# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # 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_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H32 Cl6 Co2 N8 O6 P2, 2(C10 H16 Cl2 Co N4), 2(C7 H8)' _chemical_formula_sum 'C56 H80 Cl10 Co4 N16 O6 P2' _chemical_formula_weight 1725.52 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' P P 0.1023 0.0942 '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 Monoclinic _symmetry_space_group_name_H-M 'C 2/m' _symmetry_space_group_name_Hall '-C 2y' 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 18.928(5) _cell_length_b 14.293(5) _cell_length_c 15.240(5) _cell_angle_alpha 90 _cell_angle_beta 108.950(5) _cell_angle_gamma 90 _cell_volume 3900(2) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2623 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 26.60 _exptl_crystal_description block _exptl_crystal_colour violet _exptl_crystal_size_max 0.084 _exptl_crystal_size_mid 0.082 _exptl_crystal_size_min 0.080 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.469 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1768 _exptl_absorpt_coefficient_mu 1.274 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.899 _exptl_absorpt_correction_T_max 0.901 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71069 _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 10123 _diffrn_reflns_av_R_equivalents 0.0608 _diffrn_reflns_av_sigmaI/netI 0.0695 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 4.11 _diffrn_reflns_theta_max 25.02 _reflns_number_total 3590 _reflns_number_gt 2802 _reflns_threshold_expression >2sigma(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^)+(0.0688P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3563 _refine_ls_number_parameters 239 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0637 _refine_ls_R_factor_gt 0.0487 _refine_ls_wR_factor_ref 0.1295 _refine_ls_wR_factor_gt 0.1174 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.021 _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 0.5000 0.15265(4) 0.5000 0.0220(2) Uani 1 2 d S . . Co2 Co 0.82137(4) 0.0000 0.77990(5) 0.0248(2) Uani 1 2 d S . . P1 P 0.44817(7) 0.0000 0.33039(8) 0.0195(3) Uani 1 2 d S . . Cl1 Cl 0.61424(7) 0.0000 0.41098(8) 0.0280(3) Uani 1 2 d S . . Cl2 Cl 0.54389(5) -0.10111(6) 0.23924(6) 0.0313(3) Uani 1 1 d . . . Cl4 Cl 0.74064(7) 0.0000 0.63152(8) 0.0266(3) Uani 1 2 d S . . Cl3 Cl 0.94387(8) 0.0000 0.79998(9) 0.0357(3) Uani 1 2 d S . . O1 O 0.45083(13) 0.08929(15) 0.38515(16) 0.0243(6) Uani 1 1 d . . . O2 O 0.38779(18) 0.0000 0.2376(2) 0.0203(7) Uani 1 2 d S . . N1 N 0.58835(17) 0.23354(19) 0.50775(19) 0.0257(7) Uani 1 1 d . . . N2 N 0.65475(16) 0.21677(19) 0.57429(19) 0.0250(7) Uani 1 1 d . . . H2 H 0.6637 0.1680 0.6092 0.030 Uiso 1 1 calc R . . N3 N 0.79142(16) 0.1179(2) 0.83330(19) 0.0258(7) Uani 1 1 d . . . N4 N 0.71734(16) 0.13692(19) 0.81580(19) 0.0245(7) Uani 1 1 d . . . H4 H 0.6816 0.1007 0.7849 0.029 Uiso 1 1 calc R . . C1 C 0.5379(3) 0.0000 0.3044(3) 0.0226(11) Uani 1 2 d S . . C2 C 0.5968(2) 0.3157(3) 0.4696(2) 0.0300(9) Uani 1 1 d . . . C3 C 0.6686(2) 0.3492(3) 0.5125(3) 0.0348(10) Uani 1 1 d . . . H3 H 0.6885 0.4046 0.4986 0.042 Uiso 1 1 calc R . . C4 C 0.7051(2) 0.2845(2) 0.5798(2) 0.0277(8) Uani 1 1 d . . . C5 C 0.5338(2) 0.3557(3) 0.3928(3) 0.0467(12) Uani 1 1 d . . . H5A H 0.5029 0.3059 0.3586 0.070 Uiso 1 1 calc R . . H5B H 0.5532 0.3910 0.3521 0.070 Uiso 1 1 calc R . . H5C H 0.5047 0.3960 0.4180 0.070 Uiso 1 1 calc R . . C6 C 0.7811(2) 0.2823(3) 0.6482(3) 0.0351(10) Uani 1 1 d . . . H6A H 0.7808 0.3127 0.7043 0.053 Uiso 1 1 calc R . . H6B H 0.8149 0.3143 0.6234 0.053 Uiso 1 1 calc R . . H6C H 0.7968 0.2186 0.6615 0.053 Uiso 1 1 calc R . . C7 C 0.8281(2) 0.1916(3) 0.8821(2) 0.0269(8) Uani 1 1 d . . . C8 C 0.7766(2) 0.2562(3) 0.8952(2) 0.0307(9) Uani 1 1 d . . . H8 H 0.7875 0.3130 0.9265 0.037 Uiso 1 1 calc R . . C9 C 0.7072(2) 0.2190(2) 0.8528(2) 0.0255(8) Uani 1 1 d . . . C10 C 0.9107(2) 0.1988(3) 0.9142(3) 0.0435(11) Uani 1 1 d . . . H10A H 0.9318 0.1480 0.9556 0.065 Uiso 1 1 calc R . . H10B H 0.9256 0.2572 0.9460 0.065 Uiso 1 1 calc R . . H10C H 0.9281 0.1959 0.8617 0.065 Uiso 1 1 calc R . . C11 C 0.6302(2) 0.2528(3) 0.8444(3) 0.0388(10) Uani 1 1 d . . . H11A H 0.5981 0.2463 0.7814 0.058 Uiso 1 1 calc R . . H11B H 0.6324 0.3175 0.8623 0.058 Uiso 1 1 calc R . . H11C H 0.6107 0.2164 0.8843 0.058 Uiso 1 1 calc R . . C12 C 0.7834(3) 0.0000 0.1819(4) 0.0337(13) Uani 1 2 d S . . C13 C 0.7086(3) 0.0000 0.1733(4) 0.0336(13) Uani 1 2 d S . . H13 H 0.6951 0.0000 0.2268 0.040 Uiso 1 2 calc SR . . C14 C 0.6534(3) 0.0000 0.0890(4) 0.0368(14) Uani 1 2 d S . . H14 H 0.6036 0.0000 0.0859 0.044 Uiso 1 2 calc SR . . C15 C 0.6716(4) 0.0000 0.0084(4) 0.0384(15) Uani 1 2 d S . . H15 H 0.6345 0.0000 -0.0492 0.046 Uiso 1 2 calc SR . . C16 C 0.7469(4) 0.0000 0.0152(4) 0.0370(14) Uani 1 2 d S . . H16 H 0.7600 0.0000 -0.0385 0.044 Uiso 1 2 calc SR . . C17 C 0.8018(4) 0.0000 0.1002(4) 0.0364(14) Uani 1 2 d S . . H17 H 0.8517 0.0000 0.1034 0.044 Uiso 1 2 calc SR . . C18 C 0.8438(4) 0.0000 0.2751(4) 0.0535(18) Uani 1 2 d S . . H18A H 0.8475 -0.0611 0.3023 0.080 Uiso 0.50 1 calc PR . . H18B H 0.8319 0.0449 0.3150 0.080 Uiso 0.50 1 calc PR . . H18C H 0.8907 0.0162 0.2673 0.080 Uiso 0.50 1 calc PR . . 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 0.0219(4) 0.0160(4) 0.0265(4) 0.000 0.0055(3) 0.000 Co2 0.0265(4) 0.0202(4) 0.0279(4) 0.000 0.0092(3) 0.000 P1 0.0190(6) 0.0139(6) 0.0249(7) 0.000 0.0063(5) 0.000 Cl1 0.0207(6) 0.0255(7) 0.0326(7) 0.000 0.0018(6) 0.000 Cl2 0.0276(5) 0.0271(5) 0.0404(5) -0.0083(4) 0.0126(4) 0.0017(4) Cl4 0.0308(7) 0.0214(6) 0.0271(6) 0.000 0.0086(6) 0.000 Cl3 0.0302(7) 0.0384(8) 0.0419(8) 0.000 0.0163(7) 0.000 O1 0.0250(13) 0.0163(13) 0.0290(13) -0.0061(10) 0.0053(11) -0.0016(10) O2 0.0230(18) 0.0139(16) 0.0243(17) 0.000 0.0082(15) 0.000 N1 0.0286(17) 0.0186(16) 0.0289(16) 0.0026(12) 0.0076(14) 0.0018(13) N2 0.0261(16) 0.0175(16) 0.0277(16) 0.0044(12) 0.0036(14) -0.0020(13) N3 0.0251(17) 0.0228(16) 0.0278(16) -0.0007(13) 0.0060(14) -0.0016(14) N4 0.0220(16) 0.0187(15) 0.0289(16) -0.0027(12) 0.0029(13) -0.0050(13) C1 0.020(3) 0.018(3) 0.030(3) 0.000 0.009(2) 0.000 C2 0.039(2) 0.0195(19) 0.035(2) 0.0028(16) 0.0168(19) -0.0029(17) C3 0.043(2) 0.022(2) 0.044(2) 0.0010(17) 0.020(2) -0.0076(18) C4 0.033(2) 0.024(2) 0.029(2) -0.0078(16) 0.0136(17) -0.0066(17) C5 0.049(3) 0.038(2) 0.048(3) 0.021(2) 0.008(2) 0.002(2) C6 0.031(2) 0.037(2) 0.038(2) -0.0039(18) 0.0111(19) -0.0120(18) C7 0.028(2) 0.027(2) 0.0271(19) -0.0040(16) 0.0099(16) -0.0061(17) C8 0.034(2) 0.023(2) 0.034(2) -0.0097(16) 0.0097(18) -0.0055(17) C9 0.028(2) 0.0191(19) 0.0269(19) -0.0021(15) 0.0053(16) -0.0019(16) C10 0.031(2) 0.040(3) 0.056(3) -0.018(2) 0.010(2) -0.0090(19) C11 0.038(2) 0.026(2) 0.048(2) -0.0056(19) 0.008(2) 0.0006(19) C12 0.043(4) 0.023(3) 0.035(3) 0.000 0.012(3) 0.000 C13 0.043(4) 0.027(3) 0.034(3) 0.000 0.017(3) 0.000 C14 0.038(3) 0.027(3) 0.048(4) 0.000 0.016(3) 0.000 C15 0.053(4) 0.021(3) 0.035(3) 0.000 0.005(3) 0.000 C16 0.062(4) 0.021(3) 0.036(3) 0.000 0.028(3) 0.000 C17 0.047(4) 0.015(3) 0.053(4) 0.000 0.024(3) 0.000 C18 0.060(4) 0.052(4) 0.045(4) 0.000 0.012(3) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O1 1.921(2) . ? Co1 O1 1.921(2) 2_656 ? Co1 N1 2.005(3) . ? Co1 N1 2.005(3) 2_656 ? Co2 N3 2.030(3) . ? Co2 N3 2.030(3) 6 ? Co2 Cl3 2.2382(16) . ? Co2 Cl4 2.2813(15) . ? P1 O2 1.502(3) . ? P1 O1 1.517(2) 6 ? P1 O1 1.517(2) . ? P1 C1 1.866(5) . ? Cl1 C1 1.789(5) . ? Cl2 C1 1.777(3) . ? N1 C2 1.343(4) . ? N1 N2 1.356(4) . ? N2 C4 1.342(4) . ? N3 C7 1.346(4) . ? N3 N4 1.367(4) . ? N4 C9 1.343(4) . ? C1 Cl2 1.777(3) 6 ? C2 C3 1.388(5) . ? C2 C5 1.488(5) . ? C3 C4 1.388(5) . ? C4 C6 1.477(5) . ? C7 C8 1.402(5) . ? C7 C10 1.483(5) . ? C8 C9 1.370(5) . ? C9 C11 1.501(5) . ? C12 C13 1.379(8) . ? C12 C17 1.399(8) . ? C12 C18 1.507(8) . ? C13 C14 1.368(8) . ? C14 C15 1.378(8) . ? C15 C16 1.394(8) . ? C16 C17 1.373(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 O1 Co1 O1 123.76(14) . 2_656 ? O1 Co1 N1 118.26(11) . . ? O1 Co1 N1 94.02(11) 2_656 . ? O1 Co1 N1 94.02(11) . 2_656 ? O1 Co1 N1 118.26(11) 2_656 2_656 ? N1 Co1 N1 109.56(17) . 2_656 ? N3 Co2 N3 112.16(17) . 6 ? N3 Co2 Cl3 110.91(9) . . ? N3 Co2 Cl3 110.91(9) 6 . ? N3 Co2 Cl4 102.30(8) . . ? N3 Co2 Cl4 102.30(9) 6 . ? Cl3 Co2 Cl4 117.79(6) . . ? O2 P1 O1 113.39(11) . 6 ? O2 P1 O1 113.39(11) . . ? O1 P1 O1 114.58(19) 6 . ? O2 P1 C1 105.5(2) . . ? O1 P1 C1 104.31(13) 6 . ? O1 P1 C1 104.31(13) . . ? P1 O1 Co1 144.83(15) . . ? C2 N1 N2 105.5(3) . . ? C2 N1 Co1 133.9(3) . . ? N2 N1 Co1 119.7(2) . . ? C4 N2 N1 112.7(3) . . ? C7 N3 N4 105.3(3) . . ? C7 N3 Co2 135.3(3) . . ? N4 N3 Co2 119.3(2) . . ? C9 N4 N3 111.7(3) . . ? Cl2 C1 Cl2 108.8(3) 6 . ? Cl2 C1 Cl1 109.17(18) 6 . ? Cl2 C1 Cl1 109.17(18) . . ? Cl2 C1 P1 110.23(18) 6 . ? Cl2 C1 P1 110.23(18) . . ? Cl1 C1 P1 109.2(3) . . ? N1 C2 C3 109.5(3) . . ? N1 C2 C5 119.9(3) . . ? C3 C2 C5 130.5(3) . . ? C4 C3 C2 107.1(3) . . ? N2 C4 C3 105.2(3) . . ? N2 C4 C6 122.5(3) . . ? C3 C4 C6 132.3(3) . . ? N3 C7 C8 109.7(3) . . ? N3 C7 C10 122.4(3) . . ? C8 C7 C10 127.9(3) . . ? C9 C8 C7 106.4(3) . . ? N4 C9 C8 106.9(3) . . ? N4 C9 C11 120.9(3) . . ? C8 C9 C11 132.2(3) . . ? C13 C12 C17 117.5(5) . . ? C13 C12 C18 122.1(5) . . ? C17 C12 C18 120.4(6) . . ? C14 C13 C12 122.4(5) . . ? C13 C14 C15 120.2(6) . . ? C14 C15 C16 118.6(5) . . ? C17 C16 C15 120.9(5) . . ? C16 C17 C12 120.5(6) . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.037 _refine_diff_density_min -0.533 _refine_diff_density_rms 0.112 _database_code_depnum_ccdc_archive 'CCDC 942397' ####################################################################### # # 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_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H32 Cl6 N8 O6 P2 Zn2, 2(C10 H16 Cl2 N4 Zn), 2(C7 H8)' _chemical_formula_sum 'C56 H80 Cl10 N16 O6 P2 Zn4' _chemical_formula_weight 1751.36 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' P P 0.1023 0.0942 '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 Monoclinic _symmetry_space_group_name_H-M 'C 2/m' _symmetry_space_group_name_Hall '-C 2y' 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 18.985(5) _cell_length_b 14.238(5) _cell_length_c 15.264(5) _cell_angle_alpha 90 _cell_angle_beta 109.480(5) _cell_angle_gamma 90 _cell_volume 3890(2) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9909 _cell_measurement_theta_min 2.24 _cell_measurement_theta_max 28.29 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.084 _exptl_crystal_size_mid 0.080 _exptl_crystal_size_min 0.078 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.495 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1792 _exptl_absorpt_coefficient_mu 1.658 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.870 _exptl_absorpt_correction_T_max 0.879 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 13599 _diffrn_reflns_av_R_equivalents 0.0265 _diffrn_reflns_av_sigmaI/netI 0.0254 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 25.50 _reflns_number_total 3789 _reflns_number_gt 3538 _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. ; _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^)+(0.0311P)^2^+3.9693P] 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 3785 _refine_ls_number_parameters 239 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0269 _refine_ls_R_factor_gt 0.0248 _refine_ls_wR_factor_ref 0.0634 _refine_ls_wR_factor_gt 0.0622 _refine_ls_goodness_of_fit_ref 1.092 _refine_ls_restrained_S_all 1.092 _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 Zn1 Zn 0.5000 0.153950(18) 1.0000 0.01394(8) Uani 1 2 d S . . Zn2 Zn 0.822780(14) 0.0000 0.280582(18) 0.01740(8) Uani 1 2 d S . . Cl1 Cl 0.61600(3) 0.0000 0.90927(4) 0.02073(13) Uani 1 2 d S . . Cl2 Cl 0.54322(2) -0.10132(3) 0.73805(3) 0.02379(11) Uani 1 1 d . . . Cl3 Cl 0.94356(3) 0.0000 0.29871(4) 0.02747(15) Uani 1 2 d S . . Cl4 Cl 0.73976(3) 0.0000 0.13220(4) 0.01894(13) Uani 1 2 d S . . P1 P 0.44962(3) 0.0000 0.83112(4) 0.01245(12) Uani 1 2 d S . . O1 O 0.45264(6) 0.08941(8) 0.88526(8) 0.0185(2) Uani 1 1 d . . . O2 O 0.38836(8) 0.0000 0.73853(11) 0.0153(3) Uani 1 2 d S . . N1 N 0.58871(8) 0.23305(10) 1.00722(9) 0.0180(3) Uani 1 1 d . . . N2 N 0.65514(7) 0.21529(10) 1.07527(10) 0.0187(3) Uani 1 1 d . . . H2 H 0.6640 0.1666 1.1106 0.022 Uiso 1 1 calc R . . N3 N 0.79126(7) 0.11668(10) 0.33511(9) 0.0183(3) Uani 1 1 d . . . N4 N 0.71686(8) 0.13547(10) 0.31488(10) 0.0176(3) Uani 1 1 d . . . H4 H 0.6813 0.0993 0.2827 0.021 Uiso 1 1 calc R . . C1 C 0.53839(12) 0.0000 0.80370(16) 0.0163(5) Uani 1 2 d S . . C2 C 0.59719(10) 0.31502(12) 0.96932(12) 0.0220(4) Uani 1 1 d . . . C3 C 0.66914(10) 0.34890(13) 1.01281(13) 0.0255(4) Uani 1 1 d . . . H3 H 0.6892 0.4044 0.9993 0.031 Uiso 1 1 calc R . . C4 C 0.70495(10) 0.28396(12) 1.07997(12) 0.0210(4) Uani 1 1 d . . . C5 C 0.53421(12) 0.35583(15) 0.89157(15) 0.0374(5) Uani 1 1 d . . . H5A H 0.5025 0.3062 0.8577 0.056 Uiso 1 1 calc R . . H5B H 0.5538 0.3901 0.8507 0.056 Uiso 1 1 calc R . . H5C H 0.5058 0.3974 0.9164 0.056 Uiso 1 1 calc R . . C6 C 0.78162(10) 0.28091(14) 1.14956(13) 0.0285(4) Uani 1 1 d . . . H6A H 0.7816 0.3112 1.2058 0.043 Uiso 1 1 calc R . . H6B H 0.8156 0.3129 1.1252 0.043 Uiso 1 1 calc R . . H6C H 0.7970 0.2167 1.1626 0.043 Uiso 1 1 calc R . . C7 C 0.82719(10) 0.19071(13) 0.38415(12) 0.0220(4) Uani 1 1 d . . . C8 C 0.77624(10) 0.25554(13) 0.39593(12) 0.0238(4) Uani 1 1 d . . . H8 H 0.7870 0.3126 0.4271 0.029 Uiso 1 1 calc R . . C9 C 0.70662(10) 0.21791(12) 0.35194(12) 0.0205(4) Uani 1 1 d . . . C10 C 0.91075(11) 0.19747(16) 0.41822(16) 0.0369(5) Uani 1 1 d . . . H10A H 0.9314 0.1474 0.4613 0.055 Uiso 1 1 calc R . . H10B H 0.9258 0.2568 0.4487 0.055 Uiso 1 1 calc R . . H10C H 0.9286 0.1925 0.3665 0.055 Uiso 1 1 calc R . . C11 C 0.63008(10) 0.25215(14) 0.34178(14) 0.0316(4) Uani 1 1 d . . . H11A H 0.6004 0.2538 0.2771 0.047 Uiso 1 1 calc R . . H11B H 0.6332 0.3141 0.3675 0.047 Uiso 1 1 calc R . . H11C H 0.6074 0.2106 0.3742 0.047 Uiso 1 1 calc R . . C12 C 0.78236(16) 0.0000 0.68216(19) 0.0281(6) Uani 1 2 d S . . C13 C 0.80022(17) 0.0000 0.6002(2) 0.0294(6) Uani 1 2 d S . . H13 H 0.8501 0.0000 0.6036 0.035 Uiso 1 2 calc SR . . C14 C 0.74483(17) 0.0000 0.51460(19) 0.0307(6) Uani 1 2 d S . . H14 H 0.7579 0.0000 0.4610 0.037 Uiso 1 2 calc SR . . C15 C 0.67026(17) 0.0000 0.50690(19) 0.0307(6) Uani 1 2 d S . . H15 H 0.6332 0.0000 0.4489 0.037 Uiso 1 2 calc SR . . C16 C 0.65193(16) 0.0000 0.5873(2) 0.0309(6) Uani 1 2 d S . . H16 H 0.6020 0.0000 0.5834 0.037 Uiso 1 2 calc SR . . C17 C 0.70731(16) 0.0000 0.67329(19) 0.0284(6) Uani 1 2 d S . . H17 H 0.6939 0.0000 0.7266 0.034 Uiso 1 2 calc SR . . C18 C 0.8426(2) 0.0000 0.7754(2) 0.0457(8) Uani 1 2 d S . . H18A H 0.8480 0.0621 0.8013 0.069 Uiso 0.50 1 calc PR . . H18B H 0.8890 -0.0193 0.7685 0.069 Uiso 0.50 1 calc PR . . H18C H 0.8295 -0.0428 0.8161 0.069 Uiso 0.50 1 calc PR . . 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 0.01332(14) 0.01163(14) 0.01555(14) 0.000 0.00307(10) 0.000 Zn2 0.01685(15) 0.01843(15) 0.01690(15) 0.000 0.00562(11) 0.000 Cl1 0.0121(3) 0.0232(3) 0.0227(3) 0.000 0.0001(2) 0.000 Cl2 0.0184(2) 0.0258(2) 0.0280(2) -0.00876(17) 0.00877(16) 0.00206(16) Cl3 0.0198(3) 0.0355(4) 0.0298(3) 0.000 0.0118(2) 0.000 Cl4 0.0210(3) 0.0188(3) 0.0161(3) 0.000 0.0048(2) 0.000 P1 0.0105(3) 0.0124(3) 0.0137(3) 0.000 0.0031(2) 0.000 O1 0.0159(6) 0.0182(6) 0.0195(6) -0.0049(5) 0.0035(4) 0.0012(5) O2 0.0125(8) 0.0161(8) 0.0156(8) 0.000 0.0026(6) 0.000 N1 0.0172(7) 0.0161(7) 0.0188(7) 0.0020(6) 0.0033(5) -0.0018(5) N2 0.0159(7) 0.0180(7) 0.0200(7) 0.0007(6) 0.0031(5) -0.0036(5) N3 0.0158(7) 0.0193(7) 0.0188(7) -0.0011(6) 0.0045(5) -0.0018(5) N4 0.0155(7) 0.0170(7) 0.0191(7) -0.0002(6) 0.0041(5) 0.0000(5) C1 0.0131(11) 0.0166(11) 0.0176(11) 0.000 0.0029(9) 0.000 C2 0.0266(9) 0.0172(9) 0.0242(9) 0.0033(7) 0.0112(7) -0.0014(7) C3 0.0299(10) 0.0194(9) 0.0295(10) 0.0003(7) 0.0130(8) -0.0088(7) C4 0.0217(9) 0.0212(9) 0.0220(8) -0.0058(7) 0.0098(7) -0.0084(7) C5 0.0367(12) 0.0321(11) 0.0373(11) 0.0162(9) 0.0042(9) -0.0007(9) C6 0.0214(9) 0.0353(11) 0.0274(10) -0.0051(8) 0.0063(7) -0.0117(8) C7 0.0196(9) 0.0247(9) 0.0203(8) -0.0042(7) 0.0047(7) -0.0056(7) C8 0.0245(9) 0.0203(9) 0.0248(9) -0.0066(7) 0.0057(7) -0.0052(7) C9 0.0206(8) 0.0195(9) 0.0200(8) -0.0018(7) 0.0051(7) -0.0012(7) C10 0.0198(10) 0.0402(12) 0.0472(12) -0.0189(10) 0.0064(8) -0.0093(8) C11 0.0233(10) 0.0267(10) 0.0415(11) -0.0090(9) 0.0066(8) 0.0023(8) C12 0.0347(15) 0.0212(13) 0.0294(14) 0.000 0.0118(11) 0.000 C13 0.0360(15) 0.0187(13) 0.0390(16) 0.000 0.0197(12) 0.000 C14 0.0530(18) 0.0188(13) 0.0276(14) 0.000 0.0233(13) 0.000 C15 0.0425(17) 0.0197(13) 0.0261(14) 0.000 0.0064(12) 0.000 C16 0.0333(15) 0.0242(14) 0.0360(15) 0.000 0.0123(12) 0.000 C17 0.0393(16) 0.0259(14) 0.0254(14) 0.000 0.0180(12) 0.000 C18 0.0462(19) 0.051(2) 0.0346(17) 0.000 0.0059(14) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.9157(12) 2_657 ? Zn1 O1 1.9157(12) . ? Zn1 N1 1.9982(14) . ? Zn1 N1 1.9983(14) 2_657 ? Zn2 N3 2.0354(15) . ? Zn2 N3 2.0354(15) 6 ? Zn2 Cl3 2.2162(9) . ? Zn2 Cl4 2.2876(8) . ? Cl1 C1 1.784(2) . ? Cl2 C1 1.7762(15) . ? P1 O2 1.5012(16) . ? P1 O1 1.5084(12) 6 ? P1 O1 1.5084(12) . ? P1 C1 1.867(2) . ? N1 C2 1.336(2) . ? N1 N2 1.3637(19) . ? N2 C4 1.345(2) . ? N3 C7 1.340(2) . ? N3 N4 1.3679(19) . ? N4 C9 1.345(2) . ? C1 Cl2 1.7763(15) 6 ? C2 C3 1.391(3) . ? C2 C5 1.493(3) . ? C3 C4 1.380(3) . ? C4 C6 1.489(2) . ? C7 C8 1.392(3) . ? C7 C10 1.499(3) . ? C8 C9 1.376(2) . ? C9 C11 1.491(3) . ? C12 C17 1.386(4) . ? C12 C13 1.401(4) . ? C12 C18 1.500(4) . ? C13 C14 1.377(4) . ? C14 C15 1.381(4) . ? C15 C16 1.382(4) . ? C16 C17 1.382(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 O1 122.67(7) 2_657 . ? O1 Zn1 N1 95.16(5) 2_657 . ? O1 Zn1 N1 116.79(5) . . ? O1 Zn1 N1 116.80(5) 2_657 2_657 ? O1 Zn1 N1 95.16(5) . 2_657 ? N1 Zn1 N1 111.39(9) . 2_657 ? N3 Zn2 N3 109.41(8) . 6 ? N3 Zn2 Cl3 112.46(4) . . ? N3 Zn2 Cl3 112.46(4) 6 . ? N3 Zn2 Cl4 101.85(4) . . ? N3 Zn2 Cl4 101.85(4) 6 . ? Cl3 Zn2 Cl4 117.78(3) . . ? O2 P1 O1 113.06(6) . 6 ? O2 P1 O1 113.06(5) . . ? O1 P1 O1 115.12(10) 6 . ? O2 P1 C1 105.24(10) . . ? O1 P1 C1 104.51(6) 6 . ? O1 P1 C1 104.51(6) . . ? P1 O1 Zn1 145.71(7) . . ? C2 N1 N2 106.10(13) . . ? C2 N1 Zn1 133.59(12) . . ? N2 N1 Zn1 119.07(11) . . ? C4 N2 N1 111.16(14) . . ? C7 N3 N4 105.50(14) . . ? C7 N3 Zn2 134.91(12) . . ? N4 N3 Zn2 119.32(10) . . ? C9 N4 N3 111.03(14) . . ? Cl2 C1 Cl2 108.62(13) . 6 ? Cl2 C1 Cl1 109.09(9) . . ? Cl2 C1 Cl1 109.09(9) 6 . ? Cl2 C1 P1 110.28(8) . . ? Cl2 C1 P1 110.28(8) 6 . ? Cl1 C1 P1 109.44(12) . . ? N1 C2 C3 109.71(16) . . ? N1 C2 C5 120.26(16) . . ? C3 C2 C5 130.02(17) . . ? C4 C3 C2 106.52(16) . . ? N2 C4 C3 106.50(15) . . ? N2 C4 C6 121.29(16) . . ? C3 C4 C6 132.20(16) . . ? N3 C7 C8 110.34(15) . . ? N3 C7 C10 121.81(17) . . ? C8 C7 C10 127.85(17) . . ? C9 C8 C7 105.94(16) . . ? N4 C9 C8 107.17(15) . . ? N4 C9 C11 120.94(15) . . ? C8 C9 C11 131.89(17) . . ? C17 C12 C13 117.4(3) . . ? C17 C12 C18 121.8(3) . . ? C13 C12 C18 120.8(3) . . ? C14 C13 C12 120.8(3) . . ? C13 C14 C15 121.2(3) . . ? C14 C15 C16 118.6(3) . . ? C17 C16 C15 120.4(3) . . ? C16 C17 C12 121.7(3) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.341 _refine_diff_density_min -0.436 _refine_diff_density_rms 0.075 _database_code_depnum_ccdc_archive 'CCDC 942398' ####################################################################### # # 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_3 _audit_creation_date 2013-04-14 _audit_creation_method ; Olex2 1.1 (compiled 2011.11.01 svn.r2039, GUI svn.r3906) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety '2(C6 H8 Cl4 Co N2 O3 P), 2(C6 H16 N)' _chemical_formula_sum 'C24 H48 Cl8 Co2 N6 O6 P2' _chemical_formula_weight 980.08 _chemical_melting_point ? 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' P P 0.1023 0.0942 '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' _space_group_crystal_system Triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, -y, -z' _cell_length_a 12.271(5) _cell_length_b 13.575(5) _cell_length_c 14.049(5) _cell_angle_alpha 87.852(5) _cell_angle_beta 70.724(5) _cell_angle_gamma 71.366(5) _cell_volume 2087.2(14) _cell_formula_units_Z 2 _cell_measurement_reflns_used 9948 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 28.53 _cell_measurement_theta_min 2.29 _exptl_absorpt_coefficient_mu 1.426 _exptl_absorpt_correction_T_max 0.895 _exptl_absorpt_correction_T_min 0.887 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details sadabs _exptl_crystal_colour violet _exptl_crystal_density_diffrn 1.559 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1004 _exptl_crystal_size_max 0.084 _exptl_crystal_size_mid 0.080 _exptl_crystal_size_min 0.078 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0291 _diffrn_reflns_av_unetI/netI 0.0486 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 13503 _diffrn_reflns_theta_full 25.03 _diffrn_reflns_theta_max 25.03 _diffrn_reflns_theta_min 4.08 _diffrn_ambient_temperature 100(2) _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 0.973 _diffrn_measured_fraction_theta_max 0.973 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_source 'fine-focus sealed tube' _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 6177 _reflns_number_total 7375 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'Bruker SAINT' _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; XL, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _refine_diff_density_max 0.582 _refine_diff_density_min -0.443 _refine_diff_density_rms 0.099 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 449 _refine_ls_number_reflns 7170 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0503 _refine_ls_R_factor_gt 0.0421 _refine_ls_restrained_S_all 1.068 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0183P)^2^+6.8976P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0965 _refine_ls_wR_factor_ref 0.0999 _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. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 0.65676(4) 0.54673(4) 0.01919(4) 0.01376(12) Uani 1 1 d . . . Co2 Co 0.65341(4) 0.85734(4) 0.50835(4) 0.01323(12) Uani 1 1 d . . . Cl1 Cl 0.79387(8) 0.62827(7) -0.05654(7) 0.0190(2) Uani 1 1 d . . . Cl2 Cl 0.88127(9) 0.19916(8) -0.17514(9) 0.0278(2) Uani 1 1 d . . . Cl3 Cl 0.67507(10) 0.12772(7) -0.13402(8) 0.0252(2) Uani 1 1 d . . . Cl4 Cl 0.73056(9) 0.19561(8) 0.03249(8) 0.0261(2) Uani 1 1 d . . . Cl5 Cl 0.78656(9) 0.69811(7) 0.44021(7) 0.0214(2) Uani 1 1 d . . . Cl6 Cl 0.90056(9) 1.04274(8) 0.29498(8) 0.0252(2) Uani 1 1 d . . . Cl7 Cl 0.72356(9) 1.25008(7) 0.33391(8) 0.0236(2) Uani 1 1 d . . . Cl8 Cl 0.75915(9) 1.12842(7) 0.50099(7) 0.0222(2) Uani 1 1 d . . . P1 P 0.63377(9) 0.35601(7) -0.09764(8) 0.0146(2) Uani 1 1 d . . . P2 P 0.63661(8) 1.06405(7) 0.37454(7) 0.0129(2) Uani 1 1 d . . . O1 O 0.6952(2) 0.4198(2) -0.0618(2) 0.0213(6) Uani 1 1 d . . . O2 O 0.6441(2) 0.3656(2) -0.2073(2) 0.0178(6) Uani 1 1 d . . . O3 O 0.5071(2) 0.3640(2) -0.0273(2) 0.0195(6) Uani 1 1 d . . . O4 O 0.6814(2) 0.95635(19) 0.4088(2) 0.0180(6) Uani 1 1 d . . . O5 O 0.6395(2) 1.06255(19) 0.26586(19) 0.0152(5) Uani 1 1 d . . . O6 O 0.5180(2) 1.1359(2) 0.44707(19) 0.0173(6) Uani 1 1 d . . . N1 N 0.6604(3) 0.5230(2) 0.1616(2) 0.0160(7) Uani 1 1 d . . . N2 N 0.5690(3) 0.5802(2) 0.2436(2) 0.0150(7) Uani 1 1 d . . . H2 H 0.4995 0.6206 0.2422 0.018 Uiso 1 1 calc R . . N3 N 0.2434(3) 0.4975(2) 0.3071(2) 0.0155(7) Uani 1 1 d . . . H3T H 0.283(4) 0.538(3) 0.266(3) 0.019 Uiso 1 1 calc . . . N4 N 0.6837(3) 0.8805(2) 0.6373(2) 0.0168(7) Uani 1 1 d . . . N5 N 0.5980(3) 0.8801(2) 0.7293(2) 0.0160(7) Uani 1 1 d . . . H5 H 0.5238 0.8849 0.7376 0.019 Uiso 1 1 calc R . . N6 N 0.7321(3) 0.8757(2) 0.1552(2) 0.0159(7) Uani 1 1 d . . . H6T H 0.705(4) 0.939(3) 0.190(3) 0.019 Uiso 1 1 calc . . . C1 C 0.7291(3) 0.2192(3) -0.0926(3) 0.0187(8) Uani 1 1 d . . . C2 C 0.7521(3) 0.4720(3) 0.1948(3) 0.0175(8) Uani 1 1 d . . . C3 C 0.7177(3) 0.4973(3) 0.2984(3) 0.0182(8) Uani 1 1 d . . . H3 H 0.7648 0.4723 0.3396 0.022 Uiso 1 1 calc R . . C4 C 0.6010(4) 0.5658(3) 0.3275(3) 0.0160(8) Uani 1 1 d . . . C5 C 0.8706(4) 0.4026(3) 0.1227(3) 0.0283(10) Uani 1 1 d . . . H5A H 0.8558 0.3755 0.0677 0.042 Uiso 1 1 calc R . . H5B H 0.9066 0.3460 0.1574 0.042 Uiso 1 1 calc R . . H5C H 0.9253 0.4420 0.0967 0.042 Uiso 1 1 calc R . . C6 C 0.5154(4) 0.6193(3) 0.4285(3) 0.0218(9) Uani 1 1 d . . . H6A H 0.4378 0.6587 0.4227 0.033 Uiso 1 1 calc R . . H6B H 0.5487 0.6655 0.4508 0.033 Uiso 1 1 calc R . . H6C H 0.5048 0.5682 0.4767 0.033 Uiso 1 1 calc R . . C7 C 0.3220(4) 0.3863(3) 0.2730(3) 0.0199(8) Uani 1 1 d . . . H7A H 0.3112 0.3664 0.2120 0.024 Uiso 1 1 calc R . . H7B H 0.2946 0.3418 0.3247 0.024 Uiso 1 1 calc R . . C8 C 0.4555(4) 0.3676(3) 0.2524(4) 0.0305(10) Uani 1 1 d . . . H8A H 0.4843 0.4092 0.1993 0.046 Uiso 1 1 calc R . . H8B H 0.5004 0.2952 0.2323 0.046 Uiso 1 1 calc R . . H8C H 0.4672 0.3866 0.3126 0.046 Uiso 1 1 calc R . . C9 C 0.1217(4) 0.5219(3) 0.2924(3) 0.0217(9) Uani 1 1 d . . . H9A H 0.1348 0.5175 0.2205 0.026 Uiso 1 1 calc R . . H9B H 0.0728 0.5930 0.3189 0.026 Uiso 1 1 calc R . . C10 C 0.0511(4) 0.4504(3) 0.3429(4) 0.0291(10) Uani 1 1 d . . . H10A H 0.0937 0.3811 0.3110 0.044 Uiso 1 1 calc R . . H10B H -0.0285 0.4748 0.3366 0.044 Uiso 1 1 calc R . . H10C H 0.0433 0.4498 0.4132 0.044 Uiso 1 1 calc R . . C11 C 0.2339(4) 0.5248(3) 0.4133(3) 0.0242(9) Uani 1 1 d . . . H11A H 0.3155 0.5089 0.4166 0.029 Uiso 1 1 calc R . . H11B H 0.1940 0.4819 0.4593 0.029 Uiso 1 1 calc R . . C12 C 0.1634(4) 0.6386(3) 0.4476(3) 0.0305(10) Uani 1 1 d . . . H12A H 0.1963 0.6814 0.3980 0.046 Uiso 1 1 calc R . . H12B H 0.1700 0.6544 0.5111 0.046 Uiso 1 1 calc R . . H12C H 0.0790 0.6521 0.4555 0.046 Uiso 1 1 calc R . . C13 C 0.7544(3) 1.1225(3) 0.3762(3) 0.0158(8) Uani 1 1 d . . . C14 C 0.7860(4) 0.8718(3) 0.6567(3) 0.0186(8) Uani 1 1 d . . . C15 C 0.7654(4) 0.8654(3) 0.7604(3) 0.0225(9) Uani 1 1 d . . . H15 H 0.8218 0.8585 0.7931 0.027 Uiso 1 1 calc R . . C16 C 0.6442(3) 0.8713(3) 0.8051(3) 0.0165(8) Uani 1 1 d . . . C17 C 0.9009(4) 0.8694(3) 0.5739(4) 0.0284(10) Uani 1 1 d . . . H17A H 0.8932 0.8582 0.5097 0.043 Uiso 1 1 calc R . . H17B H 0.9682 0.8138 0.5819 0.043 Uiso 1 1 calc R . . H17C H 0.9150 0.9346 0.5770 0.043 Uiso 1 1 calc R . . C18 C 0.5677(4) 0.8680(3) 0.9101(3) 0.0265(9) Uani 1 1 d . . . H18A H 0.4839 0.8865 0.9140 0.040 Uiso 1 1 calc R . . H18B H 0.5756 0.9165 0.9533 0.040 Uiso 1 1 calc R . . H18C H 0.5936 0.7989 0.9314 0.040 Uiso 1 1 calc R . . C19 C 0.6209(3) 0.8448(3) 0.1687(3) 0.0186(8) Uani 1 1 d . . . H19A H 0.6460 0.7777 0.1321 0.022 Uiso 1 1 calc R . . H19B H 0.5675 0.8954 0.1394 0.022 Uiso 1 1 calc R . . C20 C 0.5502(4) 0.8378(3) 0.2782(3) 0.0230(9) Uani 1 1 d . . . H20A H 0.5996 0.7826 0.3058 0.034 Uiso 1 1 calc R . . H20B H 0.4771 0.8236 0.2824 0.034 Uiso 1 1 calc R . . H20C H 0.5293 0.9026 0.3159 0.034 Uiso 1 1 calc R . . C21 C 0.7871(4) 0.8920(3) 0.0453(3) 0.0197(8) Uani 1 1 d . . . H21A H 0.7269 0.9465 0.0255 0.024 Uiso 1 1 calc R . . H21B H 0.8064 0.8284 0.0050 0.024 Uiso 1 1 calc R . . C22 C 0.9013(4) 0.9217(3) 0.0224(4) 0.0291(10) Uani 1 1 d . . . H22A H 0.8867 0.9775 0.0698 0.044 Uiso 1 1 calc R . . H22B H 0.9230 0.9438 -0.0450 0.044 Uiso 1 1 calc R . . H22C H 0.9668 0.8625 0.0280 0.044 Uiso 1 1 calc R . . C23 C 0.8216(4) 0.8037(3) 0.1990(3) 0.0188(8) Uani 1 1 d . . . H23A H 0.7802 0.8015 0.2706 0.023 Uiso 1 1 calc R . . H23B H 0.8863 0.8326 0.1925 0.023 Uiso 1 1 calc R . . C24 C 0.8785(4) 0.6937(3) 0.1508(3) 0.0251(9) Uani 1 1 d . . . H24A H 0.8154 0.6642 0.1563 0.038 Uiso 1 1 calc R . . H24B H 0.9319 0.6525 0.1847 0.038 Uiso 1 1 calc R . . H24C H 0.9243 0.6943 0.0808 0.038 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 0.0142(3) 0.0126(3) 0.0142(3) -0.0005(2) -0.0045(2) -0.0040(2) Co2 0.0160(3) 0.0109(2) 0.0125(3) 0.00182(19) -0.0052(2) -0.00366(19) Cl1 0.0200(5) 0.0208(5) 0.0190(5) 0.0005(4) -0.0059(4) -0.0111(4) Cl2 0.0162(5) 0.0240(5) 0.0356(6) -0.0019(4) -0.0050(4) 0.0003(4) Cl3 0.0339(6) 0.0168(5) 0.0289(5) -0.0002(4) -0.0123(5) -0.0116(4) Cl4 0.0315(6) 0.0231(5) 0.0258(5) 0.0059(4) -0.0170(5) -0.0046(4) Cl5 0.0271(5) 0.0122(4) 0.0185(5) 0.0006(4) -0.0058(4) 0.0001(4) Cl6 0.0165(5) 0.0257(5) 0.0291(6) -0.0055(4) -0.0025(4) -0.0056(4) Cl7 0.0307(5) 0.0140(5) 0.0294(5) 0.0058(4) -0.0116(4) -0.0107(4) Cl8 0.0281(5) 0.0220(5) 0.0220(5) 0.0003(4) -0.0139(4) -0.0095(4) P1 0.0143(5) 0.0103(5) 0.0176(5) 0.0005(4) -0.0050(4) -0.0025(4) P2 0.0152(5) 0.0107(5) 0.0136(5) 0.0004(4) -0.0045(4) -0.0055(4) O1 0.0214(14) 0.0169(14) 0.0242(15) -0.0040(12) -0.0050(12) -0.0062(11) O2 0.0161(13) 0.0167(13) 0.0183(14) 0.0033(11) -0.0051(11) -0.0033(11) O3 0.0159(13) 0.0187(14) 0.0210(15) 0.0049(11) -0.0055(12) -0.0027(11) O4 0.0235(14) 0.0135(13) 0.0188(14) 0.0025(11) -0.0085(12) -0.0069(11) O5 0.0181(13) 0.0162(13) 0.0118(13) 0.0014(10) -0.0046(11) -0.0068(11) O6 0.0147(13) 0.0204(14) 0.0148(13) -0.0022(11) -0.0011(11) -0.0069(11) N1 0.0168(16) 0.0146(16) 0.0173(17) 0.0014(13) -0.0065(14) -0.0050(13) N2 0.0147(16) 0.0132(15) 0.0143(16) 0.0018(13) -0.0029(13) -0.0031(12) N3 0.0162(16) 0.0156(16) 0.0126(16) 0.0023(13) -0.0009(13) -0.0068(13) N4 0.0201(17) 0.0120(16) 0.0181(17) 0.0027(13) -0.0091(14) -0.0026(13) N5 0.0168(16) 0.0152(16) 0.0160(17) -0.0014(13) -0.0070(14) -0.0033(13) N6 0.0202(17) 0.0114(16) 0.0146(16) -0.0044(13) -0.0045(14) -0.0039(13) C1 0.0159(19) 0.017(2) 0.022(2) -0.0002(16) -0.0060(17) -0.0041(15) C2 0.019(2) 0.0138(19) 0.021(2) 0.0042(16) -0.0074(17) -0.0069(15) C3 0.021(2) 0.0160(19) 0.020(2) 0.0051(16) -0.0094(17) -0.0062(16) C4 0.027(2) 0.0089(18) 0.018(2) 0.0032(15) -0.0114(17) -0.0094(15) C5 0.022(2) 0.029(2) 0.030(2) 0.0017(19) -0.0094(19) -0.0017(18) C6 0.030(2) 0.020(2) 0.014(2) -0.0001(16) -0.0040(18) -0.0086(17) C7 0.024(2) 0.0126(19) 0.022(2) -0.0001(16) -0.0067(17) -0.0050(16) C8 0.026(2) 0.019(2) 0.043(3) -0.003(2) -0.010(2) -0.0033(18) C9 0.019(2) 0.021(2) 0.024(2) -0.0046(17) -0.0083(18) -0.0038(16) C10 0.024(2) 0.032(2) 0.031(2) 0.003(2) -0.0045(19) -0.0128(19) C11 0.035(2) 0.020(2) 0.022(2) -0.0012(17) -0.0128(19) -0.0109(18) C12 0.043(3) 0.021(2) 0.028(2) -0.0031(19) -0.012(2) -0.011(2) C13 0.0177(19) 0.0139(18) 0.0167(19) -0.0006(15) -0.0056(16) -0.0062(15) C14 0.020(2) 0.0138(19) 0.023(2) -0.0004(16) -0.0091(17) -0.0046(15) C15 0.026(2) 0.020(2) 0.026(2) -0.0029(17) -0.0170(19) -0.0049(17) C16 0.023(2) 0.0110(18) 0.0149(19) -0.0009(15) -0.0089(16) -0.0018(15) C17 0.025(2) 0.029(2) 0.034(3) 0.002(2) -0.011(2) -0.0093(18) C18 0.033(2) 0.025(2) 0.021(2) -0.0002(18) -0.0122(19) -0.0049(18) C19 0.019(2) 0.0178(19) 0.021(2) 0.0002(16) -0.0080(17) -0.0077(16) C20 0.025(2) 0.021(2) 0.024(2) 0.0001(17) -0.0061(18) -0.0114(17) C21 0.026(2) 0.020(2) 0.0144(19) 0.0039(16) -0.0078(17) -0.0074(17) C22 0.024(2) 0.030(2) 0.033(3) 0.008(2) -0.006(2) -0.0117(19) C23 0.024(2) 0.0166(19) 0.017(2) -0.0006(16) -0.0090(17) -0.0053(16) C24 0.031(2) 0.015(2) 0.028(2) -0.0023(17) -0.016(2) 0.0016(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 Cl1 2.2601(12) . ? Co1 O1 1.938(3) . ? Co1 O3 1.956(3) 2_665 ? Co1 N1 2.027(3) . ? Co2 Cl5 2.2636(12) . ? Co2 O4 1.928(3) . ? Co2 O6 1.959(3) 2_676 ? Co2 N4 2.020(3) . ? Cl2 C1 1.781(4) . ? Cl3 C1 1.777(4) . ? Cl4 C1 1.780(4) . ? Cl6 C13 1.787(4) . ? Cl7 C13 1.774(4) . ? Cl8 C13 1.779(4) . ? P1 O1 1.508(3) . ? P1 O2 1.508(3) . ? P1 O3 1.514(3) . ? P1 C1 1.865(4) . ? P2 O4 1.510(3) . ? P2 O5 1.516(3) . ? P2 O6 1.515(3) . ? P2 C13 1.864(4) . ? O3 Co1 1.956(3) 2_665 ? O6 Co2 1.959(3) 2_676 ? N1 N2 1.359(4) . ? N1 C2 1.338(5) . ? N2 C4 1.349(5) . ? N3 C7 1.503(5) . ? N3 C9 1.504(5) . ? N3 C11 1.510(5) . ? N4 N5 1.373(4) . ? N4 C14 1.338(5) . ? N5 C16 1.347(5) . ? N6 C19 1.504(5) . ? N6 C21 1.506(5) . ? N6 C23 1.501(5) . ? C2 C3 1.397(6) . ? C2 C5 1.501(6) . ? C3 C4 1.369(5) . ? C4 C6 1.501(5) . ? C7 C8 1.504(6) . ? C9 C10 1.508(6) . ? C11 C12 1.515(6) . ? C14 C15 1.399(6) . ? C14 C17 1.494(6) . ? C15 C16 1.387(6) . ? C16 C18 1.472(6) . ? C19 C20 1.513(6) . ? C21 C22 1.511(6) . ? C23 C24 1.508(5) . ? 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 O1 Co1 Cl1 109.17(9) . . ? O1 Co1 O3 107.84(12) . 2_665 ? O1 Co1 N1 113.92(12) . . ? O3 Co1 Cl1 109.77(9) 2_665 . ? O3 Co1 N1 108.61(12) 2_665 . ? N1 Co1 Cl1 107.48(9) . . ? O4 Co2 Cl5 107.87(9) . . ? O4 Co2 O6 110.13(11) . 2_676 ? O4 Co2 N4 115.53(12) . . ? O6 Co2 Cl5 113.76(8) 2_676 . ? O6 Co2 N4 104.45(12) 2_676 . ? N4 Co2 Cl5 105.18(9) . . ? O1 P1 O2 113.64(16) . . ? O1 P1 O3 114.94(16) . . ? O1 P1 C1 103.07(17) . . ? O2 P1 O3 114.19(15) . . ? O2 P1 C1 104.69(16) . . ? O3 P1 C1 104.58(16) . . ? O4 P2 O5 113.00(15) . . ? O4 P2 O6 115.04(16) . . ? O4 P2 C13 103.20(16) . . ? O5 P2 C13 105.89(16) . . ? O6 P2 O5 113.57(15) . . ? O6 P2 C13 104.72(16) . . ? P1 O1 Co1 140.94(17) . . ? P1 O3 Co1 133.24(17) . 2_665 ? P2 O4 Co2 148.13(18) . . ? P2 O6 Co2 135.28(16) . 2_676 ? N2 N1 Co1 121.8(2) . . ? C2 N1 Co1 130.9(3) . . ? C2 N1 N2 105.8(3) . . ? C4 N2 N1 111.5(3) . . ? C7 N3 C9 111.9(3) . . ? C7 N3 C11 111.0(3) . . ? C9 N3 C11 113.7(3) . . ? N5 N4 Co2 120.0(2) . . ? C14 N4 Co2 132.2(3) . . ? C14 N4 N5 105.6(3) . . ? C16 N5 N4 111.8(3) . . ? C19 N6 C21 108.8(3) . . ? C23 N6 C19 114.0(3) . . ? C23 N6 C21 114.0(3) . . ? Cl2 C1 P1 108.9(2) . . ? Cl3 C1 Cl2 107.5(2) . . ? Cl3 C1 Cl4 109.2(2) . . ? Cl3 C1 P1 111.5(2) . . ? Cl4 C1 Cl2 109.1(2) . . ? Cl4 C1 P1 110.6(2) . . ? N1 C2 C3 109.6(3) . . ? N1 C2 C5 120.3(4) . . ? C3 C2 C5 130.1(4) . . ? C4 C3 C2 106.6(3) . . ? N2 C4 C3 106.4(3) . . ? N2 C4 C6 122.0(3) . . ? C3 C4 C6 131.6(4) . . ? N3 C7 C8 113.5(3) . . ? N3 C9 C10 114.0(3) . . ? N3 C11 C12 112.6(3) . . ? Cl6 C13 P2 109.20(19) . . ? Cl7 C13 Cl6 108.6(2) . . ? Cl7 C13 Cl8 108.9(2) . . ? Cl7 C13 P2 111.6(2) . . ? Cl8 C13 Cl6 108.6(2) . . ? Cl8 C13 P2 109.9(2) . . ? N4 C14 C15 110.0(4) . . ? N4 C14 C17 121.3(4) . . ? C15 C14 C17 128.7(4) . . ? C16 C15 C14 106.5(3) . . ? N5 C16 C15 106.1(3) . . ? N5 C16 C18 120.6(4) . . ? C15 C16 C18 133.3(4) . . ? N6 C19 C20 113.3(3) . . ? N6 C21 C22 113.4(3) . . ? N6 C23 C24 114.9(3) . . ? _database_code_depnum_ccdc_archive 'CCDC 942399' ####################################################################### # # 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_4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H16 Cl8 N4 O6 P2 Zn2, 2(C6 H16 N)' _chemical_formula_sum 'C24 H48 Cl8 N6 O6 P2 Zn2' _chemical_formula_weight 993.00 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' P P 0.1023 0.0942 '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 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.267(5) _cell_length_b 13.569(5) _cell_length_c 14.029(5) _cell_angle_alpha 87.780(5) _cell_angle_beta 70.635(5) _cell_angle_gamma 71.328(5) _cell_volume 2081.1(14) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9439 _cell_measurement_theta_min 2.30 _cell_measurement_theta_max 28.30 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.084 _exptl_crystal_size_mid 0.082 _exptl_crystal_size_min 0.078 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.585 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1016 _exptl_absorpt_coefficient_mu 1.786 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.861 _exptl_absorpt_correction_T_max 0.870 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71069 _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 14145 _diffrn_reflns_av_R_equivalents 0.0202 _diffrn_reflns_av_sigmaI/netI 0.0319 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 4.09 _diffrn_reflns_theta_max 25.03 _reflns_number_total 7279 _reflns_number_gt 6408 _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. ; _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^)+(0.0283P)^2^+1.2200P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7279 _refine_ls_number_parameters 449 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0325 _refine_ls_R_factor_gt 0.0262 _refine_ls_wR_factor_ref 0.0646 _refine_ls_wR_factor_gt 0.0620 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.058 _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 Zn1 Zn 0.34380(2) 0.452053(19) 0.480242(18) 0.01318(7) Uani 1 1 d . . . Zn2 Zn 0.65309(2) 0.856253(19) 0.008567(18) 0.01270(7) Uani 1 1 d . . . Cl1 Cl 0.20670(5) 0.37197(4) 0.55612(4) 0.01843(12) Uani 1 1 d . . . Cl2 Cl 0.26995(6) 0.80577(5) 0.46665(5) 0.02569(14) Uani 1 1 d . . . Cl3 Cl 0.32753(6) 0.87006(4) 0.63352(5) 0.02456(14) Uani 1 1 d . . . Cl4 Cl 0.11953(5) 0.80101(5) 0.67451(5) 0.02686(14) Uani 1 1 d . . . Cl5 Cl 0.78334(5) 0.69799(4) -0.05958(4) 0.02046(13) Uani 1 1 d . . . Cl6 Cl 0.75976(5) 1.12879(4) 0.00088(4) 0.02197(13) Uani 1 1 d . . . Cl7 Cl 0.90104(5) 1.04218(5) -0.20506(5) 0.02460(14) Uani 1 1 d . . . Cl8 Cl 0.72337(6) 1.24914(4) -0.16686(5) 0.02308(13) Uani 1 1 d . . . P1 P 0.36656(5) 0.64275(4) 0.59493(4) 0.01349(12) Uani 1 1 d . . . P2 P 0.63644(5) 1.06298(4) -0.12419(4) 0.01258(12) Uani 1 1 d . . . O1 O 0.30359(15) 0.58038(12) 0.55899(12) 0.0212(4) Uani 1 1 d . . . O2 O 0.35598(14) 0.63182(12) 0.70489(11) 0.0170(3) Uani 1 1 d . . . O3 O 0.49292(14) 0.63504(12) 0.52470(11) 0.0181(3) Uani 1 1 d . . . O4 O 0.68216(14) 0.95554(11) -0.09012(11) 0.0170(3) Uani 1 1 d . . . O5 O 0.51836(14) 1.13525(12) -0.05143(11) 0.0173(3) Uani 1 1 d . . . O6 O 0.63944(14) 1.06164(11) -0.23306(11) 0.0155(3) Uani 1 1 d . . . N1 N 0.34148(17) 0.47783(14) 0.33823(14) 0.0156(4) Uani 1 1 d . . . N2 N 0.43389(17) 0.41995(14) 0.25567(13) 0.0152(4) Uani 1 1 d . . . H2 H 0.5035 0.3795 0.2568 0.018 Uiso 1 1 calc R . . N3 N 0.24375(18) 0.49730(15) 0.80591(14) 0.0162(4) Uani 1 1 d . . . H3T H 0.284(2) 0.537(2) 0.7647(19) 0.019 Uiso 1 1 calc . . . N4 N 0.68271(17) 0.88269(14) 0.13701(14) 0.0160(4) Uani 1 1 d . . . N5 N 0.59721(18) 0.88183(14) 0.22894(13) 0.0156(4) Uani 1 1 d . . . H5 H 0.5228 0.8869 0.2377 0.019 Uiso 1 1 calc R . . N6 N 0.73228(17) 0.87611(15) 0.65528(14) 0.0161(4) Uani 1 1 d . . . H6T H 0.705(2) 0.940(2) 0.6898(19) 0.019 Uiso 1 1 calc . . . C1 C 0.2717(2) 0.77977(17) 0.59125(17) 0.0165(5) Uani 1 1 d . . . C2 C 0.2486(2) 0.52840(17) 0.30588(17) 0.0177(5) Uani 1 1 d . . . C3 C 0.2831(2) 0.50336(17) 0.20178(17) 0.0181(5) Uani 1 1 d . . . H3 H 0.2356 0.5281 0.1608 0.022 Uiso 1 1 calc R . . C4 C 0.4008(2) 0.43498(17) 0.17207(17) 0.0168(5) Uani 1 1 d . . . C5 C 0.1305(2) 0.5969(2) 0.37747(19) 0.0262(6) Uani 1 1 d . . . H5A H 0.0742 0.5584 0.3997 0.039 Uiso 1 1 calc R . . H5B H 0.0971 0.6560 0.3439 0.039 Uiso 1 1 calc R . . H5C H 0.1440 0.6204 0.4349 0.039 Uiso 1 1 calc R . . C6 C 0.4864(2) 0.38033(18) 0.07160(17) 0.0223(5) Uani 1 1 d . . . H6A H 0.5612 0.3359 0.0791 0.033 Uiso 1 1 calc R . . H6B H 0.5035 0.4310 0.0243 0.033 Uiso 1 1 calc R . . H6C H 0.4495 0.3390 0.0469 0.033 Uiso 1 1 calc R . . C7 C 0.3214(2) 0.38557(17) 0.77241(18) 0.0195(5) Uani 1 1 d . . . H7A H 0.3111 0.3659 0.7110 0.023 Uiso 1 1 calc R . . H7B H 0.2930 0.3414 0.8243 0.023 Uiso 1 1 calc R . . C8 C 0.4554(2) 0.3661(2) 0.7526(2) 0.0297(6) Uani 1 1 d . . . H8A H 0.4830 0.4127 0.7046 0.045 Uiso 1 1 calc R . . H8B H 0.5010 0.2953 0.7259 0.045 Uiso 1 1 calc R . . H8C H 0.4675 0.3779 0.8149 0.045 Uiso 1 1 calc R . . C9 C 0.2332(2) 0.52493(18) 0.91214(17) 0.0219(5) Uani 1 1 d . . . H9A H 0.3145 0.5083 0.9160 0.026 Uiso 1 1 calc R . . H9B H 0.1922 0.4825 0.9581 0.026 Uiso 1 1 calc R . . C10 C 0.1639(3) 0.63842(19) 0.94628(19) 0.0286(6) Uani 1 1 d . . . H10A H 0.1954 0.6810 0.8953 0.043 Uiso 1 1 calc R . . H10B H 0.1733 0.6545 1.0086 0.043 Uiso 1 1 calc R . . H10C H 0.0788 0.6521 0.9567 0.043 Uiso 1 1 calc R . . C11 C 0.1221(2) 0.52179(18) 0.79083(18) 0.0209(5) Uani 1 1 d . . . H11A H 0.1357 0.5161 0.7188 0.025 Uiso 1 1 calc R . . H11B H 0.0737 0.5935 0.8160 0.025 Uiso 1 1 calc R . . C12 C 0.0499(2) 0.4513(2) 0.8431(2) 0.0305(6) Uani 1 1 d . . . H12A H 0.0890 0.3825 0.8094 0.046 Uiso 1 1 calc R . . H12B H -0.0315 0.4786 0.8407 0.046 Uiso 1 1 calc R . . H12C H 0.0466 0.4481 0.9125 0.046 Uiso 1 1 calc R . . C13 C 0.7548(2) 1.12200(17) -0.12383(17) 0.0155(5) Uani 1 1 d . . . C14 C 0.7858(2) 0.87266(17) 0.15544(17) 0.0181(5) Uani 1 1 d . . . C15 C 0.7659(2) 0.86579(18) 0.25906(18) 0.0211(5) Uani 1 1 d . . . H15 H 0.8227 0.8585 0.2915 0.025 Uiso 1 1 calc R . . C16 C 0.6450(2) 0.87201(17) 0.30372(17) 0.0174(5) Uani 1 1 d . . . C17 C 0.9005(2) 0.8702(2) 0.0720(2) 0.0280(6) Uani 1 1 d . . . H17A H 0.8925 0.8587 0.0079 0.042 Uiso 1 1 calc R . . H17B H 0.9681 0.8148 0.0799 0.042 Uiso 1 1 calc R . . H17C H 0.9145 0.9356 0.0745 0.042 Uiso 1 1 calc R . . C18 C 0.5682(2) 0.8685(2) 0.41017(17) 0.0239(6) Uani 1 1 d . . . H18A H 0.4851 0.8825 0.4138 0.036 Uiso 1 1 calc R . . H18B H 0.5722 0.9201 0.4526 0.036 Uiso 1 1 calc R . . H18C H 0.5978 0.8006 0.4328 0.036 Uiso 1 1 calc R . . C19 C 0.6212(2) 0.84493(18) 0.66944(17) 0.0187(5) Uani 1 1 d . . . H19A H 0.6464 0.7782 0.6320 0.022 Uiso 1 1 calc R . . H19B H 0.5671 0.8959 0.6408 0.022 Uiso 1 1 calc R . . C20 C 0.5515(2) 0.83638(19) 0.77824(17) 0.0217(5) Uani 1 1 d . . . H20A H 0.6018 0.7813 0.8054 0.033 Uiso 1 1 calc R . . H20B H 0.4789 0.8213 0.7822 0.033 Uiso 1 1 calc R . . H20C H 0.5294 0.9011 0.8166 0.033 Uiso 1 1 calc R . . C21 C 0.7877(2) 0.89193(18) 0.54524(17) 0.0196(5) Uani 1 1 d . . . H21A H 0.7276 0.9463 0.5251 0.024 Uiso 1 1 calc R . . H21B H 0.8070 0.8281 0.5051 0.024 Uiso 1 1 calc R . . C22 C 0.9024(2) 0.9215(2) 0.52165(19) 0.0272(6) Uani 1 1 d . . . H22A H 0.8878 0.9778 0.5685 0.041 Uiso 1 1 calc R . . H22B H 0.9243 0.9430 0.4539 0.041 Uiso 1 1 calc R . . H22C H 0.9679 0.8624 0.5276 0.041 Uiso 1 1 calc R . . C23 C 0.8227(2) 0.80378(17) 0.69893(17) 0.0191(5) Uani 1 1 d . . . H23A H 0.8877 0.8325 0.6920 0.023 Uiso 1 1 calc R . . H23B H 0.7818 0.8013 0.7707 0.023 Uiso 1 1 calc R . . C24 C 0.8789(2) 0.69390(18) 0.65007(19) 0.0253(6) Uani 1 1 d . . . H24A H 0.8156 0.6640 0.6577 0.038 Uiso 1 1 calc R . . H24B H 0.9346 0.6527 0.6821 0.038 Uiso 1 1 calc R . . H24C H 0.9222 0.6950 0.5793 0.038 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.01262(14) 0.01290(14) 0.01427(13) -0.00051(10) -0.00466(10) -0.00418(10) Zn2 0.01393(14) 0.01208(13) 0.01236(13) 0.00104(9) -0.00524(10) -0.00375(10) Cl1 0.0183(3) 0.0212(3) 0.0186(3) 0.0000(2) -0.0052(2) -0.0109(2) Cl2 0.0293(4) 0.0248(3) 0.0256(3) 0.0060(2) -0.0167(3) -0.0051(3) Cl3 0.0316(4) 0.0175(3) 0.0289(3) -0.0008(2) -0.0114(3) -0.0122(2) Cl4 0.0130(3) 0.0245(3) 0.0354(4) -0.0013(3) -0.0037(3) -0.0003(2) Cl5 0.0240(3) 0.0133(3) 0.0186(3) 0.0004(2) -0.0060(2) 0.0001(2) Cl6 0.0260(3) 0.0226(3) 0.0227(3) -0.0013(2) -0.0135(3) -0.0092(2) Cl7 0.0142(3) 0.0257(3) 0.0301(3) -0.0060(2) -0.0026(2) -0.0057(2) Cl8 0.0271(3) 0.0158(3) 0.0297(3) 0.0059(2) -0.0102(3) -0.0112(2) P1 0.0118(3) 0.0108(3) 0.0173(3) 0.0008(2) -0.0051(2) -0.0028(2) P2 0.0137(3) 0.0118(3) 0.0138(3) 0.0006(2) -0.0051(2) -0.0057(2) O1 0.0188(9) 0.0162(8) 0.0279(9) -0.0047(7) -0.0065(7) -0.0053(7) O2 0.0128(8) 0.0179(8) 0.0186(8) 0.0031(6) -0.0042(7) -0.0043(6) O3 0.0134(8) 0.0184(8) 0.0194(8) 0.0034(6) -0.0046(7) -0.0023(6) O4 0.0224(9) 0.0142(8) 0.0171(8) 0.0039(6) -0.0077(7) -0.0085(7) O5 0.0146(9) 0.0188(8) 0.0184(8) -0.0034(6) -0.0039(7) -0.0066(6) O6 0.0162(9) 0.0158(8) 0.0160(8) 0.0007(6) -0.0068(7) -0.0056(6) N1 0.0153(10) 0.0151(10) 0.0167(10) 0.0015(7) -0.0053(8) -0.0058(8) N2 0.0167(10) 0.0134(9) 0.0148(10) -0.0001(7) -0.0043(8) -0.0047(8) N3 0.0166(11) 0.0161(10) 0.0157(10) 0.0001(8) -0.0054(8) -0.0047(8) N4 0.0179(11) 0.0150(10) 0.0156(10) 0.0007(7) -0.0071(8) -0.0041(8) N5 0.0193(11) 0.0143(10) 0.0137(10) 0.0014(7) -0.0067(8) -0.0047(8) N6 0.0163(10) 0.0179(10) 0.0151(10) 0.0014(8) -0.0052(8) -0.0070(8) C1 0.0135(12) 0.0169(12) 0.0196(12) -0.0005(9) -0.0067(10) -0.0045(9) C2 0.0160(12) 0.0160(12) 0.0234(13) 0.0033(9) -0.0077(10) -0.0071(9) C3 0.0195(13) 0.0177(12) 0.0215(12) 0.0067(9) -0.0120(10) -0.0074(9) C4 0.0232(13) 0.0153(12) 0.0173(12) 0.0036(9) -0.0092(10) -0.0111(10) C5 0.0194(14) 0.0273(14) 0.0282(14) 0.0012(11) -0.0086(11) -0.0021(11) C6 0.0264(14) 0.0223(13) 0.0186(12) 0.0004(10) -0.0066(11) -0.0092(10) C7 0.0234(13) 0.0127(12) 0.0228(13) 0.0008(9) -0.0083(10) -0.0058(10) C8 0.0232(14) 0.0195(13) 0.0446(17) -0.0030(11) -0.0111(12) -0.0043(10) C9 0.0294(15) 0.0223(13) 0.0162(12) 0.0010(9) -0.0082(10) -0.0106(11) C10 0.0388(17) 0.0234(14) 0.0209(13) -0.0036(10) -0.0051(12) -0.0110(12) C11 0.0175(13) 0.0217(13) 0.0216(13) -0.0033(10) -0.0058(10) -0.0039(10) C12 0.0206(14) 0.0331(15) 0.0371(16) -0.0019(12) -0.0046(12) -0.0127(11) C13 0.0153(12) 0.0134(11) 0.0178(12) -0.0004(9) -0.0056(9) -0.0046(9) C14 0.0176(13) 0.0154(12) 0.0214(12) -0.0016(9) -0.0077(10) -0.0040(9) C15 0.0218(14) 0.0206(12) 0.0255(13) -0.0006(10) -0.0159(11) -0.0043(10) C16 0.0220(13) 0.0143(11) 0.0188(12) -0.0010(9) -0.0132(10) -0.0029(9) C17 0.0211(14) 0.0312(15) 0.0331(15) -0.0001(11) -0.0111(12) -0.0082(11) C18 0.0280(15) 0.0261(14) 0.0172(12) 0.0002(10) -0.0111(11) -0.0044(11) C19 0.0195(13) 0.0197(12) 0.0204(12) 0.0008(9) -0.0095(10) -0.0080(10) C20 0.0234(14) 0.0227(13) 0.0218(13) 0.0018(10) -0.0057(11) -0.0130(10) C21 0.0237(14) 0.0197(12) 0.0159(12) 0.0034(9) -0.0079(10) -0.0066(10) C22 0.0249(15) 0.0282(14) 0.0274(14) 0.0076(11) -0.0076(11) -0.0091(11) C23 0.0222(13) 0.0190(12) 0.0171(12) 0.0015(9) -0.0100(10) -0.0044(10) C24 0.0302(15) 0.0197(13) 0.0265(14) 0.0007(10) -0.0146(12) -0.0034(11) _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 O1 1.9323(16) . ? Zn1 O3 1.9525(17) 2_666 ? Zn1 N1 2.017(2) . ? Zn1 Cl1 2.2440(9) . ? Zn2 O4 1.9221(16) . ? Zn2 O5 1.9519(18) 2_675 ? Zn2 N4 2.0188(19) . ? Zn2 Cl5 2.2422(9) . ? Cl2 C1 1.776(2) . ? Cl3 C1 1.785(2) . ? Cl4 C1 1.779(2) . ? Cl6 C13 1.777(2) . ? Cl7 C13 1.785(2) . ? Cl8 C13 1.771(2) . ? P1 O3 1.5085(18) . ? P1 O1 1.5089(17) . ? P1 O2 1.5102(17) . ? P1 C1 1.860(2) . ? P2 O4 1.5062(16) . ? P2 O5 1.5130(16) . ? P2 O6 1.5162(16) . ? P2 C13 1.871(2) . ? O3 Zn1 1.9525(17) 2_666 ? O5 Zn2 1.9518(18) 2_675 ? N1 C2 1.339(3) . ? N1 N2 1.369(3) . ? N2 C4 1.351(3) . ? N3 C7 1.503(3) . ? N3 C9 1.504(3) . ? N3 C11 1.506(3) . ? N4 C14 1.338(3) . ? N4 N5 1.369(3) . ? N5 C16 1.345(3) . ? N6 C19 1.503(3) . ? N6 C21 1.504(3) . ? N6 C23 1.509(3) . ? C2 C3 1.401(3) . ? C2 C5 1.489(3) . ? C3 C4 1.376(3) . ? C4 C6 1.497(3) . ? C7 C8 1.508(4) . ? C9 C10 1.507(3) . ? C11 C12 1.515(4) . ? C14 C15 1.396(3) . ? C14 C17 1.494(4) . ? C15 C16 1.381(4) . ? C16 C18 1.487(3) . ? C19 C20 1.503(3) . ? C21 C22 1.515(4) . ? C23 C24 1.509(3) . ? 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 O1 Zn1 O3 107.42(7) . 2_666 ? O1 Zn1 N1 111.89(7) . . ? O3 Zn1 N1 109.72(7) 2_666 . ? O1 Zn1 Cl1 109.08(6) . . ? O3 Zn1 Cl1 110.28(6) 2_666 . ? N1 Zn1 Cl1 108.45(6) . . ? O4 Zn2 O5 109.62(7) . 2_675 ? O4 Zn2 N4 113.75(7) . . ? O5 Zn2 N4 105.23(7) 2_675 . ? O4 Zn2 Cl5 108.07(5) . . ? O5 Zn2 Cl5 113.52(5) 2_675 . ? N4 Zn2 Cl5 106.72(6) . . ? O3 P1 O1 115.46(10) . . ? O3 P1 O2 114.37(9) . . ? O1 P1 O2 113.30(10) . . ? O3 P1 C1 104.51(10) . . ? O1 P1 C1 102.75(10) . . ? O2 P1 C1 104.60(9) . . ? O4 P2 O5 115.51(9) . . ? O4 P2 O6 113.09(8) . . ? O5 P2 O6 113.72(9) . . ? O4 P2 C13 103.11(10) . . ? O5 P2 C13 104.47(10) . . ? O6 P2 C13 105.34(9) . . ? P1 O1 Zn1 139.51(10) . . ? P1 O3 Zn1 132.73(10) . 2_666 ? P2 O4 Zn2 147.73(10) . . ? P2 O5 Zn2 134.94(10) . 2_675 ? C2 N1 N2 106.45(18) . . ? C2 N1 Zn1 130.12(16) . . ? N2 N1 Zn1 121.48(14) . . ? C4 N2 N1 110.78(18) . . ? C7 N3 C9 111.23(18) . . ? C7 N3 C11 111.44(17) . . ? C9 N3 C11 113.46(18) . . ? C14 N4 N5 106.07(18) . . ? C14 N4 Zn2 131.44(16) . . ? N5 N4 Zn2 119.54(14) . . ? C16 N5 N4 111.0(2) . . ? C19 N6 C21 109.10(17) . . ? C19 N6 C23 113.89(18) . . ? C21 N6 C23 113.52(18) . . ? Cl2 C1 Cl4 109.29(12) . . ? Cl2 C1 Cl3 108.88(13) . . ? Cl4 C1 Cl3 107.25(12) . . ? Cl2 C1 P1 110.84(12) . . ? Cl4 C1 P1 109.31(12) . . ? Cl3 C1 P1 111.19(12) . . ? N1 C2 C3 109.3(2) . . ? N1 C2 C5 120.9(2) . . ? C3 C2 C5 129.8(2) . . ? C4 C3 C2 106.6(2) . . ? N2 C4 C3 106.82(19) . . ? N2 C4 C6 121.1(2) . . ? C3 C4 C6 132.1(2) . . ? N3 C7 C8 113.28(19) . . ? N3 C9 C10 113.14(19) . . ? N3 C11 C12 114.0(2) . . ? Cl8 C13 Cl6 108.90(12) . . ? Cl8 C13 Cl7 108.67(12) . . ? Cl6 C13 Cl7 108.61(12) . . ? Cl8 C13 P2 111.46(12) . . ? Cl6 C13 P2 109.79(12) . . ? Cl7 C13 P2 109.36(12) . . ? N4 C14 C15 109.8(2) . . ? N4 C14 C17 121.4(2) . . ? C15 C14 C17 128.8(2) . . ? C16 C15 C14 106.3(2) . . ? N5 C16 C15 106.8(2) . . ? N5 C16 C18 120.2(2) . . ? C15 C16 C18 133.0(2) . . ? N6 C19 C20 113.81(18) . . ? N6 C21 C22 113.69(19) . . ? C24 C23 N6 114.40(19) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.418 _refine_diff_density_min -0.309 _refine_diff_density_rms 0.070 _database_code_depnum_ccdc_archive 'CCDC 942400'