#------------------------------------------------------------------------------ #$Date: 2021-10-06 16:50:22 +0300 (Wed, 06 Oct 2021) $ #$Revision: 269628 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/12/89/7128942.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_7128942 loop_ _publ_author_name 'Zheng, Long' 'Wang, Zhanjing' 'Li, Chen' 'Wu, Yong' 'Liu, Zhaohong' 'Ning, Yongquan' _publ_section_title ; The azidosulfonylation of terminal alkynes leading to \b-azidovinyl sulfones. ; _journal_issue 77 _journal_name_full 'Chemical communications (Cambridge, England)' _journal_page_first 9874 _journal_page_last 9877 _journal_paper_doi 10.1039/d1cc04268h _journal_volume 57 _journal_year 2021 _chemical_formula_moiety 'C15 H12 Cl N3 O2 S' _chemical_formula_sum 'C15 H12 Cl N3 O2 S' _chemical_formula_weight 333.79 _space_group_crystal_system orthorhombic _space_group_IT_number 61 _space_group_name_Hall '-P 2ac 2ab' _space_group_name_H-M_alt 'P b c a' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_date 2021-03-02 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2021-03-22 deposited with the CCDC. 2021-08-25 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 16.0974(10) _cell_length_b 11.1555(8) _cell_length_c 17.8712(11) _cell_measurement_reflns_used 2993 _cell_measurement_temperature 298(2) _cell_measurement_theta_max 26.7090 _cell_measurement_theta_min 4.3380 _cell_volume 3209.2(4) _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 'ShelXT (Sheldrick, 2015)' _diffrn_ambient_temperature 298.15 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.882 _diffrn_measurement_device_type 'multiwire proportional' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0485 _diffrn_reflns_av_unetI/netI 0.0594 _diffrn_reflns_Laue_measured_fraction_full 0.997 _diffrn_reflns_Laue_measured_fraction_max 0.882 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_number 12699 _diffrn_reflns_point_group_measured_fraction_full 0.997 _diffrn_reflns_point_group_measured_fraction_max 0.882 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 29.269 _diffrn_reflns_theta_min 3.653 _exptl_absorpt_coefficient_mu 0.377 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.45914 _exptl_absorpt_correction_type multi-scan _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.382 _exptl_crystal_description block _exptl_crystal_F_000 1376 _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.15 _refine_diff_density_max 0.300 _refine_diff_density_min -0.289 _refine_diff_density_rms 0.045 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 200 _refine_ls_number_reflns 3856 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.049 _refine_ls_R_factor_all 0.1260 _refine_ls_R_factor_gt 0.0592 _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^)+(0.0555P)^2^+0.6733P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1310 _refine_ls_wR_factor_ref 0.1603 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1980 _reflns_number_total 3856 _reflns_threshold_expression 'I > 2\s(I)' _iucr_refine_instructions_details ; TITL 2_a.res in Pbca 2.res created by SHELXL-2018/3 at 22:51:14 on 02-Mar-2021 REM Old TITL SIR92 run in space group P b c a REM SHELXT solution in Pbca: R1 0.203, Rweak 0.016, Alpha 0.026 REM 0.635 for 414 systematic absences, Orientation as input REM Formula found by SHELXT: C16 N2 O2 Cl2 CELL 0.71073 16.0974 11.1555 17.8712 90 90 90 ZERR 8 0.001 0.0008 0.0011 0 0 0 LATT 1 SYMM 0.5-X,-Y,0.5+Z SYMM -X,0.5+Y,0.5-Z SYMM 0.5+X,0.5-Y,-Z SFAC C H Cl N O S UNIT 120 96 8 24 16 8 L.S. 20 PLAN 25 SIZE 0.15 0.21 0.31 TEMP 25 BOND list 4 fmap 2 acta REM REM REM WGHT 0.055500 0.673300 FVAR 0.43043 S01 6 0.363262 0.330610 0.532531 11.00000 0.04841 0.05952 = 0.07061 -0.00110 0.00792 -0.00654 CL02 3 0.076257 0.364418 0.818604 11.00000 0.08711 0.12011 = 0.08654 -0.01069 0.03352 -0.02562 O003 5 0.431242 0.362926 0.484147 11.00000 0.05448 0.08576 = 0.08655 -0.00714 0.02164 -0.01283 O004 5 0.359912 0.211106 0.562014 11.00000 0.06839 0.05341 = 0.10173 0.00405 0.01004 0.00111 N005 4 0.420568 0.599361 0.668661 11.00000 0.06917 0.07566 = 0.08547 -0.01266 0.00448 -0.02063 C006 1 0.292612 0.415536 0.663289 11.00000 0.04159 0.05033 = 0.05344 0.00225 -0.00496 -0.00266 C007 1 0.361043 0.432232 0.608218 11.00000 0.04369 0.05318 = 0.05985 0.00623 -0.00041 -0.00202 C008 1 0.269031 0.361497 0.486361 11.00000 0.05712 0.05803 = 0.05265 -0.00005 0.00426 -0.01228 N009 4 0.482580 0.666631 0.668938 11.00000 0.09155 0.08788 = 0.08553 -0.02431 0.00848 -0.02668 C00A 1 0.160691 0.383941 0.759185 11.00000 0.05124 0.07196 = 0.05562 -0.00422 0.00502 -0.00740 C00B 1 0.226753 0.494193 0.663138 11.00000 0.05999 0.06683 = 0.07929 0.02567 0.00506 0.00908 AFIX 43 H00B 2 0.226624 0.558341 0.629902 11.00000 -1.20000 AFIX 0 C00C 1 0.418517 0.516775 0.609809 11.00000 0.05183 0.06268 = 0.06595 0.00206 0.00195 -0.00755 AFIX 43 H00C 2 0.457713 0.521370 0.571686 11.00000 -1.20000 AFIX 0 C00D 1 0.290796 0.320869 0.712261 11.00000 0.06699 0.06400 = 0.06501 0.01135 0.00287 0.01696 AFIX 43 H00D 2 0.334762 0.266793 0.712826 11.00000 -1.20000 AFIX 0 C00E 1 0.198770 0.297474 0.505319 11.00000 0.05997 0.07575 = 0.07665 0.01672 -0.00318 -0.02291 AFIX 43 H00E 2 0.201984 0.233614 0.538646 11.00000 -1.20000 AFIX 0 C00F 1 0.160862 0.479093 0.711701 11.00000 0.04835 0.07465 = 0.08018 0.01004 0.00292 0.01017 AFIX 43 H00F 2 0.117066 0.533462 0.711912 11.00000 -1.20000 AFIX 0 C00G 1 0.225092 0.304295 0.760657 11.00000 0.08980 0.06876 = 0.06151 0.01920 0.01412 0.00225 AFIX 43 H00G 2 0.224639 0.239956 0.793747 11.00000 -1.20000 AFIX 0 C00H 1 0.264376 0.454785 0.436591 11.00000 0.06718 0.08198 = 0.07893 0.01597 0.00351 -0.02231 AFIX 43 H00H 2 0.311780 0.497826 0.423822 11.00000 -1.20000 AFIX 0 C00I 1 0.124097 0.329556 0.474208 11.00000 0.05966 0.08777 = 0.08770 0.00970 -0.00274 -0.02278 AFIX 43 H00I 2 0.076506 0.287215 0.487320 11.00000 -1.20000 AFIX 0 C00J 1 0.117864 0.421913 0.424563 11.00000 0.06113 0.08975 = 0.08030 -0.00328 -0.00929 -0.00335 N00K 4 0.534773 0.732044 0.677923 11.00000 0.12809 0.14158 = 0.13483 -0.04920 0.01365 -0.07789 C00L 1 0.189205 0.483738 0.405977 11.00000 0.08355 0.09250 = 0.08988 0.02669 -0.00803 -0.00608 AFIX 43 H00L 2 0.186054 0.546514 0.371852 11.00000 -1.20000 AFIX 0 C00M 1 0.035663 0.457748 0.390239 11.00000 0.08070 0.14379 = 0.13443 0.02807 -0.02361 0.00293 AFIX 137 H00A 2 -0.006468 0.401737 0.405172 11.00000 -1.50000 H00J 2 0.040478 0.457643 0.336697 11.00000 -1.50000 H00K 2 0.020798 0.536612 0.407059 11.00000 -1.50000 AFIX 0 HKLF 4 REM 2_a.res in Pbca REM wR2 = 0.1603, GooF = S = 1.049, Restrained GooF = 1.049 for all data REM R1 = 0.0592 for 1980 Fo > 4sig(Fo) and 0.1260 for all 3856 data REM 200 parameters refined using 0 restraints END WGHT 0.0555 0.6734 REM Highest difference peak 0.300, deepest hole -0.289, 1-sigma level 0.045 Q1 1 0.1264 0.3175 0.8262 11.00000 0.05 0.30 Q2 1 0.3487 0.1455 0.5654 11.00000 0.05 0.20 Q3 1 0.3667 0.3372 0.5908 11.00000 0.05 0.19 Q4 1 0.0729 0.2737 0.8112 11.00000 0.05 0.19 Q5 1 0.0786 0.3751 0.8797 11.00000 0.05 0.18 Q6 1 0.3604 0.2385 0.5512 11.00000 0.05 0.17 Q7 1 0.2593 0.4459 0.4884 11.00000 0.05 0.17 Q8 1 0.2883 0.3644 0.5235 11.00000 0.05 0.17 Q9 1 0.3503 0.4555 0.3865 11.00000 0.05 0.16 Q10 1 0.3660 0.4613 0.6100 11.00000 0.05 0.16 Q11 1 0.0773 0.3719 0.7692 11.00000 0.05 0.16 Q12 1 0.3400 0.4200 0.6510 11.00000 0.05 0.15 Q13 1 0.3644 0.1812 0.4506 11.00000 0.05 0.15 Q14 1 0.0729 0.4773 0.8929 11.00000 0.05 0.15 Q15 1 0.4366 0.3631 0.5278 11.00000 0.05 0.15 Q16 1 0.3650 0.2068 0.6097 11.00000 0.05 0.15 Q17 1 0.3742 0.2203 0.5206 11.00000 0.05 0.15 Q18 1 0.3095 0.4045 0.6204 11.00000 0.05 0.15 Q19 1 0.0316 0.3428 0.3181 11.00000 0.05 0.15 Q20 1 0.2365 0.1563 0.5280 11.00000 0.05 0.14 Q21 1 0.3580 0.4543 0.4548 11.00000 0.05 0.14 Q22 1 0.0149 0.5212 0.4472 11.00000 0.05 0.14 Q23 1 0.4194 0.3905 0.4444 11.00000 0.05 0.14 Q24 1 0.2328 0.4160 0.6174 11.00000 0.05 0.14 Q25 1 0.4852 0.3568 0.5289 11.00000 0.05 0.13 REM The information below was added by Olex2. REM REM R1 = 0.0592 for 1980 Fo > 4sig(Fo) and 0.1260 for all 13669 data REM n/a parameters refined using n/a restraints REM Highest difference peak 0.30, deepest hole -0.29 REM Mean Shift 0, Max Shift 0.000. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.1260 REM R1_gt = 0.0592 REM wR_ref = 0.1603 REM GOOF = 1.049 REM Shift_max = 0.000 REM Shift_mean = 0 REM Reflections_all = 13669 REM Reflections_gt = 1980 REM Parameters = n/a REM Hole = -0.29 REM Peak = 0.30 REM Flack = n/a ; _cod_data_source_file d1cc04268h2.cif _cod_data_source_block 2 _cod_depositor_comments 'Adding full bibliography for 7128942.cif.' _cod_database_code 7128942 _shelx_shelxl_version_number 2018/3 _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 0.946 _shelx_estimated_absorpt_t_min 0.892 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups 2.a Aromatic/amide H refined with riding coordinates: C00B(H00B), C00C(H00C), C00D(H00D), C00E(H00E), C00F(H00F), C00G(H00G), C00H(H00H), C00I(H00I), C00L(H00L) 2.b Idealised Me refined as rotating group: C00M(H00A,H00J,H00K) ; _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, 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 S01 S 0.36326(4) 0.33061(7) 0.53253(4) 0.0595(3) Uani 1 1 d . . . . . Cl02 Cl 0.07626(6) 0.36442(10) 0.81860(5) 0.0979(4) Uani 1 1 d . . . . . O003 O 0.43124(13) 0.3629(2) 0.48415(12) 0.0756(6) Uani 1 1 d . . . . . O004 O 0.35991(13) 0.21111(17) 0.56201(13) 0.0745(6) Uani 1 1 d . . . . . N005 N 0.42057(18) 0.5994(3) 0.66866(15) 0.0768(8) Uani 1 1 d . . . . . C006 C 0.29261(16) 0.4155(2) 0.66329(14) 0.0485(6) Uani 1 1 d . . . . . C007 C 0.36104(16) 0.4322(2) 0.60822(15) 0.0522(7) Uani 1 1 d . . . . . C008 C 0.26903(18) 0.3615(3) 0.48636(14) 0.0559(7) Uani 1 1 d . . . . . N009 N 0.4826(2) 0.6666(3) 0.66894(16) 0.0883(9) Uani 1 1 d . . . . . C00A C 0.16069(19) 0.3839(3) 0.75919(15) 0.0596(7) Uani 1 1 d . . . . . C00B C 0.22675(19) 0.4942(3) 0.66314(18) 0.0687(9) Uani 1 1 d . . . . . H00B H 0.226624 0.558341 0.629902 0.082 Uiso 1 1 calc R . . . . C00C C 0.41852(17) 0.5168(3) 0.60981(17) 0.0602(8) Uani 1 1 d . . . . . H00C H 0.457713 0.521370 0.571686 0.072 Uiso 1 1 calc R . . . . C00D C 0.2908(2) 0.3209(3) 0.71226(16) 0.0653(8) Uani 1 1 d . . . . . H00D H 0.334762 0.266793 0.712826 0.078 Uiso 1 1 calc R . . . . C00E C 0.1988(2) 0.2975(3) 0.50532(18) 0.0708(9) Uani 1 1 d . . . . . H00E H 0.201984 0.233614 0.538646 0.085 Uiso 1 1 calc R . . . . C00F C 0.16086(19) 0.4791(3) 0.71170(18) 0.0677(8) Uani 1 1 d . . . . . H00F H 0.117066 0.533462 0.711912 0.081 Uiso 1 1 calc R . . . . C00G C 0.2251(2) 0.3043(3) 0.76066(17) 0.0734(9) Uani 1 1 d . . . . . H00G H 0.224639 0.239956 0.793747 0.088 Uiso 1 1 calc R . . . . C00H C 0.2644(2) 0.4548(3) 0.43659(18) 0.0760(9) Uani 1 1 d . . . . . H00H H 0.311780 0.497826 0.423822 0.091 Uiso 1 1 calc R . . . . C00I C 0.1241(2) 0.3296(3) 0.47421(19) 0.0784(10) Uani 1 1 d . . . . . H00I H 0.076506 0.287215 0.487320 0.094 Uiso 1 1 calc R . . . . C00J C 0.1179(2) 0.4219(3) 0.42456(19) 0.0771(9) Uani 1 1 d . . . . . N00K N 0.5348(3) 0.7320(4) 0.6779(2) 0.1348(16) Uani 1 1 d . . . . . C00L C 0.1892(3) 0.4837(3) 0.4060(2) 0.0886(11) Uani 1 1 d . . . . . H00L H 0.186054 0.546514 0.371852 0.106 Uiso 1 1 calc R . . . . C00M C 0.0357(2) 0.4577(4) 0.3902(3) 0.1196(15) Uani 1 1 d . . . . . H00A H -0.006468 0.401737 0.405172 0.179 Uiso 1 1 calc GR . . . . H00J H 0.040478 0.457643 0.336697 0.179 Uiso 1 1 calc GR . . . . H00K H 0.020798 0.536612 0.407059 0.179 Uiso 1 1 calc GR . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S01 0.0484(4) 0.0595(5) 0.0706(5) -0.0011(4) 0.0079(3) -0.0065(3) Cl02 0.0871(7) 0.1201(9) 0.0865(6) -0.0107(6) 0.0335(5) -0.0256(6) O003 0.0545(13) 0.0858(16) 0.0866(14) -0.0071(12) 0.0216(11) -0.0128(11) O004 0.0684(15) 0.0534(12) 0.1017(16) 0.0041(12) 0.0100(12) 0.0011(10) N005 0.0692(18) 0.0757(18) 0.0855(19) -0.0127(16) 0.0045(14) -0.0206(15) C006 0.0416(15) 0.0503(15) 0.0534(15) 0.0023(13) -0.0050(12) -0.0027(12) C007 0.0437(15) 0.0532(16) 0.0599(16) 0.0062(13) -0.0004(13) -0.0020(13) C008 0.0571(18) 0.0580(17) 0.0527(15) 0.0000(14) 0.0043(13) -0.0123(15) N009 0.092(2) 0.088(2) 0.086(2) -0.0243(17) 0.0085(17) -0.027(2) C00A 0.0512(17) 0.072(2) 0.0556(16) -0.0042(16) 0.0050(14) -0.0074(15) C00B 0.0600(19) 0.067(2) 0.079(2) 0.0257(16) 0.0051(17) 0.0091(16) C00C 0.0518(17) 0.0627(18) 0.0660(18) 0.0021(16) 0.0020(14) -0.0076(14) C00D 0.067(2) 0.0640(19) 0.0650(18) 0.0113(16) 0.0029(16) 0.0170(16) C00E 0.060(2) 0.076(2) 0.077(2) 0.0167(17) -0.0032(16) -0.0229(17) C00F 0.0483(18) 0.075(2) 0.080(2) 0.0100(18) 0.0029(16) 0.0102(16) C00G 0.090(3) 0.069(2) 0.0615(18) 0.0192(16) 0.0141(18) 0.0023(19) C00H 0.067(2) 0.082(2) 0.079(2) 0.0160(19) 0.0035(18) -0.0223(18) C00I 0.060(2) 0.088(3) 0.088(2) 0.010(2) -0.0027(18) -0.0228(19) C00J 0.061(2) 0.090(3) 0.080(2) -0.003(2) -0.0093(18) -0.0033(19) N00K 0.128(3) 0.142(3) 0.135(3) -0.049(3) 0.014(3) -0.078(3) C00L 0.084(3) 0.093(3) 0.090(3) 0.027(2) -0.008(2) -0.006(2) C00M 0.081(3) 0.144(4) 0.134(4) 0.028(3) -0.024(3) 0.003(3) 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' Cl Cl 0.1484 0.1585 '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 O003 S01 C007 108.34(13) . . ? O003 S01 C008 108.91(13) . . ? O004 S01 O003 118.79(13) . . ? O004 S01 C007 108.34(13) . . ? O004 S01 C008 108.76(13) . . ? C008 S01 C007 102.47(13) . . ? N009 N005 C00C 114.7(3) . . ? C00B C006 C007 119.3(2) . . ? C00D C006 C007 122.3(2) . . ? C00D C006 C00B 118.4(3) . . ? C006 C007 S01 116.18(19) . . ? C00C C007 S01 117.4(2) . . ? C00C C007 C006 126.4(3) . . ? C00E C008 S01 119.3(2) . . ? C00H C008 S01 120.0(2) . . ? C00H C008 C00E 120.5(3) . . ? N00K N009 N005 171.1(4) . . ? C00F C00A Cl02 118.7(3) . . ? C00F C00A C00G 121.2(3) . . ? C00G C00A Cl02 120.0(2) . . ? C006 C00B C00F 120.8(3) . . ? C007 C00C N005 120.2(3) . . ? C006 C00D C00G 121.3(3) . . ? C00I C00E C008 118.9(3) . . ? C00A C00F C00B 119.3(3) . . ? C00A C00G C00D 118.9(3) . . ? C00L C00H C008 119.2(3) . . ? C00J C00I C00E 121.7(3) . . ? C00I C00J C00L 118.2(3) . . ? C00I C00J C00M 121.9(3) . . ? C00L C00J C00M 119.9(3) . . ? C00H C00L C00J 121.5(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 S01 O003 1.441(2) . ? S01 O004 1.434(2) . ? S01 C007 1.765(3) . ? S01 C008 1.761(3) . ? Cl02 C00A 1.738(3) . ? N005 N009 1.249(4) . ? N005 C00C 1.399(4) . ? C006 C007 1.489(4) . ? C006 C00B 1.376(4) . ? C006 C00D 1.372(4) . ? C007 C00C 1.321(4) . ? C008 C00E 1.380(4) . ? C008 C00H 1.371(4) . ? N009 N00K 1.124(4) . ? C00A C00F 1.359(4) . ? C00A C00G 1.366(4) . ? C00B C00F 1.381(4) . ? C00D C00G 1.379(4) . ? C00E C00I 1.372(4) . ? C00H C00L 1.367(5) . ? C00I C00J 1.363(4) . ? C00J C00L 1.380(5) . ? C00J C00M 1.512(5) . ?