#------------------------------------------------------------------------------ #$Date: 2024-09-06 02:56:22 +0300 (Fri, 06 Sep 2024) $ #$Revision: 294488 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/20/1572080.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_1572080 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 π-conjugated architecture to achieve single-component white luminescence and stimulus-responsive room-temperature phosphorescence. ; _journal_issue 31 _journal_name_full 'Chemical science' _journal_page_first 12316 _journal_page_last 12325 _journal_paper_doi 10.1039/d4sc02525c _journal_volume 15 _journal_year 2024 _chemical_formula_moiety 'C36 H21 N O S' _chemical_formula_sum 'C36 H21 N O S' _chemical_formula_weight 515.60 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_block_doi 10.5517/ccdc.csd.cc2g1dxv _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 97.267(4) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 24.7977(11) _cell_length_b 3.9818(2) _cell_length_c 24.8783(10) _cell_measurement_reflns_used 2552 _cell_measurement_temperature 303.7(4) _cell_measurement_theta_max 72.4620 _cell_measurement_theta_min 2.3510 _cell_volume 2436.74(19) _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 air _diffrn_ambient_temperature 303.7(4) _diffrn_detector 'Hybrid Pixel Array Detector' _diffrn_detector_area_resol_mean 10.0000 _diffrn_detector_type HyPix _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.966 _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 -34.00 50.00 0.50 1.94 -- 43.30 -39.00 -37.00 168 2 \w 44.00 69.00 0.50 1.94 -- 43.30 -19.00 -60.00 50 3 \w 83.00 131.00 0.50 7.75 -- 108.63 -39.00 -37.00 96 4 \w 81.00 106.00 0.50 7.75 -- 108.63 -94.00 30.00 50 5 \w 31.00 128.00 0.50 7.75 -- 108.63 -30.00 120.00 194 6 \w 85.00 178.00 0.50 7.75 -- 108.63 30.00 60.00 186 7 \w 105.00 178.00 0.50 7.75 -- 108.63 39.00 116.00 146 8 \w 27.00 120.00 0.50 1.94 -- 43.30 39.00 116.00 186 9 \w 22.00 94.00 0.50 1.94 -- 43.30-125.00-120.00 144 10 \w 70.00 97.00 0.50 7.75 -- 108.63-125.00-180.00 54 11 \w 36.00 67.00 0.50 7.75 -- 108.63-125.00-180.00 62 12 \w -29.00 -4.00 0.50 1.94 -- 43.30 -19.00 -60.00 50 13 \w -71.00 -46.00 0.50 1.94 -- -43.30 -39.00 -37.00 50 14 \w -74.00 -28.00 0.50 7.75 -- -102.00 125.00 -60.00 92 15 \w -122.00 -61.00 0.50 7.75 -- -102.00 39.00 116.00 122 16 \w -152.00-127.00 0.50 7.75 -- -102.00 -39.00 -37.00 50 17 \w -112.00 -31.00 0.50 7.75 -- -102.00 125.00-120.00 162 ; _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 -0.0030051000 _diffrn_orient_matrix_UB_12 -0.1477181000 _diffrn_orient_matrix_UB_13 -0.0575066000 _diffrn_orient_matrix_UB_21 -0.0581862000 _diffrn_orient_matrix_UB_22 -0.1248394000 _diffrn_orient_matrix_UB_23 0.0039583000 _diffrn_orient_matrix_UB_31 -0.0229998000 _diffrn_orient_matrix_UB_32 0.3350187000 _diffrn_orient_matrix_UB_33 -0.0239551000 _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 0.0744 _diffrn_reflns_av_unetI/netI 0.0927 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.966 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_k_max 4 _diffrn_reflns_limit_k_min -2 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_number 12504 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.966 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 75.486 _diffrn_reflns_theta_min 2.370 _diffrn_source 'Rotating-anode X-ray tube' _diffrn_source_type 'Rigaku (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 1.428 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.09779 _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 1.405 _exptl_crystal_description needle _exptl_crystal_F_000 1072 _exptl_crystal_preparation Luminescent _refine_diff_density_max 0.225 _refine_diff_density_min -0.431 _refine_diff_density_rms 0.054 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.923 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 352 _refine_ls_number_reflns 4824 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.923 _refine_ls_R_factor_all 0.1137 _refine_ls_R_factor_gt 0.0537 _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^)+(0.0702P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1218 _refine_ls_wR_factor_ref 0.1524 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2597 _reflns_number_total 4824 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4sc02525c2.cif _cod_data_source_block DBTDBFCZ _cod_depositor_comments 'Adding full bibliography for 1572080--1572081.cif.' _cod_database_code 1572080 _shelx_shelxl_version_number 2017/1 _chemical_oxdiff_formula 'C H O 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 99.96 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 66.97 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups 2.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), C18(H18), C20(H20), C21(H21), C22(H22), C26(H26), C27(H27), C28(H28), C32(H32), C33(H33), C34(H34), C35(H35) ; _shelx_res_file ; TITL DBTDBFCZ_a.res in P2(1)/n DBTDBFCZ.res created by SHELXL-2017/1 at 14:57:37 on 07-Mar-2023 REM Old TITL 3 in P2(1)/n REM SHELXT solution in P2(1)/n REM R1 0.179, Rweak 0.087, Alpha 0.033, Orientation as input REM Formula found by SHELXT: C36 N O Cl CELL 1.54184 24.7977 3.9818 24.8783 90 97.267 90 ZERR 4 0.0011 0.0002 0.001 0 0.004 0 LATT 1 SYMM 0.5-X,0.5+Y,0.5-Z SFAC C H N O S UNIT 144 84 4 4 4 L.S. 4 0 0 PLAN 5 TEMP 303 CONF BOND $H list 4 MORE -1 fmap 2 53 acta REM REM REM WGHT 0.070200 FVAR 0.36659 S1 5 0.271717 0.711572 0.515027 11.00000 0.04462 0.06979 = 0.05352 -0.00293 0.00175 -0.00170 O1 4 0.420711 0.707657 0.390561 11.00000 0.03783 0.06478 = 0.04112 0.00048 -0.00382 0.00915 N1 3 0.464335 0.452314 0.182537 11.00000 0.03926 0.06665 = 0.04539 -0.00563 0.00162 -0.00125 C1 1 0.428836 0.316530 0.139077 11.00000 0.04367 0.05807 = 0.04387 0.00052 -0.00549 -0.00090 C2 1 0.374486 0.227475 0.136515 11.00000 0.04690 0.06662 = 0.05236 0.00121 -0.00390 -0.00136 AFIX 43 H2 2 0.355625 0.254092 0.166253 11.00000 -1.20000 AFIX 0 C3 1 0.349417 0.098068 0.088302 11.00000 0.05747 0.07789 = 0.06247 0.00253 -0.01595 -0.01108 AFIX 43 H3 2 0.312923 0.038080 0.085507 11.00000 -1.20000 AFIX 0 C4 1 0.377286 0.055398 0.043992 11.00000 0.07656 0.08268 = 0.05669 -0.00816 -0.01697 -0.00777 AFIX 43 H4 2 0.359329 -0.033644 0.012079 11.00000 -1.20000 AFIX 0 C5 1 0.431211 0.142972 0.046531 11.00000 0.08180 0.07687 = 0.04673 -0.00848 -0.00192 0.00274 AFIX 43 H5 2 0.449863 0.113421 0.016712 11.00000 -1.20000 AFIX 0 C6 1 0.457345 0.276897 0.094691 11.00000 0.05937 0.05384 = 0.04654 -0.00074 0.00065 0.00105 C7 1 0.512019 0.400924 0.110345 11.00000 0.05526 0.05914 = 0.05151 0.00193 0.01155 0.00558 C8 1 0.557396 0.433383 0.083172 11.00000 0.06993 0.07142 = 0.06549 0.00359 0.02288 0.00517 AFIX 43 H8 2 0.556287 0.359434 0.047590 11.00000 -1.20000 AFIX 0 C9 1 0.604045 0.576284 0.109505 11.00000 0.06188 0.07753 = 0.08646 0.00517 0.02670 -0.00029 AFIX 43 H9 2 0.634289 0.603282 0.091308 11.00000 -1.20000 AFIX 0 C10 1 0.606200 0.679636 0.162702 11.00000 0.04527 0.07976 = 0.09116 0.00607 0.01076 -0.00662 AFIX 43 H10 2 0.638265 0.771928 0.179939 11.00000 -1.20000 AFIX 0 C11 1 0.561857 0.649457 0.191065 11.00000 0.04877 0.06679 = 0.06320 -0.00171 0.00299 -0.00367 AFIX 43 H11 2 0.563463 0.723104 0.226707 11.00000 -1.20000 AFIX 0 C12 1 0.514669 0.504654 0.164293 11.00000 0.03819 0.06132 = 0.05507 0.00046 0.00308 0.00356 C13 1 0.452215 0.506395 0.235878 11.00000 0.04119 0.05627 = 0.04394 -0.00430 -0.00015 -0.00325 C14 1 0.490079 0.399402 0.279604 11.00000 0.03832 0.05962 = 0.05216 -0.00339 -0.00149 0.00258 AFIX 43 H14 2 0.521169 0.285426 0.272584 11.00000 -1.20000 AFIX 0 C15 1 0.481985 0.460177 0.332524 11.00000 0.03913 0.06022 = 0.04658 -0.00235 -0.00767 0.00328 AFIX 43 H15 2 0.507284 0.394072 0.361399 11.00000 -1.20000 AFIX 0 C16 1 0.434990 0.622354 0.340663 11.00000 0.03714 0.05522 = 0.03990 0.00054 -0.00399 0.00171 C17 1 0.394882 0.716388 0.298475 11.00000 0.03664 0.05019 = 0.04476 0.00334 -0.00201 -0.00305 C18 1 0.404380 0.663514 0.245409 11.00000 0.03569 0.05462 = 0.04572 0.00167 -0.00450 0.00228 AFIX 43 H18 2 0.379120 0.732182 0.216674 11.00000 -1.20000 AFIX 0 C19 1 0.351856 0.863396 0.324763 11.00000 0.04137 0.05267 = 0.04360 0.00108 -0.00105 -0.00161 C20 1 0.300104 0.994947 0.307699 11.00000 0.04076 0.06511 = 0.04615 0.00114 -0.00653 0.00304 AFIX 43 H20 2 0.286876 1.006655 0.271062 11.00000 -1.20000 AFIX 0 C21 1 0.269475 1.105815 0.346208 11.00000 0.03897 0.06997 = 0.05438 0.00253 -0.00509 0.00776 AFIX 43 H21 2 0.234719 1.188524 0.335403 11.00000 -1.20000 AFIX 0 C22 1 0.289184 1.097720 0.401414 11.00000 0.04207 0.06451 = 0.05219 -0.00027 0.00126 0.00706 AFIX 43 H22 2 0.267157 1.175832 0.426328 11.00000 -1.20000 AFIX 0 C23 1 0.340798 0.976208 0.420193 11.00000 0.04153 0.05405 = 0.04384 -0.00318 -0.00370 0.00241 C24 1 0.369843 0.857227 0.380429 11.00000 0.03537 0.05444 = 0.04282 0.00112 -0.00313 0.00085 C25 1 0.364622 0.992300 0.478467 11.00000 0.04139 0.05215 = 0.04443 -0.00297 -0.00010 0.00556 C26 1 0.416816 1.121864 0.491437 11.00000 0.04264 0.06428 = 0.05379 -0.00511 0.00260 0.00079 AFIX 43 H26 2 0.436308 1.191561 0.463870 11.00000 -1.20000 AFIX 0 C27 1 0.440257 1.148385 0.545431 11.00000 0.04337 0.06976 = 0.06011 -0.01029 -0.00772 0.00325 AFIX 43 H27 2 0.474993 1.237863 0.553374 11.00000 -1.20000 AFIX 0 C28 1 0.412642 1.044090 0.586745 11.00000 0.04848 0.06670 = 0.04886 -0.00738 -0.01248 0.01028 AFIX 43 H28 2 0.428451 1.066132 0.622511 11.00000 -1.20000 AFIX 0 C29 1 0.360698 0.904468 0.575237 11.00000 0.04865 0.05517 = 0.04451 -0.00430 -0.00332 0.01721 C30 1 0.336497 0.888832 0.520703 11.00000 0.04041 0.05302 = 0.04501 -0.00324 0.00058 0.00753 C31 1 0.277304 0.640965 0.584665 11.00000 0.05686 0.05777 = 0.05707 0.00184 0.01369 0.01159 C32 1 0.238928 0.484911 0.612120 11.00000 0.06401 0.07631 = 0.07980 0.01187 0.02461 0.01299 AFIX 43 H32 2 0.206367 0.408088 0.593532 11.00000 -1.20000 AFIX 0 C33 1 0.249878 0.445939 0.667206 11.00000 0.09308 0.08901 = 0.08462 0.02253 0.04191 0.02576 AFIX 43 H33 2 0.224458 0.342306 0.686149 11.00000 -1.20000 AFIX 0 C34 1 0.298497 0.559609 0.694918 11.00000 0.10683 0.09965 = 0.05639 0.01789 0.02762 0.03802 AFIX 43 H34 2 0.305342 0.530108 0.732240 11.00000 -1.20000 AFIX 0 C35 1 0.336566 0.714598 0.668154 11.00000 0.08264 0.08434 = 0.04955 0.00198 0.00891 0.02929 AFIX 43 H35 2 0.368982 0.789901 0.687236 11.00000 -1.20000 AFIX 0 C36 1 0.326463 0.759621 0.611607 11.00000 0.05813 0.06288 = 0.04973 0.00372 0.00754 0.02171 HKLF 4 REM DBTDBFCZ_a.res in P2(1)/n REM R1 = 0.0537 for 2597 Fo > 4sig(Fo) and 0.1137 for all 4824 data REM 352 parameters refined using 0 restraints END WGHT 0.0702 0.0000 REM Highest difference peak 0.225, deepest hole -0.431, 1-sigma level 0.054 Q1 1 0.2632 0.3718 0.5402 11.00000 0.05 0.22 Q2 1 0.2812 0.4252 0.4887 11.00000 0.05 0.20 Q3 1 0.4157 0.2873 0.2384 11.00000 0.05 0.18 Q4 1 0.4804 0.0417 0.2596 11.00000 0.05 0.16 Q5 1 0.4391 0.1458 0.2612 11.00000 0.05 0.16 ; _shelx_res_checksum 36635 _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 7.094 _oxdiff_exptl_absorpt_empirical_full_min 0.323 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' 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 0.27172(3) 0.7116(2) 0.51503(3) 0.0564(2) Uani 1 1 d . . . . . O1 O 0.42071(7) 0.7077(6) 0.39056(7) 0.0487(5) Uani 1 1 d . . . . . N1 N 0.46434(10) 0.4523(7) 0.18254(9) 0.0508(7) Uani 1 1 d . . . . . C1 C 0.42884(12) 0.3165(9) 0.13908(11) 0.0495(7) Uani 1 1 d . . . . . C2 C 0.37449(13) 0.2275(9) 0.13651(12) 0.0562(8) Uani 1 1 d . . . . . H2 H 0.355625 0.254092 0.166253 0.067 Uiso 1 1 calc R U . . . C3 C 0.34942(15) 0.0981(10) 0.08830(13) 0.0680(10) Uani 1 1 d . . . . . H3 H 0.312923 0.038080 0.085507 0.082 Uiso 1 1 calc R U . . . C4 C 0.37729(17) 0.0554(11) 0.04399(14) 0.0742(11) Uani 1 1 d . . . . . H4 H 0.359329 -0.033644 0.012079 0.089 Uiso 1 1 calc R U . . . C5 C 0.43121(17) 0.1430(10) 0.04653(13) 0.0693(10) Uani 1 1 d . . . . . H5 H 0.449863 0.113421 0.016712 0.083 Uiso 1 1 calc R U . . . C6 C 0.45734(14) 0.2769(9) 0.09469(11) 0.0538(8) Uani 1 1 d . . . . . C7 C 0.51202(13) 0.4009(9) 0.11034(12) 0.0549(8) Uani 1 1 d . . . . . C8 C 0.55740(16) 0.4334(10) 0.08317(14) 0.0677(10) Uani 1 1 d . . . . . H8 H 0.556287 0.359434 0.047590 0.081 Uiso 1 1 calc R U . . . C9 C 0.60405(16) 0.5763(11) 0.10951(16) 0.0738(11) Uani 1 1 d . . . . . H9 H 0.634289 0.603282 0.091308 0.089 Uiso 1 1 calc R U . . . C10 C 0.60620(14) 0.6796(11) 0.16270(16) 0.0719(10) Uani 1 1 d . . . . . H10 H 0.638265 0.771928 0.179939 0.086 Uiso 1 1 calc R U . . . C11 C 0.56186(13) 0.6495(10) 0.19106(13) 0.0599(9) Uani 1 1 d . . . . . H11 H 0.563463 0.723104 0.226707 0.072 Uiso 1 1 calc R U . . . C12 C 0.51467(12) 0.5047(9) 0.16429(12) 0.0518(8) Uani 1 1 d . . . . . C13 C 0.45221(12) 0.5064(9) 0.23588(11) 0.0476(7) Uani 1 1 d . . . . . C14 C 0.49008(12) 0.3994(9) 0.27960(11) 0.0506(8) Uani 1 1 d . . . . . H14 H 0.521169 0.285426 0.272584 0.061 Uiso 1 1 calc R U . . . C15 C 0.48198(12) 0.4602(9) 0.33252(11) 0.0498(8) Uani 1 1 d . . . . . H15 H 0.507284 0.394072 0.361399 0.060 Uiso 1 1 calc R U . . . C16 C 0.43499(11) 0.6224(8) 0.34066(10) 0.0448(7) Uani 1 1 d . . . . . C17 C 0.39488(11) 0.7164(8) 0.29847(11) 0.0445(7) Uani 1 1 d . . . . . C18 C 0.40438(11) 0.6635(8) 0.24541(11) 0.0462(7) Uani 1 1 d . . . . . H18 H 0.379120 0.732182 0.216674 0.055 Uiso 1 1 calc R U . . . C19 C 0.35186(11) 0.8634(8) 0.32476(11) 0.0464(7) Uani 1 1 d . . . . . C20 C 0.30010(12) 0.9949(9) 0.30770(12) 0.0517(8) Uani 1 1 d . . . . . H20 H 0.286876 1.006655 0.271062 0.062 Uiso 1 1 calc R U . . . C21 C 0.26947(13) 1.1058(9) 0.34621(12) 0.0554(8) Uani 1 1 d . . . . . H21 H 0.234719 1.188524 0.335403 0.066 Uiso 1 1 calc R U . . . C22 C 0.28918(12) 1.0977(9) 0.40141(12) 0.0533(8) Uani 1 1 d . . . . . H22 H 0.267157 1.175832 0.426328 0.064 Uiso 1 1 calc R U . . . C23 C 0.34080(12) 0.9762(9) 0.42019(11) 0.0473(7) Uani 1 1 d . . . . . C24 C 0.36984(11) 0.8572(8) 0.38043(11) 0.0449(7) Uani 1 1 d . . . . . C25 C 0.36462(12) 0.9923(8) 0.47847(11) 0.0465(7) Uani 1 1 d . . . . . C26 C 0.41682(12) 1.1219(9) 0.49144(12) 0.0539(8) Uani 1 1 d . . . . . H26 H 0.436308 1.191561 0.463870 0.065 Uiso 1 1 calc R U . . . C27 C 0.44026(13) 1.1484(10) 0.54543(12) 0.0590(9) Uani 1 1 d . . . . . H27 H 0.474993 1.237863 0.553374 0.071 Uiso 1 1 calc R U . . . C28 C 0.41264(13) 1.0441(9) 0.58674(12) 0.0563(9) Uani 1 1 d . . . . . H28 H 0.428451 1.066132 0.622511 0.068 Uiso 1 1 calc R U . . . C29 C 0.36070(13) 0.9045(8) 0.57524(11) 0.0502(8) Uani 1 1 d . . . . . C30 C 0.33650(12) 0.8888(8) 0.52070(11) 0.0466(7) Uani 1 1 d . . . . . C31 C 0.27730(14) 0.6410(9) 0.58467(12) 0.0567(8) Uani 1 1 d . . . . . C32 C 0.23893(16) 0.4849(11) 0.61212(16) 0.0720(10) Uani 1 1 d . . . . . H32 H 0.206367 0.408088 0.593532 0.086 Uiso 1 1 calc R U . . . C33 C 0.2499(2) 0.4459(12) 0.66721(17) 0.0863(13) Uani 1 1 d . . . . . H33 H 0.224458 0.342306 0.686149 0.104 Uiso 1 1 calc R U . . . C34 C 0.2985(2) 0.5596(12) 0.69492(16) 0.0861(14) Uani 1 1 d . . . . . H34 H 0.305342 0.530108 0.732240 0.103 Uiso 1 1 calc R U . . . C35 C 0.33657(17) 0.7146(11) 0.66815(13) 0.0721(11) Uani 1 1 d . . . . . H35 H 0.368982 0.789901 0.687236 0.087 Uiso 1 1 calc R U . . . C36 C 0.32646(14) 0.7596(9) 0.61161(12) 0.0568(8) 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 0.0446(4) 0.0698(6) 0.0535(4) -0.0029(4) 0.0017(3) -0.0017(4) O1 0.0378(10) 0.0648(14) 0.0411(9) 0.0005(10) -0.0038(8) 0.0092(10) N1 0.0393(13) 0.0667(18) 0.0454(12) -0.0056(12) 0.0016(10) -0.0013(13) C1 0.0437(15) 0.058(2) 0.0439(14) 0.0005(15) -0.0055(12) -0.0009(16) C2 0.0469(16) 0.067(2) 0.0524(16) 0.0012(16) -0.0039(13) -0.0014(17) C3 0.057(2) 0.078(3) 0.062(2) 0.0025(19) -0.0159(17) -0.011(2) C4 0.077(3) 0.083(3) 0.0567(19) -0.0082(19) -0.0170(18) -0.008(2) C5 0.082(3) 0.077(3) 0.0467(17) -0.0085(18) -0.0019(17) 0.003(2) C6 0.0594(18) 0.054(2) 0.0465(15) -0.0007(15) 0.0007(13) 0.0010(17) C7 0.0553(19) 0.059(2) 0.0515(16) 0.0019(15) 0.0115(14) 0.0056(17) C8 0.070(2) 0.071(3) 0.065(2) 0.0036(18) 0.0229(18) 0.005(2) C9 0.062(2) 0.078(3) 0.086(3) 0.005(2) 0.0267(19) 0.000(2) C10 0.0453(18) 0.080(3) 0.091(2) 0.006(2) 0.0108(17) -0.0066(19) C11 0.0488(18) 0.067(2) 0.0632(18) -0.0017(17) 0.0030(15) -0.0037(18) C12 0.0382(16) 0.061(2) 0.0551(17) 0.0005(16) 0.0031(13) 0.0036(16) C13 0.0412(16) 0.0563(19) 0.0439(14) -0.0043(14) -0.0001(12) -0.0033(15) C14 0.0383(15) 0.060(2) 0.0522(16) -0.0034(15) -0.0015(12) 0.0026(15) C15 0.0391(15) 0.060(2) 0.0466(15) -0.0023(14) -0.0077(12) 0.0033(15) C16 0.0371(14) 0.0552(19) 0.0399(13) 0.0005(13) -0.0040(11) 0.0017(14) C17 0.0366(14) 0.0502(18) 0.0448(13) 0.0033(13) -0.0020(11) -0.0030(14) C18 0.0357(14) 0.0546(19) 0.0457(14) 0.0017(14) -0.0045(11) 0.0023(14) C19 0.0414(15) 0.0527(19) 0.0436(14) 0.0011(14) -0.0011(12) -0.0016(15) C20 0.0408(16) 0.065(2) 0.0461(15) 0.0011(15) -0.0065(13) 0.0030(15) C21 0.0390(15) 0.070(2) 0.0544(16) 0.0025(16) -0.0051(13) 0.0078(16) C22 0.0421(16) 0.065(2) 0.0522(16) -0.0003(15) 0.0013(13) 0.0071(16) C23 0.0415(15) 0.0540(19) 0.0438(15) -0.0032(14) -0.0037(12) 0.0024(15) C24 0.0354(14) 0.0544(19) 0.0428(13) 0.0011(13) -0.0031(11) 0.0008(14) C25 0.0414(15) 0.0521(19) 0.0444(15) -0.0030(14) -0.0001(12) 0.0056(15) C26 0.0426(16) 0.064(2) 0.0538(16) -0.0051(16) 0.0026(13) 0.0008(16) C27 0.0434(16) 0.070(2) 0.0601(18) -0.0103(17) -0.0077(14) 0.0032(17) C28 0.0485(17) 0.067(2) 0.0489(16) -0.0074(16) -0.0125(14) 0.0103(17) C29 0.0486(17) 0.055(2) 0.0445(15) -0.0043(14) -0.0033(13) 0.0172(16) C30 0.0404(15) 0.053(2) 0.0450(14) -0.0032(13) 0.0006(12) 0.0075(14) C31 0.0569(19) 0.058(2) 0.0571(17) 0.0018(16) 0.0137(15) 0.0116(17) C32 0.064(2) 0.076(3) 0.080(2) 0.012(2) 0.0246(19) 0.013(2) C33 0.093(3) 0.089(3) 0.085(3) 0.023(2) 0.042(2) 0.026(3) C34 0.107(3) 0.100(4) 0.056(2) 0.018(2) 0.028(2) 0.038(3) C35 0.083(3) 0.084(3) 0.0496(17) 0.0020(19) 0.0089(17) 0.029(2) C36 0.0581(19) 0.063(2) 0.0497(15) 0.0037(16) 0.0075(14) 0.0217(17) 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' 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 C31 S1 C30 91.62(15) . . ? C16 O1 C24 105.88(19) . . ? C1 N1 C13 126.2(2) . . ? C12 N1 C1 107.7(2) . . ? C12 N1 C13 126.0(2) . . ? C2 C1 N1 129.8(3) . . ? C2 C1 C6 121.5(3) . . ? C6 C1 N1 108.7(3) . . ? C1 C2 H2 121.2 . . ? C3 C2 C1 117.6(3) . . ? C3 C2 H2 121.2 . . ? C2 C3 H3 119.2 . . ? C2 C3 C4 121.5(3) . . ? C4 C3 H3 119.2 . . ? C3 C4 H4 119.6 . . ? C5 C4 C3 120.9(3) . . ? C5 C4 H4 119.6 . . ? C4 C5 H5 120.7 . . ? C4 C5 C6 118.7(3) . . ? C6 C5 H5 120.7 . . ? C1 C6 C5 119.8(3) . . ? C1 C6 C7 107.4(3) . . ? C5 C6 C7 132.7(3) . . ? C8 C7 C6 133.5(3) . . ? C8 C7 C12 119.8(3) . . ? C12 C7 C6 106.7(3) . . ? C7 C8 H8 120.3 . . ? C9 C8 C7 119.3(3) . . ? C9 C8 H8 120.3 . . ? C8 C9 H9 119.8 . . ? C8 C9 C10 120.5(3) . . ? C10 C9 H9 119.8 . . ? C9 C10 H10 119.1 . . ? C9 C10 C11 121.7(4) . . ? C11 C10 H10 119.1 . . ? C10 C11 H11 121.2 . . ? C10 C11 C12 117.7(3) . . ? C12 C11 H11 121.2 . . ? N1 C12 C7 109.4(3) . . ? C11 C12 N1 129.5(3) . . ? C11 C12 C7 121.0(3) . . ? C14 C13 N1 118.6(3) . . ? C18 C13 N1 121.1(3) . . ? C18 C13 C14 120.3(3) . . ? C13 C14 H14 119.3 . . ? C15 C14 C13 121.4(3) . . ? C15 C14 H14 119.3 . . ? C14 C15 H15 121.5 . . ? C16 C15 C14 117.0(3) . . ? C16 C15 H15 121.5 . . ? O1 C16 C17 111.7(2) . . ? C15 C16 O1 124.8(2) . . ? C15 C16 C17 123.5(3) . . ? C16 C17 C19 105.3(2) . . ? C18 C17 C16 118.8(3) . . ? C18 C17 C19 135.8(3) . . ? C13 C18 H18 120.6 . . ? C17 C18 C13 118.9(3) . . ? C17 C18 H18 120.6 . . ? C20 C19 C17 135.7(3) . . ? C24 C19 C17 106.2(2) . . ? C24 C19 C20 118.1(3) . . ? C19 C20 H20 120.8 . . ? C21 C20 C19 118.5(3) . . ? C21 C20 H20 120.8 . . ? C20 C21 H21 119.2 . . ? C20 C21 C22 121.6(3) . . ? C22 C21 H21 119.2 . . ? C21 C22 H22 119.0 . . ? C23 C22 C21 122.0(3) . . ? C23 C22 H22 119.0 . . ? C22 C23 C25 122.9(3) . . ? C24 C23 C22 114.8(2) . . ? C24 C23 C25 122.1(3) . . ? O1 C24 C19 110.8(2) . . ? C23 C24 O1 124.2(2) . . ? C23 C24 C19 125.0(3) . . ? C26 C25 C23 118.8(3) . . ? C26 C25 C30 118.3(3) . . ? C30 C25 C23 122.9(3) . . ? C25 C26 H26 119.6 . . ? C25 C26 C27 120.8(3) . . ? C27 C26 H26 119.6 . . ? C26 C27 H27 119.6 . . ? C28 C27 C26 120.8(3) . . ? C28 C27 H27 119.6 . . ? C27 C28 H28 119.9 . . ? C27 C28 C29 120.1(3) . . ? C29 C28 H28 119.9 . . ? C28 C29 C30 118.8(3) . . ? C28 C29 C36 129.2(3) . . ? C30 C29 C36 111.9(3) . . ? C25 C30 S1 127.0(2) . . ? C25 C30 C29 121.2(3) . . ? C29 C30 S1 111.7(2) . . ? C32 C31 S1 126.1(3) . . ? C32 C31 C36 121.8(3) . . ? C36 C31 S1 112.2(2) . . ? C31 C32 H32 120.6 . . ? C33 C32 C31 118.8(4) . . ? C33 C32 H32 120.6 . . ? C32 C33 H33 119.7 . . ? C32 C33 C34 120.6(4) . . ? C34 C33 H33 119.7 . . ? C33 C34 H34 119.5 . . ? C35 C34 C33 121.0(4) . . ? C35 C34 H34 119.5 . . ? C34 C35 H35 120.1 . . ? C34 C35 C36 119.8(4) . . ? C36 C35 H35 120.1 . . ? C31 C36 C29 112.5(3) . . ? C31 C36 C35 118.0(3) . . ? C35 C36 C29 129.4(3) . . ? 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 C30 1.744(3) . ? S1 C31 1.743(3) . ? O1 C16 1.376(3) . ? O1 C24 1.389(3) . ? N1 C1 1.413(4) . ? N1 C12 1.397(4) . ? N1 C13 1.414(4) . ? C1 C2 1.387(4) . ? C1 C6 1.393(4) . ? C2 H2 0.9300 . ? C2 C3 1.379(4) . ? C3 H3 0.9300 . ? C3 C4 1.384(5) . ? C4 H4 0.9300 . ? C4 C5 1.376(6) . ? C5 H5 0.9300 . ? C5 C6 1.394(4) . ? C6 C7 1.449(5) . ? C7 C8 1.390(5) . ? C7 C12 1.398(4) . ? C8 H8 0.9300 . ? C8 C9 1.378(5) . ? C9 H9 0.9300 . ? C9 C10 1.381(5) . ? C10 H10 0.9300 . ? C10 C11 1.385(5) . ? C11 H11 0.9300 . ? C11 C12 1.396(4) . ? C13 C14 1.410(4) . ? C13 C18 1.388(4) . ? C14 H14 0.9300 . ? C14 C15 1.378(4) . ? C15 H15 0.9300 . ? C15 C16 1.370(4) . ? C16 C17 1.402(4) . ? C17 C18 1.386(4) . ? C17 C19 1.444(4) . ? C18 H18 0.9300 . ? C19 C20 1.401(4) . ? C19 C24 1.400(4) . ? C20 H20 0.9300 . ? C20 C21 1.369(4) . ? C21 H21 0.9300 . ? C21 C22 1.399(4) . ? C22 H22 0.9300 . ? C22 C23 1.393(4) . ? C23 C24 1.379(4) . ? C23 C25 1.496(4) . ? C25 C26 1.393(4) . ? C25 C30 1.395(4) . ? C26 H26 0.9300 . ? C26 C27 1.399(4) . ? C27 H27 0.9300 . ? C27 C28 1.370(5) . ? C28 H28 0.9300 . ? C28 C29 1.399(5) . ? C29 C30 1.414(4) . ? C29 C36 1.437(5) . ? C31 C32 1.387(5) . ? C31 C36 1.397(5) . ? C32 H32 0.9300 . ? C32 C33 1.372(5) . ? C33 H33 0.9300 . ? C33 C34 1.387(6) . ? C34 H34 0.9300 . ? C34 C35 1.369(6) . ? C35 H35 0.9300 . ? C35 C36 1.409(4) . ? 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 C31 C32 C33 179.4(3) . . . . ? S1 C31 C36 C29 -1.1(4) . . . . ? S1 C31 C36 C35 -179.2(3) . . . . ? O1 C16 C17 C18 176.7(3) . . . . ? O1 C16 C17 C19 -1.6(3) . . . . ? N1 C1 C2 C3 -179.8(3) . . . . ? N1 C1 C6 C5 179.4(3) . . . . ? N1 C1 C6 C7 -1.7(4) . . . . ? N1 C13 C14 C15 176.6(3) . . . . ? N1 C13 C18 C17 -178.8(3) . . . . ? C1 N1 C12 C7 -0.7(4) . . . . ? C1 N1 C12 C11 176.3(4) . . . . ? C1 N1 C13 C14 132.9(3) . . . . ? C1 N1 C13 C18 -47.6(5) . . . . ? C1 C2 C3 C4 0.5(6) . . . . ? C1 C6 C7 C8 -178.1(4) . . . . ? C1 C6 C7 C12 1.2(4) . . . . ? C2 C1 C6 C5 -0.4(5) . . . . ? C2 C1 C6 C7 178.5(3) . . . . ? C2 C3 C4 C5 -0.3(6) . . . . ? C3 C4 C5 C6 -0.2(6) . . . . ? C4 C5 C6 C1 0.6(6) . . . . ? C4 C5 C6 C7 -178.1(4) . . . . ? C5 C6 C7 C8 0.7(7) . . . . ? C5 C6 C7 C12 180.0(4) . . . . ? C6 C1 C2 C3 -0.1(5) . . . . ? C6 C7 C8 C9 177.5(4) . . . . ? C6 C7 C12 N1 -0.3(4) . . . . ? C6 C7 C12 C11 -177.7(3) . . . . ? C7 C8 C9 C10 1.4(6) . . . . ? C8 C7 C12 N1 179.1(3) . . . . ? C8 C7 C12 C11 1.8(5) . . . . ? C8 C9 C10 C11 -1.1(6) . . . . ? C9 C10 C11 C12 1.1(6) . . . . ? C10 C11 C12 N1 -178.2(4) . . . . ? C10 C11 C12 C7 -1.4(6) . . . . ? C12 N1 C1 C2 -178.7(4) . . . . ? C12 N1 C1 C6 1.5(4) . . . . ? C12 N1 C13 C14 -43.0(5) . . . . ? C12 N1 C13 C18 136.6(4) . . . . ? C12 C7 C8 C9 -1.7(6) . . . . ? C13 N1 C1 C2 4.8(6) . . . . ? C13 N1 C1 C6 -174.9(3) . . . . ? C13 N1 C12 C7 175.7(3) . . . . ? C13 N1 C12 C11 -7.2(6) . . . . ? C13 C14 C15 C16 1.4(5) . . . . ? C14 C13 C18 C17 0.7(5) . . . . ? C14 C15 C16 O1 -179.0(3) . . . . ? C14 C15 C16 C17 2.2(5) . . . . ? C15 C16 C17 C18 -4.4(5) . . . . ? C15 C16 C17 C19 177.3(3) . . . . ? C16 O1 C24 C19 0.6(3) . . . . ? C16 O1 C24 C23 179.3(3) . . . . ? C16 C17 C18 C13 2.7(5) . . . . ? C16 C17 C19 C20 -177.1(4) . . . . ? C16 C17 C19 C24 1.9(4) . . . . ? C17 C19 C20 C21 177.9(4) . . . . ? C17 C19 C24 O1 -1.6(4) . . . . ? C17 C19 C24 C23 179.7(3) . . . . ? C18 C13 C14 C15 -2.9(5) . . . . ? C18 C17 C19 C20 5.0(7) . . . . ? C18 C17 C19 C24 -176.0(4) . . . . ? C19 C17 C18 C13 -179.6(4) . . . . ? C19 C20 C21 C22 1.6(5) . . . . ? C20 C19 C24 O1 177.6(3) . . . . ? C20 C19 C24 C23 -1.1(5) . . . . ? C20 C21 C22 C23 -0.1(6) . . . . ? C21 C22 C23 C24 -1.8(5) . . . . ? C21 C22 C23 C25 174.5(3) . . . . ? C22 C23 C24 O1 -176.1(3) . . . . ? C22 C23 C24 C19 2.4(5) . . . . ? C22 C23 C25 C26 -130.2(4) . . . . ? C22 C23 C25 C30 48.6(5) . . . . ? C23 C25 C26 C27 178.6(3) . . . . ? C23 C25 C30 S1 2.6(5) . . . . ? C23 C25 C30 C29 179.3(3) . . . . ? C24 O1 C16 C15 -178.3(3) . . . . ? C24 O1 C16 C17 0.7(3) . . . . ? C24 C19 C20 C21 -1.0(5) . . . . ? C24 C23 C25 C26 45.8(5) . . . . ? C24 C23 C25 C30 -135.4(3) . . . . ? C25 C23 C24 O1 7.5(5) . . . . ? C25 C23 C24 C19 -173.9(3) . . . . ? C25 C26 C27 C28 0.7(5) . . . . ? C26 C25 C30 S1 -178.6(3) . . . . ? C26 C25 C30 C29 -2.0(5) . . . . ? C26 C27 C28 C29 1.0(5) . . . . ? C27 C28 C29 C30 -3.1(5) . . . . ? C27 C28 C29 C36 175.3(3) . . . . ? C28 C29 C30 S1 -179.3(3) . . . . ? C28 C29 C30 C25 3.6(5) . . . . ? C28 C29 C36 C31 -179.1(3) . . . . ? C28 C29 C36 C35 -1.3(6) . . . . ? C30 S1 C31 C32 -177.7(3) . . . . ? C30 S1 C31 C36 2.0(3) . . . . ? C30 C25 C26 C27 -0.2(5) . . . . ? C30 C29 C36 C31 -0.6(4) . . . . ? C30 C29 C36 C35 177.2(4) . . . . ? C31 S1 C30 C25 174.6(3) . . . . ? C31 S1 C30 C29 -2.3(3) . . . . ? C31 C32 C33 C34 -0.2(6) . . . . ? C32 C31 C36 C29 178.5(3) . . . . ? C32 C31 C36 C35 0.4(5) . . . . ? C32 C33 C34 C35 0.3(7) . . . . ? C33 C34 C35 C36 -0.1(6) . . . . ? C34 C35 C36 C29 -178.0(4) . . . . ? C34 C35 C36 C31 -0.3(6) . . . . ? C36 C29 C30 S1 2.0(3) . . . . ? C36 C29 C30 C25 -175.1(3) . . . . ? C36 C31 C32 C33 -0.2(6) . . . . ?