# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email huangfp2006@163.com loop_ _publ_author_name 'Fuping Huang' 'Hedong Bian' 'Qing Yu' 'Jinlei Tian' 'Hong Liang' 'Shi-Ping Yan' 'Daizheng Liao' 'Peng Cheng' data_1 _database_code_depnum_ccdc_archive 'CCDC 821748' #TrackingRef 'AA-0a0b.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H19 Mn N5 O5' _chemical_formula_weight 536.40 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' Mn Mn 0.3368 0.7283 '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' _symmetry_cell_setting MONOCLINIC _symmetry_space_group_name_H-M p21/C loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.751(2) _cell_length_b 20.573(4) _cell_length_c 13.834(5) _cell_angle_alpha 90.00 _cell_angle_beta 114.75(2) _cell_angle_gamma 90.00 _cell_volume 2520.3(12) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description BLOCK _exptl_crystal_colour COLORLESS _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.414 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1100 _exptl_absorpt_coefficient_mu 0.570 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.879 _exptl_absorpt_correction_T_max 0.968 _exptl_absorpt_process_details SADABS _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12217 _diffrn_reflns_av_R_equivalents 0.1629 _diffrn_reflns_av_sigmaI/netI 0.1933 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.95 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4194 _reflns_number_gt 2293 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0459P)^2^+6.0000P] 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 CONSTR _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4194 _refine_ls_number_parameters 334 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.1944 _refine_ls_R_factor_gt 0.1020 _refine_ls_wR_factor_ref 0.1869 _refine_ls_wR_factor_gt 0.1546 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.055 _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 0.73108(13) 0.00863(5) 0.47822(9) 0.0243(3) Uani 1 1 d . . . C1 C 0.9752(10) 0.0772(4) 0.4185(6) 0.029(2) Uani 1 1 d . . . C2 C 1.0613(8) 0.1410(3) 0.4350(6) 0.028(2) Uani 1 1 d . . . C3 C 1.0627(9) 0.1843(4) 0.5150(7) 0.045(2) Uani 1 1 d . . . H3A H 1.0058 0.1745 0.5528 0.054 Uiso 1 1 calc R . . C4 C 1.1478(10) 0.2415(4) 0.5383(7) 0.049(3) Uani 1 1 d . . . H4A H 1.1472 0.2696 0.5908 0.059 Uiso 1 1 calc R . . C5 C 1.2341(10) 0.2559(4) 0.4819(8) 0.053(3) Uani 1 1 d . . . H5 H 1.2932 0.2933 0.4982 0.064 Uiso 1 1 calc R . . C6 C 1.2319(9) 0.2146(4) 0.4014(7) 0.040(2) Uani 1 1 d . . . H6A H 1.2871 0.2256 0.3628 0.048 Uiso 1 1 calc R . . C7 C 1.1472(8) 0.1563(3) 0.3773(6) 0.028(2) Uani 1 1 d . . . C8 C 1.1355(9) 0.1174(4) 0.2803(6) 0.0269(19) Uani 1 1 d . . . C9 C 1.0033(9) 0.1217(4) 0.1865(7) 0.041(2) Uani 1 1 d . . . H9A H 0.9199 0.1430 0.1878 0.050 Uiso 1 1 calc R . . C10 C 0.9927(11) 0.0946(5) 0.0897(7) 0.059(3) Uani 1 1 d . . . H10A H 0.9036 0.0979 0.0282 0.070 Uiso 1 1 calc R . . C11 C 1.1170(10) 0.0632(5) 0.0883(7) 0.052(3) Uani 1 1 d . . . H11A H 1.1126 0.0460 0.0249 0.063 Uiso 1 1 calc R . . C12 C 1.2499(9) 0.0572(4) 0.1820(7) 0.040(2) Uani 1 1 d . . . H12A H 1.3329 0.0364 0.1794 0.048 Uiso 1 1 calc R . . C13 C 1.2609(9) 0.0817(4) 0.2793(6) 0.030(2) Uani 1 1 d . . . C14 C 1.4018(9) 0.0668(3) 0.3803(6) 0.0236(19) Uani 1 1 d . . . C15 C 0.8832(9) 0.0864(4) 0.7132(6) 0.035(2) Uani 1 1 d . . . H15A H 0.9337 0.0474 0.7384 0.042 Uiso 1 1 calc R . . C16 C 0.9232(10) 0.1404(4) 0.7819(7) 0.049(3) Uani 1 1 d . . . H16A H 0.9949 0.1367 0.8518 0.059 Uiso 1 1 calc R . . C17 C 0.8522(9) 0.2001(4) 0.7421(6) 0.041(2) Uani 1 1 d . . . H17A H 0.8792 0.2370 0.7849 0.050 Uiso 1 1 calc R . . C18 C 0.7408(8) 0.2038(3) 0.6381(6) 0.0267(19) Uani 1 1 d . . . C19 C 0.7055(8) 0.1461(3) 0.5776(6) 0.0263(19) Uani 1 1 d . . . H19A H 0.6292 0.1479 0.5090 0.032 Uiso 1 1 calc R . . C20 C 0.6620(8) 0.2654(3) 0.5864(6) 0.0273(19) Uani 1 1 d . . . C21 C 0.5508(9) 0.3400(4) 0.4717(6) 0.030(2) Uani 1 1 d . . . C22 C 0.4773(9) 0.3754(4) 0.3694(6) 0.030(2) Uani 1 1 d . . . C23 C 0.4815(10) 0.3522(4) 0.2768(7) 0.045(2) Uani 1 1 d . . . H23A H 0.5321 0.3136 0.2783 0.055 Uiso 1 1 calc R . . C24 C 0.4107(9) 0.3861(4) 0.1811(6) 0.041(2) Uani 1 1 d . . . H24A H 0.4160 0.3689 0.1206 0.049 Uiso 1 1 calc R . . C25 C 0.3310(10) 0.4651(4) 0.2620(7) 0.048(3) Uani 1 1 d . . . H25A H 0.2791 0.5037 0.2581 0.058 Uiso 1 1 calc R . . C26 C 0.3991(10) 0.4349(4) 0.3606(7) 0.052(3) Uani 1 1 d . . . H26A H 0.3935 0.4534 0.4202 0.063 Uiso 1 1 calc R . . N1 N 0.7748(7) 0.0884(3) 0.6122(5) 0.0274(16) Uani 1 1 d . . . N2 N 0.6162(7) 0.2790(3) 0.4819(5) 0.0323(17) Uani 1 1 d . . . N3 N 0.6243(7) 0.3140(3) 0.6352(5) 0.0323(17) Uani 1 1 d . . . N4 N 0.5533(7) 0.3629(3) 0.5634(5) 0.0348(17) Uani 1 1 d . . . N5 N 0.3347(7) 0.4425(3) 0.1715(5) 0.0315(17) Uani 1 1 d . . . O1 O 0.8422(6) 0.0802(2) 0.4153(4) 0.0315(14) Uani 1 1 d . . . O2 O 1.0411(5) 0.0252(2) 0.4123(4) 0.0282(13) Uani 1 1 d . . . O3 O 1.3892(5) 0.0603(2) 0.4684(4) 0.0296(13) Uani 1 1 d . . . O4 O 1.5268(6) 0.0605(2) 0.3719(4) 0.0321(14) Uani 1 1 d . . . O5 O 0.6810(8) 0.1953(3) 0.3389(5) 0.075(2) Uani 1 1 d DU . . H3 H 0.6432 0.3169 0.6979 0.090 Uiso 1 1 d R . . H5A H 0.7196 0.1623 0.3783 0.090 Uiso 1 1 d RD . . H5B H 0.6735 0.2091 0.3944 0.090 Uiso 1 1 d RD . . 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 0.0214(7) 0.0225(6) 0.0323(6) -0.0028(6) 0.0144(5) -0.0023(6) C1 0.033(6) 0.026(5) 0.026(5) 0.001(4) 0.009(4) -0.003(4) C2 0.027(5) 0.029(5) 0.031(5) -0.007(4) 0.013(4) 0.003(4) C3 0.034(6) 0.047(6) 0.065(6) -0.006(5) 0.033(5) -0.006(5) C4 0.044(6) 0.043(6) 0.069(7) -0.025(5) 0.032(6) -0.010(5) C5 0.037(6) 0.040(5) 0.081(7) -0.011(6) 0.023(5) -0.010(5) C6 0.034(6) 0.032(5) 0.066(6) 0.002(5) 0.033(5) -0.010(4) C7 0.025(5) 0.021(4) 0.040(5) 0.006(4) 0.015(4) 0.005(4) C8 0.029(5) 0.031(5) 0.030(5) 0.011(4) 0.021(4) 0.005(4) C9 0.017(5) 0.063(6) 0.042(6) 0.007(5) 0.010(4) 0.009(4) C10 0.038(7) 0.088(8) 0.036(6) 0.008(5) 0.002(5) 0.012(6) C11 0.045(7) 0.072(7) 0.036(6) -0.005(5) 0.012(5) -0.004(6) C12 0.025(5) 0.053(6) 0.046(6) -0.007(5) 0.020(5) 0.003(4) C13 0.029(5) 0.034(5) 0.028(5) 0.000(4) 0.014(4) -0.001(4) C14 0.027(5) 0.014(4) 0.023(5) -0.010(3) 0.003(4) -0.002(4) C15 0.037(6) 0.036(5) 0.030(5) 0.001(4) 0.012(4) 0.009(4) C16 0.060(7) 0.035(5) 0.032(5) -0.004(4) 0.000(5) 0.003(5) C17 0.049(6) 0.024(5) 0.039(5) -0.004(4) 0.006(5) 0.005(4) C18 0.031(5) 0.023(4) 0.030(5) -0.002(4) 0.017(4) -0.003(4) C19 0.014(5) 0.036(5) 0.029(5) 0.006(4) 0.009(4) -0.001(4) C20 0.034(5) 0.018(4) 0.029(5) -0.007(4) 0.012(4) -0.002(4) C21 0.030(5) 0.039(5) 0.022(5) -0.006(4) 0.013(4) -0.004(4) C22 0.037(5) 0.033(5) 0.027(5) 0.001(4) 0.020(4) 0.002(4) C23 0.056(6) 0.035(5) 0.049(6) 0.019(5) 0.025(5) 0.030(5) C24 0.049(6) 0.043(5) 0.038(5) 0.003(4) 0.026(5) 0.014(5) C25 0.065(7) 0.042(5) 0.041(6) 0.012(5) 0.025(5) 0.020(5) C26 0.084(8) 0.045(6) 0.035(5) 0.006(4) 0.033(5) 0.025(5) N1 0.030(4) 0.027(4) 0.027(4) 0.002(3) 0.014(3) 0.002(3) N2 0.044(5) 0.028(4) 0.028(4) 0.000(3) 0.018(3) 0.003(3) N3 0.040(5) 0.028(4) 0.029(4) -0.002(3) 0.014(3) -0.001(3) N4 0.037(4) 0.032(4) 0.038(4) 0.008(3) 0.019(4) 0.002(3) N5 0.032(4) 0.034(4) 0.029(4) 0.000(3) 0.013(3) 0.006(3) O1 0.015(3) 0.029(3) 0.058(4) 0.005(3) 0.023(3) 0.002(2) O2 0.027(3) 0.019(3) 0.040(3) -0.004(2) 0.015(3) 0.004(2) O3 0.027(3) 0.034(3) 0.028(3) 0.002(2) 0.012(3) -0.003(3) O4 0.014(3) 0.044(3) 0.043(3) 0.003(3) 0.016(3) 0.006(3) O5 0.117(5) 0.069(4) 0.053(4) 0.010(3) 0.048(4) 0.025(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn1 O3 2.158(5) 3_756 y Mn1 O4 2.194(5) 1_455 y Mn1 O1 2.211(5) . y Mn1 O2 2.213(5) 3_756 y Mn1 N5 2.333(6) 2_645 y Mn1 N1 2.377(6) . y C1 O2 1.269(8) . ? C1 O1 1.281(9) . ? C1 C2 1.524(10) . ? C2 C7 1.413(10) . ? C2 C3 1.418(10) . ? C3 C4 1.397(11) . ? C3 H3A 0.9300 . ? C4 C5 1.398(12) . ? C4 H4A 0.9300 . ? C5 C6 1.394(11) . ? C5 H5 0.9300 . ? C6 C7 1.415(10) . ? C6 H6A 0.9300 . ? C7 C8 1.525(10) . ? C8 C9 1.398(10) . ? C8 C13 1.431(10) . ? C9 C10 1.414(11) . ? C9 H9A 0.9300 . ? C10 C11 1.381(12) . ? C10 H10A 0.9300 . ? C11 C12 1.403(11) . ? C11 H11A 0.9300 . ? C12 C13 1.399(10) . ? C12 H12A 0.9300 . ? C13 C14 1.526(10) . ? C14 O4 1.278(8) . ? C14 O3 1.282(8) . ? C15 N1 1.353(9) . ? C15 C16 1.407(10) . ? C15 H15A 0.9300 . ? C16 C17 1.404(10) . ? C16 H16A 0.9300 . ? C17 C18 1.395(10) . ? C17 H17A 0.9300 . ? C18 C19 1.409(9) . ? C18 C20 1.499(10) . ? C19 N1 1.351(8) . ? C19 H19A 0.9300 . ? C20 N3 1.341(9) . ? C20 N2 1.353(9) . ? C21 N4 1.343(9) . ? C21 N2 1.388(9) . ? C21 C22 1.483(10) . ? C22 C23 1.385(10) . ? C22 C26 1.419(10) . ? C23 C24 1.396(10) . ? C23 H23A 0.9300 . ? C24 N5 1.353(9) . ? C24 H24A 0.9300 . ? C25 N5 1.350(9) . ? C25 C26 1.388(11) . ? C25 H25A 0.9300 . ? C26 H26A 0.9300 . ? N3 N4 1.381(8) . ? N3 H3 0.8099 . ? N5 Mn1 2.333(6) 2_655 ? O2 Mn1 2.213(5) 3_756 ? O3 Mn1 2.158(5) 3_756 ? O4 Mn1 2.194(5) 1_655 ? O5 H5A 0.8529 . ? O5 H5B 0.8499 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Mn1 O4 94.48(19) 3_756 1_455 y O3 Mn1 O1 176.74(19) 3_756 . y O4 Mn1 O1 82.50(19) 1_455 . y O3 Mn1 O2 95.33(18) 3_756 3_756 y O4 Mn1 O2 168.82(18) 1_455 3_756 y O1 Mn1 O2 87.80(18) . 3_756 y O3 Mn1 N5 86.2(2) 3_756 2_645 y O4 Mn1 N5 81.6(2) 1_455 2_645 y O1 Mn1 N5 92.1(2) . 2_645 y O2 Mn1 N5 104.4(2) 3_756 2_645 y O3 Mn1 N1 97.6(2) 3_756 . y O4 Mn1 N1 90.2(2) 1_455 . y O1 Mn1 N1 83.7(2) . . y O2 Mn1 N1 83.2(2) 3_756 . y N5 Mn1 N1 171.2(2) 2_645 . y O2 C1 O1 124.9(7) . . ? O2 C1 C2 118.3(7) . . ? O1 C1 C2 116.7(7) . . ? C7 C2 C3 119.1(7) . . ? C7 C2 C1 121.9(7) . . ? C3 C2 C1 118.9(7) . . ? C4 C3 C2 121.3(8) . . ? C4 C3 H3A 119.4 . . ? C2 C3 H3A 119.4 . . ? C5 C4 C3 119.3(8) . . ? C5 C4 H4A 120.3 . . ? C3 C4 H4A 120.3 . . ? C6 C5 C4 120.3(8) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? C5 C6 C7 121.1(8) . . ? C5 C6 H6A 119.4 . . ? C7 C6 H6A 119.4 . . ? C2 C7 C6 118.8(7) . . ? C2 C7 C8 122.4(7) . . ? C6 C7 C8 118.3(7) . . ? C9 C8 C13 118.9(7) . . ? C9 C8 C7 119.0(7) . . ? C13 C8 C7 121.9(7) . . ? C8 C9 C10 121.9(8) . . ? C8 C9 H9A 119.1 . . ? C10 C9 H9A 119.1 . . ? C11 C10 C9 118.8(8) . . ? C11 C10 H10A 120.6 . . ? C9 C10 H10A 120.6 . . ? C10 C11 C12 120.3(9) . . ? C10 C11 H11A 119.8 . . ? C12 C11 H11A 119.8 . . ? C13 C12 C11 121.8(8) . . ? C13 C12 H12A 119.1 . . ? C11 C12 H12A 119.1 . . ? C12 C13 C8 118.2(7) . . ? C12 C13 C14 119.0(7) . . ? C8 C13 C14 122.7(7) . . ? O4 C14 O3 123.4(7) . . ? O4 C14 C13 117.7(7) . . ? O3 C14 C13 118.9(7) . . ? N1 C15 C16 123.3(7) . . ? N1 C15 H15A 118.4 . . ? C16 C15 H15A 118.4 . . ? C17 C16 C15 118.3(7) . . ? C17 C16 H16A 120.8 . . ? C15 C16 H16A 120.8 . . ? C18 C17 C16 119.6(7) . . ? C18 C17 H17A 120.2 . . ? C16 C17 H17A 120.2 . . ? C17 C18 C19 117.3(7) . . ? C17 C18 C20 124.0(7) . . ? C19 C18 C20 118.6(7) . . ? N1 C19 C18 124.6(7) . . ? N1 C19 H19A 117.7 . . ? C18 C19 H19A 117.7 . . ? N3 C20 N2 110.3(6) . . ? N3 C20 C18 125.7(7) . . ? N2 C20 C18 124.0(7) . . ? N4 C21 N2 113.3(7) . . ? N4 C21 C22 122.6(7) . . ? N2 C21 C22 124.0(7) . . ? C23 C22 C26 116.2(7) . . ? C23 C22 C21 121.6(7) . . ? C26 C22 C21 122.2(7) . . ? C22 C23 C24 120.7(7) . . ? C22 C23 H23A 119.7 . . ? C24 C23 H23A 119.7 . . ? N5 C24 C23 123.7(8) . . ? N5 C24 H24A 118.2 . . ? C23 C24 H24A 118.2 . . ? N5 C25 C26 124.7(8) . . ? N5 C25 H25A 117.7 . . ? C26 C25 H25A 117.7 . . ? C25 C26 C22 119.3(8) . . ? C25 C26 H26A 120.4 . . ? C22 C26 H26A 120.4 . . ? C15 N1 C19 116.8(6) . . ? C15 N1 Mn1 126.3(5) . . ? C19 N1 Mn1 115.5(5) . . ? C20 N2 C21 103.1(6) . . ? C20 N3 N4 110.0(6) . . ? C20 N3 H3 127.4 . . ? N4 N3 H3 122.4 . . ? C21 N4 N3 103.2(6) . . ? C24 N5 C25 115.5(7) . . ? C24 N5 Mn1 121.5(5) . 2_655 ? C25 N5 Mn1 121.2(5) . 2_655 ? C1 O1 Mn1 127.6(5) . . ? C1 O2 Mn1 127.6(5) . 3_756 ? C14 O3 Mn1 132.6(4) . 3_756 ? C14 O4 Mn1 128.4(5) . 1_655 ? H5A O5 H5B 82.6 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 C7 44.1(10) . . . . ? O1 C1 C2 C7 -138.0(7) . . . . ? O2 C1 C2 C3 -131.9(8) . . . . ? O1 C1 C2 C3 46.0(10) . . . . ? C7 C2 C3 C4 -0.4(12) . . . . ? C1 C2 C3 C4 175.7(7) . . . . ? C2 C3 C4 C5 -0.4(13) . . . . ? C3 C4 C5 C6 1.7(14) . . . . ? C4 C5 C6 C7 -2.2(13) . . . . ? C3 C2 C7 C6 -0.1(11) . . . . ? C1 C2 C7 C6 -176.1(7) . . . . ? C3 C2 C7 C8 -171.5(7) . . . . ? C1 C2 C7 C8 12.5(11) . . . . ? C5 C6 C7 C2 1.4(12) . . . . ? C5 C6 C7 C8 173.2(8) . . . . ? C2 C7 C8 C9 69.8(10) . . . . ? C6 C7 C8 C9 -101.7(9) . . . . ? C2 C7 C8 C13 -116.4(8) . . . . ? C6 C7 C8 C13 72.1(9) . . . . ? C13 C8 C9 C10 -3.2(12) . . . . ? C7 C8 C9 C10 170.8(8) . . . . ? C8 C9 C10 C11 -0.2(14) . . . . ? C9 C10 C11 C12 1.4(14) . . . . ? C10 C11 C12 C13 0.7(14) . . . . ? C11 C12 C13 C8 -4.1(12) . . . . ? C11 C12 C13 C14 173.1(8) . . . . ? C9 C8 C13 C12 5.2(11) . . . . ? C7 C8 C13 C12 -168.6(7) . . . . ? C9 C8 C13 C14 -171.8(7) . . . . ? C7 C8 C13 C14 14.4(11) . . . . ? C12 C13 C14 O4 31.8(10) . . . . ? C8 C13 C14 O4 -151.2(7) . . . . ? C12 C13 C14 O3 -147.1(7) . . . . ? C8 C13 C14 O3 30.0(10) . . . . ? N1 C15 C16 C17 -3.1(13) . . . . ? C15 C16 C17 C18 2.5(13) . . . . ? C16 C17 C18 C19 -0.1(12) . . . . ? C16 C17 C18 C20 -177.6(8) . . . . ? C17 C18 C19 N1 -2.0(12) . . . . ? C20 C18 C19 N1 175.6(7) . . . . ? C17 C18 C20 N3 -35.6(12) . . . . ? C19 C18 C20 N3 146.9(8) . . . . ? C17 C18 C20 N2 145.6(8) . . . . ? C19 C18 C20 N2 -31.9(11) . . . . ? N4 C21 C22 C23 177.3(8) . . . . ? N2 C21 C22 C23 -6.3(12) . . . . ? N4 C21 C22 C26 -2.6(12) . . . . ? N2 C21 C22 C26 173.8(8) . . . . ? C26 C22 C23 C24 -0.6(13) . . . . ? C21 C22 C23 C24 179.6(8) . . . . ? C22 C23 C24 N5 0.0(14) . . . . ? N5 C25 C26 C22 -1.0(15) . . . . ? C23 C22 C26 C25 1.0(13) . . . . ? C21 C22 C26 C25 -179.1(8) . . . . ? C16 C15 N1 C19 1.1(12) . . . . ? C16 C15 N1 Mn1 166.7(6) . . . . ? C18 C19 N1 C15 1.5(11) . . . . ? C18 C19 N1 Mn1 -165.6(6) . . . . ? O3 Mn1 N1 C15 79.2(6) 3_756 . . . ? O4 Mn1 N1 C15 173.7(6) 1_455 . . . ? O1 Mn1 N1 C15 -103.8(6) . . . . ? O2 Mn1 N1 C15 -15.3(6) 3_756 . . . ? N5 Mn1 N1 C15 -165.5(13) 2_645 . . . ? O3 Mn1 N1 C19 -115.1(5) 3_756 . . . ? O4 Mn1 N1 C19 -20.5(5) 1_455 . . . ? O1 Mn1 N1 C19 61.9(5) . . . . ? O2 Mn1 N1 C19 150.4(5) 3_756 . . . ? N5 Mn1 N1 C19 0.2(18) 2_645 . . . ? N3 C20 N2 C21 1.1(8) . . . . ? C18 C20 N2 C21 -179.9(7) . . . . ? N4 C21 N2 C20 -0.8(9) . . . . ? C22 C21 N2 C20 -177.5(7) . . . . ? N2 C20 N3 N4 -1.1(9) . . . . ? C18 C20 N3 N4 180.0(7) . . . . ? N2 C21 N4 N3 0.2(9) . . . . ? C22 C21 N4 N3 176.9(7) . . . . ? C20 N3 N4 C21 0.6(8) . . . . ? C23 C24 N5 C25 0.1(12) . . . . ? C23 C24 N5 Mn1 165.2(6) . . . 2_655 ? C26 C25 N5 C24 0.4(13) . . . . ? C26 C25 N5 Mn1 -164.8(7) . . . 2_655 ? O2 C1 O1 Mn1 34.0(10) . . . . ? C2 C1 O1 Mn1 -143.8(5) . . . . ? O3 Mn1 O1 C1 -140(3) 3_756 . . . ? O4 Mn1 O1 C1 -162.4(6) 1_455 . . . ? O2 Mn1 O1 C1 23.2(6) 3_756 . . . ? N5 Mn1 O1 C1 -81.1(6) 2_645 . . . ? N1 Mn1 O1 C1 106.6(6) . . . . ? O1 C1 O2 Mn1 -128.2(6) . . . 3_756 ? C2 C1 O2 Mn1 49.6(9) . . . 3_756 ? O4 C14 O3 Mn1 -115.7(7) . . . 3_756 ? C13 C14 O3 Mn1 63.0(8) . . . 3_756 ? O3 C14 O4 Mn1 21.6(10) . . . 1_655 ? C13 C14 O4 Mn1 -157.2(5) . . . 1_655 ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.944 _refine_diff_density_max 0.797 _refine_diff_density_min -0.472 _refine_diff_density_rms 0.091 # Attachment 'aa-0A0B.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 821749' #TrackingRef 'aa-0A0B.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H19 N5 Ni O5' _chemical_formula_weight 540.15 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 MONOCLINIC _symmetry_space_group_name_H-M P21/N loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.0580(18) _cell_length_b 20.067(4) _cell_length_c 12.886(3) _cell_angle_alpha 90.00 _cell_angle_beta 106.79(3) _cell_angle_gamma 90.00 _cell_volume 2242.4(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description BLOCK _exptl_crystal_colour GREEN _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.600 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1112 _exptl_absorpt_coefficient_mu 0.917 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.657 _exptl_absorpt_correction_T_max 0.879 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12722 _diffrn_reflns_av_R_equivalents 0.1003 _diffrn_reflns_av_sigmaI/netI 0.1005 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.10 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3924 _reflns_number_gt 2954 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0335P)^2^+15.0000P] 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 CONSTR _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3924 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1221 _refine_ls_R_factor_gt 0.0833 _refine_ls_wR_factor_ref 0.1626 _refine_ls_wR_factor_gt 0.1462 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _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 Ni1 Ni 0.25387(9) 0.99012(4) 0.02252(7) 0.0179(2) Uani 1 1 d . . . C1 C 0.5550(7) 0.9246(3) 0.0762(5) 0.0217(14) Uani 1 1 d . . . C2 C 0.6262(7) 0.8587(3) 0.0632(5) 0.0219(14) Uani 1 1 d . . . C3 C 0.5482(8) 0.8137(3) -0.0133(6) 0.0328(17) Uani 1 1 d . . . H3A H 0.4476 0.8239 -0.0531 0.039 Uiso 1 1 calc R . . C4 C 0.6095(9) 0.7551(4) -0.0344(7) 0.042(2) Uani 1 1 d . . . H4A H 0.5535 0.7261 -0.0877 0.050 Uiso 1 1 calc R . . C5 C 0.7526(9) 0.7408(4) 0.0244(7) 0.043(2) Uani 1 1 d . . . H5 H 0.7989 0.7014 0.0120 0.052 Uiso 1 1 calc R . . C6 C 0.8322(8) 0.7842(3) 0.1033(6) 0.0332(17) Uani 1 1 d . . . H6A H 0.9317 0.7729 0.1438 0.040 Uiso 1 1 calc R . . C7 C 0.7706(7) 0.8439(3) 0.1251(5) 0.0234(15) Uani 1 1 d . . . C8 C 0.8535(7) 0.8848(3) 0.2187(6) 0.0248(15) Uani 1 1 d . . . C9 C 0.8157(8) 0.8785(4) 0.3153(6) 0.0341(18) Uani 1 1 d . . . H9A H 0.7282 0.8542 0.3153 0.041 Uiso 1 1 calc R . . C10 C 0.9016(10) 0.9066(4) 0.4110(7) 0.048(2) Uani 1 1 d . . . H10A H 0.8699 0.9031 0.4733 0.058 Uiso 1 1 calc R . . C11 C 1.0304(9) 0.9388(4) 0.4131(6) 0.045(2) Uani 1 1 d . . . H11A H 1.0938 0.9560 0.4777 0.054 Uiso 1 1 calc R . . C12 C 1.0685(8) 0.9464(3) 0.3176(6) 0.0341(17) Uani 1 1 d . . . H12A H 1.1582 0.9695 0.3195 0.041 Uiso 1 1 calc R . . C13 C 0.9820(7) 0.9219(3) 0.2207(5) 0.0219(14) Uani 1 1 d . . . C14 C 1.0196(7) 0.9383(3) 0.1184(5) 0.0207(14) Uani 1 1 d . . . C15 C 0.1744(8) 0.9184(3) -0.2012(6) 0.0288(16) Uani 1 1 d . . . H15A H 0.1984 0.9589 -0.2275 0.035 Uiso 1 1 calc R . . C16 C 0.1446(9) 0.8641(3) -0.2693(6) 0.0354(18) Uani 1 1 d . . . H16A H 0.1470 0.8687 -0.3406 0.042 Uiso 1 1 calc R . . C17 C 0.1112(8) 0.8028(3) -0.2330(5) 0.0304(17) Uani 1 1 d . . . H17A H 0.0906 0.7659 -0.2785 0.036 Uiso 1 1 calc R . . C18 C 0.1094(7) 0.7985(3) -0.1262(5) 0.0217(14) Uani 1 1 d . . . C19 C 0.1356(7) 0.8563(3) -0.0637(5) 0.0221(14) Uani 1 1 d . . . H19A H 0.1284 0.8537 0.0068 0.026 Uiso 1 1 calc R . . C20 C 0.0841(7) 0.7361(3) -0.0724(5) 0.0209(14) Uani 1 1 d . . . C21 C 0.0848(8) 0.6596(3) 0.0400(5) 0.0244(15) Uani 1 1 d . . . C22 C 0.1140(7) 0.6230(3) 0.1443(5) 0.0247(15) Uani 1 1 d . . . C23 C 0.0459(8) 0.5631(3) 0.1516(6) 0.0363(18) Uani 1 1 d . . . H23A H -0.0194 0.5436 0.0898 0.044 Uiso 1 1 calc R . . C24 C 0.0736(8) 0.5315(4) 0.2503(6) 0.0356(18) Uani 1 1 d . . . H24A H 0.0237 0.4912 0.2527 0.043 Uiso 1 1 calc R . . C25 C 0.2320(8) 0.6124(3) 0.3332(6) 0.0317(17) Uani 1 1 d . . . H25A H 0.2989 0.6303 0.3958 0.038 Uiso 1 1 calc R . . C26 C 0.2081(8) 0.6481(3) 0.2377(6) 0.0334(17) Uani 1 1 d . . . H26A H 0.2564 0.6890 0.2377 0.040 Uiso 1 1 calc R . . N1 N 0.1701(6) 0.9150(2) -0.0984(4) 0.0203(12) Uani 1 1 d . . . N2 N 0.1412(6) 0.7218(2) 0.0315(4) 0.0227(12) Uani 1 1 d . . . N3 N -0.0031(6) 0.6858(3) -0.1228(4) 0.0248(13) Uani 1 1 d . . . N4 N -0.0033(6) 0.6359(3) -0.0520(4) 0.0267(13) Uani 1 1 d . . . N5 N 0.1665(6) 0.5547(3) 0.3415(4) 0.0241(13) Uani 1 1 d . . . O1 O 0.4222(5) 0.92131(19) 0.0814(3) 0.0199(10) Uani 1 1 d . . . O2 O 0.6264(4) 0.97693(19) 0.0805(3) 0.0215(10) Uani 1 1 d . . . O3 O 0.9193(5) 0.9445(2) 0.0316(3) 0.0211(10) Uani 1 1 d . . . O4 O 1.1554(5) 0.9448(2) 0.1270(3) 0.0238(10) Uani 1 1 d . . . O5 O 0.3470(7) 0.8075(3) 0.1729(4) 0.0598(18) Uani 1 1 d . . . H3 H -0.0570 0.6839 -0.1890 0.072 Uiso 1 1 d R . . H5B H 0.3671 0.8400 0.1426 0.072 Uiso 1 1 d R . . H5A H 0.2756 0.7880 0.1335 0.072 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0126(4) 0.0197(4) 0.0213(4) -0.0009(4) 0.0047(3) -0.0001(3) C1 0.022(4) 0.022(4) 0.021(4) 0.002(3) 0.004(3) 0.000(3) C2 0.022(4) 0.019(3) 0.028(4) -0.004(3) 0.014(3) 0.000(3) C3 0.014(4) 0.030(4) 0.050(5) -0.009(3) 0.003(3) 0.002(3) C4 0.037(5) 0.033(4) 0.058(6) -0.016(4) 0.019(4) -0.008(3) C5 0.038(5) 0.029(4) 0.069(6) -0.007(4) 0.027(4) 0.009(4) C6 0.026(4) 0.029(4) 0.048(5) 0.003(3) 0.016(4) 0.009(3) C7 0.017(4) 0.018(3) 0.038(4) 0.007(3) 0.014(3) 0.005(3) C8 0.017(4) 0.026(4) 0.032(4) 0.005(3) 0.007(3) 0.012(3) C9 0.027(4) 0.047(5) 0.030(4) 0.010(3) 0.010(4) -0.004(3) C10 0.047(5) 0.065(6) 0.041(5) 0.001(4) 0.027(5) -0.003(4) C11 0.045(5) 0.067(6) 0.022(4) -0.008(4) 0.007(4) -0.010(4) C12 0.034(4) 0.040(4) 0.026(4) 0.000(3) 0.005(3) -0.005(3) C13 0.011(3) 0.030(4) 0.025(4) 0.003(3) 0.005(3) 0.002(3) C14 0.024(4) 0.016(3) 0.022(4) -0.001(3) 0.007(3) -0.002(3) C15 0.024(4) 0.030(4) 0.031(4) 0.003(3) 0.005(3) -0.002(3) C16 0.059(5) 0.030(4) 0.017(4) 0.003(3) 0.009(4) -0.008(3) C17 0.034(4) 0.031(4) 0.024(4) -0.002(3) 0.006(3) -0.008(3) C18 0.016(3) 0.027(4) 0.022(4) -0.004(3) 0.004(3) 0.001(3) C19 0.015(3) 0.029(4) 0.023(4) 0.002(3) 0.005(3) 0.005(3) C20 0.018(3) 0.023(3) 0.022(4) 0.002(3) 0.005(3) -0.002(3) C21 0.026(4) 0.025(4) 0.024(4) -0.002(3) 0.011(3) 0.006(3) C22 0.016(3) 0.031(4) 0.026(4) 0.005(3) 0.004(3) 0.007(3) C23 0.040(5) 0.033(4) 0.027(4) 0.006(3) -0.004(4) -0.015(3) C24 0.028(4) 0.038(4) 0.036(5) 0.008(3) 0.002(4) -0.011(3) C25 0.034(4) 0.031(4) 0.025(4) 0.006(3) 0.001(3) -0.006(3) C26 0.036(4) 0.031(4) 0.029(4) 0.005(3) 0.004(4) -0.014(3) N1 0.019(3) 0.022(3) 0.018(3) 0.003(2) 0.001(2) -0.001(2) N2 0.023(3) 0.019(3) 0.023(3) 0.001(2) 0.003(3) -0.001(2) N3 0.024(3) 0.032(3) 0.016(3) 0.004(2) 0.001(2) -0.002(2) N4 0.030(3) 0.028(3) 0.020(3) 0.001(2) 0.004(3) -0.003(2) N5 0.018(3) 0.026(3) 0.026(3) 0.002(2) 0.002(3) 0.006(2) O1 0.011(2) 0.022(2) 0.026(3) -0.0016(18) 0.0049(19) -0.0010(17) O2 0.015(2) 0.021(2) 0.029(3) -0.0010(18) 0.007(2) -0.0052(18) O3 0.013(2) 0.027(2) 0.022(3) -0.0035(19) 0.003(2) 0.0009(18) O4 0.010(2) 0.037(3) 0.025(3) 0.003(2) 0.005(2) -0.0019(18) O5 0.070(4) 0.047(3) 0.037(3) 0.017(3) -0.024(3) -0.025(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 O3 2.008(4) 3_675 y Ni1 O4 2.033(4) 1_455 y Ni1 O1 2.034(4) . y Ni1 O2 2.051(4) 3_675 y Ni1 N5 2.131(5) 2 y Ni1 N1 2.143(5) . y C1 O1 1.226(7) . ? C1 O2 1.226(7) . ? C1 C2 1.502(8) . ? C2 C7 1.354(9) . ? C2 C3 1.372(9) . ? C3 C4 1.362(9) . ? C3 H3A 0.9300 . ? C4 C5 1.330(11) . ? C4 H4A 0.9300 . ? C5 C6 1.373(10) . ? C5 H5 0.9300 . ? C6 C7 1.384(9) . ? C6 H6A 0.9300 . ? C7 C8 1.473(9) . ? C8 C13 1.375(9) . ? C8 C9 1.390(9) . ? C9 C10 1.374(10) . ? C9 H9A 0.9300 . ? C10 C11 1.327(11) . ? C10 H10A 0.9300 . ? C11 C12 1.380(10) . ? C11 H11A 0.9300 . ? C12 C13 1.360(9) . ? C12 H12A 0.9300 . ? C13 C14 1.490(9) . ? C14 O4 1.210(7) . ? C14 O3 1.228(7) . ? C15 N1 1.337(8) . ? C15 C16 1.377(9) . ? C15 H15A 0.9300 . ? C16 C17 1.379(9) . ? C16 H16A 0.9300 . ? C17 C18 1.383(9) . ? C17 H17A 0.9300 . ? C18 C19 1.393(8) . ? C18 C20 1.481(8) . ? C19 N1 1.329(8) . ? C19 H19A 0.9300 . ? C20 N2 1.320(8) . ? C20 N3 1.330(8) . ? C21 N4 1.312(8) . ? C21 N2 1.366(8) . ? C21 C22 1.486(9) . ? C22 C26 1.355(9) . ? C22 C23 1.367(9) . ? C23 C24 1.379(9) . ? C23 H23A 0.9300 . ? C24 N5 1.317(8) . ? C24 H24A 0.9300 . ? C25 N5 1.319(8) . ? C25 C26 1.386(9) . ? C25 H25A 0.9300 . ? C26 H26A 0.9300 . ? N3 N4 1.354(7) . ? N3 H3 0.8528 . ? N5 Ni1 2.131(5) 2_545 ? O2 Ni1 2.051(4) 3_675 ? O3 Ni1 2.008(4) 3_675 ? O4 Ni1 2.033(4) 1_655 ? O5 H5B 0.8072 . ? O5 H5A 0.8000 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Ni1 O4 94.25(17) 3_675 1_455 y O3 Ni1 O1 176.98(17) 3_675 . y O4 Ni1 O1 82.77(17) 1_455 . y O3 Ni1 O2 94.05(17) 3_675 3_675 y O4 Ni1 O2 171.27(17) 1_455 3_675 y O1 Ni1 O2 88.90(17) . 3_675 y O3 Ni1 N5 86.17(19) 3_675 2 y O4 Ni1 N5 80.59(19) 1_455 2 y O1 Ni1 N5 93.84(19) . 2 y O2 Ni1 N5 102.67(18) 3_675 2 y O3 Ni1 N1 97.48(18) 3_675 . y O4 Ni1 N1 92.07(18) 1_455 . y O1 Ni1 N1 82.15(18) . . y O2 Ni1 N1 84.17(18) 3_675 . y N5 Ni1 N1 172.1(2) 2 . y O1 C1 O2 123.8(6) . . ? O1 C1 C2 114.7(5) . . ? O2 C1 C2 121.4(6) . . ? C7 C2 C3 119.2(6) . . ? C7 C2 C1 120.1(6) . . ? C3 C2 C1 120.7(6) . . ? C4 C3 C2 123.8(7) . . ? C4 C3 H3A 118.1 . . ? C2 C3 H3A 118.1 . . ? C5 C4 C3 117.3(7) . . ? C5 C4 H4A 121.3 . . ? C3 C4 H4A 121.3 . . ? C4 C5 C6 120.1(7) . . ? C4 C5 H5 119.9 . . ? C6 C5 H5 119.9 . . ? C5 C6 C7 122.8(7) . . ? C5 C6 H6A 118.6 . . ? C7 C6 H6A 118.6 . . ? C2 C7 C6 116.6(6) . . ? C2 C7 C8 122.5(6) . . ? C6 C7 C8 120.6(6) . . ? C13 C8 C9 117.3(7) . . ? C13 C8 C7 123.1(6) . . ? C9 C8 C7 118.9(6) . . ? C10 C9 C8 123.0(7) . . ? C10 C9 H9A 118.5 . . ? C8 C9 H9A 118.5 . . ? C11 C10 C9 119.0(8) . . ? C11 C10 H10A 120.5 . . ? C9 C10 H10A 120.5 . . ? C10 C11 C12 118.7(8) . . ? C10 C11 H11A 120.7 . . ? C12 C11 H11A 120.7 . . ? C13 C12 C11 123.6(7) . . ? C13 C12 H12A 118.2 . . ? C11 C12 H12A 118.2 . . ? C12 C13 C8 118.2(6) . . ? C12 C13 C14 120.9(6) . . ? C8 C13 C14 120.8(6) . . ? O4 C14 O3 122.5(6) . . ? O4 C14 C13 115.4(6) . . ? O3 C14 C13 122.1(6) . . ? N1 C15 C16 122.2(6) . . ? N1 C15 H15A 118.9 . . ? C16 C15 H15A 118.9 . . ? C15 C16 C17 120.8(7) . . ? C15 C16 H16A 119.6 . . ? C17 C16 H16A 119.6 . . ? C16 C17 C18 117.4(6) . . ? C16 C17 H17A 121.3 . . ? C18 C17 H17A 121.3 . . ? C17 C18 C19 118.3(6) . . ? C17 C18 C20 124.5(6) . . ? C19 C18 C20 117.2(6) . . ? N1 C19 C18 124.1(6) . . ? N1 C19 H19A 118.0 . . ? C18 C19 H19A 118.0 . . ? N2 C20 N3 109.5(5) . . ? N2 C20 C18 126.2(6) . . ? N3 C20 C18 124.3(6) . . ? N4 C21 N2 113.8(6) . . ? N4 C21 C22 122.8(6) . . ? N2 C21 C22 123.4(6) . . ? C26 C22 C23 116.5(6) . . ? C26 C22 C21 121.5(6) . . ? C23 C22 C21 122.1(6) . . ? C22 C23 C24 120.2(7) . . ? C22 C23 H23A 119.9 . . ? C24 C23 H23A 119.9 . . ? N5 C24 C23 124.0(6) . . ? N5 C24 H24A 118.0 . . ? C23 C24 H24A 118.0 . . ? N5 C25 C26 124.6(7) . . ? N5 C25 H25A 117.7 . . ? C26 C25 H25A 117.7 . . ? C22 C26 C25 119.6(6) . . ? C22 C26 H26A 120.2 . . ? C25 C26 H26A 120.2 . . ? C19 N1 C15 117.1(5) . . ? C19 N1 Ni1 116.5(4) . . ? C15 N1 Ni1 125.3(4) . . ? C20 N2 C21 103.5(5) . . ? C20 N3 N4 110.4(5) . . ? C20 N3 H3 127.5 . . ? N4 N3 H3 122.0 . . ? C21 N4 N3 102.8(5) . . ? C24 N5 C25 115.1(6) . . ? C24 N5 Ni1 119.7(5) . 2_545 ? C25 N5 Ni1 123.2(5) . 2_545 ? C1 O1 Ni1 125.8(4) . . ? C1 O2 Ni1 128.1(4) . 3_675 ? C14 O3 Ni1 133.0(4) . 3_675 ? C14 O4 Ni1 128.1(4) . 1_655 ? H5B O5 H5A 110.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 C7 -133.6(6) . . . . ? O2 C1 C2 C7 46.7(9) . . . . ? O1 C1 C2 C3 48.3(9) . . . . ? O2 C1 C2 C3 -131.4(7) . . . . ? C7 C2 C3 C4 -2.6(11) . . . . ? C1 C2 C3 C4 175.5(7) . . . . ? C2 C3 C4 C5 1.0(12) . . . . ? C3 C4 C5 C6 0.6(12) . . . . ? C4 C5 C6 C7 -0.6(12) . . . . ? C3 C2 C7 C6 2.4(9) . . . . ? C1 C2 C7 C6 -175.7(6) . . . . ? C3 C2 C7 C8 -171.3(6) . . . . ? C1 C2 C7 C8 10.6(9) . . . . ? C5 C6 C7 C2 -0.9(10) . . . . ? C5 C6 C7 C8 172.9(7) . . . . ? C2 C7 C8 C13 -112.2(7) . . . . ? C6 C7 C8 C13 74.4(9) . . . . ? C2 C7 C8 C9 77.6(8) . . . . ? C6 C7 C8 C9 -95.8(8) . . . . ? C13 C8 C9 C10 -1.0(10) . . . . ? C7 C8 C9 C10 169.7(7) . . . . ? C8 C9 C10 C11 -3.1(12) . . . . ? C9 C10 C11 C12 3.9(12) . . . . ? C10 C11 C12 C13 -0.8(12) . . . . ? C11 C12 C13 C8 -3.3(11) . . . . ? C11 C12 C13 C14 173.0(7) . . . . ? C9 C8 C13 C12 4.0(9) . . . . ? C7 C8 C13 C12 -166.3(6) . . . . ? C9 C8 C13 C14 -172.3(6) . . . . ? C7 C8 C13 C14 17.4(9) . . . . ? C12 C13 C14 O4 33.7(9) . . . . ? C8 C13 C14 O4 -150.1(6) . . . . ? C12 C13 C14 O3 -146.4(6) . . . . ? C8 C13 C14 O3 29.8(9) . . . . ? N1 C15 C16 C17 -1.1(11) . . . . ? C15 C16 C17 C18 -0.2(11) . . . . ? C16 C17 C18 C19 2.4(10) . . . . ? C16 C17 C18 C20 -176.6(6) . . . . ? C17 C18 C19 N1 -3.6(9) . . . . ? C20 C18 C19 N1 175.4(6) . . . . ? C17 C18 C20 N2 149.7(7) . . . . ? C19 C18 C20 N2 -29.2(9) . . . . ? C17 C18 C20 N3 -31.3(10) . . . . ? C19 C18 C20 N3 149.8(6) . . . . ? N4 C21 C22 C26 178.6(7) . . . . ? N2 C21 C22 C26 -4.4(10) . . . . ? N4 C21 C22 C23 -2.4(10) . . . . ? N2 C21 C22 C23 174.6(7) . . . . ? C26 C22 C23 C24 0.3(11) . . . . ? C21 C22 C23 C24 -178.7(7) . . . . ? C22 C23 C24 N5 -1.4(12) . . . . ? C23 C22 C26 C25 0.9(11) . . . . ? C21 C22 C26 C25 179.9(6) . . . . ? N5 C25 C26 C22 -1.3(12) . . . . ? C18 C19 N1 C15 2.4(9) . . . . ? C18 C19 N1 Ni1 -166.7(5) . . . . ? C16 C15 N1 C19 0.0(10) . . . . ? C16 C15 N1 Ni1 168.1(5) . . . . ? O3 Ni1 N1 C19 -116.9(4) 3_675 . . . ? O4 Ni1 N1 C19 -22.3(4) 1_455 . . . ? O1 Ni1 N1 C19 60.1(4) . . . . ? O2 Ni1 N1 C19 149.8(4) 3_675 . . . ? N5 Ni1 N1 C19 0.1(17) 2 . . . ? O3 Ni1 N1 C15 75.0(5) 3_675 . . . ? O4 Ni1 N1 C15 169.6(5) 1_455 . . . ? O1 Ni1 N1 C15 -108.0(5) . . . . ? O2 Ni1 N1 C15 -18.3(5) 3_675 . . . ? N5 Ni1 N1 C15 -168.1(13) 2 . . . ? N3 C20 N2 C21 0.9(7) . . . . ? C18 C20 N2 C21 180.0(6) . . . . ? N4 C21 N2 C20 -0.5(7) . . . . ? C22 C21 N2 C20 -177.8(6) . . . . ? N2 C20 N3 N4 -1.0(7) . . . . ? C18 C20 N3 N4 179.9(6) . . . . ? N2 C21 N4 N3 -0.1(7) . . . . ? C22 C21 N4 N3 177.2(6) . . . . ? C20 N3 N4 C21 0.6(7) . . . . ? C23 C24 N5 C25 1.0(11) . . . . ? C23 C24 N5 Ni1 -163.4(6) . . . 2_545 ? C26 C25 N5 C24 0.4(10) . . . . ? C26 C25 N5 Ni1 164.2(6) . . . 2_545 ? O2 C1 O1 Ni1 33.6(9) . . . . ? C2 C1 O1 Ni1 -146.1(4) . . . . ? O3 Ni1 O1 C1 -171(3) 3_675 . . . ? O4 Ni1 O1 C1 -160.7(5) 1_455 . . . ? O2 Ni1 O1 C1 22.0(5) 3_675 . . . ? N5 Ni1 O1 C1 -80.7(5) 2 . . . ? N1 Ni1 O1 C1 106.2(5) . . . . ? O1 C1 O2 Ni1 -130.0(6) . . . 3_675 ? C2 C1 O2 Ni1 49.7(8) . . . 3_675 ? O4 C14 O3 Ni1 -115.5(6) . . . 3_675 ? C13 C14 O3 Ni1 64.6(8) . . . 3_675 ? O3 C14 O4 Ni1 18.1(9) . . . 1_655 ? C13 C14 O4 Ni1 -162.0(4) . . . 1_655 ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.580 _refine_diff_density_min -0.595 _refine_diff_density_rms 0.092 # Attachment 'aa-0A0B.cif' data_3 _database_code_depnum_ccdc_archive 'CCDC 821750' #TrackingRef 'aa-0A0B.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H19 N5 O5 Zn' _chemical_formula_weight 546.85 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting MONOCLINIC _symmetry_space_group_name_H-M P21/N loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.0580(18) _cell_length_b 20.067(4) _cell_length_c 12.886(3) _cell_angle_alpha 90.00 _cell_angle_beta 106.79(3) _cell_angle_gamma 90.00 _cell_volume 2242.4(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description BLOCK _exptl_crystal_colour COLORLESS _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.620 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1456 _exptl_absorpt_coefficient_mu 1.147 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.749 _exptl_absorpt_correction_T_max 0.912 _exptl_absorpt_process_details SADABS _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12918 _diffrn_reflns_av_R_equivalents 0.0757 _diffrn_reflns_av_sigmaI/netI 0.0739 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.10 _diffrn_reflns_theta_max 25.25 _reflns_number_total 4045 _reflns_number_gt 3308 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0623P)^2^+3.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4045 _refine_ls_number_parameters 346 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0734 _refine_ls_R_factor_gt 0.0562 _refine_ls_wR_factor_ref 0.1369 _refine_ls_wR_factor_gt 0.1267 _refine_ls_goodness_of_fit_ref 1.012 _refine_ls_restrained_S_all 1.012 _refine_ls_shift/su_max 0.027 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_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 Zn1 Zn 0.25271(5) 0.99152(2) 0.02210(4) 0.02084(17) Uani 1 1 d . . . C1 C 0.5556(4) 0.92380(19) 0.0775(3) 0.0211(8) Uani 1 1 d . . . C2 C 0.6259(4) 0.85905(19) 0.0636(3) 0.0238(9) Uani 1 1 d . . . C3 C 0.5466(5) 0.8147(2) -0.0145(4) 0.0361(11) Uani 1 1 d . . . H3A H 0.4459 0.8250 -0.0539 0.043 Uiso 1 1 calc R . . C4 C 0.6099(5) 0.7563(2) -0.0365(4) 0.0436(13) Uani 1 1 d . . . H4A H 0.5545 0.7278 -0.0907 0.052 Uiso 1 1 calc R . . C5 C 0.7525(5) 0.7416(2) 0.0221(4) 0.0432(13) Uani 1 1 d . . . H5 H 0.7987 0.7023 0.0092 0.052 Uiso 1 1 calc R . . C6 C 0.8306(5) 0.7840(2) 0.1005(4) 0.0373(11) Uani 1 1 d . . . H6A H 0.9299 0.7724 0.1411 0.045 Uiso 1 1 calc R . . C7 C 0.7699(4) 0.8439(2) 0.1233(4) 0.0264(9) Uani 1 1 d . . . C8 C 0.8551(4) 0.8843(2) 0.2186(4) 0.0257(9) Uani 1 1 d . . . C9 C 0.8164(5) 0.8790(2) 0.3151(4) 0.0396(12) Uani 1 1 d . . . H9A H 0.7275 0.8558 0.3148 0.048 Uiso 1 1 calc R . . C10 C 0.9032(6) 0.9063(3) 0.4102(4) 0.0484(14) Uani 1 1 d . . . H10A H 0.8725 0.9024 0.4728 0.058 Uiso 1 1 calc R . . C11 C 1.0306(6) 0.9380(3) 0.4120(4) 0.0459(13) Uani 1 1 d . . . H11A H 1.0940 0.9550 0.4767 0.055 Uiso 1 1 calc R . . C12 C 1.0693(5) 0.9457(2) 0.3178(4) 0.0361(11) Uani 1 1 d . . . H12A H 1.1584 0.9692 0.3195 0.043 Uiso 1 1 calc R . . C13 C 0.9821(4) 0.9202(2) 0.2209(3) 0.0239(9) Uani 1 1 d . . . C14 C 1.0214(4) 0.93619(19) 0.1181(3) 0.0223(9) Uani 1 1 d . . . C15 C 0.1736(5) 0.9163(2) -0.2059(4) 0.0296(10) Uani 1 1 d . . . H15A H 0.1999 0.9565 -0.2317 0.035 Uiso 1 1 calc R . . C16 C 0.1435(6) 0.8623(2) -0.2746(4) 0.0386(11) Uani 1 1 d . . . H16A H 0.1452 0.8668 -0.3460 0.046 Uiso 1 1 calc R . . C17 C 0.1107(5) 0.8016(2) -0.2368(4) 0.0331(10) Uani 1 1 d . . . H17A H 0.0918 0.7644 -0.2816 0.040 Uiso 1 1 calc R . . C18 C 0.1067(4) 0.79753(19) -0.1306(3) 0.0229(9) Uani 1 1 d . . . C19 C 0.1324(4) 0.85505(19) -0.0687(3) 0.0227(9) Uani 1 1 d . . . H19A H 0.1253 0.8525 0.0017 0.027 Uiso 1 1 calc R . . C20 C 0.0805(4) 0.7357(2) -0.0773(3) 0.0228(9) Uani 1 1 d . . . C21 C 0.0830(4) 0.6599(2) 0.0353(3) 0.0254(9) Uani 1 1 d . . . C22 C 0.1111(5) 0.6236(2) 0.1390(3) 0.0264(9) Uani 1 1 d . . . C23 C 0.0427(6) 0.5640(2) 0.1472(4) 0.0413(12) Uani 1 1 d . . . H23A H -0.0238 0.5445 0.0858 0.050 Uiso 1 1 calc R . . C24 C 0.0721(5) 0.5327(2) 0.2460(4) 0.0387(12) Uani 1 1 d . . . H24A H 0.0230 0.4923 0.2489 0.046 Uiso 1 1 calc R . . C25 C 0.2301(5) 0.6137(2) 0.3280(4) 0.0347(11) Uani 1 1 d . . . H25A H 0.2960 0.6321 0.3906 0.042 Uiso 1 1 calc R . . C26 C 0.2072(5) 0.6484(2) 0.2324(4) 0.0358(11) Uani 1 1 d . . . H26A H 0.2574 0.6888 0.2318 0.043 Uiso 1 1 calc R . . N1 N 0.1666(4) 0.91348(16) -0.1035(3) 0.0234(8) Uani 1 1 d . . . N2 N 0.1388(4) 0.72123(16) 0.0261(3) 0.0252(8) Uani 1 1 d . . . N3 N -0.0061(4) 0.68566(16) -0.1273(3) 0.0265(8) Uani 1 1 d D . . N4 N -0.0060(4) 0.63589(17) -0.0559(3) 0.0287(8) Uani 1 1 d . . . N5 N 0.1648(4) 0.55612(16) 0.3363(3) 0.0259(8) Uani 1 1 d . . . O1 O 0.4250(3) 0.92162(13) 0.0833(2) 0.0237(6) Uani 1 1 d . . . O2 O 0.6277(3) 0.97644(13) 0.0829(2) 0.0234(6) Uani 1 1 d . . . O3 O 0.9196(3) 0.94253(13) 0.0318(2) 0.0222(6) Uani 1 1 d . . . O4 O 1.1554(3) 0.94276(14) 0.1272(2) 0.0253(6) Uani 1 1 d . . . O5 O 0.3455(5) 0.80653(19) 0.1672(3) 0.0563(11) Uani 1 1 d D . . H3 H -0.070(5) 0.686(2) -0.198(2) 0.046(15) Uiso 1 1 d D . . H5A H 0.265(6) 0.785(3) 0.133(6) 0.16(4) Uiso 1 1 d D . . H5B H 0.350(6) 0.8431(16) 0.137(4) 0.058(17) 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 Zn1 0.0174(3) 0.0182(3) 0.0273(3) -0.00143(19) 0.00715(19) -0.00059(18) C1 0.021(2) 0.020(2) 0.022(2) -0.0018(16) 0.0057(16) 0.0004(16) C2 0.0165(19) 0.019(2) 0.036(3) 0.0005(18) 0.0080(18) -0.0027(16) C3 0.022(2) 0.027(2) 0.058(3) -0.013(2) 0.010(2) -0.0048(19) C4 0.041(3) 0.028(3) 0.067(4) -0.021(2) 0.023(3) -0.008(2) C5 0.040(3) 0.024(2) 0.073(4) -0.011(2) 0.028(3) 0.005(2) C6 0.028(2) 0.029(2) 0.059(3) 0.000(2) 0.018(2) 0.006(2) C7 0.025(2) 0.021(2) 0.037(3) 0.0029(18) 0.0157(19) 0.0002(17) C8 0.018(2) 0.025(2) 0.033(3) 0.0065(18) 0.0064(18) 0.0036(17) C9 0.035(3) 0.046(3) 0.045(3) 0.004(2) 0.022(2) 0.000(2) C10 0.049(3) 0.070(4) 0.033(3) 0.003(3) 0.023(3) -0.001(3) C11 0.039(3) 0.063(4) 0.036(3) -0.006(3) 0.010(2) -0.006(3) C12 0.031(2) 0.044(3) 0.034(3) -0.003(2) 0.010(2) -0.006(2) C13 0.0183(19) 0.024(2) 0.029(2) -0.0001(18) 0.0064(17) 0.0023(16) C14 0.024(2) 0.017(2) 0.027(2) -0.0040(17) 0.0098(19) 0.0003(16) C15 0.035(2) 0.022(2) 0.031(3) 0.0036(18) 0.010(2) -0.0055(18) C16 0.060(3) 0.031(3) 0.027(3) -0.004(2) 0.015(2) -0.009(2) C17 0.046(3) 0.024(2) 0.029(3) -0.0014(19) 0.011(2) -0.008(2) C18 0.0193(19) 0.022(2) 0.025(2) 0.0004(17) 0.0022(17) -0.0007(16) C19 0.023(2) 0.021(2) 0.024(2) -0.0011(17) 0.0066(17) 0.0007(16) C20 0.025(2) 0.020(2) 0.024(2) -0.0009(17) 0.0082(18) -0.0002(16) C21 0.024(2) 0.022(2) 0.028(2) 0.0036(18) 0.0047(18) 0.0005(17) C22 0.028(2) 0.022(2) 0.028(2) 0.0041(17) 0.0069(18) 0.0005(17) C23 0.049(3) 0.038(3) 0.029(3) 0.007(2) -0.002(2) -0.015(2) C24 0.039(3) 0.028(2) 0.044(3) 0.009(2) 0.004(2) -0.013(2) C25 0.035(2) 0.029(3) 0.034(3) 0.003(2) 0.000(2) -0.009(2) C26 0.040(3) 0.029(2) 0.031(3) 0.004(2) 0.000(2) -0.008(2) N1 0.0227(17) 0.0204(18) 0.026(2) 0.0021(14) 0.0058(14) -0.0011(14) N2 0.0270(18) 0.0197(18) 0.026(2) 0.0026(14) 0.0034(15) -0.0021(14) N3 0.0323(19) 0.0208(18) 0.024(2) -0.0002(15) 0.0038(16) -0.0026(15) N4 0.0310(19) 0.0214(18) 0.030(2) 0.0029(16) 0.0039(16) -0.0020(15) N5 0.0231(17) 0.0226(19) 0.030(2) 0.0036(15) 0.0038(15) 0.0010(14) O1 0.0157(14) 0.0190(14) 0.0376(18) 0.0031(12) 0.0096(12) 0.0009(11) O2 0.0234(14) 0.0176(14) 0.0316(17) -0.0011(12) 0.0116(12) -0.0032(12) O3 0.0132(13) 0.0220(15) 0.0293(17) 0.0012(12) 0.0028(12) 0.0010(11) O4 0.0164(14) 0.0306(16) 0.0303(17) 0.0007(12) 0.0087(12) -0.0005(11) O5 0.070(3) 0.036(2) 0.042(2) 0.0150(18) -0.0166(19) -0.0178(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 Zn1 O3 2.011(3) 3_675 y Zn1 O4 2.063(3) 1_455 y Zn1 O2 2.065(3) 3_675 y Zn1 O1 2.077(3) . y Zn1 N5 2.186(3) 2 y Zn1 N1 2.225(3) . y C1 O1 1.208(4) . ? C1 O2 1.233(4) . ? C1 C2 1.480(5) . ? C2 C7 1.344(5) . ? C2 C3 1.379(6) . ? C3 C4 1.370(6) . ? C3 H3A 0.9300 . ? C4 C5 1.328(7) . ? C4 H4A 0.9300 . ? C5 C6 1.353(7) . ? C5 H5 0.9300 . ? C6 C7 1.388(6) . ? C6 H6A 0.9300 . ? C7 C8 1.488(6) . ? C8 C13 1.350(5) . ? C8 C9 1.389(6) . ? C9 C10 1.365(7) . ? C9 H9A 0.9300 . ? C10 C11 1.312(7) . ? C10 H10A 0.9300 . ? C11 C12 1.366(7) . ? C11 H11A 0.9300 . ? C12 C13 1.369(6) . ? C12 H12A 0.9300 . ? C13 C14 1.502(6) . ? C14 O4 1.193(4) . ? C14 O3 1.229(5) . ? C15 N1 1.339(5) . ? C15 C16 1.375(6) . ? C15 H15A 0.9300 . ? C16 C17 1.374(6) . ? C16 H16A 0.9300 . ? C17 C18 1.383(6) . ? C17 H17A 0.9300 . ? C18 C19 1.384(5) . ? C18 C20 1.470(5) . ? C19 N1 1.324(5) . ? C19 H19A 0.9300 . ? C20 N2 1.316(5) . ? C20 N3 1.321(5) . ? C21 N4 1.310(5) . ? C21 N2 1.349(5) . ? C21 C22 1.477(6) . ? C22 C26 1.361(6) . ? C22 C23 1.365(6) . ? C23 C24 1.375(6) . ? C23 H23A 0.9300 . ? C24 N5 1.310(6) . ? C24 H24A 0.9300 . ? C25 N5 1.316(5) . ? C25 C26 1.378(6) . ? C25 H25A 0.9300 . ? C26 H26A 0.9300 . ? N3 N4 1.358(5) . ? N3 H3 0.923(19) . ? N5 Zn1 2.186(3) 2_545 ? O2 Zn1 2.065(3) 3_675 ? O3 Zn1 2.011(3) 3_675 ? O4 Zn1 2.063(3) 1_655 ? O5 H5A 0.85(2) . ? O5 H5B 0.840(19) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Zn1 O4 95.89(11) 3_675 1_455 y O3 Zn1 O2 94.04(11) 3_675 3_675 y O4 Zn1 O2 169.12(11) 1_455 3_675 y O3 Zn1 O1 177.09(11) 3_675 . y O4 Zn1 O1 81.21(10) 1_455 . y O2 Zn1 O1 88.87(11) 3_675 . y O3 Zn1 N5 86.67(12) 3_675 2 y O4 Zn1 N5 80.86(12) 1_455 2 y O2 Zn1 N5 104.17(12) 3_675 2 y O1 Zn1 N5 92.61(12) . 2 y O3 Zn1 N1 97.94(12) 3_675 . y O4 Zn1 N1 91.00(12) 1_455 . y O2 Zn1 N1 83.24(11) 3_675 . y O1 Zn1 N1 82.40(12) . . y N5 Zn1 N1 171.05(12) 2 . y O1 C1 O2 122.7(4) . . ? O1 C1 C2 116.0(3) . . ? O2 C1 C2 121.3(3) . . ? C7 C2 C3 119.1(4) . . ? C7 C2 C1 120.6(4) . . ? C3 C2 C1 120.2(4) . . ? C4 C3 C2 122.8(4) . . ? C4 C3 H3A 118.6 . . ? C2 C3 H3A 118.6 . . ? C5 C4 C3 118.0(5) . . ? C5 C4 H4A 121.0 . . ? C3 C4 H4A 121.0 . . ? C4 C5 C6 119.8(4) . . ? C4 C5 H5 120.1 . . ? C6 C5 H5 120.1 . . ? C5 C6 C7 123.3(4) . . ? C5 C6 H6A 118.3 . . ? C7 C6 H6A 118.3 . . ? C2 C7 C6 116.9(4) . . ? C2 C7 C8 122.4(4) . . ? C6 C7 C8 120.3(4) . . ? C13 C8 C9 117.1(4) . . ? C13 C8 C7 123.0(4) . . ? C9 C8 C7 119.4(4) . . ? C10 C9 C8 122.9(5) . . ? C10 C9 H9A 118.5 . . ? C8 C9 H9A 118.5 . . ? C11 C10 C9 119.1(5) . . ? C11 C10 H10A 120.5 . . ? C9 C10 H10A 120.5 . . ? C10 C11 C12 119.3(5) . . ? C10 C11 H11A 120.4 . . ? C12 C11 H11A 120.4 . . ? C11 C12 C13 122.7(4) . . ? C11 C12 H12A 118.6 . . ? C13 C12 H12A 118.6 . . ? C8 C13 C12 118.8(4) . . ? C8 C13 C14 120.8(4) . . ? C12 C13 C14 120.2(4) . . ? O4 C14 O3 123.6(4) . . ? O4 C14 C13 115.5(4) . . ? O3 C14 C13 120.9(3) . . ? N1 C15 C16 122.9(4) . . ? N1 C15 H15A 118.5 . . ? C16 C15 H15A 118.5 . . ? C17 C16 C15 119.5(4) . . ? C17 C16 H16A 120.2 . . ? C15 C16 H16A 120.2 . . ? C16 C17 C18 118.3(4) . . ? C16 C17 H17A 120.9 . . ? C18 C17 H17A 120.9 . . ? C17 C18 C19 118.2(4) . . ? C17 C18 C20 124.5(4) . . ? C19 C18 C20 117.3(4) . . ? N1 C19 C18 124.1(4) . . ? N1 C19 H19A 117.9 . . ? C18 C19 H19A 117.9 . . ? N2 C20 N3 109.6(3) . . ? N2 C20 C18 125.9(4) . . ? N3 C20 C18 124.5(4) . . ? N4 C21 N2 113.9(4) . . ? N4 C21 C22 122.1(4) . . ? N2 C21 C22 124.0(4) . . ? C26 C22 C23 116.2(4) . . ? C26 C22 C21 121.3(4) . . ? C23 C22 C21 122.6(4) . . ? C22 C23 C24 120.1(4) . . ? C22 C23 H23A 120.0 . . ? C24 C23 H23A 120.0 . . ? N5 C24 C23 124.2(4) . . ? N5 C24 H24A 117.9 . . ? C23 C24 H24A 117.9 . . ? N5 C25 C26 124.2(4) . . ? N5 C25 H25A 117.9 . . ? C26 C25 H25A 117.9 . . ? C22 C26 C25 119.9(4) . . ? C22 C26 H26A 120.0 . . ? C25 C26 H26A 120.0 . . ? C19 N1 C15 116.9(3) . . ? C19 N1 Zn1 116.3(3) . . ? C15 N1 Zn1 125.5(3) . . ? C20 N2 C21 103.8(3) . . ? C20 N3 N4 110.1(3) . . ? C20 N3 H3 126(3) . . ? N4 N3 H3 123(3) . . ? C21 N4 N3 102.6(3) . . ? C24 N5 C25 115.5(4) . . ? C24 N5 Zn1 120.4(3) . 2_545 ? C25 N5 Zn1 122.3(3) . 2_545 ? C1 O1 Zn1 126.5(3) . . ? C1 O2 Zn1 126.8(3) . 3_675 ? C14 O3 Zn1 133.2(3) . 3_675 ? C14 O4 Zn1 127.1(3) . 1_655 ? H5A O5 H5B 111(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 O1 C1 C2 C7 -134.2(4) . . . . ? O2 C1 C2 C7 45.7(6) . . . . ? O1 C1 C2 C3 48.7(6) . . . . ? O2 C1 C2 C3 -131.3(4) . . . . ? C7 C2 C3 C4 -2.0(7) . . . . ? C1 C2 C3 C4 175.1(4) . . . . ? C2 C3 C4 C5 1.5(8) . . . . ? C3 C4 C5 C6 -0.1(8) . . . . ? C4 C5 C6 C7 -0.8(8) . . . . ? C3 C2 C7 C6 1.0(6) . . . . ? C1 C2 C7 C6 -176.1(4) . . . . ? C3 C2 C7 C8 -171.6(4) . . . . ? C1 C2 C7 C8 11.3(6) . . . . ? C5 C6 C7 C2 0.3(7) . . . . ? C5 C6 C7 C8 173.1(4) . . . . ? C2 C7 C8 C13 -113.3(5) . . . . ? C6 C7 C8 C13 74.4(5) . . . . ? C2 C7 C8 C9 75.3(6) . . . . ? C6 C7 C8 C9 -97.1(5) . . . . ? C13 C8 C9 C10 -2.2(7) . . . . ? C7 C8 C9 C10 169.8(4) . . . . ? C8 C9 C10 C11 -1.4(8) . . . . ? C9 C10 C11 C12 3.2(8) . . . . ? C10 C11 C12 C13 -1.6(8) . . . . ? C9 C8 C13 C12 3.7(6) . . . . ? C7 C8 C13 C12 -167.9(4) . . . . ? C9 C8 C13 C14 -172.1(4) . . . . ? C7 C8 C13 C14 16.3(6) . . . . ? C11 C12 C13 C8 -2.0(7) . . . . ? C11 C12 C13 C14 173.8(4) . . . . ? C8 C13 C14 O4 -150.8(4) . . . . ? C12 C13 C14 O4 33.5(6) . . . . ? C8 C13 C14 O3 30.0(6) . . . . ? C12 C13 C14 O3 -145.7(4) . . . . ? N1 C15 C16 C17 -2.7(7) . . . . ? C15 C16 C17 C18 1.1(7) . . . . ? C16 C17 C18 C19 1.4(6) . . . . ? C16 C17 C18 C20 -177.0(4) . . . . ? C17 C18 C19 N1 -2.7(6) . . . . ? C20 C18 C19 N1 175.9(3) . . . . ? C17 C18 C20 N2 148.0(4) . . . . ? C19 C18 C20 N2 -30.5(6) . . . . ? C17 C18 C20 N3 -31.8(6) . . . . ? C19 C18 C20 N3 149.7(4) . . . . ? N4 C21 C22 C26 178.2(4) . . . . ? N2 C21 C22 C26 -5.3(6) . . . . ? N4 C21 C22 C23 -2.1(6) . . . . ? N2 C21 C22 C23 174.4(4) . . . . ? C26 C22 C23 C24 0.3(7) . . . . ? C21 C22 C23 C24 -179.4(4) . . . . ? C22 C23 C24 N5 -0.5(8) . . . . ? C23 C22 C26 C25 -0.2(7) . . . . ? C21 C22 C26 C25 179.5(4) . . . . ? N5 C25 C26 C22 0.4(7) . . . . ? C18 C19 N1 C15 1.2(6) . . . . ? C18 C19 N1 Zn1 -166.9(3) . . . . ? C16 C15 N1 C19 1.6(6) . . . . ? C16 C15 N1 Zn1 168.4(3) . . . . ? O3 Zn1 N1 C19 -117.1(3) 3_675 . . . ? O4 Zn1 N1 C19 -21.0(3) 1_455 . . . ? O2 Zn1 N1 C19 149.7(3) 3_675 . . . ? O1 Zn1 N1 C19 60.0(3) . . . . ? N5 Zn1 N1 C19 3.5(9) 2 . . . ? O3 Zn1 N1 C15 76.0(3) 3_675 . . . ? O4 Zn1 N1 C15 172.1(3) 1_455 . . . ? O2 Zn1 N1 C15 -17.2(3) 3_675 . . . ? O1 Zn1 N1 C15 -106.9(3) . . . . ? N5 Zn1 N1 C15 -163.4(7) 2 . . . ? N3 C20 N2 C21 0.2(4) . . . . ? C18 C20 N2 C21 -179.6(4) . . . . ? N4 C21 N2 C20 -0.1(5) . . . . ? C22 C21 N2 C20 -176.9(4) . . . . ? N2 C20 N3 N4 -0.2(5) . . . . ? C18 C20 N3 N4 179.6(3) . . . . ? N2 C21 N4 N3 0.0(4) . . . . ? C22 C21 N4 N3 176.8(4) . . . . ? C20 N3 N4 C21 0.1(4) . . . . ? C23 C24 N5 C25 0.6(7) . . . . ? C23 C24 N5 Zn1 -164.4(4) . . . 2_545 ? C26 C25 N5 C24 -0.6(7) . . . . ? C26 C25 N5 Zn1 164.2(4) . . . 2_545 ? O2 C1 O1 Zn1 35.6(6) . . . . ? C2 C1 O1 Zn1 -144.5(3) . . . . ? O3 Zn1 O1 C1 -158(2) 3_675 . . . ? O4 Zn1 O1 C1 -163.0(3) 1_455 . . . ? O2 Zn1 O1 C1 21.4(3) 3_675 . . . ? N5 Zn1 O1 C1 -82.7(3) 2 . . . ? N1 Zn1 O1 C1 104.8(3) . . . . ? O1 C1 O2 Zn1 -130.4(3) . . . 3_675 ? C2 C1 O2 Zn1 49.7(5) . . . 3_675 ? O4 C14 O3 Zn1 -114.2(4) . . . 3_675 ? C13 C14 O3 Zn1 64.9(5) . . . 3_675 ? O3 C14 O4 Zn1 19.5(6) . . . 1_655 ? C13 C14 O4 Zn1 -159.7(3) . . . 1_655 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.25 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.788 _refine_diff_density_min -0.640 _refine_diff_density_rms 0.095 # Attachment 'aa-0A1B.cif' data_4 _database_code_depnum_ccdc_archive 'CCDC 821751' #TrackingRef 'aa-0A1B.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H19 Co N5 O5' _chemical_formula_weight 540.39 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting MONOCLINIC _symmetry_space_group_name_H-M p21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.4560(19) _cell_length_b 20.106(4) _cell_length_c 12.865(3) _cell_angle_alpha 90.00 _cell_angle_beta 106.81(3) _cell_angle_gamma 90.00 _cell_volume 2341.4(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.533 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1421 _exptl_absorpt_coefficient_mu 0.783 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.893 _exptl_absorpt_correction_T_max 0.925 _exptl_absorpt_process_details sadabs _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13203 _diffrn_reflns_av_R_equivalents 0.0726 _diffrn_reflns_av_sigmaI/netI 0.0781 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 25.25 _reflns_number_total 4231 _reflns_number_gt 3226 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0285P)^2^+5.0000P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4231 _refine_ls_number_parameters 334 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.0984 _refine_ls_R_factor_gt 0.0652 _refine_ls_wR_factor_ref 0.1166 _refine_ls_wR_factor_gt 0.1063 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.047 _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 0.25227(6) 0.99118(3) 1.02123(5) 0.01888(16) Uani 1 1 d . . . C1 C -0.0211(5) 1.06275(18) 0.8801(3) 0.0201(9) Uani 1 1 d . . . C2 C 0.0171(4) 1.0791(2) 0.7784(3) 0.0233(10) Uani 1 1 d . . . C3 C -0.0709(5) 1.0546(2) 0.6808(4) 0.0355(12) Uani 1 1 d . . . H3 H -0.1582 1.0327 0.6791 0.043 Uiso 1 1 calc R . . C4 C -0.0327(6) 1.0617(3) 0.5861(4) 0.0455(14) Uani 1 1 d . . . H4 H -0.0937 1.0449 0.5213 0.055 Uiso 1 1 calc R . . C5 C 0.0964(6) 1.0940(3) 0.5880(4) 0.0469(14) Uani 1 1 d . . . H5 H 0.1258 1.0971 0.5251 0.056 Uiso 1 1 calc R . . C6 C 0.1820(5) 1.1217(2) 0.6838(4) 0.0388(12) Uani 1 1 d . . . H6 H 0.2670 1.1450 0.6839 0.047 Uiso 1 1 calc R . . C7 C 0.1445(4) 1.1158(2) 0.7798(4) 0.0250(10) Uani 1 1 d . . . C8 C 0.2295(4) 1.1559(2) 0.8748(4) 0.0255(10) Uani 1 1 d . . . C9 C 0.1684(5) 1.2156(2) 0.8969(4) 0.0328(11) Uani 1 1 d . . . H9 H 0.0725 1.2266 0.8571 0.039 Uiso 1 1 calc R . . C10 C 0.2464(6) 1.2586(2) 0.9756(5) 0.0447(13) Uani 1 1 d . . . H10 H 0.2025 1.2977 0.9895 0.054 Uiso 1 1 calc R . . C11 C 0.3895(6) 1.2439(2) 1.0339(4) 0.0441(14) Uani 1 1 d . . . H11 H 0.4429 1.2729 1.0872 0.053 Uiso 1 1 calc R . . C12 C 0.4530(5) 1.1856(2) 1.0125(4) 0.0336(11) Uani 1 1 d . . . H12 H 0.5504 1.1759 1.0507 0.040 Uiso 1 1 calc R . . C13 C 0.3741(4) 1.14146(19) 0.9353(4) 0.0236(10) Uani 1 1 d . . . C14 C 0.4452(5) 1.0763(2) 0.9227(3) 0.0206(9) Uani 1 1 d . . . C15 C 0.1724(5) 0.9166(2) 0.7946(4) 0.0319(11) Uani 1 1 d . . . H15 H 0.1975 0.9566 0.7682 0.038 Uiso 1 1 calc R . . C16 C 0.1435(6) 0.8623(2) 0.7267(4) 0.0404(13) Uani 1 1 d . . . H16 H 0.1456 0.8664 0.6551 0.048 Uiso 1 1 calc R . . C17 C 0.1111(5) 0.8017(2) 0.7651(4) 0.0334(11) Uani 1 1 d . . . H17 H 0.0925 0.7643 0.7205 0.040 Uiso 1 1 calc R . . C18 C 0.1072(4) 0.79801(19) 0.8710(3) 0.0222(10) Uani 1 1 d . . . C19 C 0.1326(4) 0.8556(2) 0.9319(3) 0.0229(10) Uani 1 1 d . . . H19 H 0.1260 0.8534 1.0026 0.027 Uiso 1 1 calc R . . C20 C 0.0808(5) 0.7360(2) 0.9231(3) 0.0224(10) Uani 1 1 d . . . C21 C 0.1125(5) 0.6241(2) 1.1401(4) 0.0270(10) Uani 1 1 d . . . C22 C 0.0429(5) 0.5645(2) 1.1482(4) 0.0409(13) Uani 1 1 d . . . H22 H -0.0230 0.5458 1.0870 0.049 Uiso 1 1 calc R . . C23 C 0.0714(5) 0.5332(2) 1.2464(4) 0.0403(13) Uani 1 1 d . . . H23 H 0.0233 0.4933 1.2496 0.048 Uiso 1 1 calc R . . C24 C 0.2306(5) 0.6137(2) 1.3298(4) 0.0340(11) Uani 1 1 d . . . H24 H 0.2962 0.6312 1.3921 0.041 Uiso 1 1 calc R . . C25 C 0.2079(5) 0.6484(2) 1.2337(4) 0.0355(12) Uani 1 1 d . . . H25 H 0.2574 0.6882 1.2327 0.043 Uiso 1 1 calc R . . C26 C 0.0830(5) 0.6600(2) 1.0368(3) 0.0240(10) Uani 1 1 d . . . N1 N 0.1660(4) 0.91422(16) 0.8966(3) 0.0228(8) Uani 1 1 d . . . N2 N -0.0052(4) 0.68619(17) 0.8740(3) 0.0265(9) Uani 1 1 d D . . N3 N -0.0061(4) 0.63636(17) 0.9451(3) 0.0287(9) Uani 1 1 d . . . N4 N 0.1395(4) 0.72174(16) 1.0276(3) 0.0270(9) Uani 1 1 d . . . N5 N 0.1639(4) 0.55649(17) 1.3380(3) 0.0272(9) Uani 1 1 d . . . O1 O 0.0815(3) 1.05661(13) 0.9670(2) 0.0229(7) Uani 1 1 d . . . O2 O -0.1562(3) 1.05500(14) 0.8720(2) 0.0247(7) Uani 1 1 d . . . O3 O 0.3717(3) 1.02382(13) 0.9179(2) 0.0221(7) Uani 1 1 d . . . O4 O 0.5771(3) 1.07870(13) 0.9188(2) 0.0238(7) Uani 1 1 d . . . O5 O 0.8434(4) 0.69240(17) 0.6698(3) 0.0616(12) Uani 1 1 d DU . . H2A H -0.0614 0.6851 0.8034 0.074 Uiso 1 1 d RD . . H5B H 0.7856 0.7183 0.6233 0.074 Uiso 1 1 d RD . . H5A H 0.8206 0.6517 0.6515 0.074 Uiso 1 1 d RD . . 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 0.0169(3) 0.0182(3) 0.0229(3) -0.0008(3) 0.0079(2) -0.0003(2) C1 0.025(2) 0.014(2) 0.023(2) -0.0024(17) 0.008(2) 0.0011(17) C2 0.020(2) 0.025(2) 0.026(2) 0.0046(19) 0.0083(19) 0.0047(18) C3 0.036(3) 0.046(3) 0.027(3) -0.005(2) 0.012(2) -0.010(2) C4 0.045(3) 0.063(4) 0.027(3) -0.008(3) 0.009(3) -0.004(3) C5 0.046(3) 0.068(4) 0.033(3) 0.000(3) 0.021(3) -0.004(3) C6 0.036(3) 0.045(3) 0.043(3) 0.007(2) 0.022(3) -0.004(2) C7 0.018(2) 0.028(2) 0.031(3) 0.007(2) 0.010(2) 0.0072(18) C8 0.020(2) 0.024(2) 0.036(3) 0.006(2) 0.012(2) -0.0016(18) C9 0.030(3) 0.027(3) 0.045(3) 0.003(2) 0.018(2) 0.009(2) C10 0.048(3) 0.025(3) 0.071(4) -0.006(3) 0.032(3) 0.006(3) C11 0.045(3) 0.034(3) 0.058(4) -0.018(3) 0.022(3) -0.008(2) C12 0.026(3) 0.028(3) 0.047(3) -0.012(2) 0.010(2) -0.004(2) C13 0.023(2) 0.018(2) 0.033(3) 0.0003(19) 0.014(2) -0.0014(18) C14 0.025(2) 0.020(2) 0.018(2) 0.0015(17) 0.0066(18) 0.0023(18) C15 0.042(3) 0.022(2) 0.032(3) 0.003(2) 0.011(2) -0.007(2) C16 0.070(4) 0.033(3) 0.022(3) 0.000(2) 0.019(3) -0.009(3) C17 0.050(3) 0.024(2) 0.027(3) -0.005(2) 0.012(2) -0.003(2) C18 0.024(2) 0.020(2) 0.023(2) 0.0001(18) 0.0072(19) 0.0021(18) C19 0.022(2) 0.024(2) 0.024(2) 0.0004(18) 0.0085(19) 0.0015(18) C20 0.027(2) 0.021(2) 0.019(2) -0.0015(18) 0.0063(19) 0.0035(19) C21 0.024(2) 0.025(2) 0.031(3) 0.0060(19) 0.007(2) 0.0000(19) C22 0.046(3) 0.037(3) 0.030(3) 0.005(2) -0.005(2) -0.017(2) C23 0.042(3) 0.036(3) 0.037(3) 0.008(2) 0.001(3) -0.016(2) C24 0.036(3) 0.033(3) 0.029(3) 0.002(2) 0.003(2) -0.008(2) C25 0.040(3) 0.029(3) 0.033(3) 0.009(2) 0.003(2) -0.012(2) C26 0.024(2) 0.023(2) 0.025(2) -0.0006(19) 0.007(2) 0.0011(18) N1 0.026(2) 0.0201(19) 0.021(2) 0.0003(15) 0.0059(16) -0.0027(15) N2 0.035(2) 0.0231(19) 0.0199(19) 0.0003(16) 0.0054(17) -0.0013(17) N3 0.037(2) 0.023(2) 0.027(2) 0.0033(16) 0.0092(18) -0.0022(17) N4 0.034(2) 0.0213(19) 0.025(2) -0.0009(15) 0.0073(18) -0.0052(16) N5 0.025(2) 0.023(2) 0.031(2) 0.0056(16) 0.0046(17) 0.0007(16) O1 0.0182(16) 0.0253(16) 0.0239(17) 0.0001(13) 0.0041(13) 0.0014(12) O2 0.0161(15) 0.0347(17) 0.0249(17) 0.0012(13) 0.0084(13) -0.0021(13) O3 0.0202(15) 0.0200(16) 0.0277(17) -0.0007(12) 0.0094(13) -0.0036(12) O4 0.0150(15) 0.0224(16) 0.0368(18) 0.0023(13) 0.0120(13) 0.0003(12) O5 0.083(3) 0.038(2) 0.042(2) -0.0089(17) -0.017(2) 0.016(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 Co1 O1 2.043(3) . y Co1 O2 2.072(3) 3_577 y Co1 O3 2.084(3) . y Co1 O4 2.110(3) 3_677 y Co1 N5 2.192(3) 2_557 y Co1 N1 2.208(3) . y C1 O1 1.256(5) . ? C1 O2 1.261(5) . ? C1 C2 1.492(6) . ? C2 C3 1.381(6) . ? C2 C7 1.409(6) . ? C3 C4 1.375(6) . ? C3 H3 0.9300 . ? C4 C5 1.377(7) . ? C4 H4 0.9300 . ? C5 C6 1.382(7) . ? C5 H5 0.9300 . ? C6 C7 1.384(6) . ? C6 H6 0.9300 . ? C7 C8 1.490(6) . ? C8 C13 1.395(6) . ? C8 C9 1.398(6) . ? C9 C10 1.372(7) . ? C9 H9 0.9300 . ? C10 C11 1.377(7) . ? C10 H10 0.9300 . ? C11 C12 1.380(6) . ? C11 H11 0.9300 . ? C12 C13 1.379(6) . ? C12 H12 0.9300 . ? C13 C14 1.502(5) . ? C14 O3 1.256(5) . ? C14 O4 1.263(5) . ? C15 N1 1.332(5) . ? C15 C16 1.375(6) . ? C15 H15 0.9300 . ? C16 C17 1.383(6) . ? C16 H16 0.9300 . ? C17 C18 1.376(6) . ? C17 H17 0.9300 . ? C18 C19 1.380(5) . ? C18 C20 1.471(6) . ? C19 N1 1.333(5) . ? C19 H19 0.9300 . ? C20 N2 1.328(5) . ? C20 N4 1.329(5) . ? C21 C25 1.369(6) . ? C21 C22 1.387(6) . ? C21 C26 1.466(6) . ? C22 C23 1.367(6) . ? C22 H22 0.9300 . ? C23 N5 1.332(6) . ? C23 H23 0.9300 . ? C24 N5 1.330(5) . ? C24 C25 1.380(6) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? C26 N3 1.323(5) . ? C26 N4 1.370(5) . ? N2 N3 1.358(5) . ? N2 H2A 0.9106 . ? N5 Co1 2.192(3) 2_547 ? O2 Co1 2.072(3) 3_577 ? O4 Co1 2.110(3) 3_677 ? O5 H5B 0.8600 . ? O5 H5A 0.8620 . ? 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 O2 93.45(11) . 3_577 y O1 Co1 O3 95.74(11) . . y O2 Co1 O3 170.47(11) 3_577 . y O1 Co1 O4 177.39(11) . 3_677 y O2 Co1 O4 83.96(11) 3_577 3_677 y O3 Co1 O4 86.83(11) . 3_677 y O1 Co1 N5 87.57(12) . 2_557 y O2 Co1 N5 81.02(12) 3_577 2_557 y O3 Co1 N5 101.86(12) . 2_557 y O4 Co1 N5 92.37(12) 3_677 2_557 y O1 Co1 N1 96.54(12) . . y O2 Co1 N1 91.52(12) 3_577 . y O3 Co1 N1 84.94(12) . . y O4 Co1 N1 83.20(12) 3_677 . y N5 Co1 N1 171.71(13) 2_557 . y O1 C1 O2 124.4(4) . . ? O1 C1 C2 118.8(4) . . ? O2 C1 C2 116.8(4) . . ? C3 C2 C7 119.2(4) . . ? C3 C2 C1 118.9(4) . . ? C7 C2 C1 121.8(4) . . ? C4 C3 C2 121.6(5) . . ? C4 C3 H3 119.2 . . ? C2 C3 H3 119.2 . . ? C3 C4 C5 119.5(5) . . ? C3 C4 H4 120.2 . . ? C5 C4 H4 120.2 . . ? C4 C5 C6 119.5(5) . . ? C4 C5 H5 120.2 . . ? C6 C5 H5 120.2 . . ? C5 C6 C7 121.8(5) . . ? C5 C6 H6 119.1 . . ? C7 C6 H6 119.1 . . ? C6 C7 C2 118.2(4) . . ? C6 C7 C8 118.0(4) . . ? C2 C7 C8 123.3(4) . . ? C13 C8 C9 117.4(4) . . ? C13 C8 C7 123.7(4) . . ? C9 C8 C7 118.4(4) . . ? C10 C9 C8 121.8(4) . . ? C10 C9 H9 119.1 . . ? C8 C9 H9 119.1 . . ? C9 C10 C11 120.0(4) . . ? C9 C10 H10 120.0 . . ? C11 C10 H10 120.0 . . ? C10 C11 C12 119.3(5) . . ? C10 C11 H11 120.3 . . ? C12 C11 H11 120.3 . . ? C13 C12 C11 120.9(4) . . ? C13 C12 H12 119.5 . . ? C11 C12 H12 119.5 . . ? C12 C13 C8 120.5(4) . . ? C12 C13 C14 118.2(4) . . ? C8 C13 C14 121.2(4) . . ? O3 C14 O4 124.6(4) . . ? O3 C14 C13 118.7(4) . . ? O4 C14 C13 116.7(4) . . ? N1 C15 C16 122.7(4) . . ? N1 C15 H15 118.7 . . ? C16 C15 H15 118.7 . . ? C15 C16 C17 119.8(4) . . ? C15 C16 H16 120.1 . . ? C17 C16 H16 120.1 . . ? C18 C17 C16 118.2(4) . . ? C18 C17 H17 120.9 . . ? C16 C17 H17 120.9 . . ? C17 C18 C19 117.8(4) . . ? C17 C18 C20 123.5(4) . . ? C19 C18 C20 118.6(4) . . ? N1 C19 C18 124.6(4) . . ? N1 C19 H19 117.7 . . ? C18 C19 H19 117.7 . . ? N2 C20 N4 109.7(4) . . ? N2 C20 C18 125.7(4) . . ? N4 C20 C18 124.5(4) . . ? C25 C21 C22 116.6(4) . . ? C25 C21 C26 121.8(4) . . ? C22 C21 C26 121.6(4) . . ? C23 C22 C21 119.8(4) . . ? C23 C22 H22 120.1 . . ? C21 C22 H22 120.1 . . ? N5 C23 C22 124.0(4) . . ? N5 C23 H23 118.0 . . ? C22 C23 H23 118.0 . . ? N5 C24 C25 123.6(4) . . ? N5 C24 H24 118.2 . . ? C25 C24 H24 118.2 . . ? C21 C25 C24 120.0(4) . . ? C21 C25 H25 120.0 . . ? C24 C25 H25 120.0 . . ? N3 C26 N4 114.3(4) . . ? N3 C26 C21 122.5(4) . . ? N4 C26 C21 123.2(4) . . ? C15 N1 C19 116.7(4) . . ? C15 N1 Co1 125.3(3) . . ? C19 N1 Co1 116.5(3) . . ? C20 N2 N3 111.0(3) . . ? C20 N2 H2A 126.3 . . ? N3 N2 H2A 122.7 . . ? C26 N3 N2 102.1(3) . . ? C20 N4 C26 102.9(3) . . ? C24 N5 C23 116.0(4) . . ? C24 N5 Co1 121.1(3) . 2_547 ? C23 N5 Co1 120.5(3) . 2_547 ? C1 O1 Co1 134.3(3) . . ? C1 O2 Co1 128.9(3) . 3_577 ? C14 O3 Co1 128.9(3) . . ? C14 O4 Co1 128.3(3) . 3_677 ? H5B O5 H5A 109.1 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 C3 147.6(4) . . . . ? O2 C1 C2 C3 -31.3(6) . . . . ? O1 C1 C2 C7 -29.0(6) . . . . ? O2 C1 C2 C7 152.1(4) . . . . ? C7 C2 C3 C4 3.9(7) . . . . ? C1 C2 C3 C4 -172.8(4) . . . . ? C2 C3 C4 C5 0.1(8) . . . . ? C3 C4 C5 C6 -3.3(8) . . . . ? C4 C5 C6 C7 2.5(8) . . . . ? C5 C6 C7 C2 1.4(7) . . . . ? C5 C6 C7 C8 -170.7(4) . . . . ? C3 C2 C7 C6 -4.6(6) . . . . ? C1 C2 C7 C6 172.0(4) . . . . ? C3 C2 C7 C8 167.1(4) . . . . ? C1 C2 C7 C8 -16.3(6) . . . . ? C6 C7 C8 C13 -73.6(6) . . . . ? C2 C7 C8 C13 114.7(5) . . . . ? C6 C7 C8 C9 98.2(5) . . . . ? C2 C7 C8 C9 -73.5(6) . . . . ? C13 C8 C9 C10 -0.6(7) . . . . ? C7 C8 C9 C10 -173.0(4) . . . . ? C8 C9 C10 C11 1.2(8) . . . . ? C9 C10 C11 C12 -0.2(8) . . . . ? C10 C11 C12 C13 -1.3(8) . . . . ? C11 C12 C13 C8 1.9(7) . . . . ? C11 C12 C13 C14 -174.9(4) . . . . ? C9 C8 C13 C12 -1.0(6) . . . . ? C7 C8 C13 C12 171.0(4) . . . . ? C9 C8 C13 C14 175.8(4) . . . . ? C7 C8 C13 C14 -12.3(6) . . . . ? C12 C13 C14 O3 132.9(4) . . . . ? C8 C13 C14 O3 -43.9(6) . . . . ? C12 C13 C14 O4 -46.4(6) . . . . ? C8 C13 C14 O4 136.8(4) . . . . ? N1 C15 C16 C17 -2.3(8) . . . . ? C15 C16 C17 C18 0.8(8) . . . . ? C16 C17 C18 C19 1.4(7) . . . . ? C16 C17 C18 C20 -177.1(4) . . . . ? C17 C18 C19 N1 -2.5(6) . . . . ? C20 C18 C19 N1 176.1(4) . . . . ? C17 C18 C20 N2 -33.4(7) . . . . ? C19 C18 C20 N2 148.1(4) . . . . ? C17 C18 C20 N4 147.2(5) . . . . ? C19 C18 C20 N4 -31.3(6) . . . . ? C25 C21 C22 C23 0.0(7) . . . . ? C26 C21 C22 C23 -178.8(5) . . . . ? C21 C22 C23 N5 0.1(8) . . . . ? C22 C21 C25 C24 0.0(7) . . . . ? C26 C21 C25 C24 178.8(4) . . . . ? N5 C24 C25 C21 -0.1(8) . . . . ? C25 C21 C26 N3 178.3(4) . . . . ? C22 C21 C26 N3 -3.0(7) . . . . ? C25 C21 C26 N4 -4.7(7) . . . . ? C22 C21 C26 N4 174.0(4) . . . . ? C16 C15 N1 C19 1.3(7) . . . . ? C16 C15 N1 Co1 167.1(4) . . . . ? C18 C19 N1 C15 1.1(6) . . . . ? C18 C19 N1 Co1 -165.9(3) . . . . ? O1 Co1 N1 C15 78.0(4) . . . . ? O2 Co1 N1 C15 171.6(3) 3_577 . . . ? O3 Co1 N1 C15 -17.2(3) . . . . ? O4 Co1 N1 C15 -104.6(4) 3_677 . . . ? N5 Co1 N1 C15 -162.7(8) 2_557 . . . ? O1 Co1 N1 C19 -116.2(3) . . . . ? O2 Co1 N1 C19 -22.6(3) 3_577 . . . ? O3 Co1 N1 C19 148.5(3) . . . . ? O4 Co1 N1 C19 61.1(3) 3_677 . . . ? N5 Co1 N1 C19 3.1(11) 2_557 . . . ? N4 C20 N2 N3 -0.3(5) . . . . ? C18 C20 N2 N3 -179.8(4) . . . . ? N4 C26 N3 N2 0.1(5) . . . . ? C21 C26 N3 N2 177.4(4) . . . . ? C20 N2 N3 C26 0.1(5) . . . . ? N2 C20 N4 C26 0.4(5) . . . . ? C18 C20 N4 C26 179.9(4) . . . . ? N3 C26 N4 C20 -0.3(5) . . . . ? C21 C26 N4 C20 -177.6(4) . . . . ? C25 C24 N5 C23 0.2(7) . . . . ? C25 C24 N5 Co1 163.0(4) . . . 2_547 ? C22 C23 N5 C24 -0.1(8) . . . . ? C22 C23 N5 Co1 -163.1(4) . . . 2_547 ? O2 C1 O1 Co1 113.6(4) . . . . ? C2 C1 O1 Co1 -65.3(5) . . . . ? O2 Co1 O1 C1 -107.7(4) 3_577 . . . ? O3 Co1 O1 C1 69.8(4) . . . . ? O4 Co1 O1 C1 -100(3) 3_677 . . . ? N5 Co1 O1 C1 171.4(4) 2_557 . . . ? N1 Co1 O1 C1 -15.8(4) . . . . ? O1 C1 O2 Co1 -16.8(6) . . . 3_577 ? C2 C1 O2 Co1 162.0(3) . . . 3_577 ? O4 C14 O3 Co1 129.1(4) . . . . ? C13 C14 O3 Co1 -50.1(5) . . . . ? O1 Co1 O3 C14 73.8(3) . . . . ? O2 Co1 O3 C14 -121.6(7) 3_577 . . . ? O4 Co1 O3 C14 -106.7(3) 3_677 . . . ? N5 Co1 O3 C14 -14.9(3) 2_557 . . . ? N1 Co1 O3 C14 169.9(3) . . . . ? O3 C14 O4 Co1 -33.2(6) . . . 3_677 ? C13 C14 O4 Co1 146.0(3) . . . 3_677 ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.25 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.459 _refine_diff_density_min -0.320 _refine_diff_density_rms 0.070 # Attachment 'aa-0A1B.cif' data_5 _database_code_depnum_ccdc_archive 'CCDC 821752' #TrackingRef 'aa-0A1B.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H40 N10 O12 Zn3' _chemical_formula_weight 1193.11 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting TRICLINIC _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.1380(18) _cell_length_b 11.366(2) _cell_length_c 12.541(3) _cell_angle_alpha 66.69(3) _cell_angle_beta 85.90(3) _cell_angle_gamma 85.13(3) _cell_volume 1190.9(4) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.664 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 608 _exptl_absorpt_coefficient_mu 1.578 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.678 _exptl_absorpt_correction_T_max 0.836 _exptl_absorpt_process_details SADABS _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7575 _diffrn_reflns_av_R_equivalents 0.0657 _diffrn_reflns_av_sigmaI/netI 0.1016 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 25.01 _reflns_number_total 4135 _reflns_number_gt 3253 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0090P)^2^+60.0000P] 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 CONSTR _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4135 _refine_ls_number_parameters 349 _refine_ls_number_restraints 16 _refine_ls_R_factor_all 0.1423 _refine_ls_R_factor_gt 0.1186 _refine_ls_wR_factor_ref 0.2865 _refine_ls_wR_factor_gt 0.2743 _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_restrained_S_all 1.015 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_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 Zn1 Zn 1.0000 0.5000 0.0000 0.0219(3) Uani 1 2 d S . . Zn2 Zn 0.70035(9) 0.54529(8) -0.15553(7) 0.0194(2) Uani 1 1 d . . . C1 C 0.9830(8) 0.5046(6) -0.2510(6) 0.0190(17) Uani 1 1 d . . . C2 C 1.0852(8) 0.5197(7) -0.3539(6) 0.0217(19) Uani 1 1 d . . . C3 C 1.0524(9) 0.6246(8) -0.4571(6) 0.031(2) Uani 1 1 d . . . H3A H 0.9683 0.6782 -0.4613 0.037 Uiso 1 1 calc R . . C4 C 1.1483(9) 0.6467(8) -0.5531(6) 0.035(2) Uani 1 1 d . . . H4A H 1.1296 0.7175 -0.6216 0.042 Uiso 1 1 calc R . . C5 C 1.2723(9) 0.5646(9) -0.5488(6) 0.037(2) Uani 1 1 d . . . H5A H 1.3335 0.5772 -0.6145 0.044 Uiso 1 1 calc R . . C6 C 1.3013(9) 0.4661(9) -0.4467(7) 0.037(3) Uani 1 1 d . . . H6 H 1.3850 0.4123 -0.4429 0.045 Uiso 1 1 calc R . . C7 C 1.2106(8) 0.4416(7) -0.3462(6) 0.027(2) Uani 1 1 d . . . C8 C 1.2510(8) 0.3258(7) -0.2417(7) 0.027(2) Uani 1 1 d . . . C9 C 1.3716(8) 0.3157(6) -0.1762(6) 0.0196(18) Uani 1 1 d . . . C10 C 1.4574(7) 0.4285(7) -0.1935(6) 0.022(2) Uani 1 1 d . . . C11 C 1.4063(9) 0.1984(7) -0.0856(7) 0.030(2) Uani 1 1 d . . . H11A H 1.4889 0.1911 -0.0437 0.036 Uiso 1 1 calc R . . C12 C 1.3245(10) 0.0936(7) -0.0556(7) 0.034(2) Uani 1 1 d . . . H12A H 1.3495 0.0170 0.0059 0.041 Uiso 1 1 calc R . . C13 C 1.2030(9) 0.1061(7) -0.1202(7) 0.034(2) Uani 1 1 d . . . H13A H 1.1441 0.0372 -0.1011 0.041 Uiso 1 1 calc R . . C14 C 1.1688(9) 0.2184(7) -0.2117(7) 0.034(2) Uani 1 1 d . . . H14A H 1.0884 0.2234 -0.2552 0.041 Uiso 1 1 calc R . . C15 C 1.0777(9) 0.2045(7) 0.1150(7) 0.030(2) Uani 1 1 d . . . H15A H 1.1454 0.2213 0.0525 0.036 Uiso 1 1 calc R . . C16 C 1.0739(9) 0.0795(8) 0.1998(8) 0.036(2) Uani 1 1 d . . . H16A H 1.1351 0.0128 0.1933 0.043 Uiso 1 1 calc R . . C17 C 0.9762(9) 0.0590(8) 0.2932(7) 0.033(2) Uani 1 1 d . . . H17A H 0.9745 -0.0224 0.3523 0.039 Uiso 1 1 calc R . . C18 C 0.8828(8) 0.1538(7) 0.3012(6) 0.0231(19) Uani 1 1 d . . . C19 C 0.8891(8) 0.2759(7) 0.2112(6) 0.0231(19) Uani 1 1 d . . . H19A H 0.8235 0.3418 0.2143 0.028 Uiso 1 1 calc R . . C20 C 0.7810(8) 0.1295(6) 0.3967(6) 0.0211(18) Uani 1 1 d . . . C21 C 0.6480(9) 0.0422(6) 0.5537(6) 0.0226(19) Uani 1 1 d . . . C22 C 0.5908(8) -0.0556(6) 0.6567(6) 0.0200(18) Uani 1 1 d . . . C23 C 0.6526(9) -0.1793(6) 0.6932(6) 0.024(2) Uani 1 1 d . . . H23A H 0.7332 -0.1974 0.6513 0.029 Uiso 1 1 calc R . . C24 C 0.4729(9) -0.0313(7) 0.7235(7) 0.029(2) Uani 1 1 d . . . H24A H 0.4308 0.0517 0.7026 0.035 Uiso 1 1 calc R . . C25 C 0.4187(9) -0.1283(7) 0.8193(6) 0.028(2) Uani 1 1 d . . . H25A H 0.3395 -0.1125 0.8636 0.034 Uiso 1 1 calc R . . C26 C 0.4847(9) -0.2512(7) 0.8489(6) 0.027(2) Uani 1 1 d . . . H26A H 0.4469 -0.3180 0.9131 0.032 Uiso 1 1 calc R . . N1 N 0.9863(7) 0.3010(6) 0.1211(5) 0.0288(19) Uani 1 1 d . . . N2 N 0.7654(7) 0.0184(6) 0.4872(5) 0.0253(17) Uani 1 1 d . . . N3 N 0.6736(7) 0.2157(6) 0.4091(5) 0.0285(19) Uani 1 1 d . . . N4 N 0.5895(7) 0.1624(6) 0.5071(6) 0.0307(19) Uani 1 1 d . . . N5 N 0.5986(6) -0.2763(5) 0.7896(5) 0.0181(15) Uani 1 1 d . . . O1 O 1.0236(6) 0.4397(5) -0.1487(4) 0.0280(14) Uani 1 1 d . . . O2 O 0.8525(5) 0.5584(5) -0.2741(4) 0.0247(14) Uani 1 1 d . . . O3 O 1.4023(6) 0.5397(5) -0.2421(5) 0.0359(16) Uani 1 1 d U . . O4 O 1.5807(6) 0.4036(5) -0.1463(5) 0.0356(16) Uani 1 1 d . . . O5 O 0.7801(5) 0.5148(5) -0.0110(4) 0.0233(14) Uani 1 1 d D . . O6 O 0.8148(9) 0.2038(7) 0.9092(7) 0.082(3) Uani 1 1 d DU . . H3 H 0.6543 0.2893 0.3570 0.098 Uiso 1 1 d R . . H5 H 0.7316 0.5237 0.0441 0.098 Uiso 1 1 d RD . . H6B H 0.8817 0.2121 0.8563 0.098 Uiso 1 1 d RD . . H6A H 0.7309 0.2206 0.8794 0.098 Uiso 1 1 d RD . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0215(6) 0.0224(5) 0.0170(5) -0.0021(4) -0.0010(5) -0.0033(5) Zn2 0.0181(4) 0.0169(3) 0.0199(4) -0.0038(3) -0.0022(3) 0.0002(3) C1 0.026(4) 0.017(3) 0.016(3) -0.006(2) -0.006(3) -0.003(3) C2 0.013(3) 0.029(4) 0.017(3) -0.002(3) -0.003(3) -0.004(3) C3 0.021(4) 0.047(4) 0.025(3) -0.013(3) -0.001(3) -0.009(3) C4 0.034(4) 0.048(5) 0.014(3) -0.001(3) -0.005(3) -0.009(4) C5 0.023(4) 0.070(5) 0.018(3) -0.017(3) 0.005(3) -0.011(4) C6 0.028(4) 0.055(5) 0.026(4) -0.013(3) 0.008(3) -0.002(4) C7 0.024(4) 0.037(4) 0.019(3) -0.005(3) -0.014(3) -0.004(3) C8 0.017(3) 0.032(3) 0.039(4) -0.023(3) -0.003(3) 0.006(3) C9 0.022(4) 0.017(3) 0.019(3) -0.007(2) 0.005(3) -0.002(3) C10 0.007(3) 0.028(3) 0.027(3) -0.006(3) -0.003(3) 0.005(3) C11 0.024(4) 0.019(3) 0.041(4) -0.005(3) -0.013(3) 0.001(3) C12 0.043(5) 0.016(3) 0.045(4) -0.011(3) -0.011(4) -0.006(3) C13 0.032(4) 0.023(3) 0.049(4) -0.016(3) 0.007(4) -0.005(3) C14 0.023(4) 0.036(3) 0.054(4) -0.028(3) -0.012(3) -0.006(3) C15 0.029(4) 0.026(3) 0.037(4) -0.017(3) 0.012(3) 0.002(3) C16 0.026(4) 0.026(4) 0.049(5) -0.009(3) 0.002(4) -0.001(3) C17 0.036(4) 0.034(4) 0.020(4) 0.000(3) 0.002(3) -0.014(4) C18 0.026(4) 0.017(3) 0.021(3) 0.000(3) -0.002(3) -0.015(3) C19 0.028(4) 0.020(3) 0.021(3) -0.007(3) -0.005(3) -0.001(3) C20 0.030(4) 0.007(3) 0.021(3) 0.003(2) -0.011(3) -0.009(3) C21 0.033(4) 0.014(3) 0.019(3) -0.004(2) -0.004(3) 0.001(3) C22 0.022(3) 0.019(3) 0.017(3) -0.004(2) 0.003(3) -0.009(3) C23 0.032(4) 0.022(3) 0.018(3) -0.010(2) 0.009(3) 0.006(3) C24 0.033(4) 0.015(3) 0.033(4) -0.004(3) 0.000(3) 0.004(3) C25 0.038(4) 0.023(3) 0.028(3) -0.015(3) -0.002(3) 0.001(3) C26 0.033(4) 0.018(3) 0.024(3) -0.004(3) 0.007(3) -0.010(3) N1 0.024(3) 0.030(3) 0.021(3) 0.002(3) 0.008(3) -0.003(3) N2 0.024(3) 0.025(3) 0.020(3) -0.001(2) 0.003(3) -0.005(3) N3 0.028(3) 0.027(3) 0.017(3) 0.006(3) -0.001(3) -0.003(3) N4 0.030(3) 0.018(3) 0.038(3) -0.007(3) -0.003(3) 0.007(3) N5 0.014(3) 0.014(2) 0.021(3) -0.001(2) -0.003(2) 0.002(2) O1 0.025(3) 0.042(2) 0.027(2) -0.0247(18) 0.005(2) -0.002(2) O2 0.021(2) 0.034(3) 0.017(2) -0.0097(19) -0.0067(19) 0.016(2) O3 0.036(3) 0.016(2) 0.046(3) 0.001(2) -0.019(2) 0.003(2) O4 0.025(3) 0.023(2) 0.059(3) -0.015(2) -0.014(2) 0.000(2) O5 0.017(2) 0.034(3) 0.016(2) -0.0064(19) -0.0046(19) 0.000(2) O6 0.067(4) 0.063(4) 0.098(5) -0.016(3) 0.006(4) -0.003(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O5 2.012(5) 2_765 y Zn1 O5 2.012(5) . y Zn1 N1 2.178(6) . y Zn1 N1 2.178(6) 2_765 y Zn1 O1 2.219(6) 2_765 y Zn1 O1 2.219(6) . y Zn1 Zn2 3.3611(13) 2_765 y Zn2 O5 1.894(5) . y Zn2 O2 1.931(5) . y Zn2 O4 1.984(6) 1_455 y Zn2 N5 2.029(5) 1_564 y C1 O1 1.265(8) . ? C1 O2 1.290(8) . ? C1 C2 1.499(10) . ? C2 C7 1.373(10) . ? C2 C3 1.400(9) . ? C3 C4 1.389(11) . ? C3 H3A 0.9300 . ? C4 C5 1.395(12) . ? C4 H4A 0.9300 . ? C5 C6 1.352(11) . ? C5 H5A 0.9300 . ? C6 C7 1.401(11) . ? C6 H6 0.9300 . ? C7 C8 1.486(9) . ? C8 C9 1.391(11) . ? C8 C14 1.396(11) . ? C9 C11 1.397(9) . ? C9 C10 1.495(11) . ? C10 O3 1.244(8) . ? C10 O4 1.269(9) . ? C11 C12 1.370(11) . ? C11 H11A 0.9300 . ? C12 C13 1.386(13) . ? C12 H12A 0.9300 . ? C13 C14 1.367(10) . ? C13 H13A 0.9300 . ? C14 H14A 0.9300 . ? C15 N1 1.345(10) . ? C15 C16 1.399(10) . ? C15 H15A 0.9300 . ? C16 C17 1.376(12) . ? C16 H16A 0.9300 . ? C17 C18 1.348(12) . ? C17 H17A 0.9300 . ? C18 C19 1.402(9) . ? C18 C20 1.414(10) . ? C19 N1 1.339(9) . ? C19 H19A 0.9300 . ? C20 N2 1.332(8) . ? C20 N3 1.372(10) . ? C21 N4 1.335(9) . ? C21 N2 1.387(10) . ? C21 C22 1.430(9) . ? C22 C23 1.378(10) . ? C22 C24 1.394(11) . ? C23 N5 1.368(8) . ? C23 H23A 0.9300 . ? C24 C25 1.365(10) . ? C24 H24A 0.9300 . ? C25 C26 1.390(10) . ? C25 H25A 0.9300 . ? C26 N5 1.313(10) . ? C26 H26A 0.9300 . ? N3 N4 1.350(9) . ? N3 H3 0.8471 . ? N5 Zn2 2.029(5) 1_546 ? O4 Zn2 1.984(6) 1_655 ? O5 H5 0.8299 . ? O6 H6B 0.8516 . ? O6 H6A 0.8504 . ? 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 O5 Zn1 O5 180.0 2_765 . y O5 Zn1 N1 90.7(2) 2_765 . y O5 Zn1 N1 89.3(2) . . y O5 Zn1 N1 89.3(2) 2_765 2_765 y O5 Zn1 N1 90.7(2) . 2_765 y N1 Zn1 N1 180.0(4) . 2_765 y O5 Zn1 O1 89.9(2) 2_765 2_765 y O5 Zn1 O1 90.1(2) . 2_765 y N1 Zn1 O1 89.4(2) . 2_765 y N1 Zn1 O1 90.6(2) 2_765 2_765 y O5 Zn1 O1 90.1(2) 2_765 . y O5 Zn1 O1 89.9(2) . . y N1 Zn1 O1 90.6(2) . . y N1 Zn1 O1 89.4(2) 2_765 . y O1 Zn1 O1 180.0(2) 2_765 . y O5 Zn1 Zn2 29.61(13) 2_765 2_765 y O5 Zn1 Zn2 150.39(13) . 2_765 y N1 Zn1 Zn2 78.25(19) . 2_765 y N1 Zn1 Zn2 101.75(19) 2_765 2_765 y O1 Zn1 Zn2 63.33(14) 2_765 2_765 y O1 Zn1 Zn2 116.67(14) . 2_765 y O5 Zn2 O2 111.7(2) . . y O5 Zn2 O4 111.9(2) . 1_455 y O2 Zn2 O4 106.0(3) . 1_455 y O5 Zn2 N5 106.4(2) . 1_564 y O2 Zn2 N5 103.9(2) . 1_564 y O4 Zn2 N5 116.8(2) 1_455 1_564 y O1 C1 O2 123.2(6) . . ? O1 C1 C2 120.9(6) . . ? O2 C1 C2 115.9(5) . . ? C7 C2 C3 121.2(7) . . ? C7 C2 C1 122.3(6) . . ? C3 C2 C1 116.3(6) . . ? C4 C3 C2 118.4(7) . . ? C4 C3 H3A 120.8 . . ? C2 C3 H3A 120.8 . . ? C3 C4 C5 121.2(7) . . ? C3 C4 H4A 119.4 . . ? C5 C4 H4A 119.4 . . ? C6 C5 C4 118.2(7) . . ? C6 C5 H5A 120.9 . . ? C4 C5 H5A 120.9 . . ? C5 C6 C7 122.9(8) . . ? C5 C6 H6 118.6 . . ? C7 C6 H6 118.6 . . ? C2 C7 C6 117.9(6) . . ? C2 C7 C8 124.7(7) . . ? C6 C7 C8 117.2(7) . . ? C9 C8 C14 118.1(6) . . ? C9 C8 C7 123.6(7) . . ? C14 C8 C7 118.1(7) . . ? C8 C9 C11 118.7(7) . . ? C8 C9 C10 122.2(6) . . ? C11 C9 C10 119.0(7) . . ? O3 C10 O4 123.0(7) . . ? O3 C10 C9 120.5(6) . . ? O4 C10 C9 116.1(6) . . ? C12 C11 C9 123.1(8) . . ? C12 C11 H11A 118.5 . . ? C9 C11 H11A 118.5 . . ? C11 C12 C13 117.5(7) . . ? C11 C12 H12A 121.3 . . ? C13 C12 H12A 121.3 . . ? C14 C13 C12 120.8(8) . . ? C14 C13 H13A 119.6 . . ? C12 C13 H13A 119.6 . . ? C13 C14 C8 121.8(8) . . ? C13 C14 H14A 119.1 . . ? C8 C14 H14A 119.1 . . ? N1 C15 C16 121.9(7) . . ? N1 C15 H15A 119.1 . . ? C16 C15 H15A 119.1 . . ? C17 C16 C15 117.5(8) . . ? C17 C16 H16A 121.2 . . ? C15 C16 H16A 121.2 . . ? C18 C17 C16 121.8(7) . . ? C18 C17 H17A 119.1 . . ? C16 C17 H17A 119.1 . . ? C17 C18 C19 117.8(7) . . ? C17 C18 C20 120.6(6) . . ? C19 C18 C20 121.6(7) . . ? N1 C19 C18 122.3(7) . . ? N1 C19 H19A 118.9 . . ? C18 C19 H19A 118.9 . . ? N2 C20 N3 107.4(6) . . ? N2 C20 C18 127.0(7) . . ? N3 C20 C18 125.5(6) . . ? N4 C21 N2 112.9(6) . . ? N4 C21 C22 124.3(7) . . ? N2 C21 C22 122.6(6) . . ? C23 C22 C24 117.6(6) . . ? C23 C22 C21 120.0(7) . . ? C24 C22 C21 122.4(6) . . ? N5 C23 C22 121.7(7) . . ? N5 C23 H23A 119.2 . . ? C22 C23 H23A 119.2 . . ? C25 C24 C22 120.6(7) . . ? C25 C24 H24A 119.7 . . ? C22 C24 H24A 119.7 . . ? C24 C25 C26 118.4(8) . . ? C24 C25 H25A 120.8 . . ? C26 C25 H25A 120.8 . . ? N5 C26 C25 122.4(6) . . ? N5 C26 H26A 118.8 . . ? C25 C26 H26A 118.8 . . ? C19 N1 C15 118.7(6) . . ? C19 N1 Zn1 117.7(5) . . ? C15 N1 Zn1 123.4(5) . . ? C20 N2 C21 105.0(6) . . ? N4 N3 C20 111.6(5) . . ? N4 N3 H3 123.8 . . ? C20 N3 H3 124.0 . . ? C21 N4 N3 103.0(6) . . ? C26 N5 C23 119.3(6) . . ? C26 N5 Zn2 120.5(4) . 1_546 ? C23 N5 Zn2 120.1(5) . 1_546 ? C1 O1 Zn1 126.7(5) . . ? C1 O2 Zn2 123.0(4) . . ? C10 O4 Zn2 120.1(5) . 1_655 ? Zn2 O5 Zn1 118.7(2) . . ? Zn2 O5 H5 123.6 . . ? Zn1 O5 H5 116.1 . . ? H6B O6 H6A 109.6 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 C7 16.3(12) . . . . ? O2 C1 C2 C7 -162.0(8) . . . . ? O1 C1 C2 C3 -158.9(7) . . . . ? O2 C1 C2 C3 22.9(11) . . . . ? C7 C2 C3 C4 1.3(13) . . . . ? C1 C2 C3 C4 176.5(8) . . . . ? C2 C3 C4 C5 2.0(14) . . . . ? C3 C4 C5 C6 -3.4(15) . . . . ? C4 C5 C6 C7 1.5(15) . . . . ? C3 C2 C7 C6 -3.2(13) . . . . ? C1 C2 C7 C6 -178.1(8) . . . . ? C3 C2 C7 C8 -177.6(8) . . . . ? C1 C2 C7 C8 7.5(13) . . . . ? C5 C6 C7 C2 1.8(14) . . . . ? C5 C6 C7 C8 176.6(9) . . . . ? C2 C7 C8 C9 -113.9(10) . . . . ? C6 C7 C8 C9 71.7(12) . . . . ? C2 C7 C8 C14 70.1(12) . . . . ? C6 C7 C8 C14 -104.3(10) . . . . ? C14 C8 C9 C11 1.3(12) . . . . ? C7 C8 C9 C11 -174.6(8) . . . . ? C14 C8 C9 C10 -173.7(7) . . . . ? C7 C8 C9 C10 10.4(12) . . . . ? C8 C9 C10 O3 20.3(12) . . . . ? C11 C9 C10 O3 -154.7(8) . . . . ? C8 C9 C10 O4 -166.3(7) . . . . ? C11 C9 C10 O4 18.7(11) . . . . ? C8 C9 C11 C12 -2.1(13) . . . . ? C10 C9 C11 C12 173.0(8) . . . . ? C9 C11 C12 C13 0.8(14) . . . . ? C11 C12 C13 C14 1.2(14) . . . . ? C12 C13 C14 C8 -2.0(14) . . . . ? C9 C8 C14 C13 0.7(13) . . . . ? C7 C8 C14 C13 176.9(8) . . . . ? N1 C15 C16 C17 -2.4(14) . . . . ? C15 C16 C17 C18 2.7(14) . . . . ? C16 C17 C18 C19 -0.7(13) . . . . ? C16 C17 C18 C20 178.5(8) . . . . ? C17 C18 C19 N1 -1.9(12) . . . . ? C20 C18 C19 N1 179.0(8) . . . . ? C17 C18 C20 N2 1.4(13) . . . . ? C19 C18 C20 N2 -179.5(8) . . . . ? C17 C18 C20 N3 -174.5(8) . . . . ? C19 C18 C20 N3 4.6(13) . . . . ? N4 C21 C22 C23 175.2(8) . . . . ? N2 C21 C22 C23 0.0(12) . . . . ? N4 C21 C22 C24 -4.8(13) . . . . ? N2 C21 C22 C24 179.9(8) . . . . ? C24 C22 C23 N5 1.8(12) . . . . ? C21 C22 C23 N5 -178.3(7) . . . . ? C23 C22 C24 C25 -2.1(13) . . . . ? C21 C22 C24 C25 178.0(8) . . . . ? C22 C24 C25 C26 0.6(13) . . . . ? C24 C25 C26 N5 1.4(13) . . . . ? C18 C19 N1 C15 2.2(12) . . . . ? C18 C19 N1 Zn1 -172.7(6) . . . . ? C16 C15 N1 C19 -0.1(13) . . . . ? C16 C15 N1 Zn1 174.5(7) . . . . ? O5 Zn1 N1 C19 130.2(6) 2_765 . . . ? O5 Zn1 N1 C19 -49.8(6) . . . . ? N1 Zn1 N1 C19 -104(100) 2_765 . . . ? O1 Zn1 N1 C19 40.3(6) 2_765 . . . ? O1 Zn1 N1 C19 -139.7(6) . . . . ? Zn2 Zn1 N1 C19 103.2(6) 2_765 . . . ? O5 Zn1 N1 C15 -44.4(7) 2_765 . . . ? O5 Zn1 N1 C15 135.6(7) . . . . ? N1 Zn1 N1 C15 82(100) 2_765 . . . ? O1 Zn1 N1 C15 -134.3(7) 2_765 . . . ? O1 Zn1 N1 C15 45.7(7) . . . . ? Zn2 Zn1 N1 C15 -71.5(7) 2_765 . . . ? N3 C20 N2 C21 -1.0(9) . . . . ? C18 C20 N2 C21 -177.5(8) . . . . ? N4 C21 N2 C20 1.0(9) . . . . ? C22 C21 N2 C20 176.7(8) . . . . ? N2 C20 N3 N4 0.7(9) . . . . ? C18 C20 N3 N4 177.3(8) . . . . ? N2 C21 N4 N3 -0.5(9) . . . . ? C22 C21 N4 N3 -176.2(8) . . . . ? C20 N3 N4 C21 -0.1(9) . . . . ? C25 C26 N5 C23 -1.8(12) . . . . ? C25 C26 N5 Zn2 175.1(6) . . . 1_546 ? C22 C23 N5 C26 0.1(12) . . . . ? C22 C23 N5 Zn2 -176.8(6) . . . 1_546 ? O2 C1 O1 Zn1 -51.0(10) . . . . ? C2 C1 O1 Zn1 130.9(6) . . . . ? O5 Zn1 O1 C1 -118.5(6) 2_765 . . . ? O5 Zn1 O1 C1 61.5(6) . . . . ? N1 Zn1 O1 C1 150.8(6) . . . . ? N1 Zn1 O1 C1 -29.2(6) 2_765 . . . ? O1 Zn1 O1 C1 -22(100) 2_765 . . . ? Zn2 Zn1 O1 C1 -132.1(5) 2_765 . . . ? O1 C1 O2 Zn2 -0.9(10) . . . . ? C2 C1 O2 Zn2 177.3(5) . . . . ? O5 Zn2 O2 C1 25.7(6) . . . . ? O4 Zn2 O2 C1 -96.5(6) 1_455 . . . ? N5 Zn2 O2 C1 139.9(6) 1_564 . . . ? O3 C10 O4 Zn2 -3.5(11) . . . 1_655 ? C9 C10 O4 Zn2 -176.7(5) . . . 1_655 ? O2 Zn2 O5 Zn1 -0.3(4) . . . . ? O4 Zn2 O5 Zn1 118.4(3) 1_455 . . . ? N5 Zn2 O5 Zn1 -113.0(3) 1_564 . . . ? O5 Zn1 O5 Zn2 -22(100) 2_765 . . . ? N1 Zn1 O5 Zn2 -115.7(3) . . . . ? N1 Zn1 O5 Zn2 64.3(3) 2_765 . . . ? O1 Zn1 O5 Zn2 154.9(3) 2_765 . . . ? O1 Zn1 O5 Zn2 -25.1(3) . . . . ? Zn2 Zn1 O5 Zn2 180.0 2_765 . . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 2.471 _refine_diff_density_min -1.084 _refine_diff_density_rms 0.189 data_aa1 _database_code_depnum_ccdc_archive 'CCDC 821753' #TrackingRef '- REVISED 1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H25 Co N5 O6' _chemical_formula_weight 586.46 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M p-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.850(2) _cell_length_b 11.721(2) _cell_length_c 12.217(2) _cell_angle_alpha 103.76(3) _cell_angle_beta 102.53(3) _cell_angle_gamma 94.49(3) _cell_volume 1324.8(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.52 _exptl_crystal_size_mid 0.43 _exptl_crystal_size_min 0.32 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.470 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 606 _exptl_absorpt_coefficient_mu 0.701 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.703 _exptl_absorpt_correction_T_max 0.799 _exptl_absorpt_process_details sadabs _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13581 _diffrn_reflns_av_R_equivalents 0.0363 _diffrn_reflns_av_sigmaI/netI 0.0458 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.09 _diffrn_reflns_theta_max 27.48 _reflns_number_total 6048 _reflns_number_gt 4998 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. 6 restraints being used in the refinement may be necessary. Because the Ueq value of atoms C28 are greater than those of atoms C27 and O5, this difference can be ascribed to the slight disorder of atom C28. ; _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^)+(0.0423P)^2^+0.6777P] 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 6048 _refine_ls_number_parameters 364 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0633 _refine_ls_R_factor_gt 0.0474 _refine_ls_wR_factor_ref 0.1083 _refine_ls_wR_factor_gt 0.1017 _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_restrained_S_all 1.088 _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 0.0000 0.5000 0.0000 0.02586(12) Uani 1 2 d S . . Co2 Co 0.0000 0.5000 0.5000 0.02426(12) Uani 1 2 d S . . C1 C -0.0798(2) 0.3284(2) 0.13389(19) 0.0292(5) Uani 1 1 d . . . C2 C -0.0700(2) 0.2139(2) 0.1678(2) 0.0301(5) Uani 1 1 d . . . C3 C -0.1960(3) 0.1469(2) 0.1602(2) 0.0396(6) Uani 1 1 d . . . H3A H -0.2800 0.1749 0.1356 0.048 Uiso 1 1 calc R . . C4 C -0.1990(3) 0.0403(2) 0.1882(3) 0.0498(7) Uani 1 1 d . . . H4A H -0.2845 -0.0045 0.1804 0.060 Uiso 1 1 calc R . . C5 C -0.0763(4) 0.0002(3) 0.2275(3) 0.0537(8) Uani 1 1 d . . . H5A H -0.0777 -0.0712 0.2482 0.064 Uiso 1 1 calc R . . C6 C 0.0492(3) 0.0655(2) 0.2365(2) 0.0464(7) Uani 1 1 d . . . H6C H 0.1324 0.0378 0.2643 0.056 Uiso 1 1 calc R . . C7 C 0.0555(3) 0.1717(2) 0.2053(2) 0.0325(5) Uani 1 1 d . . . C8 C 0.1977(3) 0.2279(2) 0.2089(2) 0.0332(5) Uani 1 1 d . . . C9 C 0.2575(3) 0.1789(3) 0.1189(2) 0.0496(7) Uani 1 1 d . . . H9A H 0.2053 0.1174 0.0574 0.060 Uiso 1 1 calc R . . C10 C 0.3921(3) 0.2190(3) 0.1184(3) 0.0610(9) Uani 1 1 d . . . H10A H 0.4292 0.1859 0.0561 0.073 Uiso 1 1 calc R . . C11 C 0.4715(3) 0.3075(3) 0.2093(3) 0.0517(8) Uani 1 1 d . . . H11A H 0.5618 0.3362 0.2081 0.062 Uiso 1 1 calc R . . C12 C 0.4173(3) 0.3539(2) 0.3023(2) 0.0384(6) Uani 1 1 d . . . H12A H 0.4730 0.4117 0.3654 0.046 Uiso 1 1 calc R . . C13 C 0.2807(2) 0.3158(2) 0.3035(2) 0.0297(5) Uani 1 1 d . . . C14 C 0.2281(2) 0.37403(19) 0.4059(2) 0.0264(5) Uani 1 1 d . . . C15 C 0.2451(3) 0.5809(2) 0.2106(2) 0.0402(6) Uani 1 1 d . . . H15A H 0.2306 0.5006 0.2070 0.048 Uiso 1 1 calc R . . C16 C 0.3629(3) 0.6492(2) 0.2876(2) 0.0389(6) Uani 1 1 d . . . H16A H 0.4256 0.6154 0.3350 0.047 Uiso 1 1 calc R . . C17 C 0.3867(2) 0.7674(2) 0.29363(19) 0.0284(5) Uani 1 1 d . . . C18 C 0.2881(3) 0.8132(2) 0.2236(2) 0.0366(6) Uani 1 1 d . . . H18A H 0.2999 0.8934 0.2263 0.044 Uiso 1 1 calc R . . C19 C 0.1727(3) 0.7399(2) 0.1503(2) 0.0365(6) Uani 1 1 d . . . H19A H 0.1064 0.7725 0.1048 0.044 Uiso 1 1 calc R . . C20 C 0.5131(2) 0.8451(2) 0.3660(2) 0.0281(5) Uani 1 1 d . . . C21 C 0.6702(2) 0.9904(2) 0.4403(2) 0.0297(5) Uani 1 1 d . . . C22 C 0.7459(2) 1.1086(2) 0.4641(2) 0.0286(5) Uani 1 1 d . . . C23 C 0.8878(3) 1.1357(2) 0.5152(2) 0.0395(6) Uani 1 1 d . . . H23A H 0.9376 1.0793 0.5416 0.047 Uiso 1 1 calc R . . C24 C 0.9542(3) 1.2455(2) 0.5266(2) 0.0407(6) Uani 1 1 d . . . H24A H 1.0505 1.2613 0.5589 0.049 Uiso 1 1 calc R . . C25 C 0.7510(2) 1.3066(2) 0.4490(2) 0.0349(6) Uani 1 1 d . . . H25A H 0.7023 1.3662 0.4285 0.042 Uiso 1 1 calc R . . C26 C 0.6768(2) 1.1973(2) 0.4312(2) 0.0341(5) Uani 1 1 d . . . H26A H 0.5809 1.1831 0.3973 0.041 Uiso 1 1 calc R . . C27 C 0.1916(4) 0.3361(3) -0.1226(3) 0.0637(9) Uani 1 1 d . . . H27A H 0.1245 0.3169 -0.1975 0.076 Uiso 1 1 calc R . . H27B H 0.1718 0.2762 -0.0834 0.076 Uiso 1 1 calc R . . C28 C 0.3352(4) 0.3327(4) -0.1412(4) 0.0907(14) Uani 1 1 d U . . H28A H 0.3417 0.2553 -0.1868 0.136 Uiso 1 1 calc R . . H28B H 0.4020 0.3498 -0.0674 0.136 Uiso 1 1 calc R . . H28C H 0.3548 0.3909 -0.1813 0.136 Uiso 1 1 calc R . . H6B H 0.1784 0.5268 0.7054 0.109 Uiso 1 1 d R . . H6A H 0.2252 0.4624 0.6206 0.109 Uiso 1 1 d R . . H2A H 0.6307 0.7460 0.4501 0.109 Uiso 1 1 d R . . H5D H 0.1894 0.4999 -0.0969 0.109 Uiso 1 1 d R . . N1 N 0.1508(2) 0.62380(17) 0.14095(17) 0.0319(4) Uani 1 1 d . . . N2 N 0.6185(2) 0.81427(17) 0.43742(18) 0.0341(5) Uani 1 1 d . . . N3 N 0.7218(2) 0.90627(18) 0.48540(19) 0.0362(5) Uani 1 1 d . . . N4 N 0.5421(2) 0.95671(17) 0.36630(17) 0.0310(4) Uani 1 1 d . . . N5 N 0.8885(2) 1.33224(17) 0.49392(17) 0.0308(4) Uani 1 1 d . . . O1 O 0.01218(16) 0.36633(14) 0.09076(14) 0.0305(4) Uani 1 1 d . . . O2 O -0.18695(17) 0.37736(15) 0.14720(15) 0.0361(4) Uani 1 1 d . . . O3 O 0.11083(16) 0.40705(14) 0.38790(14) 0.0313(4) Uani 1 1 d . . . O4 O 0.31067(17) 0.38908(14) 0.50580(14) 0.0331(4) Uani 1 1 d . . . O5 O 0.17406(19) 0.44626(16) -0.05704(17) 0.0410(4) Uani 1 1 d . . . O6 O 0.14763(17) 0.47835(15) 0.64052(14) 0.0352(4) 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 0.0224(2) 0.0237(2) 0.0281(2) 0.00451(17) 0.00215(17) 0.00117(17) Co2 0.0195(2) 0.0222(2) 0.0271(2) 0.00361(17) 0.00122(16) 0.00113(16) C1 0.0285(12) 0.0293(12) 0.0240(11) 0.0033(9) -0.0012(9) 0.0018(10) C2 0.0345(12) 0.0260(12) 0.0271(12) 0.0027(9) 0.0075(10) 0.0011(10) C3 0.0381(14) 0.0381(14) 0.0391(14) 0.0071(11) 0.0079(11) -0.0028(11) C4 0.0606(19) 0.0370(15) 0.0472(17) 0.0065(13) 0.0149(14) -0.0121(14) C5 0.079(2) 0.0318(15) 0.0503(18) 0.0154(13) 0.0131(16) 0.0020(15) C6 0.0562(18) 0.0368(15) 0.0458(16) 0.0120(12) 0.0074(13) 0.0132(13) C7 0.0402(13) 0.0279(12) 0.0270(12) 0.0032(10) 0.0067(10) 0.0064(10) C8 0.0330(12) 0.0355(13) 0.0313(13) 0.0087(10) 0.0054(10) 0.0134(10) C9 0.0444(16) 0.065(2) 0.0363(15) 0.0039(14) 0.0092(12) 0.0177(14) C10 0.0493(18) 0.097(3) 0.0448(18) 0.0167(18) 0.0221(15) 0.0311(18) C11 0.0337(14) 0.079(2) 0.0534(18) 0.0270(17) 0.0194(13) 0.0208(15) C12 0.0263(12) 0.0451(15) 0.0469(15) 0.0183(12) 0.0060(11) 0.0117(11) C13 0.0293(12) 0.0301(12) 0.0342(13) 0.0132(10) 0.0086(10) 0.0128(10) C14 0.0268(11) 0.0169(10) 0.0337(12) 0.0073(9) 0.0035(9) 0.0007(9) C15 0.0419(14) 0.0260(13) 0.0435(15) 0.0129(11) -0.0094(12) -0.0065(11) C16 0.0380(14) 0.0305(13) 0.0404(15) 0.0141(11) -0.0096(11) -0.0018(11) C17 0.0276(11) 0.0268(12) 0.0265(12) 0.0040(9) 0.0017(9) 0.0008(9) C18 0.0376(13) 0.0214(12) 0.0418(14) 0.0048(10) -0.0051(11) 0.0031(10) C19 0.0322(13) 0.0308(13) 0.0381(14) 0.0046(11) -0.0055(10) 0.0070(10) C20 0.0258(11) 0.0256(12) 0.0293(12) 0.0058(9) 0.0020(9) 0.0008(9) C21 0.0274(11) 0.0267(12) 0.0312(12) 0.0058(10) 0.0021(9) -0.0001(9) C22 0.0288(12) 0.0255(12) 0.0282(12) 0.0044(9) 0.0043(9) -0.0001(9) C23 0.0302(13) 0.0278(13) 0.0541(17) 0.0115(11) -0.0038(11) 0.0039(10) C24 0.0238(12) 0.0319(14) 0.0583(17) 0.0105(12) -0.0039(11) -0.0009(10) C25 0.0264(12) 0.0298(13) 0.0475(15) 0.0136(11) 0.0035(10) 0.0032(10) C26 0.0230(11) 0.0327(13) 0.0430(14) 0.0112(11) 0.0009(10) -0.0011(10) C27 0.084(2) 0.0474(19) 0.073(2) 0.0191(17) 0.037(2) 0.0252(18) C28 0.099(3) 0.098(3) 0.118(3) 0.053(3) 0.072(3) 0.061(3) N1 0.0297(10) 0.0282(11) 0.0310(11) 0.0055(8) -0.0022(8) -0.0022(8) N2 0.0273(10) 0.0263(10) 0.0430(12) 0.0104(9) -0.0034(9) -0.0006(8) N3 0.0296(11) 0.0276(11) 0.0438(12) 0.0098(9) -0.0048(9) -0.0032(8) N4 0.0283(10) 0.0256(10) 0.0344(11) 0.0078(8) -0.0007(8) -0.0004(8) N5 0.0263(10) 0.0252(10) 0.0366(11) 0.0053(8) 0.0031(8) -0.0006(8) O1 0.0262(8) 0.0311(9) 0.0341(9) 0.0119(7) 0.0045(7) 0.0011(7) O2 0.0313(9) 0.0364(10) 0.0421(10) 0.0109(8) 0.0101(7) 0.0085(7) O3 0.0264(8) 0.0346(9) 0.0305(9) 0.0048(7) 0.0037(7) 0.0099(7) O4 0.0311(9) 0.0315(9) 0.0329(9) 0.0061(7) 0.0003(7) 0.0093(7) O5 0.0408(10) 0.0365(10) 0.0528(12) 0.0146(9) 0.0207(9) 0.0119(8) O6 0.0293(9) 0.0395(10) 0.0308(9) 0.0055(7) -0.0007(7) 0.0040(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O5 2.0738(18) . y Co1 O5 2.0738(18) 2_565 y Co1 O1 2.1206(16) . y Co1 O1 2.1206(16) 2_565 y Co1 N1 2.154(2) . y Co1 N1 2.154(2) 2_565 y Co2 O6 2.0757(17) . y Co2 O6 2.0757(17) 2_566 y Co2 O3 2.0927(17) 2_566 y Co2 O3 2.0927(17) . y Co2 N5 2.153(2) 2_676 y Co2 N5 2.153(2) 1_445 y C1 O1 1.245(3) . ? C1 O2 1.263(3) . ? C1 C2 1.499(3) . ? C2 C3 1.388(3) . ? C2 C7 1.394(3) . ? C3 C4 1.372(4) . ? C3 H3A 0.9300 . ? C4 C5 1.363(4) . ? C4 H4A 0.9300 . ? C5 C6 1.370(4) . ? C5 H5A 0.9300 . ? C6 C7 1.387(4) . ? C6 H6C 0.9300 . ? C7 C8 1.488(3) . ? C8 C9 1.385(4) . ? C8 C13 1.399(3) . ? C9 C10 1.373(4) . ? C9 H9A 0.9300 . ? C10 C11 1.367(5) . ? C10 H10A 0.9300 . ? C11 C12 1.374(4) . ? C11 H11A 0.9300 . ? C12 C13 1.389(3) . ? C12 H12A 0.9300 . ? C13 C14 1.493(3) . ? C14 O3 1.238(3) . ? C14 O4 1.275(3) . ? C15 N1 1.331(3) . ? C15 C16 1.377(3) . ? C15 H15A 0.9300 . ? C16 C17 1.369(3) . ? C16 H16A 0.9300 . ? C17 C18 1.379(3) . ? C17 C20 1.458(3) . ? C18 C19 1.368(3) . ? C18 H18A 0.9300 . ? C19 N1 1.334(3) . ? C19 H19A 0.9300 . ? C20 N4 1.316(3) . ? C20 N2 1.336(3) . ? C21 N3 1.323(3) . ? C21 N4 1.350(3) . ? C21 C22 1.454(3) . ? C22 C26 1.377(3) . ? C22 C23 1.379(3) . ? C23 C24 1.359(3) . ? C23 H23A 0.9300 . ? C24 N5 1.340(3) . ? C24 H24A 0.9300 . ? C25 N5 1.327(3) . ? C25 C26 1.369(3) . ? C25 H25A 0.9300 . ? C26 H26A 0.9300 . ? C27 O5 1.393(4) . ? C27 C28 1.482(5) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? N2 N3 1.346(3) . ? N2 H2A 0.8627 . ? N5 Co2 2.153(2) 1_665 ? O5 H5D 0.9043 . ? O6 H6B 0.8350 . ? O6 H6A 0.8715 . ? 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 O5 Co1 O5 180.00(10) . 2_565 y O5 Co1 O1 88.07(7) . . y O5 Co1 O1 91.93(7) 2_565 . y O5 Co1 O1 91.93(7) . 2_565 y O5 Co1 O1 88.07(7) 2_565 2_565 y O1 Co1 O1 180.00(4) . 2_565 y O5 Co1 N1 84.94(8) . . y O5 Co1 N1 95.06(8) 2_565 . y O1 Co1 N1 92.01(7) . . y O1 Co1 N1 87.99(7) 2_565 . y O5 Co1 N1 95.06(8) . 2_565 y O5 Co1 N1 84.94(8) 2_565 2_565 y O1 Co1 N1 87.99(7) . 2_565 y O1 Co1 N1 92.01(7) 2_565 2_565 y N1 Co1 N1 180.0 . 2_565 y O6 Co2 O6 180.0 . 2_566 y O6 Co2 O3 90.61(7) . 2_566 y O6 Co2 O3 89.39(7) 2_566 2_566 y O6 Co2 O3 89.39(7) . . y O6 Co2 O3 90.61(7) 2_566 . y O3 Co2 O3 180.00(7) 2_566 . y O6 Co2 N5 92.66(8) . 2_676 y O6 Co2 N5 87.34(8) 2_566 2_676 y O3 Co2 N5 88.07(7) 2_566 2_676 y O3 Co2 N5 91.93(7) . 2_676 y O6 Co2 N5 87.34(8) . 1_445 y O6 Co2 N5 92.66(8) 2_566 1_445 y O3 Co2 N5 91.93(7) 2_566 1_445 y O3 Co2 N5 88.07(7) . 1_445 y N5 Co2 N5 180.0 2_676 1_445 y O1 C1 O2 124.4(2) . . ? O1 C1 C2 119.4(2) . . ? O2 C1 C2 116.1(2) . . ? C3 C2 C7 119.0(2) . . ? C3 C2 C1 116.6(2) . . ? C7 C2 C1 124.4(2) . . ? C4 C3 C2 121.4(3) . . ? C4 C3 H3A 119.3 . . ? C2 C3 H3A 119.3 . . ? C5 C4 C3 119.7(3) . . ? C5 C4 H4A 120.2 . . ? C3 C4 H4A 120.2 . . ? C4 C5 C6 119.8(3) . . ? C4 C5 H5A 120.1 . . ? C6 C5 H5A 120.1 . . ? C5 C6 C7 121.8(3) . . ? C5 C6 H6C 119.1 . . ? C7 C6 H6C 119.1 . . ? C6 C7 C2 118.3(2) . . ? C6 C7 C8 116.2(2) . . ? C2 C7 C8 125.3(2) . . ? C9 C8 C13 118.3(2) . . ? C9 C8 C7 117.1(2) . . ? C13 C8 C7 124.1(2) . . ? C10 C9 C8 121.5(3) . . ? C10 C9 H9A 119.2 . . ? C8 C9 H9A 119.2 . . ? C11 C10 C9 120.1(3) . . ? C11 C10 H10A 120.0 . . ? C9 C10 H10A 120.0 . . ? C10 C11 C12 119.7(3) . . ? C10 C11 H11A 120.2 . . ? C12 C11 H11A 120.2 . . ? C11 C12 C13 121.1(3) . . ? C11 C12 H12A 119.5 . . ? C13 C12 H12A 119.5 . . ? C12 C13 C8 119.3(2) . . ? C12 C13 C14 117.6(2) . . ? C8 C13 C14 123.0(2) . . ? O3 C14 O4 125.1(2) . . ? O3 C14 C13 118.2(2) . . ? O4 C14 C13 116.7(2) . . ? N1 C15 C16 123.5(2) . . ? N1 C15 H15A 118.3 . . ? C16 C15 H15A 118.3 . . ? C17 C16 C15 119.1(2) . . ? C17 C16 H16A 120.4 . . ? C15 C16 H16A 120.4 . . ? C16 C17 C18 117.8(2) . . ? C16 C17 C20 123.3(2) . . ? C18 C17 C20 118.9(2) . . ? C19 C18 C17 119.6(2) . . ? C19 C18 H18A 120.2 . . ? C17 C18 H18A 120.2 . . ? N1 C19 C18 123.1(2) . . ? N1 C19 H19A 118.4 . . ? C18 C19 H19A 118.4 . . ? N4 C20 N2 109.9(2) . . ? N4 C20 C17 124.0(2) . . ? N2 C20 C17 126.1(2) . . ? N3 C21 N4 114.5(2) . . ? N3 C21 C22 123.4(2) . . ? N4 C21 C22 122.0(2) . . ? C26 C22 C23 117.6(2) . . ? C26 C22 C21 119.9(2) . . ? C23 C22 C21 122.5(2) . . ? C24 C23 C22 119.4(2) . . ? C24 C23 H23A 120.3 . . ? C22 C23 H23A 120.3 . . ? N5 C24 C23 123.6(2) . . ? N5 C24 H24A 118.2 . . ? C23 C24 H24A 118.2 . . ? N5 C25 C26 123.7(2) . . ? N5 C25 H25A 118.1 . . ? C26 C25 H25A 118.1 . . ? C25 C26 C22 119.2(2) . . ? C25 C26 H26A 120.4 . . ? C22 C26 H26A 120.4 . . ? O5 C27 C28 112.7(3) . . ? O5 C27 H27A 109.0 . . ? C28 C27 H27A 109.0 . . ? O5 C27 H27B 109.0 . . ? C28 C27 H27B 109.0 . . ? H27A C27 H27B 107.8 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C15 N1 C19 116.8(2) . . ? C15 N1 Co1 118.29(16) . . ? C19 N1 Co1 123.70(16) . . ? C20 N2 N3 110.21(18) . . ? C20 N2 H2A 129.9 . . ? N3 N2 H2A 119.6 . . ? C21 N3 N2 102.25(18) . . ? C20 N4 C21 103.16(19) . . ? C25 N5 C24 116.4(2) . . ? C25 N5 Co2 120.98(16) . 1_665 ? C24 N5 Co2 122.42(16) . 1_665 ? C1 O1 Co1 126.82(15) . . ? C14 O3 Co2 132.03(15) . . ? C27 O5 Co1 129.55(19) . . ? C27 O5 H5D 107.2 . . ? Co1 O5 H5D 101.1 . . ? Co2 O6 H6B 127.3 . . ? Co2 O6 H6A 110.4 . . ? H6B O6 H6A 101.4 . . ? 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 O1 C1 C2 C3 -149.2(2) . . . . ? O2 C1 C2 C3 27.8(3) . . . . ? O1 C1 C2 C7 30.6(3) . . . . ? O2 C1 C2 C7 -152.4(2) . . . . ? C7 C2 C3 C4 -0.4(4) . . . . ? C1 C2 C3 C4 179.5(2) . . . . ? C2 C3 C4 C5 1.9(4) . . . . ? C3 C4 C5 C6 -1.3(5) . . . . ? C4 C5 C6 C7 -0.7(5) . . . . ? C5 C6 C7 C2 2.2(4) . . . . ? C5 C6 C7 C8 -174.5(3) . . . . ? C3 C2 C7 C6 -1.6(4) . . . . ? C1 C2 C7 C6 178.5(2) . . . . ? C3 C2 C7 C8 174.7(2) . . . . ? C1 C2 C7 C8 -5.1(4) . . . . ? C6 C7 C8 C9 76.3(3) . . . . ? C2 C7 C8 C9 -100.1(3) . . . . ? C6 C7 C8 C13 -95.2(3) . . . . ? C2 C7 C8 C13 88.4(3) . . . . ? C13 C8 C9 C10 -3.4(4) . . . . ? C7 C8 C9 C10 -175.4(3) . . . . ? C8 C9 C10 C11 1.4(5) . . . . ? C9 C10 C11 C12 1.7(5) . . . . ? C10 C11 C12 C13 -2.7(4) . . . . ? C11 C12 C13 C8 0.7(4) . . . . ? C11 C12 C13 C14 -177.7(2) . . . . ? C9 C8 C13 C12 2.3(3) . . . . ? C7 C8 C13 C12 173.7(2) . . . . ? C9 C8 C13 C14 -179.3(2) . . . . ? C7 C8 C13 C14 -8.0(4) . . . . ? C12 C13 C14 O3 133.1(2) . . . . ? C8 C13 C14 O3 -45.3(3) . . . . ? C12 C13 C14 O4 -44.8(3) . . . . ? C8 C13 C14 O4 136.9(2) . . . . ? N1 C15 C16 C17 -0.5(5) . . . . ? C15 C16 C17 C18 1.8(4) . . . . ? C15 C16 C17 C20 -175.4(3) . . . . ? C16 C17 C18 C19 -1.0(4) . . . . ? C20 C17 C18 C19 176.3(2) . . . . ? C17 C18 C19 N1 -1.2(4) . . . . ? C16 C17 C20 N4 174.8(2) . . . . ? C18 C17 C20 N4 -2.4(4) . . . . ? C16 C17 C20 N2 -2.2(4) . . . . ? C18 C17 C20 N2 -179.4(2) . . . . ? N3 C21 C22 C26 -168.4(2) . . . . ? N4 C21 C22 C26 13.9(4) . . . . ? N3 C21 C22 C23 14.1(4) . . . . ? N4 C21 C22 C23 -163.6(2) . . . . ? C26 C22 C23 C24 -2.7(4) . . . . ? C21 C22 C23 C24 174.8(3) . . . . ? C22 C23 C24 N5 2.2(4) . . . . ? N5 C25 C26 C22 1.9(4) . . . . ? C23 C22 C26 C25 0.8(4) . . . . ? C21 C22 C26 C25 -176.8(2) . . . . ? C16 C15 N1 C19 -1.7(4) . . . . ? C16 C15 N1 Co1 166.2(2) . . . . ? C18 C19 N1 C15 2.5(4) . . . . ? C18 C19 N1 Co1 -164.7(2) . . . . ? O5 Co1 N1 C15 -60.8(2) . . . . ? O5 Co1 N1 C15 119.2(2) 2_565 . . . ? O1 Co1 N1 C15 27.1(2) . . . . ? O1 Co1 N1 C15 -152.9(2) 2_565 . . . ? N1 Co1 N1 C15 111(100) 2_565 . . . ? O5 Co1 N1 C19 106.3(2) . . . . ? O5 Co1 N1 C19 -73.7(2) 2_565 . . . ? O1 Co1 N1 C19 -165.9(2) . . . . ? O1 Co1 N1 C19 14.1(2) 2_565 . . . ? N1 Co1 N1 C19 -82(100) 2_565 . . . ? N4 C20 N2 N3 -1.0(3) . . . . ? C17 C20 N2 N3 176.3(2) . . . . ? N4 C21 N3 N2 -0.7(3) . . . . ? C22 C21 N3 N2 -178.5(2) . . . . ? C20 N2 N3 C21 1.0(3) . . . . ? N2 C20 N4 C21 0.6(3) . . . . ? C17 C20 N4 C21 -176.9(2) . . . . ? N3 C21 N4 C20 0.1(3) . . . . ? C22 C21 N4 C20 178.0(2) . . . . ? C26 C25 N5 C24 -2.6(4) . . . . ? C26 C25 N5 Co2 172.7(2) . . . 1_665 ? C23 C24 N5 C25 0.5(4) . . . . ? C23 C24 N5 Co2 -174.7(2) . . . 1_665 ? O2 C1 O1 Co1 -12.3(3) . . . . ? C2 C1 O1 Co1 164.38(15) . . . . ? O5 Co1 O1 C1 -166.00(19) . . . . ? O5 Co1 O1 C1 14.00(19) 2_565 . . . ? O1 Co1 O1 C1 -51(100) 2_565 . . . ? N1 Co1 O1 C1 109.14(19) . . . . ? N1 Co1 O1 C1 -70.86(19) 2_565 . . . ? O4 C14 O3 Co2 1.9(3) . . . . ? C13 C14 O3 Co2 -175.73(14) . . . . ? O6 Co2 O3 C14 -10.5(2) . . . . ? O6 Co2 O3 C14 169.5(2) 2_566 . . . ? O3 Co2 O3 C14 -176(100) 2_566 . . . ? N5 Co2 O3 C14 82.1(2) 2_676 . . . ? N5 Co2 O3 C14 -97.9(2) 1_445 . . . ? C28 C27 O5 Co1 -177.7(2) . . . . ? O5 Co1 O5 C27 -56(100) 2_565 . . . ? O1 Co1 O5 C27 59.8(2) . . . . ? O1 Co1 O5 C27 -120.2(2) 2_565 . . . ? N1 Co1 O5 C27 152.0(3) . . . . ? N1 Co1 O5 C27 -28.0(3) 2_565 . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.412 _refine_diff_density_min -0.403 _refine_diff_density_rms 0.062 # Attachment '- REVISED 3.cif' data_aa3 _database_code_depnum_ccdc_archive 'CCDC 821754' #TrackingRef '- REVISED 3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H23 Cu N5 O7' _chemical_formula_weight 581.04 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M p21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.399(2) _cell_length_b 10.583(2) _cell_length_c 23.268(5) _cell_angle_alpha 90.00 _cell_angle_beta 101.25(3) _cell_angle_gamma 90.00 _cell_volume 2511.5(9) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.537 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1581 _exptl_absorpt_coefficient_mu 0.927 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.865 _exptl_absorpt_correction_T_max 0.934 _exptl_absorpt_process_details sadabs _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13015 _diffrn_reflns_av_R_equivalents 0.0674 _diffrn_reflns_av_sigmaI/netI 0.0794 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4416 _reflns_number_gt 3338 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. 180 restraints being used in the refinement may be necessary. The Ueq value of atoms O2, O6, O7 and all C atoms are fairly great. ; _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^)+(0.0475P)^2^+15.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4416 _refine_ls_number_parameters 368 _refine_ls_number_restraints 180 _refine_ls_R_factor_all 0.1182 _refine_ls_R_factor_gt 0.0832 _refine_ls_wR_factor_ref 0.1682 _refine_ls_wR_factor_gt 0.1540 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.008 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.43931(7) 0.78172(7) 0.76117(3) 0.0266(2) Uani 1 1 d . . . C1 C 0.4042(6) 0.9364(6) 0.8534(3) 0.0353(15) Uani 1 1 d U . . C2 C 0.4423(6) 1.0441(6) 0.8945(3) 0.0338(14) Uani 1 1 d U . . C3 C 0.5597(7) 1.0389(7) 0.9353(3) 0.0457(17) Uani 1 1 d U . . H3A H 0.6129 0.9680 0.9365 0.055 Uiso 1 1 calc R . . C4 C 0.5984(8) 1.1361(8) 0.9738(3) 0.0551(19) Uani 1 1 d U . . H4A H 0.6761 1.1300 1.0014 0.066 Uiso 1 1 calc R . . C5 C 0.5219(8) 1.2423(8) 0.9715(3) 0.058(2) Uani 1 1 d U . . H5 H 0.5479 1.3085 0.9975 0.070 Uiso 1 1 calc R . . C6 C 0.4075(8) 1.2513(7) 0.9310(3) 0.0508(18) Uani 1 1 d U . . H6 H 0.3578 1.3248 0.9289 0.061 Uiso 1 1 calc R . . C7 C 0.3642(7) 1.1516(6) 0.8926(3) 0.0389(15) Uani 1 1 d U . . C8 C 0.2342(7) 1.1587(7) 0.8518(3) 0.0416(15) Uani 1 1 d U . . C9 C 0.1377(8) 1.0729(8) 0.8608(4) 0.062(2) Uani 1 1 d U . . H9A H 0.1565 1.0140 0.8909 0.074 Uiso 1 1 calc R . . C10 C 0.0156(8) 1.0750(8) 0.8254(5) 0.073(2) Uani 1 1 d U . . H10A H -0.0470 1.0168 0.8318 0.146 Uiso 1 1 calc R . . C11 C -0.0156(8) 1.1598(8) 0.7816(4) 0.068(2) Uani 1 1 d U . . H11A H -0.0986 1.1594 0.7579 0.137 Uiso 1 1 calc R . . C12 C 0.0772(7) 1.2475(7) 0.7724(4) 0.0553(19) Uani 1 1 d U . . H12A H 0.0554 1.3073 0.7428 0.111 Uiso 1 1 calc R . . C13 C 0.2041(6) 1.2470(6) 0.8073(3) 0.0396(15) Uani 1 1 d U . . C14 C 0.3005(7) 1.3403(7) 0.7927(3) 0.0391(16) Uani 1 1 d U . . C15 C 0.2034(6) 0.9296(6) 0.7063(3) 0.0324(15) Uani 1 1 d U . . H15A H 0.2143 0.9706 0.7423 0.039 Uiso 1 1 calc R . . C16 C 0.0945(6) 0.9569(6) 0.6644(3) 0.0346(15) Uani 1 1 d U . . H16A H 0.0329 1.0149 0.6722 0.041 Uiso 1 1 calc R . . C17 C 0.0772(6) 0.8974(6) 0.6105(2) 0.0280(13) Uani 1 1 d U . . C18 C 0.1731(6) 0.8163(6) 0.6007(3) 0.0311(14) Uani 1 1 d U . . H18A H 0.1663 0.7768 0.5645 0.037 Uiso 1 1 calc R . . C19 C 0.2798(6) 0.7938(6) 0.6447(2) 0.0323(14) Uani 1 1 d U . . H19A H 0.3447 0.7392 0.6373 0.039 Uiso 1 1 calc R . . C20 C -0.0398(6) 0.9192(6) 0.5646(3) 0.0274(13) Uani 1 1 d U . . C21 C -0.1893(6) 0.9093(6) 0.4893(2) 0.0291(14) Uani 1 1 d U . . C22 C -0.2707(6) 0.8681(6) 0.4336(3) 0.0326(14) Uani 1 1 d U . . C23 C -0.2347(6) 0.7688(7) 0.4014(3) 0.0397(15) Uani 1 1 d U . . H23A H -0.1558 0.7267 0.4142 0.048 Uiso 1 1 calc R . . C24 C -0.3170(6) 0.7332(7) 0.3505(3) 0.0401(16) Uani 1 1 d U . . H24A H -0.2923 0.6657 0.3294 0.048 Uiso 1 1 calc R . . C25 C -0.4626(7) 0.8880(6) 0.3597(3) 0.0404(17) Uani 1 1 d U . . H25A H -0.5401 0.9310 0.3451 0.048 Uiso 1 1 calc R . . C26 C -0.3868(6) 0.9289(6) 0.4117(3) 0.0400(16) Uani 1 1 d U . . H26A H -0.4139 0.9968 0.4317 0.048 Uiso 1 1 calc R . . N1 N 0.2943(5) 0.8466(4) 0.69749(19) 0.0250(11) Uani 1 1 d . . . N2 N -0.0762(5) 0.8519(5) 0.5162(2) 0.0307(12) Uani 1 1 d . . . N3 N -0.1277(5) 1.0106(5) 0.5667(2) 0.0344(13) Uani 1 1 d . . . N4 N -0.2239(5) 1.0055(5) 0.5187(2) 0.0368(13) Uani 1 1 d . . . N5 N -0.4309(5) 0.7909(5) 0.3297(2) 0.0340(12) Uani 1 1 d . . . O1 O 0.4456(4) 0.9414(4) 0.80502(17) 0.0349(11) Uani 1 1 d . . . O2 O 0.3429(6) 0.8465(5) 0.8671(3) 0.0664(16) Uani 1 1 d U . . O3 O 0.4140(5) 1.3031(5) 0.7927(2) 0.0495(13) Uani 1 1 d . . . O4 O 0.2604(5) 1.4503(5) 0.7800(3) 0.0642(16) Uani 1 1 d . . . O5 O 0.3922(5) 0.6089(4) 0.7302(2) 0.0382(12) Uani 1 1 d . . . O6 O 0.0428(11) 0.6321(11) 0.4764(5) 0.087(3) Uani 0.581(6) 1 d PU A 1 O7 O 0.8894(9) 0.2426(9) 0.6216(4) 0.065(2) Uani 0.581(6) 1 d PU A 1 O7' O 0.8241(13) 0.1512(13) 0.6552(6) 0.065(2) Uani 0.419(6) 1 d PU A 2 O6' O 0.0605(14) 0.5226(16) 0.5066(7) 0.087(3) Uani 0.419(6) 1 d PU . 2 H3 H -0.130(9) 1.078(9) 0.594(4) 0.104 Uiso 1 1 d . . . H5A H 0.361(11) 0.566(10) 0.746(5) 0.104 Uiso 1 1 d . . . H5B H 0.454(10) 0.574(10) 0.721(4) 0.104 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0279(4) 0.0230(4) 0.0243(4) -0.0016(3) -0.0063(3) 0.0036(3) C1 0.035(4) 0.025(3) 0.045(4) 0.000(3) 0.006(3) -0.001(3) C2 0.039(3) 0.032(3) 0.032(3) -0.004(3) 0.011(3) -0.009(3) C3 0.054(4) 0.045(4) 0.036(3) -0.001(3) 0.002(3) -0.011(3) C4 0.070(5) 0.061(4) 0.032(3) -0.002(3) 0.004(3) -0.024(4) C5 0.082(5) 0.055(4) 0.041(4) -0.016(3) 0.017(3) -0.026(4) C6 0.067(4) 0.040(4) 0.048(4) -0.015(3) 0.018(3) -0.012(3) C7 0.049(4) 0.035(3) 0.037(3) -0.006(3) 0.018(3) -0.008(3) C8 0.039(3) 0.033(3) 0.058(4) -0.011(3) 0.021(3) -0.004(3) C9 0.049(4) 0.045(4) 0.094(5) -0.004(4) 0.023(4) -0.009(4) C10 0.048(4) 0.053(5) 0.121(6) -0.010(4) 0.023(4) -0.015(4) C11 0.036(4) 0.053(4) 0.115(6) -0.019(4) 0.011(4) -0.003(4) C12 0.034(4) 0.046(4) 0.085(5) -0.015(4) 0.009(3) -0.001(3) C13 0.031(3) 0.037(4) 0.053(4) -0.012(3) 0.012(3) -0.001(3) C14 0.031(4) 0.047(4) 0.039(4) -0.010(3) 0.007(3) 0.004(3) C15 0.036(4) 0.031(3) 0.026(3) -0.007(3) -0.005(3) 0.010(3) C16 0.035(3) 0.032(3) 0.032(3) -0.006(3) -0.005(3) 0.011(3) C17 0.028(3) 0.025(3) 0.026(3) 0.003(2) -0.007(2) 0.002(2) C18 0.036(3) 0.029(3) 0.025(3) -0.006(2) -0.003(2) 0.005(3) C19 0.035(3) 0.030(3) 0.029(3) -0.005(3) -0.001(2) 0.009(3) C20 0.025(3) 0.027(3) 0.027(3) 0.004(3) -0.002(2) 0.002(3) C21 0.032(3) 0.026(3) 0.023(3) 0.002(3) -0.009(3) -0.003(3) C22 0.035(3) 0.033(3) 0.026(3) 0.000(3) -0.007(2) -0.007(3) C23 0.032(3) 0.043(4) 0.037(3) -0.010(3) -0.009(3) 0.006(3) C24 0.035(4) 0.040(4) 0.040(4) -0.014(3) -0.006(3) 0.003(3) C25 0.038(4) 0.034(4) 0.041(4) -0.001(3) -0.013(3) 0.003(3) C26 0.038(4) 0.035(4) 0.039(3) -0.007(3) -0.010(3) 0.002(3) N1 0.029(3) 0.023(3) 0.020(2) -0.003(2) -0.004(2) 0.004(2) N2 0.032(3) 0.030(3) 0.025(3) -0.002(2) -0.008(2) 0.000(2) N3 0.030(3) 0.037(3) 0.028(3) -0.005(2) -0.012(2) 0.006(3) N4 0.032(3) 0.041(3) 0.031(3) 0.001(3) -0.009(2) 0.006(3) N5 0.033(3) 0.029(3) 0.033(3) -0.003(3) -0.010(2) -0.004(3) O1 0.053(3) 0.023(2) 0.025(2) -0.0029(18) -0.001(2) -0.003(2) O2 0.075(4) 0.044(3) 0.090(4) -0.017(3) 0.040(3) -0.022(3) O3 0.036(3) 0.070(4) 0.045(3) 0.003(3) 0.013(2) 0.003(3) O4 0.051(3) 0.046(3) 0.095(4) 0.017(3) 0.013(3) -0.001(3) O5 0.045(3) 0.024(3) 0.039(3) -0.002(2) -0.006(2) 0.001(2) O6 0.083(5) 0.085(5) 0.085(5) -0.014(4) -0.004(4) 0.018(5) O7 0.061(4) 0.058(4) 0.071(4) -0.019(4) 0.001(3) 0.013(3) O7' 0.061(4) 0.058(4) 0.071(4) -0.019(4) 0.001(3) 0.013(3) O6' 0.083(5) 0.085(5) 0.085(5) -0.014(4) -0.004(4) 0.018(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 Cu1 O1 1.968(4) . y Cu1 O5 1.992(5) . y Cu1 N1 2.017(4) . y Cu1 N5 2.028(5) 4_676 y Cu1 O3 2.167(5) 2_646 y C1 O2 1.221(8) . ? C1 O1 1.283(8) . ? C1 C2 1.491(9) . ? C2 C3 1.394(9) . ? C2 C7 1.394(9) . ? C3 C4 1.372(10) . ? C3 H3A 0.9300 . ? C4 C5 1.372(11) . ? C4 H4A 0.9300 . ? C5 C6 1.370(11) . ? C5 H5 0.9300 . ? C6 C7 1.399(9) . ? C6 H6 0.9300 . ? C7 C8 1.494(10) . ? C8 C13 1.386(10) . ? C8 C9 1.398(10) . ? C9 C10 1.372(12) . ? C9 H9A 0.9300 . ? C10 C11 1.349(12) . ? C10 H10A 0.9300 . ? C11 C12 1.385(11) . ? C11 H11A 0.9300 . ? C12 C13 1.408(10) . ? C12 H12A 0.9300 . ? C13 C14 1.493(10) . ? C14 O3 1.244(8) . ? C14 O4 1.252(8) . ? C15 N1 1.335(7) . ? C15 C16 1.374(8) . ? C15 H15A 0.9300 . ? C16 C17 1.382(8) . ? C16 H16A 0.9300 . ? C17 C18 1.369(8) . ? C17 C20 1.472(7) . ? C18 C19 1.377(8) . ? C18 H18A 0.9300 . ? C19 N1 1.330(7) . ? C19 H19A 0.9300 . ? C20 N2 1.325(7) . ? C20 N3 1.338(8) . ? C21 N4 1.315(8) . ? C21 N2 1.363(7) . ? C21 C22 1.468(8) . ? C22 C26 1.376(8) . ? C22 C23 1.384(9) . ? C23 C24 1.373(8) . ? C23 H23A 0.9300 . ? C24 N5 1.337(8) . ? C24 H24A 0.9300 . ? C25 N5 1.321(8) . ? C25 C26 1.377(8) . ? C25 H25A 0.9300 . ? C26 H26A 0.9300 . ? N3 N4 1.348(6) . ? N3 H3 0.95(10) . ? N5 Cu1 2.028(5) 4_475 ? O3 Cu1 2.167(5) 2_656 ? O5 H5A 0.70(10) . ? O5 H5B 0.80(10) . ? O6' O6' 1.32(3) 3_566 ? 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 Cu1 O5 163.1(2) . . y O1 Cu1 N1 91.90(18) . . y O5 Cu1 N1 87.17(19) . . y O1 Cu1 N5 88.17(19) . 4_676 y O5 Cu1 N5 90.9(2) . 4_676 y N1 Cu1 N5 173.6(2) . 4_676 y O1 Cu1 O3 104.74(19) . 2_646 y O5 Cu1 O3 92.2(2) . 2_646 y N1 Cu1 O3 92.82(19) . 2_646 y N5 Cu1 O3 93.4(2) 4_676 2_646 y O2 C1 O1 122.8(6) . . ? O2 C1 C2 121.0(6) . . ? O1 C1 C2 116.0(6) . . ? C3 C2 C7 118.7(6) . . ? C3 C2 C1 119.7(6) . . ? C7 C2 C1 121.6(6) . . ? C4 C3 C2 121.5(7) . . ? C4 C3 H3A 119.3 . . ? C2 C3 H3A 119.3 . . ? C3 C4 C5 119.6(8) . . ? C3 C4 H4A 120.2 . . ? C5 C4 H4A 120.2 . . ? C6 C5 C4 120.2(7) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? C5 C6 C7 121.0(7) . . ? C5 C6 H6 119.5 . . ? C7 C6 H6 119.5 . . ? C2 C7 C6 118.9(7) . . ? C2 C7 C8 120.7(6) . . ? C6 C7 C8 120.4(7) . . ? C13 C8 C9 119.0(7) . . ? C13 C8 C7 123.6(6) . . ? C9 C8 C7 117.3(7) . . ? C10 C9 C8 120.5(9) . . ? C10 C9 H9A 119.8 . . ? C8 C9 H9A 119.8 . . ? C11 C10 C9 121.5(8) . . ? C11 C10 H10A 119.3 . . ? C9 C10 H10A 119.3 . . ? C10 C11 C12 119.4(8) . . ? C10 C11 H11A 120.3 . . ? C12 C11 H11A 120.3 . . ? C11 C12 C13 120.7(8) . . ? C11 C12 H12A 119.7 . . ? C13 C12 H12A 119.7 . . ? C8 C13 C12 118.9(7) . . ? C8 C13 C14 123.5(6) . . ? C12 C13 C14 117.5(7) . . ? O3 C14 O4 124.5(7) . . ? O3 C14 C13 118.0(7) . . ? O4 C14 C13 117.4(6) . . ? N1 C15 C16 122.7(6) . . ? N1 C15 H15A 118.7 . . ? C16 C15 H15A 118.7 . . ? C15 C16 C17 119.4(6) . . ? C15 C16 H16A 120.3 . . ? C17 C16 H16A 120.3 . . ? C18 C17 C16 117.9(5) . . ? C18 C17 C20 120.2(5) . . ? C16 C17 C20 121.9(6) . . ? C17 C18 C19 119.5(6) . . ? C17 C18 H18A 120.3 . . ? C19 C18 H18A 120.3 . . ? N1 C19 C18 123.0(6) . . ? N1 C19 H19A 118.5 . . ? C18 C19 H19A 118.5 . . ? N2 C20 N3 109.6(5) . . ? N2 C20 C17 126.2(5) . . ? N3 C20 C17 124.1(5) . . ? N4 C21 N2 113.9(5) . . ? N4 C21 C22 121.3(5) . . ? N2 C21 C22 124.8(6) . . ? C26 C22 C23 117.7(5) . . ? C26 C22 C21 120.1(6) . . ? C23 C22 C21 122.2(6) . . ? C24 C23 C22 119.2(6) . . ? C24 C23 H23A 120.4 . . ? C22 C23 H23A 120.4 . . ? N5 C24 C23 123.1(6) . . ? N5 C24 H24A 118.4 . . ? C23 C24 H24A 118.4 . . ? N5 C25 C26 123.3(6) . . ? N5 C25 H25A 118.3 . . ? C26 C25 H25A 118.3 . . ? C22 C26 C25 119.3(6) . . ? C22 C26 H26A 120.3 . . ? C25 C26 H26A 120.3 . . ? C19 N1 C15 117.5(5) . . ? C19 N1 Cu1 117.9(4) . . ? C15 N1 Cu1 124.1(4) . . ? C20 N2 C21 103.2(5) . . ? C20 N3 N4 110.1(5) . . ? C20 N3 H3 132(6) . . ? N4 N3 H3 117(6) . . ? C21 N4 N3 103.2(5) . . ? C25 N5 C24 117.3(5) . . ? C25 N5 Cu1 121.0(4) . 4_475 ? C24 N5 Cu1 121.2(4) . 4_475 ? C1 O1 Cu1 115.9(4) . . ? C14 O3 Cu1 143.8(5) . 2_656 ? Cu1 O5 H5A 120(9) . . ? Cu1 O5 H5B 111(8) . . ? H5A O5 H5B 109(10) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 C3 87.6(9) . . . . ? O1 C1 C2 C3 -88.8(8) . . . . ? O2 C1 C2 C7 -93.4(8) . . . . ? O1 C1 C2 C7 90.2(8) . . . . ? C7 C2 C3 C4 0.9(10) . . . . ? C1 C2 C3 C4 179.9(6) . . . . ? C2 C3 C4 C5 -1.5(11) . . . . ? C3 C4 C5 C6 0.1(12) . . . . ? C4 C5 C6 C7 2.0(12) . . . . ? C3 C2 C7 C6 1.2(10) . . . . ? C1 C2 C7 C6 -177.8(6) . . . . ? C3 C2 C7 C8 -176.7(6) . . . . ? C1 C2 C7 C8 4.3(10) . . . . ? C5 C6 C7 C2 -2.7(10) . . . . ? C5 C6 C7 C8 175.2(7) . . . . ? C2 C7 C8 C13 -118.1(8) . . . . ? C6 C7 C8 C13 64.1(9) . . . . ? C2 C7 C8 C9 63.7(9) . . . . ? C6 C7 C8 C9 -114.1(8) . . . . ? C13 C8 C9 C10 0.9(12) . . . . ? C7 C8 C9 C10 179.2(7) . . . . ? C8 C9 C10 C11 -0.6(14) . . . . ? C9 C10 C11 C12 -0.6(14) . . . . ? C10 C11 C12 C13 1.4(13) . . . . ? C9 C8 C13 C12 0.0(10) . . . . ? C7 C8 C13 C12 -178.2(6) . . . . ? C9 C8 C13 C14 -178.1(6) . . . . ? C7 C8 C13 C14 3.7(10) . . . . ? C11 C12 C13 C8 -1.1(11) . . . . ? C11 C12 C13 C14 177.0(7) . . . . ? C8 C13 C14 O3 41.7(9) . . . . ? C12 C13 C14 O3 -136.4(7) . . . . ? C8 C13 C14 O4 -139.8(7) . . . . ? C12 C13 C14 O4 42.1(9) . . . . ? N1 C15 C16 C17 -0.4(10) . . . . ? C15 C16 C17 C18 -2.3(10) . . . . ? C15 C16 C17 C20 177.7(6) . . . . ? C16 C17 C18 C19 2.2(9) . . . . ? C20 C17 C18 C19 -177.8(6) . . . . ? C17 C18 C19 N1 0.7(10) . . . . ? C18 C17 C20 N2 12.4(10) . . . . ? C16 C17 C20 N2 -167.6(6) . . . . ? C18 C17 C20 N3 -169.0(6) . . . . ? C16 C17 C20 N3 11.0(10) . . . . ? N4 C21 C22 C26 -1.2(10) . . . . ? N2 C21 C22 C26 176.6(6) . . . . ? N4 C21 C22 C23 178.7(6) . . . . ? N2 C21 C22 C23 -3.6(10) . . . . ? C26 C22 C23 C24 -1.8(10) . . . . ? C21 C22 C23 C24 178.4(6) . . . . ? C22 C23 C24 N5 0.7(11) . . . . ? C23 C22 C26 C25 0.9(10) . . . . ? C21 C22 C26 C25 -179.3(6) . . . . ? N5 C25 C26 C22 1.2(11) . . . . ? C18 C19 N1 C15 -3.4(9) . . . . ? C18 C19 N1 Cu1 169.8(5) . . . . ? C16 C15 N1 C19 3.2(10) . . . . ? C16 C15 N1 Cu1 -169.5(5) . . . . ? O1 Cu1 N1 C19 156.5(5) . . . . ? O5 Cu1 N1 C19 -40.4(5) . . . . ? N5 Cu1 N1 C19 -112.9(18) 4_676 . . . ? O3 Cu1 N1 C19 51.6(5) 2_646 . . . ? O1 Cu1 N1 C15 -30.9(5) . . . . ? O5 Cu1 N1 C15 132.3(5) . . . . ? N5 Cu1 N1 C15 60(2) 4_676 . . . ? O3 Cu1 N1 C15 -135.7(5) 2_646 . . . ? N3 C20 N2 C21 0.8(7) . . . . ? C17 C20 N2 C21 179.6(6) . . . . ? N4 C21 N2 C20 -0.8(7) . . . . ? C22 C21 N2 C20 -178.7(6) . . . . ? N2 C20 N3 N4 -0.6(7) . . . . ? C17 C20 N3 N4 -179.4(6) . . . . ? N2 C21 N4 N3 0.5(7) . . . . ? C22 C21 N4 N3 178.5(6) . . . . ? C20 N3 N4 C21 0.1(7) . . . . ? C26 C25 N5 C24 -2.3(10) . . . . ? C26 C25 N5 Cu1 169.7(5) . . . 4_475 ? C23 C24 N5 C25 1.3(10) . . . . ? C23 C24 N5 Cu1 -170.7(5) . . . 4_475 ? O2 C1 O1 Cu1 -12.9(9) . . . . ? C2 C1 O1 Cu1 163.5(4) . . . . ? O5 Cu1 O1 C1 23.9(9) . . . . ? N1 Cu1 O1 C1 110.4(5) . . . . ? N5 Cu1 O1 C1 -63.2(5) 4_676 . . . ? O3 Cu1 O1 C1 -156.2(4) 2_646 . . . ? O4 C14 O3 Cu1 -58.0(12) . . . 2_656 ? C13 C14 O3 Cu1 120.3(8) . . . 2_656 ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.633 _refine_diff_density_min -0.477 _refine_diff_density_rms 0.079 # Attachment '- REVISED 2.cif' data_aa2 _database_code_depnum_ccdc_archive 'CCDC 821755' #TrackingRef '- REVISED 2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H52 N10 Ni2 O17' _chemical_formula_weight 1206.34 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 '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' _symmetry_cell_setting TRICLINIC _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.6870(19) _cell_length_b 11.870(2) _cell_length_c 12.456(3) _cell_angle_alpha 100.03(3) _cell_angle_beta 99.52(3) _cell_angle_gamma 97.24(3) _cell_volume 1373.1(5) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.408 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 500 _exptl_absorpt_coefficient_mu 0.761 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.900 _exptl_absorpt_correction_T_max 0.944 _exptl_absorpt_process_details sadabs _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7839 _diffrn_reflns_av_R_equivalents 0.0818 _diffrn_reflns_av_sigmaI/netI 0.1461 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 25.01 _reflns_number_total 4742 _reflns_number_gt 2963 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. 31 restraints being used in the refinement may be necessary. Because the Ueq value of atoms O7 O8 O9 are fairly great, which can be ascribed to the slight disorder of atoms O7 O8 O9. ; _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^)+(0.0953P)^2^+2.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4742 _refine_ls_number_parameters 380 _refine_ls_number_restraints 31 _refine_ls_R_factor_all 0.1480 _refine_ls_R_factor_gt 0.0907 _refine_ls_wR_factor_ref 0.2280 _refine_ls_wR_factor_gt 0.1937 _refine_ls_goodness_of_fit_ref 0.993 _refine_ls_restrained_S_all 0.990 _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 0.5000 0.5000 1.0000 0.0311(4) Uani 1 2 d S . . Ni2 Ni 0.5000 0.5000 0.5000 0.0356(4) Uani 1 2 d S . . C1 C 0.2943(6) 0.6436(6) 0.9020(6) 0.0305(16) Uani 1 1 d . . . C2 C 0.2329(7) 0.6847(6) 0.7982(6) 0.0354(17) Uani 1 1 d . . . C3 C 0.2602(7) 0.8024(7) 0.7984(6) 0.0442(19) Uani 1 1 d . . . H3A H 0.3038 0.8540 0.8638 0.053 Uiso 1 1 calc R . . C4 C 0.2234(8) 0.8435(7) 0.7024(7) 0.051(2) Uani 1 1 d . . . H4A H 0.2442 0.9220 0.7021 0.061 Uiso 1 1 calc R . . C5 C 0.1552(8) 0.7660(8) 0.6067(7) 0.052(2) Uani 1 1 d . . . H5A H 0.1327 0.7927 0.5411 0.063 Uiso 1 1 calc R . . C6 C 0.1205(8) 0.6515(7) 0.6067(6) 0.048(2) Uani 1 1 d . . . H6A H 0.0709 0.6017 0.5420 0.058 Uiso 1 1 calc R . . C7 C 0.1586(6) 0.6074(6) 0.7030(6) 0.0359(17) Uani 1 1 d . . . C8 C 0.1044(7) 0.4844(6) 0.7042(5) 0.0365(17) Uani 1 1 d . . . C9 C -0.0246(7) 0.4633(8) 0.7370(6) 0.053(2) Uani 1 1 d . . . H9A H -0.0693 0.5255 0.7603 0.063 Uiso 1 1 calc R . . C10 C -0.0896(9) 0.3508(9) 0.7360(7) 0.063(3) Uani 1 1 d . . . H10A H -0.1773 0.3385 0.7570 0.076 Uiso 1 1 calc R . . C11 C -0.0245(9) 0.2612(9) 0.7047(7) 0.059(2) Uani 1 1 d . . . H11A H -0.0682 0.1860 0.7014 0.071 Uiso 1 1 calc R . . C12 C 0.1075(8) 0.2803(7) 0.6774(6) 0.049(2) Uani 1 1 d . . . H12A H 0.1534 0.2175 0.6587 0.059 Uiso 1 1 calc R . . C13 C 0.1726(7) 0.3890(6) 0.6769(5) 0.0366(17) Uani 1 1 d . . . C14 C 0.3135(7) 0.4027(6) 0.6433(6) 0.0366(17) Uani 1 1 d . . . C15 C 0.6612(7) 0.7492(6) 1.0506(6) 0.0431(19) Uani 1 1 d . . . H15A H 0.5747 0.7684 1.0642 0.052 Uiso 1 1 calc R . . C16 C 0.7751(7) 0.8366(6) 1.0733(6) 0.0422(18) Uani 1 1 d . . . H16A H 0.7657 0.9125 1.1018 0.051 Uiso 1 1 calc R . . C17 C 0.9045(6) 0.8095(6) 1.0527(5) 0.0338(16) Uani 1 1 d . . . C18 C 0.9109(7) 0.6967(6) 1.0076(6) 0.0385(18) Uani 1 1 d . . . H18A H 0.9949 0.6758 0.9899 0.046 Uiso 1 1 calc R . . C19 C 0.7910(7) 0.6150(6) 0.9890(6) 0.045(2) Uani 1 1 d . . . H19A H 0.7975 0.5387 0.9596 0.054 Uiso 1 1 calc R . . C20 C 1.0324(7) 0.8977(6) 1.0869(5) 0.0330(16) Uani 1 1 d . . . C21 C 1.1813(7) 1.0448(6) 1.1600(6) 0.0389(17) Uani 1 1 d . . . C22 C 1.2481(7) 1.1597(6) 1.2282(6) 0.0353(17) Uani 1 1 d . . . C23 C 1.1745(7) 1.2297(6) 1.2888(6) 0.0431(19) Uani 1 1 d . . . H23A H 1.0769 1.2103 1.2814 0.052 Uiso 1 1 calc R . . C24 C 1.2452(7) 1.3280(6) 1.3598(6) 0.0413(19) Uani 1 1 d . . . H24A H 1.1933 1.3731 1.4013 0.050 Uiso 1 1 calc R . . C25 C 1.4544(7) 1.2975(7) 1.3101(7) 0.057(2) Uani 1 1 d . . . H25A H 1.5509 1.3210 1.3149 0.068 Uiso 1 1 calc R . . C26 C 1.3895(8) 1.1966(7) 1.2381(7) 0.065(3) Uani 1 1 d . . . H26A H 1.4423 1.1533 1.1958 0.077 Uiso 1 1 calc R . . N1 N 0.6666(5) 0.6380(5) 1.0103(5) 0.0344(14) Uani 1 1 d . . . N2 N 1.0405(5) 1.0029(5) 1.1465(5) 0.0380(14) Uani 1 1 d . . . N3 N 1.1581(6) 0.8796(5) 1.0643(5) 0.0378(14) Uani 1 1 d D . . N4 N 1.2563(6) 0.9746(5) 1.1112(5) 0.0446(16) Uani 1 1 d . . . N5 N 1.3847(5) 1.3635(5) 1.3737(5) 0.0396(15) Uani 1 1 d . . . O1 O 0.3666(4) 0.5643(4) 0.8871(4) 0.0368(11) Uani 1 1 d . . . O2 O 0.2758(5) 0.6937(4) 0.9942(4) 0.0450(13) Uani 1 1 d . . . O3 O 0.3963(5) 0.3308(5) 0.6669(4) 0.0511(14) Uani 1 1 d . . . O4 O 0.3421(5) 0.4793(4) 0.5886(4) 0.0404(12) Uani 1 1 d . . . O5 O 0.4287(4) 0.5890(4) 1.1307(4) 0.0376(12) Uani 1 1 d . . . O6 O 0.3915(5) 0.6179(5) 0.4318(4) 0.0551(15) Uani 1 1 d . . . H5B H 0.4717 0.6568 1.1644 0.066 Uiso 1 1 d R . . H5C H 0.3581 0.5586 1.1545 0.066 Uiso 1 1 d R . . H6B H 0.3143 0.6323 0.4510 0.066 Uiso 1 1 d R . . H6C H 0.4240 0.6520 0.3844 0.066 Uiso 1 1 d R . . H3 H 1.192(8) 0.823(5) 1.030(6) 0.066 Uiso 1 1 d D . . O7 O 0.5000 0.0000 0.0000 0.67(4) Uani 1 2 d SU . . O8 O 0.567(9) 0.084(8) 0.573(5) 0.42(3) Uani 0.48(2) 1 d PU . 1 O9 O 0.475(7) 0.100(6) 0.740(5) 0.42(2) Uani 0.48(2) 1 d PU . 1 O8' O 0.573(8) -0.027(9) 0.508(8) 0.42(3) Uani 0.52(2) 1 d PU . 2 O9' O 0.355(6) 0.083(5) 0.592(6) 0.42(2) Uani 0.52(2) 1 d PU . 2 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 0.0304(6) 0.0180(7) 0.0420(8) 0.0058(6) -0.0010(5) 0.0030(5) Ni2 0.0296(7) 0.0243(8) 0.0482(8) 0.0017(6) 0.0027(5) 0.0013(5) C1 0.028(3) 0.014(4) 0.042(4) 0.002(3) -0.002(3) -0.006(3) C2 0.036(4) 0.031(5) 0.041(4) 0.010(3) 0.006(3) 0.007(3) C3 0.050(4) 0.032(5) 0.053(5) 0.014(4) 0.011(4) 0.005(3) C4 0.060(5) 0.036(5) 0.066(6) 0.025(4) 0.015(4) 0.015(4) C5 0.063(5) 0.058(6) 0.048(5) 0.030(4) 0.010(4) 0.029(4) C6 0.054(5) 0.046(6) 0.048(5) 0.016(4) 0.004(4) 0.019(4) C7 0.031(4) 0.025(4) 0.054(5) 0.013(4) 0.008(3) 0.008(3) C8 0.031(4) 0.040(5) 0.036(4) 0.011(3) -0.002(3) 0.002(3) C9 0.039(4) 0.065(6) 0.054(5) 0.019(4) 0.000(4) 0.012(4) C10 0.041(5) 0.080(8) 0.073(6) 0.040(5) 0.007(4) -0.004(5) C11 0.055(5) 0.063(7) 0.055(5) 0.028(5) -0.001(4) -0.018(5) C12 0.054(5) 0.040(5) 0.050(5) 0.016(4) -0.001(4) -0.003(4) C13 0.038(4) 0.038(5) 0.033(4) 0.016(3) 0.002(3) -0.004(3) C14 0.044(4) 0.025(4) 0.039(4) 0.007(3) 0.002(3) 0.003(3) C15 0.036(4) 0.027(5) 0.064(5) 0.010(4) 0.003(3) 0.001(3) C16 0.039(4) 0.019(4) 0.063(5) 0.006(4) 0.000(3) 0.001(3) C17 0.030(3) 0.025(4) 0.043(4) 0.007(3) 0.001(3) -0.001(3) C18 0.033(4) 0.021(4) 0.056(5) 0.002(3) 0.001(3) 0.003(3) C19 0.038(4) 0.015(4) 0.075(5) -0.002(4) 0.007(4) 0.002(3) C20 0.036(4) 0.019(4) 0.044(4) 0.009(3) 0.003(3) 0.002(3) C21 0.034(4) 0.029(4) 0.052(5) 0.007(3) 0.004(3) 0.003(3) C22 0.033(4) 0.022(4) 0.049(4) 0.010(3) 0.005(3) -0.001(3) C23 0.025(3) 0.034(5) 0.062(5) -0.004(4) 0.002(3) 0.001(3) C24 0.031(4) 0.030(5) 0.058(5) -0.001(4) 0.005(3) 0.004(3) C25 0.032(4) 0.043(5) 0.081(6) -0.018(5) 0.016(4) -0.011(4) C26 0.052(5) 0.042(6) 0.088(7) -0.019(5) 0.027(4) -0.008(4) N1 0.030(3) 0.024(4) 0.047(4) 0.006(3) 0.005(2) 0.003(2) N2 0.033(3) 0.026(4) 0.051(4) 0.002(3) 0.004(3) 0.002(3) N3 0.038(3) 0.021(4) 0.050(4) 0.001(3) 0.007(3) 0.002(3) N4 0.035(3) 0.029(4) 0.061(4) -0.003(3) 0.003(3) -0.002(3) N5 0.033(3) 0.030(4) 0.053(4) 0.000(3) 0.009(3) 0.004(3) O1 0.035(2) 0.027(3) 0.048(3) 0.009(2) 0.001(2) 0.011(2) O2 0.054(3) 0.039(3) 0.044(3) 0.007(3) 0.006(2) 0.023(2) O3 0.046(3) 0.041(4) 0.068(4) 0.014(3) 0.006(3) 0.016(3) O4 0.039(3) 0.026(3) 0.053(3) 0.000(3) 0.008(2) 0.007(2) O5 0.040(3) 0.023(3) 0.045(3) 0.004(2) 0.005(2) -0.001(2) O6 0.045(3) 0.050(4) 0.076(4) 0.022(3) 0.012(3) 0.017(3) O7 0.66(4) 0.67(4) 0.67(4) 0.129(13) 0.129(13) 0.104(12) O8 0.42(3) 0.42(3) 0.43(3) 0.084(9) 0.082(9) 0.069(8) O9 0.42(2) 0.42(2) 0.43(2) 0.082(8) 0.081(8) 0.071(8) O8' 0.42(3) 0.42(3) 0.43(3) 0.084(9) 0.082(9) 0.069(8) O9' 0.42(2) 0.42(2) 0.43(2) 0.082(8) 0.081(8) 0.071(8) _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 O5 2.050(4) . y Ni1 O5 2.050(4) 2_667 y Ni1 O1 2.062(4) . y Ni1 O1 2.062(4) 2_667 y Ni1 N1 2.120(5) 2_667 y Ni1 N1 2.120(5) . y Ni2 O4 2.044(5) . y Ni2 O4 2.044(5) 2_666 y Ni2 O6 2.068(5) . y Ni2 O6 2.068(5) 2_666 y Ni2 N5 2.103(5) 1_444 y Ni2 N5 2.103(5) 2_777 y C1 O2 1.249(7) . ? C1 O1 1.250(7) . ? C1 C2 1.517(9) . ? C2 C3 1.388(10) . ? C2 C7 1.393(9) . ? C3 C4 1.379(10) . ? C3 H3A 0.9300 . ? C4 C5 1.380(11) . ? C4 H4A 0.9300 . ? C5 C6 1.358(11) . ? C5 H5A 0.9300 . ? C6 C7 1.404(10) . ? C6 H6A 0.9300 . ? C7 C8 1.491(10) . ? C8 C9 1.385(9) . ? C8 C13 1.401(10) . ? C9 C10 1.400(12) . ? C9 H9A 0.9300 . ? C10 C11 1.337(12) . ? C10 H10A 0.9300 . ? C11 C12 1.379(10) . ? C11 H11A 0.9300 . ? C12 C13 1.365(10) . ? C12 H12A 0.9300 . ? C13 C14 1.490(9) . ? C14 O4 1.258(8) . ? C14 O3 1.280(8) . ? C15 N1 1.339(8) . ? C15 C16 1.371(9) . ? C15 H15A 0.9300 . ? C16 C17 1.385(9) . ? C16 H16A 0.9300 . ? C17 C18 1.373(9) . ? C17 C20 1.468(9) . ? C18 C19 1.375(9) . ? C18 H18A 0.9300 . ? C19 N1 1.327(8) . ? C19 H19A 0.9300 . ? C20 N2 1.323(8) . ? C20 N3 1.329(8) . ? C21 N4 1.309(8) . ? C21 N2 1.364(8) . ? C21 C22 1.481(9) . ? C22 C26 1.363(9) . ? C22 C23 1.371(9) . ? C23 C24 1.360(9) . ? C23 H23A 0.9300 . ? C24 N5 1.337(8) . ? C24 H24A 0.9300 . ? C25 N5 1.339(8) . ? C25 C26 1.372(10) . ? C25 H25A 0.9300 . ? C26 H26A 0.9300 . ? N3 N4 1.354(8) . ? N3 H3 0.87(2) . ? N5 Ni2 2.103(5) 1_666 ? O5 H5B 0.8590 . ? O5 H5C 0.8532 . ? O6 H6B 0.8500 . ? O6 H6C 0.8500 . ? O8 O8 2.51(16) 2_656 ? O8' O9' 1.60(8) 2_656 ? O8' O8' 1.63(14) 2_656 ? O9' O8' 1.60(8) 2_656 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O5 Ni1 O5 180.000(1) . 2_667 Y O5 Ni1 O1 91.68(18) . . Y O5 Ni1 O1 88.32(18) 2_667 . Y O5 Ni1 O1 88.32(18) . 2_667 Y O5 Ni1 O1 91.68(18) 2_667 2_667 Y O1 Ni1 O1 180.000(1) . 2_667 Y O5 Ni1 N1 87.95(19) . 2_667 Y O5 Ni1 N1 92.05(19) 2_667 2_667 Y O1 Ni1 N1 88.5(2) . 2_667 Y O1 Ni1 N1 91.5(2) 2_667 2_667 Y O5 Ni1 N1 92.05(19) . . Y O5 Ni1 N1 87.95(19) 2_667 . Y O1 Ni1 N1 91.5(2) . . Y O1 Ni1 N1 88.5(2) 2_667 . Y N1 Ni1 N1 180.0(2) 2_667 . Y O4 Ni2 O4 180.000(1) . 2_666 Y O4 Ni2 O6 86.8(2) . . Y O4 Ni2 O6 93.2(2) 2_666 . Y O4 Ni2 O6 93.2(2) . 2_666 Y O4 Ni2 O6 86.8(2) 2_666 2_666 Y O6 Ni2 O6 180.000(1) . 2_666 Y O4 Ni2 N5 89.01(19) . 1_444 Y O4 Ni2 N5 90.99(19) 2_666 1_444 Y O6 Ni2 N5 90.8(2) . 1_444 Y O6 Ni2 N5 89.2(2) 2_666 1_444 Y O4 Ni2 N5 90.99(19) . 2_777 Y O4 Ni2 N5 89.01(19) 2_666 2_777 Y O6 Ni2 N5 89.2(2) . 2_777 Y O6 Ni2 N5 90.8(2) 2_666 2_777 Y N5 Ni2 N5 180.000(1) 1_444 2_777 Y O2 C1 O1 125.4(6) . . ? O2 C1 C2 119.1(6) . . ? O1 C1 C2 115.4(6) . . ? C3 C2 C7 120.4(7) . . ? C3 C2 C1 117.8(6) . . ? C7 C2 C1 121.8(6) . . ? C4 C3 C2 120.6(7) . . ? C4 C3 H3A 119.7 . . ? C2 C3 H3A 119.7 . . ? C3 C4 C5 118.9(8) . . ? C3 C4 H4A 120.5 . . ? C5 C4 H4A 120.5 . . ? C6 C5 C4 121.2(7) . . ? C6 C5 H5A 119.4 . . ? C4 C5 H5A 119.4 . . ? C5 C6 C7 120.9(7) . . ? C5 C6 H6A 119.6 . . ? C7 C6 H6A 119.6 . . ? C2 C7 C6 117.8(7) . . ? C2 C7 C8 122.2(6) . . ? C6 C7 C8 119.6(7) . . ? C9 C8 C13 117.2(7) . . ? C9 C8 C7 116.6(7) . . ? C13 C8 C7 126.2(6) . . ? C8 C9 C10 121.8(8) . . ? C8 C9 H9A 119.1 . . ? C10 C9 H9A 119.1 . . ? C11 C10 C9 119.3(8) . . ? C11 C10 H10A 120.3 . . ? C9 C10 H10A 120.3 . . ? C10 C11 C12 120.0(9) . . ? C10 C11 H11A 120.0 . . ? C12 C11 H11A 120.0 . . ? C13 C12 C11 121.7(8) . . ? C13 C12 H12A 119.1 . . ? C11 C12 H12A 119.1 . . ? C12 C13 C8 119.7(7) . . ? C12 C13 C14 118.7(7) . . ? C8 C13 C14 121.5(6) . . ? O4 C14 O3 123.4(6) . . ? O4 C14 C13 118.9(6) . . ? O3 C14 C13 117.5(7) . . ? N1 C15 C16 124.2(7) . . ? N1 C15 H15A 117.9 . . ? C16 C15 H15A 117.9 . . ? C15 C16 C17 118.6(7) . . ? C15 C16 H16A 120.7 . . ? C17 C16 H16A 120.7 . . ? C18 C17 C16 118.1(6) . . ? C18 C17 C20 121.4(6) . . ? C16 C17 C20 120.3(6) . . ? C17 C18 C19 119.0(6) . . ? C17 C18 H18A 120.5 . . ? C19 C18 H18A 120.5 . . ? N1 C19 C18 124.2(6) . . ? N1 C19 H19A 117.9 . . ? C18 C19 H19A 117.9 . . ? N2 C20 N3 110.9(6) . . ? N2 C20 C17 125.6(6) . . ? N3 C20 C17 123.5(6) . . ? N4 C21 N2 115.4(6) . . ? N4 C21 C22 121.4(6) . . ? N2 C21 C22 123.2(6) . . ? C26 C22 C23 117.2(7) . . ? C26 C22 C21 120.3(6) . . ? C23 C22 C21 122.3(6) . . ? C24 C23 C22 119.5(6) . . ? C24 C23 H23A 120.2 . . ? C22 C23 H23A 120.2 . . ? N5 C24 C23 124.1(6) . . ? N5 C24 H24A 118.0 . . ? C23 C24 H24A 118.0 . . ? N5 C25 C26 122.8(7) . . ? N5 C25 H25A 118.6 . . ? C26 C25 H25A 118.6 . . ? C22 C26 C25 120.4(7) . . ? C22 C26 H26A 119.8 . . ? C25 C26 H26A 119.8 . . ? C19 N1 C15 115.9(6) . . ? C19 N1 Ni1 119.8(5) . . ? C15 N1 Ni1 123.8(4) . . ? C20 N2 C21 101.6(5) . . ? C20 N3 N4 109.7(5) . . ? C20 N3 H3 136(5) . . ? N4 N3 H3 114(5) . . ? C21 N4 N3 102.3(5) . . ? C24 N5 C25 115.9(6) . . ? C24 N5 Ni2 124.2(4) . 1_666 ? C25 N5 Ni2 119.4(4) . 1_666 ? C1 O1 Ni1 130.3(4) . . ? C14 O4 Ni2 129.7(4) . . ? Ni1 O5 H5B 120.4 . . ? Ni1 O5 H5C 120.9 . . ? H5B O5 H5C 118.6 . . ? Ni2 O6 H6B 120.0 . . ? Ni2 O6 H6C 120.0 . . ? H6B O6 H6C 120.0 . . ? O9' O8' O8' 125(9) 2_656 2_656 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 C3 50.2(8) . . . . ? O1 C1 C2 C3 -126.4(7) . . . . ? O2 C1 C2 C7 -133.6(7) . . . . ? O1 C1 C2 C7 49.9(8) . . . . ? C7 C2 C3 C4 -4.7(10) . . . . ? C1 C2 C3 C4 171.6(6) . . . . ? C2 C3 C4 C5 1.8(11) . . . . ? C3 C4 C5 C6 1.9(11) . . . . ? C4 C5 C6 C7 -2.8(11) . . . . ? C3 C2 C7 C6 3.7(10) . . . . ? C1 C2 C7 C6 -172.4(6) . . . . ? C3 C2 C7 C8 -168.9(6) . . . . ? C1 C2 C7 C8 15.0(9) . . . . ? C5 C6 C7 C2 0.0(10) . . . . ? C5 C6 C7 C8 172.8(7) . . . . ? C2 C7 C8 C9 83.5(8) . . . . ? C6 C7 C8 C9 -89.0(8) . . . . ? C2 C7 C8 C13 -95.5(9) . . . . ? C6 C7 C8 C13 91.9(8) . . . . ? C13 C8 C9 C10 -4.2(10) . . . . ? C7 C8 C9 C10 176.7(7) . . . . ? C8 C9 C10 C11 1.3(12) . . . . ? C9 C10 C11 C12 2.2(13) . . . . ? C10 C11 C12 C13 -2.7(12) . . . . ? C11 C12 C13 C8 -0.3(11) . . . . ? C11 C12 C13 C14 -178.3(7) . . . . ? C9 C8 C13 C12 3.6(10) . . . . ? C7 C8 C13 C12 -177.3(7) . . . . ? C9 C8 C13 C14 -178.5(6) . . . . ? C7 C8 C13 C14 0.6(11) . . . . ? C12 C13 C14 O4 143.7(7) . . . . ? C8 C13 C14 O4 -34.3(10) . . . . ? C12 C13 C14 O3 -32.6(9) . . . . ? C8 C13 C14 O3 149.5(6) . . . . ? N1 C15 C16 C17 0.5(12) . . . . ? C15 C16 C17 C18 1.8(11) . . . . ? C15 C16 C17 C20 -173.4(7) . . . . ? C16 C17 C18 C19 -2.6(11) . . . . ? C20 C17 C18 C19 172.6(7) . . . . ? C17 C18 C19 N1 1.1(12) . . . . ? C18 C17 C20 N2 -168.6(7) . . . . ? C16 C17 C20 N2 6.4(11) . . . . ? C18 C17 C20 N3 8.9(11) . . . . ? C16 C17 C20 N3 -176.1(7) . . . . ? N4 C21 C22 C26 2.6(12) . . . . ? N2 C21 C22 C26 -179.8(8) . . . . ? N4 C21 C22 C23 -173.5(7) . . . . ? N2 C21 C22 C23 4.2(12) . . . . ? C26 C22 C23 C24 -3.8(12) . . . . ? C21 C22 C23 C24 172.4(7) . . . . ? C22 C23 C24 N5 1.5(13) . . . . ? C23 C22 C26 C25 2.9(13) . . . . ? C21 C22 C26 C25 -173.3(8) . . . . ? N5 C25 C26 C22 0.4(15) . . . . ? C18 C19 N1 C15 1.2(11) . . . . ? C18 C19 N1 Ni1 -170.9(6) . . . . ? C16 C15 N1 C19 -2.0(11) . . . . ? C16 C15 N1 Ni1 169.7(6) . . . . ? O5 Ni1 N1 C19 144.4(5) . . . . ? O5 Ni1 N1 C19 -35.6(5) 2_667 . . . ? O1 Ni1 N1 C19 -123.9(5) . . . . ? O1 Ni1 N1 C19 56.1(5) 2_667 . . . ? N1 Ni1 N1 C19 12(41) 2_667 . . . ? O5 Ni1 N1 C15 -27.1(6) . . . . ? O5 Ni1 N1 C15 152.9(6) 2_667 . . . ? O1 Ni1 N1 C15 64.7(6) . . . . ? O1 Ni1 N1 C15 -115.3(6) 2_667 . . . ? N1 Ni1 N1 C15 -159(41) 2_667 . . . ? N3 C20 N2 C21 -1.5(8) . . . . ? C17 C20 N2 C21 176.3(7) . . . . ? N4 C21 N2 C20 1.6(9) . . . . ? C22 C21 N2 C20 -176.1(7) . . . . ? N2 C20 N3 N4 0.9(8) . . . . ? C17 C20 N3 N4 -176.9(6) . . . . ? N2 C21 N4 N3 -1.1(9) . . . . ? C22 C21 N4 N3 176.7(6) . . . . ? C20 N3 N4 C21 0.1(8) . . . . ? C23 C24 N5 C25 1.7(12) . . . . ? C23 C24 N5 Ni2 -170.1(6) . . . 1_666 ? C26 C25 N5 C24 -2.7(13) . . . . ? C26 C25 N5 Ni2 169.6(7) . . . 1_666 ? O2 C1 O1 Ni1 -8.8(10) . . . . ? C2 C1 O1 Ni1 167.5(4) . . . . ? O5 Ni1 O1 C1 11.4(6) . . . . ? O5 Ni1 O1 C1 -168.6(6) 2_667 . . . ? O1 Ni1 O1 C1 -149(100) 2_667 . . . ? N1 Ni1 O1 C1 99.3(6) 2_667 . . . ? N1 Ni1 O1 C1 -80.7(6) . . . . ? O3 C14 O4 Ni2 11.2(10) . . . . ? C13 C14 O4 Ni2 -164.8(4) . . . . ? O4 Ni2 O4 C14 -169(100) 2_666 . . . ? O6 Ni2 O4 C14 166.8(6) . . . . ? O6 Ni2 O4 C14 -13.2(6) 2_666 . . . ? N5 Ni2 O4 C14 76.0(6) 1_444 . . . ? N5 Ni2 O4 C14 -104.0(6) 2_777 . . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.672 _refine_diff_density_min -1.228 _refine_diff_density_rms 0.107