#------------------------------------------------------------------------------ #$Date: 2021-05-26 07:23:14 +0300 (Wed, 26 May 2021) $ #$Revision: 265496 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/29/7242915.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_7242915 loop_ _publ_author_name 'Choe, Solhye' 'Lee, Hyosun' 'Nayab, Saira' _publ_section_title ; Synthesis, structures, and catalytic efficiency in ring opening polymerization of rac-lactide with tridentate vs. bidentate cobalt(ii), zinc(ii), and cadmium(ii) complexes containing N-substituted N,N-bis((3,5-dimethyl-1H-pyrazol-1-yl)methyl)amine ligands ; _journal_issue 31 _journal_name_full 'RSC Advances' _journal_page_first 18840 _journal_page_last 18851 _journal_paper_doi 10.1039/D1RA02365A _journal_volume 11 _journal_year 2021 _chemical_formula_sum 'C17 H23 Cl2 N5 O Zn' _chemical_formula_weight 449.67 _space_group_crystal_system orthorhombic _space_group_IT_number 36 _space_group_name_Hall 'C 2c -2' _space_group_name_H-M_alt 'C m c 21' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2021-05-03 deposited with the CCDC. 2021-05-20 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 14.177(3) _cell_length_b 11.340(2) _cell_length_c 12.075(2) _cell_measurement_reflns_used 16161 _cell_measurement_temperature 98(2) _cell_measurement_theta_max 33.749 _cell_measurement_theta_min 0.401 _cell_volume 1941.3(6) _computing_cell_refinement 'HKL3000sm (Otwinowski & Minor, 1997)' _computing_data_collection 'PAL BL2D-SMDC Program (Shin et. al, 2016)' _computing_data_reduction 'HKL3000sm (Otwinowski & Minor, 1997)' _computing_molecular_graphics Diamond3.1 _computing_publication_material pubcif _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 98(2) _diffrn_measured_fraction_theta_full 0.974 _diffrn_measured_fraction_theta_max 0.855 _diffrn_measurement_device_type 'Rayonix MX225HS CCD area detector' _diffrn_measurement_method 'omega scan' _diffrn_radiation_type synchrotron _diffrn_radiation_wavelength 0.700 _diffrn_reflns_av_R_equivalents 0.0680 _diffrn_reflns_av_unetI/netI 0.0485 _diffrn_reflns_Laue_measured_fraction_full 0.974 _diffrn_reflns_Laue_measured_fraction_max 0.855 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 9446 _diffrn_reflns_point_group_measured_fraction_full 0.916 _diffrn_reflns_point_group_measured_fraction_max 0.797 _diffrn_reflns_theta_full 24.835 _diffrn_reflns_theta_max 33.651 _diffrn_reflns_theta_min 2.265 _diffrn_source 'PLSII 2D bending magnet' _exptl_absorpt_coefficient_mu 1.489 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.827 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'HKL3000sm Scalepack(Otwinowski et.al,2003)' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.538 _exptl_crystal_description block _exptl_crystal_F_000 928 _exptl_crystal_size_max 0.120 _exptl_crystal_size_mid 0.050 _exptl_crystal_size_min 0.020 _refine_diff_density_max 1.278 _refine_diff_density_min -1.362 _refine_diff_density_rms 0.174 _refine_ls_abs_structure_details ; Flack x determined using 1374 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack 0.010(11) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.198 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 135 _refine_ls_number_reflns 3323 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.198 _refine_ls_R_factor_all 0.0534 _refine_ls_R_factor_gt 0.0526 _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^)+(0.1032P)^2^+1.8902P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1597 _refine_ls_wR_factor_ref 0.1601 _reflns_Friedel_coverage 0.792 _reflns_Friedel_fraction_full 0.851 _reflns_Friedel_fraction_max 0.734 _reflns_number_gt 3259 _reflns_number_total 3323 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d1ra02365a2.cif _cod_data_source_block tt_a_CCDC2 _cod_original_cell_volume 1941.4(7) _cod_database_code 7242915 _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_min 0.842 _shelx_estimated_absorpt_t_max 0.971 _shelx_res_file ; TITL tt_a.res in Cmc2(1) tt_a.res created by SHELXL-2018/3 at 21:06:26 on 02-May-2021 REM Old TITL tt in Cmc2(1) REM SHELXT solution in Cmc2(1): R1 0.082, Rweak 0.023, Alpha 0.001 REM 0.409 for 52 systematic absences, Orientation as input REM Flack x = 0.031 ( 0.012 ) from 829 Parsons' quotients REM Formula found by SHELXT: C17 N5 O Cl2 Zn CELL 0.70000 14.1774 11.3404 12.0750 90.000 90.000 90.000 ZERR 4.000 0.0028 0.0023 0.0024 0.000 0.000 0.000 LATT -7 SYMM -X, -Y, 1/2+Z SYMM X, -Y, 1/2+Z SYMM -X, Y, Z SFAC C H N O CL ZN DISP $C 0.00328 0.00164 10.97952!source kissel DISP $H -0.00002 0.00000 0.66613!source kissel DISP $N 0.00639 0.00331 18.70527!source kissel DISP $O 0.01101 0.00602 30.81649!source kissel DISP $Cl 0.14724 0.15630 639.87809!source kissel DISP $Zn 0.29641 1.40095 5621.54302!source kissel UNIT 68 92 20 4 8 4 ACTA OMIT 18 4 -5 OMIT 17 1 -10 OMIT 16 2 -10 OMIT 11 1 -10 OMIT 14 2 -10 OMIT 13 3 -10 OMIT 17 5 9 OMIT 14 4 -10 OMIT 15 3 -10 OMIT 19 1 -8 OMIT 0 4 15 OMIT 9 9 -11 OMIT 13 5 11 OMIT 1 11 -13 OMIT 17 5 -9 OMIT 8 14 -9 OMIT 15 7 -9 OMIT 9 9 -13 OMIT 12 6 -14 OMIT 10 14 -8 L.S. 1024 SIZE 0.120 0.050 0.020 TEMP -175.15 BOND $H LIST 6 FMAP 2 PLAN 20 WGHT 0.103200 1.890200 FVAR 0.31069 ZN1 6 0.500000 0.473114 0.436108 10.50000 0.00815 0.00551 = 0.02165 -0.00010 0.00000 0.00000 CL1 5 0.500000 0.380764 0.269897 10.50000 0.01772 0.01140 = 0.02504 -0.00467 0.00000 0.00000 O1 4 0.500000 -0.018419 0.545078 10.50000 0.02680 0.00812 = 0.02985 -0.00472 0.00000 0.00000 N1 3 0.358133 0.445040 0.484500 11.00000 0.01218 0.00777 = 0.02438 0.00195 -0.00115 0.00028 C1 1 0.277777 0.455767 0.426536 11.00000 0.01031 0.01311 = 0.02418 0.00174 0.00036 -0.00078 N2 3 0.340880 0.358153 0.559801 11.00000 0.01140 0.00801 = 0.02376 0.00270 0.00284 -0.00203 C2 1 0.209777 0.374712 0.464054 11.00000 0.01402 0.01592 = 0.02858 0.00326 -0.00009 -0.00315 AFIX 43 H2 2 0.147667 0.364019 0.436288 11.00000 -1.20000 AFIX 0 CL2 5 0.500000 0.673701 0.415781 10.50000 0.01361 0.00606 = 0.02403 -0.00046 0.00000 0.00000 N3 3 0.500000 0.307218 0.578201 10.50000 0.00881 0.01202 = 0.02021 -0.00405 0.00000 0.00000 C3 1 0.252610 0.313460 0.550413 11.00000 0.01113 0.01217 = 0.02470 0.00041 -0.00090 -0.00259 C4 1 0.267754 0.541762 0.334402 11.00000 0.01131 0.02405 = 0.03238 0.01014 0.00017 -0.00135 AFIX 137 H4A 2 0.290225 0.505952 0.265411 11.00000 -1.50000 H4B 2 0.305173 0.612311 0.350730 11.00000 -1.50000 H4C 2 0.201256 0.563724 0.326315 11.00000 -1.50000 AFIX 0 C5 1 0.216665 0.215571 0.621337 11.00000 0.01928 0.01711 = 0.03212 0.00527 0.00236 -0.00788 AFIX 137 H5A 2 0.157075 0.186083 0.590929 11.00000 -1.50000 H5B 2 0.206238 0.244778 0.696732 11.00000 -1.50000 H5C 2 0.263071 0.151546 0.622940 11.00000 -1.50000 AFIX 0 C6 1 0.413792 0.332139 0.640180 11.00000 0.01028 0.01296 = 0.02180 0.00105 0.00135 -0.00128 AFIX 23 H6A 2 0.395698 0.263025 0.685538 11.00000 -1.20000 H6AB 2 0.423451 0.400377 0.690042 11.00000 -1.20000 AFIX 0 C8 1 0.500000 0.087903 0.599188 10.50000 0.01639 0.00800 = 0.02302 -0.00206 0.00000 0.00000 C7 1 0.500000 0.192737 0.522675 10.50000 0.01917 0.01091 = 0.01970 -0.00320 0.00000 0.00000 AFIX 23 H7A 2 0.556329 0.187999 0.474424 10.50000 -1.20000 H7AB 2 0.443671 0.187999 0.474424 10.50000 -1.20000 AFIX 0 C10 1 0.500000 -0.053766 0.726710 10.50000 0.02166 0.01157 = 0.02987 0.00122 0.00000 0.00000 AFIX 43 H10 2 0.500000 -0.093597 0.795923 10.50000 -1.20000 AFIX 0 C11 1 0.500000 -0.103824 0.626658 10.50000 0.02327 0.00987 = 0.03038 0.00296 0.00000 0.00000 AFIX 43 H11 2 0.500000 -0.186404 0.613438 10.50000 -1.20000 AFIX 0 C9 1 0.500000 0.071776 0.710029 10.50000 0.02601 0.00988 = 0.02490 -0.00151 0.00000 0.00000 AFIX 43 H9 2 0.500000 0.131151 0.765529 10.50000 -1.20000 AFIX 0 HKLF 4 REM tt_a.res in Cmc2(1) REM wR2 = 0.1601, GooF = S = 1.198, Restrained GooF = 1.198 for all data REM R1 = 0.0526 for 3259 Fo > 4sig(Fo) and 0.0534 for all 3323 data REM 135 parameters refined using 1 restraints END WGHT 0.1032 1.8902 REM Highest difference peak 1.278, deepest hole -1.362, 1-sigma level 0.174 Q1 1 0.5000 0.4687 0.3616 10.50000 0.05 1.28 Q2 1 0.5000 0.4779 0.5131 10.50000 0.05 1.27 Q3 1 0.5000 0.3824 0.4309 10.50000 0.05 1.11 Q4 1 0.5000 0.5744 0.4278 10.50000 0.05 1.08 Q5 1 0.4409 0.4686 0.3996 11.00000 0.05 1.07 Q6 1 0.5370 0.5337 0.4753 11.00000 0.05 0.83 Q7 1 0.5573 0.5315 0.4281 11.00000 0.05 0.83 Q8 1 0.5510 0.5135 0.3973 11.00000 0.05 0.80 Q9 1 0.4611 0.4130 0.4843 11.00000 0.05 0.78 Q10 1 0.4304 0.4725 0.4596 11.00000 0.05 0.77 Q11 1 0.4395 0.3983 0.3042 11.00000 0.05 0.74 Q12 1 0.5000 0.3875 0.1966 10.50000 0.05 0.70 Q13 1 0.5625 0.6222 0.4373 11.00000 0.05 0.69 Q14 1 0.3933 0.5156 0.4935 11.00000 0.05 0.68 Q15 1 0.4626 0.4137 0.3852 11.00000 0.05 0.67 Q16 1 0.5000 0.3734 0.5559 10.50000 0.05 0.67 Q17 1 0.4441 0.4037 0.4395 11.00000 0.05 0.65 Q18 1 0.5607 0.6643 0.4566 11.00000 0.05 0.61 Q19 1 0.5353 0.6070 0.3711 11.00000 0.05 0.61 Q20 1 0.5718 0.6789 0.4049 11.00000 0.05 0.60 ; _shelx_res_checksum 45326 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, z+1/2' 'x, -y, z+1/2' '-x, y, z' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -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 Zn1 Zn 0.500000 0.47311(4) 0.43611(5) 0.01177(17) Uani 1 2 d S T P . . Cl1 Cl 0.500000 0.38076(11) 0.26990(13) 0.0181(3) Uani 1 2 d S T P . . O1 O 0.500000 -0.0184(4) 0.5451(6) 0.0216(10) Uani 1 2 d S T P . . N1 N 0.3581(2) 0.4450(3) 0.4845(3) 0.0148(6) Uani 1 1 d . . . . . C1 C 0.2778(3) 0.4558(3) 0.4265(4) 0.0159(7) Uani 1 1 d . . . . . N2 N 0.3409(2) 0.3582(3) 0.5598(3) 0.0144(6) Uani 1 1 d . . . . . C2 C 0.2098(3) 0.3747(4) 0.4641(4) 0.0195(7) Uani 1 1 d . . . . . H2 H 0.147667 0.364019 0.436288 0.023 Uiso 1 1 calc R U . . . Cl2 Cl 0.500000 0.67370(10) 0.41578(12) 0.0146(3) Uani 1 2 d S T P . . N3 N 0.500000 0.3072(4) 0.5782(5) 0.0137(8) Uani 1 2 d S T P . . C3 C 0.2526(3) 0.3135(3) 0.5504(4) 0.0160(7) Uani 1 1 d . . . . . C4 C 0.2678(3) 0.5418(4) 0.3344(5) 0.0226(9) Uani 1 1 d . . . . . H4A H 0.290225 0.505952 0.265411 0.034 Uiso 1 1 calc R U . . . H4B H 0.305173 0.612311 0.350730 0.034 Uiso 1 1 calc R U . . . H4C H 0.201256 0.563724 0.326315 0.034 Uiso 1 1 calc R U . . . C5 C 0.2167(3) 0.2156(4) 0.6213(5) 0.0228(8) Uani 1 1 d . . . . . H5A H 0.157075 0.186083 0.590929 0.034 Uiso 1 1 calc R U . . . H5B H 0.206238 0.244778 0.696732 0.034 Uiso 1 1 calc R U . . . H5C H 0.263071 0.151546 0.622940 0.034 Uiso 1 1 calc R U . . . C6 C 0.4138(3) 0.3321(3) 0.6402(4) 0.0150(6) Uani 1 1 d . . . . . H6A H 0.395698 0.263025 0.685538 0.018 Uiso 1 1 calc R U . . . H6AB H 0.423451 0.400377 0.690042 0.018 Uiso 1 1 calc R U . . . C8 C 0.500000 0.0879(5) 0.5992(6) 0.0158(10) Uani 1 2 d S T P . . C7 C 0.500000 0.1927(5) 0.5227(6) 0.0166(10) Uani 1 2 d S T P . . H7A H 0.556329 0.187999 0.474424 0.020 Uiso 0.5 1 calc R U P . . H7AB H 0.443671 0.187999 0.474424 0.020 Uiso 0.5 1 calc R U P . . C10 C 0.500000 -0.0538(7) 0.7267(7) 0.0210(12) Uani 1 2 d S T P . . H10 H 0.500000 -0.093597 0.795923 0.025 Uiso 1 2 calc R U P . . C11 C 0.500000 -0.1038(5) 0.6267(7) 0.0212(11) Uani 1 2 d S T P . . H11 H 0.500000 -0.186404 0.613438 0.025 Uiso 1 2 calc R U P . . C9 C 0.500000 0.0718(5) 0.7100(6) 0.0203(12) Uani 1 2 d S T P . . H9 H 0.500000 0.131151 0.765529 0.024 Uiso 1 2 calc R U P . . 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 Zn1 0.0082(2) 0.0055(2) 0.0216(3) -0.00010(17) 0.000 0.000 Cl1 0.0177(5) 0.0114(5) 0.0250(7) -0.0047(4) 0.000 0.000 O1 0.027(2) 0.0081(17) 0.030(3) -0.0047(14) 0.000 0.000 N1 0.0122(14) 0.0078(10) 0.0244(18) 0.0020(11) -0.0011(12) 0.0003(10) C1 0.0103(13) 0.0131(13) 0.024(2) 0.0017(15) 0.0004(15) -0.0008(10) N2 0.0114(11) 0.0080(11) 0.0238(16) 0.0027(10) 0.0028(12) -0.0020(9) C2 0.0140(15) 0.0159(15) 0.029(2) 0.0033(13) -0.0001(14) -0.0032(12) Cl2 0.0136(5) 0.0061(4) 0.0240(7) -0.0005(4) 0.000 0.000 N3 0.0088(16) 0.0120(17) 0.020(2) -0.0040(16) 0.000 0.000 C3 0.0111(14) 0.0122(15) 0.0247(19) 0.0004(12) -0.0009(14) -0.0026(11) C4 0.0113(17) 0.0241(18) 0.032(3) 0.0101(18) 0.0002(16) -0.0014(13) C5 0.0193(18) 0.0171(16) 0.032(2) 0.0053(15) 0.0024(17) -0.0079(13) C6 0.0103(13) 0.0130(14) 0.0218(19) 0.0010(12) 0.0014(13) -0.0013(10) C8 0.016(2) 0.0080(17) 0.023(3) -0.0021(19) 0.000 0.000 C7 0.019(2) 0.011(2) 0.020(3) -0.0032(18) 0.000 0.000 C10 0.022(3) 0.012(2) 0.030(4) 0.001(2) 0.000 0.000 C11 0.023(3) 0.010(2) 0.030(3) 0.003(2) 0.000 0.000 C9 0.026(3) 0.010(3) 0.025(3) -0.002(2) 0.000 0.000 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 0.0064 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1472 0.1563 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2964 1.4009 '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 N1 Zn1 N1 143.4(2) . 4_655 ? N1 Zn1 Cl1 100.08(11) . . ? N1 Zn1 Cl1 100.08(11) 4_655 . ? N1 Zn1 Cl2 100.31(9) . . ? N1 Zn1 Cl2 100.31(9) 4_655 . ? Cl1 Zn1 Cl2 111.40(6) . . ? C8 O1 C11 106.1(6) . . ? C1 N1 N2 105.1(3) . . ? C1 N1 Zn1 130.4(3) . . ? N2 N1 Zn1 117.6(2) . . ? N1 C1 C2 110.8(4) . . ? N1 C1 C4 122.1(4) . . ? C2 C1 C4 127.2(4) . . ? C3 N2 N1 112.4(3) . . ? C3 N2 C6 129.7(3) . . ? N1 N2 C6 117.8(3) . . ? C3 C2 C1 105.6(4) . . ? C3 C2 H2 127.2 . . ? C1 C2 H2 127.2 . . ? C6 N3 C6 113.6(5) 4_655 . ? C6 N3 C7 114.0(3) 4_655 . ? C6 N3 C7 114.0(3) . . ? N2 C3 C2 106.2(3) . . ? N2 C3 C5 123.1(4) . . ? C2 C3 C5 130.7(4) . . ? C1 C4 H4A 109.5 . . ? C1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N2 C6 N3 107.1(4) . . ? N2 C6 H6A 110.3 . . ? N3 C6 H6A 110.3 . . ? N2 C6 H6AB 110.3 . . ? N3 C6 H6AB 110.3 . . ? H6A C6 H6AB 108.6 . . ? C9 C8 O1 110.7(6) . . ? C9 C8 C7 135.6(5) . . ? O1 C8 C7 113.7(6) . . ? N3 C7 C8 114.8(5) . . ? N3 C7 H7A 108.6 . . ? C8 C7 H7A 108.6 . . ? N3 C7 H7AB 108.6 . . ? C8 C7 H7AB 108.6 . . ? H7A C7 H7AB 107.5 . . ? C11 C10 C9 107.1(7) . . ? C11 C10 H10 126.4 . . ? C9 C10 H10 126.4 . . ? C10 C11 O1 110.3(6) . . ? C10 C11 H11 124.8 . . ? O1 C11 H11 124.8 . . ? C8 C9 C10 105.8(6) . . ? C8 C9 H9 127.1 . . ? C10 C9 H9 127.1 . . ? 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 Zn1 N1 2.119(3) . ? Zn1 N1 2.119(3) 4_655 ? Zn1 Cl1 2.2638(16) . ? Zn1 Cl2 2.2879(13) . ? O1 C8 1.371(7) . ? O1 C11 1.381(9) . ? N1 C1 1.343(5) . ? N1 N2 1.363(5) . ? C1 C2 1.407(6) . ? C1 C4 1.486(7) . ? N2 C3 1.355(5) . ? N2 C6 1.448(6) . ? C2 C3 1.392(6) . ? C2 H2 0.9500 . ? N3 C6 1.461(5) 4_655 ? N3 C6 1.461(5) . ? N3 C7 1.461(7) . ? C3 C5 1.492(6) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9900 . ? C6 H6AB 0.9900 . ? C8 C9 1.351(10) . ? C8 C7 1.506(9) . ? C7 H7A 0.9900 . ? C7 H7AB 0.9900 . ? C10 C11 1.335(11) . ? C10 C9 1.438(8) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C9 H9 0.9500 . ?