#------------------------------------------------------------------------------ #$Date: 2024-07-09 01:15:00 +0300 (Tue, 09 Jul 2024) $ #$Revision: 293303 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/20/1572081.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_1572081 loop_ _publ_author_name 'Huang, Wenbin' 'Zhu, Yuxin' 'Xie, Xinwei' 'Tang, Guanqun' 'Zhou, Kang' 'Song, Lijuan' 'He, Zikai' _publ_section_title ; Utilizing weakly donor-acceptor ternary \p-conjugated architecture to achieve single-component white luminescence and stimulus-response room-temperature phosphorescence ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/D4SC02525C _journal_year 2024 _chemical_absolute_configuration ad _chemical_formula_moiety 'C36 H21 N S2' _chemical_formula_sum 'C36 H21 N S2' _chemical_formula_weight 531.66 _space_group_crystal_system orthorhombic _space_group_IT_number 29 _space_group_name_Hall 'P 2c -2ac' _space_group_name_H-M_alt 'P c a 21' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_block_doi 10.5517/ccdc.csd.cc2g1dyw _audit_creation_date 2023-03-07 _audit_creation_method ; Olex2 1.3 (compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408) ; _audit_update_record ; 2023-05-25 deposited with the CCDC. 2024-06-21 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 19.1082(12) _cell_length_b 3.9400(2) _cell_length_c 32.2145(17) _cell_measurement_reflns_used 3076 _cell_measurement_temperature 99.99(10) _cell_measurement_theta_max 76.0970 _cell_measurement_theta_min 2.7580 _cell_volume 2425.3(2) _computing_cell_refinement 'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)' _computing_data_collection 'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)' _computing_data_reduction 'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)' _computing_molecular_graphics 'Olex2 1.3 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.3 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2017/1 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 99.99(10) _diffrn_detector 'Hybrid Pixel Array Detector' _diffrn_detector_area_resol_mean 10.0000 _diffrn_detector_type HyPix _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.949 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w 7.00 59.00 0.50 1.35 -- 46.62 -67.00 21.00 104 2 \w 63.00 105.00 0.50 5.39 -- 107.00 -94.00 30.00 84 3 \w 34.00 93.00 0.50 5.39 -- 107.00-125.00 60.00 118 4 \w 108.00 140.00 0.50 5.39 -- 107.00 53.00 -14.00 64 5 \w 146.00 174.00 0.50 5.39 -- 107.00 53.00 -14.00 56 6 \w 78.00 127.00 0.50 5.39 -- 107.00 139.00 30.00 98 7 \w -107.00 -81.00 0.50 5.39 -- -102.00 67.00 155.00 52 8 \w -105.00 -30.00 0.50 5.39 -- -102.00 61.00 -90.00 150 9 \w -119.00 -31.00 0.50 1.35 -- -46.62 -53.00-159.00 176 10 \w -118.00 -79.00 0.50 1.35 -- -46.62-125.00-180.00 78 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'XtaLAB Synergy R, DW system, HyPix' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 0.0082239000 _diffrn_orient_matrix_UB_12 -0.0805930000 _diffrn_orient_matrix_UB_13 -0.0014666000 _diffrn_orient_matrix_UB_21 0.3025592000 _diffrn_orient_matrix_UB_22 -0.0001445000 _diffrn_orient_matrix_UB_23 0.0302995000 _diffrn_orient_matrix_UB_31 -0.2475590000 _diffrn_orient_matrix_UB_32 -0.0030757000 _diffrn_orient_matrix_UB_33 0.0369458000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0768 _diffrn_reflns_av_unetI/netI 0.0704 _diffrn_reflns_Laue_measured_fraction_full 0.994 _diffrn_reflns_Laue_measured_fraction_max 0.949 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_k_max 3 _diffrn_reflns_limit_k_min -4 _diffrn_reflns_limit_l_max 39 _diffrn_reflns_limit_l_min -37 _diffrn_reflns_number 6853 _diffrn_reflns_point_group_measured_fraction_full 0.995 _diffrn_reflns_point_group_measured_fraction_max 0.950 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 76.318 _diffrn_reflns_theta_min 2.743 _diffrn_source 'Rotating-anode X-ray tube' _diffrn_source_type 'Rigaku (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 2.204 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.42293 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_density_diffrn 1.456 _exptl_crystal_description needle _exptl_crystal_F_000 1104 _exptl_crystal_preparation Luminescent _refine_diff_density_max 0.652 _refine_diff_density_min -0.808 _refine_diff_density_rms 0.121 _refine_ls_abs_structure_details ; Refined as an inversion twin. ; _refine_ls_abs_structure_Flack 0.15(6) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.133 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 353 _refine_ls_number_reflns 3482 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.133 _refine_ls_R_factor_all 0.0978 _refine_ls_R_factor_gt 0.0792 _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^)+(0.1718P)^2^+5.0211P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2408 _refine_ls_wR_factor_ref 0.2730 _reflns_Friedel_coverage 0.966 _reflns_Friedel_fraction_full 0.996 _reflns_Friedel_fraction_max 0.951 _reflns_number_gt 2916 _reflns_number_total 3482 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4sc02525c2.cif _cod_data_source_block DBTDBTCZ _cod_database_code 1572081 _shelx_shelxl_version_number 2017/1 _chemical_oxdiff_formula 'C H S N' _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. ; _reflns_odcompleteness_completeness 99.24 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 66.97 _olex2_refinement_description ; 1. Twinned data refinement Scales: 0.85(6) 0.15(6) 2. Fixed Uiso At 1.2 times of: All C(H) groups 3.a Aromatic/amide H refined with riding coordinates: C2(H2), C3(H3), C4(H4), C5(H5), C8(H8), C9(H9), C10(H10), C11(H11), C14(H14), C15(H15), C17(H17), C20(H20), C21(H21), C22(H22), C27(H27), C28(H28), C29(H29), C32(H32), C33(H33), C34(H34), C35(H35) ; _shelx_res_file ; TITL DBTDBTCZ P c a 21 R = 0.08 New:Pca21 DBTDBTCZ.res created by SHELXL-2017/1 at 15:20:56 on 07-Mar-2023 CELL 1.54184 19.1082 3.94 32.2145 90 90 90 ZERR 4 0.0012 0.0002 0.0017 0 0 0 LATT -1 SYMM -X,-Y,0.5+Z SYMM 0.5-X,+Y,0.5+Z SYMM 0.5+X,-Y,+Z SFAC C H N S UNIT 144 84 4 8 L.S. 5 PLAN 5 TEMP -173 CONF BOND $H fmap 2 acta MORE -1 TWIN -1 0 0 0 -1 0 0 0 -1 2 OMIT 19 1 5 REM REM REM WGHT 0.171800 5.021100 BASF 0.14968 FVAR 0.46402 S1 4 -0.008028 -0.129414 -0.563282 11.00000 0.03229 0.03593 = 0.02761 0.00018 0.00041 0.00026 S2 4 0.278664 -0.095969 -0.596068 11.00000 0.03164 0.03798 = 0.03090 0.00165 0.00167 -0.00071 N1 3 -0.124025 -0.216169 -0.392857 11.00000 0.03623 0.03869 = 0.03152 0.00418 0.00023 0.00160 C1 1 -0.192046 -0.126368 -0.379411 11.00000 0.01970 0.03607 = 0.03911 -0.00162 0.00533 0.00224 C2 1 -0.246430 0.016426 -0.401816 11.00000 0.04273 0.02926 = 0.03649 0.00181 0.00093 0.00079 AFIX 43 H2 2 -0.242079 0.058582 -0.430737 11.00000 -1.20000 AFIX 0 C3 1 -0.308122 0.096725 -0.380409 11.00000 0.03069 0.03350 = 0.04686 -0.00294 0.00082 0.00078 AFIX 43 H3 2 -0.346454 0.193849 -0.394955 11.00000 -1.20000 AFIX 0 C4 1 -0.313527 0.035866 -0.338503 11.00000 0.03907 0.03501 = 0.04832 -0.00283 0.00249 0.00123 AFIX 43 H4 2 -0.355295 0.097444 -0.324391 11.00000 -1.20000 AFIX 0 C5 1 -0.259014 -0.114443 -0.316193 11.00000 0.04054 0.03610 = 0.04388 -0.00948 0.01608 -0.00543 AFIX 43 H5 2 -0.264136 -0.161496 -0.287430 11.00000 -1.20000 AFIX 0 C6 1 -0.197655 -0.193461 -0.336564 11.00000 0.03382 0.02975 = 0.03947 -0.00240 0.00465 -0.00326 C7 1 -0.130387 -0.329996 -0.323653 11.00000 0.04531 0.03301 = 0.02937 -0.00889 -0.00050 -0.01064 C8 1 -0.106241 -0.447428 -0.285769 11.00000 0.03965 0.04328 = 0.02942 0.00209 0.00485 -0.00743 AFIX 43 H8 2 -0.135986 -0.447220 -0.262139 11.00000 -1.20000 AFIX 0 C9 1 -0.037747 -0.565895 -0.282761 11.00000 0.05494 0.03621 = 0.03577 -0.00230 -0.01414 -0.00237 AFIX 43 H9 2 -0.020151 -0.646190 -0.256988 11.00000 -1.20000 AFIX 0 C10 1 0.005005 -0.565467 -0.318174 11.00000 0.04184 0.03747 = 0.04452 -0.00567 -0.00170 0.00329 AFIX 43 H10 2 0.051410 -0.650137 -0.315988 11.00000 -1.20000 AFIX 0 C11 1 -0.017702 -0.447984 -0.355535 11.00000 0.02591 0.03906 = 0.03588 -0.00047 -0.00568 0.00136 AFIX 43 H11 2 0.012791 -0.440894 -0.378810 11.00000 -1.20000 AFIX 0 C12 1 -0.087269 -0.337597 -0.358819 11.00000 0.03967 0.03232 = 0.03227 0.00098 -0.00069 -0.00114 C13 1 -0.049816 -0.170711 -0.514665 11.00000 0.02889 0.03057 = 0.02684 0.00668 0.00571 0.00189 C14 1 -0.114032 -0.321073 -0.507474 11.00000 0.04315 0.02974 = 0.03426 -0.00100 0.00246 0.00438 AFIX 43 H14 2 -0.140983 -0.411751 -0.529634 11.00000 -1.20000 AFIX 0 C15 1 -0.137644 -0.335096 -0.467146 11.00000 0.03824 0.03517 = 0.03803 0.00336 0.00625 -0.00434 AFIX 43 H15 2 -0.180996 -0.443294 -0.461376 11.00000 -1.20000 AFIX 0 C16 1 -0.099091 -0.193025 -0.434312 11.00000 0.04087 0.02492 = 0.02598 0.00096 0.00004 0.00208 C17 1 -0.034310 -0.043614 -0.441975 11.00000 0.05282 0.02537 = 0.03054 0.00146 0.00623 0.00456 AFIX 43 H17 2 -0.007522 0.048764 -0.419850 11.00000 -1.20000 AFIX 0 C18 1 -0.009439 -0.031770 -0.482545 11.00000 0.03772 0.02634 = 0.02504 -0.00214 0.00005 0.00044 C19 1 0.057578 0.109537 -0.497879 11.00000 0.02300 0.02232 = 0.04000 0.00753 0.00471 0.00448 C20 1 0.108753 0.261485 -0.474108 11.00000 0.03384 0.03064 = 0.02461 -0.00057 -0.00432 -0.00064 AFIX 43 H20 2 0.102853 0.290664 -0.445045 11.00000 -1.20000 AFIX 0 C21 1 0.169320 0.370764 -0.494031 11.00000 0.02986 0.03276 = 0.03995 -0.00086 -0.00632 0.00068 AFIX 43 H21 2 0.205436 0.476501 -0.478426 11.00000 -1.20000 AFIX 0 C22 1 0.177363 0.326818 -0.536272 11.00000 0.01512 0.03961 = 0.04145 0.00157 0.00204 0.00923 AFIX 43 H22 2 0.218916 0.408055 -0.549057 11.00000 -1.20000 AFIX 0 C23 1 0.127142 0.168334 -0.561008 11.00000 0.01689 0.03768 = 0.03548 0.00268 0.00039 0.00238 C24 1 0.063719 0.065806 -0.540798 11.00000 0.01629 0.03602 = 0.03870 0.00836 -0.01215 0.00353 C25 1 0.201706 -0.003258 -0.622525 11.00000 0.03406 0.02922 = 0.03882 0.00451 0.00558 -0.00448 C26 1 0.136152 0.116654 -0.606010 11.00000 0.02999 0.02846 = 0.04254 0.00499 -0.00597 -0.00104 C27 1 0.084374 0.180860 -0.634454 11.00000 0.01429 0.04179 = 0.03964 -0.00322 0.00076 0.00172 AFIX 43 H27 2 0.041609 0.274952 -0.624771 11.00000 -1.20000 AFIX 0 C28 1 0.091088 0.115829 -0.676579 11.00000 0.01251 0.04101 = 0.04401 0.00308 0.00141 -0.00033 AFIX 43 H28 2 0.053088 0.163052 -0.694696 11.00000 -1.20000 AFIX 0 C29 1 0.151482 -0.014841 -0.692260 11.00000 0.02263 0.04079 = 0.03310 0.00643 -0.00110 0.00030 AFIX 43 H29 2 0.155706 -0.061694 -0.721079 11.00000 -1.20000 AFIX 0 C30 1 0.206222 -0.077853 -0.665728 11.00000 0.00942 0.03470 = 0.03669 0.00806 0.00244 -0.00249 C31 1 0.274761 -0.224594 -0.675699 11.00000 0.03986 0.02313 = 0.03625 0.00455 0.00139 -0.00895 C32 1 0.299489 -0.345026 -0.713840 11.00000 0.04063 0.03617 = 0.03458 0.00197 0.00274 -0.00437 AFIX 43 H32 2 0.270612 -0.328844 -0.737764 11.00000 -1.20000 AFIX 0 C33 1 0.365193 -0.486822 -0.717152 11.00000 0.03853 0.03707 = 0.03881 -0.00607 0.01288 0.00739 AFIX 43 H33 2 0.381448 -0.567872 -0.743198 11.00000 -1.20000 AFIX 0 C34 1 0.408114 -0.510968 -0.681736 11.00000 0.03115 0.03450 = 0.04517 -0.00357 0.00862 0.00271 AFIX 43 H34 2 0.452993 -0.613084 -0.683982 11.00000 -1.20000 AFIX 0 C35 1 0.385951 -0.388515 -0.643825 11.00000 0.02593 0.03502 = 0.04087 0.00651 0.00259 -0.00975 AFIX 43 H35 2 0.415695 -0.395799 -0.620212 11.00000 -1.20000 AFIX 0 C36 1 0.318708 -0.253931 -0.641182 11.00000 0.02588 0.02796 = 0.03891 0.00094 0.00178 -0.00387 HKLF 4 1 -1 0 0 0 1 0 0 0 -1 REM DBTDBTCZ P c a 21 R = 0.08 New:Pca21 REM R1 = 0.0792 for 2916 Fo > 4sig(Fo) and 0.0978 for all 3482 data REM 353 parameters refined using 1 restraints END WGHT 0.1720 4.9780 REM Highest difference peak 0.652, deepest hole -0.808, 1-sigma level 0.121 Q1 1 -0.0096 -0.0701 -0.5982 11.00000 0.05 0.65 Q2 1 -0.0134 -0.1531 -0.5305 11.00000 0.05 0.61 Q3 1 0.2810 -0.2324 -0.5603 11.00000 0.05 0.57 Q4 1 0.2729 -0.1328 -0.6286 11.00000 0.05 0.54 Q5 1 0.2842 0.0092 -0.5610 11.00000 0.05 0.45 ; _shelx_res_checksum 19362 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _oxdiff_exptl_absorpt_empirical_full_max 2.798 _oxdiff_exptl_absorpt_empirical_full_min 0.200 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y, z+1/2' 'x+1/2, -y, z' 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 -0.00803(12) -0.1294(6) -0.56328(8) 0.0319(6) Uani 1 1 d . . . . . S2 S 0.27866(13) -0.0960(6) -0.59607(9) 0.0335(6) Uani 1 1 d . . . . . N1 N -0.1240(4) -0.216(2) -0.3929(3) 0.0355(19) Uani 1 1 d . . . . . C1 C -0.1920(5) -0.126(3) -0.3794(4) 0.032(2) Uani 1 1 d . . . . . C2 C -0.2464(6) 0.016(3) -0.4018(4) 0.036(2) Uani 1 1 d . . . . . H2 H -0.242079 0.058582 -0.430737 0.043 Uiso 1 1 calc R U . . . C3 C -0.3081(5) 0.097(3) -0.3804(4) 0.037(2) Uani 1 1 d . . . . . H3 H -0.346454 0.193849 -0.394955 0.044 Uiso 1 1 calc R U . . . C4 C -0.3135(6) 0.036(3) -0.3385(4) 0.041(3) Uani 1 1 d . . . . . H4 H -0.355295 0.097444 -0.324391 0.049 Uiso 1 1 calc R U . . . C5 C -0.2590(6) -0.114(3) -0.3162(4) 0.040(3) Uani 1 1 d . . . . . H5 H -0.264136 -0.161496 -0.287430 0.048 Uiso 1 1 calc R U . . . C6 C -0.1977(6) -0.193(3) -0.3366(4) 0.034(2) Uani 1 1 d . . . . . C7 C -0.1304(6) -0.330(3) -0.3237(3) 0.036(2) Uani 1 1 d . . . . . C8 C -0.1062(6) -0.447(3) -0.2858(4) 0.037(2) Uani 1 1 d . . . . . H8 H -0.135986 -0.447220 -0.262139 0.045 Uiso 1 1 calc R U . . . C9 C -0.0377(6) -0.566(3) -0.2828(4) 0.042(3) Uani 1 1 d . . . . . H9 H -0.020151 -0.646190 -0.256988 0.051 Uiso 1 1 calc R U . . . C10 C 0.0050(6) -0.565(3) -0.3182(4) 0.041(3) Uani 1 1 d . . . . . H10 H 0.051410 -0.650137 -0.315988 0.050 Uiso 1 1 calc R U . . . C11 C -0.0177(5) -0.448(3) -0.3555(4) 0.034(2) Uani 1 1 d . . . . . H11 H 0.012791 -0.440894 -0.378810 0.040 Uiso 1 1 calc R U . . . C12 C -0.0873(6) -0.338(3) -0.3588(4) 0.035(2) Uani 1 1 d . . . . . C13 C -0.0498(5) -0.171(3) -0.5147(3) 0.029(2) Uani 1 1 d . . . . . C14 C -0.1140(6) -0.321(3) -0.5075(4) 0.036(2) Uani 1 1 d . . . . . H14 H -0.140983 -0.411751 -0.529634 0.043 Uiso 1 1 calc R U . . . C15 C -0.1376(6) -0.335(3) -0.4671(4) 0.037(2) Uani 1 1 d . . . . . H15 H -0.180996 -0.443294 -0.461376 0.045 Uiso 1 1 calc R U . . . C16 C -0.0991(5) -0.193(2) -0.4343(3) 0.031(2) Uani 1 1 d . . . . . C17 C -0.0343(6) -0.044(3) -0.4420(4) 0.036(2) Uani 1 1 d . . . . . H17 H -0.007522 0.048764 -0.419850 0.043 Uiso 1 1 calc R U . . . C18 C -0.0094(5) -0.032(3) -0.4825(3) 0.030(2) Uani 1 1 d . . . . . C19 C 0.0576(5) 0.110(2) -0.4979(4) 0.028(2) Uani 1 1 d . . . . . C20 C 0.1088(5) 0.261(2) -0.4741(3) 0.030(2) Uani 1 1 d . . . . . H20 H 0.102853 0.290664 -0.445045 0.036 Uiso 1 1 calc R U . . . C21 C 0.1693(5) 0.371(3) -0.4940(4) 0.034(2) Uani 1 1 d . . . . . H21 H 0.205436 0.476501 -0.478426 0.041 Uiso 1 1 calc R U . . . C22 C 0.1774(5) 0.327(3) -0.5363(4) 0.032(2) Uani 1 1 d . . . . . H22 H 0.218916 0.408055 -0.549057 0.038 Uiso 1 1 calc R U . . . C23 C 0.1271(5) 0.168(3) -0.5610(4) 0.030(2) Uani 1 1 d . . . . . C24 C 0.0637(5) 0.066(3) -0.5408(3) 0.030(2) Uani 1 1 d . . . . . C25 C 0.2017(6) -0.003(3) -0.6225(4) 0.034(2) Uani 1 1 d . . . . . C26 C 0.1362(5) 0.117(2) -0.6060(4) 0.034(2) Uani 1 1 d . . . . . C27 C 0.0844(5) 0.181(3) -0.6345(4) 0.032(2) Uani 1 1 d . . . . . H27 H 0.041609 0.274952 -0.624771 0.038 Uiso 1 1 calc R U . . . C28 C 0.0911(5) 0.116(3) -0.6766(4) 0.033(2) Uani 1 1 d . . . . . H28 H 0.053088 0.163052 -0.694696 0.039 Uiso 1 1 calc R U . . . C29 C 0.1515(5) -0.015(3) -0.6923(3) 0.032(2) Uani 1 1 d . . . . . H29 H 0.155706 -0.061694 -0.721079 0.039 Uiso 1 1 calc R U . . . C30 C 0.2062(4) -0.078(2) -0.6657(3) 0.027(2) Uani 1 1 d . . . . . C31 C 0.2748(5) -0.225(2) -0.6757(4) 0.033(2) Uani 1 1 d . . . . . C32 C 0.2995(6) -0.345(3) -0.7138(4) 0.037(2) Uani 1 1 d . . . . . H32 H 0.270612 -0.328844 -0.737764 0.045 Uiso 1 1 calc R U . . . C33 C 0.3652(6) -0.487(3) -0.7172(4) 0.038(2) Uani 1 1 d . . . . . H33 H 0.381448 -0.567872 -0.743198 0.046 Uiso 1 1 calc R U . . . C34 C 0.4081(6) -0.511(3) -0.6817(4) 0.037(2) Uani 1 1 d . . . . . H34 H 0.452993 -0.613084 -0.683982 0.044 Uiso 1 1 calc R U . . . C35 C 0.3860(5) -0.389(3) -0.6438(4) 0.034(2) Uani 1 1 d . . . . . H35 H 0.415695 -0.395799 -0.620212 0.041 Uiso 1 1 calc R U . . . C36 C 0.3187(5) -0.254(2) -0.6412(4) 0.031(2) Uani 1 1 d . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0323(13) 0.0359(12) 0.0276(12) 0.0002(11) 0.0004(11) 0.0003(9) S2 0.0316(13) 0.0380(12) 0.0309(12) 0.0017(11) 0.0017(11) -0.0007(9) N1 0.036(5) 0.039(5) 0.032(5) 0.004(4) 0.000(4) 0.002(4) C1 0.020(4) 0.036(5) 0.039(6) -0.002(5) 0.005(4) 0.002(3) C2 0.043(6) 0.029(5) 0.036(5) 0.002(4) 0.001(5) 0.001(4) C3 0.031(5) 0.033(5) 0.047(7) -0.003(5) 0.001(5) 0.001(4) C4 0.039(6) 0.035(5) 0.048(7) -0.003(5) 0.002(5) 0.001(4) C5 0.041(6) 0.036(5) 0.044(6) -0.009(5) 0.016(5) -0.005(4) C6 0.034(5) 0.030(5) 0.039(6) -0.002(5) 0.005(4) -0.003(4) C7 0.045(6) 0.033(5) 0.029(5) -0.009(4) -0.001(5) -0.011(4) C8 0.040(6) 0.043(6) 0.029(5) 0.002(5) 0.005(5) -0.007(5) C9 0.055(7) 0.036(6) 0.036(6) -0.002(5) -0.014(5) -0.002(5) C10 0.042(6) 0.037(6) 0.045(7) -0.006(5) -0.002(5) 0.003(4) C11 0.026(5) 0.039(5) 0.036(6) 0.000(5) -0.006(4) 0.001(4) C12 0.040(6) 0.032(5) 0.032(6) 0.001(4) -0.001(5) -0.001(4) C13 0.029(5) 0.031(5) 0.027(5) 0.007(4) 0.006(4) 0.002(4) C14 0.043(6) 0.030(5) 0.034(6) -0.001(4) 0.002(4) 0.004(4) C15 0.038(6) 0.035(5) 0.038(6) 0.003(5) 0.006(5) -0.004(4) C16 0.041(5) 0.025(5) 0.026(5) 0.001(4) 0.000(4) 0.002(4) C17 0.053(7) 0.025(5) 0.031(5) 0.001(4) 0.006(5) 0.005(4) C18 0.038(5) 0.026(4) 0.025(5) -0.002(4) 0.000(4) 0.000(4) C19 0.023(5) 0.022(4) 0.040(6) 0.008(4) 0.005(4) 0.004(3) C20 0.034(5) 0.031(5) 0.025(5) -0.001(4) -0.004(4) -0.001(4) C21 0.030(5) 0.033(5) 0.040(6) -0.001(5) -0.006(4) 0.001(4) C22 0.015(4) 0.040(5) 0.041(6) 0.002(5) 0.002(4) 0.009(4) C23 0.017(4) 0.038(5) 0.035(6) 0.003(5) 0.000(4) 0.002(4) C24 0.016(4) 0.036(5) 0.039(6) 0.008(4) -0.012(4) 0.004(4) C25 0.034(5) 0.029(5) 0.039(6) 0.005(5) 0.006(4) -0.004(4) C26 0.030(5) 0.028(5) 0.043(6) 0.005(4) -0.006(5) -0.001(4) C27 0.014(4) 0.042(5) 0.040(6) -0.003(5) 0.001(4) 0.002(4) C28 0.013(4) 0.041(5) 0.044(6) 0.003(5) 0.001(4) 0.000(4) C29 0.023(4) 0.041(5) 0.033(5) 0.006(5) -0.001(4) 0.000(4) C30 0.009(4) 0.035(5) 0.037(5) 0.008(4) 0.002(4) -0.002(3) C31 0.040(6) 0.023(4) 0.036(6) 0.005(4) 0.001(5) -0.009(4) C32 0.041(6) 0.036(5) 0.035(6) 0.002(5) 0.003(5) -0.004(5) C33 0.039(6) 0.037(5) 0.039(6) -0.006(5) 0.013(5) 0.007(4) C34 0.031(5) 0.035(5) 0.045(6) -0.004(5) 0.009(5) 0.003(4) C35 0.026(5) 0.035(5) 0.041(6) 0.007(5) 0.003(4) -0.010(4) C36 0.026(5) 0.028(5) 0.039(6) 0.001(5) 0.002(4) -0.004(4) 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' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C24 S1 C13 91.6(5) . . ? C25 S2 C36 92.1(5) . . ? C1 N1 C16 125.4(9) . . ? C12 N1 C1 108.0(9) . . ? C12 N1 C16 126.5(9) . . ? C2 C1 N1 129.2(10) . . ? C2 C1 C6 122.0(9) . . ? C6 C1 N1 108.8(9) . . ? C1 C2 H2 121.1 . . ? C1 C2 C3 117.8(11) . . ? C3 C2 H2 121.1 . . ? C2 C3 H3 119.8 . . ? C4 C3 C2 120.4(11) . . ? C4 C3 H3 119.8 . . ? C3 C4 H4 119.2 . . ? C3 C4 C5 121.5(11) . . ? C5 C4 H4 119.2 . . ? C4 C5 H5 120.5 . . ? C6 C5 C4 119.0(12) . . ? C6 C5 H5 120.5 . . ? C1 C6 C7 106.4(9) . . ? C5 C6 C1 119.2(11) . . ? C5 C6 C7 134.3(12) . . ? C8 C7 C6 132.1(11) . . ? C8 C7 C12 120.6(11) . . ? C12 C7 C6 107.2(10) . . ? C7 C8 H8 120.4 . . ? C7 C8 C9 119.1(11) . . ? C9 C8 H8 120.4 . . ? C8 C9 H9 120.3 . . ? C8 C9 C10 119.3(11) . . ? C10 C9 H9 120.3 . . ? C9 C10 H10 118.9 . . ? C11 C10 C9 122.3(11) . . ? C11 C10 H10 118.9 . . ? C10 C11 H11 120.8 . . ? C10 C11 C12 118.3(11) . . ? C12 C11 H11 120.8 . . ? N1 C12 C7 109.5(10) . . ? N1 C12 C11 130.3(11) . . ? C7 C12 C11 120.2(11) . . ? C14 C13 S1 126.1(9) . . ? C14 C13 C18 122.2(10) . . ? C18 C13 S1 111.7(7) . . ? C13 C14 H14 121.1 . . ? C15 C14 C13 117.8(11) . . ? C15 C14 H14 121.1 . . ? C14 C15 H15 119.2 . . ? C14 C15 C16 121.5(10) . . ? C16 C15 H15 119.2 . . ? C15 C16 N1 120.4(9) . . ? C17 C16 N1 119.5(9) . . ? C17 C16 C15 120.1(10) . . ? C16 C17 H17 120.5 . . ? C18 C17 C16 119.0(10) . . ? C18 C17 H17 120.5 . . ? C13 C18 C19 112.1(9) . . ? C17 C18 C13 119.5(10) . . ? C17 C18 C19 128.4(10) . . ? C20 C19 C18 126.2(10) . . ? C20 C19 C24 122.9(9) . . ? C24 C19 C18 110.9(9) . . ? C19 C20 H20 121.0 . . ? C19 C20 C21 117.9(10) . . ? C21 C20 H20 121.0 . . ? C20 C21 H21 119.7 . . ? C22 C21 C20 120.6(10) . . ? C22 C21 H21 119.7 . . ? C21 C22 H22 118.6 . . ? C21 C22 C23 122.9(10) . . ? C23 C22 H22 118.6 . . ? C22 C23 C24 116.6(10) . . ? C22 C23 C26 122.9(9) . . ? C24 C23 C26 120.4(9) . . ? C19 C24 S1 113.7(8) . . ? C19 C24 C23 119.0(9) . . ? C23 C24 S1 127.2(9) . . ? C26 C25 S2 128.6(9) . . ? C30 C25 S2 112.6(8) . . ? C30 C25 C26 118.7(10) . . ? C25 C26 C23 120.7(9) . . ? C27 C26 C23 123.2(9) . . ? C27 C26 C25 116.2(10) . . ? C26 C27 H27 118.2 . . ? C26 C27 C28 123.6(9) . . ? C28 C27 H27 118.2 . . ? C27 C28 H28 119.6 . . ? C29 C28 C27 120.8(10) . . ? C29 C28 H28 119.6 . . ? C28 C29 H29 120.6 . . ? C28 C29 C30 118.9(10) . . ? C30 C29 H29 120.6 . . ? C25 C30 C31 110.4(9) . . ? C29 C30 C25 121.6(9) . . ? C29 C30 C31 127.9(10) . . ? C32 C31 C30 128.8(10) . . ? C36 C31 C30 113.2(10) . . ? C36 C31 C32 117.9(10) . . ? C31 C32 H32 119.6 . . ? C33 C32 C31 120.9(11) . . ? C33 C32 H32 119.6 . . ? C32 C33 H33 120.2 . . ? C32 C33 C34 119.7(10) . . ? C34 C33 H33 120.2 . . ? C33 C34 H34 119.5 . . ? C35 C34 C33 121.0(10) . . ? C35 C34 H34 119.5 . . ? C34 C35 H35 121.0 . . ? C34 C35 C36 118.1(11) . . ? C36 C35 H35 121.0 . . ? C31 C36 S2 111.5(7) . . ? C35 C36 S2 126.0(9) . . ? C35 C36 C31 122.5(10) . . ? 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 C13 1.765(10) . ? S1 C24 1.731(10) . ? S2 C25 1.738(12) . ? S2 C36 1.756(11) . ? N1 C1 1.415(13) . ? N1 C12 1.387(14) . ? N1 C16 1.421(13) . ? C1 C2 1.385(15) . ? C1 C6 1.409(16) . ? C2 H2 0.9500 . ? C2 C3 1.402(16) . ? C3 H3 0.9500 . ? C3 C4 1.375(17) . ? C4 H4 0.9500 . ? C4 C5 1.397(17) . ? C5 H5 0.9500 . ? C5 C6 1.379(15) . ? C6 C7 1.454(16) . ? C7 C8 1.384(16) . ? C7 C12 1.401(16) . ? C8 H8 0.9500 . ? C8 C9 1.393(16) . ? C9 H9 0.9500 . ? C9 C10 1.403(17) . ? C10 H10 0.9500 . ? C10 C11 1.361(16) . ? C11 H11 0.9500 . ? C11 C12 1.403(15) . ? C13 C14 1.382(15) . ? C13 C18 1.402(14) . ? C14 H14 0.9500 . ? C14 C15 1.376(15) . ? C15 H15 0.9500 . ? C15 C16 1.405(16) . ? C16 C17 1.393(15) . ? C17 H17 0.9500 . ? C17 C18 1.391(14) . ? C18 C19 1.481(14) . ? C19 C20 1.379(14) . ? C19 C24 1.398(15) . ? C20 H20 0.9500 . ? C20 C21 1.392(15) . ? C21 H21 0.9500 . ? C21 C22 1.380(15) . ? C22 H22 0.9500 . ? C22 C23 1.395(15) . ? C23 C24 1.434(14) . ? C23 C26 1.474(15) . ? C25 C26 1.441(16) . ? C25 C30 1.425(15) . ? C26 C27 1.372(14) . ? C27 H27 0.9500 . ? C27 C28 1.387(16) . ? C28 H28 0.9500 . ? C28 C29 1.361(14) . ? C29 H29 0.9500 . ? C29 C30 1.373(14) . ? C30 C31 1.467(13) . ? C31 C32 1.399(16) . ? C31 C36 1.398(15) . ? C32 H32 0.9500 . ? C32 C33 1.378(15) . ? C33 H33 0.9500 . ? C33 C34 1.408(17) . ? C34 H34 0.9500 . ? C34 C35 1.380(16) . ? C35 H35 0.9500 . ? C35 C36 1.393(14) . ? 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 C13 C14 C15 178.8(8) . . . . ? S1 C13 C18 C17 -179.7(8) . . . . ? S1 C13 C18 C19 -0.5(11) . . . . ? S2 C25 C26 C23 -1.6(15) . . . . ? S2 C25 C26 C27 177.8(8) . . . . ? S2 C25 C30 C29 -178.4(8) . . . . ? S2 C25 C30 C31 1.9(11) . . . . ? N1 C1 C2 C3 -176.9(10) . . . . ? N1 C1 C6 C5 177.8(9) . . . . ? N1 C1 C6 C7 -0.1(11) . . . . ? N1 C16 C17 C18 178.0(9) . . . . ? C1 N1 C12 C7 0.4(12) . . . . ? C1 N1 C12 C11 -177.7(11) . . . . ? C1 N1 C16 C15 -50.7(15) . . . . ? C1 N1 C16 C17 132.6(10) . . . . ? C1 C2 C3 C4 0.3(16) . . . . ? C1 C6 C7 C8 -178.2(11) . . . . ? C1 C6 C7 C12 0.4(12) . . . . ? C2 C1 C6 C5 -0.1(15) . . . . ? C2 C1 C6 C7 -178.0(10) . . . . ? C2 C3 C4 C5 -1.6(17) . . . . ? C3 C4 C5 C6 2.0(16) . . . . ? C4 C5 C6 C1 -1.2(15) . . . . ? C4 C5 C6 C7 176.1(11) . . . . ? C5 C6 C7 C8 4(2) . . . . ? C5 C6 C7 C12 -177.1(11) . . . . ? C6 C1 C2 C3 0.5(15) . . . . ? C6 C7 C8 C9 179.9(11) . . . . ? C6 C7 C12 N1 -0.4(12) . . . . ? C6 C7 C12 C11 177.9(9) . . . . ? C7 C8 C9 C10 -0.4(16) . . . . ? C8 C7 C12 N1 178.3(10) . . . . ? C8 C7 C12 C11 -3.4(16) . . . . ? C8 C9 C10 C11 1.0(17) . . . . ? C9 C10 C11 C12 -2.8(17) . . . . ? C10 C11 C12 N1 -178.1(11) . . . . ? C10 C11 C12 C7 3.9(16) . . . . ? C12 N1 C1 C2 177.6(11) . . . . ? C12 N1 C1 C6 -0.1(11) . . . . ? C12 N1 C16 C15 127.5(11) . . . . ? C12 N1 C16 C17 -49.2(15) . . . . ? C12 C7 C8 C9 1.6(16) . . . . ? C13 S1 C24 C19 -1.2(8) . . . . ? C13 S1 C24 C23 175.9(9) . . . . ? C13 C14 C15 C16 1.9(16) . . . . ? C13 C18 C19 C20 -179.6(9) . . . . ? C13 C18 C19 C24 -0.4(11) . . . . ? C14 C13 C18 C17 -0.1(15) . . . . ? C14 C13 C18 C19 179.1(9) . . . . ? C14 C15 C16 N1 -178.9(9) . . . . ? C14 C15 C16 C17 -2.2(16) . . . . ? C15 C16 C17 C18 1.3(15) . . . . ? C16 N1 C1 C2 -4.0(17) . . . . ? C16 N1 C1 C6 178.4(9) . . . . ? C16 N1 C12 C7 -178.1(9) . . . . ? C16 N1 C12 C11 3.8(19) . . . . ? C16 C17 C18 C13 -0.2(15) . . . . ? C16 C17 C18 C19 -179.3(9) . . . . ? C17 C18 C19 C20 -0.5(16) . . . . ? C17 C18 C19 C24 178.7(10) . . . . ? C18 C13 C14 C15 -0.7(15) . . . . ? C18 C19 C20 C21 178.2(9) . . . . ? C18 C19 C24 S1 1.2(10) . . . . ? C18 C19 C24 C23 -176.3(8) . . . . ? C19 C20 C21 C22 -0.1(15) . . . . ? C20 C19 C24 S1 -179.6(7) . . . . ? C20 C19 C24 C23 3.0(14) . . . . ? C20 C21 C22 C23 -1.2(16) . . . . ? C21 C22 C23 C24 3.2(15) . . . . ? C21 C22 C23 C26 -179.0(9) . . . . ? C22 C23 C24 S1 179.0(8) . . . . ? C22 C23 C24 C19 -4.0(14) . . . . ? C22 C23 C26 C25 44.2(15) . . . . ? C22 C23 C26 C27 -135.1(11) . . . . ? C23 C26 C27 C28 -176.4(10) . . . . ? C24 S1 C13 C14 -178.6(10) . . . . ? C24 S1 C13 C18 1.0(8) . . . . ? C24 C19 C20 C21 -0.9(14) . . . . ? C24 C23 C26 C25 -138.1(10) . . . . ? C24 C23 C26 C27 42.6(14) . . . . ? C25 S2 C36 C31 2.0(8) . . . . ? C25 S2 C36 C35 -179.0(10) . . . . ? C25 C26 C27 C28 4.2(15) . . . . ? C25 C30 C31 C32 177.2(10) . . . . ? C25 C30 C31 C36 -0.4(12) . . . . ? C26 C23 C24 S1 1.2(14) . . . . ? C26 C23 C24 C19 178.2(9) . . . . ? C26 C25 C30 C29 4.8(15) . . . . ? C26 C25 C30 C31 -174.9(9) . . . . ? C26 C27 C28 C29 -0.8(16) . . . . ? C27 C28 C29 C30 -0.8(16) . . . . ? C28 C29 C30 C25 -1.3(15) . . . . ? C28 C29 C30 C31 178.4(9) . . . . ? C29 C30 C31 C32 -2.5(17) . . . . ? C29 C30 C31 C36 179.9(10) . . . . ? C30 C25 C26 C23 174.6(9) . . . . ? C30 C25 C26 C27 -6.0(14) . . . . ? C30 C31 C32 C33 -177.7(10) . . . . ? C30 C31 C36 S2 -1.3(11) . . . . ? C30 C31 C36 C35 179.7(9) . . . . ? C31 C32 C33 C34 0.0(17) . . . . ? C32 C31 C36 S2 -179.1(8) . . . . ? C32 C31 C36 C35 1.8(15) . . . . ? C32 C33 C34 C35 -1.3(17) . . . . ? C33 C34 C35 C36 2.8(16) . . . . ? C34 C35 C36 S2 178.0(8) . . . . ? C34 C35 C36 C31 -3.1(15) . . . . ? C36 S2 C25 C26 174.2(10) . . . . ? C36 S2 C25 C30 -2.2(8) . . . . ? C36 C31 C32 C33 -0.2(16) . . . . ? loop_ _twin_individual_id _twin_individual_mass_fraction_refined 1 0.85(6) 2 0.15(6)