#------------------------------------------------------------------------------ #$Date: 2024-05-24 01:11:07 +0300 (Fri, 24 May 2024) $ #$Revision: 292006 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/17/1571702.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_1571702 loop_ _publ_author_name 'He, Rongxing' 'Zhou, Lei' 'Li, Kailei' 'Chang, Yuanyuan' 'yao, Yuan' 'peng, Yuqi' 'Li, Ming' _publ_section_title ; High-efficiency of color-tunable ultralong room-temperature phosphorescence from organic-inorganic metal halides by synergistic inter/intramolecular interactions ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/D4SC01630K _journal_year 2024 _chemical_formula_moiety 'Br4 Zn, 2(C8 H10 N O), H2 O' _chemical_formula_sum 'C16 H22 Br4 N2 O3 Zn' _chemical_formula_weight 675.36 _chemical_name_common A2ZnBr4,H2O _chemical_name_systematic A2ZnBr4,H2O _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' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary dual _audit_creation_date 2023-09-09 _audit_creation_method ; Olex2 1.5 (compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498) ; _audit_update_record ; 2023-12-27 deposited with the CCDC. 2024-05-21 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 101.8150(10) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 7.5012(2) _cell_length_b 17.0754(4) _cell_length_c 17.8494(6) _cell_measurement_reflns_used 9835 _cell_measurement_temperature 193.00 _cell_measurement_theta_max 27.45 _cell_measurement_theta_min 2.62 _cell_volume 2237.82(11) _computing_cell_refinement 'SAINT V8.40B (Bruker, 2019)' _computing_data_collection 'APEX5 V2022.08-RC130 (Bruker, 2023)' _computing_data_reduction 'SAINT V8.40B (Bruker, 2019)' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2019/3 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 193.00 _diffrn_detector CPAD _diffrn_detector_area_resol_mean 7.41 _diffrn_detector_type 'Bruker PHOTON III' _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'Bruker D8 VENTURE dual wavelength Mo/Cu' _diffrn_measurement_method '\w and \f scans' _diffrn_radiation_monochromator 'Helios Multi-layer Optic' _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0669 _diffrn_reflns_av_unetI/netI 0.0284 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.997 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_number 66056 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.997 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.480 _diffrn_reflns_theta_min 2.619 _diffrn_source 'microfocus sealed X-ray tube' _diffrn_source_current 1.4 _diffrn_source_power 0.07 _diffrn_source_type 'Incoatec I\ms DIAMOND' _diffrn_source_voltage 50.0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 8.257 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_correction_T_min 0.5023 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0898 before and 0.0617 after correction. The Ratio of minimum to maximum transmission is 0.6737. The \l/2 correction factor is Not present. ; _exptl_crystal_density_diffrn 2.005 _exptl_crystal_description block _exptl_crystal_F_000 1304 _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.1 _refine_diff_density_max 0.369 _refine_diff_density_min -0.591 _refine_diff_density_rms 0.085 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 242 _refine_ls_number_reflns 5123 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.051 _refine_ls_R_factor_all 0.0263 _refine_ls_R_factor_gt 0.0209 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0211P)^2^+0.7796P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0475 _refine_ls_wR_factor_ref 0.0492 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4489 _reflns_number_total 5123 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4sc01630k2.cif _cod_data_source_block mo_230909_ys_yshz045910_0m _cod_depositor_comments ; The following automatic conversions were performed: data item '_diffrn_radiation_probe' value 'X-ray' was changed to 'x-ray' 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_database_code 1571702 _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. ; _shelx_estimated_absorpt_t_max 0.492 _shelx_estimated_absorpt_t_min 0.413 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All N(H,H,H) groups At 1.5 times of: All C(H,H,H) groups, All O(H,H) groups 2.a Free rotating group: O3(H3A,H3B) 2.b Aromatic/amide H refined with riding coordinates: C7(H7), C6(H6), C4(H4), C5(H5), C15(H15), C12(H12), C13(H13), C14(H14) 2.c Idealised Me refined as rotating group: N1(H1A,H1B,H1C), N2(H2A,H2B,H2C), C1(H1D,H1E,H1F), C9(H9A,H9B,H9C) ; _shelx_res_file ; TITL mo_230909_ys_yshz045910_0m_a.res in P2(1)/c mo_230909_ys_yshz045910_0m.res created by SHELXL-2019/3 at 21:27:14 on 09-Sep-2023 REM Old TITL mo_230909_YS_YSHZ045910_0m in P2(1)/c REM SHELXT solution in P2(1)/c: R1 0.104, Rweak 0.005, Alpha 0.022 REM 0.522 for 172 systematic absences, Orientation as input REM Formula found by SHELXT: C16 N2 O3 Br5 CELL 0.71073 7.5012 17.0754 17.8494 90 101.815 90 ZERR 4 0.0002 0.0004 0.0006 0 0.001 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H Br N O Zn UNIT 64 88 16 8 12 4 L.S. 10 0 0 PLAN 8 SIZE 0.1 0.12 0.13 TEMP -80.15 CONF BOND list 4 MORE -1 BOND $H fmap 2 53 ACTA SIZE 0.1 0.12 0.13 REM REM REM WGHT 0.021100 0.779600 FVAR 0.31203 BR3 3 0.469614 0.756269 0.201512 11.00000 0.02548 0.02628 = 0.02692 0.00377 -0.00143 0.00010 BR4 3 0.924195 0.828062 0.330670 11.00000 0.02897 0.02536 = 0.03713 -0.00343 0.00214 -0.00508 BR2 3 0.725464 0.619128 0.362491 11.00000 0.03448 0.03130 = 0.03902 0.01581 0.00671 0.00424 BR1 3 0.952010 0.653894 0.190710 11.00000 0.02994 0.05169 = 0.02690 -0.00988 0.00382 0.00620 ZN1 6 0.763407 0.715258 0.268483 11.00000 0.02322 0.02220 = 0.02505 0.00134 0.00344 -0.00012 O2 5 0.447321 0.823752 0.385913 11.00000 0.04043 0.02556 = 0.02700 -0.00032 0.00418 -0.01099 O1 5 0.309435 0.521530 0.311484 11.00000 0.04811 0.02727 = 0.02838 -0.00416 0.01222 -0.00222 N1 4 0.289913 0.672879 0.346229 11.00000 0.03079 0.01952 = 0.02115 0.00144 0.00386 -0.00346 AFIX 137 H1A 2 0.194424 0.664443 0.306529 11.00000 -1.20000 H1B 2 0.390922 0.648711 0.336529 11.00000 -1.20000 H1C 2 0.311082 0.725238 0.351866 11.00000 -1.20000 AFIX 0 N2 4 0.516797 0.941375 0.295709 11.00000 0.03578 0.02215 = 0.02331 0.00166 0.00708 -0.00090 AFIX 137 H2A 2 0.566167 0.963917 0.258464 11.00000 -1.20000 H2B 2 0.394934 0.951015 0.286362 11.00000 -1.20000 H2C 2 0.536226 0.888760 0.296014 11.00000 -1.20000 AFIX 6 O3 5 0.150035 0.964894 0.254214 11.00000 0.04098 0.04073 = 0.07259 0.01598 0.01186 -0.00488 H3A 2 0.123607 1.011393 0.268715 11.00000 -1.50000 H3B 2 0.087400 0.930042 0.273338 11.00000 -1.50000 AFIX 0 C8 1 0.246912 0.641054 0.416738 11.00000 0.01994 0.02279 = 0.01924 0.00044 0.00041 -0.00375 C3 1 0.250643 0.560115 0.431149 11.00000 0.02164 0.02216 = 0.02246 0.00038 0.00192 -0.00127 C10 1 0.571894 0.845980 0.437004 11.00000 0.03336 0.02199 = 0.02237 -0.00159 0.00968 -0.00225 C16 1 0.602496 0.974372 0.370464 11.00000 0.02802 0.02114 = 0.02507 -0.00236 0.00862 -0.00125 C2 1 0.287353 0.500905 0.374754 11.00000 0.02224 0.02368 = 0.02921 -0.00154 0.00400 -0.00116 C7 1 0.205605 0.693859 0.469086 11.00000 0.02711 0.02209 = 0.02698 -0.00402 0.00136 -0.00208 AFIX 43 H7 2 0.202351 0.748311 0.457970 11.00000 -1.20000 AFIX 0 C11 1 0.635810 0.928625 0.436957 11.00000 0.02306 0.02067 = 0.02596 -0.00186 0.00581 -0.00150 C6 1 0.168699 0.667696 0.538079 11.00000 0.02916 0.03581 = 0.02419 -0.00788 0.00510 -0.00297 AFIX 43 H6 2 0.138173 0.704053 0.573732 11.00000 -1.20000 AFIX 0 C4 1 0.215181 0.535736 0.501338 11.00000 0.03137 0.02768 = 0.02908 0.00573 0.00609 -0.00215 AFIX 43 H4 2 0.217601 0.481382 0.512861 11.00000 -1.20000 AFIX 0 C5 1 0.176626 0.588631 0.554528 11.00000 0.03477 0.04160 = 0.02134 0.00154 0.00791 -0.00371 AFIX 43 H5 2 0.155630 0.570569 0.602315 11.00000 -1.20000 AFIX 0 C15 1 0.654595 1.051791 0.371789 11.00000 0.04666 0.02204 = 0.03486 -0.00088 0.01731 -0.00453 AFIX 43 H15 2 0.630941 1.081968 0.326112 11.00000 -1.20000 AFIX 0 C12 1 0.726515 0.963579 0.504773 11.00000 0.02887 0.02927 = 0.02913 -0.00478 0.00556 -0.00158 AFIX 43 H12 2 0.753116 0.933525 0.550494 11.00000 -1.20000 AFIX 0 C1 1 0.297311 0.416117 0.396039 11.00000 0.05300 0.02190 = 0.05091 0.00352 0.02132 0.00510 AFIX 137 H1D 2 0.179635 0.399121 0.406086 11.00000 -1.50000 H1E 2 0.392200 0.408404 0.442105 11.00000 -1.50000 H1F 2 0.326627 0.385239 0.353880 11.00000 -1.50000 AFIX 0 C13 1 0.778500 1.041866 0.506299 11.00000 0.03644 0.03589 = 0.03658 -0.01625 0.00693 -0.00848 AFIX 43 H13 2 0.839212 1.065097 0.552938 11.00000 -1.20000 AFIX 0 C14 1 0.742007 1.085467 0.440405 11.00000 0.05152 0.02151 = 0.04901 -0.00978 0.02048 -0.01197 AFIX 43 H14 2 0.776700 1.139035 0.441667 11.00000 -1.20000 AFIX 0 C9 1 0.659482 0.791986 0.499548 11.00000 0.05850 0.02816 = 0.03120 0.00481 -0.00090 -0.00071 AFIX 137 H9A 2 0.615823 0.804196 0.546343 11.00000 -1.50000 H9B 2 0.791988 0.798568 0.508982 11.00000 -1.50000 H9C 2 0.628145 0.737741 0.484385 11.00000 -1.50000 AFIX 0 HKLF 4 REM mo_230909_ys_yshz045910_0m_a.res in P2(1)/c REM wR2 = 0.0492, GooF = S = 1.051, Restrained GooF = 1.051 for all data REM R1 = 0.0209 for 4489 Fo > 4sig(Fo) and 0.0263 for all 5123 data REM 242 parameters refined using 0 restraints END WGHT 0.0211 0.7795 REM Highest difference peak 0.369, deepest hole -0.591, 1-sigma level 0.085 Q1 1 0.1628 0.9779 0.3028 11.00000 0.05 0.37 Q2 1 0.9646 0.7004 0.1838 11.00000 0.05 0.32 Q3 1 0.2304 0.5967 0.4240 11.00000 0.05 0.31 Q4 1 0.6034 0.8189 0.4742 11.00000 0.05 0.31 Q5 1 0.1185 0.6389 0.2371 11.00000 0.05 0.29 Q6 1 0.7311 0.8362 0.3192 11.00000 0.05 0.29 Q7 1 0.5980 0.8863 0.4326 11.00000 0.05 0.28 Q8 1 0.4190 0.6796 0.1978 11.00000 0.05 0.28 ; _shelx_res_checksum 19584 _olex2_submission_special_instructions 'No special instructions were received' _site XU 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 _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Br3 Br 0.46961(3) 0.75627(2) 0.20151(2) 0.02720(6) Uani 1 1 d . . . . . Br4 Br 0.92419(3) 0.82806(2) 0.33067(2) 0.03114(6) Uani 1 1 d . . . . . Br2 Br 0.72546(3) 0.61913(2) 0.36249(2) 0.03505(6) Uani 1 1 d . . . . . Br1 Br 0.95201(3) 0.65389(2) 0.19071(2) 0.03646(6) Uani 1 1 d . . . . . Zn1 Zn 0.76341(3) 0.71526(2) 0.26848(2) 0.02370(6) Uani 1 1 d . . . . . O2 O 0.4473(2) 0.82375(8) 0.38591(8) 0.0314(3) Uani 1 1 d . . . . . O1 O 0.3094(2) 0.52153(8) 0.31148(8) 0.0340(3) Uani 1 1 d . . . . . N1 N 0.2899(2) 0.67288(9) 0.34623(9) 0.0240(3) Uani 1 1 d . . . . . H1A H 0.194424 0.664443 0.306529 0.029 Uiso 1 1 calc R U . . . H1B H 0.390922 0.648711 0.336529 0.029 Uiso 1 1 calc R U . . . H1C H 0.311082 0.725238 0.351866 0.029 Uiso 1 1 calc R U . . . N2 N 0.5168(2) 0.94137(10) 0.29571(9) 0.0269(4) Uani 1 1 d . . . . . H2A H 0.566167 0.963917 0.258464 0.032 Uiso 1 1 calc R U . . . H2B H 0.394934 0.951015 0.286362 0.032 Uiso 1 1 calc R U . . . H2C H 0.536226 0.888760 0.296014 0.032 Uiso 1 1 calc R U . . . O3 O 0.1500(3) 0.96489(11) 0.25421(12) 0.0514(5) Uani 1 1 d G . . . . H3A H 0.123607 1.011393 0.268715 0.077 Uiso 1 1 d G U . . . H3B H 0.087400 0.930042 0.273338 0.077 Uiso 1 1 d G U . . . C8 C 0.2469(3) 0.64105(11) 0.41674(10) 0.0212(4) Uani 1 1 d . . . . . C3 C 0.2506(3) 0.56011(11) 0.43115(11) 0.0225(4) Uani 1 1 d . . . . . C10 C 0.5719(3) 0.84598(11) 0.43700(11) 0.0253(4) Uani 1 1 d . . . . . C16 C 0.6025(3) 0.97437(11) 0.37046(11) 0.0243(4) Uani 1 1 d . . . . . C2 C 0.2874(3) 0.50090(11) 0.37475(11) 0.0252(4) Uani 1 1 d . . . . . C7 C 0.2056(3) 0.69386(11) 0.46909(11) 0.0260(4) Uani 1 1 d . . . . . H7 H 0.202351 0.748311 0.457970 0.031 Uiso 1 1 calc R U . . . C11 C 0.6358(3) 0.92863(11) 0.43696(11) 0.0231(4) Uani 1 1 d . . . . . C6 C 0.1687(3) 0.66770(13) 0.53808(12) 0.0298(4) Uani 1 1 d . . . . . H6 H 0.138173 0.704053 0.573732 0.036 Uiso 1 1 calc R U . . . C4 C 0.2152(3) 0.53574(12) 0.50134(12) 0.0294(4) Uani 1 1 d . . . . . H4 H 0.217601 0.481382 0.512861 0.035 Uiso 1 1 calc R U . . . C5 C 0.1766(3) 0.58863(13) 0.55453(12) 0.0323(5) Uani 1 1 d . . . . . H5 H 0.155630 0.570569 0.602315 0.039 Uiso 1 1 calc R U . . . C15 C 0.6546(3) 1.05179(12) 0.37179(13) 0.0332(5) Uani 1 1 d . . . . . H15 H 0.630941 1.081968 0.326112 0.040 Uiso 1 1 calc R U . . . C12 C 0.7265(3) 0.96358(12) 0.50477(12) 0.0291(4) Uani 1 1 d . . . . . H12 H 0.753116 0.933525 0.550494 0.035 Uiso 1 1 calc R U . . . C1 C 0.2973(4) 0.41612(13) 0.39604(15) 0.0404(6) Uani 1 1 d . . . . . H1D H 0.179635 0.399121 0.406086 0.061 Uiso 1 1 calc R U . . . H1E H 0.392200 0.408404 0.442105 0.061 Uiso 1 1 calc R U . . . H1F H 0.326627 0.385239 0.353880 0.061 Uiso 1 1 calc R U . . . C13 C 0.7785(3) 1.04187(13) 0.50630(13) 0.0364(5) Uani 1 1 d . . . . . H13 H 0.839212 1.065097 0.552938 0.044 Uiso 1 1 calc R U . . . C14 C 0.7420(3) 1.08547(13) 0.44041(14) 0.0392(5) Uani 1 1 d . . . . . H14 H 0.776700 1.139035 0.441667 0.047 Uiso 1 1 calc R U . . . C9 C 0.6595(4) 0.79199(13) 0.49955(13) 0.0407(6) Uani 1 1 d . . . . . H9A H 0.615823 0.804196 0.546343 0.061 Uiso 1 1 calc R U . . . H9B H 0.791988 0.798568 0.508982 0.061 Uiso 1 1 calc R U . . . H9C H 0.628145 0.737741 0.484385 0.061 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 Br3 0.02548(10) 0.02628(10) 0.02692(10) 0.00377(7) -0.00143(8) 0.00010(7) Br4 0.02897(11) 0.02536(11) 0.03713(12) -0.00343(8) 0.00214(9) -0.00508(8) Br2 0.03448(12) 0.03130(12) 0.03902(13) 0.01581(9) 0.00671(9) 0.00424(9) Br1 0.02994(12) 0.05169(14) 0.02690(11) -0.00988(9) 0.00382(9) 0.00620(9) Zn1 0.02322(12) 0.02220(11) 0.02505(12) 0.00134(8) 0.00344(9) -0.00012(8) O2 0.0404(9) 0.0256(7) 0.0270(7) -0.0003(6) 0.0042(6) -0.0110(6) O1 0.0481(9) 0.0273(8) 0.0284(8) -0.0042(6) 0.0122(7) -0.0022(7) N1 0.0308(9) 0.0195(8) 0.0212(8) 0.0014(6) 0.0039(7) -0.0035(6) N2 0.0358(10) 0.0222(8) 0.0233(8) 0.0017(6) 0.0071(7) -0.0009(7) O3 0.0410(10) 0.0407(10) 0.0726(13) 0.0160(9) 0.0119(9) -0.0049(8) C8 0.0199(9) 0.0228(9) 0.0192(9) 0.0004(7) 0.0004(7) -0.0038(7) C3 0.0216(9) 0.0222(9) 0.0225(9) 0.0004(7) 0.0019(7) -0.0013(7) C10 0.0334(11) 0.0220(9) 0.0224(9) -0.0016(7) 0.0097(8) -0.0023(8) C16 0.0280(10) 0.0211(9) 0.0251(10) -0.0024(7) 0.0086(8) -0.0013(8) C2 0.0222(9) 0.0237(9) 0.0292(10) -0.0015(8) 0.0040(8) -0.0012(8) C7 0.0271(10) 0.0221(9) 0.0270(10) -0.0040(7) 0.0014(8) -0.0021(8) C11 0.0231(9) 0.0207(9) 0.0260(10) -0.0019(7) 0.0058(8) -0.0015(7) C6 0.0292(11) 0.0358(11) 0.0242(10) -0.0079(8) 0.0051(8) -0.0030(9) C4 0.0314(11) 0.0277(10) 0.0291(11) 0.0057(8) 0.0061(9) -0.0022(8) C5 0.0348(12) 0.0416(12) 0.0213(10) 0.0015(8) 0.0079(9) -0.0037(9) C15 0.0467(13) 0.0220(10) 0.0349(12) -0.0009(8) 0.0173(10) -0.0045(9) C12 0.0289(11) 0.0293(10) 0.0291(11) -0.0048(8) 0.0056(8) -0.0016(8) C1 0.0530(15) 0.0219(10) 0.0509(14) 0.0035(10) 0.0213(12) 0.0051(10) C13 0.0364(12) 0.0359(12) 0.0366(12) -0.0162(10) 0.0069(10) -0.0085(10) C14 0.0515(15) 0.0215(10) 0.0490(14) -0.0098(9) 0.0205(12) -0.0120(10) C9 0.0585(16) 0.0282(11) 0.0312(12) 0.0048(9) -0.0009(11) -0.0007(11) 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' Br Br -0.2901 2.4595 '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' Zn Zn 0.2839 1.4301 '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 Br3 Zn1 Br4 108.587(11) . . ? Br3 Zn1 Br2 108.696(11) . . ? Br3 Zn1 Br1 115.401(12) . . ? Br2 Zn1 Br4 110.025(12) . . ? Br2 Zn1 Br1 105.774(12) . . ? Br1 Zn1 Br4 108.279(12) . . ? H1A N1 H1B 109.5 . . ? H1A N1 H1C 109.5 . . ? H1B N1 H1C 109.5 . . ? C8 N1 H1A 109.5 . . ? C8 N1 H1B 109.5 . . ? C8 N1 H1C 109.5 . . ? H2A N2 H2B 109.5 . . ? H2A N2 H2C 109.5 . . ? H2B N2 H2C 109.5 . . ? C16 N2 H2A 109.5 . . ? C16 N2 H2B 109.5 . . ? C16 N2 H2C 109.5 . . ? H3A O3 H3B 109.5 . . ? C3 C8 N1 121.47(17) . . ? C7 C8 N1 117.31(17) . . ? C7 C8 C3 121.20(18) . . ? C8 C3 C2 122.87(17) . . ? C4 C3 C8 117.20(18) . . ? C4 C3 C2 119.92(18) . . ? O2 C10 C11 119.31(18) . . ? O2 C10 C9 121.16(18) . . ? C11 C10 C9 119.53(18) . . ? C11 C16 N2 121.65(17) . . ? C15 C16 N2 116.96(18) . . ? C15 C16 C11 121.35(19) . . ? O1 C2 C3 120.35(18) . . ? O1 C2 C1 120.21(19) . . ? C3 C2 C1 119.44(18) . . ? C8 C7 H7 119.9 . . ? C8 C7 C6 120.22(19) . . ? C6 C7 H7 119.9 . . ? C16 C11 C10 121.82(17) . . ? C12 C11 C10 120.28(18) . . ? C12 C11 C16 117.87(18) . . ? C7 C6 H6 120.2 . . ? C5 C6 C7 119.67(19) . . ? C5 C6 H6 120.2 . . ? C3 C4 H4 119.1 . . ? C5 C4 C3 121.75(19) . . ? C5 C4 H4 119.1 . . ? C6 C5 C4 119.91(19) . . ? C6 C5 H5 120.0 . . ? C4 C5 H5 120.0 . . ? C16 C15 H15 120.2 . . ? C16 C15 C14 119.6(2) . . ? C14 C15 H15 120.2 . . ? C11 C12 H12 119.6 . . ? C13 C12 C11 120.9(2) . . ? C13 C12 H12 119.6 . . ? C2 C1 H1D 109.5 . . ? C2 C1 H1E 109.5 . . ? C2 C1 H1F 109.5 . . ? H1D C1 H1E 109.5 . . ? H1D C1 H1F 109.5 . . ? H1E C1 H1F 109.5 . . ? C12 C13 H13 120.0 . . ? C14 C13 C12 119.9(2) . . ? C14 C13 H13 120.0 . . ? C15 C14 H14 119.8 . . ? C13 C14 C15 120.4(2) . . ? C13 C14 H14 119.8 . . ? C10 C9 H9A 109.5 . . ? C10 C9 H9B 109.5 . . ? C10 C9 H9C 109.5 . . ? H9A C9 H9B 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? 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 Br3 Zn1 2.3869(3) . ? Br4 Zn1 2.4184(3) . ? Br2 Zn1 2.4055(3) . ? Br1 Zn1 2.4147(3) . ? O2 C10 1.225(3) . ? O1 C2 1.226(2) . ? N1 H1A 0.9100 . ? N1 H1B 0.9100 . ? N1 H1C 0.9100 . ? N1 C8 1.466(2) . ? N2 H2A 0.9100 . ? N2 H2B 0.9100 . ? N2 H2C 0.9100 . ? N2 C16 1.470(2) . ? O3 H3A 0.8705 . ? O3 H3B 0.8701 . ? C8 C3 1.405(3) . ? C8 C7 1.379(3) . ? C3 C2 1.492(3) . ? C3 C4 1.396(3) . ? C10 C11 1.490(3) . ? C10 C9 1.493(3) . ? C16 C11 1.400(3) . ? C16 C15 1.377(3) . ? C2 C1 1.495(3) . ? C7 H7 0.9500 . ? C7 C6 1.390(3) . ? C11 C12 1.395(3) . ? C6 H6 0.9500 . ? C6 C5 1.380(3) . ? C4 H4 0.9500 . ? C4 C5 1.383(3) . ? C5 H5 0.9500 . ? C15 H15 0.9500 . ? C15 C14 1.390(3) . ? C12 H12 0.9500 . ? C12 C13 1.391(3) . ? C1 H1D 0.9800 . ? C1 H1E 0.9800 . ? C1 H1F 0.9800 . ? C13 H13 0.9500 . ? C13 C14 1.371(3) . ? C14 H14 0.9500 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? 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 O2 C10 C11 C16 -20.7(3) . . . . ? O2 C10 C11 C12 157.1(2) . . . . ? N1 C8 C3 C2 -3.6(3) . . . . ? N1 C8 C3 C4 177.36(17) . . . . ? N1 C8 C7 C6 -178.15(18) . . . . ? N2 C16 C11 C10 -5.4(3) . . . . ? N2 C16 C11 C12 176.63(18) . . . . ? N2 C16 C15 C14 -177.8(2) . . . . ? C8 C3 C2 O1 -2.7(3) . . . . ? C8 C3 C2 C1 177.21(19) . . . . ? C8 C3 C4 C5 0.4(3) . . . . ? C8 C7 C6 C5 1.1(3) . . . . ? C3 C8 C7 C6 0.8(3) . . . . ? C3 C4 C5 C6 1.4(3) . . . . ? C10 C11 C12 C13 -176.63(19) . . . . ? C16 C11 C12 C13 1.3(3) . . . . ? C16 C15 C14 C13 0.8(4) . . . . ? C2 C3 C4 C5 -178.58(19) . . . . ? C7 C8 C3 C2 177.48(18) . . . . ? C7 C8 C3 C4 -1.5(3) . . . . ? C7 C6 C5 C4 -2.2(3) . . . . ? C11 C16 C15 C14 0.0(3) . . . . ? C11 C12 C13 C14 -0.6(3) . . . . ? C4 C3 C2 O1 176.28(19) . . . . ? C4 C3 C2 C1 -3.8(3) . . . . ? C15 C16 C11 C10 176.89(19) . . . . ? C15 C16 C11 C12 -1.0(3) . . . . ? C12 C13 C14 C15 -0.5(4) . . . . ? C9 C10 C11 C16 159.8(2) . . . . ? C9 C10 C11 C12 -22.3(3) . . . . ?