# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 1999 # CCDC Number: 186/1671 data_7 loop_ _publ_author_name 'M. John Plater' 'Mark R. St. J. Foreman' 'Eugenio Coronado' 'Carlos J.Gomez-Garcia' 'Alexandra M.Z. Slawin' _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C19 H14 Mn N2 O7' _chemical_formula_structural 'C19 H14 Mn N2 O7' _chemical_formula_analytical 'C19 H14 Mn N2 O7' _chemical_formula_sum 'C19 H14 Mn N2 O7' _chemical_formula_weight 437.26 _chemical_melting_point - _chemical_compound_source - 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' 'Mn' 'Mn' 0.3368 0.7283 '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)/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 10.3643(3) _cell_length_b 10.50350(10) _cell_length_c 17.0828(4) _cell_angle_alpha 90.00 _cell_angle_beta 103.3090(10) _cell_angle_gamma 90.00 _cell_volume 1809.71(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 79 _cell_measurement_theta_min 23 _cell_measurement_theta_max 337 _exptl_crystal_description block _exptl_crystal_colour clear _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas - _exptl_crystal_density_diffrn 1.605 _exptl_crystal_density_method - _exptl_crystal_F_000 892 _exptl_absorpt_coefficient_mu 0.777 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.649573 _exptl_absorpt_correction_T_max 1.000000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device SMART _diffrn_measurement_method CCD _diffrn_standards_number - _diffrn_standards_interval_count - _diffrn_standards_interval_time - _diffrn_standards_decay_% - _diffrn_reflns_number 10478 _diffrn_reflns_av_R_equivalents 0.0306 _diffrn_reflns_av_sigmaI/netI 0.0463 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.11 _diffrn_reflns_theta_max 28.27 _reflns_number_total 4074 _reflns_number_observed 2894 _reflns_observed_criterion >2sigma(I) _computing_data_collection SMART _computing_cell_refinement SMART/SAINT _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement on F^2^ for ALL reflections except for 50 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R- factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0434P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0024(4) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 4024 _refine_ls_number_parameters 275 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0581 _refine_ls_R_factor_obs 0.0314 _refine_ls_wR_factor_all 0.0841 _refine_ls_wR_factor_obs 0.0670 _refine_ls_goodness_of_fit_all 0.907 _refine_ls_goodness_of_fit_obs 0.968 _refine_ls_restrained_S_all 1.017 _refine_ls_restrained_S_obs 0.972 _refine_ls_shift/esd_max -0.060 _refine_ls_shift/esd_mean 0.002 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Mn1 Mn 0.86515(3) 0.45289(2) 0.03913(2) 0.02402(10) Uani 1 d . . O10 O 0.9713(2) 0.4061(2) 0.15803(9) 0.0573(5) Uani 1 d D . H10A H 0.9527(23) 0.3257(20) 0.1642(15) 0.061(8) Uiso 1 d D . H10B H 1.0232(22) 0.4423(21) 0.2016(13) 0.062(8) Uiso 1 d D . N1 N 0.69827(15) 0.51031(15) -0.06212(9) 0.0297(4) Uani 1 d . . C2 C 0.6815(2) 0.4587(2) -0.13471(12) 0.0384(5) Uani 1 d . . H2A H 0.7449(2) 0.4014(2) -0.14378(12) 0.046 Uiso 1 calc R . C3 C 0.5745(2) 0.4857(2) -0.19760(13) 0.0445(5) Uani 1 d . . H3A H 0.5658(2) 0.4475(2) -0.24768(13) 0.053 Uiso 1 calc R . C4 C 0.4822(2) 0.5702(2) -0.18360(14) 0.0493(6) Uani 1 d . . H4A H 0.4093(2) 0.5908(2) -0.22463(14) 0.059 Uiso 1 calc R . C5 C 0.4969(2) 0.6250(2) -0.10901(13) 0.0417(5) Uani 1 d . . H5A H 0.4340(2) 0.6823(2) -0.09921(13) 0.050 Uiso 1 calc R . C6 C 0.6067(2) 0.5938(2) -0.04832(11) 0.0297(4) Uani 1 d . . C7 C 0.6326(2) 0.6467(2) 0.03440(12) 0.0328(4) Uani 1 d . . C8 C 0.5570(2) 0.7448(2) 0.05570(15) 0.0520(6) Uani 1 d . . H8A H 0.4862(2) 0.7788(2) 0.01788(15) 0.062 Uiso 1 calc R . C9 C 0.5878(2) 0.7909(3) 0.1328(2) 0.0622(7) Uani 1 d . . H9A H 0.5392(2) 0.8575(3) 0.1475(2) 0.075 Uiso 1 calc R . C10 C 0.6911(2) 0.7377(2) 0.18825(15) 0.0512(6) Uani 1 d . . H10C H 0.7125(2) 0.7664(2) 0.24117(15) 0.061 Uiso 1 calc R . C11 C 0.7622(2) 0.6409(2) 0.16362(12) 0.0396(5) Uani 1 d . . H11A H 0.8325(2) 0.6052(2) 0.20100(12) 0.048 Uiso 1 calc R . N12 N 0.73464(15) 0.5959(2) 0.08799(9) 0.0314(4) Uani 1 d . . C13 C 0.9135(2) 0.8261(2) 0.02900(10) 0.0197(4) Uani 1 d . . C14 C 0.8446(2) 0.8133(2) -0.05045(10) 0.0209(4) Uani 1 d . . H14A H 0.8503(2) 0.7380(2) -0.07806(10) 0.025 Uiso 1 calc R . C15 C 0.7667(2) 0.9134(2) -0.08897(10) 0.0229(4) Uani 1 d . . C16 C 0.7617(2) 1.0281(2) -0.04816(10) 0.0240(4) Uani 1 d . . H16A H 0.7120(2) 1.0957(2) -0.07436(10) 0.029 Uiso 1 calc R . C17 C 0.8308(2) 1.0413(2) 0.03135(10) 0.0217(4) Uani 1 d . . C18 C 0.9046(2) 0.9395(2) 0.06947(10) 0.0214(4) Uani 1 d . . H18A H 0.9490(2) 0.9472(2) 0.12316(10) 0.026 Uiso 1 calc R . C19 C 0.9985(2) 0.7209(2) 0.07296(10) 0.0227(4) Uani 1 d . . O1 O 1.00066(11) 0.61474(11) 0.03476(7) 0.0262(3) Uani 1 d . . O2 O 1.06007(14) 0.73931(12) 0.14284(7) 0.0381(3) Uani 1 d . . C20 C 0.6883(2) 0.9028(2) -0.17338(11) 0.0302(4) Uani 1 d . . O3 O 0.70982(14) 0.79811(13) -0.21050(8) 0.0404(4) Uani 1 d D . H3O H 0.6579(23) 0.7919(25) -0.2630(13) 0.077(9) Uiso 1 d D . O4 O 0.6098(2) 0.9830(2) -0.20465(9) 0.0656(5) Uani 1 d . . C21 C 0.8359(2) 1.1670(2) 0.07477(10) 0.0244(4) Uani 1 d . . O5 O 0.78557(12) 1.26295(11) 0.03337(8) 0.0300(3) Uani 1 d . . O6 O 0.8930(2) 1.16944(12) 0.14725(8) 0.0440(4) Uani 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 Mn1 0.0285(2) 0.01715(15) 0.02293(15) -0.00155(11) -0.00127(11) 0.00169(12) O10 0.0924(13) 0.0295(9) 0.0316(9) 0.0013(7) -0.0238(8) -0.0161(9) N1 0.0304(8) 0.0245(8) 0.0308(9) -0.0016(7) 0.0000(7) 0.0028(7) C2 0.0405(11) 0.0366(12) 0.0328(11) -0.0070(9) -0.0023(9) 0.0088(10) C3 0.0430(12) 0.0507(14) 0.0322(11) -0.0028(10) -0.0067(9) 0.0026(11) C4 0.0367(12) 0.061(2) 0.0417(13) 0.0106(11) -0.0094(10) 0.0078(11) C5 0.0309(10) 0.0441(13) 0.0475(13) 0.0060(10) 0.0034(10) 0.0126(10) C6 0.0248(9) 0.0252(10) 0.0376(11) 0.0022(8) 0.0041(8) -0.0018(8) C7 0.0296(10) 0.0296(11) 0.0409(11) -0.0028(9) 0.0114(9) -0.0029(9) C8 0.0412(12) 0.056(2) 0.058(2) -0.0129(12) 0.0089(11) 0.0154(12) C9 0.0501(15) 0.066(2) 0.073(2) -0.0291(14) 0.0187(14) 0.0105(13) C10 0.0508(14) 0.060(2) 0.0490(14) -0.0240(12) 0.0245(12) -0.0147(12) C11 0.0389(11) 0.0471(13) 0.0335(11) -0.0068(10) 0.0098(9) -0.0093(10) N12 0.0317(8) 0.0307(9) 0.0319(9) -0.0017(7) 0.0076(7) -0.0033(7) C13 0.0209(8) 0.0169(9) 0.0192(8) 0.0018(7) 0.0005(7) -0.0004(7) C14 0.0237(9) 0.0169(9) 0.0203(9) -0.0021(7) 0.0013(7) -0.0006(7) C15 0.0240(8) 0.0217(9) 0.0201(9) 0.0015(7) -0.0010(7) 0.0002(7) C16 0.0263(9) 0.0182(9) 0.0237(9) 0.0010(7) -0.0019(7) 0.0034(7) C17 0.0238(8) 0.0175(9) 0.0226(9) -0.0007(7) 0.0030(7) -0.0003(7) C18 0.0263(8) 0.0179(9) 0.0174(8) 0.0006(7) -0.0004(7) -0.0004(7) C19 0.0257(9) 0.0194(9) 0.0208(9) 0.0010(7) 0.0008(7) 0.0025(7) O1 0.0304(7) 0.0147(6) 0.0319(7) -0.0025(5) 0.0039(6) 0.0025(5) O2 0.0530(8) 0.0294(8) 0.0224(7) -0.0011(6) -0.0110(6) 0.0113(7) C20 0.0352(10) 0.0288(10) 0.0216(9) -0.0008(8) -0.0039(8) 0.0020(9) O3 0.0533(9) 0.0346(8) 0.0240(7) -0.0082(6) -0.0099(7) 0.0055(7) O4 0.0907(13) 0.0546(11) 0.0316(9) -0.0088(7) -0.0269(8) 0.0390(10) C21 0.0286(9) 0.0187(9) 0.0245(9) -0.0017(7) 0.0032(8) 0.0000(8) O5 0.0334(7) 0.0168(7) 0.0336(7) -0.0009(5) -0.0050(6) 0.0027(6) O6 0.0806(11) 0.0195(7) 0.0235(7) -0.0038(5) -0.0050(7) 0.0042(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn1 O10 2.1328(15) . ? Mn1 O5 2.1524(12) 1_545 ? Mn1 O1 2.2003(12) 3_765 ? Mn1 O1 2.2172(12) . ? Mn1 N1 2.2292(15) . ? Mn1 N12 2.302(2) . ? N1 C2 1.328(2) . ? N1 C6 1.352(2) . ? C2 C3 1.384(3) . ? C3 C4 1.366(3) . ? C4 C5 1.374(3) . ? C5 C6 1.391(3) . ? C6 C7 1.484(3) . ? C7 N12 1.340(2) . ? C7 C8 1.393(3) . ? C8 C9 1.370(3) . ? C9 C10 1.375(3) . ? C10 C11 1.377(3) . ? C11 N12 1.343(2) . ? C13 C14 1.387(2) . ? C13 C18 1.391(2) . ? C13 C19 1.502(2) . ? C14 C15 1.395(2) . ? C15 C16 1.398(2) . ? C15 C20 1.487(2) . ? C16 C17 1.389(2) . ? C17 C18 1.386(2) . ? C17 C21 1.510(2) . ? C19 O2 1.232(2) . ? C19 O1 1.295(2) . ? O1 Mn1 2.2002(12) 3_765 ? C20 O4 1.208(2) . ? C20 O3 1.313(2) . ? C21 O6 1.243(2) . ? C21 O5 1.272(2) . ? O5 Mn1 2.1524(12) 1_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 O10 Mn1 O5 86.44(6) . 1_545 ? O10 Mn1 O1 102.49(6) . 3_765 ? O5 Mn1 O1 87.75(5) 1_545 3_765 ? O10 Mn1 O1 90.97(6) . . ? O5 Mn1 O1 161.46(5) 1_545 . ? O1 Mn1 O1 74.88(5) 3_765 . ? O10 Mn1 N1 159.93(7) . . ? O5 Mn1 N1 89.69(5) 1_545 . ? O1 Mn1 N1 97.02(5) 3_765 . ? O1 Mn1 N1 98.67(5) . . ? O10 Mn1 N12 91.29(6) . . ? O5 Mn1 N12 111.73(5) 1_545 . ? O1 Mn1 N12 156.97(5) 3_765 . ? O1 Mn1 N12 86.66(5) . . ? N1 Mn1 N12 71.89(5) . . ? C2 N1 C6 118.8(2) . . ? C2 N1 Mn1 121.71(13) . . ? C6 N1 Mn1 119.37(12) . . ? N1 C2 C3 123.4(2) . . ? C4 C3 C2 117.7(2) . . ? C3 C4 C5 120.1(2) . . ? C4 C5 C6 119.3(2) . . ? N1 C6 C5 120.6(2) . . ? N1 C6 C7 115.4(2) . . ? C5 C6 C7 124.0(2) . . ? N12 C7 C8 121.3(2) . . ? N12 C7 C6 116.3(2) . . ? C8 C7 C6 122.4(2) . . ? C9 C8 C7 119.5(2) . . ? C8 C9 C10 119.4(2) . . ? C9 C10 C11 118.4(2) . . ? N12 C11 C10 122.9(2) . . ? C7 N12 C11 118.4(2) . . ? C7 N12 Mn1 116.70(13) . . ? C11 N12 Mn1 124.45(13) . . ? C14 C13 C18 119.4(2) . . ? C14 C13 C19 121.94(15) . . ? C18 C13 C19 118.69(14) . . ? C13 C14 C15 120.0(2) . . ? C14 C15 C16 119.85(15) . . ? C14 C15 C20 121.9(2) . . ? C16 C15 C20 118.3(2) . . ? C17 C16 C15 120.2(2) . . ? C16 C17 C18 119.1(2) . . ? C16 C17 C21 121.3(2) . . ? C18 C17 C21 119.37(15) . . ? C17 C18 C13 121.3(2) . . ? O2 C19 O1 123.9(2) . . ? O2 C19 C13 118.8(2) . . ? O1 C19 C13 117.24(14) . . ? C19 O1 Mn1 130.83(11) . 3_765 ? C19 O1 Mn1 123.97(11) . . ? Mn1 O1 Mn1 105.11(5) 3_765 . ? O4 C20 O3 122.9(2) . . ? O4 C20 C15 122.6(2) . . ? O3 C20 C15 114.6(2) . . ? O6 C21 O5 125.3(2) . . ? O6 C21 C17 117.5(2) . . ? O5 C21 C17 117.15(15) . . ? C21 O5 Mn1 127.23(11) . 1_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 O10 Mn1 N1 C2 -141.8(2) . . . . ? O5 Mn1 N1 C2 -63.1(2) 1_545 . . . ? O1 Mn1 N1 C2 24.6(2) 3_765 . . . ? O1 Mn1 N1 C2 100.3(2) . . . . ? N12 Mn1 N1 C2 -176.1(2) . . . . ? O10 Mn1 N1 C6 33.9(3) . . . . ? O5 Mn1 N1 C6 112.61(14) 1_545 . . . ? O1 Mn1 N1 C6 -159.70(14) 3_765 . . . ? O1 Mn1 N1 C6 -84.00(14) . . . . ? N12 Mn1 N1 C6 -0.43(13) . . . . ? C6 N1 C2 C3 -0.1(3) . . . . ? Mn1 N1 C2 C3 175.6(2) . . . . ? N1 C2 C3 C4 0.2(3) . . . . ? C2 C3 C4 C5 -0.3(3) . . . . ? C3 C4 C5 C6 0.3(3) . . . . ? C2 N1 C6 C5 0.1(3) . . . . ? Mn1 N1 C6 C5 -175.76(15) . . . . ? C2 N1 C6 C7 179.8(2) . . . . ? Mn1 N1 C6 C7 3.9(2) . . . . ? C4 C5 C6 N1 -0.2(3) . . . . ? C4 C5 C6 C7 -179.8(2) . . . . ? N1 C6 C7 N12 -7.1(2) . . . . ? C5 C6 C7 N12 172.6(2) . . . . ? N1 C6 C7 C8 172.1(2) . . . . ? C5 C6 C7 C8 -8.2(3) . . . . ? N12 C7 C8 C9 0.3(3) . . . . ? C6 C7 C8 C9 -178.8(2) . . . . ? C7 C8 C9 C10 -1.3(4) . . . . ? C8 C9 C10 C11 1.3(4) . . . . ? C9 C10 C11 N12 -0.4(3) . . . . ? C8 C7 N12 C11 0.6(3) . . . . ? C6 C7 N12 C11 179.8(2) . . . . ? C8 C7 N12 Mn1 -172.4(2) . . . . ? C6 C7 N12 Mn1 6.7(2) . . . . ? C10 C11 N12 C7 -0.6(3) . . . . ? C10 C11 N12 Mn1 171.8(2) . . . . ? O10 Mn1 N12 C7 -172.40(14) . . . . ? O5 Mn1 N12 C7 -85.71(14) 1_545 . . . ? O1 Mn1 N12 C7 60.3(2) 3_765 . . . ? O1 Mn1 N12 C7 96.70(13) . . . . ? N1 Mn1 N12 C7 -3.55(13) . . . . ? O10 Mn1 N12 C11 15.0(2) . . . . ? O5 Mn1 N12 C11 101.7(2) 1_545 . . . ? O1 Mn1 N12 C11 -112.3(2) 3_765 . . . ? O1 Mn1 N12 C11 -75.9(2) . . . . ? N1 Mn1 N12 C11 -176.1(2) . . . . ? C18 C13 C14 C15 -0.3(3) . . . . ? C19 C13 C14 C15 180.0(2) . . . . ? C13 C14 C15 C16 2.1(3) . . . . ? C13 C14 C15 C20 -178.4(2) . . . . ? C14 C15 C16 C17 -1.9(3) . . . . ? C20 C15 C16 C17 178.5(2) . . . . ? C15 C16 C17 C18 0.1(3) . . . . ? C15 C16 C17 C21 175.1(2) . . . . ? C16 C17 C18 C13 1.8(3) . . . . ? C21 C17 C18 C13 -173.4(2) . . . . ? C14 C13 C18 C17 -1.7(3) . . . . ? C19 C13 C18 C17 178.1(2) . . . . ? C14 C13 C19 O2 178.1(2) . . . . ? C18 C13 C19 O2 -1.7(2) . . . . ? C14 C13 C19 O1 -2.9(2) . . . . ? C18 C13 C19 O1 177.3(2) . . . . ? O2 C19 O1 Mn1 -88.8(2) . . . 3_765 ? C13 C19 O1 Mn1 92.3(2) . . . 3_765 ? O2 C19 O1 Mn1 87.2(2) . . . . ? C13 C19 O1 Mn1 -91.7(2) . . . . ? O10 Mn1 O1 C19 -74.20(13) . . . . ? O5 Mn1 O1 C19 -155.89(14) 1_545 . . . ? O1 Mn1 O1 C19 -176.9(2) 3_765 . . . ? N1 Mn1 O1 C19 88.14(13) . . . . ? N12 Mn1 O1 C19 17.04(13) . . . . ? O10 Mn1 O1 Mn1 102.67(7) . . . 3_765 ? O5 Mn1 O1 Mn1 21.0(2) 1_545 . . 3_765 ? O1 Mn1 O1 Mn1 -0.001(1) 3_765 . . 3_765 ? N1 Mn1 O1 Mn1 -94.98(6) . . . 3_765 ? N12 Mn1 O1 Mn1 -166.09(6) . . . 3_765 ? C14 C15 C20 O4 171.9(2) . . . . ? C16 C15 C20 O4 -8.5(3) . . . . ? C14 C15 C20 O3 -7.0(3) . . . . ? C16 C15 C20 O3 172.6(2) . . . . ? C16 C17 C21 O6 175.8(2) . . . . ? C18 C17 C21 O6 -9.2(3) . . . . ? C16 C17 C21 O5 -6.7(3) . . . . ? C18 C17 C21 O5 168.3(2) . . . . ? O6 C21 O5 Mn1 39.2(3) . . . 1_565 ? C17 C21 O5 Mn1 -138.06(13) . . . 1_565 ? _refine_diff_density_max 0.269 _refine_diff_density_min -0.234 _refine_diff_density_rms 0.049 #end data_8 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C19 H14 Co N2 O7' _chemical_formula_structural 'C19 H14 Co N2 O7' _chemical_formula_analytical 'C19 H14 Co N2 O7' _chemical_formula_sum 'C19 H14 Co N2 O7' _chemical_formula_weight 441.25 _chemical_melting_point - _chemical_compound_source - loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Co' 'Co' 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.5599(5) _cell_length_b 10.1135(5) _cell_length_c 10.8358(5) _cell_angle_alpha 98.5490(10) _cell_angle_beta 111.5960(10) _cell_angle_gamma 104.9210(10) _cell_volume 906.05(8) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 105 _cell_measurement_theta_min 23 _cell_measurement_theta_max 337 _exptl_crystal_description prism _exptl_crystal_colour pink _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas - _exptl_crystal_density_diffrn 1.617 _exptl_crystal_density_method - _exptl_crystal_F_000 450 _exptl_absorpt_coefficient_mu 0.994 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.46287 _exptl_absorpt_correction_T_max 0.58145 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device SMART _diffrn_measurement_method CCD _diffrn_standards_number - _diffrn_standards_interval_count - _diffrn_standards_interval_time - _diffrn_standards_decay_% - _diffrn_reflns_number 4373 _diffrn_reflns_av_R_equivalents 0.0345 _diffrn_reflns_av_sigmaI/netI 0.0457 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 23.27 _reflns_number_total 2596 _reflns_number_observed 2138 _reflns_observed_criterion >2sigma(I) _computing_data_collection SMART _computing_cell_refinement SMART/SAINT _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement on F^2^ for ALL reflections except for 50 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R- factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0361P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0113(13) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2546 _refine_ls_number_parameters 275 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0398 _refine_ls_R_factor_obs 0.0284 _refine_ls_wR_factor_all 0.0779 _refine_ls_wR_factor_obs 0.0632 _refine_ls_goodness_of_fit_all 0.984 _refine_ls_goodness_of_fit_obs 1.033 _refine_ls_restrained_S_all 1.155 _refine_ls_restrained_S_obs 1.032 _refine_ls_shift/esd_max -0.021 _refine_ls_shift/esd_mean 0.001 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Co1 Co 0.59783(4) 0.15624(3) 0.98465(3) 0.02085(14) Uani 1 d . . O10 O 0.7975(2) 0.1086(2) 0.9920(2) 0.0334(4) Uani 1 d D . H10A H 0.8964(22) 0.1047(34) 1.0603(25) 0.075(11) Uiso 1 d D . H10B H 0.8243(36) 0.1446(29) 0.9222(22) 0.061(9) Uiso 1 d D . N1 N 0.7370(3) 0.3543(2) 1.1393(2) 0.0329(5) Uani 1 d . . C2 C 0.8963(3) 0.4022(3) 1.2098(3) 0.0462(8) Uani 1 d . . H2A H 0.9544(3) 0.3522(3) 1.1835(3) 0.055 Uiso 1 calc R . C3 C 0.9777(5) 0.5216(4) 1.3190(3) 0.0679(11) Uani 1 d . . H3A H 1.0887(5) 0.5528(4) 1.3644(3) 0.081 Uiso 1 calc R . C4 C 0.8938(6) 0.5930(4) 1.3595(4) 0.0829(14) Uani 1 d . . H4A H 0.9469(6) 0.6734(4) 1.4343(4) 0.100 Uiso 1 calc R . C5 C 0.7290(5) 0.5469(4) 1.2900(4) 0.0709(11) Uani 1 d . . H5A H 0.6704(5) 0.5954(4) 1.3175(4) 0.085 Uiso 1 calc R . C6 C 0.6518(4) 0.4259(3) 1.1773(3) 0.0385(7) Uani 1 d . . C7 C 0.4785(4) 0.3692(3) 1.0920(3) 0.0374(7) Uani 1 d . . C8 C 0.3721(5) 0.4349(3) 1.1068(4) 0.0594(10) Uani 1 d . . H8A H 0.4091(5) 0.5190(3) 1.1756(4) 0.071 Uiso 1 calc R . C9 C 0.2124(5) 0.3753(4) 1.0196(5) 0.0716(12) Uani 1 d . . H9A H 0.1405(5) 0.4185(4) 1.0287(5) 0.086 Uiso 1 calc R . C10 C 0.1600(4) 0.2516(4) 0.9191(4) 0.0640(10) Uani 1 d . . H10C H 0.0521(4) 0.2092(4) 0.8593(4) 0.077 Uiso 1 calc R . C11 C 0.2697(3) 0.1916(3) 0.9083(3) 0.0424(7) Uani 1 d . . H11A H 0.2338(3) 0.1082(3) 0.8391(3) 0.051 Uiso 1 calc R . N12 N 0.4248(2) 0.2467(2) 0.9919(2) 0.0302(5) Uani 1 d . . C13 C 0.5712(3) 0.1885(2) 0.5820(2) 0.0199(5) Uani 1 d . . C14 C 0.4124(3) 0.1797(2) 0.5204(2) 0.0222(5) Uani 1 d . . H14A H 0.3582(3) 0.1911(2) 0.5748(2) 0.027 Uiso 1 calc R . C15 C 0.3334(3) 0.1542(2) 0.3787(2) 0.0221(5) Uani 1 d . . C16 C 0.4132(3) 0.1348(2) 0.2963(2) 0.0219(6) Uani 1 d . . H16A H 0.3610(3) 0.1192(2) 0.2014(2) 0.026 Uiso 1 calc R . C17 C 0.5702(3) 0.1389(2) 0.3559(2) 0.0188(5) Uani 1 d . . C18 C 0.6491(3) 0.1675(2) 0.4981(2) 0.0202(5) Uani 1 d . . H18A H 0.7554(3) 0.1727(2) 0.5380(2) 0.024 Uiso 1 calc R . C19 C 0.6537(3) 0.2076(2) 0.7347(2) 0.0232(6) Uani 1 d . . O1 O 0.5690(2) 0.2090(2) 0.8012(2) 0.0270(4) Uani 1 d . . O2 O 0.7969(2) 0.2164(2) 0.7850(2) 0.0435(5) Uani 1 d . . C20 C 0.1618(3) 0.1402(3) 0.3108(3) 0.0296(6) Uani 1 d . . O3 O 0.0939(2) 0.1425(3) 0.3965(2) 0.0641(7) Uani 1 d D . H3O H -0.0181(16) 0.1373(39) 0.3586(35) 0.097(13) Uiso 1 d D . O4 O 0.0892(2) 0.1243(3) 0.1901(2) 0.0555(6) Uani 1 d . . C21 C 0.6556(3) 0.1069(2) 0.2682(2) 0.0221(6) Uani 1 d . . O5 O 0.5713(2) 0.0544(2) 0.13721(14) 0.0227(4) Uani 1 d . . O6 O 0.8013(2) 0.1332(2) 0.3261(2) 0.0404(5) Uani 1 d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0188(2) 0.0297(2) 0.0158(2) 0.00526(14) 0.00838(15) 0.00986(14) O10 0.0239(10) 0.0590(12) 0.0233(10) 0.0139(9) 0.0113(9) 0.0203(9) N1 0.0375(14) 0.0319(12) 0.0256(12) 0.0078(10) 0.0109(11) 0.0096(11) C2 0.039(2) 0.041(2) 0.037(2) 0.0034(14) 0.003(2) 0.0032(14) C3 0.064(2) 0.052(2) 0.047(2) -0.001(2) 0.005(2) -0.008(2) C4 0.101(3) 0.052(2) 0.053(2) -0.023(2) 0.028(2) -0.015(2) C5 0.104(3) 0.043(2) 0.067(2) -0.008(2) 0.055(2) 0.010(2) C6 0.060(2) 0.0282(15) 0.035(2) 0.0064(13) 0.030(2) 0.0139(14) C7 0.060(2) 0.035(2) 0.047(2) 0.0221(14) 0.042(2) 0.0278(14) C8 0.091(3) 0.049(2) 0.091(3) 0.034(2) 0.073(2) 0.045(2) C9 0.087(3) 0.085(3) 0.123(3) 0.068(3) 0.087(3) 0.071(3) C10 0.044(2) 0.084(3) 0.104(3) 0.056(2) 0.049(2) 0.041(2) C11 0.029(2) 0.056(2) 0.054(2) 0.027(2) 0.021(2) 0.0240(14) N12 0.0332(13) 0.0386(13) 0.0326(12) 0.0156(10) 0.0215(11) 0.0193(10) C13 0.0216(13) 0.0209(13) 0.0164(12) 0.0043(10) 0.0083(11) 0.0064(10) C14 0.0230(13) 0.0278(13) 0.0211(13) 0.0051(10) 0.0137(11) 0.0115(10) C15 0.0191(13) 0.0293(13) 0.0209(13) 0.0062(10) 0.0102(11) 0.0111(10) C16 0.0216(13) 0.0271(13) 0.0168(13) 0.0065(10) 0.0074(11) 0.0085(11) C17 0.0185(12) 0.0215(12) 0.0174(13) 0.0039(10) 0.0096(10) 0.0062(10) C18 0.0130(12) 0.0254(13) 0.0200(13) 0.0045(10) 0.0059(11) 0.0058(10) C19 0.0215(15) 0.0280(13) 0.0220(13) 0.0083(11) 0.0117(12) 0.0071(11) O1 0.0279(10) 0.0403(10) 0.0205(9) 0.0101(8) 0.0144(8) 0.0167(8) O2 0.0202(11) 0.090(2) 0.0216(10) 0.0205(10) 0.0089(9) 0.0172(10) C20 0.0214(14) 0.046(2) 0.024(2) 0.0067(12) 0.0111(13) 0.0158(12) O3 0.0261(12) 0.141(2) 0.0323(12) 0.0152(12) 0.0159(10) 0.0380(13) O4 0.0296(11) 0.118(2) 0.0268(12) 0.0227(12) 0.0106(10) 0.0373(12) C21 0.0178(14) 0.0313(14) 0.0190(14) 0.0072(11) 0.0092(12) 0.0089(11) O5 0.0217(9) 0.0322(9) 0.0139(9) 0.0048(7) 0.0086(8) 0.0080(7) O6 0.0170(10) 0.0801(15) 0.0234(10) 0.0073(9) 0.0091(8) 0.0187(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O10 2.062(2) . ? Co1 O1 2.074(2) . ? Co1 N12 2.106(2) . ? Co1 O5 2.1301(15) 1_556 ? Co1 N1 2.140(2) . ? Co1 O5 2.171(2) 2_656 ? N1 C2 1.339(4) . ? N1 C6 1.349(3) . ? C2 C3 1.370(4) . ? C3 C4 1.349(5) . ? C4 C5 1.382(6) . ? C5 C6 1.400(4) . ? C6 C7 1.468(4) . ? C7 N12 1.356(3) . ? C7 C8 1.392(4) . ? C8 C9 1.372(5) . ? C9 C10 1.369(5) . ? C10 C11 1.371(4) . ? C11 N12 1.328(3) . ? C13 C14 1.388(3) . ? C13 C18 1.395(3) . ? C13 C19 1.505(3) . ? C14 C15 1.387(3) . ? C15 C16 1.394(3) . ? C15 C20 1.487(3) . ? C16 C17 1.385(3) . ? C17 C18 1.388(3) . ? C17 C21 1.513(3) . ? C19 O2 1.246(3) . ? C19 O1 1.267(3) . ? C20 O4 1.196(3) . ? C20 O3 1.314(3) . ? C21 O6 1.234(3) . ? C21 O5 1.288(3) . ? O5 Co1 2.1301(15) 1_554 ? O5 Co1 2.1715(15) 2_656 ? 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 O10 Co1 O1 89.75(7) . . ? O10 Co1 N12 168.67(8) . . ? O1 Co1 N12 88.13(7) . . ? O10 Co1 O5 95.30(7) . 1_556 ? O1 Co1 O5 164.53(6) . 1_556 ? N12 Co1 O5 89.63(7) . 1_556 ? O10 Co1 N1 93.01(8) . . ? O1 Co1 N1 103.92(7) . . ? N12 Co1 N1 76.73(8) . . ? O5 Co1 N1 90.44(7) 1_556 . ? O10 Co1 O5 95.30(7) . 2_656 ? O1 Co1 O5 87.93(6) . 2_656 ? N12 Co1 O5 95.74(7) . 2_656 ? O5 Co1 O5 77.06(6) 1_556 2_656 ? N1 Co1 O5 165.57(7) . 2_656 ? C2 N1 C6 118.8(2) . . ? C2 N1 Co1 125.5(2) . . ? C6 N1 Co1 115.2(2) . . ? N1 C2 C3 123.0(3) . . ? C4 C3 C2 118.7(4) . . ? C3 C4 C5 120.1(3) . . ? C4 C5 C6 118.9(4) . . ? N1 C6 C5 120.3(3) . . ? N1 C6 C7 115.5(2) . . ? C5 C6 C7 124.2(3) . . ? N12 C7 C8 120.3(3) . . ? N12 C7 C6 115.6(2) . . ? C8 C7 C6 124.1(3) . . ? C9 C8 C7 119.8(3) . . ? C10 C9 C8 119.3(3) . . ? C9 C10 C11 118.7(3) . . ? N12 C11 C10 123.2(3) . . ? C11 N12 C7 118.8(2) . . ? C11 N12 Co1 125.0(2) . . ? C7 N12 Co1 116.2(2) . . ? C14 C13 C18 118.7(2) . . ? C14 C13 C19 120.7(2) . . ? C18 C13 C19 120.5(2) . . ? C15 C14 C13 120.8(2) . . ? C14 C15 C16 119.8(2) . . ? C14 C15 C20 121.4(2) . . ? C16 C15 C20 118.7(2) . . ? C17 C16 C15 120.0(2) . . ? C16 C17 C18 119.7(2) . . ? C16 C17 C21 121.1(2) . . ? C18 C17 C21 119.2(2) . . ? C17 C18 C13 121.0(2) . . ? O2 C19 O1 125.3(2) . . ? O2 C19 C13 118.1(2) . . ? O1 C19 C13 116.6(2) . . ? C19 O1 Co1 129.2(2) . . ? O4 C20 O3 122.2(2) . . ? O4 C20 C15 124.5(2) . . ? O3 C20 C15 113.3(2) . . ? O6 C21 O5 124.0(2) . . ? O6 C21 C17 118.2(2) . . ? O5 C21 C17 117.8(2) . . ? C21 O5 Co1 124.97(14) . 1_554 ? C21 O5 Co1 131.53(14) . 2_656 ? Co1 O5 Co1 102.94(6) 1_554 2_656 ? 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 O10 Co1 N1 C2 -4.6(2) . . . . ? O1 Co1 N1 C2 -95.1(2) . . . . ? N12 Co1 N1 C2 -179.7(2) . . . . ? O5 Co1 N1 C2 90.8(2) 1_556 . . . ? O5 Co1 N1 C2 120.5(3) 2_656 . . . ? O10 Co1 N1 C6 -176.4(2) . . . . ? O1 Co1 N1 C6 93.1(2) . . . . ? N12 Co1 N1 C6 8.4(2) . . . . ? O5 Co1 N1 C6 -81.1(2) 1_556 . . . ? O5 Co1 N1 C6 -51.3(4) 2_656 . . . ? C6 N1 C2 C3 -0.4(4) . . . . ? Co1 N1 C2 C3 -171.9(2) . . . . ? N1 C2 C3 C4 1.3(5) . . . . ? C2 C3 C4 C5 -1.0(6) . . . . ? C3 C4 C5 C6 -0.3(6) . . . . ? C2 N1 C6 C5 -0.9(4) . . . . ? Co1 N1 C6 C5 171.5(2) . . . . ? C2 N1 C6 C7 178.1(2) . . . . ? Co1 N1 C6 C7 -9.5(3) . . . . ? C4 C5 C6 N1 1.2(5) . . . . ? C4 C5 C6 C7 -177.7(3) . . . . ? N1 C6 C7 N12 4.4(3) . . . . ? C5 C6 C7 N12 -176.7(3) . . . . ? N1 C6 C7 C8 -174.0(3) . . . . ? C5 C6 C7 C8 4.9(5) . . . . ? N12 C7 C8 C9 0.0(4) . . . . ? C6 C7 C8 C9 178.4(3) . . . . ? C7 C8 C9 C10 0.0(5) . . . . ? C8 C9 C10 C11 -0.4(5) . . . . ? C9 C10 C11 N12 0.8(5) . . . . ? C10 C11 N12 C7 -0.8(4) . . . . ? C10 C11 N12 Co1 177.9(2) . . . . ? C8 C7 N12 C11 0.3(4) . . . . ? C6 C7 N12 C11 -178.1(2) . . . . ? C8 C7 N12 Co1 -178.5(2) . . . . ? C6 C7 N12 Co1 3.1(3) . . . . ? O10 Co1 N12 C11 149.8(3) . . . . ? O1 Co1 N12 C11 70.5(2) . . . . ? O5 Co1 N12 C11 -94.2(2) 1_556 . . . ? N1 Co1 N12 C11 175.2(2) . . . . ? O5 Co1 N12 C11 -17.3(2) 2_656 . . . ? O10 Co1 N12 C7 -31.5(5) . . . . ? O1 Co1 N12 C7 -110.8(2) . . . . ? O5 Co1 N12 C7 84.5(2) 1_556 . . . ? N1 Co1 N12 C7 -6.0(2) . . . . ? O5 Co1 N12 C7 161.5(2) 2_656 . . . ? C18 C13 C14 C15 -1.6(3) . . . . ? C19 C13 C14 C15 -176.4(2) . . . . ? C13 C14 C15 C16 1.0(4) . . . . ? C13 C14 C15 C20 178.1(2) . . . . ? C14 C15 C16 C17 1.0(3) . . . . ? C20 C15 C16 C17 -176.2(2) . . . . ? C15 C16 C17 C18 -2.3(3) . . . . ? C15 C16 C17 C21 175.1(2) . . . . ? C16 C17 C18 C13 1.7(3) . . . . ? C21 C17 C18 C13 -175.8(2) . . . . ? C14 C13 C18 C17 0.3(3) . . . . ? C19 C13 C18 C17 175.0(2) . . . . ? C14 C13 C19 O2 -179.2(2) . . . . ? C18 C13 C19 O2 6.1(3) . . . . ? C14 C13 C19 O1 2.9(3) . . . . ? C18 C13 C19 O1 -171.8(2) . . . . ? O2 C19 O1 Co1 -23.6(4) . . . . ? C13 C19 O1 Co1 154.1(2) . . . . ? O10 Co1 O1 C19 -0.6(2) . . . . ? N12 Co1 O1 C19 168.3(2) . . . . ? O5 Co1 O1 C19 -109.9(3) 1_556 . . . ? N1 Co1 O1 C19 92.5(2) . . . . ? O5 Co1 O1 C19 -95.9(2) 2_656 . . . ? C14 C15 C20 O4 176.6(3) . . . . ? C16 C15 C20 O4 -6.2(4) . . . . ? C14 C15 C20 O3 -5.4(4) . . . . ? C16 C15 C20 O3 171.8(2) . . . . ? C16 C17 C21 O6 169.0(2) . . . . ? C18 C17 C21 O6 -13.5(3) . . . . ? C16 C17 C21 O5 -10.6(3) . . . . ? C18 C17 C21 O5 166.9(2) . . . . ? O6 C21 O5 Co1 -63.2(3) . . . 1_554 ? C17 C21 O5 Co1 116.4(2) . . . 1_554 ? O6 C21 O5 Co1 106.7(2) . . . 2_656 ? C17 C21 O5 Co1 -73.7(3) . . . 2_656 ? _refine_diff_density_max 0.233 _refine_diff_density_min -0.286 _refine_diff_density_rms 0.049 #end data_9 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C19 H14 N2 O7 Zn' _chemical_formula_structural 'C19 H14 N2 O7 Zn' _chemical_formula_analytical 'C19 H14 N2 O7 Zn' _chemical_formula_sum 'C19 H14 N2 O7 Zn' _chemical_formula_weight 447.69 _chemical_melting_point - _chemical_compound_source - 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.46160(10) _cell_length_b 9.4818(2) _cell_length_c 11.4619(3) _cell_angle_alpha 111.95 _cell_angle_beta 93.0910(10) _cell_angle_gamma 101.8780(10) _cell_volume 923.58(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 47 _cell_measurement_theta_min 23 _cell_measurement_theta_max 337 _exptl_crystal_description cube _exptl_crystal_colour colourless _exptl_crystal_size_max .1 _exptl_crystal_size_mid .1 _exptl_crystal_size_min .1 _exptl_crystal_density_meas - _exptl_crystal_density_diffrn 1.610 _exptl_crystal_density_method - _exptl_crystal_F_000 456 _exptl_absorpt_coefficient_mu 1.376 _exptl_absorpt_correction_type sadabs _exptl_absorpt_correction_T_min 0.597367 _exptl_absorpt_correction_T_max 1.0000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device SMART _diffrn_measurement_method CCD _diffrn_standards_number - _diffrn_standards_interval_count - _diffrn_standards_interval_time - _diffrn_standards_decay_% - _diffrn_reflns_number 4015 _diffrn_reflns_av_R_equivalents 0.0399 _diffrn_reflns_av_sigmaI/netI 0.0422 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.94 _diffrn_reflns_theta_max 23.29 _reflns_number_total 2627 _reflns_number_observed 2268 _reflns_observed_criterion >2sigma(I) _computing_data_collection SMART _computing_cell_refinement SMART/SAINT _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement on F^2^ for ALL reflections except for 50 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R- factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0693P)^2^+0.4332P] 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 riding _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0056(20) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2577 _refine_ls_number_parameters 275 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0407 _refine_ls_R_factor_obs 0.0295 _refine_ls_wR_factor_all 0.1069 _refine_ls_wR_factor_obs 0.0767 _refine_ls_goodness_of_fit_all 0.841 _refine_ls_goodness_of_fit_obs 0.832 _refine_ls_restrained_S_all 1.087 _refine_ls_restrained_S_obs 0.831 _refine_ls_shift/esd_max -0.036 _refine_ls_shift/esd_mean 0.003 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Zn1 Zn 0.44852(3) 0.27265(3) 1.30602(3) 0.0261(2) Uani 1 d . . N1 N 0.3314(3) 0.2128(3) 1.1199(2) 0.0377(6) Uani 1 d . . C2 C 0.2827(5) 0.3133(5) 1.0823(4) 0.0614(10) Uani 1 d . . H2A H 0.3087(5) 0.4193(5) 1.1354(4) 0.074 Uiso 1 calc R . C3 C 0.1974(7) 0.2680(8) 0.9705(5) 0.104(2) Uani 1 d . . H3A H 0.1684(7) 0.3414(8) 0.9452(5) 0.124 Uiso 1 calc R . C4 C 0.1545(8) 0.1127(9) 0.8956(6) 0.140(3) Uani 1 d . . H4A H 0.0919(8) 0.0778(9) 0.8198(6) 0.168 Uiso 1 calc R . C5 C 0.2039(7) 0.0080(7) 0.9323(5) 0.108(2) Uani 1 d . . H5A H 0.1769(7) -0.0983(7) 0.8803(5) 0.130 Uiso 1 calc R . C6 C 0.2939(4) 0.0598(4) 1.0465(3) 0.0463(8) Uani 1 d . . C7 C 0.3536(4) -0.0413(4) 1.0949(3) 0.0412(8) Uani 1 d . . C8 C 0.3439(5) -0.1980(4) 1.0232(4) 0.0682(12) Uani 1 d . . H8A H 0.2931(5) -0.2459(4) 0.9410(4) 0.082 Uiso 1 calc R . C9 C 0.4097(6) -0.2822(5) 1.0742(4) 0.0808(15) Uani 1 d . . H9A H 0.4066(6) -0.3866(5) 1.0257(4) 0.097 Uiso 1 calc R . C10 C 0.4790(6) -0.2134(5) 1.1949(5) 0.0748(13) Uani 1 d . . H10A H 0.5220(6) -0.2702(5) 1.2309(5) 0.090 Uiso 1 calc R . C11 C 0.4849(4) -0.0561(4) 1.2644(4) 0.0511(9) Uani 1 d . . H11A H 0.5332(4) -0.0081(4) 1.3474(4) 0.061 Uiso 1 calc R . N12 N 0.4233(3) 0.0274(3) 1.2153(2) 0.0342(6) Uani 1 d . . O10 O 0.4708(2) 0.2514(2) 1.4827(2) 0.0332(5) Uani 1 d D . H10B H 0.5077(44) 0.3490(29) 1.5576(26) 0.083(14) Uiso 1 d D . H10C H 0.3928(33) 0.1814(39) 1.5016(40) 0.083(14) Uiso 1 d D . C13 C 0.8705(3) 0.5372(3) 1.3286(2) 0.0245(6) Uani 1 d . . C14 C 0.9312(3) 0.6929(3) 1.3504(3) 0.0269(6) Uani 1 d . . H14A H 0.8713(3) 0.7558(3) 1.3415(3) 0.032 Uiso 1 calc R . C15 C 1.0807(3) 0.7550(3) 1.3855(3) 0.0268(6) Uani 1 d . . C16 C 1.1713(3) 0.6594(3) 1.3938(3) 0.0276(6) Uani 1 d . . H16A H 1.2714(3) 0.7009(3) 1.4174(3) 0.033 Uiso 1 calc R . C17 C 1.1119(3) 0.5020(3) 1.3667(3) 0.0239(6) Uani 1 d . . C18 C 0.9615(3) 0.4439(3) 1.3372(2) 0.0248(6) Uani 1 d . . H18A H 0.9212(3) 0.3398(3) 1.3229(2) 0.030 Uiso 1 calc R . C19 C 0.7068(3) 0.4759(3) 1.3008(3) 0.0272(6) Uani 1 d . . O1 O 0.6584(2) 0.3428(2) 1.3052(2) 0.0346(5) Uani 1 d . . O2 O 0.6297(2) 0.5540(3) 1.2767(3) 0.0518(6) Uani 1 d . . C20 C 1.1478(3) 0.9236(3) 1.4148(3) 0.0300(7) Uani 1 d . . O3 O 1.0640(2) 0.9883(3) 1.3652(2) 0.0478(6) Uani 1 d D . H3O H 1.1108(44) 1.0924(22) 1.3689(43) 0.095(15) Uiso 1 d D . O4 O 1.2657(2) 0.9940(3) 1.4770(2) 0.0470(6) Uani 1 d . . C21 C 1.2080(3) 0.3933(3) 1.3654(3) 0.0265(6) Uani 1 d . . O5 O 1.3446(2) 0.4458(2) 1.3747(2) 0.0336(5) Uani 1 d . . O6 O 1.1500(2) 0.2553(2) 1.3474(2) 0.0423(6) Uani 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 Zn1 0.0187(2) 0.0192(2) 0.0392(2) 0.0104(2) 0.00086(14) 0.00540(13) N1 0.0389(15) 0.041(2) 0.0404(15) 0.0207(13) 0.0039(12) 0.0161(12) C2 0.076(3) 0.070(3) 0.058(2) 0.038(2) 0.007(2) 0.035(2) C3 0.127(5) 0.121(5) 0.091(4) 0.067(4) -0.019(3) 0.051(4) C4 0.160(7) 0.134(6) 0.108(5) 0.061(5) -0.086(5) 0.001(5) C5 0.152(5) 0.071(3) 0.068(3) 0.019(3) -0.053(3) -0.009(3) C6 0.053(2) 0.042(2) 0.037(2) 0.014(2) -0.005(2) 0.003(2) C7 0.051(2) 0.027(2) 0.039(2) 0.0092(14) 0.006(2) 0.0009(14) C8 0.119(4) 0.029(2) 0.045(2) 0.006(2) 0.014(2) 0.008(2) C9 0.144(5) 0.025(2) 0.072(3) 0.011(2) 0.043(3) 0.026(2) C10 0.122(4) 0.048(3) 0.079(3) 0.034(2) 0.032(3) 0.050(3) C11 0.075(3) 0.037(2) 0.054(2) 0.022(2) 0.011(2) 0.031(2) N12 0.0394(14) 0.0223(13) 0.0395(14) 0.0107(11) 0.0024(12) 0.0079(11) O10 0.0285(11) 0.0273(11) 0.0397(12) 0.0113(10) -0.0026(9) 0.0037(9) C13 0.0204(14) 0.0220(15) 0.0296(14) 0.0085(12) 0.0032(11) 0.0051(12) C14 0.0217(14) 0.025(2) 0.036(2) 0.0139(12) -0.0004(12) 0.0069(12) C15 0.0234(15) 0.0226(15) 0.036(2) 0.0141(13) 0.0038(12) 0.0043(12) C16 0.0171(13) 0.027(2) 0.040(2) 0.0146(13) 0.0037(12) 0.0046(12) C17 0.0209(14) 0.0236(15) 0.0315(14) 0.0140(12) 0.0065(11) 0.0075(11) C18 0.0230(14) 0.0183(14) 0.033(2) 0.0106(12) 0.0042(12) 0.0037(11) C19 0.0199(14) 0.025(2) 0.033(2) 0.0064(12) 0.0019(12) 0.0058(12) O1 0.0218(10) 0.0276(12) 0.0550(13) 0.0185(10) 0.0048(9) 0.0037(8) O2 0.0246(11) 0.0393(13) 0.099(2) 0.0358(14) -0.0038(12) 0.0108(10) C20 0.025(2) 0.025(2) 0.044(2) 0.0184(13) 0.0039(14) 0.0068(13) O3 0.0420(13) 0.0270(12) 0.075(2) 0.0302(12) -0.0163(12) -0.0023(10) O4 0.0303(12) 0.0309(12) 0.078(2) 0.0278(12) -0.0118(12) -0.0045(10) C21 0.026(2) 0.026(2) 0.0313(15) 0.0123(12) 0.0032(12) 0.0108(13) O5 0.0207(11) 0.0233(11) 0.0519(13) 0.0087(9) 0.0002(9) 0.0076(8) O6 0.0370(12) 0.0250(12) 0.074(2) 0.0282(11) 0.0088(11) 0.0101(10) _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 Zn1 O1 1.962(2) . ? Zn1 O5 2.016(2) 1_455 ? Zn1 O10 2.112(2) . ? Zn1 N12 2.118(2) . ? Zn1 N1 2.164(3) . ? N1 C6 1.335(4) . ? N1 C2 1.332(4) . ? C2 C3 1.346(7) . ? C3 C4 1.357(9) . ? C4 C5 1.364(8) . ? C5 C6 1.382(6) . ? C6 C7 1.460(5) . ? C7 N12 1.348(4) . ? C7 C8 1.384(5) . ? C8 C9 1.372(7) . ? C9 C10 1.349(7) . ? C10 C11 1.391(5) . ? C11 N12 1.331(4) . ? C13 C18 1.379(4) . ? C13 C14 1.390(4) . ? C13 C19 1.509(4) . ? C14 C15 1.389(4) . ? C15 C16 1.394(4) . ? C15 C20 1.493(4) . ? C16 C17 1.389(4) . ? C17 C18 1.389(4) . ? C17 C21 1.506(4) . ? C19 O2 1.228(4) . ? C19 O1 1.272(3) . ? C20 O4 1.204(4) . ? C20 O3 1.319(4) . ? C21 O6 1.243(3) . ? C21 O5 1.269(3) . ? O5 Zn1 2.016(2) 1_655 ? 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 Zn1 O5 115.11(8) . 1_455 ? O1 Zn1 O10 95.54(8) . . ? O5 Zn1 O10 91.92(8) 1_455 . ? O1 Zn1 N12 99.23(9) . . ? O5 Zn1 N12 145.43(9) 1_455 . ? O10 Zn1 N12 88.43(9) . . ? O1 Zn1 N1 109.54(9) . . ? O5 Zn1 N1 88.03(9) 1_455 . ? O10 Zn1 N1 152.28(9) . . ? N12 Zn1 N1 76.36(10) . . ? C6 N1 C2 119.9(3) . . ? C6 N1 Zn1 114.8(2) . . ? C2 N1 Zn1 124.8(3) . . ? C3 C2 N1 122.7(5) . . ? C2 C3 C4 118.5(5) . . ? C3 C4 C5 119.6(5) . . ? C4 C5 C6 120.1(5) . . ? N1 C6 C5 119.1(4) . . ? N1 C6 C7 116.1(3) . . ? C5 C6 C7 124.7(4) . . ? N12 C7 C8 120.5(3) . . ? N12 C7 C6 116.1(3) . . ? C8 C7 C6 123.4(3) . . ? C7 C8 C9 119.5(4) . . ? C10 C9 C8 119.9(4) . . ? C9 C10 C11 118.9(4) . . ? N12 C11 C10 121.7(4) . . ? C7 N12 C11 119.5(3) . . ? C7 N12 Zn1 116.0(2) . . ? C11 N12 Zn1 124.0(2) . . ? C18 C13 C14 119.0(2) . . ? C18 C13 C19 121.6(2) . . ? C14 C13 C19 119.3(2) . . ? C15 C14 C13 120.3(2) . . ? C14 C15 C16 120.0(3) . . ? C14 C15 C20 121.4(2) . . ? C16 C15 C20 118.7(2) . . ? C17 C16 C15 119.9(3) . . ? C18 C17 C16 119.1(2) . . ? C18 C17 C21 119.8(2) . . ? C16 C17 C21 121.1(2) . . ? C13 C18 C17 121.5(2) . . ? O2 C19 O1 124.5(3) . . ? O2 C19 C13 120.1(3) . . ? O1 C19 C13 115.5(2) . . ? C19 O1 Zn1 118.5(2) . . ? O4 C20 O3 123.2(3) . . ? O4 C20 C15 124.1(3) . . ? O3 C20 C15 112.8(2) . . ? O6 C21 O5 123.6(2) . . ? O6 C21 C17 118.8(2) . . ? O5 C21 C17 117.5(2) . . ? C21 O5 Zn1 112.2(2) . 1_655 ? 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 Zn1 N1 C6 99.2(2) . . . . ? O5 Zn1 N1 C6 -144.8(2) 1_455 . . . ? O10 Zn1 N1 C6 -54.4(3) . . . . ? N12 Zn1 N1 C6 4.1(2) . . . . ? O1 Zn1 N1 C2 -88.5(3) . . . . ? O5 Zn1 N1 C2 27.5(3) 1_455 . . . ? O10 Zn1 N1 C2 117.9(3) . . . . ? N12 Zn1 N1 C2 176.4(3) . . . . ? C6 N1 C2 C3 -1.0(6) . . . . ? Zn1 N1 C2 C3 -172.9(4) . . . . ? N1 C2 C3 C4 2.7(9) . . . . ? C2 C3 C4 C5 -3.0(12) . . . . ? C3 C4 C5 C6 1.6(12) . . . . ? C2 N1 C6 C5 -0.4(6) . . . . ? Zn1 N1 C6 C5 172.3(4) . . . . ? C2 N1 C6 C7 179.4(3) . . . . ? Zn1 N1 C6 C7 -7.9(4) . . . . ? C4 C5 C6 N1 0.1(9) . . . . ? C4 C5 C6 C7 -179.7(6) . . . . ? N1 C6 C7 N12 8.6(5) . . . . ? C5 C6 C7 N12 -171.5(4) . . . . ? N1 C6 C7 C8 -170.0(3) . . . . ? C5 C6 C7 C8 9.8(7) . . . . ? N12 C7 C8 C9 -2.0(6) . . . . ? C6 C7 C8 C9 176.6(4) . . . . ? C7 C8 C9 C10 2.2(7) . . . . ? C8 C9 C10 C11 -1.5(7) . . . . ? C9 C10 C11 N12 0.5(7) . . . . ? C8 C7 N12 C11 1.0(5) . . . . ? C6 C7 N12 C11 -177.7(3) . . . . ? C8 C7 N12 Zn1 173.8(3) . . . . ? C6 C7 N12 Zn1 -4.9(4) . . . . ? C10 C11 N12 C7 -0.2(5) . . . . ? C10 C11 N12 Zn1 -172.4(3) . . . . ? O1 Zn1 N12 C7 -107.4(2) . . . . ? O5 Zn1 N12 C7 66.2(3) 1_455 . . . ? O10 Zn1 N12 C7 157.3(2) . . . . ? N1 Zn1 N12 C7 0.7(2) . . . . ? O1 Zn1 N12 C11 65.0(3) . . . . ? O5 Zn1 N12 C11 -121.4(3) 1_455 . . . ? O10 Zn1 N12 C11 -30.3(3) . . . . ? N1 Zn1 N12 C11 173.0(3) . . . . ? C18 C13 C14 C15 -2.6(4) . . . . ? C19 C13 C14 C15 175.2(2) . . . . ? C13 C14 C15 C16 2.7(4) . . . . ? C13 C14 C15 C20 -177.4(3) . . . . ? C14 C15 C16 C17 0.1(4) . . . . ? C20 C15 C16 C17 -179.8(2) . . . . ? C15 C16 C17 C18 -2.9(4) . . . . ? C15 C16 C17 C21 175.5(2) . . . . ? C14 C13 C18 C17 -0.2(4) . . . . ? C19 C13 C18 C17 -178.0(2) . . . . ? C16 C17 C18 C13 2.9(4) . . . . ? C21 C17 C18 C13 -175.4(2) . . . . ? C18 C13 C19 O2 -170.1(3) . . . . ? C14 C13 C19 O2 12.1(4) . . . . ? C18 C13 C19 O1 10.3(4) . . . . ? C14 C13 C19 O1 -167.5(2) . . . . ? O2 C19 O1 Zn1 -12.2(4) . . . . ? C13 C19 O1 Zn1 167.4(2) . . . . ? O5 Zn1 O1 C19 -25.4(2) 1_455 . . . ? O10 Zn1 O1 C19 -120.2(2) . . . . ? N12 Zn1 O1 C19 150.5(2) . . . . ? N1 Zn1 O1 C19 71.8(2) . . . . ? C14 C15 C20 O4 159.1(3) . . . . ? C16 C15 C20 O4 -21.1(4) . . . . ? C14 C15 C20 O3 -20.8(4) . . . . ? C16 C15 C20 O3 159.0(3) . . . . ? C18 C17 C21 O6 -5.5(4) . . . . ? C16 C17 C21 O6 176.2(3) . . . . ? C18 C17 C21 O5 170.0(2) . . . . ? C16 C17 C21 O5 -8.3(4) . . . . ? O6 C21 O5 Zn1 17.2(3) . . . 1_655 ? C17 C21 O5 Zn1 -158.1(2) . . . 1_655 ? _refine_diff_density_max 0.347 _refine_diff_density_min -0.254 _refine_diff_density_rms 0.058 #end data_10 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C19 H25 Co1.50 N2 O11' _chemical_formula_structural 'C19 H25 Co1.50 N2 O11' _chemical_formula_analytical 'C19 H25 Co1.50 N2 O11' _chemical_formula_sum 'C19 H25 Co1.50 N2 O11' _chemical_formula_weight 545.80 _chemical_melting_point - _chemical_compound_source - loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Co' 'Co' 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.0443(7) _cell_length_b 10.3414(7) _cell_length_c 12.1092(9) _cell_angle_alpha 74.719(2) _cell_angle_beta 74.947(2) _cell_angle_gamma 79.909(2) _cell_volume 1163.98(14) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 54 _cell_measurement_theta_min 23 _cell_measurement_theta_max 337 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max .1 _exptl_crystal_size_mid .1 _exptl_crystal_size_min .14 _exptl_crystal_density_meas - _exptl_crystal_density_diffrn 1.557 _exptl_crystal_density_method - _exptl_crystal_F_000 563 _exptl_absorpt_coefficient_mu 1.142 _exptl_absorpt_correction_type sadabs _exptl_absorpt_correction_T_min 0.395966 _exptl_absorpt_correction_T_max 1.000000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device SMART _diffrn_measurement_method CCD _diffrn_standards_number - _diffrn_standards_interval_count - _diffrn_standards_interval_time - _diffrn_standards_decay_% - _diffrn_reflns_number 7104 _diffrn_reflns_av_R_equivalents 0.0950 _diffrn_reflns_av_sigmaI/netI 0.2986 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 28.80 _reflns_number_total 5190 _reflns_number_observed 1802 _reflns_observed_criterion >2sigma(I) _computing_data_collection SMART _computing_cell_refinement SMART/SAINT _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement on F^2^ for ALL reflections except for 50 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R- factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0218P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0002(7) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 5140 _refine_ls_number_parameters 316 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.1405 _refine_ls_R_factor_obs 0.0482 _refine_ls_wR_factor_all 0.1437 _refine_ls_wR_factor_obs 0.0938 _refine_ls_goodness_of_fit_all 0.571 _refine_ls_goodness_of_fit_obs 0.879 _refine_ls_restrained_S_all 0.773 _refine_ls_restrained_S_obs 0.878 _refine_ls_shift/esd_max 0.477 _refine_ls_shift/esd_mean 0.018 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Co1 Co 0.88753(6) -0.26732(6) 0.22017(5) 0.0354(2) Uani 1 d . . O10 O 0.9558(3) -0.3022(3) 0.0505(2) 0.0432(8) Uani 1 d . . N1 N 0.8946(3) -0.4721(4) 0.3073(3) 0.0414(9) Uani 1 d . . C2 C 0.9382(5) -0.5751(5) 0.2561(5) 0.063(2) Uani 1 d . . H2A H 0.9667(5) -0.5567(5) 0.1746(5) 0.075 Uiso 1 calc R . C3 C 0.9435(7) -0.7067(6) 0.3167(6) 0.104(2) Uani 1 d . . H3A H 0.9748(7) -0.7763(6) 0.2775(6) 0.125 Uiso 1 calc R . C4 C 0.9015(8) -0.7340(7) 0.4371(6) 0.118(3) Uani 1 d . . H4A H 0.9053(8) -0.8227(7) 0.4807(6) 0.141 Uiso 1 calc R . C5 C 0.8540(7) -0.6297(7) 0.4922(5) 0.089(2) Uani 1 d . . H5A H 0.8232(7) -0.6468(7) 0.5735(5) 0.106 Uiso 1 calc R . C6 C 0.8524(5) -0.4990(5) 0.4258(4) 0.0521(13) Uani 1 d . . C7 C 0.8060(5) -0.3814(5) 0.4757(4) 0.0540(14) Uani 1 d . . C8 C 0.7517(7) -0.3904(7) 0.5945(5) 0.097(2) Uani 1 d . . H8A H 0.7483(7) -0.4740(7) 0.6474(5) 0.116 Uiso 1 calc R . C9 C 0.7033(9) -0.2741(9) 0.6323(5) 0.136(3) Uani 1 d . . H9A H 0.6598(9) -0.2782(9) 0.7108(5) 0.163 Uiso 1 calc R . C10 C 0.7186(8) -0.1493(8) 0.5540(6) 0.125(3) Uani 1 d . . H10A H 0.6933(8) -0.0696(8) 0.5801(6) 0.150 Uiso 1 calc R . C11 C 0.7731(6) -0.1473(6) 0.4353(5) 0.071(2) Uani 1 d . . H11A H 0.7793(6) -0.0652(6) 0.3807(5) 0.085 Uiso 1 calc R . N12 N 0.8161(4) -0.2611(4) 0.3996(3) 0.0467(10) Uani 1 d . . C13 C 0.4906(4) -0.1106(4) 0.1747(3) 0.0307(10) Uani 1 d . . C14 C 0.4789(4) 0.0286(4) 0.1374(3) 0.0318(10) Uani 1 d . . H14A H 0.5560(4) 0.0735(4) 0.1245(3) 0.038 Uiso 1 calc R . C15 C 0.3543(4) 0.1020(4) 0.1190(3) 0.0283(10) Uani 1 d . . C16 C 0.2401(4) 0.0345(4) 0.1388(3) 0.0286(10) Uani 1 d . . H16A H 0.1556(4) 0.0828(4) 0.1275(3) 0.034 Uiso 1 calc R . C17 C 0.2512(4) -0.1048(4) 0.1753(3) 0.0286(10) Uani 1 d . . C18 C 0.3757(4) -0.1780(4) 0.1939(3) 0.0323(10) Uani 1 d . . H18A H 0.3825(4) -0.2715(4) 0.2190(3) 0.039 Uiso 1 calc R . C19 C 0.6283(5) -0.1875(6) 0.1938(4) 0.0447(12) Uani 1 d . . O1 O 0.7264(3) -0.1219(3) 0.1809(2) 0.0564(9) Uani 1 d . . O2 O 0.6427(3) -0.3121(4) 0.2198(3) 0.0641(10) Uani 1 d . . C20 C 0.3450(5) 0.2543(4) 0.0776(3) 0.0345(11) Uani 1 d . . O3 O 0.4588(3) 0.3029(3) 0.0601(2) 0.0457(8) Uani 1 d . . O4 O 0.2314(3) 0.3210(3) 0.0647(2) 0.0423(8) Uani 1 d . . C21 C 0.1249(5) -0.1772(4) 0.1966(3) 0.0314(10) Uani 1 d . . O5 O 0.0091(3) -0.1091(3) 0.1925(3) 0.0482(8) Uani 1 d . . O6 O 0.1389(3) -0.3038(3) 0.2165(2) 0.0433(8) Uani 1 d . . Co2 Co 0.5000 0.5000 0.0000 0.0361(3) Uani 1 d S . O20 O 0.4676(4) 0.5049(4) -0.1694(3) 0.0559(9) Uani 1 d D . H20A H 0.4304(74) 0.4259(48) -0.1748(63) 0.200(36) Uiso 1 d D . H20B H 0.3947(38) 0.5718(43) -0.1977(41) 0.096(21) Uiso 1 d D . O30 O 0.2885(3) 0.5689(3) 0.0430(2) 0.0466(8) Uani 1 d . . O40 O 1.1570(4) -0.1485(4) -0.1054(3) 0.1047(15) Uani 1 d . . O50 O 0.3698(10) 0.7539(10) -0.2884(8) 0.141(4) Uiso 0.50 d P . O60 O 0.4789(24) -0.4212(23) 0.4773(19) 0.167(9) Uiso 0.25 d P . O70 O 0.4450(36) -0.2877(39) 0.4741(27) 0.261(15) Uiso 0.25 d P . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0301(4) 0.0347(4) 0.0404(4) 0.0004(3) -0.0090(3) -0.0134(3) O10 0.041(2) 0.053(2) 0.037(2) -0.0058(13) -0.0102(14) -0.013(2) N1 0.031(2) 0.038(2) 0.050(2) 0.004(2) -0.010(2) -0.009(2) C2 0.063(4) 0.046(4) 0.068(3) -0.012(3) 0.004(3) -0.005(3) C3 0.135(6) 0.040(4) 0.106(5) -0.001(3) 0.002(5) 0.001(4) C4 0.186(8) 0.050(5) 0.095(5) 0.013(4) -0.015(5) -0.026(5) C5 0.121(6) 0.070(5) 0.061(4) 0.022(3) -0.021(4) -0.033(4) C6 0.048(3) 0.059(4) 0.044(3) 0.006(3) -0.009(3) -0.023(3) C7 0.060(4) 0.064(4) 0.034(3) 0.003(3) -0.009(3) -0.021(3) C8 0.165(7) 0.081(5) 0.043(4) -0.004(3) -0.015(4) -0.041(5) C9 0.234(10) 0.128(7) 0.044(4) -0.013(4) 0.000(5) -0.076(7) C10 0.192(8) 0.121(7) 0.071(5) -0.048(4) 0.006(5) -0.053(6) C11 0.090(5) 0.072(4) 0.055(4) -0.018(3) -0.011(3) -0.022(3) N12 0.054(3) 0.050(3) 0.041(2) -0.011(2) -0.011(2) -0.016(2) C13 0.018(3) 0.039(3) 0.037(2) -0.006(2) -0.009(2) -0.007(2) C14 0.031(3) 0.033(3) 0.036(2) -0.006(2) -0.009(2) -0.017(2) C15 0.024(3) 0.027(2) 0.033(2) -0.001(2) -0.004(2) -0.012(2) C16 0.018(2) 0.032(3) 0.036(2) -0.007(2) -0.006(2) -0.006(2) C17 0.023(3) 0.029(3) 0.034(2) -0.004(2) -0.006(2) -0.009(2) C18 0.028(3) 0.029(3) 0.040(2) -0.005(2) -0.011(2) -0.006(2) C19 0.032(3) 0.063(4) 0.046(3) -0.019(3) -0.013(2) -0.006(3) O1 0.031(2) 0.073(3) 0.065(2) -0.004(2) -0.016(2) -0.017(2) O2 0.056(2) 0.048(2) 0.109(3) -0.025(2) -0.054(2) 0.006(2) C20 0.037(3) 0.033(3) 0.036(2) -0.006(2) -0.006(2) -0.017(2) O3 0.038(2) 0.036(2) 0.066(2) -0.0076(14) -0.013(2) -0.018(2) O4 0.033(2) 0.035(2) 0.063(2) -0.0076(14) -0.019(2) -0.009(2) C21 0.031(3) 0.033(3) 0.031(2) -0.005(2) -0.006(2) -0.011(2) O5 0.024(2) 0.040(2) 0.080(2) -0.004(2) -0.016(2) -0.010(2) O6 0.043(2) 0.037(2) 0.050(2) -0.0078(14) -0.0048(15) -0.015(2) Co2 0.0313(6) 0.0310(5) 0.0479(5) -0.0073(4) -0.0072(4) -0.0139(4) O20 0.066(3) 0.050(2) 0.056(2) -0.006(2) -0.021(2) -0.016(2) O30 0.037(2) 0.038(2) 0.071(2) -0.0177(15) -0.013(2) -0.0095(15) O40 0.110(3) 0.116(4) 0.081(3) 0.005(2) 0.001(2) -0.070(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 Co1 O1 2.068(3) . ? Co1 O10 2.096(3) . ? Co1 N1 2.101(3) . ? Co1 N12 2.119(3) . ? Co1 O5 2.116(3) 1_655 ? N1 C2 1.324(5) . ? N1 C6 1.353(5) . ? C2 C3 1.365(7) . ? C3 C4 1.373(8) . ? C4 C5 1.367(8) . ? C5 C6 1.379(7) . ? C6 C7 1.450(7) . ? C7 N12 1.341(5) . ? C7 C8 1.384(6) . ? C8 C9 1.366(9) . ? C9 C10 1.391(9) . ? C10 C11 1.395(7) . ? C11 N12 1.323(6) . ? C13 C14 1.384(5) . ? C13 C18 1.389(5) . ? C13 C19 1.511(6) . ? C14 C15 1.384(5) . ? C15 C16 1.382(5) . ? C15 C20 1.516(5) . ? C16 C17 1.384(5) . ? C17 C18 1.383(5) . ? C17 C21 1.516(5) . ? C19 O2 1.235(5) . ? C19 O1 1.247(5) . ? C20 O4 1.250(5) . ? C20 O3 1.274(5) . ? O3 Co2 2.052(3) . ? C21 O6 1.256(4) . ? C21 O5 1.255(5) . ? O5 Co1 2.116(3) 1_455 ? Co2 O3 2.052(3) 2_665 ? Co2 O30 2.093(3) . ? Co2 O30 2.093(3) 2_665 ? Co2 O20 2.146(3) . ? Co2 O20 2.146(3) 2_665 ? O60 O70 1.36(4) . ? O60 O60 1.60(4) 2_646 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Co1 O10 95.04(11) . . ? O1 Co1 N1 132.79(13) . . ? O10 Co1 N1 95.45(13) . . ? O1 Co1 N12 89.42(14) . . ? O10 Co1 N12 172.05(13) . . ? N1 Co1 N12 76.7(2) . . ? O1 Co1 O5 88.01(13) . 1_655 ? O10 Co1 O5 96.61(11) . 1_655 ? N1 Co1 O5 135.92(13) . 1_655 ? N12 Co1 O5 90.11(13) . 1_655 ? C2 N1 C6 118.3(4) . . ? C2 N1 Co1 125.5(3) . . ? C6 N1 Co1 116.3(3) . . ? N1 C2 C3 123.4(5) . . ? C2 C3 C4 118.4(6) . . ? C5 C4 C3 119.5(6) . . ? C4 C5 C6 119.2(6) . . ? N1 C6 C5 121.3(5) . . ? N1 C6 C7 115.2(4) . . ? C5 C6 C7 123.5(5) . . ? N12 C7 C8 120.9(5) . . ? N12 C7 C6 116.2(4) . . ? C8 C7 C6 122.8(5) . . ? C9 C8 C7 118.6(6) . . ? C8 C9 C10 120.3(6) . . ? C9 C10 C11 118.0(6) . . ? N12 C11 C10 120.7(5) . . ? C11 N12 C7 121.2(4) . . ? C11 N12 Co1 123.0(3) . . ? C7 N12 Co1 115.5(3) . . ? C14 C13 C18 119.6(4) . . ? C14 C13 C19 119.7(4) . . ? C18 C13 C19 120.7(4) . . ? C15 C14 C13 121.1(4) . . ? C14 C15 C16 119.1(4) . . ? C14 C15 C20 119.8(4) . . ? C16 C15 C20 121.1(4) . . ? C15 C16 C17 120.2(4) . . ? C16 C17 C18 120.6(4) . . ? C16 C17 C21 119.5(4) . . ? C18 C17 C21 119.9(4) . . ? C17 C18 C13 119.4(4) . . ? O2 C19 O1 121.4(5) . . ? O2 C19 C13 120.4(4) . . ? O1 C19 C13 118.2(5) . . ? C19 O1 Co1 104.3(3) . . ? O4 C20 O3 125.8(4) . . ? O4 C20 C15 119.8(4) . . ? O3 C20 C15 114.5(4) . . ? C20 O3 Co2 129.0(3) . . ? O6 C21 O5 121.6(4) . . ? O6 C21 C17 119.2(4) . . ? O5 C21 C17 119.2(4) . . ? C21 O5 Co1 99.4(3) . 1_455 ? O3 Co2 O3 180.0 2_665 . ? O3 Co2 O30 88.82(11) 2_665 . ? O3 Co2 O30 91.18(11) . . ? O3 Co2 O30 91.18(11) 2_665 2_665 ? O3 Co2 O30 88.81(11) . 2_665 ? O30 Co2 O30 180.0 . 2_665 ? O3 Co2 O20 88.99(13) 2_665 . ? O3 Co2 O20 91.01(13) . . ? O30 Co2 O20 86.06(12) . . ? O30 Co2 O20 93.94(12) 2_665 . ? O3 Co2 O20 91.01(13) 2_665 2_665 ? O3 Co2 O20 88.99(13) . 2_665 ? O30 Co2 O20 93.95(12) . 2_665 ? O30 Co2 O20 86.06(12) 2_665 2_665 ? O20 Co2 O20 179.999(1) . 2_665 ? O70 O60 O60 161.6(33) . 2_646 ? _refine_diff_density_max 0.466 _refine_diff_density_min -0.508 _refine_diff_density_rms 0.088 #end data_11 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C62 H54 Co3 N4 O21 P2' _chemical_formula_structural 'C62 H54 Co3 N4 O21 P2' _chemical_formula_analytical 'C62 H54 Co3 N4 O21 P2' _chemical_formula_sum 'C62 H54 Co3 N4 O21 P2' _chemical_formula_weight 1429.82 _chemical_melting_point - _chemical_compound_source - 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' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Co' 'Co' 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.9103(10) _cell_length_b 11.4372(11) _cell_length_c 13.7163(13) _cell_angle_alpha 110.791(2) _cell_angle_beta 93.6520(10) _cell_angle_gamma 99.355(2) _cell_volume 1565.1(3) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 36 _cell_measurement_theta_min 23 _cell_measurement_theta_max 337 _exptl_crystal_description needle _exptl_crystal_colour pink/orange _exptl_crystal_size_max .08 _exptl_crystal_size_mid .14 _exptl_crystal_size_min .25 _exptl_crystal_density_meas - _exptl_crystal_density_diffrn 1.517 _exptl_crystal_density_method - _exptl_crystal_F_000 733 _exptl_absorpt_coefficient_mu 0.917 _exptl_absorpt_correction_type sadabs _exptl_absorpt_correction_T_min 0.764871 _exptl_absorpt_correction_T_max 1.000000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device SMART _diffrn_measurement_method CCD _diffrn_standards_number - _diffrn_standards_interval_count - _diffrn_standards_interval_time - _diffrn_standards_decay_% - _diffrn_reflns_number 9933 _diffrn_reflns_av_R_equivalents 0.0358 _diffrn_reflns_av_sigmaI/netI 0.1239 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 28.75 _reflns_number_total 7016 _reflns_number_observed 3509 _reflns_observed_criterion >2sigma(I) _computing_data_collection SMART _computing_cell_refinement SMART/SAINT _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R- factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.1419P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0043(18) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 7016 _refine_ls_number_parameters 438 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.1592 _refine_ls_R_factor_obs 0.0736 _refine_ls_wR_factor_all 0.2604 _refine_ls_wR_factor_obs 0.1997 _refine_ls_goodness_of_fit_all 1.015 _refine_ls_goodness_of_fit_obs 1.119 _refine_ls_restrained_S_all 1.015 _refine_ls_restrained_S_obs 1.119 _refine_ls_shift/esd_max -0.200 _refine_ls_shift/esd_mean 0.005 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Co1 Co -0.78121(8) -0.18865(8) 1.55693(7) 0.0306(3) Uani 1 d . . O1 O -0.8442(4) -0.3288(4) 1.6175(4) 0.0377(11) Uani 1 d D . H1A H -0.8093(72) -0.3096(77) 1.6903(22) 0.079(29) Uiso 1 d D . H1B H -0.8104(78) -0.3946(62) 1.5651(51) 0.091(32) Uiso 1 d D . N1 N -0.7526(5) -0.0466(5) 1.4911(5) 0.0369(13) Uani 1 d . . C2 C -0.6455(7) 0.0385(6) 1.5076(6) 0.042(2) Uani 1 d . . H2A H -0.5814(7) 0.0429(6) 1.5576(6) 0.050 Uiso 1 calc R . C3 C -0.6266(8) 0.1189(7) 1.4540(7) 0.054(2) Uani 1 d . . H3A H -0.5507(8) 0.1758(7) 1.4666(7) 0.065 Uiso 1 calc R . C4 C -0.7214(8) 0.1145(7) 1.3813(7) 0.059(2) Uani 1 d . . H4A H -0.7103(8) 0.1671(7) 1.3429(7) 0.070 Uiso 1 calc R . C5 C -0.8348(8) 0.0294(7) 1.3661(6) 0.052(2) Uani 1 d . . H5A H -0.9012(8) 0.0266(7) 1.3188(6) 0.063 Uiso 1 calc R . C6 C -0.8477(6) -0.0500(6) 1.4215(5) 0.036(2) Uani 1 d . . C7 C -0.9631(6) -0.1442(6) 1.4109(5) 0.0343(15) Uani 1 d . . C8 C -1.0738(7) -0.1536(7) 1.3518(5) 0.043(2) Uani 1 d . . H8A H -1.0781(7) -0.1001(7) 1.3146(5) 0.052 Uiso 1 calc R . C9 C -1.1776(7) -0.2417(7) 1.3476(6) 0.049(2) Uani 1 d . . H9A H -1.2521(7) -0.2487(7) 1.3071(6) 0.058 Uiso 1 calc R . C10 C -1.1707(7) -0.3193(7) 1.4036(6) 0.049(2) Uani 1 d . . H10A H -1.2400(7) -0.3796(7) 1.4020(6) 0.059 Uiso 1 calc R . C11 C -1.0569(6) -0.3051(7) 1.4629(6) 0.041(2) Uani 1 d . . H11A H -1.0514(6) -0.3578(7) 1.5007(6) 0.049 Uiso 1 calc R . N12 N -0.9558(5) -0.2198(5) 1.4679(4) 0.0318(12) Uani 1 d . . P1 P -0.3293(2) -0.6671(2) 1.12950(13) 0.0303(4) Uani 1 d . . O2 O -0.2543(4) -0.7372(4) 1.1767(3) 0.0362(11) Uani 1 d . . C13 C -0.4275(6) -0.5835(6) 1.2199(5) 0.0319(14) Uani 1 d . . C14 C -0.4693(6) -0.6352(6) 1.2920(6) 0.039(2) Uani 1 d . . H14A H -0.4419(6) -0.7064(6) 1.2961(6) 0.047 Uiso 1 calc R . C15 C -0.5522(7) -0.5799(6) 1.3579(5) 0.040(2) Uani 1 d . . H15A H -0.5801(7) -0.6151(6) 1.4060(5) 0.049 Uiso 1 calc R . C16 C -0.5951(6) -0.4727(6) 1.3540(5) 0.0339(15) Uani 1 d . . C17 C -0.5514(6) -0.4212(6) 1.2831(5) 0.038(2) Uani 1 d . . H17A H -0.5774(6) -0.3488(6) 1.2804(5) 0.046 Uiso 1 calc R . C18 C -0.4702(6) -0.4749(6) 1.2164(5) 0.037(2) Uani 1 d . . H18A H -0.4429(6) -0.4393(6) 1.1684(5) 0.044 Uiso 1 calc R . C19 C -0.6888(6) -0.4180(6) 1.4260(5) 0.037(2) Uani 1 d . . O19 O -0.7517(5) -0.4893(5) 1.4628(5) 0.0574(15) Uani 1 d . . O20 O -0.6927(4) -0.3030(4) 1.4433(3) 0.0380(11) Uani 1 d . . C20 C -0.4338(6) -0.7713(6) 1.0135(5) 0.0332(15) Uani 1 d . . C21 C -0.3839(8) -0.8392(12) 0.9288(9) 0.131(6) Uani 1 d . . H21A H -0.2974(8) -0.8266(12) 0.9296(9) 0.157 Uiso 1 calc R . C22 C -0.4615(8) -0.9277(11) 0.8407(8) 0.116(5) Uani 1 d . . H22A H -0.4259(8) -0.9780(11) 0.7849(8) 0.139 Uiso 1 calc R . C23 C -0.5878(6) -0.9424(6) 0.8338(5) 0.036(2) Uani 1 d . . C24 C -0.6355(7) -0.8690(9) 0.9173(7) 0.073(3) Uani 1 d . . H24A H -0.7219(7) -0.8761(9) 0.9141(7) 0.088 Uiso 1 calc R . C25 C -0.5602(7) -0.7840(9) 1.0071(7) 0.073(3) Uani 1 d . . H25A H -0.5961(7) -0.7352(9) 1.0634(7) 0.088 Uiso 1 calc R . C26 C -0.6688(6) -1.0348(6) 0.7354(5) 0.035(2) Uani 1 d . . O26 O -0.6173(4) -1.1102(4) 0.6646(4) 0.0439(12) Uani 1 d . . O27 O -0.7850(4) -1.0362(4) 0.7213(4) 0.0379(11) Uani 1 d . . C27 C -0.2290(6) -0.5514(6) 1.0944(5) 0.0340(15) Uani 1 d . . C28 C -0.2702(7) -0.5002(8) 1.0233(6) 0.050(2) Uani 1 d . . H28A H -0.3487(7) -0.5345(8) 0.9833(6) 0.059 Uiso 1 calc R . C29 C -0.1938(8) -0.3979(8) 1.0125(7) 0.058(2) Uani 1 d . . H29A H -0.2206(8) -0.3644(8) 0.9641(7) 0.070 Uiso 1 calc R . C30 C -0.0771(7) -0.3443(7) 1.0733(6) 0.047(2) Uani 1 d . . C31 C -0.0320(7) -0.3999(7) 1.1365(6) 0.051(2) Uani 1 d . . H31A H 0.0494(7) -0.3694(7) 1.1712(6) 0.061 Uiso 1 calc R . C32 C -0.1074(6) -0.5030(7) 1.1498(6) 0.043(2) Uani 1 d . . H32A H -0.0774(6) -0.5392(7) 1.1951(6) 0.052 Uiso 1 calc R . O33 O 0.1000(6) -0.1736(6) 1.1277(6) 0.083(2) Uani 1 d . . C33 C -0.0011(8) -0.2185(8) 1.0721(7) 0.054(2) Uani 1 d . . O34 O -0.0530(6) -0.1704(6) 1.0191(5) 0.073(2) Uani 1 d . . Co2 Co 0.0000 0.0000 1.0000 0.0535(5) Uani 1 d S . O40 O 0.1681(5) 0.0458(6) 1.1013(5) 0.070(2) Uani 1 d . . O50 O -0.0838(6) 0.1026(6) 1.1339(5) 0.065(2) Uani 1 d D . H50A H -0.0347(67) 0.0771(78) 1.1824(53) 0.079(30) Uiso 1 d D . H50B H -0.1724(35) 0.0603(115) 1.1176(109) 0.176(60) Uiso 1 d D . O60 O -0.1428(10) -0.2761(9) 0.7351(9) 0.067(4) Uani 0.50 d P . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0308(5) 0.0284(5) 0.0328(5) 0.0114(4) 0.0028(4) 0.0062(3) O1 0.041(3) 0.041(3) 0.037(3) 0.019(2) 0.005(2) 0.010(2) N1 0.039(3) 0.028(3) 0.046(4) 0.014(3) 0.009(3) 0.010(2) C2 0.039(4) 0.036(4) 0.055(5) 0.021(4) 0.014(3) 0.005(3) C3 0.049(5) 0.043(4) 0.074(6) 0.021(4) 0.027(4) 0.009(4) C4 0.073(6) 0.047(5) 0.065(6) 0.030(4) 0.027(5) 0.007(4) C5 0.068(5) 0.040(4) 0.049(5) 0.023(4) 0.003(4) 0.002(4) C6 0.048(4) 0.031(4) 0.032(4) 0.014(3) 0.013(3) 0.012(3) C7 0.041(4) 0.031(3) 0.030(4) 0.008(3) 0.006(3) 0.014(3) C8 0.056(5) 0.041(4) 0.034(4) 0.014(3) -0.003(3) 0.018(4) C9 0.040(4) 0.047(4) 0.049(5) 0.011(4) -0.013(4) 0.005(3) C10 0.036(4) 0.051(5) 0.048(5) 0.011(4) 0.002(3) -0.003(3) C11 0.039(4) 0.041(4) 0.042(4) 0.017(3) 0.000(3) 0.005(3) N12 0.032(3) 0.029(3) 0.037(3) 0.016(2) 0.002(2) 0.004(2) P1 0.0303(9) 0.0285(9) 0.0322(10) 0.0116(7) 0.0036(7) 0.0058(7) O2 0.039(3) 0.039(3) 0.038(3) 0.020(2) 0.005(2) 0.017(2) C13 0.033(3) 0.023(3) 0.031(4) 0.003(3) 0.000(3) -0.001(3) C14 0.044(4) 0.030(4) 0.048(4) 0.017(3) 0.012(3) 0.017(3) C15 0.051(4) 0.039(4) 0.037(4) 0.019(3) 0.010(3) 0.009(3) C16 0.035(4) 0.026(3) 0.035(4) 0.004(3) 0.005(3) 0.006(3) C17 0.043(4) 0.033(4) 0.047(4) 0.020(3) 0.012(3) 0.018(3) C18 0.043(4) 0.033(4) 0.039(4) 0.018(3) 0.009(3) 0.009(3) C19 0.037(4) 0.037(4) 0.031(4) 0.006(3) 0.005(3) 0.004(3) O19 0.065(3) 0.035(3) 0.078(4) 0.023(3) 0.038(3) 0.010(3) O20 0.049(3) 0.027(2) 0.038(3) 0.010(2) 0.012(2) 0.011(2) C20 0.039(4) 0.027(3) 0.029(4) 0.006(3) 0.006(3) 0.005(3) C21 0.028(4) 0.166(12) 0.090(8) -0.074(8) -0.006(5) 0.008(6) C22 0.038(5) 0.152(11) 0.070(7) -0.062(7) 0.005(5) 0.019(6) C23 0.028(3) 0.039(4) 0.037(4) 0.009(3) 0.000(3) 0.003(3) C24 0.031(4) 0.080(6) 0.069(6) -0.019(5) 0.003(4) 0.011(4) C25 0.035(4) 0.080(6) 0.060(6) -0.027(5) -0.002(4) 0.012(4) C26 0.040(4) 0.038(4) 0.032(4) 0.017(3) 0.004(3) 0.007(3) O26 0.040(3) 0.043(3) 0.037(3) 0.005(2) 0.002(2) 0.001(2) O27 0.038(3) 0.037(3) 0.038(3) 0.013(2) -0.001(2) 0.006(2) C27 0.033(3) 0.028(3) 0.039(4) 0.009(3) 0.008(3) 0.006(3) C28 0.041(4) 0.061(5) 0.054(5) 0.033(4) 0.007(4) 0.006(4) C29 0.061(5) 0.060(5) 0.075(6) 0.048(5) 0.017(5) 0.016(4) C30 0.044(4) 0.039(4) 0.062(5) 0.022(4) 0.019(4) 0.006(3) C31 0.044(4) 0.043(4) 0.059(5) 0.012(4) 0.008(4) 0.000(3) C32 0.042(4) 0.042(4) 0.048(5) 0.022(4) 0.006(3) 0.000(3) O33 0.062(4) 0.073(4) 0.117(6) 0.049(4) 0.002(4) -0.003(3) C33 0.050(5) 0.051(5) 0.073(6) 0.033(5) 0.011(4) 0.018(4) O34 0.074(4) 0.065(4) 0.093(5) 0.047(4) 0.013(4) 0.009(3) Co2 0.0548(9) 0.0504(9) 0.0607(11) 0.0269(8) 0.0135(8) 0.0081(7) O40 0.061(4) 0.073(4) 0.074(4) 0.030(3) 0.002(3) 0.009(3) O50 0.062(4) 0.070(4) 0.071(4) 0.032(4) 0.029(3) 0.019(3) O60 0.056(7) 0.028(5) 0.080(8) -0.015(5) -0.029(6) 0.000(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O20 2.056(4) . ? Co1 O26 2.094(5) 1_566 ? Co1 O1 2.095(5) . ? Co1 N12 2.103(5) . ? Co1 N1 2.114(5) . ? Co1 O27 2.317(5) 1_566 ? N1 C2 1.343(8) . ? N1 C6 1.350(8) . ? C2 C3 1.366(10) . ? C3 C4 1.371(11) . ? C4 C5 1.398(11) . ? C5 C6 1.371(9) . ? C6 C7 1.482(9) . ? C7 N12 1.363(8) . ? C7 C8 1.378(9) . ? C8 C9 1.371(10) . ? C9 C10 1.372(10) . ? C10 C11 1.394(9) . ? C11 N12 1.329(8) . ? P1 O2 1.498(4) . ? P1 C27 1.797(7) . ? P1 C20 1.798(7) . ? P1 C13 1.806(7) . ? C13 C14 1.385(9) . ? C13 C18 1.410(9) . ? C14 C15 1.386(9) . ? C15 C16 1.398(9) . ? C16 C17 1.376(9) . ? C16 C19 1.520(9) . ? C17 C18 1.372(9) . ? C19 O19 1.242(8) . ? C19 O20 1.260(7) . ? C20 C21 1.351(11) . ? C20 C25 1.357(10) . ? C21 C22 1.387(12) . ? C22 C23 1.354(10) . ? C23 C24 1.350(10) . ? C23 C26 1.501(9) . ? C24 C25 1.378(11) . ? C26 O27 1.267(8) . ? C26 O26 1.279(8) . ? O26 Co1 2.094(4) 1_544 ? O27 Co1 2.317(5) 1_544 ? C27 C28 1.390(9) . ? C27 C32 1.407(9) . ? C28 C29 1.380(10) . ? C29 C30 1.393(11) . ? C30 C31 1.356(10) . ? C30 C33 1.545(10) . ? C31 C32 1.399(10) . ? O33 C33 1.222(10) . ? C33 O34 1.217(9) . ? O34 Co2 2.054(6) . ? Co2 O34 2.054(6) 2_557 ? Co2 O40 2.101(6) 2_557 ? Co2 O40 2.101(6) . ? Co2 O50 2.149(6) 2_557 ? Co2 O50 2.149(6) . ? 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 O20 Co1 O26 93.2(2) . 1_566 ? O20 Co1 O1 95.0(2) . . ? O26 Co1 O1 94.3(2) 1_566 . ? O20 Co1 N12 99.3(2) . . ? O26 Co1 N12 165.1(2) 1_566 . ? O1 Co1 N12 92.8(2) . . ? O20 Co1 N1 90.5(2) . . ? O26 Co1 N1 94.2(2) 1_566 . ? O1 Co1 N1 169.6(2) . . ? N12 Co1 N1 77.6(2) . . ? O20 Co1 O27 153.1(2) . 1_566 ? O26 Co1 O27 59.9(2) 1_566 1_566 ? O1 Co1 O27 88.1(2) . 1_566 ? N12 Co1 O27 107.3(2) . 1_566 ? N1 Co1 O27 91.0(2) . 1_566 ? C2 N1 C6 118.9(6) . . ? C2 N1 Co1 125.0(5) . . ? C6 N1 Co1 115.9(4) . . ? N1 C2 C3 122.8(7) . . ? C2 C3 C4 118.9(8) . . ? C3 C4 C5 118.8(7) . . ? C6 C5 C4 119.6(8) . . ? N1 C6 C5 121.0(7) . . ? N1 C6 C7 115.0(5) . . ? C5 C6 C7 124.1(7) . . ? N12 C7 C8 120.8(6) . . ? N12 C7 C6 115.6(6) . . ? C8 C7 C6 123.6(6) . . ? C9 C8 C7 120.2(7) . . ? C8 C9 C10 119.5(7) . . ? C9 C10 C11 118.0(7) . . ? N12 C11 C10 123.0(7) . . ? C11 N12 C7 118.5(6) . . ? C11 N12 Co1 125.9(4) . . ? C7 N12 Co1 115.6(4) . . ? O2 P1 C27 111.2(3) . . ? O2 P1 C20 112.9(3) . . ? C27 P1 C20 107.7(3) . . ? O2 P1 C13 111.5(3) . . ? C27 P1 C13 107.6(3) . . ? C20 P1 C13 105.6(3) . . ? C14 C13 C18 118.8(6) . . ? C14 C13 P1 117.2(5) . . ? C18 C13 P1 123.8(5) . . ? C13 C14 C15 119.4(6) . . ? C14 C15 C16 121.8(6) . . ? C17 C16 C15 118.2(6) . . ? C17 C16 C19 122.1(6) . . ? C15 C16 C19 119.7(6) . . ? C18 C17 C16 121.0(6) . . ? C17 C18 C13 120.8(6) . . ? O19 C19 O20 126.8(6) . . ? O19 C19 C16 117.6(6) . . ? O20 C19 C16 115.6(6) . . ? C19 O20 Co1 126.1(4) . . ? C21 C20 C25 118.7(7) . . ? C21 C20 P1 118.4(6) . . ? C25 C20 P1 122.9(6) . . ? C20 C21 C22 120.1(8) . . ? C23 C22 C21 121.6(8) . . ? C24 C23 C22 117.2(7) . . ? C24 C23 C26 122.6(6) . . ? C22 C23 C26 120.2(7) . . ? C23 C24 C25 122.1(7) . . ? C20 C25 C24 120.1(7) . . ? O27 C26 O26 120.5(6) . . ? O27 C26 C23 121.0(6) . . ? O26 C26 C23 118.5(6) . . ? C26 O26 Co1 94.6(4) . 1_544 ? C26 O27 Co1 84.9(4) . 1_544 ? C28 C27 C32 119.5(6) . . ? C28 C27 P1 122.9(5) . . ? C32 C27 P1 117.3(5) . . ? C29 C28 C27 119.4(7) . . ? C28 C29 C30 120.8(7) . . ? C31 C30 C29 120.0(7) . . ? C31 C30 C33 119.8(7) . . ? C29 C30 C33 120.1(7) . . ? C30 C31 C32 120.3(7) . . ? C31 C32 C27 119.5(7) . . ? O34 C33 O33 126.6(8) . . ? O34 C33 C30 115.3(8) . . ? O33 C33 C30 118.0(7) . . ? C33 O34 Co2 130.8(6) . . ? O34 Co2 O34 179.999(1) . 2_557 ? O34 Co2 O40 88.0(2) . 2_557 ? O34 Co2 O40 92.0(2) 2_557 2_557 ? O34 Co2 O40 92.0(2) . . ? O34 Co2 O40 88.0(2) 2_557 . ? O40 Co2 O40 180.000(1) 2_557 . ? O34 Co2 O50 87.2(2) . 2_557 ? O34 Co2 O50 92.8(2) 2_557 2_557 ? O40 Co2 O50 88.0(3) 2_557 2_557 ? O40 Co2 O50 92.0(3) . 2_557 ? O34 Co2 O50 92.8(2) . . ? O34 Co2 O50 87.2(2) 2_557 . ? O40 Co2 O50 92.0(3) 2_557 . ? O40 Co2 O50 88.0(3) . . ? O50 Co2 O50 179.998(2) 2_557 . ? 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 O20 Co1 N1 C2 -80.9(6) . . . . ? O26 Co1 N1 C2 12.4(6) 1_566 . . . ? O1 Co1 N1 C2 157.0(10) . . . . ? N12 Co1 N1 C2 179.7(6) . . . . ? O27 Co1 N1 C2 72.2(6) 1_566 . . . ? O20 Co1 N1 C6 94.1(5) . . . . ? O26 Co1 N1 C6 -172.7(5) 1_566 . . . ? O1 Co1 N1 C6 -28.1(14) . . . . ? N12 Co1 N1 C6 -5.4(5) . . . . ? O27 Co1 N1 C6 -112.8(5) 1_566 . . . ? C6 N1 C2 C3 -2.5(10) . . . . ? Co1 N1 C2 C3 172.3(5) . . . . ? N1 C2 C3 C4 1.0(11) . . . . ? C2 C3 C4 C5 1.2(12) . . . . ? C3 C4 C5 C6 -1.9(12) . . . . ? C2 N1 C6 C5 1.8(10) . . . . ? Co1 N1 C6 C5 -173.5(5) . . . . ? C2 N1 C6 C7 -178.3(6) . . . . ? Co1 N1 C6 C7 6.4(7) . . . . ? C4 C5 C6 N1 0.4(11) . . . . ? C4 C5 C6 C7 -179.5(7) . . . . ? N1 C6 C7 N12 -3.6(8) . . . . ? C5 C6 C7 N12 176.3(6) . . . . ? N1 C6 C7 C8 173.6(6) . . . . ? C5 C6 C7 C8 -6.5(11) . . . . ? N12 C7 C8 C9 -1.6(10) . . . . ? C6 C7 C8 C9 -178.6(6) . . . . ? C7 C8 C9 C10 0.7(11) . . . . ? C8 C9 C10 C11 -0.1(11) . . . . ? C9 C10 C11 N12 0.4(11) . . . . ? C10 C11 N12 C7 -1.2(10) . . . . ? C10 C11 N12 Co1 178.9(5) . . . . ? C8 C7 N12 C11 1.8(9) . . . . ? C6 C7 N12 C11 179.1(6) . . . . ? C8 C7 N12 Co1 -178.3(5) . . . . ? C6 C7 N12 Co1 -1.0(7) . . . . ? O20 Co1 N12 C11 94.7(6) . . . . ? O26 Co1 N12 C11 -118.9(8) 1_566 . . . ? O1 Co1 N12 C11 -0.8(6) . . . . ? N1 Co1 N12 C11 -176.8(6) . . . . ? O27 Co1 N12 C11 -89.7(6) 1_566 . . . ? O20 Co1 N12 C7 -85.2(4) . . . . ? O26 Co1 N12 C7 61.2(10) 1_566 . . . ? O1 Co1 N12 C7 179.3(4) . . . . ? N1 Co1 N12 C7 3.3(4) . . . . ? O27 Co1 N12 C7 90.4(5) 1_566 . . . ? O2 P1 C13 C14 -29.5(6) . . . . ? C27 P1 C13 C14 -151.7(5) . . . . ? C20 P1 C13 C14 93.5(5) . . . . ? O2 P1 C13 C18 154.9(5) . . . . ? C27 P1 C13 C18 32.7(6) . . . . ? C20 P1 C13 C18 -82.1(6) . . . . ? C18 C13 C14 C15 0.5(10) . . . . ? P1 C13 C14 C15 -175.3(5) . . . . ? C13 C14 C15 C16 -0.1(10) . . . . ? C14 C15 C16 C17 -0.8(10) . . . . ? C14 C15 C16 C19 178.3(6) . . . . ? C15 C16 C17 C18 1.4(10) . . . . ? C19 C16 C17 C18 -177.7(6) . . . . ? C16 C17 C18 C13 -1.0(10) . . . . ? C14 C13 C18 C17 0.1(10) . . . . ? P1 C13 C18 C17 175.6(5) . . . . ? C17 C16 C19 O19 158.3(7) . . . . ? C15 C16 C19 O19 -20.8(9) . . . . ? C17 C16 C19 O20 -22.8(9) . . . . ? C15 C16 C19 O20 158.1(6) . . . . ? O19 C19 O20 Co1 11.4(10) . . . . ? C16 C19 O20 Co1 -167.4(4) . . . . ? O26 Co1 O20 C19 95.5(5) 1_566 . . . ? O1 Co1 O20 C19 0.9(5) . . . . ? N12 Co1 O20 C19 -92.7(5) . . . . ? N1 Co1 O20 C19 -170.2(5) . . . . ? O27 Co1 O20 C19 96.6(6) 1_566 . . . ? O2 P1 C20 C21 -62.8(9) . . . . ? C27 P1 C20 C21 60.3(9) . . . . ? C13 P1 C20 C21 175.1(9) . . . . ? O2 P1 C20 C25 117.6(7) . . . . ? C27 P1 C20 C25 -119.3(7) . . . . ? C13 P1 C20 C25 -4.5(8) . . . . ? C25 C20 C21 C22 -5.2(19) . . . . ? P1 C20 C21 C22 175.2(11) . . . . ? C20 C21 C22 C23 4.5(23) . . . . ? C21 C22 C23 C24 -1.2(19) . . . . ? C21 C22 C23 C26 177.2(11) . . . . ? C22 C23 C24 C25 -1.2(15) . . . . ? C26 C23 C24 C25 -179.6(9) . . . . ? C21 C20 C25 C24 2.9(16) . . . . ? P1 C20 C25 C24 -177.6(8) . . . . ? C23 C24 C25 C20 0.4(16) . . . . ? C24 C23 C26 O27 9.0(11) . . . . ? C22 C23 C26 O27 -169.3(9) . . . . ? C24 C23 C26 O26 -172.7(8) . . . . ? C22 C23 C26 O26 9.0(12) . . . . ? O27 C26 O26 Co1 2.9(6) . . . 1_544 ? C23 C26 O26 Co1 -175.5(5) . . . 1_544 ? O26 C26 O27 Co1 -2.6(6) . . . 1_544 ? C23 C26 O27 Co1 175.7(6) . . . 1_544 ? O2 P1 C27 C28 160.8(6) . . . . ? C20 P1 C27 C28 36.7(7) . . . . ? C13 P1 C27 C28 -76.7(6) . . . . ? O2 P1 C27 C32 -25.5(6) . . . . ? C20 P1 C27 C32 -149.6(5) . . . . ? C13 P1 C27 C32 97.0(6) . . . . ? C32 C27 C28 C29 -3.6(11) . . . . ? P1 C27 C28 C29 170.0(6) . . . . ? C27 C28 C29 C30 -1.1(12) . . . . ? C28 C29 C30 C31 6.4(12) . . . . ? C28 C29 C30 C33 -171.1(8) . . . . ? C29 C30 C31 C32 -6.9(12) . . . . ? C33 C30 C31 C32 170.7(7) . . . . ? C30 C31 C32 C27 2.2(11) . . . . ? C28 C27 C32 C31 3.1(10) . . . . ? P1 C27 C32 C31 -170.8(6) . . . . ? C31 C30 C33 O34 -174.7(7) . . . . ? C29 C30 C33 O34 2.8(12) . . . . ? C31 C30 C33 O33 1.4(12) . . . . ? C29 C30 C33 O33 178.9(8) . . . . ? O33 C33 O34 Co2 -0.9(14) . . . . ? C30 C33 O34 Co2 174.8(5) . . . . ? C33 O34 Co2 O34 -50.0(52) . . . 2_557 ? C33 O34 Co2 O40 -179.1(8) . . . 2_557 ? C33 O34 Co2 O40 0.9(8) . . . . ? C33 O34 Co2 O50 92.8(8) . . . 2_557 ? C33 O34 Co2 O50 -87.2(8) . . . . ? _refine_diff_density_max 0.742 _refine_diff_density_min -1.560 _refine_diff_density_rms 0.128 #end data_12 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C26 H20 Co N2 O5' _chemical_formula_structural 'C26 H20 Co N2 O5' _chemical_formula_analytical 'C26 H20 Co N2 O5' _chemical_formula_sum 'C26 H20 Co N2 O5' _chemical_formula_weight 499.37 _chemical_melting_point - _chemical_compound_source - 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)/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 11.23800(10) _cell_length_b 13.5519(2) _cell_length_c 14.5787(3) _cell_angle_alpha 90.00 _cell_angle_beta 94.4970(10) _cell_angle_gamma 90.00 _cell_volume 2213.45(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 68 _cell_measurement_theta_min 23 _cell_measurement_theta_max 337 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas - _exptl_crystal_density_diffrn 1.499 _exptl_crystal_density_method - _exptl_crystal_F_000 1028 _exptl_absorpt_coefficient_mu 0.817 _exptl_absorpt_correction_type sadabs _exptl_absorpt_correction_T_min 0.614147 _exptl_absorpt_correction_T_max 1.000000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device SMART _diffrn_measurement_method CCD _diffrn_standards_number - _diffrn_standards_interval_count - _diffrn_standards_interval_time - _diffrn_standards_decay_% - _diffrn_reflns_number 9617 _diffrn_reflns_av_R_equivalents 0.0288 _diffrn_reflns_av_sigmaI/netI 0.0332 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.40 _diffrn_reflns_theta_max 23.28 _reflns_number_total 3190 _reflns_number_observed 2549 _reflns_observed_criterion >2sigma(I) _computing_data_collection SMART _computing_cell_refinement SMART/SAINT _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement on F^2^ for ALL reflections except for 55 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R- factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0439P)^2^+0.6559P] 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 riding _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0043(6) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 3135 _refine_ls_number_parameters 316 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0493 _refine_ls_R_factor_obs 0.0327 _refine_ls_wR_factor_all 0.1402 _refine_ls_wR_factor_obs 0.0781 _refine_ls_goodness_of_fit_all 1.047 _refine_ls_goodness_of_fit_obs 1.108 _refine_ls_restrained_S_all 1.788 _refine_ls_restrained_S_obs 1.107 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Co1 Co 0.08621(3) 0.68341(3) 0.18611(2) 0.0313(2) Uani 1 d D . O1 O 0.2521(2) 0.7530(2) 0.2007(2) 0.0584(6) Uani 1 d D . H1A H 0.3291(4) 0.7196(5) 0.2127(35) 0.150(20) Uiso 1 d D . H1B H 0.2646(5) 0.8240(5) 0.2101(35) 0.152(21) Uiso 1 d D . N1 N 0.0270(2) 0.7082(2) 0.0444(2) 0.0366(6) Uani 1 d . . C2 C -0.0466(3) 0.7810(2) 0.0138(2) 0.0462(8) Uani 1 d . . H2A H -0.0730(3) 0.8257(2) 0.0561(2) 0.055 Uiso 1 calc R . C3 C -0.0846(3) 0.7920(2) -0.0775(2) 0.0569(9) Uani 1 d . . H3A H -0.1348(3) 0.8438(2) -0.0967(2) 0.068 Uiso 1 calc R . C4 C -0.0471(3) 0.7250(3) -0.1402(2) 0.0597(9) Uani 1 d . . H4A H -0.0724(3) 0.7303(3) -0.2022(2) 0.072 Uiso 1 calc R . C5 C 0.0280(3) 0.6504(2) -0.1095(2) 0.0493(8) Uani 1 d . . H5A H 0.0544(3) 0.6045(2) -0.1509(2) 0.059 Uiso 1 calc R . C6 C 0.0648(2) 0.6433(2) -0.0168(2) 0.0356(7) Uani 1 d . . C7 C 0.1462(2) 0.5653(2) 0.0219(2) 0.0360(7) Uani 1 d . . C8 C 0.1986(3) 0.4948(2) -0.0313(2) 0.0497(8) Uani 1 d . . H8A H 0.1826(3) 0.4941(2) -0.0948(2) 0.060 Uiso 1 calc R . C9 C 0.2737(3) 0.4266(3) 0.0105(2) 0.0612(10) Uani 1 d . . H9A H 0.3102(3) 0.3796(3) -0.0244(2) 0.073 Uiso 1 calc R . C10 C 0.2950(3) 0.4279(3) 0.1046(2) 0.0614(10) Uani 1 d . . H10A H 0.3458(3) 0.3817(3) 0.1342(2) 0.074 Uiso 1 calc R . C11 C 0.2402(3) 0.4984(2) 0.1541(2) 0.0463(8) Uani 1 d . . H11A H 0.2540(3) 0.4985(2) 0.2179(2) 0.056 Uiso 1 calc R . N12 N 0.1676(2) 0.5671(2) 0.1143(2) 0.0366(6) Uani 1 d . . O12 O -0.0035(2) 0.80071(13) 0.23468(13) 0.0384(5) Uani 1 d . . O13 O 0.1185(2) 0.92127(14) 0.19658(15) 0.0502(6) Uani 1 d . . C13 C 0.0370(2) 0.8892(2) 0.2403(2) 0.0330(6) Uani 1 d . . C14 C -0.0203(2) 0.9565(2) 0.3061(2) 0.0294(6) Uani 1 d . . C15 C 0.0010(2) 1.0572(2) 0.3032(2) 0.0350(6) Uani 1 d . . H15A H 0.0496(2) 1.0821(2) 0.2598(2) 0.042 Uiso 1 calc R . C16 C -0.0483(2) 1.1213(2) 0.3633(2) 0.0375(7) Uani 1 d . . H16A H -0.0348(2) 1.1887(2) 0.3587(2) 0.045 Uiso 1 calc R . C17 C -0.1186(2) 1.0856(2) 0.4313(2) 0.0303(6) Uani 1 d . . C18 C -0.1391(2) 0.9844(2) 0.4334(2) 0.0348(7) Uani 1 d . . H18A H -0.1857(2) 0.9588(2) 0.4777(2) 0.042 Uiso 1 calc R . C19 C -0.0923(2) 0.9208(2) 0.3715(2) 0.0349(7) Uani 1 d . . H19A H -0.1091(2) 0.8537(2) 0.3738(2) 0.042 Uiso 1 calc R . C20 C -0.1664(2) 1.1468(2) 0.5041(2) 0.0342(6) Uani 1 d . . H20A H -0.2023(2) 1.1117(2) 0.5492(2) 0.041 Uiso 1 calc R . C21 C -0.1660(2) 1.2443(2) 0.5150(2) 0.0375(7) Uani 1 d . . H21A H -0.1972(2) 1.2672(2) 0.5682(2) 0.045 Uiso 1 calc R . C22 C -0.1222(2) 1.3213(2) 0.4534(2) 0.0344(6) Uani 1 d . . C23 C -0.1984(2) 1.3636(2) 0.3852(2) 0.0393(7) Uani 1 d . . H23A H -0.2763(2) 1.3405(2) 0.3756(2) 0.047 Uiso 1 calc R . C24 C -0.1606(2) 1.4399(2) 0.3309(2) 0.0375(7) Uani 1 d . . H24A H -0.2137(2) 1.4681(2) 0.2862(2) 0.045 Uiso 1 calc R . C25 C -0.0444(2) 1.4740(2) 0.3430(2) 0.0321(6) Uani 1 d . . C26 C 0.0336(3) 1.4305(2) 0.4101(2) 0.0409(7) Uani 1 d . . H26A H 0.1123(3) 1.4520(2) 0.4181(2) 0.049 Uiso 1 calc R . C27 C -0.0049(3) 1.3556(2) 0.4650(2) 0.0434(7) Uani 1 d . . H27A H 0.0479(3) 1.3278(2) 0.5100(2) 0.052 Uiso 1 calc R . O28 O -0.0683(2) 1.58775(13) 0.21745(13) 0.0388(5) Uani 1 d . . C28 C -0.0024(2) 1.5567(2) 0.2855(2) 0.0323(6) Uani 1 d . . O29 O 0.0998(2) 1.59363(13) 0.30409(12) 0.0390(5) Uani 1 d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0305(2) 0.0292(2) 0.0346(2) -0.0052(2) 0.00456(15) -0.0007(2) O1 0.0331(12) 0.0354(14) 0.107(2) -0.0046(13) 0.0083(12) -0.0047(10) N1 0.0361(13) 0.0339(14) 0.0406(14) -0.0018(11) 0.0080(11) -0.0019(10) C2 0.052(2) 0.040(2) 0.047(2) 0.0013(15) 0.0051(15) 0.0043(15) C3 0.067(2) 0.051(2) 0.052(2) 0.010(2) -0.002(2) 0.008(2) C4 0.080(3) 0.058(2) 0.040(2) 0.007(2) -0.004(2) -0.001(2) C5 0.064(2) 0.049(2) 0.035(2) -0.0070(15) 0.005(2) -0.004(2) C6 0.037(2) 0.034(2) 0.036(2) -0.0038(13) 0.0059(13) -0.0083(13) C7 0.033(2) 0.035(2) 0.041(2) -0.0098(13) 0.0083(12) -0.0065(13) C8 0.051(2) 0.054(2) 0.045(2) -0.019(2) 0.0068(15) 0.005(2) C9 0.058(2) 0.063(2) 0.062(2) -0.027(2) 0.004(2) 0.020(2) C10 0.052(2) 0.063(2) 0.067(2) -0.018(2) -0.007(2) 0.025(2) C11 0.040(2) 0.051(2) 0.048(2) -0.012(2) -0.0037(14) 0.0110(15) N12 0.0329(13) 0.0376(14) 0.0393(14) -0.0107(11) 0.0027(10) -0.0001(11) O12 0.0315(11) 0.0284(11) 0.0562(12) -0.0127(9) 0.0089(9) -0.0035(8) O13 0.0521(13) 0.0388(12) 0.0635(14) -0.0086(10) 0.0285(11) -0.0037(10) C13 0.030(2) 0.033(2) 0.036(2) -0.0037(13) 0.0001(12) 0.0029(13) C14 0.0246(14) 0.029(2) 0.0339(15) 0.0003(12) -0.0008(11) 0.0023(11) C15 0.037(2) 0.031(2) 0.038(2) 0.0001(13) 0.0113(12) -0.0017(13) C16 0.045(2) 0.026(2) 0.043(2) -0.0022(13) 0.0098(14) -0.0026(13) C17 0.0276(15) 0.030(2) 0.0326(15) 0.0000(12) 0.0000(11) 0.0014(11) C18 0.036(2) 0.032(2) 0.037(2) 0.0045(13) 0.0089(12) -0.0012(13) C19 0.036(2) 0.025(2) 0.043(2) -0.0020(13) 0.0038(13) 0.0005(12) C20 0.035(2) 0.036(2) 0.0321(15) 0.0011(13) 0.0068(12) 0.0007(12) C21 0.042(2) 0.036(2) 0.036(2) -0.0042(13) 0.0106(12) 0.0033(13) C22 0.042(2) 0.0262(15) 0.036(2) -0.0075(13) 0.0070(12) 0.0030(13) C23 0.033(2) 0.040(2) 0.045(2) -0.0006(14) 0.0033(13) -0.0031(13) C24 0.034(2) 0.042(2) 0.035(2) -0.0002(13) -0.0012(12) 0.0020(13) C25 0.037(2) 0.0259(15) 0.0340(15) -0.0070(12) 0.0058(12) 0.0009(12) C26 0.034(2) 0.037(2) 0.051(2) 0.0013(14) -0.0006(13) -0.0021(13) C27 0.041(2) 0.035(2) 0.052(2) 0.0064(15) -0.0070(14) 0.0024(14) O28 0.0402(11) 0.0369(11) 0.0390(11) 0.0021(9) 0.0007(9) 0.0003(9) C28 0.033(2) 0.028(2) 0.037(2) -0.0093(13) 0.0088(13) 0.0030(13) O29 0.0368(12) 0.0392(11) 0.0408(11) -0.0031(9) 0.0020(9) -0.0053(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O12 2.039(2) . ? Co1 O1 2.085(2) . ? Co1 O29 2.103(2) 1_545 ? Co1 N12 2.137(2) . ? Co1 N1 2.147(2) . ? Co1 O28 2.243(2) 1_545 ? Co1 C28 2.504(3) 1_545 ? N1 C2 1.340(4) . ? N1 C6 1.345(3) . ? C2 C3 1.374(4) . ? C3 C4 1.378(5) . ? C4 C5 1.369(5) . ? C5 C6 1.386(4) . ? C6 C7 1.481(4) . ? C7 N12 1.349(3) . ? C7 C8 1.391(4) . ? C8 C9 1.362(4) . ? C9 C10 1.374(5) . ? C10 C11 1.372(4) . ? C11 N12 1.341(4) . ? O12 C13 1.284(3) . ? O13 C13 1.234(3) . ? C13 C14 1.505(4) . ? C14 C19 1.385(4) . ? C14 C15 1.387(4) . ? C15 C16 1.381(4) . ? C16 C17 1.401(4) . ? C17 C18 1.392(4) . ? C17 C20 1.480(4) . ? C18 C19 1.381(4) . ? C20 C21 1.330(4) . ? C21 C22 1.485(4) . ? C22 C23 1.385(4) . ? C22 C27 1.395(4) . ? C23 C24 1.388(4) . ? C24 C25 1.384(4) . ? C25 C26 1.392(4) . ? C25 C28 1.497(4) . ? C26 C27 1.383(4) . ? O28 C28 1.264(3) . ? O28 Co1 2.243(2) 1_565 ? C28 O29 1.262(3) . ? C28 Co1 2.504(3) 1_565 ? O29 Co1 2.103(2) 1_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 O12 Co1 O1 94.25(8) . . ? O12 Co1 O29 99.98(8) . 1_545 ? O1 Co1 O29 99.87(9) . 1_545 ? O12 Co1 N12 170.92(9) . . ? O1 Co1 N12 88.30(8) . . ? O29 Co1 N12 88.15(8) 1_545 . ? O12 Co1 N1 95.04(8) . . ? O1 Co1 N1 103.57(9) . . ? O29 Co1 N1 151.04(8) 1_545 . ? N12 Co1 N1 75.89(9) . . ? O12 Co1 O28 88.17(7) . 1_545 ? O1 Co1 O28 160.23(9) . 1_545 ? O29 Co1 O28 60.43(7) 1_545 1_545 ? N12 Co1 O28 92.37(8) . 1_545 ? N1 Co1 O28 95.74(8) . 1_545 ? O12 Co1 C28 95.96(8) . 1_545 ? O1 Co1 C28 130.10(10) . 1_545 ? O29 Co1 C28 30.24(8) 1_545 1_545 ? N12 Co1 C28 89.01(8) . 1_545 ? N1 Co1 C28 123.87(9) . 1_545 ? O28 Co1 C28 30.24(8) 1_545 1_545 ? C2 N1 C6 118.7(3) . . ? C2 N1 Co1 124.9(2) . . ? C6 N1 Co1 116.4(2) . . ? N1 C2 C3 122.6(3) . . ? C2 C3 C4 118.9(3) . . ? C5 C4 C3 118.9(3) . . ? C4 C5 C6 119.9(3) . . ? N1 C6 C5 121.1(3) . . ? N1 C6 C7 115.6(2) . . ? C5 C6 C7 123.3(3) . . ? N12 C7 C8 121.3(3) . . ? N12 C7 C6 115.1(2) . . ? C8 C7 C6 123.7(3) . . ? C9 C8 C7 119.4(3) . . ? C8 C9 C10 119.5(3) . . ? C11 C10 C9 118.9(3) . . ? N12 C11 C10 122.6(3) . . ? C11 N12 C7 118.3(2) . . ? C11 N12 Co1 124.7(2) . . ? C7 N12 Co1 116.9(2) . . ? C13 O12 Co1 124.6(2) . . ? O13 C13 O12 124.7(2) . . ? O13 C13 C14 119.2(2) . . ? O12 C13 C14 116.1(2) . . ? C19 C14 C15 118.4(2) . . ? C19 C14 C13 122.0(2) . . ? C15 C14 C13 119.5(2) . . ? C16 C15 C14 121.3(2) . . ? C15 C16 C17 120.6(2) . . ? C18 C17 C16 117.3(2) . . ? C18 C17 C20 117.9(2) . . ? C16 C17 C20 124.7(2) . . ? C19 C18 C17 121.9(2) . . ? C18 C19 C14 120.3(2) . . ? C21 C20 C17 130.1(3) . . ? C20 C21 C22 128.6(2) . . ? C23 C22 C27 118.2(3) . . ? C23 C22 C21 120.6(3) . . ? C27 C22 C21 121.1(2) . . ? C22 C23 C24 121.3(3) . . ? C25 C24 C23 120.2(3) . . ? C24 C25 C26 118.9(3) . . ? C24 C25 C28 121.0(2) . . ? C26 C25 C28 120.1(2) . . ? C27 C26 C25 120.6(3) . . ? C26 C27 C22 120.7(3) . . ? C28 O28 Co1 86.4(2) . 1_565 ? O29 C28 O28 120.3(2) . . ? O29 C28 C25 119.9(2) . . ? O28 C28 C25 119.8(2) . . ? O29 C28 Co1 57.02(13) . 1_565 ? O28 C28 Co1 63.38(14) . 1_565 ? C25 C28 Co1 173.9(2) . 1_565 ? C28 O29 Co1 92.7(2) . 1_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 O12 Co1 N1 C2 -0.9(2) . . . . ? O1 Co1 N1 C2 -96.5(2) . . . . ? O29 Co1 N1 C2 120.3(2) 1_545 . . . ? N12 Co1 N1 C2 178.8(2) . . . . ? O28 Co1 N1 C2 87.8(2) 1_545 . . . ? C28 Co1 N1 C2 99.7(2) 1_545 . . . ? O12 Co1 N1 C6 -178.8(2) . . . . ? O1 Co1 N1 C6 85.6(2) . . . . ? O29 Co1 N1 C6 -57.6(3) 1_545 . . . ? N12 Co1 N1 C6 0.9(2) . . . . ? O28 Co1 N1 C6 -90.1(2) 1_545 . . . ? C28 Co1 N1 C6 -78.2(2) 1_545 . . . ? C6 N1 C2 C3 -0.2(4) . . . . ? Co1 N1 C2 C3 -178.1(2) . . . . ? N1 C2 C3 C4 0.9(5) . . . . ? C2 C3 C4 C5 -0.8(5) . . . . ? C3 C4 C5 C6 0.1(5) . . . . ? C2 N1 C6 C5 -0.5(4) . . . . ? Co1 N1 C6 C5 177.5(2) . . . . ? C2 N1 C6 C7 179.8(2) . . . . ? Co1 N1 C6 C7 -2.2(3) . . . . ? C4 C5 C6 N1 0.6(5) . . . . ? C4 C5 C6 C7 -179.7(3) . . . . ? N1 C6 C7 N12 2.8(3) . . . . ? C5 C6 C7 N12 -176.9(3) . . . . ? N1 C6 C7 C8 -176.8(3) . . . . ? C5 C6 C7 C8 3.5(4) . . . . ? N12 C7 C8 C9 -0.5(4) . . . . ? C6 C7 C8 C9 179.1(3) . . . . ? C7 C8 C9 C10 0.9(5) . . . . ? C8 C9 C10 C11 -0.3(5) . . . . ? C9 C10 C11 N12 -0.9(5) . . . . ? C10 C11 N12 C7 1.3(4) . . . . ? C10 C11 N12 Co1 -176.7(2) . . . . ? C8 C7 N12 C11 -0.6(4) . . . . ? C6 C7 N12 C11 179.8(2) . . . . ? C8 C7 N12 Co1 177.6(2) . . . . ? C6 C7 N12 Co1 -2.0(3) . . . . ? O12 Co1 N12 C11 -179.2(4) . . . . ? O1 Co1 N12 C11 74.3(2) . . . . ? O29 Co1 N12 C11 -25.6(2) 1_545 . . . ? N1 Co1 N12 C11 178.8(2) . . . . ? O28 Co1 N12 C11 -85.9(2) 1_545 . . . ? C28 Co1 N12 C11 -55.9(2) 1_545 . . . ? O12 Co1 N12 C7 2.8(6) . . . . ? O1 Co1 N12 C7 -103.7(2) . . . . ? O29 Co1 N12 C7 156.3(2) 1_545 . . . ? N1 Co1 N12 C7 0.7(2) . . . . ? O28 Co1 N12 C7 96.0(2) 1_545 . . . ? C28 Co1 N12 C7 126.1(2) 1_545 . . . ? O1 Co1 O12 C13 17.8(2) . . . . ? O29 Co1 O12 C13 118.6(2) 1_545 . . . ? N12 Co1 O12 C13 -88.3(5) . . . . ? N1 Co1 O12 C13 -86.3(2) . . . . ? O28 Co1 O12 C13 178.1(2) 1_545 . . . ? C28 Co1 O12 C13 148.9(2) 1_545 . . . ? Co1 O12 C13 O13 20.0(4) . . . . ? Co1 O12 C13 C14 -159.5(2) . . . . ? O13 C13 C14 C19 -165.3(3) . . . . ? O12 C13 C14 C19 14.2(4) . . . . ? O13 C13 C14 C15 13.1(4) . . . . ? O12 C13 C14 C15 -167.3(2) . . . . ? C19 C14 C15 C16 -0.4(4) . . . . ? C13 C14 C15 C16 -178.9(3) . . . . ? C14 C15 C16 C17 2.1(4) . . . . ? C15 C16 C17 C18 -2.0(4) . . . . ? C15 C16 C17 C20 174.3(3) . . . . ? C16 C17 C18 C19 0.3(4) . . . . ? C20 C17 C18 C19 -176.3(3) . . . . ? C17 C18 C19 C14 1.4(4) . . . . ? C15 C14 C19 C18 -1.4(4) . . . . ? C13 C14 C19 C18 177.1(2) . . . . ? C18 C17 C20 C21 -175.4(3) . . . . ? C16 C17 C20 C21 8.3(5) . . . . ? C17 C20 C21 C22 3.6(5) . . . . ? C20 C21 C22 C23 91.0(4) . . . . ? C20 C21 C22 C27 -91.5(4) . . . . ? C27 C22 C23 C24 -1.5(4) . . . . ? C21 C22 C23 C24 176.0(2) . . . . ? C22 C23 C24 C25 1.2(4) . . . . ? C23 C24 C25 C26 0.2(4) . . . . ? C23 C24 C25 C28 -179.5(2) . . . . ? C24 C25 C26 C27 -1.2(4) . . . . ? C28 C25 C26 C27 178.5(2) . . . . ? C25 C26 C27 C22 0.8(4) . . . . ? C23 C22 C27 C26 0.5(4) . . . . ? C21 C22 C27 C26 -177.0(2) . . . . ? Co1 O28 C28 O29 4.3(2) 1_565 . . . ? Co1 O28 C28 C25 -174.1(2) 1_565 . . . ? Co1 O28 C28 Co1 0.0 1_565 . . 1_565 ? C24 C25 C28 O29 172.5(2) . . . . ? C26 C25 C28 O29 -7.2(4) . . . . ? C24 C25 C28 O28 -9.1(4) . . . . ? C26 C25 C28 O28 171.3(2) . . . . ? C24 C25 C28 Co1 -129.5(18) . . . 1_565 ? C26 C25 C28 Co1 50.8(19) . . . 1_565 ? O28 C28 O29 Co1 -4.6(2) . . . 1_565 ? C25 C28 O29 Co1 173.8(2) . . . 1_565 ? Co1 C28 O29 Co1 0.0 1_565 . . 1_565 ? _refine_diff_density_max 0.396 _refine_diff_density_min -0.253 _refine_diff_density_rms 0.046 #END