# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _publ_contact_author 'prof. liang hong ' _publ_contact_author_email hongliangby1@yahoo.com _publ_contact_author_name 'prof. liang hong' loop_ _publ_author_name 'Shu Hua Zhang' 'Lu-Fang Ma' 'Hua-Hong Zou' 'Yin Guang Wang' ; Hong Liang ; #===================================================== data_co(NO:695914) _database_code_depnum_ccdc_archive 'CCDC 695914' #TrackingRef '- 695915-695914-795812.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H60 Cl4 Co4 N8 O8' _chemical_formula_weight 1206.52 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' 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 Tetragonal _symmetry_space_group_name_H-M 'I4(1)/a ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-y+3/4, x+1/4, z+1/4' 'y+3/4, -x+3/4, z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1, -y+1/2, z+1' '-y+5/4, x+3/4, z+3/4' 'y+5/4, -x+5/4, z+5/4' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'y-3/4, -x-1/4, -z-1/4' '-y-3/4, x-3/4, -z-3/4' '-x+1/2, -y+1/2, -z+1/2' 'x, y+1/2, -z' 'y-1/4, -x+1/4, -z+1/4' '-y-1/4, x-1/4, -z-1/4' _cell_length_a 17.4477(8) _cell_length_b 17.4477(8) _cell_length_c 17.2562(16) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5253.2(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.526 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2480 _exptl_absorpt_coefficient_mu 1.501 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.5921 _exptl_absorpt_correction_T_max 0.6963 _exptl_absorpt_process_details ? _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 '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 19700 _diffrn_reflns_av_R_equivalents 0.0225 _diffrn_reflns_av_sigmaI/netI 0.0123 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 25.49 _reflns_number_total 2437 _reflns_number_gt 2134 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0557P)^2^+12.4320P] 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 2437 _refine_ls_number_parameters 163 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0436 _refine_ls_R_factor_gt 0.0370 _refine_ls_wR_factor_ref 0.1090 _refine_ls_wR_factor_gt 0.1021 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.097 _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 0.40966(2) 0.73027(2) 1.05950(2) 0.03556(17) Uani 1 1 d . . . N1 N 0.42959(15) 0.69395(15) 0.94508(14) 0.0404(6) Uani 1 1 d . . . N2 N 0.49233(17) 0.61067(17) 0.87144(16) 0.0453(7) Uani 1 1 d . . . O1 O 0.51648(11) 0.67216(11) 1.07035(12) 0.0350(5) Uani 1 1 d . . . O2 O 0.34903(17) 0.62353(17) 1.07920(18) 0.0628(7) Uani 1 1 d . . . Cl1 Cl 0.29463(4) 0.80424(5) 1.04256(5) 0.0500(2) Uani 1 1 d . . . C1 C 0.4470(2) 0.6527(2) 0.82142(19) 0.0484(8) Uani 1 1 d . . . C2 C 0.4380(3) 0.6493(3) 0.7414(2) 0.0673(11) Uani 1 1 d . . . H2 H 0.4633 0.6131 0.7113 0.081 Uiso 1 1 calc R . . C3 C 0.3897(3) 0.7022(3) 0.7097(3) 0.0811(14) Uani 1 1 d . . . H3 H 0.3829 0.7028 0.6563 0.097 Uiso 1 1 calc R . . C4 C 0.3506(3) 0.7551(3) 0.7545(3) 0.0771(13) Uani 1 1 d . . . H4 H 0.3183 0.7899 0.7301 0.093 Uiso 1 1 calc R . . C5 C 0.3580(2) 0.7580(2) 0.8350(2) 0.0600(10) Uani 1 1 d . . . H5 H 0.3312 0.7935 0.8648 0.072 Uiso 1 1 calc R . . C6 C 0.40737(19) 0.70518(19) 0.86810(19) 0.0438(7) Uani 1 1 d . . . C7 C 0.48022(18) 0.63813(17) 0.94346(17) 0.0394(7) Uani 1 1 d . . . C8 C 0.52155(18) 0.61224(18) 1.01498(18) 0.0419(7) Uani 1 1 d . . . H8A H 0.4982 0.5659 1.0352 0.050 Uiso 1 1 calc R . . H8B H 0.5748 0.6015 1.0031 0.050 Uiso 1 1 calc R . . C9 C 0.2835(3) 0.5904(3) 1.0536(4) 0.115(2) Uani 1 1 d . . . H9A H 0.2842 0.5944 0.9975 0.138 Uiso 1 1 calc R . . H9B H 0.2417 0.6226 1.0714 0.138 Uiso 1 1 calc R . . C10 C 0.2621(5) 0.5122(5) 1.0716(5) 0.167(4) Uani 1 1 d U . . H10A H 0.2979 0.4798 1.0438 0.201 Uiso 1 1 calc R . . H10B H 0.2730 0.5051 1.1263 0.201 Uiso 1 1 calc R . . C11 C 0.1930(5) 0.4819(5) 1.0598(6) 0.167(4) Uani 1 1 d U . . H11A H 0.1548 0.5140 1.0831 0.250 Uiso 1 1 calc R . . H11B H 0.1909 0.4318 1.0827 0.250 Uiso 1 1 calc R . . H11C H 0.1836 0.4780 1.0051 0.250 Uiso 1 1 calc R . . H1 H 0.369(3) 0.601(2) 1.112(3) 0.064(14) Uiso 1 1 d . . . H2A H 0.519(2) 0.572(2) 0.862(2) 0.056(11) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0324(2) 0.0375(3) 0.0368(3) -0.00304(16) -0.00097(16) 0.00122(16) N1 0.0403(14) 0.0420(14) 0.0390(14) -0.0040(11) -0.0059(11) 0.0021(11) N2 0.0542(17) 0.0423(15) 0.0396(15) -0.0067(12) 0.0026(12) 0.0002(13) O1 0.0357(10) 0.0336(10) 0.0356(11) -0.0041(8) -0.0020(8) 0.0030(8) O2 0.0662(18) 0.0575(16) 0.0646(17) 0.0112(14) -0.0198(14) -0.0223(13) Cl1 0.0347(4) 0.0561(5) 0.0593(5) 0.0019(4) -0.0008(3) 0.0058(3) C1 0.058(2) 0.0481(18) 0.0389(17) -0.0010(14) -0.0008(15) -0.0116(16) C2 0.090(3) 0.072(3) 0.0399(19) 0.0026(18) -0.0021(19) -0.010(2) C3 0.108(4) 0.090(3) 0.045(2) 0.011(2) -0.013(2) -0.011(3) C4 0.084(3) 0.078(3) 0.069(3) 0.028(2) -0.027(2) -0.002(2) C5 0.057(2) 0.061(2) 0.062(2) 0.0081(18) -0.0150(18) -0.0009(18) C6 0.0453(18) 0.0443(17) 0.0419(17) 0.0024(14) -0.0065(14) -0.0085(14) C7 0.0424(16) 0.0366(16) 0.0391(16) -0.0065(12) -0.0003(13) -0.0032(13) C8 0.0435(17) 0.0394(16) 0.0429(17) -0.0079(14) -0.0033(13) 0.0080(13) C9 0.072(3) 0.071(3) 0.203(7) 0.010(4) -0.057(4) -0.023(3) C10 0.145(6) 0.186(7) 0.171(7) -0.049(5) -0.020(5) -0.091(5) C11 0.138(6) 0.152(6) 0.210(8) -0.027(6) 0.017(5) -0.040(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O1 2.086(2) 15_567 ? Co1 N1 2.103(3) . ? Co1 O1 2.130(2) . ? Co1 O1 2.143(2) 6_564 ? Co1 O2 2.169(3) . ? Co1 Cl1 2.4039(9) . ? N1 C7 1.315(4) . ? N1 C6 1.398(4) . ? N2 C7 1.349(4) . ? N2 C1 1.382(5) . ? N2 H2A 0.84(4) . ? O1 C8 1.419(4) . ? O1 Co1 2.086(2) 12_768 ? O1 Co1 2.143(2) 6_564 ? O2 C9 1.355(5) . ? O2 H1 0.77(4) . ? C1 C2 1.391(5) . ? C1 C6 1.401(5) . ? C2 C3 1.363(6) . ? C2 H2 0.9300 . ? C3 C4 1.383(7) . ? C3 H3 0.9300 . ? C4 C5 1.397(6) . ? C4 H4 0.9300 . ? C5 C6 1.385(5) . ? C5 H5 0.9300 . ? C7 C8 1.499(4) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.449(10) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.331(9) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? 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 N1 157.58(9) 15_567 . ? O1 Co1 O1 80.44(8) 15_567 . ? N1 Co1 O1 78.13(9) . . ? O1 Co1 O1 80.13(8) 15_567 6_564 ? N1 Co1 O1 102.82(9) . 6_564 ? O1 Co1 O1 81.04(8) . 6_564 ? O1 Co1 O2 85.33(10) 15_567 . ? N1 Co1 O2 88.23(11) . . ? O1 Co1 O2 90.24(10) . . ? O1 Co1 O2 164.09(10) 6_564 . ? O1 Co1 Cl1 101.16(6) 15_567 . ? N1 Co1 Cl1 100.71(7) . . ? O1 Co1 Cl1 175.40(6) . . ? O1 Co1 Cl1 94.94(6) 6_564 . ? O2 Co1 Cl1 94.18(9) . . ? C7 N1 C6 105.7(3) . . ? C7 N1 Co1 110.7(2) . . ? C6 N1 Co1 143.6(2) . . ? C7 N2 C1 107.3(3) . . ? C7 N2 H2A 124(3) . . ? C1 N2 H2A 129(3) . . ? C8 O1 Co1 126.20(18) . 12_768 ? C8 O1 Co1 110.25(17) . . ? Co1 O1 Co1 99.26(8) 12_768 . ? C8 O1 Co1 119.26(18) . 6_564 ? Co1 O1 Co1 98.84(8) 12_768 6_564 ? Co1 O1 Co1 98.07(8) . 6_564 ? C9 O2 Co1 136.6(3) . . ? C9 O2 H1 114(3) . . ? Co1 O2 H1 109(3) . . ? N2 C1 C2 131.4(4) . . ? N2 C1 C6 105.7(3) . . ? C2 C1 C6 122.9(4) . . ? C3 C2 C1 116.0(4) . . ? C3 C2 H2 122.0 . . ? C1 C2 H2 122.0 . . ? C2 C3 C4 122.2(4) . . ? C2 C3 H3 118.9 . . ? C4 C3 H3 118.9 . . ? C3 C4 C5 122.3(4) . . ? C3 C4 H4 118.9 . . ? C5 C4 H4 118.9 . . ? C6 C5 C4 116.3(4) . . ? C6 C5 H5 121.9 . . ? C4 C5 H5 121.9 . . ? C5 C6 N1 131.1(3) . . ? C5 C6 C1 120.3(3) . . ? N1 C6 C1 108.5(3) . . ? N1 C7 N2 112.8(3) . . ? N1 C7 C8 121.9(3) . . ? N2 C7 C8 125.2(3) . . ? O1 C8 C7 107.6(2) . . ? O1 C8 H8A 110.2 . . ? C7 C8 H8A 110.2 . . ? O1 C8 H8B 110.2 . . ? C7 C8 H8B 110.2 . . ? H8A C8 H8B 108.5 . . ? O2 C9 C10 123.3(6) . . ? O2 C9 H9A 106.5 . . ? C10 C9 H9A 106.5 . . ? O2 C9 H9B 106.5 . . ? C10 C9 H9B 106.5 . . ? H9A C9 H9B 106.5 . . ? C11 C10 C9 125.1(9) . . ? C11 C10 H10A 106.1 . . ? C9 C10 H10A 106.1 . . ? C11 C10 H10B 106.1 . . ? C9 C10 H10B 106.1 . . ? H10A C10 H10B 106.3 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O2 H1 Cl1 0.77(4) 2.34(4) 3.105(3) 171(4) 12_768 N2 H2A Cl1 0.84(4) 2.44(4) 3.219(3) 156(4) 4_454 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.49 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.868 _refine_diff_density_min -0.600 _refine_diff_density_rms 0.063 data_com(NO:695915) _database_code_depnum_ccdc_archive 'CCDC 695915' #TrackingRef '- 695915-695914-795812.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C96 H110 Cl2 Co7 N24 O33' _chemical_formula_weight 2611.49 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 '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' _symmetry_cell_setting Rhombohedral _symmetry_space_group_name_H-M 'R-3 ' _symmetry_space_group_name_Hall '-R 3' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 20.2022(10) _cell_length_b 20.2022(10) _cell_length_c 27.387(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 9679.8(12) _cell_formula_units_Z 3 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2509 _cell_measurement_theta_min 1.89 _cell_measurement_theta_max 25.00 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.344 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4023 _exptl_absorpt_coefficient_mu 0.996 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 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 '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 30121 _diffrn_reflns_av_R_equivalents 0.0482 _diffrn_reflns_av_sigmaI/netI 0.0306 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 1.89 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3745 _reflns_number_gt 2509 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART(Bruker 2004)' _computing_cell_refinement 'SAINT (Bruker, 2004)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXL97 (Sheldrick, 2008)' _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^)+(0.1138P)^2^+49.3030P] 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 3745 _refine_ls_number_parameters 251 _refine_ls_number_restraints 27 _refine_ls_R_factor_all 0.0993 _refine_ls_R_factor_gt 0.0659 _refine_ls_wR_factor_ref 0.2176 _refine_ls_wR_factor_gt 0.1784 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.060 _refine_ls_shift/su_max 0.002 _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 0.3333 0.6667 0.1667 0.0406(4) Uani 1 6 d S . . Co2 Co 0.24831(4) 0.75926(4) 0.16971(2) 0.0465(3) Uani 1 1 d . . . O1 O 0.3393(2) 0.75890(19) 0.20450(13) 0.0518(9) Uani 1 1 d . . . O2 O 0.1617(2) 0.6670(2) 0.20215(14) 0.0582(10) Uani 1 1 d . . . N1 N 0.2564(3) 0.8221(2) 0.22832(16) 0.0542(11) Uani 1 1 d . . . N2 N 0.3031(3) 0.8580(3) 0.30289(17) 0.0686(14) Uani 1 1 d . . . H2B H 0.3282 0.8620 0.3292 0.082 Uiso 1 1 calc R . . N3 N 0.1605(3) 0.7618(3) 0.13590(18) 0.0622(12) Uani 1 1 d . . . N4 N 0.0374(3) 0.7227(3) 0.1410(2) 0.0833(17) Uani 1 1 d . . . H4B H -0.0084 0.7012 0.1523 0.100 Uiso 1 1 calc R . . C1 C 0.2290(3) 0.8679(3) 0.2475(3) 0.0657(16) Uani 1 1 d . . . C2 C 0.1821(4) 0.8932(4) 0.2272(3) 0.090(2) Uani 1 1 d . . . H2A H 0.1629 0.8796 0.1957 0.108 Uiso 1 1 calc R . . C3 C 0.1656(5) 0.9388(5) 0.2555(4) 0.117(3) Uani 1 1 d . . . H3A H 0.1325 0.9546 0.2437 0.141 Uiso 1 1 calc R . . C4 C 0.1975(6) 0.9618(6) 0.3014(5) 0.131(4) Uani 1 1 d . . . H4A H 0.1864 0.9943 0.3191 0.157 Uiso 1 1 calc R . . C5 C 0.2452(6) 0.9389(5) 0.3222(4) 0.110(3) Uani 1 1 d . . . H5A H 0.2663 0.9549 0.3531 0.132 Uiso 1 1 calc R . . C6 C 0.2593(4) 0.8912(4) 0.2942(2) 0.0729(18) Uani 1 1 d . . . C7 C 0.2996(3) 0.8176(3) 0.26245(19) 0.0561(13) Uani 1 1 d . . . C8 C 0.3391(3) 0.7730(3) 0.2554(2) 0.0577(14) Uani 1 1 d . . . H8A H 0.3911 0.8016 0.2676 0.069 Uiso 1 1 calc R . . H8B H 0.3126 0.7251 0.2731 0.069 Uiso 1 1 calc R . . C9 C 0.1419(4) 0.7920(4) 0.0965(3) 0.0713(17) Uani 1 1 d . . . C10 C 0.1849(5) 0.8349(4) 0.0568(3) 0.096(2) Uani 1 1 d . . . H10A H 0.2371 0.8525 0.0550 0.116 Uiso 1 1 calc R . . C11 C 0.1479(9) 0.8504(7) 0.0203(4) 0.148(5) Uani 1 1 d . . . H11A H 0.1739 0.8750 -0.0081 0.177 Uiso 1 1 calc R . . C12 C 0.0703(9) 0.8288(8) 0.0261(6) 0.175(6) Uani 1 1 d . . . H12A H 0.0477 0.8452 0.0031 0.210 Uiso 1 1 calc R . . C13 C 0.0278(7) 0.7856(7) 0.0635(5) 0.153(5) Uani 1 1 d . . . H13A H -0.0242 0.7688 0.0654 0.184 Uiso 1 1 calc R . . C14 C 0.0643(5) 0.7670(5) 0.0992(3) 0.090(2) Uani 1 1 d . . . C15 C 0.0969(3) 0.7202(4) 0.1603(2) 0.0647(16) Uani 1 1 d . . . C16 C 0.0960(4) 0.6749(4) 0.2038(3) 0.0744(18) Uani 1 1 d . . . H16A H 0.0960 0.7010 0.2335 0.089 Uiso 1 1 calc R . . H16B H 0.0502 0.6250 0.2034 0.089 Uiso 1 1 calc R . . Cl1 Cl 0.3333 0.6667 0.37957(12) 0.0862(9) Uani 1 3 d SD . . O1W O 0.4738(9) 0.6161(7) 0.3855(5) 0.132(4) Uani 0.50 1 d PU . . H1WA H 0.5219 0.6446 0.3882 0.198 Uiso 0.50 1 d PR . . H1WB H 0.4734 0.5895 0.4096 0.198 Uiso 0.50 1 d PR . . O3 O 0.377(2) 0.643(3) 0.3522(7) 0.58(3) Uani 1 1 d DU . . O4 O 0.3333 0.6667 0.4314(4) 0.732(13) Uani 1 3 d SDU . . O3W O 0.5816(7) 0.5467(5) 0.4602(4) 0.209(4) Uani 1 1 d . . . H3WA H 0.6063 0.5589 0.4870 0.313 Uiso 1 1 d R . . H3WB H 0.5959 0.5854 0.4419 0.313 Uiso 1 1 d R . . O4W O 0.5000 0.5000 0.5000 0.261(8) Uani 1 2 d SU . . H4W H 0.4740 0.4822 0.4740 0.392 Uiso 1 1 d R . . O2W O 0.3333 0.6667 0.6667 0.176(8) Uani 1 6 d S . . H2WA H 0.3333 0.6667 0.6977 0.264 Uiso 1 3 d SR . . 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 0.0419(6) 0.0419(6) 0.0379(8) 0.000 0.000 0.0209(3) Co2 0.0473(5) 0.0477(5) 0.0473(5) -0.0009(3) -0.0001(3) 0.0258(3) O1 0.074(2) 0.056(2) 0.0370(18) -0.0037(15) -0.0073(16) 0.0418(19) O2 0.064(2) 0.060(2) 0.060(2) 0.0115(18) 0.0164(18) 0.038(2) N1 0.058(3) 0.051(3) 0.056(3) -0.006(2) 0.004(2) 0.029(2) N2 0.087(4) 0.071(3) 0.046(3) -0.012(2) 0.002(2) 0.038(3) N3 0.065(3) 0.061(3) 0.068(3) 0.000(2) 0.009(2) 0.037(3) N4 0.065(3) 0.084(4) 0.109(5) 0.003(3) 0.000(3) 0.043(3) C1 0.060(3) 0.055(3) 0.083(4) -0.010(3) 0.010(3) 0.030(3) C2 0.082(5) 0.081(5) 0.119(6) -0.019(4) -0.004(4) 0.049(4) C3 0.111(7) 0.104(6) 0.168(10) -0.041(6) -0.001(7) 0.078(6) C4 0.126(8) 0.123(8) 0.170(10) -0.061(7) 0.007(7) 0.082(7) C5 0.131(7) 0.106(6) 0.105(6) -0.039(5) 0.012(6) 0.068(6) C6 0.084(4) 0.070(4) 0.067(4) -0.013(3) 0.017(3) 0.040(4) C7 0.065(3) 0.053(3) 0.044(3) -0.004(2) 0.001(3) 0.024(3) C8 0.075(4) 0.060(3) 0.041(3) -0.004(2) -0.003(3) 0.036(3) C9 0.079(4) 0.057(4) 0.077(4) -0.003(3) -0.002(3) 0.034(3) C10 0.111(6) 0.081(5) 0.084(5) 0.010(4) -0.004(5) 0.039(5) C11 0.171(12) 0.129(9) 0.112(8) 0.039(7) -0.034(8) 0.052(8) C12 0.163(12) 0.171(12) 0.169(12) 0.043(10) -0.075(10) 0.067(10) C13 0.118(8) 0.158(10) 0.162(11) 0.039(9) -0.050(8) 0.054(8) C14 0.089(5) 0.089(5) 0.096(5) 0.000(4) -0.019(4) 0.047(4) C15 0.059(4) 0.061(4) 0.080(4) 0.001(3) 0.011(3) 0.034(3) C16 0.066(4) 0.073(4) 0.091(5) 0.011(4) 0.024(3) 0.041(3) Cl1 0.0913(13) 0.0913(13) 0.0758(19) 0.000 0.000 0.0457(7) O1W 0.155(8) 0.104(7) 0.119(7) 0.025(6) 0.047(7) 0.053(6) O3 0.58(3) 0.57(3) 0.58(3) 0.016(10) -0.019(10) 0.280(15) O4 0.730(12) 0.730(12) 0.735(18) 0.000 0.000 0.365(6) O3W 0.265(12) 0.144(7) 0.183(9) 0.000(6) 0.015(9) 0.077(8) O4W 0.286(12) 0.236(11) 0.270(12) 0.016(8) -0.009(9) 0.138(9) O2W 0.214(13) 0.214(13) 0.100(12) 0.000 0.000 0.107(7) _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 2.082(3) 13_565 ? Co1 O1 2.082(3) 14_455 ? Co1 O1 2.082(3) . ? Co1 O1 2.082(3) 2_665 ? Co1 O1 2.082(3) 3_565 ? Co1 O1 2.082(3) 15 ? Co2 O2 1.973(4) 14_455 ? Co2 N1 2.002(4) . ? Co2 O2 2.016(4) . ? Co2 N3 2.024(5) . ? Co2 O1 2.067(4) 15 ? Co2 O1 2.074(3) . ? O1 C8 1.424(6) . ? O1 Co2 2.067(4) 14_455 ? O2 C16 1.414(7) . ? O2 Co2 1.973(4) 15 ? N1 C7 1.313(7) . ? N1 C1 1.397(7) . ? N2 C7 1.356(7) . ? N2 C6 1.372(9) . ? N2 H2B 0.8600 . ? N3 C15 1.312(7) . ? N3 C9 1.380(8) . ? N4 C15 1.338(8) . ? N4 C14 1.385(10) . ? N4 H4B 0.8600 . ? C1 C6 1.394(9) . ? C1 C2 1.398(10) . ? C2 C3 1.366(10) . ? C2 H2A 0.9300 . ? C3 C4 1.384(15) . ? C3 H3A 0.9300 . ? C4 C5 1.383(14) . ? C4 H4A 0.9300 . ? C5 C6 1.369(9) . ? C5 H5A 0.9300 . ? C7 C8 1.484(8) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C14 1.388(10) . ? C9 C10 1.392(10) . ? C10 C11 1.376(13) . ? C10 H10A 0.9300 . ? C11 C12 1.410(18) . ? C11 H11A 0.9300 . ? C12 C13 1.341(18) . ? C12 H12A 0.9300 . ? C13 C14 1.385(13) . ? C13 H13A 0.9300 . ? C15 C16 1.496(9) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? Cl1 O3 1.406(9) 2_665 ? Cl1 O3 1.406(9) 3_565 ? Cl1 O3 1.406(9) . ? Cl1 O4 1.419(10) . ? O1W H1WA 0.8503 . ? O1W H1WB 0.8497 . ? O3W H3WA 0.8501 . ? O3W H3WB 0.8505 . ? O4W O3W 1.800(12) 10_666 ? O4W H4W 0.8502 . ? O2W H2WA 0.8499 . ? 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 97.38(12) 13_565 14_455 ? O1 Co1 O1 179.998(1) 13_565 . ? O1 Co1 O1 82.62(12) 14_455 . ? O1 Co1 O1 82.62(12) 13_565 2_665 ? O1 Co1 O1 179.997(1) 14_455 2_665 ? O1 Co1 O1 97.38(12) . 2_665 ? O1 Co1 O1 82.62(12) 13_565 3_565 ? O1 Co1 O1 82.62(12) 14_455 3_565 ? O1 Co1 O1 97.38(12) . 3_565 ? O1 Co1 O1 97.38(12) 2_665 3_565 ? O1 Co1 O1 97.38(13) 13_565 15 ? O1 Co1 O1 97.38(12) 14_455 15 ? O1 Co1 O1 82.62(12) . 15 ? O1 Co1 O1 82.62(12) 2_665 15 ? O1 Co1 O1 179.997(1) 3_565 15 ? O2 Co2 N1 98.75(17) 14_455 . ? O2 Co2 O2 171.51(15) 14_455 . ? N1 Co2 O2 89.47(17) . . ? O2 Co2 N3 98.95(18) 14_455 . ? N1 Co2 N3 98.36(19) . . ? O2 Co2 N3 81.85(18) . . ? O2 Co2 O1 91.96(15) 14_455 15 ? N1 Co2 O1 159.03(17) . 15 ? O2 Co2 O1 79.56(15) . 15 ? N3 Co2 O1 97.70(17) . 15 ? O2 Co2 O1 80.36(15) 14_455 . ? N1 Co2 O1 80.94(16) . . ? O2 Co2 O1 98.96(15) . . ? N3 Co2 O1 178.92(17) . . ? O1 Co2 O1 83.18(18) 15 . ? C8 O1 Co2 116.7(3) . 14_455 ? C8 O1 Co2 111.0(3) . . ? Co2 O1 Co2 97.48(14) 14_455 . ? C8 O1 Co1 131.5(3) . . ? Co2 O1 Co1 97.10(15) 14_455 . ? Co2 O1 Co1 96.87(14) . . ? C16 O2 Co2 117.7(4) . 15 ? C16 O2 Co2 109.8(3) . . ? Co2 O2 Co2 102.57(16) 15 . ? C7 N1 C1 106.0(5) . . ? C7 N1 Co2 111.9(3) . . ? C1 N1 Co2 142.0(4) . . ? C7 N2 C6 107.5(5) . . ? C7 N2 H2B 126.3 . . ? C6 N2 H2B 126.3 . . ? C15 N3 C9 106.5(5) . . ? C15 N3 Co2 109.9(4) . . ? C9 N3 Co2 143.5(4) . . ? C15 N4 C14 106.3(6) . . ? C15 N4 H4B 126.8 . . ? C14 N4 H4B 126.8 . . ? C6 C1 N1 108.4(6) . . ? C6 C1 C2 120.4(6) . . ? N1 C1 C2 131.1(6) . . ? C3 C2 C1 117.3(8) . . ? C3 C2 H2A 121.3 . . ? C1 C2 H2A 121.3 . . ? C2 C3 C4 120.8(9) . . ? C2 C3 H3A 119.6 . . ? C4 C3 H3A 119.6 . . ? C5 C4 C3 123.2(8) . . ? C5 C4 H4A 118.4 . . ? C3 C4 H4A 118.4 . . ? C6 C5 C4 115.5(9) . . ? C6 C5 H5A 122.3 . . ? C4 C5 H5A 122.3 . . ? C5 C6 N2 131.3(7) . . ? C5 C6 C1 122.7(8) . . ? N2 C6 C1 106.0(5) . . ? N1 C7 N2 112.1(5) . . ? N1 C7 C8 121.9(5) . . ? N2 C7 C8 126.0(5) . . ? O1 C8 C7 107.8(4) . . ? O1 C8 H8A 110.2 . . ? C7 C8 H8A 110.2 . . ? O1 C8 H8B 110.2 . . ? C7 C8 H8B 110.2 . . ? H8A C8 H8B 108.5 . . ? N3 C9 C14 107.8(6) . . ? N3 C9 C10 131.5(7) . . ? C14 C9 C10 120.5(7) . . ? C11 C10 C9 118.0(10) . . ? C11 C10 H10A 121.0 . . ? C9 C10 H10A 121.0 . . ? C10 C11 C12 119.6(11) . . ? C10 C11 H11A 120.2 . . ? C12 C11 H11A 120.2 . . ? C13 C12 C11 122.5(11) . . ? C13 C12 H12A 118.7 . . ? C11 C12 H12A 118.7 . . ? C12 C13 C14 117.5(12) . . ? C12 C13 H13A 121.2 . . ? C14 C13 H13A 121.2 . . ? N4 C14 C13 131.9(9) . . ? N4 C14 C9 106.5(6) . . ? C13 C14 C9 121.5(10) . . ? N3 C15 N4 112.6(6) . . ? N3 C15 C16 120.4(5) . . ? N4 C15 C16 127.0(6) . . ? O2 C16 C15 108.6(5) . . ? O2 C16 H16A 110.0 . . ? C15 C16 H16A 110.0 . . ? O2 C16 H16B 110.0 . . ? C15 C16 H16B 110.0 . . ? H16A C16 H16B 108.4 . . ? O3 Cl1 O3 94.2(13) 2_665 3_565 ? O3 Cl1 O3 94.2(13) 2_665 . ? O3 Cl1 O3 94.2(13) 3_565 . ? O3 Cl1 O4 122.3(10) 2_665 . ? O3 Cl1 O4 122.3(10) 3_565 . ? O3 Cl1 O4 122.3(10) . . ? H1WA O1W H1WB 90.3 . . ? H3WA O3W H3WB 111.3 . . ? O3W O4W H4W 94.3 10_666 . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2B O1W 0.86 1.94 2.791(13) 171.9 2_665 N4 H4B O3W 0.86 2.47 3.296(11) 161.9 17_455 _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 1.571 _refine_diff_density_min -0.458 _refine_diff_density_rms 0.099 #======================================================= data_co(795812) _database_code_depnum_ccdc_archive 'CCDC 795812' #TrackingRef '- 695915-695914-795812.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C42 H48 Co4 N8 O14' _chemical_formula_sum 'C42 H48 Co4 N8 O14' _chemical_formula_weight 1124.60 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 Monoclinic _symmetry_space_group_name_H-M 'C2/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 18.347(4) _cell_length_b 19.007(4) _cell_length_c 16.286(3) _cell_angle_alpha 90.00 _cell_angle_beta 121.66(3) _cell_angle_gamma 90.00 _cell_volume 4834.1(17) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4354 _cell_measurement_theta_min 1.69 _cell_measurement_theta_max 25.20 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.545 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2304 _exptl_absorpt_coefficient_mu 1.420 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 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' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean no _diffrn_standards_number no _diffrn_standards_interval_count no _diffrn_standards_interval_time no _diffrn_standards_decay_% no _diffrn_reflns_number 12229 _diffrn_reflns_av_R_equivalents 0.0364 _diffrn_reflns_av_sigmaI/netI 0.0455 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 25.20 _reflns_number_total 4354 _reflns_number_gt 3048 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART(Bruker 2004)' _computing_cell_refinement 'SAINT (Bruker, 2004)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXL97 (Sheldrick, 2008)' _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^)+(0.0740P)^2^+22.8830P] 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 4354 _refine_ls_number_parameters 308 _refine_ls_number_restraints 75 _refine_ls_R_factor_all 0.0801 _refine_ls_R_factor_gt 0.0474 _refine_ls_wR_factor_ref 0.1598 _refine_ls_wR_factor_gt 0.1241 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.121 _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 C1 C 0.3534(4) 0.1919(3) 0.6576(4) 0.0436(14) Uani 1 1 d . . . H1A H 0.2988 0.1731 0.6435 0.052 Uiso 1 1 calc R . . H1B H 0.3456 0.2122 0.5988 0.052 Uiso 1 1 calc R . . C2 C 0.3834(3) 0.2480(3) 0.7343(4) 0.0365(12) Uani 1 1 d . . . C3 C 0.3873(4) 0.3449(3) 0.8099(4) 0.0431(14) Uani 1 1 d . . . C4 C 0.3735(5) 0.4087(3) 0.8400(6) 0.0612(18) Uani 1 1 d . . . H4 H 0.3286 0.4381 0.7984 0.073 Uiso 1 1 calc R . . C5 C 0.4299(5) 0.4264(4) 0.9349(6) 0.071(2) Uani 1 1 d . . . H5A H 0.4230 0.4692 0.9577 0.085 Uiso 1 1 calc R . . C6 C 0.4964(6) 0.3828(4) 0.9976(6) 0.073(2) Uani 1 1 d . . . H6 H 0.5323 0.3963 1.0616 0.088 Uiso 1 1 calc R . . C7 C 0.5101(5) 0.3198(3) 0.9664(5) 0.0617(19) Uani 1 1 d . . . H7 H 0.5556 0.2908 1.0079 0.074 Uiso 1 1 calc R . . C8 C 0.4542(4) 0.3006(3) 0.8714(4) 0.0434(14) Uani 1 1 d . . . C9 C 0.4878(4) -0.0232(3) 0.6005(4) 0.0428(14) Uani 1 1 d . . . H9A H 0.5442 -0.0372 0.6148 0.051 Uiso 1 1 calc R . . H9B H 0.4554 -0.0062 0.5346 0.051 Uiso 1 1 calc R . . C10 C 0.4432(4) -0.0845(3) 0.6123(4) 0.0371(12) Uani 1 1 d . . . C11 C 0.3935(4) -0.1913(3) 0.6041(5) 0.0531(16) Uani 1 1 d U . . C12 C 0.3713(6) -0.2613(4) 0.5903(6) 0.082(2) Uani 1 1 d U . . H12 H 0.3904 -0.2916 0.5607 0.098 Uiso 1 1 calc R . . C13 C 0.3189(6) -0.2844(5) 0.6228(7) 0.093(3) Uani 1 1 d U . . H13 H 0.3027 -0.3315 0.6149 0.111 Uiso 1 1 calc R . . C14 C 0.2901(6) -0.2391(4) 0.6667(6) 0.082(2) Uani 1 1 d U . . H14 H 0.2546 -0.2563 0.6869 0.098 Uiso 1 1 calc R . . C15 C 0.3132(4) -0.1690(3) 0.6810(5) 0.0541(16) Uani 1 1 d . . . H15 H 0.2940 -0.1387 0.7105 0.065 Uiso 1 1 calc R . . C16 C 0.3657(4) -0.1457(3) 0.6499(4) 0.0426(13) Uani 1 1 d . . . C17 C 0.2267(6) -0.0057(6) 0.4852(7) 0.114(3) Uani 1 1 d U . . H17A H 0.2097 -0.0318 0.5237 0.137 Uiso 1 1 calc R . . H17B H 0.2508 -0.0392 0.4609 0.137 Uiso 1 1 calc R . . C18 C 0.1509(7) 0.0246(6) 0.4040(8) 0.128(3) Uani 1 1 d U . . H18A H 0.1255 0.0572 0.4278 0.153 Uiso 1 1 calc R . . H18B H 0.1675 0.0512 0.3656 0.153 Uiso 1 1 calc R . . C19 C 0.0899(9) -0.0244(8) 0.3454(10) 0.178(5) Uani 1 1 d U . . H19A H 0.0937 -0.0331 0.2897 0.267 Uiso 1 1 calc R . . H19B H 0.0339 -0.0068 0.3253 0.267 Uiso 1 1 calc R . . H19C H 0.0996 -0.0675 0.3804 0.267 Uiso 1 1 calc R . . C20 C 0.6275(4) 0.1531(3) 1.0613(4) 0.0485(15) Uani 1 1 d . . . H20 H 0.6356 0.1680 1.1199 0.058 Uiso 1 1 calc R . . C21 C 0.3213(4) 0.0684(4) 0.8039(5) 0.0531(16) Uani 1 1 d . . . H21 H 0.2798 0.0665 0.8202 0.064 Uiso 1 1 d R . . Co1 Co 0.49006(5) 0.13601(4) 0.84582(5) 0.0324(2) Uani 1 1 d . . . Co2 Co 0.39528(5) 0.02769(4) 0.69054(5) 0.0343(2) Uani 1 1 d . . . N1 N 0.4500(3) 0.2401(2) 0.8209(3) 0.0388(11) Uani 1 1 d . . . N2 N 0.3433(3) 0.3099(2) 0.7223(3) 0.0433(11) Uani 1 1 d . . . H2 H 0.2946 0.3219 0.6662 0.052 Uiso 1 1 d R . . N3 N 0.3994(3) -0.0787(2) 0.6548(3) 0.0380(10) Uani 1 1 d . . . N4 N 0.4429(3) -0.1502(2) 0.5814(4) 0.0460(12) Uani 1 1 d . . . H4A H 0.4697 -0.1571 0.5483 0.055 Uiso 1 1 d R . . O1 O 0.4143(2) 0.13764(17) 0.6899(2) 0.0319(8) Uani 1 1 d . . . O2 O 0.4953(2) 0.03019(17) 0.6645(2) 0.0323(8) Uani 1 1 d . . . O3 O 0.3134(3) 0.0270(2) 0.7398(3) 0.0497(10) Uani 1 1 d . . . O4 O 0.3786(3) 0.1115(2) 0.8526(3) 0.0517(10) Uani 1 1 d . . . O5 O 0.2922(3) 0.0428(2) 0.5468(3) 0.0626(12) Uani 1 1 d U . . H5 H 0.2983 0.0701 0.5196 0.075 Uiso 1 1 d R . . O6 O 0.5523(3) 0.1454(2) 0.9960(3) 0.0464(10) Uani 1 1 d . . . O7 O 0.6930(3) 0.1442(2) 1.0606(3) 0.0591(12) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.044(3) 0.044(3) 0.036(3) -0.002(2) 0.016(3) 0.006(3) C2 0.040(3) 0.033(3) 0.041(3) 0.003(2) 0.025(3) 0.004(2) C3 0.047(3) 0.035(3) 0.056(4) 0.000(3) 0.032(3) 0.001(3) C4 0.064(4) 0.042(4) 0.087(5) -0.003(3) 0.046(4) 0.002(3) C5 0.083(5) 0.049(4) 0.091(6) -0.027(4) 0.052(5) -0.009(4) C6 0.093(6) 0.056(4) 0.062(5) -0.025(4) 0.036(5) -0.012(4) C7 0.076(5) 0.050(4) 0.047(4) -0.005(3) 0.024(4) 0.003(3) C8 0.051(4) 0.036(3) 0.046(3) -0.003(3) 0.027(3) -0.002(3) C9 0.055(4) 0.042(3) 0.047(3) -0.009(3) 0.037(3) -0.006(3) C10 0.046(3) 0.039(3) 0.037(3) -0.006(2) 0.030(3) -0.004(2) C11 0.072(4) 0.042(3) 0.064(4) -0.011(3) 0.048(4) -0.010(3) C12 0.098(4) 0.066(4) 0.098(4) -0.010(3) 0.062(4) -0.008(3) C13 0.106(5) 0.079(4) 0.108(5) -0.005(4) 0.067(4) -0.016(4) C14 0.095(4) 0.080(4) 0.091(4) 0.002(3) 0.062(4) -0.015(3) C15 0.064(4) 0.054(4) 0.063(4) -0.007(3) 0.045(4) -0.013(3) C16 0.051(4) 0.039(3) 0.041(3) -0.003(2) 0.027(3) -0.006(3) C17 0.096(5) 0.114(5) 0.095(5) 0.013(4) 0.024(4) -0.039(4) C18 0.103(5) 0.127(5) 0.101(5) 0.021(4) 0.017(4) -0.050(4) C19 0.164(7) 0.163(7) 0.150(7) 0.001(6) 0.044(6) -0.040(6) C20 0.052(4) 0.060(4) 0.033(3) -0.003(3) 0.022(3) -0.001(3) C21 0.052(4) 0.068(4) 0.062(4) -0.012(3) 0.045(4) -0.008(3) Co1 0.0383(4) 0.0325(4) 0.0310(4) 0.0001(3) 0.0213(3) 0.0024(3) Co2 0.0402(4) 0.0348(4) 0.0368(4) -0.0038(3) 0.0263(4) -0.0036(3) N1 0.048(3) 0.033(2) 0.035(2) -0.0002(19) 0.021(2) 0.005(2) N2 0.039(3) 0.038(3) 0.047(3) 0.002(2) 0.018(2) 0.005(2) N3 0.045(3) 0.035(2) 0.040(3) -0.004(2) 0.027(2) -0.004(2) N4 0.064(3) 0.041(3) 0.058(3) -0.012(2) 0.048(3) -0.008(2) O1 0.037(2) 0.0307(18) 0.0303(18) -0.0010(14) 0.0195(16) 0.0026(15) O2 0.042(2) 0.0323(19) 0.0327(19) -0.0062(14) 0.0268(17) -0.0041(15) O3 0.052(3) 0.058(3) 0.056(3) -0.014(2) 0.040(2) -0.014(2) O4 0.052(3) 0.059(3) 0.060(3) -0.010(2) 0.040(2) -0.004(2) O5 0.066(3) 0.063(3) 0.048(2) 0.003(2) 0.022(2) -0.018(2) O6 0.048(3) 0.057(3) 0.035(2) 0.0038(18) 0.023(2) 0.002(2) O7 0.046(3) 0.076(3) 0.049(3) -0.018(2) 0.021(2) -0.009(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.404(6) . ? C1 C2 1.509(7) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 N1 1.302(7) . ? C2 N2 1.347(7) . ? C3 C4 1.381(8) . ? C3 N2 1.385(7) . ? C3 C8 1.387(8) . ? C4 C5 1.376(10) . ? C4 H4 0.9300 . ? C5 C6 1.381(11) . ? C5 H5A 0.9300 . ? C6 C7 1.375(9) . ? C6 H6 0.9300 . ? C7 C8 1.382(8) . ? C7 H7 0.9300 . ? C8 N1 1.394(7) . ? C9 O2 1.409(6) . ? C9 C10 1.494(7) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 N3 1.313(7) . ? C10 N4 1.344(7) . ? C11 C12 1.375(10) . ? C11 N4 1.385(7) . ? C11 C16 1.402(8) . ? C12 C13 1.389(11) . ? C12 H12 0.9300 . ? C13 C14 1.389(11) . ? C13 H13 0.9300 . ? C14 C15 1.379(10) . ? C14 H14 0.9300 . ? C15 C16 1.375(8) . ? C15 H15 0.9300 . ? C16 N3 1.400(7) . ? C17 O5 1.426(10) . ? C17 C18 1.443(13) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.383(14) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 O7 1.219(7) . ? C20 O6 1.232(7) . ? C20 H20 0.9300 . ? C21 O3 1.253(7) . ? C21 H21 0.9302 . ? Co1 O2 2.047(3) 2_656 ? Co1 N1 2.075(4) . ? Co1 O6 2.095(4) . ? Co1 O1 2.119(4) 2_656 ? Co1 O4 2.156(4) . ? Co1 O1 2.163(3) . ? Co2 O3 2.041(4) . ? Co2 O2 2.091(3) . ? Co2 N3 2.116(4) . ? Co2 O5 2.120(4) . ? Co2 O1 2.120(3) . ? Co2 O2 2.152(4) 2_656 ? N2 H2 0.9100 . ? N4 H4A 0.9096 . ? O1 Co1 2.119(4) 2_656 ? O2 Co1 2.047(3) 2_656 ? O2 Co2 2.152(4) 2_656 ? O5 H5 0.7278 . ? 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 C1 C2 109.6(4) . . ? O1 C1 H1A 109.7 . . ? C2 C1 H1A 109.7 . . ? O1 C1 H1B 109.7 . . ? C2 C1 H1B 109.7 . . ? H1A C1 H1B 108.2 . . ? N1 C2 N2 112.9(5) . . ? N1 C2 C1 122.8(5) . . ? N2 C2 C1 124.3(5) . . ? C4 C3 N2 132.1(6) . . ? C4 C3 C8 122.3(6) . . ? N2 C3 C8 105.6(5) . . ? C5 C4 C3 116.3(7) . . ? C5 C4 H4 121.8 . . ? C3 C4 H4 121.8 . . ? C4 C5 C6 122.4(6) . . ? C4 C5 H5A 118.8 . . ? C6 C5 H5A 118.8 . . ? C7 C6 C5 120.7(7) . . ? C7 C6 H6 119.6 . . ? C5 C6 H6 119.6 . . ? C6 C7 C8 118.1(7) . . ? C6 C7 H7 121.0 . . ? C8 C7 H7 121.0 . . ? C7 C8 C3 120.2(6) . . ? C7 C8 N1 131.0(6) . . ? C3 C8 N1 108.7(5) . . ? O2 C9 C10 108.3(4) . . ? O2 C9 H9A 110.0 . . ? C10 C9 H9A 110.0 . . ? O2 C9 H9B 110.0 . . ? C10 C9 H9B 110.0 . . ? H9A C9 H9B 108.4 . . ? N3 C10 N4 113.1(5) . . ? N3 C10 C9 122.1(5) . . ? N4 C10 C9 124.8(5) . . ? C12 C11 N4 132.9(6) . . ? C12 C11 C16 121.7(6) . . ? N4 C11 C16 105.4(5) . . ? C11 C12 C13 116.7(8) . . ? C11 C12 H12 121.7 . . ? C13 C12 H12 121.7 . . ? C12 C13 C14 121.7(8) . . ? C12 C13 H13 119.2 . . ? C14 C13 H13 119.2 . . ? C15 C14 C13 121.3(8) . . ? C15 C14 H14 119.3 . . ? C13 C14 H14 119.3 . . ? C16 C15 C14 117.5(7) . . ? C16 C15 H15 121.3 . . ? C14 C15 H15 121.3 . . ? C15 C16 N3 130.2(5) . . ? C15 C16 C11 121.1(5) . . ? N3 C16 C11 108.6(5) . . ? O5 C17 C18 116.0(9) . . ? O5 C17 H17A 108.3 . . ? C18 C17 H17A 108.3 . . ? O5 C17 H17B 108.3 . . ? C18 C17 H17B 108.3 . . ? H17A C17 H17B 107.4 . . ? C19 C18 C17 114.0(11) . . ? C19 C18 H18A 108.8 . . ? C17 C18 H18A 108.8 . . ? C19 C18 H18B 108.8 . . ? C17 C18 H18B 108.8 . . ? H18A C18 H18B 107.7 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? O7 C20 O6 129.7(6) . . ? O7 C20 H20 115.2 . . ? O6 C20 H20 115.2 . . ? O3 C21 H21 117.3 . . ? O2 Co1 N1 165.61(16) 2_656 . ? O2 Co1 O6 99.47(14) 2_656 . ? N1 Co1 O6 93.88(16) . . ? O2 Co1 O1 80.16(13) 2_656 2_656 ? N1 Co1 O1 101.03(16) . 2_656 ? O6 Co1 O1 107.28(15) . 2_656 ? O2 Co1 O4 87.70(15) 2_656 . ? N1 Co1 O4 88.20(18) . . ? O6 Co1 O4 84.77(16) . . ? O1 Co1 O4 164.07(15) 2_656 . ? O2 Co1 O1 87.08(13) 2_656 . ? N1 Co1 O1 79.21(15) . . ? O6 Co1 O1 172.12(15) . . ? O1 Co1 O1 78.02(15) 2_656 . ? O4 Co1 O1 91.17(15) . . ? O3 Co2 O2 170.38(15) . . ? O3 Co2 N3 103.98(17) . . ? O2 Co2 N3 78.72(15) . . ? O3 Co2 O5 91.19(18) . . ? O2 Co2 O5 98.16(17) . . ? N3 Co2 O5 88.01(18) . . ? O3 Co2 O1 99.49(15) . . ? O2 Co2 O1 79.19(13) . . ? N3 Co2 O1 155.66(16) . . ? O5 Co2 O1 85.11(15) . . ? O3 Co2 O2 91.38(15) . 2_656 ? O2 Co2 O2 79.03(14) . 2_656 ? N3 Co2 O2 100.11(15) . 2_656 ? O5 Co2 O2 170.62(15) . 2_656 ? O1 Co2 O2 85.57(13) . 2_656 ? C2 N1 C8 105.8(4) . . ? C2 N1 Co1 110.9(3) . . ? C8 N1 Co1 140.2(4) . . ? C2 N2 C3 106.9(5) . . ? C2 N2 H2 122.4 . . ? C3 N2 H2 130.5 . . ? C10 N3 C16 105.5(4) . . ? C10 N3 Co2 110.2(4) . . ? C16 N3 Co2 143.8(4) . . ? C10 N4 C11 107.4(5) . . ? C10 N4 H4A 117.3 . . ? C11 N4 H4A 135.2 . . ? C1 O1 Co1 121.2(3) . 2_656 ? C1 O1 Co2 128.7(3) . . ? Co1 O1 Co2 98.56(14) 2_656 . ? C1 O1 Co1 110.2(3) . . ? Co1 O1 Co1 101.95(15) 2_656 . ? Co2 O1 Co1 89.19(13) . . ? C9 O2 Co1 127.8(3) . 2_656 ? C9 O2 Co2 112.2(3) . . ? Co1 O2 Co2 101.86(14) 2_656 . ? C9 O2 Co2 117.9(3) . 2_656 ? Co1 O2 Co2 91.42(13) 2_656 2_656 ? Co2 O2 Co2 100.91(14) . 2_656 ? C21 O3 Co2 122.4(4) . . ? C17 O5 Co2 128.6(5) . . ? C17 O5 H5 112.0 . . ? Co2 O5 H5 115.8 . . ? C20 O6 Co1 134.0(4) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2 O7 0.91 1.87 2.771(6) 172.2 8_455 N4 H4A O6 0.91 2.10 2.983(6) 162.3 6 O5 H5 O7 0.73 1.98 2.710(6) 176.4 2_656 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.20 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.915 _refine_diff_density_min -0.794 _refine_diff_density_rms 0.094