# 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 #TrackingRef '- FINAL.cif' #------------------------------------------------------------------ _audit_creation_date 2005-01-02 _audit_creation_method SHELXL-97 #------------------------------------------------------------------ # SUBMISSION DETAILS _publ_contact_author ; Rabindranath Mukherjee Department of Chemistry Indian Institute of Technology Kanpur 208016 INDIA ; _publ_contact_author_email rnm@iitk.ac.in _publ_contact_author_fax '+91 (512) 2597437' _publ_contact_author_phone '+91 (512) 2597437' # TITLE AND AUTHOR LIST _publ_section_title ; Cobalt(II), nickel(II) and copper(II) complexes of a hexaden-tate pyridine amide ligand. Effect of donor atom (ether vs. thioether) on coordination geometry, spin-state of cobalt and metal-centred redox potentials ; loop_ _publ_author_name _publ_author_address 'Sharmila Pandey' ; Department of Chemistry Indian Institute of Technology Kanpur Kanpur 208016 INDIA ; 'Partha Pratim Das' ; Department of Chemistry Indian Institute of Technology Kanpur Kanpur 208016 INDIA ; 'Akhilesh K. Singh' ; Department of Chemistry Indian Institute of Technology Kanpur Kanpur 208016 INDIA ; 'Rabindranath Mukherjee' ; Department of Chemistry Indian Institute of Technology Kanpur Kanpur 208016 INDIA ; _publ_contact_author_name 'Rabindranath Mukherjee' #================================================================= data_4janam _database_code_depnum_ccdc_archive 'CCDC 820771' #TrackingRef '- FINAL.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H20 N4 Ni1 O4' _chemical_formula_sum 'C26 H20 N4 Ni1 O4' _chemical_formula_weight 511 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M pccn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' 'x+1/2, -y, -z+1/2' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' '-x-1/2, y, z-1/2' 'x, -y-1/2, z-1/2' _cell_length_a 11.227(5) _cell_length_b 12.833(5) _cell_length_c 15.121(5) _cell_angle_alpha 90.000(5) _cell_angle_beta 90.000(5) _cell_angle_gamma 90.000(5) _cell_volume 2178.6(15) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 28.32 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.554 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1050 _exptl_absorpt_coefficient_mu 0.934 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8352 _exptl_absorpt_correction_T_max 0.9124 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13225 _diffrn_reflns_av_R_equivalents 0.0644 _diffrn_reflns_av_sigmaI/netI 0.0545 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.41 _diffrn_reflns_theta_max 28.34 _reflns_number_total 2688 _reflns_number_gt 2035 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART APEX' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT PLUS' _computing_structure_solution 'SIR97(Altomare, et. al. 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.1092P)^2^+4.2444P] 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 2688 _refine_ls_number_parameters 159 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0735 _refine_ls_R_factor_gt 0.0472 _refine_ls_wR_factor_ref 0.1586 _refine_ls_wR_factor_gt 0.1211 _refine_ls_goodness_of_fit_ref 0.880 _refine_ls_restrained_S_all 0.880 _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 Ni Ni 0.2500 0.2500 0.40480(3) 0.01411(19) Uani 1 2 d S . . O1 O 0.56290(17) 0.09397(16) 0.43579(13) 0.0239(5) Uani 1 1 d . . . O2 O 0.18012(16) 0.15741(14) 0.28933(12) 0.0163(4) Uani 1 1 d . . . N1 N 0.3750(2) 0.30879(17) 0.49000(14) 0.0163(5) Uani 1 1 d . . . N2 N 0.3672(2) 0.13521(18) 0.39680(14) 0.0160(5) Uani 1 1 d . . . C1 C 0.3732(2) 0.3970(2) 0.53848(18) 0.0187(6) Uani 1 1 d . . . H1 H 0.3036 0.4391 0.5374 0.022 Uiso 1 1 calc R . . C2 C 0.4688(3) 0.4285(2) 0.58968(18) 0.0219(6) Uani 1 1 d . . . H2 H 0.4640 0.4899 0.6245 0.026 Uiso 1 1 calc R . . C3 C 0.5718(3) 0.3687(2) 0.58928(18) 0.0231(6) Uani 1 1 d . . . H3 H 0.6393 0.3895 0.6228 0.028 Uiso 1 1 calc R . . C4 C 0.5751(3) 0.2775(2) 0.53895(19) 0.0218(6) Uani 1 1 d . . . H4 H 0.6448 0.2356 0.5375 0.026 Uiso 1 1 calc R . . C5 C 0.4745(3) 0.24912(19) 0.49096(18) 0.0160(5) Uani 1 1 d . . . C6 C 0.4721(2) 0.1483(2) 0.43750(17) 0.0179(5) Uani 1 1 d . . . C7 C 0.3431(2) 0.0508(2) 0.34061(17) 0.0171(5) Uani 1 1 d . . . C8 C 0.4019(3) -0.0457(2) 0.33726(18) 0.0190(6) Uani 1 1 d . . . H8 H 0.4648 -0.0596 0.3776 0.023 Uiso 1 1 calc R . . C9 C 0.3695(3) -0.1211(2) 0.27598(19) 0.0213(6) Uani 1 1 d . . . H9 H 0.4119 -0.1851 0.2741 0.026 Uiso 1 1 calc R . . C10 C 0.2763(3) -0.1044(2) 0.21756(19) 0.0209(6) Uani 1 1 d . . . H10 H 0.2560 -0.1558 0.1750 0.025 Uiso 1 1 calc R . . C11 C 0.2127(3) -0.0109(2) 0.22220(18) 0.0183(5) Uani 1 1 d . . . H11 H 0.1469 0.0008 0.1839 0.022 Uiso 1 1 calc R . . C12 C 0.2459(2) 0.0641(2) 0.28258(18) 0.0149(5) Uani 1 1 d . . . C13 C 0.1897(2) 0.2231(2) 0.21134(17) 0.0181(5) Uani 1 1 d . . . H13A H 0.1254 0.2759 0.2117 0.022 Uiso 1 1 calc R . . H13B H 0.1811 0.1802 0.1573 0.022 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni 0.0136(3) 0.0152(3) 0.0135(3) 0.000 0.000 -0.00023(16) O1 0.0177(10) 0.0291(11) 0.0248(11) -0.0085(9) -0.0027(8) 0.0041(8) O2 0.0173(9) 0.0155(8) 0.0160(9) 0.0008(7) -0.0009(7) 0.0008(7) N1 0.0159(11) 0.0180(11) 0.0149(10) 0.0011(8) 0.0006(8) -0.0015(8) N2 0.0149(11) 0.0163(10) 0.0169(11) -0.0017(8) -0.0017(8) -0.0001(8) C1 0.0213(14) 0.0189(13) 0.0160(12) 0.0010(10) 0.0047(10) -0.0024(10) C2 0.0283(16) 0.0190(13) 0.0184(13) 0.0000(10) -0.0006(11) -0.0054(11) C3 0.0221(15) 0.0269(15) 0.0202(14) 0.0003(11) -0.0045(11) -0.0077(12) C4 0.0183(14) 0.0271(14) 0.0199(13) 0.0009(11) -0.0019(11) -0.0020(11) C5 0.0166(13) 0.0179(12) 0.0135(12) 0.0000(9) 0.0016(10) -0.0027(9) C6 0.0184(13) 0.0217(12) 0.0137(12) 0.0003(10) 0.0030(10) -0.0014(10) C7 0.0173(13) 0.0169(12) 0.0170(12) -0.0005(10) 0.0009(9) -0.0020(10) C8 0.0162(13) 0.0200(13) 0.0206(13) 0.0013(10) -0.0017(10) 0.0015(11) C9 0.0222(14) 0.0175(13) 0.0244(14) 0.0023(11) 0.0025(11) 0.0025(10) C10 0.0269(14) 0.0177(13) 0.0183(13) -0.0015(10) -0.0002(11) -0.0036(11) C11 0.0205(13) 0.0173(12) 0.0171(12) 0.0013(10) -0.0012(10) -0.0019(10) C12 0.0167(13) 0.0128(12) 0.0152(12) 0.0031(10) 0.0010(9) 0.0000(9) C13 0.0215(14) 0.0194(12) 0.0134(12) 0.0010(10) -0.0024(10) 0.0015(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni N2 1.979(2) 2 ? Ni N2 1.979(2) . ? Ni N1 2.049(2) . ? Ni N1 2.049(2) 2 ? Ni O2 2.2530(19) . ? Ni O2 2.2530(19) 2 ? O1 C6 1.235(3) . ? O2 C12 1.411(3) . ? O2 C13 1.454(3) . ? N1 C1 1.348(4) . ? N1 C5 1.354(4) . ? N2 C6 1.339(4) . ? N2 C7 1.403(3) . ? C1 C2 1.384(4) . ? C1 H1 0.9500 . ? C2 C3 1.388(4) . ? C2 H2 0.9500 . ? C3 C4 1.396(4) . ? C3 H3 0.9500 . ? C4 C5 1.392(4) . ? C4 H4 0.9500 . ? C5 C6 1.526(4) . ? C7 C8 1.404(4) . ? C7 C12 1.410(4) . ? C8 C9 1.388(4) . ? C8 H8 0.9500 . ? C9 C10 1.386(4) . ? C9 H9 0.9500 . ? C10 C11 1.398(4) . ? C10 H10 0.9500 . ? C11 C12 1.378(4) . ? C11 H11 0.9500 . ? C13 C13 1.520(5) 2 ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? 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 Ni N2 172.99(13) 2 . ? N2 Ni N1 102.69(9) 2 . ? N2 Ni N1 81.79(9) . . ? N2 Ni N1 81.79(9) 2 2 ? N2 Ni N1 102.69(9) . 2 ? N1 Ni N1 102.09(13) . 2 ? N2 Ni O2 96.53(8) 2 . ? N2 Ni O2 77.97(8) . . ? N1 Ni O2 156.92(8) . . ? N1 Ni O2 93.13(8) 2 . ? N2 Ni O2 77.97(8) 2 2 ? N2 Ni O2 96.53(8) . 2 ? N1 Ni O2 93.13(8) . 2 ? N1 Ni O2 156.92(8) 2 2 ? O2 Ni O2 78.39(10) . 2 ? C12 O2 C13 113.3(2) . . ? C12 O2 Ni 108.75(15) . . ? C13 O2 Ni 107.27(15) . . ? C1 N1 C5 118.8(2) . . ? C1 N1 Ni 129.83(19) . . ? C5 N1 Ni 111.30(17) . . ? C6 N2 C7 123.0(2) . . ? C6 N2 Ni 117.61(18) . . ? C7 N2 Ni 118.90(18) . . ? N1 C1 C2 122.5(3) . . ? N1 C1 H1 118.7 . . ? C2 C1 H1 118.7 . . ? C1 C2 C3 118.8(3) . . ? C1 C2 H2 120.6 . . ? C3 C2 H2 120.6 . . ? C2 C3 C4 119.2(3) . . ? C2 C3 H3 120.4 . . ? C4 C3 H3 120.4 . . ? C5 C4 C3 118.8(3) . . ? C5 C4 H4 120.6 . . ? C3 C4 H4 120.6 . . ? N1 C5 C4 121.8(2) . . ? N1 C5 C6 117.4(2) . . ? C4 C5 C6 120.8(2) . . ? O1 C6 N2 130.2(3) . . ? O1 C6 C5 118.4(2) . . ? N2 C6 C5 111.4(2) . . ? N2 C7 C8 127.7(2) . . ? N2 C7 C12 115.7(2) . . ? C8 C7 C12 116.6(2) . . ? C9 C8 C7 121.1(3) . . ? C9 C8 H8 119.5 . . ? C7 C8 H8 119.5 . . ? C10 C9 C8 121.0(3) . . ? C10 C9 H9 119.5 . . ? C8 C9 H9 119.5 . . ? C9 C10 C11 119.1(3) . . ? C9 C10 H10 120.5 . . ? C11 C10 H10 120.5 . . ? C12 C11 C10 119.6(3) . . ? C12 C11 H11 120.2 . . ? C10 C11 H11 120.2 . . ? C11 C12 C7 122.5(2) . . ? C11 C12 O2 119.9(2) . . ? C7 C12 O2 117.5(2) . . ? O2 C13 C13 109.21(18) . 2 ? O2 C13 H13A 109.8 . . ? C13 C13 H13A 109.8 2 . ? O2 C13 H13B 109.8 . . ? C13 C13 H13B 109.8 2 . ? H13A C13 H13B 108.3 . . ? 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 N2 Ni O2 C12 -176.56(16) 2 . . . ? N2 Ni O2 C12 7.84(15) . . . . ? N1 Ni O2 C12 37.1(3) . . . . ? N1 Ni O2 C12 -94.48(16) 2 . . . ? O2 Ni O2 C12 107.18(17) 2 . . . ? N2 Ni O2 C13 60.57(17) 2 . . . ? N2 Ni O2 C13 -115.03(17) . . . . ? N1 Ni O2 C13 -85.8(2) . . . . ? N1 Ni O2 C13 142.66(16) 2 . . . ? O2 Ni O2 C13 -15.68(12) 2 . . . ? N2 Ni N1 C1 7.8(2) 2 . . . ? N2 Ni N1 C1 -177.7(2) . . . . ? N1 Ni N1 C1 -76.3(2) 2 . . . ? O2 Ni N1 C1 153.5(2) . . . . ? O2 Ni N1 C1 86.2(2) 2 . . . ? N2 Ni N1 C5 -168.34(17) 2 . . . ? N2 Ni N1 C5 6.18(18) . . . . ? N1 Ni N1 C5 107.49(19) 2 . . . ? O2 Ni N1 C5 -22.7(3) . . . . ? O2 Ni N1 C5 -89.98(18) 2 . . . ? N2 Ni N2 C6 123.46(19) 2 . . . ? N1 Ni N2 C6 -6.72(19) . . . . ? N1 Ni N2 C6 -107.3(2) 2 . . . ? O2 Ni N2 C6 162.1(2) . . . . ? O2 Ni N2 C6 85.5(2) 2 . . . ? N2 Ni N2 C7 -48.75(19) 2 . . . ? N1 Ni N2 C7 -178.9(2) . . . . ? N1 Ni N2 C7 80.4(2) 2 . . . ? O2 Ni N2 C7 -10.09(18) . . . . ? O2 Ni N2 C7 -86.7(2) 2 . . . ? C5 N1 C1 C2 -0.5(4) . . . . ? Ni N1 C1 C2 -176.4(2) . . . . ? N1 C1 C2 C3 1.9(4) . . . . ? C1 C2 C3 C4 -1.4(4) . . . . ? C2 C3 C4 C5 -0.3(4) . . . . ? C1 N1 C5 C4 -1.4(4) . . . . ? Ni N1 C5 C4 175.3(2) . . . . ? C1 N1 C5 C6 178.3(2) . . . . ? Ni N1 C5 C6 -5.1(3) . . . . ? C3 C4 C5 N1 1.7(4) . . . . ? C3 C4 C5 C6 -177.9(3) . . . . ? C7 N2 C6 O1 -0.6(5) . . . . ? Ni N2 C6 O1 -172.5(2) . . . . ? C7 N2 C6 C5 177.5(2) . . . . ? Ni N2 C6 C5 5.6(3) . . . . ? N1 C5 C6 O1 178.3(2) . . . . ? C4 C5 C6 O1 -2.1(4) . . . . ? N1 C5 C6 N2 0.0(3) . . . . ? C4 C5 C6 N2 179.6(2) . . . . ? C6 N2 C7 C8 20.9(4) . . . . ? Ni N2 C7 C8 -167.3(2) . . . . ? C6 N2 C7 C12 -161.1(2) . . . . ? Ni N2 C7 C12 10.7(3) . . . . ? N2 C7 C8 C9 -178.3(3) . . . . ? C12 C7 C8 C9 3.7(4) . . . . ? C7 C8 C9 C10 -1.5(4) . . . . ? C8 C9 C10 C11 -1.4(4) . . . . ? C9 C10 C11 C12 2.0(4) . . . . ? C10 C11 C12 C7 0.3(4) . . . . ? C10 C11 C12 O2 -178.2(2) . . . . ? N2 C7 C12 C11 178.6(2) . . . . ? C8 C7 C12 C11 -3.1(4) . . . . ? N2 C7 C12 O2 -2.8(3) . . . . ? C8 C7 C12 O2 175.5(2) . . . . ? C13 O2 C12 C11 -67.1(3) . . . . ? Ni O2 C12 C11 173.7(2) . . . . ? C13 O2 C12 C7 114.3(3) . . . . ? Ni O2 C12 C7 -4.9(3) . . . . ? C12 O2 C13 C13 -75.9(3) . . . 2 ? Ni O2 C13 C13 44.1(3) . . . 2 ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 28.34 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.593 _refine_diff_density_min -0.890 _refine_diff_density_rms 0.156 #===END data_4jancm _database_code_depnum_ccdc_archive 'CCDC 820772' #TrackingRef '- FINAL.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H20 Cu N4 O4' _chemical_formula_sum 'C26 H20 Cu N4 O4' _chemical_formula_weight 516.00 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 '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 8.567(3) _cell_length_b 8.993(3) _cell_length_c 14.944(5) _cell_angle_alpha 75.120(6) _cell_angle_beta 83.788(5) _cell_angle_gamma 78.118(6) _cell_volume 1087.1(6) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 28.32 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.576 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 530 _exptl_absorpt_coefficient_mu 1.049 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9024 _exptl_absorpt_correction_T_max 0.9024 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '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 7036 _diffrn_reflns_av_R_equivalents 0.0240 _diffrn_reflns_av_sigmaI/netI 0.0566 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.38 _diffrn_reflns_theta_max 28.32 _reflns_number_total 5092 _reflns_number_gt 4092 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART APEX' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT PLUS' _computing_structure_solution 'SIR97(Altomare, et. al. 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.1212P)^2^+5.3706P] 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 5092 _refine_ls_number_parameters 316 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0949 _refine_ls_R_factor_gt 0.0666 _refine_ls_wR_factor_ref 0.2509 _refine_ls_wR_factor_gt 0.1708 _refine_ls_goodness_of_fit_ref 1.103 _refine_ls_restrained_S_all 1.103 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.50862(7) 0.17517(7) 0.21841(4) 0.0241(2) Uani 1 1 d . . . O1 O 0.2600(5) 0.5507(5) 0.3066(3) 0.0339(9) Uani 1 1 d . . . O2 O 0.2453(4) 0.0756(4) 0.2250(3) 0.0269(8) Uani 1 1 d . . . O3 O 0.4712(4) -0.0142(4) 0.3670(3) 0.0262(8) Uani 1 1 d . . . O4 O 0.8408(5) -0.1308(5) 0.1132(3) 0.0377(10) Uani 1 1 d . . . N1 N 0.6171(5) 0.2717(5) 0.3000(3) 0.0235(9) Uani 1 1 d . . . N2 N 0.3313(5) 0.3420(5) 0.2362(3) 0.0243(9) Uani 1 1 d . . . N3 N 0.6683(5) -0.0111(5) 0.2149(3) 0.0262(9) Uani 1 1 d . . . N4 N 0.5247(5) 0.1980(5) 0.0783(3) 0.0246(9) Uani 1 1 d . . . C1 C 0.7617(7) 0.2252(6) 0.3340(4) 0.0290(11) Uani 1 1 d . . . H1 H 0.8311 0.1385 0.3171 0.035 Uiso 1 1 calc R . . C2 C 0.8138(7) 0.2974(7) 0.3920(4) 0.0319(12) Uani 1 1 d . . . H2 H 0.9183 0.2629 0.4139 0.038 Uiso 1 1 calc R . . C3 C 0.7125(8) 0.4212(7) 0.4182(4) 0.0356(13) Uani 1 1 d . . . H3 H 0.7450 0.4700 0.4606 0.043 Uiso 1 1 calc R . . C4 C 0.5628(7) 0.4743(6) 0.3824(4) 0.0316(12) Uani 1 1 d . . . H4 H 0.4925 0.5618 0.3978 0.038 Uiso 1 1 calc R . . C6 C 0.3541(6) 0.4373(6) 0.2864(3) 0.0248(10) Uani 1 1 d . . . C7 C 0.1849(6) 0.3553(6) 0.1965(3) 0.0235(10) Uani 1 1 d . . . C8 C 0.0839(6) 0.4960(6) 0.1617(4) 0.0284(11) Uani 1 1 d . . . H8 H 0.1081 0.5918 0.1669 0.034 Uiso 1 1 calc R . . C9 C -0.0540(7) 0.4961(7) 0.1188(4) 0.0319(12) Uani 1 1 d . . . H9 H -0.1245 0.5921 0.0965 0.038 Uiso 1 1 calc R . . C10 C -0.0883(7) 0.3574(7) 0.1088(4) 0.0328(12) Uani 1 1 d . . . H10 H -0.1802 0.3589 0.0780 0.039 Uiso 1 1 calc R . . C11 C 0.0121(6) 0.2155(7) 0.1440(4) 0.0284(11) Uani 1 1 d . . . H11 H -0.0104 0.1197 0.1377 0.034 Uiso 1 1 calc R . . C12 C 0.1448(7) 0.2172(6) 0.1883(4) 0.0272(11) Uani 1 1 d . . . C13 C 0.2075(6) 0.0147(7) 0.3213(4) 0.0300(11) Uani 1 1 d . . . H13A H 0.1143 -0.0376 0.3290 0.036 Uiso 1 1 calc R . . H13B H 0.1806 0.1009 0.3535 0.036 Uiso 1 1 calc R . . C14 C 0.3504(7) -0.1006(7) 0.3618(4) 0.0322(12) Uani 1 1 d . . . H14A H 0.3208 -0.1611 0.4245 0.039 Uiso 1 1 calc R . . H14B H 0.3907 -0.1748 0.3221 0.039 Uiso 1 1 calc R . . C15 C 0.6217(6) -0.1055(6) 0.3793(3) 0.0219(9) Uani 1 1 d . . . C16 C 0.6689(7) -0.1807(6) 0.4672(4) 0.0284(11) Uani 1 1 d . . . H16 H 0.5976 -0.1716 0.5196 0.034 Uiso 1 1 calc R . . C17 C 0.8219(7) -0.2704(6) 0.4786(4) 0.0279(11) Uani 1 1 d . . . H17 H 0.8559 -0.3235 0.5389 0.034 Uiso 1 1 calc R . . C18 C 0.9243(7) -0.2811(7) 0.4006(4) 0.0296(11) Uani 1 1 d . . . H18 H 1.0284 -0.3430 0.4080 0.036 Uiso 1 1 calc R . . C19 C 0.8764(6) -0.2026(6) 0.3120(4) 0.0261(10) Uani 1 1 d . . . H19 H 0.9474 -0.2133 0.2597 0.031 Uiso 1 1 calc R . . C20 C 0.7254(6) -0.1083(6) 0.2992(4) 0.0268(11) Uani 1 1 d . . . C21 C 0.7297(6) -0.0314(6) 0.1324(4) 0.0274(11) Uani 1 1 d . . . C22 C 0.6467(6) 0.0918(6) 0.0539(4) 0.0248(10) Uani 1 1 d . . . C23 C 0.6931(7) 0.0935(7) -0.0384(4) 0.0339(12) Uani 1 1 d . . . H23 H 0.7785 0.0171 -0.0542 0.041 Uiso 1 1 calc R . . C25 C 0.4866(7) 0.3160(7) -0.0822(4) 0.0329(12) Uani 1 1 d . . . H25 H 0.4280 0.3948 -0.1281 0.040 Uiso 1 1 calc R . . C24 C 0.6112(8) 0.2101(7) -0.1073(4) 0.0365(13) Uani 1 1 d . . . H24 H 0.6419 0.2156 -0.1709 0.044 Uiso 1 1 calc R . . C26 C 0.4472(6) 0.3067(6) 0.0108(4) 0.0271(11) Uani 1 1 d . . . H26 H 0.3608 0.3812 0.0276 0.033 Uiso 1 1 calc R . . C5 C 0.5187(6) 0.3949(5) 0.3231(3) 0.0223(10) 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 Cu1 0.0238(4) 0.0234(4) 0.0242(4) -0.0085(2) -0.0001(2) 0.0005(2) O1 0.037(2) 0.028(2) 0.033(2) -0.0096(16) -0.0020(17) 0.0033(17) O2 0.0270(18) 0.0229(18) 0.0267(18) -0.0020(14) -0.0022(15) -0.0003(15) O3 0.0192(17) 0.0277(19) 0.032(2) -0.0135(15) -0.0021(14) 0.0025(14) O4 0.042(2) 0.033(2) 0.032(2) -0.0111(17) 0.0008(18) 0.0072(18) N1 0.021(2) 0.026(2) 0.026(2) -0.0079(17) 0.0006(16) -0.0087(17) N2 0.0184(19) 0.023(2) 0.028(2) -0.0049(17) 0.0030(16) 0.0012(16) N3 0.028(2) 0.026(2) 0.023(2) -0.0035(17) -0.0036(17) -0.0047(18) N4 0.026(2) 0.025(2) 0.024(2) -0.0098(17) 0.0055(17) -0.0052(17) C1 0.026(3) 0.026(3) 0.035(3) -0.008(2) -0.001(2) -0.005(2) C2 0.030(3) 0.030(3) 0.037(3) -0.007(2) -0.004(2) -0.009(2) C3 0.044(3) 0.028(3) 0.039(3) -0.011(2) -0.004(3) -0.011(3) C4 0.038(3) 0.018(2) 0.038(3) -0.008(2) -0.005(2) -0.001(2) C6 0.031(3) 0.021(2) 0.019(2) -0.0025(18) 0.0067(19) -0.002(2) C7 0.020(2) 0.027(2) 0.020(2) -0.0044(18) -0.0010(18) 0.0020(19) C8 0.027(3) 0.025(3) 0.030(3) -0.005(2) 0.001(2) -0.001(2) C9 0.029(3) 0.029(3) 0.031(3) 0.000(2) -0.001(2) 0.001(2) C10 0.026(3) 0.032(3) 0.035(3) -0.003(2) -0.001(2) 0.000(2) C11 0.020(2) 0.031(3) 0.031(3) -0.003(2) 0.000(2) -0.003(2) C12 0.030(3) 0.026(3) 0.023(2) -0.004(2) 0.000(2) -0.002(2) C13 0.021(2) 0.029(3) 0.038(3) -0.003(2) -0.003(2) -0.006(2) C14 0.026(3) 0.035(3) 0.034(3) -0.002(2) -0.001(2) -0.009(2) C15 0.019(2) 0.022(2) 0.024(2) -0.0088(18) 0.0028(18) -0.0007(19) C16 0.028(3) 0.026(3) 0.035(3) -0.011(2) -0.003(2) -0.007(2) C17 0.032(3) 0.021(2) 0.030(3) -0.004(2) -0.007(2) -0.002(2) C18 0.027(3) 0.028(3) 0.033(3) -0.009(2) -0.005(2) -0.002(2) C19 0.022(2) 0.031(3) 0.028(3) -0.011(2) 0.0037(19) -0.006(2) C20 0.024(2) 0.028(3) 0.029(3) -0.009(2) 0.000(2) -0.004(2) C21 0.024(2) 0.024(2) 0.033(3) -0.012(2) 0.000(2) 0.003(2) C22 0.027(2) 0.027(2) 0.021(2) -0.0078(19) 0.0050(19) -0.007(2) C23 0.038(3) 0.035(3) 0.027(3) -0.011(2) 0.005(2) -0.002(2) C25 0.034(3) 0.028(3) 0.034(3) -0.004(2) -0.004(2) -0.005(2) C24 0.048(4) 0.037(3) 0.024(3) -0.006(2) 0.000(2) -0.010(3) C26 0.027(2) 0.028(3) 0.023(2) -0.003(2) 0.000(2) -0.003(2) C5 0.033(3) 0.0094(19) 0.025(2) -0.0073(17) 0.004(2) -0.0034(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N3 1.941(5) . ? Cu1 N2 1.951(4) . ? Cu1 N4 2.043(4) . ? Cu1 N1 2.056(4) . ? O1 C6 1.244(6) . ? O2 C12 1.399(6) . ? O2 C13 1.429(7) . ? O3 C15 1.381(6) . ? O3 C14 1.436(7) . ? O4 C21 1.228(6) . ? N1 C1 1.335(7) . ? N1 C5 1.344(6) . ? N2 C6 1.330(7) . ? N2 C7 1.414(6) . ? N3 C21 1.329(7) . ? N3 C20 1.408(7) . ? N4 C26 1.336(7) . ? N4 C22 1.350(6) . ? C1 C2 1.366(8) . ? C1 H1 0.9500 . ? C2 C3 1.378(8) . ? C2 H2 0.9500 . ? C3 C4 1.387(9) . ? C3 H3 0.9500 . ? C4 C5 1.395(7) . ? C4 H4 0.9500 . ? C6 C5 1.508(8) . ? C7 C8 1.389(7) . ? C7 C12 1.393(8) . ? C8 C9 1.403(8) . ? C8 H8 0.9500 . ? C9 C10 1.386(8) . ? C9 H9 0.9500 . ? C10 C11 1.395(8) . ? C10 H10 0.9500 . ? C11 C12 1.380(8) . ? C11 H11 0.9500 . ? C13 C14 1.502(8) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.375(7) . ? C15 C20 1.413(7) . ? C16 C17 1.393(8) . ? C16 H16 0.9500 . ? C17 C18 1.393(8) . ? C17 H17 0.9500 . ? C18 C19 1.393(8) . ? C18 H18 0.9500 . ? C19 C20 1.396(7) . ? C19 H19 0.9500 . ? C21 C22 1.516(8) . ? C22 C23 1.391(7) . ? C23 C24 1.397(9) . ? C23 H23 0.9500 . ? C25 C24 1.366(9) . ? C25 C26 1.379(8) . ? C25 H25 0.9500 . ? C24 H24 0.9500 . ? C26 H26 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 N3 Cu1 N2 171.48(19) . . ? N3 Cu1 N4 81.99(18) . . ? N2 Cu1 N4 103.39(18) . . ? N3 Cu1 N1 99.89(18) . . ? N2 Cu1 N1 81.61(19) . . ? N4 Cu1 N1 131.42(17) . . ? C12 O2 C13 112.4(4) . . ? C15 O3 C14 113.6(4) . . ? C1 N1 C5 119.0(5) . . ? C1 N1 Cu1 129.5(4) . . ? C5 N1 Cu1 111.4(3) . . ? C6 N2 C7 123.1(4) . . ? C6 N2 Cu1 117.8(4) . . ? C7 N2 Cu1 119.1(3) . . ? C21 N3 C20 123.2(5) . . ? C21 N3 Cu1 117.8(4) . . ? C20 N3 Cu1 118.5(3) . . ? C26 N4 C22 118.1(4) . . ? C26 N4 Cu1 130.7(4) . . ? C22 N4 Cu1 110.8(3) . . ? N1 C1 C2 122.6(5) . . ? N1 C1 H1 118.7 . . ? C2 C1 H1 118.7 . . ? C1 C2 C3 119.0(6) . . ? C1 C2 H2 120.5 . . ? C3 C2 H2 120.5 . . ? C2 C3 C4 119.7(5) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? C3 C4 C5 117.9(5) . . ? C3 C4 H4 121.1 . . ? C5 C4 H4 121.1 . . ? O1 C6 N2 129.2(5) . . ? O1 C6 C5 118.3(5) . . ? N2 C6 C5 112.5(4) . . ? C8 C7 C12 118.4(5) . . ? C8 C7 N2 124.6(5) . . ? C12 C7 N2 116.9(5) . . ? C7 C8 C9 119.7(5) . . ? C7 C8 H8 120.1 . . ? C9 C8 H8 120.1 . . ? C10 C9 C8 120.6(5) . . ? C10 C9 H9 119.7 . . ? C8 C9 H9 119.7 . . ? C9 C10 C11 120.0(6) . . ? C9 C10 H10 120.0 . . ? C11 C10 H10 120.0 . . ? C12 C11 C10 118.6(5) . . ? C12 C11 H11 120.7 . . ? C10 C11 H11 120.7 . . ? C11 C12 C7 122.6(5) . . ? C11 C12 O2 119.2(5) . . ? C7 C12 O2 118.2(5) . . ? O2 C13 C14 108.3(4) . . ? O2 C13 H13A 110.0 . . ? C14 C13 H13A 110.0 . . ? O2 C13 H13B 110.0 . . ? C14 C13 H13B 110.0 . . ? H13A C13 H13B 108.4 . . ? O3 C14 C13 107.8(5) . . ? O3 C14 H14A 110.1 . . ? C13 C14 H14A 110.1 . . ? O3 C14 H14B 110.1 . . ? C13 C14 H14B 110.1 . . ? H14A C14 H14B 108.5 . . ? C16 C15 O3 120.0(4) . . ? C16 C15 C20 122.6(5) . . ? O3 C15 C20 117.2(5) . . ? C15 C16 C17 119.5(5) . . ? C15 C16 H16 120.3 . . ? C17 C16 H16 120.3 . . ? C18 C17 C16 119.1(5) . . ? C18 C17 H17 120.4 . . ? C16 C17 H17 120.4 . . ? C19 C18 C17 121.0(5) . . ? C19 C18 H18 119.5 . . ? C17 C18 H18 119.5 . . ? C18 C19 C20 120.8(5) . . ? C18 C19 H19 119.6 . . ? C20 C19 H19 119.6 . . ? C19 C20 N3 126.4(5) . . ? C19 C20 C15 116.8(5) . . ? N3 C20 C15 116.7(5) . . ? O4 C21 N3 129.4(5) . . ? O4 C21 C22 118.7(5) . . ? N3 C21 C22 111.8(4) . . ? N4 C22 C23 121.9(5) . . ? N4 C22 C21 116.6(4) . . ? C23 C22 C21 121.4(5) . . ? C22 C23 C24 118.5(5) . . ? C22 C23 H23 120.7 . . ? C24 C23 H23 120.7 . . ? C24 C25 C26 118.9(5) . . ? C24 C25 H25 120.5 . . ? C26 C25 H25 120.5 . . ? C25 C24 C23 119.3(6) . . ? C25 C24 H24 120.4 . . ? C23 C24 H24 120.4 . . ? N4 C26 C25 123.2(5) . . ? N4 C26 H26 118.4 . . ? C25 C26 H26 118.4 . . ? N1 C5 C4 121.8(5) . . ? N1 C5 C6 116.7(4) . . ? C4 C5 C6 121.4(4) . . ? 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 N3 Cu1 N1 C1 4.9(5) . . . . ? N2 Cu1 N1 C1 176.4(5) . . . . ? N4 Cu1 N1 C1 -83.1(5) . . . . ? N3 Cu1 N1 C5 -172.0(3) . . . . ? N2 Cu1 N1 C5 -0.5(3) . . . . ? N4 Cu1 N1 C5 100.0(4) . . . . ? N3 Cu1 N2 C6 101.7(12) . . . . ? N4 Cu1 N2 C6 -129.8(4) . . . . ? N1 Cu1 N2 C6 0.9(4) . . . . ? N3 Cu1 N2 C7 -77.6(13) . . . . ? N4 Cu1 N2 C7 50.9(4) . . . . ? N1 Cu1 N2 C7 -178.4(4) . . . . ? N2 Cu1 N3 C21 138.0(11) . . . . ? N4 Cu1 N3 C21 8.2(4) . . . . ? N1 Cu1 N3 C21 -122.6(4) . . . . ? N2 Cu1 N3 C20 -48.8(14) . . . . ? N4 Cu1 N3 C20 -178.6(4) . . . . ? N1 Cu1 N3 C20 50.6(4) . . . . ? N3 Cu1 N4 C26 179.2(5) . . . . ? N2 Cu1 N4 C26 5.9(5) . . . . ? N1 Cu1 N4 C26 -84.7(5) . . . . ? N3 Cu1 N4 C22 -8.4(4) . . . . ? N2 Cu1 N4 C22 178.3(3) . . . . ? N1 Cu1 N4 C22 87.8(4) . . . . ? C5 N1 C1 C2 0.5(8) . . . . ? Cu1 N1 C1 C2 -176.2(4) . . . . ? N1 C1 C2 C3 1.3(9) . . . . ? C1 C2 C3 C4 -2.7(9) . . . . ? C2 C3 C4 C5 2.3(9) . . . . ? C7 N2 C6 O1 -1.0(9) . . . . ? Cu1 N2 C6 O1 179.8(4) . . . . ? C7 N2 C6 C5 178.2(4) . . . . ? Cu1 N2 C6 C5 -1.0(6) . . . . ? C6 N2 C7 C8 35.1(8) . . . . ? Cu1 N2 C7 C8 -145.7(4) . . . . ? C6 N2 C7 C12 -148.1(5) . . . . ? Cu1 N2 C7 C12 31.1(6) . . . . ? C12 C7 C8 C9 -0.5(8) . . . . ? N2 C7 C8 C9 176.2(5) . . . . ? C7 C8 C9 C10 -1.6(9) . . . . ? C8 C9 C10 C11 2.0(9) . . . . ? C9 C10 C11 C12 -0.1(8) . . . . ? C10 C11 C12 C7 -2.1(8) . . . . ? C10 C11 C12 O2 179.2(5) . . . . ? C8 C7 C12 C11 2.4(8) . . . . ? N2 C7 C12 C11 -174.6(5) . . . . ? C8 C7 C12 O2 -178.8(5) . . . . ? N2 C7 C12 O2 4.2(7) . . . . ? C13 O2 C12 C11 -95.2(6) . . . . ? C13 O2 C12 C7 85.9(6) . . . . ? C12 O2 C13 C14 -160.3(5) . . . . ? C15 O3 C14 C13 -163.6(4) . . . . ? O2 C13 C14 O3 71.8(6) . . . . ? C14 O3 C15 C16 -87.0(6) . . . . ? C14 O3 C15 C20 97.2(6) . . . . ? O3 C15 C16 C17 -178.9(5) . . . . ? C20 C15 C16 C17 -3.4(8) . . . . ? C15 C16 C17 C18 0.4(8) . . . . ? C16 C17 C18 C19 0.6(8) . . . . ? C17 C18 C19 C20 1.4(8) . . . . ? C18 C19 C20 N3 173.4(5) . . . . ? C18 C19 C20 C15 -4.1(8) . . . . ? C21 N3 C20 C19 21.7(8) . . . . ? Cu1 N3 C20 C19 -151.1(5) . . . . ? C21 N3 C20 C15 -160.9(5) . . . . ? Cu1 N3 C20 C15 26.3(6) . . . . ? C16 C15 C20 C19 5.2(8) . . . . ? O3 C15 C20 C19 -179.1(5) . . . . ? C16 C15 C20 N3 -172.5(5) . . . . ? O3 C15 C20 N3 3.2(7) . . . . ? C20 N3 C21 O4 -0.2(9) . . . . ? Cu1 N3 C21 O4 172.7(5) . . . . ? C20 N3 C21 C22 -179.0(5) . . . . ? Cu1 N3 C21 C22 -6.2(6) . . . . ? C26 N4 C22 C23 0.3(8) . . . . ? Cu1 N4 C22 C23 -173.2(4) . . . . ? C26 N4 C22 C21 -178.9(5) . . . . ? Cu1 N4 C22 C21 7.6(6) . . . . ? O4 C21 C22 N4 179.6(5) . . . . ? N3 C21 C22 N4 -1.4(7) . . . . ? O4 C21 C22 C23 0.4(8) . . . . ? N3 C21 C22 C23 179.4(5) . . . . ? N4 C22 C23 C24 0.7(9) . . . . ? C21 C22 C23 C24 179.8(5) . . . . ? C26 C25 C24 C23 1.3(9) . . . . ? C22 C23 C24 C25 -1.5(9) . . . . ? C22 N4 C26 C25 -0.4(8) . . . . ? Cu1 N4 C26 C25 171.6(4) . . . . ? C24 C25 C26 N4 -0.4(9) . . . . ? C1 N1 C5 C4 -0.9(8) . . . . ? Cu1 N1 C5 C4 176.4(4) . . . . ? C1 N1 C5 C6 -177.2(5) . . . . ? Cu1 N1 C5 C6 0.1(5) . . . . ? C3 C4 C5 N1 -0.5(8) . . . . ? C3 C4 C5 C6 175.6(5) . . . . ? O1 C6 C5 N1 179.9(5) . . . . ? N2 C6 C5 N1 0.6(6) . . . . ? O1 C6 C5 C4 3.6(8) . . . . ? N2 C6 C5 C4 -175.7(5) . . . . ? _diffrn_measured_fraction_theta_max 0.939 _diffrn_reflns_theta_full 28.32 _diffrn_measured_fraction_theta_full 0.939 _refine_diff_density_max 1.048 _refine_diff_density_min -1.304 _refine_diff_density_rms 0.185 #===END data_11jana _database_code_depnum_ccdc_archive 'CCDC 820773' #TrackingRef '- FINAL.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H20 Co N4 O4' _chemical_formula_sum 'C26 H20 Co N4 O4' _chemical_formula_weight 511.39 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/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.461(4) _cell_length_b 13.056(6) _cell_length_c 18.040(8) _cell_angle_alpha 90.00 _cell_angle_beta 95.288(8) _cell_angle_gamma 90.00 _cell_volume 2218.8(18) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 1.93 _cell_measurement_theta_max 28.34 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.531 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1052 _exptl_absorpt_coefficient_mu 0.817 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8537 _exptl_absorpt_correction_T_max 0.9228 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '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 14143 _diffrn_reflns_av_R_equivalents 0.0535 _diffrn_reflns_av_sigmaI/netI 0.0635 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 28.34 _reflns_number_total 5429 _reflns_number_gt 3522 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART APEX' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT PLUS' _computing_structure_solution 'SIR97(Altomare, et. al. 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.1703P)^2^+0.5516P] 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 5429 _refine_ls_number_parameters 316 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1008 _refine_ls_R_factor_gt 0.0571 _refine_ls_wR_factor_ref 0.2244 _refine_ls_wR_factor_gt 0.1579 _refine_ls_goodness_of_fit_ref 0.867 _refine_ls_restrained_S_all 0.867 _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 Co Co 0.65201(5) 0.04673(4) 0.21305(2) 0.0384(2) Uani 1 1 d . . . O1 O 0.8798(4) 0.1598(3) 0.04995(19) 0.0845(12) Uani 1 1 d . . . O2 O 0.4503(2) 0.15103(18) 0.17475(13) 0.0423(6) Uani 1 1 d . . . O3 O 0.5135(3) -0.04464(18) 0.11046(14) 0.0404(6) Uani 1 1 d . . . O4 O 0.4006(4) -0.0703(3) 0.3637(2) 0.0825(12) Uani 1 1 d . . . N1 N 0.8392(3) -0.0244(2) 0.19084(17) 0.0401(7) Uani 1 1 d . . . N2 N 0.7186(3) 0.1456(2) 0.13839(15) 0.0376(6) Uani 1 1 d . . . N3 N 0.5255(3) -0.0527(2) 0.26003(17) 0.0414(7) Uani 1 1 d . . . N4 N 0.6690(3) 0.1047(2) 0.32139(16) 0.0413(7) Uani 1 1 d . . . C1 C 0.8985(4) -0.1092(3) 0.2207(2) 0.0519(10) Uani 1 1 d . . . H1 H 0.8604 -0.1390 0.2625 0.062 Uiso 1 1 calc R . . C2 C 1.0142(4) -0.1553(3) 0.1925(3) 0.0572(10) Uani 1 1 d . . . H2 H 1.0550 -0.2155 0.2149 0.069 Uiso 1 1 calc R . . C3 C 1.0684(4) -0.1130(4) 0.1322(2) 0.0560(10) Uani 1 1 d . . . H3 H 1.1454 -0.1449 0.1110 0.067 Uiso 1 1 calc R . . C4 C 1.0110(4) -0.0239(3) 0.1024(2) 0.0496(9) Uani 1 1 d . . . H4 H 1.0496 0.0074 0.0612 0.059 Uiso 1 1 calc R . . C5 C 0.8965(4) 0.0197(3) 0.13278(19) 0.0395(8) Uani 1 1 d . . . C6 C 0.8290(4) 0.1174(3) 0.1025(2) 0.0454(9) Uani 1 1 d . . . C7 C 0.6381(4) 0.2344(3) 0.11825(19) 0.0401(8) Uani 1 1 d . . . C8 C 0.6904(5) 0.3228(3) 0.0866(2) 0.0524(9) Uani 1 1 d . . . H8 H 0.7860 0.3253 0.0745 0.063 Uiso 1 1 calc R . . C9 C 0.6027(6) 0.4061(3) 0.0730(3) 0.0622(12) Uani 1 1 d . . . H9 H 0.6391 0.4663 0.0521 0.075 Uiso 1 1 calc R . . C10 C 0.4636(6) 0.4041(3) 0.0891(3) 0.0677(13) Uani 1 1 d . . . H10 H 0.4047 0.4622 0.0784 0.081 Uiso 1 1 calc R . . C11 C 0.4089(5) 0.3182(3) 0.1207(2) 0.0542(10) Uani 1 1 d . . . H11 H 0.3127 0.3162 0.1319 0.065 Uiso 1 1 calc R . . C12 C 0.4976(4) 0.2348(3) 0.1356(2) 0.0431(8) Uani 1 1 d . . . C13 C 0.3424(4) 0.0887(3) 0.1347(2) 0.0460(8) Uani 1 1 d . . . H13A H 0.2676 0.1333 0.1100 0.055 Uiso 1 1 calc R . . H13B H 0.2978 0.0436 0.1700 0.055 Uiso 1 1 calc R . . C14 C 0.4067(4) 0.0244(3) 0.0772(2) 0.0464(9) Uani 1 1 d . . . H14A H 0.3310 -0.0158 0.0490 0.056 Uiso 1 1 calc R . . H14B H 0.4500 0.0699 0.0416 0.056 Uiso 1 1 calc R . . C15 C 0.4614(3) -0.1331(3) 0.1427(2) 0.0405(8) Uani 1 1 d . . . C16 C 0.4090(4) -0.2126(3) 0.0982(2) 0.0492(9) Uani 1 1 d . . . H16 H 0.4047 -0.2066 0.0455 0.059 Uiso 1 1 calc R . . C17 C 0.3628(4) -0.3012(3) 0.1301(3) 0.0582(11) Uani 1 1 d . . . H17 H 0.3259 -0.3561 0.0997 0.070 Uiso 1 1 calc R . . C18 C 0.3709(5) -0.3093(3) 0.2072(3) 0.0655(12) Uani 1 1 d . . . H18 H 0.3397 -0.3702 0.2295 0.079 Uiso 1 1 calc R . . C19 C 0.4245(5) -0.2285(3) 0.2522(2) 0.0563(10) Uani 1 1 d . . . H19 H 0.4314 -0.2354 0.3049 0.068 Uiso 1 1 calc R . . C20 C 0.4679(4) -0.1376(3) 0.2203(2) 0.0412(8) Uani 1 1 d . . . C21 C 0.4890(4) -0.0287(3) 0.3276(2) 0.0477(9) Uani 1 1 d . . . C22 C 0.5686(4) 0.0629(3) 0.3615(2) 0.0439(8) Uani 1 1 d . . . C23 C 0.5454(4) 0.0996(4) 0.4307(2) 0.0553(10) Uani 1 1 d . . . H23 H 0.4719 0.0713 0.4568 0.066 Uiso 1 1 calc R . . C24 C 0.6292(5) 0.1779(4) 0.4624(2) 0.0649(12) Uani 1 1 d . . . H24 H 0.6139 0.2040 0.5102 0.078 Uiso 1 1 calc R . . C25 C 0.7352(5) 0.2172(4) 0.4233(3) 0.0641(12) Uani 1 1 d . . . H25 H 0.7964 0.2694 0.4442 0.077 Uiso 1 1 calc R . . C26 C 0.7508(4) 0.1789(3) 0.3526(2) 0.0521(9) Uani 1 1 d . . . H26 H 0.8229 0.2070 0.3253 0.063 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co 0.0395(3) 0.0417(3) 0.0357(3) 0.00305(19) 0.0118(2) 0.00053(18) O1 0.102(3) 0.085(2) 0.076(2) 0.0398(19) 0.056(2) 0.033(2) O2 0.0426(13) 0.0431(14) 0.0412(13) -0.0040(11) 0.0032(10) 0.0027(10) O3 0.0404(13) 0.0425(14) 0.0391(13) -0.0001(10) 0.0083(10) 0.0022(10) O4 0.095(3) 0.092(3) 0.067(2) -0.0214(19) 0.046(2) -0.047(2) N1 0.0365(15) 0.0459(17) 0.0390(16) 0.0050(13) 0.0103(12) 0.0031(12) N2 0.0415(15) 0.0363(15) 0.0353(14) 0.0042(12) 0.0056(12) 0.0032(12) N3 0.0411(16) 0.0459(17) 0.0389(16) 0.0002(13) 0.0135(13) -0.0033(12) N4 0.0343(14) 0.0551(19) 0.0352(15) -0.0002(13) 0.0067(12) 0.0005(13) C1 0.054(2) 0.054(2) 0.048(2) 0.0120(18) 0.0106(18) 0.0085(18) C2 0.050(2) 0.056(2) 0.066(3) 0.008(2) 0.0053(19) 0.0154(18) C3 0.0390(19) 0.069(3) 0.061(2) -0.001(2) 0.0121(18) 0.0145(18) C4 0.0419(19) 0.062(3) 0.047(2) 0.0042(18) 0.0124(16) 0.0018(17) C5 0.0330(16) 0.051(2) 0.0356(17) 0.0003(15) 0.0079(13) 0.0012(14) C6 0.048(2) 0.051(2) 0.0396(19) 0.0084(16) 0.0159(16) -0.0005(16) C7 0.0492(19) 0.0366(18) 0.0341(17) -0.0024(14) 0.0016(14) 0.0033(15) C8 0.067(3) 0.046(2) 0.044(2) 0.0076(17) 0.0046(18) -0.0058(19) C9 0.091(3) 0.041(2) 0.054(2) 0.0104(19) 0.001(2) 0.000(2) C10 0.090(4) 0.044(2) 0.066(3) 0.001(2) -0.011(2) 0.021(2) C11 0.057(2) 0.046(2) 0.057(2) -0.0059(19) -0.0064(19) 0.0114(18) C12 0.0475(19) 0.0386(19) 0.0422(19) -0.0060(15) -0.0018(15) 0.0029(15) C13 0.0364(18) 0.049(2) 0.053(2) -0.0041(18) 0.0010(15) 0.0020(15) C14 0.053(2) 0.048(2) 0.0364(18) -0.0015(16) -0.0025(16) 0.0019(17) C15 0.0340(16) 0.0387(19) 0.049(2) -0.0004(15) 0.0062(14) 0.0040(14) C16 0.0444(19) 0.046(2) 0.057(2) -0.0096(18) 0.0025(17) 0.0056(16) C17 0.055(2) 0.042(2) 0.078(3) -0.014(2) 0.012(2) -0.0021(18) C18 0.065(3) 0.042(2) 0.092(4) -0.001(2) 0.026(3) -0.0076(19) C19 0.060(2) 0.052(2) 0.059(3) 0.0065(19) 0.019(2) -0.0019(19) C20 0.0374(17) 0.0375(18) 0.050(2) -0.0009(16) 0.0116(15) -0.0021(14) C21 0.047(2) 0.057(2) 0.041(2) 0.0023(17) 0.0129(16) -0.0077(17) C22 0.0397(18) 0.053(2) 0.0387(19) 0.0034(16) 0.0034(15) -0.0026(15) C23 0.059(2) 0.071(3) 0.038(2) -0.0040(19) 0.0151(17) -0.009(2) C24 0.071(3) 0.084(3) 0.040(2) -0.016(2) 0.0082(19) -0.009(2) C25 0.060(3) 0.078(3) 0.054(2) -0.012(2) 0.007(2) -0.015(2) C26 0.045(2) 0.063(3) 0.049(2) -0.0032(19) 0.0091(16) -0.0109(18) _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 Co N3 2.006(3) . ? Co N2 2.008(3) . ? Co N1 2.071(3) . ? Co N4 2.088(3) . ? Co O2 2.394(2) . ? O1 C6 1.232(4) . ? O2 C12 1.397(4) . ? O2 C13 1.447(4) . ? O3 C15 1.403(4) . ? O3 C14 1.443(4) . ? O4 C21 1.232(5) . ? N1 C1 1.332(5) . ? N1 C5 1.352(5) . ? N2 C6 1.331(4) . ? N2 C7 1.416(4) . ? N3 C21 1.334(5) . ? N3 C20 1.403(5) . ? N4 C26 1.333(5) . ? N4 C22 1.361(5) . ? C1 C2 1.386(5) . ? C1 H1 0.9500 . ? C2 C3 1.361(6) . ? C2 H2 0.9500 . ? C3 C4 1.373(6) . ? C3 H3 0.9500 . ? C4 C5 1.381(5) . ? C4 H4 0.9500 . ? C5 C6 1.507(5) . ? C7 C12 1.393(5) . ? C7 C8 1.399(5) . ? C8 C9 1.376(6) . ? C8 H8 0.9500 . ? C9 C10 1.373(7) . ? C9 H9 0.9500 . ? C10 C11 1.381(7) . ? C10 H10 0.9500 . ? C11 C12 1.386(5) . ? C11 H11 0.9500 . ? C13 C14 1.506(5) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.376(5) . ? C15 C20 1.397(5) . ? C16 C17 1.381(6) . ? C16 H16 0.9500 . ? C17 C18 1.389(7) . ? C17 H17 0.9500 . ? C18 C19 1.398(6) . ? C18 H18 0.9500 . ? C19 C20 1.397(5) . ? C19 H19 0.9500 . ? C21 C22 1.512(5) . ? C22 C23 1.373(5) . ? C23 C24 1.385(6) . ? C23 H23 0.9500 . ? C24 C25 1.377(6) . ? C24 H24 0.9500 . ? C25 C26 1.391(6) . ? C25 H25 0.9500 . ? C26 H26 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 N3 Co N2 159.33(13) . . ? N3 Co N1 110.21(12) . . ? N2 Co N1 80.31(11) . . ? N3 Co N4 80.58(12) . . ? N2 Co N4 113.16(12) . . ? N1 Co N4 110.50(12) . . ? N3 Co O2 89.98(11) . . ? N2 Co O2 74.44(10) . . ? N1 Co O2 150.72(10) . . ? N4 Co O2 93.13(10) . . ? C12 O2 C13 115.6(3) . . ? C12 O2 Co 107.9(2) . . ? C13 O2 Co 109.4(2) . . ? C15 O3 C14 115.3(3) . . ? C1 N1 C5 118.8(3) . . ? C1 N1 Co 129.1(3) . . ? C5 N1 Co 111.7(2) . . ? C6 N2 C7 121.9(3) . . ? C6 N2 Co 117.2(2) . . ? C7 N2 Co 120.2(2) . . ? C21 N3 C20 122.1(3) . . ? C21 N3 Co 116.7(3) . . ? C20 N3 Co 121.0(2) . . ? C26 N4 C22 118.3(3) . . ? C26 N4 Co 130.6(3) . . ? C22 N4 Co 110.8(2) . . ? N1 C1 C2 122.0(4) . . ? N1 C1 H1 119.0 . . ? C2 C1 H1 119.0 . . ? C3 C2 C1 119.0(4) . . ? C3 C2 H2 120.5 . . ? C1 C2 H2 120.5 . . ? C2 C3 C4 119.5(4) . . ? C2 C3 H3 120.3 . . ? C4 C3 H3 120.3 . . ? C3 C4 C5 119.3(4) . . ? C3 C4 H4 120.3 . . ? C5 C4 H4 120.3 . . ? N1 C5 C4 121.2(3) . . ? N1 C5 C6 117.0(3) . . ? C4 C5 C6 121.8(3) . . ? O1 C6 N2 129.0(4) . . ? O1 C6 C5 118.5(3) . . ? N2 C6 C5 112.5(3) . . ? C12 C7 C8 118.0(3) . . ? C12 C7 N2 116.6(3) . . ? C8 C7 N2 125.3(3) . . ? C9 C8 C7 119.6(4) . . ? C9 C8 H8 120.2 . . ? C7 C8 H8 120.2 . . ? C10 C9 C8 121.5(4) . . ? C10 C9 H9 119.3 . . ? C8 C9 H9 119.3 . . ? C9 C10 C11 120.3(4) . . ? C9 C10 H10 119.8 . . ? C11 C10 H10 119.8 . . ? C10 C11 C12 118.4(4) . . ? C10 C11 H11 120.8 . . ? C12 C11 H11 120.8 . . ? C11 C12 C7 122.2(4) . . ? C11 C12 O2 119.8(3) . . ? C7 C12 O2 117.8(3) . . ? O2 C13 C14 110.3(3) . . ? O2 C13 H13A 109.6 . . ? C14 C13 H13A 109.6 . . ? O2 C13 H13B 109.6 . . ? C14 C13 H13B 109.6 . . ? H13A C13 H13B 108.1 . . ? O3 C14 C13 111.9(3) . . ? O3 C14 H14A 109.2 . . ? C13 C14 H14A 109.2 . . ? O3 C14 H14B 109.2 . . ? C13 C14 H14B 109.2 . . ? H14A C14 H14B 107.9 . . ? C16 C15 C20 122.2(3) . . ? C16 C15 O3 120.0(3) . . ? C20 C15 O3 117.7(3) . . ? C15 C16 C17 119.9(4) . . ? C15 C16 H16 120.0 . . ? C17 C16 H16 120.0 . . ? C16 C17 C18 119.4(4) . . ? C16 C17 H17 120.3 . . ? C18 C17 H17 120.3 . . ? C17 C18 C19 120.5(4) . . ? C17 C18 H18 119.7 . . ? C19 C18 H18 119.7 . . ? C20 C19 C18 120.4(4) . . ? C20 C19 H19 119.8 . . ? C18 C19 H19 119.8 . . ? C15 C20 C19 117.5(3) . . ? C15 C20 N3 117.3(3) . . ? C19 C20 N3 125.1(4) . . ? O4 C21 N3 128.7(4) . . ? O4 C21 C22 118.1(4) . . ? N3 C21 C22 113.2(3) . . ? N4 C22 C23 121.4(4) . . ? N4 C22 C21 116.6(3) . . ? C23 C22 C21 121.9(3) . . ? C22 C23 C24 120.1(4) . . ? C22 C23 H23 120.0 . . ? C24 C23 H23 120.0 . . ? C25 C24 C23 118.6(4) . . ? C25 C24 H24 120.7 . . ? C23 C24 H24 120.7 . . ? C24 C25 C26 118.7(4) . . ? C24 C25 H25 120.6 . . ? C26 C25 H25 120.6 . . ? N4 C26 C25 122.8(4) . . ? N4 C26 H26 118.6 . . ? C25 C26 H26 118.6 . . ? 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 N3 Co O2 C12 -179.0(2) . . . . ? N2 Co O2 C12 -12.8(2) . . . . ? N1 Co O2 C12 -44.2(3) . . . . ? N4 Co O2 C12 100.4(2) . . . . ? N3 Co O2 C13 -52.5(2) . . . . ? N2 Co O2 C13 113.7(2) . . . . ? N1 Co O2 C13 82.4(3) . . . . ? N4 Co O2 C13 -133.1(2) . . . . ? N3 Co N1 C1 -20.8(4) . . . . ? N2 Co N1 C1 177.7(4) . . . . ? N4 Co N1 C1 66.4(4) . . . . ? O2 Co N1 C1 -151.8(3) . . . . ? N3 Co N1 C5 152.4(2) . . . . ? N2 Co N1 C5 -9.1(3) . . . . ? N4 Co N1 C5 -120.4(3) . . . . ? O2 Co N1 C5 21.5(4) . . . . ? N3 Co N2 C6 -113.3(4) . . . . ? N1 Co N2 C6 9.4(3) . . . . ? N4 Co N2 C6 117.7(3) . . . . ? O2 Co N2 C6 -155.6(3) . . . . ? N3 Co N2 C7 58.3(4) . . . . ? N1 Co N2 C7 -179.0(3) . . . . ? N4 Co N2 C7 -70.8(3) . . . . ? O2 Co N2 C7 15.9(2) . . . . ? N2 Co N3 C21 -121.7(4) . . . . ? N1 Co N3 C21 120.5(3) . . . . ? N4 Co N3 C21 12.0(3) . . . . ? O2 Co N3 C21 -81.2(3) . . . . ? N2 Co N3 C20 52.2(5) . . . . ? N1 Co N3 C20 -65.7(3) . . . . ? N4 Co N3 C20 -174.1(3) . . . . ? O2 Co N3 C20 92.7(3) . . . . ? N3 Co N4 C26 173.8(4) . . . . ? N2 Co N4 C26 -22.3(4) . . . . ? N1 Co N4 C26 65.6(4) . . . . ? O2 Co N4 C26 -96.7(3) . . . . ? N3 Co N4 C22 -12.8(3) . . . . ? N2 Co N4 C22 151.1(2) . . . . ? N1 Co N4 C22 -120.9(3) . . . . ? O2 Co N4 C22 76.7(3) . . . . ? C5 N1 C1 C2 -2.1(6) . . . . ? Co N1 C1 C2 170.7(3) . . . . ? N1 C1 C2 C3 -0.4(7) . . . . ? C1 C2 C3 C4 2.4(7) . . . . ? C2 C3 C4 C5 -1.8(7) . . . . ? C1 N1 C5 C4 2.7(6) . . . . ? Co N1 C5 C4 -171.3(3) . . . . ? C1 N1 C5 C6 -178.0(3) . . . . ? Co N1 C5 C6 8.0(4) . . . . ? C3 C4 C5 N1 -0.7(6) . . . . ? C3 C4 C5 C6 180.0(4) . . . . ? C7 N2 C6 O1 1.0(7) . . . . ? Co N2 C6 O1 172.4(4) . . . . ? C7 N2 C6 C5 -179.0(3) . . . . ? Co N2 C6 C5 -7.6(4) . . . . ? N1 C5 C6 O1 179.4(4) . . . . ? C4 C5 C6 O1 -1.3(6) . . . . ? N1 C5 C6 N2 -0.6(5) . . . . ? C4 C5 C6 N2 178.7(4) . . . . ? C6 N2 C7 C12 154.0(3) . . . . ? Co N2 C7 C12 -17.2(4) . . . . ? C6 N2 C7 C8 -29.9(5) . . . . ? Co N2 C7 C8 159.0(3) . . . . ? C12 C7 C8 C9 -0.6(6) . . . . ? N2 C7 C8 C9 -176.7(4) . . . . ? C7 C8 C9 C10 -0.8(7) . . . . ? C8 C9 C10 C11 1.1(7) . . . . ? C9 C10 C11 C12 0.1(7) . . . . ? C10 C11 C12 C7 -1.6(6) . . . . ? C10 C11 C12 O2 173.2(3) . . . . ? C8 C7 C12 C11 1.8(5) . . . . ? N2 C7 C12 C11 178.3(3) . . . . ? C8 C7 C12 O2 -173.0(3) . . . . ? N2 C7 C12 O2 3.4(5) . . . . ? C13 O2 C12 C11 70.8(4) . . . . ? Co O2 C12 C11 -166.4(3) . . . . ? C13 O2 C12 C7 -114.2(3) . . . . ? Co O2 C12 C7 8.5(4) . . . . ? C12 O2 C13 C14 74.2(4) . . . . ? Co O2 C13 C14 -47.7(3) . . . . ? C15 O3 C14 C13 78.6(4) . . . . ? O2 C13 C14 O3 61.1(4) . . . . ? C14 O3 C15 C16 76.2(4) . . . . ? C14 O3 C15 C20 -105.2(3) . . . . ? C20 C15 C16 C17 -1.0(5) . . . . ? O3 C15 C16 C17 177.5(3) . . . . ? C15 C16 C17 C18 -0.5(6) . . . . ? C16 C17 C18 C19 0.3(6) . . . . ? C17 C18 C19 C20 1.4(6) . . . . ? C16 C15 C20 C19 2.6(5) . . . . ? O3 C15 C20 C19 -175.9(3) . . . . ? C16 C15 C20 N3 178.9(3) . . . . ? O3 C15 C20 N3 0.4(5) . . . . ? C18 C19 C20 C15 -2.8(6) . . . . ? C18 C19 C20 N3 -178.7(4) . . . . ? C21 N3 C20 C15 152.9(4) . . . . ? Co N3 C20 C15 -20.6(4) . . . . ? C21 N3 C20 C19 -31.1(6) . . . . ? Co N3 C20 C19 155.4(3) . . . . ? C20 N3 C21 O4 -3.2(7) . . . . ? Co N3 C21 O4 170.6(4) . . . . ? C20 N3 C21 C22 177.5(3) . . . . ? Co N3 C21 C22 -8.7(4) . . . . ? C26 N4 C22 C23 3.8(6) . . . . ? Co N4 C22 C23 -170.6(3) . . . . ? C26 N4 C22 C21 -173.5(3) . . . . ? Co N4 C22 C21 12.1(4) . . . . ? O4 C21 C22 N4 177.7(4) . . . . ? N3 C21 C22 N4 -2.9(5) . . . . ? O4 C21 C22 C23 0.4(6) . . . . ? N3 C21 C22 C23 179.8(4) . . . . ? N4 C22 C23 C24 -2.8(7) . . . . ? C21 C22 C23 C24 174.4(4) . . . . ? C22 C23 C24 C25 -0.2(7) . . . . ? C23 C24 C25 C26 2.1(8) . . . . ? C22 N4 C26 C25 -1.8(6) . . . . ? Co N4 C26 C25 171.2(3) . . . . ? C24 C25 C26 N4 -1.1(7) . . . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 28.34 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.647 _refine_diff_density_min -0.769 _refine_diff_density_rms 0.192 #===END