# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Zhengbo Han' _publ_contact_author_email CESHZB@LNU.EDU.CN _publ_section_title ; Two 3D chiral coordination polymers with 4-connected 66 topological net: synthesis, structure and magnetic properties ; loop_ _publ_author_name 'Zhengbo Han' 'Jianwei Ji' 'Liguo Yang' 'Guoxin Zhang' #========================== data_2 _database_code_depnum_ccdc_archive 'CCDC 714701' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H14 Cu N4 O5' _chemical_formula_weight 525.95 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M P4(3)2(1)2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y+1/2, x+1/2, z+3/4' 'y+1/2, -x+1/2, z+1/4' '-x+1/2, y+1/2, -z+3/4' 'x+1/2, -y+1/2, -z+1/4' 'y, x, -z' '-y, -x, -z+1/2' _cell_length_a 11.624(2) _cell_length_b 11.624(2) _cell_length_c 30.720(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4150.6(15) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 23 _cell_measurement_theta_min 4.83 _cell_measurement_theta_max 16.36 _exptl_crystal_description Block _exptl_crystal_colour Green _exptl_crystal_size_max 0.47 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.34 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.683 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2136 _exptl_absorpt_coefficient_mu 1.104 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.6255 _exptl_absorpt_correction_T_max 0.7019 _exptl_absorpt_process_details ; 'semi-empirical absorption based on psi-scan(North, et al. 1968)' ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 P4 diffractometer' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 5721 _diffrn_reflns_av_R_equivalents 0.0724 _diffrn_reflns_av_sigmaI/netI 0.0751 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 1 _diffrn_reflns_limit_l_min -1 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4093 _reflns_number_gt 3450 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker XSCANS' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 2001)' _computing_publication_material 'SHELXTL (Bruker, 2001)' _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^)+(0.0618P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.02(2) _refine_ls_number_reflns 4093 _refine_ls_number_parameters 325 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0631 _refine_ls_R_factor_gt 0.0480 _refine_ls_wR_factor_ref 0.1193 _refine_ls_wR_factor_gt 0.1091 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _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 0.87779(4) 0.04910(5) 0.030786(17) 0.02605(16) Uani 1 1 d . . . C1 C 0.8692(4) -0.1374(5) 0.09862(16) 0.0429(12) Uani 1 1 d . . . H1A H 0.9347 -0.1042 0.1106 0.051 Uiso 1 1 calc R . . C2 C 0.8235(5) -0.2359(5) 0.11802(18) 0.0523(15) Uani 1 1 d . . . H2A H 0.8587 -0.2679 0.1424 0.063 Uiso 1 1 calc R . . C3 C 0.7260(5) -0.2851(5) 0.10079(16) 0.0414(12) Uani 1 1 d . . . H3A H 0.6946 -0.3506 0.1134 0.050 Uiso 1 1 calc R . . C4 C 0.6746(4) -0.2360(4) 0.06426(14) 0.0288(10) Uani 1 1 d . . . C5 C 0.5719(4) -0.2819(4) 0.04370(14) 0.0260(10) Uani 1 1 d . . . C6 C 0.4314(4) -0.4182(4) 0.04054(16) 0.0354(11) Uani 1 1 d . . . C7 C 0.3774(5) -0.5186(5) 0.05727(18) 0.0508(15) Uani 1 1 d . . . H7A H 0.4066 -0.5545 0.0820 0.061 Uiso 1 1 calc R . . C8 C 0.2831(6) -0.5618(5) 0.03705(19) 0.0616(18) Uani 1 1 d . . . H8A H 0.2469 -0.6267 0.0483 0.074 Uiso 1 1 calc R . . C9 C 0.2392(6) -0.5091(6) -0.0010(2) 0.0639(19) Uani 1 1 d . . . H9A H 0.1753 -0.5407 -0.0147 0.077 Uiso 1 1 calc R . . C10 C 0.2884(5) -0.4137(5) -0.0176(2) 0.0531(16) Uani 1 1 d . . . H10A H 0.2581 -0.3802 -0.0426 0.064 Uiso 1 1 calc R . . C11 C 0.3850(4) -0.3646(4) 0.00245(16) 0.0381(11) Uani 1 1 d . . . C12 C 0.5258(4) -0.2272(4) 0.00600(15) 0.0275(10) Uani 1 1 d . . . C13 C 0.5800(4) -0.1232(4) -0.01100(14) 0.0285(10) Uani 1 1 d . . . C14 C 0.5370(5) -0.0632(5) -0.04697(18) 0.0486(14) Uani 1 1 d . . . H14A H 0.4705 -0.0879 -0.0610 0.058 Uiso 1 1 calc R . . C15 C 0.5948(6) 0.0325(5) -0.0612(2) 0.0590(18) Uani 1 1 d . . . H15A H 0.5680 0.0734 -0.0852 0.071 Uiso 1 1 calc R . . C16 C 0.6944(5) 0.0685(5) -0.03944(16) 0.0451(14) Uani 1 1 d . . . H16A H 0.7324 0.1341 -0.0490 0.054 Uiso 1 1 calc R . . C17 C 0.6776(4) -0.0822(4) 0.00880(14) 0.0248(10) Uani 1 1 d . . . C18 C 0.7260(4) -0.1391(4) 0.04663(13) 0.0250(9) Uani 1 1 d . . . C19 C 0.9960(4) 0.1348(4) -0.04226(13) 0.0272(10) Uani 1 1 d . . . C20 C 1.0487(4) 0.2323(4) -0.06813(13) 0.0254(9) Uani 1 1 d . . . C21 C 1.0027(4) 0.3420(4) -0.06434(14) 0.0246(9) Uani 1 1 d . . . H21A H 0.9391 0.3553 -0.0467 0.030 Uiso 1 1 calc R . . C22 C 1.0532(4) 0.4318(3) -0.08739(13) 0.0231(9) Uani 1 1 d . . . C23 C 1.1481(4) 0.4111(4) -0.11362(14) 0.0240(9) Uani 1 1 d . . . H23A H 1.1813 0.4713 -0.1291 0.029 Uiso 1 1 calc R . . C24 C 1.1935(4) 0.3015(4) -0.11688(14) 0.0241(9) Uani 1 1 d . . . C25 C 1.1427(4) 0.2107(4) -0.09411(14) 0.0267(9) Uani 1 1 d . . . H25A H 1.1721 0.1366 -0.0965 0.032 Uiso 1 1 calc R . . C26 C 1.3000(4) 0.2806(4) -0.14446(14) 0.0275(10) Uani 1 1 d . . . N1 N 0.8218(3) -0.0894(3) 0.06340(12) 0.0287(8) Uani 1 1 d . . . N2 N 0.7359(3) 0.0115(3) -0.00552(12) 0.0278(8) Uani 1 1 d . . . N3 N 0.5245(3) -0.3757(3) 0.06042(12) 0.0340(9) Uani 1 1 d . . . N4 N 0.4329(4) -0.2683(3) -0.01401(13) 0.0362(9) Uani 1 1 d . . . O1 O 0.9320(3) 0.1611(3) -0.01087(11) 0.0407(9) Uani 1 1 d . . . O2 O 1.0217(3) 0.0355(3) -0.05387(11) 0.0423(9) Uani 1 1 d . . . O3 O 1.3253(3) 0.3559(3) -0.17146(11) 0.0445(10) Uani 1 1 d . . . O4 O 1.3527(3) 0.1892(3) -0.13805(12) 0.0454(9) Uani 1 1 d . . . O5 O 1.0051(3) 0.5383(3) -0.08267(11) 0.0368(8) Uani 1 1 d . . . H5A H 1.0498 0.5873 -0.0919 0.055 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 Cu1 0.0223(3) 0.0264(3) 0.0295(3) -0.0018(2) 0.0041(2) -0.0072(2) C1 0.034(3) 0.052(3) 0.043(3) 0.011(3) -0.011(2) -0.018(2) C2 0.047(3) 0.063(4) 0.048(3) 0.021(3) -0.018(3) -0.017(3) C3 0.040(3) 0.045(3) 0.039(3) 0.014(3) -0.009(2) -0.010(2) C4 0.027(2) 0.030(2) 0.030(2) 0.000(2) 0.002(2) -0.002(2) C5 0.021(2) 0.026(2) 0.031(2) -0.0025(18) 0.0026(18) -0.0010(17) C6 0.031(3) 0.032(3) 0.043(3) -0.002(2) -0.003(2) -0.011(2) C7 0.062(4) 0.046(3) 0.044(3) 0.008(3) -0.009(3) -0.023(3) C8 0.066(4) 0.050(4) 0.069(4) 0.011(3) -0.008(3) -0.039(3) C9 0.054(4) 0.072(4) 0.065(4) 0.000(4) -0.019(3) -0.036(3) C10 0.043(3) 0.057(4) 0.060(4) 0.008(3) -0.019(3) -0.024(3) C11 0.034(3) 0.036(3) 0.045(3) -0.001(2) -0.004(2) -0.007(2) C12 0.025(2) 0.027(2) 0.031(2) -0.0002(19) -0.0005(19) -0.0041(19) C13 0.026(2) 0.026(2) 0.034(2) -0.001(2) -0.0037(18) -0.0017(19) C14 0.050(3) 0.041(3) 0.055(3) 0.013(3) -0.026(3) -0.016(3) C15 0.074(4) 0.049(4) 0.055(3) 0.029(3) -0.037(3) -0.024(3) C16 0.049(3) 0.042(3) 0.044(3) 0.008(3) -0.011(3) -0.015(3) C17 0.024(2) 0.026(2) 0.025(2) -0.0029(18) 0.0028(18) -0.0023(18) C18 0.020(2) 0.028(2) 0.027(2) -0.0063(18) 0.0017(17) 0.0014(18) C19 0.030(2) 0.023(2) 0.029(2) 0.0005(18) 0.0008(18) -0.0060(18) C20 0.024(2) 0.020(2) 0.032(2) 0.0023(18) 0.003(2) -0.0045(18) C21 0.020(2) 0.023(2) 0.031(2) -0.0004(18) 0.0049(19) -0.0004(17) C22 0.024(2) 0.018(2) 0.027(2) -0.0008(17) 0.0006(19) 0.0023(18) C23 0.025(2) 0.019(2) 0.028(2) 0.0010(17) 0.0046(18) -0.0031(17) C24 0.027(2) 0.020(2) 0.026(2) -0.0021(18) 0.0027(18) 0.0000(19) C25 0.028(3) 0.018(2) 0.034(2) -0.0008(18) 0.005(2) 0.0010(18) C26 0.029(2) 0.024(2) 0.030(2) -0.005(2) 0.002(2) -0.0023(19) N1 0.0211(19) 0.034(2) 0.031(2) 0.0003(17) -0.0006(16) -0.0055(16) N2 0.028(2) 0.030(2) 0.0254(19) 0.0004(17) -0.0029(16) -0.0035(16) N3 0.033(2) 0.035(2) 0.0341(19) 0.0042(19) -0.0007(17) -0.0076(18) N4 0.031(2) 0.034(2) 0.043(2) 0.0003(18) -0.0098(19) -0.0066(18) O1 0.042(2) 0.0305(17) 0.050(2) 0.0069(16) 0.0216(18) -0.0047(16) O2 0.067(3) 0.0192(17) 0.0409(18) 0.0026(15) 0.0050(18) -0.0092(16) O3 0.043(2) 0.043(2) 0.048(2) 0.0190(18) 0.0236(17) 0.0089(17) O4 0.039(2) 0.0268(18) 0.070(2) 0.0035(17) 0.0227(19) 0.0116(15) O5 0.0343(17) 0.0183(15) 0.058(2) 0.0028(16) 0.0184(16) 0.0023(14) _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 O1 1.931(3) . ? Cu1 O2 1.991(3) 7_645 ? Cu1 N1 2.004(4) . ? Cu1 N2 2.039(4) . ? Cu1 O3 2.085(3) 4_565 ? C1 N1 1.336(6) . ? C1 C2 1.395(7) . ? C1 H1A 0.9300 . ? C2 C3 1.376(7) . ? C2 H2A 0.9300 . ? C3 C4 1.393(6) . ? C3 H3A 0.9300 . ? C4 C18 1.386(6) . ? C4 C5 1.452(6) . ? C5 N3 1.326(6) . ? C5 C12 1.426(6) . ? C6 N3 1.337(6) . ? C6 C7 1.421(7) . ? C6 C11 1.431(7) . ? C7 C8 1.357(8) . ? C7 H7A 0.9300 . ? C8 C9 1.415(9) . ? C8 H8A 0.9300 . ? C9 C10 1.348(8) . ? C9 H9A 0.9300 . ? C10 C11 1.401(7) . ? C10 H10A 0.9300 . ? C11 N4 1.349(6) . ? C12 N4 1.331(6) . ? C12 C13 1.460(6) . ? C13 C17 1.373(6) . ? C13 C14 1.399(7) . ? C14 C15 1.372(7) . ? C14 H14A 0.9300 . ? C15 C16 1.401(7) . ? C15 H15A 0.9300 . ? C16 N2 1.326(6) . ? C16 H16A 0.9300 . ? C17 N2 1.356(6) . ? C17 C18 1.451(6) . ? C18 N1 1.356(5) . ? C19 O2 1.245(5) . ? C19 O1 1.255(5) . ? C19 C20 1.514(6) . ? C20 C25 1.376(6) . ? C20 C21 1.388(6) . ? C21 C22 1.392(6) . ? C21 H21A 0.9300 . ? C22 O5 1.366(5) . ? C22 C23 1.387(6) . ? C23 C24 1.382(6) . ? C23 H23A 0.9300 . ? C24 C25 1.397(6) . ? C24 C26 1.520(6) . ? C25 H25A 0.9300 . ? C26 O4 1.242(5) . ? C26 O3 1.241(5) . ? O2 Cu1 1.991(3) 7_645 ? O3 Cu1 2.085(3) 3_644 ? O5 H5A 0.8200 . ? 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 Cu1 O2 92.50(15) . 7_645 ? O1 Cu1 N1 168.07(15) . . ? O2 Cu1 N1 89.54(15) 7_645 . ? O1 Cu1 N2 92.65(14) . . ? O2 Cu1 N2 154.87(16) 7_645 . ? N1 Cu1 N2 80.71(15) . . ? O1 Cu1 O3 91.94(15) . 4_565 ? O2 Cu1 O3 88.50(15) 7_645 4_565 ? N1 Cu1 O3 99.86(15) . 4_565 ? N2 Cu1 O3 115.88(15) . 4_565 ? N1 C1 C2 122.1(5) . . ? N1 C1 H1A 118.9 . . ? C2 C1 H1A 118.9 . . ? C3 C2 C1 119.4(5) . . ? C3 C2 H2A 120.3 . . ? C1 C2 H2A 120.3 . . ? C2 C3 C4 119.5(5) . . ? C2 C3 H3A 120.2 . . ? C4 C3 H3A 120.2 . . ? C18 C4 C3 117.6(4) . . ? C18 C4 C5 118.9(4) . . ? C3 C4 C5 123.5(4) . . ? N3 C5 C12 121.7(4) . . ? N3 C5 C4 118.4(4) . . ? C12 C5 C4 119.9(4) . . ? N3 C6 C7 119.7(4) . . ? N3 C6 C11 121.2(4) . . ? C7 C6 C11 119.1(4) . . ? C8 C7 C6 119.7(5) . . ? C8 C7 H7A 120.1 . . ? C6 C7 H7A 120.1 . . ? C7 C8 C9 120.6(5) . . ? C7 C8 H8A 119.7 . . ? C9 C8 H8A 119.7 . . ? C10 C9 C8 121.1(5) . . ? C10 C9 H9A 119.5 . . ? C8 C9 H9A 119.5 . . ? C9 C10 C11 120.6(5) . . ? C9 C10 H10A 119.7 . . ? C11 C10 H10A 119.7 . . ? N4 C11 C10 120.2(5) . . ? N4 C11 C6 120.8(4) . . ? C10 C11 C6 119.0(5) . . ? N4 C12 C5 121.3(4) . . ? N4 C12 C13 118.8(4) . . ? C5 C12 C13 119.8(4) . . ? C17 C13 C14 118.2(4) . . ? C17 C13 C12 119.0(4) . . ? C14 C13 C12 122.7(4) . . ? C15 C14 C13 118.7(5) . . ? C15 C14 H14A 120.6 . . ? C13 C14 H14A 120.6 . . ? C14 C15 C16 119.7(5) . . ? C14 C15 H15A 120.2 . . ? C16 C15 H15A 120.2 . . ? N2 C16 C15 121.8(5) . . ? N2 C16 H16A 119.1 . . ? C15 C16 H16A 119.1 . . ? N2 C17 C13 123.2(4) . . ? N2 C17 C18 115.6(4) . . ? C13 C17 C18 121.2(4) . . ? N1 C18 C4 123.5(4) . . ? N1 C18 C17 115.4(4) . . ? C4 C18 C17 121.1(4) . . ? O2 C19 O1 126.0(4) . . ? O2 C19 C20 116.5(4) . . ? O1 C19 C20 117.5(4) . . ? C25 C20 C21 121.5(4) . . ? C25 C20 C19 119.3(4) . . ? C21 C20 C19 119.2(4) . . ? C20 C21 C22 119.0(4) . . ? C20 C21 H21A 120.5 . . ? C22 C21 H21A 120.5 . . ? O5 C22 C23 123.0(4) . . ? O5 C22 C21 117.0(4) . . ? C23 C22 C21 120.0(4) . . ? C24 C23 C22 120.4(4) . . ? C24 C23 H23A 119.8 . . ? C22 C23 H23A 119.8 . . ? C23 C24 C25 119.9(4) . . ? C23 C24 C26 119.9(4) . . ? C25 C24 C26 120.1(4) . . ? C20 C25 C24 119.2(4) . . ? C20 C25 H25A 120.4 . . ? C24 C25 H25A 120.4 . . ? O4 C26 O3 126.3(4) . . ? O4 C26 C24 116.7(4) . . ? O3 C26 C24 116.9(4) . . ? C1 N1 C18 117.9(4) . . ? C1 N1 Cu1 127.4(3) . . ? C18 N1 Cu1 114.7(3) . . ? C16 N2 C17 118.3(4) . . ? C16 N2 Cu1 128.1(3) . . ? C17 N2 Cu1 113.5(3) . . ? C5 N3 C6 117.6(4) . . ? C12 N4 C11 117.4(4) . . ? C19 O1 Cu1 122.6(3) . . ? C19 O2 Cu1 142.2(3) . 7_645 ? C26 O3 Cu1 136.2(3) . 3_644 ? C22 O5 H5A 109.5 . . ? 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 N1 C1 C2 C3 -0.6(9) . . . . ? C1 C2 C3 C4 0.1(9) . . . . ? C2 C3 C4 C18 0.6(8) . . . . ? C2 C3 C4 C5 179.8(5) . . . . ? C18 C4 C5 N3 178.9(4) . . . . ? C3 C4 C5 N3 -0.2(7) . . . . ? C18 C4 C5 C12 0.0(6) . . . . ? C3 C4 C5 C12 -179.1(5) . . . . ? N3 C6 C7 C8 -179.9(6) . . . . ? C11 C6 C7 C8 -0.1(9) . . . . ? C6 C7 C8 C9 1.1(10) . . . . ? C7 C8 C9 C10 -1.2(11) . . . . ? C8 C9 C10 C11 0.2(11) . . . . ? C9 C10 C11 N4 -179.1(6) . . . . ? C9 C10 C11 C6 0.8(9) . . . . ? N3 C6 C11 N4 -1.1(8) . . . . ? C7 C6 C11 N4 179.0(5) . . . . ? N3 C6 C11 C10 178.9(5) . . . . ? C7 C6 C11 C10 -0.9(8) . . . . ? N3 C5 C12 N4 0.0(7) . . . . ? C4 C5 C12 N4 178.9(4) . . . . ? N3 C5 C12 C13 179.2(4) . . . . ? C4 C5 C12 C13 -1.9(6) . . . . ? N4 C12 C13 C17 -178.2(4) . . . . ? C5 C12 C13 C17 2.5(6) . . . . ? N4 C12 C13 C14 1.4(7) . . . . ? C5 C12 C13 C14 -177.9(5) . . . . ? C17 C13 C14 C15 0.9(8) . . . . ? C12 C13 C14 C15 -178.8(6) . . . . ? C13 C14 C15 C16 -0.4(10) . . . . ? C14 C15 C16 N2 0.9(10) . . . . ? C14 C13 C17 N2 -1.8(7) . . . . ? C12 C13 C17 N2 177.8(4) . . . . ? C14 C13 C17 C18 179.1(4) . . . . ? C12 C13 C17 C18 -1.2(6) . . . . ? C3 C4 C18 N1 -0.9(7) . . . . ? C5 C4 C18 N1 179.8(4) . . . . ? C3 C4 C18 C17 -179.5(4) . . . . ? C5 C4 C18 C17 1.2(6) . . . . ? N2 C17 C18 N1 1.6(6) . . . . ? C13 C17 C18 N1 -179.3(4) . . . . ? N2 C17 C18 C4 -179.7(4) . . . . ? C13 C17 C18 C4 -0.6(6) . . . . ? O2 C19 C20 C25 -17.4(6) . . . . ? O1 C19 C20 C25 161.6(4) . . . . ? O2 C19 C20 C21 164.0(4) . . . . ? O1 C19 C20 C21 -16.9(6) . . . . ? C25 C20 C21 C22 -0.1(7) . . . . ? C19 C20 C21 C22 178.5(4) . . . . ? C20 C21 C22 O5 -179.9(4) . . . . ? C20 C21 C22 C23 0.0(6) . . . . ? O5 C22 C23 C24 179.5(4) . . . . ? C21 C22 C23 C24 -0.4(6) . . . . ? C22 C23 C24 C25 0.9(7) . . . . ? C22 C23 C24 C26 -177.9(4) . . . . ? C21 C20 C25 C24 0.6(7) . . . . ? C19 C20 C25 C24 -178.0(4) . . . . ? C23 C24 C25 C20 -0.9(6) . . . . ? C26 C24 C25 C20 177.8(4) . . . . ? C23 C24 C26 O4 163.1(4) . . . . ? C25 C24 C26 O4 -15.6(6) . . . . ? C23 C24 C26 O3 -17.6(6) . . . . ? C25 C24 C26 O3 163.7(4) . . . . ? C2 C1 N1 C18 0.3(8) . . . . ? C2 C1 N1 Cu1 -178.5(4) . . . . ? C4 C18 N1 C1 0.5(7) . . . . ? C17 C18 N1 C1 179.2(4) . . . . ? C4 C18 N1 Cu1 179.5(4) . . . . ? C17 C18 N1 Cu1 -1.9(5) . . . . ? O1 Cu1 N1 C1 123.3(7) . . . . ? O2 Cu1 N1 C1 23.4(4) 7_645 . . . ? N2 Cu1 N1 C1 -179.9(4) . . . . ? O3 Cu1 N1 C1 -65.0(4) 4_565 . . . ? O1 Cu1 N1 C18 -55.6(9) . . . . ? O2 Cu1 N1 C18 -155.5(3) 7_645 . . . ? N2 Cu1 N1 C18 1.2(3) . . . . ? O3 Cu1 N1 C18 116.1(3) 4_565 . . . ? C15 C16 N2 C17 -1.8(8) . . . . ? C15 C16 N2 Cu1 -179.6(5) . . . . ? C13 C17 N2 C16 2.3(7) . . . . ? C18 C17 N2 C16 -178.6(4) . . . . ? C13 C17 N2 Cu1 -179.6(3) . . . . ? C18 C17 N2 Cu1 -0.5(5) . . . . ? O1 Cu1 N2 C16 -12.5(5) . . . . ? O2 Cu1 N2 C16 -114.1(5) 7_645 . . . ? N1 Cu1 N2 C16 177.5(5) . . . . ? O3 Cu1 N2 C16 81.0(5) 4_565 . . . ? O1 Cu1 N2 C17 169.7(3) . . . . ? O2 Cu1 N2 C17 68.1(5) 7_645 . . . ? N1 Cu1 N2 C17 -0.4(3) . . . . ? O3 Cu1 N2 C17 -96.9(3) 4_565 . . . ? C12 C5 N3 C6 0.3(6) . . . . ? C4 C5 N3 C6 -178.6(4) . . . . ? C7 C6 N3 C5 -179.9(5) . . . . ? C11 C6 N3 C5 0.3(7) . . . . ? C5 C12 N4 C11 -0.8(7) . . . . ? C13 C12 N4 C11 179.9(5) . . . . ? C10 C11 N4 C12 -178.7(5) . . . . ? C6 C11 N4 C12 1.4(7) . . . . ? O2 C19 O1 Cu1 8.9(7) . . . . ? C20 C19 O1 Cu1 -170.0(3) . . . . ? O2 Cu1 O1 C19 66.6(4) 7_645 . . . ? N1 Cu1 O1 C19 -33.0(9) . . . . ? N2 Cu1 O1 C19 -88.8(4) . . . . ? O3 Cu1 O1 C19 155.2(4) 4_565 . . . ? O1 C19 O2 Cu1 -32.3(8) . . . 7_645 ? C20 C19 O2 Cu1 146.7(4) . . . 7_645 ? O4 C26 O3 Cu1 2.1(8) . . . 3_644 ? C24 C26 O3 Cu1 -177.2(3) . . . 3_644 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.464 _refine_diff_density_min -0.550 _refine_diff_density_rms 0.091 #End of Crystallographic Information File # Attachment 'ZBHAN090716-revised.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 714702' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H14 Co N4 O5' _chemical_formula_weight 521.34 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M P4(3)2(1)2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y+1/2, x+1/2, z+3/4' 'y+1/2, -x+1/2, z+1/4' '-x+1/2, y+1/2, -z+3/4' 'x+1/2, -y+1/2, -z+1/4' 'y, x, -z' '-y, -x, -z+1/2' _cell_length_a 11.6004(13) _cell_length_b 11.6004(13) _cell_length_c 31.419(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4228.0(10) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 27 _cell_measurement_theta_min 2.60 _cell_measurement_theta_max 13.57 _exptl_crystal_description Block _exptl_crystal_colour red _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.638 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2120 _exptl_absorpt_coefficient_mu 0.863 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.7436 _exptl_absorpt_correction_T_max 0.8772 _exptl_absorpt_process_details ; 'semi-empirical absorption based on psi-scan(North, et al. 1968)' ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 P4 diffractometer' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 6668 _diffrn_reflns_av_R_equivalents 0.0357 _diffrn_reflns_av_sigmaI/netI 0.0507 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -1 _diffrn_reflns_limit_l_max 40 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 27.50 _reflns_number_total 4849 _reflns_number_gt 4162 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker XSCANS' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 2001)' _computing_publication_material 'SHELXTL (Bruker, 2001)' _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^)+(0.0304P)^2^+1.3137P] 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 -0.011(15) _refine_ls_number_reflns 4849 _refine_ls_number_parameters 325 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0493 _refine_ls_R_factor_gt 0.0370 _refine_ls_wR_factor_ref 0.0857 _refine_ls_wR_factor_gt 0.0786 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.051 _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 Co1 Co 0.11903(3) 0.94012(3) 0.035648(11) 0.02681(9) Uani 1 1 d . . . C1 C -0.1425(2) 1.0051(2) 0.04004(8) 0.0283(6) Uani 1 1 d . . . C2 C -0.2355(2) 0.9528(2) 0.06706(8) 0.0260(5) Uani 1 1 d . . . C3 C -0.2123(2) 0.8585(2) 0.09295(8) 0.0277(6) Uani 1 1 d . . . H3A H -0.1379 0.8290 0.0948 0.033 Uiso 1 1 calc R . . C4 C -0.3019(2) 0.8084(2) 0.11622(8) 0.0249(6) Uani 1 1 d . . . C5 C -0.4114(2) 0.8553(2) 0.11458(8) 0.0256(6) Uani 1 1 d . . . H5A H -0.4704 0.8228 0.1307 0.031 Uiso 1 1 calc R . . C6 C -0.4339(2) 0.9504(2) 0.08909(8) 0.0262(5) Uani 1 1 d . . . C7 C -0.3459(2) 0.9985(2) 0.06511(9) 0.0271(6) Uani 1 1 d . . . H7A H -0.3609 1.0616 0.0477 0.032 Uiso 1 1 calc R . . C8 C -0.2791(2) 0.7025(2) 0.14296(9) 0.0295(6) Uani 1 1 d . . . C9 C 0.1377(3) 1.1395(3) 0.10222(10) 0.0457(8) Uani 1 1 d . . . H9A H 0.0729 1.1066 0.1147 0.055 Uiso 1 1 calc R . . C10 C 0.1858(3) 1.2388(3) 0.12059(12) 0.0562(10) Uani 1 1 d . . . H10A H 0.1532 1.2709 0.1449 0.067 Uiso 1 1 calc R . . C11 C 0.2812(3) 1.2879(3) 0.10249(11) 0.0467(8) Uani 1 1 d . . . H11A H 0.3141 1.3534 0.1145 0.056 Uiso 1 1 calc R . . C12 C 0.3288(2) 1.2389(2) 0.06583(9) 0.0305(6) Uani 1 1 d . . . C13 C 0.4299(2) 1.2853(2) 0.04449(9) 0.0302(6) Uani 1 1 d . . . C14 C 0.5726(3) 1.4212(3) 0.03998(10) 0.0398(7) Uani 1 1 d . . . C15 C 0.6296(3) 1.5204(3) 0.05577(11) 0.0551(10) Uani 1 1 d . . . H15A H 0.6022 1.5571 0.0801 0.066 Uiso 1 1 calc R . . C16 C 0.7235(4) 1.5616(4) 0.03560(13) 0.0703(12) Uani 1 1 d . . . H16A H 0.7619 1.6254 0.0466 0.084 Uiso 1 1 calc R . . C17 C 0.7641(4) 1.5089(4) -0.00191(14) 0.0715(13) Uani 1 1 d . . . H17A H 0.8277 1.5398 -0.0158 0.086 Uiso 1 1 calc R . . C18 C 0.7120(3) 1.4138(3) -0.01808(12) 0.0590(11) Uani 1 1 d . . . H18A H 0.7403 1.3800 -0.0428 0.071 Uiso 1 1 calc R . . C19 C 0.6157(3) 1.3664(3) 0.00235(10) 0.0407(7) Uani 1 1 d . . . C20 C 0.4730(2) 1.2310(2) 0.00706(9) 0.0304(6) Uani 1 1 d . . . C21 C 0.4162(2) 1.1275(3) -0.00919(8) 0.0327(6) Uani 1 1 d . . . C22 C 0.4532(3) 1.0699(3) -0.04588(10) 0.0543(9) Uani 1 1 d . . . H22A H 0.5175 1.0958 -0.0608 0.065 Uiso 1 1 calc R . . C23 C 0.3934(4) 0.9749(4) -0.05958(11) 0.0648(12) Uani 1 1 d . . . H23A H 0.4168 0.9356 -0.0839 0.078 Uiso 1 1 calc R . . C24 C 0.2982(3) 0.9379(3) -0.03691(10) 0.0497(8) Uani 1 1 d . . . H24A H 0.2586 0.8733 -0.0465 0.060 Uiso 1 1 calc R . . C25 C 0.3196(2) 1.0846(2) 0.01167(8) 0.0272(6) Uani 1 1 d . . . C26 C 0.2752(2) 1.1404(2) 0.04984(8) 0.0270(6) Uani 1 1 d . . . N1 N 0.18165(19) 1.09110(19) 0.06755(7) 0.0303(5) Uani 1 1 d . . . N2 N 0.2607(2) 0.9906(2) -0.00195(7) 0.0330(5) Uani 1 1 d . . . N3 N 0.4790(2) 1.3793(2) 0.06051(8) 0.0371(6) Uani 1 1 d . . . N4 N 0.5649(2) 1.2709(2) -0.01338(8) 0.0392(6) Uani 1 1 d . . . O1 O -0.17419(18) 1.0607(2) 0.00767(6) 0.0439(5) Uani 1 1 d . . . O2 O -0.04036(16) 0.9937(2) 0.05158(6) 0.0414(5) Uani 1 1 d . . . O3 O -0.18735(18) 0.6504(2) 0.13713(8) 0.0511(6) Uani 1 1 d . . . O4 O -0.35633(18) 0.67476(18) 0.16907(6) 0.0408(5) Uani 1 1 d . . . O5 O -0.54010(16) 1.0000(2) 0.08598(7) 0.0409(5) Uani 1 1 d . . . H5C H -0.5892 0.9544 0.0943 0.061 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 0.02609(19) 0.02711(19) 0.02724(16) 0.00511(16) -0.00680(15) -0.00424(16) C1 0.0240(13) 0.0298(13) 0.0311(13) 0.0022(12) 0.0024(11) -0.0053(11) C2 0.0220(12) 0.0287(14) 0.0272(12) 0.0006(11) 0.0010(10) -0.0054(11) C3 0.0204(12) 0.0313(15) 0.0313(13) 0.0045(12) -0.0001(11) -0.0005(11) C4 0.0239(13) 0.0273(13) 0.0235(12) 0.0030(11) -0.0012(10) -0.0023(11) C5 0.0219(13) 0.0276(14) 0.0272(12) 0.0018(11) 0.0012(10) -0.0025(10) C6 0.0197(11) 0.0269(13) 0.0319(13) 0.0001(11) 0.0003(11) 0.0012(12) C7 0.0259(13) 0.0233(12) 0.0319(13) 0.0021(11) -0.0034(11) -0.0024(11) C8 0.0249(14) 0.0327(15) 0.0308(13) 0.0070(12) -0.0020(11) -0.0021(12) C9 0.0375(17) 0.050(2) 0.0499(18) -0.0126(15) 0.0133(15) -0.0112(15) C10 0.051(2) 0.060(2) 0.057(2) -0.0275(19) 0.0230(18) -0.0151(18) C11 0.0457(19) 0.0432(18) 0.0512(19) -0.0161(16) 0.0110(16) -0.0124(15) C12 0.0275(14) 0.0312(14) 0.0329(14) -0.0031(12) 0.0011(12) -0.0013(12) C13 0.0280(13) 0.0294(14) 0.0333(14) 0.0004(11) -0.0015(12) -0.0011(12) C14 0.0374(15) 0.0396(16) 0.0425(15) 0.0006(13) 0.0008(14) -0.0087(13) C15 0.060(2) 0.054(2) 0.0513(19) -0.0120(16) 0.0088(18) -0.0253(19) C16 0.077(3) 0.067(2) 0.067(2) -0.012(2) 0.010(2) -0.045(2) C17 0.063(3) 0.077(3) 0.074(3) -0.005(2) 0.022(2) -0.038(2) C18 0.055(2) 0.065(3) 0.057(2) -0.0072(19) 0.0203(18) -0.0226(19) C19 0.0368(16) 0.0446(18) 0.0407(16) 0.0018(14) 0.0034(14) -0.0067(15) C20 0.0307(15) 0.0294(14) 0.0310(14) 0.0036(12) 0.0028(11) -0.0004(12) C21 0.0375(16) 0.0322(14) 0.0285(13) 0.0001(12) 0.0006(12) -0.0043(13) C22 0.060(2) 0.058(2) 0.0453(18) -0.0068(17) 0.0200(17) -0.021(2) C23 0.082(3) 0.068(3) 0.0439(18) -0.0260(18) 0.026(2) -0.027(2) C24 0.064(2) 0.0477(18) 0.0374(15) -0.0116(17) 0.0069(16) -0.0210(18) C25 0.0316(14) 0.0263(14) 0.0238(12) 0.0025(10) -0.0049(11) -0.0010(11) C26 0.0219(12) 0.0294(14) 0.0298(13) 0.0004(11) -0.0042(10) 0.0000(11) N1 0.0241(11) 0.0330(13) 0.0338(12) -0.0009(10) 0.0001(10) -0.0034(10) N2 0.0395(14) 0.0336(13) 0.0257(11) -0.0024(10) -0.0017(10) -0.0069(11) N3 0.0390(14) 0.0345(13) 0.0378(12) -0.0029(11) 0.0006(10) -0.0103(12) N4 0.0359(14) 0.0379(14) 0.0438(13) 0.0003(11) 0.0111(12) -0.0053(12) O1 0.0356(11) 0.0542(13) 0.0420(12) 0.0218(11) 0.0038(9) -0.0059(11) O2 0.0239(10) 0.0570(13) 0.0433(11) 0.0063(10) -0.0001(9) -0.0062(10) O3 0.0290(11) 0.0520(14) 0.0723(16) 0.0314(13) 0.0089(11) 0.0127(10) O4 0.0387(12) 0.0419(12) 0.0418(11) 0.0195(10) 0.0130(10) 0.0086(10) O5 0.0222(10) 0.0374(11) 0.0630(14) 0.0209(10) 0.0023(10) 0.0036(9) _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 O4 1.9704(19) 6_565 ? Co1 O2 2.014(2) . ? Co1 O1 2.017(2) 7_465 ? Co1 N2 2.107(2) . ? Co1 N1 2.145(2) . ? C1 O2 1.246(3) . ? C1 O1 1.259(3) . ? C1 C2 1.501(3) . ? C2 C7 1.387(4) . ? C2 C3 1.390(4) . ? C3 C4 1.398(4) . ? C3 H3A 0.9300 . ? C4 C5 1.383(4) . ? C4 C8 1.511(4) . ? C5 C6 1.388(4) . ? C5 H5A 0.9300 . ? C6 O5 1.363(3) . ? C6 C7 1.386(4) . ? C7 H7A 0.9300 . ? C8 O3 1.238(4) . ? C8 O4 1.257(3) . ? C9 N1 1.327(4) . ? C9 C10 1.404(5) . ? C9 H9A 0.9300 . ? C10 C11 1.368(5) . ? C10 H10A 0.9300 . ? C11 C12 1.398(4) . ? C11 H11A 0.9300 . ? C12 C26 1.394(4) . ? C12 C13 1.454(4) . ? C13 N3 1.329(4) . ? C13 C20 1.424(4) . ? C14 N3 1.353(4) . ? C14 C15 1.417(4) . ? C14 C19 1.432(4) . ? C15 C16 1.347(5) . ? C15 H15A 0.9300 . ? C16 C17 1.409(6) . ? C16 H16A 0.9300 . ? C17 C18 1.356(5) . ? C17 H17A 0.9300 . ? C18 C19 1.402(4) . ? C18 H18A 0.9300 . ? C19 N4 1.348(4) . ? C20 N4 1.328(4) . ? C20 C21 1.462(4) . ? C21 C25 1.390(4) . ? C21 C22 1.400(4) . ? C22 C23 1.372(5) . ? C22 H22A 0.9300 . ? C23 C24 1.382(5) . ? C23 H23A 0.9300 . ? C24 N2 1.330(4) . ? C24 H24A 0.9300 . ? C25 N2 1.356(3) . ? C25 C26 1.457(4) . ? C26 N1 1.347(3) . ? O1 Co1 2.017(2) 7_465 ? O4 Co1 1.9704(19) 6_465 ? O5 H5C 0.8200 . ? 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 O4 Co1 O2 99.36(9) 6_565 . ? O4 Co1 O1 95.24(9) 6_565 7_465 ? O2 Co1 O1 93.59(9) . 7_465 ? O4 Co1 N2 118.66(10) 6_565 . ? O2 Co1 N2 140.32(10) . . ? O1 Co1 N2 93.80(9) 7_465 . ? O4 Co1 N1 99.54(9) 6_565 . ? O2 Co1 N1 86.71(9) . . ? O1 Co1 N1 164.98(9) 7_465 . ? N2 Co1 N1 76.75(9) . . ? O2 C1 O1 124.5(2) . . ? O2 C1 C2 118.4(2) . . ? O1 C1 C2 117.0(2) . . ? C7 C2 C3 120.4(2) . . ? C7 C2 C1 118.9(2) . . ? C3 C2 C1 120.7(2) . . ? C2 C3 C4 119.3(2) . . ? C2 C3 H3A 120.4 . . ? C4 C3 H3A 120.4 . . ? C5 C4 C3 120.0(2) . . ? C5 C4 C8 120.1(2) . . ? C3 C4 C8 119.9(2) . . ? C4 C5 C6 120.4(2) . . ? C4 C5 H5A 119.8 . . ? C6 C5 H5A 119.8 . . ? O5 C6 C7 117.2(2) . . ? O5 C6 C5 123.1(2) . . ? C7 C6 C5 119.7(2) . . ? C6 C7 C2 120.1(2) . . ? C6 C7 H7A 119.9 . . ? C2 C7 H7A 119.9 . . ? O3 C8 O4 125.8(3) . . ? O3 C8 C4 117.7(3) . . ? O4 C8 C4 116.5(2) . . ? N1 C9 C10 122.1(3) . . ? N1 C9 H9A 119.0 . . ? C10 C9 H9A 119.0 . . ? C11 C10 C9 119.5(3) . . ? C11 C10 H10A 120.2 . . ? C9 C10 H10A 120.2 . . ? C10 C11 C12 119.5(3) . . ? C10 C11 H11A 120.2 . . ? C12 C11 H11A 120.2 . . ? C26 C12 C11 117.0(3) . . ? C26 C12 C13 119.8(2) . . ? C11 C12 C13 123.2(3) . . ? N3 C13 C20 121.7(3) . . ? N3 C13 C12 118.3(2) . . ? C20 C13 C12 120.0(2) . . ? N3 C14 C15 120.0(3) . . ? N3 C14 C19 120.9(3) . . ? C15 C14 C19 119.1(3) . . ? C16 C15 C14 120.0(3) . . ? C16 C15 H15A 120.0 . . ? C14 C15 H15A 120.0 . . ? C15 C16 C17 120.6(3) . . ? C15 C16 H16A 119.7 . . ? C17 C16 H16A 119.7 . . ? C18 C17 C16 121.2(4) . . ? C18 C17 H17A 119.4 . . ? C16 C17 H17A 119.4 . . ? C17 C18 C19 120.2(3) . . ? C17 C18 H18A 119.9 . . ? C19 C18 H18A 119.9 . . ? N4 C19 C18 120.2(3) . . ? N4 C19 C14 121.0(3) . . ? C18 C19 C14 118.8(3) . . ? N4 C20 C13 121.8(3) . . ? N4 C20 C21 118.6(3) . . ? C13 C20 C21 119.6(2) . . ? C25 C21 C22 117.7(3) . . ? C25 C21 C20 119.5(2) . . ? C22 C21 C20 122.8(3) . . ? C23 C22 C21 119.1(3) . . ? C23 C22 H22A 120.4 . . ? C21 C22 H22A 120.4 . . ? C22 C23 C24 119.4(3) . . ? C22 C23 H23A 120.3 . . ? C24 C23 H23A 120.3 . . ? N2 C24 C23 123.0(3) . . ? N2 C24 H24A 118.5 . . ? C23 C24 H24A 118.5 . . ? N2 C25 C21 123.0(3) . . ? N2 C25 C26 116.1(2) . . ? C21 C25 C26 120.9(2) . . ? N1 C26 C12 123.9(2) . . ? N1 C26 C25 115.8(2) . . ? C12 C26 C25 120.2(2) . . ? C9 N1 C26 118.0(2) . . ? C9 N1 Co1 126.8(2) . . ? C26 N1 Co1 115.26(18) . . ? C24 N2 C25 117.7(3) . . ? C24 N2 Co1 126.2(2) . . ? C25 N2 Co1 116.07(19) . . ? C13 N3 C14 117.2(3) . . ? C20 N4 C19 117.4(3) . . ? C1 O1 Co1 121.66(18) . 7_465 ? C1 O2 Co1 146.4(2) . . ? C8 O4 Co1 138.42(19) . 6_465 ? C6 O5 H5C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 C7 155.6(3) . . . . ? O1 C1 C2 C7 -22.5(4) . . . . ? O2 C1 C2 C3 -25.8(4) . . . . ? O1 C1 C2 C3 156.1(3) . . . . ? C7 C2 C3 C4 1.5(4) . . . . ? C1 C2 C3 C4 -177.1(2) . . . . ? C2 C3 C4 C5 -2.4(4) . . . . ? C2 C3 C4 C8 177.3(2) . . . . ? C3 C4 C5 C6 1.6(4) . . . . ? C8 C4 C5 C6 -178.0(2) . . . . ? C4 C5 C6 O5 179.6(3) . . . . ? C4 C5 C6 C7 0.0(4) . . . . ? O5 C6 C7 C2 179.5(3) . . . . ? C5 C6 C7 C2 -0.9(4) . . . . ? C3 C2 C7 C6 0.1(4) . . . . ? C1 C2 C7 C6 178.7(2) . . . . ? C5 C4 C8 O3 166.0(3) . . . . ? C3 C4 C8 O3 -13.6(4) . . . . ? C5 C4 C8 O4 -13.3(4) . . . . ? C3 C4 C8 O4 167.0(3) . . . . ? N1 C9 C10 C11 -0.1(6) . . . . ? C9 C10 C11 C12 0.4(6) . . . . ? C10 C11 C12 C26 -0.4(5) . . . . ? C10 C11 C12 C13 -180.0(3) . . . . ? C26 C12 C13 N3 180.0(3) . . . . ? C11 C12 C13 N3 -0.5(4) . . . . ? C26 C12 C13 C20 0.9(4) . . . . ? C11 C12 C13 C20 -179.6(3) . . . . ? N3 C14 C15 C16 179.4(4) . . . . ? C19 C14 C15 C16 -0.4(6) . . . . ? C14 C15 C16 C17 1.8(7) . . . . ? C15 C16 C17 C18 -1.8(8) . . . . ? C16 C17 C18 C19 0.3(7) . . . . ? C17 C18 C19 N4 -179.1(4) . . . . ? C17 C18 C19 C14 1.0(6) . . . . ? N3 C14 C19 N4 -0.7(5) . . . . ? C15 C14 C19 N4 179.1(3) . . . . ? N3 C14 C19 C18 179.2(3) . . . . ? C15 C14 C19 C18 -1.0(5) . . . . ? N3 C13 C20 N4 0.7(4) . . . . ? C12 C13 C20 N4 179.8(3) . . . . ? N3 C13 C20 C21 179.8(3) . . . . ? C12 C13 C20 C21 -1.2(4) . . . . ? N4 C20 C21 C25 -179.7(3) . . . . ? C13 C20 C21 C25 1.2(4) . . . . ? N4 C20 C21 C22 -1.3(4) . . . . ? C13 C20 C21 C22 179.6(3) . . . . ? C25 C21 C22 C23 0.0(5) . . . . ? C20 C21 C22 C23 -178.4(4) . . . . ? C21 C22 C23 C24 -0.1(6) . . . . ? C22 C23 C24 N2 0.1(7) . . . . ? C22 C21 C25 N2 0.0(4) . . . . ? C20 C21 C25 N2 178.5(3) . . . . ? C22 C21 C25 C26 -179.4(3) . . . . ? C20 C21 C25 C26 -1.0(4) . . . . ? C11 C12 C26 N1 0.1(4) . . . . ? C13 C12 C26 N1 179.7(3) . . . . ? C11 C12 C26 C25 179.8(3) . . . . ? C13 C12 C26 C25 -0.6(4) . . . . ? N2 C25 C26 N1 0.9(4) . . . . ? C21 C25 C26 N1 -179.6(3) . . . . ? N2 C25 C26 C12 -178.9(2) . . . . ? C21 C25 C26 C12 0.7(4) . . . . ? C10 C9 N1 C26 -0.3(5) . . . . ? C10 C9 N1 Co1 179.9(3) . . . . ? C12 C26 N1 C9 0.2(4) . . . . ? C25 C26 N1 C9 -179.5(3) . . . . ? C12 C26 N1 Co1 -179.9(2) . . . . ? C25 C26 N1 Co1 0.3(3) . . . . ? O4 Co1 N1 C9 -63.7(3) 6_565 . . . ? O2 Co1 N1 C9 35.2(3) . . . . ? O1 Co1 N1 C9 126.8(4) 7_465 . . . ? N2 Co1 N1 C9 178.9(3) . . . . ? O4 Co1 N1 C26 116.5(2) 6_565 . . . ? O2 Co1 N1 C26 -144.56(19) . . . . ? O1 Co1 N1 C26 -53.0(4) 7_465 . . . ? N2 Co1 N1 C26 -0.89(19) . . . . ? C23 C24 N2 C25 -0.1(5) . . . . ? C23 C24 N2 Co1 -178.8(3) . . . . ? C21 C25 N2 C24 0.0(4) . . . . ? C26 C25 N2 C24 179.5(3) . . . . ? C21 C25 N2 Co1 178.8(2) . . . . ? C26 C25 N2 Co1 -1.7(3) . . . . ? O4 Co1 N2 C24 86.3(3) 6_565 . . . ? O2 Co1 N2 C24 -112.0(3) . . . . ? O1 Co1 N2 C24 -11.7(3) 7_465 . . . ? N1 Co1 N2 C24 -179.9(3) . . . . ? O4 Co1 N2 C25 -92.4(2) 6_565 . . . ? O2 Co1 N2 C25 69.3(2) . . . . ? O1 Co1 N2 C25 169.6(2) 7_465 . . . ? N1 Co1 N2 C25 1.4(2) . . . . ? C20 C13 N3 C14 -0.6(4) . . . . ? C12 C13 N3 C14 -179.7(3) . . . . ? C15 C14 N3 C13 -179.2(3) . . . . ? C19 C14 N3 C13 0.6(4) . . . . ? C13 C20 N4 C19 -0.8(4) . . . . ? C21 C20 N4 C19 -179.9(3) . . . . ? C18 C19 N4 C20 -179.1(3) . . . . ? C14 C19 N4 C20 0.8(4) . . . . ? O2 C1 O1 Co1 9.8(4) . . . 7_465 ? C2 C1 O1 Co1 -172.27(18) . . . 7_465 ? O1 C1 O2 Co1 -57.1(5) . . . . ? C2 C1 O2 Co1 125.0(3) . . . . ? O4 Co1 O2 C1 -121.4(4) 6_565 . . . ? O1 Co1 O2 C1 -25.5(4) 7_465 . . . ? N2 Co1 O2 C1 74.8(4) . . . . ? N1 Co1 O2 C1 139.4(4) . . . . ? O3 C8 O4 Co1 5.4(5) . . . 6_465 ? C4 C8 O4 Co1 -175.3(2) . . . 6_465 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.238 _refine_diff_density_min -0.345 _refine_diff_density_rms 0.068