data_k _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point 'not measured' _chemical_formula_moiety 'C22 H12 Co N6 O4' _chemical_formula_sum 'C22 H12 Co N6 O4' _chemical_formula_weight 483.31 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 9.762(4) _cell_length_b 10.169(4) _cell_length_c 11.143(4) _cell_angle_alpha 80.96(3) _cell_angle_beta 64.49(3) _cell_angle_gamma 71.88(3) _cell_volume 948.4(7) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour Brown _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.692 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 490 _exptl_absorpt_coefficient_mu 0.953 _exptl_absorpt_correction_type ? _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 'Siemens P4 diffractometer' _diffrn_measurement_method 'w-scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number None _diffrn_standards_interval_count None _diffrn_standards_interval_time None _diffrn_standards_decay_% None _diffrn_reflns_number 4533 _diffrn_reflns_av_R_equivalents 0.0194 _diffrn_reflns_av_sigmaI/netI 0.0507 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 25.98 _reflns_number_total 3703 _reflns_number_gt 3096 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'XSCANS' _computing_cell_refinement 'XSCANS' _computing_data_reduction 'XSCANS' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXP-97' _computing_publication_material '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^)+(0.0590P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3703 _refine_ls_number_parameters 346 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0491 _refine_ls_R_factor_gt 0.0402 _refine_ls_wR_factor_ref 0.1072 _refine_ls_wR_factor_gt 0.1040 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _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 0.02781(4) 0.56199(3) 0.84794(4) 0.02473(14) Uani 1 1 d . . . C1 C 0.3296(4) 0.4109(3) 0.6100(3) 0.0404(7) Uani 1 1 d . . . C2 C 0.4158(4) 0.3132(4) 0.5112(4) 0.0526(9) Uani 1 1 d . . . H8 H 0.535(5) 0.295(4) 0.465(4) 0.067(12) Uiso 1 1 d . . . H11 H 0.380(4) 0.455(4) 0.640(4) 0.058(11) Uiso 1 1 d . . . C3 C 0.3371(5) 0.2519(4) 0.4706(4) 0.0540(10) Uani 1 1 d . . . H7 H 0.391(4) 0.189(4) 0.401(4) 0.057(11) Uiso 1 1 d . . . C4 C 0.1708(4) 0.2902(3) 0.5273(3) 0.0413(8) Uani 1 1 d . . . C5 C 0.0777(5) 0.2356(4) 0.4887(4) 0.0526(9) Uani 1 1 d . . . H6 H 0.134(4) 0.170(4) 0.422(4) 0.058(11) Uiso 1 1 d . . . C6 C -0.0806(5) 0.2775(4) 0.5466(4) 0.0513(9) Uani 1 1 d . . . H9 H -0.142(4) 0.255(4) 0.522(4) 0.050(10) Uiso 1 1 d . . . C7 C -0.1636(4) 0.3779(3) 0.6507(3) 0.0392(7) Uani 1 1 d . . . C8 C -0.3283(4) 0.4238(4) 0.7158(4) 0.0459(8) Uani 1 1 d . . . H10 H -0.396(5) 0.394(4) 0.694(4) 0.067(12) Uiso 1 1 d . . . C9 C -0.3953(4) 0.5170(4) 0.8135(4) 0.0479(9) Uani 1 1 d . . . H1 H -0.501(4) 0.555(4) 0.860(4) 0.057(11) Uiso 1 1 d . . . C10 C -0.2981(4) 0.5641(3) 0.8511(3) 0.0389(7) Uani 1 1 d . . . H12 H -0.343(3) 0.630(3) 0.915(3) 0.025(7) Uiso 1 1 d . . . C11 C -0.0746(4) 0.4319(3) 0.6918(3) 0.0299(6) Uani 1 1 d . . . C12 C 0.0944(3) 0.3898(3) 0.6274(3) 0.0300(6) Uani 1 1 d . . . C13 C 0.0200(3) 0.0391(3) 0.8389(3) 0.0227(5) Uani 1 1 d . . . C14 C 0.0408(3) 0.1573(3) 0.8707(3) 0.0225(5) Uani 1 1 d . . . H4 H -0.043(3) 0.234(3) 0.901(3) 0.022(7) Uiso 1 1 d . . . C15 C 0.1860(3) 0.1540(2) 0.8677(2) 0.0213(5) Uani 1 1 d . . . C16 C 0.3105(3) 0.0309(3) 0.8329(3) 0.0231(5) Uani 1 1 d . . . C17 C 0.2868(3) -0.0882(3) 0.8069(3) 0.0258(6) Uani 1 1 d . . . H3 H 0.361(4) -0.166(3) 0.792(3) 0.030(8) Uiso 1 1 d . . . C18 C 0.4636(3) 0.0280(3) 0.8287(3) 0.0281(6) Uani 1 1 d . . . C19 C 0.2129(3) 0.2720(2) 0.9064(3) 0.0232(5) Uani 1 1 d . . . C20 C 0.1080(3) 0.7876(3) 0.7975(3) 0.0272(6) Uani 1 1 d . . . C21 C 0.1429(3) 0.9146(3) 0.8102(3) 0.0238(5) Uani 1 1 d . . . C22 C -0.1339(3) 1.0422(3) 0.8420(3) 0.0269(6) Uani 1 1 d . . . N1 N -0.1410(3) 0.5227(2) 0.7926(2) 0.0304(5) Uani 1 1 d . . . N2 N 0.1735(3) 0.4492(2) 0.6676(2) 0.0308(5) Uani 1 1 d . . . N3 N 0.4701(3) 0.1470(2) 0.8611(3) 0.0363(6) Uani 1 1 d . . . H13 H 0.557(4) 0.149(3) 0.868(3) 0.033(8) Uiso 1 1 d . . . N4 N 0.3498(3) 0.2686(2) 0.9009(3) 0.0327(6) Uani 1 1 d . . . N5 N -0.0285(3) 0.7918(2) 0.8002(2) 0.0296(5) Uani 1 1 d . . . N6 N -0.1431(3) 0.9195(2) 0.8177(3) 0.0330(6) Uani 1 1 d . . . H2 H -0.238(4) 0.914(3) 0.813(3) 0.047(9) Uiso 1 1 d . . . O1 O -0.2479(2) 1.1463(2) 0.8693(2) 0.0370(5) Uani 1 1 d . . . O2 O 0.2041(2) 0.66742(19) 0.7924(2) 0.0350(5) Uani 1 1 d . . . O3 O 0.0946(2) 0.38414(17) 0.95136(19) 0.0265(4) Uani 1 1 d . . . O4 O 0.5802(2) -0.0752(2) 0.7956(2) 0.0431(6) 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 0.0208(2) 0.01803(19) 0.0368(2) -0.00852(14) -0.01234(16) -0.00252(13) C1 0.0349(17) 0.0402(17) 0.0433(19) -0.0079(14) -0.0114(15) -0.0098(14) C2 0.0379(19) 0.051(2) 0.056(2) -0.0172(17) -0.0052(17) -0.0079(16) C3 0.057(2) 0.049(2) 0.041(2) -0.0201(17) -0.0033(18) -0.0096(18) C4 0.056(2) 0.0349(16) 0.0332(16) -0.0072(13) -0.0153(16) -0.0141(15) C5 0.072(3) 0.047(2) 0.045(2) -0.0170(17) -0.0219(19) -0.0189(19) C6 0.074(3) 0.051(2) 0.053(2) -0.0057(17) -0.037(2) -0.029(2) C7 0.052(2) 0.0353(16) 0.0464(18) 0.0064(14) -0.0296(16) -0.0224(15) C8 0.052(2) 0.0472(19) 0.058(2) 0.0061(16) -0.0356(19) -0.0239(17) C9 0.0316(18) 0.053(2) 0.065(2) 0.0058(18) -0.0264(18) -0.0144(16) C10 0.0321(17) 0.0377(17) 0.0487(19) -0.0064(15) -0.0176(15) -0.0077(14) C11 0.0414(16) 0.0234(13) 0.0340(15) 0.0019(11) -0.0215(13) -0.0135(12) C12 0.0392(16) 0.0246(13) 0.0286(15) -0.0020(11) -0.0145(13) -0.0104(12) C13 0.0194(12) 0.0208(12) 0.0269(14) -0.0036(10) -0.0084(11) -0.0043(10) C14 0.0192(12) 0.0156(11) 0.0293(14) -0.0039(10) -0.0075(11) -0.0020(10) C15 0.0176(12) 0.0179(12) 0.0252(13) -0.0041(10) -0.0063(10) -0.0024(10) C16 0.0154(12) 0.0204(12) 0.0306(14) -0.0074(10) -0.0070(11) -0.0011(10) C17 0.0176(12) 0.0179(12) 0.0363(15) -0.0103(11) -0.0073(11) 0.0020(10) C18 0.0193(13) 0.0234(13) 0.0404(16) -0.0125(11) -0.0112(12) 0.0000(10) C19 0.0206(13) 0.0163(12) 0.0329(14) -0.0073(10) -0.0110(11) -0.0017(10) C20 0.0250(14) 0.0221(13) 0.0343(15) -0.0083(11) -0.0109(12) -0.0041(11) C21 0.0230(13) 0.0203(12) 0.0286(14) -0.0047(10) -0.0090(11) -0.0068(10) C22 0.0244(14) 0.0247(13) 0.0345(15) -0.0028(11) -0.0138(12) -0.0068(11) N1 0.0289(13) 0.0235(11) 0.0428(14) -0.0015(10) -0.0184(11) -0.0066(10) N2 0.0304(13) 0.0257(11) 0.0357(13) -0.0036(10) -0.0128(11) -0.0064(10) N3 0.0195(12) 0.0298(13) 0.0621(18) -0.0206(12) -0.0167(12) -0.0002(10) N4 0.0235(12) 0.0237(11) 0.0516(16) -0.0155(11) -0.0154(11) -0.0001(9) N5 0.0262(12) 0.0247(11) 0.0400(14) -0.0093(10) -0.0131(11) -0.0059(9) N6 0.0254(12) 0.0293(12) 0.0496(15) -0.0087(11) -0.0183(12) -0.0064(10) O1 0.0239(10) 0.0279(10) 0.0641(14) -0.0095(10) -0.0241(10) -0.0006(8) O2 0.0251(10) 0.0224(9) 0.0564(13) -0.0127(9) -0.0144(10) -0.0026(8) O3 0.0243(9) 0.0149(8) 0.0390(11) -0.0079(8) -0.0138(8) 0.0013(7) O4 0.0221(10) 0.0331(11) 0.0769(16) -0.0282(11) -0.0222(11) 0.0049(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O3 2.070(2) . ? Co1 O3 2.099(2) 2_567 ? Co1 O2 2.125(2) . ? Co1 N1 2.149(2) . ? Co1 N2 2.150(3) . ? Co1 N5 2.260(2) . ? C1 N2 1.324(4) . ? C1 C2 1.390(5) . ? C2 C3 1.368(6) . ? C3 C4 1.409(5) . ? C4 C12 1.412(4) . ? C4 C5 1.430(5) . ? C5 C6 1.343(6) . ? C6 C7 1.446(5) . ? C7 C8 1.401(5) . ? C7 C11 1.409(4) . ? C8 C9 1.356(5) . ? C9 C10 1.412(5) . ? C10 N1 1.334(4) . ? C11 N1 1.364(4) . ? C11 C12 1.434(4) . ? C12 N2 1.354(4) . ? C13 C14 1.399(3) . ? C13 C21 1.414(4) 1_545 ? C13 C22 1.478(4) 1_545 ? C14 C15 1.393(4) . ? C15 C16 1.412(3) . ? C15 C19 1.467(3) . ? C16 C17 1.395(4) . ? C16 C18 1.466(4) . ? C17 C21 1.381(4) 1_545 ? C18 O4 1.245(3) . ? C18 N3 1.343(3) . ? C19 N4 1.300(3) . ? C19 O3 1.322(3) . ? C20 O2 1.280(3) . ? C20 N5 1.307(4) . ? C20 C21 1.475(4) . ? C21 C17 1.381(4) 1_565 ? C21 C13 1.414(4) 1_565 ? C22 O1 1.237(3) . ? C22 N6 1.355(3) . ? C22 C13 1.478(4) 1_565 ? N3 N4 1.387(3) . ? N5 N6 1.401(3) . ? O3 Co1 2.099(2) 2_567 ? 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 O3 Co1 O3 75.49(8) . 2_567 ? O3 Co1 O2 106.24(8) . . ? O3 Co1 O2 98.50(8) 2_567 . ? O3 Co1 N1 104.38(8) . . ? O3 Co1 N1 105.74(9) 2_567 . ? O2 Co1 N1 144.75(9) . . ? O3 Co1 N2 87.95(9) . . ? O3 Co1 N2 163.39(8) 2_567 . ? O2 Co1 N2 87.18(9) . . ? N1 Co1 N2 76.85(10) . . ? O3 Co1 N5 155.69(8) . . ? O3 Co1 N5 86.32(8) 2_567 . ? O2 Co1 N5 60.14(8) . . ? N1 Co1 N5 95.90(9) . . ? N2 Co1 N5 109.92(9) . . ? N2 C1 C2 123.5(3) . . ? C3 C2 C1 119.1(3) . . ? C2 C3 C4 119.8(3) . . ? C3 C4 C12 116.7(3) . . ? C3 C4 C5 124.1(3) . . ? C12 C4 C5 119.2(3) . . ? C6 C5 C4 120.9(3) . . ? C5 C6 C7 121.7(3) . . ? C8 C7 C11 117.3(3) . . ? C8 C7 C6 124.2(3) . . ? C11 C7 C6 118.5(3) . . ? C9 C8 C7 119.9(3) . . ? C8 C9 C10 119.5(3) . . ? N1 C10 C9 122.8(3) . . ? N1 C11 C7 123.2(3) . . ? N1 C11 C12 117.1(2) . . ? C7 C11 C12 119.6(3) . . ? N2 C12 C4 123.0(3) . . ? N2 C12 C11 117.0(2) . . ? C4 C12 C11 120.0(3) . . ? C14 C13 C21 120.3(2) . 1_545 ? C14 C13 C22 120.0(2) . 1_545 ? C21 C13 C22 119.6(2) 1_545 1_545 ? C15 C14 C13 119.8(2) . . ? C14 C15 C16 119.4(2) . . ? C14 C15 C19 122.4(2) . . ? C16 C15 C19 118.1(2) . . ? C17 C16 C15 120.4(2) . . ? C17 C16 C18 120.2(2) . . ? C15 C16 C18 119.4(2) . . ? C21 C17 C16 120.2(2) 1_545 . ? O4 C18 N3 122.0(2) . . ? O4 C18 C16 123.3(2) . . ? N3 C18 C16 114.7(2) . . ? N4 C19 O3 118.6(2) . . ? N4 C19 C15 121.8(2) . . ? O3 C19 C15 119.6(2) . . ? O2 C20 N5 116.4(2) . . ? O2 C20 C21 122.3(2) . . ? N5 C20 C21 121.1(2) . . ? C17 C21 C13 119.6(2) 1_565 1_565 ? C17 C21 C20 121.7(2) 1_565 . ? C13 C21 C20 118.4(2) 1_565 . ? O1 C22 N6 122.0(2) . . ? O1 C22 C13 123.3(2) . 1_565 ? N6 C22 C13 114.6(2) . 1_565 ? C10 N1 C11 117.3(3) . . ? C10 N1 Co1 128.8(2) . . ? C11 N1 Co1 113.54(18) . . ? C1 N2 C12 117.9(3) . . ? C1 N2 Co1 127.0(2) . . ? C12 N2 Co1 113.69(19) . . ? C18 N3 N4 128.0(2) . . ? C19 N4 N3 117.8(2) . . ? C20 N5 N6 118.7(2) . . ? C20 N5 Co1 87.17(17) . . ? N6 N5 Co1 147.94(18) . . ? C22 N6 N5 127.1(2) . . ? C20 O2 Co1 93.92(16) . . ? C19 O3 Co1 129.10(17) . . ? C19 O3 Co1 124.70(17) . 2_567 ? Co1 O3 Co1 104.51(8) . 2_567 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.98 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.600 _refine_diff_density_min -0.637 _refine_diff_density_rms 0.069