#------------------------------------------------------------------------------ #$Date: 2026-05-09 01:55:36 +0100 (Sat, 09 May 2026) $ #$Revision: 305903 $ #$URL: svn://www.crystallography.net/cod/cif/7/06/44/7064404.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_7064404 loop_ _publ_author_name 'Kumar, Parveen' 'Mishra, Anurag' 'Kumar, Gourav' '., Baldev' 'Bhatia, Prisha' 'Jayadev, Sri krishna Magani' 'Nemiwal, Meena' _publ_section_title ; Sustainably Driven ZnO Nanocatalytic Paradigm for Assembling Novel Bis-Heteroaryl Indole Frameworks: Robust Cytotoxic Profiling against HCT116 and MCF-7 Cells ; _journal_name_full 'New Journal of Chemistry' _journal_paper_doi 10.1039/D6NJ00348F _journal_year 2026 _chemical_formula_moiety 'C16 H11 N3 S' _chemical_formula_sum 'C16 H11 N3 O0 S' _chemical_formula_weight 277.34 _space_group_crystal_system monoclinic _space_group_IT_number 9 _space_group_name_Hall 'C -2yc' _space_group_name_H-M_alt 'C 1 c 1' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary 'Intrinsic Phasing' _audit_creation_method ;FinalCif 2024.9-0 by Daniel Kratzert, Freiburg 2025, https://dkratzert.de/finalcif.html ; _audit_update_record ; 2025-09-11 deposited with the CCDC. 2026-05-04 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 126.0620(10) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 14.3690(4) _cell_length_b 9.8569(3) _cell_length_c 11.8471(6) _cell_measurement_reflns_used 9887 _cell_measurement_temperature 109.84999999999997 _cell_measurement_theta_max 28.2871 _cell_measurement_theta_min 2.7102 _cell_measurement_wavelength 0.71073 _cell_volume 1356.42(9) _computing_cell_refinement 'SAINT V8.41 (Bruker AXS LLC)' _computing_data_collection 'Bruker Instrument Service v8.5.1.2.Release' _computing_data_reduction 'SAINT V8.41 (Bruker AXS LLC)' _computing_molecular_graphics 'shelXle (C.B. Huebschle, rev 1503)' _computing_structure_refinement 'SHELXL-2019/2 (Sheldrick, 2019)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 110(2) _diffrn_detector CPAD _diffrn_detector_area_resol_mean 7.391 _diffrn_detector_type 'Bruker PHOTON III' _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_details ; ; _diffrn_measurement_device 'FIXED CHI diffractometer' _diffrn_measurement_device_type 'Bruker D8 VENTURE' _diffrn_measurement_method '\w and \f scans' _diffrn_radiation_monochromator 'multilayer mirror' _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0434 _diffrn_reflns_av_unetI/netI 0.0302 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 1.000 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 20727 _diffrn_reflns_point_group_measured_fraction_full 0.989 _diffrn_reflns_point_group_measured_fraction_max 0.991 _diffrn_reflns_reduction_process narrow-frame _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 28.287 _diffrn_reflns_theta_min 2.71 _diffrn_source 'microfocus sealed tube' _diffrn_source_current 1.4 _diffrn_source_target Mo _diffrn_source_type 'INCOATEC I\mS 3.0' _diffrn_source_voltage 50 _exptl_absorpt_coefficient_mu 0.231 _exptl_absorpt_correction_T_max 0.96 _exptl_absorpt_correction_T_min 0.941 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ;Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015). "Comparison of silver and molybdenum microfocus X-ray sources for single-crystal structure determination" J. Appl. Cryst. 48, 3-10. doi:10.1107/S1600576714022985 ; _exptl_crystal_colour 'clear light brown' _exptl_crystal_density_diffrn 1.358 _exptl_crystal_description block _exptl_crystal_F_000 576 _exptl_crystal_size_max 0.269 _exptl_crystal_size_mid 0.186 _exptl_crystal_size_min 0.179 _refine_diff_density_max 0.500 _refine_diff_density_min -0.275 _refine_diff_density_rms 0.053 _refine_ls_abs_structure_details ; Flack x determined using 1611 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack 0.018(13) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.081 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 190 _refine_ls_number_reflns 3355 _refine_ls_number_restraints 12 _refine_ls_restrained_S_all 1.108 _refine_ls_R_factor_all 0.0307 _refine_ls_R_factor_gt 0.0304 _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^)+(0.0542P)^2^+0.6147P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0846 _refine_ls_wR_factor_ref 0.0848 _reflns_Friedel_coverage 0.979 _reflns_Friedel_fraction_full 0.978 _reflns_Friedel_fraction_max 0.983 _reflns_number_gt 3322 _reflns_number_total 3355 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d6nj00348f2.cif _cod_data_source_block pk01_a _cod_depositor_comments ; The following automatic conversions were performed: data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was changed to 'multi-scan' in accordance with the /home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 last updated on 2011-04-26. Automatic conversion script Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas ; _cod_original_sg_symbol_H-M 'C c' _cod_database_code 7064404 _shelx_shelxl_version_number 2019/3 _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. ; _exptl_bruker_absorpt_correction_t_ratio 0.9456 _shelx_estimated_absorpt_t_min 0.941 _shelx_estimated_absorpt_t_max 0.960 _bruker_diffrn_measurement_temperature_device 'Oxford Cryostream 1000' _diffrn_measurement_bruker_total_exposure_time 7380.0 _diffrn_reflns_bruker_av_norm_i 8548.741 _diffrn_reflns_bruker_number_gt 22691 _computing_bruker_data_scaling 'SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction' _geom_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; _shelx_res_file ; TITL pk01_a.res in Cc pk01_a.res created by SHELXL-2019/3 at 08:30:30 on 21-Aug-2025 REM Old TITL pk01 in Cc REM SHELXT solution in Cc: R1 0.064, Rweak 0.021, Alpha 0.002 REM 1.457 for 82 systematic absences, Orientation as input REM Flack x = 0.037 ( 0.013 ) from 1348 Parsons' quotients REM Formula found by SHELXT: C16 N3 S CELL 0.71073 14.3690 9.8569 11.8471 90.000 126.062 90.000 ZERR 4.000 0.0004 0.0003 0.0006 0.000 0.001 0.000 LATT -7 SYMM X, -Y, 1/2+Z SFAC C H N O S UNIT 64 44 12 0 4 DELU 0.001 0.001 C10 C11 C12 C13 S1 TEMP -163.150 SIZE 0.179 0.186 0.269 L.S. 10 BOND $H CONF ACTA LIST 6 FMAP 2 PLAN 5 WGHT 0.054200 0.614700 FVAR 0.49152 C1 1 0.461165 0.183071 0.623402 11.00000 0.01309 0.01088 = 0.01736 0.00135 0.00980 -0.00026 C2 1 0.524540 0.222430 0.764583 11.00000 0.01916 0.01361 = 0.01898 -0.00047 0.01086 -0.00087 AFIX 43 H2 2 0.537735 0.315579 0.790017 11.00000 -1.20000 AFIX 0 C3 1 0.567202 0.122092 0.865531 11.00000 0.02169 0.01779 = 0.01755 0.00107 0.00958 -0.00061 AFIX 43 H3 2 0.609486 0.146964 0.961166 11.00000 -1.20000 AFIX 0 C4 1 0.548768 -0.016519 0.828383 11.00000 0.01948 0.01752 = 0.02275 0.00626 0.01039 0.00054 AFIX 43 H4 2 0.578680 -0.083039 0.899809 11.00000 -1.20000 AFIX 0 C5 1 0.488480 -0.057912 0.691132 11.00000 0.01805 0.01158 = 0.02453 0.00221 0.01239 -0.00070 H1 2 0.469902 -0.144786 0.658817 11.00000 -1.50000 C6 1 0.444941 0.043209 0.589514 11.00000 0.01556 0.01145 = 0.02008 -0.00071 0.01178 -0.00065 C7 1 0.352075 0.161492 0.389315 11.00000 0.02206 0.01126 = 0.01776 -0.00011 0.01208 -0.00204 AFIX 43 H7 2 0.306727 0.181012 0.292212 11.00000 -1.20000 AFIX 0 C8 1 0.401384 0.256616 0.494131 11.00000 0.01558 0.00962 = 0.01576 0.00125 0.01036 0.00011 C9 1 0.407338 0.408182 0.487288 11.00000 0.01530 0.00925 = 0.01522 0.00156 0.00968 0.00074 H1A 2 0.405603 0.449471 0.564085 11.00000 -1.50000 C10 1 0.519232 0.450888 0.512878 11.00000 0.01488 0.00999 = 0.01452 0.00048 0.00819 -0.00138 C11 1 0.572831 0.386615 0.455991 11.00000 0.00904 0.01993 = 0.02274 0.00320 0.00759 -0.00229 AFIX 43 H11 2 0.543985 0.309978 0.395840 11.00000 -1.20000 AFIX 0 C12 1 0.677760 0.458117 0.505653 11.00000 0.01477 0.02617 = 0.02300 -0.00064 0.01078 -0.00084 AFIX 43 H12 2 0.727006 0.432875 0.480333 11.00000 -1.20000 AFIX 0 C13 1 0.700932 0.564316 0.591389 11.00000 0.01524 0.02045 = 0.02025 0.00192 0.00856 -0.00419 AFIX 43 H13 2 0.767026 0.620470 0.631654 11.00000 -1.20000 AFIX 0 C14 1 0.301069 0.468420 0.347885 11.00000 0.01462 0.01249 = 0.02259 0.00227 0.01063 0.00105 AFIX 13 H14 2 0.229185 0.433932 0.333087 11.00000 -1.20000 AFIX 0 C15 1 0.302067 0.617651 0.355511 11.00000 0.01843 0.01639 = 0.02193 0.00502 0.01006 0.00309 C16 1 0.299312 0.430912 0.226302 11.00000 0.01837 0.01715 = 0.01821 0.00331 0.00709 -0.00146 N1 3 0.378521 0.033693 0.446713 11.00000 0.02465 0.00815 = 0.02068 -0.00229 0.01452 -0.00247 H5 2 0.354752 -0.031460 0.404818 11.00000 -1.50000 N2 3 0.306623 0.733888 0.363367 11.00000 0.02668 0.01776 = 0.02911 0.00569 0.01426 0.00441 N3 3 0.300072 0.402485 0.132749 11.00000 0.03458 0.03069 = 0.01770 0.00023 0.01147 -0.00525 S1 5 0.597633 0.585393 0.618559 11.00000 0.02073 0.01795 = 0.02355 -0.00361 0.01219 -0.00423 HKLF 4 REM pk01_a.res in Cc REM wR2 = 0.0848, GooF = S = 1.081, Restrained GooF = 1.108 for all data REM R1 = 0.0304 for 3322 Fo > 4sig(Fo) and 0.0307 for all 3355 data REM 190 parameters refined using 12 restraints END WGHT 0.0542 0.6149 REM Highest difference peak 0.500, deepest hole -0.275, 1-sigma level 0.053 Q1 1 0.4331 0.2263 0.5576 11.00000 0.05 0.31 Q2 1 0.3977 0.3244 0.4813 11.00000 0.05 0.25 Q3 1 0.3818 0.2188 0.4388 11.00000 0.05 0.23 Q4 1 0.4513 0.1150 0.6041 11.00000 0.05 0.22 Q5 1 0.4888 0.2114 0.6942 11.00000 0.05 0.20 ; _shelx_res_checksum 46936 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' 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 C1 C 0.46117(16) 0.18307(19) 0.6234(2) 0.0133(3) Uani 1 1 d . . . . . C2 C 0.52454(18) 0.2224(2) 0.7646(2) 0.0175(4) Uani 1 1 d . . . . . H2 H 0.537735 0.315579 0.790017 0.021 Uiso 1 1 calc R U . . . C3 C 0.56720(19) 0.1221(2) 0.8655(2) 0.0202(4) Uani 1 1 d . . . . . H3 H 0.609486 0.146964 0.961166 0.024 Uiso 1 1 calc R U . . . C4 C 0.54877(19) -0.0165(2) 0.8284(2) 0.0211(4) Uani 1 1 d . . . . . H4 H 0.578680 -0.083039 0.899809 0.025 Uiso 1 1 calc R U . . . C5 C 0.48848(19) -0.0579(2) 0.6911(2) 0.0181(4) Uani 1 1 d . . . . . H1 H 0.470(3) -0.145(4) 0.659(3) 0.027 Uiso 1 1 d . U . . . C6 C 0.44494(17) 0.0432(2) 0.5895(2) 0.0149(4) Uani 1 1 d . . . . . C7 C 0.35208(18) 0.1615(2) 0.3893(2) 0.0168(4) Uani 1 1 d . . . . . H7 H 0.306727 0.181012 0.292212 0.020 Uiso 1 1 calc R U . . . C8 C 0.40138(16) 0.25662(19) 0.49413(19) 0.0130(3) Uani 1 1 d . . . . . C9 C 0.40734(17) 0.40818(18) 0.4873(2) 0.0128(4) Uani 1 1 d . . . . . H1A H 0.406(3) 0.449(3) 0.564(3) 0.019 Uiso 1 1 d . U . . . C10 C 0.51923(17) 0.45089(19) 0.5129(2) 0.0134(3) Uani 1 1 d . U . . . C11 C 0.57283(17) 0.3866(2) 0.4560(2) 0.0183(4) Uani 1 1 d . U . . . H11 H 0.543985 0.309978 0.395840 0.022 Uiso 1 1 calc R U . . . C12 C 0.67776(18) 0.4581(2) 0.5057(2) 0.0215(4) Uani 1 1 d . U . . . H12 H 0.727006 0.432875 0.480333 0.026 Uiso 1 1 calc R U . . . C13 C 0.70093(18) 0.5643(2) 0.5914(2) 0.0198(4) Uani 1 1 d . U . . . H13 H 0.767026 0.620470 0.631654 0.024 Uiso 1 1 calc R U . . . C14 C 0.30107(17) 0.4684(2) 0.3479(2) 0.0168(4) Uani 1 1 d . . . . . H14 H 0.229185 0.433932 0.333087 0.020 Uiso 1 1 calc R U . . . C15 C 0.30207(19) 0.6177(2) 0.3555(2) 0.0200(4) Uani 1 1 d . . . . . C16 C 0.29931(19) 0.4309(2) 0.2263(2) 0.0201(4) Uani 1 1 d . . . . . N1 N 0.37852(16) 0.03369(18) 0.44671(19) 0.0171(3) Uani 1 1 d . . . . . H5 H 0.355(3) -0.031(4) 0.405(3) 0.026 Uiso 1 1 d . U . . . N2 N 0.30662(18) 0.7339(2) 0.3634(2) 0.0258(4) Uani 1 1 d . . . . . N3 N 0.3001(2) 0.4025(2) 0.1327(2) 0.0300(5) Uani 1 1 d . . . . . S1 S 0.59763(4) 0.58539(5) 0.61856(5) 0.02125(14) Uani 1 1 d . 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 C1 0.0131(8) 0.0109(8) 0.0174(8) 0.0014(7) 0.0098(7) -0.0003(6) C2 0.0192(9) 0.0136(9) 0.0190(9) -0.0005(8) 0.0109(8) -0.0009(7) C3 0.0217(10) 0.0178(9) 0.0175(9) 0.0011(8) 0.0096(8) -0.0006(8) C4 0.0195(9) 0.0175(10) 0.0228(10) 0.0063(8) 0.0104(8) 0.0005(8) C5 0.0181(9) 0.0116(8) 0.0245(10) 0.0022(8) 0.0124(8) -0.0007(7) C6 0.0156(9) 0.0114(8) 0.0201(9) -0.0007(7) 0.0118(8) -0.0007(7) C7 0.0221(9) 0.0113(8) 0.0178(9) -0.0001(7) 0.0121(8) -0.0020(7) C8 0.0156(8) 0.0096(8) 0.0158(9) 0.0013(7) 0.0104(7) 0.0001(7) C9 0.0153(9) 0.0093(8) 0.0152(8) 0.0016(6) 0.0097(8) 0.0007(6) C10 0.0149(8) 0.0100(7) 0.0145(8) 0.0005(6) 0.0082(7) -0.0014(6) C11 0.0090(8) 0.0199(9) 0.0227(9) 0.0032(7) 0.0076(7) -0.0023(7) C12 0.0148(9) 0.0262(11) 0.0230(10) -0.0006(8) 0.0108(8) -0.0008(7) C13 0.0152(9) 0.0205(9) 0.0203(10) 0.0019(7) 0.0086(8) -0.0042(7) C14 0.0146(9) 0.0125(9) 0.0226(9) 0.0023(7) 0.0106(8) 0.0011(7) C15 0.0184(10) 0.0164(10) 0.0219(9) 0.0050(8) 0.0101(8) 0.0031(8) C16 0.0184(9) 0.0171(9) 0.0182(9) 0.0033(8) 0.0071(8) -0.0015(8) N1 0.0247(9) 0.0081(8) 0.0207(8) -0.0023(7) 0.0145(7) -0.0025(6) N2 0.0267(10) 0.0178(9) 0.0291(10) 0.0057(8) 0.0143(9) 0.0044(8) N3 0.0346(12) 0.0307(11) 0.0177(9) 0.0002(8) 0.0115(9) -0.0052(9) S1 0.0207(2) 0.0179(2) 0.0235(2) -0.0036(2) 0.0122(2) -0.0042(2) 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 C2 C1 C6 119.22(17) . . ? C2 C1 C8 133.66(18) . . ? C6 C1 C8 107.09(17) . . ? C3 C2 C1 118.45(19) . . ? C3 C2 H2 120.8 . . ? C1 C2 H2 120.8 . . ? C2 C3 C4 121.0(2) . . ? C2 C3 H3 119.5 . . ? C4 C3 H3 119.5 . . ? C5 C4 C3 121.7(2) . . ? C5 C4 H4 119.1 . . ? C3 C4 H4 119.1 . . ? C4 C5 C6 117.21(19) . . ? C4 C5 H1 127(2) . . ? C6 C5 H1 116(2) . . ? N1 C6 C5 130.42(19) . . ? N1 C6 C1 107.17(17) . . ? C5 C6 C1 122.36(18) . . ? C8 C7 N1 109.45(18) . . ? C8 C7 H7 125.3 . . ? N1 C7 H7 125.3 . . ? C7 C8 C1 106.62(17) . . ? C7 C8 C9 130.23(18) . . ? C1 C8 C9 122.88(17) . . ? C8 C9 C10 110.75(16) . . ? C8 C9 C14 112.57(16) . . ? C10 C9 C14 111.64(15) . . ? C8 C9 H1A 108.7(18) . . ? C10 C9 H1A 107.1(18) . . ? C14 C9 H1A 105.8(17) . . ? C11 C10 C9 125.80(18) . . ? C11 C10 S1 112.40(15) . . ? C9 C10 S1 121.80(14) . . ? C10 C11 C12 108.3(2) . . ? C10 C11 H11 125.8 . . ? C12 C11 H11 125.8 . . ? C13 C12 C11 114.9(2) . . ? C13 C12 H12 122.6 . . ? C11 C12 H12 122.6 . . ? C12 C13 S1 112.20(16) . . ? C12 C13 H13 123.9 . . ? S1 C13 H13 123.9 . . ? C16 C14 C15 107.73(18) . . ? C16 C14 C9 112.44(17) . . ? C15 C14 C9 110.26(17) . . ? C16 C14 H14 108.8 . . ? C15 C14 H14 108.8 . . ? C9 C14 H14 108.8 . . ? N2 C15 C14 177.8(2) . . ? N3 C16 C14 178.7(3) . . ? C6 N1 C7 109.67(17) . . ? C6 N1 H5 126(2) . . ? C7 N1 H5 124(2) . . ? C13 S1 C10 92.22(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 C1 C2 1.409(3) . ? C1 C6 1.416(3) . ? C1 C8 1.435(3) . ? C2 C3 1.386(3) . ? C2 H2 0.9500 . ? C3 C4 1.412(3) . ? C3 H3 0.9500 . ? C4 C5 1.379(3) . ? C4 H4 0.9500 . ? C5 C6 1.396(3) . ? C5 H1 0.91(3) . ? C6 N1 1.371(3) . ? C7 C8 1.374(3) . ? C7 N1 1.375(3) . ? C7 H7 0.9500 . ? C8 C9 1.501(2) . ? C9 C10 1.510(3) . ? C9 C14 1.563(3) . ? C9 H1A 1.01(3) . ? C10 C11 1.435(3) . ? C10 S1 1.713(2) . ? C11 C12 1.439(3) . ? C11 H11 0.9500 . ? C12 C13 1.357(3) . ? C12 H12 0.9500 . ? C13 S1 1.707(2) . ? C13 H13 0.9500 . ? C14 C16 1.473(3) . ? C14 C15 1.473(3) . ? C14 H14 1.0000 . ? C15 N2 1.148(3) . ? C16 N3 1.149(4) . ? N1 H5 0.76(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 C6 C1 C2 C3 -1.1(3) . . . . ? C8 C1 C2 C3 176.8(2) . . . . ? C1 C2 C3 C4 0.6(3) . . . . ? C2 C3 C4 C5 0.3(3) . . . . ? C3 C4 C5 C6 -0.7(3) . . . . ? C4 C5 C6 N1 -176.9(2) . . . . ? C4 C5 C6 C1 0.2(3) . . . . ? C2 C1 C6 N1 178.40(17) . . . . ? C8 C1 C6 N1 0.0(2) . . . . ? C2 C1 C6 C5 0.7(3) . . . . ? C8 C1 C6 C5 -177.69(18) . . . . ? N1 C7 C8 C1 -0.3(2) . . . . ? N1 C7 C8 C9 173.75(19) . . . . ? C2 C1 C8 C7 -177.9(2) . . . . ? C6 C1 C8 C7 0.2(2) . . . . ? C2 C1 C8 C9 7.5(3) . . . . ? C6 C1 C8 C9 -174.37(17) . . . . ? C7 C8 C9 C10 -95.2(3) . . . . ? C1 C8 C9 C10 78.0(2) . . . . ? C7 C8 C9 C14 30.6(3) . . . . ? C1 C8 C9 C14 -156.25(18) . . . . ? C8 C9 C10 C11 42.7(3) . . . . ? C14 C9 C10 C11 -83.6(2) . . . . ? C8 C9 C10 S1 -136.65(15) . . . . ? C14 C9 C10 S1 97.06(19) . . . . ? C9 C10 C11 C12 180.00(18) . . . . ? S1 C10 C11 C12 -0.6(2) . . . . ? C10 C11 C12 C13 0.3(3) . . . . ? C11 C12 C13 S1 0.1(3) . . . . ? C8 C9 C14 C16 -68.5(2) . . . . ? C10 C9 C14 C16 56.7(2) . . . . ? C8 C9 C14 C15 171.21(17) . . . . ? C10 C9 C14 C15 -63.5(2) . . . . ? C5 C6 N1 C7 177.3(2) . . . . ? C1 C6 N1 C7 -0.1(2) . . . . ? C8 C7 N1 C6 0.2(2) . . . . ? C12 C13 S1 C10 -0.42(17) . . . . ? C11 C10 S1 C13 0.61(16) . . . . ? C9 C10 S1 C13 -179.99(16) . . . . ? loop_ _bruker_diffrn_runs_axis _bruker_diffrn_runs_distance _bruker_diffrn_runs_theta _bruker_diffrn_runs_omega _bruker_diffrn_runs_phi _bruker_diffrn_runs_chi _bruker_diffrn_runs_width _bruker_diffrn_runs_images _bruker_diffrn_runs_time _bruker_diffrn_runs_wavelength _bruker_diffrn_runs_voltage _bruker_diffrn_runs_current _bruker_diffrn_runs_temperature Phi 40.0 0.0 0.0 0.0 54.74 1.0 180 1.0 0.71073 50.0 1.4 109.94999999999999 Phi 40.0 0.0 0.0 180.0 54.74 1.0 180 1.0 0.71073 50.0 1.4 109.94999999999999 Phi 40.0 3.195 4.431 -152.283 -44.5 0.5 449 6.0 0.71073 50.0 1.4 109.94999999999999 Phi 40.0 3.195 -89.678 -76.0 24.0 0.5 480 6.0 0.71073 50.0 1.4 109.94999999999999 Omega 40.0 3.195 5.463 0.0 -44.5 0.5 211 6.0 0.71073 50.0 1.4 109.94999999999999