature 190 _cell_measurement_theta_max 24.31 _cell_measurement_theta_min 2.67 _shelx_estimated_absorpt_T_max ? _shelx_estimated_absorpt_T_min ? _exptl_absorpt_coefficient_mu 0.260 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.8989 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2014/4 (Bruker,2014/4) was used for absorption correction. wR2(int) was 0.1396 before and 0.0544 after correction. The Ratio of minimum to maximum transmission is 0.8989. The \l/2 correction factor is Not present. ; _exptl_absorpt_special_details ? _exptl_crystal_colour yellow _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.360 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description lathe _exptl_crystal_F_000 728 _exptl_crystal_size_max 0.319 _exptl_crystal_size_mid 0.067 _exptl_crystal_size_min 0.058 _exptl_special_details ; Data were collected in shutterless mode. Full sphere of reciprocal space was nominally covered by 4 runs of narrow-frame \w-scans (scan width 0.5\%, 10s exposure), every run at a different \f angle. Crystal to detector distance 3.50 cm. ; loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0.00 0.00 1.00 0.0030 0.00 0.00 -1.00 0.0270 1.00 0.00 0.00 0.0300 -1.00 0.00 0.00 0.0320 0.00 1.00 0.00 0.1410 0.00 -1.00 0.00 0.1450 _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.0641 _diffrn_reflns_av_unetI/netI 0.0701 _diffrn_reflns_Laue_measured_fraction_full 0.996 _diffrn_reflns_Laue_measured_fraction_max 0.996 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 23900 _diffrn_reflns_point_group_measured_fraction_full 0.996 _diffrn_reflns_point_group_measured_fraction_max 0.996 _diffrn_reflns_theta_full 25.126 _diffrn_reflns_theta_max 25.126 _diffrn_reflns_theta_min 2.273 _diffrn_ambient_temperature 190 _diffrn_detector_area_resol_mean 10.4 _diffrn_detector_type 'Bruker PHOTON 100 CMOS' _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measurement_device '3-circle area detector 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 'Incoatec I\mS microsource' _diffrn_standards_number 0 _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 3903 _reflns_number_total 6043 _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 v8.34A (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 2014/7 (Sheldrick, 2015)' _computing_structure_solution 'ShelXS 2013/1 (Sheldrick, 2008)' _refine_diff_density_max 0.399 _refine_diff_density_min -0.336 _refine_diff_density_rms 0.052 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 451 _refine_ls_number_reflns 6043 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0947 _refine_ls_R_factor_gt 0.0489 _refine_ls_restrained_S_all 1.105 _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^)+(0.0440P)^2^+0.7120P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0981 _refine_ls_wR_factor_ref 0.1128 _refine_special_details ; High-temperature phase of 16srv065. The iso-propyl group H~3~C(41)C(40)HC(42)H~3~ is disordered between two positions with occupancies refined to 0.620(6) (A) and 0.380(6) (B). Ordered methyl groups were refined as rigid bodies rotating around C---C bonds. Other H atoms: riding model. ; _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 C41B-C40A \\sim C40A-C41A \\sim C42B-C40A \\sim C40A-C42A with sigma of 0.02 3. Uiso/Uaniso restraints and constraints Uiso(C40B) = Uiso(C40A) 4. Others Sof(C40B)=Sof(H40B)=Sof(C41B)=Sof(H41D)=Sof(H41E)=Sof(H41F)=Sof(C42B)= Sof(H42D)=Sof(H42E)=Sof(H42F)=1-FVAR(1) Sof(C40A)=Sof(H40A)=Sof(C41A)=Sof(H41A)=Sof(H41B)=Sof(H41C)=Sof(C42A)= Sof(H42A)=Sof(H42B)=Sof(H42C)=FVAR(1) 5.a Ternary CH refined with riding coordinates: C37(H37), C40A(H40A), C40B(H40B) 5.b Me refined with riding coordinates: C41A(H41A,H41B,H41C), C42A(H42A,H42B,H42C), C41B(H41D,H41E,H41F), C42B(H42D, H42E,H42F) 5.c Aromatic/amide H refined with riding coordinates: C2(H2), C5(H5), C8(H8), C11(H11), C14(H14), C15(H15), C16(H16), C17(H17), C20(H20), C21(H21), C22(H22), C23(H23), C26(H26), C27(H27), C28(H28), C29(H29), C32(H32), C33(H33), C34(H34), C35(H35) 5.d Idealised Me refined as rotating group: C38(H38A,H38B,H38C), C39(H39A,H39B,H39C) ; _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 S1 S -0.01328(5) 0.54881(5) 0.23310(8) 0.02908(19) Uani 1 1 d . . . . . S2 S 0.55482(6) 0.75933(6) 0.45426(10) 0.0483(3) Uani 1 1 d . . . . . S3 S 0.33780(7) -0.03847(5) 0.50830(9) 0.0420(2) Uani 1 1 d . . . . . O1 O -0.09594(14) 0.56173(15) 0.3400(2) 0.0420(5) Uani 1 1 d . . . . . O2 O -0.03477(15) 0.58410(14) 0.0856(2) 0.0422(5) Uani 1 1 d . . . . . N1 N 0.37976(17) 0.65809(16) 0.3919(2) 0.0312(6) Uani 1 1 d . . . . . N2 N 0.20916(16) 0.15565(15) 0.3978(2) 0.0270(5) Uani 1 1 d . . . . . C1 C 0.10101(19) 0.59354(19) 0.2703(3) 0.0244(6) Uani 1 1 d . . . . . C2 C 0.1179(2) 0.68949(19) 0.2544(3) 0.0267(6) Uani 1 1 d . . . . . H2 H 0.0658 0.7396 0.2186 0.032 Uiso 1 1 calc R . . . . C3 C 0.2117(2) 0.71296(19) 0.2908(3) 0.0267(6) Uani 1 1 d . . . . . C4 C 0.2842(2) 0.6358(2) 0.3464(3) 0.0277(7) Uani 1 1 d . . . . . C5 C 0.2664(2) 0.5394(2) 0.3629(3) 0.0299(7) Uani 1 1 d . . . . . H5 H 0.3168 0.4888 0.4026 0.036 Uiso 1 1 calc R . . . . C6 C 0.1741(2) 0.51727(19) 0.3207(3) 0.0252(6) Uani 1 1 d . . . . . C7 C 0.14136(19) 0.42140(19) 0.3202(3) 0.0237(6) Uani 1 1 d . . . . . C8 C 0.1955(2) 0.33111(19) 0.3600(3) 0.0268(6) Uani 1 1 d . . . . . H8 H 0.2624 0.3253 0.3955 0.032 Uiso 1 1 calc R . . . . C9 C 0.15169(19) 0.24889(19) 0.3479(3) 0.0254(6) Uani 1 1 d . . . . . C10 C 0.0552(2) 0.2533(2) 0.2926(3) 0.0299(7) Uani 1 1 d . . . . . C11 C 0.0007(2) 0.3457(2) 0.2542(3) 0.0303(7) Uani 1 1 d . . . . . H11 H -0.0658 0.3522 0.2173 0.036 Uiso 1 1 calc R . . . . C12 C 0.04324(19) 0.42637(19) 0.2700(3) 0.0250(6) Uani 1 1 d . . . . . C13 C 0.3783(2) 0.6664(2) 0.5374(3) 0.0342(7) Uani 1 1 d . . . . . C14 C 0.2986(2) 0.6333(2) 0.6387(3) 0.0443(8) Uani 1 1 d . . . . . H14 H 0.2445 0.6026 0.6118 0.053 Uiso 1 1 calc R . . . . C15 C 0.2983(3) 0.6453(3) 0.7795(4) 0.0531(9) Uani 1 1 d . . . . . H15 H 0.2435 0.6231 0.8481 0.064 Uiso 1 1 calc R . . . . C16 C 0.3765(3) 0.6888(3) 0.8201(4) 0.0573(10) Uani 1 1 d . . . . . H16 H 0.3749 0.6980 0.9157 0.069 Uiso 1 1 calc R . . . . C17 C 0.4570(3) 0.7190(2) 0.7224(4) 0.0518(10) Uani 1 1 d . . . . . H17 H 0.5122 0.7470 0.7516 0.062 Uiso 1 1 calc R . . . . C18 C 0.4583(2) 0.7089(2) 0.5811(3) 0.0398(8) Uani 1 1 d . . . . . C19 C 0.4741(2) 0.6400(2) 0.3111(3) 0.0330(7) Uani 1 1 d . . . . . C20 C 0.4824(2) 0.5903(2) 0.2004(3) 0.0405(8) Uani 1 1 d . . . . . H20 H 0.4224 0.5659 0.1773 0.049 Uiso 1 1 calc R . . . . C21 C 0.5763(2) 0.5755(2) 0.1229(4) 0.0500(9) Uani 1 1 d . . . . . H21 H 0.5794 0.5434 0.0451 0.060 Uiso 1 1 calc R . . . . C22 C 0.6654(2) 0.6069(2) 0.1576(4) 0.0549(10) Uani 1 1 d . . . . . H22 H 0.7306 0.5939 0.1075 0.066 Uiso 1 1 calc R . . . . C23 C 0.6581(2) 0.6572(2) 0.2659(4) 0.0479(9) Uani 1 1 d . . . . . H23 H 0.7191 0.6787 0.2909 0.058 Uiso 1 1 calc R . . . . C24 C 0.5642(2) 0.6770(2) 0.3391(3) 0.0377(8) Uani 1 1 d . . . . . C25 C 0.2106(2) 0.12488(19) 0.5502(3) 0.0270(7) Uani 1 1 d . . . . . C26 C 0.1528(2) 0.1778(2) 0.6412(3) 0.0338(7) Uani 1 1 d . . . . . H26 H 0.1116 0.2358 0.6015 0.041 Uiso 1 1 calc R . . . . C27 C 0.1540(2) 0.1479(2) 0.7887(3) 0.0419(8) Uani 1 1 d . . . . . H27 H 0.1134 0.1852 0.8490 0.050 Uiso 1 1 calc R . . . . C28 C 0.2133(2) 0.0646(2) 0.8492(3) 0.0422(8) Uani 1 1 d . . . . . H28 H 0.2147 0.0444 0.9507 0.051 Uiso 1 1 calc R . . . . C29 C 0.2707(2) 0.0111(2) 0.7601(3) 0.0359(7) Uani 1 1 d . . . . . H29 H 0.3120 -0.0465 0.8008 0.043 Uiso 1 1 calc R . . . . C30 C 0.2692(2) 0.0397(2) 0.6122(3) 0.0293(7) Uani 1 1 d . . . . . C31 C 0.2939(2) 0.12914(19) 0.3037(3) 0.0255(6) Uani 1 1 d . . . . . C32 C 0.3106(2) 0.1844(2) 0.1653(3) 0.0332(7) Uani 1 1 d . . . . . H32 H 0.2647 0.2406 0.1326 0.040 Uiso 1 1 calc R . . . . C33 C 0.3938(2) 0.1581(2) 0.0744(3) 0.0385(8) Uani 1 1 d . . . . . H33 H 0.4030 0.1957 -0.0207 0.046 Uiso 1 1 calc R . . . . C34 C 0.4617(2) 0.0798(2) 0.1192(3) 0.0385(8) Uani 1 1 d . . . . . H34 H 0.5195 0.0638 0.0570 0.046 Uiso 1 1 calc R . . . . C35 C 0.4469(2) 0.0233(2) 0.2558(3) 0.0366(8) Uani 1 1 d . . . . . H35 H 0.4955 -0.0310 0.2878 0.044 Uiso 1 1 calc R . . . . C36 C 0.3614(2) 0.0452(2) 0.3468(3) 0.0299(7) Uani 1 1 d . . . . . C37 C 0.2365(2) 0.8177(2) 0.2660(3) 0.0321(7) Uani 1 1 d . . . . . H37 H 0.2712 0.8248 0.3516 0.039 Uiso 1 1 calc R . . . . C38 C 0.3131(2) 0.8414(2) 0.1346(3) 0.0417(8) Uani 1 1 d . . . . . H38A H 0.3779 0.7987 0.1503 0.063 Uiso 1 1 calc GR . . . . H38B H 0.3280 0.9093 0.1194 0.063 Uiso 1 1 calc GR . . . . H38C H 0.2827 0.8314 0.0497 0.063 Uiso 1 1 calc GR . . . . C39 C 0.1407(2) 0.8919(2) 0.2490(4) 0.0450(8) Uani 1 1 d . . . . . H39A H 0.1112 0.8937 0.1578 0.068 Uiso 1 1 calc GR . . . . H39B H 0.1609 0.9564 0.2495 0.068 Uiso 1 1 calc GR . . . . H39C H 0.0887 0.8733 0.3289 0.068 Uiso 1 1 calc GR . . . . C40A C 0.0163(5) 0.1630(5) 0.2573(5) 0.0310(10) Uiso 0.620(6) 1 d D . P A 1 H40A H 0.0800 0.1195 0.2380 0.037 Uiso 0.620(6) 1 calc R . P A 1 C41A C -0.0440(5) 0.1812(4) 0.1263(5) 0.0506(18) Uani 0.620(6) 1 d D . P A 1 H41A H -0.0035 0.2171 0.0437 0.076 Uiso 0.620(6) 1 calc R . P A 1 H41B H -0.0576 0.1189 0.1068 0.076 Uiso 0.620(6) 1 calc R . P A 1 H41C H -0.1102 0.2195 0.1427 0.076 Uiso 0.620(6) 1 calc R . P A 1 C42A C -0.0409(6) 0.1087(5) 0.3866(6) 0.076(3) Uani 0.620(6) 1 d D . P A 1 H42A H 0.0011 0.0984 0.4695 0.114 Uiso 0.620(6) 1 calc R . P A 1 H42B H -0.1071 0.1462 0.4058 0.114 Uiso 0.620(6) 1 calc R . P A 1 H42C H -0.0545 0.0456 0.3699 0.114 Uiso 0.620(6) 1 calc R . P A 1 C40B C 0.0066(8) 0.1624(8) 0.2983(11) 0.0310(10) Uiso 0.380(6) 1 d . . P A 2 H40B H 0.0418 0.1073 0.3674 0.037 Uiso 0.380(6) 1 calc R . P A 2 C41B C 0.0320(7) 0.1467(6) 0.1364(8) 0.038(2) Uiso 0.380(6) 1 d D . P A 2 H41D H 0.1074 0.1441 0.1126 0.058 Uiso 0.380(6) 1 calc R . P A 2 H41E H 0.0070 0.0856 0.1286 0.058 Uiso 0.380(6) 1 calc R . P A 2 H41F H -0.0029 0.2009 0.0695 0.058 Uiso 0.380(6) 1 calc R . P A 2 C42B C -0.1075(6) 0.1659(7) 0.3294(10) 0.044(3) Uiso 0.380(6) 1 d D . P A 2 H42D H -0.1305 0.1022 0.3305 0.066 Uiso 0.380(6) 1 calc R . P A 2 H42E H -0.1261 0.1824 0.4235 0.066 Uiso 0.380(6) 1 calc R . P A 2 H42F H -0.1417 0.2153 0.2550 0.066 Uiso 0.380(6) 1 calc R . P A 2 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 S1 0.0259(4) 0.0218(4) 0.0403(5) -0.0053(3) -0.0126(3) 0.0002(3) S2 0.0459(5) 0.0298(5) 0.0743(6) -0.0090(4) -0.0269(5) -0.0103(4) S3 0.0593(5) 0.0200(4) 0.0446(5) -0.0054(4) -0.0092(4) 0.0070(4) O1 0.0243(11) 0.0427(13) 0.0588(14) -0.0154(11) 0.0027(10) 0.0023(9) O2 0.0531(13) 0.0309(12) 0.0428(13) 0.0002(10) -0.0281(11) 0.0003(10) N1 0.0283(13) 0.0267(14) 0.0410(15) -0.0072(12) -0.0138(11) -0.0037(10) N2 0.0262(12) 0.0196(13) 0.0330(14) -0.0013(11) -0.0043(11) 0.0005(10) C1 0.0234(14) 0.0231(16) 0.0273(16) -0.0057(13) -0.0047(12) -0.0022(12) C2 0.0270(15) 0.0217(16) 0.0308(16) -0.0042(13) -0.0074(13) 0.0016(12) C3 0.0304(15) 0.0238(16) 0.0272(16) -0.0072(13) -0.0053(13) -0.0019(12) C4 0.0257(15) 0.0275(17) 0.0313(16) -0.0054(14) -0.0093(13) -0.0035(12) C5 0.0264(15) 0.0255(17) 0.0364(17) -0.0017(14) -0.0117(13) 0.0019(12) C6 0.0273(15) 0.0204(15) 0.0278(16) -0.0034(13) -0.0056(12) -0.0021(12) C7 0.0239(14) 0.0228(16) 0.0242(15) -0.0025(12) -0.0046(12) -0.0037(12) C8 0.0231(14) 0.0260(16) 0.0296(16) -0.0006(13) -0.0080(12) -0.0005(12) C9 0.0255(15) 0.0201(15) 0.0277(16) 0.0014(13) -0.0039(12) -0.0014(12) C10 0.0285(15) 0.0239(16) 0.0367(17) -0.0011(14) -0.0085(13) -0.0062(12) C11 0.0254(15) 0.0266(17) 0.0395(18) -0.0040(14) -0.0108(13) -0.0042(13) C12 0.0255(15) 0.0219(16) 0.0265(15) -0.0013(13) -0.0083(12) -0.0001(12) C13 0.0373(17) 0.0257(17) 0.0423(19) -0.0103(15) -0.0196(15) 0.0058(13) C14 0.0417(19) 0.048(2) 0.048(2) -0.0164(17) -0.0162(17) -0.0019(16) C15 0.056(2) 0.060(2) 0.045(2) -0.0176(19) -0.0134(18) 0.0072(18) C16 0.075(3) 0.053(2) 0.051(2) -0.026(2) -0.031(2) 0.014(2) C17 0.059(2) 0.039(2) 0.066(3) -0.0210(19) -0.035(2) 0.0015(18) C18 0.0473(19) 0.0212(17) 0.054(2) -0.0079(15) -0.0256(16) 0.0029(14) C19 0.0280(16) 0.0231(16) 0.0468(19) -0.0019(15) -0.0149(14) 0.0018(13) C20 0.0311(17) 0.0362(19) 0.056(2) -0.0099(17) -0.0095(16) -0.0036(14) C21 0.041(2) 0.041(2) 0.070(2) -0.0187(19) -0.0079(18) 0.0023(16) C22 0.0307(19) 0.046(2) 0.082(3) -0.007(2) -0.0004(18) 0.0030(16) C23 0.0301(19) 0.035(2) 0.074(2) 0.0031(19) -0.0181(17) 0.0004(15) C24 0.0310(17) 0.0253(17) 0.054(2) 0.0026(15) -0.0181(15) -0.0002(13) C25 0.0236(15) 0.0231(16) 0.0328(17) 0.0009(13) -0.0059(13) -0.0061(12) C26 0.0287(16) 0.0276(17) 0.0397(19) -0.0001(15) 0.0004(14) 0.0032(13) C27 0.0374(18) 0.047(2) 0.038(2) -0.0071(16) 0.0055(15) 0.0008(15) C28 0.0439(19) 0.045(2) 0.0324(18) 0.0032(16) -0.0086(15) -0.0021(16) C29 0.0384(18) 0.0284(18) 0.0373(19) 0.0003(15) -0.0078(15) 0.0017(14) C30 0.0291(15) 0.0205(15) 0.0382(18) -0.0027(13) -0.0082(13) -0.0034(12) C31 0.0268(15) 0.0188(15) 0.0330(17) -0.0078(13) -0.0065(13) -0.0030(12) C32 0.0371(17) 0.0255(17) 0.0362(18) -0.0056(14) -0.0035(14) -0.0014(13) C33 0.0405(18) 0.042(2) 0.0354(18) -0.0128(16) 0.0002(15) -0.0091(15) C34 0.0371(18) 0.036(2) 0.048(2) -0.0212(17) 0.0006(15) -0.0059(15) C35 0.0338(17) 0.0292(18) 0.049(2) -0.0147(16) -0.0115(15) 0.0048(14) C36 0.0331(16) 0.0229(16) 0.0383(17) -0.0125(14) -0.0096(14) -0.0043(13) C37 0.0371(17) 0.0225(16) 0.0395(18) -0.0091(14) -0.0128(14) -0.0008(13) C38 0.0443(19) 0.0258(18) 0.053(2) -0.0019(16) -0.0045(16) -0.0070(14) C39 0.0428(19) 0.0235(17) 0.071(2) -0.0153(17) -0.0081(17) 0.0006(14) C41A 0.063(4) 0.047(4) 0.049(4) -0.019(3) -0.004(3) -0.021(3) C42A 0.113(6) 0.071(5) 0.052(4) 0.000(4) -0.013(4) -0.068(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 S1 O1 1.432(2) . ? S1 O2 1.431(2) . ? S1 C1 1.773(3) . ? S1 C12 1.776(3) . ? S2 C18 1.754(3) . ? S2 C24 1.761(3) . ? S3 C30 1.759(3) . ? S3 C36 1.750(3) . ? N1 C4 1.443(3) . ? N1 C13 1.420(4) . ? N1 C19 1.412(3) . ? N2 C9 1.445(3) . ? N2 C25 1.426(3) . ? N2 C31 1.422(3) . ? C1 C2 1.375(4) . ? C1 C6 1.384(3) . ? C2 C3 1.391(4) . ? C3 C4 1.401(4) . ? C3 C37 1.518(4) . ? C4 C5 1.383(4) . ? C5 C6 1.389(4) . ? C6 C7 1.471(4) . ? C7 C8 1.379(4) . ? C7 C12 1.391(3) . ? C8 C9 1.385(4) . ? C9 C10 1.394(4) . ? C10 C11 1.403(4) . ? C10 C40A 1.544(7) . ? C10 C40B 1.487(11) . ? C11 C12 1.369(4) . ? C13 C14 1.394(4) . ? C13 C18 1.398(4) . ? C14 C15 1.393(4) . ? C15 C16 1.374(5) . ? C16 C17 1.371(5) . ? C17 C18 1.388(4) . ? C19 C20 1.386(4) . ? C19 C24 1.405(4) . ? C20 C21 1.381(4) . ? C21 C22 1.380(4) . ? C22 C23 1.372(5) . ? C23 C24 1.376(4) . ? C25 C26 1.384(4) . ? C25 C30 1.393(4) . ? C26 C27 1.380(4) . ? C27 C28 1.375(4) . ? C28 C29 1.374(4) . ? C29 C30 1.384(4) . ? C31 C32 1.391(4) . ? C31 C36 1.401(4) . ? C32 C33 1.387(4) . ? C33 C34 1.351(4) . ? C34 C35 1.380(4) . ? C35 C36 1.392(4) . ? C37 C38 1.525(4) . ? C37 C39 1.528(4) . ? C40A C41A 1.499(7) . ? C40A C42A 1.484(8) . ? C40B C41B 1.610(12) . ? C40B C42B 1.478(12) . ? 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 S1 C1 110.44(12) . . ? O1 S1 C12 109.66(12) . . ? O2 S1 O1 117.44(12) . . ? O2 S1 C1 110.86(12) . . ? O2 S1 C12 113.06(12) . . ? C1 S1 C12 92.65(12) . . ? C18 S2 C24 99.08(14) . . ? C36 S3 C30 99.94(13) . . ? C13 N1 C4 116.4(2) . . ? C19 N1 C4 119.0(2) . . ? C19 N1 C13 121.4(2) . . ? C25 N2 C9 115.2(2) . . ? C31 N2 C9 115.8(2) . . ? C31 N2 C25 121.7(2) . . ? C2 C1 S1 126.6(2) . . ? C2 C1 C6 122.9(2) . . ? C6 C1 S1 110.5(2) . . ? C1 C2 C3 119.8(2) . . ? C2 C3 C4 117.3(2) . . ? C2 C3 C37 121.6(2) . . ? C4 C3 C37 121.1(2) . . ? C3 C4 N1 118.4(2) . . ? C5 C4 N1 118.9(2) . . ? C5 C4 C3 122.6(2) . . ? C4 C5 C6 119.3(2) . . ? C1 C6 C5 118.0(2) . . ? C1 C6 C7 113.2(2) . . ? C5 C6 C7 128.8(2) . . ? C8 C7 C6 128.5(2) . . ? C8 C7 C12 118.2(2) . . ? C12 C7 C6 113.3(2) . . ? C7 C8 C9 119.6(2) . . ? C8 C9 N2 117.5(2) . . ? C8 C9 C10 122.6(2) . . ? C10 C9 N2 119.9(2) . . ? C9 C10 C11 117.0(2) . . ? C9 C10 C40A 121.5(3) . . ? C9 C10 C40B 120.1(5) . . ? C11 C10 C40A 121.1(3) . . ? C11 C10 C40B 122.2(5) . . ? C12 C11 C10 120.1(2) . . ? C7 C12 S1 110.1(2) . . ? C11 C12 S1 127.5(2) . . ? C11 C12 C7 122.4(2) . . ? C14 C13 N1 121.7(3) . . ? C14 C13 C18 118.7(3) . . ? C18 C13 N1 119.7(3) . . ? C15 C14 C13 120.0(3) . . ? C16 C15 C14 120.6(4) . . ? C17 C16 C15 119.9(3) . . ? C16 C17 C18 120.5(3) . . ? C13 C18 S2 120.0(2) . . ? C17 C18 S2 119.4(3) . . ? C17 C18 C13 120.3(3) . . ? C20 C19 N1 123.3(3) . . ? C20 C19 C24 117.5(3) . . ? C24 C19 N1 119.1(3) . . ? C21 C20 C19 121.3(3) . . ? C22 C21 C20 120.6(3) . . ? C23 C22 C21 118.7(3) . . ? C22 C23 C24 121.4(3) . . ? C19 C24 S2 119.9(2) . . ? C23 C24 S2 119.4(2) . . ? C23 C24 C19 120.3(3) . . ? C26 C25 N2 121.1(2) . . ? C26 C25 C30 117.9(3) . . ? C30 C25 N2 120.9(3) . . ? C27 C26 C25 121.1(3) . . ? C28 C27 C26 120.7(3) . . ? C29 C28 C27 118.7(3) . . ? C28 C29 C30 121.1(3) . . ? C25 C30 S3 122.1(2) . . ? C29 C30 S3 117.5(2) . . ? C29 C30 C25 120.4(3) . . ? C32 C31 N2 121.1(2) . . ? C32 C31 C36 118.1(3) . . ? C36 C31 N2 120.8(2) . . ? C33 C32 C31 120.7(3) . . ? C34 C33 C32 120.9(3) . . ? C33 C34 C35 119.8(3) . . ? C34 C35 C36 120.5(3) . . ? C31 C36 S3 122.1(2) . . ? C35 C36 S3 118.0(2) . . ? C35 C36 C31 119.8(3) . . ? C3 C37 C38 110.3(2) . . ? C3 C37 C39 113.9(2) . . ? C38 C37 C39 109.4(2) . . ? C41A C40A C10 115.9(5) . . ? C42A C40A C10 109.6(4) . . ? C42A C40A C41A 112.2(5) . . ? C10 C40B C41B 102.0(7) . . ? C42B C40B C10 116.9(8) . . ? C42B C40B C41B 107.6(7) . . ? _shelx_SHELXL_version_number 2014/7 _iucr_refine_instructions_details ; 16srv065a.res created by SHELXL-2014/7 TITL 16srv065a in P-1 #2 CELL 0.71073 12.9638 14.1725 9.5622 77.1382 84.4509 83.3363 ZERR 2 0.0008 0.001 0.0006 0.0023 0.0023 0.0025 LATT 1 SFAC C H N O S UNIT 84 68 4 4 6 SADI C41B C40A C40A C41A C42B C40A C40A C42A EADP C40B C40A L.S. 7 PLAN 10 TEMP -83.15 fmap 2 53 ACTA REM REM REM WGHT 0.044000 0.712000 FVAR 0.19353 0.61964 S1 5 -0.013277 0.548808 0.233105 11.00000 0.02594 0.02183 = 0.04026 -0.00530 -0.01258 0.00024 S2 5 0.554817 0.759327 0.454263 11.00000 0.04595 0.02977 = 0.07431 -0.00897 -0.02694 -0.01034 S3 5 0.337804 -0.038470 0.508305 11.00000 0.05928 0.02001 = 0.04459 -0.00543 -0.00924 0.00697 O1 4 -0.095941 0.561728 0.339965 11.00000 0.02430 0.04266 = 0.05879 -0.01543 0.00270 0.00234 O2 4 -0.034770 0.584097 0.085563 11.00000 0.05308 0.03089 = 0.04277 0.00016 -0.02811 0.00030 N1 3 0.379760 0.658087 0.391909 11.00000 0.02827 0.02666 = 0.04100 -0.00717 -0.01376 -0.00372 N2 3 0.209157 0.155654 0.397834 11.00000 0.02621 0.01956 = 0.03300 -0.00125 -0.00434 0.00046 C1 1 0.101010 0.593537 0.270328 11.00000 0.02336 0.02312 = 0.02727 -0.00566 -0.00465 -0.00217 C2 1 0.117937 0.689491 0.254394 11.00000 0.02697 0.02174 = 0.03079 -0.00422 -0.00740 0.00164 AFIX 43 H2 2 0.065816 0.739570 0.218646 11.00000 -1.20000 AFIX 0 C3 1 0.211659 0.712961 0.290812 11.00000 0.03044 0.02380 = 0.02724 -0.00723 -0.00535 -0.00193 C4 1 0.284159 0.635760 0.346421 11.00000 0.02568 0.02750 = 0.03125 -0.00540 -0.00930 -0.00352 C5 1 0.266397 0.539381 0.362861 11.00000 0.02640 0.02548 = 0.03642 -0.00174 -0.01172 0.00192 AFIX 43 H5 2 0.316814 0.488848 0.402558 11.00000 -1.20000 AFIX 0 C6 1 0.174084 0.517271 0.320724 11.00000 0.02735 0.02038 = 0.02782 -0.00335 -0.00562 -0.00210 C7 1 0.141365 0.421397 0.320180 11.00000 0.02391 0.02276 = 0.02416 -0.00254 -0.00459 -0.00372 C8 1 0.195468 0.331108 0.359997 11.00000 0.02308 0.02599 = 0.02963 -0.00058 -0.00804 -0.00049 AFIX 43 H8 2 0.262375 0.325305 0.395524 11.00000 -1.20000 AFIX 0 C9 1 0.151692 0.248891 0.347897 11.00000 0.02546 0.02011 = 0.02770 0.00145 -0.00386 -0.00144 C10 1 0.055245 0.253337 0.292580 11.00000 0.02848 0.02391 = 0.03674 -0.00110 -0.00851 -0.00622 C11 1 0.000738 0.345666 0.254223 11.00000 0.02545 0.02655 = 0.03953 -0.00401 -0.01083 -0.00415 AFIX 43 H11 2 -0.065766 0.352183 0.217280 11.00000 -1.20000 AFIX 0 C12 1 0.043238 0.426368 0.269950 11.00000 0.02552 0.02189 = 0.02649 -0.00135 -0.00831 -0.00011 C13 1 0.378301 0.666419 0.537360 11.00000 0.03726 0.02566 = 0.04232 -0.01028 -0.01960 0.00585 C14 1 0.298609 0.633312 0.638743 11.00000 0.04174 0.04802 = 0.04813 -0.01637 -0.01621 -0.00188 AFIX 43 H14 2 0.244537 0.602601 0.611843 11.00000 -1.20000 AFIX 0 C15 1 0.298282 0.645276 0.779536 11.00000 0.05608 0.05952 = 0.04543 -0.01760 -0.01338 0.00722 AFIX 43 H15 2 0.243489 0.623148 0.848065 11.00000 -1.20000 AFIX 0 C16 1 0.376526 0.688803 0.820097 11.00000 0.07500 0.05324 = 0.05101 -0.02590 -0.03103 0.01394 AFIX 43 H16 2 0.374898 0.697991 0.915742 11.00000 -1.20000 AFIX 0 C17 1 0.456966 0.718971 0.722400 11.00000 0.05936 0.03893 = 0.06631 -0.02098 -0.03514 0.00152 AFIX 43 H17 2 0.512207 0.746972 0.751630 11.00000 -1.20000 AFIX 0 C18 1 0.458283 0.708901 0.581120 11.00000 0.04732 0.02120 = 0.05377 -0.00790 -0.02557 0.00293 C19 1 0.474146 0.640007 0.311052 11.00000 0.02800 0.02315 = 0.04677 -0.00194 -0.01493 0.00179 C20 1 0.482432 0.590266 0.200357 11.00000 0.03109 0.03623 = 0.05562 -0.00986 -0.00954 -0.00362 AFIX 43 H20 2 0.422422 0.565882 0.177331 11.00000 -1.20000 AFIX 0 C21 1 0.576258 0.575471 0.122890 11.00000 0.04104 0.04141 = 0.07000 -0.01871 -0.00790 0.00231 AFIX 43 H21 2 0.579421 0.543401 0.045060 11.00000 -1.20000 AFIX 0 C22 1 0.665422 0.606874 0.157584 11.00000 0.03072 0.04613 = 0.08242 -0.00713 -0.00044 0.00297 AFIX 43 H22 2 0.730624 0.593938 0.107474 11.00000 -1.20000 AFIX 0 C23 1 0.658090 0.657160 0.265888 11.00000 0.03007 0.03527 = 0.07359 0.00307 -0.01812 0.00036 AFIX 43 H23 2 0.719149 0.678735 0.290886 11.00000 -1.20000 AFIX 0 C24 1 0.564200 0.677006 0.339061 11.00000 0.03098 0.02526 = 0.05403 0.00260 -0.01806 -0.00022 C25 1 0.210602 0.124880 0.550215 11.00000 0.02362 0.02315 = 0.03280 0.00089 -0.00590 -0.00609 C26 1 0.152791 0.177840 0.641198 11.00000 0.02873 0.02760 = 0.03971 -0.00012 0.00037 0.00319 AFIX 43 H26 2 0.111599 0.235788 0.601474 11.00000 -1.20000 AFIX 0 C27 1 0.153986 0.147877 0.788660 11.00000 0.03737 0.04702 = 0.03763 -0.00711 0.00546 0.00081 AFIX 43 H27 2 0.113362 0.185194 0.849006 11.00000 -1.20000 AFIX 0 C28 1 0.213343 0.064582 0.849213 11.00000 0.04388 0.04548 = 0.03239 0.00321 -0.00858 -0.00213 AFIX 43 H28 2 0.214668 0.044431 0.950711 11.00000 -1.20000 AFIX 0 C29 1 0.270663 0.011098 0.760138 11.00000 0.03842 0.02841 = 0.03728 0.00035 -0.00776 0.00174 AFIX 43 H29 2 0.311984 -0.046525 0.800810 11.00000 -1.20000 AFIX 0 C30 1 0.269247 0.039720 0.612171 11.00000 0.02908 0.02046 = 0.03822 -0.00274 -0.00824 -0.00339 C31 1 0.293871 0.129138 0.303719 11.00000 0.02679 0.01883 = 0.03299 -0.00783 -0.00654 -0.00298 C32 1 0.310637 0.184360 0.165272 11.00000 0.03711 0.02546 = 0.03624 -0.00558 -0.00352 -0.00143 AFIX 43 H32 2 0.264708 0.240612 0.132637 11.00000 -1.20000 AFIX 0 C33 1 0.393753 0.158120 0.074365 11.00000 0.04052 0.04245 = 0.03536 -0.01284 0.00016 -0.00910 AFIX 43 H33 2 0.403013 0.195693 -0.020698 11.00000 -1.20000 AFIX 0 C34 1 0.461689 0.079849 0.119238 11.00000 0.03711 0.03646 = 0.04758 -0.02123 0.00058 -0.00586 AFIX 43 H34 2 0.519502 0.063775 0.056980 11.00000 -1.20000 AFIX 0 C35 1 0.446903 0.023290 0.255753 11.00000 0.03379 0.02923 = 0.04946 -0.01473 -0.01155 0.00477 AFIX 43 H35 2 0.495458 -0.031024 0.287801 11.00000 -1.20000 AFIX 0 C36 1 0.361424 0.045197 0.346830 11.00000 0.03308 0.02291 = 0.03830 -0.01246 -0.00960 -0.00432 C37 1 0.236534 0.817727 0.266028 11.00000 0.03712 0.02247 = 0.03951 -0.00913 -0.01283 -0.00084 AFIX 13 H37 2 0.271203 0.824753 0.351644 11.00000 -1.20000 AFIX 0 C38 1 0.313129 0.841403 0.134637 11.00000 0.04426 0.02585 = 0.05295 -0.00195 -0.00453 -0.00698 AFIX 137 H38A 2 0.377899 0.798654 0.150302 11.00000 -1.50000 H38B 2 0.328006 0.909327 0.119433 11.00000 -1.50000 H38C 2 0.282705 0.831443 0.049738 11.00000 -1.50000 AFIX 0 C39 1 0.140731 0.891926 0.249018 11.00000 0.04285 0.02349 = 0.07109 -0.01534 -0.00810 0.00055 AFIX 137 H39A 2 0.111205 0.893705 0.157806 11.00000 -1.50000 H39B 2 0.160883 0.956392 0.249474 11.00000 -1.50000 H39C 2 0.088659 0.873271 0.328863 11.00000 -1.50000 AFIX 0 PART 1 C40A 1 0.016302 0.162982 0.257315 21.00000 0.03105 AFIX 13 H40A 2 0.080020 0.119454 0.237990 21.00000 -1.20000 AFIX 0 C41A 1 -0.043973 0.181187 0.126282 21.00000 0.06303 0.04726 = 0.04935 -0.01869 -0.00447 -0.02091 AFIX 33 H41A 2 -0.003528 0.217087 0.043693 21.00000 -1.50000 H41B 2 -0.057573 0.118924 0.106764 21.00000 -1.50000 H41C 2 -0.110235 0.219457 0.142699 21.00000 -1.50000 AFIX 0 C42A 1 -0.040899 0.108679 0.386629 21.00000 0.11331 0.07130 = 0.05170 0.00041 -0.01323 -0.06806 AFIX 33 H42A 2 0.001138 0.098373 0.469540 21.00000 -1.50000 H42B 2 -0.107134 0.146170 0.405836 21.00000 -1.50000 H42C 2 -0.054473 0.045636 0.369901 21.00000 -1.50000 AFIX 0 PART 0 PART 2 C40B 1 0.006603 0.162447 0.298348 -21.00000 0.03105 AFIX 13 H40B 2 0.041754 0.107311 0.367391 -21.00000 -1.20000 AFIX 0 C41B 1 0.032003 0.146719 0.136427 -21.00000 0.03839 AFIX 33 H41D 2 0.107379 0.144144 0.112616 -21.00000 -1.50000 H41E 2 0.007020 0.085562 0.128612 -21.00000 -1.50000 H41F 2 -0.002933 0.200881 0.069517 -21.00000 -1.50000 AFIX 0 C42B 1 -0.107530 0.165867 0.329440 -21.00000 0.04424 AFIX 33 H42D 2 -0.130467 0.102201 0.330474 -21.00000 -1.50000 H42E 2 -0.126094 0.182406 0.423482 -21.00000 -1.50000 H42F 2 -0.141704 0.215261 0.254980 -21.00000 -1.50000 AFIX 0 HKLF 4 REM 16srv065a in P-1 #2 REM R1 = 0.0489 for 3903 Fo > 4sig(Fo) and 0.0947 for all 6043 data REM 451 parameters refined using 6 restraints END WGHT 0.0446 0.7124 REM Highest difference peak 0.399, deepest hole -0.336, 1-sigma level 0.052 Q1 1 0.0327 0.1596 0.2210 11.00000 0.05 0.40 Q2 1 -0.1455 0.1937 0.3088 11.00000 0.05 0.29 Q3 1 -0.1435 0.1957 0.3521 11.00000 0.05 0.28 Q4 1 0.0571 0.5790 0.2461 11.00000 0.05 0.27 Q5 1 0.0053 0.4776 0.2740 11.00000 0.05 0.27 Q6 1 0.3450 0.0146 0.4246 11.00000 0.05 0.25 Q7 1 -0.0443 0.5202 0.3691 11.00000 0.05 0.25 Q8 1 0.0793 0.4187 0.3390 11.00000 0.05 0.21 Q9 1 0.5286 0.7015 0.5254 11.00000 0.05 0.21 Q10 1 0.5996 0.5794 -0.0095 11.00000 0.05 0.20 REM The information below was added by Olex2. REM REM R1 = 0.0489 for 3903 Fo > 4sig(Fo) and 0.0947 for all 23900 data REM n/a parameters refined using n/a restraints REM Highest difference peak 0.40, deepest hole -0.34 REM Mean Shift 0, Max Shift 0.000. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.0947 REM R1_gt = 0.0489 REM wR_ref = 0.1128 REM GOOF = 1.018 REM Shift_max = 0.000 REM Shift_mean = 0 REM Reflections_all = 23900 REM Reflections_gt = 3903 REM Parameters = n/a REM Hole = -0.34 REM Peak = 0.40 REM Flack = n/a ; _olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems' _olex2_submission_special_instructions 'No special instructions were received' #===END _exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DCM/hexane' _exptl_crystal_preparation Luminescent ####################################################################### # # 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_6-15s293 _database_code_depnum_ccdc_archive 'CCDC 1884010' loop_ _audit_author_name _audit_author_address 'Andrei S. Batsanov' ;Durham University United Kingdom ; _audit_update_record ; 2018-12-10 deposited with the CCDC. 2019-05-29 downloaded from the CCDC. ; _audit_creation_date 2018-12-06 _audit_creation_method ; Olex2 1.2-beta (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _shelx_SHELXL_version_number 2018/3 _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C38 H26 N2 O2 S3' _chemical_formula_sum 'C38 H26 N2 O2 S3' _chemical_formula_weight 638.79 _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' S S 0.1246 0.1234 '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 8.7268(8) _cell_length_b 13.2586(11) _cell_length_c 13.8335(12) _cell_angle_alpha 79.822(3) _cell_angle_beta 75.146(3) _cell_angle_gamma 73.305(3) _cell_volume 1472.7(2) _cell_formula_units_Z 2 _cell_measurement_reflns_used 3261 _cell_measurement_temperature 120 _cell_measurement_theta_max 23.98 _cell_measurement_theta_min 2.35 _shelx_estimated_absorpt_T_max 0.996 _shelx_estimated_absorpt_T_min 0.969 _exptl_absorpt_coefficient_mu 0.292 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.9294 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2014/4 (Bruker, 2014) was used for absorption correction. wR2(int) was 0.0711 before and 0.0570 after correction. The Ratio of minimum to maximum transmission is 0.9294. The \l/2 correction factor is Not present. ; _exptl_absorpt_special_details ? _exptl_crystal_colour 'light yellow' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.441 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description stick _exptl_crystal_F_000 664 _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.015 _exptl_special_details ; Data were collected in shutterless mode. Full sphere of reciprocal space was nominally covered by 4 runs of 170 narrow-frame \w-scans (scan width 1.0\%, 40s exposure), every run at a different \f angle. Crystal to detector distance 3.49 cm. ; _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.0862 _diffrn_reflns_av_unetI/netI 0.0837 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 23441 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.998 _diffrn_reflns_theta_full 24.999 _diffrn_reflns_theta_max 24.999 _diffrn_reflns_theta_min 2.346 _diffrn_ambient_temperature 120.0 _diffrn_detector_area_resol_mean 10.4 _diffrn_detector_type 'Bruker PHOTON 100 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 scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'Incoatec I\mS microsource' _diffrn_standards_number 0 _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 3435 _reflns_number_total 5185 _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 'SAINT v8.34A (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 2018/3 (Sheldrick, 2015)' _computing_structure_solution 'olex2.solve (Bourhis et al., 2015)' _refine_diff_density_max 0.329 _refine_diff_density_min -0.306 _refine_diff_density_rms 0.066 _refine_ls_extinction_coef 0.0047(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL-2018/3 (Sheldrick 2018)' _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 409 _refine_ls_number_reflns 5185 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0931 _refine_ls_R_factor_gt 0.0460 _refine_ls_restrained_S_all 1.014 _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^)+(0.0368P)^2^+0.5979P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0839 _refine_ls_wR_factor_ref 0.0981 _refine_special_details ; Methyl group C(37)H~3~ was treated as ideally disordered, C(38)~3~ as a rigid body rotating around the C---C bond, with a common refined U(iso) for three H atoms. Other H atoms - riding (constr). ; _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H,H,H,H,H) groups 2. Others Uiso(H38A)=Uiso(H38B)=Uiso(H38C)=FVAR(1) Fixed Sof: H37A(0.5) H37B(0.5) H37C(0.5) H37D(0.5) H37E(0.5) H37F(0.5) 3.a Aromatic/amide H refined with riding coordinates: C2(H2), C5(H5), C8(H8), C11(H11), C14(H14), C15(H15), C16(H16), C17(H17), C20(H20), C21(H21), C22(H22), C23(H23), C26(H26), C27(H27), C28(H28), C29(H29), C32(H32), C33(H33), C34(H34), C35(H35) 3.b Disordered Me refined with riding coordinates: C37(H37A,H37B,H37C,H37D,H37E,H37F) 3.c Idealised Me refined as rotating group: C38(H38A,H38B,H38C) ; _atom_sites_solution_hydrogens geom _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 S1 S 0.25198(9) 0.04485(6) 0.44584(5) 0.01319(19) Uani 1 1 d . . . . . S2 S 0.20216(10) 0.21549(6) 1.05430(6) 0.0223(2) Uani 1 1 d . . . . . S3 S 0.59950(9) 0.62616(6) 0.22688(6) 0.0190(2) Uani 1 1 d . . . . . O1 O 0.3776(2) -0.05037(14) 0.42325(14) 0.0201(5) Uani 1 1 d . . . . . O2 O 0.1007(2) 0.06025(15) 0.41520(14) 0.0198(5) Uani 1 1 d . . . . . N1 N 0.1955(3) 0.14201(17) 0.85667(16) 0.0139(6) Uani 1 1 d . . . . . N2 N 0.4850(3) 0.43574(17) 0.33935(17) 0.0146(6) Uani 1 1 d . . . . . C1 C 0.2214(3) 0.0634(2) 0.5734(2) 0.0112(6) Uani 1 1 d . . . . . C2 C 0.1739(3) -0.0042(2) 0.6564(2) 0.0139(7) Uani 1 1 d . . . . . H2 H 0.147372 -0.066527 0.648632 0.017 Uiso 1 1 calc R . . . . C3 C 0.1652(3) 0.0203(2) 0.7523(2) 0.0151(7) Uani 1 1 d . . . . . C4 C 0.1993(3) 0.1147(2) 0.7595(2) 0.0134(7) Uani 1 1 d . . . . . C5 C 0.2468(3) 0.1821(2) 0.6751(2) 0.0147(7) Uani 1 1 d . . . . . H5 H 0.268878 0.246055 0.682565 0.018 Uiso 1 1 calc R . . . . C6 C 0.2616(3) 0.1558(2) 0.5809(2) 0.0120(6) Uani 1 1 d . . . . . C7 C 0.3234(3) 0.2103(2) 0.4823(2) 0.0130(6) Uani 1 1 d . . . . . C8 C 0.3781(3) 0.3019(2) 0.4619(2) 0.0148(7) Uani 1 1 d . . . . . H8 H 0.382306 0.336681 0.515267 0.018 Uiso 1 1 calc R . . . . C9 C 0.4266(3) 0.3420(2) 0.3627(2) 0.0133(7) Uani 1 1 d . . . . . C10 C 0.4259(3) 0.2920(2) 0.2817(2) 0.0136(7) Uani 1 1 d . . . . . C11 C 0.3759(3) 0.1981(2) 0.3031(2) 0.0139(7) Uani 1 1 d . . . . . H11 H 0.376247 0.161162 0.250043 0.017 Uiso 1 1 calc R . . . . C12 C 0.3259(3) 0.1594(2) 0.4020(2) 0.0112(6) Uani 1 1 d . . . . . C13 C 0.3524(3) 0.1229(2) 0.8787(2) 0.0137(7) Uani 1 1 d . . . . . C14 C 0.4922(4) 0.0688(2) 0.8161(2) 0.0160(7) Uani 1 1 d . . . . . H14 H 0.481606 0.043627 0.758572 0.019 Uiso 1 1 calc R . . . . C15 C 0.6463(4) 0.0504(2) 0.8352(2) 0.0196(7) Uani 1 1 d . . . . . H15 H 0.739899 0.012843 0.791292 0.024 Uiso 1 1 calc R . . . . C16 C 0.6636(4) 0.0868(2) 0.9182(2) 0.0207(7) Uani 1 1 d . . . . . H16 H 0.769088 0.075384 0.931644 0.025 Uiso 1 1 calc R . . . . C17 C 0.5261(4) 0.1398(2) 0.9814(2) 0.0196(7) Uani 1 1 d . . . . . H17 H 0.537868 0.165426 1.038345 0.023 Uiso 1 1 calc R . . . . C18 C 0.3717(3) 0.1565(2) 0.9640(2) 0.0148(7) Uani 1 1 d . . . . . C19 C 0.0630(3) 0.2272(2) 0.8928(2) 0.0162(7) Uani 1 1 d . . . . . C20 C -0.0684(4) 0.2676(2) 0.8455(2) 0.0189(7) Uani 1 1 d . . . . . H20 H -0.068605 0.237993 0.787887 0.023 Uiso 1 1 calc R . . . . C21 C -0.1991(4) 0.3503(2) 0.8810(2) 0.0223(7) Uani 1 1 d . . . . . H21 H -0.288984 0.375171 0.848679 0.027 Uiso 1 1 calc R . . . . C22 C -0.1991(4) 0.3966(2) 0.9628(2) 0.0229(8) Uani 1 1 d . . . . . H22 H -0.286169 0.455090 0.985455 0.027 Uiso 1 1 calc R . . . . C23 C -0.0702(4) 0.3563(2) 1.0115(2) 0.0213(7) Uani 1 1 d . . . . . H23 H -0.069501 0.387475 1.068097 0.026 Uiso 1 1 calc R . . . . C24 C 0.0575(3) 0.2714(2) 0.9787(2) 0.0169(7) Uani 1 1 d . . . . . C25 C 0.6575(3) 0.4208(2) 0.3139(2) 0.0145(7) Uani 1 1 d . . . . . C26 C 0.7626(4) 0.3223(2) 0.3336(2) 0.0194(7) Uani 1 1 d . . . . . H26 H 0.718387 0.264249 0.365959 0.023 Uiso 1 1 calc R . . . . C27 C 0.9307(4) 0.3081(2) 0.3067(2) 0.0225(7) Uani 1 1 d . . . . . H27 H 1.000969 0.239897 0.318977 0.027 Uiso 1 1 calc R . . . . C28 C 0.9971(4) 0.3920(2) 0.2622(2) 0.0238(8) Uani 1 1 d . . . . . H28 H 1.112650 0.382108 0.244566 0.029 Uiso 1 1 calc R . . . . C29 C 0.8943(4) 0.4906(2) 0.2435(2) 0.0200(7) Uani 1 1 d . . . . . H29 H 0.939362 0.549257 0.214790 0.024 Uiso 1 1 calc R . . . . C30 C 0.7259(3) 0.5046(2) 0.2664(2) 0.0159(7) Uani 1 1 d . . . . . C31 C 0.3768(3) 0.5342(2) 0.3661(2) 0.0136(7) Uani 1 1 d . . . . . C32 C 0.2221(4) 0.5432(2) 0.4286(2) 0.0213(7) Uani 1 1 d . . . . . H32 H 0.184166 0.481354 0.454839 0.026 Uiso 1 1 calc R . . . . C33 C 0.1231(4) 0.6408(2) 0.4528(2) 0.0247(8) Uani 1 1 d . . . . . H33 H 0.016864 0.645243 0.494508 0.030 Uiso 1 1 calc R . . . . C34 C 0.1747(4) 0.7318(2) 0.4180(2) 0.0247(8) Uani 1 1 d . . . . . H34 H 0.107326 0.798301 0.437804 0.030 Uiso 1 1 calc R . . . . C35 C 0.3258(4) 0.7248(2) 0.3541(2) 0.0201(7) Uani 1 1 d . . . . . H35 H 0.362869 0.787185 0.329255 0.024 Uiso 1 1 calc R . . . . C36 C 0.4243(3) 0.6281(2) 0.3255(2) 0.0151(7) Uani 1 1 d . . . . . C37 C 0.1257(4) -0.0565(2) 0.8440(2) 0.0185(7) Uani 1 1 d . . . . . H37A H 0.105470 -0.117696 0.823278 0.022 Uiso 0.5 1 calc R . P . . H37B H 0.218324 -0.080493 0.877387 0.022 Uiso 0.5 1 calc R . P . . H37C H 0.027728 -0.021260 0.890604 0.022 Uiso 0.5 1 calc R . P . . H37D H 0.128878 -0.028603 0.904235 0.022 Uiso 0.5 1 calc R . P . . H37E H 0.016024 -0.065806 0.850126 0.022 Uiso 0.5 1 calc R . P . . H37F H 0.206620 -0.125039 0.836908 0.022 Uiso 0.5 1 calc R . P . . C38 C 0.4785(4) 0.3373(2) 0.1748(2) 0.0205(7) Uani 1 1 d . . . . . H38A H 0.597409 0.310934 0.152184 0.040(6) Uiso 1 1 calc GR . . . . H38B H 0.449537 0.414771 0.170783 0.040(6) Uiso 1 1 calc GR . . . . H38C H 0.422971 0.315716 0.131700 0.040(6) 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 S1 0.0171(4) 0.0120(4) 0.0122(4) -0.0004(3) -0.0035(3) -0.0067(3) S2 0.0219(5) 0.0290(5) 0.0147(4) -0.0064(4) -0.0056(4) -0.0009(4) S3 0.0198(5) 0.0148(4) 0.0209(4) 0.0023(3) -0.0020(3) -0.0070(3) O1 0.0260(13) 0.0108(11) 0.0210(12) -0.0049(9) -0.0017(10) -0.0021(9) O2 0.0202(12) 0.0251(12) 0.0202(12) 0.0027(9) -0.0099(9) -0.0132(10) N1 0.0135(14) 0.0162(14) 0.0130(13) -0.0038(11) -0.0034(11) -0.0033(11) N2 0.0132(14) 0.0106(13) 0.0202(14) -0.0006(10) -0.0022(11) -0.0054(11) C1 0.0086(15) 0.0143(16) 0.0111(15) -0.0033(12) -0.0039(12) -0.0009(13) C2 0.0133(16) 0.0126(16) 0.0174(16) -0.0007(13) -0.0044(13) -0.0054(13) C3 0.0132(16) 0.0155(16) 0.0153(16) 0.0010(13) -0.0050(13) -0.0015(13) C4 0.0135(17) 0.0151(16) 0.0121(16) -0.0034(13) -0.0019(13) -0.0039(13) C5 0.0165(17) 0.0121(16) 0.0167(16) -0.0025(13) -0.0053(13) -0.0033(13) C6 0.0109(16) 0.0084(15) 0.0158(16) -0.0004(12) -0.0042(13) -0.0003(12) C7 0.0100(16) 0.0139(16) 0.0128(16) 0.0009(12) -0.0035(12) -0.0001(13) C8 0.0132(16) 0.0149(16) 0.0187(17) -0.0040(13) -0.0034(13) -0.0058(13) C9 0.0108(16) 0.0088(15) 0.0203(17) -0.0001(13) -0.0022(13) -0.0044(13) C10 0.0110(16) 0.0128(16) 0.0151(16) 0.0002(12) -0.0026(13) -0.0015(13) C11 0.0123(16) 0.0138(16) 0.0163(16) -0.0051(13) -0.0033(13) -0.0023(13) C12 0.0090(15) 0.0104(15) 0.0137(16) -0.0015(12) -0.0012(12) -0.0024(12) C13 0.0184(17) 0.0093(15) 0.0141(16) 0.0029(12) -0.0054(13) -0.0058(13) C14 0.0224(18) 0.0147(17) 0.0119(16) 0.0005(13) -0.0057(13) -0.0056(14) C15 0.0174(17) 0.0192(17) 0.0183(17) 0.0025(13) -0.0002(14) -0.0044(14) C16 0.0148(17) 0.0216(18) 0.0266(18) -0.0009(15) -0.0096(14) -0.0024(14) C17 0.0231(19) 0.0191(17) 0.0184(17) -0.0026(13) -0.0078(14) -0.0050(14) C18 0.0171(17) 0.0130(16) 0.0142(16) 0.0011(12) -0.0034(13) -0.0051(13) C19 0.0164(17) 0.0181(17) 0.0148(16) -0.0018(13) -0.0001(13) -0.0086(14) C20 0.0171(18) 0.0232(18) 0.0181(17) -0.0019(14) -0.0032(14) -0.0085(15) C21 0.0155(18) 0.0272(19) 0.0238(18) 0.0010(15) -0.0048(14) -0.0067(15) C22 0.0181(18) 0.0237(19) 0.0214(18) -0.0041(15) 0.0015(14) -0.0008(15) C23 0.0213(18) 0.0286(19) 0.0146(17) -0.0076(14) -0.0003(14) -0.0074(16) C24 0.0175(17) 0.0193(17) 0.0140(16) 0.0021(13) -0.0040(13) -0.0068(14) C25 0.0150(17) 0.0149(16) 0.0149(16) -0.0015(13) -0.0033(13) -0.0056(14) C26 0.0221(19) 0.0133(17) 0.0233(18) 0.0017(13) -0.0051(14) -0.0073(14) C27 0.0161(18) 0.0205(18) 0.0287(19) 0.0009(14) -0.0074(14) -0.0009(14) C28 0.0136(18) 0.029(2) 0.0275(19) -0.0051(15) -0.0037(14) -0.0037(15) C29 0.0197(18) 0.0205(18) 0.0209(17) -0.0028(14) -0.0004(14) -0.0105(15) C30 0.0178(17) 0.0144(16) 0.0153(16) -0.0031(13) -0.0022(13) -0.0040(14) C31 0.0155(17) 0.0130(16) 0.0144(16) -0.0019(12) -0.0065(13) -0.0037(13) C32 0.0208(18) 0.0148(17) 0.0280(19) -0.0005(14) -0.0021(15) -0.0077(14) C33 0.0115(17) 0.0231(19) 0.034(2) -0.0068(15) 0.0032(15) -0.0002(15) C34 0.0216(19) 0.0184(18) 0.033(2) -0.0058(15) -0.0074(16) -0.0008(15) C35 0.0241(19) 0.0141(17) 0.0256(18) 0.0003(14) -0.0109(15) -0.0071(14) C36 0.0154(17) 0.0148(17) 0.0165(16) -0.0002(13) -0.0068(13) -0.0038(13) C37 0.0259(18) 0.0178(17) 0.0156(16) 0.0016(13) -0.0063(14) -0.0120(14) C38 0.0272(19) 0.0186(17) 0.0157(17) -0.0014(13) -0.0024(14) -0.0081(15) _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 S1 O1 1.4358(19) . ? S1 O2 1.4368(19) . ? S1 C1 1.767(3) . ? S1 C12 1.768(3) . ? S2 C18 1.759(3) . ? S2 C24 1.761(3) . ? S3 C30 1.757(3) . ? S3 C36 1.766(3) . ? N1 C4 1.442(3) . ? N1 C13 1.421(3) . ? N1 C19 1.420(3) . ? N2 C9 1.430(3) . ? N2 C25 1.418(3) . ? N2 C31 1.420(3) . ? C1 C2 1.378(4) . ? C1 C6 1.394(4) . ? C2 C3 1.399(4) . ? C3 C4 1.392(4) . ? C3 C37 1.512(4) . ? C4 C5 1.389(4) . ? C5 C6 1.373(4) . ? C6 C7 1.474(4) . ? C7 C8 1.388(4) . ? C7 C12 1.391(4) . ? C8 C9 1.385(4) . ? C9 C10 1.402(4) . ? C10 C11 1.394(4) . ? C10 C38 1.501(4) . ? C11 C12 1.379(4) . ? C13 C14 1.389(4) . ? C13 C18 1.397(4) . ? C14 C15 1.381(4) . ? C15 C16 1.379(4) . ? C16 C17 1.376(4) . ? C17 C18 1.378(4) . ? C19 C20 1.392(4) . ? C19 C24 1.399(4) . ? C20 C21 1.389(4) . ? C21 C22 1.379(4) . ? C22 C23 1.385(4) . ? C23 C24 1.384(4) . ? C25 C26 1.391(4) . ? C25 C30 1.395(4) . ? C26 C27 1.383(4) . ? C27 C28 1.378(4) . ? C28 C29 1.381(4) . ? C29 C30 1.386(4) . ? C31 C32 1.390(4) . ? C31 C36 1.402(4) . ? C32 C33 1.376(4) . ? C33 C34 1.374(4) . ? C34 C35 1.375(4) . ? C35 C36 1.383(4) . ? 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 S1 O2 117.70(12) . . ? O1 S1 C1 110.06(12) . . ? O1 S1 C12 111.90(12) . . ? O2 S1 C1 112.66(12) . . ? O2 S1 C12 108.89(12) . . ? C1 S1 C12 92.92(13) . . ? C18 S2 C24 100.29(14) . . ? C30 S3 C36 98.90(13) . . ? C13 N1 C4 114.3(2) . . ? C19 N1 C4 115.7(2) . . ? C19 N1 C13 121.8(2) . . ? C25 N2 C9 116.5(2) . . ? C25 N2 C31 121.7(2) . . ? C31 N2 C9 119.8(2) . . ? C2 C1 S1 126.8(2) . . ? C2 C1 C6 122.6(2) . . ? C6 C1 S1 110.4(2) . . ? C1 C2 C3 119.1(2) . . ? C2 C3 C37 120.1(2) . . ? C4 C3 C2 118.0(2) . . ? C4 C3 C37 121.9(2) . . ? C3 C4 N1 120.0(2) . . ? C5 C4 N1 117.8(2) . . ? C5 C4 C3 122.1(3) . . ? C6 C5 C4 119.7(3) . . ? C1 C6 C7 113.0(2) . . ? C5 C6 C1 118.3(2) . . ? C5 C6 C7 128.6(2) . . ? C8 C7 C6 128.5(3) . . ? C8 C7 C12 118.6(3) . . ? C12 C7 C6 113.0(2) . . ? C9 C8 C7 119.1(3) . . ? C8 C9 N2 120.4(3) . . ? C8 C9 C10 122.3(3) . . ? C10 C9 N2 117.3(2) . . ? C9 C10 C38 121.2(2) . . ? C11 C10 C9 118.1(3) . . ? C11 C10 C38 120.7(3) . . ? C12 C11 C10 119.3(3) . . ? C7 C12 S1 110.6(2) . . ? C11 C12 S1 126.8(2) . . ? C11 C12 C7 122.6(3) . . ? C14 C13 N1 120.8(2) . . ? C14 C13 C18 117.7(3) . . ? C18 C13 N1 121.6(2) . . ? C15 C14 C13 121.9(3) . . ? C16 C15 C14 119.7(3) . . ? C17 C16 C15 119.1(3) . . ? C16 C17 C18 121.5(3) . . ? C13 C18 S2 121.7(2) . . ? C17 C18 S2 118.2(2) . . ? C17 C18 C13 120.1(3) . . ? C20 C19 N1 121.0(2) . . ? C20 C19 C24 117.7(3) . . ? C24 C19 N1 121.3(3) . . ? C21 C20 C19 121.3(3) . . ? C22 C21 C20 120.3(3) . . ? C21 C22 C23 119.0(3) . . ? C24 C23 C22 120.9(3) . . ? C19 C24 S2 121.7(2) . . ? C23 C24 S2 117.5(2) . . ? C23 C24 C19 120.6(3) . . ? C26 C25 N2 121.2(2) . . ? C26 C25 C30 118.4(3) . . ? C30 C25 N2 120.5(3) . . ? C27 C26 C25 120.7(3) . . ? C28 C27 C26 120.5(3) . . ? C27 C28 C29 119.5(3) . . ? C28 C29 C30 120.4(3) . . ? C25 C30 S3 119.9(2) . . ? C29 C30 S3 119.4(2) . . ? C29 C30 C25 120.5(3) . . ? C32 C31 N2 123.2(2) . . ? C32 C31 C36 117.6(3) . . ? C36 C31 N2 119.2(2) . . ? C33 C32 C31 120.7(3) . . ? C34 C33 C32 121.4(3) . . ? C33 C34 C35 118.7(3) . . ? C34 C35 C36 120.7(3) . . ? C31 C36 S3 120.3(2) . . ? C35 C36 S3 118.7(2) . . ? C35 C36 C31 120.6(3) . . ? 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 C13 C18 S2 4.9(4) . . . . ? N1 C19 C24 S2 -6.8(4) . . . . ? N2 C25 C30 S3 -6.1(4) . . . . ? N2 C31 C36 S3 10.4(4) . . . . ? C3 C4 N1 C13 101.3(3) . . . . ? C3 C4 N1 C19 -109.4(3) . . . . ? C5 C4 N1 C13 -75.1(3) . . . . ? C5 C4 N1 C19 74.2(3) . . . . ? C8 C9 N2 C25 98.5(3) . . . . ? C8 C9 N2 C31 -65.8(4) . . . . ? C10 C9 N2 C25 -79.6(3) . . . . ? C10 C9 N2 C31 116.1(3) . . . . ? C13 C18 S2 C24 -27.5(3) . . . . ? C14 C13 N1 C4 -8.5(4) . . . . ? C14 C13 N1 C19 -155.7(3) . . . . ? C14 C13 C18 S2 -174.4(2) . . . . ? C14 C13 C18 C17 2.8(4) . . . . ? C17 C18 S2 C24 155.3(2) . . . . ? C17 C18 C13 N1 -177.9(2) . . . . ? C18 C13 N1 C4 172.3(2) . . . . ? C18 C13 N1 C19 25.1(4) . . . . ? C19 C24 S2 C18 28.4(3) . . . . ? C20 C19 N1 C4 11.1(4) . . . . ? C20 C19 N1 C13 157.9(2) . . . . ? C20 C19 C24 S2 171.3(2) . . . . ? C23 C24 S2 C18 -156.5(2) . . . . ? C23 C24 C19 N1 178.3(3) . . . . ? C23 C24 C19 C20 -3.6(4) . . . . ? C24 C19 N1 C4 -170.8(2) . . . . ? C24 C19 N1 C13 -24.0(4) . . . . ? C25 C30 S3 C36 35.2(2) . . . . ? C26 C25 N2 C9 -14.7(4) . . . . ? C26 C25 N2 C31 149.3(3) . . . . ? C26 C25 C30 S3 172.6(2) . . . . ? C29 C30 S3 C36 -149.4(2) . . . . ? C29 C30 C25 N2 178.6(3) . . . . ? C29 C30 C25 C26 -2.7(4) . . . . ? C30 C25 N2 C9 163.9(3) . . . . ? C30 C25 N2 C31 -32.1(4) . . . . ? C31 C36 S3 C30 -37.6(3) . . . . ? C32 C31 N2 C9 10.7(4) . . . . ? C32 C31 N2 C25 -152.8(3) . . . . ? C32 C31 C36 S3 -167.4(2) . . . . ? C32 C31 C36 C35 5.6(4) . . . . ? C35 C36 S3 C30 149.3(2) . . . . ? C35 C36 C31 N2 -176.6(2) . . . . ? C36 C31 N2 C9 -167.1(2) . . . . ? C36 C31 N2 C25 29.4(4) . . . . ? _shelx_res_file ; TITL 15srv293 15srv293.res created by SHELXL-2018/3 at 14:00:09 on 06-Dec-2018 CELL 0.71073 8.7268 13.2586 13.8335 79.8215 75.146 73.3054 ZERR 2 0.0008 0.0011 0.0012 0.0028 0.0027 0.0027 LATT 1 SFAC C H N O S UNIT 76 52 4 4 6 L.S. 7 PLAN 10 SIZE 0.015 0.03 0.11 TEMP -153.15 CONF C3 C4 N1 C13 CONF C5 C4 N1 C13 CONF C3 C4 N1 C19 CONF C5 C4 N1 C19 CONF C14 C13 N1 C4 CONF C18 C13 N1 C4 CONF C14 C13 N1 C19 CONF C18 C13 N1 C19 CONF N1 C13 C18 S2 CONF C14 C13 C18 S2 CONF C17 C18 C13 N1 CONF C14 C13 C18 C17 CONF C13 C18 S2 C24 CONF C17 C18 S2 C24 CONF C23 C24 S2 C18 CONF C19 C24 S2 C18 CONF N1 C19 C24 S2 CONF C23 C24 C19 N1 CONF C20 C19 C24 S2 CONF C23 C24 C19 C20 CONF C24 C19 N1 C4 CONF C20 C19 N1 C4 CONF C24 C19 N1 C13 CONF C20 C19 N1 C13 CONF C10 C9 N2 C31 CONF C8 C9 N2 C31 CONF C10 C9 N2 C25 CONF C8 C9 N2 C25 CONF C32 C31 N2 C9 CONF C36 C31 N2 C9 CONF C32 C31 N2 C25 CONF C36 C31 N2 C25 CONF N2 C31 C36 S3 CONF C32 C31 C36 S3 CONF C35 C36 C31 N2 CONF C32 C31 C36 C35 CONF C31 C36 S3 C30 CONF C35 C36 S3 C30 CONF C29 C30 S3 C36 CONF C25 C30 S3 C36 CONF N2 C25 C30 S3 CONF C29 C30 C25 N2 CONF C26 C25 C30 S3 CONF C29 C30 C25 C26 CONF C30 C25 N2 C9 CONF C26 C25 N2 C9 CONF C30 C25 N2 C31 CONF C26 C25 N2 C31 fmap 2 53 acta OMIT -3 50 REM REM REM WGHT 0.036800 0.597900 EXTI 0.004683 FVAR 0.21937 0.03998 S1 5 0.251978 0.044847 0.445836 11.00000 0.01714 0.01200 = 0.01217 -0.00041 -0.00351 -0.00667 S2 5 0.202162 0.215493 1.054296 11.00000 0.02191 0.02901 = 0.01466 -0.00638 -0.00555 -0.00086 S3 5 0.599500 0.626157 0.226881 11.00000 0.01982 0.01478 = 0.02091 0.00225 -0.00197 -0.00704 O1 4 0.377559 -0.050372 0.423255 11.00000 0.02599 0.01080 = 0.02099 -0.00491 -0.00167 -0.00206 O2 4 0.100750 0.060254 0.415198 11.00000 0.02016 0.02510 = 0.02018 0.00274 -0.00995 -0.01322 N1 3 0.195483 0.142005 0.856670 11.00000 0.01350 0.01618 = 0.01299 -0.00379 -0.00337 -0.00332 N2 3 0.484974 0.435744 0.339352 11.00000 0.01320 0.01062 = 0.02023 -0.00059 -0.00219 -0.00544 C1 1 0.221438 0.063408 0.573418 11.00000 0.00862 0.01434 = 0.01111 -0.00331 -0.00386 -0.00087 C2 1 0.173876 -0.004182 0.656424 11.00000 0.01329 0.01256 = 0.01740 -0.00066 -0.00445 -0.00540 AFIX 43 H2 2 0.147372 -0.066527 0.648632 11.00000 -1.20000 AFIX 0 C3 1 0.165175 0.020299 0.752293 11.00000 0.01321 0.01551 = 0.01530 0.00105 -0.00503 -0.00152 C4 1 0.199338 0.114655 0.759547 11.00000 0.01346 0.01513 = 0.01212 -0.00335 -0.00190 -0.00392 C5 1 0.246788 0.182066 0.675131 11.00000 0.01648 0.01206 = 0.01668 -0.00253 -0.00532 -0.00334 AFIX 43 H5 2 0.268878 0.246055 0.682565 11.00000 -1.20000 AFIX 0 C6 1 0.261614 0.155800 0.580918 11.00000 0.01087 0.00842 = 0.01582 -0.00037 -0.00423 -0.00027 C7 1 0.323364 0.210289 0.482302 11.00000 0.00996 0.01395 = 0.01282 0.00089 -0.00348 -0.00012 C8 1 0.378138 0.301925 0.461892 11.00000 0.01315 0.01490 = 0.01866 -0.00402 -0.00340 -0.00579 AFIX 43 H8 2 0.382306 0.336681 0.515267 11.00000 -1.20000 AFIX 0 C9 1 0.426636 0.342016 0.362661 11.00000 0.01079 0.00875 = 0.02031 -0.00013 -0.00219 -0.00444 C10 1 0.425872 0.291961 0.281658 11.00000 0.01099 0.01284 = 0.01511 0.00023 -0.00261 -0.00149 C11 1 0.375887 0.198085 0.303065 11.00000 0.01227 0.01384 = 0.01626 -0.00511 -0.00330 -0.00230 AFIX 43 H11 2 0.376247 0.161162 0.250043 11.00000 -1.20000 AFIX 0 C12 1 0.325914 0.159367 0.401990 11.00000 0.00897 0.01036 = 0.01368 -0.00147 -0.00122 -0.00243 C13 1 0.352374 0.122913 0.878673 11.00000 0.01840 0.00933 = 0.01411 0.00294 -0.00536 -0.00579 C14 1 0.492219 0.068752 0.816117 11.00000 0.02240 0.01469 = 0.01193 0.00049 -0.00574 -0.00561 AFIX 43 H14 2 0.481606 0.043627 0.758572 11.00000 -1.20000 AFIX 0 C15 1 0.646285 0.050375 0.835177 11.00000 0.01735 0.01918 = 0.01826 0.00255 -0.00023 -0.00439 AFIX 43 H15 2 0.739899 0.012843 0.791292 11.00000 -1.20000 AFIX 0 C16 1 0.663591 0.086777 0.918242 11.00000 0.01479 0.02156 = 0.02662 -0.00087 -0.00960 -0.00242 AFIX 43 H16 2 0.769088 0.075384 0.931644 11.00000 -1.20000 AFIX 0 C17 1 0.526102 0.139787 0.981413 11.00000 0.02309 0.01912 = 0.01837 -0.00263 -0.00780 -0.00503 AFIX 43 H17 2 0.537868 0.165426 1.038345 11.00000 -1.20000 AFIX 0 C18 1 0.371667 0.156545 0.963982 11.00000 0.01714 0.01298 = 0.01420 0.00114 -0.00340 -0.00509 C19 1 0.062999 0.227236 0.892830 11.00000 0.01640 0.01808 = 0.01480 -0.00179 -0.00010 -0.00860 C20 1 -0.068356 0.267604 0.845550 11.00000 0.01712 0.02318 = 0.01809 -0.00193 -0.00324 -0.00849 AFIX 43 H20 2 -0.068605 0.237993 0.787887 11.00000 -1.20000 AFIX 0 C21 1 -0.199106 0.350319 0.880974 11.00000 0.01555 0.02725 = 0.02382 0.00098 -0.00477 -0.00670 AFIX 43 H21 2 -0.288984 0.375171 0.848679 11.00000 -1.20000 AFIX 0 C22 1 -0.199122 0.396567 0.962810 11.00000 0.01808 0.02374 = 0.02136 -0.00408 0.00145 -0.00084 AFIX 43 H22 2 -0.286169 0.455090 0.985455 11.00000 -1.20000 AFIX 0 C23 1 -0.070231 0.356349 1.011463 11.00000 0.02128 0.02862 = 0.01462 -0.00757 -0.00035 -0.00737 AFIX 43 H23 2 -0.069501 0.387475 1.068097 11.00000 -1.20000 AFIX 0 C24 1 0.057511 0.271427 0.978683 11.00000 0.01754 0.01926 = 0.01404 0.00207 -0.00396 -0.00682 C25 1 0.657472 0.420820 0.313918 11.00000 0.01498 0.01488 = 0.01491 -0.00150 -0.00334 -0.00563 C26 1 0.762582 0.322344 0.333639 11.00000 0.02212 0.01326 = 0.02334 0.00166 -0.00506 -0.00732 AFIX 43 H26 2 0.718387 0.264249 0.365959 11.00000 -1.20000 AFIX 0 C27 1 0.930725 0.308078 0.306710 11.00000 0.01609 0.02048 = 0.02869 0.00087 -0.00739 -0.00094 AFIX 43 H27 2 1.000969 0.239897 0.318977 11.00000 -1.20000 AFIX 0 C28 1 0.997114 0.392008 0.262228 11.00000 0.01364 0.02940 = 0.02746 -0.00514 -0.00372 -0.00366 AFIX 43 H28 2 1.112650 0.382108 0.244566 11.00000 -1.20000 AFIX 0 C29 1 0.894334 0.490646 0.243525 11.00000 0.01973 0.02054 = 0.02094 -0.00277 -0.00042 -0.01046 AFIX 43 H29 2 0.939362 0.549257 0.214790 11.00000 -1.20000 AFIX 0 C30 1 0.725887 0.504643 0.266422 11.00000 0.01778 0.01442 = 0.01528 -0.00308 -0.00222 -0.00398 C31 1 0.376838 0.534239 0.366113 11.00000 0.01547 0.01304 = 0.01443 -0.00193 -0.00648 -0.00373 C32 1 0.222071 0.543192 0.428590 11.00000 0.02079 0.01477 = 0.02799 -0.00050 -0.00214 -0.00775 AFIX 43 H32 2 0.184166 0.481354 0.454839 11.00000 -1.20000 AFIX 0 C33 1 0.123141 0.640764 0.452820 11.00000 0.01153 0.02306 = 0.03367 -0.00683 0.00315 -0.00015 AFIX 43 H33 2 0.016864 0.645243 0.494508 11.00000 -1.20000 AFIX 0 C34 1 0.174721 0.731819 0.418040 11.00000 0.02159 0.01838 = 0.03329 -0.00581 -0.00741 -0.00080 AFIX 43 H34 2 0.107326 0.798301 0.437804 11.00000 -1.20000 AFIX 0 C35 1 0.325755 0.724844 0.354084 11.00000 0.02407 0.01411 = 0.02562 0.00032 -0.01093 -0.00707 AFIX 43 H35 2 0.362869 0.787185 0.329255 11.00000 -1.20000 AFIX 0 C36 1 0.424308 0.628079 0.325469 11.00000 0.01544 0.01477 = 0.01651 -0.00024 -0.00677 -0.00384 C37 1 0.125703 -0.056545 0.843951 11.00000 0.02592 0.01780 = 0.01559 0.00162 -0.00629 -0.01204 AFIX 123 H37A 2 0.105470 -0.117696 0.823278 10.50000 -1.20000 H37B 2 0.218324 -0.080493 0.877387 10.50000 -1.20000 H37C 2 0.027728 -0.021260 0.890604 10.50000 -1.20000 H37D 2 0.128878 -0.028603 0.904235 10.50000 -1.20000 H37E 2 0.016024 -0.065806 0.850126 10.50000 -1.20000 H37F 2 0.206620 -0.125039 0.836908 10.50000 -1.20000 AFIX 0 C38 1 0.478517 0.337279 0.174808 11.00000 0.02716 0.01855 = 0.01571 -0.00136 -0.00243 -0.00812 AFIX 137 H38A 2 0.597409 0.310934 0.152184 11.00000 21.00000 H38B 2 0.449537 0.414771 0.170783 11.00000 21.00000 H38C 2 0.422971 0.315716 0.131700 11.00000 21.00000 AFIX 0 HKLF 4 REM 15srv293 REM wR2 = 0.0981, GooF = S = 1.014, Restrained GooF = 1.014 for all data REM R1 = 0.0460 for 3435 Fo > 4sig(Fo) and 0.0931 for all 5185 data REM 409 parameters refined using 0 restraints END WGHT 0.0366 0.6100 REM Highest difference peak 0.329, deepest hole -0.306, 1-sigma level 0.066 Q1 1 0.2292 0.0621 0.5192 11.00000 0.05 0.33 Q2 1 0.3232 0.0972 0.4205 11.00000 0.05 0.32 Q3 1 0.2985 0.2192 0.9873 11.00000 0.05 0.28 Q4 1 0.4884 0.6225 0.2755 11.00000 0.05 0.27 Q5 1 0.5606 0.0813 0.2547 11.00000 0.05 0.26 Q6 1 0.6847 0.4645 0.2755 11.00000 0.05 0.26 Q7 1 0.1416 0.0766 0.7592 11.00000 0.05 0.26 Q8 1 0.6752 0.5558 0.2592 11.00000 0.05 0.25 Q9 1 -0.0347 0.7974 0.5437 11.00000 0.05 0.24 Q10 1 0.5246 0.1463 1.0988 11.00000 0.05 0.24 ; _shelx_res_checksum 98612 #===END _exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CD2Cl2' _exptl_crystal_preparation Luminescent ####################################################################### # # 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_8-16s487 _database_code_depnum_ccdc_archive 'CCDC 1884009' loop_ _audit_author_name _audit_author_address 'Andrei S. Batsanov' ;Durham University United Kingdom ; _audit_update_record ; 2018-12-10 deposited with the CCDC. 2019-05-29 downloaded from the CCDC. ; _audit_creation_method SHELXL-2018/3 _shelx_SHELXL_version_number 2018/3 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H39 N2 O2 S3, C Cl3 D' _chemical_formula_sum 'C45 H38 Cl3 D N2 O2 S3' _chemical_formula_weight 843.32 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0032 0.0015 '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' Cl Cl 0.1418 0.1507 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' D D 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0108 0.0057 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1181 0.1169 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system monoclinic _space_group_IT_number 11 _space_group_name_H-M_alt 'P 21/m' _space_group_name_Hall '-P 2yb' _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. ; loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z' '-x, -y, -z' 'x, -y-1/2, z' _cell_length_a 7.6155(19) _cell_length_b 31.336(8) _cell_length_c 8.892(2) _cell_angle_alpha 90 _cell_angle_beta 108.991(5) _cell_angle_gamma 90 _cell_volume 2006.4(9) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9617 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 35.00 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_density_diffrn 1.396 _exptl_crystal_F_000 876 _exptl_transmission_factor_min ? _exptl_transmission_factor_max ? _exptl_crystal_size_max 0.115 _exptl_crystal_size_mid 0.015 _exptl_crystal_size_min 0.008 _exptl_absorpt_coefficient_mu 0.394 _shelx_estimated_absorpt_T_min 0.956 _shelx_estimated_absorpt_T_max 0.994 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6492 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ; SADABS-2016/2 (Krause et al., 2015) was used for absorption correction. wR2(int) was 0.1572 before and 0.1101 after correction. The Ratio of minimum to maximum transmission is 0.6492. The \l/2 correction factor is Not present. ; _exptl_absorpt_special_details ? _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.6889 _diffrn_measurement_device_type 'Dectris Pilatus 2M pixel-array photon-counting detector' _diffrn_measurement_device 'dual air-bearing fixed-\c diffractometer' _diffrn_measurement_method 'thin-slice \f and \w scans' _diffrn_radiation_monochromator 'double crystal silicon 111' _diffrn_radiation_type 'synchrotron ' _diffrn_radiation_source 'undulator, Beamline I19, Diamond Light Source, RAL' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 20383 _diffrn_reflns_av_unetI/netI 0.1132 _diffrn_reflns_av_R_equivalents 0.0891 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -38 _diffrn_reflns_limit_k_max 38 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.520 _diffrn_reflns_theta_max 25.000 _diffrn_reflns_theta_full 25.000 _diffrn_measured_fraction_theta_max 0.991 _diffrn_measured_fraction_theta_full 0.991 _diffrn_reflns_Laue_measured_fraction_max 0.991 _diffrn_reflns_Laue_measured_fraction_full 0.991 _diffrn_reflns_point_group_measured_fraction_max 0.991 _diffrn_reflns_point_group_measured_fraction_full 0.991 _reflns_number_total 3922 _reflns_number_gt 3441 _reflns_threshold_expression 'I > 2\s(I)' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_max . _reflns_Friedel_fraction_full . _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. ; _computing_data_collection 'Diamond I19 EH1 GDA (Allan et al., 2017), DIALS (Winter et al., 2018)' _computing_cell_refinement 'APEX3 v2017.3-0 (Bruker AXS, 2005-2017)' _computing_data_reduction 'cbf_to_sfrm.py (Johnson & Probert, 2016), SAINT V8.38A (Bruker AXS, 2017)' _computing_structure_solution 'SHELXT-2018/2 (Sheldrick, 2015)' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2015a)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _refine_special_details ; The methyl-phenothiazine moiety is disordered between two orientations with methyl group on different sides of the dibenzothiophene plane, refined with geometries restrained to similarity (SAME). Their occupancies refined to 0.898(3) and 0.102(3). The minor orientation is labelled B. The CDCl~3~ molecule is disordered between two positions related by a mirror plane, Cl(1) lying on this plane and belonging to both positions. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1352P)^2^+4.6037P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef . _refine_ls_number_reflns 3922 _refine_ls_number_parameters 327 _refine_ls_number_restraints 271 _refine_ls_R_factor_all 0.1060 _refine_ls_R_factor_gt 0.0994 _refine_ls_wR_factor_ref 0.2703 _refine_ls_wR_factor_gt 0.2634 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.025 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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 S1 S 0.94159(17) 0.750000 0.78073(18) 0.0301(4) Uani 1 2 d S T P . . O1 O 1.0606(6) 0.750000 0.9446(6) 0.0521(13) Uani 1 2 d S T P . . O2 O 1.0326(6) 0.750000 0.6613(6) 0.0438(11) Uani 1 2 d S T P . . C1 C 0.7733(5) 0.70911(10) 0.7454(5) 0.0250(8) Uani 1 1 d . . . . . C2 C 0.7983(5) 0.66590(11) 0.7294(5) 0.0268(8) Uani 1 1 d . . . . . H2 H 0.919103 0.654915 0.744269 0.032 Uiso 1 1 calc R U . . . C3 C 0.6466(5) 0.63852(10) 0.6915(4) 0.0238(7) Uani 1 1 d . . . . . C4 C 0.4713(5) 0.65553(11) 0.6806(5) 0.0250(8) Uani 1 1 d D . . . . C5 C 0.4513(5) 0.69935(11) 0.7024(5) 0.0259(8) Uani 1 1 d . . . . . H5 H 0.333876 0.710434 0.698854 0.031 Uiso 1 1 calc R U . . . C6 C 0.6006(5) 0.72640(10) 0.7289(4) 0.0247(8) Uani 1 1 d . . . . . C7 C 0.6723(5) 0.59220(11) 0.6548(5) 0.0286(8) Uani 1 1 d . . . . . H7 H 0.547554 0.578220 0.624135 0.034 Uiso 1 1 calc R U . . . C8 C 0.7418(10) 0.58882(16) 0.5140(7) 0.0585(14) Uani 1 1 d . . . . . H8A H 0.652001 0.602269 0.421097 0.088 Uiso 1 1 d R U . . . H8B H 0.756223 0.558654 0.490895 0.088 Uiso 1 1 d R U . . . H8C H 0.861979 0.603284 0.538535 0.088 Uiso 1 1 d R U . . . C9 C 0.7985(9) 0.56862(14) 0.7988(7) 0.0564(14) Uani 1 1 d . . . . . H9A H 0.923349 0.580992 0.829538 0.085 Uiso 1 1 d R U . . . H9B H 0.804585 0.538354 0.772587 0.085 Uiso 1 1 d R U . . . H9C H 0.749197 0.571261 0.887438 0.085 Uiso 1 1 d R U . . . S2 S 0.21693(17) 0.54306(3) 0.47222(16) 0.0383(4) Uani 0.898(3) 1 d D . P A 1 N1 N 0.3086(6) 0.62937(12) 0.6384(8) 0.0264(8) Uani 0.898(3) 1 d D . P A 1 C10 C 0.3611(12) 0.6444(3) 0.9763(7) 0.0419(15) Uani 0.898(3) 1 d D . P A 1 H10A H 0.490337 0.653294 0.997373 0.063 Uiso 0.898(3) 1 d R U P A 1 H10B H 0.333719 0.643385 1.076542 0.063 Uiso 0.898(3) 1 d R U P A 1 H10C H 0.278050 0.664927 0.904191 0.063 Uiso 0.898(3) 1 d R U P A 1 C11 C 0.3004(5) 0.59456(12) 0.7380(6) 0.0275(9) Uani 0.898(3) 1 d D . P A 1 C12 C 0.2550(6) 0.55376(14) 0.6756(6) 0.0328(10) Uani 0.898(3) 1 d D . P A 1 C13 C 0.2482(7) 0.51894(15) 0.7719(7) 0.0414(11) Uani 0.898(3) 1 d D . P A 1 H13 H 0.213844 0.491433 0.727068 0.050 Uiso 0.898(3) 1 calc R U P A 1 C14 C 0.2919(8) 0.52534(17) 0.9319(7) 0.0483(12) Uani 0.898(3) 1 d D . P A 1 H14 H 0.295744 0.501680 0.999678 0.058 Uiso 0.898(3) 1 calc R U P A 1 C15 C 0.3306(8) 0.56565(19) 0.9963(7) 0.0438(12) Uani 0.898(3) 1 d D . P A 1 H15 H 0.356997 0.569363 1.107477 0.053 Uiso 0.898(3) 1 calc R U P A 1 C16 C 0.3317(6) 0.60123(15) 0.9014(6) 0.0351(10) Uani 0.898(3) 1 d D . P A 1 C17 C 0.1833(6) 0.63034(14) 0.4786(6) 0.0306(9) Uani 0.898(3) 1 d D . P A 1 C18 C 0.1313(6) 0.59299(14) 0.3912(6) 0.0342(10) Uani 0.898(3) 1 d D . P A 1 C19 C 0.0093(8) 0.5944(2) 0.2345(6) 0.0462(12) Uani 0.898(3) 1 d D . P A 1 H19 H -0.029341 0.568639 0.176865 0.055 Uiso 0.898(3) 1 calc R U P A 1 C20 C -0.0543(9) 0.6328(2) 0.1642(7) 0.0578(15) Uani 0.898(3) 1 d D . P A 1 H20 H -0.133187 0.633707 0.056624 0.069 Uiso 0.898(3) 1 calc R U P A 1 C21 C -0.0038(10) 0.6700(2) 0.2496(8) 0.0621(17) Uani 0.898(3) 1 d D . P A 1 H21 H -0.048736 0.696635 0.201252 0.074 Uiso 0.898(3) 1 calc R U P A 1 C22 C 0.112(3) 0.66862(19) 0.4053(11) 0.0487(15) Uani 0.898(3) 1 d D . P A 1 H22 H 0.144036 0.694462 0.463739 0.058 Uiso 0.898(3) 1 calc R U P A 1 S2B S 0.3051(16) 0.5275(3) 0.6972(13) 0.0383(4) Uani 0.102(3) 1 d D . P A 2 N1B N 0.334(5) 0.6256(10) 0.686(2) 0.026(14) Uiso 0.102(3) 1 d D . P A 2 C10B C 0.12(3) 0.6762(16) 0.412(9) 0.0487(15) Uani 0.102(3) 1 d D . P A 2 H10D H 0.178624 0.686776 0.519827 0.073 Uiso 0.102(3) 1 calc R U P A 2 H10E H 0.166800 0.691475 0.337574 0.073 Uiso 0.102(3) 1 calc R U P A 2 H10F H -0.016356 0.681005 0.381550 0.073 Uiso 0.102(3) 1 calc R U P A 2 C11B C 0.238(4) 0.6050(7) 0.542(2) 0.017(5) Uiso 0.102(3) 1 d D . P A 2 C12B C 0.221(5) 0.5610(7) 0.532(2) 0.032(6) Uiso 0.102(3) 1 d D . P A 2 C13B C 0.110(6) 0.5405(9) 0.394(3) 0.042(8) Uiso 0.102(3) 1 d D . P A 2 H13B H 0.065815 0.512257 0.395077 0.050 Uiso 0.102(3) 1 calc R U P A 2 C14B C 0.069(8) 0.5640(11) 0.256(3) 0.057(13) Uiso 0.102(3) 1 d D . P A 2 H14B H 0.033099 0.549681 0.156021 0.068 Uiso 0.102(3) 1 calc R U P A 2 C15B C 0.080(8) 0.6079(11) 0.260(3) 0.046(13) Uiso 0.102(3) 1 d D . P A 2 H15B H 0.036631 0.623638 0.163703 0.055 Uiso 0.102(3) 1 calc R U P A 2 C16B C 0.155(7) 0.6296(9) 0.405(3) 0.043(14) Uiso 0.102(3) 1 d D . P A 2 C17B C 0.331(5) 0.6062(7) 0.831(3) 0.017(5) Uiso 0.102(3) 1 d D . P A 2 C18B C 0.326(5) 0.5628(7) 0.853(2) 0.032(6) Uiso 0.102(3) 1 d D . P A 2 C19B C 0.333(8) 0.5462(10) 1.001(3) 0.042(8) Uiso 0.102(3) 1 d D . P A 2 H19B H 0.319072 0.516476 1.014453 0.050 Uiso 0.102(3) 1 calc R U P A 2 C20B C 0.361(9) 0.5736(11) 1.127(4) 0.067(15) Uiso 0.102(3) 1 d D . P A 2 H20B H 0.369730 0.562257 1.228186 0.080 Uiso 0.102(3) 1 calc R U P A 2 C21B C 0.377(7) 0.6168(11) 1.111(3) 0.049(11) Uiso 0.102(3) 1 d D . P A 2 H21B H 0.403953 0.635185 1.200489 0.058 Uiso 0.102(3) 1 calc R U P A 2 C22B C 0.353(13) 0.6327(10) 0.961(4) 0.05(3) Uiso 0.102(3) 1 d D . P A 2 H22B H 0.352132 0.662764 0.946432 0.059 Uiso 0.102(3) 1 calc R U P A 2 Cl1 Cl 0.5742(5) 0.750000 0.0778(3) 0.0822(8) Uani 1 2 d DS T P . . Cl2 Cl 0.5856(5) 0.80174(11) 0.3420(3) 0.0607(8) Uani 0.5 1 d D . P B -1 Cl3 Cl 0.4253(16) 0.7214(2) 0.3195(6) 0.182(4) Uani 0.5 1 d D . P B -1 C1S C 0.4664(19) 0.7628(3) 0.2148(12) 0.080(5) Uani 0.5 1 d D . P B -1 D1S D 0.342603 0.775144 0.153516 0.096 Uiso 0.5 1 d R U 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 S1 0.0163(6) 0.0144(6) 0.0567(9) 0.000 0.0077(5) 0.000 O1 0.032(2) 0.031(2) 0.071(3) 0.000 -0.014(2) 0.000 O2 0.030(2) 0.0212(19) 0.087(3) 0.000 0.029(2) 0.000 C1 0.0172(16) 0.0127(15) 0.043(2) 0.0025(13) 0.0071(14) -0.0004(12) C2 0.0194(16) 0.0145(15) 0.046(2) 0.0011(14) 0.0104(15) 0.0032(13) C3 0.0211(16) 0.0139(15) 0.0377(19) 0.0008(13) 0.0114(14) 0.0017(12) C4 0.0217(17) 0.0141(15) 0.041(2) -0.0010(13) 0.0124(14) -0.0014(12) C5 0.0208(16) 0.0150(16) 0.043(2) -0.0002(14) 0.0121(14) 0.0026(13) C6 0.0215(16) 0.0143(17) 0.0391(19) -0.0001(13) 0.0108(14) 0.0005(13) C7 0.0232(17) 0.0133(15) 0.052(2) -0.0036(14) 0.0157(16) -0.0003(13) C8 0.089(4) 0.029(2) 0.077(3) -0.009(2) 0.054(3) -0.002(2) C9 0.076(4) 0.0192(19) 0.066(3) 0.0047(19) 0.013(3) 0.013(2) S2 0.0372(7) 0.0192(6) 0.0568(8) -0.0089(5) 0.0130(6) -0.0044(4) N1 0.0180(18) 0.0154(18) 0.045(3) 0.0029(17) 0.0084(18) -0.0010(13) C10 0.045(4) 0.038(3) 0.044(3) -0.004(2) 0.017(2) -0.009(3) C11 0.0185(18) 0.0178(17) 0.048(2) 0.0045(16) 0.0132(17) 0.0006(14) C12 0.026(2) 0.020(2) 0.051(3) -0.0018(17) 0.0114(18) -0.0029(17) C13 0.037(2) 0.024(2) 0.069(3) 0.005(2) 0.026(2) -0.0044(19) C14 0.047(3) 0.034(2) 0.070(3) 0.015(2) 0.028(3) 0.002(2) C15 0.038(3) 0.043(3) 0.051(3) 0.008(2) 0.015(2) -0.002(2) C16 0.027(2) 0.031(2) 0.048(3) 0.0006(19) 0.013(2) -0.0007(18) C17 0.022(2) 0.026(2) 0.042(3) -0.0037(17) 0.0086(19) -0.0033(16) C18 0.027(2) 0.025(2) 0.050(2) -0.0068(17) 0.0107(18) -0.0037(17) C19 0.046(3) 0.044(3) 0.043(3) -0.011(2) 0.007(2) -0.007(3) C20 0.060(4) 0.057(3) 0.042(3) 0.000(2) -0.003(3) 0.000(3) C21 0.067(4) 0.043(3) 0.059(3) 0.007(2) -0.004(3) 0.012(3) C22 0.046(3) 0.030(3) 0.055(3) -0.004(2) -0.003(2) 0.009(5) S2B 0.0372(7) 0.0192(6) 0.0568(8) -0.0089(5) 0.0130(6) -0.0044(4) C10B 0.046(3) 0.030(3) 0.055(3) -0.004(2) -0.003(2) 0.009(5) Cl1 0.132(2) 0.0614(13) 0.0619(13) 0.000 0.0440(14) 0.000 Cl2 0.0779(19) 0.0631(17) 0.0397(13) -0.0074(11) 0.0171(12) -0.0029(15) Cl3 0.358(12) 0.130(5) 0.077(3) -0.036(3) 0.097(5) -0.148(7) C1S 0.084(8) 0.094(14) 0.055(6) -0.020(6) 0.013(6) -0.024(7) _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 S1 O1 1.444(5) . ? S1 O2 1.445(5) . ? S1 C1 1.767(3) . ? S1 C1 1.767(3) 4_575 ? C1 C2 1.381(5) . ? C1 C6 1.385(5) . ? C2 C3 1.390(5) . ? C3 C4 1.412(5) . ? C3 C7 1.514(4) . ? C4 C5 1.402(5) . ? C4 N1B 1.420(18) . ? C4 N1 1.430(5) . ? C5 C6 1.376(5) . ? C6 C6 1.479(6) 4_575 ? C7 C8 1.513(6) . ? C7 C9 1.519(6) . ? S2 C18 1.757(5) . ? S2 C12 1.768(5) . ? N1 C11 1.419(6) . ? N1 C17 1.431(8) . ? C10 C16 1.492(10) . ? C11 C12 1.392(6) . ? C11 C16 1.410(7) . ? C12 C13 1.398(7) . ? C13 C14 1.366(8) . ? C14 C15 1.379(8) . ? C15 C16 1.399(7) . ? C17 C22 1.388(8) . ? C17 C18 1.389(6) . ? C18 C19 1.402(7) . ? C19 C20 1.369(9) . ? C20 C21 1.377(9) . ? C21 C22 1.380(11) . ? S2B C18B 1.739(17) . ? S2B C12B 1.750(17) . ? N1B C11B 1.405(18) . ? N1B C17B 1.432(18) . ? C10B C16B 1.49(2) . ? C11B C12B 1.384(18) . ? C11B C16B 1.409(18) . ? C12B C13B 1.400(19) . ? C13B C14B 1.38(2) . ? C14B C15B 1.38(2) . ? C15B C16B 1.41(2) . ? C17B C18B 1.373(18) . ? C17B C22B 1.39(2) . ? C18B C19B 1.404(19) . ? C19B C20B 1.37(2) . ? C20B C21B 1.37(2) . ? C21B C22B 1.38(2) . ? Cl1 C1S 1.723(10) . ? Cl2 C1S 1.709(9) . ? Cl3 C1S 1.686(10) . ? 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 S1 O2 116.6(3) . . ? O1 S1 C1 111.1(2) . . ? O2 S1 C1 111.29(19) . . ? O1 S1 C1 111.1(2) . 4_575 ? O2 S1 C1 111.29(18) . 4_575 ? C1 S1 C1 93.0(2) . 4_575 ? C2 C1 C6 122.1(3) . . ? C2 C1 S1 127.8(3) . . ? C6 C1 S1 110.1(2) . . ? C1 C2 C3 119.9(3) . . ? C2 C3 C4 118.5(3) . . ? C2 C3 C7 119.3(3) . . ? C4 C3 C7 122.2(3) . . ? C5 C4 C3 120.2(3) . . ? C5 C4 N1B 121.9(17) . . ? C3 C4 N1B 116.1(17) . . ? C5 C4 N1 118.3(3) . . ? C3 C4 N1 121.4(3) . . ? C6 C5 C4 120.4(3) . . ? C5 C6 C1 118.7(3) . . ? C5 C6 C6 128.0(2) . 4_575 ? C1 C6 C6 113.03(19) . 4_575 ? C8 C7 C3 110.5(3) . . ? C8 C7 C9 111.6(4) . . ? C3 C7 C9 112.0(3) . . ? C18 S2 C12 99.5(2) . . ? C11 N1 C4 119.2(5) . . ? C11 N1 C17 119.0(3) . . ? C4 N1 C17 119.3(4) . . ? C12 C11 C16 118.9(4) . . ? C12 C11 N1 120.9(4) . . ? C16 C11 N1 120.2(4) . . ? C11 C12 C13 121.8(5) . . ? C11 C12 S2 121.2(4) . . ? C13 C12 S2 116.9(4) . . ? C14 C13 C12 118.6(5) . . ? C13 C14 C15 120.9(5) . . ? C14 C15 C16 121.5(5) . . ? C15 C16 C11 118.1(4) . . ? C15 C16 C10 118.9(5) . . ? C11 C16 C10 123.0(4) . . ? C22 C17 C18 118.0(6) . . ? C22 C17 N1 121.1(5) . . ? C18 C17 N1 120.9(4) . . ? C17 C18 C19 120.4(5) . . ? C17 C18 S2 121.4(4) . . ? C19 C18 S2 118.2(4) . . ? C20 C19 C18 120.2(5) . . ? C19 C20 C21 119.9(5) . . ? C20 C21 C22 120.0(5) . . ? C21 C22 C17 121.5(6) . . ? C18B S2B C12B 101.5(12) . . ? C11B N1B C4 116.0(18) . . ? C11B N1B C17B 118.1(17) . . ? C4 N1B C17B 122.8(19) . . ? C12B C11B N1B 121.9(18) . . ? C12B C11B C16B 118.7(17) . . ? N1B C11B C16B 119.5(19) . . ? C11B C12B C13B 122.2(18) . . ? C11B C12B S2B 122.6(15) . . ? C13B C12B S2B 114.4(16) . . ? C14B C13B C12B 116(2) . . ? C13B C14B C15B 121(2) . . ? C14B C15B C16B 121(2) . . ? C15B C16B C11B 117.6(19) . . ? C15B C16B C10B 119(3) . . ? C11B C16B C10B 123(3) . . ? C18B C17B C22B 118.6(19) . . ? C18B C17B N1B 124(2) . . ? C22B C17B N1B 117(2) . . ? C17B C18B C19B 120.2(18) . . ? C17B C18B S2B 121.3(15) . . ? C19B C18B S2B 118.5(17) . . ? C20B C19B C18B 119(2) . . ? C19B C20B C21B 122(2) . . ? C20B C21B C22B 118(2) . . ? C21B C22B C17B 122(2) . . ? Cl3 C1S Cl2 109.8(6) . . ? Cl3 C1S Cl1 115.3(7) . . ? Cl2 C1S Cl1 111.2(6) . . ? _refine_diff_density_max 0.699 _refine_diff_density_min -1.059 _refine_diff_density_rms 0.116 _shelx_res_file ; TITL 16srv102_a.res in P2(1)/m 16srv487.res created by SHELXL-2018/3 at 21:30:26 on 27-Jul-2018 REM Old TITL 16srv102 in P2(1)/m REM SHELXT solution in P2(1)/m: R1 0.234, Rweak 0.012, Alpha 0.049 REM 1.019 for 20 systematic absences, Orientation as input REM Formula found by SHELXT: C20 N4 O2 S2 CELL 0.6889 7.6155 31.3356 8.8919 90 108.991 90 ZERR 2 0.0019 0.0079 0.0023 0 0.005 0 LATT 1 SYMM -X,0.5+Y,-Z SFAC C H Cl D N O S DISP C 0.0032 0.0015 10.8482 DISP Cl 0.1418 0.1507 623.9827 DISP D -0 0 DISP H -0 0 0.6228 DISP N 0.006 0.003 18.3366 DISP O 0.0108 0.0057 30.1916 DISP S 0.1181 0.1169 489.4073 UNIT 90 76 6 2 4 4 6 SADI N1 C4 N1B C4 SADI Cl3 C1S Cl1 C1S Cl2 C1S RIGU EADP C19B C13B EADP C18B C12B EADP C17B C11B EADP C10B C22 EADP S2B S2 L.S. 7 PLAN 8 SIZE 0.015 0.08 0.115 TEMP -173.15 BOND list 4 fmap 2 53 acta OMIT -3 50 OMIT 0 2 0 OMIT -1 3 1 OMIT 0 1 1 OMIT 0 0 1 OMIT 0 2 2 OMIT 1 5 1 OMIT 0 0 2 OMIT -1 0 3 OMIT 2 2 0 OMIT -1 13 1 OMIT 3 0 0 OMIT -3 9 1 OMIT 1 1 1 OMIT -1 12 1 OMIT -2 7 3 OMIT -2 16 2 OMIT -2 12 1 OMIT -2 10 2 OMIT 2 1 0 OMIT -1 6 3 OMIT 0 8 2 OMIT 1 6 0 OMIT -4 3 3 OMIT 3 8 2 REM REM REM WGHT 0.135200 4.603700 FVAR 0.30180 0.89842 S1 7 0.941587 0.750000 0.780729 10.50000 0.01633 0.01436 = 0.05671 0.00000 0.00773 0.00000 O1 6 1.060625 0.750000 0.944556 10.50000 0.03186 0.03101 = 0.07081 0.00000 -0.01431 0.00000 O2 6 1.032589 0.750000 0.661307 10.50000 0.03039 0.02120 = 0.08722 0.00000 0.02926 0.00000 C1 1 0.773268 0.709107 0.745382 11.00000 0.01720 0.01271 = 0.04300 0.00247 0.00705 -0.00043 C2 1 0.798344 0.665899 0.729377 11.00000 0.01942 0.01449 = 0.04619 0.00107 0.01044 0.00317 AFIX 43 H2 2 0.919103 0.654915 0.744269 11.00000 -1.20000 AFIX 0 C3 1 0.646629 0.638523 0.691453 11.00000 0.02109 0.01390 = 0.03774 0.00082 0.01136 0.00168 C4 1 0.471262 0.655529 0.680582 11.00000 0.02169 0.01408 = 0.04091 -0.00100 0.01236 -0.00143 C5 1 0.451267 0.699352 0.702391 11.00000 0.02076 0.01497 = 0.04320 -0.00016 0.01211 0.00259 AFIX 43 H5 2 0.333876 0.710434 0.698854 11.00000 -1.20000 AFIX 0 C6 1 0.600560 0.726402 0.728879 11.00000 0.02147 0.01433 = 0.03912 -0.00007 0.01081 0.00055 C7 1 0.672289 0.592199 0.654796 11.00000 0.02321 0.01332 = 0.05190 -0.00362 0.01572 -0.00035 AFIX 13 H7 2 0.547554 0.578220 0.624135 11.00000 -1.20000 AFIX 0 C8 1 0.741848 0.588816 0.514009 11.00000 0.08911 0.02923 = 0.07674 -0.00921 0.05383 -0.00243 AFIX 7 H8A 2 0.652001 0.602269 0.421097 11.00000 -1.50000 H8B 2 0.756223 0.558654 0.490895 11.00000 -1.50000 H8C 2 0.861979 0.603284 0.538535 11.00000 -1.50000 AFIX 0 C9 1 0.798484 0.568616 0.798804 11.00000 0.07648 0.01918 = 0.06579 0.00469 0.01266 0.01250 AFIX 7 H9A 2 0.923349 0.580992 0.829538 11.00000 -1.50000 H9B 2 0.804585 0.538354 0.772587 11.00000 -1.50000 H9C 2 0.749197 0.571261 0.887438 11.00000 -1.50000 AFIX 0 PART 1 S2 7 0.216930 0.543056 0.472216 21.00000 0.03723 0.01923 = 0.05682 -0.00887 0.01302 -0.00437 N1 5 0.308610 0.629373 0.638401 21.00000 0.01801 0.01545 = 0.04457 0.00289 0.00842 -0.00098 C10 1 0.361125 0.644395 0.976282 21.00000 0.04542 0.03800 = 0.04419 -0.00449 0.01737 -0.00896 AFIX 7 H10A 2 0.490337 0.653294 0.997373 21.00000 -1.50000 H10B 2 0.333719 0.643385 1.076542 21.00000 -1.50000 H10C 2 0.278050 0.664927 0.904191 21.00000 -1.50000 AFIX 0 C11 1 0.300413 0.594560 0.737999 21.00000 0.01848 0.01775 = 0.04809 0.00452 0.01321 0.00063 C12 1 0.255006 0.553755 0.675638 21.00000 0.02635 0.02041 = 0.05073 -0.00177 0.01138 -0.00288 C13 1 0.248167 0.518940 0.771922 21.00000 0.03721 0.02372 = 0.06943 0.00492 0.02593 -0.00435 AFIX 43 H13 2 0.213844 0.491433 0.727068 21.00000 -1.20000 AFIX 0 C14 1 0.291905 0.525337 0.931865 21.00000 0.04749 0.03384 = 0.06968 0.01459 0.02757 0.00205 AFIX 43 H14 2 0.295744 0.501680 0.999678 21.00000 -1.20000 AFIX 0 C15 1 0.330559 0.565650 0.996258 21.00000 0.03810 0.04281 = 0.05071 0.00779 0.01489 -0.00166 AFIX 43 H15 2 0.356997 0.569363 1.107477 21.00000 -1.20000 AFIX 0 C16 1 0.331719 0.601226 0.901442 21.00000 0.02666 0.03128 = 0.04771 0.00057 0.01268 -0.00071 C17 1 0.183326 0.630345 0.478564 21.00000 0.02229 0.02619 = 0.04205 -0.00365 0.00859 -0.00327 C18 1 0.131318 0.592987 0.391244 21.00000 0.02665 0.02488 = 0.04976 -0.00675 0.01067 -0.00370 C19 1 0.009321 0.594396 0.234494 21.00000 0.04608 0.04434 = 0.04280 -0.01090 0.00711 -0.00696 AFIX 43 H19 2 -0.029341 0.568639 0.176865 21.00000 -1.20000 AFIX 0 C20 1 -0.054295 0.632771 0.164179 21.00000 0.05953 0.05742 = 0.04240 0.00023 -0.00290 -0.00021 AFIX 43 H20 2 -0.133187 0.633707 0.056624 21.00000 -1.20000 AFIX 0 C21 1 -0.003775 0.670003 0.249560 21.00000 0.06669 0.04307 = 0.05880 0.00659 -0.00383 0.01228 AFIX 43 H21 2 -0.048736 0.696635 0.201252 21.00000 -1.20000 AFIX 0 C22 1 0.112165 0.668623 0.405295 21.00000 0.04616 0.02999 = 0.05542 -0.00400 -0.00334 0.00918 AFIX 43 H22 2 0.144036 0.694462 0.463739 21.00000 -1.20000 AFIX 0 SAME 0.02 0.04 S2 > C22 PART 0 PART 2 S2B 7 0.305122 0.527503 0.697209 -21.00000 0.03723 0.01923 = 0.05682 -0.00887 0.01302 -0.00437 N1B 5 0.333705 0.625553 0.686324 -21.00000 0.02640 C10B 1 0.117822 0.676216 0.411571 -21.00000 0.04616 0.02999 = 0.05542 -0.00400 -0.00334 0.00918 AFIX 33 H10D 2 0.178624 0.686776 0.519827 -21.00000 -1.50000 H10E 2 0.166800 0.691475 0.337574 -21.00000 -1.50000 H10F 2 -0.016356 0.681005 0.381550 -21.00000 -1.50000 AFIX 0 C11B 1 0.238463 0.604997 0.542430 -21.00000 0.01722 C12B 1 0.220971 0.561029 0.531850 -21.00000 0.03164 C13B 1 0.110094 0.540547 0.393660 -21.00000 0.04204 AFIX 43 H13B 2 0.065815 0.512257 0.395077 -21.00000 -1.20000 AFIX 0 C14B 1 0.069289 0.563968 0.255664 -21.00000 0.05653 AFIX 43 H14B 2 0.033099 0.549681 0.156021 -21.00000 -1.20000 AFIX 0 C15B 1 0.080197 0.607873 0.260009 -21.00000 0.04604 AFIX 43 H15B 2 0.036631 0.623638 0.163703 -21.00000 -1.20000 AFIX 0 C16B 1 0.154962 0.629625 0.405122 -21.00000 0.04317 C17B 1 0.330648 0.606167 0.831309 -21.00000 0.01722 C18B 1 0.325981 0.562848 0.852787 -21.00000 0.03164 C19B 1 0.333281 0.546226 1.001360 -21.00000 0.04204 AFIX 43 H19B 2 0.319072 0.516476 1.014453 -21.00000 -1.20000 AFIX 0 C20B 1 0.361173 0.573552 1.126897 -21.00000 0.06651 AFIX 43 H20B 2 0.369730 0.562257 1.228186 -21.00000 -1.20000 AFIX 0 C21B 1 0.377161 0.616784 1.110932 -21.00000 0.04866 AFIX 43 H21B 2 0.403953 0.635185 1.200489 -21.00000 -1.20000 AFIX 0 C22B 1 0.353225 0.632728 0.961222 -21.00000 0.04877 AFIX 43 H22B 2 0.352132 0.662764 0.946432 -21.00000 -1.20000 AFIX 0 PART 0 CL1 3 0.574182 0.750000 0.077760 10.50000 0.13233 0.06138 = 0.06187 0.00000 0.04397 0.00000 PART -1 CL2 3 0.585635 0.801740 0.341998 10.50000 0.07789 0.06310 = 0.03974 -0.00736 0.01706 -0.00290 CL3 3 0.425290 0.721367 0.319460 10.50000 0.35779 0.13010 = 0.07741 -0.03631 0.09739 -0.14773 C1S 1 0.466423 0.762844 0.214766 10.50000 0.08419 0.09408 = 0.05512 -0.01963 0.01336 -0.02432 AFIX 3 D1S 4 0.342603 0.775144 0.153516 10.50000 -1.20000 AFIX 0 HKLF 4 REM 16srv102_a.res in P2(1)/m REM wR2 = 0.2703, GooF = S = 1.059, Restrained GooF = 1.025 for all data REM R1 = 0.0994 for 3441 Fo > 4sig(Fo) and 0.1060 for all 3922 data REM 327 parameters refined using 271 restraints END WGHT 0.1366 4.5818 REM Highest difference peak 0.699, deepest hole -1.059, 1-sigma level 0.116 Q1 1 0.2219 0.5403 0.5624 11.00000 0.05 0.70 Q2 1 0.9548 0.7500 0.6978 10.50000 0.05 0.57 Q3 1 0.7141 0.7500 0.1179 10.50000 0.05 0.54 Q4 1 0.8478 0.7194 0.7602 11.00000 0.05 0.52 Q5 1 0.8851 0.7500 0.7556 10.50000 0.05 0.50 Q6 1 0.6996 0.7190 0.7252 11.00000 0.05 0.50 Q7 1 0.1611 0.5588 0.4329 11.00000 0.05 0.48 Q8 1 0.3095 0.5364 0.7193 11.00000 0.05 0.48 ; _shelx_res_checksum 84480 #===END _exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: acetone/d-chloroform' _exptl_crystal_preparation Luminescent ####################################################################### # # 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_8-16s102 _database_code_depnum_ccdc_archive 'CCDC 1884008' loop_ _audit_author_name _audit_author_address 'Andrei S. Batsanov' ;Durham University United Kingdom ; _audit_update_record ; 2018-12-10 deposited with the CCDC. 2019-05-29 downloaded from the CCDC. ; _audit_creation_date 2018-07-26 _audit_creation_method ; Olex2 1.2-beta (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _shelx_SHELXL_version_number 2018/3 _chemical_name_common ? _chemical_name_systematic ? _chemical_formula_moiety 'C44 H38 N2 O2 S3' _chemical_formula_sum 'C44 H38 N2 O2 S3' _chemical_formula_weight 722.94 _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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 '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 'C 1 2/c 1' _space_group_name_Hall '-C 2yc' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 16.766(4) _cell_length_b 7.6903(19) _cell_length_c 28.118(7) _cell_angle_alpha 90 _cell_angle_beta 90.899(4) _cell_angle_gamma 90 _cell_volume 3625.0(16) _cell_formula_units_Z 4 _cell_measurement_reflns_used 665 _cell_measurement_temperature 120 _cell_measurement_theta_max 40.39 _cell_measurement_theta_min 3.14 _shelx_estimated_absorpt_T_max ? _shelx_estimated_absorpt_T_min ? _exptl_absorpt_coefficient_mu 2.190 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.8317 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Krause et al., 2015) was used for absorption correction. wR2(int) was 0.0950 before and 0.0707 after correction. The Ratio of minimum to maximum transmission is 0.8317. The \l/2 correction factor is Not present. ; _exptl_absorpt_special_details ? _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.325 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description lathe _exptl_crystal_F_000 1520 _exptl_crystal_size_max 0.316 _exptl_crystal_size_mid 0.125 _exptl_crystal_size_min 0.042 _exptl_special_details ; Data were collected in shutterless mode. Full sphere of reciprocal space was nominally covered by 12 runs of narrow-frame \w-scans (8 x 340 + 180 + 60 + 2 x 40 scans, scan width 0.5\%, exposure 10s for low 2\q, 20s for medium and 30s for high 2\q), every run at a different 2\q and/or \f angle. Two runs of 358 \f-scans (scan width 1\%, 1.5s exposure) were used for scaling overflowing intensities. Crystal to detector distance 3.49 cm. The crystal was a 2-component pseudo-orthorhombic twin with partial overlap of 3305 out of 3518 reflections: R(sym)=0.043 for orthorhombic vs 0.031 for monoclinic setting. Twin law: -1 0 0 0 -1 0 0 0 1, i.e. a 180 \% rotation around the direct (or reciprocal) axis [0 0 1]. The accurate unit cell parameters were measured on a different crystal which was not twinned (but too small for full data collection), a colourless prism of 0.014 x 0.016 x 0.26 mm. Global refinement of the lattice for the twinned crystal on 9757 reflections with 3.15<\q<75.32\%, converged at a=16.7106(9), b=7.6972(3), c=28.0540(13) \%A, \a=90, \b=90.056(3), \g=90 \%, V=3608.4(3) \%A^3^. ; _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.0602 _diffrn_reflns_av_unetI/netI 0.0443 _diffrn_reflns_Laue_measured_fraction_full 0.979 _diffrn_reflns_Laue_measured_fraction_max 0.933 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_number 18203 _diffrn_reflns_point_group_measured_fraction_full 0.979 _diffrn_reflns_point_group_measured_fraction_max 0.933 _diffrn_reflns_theta_full 67.679 _diffrn_reflns_theta_max 75.549 _diffrn_reflns_theta_min 3.144 _diffrn_ambient_temperature 120 _diffrn_detector_area_resol_mean 10.4 _diffrn_detector_type 'Bruker PHOTON 100 CMOS' _diffrn_measured_fraction_theta_full 0.979 _diffrn_measured_fraction_theta_max 0.933 _diffrn_measurement_device '3-circle area detector 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 CuK\a _diffrn_radiation_wavelength 1.54184 _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 3035 _reflns_number_total 3518 _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. Completness statistics refer to single and composite reflections containing twin component 1 only. ; _reflns_threshold_expression 'I > 2\s(I)' _computing_cell_refinement 'SAINT v8.38A (Bruker, 2016)' _computing_data_collection 'APEX3 v.2016.1-0 (Bruker, 2016)' _computing_data_reduction 'SAINT v8.38A (Bruker, 2016)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL 2018/3 multi-CPU version (Sheldrick, 2015a)' _computing_structure_solution 'ShelXT 2018/2 (Sheldrick, 2015)' _refine_diff_density_max 0.311 _refine_diff_density_min -0.331 _refine_diff_density_rms 0.052 _refine_ls_extinction_coef 0.00027(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL-2018/3 (Sheldrick, 2018)' _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 291 _refine_ls_number_reflns 3518 _refine_ls_number_restraints 253 _refine_ls_R_factor_all 0.0625 _refine_ls_R_factor_gt 0.0493 _refine_ls_restrained_S_all 1.032 _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^)+(0.0189P)^2^+7.2320P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0988 _refine_ls_wR_factor_ref 0.1068 _refine_special_details ;Refined as a 2-component twin. The methyl-phenothiazine moiety is disordered between two orientations with methyl group on different sides of the dibenzothiophene plane, refined with geometries restrained to similarity (SAME). Their occupancies refined to 0.857(3) and 0.143(3). The minor orientation is labelled B.,Twin ; loop_ _twin_individual_id _twin_individual_mass_fraction_refined _twin_individual_twin_lattice_type _twin_individual_twin_matrix_11 _twin_individual_twin_matrix_12 _twin_individual_twin_matrix_13 _twin_individual_twin_matrix_21 _twin_individual_twin_matrix_22 _twin_individual_twin_matrix_23 _twin_individual_twin_matrix_31 _twin_individual_twin_matrix_32 _twin_individual_twin_matrix_33 1 0.4969(14) ref 1 0 0 0 1 0 0 0 1 2 0.5031(14) mt_II -1 0 0 0 -1 0 0 0 1 _olex2_refinement_description ; 1. Twinned data refinement Scales: 0.4969(14) 0.5031(14) 2. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups 3. Shared sites {N1, N1B} 4. Uiso/Uaniso restraints and constraints Uanis(N1) = Uanis(N1B) Uiso(C17B) = Uiso(C11B) Uiso(C18B) = Uiso(C12B) 5. 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 6. Same fragment restrains {S2, N1, C10, C11, C12, C13, C14, C15, C16, C17, C18, C19, C20, C21, C22} sigma for 1-2: 0.02, 1-3: 0.04 as {S2B, N1B, C10B, C11B, C12B, C13B, C14B, C15B, C16B, C17B, C18B, C19B, C20B, C21B, C22B} 7. Others Sof(S2B)=Sof(N1B)=Sof(C10B)=Sof(H10D)=Sof(H10E)=Sof(H10F)=Sof(C11B)=Sof(C12B)= Sof(C13B)=Sof(H13B)=Sof(C14B)=Sof(H14B)=Sof(C15B)=Sof(H15B)=Sof(C16B)= Sof(C17B)=Sof(C18B)=Sof(C19B)=Sof(H19B)=Sof(C20B)=Sof(H20B)=Sof(C21B)= Sof(H21B)=Sof(C22B)=Sof(H22B)=1-FVAR(1) Sof(S2)=Sof(N1)=Sof(C10)=Sof(H10A)=Sof(H10B)=Sof(H10C)=Sof(C11)=Sof(C12)= Sof(C13)=Sof(H13)=Sof(C14)=Sof(H14)=Sof(C15)=Sof(H15)=Sof(C16)=Sof(C17)= Sof(C18)=Sof(C19)=Sof(H19)=Sof(C20)=Sof(H20)=Sof(C21)=Sof(H21)=Sof(C22)= Sof(H22)=FVAR(1) 8.a Rotating group: C10(H10A,H10B,H10C) 8.b Ternary CH refined with riding coordinates: C7(H7) 8.c Me refined with riding coordinates: C10B(H10D,H10E,H10F) 8.d Aromatic/amide H refined with riding coordinates: C2(H2), C5(H5), C13(H13), C14(H14), C15(H15), C19(H19), C20(H20), C21(H21), C22(H22), C13B(H13B), C14B(H14B), C15B(H15B), C19B(H19B), C20B(H20B), C21B(H21B), C22B(H22B) 8.e Idealised Me refined as rotating group: C8(H8A,H8B,H8C), C9(H9A,H9B,H9C) ; _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary dual _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 S1 S 0.500000 0.41600(12) 0.250000 0.0456(4) Uani 1 2 d S TU P . . O1 O 0.55989(18) 0.3168(3) 0.22567(9) 0.0611(9) Uani 1 1 d . U . . . C1 C 0.4552(2) 0.5758(4) 0.21296(11) 0.0362(9) Uani 1 1 d . U . . . C2 C 0.4055(2) 0.5470(4) 0.17443(12) 0.0400(10) Uani 1 1 d . U . . . H2 H 0.391856 0.431463 0.165557 0.048 Uiso 1 1 calc R . . . . C3 C 0.3752(2) 0.6863(4) 0.14839(12) 0.0378(9) Uani 1 1 d . U . . . C4 C 0.3966(2) 0.8560(4) 0.16258(11) 0.0348(9) Uani 1 1 d . U . . . C5 C 0.4441(2) 0.8832(4) 0.20323(11) 0.0368(10) Uani 1 1 d . U . . . H5 H 0.455518 0.998220 0.213633 0.044 Uiso 1 1 calc R . . . . C6 C 0.4747(2) 0.7423(4) 0.22832(10) 0.0351(9) Uani 1 1 d . U . . . C7 C 0.3221(3) 0.6479(4) 0.10573(13) 0.0518(11) Uani 1 1 d . U . . . H7 H 0.302879 0.761111 0.092327 0.062 Uiso 1 1 calc R . . . . C8 C 0.3691(3) 0.5563(6) 0.06807(14) 0.0803(16) Uani 1 1 d . U . . . H8A H 0.387181 0.443259 0.080188 0.121 Uiso 1 1 calc GR . . . . H8B H 0.415379 0.627055 0.059722 0.121 Uiso 1 1 calc GR . . . . H8C H 0.335174 0.538742 0.039753 0.121 Uiso 1 1 calc GR . . . . C9 C 0.2496(3) 0.5423(6) 0.1204(2) 0.0818(17) Uani 1 1 d . U . . . H9A H 0.267262 0.431625 0.134233 0.123 Uiso 1 1 calc GR . . . . H9B H 0.215684 0.519649 0.092349 0.123 Uiso 1 1 calc GR . . . . H9C H 0.219292 0.607693 0.143908 0.123 Uiso 1 1 calc GR . . . . S2 S 0.31915(8) 1.03480(12) 0.03230(4) 0.0493(4) Uani 0.857(3) 1 d D U . A 1 N1 N 0.37052(17) 1.0048(3) 0.13532(9) 0.0341(7) Uani 0.857(3) 1 d D U . A 1 C10 C 0.2681(3) 1.0630(7) 0.21794(19) 0.0501(12) Uani 0.857(3) 1 d D U . A 1 H10A H 0.278353 0.941377 0.226481 0.075 Uiso 0.857(3) 1 d GR . . A 1 H10B H 0.227005 1.110635 0.238639 0.075 Uiso 0.857(3) 1 d GR . . A 1 H10C H 0.317366 1.130464 0.221938 0.075 Uiso 0.857(3) 1 d GR . . A 1 C11 C 0.2887(3) 1.0459(4) 0.12843(16) 0.0362(10) Uani 0.857(3) 1 d D U . A 1 C12 C 0.2594(3) 1.0730(5) 0.08257(16) 0.0454(12) Uani 0.857(3) 1 d D U . A 1 C13 C 0.1811(3) 1.1171(5) 0.07433(18) 0.0512(13) Uani 0.857(3) 1 d D U . A 1 H13 H 0.161771 1.131631 0.042636 0.061 Uiso 0.857(3) 1 calc R . . A 1 C14 C 0.1313(3) 1.1400(6) 0.1112(2) 0.0624(14) Uani 0.857(3) 1 d D U . A 1 H14 H 0.077170 1.171308 0.105468 0.075 Uiso 0.857(3) 1 calc R . . A 1 C15 C 0.1598(3) 1.1172(7) 0.1581(3) 0.0605(15) Uani 0.857(3) 1 d D U . A 1 H15 H 0.124320 1.130975 0.183853 0.073 Uiso 0.857(3) 1 calc R . . A 1 C16 C 0.2405(3) 1.0740(5) 0.16741(17) 0.0425(10) Uani 0.857(3) 1 d D U . A 1 C17 C 0.4286(3) 1.0822(4) 0.10450(14) 0.0343(10) Uani 0.857(3) 1 d D U . A 1 C18 C 0.4122(3) 1.1050(5) 0.05607(15) 0.0430(11) Uani 0.857(3) 1 d D U . A 1 C19 C 0.4669(4) 1.1836(7) 0.02675(19) 0.0588(14) Uani 0.857(3) 1 d D U . A 1 H19 H 0.454148 1.199662 -0.005997 0.071 Uiso 0.857(3) 1 calc R . . A 1 C20 C 0.5397(3) 1.2390(7) 0.04452(18) 0.0600(13) Uani 0.857(3) 1 d D U . A 1 H20 H 0.577721 1.289985 0.024093 0.072 Uiso 0.857(3) 1 calc R . . A 1 C21 C 0.5564(3) 1.2192(5) 0.09232(17) 0.0520(12) Uani 0.857(3) 1 d D U . A 1 H21 H 0.606042 1.258678 0.104964 0.062 Uiso 0.857(3) 1 calc R . . A 1 C22 C 0.5017(3) 1.1423(5) 0.12224(15) 0.0379(10) Uani 0.857(3) 1 d D U . A 1 H22 H 0.514145 1.130466 0.155154 0.046 Uiso 0.857(3) 1 calc R . . A 1 S2B S 0.2364(6) 1.0442(12) 0.0624(3) 0.059(3) Uiso 0.143(3) 1 d D U . A 2 N1B N 0.37052(17) 1.0048(3) 0.13532(9) 0.0341(7) Uani 0.143(3) 1 d D U . A 2 C10B C 0.5372(18) 1.103(5) 0.1187(11) 0.063(11) Uiso 0.143(3) 1 d D U . A 2 H10D H 0.588883 1.112422 0.103070 0.095 Uiso 0.143(3) 1 calc R . . A 2 H10E H 0.526771 1.209949 0.136497 0.095 Uiso 0.143(3) 1 calc R . . A 2 H10F H 0.538118 1.003834 0.140559 0.095 Uiso 0.143(3) 1 calc R . . A 2 C11B C 0.3929(11) 1.058(4) 0.0902(6) 0.053(6) Uiso 0.143(3) 1 d D U . A 2 C12B C 0.3381(10) 1.076(4) 0.0536(7) 0.055(6) Uiso 0.143(3) 1 d D U . A 2 C13B C 0.3591(15) 1.119(4) 0.0080(8) 0.070(9) Uiso 0.143(3) 1 d D U . A 2 H13B H 0.319278 1.131553 -0.016134 0.083 Uiso 0.143(3) 1 calc R . . A 2 C14B C 0.4365(15) 1.142(5) -0.0020(9) 0.075(10) Uiso 0.143(3) 1 d D U . A 2 H14B H 0.453123 1.166429 -0.033419 0.090 Uiso 0.143(3) 1 calc R . . A 2 C15B C 0.4914(17) 1.129(5) 0.0356(9) 0.069(12) Uiso 0.143(3) 1 d D U . A 2 H15B H 0.545395 1.156403 0.029214 0.083 Uiso 0.143(3) 1 calc R . . A 2 C16B C 0.4735(12) 1.077(5) 0.0823(8) 0.071(11) Uiso 0.143(3) 1 d D U . A 2 C17B C 0.2950(11) 1.072(4) 0.1535(7) 0.053(6) Uiso 0.143(3) 1 d D U . A 2 C18B C 0.2305(13) 1.101(4) 0.1234(6) 0.055(6) Uiso 0.143(3) 1 d D U . A 2 C19B C 0.1585(17) 1.164(5) 0.1401(10) 0.068(14) Uiso 0.143(3) 1 d D U . A 2 H19B H 0.113216 1.170469 0.119399 0.082 Uiso 0.143(3) 1 calc R . . A 2 C20B C 0.153(2) 1.218(6) 0.1866(11) 0.115(16) Uiso 0.143(3) 1 d D U . A 2 H20B H 0.105780 1.273585 0.197299 0.139 Uiso 0.143(3) 1 calc R . . A 2 C21B C 0.217(2) 1.190(7) 0.2178(12) 0.15(2) Uiso 0.143(3) 1 d D U . A 2 H21B H 0.212170 1.219464 0.250406 0.181 Uiso 0.143(3) 1 calc R . . A 2 C22B C 0.287(2) 1.118(6) 0.2014(9) 0.089(17) Uiso 0.143(3) 1 d D U . A 2 H22B H 0.330341 1.099876 0.223016 0.106 Uiso 0.143(3) 1 calc R . . A 2 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 S1 0.0769(11) 0.0151(4) 0.0434(7) 0.000 -0.0411(8) 0.000 O1 0.096(2) 0.0279(11) 0.0577(16) -0.0146(11) -0.0452(17) 0.0268(14) C1 0.054(2) 0.0207(13) 0.0326(16) 0.0006(12) -0.0231(17) 0.0002(14) C2 0.062(3) 0.0133(12) 0.0434(18) -0.0023(13) -0.0255(18) 0.0005(14) C3 0.055(2) 0.0195(13) 0.0385(18) -0.0024(13) -0.0244(18) 0.0043(14) C4 0.053(2) 0.0181(13) 0.0333(17) 0.0026(12) -0.0201(17) 0.0033(13) C5 0.059(3) 0.0151(12) 0.0353(18) -0.0016(12) -0.0225(18) 0.0001(14) C6 0.050(2) 0.0210(13) 0.0333(17) -0.0012(12) -0.0234(16) 0.0006(13) C7 0.084(3) 0.0194(14) 0.051(2) -0.0031(14) -0.045(2) 0.0078(16) C8 0.119(4) 0.077(3) 0.044(2) -0.014(2) -0.044(3) 0.012(3) C9 0.076(3) 0.064(3) 0.104(4) 0.000(3) -0.060(3) -0.007(2) S2 0.0777(9) 0.0327(5) 0.0365(6) -0.0019(4) -0.0332(7) 0.0029(5) N1 0.0472(17) 0.0185(11) 0.0361(14) 0.0026(10) -0.0198(13) 0.0030(11) C10 0.052(3) 0.047(3) 0.052(3) -0.004(2) 0.005(3) 0.009(2) C11 0.047(2) 0.0129(14) 0.048(2) 0.0044(16) -0.0221(19) -0.0007(15) C12 0.072(3) 0.0176(17) 0.045(2) -0.0047(17) -0.031(2) 0.0047(18) C13 0.055(3) 0.039(2) 0.059(3) 0.000(2) -0.028(2) -0.007(2) C14 0.040(3) 0.053(3) 0.094(4) 0.013(3) -0.024(3) 0.003(2) C15 0.054(3) 0.042(3) 0.085(4) 0.004(3) -0.007(3) -0.001(2) C16 0.046(3) 0.0253(18) 0.055(2) 0.0019(18) -0.010(2) 0.0013(18) C17 0.047(3) 0.0159(15) 0.039(2) 0.0009(15) -0.019(2) 0.0070(16) C18 0.065(3) 0.0256(18) 0.038(2) -0.0034(16) -0.013(2) 0.0085(18) C19 0.076(4) 0.056(3) 0.044(3) 0.003(2) -0.006(3) 0.009(3) C20 0.064(4) 0.058(3) 0.058(3) 0.010(2) 0.009(3) -0.001(3) C21 0.055(3) 0.039(2) 0.062(3) 0.005(2) -0.003(2) 0.000(2) C22 0.045(3) 0.0283(17) 0.040(2) -0.0026(15) -0.012(2) 0.006(2) N1B 0.0472(17) 0.0185(11) 0.0361(14) 0.0026(10) -0.0198(13) 0.0030(11) _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 S1 O1 1.442(3) . ? S1 O1 1.442(3) 2_655 ? S1 C1 1.771(3) . ? S1 C1 1.771(3) 2_655 ? C1 C2 1.374(4) . ? C1 C6 1.389(4) . ? C2 H2 0.9500 . ? C2 C3 1.389(4) . ? C3 C4 1.409(4) . ? C3 C7 1.512(4) . ? C4 C5 1.399(4) . ? C4 N1 1.441(3) . ? C4 N1B 1.441(3) . ? C5 H5 0.9500 . ? C5 C6 1.387(4) . ? C6 C6 1.475(5) 2_655 ? C7 H7 1.0000 . ? C7 C8 1.505(7) . ? C7 C9 1.524(7) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? S2 C12 1.769(5) . ? S2 C18 1.772(5) . ? N1 C11 1.418(5) . ? N1 C17 1.442(6) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9805 . ? C10 C16 1.490(6) . ? C11 C12 1.388(6) . ? C11 C16 1.389(7) . ? C12 C13 1.373(7) . ? C13 H13 0.9500 . ? C13 C14 1.354(8) . ? C14 H14 0.9500 . ? C14 C15 1.406(8) . ? C15 H15 0.9500 . ? C15 C16 1.414(7) . ? C17 C18 1.396(5) . ? C17 C22 1.395(6) . ? C18 C19 1.382(7) . ? C19 H19 0.9500 . ? C19 C20 1.379(7) . ? C20 H20 0.9500 . ? C20 C21 1.377(6) . ? C21 H21 0.9500 . ? C21 C22 1.386(7) . ? C22 H22 0.9500 . ? S2B C12B 1.745(16) . ? S2B C18B 1.773(16) . ? N1B C11B 1.391(16) . ? N1B C17B 1.467(16) . ? C10B H10D 0.9800 . ? C10B H10E 0.9800 . ? C10B H10F 0.9800 . ? C10B C16B 1.482(18) . ? C11B C12B 1.377(17) . ? C11B C16B 1.380(18) . ? C12B C13B 1.372(18) . ? C13B H13B 0.9500 . ? C13B C14B 1.345(19) . ? C14B H14B 0.9500 . ? C14B C15B 1.395(19) . ? C15B H15B 0.9500 . ? C15B C16B 1.406(19) . ? C17B C18B 1.381(17) . ? C17B C22B 1.403(18) . ? C18B C19B 1.391(19) . ? C19B H19B 0.9500 . ? C19B C20B 1.38(2) . ? C20B H20B 0.9500 . ? C20B C21B 1.39(2) . ? C21B H21B 0.9500 . ? C21B C22B 1.38(2) . ? C22B H22B 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 O1 S1 O1 116.1(2) . 2_655 ? O1 S1 C1 112.36(16) . . ? O1 S1 C1 110.72(16) . 2_655 ? O1 S1 C1 110.72(16) 2_655 . ? O1 S1 C1 112.36(16) 2_655 2_655 ? C1 S1 C1 92.12(18) 2_655 . ? C2 C1 S1 126.8(2) . . ? C2 C1 C6 122.0(3) . . ? C6 C1 S1 111.18(19) . . ? C1 C2 H2 119.9 . . ? C1 C2 C3 120.2(3) . . ? C3 C2 H2 119.9 . . ? C2 C3 C4 118.4(3) . . ? C2 C3 C7 118.3(2) . . ? C4 C3 C7 123.3(2) . . ? C3 C4 N1 120.8(2) . . ? C3 C4 N1B 120.8(2) . . ? C5 C4 C3 120.6(3) . . ? C5 C4 N1 118.7(2) . . ? C5 C4 N1B 118.7(2) . . ? C4 C5 H5 120.0 . . ? C6 C5 C4 120.0(3) . . ? C6 C5 H5 120.0 . . ? C1 C6 C6 112.75(15) . 2_655 ? C5 C6 C1 118.6(2) . . ? C5 C6 C6 128.60(16) . 2_655 ? C3 C7 H7 108.2 . . ? C3 C7 C9 110.6(3) . . ? C8 C7 C3 110.0(3) . . ? C8 C7 H7 108.2 . . ? C8 C7 C9 111.6(3) . . ? C9 C7 H7 108.2 . . ? 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 . . ? C12 S2 C18 98.9(2) . . ? C4 N1 C17 116.5(3) . . ? C11 N1 C4 122.3(3) . . ? C11 N1 C17 119.1(3) . . ? H10A C10 H10B 109.5 . . ? H10A C10 H10C 109.4 . . ? H10B C10 H10C 109.4 . . ? C16 C10 H10A 109.8 . . ? C16 C10 H10B 109.5 . . ? C16 C10 H10C 109.1 . . ? C12 C11 N1 119.2(4) . . ? C12 C11 C16 120.5(4) . . ? C16 C11 N1 120.0(3) . . ? C11 C12 S2 121.4(4) . . ? C13 C12 S2 117.3(4) . . ? C13 C12 C11 121.1(5) . . ? C12 C13 H13 119.9 . . ? C14 C13 C12 120.2(4) . . ? C14 C13 H13 119.9 . . ? C13 C14 H14 120.1 . . ? C13 C14 C15 119.8(5) . . ? C15 C14 H14 120.1 . . ? C14 C15 H15 119.6 . . ? C14 C15 C16 120.9(6) . . ? C16 C15 H15 119.6 . . ? C11 C16 C10 124.6(4) . . ? C11 C16 C15 117.2(4) . . ? C15 C16 C10 118.2(5) . . ? C18 C17 N1 120.9(4) . . ? C22 C17 N1 121.3(3) . . ? C22 C17 C18 117.7(4) . . ? C17 C18 S2 119.2(4) . . ? C19 C18 S2 119.8(3) . . ? C19 C18 C17 121.0(5) . . ? C18 C19 H19 119.7 . . ? C20 C19 C18 120.7(5) . . ? C20 C19 H19 119.7 . . ? C19 C20 H20 120.5 . . ? C21 C20 C19 119.0(5) . . ? C21 C20 H20 120.5 . . ? C20 C21 H21 119.6 . . ? C20 C21 C22 120.9(5) . . ? C22 C21 H21 119.6 . . ? C17 C22 H22 119.7 . . ? C21 C22 C17 120.7(4) . . ? C21 C22 H22 119.7 . . ? C12B S2B C18B 99.9(10) . . ? C4 N1B C17B 110.5(11) . . ? C11B N1B C4 129.5(12) . . ? C11B N1B C17B 117.4(13) . . ? H10D C10B H10E 109.5 . . ? H10D C10B H10F 109.5 . . ? H10E C10B H10F 109.5 . . ? C16B C10B H10D 109.5 . . ? C16B C10B H10E 109.5 . . ? C16B C10B H10F 109.5 . . ? C12B C11B N1B 121.7(15) . . ? C12B C11B C16B 120.8(15) . . ? C16B C11B N1B 117.2(16) . . ? C11B C12B S2B 121.5(14) . . ? C13B C12B S2B 115.6(15) . . ? C13B C12B C11B 123.0(16) . . ? C12B C13B H13B 120.3 . . ? C14B C13B C12B 119.3(19) . . ? C14B C13B H13B 120.3 . . ? C13B C14B H14B 121.3 . . ? C13B C14B C15B 117(2) . . ? C15B C14B H14B 121.3 . . ? C14B C15B H15B 117.3 . . ? C14B C15B C16B 125(2) . . ? C16B C15B H15B 117.3 . . ? C11B C16B C10B 127(2) . . ? C11B C16B C15B 113.9(18) . . ? C15B C16B C10B 116(2) . . ? C18B C17B N1B 121.0(16) . . ? C18B C17B C22B 117.6(17) . . ? C22B C17B N1B 121.3(18) . . ? C17B C18B S2B 119.9(15) . . ? C17B C18B C19B 121.6(17) . . ? C19B C18B S2B 118.3(16) . . ? C18B C19B H19B 120.0 . . ? C20B C19B C18B 120(2) . . ? C20B C19B H19B 120.0 . . ? C19B C20B H20B 120.4 . . ? C19B C20B C21B 119(2) . . ? C21B C20B H20B 120.4 . . ? C20B C21B H21B 119.9 . . ? C22B C21B C20B 120(2) . . ? C22B C21B H21B 119.9 . . ? C17B C22B H22B 119.5 . . ? C21B C22B C17B 121(2) . . ? C21B C22B H22B 119.5 . . ? 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 S1 C1 C2 C3 -179.5(3) . . . . ? S1 C1 C6 C5 -179.8(3) . . . . ? S1 C1 C6 C6 -1.5(5) . . . 2_655 ? O1 S1 C1 C2 68.7(4) . . . . ? O1 S1 C1 C2 -63.0(4) 2_655 . . . ? O1 S1 C1 C6 -112.9(3) . . . . ? O1 S1 C1 C6 115.5(3) 2_655 . . . ? C1 S1 C1 C2 -177.9(5) 2_655 . . . ? C1 S1 C1 C6 0.56(19) 2_655 . . . ? C1 C2 C3 C4 -0.2(6) . . . . ? C1 C2 C3 C7 178.9(4) . . . . ? C2 C1 C6 C5 -1.3(6) . . . . ? C2 C1 C6 C6 177.0(4) . . . 2_655 ? C2 C3 C4 C5 -2.9(6) . . . . ? C2 C3 C4 N1 176.5(4) . . . . ? C2 C3 C4 N1B 176.5(4) . . . . ? C2 C3 C7 C8 -65.5(5) . . . . ? C2 C3 C7 C9 58.3(5) . . . . ? C3 C4 C5 C6 3.8(6) . . . . ? C3 C4 N1 C11 61.6(5) . . . . ? C3 C4 N1 C17 -101.6(4) . . . . ? C3 C4 N1B C11B -68.9(13) . . . . ? C3 C4 N1B C17B 92.1(11) . . . . ? C4 C3 C7 C8 113.4(4) . . . . ? C4 C3 C7 C9 -122.8(4) . . . . ? C4 C5 C6 C1 -1.7(6) . . . . ? C4 C5 C6 C6 -179.8(5) . . . 2_655 ? C4 N1 C11 C12 -127.8(4) . . . . ? C4 N1 C11 C16 58.0(4) . . . . ? C4 N1 C17 C18 125.2(3) . . . . ? C4 N1 C17 C22 -57.1(4) . . . . ? C4 N1B C11B C12B 121(2) . . . . ? C4 N1B C11B C16B -53(3) . . . . ? C4 N1B C17B C18B -129(2) . . . . ? C4 N1B C17B C22B 55(3) . . . . ? C5 C4 N1 C11 -119.0(4) . . . . ? C5 C4 N1 C17 77.8(4) . . . . ? C5 C4 N1B C11B 110.5(13) . . . . ? C5 C4 N1B C17B -88.6(11) . . . . ? C6 C1 C2 C3 2.3(6) . . . . ? C7 C3 C4 C5 178.2(4) . . . . ? C7 C3 C4 N1 -2.5(6) . . . . ? C7 C3 C4 N1B -2.5(6) . . . . ? S2 C12 C13 C14 176.8(4) . . . . ? S2 C18 C19 C20 -179.9(4) . . . . ? N1 C4 C5 C6 -175.5(4) . . . . ? N1 C11 C12 S2 6.9(5) . . . . ? N1 C11 C12 C13 -178.4(3) . . . . ? N1 C11 C16 C10 -0.5(6) . . . . ? N1 C11 C16 C15 179.0(3) . . . . ? N1 C17 C18 S2 -0.9(5) . . . . ? N1 C17 C18 C19 178.1(4) . . . . ? N1 C17 C22 C21 -178.9(4) . . . . ? C11 N1 C17 C18 -38.5(5) . . . . ? C11 N1 C17 C22 139.2(4) . . . . ? C11 C12 C13 C14 1.9(6) . . . . ? C12 S2 C18 C17 32.4(3) . . . . ? C12 S2 C18 C19 -146.7(4) . . . . ? C12 C11 C16 C10 -174.6(4) . . . . ? C12 C11 C16 C15 4.9(6) . . . . ? C12 C13 C14 C15 -0.5(7) . . . . ? C13 C14 C15 C16 1.3(8) . . . . ? C14 C15 C16 C10 176.1(4) . . . . ? C14 C15 C16 C11 -3.5(7) . . . . ? C16 C11 C12 S2 -179.0(3) . . . . ? C16 C11 C12 C13 -4.3(6) . . . . ? C17 N1 C11 C12 34.9(4) . . . . ? C17 N1 C11 C16 -139.3(3) . . . . ? C17 C18 C19 C20 1.1(7) . . . . ? C18 S2 C12 C11 -36.2(3) . . . . ? C18 S2 C12 C13 149.0(3) . . . . ? C18 C17 C22 C21 -1.1(6) . . . . ? C18 C19 C20 C21 -1.8(8) . . . . ? C19 C20 C21 C22 1.0(8) . . . . ? C20 C21 C22 C17 0.4(7) . . . . ? C22 C17 C18 S2 -178.6(3) . . . . ? C22 C17 C18 C19 0.4(6) . . . . ? S2B C12B C13B C14B -179(3) . . . . ? S2B C18B C19B C20B -177(4) . . . . ? N1B C4 C5 C6 -175.5(4) . . . . ? N1B C11B C12B S2B 4(4) . . . . ? N1B C11B C12B C13B -176(3) . . . . ? N1B C11B C16B C10B -21(5) . . . . ? N1B C11B C16B C15B 179(3) . . . . ? N1B C17B C18B S2B 4(4) . . . . ? N1B C17B C18B C19B 180(3) . . . . ? N1B C17B C22B C21B 177(4) . . . . ? C11B N1B C17B C18B 35(3) . . . . ? C11B N1B C17B C22B -142(3) . . . . ? C11B C12B C13B C14B 1(5) . . . . ? C12B S2B C18B C17B -31(3) . . . . ? C12B S2B C18B C19B 153(3) . . . . ? C12B C11B C16B C10B 165(3) . . . . ? C12B C11B C16B C15B 5(5) . . . . ? C12B C13B C14B C15B -3(5) . . . . ? C13B C14B C15B C16B 6(6) . . . . ? C14B C15B C16B C10B -169(3) . . . . ? C14B C15B C16B C11B -7(6) . . . . ? C16B C11B C12B S2B 177(3) . . . . ? C16B C11B C12B C13B -2(5) . . . . ? C17B N1B C11B C12B -39(3) . . . . ? C17B N1B C11B C16B 147(3) . . . . ? C17B C18B C19B C20B 7(6) . . . . ? C18B S2B C12B C11B 28(3) . . . . ? C18B S2B C12B C13B -152(3) . . . . ? C18B C17B C22B C21B 0(6) . . . . ? C18B C19B C20B C21B -7(8) . . . . ? C19B C20B C21B C22B 4(9) . . . . ? C20B C21B C22B C17B 0(8) . . . . ? C22B C17B C18B S2B -180(3) . . . . ? C22B C17B C18B C19B -3(5) . . . . ? _shelx_res_file ; TITL 16srv102_a.res in Cc New: C2/c 16srv102.res created by SHELXL-2018/3 at 15:47:42 on 26-Jul-2018 CELL 1.54178 16.7659 7.6903 28.1183 90 90.8986 90 ZERR 4 0.0044 0.0019 0.0072 0 0.0044 0 LATT 7 SYMM -X,+Y,0.5-Z SFAC C H N O S UNIT 176 152 8 8 12 RIGU EADP N1 N1B EADP C17B C11B EADP C18B C12B EXYZ N1 N1B L.S. 7 PLAN -10 TEMP -153.15 CONN 4 S2B BOND $H CONF fmap 2 acta TWIN -1 0 0 0 -1 0 0 0 1 2 REM REM REM WGHT 0.018900 7.232000 EXTI 0.000270 BASF 0.50313 FVAR 0.28945 0.85655 S1 5 0.500000 0.416003 0.250000 10.50000 0.07694 0.01505 = 0.04341 0.00000 -0.04114 0.00000 O1 4 0.559890 0.316794 0.225673 11.00000 0.09629 0.02791 = 0.05773 -0.01465 -0.04516 0.02681 C1 1 0.455160 0.575777 0.212957 11.00000 0.05437 0.02074 = 0.03264 0.00064 -0.02313 0.00019 C2 1 0.405523 0.547011 0.174426 11.00000 0.06250 0.01335 = 0.04343 -0.00234 -0.02555 0.00051 AFIX 43 H2 2 0.391856 0.431463 0.165557 11.00000 -1.20000 AFIX 0 C3 1 0.375242 0.686316 0.148386 11.00000 0.05452 0.01947 = 0.03855 -0.00244 -0.02437 0.00428 C4 1 0.396554 0.856037 0.162581 11.00000 0.05251 0.01807 = 0.03332 0.00262 -0.02005 0.00328 C5 1 0.444133 0.883217 0.203225 11.00000 0.05914 0.01510 = 0.03529 -0.00160 -0.02255 0.00013 AFIX 43 H5 2 0.455518 0.998220 0.213633 11.00000 -1.20000 AFIX 0 C6 1 0.474669 0.742329 0.228316 11.00000 0.05036 0.02098 = 0.03330 -0.00119 -0.02338 0.00063 C7 1 0.322124 0.647929 0.105733 11.00000 0.08351 0.01945 = 0.05106 -0.00306 -0.04547 0.00780 AFIX 13 H7 2 0.302879 0.761111 0.092327 11.00000 -1.20000 AFIX 0 C8 1 0.369056 0.556254 0.068065 11.00000 0.11861 0.07736 = 0.04361 -0.01411 -0.04430 0.01184 AFIX 137 H8A 2 0.387181 0.443259 0.080188 11.00000 -1.50000 H8B 2 0.415379 0.627055 0.059722 11.00000 -1.50000 H8C 2 0.335174 0.538742 0.039753 11.00000 -1.50000 AFIX 0 C9 1 0.249621 0.542298 0.120361 11.00000 0.07579 0.06411 = 0.10359 0.00013 -0.06004 -0.00682 AFIX 137 H9A 2 0.267262 0.431625 0.134233 11.00000 -1.50000 H9B 2 0.215684 0.519649 0.092349 11.00000 -1.50000 H9C 2 0.219292 0.607693 0.143908 11.00000 -1.50000 AFIX 0 PART 1 S2 5 0.319147 1.034796 0.032302 21.00000 0.07768 0.03274 = 0.03651 -0.00187 -0.03322 0.00285 N1 3 0.370519 1.004813 0.135321 21.00000 0.04718 0.01845 = 0.03607 0.00263 -0.01978 0.00298 C10 1 0.268101 1.062979 0.217939 21.00000 0.05197 0.04682 = 0.05152 -0.00362 0.00519 0.00947 AFIX 7 H10A 2 0.278353 0.941377 0.226481 21.00000 -1.50000 H10B 2 0.227005 1.110635 0.238639 21.00000 -1.50000 H10C 2 0.317366 1.130464 0.221938 21.00000 -1.50000 AFIX 0 C11 1 0.288687 1.045900 0.128434 21.00000 0.04661 0.01295 = 0.04839 0.00440 -0.02212 -0.00072 C12 1 0.259429 1.073043 0.082566 21.00000 0.07219 0.01763 = 0.04524 -0.00467 -0.03066 0.00474 C13 1 0.181086 1.117115 0.074330 21.00000 0.05457 0.03903 = 0.05904 -0.00037 -0.02772 -0.00732 AFIX 43 H13 2 0.161771 1.131631 0.042636 21.00000 -1.20000 AFIX 0 C14 1 0.131270 1.139955 0.111231 21.00000 0.04008 0.05277 = 0.09362 0.01267 -0.02369 0.00333 AFIX 43 H14 2 0.077170 1.171308 0.105468 21.00000 -1.20000 AFIX 0 C15 1 0.159765 1.117178 0.158094 21.00000 0.05440 0.04167 = 0.08523 0.00375 -0.00694 -0.00081 AFIX 43 H15 2 0.124320 1.130975 0.183853 21.00000 -1.20000 AFIX 0 C16 1 0.240488 1.074002 0.167409 21.00000 0.04646 0.02529 = 0.05546 0.00195 -0.00983 0.00125 C17 1 0.428596 1.082177 0.104503 21.00000 0.04713 0.01585 = 0.03918 0.00094 -0.01889 0.00698 C18 1 0.412194 1.104990 0.056075 21.00000 0.06515 0.02562 = 0.03767 -0.00341 -0.01254 0.00853 C19 1 0.466852 1.183585 0.026753 21.00000 0.07625 0.05573 = 0.04415 0.00336 -0.00643 0.00859 AFIX 43 H19 2 0.454148 1.199662 -0.005997 21.00000 -1.20000 AFIX 0 C20 1 0.539669 1.238954 0.044522 21.00000 0.06429 0.05827 = 0.05777 0.01029 0.00914 -0.00071 AFIX 43 H20 2 0.577721 1.289985 0.024093 21.00000 -1.20000 AFIX 0 C21 1 0.556386 1.219154 0.092324 21.00000 0.05466 0.03886 = 0.06225 0.00531 -0.00285 -0.00015 AFIX 43 H21 2 0.606042 1.258678 0.104964 21.00000 -1.20000 AFIX 0 C22 1 0.501702 1.142305 0.122235 21.00000 0.04539 0.02834 = 0.03962 -0.00264 -0.01248 0.00601 AFIX 43 H22 2 0.514145 1.130466 0.155154 21.00000 -1.20000 AFIX 0 SAME 0.02 0.04 S2 > C22 PART 0 PART 2 S2B 5 0.236359 1.044243 0.062394 -21.00000 0.05870 N1B 3 0.370519 1.004813 0.135321 -21.00000 0.04718 0.01845 = 0.03607 0.00263 -0.01978 0.00298 C10B 1 0.537208 1.103033 0.118679 -21.00000 0.06312 AFIX 33 H10D 2 0.588883 1.112422 0.103070 -21.00000 -1.50000 H10E 2 0.526771 1.209949 0.136497 -21.00000 -1.50000 H10F 2 0.538118 1.003834 0.140559 -21.00000 -1.50000 AFIX 0 C11B 1 0.392894 1.058319 0.090197 -21.00000 0.05264 C12B 1 0.338087 1.076023 0.053552 -21.00000 0.05469 C13B 1 0.359051 1.118622 0.008044 -21.00000 0.06954 AFIX 43 H13B 2 0.319278 1.131553 -0.016134 -21.00000 -1.20000 AFIX 0 C14B 1 0.436488 1.141881 -0.001983 -21.00000 0.07524 AFIX 43 H14B 2 0.453123 1.166429 -0.033419 -21.00000 -1.20000 AFIX 0 C15B 1 0.491422 1.128517 0.035630 -21.00000 0.06914 AFIX 43 H15B 2 0.545395 1.156403 0.029214 -21.00000 -1.20000 AFIX 0 C16B 1 0.473472 1.077167 0.082256 -21.00000 0.07061 C17B 1 0.294965 1.071953 0.153480 -21.00000 0.05264 C18B 1 0.230484 1.100766 0.123364 -21.00000 0.05469 C19B 1 0.158473 1.164196 0.140084 -21.00000 0.06816 AFIX 43 H19B 2 0.113216 1.170469 0.119399 -21.00000 -1.20000 AFIX 0 C20B 1 0.152791 1.217883 0.186609 -21.00000 0.11546 AFIX 43 H20B 2 0.105780 1.273585 0.197299 -21.00000 -1.20000 AFIX 0 C21B 1 0.216716 1.189583 0.217778 -21.00000 0.15108 AFIX 43 H21B 2 0.212170 1.219464 0.250406 -21.00000 -1.20000 AFIX 0 C22B 1 0.286966 1.118020 0.201441 -21.00000 0.08873 AFIX 43 H22B 2 0.330341 1.099876 0.223016 -21.00000 -1.20000 AFIX 0 HKLF 4 REM 16srv102_a.res in Cc New: C2/c REM wR2 = 0.1068, GooF = S = 1.062, Restrained GooF = 1.032 for all data REM R1 = 0.0493 for 3035 Fo > 4sig(Fo) and 0.0625 for all 3518 data REM 291 parameters refined using 253 restraints END WGHT 0.0186 7.2446 REM Highest difference peak 0.311, deepest hole -0.331, 1-sigma level 0.052 Q1 1 0.2638 1.0464 0.0453 11.00000 0.05 0.31 Q2 1 0.4798 0.4059 0.2923 11.00000 0.05 0.30 Q3 1 0.5241 0.5010 0.2706 11.00000 0.05 0.24 Q4 1 0.4369 0.4419 0.2629 11.00000 0.05 0.24 Q5 1 0.3095 1.0414 0.0720 11.00000 0.05 0.23 Q6 1 0.3371 1.0466 -0.0075 11.00000 0.05 0.23 Q7 1 0.2828 1.1986 0.1221 11.00000 0.05 0.22 Q8 1 0.3239 0.7702 0.0824 11.00000 0.05 0.21 Q9 1 0.5382 0.7531 0.2317 11.00000 0.05 0.19 Q10 1 0.2993 1.1500 0.0174 11.00000 0.05 0.18 ; _shelx_res_checksum 71302 #===END _exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: acetone/d-chloroform' _exptl_crystal_preparation Luminescent ####################################################################### # # 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_7-16s065 _database_code_depnum_ccdc_archive 'CCDC 1884011' loop_ _audit_author_name _audit_author_address 'Andrei S. Batsanov' ;Durham University United Kingdom ; _audit_update_record ; 2018-12-10 deposited with the CCDC. 2019-05-29 downloaded from the CCDC. ; _ccdc_polymorph 'low-temperature phase' _audit_creation_date 2016-02-22 _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 'C42 H34 N2 O2 S3' _chemical_formula_sum 'C42 H34 N2 O2 S3' _chemical_formula_weight 694.89 _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' S S 0.1246 0.1234 '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 12.9513(10) _cell_length_b 14.1812(11) _cell_length_c 18.9798(15) _cell_angle_alpha 76.632(3) _cell_angle_beta 83.723(3) _cell_angle_gamma 83.531(3) _cell_volume 3357.3(5) _cell_formula_units_Z 4 _cell_measurement_reflns_used 9918 _cell_measurement_temperature 120 _cell_measurement_theta_max 29.89 _cell_measurement_theta_min 2.27 _shelx_estimated_absorpt_T_max 0.985 _shelx_estimated_absorpt_T_min 0.921 _exptl_absorpt_coefficient_mu 0.263 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.9495 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2014/4 (Bruker,2014/4) was used for absorption correction. wR2(int) was 0.1459 before and 0.0550 after correction. The Ratio of minimum to maximum transmission is 0.9495. The \l/2 correction factor is Not present. ; _exptl_absorpt_special_details ? _exptl_crystal_colour yellow _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.375 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description prism _exptl_crystal_F_000 1456 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0.00 0.00 1.00 0.0030 0.00 0.00 -1.00 0.0270 1.00 0.00 0.00 0.0300 -1.00 0.00 0.00 0.0320 0.00 1.00 0.00 0.1410 0.00 -1.00 0.00 0.1450 _exptl_crystal_size_max 0.319 _exptl_crystal_size_mid 0.067 _exptl_crystal_size_min 0.058 _exptl_special_details ; A reversible phase transition occurs on cooling below 180 K, with doubling of the c parameter. Data were collected in shutterless mode. Full sphere of reciprocal space was nominally covered by 4 runs of narrow-frame \w-scans (scan width 0.5\%, 30s exposure), every run at a different \f angle. Two runs of \f-scans (scan width 1\%, 1.5s exposure) were used for scaling overflowing intensities. Crystal to detector distance 3.49 cm. ; _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.0469 _diffrn_reflns_av_unetI/netI 0.0453 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_number 53040 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.998 _diffrn_reflns_theta_full 24.999 _diffrn_reflns_theta_max 24.999 _diffrn_reflns_theta_min 1.856 _diffrn_ambient_temperature 120 _diffrn_detector_area_resol_mean ? _diffrn_detector_type 'Bruker PHOTON 100 CMOS' _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device '3-circle area detector 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 'I\mS microsource' _diffrn_standards_number 0 _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 8686 _reflns_number_total 11804 _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 v8.34A (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 2014/7 (Sheldrick, 2015)' _computing_structure_solution 'ShelXS 2013/1 (Sheldrick, 2008)' _refine_diff_density_max 0.442 _refine_diff_density_min -0.397 _refine_diff_density_rms 0.056 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 899 _refine_ls_number_reflns 11804 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0694 _refine_ls_R_factor_gt 0.0433 _refine_ls_restrained_S_all 1.028 _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^)+(0.0590P)^2^+1.6770P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1082 _refine_ls_wR_factor_ref 0.1207 _refine_special_details ; Subcell with c/2 present, similar to the cell of high-T phase. Methyl groups were refined as rigid bodies rotating around C---C bonds, with a common refined U for three H atoms. Other H atoms: riding model. ; _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups 2. Others Uiso(H38A)=Uiso(H38B)=Uiso(H38C)=FVAR(1) Uiso(H41A)=Uiso(H41B)=Uiso(H41C)=FVAR(2) Uiso(H39D)=Uiso(H39E)=Uiso(H39F)=FVAR(3) Uiso(H38D)=Uiso(H38E)=Uiso(H38F)=FVAR(4) Uiso(H42A)=Uiso(H42B)=Uiso(H42C)=FVAR(5) Uiso(H39A)=Uiso(H39B)=Uiso(H39C)=FVAR(6) Uiso(H42D)=Uiso(H42E)=Uiso(H42F)=FVAR(7) Uiso(H41D)=Uiso(H41E)=Uiso(H41F)=FVAR(8) 3.a Ternary CH refined with riding coordinates: C37B(H37B), C40A(H40A), C37A(H37A), C40B(H40B) 3.b Aromatic/amide H refined with riding coordinates: C2A(H2A), C2B(H2B), C5B(H5B), C33A(H33A), C11A(H11A), C32B(H32B), C27B(H27B), C14B(H14B), C17B(H17B), C28A(H28A), C26A(H26A), C35B(H35B), C11B(H11B), C8B(H8B), C32A(H32A), C28B(H28B), C20A(H20A), C33B(H33B), C5A(H5A), C8A(H8A), C35A(H35A), C14A(H14A), C26B(H26B), C27A(H27A), C21A(H21A), C15B(H15B), C16B(H16B), C34B(H34B), C23B(H23B), C20B(H20B), C16A(H16A), C21B(H21B), C15A(H15A), C22A(H22A), C17A(H17A), C29B(H29B), C29A(H29A), C34A(H34A), C22B(H22B), C23A(H23A) 3.c Idealised Me refined as rotating group: C38A(H38A,H38B,H38C), C41A(H41A,H41B,H41C), C39B(H39D,H39E,H39F), C38B(H38D, H38E,H38F), C42A(H42A,H42B,H42C), C39A(H39A,H39B,H39C), C42B(H42D,H42E,H42F), C41B(H41D,H41E,H41F) ; _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 S1A S -0.01919(4) 0.54173(4) 0.11849(3) 0.01594(14) Uani 1 1 d . . . . . S1B S -0.00556(4) 0.55237(4) 0.61471(3) 0.01795(15) Uani 1 1 d . . . . . S3A S 0.34599(5) -0.03880(4) 0.24808(3) 0.02137(15) Uani 1 1 d . . . . . S3B S 0.32785(5) -0.04047(4) 0.76328(3) 0.02467(16) Uani 1 1 d . . . . . S2B S 0.56126(5) 0.76277(5) 0.72933(4) 0.03112(18) Uani 1 1 d . . . . . S2A S 0.54446(5) 0.75617(5) 0.23081(4) 0.02975(17) Uani 1 1 d . . . . . O2B O -0.02350(14) 0.58584(12) 0.53956(9) 0.0290(4) Uani 1 1 d . . . . . O2A O -0.04021(13) 0.58132(12) 0.04438(9) 0.0239(4) Uani 1 1 d . . . . . O1A O -0.10313(12) 0.54988(12) 0.17327(9) 0.0240(4) Uani 1 1 d . . . . . N1A N 0.37179(14) 0.65117(14) 0.20089(10) 0.0186(4) Uani 1 1 d . . . . . N2B N 0.21086(14) 0.15870(13) 0.70650(10) 0.0164(4) Uani 1 1 d . . . . . N2A N 0.20848(14) 0.15012(13) 0.19201(10) 0.0148(4) Uani 1 1 d . . . . . O1B O -0.09018(12) 0.56742(12) 0.66716(9) 0.0260(4) Uani 1 1 d . . . . . N1B N 0.38504(15) 0.66362(14) 0.69597(11) 0.0202(5) Uani 1 1 d . . . . . C12A C 0.03915(17) 0.42015(16) 0.13331(12) 0.0150(5) Uani 1 1 d . . . . . C1B C 0.10846(17) 0.59734(17) 0.63351(12) 0.0160(5) Uani 1 1 d . . . . . C31B C 0.29492(17) 0.12940(17) 0.65920(12) 0.0165(5) Uani 1 1 d . . . . . C30A C 0.27298(17) 0.03679(16) 0.30042(12) 0.0159(5) Uani 1 1 d . . . . . C4B C 0.29051(17) 0.64071(17) 0.67283(12) 0.0166(5) Uani 1 1 d . . . . . C25A C 0.20982(17) 0.11900(16) 0.26905(12) 0.0161(5) Uani 1 1 d . . . . . C30B C 0.26500(17) 0.03994(17) 0.81568(13) 0.0181(5) Uani 1 1 d . . . . . C2A C 0.10916(17) 0.68290(17) 0.13371(12) 0.0158(5) Uani 1 1 d . . . . . H2A H 0.0563 0.7329 0.1174 0.019 Uiso 1 1 calc R . . . . C3A C 0.20270(17) 0.70618(17) 0.15224(12) 0.0158(5) Uani 1 1 d . . . . . C25B C 0.21124(17) 0.12821(16) 0.78364(12) 0.0158(5) Uani 1 1 d . . . . . C6A C 0.16813(17) 0.51056(16) 0.16248(12) 0.0160(5) Uani 1 1 d . . . . . C37B C 0.24378(18) 0.82234(17) 0.63079(13) 0.0187(5) Uani 1 1 d . . . . . H37B H 0.2785 0.8291 0.6737 0.022 Uiso 1 1 calc R . . . . C2B C 0.12540(17) 0.69387(17) 0.62453(12) 0.0161(5) Uani 1 1 d . . . . . H2B H 0.0739 0.7437 0.6056 0.019 Uiso 1 1 calc R . . . . C5B C 0.27241(18) 0.54362(17) 0.68155(12) 0.0185(5) Uani 1 1 d . . . . . H5B H 0.3223 0.4931 0.7020 0.022 Uiso 1 1 calc R . . . . C31A C 0.29616(17) 0.12754(16) 0.14458(12) 0.0152(5) Uani 1 1 d . . . . . C33A C 0.39760(19) 0.16290(18) 0.02816(13) 0.0223(6) Uani 1 1 d . . . . . H33A H 0.4067 0.2016 -0.0197 0.027 Uiso 1 1 calc R . . . . C9B C 0.15477(17) 0.25160(16) 0.68028(12) 0.0153(5) Uani 1 1 d . . . . . C11A C -0.00102(17) 0.33958(16) 0.12195(12) 0.0159(5) Uani 1 1 d . . . . . H11A H -0.0670 0.3461 0.1029 0.019 Uiso 1 1 calc R . . . . C1A C 0.09371(17) 0.58678(17) 0.13913(12) 0.0157(5) Uani 1 1 d . . . . . C40A C 0.01738(18) 0.15766(17) 0.12294(13) 0.0202(5) Uani 1 1 d . . . . . H40A H 0.0803 0.1181 0.1064 0.024 Uiso 1 1 calc R . . . . C13A C 0.37003(19) 0.65791(17) 0.27450(13) 0.0214(6) Uani 1 1 d . . . . . C32B C 0.31527(18) 0.18509(18) 0.58917(13) 0.0207(5) Uani 1 1 d . . . . . H32B H 0.2729 0.2436 0.5726 0.025 Uiso 1 1 calc R . . . . C27B C 0.15671(19) 0.15374(19) 0.90448(13) 0.0249(6) Uani 1 1 d . . . . . H27B H 0.1191 0.1931 0.9347 0.030 Uiso 1 1 calc R . . . . C14B C 0.29948(19) 0.63993(19) 0.82023(14) 0.0264(6) Uani 1 1 d . . . . . H14B H 0.2448 0.6108 0.8062 0.032 Uiso 1 1 calc R . . . . C36B C 0.35799(18) 0.04291(17) 0.68138(13) 0.0188(5) Uani 1 1 d . . . . . C10A C 0.05516(17) 0.24809(16) 0.13839(12) 0.0160(5) Uani 1 1 d . . . . . C6B C 0.18082(17) 0.52140(16) 0.66016(12) 0.0158(5) Uani 1 1 d . . . . . C3B C 0.21855(17) 0.71781(17) 0.64341(12) 0.0165(5) Uani 1 1 d . . . . . C17B C 0.4591(2) 0.72125(19) 0.86388(15) 0.0320(7) Uani 1 1 d . . . . . H17B H 0.5147 0.7480 0.8790 0.038 Uiso 1 1 calc R . . . . C13B C 0.38125(18) 0.67139(17) 0.76959(13) 0.0217(6) Uani 1 1 d . . . . . C12B C 0.04915(17) 0.42972(16) 0.63608(12) 0.0153(5) Uani 1 1 d . . . . . C28A C 0.21314(19) 0.05969(19) 0.42052(13) 0.0251(6) Uani 1 1 d . . . . . H28A H 0.2151 0.0403 0.4718 0.030 Uiso 1 1 calc R . . . . C9A C 0.15043(17) 0.24285(16) 0.16813(11) 0.0142(5) Uani 1 1 d . . . . . C26A C 0.14680(18) 0.16879(18) 0.31533(13) 0.0215(6) Uani 1 1 d . . . . . H26A H 0.1020 0.2241 0.2954 0.026 Uiso 1 1 calc R . . . . C35B C 0.44278(18) 0.01725(18) 0.63621(13) 0.0225(6) Uani 1 1 d . . . . . H35B H 0.4882 -0.0391 0.6529 0.027 Uiso 1 1 calc R . . . . C11B C 0.00447(18) 0.34796(17) 0.63162(12) 0.0172(5) Uani 1 1 d . . . . . H11B H -0.0621 0.3540 0.6135 0.021 Uiso 1 1 calc R . . . . C8B C 0.20017(17) 0.33473(17) 0.68372(12) 0.0167(5) Uani 1 1 d . . . . . H8B H 0.2671 0.3293 0.7012 0.020 Uiso 1 1 calc R . . . . C4A C 0.27641(17) 0.62894(17) 0.17809(12) 0.0170(5) Uani 1 1 d . . . . . C36A C 0.36727(18) 0.04674(17) 0.16610(12) 0.0173(5) Uani 1 1 d . . . . . C32A C 0.31178(18) 0.18498(18) 0.07438(12) 0.0197(5) Uani 1 1 d . . . . . H32A H 0.2636 0.2393 0.0581 0.024 Uiso 1 1 calc R . . . . C19B C 0.48093(18) 0.64653(17) 0.65528(13) 0.0216(6) Uani 1 1 d . . . . . C28B C 0.21048(19) 0.06732(19) 0.93536(13) 0.0260(6) Uani 1 1 d . . . . . H28B H 0.2105 0.0468 0.9867 0.031 Uiso 1 1 calc R . . . . C18A C 0.44773(19) 0.70327(18) 0.29624(14) 0.0256(6) Uani 1 1 d . . . . . C7A C 0.13699(17) 0.41488(16) 0.15945(12) 0.0149(5) Uani 1 1 d . . . . . C38A C 0.30422(19) 0.83892(18) 0.07650(13) 0.0237(6) Uani 1 1 d . . . . . H38A H 0.3691 0.7963 0.0832 0.028(4) Uiso 1 1 calc GR . . . . H38B H 0.3189 0.9067 0.0708 0.028(4) Uiso 1 1 calc GR . . . . H38C H 0.2744 0.8317 0.0329 0.028(4) Uiso 1 1 calc GR . . . . C20A C 0.47745(19) 0.58378(18) 0.10417(14) 0.0247(6) Uani 1 1 d . . . . . H20A H 0.4178 0.5593 0.0923 0.030 Uiso 1 1 calc R . . . . C33B C 0.39744(18) 0.15502(19) 0.54366(13) 0.0234(6) Uani 1 1 d . . . . . H33B H 0.4091 0.1921 0.4954 0.028 Uiso 1 1 calc R . . . . C10B C 0.05727(17) 0.25608(17) 0.65373(12) 0.0164(5) Uani 1 1 d . . . . . C5A C 0.25966(18) 0.53212(17) 0.18419(12) 0.0179(5) Uani 1 1 d . . . . . H5A H 0.3104 0.4814 0.2030 0.021 Uiso 1 1 calc R . . . . C8A C 0.19246(17) 0.32519(16) 0.17691(12) 0.0156(5) Uani 1 1 d . . . . . H8A H 0.2591 0.3195 0.1949 0.019 Uiso 1 1 calc R . . . . C19A C 0.46770(18) 0.63417(17) 0.16010(13) 0.0202(5) Uani 1 1 d . . . . . C37A C 0.22661(17) 0.81090(17) 0.14283(13) 0.0182(5) Uani 1 1 d . . . . . H37A H 0.2605 0.8154 0.1867 0.022 Uiso 1 1 calc R . . . . C35A C 0.45435(18) 0.02802(17) 0.12021(13) 0.0203(5) Uani 1 1 d . . . . . H35A H 0.5043 -0.0249 0.1363 0.024 Uiso 1 1 calc R . . . . C41A C -0.0560(2) 0.18009(19) 0.06264(14) 0.0280(6) Uani 1 1 d . . . . . H41A H -0.1245 0.2062 0.0808 0.046(5) Uiso 1 1 calc GR . . . . H41B H -0.0633 0.1203 0.0468 0.046(5) Uiso 1 1 calc GR . . . . H41C H -0.0275 0.2283 0.0215 0.046(5) Uiso 1 1 calc GR . . . . C14A C 0.2918(2) 0.62090(19) 0.32647(13) 0.0265(6) Uani 1 1 d . . . . . H14A H 0.2397 0.5875 0.3134 0.032 Uiso 1 1 calc R . . . . C24B C 0.57100(19) 0.68291(18) 0.66940(14) 0.0250(6) Uani 1 1 d . . . . . C40B C 0.01289(18) 0.16535(18) 0.64554(13) 0.0224(6) Uani 1 1 d . . . . . H40B H 0.0468 0.1083 0.6793 0.027 Uiso 1 1 calc R . . . . C26B C 0.15717(18) 0.18372(18) 0.82936(13) 0.0206(5) Uani 1 1 d . . . . . H26B H 0.1196 0.2435 0.8089 0.025 Uiso 1 1 calc R . . . . C39B C 0.14741(19) 0.89606(18) 0.62278(14) 0.0245(6) Uani 1 1 d . . . . . H39D H 0.0954 0.8770 0.6638 0.022(4) Uiso 1 1 calc GR . . . . H39E H 0.1176 0.8975 0.5772 0.022(4) Uiso 1 1 calc GR . . . . H39F H 0.1675 0.9608 0.6222 0.022(4) Uiso 1 1 calc GR . . . . C7B C 0.14736(17) 0.42482(16) 0.66162(12) 0.0150(5) Uani 1 1 d . . . . . C38B C 0.32055(19) 0.84660(18) 0.56364(13) 0.0244(6) Uani 1 1 d . . . . . H38D H 0.2899 0.8369 0.5212 0.031(4) Uiso 1 1 calc GR . . . . H38E H 0.3853 0.8039 0.5710 0.031(4) Uiso 1 1 calc GR . . . . H38F H 0.3358 0.9146 0.5556 0.031(4) Uiso 1 1 calc GR . . . . C27A C 0.14843(19) 0.13893(19) 0.38993(13) 0.0256(6) Uani 1 1 d . . . . . H27A H 0.1042 0.1736 0.4205 0.031 Uiso 1 1 calc R . . . . C18B C 0.4618(2) 0.71216(17) 0.79247(14) 0.0256(6) Uani 1 1 d . . . . . C21A C 0.57265(19) 0.56921(19) 0.06603(15) 0.0285(6) Uani 1 1 d . . . . . H21A H 0.5773 0.5368 0.0271 0.034 Uiso 1 1 calc R . . . . C15B C 0.2972(2) 0.6509(2) 0.89140(15) 0.0312(6) Uani 1 1 d . . . . . H15B H 0.2404 0.6299 0.9253 0.037 Uiso 1 1 calc R . . . . C24A C 0.55673(19) 0.67206(18) 0.17407(14) 0.0242(6) Uani 1 1 d . . . . . C16B C 0.3763(2) 0.6917(2) 0.91316(16) 0.0353(7) Uani 1 1 d . . . . . H16B H 0.3739 0.6995 0.9617 0.042 Uiso 1 1 calc R . . . . C42A C -0.0333(2) 0.0950(2) 0.19121(14) 0.0315(7) Uani 1 1 d . . . . . H42A H 0.0152 0.0794 0.2293 0.040(5) Uiso 1 1 calc GR . . . . H42B H -0.0508 0.0347 0.1804 0.040(5) Uiso 1 1 calc GR . . . . H42C H -0.0970 0.1306 0.2080 0.040(5) Uiso 1 1 calc GR . . . . C34B C 0.46160(19) 0.07345(18) 0.56677(14) 0.0244(6) Uani 1 1 d . . . . . H34B H 0.5189 0.0551 0.5355 0.029 Uiso 1 1 calc R . . . . C23B C 0.66557(19) 0.66507(19) 0.63164(15) 0.0316(7) Uani 1 1 d . . . . . H23B H 0.7265 0.6867 0.6442 0.038 Uiso 1 1 calc R . . . . C20B C 0.48937(19) 0.59774(18) 0.59886(14) 0.0261(6) Uani 1 1 d . . . . . H20B H 0.4294 0.5730 0.5876 0.031 Uiso 1 1 calc R . . . . C16A C 0.3654(2) 0.6790(2) 0.41760(16) 0.0378(7) Uani 1 1 d . . . . . H16A H 0.3628 0.6872 0.4660 0.045 Uiso 1 1 calc R . . . . C21B C 0.5843(2) 0.58459(19) 0.55860(16) 0.0320(6) Uani 1 1 d . . . . . H21B H 0.5881 0.5536 0.5189 0.038 Uiso 1 1 calc R . . . . C15A C 0.2896(2) 0.6325(2) 0.39726(14) 0.0323(7) Uani 1 1 d . . . . . H15A H 0.2351 0.6081 0.4321 0.039 Uiso 1 1 calc R . . . . C39A C 0.12993(19) 0.88405(18) 0.13634(15) 0.0272(6) Uani 1 1 d . . . . . H39A H 0.1021 0.8896 0.0894 0.023(4) Uiso 1 1 calc GR . . . . H39B H 0.1489 0.9477 0.1397 0.023(4) Uiso 1 1 calc GR . . . . H39C H 0.0768 0.8617 0.1758 0.023(4) Uiso 1 1 calc GR . . . . C22A C 0.6616(2) 0.6012(2) 0.08387(16) 0.0330(7) Uani 1 1 d . . . . . H22A H 0.7276 0.5882 0.0591 0.040 Uiso 1 1 calc R . . . . C17A C 0.4451(2) 0.7134(2) 0.36741(15) 0.0336(7) Uani 1 1 d . . . . . H17A H 0.4984 0.7443 0.3815 0.040 Uiso 1 1 calc R . . . . C29B C 0.26447(18) 0.01089(18) 0.89058(13) 0.0217(6) Uani 1 1 d . . . . . H29B H 0.3018 -0.0488 0.9115 0.026 Uiso 1 1 calc R . . . . C29A C 0.27498(18) 0.00906(18) 0.37541(13) 0.0213(5) Uani 1 1 d . . . . . H29A H 0.3198 -0.0458 0.3959 0.026 Uiso 1 1 calc R . . . . C34A C 0.46875(19) 0.08627(18) 0.05095(13) 0.0226(6) Uani 1 1 d . . . . . H34A H 0.5280 0.0728 0.0195 0.027 Uiso 1 1 calc R . . . . C42B C -0.1043(2) 0.1662(2) 0.66354(16) 0.0383(7) Uani 1 1 d . . . . . H42D H -0.1398 0.2096 0.6236 0.080(7) Uiso 1 1 calc GR . . . . H42E H -0.1237 0.1895 0.7084 0.080(7) Uiso 1 1 calc GR . . . . H42F H -0.1252 0.1002 0.6702 0.080(7) Uiso 1 1 calc GR . . . . C22B C 0.6733(2) 0.6167(2) 0.57637(17) 0.0361(7) Uani 1 1 d . . . . . H22B H 0.7388 0.6053 0.5505 0.043 Uiso 1 1 calc R . . . . C41B C 0.0392(2) 0.1514(2) 0.56887(15) 0.0364(7) Uani 1 1 d . . . . . H41D H 0.1151 0.1444 0.5585 0.051(5) Uiso 1 1 calc GR . . . . H41E H 0.0095 0.2080 0.5346 0.051(5) Uiso 1 1 calc GR . . . . H41F H 0.0100 0.0927 0.5638 0.051(5) Uiso 1 1 calc GR . . . . C23A C 0.65262(19) 0.65219(19) 0.13803(15) 0.0292(6) Uani 1 1 d . . . . . H23A H 0.7132 0.6741 0.1509 0.035 Uiso 1 1 calc R . . . . 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 S1A 0.0137(3) 0.0129(3) 0.0215(3) -0.0036(2) -0.0056(2) 0.0007(2) S1B 0.0174(3) 0.0129(3) 0.0241(3) -0.0026(3) -0.0091(3) 0.0001(2) S3A 0.0275(3) 0.0109(3) 0.0242(3) -0.0029(3) -0.0027(3) 0.0032(3) S3B 0.0347(4) 0.0124(3) 0.0253(3) -0.0029(3) -0.0041(3) 0.0036(3) S2B 0.0287(4) 0.0188(4) 0.0485(4) -0.0032(3) -0.0193(3) -0.0071(3) S2A 0.0263(3) 0.0191(4) 0.0486(4) -0.0104(3) -0.0169(3) -0.0030(3) O2B 0.0393(11) 0.0201(10) 0.0285(10) -0.0004(8) -0.0193(9) -0.0010(8) O2A 0.0269(9) 0.0202(9) 0.0248(9) -0.0015(8) -0.0127(8) 0.0003(8) O1A 0.0168(8) 0.0243(10) 0.0311(10) -0.0085(8) 0.0010(8) -0.0009(7) N1A 0.0181(10) 0.0158(11) 0.0239(11) -0.0052(9) -0.0094(9) -0.0012(9) N2B 0.0165(10) 0.0123(10) 0.0189(10) -0.0011(8) -0.0023(8) 0.0004(8) N2A 0.0144(10) 0.0126(10) 0.0168(10) -0.0019(8) -0.0041(8) 0.0016(8) O1B 0.0157(9) 0.0230(10) 0.0393(11) -0.0093(8) -0.0020(8) 0.0022(7) N1B 0.0185(10) 0.0179(11) 0.0251(11) -0.0026(9) -0.0096(9) -0.0031(9) C12A 0.0150(11) 0.0139(12) 0.0157(12) -0.0030(10) -0.0017(10) 0.0010(10) C1B 0.0154(11) 0.0166(13) 0.0162(12) -0.0026(10) -0.0035(10) -0.0023(10) C31B 0.0153(12) 0.0160(13) 0.0208(12) -0.0082(10) -0.0026(10) -0.0029(10) C30A 0.0143(11) 0.0112(12) 0.0222(13) -0.0022(10) -0.0023(10) -0.0036(10) C4B 0.0166(12) 0.0160(13) 0.0176(12) -0.0030(10) -0.0046(10) -0.0020(10) C25A 0.0133(11) 0.0146(13) 0.0204(12) -0.0014(10) -0.0041(10) -0.0038(10) C30B 0.0154(12) 0.0138(12) 0.0249(13) -0.0026(10) -0.0030(10) -0.0028(10) C2A 0.0162(12) 0.0137(12) 0.0170(12) -0.0030(10) -0.0039(10) 0.0031(10) C3A 0.0180(12) 0.0149(13) 0.0147(12) -0.0042(10) -0.0011(10) -0.0010(10) C25B 0.0118(11) 0.0146(13) 0.0206(12) -0.0018(10) -0.0014(10) -0.0044(10) C6A 0.0182(12) 0.0130(12) 0.0158(12) -0.0010(10) -0.0031(10) -0.0004(10) C37B 0.0209(12) 0.0158(13) 0.0209(13) -0.0047(10) -0.0066(10) -0.0025(10) C2B 0.0173(12) 0.0129(12) 0.0173(12) -0.0029(10) -0.0036(10) 0.0026(10) C5B 0.0188(12) 0.0147(13) 0.0204(12) 0.0005(10) -0.0070(10) 0.0017(10) C31A 0.0149(11) 0.0134(12) 0.0193(12) -0.0066(10) -0.0023(10) -0.0026(10) C33A 0.0265(13) 0.0249(15) 0.0174(12) -0.0069(11) -0.0004(11) -0.0065(12) C9B 0.0183(12) 0.0127(12) 0.0134(11) -0.0015(9) -0.0005(10) 0.0011(10) C11A 0.0124(11) 0.0175(13) 0.0173(12) -0.0016(10) -0.0031(10) -0.0022(10) C1A 0.0142(11) 0.0185(13) 0.0144(12) -0.0032(10) -0.0039(10) -0.0006(10) C40A 0.0165(12) 0.0136(13) 0.0307(14) -0.0045(11) -0.0051(11) 0.0002(10) C13A 0.0243(13) 0.0132(13) 0.0279(14) -0.0047(11) -0.0136(11) 0.0042(11) C32B 0.0208(13) 0.0188(13) 0.0229(13) -0.0052(11) -0.0016(11) -0.0021(11) C27B 0.0209(13) 0.0280(15) 0.0244(14) -0.0058(12) 0.0030(11) -0.0014(11) C14B 0.0256(14) 0.0238(15) 0.0323(15) -0.0087(12) -0.0115(12) 0.0017(12) C36B 0.0205(12) 0.0159(13) 0.0227(13) -0.0076(10) -0.0071(11) -0.0016(10) C10A 0.0166(12) 0.0134(12) 0.0167(12) -0.0013(10) -0.0006(10) -0.0007(10) C6B 0.0175(12) 0.0136(13) 0.0153(12) -0.0014(10) -0.0013(10) -0.0011(10) C3B 0.0194(12) 0.0164(13) 0.0142(12) -0.0047(10) -0.0016(10) -0.0011(10) C17B 0.0344(16) 0.0206(15) 0.0468(18) -0.0128(13) -0.0248(14) 0.0040(12) C13B 0.0231(13) 0.0138(13) 0.0294(14) -0.0037(11) -0.0134(11) 0.0021(11) C12B 0.0149(11) 0.0142(12) 0.0155(12) -0.0014(10) -0.0016(10) 0.0014(10) C28A 0.0265(14) 0.0286(15) 0.0180(13) -0.0018(11) -0.0023(11) 0.0004(12) C9A 0.0168(12) 0.0118(12) 0.0116(11) 0.0003(9) 0.0010(9) 0.0011(10) C26A 0.0175(12) 0.0213(14) 0.0233(13) -0.0031(11) -0.0008(11) 0.0028(11) C35B 0.0198(13) 0.0186(14) 0.0320(15) -0.0118(12) -0.0063(11) 0.0026(11) C11B 0.0165(12) 0.0179(13) 0.0179(12) -0.0032(10) -0.0048(10) -0.0030(10) C8B 0.0133(11) 0.0184(13) 0.0180(12) -0.0026(10) -0.0033(10) -0.0007(10) C4A 0.0184(12) 0.0174(13) 0.0163(12) -0.0042(10) -0.0038(10) -0.0027(10) C36A 0.0202(12) 0.0141(13) 0.0210(12) -0.0082(10) -0.0042(10) -0.0044(10) C32A 0.0226(13) 0.0184(13) 0.0193(13) -0.0057(10) -0.0037(11) -0.0016(11) C19B 0.0182(12) 0.0132(13) 0.0318(14) 0.0012(11) -0.0096(11) 0.0003(10) C28B 0.0252(14) 0.0326(16) 0.0194(13) -0.0023(12) -0.0034(11) -0.0043(12) C18A 0.0282(14) 0.0140(13) 0.0379(15) -0.0088(12) -0.0179(12) 0.0043(11) C7A 0.0164(12) 0.0149(12) 0.0137(11) -0.0030(10) -0.0030(10) -0.0012(10) C38A 0.0251(13) 0.0156(13) 0.0287(14) -0.0006(11) -0.0032(11) -0.0029(11) C20A 0.0220(13) 0.0194(14) 0.0352(15) -0.0074(12) -0.0089(12) -0.0027(11) C33B 0.0222(13) 0.0277(15) 0.0229(13) -0.0094(11) 0.0020(11) -0.0088(12) C10B 0.0168(12) 0.0160(13) 0.0158(12) -0.0022(10) -0.0019(10) -0.0016(10) C5A 0.0170(12) 0.0148(13) 0.0205(12) -0.0008(10) -0.0059(10) 0.0020(10) C8A 0.0126(11) 0.0161(13) 0.0183(12) -0.0031(10) -0.0035(10) -0.0008(10) C19A 0.0186(12) 0.0112(12) 0.0297(14) -0.0001(11) -0.0094(11) 0.0013(10) C37A 0.0202(12) 0.0138(13) 0.0220(13) -0.0040(10) -0.0071(10) -0.0022(10) C35A 0.0176(12) 0.0152(13) 0.0309(14) -0.0111(11) -0.0024(11) 0.0002(10) C41A 0.0323(15) 0.0246(15) 0.0306(15) -0.0109(12) -0.0065(12) -0.0044(12) C14A 0.0298(14) 0.0234(15) 0.0285(14) -0.0071(12) -0.0138(12) 0.0025(12) C24B 0.0226(13) 0.0145(13) 0.0357(15) 0.0041(11) -0.0136(12) -0.0025(11) C40B 0.0239(13) 0.0162(13) 0.0272(14) -0.0012(11) -0.0092(11) -0.0026(11) C26B 0.0175(12) 0.0173(13) 0.0245(13) -0.0012(11) -0.0001(11) 0.0005(10) C39B 0.0259(13) 0.0158(13) 0.0311(15) -0.0044(11) -0.0029(12) 0.0003(11) C7B 0.0148(11) 0.0137(13) 0.0152(12) -0.0014(10) -0.0010(10) -0.0003(10) C38B 0.0246(13) 0.0166(14) 0.0295(14) -0.0002(11) -0.0017(12) -0.0029(11) C27A 0.0247(13) 0.0286(15) 0.0214(13) -0.0058(12) 0.0020(11) 0.0036(12) C18B 0.0290(14) 0.0113(13) 0.0387(16) -0.0051(11) -0.0196(12) 0.0040(11) C21A 0.0241(14) 0.0236(15) 0.0387(16) -0.0092(12) -0.0059(12) 0.0017(12) C15B 0.0305(15) 0.0309(16) 0.0331(15) -0.0105(13) -0.0095(13) 0.0071(13) C24A 0.0219(13) 0.0152(13) 0.0351(15) -0.0009(11) -0.0134(12) 0.0010(11) C16B 0.0473(18) 0.0277(16) 0.0352(16) -0.0152(13) -0.0195(15) 0.0113(14) C42A 0.0312(15) 0.0289(16) 0.0343(16) -0.0033(13) -0.0023(13) -0.0113(13) C34B 0.0198(13) 0.0260(15) 0.0306(14) -0.0135(12) 0.0001(11) -0.0030(11) C23B 0.0187(13) 0.0231(15) 0.0492(18) 0.0036(13) -0.0126(13) -0.0001(11) C20B 0.0223(13) 0.0186(14) 0.0366(15) -0.0039(12) -0.0061(12) -0.0003(11) C16A 0.0534(19) 0.0339(17) 0.0315(16) -0.0166(14) -0.0232(15) 0.0113(15) C21B 0.0274(15) 0.0242(15) 0.0421(17) -0.0043(13) -0.0052(13) 0.0032(12) C15A 0.0404(16) 0.0287(16) 0.0270(15) -0.0062(12) -0.0090(13) 0.0053(13) C39A 0.0250(14) 0.0144(14) 0.0432(16) -0.0088(12) -0.0043(12) 0.0005(11) C22A 0.0196(14) 0.0274(16) 0.0477(18) -0.0021(14) -0.0015(13) 0.0014(12) C17A 0.0393(16) 0.0259(16) 0.0421(17) -0.0147(13) -0.0233(14) 0.0037(13) C29B 0.0185(12) 0.0190(14) 0.0251(14) 0.0014(11) -0.0049(11) -0.0018(11) C29A 0.0187(12) 0.0175(13) 0.0246(13) 0.0026(11) -0.0056(11) -0.0005(10) C34A 0.0240(13) 0.0235(14) 0.0229(13) -0.0102(11) 0.0016(11) -0.0062(11) C42B 0.0317(16) 0.0363(18) 0.0512(19) -0.0154(15) 0.0021(14) -0.0156(14) C22B 0.0193(14) 0.0283(16) 0.0529(19) 0.0032(14) -0.0016(13) 0.0044(12) C41B 0.0423(17) 0.0325(17) 0.0395(17) -0.0185(14) -0.0029(14) -0.0042(14) C23A 0.0185(13) 0.0216(15) 0.0464(17) -0.0016(13) -0.0121(13) -0.0009(11) _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 S1A O2A 1.4324(17) . ? S1A O1A 1.4340(17) . ? S1A C12A 1.775(2) . ? S1A C1A 1.775(2) . ? S1B O2B 1.4312(17) . ? S1B O1B 1.4299(17) . ? S1B C1B 1.774(2) . ? S1B C12B 1.775(2) . ? S3A C30A 1.757(2) . ? S3A C36A 1.754(2) . ? S3B C30B 1.758(2) . ? S3B C36B 1.757(2) . ? S2B C24B 1.768(3) . ? S2B C18B 1.756(3) . ? S2A C18A 1.765(3) . ? S2A C24A 1.767(3) . ? N1A C13A 1.420(3) . ? N1A C4A 1.442(3) . ? N1A C19A 1.417(3) . ? N2B C31B 1.421(3) . ? N2B C25B 1.428(3) . ? N2B C9B 1.439(3) . ? N2A C25A 1.428(3) . ? N2A C31A 1.425(3) . ? N2A C9A 1.441(3) . ? N1B C4B 1.439(3) . ? N1B C13B 1.422(3) . ? N1B C19B 1.416(3) . ? C12A C11A 1.377(3) . ? C12A C7A 1.399(3) . ? C1B C2B 1.379(3) . ? C1B C6B 1.385(3) . ? C31B C32B 1.395(3) . ? C31B C36B 1.400(3) . ? C30A C25A 1.398(3) . ? C30A C29A 1.389(3) . ? C4B C5B 1.392(3) . ? C4B C3B 1.406(3) . ? C25A C26A 1.392(3) . ? C30B C25B 1.402(3) . ? C30B C29B 1.385(3) . ? C2A C3A 1.392(3) . ? C2A C1A 1.379(3) . ? C3A C4A 1.404(3) . ? C3A C37A 1.517(3) . ? C25B C26B 1.386(3) . ? C6A C1A 1.390(3) . ? C6A C7A 1.474(3) . ? C6A C5A 1.384(3) . ? C37B C3B 1.513(3) . ? C37B C39B 1.532(3) . ? C37B C38B 1.526(3) . ? C2B C3B 1.394(3) . ? C5B C6B 1.386(3) . ? C31A C36A 1.399(3) . ? C31A C32A 1.399(3) . ? C33A C32A 1.392(3) . ? C33A C34A 1.364(3) . ? C9B C8B 1.393(3) . ? C9B C10B 1.400(3) . ? C11A C10A 1.400(3) . ? C40A C10A 1.522(3) . ? C40A C41A 1.522(3) . ? C40A C42A 1.521(3) . ? C13A C18A 1.399(3) . ? C13A C14A 1.392(4) . ? C32B C33B 1.388(3) . ? C27B C28B 1.377(3) . ? C27B C26B 1.390(3) . ? C14B C13B 1.389(4) . ? C14B C15B 1.392(4) . ? C36B C35B 1.386(3) . ? C10A C9A 1.400(3) . ? C6B C7B 1.476(3) . ? C17B C18B 1.387(4) . ? C17B C16B 1.379(4) . ? C13B C18B 1.401(3) . ? C12B C11B 1.376(3) . ? C12B C7B 1.399(3) . ? C28A C27A 1.376(3) . ? C28A C29A 1.377(3) . ? C9A C8A 1.393(3) . ? C26A C27A 1.383(3) . ? C35B C34B 1.385(3) . ? C11B C10B 1.397(3) . ? C8B C7B 1.376(3) . ? C4A C5A 1.391(3) . ? C36A C35A 1.388(3) . ? C19B C24B 1.402(3) . ? C19B C20B 1.392(4) . ? C28B C29B 1.382(3) . ? C18A C17A 1.388(4) . ? C7A C8A 1.377(3) . ? C38A C37A 1.528(3) . ? C20A C19A 1.398(3) . ? C20A C21A 1.380(3) . ? C33B C34B 1.360(3) . ? C10B C40B 1.513(3) . ? C19A C24A 1.400(3) . ? C37A C39A 1.530(3) . ? C35A C34A 1.387(3) . ? C14A C15A 1.388(4) . ? C24B C23B 1.378(4) . ? C40B C42B 1.519(3) . ? C40B C41B 1.511(3) . ? C21A C22A 1.386(4) . ? C15B C16B 1.375(4) . ? C24A C23A 1.384(3) . ? C23B C22B 1.370(4) . ? C20B C21B 1.392(4) . ? C16A C15A 1.376(4) . ? C16A C17A 1.376(4) . ? C21B C22B 1.387(4) . ? C22A C23A 1.375(4) . ? 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 O2A S1A O1A 117.24(10) . . ? O2A S1A C12A 113.07(10) . . ? O2A S1A C1A 110.99(10) . . ? O1A S1A C12A 109.79(10) . . ? O1A S1A C1A 110.31(10) . . ? C1A S1A C12A 92.79(11) . . ? O2B S1B C1B 110.70(11) . . ? O2B S1B C12B 112.89(11) . . ? O1B S1B O2B 117.45(11) . . ? O1B S1B C1B 110.49(10) . . ? O1B S1B C12B 109.90(10) . . ? C1B S1B C12B 92.69(11) . . ? C36A S3A C30A 99.67(11) . . ? C36B S3B C30B 99.89(11) . . ? C18B S2B C24B 99.40(12) . . ? C24A S2A C18A 98.73(12) . . ? C13A N1A C4A 116.63(19) . . ? C19A N1A C13A 120.54(19) . . ? C19A N1A C4A 119.53(18) . . ? C31B N2B C25B 121.48(18) . . ? C31B N2B C9B 116.39(17) . . ? C25B N2B C9B 115.56(18) . . ? C25A N2A C9A 114.29(17) . . ? C31A N2A C25A 121.05(18) . . ? C31A N2A C9A 115.81(17) . . ? C13B N1B C4B 116.20(19) . . ? C19B N1B C4B 119.01(19) . . ? C19B N1B C13B 121.56(19) . . ? C11A C12A S1A 127.80(17) . . ? C11A C12A C7A 122.2(2) . . ? C7A C12A S1A 110.04(16) . . ? C2B C1B S1B 126.30(18) . . ? C2B C1B C6B 123.0(2) . . ? C6B C1B S1B 110.73(17) . . ? C32B C31B N2B 120.8(2) . . ? C32B C31B C36B 118.4(2) . . ? C36B C31B N2B 120.7(2) . . ? C25A C30A S3A 122.01(17) . . ? C29A C30A S3A 117.60(18) . . ? C29A C30A C25A 120.3(2) . . ? C5B C4B N1B 119.2(2) . . ? C5B C4B C3B 122.3(2) . . ? C3B C4B N1B 118.5(2) . . ? C30A C25A N2A 121.2(2) . . ? C26A C25A N2A 120.9(2) . . ? C26A C25A C30A 117.9(2) . . ? C25B C30B S3B 121.59(18) . . ? C29B C30B S3B 117.90(18) . . ? C29B C30B C25B 120.4(2) . . ? C1A C2A C3A 119.6(2) . . ? C2A C3A C4A 117.5(2) . . ? C2A C3A C37A 121.8(2) . . ? C4A C3A C37A 120.6(2) . . ? C30B C25B N2B 120.9(2) . . ? C26B C25B N2B 121.3(2) . . ? C26B C25B C30B 117.8(2) . . ? C1A C6A C7A 113.1(2) . . ? C5A C6A C1A 118.3(2) . . ? C5A C6A C7A 128.5(2) . . ? C3B C37B C39B 113.53(19) . . ? C3B C37B C38B 110.05(19) . . ? C38B C37B C39B 109.5(2) . . ? C1B C2B C3B 119.6(2) . . ? C6B C5B C4B 119.3(2) . . ? C36A C31A N2A 121.24(19) . . ? C36A C31A C32A 118.3(2) . . ? C32A C31A N2A 120.4(2) . . ? C34A C33A C32A 120.7(2) . . ? C8B C9B N2B 117.7(2) . . ? C8B C9B C10B 122.3(2) . . ? C10B C9B N2B 120.0(2) . . ? C12A C11A C10A 120.1(2) . . ? C2A C1A S1A 126.70(18) . . ? C2A C1A C6A 122.8(2) . . ? C6A C1A S1A 110.49(17) . . ? C10A C40A C41A 113.5(2) . . ? C10A C40A C42A 111.6(2) . . ? C42A C40A C41A 110.0(2) . . ? C18A C13A N1A 120.0(2) . . ? C14A C13A N1A 121.6(2) . . ? C14A C13A C18A 118.3(2) . . ? C33B C32B C31B 120.0(2) . . ? C28B C27B C26B 120.3(2) . . ? C13B C14B C15B 120.4(2) . . ? C31B C36B S3B 121.79(18) . . ? C35B C36B S3B 117.76(18) . . ? C35B C36B C31B 120.3(2) . . ? C11A C10A C40A 122.3(2) . . ? C9A C10A C11A 117.2(2) . . ? C9A C10A C40A 120.5(2) . . ? C1B C6B C5B 118.3(2) . . ? C1B C6B C7B 113.1(2) . . ? C5B C6B C7B 128.6(2) . . ? C4B C3B C37B 120.7(2) . . ? C2B C3B C4B 117.5(2) . . ? C2B C3B C37B 121.8(2) . . ? C16B C17B C18B 120.5(2) . . ? C14B C13B N1B 122.1(2) . . ? C14B C13B C18B 118.3(2) . . ? C18B C13B N1B 119.6(2) . . ? C11B C12B S1B 127.48(18) . . ? C11B C12B C7B 122.3(2) . . ? C7B C12B S1B 110.17(16) . . ? C29A C28A C27A 118.7(2) . . ? C10A C9A N2A 120.4(2) . . ? C8A C9A N2A 117.28(19) . . ? C8A C9A C10A 122.3(2) . . ? C27A C26A C25A 120.9(2) . . ? C36B C35B C34B 120.3(2) . . ? C12B C11B C10B 119.8(2) . . ? C7B C8B C9B 119.5(2) . . ? C3A C4A N1A 118.5(2) . . ? C5A C4A N1A 119.0(2) . . ? C5A C4A C3A 122.5(2) . . ? C31A C36A S3A 121.97(17) . . ? C35A C36A S3A 117.48(18) . . ? C35A C36A C31A 120.4(2) . . ? C33A C32A C31A 120.3(2) . . ? C24B C19B N1B 119.8(2) . . ? C20B C19B N1B 122.5(2) . . ? C20B C19B C24B 117.6(2) . . ? C27B C28B C29B 119.0(2) . . ? C13A C18A S2A 119.4(2) . . ? C17A C18A S2A 119.7(2) . . ? C17A C18A C13A 120.7(3) . . ? C12A C7A C6A 113.2(2) . . ? C8A C7A C12A 118.4(2) . . ? C8A C7A C6A 128.4(2) . . ? C21A C20A C19A 120.8(2) . . ? C34B C33B C32B 121.3(2) . . ? C9B C10B C40B 121.4(2) . . ? C11B C10B C9B 117.6(2) . . ? C11B C10B C40B 121.0(2) . . ? C6A C5A C4A 119.2(2) . . ? C7A C8A C9A 119.7(2) . . ? C20A C19A N1A 123.0(2) . . ? C20A C19A C24A 117.7(2) . . ? C24A C19A N1A 119.2(2) . . ? C3A C37A C38A 110.12(19) . . ? C3A C37A C39A 113.80(19) . . ? C38A C37A C39A 109.6(2) . . ? C34A C35A C36A 120.3(2) . . ? C15A C14A C13A 120.3(2) . . ? C19B C24B S2B 119.8(2) . . ? C23B C24B S2B 119.19(19) . . ? C23B C24B C19B 120.7(2) . . ? C10B C40B C42B 113.7(2) . . ? C10B C40B C41B 109.8(2) . . ? C41B C40B C42B 109.0(2) . . ? C25B C26B C27B 121.4(2) . . ? C12B C7B C6B 113.1(2) . . ? C8B C7B C6B 128.5(2) . . ? C8B C7B C12B 118.5(2) . . ? C28A C27A C26A 121.0(2) . . ? C17B C18B S2B 118.9(2) . . ? C17B C18B C13B 120.5(3) . . ? C13B C18B S2B 120.4(2) . . ? C20A C21A C22A 120.8(3) . . ? C16B C15B C14B 120.8(3) . . ? C19A C24A S2A 119.72(19) . . ? C23A C24A S2A 119.37(19) . . ? C23A C24A C19A 120.6(2) . . ? C15B C16B C17B 119.4(3) . . ? C33B C34B C35B 119.6(2) . . ? C22B C23B C24B 121.2(2) . . ? C19B C20B C21B 121.0(2) . . ? C17A C16A C15A 119.7(3) . . ? C22B C21B C20B 120.1(3) . . ? C16A C15A C14A 120.8(3) . . ? C23A C22A C21A 118.9(2) . . ? C16A C17A C18A 120.2(3) . . ? C28B C29B C30B 121.1(2) . . ? C28A C29A C30A 121.2(2) . . ? C33A C34A C35A 119.9(2) . . ? C23B C22B C21B 119.2(3) . . ? C22A C23A C24A 121.0(2) . . ? _shelx_SHELXL_version_number 2014/7 _iucr_refine_instructions_details ; 16srv065.res created by SHELXL-2014/7 TITL 16srv065 in P-1 #2 REM reset to P-1 #2 CELL 0.71073 12.9513 14.1812 18.9798 76.6319 83.7227 83.5306 ZERR 4 0.001 0.0011 0.0015 0.0027 0.0028 0.0027 LATT 1 SFAC C H N O S UNIT 168 136 8 8 12 L.S. 7 PLAN 7 SIZE 0.058 0.067 0.319 TEMP -153.15 BOND fmap 2 acta 50 OMIT -3 50 REM REM REM WGHT 0.059000 1.677000 FVAR 0.09714 0.02754 0.04562 0.02245 0.03078 0.03969 0.02289 FVAR 0.07974 0.05119 S1A 5 -0.019191 0.541726 0.118486 11.00000 0.01370 0.01294 = 0.02155 -0.00361 -0.00557 0.00068 S1B 5 -0.005557 0.552369 0.614712 11.00000 0.01738 0.01294 = 0.02411 -0.00261 -0.00909 0.00011 S3A 5 0.345986 -0.038800 0.248084 11.00000 0.02753 0.01088 = 0.02417 -0.00287 -0.00271 0.00315 S3B 5 0.327850 -0.040472 0.763283 11.00000 0.03471 0.01237 = 0.02532 -0.00289 -0.00411 0.00356 S2B 5 0.561263 0.762769 0.729331 11.00000 0.02873 0.01884 = 0.04848 -0.00318 -0.01926 -0.00711 S2A 5 0.544458 0.756166 0.230807 11.00000 0.02634 0.01911 = 0.04855 -0.01037 -0.01686 -0.00305 O2B 4 -0.023504 0.585843 0.539562 11.00000 0.03927 0.02010 = 0.02849 -0.00037 -0.01928 -0.00095 O2A 4 -0.040208 0.581323 0.044380 11.00000 0.02686 0.02023 = 0.02478 -0.00146 -0.01272 0.00034 O1A 4 -0.103132 0.549879 0.173271 11.00000 0.01683 0.02427 = 0.03111 -0.00847 0.00100 -0.00094 N1A 3 0.371792 0.651167 0.200895 11.00000 0.01806 0.01583 = 0.02391 -0.00520 -0.00935 -0.00121 N2B 3 0.210857 0.158696 0.706501 11.00000 0.01652 0.01234 = 0.01895 -0.00114 -0.00232 0.00044 N2A 3 0.208484 0.150119 0.192012 11.00000 0.01444 0.01256 = 0.01678 -0.00194 -0.00409 0.00155 O1B 4 -0.090182 0.567417 0.667161 11.00000 0.01574 0.02299 = 0.03934 -0.00930 -0.00202 0.00217 N1B 3 0.385041 0.663620 0.695968 11.00000 0.01854 0.01787 = 0.02515 -0.00257 -0.00956 -0.00309 C12A 1 0.039153 0.420146 0.133311 11.00000 0.01501 0.01391 = 0.01565 -0.00302 -0.00172 0.00099 C1B 1 0.108455 0.597345 0.633508 11.00000 0.01541 0.01663 = 0.01620 -0.00260 -0.00346 -0.00231 C31B 1 0.294920 0.129405 0.659201 11.00000 0.01526 0.01597 = 0.02075 -0.00815 -0.00261 -0.00294 C30A 1 0.272975 0.036794 0.300417 11.00000 0.01428 0.01116 = 0.02220 -0.00218 -0.00230 -0.00362 C4B 1 0.290506 0.640710 0.672831 11.00000 0.01661 0.01598 = 0.01756 -0.00304 -0.00462 -0.00195 C25A 1 0.209817 0.119000 0.269049 11.00000 0.01335 0.01461 = 0.02039 -0.00141 -0.00407 -0.00381 C30B 1 0.265002 0.039945 0.815681 11.00000 0.01542 0.01378 = 0.02493 -0.00256 -0.00305 -0.00277 C2A 1 0.109159 0.682899 0.133712 11.00000 0.01616 0.01370 = 0.01698 -0.00301 -0.00386 0.00315 AFIX 43 H2A 2 0.056307 0.732913 0.117440 11.00000 -1.20000 AFIX 0 C3A 1 0.202705 0.706184 0.152237 11.00000 0.01801 0.01493 = 0.01468 -0.00424 -0.00112 -0.00095 C25B 1 0.211235 0.128209 0.783640 11.00000 0.01183 0.01464 = 0.02060 -0.00176 -0.00141 -0.00442 C6A 1 0.168129 0.510556 0.162480 11.00000 0.01823 0.01295 = 0.01580 -0.00098 -0.00310 -0.00039 C37B 1 0.243782 0.822337 0.630795 11.00000 0.02093 0.01576 = 0.02092 -0.00467 -0.00655 -0.00254 AFIX 13 H37B 2 0.278457 0.829111 0.673703 11.00000 -1.20000 AFIX 0 C2B 1 0.125397 0.693873 0.624530 11.00000 0.01734 0.01294 = 0.01732 -0.00286 -0.00362 0.00261 AFIX 43 H2B 2 0.073894 0.743722 0.605596 11.00000 -1.20000 AFIX 0 C5B 1 0.272410 0.543620 0.681552 11.00000 0.01876 0.01471 = 0.02037 0.00050 -0.00704 0.00172 AFIX 43 H5B 2 0.322310 0.493128 0.701951 11.00000 -1.20000 AFIX 0 C31A 1 0.296155 0.127538 0.144576 11.00000 0.01493 0.01340 = 0.01932 -0.00660 -0.00231 -0.00258 C33A 1 0.397603 0.162900 0.028163 11.00000 0.02650 0.02494 = 0.01737 -0.00694 -0.00039 -0.00653 AFIX 43 H33A 2 0.406723 0.201609 -0.019748 11.00000 -1.20000 AFIX 0 C9B 1 0.154771 0.251602 0.680277 11.00000 0.01827 0.01265 = 0.01339 -0.00150 -0.00049 0.00113 C11A 1 -0.001022 0.339576 0.121955 11.00000 0.01236 0.01750 = 0.01732 -0.00156 -0.00305 -0.00222 AFIX 43 H11A 2 -0.066966 0.346067 0.102938 11.00000 -1.20000 AFIX 0 C1A 1 0.093707 0.586780 0.139132 11.00000 0.01425 0.01853 = 0.01443 -0.00319 -0.00391 -0.00062 C40A 1 0.017382 0.157663 0.122935 11.00000 0.01652 0.01361 = 0.03070 -0.00453 -0.00506 0.00019 AFIX 13 H40A 2 0.080285 0.118062 0.106406 11.00000 -1.20000 AFIX 0 C13A 1 0.370026 0.657907 0.274497 11.00000 0.02430 0.01316 = 0.02790 -0.00471 -0.01362 0.00421 C32B 1 0.315273 0.185085 0.589168 11.00000 0.02076 0.01884 = 0.02287 -0.00522 -0.00156 -0.00210 AFIX 43 H32B 2 0.272918 0.243583 0.572602 11.00000 -1.20000 AFIX 0 C27B 1 0.156707 0.153744 0.904477 11.00000 0.02088 0.02801 = 0.02444 -0.00582 0.00302 -0.00135 AFIX 43 H27B 2 0.119095 0.193094 0.934664 11.00000 -1.20000 AFIX 0 C14B 1 0.299481 0.639934 0.820227 11.00000 0.02559 0.02377 = 0.03225 -0.00871 -0.01150 0.00168 AFIX 43 H14B 2 0.244769 0.610766 0.806187 11.00000 -1.20000 AFIX 0 C36B 1 0.357989 0.042908 0.681377 11.00000 0.02051 0.01595 = 0.02272 -0.00756 -0.00714 -0.00157 C10A 1 0.055161 0.248087 0.138390 11.00000 0.01665 0.01344 = 0.01671 -0.00134 -0.00062 -0.00074 C6B 1 0.180816 0.521401 0.660157 11.00000 0.01749 0.01356 = 0.01527 -0.00139 -0.00125 -0.00114 C3B 1 0.218546 0.717808 0.643413 11.00000 0.01936 0.01645 = 0.01416 -0.00471 -0.00163 -0.00114 C17B 1 0.459103 0.721252 0.863884 11.00000 0.03445 0.02056 = 0.04684 -0.01281 -0.02482 0.00402 AFIX 43 H17B 2 0.514737 0.748042 0.878965 11.00000 -1.20000 AFIX 0 C13B 1 0.381246 0.671391 0.769586 11.00000 0.02310 0.01377 = 0.02944 -0.00367 -0.01336 0.00212 C12B 1 0.049148 0.429717 0.636077 11.00000 0.01489 0.01419 = 0.01546 -0.00144 -0.00161 0.00136 C28A 1 0.213137 0.059694 0.420522 11.00000 0.02650 0.02860 = 0.01798 -0.00185 -0.00233 0.00044 AFIX 43 H28A 2 0.215082 0.040328 0.471772 11.00000 -1.20000 AFIX 0 C9A 1 0.150425 0.242846 0.168132 11.00000 0.01677 0.01177 = 0.01162 0.00033 0.00104 0.00114 C26A 1 0.146799 0.168787 0.315329 11.00000 0.01754 0.02135 = 0.02332 -0.00306 -0.00085 0.00282 AFIX 43 H26A 2 0.102025 0.224072 0.295388 11.00000 -1.20000 AFIX 0 C35B 1 0.442783 0.017254 0.636210 11.00000 0.01985 0.01856 = 0.03197 -0.01176 -0.00629 0.00256 AFIX 43 H35B 2 0.488175 -0.039089 0.652939 11.00000 -1.20000 AFIX 0 C11B 1 0.004472 0.347959 0.631618 11.00000 0.01646 0.01792 = 0.01787 -0.00322 -0.00477 -0.00295 AFIX 43 H11B 2 -0.062088 0.353995 0.613550 11.00000 -1.20000 AFIX 0 C8B 1 0.200167 0.334727 0.683722 11.00000 0.01329 0.01835 = 0.01799 -0.00257 -0.00326 -0.00073 AFIX 43 H8B 2 0.267067 0.329280 0.701191 11.00000 -1.20000 AFIX 0 C4A 1 0.276406 0.628942 0.178089 11.00000 0.01838 0.01744 = 0.01631 -0.00421 -0.00381 -0.00266 C36A 1 0.367272 0.046739 0.166099 11.00000 0.02024 0.01412 = 0.02098 -0.00822 -0.00422 -0.00437 C32A 1 0.311777 0.184977 0.074377 11.00000 0.02257 0.01839 = 0.01934 -0.00565 -0.00365 -0.00157 AFIX 43 H32A 2 0.263583 0.239332 0.058146 11.00000 -1.20000 AFIX 0 C19B 1 0.480928 0.646527 0.655284 11.00000 0.01817 0.01317 = 0.03180 0.00121 -0.00964 0.00026 C28B 1 0.210480 0.067316 0.935360 11.00000 0.02522 0.03255 = 0.01938 -0.00228 -0.00341 -0.00433 AFIX 43 H28B 2 0.210473 0.046772 0.986683 11.00000 -1.20000 AFIX 0 C18A 1 0.447730 0.703270 0.296240 11.00000 0.02819 0.01402 = 0.03792 -0.00877 -0.01790 0.00426 C7A 1 0.136991 0.414878 0.159455 11.00000 0.01644 0.01494 = 0.01370 -0.00304 -0.00298 -0.00118 C38A 1 0.304222 0.838923 0.076495 11.00000 0.02505 0.01557 = 0.02867 -0.00057 -0.00317 -0.00295 AFIX 137 H38A 2 0.369099 0.796339 0.083208 11.00000 21.00000 H38B 2 0.318918 0.906701 0.070791 11.00000 21.00000 H38C 2 0.274420 0.831703 0.032948 11.00000 21.00000 AFIX 0 C20A 1 0.477450 0.583782 0.104168 11.00000 0.02196 0.01941 = 0.03518 -0.00740 -0.00890 -0.00269 AFIX 43 H20A 2 0.417829 0.559289 0.092286 11.00000 -1.20000 AFIX 0 C33B 1 0.397443 0.155016 0.543662 11.00000 0.02221 0.02770 = 0.02292 -0.00936 0.00196 -0.00877 AFIX 43 H33B 2 0.409080 0.192145 0.495440 11.00000 -1.20000 AFIX 0 C10B 1 0.057266 0.256085 0.653731 11.00000 0.01677 0.01597 = 0.01582 -0.00218 -0.00194 -0.00162 C5A 1 0.259662 0.532121 0.184189 11.00000 0.01696 0.01482 = 0.02045 -0.00082 -0.00593 0.00202 AFIX 43 H5A 2 0.310404 0.481428 0.203018 11.00000 -1.20000 AFIX 0 C8A 1 0.192461 0.325192 0.176910 11.00000 0.01259 0.01610 = 0.01826 -0.00311 -0.00352 -0.00079 AFIX 43 H8A 2 0.259073 0.319476 0.194851 11.00000 -1.20000 AFIX 0 C19A 1 0.467699 0.634173 0.160100 11.00000 0.01864 0.01124 = 0.02970 -0.00007 -0.00942 0.00133 C37A 1 0.226612 0.810895 0.142830 11.00000 0.02019 0.01377 = 0.02200 -0.00396 -0.00705 -0.00217 AFIX 13 H37A 2 0.260515 0.815439 0.186659 11.00000 -1.20000 AFIX 0 C35A 1 0.454347 0.028024 0.120212 11.00000 0.01765 0.01516 = 0.03087 -0.01114 -0.00241 0.00015 AFIX 43 H35A 2 0.504294 -0.024885 0.136293 11.00000 -1.20000 AFIX 0 C41A 1 -0.056018 0.180095 0.062640 11.00000 0.03232 0.02457 = 0.03062 -0.01087 -0.00655 -0.00442 AFIX 137 H41A 2 -0.124492 0.206169 0.080816 11.00000 31.00000 H41B 2 -0.063336 0.120306 0.046803 11.00000 31.00000 H41C 2 -0.027491 0.228253 0.021472 11.00000 31.00000 AFIX 0 C14A 1 0.291804 0.620896 0.326472 11.00000 0.02977 0.02344 = 0.02852 -0.00713 -0.01376 0.00249 AFIX 43 H14A 2 0.239715 0.587541 0.313443 11.00000 -1.20000 AFIX 0 C24B 1 0.571003 0.682908 0.669398 11.00000 0.02263 0.01451 = 0.03568 0.00412 -0.01359 -0.00251 C40B 1 0.012887 0.165345 0.645541 11.00000 0.02386 0.01616 = 0.02717 -0.00123 -0.00923 -0.00261 AFIX 13 H40B 2 0.046761 0.108293 0.679333 11.00000 -1.20000 AFIX 0 C26B 1 0.157169 0.183721 0.829355 11.00000 0.01751 0.01731 = 0.02447 -0.00117 -0.00009 0.00047 AFIX 43 H26B 2 0.119631 0.243529 0.808905 11.00000 -1.20000 AFIX 0 C39B 1 0.147412 0.896064 0.622778 11.00000 0.02586 0.01578 = 0.03114 -0.00437 -0.00289 0.00032 AFIX 137 H39D 2 0.095443 0.877015 0.663762 11.00000 41.00000 H39E 2 0.117641 0.897503 0.577200 11.00000 41.00000 H39F 2 0.167519 0.960826 0.622244 11.00000 41.00000 AFIX 0 C7B 1 0.147356 0.424821 0.661624 11.00000 0.01476 0.01372 = 0.01523 -0.00140 -0.00104 -0.00033 C38B 1 0.320553 0.846601 0.563644 11.00000 0.02462 0.01663 = 0.02954 -0.00022 -0.00166 -0.00293 AFIX 137 H38D 2 0.289891 0.836871 0.521170 11.00000 51.00000 H38E 2 0.385254 0.803921 0.571050 11.00000 51.00000 H38F 2 0.335818 0.914596 0.555587 11.00000 51.00000 AFIX 0 C27A 1 0.148430 0.138927 0.389928 11.00000 0.02473 0.02863 = 0.02135 -0.00581 0.00204 0.00357 AFIX 43 H27A 2 0.104238 0.173608 0.420519 11.00000 -1.20000 AFIX 0 C18B 1 0.461846 0.712158 0.792465 11.00000 0.02901 0.01126 = 0.03872 -0.00507 -0.01959 0.00397 C21A 1 0.572649 0.569212 0.066032 11.00000 0.02409 0.02365 = 0.03874 -0.00917 -0.00586 0.00168 AFIX 43 H21A 2 0.577321 0.536831 0.027065 11.00000 -1.20000 AFIX 0 C15B 1 0.297210 0.650879 0.891396 11.00000 0.03052 0.03092 = 0.03307 -0.01053 -0.00955 0.00712 AFIX 43 H15B 2 0.240377 0.629894 0.925344 11.00000 -1.20000 AFIX 0 C24A 1 0.556728 0.672060 0.174072 11.00000 0.02192 0.01516 = 0.03507 -0.00087 -0.01337 0.00101 C16B 1 0.376286 0.691723 0.913157 11.00000 0.04727 0.02772 = 0.03519 -0.01522 -0.01953 0.01129 AFIX 43 H16B 2 0.373865 0.699520 0.961711 11.00000 -1.20000 AFIX 0 C42A 1 -0.033303 0.095005 0.191209 11.00000 0.03123 0.02892 = 0.03426 -0.00327 -0.00226 -0.01126 AFIX 137 H42A 2 0.015229 0.079359 0.229288 11.00000 61.00000 H42B 2 -0.050754 0.034673 0.180379 11.00000 61.00000 H42C 2 -0.097048 0.130604 0.207959 11.00000 61.00000 AFIX 0 C34B 1 0.461596 0.073452 0.566770 11.00000 0.01980 0.02602 = 0.03056 -0.01354 0.00014 -0.00295 AFIX 43 H34B 2 0.518931 0.055128 0.535506 11.00000 -1.20000 AFIX 0 C23B 1 0.665567 0.665073 0.631643 11.00000 0.01866 0.02313 = 0.04917 0.00362 -0.01258 -0.00010 AFIX 43 H23B 2 0.726471 0.686724 0.644182 11.00000 -1.20000 AFIX 0 C20B 1 0.489368 0.597737 0.598859 11.00000 0.02233 0.01860 = 0.03660 -0.00392 -0.00613 -0.00027 AFIX 43 H20B 2 0.429436 0.573027 0.587642 11.00000 -1.20000 AFIX 0 C16A 1 0.365428 0.678991 0.417596 11.00000 0.05344 0.03392 = 0.03155 -0.01665 -0.02319 0.01128 AFIX 43 H16A 2 0.362801 0.687245 0.466046 11.00000 -1.20000 AFIX 0 C21B 1 0.584289 0.584587 0.558604 11.00000 0.02744 0.02420 = 0.04209 -0.00433 -0.00519 0.00321 AFIX 43 H21B 2 0.588097 0.553598 0.518933 11.00000 -1.20000 AFIX 0 C15A 1 0.289589 0.632520 0.397258 11.00000 0.04043 0.02872 = 0.02704 -0.00620 -0.00895 0.00531 AFIX 43 H15A 2 0.235079 0.608111 0.432092 11.00000 -1.20000 AFIX 0 C39A 1 0.129933 0.884049 0.136340 11.00000 0.02501 0.01439 = 0.04325 -0.00878 -0.00427 0.00047 AFIX 137 H39A 2 0.102099 0.889551 0.089432 11.00000 71.00000 H39B 2 0.148946 0.947747 0.139657 11.00000 71.00000 H39C 2 0.076833 0.861704 0.175772 11.00000 71.00000 AFIX 0 C22A 1 0.661569 0.601243 0.083873 11.00000 0.01957 0.02737 = 0.04774 -0.00207 -0.00152 0.00141 AFIX 43 H22A 2 0.727569 0.588212 0.059105 11.00000 -1.20000 AFIX 0 C17A 1 0.445063 0.713434 0.367411 11.00000 0.03933 0.02589 = 0.04211 -0.01474 -0.02331 0.00365 AFIX 43 H17A 2 0.498381 0.744266 0.381530 11.00000 -1.20000 AFIX 0 C29B 1 0.264470 0.010891 0.890575 11.00000 0.01848 0.01895 = 0.02514 0.00145 -0.00495 -0.00177 AFIX 43 H29B 2 0.301824 -0.048793 0.911505 11.00000 -1.20000 AFIX 0 C29A 1 0.274982 0.009058 0.375406 11.00000 0.01870 0.01754 = 0.02462 0.00257 -0.00560 -0.00051 AFIX 43 H29A 2 0.319826 -0.045833 0.395942 11.00000 -1.20000 AFIX 0 C34A 1 0.468748 0.086266 0.050951 11.00000 0.02400 0.02350 = 0.02292 -0.01023 0.00163 -0.00619 AFIX 43 H34A 2 0.528024 0.072822 0.019452 11.00000 -1.20000 AFIX 0 C42B 1 -0.104337 0.166233 0.663538 11.00000 0.03172 0.03626 = 0.05123 -0.01541 0.00213 -0.01559 AFIX 137 H42D 2 -0.139835 0.209589 0.623623 11.00000 81.00000 H42E 2 -0.123668 0.189490 0.708379 11.00000 81.00000 H42F 2 -0.125159 0.100192 0.670225 11.00000 81.00000 AFIX 0 C22B 1 0.673294 0.616691 0.576367 11.00000 0.01927 0.02831 = 0.05291 0.00321 -0.00162 0.00440 AFIX 43 H22B 2 0.738834 0.605255 0.550501 11.00000 -1.20000 AFIX 0 C41B 1 0.039184 0.151409 0.568868 11.00000 0.04231 0.03254 = 0.03948 -0.01852 -0.00293 -0.00424 AFIX 137 H41D 2 0.115118 0.144431 0.558506 11.00000 91.00000 H41E 2 0.009457 0.208041 0.534567 11.00000 91.00000 H41F 2 0.010037 0.092716 0.563793 11.00000 91.00000 AFIX 0 C23A 1 0.652623 0.652194 0.138026 11.00000 0.01854 0.02159 = 0.04643 -0.00164 -0.01212 -0.00091 AFIX 43 H23A 2 0.713171 0.674080 0.150883 11.00000 -1.20000 AFIX 0 HKLF 4 REM 16srv065 in P-1 #2 REM R1 = 0.0433 for 8686 Fo > 4sig(Fo) and 0.0694 for all 11804 data REM 899 parameters refined using 0 restraints END WGHT 0.0531 1.9773 REM Highest difference peak 0.442, deepest hole -0.397, 1-sigma level 0.056 Q1 1 -0.0443 0.1838 0.5579 11.00000 0.05 0.44 Q2 1 0.3526 0.0029 0.2002 11.00000 0.05 0.40 Q3 1 0.3388 -0.0042 0.7102 11.00000 0.05 0.37 Q4 1 -0.0263 0.1004 0.6934 11.00000 0.05 0.32 Q5 1 0.5257 0.7206 0.7709 11.00000 0.05 0.29 Q6 1 0.2568 0.6204 0.9733 11.00000 0.05 0.28 Q7 1 -0.1149 0.1615 0.1710 11.00000 0.05 0.28 REM The information below was added by Olex2. REM REM R1 = 0.0433 for 8686 Fo > 4sig(Fo) and 0.0694 for all 75334 data REM n/a parameters refined using n/a restraints REM Highest difference peak 0.44, deepest hole -0.40 REM Mean Shift 0, Max Shift -0.001. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.0694 REM R1_gt = 0.0433 REM wR_ref = 0.1207 REM GOOF = 1.028 REM Shift_max = -0.001 REM Shift_mean = 0 REM Reflections_all = 75334 REM Reflections_gt = 8686 REM Parameters = n/a REM Hole = -0.40 REM Peak = 0.44 REM Flack = n/a ; _olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems' _olex2_submission_special_instructions 'No special instructions were received' #===END _exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DCM/hexane' _exptl_crystal_preparation Luminescent