#------------------------------------------------------------------------------ #$Date: 2021-08-04 14:09:36 +0300 (Wed, 04 Aug 2021) $ #$Revision: 267936 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/56/43/1564319.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_1564319 loop_ _publ_author_name 'Xu, Zhen' 'Climent, Cl\`audia' 'Brown, Christopher M.' 'Hean, Duane' 'Bardeen, Christopher J.' 'Casanova, David' 'Wolf, Michael O.' _publ_section_title ; Controlling ultralong room temperature phosphorescence in organic compounds with sulfur oxidation state. ; _journal_issue 1 _journal_name_full 'Chemical science' _journal_page_first 188 _journal_page_last 195 _journal_paper_doi 10.1039/d0sc04715e _journal_volume 12 _journal_year 2020 _chemical_formula_moiety 'C36 H24 N2 O1.03 S' _chemical_formula_sum 'C36 H24 N2 O1.03 S' _chemical_formula_weight 533.07 _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_Hall '-C 2yc' _space_group_name_H-M_alt 'C 1 2/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _audit_creation_date 2019-10-21 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2020-08-20 deposited with the CCDC. 2020-10-14 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 128.911(5) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 29.117(6) _cell_length_b 5.3771(12) _cell_length_c 20.697(5) _cell_measurement_reflns_used 6120 _cell_measurement_temperature 100.15 _cell_measurement_theta_max 27.525 _cell_measurement_theta_min 2.530 _cell_volume 2521.4(10) _computing_cell_refinement 'SAINT V8.38A (?, 2016)' _computing_data_reduction 'SAINT V8.38A (?, 2016)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'ShelXS (Sheldrick, 2008)' _diffrn_ambient_temperature 100.15 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0732 _diffrn_reflns_av_unetI/netI 0.0433 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.996 _diffrn_reflns_limit_h_max 38 _diffrn_reflns_limit_h_min -38 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_number 32420 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.996 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 28.364 _diffrn_reflns_theta_min 1.798 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.164 _exptl_absorpt_correction_T_max 0.7457 _exptl_absorpt_correction_T_min 0.6475 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0744 before and 0.0632 after correction. The Ratio of minimum to maximum transmission is 0.8683. The \l/2 correction factor is Not present.' _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.404 _exptl_crystal_description plate _exptl_crystal_F_000 1113 _exptl_crystal_size_max 0.412 _exptl_crystal_size_mid 0.331 _exptl_crystal_size_min 0.09 _refine_diff_density_max 0.316 _refine_diff_density_min -0.427 _refine_diff_density_rms 0.059 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 187 _refine_ls_number_reflns 3137 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.078 _refine_ls_R_factor_all 0.0741 _refine_ls_R_factor_gt 0.0485 _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^)+(0.0406P)^2^+3.9258P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1030 _refine_ls_wR_factor_ref 0.1136 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2392 _reflns_number_total 3137 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0sc04715e2.cif _cod_data_source_block mw330_a _cod_database_code 1564319 _shelx_shelxl_version_number 2017/1 _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. ; _shelx_estimated_absorpt_t_max 0.985 _shelx_estimated_absorpt_t_min 0.936 _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), C17(H17), C18(H18) ; _shelx_res_file ; TITL mw330_a.res in C2/c mw330_a.res created by SHELXL-2017/1 at 13:52:27 on 21-Oct-2019 REM Old TITL mw330 in C2/c REM SHELXT solution in C2/c REM R1 0.122, Rweak 0.006, Alpha 0.030, Orientation as input REM Formula found by SHELXT: C38 N2 S CELL 0.71073 29.1173 5.3771 20.6966 90 128.911 90 ZERR 4 0.0063 0.0012 0.0046 0 0.005 0 LATT 7 SYMM -X,+Y,0.5-Z SFAC C H N O S UNIT 144 96 8 4.11 4 L.S. 10 PLAN 20 SIZE 0.09 0.331 0.412 TEMP 0 BOND $H LIST 4 fmap 2 acta OMIT 0 0 2 REM REM REM WGHT 0.040600 3.925800 FVAR 0.09936 S1 5 0.500000 -0.220978 0.250000 10.50000 0.02688 0.00873 = 0.01502 0.00000 0.01026 0.00000 O1 4 0.454097 -0.329965 0.259440 0.51381 0.03318 0.01770 = 0.01983 -0.00099 0.01737 -0.00551 N1 3 0.646564 0.434413 0.548724 11.00000 0.01793 0.01530 = 0.01696 -0.00353 0.01097 0.00088 C1 1 0.699596 0.546679 0.575813 11.00000 0.01795 0.01418 = 0.01401 -0.00004 0.00840 0.00084 C2 1 0.737274 0.480928 0.559102 11.00000 0.02212 0.01979 = 0.02130 -0.00235 0.01326 0.00169 AFIX 43 H2 2 0.728315 0.349063 0.523812 11.00000 -1.20000 AFIX 0 C3 1 0.788577 0.617231 0.596461 11.00000 0.02195 0.02418 = 0.02441 0.00292 0.01513 0.00374 AFIX 43 H3 2 0.814607 0.575373 0.586466 11.00000 -1.20000 AFIX 0 C4 1 0.801918 0.817209 0.649083 11.00000 0.02240 0.02134 = 0.01979 0.00269 0.01075 -0.00436 AFIX 43 H4 2 0.836086 0.909252 0.672328 11.00000 -1.20000 AFIX 0 C5 1 0.764914 0.878993 0.666773 11.00000 0.02557 0.01508 = 0.01470 0.00057 0.00949 -0.00195 AFIX 43 H5 2 0.774017 1.011343 0.701974 11.00000 -1.20000 AFIX 0 C6 1 0.713556 0.740107 0.631108 11.00000 0.02123 0.01249 = 0.01365 0.00279 0.00854 0.00340 C7 1 0.668206 0.743742 0.639780 11.00000 0.02063 0.01368 = 0.01239 0.00215 0.00892 0.00262 C8 1 0.658429 0.894883 0.684926 11.00000 0.02652 0.01525 = 0.01498 -0.00090 0.01112 0.00181 AFIX 43 H8 2 0.685068 1.019902 0.719129 11.00000 -1.20000 AFIX 0 C9 1 0.608823 0.856272 0.678103 11.00000 0.03213 0.01938 = 0.01751 -0.00109 0.01669 0.00376 AFIX 43 H9 2 0.601681 0.957092 0.707455 11.00000 -1.20000 AFIX 0 C10 1 0.569065 0.666651 0.627386 11.00000 0.02454 0.02045 = 0.02113 0.00113 0.01596 0.00293 AFIX 43 H10 2 0.536015 0.642401 0.624075 11.00000 -1.20000 AFIX 0 C11 1 0.577743 0.513739 0.581864 11.00000 0.02255 0.01475 = 0.01829 -0.00121 0.01254 0.00063 AFIX 43 H11 2 0.550995 0.388609 0.547986 11.00000 -1.20000 AFIX 0 C12 1 0.627683 0.553932 0.588625 11.00000 0.02214 0.01273 = 0.01191 0.00098 0.00969 0.00434 C13 1 0.610848 0.282676 0.476935 11.00000 0.01572 0.01275 = 0.01454 -0.00139 0.00806 0.00327 C14 1 0.579485 0.082825 0.474836 11.00000 0.02184 0.01305 = 0.01575 0.00218 0.01246 0.00383 AFIX 43 H14 2 0.582083 0.046335 0.520963 11.00000 -1.20000 AFIX 0 C15 1 0.544401 -0.061430 0.403781 11.00000 0.01895 0.01059 = 0.01941 0.00135 0.01253 0.00130 AFIX 43 H15 2 0.523251 -0.194350 0.402134 11.00000 -1.20000 AFIX 0 C16 1 0.540754 -0.007980 0.335045 11.00000 0.01812 0.01024 = 0.01632 0.00013 0.00978 0.00307 C17 1 0.571946 0.190915 0.336797 11.00000 0.01983 0.01428 = 0.01545 0.00171 0.01158 0.00264 AFIX 43 H17 2 0.569645 0.225552 0.290812 11.00000 -1.20000 AFIX 0 C18 1 0.606422 0.337189 0.407152 11.00000 0.01746 0.01244 = 0.01997 -0.00068 0.01245 -0.00092 AFIX 43 H18 2 0.626751 0.472371 0.408075 11.00000 -1.20000 AFIX 0 HKLF 4 REM mw330_a.res in C2/c REM R1 = 0.0485 for 2392 Fo > 4sig(Fo) and 0.0741 for all 3137 data REM 187 parameters refined using 0 restraints END WGHT 0.0404 3.9443 REM Highest difference peak 0.316, deepest hole -0.427, 1-sigma level 0.059 Q1 1 0.7170 0.6253 0.6178 11.00000 0.05 0.32 Q2 1 0.6866 0.7885 0.6303 11.00000 0.05 0.31 Q3 1 0.6525 0.6260 0.6302 11.00000 0.05 0.29 Q4 1 0.6326 0.5023 0.5670 11.00000 0.05 0.24 Q5 1 0.7448 0.7766 0.6597 11.00000 0.05 0.24 Q6 1 0.5159 0.0014 0.3409 11.00000 0.05 0.24 Q7 1 0.7679 0.5175 0.5907 11.00000 0.05 0.24 Q8 1 0.4705 -0.3030 0.2400 11.00000 0.05 0.22 Q9 1 0.5431 0.0995 0.3312 11.00000 0.05 0.22 Q10 1 0.5642 0.0553 0.3399 11.00000 0.05 0.22 Q11 1 0.5799 0.5400 0.6196 11.00000 0.05 0.21 Q12 1 0.5594 0.6181 0.5800 11.00000 0.05 0.21 Q13 1 0.6278 0.9103 0.6680 11.00000 0.05 0.21 Q14 1 0.5581 -0.0703 0.3805 11.00000 0.05 0.21 Q15 1 0.6021 0.7244 0.6712 11.00000 0.05 0.20 Q16 1 0.7998 0.9561 0.5787 11.00000 0.05 0.20 Q17 1 0.7483 1.0934 0.6909 11.00000 0.05 0.20 Q18 1 0.6628 0.8198 0.6567 11.00000 0.05 0.19 Q19 1 0.6283 0.0107 0.6063 11.00000 0.05 0.19 Q20 1 0.7143 0.5617 0.5594 11.00000 0.05 0.19 ; _shelx_res_checksum 80547 _olex2_submission_special_instructions 'No special instructions were received' 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' 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 -0.22098(11) 0.250000 0.01888(17) Uani 1 2 d S T P . . O1 O 0.45410(12) -0.3300(5) 0.25944(16) 0.0231(9) Uani 0.514(5) 1 d . . . . . N1 N 0.64656(7) 0.4344(3) 0.54872(9) 0.0167(3) Uani 1 1 d . . . . . C1 C 0.69960(8) 0.5467(3) 0.57581(11) 0.0165(4) Uani 1 1 d . . . . . C2 C 0.73727(8) 0.4809(3) 0.55910(12) 0.0213(4) Uani 1 1 d . . . . . H2 H 0.728315 0.349063 0.523812 0.026 Uiso 1 1 calc R . . . . C3 C 0.78858(9) 0.6172(4) 0.59646(12) 0.0231(4) Uani 1 1 d . . . . . H3 H 0.814607 0.575373 0.586466 0.028 Uiso 1 1 calc R . . . . C4 C 0.80192(9) 0.8172(3) 0.64908(12) 0.0229(4) Uani 1 1 d . . . . . H4 H 0.836086 0.909252 0.672328 0.027 Uiso 1 1 calc R . . . . C5 C 0.76491(8) 0.8790(3) 0.66677(11) 0.0206(4) Uani 1 1 d . . . . . H5 H 0.774017 1.011343 0.701974 0.025 Uiso 1 1 calc R . . . . C6 C 0.71356(8) 0.7401(3) 0.63111(11) 0.0175(4) Uani 1 1 d . . . . . C7 C 0.66821(8) 0.7437(3) 0.63978(11) 0.0166(4) Uani 1 1 d . . . . . C8 C 0.65843(9) 0.8949(3) 0.68493(11) 0.0202(4) Uani 1 1 d . . . . . H8 H 0.685068 1.019902 0.719129 0.024 Uiso 1 1 calc R . . . . C9 C 0.60882(9) 0.8563(3) 0.67810(12) 0.0222(4) Uani 1 1 d . . . . . H9 H 0.601681 0.957092 0.707455 0.027 Uiso 1 1 calc R . . . . C10 C 0.56907(9) 0.6667(3) 0.62739(12) 0.0209(4) Uani 1 1 d . . . . . H10 H 0.536015 0.642401 0.624075 0.025 Uiso 1 1 calc R . . . . C11 C 0.57774(8) 0.5137(3) 0.58186(11) 0.0187(4) Uani 1 1 d . . . . . H11 H 0.550995 0.388609 0.547986 0.022 Uiso 1 1 calc R . . . . C12 C 0.62768(8) 0.5539(3) 0.58863(11) 0.0163(4) Uani 1 1 d . . . . . C13 C 0.61085(8) 0.2827(3) 0.47693(11) 0.0153(4) Uani 1 1 d . . . . . C14 C 0.57948(8) 0.0828(3) 0.47484(11) 0.0164(4) Uani 1 1 d . . . . . H14 H 0.582083 0.046335 0.520963 0.020 Uiso 1 1 calc R . . . . C15 C 0.54440(8) -0.0614(3) 0.40378(11) 0.0160(4) Uani 1 1 d . . . . . H15 H 0.523251 -0.194350 0.402134 0.019 Uiso 1 1 calc R . . . . C16 C 0.54075(8) -0.0080(3) 0.33504(11) 0.0156(4) Uani 1 1 d . . . . . C17 C 0.57195(8) 0.1909(3) 0.33680(11) 0.0162(4) Uani 1 1 d . . . . . H17 H 0.569645 0.225552 0.290812 0.019 Uiso 1 1 calc R . . . . C18 C 0.60642(8) 0.3372(3) 0.40715(11) 0.0161(4) Uani 1 1 d . . . . . H18 H 0.626751 0.472371 0.408075 0.019 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 S1 0.0269(4) 0.0087(3) 0.0150(3) 0.000 0.0103(3) 0.000 O1 0.0332(17) 0.0177(14) 0.0198(15) -0.0010(10) 0.0174(13) -0.0055(11) N1 0.0179(8) 0.0153(7) 0.0170(8) -0.0035(6) 0.0110(7) 0.0009(6) C1 0.0179(9) 0.0142(8) 0.0140(9) 0.0000(7) 0.0084(8) 0.0008(7) C2 0.0221(10) 0.0198(9) 0.0213(10) -0.0024(8) 0.0133(9) 0.0017(8) C3 0.0220(10) 0.0242(9) 0.0244(10) 0.0029(8) 0.0151(9) 0.0037(8) C4 0.0224(10) 0.0213(9) 0.0198(10) 0.0027(7) 0.0107(9) -0.0044(8) C5 0.0256(10) 0.0151(8) 0.0147(9) 0.0006(7) 0.0095(8) -0.0020(7) C6 0.0212(9) 0.0125(8) 0.0137(9) 0.0028(7) 0.0085(8) 0.0034(7) C7 0.0206(9) 0.0137(8) 0.0124(8) 0.0022(7) 0.0089(8) 0.0026(7) C8 0.0265(10) 0.0152(8) 0.0150(9) -0.0009(7) 0.0111(8) 0.0018(7) C9 0.0321(11) 0.0194(9) 0.0175(10) -0.0011(7) 0.0167(9) 0.0038(8) C10 0.0245(10) 0.0204(9) 0.0211(10) 0.0011(7) 0.0160(9) 0.0029(7) C11 0.0226(10) 0.0147(8) 0.0183(9) -0.0012(7) 0.0125(8) 0.0006(7) C12 0.0221(9) 0.0127(8) 0.0119(8) 0.0010(6) 0.0097(8) 0.0043(7) C13 0.0157(8) 0.0128(8) 0.0145(9) -0.0014(6) 0.0081(8) 0.0033(7) C14 0.0218(9) 0.0131(8) 0.0157(9) 0.0022(7) 0.0125(8) 0.0038(7) C15 0.0190(9) 0.0106(7) 0.0194(9) 0.0013(7) 0.0125(8) 0.0013(7) C16 0.0181(9) 0.0102(7) 0.0163(9) 0.0001(6) 0.0098(8) 0.0031(7) C17 0.0198(9) 0.0143(8) 0.0155(9) 0.0017(7) 0.0116(8) 0.0026(7) C18 0.0175(9) 0.0124(8) 0.0200(9) -0.0007(7) 0.0125(8) -0.0009(7) 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' 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 136.45(19) 2_655 . ? O1 S1 C16 105.64(11) . 2_655 ? O1 S1 C16 101.88(11) . . ? O1 S1 C16 101.88(11) 2_655 2_655 ? O1 S1 C16 105.64(11) 2_655 . ? C16 S1 C16 100.29(11) 2_655 . ? C1 N1 C13 124.30(15) . . ? C12 N1 C1 107.88(14) . . ? C12 N1 C13 125.41(15) . . ? C2 C1 N1 129.33(16) . . ? C2 C1 C6 121.50(17) . . ? C6 C1 N1 109.04(15) . . ? C1 C2 H2 121.0 . . ? C3 C2 C1 118.08(18) . . ? C3 C2 H2 121.0 . . ? C2 C3 H3 119.5 . . ? C2 C3 C4 121.05(18) . . ? C4 C3 H3 119.5 . . ? C3 C4 H4 119.7 . . ? C5 C4 C3 120.67(18) . . ? C5 C4 H4 119.7 . . ? C4 C5 H5 120.4 . . ? C4 C5 C6 119.11(18) . . ? C6 C5 H5 120.4 . . ? C1 C6 C7 107.03(16) . . ? C5 C6 C1 119.49(17) . . ? C5 C6 C7 133.46(17) . . ? C8 C7 C6 132.82(17) . . ? C8 C7 C12 119.87(17) . . ? C12 C7 C6 107.29(15) . . ? C7 C8 H8 120.5 . . ? C9 C8 C7 119.06(17) . . ? C9 C8 H8 120.5 . . ? C8 C9 H9 119.7 . . ? C8 C9 C10 120.52(17) . . ? C10 C9 H9 119.7 . . ? C9 C10 H10 119.2 . . ? C11 C10 C9 121.58(18) . . ? C11 C10 H10 119.2 . . ? C10 C11 H11 121.1 . . ? C12 C11 C10 117.73(17) . . ? C12 C11 H11 121.1 . . ? N1 C12 C7 108.74(16) . . ? C11 C12 N1 130.00(16) . . ? C11 C12 C7 121.23(16) . . ? C14 C13 N1 120.74(16) . . ? C14 C13 C18 119.75(16) . . ? C18 C13 N1 119.50(16) . . ? C13 C14 H14 120.1 . . ? C15 C14 C13 119.78(17) . . ? C15 C14 H14 120.1 . . ? C14 C15 H15 119.9 . . ? C14 C15 C16 120.16(16) . . ? C16 C15 H15 119.9 . . ? C15 C16 S1 116.91(13) . . ? C15 C16 C17 120.32(16) . . ? C17 C16 S1 122.55(14) . . ? C16 C17 H17 120.1 . . ? C18 C17 C16 119.74(17) . . ? C18 C17 H17 120.1 . . ? C13 C18 H18 119.9 . . ? C17 C18 C13 120.24(16) . . ? C17 C18 H18 119.9 . . ? 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 1.580(3) 2_655 ? S1 O1 1.580(3) . ? S1 C16 1.7872(18) 2_655 ? S1 C16 1.7872(18) . ? N1 C1 1.406(2) . ? N1 C12 1.403(2) . ? N1 C13 1.419(2) . ? C1 C2 1.387(3) . ? C1 C6 1.404(2) . ? C2 H2 0.9300 . ? C2 C3 1.384(3) . ? C3 H3 0.9300 . ? C3 C4 1.401(3) . ? C4 H4 0.9300 . ? C4 C5 1.379(3) . ? C5 H5 0.9300 . ? C5 C6 1.397(3) . ? C6 C7 1.440(3) . ? C7 C8 1.396(2) . ? C7 C12 1.409(2) . ? C8 H8 0.9300 . ? C8 C9 1.376(3) . ? C9 H9 0.9300 . ? C9 C10 1.398(3) . ? C10 H10 0.9300 . ? C10 C11 1.388(3) . ? C11 H11 0.9300 . ? C11 C12 1.387(3) . ? C13 C14 1.393(2) . ? C13 C18 1.398(2) . ? C14 H14 0.9300 . ? C14 C15 1.386(2) . ? C15 H15 0.9300 . ? C15 C16 1.388(2) . ? C16 C17 1.389(2) . ? C17 H17 0.9300 . ? C17 C18 1.382(2) . ? C18 H18 0.9300 . ?