# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'R Morris' _publ_contact_author_email REM1@ST-AND.AC.UK _publ_section_title ; The use of ionic liquids in the synthesis of zinc imidazole frameworks ; loop_ _publ_author_name 'R Morris' 'Phoebe Allan' 'Peter J. Byrne' 'Yang Li.' 'Gesley A. V. Martins' 'Alexandra Slawin' ; S.J.Teat ; # Attachment 'sample_1.cif' data_Sample1 _database_code_depnum_ccdc_archive 'CCDC 745448' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C5 H4 N2 O4 Zn' _chemical_formula_sum 'C5 H4 N2 O4 Zn' _chemical_formula_weight 221.49 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P121/a1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 8.1997(22) _cell_length_b 9.3759(23) _cell_length_c 8.4240(23) _cell_angle_alpha 90.0000(0) _cell_angle_beta 93.1848(70) _cell_angle_gamma 90.0000(0) _cell_volume 646.6(3) _cell_formula_units_Z 4 _cell_measurement_temperature 125.1500 _cell_measurement_reflns_used 2424 _cell_measurement_theta_min 2.1722 _cell_measurement_theta_max 26.3661 _exptl_crystal_description Needle _exptl_crystal_colour L.Yellow _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.100 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 440.0 _exptl_absorpt_coefficient_mu 3.746 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.5962 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298.0 _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type Saturn724 _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean 28.5714 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 1386 _diffrn_reflns_av_R_equivalents 0.0660 _diffrn_reflns_av_sigmaI/netI 0.0499 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 2.42 _diffrn_reflns_theta_max 26.37 _reflns_number_total 1298 _reflns_number_gt 1236 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0867P)^2^+1.1409P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1298 _refine_ls_number_parameters 113 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0559 _refine_ls_R_factor_gt 0.0526 _refine_ls_wR_factor_ref 0.1648 _refine_ls_wR_factor_gt 0.1536 _refine_ls_goodness_of_fit_ref 1.258 _refine_ls_restrained_S_all 1.258 _refine_ls_shift/su_max 0.107 _refine_ls_shift/su_mean 0.022 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O4 O 0.0197(4) 0.9522(4) 0.3020(4) 0.0146(7) Uani 1 1 d . . . C5 C 0.0141(5) 0.9699(5) 0.5842(6) 0.0145(10) Uani 1 1 d . . . H4 H 0.103(8) 0.730(6) -0.185(9) 0.009(19) Uiso 1 1 d . . . Zn1 Zn 0.11937(7) 0.75805(6) 0.37908(7) 0.0150(3) Uani 1 1 d . . . O3 O 0.0735(4) 0.8463(3) 0.5975(4) 0.0148(7) Uani 1 1 d . . . O2 O 0.1946(4) 0.5741(4) 0.4916(4) 0.0156(7) Uani 1 1 d . . . O1 O -0.1204(4) 0.6374(3) 0.4125(4) 0.0141(7) Uani 1 1 d . . . N2 N 0.1132(6) 0.7037(6) -0.1091(6) 0.0216(10) Uani 1 1 d . . . C4 C 0.0918(5) 0.4817(5) 0.5235(5) 0.0112(9) Uani 1 1 d . . . N1 N 0.1338(5) 0.6931(5) 0.1525(5) 0.0135(8) Uani 1 1 d . . . C1 C 0.1960(6) 0.5694(5) 0.0892(6) 0.0167(10) Uani 1 1 d . . . H1 H 0.2404 0.4941 0.1492 0.020 Uiso 1 1 calc R . . C2 C 0.1835(6) 0.5728(6) -0.0721(6) 0.0214(11) Uani 1 1 d . . . H2 H 0.2152 0.5027 -0.1422 0.026 Uiso 1 1 calc R . . C3 C 0.0847(7) 0.7708(6) 0.0248(7) 0.0195(11) Uani 1 1 d . . . H3 H 0.0366 0.8604 0.0298 0.023 Uiso 1 1 calc R . . 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 O4 0.0143(15) 0.0172(17) 0.0124(16) -0.0039(13) 0.0022(13) 0.0019(12) C5 0.0036(18) 0.017(2) 0.023(3) 0.004(2) -0.0028(17) 0.0001(16) Zn1 0.0189(5) 0.0134(5) 0.0127(5) 0.00026(19) 0.0020(3) 0.00412(19) O3 0.0170(16) 0.0123(16) 0.0153(17) -0.0016(13) 0.0023(13) -0.0006(12) O2 0.0128(15) 0.0150(17) 0.0192(18) 0.0003(14) 0.0025(13) -0.0008(12) O1 0.0104(14) 0.0128(16) 0.0189(17) 0.0013(14) 0.0006(12) 0.0008(12) N2 0.025(2) 0.027(3) 0.012(3) 0.002(2) 0.0003(19) 0.0008(18) C4 0.011(2) 0.014(2) 0.008(2) -0.0016(17) 0.0003(17) 0.0037(16) N1 0.0144(19) 0.013(2) 0.0124(19) 0.0000(17) -0.0028(15) 0.0016(15) C1 0.018(2) 0.017(2) 0.015(2) -0.0056(19) -0.0026(18) 0.0043(17) C2 0.016(2) 0.024(3) 0.024(3) -0.006(2) -0.0018(19) 0.0023(19) C3 0.019(3) 0.023(3) 0.017(3) 0.005(2) 0.001(2) 0.0054(19) _geom_special_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. ; 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 O4 C5 1.248(6) 3_576 ? O4 Zn1 2.085(3) . ? C5 O4 1.248(6) 3_576 ? C5 O3 1.259(6) . ? C5 C5 1.533(10) 3_576 ? Zn1 N1 2.013(4) . ? Zn1 O2 2.046(3) . ? Zn1 O3 2.071(3) . ? Zn1 O1 2.299(3) . ? Zn1 O1 2.351(3) 4_675 ? O2 C4 1.248(6) . ? O1 C4 1.257(6) 3_566 ? O1 Zn1 2.351(3) 4_575 ? N2 C3 1.323(8) . ? N2 C2 1.384(8) . ? C4 O1 1.257(6) 3_566 ? C4 C4 1.573(8) 3_566 ? N1 C3 1.342(7) . ? N1 C1 1.386(6) . ? C1 C2 1.357(7) . ? 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 C5 O4 Zn1 111.8(3) 3_576 . ? O4 C5 O3 124.9(4) 3_576 . ? O4 C5 C5 117.8(5) 3_576 3_576 ? O3 C5 C5 117.3(5) . 3_576 ? N1 Zn1 O2 98.74(16) . . ? N1 Zn1 O3 170.52(15) . . ? O2 Zn1 O3 89.45(13) . . ? N1 Zn1 O4 90.66(15) . . ? O2 Zn1 O4 169.47(13) . . ? O3 Zn1 O4 80.81(13) . . ? N1 Zn1 O1 93.60(14) . . ? O2 Zn1 O1 76.49(12) . . ? O3 Zn1 O1 83.64(12) . . ? O4 Zn1 O1 98.32(12) . . ? N1 Zn1 O1 97.98(14) . 4_675 ? O2 Zn1 O1 92.75(12) . 4_675 ? O3 Zn1 O1 86.31(12) . 4_675 ? O4 Zn1 O1 90.61(12) . 4_675 ? O1 Zn1 O1 165.30(16) . 4_675 ? C5 O3 Zn1 112.2(3) . . ? C4 O2 Zn1 119.7(3) . . ? C4 O1 Zn1 110.4(3) 3_566 . ? C4 O1 Zn1 124.7(3) 3_566 4_575 ? Zn1 O1 Zn1 123.83(14) . 4_575 ? C3 N2 C2 108.7(5) . . ? O2 C4 O1 126.6(4) . 3_566 ? O2 C4 C4 116.3(5) . 3_566 ? O1 C4 C4 117.1(5) 3_566 3_566 ? C3 N1 C1 104.2(4) . . ? C3 N1 Zn1 124.4(4) . . ? C1 N1 Zn1 131.3(3) . . ? C2 C1 N1 110.9(5) . . ? C1 C2 N2 104.7(5) . . ? N2 C3 N1 111.5(5) . . ? _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.975 _refine_diff_density_max 0.819 _refine_diff_density_min -1.273 _refine_diff_density_rms 0.252 # Attachment 'sample_2.cif' data_sample2 _database_code_depnum_ccdc_archive 'CCDC 745449' #TrackingRef 'sample_2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Compound 2' _chemical_melting_point ? _chemical_formula_moiety 'C5 H6 N2 O2 Zn' _chemical_formula_sum 'C5 H6 N2 O2 Zn' _chemical_formula_weight 191.49 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Ima2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/2, -y, z' '-x+1/2, y, z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' 'x+1, -y+1/2, z+1/2' '-x+1, y+1/2, z+1/2' _cell_length_a 10.987(4) _cell_length_b 7.679(2) _cell_length_c 8.6446(15) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 729.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150.0(2) _cell_measurement_reflns_used 1285 _cell_measurement_theta_min 5.10 _cell_measurement_theta_max 30.50 _exptl_crystal_description needle _exptl_crystal_colour white _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.744 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 384.0 _exptl_absorpt_coefficient_mu 3.305 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150 _diffrn_radiation_wavelength 0.7749 _diffrn_radiation_type Synchrotron _diffrn_radiation_source Synchrotron _diffrn_radiation_monochromator si(III)crystal _diffrn_measurement_device_type apexIIdiffractometer _diffrn_measurement_method 'phi and omega scans' _diffrn_reflns_number 1285 _diffrn_reflns_av_R_equivalents 0.0907 _diffrn_reflns_av_sigmaI/netI 0.0638 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 5.14 _diffrn_reflns_theta_max 30.54 _reflns_number_total 873 _reflns_number_gt 841 _reflns_threshold_expression >2sigma(I) _computing_data_collection apexIIsoftware _computing_cell_refinement apexIIsoftware _computing_data_reduction apexIIsoftware _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Hg _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1116P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.09(5) _refine_ls_number_reflns 873 _refine_ls_number_parameters 55 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0538 _refine_ls_R_factor_gt 0.0527 _refine_ls_wR_factor_ref 0.1478 _refine_ls_wR_factor_gt 0.1473 _refine_ls_goodness_of_fit_ref 1.089 _refine_ls_restrained_S_all 1.088 _refine_ls_shift/su_max 0.031 _refine_ls_shift/su_mean 0.002 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.2500 0.15252(8) 0.85659(10) 0.0094(3) Uani 1 2 d S . . O2 O 0.2500 0.1543(6) 0.6247(8) 0.0128(12) Uani 1 2 d S . . C4 C 0.5000 0.0000 0.8404(11) 0.0138(14) Uani 1 2 d S . . H4 H 0.5000 0.0000 0.7328 0.017 Uiso 1 2 calc SR . . C5 C 0.2500 -0.1503(11) 0.5561(14) 0.024(2) Uani 1 2 d S . . H5A H 0.2223 -0.1681 0.6602 0.036 Uiso 0.50 1 calc PR A -1 H5B H 0.3310 -0.1954 0.5453 0.036 Uiso 0.50 1 calc PR A -1 H5C H 0.1967 -0.2096 0.4856 0.036 Uiso 0.50 1 calc PR A -1 O1 O 0.2500 0.4111(7) 0.8807(7) 0.0131(11) Uani 1 2 d S . . N1 N 0.4051(4) 0.0530(6) 0.9247(5) 0.0138(9) Uani 1 1 d . . . C8 C 0.4419(4) 0.0320(7) 1.0766(6) 0.0123(9) Uani 1 1 d . . . H8 H 0.3955 0.0570 1.1638 0.015 Uiso 1 1 calc R . . C1 C 0.2500 0.0411(11) 0.5202(9) 0.0133(13) Uani 1 2 d S . . 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 0.0061(3) 0.0123(4) 0.0099(4) 0.0005(4) 0.000 0.000 O2 0.019(3) 0.012(3) 0.008(3) -0.0004(16) 0.000 0.000 C4 0.008(2) 0.017(3) 0.016(4) 0.000 0.000 -0.0042(19) C5 0.036(6) 0.020(5) 0.015(4) 0.006(3) 0.000 0.000 O1 0.020(2) 0.016(2) 0.004(3) 0.0019(19) 0.000 0.000 N1 0.0125(18) 0.020(2) 0.009(2) 0.0038(17) -0.0031(16) 0.0013(15) C8 0.010(2) 0.019(3) 0.007(2) 0.0021(17) 0.0006(16) 0.0061(16) C1 0.015(3) 0.017(4) 0.008(3) 0.001(3) 0.000 0.000 _geom_special_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. ; 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 1.958(4) 4 ? Zn1 N1 1.958(4) . ? Zn1 O1 1.997(6) . ? Zn1 O2 2.005(7) . ? O2 C1 1.254(10) . ? C4 N1 1.336(7) 2_655 ? C4 N1 1.336(7) . ? C5 C1 1.502(11) . ? O1 C1 1.260(9) 6 ? N1 C8 1.383(6) . ? C8 C8 1.369(8) 2_655 ? C1 O1 1.260(9) 6_554 ? 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 121.0(3) 4 . ? N1 Zn1 O1 110.89(15) 4 . ? N1 Zn1 O1 110.89(15) . . ? N1 Zn1 O2 107.65(14) 4 . ? N1 Zn1 O2 107.65(14) . . ? O1 Zn1 O2 95.6(2) . . ? C1 O2 Zn1 135.7(5) . . ? N1 C4 N1 113.9(8) 2_655 . ? C1 O1 Zn1 112.9(5) 6 . ? C4 N1 C8 104.7(5) . . ? C4 N1 Zn1 129.4(5) . . ? C8 N1 Zn1 125.8(4) . . ? C8 C8 N1 108.3(3) 2_655 . ? O2 C1 O1 119.2(8) . 6_554 ? O2 C1 C5 122.0(8) . . ? O1 C1 C5 118.9(7) 6_554 . ? _diffrn_measured_fraction_theta_max 0.949 _diffrn_reflns_theta_full 30.54 _diffrn_measured_fraction_theta_full 0.949 _refine_diff_density_max 1.095 _refine_diff_density_min -0.947 _refine_diff_density_rms 0.189 # Attachment 'sample_3.cif' data_sample3 _database_code_depnum_ccdc_archive 'CCDC 745450' #TrackingRef 'sample_3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Zn (II) Imidazolate ; _chemical_name_common 'Zn (ii) Imidazolate' _chemical_melting_point ? _chemical_formula_moiety 'C27 H28 N18 Zn4' _chemical_formula_sum 'C27 H28 N18 Zn4' _chemical_formula_weight 866.15 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.816(4) _cell_length_b 13.132(5) _cell_length_c 14.900(7) _cell_angle_alpha 98.97(1) _cell_angle_beta 90.62(2) _cell_angle_gamma 108.30(1) _cell_volume 1797.6(13) _cell_formula_units_Z 2 _cell_measurement_temperature 125 _cell_measurement_reflns_used 12374 _cell_measurement_theta_min 3.10 _cell_measurement_theta_max 27.50 _exptl_crystal_description cube _exptl_crystal_colour colorless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.598 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 870.0 _exptl_absorpt_coefficient_mu 2.684 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.824 _exptl_absorpt_correction_T_max 0.851 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 125 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type Saturn724 _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean 28.5714 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12374 _diffrn_reflns_av_R_equivalents 0.0769 _diffrn_reflns_av_sigmaI/netI 0.1419 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.14 _diffrn_reflns_theta_max 27.48 _reflns_number_total 6798 _reflns_number_gt 3639 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1315P)^2^+15.5079P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6798 _refine_ls_number_parameters 442 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1772 _refine_ls_R_factor_gt 0.1028 _refine_ls_wR_factor_ref 0.3057 _refine_ls_wR_factor_gt 0.2521 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N12 N 0.3083(11) 0.6393(8) 0.4867(7) 0.043(3) Uani 1 1 d . . . N8 N 0.3614(11) 0.6098(8) 0.9008(7) 0.041(3) Uani 1 1 d . . . C5 C 0.2685(13) 0.6564(11) 0.9413(8) 0.042(3) Uani 1 1 d . . . H5 H 0.1785 0.6170 0.9577 0.050 Uiso 1 1 calc R . . N9 N 0.1736(10) 0.4192(8) 0.7442(7) 0.039(2) Uani 1 1 d . . . N11 N 0.1570(11) 0.4022(8) 0.3687(7) 0.041(2) Uani 1 1 d . . . N10 N 0.0225(10) 0.5917(8) 0.3415(7) 0.036(2) Uani 1 1 d . . . C7 C 0.4332(15) 0.7199(11) 0.4944(9) 0.048(3) Uani 1 1 d . . . H7 H 0.4777 0.7498 0.4455 0.057 Uiso 1 1 calc R . . C3 C 0.0613(14) 0.2941(10) 0.9221(8) 0.041(3) Uani 1 1 d . . . H3 H 0.0202 0.2717 0.8628 0.050 Uiso 1 1 calc R . . C1 C 0.0535(14) 0.4471(11) 0.7370(8) 0.045(3) Uani 1 1 d . . . H1 H 0.0261 0.4906 0.7840 0.054 Uiso 1 1 calc R . . C4 C 0.2071(13) 0.3803(11) 1.0346(9) 0.044(3) Uani 1 1 d . . . H4 H 0.2850 0.4289 1.0711 0.053 Uiso 1 1 calc R . . N16 N 0.4878(12) 0.7531(8) 0.5822(7) 0.046(3) Uani 1 1 d . . . C2 C 0.1695(13) 0.3541(10) 0.6613(9) 0.043(3) Uani 1 1 d . . . H2 H 0.2368 0.3197 0.6436 0.052 Uiso 1 1 calc R . . C9 C -0.0520(16) 0.6515(11) 0.3900(10) 0.055(4) Uani 1 1 d . . . H9 H -0.0261 0.6899 0.4489 0.067 Uiso 1 1 calc R . . C8 C 0.2506(14) 0.3521(10) 0.3918(9) 0.047(3) Uani 1 1 d . . . H8 H 0.3420 0.3893 0.4192 0.056 Uiso 1 1 calc R . . C12 C 0.3469(14) 0.6643(11) 0.2089(9) 0.049(3) Uani 1 1 d . . . H12 H 0.2862 0.7050 0.2027 0.058 Uiso 1 1 calc R . . C13 C 0.4457(12) 0.5538(10) 0.2536(8) 0.040(3) Uani 1 1 d . . . H13 H 0.4652 0.5042 0.2859 0.048 Uiso 1 1 calc R . . C11 C 0.4605(14) 0.6618(11) 0.1577(10) 0.048(3) Uani 1 1 d . . . H11 H 0.4913 0.7023 0.1115 0.057 Uiso 1 1 calc R . . C16 C 0.5629(14) 0.9920(11) 0.7539(9) 0.046(3) Uani 1 1 d . . . H16 H 0.4824 0.9777 0.7146 0.056 Uiso 1 1 calc R . . C14 C 0.7644(15) 0.9955(11) 0.8130(9) 0.051(4) Uani 1 1 d . . . H14 H 0.8508 0.9821 0.8215 0.061 Uiso 1 1 calc R . . C10 C 0.0953(14) 0.3061(10) 1.0628(8) 0.044(3) Uani 1 1 d . . . H10 H 0.0856 0.2945 1.1227 0.053 Uiso 1 1 calc R . . C15 C 0.5904(15) 1.0571(12) 0.8346(9) 0.053(4) Uani 1 1 d . . . H15 H 0.5303 1.0941 0.8610 0.063 Uiso 1 1 calc R . . N15 N 0.8029(11) 1.0469(9) 1.0828(7) 0.046(3) Uani 1 1 d . . . C19 C 0.2834(14) 0.6198(11) 0.5751(9) 0.052(4) Uani 1 1 d . . . H19 H 0.2055 0.5662 0.5920 0.063 Uiso 1 1 calc R . . C18 C 0.3889(14) 0.6901(11) 0.6318(9) 0.048(3) Uani 1 1 d . . . H18 H 0.3944 0.6954 0.6948 0.057 Uiso 1 1 calc R . . C21 C 0.0414(15) 0.3204(11) 0.3321(10) 0.052(4) Uani 1 1 d . . . H21 H -0.0431 0.3282 0.3102 0.062 Uiso 1 1 calc R . . C24 C 0.4778(13) 0.6945(10) 0.8899(9) 0.042(3) Uani 1 1 d . . . H24 H 0.5615 0.6888 0.8641 0.051 Uiso 1 1 calc R . . C26 C 0.7354(18) 1.0569(13) 0.5380(11) 0.066(4) Uani 1 1 d . . . H26 H 0.7207 1.0984 0.5913 0.080 Uiso 1 1 calc R . . C25 C 0.769(2) 0.9298(12) 0.4467(12) 0.074(5) Uani 1 1 d . . . H25 H 0.7803 0.8636 0.4223 0.089 Uiso 1 1 calc R . . C28 C 0.2134(15) 0.9285(12) 0.8262(10) 0.052(4) Uani 1 1 d . . . H28 H 0.2266 0.8639 0.7989 0.062 Uiso 1 1 calc R . . C29 C 0.8128(17) 0.9450(12) 1.0768(12) 0.060(4) Uani 1 1 d . . . H29 H 0.8229 0.9023 1.0229 0.072 Uiso 1 1 calc R . . N32 N 0.3182(11) 0.7638(8) 0.9554(7) 0.042(3) Uani 1 1 d . . . N30 N 0.8014(11) 0.7551(8) 0.6286(7) 0.043(3) Uani 1 1 d . . . N33 N 0.2085(12) 1.0069(10) 0.7812(8) 0.053(3) Uani 1 1 d . . . N34 N 0.7737(14) 1.0058(9) 0.3975(8) 0.058(3) Uani 1 1 d . . . C30 C 0.0646(14) 0.2267(13) 0.3316(11) 0.059(4) Uani 1 1 d . . . H30 H 0.0000 0.1587 0.3078 0.071 Uiso 1 1 calc R . . C31 C 0.4528(13) 0.7904(11) 0.9231(10) 0.049(3) Uani 1 1 d . . . H31 H 0.5156 0.8603 0.9234 0.059 Uiso 1 1 calc R . . C33 C 0.8061(17) 0.9144(13) 1.1580(12) 0.061(4) Uani 1 1 d . . . H33 H 0.8110 0.8481 1.1697 0.074 Uiso 1 1 calc R . . C34 C 0.7489(18) 1.0882(13) 0.4589(10) 0.066(4) Uani 1 1 d . . . H34 H 0.7430 1.1538 0.4458 0.079 Uiso 1 1 calc R . . Zn1 Zn 0.20227(15) 0.56037(12) 0.37048(10) 0.0391(4) Uani 1 1 d . . . Zn2 Zn 0.80310(15) 1.14228(11) 0.99507(10) 0.0405(4) Uani 1 1 d . . . Zn3 Zn 0.30746(15) 0.45209(11) 0.85448(10) 0.0388(4) Uani 1 1 d . . . Zn4 Zn 0.68592(17) 0.85562(12) 0.62369(11) 0.0453(5) Uani 1 1 d . . . N4 N 0.3379(11) 0.5962(8) 0.2710(7) 0.042(3) Uani 1 1 d . . . N3 N 0.5217(11) 0.5913(9) 0.1843(7) 0.041(2) Uani 1 1 d . . . N1 N -0.0019(11) 0.2499(8) 0.9925(7) 0.041(3) Uani 1 1 d . . . N2 N 0.1861(11) 0.3716(8) 0.9429(7) 0.040(2) Uani 1 1 d . . . N6 N 0.7216(11) 1.0615(8) 0.8734(7) 0.044(3) Uani 1 1 d . . . N5 N 0.7459(13) 0.9543(10) 0.5321(8) 0.053(3) Uani 1 1 d . . . N7 N 0.6762(11) 0.9489(8) 0.7383(7) 0.043(3) Uani 1 1 d . . . 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 N12 0.032(6) 0.050(6) 0.038(6) -0.005(5) -0.011(5) 0.007(5) N8 0.032(6) 0.044(6) 0.043(6) 0.003(5) 0.008(5) 0.009(5) C5 0.027(6) 0.060(9) 0.035(7) 0.007(6) 0.003(5) 0.011(6) N9 0.032(6) 0.054(6) 0.031(6) 0.002(5) -0.005(4) 0.014(5) N11 0.037(6) 0.048(6) 0.039(6) 0.011(5) 0.005(5) 0.015(5) N10 0.026(5) 0.046(6) 0.035(6) 0.007(5) 0.006(4) 0.010(4) C7 0.051(8) 0.059(8) 0.031(7) -0.001(6) -0.018(6) 0.020(7) C3 0.056(9) 0.041(7) 0.025(6) -0.007(6) -0.003(6) 0.019(6) C1 0.047(8) 0.065(9) 0.030(7) 0.009(6) 0.004(6) 0.026(7) C4 0.023(6) 0.066(8) 0.041(8) 0.015(7) -0.008(6) 0.010(6) N16 0.045(7) 0.049(6) 0.044(7) 0.013(5) -0.004(5) 0.015(5) C2 0.029(7) 0.057(8) 0.044(8) 0.001(6) 0.000(6) 0.019(6) C9 0.056(9) 0.062(9) 0.047(9) -0.008(7) -0.014(7) 0.025(7) C8 0.032(7) 0.044(8) 0.059(9) 0.012(7) 0.005(6) 0.003(6) C12 0.047(8) 0.069(9) 0.056(9) 0.038(7) 0.019(7) 0.041(7) C13 0.025(6) 0.065(8) 0.034(7) 0.009(6) -0.004(5) 0.021(6) C11 0.045(8) 0.064(8) 0.057(9) 0.041(7) 0.018(7) 0.034(7) C16 0.032(7) 0.066(9) 0.045(8) 0.008(7) 0.004(6) 0.020(6) C14 0.051(9) 0.053(8) 0.045(8) -0.010(7) -0.014(7) 0.022(7) C10 0.050(8) 0.059(8) 0.024(7) 0.015(6) 0.004(6) 0.015(7) C15 0.045(8) 0.076(10) 0.041(8) 0.003(7) -0.002(7) 0.029(7) N15 0.039(6) 0.059(7) 0.042(7) 0.003(5) 0.006(5) 0.019(5) C19 0.038(8) 0.067(9) 0.040(8) 0.018(7) 0.019(6) -0.003(7) C18 0.041(8) 0.060(8) 0.038(8) 0.007(7) -0.005(6) 0.010(6) C21 0.042(8) 0.051(8) 0.064(10) 0.014(7) 0.005(7) 0.015(7) C24 0.024(6) 0.052(8) 0.050(8) 0.002(6) 0.005(6) 0.015(6) C26 0.081(12) 0.063(10) 0.047(10) -0.008(8) 0.012(8) 0.020(8) C25 0.108(15) 0.039(8) 0.063(11) 0.014(8) 0.003(10) 0.006(8) C28 0.046(8) 0.060(9) 0.042(8) 0.000(7) 0.000(6) 0.012(7) C29 0.063(10) 0.063(9) 0.065(11) 0.009(8) 0.006(8) 0.037(8) N32 0.031(6) 0.049(6) 0.044(6) 0.004(5) 0.001(5) 0.014(5) N30 0.040(6) 0.045(6) 0.049(7) 0.013(5) 0.002(5) 0.019(5) N33 0.050(7) 0.060(7) 0.055(8) 0.031(6) 0.013(6) 0.018(6) N34 0.071(9) 0.049(7) 0.052(8) 0.011(6) 0.010(6) 0.018(6) C30 0.028(7) 0.074(10) 0.070(11) 0.013(8) -0.011(7) 0.007(7) C31 0.030(7) 0.057(8) 0.060(9) 0.014(7) 0.017(6) 0.010(6) C33 0.061(10) 0.060(9) 0.067(11) 0.016(9) 0.010(8) 0.022(8) C34 0.089(13) 0.067(10) 0.051(10) 0.016(8) 0.031(9) 0.035(9) Zn1 0.0292(8) 0.0528(9) 0.0368(8) 0.0068(7) 0.0022(6) 0.0156(6) Zn2 0.0337(8) 0.0468(9) 0.0399(9) 0.0050(7) 0.0045(6) 0.0125(6) Zn3 0.0289(8) 0.0506(9) 0.0396(9) 0.0088(7) 0.0024(6) 0.0157(6) Zn4 0.0437(9) 0.0518(9) 0.0409(9) 0.0063(7) -0.0015(7) 0.0166(7) N4 0.035(6) 0.040(6) 0.050(7) 0.002(5) 0.010(5) 0.014(5) N3 0.035(6) 0.060(7) 0.035(6) 0.019(5) 0.008(5) 0.019(5) N1 0.043(6) 0.036(5) 0.043(6) -0.001(5) 0.003(5) 0.016(5) N2 0.032(6) 0.047(6) 0.041(6) 0.003(5) -0.001(5) 0.013(5) N6 0.040(6) 0.046(6) 0.042(6) -0.001(5) -0.002(5) 0.012(5) N5 0.056(8) 0.061(8) 0.046(7) 0.007(6) 0.009(6) 0.023(6) N7 0.036(6) 0.053(6) 0.042(6) 0.007(5) 0.001(5) 0.018(5) _geom_special_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. ; 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 N12 C7 1.334(16) . ? N12 C19 1.390(16) . ? N12 Zn1 1.970(9) . ? N8 C5 1.348(15) . ? N8 C24 1.354(15) . ? N8 Zn3 1.976(10) . ? C5 N32 1.321(16) . ? N9 C1 1.348(15) . ? N9 C2 1.380(15) . ? N9 Zn3 1.997(10) . ? N11 C21 1.333(16) . ? N11 C8 1.356(16) . ? N11 Zn1 1.979(10) . ? N10 C1 1.319(15) 2_566 ? N10 C9 1.368(16) . ? N10 Zn1 1.991(10) . ? C7 N16 1.359(16) . ? C3 N2 1.320(15) . ? C3 N1 1.342(15) . ? C1 N10 1.319(15) 2_566 ? C4 C10 1.339(18) . ? C4 N2 1.361(16) . ? N16 C18 1.370(17) . ? N16 Zn4 2.012(11) . ? C2 C9 1.353(18) 2_566 ? C9 C2 1.353(18) 2_566 ? C8 N30 1.322(15) 2_666 ? C12 C11 1.364(17) . ? C12 N4 1.369(16) . ? C13 N3 1.345(15) . ? C13 N4 1.352(15) . ? C11 N3 1.354(15) . ? C16 C15 1.332(18) . ? C16 N7 1.404(16) . ? C14 N6 1.316(16) . ? C14 N7 1.340(16) . ? C10 N1 1.359(16) . ? C15 N6 1.386(16) . ? N15 C29 1.361(17) . ? N15 C28 1.367(17) 2_677 ? N15 Zn2 1.947(12) . ? C19 C18 1.332(18) . ? C21 C30 1.318(19) . ? C24 C31 1.375(18) . ? C26 C34 1.30(2) . ? C26 N5 1.372(19) . ? C25 N5 1.303(19) . ? C25 N34 1.317(18) . ? C28 N33 1.325(18) . ? C28 N15 1.367(17) 2_677 ? C29 C33 1.33(2) . ? N32 C31 1.370(15) . ? N32 Zn2 2.035(10) 2_677 ? N30 C8 1.322(15) 2_666 ? N30 C30 1.371(16) 2_666 ? N30 Zn4 2.000(10) . ? N33 C33 1.309(18) 2_677 ? N34 C34 1.389(18) . ? C30 N30 1.371(16) 2_666 ? C33 N33 1.309(18) 2_677 ? Zn1 N4 2.015(10) . ? Zn2 N6 1.972(10) . ? Zn2 N1 1.996(11) 1_665 ? Zn2 N32 2.035(10) 2_677 ? Zn3 N2 1.988(11) . ? Zn3 N3 1.997(10) 2_666 ? Zn4 N7 1.962(10) . ? Zn4 N5 1.994(12) . ? N3 Zn3 1.997(10) 2_666 ? N1 Zn2 1.996(10) 1_445 ? 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 C7 N12 C19 104.6(10) . . ? C7 N12 Zn1 124.8(9) . . ? C19 N12 Zn1 130.3(9) . . ? C5 N8 C24 104.5(10) . . ? C5 N8 Zn3 122.6(8) . . ? C24 N8 Zn3 132.1(9) . . ? N32 C5 N8 113.2(11) . . ? C1 N9 C2 102.5(10) . . ? C1 N9 Zn3 127.1(8) . . ? C2 N9 Zn3 130.0(8) . . ? C21 N11 C8 104.0(10) . . ? C21 N11 Zn1 129.4(9) . . ? C8 N11 Zn1 125.7(8) . . ? C1 N10 C9 104.0(11) 2_566 . ? C1 N10 Zn1 123.3(8) 2_566 . ? C9 N10 Zn1 132.8(9) . . ? N12 C7 N16 112.1(12) . . ? N2 C3 N1 115.2(11) . . ? N10 C1 N9 115.3(11) 2_566 . ? C10 C4 N2 107.7(11) . . ? C7 N16 C18 105.1(11) . . ? C7 N16 Zn4 125.7(9) . . ? C18 N16 Zn4 128.4(9) . . ? C9 C2 N9 109.1(11) 2_566 . ? C2 C9 N10 109.1(12) 2_566 . ? N30 C8 N11 113.1(11) 2_666 . ? C11 C12 N4 108.0(11) . . ? N3 C13 N4 112.4(11) . . ? N3 C11 C12 109.6(11) . . ? C15 C16 N7 108.4(12) . . ? N6 C14 N7 116.0(12) . . ? C4 C10 N1 111.3(11) . . ? C16 C15 N6 110.1(12) . . ? C29 N15 C28 101.2(12) . 2_677 ? C29 N15 Zn2 134.3(10) . . ? C28 N15 Zn2 124.5(10) 2_677 . ? C18 C19 N12 109.2(11) . . ? C19 C18 N16 108.9(12) . . ? C30 C21 N11 110.0(13) . . ? N8 C24 C31 109.2(11) . . ? C34 C26 N5 110.8(13) . . ? N5 C25 N34 114.9(15) . . ? N33 C28 N15 112.6(13) . 2_677 ? C33 C29 N15 111.1(14) . . ? C5 N32 C31 105.7(10) . . ? C5 N32 Zn2 122.6(8) . 2_677 ? C31 N32 Zn2 131.4(9) . 2_677 ? C8 N30 C30 103.4(11) 2_666 2_666 ? C8 N30 Zn4 124.7(9) 2_666 . ? C30 N30 Zn4 130.7(10) 2_666 . ? C33 N33 C28 106.3(13) 2_677 . ? C25 N34 C34 103.8(13) . . ? C21 C30 N30 109.5(13) . 2_666 ? N32 C31 C24 107.3(11) . . ? N33 C33 C29 108.8(14) 2_677 . ? C26 C34 N34 107.5(14) . . ? N12 Zn1 N11 108.9(4) . . ? N12 Zn1 N10 116.0(4) . . ? N11 Zn1 N10 109.2(4) . . ? N12 Zn1 N4 107.3(4) . . ? N11 Zn1 N4 105.7(4) . . ? N10 Zn1 N4 109.3(4) . . ? N15 Zn2 N6 112.7(5) . . ? N15 Zn2 N1 111.0(5) . 1_665 ? N6 Zn2 N1 113.0(4) . 1_665 ? N15 Zn2 N32 106.7(4) . 2_677 ? N6 Zn2 N32 109.3(4) . 2_677 ? N1 Zn2 N32 103.5(4) 1_665 2_677 ? N8 Zn3 N2 108.9(4) . . ? N8 Zn3 N9 107.7(4) . . ? N2 Zn3 N9 103.5(4) . . ? N8 Zn3 N3 111.5(4) . 2_666 ? N2 Zn3 N3 117.4(4) . 2_666 ? N9 Zn3 N3 107.2(4) . 2_666 ? N7 Zn4 N5 106.1(5) . . ? N7 Zn4 N30 116.6(4) . . ? N5 Zn4 N30 114.3(5) . . ? N7 Zn4 N16 109.2(4) . . ? N5 Zn4 N16 107.3(5) . . ? N30 Zn4 N16 103.0(4) . . ? C13 N4 C12 105.1(10) . . ? C13 N4 Zn1 123.9(9) . . ? C12 N4 Zn1 131.1(8) . . ? C13 N3 C11 105.0(10) . . ? C13 N3 Zn3 121.8(8) . 2_666 ? C11 N3 Zn3 133.1(9) . 2_666 ? C3 N1 C10 101.6(10) . . ? C3 N1 Zn2 128.9(9) . 1_445 ? C10 N1 Zn2 129.2(9) . 1_445 ? C3 N2 C4 104.2(10) . . ? C3 N2 Zn3 125.1(9) . . ? C4 N2 Zn3 130.6(8) . . ? C14 N6 C15 103.0(11) . . ? C14 N6 Zn2 132.2(9) . . ? C15 N6 Zn2 124.6(9) . . ? C25 N5 C26 103.1(13) . . ? C25 N5 Zn4 128.5(10) . . ? C26 N5 Zn4 126.4(10) . . ? C14 N7 C16 102.5(11) . . ? C14 N7 Zn4 135.1(9) . . ? C16 N7 Zn4 122.2(8) . . ? _diffrn_measured_fraction_theta_max 0.826 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.826 _refine_diff_density_max 1.895 _refine_diff_density_min -1.432 _refine_diff_density_rms 0.195 # Attachment 'sample_4.cif' data_sample4 _database_code_depnum_ccdc_archive 'CCDC 745451' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H24 N16 O0 Zn4' _chemical_formula_sum 'C24 H24 N16 O0 Zn4' _chemical_formula_weight 798.07 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' Zn Zn 0.2839 1.4301 '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' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M I41 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-y, x+1/2, z+1/4' 'y+1/2, -x, z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1, -y+1, z+1' '-y+1/2, x+1, z+3/4' 'y+1, -x+1/2, z+5/4' _cell_length_a 22.5999(8) _cell_length_b 22.5999(8) _cell_length_c 13.0994(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6690.6(4) _cell_formula_units_Z 8 _cell_measurement_temperature 150.0(2) _cell_measurement_reflns_used 35064 _cell_measurement_theta_min 3.10 _cell_measurement_theta_max 33.70 _exptl_crystal_description needle _exptl_crystal_colour white _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.585 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 400 _exptl_absorpt_coefficient_mu 0.359 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min none _exptl_absorpt_correction_T_max none _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298.00 _diffrn_radiation_wavelength 0.77490 _diffrn_radiation_type synchrotron _diffrn_radiation_source synchrotron _diffrn_radiation_monochromator si(III)crystal _diffrn_measurement_device_type apexIIdiffractometer _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 35064 _diffrn_reflns_av_R_equivalents 0.0516 _diffrn_reflns_av_sigmaI/netI 0.0503 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -32 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.11 _diffrn_reflns_theta_max 33.66 _reflns_number_total 10168 _reflns_number_gt 9572 _reflns_threshold_expression >2sigma(I) _computing_data_collection apexIIsoftware _computing_cell_refinement apexIIsoftware _computing_data_reduction apexIIsoftware _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Hg _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0872P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.083(11) _refine_ls_number_reflns 10168 _refine_ls_number_parameters 397 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0417 _refine_ls_R_factor_gt 0.0397 _refine_ls_wR_factor_ref 0.1251 _refine_ls_wR_factor_gt 0.1238 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.339935(17) 0.599250(18) 0.24890(3) 0.01803(9) Uani 1 1 d . . . C1 C 0.37045(17) 0.47580(16) 0.3195(3) 0.0217(6) Uani 1 1 d . . . H1 H 0.3888 0.4903 0.3798 0.026 Uiso 1 1 calc R . . Zn2 Zn -0.088407(17) 0.699320(18) 0.49992(3) 0.01853(9) Uani 1 1 d . . . N15 N 0.62242(15) 0.66563(14) 0.5022(3) 0.0226(6) Uani 1 1 d . . . Zn3 Zn 0.594176(18) 0.651928(18) 0.36172(3) 0.01762(9) Uani 1 1 d . . . N16 N 0.41274(14) 0.62429(14) 0.3232(2) 0.0197(5) Uani 1 1 d . . . Zn4 Zn 0.151795(18) 0.601304(18) 0.56587(3) 0.01826(9) Uani 1 1 d . . . N14 N 0.34260(14) 0.51094(14) 0.2497(3) 0.0217(6) Uani 1 1 d . . . N13 N 0.27125(13) 0.62822(14) 0.3299(2) 0.0182(5) Uani 1 1 d . . . N12 N 0.33150(13) 0.62751(14) 0.1058(2) 0.0208(6) Uani 1 1 d . . . N11 N 0.22951(15) 0.45146(14) 0.6901(3) 0.0230(6) Uani 1 1 d . . . N10 N 0.27459(14) 0.37966(13) -0.1180(2) 0.0194(6) Uani 1 1 d . . . N9 N 0.50647(13) 0.64267(14) 0.3672(2) 0.0204(6) Uani 1 1 d . . . N8 N -0.02425(14) 0.63899(14) 0.5027(3) 0.0227(6) Uani 1 1 d . . . C11 C 0.22909(17) 0.50363(17) 0.6413(3) 0.0236(7) Uani 1 1 d . . . H11 H 0.2639 0.5262 0.6295 0.028 Uiso 1 1 calc R . . N7 N 0.21810(13) 0.38143(14) 0.0226(2) 0.0185(5) Uani 1 1 d . . . C14 C 0.23867(16) 0.41130(15) -0.0578(3) 0.0198(6) Uani 1 1 d . . . H14 H 0.2287 0.4514 -0.0712 0.024 Uiso 1 1 calc R . . C15 C 0.46920(16) 0.62784(17) 0.2934(3) 0.0215(7) Uani 1 1 d . . . H15 H 0.4815 0.6204 0.2252 0.026 Uiso 1 1 calc R . . C16 C 0.47130(18) 0.6499(2) 0.4527(3) 0.0265(8) Uani 1 1 d . . . H16 H 0.4846 0.6609 0.5188 0.032 Uiso 1 1 calc R . . C18 C 0.41422(17) 0.63856(19) 0.4254(3) 0.0250(7) Uani 1 1 d . . . H18 H 0.3809 0.6402 0.4697 0.030 Uiso 1 1 calc R . . N6 N 0.36901(14) 0.41813(14) 0.2933(3) 0.0202(6) Uani 1 1 d . . . C20 C 0.24694(16) 0.59941(17) 0.4089(3) 0.0198(6) Uani 1 1 d . . . H20 H 0.2596 0.5615 0.4312 0.024 Uiso 1 1 calc R . . C21 C 0.17046(19) 0.43457(18) 0.6905(4) 0.0290(8) Uani 1 1 d . . . H21 H 0.1551 0.3994 0.7199 0.035 Uiso 1 1 calc R . . N5 N 0.20275(14) 0.62975(14) 0.4533(2) 0.0201(6) Uani 1 1 d . . . C23 C 0.19867(16) 0.68161(17) 0.3987(3) 0.0209(6) Uani 1 1 d . . . H23 H 0.1715 0.7128 0.4114 0.025 Uiso 1 1 calc R . . C25 C 0.24323(15) 0.32593(16) 0.0141(3) 0.0209(6) Uani 1 1 d . . . H25 H 0.2376 0.2940 0.0601 0.025 Uiso 1 1 calc R . . N4 N -0.14565(14) 0.66706(15) 0.4011(2) 0.0216(6) Uani 1 1 d . . . C29 C 0.37234(16) 0.63969(17) 0.0351(3) 0.0212(6) Uani 1 1 d . . . H29 H 0.4136 0.6397 0.0489 0.025 Uiso 1 1 calc R . . C30 C 0.24049(15) 0.68065(16) 0.3229(3) 0.0208(6) Uani 1 1 d . . . H30 H 0.2471 0.7110 0.2740 0.025 Uiso 1 1 calc R . . C32 C 0.13858(19) 0.47648(18) 0.6421(3) 0.0278(8) Uani 1 1 d . . . H32 H 0.0970 0.4754 0.6313 0.033 Uiso 1 1 calc R . . C33 C 0.27774(15) 0.32474(15) -0.0721(3) 0.0192(6) Uani 1 1 d . . . H33 H 0.2999 0.2918 -0.0960 0.023 Uiso 1 1 calc R . . C39 C 0.66125(16) 0.63197(17) 0.5526(3) 0.0211(6) Uani 1 1 d . . . H39 H 0.6829 0.6009 0.5209 0.025 Uiso 1 1 calc R . . N1 N 0.06801(14) 0.60371(15) 0.5210(3) 0.0242(6) Uani 1 1 d . . . N3 N 0.34974(14) 0.65184(14) -0.0568(2) 0.0205(6) Uani 1 1 d . . . C42 C 0.27805(17) 0.6329(2) 0.0547(3) 0.0274(8) Uani 1 1 d . . . H42 H 0.2399 0.6277 0.0837 0.033 Uiso 1 1 calc R . . N2 N 0.17581(15) 0.52104(14) 0.6110(3) 0.0223(6) Uani 1 1 d . . . C2A C 0.28977(17) 0.6469(2) -0.0438(3) 0.0274(8) Uani 1 1 d . . . H2A H 0.2609 0.6525 -0.0957 0.033 Uiso 1 1 calc R . . C3A C 0.33876(17) 0.41653(17) 0.2014(3) 0.0240(7) Uani 1 1 d . . . H3A H 0.3303 0.3819 0.1628 0.029 Uiso 1 1 calc R . . C4A C -0.19157(18) 0.6279(2) 0.4169(4) 0.0345(10) Uani 1 1 d . . . H4A H -0.2108 0.6205 0.4802 0.041 Uiso 1 1 calc R . . C5A C 0.02773(16) 0.64290(18) 0.5523(3) 0.0233(7) Uani 1 1 d . . . H5A H 0.0351 0.6710 0.6047 0.028 Uiso 1 1 calc R . . C6A C 0.6016(2) 0.70466(19) 0.5757(4) 0.0349(10) Uani 1 1 d . . . H6A H 0.5736 0.7354 0.5645 0.042 Uiso 1 1 calc R . . C7A C 0.32310(19) 0.47275(18) 0.1755(3) 0.0264(8) Uani 1 1 d . . . H7A H 0.3021 0.4838 0.1156 0.032 Uiso 1 1 calc R . . C41 C 0.0402(3) 0.5740(3) 0.4440(6) 0.066(2) Uani 1 1 d . . . H41 H 0.0575 0.5437 0.4037 0.080 Uiso 1 1 calc R . . C9A C -0.0163(2) 0.5944(3) 0.4339(6) 0.059(2) Uani 1 1 d . . . H9A H -0.0450 0.5802 0.3870 0.071 Uiso 1 1 calc R . . 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 0.01687(17) 0.02172(18) 0.01551(18) 0.00196(15) 0.00293(14) 0.00022(14) C1 0.0264(16) 0.0213(15) 0.0174(15) -0.0050(12) -0.0018(13) 0.0031(13) Zn2 0.01692(17) 0.02311(19) 0.01555(18) -0.00704(15) 0.00053(14) -0.00177(14) N15 0.0286(15) 0.0221(13) 0.0170(13) 0.0045(12) -0.0053(12) 0.0011(11) Zn3 0.01942(18) 0.01970(18) 0.01375(18) 0.00433(14) -0.00282(13) -0.00062(14) N16 0.0209(13) 0.0202(13) 0.0179(13) 0.0006(11) 0.0017(11) 0.0010(11) Zn4 0.01965(18) 0.02100(19) 0.01412(17) 0.00017(14) 0.00345(14) 0.00338(14) N14 0.0233(14) 0.0223(13) 0.0194(14) -0.0004(12) -0.0016(12) -0.0005(11) N13 0.0174(12) 0.0244(14) 0.0128(13) 0.0026(10) 0.0020(10) 0.0022(10) N12 0.0190(13) 0.0252(14) 0.0181(14) 0.0011(11) 0.0010(11) 0.0008(11) N11 0.0237(14) 0.0215(14) 0.0237(15) -0.0002(12) 0.0046(12) 0.0010(11) N10 0.0224(13) 0.0191(13) 0.0165(14) -0.0001(10) 0.0052(11) 0.0005(11) N9 0.0180(13) 0.0268(14) 0.0164(13) 0.0004(11) 0.0017(10) 0.0020(11) N8 0.0195(13) 0.0236(14) 0.0249(15) -0.0076(12) -0.0005(12) -0.0001(11) C11 0.0248(17) 0.0250(17) 0.0209(17) 0.0051(13) 0.0039(13) 0.0008(14) N7 0.0172(12) 0.0228(14) 0.0154(13) 0.0042(10) 0.0022(10) 0.0007(11) C14 0.0259(17) 0.0170(14) 0.0166(15) 0.0011(12) 0.0086(12) 0.0020(12) C15 0.0208(15) 0.0291(17) 0.0144(15) -0.0020(12) 0.0013(12) -0.0004(13) C16 0.0264(18) 0.039(2) 0.0139(15) -0.0037(14) 0.0022(13) 0.0051(15) C18 0.0223(16) 0.0335(19) 0.0192(17) -0.0007(14) 0.0050(13) 0.0043(14) N6 0.0194(13) 0.0208(13) 0.0205(14) -0.0047(11) -0.0019(11) -0.0011(11) C20 0.0205(15) 0.0235(16) 0.0155(14) 0.0013(12) 0.0040(12) 0.0031(12) C21 0.0292(19) 0.0213(17) 0.036(2) 0.0028(15) 0.0034(16) -0.0004(14) N5 0.0207(14) 0.0223(14) 0.0173(13) 0.0015(11) 0.0011(11) 0.0029(11) C23 0.0202(15) 0.0236(16) 0.0188(16) 0.0011(12) -0.0015(12) 0.0055(12) C25 0.0189(15) 0.0232(16) 0.0205(17) 0.0051(12) 0.0017(12) 0.0014(12) N4 0.0216(14) 0.0268(15) 0.0164(14) -0.0066(11) -0.0016(11) -0.0009(12) C29 0.0188(15) 0.0263(17) 0.0184(15) 0.0020(13) 0.0011(12) 0.0018(13) C30 0.0190(15) 0.0240(16) 0.0194(15) 0.0029(13) -0.0034(12) -0.0002(12) C32 0.0246(17) 0.0225(17) 0.036(2) 0.0010(15) 0.0013(15) 0.0015(14) C33 0.0187(15) 0.0193(15) 0.0195(15) 0.0006(12) 0.0004(12) 0.0029(12) C39 0.0197(15) 0.0294(17) 0.0142(16) 0.0025(12) -0.0016(12) 0.0015(13) N1 0.0225(14) 0.0270(15) 0.0230(16) -0.0089(12) 0.0015(11) 0.0036(12) N3 0.0228(14) 0.0214(13) 0.0173(14) 0.0014(11) -0.0015(11) 0.0014(11) C42 0.0173(15) 0.041(2) 0.0242(19) 0.0022(15) 0.0028(13) 0.0022(14) N2 0.0280(15) 0.0206(13) 0.0184(14) 0.0008(11) 0.0040(12) 0.0031(11) C2A 0.0197(16) 0.036(2) 0.0261(19) 0.0039(15) -0.0009(14) 0.0024(15) C3A 0.0239(17) 0.0261(17) 0.0222(18) -0.0037(14) -0.0040(13) -0.0010(14) C4A 0.0183(17) 0.058(3) 0.027(2) -0.0182(19) 0.0062(14) -0.0127(18) C5A 0.0214(15) 0.0292(18) 0.0192(17) -0.0073(13) 0.0003(13) 0.0017(13) C6A 0.054(3) 0.0223(18) 0.029(2) -0.0024(15) -0.0171(19) 0.0155(17) C7A 0.0309(19) 0.0300(19) 0.0183(17) 0.0010(14) -0.0070(14) -0.0055(15) C41 0.045(3) 0.066(4) 0.088(5) -0.062(4) -0.032(3) 0.030(3) C9A 0.032(2) 0.050(3) 0.096(5) -0.055(3) -0.024(3) 0.018(2) _geom_special_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. ; 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 N12 1.989(3) . ? Zn1 N13 1.991(3) . ? Zn1 N16 1.993(3) . ? Zn1 N14 1.997(3) . ? C1 N6 1.349(5) . ? C1 N14 1.365(5) . ? Zn2 N10 1.965(3) 4_465 ? Zn2 N4 1.970(3) . ? Zn2 N8 1.991(3) . ? Zn2 N11 2.003(3) 4_464 ? N15 C39 1.335(4) . ? N15 C6A 1.388(6) . ? N15 Zn3 1.973(3) . ? Zn3 N7 1.975(3) 3_655 ? Zn3 N9 1.994(3) . ? Zn3 N6 2.001(3) 6_554 ? N16 C15 1.337(5) . ? N16 C18 1.379(5) . ? Zn4 N5 1.978(3) . ? Zn4 N1 1.984(3) . ? Zn4 N2 1.984(3) . ? Zn4 N3 2.001(3) 4_465 ? N14 C7A 1.373(5) . ? N13 C20 1.341(4) . ? N13 C30 1.377(5) . ? N12 C29 1.336(5) . ? N12 C42 1.386(5) . ? N11 C11 1.341(5) . ? N11 C21 1.388(5) . ? N11 Zn2 2.003(3) 3_655 ? N10 C14 1.338(4) . ? N10 C33 1.381(5) . ? N10 Zn2 1.965(3) 3_654 ? N9 C15 1.326(5) . ? N9 C16 1.382(5) . ? N8 C5A 1.345(5) . ? N8 C9A 1.363(5) . ? C11 N2 1.328(5) . ? N7 C14 1.335(4) . ? N7 C25 1.381(5) . ? N7 Zn3 1.975(3) 4_464 ? C16 C18 1.363(6) . ? N6 C3A 1.384(5) . ? N6 Zn3 2.001(3) 6_554 ? C20 N5 1.344(5) . ? C21 C32 1.348(6) . ? N5 C23 1.376(5) . ? C23 C30 1.371(5) . ? C25 C33 1.372(5) . ? N4 C39 1.333(5) 7_544 ? N4 C4A 1.379(5) . ? C29 N3 1.337(5) . ? C32 N2 1.374(5) . ? C39 N4 1.333(5) 8_454 ? N1 C5A 1.335(5) . ? N1 C41 1.365(6) . ? N3 C2A 1.370(5) . ? N3 Zn4 2.001(3) 3_654 ? C42 C2A 1.356(6) . ? C3A C7A 1.362(6) . ? C4A C6A 1.367(6) 7_544 ? C6A C4A 1.367(6) 8_454 ? C41 C9A 1.362(7) . ? 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 N12 Zn1 N13 108.75(12) . . ? N12 Zn1 N16 116.59(13) . . ? N13 Zn1 N16 106.88(13) . . ? N12 Zn1 N14 109.21(14) . . ? N13 Zn1 N14 110.45(13) . . ? N16 Zn1 N14 104.84(13) . . ? N6 C1 N14 112.3(3) . . ? N10 Zn2 N4 116.65(13) 4_465 . ? N10 Zn2 N8 117.19(14) 4_465 . ? N4 Zn2 N8 103.70(13) . . ? N10 Zn2 N11 105.60(13) 4_465 4_464 ? N4 Zn2 N11 109.59(14) . 4_464 ? N8 Zn2 N11 103.26(14) . 4_464 ? C39 N15 C6A 104.0(3) . . ? C39 N15 Zn3 125.7(3) . . ? C6A N15 Zn3 129.6(3) . . ? N15 Zn3 N7 110.00(13) . 3_655 ? N15 Zn3 N9 107.72(14) . . ? N7 Zn3 N9 112.22(13) 3_655 . ? N15 Zn3 N6 114.07(13) . 6_554 ? N7 Zn3 N6 102.60(13) 3_655 6_554 ? N9 Zn3 N6 110.27(13) . 6_554 ? C15 N16 C18 104.3(3) . . ? C15 N16 Zn1 131.5(3) . . ? C18 N16 Zn1 124.1(3) . . ? N5 Zn4 N1 109.02(14) . . ? N5 Zn4 N2 111.10(13) . . ? N1 Zn4 N2 112.00(14) . . ? N5 Zn4 N3 116.17(13) . 4_465 ? N1 Zn4 N3 103.44(13) . 4_465 ? N2 Zn4 N3 104.90(13) . 4_465 ? C1 N14 C7A 104.9(3) . . ? C1 N14 Zn1 126.8(3) . . ? C7A N14 Zn1 127.9(3) . . ? C20 N13 C30 105.2(3) . . ? C20 N13 Zn1 124.8(2) . . ? C30 N13 Zn1 129.9(2) . . ? C29 N12 C42 104.4(3) . . ? C29 N12 Zn1 130.8(3) . . ? C42 N12 Zn1 124.5(3) . . ? C11 N11 C21 103.7(3) . . ? C11 N11 Zn2 126.0(3) . 3_655 ? C21 N11 Zn2 130.3(3) . 3_655 ? C14 N10 C33 104.8(3) . . ? C14 N10 Zn2 120.3(2) . 3_654 ? C33 N10 Zn2 134.3(2) . 3_654 ? C15 N9 C16 104.8(3) . . ? C15 N9 Zn3 129.2(3) . . ? C16 N9 Zn3 126.0(3) . . ? C5A N8 C9A 104.6(3) . . ? C5A N8 Zn2 126.9(3) . . ? C9A N8 Zn2 126.2(3) . . ? N2 C11 N11 114.2(3) . . ? C14 N7 C25 104.6(3) . . ? C14 N7 Zn3 126.1(2) . 4_464 ? C25 N7 Zn3 127.8(2) . 4_464 ? N7 C14 N10 113.9(3) . . ? N9 C15 N16 114.1(3) . . ? C18 C16 N9 108.1(3) . . ? C16 C18 N16 108.7(3) . . ? C1 N6 C3A 105.0(3) . . ? C1 N6 Zn3 129.8(3) . 6_554 ? C3A N6 Zn3 125.1(3) . 6_554 ? N13 C20 N5 113.0(3) . . ? C32 C21 N11 108.6(4) . . ? C20 N5 C23 105.0(3) . . ? C20 N5 Zn4 126.1(3) . . ? C23 N5 Zn4 128.7(2) . . ? C30 C23 N5 108.5(3) . . ? C33 C25 N7 108.6(3) . . ? C39 N4 C4A 104.9(3) 7_544 . ? C39 N4 Zn2 121.3(3) 7_544 . ? C4A N4 Zn2 129.2(3) . . ? N12 C29 N3 113.8(3) . . ? C23 C30 N13 108.3(3) . . ? C21 C32 N2 109.1(4) . . ? C25 C33 N10 108.1(3) . . ? N4 C39 N15 114.2(4) 8_454 . ? C5A N1 C41 103.8(3) . . ? C5A N1 Zn4 125.3(3) . . ? C41 N1 Zn4 130.2(3) . . ? C29 N3 C2A 104.4(3) . . ? C29 N3 Zn4 122.6(2) . 3_654 ? C2A N3 Zn4 130.6(3) . 3_654 ? C2A C42 N12 108.1(3) . . ? C11 N2 C32 104.4(3) . . ? C11 N2 Zn4 127.5(3) . . ? C32 N2 Zn4 126.2(3) . . ? C42 C2A N3 109.3(3) . . ? C7A C3A N6 108.7(3) . . ? C6A C4A N4 108.1(4) 7_544 . ? N1 C5A N8 113.8(3) . . ? C4A C6A N15 108.7(3) 8_454 . ? C3A C7A N14 109.0(3) . . ? C9A C41 N1 109.7(4) . . ? C41 C9A N8 108.0(4) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 33.66 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.239 _refine_diff_density_min -0.758 _refine_diff_density_rms 0.193