# 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 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Xiao-Jun Zhao' _publ_contact_author_email xiaojun_zhao15@yahoo.com.cn loop_ _publ_author_name 'En-Cui Yang' 'Zhong-Yi Liu' 'Tian-Yu Liu' 'Li-Ly Li' 'Xiao-Jun Zhao' # Attachment '- 3.cif' data_101028b _database_code_depnum_ccdc_archive 'CCDC 809885' #TrackingRef '- 3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H16 Co2 N12 O8' _chemical_formula_weight 646.29 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.7813(8) _cell_length_b 9.9448(9) _cell_length_c 12.5211(11) _cell_angle_alpha 84.787(2) _cell_angle_beta 80.6880(10) _cell_angle_gamma 88.7970(10) _cell_volume 1196.92(18) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2815 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 28.20 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.793 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 652 _exptl_absorpt_coefficient_mu 1.459 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8218 _exptl_absorpt_correction_T_max 0.8444 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 6183 _diffrn_reflns_av_R_equivalents 0.0145 _diffrn_reflns_av_sigmaI/netI 0.0293 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.65 _diffrn_reflns_theta_max 25.01 _reflns_number_total 4204 _reflns_number_gt 3548 _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^)+(0.0345P)^2^+1.3402P] 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 4204 _refine_ls_number_parameters 361 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0423 _refine_ls_R_factor_gt 0.0330 _refine_ls_wR_factor_ref 0.0813 _refine_ls_wR_factor_gt 0.0760 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _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 0.05413(4) 0.87484(4) 0.60398(3) 0.02193(11) Uani 1 1 d . . . Co2 Co 0.60058(4) 0.62704(4) 0.41416(3) 0.02240(11) Uani 1 1 d . . . O1 O 0.0444(2) 0.8726(2) 0.76116(17) 0.0396(5) Uani 1 1 d . . . O2 O -0.0947(3) 0.6985(3) 0.8161(2) 0.0693(9) Uani 1 1 d . . . O3 O 0.2101(4) 0.8747(4) 1.2723(2) 0.0877(11) Uani 1 1 d . . . O4 O 0.0845(4) 0.7014(3) 1.3280(2) 0.0774(10) Uani 1 1 d . . . O5 O 0.6027(2) 0.6848(2) 0.25944(17) 0.0382(5) Uani 1 1 d . . . O6 O 0.4415(3) 0.5288(3) 0.2800(2) 0.0549(7) Uani 1 1 d . . . O7 O 0.5176(8) 0.8436(7) -0.2710(4) 0.170(3) Uani 1 1 d . . . O8 O 0.3325(6) 0.7202(7) -0.2435(4) 0.186(3) Uani 1 1 d . . . N1 N -0.1159(2) 0.8608(2) 0.53788(18) 0.0238(5) Uani 1 1 d . . . N2 N -0.1218(2) 0.9358(2) 0.43711(19) 0.0258(5) Uani 1 1 d . . . N3 N -0.2602(2) 0.7564(2) 0.45136(19) 0.0244(5) Uani 1 1 d . . . N4 N -0.2471(3) 0.9120(3) 0.2947(2) 0.0529(9) Uani 1 1 d . . . H4" H -0.2918 0.8576 0.2583 0.063 Uiso 1 1 d R . . H4' H -0.2080 0.9835 0.2523 0.063 Uiso 1 1 d R . . N5 N -0.2159(3) 0.6574(3) 0.6239(2) 0.0377(7) Uani 1 1 d . . . H5" H -0.2875 0.5999 0.6324 0.045 Uiso 1 1 d R . . H5' H -0.1958 0.6804 0.6874 0.045 Uiso 1 1 d R . . N6 N 0.4166(2) 0.6640(2) 0.49917(19) 0.0253(5) Uani 1 1 d . . . N7 N 0.3289(2) 0.5556(2) 0.54404(19) 0.0255(5) Uani 1 1 d . . . N8 N 0.2042(2) 0.7461(2) 0.54902(18) 0.0238(5) Uani 1 1 d . . . N9 N 0.0923(3) 0.5367(3) 0.6179(2) 0.0408(7) Uani 1 1 d . . . H9" H 0.0066 0.5712 0.6176 0.049 Uiso 1 1 d R . . H9' H 0.0958 0.4466 0.6147 0.049 Uiso 1 1 d R . . N10 N 0.3845(3) 0.9010(2) 0.4690(2) 0.0348(6) Uani 1 1 d . . . H10" H 0.4738 0.9070 0.4374 0.042 Uiso 1 1 d R . . H10' H 0.3275 0.9520 0.4320 0.042 Uiso 1 1 d R . . N11 N 0.1321(3) 0.7870(3) 1.2579(2) 0.0522(8) Uani 1 1 d . . . N12 N 0.4286(7) 0.7676(7) -0.2158(4) 0.113(2) Uani 1 1 d . . . C1 C -0.2085(3) 0.8699(3) 0.3903(2) 0.0269(6) Uani 1 1 d . . . C2 C -0.2000(3) 0.7564(3) 0.5419(2) 0.0234(6) Uani 1 1 d . . . C3 C 0.2054(3) 0.6100(3) 0.5705(2) 0.0252(6) Uani 1 1 d . . . C4 C 0.3379(3) 0.7730(3) 0.5037(2) 0.0244(6) Uani 1 1 d . . . C5 C 0.0240(3) 0.7857(3) 0.9449(2) 0.0339(7) Uani 1 1 d . . . C6 C 0.1125(4) 0.8816(4) 0.9674(3) 0.0441(9) Uani 1 1 d . . . H6 H 0.1495 0.9463 0.9126 0.053 Uiso 1 1 calc R . . C7 C 0.1471(4) 0.8832(4) 1.0698(3) 0.0451(9) Uani 1 1 d . . . H7 H 0.2059 0.9489 1.0847 0.054 Uiso 1 1 calc R . . C8 C 0.0931(3) 0.7862(3) 1.1491(3) 0.0372(7) Uani 1 1 d . . . C9 C 0.0060(4) 0.6888(4) 1.1295(3) 0.0531(10) Uani 1 1 d . . . H9 H -0.0291 0.6233 1.1844 0.064 Uiso 1 1 calc R . . C10 C -0.0290(4) 0.6891(4) 1.0270(3) 0.0484(9) Uani 1 1 d . . . H10 H -0.0888 0.6238 1.0129 0.058 Uiso 1 1 calc R . . C11 C -0.0139(3) 0.7831(3) 0.8325(3) 0.0359(7) Uani 1 1 d . . . C12 C 0.4874(4) 0.6601(4) 0.1100(3) 0.0423(8) Uani 1 1 d . . . C13 C 0.3818(4) 0.6014(4) 0.0689(3) 0.0566(11) Uani 1 1 d . . . H13 H 0.3228 0.5387 0.1119 0.068 Uiso 1 1 calc R . . C14 C 0.3662(5) 0.6394(6) -0.0399(4) 0.0787(17) Uani 1 1 d . . . H14 H 0.2957 0.6024 -0.0694 0.094 Uiso 1 1 calc R . . C15 C 0.4544(6) 0.7301(6) -0.1013(4) 0.0808(17) Uani 1 1 d . . . C16 C 0.5584(6) 0.7862(6) -0.0635(4) 0.0878(17) Uani 1 1 d . . . H16 H 0.6185 0.8466 -0.1081 0.105 Uiso 1 1 calc R . . C17 C 0.5741(5) 0.7520(5) 0.0430(3) 0.0660(12) Uani 1 1 d . . . H17 H 0.6447 0.7915 0.0707 0.079 Uiso 1 1 calc R . . C18 C 0.5091(3) 0.6195(3) 0.2248(3) 0.0353(7) 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 Co1 0.0214(2) 0.0194(2) 0.0258(2) 0.00057(15) -0.00729(15) -0.00488(15) Co2 0.0212(2) 0.0206(2) 0.0260(2) 0.00054(16) -0.00640(15) -0.00540(15) O1 0.0487(14) 0.0439(13) 0.0259(11) 0.0028(10) -0.0071(10) -0.0089(11) O2 0.094(2) 0.078(2) 0.0413(15) 0.0119(14) -0.0304(15) -0.0467(18) O3 0.115(3) 0.103(3) 0.0544(19) 0.0045(18) -0.0385(18) -0.058(2) O4 0.109(3) 0.089(2) 0.0364(15) 0.0188(16) -0.0263(16) -0.043(2) O5 0.0467(13) 0.0410(13) 0.0298(12) 0.0034(10) -0.0160(10) -0.0182(10) O6 0.0592(16) 0.0528(16) 0.0518(16) -0.0008(13) -0.0042(13) -0.0290(13) O7 0.219(7) 0.226(7) 0.064(3) 0.014(4) -0.047(4) 0.073(6) O8 0.153(5) 0.355(9) 0.079(3) -0.094(4) -0.086(3) 0.142(5) N1 0.0251(12) 0.0210(12) 0.0257(13) 0.0020(10) -0.0073(10) -0.0049(9) N2 0.0286(13) 0.0208(12) 0.0294(13) 0.0020(10) -0.0106(10) -0.0058(10) N3 0.0237(12) 0.0225(12) 0.0276(13) 0.0021(10) -0.0071(10) -0.0080(10) N4 0.082(2) 0.0420(17) 0.0416(17) 0.0184(14) -0.0376(16) -0.0350(16) N5 0.0444(16) 0.0362(15) 0.0345(15) 0.0107(12) -0.0170(12) -0.0222(12) N6 0.0238(12) 0.0222(12) 0.0295(13) 0.0012(10) -0.0040(10) -0.0061(10) N7 0.0233(12) 0.0213(12) 0.0316(13) 0.0009(10) -0.0047(10) -0.0063(10) N8 0.0226(12) 0.0235(12) 0.0252(13) 0.0014(10) -0.0056(10) -0.0027(9) N9 0.0258(14) 0.0276(14) 0.0641(19) 0.0024(13) 0.0043(13) -0.0044(11) N10 0.0283(14) 0.0237(13) 0.0499(17) 0.0039(12) -0.0025(12) -0.0047(11) N11 0.059(2) 0.065(2) 0.0353(17) -0.0020(16) -0.0137(15) -0.0156(17) N12 0.129(5) 0.167(6) 0.050(3) -0.034(3) -0.035(3) 0.082(4) C1 0.0303(16) 0.0210(14) 0.0308(16) -0.0001(12) -0.0095(13) -0.0075(12) C2 0.0211(14) 0.0216(14) 0.0279(15) -0.0009(12) -0.0058(11) -0.0051(11) C3 0.0245(15) 0.0239(15) 0.0276(16) -0.0003(12) -0.0054(12) -0.0047(11) C4 0.0232(14) 0.0242(15) 0.0271(15) -0.0004(12) -0.0084(12) -0.0044(11) C5 0.0374(17) 0.0352(17) 0.0293(17) -0.0022(14) -0.0063(13) -0.0012(14) C6 0.058(2) 0.042(2) 0.0320(18) 0.0045(15) -0.0085(16) -0.0156(17) C7 0.056(2) 0.043(2) 0.039(2) -0.0028(16) -0.0122(17) -0.0142(17) C8 0.0406(18) 0.0456(19) 0.0261(16) -0.0018(14) -0.0076(14) -0.0030(15) C9 0.061(2) 0.064(3) 0.0333(19) 0.0123(18) -0.0095(17) -0.026(2) C10 0.055(2) 0.056(2) 0.0348(19) 0.0064(17) -0.0127(16) -0.0263(18) C11 0.0411(18) 0.0366(18) 0.0302(17) 0.0005(14) -0.0075(14) -0.0042(15) C12 0.0422(19) 0.053(2) 0.0360(19) -0.0114(16) -0.0155(15) 0.0044(16) C13 0.044(2) 0.070(3) 0.066(3) -0.033(2) -0.0278(19) 0.0152(19) C14 0.068(3) 0.114(4) 0.075(3) -0.062(3) -0.053(3) 0.051(3) C15 0.087(4) 0.124(5) 0.036(2) -0.018(3) -0.024(3) 0.052(3) C16 0.098(4) 0.122(5) 0.041(3) 0.014(3) -0.019(3) 0.007(3) C17 0.073(3) 0.085(3) 0.041(2) 0.009(2) -0.020(2) -0.014(2) C18 0.0389(18) 0.0369(18) 0.0324(17) -0.0055(14) -0.0100(14) -0.0054(15) _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 1.953(2) . ? Co1 N1 1.987(2) . ? Co1 N2 2.004(2) 2_576 ? Co1 N8 2.005(2) . ? Co2 O5 1.967(2) . ? Co2 N6 1.983(2) . ? Co2 N7 1.985(2) 2_666 ? Co2 N3 2.028(2) 1_655 ? O1 C11 1.276(4) . ? O2 C11 1.219(4) . ? O3 N11 1.215(4) . ? O4 N11 1.208(4) . ? O5 C18 1.285(4) . ? O6 C18 1.221(4) . ? O7 N12 1.243(9) . ? O8 N12 1.175(9) . ? N1 C2 1.331(3) . ? N1 N2 1.415(3) . ? N2 C1 1.320(3) . ? N2 Co1 2.004(2) 2_576 ? N3 C2 1.360(3) . ? N3 C1 1.363(3) . ? N3 Co2 2.028(2) 1_455 ? N4 C1 1.342(4) . ? N4 H4" 0.8999 . ? N4 H4' 0.8999 . ? N5 C2 1.348(4) . ? N5 H5" 0.8999 . ? N5 H5' 0.8999 . ? N6 C4 1.316(4) . ? N6 N7 1.409(3) . ? N7 C3 1.318(4) . ? N7 Co2 1.985(2) 2_666 ? N8 C3 1.356(3) . ? N8 C4 1.360(3) . ? N9 C3 1.360(4) . ? N9 H9" 0.8999 . ? N9 H9' 0.8999 . ? N10 C4 1.370(4) . ? N10 H10" 0.8999 . ? N10 H10' 0.8999 . ? N11 C8 1.474(4) . ? N12 C15 1.507(6) . ? C5 C6 1.379(4) . ? C5 C10 1.385(4) . ? C5 C11 1.515(4) . ? C6 C7 1.381(5) . ? C6 H6 0.9300 . ? C7 C8 1.369(5) . ? C7 H7 0.9300 . ? C8 C9 1.367(5) . ? C9 C10 1.382(5) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C12 C17 1.386(5) . ? C12 C13 1.387(5) . ? C12 C18 1.505(5) . ? C13 C14 1.413(6) . ? C13 H13 0.9300 . ? C14 C15 1.357(8) . ? C14 H14 0.9300 . ? C15 C16 1.341(8) . ? C16 C17 1.379(6) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? 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 121.16(10) . . ? O1 Co1 N2 98.30(9) . 2_576 ? N1 Co1 N2 105.90(9) . 2_576 ? O1 Co1 N8 108.03(10) . . ? N1 Co1 N8 113.05(9) . . ? N2 Co1 N8 108.85(9) 2_576 . ? O5 Co2 N6 110.26(10) . . ? O5 Co2 N7 119.17(10) . 2_666 ? N6 Co2 N7 111.93(9) . 2_666 ? O5 Co2 N3 100.78(9) . 1_655 ? N6 Co2 N3 108.58(9) . 1_655 ? N7 Co2 N3 104.90(9) 2_666 1_655 ? C11 O1 Co1 126.4(2) . . ? C18 O5 Co2 108.79(19) . . ? C2 N1 N2 105.8(2) . . ? C2 N1 Co1 129.55(19) . . ? N2 N1 Co1 117.98(16) . . ? C1 N2 N1 105.6(2) . . ? C1 N2 Co1 127.13(19) . 2_576 ? N1 N2 Co1 125.36(16) . 2_576 ? C2 N3 C1 103.0(2) . . ? C2 N3 Co2 129.99(18) . 1_455 ? C1 N3 Co2 126.91(18) . 1_455 ? C1 N4 H4" 121.9 . . ? C1 N4 H4' 122.3 . . ? H4" N4 H4' 112.9 . . ? C2 N5 H5" 120.5 . . ? C2 N5 H5' 115.3 . . ? H5" N5 H5' 112.9 . . ? C4 N6 N7 105.8(2) . . ? C4 N6 Co2 132.26(19) . . ? N7 N6 Co2 119.67(17) . . ? C3 N7 N6 105.5(2) . . ? C3 N7 Co2 130.02(19) . 2_666 ? N6 N7 Co2 122.99(17) . 2_666 ? C3 N8 C4 102.7(2) . . ? C3 N8 Co1 127.06(18) . . ? C4 N8 Co1 128.81(19) . . ? C3 N9 H9" 120.3 . . ? C3 N9 H9' 118.1 . . ? H9" N9 H9' 112.9 . . ? C4 N10 H10" 115.5 . . ? C4 N10 H10' 114.6 . . ? H10" N10 H10' 112.9 . . ? O4 N11 O3 123.5(3) . . ? O4 N11 C8 118.6(3) . . ? O3 N11 C8 117.9(3) . . ? O8 N12 O7 127.8(6) . . ? O8 N12 C15 118.2(8) . . ? O7 N12 C15 114.0(7) . . ? N2 C1 N4 124.2(3) . . ? N2 C1 N3 113.1(2) . . ? N4 C1 N3 122.7(2) . . ? N1 C2 N5 123.2(2) . . ? N1 C2 N3 112.5(2) . . ? N5 C2 N3 124.1(2) . . ? N7 C3 N8 113.1(2) . . ? N7 C3 N9 123.0(3) . . ? N8 C3 N9 123.8(3) . . ? N6 C4 N8 112.8(2) . . ? N6 C4 N10 124.3(3) . . ? N8 C4 N10 122.8(3) . . ? C6 C5 C10 118.8(3) . . ? C6 C5 C11 121.4(3) . . ? C10 C5 C11 119.9(3) . . ? C5 C6 C7 121.1(3) . . ? C5 C6 H6 119.4 . . ? C7 C6 H6 119.4 . . ? C8 C7 C6 118.6(3) . . ? C8 C7 H7 120.7 . . ? C6 C7 H7 120.7 . . ? C9 C8 C7 121.9(3) . . ? C9 C8 N11 119.7(3) . . ? C7 C8 N11 118.4(3) . . ? C8 C9 C10 118.9(3) . . ? C8 C9 H9 120.5 . . ? C10 C9 H9 120.5 . . ? C9 C10 C5 120.7(3) . . ? C9 C10 H10 119.7 . . ? C5 C10 H10 119.7 . . ? O2 C11 O1 125.1(3) . . ? O2 C11 C5 119.6(3) . . ? O1 C11 C5 115.3(3) . . ? C17 C12 C13 119.2(4) . . ? C17 C12 C18 121.1(3) . . ? C13 C12 C18 119.6(3) . . ? C12 C13 C14 118.2(4) . . ? C12 C13 H13 120.9 . . ? C14 C13 H13 120.9 . . ? C15 C14 C13 119.7(4) . . ? C15 C14 H14 120.1 . . ? C13 C14 H14 120.1 . . ? C16 C15 C14 122.8(4) . . ? C16 C15 N12 120.8(6) . . ? C14 C15 N12 116.4(6) . . ? C15 C16 C17 118.3(5) . . ? C15 C16 H16 120.8 . . ? C17 C16 H16 120.8 . . ? C16 C17 C12 121.7(4) . . ? C16 C17 H17 119.2 . . ? C12 C17 H17 119.2 . . ? O6 C18 O5 123.0(3) . . ? O6 C18 C12 121.0(3) . . ? O5 C18 C12 116.0(3) . . ? 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 Co1 O1 C11 53.6(3) . . . . ? N2 Co1 O1 C11 167.9(3) 2_576 . . . ? N8 Co1 O1 C11 -79.1(3) . . . . ? N6 Co2 O5 C18 -59.8(2) . . . . ? N7 Co2 O5 C18 71.7(2) 2_666 . . . ? N3 Co2 O5 C18 -174.3(2) 1_655 . . . ? O1 Co1 N1 C2 -69.1(3) . . . . ? N2 Co1 N1 C2 -179.5(2) 2_576 . . . ? N8 Co1 N1 C2 61.4(3) . . . . ? O1 Co1 N1 N2 143.95(18) . . . . ? N2 Co1 N1 N2 33.6(2) 2_576 . . . ? N8 Co1 N1 N2 -85.49(19) . . . . ? C2 N1 N2 C1 0.1(3) . . . . ? Co1 N1 N2 C1 154.15(19) . . . . ? C2 N1 N2 Co1 165.18(19) . . . 2_576 ? Co1 N1 N2 Co1 -40.8(3) . . . 2_576 ? O5 Co2 N6 C4 -50.5(3) . . . . ? N7 Co2 N6 C4 174.4(2) 2_666 . . . ? N3 Co2 N6 C4 59.1(3) 1_655 . . . ? O5 Co2 N6 N7 109.95(19) . . . . ? N7 Co2 N6 N7 -25.2(2) 2_666 . . . ? N3 Co2 N6 N7 -140.51(18) 1_655 . . . ? C4 N6 N7 C3 0.5(3) . . . . ? Co2 N6 N7 C3 -164.58(18) . . . . ? C4 N6 N7 Co2 -166.87(18) . . . 2_666 ? Co2 N6 N7 Co2 28.1(3) . . . 2_666 ? O1 Co1 N8 C3 66.1(2) . . . . ? N1 Co1 N8 C3 -70.7(2) . . . . ? N2 Co1 N8 C3 171.9(2) 2_576 . . . ? O1 Co1 N8 C4 -97.5(2) . . . . ? N1 Co1 N8 C4 125.6(2) . . . . ? N2 Co1 N8 C4 8.2(3) 2_576 . . . ? N1 N2 C1 N4 177.0(3) . . . . ? Co1 N2 C1 N4 12.2(5) 2_576 . . . ? N1 N2 C1 N3 -0.5(3) . . . . ? Co1 N2 C1 N3 -165.22(19) 2_576 . . . ? C2 N3 C1 N2 0.6(3) . . . . ? Co2 N3 C1 N2 178.42(19) 1_455 . . . ? C2 N3 C1 N4 -176.8(3) . . . . ? Co2 N3 C1 N4 1.0(4) 1_455 . . . ? N2 N1 C2 N5 176.3(3) . . . . ? Co1 N1 C2 N5 26.4(4) . . . . ? N2 N1 C2 N3 0.3(3) . . . . ? Co1 N1 C2 N3 -149.6(2) . . . . ? C1 N3 C2 N1 -0.6(3) . . . . ? Co2 N3 C2 N1 -178.26(19) 1_455 . . . ? C1 N3 C2 N5 -176.5(3) . . . . ? Co2 N3 C2 N5 5.8(4) 1_455 . . . ? N6 N7 C3 N8 -1.3(3) . . . . ? Co2 N7 C3 N8 164.84(19) 2_666 . . . ? N6 N7 C3 N9 -179.2(3) . . . . ? Co2 N7 C3 N9 -13.1(4) 2_666 . . . ? C4 N8 C3 N7 1.5(3) . . . . ? Co1 N8 C3 N7 -165.53(18) . . . . ? C4 N8 C3 N9 179.4(3) . . . . ? Co1 N8 C3 N9 12.4(4) . . . . ? N7 N6 C4 N8 0.5(3) . . . . ? Co2 N6 C4 N8 162.85(19) . . . . ? N7 N6 C4 N10 179.2(3) . . . . ? Co2 N6 C4 N10 -18.4(4) . . . . ? C3 N8 C4 N6 -1.2(3) . . . . ? Co1 N8 C4 N6 165.54(19) . . . . ? C3 N8 C4 N10 -179.9(3) . . . . ? Co1 N8 C4 N10 -13.2(4) . . . . ? C10 C5 C6 C7 -0.7(6) . . . . ? C11 C5 C6 C7 -179.8(3) . . . . ? C5 C6 C7 C8 0.8(6) . . . . ? C6 C7 C8 C9 -0.3(6) . . . . ? C6 C7 C8 N11 179.0(3) . . . . ? O4 N11 C8 C9 -0.7(6) . . . . ? O3 N11 C8 C9 179.7(4) . . . . ? O4 N11 C8 C7 180.0(4) . . . . ? O3 N11 C8 C7 0.4(5) . . . . ? C7 C8 C9 C10 -0.4(6) . . . . ? N11 C8 C9 C10 -179.7(4) . . . . ? C8 C9 C10 C5 0.6(6) . . . . ? C6 C5 C10 C9 0.0(6) . . . . ? C11 C5 C10 C9 179.1(4) . . . . ? Co1 O1 C11 O2 -14.5(5) . . . . ? Co1 O1 C11 C5 165.2(2) . . . . ? C6 C5 C11 O2 -178.5(4) . . . . ? C10 C5 C11 O2 2.5(5) . . . . ? C6 C5 C11 O1 1.8(5) . . . . ? C10 C5 C11 O1 -177.2(3) . . . . ? C17 C12 C13 C14 -0.7(6) . . . . ? C18 C12 C13 C14 -178.6(3) . . . . ? C12 C13 C14 C15 0.6(6) . . . . ? C13 C14 C15 C16 0.5(8) . . . . ? C13 C14 C15 N12 -178.6(4) . . . . ? O8 N12 C15 C16 -176.7(6) . . . . ? O7 N12 C15 C16 5.6(8) . . . . ? O8 N12 C15 C14 2.4(8) . . . . ? O7 N12 C15 C14 -175.3(6) . . . . ? C14 C15 C16 C17 -1.4(8) . . . . ? N12 C15 C16 C17 177.6(5) . . . . ? C15 C16 C17 C12 1.3(8) . . . . ? C13 C12 C17 C16 -0.2(7) . . . . ? C18 C12 C17 C16 177.6(4) . . . . ? Co2 O5 C18 O6 -5.9(4) . . . . ? Co2 O5 C18 C12 174.7(2) . . . . ? C17 C12 C18 O6 -172.6(4) . . . . ? C13 C12 C18 O6 5.2(5) . . . . ? C17 C12 C18 O5 6.8(5) . . . . ? C13 C12 C18 O5 -175.4(3) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.569 _refine_diff_density_min -0.562 _refine_diff_density_rms 0.067 # Attachment '- N100422B.cif' data_n100422b _database_code_depnum_ccdc_archive 'CCDC 809886' #TrackingRef '- N100422B.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H11 Co N5 O7' _chemical_formula_weight 384.18 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 9.8163(4) _cell_length_b 9.8163(4) _cell_length_c 28.0099(15) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2699.0(2) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9880 _cell_measurement_theta_min 2.20 _cell_measurement_theta_max 28.30 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.891 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1560 _exptl_absorpt_coefficient_mu 1.325 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7593 _exptl_absorpt_correction_T_max 0.8363 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13810 _diffrn_reflns_av_R_equivalents 0.0254 _diffrn_reflns_av_sigmaI/netI 0.0180 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 2.20 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2386 _reflns_number_gt 2341 _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, 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^)+(0.0199P)^2^+2.4251P] 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 0.000(12) _chemical_absolute_configuration ad _refine_ls_number_reflns 2386 _refine_ls_number_parameters 220 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0192 _refine_ls_R_factor_gt 0.0186 _refine_ls_wR_factor_ref 0.0479 _refine_ls_wR_factor_gt 0.0477 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.005 _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 0.59400(3) -0.06577(3) 0.115200(9) 0.00955(8) Uani 1 1 d . . . O1 O 0.52050(15) 0.03331(14) 0.17200(5) 0.0144(3) Uani 1 1 d . . . O2 O 0.68572(18) 0.04929(19) 0.22673(6) 0.0334(5) Uani 1 1 d . . . O3 O 0.63196(17) 0.33109(17) 0.36398(6) 0.0265(4) Uani 1 1 d . . . H3 H 0.6581 0.3653 0.3899 0.040 Uiso 1 1 calc R . . O4 O 0.48216(17) 0.50331(16) 0.36657(5) 0.0218(3) Uani 1 1 d . . . O5 O 0.19966(15) 0.57869(16) 0.21710(6) 0.0214(3) Uani 1 1 d . . . O6 O 0.17027(15) 0.40544(16) 0.16842(5) 0.0191(3) Uani 1 1 d . . . O7 O 0.53422(17) 0.36918(17) 0.04816(6) 0.0244(4) Uani 1 1 d . . . H7A H 0.4997 0.3043 0.0321 0.102(17) Uiso 1 1 d R . . H7B H 0.4816 0.4113 0.0673 0.121(19) Uiso 1 1 d R . . N1 N 0.24474(16) -0.31383(17) 0.11069(6) 0.0113(3) Uani 1 1 d . . . N2 N 0.30455(17) -0.34378(17) 0.06685(6) 0.0112(3) Uani 1 1 d . . . H2' H 0.2749 -0.4054 0.0465 0.013 Uiso 1 1 calc R . . N3 N 0.42878(17) -0.18138(16) 0.09840(6) 0.0097(3) Uani 1 1 d . . . N4 N 0.49464(18) -0.27230(19) 0.02236(6) 0.0154(4) Uani 1 1 d . . . H4A H 0.4783 -0.3317 -0.0005 0.019 Uiso 1 1 calc R . . H4B H 0.5651 -0.2172 0.0202 0.019 Uiso 1 1 calc R . . N5 N 0.30113(19) -0.15628(19) 0.17069(6) 0.0163(4) Uani 1 1 d . . . H5A H 0.2312 -0.1814 0.1883 0.020 Uiso 1 1 calc R . . H5B H 0.3563 -0.0919 0.1809 0.020 Uiso 1 1 calc R . . C1 C 0.4981(2) 0.1987(2) 0.23283(7) 0.0126(4) Uani 1 1 d . . . C2 C 0.5425(2) 0.2431(2) 0.27749(7) 0.0131(4) Uani 1 1 d . . . H2 H 0.6156 0.1976 0.2930 0.016 Uiso 1 1 calc R . . C3 C 0.4803(2) 0.3536(2) 0.29937(7) 0.0127(4) Uani 1 1 d . . . C4 C 0.37551(19) 0.4228(2) 0.27625(7) 0.0131(4) Uani 1 1 d . . . H4 H 0.3348 0.5002 0.2908 0.016 Uiso 1 1 calc R . . C5 C 0.3305(2) 0.3781(2) 0.23180(7) 0.0123(4) Uani 1 1 d . . . C6 C 0.3909(2) 0.2651(2) 0.21027(7) 0.0121(4) Uani 1 1 d . . . H6 H 0.3588 0.2335 0.1802 0.015 Uiso 1 1 calc R . . C7 C 0.5745(2) 0.0849(2) 0.20914(7) 0.0158(4) Uani 1 1 d . . . C8 C 0.5311(2) 0.4033(3) 0.34673(7) 0.0198(5) Uani 1 1 d . . . C9 C 0.2258(2) 0.4593(2) 0.20495(8) 0.0147(4) Uani 1 1 d . . . C10 C 0.4124(2) -0.26576(19) 0.06037(7) 0.0107(4) Uani 1 1 d . . . C11 C 0.3238(2) -0.21644(19) 0.12809(7) 0.0108(4) 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 Co1 0.00895(14) 0.00952(14) 0.01019(13) -0.00089(10) -0.00018(11) -0.00016(10) O1 0.0149(8) 0.0143(8) 0.0140(7) -0.0055(6) 0.0008(6) -0.0008(6) O2 0.0326(10) 0.0368(11) 0.0310(9) -0.0214(8) -0.0164(8) 0.0239(8) O3 0.0331(10) 0.0308(9) 0.0156(8) -0.0084(7) -0.0087(7) 0.0080(8) O4 0.0289(9) 0.0218(8) 0.0147(7) -0.0083(7) 0.0014(7) 0.0023(6) O5 0.0200(8) 0.0163(8) 0.0277(8) 0.0017(7) 0.0032(7) 0.0079(7) O6 0.0169(8) 0.0177(8) 0.0226(8) 0.0039(7) -0.0062(6) 0.0019(7) O7 0.0286(9) 0.0270(9) 0.0176(8) -0.0065(7) 0.0015(7) -0.0053(7) N1 0.0099(8) 0.0146(8) 0.0094(8) -0.0008(7) 0.0015(7) -0.0009(7) N2 0.0134(9) 0.0122(9) 0.0079(8) -0.0027(7) 0.0005(7) -0.0027(7) N3 0.0076(8) 0.0099(8) 0.0118(8) -0.0002(6) 0.0006(7) -0.0001(7) N4 0.0147(9) 0.0185(9) 0.0131(8) -0.0060(8) 0.0037(7) -0.0072(8) N5 0.0154(9) 0.0192(10) 0.0144(9) -0.0083(8) 0.0045(7) -0.0081(7) C1 0.0146(11) 0.0097(10) 0.0134(9) -0.0011(8) 0.0022(8) 0.0001(8) C2 0.0121(10) 0.0131(10) 0.0143(10) 0.0026(8) 0.0001(8) 0.0011(8) C3 0.0137(10) 0.0140(10) 0.0104(9) -0.0006(8) 0.0038(8) -0.0022(8) C4 0.0129(10) 0.0109(10) 0.0154(10) -0.0003(8) 0.0059(8) 0.0001(8) C5 0.0103(10) 0.0116(10) 0.0150(10) 0.0027(8) 0.0025(8) -0.0001(8) C6 0.0124(10) 0.0127(10) 0.0112(9) -0.0013(8) 0.0004(8) -0.0040(8) C7 0.0184(11) 0.0127(10) 0.0163(10) -0.0006(8) 0.0003(9) 0.0031(8) C8 0.0205(11) 0.0273(13) 0.0116(10) 0.0005(9) 0.0039(9) -0.0084(9) C9 0.0099(10) 0.0152(11) 0.0192(11) 0.0027(9) 0.0038(9) 0.0009(8) C10 0.0111(10) 0.0094(9) 0.0117(9) 0.0012(8) -0.0032(8) 0.0009(8) C11 0.0101(10) 0.0112(10) 0.0110(10) 0.0004(8) -0.0017(8) 0.0018(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 O6 1.9810(15) 6 ? Co1 O1 1.9993(14) . ? Co1 N1 2.0106(16) 6_545 ? Co1 N3 2.0346(17) . ? O1 C7 1.273(2) . ? O2 C7 1.248(3) . ? O3 C8 1.310(3) . ? O3 H3 0.8400 . ? O4 C8 1.226(3) . ? O5 C9 1.247(3) . ? O6 C9 1.274(3) . ? O6 Co1 1.9810(15) 6_455 ? O7 H7A 0.8508 . ? O7 H7B 0.8509 . ? N1 C11 1.324(3) . ? N1 N2 1.392(2) . ? N1 Co1 2.0106(16) 6_445 ? N2 C10 1.319(3) . ? N2 H2' 0.8800 . ? N3 C10 1.359(2) . ? N3 C11 1.368(3) . ? N4 C10 1.338(3) . ? N4 H4A 0.8800 . ? N4 H4B 0.8800 . ? N5 C11 1.350(2) . ? N5 H5A 0.8800 . ? N5 H5B 0.8800 . ? C1 C6 1.390(3) . ? C1 C2 1.395(3) . ? C1 C7 1.500(3) . ? C2 C3 1.388(3) . ? C2 H2 0.9500 . ? C3 C4 1.392(3) . ? C3 C8 1.499(3) . ? C4 C5 1.392(3) . ? C4 H4 0.9500 . ? C5 C6 1.395(3) . ? C5 C9 1.503(3) . ? C6 H6 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O6 Co1 O1 97.37(6) 6 . ? O6 Co1 N1 110.40(6) 6 6_545 ? O1 Co1 N1 106.51(6) . 6_545 ? O6 Co1 N3 129.38(7) 6 . ? O1 Co1 N3 99.65(6) . . ? N1 Co1 N3 109.66(7) 6_545 . ? C7 O1 Co1 133.92(14) . . ? C8 O3 H3 109.5 . . ? C9 O6 Co1 102.33(13) . 6_455 ? H7A O7 H7B 117.0 . . ? C11 N1 N2 103.30(15) . . ? C11 N1 Co1 137.05(14) . 6_445 ? N2 N1 Co1 118.85(12) . 6_445 ? C10 N2 N1 109.69(16) . . ? C10 N2 H2' 125.2 . . ? N1 N2 H2' 125.2 . . ? C10 N3 C11 103.51(16) . . ? C10 N3 Co1 128.01(13) . . ? C11 N3 Co1 126.89(13) . . ? C10 N4 H4A 120.0 . . ? C10 N4 H4B 120.0 . . ? H4A N4 H4B 120.0 . . ? C11 N5 H5A 120.0 . . ? C11 N5 H5B 120.0 . . ? H5A N5 H5B 120.0 . . ? C6 C1 C2 119.86(19) . . ? C6 C1 C7 121.76(18) . . ? C2 C1 C7 118.26(19) . . ? C3 C2 C1 120.20(19) . . ? C3 C2 H2 119.9 . . ? C1 C2 H2 119.9 . . ? C2 C3 C4 120.06(18) . . ? C2 C3 C8 119.93(19) . . ? C4 C3 C8 119.9(2) . . ? C3 C4 C5 119.8(2) . . ? C3 C4 H4 120.1 . . ? C5 C4 H4 120.1 . . ? C4 C5 C6 120.16(19) . . ? C4 C5 C9 119.85(19) . . ? C6 C5 C9 119.74(18) . . ? C1 C6 C5 119.86(18) . . ? C1 C6 H6 120.1 . . ? C5 C6 H6 120.1 . . ? O2 C7 O1 125.16(19) . . ? O2 C7 C1 118.11(18) . . ? O1 C7 C1 116.72(18) . . ? O4 C8 O3 124.2(2) . . ? O4 C8 C3 122.1(2) . . ? O3 C8 C3 113.7(2) . . ? O5 C9 O6 121.4(2) . . ? O5 C9 C5 120.18(19) . . ? O6 C9 C5 118.32(18) . . ? N2 C10 N4 124.47(18) . . ? N2 C10 N3 109.96(17) . . ? N4 C10 N3 125.55(18) . . ? N1 C11 N5 123.01(18) . . ? N1 C11 N3 113.54(17) . . ? N5 C11 N3 123.44(18) . . ? 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 O6 Co1 O1 C7 -75.91(19) 6 . . . ? N1 Co1 O1 C7 38.0(2) 6_545 . . . ? N3 Co1 O1 C7 151.96(19) . . . . ? C11 N1 N2 C10 0.0(2) . . . . ? Co1 N1 N2 C10 -171.43(13) 6_445 . . . ? O6 Co1 N3 C10 67.38(18) 6 . . . ? O1 Co1 N3 C10 175.31(16) . . . . ? N1 Co1 N3 C10 -73.17(17) 6_545 . . . ? O6 Co1 N3 C11 -129.42(15) 6 . . . ? O1 Co1 N3 C11 -21.49(16) . . . . ? N1 Co1 N3 C11 90.04(16) 6_545 . . . ? C6 C1 C2 C3 -0.2(3) . . . . ? C7 C1 C2 C3 175.98(18) . . . . ? C1 C2 C3 C4 -1.6(3) . . . . ? C1 C2 C3 C8 -178.24(19) . . . . ? C2 C3 C4 C5 2.0(3) . . . . ? C8 C3 C4 C5 178.62(18) . . . . ? C3 C4 C5 C6 -0.5(3) . . . . ? C3 C4 C5 C9 -174.85(18) . . . . ? C2 C1 C6 C5 1.7(3) . . . . ? C7 C1 C6 C5 -174.34(19) . . . . ? C4 C5 C6 C1 -1.4(3) . . . . ? C9 C5 C6 C1 172.97(18) . . . . ? Co1 O1 C7 O2 -24.2(3) . . . . ? Co1 O1 C7 C1 154.90(14) . . . . ? C6 C1 C7 O2 165.3(2) . . . . ? C2 C1 C7 O2 -10.8(3) . . . . ? C6 C1 C7 O1 -13.8(3) . . . . ? C2 C1 C7 O1 170.03(18) . . . . ? C2 C3 C8 O4 177.5(2) . . . . ? C4 C3 C8 O4 0.9(3) . . . . ? C2 C3 C8 O3 -1.8(3) . . . . ? C4 C3 C8 O3 -178.41(19) . . . . ? Co1 O6 C9 O5 14.8(2) 6_455 . . . ? Co1 O6 C9 C5 -161.73(15) 6_455 . . . ? C4 C5 C9 O5 14.7(3) . . . . ? C6 C5 C9 O5 -159.6(2) . . . . ? C4 C5 C9 O6 -168.65(18) . . . . ? C6 C5 C9 O6 17.0(3) . . . . ? N1 N2 C10 N4 177.92(18) . . . . ? N1 N2 C10 N3 -0.5(2) . . . . ? C11 N3 C10 N2 0.7(2) . . . . ? Co1 N3 C10 N2 166.98(13) . . . . ? C11 N3 C10 N4 -177.64(19) . . . . ? Co1 N3 C10 N4 -11.4(3) . . . . ? N2 N1 C11 N5 179.47(18) . . . . ? Co1 N1 C11 N5 -11.6(3) 6_445 . . . ? N2 N1 C11 N3 0.5(2) . . . . ? Co1 N1 C11 N3 169.44(14) 6_445 . . . ? C10 N3 C11 N1 -0.8(2) . . . . ? Co1 N3 C11 N1 -167.24(13) . . . . ? C10 N3 C11 N5 -179.74(18) . . . . ? Co1 N3 C11 N5 13.8(3) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.288 _refine_diff_density_min -0.208 _refine_diff_density_rms 0.047 # Attachment '- N101009A.cif' data_n101009a _database_code_depnum_ccdc_archive 'CCDC 809887' #TrackingRef '- N101009A.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H15 Co2 N5 O12' _chemical_formula_weight 539.15 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.4406(5) _cell_length_b 15.9099(11) _cell_length_c 9.3763(5) _cell_angle_alpha 90.00 _cell_angle_beta 128.827(3) _cell_angle_gamma 90.00 _cell_volume 864.70(10) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3454 _cell_measurement_theta_min 2.56 _cell_measurement_theta_max 28.30 _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 2.071 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 544 _exptl_absorpt_coefficient_mu 2.002 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7952 _exptl_absorpt_correction_T_max 0.8249 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4310 _diffrn_reflns_av_R_equivalents 0.0166 _diffrn_reflns_av_sigmaI/netI 0.0182 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.56 _diffrn_reflns_theta_max 24.99 _reflns_number_total 1516 _reflns_number_gt 1495 _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, 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^)+(0.0000P)^2^+51.9711P] 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 1516 _refine_ls_number_parameters 175 _refine_ls_number_restraints 96 _refine_ls_R_factor_all 0.0993 _refine_ls_R_factor_gt 0.0987 _refine_ls_wR_factor_ref 0.2389 _refine_ls_wR_factor_gt 0.2387 _refine_ls_goodness_of_fit_ref 1.084 _refine_ls_restrained_S_all 1.057 _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 0.2569(2) 0.16711(9) 0.53670(19) 0.0101(4) Uani 1 1 d D . . O1 O 0.3395(13) 0.2100(5) 0.7854(10) 0.0131(16) Uani 1 1 d U . . O2 O 0.446(4) 0.2218(8) 1.0635(17) 0.011(2) Uani 0.57(3) 1 d PDU . 1 O2' O 0.357(5) 0.2104(13) 1.031(3) 0.011(2) Uani 0.43(3) 1 d PDU . 2 O3 O 0.903(2) 0.1077(16) 0.962(2) 0.023(3) Uani 0.60(5) 1 d PDU . 1 O3' O 0.869(5) 0.131(2) 0.977(3) 0.023(3) Uani 0.40(5) 1 d PDU . 2 O4 O 0.5728(14) 0.1077(7) 0.6887(11) 0.028(2) Uani 1 1 d . . . O5 O 0.2454(13) 0.1289(5) 0.3178(10) 0.0141(16) Uani 1 1 d D A . H5' H 0.2901 0.1726 0.2957 0.021 Uiso 1 1 d RD . . H5" H 0.1127 0.1179 0.2180 0.021 Uiso 1 1 d RD . . N1 N -0.226(2) 0.0145(9) 0.5263(18) 0.020(5) Uani 0.50 1 d PGDU A -1 H1 H -0.3298 0.0069 0.5414 0.024 Uiso 0.50 1 calc PR A -1 N2 N -0.129(2) -0.0491(6) 0.4865(17) 0.010(4) Uani 0.50 1 d PGDU . -1 C1 C 0.0320(17) -0.0104(8) 0.4731(13) 0.013(5) Uani 0.50 1 d PGDU A -1 N3 N 0.0347(19) 0.0770(7) 0.5046(16) 0.009(4) Uani 0.50 1 d PGDU A -1 C2 C -0.124(2) 0.0924(6) 0.5375(17) 0.010(4) Uani 0.50 1 d PGDU A -1 N4 N 0.166(3) -0.0465(14) 0.437(2) 0.017(4) Uani 0.50 1 d PDU A -1 H4A H 0.1586 -0.1010 0.4183 0.020 Uiso 0.50 1 calc PR A -1 H4B H 0.2597 -0.0152 0.4323 0.020 Uiso 0.50 1 calc PR A -1 N5 N -0.174(4) 0.1687(9) 0.574(3) 0.024(5) Uani 0.50 1 d PDU A -1 H5A H -0.1045 0.2145 0.5789 0.029 Uiso 0.50 1 calc PR A -1 H5B H -0.2764 0.1717 0.5926 0.029 Uiso 0.50 1 calc PR A -1 C3 C 0.394(2) 0.1792(7) 0.9295(13) 0.015(2) Uani 1 1 d D . . C4 C 0.456(2) 0.0869(7) 0.9665(14) 0.017(3) Uani 1 1 d . . . C5 C 0.584(2) 0.0461(7) 0.9249(14) 0.015(2) Uani 1 1 d . . . C6 C 0.633(2) -0.0390(7) 0.9602(16) 0.017(2) Uani 1 1 d . . . H6 H 0.7249 -0.0656 0.9357 0.020 Uiso 1 1 calc R . . C7 C 0.6889(16) 0.0935(7) 0.8557(14) 0.019(3) Uani 1 1 d D . . O6 O -0.0341(17) 0.2450(5) 0.3596(16) 0.019(3) Uani 0.539(15) 1 d PD A 1 H6A H -0.1715 0.2274 0.2799 0.028 Uiso 0.539(15) 1 d PRD A 1 H6B H -0.0480 0.2949 0.3843 0.028 Uiso 0.539(15) 1 d PRD A 1 O6' O -0.0831(17) 0.2160(4) 0.403(2) 0.019(3) Uani 0.461(15) 1 d PD A 2 H6C H -0.2025 0.1925 0.3086 0.028 Uiso 0.461(15) 1 d PRD A 2 H6D H -0.1117 0.2684 0.3857 0.028 Uiso 0.461(15) 1 d PRD A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0121(8) 0.0067(7) 0.0103(7) -0.0001(6) 0.0064(6) 0.0002(6) O1 0.0133(18) 0.0131(19) 0.0129(18) 0.0000(10) 0.0083(13) -0.0001(10) O2 0.011(3) 0.011(2) 0.011(2) -0.0001(7) 0.0072(16) 0.0000(7) O2' 0.011(3) 0.011(2) 0.011(2) -0.0001(7) 0.0072(16) 0.0000(7) O3 0.023(3) 0.023(3) 0.023(3) -0.0001(7) 0.0144(19) -0.0001(7) O3' 0.023(3) 0.023(3) 0.023(3) -0.0001(7) 0.0144(19) -0.0001(7) O4 0.014(4) 0.061(7) 0.015(4) 0.019(4) 0.012(4) 0.017(4) O5 0.018(4) 0.014(4) 0.015(4) -0.001(3) 0.013(4) -0.003(3) N1 0.020(5) 0.020(5) 0.020(5) -0.0005(10) 0.012(3) 0.0004(10) N2 0.010(4) 0.010(4) 0.010(4) -0.0001(10) 0.006(2) 0.0001(10) C1 0.013(5) 0.013(5) 0.013(5) 0.0002(10) 0.008(3) -0.0002(10) N3 0.009(4) 0.009(4) 0.009(4) 0.0001(10) 0.006(2) -0.0002(10) C2 0.010(4) 0.010(4) 0.010(4) 0.0000(10) 0.006(3) -0.0001(10) N4 0.017(4) 0.017(4) 0.017(4) 0.0001(10) 0.011(3) -0.0001(10) N5 0.024(5) 0.024(5) 0.024(5) 0.0000(10) 0.015(3) 0.0000(10) C3 0.021(6) 0.013(6) 0.013(5) -0.002(4) 0.013(5) 0.005(5) C4 0.031(7) 0.016(6) 0.006(5) 0.000(4) 0.012(5) 0.004(5) C5 0.023(6) 0.011(5) 0.007(5) 0.000(4) 0.008(5) 0.001(5) C6 0.035(7) 0.008(5) 0.018(6) 0.002(4) 0.022(6) 0.004(5) C7 0.027(7) 0.013(6) 0.016(6) 0.000(5) 0.013(5) 0.006(5) O6 0.026(7) 0.005(7) 0.021(7) -0.001(5) 0.013(5) -0.004(5) O6' 0.026(7) 0.005(7) 0.021(7) -0.001(5) 0.013(5) -0.004(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 N2 2.054(14) 3_556 ? Co1 O4 2.061(8) . ? Co1 N3 2.062(10) . ? Co1 O5 2.090(7) . ? Co1 O2' 2.099(16) 4_565 ? Co1 O6 2.115(11) . ? Co1 O1 2.118(8) . ? Co1 O6' 2.144(11) . ? Co1 O2 2.174(14) 4_565 ? O1 C3 1.242(13) . ? O2 C3 1.256(9) . ? O2 Co1 2.174(14) 4_566 ? O2' C3 1.248(9) . ? O2' Co1 2.099(16) 4_566 ? O3 C7 1.262(9) . ? O3' C7 1.237(10) . ? O4 C7 1.246(14) . ? O5 H5' 0.8500 . ? O5 H5" 0.8500 . ? N1 N2 1.4200 . ? N1 C2 1.4200 . ? N1 H1 0.8800 . ? N2 C1 1.4200 . ? N2 Co1 2.054(9) 3_556 ? C1 N4 1.364(9) . ? C1 N3 1.4200 . ? N3 C2 1.4200 . ? C2 N5 1.374(10) . ? N4 H4A 0.8800 . ? N4 H4B 0.8800 . ? N5 H5A 0.8800 . ? N5 H5B 0.8800 . ? C3 C4 1.513(15) . ? C4 C5 1.393(17) . ? C4 C6 1.432(16) 3_657 ? C5 C6 1.387(16) . ? C5 C7 1.498(16) . ? C6 C4 1.433(16) 3_657 ? C6 H6 0.9500 . ? O6 H6A 0.8505 . ? O6 H6B 0.8503 . ? O6 H6C 1.3207 . ? O6 H6D 0.8416 . ? O6' H6A 0.9160 . ? O6' H6B 1.3141 . ? O6' H6C 0.8505 . ? O6' H6D 0.8502 . ? 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 N2 Co1 O4 84.6(4) 3_556 . ? N2 Co1 N3 22.1(7) 3_556 . ? O4 Co1 N3 104.2(5) . . ? N2 Co1 O5 84.2(4) 3_556 . ? O4 Co1 O5 82.7(3) . . ? N3 Co1 O5 96.8(4) . . ? N2 Co1 O2' 173.9(8) 3_556 4_565 ? O4 Co1 O2' 100.0(9) . 4_565 ? N3 Co1 O2' 155.0(9) . 4_565 ? O5 Co1 O2' 92.4(5) . 4_565 ? N2 Co1 O6 105.9(4) 3_556 . ? O4 Co1 O6 166.8(5) . . ? N3 Co1 O6 87.7(5) . . ? O5 Co1 O6 90.4(4) . . ? O2' Co1 O6 69.0(9) 4_565 . ? N2 Co1 O1 101.9(4) 3_556 . ? O4 Co1 O1 88.2(3) . . ? N3 Co1 O1 92.1(4) . . ? O5 Co1 O1 168.5(3) . . ? O2' Co1 O1 82.3(5) 4_565 . ? O6 Co1 O1 97.1(4) . . ? N2 Co1 O6' 88.4(4) 3_556 . ? O4 Co1 O6' 170.6(5) . . ? N3 Co1 O6' 67.9(4) . . ? O5 Co1 O6' 102.8(5) . . ? O2' Co1 O6' 87.5(9) 4_565 . ? O6 Co1 O6' 22.5(5) . . ? O1 Co1 O6' 87.2(5) . . ? N2 Co1 O2 168.3(7) 3_556 4_565 ? O4 Co1 O2 85.3(6) . 4_565 ? N3 Co1 O2 169.6(7) . 4_565 ? O5 Co1 O2 88.6(4) . 4_565 ? O2' Co1 O2 14.8(6) 4_565 4_565 ? O6 Co1 O2 83.3(6) . 4_565 ? O1 Co1 O2 83.7(4) . 4_565 ? O6' Co1 O2 102.3(6) . 4_565 ? C3 O1 Co1 137.9(7) . . ? C3 O2 Co1 123.5(11) . 4_566 ? C3 O2' Co1 129.8(13) . 4_566 ? C7 O4 Co1 122.9(7) . . ? Co1 O5 H5' 102.8 . . ? Co1 O5 H5" 116.5 . . ? H5' O5 H5" 105.1 . . ? N2 N1 C2 108.0 . . ? N2 N1 H1 126.0 . . ? C2 N1 H1 126.0 . . ? N1 N2 C1 108.0 . . ? N1 N2 Co1 113.6(8) . 3_556 ? C1 N2 Co1 138.4(8) . 3_556 ? N4 C1 N2 128.9(13) . . ? N4 C1 N3 123.1(13) . . ? N2 C1 N3 108.0 . . ? C2 N3 C1 108.0 . . ? C2 N3 Co1 123.4(8) . . ? C1 N3 Co1 128.1(8) . . ? N5 C2 N3 126.8(14) . . ? N5 C2 N1 125.2(14) . . ? N3 C2 N1 108.0 . . ? C1 N4 H4A 120.0 . . ? C1 N4 H4B 120.0 . . ? H4A N4 H4B 120.0 . . ? C2 N5 H5A 120.0 . . ? C2 N5 H5B 120.0 . . ? H5A N5 H5B 120.0 . . ? O1 C3 O2' 126.6(13) . . ? O1 C3 O2 124.1(12) . . ? O2' C3 O2 25.7(10) . . ? O1 C3 C4 118.5(8) . . ? O2' C3 C4 113.1(13) . . ? O2 C3 C4 115.8(11) . . ? C5 C4 C6 119.0(11) . 3_657 ? C5 C4 C3 123.5(10) . . ? C6 C4 C3 117.4(10) 3_657 . ? C6 C5 C4 120.8(11) . . ? C6 C5 C7 117.7(11) . . ? C4 C5 C7 121.4(10) . . ? C5 C6 C4 120.2(11) . 3_657 ? C5 C6 H6 119.9 . . ? C4 C6 H6 119.9 3_657 . ? O3' C7 O4 124.4(15) . . ? O3' C7 O3 23.5(14) . . ? O4 C7 O3 119.8(13) . . ? O3' C7 C5 113.9(16) . . ? O4 C7 C5 119.8(9) . . ? O3 C7 C5 119.5(12) . . ? Co1 O6 H6A 124.9 . . ? Co1 O6 H6B 124.9 . . ? H6A O6 H6B 105.2 . . ? Co1 O6 H6C 100.7 . . ? H6A O6 H6C 29.5 . . ? H6B O6 H6C 116.0 . . ? Co1 O6 H6D 125.6 . . ? H6A O6 H6D 74.7 . . ? H6B O6 H6D 44.5 . . ? H6C O6 H6D 73.6 . . ? Co1 O6' H6A 117.6 . . ? Co1 O6' H6B 99.5 . . ? H6A O6' H6B 72.1 . . ? Co1 O6' H6C 122.1 . . ? H6A O6' H6C 47.6 . . ? H6B O6' H6C 116.7 . . ? Co1 O6' H6D 122.1 . . ? H6A O6' H6D 70.9 . . ? H6B O6' H6D 24.1 . . ? H6C O6' H6D 105.1 . . ? 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 N2 Co1 O1 C3 26.8(12) 3_556 . . . ? O4 Co1 O1 C3 -57.3(11) . . . . ? N3 Co1 O1 C3 46.8(11) . . . . ? O5 Co1 O1 C3 -94.6(18) . . . . ? O2' Co1 O1 C3 -157.6(14) 4_565 . . . ? O6 Co1 O1 C3 134.8(11) . . . . ? O6' Co1 O1 C3 114.6(11) . . . . ? O2 Co1 O1 C3 -142.8(12) 4_565 . . . ? N2 Co1 O4 C7 -85.0(10) 3_556 . . . ? N3 Co1 O4 C7 -74.7(11) . . . . ? O5 Co1 O4 C7 -169.9(10) . . . . ? O2' Co1 O4 C7 98.9(11) 4_565 . . . ? O6 Co1 O4 C7 131.1(13) . . . . ? O1 Co1 O4 C7 17.1(10) . . . . ? O6' Co1 O4 C7 -43(3) . . . . ? O2 Co1 O4 C7 101.0(10) 4_565 . . . ? C2 N1 N2 C1 0.0 . . . . ? C2 N1 N2 Co1 -179.6(8) . . . 3_556 ? N1 N2 C1 N4 180.0 . . . . ? Co1 N2 C1 N4 -0.5(11) 3_556 . . . ? N1 N2 C1 N3 0.0 . . . . ? Co1 N2 C1 N3 179.5(11) 3_556 . . . ? N4 C1 N3 C2 180.0 . . . . ? N2 C1 N3 C2 0.0 . . . . ? N4 C1 N3 Co1 -8.3(9) . . . . ? N2 C1 N3 Co1 171.7(9) . . . . ? N2 Co1 N3 C2 160(2) 3_556 . . . ? O4 Co1 N3 C2 131.8(6) . . . . ? O5 Co1 N3 C2 -144.1(6) . . . . ? O2' Co1 N3 C2 -33.2(15) 4_565 . . . ? O6 Co1 N3 C2 -53.9(6) . . . . ? O1 Co1 N3 C2 43.1(6) . . . . ? O6' Co1 N3 C2 -43.0(7) . . . . ? O2 Co1 N3 C2 -23(3) 4_565 . . . ? N2 Co1 N3 C1 -10.2(13) 3_556 . . . ? O4 Co1 N3 C1 -38.8(8) . . . . ? O5 Co1 N3 C1 45.4(7) . . . . ? O2' Co1 N3 C1 156.3(12) 4_565 . . . ? O6 Co1 N3 C1 135.6(8) . . . . ? O1 Co1 N3 C1 -127.4(7) . . . . ? O6' Co1 N3 C1 146.5(9) . . . . ? O2 Co1 N3 C1 166(2) 4_565 . . . ? C1 N3 C2 N5 180.0(15) . . . . ? Co1 N3 C2 N5 7.8(14) . . . . ? C1 N3 C2 N1 0.0 . . . . ? Co1 N3 C2 N1 -172.2(9) . . . . ? N2 N1 C2 N5 -180.0(15) . . . . ? N2 N1 C2 N3 0.0 . . . . ? Co1 O1 C3 O2' -152.3(19) . . . . ? Co1 O1 C3 O2 176.3(14) . . . . ? Co1 O1 C3 C4 11.2(17) . . . . ? Co1 O2' C3 O1 -14(4) 4_566 . . . ? Co1 O2' C3 O2 80(3) 4_566 . . . ? Co1 O2' C3 C4 -178.0(18) 4_566 . . . ? Co1 O2 C3 O1 43(2) 4_566 . . . ? Co1 O2 C3 O2' -61(3) 4_566 . . . ? Co1 O2 C3 C4 -151.2(11) 4_566 . . . ? O1 C3 C4 C5 39.1(17) . . . . ? O2' C3 C4 C5 -155.3(18) . . . . ? O2 C3 C4 C5 -127.2(16) . . . . ? O1 C3 C4 C6 -137.7(11) . . . 3_657 ? O2' C3 C4 C6 28(2) . . . 3_657 ? O2 C3 C4 C6 56.0(18) . . . 3_657 ? C6 C4 C5 C6 -2.5(19) 3_657 . . . ? C3 C4 C5 C6 -179.2(11) . . . . ? C6 C4 C5 C7 -177.3(10) 3_657 . . . ? C3 C4 C5 C7 5.9(17) . . . . ? C4 C5 C6 C4 2.5(19) . . . 3_657 ? C7 C5 C6 C4 177.5(10) . . . 3_657 ? Co1 O4 C7 O3' -109(3) . . . . ? Co1 O4 C7 O3 -135.8(17) . . . . ? Co1 O4 C7 C5 54.8(15) . . . . ? C6 C5 C7 O3' -96(3) . . . . ? C4 C5 C7 O3' 79(3) . . . . ? C6 C5 C7 O4 98.8(14) . . . . ? C4 C5 C7 O4 -86.2(14) . . . . ? C6 C5 C7 O3 -71(2) . . . . ? C4 C5 C7 O3 104(2) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.672 _refine_diff_density_min -1.490 _refine_diff_density_rms 0.247