# 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_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Prof. En-Qing Gao' _publ_contact_author_address ; Department of Chemistry, East China Normal University, Shanghai 200062, China. ; _publ_contact_author_email eqgao@chem.ecnu.edu.cn _publ_contact_author_phone 86-21-62233404 _publ_contact_author_fax 86-21-62233404 _publ_section_title ; Synthesis, Structures, and Magnetic Properties of Transition Metal Compounds with 2,2'-Dinitrobiphenyl-4,4'-dicarboxylate and N,N'-Chelating Ligands ; _publ_author_name 'En-Qing Gao' # Attachment '- DT-ART-01-2011-010158-revised.cif' data_1 #TrackingRef '- DT-ART-01-2011-010158-revised.cif' _database_code_depnum_ccdc_archive 'CCDC 809915' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H16 Co N4 O9' _chemical_formula_weight 563.34 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'Pnna ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' '-x+1/2, y+1/2, -z+1/2' 'x, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' 'x-1/2, -y-1/2, z-1/2' '-x, y-1/2, z-1/2' _cell_length_a 7.5399(2) _cell_length_b 25.5298(8) _cell_length_c 11.9645(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2303.07(12) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9892 _cell_measurement_theta_min 2.94 _cell_measurement_theta_max 28.19 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.625 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1148 _exptl_absorpt_coefficient_mu 0.811 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8230 _exptl_absorpt_correction_T_max 0.9019 _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 26542 _diffrn_reflns_av_R_equivalents 0.0211 _diffrn_reflns_av_sigmaI/netI 0.0099 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_k_max 31 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 26.00 _reflns_number_total 2269 _reflns_number_gt 2052 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0548P)^2^+2.6208P] 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 2269 _refine_ls_number_parameters 205 _refine_ls_number_restraints 90 _refine_ls_R_factor_all 0.0415 _refine_ls_R_factor_gt 0.0380 _refine_ls_wR_factor_ref 0.1032 _refine_ls_wR_factor_gt 0.0985 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.154 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.1028(3) 0.43259(8) 0.57840(18) 0.0272(5) Uani 1 1 d . . . C2 C -0.1098(3) 0.37795(8) 0.62926(19) 0.0286(5) Uani 1 1 d . . . C3 C -0.0193(5) 0.36603(10) 0.7259(2) 0.0487(7) Uani 1 1 d . . . H3A H 0.0471 0.3919 0.7611 0.058 Uiso 1 1 calc R . . C4 C -0.0254(5) 0.31606(11) 0.7717(2) 0.0535(8) Uani 1 1 d . . . H4A H 0.0400 0.3089 0.8359 0.064 Uiso 1 1 calc R . . C5 C -0.1255(4) 0.27701(9) 0.7248(2) 0.0397(6) Uani 1 1 d . . . C6 C -0.2154(5) 0.29035(12) 0.6297(3) 0.0636(11) Uani 1 1 d . . . C7 C -0.2101(5) 0.33970(11) 0.5815(3) 0.0520(8) Uani 1 1 d . . . H7A H -0.2746 0.3466 0.5169 0.062 Uiso 1 1 calc R . . C8 C 0.2042(3) 0.52582(10) 0.8538(2) 0.0335(5) Uani 1 1 d . . . C9 C 0.1639(5) 0.55329(14) 0.9505(3) 0.0557(8) Uani 1 1 d . . . H9A H 0.1935 0.5399 1.0204 0.067 Uiso 1 1 calc R . . C10 C 0.0789(6) 0.60095(15) 0.9408(3) 0.0748(11) Uani 1 1 d . . . H10A H 0.0520 0.6203 1.0044 0.090 Uiso 1 1 calc R . . C11 C 0.0349(6) 0.61944(14) 0.8383(3) 0.0721(11) Uani 1 1 d . . . H11A H -0.0235 0.6513 0.8308 0.087 Uiso 1 1 calc R . . C12 C 0.0781(4) 0.59021(11) 0.7456(3) 0.0506(7) Uani 1 1 d . . . H12A H 0.0467 0.6028 0.6754 0.061 Uiso 1 1 calc R . . N1 N 0.1634(3) 0.54456(7) 0.75249(17) 0.0315(4) Uani 1 1 d . . . O1 O -0.0107(2) 0.46621(6) 0.62675(14) 0.0341(4) Uani 1 1 d U . . O2 O -0.1943(3) 0.43892(6) 0.49265(15) 0.0409(5) Uani 1 1 d U . . Co1 Co 0.2500 0.5000 0.61280(3) 0.02540(17) Uani 1 2 d S . . O5 O -0.2500 0.5000 0.8017(3) 0.0625(9) Uani 1 2 d SU . . N2 N -0.3648(11) 0.2557(2) 0.6028(7) 0.083(3) Uani 0.608(6) 1 d P . 2 O3 O -0.4030(15) 0.2510(3) 0.5163(9) 0.151(3) Uani 0.608(6) 1 d PU . 2 O4 O -0.4747(12) 0.2407(3) 0.6808(8) 0.103(3) Uani 0.392(6) 1 d PU . 2 O3' O -0.2666(18) 0.2569(4) 0.4364(10) 0.118(3) Uani 0.392(6) 1 d PU . 1 O4' O -0.3053(9) 0.20765(18) 0.5625(5) 0.098(2) Uani 0.608(6) 1 d PU . 1 N2' N -0.2750(14) 0.2472(3) 0.5362(8) 0.057(2) Uani 0.392(6) 1 d P . 1 HW5A H -0.336(9) 0.514(2) 0.758(5) 0.15(2) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0377(12) 0.0192(10) 0.0248(11) 0.0038(8) 0.0027(9) -0.0016(9) C2 0.0379(12) 0.0200(10) 0.0280(11) 0.0051(8) -0.0016(9) -0.0021(9) C3 0.077(2) 0.0268(12) 0.0428(15) 0.0088(11) -0.0239(14) -0.0113(13) C4 0.086(2) 0.0339(14) 0.0403(15) 0.0141(12) -0.0231(15) -0.0041(14) C5 0.0452(14) 0.0245(12) 0.0494(15) 0.0164(11) 0.0006(12) -0.0008(10) C6 0.073(2) 0.0254(14) 0.092(3) 0.0211(15) -0.046(2) -0.0185(14) C7 0.072(2) 0.0259(13) 0.0577(18) 0.0142(13) -0.0354(16) -0.0099(13) C8 0.0377(13) 0.0359(13) 0.0268(12) -0.0058(10) 0.0004(10) -0.0028(11) C9 0.069(2) 0.066(2) 0.0326(14) -0.0146(14) 0.0043(14) 0.0034(17) C10 0.096(3) 0.070(2) 0.058(2) -0.0353(19) 0.010(2) 0.017(2) C11 0.092(3) 0.0473(18) 0.077(2) -0.0222(18) 0.006(2) 0.0293(19) C12 0.0632(18) 0.0370(14) 0.0518(17) -0.0045(13) -0.0031(15) 0.0168(13) N1 0.0367(11) 0.0251(9) 0.0327(10) -0.0040(8) -0.0002(9) 0.0025(8) O1 0.0446(10) 0.0232(8) 0.0346(9) 0.0005(7) -0.0009(7) -0.0085(7) O2 0.0666(12) 0.0228(8) 0.0334(9) 0.0092(7) -0.0149(9) -0.0066(8) Co1 0.0404(3) 0.0155(2) 0.0204(3) 0.000 0.000 -0.00104(16) O5 0.062(2) 0.088(3) 0.0375(17) 0.000 0.000 0.0063(18) N2 0.106(6) 0.038(3) 0.104(6) 0.025(3) -0.065(5) -0.028(3) O3 0.182(7) 0.129(5) 0.141(6) -0.020(5) -0.063(6) -0.076(5) O4 0.099(5) 0.080(5) 0.131(6) 0.016(4) -0.009(5) -0.057(4) O3' 0.180(8) 0.077(5) 0.097(6) -0.008(5) -0.042(6) -0.054(5) O4' 0.150(5) 0.046(3) 0.097(4) 0.001(2) -0.023(3) -0.049(3) N2' 0.082(6) 0.031(4) 0.057(5) 0.017(4) -0.032(5) -0.011(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O2 1.247(3) . ? C1 O1 1.246(3) . ? C1 C2 1.523(3) . ? C2 C7 1.361(4) . ? C2 C3 1.376(4) . ? C3 C4 1.390(4) . ? C3 H3A 0.9300 . ? C4 C5 1.371(4) . ? C4 H4A 0.9300 . ? C5 C6 1.367(4) . ? C5 C5 1.505(4) 4_556 ? C6 C7 1.386(4) . ? C6 N2 1.468(7) . ? C6 N2' 1.632(10) . ? C7 H7A 0.9300 . ? C8 N1 1.339(3) . ? C8 C9 1.386(4) . ? C8 C8 1.489(5) 2_565 ? C9 C10 1.380(5) . ? C9 H9A 0.9300 . ? C10 C11 1.355(6) . ? C10 H10A 0.9300 . ? C11 C12 1.376(4) . ? C11 H11A 0.9300 . ? C12 N1 1.334(3) . ? C12 H12A 0.9300 . ? N1 Co1 2.125(2) . ? O1 Co1 2.1534(18) . ? O2 Co1 2.0493(16) 5_566 ? Co1 O2 2.0493(16) 6_656 ? Co1 O2 2.0493(16) 5_566 ? Co1 N1 2.125(2) 2_565 ? Co1 O1 2.1534(18) 2_565 ? O5 HW5A 0.90(6) . ? N2 O3 1.081(11) . ? N2 O4 1.305(12) . ? O4 O4 1.72(2) 4_556 ? O3' N2' 1.221(14) . ? O4' N2' 1.083(9) . ? 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 O2 C1 O1 126.9(2) . . ? O2 C1 C2 115.4(2) . . ? O1 C1 C2 117.7(2) . . ? C7 C2 C3 118.0(2) . . ? C7 C2 C1 120.6(2) . . ? C3 C2 C1 121.4(2) . . ? C2 C3 C4 121.2(3) . . ? C2 C3 H3A 119.4 . . ? C4 C3 H3A 119.4 . . ? C5 C4 C3 121.6(3) . . ? C5 C4 H4A 119.2 . . ? C3 C4 H4A 119.2 . . ? C4 C5 C6 115.6(2) . . ? C4 C5 C5 120.1(3) . 4_556 ? C6 C5 C5 124.2(3) . 4_556 ? C5 C6 C7 123.9(3) . . ? C5 C6 N2 114.3(3) . . ? C7 C6 N2 118.6(3) . . ? C5 C6 N2' 122.6(4) . . ? C7 C6 N2' 109.6(4) . . ? N2 C6 N2' 39.9(4) . . ? C2 C7 C6 119.6(3) . . ? C2 C7 H7A 120.2 . . ? C6 C7 H7A 120.2 . . ? N1 C8 C9 121.6(3) . . ? N1 C8 C8 115.02(13) . 2_565 ? C9 C8 C8 123.35(19) . 2_565 ? C10 C9 C8 118.5(3) . . ? C10 C9 H9A 120.7 . . ? C8 C9 H9A 120.7 . . ? C11 C10 C9 119.8(3) . . ? C11 C10 H10A 120.1 . . ? C9 C10 H10A 120.1 . . ? C10 C11 C12 118.9(3) . . ? C10 C11 H11A 120.6 . . ? C12 C11 H11A 120.6 . . ? N1 C12 C11 122.5(3) . . ? N1 C12 H12A 118.7 . . ? C11 C12 H12A 118.7 . . ? C12 N1 C8 118.6(2) . . ? C12 N1 Co1 124.56(19) . . ? C8 N1 Co1 116.77(16) . . ? C1 O1 Co1 138.44(16) . . ? C1 O2 Co1 135.94(15) . 5_566 ? O2 Co1 O2 104.00(11) 6_656 5_566 ? O2 Co1 N1 90.80(8) 6_656 2_565 ? O2 Co1 N1 162.69(7) 5_566 2_565 ? O2 Co1 N1 162.69(7) 6_656 . ? O2 Co1 N1 90.80(8) 5_566 . ? N1 Co1 N1 76.25(11) 2_565 . ? O2 Co1 O1 85.99(7) 6_656 . ? O2 Co1 O1 99.52(7) 5_566 . ? N1 Co1 O1 90.30(7) 2_565 . ? N1 Co1 O1 82.70(7) . . ? O2 Co1 O1 99.52(7) 6_656 2_565 ? O2 Co1 O1 85.99(7) 5_566 2_565 ? N1 Co1 O1 82.70(7) 2_565 2_565 ? N1 Co1 O1 90.30(7) . 2_565 ? O1 Co1 O1 171.11(9) . 2_565 ? O3 N2 O4 118.8(10) . . ? O3 N2 C6 118.7(9) . . ? O4 N2 C6 120.5(7) . . ? N2 O4 O4 127.3(6) . 4_556 ? O4' N2' O3' 118.9(10) . . ? O4' N2' C6 119.2(8) . . ? O3' N2' C6 121.3(7) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 C7 0.3(4) . . . . ? O1 C1 C2 C7 179.0(3) . . . . ? O2 C1 C2 C3 -178.0(3) . . . . ? O1 C1 C2 C3 0.6(4) . . . . ? C7 C2 C3 C4 1.9(5) . . . . ? C1 C2 C3 C4 -179.7(3) . . . . ? C2 C3 C4 C5 -1.9(6) . . . . ? C3 C4 C5 C6 1.1(5) . . . . ? C3 C4 C5 C5 178.6(3) . . . 4_556 ? C4 C5 C6 C7 -0.3(6) . . . . ? C5 C5 C6 C7 -177.7(3) 4_556 . . . ? C4 C5 C6 N2 -160.1(5) . . . . ? C5 C5 C6 N2 22.5(7) 4_556 . . . ? C4 C5 C6 N2' 155.2(6) . . . . ? C5 C5 C6 N2' -22.2(7) 4_556 . . . ? C3 C2 C7 C6 -1.2(5) . . . . ? C1 C2 C7 C6 -179.6(3) . . . . ? C5 C6 C7 C2 0.4(7) . . . . ? N2 C6 C7 C2 159.3(6) . . . . ? N2' C6 C7 C2 -157.9(5) . . . . ? N1 C8 C9 C10 0.3(5) . . . . ? C8 C8 C9 C10 179.8(4) 2_565 . . . ? C8 C9 C10 C11 0.9(6) . . . . ? C9 C10 C11 C12 -0.7(7) . . . . ? C10 C11 C12 N1 -0.7(6) . . . . ? C11 C12 N1 C8 1.9(5) . . . . ? C11 C12 N1 Co1 -175.6(3) . . . . ? C9 C8 N1 C12 -1.6(4) . . . . ? C8 C8 N1 C12 178.8(3) 2_565 . . . ? C9 C8 N1 Co1 176.0(2) . . . . ? C8 C8 N1 Co1 -3.6(4) 2_565 . . . ? O2 C1 O1 Co1 -83.5(3) . . . . ? C2 C1 O1 Co1 98.0(2) . . . . ? O1 C1 O2 Co1 -0.3(4) . . . 5_566 ? C2 C1 O2 Co1 178.26(18) . . . 5_566 ? C12 N1 Co1 O2 -138.7(3) . . . 6_656 ? C8 N1 Co1 O2 43.9(4) . . . 6_656 ? C12 N1 Co1 O2 10.4(2) . . . 5_566 ? C8 N1 Co1 O2 -167.04(19) . . . 5_566 ? C12 N1 Co1 N1 178.8(3) . . . 2_565 ? C8 N1 Co1 N1 1.36(14) . . . 2_565 ? C12 N1 Co1 O1 -89.1(2) . . . . ? C8 N1 Co1 O1 93.47(19) . . . . ? C12 N1 Co1 O1 96.4(2) . . . 2_565 ? C8 N1 Co1 O1 -81.05(19) . . . 2_565 ? C1 O1 Co1 O2 -13.5(2) . . . 6_656 ? C1 O1 Co1 O2 90.0(2) . . . 5_566 ? C1 O1 Co1 N1 -104.3(2) . . . 2_565 ? C1 O1 Co1 N1 179.6(2) . . . . ? C1 O1 Co1 O1 -142.1(2) . . . 2_565 ? C5 C6 N2 O3 -151.7(10) . . . . ? C7 C6 N2 O3 47.4(13) . . . . ? N2' C6 N2 O3 -39.3(10) . . . . ? C5 C6 N2 O4 44.3(9) . . . . ? C7 C6 N2 O4 -116.6(7) . . . . ? N2' C6 N2 O4 156.6(10) . . . . ? O3 N2 O4 O4 -160.8(10) . . . 4_556 ? C6 N2 O4 O4 3.2(13) . . . 4_556 ? C5 C6 N2' O4' 30.6(13) . . . . ? C7 C6 N2' O4' -170.7(9) . . . . ? N2 C6 N2' O4' -59.2(10) . . . . ? C5 C6 N2' O3' -140.9(10) . . . . ? C7 C6 N2' O3' 17.7(13) . . . . ? N2 C6 N2' O3' 129.3(14) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.761 _refine_diff_density_min -0.391 _refine_diff_density_rms 0.064 #===end data_2 #TrackingRef '- DT-ART-01-2011-010158-revised.cif' _database_code_depnum_ccdc_archive 'CCDC 809916' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H14 Co N4 O8' _chemical_formula_weight 569.34 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'Pnna ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' '-x+1/2, y+1/2, -z+1/2' 'x, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' 'x-1/2, -y-1/2, z-1/2' '-x, y-1/2, z-1/2' _cell_length_a 7.818(3) _cell_length_b 25.901(11) _cell_length_c 11.164(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2260.7(16) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3228 _cell_measurement_theta_min 3.15 _cell_measurement_theta_max 26.99 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.673 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1156 _exptl_absorpt_coefficient_mu 0.824 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8395 _exptl_absorpt_correction_T_max 0.9005 _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 9467 _diffrn_reflns_av_R_equivalents 0.0574 _diffrn_reflns_av_sigmaI/netI 0.0478 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.57 _diffrn_reflns_theta_max 26.01 _reflns_number_total 2229 _reflns_number_gt 1588 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0827P)^2^+0.6231P] 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 2229 _refine_ls_number_parameters 177 _refine_ls_number_restraints 199 _refine_ls_R_factor_all 0.0680 _refine_ls_R_factor_gt 0.0473 _refine_ls_wR_factor_ref 0.1392 _refine_ls_wR_factor_gt 0.1289 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.152 _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 C1 C -0.0918(4) 0.43247(12) 0.5817(3) 0.0309(8) Uani 1 1 d U . . C2 C -0.0977(4) 0.37779(12) 0.6311(3) 0.0306(7) Uani 1 1 d U . . C3 C 0.0241(5) 0.36074(13) 0.7113(4) 0.0418(9) Uani 1 1 d U . . H3A H 0.1107 0.3830 0.7356 0.050 Uiso 1 1 calc R . . C4 C 0.0191(5) 0.31081(15) 0.7561(4) 0.0476(10) Uani 1 1 d U . . H4A H 0.1038 0.3000 0.8090 0.057 Uiso 1 1 calc R . . C5 C -0.1084(5) 0.27686(12) 0.7240(3) 0.0379(8) Uani 1 1 d U . . C6 C -0.2272(5) 0.29496(15) 0.6433(4) 0.0450(10) Uani 1 1 d U . . C7 C -0.2251(5) 0.34401(15) 0.5971(4) 0.0425(9) Uani 1 1 d U . . H7A H -0.3090 0.3544 0.5433 0.051 Uiso 1 1 calc R . . C8 C 0.2030(5) 0.52382(19) 0.8741(4) 0.0473(10) Uani 1 1 d U . . C9 C 0.1599(6) 0.5474(2) 0.9828(4) 0.0691(13) Uani 1 1 d U . . C10 C 0.0692(8) 0.5943(2) 0.9743(6) 0.0871(16) Uani 1 1 d U . . H10A H 0.0389 0.6119 1.0437 0.105 Uiso 1 1 calc R . . C11 C 0.0265(7) 0.6135(2) 0.8680(6) 0.0830(15) Uani 1 1 d U . . H11A H -0.0335 0.6444 0.8629 0.100 Uiso 1 1 calc R . . C12 C 0.0720(6) 0.58712(17) 0.7653(5) 0.0616(12) Uani 1 1 d U . . H12A H 0.0390 0.6007 0.6917 0.074 Uiso 1 1 calc R . . C13 C 0.2093(8) 0.5219(3) 1.0924(4) 0.0856(17) Uani 1 1 d U . . H13A H 0.1823 0.5373 1.1653 0.103 Uiso 1 1 calc R . . N1 N 0.1602(4) 0.54361(11) 0.7664(3) 0.0364(7) Uani 1 1 d . . . N2 N -0.3638(8) 0.26097(17) 0.6013(5) 0.104(2) Uani 1 1 d U . . O1 O 0.0051(3) 0.46351(9) 0.6311(2) 0.0396(6) Uani 1 1 d . . . O2 O -0.1905(4) 0.44067(9) 0.4958(3) 0.0501(8) Uani 1 1 d . . . O3 O -0.5036(9) 0.2783(2) 0.5914(8) 0.221(5) Uani 1 1 d U . . O4 O -0.3245(9) 0.21749(19) 0.5691(5) 0.143(2) Uani 1 1 d . . . Co1 Co 0.2500 0.5000 0.61624(6) 0.0286(2) Uani 1 2 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0412(19) 0.0198(15) 0.0316(17) 0.0018(14) 0.0043(15) -0.0016(14) C2 0.0409(18) 0.0195(14) 0.0316(17) 0.0036(13) -0.0004(14) -0.0024(13) C3 0.051(2) 0.0243(17) 0.050(2) 0.0073(15) -0.0099(18) -0.0070(15) C4 0.055(2) 0.0322(18) 0.055(2) 0.0131(17) -0.0176(18) -0.0020(17) C5 0.055(2) 0.0193(16) 0.0392(18) 0.0070(14) -0.0013(17) -0.0021(15) C6 0.056(2) 0.0281(18) 0.051(2) 0.0116(16) -0.0143(18) -0.0142(16) C7 0.052(2) 0.0275(18) 0.048(2) 0.0148(16) -0.0147(17) -0.0073(15) C8 0.037(2) 0.064(2) 0.041(2) -0.0187(19) 0.0092(16) -0.0198(17) C9 0.055(3) 0.098(3) 0.054(2) -0.031(2) 0.013(2) -0.030(2) C10 0.074(3) 0.099(3) 0.089(3) -0.060(3) 0.029(3) -0.021(3) C11 0.070(3) 0.071(3) 0.108(4) -0.042(3) 0.030(3) -0.002(2) C12 0.054(2) 0.044(2) 0.087(3) -0.020(2) 0.015(2) 0.002(2) C13 0.080(3) 0.131(4) 0.045(2) -0.026(3) 0.012(2) -0.046(3) N1 0.0370(17) 0.0281(15) 0.0441(18) -0.0093(13) 0.0035(14) -0.0015(13) N2 0.126(5) 0.046(3) 0.140(5) 0.049(3) -0.087(4) -0.052(3) O1 0.0472(15) 0.0221(12) 0.0496(16) 0.0015(11) -0.0027(12) -0.0084(11) O2 0.0782(19) 0.0246(12) 0.0474(16) 0.0156(13) -0.0216(15) -0.0121(13) O3 0.152(5) 0.119(5) 0.393(12) 0.107(6) -0.175(7) -0.082(4) O4 0.228(6) 0.067(3) 0.135(4) 0.017(3) -0.070(4) -0.083(4) Co1 0.0425(4) 0.0154(3) 0.0278(4) 0.000 0.000 -0.0016(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.235(4) . ? C1 O2 1.250(4) . ? C1 C2 1.520(4) . ? C2 C7 1.378(5) . ? C2 C3 1.380(5) . ? C3 C4 1.387(5) . ? C4 C5 1.377(5) . ? C5 C6 1.376(5) . ? C5 C5 1.507(6) 4_556 ? C6 C7 1.371(5) . ? C6 N2 1.461(6) . ? C8 N1 1.349(5) . ? C8 C9 1.400(6) . ? C8 C8 1.436(10) 2_565 ? C9 C10 1.409(8) . ? C9 C13 1.443(8) . ? C10 C11 1.330(8) . ? C11 C12 1.382(7) . ? C12 N1 1.321(5) . ? C13 C13 1.300(14) 2_565 ? N1 Co1 2.140(3) . ? N2 O3 1.186(8) . ? N2 O4 1.221(8) . ? O1 Co1 2.142(3) . ? O2 Co1 2.035(2) 5_566 ? Co1 O2 2.035(2) 6_656 ? Co1 O2 2.035(2) 5_566 ? Co1 N1 2.140(3) 2_565 ? Co1 O1 2.142(3) 2_565 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 O2 127.7(3) . . ? O1 C1 C2 117.6(3) . . ? O2 C1 C2 114.7(3) . . ? C7 C2 C3 118.3(3) . . ? C7 C2 C1 120.9(3) . . ? C3 C2 C1 120.8(3) . . ? C2 C3 C4 120.9(4) . . ? C5 C4 C3 121.5(4) . . ? C6 C5 C4 116.2(3) . . ? C6 C5 C5 124.5(3) . 4_556 ? C4 C5 C5 119.3(3) . 4_556 ? C7 C6 C5 123.6(4) . . ? C7 C6 N2 116.5(4) . . ? C5 C6 N2 119.9(4) . . ? C6 C7 C2 119.6(3) . . ? N1 C8 C9 123.2(5) . . ? N1 C8 C8 117.0(2) . 2_565 ? C9 C8 C8 119.9(3) . 2_565 ? C8 C9 C10 116.0(5) . . ? C8 C9 C13 118.1(5) . . ? C10 C9 C13 125.9(5) . . ? C11 C10 C9 120.6(5) . . ? C10 C11 C12 119.4(6) . . ? N1 C12 C11 123.3(5) . . ? C13 C13 C9 122.0(3) 2_565 . ? C12 N1 C8 117.5(4) . . ? C12 N1 Co1 127.9(3) . . ? C8 N1 Co1 114.6(3) . . ? O3 N2 O4 123.6(6) . . ? O3 N2 C6 118.4(6) . . ? O4 N2 C6 117.8(6) . . ? C1 O1 Co1 143.2(2) . . ? C1 O2 Co1 137.9(2) . 5_566 ? O2 Co1 O2 104.19(17) 6_656 5_566 ? O2 Co1 N1 162.73(11) 6_656 . ? O2 Co1 N1 90.44(13) 5_566 . ? O2 Co1 N1 90.44(13) 6_656 2_565 ? O2 Co1 N1 162.73(11) 5_566 2_565 ? N1 Co1 N1 76.86(17) . 2_565 ? O2 Co1 O1 100.17(11) 6_656 2_565 ? O2 Co1 O1 85.35(11) 5_566 2_565 ? N1 Co1 O1 89.98(11) . 2_565 ? N1 Co1 O1 83.03(11) 2_565 2_565 ? O2 Co1 O1 85.35(11) 6_656 . ? O2 Co1 O1 100.17(11) 5_566 . ? N1 Co1 O1 83.03(11) . . ? N1 Co1 O1 89.98(11) 2_565 . ? O1 Co1 O1 171.09(14) 2_565 . ? 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 O1 C1 C2 C7 167.1(3) . . . . ? O2 C1 C2 C7 -11.5(5) . . . . ? O1 C1 C2 C3 -12.7(5) . . . . ? O2 C1 C2 C3 168.6(4) . . . . ? C7 C2 C3 C4 0.3(6) . . . . ? C1 C2 C3 C4 -179.8(4) . . . . ? C2 C3 C4 C5 -1.1(7) . . . . ? C3 C4 C5 C6 1.5(6) . . . . ? C3 C4 C5 C5 -179.6(4) . . . 4_556 ? C4 C5 C6 C7 -1.2(7) . . . . ? C5 C5 C6 C7 179.9(4) 4_556 . . . ? C4 C5 C6 N2 178.0(5) . . . . ? C5 C5 C6 N2 -0.8(7) 4_556 . . . ? C5 C6 C7 C2 0.5(7) . . . . ? N2 C6 C7 C2 -178.7(5) . . . . ? C3 C2 C7 C6 0.0(6) . . . . ? C1 C2 C7 C6 -179.9(4) . . . . ? N1 C8 C9 C10 -0.8(7) . . . . ? C8 C8 C9 C10 179.4(5) 2_565 . . . ? N1 C8 C9 C13 178.6(4) . . . . ? C8 C8 C9 C13 -1.3(7) 2_565 . . . ? C8 C9 C10 C11 1.1(8) . . . . ? C13 C9 C10 C11 -178.2(5) . . . . ? C9 C10 C11 C12 -0.1(9) . . . . ? C10 C11 C12 N1 -1.4(8) . . . . ? C8 C9 C13 C13 -0.5(10) . . . 2_565 ? C10 C9 C13 C13 178.8(7) . . . 2_565 ? C11 C12 N1 C8 1.7(6) . . . . ? C11 C12 N1 Co1 -177.1(4) . . . . ? C9 C8 N1 C12 -0.6(6) . . . . ? C8 C8 N1 C12 179.3(4) 2_565 . . . ? C9 C8 N1 Co1 178.4(3) . . . . ? C8 C8 N1 Co1 -1.8(6) 2_565 . . . ? C7 C6 N2 O3 -41.9(9) . . . . ? C5 C6 N2 O3 138.8(7) . . . . ? C7 C6 N2 O4 132.3(5) . . . . ? C5 C6 N2 O4 -47.0(8) . . . . ? O2 C1 O1 Co1 -81.2(5) . . . . ? C2 C1 O1 Co1 100.4(4) . . . . ? O1 C1 O2 Co1 3.4(7) . . . 5_566 ? C2 C1 O2 Co1 -178.1(3) . . . 5_566 ? C12 N1 Co1 O2 -137.0(4) . . . 6_656 ? C8 N1 Co1 O2 44.2(5) . . . 6_656 ? C12 N1 Co1 O2 11.3(4) . . . 5_566 ? C8 N1 Co1 O2 -167.6(3) . . . 5_566 ? C12 N1 Co1 N1 179.5(4) . . . 2_565 ? C8 N1 Co1 N1 0.6(2) . . . 2_565 ? C12 N1 Co1 O1 96.6(3) . . . 2_565 ? C8 N1 Co1 O1 -82.2(3) . . . 2_565 ? C12 N1 Co1 O1 -88.9(3) . . . . ? C8 N1 Co1 O1 92.3(3) . . . . ? C1 O1 Co1 O2 -19.9(4) . . . 6_656 ? C1 O1 Co1 O2 83.7(4) . . . 5_566 ? C1 O1 Co1 N1 172.9(4) . . . . ? C1 O1 Co1 N1 -110.3(4) . . . 2_565 ? C1 O1 Co1 O1 -148.5(4) . . . 2_565 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.01 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.596 _refine_diff_density_min -0.377 _refine_diff_density_rms 0.076 #===end data_3 #TrackingRef '- DT-ART-01-2011-010158-revised.cif' _database_code_depnum_ccdc_archive 'CCDC 809917' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H14 N4 Ni O8' _chemical_formula_weight 569.12 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 'Pnna ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' '-x+1/2, y+1/2, -z+1/2' 'x, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' 'x-1/2, -y-1/2, z-1/2' '-x, y-1/2, z-1/2' _cell_length_a 7.7887(2) _cell_length_b 25.7842(7) _cell_length_c 11.1256(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2234.30(10) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4178 _cell_measurement_theta_min 3.16 _cell_measurement_theta_max 26.17 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.692 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1160 _exptl_absorpt_coefficient_mu 0.934 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8209 _exptl_absorpt_correction_T_max 0.8882 _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 26054 _diffrn_reflns_av_R_equivalents 0.0601 _diffrn_reflns_av_sigmaI/netI 0.0259 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.58 _diffrn_reflns_theta_max 26.01 _reflns_number_total 2200 _reflns_number_gt 1663 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0533P)^2^+4.9140P] 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 2200 _refine_ls_number_parameters 177 _refine_ls_number_restraints 199 _refine_ls_R_factor_all 0.0619 _refine_ls_R_factor_gt 0.0435 _refine_ls_wR_factor_ref 0.1203 _refine_ls_wR_factor_gt 0.1070 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.098 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.0930(5) 0.43360(12) 0.5819(3) 0.0256(7) Uani 1 1 d U . . C2 C -0.1005(5) 0.37878(12) 0.6318(3) 0.0257(7) Uani 1 1 d U . . C3 C 0.0198(5) 0.36143(13) 0.7129(3) 0.0358(8) Uani 1 1 d U . . H3A H 0.1061 0.3839 0.7381 0.043 Uiso 1 1 calc R . . C4 C 0.0157(5) 0.31118(14) 0.7580(4) 0.0400(9) Uani 1 1 d U . . H4A H 0.1000 0.3005 0.8118 0.048 Uiso 1 1 calc R . . C5 C -0.1115(5) 0.27683(12) 0.7244(3) 0.0309(8) Uani 1 1 d U . . C6 C -0.2301(5) 0.29524(14) 0.6434(3) 0.0376(9) Uani 1 1 d U . . C7 C -0.2285(5) 0.34509(14) 0.5967(3) 0.0349(8) Uani 1 1 d U . . H7A H -0.3124 0.3556 0.5424 0.042 Uiso 1 1 calc R . . C8 C 0.2036(5) 0.52422(18) 0.8703(3) 0.0401(9) Uani 1 1 d U . . C9 C 0.1612(6) 0.5482(2) 0.9797(4) 0.0602(12) Uani 1 1 d U . . C10 C 0.0727(8) 0.5954(2) 0.9709(5) 0.0769(15) Uani 1 1 d U . . H10A H 0.0432 0.6133 1.0404 0.092 Uiso 1 1 calc R . . C11 C 0.0306(7) 0.6148(2) 0.8645(6) 0.0740(14) Uani 1 1 d U . . H11A H -0.0286 0.6461 0.8596 0.089 Uiso 1 1 calc R . . C12 C 0.0757(6) 0.58816(17) 0.7602(5) 0.0525(11) Uani 1 1 d U . . H12A H 0.0426 0.6017 0.6863 0.063 Uiso 1 1 calc R . . C13 C 0.2092(7) 0.5223(2) 1.0899(4) 0.0763(16) Uani 1 1 d U . . H13A H 0.1815 0.5377 1.1629 0.092 Uiso 1 1 calc R . . N1 N 0.1636(4) 0.54436(11) 0.7623(3) 0.0302(7) Uani 1 1 d . . . N2 N -0.3675(8) 0.26143(17) 0.6005(5) 0.0875(19) Uani 1 1 d U . . O1 O 0.0050(3) 0.46463(9) 0.6320(2) 0.0330(6) Uani 1 1 d . . . O2 O -0.1913(4) 0.44178(9) 0.4951(2) 0.0425(7) Uani 1 1 d . . . O3 O -0.5092(8) 0.2780(2) 0.5928(8) 0.196(4) Uani 1 1 d U . . O4 O -0.3274(8) 0.21818(18) 0.5653(4) 0.120(2) Uani 1 1 d . . . Ni1 Ni 0.2500 0.5000 0.61739(5) 0.0228(2) Uani 1 2 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0349(18) 0.0175(15) 0.0244(15) 0.0019(13) 0.0048(14) -0.0029(14) C2 0.0341(17) 0.0174(15) 0.0257(15) 0.0029(12) -0.0002(14) -0.0023(13) C3 0.045(2) 0.0213(17) 0.0415(19) 0.0057(14) -0.0093(17) -0.0072(15) C4 0.049(2) 0.0271(18) 0.044(2) 0.0100(16) -0.0157(18) -0.0030(17) C5 0.045(2) 0.0176(16) 0.0303(17) 0.0088(13) 0.0000(15) -0.0016(15) C6 0.048(2) 0.0248(17) 0.0398(18) 0.0098(15) -0.0115(17) -0.0122(16) C7 0.044(2) 0.0234(16) 0.0371(18) 0.0123(14) -0.0117(16) -0.0053(15) C8 0.0332(19) 0.055(2) 0.0317(18) -0.0144(17) 0.0063(15) -0.0159(17) C9 0.050(2) 0.086(3) 0.045(2) -0.028(2) 0.010(2) -0.025(2) C10 0.068(3) 0.088(3) 0.075(3) -0.053(3) 0.026(3) -0.015(3) C11 0.065(3) 0.063(3) 0.094(3) -0.037(3) 0.024(3) 0.001(2) C12 0.047(2) 0.039(2) 0.071(3) -0.018(2) 0.009(2) 0.0029(19) C13 0.070(3) 0.122(4) 0.037(2) -0.023(2) 0.012(2) -0.038(3) N1 0.0306(16) 0.0241(15) 0.0358(16) -0.0082(12) 0.0036(13) -0.0015(13) N2 0.108(4) 0.040(3) 0.114(4) 0.042(3) -0.072(3) -0.046(3) O1 0.0399(15) 0.0204(12) 0.0387(14) 0.0019(10) -0.0034(12) -0.0075(11) O2 0.0669(19) 0.0224(12) 0.0381(14) 0.0143(12) -0.0196(14) -0.0101(13) O3 0.126(5) 0.105(4) 0.357(11) 0.088(5) -0.152(6) -0.069(4) O4 0.190(5) 0.065(3) 0.104(3) 0.009(3) -0.051(4) -0.073(3) Ni1 0.0355(4) 0.0127(3) 0.0202(3) 0.000 0.000 -0.0018(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.238(4) . ? C1 O2 1.250(4) . ? C1 C2 1.520(4) . ? C2 C3 1.376(5) . ? C2 C7 1.379(5) . ? C3 C4 1.390(5) . ? C4 C5 1.381(5) . ? C5 C6 1.375(5) . ? C5 C5 1.497(6) 4_556 ? C6 C7 1.387(5) . ? C6 N2 1.461(5) . ? C8 N1 1.345(5) . ? C8 C9 1.405(6) . ? C8 C8 1.443(9) 2_565 ? C9 C10 1.403(8) . ? C9 C13 1.443(8) . ? C10 C11 1.326(8) . ? C11 C12 1.394(7) . ? C12 N1 1.321(5) . ? C13 C13 1.316(13) 2_565 ? N1 Ni1 2.088(3) . ? N2 O3 1.186(8) . ? N2 O4 1.223(7) . ? O1 Ni1 2.121(2) . ? O2 Ni1 2.007(2) 5_566 ? Ni1 O2 2.007(2) 6_656 ? Ni1 O2 2.007(2) 5_566 ? Ni1 N1 2.088(3) 2_565 ? Ni1 O1 2.121(3) 2_565 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 O2 128.1(3) . . ? O1 C1 C2 117.4(3) . . ? O2 C1 C2 114.6(3) . . ? C3 C2 C7 118.3(3) . . ? C3 C2 C1 121.0(3) . . ? C7 C2 C1 120.7(3) . . ? C2 C3 C4 121.6(4) . . ? C5 C4 C3 121.1(4) . . ? C6 C5 C4 116.0(3) . . ? C6 C5 C5 124.7(3) . 4_556 ? C4 C5 C5 119.3(3) . 4_556 ? C5 C6 C7 124.0(3) . . ? C5 C6 N2 120.0(3) . . ? C7 C6 N2 115.9(3) . . ? C2 C7 C6 119.0(3) . . ? N1 C8 C9 123.4(4) . . ? N1 C8 C8 116.8(2) . 2_565 ? C9 C8 C8 119.9(3) . 2_565 ? C10 C9 C8 115.9(5) . . ? C10 C9 C13 125.9(5) . . ? C8 C9 C13 118.2(5) . . ? C11 C10 C9 120.8(5) . . ? C10 C11 C12 119.7(5) . . ? N1 C12 C11 122.5(5) . . ? C13 C13 C9 121.9(3) 2_565 . ? C12 N1 C8 117.8(4) . . ? C12 N1 Ni1 128.4(3) . . ? C8 N1 Ni1 113.8(2) . . ? O3 N2 O4 122.9(5) . . ? O3 N2 C6 119.4(5) . . ? O4 N2 C6 117.5(6) . . ? C1 O1 Ni1 142.9(2) . . ? C1 O2 Ni1 138.4(2) . 5_566 ? O2 Ni1 O2 102.83(17) 6_656 5_566 ? O2 Ni1 N1 89.92(12) 6_656 2_565 ? O2 Ni1 N1 164.69(11) 5_566 2_565 ? O2 Ni1 N1 164.69(11) 6_656 . ? O2 Ni1 N1 89.92(12) 5_566 . ? N1 Ni1 N1 78.91(17) 2_565 . ? O2 Ni1 O1 99.46(11) 6_656 2_565 ? O2 Ni1 O1 86.05(11) 5_566 2_565 ? N1 Ni1 O1 83.48(11) 2_565 2_565 ? N1 Ni1 O1 89.72(11) . 2_565 ? O2 Ni1 O1 86.05(11) 6_656 . ? O2 Ni1 O1 99.46(11) 5_566 . ? N1 Ni1 O1 89.72(11) 2_565 . ? N1 Ni1 O1 83.48(11) . . ? O1 Ni1 O1 171.21(13) 2_565 . ? 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 O1 C1 C2 C3 -12.6(5) . . . . ? O2 C1 C2 C3 168.7(4) . . . . ? O1 C1 C2 C7 167.5(3) . . . . ? O2 C1 C2 C7 -11.1(5) . . . . ? C7 C2 C3 C4 0.7(6) . . . . ? C1 C2 C3 C4 -179.1(4) . . . . ? C2 C3 C4 C5 -0.9(7) . . . . ? C3 C4 C5 C6 0.8(6) . . . . ? C3 C4 C5 C5 -179.7(4) . . . 4_556 ? C4 C5 C6 C7 -0.6(6) . . . . ? C5 C5 C6 C7 180.0(4) 4_556 . . . ? C4 C5 C6 N2 178.7(5) . . . . ? C5 C5 C6 N2 -0.7(7) 4_556 . . . ? C3 C2 C7 C6 -0.4(6) . . . . ? C1 C2 C7 C6 179.4(3) . . . . ? C5 C6 C7 C2 0.4(6) . . . . ? N2 C6 C7 C2 -178.9(4) . . . . ? N1 C8 C9 C10 0.0(7) . . . . ? C8 C8 C9 C10 179.3(5) 2_565 . . . ? N1 C8 C9 C13 179.2(4) . . . . ? C8 C8 C9 C13 -1.5(7) 2_565 . . . ? C8 C9 C10 C11 1.2(8) . . . . ? C13 C9 C10 C11 -177.9(5) . . . . ? C9 C10 C11 C12 -0.4(9) . . . . ? C10 C11 C12 N1 -1.8(8) . . . . ? C10 C9 C13 C13 179.3(7) . . . 2_565 ? C8 C9 C13 C13 0.2(10) . . . 2_565 ? C11 C12 N1 C8 2.9(7) . . . . ? C11 C12 N1 Ni1 -177.9(4) . . . . ? C9 C8 N1 C12 -2.0(6) . . . . ? C8 C8 N1 C12 178.7(4) 2_565 . . . ? C9 C8 N1 Ni1 178.7(3) . . . . ? C8 C8 N1 Ni1 -0.7(6) 2_565 . . . ? C5 C6 N2 O3 136.9(7) . . . . ? C7 C6 N2 O3 -43.7(8) . . . . ? C5 C6 N2 O4 -48.6(7) . . . . ? C7 C6 N2 O4 130.8(5) . . . . ? O2 C1 O1 Ni1 -81.3(5) . . . . ? C2 C1 O1 Ni1 100.3(4) . . . . ? O1 C1 O2 Ni1 3.4(7) . . . 5_566 ? C2 C1 O2 Ni1 -178.1(3) . . . 5_566 ? C12 N1 Ni1 O2 -135.2(5) . . . 6_656 ? C8 N1 Ni1 O2 44.1(6) . . . 6_656 ? C12 N1 Ni1 O2 11.5(4) . . . 5_566 ? C8 N1 Ni1 O2 -169.2(3) . . . 5_566 ? C12 N1 Ni1 N1 -179.0(4) . . . 2_565 ? C8 N1 Ni1 N1 0.3(2) . . . 2_565 ? C12 N1 Ni1 O1 97.6(4) . . . 2_565 ? C8 N1 Ni1 O1 -83.2(3) . . . 2_565 ? C12 N1 Ni1 O1 -88.0(4) . . . . ? C8 N1 Ni1 O1 91.3(3) . . . . ? C1 O1 Ni1 O2 -19.1(4) . . . 6_656 ? C1 O1 Ni1 O2 83.3(4) . . . 5_566 ? C1 O1 Ni1 N1 -109.0(4) . . . 2_565 ? C1 O1 Ni1 N1 172.1(4) . . . . ? C1 O1 Ni1 O1 -148.3(4) . . . 2_565 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.01 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.679 _refine_diff_density_min -0.413 _refine_diff_density_rms 0.075 #===end data_4 #TrackingRef '- DT-ART-01-2011-010158-revised.cif' _database_code_depnum_ccdc_archive 'CCDC 809918' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H14 N4 O8 Zn' _chemical_formula_weight 575.78 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'Pnna ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' '-x+1/2, y+1/2, -z+1/2' 'x, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' 'x-1/2, -y-1/2, z-1/2' '-x, y-1/2, z-1/2' _cell_length_a 7.7810(2) _cell_length_b 25.9579(6) _cell_length_c 11.1745(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2257.01(9) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9869 _cell_measurement_theta_min 2.98 _cell_measurement_theta_max 28.30 _exptl_crystal_description 'rod-shaped crystal' _exptl_crystal_colour colorless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.694 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1168 _exptl_absorpt_coefficient_mu 1.153 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7855 _exptl_absorpt_correction_T_max 0.8646 _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 26164 _diffrn_reflns_av_R_equivalents 0.0226 _diffrn_reflns_av_sigmaI/netI 0.0106 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -32 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.57 _diffrn_reflns_theta_max 26.01 _reflns_number_total 2232 _reflns_number_gt 1962 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0536P)^2^+4.0812P] 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 2232 _refine_ls_number_parameters 177 _refine_ls_number_restraints 199 _refine_ls_R_factor_all 0.0439 _refine_ls_R_factor_gt 0.0392 _refine_ls_wR_factor_ref 0.1098 _refine_ls_wR_factor_gt 0.1043 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.152 _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 C1 C -0.1014(4) 0.43222(10) 0.5818(3) 0.0278(6) Uani 1 1 d U . . C2 C -0.1044(4) 0.37752(10) 0.6314(2) 0.0280(6) Uani 1 1 d U . . C3 C 0.0177(4) 0.36119(11) 0.7120(3) 0.0381(7) Uani 1 1 d U . . H3A H 0.1029 0.3839 0.7368 0.046 Uiso 1 1 calc R . . C4 C 0.0158(5) 0.31122(12) 0.7571(3) 0.0423(8) Uani 1 1 d U . . H4A H 0.1008 0.3010 0.8106 0.051 Uiso 1 1 calc R . . C5 C -0.1101(4) 0.27664(10) 0.7239(3) 0.0346(7) Uani 1 1 d U . . C6 C -0.2301(5) 0.29403(13) 0.6423(3) 0.0425(8) Uani 1 1 d U . . C7 C -0.2295(4) 0.34353(13) 0.5960(3) 0.0387(7) Uani 1 1 d U . . H7A H -0.3132 0.3536 0.5414 0.046 Uiso 1 1 calc R . . C8 C 0.2034(4) 0.52400(15) 0.8704(3) 0.0423(8) Uani 1 1 d U . . C9 C 0.1610(5) 0.5476(2) 0.9797(4) 0.0656(11) Uani 1 1 d U . . C10 C 0.0742(7) 0.5948(2) 0.9716(5) 0.0845(14) Uani 1 1 d U . . H10A H 0.0471 0.6128 1.0411 0.101 Uiso 1 1 calc R . . C11 C 0.0300(7) 0.6143(2) 0.8656(5) 0.0806(13) Uani 1 1 d U . . H11A H -0.0292 0.6453 0.8610 0.097 Uiso 1 1 calc R . . C12 C 0.0734(5) 0.58756(14) 0.7616(4) 0.0573(10) Uani 1 1 d U . . H12A H 0.0393 0.6009 0.6881 0.069 Uiso 1 1 calc R . . C13 C 0.2096(7) 0.5226(2) 1.0893(4) 0.0829(15) Uani 1 1 d U . . H13A H 0.1840 0.5384 1.1619 0.099 Uiso 1 1 calc R . . N1 N 0.1612(3) 0.54398(10) 0.7635(2) 0.0346(6) Uani 1 1 d . . . N2 N -0.3645(7) 0.25944(15) 0.5991(4) 0.0921(18) Uani 1 1 d U . . O1 O -0.0078(3) 0.46407(8) 0.63157(19) 0.0364(5) Uani 1 1 d . . . O2 O -0.1990(3) 0.43927(8) 0.4942(2) 0.0446(6) Uani 1 1 d . . . O3 O -0.5044(8) 0.2751(2) 0.5896(8) 0.216(5) Uani 1 1 d U . . O4 O -0.3221(8) 0.21640(16) 0.5663(4) 0.127(2) Uani 1 1 d . . . Zn1 Zn 0.2500 0.5000 0.61016(4) 0.02776(18) Uani 1 2 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0386(15) 0.0188(12) 0.0261(13) 0.0035(10) 0.0039(12) -0.0005(11) C2 0.0398(14) 0.0191(12) 0.0252(13) 0.0039(10) 0.0010(11) -0.0011(11) C3 0.0482(17) 0.0256(14) 0.0405(16) 0.0056(12) -0.0102(14) -0.0067(12) C4 0.0515(18) 0.0307(15) 0.0446(18) 0.0117(13) -0.0148(15) -0.0009(13) C5 0.0504(17) 0.0211(14) 0.0324(15) 0.0076(11) 0.0001(13) 0.0006(12) C6 0.0566(19) 0.0274(15) 0.0435(17) 0.0121(14) -0.0137(15) -0.0140(13) C7 0.0493(17) 0.0284(15) 0.0384(16) 0.0132(13) -0.0133(14) -0.0071(13) C8 0.0344(15) 0.060(2) 0.0326(16) -0.0142(15) 0.0062(13) -0.0163(15) C9 0.053(2) 0.098(3) 0.045(2) -0.033(2) 0.0136(17) -0.027(2) C10 0.072(3) 0.098(3) 0.083(3) -0.061(3) 0.029(2) -0.018(2) C11 0.072(3) 0.066(3) 0.105(3) -0.040(2) 0.027(3) 0.003(2) C12 0.0505(19) 0.0402(18) 0.081(3) -0.0167(18) 0.0113(19) 0.0060(16) C13 0.079(3) 0.135(4) 0.0351(18) -0.025(2) 0.012(2) -0.043(3) N1 0.0345(13) 0.0306(12) 0.0386(14) -0.0073(11) 0.0035(11) -0.0011(11) N2 0.114(4) 0.046(2) 0.116(4) 0.044(2) -0.075(3) -0.046(2) O1 0.0478(13) 0.0220(10) 0.0394(12) 0.0022(9) -0.0029(10) -0.0071(9) O2 0.0717(16) 0.0237(10) 0.0385(12) 0.0137(10) -0.0185(12) -0.0088(11) O3 0.145(4) 0.112(4) 0.391(12) 0.097(5) -0.171(7) -0.074(3) O4 0.207(5) 0.067(2) 0.109(3) 0.012(2) -0.054(4) -0.075(3) Zn1 0.0460(3) 0.0158(3) 0.0214(3) 0.000 0.000 0.00073(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 C1 O1 1.235(4) . ? C1 O2 1.253(4) . ? C1 C2 1.524(4) . ? C2 C7 1.372(4) . ? C2 C3 1.376(4) . ? C3 C4 1.392(4) . ? C4 C5 1.379(4) . ? C5 C6 1.381(5) . ? C5 C5 1.502(5) 4_556 ? C6 C7 1.385(4) . ? C6 N2 1.460(5) . ? C8 N1 1.343(5) . ? C8 C9 1.406(5) . ? C8 C8 1.442(8) 2_565 ? C9 C10 1.402(7) . ? C9 C13 1.437(7) . ? C10 C11 1.333(8) . ? C11 C12 1.395(6) . ? C12 N1 1.322(4) . ? C13 C13 1.332(13) 2_565 ? N1 Zn1 2.172(3) . ? N2 O3 1.167(8) . ? N2 O4 1.221(7) . ? O1 Zn1 2.225(2) . ? O2 Zn1 2.000(2) 5_566 ? Zn1 O2 2.000(2) 6_656 ? Zn1 O2 2.000(2) 5_566 ? Zn1 N1 2.172(3) 2_565 ? Zn1 O1 2.225(2) 2_565 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 O2 127.7(3) . . ? O1 C1 C2 118.0(3) . . ? O2 C1 C2 114.3(2) . . ? C7 C2 C3 118.7(3) . . ? C7 C2 C1 120.3(3) . . ? C3 C2 C1 121.0(3) . . ? C2 C3 C4 121.1(3) . . ? C5 C4 C3 121.1(3) . . ? C4 C5 C6 116.4(3) . . ? C4 C5 C5 119.6(2) . 4_556 ? C6 C5 C5 123.9(2) . 4_556 ? C5 C6 C7 123.2(3) . . ? C5 C6 N2 120.1(3) . . ? C7 C6 N2 116.7(3) . . ? C2 C7 C6 119.4(3) . . ? N1 C8 C9 123.1(4) . . ? N1 C8 C8 117.17(19) . 2_565 ? C9 C8 C8 119.7(3) . 2_565 ? C10 C9 C8 116.0(4) . . ? C10 C9 C13 125.2(4) . . ? C8 C9 C13 118.8(5) . . ? C11 C10 C9 120.8(4) . . ? C10 C11 C12 119.4(5) . . ? N1 C12 C11 122.5(5) . . ? C13 C13 C9 121.5(3) 2_565 . ? C12 N1 C8 118.1(3) . . ? C12 N1 Zn1 127.0(3) . . ? C8 N1 Zn1 114.9(2) . . ? O3 N2 O4 123.0(5) . . ? O3 N2 C6 118.9(5) . . ? O4 N2 C6 117.9(5) . . ? C1 O1 Zn1 139.9(2) . . ? C1 O2 Zn1 133.73(19) . 5_566 ? O2 Zn1 O2 108.71(15) 6_656 5_566 ? O2 Zn1 N1 159.58(10) 6_656 . ? O2 Zn1 N1 88.99(10) 5_566 . ? O2 Zn1 N1 88.99(10) 6_656 2_565 ? O2 Zn1 N1 159.58(10) 5_566 2_565 ? N1 Zn1 N1 75.82(14) . 2_565 ? O2 Zn1 O1 84.91(9) 6_656 . ? O2 Zn1 O1 102.36(9) 5_566 . ? N1 Zn1 O1 81.30(9) . . ? N1 Zn1 O1 88.94(9) 2_565 . ? O2 Zn1 O1 102.36(9) 6_656 2_565 ? O2 Zn1 O1 84.91(9) 5_566 2_565 ? N1 Zn1 O1 88.94(9) . 2_565 ? N1 Zn1 O1 81.30(9) 2_565 2_565 ? O1 Zn1 O1 167.65(11) . 2_565 ? 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 O1 C1 C2 C7 166.9(3) . . . . ? O2 C1 C2 C7 -12.2(4) . . . . ? O1 C1 C2 C3 -13.2(4) . . . . ? O2 C1 C2 C3 167.7(3) . . . . ? C7 C2 C3 C4 0.2(5) . . . . ? C1 C2 C3 C4 -179.8(3) . . . . ? C2 C3 C4 C5 -1.0(6) . . . . ? C3 C4 C5 C6 1.4(5) . . . . ? C3 C4 C5 C5 -178.8(3) . . . 4_556 ? C4 C5 C6 C7 -1.0(6) . . . . ? C5 C5 C6 C7 179.2(4) 4_556 . . . ? C4 C5 C6 N2 178.0(4) . . . . ? C5 C5 C6 N2 -1.9(6) 4_556 . . . ? C3 C2 C7 C6 0.2(5) . . . . ? C1 C2 C7 C6 -179.9(3) . . . . ? C5 C6 C7 C2 0.2(6) . . . . ? N2 C6 C7 C2 -178.8(4) . . . . ? N1 C8 C9 C10 -1.5(6) . . . . ? C8 C8 C9 C10 178.4(4) 2_565 . . . ? N1 C8 C9 C13 178.9(4) . . . . ? C8 C8 C9 C13 -1.1(6) 2_565 . . . ? C8 C9 C10 C11 2.5(7) . . . . ? C13 C9 C10 C11 -178.0(5) . . . . ? C9 C10 C11 C12 -1.0(8) . . . . ? C10 C11 C12 N1 -1.7(7) . . . . ? C10 C9 C13 C13 179.2(6) . . . 2_565 ? C8 C9 C13 C13 -1.3(9) . . . 2_565 ? C11 C12 N1 C8 2.8(6) . . . . ? C11 C12 N1 Zn1 -176.6(3) . . . . ? C9 C8 N1 C12 -1.1(5) . . . . ? C8 C8 N1 C12 179.0(4) 2_565 . . . ? C9 C8 N1 Zn1 178.4(3) . . . . ? C8 C8 N1 Zn1 -1.6(5) 2_565 . . . ? C5 C6 N2 O3 137.9(6) . . . . ? C7 C6 N2 O3 -43.1(8) . . . . ? C5 C6 N2 O4 -47.3(7) . . . . ? C7 C6 N2 O4 131.7(5) . . . . ? O2 C1 O1 Zn1 -82.4(4) . . . . ? C2 C1 O1 Zn1 98.5(3) . . . . ? O1 C1 O2 Zn1 2.1(5) . . . 5_566 ? C2 C1 O2 Zn1 -178.8(2) . . . 5_566 ? C12 N1 Zn1 O2 -137.0(4) . . . 6_656 ? C8 N1 Zn1 O2 43.6(4) . . . 6_656 ? C12 N1 Zn1 O2 13.7(3) . . . 5_566 ? C8 N1 Zn1 O2 -165.6(2) . . . 5_566 ? C12 N1 Zn1 N1 179.9(3) . . . 2_565 ? C8 N1 Zn1 N1 0.57(17) . . . 2_565 ? C12 N1 Zn1 O1 -88.9(3) . . . . ? C8 N1 Zn1 O1 91.7(2) . . . . ? C12 N1 Zn1 O1 98.6(3) . . . 2_565 ? C8 N1 Zn1 O1 -80.7(2) . . . 2_565 ? C1 O1 Zn1 O2 -19.5(3) . . . 6_656 ? C1 O1 Zn1 O2 88.6(3) . . . 5_566 ? C1 O1 Zn1 N1 175.6(3) . . . . ? C1 O1 Zn1 N1 -108.6(3) . . . 2_565 ? C1 O1 Zn1 O1 -146.2(3) . . . 2_565 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.01 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.704 _refine_diff_density_min -0.396 _refine_diff_density_rms 0.072 #===end data_5 #TrackingRef '- DT-ART-01-2011-010158-revised.cif' _database_code_depnum_ccdc_archive 'CCDC 809919' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H22 Co N4 O10' _chemical_formula_weight 681.47 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 'P2(1)/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 9.0233(3) _cell_length_b 29.1407(9) _cell_length_c 11.0744(3) _cell_angle_alpha 90.00 _cell_angle_beta 91.8300(10) _cell_angle_gamma 90.00 _cell_volume 2910.48(15) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9896 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 28.26 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.555 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1396 _exptl_absorpt_coefficient_mu 0.659 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8268 _exptl_absorpt_correction_T_max 0.8906 _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 35942 _diffrn_reflns_av_R_equivalents 0.0352 _diffrn_reflns_av_sigmaI/netI 0.0235 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -35 _diffrn_reflns_limit_k_max 35 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.40 _diffrn_reflns_theta_max 26.01 _reflns_number_total 5717 _reflns_number_gt 4684 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0803P)^2^+3.8507P] 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 5717 _refine_ls_number_parameters 436 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0634 _refine_ls_R_factor_gt 0.0505 _refine_ls_wR_factor_ref 0.1512 _refine_ls_wR_factor_gt 0.1400 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.063 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.3458(4) 0.60969(10) 0.6577(3) 0.0366(7) Uani 1 1 d . . . C2 C 0.4531(4) 0.63740(10) 0.5879(3) 0.0366(7) Uani 1 1 d . . . C3 C 0.5964(4) 0.64411(13) 0.6334(4) 0.0476(9) Uani 1 1 d . . . H3A H 0.6294 0.6284 0.7023 0.057 Uiso 1 1 calc R . . C4 C 0.6905(4) 0.67413(13) 0.5766(4) 0.0497(9) Uani 1 1 d . . . H4A H 0.7857 0.6789 0.6090 0.060 Uiso 1 1 calc R . . C5 C 0.6456(4) 0.69719(10) 0.4723(3) 0.0393(8) Uani 1 1 d . . . C6 C 0.5045(4) 0.68796(11) 0.4239(3) 0.0378(7) Uani 1 1 d . . . C7 C 0.4081(4) 0.65900(11) 0.4817(3) 0.0384(7) Uani 1 1 d . . . H7A H 0.3131 0.6541 0.4493 0.046 Uiso 1 1 calc R . . C8 C 0.7436(4) 0.73505(11) 0.4303(3) 0.0394(8) Uani 1 1 d . . . C9 C 0.7129(5) 0.77831(12) 0.4743(4) 0.0553(11) Uani 1 1 d . . . H9A H 0.6290 0.7827 0.5196 0.066 Uiso 1 1 calc R . . C10 C 0.8048(4) 0.81514(12) 0.4522(4) 0.0527(10) Uani 1 1 d . . . H10A H 0.7799 0.8442 0.4795 0.063 Uiso 1 1 calc R . . C11 C 0.9328(4) 0.80897(10) 0.3898(3) 0.0355(7) Uani 1 1 d . . . C12 C 0.9647(4) 0.76624(11) 0.3423(3) 0.0389(8) Uani 1 1 d . . . H12A H 1.0497 0.7618 0.2985 0.047 Uiso 1 1 calc R . . C13 C 0.8682(4) 0.73026(11) 0.3610(3) 0.0399(8) Uani 1 1 d . . . C14 C 1.0353(4) 0.84855(10) 0.3714(3) 0.0340(7) Uani 1 1 d . . . C15 C -0.0436(3) 0.51314(11) 0.6859(3) 0.0336(7) Uani 1 1 d . . . C16 C -0.0829(4) 0.54871(13) 0.6055(3) 0.0432(8) Uani 1 1 d . . . H16A H -0.0326 0.5765 0.6094 0.052 Uiso 1 1 calc R . . C17 C -0.1948(4) 0.54238(17) 0.5216(4) 0.0566(10) Uani 1 1 d . . . H17A H -0.2218 0.5662 0.4694 0.068 Uiso 1 1 calc R . . C18 C -0.2700(5) 0.50014(18) 0.5134(4) 0.0617(12) Uani 1 1 d . . . H18A H -0.3464 0.4964 0.4559 0.074 Uiso 1 1 calc R . . C19 C -0.2332(4) 0.46508(16) 0.5874(3) 0.0541(10) Uani 1 1 d . . . H19A H -0.2835 0.4373 0.5801 0.065 Uiso 1 1 calc R . . C20 C -0.1185(4) 0.47021(12) 0.6760(3) 0.0398(8) Uani 1 1 d . . . C21 C -0.0776(4) 0.43538(12) 0.7578(4) 0.0445(8) Uani 1 1 d . . . H21A H -0.1222 0.4067 0.7513 0.053 Uiso 1 1 calc R . . C22 C 0.0264(4) 0.44336(11) 0.8460(3) 0.0412(8) Uani 1 1 d . . . H22A H 0.0526 0.4204 0.9011 0.049 Uiso 1 1 calc R . . C23 C 0.0949(3) 0.48708(9) 0.8536(3) 0.0296(6) Uani 1 1 d . . . C24 C 0.2029(3) 0.49878(9) 0.9523(3) 0.0295(6) Uani 1 1 d . . . C25 C 0.2493(3) 0.46619(10) 1.0400(3) 0.0360(7) Uani 1 1 d . . . H25A H 0.2092 0.4368 1.0391 0.043 Uiso 1 1 calc R . . C26 C 0.3530(4) 0.47823(11) 1.1255(3) 0.0380(7) Uani 1 1 d . . . H26A H 0.3857 0.4569 1.1827 0.046 Uiso 1 1 calc R . . C27 C 0.4110(3) 0.52293(12) 1.1277(3) 0.0364(7) Uani 1 1 d . . . C28 C 0.5200(4) 0.53770(14) 1.2136(3) 0.0455(8) Uani 1 1 d . . . H28A H 0.5579 0.5171 1.2708 0.055 Uiso 1 1 calc R . . C29 C 0.5693(4) 0.58133(14) 1.2134(4) 0.0505(9) Uani 1 1 d . . . H29A H 0.6411 0.5906 1.2704 0.061 Uiso 1 1 calc R . . C30 C 0.5134(4) 0.61273(13) 1.1281(3) 0.0464(9) Uani 1 1 d . . . H30A H 0.5478 0.6428 1.1299 0.056 Uiso 1 1 calc R . . C31 C 0.4093(4) 0.60009(11) 1.0424(3) 0.0374(7) Uani 1 1 d . . . H31A H 0.3737 0.6213 0.9859 0.045 Uiso 1 1 calc R . . C32 C 0.3562(3) 0.55452(10) 1.0401(3) 0.0312(6) Uani 1 1 d . . . N1 N 0.0642(3) 0.52005(8) 0.7741(2) 0.0282(5) Uani 1 1 d . . . N2 N 0.2525(3) 0.54162(8) 0.9535(2) 0.0280(5) Uani 1 1 d . . . N3 N 0.4519(4) 0.70875(11) 0.3097(3) 0.0487(7) Uani 1 1 d . . . N4 N 0.9003(4) 0.68644(10) 0.3028(4) 0.0588(10) Uani 1 1 d . . . O1 O 0.3910(3) 0.58665(8) 0.7463(2) 0.0447(6) Uani 1 1 d . . . OW1 O 0.0603(4) 0.69482(17) 0.5666(4) 0.0941(12) Uani 1 1 d D . . HW1A H 0.058(7) 0.684(3) 0.493(3) 0.141 Uiso 1 1 d D . . HW1B H 0.145(5) 0.710(2) 0.572(6) 0.141 Uiso 1 1 d D . . O2 O 0.2092(2) 0.61181(8) 0.6308(2) 0.0409(5) Uani 1 1 d . . . OW2 O 1.2857(5) 0.76673(14) 0.5120(4) 0.0909(12) Uani 1 1 d D . . HW2A H 1.305(7) 0.776(2) 0.587(2) 0.136 Uiso 1 1 d D . . HW2B H 1.352(6) 0.780(3) 0.468(5) 0.136 Uiso 1 1 d D . . O3 O 1.1709(3) 0.84240(8) 0.3633(2) 0.0429(6) Uani 1 1 d . . . O4 O 0.9798(3) 0.88821(7) 0.3635(3) 0.0470(6) Uani 1 1 d . . . O5 O 0.3262(3) 0.70099(14) 0.2744(3) 0.0793(11) Uani 1 1 d . . . O6 O 0.5378(4) 0.73047(13) 0.2509(3) 0.0765(10) Uani 1 1 d . . . O7 O 0.8143(4) 0.65573(11) 0.3094(4) 0.0987(15) Uani 1 1 d . . . O8 O 1.0102(4) 0.68308(12) 0.2442(5) 0.1068(17) Uani 1 1 d . . . Co1 Co 0.17487(4) 0.581707(12) 0.80978(4) 0.02864(15) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0397(18) 0.0223(14) 0.0484(19) -0.0009(13) 0.0104(15) -0.0012(12) C2 0.0355(17) 0.0218(14) 0.053(2) 0.0033(13) 0.0106(15) -0.0037(12) C3 0.0413(19) 0.0410(19) 0.060(2) 0.0178(17) -0.0013(17) -0.0038(15) C4 0.0331(18) 0.0422(19) 0.074(3) 0.0094(18) -0.0030(17) -0.0095(15) C5 0.0365(17) 0.0227(14) 0.059(2) 0.0032(14) 0.0117(15) -0.0035(12) C6 0.0386(17) 0.0307(16) 0.0446(19) 0.0028(14) 0.0078(15) -0.0030(13) C7 0.0336(16) 0.0329(16) 0.0490(19) -0.0017(14) 0.0063(14) -0.0069(13) C8 0.0359(17) 0.0248(15) 0.058(2) 0.0037(14) 0.0088(15) -0.0059(13) C9 0.055(2) 0.0313(18) 0.082(3) -0.0078(18) 0.036(2) -0.0091(16) C10 0.056(2) 0.0237(16) 0.080(3) -0.0092(17) 0.030(2) -0.0080(15) C11 0.0345(16) 0.0229(14) 0.0493(19) 0.0010(13) 0.0059(14) -0.0056(12) C12 0.0330(16) 0.0267(15) 0.058(2) -0.0032(14) 0.0093(15) -0.0054(12) C13 0.0357(17) 0.0232(15) 0.061(2) -0.0023(14) 0.0051(15) -0.0038(12) C14 0.0397(18) 0.0224(14) 0.0402(17) -0.0025(12) 0.0040(14) -0.0087(12) C15 0.0285(15) 0.0347(16) 0.0381(17) -0.0062(13) 0.0096(13) -0.0020(12) C16 0.0362(17) 0.048(2) 0.046(2) 0.0042(16) 0.0029(15) -0.0032(15) C17 0.048(2) 0.080(3) 0.042(2) 0.010(2) -0.0030(17) -0.002(2) C18 0.046(2) 0.097(4) 0.042(2) -0.006(2) -0.0040(17) -0.019(2) C19 0.048(2) 0.070(3) 0.044(2) -0.0170(19) 0.0082(17) -0.0212(19) C20 0.0338(16) 0.0435(19) 0.0428(18) -0.0140(15) 0.0138(14) -0.0078(14) C21 0.0451(19) 0.0277(16) 0.061(2) -0.0098(16) 0.0123(17) -0.0091(14) C22 0.0431(18) 0.0219(15) 0.059(2) -0.0002(14) 0.0098(16) -0.0026(13) C23 0.0262(14) 0.0200(13) 0.0434(17) -0.0003(12) 0.0113(12) 0.0020(11) C24 0.0275(14) 0.0189(13) 0.0427(17) 0.0032(12) 0.0093(13) 0.0045(11) C25 0.0349(16) 0.0228(14) 0.0509(19) 0.0090(13) 0.0107(14) 0.0017(12) C26 0.0351(17) 0.0352(17) 0.0442(19) 0.0140(14) 0.0075(14) 0.0082(13) C27 0.0291(15) 0.0443(18) 0.0363(17) 0.0055(14) 0.0072(13) 0.0065(13) C28 0.0400(19) 0.057(2) 0.0400(19) 0.0068(16) 0.0017(15) 0.0042(16) C29 0.041(2) 0.066(3) 0.044(2) -0.0073(18) -0.0036(16) -0.0036(17) C30 0.0430(19) 0.0417(19) 0.055(2) -0.0106(16) 0.0039(17) -0.0060(15) C31 0.0360(17) 0.0311(16) 0.0451(19) -0.0016(14) 0.0011(14) 0.0006(13) C32 0.0272(15) 0.0297(15) 0.0371(16) -0.0006(12) 0.0085(12) 0.0039(12) N1 0.0248(12) 0.0217(11) 0.0386(14) -0.0016(10) 0.0076(10) 0.0018(9) N2 0.0275(12) 0.0195(11) 0.0374(14) 0.0011(10) 0.0067(10) 0.0020(9) N3 0.0473(18) 0.0517(18) 0.0473(18) 0.0051(14) 0.0065(15) -0.0098(14) N4 0.0448(18) 0.0284(15) 0.105(3) -0.0149(16) 0.0264(18) -0.0084(13) O1 0.0396(13) 0.0345(12) 0.0608(16) 0.0178(11) 0.0138(12) 0.0049(10) OW1 0.076(2) 0.100(3) 0.107(3) 0.028(3) 0.005(2) 0.018(2) O2 0.0353(12) 0.0368(12) 0.0510(14) 0.0041(10) 0.0064(10) -0.0094(10) OW2 0.114(3) 0.072(2) 0.085(3) -0.006(2) -0.023(2) 0.026(2) O3 0.0371(13) 0.0296(12) 0.0619(15) 0.0009(11) 0.0021(11) -0.0105(9) O4 0.0457(13) 0.0201(11) 0.0763(18) -0.0022(11) 0.0192(13) -0.0054(9) O5 0.0547(19) 0.118(3) 0.064(2) 0.0307(19) -0.0107(15) -0.0230(19) O6 0.076(2) 0.091(2) 0.0628(19) 0.0275(17) 0.0043(16) -0.0368(19) O7 0.088(2) 0.0418(17) 0.171(4) -0.044(2) 0.070(3) -0.0365(17) O8 0.083(2) 0.0464(18) 0.196(5) -0.041(2) 0.076(3) -0.0179(16) Co1 0.0279(2) 0.0173(2) 0.0410(3) 0.00375(16) 0.00536(17) 0.00260(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.246(4) . ? C1 O2 1.261(4) . ? C1 C2 1.495(4) . ? C1 Co1 2.459(3) . ? C2 C7 1.382(5) . ? C2 C3 1.387(5) . ? C3 C4 1.385(5) . ? C3 H3A 0.9300 . ? C4 C5 1.385(5) . ? C4 H4A 0.9300 . ? C5 C6 1.392(5) . ? C5 C8 1.497(4) . ? C6 C7 1.384(5) . ? C6 N3 1.467(5) . ? C7 H7A 0.9300 . ? C8 C9 1.383(5) . ? C8 C13 1.388(5) . ? C9 C10 1.383(5) . ? C9 H9A 0.9300 . ? C10 C11 1.376(5) . ? C10 H10A 0.9300 . ? C11 C12 1.386(4) . ? C11 C14 1.497(4) . ? C12 C13 1.383(4) . ? C12 H12A 0.9300 . ? C13 N4 1.463(4) . ? C14 O3 1.243(4) . ? C14 O4 1.262(4) . ? C14 Co1 2.497(3) 4_675 ? C15 N1 1.371(4) . ? C15 C16 1.405(5) . ? C15 C20 1.425(4) . ? C16 C17 1.362(5) . ? C16 H16A 0.9300 . ? C17 C18 1.407(6) . ? C17 H17A 0.9300 . ? C18 C19 1.345(7) . ? C18 H18A 0.9300 . ? C19 C20 1.411(5) . ? C19 H19A 0.9300 . ? C20 C21 1.402(5) . ? C21 C22 1.353(5) . ? C21 H21A 0.9300 . ? C22 C23 1.418(4) . ? C22 H22A 0.9300 . ? C23 N1 1.327(4) . ? C23 C24 1.481(4) . ? C24 N2 1.326(4) . ? C24 C25 1.412(4) . ? C25 C26 1.356(5) . ? C25 H25A 0.9300 . ? C26 C27 1.404(5) . ? C26 H26A 0.9300 . ? C27 C28 1.413(5) . ? C27 C32 1.415(4) . ? C28 C29 1.347(6) . ? C28 H28A 0.9300 . ? C29 C30 1.397(6) . ? C29 H29A 0.9300 . ? C30 C31 1.365(5) . ? C30 H30A 0.9300 . ? C31 C32 1.412(4) . ? C31 H31A 0.9300 . ? C32 N2 1.371(4) . ? N1 Co1 2.087(2) . ? N2 Co1 2.077(2) . ? N3 O6 1.207(4) . ? N3 O5 1.209(4) . ? N4 O7 1.188(4) . ? N4 O8 1.206(5) . ? O1 Co1 2.100(2) . ? OW1 HW1A 0.87(2) . ? OW1 HW1B 0.88(2) . ? O2 Co1 2.198(2) . ? OW2 HW2A 0.88(2) . ? OW2 HW2B 0.88(2) . ? O3 Co1 2.290(2) 4_675 ? O4 Co1 2.070(2) 4_675 ? Co1 O4 2.070(2) 4_476 ? Co1 O3 2.290(2) 4_476 ? Co1 C14 2.497(3) 4_476 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 O2 120.3(3) . . ? O1 C1 C2 119.8(3) . . ? O2 C1 C2 119.7(3) . . ? O1 C1 Co1 58.62(17) . . ? O2 C1 Co1 63.11(17) . . ? C2 C1 Co1 164.6(2) . . ? C7 C2 C3 119.3(3) . . ? C7 C2 C1 120.6(3) . . ? C3 C2 C1 120.0(3) . . ? C4 C3 C2 120.1(3) . . ? C4 C3 H3A 119.9 . . ? C2 C3 H3A 119.9 . . ? C5 C4 C3 121.2(3) . . ? C5 C4 H4A 119.4 . . ? C3 C4 H4A 119.4 . . ? C4 C5 C6 117.9(3) . . ? C4 C5 C8 117.1(3) . . ? C6 C5 C8 124.4(3) . . ? C7 C6 C5 121.3(3) . . ? C7 C6 N3 117.4(3) . . ? C5 C6 N3 121.2(3) . . ? C2 C7 C6 120.0(3) . . ? C2 C7 H7A 120.0 . . ? C6 C7 H7A 120.0 . . ? C9 C8 C13 117.5(3) . . ? C9 C8 C5 115.8(3) . . ? C13 C8 C5 126.5(3) . . ? C10 C9 C8 121.1(3) . . ? C10 C9 H9A 119.4 . . ? C8 C9 H9A 119.4 . . ? C11 C10 C9 120.4(3) . . ? C11 C10 H10A 119.8 . . ? C9 C10 H10A 119.8 . . ? C10 C11 C12 119.7(3) . . ? C10 C11 C14 120.0(3) . . ? C12 C11 C14 120.3(3) . . ? C13 C12 C11 119.0(3) . . ? C13 C12 H12A 120.5 . . ? C11 C12 H12A 120.5 . . ? C12 C13 C8 122.1(3) . . ? C12 C13 N4 117.5(3) . . ? C8 C13 N4 120.4(3) . . ? O3 C14 O4 121.1(3) . . ? O3 C14 C11 120.9(3) . . ? O4 C14 C11 118.0(3) . . ? O3 C14 Co1 65.90(16) . 4_675 ? O4 C14 Co1 55.80(15) . 4_675 ? C11 C14 Co1 169.6(2) . 4_675 ? N1 C15 C16 120.2(3) . . ? N1 C15 C20 120.5(3) . . ? C16 C15 C20 119.3(3) . . ? C17 C16 C15 119.9(4) . . ? C17 C16 H16A 120.0 . . ? C15 C16 H16A 120.0 . . ? C16 C17 C18 120.5(4) . . ? C16 C17 H17A 119.7 . . ? C18 C17 H17A 119.7 . . ? C19 C18 C17 121.1(4) . . ? C19 C18 H18A 119.4 . . ? C17 C18 H18A 119.4 . . ? C18 C19 C20 120.3(4) . . ? C18 C19 H19A 119.9 . . ? C20 C19 H19A 119.9 . . ? C21 C20 C19 123.0(3) . . ? C21 C20 C15 118.1(3) . . ? C19 C20 C15 118.8(4) . . ? C22 C21 C20 120.3(3) . . ? C22 C21 H21A 119.9 . . ? C20 C21 H21A 119.9 . . ? C21 C22 C23 119.2(3) . . ? C21 C22 H22A 120.4 . . ? C23 C22 H22A 120.4 . . ? N1 C23 C22 122.0(3) . . ? N1 C23 C24 116.2(2) . . ? C22 C23 C24 121.7(3) . . ? N2 C24 C25 122.3(3) . . ? N2 C24 C23 116.0(3) . . ? C25 C24 C23 121.8(3) . . ? C26 C25 C24 119.3(3) . . ? C26 C25 H25A 120.4 . . ? C24 C25 H25A 120.4 . . ? C25 C26 C27 120.0(3) . . ? C25 C26 H26A 120.0 . . ? C27 C26 H26A 120.0 . . ? C26 C27 C28 123.0(3) . . ? C26 C27 C32 118.0(3) . . ? C28 C27 C32 118.9(3) . . ? C29 C28 C27 120.6(3) . . ? C29 C28 H28A 119.7 . . ? C27 C28 H28A 119.7 . . ? C28 C29 C30 120.5(3) . . ? C28 C29 H29A 119.8 . . ? C30 C29 H29A 119.8 . . ? C31 C30 C29 121.3(3) . . ? C31 C30 H30A 119.4 . . ? C29 C30 H30A 119.4 . . ? C30 C31 C32 119.5(3) . . ? C30 C31 H31A 120.3 . . ? C32 C31 H31A 120.3 . . ? N2 C32 C31 119.6(3) . . ? N2 C32 C27 121.1(3) . . ? C31 C32 C27 119.3(3) . . ? C23 N1 C15 119.7(3) . . ? C23 N1 Co1 114.1(2) . . ? C15 N1 Co1 125.9(2) . . ? C24 N2 C32 119.2(3) . . ? C24 N2 Co1 114.6(2) . . ? C32 N2 Co1 126.00(19) . . ? O6 N3 O5 122.4(4) . . ? O6 N3 C6 119.1(3) . . ? O5 N3 C6 118.4(3) . . ? O7 N4 O8 121.5(3) . . ? O7 N4 C13 119.4(3) . . ? O8 N4 C13 119.0(3) . . ? C1 O1 Co1 90.9(2) . . ? HW1A OW1 HW1B 103(3) . . ? C1 O2 Co1 86.1(2) . . ? HW2A OW2 HW2B 106(3) . . ? C14 O3 Co1 84.42(18) . 4_675 ? C14 O4 Co1 93.94(19) . 4_675 ? O4 Co1 N2 106.67(10) 4_476 . ? O4 Co1 N1 90.74(9) 4_476 . ? N2 Co1 N1 78.98(10) . . ? O4 Co1 O1 150.99(9) 4_476 . ? N2 Co1 O1 90.07(9) . . ? N1 Co1 O1 116.08(9) . . ? O4 Co1 O2 103.62(10) 4_476 . ? N2 Co1 O2 149.45(9) . . ? N1 Co1 O2 104.65(9) . . ? O1 Co1 O2 60.75(9) . . ? O4 Co1 O3 59.76(9) 4_476 4_476 ? N2 Co1 O3 110.62(9) . 4_476 ? N1 Co1 O3 150.34(9) . 4_476 ? O1 Co1 O3 92.45(9) . 4_476 ? O2 Co1 O3 81.48(9) . 4_476 ? O4 Co1 C1 127.87(10) 4_476 . ? N2 Co1 C1 120.51(10) . . ? N1 Co1 C1 117.54(10) . . ? O1 Co1 C1 30.45(10) . . ? O2 Co1 C1 30.76(10) . . ? O3 Co1 C1 82.67(10) 4_476 . ? O4 Co1 C14 30.26(10) 4_476 4_476 ? N2 Co1 C14 114.13(10) . 4_476 ? N1 Co1 C14 120.66(10) . 4_476 ? O1 Co1 C14 121.17(10) . 4_476 ? O2 Co1 C14 90.48(10) . 4_476 ? O3 Co1 C14 29.69(9) 4_476 4_476 ? C1 Co1 C14 104.48(10) . 4_476 ? 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 O1 C1 C2 C7 172.7(3) . . . . ? O2 C1 C2 C7 -11.3(5) . . . . ? Co1 C1 C2 C7 -107.7(9) . . . . ? O1 C1 C2 C3 -11.5(5) . . . . ? O2 C1 C2 C3 164.5(3) . . . . ? Co1 C1 C2 C3 68.1(10) . . . . ? C7 C2 C3 C4 3.5(6) . . . . ? C1 C2 C3 C4 -172.3(3) . . . . ? C2 C3 C4 C5 -1.5(6) . . . . ? C3 C4 C5 C6 -2.3(6) . . . . ? C3 C4 C5 C8 169.1(4) . . . . ? C4 C5 C6 C7 4.1(5) . . . . ? C8 C5 C6 C7 -166.6(3) . . . . ? C4 C5 C6 N3 -176.2(3) . . . . ? C8 C5 C6 N3 13.1(5) . . . . ? C3 C2 C7 C6 -1.8(5) . . . . ? C1 C2 C7 C6 174.0(3) . . . . ? C5 C6 C7 C2 -2.1(5) . . . . ? N3 C6 C7 C2 178.1(3) . . . . ? C4 C5 C8 C9 -90.5(4) . . . . ? C6 C5 C8 C9 80.3(5) . . . . ? C4 C5 C8 C13 83.6(5) . . . . ? C6 C5 C8 C13 -105.6(4) . . . . ? C13 C8 C9 C10 -1.4(7) . . . . ? C5 C8 C9 C10 173.3(4) . . . . ? C8 C9 C10 C11 -2.8(7) . . . . ? C9 C10 C11 C12 4.2(6) . . . . ? C9 C10 C11 C14 -177.1(4) . . . . ? C10 C11 C12 C13 -1.4(6) . . . . ? C14 C11 C12 C13 179.9(3) . . . . ? C11 C12 C13 C8 -2.9(6) . . . . ? C11 C12 C13 N4 176.1(3) . . . . ? C9 C8 C13 C12 4.2(6) . . . . ? C5 C8 C13 C12 -169.7(4) . . . . ? C9 C8 C13 N4 -174.7(4) . . . . ? C5 C8 C13 N4 11.3(6) . . . . ? C10 C11 C14 O3 149.8(4) . . . . ? C12 C11 C14 O3 -31.5(5) . . . . ? C10 C11 C14 O4 -30.7(5) . . . . ? C12 C11 C14 O4 148.0(3) . . . . ? C10 C11 C14 Co1 -81.7(14) . . . 4_675 ? C12 C11 C14 Co1 97.0(13) . . . 4_675 ? N1 C15 C16 C17 -176.9(3) . . . . ? C20 C15 C16 C17 2.0(5) . . . . ? C15 C16 C17 C18 -1.1(6) . . . . ? C16 C17 C18 C19 -0.2(7) . . . . ? C17 C18 C19 C20 0.6(6) . . . . ? C18 C19 C20 C21 178.3(4) . . . . ? C18 C19 C20 C15 0.4(5) . . . . ? N1 C15 C20 C21 -0.7(5) . . . . ? C16 C15 C20 C21 -179.7(3) . . . . ? N1 C15 C20 C19 177.3(3) . . . . ? C16 C15 C20 C19 -1.7(5) . . . . ? C19 C20 C21 C22 -175.5(3) . . . . ? C15 C20 C21 C22 2.4(5) . . . . ? C20 C21 C22 C23 -1.0(5) . . . . ? C21 C22 C23 N1 -2.5(5) . . . . ? C21 C22 C23 C24 176.4(3) . . . . ? N1 C23 C24 N2 2.8(4) . . . . ? C22 C23 C24 N2 -176.1(3) . . . . ? N1 C23 C24 C25 -177.5(3) . . . . ? C22 C23 C24 C25 3.6(4) . . . . ? N2 C24 C25 C26 -3.0(5) . . . . ? C23 C24 C25 C26 177.3(3) . . . . ? C24 C25 C26 C27 1.2(5) . . . . ? C25 C26 C27 C28 -179.6(3) . . . . ? C25 C26 C27 C32 1.1(5) . . . . ? C26 C27 C28 C29 -178.4(3) . . . . ? C32 C27 C28 C29 0.9(5) . . . . ? C27 C28 C29 C30 0.0(6) . . . . ? C28 C29 C30 C31 -0.8(6) . . . . ? C29 C30 C31 C32 0.5(5) . . . . ? C30 C31 C32 N2 -179.5(3) . . . . ? C30 C31 C32 C27 0.5(5) . . . . ? C26 C27 C32 N2 -1.8(4) . . . . ? C28 C27 C32 N2 178.8(3) . . . . ? C26 C27 C32 C31 178.2(3) . . . . ? C28 C27 C32 C31 -1.2(5) . . . . ? C22 C23 N1 C15 4.2(4) . . . . ? C24 C23 N1 C15 -174.7(2) . . . . ? C22 C23 N1 Co1 177.9(2) . . . . ? C24 C23 N1 Co1 -1.0(3) . . . . ? C16 C15 N1 C23 176.4(3) . . . . ? C20 C15 N1 C23 -2.6(4) . . . . ? C16 C15 N1 Co1 3.5(4) . . . . ? C20 C15 N1 Co1 -175.5(2) . . . . ? C25 C24 N2 C32 2.3(4) . . . . ? C23 C24 N2 C32 -178.0(2) . . . . ? C25 C24 N2 Co1 177.1(2) . . . . ? C23 C24 N2 Co1 -3.2(3) . . . . ? C31 C32 N2 C24 -179.8(3) . . . . ? C27 C32 N2 C24 0.2(4) . . . . ? C31 C32 N2 Co1 6.0(4) . . . . ? C27 C32 N2 Co1 -174.1(2) . . . . ? C7 C6 N3 O6 -172.7(4) . . . . ? C5 C6 N3 O6 7.6(5) . . . . ? C7 C6 N3 O5 2.7(5) . . . . ? C5 C6 N3 O5 -177.0(4) . . . . ? C12 C13 N4 O7 -174.6(5) . . . . ? C8 C13 N4 O7 4.4(7) . . . . ? C12 C13 N4 O8 1.9(6) . . . . ? C8 C13 N4 O8 -179.1(5) . . . . ? O2 C1 O1 Co1 -13.8(3) . . . . ? C2 C1 O1 Co1 162.2(3) . . . . ? O1 C1 O2 Co1 13.2(3) . . . . ? C2 C1 O2 Co1 -162.8(3) . . . . ? O4 C14 O3 Co1 -8.3(3) . . . 4_675 ? C11 C14 O3 Co1 171.1(3) . . . 4_675 ? O3 C14 O4 Co1 9.2(4) . . . 4_675 ? C11 C14 O4 Co1 -170.3(3) . . . 4_675 ? C24 N2 Co1 O4 89.5(2) . . . 4_476 ? C32 N2 Co1 O4 -96.0(2) . . . 4_476 ? C24 N2 Co1 N1 2.1(2) . . . . ? C32 N2 Co1 N1 176.5(2) . . . . ? C24 N2 Co1 O1 -114.5(2) . . . . ? C32 N2 Co1 O1 59.9(2) . . . . ? C24 N2 Co1 O2 -98.1(2) . . . . ? C32 N2 Co1 O2 76.3(3) . . . . ? C24 N2 Co1 O3 152.83(19) . . . 4_476 ? C32 N2 Co1 O3 -32.7(2) . . . 4_476 ? C24 N2 Co1 C1 -113.5(2) . . . . ? C32 N2 Co1 C1 60.9(3) . . . . ? C24 N2 Co1 C14 120.9(2) . . . 4_476 ? C32 N2 Co1 C14 -64.7(2) . . . 4_476 ? C23 N1 Co1 O4 -107.4(2) . . . 4_476 ? C15 N1 Co1 O4 65.9(2) . . . 4_476 ? C23 N1 Co1 N2 -0.51(19) . . . . ? C15 N1 Co1 N2 172.7(2) . . . . ? C23 N1 Co1 O1 84.1(2) . . . . ? C15 N1 Co1 O1 -102.6(2) . . . . ? C23 N1 Co1 O2 148.36(19) . . . . ? C15 N1 Co1 O2 -38.4(2) . . . . ? C23 N1 Co1 O3 -113.0(2) . . . 4_476 ? C15 N1 Co1 O3 60.2(3) . . . 4_476 ? C23 N1 Co1 C1 118.3(2) . . . . ? C15 N1 Co1 C1 -68.5(3) . . . . ? C23 N1 Co1 C14 -112.1(2) . . . 4_476 ? C15 N1 Co1 C14 61.1(3) . . . 4_476 ? C1 O1 Co1 O4 -55.3(3) . . . 4_476 ? C1 O1 Co1 N2 178.3(2) . . . . ? C1 O1 Co1 N1 100.6(2) . . . . ? C1 O1 Co1 O2 7.77(18) . . . . ? C1 O1 Co1 O3 -71.1(2) . . . 4_476 ? C1 O1 Co1 C14 -63.1(2) . . . 4_476 ? C1 O2 Co1 O4 145.89(18) . . . 4_476 ? C1 O2 Co1 N2 -26.6(3) . . . . ? C1 O2 Co1 N1 -119.69(18) . . . . ? C1 O2 Co1 O1 -7.70(18) . . . . ? C1 O2 Co1 O3 89.96(18) . . . 4_476 ? C1 O2 Co1 C14 118.35(19) . . . 4_476 ? O1 C1 Co1 O4 149.68(19) . . . 4_476 ? O2 C1 Co1 O4 -43.7(2) . . . 4_476 ? C2 C1 Co1 O4 61.0(10) . . . 4_476 ? O1 C1 Co1 N2 -2.0(2) . . . . ? O2 C1 Co1 N2 164.69(17) . . . . ? C2 C1 Co1 N2 -90.7(9) . . . . ? O1 C1 Co1 N1 -95.2(2) . . . . ? O2 C1 Co1 N1 71.4(2) . . . . ? C2 C1 Co1 N1 176.1(9) . . . . ? O2 C1 Co1 O1 166.7(3) . . . . ? C2 C1 Co1 O1 -88.7(10) . . . . ? O1 C1 Co1 O2 -166.7(3) . . . . ? C2 C1 Co1 O2 104.6(10) . . . . ? O1 C1 Co1 O3 107.7(2) . . . 4_476 ? O2 C1 Co1 O3 -85.65(18) . . . 4_476 ? C2 C1 Co1 O3 19.0(9) . . . 4_476 ? O1 C1 Co1 C14 128.0(2) . . . 4_476 ? O2 C1 Co1 C14 -65.4(2) . . . 4_476 ? C2 C1 Co1 C14 39.3(9) . . . 4_476 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.01 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.697 _refine_diff_density_min -0.583 _refine_diff_density_rms 0.086