#------------------------------------------------------------------------------ #$Date: 2023-12-01 19:20:38 +0200 (Fri, 01 Dec 2023) $ #$Revision: 287940 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/22/52/7225268.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_7225268 loop_ _publ_author_name 'Payne, Abby-Jo' 'Hendsbee, Arthur D.' 'McAfee, Seth M.' 'Paul, Devproshad K.' 'Karan, Kunal' 'Welch, Gregory C.' _publ_section_exptl_refinement ; The H atoms were placed in geometrically idealized positions with C-H distances of 0.93\%A (aromatic),0.97\%A (idealized CH~2~) and 0.96\%A (idealized CH~3~) and were constrained to ride on the parent C atom with Uiso(H) = 1.2Ueq(C) for the aromatic, CH~2~ and C-H protons and Uiso(H) = 1.5Ueq(C) for the idealized CH~3~ protons. Initially, the structure was solved in P1 with an R1 value ~=0.33, however the change of Space Group to P2(1)/c ) was suggested by Platon-ADDSYM. The original solution in P1 required the use of main restraints in order to obtain an acceptable model, however transitioning to P2(1)/c allowed for removal of the restraints from the model. In addition, a Twin law was found and appliedto the model with a BASF value of 0.24. Application of the twin law and refinement in P2(1)/c resulted in an R factor of 0.1443. Additionally, it should be noted that despite the lower data quality, neither the connectivity nor the packing arrangement of the atoms or molecules are in question. ; _publ_section_title ; Synthesis and structure-property relationships of phthalimide and naphthalimide based organic \p-conjugated small molecules. ; _journal_issue 21 _journal_name_full 'Physical chemistry chemical physics : PCCP' _journal_page_first 14709 _journal_page_last 14719 _journal_paper_doi 10.1039/c6cp01596d _journal_volume 18 _journal_year 2016 _chemical_formula_moiety 'C34 H32 N2 O4 S2' _chemical_formula_sum 'C34 H32 N2 O4 S2' _chemical_formula_weight 596.73 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens mixed _audit_creation_method SHELXL-2013 _audit_update_record ; 2015-11-06 deposited with the CCDC. 2016-05-17 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 94.742(16) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 5.271(7) _cell_length_b 9.681(13) _cell_length_c 28.26(4) _cell_measurement_reflns_used 1219 _cell_measurement_temperature 125(2) _cell_measurement_theta_max 20.09 _cell_measurement_theta_min 2.55 _cell_volume 1437(3) _computing_cell_refinement 'Bruker SAINT' _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'LinXTL v. 5.4.5' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _diffrn_ambient_temperature 125(2) _diffrn_measured_fraction_theta_full 1.007 _diffrn_measured_fraction_theta_max 0.986 _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 0.2901 _diffrn_reflns_av_unetI/netI 0.2580 _diffrn_reflns_Laue_measured_fraction_full 1.007 _diffrn_reflns_Laue_measured_fraction_max 0.986 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_number 15891 _diffrn_reflns_point_group_measured_fraction_full 1.007 _diffrn_reflns_point_group_measured_fraction_max 0.986 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.209 _diffrn_reflns_theta_min 2.104 _exptl_absorpt_coefficient_mu 0.229 _exptl_absorpt_correction_T_max 0.7454 _exptl_absorpt_correction_T_min 0.4827 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Sadabs (Sheldrick, 1996)' _exptl_crystal_colour Yellow _exptl_crystal_density_diffrn 1.379 _exptl_crystal_density_method 'not measured' _exptl_crystal_description needle _exptl_crystal_F_000 628 _exptl_crystal_size_max 0.266 _exptl_crystal_size_mid 0.197 _exptl_crystal_size_min 0.122 _refine_diff_density_max 0.775 _refine_diff_density_min -0.503 _refine_diff_density_rms 0.126 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 192 _refine_ls_number_reflns 3220 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.013 _refine_ls_R_factor_all 0.2543 _refine_ls_R_factor_gt 0.1412 _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^)+(0.1366P)^2^+10.0256P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.3028 _refine_ls_wR_factor_ref 0.3692 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1483 _reflns_number_total 3220 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c6cp01596d2.cif _cod_data_source_block 20150424_art5_0ma _cod_depositor_comments 'Adding full bibliography for 7225267--7225270.cif.' _cod_database_code 7225268 _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. ; _shelxl_version_number 2013-4 _shelx_res_file ; TITL 20150424_Art5_0ma in P1 New: P21/c CELL 0.71073 5.2710 9.6810 28.2600 90.000 94.742 90.000 ZERR 2 0.0070 0.0130 0.0400 0.000 0.016 0.000 LATT 1 SYMM - X , 0.50000 + Y , 0.50000 - Z SFAC C H N O S UNIT 68 64 4 8 4 L.S. 25 ACTA BOND $H FMAP 2 PLAN 20 TWIN 0.998 0.000 -0.004 -0.000 -1.000 -0.000 -0.999 0.000 -0.998 TEMP -148 WGHT 0.136600 10.025600 BASF 0.24197 FVAR 0.15903 S1 5 -0.192574 1.412490 0.047009 11.00000 0.04397 0.01912 = 0.03167 0.00155 -0.00282 0.00105 O1 4 0.660335 0.902016 0.182836 11.00000 0.04878 0.04179 = 0.03603 0.00307 -0.00642 0.01005 O2 4 -0.072086 0.711384 0.111527 11.00000 0.07001 0.02407 = 0.03073 0.00404 0.00071 -0.00447 N1 3 0.311727 0.774566 0.153626 11.00000 0.05995 0.02415 = 0.01686 0.00412 -0.00807 0.00319 C1 1 -0.437749 1.432604 0.003574 11.00000 0.05059 0.01244 = 0.02637 0.00367 -0.00323 0.00392 C2 1 -0.493717 1.308474 -0.019023 11.00000 0.03328 0.03144 = 0.03326 -0.00335 -0.00303 0.00292 AFIX 43 H2 2 -0.620809 1.298587 -0.044658 11.00000 -1.20000 AFIX 0 C3 1 -0.345422 1.199544 -0.000485 11.00000 0.04353 0.02014 = 0.02874 0.00552 0.00266 0.00521 AFIX 43 H3 2 -0.367962 1.107007 -0.011205 11.00000 -1.20000 AFIX 0 C4 1 -0.163281 1.237409 0.034719 11.00000 0.04069 0.01486 = 0.02652 0.00526 0.00489 -0.00202 C5 1 0.012517 1.151680 0.064240 11.00000 0.02151 0.02983 = 0.03470 0.01002 0.01337 0.00354 C6 1 0.237394 1.207697 0.085705 11.00000 0.02723 0.01942 = 0.04045 0.00341 0.00798 -0.00024 AFIX 43 H6 2 0.277523 1.300956 0.078991 11.00000 -1.20000 AFIX 0 C7 1 0.407452 1.132184 0.116864 11.00000 0.06260 0.02557 = 0.02674 -0.00072 0.00633 -0.00938 AFIX 43 H7 2 0.560660 1.170847 0.131211 11.00000 -1.20000 AFIX 0 C8 1 0.333692 0.995316 0.125170 11.00000 0.03155 0.02883 = 0.03414 0.00225 0.00501 0.01283 C9 1 0.118572 0.941018 0.103817 11.00000 0.04652 0.02423 = 0.01949 0.00025 0.00339 -0.00631 C10 1 -0.047718 1.013834 0.073210 11.00000 0.05156 0.01960 = 0.02345 -0.00101 0.00182 -0.00610 AFIX 43 H10 2 -0.197782 0.972226 0.058697 11.00000 -1.20000 AFIX 0 C11 1 0.466064 0.890507 0.157975 11.00000 0.02191 0.02974 = 0.03629 0.00058 0.00119 0.01206 C12 1 0.099587 0.792072 0.121508 11.00000 0.06251 0.02275 = 0.02369 -0.00143 0.00316 0.00688 C13 1 0.398662 0.525801 0.150355 11.00000 0.10671 0.01511 = 0.04550 0.00484 0.01674 0.01747 AFIX 3 H13A 2 0.501332 0.549202 0.125035 11.00000 -1.20000 H13B 2 0.480692 0.453742 0.169515 11.00000 -1.20000 H13C 2 0.203252 0.501751 0.137375 11.00000 -1.20000 AFIX 0 C14 1 0.364361 0.646260 0.181264 11.00000 0.08875 0.01612 = 0.02572 0.00350 -0.00869 0.01791 AFIX 13 H14 2 0.537093 0.661794 0.197818 11.00000 -1.20000 AFIX 0 C15 1 0.195077 0.633926 0.220389 11.00000 0.09063 0.03076 = 0.04541 -0.00072 -0.00107 0.00724 AFIX 3 H15C 2 0.062617 0.601026 0.210479 11.00000 -1.20000 H15D 2 0.297867 0.549996 0.244069 11.00000 -1.20000 AFIX 0 C16 1 0.185333 0.748895 0.254549 11.00000 0.06979 0.04559 = 0.03664 -0.00727 0.00389 0.01189 AFIX 23 H16A 2 0.128766 0.833189 0.236859 11.00000 -1.20000 H16B 2 0.359899 0.766180 0.269042 11.00000 -1.20000 AFIX 0 C17 1 0.012919 0.726330 0.293801 11.00000 0.06742 0.05696 = 0.04857 0.00762 0.01130 0.01611 AFIX 137 H17A 2 -0.164843 0.736742 0.281158 11.00000 -1.50000 H17B 2 0.052110 0.794485 0.318989 11.00000 -1.50000 H17C 2 0.039362 0.633087 0.306783 11.00000 -1.50000 AFIX 0 HKLF 4 1 -1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000 0.0000 -1.0000 REM 20150424_Art5_0ma in P1 New: P21/c REM R1 = 0.1412 for 1483 Fo > 4sig(Fo) and 0.2543 for all 3220 data REM 192 parameters refined using 0 restraints END WGHT 0.1783 4.5940 REM Highest difference peak 0.775, deepest hole -0.503, 1-sigma level 0.126 Q1 1 -0.4207 1.4106 0.0474 11.00000 0.05 0.77 Q2 1 0.0354 1.4089 0.0484 11.00000 0.05 0.76 Q3 1 -0.7497 1.2780 -0.0211 11.00000 0.05 0.52 Q4 1 -0.0847 0.7999 0.0495 11.00000 0.05 0.46 Q5 1 0.7945 0.8651 0.1495 11.00000 0.05 0.44 Q6 1 -0.2219 1.1684 0.0744 11.00000 0.05 0.43 Q7 1 -0.2442 0.6864 0.2533 11.00000 0.05 0.42 Q8 1 -0.3039 0.7242 0.1088 11.00000 0.05 0.41 Q9 1 0.1734 0.5129 0.1583 11.00000 0.05 0.39 Q10 1 0.6712 0.5849 0.2433 11.00000 0.05 0.39 Q11 1 -0.0204 0.6629 0.2597 11.00000 0.05 0.38 Q12 1 -0.6139 1.1974 0.0024 11.00000 0.05 0.38 Q13 1 0.7881 0.4798 0.1911 11.00000 0.05 0.37 Q14 1 0.2472 0.9758 0.2437 11.00000 0.05 0.36 Q15 1 -0.2242 0.9795 0.0801 11.00000 0.05 0.36 Q16 1 0.4527 1.1481 0.1488 11.00000 0.05 0.36 Q17 1 0.5385 0.8021 0.1287 11.00000 0.05 0.36 Q18 1 0.4539 1.1893 0.0858 11.00000 0.05 0.36 Q19 1 -0.3134 0.8612 0.0264 11.00000 0.05 0.36 Q20 1 -0.0527 0.6020 0.1666 11.00000 0.05 0.36 ; _shelx_res_checksum 3877 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -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 S1 S -0.1926(6) 1.4125(3) 0.04701(10) 0.0319(8) Uani 1 1 d . . O1 O 0.6603(16) 0.9020(9) 0.1828(3) 0.043(2) Uani 1 1 d . . O2 O -0.0721(18) 0.7114(8) 0.1115(3) 0.042(2) Uani 1 1 d . . N1 N 0.312(2) 0.7746(9) 0.1536(3) 0.034(2) Uani 1 1 d . . C1 C -0.438(2) 1.4326(9) 0.0036(4) 0.030(3) Uani 1 1 d . . C2 C -0.494(2) 1.3085(11) -0.0190(4) 0.033(3) Uani 1 1 d . . H2 H -0.6208 1.2986 -0.0447 0.040 Uiso 1 1 calc R U C3 C -0.345(2) 1.1995(11) -0.0005(4) 0.031(3) Uani 1 1 d . . H3 H -0.3680 1.1070 -0.0112 0.037 Uiso 1 1 calc R U C4 C -0.163(2) 1.2374(10) 0.0347(4) 0.027(3) Uani 1 1 d . . C5 C 0.013(2) 1.1517(11) 0.0642(4) 0.028(3) Uani 1 1 d . . C6 C 0.237(2) 1.2077(10) 0.0857(4) 0.029(3) Uani 1 1 d . . H6 H 0.2775 1.3010 0.0790 0.034 Uiso 1 1 calc R U C7 C 0.407(3) 1.1322(11) 0.1169(4) 0.038(3) Uani 1 1 d . . H7 H 0.5607 1.1708 0.1312 0.046 Uiso 1 1 calc R U C8 C 0.334(2) 0.9953(11) 0.1252(4) 0.031(3) Uani 1 1 d . . C9 C 0.119(2) 0.9410(10) 0.1038(4) 0.030(3) Uani 1 1 d . . C10 C -0.048(2) 1.0138(11) 0.0732(4) 0.032(3) Uani 1 1 d . . H10 H -0.1978 0.9722 0.0587 0.038 Uiso 1 1 calc R U C11 C 0.466(2) 0.8905(11) 0.1580(4) 0.029(3) Uani 1 1 d . . C12 C 0.100(3) 0.7921(11) 0.1215(4) 0.036(3) Uani 1 1 d . . C13 C 0.399(3) 0.5258(11) 0.1504(5) 0.055(4) Uani 1 1 d . . H13A H 0.5013 0.5492 0.1250 0.066 Uiso 1 1 d R U H13B H 0.4807 0.4537 0.1695 0.066 Uiso 1 1 d R U H13C H 0.2033 0.5018 0.1374 0.066 Uiso 1 1 d R U C14 C 0.364(3) 0.6463(11) 0.1813(4) 0.044(4) Uani 1 1 d . . H14 H 0.5371 0.6618 0.1978 0.053 Uiso 1 1 calc R U C15 C 0.195(3) 0.6339(13) 0.2204(5) 0.056(4) Uani 1 1 d . . H15C H 0.0626 0.6010 0.2105 0.067 Uiso 1 1 d R U H15D H 0.2979 0.5500 0.2441 0.067 Uiso 1 1 d R U C16 C 0.185(3) 0.7489(14) 0.2545(4) 0.051(4) Uani 1 1 d . . H16A H 0.1288 0.8332 0.2369 0.061 Uiso 1 1 calc R U H16B H 0.3599 0.7662 0.2690 0.061 Uiso 1 1 calc R U C17 C 0.013(3) 0.7263(15) 0.2938(5) 0.057(4) Uani 1 1 d . . H17A H -0.1648 0.7367 0.2812 0.086 Uiso 1 1 calc R U H17B H 0.0521 0.7945 0.3190 0.086 Uiso 1 1 calc R U H17C H 0.0394 0.6331 0.3068 0.086 Uiso 1 1 calc R U loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0440(17) 0.0191(12) 0.0317(15) 0.0015(12) -0.0028(13) 0.0011(14) O1 0.049(5) 0.042(5) 0.036(5) 0.003(4) -0.006(4) 0.010(5) O2 0.070(6) 0.024(4) 0.031(5) 0.004(3) 0.001(4) -0.004(4) N1 0.060(7) 0.024(5) 0.017(5) 0.004(4) -0.008(5) 0.003(5) C1 0.051(7) 0.012(5) 0.026(6) 0.004(4) -0.003(5) 0.004(5) C2 0.033(7) 0.031(6) 0.033(6) -0.003(5) -0.003(5) 0.003(5) C3 0.044(7) 0.020(6) 0.029(6) 0.006(5) 0.003(5) 0.005(5) C4 0.041(7) 0.015(5) 0.027(6) 0.005(4) 0.005(5) -0.002(5) C5 0.022(6) 0.030(6) 0.035(6) 0.010(5) 0.013(5) 0.004(5) C6 0.027(6) 0.019(5) 0.040(7) 0.003(5) 0.008(5) 0.000(5) C7 0.063(9) 0.026(6) 0.027(6) -0.001(5) 0.006(6) -0.009(6) C8 0.032(7) 0.029(6) 0.034(6) 0.002(5) 0.005(5) 0.013(5) C9 0.047(7) 0.024(6) 0.019(6) 0.000(4) 0.003(5) -0.006(5) C10 0.052(8) 0.020(5) 0.023(6) -0.001(5) 0.002(6) -0.006(5) C11 0.022(6) 0.030(6) 0.036(7) 0.001(5) 0.001(5) 0.012(5) C12 0.063(9) 0.023(6) 0.024(6) -0.001(5) 0.003(6) 0.007(6) C13 0.107(13) 0.015(6) 0.046(8) 0.005(5) 0.017(8) 0.017(7) C14 0.089(11) 0.016(5) 0.026(6) 0.003(5) -0.009(7) 0.018(7) C15 0.091(11) 0.031(7) 0.045(8) -0.001(6) -0.001(8) 0.007(8) C16 0.070(10) 0.046(8) 0.037(7) -0.007(6) 0.004(7) 0.012(7) C17 0.067(10) 0.057(9) 0.049(9) 0.008(7) 0.011(8) 0.016(8) 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 C1 S1 C4 92.4(5) . . C11 N1 C12 113.2(9) . . C11 N1 C14 123.3(10) . . C12 N1 C14 123.5(10) . . C2 C1 C1 129.4(13) . 3_485 C2 C1 S1 110.5(8) . . C1 C1 S1 120.0(10) 3_485 . C1 C2 C3 113.2(10) . . C1 C2 H2 123.4 . . C3 C2 H2 123.4 . . C4 C3 C2 114.1(10) . . C4 C3 H3 123.0 . . C2 C3 H3 123.0 . . C3 C4 C5 129.6(9) . . C3 C4 S1 109.6(8) . . C5 C4 S1 120.3(8) . . C6 C5 C10 119.3(10) . . C6 C5 C4 120.4(10) . . C10 C5 C4 120.3(11) . . C5 C6 C7 122.9(10) . . C5 C6 H6 118.5 . . C7 C6 H6 118.5 . . C8 C7 C6 115.0(11) . . C8 C7 H7 122.5 . . C6 C7 H7 122.5 . . C9 C8 C7 121.8(11) . . C9 C8 C11 110.1(10) . . C7 C8 C11 128.1(11) . . C8 C9 C10 123.5(10) . . C8 C9 C12 107.2(10) . . C10 C9 C12 129.3(11) . . C9 C10 C5 117.4(11) . . C9 C10 H10 121.3 . . C5 C10 H10 121.3 . . O1 C11 N1 126.5(10) . . O1 C11 C8 128.9(11) . . N1 C11 C8 104.6(9) . . O2 C12 N1 128.2(10) . . O2 C12 C9 126.8(11) . . N1 C12 C9 104.9(10) . . C14 C13 H13A 111.0 . . C14 C13 H13B 108.1 . . H13A C13 H13B 109.6 . . C14 C13 H13C 102.1 . . H13A C13 H13C 112.0 . . H13B C13 H13C 113.7 . . C13 C14 N1 112.1(9) . . C13 C14 C15 119.2(11) . . N1 C14 C15 111.3(10) . . C13 C14 H14 104.1 . . N1 C14 H14 104.1 . . C15 C14 H14 104.1 . . C16 C15 C14 118.9(12) . . C16 C15 H15C 117.0 . . C14 C15 H15C 109.5 . . C16 C15 H15D 101.0 . . C14 C15 H15D 101.9 . . H15C C15 H15D 106.1 . . C15 C16 C17 115.3(13) . . C15 C16 H16A 108.4 . . C17 C16 H16A 108.4 . . C15 C16 H16B 108.4 . . C17 C16 H16B 108.4 . . H16A C16 H16B 107.5 . . C16 C17 H17A 109.5 . . C16 C17 H17B 109.5 . . H17A C17 H17B 109.5 . . C16 C17 H17C 109.5 . . H17A C17 H17C 109.5 . . H17B C17 H17C 109.5 . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 S1 C1 1.718(11) . S1 C4 1.740(10) . O1 C11 1.198(13) . O2 C12 1.211(15) . N1 C11 1.386(14) . N1 C12 1.391(16) . N1 C14 1.481(13) . C1 C2 1.381(14) . C1 C1 1.467(19) 3_485 C2 C3 1.389(15) . C2 H2 0.9500 . C3 C4 1.374(16) . C3 H3 0.9500 . C4 C5 1.455(15) . C5 C6 1.396(15) . C5 C10 1.400(15) . C6 C7 1.408(16) . C6 H6 0.9500 . C7 C8 1.406(15) . C7 H7 0.9500 . C8 C9 1.346(16) . C8 C11 1.506(15) . C9 C10 1.374(16) . C9 C12 1.532(15) . C10 H10 0.9500 . C13 C14 1.477(15) . C13 H13A 0.9593 . C13 H13B 0.9634 . C13 H13C 1.0896 . C14 C15 1.482(18) . C14 H14 1.0000 . C15 C16 1.477(17) . C15 H15C 0.7969 . C15 H15D 1.1583 . C16 C17 1.507(18) . C16 H16A 0.9900 . C16 H16B 0.9900 . C17 H17A 0.9800 . C17 H17B 0.9800 . C17 H17C 0.9800 .