# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_Cu7Cl2 _database_code_depnum_ccdc_archive 'CCDC 902181' #TrackingRef 'web_deposit_cif_file_0_AllanBlackman_1352942938.Revised CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C9 H13.40 Cl2 Cu N5 O0.20' _chemical_formula_weight 329.29 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 '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 Monoclinic _symmetry_space_group_name_H-M 'P2(1) ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 10.4149(8) _cell_length_b 6.5584(4) _cell_length_c 10.4074(8) _cell_angle_alpha 90.00 _cell_angle_beta 99.817(2) _cell_angle_gamma 90.00 _cell_volume 700.47(9) _cell_formula_units_Z 2 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 2835 _cell_measurement_theta_min 2.56 _cell_measurement_theta_max 25.89 _exptl_crystal_description block _exptl_crystal_colour 'light blue' _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.561 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 334 _exptl_absorpt_coefficient_mu 1.928 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6048 _exptl_absorpt_correction_T_max 0.6991 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7018 _diffrn_reflns_av_R_equivalents 0.0259 _diffrn_reflns_av_sigmaI/netI 0.0385 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 26.42 _reflns_number_total 2823 _reflns_number_gt 2432 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^ > 2\s(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. Atoms C1, C6, C11, C14 and C16 gave unacceptable ADPs when allowed to refine freely, and were thus restrained using the ISOR command. Distances between N4 and C6, N2 and C1, N12 and C11 N11 and C15, N1 and C1 and N1 and C5 were fixed using the SADI command. ; _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^)+(0.0825P)^2^+0.0526P] 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 0.01(3) _refine_ls_number_reflns 2823 _refine_ls_number_parameters 293 _refine_ls_number_restraints 44 _refine_ls_R_factor_all 0.0537 _refine_ls_R_factor_gt 0.0446 _refine_ls_wR_factor_ref 0.1273 _refine_ls_wR_factor_gt 0.1204 _refine_ls_goodness_of_fit_ref 1.098 _refine_ls_restrained_S_all 1.099 _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 Cu1 Cu 0.12167(5) 0.25529(9) 0.37828(5) 0.03282(19) Uani 1 1 d . . . Cl1 Cl 0.2789(2) 0.3788(2) 0.2209(2) 0.0814(7) Uani 1 1 d . A . Cl2A Cl 0.0158(3) 0.5434(4) 0.4173(3) 0.0358(5) Uani 0.50 1 d P A 1 N4 N 0.3454(15) 0.1462(19) 0.6012(13) 0.041(3) Uani 0.50 1 d PD A 1 N5 N 0.2563(11) 0.2825(19) 0.5470(12) 0.038(2) Uani 0.50 1 d P A 1 C9 C 0.2813(12) 0.462(2) 0.6168(13) 0.054(3) Uani 0.50 1 d P A 1 H9 H 0.2321 0.5844 0.6043 0.065 Uiso 0.50 1 calc PR A 1 C8 C 0.3975(14) 0.426(2) 0.7128(15) 0.066(4) Uani 0.50 1 d PD A 1 H8 H 0.4448 0.5218 0.7713 0.079 Uiso 0.50 1 calc PR A 1 C7 C 0.4229(14) 0.227(3) 0.6999(15) 0.050(4) Uani 0.50 1 d P A 1 H7 H 0.4890 0.1541 0.7556 0.060 Uiso 0.50 1 calc PR A 1 C6 C 0.3492(15) -0.0674(17) 0.5691(14) 0.039(3) Uani 0.50 1 d PDU A 1 H6A H 0.4366 -0.1251 0.6011 0.046 Uiso 0.50 1 calc PR A 1 H6B H 0.2839 -0.1446 0.6084 0.046 Uiso 0.50 1 calc PR A 1 C5 C 0.3200(13) -0.075(4) 0.4325(16) 0.057(5) Uani 0.50 1 d PD A 1 H5A H 0.3465 -0.2121 0.4060 0.068 Uiso 0.50 1 calc PR A 1 H5B H 0.3772 0.0247 0.3988 0.068 Uiso 0.50 1 calc PR A 1 N1 N 0.1782(12) -0.037(3) 0.3593(14) 0.034(3) Uani 0.50 1 d PD A 1 H1A H 0.1261 -0.1123 0.4060 0.040 Uiso 0.50 1 calc PR A 1 C1 C 0.1297(12) -0.0974(16) 0.2148(11) 0.032(3) Uani 0.50 1 d PDU A 1 H1B H 0.1949 -0.0576 0.1604 0.039 Uiso 0.50 1 calc PR A 1 H1C H 0.1165 -0.2467 0.2074 0.039 Uiso 0.50 1 calc PR A 1 N3 N -0.0005(11) 0.1820(19) 0.2320(12) 0.041(3) Uani 0.50 1 d P A 1 N2 N 0.0093(16) 0.007(2) 0.1717(14) 0.055(4) Uani 0.50 1 d PD A 1 C2 C -0.0770(15) -0.043(2) 0.0695(12) 0.054(4) Uani 0.50 1 d P A 1 H2 H -0.0788 -0.1555 0.0120 0.064 Uiso 0.50 1 calc PR A 1 C3 C -0.161(2) 0.109(3) 0.069(2) 0.066(5) Uani 0.50 1 d P A 1 H3 H -0.2423 0.1209 0.0122 0.079 Uiso 0.50 1 calc PR A 1 C4 C -0.113(2) 0.241(4) 0.161(2) 0.052(5) Uani 0.50 1 d P A 1 H4 H -0.1544 0.3663 0.1751 0.062 Uiso 0.50 1 calc PR A 1 Cl2B Cl 0.0841(3) 0.5434(4) 0.4851(3) 0.0347(5) Uani 0.50 1 d P A 2 N13 N 0.2682(11) 0.1808(18) 0.5010(11) 0.036(2) Uani 0.50 1 d P A 2 C14 C 0.3400(16) 0.237(4) 0.6145(15) 0.039(4) Uani 0.50 1 d PU A 2 H14 H 0.3223 0.3587 0.6579 0.047 Uiso 0.50 1 calc PR A 2 C13 C 0.4378(18) 0.113(3) 0.663(2) 0.063(5) Uani 0.50 1 d P A 2 H13 H 0.4996 0.1289 0.7412 0.076 Uiso 0.50 1 calc PR A 2 C12 C 0.4269(11) -0.046(2) 0.5720(14) 0.048(3) Uani 0.50 1 d P A 2 H12 H 0.4819 -0.1614 0.5720 0.058 Uiso 0.50 1 calc PR A 2 N12 N 0.3286(12) -0.001(2) 0.4906(15) 0.050(4) Uani 0.50 1 d PD A 2 C11 C 0.2832(10) -0.0981(16) 0.3686(12) 0.029(2) Uani 0.50 1 d PDU A 2 H11A H 0.2945 -0.2475 0.3781 0.035 Uiso 0.50 1 calc PR A 2 H11B H 0.3348 -0.0505 0.3028 0.035 Uiso 0.50 1 calc PR A 2 N11 N 0.1370(15) -0.047(4) 0.3226(16) 0.041(4) Uani 0.50 1 d PD A 2 H11C H 0.0909 -0.1233 0.3747 0.049 Uiso 0.50 1 calc PR A 2 C15 C 0.0662(18) -0.077(4) 0.1804(14) 0.068(7) Uani 0.50 1 d PD A 2 H15A H 0.1024 0.0252 0.1264 0.082 Uiso 0.50 1 calc PR A 2 H15B H 0.0924 -0.2126 0.1519 0.082 Uiso 0.50 1 calc PR A 2 C16 C -0.0668(14) -0.0663(18) 0.1476(17) 0.045(3) Uani 0.50 1 d PDU A 2 H16A H -0.1086 -0.1493 0.2084 0.054 Uiso 0.50 1 calc PR A 2 H16B H -0.0957 -0.1179 0.0579 0.054 Uiso 0.50 1 calc PR A 2 N14 N -0.1015(13) 0.147(2) 0.1562(14) 0.032(3) Uani 0.50 1 d PD A 2 N15 N -0.0465(11) 0.2866(18) 0.2462(10) 0.031(2) Uani 0.50 1 d P A 2 C19 C -0.1180(12) 0.456(2) 0.2177(12) 0.048(3) Uani 0.50 1 d P A 2 H19 H -0.1068 0.5791 0.2666 0.058 Uiso 0.50 1 calc PR A 2 C18 C -0.2161(16) 0.424(3) 0.1000(17) 0.082(6) Uani 0.50 1 d PD A 2 H18 H -0.2758 0.5193 0.0540 0.098 Uiso 0.50 1 calc PR A 2 C17 C -0.1992(15) 0.222(3) 0.0737(13) 0.044(4) Uani 0.50 1 d P A 2 H17 H -0.2508 0.1470 0.0055 0.053 Uiso 0.50 1 calc PR A 2 O1 O 0.4696(15) 0.240(4) 0.0336(15) 0.042(4) Uiso 0.20 1 d P . . H1X H 0.4181 0.2785 0.0830 0.050 Uiso 0.20 1 d P . . H1Y H 0.4755 0.1186 0.0320 0.050 Uiso 0.20 1 d 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 Cu1 0.0424(3) 0.0145(3) 0.0438(3) -0.0012(3) 0.0136(2) 0.0012(3) Cl1 0.1232(15) 0.0253(8) 0.1219(15) 0.0025(8) 0.0950(14) -0.0031(9) Cl2A 0.0444(14) 0.0148(11) 0.0515(16) 0.0030(11) 0.0172(13) 0.0051(11) N4 0.051(8) 0.027(8) 0.048(8) -0.011(6) 0.017(7) -0.002(6) N5 0.042(6) 0.021(7) 0.054(7) 0.002(6) 0.013(5) -0.001(5) C9 0.044(6) 0.046(8) 0.072(9) -0.031(7) 0.010(6) 0.000(6) C8 0.064(8) 0.052(10) 0.071(10) -0.035(8) -0.019(7) -0.006(7) C7 0.031(5) 0.065(12) 0.053(7) 0.001(10) 0.002(5) 0.018(9) C6 0.048(6) 0.036(6) 0.032(6) 0.016(5) 0.005(5) 0.012(5) C5 0.039(7) 0.089(15) 0.033(9) 0.025(9) -0.022(7) -0.007(9) N1 0.042(9) 0.019(5) 0.045(8) 0.000(6) 0.021(6) -0.010(7) C1 0.059(7) 0.010(4) 0.033(6) -0.008(4) 0.024(5) 0.005(5) N3 0.046(7) 0.028(6) 0.051(7) 0.007(5) 0.017(6) 0.012(5) N2 0.068(11) 0.043(8) 0.054(8) 0.008(6) 0.005(7) 0.038(7) C2 0.080(10) 0.057(9) 0.020(6) 0.008(6) -0.004(6) 0.008(8) C3 0.062(11) 0.047(10) 0.078(13) -0.005(10) -0.016(10) -0.012(9) C4 0.062(10) 0.024(8) 0.071(13) 0.018(15) 0.018(10) 0.007(13) Cl2B 0.0497(15) 0.0156(11) 0.0411(14) -0.0042(10) 0.0140(13) -0.0023(11) N13 0.046(6) 0.018(5) 0.043(7) -0.009(4) 0.007(5) -0.008(5) C14 0.035(6) 0.035(7) 0.044(6) -0.005(8) -0.003(5) -0.011(8) C13 0.050(10) 0.066(12) 0.071(13) 0.040(11) 0.000(9) 0.000(9) C12 0.020(5) 0.051(8) 0.075(10) 0.012(7) 0.009(6) 0.007(5) N12 0.043(6) 0.056(9) 0.051(9) -0.040(7) 0.003(6) -0.015(5) C11 0.024(5) 0.015(4) 0.055(7) -0.008(5) 0.023(5) 0.002(4) N11 0.039(9) 0.022(6) 0.063(11) -0.009(7) 0.012(7) -0.007(7) C15 0.058(12) 0.114(19) 0.026(7) 0.008(10) -0.016(8) -0.050(13) C16 0.035(5) 0.029(6) 0.068(8) -0.004(6) -0.001(6) -0.010(5) N14 0.035(7) 0.030(8) 0.029(6) 0.006(6) -0.002(5) -0.003(6) N15 0.038(5) 0.026(7) 0.027(5) 0.001(4) 0.005(4) -0.001(5) C19 0.062(7) 0.033(6) 0.047(7) -0.003(5) 0.000(6) 0.017(6) C18 0.059(9) 0.100(16) 0.082(11) 0.003(11) -0.002(8) 0.035(10) C17 0.049(7) 0.053(12) 0.029(5) 0.004(7) -0.002(5) -0.004(8) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 Cu1 N3 1.872(13) . ? Cu1 N13 1.880(13) . ? Cu1 N1 2.02(2) . ? Cu1 N15 2.044(12) . ? Cu1 N5 2.060(14) . ? Cu1 N11 2.08(2) . ? Cu1 Cl2B 2.260(2) . ? Cu1 Cl2A 2.259(2) . ? Cu1 Cl1 2.6339(15) . ? N4 C7 1.31(2) . ? N4 N5 1.341(19) . ? N4 C6 1.442(14) . ? N5 C9 1.384(18) . ? C9 C8 1.450(18) . ? C9 H9 0.9500 . ? C8 C7 1.34(2) . ? C8 H8 0.9500 . ? C7 H7 0.9500 . ? C6 C5 1.403(18) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C5 N1 1.563(12) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? N1 C1 1.555(12) . ? N1 H1A 0.9300 . ? C1 N2 1.432(13) . ? C1 H1B 0.9900 . ? C1 H1C 0.9900 . ? N3 C4 1.33(2) . ? N3 N2 1.321(19) . ? N2 C2 1.31(2) . ? N2 C4 1.99(2) . ? C2 C3 1.32(3) . ? C2 H2 0.9500 . ? C3 C4 1.33(3) . ? C3 H3 0.9500 . ? C4 H4 0.9500 . ? N13 C14 1.338(19) . ? N13 N12 1.359(18) . ? C14 C13 1.33(3) . ? C14 H14 0.9500 . ? C13 C12 1.40(3) . ? C13 H13 0.9500 . ? C12 N12 1.248(19) . ? C12 H12 0.9500 . ? N12 C11 1.428(12) . ? C11 N11 1.554(12) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? N11 C15 1.549(13) . ? N11 H11C 0.9300 . ? C15 C16 1.37(2) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 N14 1.450(14) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? N14 C17 1.31(2) . ? N14 N15 1.366(18) . ? N15 C19 1.343(17) . ? C19 C18 1.47(2) . ? C19 H19 0.9500 . ? C18 C17 1.37(3) . ? C18 H18 0.9500 . ? C17 H17 0.9500 . ? O1 H1X 0.8416 . ? O1 H1Y 0.8008 . ? 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 N3 Cu1 N13 147.8(5) . . ? N3 Cu1 N1 81.2(5) . . ? N13 Cu1 N1 66.7(5) . . ? N3 Cu1 N15 25.0(4) . . ? N13 Cu1 N15 170.5(5) . . ? N1 Cu1 N15 105.1(5) . . ? N3 Cu1 N5 170.0(5) . . ? N13 Cu1 N5 24.2(4) . . ? N1 Cu1 N5 89.9(5) . . ? N15 Cu1 N5 161.0(4) . . ? N3 Cu1 N11 66.6(5) . . ? N13 Cu1 N11 81.4(5) . . ? N1 Cu1 N11 14.7(4) . . ? N15 Cu1 N11 90.3(5) . . ? N5 Cu1 N11 104.3(5) . . ? N3 Cu1 Cl2B 117.6(4) . . ? N13 Cu1 Cl2B 94.1(4) . . ? N1 Cu1 Cl2B 156.5(4) . . ? N15 Cu1 Cl2B 92.6(3) . . ? N5 Cu1 Cl2B 70.0(4) . . ? N11 Cu1 Cl2B 164.2(6) . . ? N3 Cu1 Cl2A 94.4(4) . . ? N13 Cu1 Cl2A 117.4(4) . . ? N1 Cu1 Cl2A 165.6(4) . . ? N15 Cu1 Cl2A 69.4(3) . . ? N5 Cu1 Cl2A 93.2(4) . . ? N11 Cu1 Cl2A 155.6(4) . . ? Cl2B Cu1 Cl2A 23.28(8) . . ? N3 Cu1 Cl1 89.0(3) . . ? N13 Cu1 Cl1 89.1(3) . . ? N1 Cu1 Cl1 90.5(5) . . ? N15 Cu1 Cl1 95.9(3) . . ? N5 Cu1 Cl1 95.7(3) . . ? N11 Cu1 Cl1 92.0(6) . . ? Cl2B Cu1 Cl1 103.12(7) . . ? Cl2A Cu1 Cl1 103.22(7) . . ? C7 N4 N5 110.5(16) . . ? C7 N4 C6 122.6(17) . . ? N5 N4 C6 126.5(15) . . ? N4 N5 C9 106.9(13) . . ? N4 N5 Cu1 128.4(11) . . ? C9 N5 Cu1 124.1(9) . . ? N5 C9 C8 106.6(12) . . ? N5 C9 H9 126.7 . . ? C8 C9 H9 126.7 . . ? C7 C8 C9 104.1(11) . . ? C7 C8 H8 128.0 . . ? C9 C8 H8 128.0 . . ? N4 C7 C8 111.5(15) . . ? N4 C7 H7 124.2 . . ? C8 C7 H7 124.2 . . ? C5 C6 N4 105.2(15) . . ? C5 C6 H6A 110.7 . . ? N4 C6 H6A 110.7 . . ? C5 C6 H6B 110.7 . . ? N4 C6 H6B 110.7 . . ? H6A C6 H6B 108.8 . . ? C6 C5 N1 120.7(15) . . ? C6 C5 H5A 107.1 . . ? N1 C5 H5A 107.1 . . ? C6 C5 H5B 107.1 . . ? N1 C5 H5B 107.1 . . ? H5A C5 H5B 106.8 . . ? C1 N1 C5 123.7(13) . . ? C1 N1 Cu1 106.5(10) . . ? C5 N1 Cu1 111.9(12) . . ? C1 N1 H1A 104.3 . . ? C5 N1 H1A 104.3 . . ? Cu1 N1 H1A 104.3 . . ? N2 C1 N1 107.7(10) . . ? N2 C1 H1B 110.2 . . ? N1 C1 H1B 110.2 . . ? N2 C1 H1C 110.2 . . ? N1 C1 H1C 110.2 . . ? H1B C1 H1C 108.5 . . ? C4 N3 N2 97.0(17) . . ? C4 N3 Cu1 141.9(16) . . ? N2 N3 Cu1 120.9(10) . . ? C2 N2 N3 120.3(11) . . ? C2 N2 C1 125.3(12) . . ? N3 N2 C1 113.6(14) . . ? C2 N2 C4 78.7(11) . . ? N3 N2 C4 41.7(10) . . ? C1 N2 C4 154.9(15) . . ? N2 C2 C3 100.2(14) . . ? N2 C2 H2 129.9 . . ? C3 C2 H2 129.9 . . ? C2 C3 C4 109(2) . . ? C2 C3 H3 125.6 . . ? C4 C3 H3 125.6 . . ? N3 C4 C3 113(2) . . ? N3 C4 N2 41.3(10) . . ? C3 C4 N2 72.1(16) . . ? N3 C4 H4 123.3 . . ? C3 C4 H4 123.3 . . ? N2 C4 H4 164.6 . . ? C14 N13 N12 96.6(15) . . ? C14 N13 Cu1 142.7(14) . . ? N12 N13 Cu1 120.5(9) . . ? N13 C14 C13 116(2) . . ? N13 C14 H14 121.8 . . ? C13 C14 H14 121.8 . . ? C14 C13 C12 103.0(18) . . ? C14 C13 H13 128.5 . . ? C12 C13 H13 128.5 . . ? N12 C12 C13 104.2(13) . . ? N12 C12 H12 127.9 . . ? C13 C12 H12 127.9 . . ? C12 N12 N13 119.4(11) . . ? C12 N12 C11 127.3(12) . . ? N13 N12 C11 112.0(13) . . ? N12 C11 N11 109.6(10) . . ? N12 C11 H11A 109.7 . . ? N11 C11 H11A 109.7 . . ? N12 C11 H11B 109.7 . . ? N11 C11 H11B 109.7 . . ? H11A C11 H11B 108.2 . . ? C11 N11 C15 123.3(15) . . ? C11 N11 Cu1 103.8(9) . . ? C15 N11 Cu1 110.0(15) . . ? C11 N11 H11C 106.2 . . ? C15 N11 H11C 106.2 . . ? Cu1 N11 H11C 106.2 . . ? C16 C15 N11 121.8(17) . . ? C16 C15 H15A 106.9 . . ? N11 C15 H15A 106.9 . . ? C16 C15 H15B 106.9 . . ? N11 C15 H15B 106.9 . . ? H15A C15 H15B 106.7 . . ? C15 C16 N14 106.6(17) . . ? C15 C16 H16A 110.4 . . ? N14 C16 H16A 110.4 . . ? C15 C16 H16B 110.4 . . ? N14 C16 H16B 110.4 . . ? H16A C16 H16B 108.6 . . ? C17 N14 N15 112.7(16) . . ? C17 N14 C16 119.7(16) . . ? N15 N14 C16 127.6(13) . . ? C19 N15 N14 104.7(12) . . ? C19 N15 Cu1 127.7(9) . . ? N14 N15 Cu1 127.2(10) . . ? N15 C19 C18 110.3(12) . . ? N15 C19 H19 124.9 . . ? C18 C19 H19 124.9 . . ? C17 C18 C19 102.1(12) . . ? C17 C18 H18 129.0 . . ? C19 C18 H18 129.0 . . ? N14 C17 C18 110.1(15) . . ? N14 C17 H17 124.9 . . ? C18 C17 H17 124.9 . . ? H1X O1 H1Y 111.6 . . ? 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 C7 N4 N5 C9 0.5(16) . . . . ? C6 N4 N5 C9 173.3(13) . . . . ? C7 N4 N5 Cu1 172.8(10) . . . . ? C6 N4 N5 Cu1 -14.4(19) . . . . ? N3 Cu1 N5 N4 31(3) . . . . ? N13 Cu1 N5 N4 -11.2(11) . . . . ? N1 Cu1 N5 N4 4.4(12) . . . . ? N15 Cu1 N5 N4 146.7(13) . . . . ? N11 Cu1 N5 N4 7.4(13) . . . . ? Cl2B Cu1 N5 N4 172.0(11) . . . . ? Cl2A Cu1 N5 N4 170.3(10) . . . . ? Cl1 Cu1 N5 N4 -86.1(11) . . . . ? N3 Cu1 N5 C9 -158(2) . . . . ? N13 Cu1 N5 C9 159.9(17) . . . . ? N1 Cu1 N5 C9 175.5(11) . . . . ? N15 Cu1 N5 C9 -42(2) . . . . ? N11 Cu1 N5 C9 178.5(11) . . . . ? Cl2B Cu1 N5 C9 -16.9(9) . . . . ? Cl2A Cu1 N5 C9 -18.6(10) . . . . ? Cl1 Cu1 N5 C9 85.0(10) . . . . ? N4 N5 C9 C8 3.3(14) . . . . ? Cu1 N5 C9 C8 -169.4(9) . . . . ? N5 C9 C8 C7 -5.7(16) . . . . ? N5 N4 C7 C8 -4.5(19) . . . . ? C6 N4 C7 C8 -177.6(15) . . . . ? C9 C8 C7 N4 6.3(19) . . . . ? C7 N4 C6 C5 -145.4(15) . . . . ? N5 N4 C6 C5 42.7(19) . . . . ? N4 C6 C5 N1 -73(2) . . . . ? C6 C5 N1 C1 -163.3(17) . . . . ? C6 C5 N1 Cu1 67(2) . . . . ? N3 Cu1 N1 C1 23.0(8) . . . . ? N13 Cu1 N1 C1 -154.6(11) . . . . ? N15 Cu1 N1 C1 30.4(10) . . . . ? N5 Cu1 N1 C1 -161.5(9) . . . . ? N11 Cu1 N1 C1 30(3) . . . . ? Cl2B Cu1 N1 C1 168.0(6) . . . . ? Cl2A Cu1 N1 C1 95.9(18) . . . . ? Cl1 Cu1 N1 C1 -65.9(8) . . . . ? N3 Cu1 N1 C5 160.9(12) . . . . ? N13 Cu1 N1 C5 -16.7(9) . . . . ? N15 Cu1 N1 C5 168.3(10) . . . . ? N5 Cu1 N1 C5 -23.6(11) . . . . ? N11 Cu1 N1 C5 168(5) . . . . ? Cl2B Cu1 N1 C5 -54.1(18) . . . . ? Cl2A Cu1 N1 C5 -126.2(12) . . . . ? Cl1 Cu1 N1 C5 72.0(10) . . . . ? C5 N1 C1 N2 -165.1(16) . . . . ? Cu1 N1 C1 N2 -33.5(13) . . . . ? N13 Cu1 N3 C4 168.3(16) . . . . ? N1 Cu1 N3 C4 164.3(18) . . . . ? N15 Cu1 N3 C4 1.4(16) . . . . ? N5 Cu1 N3 C4 137(2) . . . . ? N11 Cu1 N3 C4 162.3(19) . . . . ? Cl2B Cu1 N3 C4 -0.8(18) . . . . ? Cl2A Cu1 N3 C4 -1.9(17) . . . . ? Cl1 Cu1 N3 C4 -105.1(17) . . . . ? N13 Cu1 N3 N2 -5.0(16) . . . . ? N1 Cu1 N3 N2 -9.1(12) . . . . ? N15 Cu1 N3 N2 -172.0(18) . . . . ? N5 Cu1 N3 N2 -36(3) . . . . ? N11 Cu1 N3 N2 -11.0(12) . . . . ? Cl2B Cu1 N3 N2 -174.1(10) . . . . ? Cl2A Cu1 N3 N2 -175.2(11) . . . . ? Cl1 Cu1 N3 N2 81.6(11) . . . . ? C4 N3 N2 C2 4.1(19) . . . . ? Cu1 N3 N2 C2 179.9(12) . . . . ? C4 N3 N2 C1 174.3(14) . . . . ? Cu1 N3 N2 C1 -9.9(18) . . . . ? Cu1 N3 N2 C4 175.9(15) . . . . ? N1 C1 N2 C2 -161.6(16) . . . . ? N1 C1 N2 N3 28.8(18) . . . . ? N1 C1 N2 C4 38(4) . . . . ? N3 N2 C2 C3 -6(2) . . . . ? C1 N2 C2 C3 -175.3(17) . . . . ? C4 N2 C2 C3 -3.5(14) . . . . ? N2 C2 C3 C4 5(2) . . . . ? N2 N3 C4 C3 0(2) . . . . ? Cu1 N3 C4 C3 -174.2(14) . . . . ? Cu1 N3 C4 N2 -174(2) . . . . ? C2 C3 C4 N3 -4(2) . . . . ? C2 C3 C4 N2 -3.7(14) . . . . ? C2 N2 C4 N3 -176.4(17) . . . . ? C1 N2 C4 N3 -12(3) . . . . ? C2 N2 C4 C3 3.6(14) . . . . ? N3 N2 C4 C3 -180.0(19) . . . . ? C1 N2 C4 C3 168(3) . . . . ? N3 Cu1 N13 C14 -167.7(15) . . . . ? N1 Cu1 N13 C14 -163.4(18) . . . . ? N15 Cu1 N13 C14 -133(2) . . . . ? N5 Cu1 N13 C14 -0.4(15) . . . . ? N11 Cu1 N13 C14 -162.2(18) . . . . ? Cl2B Cu1 N13 C14 2.6(17) . . . . ? Cl2A Cu1 N13 C14 1.3(18) . . . . ? Cl1 Cu1 N13 C14 105.7(17) . . . . ? N3 Cu1 N13 N12 4.4(15) . . . . ? N1 Cu1 N13 N12 8.7(10) . . . . ? N15 Cu1 N13 N12 40(3) . . . . ? N5 Cu1 N13 N12 171.7(18) . . . . ? N11 Cu1 N13 N12 9.9(11) . . . . ? Cl2B Cu1 N13 N12 174.7(10) . . . . ? Cl2A Cu1 N13 N12 173.4(9) . . . . ? Cl1 Cu1 N13 N12 -82.2(10) . . . . ? N12 N13 C14 C13 3.9(17) . . . . ? Cu1 N13 C14 C13 177.1(12) . . . . ? N13 C14 C13 C12 -1(2) . . . . ? C14 C13 C12 N12 -2.3(18) . . . . ? C13 C12 N12 N13 5.5(19) . . . . ? C13 C12 N12 C11 171.6(15) . . . . ? C14 N13 N12 C12 -5.9(17) . . . . ? Cu1 N13 N12 C12 178.9(11) . . . . ? C14 N13 N12 C11 -174.0(12) . . . . ? Cu1 N13 N12 C11 10.8(16) . . . . ? C12 N12 C11 N11 160.2(17) . . . . ? N13 N12 C11 N11 -32.9(17) . . . . ? N12 C11 N11 C15 163.2(18) . . . . ? N12 C11 N11 Cu1 37.6(15) . . . . ? N3 Cu1 N11 C11 151.6(13) . . . . ? N13 Cu1 N11 C11 -25.1(10) . . . . ? N1 Cu1 N11 C11 -21(3) . . . . ? N15 Cu1 N11 C11 159.6(11) . . . . ? N5 Cu1 N11 C11 -32.7(12) . . . . ? Cl2B Cu1 N11 C11 -99.4(17) . . . . ? Cl2A Cu1 N11 C11 -167.3(6) . . . . ? Cl1 Cu1 N11 C11 63.6(10) . . . . ? N3 Cu1 N11 C15 18.0(10) . . . . ? N13 Cu1 N11 C15 -158.7(13) . . . . ? N1 Cu1 N11 C15 -154(5) . . . . ? N15 Cu1 N11 C15 25.9(12) . . . . ? N5 Cu1 N11 C15 -166.3(11) . . . . ? Cl2B Cu1 N11 C15 126.9(13) . . . . ? Cl2A Cu1 N11 C15 59(2) . . . . ? Cl1 Cu1 N11 C15 -70.0(11) . . . . ? C11 N11 C15 C16 167.9(19) . . . . ? Cu1 N11 C15 C16 -69(2) . . . . ? N11 C15 C16 N14 72(2) . . . . ? C15 C16 N14 C17 144.7(15) . . . . ? C15 C16 N14 N15 -38(2) . . . . ? C17 N14 N15 C19 1.5(15) . . . . ? C16 N14 N15 C19 -176.0(13) . . . . ? C17 N14 N15 Cu1 -171.1(9) . . . . ? C16 N14 N15 Cu1 11.4(19) . . . . ? N3 Cu1 N15 C19 -159.1(17) . . . . ? N13 Cu1 N15 C19 154(2) . . . . ? N1 Cu1 N15 C19 -176.7(11) . . . . ? N5 Cu1 N15 C19 43(2) . . . . ? N11 Cu1 N15 C19 -176.6(12) . . . . ? Cl2B Cu1 N15 C19 18.9(10) . . . . ? Cl2A Cu1 N15 C19 17.4(9) . . . . ? Cl1 Cu1 N15 C19 -84.6(10) . . . . ? N3 Cu1 N15 N14 11.8(10) . . . . ? N13 Cu1 N15 N14 -35(3) . . . . ? N1 Cu1 N15 N14 -5.7(11) . . . . ? N5 Cu1 N15 N14 -146.4(13) . . . . ? N11 Cu1 N15 N14 -5.6(11) . . . . ? Cl2B Cu1 N15 N14 -170.1(9) . . . . ? Cl2A Cu1 N15 N14 -171.6(10) . . . . ? Cl1 Cu1 N15 N14 86.4(10) . . . . ? N14 N15 C19 C18 -3.8(14) . . . . ? Cu1 N15 C19 C18 168.7(10) . . . . ? N15 C19 C18 C17 4.7(16) . . . . ? N15 N14 C17 C18 1.5(18) . . . . ? C16 N14 C17 C18 179.3(14) . . . . ? C19 C18 C17 N14 -3.6(17) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1A Cl2A 0.93 2.54 3.339(19) 143.5 1_545 N1 H1A Cl2A 0.93 2.75 3.372(17) 125.5 2_546 N11 H11C Cl2B 0.93 2.48 3.27(2) 143.6 1_545 N11 H11C Cl2B 0.93 2.75 3.35(2) 123.4 2_546 O1 H1X Cl1 0.84 2.30 3.144(16) 179.0 . O1 H1Y O1 0.80 2.66 3.435(9) 162.8 2_645 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.42 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.657 _refine_diff_density_min -0.423 _refine_diff_density_rms 0.105 data_Cu8Cl2 _database_code_depnum_ccdc_archive 'CCDC 902182' #TrackingRef 'web_deposit_cif_file_0_AllanBlackman_1352942938.Revised CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H15 Cl2 Cu N5' _chemical_formula_weight 339.71 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C2/m ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 25.699(3) _cell_length_b 11.8161(12) _cell_length_c 14.0404(16) _cell_angle_alpha 90.00 _cell_angle_beta 108.467(6) _cell_angle_gamma 90.00 _cell_volume 4044.0(8) _cell_formula_units_Z 12 _cell_measurement_temperature 89(2) _cell_measurement_reflns_used 9789 _cell_measurement_theta_min 2.60 _cell_measurement_theta_max 24.90 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.674 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2076 _exptl_absorpt_coefficient_mu 2.005 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7268 _exptl_absorpt_correction_T_max 0.9064 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 89(2) _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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 61027 _diffrn_reflns_av_R_equivalents 0.0813 _diffrn_reflns_av_sigmaI/netI 0.0364 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.53 _diffrn_reflns_theta_max 26.46 _reflns_number_total 4368 _reflns_number_gt 3511 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. Atoms N12, N14 and C21 gave unacceptable ADPs when allowed to refine freely, and were thus restrained using the ISOR command. The ADPs of atoms C20 and C25 were restrained using the DELU command. The distance between atoms N11 and C16 was restrained using the SADI command. Two of the three half-complexes in the asymmetric unit that were modelled as disordered - those including Cu2 and Cu3 - were modelled using the PART -1 command. ; _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^)+(0.0594P)^2^+13.8638P] 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 4368 _refine_ls_number_parameters 427 _refine_ls_number_restraints 39 _refine_ls_R_factor_all 0.0621 _refine_ls_R_factor_gt 0.0464 _refine_ls_wR_factor_ref 0.1264 _refine_ls_wR_factor_gt 0.1164 _refine_ls_goodness_of_fit_ref 1.106 _refine_ls_restrained_S_all 1.101 _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 Cu1 Cu 0.17541(2) 1.0000 0.74461(4) 0.02067(17) Uani 1 2 d S . . Cl1 Cl 0.21446(5) 1.0000 0.59469(9) 0.0294(3) Uani 1 2 d S . . Cl2 Cl 0.08216(5) 1.0000 0.67337(13) 0.0391(4) Uani 1 2 d S . . N1 N 0.25680(16) 1.0000 0.8319(3) 0.0254(9) Uani 1 2 d S . . H1 H 0.2754 1.0000 0.7849 0.030 Uiso 1 2 calc SR . . N3 N 0.17138(12) 0.8275(3) 0.7546(2) 0.0290(7) Uani 1 1 d . . . N2 N 0.21417(14) 0.7558(3) 0.7937(3) 0.0392(9) Uani 1 1 d . A . C1 C 0.27765(16) 0.8978(4) 0.8921(3) 0.0344(9) Uani 1 1 d . . . H1A H 0.2578 0.8870 0.9415 0.041 Uiso 1 1 calc R . . H1B H 0.3171 0.9077 0.9297 0.041 Uiso 1 1 calc R . . C2 C 0.27022(16) 0.7950(4) 0.8263(3) 0.0364(10) Uani 1 1 d . . . H2A H 0.2814 0.8133 0.7668 0.044 Uiso 1 1 calc R A . H2B H 0.2944 0.7337 0.8638 0.044 Uiso 1 1 calc R . . C3 C 0.1975(6) 0.6530(10) 0.8156(8) 0.038(3) Uani 0.50 1 d P A 1 H3 H 0.2203 0.5924 0.8490 0.045 Uiso 0.50 1 calc PR A 1 C4 C 0.1418(5) 0.6533(8) 0.7805(8) 0.037(3) Uani 0.50 1 d P A 1 H4 H 0.1186 0.5904 0.7792 0.045 Uiso 0.50 1 calc PR A 1 C5 C 0.1247(9) 0.7634(16) 0.7464(11) 0.026(3) Uani 0.50 1 d P A 1 H5 H 0.0879 0.7893 0.7221 0.031 Uiso 0.50 1 calc PR A 1 C103 C 0.1960(5) 0.6458(10) 0.7702(8) 0.034(3) Uani 0.50 1 d P A 2 H103 H 0.2186 0.5804 0.7819 0.041 Uiso 0.50 1 calc PR A 2 C104 C 0.1409(4) 0.6467(7) 0.7278(8) 0.033(2) Uani 0.50 1 d P A 2 H104 H 0.1164 0.5843 0.7114 0.039 Uiso 0.50 1 calc PR A 2 C105 C 0.1290(8) 0.7599(17) 0.7142(12) 0.028(3) Uani 0.50 1 d P A 2 H105 H 0.0934 0.7874 0.6787 0.033 Uiso 0.50 1 calc PR A 2 Cu2 Cu 0.12146(2) 0.0000 0.09677(4) 0.02208(17) Uani 1 2 d S . . Cl12 Cl 0.18628(6) 0.0000 0.01765(11) 0.0372(3) Uani 1 2 d S B . Cl11 Cl 0.18798(7) 0.0203(3) 0.26408(12) 0.0305(11) Uani 0.50 1 d P B -1 N11 N 0.0644(2) -0.0156(16) 0.1733(4) 0.026(3) Uani 0.50 1 d PD B -1 H11 H 0.0866 -0.0241 0.2395 0.031 Uiso 0.50 1 calc PR B -1 C11 C 0.0305(7) 0.0834(11) 0.1795(11) 0.029(3) Uani 0.50 1 d PD B -1 H11A H 0.0145 0.0717 0.2342 0.034 Uiso 0.50 1 calc PR B -1 H11B H 0.0000 0.0910 0.1157 0.034 Uiso 0.50 1 calc PR B -1 C12 C 0.0642(5) 0.1906(9) 0.1989(8) 0.029(2) Uani 0.50 1 d P B -1 H12A H 0.0444 0.2502 0.2233 0.035 Uiso 0.50 1 calc PR B -1 H12B H 0.0995 0.1765 0.2520 0.035 Uiso 0.50 1 calc PR B -1 N12 N 0.0746(4) 0.2296(8) 0.1089(9) 0.021(2) Uani 0.50 1 d PU B -1 N13 N 0.0978(13) 0.160(2) 0.0586(13) 0.025(4) Uani 0.50 1 d P B -1 C13 C 0.0616(4) 0.3280(9) 0.0604(9) 0.031(2) Uani 0.50 1 d P B -1 H13 H 0.0451 0.3909 0.0819 0.037 Uiso 0.50 1 calc PR B -1 C14 C 0.0760(6) 0.3232(11) -0.0255(10) 0.028(4) Uani 0.50 1 d P B -1 H14 H 0.0719 0.3804 -0.0749 0.034 Uiso 0.50 1 calc PR B -1 C15 C 0.0976(6) 0.2163(15) -0.0237(12) 0.030(3) Uani 0.50 1 d P B -1 H15 H 0.1108 0.1867 -0.0747 0.036 Uiso 0.50 1 calc PR B -1 C16 C 0.0311(6) -0.1207(10) 0.1558(10) 0.024(3) Uani 0.50 1 d PD B -1 H16A H 0.0036 -0.1176 0.0881 0.029 Uiso 0.50 1 calc PR B -1 H16B H 0.0112 -0.1252 0.2056 0.029 Uiso 0.50 1 calc PR B -1 C17 C 0.0657(4) -0.2254(9) 0.1638(9) 0.024(2) Uani 0.50 1 d P B -1 H17A H 0.1004 -0.2169 0.2201 0.029 Uiso 0.50 1 calc PR B -1 H17B H 0.0459 -0.2918 0.1780 0.029 Uiso 0.50 1 calc PR B -1 N14 N 0.0780(5) -0.2435(9) 0.0715(7) 0.020(2) Uani 0.50 1 d PU B -1 N15 N 0.0998(11) -0.157(2) 0.0317(13) 0.016(3) Uani 0.50 1 d PU B -1 C18 C 0.0712(7) -0.3354(13) 0.0136(11) 0.026(3) Uani 0.50 1 d PU B -1 H18 H 0.0584 -0.4066 0.0283 0.031 Uiso 0.50 1 calc PR B -1 C19 C 0.0852(5) -0.3118(10) -0.0690(9) 0.027(2) Uani 0.50 1 d PU B -1 H19 H 0.0827 -0.3597 -0.1247 0.033 Uiso 0.50 1 calc PR B -1 C20 C 0.1043(6) -0.1998(14) -0.0536(10) 0.020(2) Uani 0.50 1 d PU B -1 H20 H 0.1187 -0.1596 -0.0982 0.024 Uiso 0.50 1 calc PR B -1 Cl21 Cl 0.36640(5) 1.0000 0.76704(9) 0.0296(3) Uani 1 2 d S . . Cl22 Cl 0.49669(5) 1.0000 0.74859(10) 0.0364(3) Uani 1 2 d S . . Cu3 Cu 0.40905(3) 0.9871(7) 0.63357(6) 0.0218(11) Uani 0.50 1 d P C -1 N21 N 0.3284(2) 0.9842(19) 0.5377(4) 0.016(4) Uani 0.50 1 d P C -1 H21 H 0.3077 0.9933 0.5808 0.019 Uiso 0.50 1 calc PR C -1 C21 C 0.3113(7) 1.0830(13) 0.4664(11) 0.024(3) Uani 0.50 1 d PU C -1 H21A H 0.3306 1.0789 0.4156 0.029 Uiso 0.50 1 calc PR C -1 H21B H 0.2714 1.0786 0.4308 0.029 Uiso 0.50 1 calc PR C -1 C22 C 0.3244(5) 1.1934(11) 0.5216(9) 0.026(3) Uani 0.50 1 d P C -1 H22A H 0.3017 1.2542 0.4800 0.031 Uiso 0.50 1 calc PR C -1 H22B H 0.3152 1.1883 0.5848 0.031 Uiso 0.50 1 calc PR C -1 N22 N 0.3824(4) 1.2216(7) 0.5444(6) 0.0195(16) Uani 0.50 1 d PU C -1 N23 N 0.4216(6) 1.1432(8) 0.5893(10) 0.019(2) Uani 0.50 1 d PU C -1 C23 C 0.4051(4) 1.3173(7) 0.5252(7) 0.0297(18) Uani 0.50 1 d PU C -1 H23 H 0.3856 1.3824 0.4932 0.036 Uiso 0.50 1 calc PR C -1 C24 C 0.4606(4) 1.3060(8) 0.5590(7) 0.0250(18) Uani 0.50 1 d PU C -1 H24 H 0.4872 1.3605 0.5561 0.030 Uiso 0.50 1 calc PR C -1 C25 C 0.4699(5) 1.1963(9) 0.5989(9) 0.022(2) Uani 0.50 1 d PU C -1 H25 H 0.5051 1.1636 0.6286 0.027 Uiso 0.50 1 calc PR C -1 C26 C 0.3075(8) 0.8804(12) 0.4849(12) 0.024(3) Uani 0.50 1 d P C -1 H26A H 0.3240 0.8693 0.4308 0.029 Uiso 0.50 1 calc PR C -1 H26B H 0.2673 0.8874 0.4532 0.029 Uiso 0.50 1 calc PR C -1 C27 C 0.3195(5) 0.7774(11) 0.5531(9) 0.025(2) Uani 0.50 1 d P C -1 H27A H 0.3122 0.7952 0.6166 0.030 Uiso 0.50 1 calc PR C -1 H27B H 0.2953 0.7140 0.5201 0.030 Uiso 0.50 1 calc PR C -1 N24 N 0.3773(4) 0.7441(7) 0.5748(6) 0.0221(18) Uani 0.50 1 d P C -1 N25 N 0.4192(6) 0.8195(8) 0.6039(10) 0.019(2) Uani 0.50 1 d P C -1 C28 C 0.3956(3) 0.6408(7) 0.5613(6) 0.0247(17) Uani 0.50 1 d P C -1 H28 H 0.3740 0.5749 0.5389 0.030 Uiso 0.50 1 calc PR C -1 C29 C 0.4524(4) 0.6490(8) 0.5867(7) 0.026(2) Uani 0.50 1 d P C -1 H29 H 0.4779 0.5908 0.5872 0.032 Uiso 0.50 1 calc PR C -1 C30 C 0.4627(5) 0.7607(10) 0.6107(10) 0.025(3) Uani 0.50 1 d P C -1 H30 H 0.4986 0.7923 0.6305 0.030 Uiso 0.50 1 calc PR C -1 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 Cu1 0.0134(3) 0.0191(3) 0.0272(3) 0.000 0.0032(2) 0.000 Cl1 0.0152(6) 0.0507(8) 0.0217(6) 0.000 0.0049(5) 0.000 Cl2 0.0143(6) 0.0233(6) 0.0707(10) 0.000 0.0009(6) 0.000 N1 0.014(2) 0.034(2) 0.026(2) 0.000 0.0038(17) 0.000 N3 0.0222(17) 0.0216(16) 0.0422(18) 0.0049(14) 0.0085(14) 0.0054(13) N2 0.0297(19) 0.0237(17) 0.062(2) 0.0103(16) 0.0116(17) 0.0098(14) C1 0.0188(19) 0.052(3) 0.030(2) 0.0093(18) 0.0043(16) 0.0108(17) C2 0.022(2) 0.040(2) 0.046(2) 0.0098(19) 0.0093(18) 0.0122(17) C3 0.055(7) 0.026(5) 0.033(6) 0.007(5) 0.016(6) 0.012(4) C4 0.062(7) 0.017(4) 0.036(6) -0.007(4) 0.020(6) -0.006(4) C5 0.025(6) 0.016(4) 0.042(9) -0.001(6) 0.021(6) -0.004(4) C103 0.057(7) 0.016(4) 0.034(6) 0.013(5) 0.020(6) 0.010(4) C104 0.038(5) 0.016(4) 0.045(6) -0.001(4) 0.013(5) -0.003(3) C105 0.022(6) 0.025(5) 0.042(9) 0.004(7) 0.020(6) 0.001(4) Cu2 0.0167(3) 0.0248(3) 0.0244(3) 0.000 0.0061(2) 0.000 Cl12 0.0246(7) 0.0535(9) 0.0375(8) 0.000 0.0156(6) 0.000 Cl11 0.0181(7) 0.043(3) 0.0245(7) -0.0058(9) -0.0016(6) 0.0002(8) N11 0.015(2) 0.039(11) 0.021(2) 0.001(4) 0.0019(18) 0.000(4) C11 0.026(5) 0.035(8) 0.026(7) -0.002(5) 0.010(5) -0.012(6) C12 0.039(5) 0.030(6) 0.020(6) 0.003(4) 0.012(5) 0.004(5) N12 0.024(4) 0.017(4) 0.015(5) -0.002(5) -0.006(4) 0.001(3) N13 0.023(5) 0.035(6) 0.018(9) -0.003(7) 0.008(7) -0.002(4) C13 0.017(5) 0.023(5) 0.043(7) -0.009(5) -0.003(4) -0.001(4) C14 0.029(8) 0.028(7) 0.019(11) 0.009(8) -0.005(9) -0.001(5) C15 0.018(6) 0.041(7) 0.034(9) -0.008(7) 0.011(5) -0.006(5) C16 0.015(4) 0.036(8) 0.025(6) 0.005(5) 0.012(4) -0.003(6) C17 0.025(5) 0.029(6) 0.015(7) -0.002(4) 0.003(5) -0.008(4) N14 0.021(4) 0.022(5) 0.013(5) 0.005(4) -0.001(4) -0.004(3) N15 0.016(4) 0.021(5) 0.013(8) 0.003(6) 0.006(6) -0.002(3) C18 0.034(6) 0.019(4) 0.022(10) 0.002(6) 0.005(8) 0.000(4) C19 0.026(5) 0.027(4) 0.024(6) -0.006(4) 0.000(5) 0.004(3) C20 0.009(4) 0.031(6) 0.021(6) -0.011(4) 0.006(4) -0.007(4) Cl21 0.0192(6) 0.0474(8) 0.0215(6) 0.000 0.0055(5) 0.000 Cl22 0.0167(6) 0.0538(9) 0.0312(7) 0.000 -0.0031(5) 0.000 Cu3 0.0129(3) 0.026(3) 0.0227(3) 0.0014(5) 0.0003(3) -0.0021(5) N21 0.016(2) 0.012(13) 0.017(2) 0.005(3) 0.0030(17) 0.000(3) C21 0.013(5) 0.032(9) 0.018(6) 0.003(5) -0.008(4) 0.000(5) C22 0.015(4) 0.023(8) 0.035(7) 0.006(5) 0.003(5) 0.009(5) N22 0.015(3) 0.020(4) 0.020(4) 0.000(3) 0.001(3) -0.001(3) N23 0.012(4) 0.012(5) 0.029(5) -0.002(4) 0.000(3) -0.002(4) C23 0.034(4) 0.019(4) 0.034(5) 0.006(4) 0.009(4) 0.007(3) C24 0.026(4) 0.022(5) 0.022(5) 0.000(4) 0.000(3) -0.010(4) C25 0.012(4) 0.028(6) 0.029(5) 0.008(5) 0.008(3) 0.001(4) C26 0.022(5) 0.026(10) 0.024(7) 0.002(6) 0.008(5) -0.002(6) C27 0.016(5) 0.020(6) 0.036(6) 0.001(5) 0.006(4) 0.002(4) N24 0.022(4) 0.019(5) 0.024(5) -0.003(3) 0.006(3) -0.002(3) N25 0.020(4) 0.015(6) 0.018(4) 0.003(4) 0.001(3) 0.003(5) C28 0.021(4) 0.020(4) 0.030(4) -0.008(3) 0.004(3) 0.005(3) C29 0.029(5) 0.027(5) 0.020(4) 0.004(4) 0.003(3) 0.013(4) C30 0.011(5) 0.028(7) 0.031(5) 0.002(5) 0.000(4) -0.002(4) _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 Cu1 N3 2.048(3) 6_575 ? Cu1 N3 2.048(3) . ? Cu1 N1 2.062(4) . ? Cu1 Cl2 2.2858(14) . ? Cu1 Cl1 2.6032(14) . ? N1 C1 1.475(5) 6_575 ? N1 C1 1.475(5) . ? N1 H1 0.9300 . ? N3 C105 1.32(2) . ? N3 N2 1.359(4) . ? N3 C5 1.392(19) . ? N2 C3 1.355(13) . ? N2 C103 1.385(13) . ? N2 C2 1.443(5) . ? C1 C2 1.501(6) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.357(17) . ? C3 H3 0.9500 . ? C4 C5 1.41(2) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C103 C104 1.350(16) . ? C103 H103 0.9500 . ? C104 C105 1.37(2) . ? C104 H104 0.9500 . ? C105 H105 0.9500 . ? Cu2 N13 2.00(3) 6 ? Cu2 N13 2.00(3) . ? Cu2 N15 2.06(2) . ? Cu2 N15 2.06(2) 6 ? Cu2 N11 2.083(6) 6 ? Cu2 N11 2.083(6) . ? Cu2 Cl12 2.2764(15) . ? Cu2 Cl11 2.4402(17) . ? Cu2 Cl11 2.4402(17) 6 ? N11 C11 1.477(12) . ? N11 C16 1.482(12) . ? N11 H11 0.9300 . ? C11 C12 1.510(16) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 N12 1.447(12) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? N12 C13 1.336(14) . ? N12 N13 1.34(2) . ? N13 C15 1.34(2) . ? C13 C14 1.369(15) . ? C13 H13 0.9500 . ? C14 C15 1.38(2) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 C17 1.507(15) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 N14 1.443(12) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? N14 C18 1.334(19) . ? N14 N15 1.37(2) . ? N15 C20 1.340(18) . ? C18 C19 1.348(15) . ? C18 H18 0.9500 . ? C19 C20 1.40(2) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? Cl21 Cu3 2.4570(16) . ? Cl21 Cu3 2.4571(16) 6_575 ? Cl22 Cu3 2.3238(16) 6_575 ? Cl22 Cu3 2.3238(16) . ? Cu3 N23 2.004(16) . ? Cu3 N25 2.057(15) . ? Cu3 N21 2.083(5) . ? N21 C26 1.45(3) . ? N21 C21 1.51(2) . ? N21 H21 0.9300 . ? C21 C22 1.500(15) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 N22 1.462(16) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? N22 C23 1.338(12) . ? N22 N23 1.365(15) . ? N23 C25 1.359(19) . ? C23 C24 1.359(13) . ? C23 H23 0.9500 . ? C24 C25 1.403(14) . ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? C26 C27 1.519(14) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 N24 1.470(17) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? N24 C28 1.344(12) . ? N24 N25 1.357(15) . ? N25 C30 1.29(2) . ? C28 C29 1.392(13) . ? C28 H28 0.9500 . ? C29 C30 1.367(14) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? 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 N3 Cu1 N3 168.82(18) 6_575 . ? N3 Cu1 N1 91.32(9) 6_575 . ? N3 Cu1 N1 91.32(9) . . ? N3 Cu1 Cl2 87.78(9) 6_575 . ? N3 Cu1 Cl2 87.78(9) . . ? N1 Cu1 Cl2 170.23(13) . . ? N3 Cu1 Cl1 95.54(9) 6_575 . ? N3 Cu1 Cl1 95.54(9) . . ? N1 Cu1 Cl1 84.38(13) . . ? Cl2 Cu1 Cl1 105.39(6) . . ? C1 N1 C1 110.0(4) 6_575 . ? C1 N1 Cu1 117.2(2) 6_575 . ? C1 N1 Cu1 117.2(2) . . ? C1 N1 H1 103.4 6_575 . ? C1 N1 H1 103.4 . . ? Cu1 N1 H1 103.4 . . ? C105 N3 N2 104.3(9) . . ? C105 N3 C5 21.1(7) . . ? N2 N3 C5 105.1(9) . . ? C105 N3 Cu1 128.6(9) . . ? N2 N3 Cu1 126.6(2) . . ? C5 N3 Cu1 126.7(8) . . ? C3 N2 N3 112.1(6) . . ? C3 N2 C103 26.6(4) . . ? N3 N2 C103 108.7(6) . . ? C3 N2 C2 124.9(6) . . ? N3 N2 C2 121.8(3) . . ? C103 N2 C2 127.2(6) . . ? N1 C1 C2 110.9(3) . . ? N1 C1 H1A 109.5 . . ? C2 C1 H1A 109.5 . . ? N1 C1 H1B 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 108.0 . . ? N2 C2 C1 112.0(3) . . ? N2 C2 H2A 109.2 . . ? C1 C2 H2A 109.2 . . ? N2 C2 H2B 109.2 . . ? C1 C2 H2B 109.2 . . ? H2A C2 H2B 107.9 . . ? N2 C3 C4 106.8(9) . . ? N2 C3 H3 126.6 . . ? C4 C3 H3 126.6 . . ? C3 C4 C5 107.8(12) . . ? C3 C4 H4 126.1 . . ? C5 C4 H4 126.1 . . ? N3 C5 C4 107.9(15) . . ? N3 C5 H5 126.1 . . ? C4 C5 H5 126.1 . . ? C104 C103 N2 109.0(9) . . ? C104 C103 H103 125.5 . . ? N2 C103 H103 125.5 . . ? C103 C104 C105 103.0(12) . . ? C103 C104 H104 128.5 . . ? C105 C104 H104 128.5 . . ? N3 C105 C104 114.3(16) . . ? N3 C105 H105 122.8 . . ? C104 C105 H105 122.8 . . ? N13 Cu2 N13 140.9(16) 6 . ? N13 Cu2 N15 11.2(7) 6 . ? N13 Cu2 N15 135.3(3) . . ? N13 Cu2 N15 135.3(3) 6 6 ? N13 Cu2 N15 11.2(7) . 6 ? N15 Cu2 N15 127.8(13) . 6 ? N13 Cu2 N11 91.0(8) 6 6 ? N13 Cu2 N11 81.4(8) . 6 ? N15 Cu2 N11 99.9(8) . 6 ? N15 Cu2 N11 90.8(7) 6 6 ? N13 Cu2 N11 81.4(8) 6 . ? N13 Cu2 N11 91.0(8) . . ? N15 Cu2 N11 90.8(7) . . ? N15 Cu2 N11 99.9(8) 6 . ? N11 Cu2 N11 10.2(10) 6 . ? N13 Cu2 Cl12 94.4(6) 6 . ? N13 Cu2 Cl12 94.4(6) . . ? N15 Cu2 Cl12 85.4(6) . . ? N15 Cu2 Cl12 85.4(6) 6 . ? N11 Cu2 Cl12 174.6(5) 6 . ? N11 Cu2 Cl12 174.6(5) . . ? N13 Cu2 Cl11 114.3(7) 6 . ? N13 Cu2 Cl11 103.0(7) . . ? N15 Cu2 Cl11 121.6(7) . . ? N15 Cu2 Cl11 110.3(7) 6 . ? N11 Cu2 Cl11 83.56(17) 6 . ? N11 Cu2 Cl11 84.57(16) . . ? Cl12 Cu2 Cl11 94.12(6) . . ? N13 Cu2 Cl11 103.0(7) 6 6 ? N13 Cu2 Cl11 114.3(7) . 6 ? N15 Cu2 Cl11 110.3(7) . 6 ? N15 Cu2 Cl11 121.6(7) 6 6 ? N11 Cu2 Cl11 84.56(16) 6 6 ? N11 Cu2 Cl11 83.56(17) . 6 ? Cl12 Cu2 Cl11 94.12(6) . 6 ? Cl11 Cu2 Cl11 11.30(18) . 6 ? C11 N11 C16 110.7(7) . . ? C11 N11 Cu2 119.0(11) . . ? C16 N11 Cu2 116.8(10) . . ? C11 N11 H11 102.4 . . ? C16 N11 H11 102.4 . . ? Cu2 N11 H11 102.4 . . ? N11 C11 C12 111.1(14) . . ? N11 C11 H11A 109.4 . . ? C12 C11 H11A 109.4 . . ? N11 C11 H11B 109.4 . . ? C12 C11 H11B 109.4 . . ? H11A C11 H11B 108.0 . . ? N12 C12 C11 111.3(9) . . ? N12 C12 H12A 109.4 . . ? C11 C12 H12A 109.4 . . ? N12 C12 H12B 109.4 . . ? C11 C12 H12B 109.4 . . ? H12A C12 H12B 108.0 . . ? C13 N12 N13 110.4(14) . . ? C13 N12 C12 129.6(10) . . ? N13 N12 C12 119.9(12) . . ? C15 N13 N12 106(2) . . ? C15 N13 Cu2 128.4(15) . . ? N12 N13 Cu2 125.9(12) . . ? N12 C13 C14 108.7(11) . . ? N12 C13 H13 125.7 . . ? C14 C13 H13 125.7 . . ? C13 C14 C15 104.0(12) . . ? C13 C14 H14 128.0 . . ? C15 C14 H14 128.0 . . ? N13 C15 C14 111.4(15) . . ? N13 C15 H15 124.3 . . ? C14 C15 H15 124.3 . . ? N11 C16 C17 112.3(12) . . ? N11 C16 H16A 109.1 . . ? C17 C16 H16A 109.1 . . ? N11 C16 H16B 109.1 . . ? C17 C16 H16B 109.1 . . ? H16A C16 H16B 107.9 . . ? N14 C17 C16 110.3(10) . . ? N14 C17 H17A 109.6 . . ? C16 C17 H17A 109.6 . . ? N14 C17 H17B 109.6 . . ? C16 C17 H17B 109.6 . . ? H17A C17 H17B 108.1 . . ? C18 N14 N15 110.6(11) . . ? C18 N14 C17 130.1(12) . . ? N15 N14 C17 119.3(11) . . ? C20 N15 N14 104.0(15) . . ? C20 N15 Cu2 130.5(14) . . ? N14 N15 Cu2 125.4(10) . . ? N14 C18 C19 109.7(14) . . ? N14 C18 H18 125.1 . . ? C19 C18 H18 125.1 . . ? C18 C19 C20 103.7(13) . . ? C18 C19 H19 128.1 . . ? C20 C19 H19 128.1 . . ? N15 C20 C19 111.8(13) . . ? N15 C20 H20 124.1 . . ? C19 C20 H20 124.1 . . ? Cu3 Cl21 Cu3 7.1(4) . 6_575 ? Cu3 Cl22 Cu3 7.5(4) 6_575 . ? N23 Cu3 N25 141.3(3) . . ? N23 Cu3 N21 92.3(8) . . ? N25 Cu3 N21 91.0(8) . . ? N23 Cu3 Cl22 86.5(5) . . ? N25 Cu3 Cl22 92.7(5) . . ? N21 Cu3 Cl22 175.5(5) . . ? N23 Cu3 Cl21 109.5(4) . . ? N25 Cu3 Cl21 109.2(4) . . ? N21 Cu3 Cl21 84.33(15) . . ? Cl22 Cu3 Cl21 91.97(6) . . ? C26 N21 C21 109.4(8) . . ? C26 N21 Cu3 118.5(13) . . ? C21 N21 Cu3 116.0(12) . . ? C26 N21 H21 103.6 . . ? C21 N21 H21 103.6 . . ? Cu3 N21 H21 103.6 . . ? C22 C21 N21 111.0(12) . . ? C22 C21 H21A 109.4 . . ? N21 C21 H21A 109.4 . . ? C22 C21 H21B 109.4 . . ? N21 C21 H21B 109.4 . . ? H21A C21 H21B 108.0 . . ? N22 C22 C21 111.0(11) . . ? N22 C22 H22A 109.4 . . ? C21 C22 H22A 109.4 . . ? N22 C22 H22B 109.4 . . ? C21 C22 H22B 109.4 . . ? H22A C22 H22B 108.0 . . ? C23 N22 N23 111.2(10) . . ? C23 N22 C22 128.9(9) . . ? N23 N22 C22 119.9(10) . . ? C25 N23 N22 104.4(10) . . ? C25 N23 Cu3 128.7(10) . . ? N22 N23 Cu3 126.8(10) . . ? N22 C23 C24 108.8(8) . . ? N22 C23 H23 125.6 . . ? C24 C23 H23 125.6 . . ? C23 C24 C25 104.9(9) . . ? C23 C24 H24 127.6 . . ? C25 C24 H24 127.6 . . ? N23 C25 C24 110.6(10) . . ? N23 C25 H25 124.7 . . ? C24 C25 H25 124.7 . . ? N21 C26 C27 112.9(13) . . ? N21 C26 H26A 109.0 . . ? C27 C26 H26A 109.0 . . ? N21 C26 H26B 109.0 . . ? C27 C26 H26B 109.0 . . ? H26A C26 H26B 107.8 . . ? N24 C27 C26 109.6(10) . . ? N24 C27 H27A 109.8 . . ? C26 C27 H27A 109.8 . . ? N24 C27 H27B 109.8 . . ? C26 C27 H27B 109.8 . . ? H27A C27 H27B 108.2 . . ? C28 N24 N25 111.1(9) . . ? C28 N24 C27 126.1(9) . . ? N25 N24 C27 122.6(10) . . ? C30 N25 N24 104.8(9) . . ? C30 N25 Cu3 131.6(10) . . ? N24 N25 Cu3 123.6(10) . . ? N24 C28 C29 106.6(8) . . ? N24 C28 H28 126.7 . . ? C29 C28 H28 126.7 . . ? C30 C29 C28 103.7(8) . . ? C30 C29 H29 128.1 . . ? C28 C29 H29 128.1 . . ? N25 C30 C29 113.8(10) . . ? N25 C30 H30 123.1 . . ? C29 C30 H30 123.1 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.46 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.932 _refine_diff_density_min -0.803 _refine_diff_density_rms 0.120 data_bepz _database_code_depnum_ccdc_archive 'CCDC 902183' #TrackingRef 'web_deposit_cif_file_0_AllanBlackman_1352942938.Revised CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H19 N7' _chemical_formula_weight 285.36 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' _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 8.6809(14) _cell_length_b 9.4471(16) _cell_length_c 10.1041(16) _cell_angle_alpha 80.019(8) _cell_angle_beta 66.216(7) _cell_angle_gamma 87.123(8) _cell_volume 746.6(2) _cell_formula_units_Z 2 _cell_measurement_temperature 89(2) _cell_measurement_reflns_used 3375 _cell_measurement_theta_min 2.240 _cell_measurement_theta_max 26.051 _exptl_crystal_description irregular _exptl_crystal_colour colorless _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.269 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 304 _exptl_absorpt_coefficient_mu 0.083 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.883253 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 89(2) _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14062 _diffrn_reflns_av_R_equivalents 0.0415 _diffrn_reflns_av_sigmaI/netI 0.0378 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 26.38 _reflns_number_total 3031 _reflns_number_gt 2474 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^ > 2\s(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^)+(0.0568P)^2^+0.2215P] 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 3031 _refine_ls_number_parameters 190 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0583 _refine_ls_R_factor_gt 0.0457 _refine_ls_wR_factor_ref 0.1239 _refine_ls_wR_factor_gt 0.1146 _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_restrained_S_all 1.082 _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 N6 N 0.34120(15) 0.23756(14) 0.66419(13) 0.0196(3) Uani 1 1 d . . . N3 N 0.63770(17) 0.17051(14) 1.02851(14) 0.0237(3) Uani 1 1 d . . . N2 N 0.75125(16) 0.13334(13) 0.90146(13) 0.0193(3) Uani 1 1 d . . . N1 N 0.67752(15) 0.19424(14) 0.68634(13) 0.0197(3) Uani 1 1 d . . . N4 N 0.97872(16) 0.31996(14) 0.30079(14) 0.0201(3) Uani 1 1 d . . . N5 N 1.09986(16) 0.22054(14) 0.25971(14) 0.0208(3) Uani 1 1 d . . . N7 N 0.30450(17) 0.35227(14) 0.58159(15) 0.0251(3) Uani 1 1 d . . . C10 C 0.55861(19) 0.30787(17) 0.73984(17) 0.0204(3) Uani 1 1 d . . . H10A H 0.5843 0.3927 0.6610 0.025 Uiso 1 1 calc R . . H10B H 0.5729 0.3372 0.8237 0.025 Uiso 1 1 calc R . . C6 C 0.81810(19) 0.27742(18) 0.42215(16) 0.0219(4) Uani 1 1 d . . . H6A H 0.7734 0.1900 0.4069 0.026 Uiso 1 1 calc R . . H6B H 0.7364 0.3550 0.4251 0.026 Uiso 1 1 calc R . . C5 C 0.83782(19) 0.24735(18) 0.56775(16) 0.0212(3) Uani 1 1 d . . . H5A H 0.9255 0.1748 0.5628 0.025 Uiso 1 1 calc R . . H5B H 0.8737 0.3366 0.5872 0.025 Uiso 1 1 calc R . . C11 C 0.37703(19) 0.25916(18) 0.78789(17) 0.0229(4) Uani 1 1 d . . . H11A H 0.3549 0.1681 0.8586 0.027 Uiso 1 1 calc R . . H11B H 0.3008 0.3324 0.8383 0.027 Uiso 1 1 calc R . . C1 C 0.6922(2) 0.08504(17) 0.79906(16) 0.0209(3) Uani 1 1 d . . . H1A H 0.7704 0.0117 0.7509 0.025 Uiso 1 1 calc R . . H1B H 0.5805 0.0372 0.8567 0.025 Uiso 1 1 calc R . . C14 C 0.2888(2) 0.29724(18) 0.47493(18) 0.0261(4) Uani 1 1 d . . . H14 H 0.2622 0.3520 0.3991 0.031 Uiso 1 1 calc R . . C9 C 1.2321(2) 0.29527(18) 0.15444(16) 0.0224(4) Uani 1 1 d . . . H9 H 1.3373 0.2545 0.1035 0.027 Uiso 1 1 calc R . . C4 C 0.7314(2) 0.20794(17) 1.09388(18) 0.0251(4) Uani 1 1 d . . . H4 H 0.6868 0.2394 1.1863 0.030 Uiso 1 1 calc R . . C8 C 1.1966(2) 0.44057(18) 0.12853(17) 0.0255(4) Uani 1 1 d . . . H8 H 1.2697 0.5150 0.0594 0.031 Uiso 1 1 calc R . . C7 C 1.0327(2) 0.45262(17) 0.22483(17) 0.0237(4) Uani 1 1 d . . . H7 H 0.9696 0.5381 0.2358 0.028 Uiso 1 1 calc R . . C3 C 0.9025(2) 0.19562(19) 1.01096(19) 0.0299(4) Uani 1 1 d . . . H3 H 0.9937 0.2164 1.0343 0.036 Uiso 1 1 calc R . . C2 C 0.9107(2) 0.14710(19) 0.88861(18) 0.0264(4) Uani 1 1 d . . . H2 H 1.0101 0.1268 0.8093 0.032 Uiso 1 1 calc R . . C12 C 0.3504(2) 0.11541(18) 0.61005(18) 0.0245(4) Uani 1 1 d . . . H12 H 0.3759 0.0229 0.6494 0.029 Uiso 1 1 calc R . . C13 C 0.3161(2) 0.14971(18) 0.48752(18) 0.0267(4) Uani 1 1 d . . . H13 H 0.3118 0.0870 0.4250 0.032 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 N6 0.0164(7) 0.0240(7) 0.0191(7) -0.0050(5) -0.0073(5) 0.0021(5) N3 0.0216(7) 0.0261(7) 0.0197(7) -0.0040(6) -0.0045(6) 0.0002(6) N2 0.0165(6) 0.0214(7) 0.0182(7) -0.0015(5) -0.0060(5) 0.0014(5) N1 0.0166(7) 0.0230(7) 0.0191(7) -0.0028(5) -0.0072(5) 0.0023(5) N4 0.0208(7) 0.0208(7) 0.0187(7) -0.0042(5) -0.0079(5) 0.0039(5) N5 0.0208(7) 0.0229(7) 0.0195(7) -0.0055(5) -0.0087(5) 0.0050(5) N7 0.0265(8) 0.0241(7) 0.0284(8) -0.0052(6) -0.0152(6) 0.0056(6) C10 0.0202(8) 0.0224(8) 0.0210(8) -0.0062(6) -0.0098(6) 0.0028(6) C6 0.0185(8) 0.0261(9) 0.0204(8) -0.0034(6) -0.0071(6) 0.0000(6) C5 0.0169(8) 0.0260(8) 0.0200(8) -0.0042(6) -0.0065(6) -0.0008(6) C11 0.0187(8) 0.0326(9) 0.0185(8) -0.0082(7) -0.0077(6) 0.0047(7) C1 0.0206(8) 0.0208(8) 0.0212(8) -0.0038(6) -0.0081(6) 0.0002(6) C14 0.0273(9) 0.0288(9) 0.0269(9) -0.0044(7) -0.0162(7) 0.0023(7) C9 0.0208(8) 0.0310(9) 0.0159(8) -0.0057(6) -0.0075(6) 0.0031(7) C4 0.0319(9) 0.0240(9) 0.0210(8) -0.0015(6) -0.0130(7) -0.0001(7) C8 0.0269(9) 0.0264(9) 0.0208(8) -0.0011(7) -0.0080(7) -0.0021(7) C7 0.0281(9) 0.0187(8) 0.0242(8) -0.0024(6) -0.0111(7) 0.0036(6) C3 0.0271(9) 0.0354(10) 0.0315(9) -0.0002(8) -0.0180(8) -0.0027(7) C2 0.0174(8) 0.0353(10) 0.0264(9) -0.0024(7) -0.0101(7) 0.0024(7) C12 0.0257(9) 0.0199(8) 0.0290(9) -0.0052(7) -0.0120(7) 0.0035(7) C13 0.0280(9) 0.0270(9) 0.0304(9) -0.0113(7) -0.0148(7) 0.0018(7) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 N6 C12 1.346(2) . ? N6 N7 1.3560(18) . ? N6 C11 1.4522(19) . ? N3 C4 1.329(2) . ? N3 N2 1.3579(18) . ? N2 C2 1.348(2) . ? N2 C1 1.4685(19) . ? N1 C1 1.4401(19) . ? N1 C5 1.4631(19) . ? N1 C10 1.4663(19) . ? N4 C7 1.347(2) . ? N4 N5 1.3580(18) . ? N4 C6 1.4545(19) . ? N5 C9 1.335(2) . ? N7 C14 1.330(2) . ? C10 C11 1.520(2) . ? C6 C5 1.526(2) . ? C14 C13 1.394(2) . ? C9 C8 1.395(2) . ? C4 C3 1.391(2) . ? C8 C7 1.374(2) . ? C3 C2 1.366(2) . ? C12 C13 1.369(2) . ? 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 C12 N6 N7 112.18(13) . . ? C12 N6 C11 128.22(14) . . ? N7 N6 C11 119.42(13) . . ? C4 N3 N2 104.26(13) . . ? C2 N2 N3 111.75(13) . . ? C2 N2 C1 128.54(13) . . ? N3 N2 C1 119.71(12) . . ? C1 N1 C5 114.78(12) . . ? C1 N1 C10 115.05(12) . . ? C5 N1 C10 113.93(12) . . ? C7 N4 N5 112.18(13) . . ? C7 N4 C6 128.22(13) . . ? N5 N4 C6 119.43(13) . . ? C9 N5 N4 104.29(13) . . ? C14 N7 N6 104.03(13) . . ? N1 C10 C11 112.03(13) . . ? N4 C6 C5 110.87(12) . . ? N1 C5 C6 109.71(12) . . ? N6 C11 C10 111.72(12) . . ? N1 C1 N2 116.48(13) . . ? N7 C14 C13 112.09(14) . . ? N5 C9 C8 111.67(14) . . ? N3 C4 C3 111.97(15) . . ? C7 C8 C9 104.98(14) . . ? N4 C7 C8 106.87(14) . . ? C2 C3 C4 104.85(15) . . ? N2 C2 C3 107.18(15) . . ? N6 C12 C13 107.07(14) . . ? C12 C13 C14 104.62(14) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 26.38 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.198 _refine_diff_density_min -0.272 _refine_diff_density_rms 0.049 data_CobepzCl2 _database_code_depnum_ccdc_archive 'CCDC 902184' #TrackingRef 'web_deposit_cif_file_0_AllanBlackman_1352942938.Revised CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H50 Cl4 Co2 N14 O6' _chemical_formula_weight 938.48 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 '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 Monoclinic _symmetry_space_group_name_H-M 'P2(1)/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.9001(19) _cell_length_b 27.533(6) _cell_length_c 9.309(2) _cell_angle_alpha 90.00 _cell_angle_beta 115.746(6) _cell_angle_gamma 90.00 _cell_volume 2054.6(8) _cell_formula_units_Z 2 _cell_measurement_temperature 89(2) _cell_measurement_reflns_used 6662 _cell_measurement_theta_min 2.54 _cell_measurement_theta_max 26.14 _exptl_crystal_description rod _exptl_crystal_colour purple _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.517 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 972 _exptl_absorpt_coefficient_mu 1.125 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7663 _exptl_absorpt_correction_T_max 0.9204 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 89(2) _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29703 _diffrn_reflns_av_R_equivalents 0.0700 _diffrn_reflns_av_sigmaI/netI 0.0457 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 34 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 26.42 _reflns_number_total 4201 _reflns_number_gt 3430 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^ > 2\s(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. Atom C3 gave an unacceptable ADP when allowed to refine freely, and was thus restrained using the ISOR command. ; _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^)+(0.1017P)^2^+13.2527P] 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 4201 _refine_ls_number_parameters 244 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0960 _refine_ls_R_factor_gt 0.0803 _refine_ls_wR_factor_ref 0.2174 _refine_ls_wR_factor_gt 0.2055 _refine_ls_goodness_of_fit_ref 1.040 _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 Co1 Co 0.58319(8) 0.93872(3) 0.07546(8) 0.0200(2) Uani 1 1 d . . . Cl1 Cl 0.66543(15) 1.02350(4) 0.15460(15) 0.0238(3) Uani 1 1 d . . . N3 N 0.4261(6) 0.93243(18) 0.1846(6) 0.0297(11) Uani 1 1 d . . . N2 N 0.3211(6) 0.8926(2) 0.1330(8) 0.0452(15) Uani 1 1 d . . . N1 N 0.5000(7) 0.86066(18) 0.0124(6) 0.0341(11) Uani 1 1 d . . . N6 N 0.8503(6) 0.86907(17) 0.3071(6) 0.0303(11) Uani 1 1 d . . . N7 N 0.7946(5) 0.91535(16) 0.2824(5) 0.0231(9) Uani 1 1 d . . . N4 N 0.6531(6) 0.90352(17) -0.1988(5) 0.0267(10) Uani 1 1 d . . . N5 N 0.7059(5) 0.93230(16) -0.0666(5) 0.0229(9) Uani 1 1 d . . . C4 C 0.3926(10) 0.9540(3) 0.2945(8) 0.051(2) Uani 1 1 d . . . H4 H 0.4426 0.9827 0.3519 0.061 Uiso 1 1 calc R . . C3 C 0.2649(10) 0.9251(4) 0.3096(10) 0.060(3) Uani 1 1 d U . . H3 H 0.2170 0.9311 0.3815 0.072 Uiso 1 1 calc R . . C2 C 0.2253(10) 0.8883(3) 0.2045(11) 0.059(2) Uani 1 1 d . . . H2 H 0.1433 0.8640 0.1863 0.071 Uiso 1 1 calc R . . C1 C 0.3210(8) 0.8632(2) -0.0045(8) 0.0419(16) Uani 1 1 d . . . H1A H 0.2474 0.8787 -0.1071 0.050 Uiso 1 1 calc R . . H1B H 0.2787 0.8300 -0.0029 0.050 Uiso 1 1 calc R . . C14 C 0.8921(7) 0.9395(2) 0.4144(6) 0.0264(12) Uani 1 1 d . . . H14 H 0.8816 0.9732 0.4306 0.032 Uiso 1 1 calc R . . C13 C 1.0101(7) 0.9095(3) 0.5243(7) 0.0358(14) Uani 1 1 d . . . H13 H 1.0931 0.9180 0.6270 0.043 Uiso 1 1 calc R . . C12 C 0.9822(8) 0.8651(2) 0.4545(8) 0.0375(15) Uani 1 1 d . . . H12 H 1.0434 0.8363 0.4999 0.045 Uiso 1 1 calc R . . C11 C 0.7740(8) 0.8308(2) 0.1954(9) 0.0451(17) Uani 1 1 d . . . H11A H 0.8282 0.7996 0.2432 0.054 Uiso 1 1 calc R . . H11B H 0.7923 0.8365 0.0992 0.054 Uiso 1 1 calc R . . C10 C 0.5896(9) 0.8269(2) 0.1469(8) 0.0423(16) Uani 1 1 d . . . H10A H 0.5517 0.7931 0.1139 0.051 Uiso 1 1 calc R . . H10B H 0.5655 0.8353 0.2382 0.051 Uiso 1 1 calc R . . C9 C 0.8521(7) 0.9509(2) -0.0481(7) 0.0287(12) Uani 1 1 d . . . H9 H 0.9186 0.9723 0.0352 0.034 Uiso 1 1 calc R . . C8 C 0.8936(8) 0.9342(2) -0.1685(8) 0.0357(14) Uani 1 1 d . . . H8 H 0.9900 0.9419 -0.1833 0.043 Uiso 1 1 calc R . . C7 C 0.7626(8) 0.9040(2) -0.2610(8) 0.0384(15) Uani 1 1 d . . . H7 H 0.7526 0.8867 -0.3530 0.046 Uiso 1 1 calc R . . C6 C 0.4951(7) 0.8773(2) -0.2556(7) 0.0295(12) Uani 1 1 d . . . H6A H 0.4744 0.8606 -0.3566 0.035 Uiso 1 1 calc R . . H6B H 0.4037 0.9010 -0.2784 0.035 Uiso 1 1 calc R . . C5 C 0.4922(8) 0.8405(2) -0.1373(7) 0.0294(12) Uani 1 1 d . . . H5A H 0.3888 0.8211 -0.1891 0.035 Uiso 1 1 calc R . . H5B H 0.5877 0.8181 -0.1108 0.035 Uiso 1 1 calc R . . Cl2 Cl 0.8841(4) 0.78665(13) 0.8988(3) 0.0993(11) Uani 1 1 d . . . O1 O 0.7119(7) 0.79095(17) 0.5376(5) 0.0447(12) Uani 1 1 d . . . H1X H 0.7707 0.7880 0.6385 0.054 Uiso 1 1 d . . . H1Y H 0.7719 0.7804 0.4923 0.054 Uiso 1 1 d . . . O2 O 0.2022(7) 0.7468(2) 0.1057(6) 0.0526(14) Uani 1 1 d . . . H2X H 0.1398 0.7684 0.1161 0.063 Uiso 1 1 d . . . H2Y H 0.2778 0.7385 0.1956 0.063 Uiso 1 1 d . . . O3 O 0.3667(8) 0.78832(18) 0.4203(7) 0.0604(15) Uani 1 1 d . . . H3X H 0.4714 0.7862 0.4769 0.072 Uiso 1 1 d . . . H3Y H 0.3185 0.7777 0.4768 0.072 Uiso 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 Co1 0.0202(4) 0.0218(4) 0.0179(4) -0.0004(3) 0.0082(3) -0.0005(3) Cl1 0.0230(6) 0.0208(6) 0.0234(6) -0.0018(5) 0.0061(5) 0.0003(5) N3 0.026(2) 0.033(3) 0.032(3) 0.008(2) 0.015(2) 0.003(2) N2 0.023(3) 0.053(4) 0.058(4) 0.027(3) 0.017(3) 0.002(2) N1 0.050(3) 0.024(2) 0.029(3) 0.002(2) 0.019(2) 0.001(2) N6 0.031(3) 0.021(2) 0.040(3) 0.002(2) 0.016(2) 0.0017(19) N7 0.023(2) 0.024(2) 0.023(2) -0.0018(18) 0.0109(19) -0.0013(18) N4 0.029(2) 0.026(2) 0.026(2) -0.0053(19) 0.013(2) -0.0010(19) N5 0.022(2) 0.026(2) 0.021(2) -0.0010(17) 0.0095(18) 0.0004(18) C4 0.055(4) 0.073(5) 0.037(4) 0.017(3) 0.031(3) 0.029(4) C3 0.047(4) 0.103(7) 0.050(4) 0.046(5) 0.040(4) 0.037(5) C2 0.048(4) 0.063(5) 0.075(6) 0.026(5) 0.034(4) 0.011(4) C1 0.030(3) 0.036(4) 0.049(4) 0.004(3) 0.008(3) -0.005(3) C14 0.026(3) 0.032(3) 0.022(3) -0.005(2) 0.012(2) -0.004(2) C13 0.023(3) 0.062(4) 0.019(3) 0.004(3) 0.007(2) 0.002(3) C12 0.032(3) 0.040(4) 0.044(4) 0.021(3) 0.020(3) 0.012(3) C11 0.039(4) 0.030(3) 0.058(4) -0.015(3) 0.014(3) 0.001(3) C10 0.048(4) 0.033(3) 0.038(4) 0.002(3) 0.011(3) -0.003(3) C9 0.023(3) 0.033(3) 0.032(3) -0.003(2) 0.014(2) -0.001(2) C8 0.037(3) 0.038(3) 0.044(4) -0.005(3) 0.028(3) -0.003(3) C7 0.047(4) 0.043(4) 0.035(3) -0.009(3) 0.027(3) 0.003(3) C6 0.027(3) 0.030(3) 0.029(3) -0.008(2) 0.010(2) -0.001(2) C5 0.032(3) 0.026(3) 0.028(3) -0.006(2) 0.011(2) -0.003(2) Cl2 0.126(3) 0.107(2) 0.0684(16) 0.0073(15) 0.0444(17) 0.0462(19) O1 0.065(3) 0.037(3) 0.041(3) -0.002(2) 0.030(2) -0.016(2) O2 0.055(3) 0.062(3) 0.030(2) 0.003(2) 0.009(2) -0.029(3) O3 0.082(4) 0.031(3) 0.070(4) 0.004(2) 0.034(3) 0.005(3) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 Co1 N5 2.056(4) . ? Co1 N3 2.062(5) . ? Co1 N7 2.125(5) . ? Co1 N1 2.266(5) . ? Co1 Cl1 2.4615(15) . ? Co1 Cl1 2.5392(15) 3_675 ? Cl1 Co1 2.5392(14) 3_675 ? N3 C4 1.324(9) . ? N3 N2 1.384(8) . ? N2 C2 1.295(10) . ? N2 C1 1.514(10) . ? N1 C5 1.473(7) . ? N1 C10 1.484(8) . ? N1 C1 1.533(9) . ? N6 N7 1.350(6) . ? N6 C12 1.369(8) . ? N6 C11 1.429(8) . ? N7 C14 1.333(7) . ? N4 C7 1.333(8) . ? N4 N5 1.365(6) . ? N4 C6 1.460(7) . ? N5 C9 1.338(7) . ? C4 C3 1.443(12) . ? C3 C2 1.345(13) . ? C14 C13 1.379(8) . ? C13 C12 1.355(10) . ? C11 C10 1.505(10) . ? C9 C8 1.401(8) . ? C8 C7 1.385(9) . ? C6 C5 1.506(8) . ? 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 N5 Co1 N3 166.67(19) . . ? N5 Co1 N7 92.77(17) . . ? N3 Co1 N7 92.92(18) . . ? N5 Co1 N1 87.53(18) . . ? N3 Co1 N1 80.4(2) . . ? N7 Co1 N1 90.50(18) . . ? N5 Co1 Cl1 95.85(13) . . ? N3 Co1 Cl1 96.28(15) . . ? N7 Co1 Cl1 89.12(13) . . ? N1 Co1 Cl1 176.62(14) . . ? N5 Co1 Cl1 90.26(13) . 3_675 ? N3 Co1 Cl1 85.46(14) . 3_675 ? N7 Co1 Cl1 173.01(13) . 3_675 ? N1 Co1 Cl1 95.92(14) . 3_675 ? Cl1 Co1 Cl1 84.31(5) . 3_675 ? Co1 Cl1 Co1 95.69(5) . 3_675 ? C4 N3 N2 106.2(6) . . ? C4 N3 Co1 140.5(5) . . ? N2 N3 Co1 113.3(4) . . ? C2 N2 N3 112.9(7) . . ? C2 N2 C1 128.8(7) . . ? N3 N2 C1 118.0(5) . . ? C5 N1 C10 110.5(5) . . ? C5 N1 C1 107.5(5) . . ? C10 N1 C1 105.6(5) . . ? C5 N1 Co1 118.6(4) . . ? C10 N1 Co1 112.4(4) . . ? C1 N1 Co1 101.0(4) . . ? N7 N6 C12 109.7(5) . . ? N7 N6 C11 123.3(5) . . ? C12 N6 C11 126.9(5) . . ? C14 N7 N6 105.7(5) . . ? C14 N7 Co1 130.5(4) . . ? N6 N7 Co1 123.7(3) . . ? C7 N4 N5 110.8(5) . . ? C7 N4 C6 128.3(5) . . ? N5 N4 C6 120.9(4) . . ? C9 N5 N4 105.8(4) . . ? C9 N5 Co1 130.0(4) . . ? N4 N5 Co1 124.0(3) . . ? N3 C4 C3 106.2(8) . . ? C2 C3 C4 108.2(7) . . ? N2 C2 C3 106.4(8) . . ? N2 C1 N1 108.6(5) . . ? N7 C14 C13 111.4(5) . . ? C12 C13 C14 105.3(5) . . ? C13 C12 N6 107.9(5) . . ? N6 C11 C10 112.5(6) . . ? N1 C10 C11 108.9(6) . . ? N5 C9 C8 110.6(5) . . ? C7 C8 C9 104.5(5) . . ? N4 C7 C8 108.3(5) . . ? N4 C6 C5 112.8(5) . . ? N1 C5 C6 115.4(5) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.42 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.238 _refine_diff_density_min -2.102 _refine_diff_density_rms 0.137 data_CobmpzCl _database_code_depnum_ccdc_archive 'CCDC 902185' #TrackingRef 'web_deposit_cif_file_0_AllanBlackman_1352942938.Revised CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H36 Cl6 Co3 N14 O' _chemical_formula_weight 950.18 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 '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 Orthorhombic _symmetry_space_group_name_H-M 'Cmc2(1) ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 30.936(5) _cell_length_b 8.5598(11) _cell_length_c 13.9511(17) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3694.3(9) _cell_formula_units_Z 4 _cell_measurement_temperature 89(2) _cell_measurement_reflns_used 3239 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 24.87 _exptl_crystal_description rod _exptl_crystal_colour purple _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.708 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1924 _exptl_absorpt_coefficient_mu 1.811 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.832778 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 89(2) _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20740 _diffrn_reflns_av_R_equivalents 0.0698 _diffrn_reflns_av_sigmaI/netI 0.0565 _diffrn_reflns_limit_h_min -38 _diffrn_reflns_limit_h_max 38 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.32 _diffrn_reflns_theta_max 26.42 _reflns_number_total 3868 _reflns_number_gt 3410 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0234P)^2^+4.4858P] 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 -0.021(17) _refine_ls_number_reflns 3867 _refine_ls_number_parameters 232 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0458 _refine_ls_R_factor_gt 0.0364 _refine_ls_wR_factor_ref 0.0753 _refine_ls_wR_factor_gt 0.0700 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _refine_ls_shift/su_max 0.018 _refine_ls_shift/su_mean 0.001 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 Co1 Co 0.668654(17) 0.97011(5) 0.29346(4) 0.01331(12) Uani 1 1 d . . . Co2 Co 0.5000 0.55467(9) 0.43417(5) 0.01799(18) Uani 1 2 d S . . Cl1 Cl 0.73653(3) 0.91720(12) 0.34853(7) 0.0201(2) Uani 1 1 d . . . Cl4 Cl 0.5000 0.45193(16) 0.28616(11) 0.0225(3) Uani 1 2 d S . . Cl2 Cl 0.5000 0.34862(17) 0.53954(10) 0.0221(3) Uani 1 2 d S . . Cl3 Cl 0.55867(4) 0.70793(12) 0.46049(8) 0.0287(3) Uani 1 1 d . . . O7 O 0.5000 0.9849(5) 0.5821(3) 0.0303(11) Uani 1 2 d S . . H7A H 0.5000 1.0838 0.5711 0.050 Uiso 1 2 d S . . H7B H 0.5000 0.9850 0.6438 0.050 Uiso 1 2 d S . . N6 N 0.60932(11) 0.7223(4) 0.2306(2) 0.0140(7) Uani 1 1 d . . . N1 N 0.60032(11) 0.9971(4) 0.2152(2) 0.0140(7) Uani 1 1 d . . . C2 C 0.57043(13) 1.1355(5) 0.3587(3) 0.0171(9) Uani 1 1 d . . . H2A H 0.5462 1.2010 0.3767 0.020 Uiso 1 1 calc R . . H2B H 0.5650 1.0316 0.3836 0.020 Uiso 1 1 calc R . . N2 N 0.60945(11) 1.1972(4) 0.4028(2) 0.0153(7) Uani 1 1 d . . . N3 N 0.64842(11) 1.1240(4) 0.3944(2) 0.0155(7) Uani 1 1 d . . . N7 N 0.64755(11) 0.7505(3) 0.2745(2) 0.0153(7) Uani 1 1 d . . . N5 N 0.68278(12) 1.0956(4) 0.1750(2) 0.0171(7) Uani 1 1 d . . . N4 N 0.65016(11) 1.1220(3) 0.1108(2) 0.0154(7) Uani 1 1 d . . . C10 C 0.71516(14) 1.1883(5) 0.1474(3) 0.0200(9) Uani 1 1 d . . . H10 H 0.7416 1.1955 0.1789 0.024 Uiso 1 1 calc R . . C12 C 0.64134(14) 0.4967(5) 0.2410(3) 0.0212(9) Uani 1 1 d . . . H12 H 0.6476 0.3907 0.2368 0.025 Uiso 1 1 calc R . . C11 C 0.60449(14) 0.5687(4) 0.2104(3) 0.0161(8) Uani 1 1 d . . . H11 H 0.5808 0.5216 0.1815 0.019 Uiso 1 1 calc R . . C1 C 0.57284(14) 1.1272(5) 0.2503(3) 0.0177(9) Uani 1 1 d . . . H1A H 0.5439 1.1146 0.2249 0.021 Uiso 1 1 calc R . . H1B H 0.5843 1.2251 0.2261 0.021 Uiso 1 1 calc R . . C13 C 0.66786(13) 0.6123(4) 0.2799(3) 0.0158(8) Uani 1 1 d . . . H13 H 0.6953 0.5962 0.3055 0.019 Uiso 1 1 calc R . . C5 C 0.61291(14) 1.3234(4) 0.4603(3) 0.0192(9) Uani 1 1 d . . . H5 H 0.5907 1.3917 0.4768 0.023 Uiso 1 1 calc R . . C7 C 0.67628(13) 1.2078(5) 0.4468(3) 0.0190(9) Uani 1 1 d . . . H7 H 0.7056 1.1861 0.4534 0.023 Uiso 1 1 calc R . . C9 C 0.70452(15) 1.2722(5) 0.0661(3) 0.0247(10) Uani 1 1 d . . . H9 H 0.7216 1.3441 0.0335 0.030 Uiso 1 1 calc R . . C4 C 0.57766(13) 0.8470(4) 0.2246(3) 0.0158(8) Uani 1 1 d . . . H4A H 0.5599 0.8476 0.2819 0.019 Uiso 1 1 calc R . . H4B H 0.5590 0.8306 0.1697 0.019 Uiso 1 1 calc R . . C3 C 0.61298(14) 1.0211(4) 0.1139(3) 0.0179(9) Uani 1 1 d . . . H3A H 0.6198 0.9215 0.0844 0.022 Uiso 1 1 calc R . . H3B H 0.5893 1.0680 0.0787 0.022 Uiso 1 1 calc R . . C8 C 0.66305(13) 1.2260(5) 0.0441(3) 0.0192(9) Uani 1 1 d . . . H8 H 0.6468 1.2606 -0.0078 0.023 Uiso 1 1 calc R . . C6 C 0.65476(14) 1.3323(5) 0.4899(3) 0.0198(9) Uani 1 1 d . . . H6 H 0.6666 1.4067 0.5308 0.024 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 Co1 0.0136(2) 0.0124(2) 0.0140(2) -0.0001(3) -0.0002(2) 0.0013(2) Co2 0.0175(4) 0.0160(4) 0.0205(4) 0.0007(3) 0.000 0.000 Cl1 0.0145(5) 0.0212(5) 0.0245(5) 0.0031(4) -0.0013(4) 0.0010(4) Cl4 0.0216(7) 0.0258(8) 0.0201(7) 0.0002(7) 0.000 0.000 Cl2 0.0273(8) 0.0202(8) 0.0188(7) 0.0035(6) 0.000 0.000 Cl3 0.0283(6) 0.0244(6) 0.0334(6) -0.0027(5) -0.0015(5) -0.0098(5) O7 0.040(3) 0.023(2) 0.028(2) 0.0056(18) 0.000 0.000 N6 0.0149(18) 0.0142(16) 0.0128(17) 0.0026(13) 0.0021(13) -0.0002(14) N1 0.0166(18) 0.0108(15) 0.0148(17) -0.0010(14) 0.0002(13) 0.0009(14) C2 0.014(2) 0.016(2) 0.022(2) -0.0042(17) -0.0018(17) 0.0005(16) N2 0.0158(18) 0.0132(17) 0.0168(18) -0.0022(13) 0.0017(14) 0.0028(14) N3 0.0140(18) 0.0161(17) 0.0163(18) 0.0046(13) -0.0036(13) -0.0001(14) N7 0.0133(17) 0.0174(17) 0.0153(19) 0.0014(13) -0.0007(13) 0.0017(13) N5 0.0173(19) 0.0168(17) 0.0172(18) -0.0010(14) 0.0004(14) 0.0032(14) N4 0.0198(19) 0.0122(17) 0.0141(16) -0.0011(13) 0.0013(15) 0.0025(13) C10 0.013(2) 0.025(2) 0.022(2) -0.0002(18) 0.0021(17) -0.0016(17) C12 0.025(2) 0.016(2) 0.023(2) 0.0029(17) 0.0063(18) 0.0015(18) C11 0.018(2) 0.0108(19) 0.019(2) -0.0036(16) 0.0055(16) -0.0006(16) C1 0.017(2) 0.014(2) 0.022(2) -0.0014(16) -0.0035(17) 0.0035(17) C13 0.0131(19) 0.0173(19) 0.017(2) 0.0043(17) 0.0024(16) 0.0048(16) C5 0.027(2) 0.0098(19) 0.020(2) 0.0004(16) 0.0052(18) 0.0023(16) C7 0.018(2) 0.022(2) 0.017(2) 0.0004(18) 0.0007(18) -0.0034(16) C9 0.027(3) 0.027(2) 0.020(2) 0.0003(17) 0.0056(18) 0.0040(19) C4 0.012(2) 0.015(2) 0.020(2) -0.0011(16) -0.0013(16) 0.0007(16) C3 0.023(2) 0.014(2) 0.016(2) -0.0014(16) -0.0049(17) 0.0008(16) C8 0.027(2) 0.021(2) 0.0101(19) 0.0004(16) 0.0057(18) 0.0024(17) C6 0.023(2) 0.015(2) 0.021(2) -0.0072(17) 0.0026(17) -0.0085(17) _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 Co1 N7 2.008(3) . ? Co1 N5 2.019(3) . ? Co1 N3 2.027(3) . ? Co1 Cl1 2.2814(12) . ? Co1 N1 2.390(3) . ? Co2 Cl4 2.2445(18) . ? Co2 Cl3 2.2693(12) . ? Co2 Cl3 2.2693(12) 3_655 ? Co2 Cl2 2.2960(16) . ? N6 C11 1.353(5) . ? N6 N7 1.353(5) . ? N6 C4 1.451(5) . ? N1 C4 1.469(5) . ? N1 C3 1.481(5) . ? N1 C1 1.485(5) . ? C2 N2 1.454(5) . ? C2 C1 1.515(6) . ? N2 C5 1.350(5) . ? N2 N3 1.364(4) . ? N3 C7 1.339(5) . ? N7 C13 1.341(5) . ? N5 C10 1.334(5) . ? N5 N4 1.368(5) . ? N4 C8 1.348(5) . ? N4 C3 1.440(5) . ? C10 C9 1.382(6) . ? C12 C11 1.364(6) . ? C12 C13 1.395(6) . ? C5 C6 1.361(6) . ? C7 C6 1.393(6) . ? C9 C8 1.377(6) . ? 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 N7 Co1 N5 117.43(13) . . ? N7 Co1 N3 126.85(13) . . ? N5 Co1 N3 106.84(13) . . ? N7 Co1 Cl1 99.08(10) . . ? N5 Co1 Cl1 100.49(11) . . ? N3 Co1 Cl1 100.33(10) . . ? N7 Co1 N1 75.08(12) . . ? N5 Co1 N1 76.48(13) . . ? N3 Co1 N1 88.94(12) . . ? Cl1 Co1 N1 170.74(8) . . ? Cl4 Co2 Cl3 112.05(4) . . ? Cl4 Co2 Cl3 112.05(4) . 3_655 ? Cl3 Co2 Cl3 106.22(7) . 3_655 ? Cl4 Co2 Cl2 106.74(6) . . ? Cl3 Co2 Cl2 109.91(4) . . ? Cl3 Co2 Cl2 109.91(4) 3_655 . ? C11 N6 N7 111.3(3) . . ? C11 N6 C4 128.9(3) . . ? N7 N6 C4 119.0(3) . . ? C4 N1 C3 109.5(3) . . ? C4 N1 C1 110.7(3) . . ? C3 N1 C1 111.2(3) . . ? C4 N1 Co1 107.3(2) . . ? C3 N1 Co1 102.4(2) . . ? C1 N1 Co1 115.3(2) . . ? N2 C2 C1 113.5(4) . . ? C5 N2 N3 110.4(3) . . ? C5 N2 C2 127.4(3) . . ? N3 N2 C2 122.1(3) . . ? C7 N3 N2 106.0(3) . . ? C7 N3 Co1 121.9(3) . . ? N2 N3 Co1 129.1(2) . . ? C13 N7 N6 106.1(3) . . ? C13 N7 Co1 131.7(3) . . ? N6 N7 Co1 120.7(2) . . ? C10 N5 N4 105.4(3) . . ? C10 N5 Co1 135.6(3) . . ? N4 N5 Co1 117.7(3) . . ? C8 N4 N5 110.1(3) . . ? C8 N4 C3 130.8(3) . . ? N5 N4 C3 118.1(3) . . ? N5 C10 C9 111.5(4) . . ? C11 C12 C13 107.0(4) . . ? N6 C11 C12 106.3(4) . . ? N1 C1 C2 113.1(3) . . ? N7 C13 C12 109.1(4) . . ? N2 C5 C6 107.5(4) . . ? N3 C7 C6 109.8(4) . . ? C8 C9 C10 104.8(4) . . ? N6 C4 N1 109.0(3) . . ? N4 C3 N1 108.9(3) . . ? N4 C8 C9 108.2(4) . . ? C5 C6 C7 106.3(4) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.42 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.469 _refine_diff_density_min -0.423 _refine_diff_density_rms 0.084 data_ZnbmpzMeCN _database_code_depnum_ccdc_archive 'CCDC 902186' #TrackingRef 'web_deposit_cif_file_0_AllanBlackman_1352942938.Revised CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H20.30 Cl2 N8 O8.15 Zn' _chemical_formula_weight 579.36 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' Cl Cl 0.1484 0.1585 '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 11.2480(8) _cell_length_b 12.4598(9) _cell_length_c 16.8996(10) _cell_angle_alpha 104.078(3) _cell_angle_beta 92.510(3) _cell_angle_gamma 99.617(3) _cell_volume 2256.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 89(2) _cell_measurement_reflns_used 9979 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 26.00 _exptl_crystal_description irregular _exptl_crystal_colour colorless _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.706 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1182 _exptl_absorpt_coefficient_mu 1.387 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5869 _exptl_absorpt_correction_T_max 0.8086 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 89(2) _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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 13416 _diffrn_reflns_av_R_equivalents 0.0362 _diffrn_reflns_av_sigmaI/netI 0.0732 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 25.37 _reflns_number_total 7523 _reflns_number_gt 5731 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. Distances between N121 and C121, N121 and C125, N121 and C129, C129 and C130, N24 and C130, N26 and C125, N22 and C121 and Zn2 and N121 were restrained using the SADI command. ; _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^)+(0.0226P)^2^+4.3294P] 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 7523 _refine_ls_number_parameters 644 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.0731 _refine_ls_R_factor_gt 0.0518 _refine_ls_wR_factor_ref 0.1088 _refine_ls_wR_factor_gt 0.0963 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.046 _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 0.75928(5) 0.07331(4) 0.44918(3) 0.02373(15) Uani 1 1 d . . . Zn2 Zn 0.47740(5) 0.26810(5) 0.09044(3) 0.02612(15) Uani 1 1 d D . . Cl1 Cl 0.93999(12) -0.06080(12) 0.11634(8) 0.0427(3) Uani 1 1 d . . . O1 O 1.0072(3) 0.0498(3) 0.1516(2) 0.0492(10) Uani 1 1 d . . . O2 O 1.0201(5) -0.1328(4) 0.0879(5) 0.139(3) Uani 1 1 d . . . O3 O 0.8596(5) -0.0587(5) 0.0505(3) 0.098(2) Uani 1 1 d . . . O4 O 0.8688(4) -0.1002(3) 0.1750(2) 0.0583(12) Uani 1 1 d . . . Cl11 Cl 0.22576(10) 0.35510(10) 0.47394(7) 0.0275(3) Uani 1 1 d . . . O11 O 0.1905(3) 0.2865(3) 0.3928(2) 0.0475(10) Uani 1 1 d . . . O12 O 0.2129(4) 0.2836(3) 0.5288(2) 0.0569(12) Uani 1 1 d . . . O13 O 0.1507(3) 0.4378(3) 0.4967(2) 0.0474(10) Uani 1 1 d . . . O14 O 0.3497(3) 0.4097(3) 0.4807(2) 0.0433(10) Uani 1 1 d . . . Cl21 Cl 0.42586(10) 0.68601(10) 0.21920(6) 0.0262(3) Uani 1 1 d . . . O21 O 0.5398(3) 0.7544(3) 0.2130(2) 0.0381(9) Uani 1 1 d . . . O22 O 0.3987(3) 0.5914(3) 0.14907(18) 0.0320(8) Uani 1 1 d . . . O23 O 0.4314(3) 0.6468(3) 0.29222(18) 0.0396(9) Uani 1 1 d . . . O24 O 0.3316(3) 0.7536(3) 0.22240(18) 0.0305(8) Uani 1 1 d . . . Cl31 Cl 0.00483(10) 0.51997(10) 0.20180(7) 0.0270(3) Uani 1 1 d . . . O31 O -0.0373(3) 0.5381(3) 0.28274(19) 0.0395(9) Uani 1 1 d . . . O32 O 0.1267(3) 0.5036(3) 0.2067(2) 0.0533(11) Uani 1 1 d . . . O33 O -0.0013(3) 0.6177(3) 0.1718(2) 0.0470(10) Uani 1 1 d . . . O34 O -0.0694(3) 0.4223(3) 0.1486(2) 0.0472(10) Uani 1 1 d . . . O41 O 0.8732(12) 0.1676(11) 0.0465(7) 0.051(3) Uani 0.30 1 d P . . H41X H 0.9265 0.1693 0.0855 0.061 Uiso 0.30 1 d P . . H41Y H 0.8430 0.0968 0.0289 0.061 Uiso 0.30 1 d P . . N1 N 0.7762(3) 0.2561(3) 0.5320(2) 0.0249(9) Uani 1 1 d . . . N2 N 0.8831(3) 0.2757(3) 0.4159(2) 0.0304(10) Uani 1 1 d . . . N3 N 0.8477(3) 0.1636(3) 0.3802(2) 0.0282(9) Uani 1 1 d . . . N4 N 0.8538(3) 0.1560(3) 0.6201(2) 0.0263(9) Uani 1 1 d . . . N5 N 0.8387(3) 0.0646(3) 0.5552(2) 0.0255(9) Uani 1 1 d . . . N6 N 0.5810(3) 0.0626(3) 0.4246(2) 0.0259(9) Uani 1 1 d . . . N7 N 0.5131(3) 0.1442(3) 0.4507(2) 0.0283(9) Uani 1 1 d . . . N8 N 0.7653(3) -0.0870(3) 0.3801(2) 0.0283(9) Uani 1 1 d . . . C1 C 0.8890(4) 0.3135(4) 0.5048(3) 0.0341(12) Uani 1 1 d . . . H1A H 0.8950 0.3961 0.5221 0.041 Uiso 1 1 calc R . . H1B H 0.9612 0.2939 0.5296 0.041 Uiso 1 1 calc R . . C2 C 0.9151(4) 0.3329(5) 0.3604(3) 0.0364(13) Uani 1 1 d . . . H2 H 0.9433 0.4117 0.3710 0.044 Uiso 1 1 calc R . . C3 C 0.8997(5) 0.2575(5) 0.2862(3) 0.0385(13) Uani 1 1 d . . . H3 H 0.9149 0.2727 0.2348 0.046 Uiso 1 1 calc R . . C4 C 0.8568(4) 0.1523(4) 0.3009(3) 0.0326(12) Uani 1 1 d . . . H4 H 0.8373 0.0832 0.2599 0.039 Uiso 1 1 calc R . . C5 C 0.7976(4) 0.2530(4) 0.6168(3) 0.0311(12) Uani 1 1 d . . . H5A H 0.7200 0.2471 0.6423 0.037 Uiso 1 1 calc R . . H5B H 0.8515 0.3233 0.6477 0.037 Uiso 1 1 calc R . . C6 C 0.9071(4) 0.1347(5) 0.6857(3) 0.0348(13) Uani 1 1 d . . . H6 H 0.9264 0.1854 0.7384 0.042 Uiso 1 1 calc R . . C7 C 0.9290(4) 0.0262(4) 0.6630(3) 0.0348(12) Uani 1 1 d . . . H7 H 0.9654 -0.0129 0.6964 0.042 Uiso 1 1 calc R . . C8 C 0.8867(4) -0.0135(4) 0.5815(3) 0.0303(11) Uani 1 1 d . . . H8 H 0.8910 -0.0861 0.5485 0.036 Uiso 1 1 calc R . . C9 C 0.6725(4) 0.3107(4) 0.5193(3) 0.0318(12) Uani 1 1 d . . . H9A H 0.6738 0.3279 0.4651 0.038 Uiso 1 1 calc R . . H9B H 0.6805 0.3827 0.5616 0.038 Uiso 1 1 calc R . . C10 C 0.5518(4) 0.2364(4) 0.5234(3) 0.0316(12) Uani 1 1 d . . . H10A H 0.5582 0.2047 0.5715 0.038 Uiso 1 1 calc R . . H10B H 0.4888 0.2839 0.5321 0.038 Uiso 1 1 calc R . . C11 C 0.4065(4) 0.1195(4) 0.4061(3) 0.0353(12) Uani 1 1 d . . . H11 H 0.3443 0.1632 0.4137 0.042 Uiso 1 1 calc R . . C12 C 0.4021(4) 0.0217(4) 0.3483(3) 0.0339(12) Uani 1 1 d . . . H12 H 0.3373 -0.0164 0.3080 0.041 Uiso 1 1 calc R . . C13 C 0.5120(4) -0.0111(4) 0.3603(3) 0.0267(11) Uani 1 1 d . . . H13 H 0.5357 -0.0764 0.3277 0.032 Uiso 1 1 calc R . . C14 C 0.7721(4) -0.1712(4) 0.3379(3) 0.0256(11) Uani 1 1 d . . . C15 C 0.7829(5) -0.2786(4) 0.2846(3) 0.0322(12) Uani 1 1 d . . . H15A H 0.8066 -0.2680 0.2315 0.048 Uiso 1 1 calc R . . H15B H 0.7049 -0.3302 0.2767 0.048 Uiso 1 1 calc R . . H15C H 0.8445 -0.3103 0.3095 0.048 Uiso 1 1 calc R . . N22 N 0.2444(4) 0.3168(3) 0.0471(2) 0.0333(10) Uani 1 1 d D . . N23 N 0.3573(3) 0.3164(3) 0.0238(2) 0.0278(9) Uani 1 1 d . A . N24 N 0.4698(3) 0.3867(3) 0.2610(2) 0.0268(9) Uani 1 1 d D . . N25 N 0.5461(3) 0.3696(3) 0.2007(2) 0.0242(9) Uani 1 1 d . A . N26 N 0.4121(4) 0.0406(4) 0.1228(2) 0.0373(11) Uani 1 1 d D . . N27 N 0.4958(3) 0.1125(3) 0.0960(2) 0.0273(9) Uani 1 1 d . A . N28 N 0.6280(4) 0.2983(4) 0.0269(2) 0.0347(10) Uani 1 1 d . . . C22 C 0.1816(5) 0.3642(5) 0.0012(4) 0.0534(17) Uani 1 1 d . A . H22 H 0.1002 0.3744 0.0065 0.064 Uiso 1 1 calc R . . C23 C 0.2545(5) 0.3959(5) -0.0547(3) 0.0446(15) Uani 1 1 d . . . H23 H 0.2341 0.4303 -0.0965 0.054 Uiso 1 1 calc R A . C24 C 0.3635(5) 0.3674(4) -0.0374(3) 0.0369(13) Uani 1 1 d . A . H24 H 0.4338 0.3819 -0.0651 0.044 Uiso 1 1 calc R . . C26 C 0.5331(5) 0.4351(4) 0.3338(3) 0.0328(12) Uani 1 1 d . . . H26 H 0.5002 0.4571 0.3848 0.039 Uiso 1 1 calc R . . C27 C 0.6531(4) 0.4469(4) 0.3215(3) 0.0332(12) Uani 1 1 d . . . H27 H 0.7198 0.4777 0.3617 0.040 Uiso 1 1 calc R A . C28 C 0.6575(4) 0.4047(4) 0.2381(3) 0.0268(11) Uani 1 1 d . A . H28 H 0.7298 0.4014 0.2113 0.032 Uiso 1 1 calc R . . C31 C 0.4608(6) -0.0455(4) 0.1366(3) 0.0433(15) Uani 1 1 d . . . H31 H 0.4197 -0.1063 0.1554 0.052 Uiso 1 1 calc R . . C32 C 0.5780(5) -0.0310(4) 0.1194(3) 0.0390(13) Uani 1 1 d . . . H32 H 0.6348 -0.0783 0.1237 0.047 Uiso 1 1 calc R A . C33 C 0.5969(5) 0.0673(4) 0.0944(3) 0.0315(12) Uani 1 1 d . A . H33 H 0.6716 0.0991 0.0780 0.038 Uiso 1 1 calc R . . C34 C 0.7136(5) 0.3174(4) -0.0040(3) 0.0313(12) Uani 1 1 d . . . C35 C 0.8237(4) 0.3420(5) -0.0445(3) 0.0390(14) Uani 1 1 d . . . H35A H 0.8560 0.2728 -0.0638 0.058 Uiso 1 1 calc R . . H35B H 0.8841 0.3980 -0.0056 0.058 Uiso 1 1 calc R . . H35C H 0.8045 0.3716 -0.0913 0.058 Uiso 1 1 calc R . . C21 C 0.2016(11) 0.260(2) 0.1100(13) 0.032(9) Uani 0.75 1 d PD A 1 H21A H 0.1609 0.1820 0.0837 0.039 Uiso 0.75 1 calc PR A 1 H21B H 0.1423 0.3002 0.1409 0.039 Uiso 0.75 1 calc PR A 1 N21 N 0.3060(4) 0.2599(5) 0.1665(3) 0.0268(13) Uani 0.75 1 d PD A 1 C25 C 0.3383(6) 0.3668(6) 0.2315(5) 0.0253(19) Uani 0.75 1 d PD A 1 H25A H 0.2883 0.3630 0.2778 0.030 Uiso 0.75 1 calc PR A 1 H25B H 0.3216 0.4301 0.2096 0.030 Uiso 0.75 1 calc PR A 1 C29 C 0.2863(6) 0.1629(5) 0.2029(4) 0.0307(15) Uani 0.75 1 d PD A 1 H29A H 0.2065 0.1572 0.2257 0.037 Uiso 0.75 1 calc PR A 1 H29B H 0.3494 0.1741 0.2484 0.037 Uiso 0.75 1 calc PR A 1 C30 C 0.2908(6) 0.0536(6) 0.1385(4) 0.0309(16) Uani 0.75 1 d PD A 1 H30A H 0.2507 -0.0112 0.1577 0.037 Uiso 0.75 1 calc PR A 1 H30B H 0.2455 0.0535 0.0869 0.037 Uiso 0.75 1 calc PR A 1 C121 C 0.194(3) 0.263(6) 0.110(3) 0.03(3) Uiso 0.25 1 d PD A 2 H12A H 0.1207 0.2057 0.0864 0.035 Uiso 0.25 1 calc PR A 2 H12B H 0.1735 0.3189 0.1566 0.035 Uiso 0.25 1 calc PR A 2 N121 N 0.2919(13) 0.2086(13) 0.1349(9) 0.027(5) Uiso 0.25 1 d PD A 2 C125 C 0.2905(15) 0.0839(15) 0.1042(13) 0.028(5) Uiso 0.25 1 d PD A 2 H12C H 0.2703 0.0623 0.0442 0.033 Uiso 0.25 1 calc PR A 2 H12D H 0.2243 0.0433 0.1286 0.033 Uiso 0.25 1 calc PR A 2 C129 C 0.2923(15) 0.2484(13) 0.2248(10) 0.018(4) Uiso 0.25 1 d PD A 2 H12E H 0.3389 0.2029 0.2503 0.021 Uiso 0.25 1 calc PR A 2 H12F H 0.2079 0.2330 0.2392 0.021 Uiso 0.25 1 calc PR A 2 C130 C 0.3440(15) 0.3721(17) 0.2634(13) 0.018(7) Uiso 0.25 1 d PD A 2 H13A H 0.3100 0.4198 0.2326 0.021 Uiso 0.25 1 calc PR A 2 H13B H 0.3232 0.3936 0.3208 0.021 Uiso 0.25 1 calc PR A 2 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 0.0261(3) 0.0203(3) 0.0250(3) 0.0053(2) 0.0023(2) 0.0054(2) Zn2 0.0257(3) 0.0320(3) 0.0239(3) 0.0103(2) 0.0063(2) 0.0088(2) Cl1 0.0435(8) 0.0419(8) 0.0409(8) 0.0078(6) 0.0147(6) 0.0044(6) O1 0.054(2) 0.040(2) 0.049(2) 0.0103(18) 0.0160(19) -0.0047(19) O2 0.083(4) 0.052(4) 0.284(8) 0.019(4) 0.103(5) 0.024(3) O3 0.097(4) 0.136(5) 0.053(3) 0.048(3) -0.023(3) -0.029(4) O4 0.069(3) 0.057(3) 0.042(2) 0.020(2) 0.007(2) -0.019(2) Cl11 0.0291(6) 0.0249(7) 0.0295(6) 0.0064(5) 0.0062(5) 0.0079(5) O11 0.052(2) 0.052(3) 0.032(2) -0.0036(17) -0.0062(17) 0.014(2) O12 0.094(3) 0.040(2) 0.043(2) 0.0227(19) 0.012(2) 0.010(2) O13 0.030(2) 0.034(2) 0.074(3) 0.0031(19) 0.0027(18) 0.0121(17) O14 0.0252(19) 0.055(3) 0.047(2) 0.0074(18) 0.0098(16) 0.0053(17) Cl21 0.0305(6) 0.0247(6) 0.0215(6) 0.0017(5) 0.0014(5) 0.0059(5) O21 0.0265(19) 0.031(2) 0.049(2) -0.0005(16) 0.0023(16) -0.0005(15) O22 0.039(2) 0.0264(19) 0.0240(17) -0.0033(14) 0.0055(14) 0.0007(15) O23 0.063(3) 0.040(2) 0.0214(18) 0.0081(15) 0.0054(17) 0.0234(19) O24 0.0303(19) 0.030(2) 0.0346(18) 0.0102(15) 0.0051(15) 0.0107(15) Cl31 0.0229(6) 0.0313(7) 0.0275(6) 0.0086(5) 0.0037(5) 0.0048(5) O31 0.054(2) 0.043(2) 0.0278(19) 0.0142(16) 0.0128(17) 0.0145(18) O32 0.024(2) 0.064(3) 0.072(3) 0.009(2) 0.0054(18) 0.0190(19) O33 0.058(3) 0.046(2) 0.052(2) 0.0316(19) 0.0209(19) 0.021(2) O34 0.049(2) 0.048(2) 0.032(2) -0.0005(17) -0.0030(17) -0.0105(19) O41 0.065(9) 0.040(8) 0.054(8) 0.014(6) 0.011(7) 0.020(7) N1 0.028(2) 0.023(2) 0.024(2) 0.0065(17) -0.0022(17) 0.0069(17) N2 0.024(2) 0.030(2) 0.040(2) 0.013(2) 0.0083(18) 0.0055(18) N3 0.031(2) 0.024(2) 0.031(2) 0.0058(18) 0.0069(18) 0.0094(18) N4 0.027(2) 0.029(2) 0.023(2) 0.0046(17) 0.0031(17) 0.0093(18) N5 0.023(2) 0.026(2) 0.028(2) 0.0071(18) 0.0049(17) 0.0070(17) N6 0.024(2) 0.025(2) 0.027(2) 0.0034(17) 0.0053(17) 0.0056(17) N7 0.026(2) 0.025(2) 0.032(2) 0.0032(18) 0.0060(18) 0.0053(18) N8 0.032(2) 0.025(2) 0.027(2) 0.0040(18) 0.0042(18) 0.0085(18) C1 0.031(3) 0.021(3) 0.049(3) 0.006(2) 0.007(2) 0.003(2) C2 0.028(3) 0.036(3) 0.054(3) 0.025(3) 0.011(2) 0.008(2) C3 0.036(3) 0.055(4) 0.038(3) 0.030(3) 0.017(2) 0.018(3) C4 0.030(3) 0.039(3) 0.032(3) 0.014(2) 0.007(2) 0.009(2) C5 0.033(3) 0.028(3) 0.029(3) 0.004(2) -0.001(2) 0.005(2) C6 0.028(3) 0.047(4) 0.029(3) 0.010(2) -0.005(2) 0.008(2) C7 0.027(3) 0.046(3) 0.041(3) 0.023(3) 0.002(2) 0.014(2) C8 0.019(2) 0.034(3) 0.042(3) 0.014(2) 0.003(2) 0.009(2) C9 0.031(3) 0.028(3) 0.036(3) 0.007(2) -0.002(2) 0.007(2) C10 0.032(3) 0.032(3) 0.029(3) 0.003(2) 0.007(2) 0.004(2) C11 0.022(3) 0.038(3) 0.045(3) 0.008(2) 0.005(2) 0.008(2) C12 0.029(3) 0.032(3) 0.037(3) 0.002(2) 0.001(2) 0.006(2) C13 0.030(3) 0.023(3) 0.024(2) 0.000(2) 0.006(2) 0.006(2) C14 0.022(2) 0.031(3) 0.025(3) 0.008(2) 0.004(2) 0.007(2) C15 0.040(3) 0.025(3) 0.033(3) 0.005(2) 0.005(2) 0.013(2) N22 0.026(2) 0.032(3) 0.047(3) 0.023(2) -0.007(2) 0.0040(19) N23 0.032(2) 0.032(2) 0.021(2) 0.0068(18) 0.0055(17) 0.0119(19) N24 0.024(2) 0.025(2) 0.036(2) 0.0105(18) 0.0067(18) 0.0093(17) N25 0.022(2) 0.023(2) 0.027(2) 0.0048(17) 0.0039(17) 0.0055(17) N26 0.033(2) 0.037(3) 0.030(2) -0.008(2) 0.0074(19) -0.004(2) N27 0.029(2) 0.026(2) 0.025(2) 0.0035(17) 0.0037(17) 0.0044(18) N28 0.038(3) 0.042(3) 0.032(2) 0.016(2) 0.019(2) 0.013(2) C22 0.037(3) 0.050(4) 0.079(4) 0.035(3) -0.015(3) 0.004(3) C23 0.062(4) 0.041(4) 0.032(3) 0.015(3) -0.011(3) 0.012(3) C24 0.055(4) 0.038(3) 0.020(3) 0.007(2) 0.009(2) 0.017(3) C26 0.045(3) 0.029(3) 0.028(3) 0.009(2) 0.010(2) 0.013(2) C27 0.031(3) 0.036(3) 0.031(3) 0.004(2) -0.003(2) 0.010(2) C28 0.022(2) 0.026(3) 0.031(3) 0.004(2) 0.001(2) 0.005(2) C31 0.074(4) 0.021(3) 0.028(3) -0.003(2) 0.013(3) 0.001(3) C32 0.055(4) 0.037(3) 0.028(3) 0.007(2) 0.002(3) 0.019(3) C33 0.034(3) 0.033(3) 0.026(3) 0.005(2) 0.000(2) 0.007(2) C34 0.037(3) 0.034(3) 0.022(3) 0.005(2) 0.002(2) 0.007(2) C35 0.023(3) 0.061(4) 0.031(3) 0.010(3) 0.007(2) 0.005(3) C21 0.015(7) 0.036(10) 0.053(13) 0.024(6) 0.002(3) 0.006(4) N21 0.025(3) 0.027(4) 0.028(3) 0.009(3) 0.005(2) -0.002(2) C25 0.019(4) 0.026(4) 0.028(5) 0.000(3) 0.004(3) 0.006(3) C29 0.030(4) 0.036(4) 0.027(3) 0.009(3) 0.005(3) 0.007(3) C30 0.034(4) 0.025(4) 0.035(4) 0.011(3) 0.002(3) 0.002(3) _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 N3 1.994(4) . ? Zn1 N5 2.002(4) . ? Zn1 N6 2.006(4) . ? Zn1 N8 2.068(4) . ? Zn1 N1 2.337(4) . ? Zn2 N23 1.981(4) . ? Zn2 N27 2.008(4) . ? Zn2 N25 2.017(4) . ? Zn2 N28 2.075(4) . ? Zn2 N121 2.315(13) . ? Zn2 N21 2.365(5) . ? Cl1 O2 1.395(5) . ? Cl1 O3 1.411(5) . ? Cl1 O4 1.428(4) . ? Cl1 O1 1.428(4) . ? Cl11 O11 1.428(3) . ? Cl11 O12 1.429(4) . ? Cl11 O13 1.431(4) . ? Cl11 O14 1.433(3) . ? Cl21 O22 1.434(3) . ? Cl21 O23 1.436(3) . ? Cl21 O21 1.439(3) . ? Cl21 O24 1.456(3) . ? Cl31 O32 1.421(4) . ? Cl31 O34 1.432(3) . ? Cl31 O33 1.438(4) . ? Cl31 O31 1.445(3) . ? O41 H41X 0.8649 . ? O41 H41Y 0.8633 . ? N1 C5 1.453(6) . ? N1 C9 1.479(6) . ? N1 C1 1.497(6) . ? N2 C2 1.335(6) . ? N2 N3 1.363(5) . ? N2 C1 1.456(6) . ? N3 C4 1.325(6) . ? N4 C6 1.339(6) . ? N4 N5 1.356(5) . ? N4 C5 1.465(6) . ? N5 C8 1.342(6) . ? N6 C13 1.353(5) . ? N6 N7 1.372(5) . ? N7 C11 1.335(6) . ? N7 C10 1.456(5) . ? N8 C14 1.133(6) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3 1.356(7) . ? C2 H2 0.9500 . ? C3 C4 1.403(7) . ? C3 H3 0.9500 . ? C4 H4 0.9500 . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C7 1.380(7) . ? C6 H6 0.9500 . ? C7 C8 1.378(7) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 C10 1.525(6) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.357(7) . ? C11 H11 0.9500 . ? C12 C13 1.387(7) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 C15 1.447(6) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? N22 C22 1.328(7) . ? N22 N23 1.346(5) . ? N22 C21 1.467(8) . ? N22 C121 1.470(17) . ? N23 C24 1.338(6) . ? N24 C26 1.343(6) . ? N24 N25 1.361(5) . ? N24 C130 1.401(17) . ? N24 C25 1.500(7) . ? N25 C28 1.332(5) . ? N26 C31 1.347(7) . ? N26 N27 1.358(5) . ? N26 C30 1.429(7) . ? N26 C125 1.596(15) . ? N27 C33 1.349(6) . ? N28 C34 1.133(6) . ? C22 C23 1.364(8) . ? C22 H22 0.9500 . ? C23 C24 1.371(7) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C26 C27 1.364(7) . ? C26 H26 0.9500 . ? C27 C28 1.386(6) . ? C27 H27 0.9500 . ? C28 H28 0.9500 . ? C31 C32 1.355(7) . ? C31 H31 0.9500 . ? C32 C33 1.377(7) . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? C34 C35 1.465(6) . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C21 N21 1.483(14) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? N21 C29 1.475(7) . ? N21 C25 1.484(8) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C29 C30 1.532(8) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C121 N121 1.48(2) . ? C121 H12A 0.9900 . ? C121 H12B 0.9900 . ? N121 C129 1.479(15) . ? N121 C125 1.511(17) . ? C125 H12C 0.9900 . ? C125 H12D 0.9900 . ? C129 C130 1.521(18) . ? C129 H12E 0.9900 . ? C129 H12F 0.9900 . ? C130 H13A 0.9900 . ? C130 H13B 0.9900 . ? 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 N3 Zn1 N5 120.50(15) . . ? N3 Zn1 N6 108.49(16) . . ? N5 Zn1 N6 125.24(15) . . ? N3 Zn1 N8 99.67(15) . . ? N5 Zn1 N8 98.84(15) . . ? N6 Zn1 N8 95.44(15) . . ? N3 Zn1 N1 78.64(14) . . ? N5 Zn1 N1 76.78(14) . . ? N6 Zn1 N1 91.20(14) . . ? N8 Zn1 N1 173.34(14) . . ? N23 Zn2 N27 129.71(15) . . ? N23 Zn2 N25 119.22(16) . . ? N27 Zn2 N25 105.46(15) . . ? N23 Zn2 N28 99.24(16) . . ? N27 Zn2 N28 96.27(16) . . ? N25 Zn2 N28 97.72(15) . . ? N23 Zn2 N121 74.9(4) . . ? N27 Zn2 N121 80.1(4) . . ? N25 Zn2 N121 94.5(4) . . ? N28 Zn2 N121 167.8(4) . . ? N23 Zn2 N21 77.26(17) . . ? N27 Zn2 N21 91.18(17) . . ? N25 Zn2 N21 78.39(17) . . ? N28 Zn2 N21 172.31(18) . . ? N121 Zn2 N21 17.5(3) . . ? O2 Cl1 O3 109.5(4) . . ? O2 Cl1 O4 110.6(3) . . ? O3 Cl1 O4 107.4(3) . . ? O2 Cl1 O1 109.1(3) . . ? O3 Cl1 O1 109.6(3) . . ? O4 Cl1 O1 110.6(2) . . ? O11 Cl11 O12 107.9(2) . . ? O11 Cl11 O13 111.4(2) . . ? O12 Cl11 O13 108.6(2) . . ? O11 Cl11 O14 110.4(2) . . ? O12 Cl11 O14 108.9(3) . . ? O13 Cl11 O14 109.6(2) . . ? O22 Cl21 O23 109.5(2) . . ? O22 Cl21 O21 109.69(19) . . ? O23 Cl21 O21 110.0(2) . . ? O22 Cl21 O24 109.4(2) . . ? O23 Cl21 O24 109.4(2) . . ? O21 Cl21 O24 108.8(2) . . ? O32 Cl31 O34 109.6(2) . . ? O32 Cl31 O33 109.6(2) . . ? O34 Cl31 O33 110.4(2) . . ? O32 Cl31 O31 109.0(2) . . ? O34 Cl31 O31 109.4(2) . . ? O33 Cl31 O31 108.8(2) . . ? H41X O41 H41Y 103.0 . . ? C5 N1 C9 112.3(4) . . ? C5 N1 C1 109.6(4) . . ? C9 N1 C1 111.1(4) . . ? C5 N1 Zn1 108.3(3) . . ? C9 N1 Zn1 114.1(3) . . ? C1 N1 Zn1 100.8(3) . . ? C2 N2 N3 111.4(4) . . ? C2 N2 C1 130.4(4) . . ? N3 N2 C1 118.1(4) . . ? C4 N3 N2 105.4(4) . . ? C4 N3 Zn1 136.1(3) . . ? N2 N3 Zn1 115.9(3) . . ? C6 N4 N5 110.5(4) . . ? C6 N4 C5 128.0(4) . . ? N5 N4 C5 120.8(4) . . ? C8 N5 N4 105.9(4) . . ? C8 N5 Zn1 135.5(3) . . ? N4 N5 Zn1 118.7(3) . . ? C13 N6 N7 104.4(4) . . ? C13 N6 Zn1 125.3(3) . . ? N7 N6 Zn1 127.6(3) . . ? C11 N7 N6 110.9(4) . . ? C11 N7 C10 126.9(4) . . ? N6 N7 C10 121.9(4) . . ? C14 N8 Zn1 174.9(4) . . ? N2 C1 N1 107.9(4) . . ? N2 C1 H1A 110.1 . . ? N1 C1 H1A 110.1 . . ? N2 C1 H1B 110.1 . . ? N1 C1 H1B 110.1 . . ? H1A C1 H1B 108.4 . . ? N2 C2 C3 107.2(5) . . ? N2 C2 H2 126.4 . . ? C3 C2 H2 126.4 . . ? C2 C3 C4 105.9(4) . . ? C2 C3 H3 127.0 . . ? C4 C3 H3 127.0 . . ? N3 C4 C3 110.0(5) . . ? N3 C4 H4 125.0 . . ? C3 C4 H4 125.0 . . ? N1 C5 N4 109.6(4) . . ? N1 C5 H5A 109.8 . . ? N4 C5 H5A 109.8 . . ? N1 C5 H5B 109.8 . . ? N4 C5 H5B 109.8 . . ? H5A C5 H5B 108.2 . . ? N4 C6 C7 107.8(4) . . ? N4 C6 H6 126.1 . . ? C7 C6 H6 126.1 . . ? C8 C7 C6 105.2(5) . . ? C8 C7 H7 127.4 . . ? C6 C7 H7 127.4 . . ? N5 C8 C7 110.6(5) . . ? N5 C8 H8 124.7 . . ? C7 C8 H8 124.7 . . ? N1 C9 C10 112.0(4) . . ? N1 C9 H9A 109.2 . . ? C10 C9 H9A 109.2 . . ? N1 C9 H9B 109.2 . . ? C10 C9 H9B 109.2 . . ? H9A C9 H9B 107.9 . . ? N7 C10 C9 114.2(4) . . ? N7 C10 H10A 108.7 . . ? C9 C10 H10A 108.7 . . ? N7 C10 H10B 108.7 . . ? C9 C10 H10B 108.7 . . ? H10A C10 H10B 107.6 . . ? N7 C11 C12 108.5(5) . . ? N7 C11 H11 125.7 . . ? C12 C11 H11 125.7 . . ? C11 C12 C13 105.5(4) . . ? C11 C12 H12 127.3 . . ? C13 C12 H12 127.3 . . ? N6 C13 C12 110.7(4) . . ? N6 C13 H13 124.6 . . ? C12 C13 H13 124.6 . . ? N8 C14 C15 179.0(5) . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C22 N22 N23 110.8(4) . . ? C22 N22 C21 128.1(6) . . ? N23 N22 C21 120.8(6) . . ? C22 N22 C121 124.6(10) . . ? N23 N22 C121 124.4(10) . . ? C21 N22 C121 3.5(13) . . ? C24 N23 N22 105.3(4) . . ? C24 N23 Zn2 134.5(4) . . ? N22 N23 Zn2 119.4(3) . . ? C26 N24 N25 110.3(4) . . ? C26 N24 C130 114.5(9) . . ? N25 N24 C130 135.1(9) . . ? C26 N24 C25 133.8(5) . . ? N25 N24 C25 114.9(4) . . ? C130 N24 C25 20.6(9) . . ? C28 N25 N24 105.7(4) . . ? C28 N25 Zn2 133.9(3) . . ? N24 N25 Zn2 117.9(3) . . ? C31 N26 N27 110.2(4) . . ? C31 N26 C30 123.1(5) . . ? N27 N26 C30 126.7(5) . . ? C31 N26 C125 146.2(8) . . ? N27 N26 C125 101.5(8) . . ? C30 N26 C125 28.6(7) . . ? C33 N27 N26 104.7(4) . . ? C33 N27 Zn2 129.1(3) . . ? N26 N27 Zn2 124.4(3) . . ? C34 N28 Zn2 176.5(4) . . ? N22 C22 C23 108.0(5) . . ? N22 C22 H22 126.0 . . ? C23 C22 H22 126.0 . . ? C22 C23 C24 105.1(5) . . ? C22 C23 H23 127.4 . . ? C24 C23 H23 127.4 . . ? N23 C24 C23 110.7(5) . . ? N23 C24 H24 124.7 . . ? C23 C24 H24 124.7 . . ? N24 C26 C27 107.8(4) . . ? N24 C26 H26 126.1 . . ? C27 C26 H26 126.1 . . ? C26 C27 C28 105.5(4) . . ? C26 C27 H27 127.2 . . ? C28 C27 H27 127.2 . . ? N25 C28 C27 110.5(4) . . ? N25 C28 H28 124.7 . . ? C27 C28 H28 124.7 . . ? N26 C31 C32 108.8(5) . . ? N26 C31 H31 125.6 . . ? C32 C31 H31 125.6 . . ? C31 C32 C33 104.9(5) . . ? C31 C32 H32 127.5 . . ? C33 C32 H32 127.5 . . ? N27 C33 C32 111.4(5) . . ? N27 C33 H33 124.3 . . ? C32 C33 H33 124.3 . . ? N28 C34 C35 179.7(5) . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? N22 C21 N21 109.3(8) . . ? N22 C21 H21A 109.8 . . ? N21 C21 H21A 109.8 . . ? N22 C21 H21B 109.8 . . ? N21 C21 H21B 109.8 . . ? H21A C21 H21B 108.3 . . ? C29 N21 C21 112.3(8) . . ? C29 N21 C25 110.5(5) . . ? C21 N21 C25 112.1(12) . . ? C29 N21 Zn2 113.8(4) . . ? C21 N21 Zn2 106.2(6) . . ? C25 N21 Zn2 101.4(4) . . ? N21 C25 N24 110.1(5) . . ? N21 C25 H25A 109.6 . . ? N24 C25 H25A 109.6 . . ? N21 C25 H25B 109.6 . . ? N24 C25 H25B 109.6 . . ? H25A C25 H25B 108.2 . . ? N21 C29 C30 110.6(5) . . ? N21 C29 H29A 109.5 . . ? C30 C29 H29A 109.5 . . ? N21 C29 H29B 109.5 . . ? C30 C29 H29B 109.5 . . ? H29A C29 H29B 108.1 . . ? N26 C30 C29 112.2(5) . . ? N26 C30 H30A 109.2 . . ? C29 C30 H30A 109.2 . . ? N26 C30 H30B 109.2 . . ? C29 C30 H30B 109.2 . . ? H30A C30 H30B 107.9 . . ? N22 C121 N121 104.7(16) . . ? N22 C121 H12A 110.8 . . ? N121 C121 H12A 110.8 . . ? N22 C121 H12B 110.8 . . ? N121 C121 H12B 110.8 . . ? H12A C121 H12B 108.9 . . ? C121 N121 C129 99(3) . . ? C121 N121 C125 122(3) . . ? C129 N121 C125 114.3(15) . . ? C121 N121 Zn2 113.5(13) . . ? C129 N121 Zn2 111.6(10) . . ? C125 N121 Zn2 96.5(10) . . ? N121 C125 N26 116.8(13) . . ? N121 C125 H12C 108.1 . . ? N26 C125 H12C 108.1 . . ? N121 C125 H12D 108.1 . . ? N26 C125 H12D 108.1 . . ? H12C C125 H12D 107.3 . . ? N121 C129 C130 117.0(15) . . ? N121 C129 H12E 108.0 . . ? C130 C129 H12E 108.0 . . ? N121 C129 H12F 108.0 . . ? C130 C129 H12F 108.0 . . ? H12E C129 H12F 107.3 . . ? N24 C130 C129 107.5(14) . . ? N24 C130 H13A 110.2 . . ? C129 C130 H13A 110.2 . . ? N24 C130 H13B 110.2 . . ? C129 C130 H13B 110.2 . . ? H13A C130 H13B 108.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O41 H41X O1 0.86 2.34 3.058(14) 141.1 . O41 H41Y O3 0.86 2.09 2.816(14) 140.8 . _diffrn_measured_fraction_theta_max 0.910 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.915 _refine_diff_density_max 0.479 _refine_diff_density_min -0.471 _refine_diff_density_rms 0.090 data_CobmpzMeCN _database_code_depnum_ccdc_archive 'CCDC 902187' #TrackingRef 'web_deposit_cif_file_0_AllanBlackman_1352942938.Revised CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H20.25 Cl2 Co N8 O8.13' _chemical_formula_weight 572.47 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 '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 11.2257(8) _cell_length_b 12.4727(8) _cell_length_c 16.8042(11) _cell_angle_alpha 104.251(2) _cell_angle_beta 92.739(2) _cell_angle_gamma 99.693(2) _cell_volume 2238.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 89(2) _cell_measurement_reflns_used 9909 _cell_measurement_theta_min 2.33 _cell_measurement_theta_max 25.13 _exptl_crystal_description irregular _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.699 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1169 _exptl_absorpt_coefficient_mu 1.067 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7264 _exptl_absorpt_correction_T_max 0.9486 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 89(2) _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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16873 _diffrn_reflns_av_R_equivalents 0.0427 _diffrn_reflns_av_sigmaI/netI 0.0808 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.28 _diffrn_reflns_theta_max 26.39 _reflns_number_total 8703 _reflns_number_gt 5895 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^ > 2\s(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^)+(0.0521P)^2^+0.6051P] 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 8703 _refine_ls_number_parameters 619 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0793 _refine_ls_R_factor_gt 0.0470 _refine_ls_wR_factor_ref 0.1161 _refine_ls_wR_factor_gt 0.1012 _refine_ls_goodness_of_fit_ref 0.958 _refine_ls_restrained_S_all 0.958 _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 Co1 Co 0.97597(4) 0.26310(4) 0.09001(3) 0.01772(13) Uani 1 1 d . . . Co2 Co 0.74154(4) 0.92613(4) 0.55030(3) 0.01657(13) Uani 1 1 d . . . Cl1 Cl 0.43539(9) 0.93766(8) 0.11156(6) 0.0304(3) Uani 1 1 d . . . Cl2 Cl 0.50470(8) 0.51833(8) 0.20240(6) 0.0203(2) Uani 1 1 d . . . Cl3 Cl 0.27444(8) 0.64444(7) 0.52836(6) 0.0207(2) Uani 1 1 d . . . Cl4 Cl 0.92284(8) 0.68352(7) 0.21968(5) 0.0199(2) Uani 1 1 d . . . O1 O 0.3519(3) 0.9490(3) 0.04881(19) 0.0657(12) Uani 1 1 d . . . O4 O 0.5094(4) 0.8623(3) 0.0741(3) 0.0982(17) Uani 1 1 d . . . O2 O 0.5082(2) 1.0455(2) 0.15018(16) 0.0336(7) Uani 1 1 d . . . O3 O 0.3678(3) 0.8957(2) 0.17093(17) 0.0396(8) Uani 1 1 d . . . O5 O 0.4613(2) 0.5388(2) 0.28312(15) 0.0285(7) Uani 1 1 d . . . O7 O 0.6276(2) 0.5024(2) 0.20800(19) 0.0415(8) Uani 1 1 d . . . O6 O 0.4301(3) 0.4191(2) 0.14896(16) 0.0364(8) Uani 1 1 d . . . O8 O 0.4976(3) 0.6135(2) 0.16916(17) 0.0342(7) Uani 1 1 d . . . O11 O 0.3072(3) 0.7111(2) 0.61208(16) 0.0356(7) Uani 1 1 d . . . O10 O 0.3505(2) 0.5622(2) 0.50620(18) 0.0310(7) Uani 1 1 d . . . O12 O 0.1496(2) 0.5880(2) 0.51919(17) 0.0333(7) Uani 1 1 d . . . O9 O 0.2890(3) 0.7180(2) 0.47407(17) 0.0364(7) Uani 1 1 d . . . O14 O 0.9266(3) 0.6419(2) 0.29228(15) 0.0306(7) Uani 1 1 d . . . O15 O 0.8963(2) 0.5905(2) 0.14738(14) 0.0227(6) Uani 1 1 d . . . O13 O 0.8301(2) 0.7521(2) 0.22375(15) 0.0224(6) Uani 1 1 d . . . O16 O 1.0378(2) 0.7530(2) 0.21557(17) 0.0295(7) Uani 1 1 d . . . N23 N 0.6576(3) 0.9333(2) 0.44450(18) 0.0191(7) Uani 1 1 d . . . N27 N 0.9208(3) 0.9360(2) 0.57506(17) 0.0171(7) Uani 1 1 d . . . N5 N 1.0467(3) 0.3669(2) 0.19885(18) 0.0182(7) Uani 1 1 d . . . N3 N 0.8578(3) 0.3157(3) 0.02323(18) 0.0197(7) Uani 1 1 d . . . N7 N 0.9939(3) 0.1078(2) 0.09740(18) 0.0185(7) Uani 1 1 d . . . N4 N 0.9692(3) 0.3853(2) 0.25852(19) 0.0200(7) Uani 1 1 d . . . N1 N 0.8094(3) 0.2585(3) 0.16434(19) 0.0238(8) Uani 1 1 d . . . N2 N 0.7456(3) 0.3197(2) 0.04904(19) 0.0209(7) Uani 1 1 d . . . N6 N 0.9138(3) 0.0352(3) 0.12635(18) 0.0208(7) Uani 1 1 d . . . N8 N 1.1258(3) 0.2907(3) 0.02679(19) 0.0227(7) Uani 1 1 d . . . N22 N 0.6429(3) 0.8416(3) 0.37902(18) 0.0197(7) Uani 1 1 d . . . N24 N 0.6164(3) 0.7261(2) 0.58583(19) 0.0215(7) Uani 1 1 d . . . N25 N 0.6534(3) 0.8383(2) 0.62060(18) 0.0198(7) Uani 1 1 d . . . N28 N 0.7369(3) 1.0852(3) 0.61901(19) 0.0213(7) Uani 1 1 d . . . N26 N 0.9889(3) 0.8556(2) 0.54918(18) 0.0178(7) Uani 1 1 d . . . C1 C 0.7024(3) 0.2604(3) 0.1100(2) 0.0211(9) Uani 1 1 d . . . H1A H 0.6609 0.1827 0.0822 0.025 Uiso 1 1 calc R . . H1B H 0.6442 0.2997 0.1427 0.025 Uiso 1 1 calc R . . C24 C 0.6096(3) 1.0109(3) 0.4175(2) 0.0216(9) Uani 1 1 d . . . H24 H 0.6056 1.0838 0.4503 0.026 Uiso 1 1 calc R . . N21 N 0.7219(2) 0.7467(2) 0.47036(17) 0.0147(6) Uani 1 1 d . . . C30 C 0.9473(3) 0.7603(3) 0.4774(2) 0.0218(9) Uani 1 1 d . . . H30A H 1.0087 0.7111 0.4702 0.026 Uiso 1 1 calc R . . H30B H 0.9419 0.7891 0.4278 0.026 Uiso 1 1 calc R . . C33 C 0.9901(3) 1.0132(3) 0.6374(2) 0.0198(8) Uani 1 1 d . . . H33 H 0.9658 1.0790 0.6688 0.024 Uiso 1 1 calc R . . C5 C 0.8404(3) 0.3671(3) 0.2315(3) 0.0256(9) Uani 1 1 d . . . H5A H 0.8227 0.4305 0.2101 0.031 Uiso 1 1 calc R . . H5B H 0.7913 0.3622 0.2783 0.031 Uiso 1 1 calc R . . C4 C 0.8642(4) 0.3671(3) -0.0382(2) 0.0242(9) Uani 1 1 d . . . H4 H 0.9334 0.3782 -0.0678 0.029 Uiso 1 1 calc R . . C3 C 0.7563(4) 0.4016(3) -0.0526(2) 0.0285(10) Uani 1 1 d . . . H3 H 0.7369 0.4391 -0.0929 0.034 Uiso 1 1 calc R . . C2 C 0.6837(4) 0.3701(3) 0.0038(3) 0.0282(10) Uani 1 1 d . . . H2 H 0.6028 0.3819 0.0099 0.034 Uiso 1 1 calc R . . C9 C 0.7864(4) 0.1626(3) 0.2019(2) 0.0264(9) Uani 1 1 d . . . H9A H 0.7058 0.1586 0.2237 0.032 Uiso 1 1 calc R . . H9B H 0.8484 0.1742 0.2486 0.032 Uiso 1 1 calc R . . C10 C 0.7903(3) 0.0517(3) 0.1384(2) 0.0275(10) Uani 1 1 d . . . H10A H 0.7460 -0.0118 0.1573 0.033 Uiso 1 1 calc R . . H10B H 0.7487 0.0516 0.0851 0.033 Uiso 1 1 calc R . . C13 C 1.0967(3) 0.0656(3) 0.0934(2) 0.0220(9) Uani 1 1 d . . . H13 H 1.1698 0.0988 0.0757 0.026 Uiso 1 1 calc R . . C12 C 1.0809(4) -0.0333(3) 0.1189(2) 0.0266(9) Uani 1 1 d . . . H12 H 1.1392 -0.0796 0.1217 0.032 Uiso 1 1 calc R . . C11 C 0.9642(4) -0.0498(3) 0.1388(2) 0.0249(9) Uani 1 1 d . . . H11 H 0.9254 -0.1110 0.1582 0.030 Uiso 1 1 calc R . . C6 C 1.0299(4) 0.4332(3) 0.3323(2) 0.0248(9) Uani 1 1 d . . . H6 H 0.9952 0.4543 0.3830 0.030 Uiso 1 1 calc R . . C7 C 1.1523(3) 0.4466(3) 0.3219(2) 0.0251(9) Uani 1 1 d . . . H7 H 1.2182 0.4784 0.3632 0.030 Uiso 1 1 calc R . . C8 C 1.1584(3) 0.4037(3) 0.2383(2) 0.0211(9) Uani 1 1 d . . . H8 H 1.2316 0.4007 0.2124 0.025 Uiso 1 1 calc R . . C14 C 1.2117(3) 0.3107(3) -0.0049(2) 0.0228(9) Uani 1 1 d . . . C15 C 1.3218(3) 0.3362(4) -0.0434(2) 0.0285(10) Uani 1 1 d . . . H15A H 1.3828 0.3899 -0.0027 0.043 Uiso 1 1 calc R . . H15B H 1.3043 0.3692 -0.0889 0.043 Uiso 1 1 calc R . . H15C H 1.3530 0.2669 -0.0648 0.043 Uiso 1 1 calc R . . C22 C 0.5886(3) 0.8616(3) 0.3126(2) 0.0239(9) Uani 1 1 d . . . H22 H 0.5688 0.8103 0.2597 0.029 Uiso 1 1 calc R . . C23 C 0.5668(3) 0.9696(3) 0.3349(2) 0.0242(9) Uani 1 1 d . . . H23 H 0.5300 1.0079 0.3009 0.029 Uiso 1 1 calc R . . C21 C 0.7023(3) 0.7470(3) 0.3835(2) 0.0209(9) Uani 1 1 d . . . H21A H 0.7810 0.7549 0.3593 0.025 Uiso 1 1 calc R . . H21B H 0.6506 0.6753 0.3521 0.025 Uiso 1 1 calc R . . C29 C 0.8256(3) 0.6903(3) 0.4832(2) 0.0202(8) Uani 1 1 d . . . H29A H 0.8149 0.6172 0.4414 0.024 Uiso 1 1 calc R . . H29B H 0.8248 0.6749 0.5383 0.024 Uiso 1 1 calc R . . C32 C 1.1009(3) 0.9841(3) 0.6496(2) 0.0227(9) Uani 1 1 d . . . H32 H 1.1665 1.0255 0.6889 0.027 Uiso 1 1 calc R . . C31 C 1.0972(3) 0.8829(3) 0.5932(2) 0.0221(9) Uani 1 1 d . . . H31 H 1.1601 0.8400 0.5866 0.027 Uiso 1 1 calc R . . C25 C 0.6107(3) 0.6894(3) 0.4963(2) 0.0221(9) Uani 1 1 d . . . H25A H 0.5384 0.7090 0.4713 0.027 Uiso 1 1 calc R . . H25B H 0.6049 0.6068 0.4782 0.027 Uiso 1 1 calc R . . C28 C 0.6443(3) 0.8512(3) 0.7011(2) 0.0244(9) Uani 1 1 d . . . H28 H 0.6651 0.9210 0.7417 0.029 Uiso 1 1 calc R . . C27 C 0.6001(3) 0.7479(3) 0.7174(2) 0.0277(10) Uani 1 1 d . . . H27 H 0.5843 0.7342 0.7694 0.033 Uiso 1 1 calc R . . C26 C 0.5844(3) 0.6709(3) 0.6424(2) 0.0249(9) Uani 1 1 d . . . H26 H 0.5557 0.5922 0.6324 0.030 Uiso 1 1 calc R . . C34 C 0.7290(3) 1.1702(3) 0.6610(2) 0.0196(8) Uani 1 1 d . . . C35 C 0.7178(4) 1.2784(3) 0.7138(2) 0.0254(9) Uani 1 1 d . . . H35A H 0.6518 1.3066 0.6900 0.038 Uiso 1 1 calc R . . H35B H 0.7941 1.3319 0.7184 0.038 Uiso 1 1 calc R . . H35C H 0.6999 1.2698 0.7686 0.038 Uiso 1 1 calc R . . O17 O 0.3755(12) 0.1661(11) 0.0483(8) 0.057(4) Uiso 0.25 1 d P . . H17A H 0.3971 0.2110 0.0936 0.050 Uiso 0.25 1 d P . . H17B H 0.4264 0.1786 0.0130 0.050 Uiso 0.25 1 d 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 Co1 0.0167(3) 0.0191(3) 0.0182(3) 0.0064(2) 0.0026(2) 0.0031(2) Co2 0.0170(3) 0.0144(3) 0.0181(3) 0.0042(2) 0.0008(2) 0.0028(2) Cl1 0.0249(5) 0.0285(6) 0.0328(6) 0.0014(5) 0.0075(5) -0.0009(4) Cl2 0.0169(5) 0.0225(5) 0.0218(5) 0.0065(4) 0.0023(4) 0.0034(4) Cl3 0.0222(5) 0.0185(5) 0.0225(5) 0.0060(4) 0.0038(4) 0.0052(4) Cl4 0.0235(5) 0.0182(5) 0.0173(5) 0.0031(4) 0.0007(4) 0.0047(4) O1 0.050(2) 0.106(3) 0.0308(18) 0.025(2) -0.0148(17) -0.021(2) O4 0.062(3) 0.035(2) 0.194(5) 0.009(3) 0.073(3) 0.0132(19) O2 0.0331(17) 0.0312(16) 0.0303(16) 0.0065(13) 0.0028(13) -0.0087(13) O3 0.0433(19) 0.0405(18) 0.0322(17) 0.0180(15) 0.0011(14) -0.0124(15) O5 0.0390(17) 0.0290(16) 0.0209(14) 0.0086(12) 0.0091(13) 0.0105(13) O7 0.0186(15) 0.0450(19) 0.060(2) 0.0040(17) 0.0045(15) 0.0164(14) O6 0.0374(18) 0.0343(17) 0.0267(16) 0.0006(14) -0.0035(14) -0.0107(14) O8 0.0419(18) 0.0324(17) 0.0381(17) 0.0234(14) 0.0128(14) 0.0102(14) O11 0.0419(18) 0.0396(18) 0.0219(15) -0.0005(14) -0.0029(13) 0.0126(14) O10 0.0201(15) 0.0230(15) 0.0504(18) 0.0069(14) 0.0047(13) 0.0094(12) O12 0.0167(14) 0.0395(18) 0.0437(18) 0.0097(15) 0.0091(13) 0.0051(13) O9 0.059(2) 0.0254(16) 0.0298(16) 0.0167(13) 0.0083(15) 0.0079(15) O14 0.0487(18) 0.0320(16) 0.0160(14) 0.0081(12) 0.0015(13) 0.0184(14) O15 0.0293(15) 0.0189(14) 0.0160(13) -0.0011(11) 0.0038(11) 0.0011(12) O13 0.0240(14) 0.0210(14) 0.0239(14) 0.0062(12) 0.0046(12) 0.0081(12) O16 0.0212(15) 0.0221(15) 0.0388(17) -0.0009(13) 0.0004(13) -0.0003(12) N23 0.0168(16) 0.0207(17) 0.0189(16) 0.0031(14) 0.0026(13) 0.0040(13) N27 0.0204(17) 0.0137(16) 0.0169(16) 0.0022(13) 0.0025(13) 0.0049(13) N5 0.0152(16) 0.0184(17) 0.0219(17) 0.0060(14) 0.0035(14) 0.0044(13) N3 0.0191(17) 0.0253(18) 0.0166(16) 0.0081(14) 0.0016(13) 0.0057(14) N7 0.0183(17) 0.0154(16) 0.0217(17) 0.0059(14) 0.0018(13) 0.0010(13) N4 0.0179(17) 0.0186(17) 0.0248(18) 0.0086(14) 0.0031(14) 0.0025(13) N1 0.0175(17) 0.0266(19) 0.0291(19) 0.0143(15) 0.0010(14) -0.0011(14) N2 0.0159(17) 0.0202(17) 0.0289(18) 0.0120(15) -0.0008(14) 0.0019(13) N6 0.0163(17) 0.0233(18) 0.0217(17) 0.0058(14) 0.0051(14) 0.0000(14) N8 0.0226(18) 0.0226(18) 0.0237(18) 0.0071(15) 0.0047(15) 0.0041(15) N22 0.0194(17) 0.0220(18) 0.0170(16) 0.0038(14) -0.0010(13) 0.0049(14) N24 0.0219(17) 0.0165(17) 0.0269(18) 0.0081(15) 0.0035(14) 0.0016(14) N25 0.0215(17) 0.0166(17) 0.0228(18) 0.0064(14) 0.0059(14) 0.0041(14) N28 0.0229(18) 0.0183(18) 0.0222(17) 0.0052(15) -0.0006(14) 0.0036(14) N26 0.0192(17) 0.0153(16) 0.0185(16) 0.0027(13) 0.0023(13) 0.0041(13) C1 0.0132(19) 0.025(2) 0.026(2) 0.0128(18) 0.0003(16) -0.0024(16) C24 0.016(2) 0.026(2) 0.027(2) 0.0104(18) 0.0019(17) 0.0087(16) N21 0.0114(15) 0.0149(16) 0.0183(16) 0.0044(13) 0.0030(13) 0.0034(12) C30 0.021(2) 0.022(2) 0.019(2) 0.0008(17) 0.0022(16) 0.0010(17) C33 0.022(2) 0.0149(19) 0.021(2) 0.0029(16) 0.0041(17) 0.0022(16) C5 0.015(2) 0.020(2) 0.040(2) 0.0044(19) 0.0063(18) 0.0043(16) C4 0.037(2) 0.022(2) 0.0130(19) 0.0029(17) 0.0074(18) 0.0043(18) C3 0.036(2) 0.026(2) 0.025(2) 0.0081(19) -0.0050(19) 0.0066(19) C2 0.026(2) 0.022(2) 0.036(2) 0.0082(19) -0.0076(19) 0.0046(18) C9 0.021(2) 0.031(2) 0.031(2) 0.0150(19) 0.0058(18) 0.0023(18) C10 0.022(2) 0.026(2) 0.030(2) 0.0031(19) 0.0007(18) -0.0023(18) C13 0.018(2) 0.022(2) 0.023(2) 0.0011(17) 0.0013(16) 0.0029(16) C12 0.033(2) 0.019(2) 0.028(2) 0.0035(18) -0.0022(19) 0.0095(18) C11 0.034(2) 0.016(2) 0.023(2) 0.0044(17) -0.0009(18) 0.0039(18) C6 0.032(2) 0.022(2) 0.024(2) 0.0094(18) 0.0041(19) 0.0095(18) C7 0.025(2) 0.023(2) 0.024(2) 0.0035(18) -0.0038(18) 0.0039(18) C8 0.016(2) 0.021(2) 0.025(2) 0.0052(17) -0.0020(17) 0.0010(16) C14 0.022(2) 0.023(2) 0.021(2) 0.0015(17) -0.0030(18) 0.0037(17) C15 0.020(2) 0.041(3) 0.022(2) 0.0047(19) 0.0061(17) 0.0027(19) C22 0.019(2) 0.034(2) 0.017(2) 0.0082(18) -0.0031(16) 0.0010(18) C23 0.017(2) 0.034(2) 0.026(2) 0.0146(19) 0.0002(17) 0.0062(17) C21 0.023(2) 0.022(2) 0.0170(19) 0.0035(17) -0.0027(16) 0.0039(17) C29 0.021(2) 0.016(2) 0.021(2) 0.0013(16) -0.0025(16) 0.0028(16) C32 0.018(2) 0.023(2) 0.024(2) 0.0033(17) -0.0011(17) 0.0006(16) C31 0.0149(19) 0.026(2) 0.028(2) 0.0108(18) 0.0014(17) 0.0043(16) C25 0.022(2) 0.017(2) 0.027(2) 0.0054(17) 0.0032(17) 0.0020(16) C28 0.023(2) 0.031(2) 0.021(2) 0.0074(18) 0.0040(17) 0.0100(18) C27 0.025(2) 0.039(3) 0.026(2) 0.019(2) 0.0098(18) 0.0073(19) C26 0.018(2) 0.027(2) 0.034(2) 0.015(2) 0.0044(18) 0.0047(17) C34 0.015(2) 0.022(2) 0.022(2) 0.0088(18) -0.0006(16) 0.0010(16) C35 0.034(2) 0.018(2) 0.024(2) 0.0028(17) 0.0014(18) 0.0088(18) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 Co1 N3 1.990(3) . ? Co1 N5 2.000(3) . ? Co1 N7 2.014(3) . ? Co1 N8 2.057(3) . ? Co1 N1 2.299(3) . ? Co2 N25 1.990(3) . ? Co2 N23 2.001(3) . ? Co2 N27 2.012(3) . ? Co2 N28 2.045(3) . ? Co2 N21 2.277(3) . ? Cl1 O4 1.411(4) . ? Cl1 O1 1.426(3) . ? Cl1 O3 1.428(3) . ? Cl1 O2 1.431(3) . ? Cl2 O7 1.428(3) . ? Cl2 O6 1.439(3) . ? Cl2 O5 1.441(3) . ? Cl2 O8 1.443(3) . ? Cl3 O10 1.435(3) . ? Cl3 O11 1.441(3) . ? Cl3 O9 1.441(3) . ? Cl3 O12 1.441(3) . ? Cl4 O15 1.437(2) . ? Cl4 O14 1.440(3) . ? Cl4 O16 1.444(3) . ? Cl4 O13 1.448(3) . ? N23 C24 1.342(4) . ? N23 N22 1.358(4) . ? N27 C33 1.342(4) . ? N27 N26 1.363(4) . ? N5 C8 1.342(4) . ? N5 N4 1.361(4) . ? N3 C4 1.342(4) . ? N3 N2 1.357(4) . ? N7 C13 1.345(4) . ? N7 N6 1.360(4) . ? N4 C6 1.333(5) . ? N4 C5 1.458(4) . ? N1 C9 1.476(5) . ? N1 C1 1.481(5) . ? N1 C5 1.510(5) . ? N2 C2 1.337(5) . ? N2 C1 1.459(4) . ? N6 C11 1.337(5) . ? N6 C10 1.452(5) . ? N8 C14 1.143(5) . ? N22 C22 1.343(4) . ? N22 C21 1.465(4) . ? N24 C26 1.334(5) . ? N24 N25 1.361(4) . ? N24 C25 1.455(5) . ? N25 C28 1.333(5) . ? N28 C34 1.140(4) . ? N26 C31 1.339(4) . ? N26 C30 1.462(4) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C24 C23 1.387(5) . ? C24 H24 0.9500 . ? N21 C21 1.466(4) . ? N21 C25 1.471(4) . ? N21 C29 1.491(4) . ? C30 C29 1.514(5) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C33 C32 1.373(5) . ? C33 H33 0.9500 . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C4 C3 1.382(5) . ? C4 H4 0.9500 . ? C3 C2 1.366(5) . ? C3 H3 0.9500 . ? C2 H2 0.9500 . ? C9 C10 1.534(5) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C13 C12 1.389(5) . ? C13 H13 0.9500 . ? C12 C11 1.363(5) . ? C12 H12 0.9500 . ? C11 H11 0.9500 . ? C6 C7 1.381(5) . ? C6 H6 0.9500 . ? C7 C8 1.385(5) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C14 C15 1.448(5) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C22 C23 1.373(5) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C32 C31 1.372(5) . ? C32 H32 0.9500 . ? C31 H31 0.9500 . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C28 C27 1.397(5) . ? C28 H28 0.9500 . ? C27 C26 1.366(5) . ? C27 H27 0.9500 . ? C26 H26 0.9500 . ? C34 C35 1.450(5) . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? O17 H17A 0.8246 . ? O17 H17B 0.8655 . ? 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 N3 Co1 N5 117.44(12) . . ? N3 Co1 N7 131.72(12) . . ? N5 Co1 N7 105.78(12) . . ? N3 Co1 N8 98.90(12) . . ? N5 Co1 N8 96.96(12) . . ? N7 Co1 N8 96.09(12) . . ? N3 Co1 N1 77.43(12) . . ? N5 Co1 N1 78.91(11) . . ? N7 Co1 N1 91.49(12) . . ? N8 Co1 N1 172.14(12) . . ? N25 Co2 N23 119.50(12) . . ? N25 Co2 N27 108.37(12) . . ? N23 Co2 N27 126.61(12) . . ? N25 Co2 N28 99.10(12) . . ? N23 Co2 N28 98.71(12) . . ? N27 Co2 N28 95.56(12) . . ? N25 Co2 N21 78.47(11) . . ? N23 Co2 N21 77.13(11) . . ? N27 Co2 N21 91.41(11) . . ? N28 Co2 N21 173.03(11) . . ? O4 Cl1 O1 108.1(3) . . ? O4 Cl1 O3 111.1(2) . . ? O1 Cl1 O3 108.44(19) . . ? O4 Cl1 O2 110.1(2) . . ? O1 Cl1 O2 109.2(2) . . ? O3 Cl1 O2 109.86(16) . . ? O7 Cl2 O6 109.50(18) . . ? O7 Cl2 O5 109.82(18) . . ? O6 Cl2 O5 109.39(16) . . ? O7 Cl2 O8 109.68(18) . . ? O6 Cl2 O8 109.24(17) . . ? O5 Cl2 O8 109.19(16) . . ? O10 Cl3 O11 110.92(17) . . ? O10 Cl3 O9 108.95(18) . . ? O11 Cl3 O9 108.72(17) . . ? O10 Cl3 O12 109.21(16) . . ? O11 Cl3 O12 109.84(17) . . ? O9 Cl3 O12 109.18(18) . . ? O15 Cl4 O14 109.69(15) . . ? O15 Cl4 O16 109.61(16) . . ? O14 Cl4 O16 110.18(17) . . ? O15 Cl4 O13 109.96(15) . . ? O14 Cl4 O13 109.31(16) . . ? O16 Cl4 O13 108.07(15) . . ? C24 N23 N22 105.7(3) . . ? C24 N23 Co2 136.0(2) . . ? N22 N23 Co2 118.4(2) . . ? C33 N27 N26 105.2(3) . . ? C33 N27 Co2 124.5(2) . . ? N26 N27 Co2 128.3(2) . . ? C8 N5 N4 105.4(3) . . ? C8 N5 Co1 135.5(3) . . ? N4 N5 Co1 116.5(2) . . ? C4 N3 N2 105.6(3) . . ? C4 N3 Co1 135.4(3) . . ? N2 N3 Co1 118.1(2) . . ? C13 N7 N6 105.2(3) . . ? C13 N7 Co1 126.6(2) . . ? N6 N7 Co1 126.6(2) . . ? C6 N4 N5 111.0(3) . . ? C6 N4 C5 131.1(3) . . ? N5 N4 C5 117.1(3) . . ? C9 N1 C1 111.0(3) . . ? C9 N1 C5 109.5(3) . . ? C1 N1 C5 110.0(3) . . ? C9 N1 Co1 114.6(2) . . ? C1 N1 Co1 108.3(2) . . ? C5 N1 Co1 103.1(2) . . ? C2 N2 N3 110.3(3) . . ? C2 N2 C1 128.8(3) . . ? N3 N2 C1 120.4(3) . . ? C11 N6 N7 110.9(3) . . ? C11 N6 C10 127.3(3) . . ? N7 N6 C10 121.8(3) . . ? C14 N8 Co1 176.4(3) . . ? C22 N22 N23 110.7(3) . . ? C22 N22 C21 128.6(3) . . ? N23 N22 C21 119.8(3) . . ? C26 N24 N25 111.4(3) . . ? C26 N24 C25 132.0(3) . . ? N25 N24 C25 116.5(3) . . ? C28 N25 N24 105.1(3) . . ? C28 N25 Co2 136.3(3) . . ? N24 N25 Co2 116.0(2) . . ? C34 N28 Co2 174.9(3) . . ? C31 N26 N27 110.7(3) . . ? C31 N26 C30 127.4(3) . . ? N27 N26 C30 121.6(3) . . ? N2 C1 N1 107.6(3) . . ? N2 C1 H1A 110.2 . . ? N1 C1 H1A 110.2 . . ? N2 C1 H1B 110.2 . . ? N1 C1 H1B 110.2 . . ? H1A C1 H1B 108.5 . . ? N23 C24 C23 110.4(3) . . ? N23 C24 H24 124.8 . . ? C23 C24 H24 124.8 . . ? C21 N21 C25 109.8(3) . . ? C21 N21 C29 110.7(3) . . ? C25 N21 C29 110.3(3) . . ? C21 N21 Co2 109.0(2) . . ? C25 N21 Co2 102.4(2) . . ? C29 N21 Co2 114.4(2) . . ? N26 C30 C29 114.2(3) . . ? N26 C30 H30A 108.7 . . ? C29 C30 H30A 108.7 . . ? N26 C30 H30B 108.7 . . ? C29 C30 H30B 108.7 . . ? H30A C30 H30B 107.6 . . ? N27 C33 C32 110.8(3) . . ? N27 C33 H33 124.6 . . ? C32 C33 H33 124.6 . . ? N4 C5 N1 108.0(3) . . ? N4 C5 H5A 110.1 . . ? N1 C5 H5A 110.1 . . ? N4 C5 H5B 110.1 . . ? N1 C5 H5B 110.1 . . ? H5A C5 H5B 108.4 . . ? N3 C4 C3 110.6(4) . . ? N3 C4 H4 124.7 . . ? C3 C4 H4 124.7 . . ? C2 C3 C4 105.0(4) . . ? C2 C3 H3 127.5 . . ? C4 C3 H3 127.5 . . ? N2 C2 C3 108.5(4) . . ? N2 C2 H2 125.8 . . ? C3 C2 H2 125.8 . . ? N1 C9 C10 110.8(3) . . ? N1 C9 H9A 109.5 . . ? C10 C9 H9A 109.5 . . ? N1 C9 H9B 109.5 . . ? C10 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? N6 C10 C9 112.0(3) . . ? N6 C10 H10A 109.2 . . ? C9 C10 H10A 109.2 . . ? N6 C10 H10B 109.2 . . ? C9 C10 H10B 109.2 . . ? H10A C10 H10B 107.9 . . ? N7 C13 C12 110.4(3) . . ? N7 C13 H13 124.8 . . ? C12 C13 H13 124.8 . . ? C11 C12 C13 105.5(4) . . ? C11 C12 H12 127.3 . . ? C13 C12 H12 127.3 . . ? N6 C11 C12 108.1(3) . . ? N6 C11 H11 126.0 . . ? C12 C11 H11 126.0 . . ? N4 C6 C7 107.7(3) . . ? N4 C6 H6 126.1 . . ? C7 C6 H6 126.1 . . ? C6 C7 C8 105.1(3) . . ? C6 C7 H7 127.4 . . ? C8 C7 H7 127.4 . . ? N5 C8 C7 110.6(3) . . ? N5 C8 H8 124.7 . . ? C7 C8 H8 124.7 . . ? N8 C14 C15 178.9(4) . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N22 C22 C23 107.7(3) . . ? N22 C22 H22 126.2 . . ? C23 C22 H22 126.2 . . ? C22 C23 C24 105.5(3) . . ? C22 C23 H23 127.3 . . ? C24 C23 H23 127.3 . . ? N22 C21 N21 108.5(3) . . ? N22 C21 H21A 110.0 . . ? N21 C21 H21A 110.0 . . ? N22 C21 H21B 110.0 . . ? N21 C21 H21B 110.0 . . ? H21A C21 H21B 108.4 . . ? N21 C29 C30 112.8(3) . . ? N21 C29 H29A 109.0 . . ? C30 C29 H29A 109.0 . . ? N21 C29 H29B 109.0 . . ? C30 C29 H29B 109.0 . . ? H29A C29 H29B 107.8 . . ? C33 C32 C31 105.7(3) . . ? C33 C32 H32 127.1 . . ? C31 C32 H32 127.1 . . ? N26 C31 C32 107.5(3) . . ? N26 C31 H31 126.2 . . ? C32 C31 H31 126.2 . . ? N24 C25 N21 107.9(3) . . ? N24 C25 H25A 110.1 . . ? N21 C25 H25A 110.1 . . ? N24 C25 H25B 110.1 . . ? N21 C25 H25B 110.1 . . ? H25A C25 H25B 108.4 . . ? N25 C28 C27 110.7(4) . . ? N25 C28 H28 124.7 . . ? C27 C28 H28 124.7 . . ? C26 C27 C28 105.1(4) . . ? C26 C27 H27 127.4 . . ? C28 C27 H27 127.4 . . ? N24 C26 C27 107.7(3) . . ? N24 C26 H26 126.1 . . ? C27 C26 H26 126.1 . . ? N28 C34 C35 179.4(4) . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? H17A O17 H17B 110.3 . . ? _diffrn_measured_fraction_theta_max 0.950 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.957 _refine_diff_density_max 0.621 _refine_diff_density_min -0.605 _refine_diff_density_rms 0.094 #==END data_ZnbepzOH2 _database_code_depnum_ccdc_archive 'CCDC 902188' #TrackingRef 'web_deposit_cif_file_0_AllanBlackman_1352942938.Revised CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H22 Cl2 N7 O9.80 Zn' _chemical_formula_weight 581.46 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' Cl Cl 0.1484 0.1585 '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 8.6197(5) _cell_length_b 8.9389(5) _cell_length_c 16.1896(9) _cell_angle_alpha 85.883(3) _cell_angle_beta 80.308(3) _cell_angle_gamma 66.163(3) _cell_volume 1124.72(11) _cell_formula_units_Z 2 _cell_measurement_temperature 89(2) _cell_measurement_reflns_used 4637 _cell_measurement_theta_min 2.49 _cell_measurement_theta_max 25.56 _exptl_crystal_description ? _exptl_crystal_colour colorless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.717 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 595 _exptl_absorpt_coefficient_mu 1.395 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7045 _exptl_absorpt_correction_T_max 0.9210 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 89(2) _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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 18216 _diffrn_reflns_av_R_equivalents 0.0407 _diffrn_reflns_av_sigmaI/netI 0.0438 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.73 _diffrn_reflns_theta_max 26.42 _reflns_number_total 4561 _reflns_number_gt 3491 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. Atoms Cl15 gave an unacceptable ADP when allowed to refine freely, and was thus restrained using the ISOR command. Distances between N4 and C101, N101 and C101, N4 and C6, C106 and C105, N101 and C105 and N101 and C110 were restrained using the SADI command. Bond distances and 1,3 oxygen distances in the perchlorate anion made up of chlorine atom Cl11 and oxygen atoms O11, O12, O13 and O14 were restrained using the SADI command, and all other perchlorates were similarly restrained using the SAME command. ; _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^)+(0.0987P)^2^+2.9712P] 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 4561 _refine_ls_number_parameters 345 _refine_ls_number_restraints 183 _refine_ls_R_factor_all 0.0804 _refine_ls_R_factor_gt 0.0603 _refine_ls_wR_factor_ref 0.1744 _refine_ls_wR_factor_gt 0.1583 _refine_ls_goodness_of_fit_ref 0.977 _refine_ls_restrained_S_all 1.093 _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 0.43492(8) 0.44839(7) 0.24889(3) 0.0334(2) Uani 1 1 d . . . N2 N 0.4298(6) 0.6385(6) 0.3904(3) 0.0463(12) Uani 1 1 d D . . N3 N 0.5212(6) 0.5000(5) 0.3467(3) 0.0353(10) Uani 1 1 d . A . N4 N 0.0839(8) 0.4920(6) 0.2315(3) 0.0530(14) Uani 1 1 d D . . N5 N 0.2491(7) 0.3845(6) 0.2235(3) 0.0404(11) Uani 1 1 d . A . N6 N 0.4934(6) 0.6616(5) 0.1034(3) 0.0307(9) Uani 1 1 d . . . N7 N 0.5454(6) 0.5093(5) 0.1384(3) 0.0338(10) Uani 1 1 d . A . C2 C 0.5266(9) 0.6657(8) 0.4403(5) 0.0546(17) Uani 1 1 d . A . H2 H 0.4892 0.7545 0.4779 0.066 Uiso 1 1 calc R . . C3 C 0.6850(8) 0.5456(8) 0.4275(4) 0.0502(15) Uani 1 1 d . . . H3 H 0.7807 0.5329 0.4533 0.060 Uiso 1 1 calc R A . C4 C 0.6779(8) 0.4444(8) 0.3686(4) 0.0458(14) Uani 1 1 d . A . H4 H 0.7717 0.3484 0.3467 0.055 Uiso 1 1 calc R . . C7 C -0.0087(10) 0.4412(8) 0.1906(4) 0.0530(16) Uani 1 1 d . . . H7 H -0.1276 0.4966 0.1873 0.064 Uiso 1 1 calc R . . C8 C 0.1006(9) 0.2940(8) 0.1543(4) 0.0495(16) Uani 1 1 d . . . H8 H 0.0730 0.2272 0.1213 0.059 Uiso 1 1 calc R A . C9 C 0.2596(9) 0.2634(7) 0.1760(3) 0.0442(14) Uani 1 1 d . A . H9 H 0.3614 0.1697 0.1594 0.053 Uiso 1 1 calc R . . C12 C 0.5932(7) 0.6623(6) 0.0307(3) 0.0327(11) Uani 1 1 d . . . H12 H 0.5819 0.7543 -0.0049 0.039 Uiso 1 1 calc R . . C13 C 0.7159(7) 0.5049(7) 0.0166(3) 0.0365(12) Uani 1 1 d . . . H13 H 0.8053 0.4666 -0.0297 0.044 Uiso 1 1 calc R A . C14 C 0.6798(7) 0.4156(6) 0.0847(3) 0.0348(12) Uani 1 1 d . A . H14 H 0.7427 0.3018 0.0923 0.042 Uiso 1 1 calc R . . C1 C 0.2575(12) 0.7283(12) 0.3691(7) 0.039(2) Uani 0.60 1 d PD A 1 H1A H 0.2205 0.8456 0.3816 0.047 Uiso 0.60 1 calc PR A 1 H1B H 0.1772 0.6886 0.4052 0.047 Uiso 0.60 1 calc PR A 1 N1 N 0.2454(10) 0.7118(9) 0.2801(5) 0.0306(17) Uani 0.60 1 d PD A 1 C6 C -0.0007(13) 0.6241(11) 0.2985(6) 0.037(2) Uani 0.60 1 d PD A 1 H6A H -0.1271 0.6676 0.3025 0.044 Uiso 0.60 1 calc PR A 1 H6B H 0.0306 0.5779 0.3537 0.044 Uiso 0.60 1 calc PR A 1 C5 C 0.0616(11) 0.7591(11) 0.2739(6) 0.0356(19) Uani 0.60 1 d PD A 1 H7A H 0.0434 0.7931 0.2155 0.043 Uiso 0.60 1 calc PR A 1 H7B H -0.0085 0.8547 0.3105 0.043 Uiso 0.60 1 calc PR A 1 C10 C 0.3096(13) 0.8241(10) 0.2280(5) 0.037(2) Uani 0.60 1 d PD A 1 H10A H 0.4220 0.8091 0.2426 0.044 Uiso 0.60 1 calc PR A 1 H10B H 0.2289 0.9382 0.2415 0.044 Uiso 0.60 1 calc PR A 1 C11 C 0.3300(17) 0.7976(12) 0.1347(7) 0.037(3) Uani 0.60 1 d P A 1 H11A H 0.2333 0.7738 0.1228 0.044 Uiso 0.60 1 calc PR A 1 H11B H 0.3250 0.8992 0.1044 0.044 Uiso 0.60 1 calc PR A 1 C101 C 0.0615(18) 0.6399(16) 0.2721(9) 0.028(3) Uiso 0.40 1 d PD A 2 H10C H 0.0312 0.6261 0.3331 0.034 Uiso 0.40 1 calc PR A 2 H10D H -0.0386 0.7302 0.2533 0.034 Uiso 0.40 1 calc PR A 2 C106 C 0.2361(17) 0.7090(19) 0.4089(9) 0.034(4) Uiso 0.40 1 d PD A 2 H10E H 0.1938 0.7817 0.4583 0.041 Uiso 0.40 1 calc PR A 2 H10F H 0.1933 0.6209 0.4196 0.041 Uiso 0.40 1 calc PR A 2 C105 C 0.1790(16) 0.8049(15) 0.3300(7) 0.027(2) Uiso 0.40 1 d PD A 2 H10G H 0.0563 0.8793 0.3424 0.033 Uiso 0.40 1 calc PR A 2 H10H H 0.2459 0.8725 0.3126 0.033 Uiso 0.40 1 calc PR A 2 N101 N 0.2038(15) 0.6928(13) 0.2599(6) 0.024(3) Uiso 0.40 1 d PD A 2 C110 C 0.2038(15) 0.7855(14) 0.1797(7) 0.024(2) Uiso 0.40 1 d PD A 2 H11C H 0.1083 0.8949 0.1869 0.029 Uiso 0.40 1 calc PR A 2 H11D H 0.1830 0.7276 0.1357 0.029 Uiso 0.40 1 calc PR A 2 C111 C 0.370(2) 0.806(2) 0.1513(11) 0.025(4) Uiso 0.40 1 d P A 2 H11E H 0.3494 0.9052 0.1159 0.030 Uiso 0.40 1 calc PR A 2 H11F H 0.4176 0.8193 0.2006 0.030 Uiso 0.40 1 calc PR A 2 O1 O 0.6387(14) 0.2139(15) 0.2494(7) 0.039(3) Uani 0.60 1 d P A 1 H1X H 0.6249 0.1401 0.2724 0.047 Uiso 0.60 1 d P B 1 H1Y H 0.7043 0.1492 0.2112 0.047 Uiso 0.60 1 d P C 1 O2 O 0.571(2) 0.204(3) 0.2636(15) 0.060(6) Uani 0.40 1 d P A 2 H2X H 0.6769 0.1628 0.2191 0.072 Uiso 0.40 1 d P D 2 H2Y H 0.6111 0.1415 0.3052 0.072 Uiso 0.40 1 d P E 2 Cl11 Cl 0.7840(13) 0.9108(11) 0.0973(6) 0.071(4) Uani 0.50 1 d PD F 1 O11 O 0.9209(12) 0.7662(12) 0.0694(7) 0.053(3) Uiso 0.50 1 d PD F 1 O12 O 0.8327(14) 1.0207(12) 0.1357(7) 0.057(3) Uiso 0.50 1 d PD F 1 O13 O 0.6822(12) 0.9865(10) 0.0330(6) 0.043(2) Uiso 0.50 1 d PD F 1 O14 O 0.6796(17) 0.8641(17) 0.1687(7) 0.082(5) Uiso 0.50 1 d PD F 1 Cl15 Cl 0.7928(9) 0.9063(8) 0.0933(4) 0.032(2) Uani 0.50 1 d PDU G 2 O15 O 0.8677(12) 1.0200(10) 0.1136(6) 0.035(2) Uiso 0.50 1 d PD G 2 O16 O 0.6380(13) 0.9937(14) 0.0590(8) 0.064(3) Uiso 0.50 1 d PD G 2 O17 O 0.7286(16) 0.8300(14) 0.1668(6) 0.050(3) Uiso 0.50 1 d PD G 2 O18 O 0.9309(11) 0.7862(11) 0.0445(6) 0.044(3) Uiso 0.50 1 d PD G 2 Cl21 Cl 0.8068(4) 0.7950(4) 0.5731(2) 0.0239(7) Uani 0.50 1 d PD H 1 O21 O 0.7421(11) 0.6760(9) 0.5895(5) 0.0401(18) Uiso 0.50 1 d PD H 1 O22 O 0.6683(14) 0.9311(13) 0.6135(8) 0.074(3) Uiso 0.50 1 d PD H 1 O23 O 0.838(2) 0.8427(19) 0.4864(7) 0.094(5) Uiso 0.50 1 d PD H 1 O24 O 0.9321(11) 0.7921(11) 0.6228(6) 0.051(2) Uiso 0.50 1 d PD H 1 Cl25 Cl 0.8416(6) 0.8143(5) 0.5625(3) 0.0375(13) Uiso 0.50 1 d PD I 2 O25 O 0.8352(16) 0.6536(12) 0.5861(7) 0.070(3) Uiso 0.50 1 d PD I 2 O26 O 0.9771(19) 0.834(2) 0.5920(11) 0.124(6) Uiso 0.50 1 d PD I 2 O27 O 0.8868(14) 0.7863(14) 0.4768(5) 0.053(3) Uiso 0.50 1 d PD I 2 O28 O 0.6887(12) 0.9562(12) 0.5786(7) 0.061(3) Uiso 0.50 1 d PD I 2 O3 O 0.6347(11) 0.0593(11) 0.3937(6) 0.046(2) Uiso 0.50 1 d P J 1 H3X H 0.7039 -0.0214 0.4213 0.055 Uiso 0.50 1 d P K 1 H3Y H 0.5365 0.0459 0.3891 0.055 Uiso 0.50 1 d P L 1 O4 O 0.653(2) -0.014(2) 0.3693(11) 0.060(4) Uiso 0.30 1 d P M 2 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 0.0531(4) 0.0215(3) 0.0270(3) 0.0043(2) -0.0174(3) -0.0127(3) N2 0.045(3) 0.034(2) 0.068(3) -0.005(2) -0.024(3) -0.016(2) N3 0.042(3) 0.035(2) 0.033(2) 0.0062(18) -0.0173(19) -0.015(2) N4 0.086(4) 0.032(3) 0.051(3) 0.001(2) -0.036(3) -0.024(3) N5 0.070(3) 0.034(2) 0.030(2) 0.0065(18) -0.015(2) -0.032(2) N6 0.038(2) 0.021(2) 0.030(2) 0.0016(16) -0.0066(18) -0.0083(17) N7 0.046(3) 0.021(2) 0.032(2) -0.0001(17) -0.0133(19) -0.0076(18) C2 0.057(4) 0.052(4) 0.068(4) -0.020(3) -0.019(3) -0.029(3) C3 0.047(4) 0.062(4) 0.049(4) -0.006(3) -0.022(3) -0.023(3) C4 0.047(3) 0.051(4) 0.039(3) -0.004(3) -0.018(3) -0.014(3) C7 0.082(5) 0.045(3) 0.047(3) 0.003(3) -0.029(3) -0.033(3) C8 0.085(5) 0.047(3) 0.039(3) 0.004(3) -0.013(3) -0.049(4) C9 0.073(4) 0.041(3) 0.033(3) -0.003(2) -0.006(3) -0.038(3) C12 0.038(3) 0.033(3) 0.032(3) -0.002(2) -0.008(2) -0.017(2) C13 0.036(3) 0.038(3) 0.038(3) -0.008(2) -0.002(2) -0.018(2) C14 0.037(3) 0.028(3) 0.040(3) -0.005(2) -0.016(2) -0.008(2) C1 0.042(6) 0.035(5) 0.043(6) -0.002(5) -0.015(5) -0.016(4) N1 0.040(5) 0.028(4) 0.031(4) 0.008(3) -0.014(4) -0.020(4) C6 0.036(5) 0.046(6) 0.036(5) -0.001(4) -0.008(4) -0.022(5) C5 0.042(5) 0.033(5) 0.037(5) 0.004(4) -0.014(4) -0.018(4) C10 0.053(6) 0.019(4) 0.038(5) 0.001(3) -0.003(4) -0.016(4) C11 0.049(7) 0.019(5) 0.040(6) 0.006(4) -0.012(5) -0.009(4) O1 0.051(7) 0.022(4) 0.029(4) 0.002(3) -0.003(4) -0.001(4) O2 0.062(13) 0.029(6) 0.092(15) 0.018(8) -0.040(11) -0.012(9) Cl11 0.073(7) 0.039(5) 0.104(7) -0.017(4) -0.059(5) -0.005(4) Cl15 0.038(4) 0.011(3) 0.039(3) -0.004(2) -0.017(2) 0.002(2) Cl21 0.0213(14) 0.0220(13) 0.0317(15) 0.0093(10) -0.0082(11) -0.0119(12) _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 N3 2.014(4) . ? Zn1 N5 2.014(5) . ? Zn1 N7 2.027(4) . ? Zn1 O2 2.04(2) . ? Zn1 O1 2.123(12) . ? Zn1 N101 2.278(12) . ? Zn1 N1 2.291(7) . ? N2 N3 1.343(7) . ? N2 C2 1.351(7) . ? N2 C1 1.462(10) . ? N2 C106 1.511(14) . ? N3 C4 1.338(7) . ? N4 C7 1.340(8) . ? N4 N5 1.349(8) . ? N4 C101 1.446(13) . ? N4 C6 1.524(10) . ? N5 C9 1.338(7) . ? N6 C12 1.338(7) . ? N6 N7 1.363(6) . ? N6 C111 1.467(18) . ? N6 C11 1.477(12) . ? N7 C14 1.334(7) . ? C2 C3 1.346(9) . ? C2 H2 0.9500 . ? C3 C4 1.385(8) . ? C3 H3 0.9500 . ? C4 H4 0.9500 . ? C7 C8 1.374(9) . ? C7 H7 0.9500 . ? C8 C9 1.385(9) . ? C8 H8 0.9500 . ? C9 H9 0.9500 . ? C12 C13 1.383(7) . ? C12 H12 0.9500 . ? C13 C14 1.382(8) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C1 N1 1.485(12) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? N1 C10 1.481(10) . ? N1 C5 1.485(11) . ? C6 C5 1.512(12) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C5 H7A 0.9900 . ? C5 H7B 0.9900 . ? C10 C11 1.515(15) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C101 N101 1.462(15) . ? C101 H10C 0.9900 . ? C101 H10D 0.9900 . ? C106 C105 1.523(15) . ? C106 H10E 0.9900 . ? C106 H10F 0.9900 . ? C105 N101 1.500(13) . ? C105 H10G 0.9900 . ? C105 H10H 0.9900 . ? N101 C110 1.489(13) . ? C110 C111 1.51(2) . ? C110 H11C 0.9900 . ? C110 H11D 0.9900 . ? C111 H11E 0.9900 . ? C111 H11F 0.9900 . ? O1 H1X 0.7752 . ? O1 H1Y 0.8400 . ? O1 H2X 0.6430 . ? O1 H2Y 1.1217 . ? O2 H1X 0.5995 . ? O2 H1Y 1.2453 . ? O2 H2X 1.0138 . ? O2 H2Y 0.8684 . ? Cl11 O11 1.393(10) . ? Cl11 O12 1.427(10) . ? Cl11 O13 1.428(10) . ? Cl11 O14 1.484(11) . ? Cl15 O18 1.402(9) . ? Cl15 O16 1.430(10) . ? Cl15 O17 1.468(9) . ? Cl15 O15 1.486(9) . ? Cl21 O21 1.380(8) . ? Cl21 O22 1.418(10) . ? Cl21 O24 1.443(8) . ? Cl21 O23 1.450(11) . ? Cl25 O27 1.389(9) . ? Cl25 O28 1.413(9) . ? Cl25 O26 1.413(12) . ? Cl25 O25 1.480(9) . ? O3 H3X 0.8789 . ? O3 H3Y 0.9179 . ? O4 H3X 0.9991 . ? O4 H3Y 0.9366 . ? 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 N3 Zn1 N5 140.62(19) . . ? N3 Zn1 N7 111.57(18) . . ? N5 Zn1 N7 107.08(18) . . ? N3 Zn1 O2 91.2(7) . . ? N5 Zn1 O2 85.6(5) . . ? N7 Zn1 O2 105.5(6) . . ? N3 Zn1 O1 86.2(3) . . ? N5 Zn1 O1 99.8(3) . . ? N7 Zn1 O1 92.1(3) . . ? O2 Zn1 O1 17.1(5) . . ? N3 Zn1 N101 92.0(3) . . ? N5 Zn1 N101 78.3(3) . . ? N7 Zn1 N101 93.3(3) . . ? O2 Zn1 N101 158.2(6) . . ? O1 Zn1 N101 174.5(4) . . ? N3 Zn1 N1 77.7(2) . . ? N5 Zn1 N1 92.4(2) . . ? N7 Zn1 N1 94.2(2) . . ? O2 Zn1 N1 159.9(7) . . ? O1 Zn1 N1 163.9(4) . . ? N101 Zn1 N1 15.1(3) . . ? N3 N2 C2 110.3(5) . . ? N3 N2 C1 114.1(5) . . ? C2 N2 C1 135.4(6) . . ? N3 N2 C106 122.5(7) . . ? C2 N2 C106 122.4(8) . . ? C1 N2 C106 26.0(5) . . ? C4 N3 N2 105.3(4) . . ? C4 N3 Zn1 131.9(4) . . ? N2 N3 Zn1 120.5(3) . . ? C7 N4 N5 111.3(5) . . ? C7 N4 C101 137.3(8) . . ? N5 N4 C101 110.7(7) . . ? C7 N4 C6 121.8(7) . . ? N5 N4 C6 124.4(5) . . ? C101 N4 C6 26.4(5) . . ? C9 N5 N4 105.7(5) . . ? C9 N5 Zn1 130.1(5) . . ? N4 N5 Zn1 121.4(3) . . ? C12 N6 N7 111.0(4) . . ? C12 N6 C111 126.1(8) . . ? N7 N6 C111 121.5(8) . . ? C12 N6 C11 124.9(6) . . ? N7 N6 C11 123.1(6) . . ? C111 N6 C11 19.7(7) . . ? C14 N7 N6 105.1(4) . . ? C14 N7 Zn1 129.5(4) . . ? N6 N7 Zn1 125.4(3) . . ? C3 C2 N2 108.4(5) . . ? C3 C2 H2 125.8 . . ? N2 C2 H2 125.8 . . ? C2 C3 C4 105.0(5) . . ? C2 C3 H3 127.5 . . ? C4 C3 H3 127.5 . . ? N3 C4 C3 110.9(6) . . ? N3 C4 H4 124.5 . . ? C3 C4 H4 124.5 . . ? N4 C7 C8 107.1(6) . . ? N4 C7 H7 126.4 . . ? C8 C7 H7 126.4 . . ? C7 C8 C9 105.6(5) . . ? C7 C8 H8 127.2 . . ? C9 C8 H8 127.2 . . ? N5 C9 C8 110.3(6) . . ? N5 C9 H9 124.8 . . ? C8 C9 H9 124.8 . . ? N6 C12 C13 107.6(5) . . ? N6 C12 H12 126.2 . . ? C13 C12 H12 126.2 . . ? C14 C13 C12 104.8(5) . . ? C14 C13 H13 127.6 . . ? C12 C13 H13 127.6 . . ? N7 C14 C13 111.5(5) . . ? N7 C14 H14 124.3 . . ? C13 C14 H14 124.3 . . ? N2 C1 N1 113.7(8) . . ? N2 C1 H1A 108.8 . . ? N1 C1 H1A 108.8 . . ? N2 C1 H1B 108.8 . . ? N1 C1 H1B 108.8 . . ? H1A C1 H1B 107.7 . . ? C10 N1 C1 109.1(8) . . ? C10 N1 C5 109.4(7) . . ? C1 N1 C5 107.6(7) . . ? C10 N1 Zn1 108.4(5) . . ? C1 N1 Zn1 103.1(5) . . ? C5 N1 Zn1 118.8(6) . . ? C5 C6 N4 107.9(8) . . ? C5 C6 H6A 110.1 . . ? N4 C6 H6A 110.1 . . ? C5 C6 H6B 110.1 . . ? N4 C6 H6B 110.1 . . ? H6A C6 H6B 108.4 . . ? N1 C5 C6 113.8(7) . . ? N1 C5 H7A 108.8 . . ? C6 C5 H7A 108.8 . . ? N1 C5 H7B 108.8 . . ? C6 C5 H7B 108.8 . . ? H7A C5 H7B 107.7 . . ? N1 C10 C11 113.4(8) . . ? N1 C10 H10A 108.9 . . ? C11 C10 H10A 108.9 . . ? N1 C10 H10B 108.9 . . ? C11 C10 H10B 108.9 . . ? H10A C10 H10B 107.7 . . ? N6 C11 C10 112.2(9) . . ? N6 C11 H11A 109.2 . . ? C10 C11 H11A 109.2 . . ? N6 C11 H11B 109.2 . . ? C10 C11 H11B 109.2 . . ? H11A C11 H11B 107.9 . . ? N4 C101 N101 118.9(11) . . ? N4 C101 H10C 107.6 . . ? N101 C101 H10C 107.6 . . ? N4 C101 H10D 107.6 . . ? N101 C101 H10D 107.6 . . ? H10C C101 H10D 107.0 . . ? N2 C106 C105 104.4(10) . . ? N2 C106 H10E 110.9 . . ? C105 C106 H10E 110.9 . . ? N2 C106 H10F 110.9 . . ? C105 C106 H10F 110.9 . . ? H10E C106 H10F 108.9 . . ? N101 C105 C106 111.3(11) . . ? N101 C105 H10G 109.4 . . ? C106 C105 H10G 109.4 . . ? N101 C105 H10H 109.4 . . ? C106 C105 H10H 109.4 . . ? H10G C105 H10H 108.0 . . ? C101 N101 C110 109.8(10) . . ? C101 N101 C105 108.8(10) . . ? C110 N101 C105 108.1(9) . . ? C101 N101 Zn1 101.5(8) . . ? C110 N101 Zn1 109.9(7) . . ? C105 N101 Zn1 118.4(8) . . ? N101 C110 C111 112.8(11) . . ? N101 C110 H11C 109.0 . . ? C111 C110 H11C 109.0 . . ? N101 C110 H11D 109.0 . . ? C111 C110 H11D 109.0 . . ? H11C C110 H11D 107.8 . . ? N6 C111 C110 109.4(12) . . ? N6 C111 H11E 109.8 . . ? C110 C111 H11E 109.8 . . ? N6 C111 H11F 109.8 . . ? C110 C111 H11F 109.8 . . ? H11E C111 H11F 108.2 . . ? Zn1 O1 H1X 121.6 . . ? Zn1 O1 H1Y 133.2 . . ? H1X O1 H1Y 88.0 . . ? Zn1 O1 H2X 128.9 . . ? H1X O1 H2X 83.7 . . ? H1Y O1 H2X 10.2 . . ? Zn1 O1 H2Y 110.1 . . ? H1X O1 H2Y 24.3 . . ? H1Y O1 H2Y 109.2 . . ? H2X O1 H2Y 106.5 . . ? Zn1 O2 H1X 162.7 . . ? Zn1 O2 H1Y 112.8 . . ? H1X O2 H1Y 64.2 . . ? Zn1 O2 H2X 110.8 . . ? H1X O2 H2X 66.6 . . ? H1Y O2 H2X 2.5 . . ? Zn1 O2 H2Y 135.1 . . ? H1X O2 H2Y 36.3 . . ? H1Y O2 H2Y 97.4 . . ? H2X O2 H2Y 99.8 . . ? O11 Cl11 O12 113.8(8) . . ? O11 Cl11 O13 111.3(8) . . ? O12 Cl11 O13 112.9(8) . . ? O11 Cl11 O14 106.0(8) . . ? O12 Cl11 O14 102.2(8) . . ? O13 Cl11 O14 109.9(8) . . ? O18 Cl15 O16 118.9(8) . . ? O18 Cl15 O17 109.8(8) . . ? O16 Cl15 O17 100.5(8) . . ? O18 Cl15 O15 103.2(7) . . ? O16 Cl15 O15 110.7(7) . . ? O17 Cl15 O15 114.2(7) . . ? O21 Cl21 O22 100.5(7) . . ? O21 Cl21 O24 117.2(6) . . ? O22 Cl21 O24 96.3(6) . . ? O21 Cl21 O23 117.7(7) . . ? O22 Cl21 O23 106.6(8) . . ? O24 Cl21 O23 114.2(8) . . ? O27 Cl25 O28 109.9(7) . . ? O27 Cl25 O26 108.1(9) . . ? O28 Cl25 O26 110.2(8) . . ? O27 Cl25 O25 96.7(7) . . ? O28 Cl25 O25 118.3(7) . . ? O26 Cl25 O25 112.3(9) . . ? H3X O3 H3Y 112.2 . . ? H3X O4 H3Y 100.7 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1X O3 0.78 2.05 2.629(14) 132.0 . O1 H1Y O12 0.84 1.66 2.500(15) 179.5 1_545 O2 H2Y O3 0.87 1.57 2.42(2) 164.3 . O2 H2X O15 1.01 2.22 3.20(3) 161.6 1_545 O3 H3Y O22 0.92 1.70 2.600(14) 166.3 2_666 O3 H3X O23 0.88 1.74 2.609(16) 171.0 1_545 _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 26.42 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 1.135 _refine_diff_density_min -0.766 _refine_diff_density_rms 0.104