# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_917534 _database_code_depnum_ccdc_archive 'CCDC 917534' #TrackingRef 'Revision-tmtz-CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H23.50 Mn N3 O9.75' _chemical_formula_weight 468.82 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 Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.278(3) _cell_length_b 10.106(3) _cell_length_c 12.136(3) _cell_angle_alpha 92.828(4) _cell_angle_beta 103.413(5) _cell_angle_gamma 111.715(6) _cell_volume 1016.8(5) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 3895 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.531 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 487 _exptl_absorpt_coefficient_mu 0.707 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8715 _exptl_absorpt_correction_T_max 0.9456 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Saturn CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 9246 _diffrn_reflns_av_R_equivalents 0.0795 _diffrn_reflns_av_sigmaI/netI 0.1298 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 26.70 _reflns_number_total 4227 _reflns_number_gt 2783 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalStructure _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0468P)^2^+1.1225P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4227 _refine_ls_number_parameters 298 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.1365 _refine_ls_R_factor_gt 0.0825 _refine_ls_wR_factor_ref 0.1629 _refine_ls_wR_factor_gt 0.1414 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.065 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Mn1 Mn 0.30509(9) 0.13873(7) 0.09861(7) 0.0229(2) Uani 1 1 d . . . O1 O 0.1335(4) 0.2264(3) 0.1343(3) 0.0361(9) Uani 1 1 d . . . O2 O 0.3414(4) 0.3919(3) 0.0975(3) 0.0356(9) Uani 1 1 d . . . O3 O 0.3365(4) 0.8988(3) 0.0829(3) 0.0311(9) Uani 1 1 d . . . O4 O 0.1395(4) 0.9365(3) 0.1317(3) 0.0263(8) Uani 1 1 d . . . O5 O -0.2279(4) 0.4602(3) 0.2033(3) 0.0309(9) Uani 1 1 d . . . H5 H -0.2652 0.5234 0.1985 0.046 Uiso 1 1 calc R . . O6 O 0.5337(4) 0.2169(4) 0.0535(3) 0.0365(10) Uani 1 1 d D . . H1W H 0.576(5) 0.182(5) 0.009(4) 0.044 Uiso 1 1 d D . . H2W H 0.613(4) 0.294(4) 0.098(4) 0.044 Uiso 1 1 d D . . O7 O 0.1824(4) 0.0951(4) -0.0819(3) 0.0316(9) Uani 1 1 d D . . H3W H 0.199(5) 0.027(4) -0.121(4) 0.038 Uiso 1 1 d D . . H4W H 0.077(2) 0.066(5) -0.096(4) 0.038 Uiso 1 1 d D . . O8 O 0.6117(5) 0.6285(4) 0.1627(4) 0.0419(10) Uani 1 1 d D . . H5W H 0.633(6) 0.654(6) 0.096(3) 0.050 Uiso 1 1 d D . . H6W H 0.506(3) 0.564(5) 0.135(4) 0.050 Uiso 1 1 d D . . O9 O 0.2785(6) -0.0687(5) -0.2060(4) 0.0577(13) Uani 1 1 d D . . H7W H 0.369(5) -0.076(7) -0.159(4) 0.069 Uiso 1 1 d D . . H8W H 0.338(6) 0.008(5) -0.242(5) 0.069 Uiso 1 1 d D . . O10 O 0.3195(9) 0.1423(6) -0.3330(5) 0.069(2) Uani 0.75 1 d P . . N1 N 0.5880(5) 0.2345(5) 0.4598(4) 0.0352(11) Uani 1 1 d . . . N2 N 0.4386(6) 0.1524(5) 0.4705(4) 0.0444(13) Uani 1 1 d . . . N3 N 0.4287(5) 0.1742(4) 0.2850(4) 0.0299(10) Uani 1 1 d . . . C1 C 0.8696(7) 0.4018(6) 0.5284(5) 0.0397(14) Uani 1 1 d . . . C2 C 0.8823(7) 0.5451(7) 0.5241(5) 0.0415(14) Uani 1 1 d . . . C3 C 1.0163(7) 0.6448(6) 0.4969(5) 0.0438(15) Uani 1 1 d . . . C4 C 0.7281(7) 0.2956(7) 0.5612(5) 0.0495(16) Uani 1 1 d . . . H4A H 0.7563 0.2181 0.5925 0.059 Uiso 1 1 calc R . . H4B H 0.7012 0.3442 0.6205 0.059 Uiso 1 1 calc R . . C5 C 0.7526(8) 0.5893(8) 0.5458(6) 0.0624(19) Uani 1 1 d . . . H5A H 0.6575 0.5040 0.5426 0.094 Uiso 1 1 calc R . . H5B H 0.7262 0.6455 0.4878 0.094 Uiso 1 1 calc R . . H5C H 0.7903 0.6468 0.6209 0.094 Uiso 1 1 calc R . . C6 C 1.0328(9) 0.7996(7) 0.4984(7) 0.069(2) Uani 1 1 d . . . H6A H 1.1447 0.8618 0.5076 0.104 Uiso 1 1 calc R . . H6B H 0.9973 0.8272 0.5617 0.104 Uiso 1 1 calc R . . H6C H 0.9671 0.8092 0.4269 0.104 Uiso 1 1 calc R . . C7 C 0.3473(7) 0.1192(6) 0.3633(5) 0.0383(14) Uani 1 1 d . . . H7A H 0.2361 0.0626 0.3430 0.046 Uiso 1 1 calc R . . C8 C 0.5771(7) 0.2439(6) 0.3494(5) 0.0348(13) Uani 1 1 d . . . H8A H 0.6649 0.2942 0.3209 0.042 Uiso 1 1 calc R . . C9 C 0.1353(6) 0.4612(5) 0.1386(4) 0.0233(11) Uani 1 1 d . . . C10 C 0.2084(5) 0.6047(4) 0.1222(4) 0.0201(10) Uani 1 1 d . . . H10A H 0.3071 0.6363 0.1031 0.024 Uiso 1 1 calc R . . C11 C 0.1357(5) 0.6999(4) 0.1341(4) 0.0205(10) Uani 1 1 d . . . C12 C -0.0081(5) 0.6544(4) 0.1649(4) 0.0206(10) Uani 1 1 d . . . H12A H -0.0561 0.7196 0.1755 0.025 Uiso 1 1 calc R . . C13 C -0.0811(5) 0.5106(5) 0.1799(4) 0.0235(11) Uani 1 1 d . . . C14 C -0.0090(6) 0.4159(5) 0.1682(4) 0.0273(12) Uani 1 1 d . . . H14A H -0.0577 0.3201 0.1803 0.033 Uiso 1 1 calc R . . C15 C 0.2070(6) 0.3540(5) 0.1224(4) 0.0268(11) Uani 1 1 d . . . C16 C 0.2090(6) 0.8531(5) 0.1145(4) 0.0228(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.0211(4) 0.0174(3) 0.0304(4) 0.0032(3) 0.0070(3) 0.0077(3) O1 0.040(2) 0.0203(17) 0.053(2) 0.0061(16) 0.015(2) 0.0158(16) O2 0.032(2) 0.0242(17) 0.057(3) 0.0046(17) 0.0154(19) 0.0160(16) O3 0.0282(19) 0.0207(16) 0.049(2) 0.0055(16) 0.0184(18) 0.0101(15) O4 0.0249(18) 0.0159(15) 0.041(2) 0.0040(14) 0.0097(16) 0.0108(14) O5 0.0277(19) 0.0188(16) 0.051(2) 0.0067(16) 0.0173(18) 0.0100(15) O6 0.028(2) 0.0296(19) 0.049(2) -0.0060(18) 0.0184(19) 0.0050(16) O7 0.0277(19) 0.0345(19) 0.034(2) 0.0033(16) 0.0089(18) 0.0139(17) O8 0.036(2) 0.034(2) 0.061(3) 0.012(2) 0.019(2) 0.0145(17) O9 0.071(3) 0.058(3) 0.059(3) 0.012(2) 0.025(3) 0.038(3) O10 0.114(5) 0.037(3) 0.049(4) 0.005(3) 0.045(4) 0.009(3) N1 0.032(2) 0.042(2) 0.028(2) 0.005(2) 0.004(2) 0.013(2) N2 0.040(3) 0.047(3) 0.040(3) 0.004(2) 0.015(2) 0.007(2) N3 0.025(2) 0.028(2) 0.033(2) 0.0018(19) 0.004(2) 0.0091(19) C1 0.032(3) 0.048(3) 0.028(3) -0.001(3) -0.006(2) 0.013(3) C2 0.036(3) 0.055(4) 0.029(3) -0.004(3) -0.004(3) 0.021(3) C3 0.048(4) 0.039(3) 0.032(3) -0.004(3) -0.005(3) 0.014(3) C4 0.042(3) 0.063(4) 0.032(3) 0.012(3) -0.002(3) 0.015(3) C5 0.058(4) 0.074(5) 0.059(4) 0.005(4) 0.008(4) 0.035(4) C6 0.073(5) 0.047(4) 0.079(5) 0.003(4) 0.003(4) 0.025(4) C7 0.035(3) 0.043(3) 0.034(3) -0.001(3) 0.008(3) 0.012(3) C8 0.032(3) 0.037(3) 0.032(3) 0.005(2) 0.006(3) 0.011(3) C9 0.026(3) 0.019(2) 0.025(2) 0.000(2) 0.004(2) 0.012(2) C10 0.020(2) 0.018(2) 0.022(2) 0.0038(19) 0.003(2) 0.0080(19) C11 0.019(2) 0.017(2) 0.024(2) 0.0026(19) 0.005(2) 0.0063(19) C12 0.023(2) 0.014(2) 0.024(2) 0.0017(18) 0.001(2) 0.0101(19) C13 0.021(2) 0.017(2) 0.030(3) -0.001(2) 0.007(2) 0.0052(19) C14 0.028(3) 0.017(2) 0.033(3) 0.003(2) 0.008(2) 0.006(2) C15 0.030(3) 0.021(2) 0.029(3) 0.001(2) 0.001(2) 0.014(2) C16 0.021(2) 0.017(2) 0.027(3) 0.0011(19) 0.003(2) 0.007(2) _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 O7 2.160(4) . ? Mn1 O4 2.178(3) 1_545 ? Mn1 O6 2.183(3) . ? Mn1 O1 2.199(3) . ? Mn1 N3 2.231(4) . ? Mn1 O2 2.456(3) . ? O1 C15 1.250(5) . ? O2 C15 1.275(6) . ? O3 C16 1.258(5) . ? O4 C16 1.272(5) . ? O4 Mn1 2.178(3) 1_565 ? O5 C13 1.369(5) . ? O5 H5 0.8300 . ? O6 H1W 0.870(19) . ? O6 H2W 0.887(19) . ? O7 H3W 0.889(19) . ? O7 H4W 0.879(19) . ? O8 H5W 0.901(19) . ? O8 H6W 0.921(19) . ? O9 H7W 0.93(2) . ? O9 H8W 0.958(19) . ? N1 C8 1.330(7) . ? N1 N2 1.367(6) . ? N1 C4 1.475(7) . ? N2 C7 1.326(7) . ? N3 C8 1.316(6) . ? N3 C7 1.362(6) . ? C1 C3 1.393(8) 2_766 ? C1 C2 1.414(8) . ? C1 C4 1.508(8) . ? C2 C3 1.403(8) . ? C2 C5 1.499(9) . ? C3 C1 1.393(8) 2_766 ? C3 C6 1.513(9) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C5 H5C 0.9700 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C6 H6C 0.9700 . ? C7 H7A 0.9400 . ? C8 H8A 0.9400 . ? C9 C14 1.385(6) . ? C9 C10 1.402(6) . ? C9 C15 1.492(7) . ? C10 C11 1.383(6) . ? C10 H10A 0.9400 . ? C11 C12 1.388(6) . ? C11 C16 1.500(6) . ? C12 C13 1.400(6) . ? C12 H12A 0.9400 . ? C13 C14 1.375(7) . ? C14 H14A 0.9400 . ? 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 O7 Mn1 O4 92.79(13) . 1_545 ? O7 Mn1 O6 88.51(14) . . ? O4 Mn1 O6 137.49(13) 1_545 . ? O7 Mn1 O1 90.03(14) . . ? O4 Mn1 O1 84.76(12) 1_545 . ? O6 Mn1 O1 137.75(13) . . ? O7 Mn1 N3 177.68(14) . . ? O4 Mn1 N3 85.21(14) 1_545 . ? O6 Mn1 N3 92.18(15) . . ? O1 Mn1 N3 90.94(15) . . ? O7 Mn1 O2 88.99(13) . . ? O4 Mn1 O2 140.58(11) 1_545 . ? O6 Mn1 O2 81.90(12) . . ? O1 Mn1 O2 55.85(11) . . ? N3 Mn1 O2 93.30(14) . . ? C15 O1 Mn1 98.1(3) . . ? C15 O2 Mn1 85.6(3) . . ? C16 O4 Mn1 100.7(3) . 1_565 ? C13 O5 H5 109.5 . . ? Mn1 O6 H1W 135(3) . . ? Mn1 O6 H2W 117(3) . . ? H1W O6 H2W 106(3) . . ? Mn1 O7 H3W 113(4) . . ? Mn1 O7 H4W 113(3) . . ? H3W O7 H4W 106(3) . . ? H5W O8 H6W 100(3) . . ? H7W O9 H8W 95(2) . . ? C8 N1 N2 108.6(4) . . ? C8 N1 C4 130.6(5) . . ? N2 N1 C4 120.9(4) . . ? C7 N2 N1 103.0(4) . . ? C8 N3 C7 102.5(5) . . ? C8 N3 Mn1 135.6(4) . . ? C7 N3 Mn1 121.9(3) . . ? C3 C1 C2 122.1(5) 2_766 . ? C3 C1 C4 118.8(6) 2_766 . ? C2 C1 C4 119.1(5) . . ? C3 C2 C1 119.0(5) . . ? C3 C2 C5 120.4(6) . . ? C1 C2 C5 120.5(5) . . ? C1 C3 C2 118.9(5) 2_766 . ? C1 C3 C6 122.6(6) 2_766 . ? C2 C3 C6 118.5(6) . . ? N1 C4 C1 109.8(5) . . ? N1 C4 H4A 109.7 . . ? C1 C4 H4A 109.7 . . ? N1 C4 H4B 109.7 . . ? C1 C4 H4B 109.7 . . ? H4A C4 H4B 108.2 . . ? C2 C5 H5A 109.5 . . ? C2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N2 C7 N3 114.1(5) . . ? N2 C7 H7A 122.9 . . ? N3 C7 H7A 122.9 . . ? N3 C8 N1 111.9(5) . . ? N3 C8 H8A 124.1 . . ? N1 C8 H8A 124.1 . . ? C14 C9 C10 119.6(4) . . ? C14 C9 C15 118.6(4) . . ? C10 C9 C15 121.7(4) . . ? C11 C10 C9 120.2(4) . . ? C11 C10 H10A 119.9 . . ? C9 C10 H10A 119.9 . . ? C10 C11 C12 120.1(4) . . ? C10 C11 C16 121.4(4) . . ? C12 C11 C16 118.5(4) . . ? C11 C12 C13 119.4(4) . . ? C11 C12 H12A 120.3 . . ? C13 C12 H12A 120.3 . . ? O5 C13 C14 118.5(4) . . ? O5 C13 C12 120.8(4) . . ? C14 C13 C12 120.6(4) . . ? C13 C14 C9 120.1(4) . . ? C13 C14 H14A 119.9 . . ? C9 C14 H14A 119.9 . . ? O1 C15 O2 120.5(4) . . ? O1 C15 C9 118.9(4) . . ? O2 C15 C9 120.7(4) . . ? O3 C16 O4 120.7(4) . . ? O3 C16 C11 121.2(4) . . ? O4 C16 C11 118.1(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O7 Mn1 O1 C15 -88.5(3) . . . . ? O4 Mn1 O1 C15 178.7(3) 1_545 . . . ? O6 Mn1 O1 C15 -0.7(4) . . . . ? N3 Mn1 O1 C15 93.6(3) . . . . ? O2 Mn1 O1 C15 0.3(3) . . . . ? O7 Mn1 O2 C15 90.5(3) . . . . ? O4 Mn1 O2 C15 -2.7(4) 1_545 . . . ? O6 Mn1 O2 C15 179.1(3) . . . . ? O1 Mn1 O2 C15 -0.2(3) . . . . ? N3 Mn1 O2 C15 -89.1(3) . . . . ? C8 N1 N2 C7 -0.5(6) . . . . ? C4 N1 N2 C7 179.7(5) . . . . ? O4 Mn1 N3 C8 151.4(5) 1_545 . . . ? O6 Mn1 N3 C8 13.9(5) . . . . ? O1 Mn1 N3 C8 -124.0(5) . . . . ? O2 Mn1 N3 C8 -68.1(5) . . . . ? O4 Mn1 N3 C7 -29.8(4) 1_545 . . . ? O6 Mn1 N3 C7 -167.3(4) . . . . ? O1 Mn1 N3 C7 54.8(4) . . . . ? O2 Mn1 N3 C7 110.7(4) . . . . ? C3 C1 C2 C3 -1.9(9) 2_766 . . . ? C4 C1 C2 C3 178.1(5) . . . . ? C3 C1 C2 C5 176.7(6) 2_766 . . . ? C4 C1 C2 C5 -3.2(8) . . . . ? C1 C2 C3 C1 1.8(9) . . . 2_766 ? C5 C2 C3 C1 -176.8(5) . . . 2_766 ? C1 C2 C3 C6 -177.0(6) . . . . ? C5 C2 C3 C6 4.4(9) . . . . ? C8 N1 C4 C1 10.3(9) . . . . ? N2 N1 C4 C1 -170.0(5) . . . . ? C3 C1 C4 N1 -96.3(6) 2_766 . . . ? C2 C1 C4 N1 83.7(6) . . . . ? N1 N2 C7 N3 0.2(6) . . . . ? C8 N3 C7 N2 0.2(6) . . . . ? Mn1 N3 C7 N2 -179.0(4) . . . . ? C7 N3 C8 N1 -0.5(6) . . . . ? Mn1 N3 C8 N1 178.4(4) . . . . ? N2 N1 C8 N3 0.7(6) . . . . ? C4 N1 C8 N3 -179.6(6) . . . . ? C14 C9 C10 C11 -0.9(7) . . . . ? C15 C9 C10 C11 177.8(4) . . . . ? C9 C10 C11 C12 1.5(7) . . . . ? C9 C10 C11 C16 -178.6(4) . . . . ? C10 C11 C12 C13 -2.1(7) . . . . ? C16 C11 C12 C13 178.0(4) . . . . ? C11 C12 C13 O5 -175.9(4) . . . . ? C11 C12 C13 C14 2.2(7) . . . . ? O5 C13 C14 C9 176.6(4) . . . . ? C12 C13 C14 C9 -1.6(7) . . . . ? C10 C9 C14 C13 0.9(7) . . . . ? C15 C9 C14 C13 -177.8(5) . . . . ? Mn1 O1 C15 O2 -0.5(5) . . . . ? Mn1 O1 C15 C9 179.9(4) . . . . ? Mn1 O2 C15 O1 0.4(5) . . . . ? Mn1 O2 C15 C9 -179.9(4) . . . . ? C14 C9 C15 O1 1.2(7) . . . . ? C10 C9 C15 O1 -177.5(5) . . . . ? C14 C9 C15 O2 -178.5(5) . . . . ? C10 C9 C15 O2 2.8(7) . . . . ? Mn1 O4 C16 O3 -2.2(5) 1_565 . . . ? Mn1 O4 C16 C11 177.2(4) 1_565 . . . ? C10 C11 C16 O3 2.4(7) . . . . ? C12 C11 C16 O3 -177.7(4) . . . . ? C10 C11 C16 O4 -177.0(4) . . . . ? C12 C11 C16 O4 2.9(7) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O5 H5 O8 0.83 1.83 2.640(6) 166.1 1_455 O6 H1W O3 0.870(19) 1.84(2) 2.708(4) 177(5) 2_665 O6 H2W O5 0.887(19) 1.929(19) 2.813(5) 175(4) 1_655 O7 H4W O4 0.879(19) 1.95(2) 2.797(5) 162(5) 2_565 O7 H3W O9 0.889(19) 1.83(2) 2.697(5) 164(4) . O8 H5W O7 0.901(19) 2.53(4) 3.099(5) 122(4) 2_665 O8 H6W O2 0.921(19) 1.79(3) 2.662(5) 157(6) . O9 H7W O6 0.93(2) 2.25(3) 3.068(7) 146(5) 2_655 O9 H8W O10 0.958(19) 1.83(4) 2.658(8) 143(5) . _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 26.70 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.561 _refine_diff_density_min -0.414 _refine_diff_density_rms 0.090 data_Mn-tmtz-1,3-bdc(2) _database_code_depnum_ccdc_archive 'CCDC 917535' #TrackingRef 'tmtz-CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H34 Mn N9 O4 ' _chemical_formula_sum 'C32 H34 Mn N9 O4' _chemical_formula_weight 663.62 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 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' C C 0.0033 0.0016 '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 _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.1259(11) _cell_length_b 11.6606(13) _cell_length_c 13.7407(13) _cell_angle_alpha 91.410(3) _cell_angle_beta 94.187(3) _cell_angle_gamma 109.446(3) _cell_volume 1523.7(3) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 6065 _cell_measurement_theta_min 3.3 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.446 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 692 _exptl_absorpt_coefficient_mu 0.488 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9088 _exptl_absorpt_correction_T_max 0.9528 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Saturn CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 14068 _diffrn_reflns_av_R_equivalents 0.0522 _diffrn_reflns_av_sigmaI/netI 0.0894 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.27 _diffrn_reflns_theta_max 27.48 _reflns_number_total 6853 _reflns_number_gt 4640 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalStructure _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0782P)^2^+0.3269P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6853 _refine_ls_number_parameters 417 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1147 _refine_ls_R_factor_gt 0.0707 _refine_ls_wR_factor_ref 0.1732 _refine_ls_wR_factor_gt 0.1514 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Mn1 Mn 0.16452(5) 0.28098(5) 0.47681(4) 0.02571(17) Uani 1 1 d . . . O1 O -0.0388(3) 0.1778(3) 0.4146(2) 0.0445(7) Uani 1 1 d . . . O2 O -0.0881(3) 0.3142(3) 0.5054(2) 0.0473(7) Uani 1 1 d . . . O3 O -0.5993(3) 0.2849(2) 0.5038(2) 0.0362(6) Uani 1 1 d . . . O4 O -0.7543(2) 0.1492(2) 0.40207(19) 0.0354(6) Uani 1 1 d . . . N1 N 0.2556(3) 0.5767(3) 0.6945(2) 0.0284(7) Uani 1 1 d . . . N2 N 0.3902(3) 0.5770(3) 0.6922(2) 0.0331(7) Uani 1 1 d . . . N3 N 0.2467(3) 0.4521(3) 0.5721(2) 0.0288(7) Uani 1 1 d . . . N4 N 0.3240(3) 0.4772(3) 1.2208(2) 0.0375(8) Uani 1 1 d . . . N5 N 0.2982(4) 0.5743(3) 1.2622(2) 0.0440(9) Uani 1 1 d . . . N6 N 0.2196(3) 0.4067(3) 1.3507(2) 0.0372(8) Uani 1 1 d . . . N7 N 0.0424(4) 0.0661(3) 0.7352(2) 0.0386(8) Uani 1 1 d . . . N8 N 0.1665(4) 0.1488(3) 0.7752(3) 0.0565(11) Uani 1 1 d . . . N9 N 0.1248(3) 0.1841(3) 0.6180(2) 0.0309(7) Uani 1 1 d . . . C1 C 0.2611(4) 0.6154(3) 0.8707(3) 0.0303(8) Uani 1 1 d . . . C2 C 0.3835(4) 0.6885(3) 0.9244(3) 0.0294(8) Uani 1 1 d . . . C3 C 0.4207(4) 0.6528(3) 1.0163(3) 0.0325(8) Uani 1 1 d . . . C4 C 0.3450(4) 0.5376(3) 1.0469(3) 0.0333(9) Uani 1 1 d . . . C5 C 0.2229(4) 0.4644(3) 0.9923(3) 0.0358(9) Uani 1 1 d . . . C6 C 0.1769(4) 0.5051(3) 0.9063(3) 0.0345(9) Uani 1 1 d . . . C7 C 0.2206(4) 0.6498(3) 0.7700(3) 0.0344(9) Uani 1 1 d . . . H7A H 0.1195 0.6364 0.7628 0.041 Uiso 1 1 calc R . . H7B H 0.2707 0.7364 0.7622 0.041 Uiso 1 1 calc R . . C8 C 0.4810(5) 0.8025(4) 0.8844(3) 0.0466(11) Uani 1 1 d . . . H8A H 0.4747 0.7932 0.8137 0.070 Uiso 1 1 calc R . . H8B H 0.5768 0.8157 0.9105 0.070 Uiso 1 1 calc R . . H8C H 0.4541 0.8718 0.9033 0.070 Uiso 1 1 calc R . . C9 C 0.5425(5) 0.7380(4) 1.0817(3) 0.0583(13) Uani 1 1 d . . . H9A H 0.6266 0.7178 1.0732 0.087 Uiso 1 1 calc R . . H9B H 0.5210 0.7294 1.1493 0.087 Uiso 1 1 calc R . . H9C H 0.5579 0.8213 1.0644 0.087 Uiso 1 1 calc R . . C10 C 0.4031(5) 0.4881(4) 1.1344(3) 0.0450(11) Uani 1 1 d . . . H10A H 0.4060 0.4074 1.1153 0.054 Uiso 1 1 calc R . . H10B H 0.5000 0.5412 1.1522 0.054 Uiso 1 1 calc R . . C11 C 0.1376(6) 0.3401(4) 1.0248(4) 0.0603(13) Uani 1 1 d . . . H11A H 0.1821 0.3237 1.0853 0.090 Uiso 1 1 calc R . . H11B H 0.1327 0.2783 0.9748 0.090 Uiso 1 1 calc R . . H11C H 0.0434 0.3388 1.0351 0.090 Uiso 1 1 calc R . . C12 C 0.0387(5) 0.4287(4) 0.8506(3) 0.0560(12) Uani 1 1 d . . . H12A H -0.0051 0.3569 0.8861 0.084 Uiso 1 1 calc R . . H12B H 0.0567 0.4042 0.7863 0.084 Uiso 1 1 calc R . . H12C H -0.0234 0.4764 0.8439 0.084 Uiso 1 1 calc R . . C13 C 0.3792(4) 0.5014(3) 0.6174(3) 0.0317(8) Uani 1 1 d . . . H13A H 0.4564 0.4827 0.5966 0.038 Uiso 1 1 calc R . . C14 C 0.1728(4) 0.5029(3) 0.6235(3) 0.0289(8) Uani 1 1 d . . . H14A H 0.0759 0.4887 0.6112 0.035 Uiso 1 1 calc R . . C15 C 0.2353(4) 0.5268(4) 1.3401(3) 0.0411(10) Uani 1 1 d . . . H15A H 0.2039 0.5721 1.3849 0.049 Uiso 1 1 calc R . . C16 C 0.2784(4) 0.3804(4) 1.2742(3) 0.0385(9) Uani 1 1 d . . . H16A H 0.2867 0.3040 1.2597 0.046 Uiso 1 1 calc R . . C17 C -0.0157(4) -0.0138(3) 0.8988(3) 0.0333(9) Uani 1 1 d . . . C18 C -0.1006(4) 0.0369(3) 0.9472(3) 0.0369(9) Uani 1 1 d . . . C19 C -0.0866(4) 0.0488(3) 1.0490(3) 0.0372(9) Uani 1 1 d . . . C20 C -0.0383(6) -0.0380(4) 0.7886(3) 0.0589(14) Uani 1 1 d . . . H20A H -0.0112 -0.1086 0.7714 0.071 Uiso 1 1 calc R . . H20B H -0.1385 -0.0582 0.7681 0.071 Uiso 1 1 calc R . . C21 C -0.2041(5) 0.0834(5) 0.8894(5) 0.0735(17) Uani 1 1 d . . . H21A H -0.2004 0.0681 0.8201 0.110 Uiso 1 1 calc R . . H21B H -0.1799 0.1702 0.9036 0.110 Uiso 1 1 calc R . . H21C H -0.2984 0.0415 0.9074 0.110 Uiso 1 1 calc R . . C22 C -0.1860(7) 0.0959(5) 1.1005(5) 0.082(2) Uani 1 1 d . . . H22A H -0.1636 0.0989 1.1706 0.122 Uiso 1 1 calc R . . H22B H -0.2818 0.0421 1.0841 0.122 Uiso 1 1 calc R . . H22C H -0.1768 0.1770 1.0800 0.122 Uiso 1 1 calc R . . C23 C 0.2099(5) 0.2166(4) 0.7013(3) 0.0455(11) Uani 1 1 d . . . H23A H 0.2943 0.2831 0.7061 0.055 Uiso 1 1 calc R . . C24 C 0.0220(4) 0.0881(3) 0.6426(3) 0.0306(8) Uani 1 1 d . . . H24A H -0.0551 0.0417 0.5999 0.037 Uiso 1 1 calc R . . C25 C -0.2790(3) 0.1527(3) 0.4236(2) 0.0261(8) Uani 1 1 d . . . C26 C -0.3802(3) 0.2008(3) 0.4491(2) 0.0262(7) Uani 1 1 d . . . H26A H -0.3532 0.2753 0.4858 0.031 Uiso 1 1 calc R . . C27 C -0.5220(3) 0.1396(3) 0.4207(2) 0.0250(7) Uani 1 1 d . . . C28 C -0.5624(4) 0.0278(3) 0.3688(3) 0.0319(8) Uani 1 1 d . . . H28A H -0.6578 -0.0137 0.3496 0.038 Uiso 1 1 calc R . . C29 C -0.4617(4) -0.0225(3) 0.3452(3) 0.0366(9) Uani 1 1 d . . . H29A H -0.4889 -0.0990 0.3115 0.044 Uiso 1 1 calc R . . C30 C -0.3202(4) 0.0409(3) 0.3718(3) 0.0344(9) Uani 1 1 d . . . H30A H -0.2518 0.0077 0.3544 0.041 Uiso 1 1 calc R . . C31 C -0.1256(4) 0.2208(4) 0.4509(3) 0.0334(9) Uani 1 1 d . . . C32 C -0.6309(3) 0.1955(3) 0.4444(3) 0.0274(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.0219(3) 0.0320(3) 0.0221(3) 0.0007(2) 0.0028(2) 0.0075(2) O1 0.0202(13) 0.0649(19) 0.0492(18) 0.0026(15) 0.0018(12) 0.0156(13) O2 0.0278(14) 0.0412(16) 0.066(2) 0.0001(15) -0.0089(14) 0.0058(12) O3 0.0254(13) 0.0393(15) 0.0429(16) -0.0074(13) 0.0030(12) 0.0102(11) O4 0.0196(12) 0.0460(15) 0.0406(16) -0.0080(12) -0.0031(11) 0.0128(11) N1 0.0308(16) 0.0338(16) 0.0225(16) 0.0010(13) 0.0000(13) 0.0138(13) N2 0.0303(17) 0.0372(17) 0.0303(17) 0.0004(14) 0.0018(14) 0.0096(14) N3 0.0288(16) 0.0310(15) 0.0249(16) 0.0012(12) 0.0029(13) 0.0076(13) N4 0.0383(18) 0.054(2) 0.0249(17) 0.0094(15) 0.0085(14) 0.0201(16) N5 0.050(2) 0.052(2) 0.035(2) 0.0085(16) 0.0070(17) 0.0217(18) N6 0.0332(18) 0.0493(19) 0.0262(17) 0.0031(14) 0.0048(14) 0.0096(15) N7 0.048(2) 0.0313(16) 0.0231(17) 0.0036(13) 0.0039(15) -0.0044(15) N8 0.064(3) 0.043(2) 0.034(2) 0.0069(16) -0.0117(19) -0.0170(19) N9 0.0294(16) 0.0341(16) 0.0278(17) 0.0042(13) 0.0007(14) 0.0088(14) C1 0.038(2) 0.0322(19) 0.0216(18) -0.0007(15) 0.0038(16) 0.0134(17) C2 0.035(2) 0.0239(17) 0.028(2) 0.0028(15) 0.0026(16) 0.0072(15) C3 0.0291(19) 0.041(2) 0.027(2) -0.0009(16) 0.0021(16) 0.0105(17) C4 0.036(2) 0.045(2) 0.0229(19) 0.0052(16) 0.0060(17) 0.0187(18) C5 0.042(2) 0.0319(19) 0.032(2) 0.0068(16) 0.0127(18) 0.0075(18) C6 0.033(2) 0.038(2) 0.030(2) -0.0029(16) 0.0078(17) 0.0072(17) C7 0.047(2) 0.038(2) 0.024(2) -0.0023(16) 0.0006(17) 0.0219(18) C8 0.049(3) 0.035(2) 0.049(3) 0.0065(19) -0.001(2) 0.006(2) C9 0.051(3) 0.068(3) 0.041(3) -0.002(2) -0.009(2) 0.002(2) C10 0.047(3) 0.067(3) 0.032(2) 0.017(2) 0.017(2) 0.030(2) C11 0.070(3) 0.047(3) 0.055(3) 0.015(2) 0.019(3) 0.004(2) C12 0.039(2) 0.067(3) 0.044(3) -0.003(2) -0.001(2) -0.004(2) C13 0.031(2) 0.0342(19) 0.027(2) 0.0002(16) 0.0033(16) 0.0071(16) C14 0.0279(18) 0.0328(18) 0.0256(19) 0.0046(15) -0.0013(15) 0.0102(16) C15 0.045(2) 0.049(2) 0.031(2) 0.0024(18) 0.0066(19) 0.018(2) C16 0.043(2) 0.045(2) 0.028(2) 0.0071(17) 0.0041(18) 0.0147(19) C17 0.041(2) 0.0245(17) 0.0232(19) 0.0010(15) 0.0052(17) -0.0041(16) C18 0.029(2) 0.0306(19) 0.043(2) 0.0162(17) -0.0009(17) -0.0009(16) C19 0.043(2) 0.0258(18) 0.043(2) 0.0050(16) 0.020(2) 0.0082(17) C20 0.089(4) 0.038(2) 0.022(2) 0.0025(17) 0.002(2) -0.015(2) C21 0.044(3) 0.062(3) 0.104(5) 0.041(3) -0.012(3) 0.005(2) C22 0.105(5) 0.054(3) 0.107(5) 0.026(3) 0.076(4) 0.039(3) C23 0.043(2) 0.039(2) 0.037(2) 0.0132(18) -0.0047(19) -0.0086(19) C24 0.032(2) 0.0349(19) 0.0223(19) 0.0020(15) 0.0040(16) 0.0071(17) C25 0.0195(16) 0.0314(18) 0.0264(19) 0.0103(15) 0.0013(14) 0.0067(14) C26 0.0228(17) 0.0304(17) 0.0247(18) 0.0048(14) 0.0022(14) 0.0076(15) C27 0.0199(16) 0.0302(18) 0.0255(19) 0.0063(14) 0.0036(14) 0.0087(14) C28 0.0225(18) 0.039(2) 0.033(2) 0.0027(16) 0.0016(16) 0.0082(16) C29 0.030(2) 0.036(2) 0.043(2) -0.0074(17) -0.0030(18) 0.0111(17) C30 0.0235(18) 0.044(2) 0.041(2) 0.0058(18) 0.0068(17) 0.0170(17) C31 0.0202(18) 0.045(2) 0.034(2) 0.0152(18) 0.0001(16) 0.0082(17) C32 0.0195(17) 0.0348(19) 0.0266(19) 0.0054(16) 0.0055(15) 0.0063(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn1 O1 2.112(3) . ? Mn1 O4 2.231(2) 1_655 ? Mn1 N3 2.235(3) . ? Mn1 N9 2.263(3) . ? Mn1 N6 2.278(3) 1_554 ? Mn1 O3 2.378(3) 1_655 ? O1 C31 1.272(4) . ? O2 C31 1.238(5) . ? O3 C32 1.246(4) . ? O3 Mn1 2.378(3) 1_455 ? O4 C32 1.273(4) . ? O4 Mn1 2.231(2) 1_455 ? N1 C14 1.325(5) . ? N1 N2 1.365(4) . ? N1 C7 1.462(4) . ? N2 C13 1.311(5) . ? N3 C14 1.328(4) . ? N3 C13 1.366(5) . ? N4 C16 1.330(5) . ? N4 N5 1.364(5) . ? N4 C10 1.465(4) . ? N5 C15 1.324(5) . ? N6 C16 1.323(5) . ? N6 C15 1.368(5) . ? N6 Mn1 2.278(3) 1_556 ? N7 C24 1.318(5) . ? N7 N8 1.370(5) . ? N7 C20 1.467(5) . ? N8 C23 1.313(5) . ? N9 C24 1.321(5) . ? N9 C23 1.346(5) . ? C1 C2 1.394(5) . ? C1 C6 1.409(5) . ? C1 C7 1.515(5) . ? C2 C3 1.404(5) . ? C2 C8 1.511(5) . ? C3 C4 1.399(5) . ? C3 C9 1.514(6) . ? C4 C5 1.396(6) . ? C4 C10 1.510(5) . ? C5 C6 1.391(5) . ? C5 C11 1.516(5) . ? C6 C12 1.522(6) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C8 H8C 0.9700 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C9 H9C 0.9700 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C11 H11C 0.9700 . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C12 H12C 0.9700 . ? C13 H13A 0.9400 . ? C14 H14A 0.9400 . ? C15 H15A 0.9400 . ? C16 H16A 0.9400 . ? C17 C18 1.391(6) . ? C17 C19 1.393(6) 2_557 ? C17 C20 1.520(5) . ? C18 C19 1.394(6) . ? C18 C21 1.517(6) . ? C19 C17 1.393(6) 2_557 ? C19 C22 1.506(6) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C21 H21C 0.9700 . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C22 H22C 0.9700 . ? C23 H23A 0.9400 . ? C24 H24A 0.9400 . ? C25 C26 1.383(5) . ? C25 C30 1.389(5) . ? C25 C31 1.504(5) . ? C26 C27 1.394(5) . ? C26 H26A 0.9400 . ? C27 C28 1.391(5) . ? C27 C32 1.506(5) . ? C28 C29 1.387(5) . ? C28 H28A 0.9400 . ? C29 C30 1.392(5) . ? C29 H29A 0.9400 . ? C30 H30A 0.9400 . ? 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 Mn1 O4 88.25(10) . 1_655 ? O1 Mn1 N3 132.74(11) . . ? O4 Mn1 N3 138.98(10) 1_655 . ? O1 Mn1 N9 91.27(11) . . ? O4 Mn1 N9 96.66(10) 1_655 . ? N3 Mn1 N9 85.54(11) . . ? O1 Mn1 N6 95.35(12) . 1_554 ? O4 Mn1 N6 90.15(11) 1_655 1_554 ? N3 Mn1 N6 85.11(11) . 1_554 ? N9 Mn1 N6 170.65(12) . 1_554 ? O1 Mn1 O3 144.51(10) . 1_655 ? O4 Mn1 O3 56.89(9) 1_655 1_655 ? N3 Mn1 O3 82.48(10) . 1_655 ? N9 Mn1 O3 86.88(10) . 1_655 ? N6 Mn1 O3 91.52(11) 1_554 1_655 ? C31 O1 Mn1 107.7(3) . . ? C32 O3 Mn1 87.7(2) . 1_455 ? C32 O4 Mn1 93.7(2) . 1_455 ? C14 N1 N2 110.4(3) . . ? C14 N1 C7 129.5(3) . . ? N2 N1 C7 120.2(3) . . ? C13 N2 N1 102.2(3) . . ? C14 N3 C13 102.7(3) . . ? C14 N3 Mn1 127.1(2) . . ? C13 N3 Mn1 126.5(2) . . ? C16 N4 N5 110.5(3) . . ? C16 N4 C10 127.4(3) . . ? N5 N4 C10 121.9(3) . . ? C15 N5 N4 101.6(3) . . ? C16 N6 C15 102.5(3) . . ? C16 N6 Mn1 122.3(3) . 1_556 ? C15 N6 Mn1 133.5(3) . 1_556 ? C24 N7 N8 109.4(3) . . ? C24 N7 C20 128.3(3) . . ? N8 N7 C20 121.8(3) . . ? C23 N8 N7 102.0(3) . . ? C24 N9 C23 102.6(3) . . ? C24 N9 Mn1 132.5(3) . . ? C23 N9 Mn1 124.9(2) . . ? C2 C1 C6 120.8(3) . . ? C2 C1 C7 120.4(3) . . ? C6 C1 C7 118.7(3) . . ? C1 C2 C3 119.3(3) . . ? C1 C2 C8 121.7(3) . . ? C3 C2 C8 119.0(4) . . ? C2 C3 C4 119.5(3) . . ? C2 C3 C9 120.2(3) . . ? C4 C3 C9 120.2(4) . . ? C5 C4 C3 120.4(3) . . ? C5 C4 C10 119.8(4) . . ? C3 C4 C10 119.5(4) . . ? C6 C5 C4 120.0(3) . . ? C6 C5 C11 118.5(4) . . ? C4 C5 C11 121.5(4) . . ? C5 C6 C1 119.3(4) . . ? C5 C6 C12 119.9(4) . . ? C1 C6 C12 120.9(4) . . ? N1 C7 C1 110.4(3) . . ? N1 C7 H7A 109.6 . . ? C1 C7 H7A 109.6 . . ? N1 C7 H7B 109.6 . . ? C1 C7 H7B 109.6 . . ? H7A C7 H7B 108.1 . . ? C2 C8 H8A 109.5 . . ? C2 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C2 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C3 C9 H9A 109.5 . . ? C3 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C3 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N4 C10 C4 115.1(3) . . ? N4 C10 H10A 108.5 . . ? C4 C10 H10A 108.5 . . ? N4 C10 H10B 108.5 . . ? C4 C10 H10B 108.5 . . ? H10A C10 H10B 107.5 . . ? C5 C11 H11A 109.5 . . ? C5 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C5 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C6 C12 H12A 109.5 . . ? C6 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C6 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N2 C13 N3 114.7(3) . . ? N2 C13 H13A 122.6 . . ? N3 C13 H13A 122.7 . . ? N3 C14 N1 110.0(3) . . ? N3 C14 H14A 125.0 . . ? N1 C14 H14A 125.0 . . ? N5 C15 N6 115.0(4) . . ? N5 C15 H15A 122.5 . . ? N6 C15 H15A 122.5 . . ? N6 C16 N4 110.4(4) . . ? N6 C16 H16A 124.8 . . ? N4 C16 H16A 124.8 . . ? C18 C17 C19 120.6(3) . 2_557 ? C18 C17 C20 120.4(4) . . ? C19 C17 C20 119.0(4) 2_557 . ? C17 C18 C19 119.7(4) . . ? C17 C18 C21 120.1(4) . . ? C19 C18 C21 120.2(4) . . ? C17 C19 C18 119.7(3) 2_557 . ? C17 C19 C22 121.3(4) 2_557 . ? C18 C19 C22 118.9(4) . . ? N7 C20 C17 113.0(3) . . ? N7 C20 H20A 109.0 . . ? C17 C20 H20A 109.0 . . ? N7 C20 H20B 109.0 . . ? C17 C20 H20B 109.0 . . ? H20A C20 H20B 107.8 . . ? C18 C21 H21A 109.5 . . ? C18 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C18 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C19 C22 H22A 109.5 . . ? C19 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C19 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N8 C23 N9 115.1(3) . . ? N8 C23 H23A 122.4 . . ? N9 C23 H23A 122.4 . . ? N7 C24 N9 110.8(3) . . ? N7 C24 H24A 124.6 . . ? N9 C24 H24A 124.6 . . ? C26 C25 C30 119.3(3) . . ? C26 C25 C31 120.5(3) . . ? C30 C25 C31 120.1(3) . . ? C25 C26 C27 120.5(3) . . ? C25 C26 H26A 119.7 . . ? C27 C26 H26A 119.7 . . ? C28 C27 C26 119.8(3) . . ? C28 C27 C32 120.0(3) . . ? C26 C27 C32 120.2(3) . . ? C29 C28 C27 120.0(3) . . ? C29 C28 H28A 120.0 . . ? C27 C28 H28A 120.0 . . ? C28 C29 C30 119.7(3) . . ? C28 C29 H29A 120.2 . . ? C30 C29 H29A 120.2 . . ? C25 C30 C29 120.7(3) . . ? C25 C30 H30A 119.7 . . ? C29 C30 H30A 119.7 . . ? O2 C31 O1 122.8(3) . . ? O2 C31 C25 120.7(3) . . ? O1 C31 C25 116.5(4) . . ? O3 C32 O4 121.6(3) . . ? O3 C32 C27 120.2(3) . . ? O4 C32 C27 118.2(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 Mn1 O1 C31 173.2(2) 1_655 . . . ? N3 Mn1 O1 C31 -8.6(3) . . . . ? N9 Mn1 O1 C31 76.5(2) . . . . ? N6 Mn1 O1 C31 -96.9(2) 1_554 . . . ? O3 Mn1 O1 C31 162.9(2) 1_655 . . . ? C14 N1 N2 C13 0.3(4) . . . . ? C7 N1 N2 C13 179.1(3) . . . . ? O1 Mn1 N3 C14 16.6(3) . . . . ? O4 Mn1 N3 C14 -166.1(2) 1_655 . . . ? N9 Mn1 N3 C14 -71.0(3) . . . . ? N6 Mn1 N3 C14 109.3(3) 1_554 . . . ? O3 Mn1 N3 C14 -158.5(3) 1_655 . . . ? O1 Mn1 N3 C13 171.2(2) . . . . ? O4 Mn1 N3 C13 -11.4(4) 1_655 . . . ? N9 Mn1 N3 C13 83.6(3) . . . . ? N6 Mn1 N3 C13 -96.0(3) 1_554 . . . ? O3 Mn1 N3 C13 -3.8(3) 1_655 . . . ? C16 N4 N5 C15 -0.6(4) . . . . ? C10 N4 N5 C15 -175.5(4) . . . . ? C24 N7 N8 C23 1.1(5) . . . . ? C20 N7 N8 C23 173.4(4) . . . . ? O1 Mn1 N9 C24 9.3(3) . . . . ? O4 Mn1 N9 C24 -79.1(3) 1_655 . . . ? N3 Mn1 N9 C24 142.1(3) . . . . ? O3 Mn1 N9 C24 -135.2(3) 1_655 . . . ? O1 Mn1 N9 C23 -170.7(3) . . . . ? O4 Mn1 N9 C23 100.9(3) 1_655 . . . ? N3 Mn1 N9 C23 -37.9(3) . . . . ? O3 Mn1 N9 C23 44.8(3) 1_655 . . . ? C6 C1 C2 C3 -1.8(5) . . . . ? C7 C1 C2 C3 -178.2(3) . . . . ? C6 C1 C2 C8 175.4(3) . . . . ? C7 C1 C2 C8 -1.0(5) . . . . ? C1 C2 C3 C4 8.2(5) . . . . ? C8 C2 C3 C4 -169.0(3) . . . . ? C1 C2 C3 C9 -172.2(4) . . . . ? C8 C2 C3 C9 10.6(6) . . . . ? C2 C3 C4 C5 -7.9(5) . . . . ? C9 C3 C4 C5 172.6(4) . . . . ? C2 C3 C4 C10 166.6(3) . . . . ? C9 C3 C4 C10 -13.0(5) . . . . ? C3 C4 C5 C6 0.8(5) . . . . ? C10 C4 C5 C6 -173.6(3) . . . . ? C3 C4 C5 C11 -178.9(4) . . . . ? C10 C4 C5 C11 6.6(6) . . . . ? C4 C5 C6 C1 5.6(5) . . . . ? C11 C5 C6 C1 -174.6(4) . . . . ? C4 C5 C6 C12 -175.9(4) . . . . ? C11 C5 C6 C12 3.8(6) . . . . ? C2 C1 C6 C5 -5.2(5) . . . . ? C7 C1 C6 C5 171.3(3) . . . . ? C2 C1 C6 C12 176.4(4) . . . . ? C7 C1 C6 C12 -7.1(5) . . . . ? C14 N1 C7 C1 121.9(4) . . . . ? N2 N1 C7 C1 -56.8(4) . . . . ? C2 C1 C7 N1 101.6(4) . . . . ? C6 C1 C7 N1 -74.9(4) . . . . ? C16 N4 C10 C4 130.0(4) . . . . ? N5 N4 C10 C4 -56.0(5) . . . . ? C5 C4 C10 N4 -73.9(5) . . . . ? C3 C4 C10 N4 111.6(4) . . . . ? N1 N2 C13 N3 -0.5(4) . . . . ? C14 N3 C13 N2 0.5(4) . . . . ? Mn1 N3 C13 N2 -159.0(2) . . . . ? C13 N3 C14 N1 -0.3(4) . . . . ? Mn1 N3 C14 N1 159.0(2) . . . . ? N2 N1 C14 N3 0.0(4) . . . . ? C7 N1 C14 N3 -178.7(3) . . . . ? N4 N5 C15 N6 -0.1(5) . . . . ? C16 N6 C15 N5 0.6(5) . . . . ? Mn1 N6 C15 N5 165.6(3) 1_556 . . . ? C15 N6 C16 N4 -1.0(4) . . . . ? Mn1 N6 C16 N4 -168.1(3) 1_556 . . . ? N5 N4 C16 N6 1.0(5) . . . . ? C10 N4 C16 N6 175.6(4) . . . . ? C19 C17 C18 C19 -2.2(6) 2_557 . . . ? C20 C17 C18 C19 174.5(3) . . . . ? C19 C17 C18 C21 175.5(3) 2_557 . . . ? C20 C17 C18 C21 -7.8(5) . . . . ? C17 C18 C19 C17 2.2(6) . . . 2_557 ? C21 C18 C19 C17 -175.5(3) . . . 2_557 ? C17 C18 C19 C22 -175.9(4) . . . . ? C21 C18 C19 C22 6.4(6) . . . . ? C24 N7 C20 C17 -161.5(4) . . . . ? N8 N7 C20 C17 27.8(6) . . . . ? C18 C17 C20 N7 89.3(5) . . . . ? C19 C17 C20 N7 -94.0(5) 2_557 . . . ? N7 N8 C23 N9 -0.2(5) . . . . ? C24 N9 C23 N8 -0.7(5) . . . . ? Mn1 N9 C23 N8 179.3(3) . . . . ? N8 N7 C24 N9 -1.7(5) . . . . ? C20 N7 C24 N9 -173.3(4) . . . . ? C23 N9 C24 N7 1.4(4) . . . . ? Mn1 N9 C24 N7 -178.6(2) . . . . ? C30 C25 C26 C27 -1.8(5) . . . . ? C31 C25 C26 C27 177.7(3) . . . . ? C25 C26 C27 C28 1.8(5) . . . . ? C25 C26 C27 C32 -177.0(3) . . . . ? C26 C27 C28 C29 -0.1(5) . . . . ? C32 C27 C28 C29 178.7(3) . . . . ? C27 C28 C29 C30 -1.6(6) . . . . ? C26 C25 C30 C29 0.2(5) . . . . ? C31 C25 C30 C29 -179.4(3) . . . . ? C28 C29 C30 C25 1.5(6) . . . . ? Mn1 O1 C31 O2 6.2(4) . . . . ? Mn1 O1 C31 C25 -174.3(2) . . . . ? C26 C25 C31 O2 7.9(5) . . . . ? C30 C25 C31 O2 -172.6(3) . . . . ? C26 C25 C31 O1 -171.7(3) . . . . ? C30 C25 C31 O1 7.9(5) . . . . ? Mn1 O3 C32 O4 0.2(3) 1_455 . . . ? Mn1 O3 C32 C27 -180.0(3) 1_455 . . . ? Mn1 O4 C32 O3 -0.3(4) 1_455 . . . ? Mn1 O4 C32 C27 179.9(2) 1_455 . . . ? C28 C27 C32 O3 168.4(3) . . . . ? C26 C27 C32 O3 -12.9(5) . . . . ? C28 C27 C32 O4 -11.8(5) . . . . ? C26 C27 C32 O4 166.9(3) . . . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 1.014 _refine_diff_density_min -0.317 _refine_diff_density_rms 0.072 data_Mn-tmtz-1,4-bdc(3) _database_code_depnum_ccdc_archive 'CCDC 917536' #TrackingRef 'tmtz-CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H24 Mn N6 O4' _chemical_formula_sum 'C24 H24 Mn N6 O4' _chemical_formula_weight 515.43 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 Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 5.059(2) _cell_length_b 9.540(4) _cell_length_c 11.701(5) _cell_angle_alpha 90.952(12) _cell_angle_beta 91.597(11) _cell_angle_gamma 100.868(14) _cell_volume 554.3(4) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1420 _cell_measurement_theta_min 3.5 _cell_measurement_theta_max 25.3 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.544 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 267 _exptl_absorpt_coefficient_mu 0.642 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8823 _exptl_absorpt_correction_T_max 0.9386 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Mercury CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 7.31 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 5416 _diffrn_reflns_av_R_equivalents 0.0703 _diffrn_reflns_av_sigmaI/netI 0.0948 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.48 _diffrn_reflns_theta_max 25.35 _reflns_number_total 2006 _reflns_number_gt 1290 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalStructure _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0625P)^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 constrain _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2006 _refine_ls_number_parameters 162 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1064 _refine_ls_R_factor_gt 0.0604 _refine_ls_wR_factor_ref 0.1451 _refine_ls_wR_factor_gt 0.1230 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Mn1 Mn 0.5000 0.5000 0.0000 0.0325(3) Uani 1 2 d S . . O1 O 0.8669(5) 0.6235(3) 0.0784(2) 0.0353(7) Uani 1 1 d . . . O2 O 1.2854(6) 0.6767(3) 0.0126(3) 0.0430(8) Uani 1 1 d . . . N1 N 0.3744(8) 0.3058(4) 0.3363(3) 0.0458(10) Uani 1 1 d . . . N2 N 0.1673(9) 0.3779(5) 0.3393(4) 0.0672(14) Uani 1 1 d . . . N3 N 0.3823(7) 0.4167(4) 0.1742(3) 0.0371(9) Uani 1 1 d . . . C1 C 0.2075(9) 0.1076(5) 0.4661(4) 0.0437(12) Uani 1 1 d . . . C2 C 0.1557(9) -0.0235(5) 0.4069(4) 0.0427(12) Uani 1 1 d . . . C3 C -0.0539(10) -0.1319(5) 0.4396(4) 0.0446(12) Uani 1 1 d . . . C4 C 0.4405(10) 0.2225(5) 0.4329(4) 0.0529(13) Uani 1 1 d . . . H4A H 0.4961 0.2864 0.4981 0.063 Uiso 1 1 calc R . . H4B H 0.5914 0.1782 0.4136 0.063 Uiso 1 1 calc R . . C5 C 0.3238(10) -0.0468(6) 0.3047(4) 0.0622(15) Uani 1 1 d . . . H5A H 0.2824 -0.1455 0.2808 0.093 Uiso 1 1 calc R . . H5B H 0.5116 -0.0211 0.3260 0.093 Uiso 1 1 calc R . . H5C H 0.2833 0.0115 0.2429 0.093 Uiso 1 1 calc R . . C6 C -0.1056(12) -0.2751(6) 0.3773(5) 0.0683(16) Uani 1 1 d . . . H6A H -0.2085 -0.2690 0.3080 0.102 Uiso 1 1 calc R . . H6B H -0.2043 -0.3460 0.4251 0.102 Uiso 1 1 calc R . . H6C H 0.0630 -0.3010 0.3592 0.102 Uiso 1 1 calc R . . C7 C 0.1839(10) 0.4421(5) 0.2403(4) 0.0533(13) Uani 1 1 d . . . H7A H 0.0659 0.5011 0.2179 0.064 Uiso 1 1 calc R . . C8 C 0.4978(9) 0.3298(5) 0.2389(4) 0.0439(12) Uani 1 1 d . . . H8A H 0.6456 0.2913 0.2180 0.053 Uiso 1 1 calc R . . C9 C 1.0269(7) 0.8583(4) 0.0157(4) 0.0283(9) Uani 1 1 d . . . C10 C 0.8247(8) 0.9127(4) 0.0678(4) 0.0342(10) Uani 1 1 d . . . H10A H 0.7044 0.8544 0.1134 0.041 Uiso 1 1 calc R . . C11 C 0.7997(8) 1.0528(4) 0.0527(4) 0.0345(10) Uani 1 1 d . . . H11A H 0.6639 1.0880 0.0892 0.041 Uiso 1 1 calc R . . C12 C 1.0622(8) 0.7073(4) 0.0358(4) 0.0320(10) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.0370(5) 0.0230(5) 0.0406(6) 0.0101(4) 0.0094(4) 0.0114(4) O1 0.0405(16) 0.0222(15) 0.0453(19) 0.0095(13) 0.0089(14) 0.0090(13) O2 0.0357(17) 0.0222(15) 0.075(2) 0.0091(15) 0.0117(16) 0.0128(13) N1 0.049(2) 0.052(2) 0.041(2) 0.0204(19) 0.007(2) 0.0194(19) N2 0.076(3) 0.091(3) 0.051(3) 0.036(3) 0.029(2) 0.051(3) N3 0.039(2) 0.034(2) 0.041(2) 0.0094(17) 0.0113(18) 0.0099(17) C1 0.048(3) 0.057(3) 0.032(3) 0.022(2) 0.004(2) 0.022(2) C2 0.054(3) 0.049(3) 0.033(3) 0.014(2) 0.009(2) 0.028(2) C3 0.060(3) 0.048(3) 0.033(3) 0.012(2) -0.001(2) 0.027(2) C4 0.052(3) 0.062(3) 0.047(3) 0.023(3) 0.005(3) 0.015(3) C5 0.069(4) 0.084(4) 0.043(3) 0.007(3) 0.016(3) 0.039(3) C6 0.090(4) 0.056(4) 0.062(4) 0.002(3) 0.010(3) 0.018(3) C7 0.062(3) 0.056(3) 0.051(3) 0.023(3) 0.019(3) 0.031(3) C8 0.044(3) 0.043(3) 0.051(3) 0.018(2) 0.007(2) 0.020(2) C9 0.027(2) 0.020(2) 0.039(2) 0.0026(18) 0.0001(19) 0.0096(17) C10 0.035(2) 0.027(2) 0.042(3) 0.0079(19) 0.010(2) 0.0099(19) C11 0.037(2) 0.026(2) 0.044(3) 0.0036(19) 0.011(2) 0.0122(19) C12 0.037(2) 0.024(2) 0.038(3) 0.0003(19) -0.002(2) 0.0110(19) _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 O1 2.172(3) 2_665 ? Mn1 O1 2.172(3) . ? Mn1 O2 2.175(3) 2_765 ? Mn1 O2 2.175(3) 1_455 ? Mn1 N3 2.255(4) . ? Mn1 N3 2.255(4) 2_665 ? O1 C12 1.268(5) . ? O2 C12 1.254(5) . ? O2 Mn1 2.175(3) 1_655 ? N1 C8 1.317(6) . ? N1 N2 1.359(5) . ? N1 C4 1.459(6) . ? N2 C7 1.316(6) . ? N3 C8 1.334(5) . ? N3 C7 1.339(6) . ? C1 C2 1.396(6) . ? C1 C3 1.408(6) 2_556 ? C1 C4 1.515(6) . ? C2 C3 1.401(6) . ? C2 C5 1.524(6) . ? C3 C1 1.408(6) 2_556 ? C3 C6 1.512(7) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 H7A 0.9300 . ? C8 H8A 0.9300 . ? C9 C11 1.382(6) 2_775 ? C9 C10 1.383(5) . ? C9 C12 1.506(5) . ? C10 C11 1.380(5) . ? C10 H10A 0.9300 . ? C11 C9 1.382(6) 2_775 ? C11 H11A 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Mn1 O1 180.00(14) 2_665 . ? O1 Mn1 O2 93.05(11) 2_665 2_765 ? O1 Mn1 O2 86.95(11) . 2_765 ? O1 Mn1 O2 86.95(11) 2_665 1_455 ? O1 Mn1 O2 93.05(11) . 1_455 ? O2 Mn1 O2 180.00(17) 2_765 1_455 ? O1 Mn1 N3 91.40(11) 2_665 . ? O1 Mn1 N3 88.60(11) . . ? O2 Mn1 N3 85.83(12) 2_765 . ? O2 Mn1 N3 94.17(12) 1_455 . ? O1 Mn1 N3 88.60(11) 2_665 2_665 ? O1 Mn1 N3 91.40(11) . 2_665 ? O2 Mn1 N3 94.17(12) 2_765 2_665 ? O2 Mn1 N3 85.83(12) 1_455 2_665 ? N3 Mn1 N3 180.00(16) . 2_665 ? C12 O1 Mn1 131.3(3) . . ? C12 O2 Mn1 143.1(3) . 1_655 ? C8 N1 N2 109.4(4) . . ? C8 N1 C4 129.0(4) . . ? N2 N1 C4 121.5(4) . . ? C7 N2 N1 102.3(4) . . ? C8 N3 C7 101.9(4) . . ? C8 N3 Mn1 128.3(3) . . ? C7 N3 Mn1 129.7(3) . . ? C2 C1 C3 120.7(4) . 2_556 ? C2 C1 C4 119.9(4) . . ? C3 C1 C4 119.3(5) 2_556 . ? C1 C2 C3 120.2(4) . . ? C1 C2 C5 119.7(4) . . ? C3 C2 C5 120.1(4) . . ? C2 C3 C1 119.1(4) . 2_556 ? C2 C3 C6 120.2(4) . . ? C1 C3 C6 120.7(5) 2_556 . ? N1 C4 C1 113.1(4) . . ? N1 C4 H4A 109.0 . . ? C1 C4 H4A 109.0 . . ? N1 C4 H4B 109.0 . . ? C1 C4 H4B 109.0 . . ? H4A C4 H4B 107.8 . . ? C2 C5 H5A 109.5 . . ? C2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N2 C7 N3 115.4(4) . . ? N2 C7 H7A 122.3 . . ? N3 C7 H7A 122.3 . . ? N1 C8 N3 110.9(4) . . ? N1 C8 H8A 124.5 . . ? N3 C8 H8A 124.5 . . ? C11 C9 C10 118.3(4) 2_775 . ? C11 C9 C12 120.9(4) 2_775 . ? C10 C9 C12 120.8(4) . . ? C11 C10 C9 120.6(4) . . ? C11 C10 H10A 119.7 . . ? C9 C10 H10A 119.7 . . ? C10 C11 C9 121.1(4) . 2_775 ? C10 C11 H11A 119.5 . . ? C9 C11 H11A 119.5 2_775 . ? O2 C12 O1 125.6(4) . . ? O2 C12 C9 117.2(4) . . ? O1 C12 C9 117.1(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 Mn1 O1 C12 93.9(3) 2_765 . . . ? O2 Mn1 O1 C12 -86.1(3) 1_455 . . . ? N3 Mn1 O1 C12 179.8(3) . . . . ? N3 Mn1 O1 C12 -0.2(3) 2_665 . . . ? C8 N1 N2 C7 -0.2(6) . . . . ? C4 N1 N2 C7 177.3(4) . . . . ? O1 Mn1 N3 C8 112.3(4) 2_665 . . . ? O1 Mn1 N3 C8 -67.7(4) . . . . ? O2 Mn1 N3 C8 19.3(4) 2_765 . . . ? O2 Mn1 N3 C8 -160.7(4) 1_455 . . . ? O1 Mn1 N3 C7 -68.8(4) 2_665 . . . ? O1 Mn1 N3 C7 111.2(4) . . . . ? O2 Mn1 N3 C7 -161.8(4) 2_765 . . . ? O2 Mn1 N3 C7 18.2(4) 1_455 . . . ? C3 C1 C2 C3 1.1(7) 2_556 . . . ? C4 C1 C2 C3 177.9(4) . . . . ? C3 C1 C2 C5 179.6(4) 2_556 . . . ? C4 C1 C2 C5 -3.6(6) . . . . ? C1 C2 C3 C1 -1.1(7) . . . 2_556 ? C5 C2 C3 C1 -179.6(4) . . . 2_556 ? C1 C2 C3 C6 -178.5(4) . . . . ? C5 C2 C3 C6 3.0(6) . . . . ? C8 N1 C4 C1 -125.2(5) . . . . ? N2 N1 C4 C1 57.7(6) . . . . ? C2 C1 C4 N1 82.7(5) . . . . ? C3 C1 C4 N1 -100.5(5) 2_556 . . . ? N1 N2 C7 N3 0.3(6) . . . . ? C8 N3 C7 N2 -0.3(6) . . . . ? Mn1 N3 C7 N2 -179.4(3) . . . . ? N2 N1 C8 N3 0.1(6) . . . . ? C4 N1 C8 N3 -177.3(4) . . . . ? C7 N3 C8 N1 0.1(5) . . . . ? Mn1 N3 C8 N1 179.3(3) . . . . ? C11 C9 C10 C11 -0.8(7) 2_775 . . . ? C12 C9 C10 C11 177.5(4) . . . . ? C9 C10 C11 C9 0.8(7) . . . 2_775 ? Mn1 O2 C12 O1 9.4(8) 1_655 . . . ? Mn1 O2 C12 C9 -173.2(3) 1_655 . . . ? Mn1 O1 C12 O2 -100.5(5) . . . . ? Mn1 O1 C12 C9 82.1(4) . . . . ? C11 C9 C12 O2 17.0(6) 2_775 . . . ? C10 C9 C12 O2 -161.3(4) . . . . ? C11 C9 C12 O1 -165.4(4) 2_775 . . . ? C10 C9 C12 O1 16.3(6) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.323 _refine_diff_density_min -0.458 _refine_diff_density_rms 0.077 data_Co-tmtz-oba(4) _database_code_depnum_ccdc_archive 'CCDC 917537' #TrackingRef 'tmtz-CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H28 Co N6 O5' _chemical_formula_sum 'C30 H28 Co N6 O5' _chemical_formula_weight 611.51 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' 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/n _symmetry_space_group_name_Hall '-P 2yn' 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 12.2271(6) _cell_length_b 16.7600(7) _cell_length_c 14.4858(6) _cell_angle_alpha 90.00 _cell_angle_beta 94.476(4) _cell_angle_gamma 90.00 _cell_volume 2959.5(2) _cell_formula_units_Z 4 _cell_measurement_temperature 220(2) _cell_measurement_reflns_used 4303 _cell_measurement_theta_min 3.2067 _cell_measurement_theta_max 29.5003 _exptl_crystal_description Block _exptl_crystal_colour Red _exptl_crystal_size_max 0.69 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.372 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1268 _exptl_absorpt_coefficient_mu 0.629 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.6708 _exptl_absorpt_correction_T_max 0.9398 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21, Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 220(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.4692 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 15618 _diffrn_reflns_av_R_equivalents 0.0276 _diffrn_reflns_av_sigmaI/netI 0.0384 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.21 _diffrn_reflns_theta_max 26.55 _reflns_number_total 6137 _reflns_number_gt 4767 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0914P)^2^+1.2853P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6137 _refine_ls_number_parameters 383 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0702 _refine_ls_R_factor_gt 0.0519 _refine_ls_wR_factor_ref 0.1567 _refine_ls_wR_factor_gt 0.1465 _refine_ls_goodness_of_fit_ref 1.011 _refine_ls_restrained_S_all 1.011 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.64115(3) 0.99082(2) 0.79888(2) 0.03283(15) Uani 1 1 d . . . O1 O 0.6989(2) 0.97321(13) 0.67519(14) 0.0503(6) Uani 1 1 d . . . O2 O 0.7674(2) 1.09287(13) 0.70530(14) 0.0545(6) Uani 1 1 d . . . O3 O 0.76766(17) 0.99538(12) -0.10498(14) 0.0409(5) Uani 1 1 d . . . O4 O 0.61098(18) 0.99034(13) -0.04143(15) 0.0475(6) Uani 1 1 d . . . O5 O 0.95171(18) 1.03098(15) 0.31336(13) 0.0507(6) Uani 1 1 d . . . N1 N 0.4796(2) 1.20599(14) 0.75456(16) 0.0447(6) Uani 1 1 d . . . N2 N 0.4504(2) 1.19356(17) 0.84255(18) 0.0520(7) Uani 1 1 d . . . N3 N 0.5377(2) 1.08661(13) 0.79167(15) 0.0369(5) Uani 1 1 d . . . N4 N 0.4720(2) 1.23799(14) 0.25839(17) 0.0407(6) Uani 1 1 d . . . N5 N 0.4983(2) 1.23847(16) 0.16862(18) 0.0500(7) Uani 1 1 d . . . N6 N 0.4359(2) 1.11818(14) 0.20691(16) 0.0382(5) Uani 1 1 d . . . C1 C 0.4689(3) 1.28235(16) 0.6070(2) 0.0426(7) Uani 1 1 d . . . C2 C 0.5694(3) 1.28840(17) 0.5690(2) 0.0453(8) Uani 1 1 d . . . C3 C 0.5734(2) 1.29081(16) 0.4728(2) 0.0440(7) Uani 1 1 d . . . C4 C 0.4750(3) 1.29537(15) 0.4162(2) 0.0384(7) Uani 1 1 d . . . C5 C 0.3734(2) 1.28673(15) 0.4544(2) 0.0375(7) Uani 1 1 d . . . C6 C 0.3704(3) 1.27691(16) 0.5496(2) 0.0419(7) Uani 1 1 d . . . C7 C 0.4627(4) 1.28499(19) 0.7110(2) 0.0591(10) Uani 1 1 d . . . H7A H 0.5185 1.3220 0.7380 0.071 Uiso 1 1 calc R . . H7B H 0.3906 1.3055 0.7247 0.071 Uiso 1 1 calc R . . C8 C 0.6758(3) 1.2925(2) 0.6309(3) 0.0703(12) Uani 1 1 d . . . H8A H 0.6591 1.3009 0.6946 0.105 Uiso 1 1 calc R . . H8B H 0.7202 1.3364 0.6112 0.105 Uiso 1 1 calc R . . H8C H 0.7158 1.2429 0.6264 0.105 Uiso 1 1 calc R . . C9 C 0.6825(3) 1.2895(2) 0.4301(3) 0.0687(11) Uani 1 1 d . . . H9A H 0.7096 1.3436 0.4252 0.103 Uiso 1 1 calc R . . H9B H 0.6731 1.2658 0.3690 0.103 Uiso 1 1 calc R . . H9C H 0.7348 1.2583 0.4689 0.103 Uiso 1 1 calc R . . C10 C 0.4782(3) 1.31199(17) 0.3133(2) 0.0475(8) Uani 1 1 d . . . H10A H 0.4167 1.3468 0.2927 0.057 Uiso 1 1 calc R . . H10B H 0.5464 1.3402 0.3027 0.057 Uiso 1 1 calc R . . C11 C 0.2660(3) 1.2880(2) 0.3939(2) 0.0538(9) Uani 1 1 d . . . H11A H 0.2359 1.2344 0.3893 0.081 Uiso 1 1 calc R . . H11B H 0.2793 1.3071 0.3326 0.081 Uiso 1 1 calc R . . H11C H 0.2144 1.3231 0.4212 0.081 Uiso 1 1 calc R . . C12 C 0.2626(3) 1.2618(2) 0.5905(3) 0.0597(9) Uani 1 1 d . . . H12A H 0.2289 1.3123 0.6044 0.090 Uiso 1 1 calc R . . H12B H 0.2754 1.2310 0.6470 0.090 Uiso 1 1 calc R . . H12C H 0.2143 1.2323 0.5465 0.090 Uiso 1 1 calc R . . C13 C 0.4857(3) 1.12152(18) 0.8611(2) 0.0436(7) Uani 1 1 d . . . H13A H 0.4761 1.0958 0.9175 0.052 Uiso 1 1 calc R . . C14 C 0.5315(3) 1.14262(17) 0.72613(19) 0.0431(7) Uani 1 1 d . . . H14A H 0.5600 1.1377 0.6680 0.052 Uiso 1 1 calc R . . C15 C 0.4758(3) 1.16530(18) 0.1414(2) 0.0440(7) Uani 1 1 d . . . H15A H 0.4865 1.1471 0.0814 0.053 Uiso 1 1 calc R . . C16 C 0.4352(3) 1.16623(17) 0.2795(2) 0.0416(7) Uani 1 1 d . . . H16A H 0.4120 1.1516 0.3375 0.050 Uiso 1 1 calc R . . C17 C 0.9006(3) 1.0301(2) 0.39657(19) 0.0410(7) Uani 1 1 d . . . C18 C 0.9055(3) 1.09841(19) 0.4489(2) 0.0473(8) Uani 1 1 d . . . H18A H 0.9386 1.1448 0.4274 0.057 Uiso 1 1 calc R . . C19 C 0.8612(3) 1.09790(18) 0.5334(2) 0.0452(7) Uani 1 1 d . . . H19A H 0.8667 1.1438 0.5707 0.054 Uiso 1 1 calc R . . C20 C 0.8086(2) 1.03088(17) 0.56449(19) 0.0371(6) Uani 1 1 d . . . C21 C 0.8051(3) 0.96287(19) 0.5099(2) 0.0485(8) Uani 1 1 d . . . H21A H 0.7707 0.9166 0.5300 0.058 Uiso 1 1 calc R . . C22 C 0.8518(3) 0.9625(2) 0.4263(2) 0.0526(8) Uani 1 1 d . . . H22A H 0.8501 0.9160 0.3900 0.063 Uiso 1 1 calc R . . C23 C 0.8879(2) 1.02131(16) 0.23166(18) 0.0339(6) Uani 1 1 d . . . C24 C 0.7735(3) 1.02800(19) 0.2237(2) 0.0414(7) Uani 1 1 d . . . H24A H 0.7353 1.0378 0.2763 0.050 Uiso 1 1 calc R . . C25 C 0.7173(2) 1.02001(16) 0.1376(2) 0.0363(6) Uani 1 1 d . . . H25A H 0.6404 1.0241 0.1321 0.044 Uiso 1 1 calc R . . C26 C 0.7727(2) 1.00614(15) 0.05939(19) 0.0332(6) Uani 1 1 d . . . C27 C 0.8868(2) 1.00031(17) 0.0690(2) 0.0396(7) Uani 1 1 d . . . H27A H 0.9250 0.9911 0.0161 0.048 Uiso 1 1 calc R . . C28 C 0.9449(2) 1.00763(17) 0.1537(2) 0.0380(7) Uani 1 1 d . . . H28A H 1.0218 1.0035 0.1589 0.046 Uiso 1 1 calc R . . C29 C 0.7566(3) 1.03336(18) 0.65500(19) 0.0407(7) Uani 1 1 d . . . C30 C 0.7131(2) 0.99673(15) -0.0332(2) 0.0348(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0434(3) 0.0323(2) 0.0237(2) 0.00044(14) 0.00866(16) -0.00125(15) O1 0.0754(16) 0.0469(12) 0.0318(11) -0.0057(9) 0.0239(10) -0.0180(12) O2 0.0729(16) 0.0539(13) 0.0387(12) -0.0184(10) 0.0178(11) -0.0111(11) O3 0.0424(11) 0.0557(13) 0.0254(10) -0.0015(9) 0.0089(9) -0.0022(9) O4 0.0393(12) 0.0703(15) 0.0334(11) 0.0021(10) 0.0060(9) 0.0043(10) O5 0.0482(13) 0.0809(16) 0.0237(10) 0.0029(10) 0.0080(9) -0.0115(12) N1 0.0659(17) 0.0348(13) 0.0334(13) -0.0031(10) 0.0036(12) 0.0076(12) N2 0.0677(18) 0.0511(16) 0.0388(14) -0.0048(12) 0.0146(13) 0.0130(14) N3 0.0485(14) 0.0331(12) 0.0296(11) -0.0005(10) 0.0071(10) -0.0006(10) N4 0.0486(14) 0.0343(13) 0.0401(13) 0.0068(10) 0.0089(11) -0.0055(11) N5 0.0601(17) 0.0450(15) 0.0472(15) 0.0064(12) 0.0192(13) -0.0091(13) N6 0.0414(13) 0.0377(13) 0.0360(12) 0.0053(10) 0.0067(10) -0.0015(11) C1 0.061(2) 0.0227(13) 0.0433(17) -0.0013(12) -0.0036(15) 0.0051(13) C2 0.0496(18) 0.0255(14) 0.058(2) 0.0025(13) -0.0128(15) -0.0021(13) C3 0.0431(17) 0.0264(14) 0.062(2) 0.0055(13) 0.0027(15) -0.0053(12) C4 0.0473(16) 0.0231(13) 0.0443(16) 0.0018(12) 0.0009(13) -0.0052(12) C5 0.0428(16) 0.0216(13) 0.0472(17) 0.0010(12) -0.0028(13) -0.0002(11) C6 0.0519(18) 0.0238(13) 0.0506(18) -0.0013(12) 0.0070(14) 0.0058(12) C7 0.095(3) 0.0357(17) 0.0447(18) -0.0052(14) -0.0040(18) 0.0173(18) C8 0.067(2) 0.057(2) 0.081(3) 0.0108(19) -0.032(2) -0.0146(19) C9 0.048(2) 0.057(2) 0.102(3) 0.012(2) 0.015(2) -0.0070(17) C10 0.063(2) 0.0287(14) 0.0502(18) 0.0037(13) 0.0035(15) -0.0065(14) C11 0.0464(18) 0.0481(19) 0.065(2) 0.0102(16) -0.0088(16) -0.0006(15) C12 0.059(2) 0.052(2) 0.070(2) -0.0005(18) 0.0221(18) 0.0081(17) C13 0.0536(18) 0.0464(17) 0.0325(15) -0.0014(13) 0.0132(13) 0.0028(14) C14 0.064(2) 0.0363(15) 0.0297(14) -0.0037(12) 0.0083(14) 0.0062(14) C15 0.0504(18) 0.0455(17) 0.0376(16) 0.0066(13) 0.0131(13) -0.0023(14) C16 0.0581(19) 0.0318(14) 0.0359(15) 0.0032(12) 0.0108(13) -0.0082(13) C17 0.0471(17) 0.0553(18) 0.0215(13) 0.0043(13) 0.0085(12) -0.0059(14) C18 0.060(2) 0.0466(18) 0.0373(16) 0.0040(14) 0.0146(14) -0.0121(15) C19 0.063(2) 0.0362(16) 0.0376(15) -0.0064(13) 0.0124(14) -0.0091(14) C20 0.0485(17) 0.0373(15) 0.0263(14) -0.0005(12) 0.0083(12) -0.0039(13) C21 0.075(2) 0.0397(16) 0.0326(15) -0.0032(13) 0.0182(15) -0.0173(16) C22 0.081(2) 0.0483(18) 0.0310(15) -0.0099(14) 0.0189(15) -0.0110(17) C23 0.0451(16) 0.0358(14) 0.0221(13) 0.0047(11) 0.0100(11) -0.0040(12) C24 0.0471(17) 0.0531(17) 0.0260(14) -0.0008(13) 0.0152(12) 0.0046(14) C25 0.0382(15) 0.0381(15) 0.0344(15) 0.0020(12) 0.0138(12) 0.0034(12) C26 0.0408(15) 0.0324(14) 0.0277(14) 0.0027(11) 0.0109(12) 0.0008(11) C27 0.0367(15) 0.0568(19) 0.0267(14) -0.0015(12) 0.0119(12) -0.0018(13) C28 0.0356(15) 0.0473(17) 0.0326(15) 0.0020(12) 0.0124(12) -0.0008(12) C29 0.0538(18) 0.0437(16) 0.0254(13) -0.0024(13) 0.0091(12) -0.0032(14) C30 0.0387(15) 0.0353(14) 0.0312(14) 0.0009(11) 0.0082(12) 0.0026(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O1 1.998(2) . ? Co1 O3 2.000(2) 1_556 ? Co1 N3 2.041(2) . ? Co1 N6 2.054(2) 3_676 ? Co1 O4 2.371(2) 1_556 ? O1 C29 1.277(4) . ? O2 C29 1.236(3) . ? O3 C30 1.278(3) . ? O3 Co1 2.000(2) 1_554 ? O4 C30 1.250(4) . ? O4 Co1 2.371(2) 1_554 ? O5 C23 1.375(3) . ? O5 C17 1.401(3) . ? N1 C14 1.319(4) . ? N1 N2 1.366(4) . ? N1 C7 1.474(4) . ? N2 C13 1.303(4) . ? N3 C14 1.333(4) . ? N3 C13 1.363(4) . ? N4 C16 1.328(4) . ? N4 N5 1.364(3) . ? N4 C10 1.472(4) . ? N5 C15 1.311(4) . ? N6 C16 1.325(4) . ? N6 C15 1.355(4) . ? N6 Co1 2.054(2) 3_676 ? C1 C2 1.389(5) . ? C1 C6 1.413(4) . ? C1 C7 1.515(4) . ? C2 C3 1.399(5) . ? C2 C8 1.522(4) . ? C3 C4 1.404(4) . ? C3 C9 1.514(5) . ? C4 C5 1.406(4) . ? C4 C10 1.520(4) . ? C5 C6 1.391(4) . ? C5 C11 1.521(4) . ? C6 C12 1.508(5) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C8 H8C 0.9700 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C9 H9C 0.9700 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C11 H11C 0.9700 . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C12 H12C 0.9700 . ? C13 H13A 0.9400 . ? C14 H14A 0.9400 . ? C15 H15A 0.9400 . ? C16 H16A 0.9400 . ? C17 C22 1.365(5) . ? C17 C18 1.372(4) . ? C18 C19 1.376(4) . ? C18 H18A 0.9400 . ? C19 C20 1.387(4) . ? C19 H19A 0.9400 . ? C20 C21 1.386(4) . ? C20 C29 1.502(4) . ? C21 C22 1.378(4) . ? C21 H21A 0.9400 . ? C22 H22A 0.9400 . ? C23 C28 1.391(4) . ? C23 C24 1.399(4) . ? C24 C25 1.382(4) . ? C24 H24A 0.9400 . ? C25 C26 1.385(4) . ? C25 H25A 0.9400 . ? C26 C27 1.394(4) . ? C26 C30 1.484(4) . ? C27 C28 1.375(4) . ? C27 H27A 0.9400 . ? C28 H28A 0.9400 . ? 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 O3 108.77(10) . 1_556 ? O1 Co1 N3 109.33(10) . . ? O3 Co1 N3 116.61(9) 1_556 . ? O1 Co1 N6 91.43(9) . 3_676 ? O3 Co1 N6 112.93(9) 1_556 3_676 ? N3 Co1 N6 114.66(10) . 3_676 ? O1 Co1 O4 165.28(9) . 1_556 ? O3 Co1 O4 59.44(8) 1_556 1_556 ? N3 Co1 O4 84.82(8) . 1_556 ? N6 Co1 O4 86.05(9) 3_676 1_556 ? C29 O1 Co1 109.20(18) . . ? C30 O3 Co1 98.21(18) . 1_554 ? C30 O4 Co1 82.07(17) . 1_554 ? C23 O5 C17 118.6(2) . . ? C14 N1 N2 109.6(2) . . ? C14 N1 C7 130.1(3) . . ? N2 N1 C7 119.9(3) . . ? C13 N2 N1 103.1(2) . . ? C14 N3 C13 102.6(2) . . ? C14 N3 Co1 126.2(2) . . ? C13 N3 Co1 128.52(19) . . ? C16 N4 N5 109.5(2) . . ? C16 N4 C10 130.0(3) . . ? N5 N4 C10 120.3(2) . . ? C15 N5 N4 102.8(2) . . ? C16 N6 C15 103.1(2) . . ? C16 N6 Co1 122.80(19) . 3_676 ? C15 N6 Co1 132.8(2) . 3_676 ? C2 C1 C6 120.8(3) . . ? C2 C1 C7 120.4(3) . . ? C6 C1 C7 118.7(3) . . ? C1 C2 C3 119.8(3) . . ? C1 C2 C8 120.8(3) . . ? C3 C2 C8 119.4(3) . . ? C2 C3 C4 119.3(3) . . ? C2 C3 C9 120.4(3) . . ? C4 C3 C9 120.3(3) . . ? C3 C4 C5 120.5(3) . . ? C3 C4 C10 119.7(3) . . ? C5 C4 C10 119.8(3) . . ? C6 C5 C4 119.7(3) . . ? C6 C5 C11 118.9(3) . . ? C4 C5 C11 121.4(3) . . ? C5 C6 C1 119.2(3) . . ? C5 C6 C12 120.1(3) . . ? C1 C6 C12 120.7(3) . . ? N1 C7 C1 112.5(2) . . ? N1 C7 H7A 109.1 . . ? C1 C7 H7A 109.1 . . ? N1 C7 H7B 109.1 . . ? C1 C7 H7B 109.1 . . ? H7A C7 H7B 107.8 . . ? C2 C8 H8A 109.5 . . ? C2 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C2 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C3 C9 H9A 109.5 . . ? C3 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C3 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N4 C10 C4 111.8(2) . . ? N4 C10 H10A 109.3 . . ? C4 C10 H10A 109.3 . . ? N4 C10 H10B 109.3 . . ? C4 C10 H10B 109.3 . . ? H10A C10 H10B 107.9 . . ? C5 C11 H11A 109.5 . . ? C5 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C5 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C6 C12 H12A 109.5 . . ? C6 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C6 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N2 C13 N3 114.3(3) . . ? N2 C13 H13A 122.8 . . ? N3 C13 H13A 122.8 . . ? N1 C14 N3 110.3(3) . . ? N1 C14 H14A 124.9 . . ? N3 C14 H14A 124.9 . . ? N5 C15 N6 114.4(3) . . ? N5 C15 H15A 122.8 . . ? N6 C15 H15A 122.8 . . ? N6 C16 N4 110.1(3) . . ? N6 C16 H16A 124.9 . . ? N4 C16 H16A 124.9 . . ? C22 C17 C18 121.3(3) . . ? C22 C17 O5 121.0(3) . . ? C18 C17 O5 117.6(3) . . ? C17 C18 C19 118.9(3) . . ? C17 C18 H18A 120.6 . . ? C19 C18 H18A 120.6 . . ? C18 C19 C20 121.3(3) . . ? C18 C19 H19A 119.4 . . ? C20 C19 H19A 119.4 . . ? C21 C20 C19 118.3(3) . . ? C21 C20 C29 121.6(3) . . ? C19 C20 C29 120.0(3) . . ? C22 C21 C20 120.5(3) . . ? C22 C21 H21A 119.7 . . ? C20 C21 H21A 119.7 . . ? C17 C22 C21 119.7(3) . . ? C17 C22 H22A 120.2 . . ? C21 C22 H22A 120.2 . . ? O5 C23 C28 115.6(3) . . ? O5 C23 C24 123.9(2) . . ? C28 C23 C24 120.5(3) . . ? C25 C24 C23 119.4(3) . . ? C25 C24 H24A 120.3 . . ? C23 C24 H24A 120.3 . . ? C24 C25 C26 120.9(3) . . ? C24 C25 H25A 119.5 . . ? C26 C25 H25A 119.5 . . ? C25 C26 C27 118.7(3) . . ? C25 C26 C30 121.4(3) . . ? C27 C26 C30 119.9(3) . . ? C28 C27 C26 121.7(3) . . ? C28 C27 H27A 119.1 . . ? C26 C27 H27A 119.1 . . ? C27 C28 C23 118.9(3) . . ? C27 C28 H28A 120.6 . . ? C23 C28 H28A 120.6 . . ? O2 C29 O1 122.5(3) . . ? O2 C29 C20 120.3(3) . . ? O1 C29 C20 117.2(3) . . ? O4 C30 O3 120.1(3) . . ? O4 C30 C26 120.7(3) . . ? O3 C30 C26 119.1(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 Co1 O1 C29 -64.3(2) 1_556 . . . ? N3 Co1 O1 C29 64.0(2) . . . . ? N6 Co1 O1 C29 -179.2(2) 3_676 . . . ? O4 Co1 O1 C29 -99.3(4) 1_556 . . . ? C14 N1 N2 C13 -1.1(4) . . . . ? C7 N1 N2 C13 -174.4(3) . . . . ? O1 Co1 N3 C14 -17.6(3) . . . . ? O3 Co1 N3 C14 106.3(2) 1_556 . . . ? N6 Co1 N3 C14 -118.5(2) 3_676 . . . ? O4 Co1 N3 C14 158.2(2) 1_556 . . . ? O1 Co1 N3 C13 -176.0(2) . . . . ? O3 Co1 N3 C13 -52.2(3) 1_556 . . . ? N6 Co1 N3 C13 83.0(3) 3_676 . . . ? O4 Co1 N3 C13 -0.2(3) 1_556 . . . ? C16 N4 N5 C15 -0.4(3) . . . . ? C10 N4 N5 C15 -175.7(3) . . . . ? C6 C1 C2 C3 1.3(4) . . . . ? C7 C1 C2 C3 -176.1(3) . . . . ? C6 C1 C2 C8 -178.7(3) . . . . ? C7 C1 C2 C8 3.9(4) . . . . ? C1 C2 C3 C4 6.5(4) . . . . ? C8 C2 C3 C4 -173.4(3) . . . . ? C1 C2 C3 C9 -174.2(3) . . . . ? C8 C2 C3 C9 5.8(4) . . . . ? C2 C3 C4 C5 -8.6(4) . . . . ? C9 C3 C4 C5 172.1(3) . . . . ? C2 C3 C4 C10 169.8(2) . . . . ? C9 C3 C4 C10 -9.5(4) . . . . ? C3 C4 C5 C6 2.7(4) . . . . ? C10 C4 C5 C6 -175.7(2) . . . . ? C3 C4 C5 C11 -177.4(3) . . . . ? C10 C4 C5 C11 4.3(4) . . . . ? C4 C5 C6 C1 5.2(4) . . . . ? C11 C5 C6 C1 -174.8(3) . . . . ? C4 C5 C6 C12 -175.7(3) . . . . ? C11 C5 C6 C12 4.4(4) . . . . ? C2 C1 C6 C5 -7.2(4) . . . . ? C7 C1 C6 C5 170.2(3) . . . . ? C2 C1 C6 C12 173.6(3) . . . . ? C7 C1 C6 C12 -8.9(4) . . . . ? C14 N1 C7 C1 24.4(5) . . . . ? N2 N1 C7 C1 -163.9(3) . . . . ? C2 C1 C7 N1 -85.8(4) . . . . ? C6 C1 C7 N1 96.7(3) . . . . ? C16 N4 C10 C4 20.6(5) . . . . ? N5 N4 C10 C4 -165.2(3) . . . . ? C3 C4 C10 N4 96.5(3) . . . . ? C5 C4 C10 N4 -85.1(3) . . . . ? N1 N2 C13 N3 1.1(4) . . . . ? C14 N3 C13 N2 -0.7(4) . . . . ? Co1 N3 C13 N2 161.6(2) . . . . ? N2 N1 C14 N3 0.7(4) . . . . ? C7 N1 C14 N3 173.1(3) . . . . ? C13 N3 C14 N1 0.0(3) . . . . ? Co1 N3 C14 N1 -162.9(2) . . . . ? N4 N5 C15 N6 0.6(4) . . . . ? C16 N6 C15 N5 -0.6(4) . . . . ? Co1 N6 C15 N5 166.0(2) 3_676 . . . ? C15 N6 C16 N4 0.3(3) . . . . ? Co1 N6 C16 N4 -168.0(2) 3_676 . . . ? N5 N4 C16 N6 0.0(4) . . . . ? C10 N4 C16 N6 174.7(3) . . . . ? C23 O5 C17 C22 66.1(4) . . . . ? C23 O5 C17 C18 -116.7(3) . . . . ? C22 C17 C18 C19 0.7(5) . . . . ? O5 C17 C18 C19 -176.5(3) . . . . ? C17 C18 C19 C20 -2.4(5) . . . . ? C18 C19 C20 C21 2.4(5) . . . . ? C18 C19 C20 C29 -177.2(3) . . . . ? C19 C20 C21 C22 -0.8(5) . . . . ? C29 C20 C21 C22 178.8(3) . . . . ? C18 C17 C22 C21 0.9(5) . . . . ? O5 C17 C22 C21 178.0(3) . . . . ? C20 C21 C22 C17 -0.8(5) . . . . ? C17 O5 C23 C28 -168.3(3) . . . . ? C17 O5 C23 C24 14.6(4) . . . . ? O5 C23 C24 C25 177.7(3) . . . . ? C28 C23 C24 C25 0.7(4) . . . . ? C23 C24 C25 C26 -0.5(4) . . . . ? C24 C25 C26 C27 0.0(4) . . . . ? C24 C25 C26 C30 179.4(3) . . . . ? C25 C26 C27 C28 0.3(4) . . . . ? C30 C26 C27 C28 -179.1(3) . . . . ? C26 C27 C28 C23 -0.1(4) . . . . ? O5 C23 C28 C27 -177.6(3) . . . . ? C24 C23 C28 C27 -0.4(4) . . . . ? Co1 O1 C29 O2 -3.1(4) . . . . ? Co1 O1 C29 C20 179.3(2) . . . . ? C21 C20 C29 O2 175.0(3) . . . . ? C19 C20 C29 O2 -5.4(5) . . . . ? C21 C20 C29 O1 -7.3(5) . . . . ? C19 C20 C29 O1 172.3(3) . . . . ? Co1 O4 C30 O3 -3.5(2) 1_554 . . . ? Co1 O4 C30 C26 176.3(2) 1_554 . . . ? Co1 O3 C30 O4 4.2(3) 1_554 . . . ? Co1 O3 C30 C26 -175.6(2) 1_554 . . . ? C25 C26 C30 O4 -9.7(4) . . . . ? C27 C26 C30 O4 169.7(3) . . . . ? C25 C26 C30 O3 170.1(2) . . . . ? C27 C26 C30 O3 -10.5(4) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.55 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.986 _refine_diff_density_min -0.311 _refine_diff_density_rms 0.076 data_917538 _database_code_depnum_ccdc_archive 'CCDC 917538' #TrackingRef 'Revision-tmtz-CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C66 H73 Co4 N12 O28.50' _chemical_formula_weight 1726.08 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' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 15.253(3) _cell_length_b 15.285(3) _cell_length_c 18.224(3) _cell_angle_alpha 107.496(2) _cell_angle_beta 101.147(3) _cell_angle_gamma 112.147(2) _cell_volume 3519.8(11) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 14475 _cell_measurement_theta_min 3.0694 _cell_measurement_theta_max 27.5126 _exptl_crystal_description Prism _exptl_crystal_colour pink _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.629 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1778 _exptl_absorpt_coefficient_mu 1.023 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7489 _exptl_absorpt_correction_T_max 0.9046 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Saturn CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 28879 _diffrn_reflns_av_R_equivalents 0.0649 _diffrn_reflns_av_sigmaI/netI 0.1029 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 25.50 _reflns_number_total 12989 _reflns_number_gt 8785 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalStructure _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0703P)^2^+7.0257P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 12989 _refine_ls_number_parameters 1071 _refine_ls_number_restraints 33 _refine_ls_R_factor_all 0.1311 _refine_ls_R_factor_gt 0.0833 _refine_ls_wR_factor_ref 0.1909 _refine_ls_wR_factor_gt 0.1663 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.054 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.50687(7) 0.00685(6) 0.28868(5) 0.0294(2) Uani 1 1 d . . . Co2 Co 0.5000 0.0000 0.5000 0.0285(3) Uani 1 2 d S . . Co3 Co 0.5000 0.0000 0.0000 0.0493(4) Uani 1 2 d SD . . Co4 Co 0.03042(7) 0.55522(6) 0.15121(5) 0.0248(2) Uani 1 1 d . . . Co5 Co -0.04477(6) 0.42334(6) 0.34414(5) 0.0246(2) Uani 1 1 d D . . O1 O 0.5703(3) 0.0133(3) 0.4075(2) 0.0276(10) Uani 1 1 d . . . O2 O 0.5910(4) -0.0721(3) 0.4814(3) 0.0352(11) Uani 1 1 d . . . O3 O 0.6545(3) 0.0712(3) 0.2880(3) 0.0396(11) Uani 1 1 d . . . O4 O 0.7949(4) 0.1709(3) 0.3994(3) 0.0472(13) Uani 1 1 d . . . O5 O 0.9121(3) -0.5549(3) 0.1659(2) 0.0275(10) Uani 1 1 d . . . O6 O 0.8428(3) -0.5760(3) 0.2602(2) 0.0286(10) Uani 1 1 d . . . O7 O 0.9160(4) -0.4442(3) 0.0633(2) 0.0329(11) Uani 1 1 d . . . O8 O 0.7606(4) -0.5742(4) -0.0085(3) 0.0474(13) Uani 1 1 d . . . O9 O 0.7327(3) -0.3201(3) 0.3895(3) 0.0345(11) Uani 1 1 d . . . O10 O 0.3587(3) -0.0550(3) 0.2897(3) 0.0338(11) Uani 1 1 d . . . O11 O 0.2352(4) -0.1689(3) 0.1695(3) 0.0541(14) Uani 1 1 d . . . O12 O 0.4551(3) -0.0072(3) 0.1690(3) 0.0355(11) Uani 1 1 d . . . O13 O 0.4288(4) 0.0516(4) 0.0751(3) 0.0558(15) Uani 1 1 d . . . O14 O 0.1398(3) 0.5448(3) 0.2293(3) 0.0321(10) Uani 1 1 d . . . O15 O 0.0698(3) 0.5293(3) 0.3240(2) 0.0268(9) Uani 1 1 d . . . O16 O 0.0713(3) 0.4316(3) 0.4363(2) 0.0303(10) Uani 1 1 d . . . O17 O 0.2253(4) 0.5678(3) 0.4999(3) 0.0395(12) Uani 1 1 d . . . O18 O 0.2510(4) 0.2779(4) 0.1127(3) 0.0407(12) Uani 1 1 d . . . O19 O 0.3777(4) -0.1295(4) 0.4082(3) 0.0414(12) Uani 1 1 d D . . H1W H 0.349(4) -0.129(5) 0.364(3) 0.050 Uiso 1 1 d D . . H2W H 0.338(4) -0.173(4) 0.421(4) 0.050 Uiso 1 1 d D . . O20 O 0.5830(6) -0.0278(6) 0.0886(4) 0.088(2) Uani 1 1 d D . . H3W H 0.559(4) -0.043(6) 0.124(3) 0.105 Uiso 1 1 d D . . H4W H 0.597(6) -0.073(5) 0.0612(19) 0.105 Uiso 1 1 d D . . O21 O 0.6146(6) 0.1511(6) 0.0452(4) 0.089(2) Uani 1 1 d D . . H5W H 0.640(6) 0.171(8) 0.0975(16) 0.107 Uiso 1 1 d D . . H6W H 0.662(5) 0.156(7) 0.025(5) 0.107 Uiso 1 1 d D . . O22 O 0.0130(4) 0.4182(3) 0.0600(2) 0.0341(11) Uani 1 1 d D . . H7W H -0.049(2) 0.372(4) 0.033(4) 0.041 Uiso 1 1 d D . . H8W H 0.024(5) 0.421(5) 0.017(3) 0.041 Uiso 1 1 d D . . O23 O 0.1393(4) 0.6319(3) 0.1111(3) 0.0448(13) Uani 1 1 d D . . H9W H 0.173(5) 0.615(6) 0.083(4) 0.054 Uiso 1 1 d D . . H10W H 0.184(4) 0.695(2) 0.137(4) 0.054 Uiso 1 1 d D . . O24 O -0.0275(4) 0.5655(3) 0.4286(3) 0.0385(12) Uani 1 1 d D . . H11W H 0.032(2) 0.6093(17) 0.440(3) 0.046 Uiso 1 1 d D . . H12W H -0.042(4) 0.562(2) 0.471(2) 0.046 Uiso 1 1 d D . . O25 O -0.1550(4) 0.3493(3) 0.3850(3) 0.0368(11) Uani 1 1 d D . . H13W H -0.175(5) 0.288(2) 0.381(4) 0.044 Uiso 1 1 d D . . H14W H -0.164(5) 0.385(5) 0.426(3) 0.044 Uiso 1 1 d D . . O26 O 0.2550(5) -0.2538(4) 0.4628(3) 0.0576(16) Uani 1 1 d D . . H15W H 0.252(7) -0.223(5) 0.509(3) 0.069 Uiso 1 1 d D . . H16W H 0.267(7) -0.304(4) 0.462(4) 0.069 Uiso 1 1 d D . . O27 O 0.7825(7) 0.2376(5) -0.0018(3) 0.083(2) Uani 1 1 d D . . H17W H 0.749(5) 0.266(6) -0.019(5) 0.099 Uiso 1 1 d D . . H18W H 0.792(7) 0.200(7) -0.042(4) 0.099 Uiso 1 1 d D . . O28 O 0.6996(5) 0.2100(5) 0.2026(4) 0.084(2) Uani 1 1 d D . . H19W H 0.696(5) 0.163(4) 0.220(4) 0.101 Uiso 1 1 d D . . H20W H 0.749(6) 0.269(3) 0.238(4) 0.101 Uiso 1 1 d D . . N1 N 0.4285(4) -0.3168(4) 0.1955(3) 0.0354(13) Uani 1 1 d . . . N2 N 0.5104(5) -0.2843(4) 0.1709(4) 0.0447(15) Uani 1 1 d . . . N3 N 0.4835(4) -0.1500(4) 0.2329(3) 0.0349(13) Uani 1 1 d . . . N4 N 0.5547(5) -0.6850(4) 0.3430(4) 0.0421(15) Uani 1 1 d . . . N5 N 0.4861(5) -0.7071(4) 0.3820(4) 0.0512(17) Uani 1 1 d . . . N6 N 0.5216(4) -0.8393(4) 0.3369(3) 0.0348(13) Uani 1 1 d . . . N7 N 0.0728(4) 0.8264(4) 0.3482(3) 0.0250(11) Uani 1 1 d . . . N8 N 0.0274(4) 0.8415(4) 0.2837(3) 0.0342(13) Uani 1 1 d . . . N9 N 0.0433(4) 0.6955(4) 0.2382(3) 0.0261(11) Uani 1 1 d . . . N10 N -0.0881(4) 0.1519(4) 0.1510(3) 0.0352(13) Uani 1 1 d . . . N11 N -0.0490(5) 0.1341(4) 0.2158(3) 0.0444(16) Uani 1 1 d . . . N12 N -0.0573(4) 0.2839(4) 0.2601(3) 0.0278(12) Uani 1 1 d . . . C1 C 0.4333(5) -0.4645(5) 0.2222(4) 0.0367(17) Uani 1 1 d . . . C2 C 0.4661(5) -0.5303(5) 0.1763(4) 0.0392(17) Uani 1 1 d . . . C3 C 0.5173(5) -0.5735(5) 0.2149(5) 0.0448(19) Uani 1 1 d . . . C4 C 0.5391(5) -0.5469(5) 0.2991(5) 0.0414(18) Uani 1 1 d . . . C5 C 0.5112(5) -0.4776(5) 0.3456(4) 0.0431(19) Uani 1 1 d . . . C6 C 0.4559(5) -0.4396(5) 0.3064(4) 0.0367(16) Uani 1 1 d . . . C7 C 0.3707(5) -0.4257(5) 0.1806(4) 0.0383(17) Uani 1 1 d . . . H7A H 0.3429 -0.4683 0.1214 0.046 Uiso 1 1 calc R . . H7B H 0.3140 -0.4337 0.2003 0.046 Uiso 1 1 calc R . . C8 C 0.4475(6) -0.5554(6) 0.0867(5) 0.052(2) Uani 1 1 d . . . H8A H 0.5055 -0.5583 0.0740 0.078 Uiso 1 1 calc R . . H8B H 0.4370 -0.5021 0.0739 0.078 Uiso 1 1 calc R . . H8C H 0.3881 -0.6219 0.0543 0.078 Uiso 1 1 calc R . . C9 C 0.5467(6) -0.6497(6) 0.1646(5) 0.056(2) Uani 1 1 d . . . H9A H 0.4944 -0.6933 0.1110 0.085 Uiso 1 1 calc R . . H9B H 0.5547 -0.6926 0.1925 0.085 Uiso 1 1 calc R . . H9C H 0.6099 -0.6119 0.1581 0.085 Uiso 1 1 calc R . . C10 C 0.6072(6) -0.5825(5) 0.3409(5) 0.050(2) Uani 1 1 d . . . H10A H 0.6553 -0.5847 0.3127 0.060 Uiso 1 1 calc R . . H10B H 0.6461 -0.5306 0.3975 0.060 Uiso 1 1 calc R . . C11 C 0.5394(7) -0.4446(6) 0.4359(5) 0.058(2) Uani 1 1 d . . . H11A H 0.5542 -0.4947 0.4507 0.087 Uiso 1 1 calc R . . H11B H 0.4838 -0.4405 0.4524 0.087 Uiso 1 1 calc R . . H11C H 0.5985 -0.3772 0.4634 0.087 Uiso 1 1 calc R . . C12 C 0.4222(6) -0.3670(6) 0.3571(5) 0.049(2) Uani 1 1 d . . . H12A H 0.4003 -0.3912 0.3970 0.073 Uiso 1 1 calc R . . H12B H 0.3668 -0.3664 0.3211 0.073 Uiso 1 1 calc R . . H12C H 0.4782 -0.2975 0.3853 0.073 Uiso 1 1 calc R . . C13 C 0.5394(6) -0.1855(5) 0.1941(5) 0.0457(19) Uani 1 1 d . . . H13A H 0.5947 -0.1418 0.1850 0.055 Uiso 1 1 calc R . . C14 C 0.4155(5) -0.2360(5) 0.2319(4) 0.0365(16) Uani 1 1 d . . . H14A H 0.3644 -0.2392 0.2543 0.044 Uiso 1 1 calc R . . C15 C 0.4683(6) -0.8002(5) 0.3760(5) 0.0470(19) Uani 1 1 d . . . H15A H 0.4226 -0.8370 0.3970 0.056 Uiso 1 1 calc R . . C16 C 0.5753(6) -0.7630(5) 0.3177(4) 0.0427(18) Uani 1 1 d . . . H16A H 0.6212 -0.7648 0.2902 0.051 Uiso 1 1 calc R . . C17 C 0.0517(5) 0.9525(4) 0.4635(3) 0.0300(15) Uani 1 1 d . . . C18 C 0.0639(5) 1.0481(5) 0.4619(3) 0.0311(15) Uani 1 1 d . . . C19 C 0.0127(5) 1.0957(5) 0.4997(3) 0.0290(14) Uani 1 1 d . . . C20 C 0.1182(5) 0.9060(5) 0.4334(4) 0.0351(16) Uani 1 1 d . . . H20A H 0.1806 0.9625 0.4383 0.042 Uiso 1 1 calc R . . H20B H 0.1367 0.8753 0.4700 0.042 Uiso 1 1 calc R . . C21 C 0.1297(6) 1.0987(5) 0.4197(4) 0.0417(18) Uani 1 1 d . . . H21A H 0.0942 1.1221 0.3863 0.063 Uiso 1 1 calc R . . H21B H 0.1455 1.0492 0.3852 0.063 Uiso 1 1 calc R . . H21C H 0.1916 1.1576 0.4606 0.063 Uiso 1 1 calc R . . C22 C 0.0253(5) 1.1998(5) 0.5023(4) 0.0365(16) Uani 1 1 d . . . H22A H 0.0904 1.2378 0.4988 0.055 Uiso 1 1 calc R . . H22B H 0.0212 1.2389 0.5533 0.055 Uiso 1 1 calc R . . H22C H -0.0279 1.1894 0.4565 0.055 Uiso 1 1 calc R . . C23 C 0.0110(5) 0.7614(5) 0.2195(4) 0.0300(15) Uani 1 1 d . . . H23A H -0.0203 0.7501 0.1654 0.036 Uiso 1 1 calc R . . C24 C 0.0815(5) 0.7409(4) 0.3200(4) 0.0277(14) Uani 1 1 d . . . H24A H 0.1108 0.7154 0.3530 0.033 Uiso 1 1 calc R . . C25 C -0.0584(6) 0.0381(5) 0.0353(4) 0.0417(18) Uani 1 1 d . . . C26 C -0.0546(6) -0.0508(5) 0.0401(4) 0.0448(19) Uani 1 1 d . . . C27 C 0.0005(6) -0.0906(5) 0.0024(4) 0.0440(19) Uani 1 1 d . . . C28 C -0.1312(6) 0.0726(5) 0.0664(4) 0.0437(19) Uani 1 1 d . . . H28A H -0.1574 0.0995 0.0298 0.052 Uiso 1 1 calc R . . H28B H -0.1885 0.0116 0.0625 0.052 Uiso 1 1 calc R . . C29 C -0.1143(7) -0.1061(6) 0.0846(5) 0.062(2) Uani 1 1 d . . . H29A H -0.1710 -0.1714 0.0449 0.094 Uiso 1 1 calc R . . H29B H -0.1390 -0.0630 0.1157 0.094 Uiso 1 1 calc R . . H29C H -0.0710 -0.1192 0.1217 0.094 Uiso 1 1 calc R . . C30 C 0.0003(7) -0.1884(6) 0.0041(5) 0.055(2) Uani 1 1 d . . . H30A H 0.0491 -0.1720 0.0554 0.083 Uiso 1 1 calc R . . H30B H 0.0180 -0.2204 -0.0413 0.083 Uiso 1 1 calc R . . H30C H -0.0664 -0.2359 -0.0006 0.083 Uiso 1 1 calc R . . C31 C -0.0309(5) 0.2159(5) 0.2792(4) 0.0351(16) Uani 1 1 d . . . H31A H -0.0020 0.2265 0.3336 0.042 Uiso 1 1 calc R . . C32 C -0.0919(5) 0.2407(5) 0.1786(4) 0.0302(15) Uani 1 1 d . . . H32A H -0.1158 0.2690 0.1452 0.036 Uiso 1 1 calc R . . C33 C 0.6751(5) -0.0702(4) 0.3850(3) 0.0256(13) Uani 1 1 d . . . C34 C 0.7330(5) -0.0100(4) 0.3503(4) 0.0279(14) Uani 1 1 d . . . C35 C 0.7977(5) -0.0367(5) 0.3169(4) 0.0306(15) Uani 1 1 d . . . H35A H 0.8389 0.0067 0.2971 0.037 Uiso 1 1 calc R . . C36 C 0.8029(5) -0.1259(5) 0.3121(4) 0.0303(14) Uani 1 1 d . . . H36A H 0.8469 -0.1436 0.2887 0.036 Uiso 1 1 calc R . . C37 C 0.7425(5) -0.1902(4) 0.3422(4) 0.0275(14) Uani 1 1 d . . . C38 C 0.6831(4) -0.1596(4) 0.3819(3) 0.0256(14) Uani 1 1 d . . . H38A H 0.6478 -0.1993 0.4070 0.031 Uiso 1 1 calc R . . C39 C 0.6084(5) -0.0423(4) 0.4267(4) 0.0292(14) Uani 1 1 d . . . C40 C 0.7265(5) 0.0855(5) 0.3468(4) 0.0321(15) Uani 1 1 d . . . C41 C 0.8133(4) -0.4699(4) 0.1993(3) 0.0250(13) Uani 1 1 d . . . C42 C 0.7917(5) -0.4568(4) 0.1255(3) 0.0281(14) Uani 1 1 d . . . C43 C 0.7418(5) -0.3978(5) 0.1195(4) 0.0376(16) Uani 1 1 d . . . H43A H 0.7212 -0.3933 0.0692 0.045 Uiso 1 1 calc R . . C44 C 0.7221(5) -0.3464(5) 0.1844(4) 0.0352(16) Uani 1 1 d . . . H44A H 0.6885 -0.3071 0.1786 0.042 Uiso 1 1 calc R . . C45 C 0.7523(5) -0.3524(4) 0.2599(4) 0.0270(14) Uani 1 1 d . . . C46 C 0.7939(4) -0.4177(4) 0.2650(3) 0.0240(13) Uani 1 1 d . . . H46A H 0.8090 -0.4265 0.3139 0.029 Uiso 1 1 calc R . . C47 C 0.8600(5) -0.5383(4) 0.2083(3) 0.0242(13) Uani 1 1 d . . . C48 C 0.8242(6) -0.4968(5) 0.0550(4) 0.0340(16) Uani 1 1 d . . . C49 C 0.7414(4) -0.2905(4) 0.3349(4) 0.0266(14) Uani 1 1 d . . . C50 C 0.2800(5) 0.0045(4) 0.2024(3) 0.0264(14) Uani 1 1 d . . . C51 C 0.3350(5) 0.0572(5) 0.1623(3) 0.0271(14) Uani 1 1 d . . . C52 C 0.3179(5) 0.1353(4) 0.1492(3) 0.0270(14) Uani 1 1 d . . . H52A H 0.3537 0.1701 0.1215 0.032 Uiso 1 1 calc R . . C53 C 0.2490(5) 0.1630(4) 0.1760(3) 0.0267(14) Uani 1 1 d . . . C54 C 0.1890(5) 0.1036(5) 0.2095(4) 0.0324(15) Uani 1 1 d . . . H54A H 0.1382 0.1176 0.2238 0.039 Uiso 1 1 calc R . . C55 C 0.2037(5) 0.0258(5) 0.2214(4) 0.0347(16) Uani 1 1 d . . . H55A H 0.1618 -0.0145 0.2428 0.042 Uiso 1 1 calc R . . C56 C 0.2926(5) -0.0807(4) 0.2210(4) 0.0293(14) Uani 1 1 d . . . C57 C 0.4119(5) 0.0325(5) 0.1343(4) 0.0317(15) Uani 1 1 d . . . C58 C 0.1696(5) 0.4446(4) 0.2967(3) 0.0270(14) Uani 1 1 d . . . C59 C 0.1930(5) 0.4375(4) 0.3723(3) 0.0266(14) Uani 1 1 d . . . C60 C 0.2422(5) 0.3807(5) 0.3836(4) 0.0337(16) Uani 1 1 d . . . H60A H 0.2627 0.3803 0.4356 0.040 Uiso 1 1 calc R . . C61 C 0.2620(5) 0.3245(5) 0.3202(4) 0.0331(15) Uani 1 1 d . . . H61A H 0.2960 0.2866 0.3291 0.040 Uiso 1 1 calc R . . C62 C 0.2313(4) 0.3239(4) 0.2423(4) 0.0255(13) Uani 1 1 d . . . C63 C 0.1896(4) 0.3872(4) 0.2326(3) 0.0253(13) Uani 1 1 d . . . H63A H 0.1743 0.3919 0.1818 0.030 Uiso 1 1 calc R . . C64 C 0.1215(4) 0.5100(4) 0.2822(3) 0.0237(13) Uani 1 1 d . . . C65 C 0.1616(5) 0.4854(5) 0.4409(3) 0.0287(14) Uani 1 1 d . . . C66 C 0.2441(5) 0.2567(5) 0.1711(4) 0.0312(15) Uani 1 1 d . . . O29 O 0.5696(15) 0.2919(15) -0.0059(10) 0.127(6) Uani 0.50 1 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 0.0369(5) 0.0278(4) 0.0358(5) 0.0189(4) 0.0185(4) 0.0197(4) Co2 0.0369(7) 0.0322(6) 0.0331(6) 0.0182(5) 0.0209(6) 0.0245(6) Co3 0.0750(11) 0.0695(10) 0.0587(9) 0.0454(8) 0.0522(9) 0.0584(9) Co4 0.0386(5) 0.0234(4) 0.0212(4) 0.0113(3) 0.0156(4) 0.0188(4) Co5 0.0376(5) 0.0236(4) 0.0223(4) 0.0117(3) 0.0153(4) 0.0196(4) O1 0.037(3) 0.029(2) 0.034(2) 0.0183(18) 0.022(2) 0.024(2) O2 0.056(3) 0.040(3) 0.041(3) 0.027(2) 0.031(2) 0.038(2) O3 0.038(3) 0.045(3) 0.055(3) 0.032(2) 0.023(2) 0.025(2) O4 0.050(3) 0.026(3) 0.061(3) 0.020(2) 0.012(3) 0.016(2) O5 0.037(3) 0.026(2) 0.030(2) 0.0132(17) 0.020(2) 0.019(2) O6 0.035(2) 0.030(2) 0.033(2) 0.0177(19) 0.017(2) 0.021(2) O7 0.051(3) 0.042(3) 0.023(2) 0.0186(19) 0.021(2) 0.030(2) O8 0.053(3) 0.044(3) 0.032(3) -0.001(2) 0.009(2) 0.025(3) O9 0.047(3) 0.034(2) 0.037(2) 0.019(2) 0.025(2) 0.026(2) O10 0.041(3) 0.037(3) 0.043(3) 0.027(2) 0.026(2) 0.024(2) O11 0.064(4) 0.021(3) 0.061(3) 0.011(2) 0.012(3) 0.012(2) O12 0.044(3) 0.040(3) 0.045(3) 0.025(2) 0.031(2) 0.030(2) O13 0.089(4) 0.090(4) 0.066(3) 0.061(3) 0.062(3) 0.077(4) O14 0.035(3) 0.042(3) 0.036(2) 0.025(2) 0.020(2) 0.024(2) O15 0.041(3) 0.026(2) 0.027(2) 0.0132(17) 0.020(2) 0.023(2) O16 0.039(3) 0.036(2) 0.024(2) 0.0144(18) 0.012(2) 0.022(2) O17 0.048(3) 0.033(3) 0.028(2) 0.0030(19) 0.010(2) 0.019(2) O18 0.056(3) 0.044(3) 0.040(3) 0.022(2) 0.028(2) 0.032(3) O19 0.048(3) 0.042(3) 0.035(3) 0.019(2) 0.017(2) 0.017(2) O20 0.139(7) 0.153(7) 0.078(4) 0.081(5) 0.081(5) 0.124(6) O21 0.114(6) 0.082(5) 0.088(5) 0.033(4) 0.072(5) 0.046(5) O22 0.052(3) 0.029(2) 0.024(2) 0.0107(19) 0.016(2) 0.021(2) O23 0.070(4) 0.021(2) 0.047(3) 0.011(2) 0.042(3) 0.016(2) O24 0.062(3) 0.036(3) 0.035(2) 0.019(2) 0.026(2) 0.031(2) O25 0.060(3) 0.025(2) 0.038(3) 0.015(2) 0.031(2) 0.024(2) O26 0.086(4) 0.033(3) 0.042(3) 0.017(2) 0.020(3) 0.017(3) O27 0.143(7) 0.055(4) 0.050(3) 0.028(3) 0.038(4) 0.039(4) O28 0.077(5) 0.064(4) 0.085(5) 0.022(4) 0.030(4) 0.013(4) N1 0.039(3) 0.027(3) 0.046(3) 0.017(2) 0.014(3) 0.020(3) N2 0.049(4) 0.037(3) 0.052(4) 0.019(3) 0.018(3) 0.023(3) N3 0.047(4) 0.035(3) 0.039(3) 0.025(3) 0.018(3) 0.027(3) N4 0.044(4) 0.025(3) 0.056(4) 0.023(3) 0.007(3) 0.014(3) N5 0.054(4) 0.035(3) 0.081(5) 0.029(3) 0.029(4) 0.029(3) N6 0.035(3) 0.027(3) 0.046(3) 0.019(2) 0.010(3) 0.016(3) N7 0.031(3) 0.031(3) 0.020(2) 0.009(2) 0.013(2) 0.021(2) N8 0.046(3) 0.034(3) 0.033(3) 0.015(2) 0.013(3) 0.028(3) N9 0.034(3) 0.028(3) 0.020(2) 0.009(2) 0.012(2) 0.018(2) N10 0.051(4) 0.039(3) 0.028(3) 0.013(2) 0.015(3) 0.033(3) N11 0.072(4) 0.029(3) 0.033(3) 0.009(2) 0.011(3) 0.031(3) N12 0.039(3) 0.025(3) 0.027(3) 0.010(2) 0.017(2) 0.020(2) C1 0.030(4) 0.023(3) 0.048(4) 0.016(3) -0.002(3) 0.009(3) C2 0.038(4) 0.026(3) 0.045(4) 0.012(3) 0.006(3) 0.012(3) C3 0.040(4) 0.023(3) 0.060(5) 0.016(3) 0.002(4) 0.013(3) C4 0.025(4) 0.025(3) 0.066(5) 0.026(3) 0.000(3) 0.006(3) C5 0.035(4) 0.036(4) 0.050(4) 0.028(3) 0.004(3) 0.007(3) C6 0.032(4) 0.025(3) 0.051(4) 0.020(3) 0.011(3) 0.009(3) C7 0.037(4) 0.025(3) 0.047(4) 0.018(3) 0.002(3) 0.012(3) C8 0.063(5) 0.045(4) 0.061(5) 0.027(4) 0.022(4) 0.031(4) C9 0.047(5) 0.034(4) 0.087(6) 0.025(4) 0.017(4) 0.019(4) C10 0.039(4) 0.029(4) 0.073(5) 0.029(4) -0.001(4) 0.012(3) C11 0.063(6) 0.058(5) 0.059(5) 0.037(4) 0.015(4) 0.026(4) C12 0.045(4) 0.040(4) 0.060(5) 0.026(4) 0.018(4) 0.013(4) C13 0.054(5) 0.038(4) 0.058(5) 0.026(4) 0.033(4) 0.023(4) C14 0.036(4) 0.037(4) 0.048(4) 0.024(3) 0.015(3) 0.023(3) C15 0.059(5) 0.032(4) 0.061(5) 0.022(3) 0.027(4) 0.027(4) C16 0.045(4) 0.034(4) 0.055(4) 0.025(3) 0.017(4) 0.019(3) C17 0.039(4) 0.024(3) 0.021(3) 0.000(2) 0.008(3) 0.017(3) C18 0.040(4) 0.029(3) 0.021(3) 0.003(2) 0.009(3) 0.020(3) C19 0.034(4) 0.030(3) 0.024(3) 0.008(3) 0.006(3) 0.020(3) C20 0.041(4) 0.031(3) 0.025(3) -0.001(3) 0.010(3) 0.020(3) C21 0.056(5) 0.035(4) 0.044(4) 0.017(3) 0.029(4) 0.025(4) C22 0.044(4) 0.030(3) 0.041(4) 0.015(3) 0.016(3) 0.022(3) C23 0.043(4) 0.029(3) 0.022(3) 0.010(3) 0.013(3) 0.020(3) C24 0.032(3) 0.025(3) 0.032(3) 0.007(3) 0.014(3) 0.020(3) C25 0.069(5) 0.037(4) 0.023(3) 0.004(3) 0.012(3) 0.037(4) C26 0.071(5) 0.032(4) 0.032(4) 0.009(3) 0.016(4) 0.029(4) C27 0.077(6) 0.037(4) 0.019(3) 0.004(3) 0.008(4) 0.038(4) C28 0.064(5) 0.033(4) 0.023(3) -0.003(3) 0.003(3) 0.029(4) C29 0.100(7) 0.040(4) 0.050(5) 0.015(4) 0.034(5) 0.033(5) C30 0.092(7) 0.044(4) 0.058(5) 0.026(4) 0.038(5) 0.049(5) C31 0.059(5) 0.029(3) 0.022(3) 0.008(3) 0.009(3) 0.029(3) C32 0.044(4) 0.030(3) 0.029(3) 0.014(3) 0.017(3) 0.026(3) C33 0.033(4) 0.023(3) 0.029(3) 0.011(2) 0.016(3) 0.018(3) C34 0.026(3) 0.022(3) 0.039(4) 0.016(3) 0.010(3) 0.012(3) C35 0.028(3) 0.030(3) 0.041(4) 0.018(3) 0.019(3) 0.016(3) C36 0.033(4) 0.032(3) 0.036(3) 0.013(3) 0.020(3) 0.023(3) C37 0.028(3) 0.025(3) 0.036(3) 0.008(3) 0.018(3) 0.019(3) C38 0.026(3) 0.021(3) 0.029(3) 0.012(2) 0.008(3) 0.011(3) C39 0.034(4) 0.021(3) 0.033(3) 0.011(3) 0.009(3) 0.014(3) C40 0.032(4) 0.036(4) 0.051(4) 0.027(3) 0.028(3) 0.024(3) C41 0.026(3) 0.024(3) 0.029(3) 0.013(2) 0.011(3) 0.014(3) C42 0.037(4) 0.026(3) 0.026(3) 0.009(2) 0.009(3) 0.021(3) C43 0.050(4) 0.043(4) 0.032(4) 0.017(3) 0.013(3) 0.032(4) C44 0.040(4) 0.037(4) 0.035(4) 0.012(3) 0.009(3) 0.029(3) C45 0.032(3) 0.023(3) 0.029(3) 0.007(2) 0.013(3) 0.017(3) C46 0.031(3) 0.021(3) 0.026(3) 0.011(2) 0.015(3) 0.015(3) C47 0.030(3) 0.021(3) 0.027(3) 0.011(2) 0.014(3) 0.014(3) C48 0.053(5) 0.037(4) 0.025(3) 0.013(3) 0.017(3) 0.032(4) C49 0.020(3) 0.025(3) 0.030(3) 0.009(3) 0.007(3) 0.010(3) C50 0.027(3) 0.019(3) 0.029(3) 0.004(2) 0.009(3) 0.011(3) C51 0.038(4) 0.031(3) 0.027(3) 0.013(3) 0.021(3) 0.025(3) C52 0.030(3) 0.025(3) 0.027(3) 0.010(2) 0.012(3) 0.014(3) C53 0.031(3) 0.027(3) 0.026(3) 0.008(2) 0.015(3) 0.017(3) C54 0.034(4) 0.037(4) 0.038(4) 0.018(3) 0.020(3) 0.022(3) C55 0.039(4) 0.030(3) 0.042(4) 0.018(3) 0.022(3) 0.017(3) C56 0.038(4) 0.021(3) 0.035(4) 0.012(3) 0.017(3) 0.017(3) C57 0.042(4) 0.027(3) 0.033(3) 0.016(3) 0.014(3) 0.018(3) C58 0.031(3) 0.026(3) 0.024(3) 0.010(2) 0.008(3) 0.013(3) C59 0.030(3) 0.027(3) 0.022(3) 0.009(2) 0.006(3) 0.016(3) C60 0.044(4) 0.037(4) 0.019(3) 0.007(3) 0.007(3) 0.023(3) C61 0.036(4) 0.033(3) 0.034(4) 0.011(3) 0.007(3) 0.025(3) C62 0.023(3) 0.023(3) 0.029(3) 0.008(2) 0.009(3) 0.012(3) C63 0.029(3) 0.028(3) 0.023(3) 0.011(2) 0.011(3) 0.015(3) C64 0.027(3) 0.019(3) 0.021(3) 0.004(2) 0.003(3) 0.012(3) C65 0.046(4) 0.026(3) 0.024(3) 0.014(3) 0.012(3) 0.025(3) C66 0.029(4) 0.034(4) 0.035(4) 0.013(3) 0.013(3) 0.018(3) O29 0.165(18) 0.143(15) 0.082(11) 0.044(10) 0.034(11) 0.084(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O12 2.086(5) . ? Co1 O3 2.094(5) . ? Co1 O10 2.102(4) . ? Co1 O1 2.151(4) . ? Co1 N6 2.153(5) 1_565 ? Co1 N3 2.158(5) . ? Co2 O19 2.053(5) 2_656 ? Co2 O19 2.053(5) . ? Co2 O2 2.089(4) 2_656 ? Co2 O2 2.089(4) . ? Co2 O1 2.185(4) 2_656 ? Co2 O1 2.185(4) . ? Co2 C39 2.465(7) 2_656 ? Co2 C39 2.465(7) . ? Co3 O13 2.060(5) 2_655 ? Co3 O13 2.060(5) . ? Co3 O21 2.079(7) . ? Co3 O21 2.079(7) 2_655 ? Co3 O20 2.103(6) 2_655 ? Co3 O20 2.103(6) . ? Co4 O23 2.046(5) . ? Co4 O14 2.062(4) . ? Co4 O5 2.081(4) 1_465 ? Co4 O22 2.130(4) . ? Co4 O7 2.134(4) 1_465 ? Co4 N9 2.161(5) . ? Co5 O25 2.054(5) . ? Co5 O15 2.070(4) . ? Co5 O6 2.072(4) 1_465 ? Co5 O16 2.127(4) . ? Co5 N12 2.132(5) . ? Co5 O24 2.135(4) . ? O1 C39 1.286(7) . ? O2 C39 1.247(7) . ? O3 C40 1.275(8) . ? O4 C40 1.244(8) . ? O5 C47 1.250(7) . ? O5 Co4 2.081(4) 1_645 ? O6 C47 1.267(7) . ? O6 Co5 2.072(4) 1_645 ? O7 C48 1.274(8) . ? O7 Co4 2.134(4) 1_645 ? O8 C48 1.248(8) . ? O9 C49 1.221(7) . ? O10 C56 1.286(8) . ? O11 C56 1.223(7) . ? O12 C57 1.253(7) . ? O13 C57 1.248(7) . ? O14 C64 1.261(7) . ? O15 C64 1.249(7) . ? O16 C65 1.280(8) . ? O17 C65 1.243(7) . ? O18 C66 1.213(7) . ? O19 H1W 0.84(2) . ? O19 H2W 0.84(2) . ? O20 H3W 0.847(19) . ? O20 H4W 0.85(2) . ? O21 H5W 0.86(2) . ? O21 H6W 0.86(2) . ? O22 H7W 0.86(2) . ? O22 H8W 0.84(2) . ? O23 H9W 0.85(2) . ? O23 H10W 0.85(2) . ? O24 H11W 0.838(19) . ? O24 H12W 0.849(19) . ? O25 H13W 0.84(2) . ? O25 H14W 0.85(2) . ? O26 H15W 0.85(2) . ? O26 H16W 0.85(2) . ? O27 H17W 0.86(2) . ? O27 H18W 0.86(2) . ? O28 H19W 0.86(2) . ? O28 H20W 0.87(2) . ? N1 C14 1.321(8) . ? N1 N2 1.377(8) . ? N1 C7 1.467(8) . ? N2 C13 1.301(9) . ? N3 C14 1.325(8) . ? N3 C13 1.368(9) . ? N4 C16 1.319(9) . ? N4 N5 1.370(9) . ? N4 C10 1.482(8) . ? N5 C15 1.310(8) . ? N6 C16 1.337(8) . ? N6 C15 1.364(9) . ? N6 Co1 2.153(5) 1_545 ? N7 C24 1.321(7) . ? N7 N8 1.372(7) . ? N7 C20 1.477(7) . ? N8 C23 1.313(8) . ? N9 C24 1.334(7) . ? N9 C23 1.373(8) . ? N10 C32 1.326(8) . ? N10 N11 1.366(7) . ? N10 C28 1.470(7) . ? N11 C31 1.312(8) . ? N12 C32 1.329(7) . ? N12 C31 1.357(8) . ? C1 C6 1.401(9) . ? C1 C2 1.413(10) . ? C1 C7 1.500(9) . ? C2 C3 1.413(10) . ? C2 C8 1.502(10) . ? C3 C4 1.400(10) . ? C3 C9 1.520(11) . ? C4 C5 1.400(11) . ? C4 C10 1.524(9) . ? C5 C6 1.396(10) . ? C5 C11 1.486(10) . ? C6 C12 1.532(10) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C8 H8C 0.9700 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C9 H9C 0.9700 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C11 H11C 0.9700 . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C12 H12C 0.9700 . ? C13 H13A 0.9400 . ? C14 H14A 0.9400 . ? C15 H15A 0.9400 . ? C16 H16A 0.9400 . ? C17 C19 1.401(9) 2_576 ? C17 C18 1.412(9) . ? C17 C20 1.536(9) . ? C18 C19 1.396(9) . ? C18 C21 1.505(9) . ? C19 C17 1.401(9) 2_576 ? C19 C22 1.514(8) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C21 H21C 0.9700 . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C22 H22C 0.9700 . ? C23 H23A 0.9400 . ? C24 H24A 0.9400 . ? C25 C27 1.388(10) 2 ? C25 C26 1.409(9) . ? C25 C28 1.529(10) . ? C26 C27 1.382(11) . ? C26 C29 1.522(10) . ? C27 C25 1.388(10) 2 ? C27 C30 1.503(9) . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C29 H29C 0.9700 . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C30 H30C 0.9700 . ? C31 H31A 0.9400 . ? C32 H32A 0.9400 . ? C33 C38 1.403(8) . ? C33 C34 1.405(8) . ? C33 C39 1.492(9) . ? C34 C35 1.378(9) . ? C34 C40 1.519(8) . ? C35 C36 1.372(8) . ? C35 H35A 0.9400 . ? C36 C37 1.397(8) . ? C36 H36A 0.9400 . ? C37 C38 1.391(9) . ? C37 C49 1.492(8) . ? C38 H38A 0.9400 . ? C41 C46 1.379(8) . ? C41 C42 1.413(8) . ? C41 C47 1.499(8) . ? C42 C43 1.396(9) . ? C42 C48 1.508(9) . ? C43 C44 1.366(9) . ? C43 H43A 0.9400 . ? C44 C45 1.406(8) . ? C44 H44A 0.9400 . ? C45 C46 1.385(8) . ? C45 C49 1.489(8) . ? C46 H46A 0.9400 . ? C50 C55 1.398(9) . ? C50 C51 1.402(8) . ? C50 C56 1.509(8) . ? C51 C52 1.391(8) . ? C51 C57 1.493(9) . ? C52 C53 1.390(9) . ? C52 H52A 0.9400 . ? C53 C54 1.398(8) . ? C53 C66 1.491(9) . ? C54 C55 1.361(9) . ? C54 H54A 0.9400 . ? C55 H55A 0.9400 . ? C58 C63 1.397(8) . ? C58 C59 1.402(8) . ? C58 C64 1.499(8) . ? C59 C60 1.378(9) . ? C59 C65 1.509(9) . ? C60 C61 1.378(9) . ? C60 H60A 0.9400 . ? C61 C62 1.402(8) . ? C61 H61A 0.9400 . ? C62 C63 1.377(8) . ? C62 C66 1.491(9) . ? C63 H63A 0.9400 . ? 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 O3 88.63(18) . . ? O12 Co1 O10 91.11(17) . . ? O3 Co1 O10 178.88(18) . . ? O12 Co1 O1 173.54(17) . . ? O3 Co1 O1 87.12(17) . . ? O10 Co1 O1 93.24(16) . . ? O12 Co1 N6 90.67(19) . 1_565 ? O3 Co1 N6 88.8(2) . 1_565 ? O10 Co1 N6 90.14(19) . 1_565 ? O1 Co1 N6 94.08(18) . 1_565 ? O12 Co1 N3 85.81(18) . . ? O3 Co1 N3 93.1(2) . . ? O10 Co1 N3 87.9(2) . . ? O1 Co1 N3 89.58(17) . . ? N6 Co1 N3 175.9(2) 1_565 . ? O19 Co2 O19 180.000(1) 2_656 . ? O19 Co2 O2 90.1(2) 2_656 2_656 ? O19 Co2 O2 89.9(2) . 2_656 ? O19 Co2 O2 89.9(2) 2_656 . ? O19 Co2 O2 90.1(2) . . ? O2 Co2 O2 180.0(3) 2_656 . ? O19 Co2 O1 87.46(17) 2_656 2_656 ? O19 Co2 O1 92.54(17) . 2_656 ? O2 Co2 O1 61.73(15) 2_656 2_656 ? O2 Co2 O1 118.27(15) . 2_656 ? O19 Co2 O1 92.54(17) 2_656 . ? O19 Co2 O1 87.46(17) . . ? O2 Co2 O1 118.27(15) 2_656 . ? O2 Co2 O1 61.73(15) . . ? O1 Co2 O1 180.000(1) 2_656 . ? O19 Co2 C39 88.4(2) 2_656 2_656 ? O19 Co2 C39 91.6(2) . 2_656 ? O2 Co2 C39 30.36(17) 2_656 2_656 ? O2 Co2 C39 149.64(17) . 2_656 ? O1 Co2 C39 31.37(17) 2_656 2_656 ? O1 Co2 C39 148.63(17) . 2_656 ? O19 Co2 C39 91.6(2) 2_656 . ? O19 Co2 C39 88.4(2) . . ? O2 Co2 C39 149.64(17) 2_656 . ? O2 Co2 C39 30.36(17) . . ? O1 Co2 C39 148.63(17) 2_656 . ? O1 Co2 C39 31.37(17) . . ? C39 Co2 C39 180.000(1) 2_656 . ? O13 Co3 O13 180.0(4) 2_655 . ? O13 Co3 O21 90.5(2) 2_655 . ? O13 Co3 O21 89.5(2) . . ? O13 Co3 O21 89.5(2) 2_655 2_655 ? O13 Co3 O21 90.5(2) . 2_655 ? O21 Co3 O21 180.0(4) . 2_655 ? O13 Co3 O20 93.4(2) 2_655 2_655 ? O13 Co3 O20 86.6(2) . 2_655 ? O21 Co3 O20 89.7(3) . 2_655 ? O21 Co3 O20 90.3(3) 2_655 2_655 ? O13 Co3 O20 86.6(2) 2_655 . ? O13 Co3 O20 93.4(2) . . ? O21 Co3 O20 90.3(3) . . ? O21 Co3 O20 89.7(3) 2_655 . ? O20 Co3 O20 180.0(4) 2_655 . ? O23 Co4 O14 88.0(2) . . ? O23 Co4 O5 165.50(17) . 1_465 ? O14 Co4 O5 93.62(16) . 1_465 ? O23 Co4 O22 85.12(18) . . ? O14 Co4 O22 86.73(18) . . ? O5 Co4 O22 80.58(17) 1_465 . ? O23 Co4 O7 91.5(2) . 1_465 ? O14 Co4 O7 175.65(17) . 1_465 ? O5 Co4 O7 85.79(17) 1_465 1_465 ? O22 Co4 O7 88.92(17) . 1_465 ? O23 Co4 N9 94.12(18) . . ? O14 Co4 N9 96.48(18) . . ? O5 Co4 N9 100.01(17) 1_465 . ? O22 Co4 N9 176.68(18) . . ? O7 Co4 N9 87.86(17) 1_465 . ? O25 Co5 O15 166.36(16) . . ? O25 Co5 O6 86.84(18) . 1_465 ? O15 Co5 O6 93.18(16) . 1_465 ? O25 Co5 O16 92.63(18) . . ? O15 Co5 O16 86.43(16) . . ? O6 Co5 O16 176.16(16) 1_465 . ? O25 Co5 N12 94.63(18) . . ? O15 Co5 N12 98.98(17) . . ? O6 Co5 N12 93.50(18) 1_465 . ? O16 Co5 N12 90.34(18) . . ? O25 Co5 O24 86.95(18) . . ? O15 Co5 O24 79.43(17) . . ? O6 Co5 O24 87.38(17) 1_465 . ? O16 Co5 O24 88.80(17) . . ? N12 Co5 O24 178.2(2) . . ? C39 O1 Co1 129.5(4) . . ? C39 O1 Co2 86.4(4) . . ? Co1 O1 Co2 128.4(2) . . ? C39 O2 Co2 91.7(4) . . ? C40 O3 Co1 119.2(4) . . ? C47 O5 Co4 127.0(4) . 1_645 ? C47 O6 Co5 122.4(4) . 1_645 ? C48 O7 Co4 118.1(4) . 1_645 ? C56 O10 Co1 112.5(4) . . ? C57 O12 Co1 135.9(4) . . ? C57 O13 Co3 129.8(4) . . ? C64 O14 Co4 121.2(4) . . ? C64 O15 Co5 126.7(4) . . ? C65 O16 Co5 115.6(3) . . ? Co2 O19 H1W 122(4) . . ? Co2 O19 H2W 119(4) . . ? H1W O19 H2W 112(3) . . ? Co3 O20 H3W 120(2) . . ? Co3 O20 H4W 104.5(19) . . ? H3W O20 H4W 113(3) . . ? Co3 O21 H5W 106(7) . . ? Co3 O21 H6W 113(6) . . ? H5W O21 H6W 108(3) . . ? Co4 O22 H7W 114(5) . . ? Co4 O22 H8W 118(5) . . ? H7W O22 H8W 93(6) . . ? Co4 O23 H9W 134(5) . . ? Co4 O23 H10W 125(5) . . ? H9W O23 H10W 94(7) . . ? Co5 O24 H11W 105.4(18) . . ? Co5 O24 H12W 114(2) . . ? H11W O24 H12W 113(3) . . ? Co5 O25 H13W 125(5) . . ? Co5 O25 H14W 119(5) . . ? H13W O25 H14W 110(7) . . ? H15W O26 H16W 110(3) . . ? H17W O27 H18W 109(3) . . ? H19W O28 H20W 110(3) . . ? C14 N1 N2 108.8(5) . . ? C14 N1 C7 129.8(6) . . ? N2 N1 C7 121.4(6) . . ? C13 N2 N1 102.7(6) . . ? C14 N3 C13 101.7(6) . . ? C14 N3 Co1 129.2(5) . . ? C13 N3 Co1 129.0(4) . . ? C16 N4 N5 109.8(5) . . ? C16 N4 C10 126.0(7) . . ? N5 N4 C10 123.8(6) . . ? C15 N5 N4 102.9(6) . . ? C16 N6 C15 102.7(6) . . ? C16 N6 Co1 124.0(5) . 1_545 ? C15 N6 Co1 132.0(4) . 1_545 ? C24 N7 N8 109.5(5) . . ? C24 N7 C20 127.6(5) . . ? N8 N7 C20 122.2(5) . . ? C23 N8 N7 103.0(5) . . ? C24 N9 C23 102.2(5) . . ? C24 N9 Co4 131.6(4) . . ? C23 N9 Co4 126.2(4) . . ? C32 N10 N11 109.5(5) . . ? C32 N10 C28 128.5(5) . . ? N11 N10 C28 121.4(5) . . ? C31 N11 N10 102.6(5) . . ? C32 N12 C31 102.6(5) . . ? C32 N12 Co5 130.6(4) . . ? C31 N12 Co5 126.7(4) . . ? C6 C1 C2 119.3(6) . . ? C6 C1 C7 120.2(6) . . ? C2 C1 C7 120.5(6) . . ? C1 C2 C3 119.8(7) . . ? C1 C2 C8 121.1(6) . . ? C3 C2 C8 119.1(7) . . ? C4 C3 C2 119.6(7) . . ? C4 C3 C9 120.5(6) . . ? C2 C3 C9 119.9(7) . . ? C3 C4 C5 120.7(6) . . ? C3 C4 C10 118.1(7) . . ? C5 C4 C10 120.6(7) . . ? C6 C5 C4 119.4(7) . . ? C6 C5 C11 119.8(7) . . ? C4 C5 C11 120.8(7) . . ? C5 C6 C1 121.1(7) . . ? C5 C6 C12 119.1(7) . . ? C1 C6 C12 119.8(6) . . ? N1 C7 C1 112.8(5) . . ? N1 C7 H7A 109.0 . . ? C1 C7 H7A 109.0 . . ? N1 C7 H7B 109.0 . . ? C1 C7 H7B 109.0 . . ? H7A C7 H7B 107.8 . . ? C2 C8 H8A 109.5 . . ? C2 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C2 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C3 C9 H9A 109.5 . . ? C3 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C3 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N4 C10 C4 115.6(6) . . ? N4 C10 H10A 108.4 . . ? C4 C10 H10A 108.4 . . ? N4 C10 H10B 108.4 . . ? C4 C10 H10B 108.4 . . ? H10A C10 H10B 107.4 . . ? C5 C11 H11A 109.5 . . ? C5 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C5 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C6 C12 H12A 109.5 . . ? C6 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C6 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N2 C13 N3 115.2(6) . . ? N2 C13 H13A 122.4 . . ? N3 C13 H13A 122.4 . . ? N1 C14 N3 111.6(6) . . ? N1 C14 H14A 124.2 . . ? N3 C14 H14A 124.2 . . ? N5 C15 N6 114.3(7) . . ? N5 C15 H15A 122.8 . . ? N6 C15 H15A 122.8 . . ? N4 C16 N6 110.3(7) . . ? N4 C16 H16A 124.8 . . ? N6 C16 H16A 124.8 . . ? C19 C17 C18 120.9(6) 2_576 . ? C19 C17 C20 118.8(6) 2_576 . ? C18 C17 C20 120.0(6) . . ? C19 C18 C17 118.8(6) . . ? C19 C18 C21 119.6(6) . . ? C17 C18 C21 121.5(6) . . ? C18 C19 C17 120.2(6) . 2_576 ? C18 C19 C22 121.3(6) . . ? C17 C19 C22 118.5(6) 2_576 . ? N7 C20 C17 116.0(5) . . ? N7 C20 H20A 108.3 . . ? C17 C20 H20A 108.3 . . ? N7 C20 H20B 108.3 . . ? C17 C20 H20B 108.3 . . ? H20A C20 H20B 107.4 . . ? C18 C21 H21A 109.5 . . ? C18 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C18 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C19 C22 H22A 109.5 . . ? C19 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C19 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N8 C23 N9 114.3(5) . . ? N8 C23 H23A 122.9 . . ? N9 C23 H23A 122.9 . . ? N7 C24 N9 111.0(5) . . ? N7 C24 H24A 124.5 . . ? N9 C24 H24A 124.5 . . ? C27 C25 C26 119.9(7) 2 . ? C27 C25 C28 119.8(6) 2 . ? C26 C25 C28 120.1(7) . . ? C27 C26 C25 120.4(7) . . ? C27 C26 C29 119.3(7) . . ? C25 C26 C29 120.2(7) . . ? C26 C27 C25 119.5(6) . 2 ? C26 C27 C30 120.3(7) . . ? C25 C27 C30 120.2(7) 2 . ? N10 C28 C25 115.5(6) . . ? N10 C28 H28A 108.4 . . ? C25 C28 H28A 108.4 . . ? N10 C28 H28B 108.4 . . ? C25 C28 H28B 108.4 . . ? H28A C28 H28B 107.5 . . ? C26 C29 H29A 109.5 . . ? C26 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C26 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C27 C30 H30A 109.5 . . ? C27 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C27 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? N11 C31 N12 114.7(6) . . ? N11 C31 H31A 122.6 . . ? N12 C31 H31A 122.6 . . ? N10 C32 N12 110.5(5) . . ? N10 C32 H32A 124.8 . . ? N12 C32 H32A 124.8 . . ? C38 C33 C34 117.8(6) . . ? C38 C33 C39 118.6(5) . . ? C34 C33 C39 123.6(5) . . ? C35 C34 C33 120.7(5) . . ? C35 C34 C40 117.1(5) . . ? C33 C34 C40 122.2(6) . . ? C36 C35 C34 121.0(6) . . ? C36 C35 H35A 119.5 . . ? C34 C35 H35A 119.5 . . ? C35 C36 C37 119.7(6) . . ? C35 C36 H36A 120.2 . . ? C37 C36 H36A 120.2 . . ? C38 C37 C36 119.6(5) . . ? C38 C37 C49 118.4(5) . . ? C36 C37 C49 121.9(5) . . ? C37 C38 C33 120.9(5) . . ? C37 C38 H38A 119.6 . . ? C33 C38 H38A 119.6 . . ? O2 C39 O1 120.1(6) . . ? O2 C39 C33 119.4(5) . . ? O1 C39 C33 120.5(5) . . ? O2 C39 Co2 57.9(3) . . ? O1 C39 Co2 62.2(3) . . ? C33 C39 Co2 177.3(4) . . ? O4 C40 O3 125.9(6) . . ? O4 C40 C34 116.7(6) . . ? O3 C40 C34 117.3(6) . . ? C46 C41 C42 120.3(6) . . ? C46 C41 C47 118.9(5) . . ? C42 C41 C47 120.8(5) . . ? C43 C42 C41 117.6(6) . . ? C43 C42 C48 117.8(5) . . ? C41 C42 C48 124.5(6) . . ? C44 C43 C42 121.9(6) . . ? C44 C43 H43A 119.0 . . ? C42 C43 H43A 119.0 . . ? C43 C44 C45 119.8(6) . . ? C43 C44 H44A 120.1 . . ? C45 C44 H44A 120.1 . . ? C46 C45 C44 119.0(5) . . ? C46 C45 C49 118.7(5) . . ? C44 C45 C49 122.2(6) . . ? C41 C46 C45 120.9(5) . . ? C41 C46 H46A 119.5 . . ? C45 C46 H46A 119.5 . . ? O5 C47 O6 124.3(6) . . ? O5 C47 C41 119.9(5) . . ? O6 C47 C41 115.8(5) . . ? O8 C48 O7 124.1(6) . . ? O8 C48 C42 119.5(6) . . ? O7 C48 C42 116.3(6) . . ? O9 C49 C45 121.2(6) . . ? O9 C49 C37 120.5(5) . . ? C45 C49 C37 118.2(5) . . ? C55 C50 C51 119.0(6) . . ? C55 C50 C56 117.0(5) . . ? C51 C50 C56 123.8(6) . . ? C52 C51 C50 118.9(6) . . ? C52 C51 C57 119.3(5) . . ? C50 C51 C57 121.9(5) . . ? C53 C52 C51 121.4(6) . . ? C53 C52 H52A 119.3 . . ? C51 C52 H52A 119.3 . . ? C52 C53 C54 118.6(6) . . ? C52 C53 C66 119.2(5) . . ? C54 C53 C66 122.2(6) . . ? C55 C54 C53 120.4(6) . . ? C55 C54 H54A 119.8 . . ? C53 C54 H54A 119.8 . . ? C54 C55 C50 121.2(6) . . ? C54 C55 H55A 119.4 . . ? C50 C55 H55A 119.4 . . ? O11 C56 O10 126.4(6) . . ? O11 C56 C50 115.6(6) . . ? O10 C56 C50 117.9(5) . . ? O13 C57 O12 122.8(6) . . ? O13 C57 C51 116.9(6) . . ? O12 C57 C51 120.2(5) . . ? C63 C58 C59 119.0(6) . . ? C63 C58 C64 119.1(5) . . ? C59 C58 C64 121.8(5) . . ? C60 C59 C58 119.3(6) . . ? C60 C59 C65 118.2(5) . . ? C58 C59 C65 122.4(6) . . ? C61 C60 C59 121.1(6) . . ? C61 C60 H60A 119.4 . . ? C59 C60 H60A 119.4 . . ? C60 C61 C62 120.1(6) . . ? C60 C61 H61A 120.0 . . ? C62 C61 H61A 120.0 . . ? C63 C62 C61 118.8(6) . . ? C63 C62 C66 120.3(5) . . ? C61 C62 C66 120.9(6) . . ? C62 C63 C58 121.2(6) . . ? C62 C63 H63A 119.4 . . ? C58 C63 H63A 119.4 . . ? O15 C64 O14 124.7(5) . . ? O15 C64 C58 119.1(5) . . ? O14 C64 C58 116.1(5) . . ? O17 C65 O16 124.9(6) . . ? O17 C65 C59 119.2(6) . . ? O16 C65 C59 115.7(5) . . ? O18 C66 C53 121.9(6) . . ? O18 C66 C62 121.6(6) . . ? C53 C66 C62 116.5(5) . . ? 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 O3 Co1 O1 C39 -72.3(5) . . . . ? O10 Co1 O1 C39 108.7(5) . . . . ? N6 Co1 O1 C39 -160.9(5) 1_565 . . . ? N3 Co1 O1 C39 20.8(5) . . . . ? O3 Co1 O1 Co2 164.2(3) . . . . ? O10 Co1 O1 Co2 -14.7(2) . . . . ? N6 Co1 O1 Co2 75.7(3) 1_565 . . . ? N3 Co1 O1 Co2 -102.6(3) . . . . ? O19 Co2 O1 C39 89.0(4) 2_656 . . . ? O19 Co2 O1 C39 -91.0(4) . . . . ? O2 Co2 O1 C39 -179.6(3) 2_656 . . . ? O2 Co2 O1 C39 0.4(3) . . . . ? C39 Co2 O1 C39 180.000(3) 2_656 . . . ? O19 Co2 O1 Co1 -131.3(3) 2_656 . . . ? O19 Co2 O1 Co1 48.7(3) . . . . ? O2 Co2 O1 Co1 -39.8(3) 2_656 . . . ? O2 Co2 O1 Co1 140.2(3) . . . . ? C39 Co2 O1 Co1 -40.2(5) 2_656 . . . ? C39 Co2 O1 Co1 139.8(5) . . . . ? O19 Co2 O2 C39 -93.4(4) 2_656 . . . ? O19 Co2 O2 C39 86.6(4) . . . . ? O1 Co2 O2 C39 179.6(3) 2_656 . . . ? O1 Co2 O2 C39 -0.4(3) . . . . ? C39 Co2 O2 C39 180.000(3) 2_656 . . . ? O12 Co1 O3 C40 -170.4(5) . . . . ? O1 Co1 O3 C40 4.7(5) . . . . ? N6 Co1 O3 C40 98.8(5) 1_565 . . . ? N3 Co1 O3 C40 -84.7(5) . . . . ? O12 Co1 O10 C56 1.7(4) . . . . ? O1 Co1 O10 C56 -173.5(4) . . . . ? N6 Co1 O10 C56 92.4(4) 1_565 . . . ? N3 Co1 O10 C56 -84.0(4) . . . . ? O3 Co1 O12 C57 -113.6(6) . . . . ? O10 Co1 O12 C57 65.3(6) . . . . ? N6 Co1 O12 C57 -24.9(6) 1_565 . . . ? N3 Co1 O12 C57 153.1(6) . . . . ? O21 Co3 O13 C57 -114.8(7) . . . . ? O21 Co3 O13 C57 65.2(7) 2_655 . . . ? O20 Co3 O13 C57 155.5(7) 2_655 . . . ? O20 Co3 O13 C57 -24.5(7) . . . . ? O23 Co4 O14 C64 173.0(4) . . . . ? O5 Co4 O14 C64 -21.4(4) 1_465 . . . ? O22 Co4 O14 C64 -101.7(4) . . . . ? N9 Co4 O14 C64 79.1(4) . . . . ? O25 Co5 O15 C64 167.8(7) . . . . ? O6 Co5 O15 C64 -102.5(5) 1_465 . . . ? O16 Co5 O15 C64 81.3(5) . . . . ? N12 Co5 O15 C64 -8.4(5) . . . . ? O24 Co5 O15 C64 170.8(5) . . . . ? O25 Co5 O16 C65 -172.4(4) . . . . ? O15 Co5 O16 C65 -6.0(4) . . . . ? N12 Co5 O16 C65 93.0(4) . . . . ? O24 Co5 O16 C65 -85.5(4) . . . . ? C14 N1 N2 C13 -0.6(7) . . . . ? C7 N1 N2 C13 179.5(6) . . . . ? O12 Co1 N3 C14 -111.0(6) . . . . ? O3 Co1 N3 C14 160.6(6) . . . . ? O10 Co1 N3 C14 -19.7(6) . . . . ? O1 Co1 N3 C14 73.5(6) . . . . ? O12 Co1 N3 C13 74.0(6) . . . . ? O3 Co1 N3 C13 -14.4(6) . . . . ? O10 Co1 N3 C13 165.3(6) . . . . ? O1 Co1 N3 C13 -101.5(6) . . . . ? C16 N4 N5 C15 -1.1(8) . . . . ? C10 N4 N5 C15 -173.3(6) . . . . ? C24 N7 N8 C23 0.4(7) . . . . ? C20 N7 N8 C23 171.2(6) . . . . ? O23 Co4 N9 C24 -108.3(6) . . . . ? O14 Co4 N9 C24 -19.9(6) . . . . ? O5 Co4 N9 C24 75.0(6) 1_465 . . . ? O7 Co4 N9 C24 160.3(6) 1_465 . . . ? O23 Co4 N9 C23 72.1(5) . . . . ? O14 Co4 N9 C23 160.5(5) . . . . ? O5 Co4 N9 C23 -104.7(5) 1_465 . . . ? O7 Co4 N9 C23 -19.3(5) 1_465 . . . ? C32 N10 N11 C31 -0.5(8) . . . . ? C28 N10 N11 C31 -172.4(6) . . . . ? O25 Co5 N12 C32 110.9(6) . . . . ? O15 Co5 N12 C32 -70.0(6) . . . . ? O6 Co5 N12 C32 23.8(6) 1_465 . . . ? O16 Co5 N12 C32 -156.5(6) . . . . ? O25 Co5 N12 C31 -68.6(6) . . . . ? O15 Co5 N12 C31 110.5(5) . . . . ? O6 Co5 N12 C31 -155.7(5) 1_465 . . . ? O16 Co5 N12 C31 24.1(6) . . . . ? C6 C1 C2 C3 2.8(10) . . . . ? C7 C1 C2 C3 -174.4(6) . . . . ? C6 C1 C2 C8 -177.3(6) . . . . ? C7 C1 C2 C8 5.5(10) . . . . ? C1 C2 C3 C4 -3.0(10) . . . . ? C8 C2 C3 C4 177.1(6) . . . . ? C1 C2 C3 C9 176.1(6) . . . . ? C8 C2 C3 C9 -3.8(10) . . . . ? C2 C3 C4 C5 -0.2(10) . . . . ? C9 C3 C4 C5 -179.3(6) . . . . ? C2 C3 C4 C10 -171.4(6) . . . . ? C9 C3 C4 C10 9.5(9) . . . . ? C3 C4 C5 C6 3.7(10) . . . . ? C10 C4 C5 C6 174.6(6) . . . . ? C3 C4 C5 C11 -176.5(6) . . . . ? C10 C4 C5 C11 -5.6(10) . . . . ? C4 C5 C6 C1 -4.0(10) . . . . ? C11 C5 C6 C1 176.3(6) . . . . ? C4 C5 C6 C12 177.7(6) . . . . ? C11 C5 C6 C12 -2.0(9) . . . . ? C2 C1 C6 C5 0.7(9) . . . . ? C7 C1 C6 C5 177.9(6) . . . . ? C2 C1 C6 C12 179.0(6) . . . . ? C7 C1 C6 C12 -3.8(9) . . . . ? C14 N1 C7 C1 -118.6(8) . . . . ? N2 N1 C7 C1 61.2(8) . . . . ? C6 C1 C7 N1 78.2(8) . . . . ? C2 C1 C7 N1 -104.6(7) . . . . ? C16 N4 C10 C4 127.3(8) . . . . ? N5 N4 C10 C4 -61.8(10) . . . . ? C3 C4 C10 N4 -90.2(8) . . . . ? C5 C4 C10 N4 98.6(8) . . . . ? N1 N2 C13 N3 0.5(8) . . . . ? C14 N3 C13 N2 -0.2(8) . . . . ? Co1 N3 C13 N2 175.8(5) . . . . ? N2 N1 C14 N3 0.6(7) . . . . ? C7 N1 C14 N3 -179.6(6) . . . . ? C13 N3 C14 N1 -0.2(7) . . . . ? Co1 N3 C14 N1 -176.3(4) . . . . ? N4 N5 C15 N6 0.8(8) . . . . ? C16 N6 C15 N5 -0.2(8) . . . . ? Co1 N6 C15 N5 -166.9(5) 1_545 . . . ? N5 N4 C16 N6 1.0(8) . . . . ? C10 N4 C16 N6 173.0(6) . . . . ? C15 N6 C16 N4 -0.5(8) . . . . ? Co1 N6 C16 N4 167.6(4) 1_545 . . . ? C19 C17 C18 C19 1.8(10) 2_576 . . . ? C20 C17 C18 C19 -171.3(5) . . . . ? C19 C17 C18 C21 -177.6(6) 2_576 . . . ? C20 C17 C18 C21 9.3(9) . . . . ? C17 C18 C19 C17 -1.8(10) . . . 2_576 ? C21 C18 C19 C17 177.6(6) . . . 2_576 ? C17 C18 C19 C22 178.1(6) . . . . ? C21 C18 C19 C22 -2.5(9) . . . . ? C24 N7 C20 C17 -141.4(6) . . . . ? N8 N7 C20 C17 49.5(8) . . . . ? C19 C17 C20 N7 89.1(7) 2_576 . . . ? C18 C17 C20 N7 -97.6(7) . . . . ? N7 N8 C23 N9 -0.3(7) . . . . ? C24 N9 C23 N8 0.1(7) . . . . ? Co4 N9 C23 N8 179.8(4) . . . . ? N8 N7 C24 N9 -0.4(7) . . . . ? C20 N7 C24 N9 -170.6(6) . . . . ? C23 N9 C24 N7 0.2(7) . . . . ? Co4 N9 C24 N7 -179.5(4) . . . . ? C27 C25 C26 C27 -4.7(12) 2 . . . ? C28 C25 C26 C27 171.2(6) . . . . ? C27 C25 C26 C29 177.3(7) 2 . . . ? C28 C25 C26 C29 -6.8(10) . . . . ? C25 C26 C27 C25 4.7(12) . . . 2 ? C29 C26 C27 C25 -177.3(7) . . . 2 ? C25 C26 C27 C30 -177.0(7) . . . . ? C29 C26 C27 C30 1.0(11) . . . . ? C32 N10 C28 C25 129.2(7) . . . . ? N11 N10 C28 C25 -60.6(9) . . . . ? C27 C25 C28 N10 -88.9(8) 2 . . . ? C26 C25 C28 N10 95.2(8) . . . . ? N10 N11 C31 N12 1.2(8) . . . . ? C32 N12 C31 N11 -1.5(8) . . . . ? Co5 N12 C31 N11 178.1(5) . . . . ? N11 N10 C32 N12 -0.4(8) . . . . ? C28 N10 C32 N12 170.8(6) . . . . ? C31 N12 C32 N10 1.0(7) . . . . ? Co5 N12 C32 N10 -178.5(4) . . . . ? C38 C33 C34 C35 -2.0(9) . . . . ? C39 C33 C34 C35 176.1(6) . . . . ? C38 C33 C34 C40 177.1(6) . . . . ? C39 C33 C34 C40 -4.8(9) . . . . ? C33 C34 C35 C36 3.9(9) . . . . ? C40 C34 C35 C36 -175.2(6) . . . . ? C34 C35 C36 C37 -0.6(9) . . . . ? C35 C36 C37 C38 -4.5(9) . . . . ? C35 C36 C37 C49 177.0(6) . . . . ? C36 C37 C38 C33 6.4(9) . . . . ? C49 C37 C38 C33 -175.0(5) . . . . ? C34 C33 C38 C37 -3.2(8) . . . . ? C39 C33 C38 C37 178.6(5) . . . . ? Co2 O2 C39 O1 0.8(6) . . . . ? Co2 O2 C39 C33 179.7(5) . . . . ? Co1 O1 C39 O2 -139.8(5) . . . . ? Co2 O1 C39 O2 -0.7(6) . . . . ? Co1 O1 C39 C33 41.2(8) . . . . ? Co2 O1 C39 C33 -179.7(5) . . . . ? Co1 O1 C39 Co2 -139.1(4) . . . . ? C38 C33 C39 O2 25.7(8) . . . . ? C34 C33 C39 O2 -152.4(6) . . . . ? C38 C33 C39 O1 -155.3(6) . . . . ? C34 C33 C39 O1 26.6(9) . . . . ? O19 Co2 C39 O2 87.0(4) 2_656 . . . ? O19 Co2 C39 O2 -93.0(4) . . . . ? O2 Co2 C39 O2 180.000(4) 2_656 . . . ? O1 Co2 C39 O2 -0.8(6) 2_656 . . . ? O1 Co2 C39 O2 179.2(6) . . . . ? O19 Co2 C39 O1 -92.2(3) 2_656 . . . ? O19 Co2 C39 O1 87.8(3) . . . . ? O2 Co2 C39 O1 0.8(6) 2_656 . . . ? O2 Co2 C39 O1 -179.2(6) . . . . ? O1 Co2 C39 O1 180.000(4) 2_656 . . . ? Co1 O3 C40 O4 -111.9(6) . . . . ? Co1 O3 C40 C34 71.7(7) . . . . ? C35 C34 C40 O4 -80.1(8) . . . . ? C33 C34 C40 O4 100.8(7) . . . . ? C35 C34 C40 O3 96.6(7) . . . . ? C33 C34 C40 O3 -82.5(8) . . . . ? C46 C41 C42 C43 -6.0(9) . . . . ? C47 C41 C42 C43 175.6(6) . . . . ? C46 C41 C42 C48 170.3(6) . . . . ? C47 C41 C42 C48 -8.1(9) . . . . ? C41 C42 C43 C44 5.8(10) . . . . ? C48 C42 C43 C44 -170.7(6) . . . . ? C42 C43 C44 C45 -0.1(11) . . . . ? C43 C44 C45 C46 -5.5(10) . . . . ? C43 C44 C45 C49 174.3(6) . . . . ? C42 C41 C46 C45 0.5(9) . . . . ? C47 C41 C46 C45 178.9(5) . . . . ? C44 C45 C46 C41 5.3(9) . . . . ? C49 C45 C46 C41 -174.5(5) . . . . ? Co4 O5 C47 O6 -129.8(5) 1_645 . . . ? Co4 O5 C47 C41 50.3(7) 1_645 . . . ? Co5 O6 C47 O5 45.6(7) 1_645 . . . ? Co5 O6 C47 C41 -134.6(4) 1_645 . . . ? C46 C41 C47 O5 -153.2(6) . . . . ? C42 C41 C47 O5 25.3(8) . . . . ? C46 C41 C47 O6 27.0(8) . . . . ? C42 C41 C47 O6 -154.6(5) . . . . ? Co4 O7 C48 O8 -114.3(6) 1_645 . . . ? Co4 O7 C48 C42 69.6(6) 1_645 . . . ? C43 C42 C48 O8 -78.2(8) . . . . ? C41 C42 C48 O8 105.5(8) . . . . ? C43 C42 C48 O7 98.0(7) . . . . ? C41 C42 C48 O7 -78.3(8) . . . . ? C46 C45 C49 O9 -26.7(9) . . . . ? C44 C45 C49 O9 153.5(6) . . . . ? C46 C45 C49 C37 152.6(6) . . . . ? C44 C45 C49 C37 -27.1(9) . . . . ? C38 C37 C49 O9 -34.6(8) . . . . ? C36 C37 C49 O9 144.0(6) . . . . ? C38 C37 C49 C45 146.1(6) . . . . ? C36 C37 C49 C45 -35.3(8) . . . . ? C55 C50 C51 C52 5.5(9) . . . . ? C56 C50 C51 C52 -179.3(6) . . . . ? C55 C50 C51 C57 -175.1(6) . . . . ? C56 C50 C51 C57 0.0(9) . . . . ? C50 C51 C52 C53 1.1(9) . . . . ? C57 C51 C52 C53 -178.3(5) . . . . ? C51 C52 C53 C54 -6.4(9) . . . . ? C51 C52 C53 C66 171.4(6) . . . . ? C52 C53 C54 C55 5.2(9) . . . . ? C66 C53 C54 C55 -172.5(6) . . . . ? C53 C54 C55 C50 1.4(10) . . . . ? C51 C50 C55 C54 -6.8(9) . . . . ? C56 C50 C55 C54 177.7(6) . . . . ? Co1 O10 C56 O11 105.9(7) . . . . ? Co1 O10 C56 C50 -77.0(6) . . . . ? C55 C50 C56 O11 82.2(7) . . . . ? C51 C50 C56 O11 -93.1(8) . . . . ? C55 C50 C56 O10 -95.2(7) . . . . ? C51 C50 C56 O10 89.5(7) . . . . ? Co3 O13 C57 O12 15.1(10) . . . . ? Co3 O13 C57 C51 -163.7(5) . . . . ? Co1 O12 C57 O13 145.0(5) . . . . ? Co1 O12 C57 C51 -36.2(9) . . . . ? C52 C51 C57 O13 -27.0(9) . . . . ? C50 C51 C57 O13 153.7(6) . . . . ? C52 C51 C57 O12 154.2(6) . . . . ? C50 C51 C57 O12 -25.2(9) . . . . ? C63 C58 C59 C60 5.1(9) . . . . ? C64 C58 C59 C60 -176.4(6) . . . . ? C63 C58 C59 C65 -171.8(6) . . . . ? C64 C58 C59 C65 6.7(9) . . . . ? C58 C59 C60 C61 -5.0(10) . . . . ? C65 C59 C60 C61 172.0(6) . . . . ? C59 C60 C61 C62 -0.4(10) . . . . ? C60 C61 C62 C63 5.6(9) . . . . ? C60 C61 C62 C66 -174.8(6) . . . . ? C61 C62 C63 C58 -5.5(9) . . . . ? C66 C62 C63 C58 174.9(6) . . . . ? C59 C58 C63 C62 0.2(9) . . . . ? C64 C58 C63 C62 -178.3(5) . . . . ? Co5 O15 C64 O14 132.8(5) . . . . ? Co5 O15 C64 C58 -49.8(7) . . . . ? Co4 O14 C64 O15 -40.1(7) . . . . ? Co4 O14 C64 C58 142.4(4) . . . . ? C63 C58 C64 O15 153.2(5) . . . . ? C59 C58 C64 O15 -25.3(8) . . . . ? C63 C58 C64 O14 -29.2(8) . . . . ? C59 C58 C64 O14 152.3(6) . . . . ? Co5 O16 C65 O17 113.7(6) . . . . ? Co5 O16 C65 C59 -72.4(6) . . . . ? C60 C59 C65 O17 80.3(7) . . . . ? C58 C59 C65 O17 -102.9(7) . . . . ? C60 C59 C65 O16 -94.0(7) . . . . ? C58 C59 C65 O16 82.8(7) . . . . ? C52 C53 C66 O18 40.0(9) . . . . ? C54 C53 C66 O18 -142.2(7) . . . . ? C52 C53 C66 C62 -139.3(6) . . . . ? C54 C53 C66 C62 38.5(8) . . . . ? C63 C62 C66 O18 24.8(9) . . . . ? C61 C62 C66 O18 -154.8(6) . . . . ? C63 C62 C66 C53 -155.9(6) . . . . ? C61 C62 C66 C53 24.5(9) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O19 H1W O10 0.84(2) 2.00(3) 2.745(6) 147(5) . O19 H2W O26 0.84(2) 1.86(2) 2.698(7) 172(7) . O20 H3W O12 0.847(19) 2.10(4) 2.709(7) 129(4) . O20 H4W O13 0.85(2) 2.57(4) 2.856(7) 101(3) 2_655 O21 H5W O28 0.86(2) 1.76(2) 2.618(10) 176(9) . O21 H6W O27 0.86(2) 2.04(5) 2.830(10) 152(9) . O22 H7W O27 0.86(2) 2.42(3) 3.246(9) 162(6) 1_455 O22 H8W O7 0.84(2) 1.92(3) 2.744(6) 166(7) 2_655 O23 H9W O8 0.85(2) 1.93(2) 2.780(7) 173(8) 2_655 O23 H10W O11 0.85(2) 1.78(4) 2.575(6) 156(8) 1_565 O24 H11W O15 0.838(19) 2.40(3) 2.687(6) 101(2) . O24 H12W O16 0.849(19) 1.821(18) 2.666(6) 174(3) 2_566 O25 H13W O4 0.84(2) 1.83(3) 2.651(6) 166(7) 1_455 O25 H14W O17 0.85(2) 1.91(3) 2.730(6) 163(7) 2_566 O26 H15W O4 0.85(2) 2.01(3) 2.837(8) 164(8) 2_656 O26 H16W O17 0.85(2) 2.18(5) 2.896(7) 142(7) 1_545 O27 H17W O8 0.86(2) 2.32(5) 3.052(9) 143(8) 1_565 O27 H18W O11 0.86(2) 2.14(6) 2.838(8) 138(7) 2_655 O28 H19W O3 0.86(2) 2.14(2) 2.949(8) 157(2) . O28 H20W O6 0.87(2) 2.11(5) 2.869(7) 146(7) 1_565 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.351 _refine_diff_density_min -0.426 _refine_diff_density_rms 0.091 data_Ni-tmtz-1,3-bdc(6) _database_code_depnum_ccdc_archive 'CCDC 917539' #TrackingRef 'tmtz-CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H35 N9 Ni O4.50' _chemical_formula_weight 676.40 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 '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 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.1205(5) _cell_length_b 11.8855(7) _cell_length_c 13.4846(7) _cell_angle_alpha 91.532(5) _cell_angle_beta 92.938(4) _cell_angle_gamma 110.081(5) _cell_volume 1519.71(15) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 3430 _cell_measurement_theta_min 3.0226 _cell_measurement_theta_max 29.6114 _exptl_crystal_description Block _exptl_crystal_colour Blue _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.478 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 708 _exptl_absorpt_coefficient_mu 0.695 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8082 _exptl_absorpt_correction_T_max 0.9029 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21, Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.4692 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 10574 _diffrn_reflns_av_R_equivalents 0.0349 _diffrn_reflns_av_sigmaI/netI 0.0744 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 26.37 _reflns_number_total 6198 _reflns_number_gt 4706 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0450P)^2^+0.5612P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6198 _refine_ls_number_parameters 430 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0787 _refine_ls_R_factor_gt 0.0535 _refine_ls_wR_factor_ref 0.1160 _refine_ls_wR_factor_gt 0.1047 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.31770(4) 0.22155(4) 1.01593(3) 0.01807(12) Uani 1 1 d . . . O1 O 0.25752(19) 0.3613(2) 1.09216(14) 0.0257(5) Uani 1 1 d . . . O2 O 0.1066(2) 0.2170(2) 0.99675(14) 0.0242(5) Uani 1 1 d . . . O3 O -0.3977(2) 0.1734(3) 0.9694(2) 0.0685(10) Uani 1 1 d . . . O4 O -0.4764(2) 0.2888(2) 1.06343(15) 0.0293(5) Uani 1 1 d . . . O5 O 0.2728(7) -0.2739(5) 0.2139(4) 0.0693(18) Uani 0.50 1 d P . . N1 N 0.2549(3) -0.0653(2) 0.80568(17) 0.0242(6) Uani 1 1 d . . . N2 N 0.1184(3) -0.0716(3) 0.81216(18) 0.0295(6) Uani 1 1 d . . . N3 N 0.2631(3) 0.0640(2) 0.92538(16) 0.0233(6) Uani 1 1 d . . . N4 N 0.1759(3) 0.0401(3) 0.27546(18) 0.0300(7) Uani 1 1 d . . . N5 N 0.2171(3) -0.0467(3) 0.2322(2) 0.0411(8) Uani 1 1 d . . . N6 N 0.2684(2) 0.1167(3) 0.13956(17) 0.0247(6) Uani 1 1 d . . . N7 N 0.4533(3) 0.4350(3) 0.76903(18) 0.0387(8) Uani 1 1 d . . . N8 N 0.3248(4) 0.3593(3) 0.7303(2) 0.0557(10) Uani 1 1 d . . . N9 N 0.3618(3) 0.3183(2) 0.88803(17) 0.0237(6) Uani 1 1 d . . . C1 C 0.2491(3) -0.1048(3) 0.6265(2) 0.0249(7) Uani 1 1 d . . . C2 C 0.3302(3) 0.0049(3) 0.5894(2) 0.0310(8) Uani 1 1 d . . . C3 C 0.2813(4) 0.0452(3) 0.5036(2) 0.0324(8) Uani 1 1 d . . . C4 C 0.1586(3) -0.0304(3) 0.4504(2) 0.0288(8) Uani 1 1 d . . . C5 C 0.0873(3) -0.1449(3) 0.4809(2) 0.0288(8) Uani 1 1 d . . . C6 C 0.1270(3) -0.1809(3) 0.5733(2) 0.0274(7) Uani 1 1 d . . . C7 C 0.2903(3) -0.1380(3) 0.7293(2) 0.0292(8) Uani 1 1 d . . . H7A H 0.2399 -0.2233 0.7384 0.035 Uiso 1 1 calc R . . H7B H 0.3917 -0.1239 0.7351 0.035 Uiso 1 1 calc R . . C8 C 0.4679(4) 0.0843(4) 0.6433(3) 0.0535(12) Uani 1 1 d . . . H8A H 0.5382 0.1155 0.5954 0.080 Uiso 1 1 calc R . . H8B H 0.5005 0.0376 0.6902 0.080 Uiso 1 1 calc R . . H8C H 0.4527 0.1505 0.6788 0.080 Uiso 1 1 calc R . . C9 C 0.3613(5) 0.1689(4) 0.4699(3) 0.0588(12) Uani 1 1 d . . . H9A H 0.3961 0.2240 0.5274 0.088 Uiso 1 1 calc R . . H9B H 0.2991 0.1961 0.4275 0.088 Uiso 1 1 calc R . . H9C H 0.4402 0.1662 0.4331 0.088 Uiso 1 1 calc R . . C10 C 0.0959(4) 0.0190(4) 0.3648(2) 0.0422(10) Uani 1 1 d . . . H10A H 0.0006 -0.0371 0.3466 0.051 Uiso 1 1 calc R . . H10B H 0.0872 0.0949 0.3878 0.051 Uiso 1 1 calc R . . C11 C -0.0342(4) -0.2322(4) 0.4165(3) 0.0517(11) Uani 1 1 d . . . H11A H -0.1211 -0.2195 0.4305 0.078 Uiso 1 1 calc R . . H11B H -0.0422 -0.3138 0.4308 0.078 Uiso 1 1 calc R . . H11C H -0.0167 -0.2192 0.3469 0.078 Uiso 1 1 calc R . . C12 C 0.0324(4) -0.2952(3) 0.6152(3) 0.0423(9) Uani 1 1 d . . . H12A H 0.0467 -0.3636 0.5827 0.064 Uiso 1 1 calc R . . H12B H -0.0653 -0.3013 0.6037 0.064 Uiso 1 1 calc R . . H12C H 0.0550 -0.2941 0.6861 0.064 Uiso 1 1 calc R . . C13 C 0.1293(3) 0.0067(3) 0.8853(2) 0.0262(7) Uani 1 1 d . . . H13A H 0.0508 0.0222 0.9084 0.031 Uiso 1 1 calc R . . C14 C 0.3377(3) 0.0142(3) 0.8736(2) 0.0254(7) Uani 1 1 d . . . H14A H 0.4356 0.0325 0.8835 0.031 Uiso 1 1 calc R . . C15 C 0.2733(4) 0.0047(4) 0.1510(2) 0.0366(9) Uani 1 1 d . . . H15A H 0.3132 -0.0330 0.1051 0.044 Uiso 1 1 calc R . . C16 C 0.2055(3) 0.1335(3) 0.2189(2) 0.0271(7) Uani 1 1 d . . . H16A H 0.1845 0.2031 0.2334 0.033 Uiso 1 1 calc R . . C17 C 0.5179(4) 0.5141(3) 0.6023(2) 0.0353(9) Uani 1 1 d . . . C18 C 0.6038(3) 0.4663(3) 0.5509(3) 0.0363(9) Uani 1 1 d . . . C19 C 0.5851(4) 0.4530(3) 0.4470(3) 0.0377(9) Uani 1 1 d . . . C20 C 0.5417(5) 0.5365(4) 0.7148(2) 0.0769(18) Uani 1 1 d . . . H20A H 0.6411 0.5514 0.7342 0.092 Uiso 1 1 calc R . . H20B H 0.5209 0.6086 0.7337 0.092 Uiso 1 1 calc R . . C21 C 0.7100(5) 0.4246(5) 0.6075(5) 0.098(2) Uani 1 1 d . . . H21A H 0.7964 0.4922 0.6224 0.146 Uiso 1 1 calc R . . H21B H 0.7297 0.3640 0.5673 0.146 Uiso 1 1 calc R . . H21C H 0.6720 0.3909 0.6690 0.146 Uiso 1 1 calc R . . C22 C 0.6836(6) 0.4060(5) 0.3917(5) 0.101(2) Uani 1 1 d . . . H22A H 0.6569 0.3987 0.3211 0.152 Uiso 1 1 calc R . . H22B H 0.6774 0.3281 0.4152 0.152 Uiso 1 1 calc R . . H22C H 0.7796 0.4613 0.4034 0.152 Uiso 1 1 calc R . . C23 C 0.2763(4) 0.2916(3) 0.8037(2) 0.0371(9) Uani 1 1 d . . . H23A H 0.1887 0.2289 0.7987 0.044 Uiso 1 1 calc R . . C24 C 0.4714(3) 0.4097(3) 0.8629(2) 0.0263(7) Uani 1 1 d . . . H24A H 0.5508 0.4507 0.9055 0.032 Uiso 1 1 calc R . . C25 C 0.0186(3) 0.3570(3) 1.0764(2) 0.0200(7) Uani 1 1 d . . . C26 C -0.1200(3) 0.2914(3) 1.0431(2) 0.0210(7) Uani 1 1 d . . . H26A H -0.1397 0.2193 1.0052 0.025 Uiso 1 1 calc R . . C27 C -0.2294(3) 0.3313(3) 1.0655(2) 0.0204(7) Uani 1 1 d . . . C28 C -0.1987(3) 0.4376(3) 1.1212(2) 0.0259(7) Uani 1 1 d . . . H28A H -0.2721 0.4647 1.1378 0.031 Uiso 1 1 calc R . . C29 C -0.0609(3) 0.5046(3) 1.1530(2) 0.0307(8) Uani 1 1 d . . . H29A H -0.0410 0.5777 1.1893 0.037 Uiso 1 1 calc R . . C30 C 0.0477(3) 0.4636(3) 1.1310(2) 0.0270(7) Uani 1 1 d . . . H30A H 0.1410 0.5084 1.1533 0.032 Uiso 1 1 calc R . . C31 C 0.1335(3) 0.3094(3) 1.0532(2) 0.0211(7) Uani 1 1 d . . . C32 C -0.3792(3) 0.2574(3) 1.0292(2) 0.0265(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.01206(19) 0.0259(2) 0.01625(19) 0.00065(15) 0.00193(14) 0.00650(16) O1 0.0126(10) 0.0338(14) 0.0292(11) -0.0039(10) -0.0019(9) 0.0071(10) O2 0.0178(10) 0.0267(13) 0.0279(11) -0.0034(10) -0.0002(9) 0.0080(10) O3 0.0228(13) 0.063(2) 0.114(2) -0.0541(19) -0.0122(15) 0.0144(14) O4 0.0118(10) 0.0461(16) 0.0297(11) -0.0015(10) 0.0006(9) 0.0103(10) O5 0.106(5) 0.034(4) 0.053(3) -0.004(3) -0.024(3) 0.010(4) N1 0.0263(14) 0.0303(17) 0.0174(12) -0.0015(11) -0.0012(11) 0.0121(12) N2 0.0257(14) 0.0336(18) 0.0278(14) -0.0008(12) 0.0033(12) 0.0084(13) N3 0.0253(14) 0.0283(16) 0.0164(12) 0.0000(11) 0.0030(11) 0.0092(12) N4 0.0330(15) 0.044(2) 0.0195(13) 0.0085(12) 0.0075(12) 0.0196(14) N5 0.0516(19) 0.050(2) 0.0309(15) 0.0106(14) 0.0090(14) 0.0283(17) N6 0.0176(13) 0.0339(18) 0.0227(13) 0.0038(12) 0.0036(11) 0.0085(12) N7 0.0486(18) 0.0314(19) 0.0166(13) 0.0020(12) -0.0018(13) -0.0106(15) N8 0.064(2) 0.044(2) 0.0267(15) 0.0060(14) -0.0137(15) -0.0210(18) N9 0.0205(13) 0.0292(17) 0.0187(12) 0.0017(11) 0.0010(10) 0.0052(12) C1 0.0285(17) 0.031(2) 0.0187(14) -0.0016(13) 0.0019(13) 0.0149(15) C2 0.0270(17) 0.034(2) 0.0262(16) -0.0046(15) 0.0039(14) 0.0036(16) C3 0.0372(19) 0.031(2) 0.0267(17) 0.0020(14) 0.0114(15) 0.0073(16) C4 0.0308(18) 0.038(2) 0.0195(15) 0.0046(14) 0.0081(14) 0.0140(16) C5 0.0249(17) 0.039(2) 0.0209(15) -0.0020(14) 0.0005(13) 0.0094(16) C6 0.0314(18) 0.028(2) 0.0248(16) 0.0007(14) 0.0056(14) 0.0132(15) C7 0.0364(19) 0.032(2) 0.0229(16) -0.0033(14) 0.0000(14) 0.0177(16) C8 0.040(2) 0.054(3) 0.047(2) -0.004(2) 0.0012(19) -0.008(2) C9 0.074(3) 0.037(3) 0.052(2) 0.012(2) 0.015(2) -0.001(2) C10 0.041(2) 0.070(3) 0.0252(17) 0.0187(18) 0.0165(16) 0.029(2) C11 0.047(2) 0.060(3) 0.034(2) -0.0043(19) -0.0101(18) 0.002(2) C12 0.042(2) 0.029(2) 0.048(2) 0.0053(17) 0.0007(18) 0.0021(18) C13 0.0232(16) 0.029(2) 0.0245(16) -0.0006(14) 0.0043(13) 0.0066(15) C14 0.0242(16) 0.031(2) 0.0212(15) 0.0005(13) -0.0032(13) 0.0106(15) C15 0.045(2) 0.049(3) 0.0268(17) 0.0084(16) 0.0089(16) 0.028(2) C16 0.0260(17) 0.035(2) 0.0231(16) 0.0043(14) 0.0041(13) 0.0138(16) C17 0.045(2) 0.024(2) 0.0192(15) 0.0039(14) 0.0043(15) -0.0112(17) C18 0.0232(17) 0.030(2) 0.047(2) 0.0194(17) -0.0029(16) -0.0023(16) C19 0.043(2) 0.023(2) 0.047(2) 0.0095(16) 0.0251(18) 0.0078(17) C20 0.108(4) 0.046(3) 0.0219(18) 0.0038(18) 0.002(2) -0.044(3) C21 0.037(3) 0.073(4) 0.168(6) 0.066(4) -0.026(3) 0.000(3) C22 0.123(5) 0.051(3) 0.153(5) 0.030(3) 0.106(4) 0.044(3) C23 0.0348(19) 0.034(2) 0.0253(17) 0.0095(15) -0.0089(15) -0.0088(17) C24 0.0263(17) 0.028(2) 0.0202(15) -0.0023(13) 0.0019(13) 0.0039(15) C25 0.0152(14) 0.0286(19) 0.0177(14) 0.0060(12) 0.0036(12) 0.0086(13) C26 0.0150(14) 0.0250(19) 0.0228(15) 0.0018(13) 0.0011(12) 0.0068(13) C27 0.0115(14) 0.0283(19) 0.0216(14) 0.0058(13) 0.0022(12) 0.0065(13) C28 0.0180(15) 0.035(2) 0.0275(16) -0.0004(14) 0.0023(13) 0.0129(15) C29 0.0248(17) 0.031(2) 0.0358(18) -0.0097(15) -0.0016(14) 0.0100(15) C30 0.0181(15) 0.033(2) 0.0273(16) -0.0026(14) -0.0030(13) 0.0061(14) C31 0.0139(14) 0.030(2) 0.0190(14) 0.0069(13) 0.0014(12) 0.0060(13) C32 0.0153(15) 0.031(2) 0.0343(17) 0.0044(15) -0.0007(13) 0.0094(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 O4 2.021(2) 1_655 ? Ni1 N9 2.081(2) . ? Ni1 N6 2.086(3) 1_556 ? Ni1 N3 2.098(3) . ? Ni1 O2 2.1206(19) . ? Ni1 O1 2.204(2) . ? Ni1 C31 2.495(3) . ? O1 C31 1.271(3) . ? O2 C31 1.261(4) . ? O3 C32 1.223(4) . ? O4 C32 1.269(3) . ? O4 Ni1 2.0208(19) 1_455 ? N1 C14 1.329(4) . ? N1 N2 1.365(3) . ? N1 C7 1.463(4) . ? N2 C13 1.312(4) . ? N3 C14 1.321(4) . ? N3 C13 1.364(4) . ? N4 C16 1.321(4) . ? N4 N5 1.366(4) . ? N4 C10 1.465(4) . ? N5 C15 1.325(4) . ? N6 C16 1.318(4) . ? N6 C15 1.361(4) . ? N6 Ni1 2.086(3) 1_554 ? N7 C24 1.326(4) . ? N7 N8 1.370(4) . ? N7 C20 1.471(4) . ? N8 C23 1.300(4) . ? N9 C24 1.324(4) . ? N9 C23 1.354(4) . ? C1 C6 1.403(4) . ? C1 C2 1.402(5) . ? C1 C7 1.528(4) . ? C2 C3 1.396(5) . ? C2 C8 1.522(5) . ? C3 C4 1.404(5) . ? C3 C9 1.511(5) . ? C4 C5 1.389(5) . ? C4 C10 1.515(5) . ? C5 C6 1.411(4) . ? C5 C11 1.520(4) . ? C6 C12 1.512(5) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C8 H8C 0.9700 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C9 H9C 0.9700 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C11 H11C 0.9700 . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C12 H12C 0.9700 . ? C13 H13A 0.9400 . ? C14 H14A 0.9400 . ? C15 H15A 0.9400 . ? C16 H16A 0.9400 . ? C17 C19 1.380(5) 2_666 ? C17 C18 1.392(5) . ? C17 C20 1.526(4) . ? C18 C19 1.402(5) . ? C18 C21 1.511(6) . ? C19 C17 1.380(5) 2_666 ? C19 C22 1.515(5) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C21 H21C 0.9700 . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C22 H22C 0.9700 . ? C23 H23A 0.9400 . ? C24 H24A 0.9400 . ? C25 C30 1.381(4) . ? C25 C26 1.394(4) . ? C25 C31 1.499(4) . ? C26 C27 1.388(4) . ? C26 H26A 0.9400 . ? C27 C28 1.383(4) . ? C27 C32 1.515(4) . ? C28 C29 1.386(4) . ? C28 H28A 0.9400 . ? C29 C30 1.388(4) . ? C29 H29A 0.9400 . ? C30 H30A 0.9400 . ? 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 O4 Ni1 N9 90.18(9) 1_655 . ? O4 Ni1 N6 91.57(9) 1_655 1_556 ? N9 Ni1 N6 177.09(10) . 1_556 ? O4 Ni1 N3 114.11(9) 1_655 . ? N9 Ni1 N3 88.16(10) . . ? N6 Ni1 N3 89.00(10) 1_556 . ? O4 Ni1 O2 156.57(9) 1_655 . ? N9 Ni1 O2 88.65(9) . . ? N6 Ni1 O2 90.66(9) 1_556 . ? N3 Ni1 O2 89.24(9) . . ? O4 Ni1 O1 95.74(8) 1_655 . ? N9 Ni1 O1 92.25(9) . . ? N6 Ni1 O1 89.89(9) 1_556 . ? N3 Ni1 O1 150.15(9) . . ? O2 Ni1 O1 60.94(7) . . ? O4 Ni1 C31 126.31(10) 1_655 . ? N9 Ni1 C31 90.72(10) . . ? N6 Ni1 C31 90.11(9) 1_556 . ? N3 Ni1 C31 119.58(10) . . ? O2 Ni1 C31 30.35(9) . . ? O1 Ni1 C31 30.59(8) . . ? C31 O1 Ni1 87.49(17) . . ? C31 O2 Ni1 91.48(17) . . ? C32 O4 Ni1 125.4(2) . 1_455 ? C14 N1 N2 109.9(2) . . ? C14 N1 C7 130.2(3) . . ? N2 N1 C7 119.9(2) . . ? C13 N2 N1 102.2(2) . . ? C14 N3 C13 102.5(2) . . ? C14 N3 Ni1 133.0(2) . . ? C13 N3 Ni1 122.4(2) . . ? C16 N4 N5 109.7(2) . . ? C16 N4 C10 128.2(3) . . ? N5 N4 C10 121.8(3) . . ? C15 N5 N4 102.1(3) . . ? C16 N6 C15 102.5(3) . . ? C16 N6 Ni1 128.8(2) . 1_554 ? C15 N6 Ni1 128.0(2) . 1_554 ? C24 N7 N8 109.0(3) . . ? C24 N7 C20 128.2(3) . . ? N8 N7 C20 122.3(3) . . ? C23 N8 N7 103.0(3) . . ? C24 N9 C23 102.7(3) . . ? C24 N9 Ni1 133.3(2) . . ? C23 N9 Ni1 123.8(2) . . ? C6 C1 C2 121.1(3) . . ? C6 C1 C7 119.7(3) . . ? C2 C1 C7 119.1(3) . . ? C3 C2 C1 119.6(3) . . ? C3 C2 C8 118.9(3) . . ? C1 C2 C8 121.5(3) . . ? C2 C3 C4 119.2(3) . . ? C2 C3 C9 119.3(3) . . ? C4 C3 C9 121.4(3) . . ? C5 C4 C3 121.0(3) . . ? C5 C4 C10 119.8(3) . . ? C3 C4 C10 118.9(3) . . ? C4 C5 C6 119.8(3) . . ? C4 C5 C11 120.9(3) . . ? C6 C5 C11 119.3(3) . . ? C1 C6 C5 118.5(3) . . ? C1 C6 C12 121.9(3) . . ? C5 C6 C12 119.4(3) . . ? N1 C7 C1 109.6(3) . . ? N1 C7 H7A 109.8 . . ? C1 C7 H7A 109.8 . . ? N1 C7 H7B 109.8 . . ? C1 C7 H7B 109.8 . . ? H7A C7 H7B 108.2 . . ? C2 C8 H8A 109.5 . . ? C2 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C2 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C3 C9 H9A 109.5 . . ? C3 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C3 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N4 C10 C4 115.4(3) . . ? N4 C10 H10A 108.4 . . ? C4 C10 H10A 108.4 . . ? N4 C10 H10B 108.4 . . ? C4 C10 H10B 108.4 . . ? H10A C10 H10B 107.5 . . ? C5 C11 H11A 109.5 . . ? C5 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C5 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C6 C12 H12A 109.5 . . ? C6 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C6 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N2 C13 N3 114.9(3) . . ? N2 C13 H13A 122.5 . . ? N3 C13 H13A 122.5 . . ? N3 C14 N1 110.5(3) . . ? N3 C14 H14A 124.8 . . ? N1 C14 H14A 124.8 . . ? N5 C15 N6 114.5(3) . . ? N5 C15 H15A 122.7 . . ? N6 C15 H15A 122.7 . . ? N4 C16 N6 111.3(3) . . ? N4 C16 H16A 124.4 . . ? N6 C16 H16A 124.4 . . ? C19 C17 C18 121.3(3) 2_666 . ? C19 C17 C20 118.8(4) 2_666 . ? C18 C17 C20 119.8(4) . . ? C17 C18 C19 118.7(3) . . ? C17 C18 C21 120.0(4) . . ? C19 C18 C21 121.2(4) . . ? C17 C19 C18 119.9(3) 2_666 . ? C17 C19 C22 121.9(4) 2_666 . ? C18 C19 C22 118.2(4) . . ? N7 C20 C17 112.5(3) . . ? N7 C20 H20A 109.1 . . ? C17 C20 H20A 109.1 . . ? N7 C20 H20B 109.1 . . ? C17 C20 H20B 109.1 . . ? H20A C20 H20B 107.8 . . ? C18 C21 H21A 109.5 . . ? C18 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C18 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C19 C22 H22A 109.5 . . ? C19 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C19 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N8 C23 N9 114.8(3) . . ? N8 C23 H23A 122.6 . . ? N9 C23 H23A 122.6 . . ? N9 C24 N7 110.5(3) . . ? N9 C24 H24A 124.7 . . ? N7 C24 H24A 124.7 . . ? C30 C25 C26 119.6(3) . . ? C30 C25 C31 121.1(3) . . ? C26 C25 C31 119.2(3) . . ? C27 C26 C25 120.7(3) . . ? C27 C26 H26A 119.6 . . ? C25 C26 H26A 119.6 . . ? C28 C27 C26 118.9(3) . . ? C28 C27 C32 121.5(3) . . ? C26 C27 C32 119.5(3) . . ? C29 C28 C27 120.7(3) . . ? C29 C28 H28A 119.6 . . ? C27 C28 H28A 119.6 . . ? C28 C29 C30 120.0(3) . . ? C28 C29 H29A 120.0 . . ? C30 C29 H29A 120.0 . . ? C25 C30 C29 120.0(3) . . ? C25 C30 H30A 120.0 . . ? C29 C30 H30A 120.0 . . ? O2 C31 O1 120.1(3) . . ? O2 C31 C25 120.1(3) . . ? O1 C31 C25 119.8(3) . . ? O2 C31 Ni1 58.17(14) . . ? O1 C31 Ni1 61.92(14) . . ? C25 C31 Ni1 177.6(2) . . ? O3 C32 O4 125.0(3) . . ? O3 C32 C27 118.3(3) . . ? O4 C32 C27 116.7(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 Ni1 O1 C31 178.03(17) 1_655 . . . ? N9 Ni1 O1 C31 87.62(17) . . . . ? N6 Ni1 O1 C31 -90.40(17) 1_556 . . . ? N3 Ni1 O1 C31 -2.6(3) . . . . ? O2 Ni1 O1 C31 0.41(16) . . . . ? O4 Ni1 O2 C31 -6.4(3) 1_655 . . . ? N9 Ni1 O2 C31 -93.74(18) . . . . ? N6 Ni1 O2 C31 89.09(18) 1_556 . . . ? N3 Ni1 O2 C31 178.09(18) . . . . ? O1 Ni1 O2 C31 -0.42(16) . . . . ? C14 N1 N2 C13 0.1(3) . . . . ? C7 N1 N2 C13 -178.2(3) . . . . ? O4 Ni1 N3 C14 -18.8(3) 1_655 . . . ? N9 Ni1 N3 C14 70.5(3) . . . . ? N6 Ni1 N3 C14 -110.1(3) 1_556 . . . ? O2 Ni1 N3 C14 159.2(3) . . . . ? O1 Ni1 N3 C14 161.9(2) . . . . ? C31 Ni1 N3 C14 160.3(3) . . . . ? O4 Ni1 N3 C13 -179.1(2) 1_655 . . . ? N9 Ni1 N3 C13 -89.7(2) . . . . ? N6 Ni1 N3 C13 89.6(2) 1_556 . . . ? O2 Ni1 N3 C13 -1.1(2) . . . . ? O1 Ni1 N3 C13 1.6(3) . . . . ? C31 Ni1 N3 C13 0.1(3) . . . . ? C16 N4 N5 C15 1.4(4) . . . . ? C10 N4 N5 C15 174.6(3) . . . . ? C24 N7 N8 C23 -1.5(4) . . . . ? C20 N7 N8 C23 -173.8(4) . . . . ? O4 Ni1 N9 C24 -15.7(3) 1_655 . . . ? N3 Ni1 N9 C24 -129.9(3) . . . . ? O2 Ni1 N9 C24 140.9(3) . . . . ? O1 Ni1 N9 C24 80.0(3) . . . . ? C31 Ni1 N9 C24 110.6(3) . . . . ? O4 Ni1 N9 C23 160.0(3) 1_655 . . . ? N3 Ni1 N9 C23 45.9(3) . . . . ? O2 Ni1 N9 C23 -43.4(3) . . . . ? O1 Ni1 N9 C23 -104.2(3) . . . . ? C31 Ni1 N9 C23 -73.7(3) . . . . ? C6 C1 C2 C3 6.7(5) . . . . ? C7 C1 C2 C3 -169.6(3) . . . . ? C6 C1 C2 C8 -176.0(3) . . . . ? C7 C1 C2 C8 7.7(5) . . . . ? C1 C2 C3 C4 -6.2(5) . . . . ? C8 C2 C3 C4 176.4(3) . . . . ? C1 C2 C3 C9 173.8(3) . . . . ? C8 C2 C3 C9 -3.6(5) . . . . ? C2 C3 C4 C5 -1.3(5) . . . . ? C9 C3 C4 C5 178.7(3) . . . . ? C2 C3 C4 C10 172.6(3) . . . . ? C9 C3 C4 C10 -7.4(5) . . . . ? C3 C4 C5 C6 8.4(5) . . . . ? C10 C4 C5 C6 -165.4(3) . . . . ? C3 C4 C5 C11 -172.1(3) . . . . ? C10 C4 C5 C11 14.1(5) . . . . ? C2 C1 C6 C5 0.3(4) . . . . ? C7 C1 C6 C5 176.6(3) . . . . ? C2 C1 C6 C12 -175.5(3) . . . . ? C7 C1 C6 C12 0.9(4) . . . . ? C4 C5 C6 C1 -7.8(4) . . . . ? C11 C5 C6 C1 172.7(3) . . . . ? C4 C5 C6 C12 168.1(3) . . . . ? C11 C5 C6 C12 -11.5(5) . . . . ? C14 N1 C7 C1 -117.8(3) . . . . ? N2 N1 C7 C1 60.1(4) . . . . ? C6 C1 C7 N1 -103.4(3) . . . . ? C2 C1 C7 N1 73.0(4) . . . . ? C16 N4 C10 C4 -136.6(4) . . . . ? N5 N4 C10 C4 51.5(5) . . . . ? C5 C4 C10 N4 -114.2(4) . . . . ? C3 C4 C10 N4 71.8(4) . . . . ? N1 N2 C13 N3 0.9(4) . . . . ? C14 N3 C13 N2 -1.4(4) . . . . ? Ni1 N3 C13 N2 163.9(2) . . . . ? C13 N3 C14 N1 1.4(3) . . . . ? Ni1 N3 C14 N1 -161.6(2) . . . . ? N2 N1 C14 N3 -1.0(4) . . . . ? C7 N1 C14 N3 177.1(3) . . . . ? N4 N5 C15 N6 -0.9(4) . . . . ? C16 N6 C15 N5 0.1(4) . . . . ? Ni1 N6 C15 N5 -170.9(2) 1_554 . . . ? N5 N4 C16 N6 -1.4(4) . . . . ? C10 N4 C16 N6 -174.2(3) . . . . ? C15 N6 C16 N4 0.8(3) . . . . ? Ni1 N6 C16 N4 171.7(2) 1_554 . . . ? C19 C17 C18 C19 0.6(6) 2_666 . . . ? C20 C17 C18 C19 -176.4(3) . . . . ? C19 C17 C18 C21 -176.5(4) 2_666 . . . ? C20 C17 C18 C21 6.5(5) . . . . ? C17 C18 C19 C17 -0.6(6) . . . 2_666 ? C21 C18 C19 C17 176.5(4) . . . 2_666 ? C17 C18 C19 C22 177.3(3) . . . . ? C21 C18 C19 C22 -5.6(5) . . . . ? C24 N7 C20 C17 160.6(4) . . . . ? N8 N7 C20 C17 -28.6(6) . . . . ? C19 C17 C20 N7 89.5(5) 2_666 . . . ? C18 C17 C20 N7 -93.5(5) . . . . ? N7 N8 C23 N9 1.1(5) . . . . ? C24 N9 C23 N8 -0.3(5) . . . . ? Ni1 N9 C23 N8 -177.2(3) . . . . ? C23 N9 C24 N7 -0.7(4) . . . . ? Ni1 N9 C24 N7 175.7(2) . . . . ? N8 N7 C24 N9 1.4(4) . . . . ? C20 N7 C24 N9 173.2(4) . . . . ? C30 C25 C26 C27 -0.9(4) . . . . ? C31 C25 C26 C27 178.3(3) . . . . ? C25 C26 C27 C28 0.1(4) . . . . ? C25 C26 C27 C32 -179.3(3) . . . . ? C26 C27 C28 C29 1.1(5) . . . . ? C32 C27 C28 C29 -179.4(3) . . . . ? C27 C28 C29 C30 -1.7(5) . . . . ? C26 C25 C30 C29 0.4(5) . . . . ? C31 C25 C30 C29 -178.8(3) . . . . ? C28 C29 C30 C25 0.9(5) . . . . ? Ni1 O2 C31 O1 0.7(3) . . . . ? Ni1 O2 C31 C25 -178.0(2) . . . . ? Ni1 O1 C31 O2 -0.7(3) . . . . ? Ni1 O1 C31 C25 178.0(2) . . . . ? C30 C25 C31 O2 -174.4(3) . . . . ? C26 C25 C31 O2 6.4(4) . . . . ? C30 C25 C31 O1 6.9(4) . . . . ? C26 C25 C31 O1 -172.3(3) . . . . ? O4 Ni1 C31 O2 176.85(16) 1_655 . . . ? N9 Ni1 C31 O2 86.09(18) . . . . ? N6 Ni1 C31 O2 -91.11(18) 1_556 . . . ? N3 Ni1 C31 O2 -2.2(2) . . . . ? O1 Ni1 C31 O2 179.3(3) . . . . ? O4 Ni1 C31 O1 -2.4(2) 1_655 . . . ? N9 Ni1 C31 O1 -93.19(17) . . . . ? N6 Ni1 C31 O1 89.60(17) 1_556 . . . ? N3 Ni1 C31 O1 178.51(15) . . . . ? O2 Ni1 C31 O1 -179.3(3) . . . . ? Ni1 O4 C32 O3 -7.8(5) 1_455 . . . ? Ni1 O4 C32 C27 171.66(19) 1_455 . . . ? C28 C27 C32 O3 170.3(3) . . . . ? C26 C27 C32 O3 -10.3(5) . . . . ? C28 C27 C32 O4 -9.2(4) . . . . ? C26 C27 C32 O4 170.2(3) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.409 _refine_diff_density_min -0.326 _refine_diff_density_rms 0.070 data_Ni-tmtz-oba (7) _database_code_depnum_ccdc_archive 'CCDC 917540' #TrackingRef 'tmtz-CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H30 N6 Ni O6' _chemical_formula_sum 'C30 H30 N6 Ni O6' _chemical_formula_weight 629.31 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ni' 'Ni' 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'Orthorhombic' _symmetry_space_group_name_H-M 'P21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x+1/2, -y, z+1/2' _cell_length_a 10.0375(14) _cell_length_b 15.2234(18) _cell_length_c 18.925(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2891.9(6) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 8136 _cell_measurement_theta_min 3.2 _cell_measurement_theta_max 27.5 _exptl_crystal_description 'block' _exptl_crystal_colour 'blue' _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.445 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1312 _exptl_absorpt_coefficient_mu 0.726 _exptl_absorpt_correction_type 'Multi-scan' _exptl_absorpt_correction_T_min 0.7601 _exptl_absorpt_correction_T_max 0.8685 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Saturn CCD' _diffrn_measurement_method '\w' _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 10849 _diffrn_reflns_av_R_equivalents 0.0446 _diffrn_reflns_av_sigmaI/netI 0.0838 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.25 _diffrn_reflns_theta_max 27.48 _reflns_number_total 6279 _reflns_number_gt 4799 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear' _computing_cell_refinement 'CrystalClear' _computing_data_reduction 'CrystalStructure' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0653P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0038(7) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.03(2) _refine_ls_number_reflns 6279 _refine_ls_number_parameters 399 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0781 _refine_ls_R_factor_gt 0.0578 _refine_ls_wR_factor_ref 0.1462 _refine_ls_wR_factor_gt 0.1321 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.49447(5) 0.30440(3) -0.00305(3) 0.02873(16) Uani 1 1 d . . . O1 O 0.5715(3) 0.18173(18) -0.01972(16) 0.0346(7) Uani 1 1 d . . . O2 O 0.4839(4) 0.11548(19) 0.07494(17) 0.0468(9) Uani 1 1 d . . . O3 O 0.4585(3) -0.55966(18) -0.00534(19) 0.0374(7) Uani 1 1 d . . . O4 O 0.6518(3) -0.61335(19) -0.03765(16) 0.0364(7) Uani 1 1 d . . . O5 O 0.7807(3) -0.20710(19) -0.06589(18) 0.0386(8) Uani 1 1 d . . . O6 O 0.3213(3) 0.2626(2) 0.04256(18) 0.0366(8) Uani 1 1 d D . . N1 N 0.5786(4) 0.3237(3) 0.2122(2) 0.0414(10) Uani 1 1 d . . . N2 N 0.6890(5) 0.3697(3) 0.1921(2) 0.0512(12) Uani 1 1 d . . . N3 N 0.5752(4) 0.3168(2) 0.09784(19) 0.0346(9) Uani 1 1 d . . . N4 N -0.0633(4) 0.2199(3) 0.22164(19) 0.0388(10) Uani 1 1 d . . . N6 N -0.0726(4) 0.2000(2) 0.10790(19) 0.0346(8) Uani 1 1 d . . . N5 N -0.1738(5) 0.1724(3) 0.2114(2) 0.0524(12) Uani 1 1 d . . . C1 C 0.3940(5) 0.2987(4) 0.2946(2) 0.0400(11) Uani 1 1 d . . . C2 C 0.3082(5) 0.3680(3) 0.2807(2) 0.0400(12) Uani 1 1 d . . . C3 C 0.1691(6) 0.3534(3) 0.2834(2) 0.0389(11) Uani 1 1 d . . . C4 C 0.1222(5) 0.2699(3) 0.2982(2) 0.0415(12) Uani 1 1 d . . . C5 C 0.2078(6) 0.2011(3) 0.3124(3) 0.0458(12) Uani 1 1 d . . . C6 C 0.3471(6) 0.2151(3) 0.3116(3) 0.0474(13) Uani 1 1 d . . . C7 C 0.5438(5) 0.3134(4) 0.2876(2) 0.0477(13) Uani 1 1 d . . . H7A H 0.5698 0.3662 0.3138 0.057 Uiso 1 1 calc R . . H7B H 0.5920 0.2632 0.3076 0.057 Uiso 1 1 calc R . . C8 C 0.3631(6) 0.4576(3) 0.2603(3) 0.0510(14) Uani 1 1 d . . . H8A H 0.4484 0.4667 0.2833 0.077 Uiso 1 1 calc R . . H8B H 0.3013 0.5029 0.2751 0.077 Uiso 1 1 calc R . . H8C H 0.3747 0.4602 0.2094 0.077 Uiso 1 1 calc R . . C9 C 0.0723(6) 0.4281(4) 0.2700(3) 0.0561(15) Uani 1 1 d . . . H9A H 0.0043 0.4090 0.2370 0.084 Uiso 1 1 calc R . . H9B H 0.1200 0.4778 0.2502 0.084 Uiso 1 1 calc R . . H9C H 0.0308 0.4453 0.3141 0.084 Uiso 1 1 calc R . . C10 C -0.0271(6) 0.2515(4) 0.2932(2) 0.0457(13) Uani 1 1 d . . . H10A H -0.0518 0.2070 0.3283 0.055 Uiso 1 1 calc R . . H10B H -0.0768 0.3053 0.3038 0.055 Uiso 1 1 calc R . . C11 C 0.1547(8) 0.1084(4) 0.3279(4) 0.0724(18) Uani 1 1 d . . . H11A H 0.0588 0.1108 0.3340 0.109 Uiso 1 1 calc R . . H11B H 0.1956 0.0861 0.3707 0.109 Uiso 1 1 calc R . . H11C H 0.1761 0.0699 0.2887 0.109 Uiso 1 1 calc R . . C12 C 0.4436(7) 0.1395(4) 0.3260(4) 0.0714(18) Uani 1 1 d . . . H12A H 0.5320 0.1555 0.3100 0.107 Uiso 1 1 calc R . . H12B H 0.4139 0.0874 0.3009 0.107 Uiso 1 1 calc R . . H12C H 0.4458 0.1274 0.3764 0.107 Uiso 1 1 calc R . . C13 C 0.6805(5) 0.3632(3) 0.1223(3) 0.0451(12) Uani 1 1 d . . . H13A H 0.7434 0.3890 0.0919 0.054 Uiso 1 1 calc R . . C14 C 0.5121(5) 0.2927(3) 0.1566(2) 0.0369(10) Uani 1 1 d . . . H14A H 0.4334 0.2593 0.1585 0.044 Uiso 1 1 calc R . . C15 C -0.1743(6) 0.1619(3) 0.1411(2) 0.0426(12) Uani 1 1 d . . . H15A H -0.2410 0.1303 0.1172 0.051 Uiso 1 1 calc R . . C16 C -0.0041(6) 0.2368(3) 0.1601(2) 0.0409(11) Uani 1 1 d . . . H16A H 0.0744 0.2698 0.1546 0.049 Uiso 1 1 calc R . . C17 C 0.6121(4) 0.0293(3) -0.0040(2) 0.0298(9) Uani 1 1 d . . . C18 C 0.6255(5) -0.0387(3) 0.0444(2) 0.0323(10) Uani 1 1 d . . . H18A H 0.5970 -0.0302 0.0912 0.039 Uiso 1 1 calc R . . C19 C 0.6799(5) -0.1184(3) 0.0252(2) 0.0345(11) Uani 1 1 d . . . H19A H 0.6909 -0.1636 0.0585 0.041 Uiso 1 1 calc R . . C20 C 0.7174(5) -0.1300(3) -0.0436(2) 0.0297(10) Uani 1 1 d . . . C21 C 0.7081(5) -0.0634(3) -0.0924(2) 0.0363(11) Uani 1 1 d . . . H21A H 0.7363 -0.0723 -0.1392 0.044 Uiso 1 1 calc R . . C22 C 0.6569(5) 0.0167(3) -0.0718(2) 0.0355(11) Uani 1 1 d . . . H22A H 0.6527 0.0632 -0.1045 0.043 Uiso 1 1 calc R . . C23 C 0.7251(5) -0.2882(3) -0.0510(2) 0.0302(10) Uani 1 1 d . . . C24 C 0.8122(5) -0.3576(3) -0.0509(2) 0.0331(10) Uani 1 1 d . . . H24A H 0.9042 -0.3474 -0.0555 0.040 Uiso 1 1 calc R . . C25 C 0.7649(5) -0.4425(3) -0.0441(2) 0.0359(11) Uani 1 1 d . . . H25A H 0.8244 -0.4901 -0.0461 0.043 Uiso 1 1 calc R . . C26 C 0.6300(5) -0.4576(3) -0.0342(2) 0.0317(10) Uani 1 1 d . . . C27 C 0.5429(5) -0.3863(3) -0.0318(2) 0.0327(10) Uani 1 1 d . . . H27A H 0.4513 -0.3958 -0.0248 0.039 Uiso 1 1 calc R . . C28 C 0.5903(5) -0.3017(3) -0.0398(2) 0.0343(10) Uani 1 1 d . . . H28A H 0.5316 -0.2536 -0.0377 0.041 Uiso 1 1 calc R . . C29 C 0.5514(4) 0.1148(3) 0.0201(2) 0.0303(10) Uani 1 1 d . . . C30 C 0.5763(5) -0.5478(3) -0.0249(2) 0.0355(11) Uani 1 1 d . . . H1W H 0.310(4) 0.2080(13) 0.034(2) 0.043 Uiso 1 1 d D . . H2W H 0.242(3) 0.283(3) 0.048(3) 0.043 Uiso 1 1 d 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 Ni1 0.0282(3) 0.0233(3) 0.0346(3) -0.0017(2) 0.0035(3) -0.0005(2) O1 0.0351(17) 0.0264(16) 0.0422(17) -0.0007(13) 0.0022(14) 0.0046(13) O2 0.060(2) 0.0290(16) 0.0516(19) -0.0015(14) 0.0216(19) -0.0003(18) O3 0.0312(16) 0.0230(15) 0.0579(19) -0.0041(16) 0.0103(16) -0.0017(12) O4 0.0342(18) 0.0262(16) 0.0487(18) 0.0000(14) 0.0108(15) 0.0014(14) O5 0.0388(19) 0.0214(16) 0.0556(19) 0.0020(15) 0.0163(15) 0.0017(14) O6 0.0268(17) 0.0300(17) 0.053(2) 0.0028(15) 0.0058(16) -0.0017(14) N1 0.036(2) 0.051(3) 0.037(2) -0.0045(19) -0.0024(18) -0.001(2) N2 0.047(3) 0.061(3) 0.046(2) -0.011(2) -0.004(2) -0.016(2) N3 0.034(2) 0.031(2) 0.038(2) -0.0073(17) 0.0067(17) -0.0061(18) N4 0.034(2) 0.051(3) 0.032(2) 0.0018(18) 0.0018(17) -0.0042(19) N6 0.035(2) 0.032(2) 0.0377(19) 0.0023(17) 0.0004(17) -0.0037(18) N5 0.044(3) 0.066(3) 0.048(2) 0.010(2) 0.003(2) -0.019(2) C1 0.046(3) 0.047(3) 0.027(2) -0.003(2) -0.002(2) -0.002(3) C2 0.046(3) 0.047(3) 0.027(2) -0.002(2) 0.001(2) 0.000(3) C3 0.051(3) 0.034(3) 0.032(2) -0.005(2) 0.000(2) 0.000(2) C4 0.045(3) 0.047(3) 0.033(2) -0.007(2) 0.004(2) -0.003(2) C5 0.056(3) 0.039(3) 0.042(2) -0.004(2) -0.007(2) 0.000(3) C6 0.056(3) 0.048(3) 0.038(3) -0.002(2) -0.011(2) 0.006(3) C7 0.046(3) 0.064(4) 0.033(2) -0.006(2) -0.007(2) -0.002(3) C8 0.060(4) 0.048(3) 0.045(3) 0.006(2) -0.005(3) -0.008(3) C9 0.061(4) 0.054(3) 0.053(3) 0.004(3) 0.000(3) 0.002(3) C10 0.047(3) 0.056(3) 0.034(2) -0.005(2) 0.004(2) -0.005(3) C11 0.071(5) 0.051(4) 0.095(5) 0.009(3) 0.010(4) -0.005(3) C12 0.065(4) 0.058(4) 0.091(5) -0.001(3) -0.022(4) 0.010(3) C13 0.040(3) 0.053(3) 0.042(3) -0.005(2) 0.004(2) -0.012(3) C14 0.035(3) 0.040(2) 0.036(2) -0.0062(19) -0.002(2) -0.001(3) C15 0.042(3) 0.047(3) 0.039(2) 0.007(2) 0.001(2) -0.007(3) C16 0.042(3) 0.046(3) 0.035(2) -0.0030(19) 0.006(2) -0.009(3) C17 0.027(2) 0.025(2) 0.037(2) 0.001(2) -0.002(2) -0.0021(16) C18 0.033(3) 0.027(2) 0.036(2) 0.0006(19) 0.002(2) -0.0060(19) C19 0.038(3) 0.027(2) 0.039(2) 0.0069(19) 0.003(2) 0.001(2) C20 0.031(2) 0.017(2) 0.041(2) -0.0010(19) 0.000(2) -0.0008(19) C21 0.043(3) 0.031(2) 0.036(2) -0.001(2) 0.002(2) 0.002(2) C22 0.049(3) 0.023(2) 0.035(2) 0.0024(19) 0.002(2) 0.003(2) C23 0.036(2) 0.021(2) 0.034(2) 0.0044(19) 0.003(2) 0.0007(19) C24 0.029(2) 0.027(2) 0.043(2) 0.007(2) 0.002(2) 0.0061(19) C25 0.033(3) 0.025(2) 0.050(3) -0.001(2) 0.003(2) 0.007(2) C26 0.031(2) 0.029(2) 0.035(2) -0.0006(19) 0.0004(19) -0.0009(19) C27 0.030(2) 0.026(2) 0.042(2) -0.0001(19) 0.0021(19) 0.0004(19) C28 0.031(2) 0.027(2) 0.045(2) -0.001(2) 0.0054(19) 0.005(2) C29 0.028(2) 0.022(2) 0.041(2) -0.0027(18) -0.0006(19) -0.0026(18) C30 0.037(3) 0.027(2) 0.042(3) -0.003(2) 0.000(2) 0.001(2) _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 Ni1 O6 2.042(3) . ? Ni1 O1 2.045(3) . ? Ni1 N3 2.083(4) . ? Ni1 N6 2.097(4) 2 ? Ni1 O3 2.101(3) 1_565 ? Ni1 O4 2.119(3) 1_565 ? Ni1 C30 2.431(5) 1_565 ? O1 C29 1.283(5) . ? O2 C29 1.239(5) . ? O3 C30 1.252(6) . ? O3 Ni1 2.101(3) 1_545 ? O4 C30 1.276(6) . ? O4 Ni1 2.119(3) 1_545 ? O5 C23 1.384(5) . ? O5 C20 1.399(5) . ? O6 H1W 0.855(18) . ? O6 H2W 0.860(19) . ? N1 C14 1.334(6) . ? N1 N2 1.365(6) . ? N1 C7 1.477(6) . ? N2 C13 1.328(6) . ? N3 C14 1.331(6) . ? N3 C13 1.353(6) . ? N4 C16 1.332(6) . ? N4 N5 1.337(6) . ? N4 C10 1.483(6) . ? N6 C16 1.328(6) . ? N6 C15 1.332(6) . ? N6 Ni1 2.097(4) 2_455 ? N5 C15 1.340(6) . ? C1 C2 1.386(7) . ? C1 C6 1.394(7) . ? C1 C7 1.526(7) . ? C2 C3 1.415(7) . ? C2 C8 1.521(7) . ? C3 C4 1.384(7) . ? C3 C9 1.517(7) . ? C4 C5 1.382(7) . ? C4 C10 1.527(8) . ? C5 C6 1.415(8) . ? C5 C11 1.536(7) . ? C6 C12 1.530(8) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C8 H8C 0.9700 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C9 H9C 0.9700 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C11 H11C 0.9700 . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C12 H12C 0.9700 . ? C13 H13A 0.9400 . ? C14 H14A 0.9400 . ? C15 H15A 0.9400 . ? C16 H16A 0.9400 . ? C17 C22 1.373(6) . ? C17 C18 1.388(6) . ? C17 C29 1.509(6) . ? C18 C19 1.380(7) . ? C18 H18A 0.9400 . ? C19 C20 1.367(6) . ? C19 H19A 0.9400 . ? C20 C21 1.375(6) . ? C21 C22 1.380(6) . ? C21 H21A 0.9400 . ? C22 H22A 0.9400 . ? C23 C24 1.371(6) . ? C23 C28 1.385(6) . ? C24 C25 1.383(6) . ? C24 H24A 0.9400 . ? C25 C26 1.387(7) . ? C25 H25A 0.9400 . ? C26 C27 1.395(6) . ? C26 C30 1.486(6) . ? C27 C28 1.382(6) . ? C27 H27A 0.9400 . ? C28 H28A 0.9400 . ? C30 Ni1 2.431(5) 1_545 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O6 Ni1 O1 95.88(13) . . ? O6 Ni1 N3 88.38(14) . . ? O1 Ni1 N3 94.42(13) . . ? O6 Ni1 N6 96.70(15) . 2 ? O1 Ni1 N6 86.92(13) . 2 ? N3 Ni1 N6 174.59(15) . 2 ? O6 Ni1 O3 99.73(12) . 1_565 ? O1 Ni1 O3 163.93(12) . 1_565 ? N3 Ni1 O3 89.81(14) . 1_565 ? N6 Ni1 O3 87.51(14) 2 1_565 ? O6 Ni1 O4 161.60(12) . 1_565 ? O1 Ni1 O4 102.14(12) . 1_565 ? N3 Ni1 O4 86.56(13) . 1_565 ? N6 Ni1 O4 88.03(14) 2 1_565 ? O3 Ni1 O4 62.60(11) 1_565 1_565 ? O6 Ni1 C30 130.37(15) . 1_565 ? O1 Ni1 C30 133.73(14) . 1_565 ? N3 Ni1 C30 86.62(14) . 1_565 ? N6 Ni1 C30 88.66(15) 2 1_565 ? O3 Ni1 C30 31.01(13) 1_565 1_565 ? O4 Ni1 C30 31.64(14) 1_565 1_565 ? C29 O1 Ni1 125.1(3) . . ? C30 O3 Ni1 89.2(3) . 1_545 ? C30 O4 Ni1 87.8(3) . 1_545 ? C23 O5 C20 120.3(3) . . ? Ni1 O6 H1W 110(3) . . ? Ni1 O6 H2W 137(3) . . ? H1W O6 H2W 104(3) . . ? C14 N1 N2 111.5(4) . . ? C14 N1 C7 127.4(4) . . ? N2 N1 C7 121.1(4) . . ? C13 N2 N1 100.8(4) . . ? C14 N3 C13 103.3(4) . . ? C14 N3 Ni1 123.7(3) . . ? C13 N3 Ni1 131.7(3) . . ? C16 N4 N5 110.4(4) . . ? C16 N4 C10 128.8(4) . . ? N5 N4 C10 120.7(4) . . ? C16 N6 C15 103.2(4) . . ? C16 N6 Ni1 123.5(3) . 2_455 ? C15 N6 Ni1 132.8(3) . 2_455 ? N4 N5 C15 102.2(4) . . ? C2 C1 C6 121.9(5) . . ? C2 C1 C7 118.9(5) . . ? C6 C1 C7 119.1(5) . . ? C1 C2 C3 119.1(5) . . ? C1 C2 C8 120.3(5) . . ? C3 C2 C8 120.5(5) . . ? C4 C3 C2 119.2(5) . . ? C4 C3 C9 120.3(5) . . ? C2 C3 C9 120.6(5) . . ? C5 C4 C3 121.6(5) . . ? C5 C4 C10 118.9(5) . . ? C3 C4 C10 119.4(5) . . ? C4 C5 C6 119.9(5) . . ? C4 C5 C11 121.1(5) . . ? C6 C5 C11 119.0(5) . . ? C1 C6 C5 118.3(5) . . ? C1 C6 C12 121.0(5) . . ? C5 C6 C12 120.6(5) . . ? N1 C7 C1 109.4(4) . . ? N1 C7 H7A 109.8 . . ? C1 C7 H7A 109.8 . . ? N1 C7 H7B 109.8 . . ? C1 C7 H7B 109.8 . . ? H7A C7 H7B 108.2 . . ? C2 C8 H8A 109.5 . . ? C2 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C2 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C3 C9 H9A 109.5 . . ? C3 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C3 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N4 C10 C4 110.8(4) . . ? N4 C10 H10A 109.5 . . ? C4 C10 H10A 109.5 . . ? N4 C10 H10B 109.5 . . ? C4 C10 H10B 109.5 . . ? H10A C10 H10B 108.1 . . ? C5 C11 H11A 109.5 . . ? C5 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C5 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C6 C12 H12A 109.5 . . ? C6 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C6 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N2 C13 N3 115.4(4) . . ? N2 C13 H13A 122.3 . . ? N3 C13 H13A 122.3 . . ? N3 C14 N1 108.9(4) . . ? N3 C14 H14A 125.6 . . ? N1 C14 H14A 125.6 . . ? N6 C15 N5 114.4(5) . . ? N6 C15 H15A 122.8 . . ? N5 C15 H15A 122.8 . . ? N6 C16 N4 109.7(5) . . ? N6 C16 H16A 125.1 . . ? N4 C16 H16A 125.1 . . ? C22 C17 C18 118.8(4) . . ? C22 C17 C29 122.4(4) . . ? C18 C17 C29 118.9(4) . . ? C19 C18 C17 121.3(4) . . ? C19 C18 H18A 119.3 . . ? C17 C18 H18A 119.3 . . ? C20 C19 C18 118.3(4) . . ? C20 C19 H19A 120.9 . . ? C18 C19 H19A 120.9 . . ? C19 C20 C21 121.7(4) . . ? C19 C20 O5 121.3(4) . . ? C21 C20 O5 116.6(4) . . ? C20 C21 C22 119.2(4) . . ? C20 C21 H21A 120.4 . . ? C22 C21 H21A 120.4 . . ? C17 C22 C21 120.6(4) . . ? C17 C22 H22A 119.7 . . ? C21 C22 H22A 119.7 . . ? C24 C23 O5 115.5(4) . . ? C24 C23 C28 120.6(4) . . ? O5 C23 C28 123.8(4) . . ? C23 C24 C25 120.1(4) . . ? C23 C24 H24A 120.0 . . ? C25 C24 H24A 120.0 . . ? C24 C25 C26 120.2(4) . . ? C24 C25 H25A 119.9 . . ? C26 C25 H25A 119.9 . . ? C25 C26 C27 119.2(4) . . ? C25 C26 C30 121.6(4) . . ? C27 C26 C30 119.2(4) . . ? C28 C27 C26 120.4(4) . . ? C28 C27 H27A 119.8 . . ? C26 C27 H27A 119.8 . . ? C27 C28 C23 119.4(4) . . ? C27 C28 H28A 120.3 . . ? C23 C28 H28A 120.3 . . ? O2 C29 O1 124.9(4) . . ? O2 C29 C17 118.8(4) . . ? O1 C29 C17 116.3(4) . . ? O3 C30 O4 120.3(4) . . ? O3 C30 C26 120.7(4) . . ? O4 C30 C26 119.0(4) . . ? O3 C30 Ni1 59.8(2) . 1_545 ? O4 C30 Ni1 60.6(2) . 1_545 ? C26 C30 Ni1 176.6(3) . 1_545 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O6 Ni1 O1 C29 -32.3(4) . . . . ? N3 Ni1 O1 C29 56.5(4) . . . . ? N6 Ni1 O1 C29 -128.7(4) 2 . . . ? O3 Ni1 O1 C29 161.4(4) 1_565 . . . ? O4 Ni1 O1 C29 143.9(3) 1_565 . . . ? C30 Ni1 O1 C29 146.1(3) 1_565 . . . ? C14 N1 N2 C13 0.3(6) . . . . ? C7 N1 N2 C13 -179.2(5) . . . . ? O6 Ni1 N3 C14 4.8(4) . . . . ? O1 Ni1 N3 C14 -91.0(4) . . . . ? O3 Ni1 N3 C14 104.5(4) 1_565 . . . ? O4 Ni1 N3 C14 167.1(4) 1_565 . . . ? C30 Ni1 N3 C14 135.4(4) 1_565 . . . ? O6 Ni1 N3 C13 -160.0(4) . . . . ? O1 Ni1 N3 C13 104.2(4) . . . . ? O3 Ni1 N3 C13 -60.3(4) 1_565 . . . ? O4 Ni1 N3 C13 2.3(4) 1_565 . . . ? C30 Ni1 N3 C13 -29.4(4) 1_565 . . . ? C16 N4 N5 C15 0.7(6) . . . . ? C10 N4 N5 C15 176.5(4) . . . . ? C6 C1 C2 C3 -0.4(7) . . . . ? C7 C1 C2 C3 176.6(4) . . . . ? C6 C1 C2 C8 -178.2(4) . . . . ? C7 C1 C2 C8 -1.2(7) . . . . ? C1 C2 C3 C4 -1.5(7) . . . . ? C8 C2 C3 C4 176.3(4) . . . . ? C1 C2 C3 C9 178.7(4) . . . . ? C8 C2 C3 C9 -3.5(7) . . . . ? C2 C3 C4 C5 1.9(7) . . . . ? C9 C3 C4 C5 -178.3(5) . . . . ? C2 C3 C4 C10 -173.4(4) . . . . ? C9 C3 C4 C10 6.4(7) . . . . ? C3 C4 C5 C6 -0.5(8) . . . . ? C10 C4 C5 C6 174.8(4) . . . . ? C3 C4 C5 C11 -179.2(5) . . . . ? C10 C4 C5 C11 -3.9(7) . . . . ? C2 C1 C6 C5 1.8(7) . . . . ? C7 C1 C6 C5 -175.2(4) . . . . ? C2 C1 C6 C12 179.4(5) . . . . ? C7 C1 C6 C12 2.5(7) . . . . ? C4 C5 C6 C1 -1.3(7) . . . . ? C11 C5 C6 C1 177.4(5) . . . . ? C4 C5 C6 C12 -179.0(5) . . . . ? C11 C5 C6 C12 -0.3(8) . . . . ? C14 N1 C7 C1 -25.1(7) . . . . ? N2 N1 C7 C1 154.3(5) . . . . ? C2 C1 C7 N1 -70.3(6) . . . . ? C6 C1 C7 N1 106.7(5) . . . . ? C16 N4 C10 C4 -28.1(7) . . . . ? N5 N4 C10 C4 157.0(5) . . . . ? C5 C4 C10 N4 -83.9(6) . . . . ? C3 C4 C10 N4 91.5(5) . . . . ? N1 N2 C13 N3 -0.4(6) . . . . ? C14 N3 C13 N2 0.4(6) . . . . ? Ni1 N3 C13 N2 167.4(4) . . . . ? C13 N3 C14 N1 -0.2(5) . . . . ? Ni1 N3 C14 N1 -168.6(3) . . . . ? N2 N1 C14 N3 0.0(6) . . . . ? C7 N1 C14 N3 179.4(4) . . . . ? C16 N6 C15 N5 -0.1(6) . . . . ? Ni1 N6 C15 N5 171.7(4) 2_455 . . . ? N4 N5 C15 N6 -0.3(6) . . . . ? C15 N6 C16 N4 0.6(6) . . . . ? Ni1 N6 C16 N4 -172.2(3) 2_455 . . . ? N5 N4 C16 N6 -0.8(6) . . . . ? C10 N4 C16 N6 -176.2(5) . . . . ? C22 C17 C18 C19 -1.5(7) . . . . ? C29 C17 C18 C19 179.8(4) . . . . ? C17 C18 C19 C20 -1.7(7) . . . . ? C18 C19 C20 C21 3.2(7) . . . . ? C18 C19 C20 O5 176.0(4) . . . . ? C23 O5 C20 C19 52.2(6) . . . . ? C23 O5 C20 C21 -134.6(4) . . . . ? C19 C20 C21 C22 -1.4(8) . . . . ? O5 C20 C21 C22 -174.6(4) . . . . ? C18 C17 C22 C21 3.3(7) . . . . ? C29 C17 C22 C21 -178.0(4) . . . . ? C20 C21 C22 C17 -1.9(8) . . . . ? C20 O5 C23 C24 -157.1(4) . . . . ? C20 O5 C23 C28 25.8(6) . . . . ? O5 C23 C24 C25 -173.2(4) . . . . ? C28 C23 C24 C25 4.0(7) . . . . ? C23 C24 C25 C26 -2.8(7) . . . . ? C24 C25 C26 C27 0.6(7) . . . . ? C24 C25 C26 C30 -178.6(4) . . . . ? C25 C26 C27 C28 0.5(6) . . . . ? C30 C26 C27 C28 179.6(4) . . . . ? C26 C27 C28 C23 0.7(6) . . . . ? C24 C23 C28 C27 -3.0(7) . . . . ? O5 C23 C28 C27 174.0(4) . . . . ? Ni1 O1 C29 O2 -1.0(6) . . . . ? Ni1 O1 C29 C17 177.0(3) . . . . ? C22 C17 C29 O2 162.2(5) . . . . ? C18 C17 C29 O2 -19.1(6) . . . . ? C22 C17 C29 O1 -15.9(6) . . . . ? C18 C17 C29 O1 162.8(4) . . . . ? Ni1 O3 C30 O4 4.2(4) 1_545 . . . ? Ni1 O3 C30 C26 -176.1(4) 1_545 . . . ? Ni1 O4 C30 O3 -4.2(4) 1_545 . . . ? Ni1 O4 C30 C26 176.2(4) 1_545 . . . ? C25 C26 C30 O3 168.9(4) . . . . ? C27 C26 C30 O3 -10.2(6) . . . . ? C25 C26 C30 O4 -11.4(7) . . . . ? C27 C26 C30 O4 169.5(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O6 H1W O4 0.855(18) 2.15(4) 2.841(4) 138(4) 2_445 O6 H1W O2 0.855(18) 2.37(4) 2.838(5) 115(4) . O6 H2W O1 0.860(19) 1.87(3) 2.682(5) 156(5) 2_455 _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.058 _refine_diff_density_min -0.333 _refine_diff_density_rms 0.089 ###======The End of CIF data_ni-tmtz-oba _database_code_depnum_ccdc_archive 'CCDC 926060' #TrackingRef 'Revision-tmtz-CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H30 N6 Ni O6' _chemical_formula_sum 'C30 H30 N6 Ni O6' _chemical_formula_weight 629.31 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 10.121(2) _cell_length_b 15.235(3) _cell_length_c 19.027(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2933.8(10) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 7081 _cell_measurement_theta_min 3.2283 _cell_measurement_theta_max 25.00 _exptl_crystal_description Block _exptl_crystal_colour blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.425 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1312 _exptl_absorpt_coefficient_mu 0.715 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8702 _exptl_absorpt_correction_T_max 0.9319 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Mercury CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 7.31 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 13914 _diffrn_reflns_av_R_equivalents 0.1041 _diffrn_reflns_av_sigmaI/netI 0.1310 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.23 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4933 _reflns_number_gt 3091 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalStructure _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0720P)^2^+2.9200P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.07(4) _refine_ls_number_reflns 4933 _refine_ls_number_parameters 398 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.1451 _refine_ls_R_factor_gt 0.0887 _refine_ls_wR_factor_ref 0.2054 _refine_ls_wR_factor_gt 0.1835 _refine_ls_goodness_of_fit_ref 1.089 _refine_ls_restrained_S_all 1.089 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.50334(12) 0.80496(6) -0.00183(6) 0.0369(3) Uani 1 1 d D . . O1 O 0.5396(6) 0.9402(4) -0.0035(4) 0.0463(16) Uani 1 1 d . . . O2 O 0.3460(6) 0.8882(4) -0.0353(3) 0.0486(17) Uani 1 1 d . . . O3 O 0.4246(6) 1.6830(4) -0.0178(3) 0.0431(16) Uani 1 1 d . . . O4 O 0.5162(8) 1.6152(4) 0.0733(3) 0.062(2) Uani 1 1 d . . . O5 O 0.2210(6) 1.2936(4) -0.0664(3) 0.0499(18) Uani 1 1 d . . . O6 O 0.6749(7) 0.7631(4) 0.0418(3) 0.0492(18) Uani 1 1 d D . . H1W H 0.754(4) 0.790(5) 0.046(5) 0.059 Uiso 1 1 d D . . H2W H 0.696(5) 0.717(3) 0.015(3) 0.059 Uiso 1 1 d D . . N1 N 0.4255(9) 0.8242(5) 0.2132(4) 0.049(2) Uani 1 1 d . . . N2 N 0.3126(11) 0.8704(7) 0.1936(5) 0.076(3) Uani 1 1 d . . . N3 N 0.4265(8) 0.8164(5) 0.0983(4) 0.045(2) Uani 1 1 d . . . N4 N 1.0616(9) 0.7192(5) 0.2195(4) 0.049(2) Uani 1 1 d . . . N5 N 1.1734(9) 0.6722(7) 0.2093(5) 0.070(3) Uani 1 1 d . . . N6 N 1.0695(8) 0.6987(5) 0.1064(3) 0.042(2) Uani 1 1 d . . . C1 C 0.6101(11) 0.7992(8) 0.2960(5) 0.052(3) Uani 1 1 d . . . C2 C 0.6964(12) 0.8679(7) 0.2812(5) 0.056(3) Uani 1 1 d . . . C3 C 0.8338(12) 0.8519(7) 0.2819(5) 0.049(3) Uani 1 1 d . . . C4 C 0.8782(12) 0.7691(8) 0.2970(5) 0.053(3) Uani 1 1 d . . . C5 C 0.7918(13) 0.7005(7) 0.3129(5) 0.061(3) Uani 1 1 d . . . C6 C 0.6519(14) 0.7160(7) 0.3128(6) 0.062(3) Uani 1 1 d . . . C7 C 0.4595(11) 0.8142(8) 0.2879(5) 0.064(3) Uani 1 1 d . . . H7A H 0.4119 0.7646 0.3075 0.076 Uiso 1 1 calc R . . H7B H 0.4336 0.8665 0.3135 0.076 Uiso 1 1 calc R . . C8 C 0.6408(13) 0.9586(7) 0.2608(5) 0.065(3) Uani 1 1 d . . . H8A H 0.6227 0.9598 0.2113 0.097 Uiso 1 1 calc R . . H8B H 0.7043 1.0032 0.2721 0.097 Uiso 1 1 calc R . . H8C H 0.5606 0.9693 0.2864 0.097 Uiso 1 1 calc R . . C9 C 0.9278(13) 0.9262(8) 0.2691(6) 0.080(4) Uani 1 1 d . . . H9A H 0.9775 0.9376 0.3110 0.119 Uiso 1 1 calc R . . H9B H 0.8790 0.9778 0.2563 0.119 Uiso 1 1 calc R . . H9C H 0.9871 0.9108 0.2316 0.119 Uiso 1 1 calc R . . C10 C 1.0253(10) 0.7493(7) 0.2914(5) 0.055(3) Uani 1 1 d . . . H10A H 1.0752 0.8018 0.3028 0.065 Uiso 1 1 calc R . . H10B H 1.0486 0.7042 0.3252 0.065 Uiso 1 1 calc R . . C11 C 0.8447(14) 0.6077(8) 0.3291(8) 0.097(5) Uani 1 1 d . . . H11A H 0.8133 0.5891 0.3743 0.146 Uiso 1 1 calc R . . H11B H 0.9396 0.6087 0.3292 0.146 Uiso 1 1 calc R . . H11C H 0.8143 0.5675 0.2937 0.146 Uiso 1 1 calc R . . C12 C 0.5595(14) 0.6414(8) 0.3276(7) 0.092(4) Uani 1 1 d . . . H12A H 0.6078 0.5937 0.3482 0.138 Uiso 1 1 calc R . . H12B H 0.5194 0.6223 0.2845 0.138 Uiso 1 1 calc R . . H12C H 0.4921 0.6605 0.3596 0.138 Uiso 1 1 calc R . . C13 C 0.3229(12) 0.8628(7) 0.1247(6) 0.064(3) Uani 1 1 d . . . H13A H 0.2611 0.8885 0.0949 0.077 Uiso 1 1 calc R . . C14 C 0.4867(11) 0.7941(6) 0.1577(5) 0.046(2) Uani 1 1 d . . . H14A H 0.5637 0.7609 0.1596 0.055 Uiso 1 1 calc R . . C15 C 1.1719(12) 0.6613(7) 0.1383(5) 0.062(3) Uani 1 1 d . . . H15A H 1.2369 0.6303 0.1142 0.074 Uiso 1 1 calc R . . C16 C 1.0033(12) 0.7355(6) 0.1584(5) 0.054(3) Uani 1 1 d . . . H16A H 0.9265 0.7682 0.1530 0.064 Uiso 1 1 calc R . . C17 C 0.2758(10) 1.2137(6) -0.0507(5) 0.041(2) Uani 1 1 d . . . C18 C 0.1880(10) 1.1439(6) -0.0481(5) 0.041(2) Uani 1 1 d . . . H18A H 0.0974 1.1534 -0.0512 0.049 Uiso 1 1 calc R . . C19 C 0.2385(11) 1.0594(7) -0.0409(5) 0.050(3) Uani 1 1 d . . . H19A H 0.1805 1.0121 -0.0412 0.060 Uiso 1 1 calc R . . C20 C 0.3733(10) 1.0436(7) -0.0331(5) 0.043(2) Uani 1 1 d . . . C21 C 0.4559(9) 1.1142(6) -0.0332(4) 0.040(2) Uani 1 1 d . . . H21A H 0.5461 1.1051 -0.0273 0.048 Uiso 1 1 calc R . . C22 C 0.4094(10) 1.1991(6) -0.0418(4) 0.041(2) Uani 1 1 d . . . H22A H 0.4681 1.2461 -0.0417 0.050 Uiso 1 1 calc R . . C23 C 0.2823(9) 1.3709(6) -0.0427(5) 0.041(2) Uani 1 1 d . . . C24 C 0.3239(10) 1.3806(6) 0.0249(5) 0.040(3) Uani 1 1 d . . . H24A H 0.3174 1.3350 0.0572 0.048 Uiso 1 1 calc R . . C25 C 0.3756(10) 1.4600(6) 0.0430(5) 0.045(3) Uani 1 1 d . . . H25A H 0.4051 1.4682 0.0889 0.055 Uiso 1 1 calc R . . C26 C 0.3859(8) 1.5299(5) -0.0047(5) 0.038(2) Uani 1 1 d . . . C27 C 0.3382(10) 1.5165(6) -0.0710(5) 0.043(2) Uani 1 1 d . . . H27A H 0.3391 1.5626 -0.1030 0.052 Uiso 1 1 calc R . . C28 C 0.2896(11) 1.4377(6) -0.0911(5) 0.047(3) Uani 1 1 d . . . H28A H 0.2614 1.4289 -0.1371 0.056 Uiso 1 1 calc R . . C29 C 0.4243(12) 0.9519(6) -0.0220(5) 0.047(3) Uani 1 1 d . . . C30 C 0.4462(9) 1.6142(6) 0.0194(5) 0.044(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0363(6) 0.0279(5) 0.0466(6) -0.0030(5) -0.0041(6) 0.0020(6) O1 0.039(4) 0.028(3) 0.072(4) -0.004(4) -0.014(4) 0.000(3) O2 0.035(4) 0.038(4) 0.073(4) 0.001(3) -0.024(3) -0.004(3) O3 0.041(4) 0.025(3) 0.063(4) -0.004(3) 0.002(3) -0.003(3) O4 0.083(6) 0.029(4) 0.073(4) 0.000(3) -0.033(5) -0.003(4) O5 0.048(4) 0.021(4) 0.082(5) 0.004(3) -0.024(3) 0.005(3) O6 0.039(4) 0.043(4) 0.065(4) -0.005(3) -0.002(3) -0.002(3) N1 0.048(6) 0.045(6) 0.055(5) -0.013(4) 0.010(4) -0.006(5) N2 0.081(8) 0.089(8) 0.056(6) -0.021(5) 0.008(5) 0.021(7) N3 0.044(5) 0.041(5) 0.050(5) -0.009(4) -0.016(4) 0.008(4) N4 0.056(6) 0.054(6) 0.036(5) 0.003(4) -0.009(4) -0.004(5) N5 0.049(6) 0.104(9) 0.057(6) 0.012(5) -0.005(5) 0.029(6) N6 0.052(5) 0.037(5) 0.039(4) 0.000(4) 0.008(4) 0.011(5) C1 0.051(7) 0.069(9) 0.036(5) -0.006(5) 0.005(4) -0.004(7) C2 0.076(9) 0.064(8) 0.029(5) 0.006(5) -0.003(5) -0.005(7) C3 0.053(8) 0.063(8) 0.031(5) -0.008(5) -0.007(5) -0.001(6) C4 0.065(8) 0.055(8) 0.039(6) -0.003(5) -0.015(5) 0.005(7) C5 0.091(10) 0.034(7) 0.059(6) -0.007(5) 0.008(6) -0.012(7) C6 0.081(10) 0.042(8) 0.063(7) -0.003(5) 0.011(6) -0.004(7) C7 0.090(10) 0.068(8) 0.033(6) -0.009(5) 0.010(5) -0.020(7) C8 0.089(10) 0.052(7) 0.054(7) 0.011(5) -0.007(6) 0.006(7) C9 0.099(11) 0.065(9) 0.074(8) 0.001(6) -0.004(7) -0.017(8) C10 0.048(8) 0.067(7) 0.048(6) -0.005(5) -0.007(5) 0.002(6) C11 0.078(10) 0.056(9) 0.156(13) 0.009(9) -0.025(9) 0.004(8) C12 0.100(12) 0.068(9) 0.108(10) 0.004(7) 0.008(8) -0.010(8) C13 0.064(8) 0.069(9) 0.059(7) 0.001(6) -0.004(6) 0.023(7) C14 0.039(6) 0.048(6) 0.050(6) -0.009(4) 0.004(5) 0.003(6) C15 0.067(8) 0.064(8) 0.056(7) 0.006(5) -0.012(6) 0.031(7) C16 0.051(7) 0.061(7) 0.049(6) 0.000(4) 0.001(6) 0.016(7) C17 0.050(7) 0.025(5) 0.049(6) 0.008(4) -0.020(5) -0.007(5) C18 0.027(6) 0.026(6) 0.070(6) 0.011(5) -0.015(5) -0.005(5) C19 0.045(7) 0.036(6) 0.069(6) 0.000(5) -0.002(5) -0.018(5) C20 0.032(6) 0.042(6) 0.054(5) -0.002(5) 0.002(4) -0.010(5) C21 0.034(6) 0.034(6) 0.052(5) -0.001(4) 0.000(4) -0.001(5) C22 0.044(6) 0.026(5) 0.055(5) 0.007(4) -0.001(4) -0.011(5) C23 0.019(5) 0.026(6) 0.077(7) -0.003(5) -0.005(5) -0.001(4) C24 0.049(6) 0.014(5) 0.057(6) 0.005(4) -0.017(5) -0.001(5) C25 0.047(7) 0.032(6) 0.058(6) 0.001(5) 0.017(5) 0.005(5) C26 0.026(5) 0.027(5) 0.060(5) 0.001(5) -0.006(5) -0.009(4) C27 0.049(7) 0.031(6) 0.049(6) 0.006(4) -0.007(5) -0.011(5) C28 0.069(8) 0.029(6) 0.042(5) -0.002(4) -0.001(5) -0.002(6) C29 0.057(8) 0.025(6) 0.060(7) 0.004(4) -0.006(5) -0.009(6) C30 0.034(5) 0.034(6) 0.064(7) -0.004(5) -0.015(5) 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 Ni1 O6 2.028(7) . ? Ni1 O3 2.045(6) 1_545 ? Ni1 N3 2.065(8) . ? Ni1 O1 2.093(6) . ? Ni1 N6 2.100(7) 4_465 ? Ni1 O2 2.133(6) . ? Ni1 C29 2.408(10) . ? O1 C29 1.232(12) . ? O2 C29 1.278(11) . ? O3 C30 1.283(11) . ? O3 Ni1 2.045(6) 1_565 ? O4 C30 1.246(10) . ? O5 C17 1.371(11) . ? O5 C23 1.405(11) . ? O6 H1W 0.91(2) . ? O6 H2W 0.90(2) . ? N1 C14 1.307(11) . ? N1 N2 1.392(12) . ? N1 C7 1.472(12) . ? N2 C13 1.322(13) . ? N3 C14 1.328(11) . ? N3 C13 1.360(13) . ? N4 C16 1.327(12) . ? N4 N5 1.352(12) . ? N4 C10 1.491(12) . ? N5 C15 1.361(13) . ? N6 C16 1.320(11) . ? N6 C15 1.330(12) . ? N6 Ni1 2.100(7) 4_565 ? C1 C6 1.375(15) . ? C1 C2 1.392(15) . ? C1 C7 1.549(15) . ? C2 C3 1.412(15) . ? C2 C8 1.542(14) . ? C3 C4 1.370(14) . ? C3 C9 1.498(15) . ? C4 C5 1.397(15) . ? C4 C10 1.522(15) . ? C5 C6 1.435(16) . ? C5 C11 1.542(15) . ? C6 C12 1.498(16) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 H13A 0.9300 . ? C14 H14A 0.9300 . ? C15 H15A 0.9300 . ? C16 H16A 0.9300 . ? C17 C22 1.381(13) . ? C17 C18 1.386(12) . ? C18 C19 1.392(14) . ? C18 H18A 0.9300 . ? C19 C20 1.393(14) . ? C19 H19A 0.9300 . ? C20 C21 1.362(12) . ? C20 C29 1.505(14) . ? C21 C22 1.386(12) . ? C21 H21A 0.9300 . ? C22 H22A 0.9300 . ? C23 C24 1.361(12) . ? C23 C28 1.374(12) . ? C24 C25 1.363(13) . ? C24 H24A 0.9300 . ? C25 C26 1.403(12) . ? C25 H25A 0.9300 . ? C26 C27 1.366(13) . ? C26 C30 1.493(12) . ? C27 C28 1.352(12) . ? C27 H27A 0.9300 . ? C28 H28A 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O6 Ni1 O3 96.2(3) . 1_545 ? O6 Ni1 N3 88.3(3) . . ? O3 Ni1 N3 93.8(3) 1_545 . ? O6 Ni1 O1 99.5(3) . . ? O3 Ni1 O1 163.9(2) 1_545 . ? N3 Ni1 O1 89.8(3) . . ? O6 Ni1 N6 96.1(3) . 4_465 ? O3 Ni1 N6 87.7(3) 1_545 4_465 ? N3 Ni1 N6 175.1(3) . 4_465 ? O1 Ni1 N6 87.5(3) . 4_465 ? O6 Ni1 O2 161.6(3) . . ? O3 Ni1 O2 101.8(3) 1_545 . ? N3 Ni1 O2 86.8(3) . . ? O1 Ni1 O2 62.7(2) . . ? N6 Ni1 O2 88.4(3) 4_465 . ? O6 Ni1 C29 130.0(3) . . ? O3 Ni1 C29 133.8(3) 1_545 . ? N3 Ni1 C29 86.8(3) . . ? O1 Ni1 C29 30.8(3) . . ? N6 Ni1 C29 88.8(3) 4_465 . ? O2 Ni1 C29 32.0(3) . . ? C29 O1 Ni1 88.9(6) . . ? C29 O2 Ni1 86.0(6) . . ? C30 O3 Ni1 126.4(6) . 1_565 ? C17 O5 C23 119.8(7) . . ? Ni1 O6 H1W 130(6) . . ? Ni1 O6 H2W 102.6(18) . . ? H1W O6 H2W 101(3) . . ? C14 N1 N2 110.5(8) . . ? C14 N1 C7 129.3(10) . . ? N2 N1 C7 120.2(8) . . ? C13 N2 N1 99.0(8) . . ? C14 N3 C13 100.0(8) . . ? C14 N3 Ni1 126.2(7) . . ? C13 N3 Ni1 132.4(7) . . ? C16 N4 N5 110.2(8) . . ? C16 N4 C10 129.6(9) . . ? N5 N4 C10 120.1(8) . . ? N4 N5 C15 101.4(8) . . ? C16 N6 C15 103.6(8) . . ? C16 N6 Ni1 124.0(7) . 4_565 ? C15 N6 Ni1 132.1(7) . 4_565 ? C6 C1 C2 123.1(11) . . ? C6 C1 C7 117.5(11) . . ? C2 C1 C7 119.2(11) . . ? C1 C2 C3 119.2(11) . . ? C1 C2 C8 119.7(11) . . ? C3 C2 C8 121.1(11) . . ? C4 C3 C2 118.9(11) . . ? C4 C3 C9 121.4(11) . . ? C2 C3 C9 119.6(10) . . ? C3 C4 C5 122.0(11) . . ? C3 C4 C10 119.2(11) . . ? C5 C4 C10 118.7(10) . . ? C4 C5 C6 119.6(11) . . ? C4 C5 C11 120.7(12) . . ? C6 C5 C11 119.6(11) . . ? C1 C6 C5 117.2(11) . . ? C1 C6 C12 123.4(12) . . ? C5 C6 C12 119.4(11) . . ? N1 C7 C1 109.9(8) . . ? N1 C7 H7A 109.7 . . ? C1 C7 H7A 109.7 . . ? N1 C7 H7B 109.7 . . ? C1 C7 H7B 109.7 . . ? H7A C7 H7B 108.2 . . ? C2 C8 H8A 109.5 . . ? C2 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C2 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C3 C9 H9A 109.5 . . ? C3 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C3 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N4 C10 C4 111.5(8) . . ? N4 C10 H10A 109.3 . . ? C4 C10 H10A 109.3 . . ? N4 C10 H10B 109.3 . . ? C4 C10 H10B 109.3 . . ? H10A C10 H10B 108.0 . . ? C5 C11 H11A 109.5 . . ? C5 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C5 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C6 C12 H12A 109.5 . . ? C6 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C6 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N2 C13 N3 118.2(10) . . ? N2 C13 H13A 120.9 . . ? N3 C13 H13A 120.9 . . ? N1 C14 N3 112.3(9) . . ? N1 C14 H14A 123.8 . . ? N3 C14 H14A 123.8 . . ? N6 C15 N5 114.2(10) . . ? N6 C15 H15A 122.9 . . ? N5 C15 H15A 122.9 . . ? N6 C16 N4 110.6(10) . . ? N6 C16 H16A 124.7 . . ? N4 C16 H16A 124.7 . . ? O5 C17 C22 124.4(9) . . ? O5 C17 C18 115.4(9) . . ? C22 C17 C18 120.0(9) . . ? C17 C18 C19 118.5(9) . . ? C17 C18 H18A 120.8 . . ? C19 C18 H18A 120.8 . . ? C18 C19 C20 122.0(9) . . ? C18 C19 H19A 119.0 . . ? C20 C19 H19A 119.0 . . ? C21 C20 C19 117.7(10) . . ? C21 C20 C29 121.5(9) . . ? C19 C20 C29 120.8(9) . . ? C20 C21 C22 121.9(9) . . ? C20 C21 H21A 119.1 . . ? C22 C21 H21A 119.1 . . ? C17 C22 C21 119.8(9) . . ? C17 C22 H22A 120.1 . . ? C21 C22 H22A 120.1 . . ? C24 C23 C28 122.5(9) . . ? C24 C23 O5 121.9(9) . . ? C28 C23 O5 115.5(8) . . ? C23 C24 C25 117.0(9) . . ? C23 C24 H24A 121.5 . . ? C25 C24 H24A 121.5 . . ? C24 C25 C26 122.5(9) . . ? C24 C25 H25A 118.7 . . ? C26 C25 H25A 118.7 . . ? C27 C26 C25 117.2(8) . . ? C27 C26 C30 123.8(8) . . ? C25 C26 C30 119.0(9) . . ? C28 C27 C26 121.5(8) . . ? C28 C27 H27A 119.2 . . ? C26 C27 H27A 119.2 . . ? C27 C28 C23 119.1(9) . . ? C27 C28 H28A 120.4 . . ? C23 C28 H28A 120.4 . . ? O1 C29 O2 122.3(9) . . ? O1 C29 C20 120.0(9) . . ? O2 C29 C20 117.7(9) . . ? O1 C29 Ni1 60.3(5) . . ? O2 C29 Ni1 62.1(5) . . ? C20 C29 Ni1 178.8(7) . . ? O4 C30 O3 122.7(8) . . ? O4 C30 C26 119.7(8) . . ? O3 C30 C26 117.6(8) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O6 Ni1 O1 C29 -172.2(6) . . . . ? O3 Ni1 O1 C29 19.5(13) 1_545 . . . ? N3 Ni1 O1 C29 -83.9(6) . . . . ? N6 Ni1 O1 C29 92.0(6) 4_465 . . . ? O2 Ni1 O1 C29 2.5(6) . . . . ? O6 Ni1 O2 C29 14.1(11) . . . . ? O3 Ni1 O2 C29 -177.7(5) 1_545 . . . ? N3 Ni1 O2 C29 89.0(6) . . . . ? O1 Ni1 O2 C29 -2.5(6) . . . . ? N6 Ni1 O2 C29 -90.4(6) 4_465 . . . ? C14 N1 N2 C13 -1.2(12) . . . . ? C7 N1 N2 C13 179.7(9) . . . . ? O6 Ni1 N3 C14 -3.7(8) . . . . ? O3 Ni1 N3 C14 92.4(8) 1_545 . . . ? O1 Ni1 N3 C14 -103.3(8) . . . . ? O2 Ni1 N3 C14 -165.9(8) . . . . ? C29 Ni1 N3 C14 -133.9(8) . . . . ? O6 Ni1 N3 C13 159.5(10) . . . . ? O3 Ni1 N3 C13 -104.3(10) 1_545 . . . ? O1 Ni1 N3 C13 60.0(10) . . . . ? O2 Ni1 N3 C13 -2.7(9) . . . . ? C29 Ni1 N3 C13 29.4(10) . . . . ? C16 N4 N5 C15 -1.6(12) . . . . ? C10 N4 N5 C15 -177.9(9) . . . . ? C6 C1 C2 C3 1.2(15) . . . . ? C7 C1 C2 C3 -173.9(8) . . . . ? C6 C1 C2 C8 178.3(9) . . . . ? C7 C1 C2 C8 3.1(13) . . . . ? C1 C2 C3 C4 0.2(13) . . . . ? C8 C2 C3 C4 -176.8(9) . . . . ? C1 C2 C3 C9 -177.4(9) . . . . ? C8 C2 C3 C9 5.6(13) . . . . ? C2 C3 C4 C5 -1.2(14) . . . . ? C9 C3 C4 C5 176.4(9) . . . . ? C2 C3 C4 C10 174.5(8) . . . . ? C9 C3 C4 C10 -8.0(13) . . . . ? C3 C4 C5 C6 0.8(15) . . . . ? C10 C4 C5 C6 -174.9(9) . . . . ? C3 C4 C5 C11 179.4(10) . . . . ? C10 C4 C5 C11 3.7(15) . . . . ? C2 C1 C6 C5 -1.6(15) . . . . ? C7 C1 C6 C5 173.7(8) . . . . ? C2 C1 C6 C12 -179.0(10) . . . . ? C7 C1 C6 C12 -3.7(15) . . . . ? C4 C5 C6 C1 0.6(15) . . . . ? C11 C5 C6 C1 -178.1(10) . . . . ? C4 C5 C6 C12 178.1(11) . . . . ? C11 C5 C6 C12 -0.6(15) . . . . ? C14 N1 C7 C1 26.0(15) . . . . ? N2 N1 C7 C1 -155.0(10) . . . . ? C6 C1 C7 N1 -106.4(10) . . . . ? C2 C1 C7 N1 69.0(12) . . . . ? C16 N4 C10 C4 26.1(15) . . . . ? N5 N4 C10 C4 -158.4(10) . . . . ? C3 C4 C10 N4 -89.5(11) . . . . ? C5 C4 C10 N4 86.3(11) . . . . ? N1 N2 C13 N3 1.2(13) . . . . ? C14 N3 C13 N2 -0.8(13) . . . . ? Ni1 N3 C13 N2 -167.1(8) . . . . ? N2 N1 C14 N3 0.8(12) . . . . ? C7 N1 C14 N3 179.8(9) . . . . ? C13 N3 C14 N1 0.0(11) . . . . ? Ni1 N3 C14 N1 167.5(6) . . . . ? C16 N6 C15 N5 0.4(13) . . . . ? Ni1 N6 C15 N5 -173.3(7) 4_565 . . . ? N4 N5 C15 N6 0.7(13) . . . . ? C15 N6 C16 N4 -1.4(12) . . . . ? Ni1 N6 C16 N4 173.0(6) 4_565 . . . ? N5 N4 C16 N6 2.0(12) . . . . ? C10 N4 C16 N6 177.8(9) . . . . ? C23 O5 C17 C22 -30.4(13) . . . . ? C23 O5 C17 C18 153.4(9) . . . . ? O5 C17 C18 C19 172.4(8) . . . . ? C22 C17 C18 C19 -3.9(14) . . . . ? C17 C18 C19 C20 2.9(15) . . . . ? C18 C19 C20 C21 -0.4(15) . . . . ? C18 C19 C20 C29 177.1(9) . . . . ? C19 C20 C21 C22 -1.1(13) . . . . ? C29 C20 C21 C22 -178.6(8) . . . . ? O5 C17 C22 C21 -173.4(8) . . . . ? C18 C17 C22 C21 2.6(14) . . . . ? C20 C21 C22 C17 0.0(13) . . . . ? C17 O5 C23 C24 -47.5(13) . . . . ? C17 O5 C23 C28 136.5(9) . . . . ? C28 C23 C24 C25 -0.8(15) . . . . ? O5 C23 C24 C25 -176.5(8) . . . . ? C23 C24 C25 C26 0.3(15) . . . . ? C24 C25 C26 C27 1.8(14) . . . . ? C24 C25 C26 C30 -178.8(9) . . . . ? C25 C26 C27 C28 -3.6(15) . . . . ? C30 C26 C27 C28 177.1(10) . . . . ? C26 C27 C28 C23 3.1(17) . . . . ? C24 C23 C28 C27 -0.9(16) . . . . ? O5 C23 C28 C27 175.1(9) . . . . ? Ni1 O1 C29 O2 -4.5(10) . . . . ? Ni1 O1 C29 C20 178.6(8) . . . . ? Ni1 O2 C29 O1 4.4(10) . . . . ? Ni1 O2 C29 C20 -178.6(8) . . . . ? C21 C20 C29 O1 9.6(14) . . . . ? C19 C20 C29 O1 -167.8(9) . . . . ? C21 C20 C29 O2 -167.4(9) . . . . ? C19 C20 C29 O2 15.2(13) . . . . ? O6 Ni1 C29 O1 10.0(8) . . . . ? O3 Ni1 C29 O1 -172.6(5) 1_545 . . . ? N3 Ni1 C29 O1 95.2(6) . . . . ? N6 Ni1 C29 O1 -87.0(6) 4_465 . . . ? O2 Ni1 C29 O1 -175.7(10) . . . . ? O6 Ni1 C29 O2 -174.2(5) . . . . ? O3 Ni1 C29 O2 3.1(7) 1_545 . . . ? N3 Ni1 C29 O2 -89.1(5) . . . . ? O1 Ni1 C29 O2 175.7(10) . . . . ? N6 Ni1 C29 O2 88.7(5) 4_465 . . . ? Ni1 O3 C30 O4 3.2(14) 1_565 . . . ? Ni1 O3 C30 C26 -175.7(6) 1_565 . . . ? C27 C26 C30 O4 -162.1(10) . . . . ? C25 C26 C30 O4 18.6(13) . . . . ? C27 C26 C30 O3 16.8(14) . . . . ? C25 C26 C30 O3 -162.5(8) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O6 H1W O3 0.91(2) 1.85(4) 2.696(9) 154(7) 4_575 O6 H2W O2 0.90(2) 2.24(3) 2.885(9) 128(3) 4_565 _diffrn_measured_fraction_theta_max 0.955 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.955 _refine_diff_density_max 1.108 _refine_diff_density_min -0.398 _refine_diff_density_rms 0.088 ###====== The End of CIF