data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Li-Ya Wang' _publ_contact_author_address ;College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang, Henan 471022, China. ; _publ_contact_author_email wlya@lynu.edu.cn _publ_contact_author_phone ' (+86) 379-65523593' _publ_contact_author_fax ' (+86) 379-65511205' loop_ _publ_author_name _publ_author_address 'Guangzhen Liu' ;College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang, Henan 471022, China. ; 'Liya Wang' ;College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang, Henan 471022, China. ; 'Jian Wang' ;College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang, Henan 471022, China. ; _publ_section_title ; Divalent metal coordination polymers assembled from dual linkerssemirigid carboxyphenylpropionate and dipyridyl type molecule ; # Attachment '- CIF-01.cif' data_a1 _database_code_depnum_ccdc_archive 'CCDC 830571' #TrackingRef '- CIF-01.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H32 Cu N2 O10' _chemical_formula_weight 668.14 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' Cu Cu 0.3201 1.2651 '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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 5.8602(9) _cell_length_b 11.1388(17) _cell_length_c 12.2634(18) _cell_angle_alpha 77.982(2) _cell_angle_beta 77.019(2) _cell_angle_gamma 80.274(2) _cell_volume 756.7(2) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2346 _cell_measurement_theta_min 2.78 _cell_measurement_theta_max 25.08 _exptl_crystal_description purple _exptl_crystal_colour block _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.466 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 347 _exptl_absorpt_coefficient_mu 0.784 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7875 _exptl_absorpt_correction_T_max 0.9257 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 7033 _diffrn_reflns_av_R_equivalents 0.0211 _diffrn_reflns_av_sigmaI/netI 0.0374 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.32 _diffrn_reflns_theta_max 28.28 _reflns_number_total 3628 _reflns_number_gt 3037 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0265P)^2^+0.3199P] 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 3628 _refine_ls_number_parameters 269 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0480 _refine_ls_R_factor_gt 0.0369 _refine_ls_wR_factor_ref 0.0795 _refine_ls_wR_factor_gt 0.0750 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _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 Cu Cu 0.5000 -0.5000 0.5000 0.02885(11) Uani 1 2 d S . . O1 O 0.4105(2) -0.43956(11) 0.35253(11) 0.0334(3) Uani 1 1 d . . . O2 O 0.7525(3) -0.55049(15) 0.30372(14) 0.0546(4) Uani 1 1 d . . . O3 O 0.8236(3) 0.12512(18) 0.12218(18) 0.0634(5) Uani 1 1 d . . . H3 H 0.859(6) 0.187(3) 0.140(3) 0.096(12) Uiso 1 1 d . . . O4 O 0.4610(3) 0.19407(18) 0.20085(19) 0.0760(6) Uani 1 1 d . . . O5 O 0.0102(4) 0.3049(2) 0.1562(2) 0.0741(6) Uani 1 1 d . . . H1 H -0.058(6) 0.351(3) 0.200(3) 0.097(12) Uiso 1 1 d . . . H2 H 0.133(6) 0.278(3) 0.178(3) 0.075(11) Uiso 1 1 d . . . C1 C 0.5688(4) -0.48711(17) 0.27892(17) 0.0360(4) Uani 1 1 d . . . C2 C 0.5216(5) -0.4692(2) 0.1598(2) 0.0493(6) Uani 1 1 d . . . H4 H 0.468(4) -0.545(2) 0.156(2) 0.058(7) Uiso 1 1 d . . . H5 H 0.670(5) -0.466(2) 0.109(2) 0.067(8) Uiso 1 1 d . . . C3 C 0.3429(5) -0.3578(2) 0.1297(2) 0.0528(6) Uani 1 1 d . . . H6 H 0.194(4) -0.369(2) 0.177(2) 0.056(7) Uiso 1 1 d . . . H7 H 0.321(4) -0.350(2) 0.052(2) 0.060(7) Uiso 1 1 d . . . C4 C 0.4102(4) -0.2354(2) 0.13688(18) 0.0435(5) Uani 1 1 d . . . C5 C 0.2495(4) -0.1489(2) 0.1908(2) 0.0482(6) Uani 1 1 d . . . H8 H 0.103(4) -0.171(2) 0.2227(19) 0.050(7) Uiso 1 1 d . . . C6 C 0.3089(4) -0.0361(2) 0.1962(2) 0.0471(6) Uani 1 1 d . . . H9 H 0.200(4) 0.019(2) 0.2341(19) 0.045(6) Uiso 1 1 d . . . C7 C 0.5349(4) -0.00581(19) 0.14911(17) 0.0394(5) Uani 1 1 d . . . C8 C 0.5991(4) 0.1137(2) 0.16017(19) 0.0454(5) Uani 1 1 d . . . C9 C 0.6978(4) -0.0914(2) 0.09536(19) 0.0443(5) Uani 1 1 d . . . H10 H 0.844(4) -0.071(2) 0.062(2) 0.048(6) Uiso 1 1 d . . . C10 C 0.6354(4) -0.2038(2) 0.0893(2) 0.0471(5) Uani 1 1 d . . . H11 H 0.746(4) -0.257(2) 0.050(2) 0.057(7) Uiso 1 1 d . . . C11 C 0.0780(4) -0.99097(18) 0.52780(18) 0.0353(4) Uani 1 1 d . . . H12 H 0.143(4) -1.058(2) 0.5763(19) 0.047(6) Uiso 1 1 d . . . C12 C 0.1631(3) -0.87344(17) 0.52242(16) 0.0319(4) Uani 1 1 d . . . C13 C 0.0742(4) -0.76045(18) 0.46424(18) 0.0361(5) Uani 1 1 d . . . H13 H -0.049(4) -0.753(2) 0.4252(19) 0.048(6) Uiso 1 1 d . . . C14 C 0.1680(4) -0.65448(18) 0.46169(18) 0.0361(4) Uani 1 1 d . . . H14 H 0.110(4) -0.579(2) 0.4224(18) 0.040(6) Uiso 1 1 d . . . C15 C 0.4279(4) -0.76158(18) 0.57357(17) 0.0351(4) Uani 1 1 d . . . H15 H 0.548(4) -0.7582(19) 0.6125(18) 0.043(6) Uiso 1 1 d . . . C16 C 0.3447(4) -0.87137(18) 0.57810(18) 0.0357(4) Uani 1 1 d . . . H16 H 0.414(4) -0.946(2) 0.6184(18) 0.041(6) Uiso 1 1 d . . . N1 N 0.3445(3) -0.65326(14) 0.51503(13) 0.0315(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu 0.03574(19) 0.02253(17) 0.03282(19) -0.00370(13) -0.01359(14) -0.00858(13) O1 0.0425(8) 0.0284(7) 0.0337(7) -0.0047(6) -0.0144(6) -0.0085(6) O2 0.0543(10) 0.0554(10) 0.0568(10) -0.0173(8) -0.0224(8) 0.0100(8) O3 0.0456(10) 0.0572(11) 0.0898(15) -0.0273(11) -0.0093(9) -0.0013(8) O4 0.0528(11) 0.0688(12) 0.1112(17) -0.0489(12) -0.0049(11) 0.0045(9) O5 0.0561(13) 0.0759(14) 0.1006(17) -0.0495(13) -0.0183(12) 0.0088(11) C1 0.0463(12) 0.0277(10) 0.0384(11) -0.0056(8) -0.0144(9) -0.0088(8) C2 0.0721(18) 0.0438(13) 0.0375(12) -0.0090(10) -0.0203(12) -0.0077(12) C3 0.0657(17) 0.0595(15) 0.0387(13) -0.0018(11) -0.0260(13) -0.0105(13) C4 0.0506(13) 0.0473(12) 0.0324(11) 0.0002(9) -0.0193(10) -0.0002(10) C5 0.0386(13) 0.0595(15) 0.0431(13) -0.0004(11) -0.0111(10) -0.0032(11) C6 0.0413(13) 0.0535(14) 0.0412(12) -0.0091(11) -0.0082(10) 0.0102(11) C7 0.0417(12) 0.0429(12) 0.0310(11) -0.0030(9) -0.0131(9) 0.0051(9) C8 0.0447(13) 0.0474(13) 0.0424(12) -0.0080(10) -0.0147(10) 0.0070(10) C9 0.0389(12) 0.0494(13) 0.0387(12) -0.0044(10) -0.0050(10) 0.0028(10) C10 0.0488(14) 0.0479(13) 0.0396(12) -0.0088(10) -0.0063(11) 0.0063(11) C11 0.0431(12) 0.0270(10) 0.0391(11) -0.0032(8) -0.0121(9) -0.0114(8) C12 0.0369(10) 0.0280(9) 0.0333(10) -0.0057(8) -0.0067(8) -0.0111(8) C13 0.0362(11) 0.0317(10) 0.0471(12) -0.0041(9) -0.0194(9) -0.0109(8) C14 0.0406(11) 0.0267(10) 0.0456(12) -0.0015(9) -0.0198(9) -0.0079(8) C15 0.0420(11) 0.0298(10) 0.0403(11) -0.0038(8) -0.0196(9) -0.0111(8) C16 0.0458(12) 0.0257(10) 0.0393(11) -0.0016(8) -0.0176(9) -0.0080(8) N1 0.0375(9) 0.0257(8) 0.0360(9) -0.0038(7) -0.0143(7) -0.0097(6) _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 Cu O1 1.9491(13) . ? Cu O1 1.9491(13) 2_646 ? Cu N1 2.0243(14) 2_646 ? Cu N1 2.0243(14) . ? O1 C1 1.270(2) . ? O2 C1 1.245(2) . ? O3 C8 1.311(3) . ? O3 H3 0.83(3) . ? O4 C8 1.210(3) . ? O5 H1 0.82(3) . ? O5 H2 0.81(3) . ? C1 C2 1.513(3) . ? C2 C3 1.523(4) . ? C2 H4 0.96(2) . ? C2 H5 0.95(3) . ? C3 C4 1.506(3) . ? C3 H6 0.95(2) . ? C3 H7 0.98(2) . ? C4 C10 1.389(3) . ? C4 C5 1.390(3) . ? C5 C6 1.377(3) . ? C5 H8 0.91(2) . ? C6 C7 1.389(3) . ? C6 H9 0.93(2) . ? C7 C9 1.387(3) . ? C7 C8 1.483(3) . ? C9 C10 1.383(3) . ? C9 H10 0.91(2) . ? C10 H11 0.92(2) . ? C11 C11 1.319(4) 2_536 ? C11 C12 1.462(2) . ? C11 H12 0.94(2) . ? C12 C13 1.392(3) . ? C12 C16 1.393(3) . ? C13 C14 1.376(3) . ? C13 H13 0.94(2) . ? C14 N1 1.345(2) . ? C14 H14 0.93(2) . ? C15 N1 1.344(2) . ? C15 C16 1.377(2) . ? C15 H15 0.94(2) . ? C16 H16 0.95(2) . ? 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 Cu O1 180.00(7) . 2_646 ? O1 Cu N1 90.87(6) . 2_646 ? O1 Cu N1 89.13(6) 2_646 2_646 ? O1 Cu N1 89.13(6) . . ? O1 Cu N1 90.87(6) 2_646 . ? N1 Cu N1 180.00(9) 2_646 . ? C1 O1 Cu 107.49(12) . . ? C8 O3 H3 111(2) . . ? H1 O5 H2 104(3) . . ? O2 C1 O1 121.89(19) . . ? O2 C1 C2 120.6(2) . . ? O1 C1 C2 117.50(19) . . ? C1 C2 C3 114.5(2) . . ? C1 C2 H4 105.2(15) . . ? C3 C2 H4 111.1(15) . . ? C1 C2 H5 107.3(16) . . ? C3 C2 H5 112.1(16) . . ? H4 C2 H5 106(2) . . ? C4 C3 C2 114.6(2) . . ? C4 C3 H6 109.4(15) . . ? C2 C3 H6 109.4(15) . . ? C4 C3 H7 105.9(14) . . ? C2 C3 H7 110.9(14) . . ? H6 C3 H7 106(2) . . ? C10 C4 C5 117.1(2) . . ? C10 C4 C3 121.4(2) . . ? C5 C4 C3 121.5(2) . . ? C6 C5 C4 121.7(2) . . ? C6 C5 H8 121.8(15) . . ? C4 C5 H8 116.5(15) . . ? C5 C6 C7 120.7(2) . . ? C5 C6 H9 120.0(14) . . ? C7 C6 H9 119.2(14) . . ? C9 C7 C6 118.2(2) . . ? C9 C7 C8 121.7(2) . . ? C6 C7 C8 120.0(2) . . ? O4 C8 O3 122.1(2) . . ? O4 C8 C7 124.3(2) . . ? O3 C8 C7 113.6(2) . . ? C10 C9 C7 120.5(2) . . ? C10 C9 H10 120.7(15) . . ? C7 C9 H10 118.7(15) . . ? C9 C10 C4 121.6(2) . . ? C9 C10 H11 118.1(15) . . ? C4 C10 H11 120.2(15) . . ? C11 C11 C12 126.2(2) 2_536 . ? C11 C11 H12 118.9(13) 2_536 . ? C12 C11 H12 114.9(13) . . ? C13 C12 C16 116.46(17) . . ? C13 C12 C11 124.13(17) . . ? C16 C12 C11 119.41(17) . . ? C14 C13 C12 120.31(18) . . ? C14 C13 H13 117.1(14) . . ? C12 C13 H13 122.6(14) . . ? N1 C14 C13 122.92(18) . . ? N1 C14 H14 116.5(13) . . ? C13 C14 H14 120.6(13) . . ? N1 C15 C16 122.92(18) . . ? N1 C15 H15 115.8(13) . . ? C16 C15 H15 121.3(13) . . ? C15 C16 C12 120.22(18) . . ? C15 C16 H16 119.6(13) . . ? C12 C16 H16 120.2(13) . . ? C15 N1 C14 117.14(16) . . ? C15 N1 Cu 120.06(12) . . ? C14 N1 Cu 122.63(13) . . ? 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 Cu O1 C1 -108(100) 2_646 . . . ? N1 Cu O1 C1 95.10(12) 2_646 . . . ? N1 Cu O1 C1 -84.90(12) . . . . ? Cu O1 C1 O2 -5.9(2) . . . . ? Cu O1 C1 C2 171.22(15) . . . . ? O2 C1 C2 C3 -159.7(2) . . . . ? O1 C1 C2 C3 23.1(3) . . . . ? C1 C2 C3 C4 59.5(3) . . . . ? C2 C3 C4 C10 46.9(3) . . . . ? C2 C3 C4 C5 -133.5(2) . . . . ? C10 C4 C5 C6 0.7(3) . . . . ? C3 C4 C5 C6 -179.0(2) . . . . ? C4 C5 C6 C7 -1.2(3) . . . . ? C5 C6 C7 C9 0.9(3) . . . . ? C5 C6 C7 C8 -177.2(2) . . . . ? C9 C7 C8 O4 176.0(2) . . . . ? C6 C7 C8 O4 -6.0(3) . . . . ? C9 C7 C8 O3 -4.6(3) . . . . ? C6 C7 C8 O3 173.5(2) . . . . ? C6 C7 C9 C10 -0.1(3) . . . . ? C8 C7 C9 C10 178.0(2) . . . . ? C7 C9 C10 C4 -0.4(3) . . . . ? C5 C4 C10 C9 0.1(3) . . . . ? C3 C4 C10 C9 179.8(2) . . . . ? C11 C11 C12 C13 5.9(4) 2_536 . . . ? C11 C11 C12 C16 -174.1(3) 2_536 . . . ? C16 C12 C13 C14 1.3(3) . . . . ? C11 C12 C13 C14 -178.7(2) . . . . ? C12 C13 C14 N1 -0.9(3) . . . . ? N1 C15 C16 C12 -1.3(3) . . . . ? C13 C12 C16 C15 -0.2(3) . . . . ? C11 C12 C16 C15 179.73(19) . . . . ? C16 C15 N1 C14 1.7(3) . . . . ? C16 C15 N1 Cu -173.74(16) . . . . ? C13 C14 N1 C15 -0.6(3) . . . . ? C13 C14 N1 Cu 174.71(16) . . . . ? O1 Cu N1 C15 149.43(16) . . . . ? O1 Cu N1 C15 -30.57(16) 2_646 . . . ? N1 Cu N1 C15 -16(100) 2_646 . . . ? O1 Cu N1 C14 -25.73(16) . . . . ? O1 Cu N1 C14 154.27(16) 2_646 . . . ? N1 Cu N1 C14 169(100) 2_646 . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O3 H3 O5 0.83(3) 1.77(3) 2.584(3) 164(3) 1_655 O5 H1 O2 0.82(3) 1.89(4) 2.704(3) 173(3) 1_465 O5 H2 O4 0.81(3) 2.04(3) 2.841(3) 167(3) . _diffrn_measured_fraction_theta_max 0.965 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.965 _refine_diff_density_max 0.240 _refine_diff_density_min -0.340 _refine_diff_density_rms 0.051 # Attachment '- CIF-02.cif' data_b2 _database_code_depnum_ccdc_archive 'CCDC 830572' #TrackingRef '- CIF-02.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H46 Cu2 N4 O13' _chemical_formula_weight 965.93 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 Cc loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 16.475(3) _cell_length_b 20.866(4) _cell_length_c 12.955(2) _cell_angle_alpha 90.00 _cell_angle_beta 92.389(2) _cell_angle_gamma 90.00 _cell_volume 4449.9(13) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5880 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 24.90 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.442 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2000 _exptl_absorpt_coefficient_mu 1.024 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.872 _exptl_absorpt_correction_T_max 0.935 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 20472 _diffrn_reflns_av_R_equivalents 0.0315 _diffrn_reflns_av_sigmaI/netI 0.0615 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 28.35 _reflns_number_total 10256 _reflns_number_gt 8326 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0355P)^2^+0.2112P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.004(8) _refine_ls_number_reflns 10256 _refine_ls_number_parameters 578 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0562 _refine_ls_R_factor_gt 0.0407 _refine_ls_wR_factor_ref 0.0951 _refine_ls_wR_factor_gt 0.0880 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _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 Cu1 Cu 0.30618(3) 0.005330(13) 0.23578(3) 0.03431(9) Uani 1 1 d . . . Cu2 Cu 0.80472(16) 0.14302(11) -0.00535(9) 0.0471(8) Uani 0.414(4) 1 d P . 1 Cu2' Cu 0.84662(7) 0.11672(6) 0.00257(5) 0.0328(3) Uani 0.586(4) 1 d P . 2 O1 O 0.85563(14) 0.09807(11) 0.85022(18) 0.0465(5) Uani 1 1 d . . . O2 O 0.75453(15) 0.16645(12) 0.84937(19) 0.0526(6) Uani 1 1 d . . . O3 O 0.7682(2) 0.2048(2) 0.1463(2) 0.0973(12) Uani 1 1 d . . . O4 O 0.8536(2) 0.12521(14) 0.1474(2) 0.0729(9) Uani 1 1 d . . . O5 O 0.71825(14) 0.43878(11) 0.2350(2) 0.0454(6) Uani 1 1 d . . . O6 O 0.70767(19) 0.42846(13) 0.0656(2) 0.0757(8) Uani 1 1 d . . . O7 O 0.35043(19) 0.08462(14) 0.0487(2) 0.0737(8) Uani 1 1 d . . . O8 O 0.39282(13) 0.06848(10) 0.2121(2) 0.0429(6) Uani 1 1 d . . . O9 O 0.9472(2) 0.0308(2) 0.0502(4) 0.1119(13) Uani 1 1 d . . . H1W H 0.9150 0.0497 0.0898 0.168 Uiso 1 1 d R . . H2W H 0.9677 0.0054 0.0957 0.168 Uiso 1 1 d R . . O10 O 0.5845(3) 0.5037(2) 0.9424(4) 0.1352(17) Uani 1 1 d . . . H3W H 0.6243 0.4794 0.9593 0.203 Uiso 1 1 d R . . H4W H 0.6160 0.5360 0.9409 0.203 Uiso 1 1 d R . . O11 O 0.9771(3) 0.0235(2) 0.7553(4) 0.1209(14) Uani 1 1 d . . . H5W H 0.9322 0.0306 0.7830 0.181 Uiso 1 1 d R . . H6W H 1.0061 0.0084 0.8053 0.181 Uiso 1 1 d R . . O12 O 0.1952(3) 0.1159(2) 0.9376(3) 0.1144(13) Uani 1 1 d . . . H7W H 0.2291 0.1121 0.9885 0.172 Uiso 1 1 d R . . H8W H 0.1975 0.0987 0.8784 0.172 Uiso 1 1 d R . . O13 O 0.32464(17) 0.02200(13) 0.4242(2) 0.0649(8) Uani 1 1 d . . . H9W H 0.2826 0.0421 0.4422 0.097 Uiso 1 1 d R . . H10W H 0.3273 -0.0139 0.4551 0.097 Uiso 1 1 d R . . C1 C 0.8015(2) 0.13089(17) 0.8033(3) 0.0451(9) Uani 1 1 d . . . C2 C 0.7953(3) 0.1285(2) 0.6871(3) 0.0608(11) Uani 1 1 d . . . H2A H 0.8098 0.0859 0.6642 0.073 Uiso 1 1 calc R . . H2B H 0.7395 0.1365 0.6638 0.073 Uiso 1 1 calc R . . C3 C 0.8492(3) 0.1763(2) 0.6394(3) 0.0678(12) Uani 1 1 d . . . H3A H 0.9050 0.1679 0.6623 0.081 Uiso 1 1 calc R . . H3B H 0.8351 0.2188 0.6632 0.081 Uiso 1 1 calc R . . C4 C 0.8430(3) 0.17511(19) 0.5237(3) 0.0565(10) Uani 1 1 d . . . C5 C 0.7920(3) 0.2176(2) 0.4687(3) 0.0616(11) Uani 1 1 d . . . H5A H 0.7632 0.2480 0.5047 0.074 Uiso 1 1 calc R . . C6 C 0.7834(3) 0.2155(2) 0.3626(3) 0.0618(10) Uani 1 1 d . . . H6A H 0.7498 0.2447 0.3273 0.074 Uiso 1 1 calc R . . C7 C 0.8254(2) 0.16939(19) 0.3087(3) 0.0519(9) Uani 1 1 d . . . C8 C 0.8134(3) 0.1681(2) 0.1913(3) 0.0605(11) Uani 1 1 d . . . C9 C 0.8769(3) 0.12795(18) 0.3609(3) 0.0571(10) Uani 1 1 d . . . H9A H 0.9061 0.0979 0.3247 0.069 Uiso 1 1 calc R . . C10 C 0.8853(3) 0.13097(19) 0.4689(3) 0.0598(10) Uani 1 1 d . . . H10A H 0.9202 0.1026 0.5039 0.072 Uiso 1 1 calc R . . C11 C 0.6901(2) 0.41241(15) 0.1528(3) 0.0456(8) Uani 1 1 d . . . C12 C 0.6293(2) 0.35903(17) 0.1690(3) 0.0590(10) Uani 1 1 d . . . H12A H 0.6430 0.3385 0.2346 0.071 Uiso 1 1 calc R . . H12B H 0.5760 0.3781 0.1742 0.071 Uiso 1 1 calc R . . C13 C 0.6243(3) 0.30919(18) 0.0884(4) 0.0712(12) Uani 1 1 d . . . H13A H 0.6779 0.2907 0.0830 0.085 Uiso 1 1 calc R . . H13B H 0.6106 0.3300 0.0230 0.085 Uiso 1 1 calc R . . C14 C 0.5644(2) 0.25438(14) 0.1015(3) 0.0463(8) Uani 1 1 d . . . C15 C 0.5121(2) 0.23688(16) 0.0207(3) 0.0557(9) Uani 1 1 d . . . H15A H 0.5128 0.2597 -0.0410 0.067 Uiso 1 1 calc R . . C16 C 0.4590(2) 0.18653(16) 0.0288(3) 0.0518(9) Uani 1 1 d . . . H16A H 0.4249 0.1758 -0.0276 0.062 Uiso 1 1 calc R . . C17 C 0.39522(19) 0.09774(14) 0.1255(3) 0.0413(8) Uani 1 1 d . . . C18 C 0.45520(19) 0.15166(13) 0.1183(2) 0.0364(7) Uani 1 1 d . . . C19 C 0.5066(2) 0.16870(17) 0.1999(3) 0.0493(9) Uani 1 1 d . . . H19A H 0.5056 0.1460 0.2616 0.059 Uiso 1 1 calc R . . C20 C 0.5604(2) 0.21987(18) 0.1909(3) 0.0604(11) Uani 1 1 d . . . H20A H 0.5945 0.2308 0.2472 0.073 Uiso 1 1 calc R . . C21 C 0.6972(2) -0.04233(17) -0.0466(3) 0.0531(9) Uani 1 1 d . . . H21A H 0.7085 -0.0811 -0.0785 0.064 Uiso 1 1 calc R . . C22 C 0.7548(2) 0.00442(18) -0.0393(3) 0.0602(10) Uani 1 1 d . . . H22A H 0.8050 -0.0036 -0.0672 0.072 Uiso 1 1 calc R . . C23 C 0.6722(3) 0.07089(19) 0.0430(4) 0.0839(16) Uani 1 1 d . . . H23A H 0.6635 0.1105 0.0735 0.101 Uiso 1 1 calc R . . C24 C 0.6088(3) 0.02591(18) 0.0404(4) 0.0714(13) Uani 1 1 d . . . H24A H 0.5594 0.0351 0.0695 0.086 Uiso 1 1 calc R . . C25 C 0.6215(2) -0.03195(15) -0.0065(3) 0.0444(8) Uani 1 1 d . . . C26 C 0.5580(2) -0.08231(16) -0.0081(3) 0.0512(9) Uani 1 1 d . . . H26A H 0.5048 -0.0701 0.0034 0.061 Uiso 1 1 calc R . . C27 C 0.5727(2) -0.14379(15) -0.0252(3) 0.0468(8) Uani 1 1 d . . . H27A H 0.6262 -0.1545 -0.0378 0.056 Uiso 1 1 calc R . . C28 C 0.5144(2) -0.19669(16) -0.0264(3) 0.0510(9) Uani 1 1 d . . . C29 C 0.5411(3) -0.25954(17) -0.0311(3) 0.0650(11) Uani 1 1 d . . . H29A H 0.5962 -0.2677 -0.0372 0.078 Uiso 1 1 calc R . . C30 C 0.4884(4) -0.3094(2) -0.0269(3) 0.0850(17) Uani 1 1 d . . . H30A H 0.5088 -0.3508 -0.0310 0.102 Uiso 1 1 calc R . . C31 C 0.3811(3) -0.2412(3) -0.0176(3) 0.0830(16) Uani 1 1 d . . . H31A H 0.3254 -0.2351 -0.0139 0.100 Uiso 1 1 calc R . . C32 C 0.4312(3) -0.1867(2) -0.0236(3) 0.0684(12) Uani 1 1 d . . . H32A H 0.4094 -0.1455 -0.0256 0.082 Uiso 1 1 calc R . . C33 C 0.1950(2) 0.18369(14) 0.2814(3) 0.0442(8) Uani 1 1 d . . . H33A H 0.2127 0.2224 0.3099 0.053 Uiso 1 1 calc R . . C34 C 0.2469(2) 0.13258(14) 0.2783(3) 0.0459(8) Uani 1 1 d . . . H34A H 0.2997 0.1374 0.3053 0.055 Uiso 1 1 calc R . . C35 C 0.1490(2) 0.06966(13) 0.2015(3) 0.0463(8) Uani 1 1 d . . . H35A H 0.1327 0.0304 0.1738 0.056 Uiso 1 1 calc R . . C36 C 0.0937(2) 0.11884(15) 0.2030(3) 0.0507(9) Uani 1 1 d . . . H36A H 0.0408 0.1123 0.1774 0.061 Uiso 1 1 calc R . . C37 C 0.1165(2) 0.17771(15) 0.2422(3) 0.0392(7) Uani 1 1 d . . . C38 C 0.0569(2) 0.23020(14) 0.2398(3) 0.0436(8) Uani 1 1 d . . . H38A H 0.0041 0.2203 0.2173 0.052 Uiso 1 1 calc R . . C39 C 0.07179(19) 0.29013(13) 0.2668(3) 0.0402(7) Uani 1 1 d . . . H39A H 0.1240 0.3011 0.2904 0.048 Uiso 1 1 calc R . . C40 C 0.00957(19) 0.34000(13) 0.2612(2) 0.0364(7) Uani 1 1 d . . . C41 C 0.0283(2) 0.40409(15) 0.2817(3) 0.0527(9) Uani 1 1 d . . . H41A H 0.0811 0.4158 0.3014 0.063 Uiso 1 1 calc R . . C42 C -0.0314(2) 0.44963(14) 0.2728(3) 0.0498(9) Uani 1 1 d . . . H42A H -0.0170 0.4921 0.2850 0.060 Uiso 1 1 calc R . . C43 C -0.1266(2) 0.37514(15) 0.2309(4) 0.0672(13) Uani 1 1 d . . . H43A H -0.1801 0.3641 0.2134 0.081 Uiso 1 1 calc R . . C44 C -0.0697(2) 0.32714(15) 0.2381(4) 0.0635(12) Uani 1 1 d . . . H44A H -0.0859 0.2849 0.2270 0.076 Uiso 1 1 calc R . . N1 N 0.22454(16) 0.07621(12) 0.2380(2) 0.0382(7) Uani 1 1 d . . . N2 N -0.10913(16) 0.43673(12) 0.2477(2) 0.0373(7) Uani 1 1 d . . . N3 N 0.7438(2) 0.05958(17) 0.0043(2) 0.0648(10) Uani 1 1 d . . . N4 N 0.4099(3) -0.30161(19) -0.0171(3) 0.0810(14) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.02575(15) 0.01670(14) 0.0605(2) 0.00100(17) 0.00251(13) 0.00304(15) Cu2 0.0627(15) 0.0473(10) 0.0314(5) -0.0007(5) 0.0029(5) -0.0349(11) Cu2' 0.0387(7) 0.0292(5) 0.0304(3) 0.0009(3) 0.0014(3) -0.0141(5) O1 0.0485(14) 0.0426(12) 0.0483(13) 0.0024(10) 0.0008(11) -0.0053(10) O2 0.0519(15) 0.0532(14) 0.0522(15) 0.0037(12) -0.0012(12) 0.0015(12) O3 0.085(2) 0.157(3) 0.0488(18) 0.028(2) -0.0090(17) 0.001(2) O4 0.107(2) 0.0661(18) 0.0460(17) 0.0007(13) 0.0045(16) -0.0369(18) O5 0.0290(13) 0.0282(11) 0.0788(18) -0.0007(11) 0.0009(12) -0.0017(10) O6 0.089(2) 0.0624(17) 0.075(2) 0.0138(15) 0.0015(17) -0.0346(16) O7 0.0790(19) 0.0683(18) 0.0730(19) -0.0176(15) -0.0066(16) -0.0341(16) O8 0.0329(13) 0.0228(10) 0.0730(17) 0.0083(11) 0.0014(11) -0.0015(9) O9 0.072(2) 0.111(3) 0.153(4) -0.044(3) 0.009(2) -0.006(2) O10 0.117(4) 0.172(5) 0.117(4) 0.020(3) 0.020(3) 0.038(3) O11 0.097(3) 0.136(3) 0.132(3) 0.007(3) 0.028(2) 0.045(3) O12 0.113(3) 0.141(4) 0.089(3) -0.004(2) 0.005(2) 0.038(3) O13 0.0715(18) 0.0548(15) 0.0695(19) 0.0137(13) 0.0156(15) 0.0239(14) C1 0.061(2) 0.0415(18) 0.0321(18) 0.0057(14) -0.0007(16) -0.0147(17) C2 0.075(3) 0.069(3) 0.038(2) 0.0004(18) -0.0012(19) -0.022(2) C3 0.093(3) 0.072(3) 0.039(2) 0.0015(18) 0.003(2) -0.031(3) C4 0.068(3) 0.064(2) 0.037(2) 0.0033(17) 0.0018(18) -0.019(2) C5 0.068(3) 0.066(2) 0.051(3) -0.0044(19) 0.012(2) -0.010(2) C6 0.063(2) 0.074(3) 0.048(2) 0.011(2) -0.0050(18) -0.007(2) C7 0.056(2) 0.061(2) 0.039(2) -0.0012(17) -0.0011(17) -0.0212(19) C8 0.059(3) 0.074(3) 0.049(2) 0.006(2) 0.003(2) -0.024(2) C9 0.065(2) 0.058(2) 0.048(2) -0.0022(17) 0.0054(19) -0.0085(19) C10 0.069(3) 0.065(2) 0.045(2) 0.0129(18) -0.0086(19) -0.012(2) C11 0.0366(17) 0.0316(15) 0.068(2) 0.0032(16) -0.0012(17) -0.0026(13) C12 0.056(2) 0.0431(19) 0.078(3) -0.0080(18) 0.006(2) -0.0223(17) C13 0.077(3) 0.047(2) 0.092(3) -0.013(2) 0.031(2) -0.028(2) C14 0.052(2) 0.0280(14) 0.060(2) -0.0037(15) 0.0145(17) -0.0123(14) C15 0.079(3) 0.0404(17) 0.048(2) 0.0086(16) 0.0111(19) -0.0103(18) C16 0.056(2) 0.0500(19) 0.049(2) 0.0059(16) -0.0022(17) -0.0080(17) C17 0.0354(17) 0.0287(14) 0.060(2) -0.0071(15) 0.0041(15) -0.0035(12) C18 0.0381(16) 0.0246(13) 0.0466(18) -0.0042(12) 0.0044(14) -0.0018(12) C19 0.057(2) 0.0428(19) 0.048(2) 0.0093(16) -0.0025(17) -0.0226(17) C20 0.067(3) 0.057(2) 0.056(2) -0.0026(18) -0.0090(19) -0.033(2) C21 0.049(2) 0.0363(17) 0.075(3) 0.0052(17) 0.0117(18) -0.0148(15) C22 0.047(2) 0.058(2) 0.075(3) 0.011(2) 0.0035(19) -0.0253(18) C23 0.126(4) 0.053(2) 0.074(3) -0.029(2) 0.034(3) -0.052(3) C24 0.082(3) 0.045(2) 0.090(3) -0.014(2) 0.037(3) -0.021(2) C25 0.045(2) 0.0343(16) 0.054(2) 0.0016(15) 0.0031(16) -0.0148(14) C26 0.0400(18) 0.0467(19) 0.067(2) -0.0030(17) 0.0068(17) -0.0165(15) C27 0.0441(19) 0.0346(16) 0.061(2) 0.0050(15) 0.0015(16) -0.0175(14) C28 0.068(2) 0.0445(18) 0.0401(19) 0.0043(15) 0.0009(16) -0.0331(18) C29 0.090(3) 0.046(2) 0.059(2) 0.0013(18) 0.003(2) -0.030(2) C30 0.145(5) 0.051(2) 0.060(3) -0.0001(19) 0.012(3) -0.054(3) C31 0.076(3) 0.116(4) 0.056(3) 0.007(3) -0.002(2) -0.061(3) C32 0.066(3) 0.072(3) 0.066(3) 0.008(2) -0.006(2) -0.040(2) C33 0.0408(19) 0.0249(14) 0.066(2) -0.0091(14) -0.0085(16) 0.0075(13) C34 0.0390(18) 0.0282(14) 0.069(2) -0.0064(15) -0.0119(16) 0.0036(13) C35 0.0400(18) 0.0225(13) 0.076(2) -0.0090(15) -0.0074(17) 0.0058(13) C36 0.0335(17) 0.0347(16) 0.083(3) -0.0082(17) -0.0114(17) 0.0054(13) C37 0.0385(18) 0.0317(15) 0.0471(19) -0.0004(14) -0.0027(14) 0.0125(13) C38 0.0398(18) 0.0329(15) 0.058(2) -0.0061(15) -0.0047(15) 0.0120(15) C39 0.0341(17) 0.0294(14) 0.057(2) -0.0034(13) -0.0006(14) 0.0116(12) C40 0.0338(17) 0.0257(13) 0.0493(19) -0.0037(13) -0.0029(14) 0.0087(12) C41 0.0347(18) 0.0327(16) 0.089(3) -0.0081(17) -0.0124(18) 0.0057(13) C42 0.0353(18) 0.0250(14) 0.088(3) -0.0075(16) -0.0085(17) 0.0015(13) C43 0.0314(18) 0.0269(16) 0.142(4) -0.010(2) -0.009(2) 0.0051(14) C44 0.043(2) 0.0216(14) 0.126(4) -0.0119(18) -0.003(2) 0.0049(14) N1 0.0300(15) 0.0205(12) 0.0639(18) -0.0030(11) 0.0001(13) 0.0050(11) N2 0.0334(16) 0.0197(12) 0.0588(17) -0.0029(12) 0.0029(13) 0.0037(11) N3 0.092(3) 0.062(2) 0.0410(17) -0.0018(15) 0.0051(17) -0.052(2) N4 0.133(4) 0.072(2) 0.0393(18) -0.0078(17) 0.009(2) -0.076(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 Cu1 O8 1.976(2) . ? Cu1 N1 2.000(3) . ? Cu1 N2 2.001(3) 3_545 ? Cu1 O5 2.006(2) 3_445 ? Cu2 N3 2.017(3) . ? Cu2 O2 2.082(3) 1_554 ? Cu2 N4 2.094(4) 3 ? Cu2 O4 2.138(3) . ? Cu2 O1 2.284(3) 1_554 ? Cu2 C1 2.490(4) 1_554 ? Cu2' O4 1.883(3) . ? Cu2' N4 2.020(3) 3 ? Cu2' O1 2.023(2) 1_554 ? Cu2' N3 2.073(3) . ? Cu2' H1W 2.0966 . ? O1 C1 1.260(4) . ? O1 Cu2' 2.023(2) 1_556 ? O1 Cu2 2.284(3) 1_556 ? O2 C1 1.243(4) . ? O2 Cu2 2.082(3) 1_556 ? O3 C8 1.201(5) . ? O4 C8 1.263(5) . ? O5 C11 1.269(4) . ? O5 Cu1 2.006(2) 3 ? O6 C11 1.224(4) . ? O7 C17 1.244(4) . ? O8 C17 1.280(4) . ? O9 H1W 0.8500 . ? O9 H2W 0.8501 . ? O10 H3W 0.8500 . ? O10 H4W 0.8506 . ? O11 H5W 0.8500 . ? O11 H6W 0.8499 . ? O12 H7W 0.8501 . ? O12 H8W 0.8500 . ? O13 H9W 0.8500 . ? O13 H10W 0.8499 . ? C1 C2 1.506(5) . ? C1 Cu2 2.490(4) 1_556 ? C2 C3 1.488(5) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.499(5) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C10 1.371(6) . ? C4 C5 1.396(6) . ? C5 C6 1.377(5) . ? C5 H5A 0.9300 . ? C6 C7 1.390(6) . ? C6 H6A 0.9300 . ? C7 C9 1.369(5) . ? C7 C8 1.526(6) . ? C9 C10 1.402(5) . ? C9 H9A 0.9300 . ? C10 H10A 0.9300 . ? C11 C12 1.519(5) . ? C12 C13 1.473(5) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.524(4) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C20 1.367(5) . ? C14 C15 1.378(5) . ? C15 C16 1.374(5) . ? C15 H15A 0.9300 . ? C16 C18 1.372(5) . ? C16 H16A 0.9300 . ? C17 C18 1.503(4) . ? C18 C19 1.375(5) . ? C19 C20 1.396(5) . ? C19 H19A 0.9300 . ? C20 H20A 0.9300 . ? C21 C22 1.362(5) . ? C21 C25 1.387(5) . ? C21 H21A 0.9300 . ? C22 N3 1.299(5) . ? C22 H22A 0.9300 . ? C23 N3 1.321(6) . ? C23 C24 1.405(5) . ? C23 H23A 0.9300 . ? C24 C25 1.371(5) . ? C24 H24A 0.9300 . ? C25 C26 1.483(4) . ? C26 C27 1.326(5) . ? C26 H26A 0.9300 . ? C27 C28 1.463(4) . ? C27 H27A 0.9300 . ? C28 C29 1.386(5) . ? C28 C32 1.387(6) . ? C29 C30 1.357(5) . ? C29 H29A 0.9300 . ? C30 N4 1.315(7) . ? C30 H30A 0.9300 . ? C31 N4 1.348(7) . ? C31 C32 1.410(5) . ? C31 H31A 0.9300 . ? C32 H32A 0.9300 . ? C33 C34 1.369(4) . ? C33 C37 1.374(5) . ? C33 H33A 0.9300 . ? C34 N1 1.333(4) . ? C34 H34A 0.9300 . ? C35 N1 1.319(4) . ? C35 C36 1.373(4) . ? C35 H35A 0.9300 . ? C36 C37 1.376(4) . ? C36 H36A 0.9300 . ? C37 C38 1.471(4) . ? C38 C39 1.319(4) . ? C38 H38A 0.9300 . ? C39 C40 1.460(4) . ? C39 H39A 0.9300 . ? C40 C44 1.355(5) . ? C40 C41 1.396(4) . ? C41 C42 1.369(4) . ? C41 H41A 0.9300 . ? C42 N2 1.335(4) . ? C42 H42A 0.9300 . ? C43 N2 1.333(4) . ? C43 C44 1.372(5) . ? C43 H43A 0.9300 . ? C44 H44A 0.9300 . ? N2 Cu1 2.001(3) 3_455 ? N4 Cu2' 2.020(3) 3_445 ? N4 Cu2 2.094(4) 3_445 ? 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 O8 Cu1 N1 89.98(9) . . ? O8 Cu1 N2 89.03(10) . 3_545 ? N1 Cu1 N2 174.45(13) . 3_545 ? O8 Cu1 O5 170.68(11) . 3_445 ? N1 Cu1 O5 91.49(10) . 3_445 ? N2 Cu1 O5 90.36(8) 3_545 3_445 ? N3 Cu2 O2 94.53(13) . 1_554 ? N3 Cu2 N4 153.7(3) . 3 ? O2 Cu2 N4 95.95(13) 1_554 3 ? N3 Cu2 O4 87.80(14) . . ? O2 Cu2 O4 176.1(2) 1_554 . ? N4 Cu2 O4 83.22(15) 3 . ? N3 Cu2 O1 84.10(13) . 1_554 ? O2 Cu2 O1 60.09(10) 1_554 1_554 ? N4 Cu2 O1 80.43(14) 3 1_554 ? O4 Cu2 O1 123.4(2) . 1_554 ? N3 Cu2 C1 89.10(12) . 1_554 ? O2 Cu2 C1 29.87(11) 1_554 1_554 ? N4 Cu2 C1 88.11(13) 3 1_554 ? O4 Cu2 C1 153.5(2) . 1_554 ? O1 Cu2 C1 30.22(11) 1_554 1_554 ? O4 Cu2' N4 92.05(13) . 3 ? O4 Cu2' O1 170.40(17) . 1_554 ? N4 Cu2' O1 88.86(12) 3 1_554 ? O4 Cu2' N3 93.39(13) . . ? N4 Cu2' N3 156.0(2) 3 . ? O1 Cu2' N3 89.62(11) 1_554 . ? O4 Cu2' H1W 61.1 . . ? N4 Cu2' H1W 111.2 3 . ? O1 Cu2' H1W 109.7 1_554 . ? N3 Cu2' H1W 91.8 . . ? C1 O1 Cu2' 106.7(2) . 1_556 ? C1 O1 Cu2 84.0(2) . 1_556 ? Cu2' O1 Cu2 22.68(5) 1_556 1_556 ? C1 O2 Cu2 93.6(2) . 1_556 ? C8 O4 Cu2' 120.2(3) . . ? C8 O4 Cu2 96.3(3) . . ? Cu2' O4 Cu2 24.37(6) . . ? C11 O5 Cu1 122.8(2) . 3 ? C17 O8 Cu1 120.2(2) . . ? H1W O9 H2W 96.4 . . ? H3W O10 H4W 90.8 . . ? H5W O11 H6W 102.4 . . ? H7W O12 H8W 127.4 . . ? H9W O13 H10W 109.4 . . ? O2 C1 O1 122.4(3) . . ? O2 C1 C2 118.8(4) . . ? O1 C1 C2 118.8(4) . . ? O2 C1 Cu2 56.6(2) . 1_556 ? O1 C1 Cu2 65.8(2) . 1_556 ? C2 C1 Cu2 175.3(3) . 1_556 ? C3 C2 C1 112.0(3) . . ? C3 C2 H2A 109.2 . . ? C1 C2 H2A 109.2 . . ? C3 C2 H2B 109.2 . . ? C1 C2 H2B 109.2 . . ? H2A C2 H2B 107.9 . . ? C2 C3 C4 112.8(3) . . ? C2 C3 H3A 109.0 . . ? C4 C3 H3A 109.0 . . ? C2 C3 H3B 109.0 . . ? C4 C3 H3B 109.0 . . ? H3A C3 H3B 107.8 . . ? C10 C4 C5 118.1(3) . . ? C10 C4 C3 121.0(4) . . ? C5 C4 C3 120.9(4) . . ? C6 C5 C4 121.6(4) . . ? C6 C5 H5A 119.2 . . ? C4 C5 H5A 119.2 . . ? C5 C6 C7 119.4(4) . . ? C5 C6 H6A 120.3 . . ? C7 C6 H6A 120.3 . . ? C9 C7 C6 120.0(3) . . ? C9 C7 C8 122.2(4) . . ? C6 C7 C8 117.8(4) . . ? O3 C8 O4 124.0(4) . . ? O3 C8 C7 121.6(5) . . ? O4 C8 C7 114.4(4) . . ? C7 C9 C10 119.9(4) . . ? C7 C9 H9A 120.1 . . ? C10 C9 H9A 120.1 . . ? C4 C10 C9 121.0(4) . . ? C4 C10 H10A 119.5 . . ? C9 C10 H10A 119.5 . . ? O6 C11 O5 124.3(3) . . ? O6 C11 C12 120.7(3) . . ? O5 C11 C12 114.9(3) . . ? C13 C12 C11 116.0(3) . . ? C13 C12 H12A 108.3 . . ? C11 C12 H12A 108.3 . . ? C13 C12 H12B 108.3 . . ? C11 C12 H12B 108.3 . . ? H12A C12 H12B 107.4 . . ? C12 C13 C14 117.9(3) . . ? C12 C13 H13A 107.8 . . ? C14 C13 H13A 107.8 . . ? C12 C13 H13B 107.8 . . ? C14 C13 H13B 107.8 . . ? H13A C13 H13B 107.2 . . ? C20 C14 C15 117.0(3) . . ? C20 C14 C13 122.9(3) . . ? C15 C14 C13 120.1(3) . . ? C16 C15 C14 121.6(3) . . ? C16 C15 H15A 119.2 . . ? C14 C15 H15A 119.2 . . ? C18 C16 C15 121.5(3) . . ? C18 C16 H16A 119.3 . . ? C15 C16 H16A 119.3 . . ? O7 C17 O8 123.9(3) . . ? O7 C17 C18 119.0(3) . . ? O8 C17 C18 117.1(3) . . ? C16 C18 C19 117.7(3) . . ? C16 C18 C17 120.2(3) . . ? C19 C18 C17 122.1(3) . . ? C18 C19 C20 120.4(3) . . ? C18 C19 H19A 119.8 . . ? C20 C19 H19A 119.8 . . ? C14 C20 C19 121.8(3) . . ? C14 C20 H20A 119.1 . . ? C19 C20 H20A 119.1 . . ? C22 C21 C25 119.8(4) . . ? C22 C21 H21A 120.1 . . ? C25 C21 H21A 120.1 . . ? N3 C22 C21 123.7(4) . . ? N3 C22 H22A 118.2 . . ? C21 C22 H22A 118.2 . . ? N3 C23 C24 123.1(4) . . ? N3 C23 H23A 118.4 . . ? C24 C23 H23A 118.4 . . ? C25 C24 C23 118.1(4) . . ? C25 C24 H24A 120.9 . . ? C23 C24 H24A 120.9 . . ? C24 C25 C21 117.4(3) . . ? C24 C25 C26 120.6(3) . . ? C21 C25 C26 121.9(3) . . ? C27 C26 C25 123.6(3) . . ? C27 C26 H26A 118.2 . . ? C25 C26 H26A 118.2 . . ? C26 C27 C28 127.4(3) . . ? C26 C27 H27A 116.3 . . ? C28 C27 H27A 116.3 . . ? C29 C28 C32 117.4(3) . . ? C29 C28 C27 120.3(4) . . ? C32 C28 C27 122.3(3) . . ? C30 C29 C28 121.2(5) . . ? C30 C29 H29A 119.4 . . ? C28 C29 H29A 119.4 . . ? N4 C30 C29 122.9(5) . . ? N4 C30 H30A 118.5 . . ? C29 C30 H30A 118.5 . . ? N4 C31 C32 123.2(5) . . ? N4 C31 H31A 118.4 . . ? C32 C31 H31A 118.4 . . ? C28 C32 C31 117.5(4) . . ? C28 C32 H32A 121.3 . . ? C31 C32 H32A 121.3 . . ? C34 C33 C37 119.8(3) . . ? C34 C33 H33A 120.1 . . ? C37 C33 H33A 120.1 . . ? N1 C34 C33 122.4(3) . . ? N1 C34 H34A 118.8 . . ? C33 C34 H34A 118.8 . . ? N1 C35 C36 122.3(3) . . ? N1 C35 H35A 118.9 . . ? C36 C35 H35A 118.9 . . ? C35 C36 C37 120.1(3) . . ? C35 C36 H36A 120.0 . . ? C37 C36 H36A 120.0 . . ? C33 C37 C36 117.1(3) . . ? C33 C37 C38 123.9(3) . . ? C36 C37 C38 119.0(3) . . ? C39 C38 C37 125.7(3) . . ? C39 C38 H38A 117.1 . . ? C37 C38 H38A 117.1 . . ? C38 C39 C40 122.7(3) . . ? C38 C39 H39A 118.7 . . ? C40 C39 H39A 118.7 . . ? C44 C40 C41 115.8(3) . . ? C44 C40 C39 122.6(3) . . ? C41 C40 C39 121.6(3) . . ? C42 C41 C40 119.8(3) . . ? C42 C41 H41A 120.1 . . ? C40 C41 H41A 120.1 . . ? N2 C42 C41 124.0(3) . . ? N2 C42 H42A 118.0 . . ? C41 C42 H42A 118.0 . . ? N2 C43 C44 123.4(3) . . ? N2 C43 H43A 118.3 . . ? C44 C43 H43A 118.3 . . ? C40 C44 C43 121.3(3) . . ? C40 C44 H44A 119.3 . . ? C43 C44 H44A 119.3 . . ? C35 N1 C34 118.2(3) . . ? C35 N1 Cu1 122.9(2) . . ? C34 N1 Cu1 118.9(2) . . ? C43 N2 C42 115.6(3) . . ? C43 N2 Cu1 122.1(2) . 3_455 ? C42 N2 Cu1 122.2(2) . 3_455 ? C22 N3 C23 117.9(3) . . ? C22 N3 Cu2 131.2(3) . . ? C23 N3 Cu2 108.9(3) . . ? C22 N3 Cu2' 112.0(3) . . ? C23 N3 Cu2' 130.1(3) . . ? Cu2 N3 Cu2' 24.93(7) . . ? C30 N4 C31 117.6(4) . . ? C30 N4 Cu2' 115.1(4) . 3_445 ? C31 N4 Cu2' 127.3(4) . 3_445 ? C30 N4 Cu2 139.5(4) . 3_445 ? C31 N4 Cu2 102.9(4) . 3_445 ? Cu2' N4 Cu2 24.75(7) 3_445 3_445 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O9 H1W O4 0.85 2.03 2.830(5) 156.2 . O9 H2W O11 0.85 2.15 2.910(7) 148.2 2_554 O10 H3W O6 0.85 2.18 2.976(5) 155.8 1_556 O10 H4W O12 0.85 2.12 2.971(7) 179.5 3 O11 H5W O1 0.85 2.10 2.855(4) 147.2 . O11 H6W O10 0.85 2.15 2.970(7) 160.8 3_545 O12 H7W O7 0.85 2.19 2.955(5) 149.4 1_556 O12 H8W O5 0.85 2.06 2.902(5) 172.6 4_455 O13 H9W O6 0.85 2.15 2.904(4) 147.6 4_455 O13 H10W O7 0.85 1.94 2.770(4) 166.2 2 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 28.35 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.349 _refine_diff_density_min -0.403 _refine_diff_density_rms 0.051 # Attachment '- CIF-03.cif' data_b3 _database_code_depnum_ccdc_archive 'CCDC 830573' #TrackingRef '- CIF-03.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H25 N3 Ni O5' _chemical_formula_weight 542.22 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Iba2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' 'x+1, -y+1, z+1/2' '-x+1, y+1, z+1/2' _cell_length_a 28.262(5) _cell_length_b 9.1619(18) _cell_length_c 20.511(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5310.9(18) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 1490 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 18.17 _exptl_crystal_description green _exptl_crystal_colour block _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.356 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2256 _exptl_absorpt_coefficient_mu 0.773 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8363 _exptl_absorpt_correction_T_max 0.9198 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 19407 _diffrn_reflns_av_R_equivalents 0.0930 _diffrn_reflns_av_sigmaI/netI 0.0884 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.34 _diffrn_reflns_theta_max 25.49 _reflns_number_total 4937 _reflns_number_gt 3037 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0008(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.45(5) _refine_ls_number_reflns 4937 _refine_ls_number_parameters 335 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.1216 _refine_ls_R_factor_gt 0.0674 _refine_ls_wR_factor_ref 0.2049 _refine_ls_wR_factor_gt 0.1716 _refine_ls_goodness_of_fit_ref 1.108 _refine_ls_restrained_S_all 1.112 _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 0.13964(2) 1.10059(8) 0.36087(13) 0.0365(3) Uani 1 1 d . . . N1 N 0.1821(4) 1.0010(10) 0.2805(5) 0.044(2) Uani 1 1 d . . . N2 N 0.3199(4) 0.4701(9) -0.0614(5) 0.037(2) Uani 1 1 d . . . N3 N 0.10219(17) 0.9036(6) 0.3618(8) 0.0464(13) Uani 1 1 d . . . O1 O 0.0959(3) 1.1691(9) 0.4294(4) 0.044(2) Uani 1 1 d . . . O2 O 0.1349(4) 1.3582(14) 0.4703(6) 0.087(4) Uani 1 1 d . . . O3 O -0.1338(4) 1.3690(14) 0.7515(6) 0.083(4) Uani 1 1 d . . . O4 O -0.0912(3) 1.1866(9) 0.7930(4) 0.039(2) Uani 1 1 d . . . O5 O 0.18006(13) 1.2886(5) 0.3624(5) 0.0433(12) Uani 1 1 d . . . H2W H 0.1717 1.3241 0.3259 0.065 Uiso 1 1 d R . . H1W H 0.1687 1.3265 0.3968 0.065 Uiso 1 1 d R . . C1 C 0.1022(6) 1.2780(17) 0.4714(6) 0.063(4) Uani 1 1 d . . . C2 C 0.0615(6) 1.2904(18) 0.5218(7) 0.088(5) Uani 1 1 d U . . C3 C 0.0808(4) 1.3177(14) 0.5885(5) 0.087(4) Uani 1 1 d . . . H3 H 0.1123 1.3448 0.5939 0.104 Uiso 1 1 calc R . . C4 C 0.0504(5) 1.3015(18) 0.6441(6) 0.116(5) Uani 1 1 d . . . H4 H 0.0592 1.3438 0.6834 0.139 Uiso 1 1 calc R . . C5 C 0.0070(7) 1.222(4) 0.6405(11) 0.164(12) Uani 1 1 d . . . C6 C -0.0074(7) 1.212(3) 0.5830(11) 0.119(8) Uani 1 1 d . . . H6 H -0.0399 1.2131 0.5755 0.142 Uiso 1 1 calc R . . C7 C 0.0252(7) 1.1971(19) 0.5257(10) 0.121(8) Uani 1 1 d . . . H7 H 0.0204 1.1258 0.4941 0.146 Uiso 1 1 calc R . . C8 C -0.0250(6) 1.214(3) 0.6974(7) 0.162(11) Uani 1 1 d . . . H8A H -0.0268 1.1131 0.7110 0.195 Uiso 1 1 calc R . . H8B H -0.0105 1.2685 0.7328 0.195 Uiso 1 1 calc R . . C9 C -0.0695(4) 1.2640(19) 0.6899(6) 0.072(4) Uani 1 1 d . . . H9A H -0.0853 1.2025 0.6582 0.086 Uiso 1 1 calc R . . H9B H -0.0678 1.3615 0.6716 0.086 Uiso 1 1 calc R . . C10 C -0.1002(4) 1.2704(15) 0.7506(7) 0.045(3) Uani 1 1 d . . . C11 C 0.2280(4) 1.0196(13) 0.2741(6) 0.044(3) Uani 1 1 d . . . H11 H 0.2441 1.0838 0.3013 0.052 Uiso 1 1 calc R . . C12 C 0.2519(6) 0.9424(19) 0.2264(7) 0.081(6) Uani 1 1 d . . . H12 H 0.2848 0.9395 0.2269 0.097 Uiso 1 1 calc R . . C13 C 0.2310(5) 0.8803(13) 0.1853(6) 0.050(4) Uani 1 1 d . . . C14 C 0.1826(6) 0.8699(18) 0.1900(9) 0.092(6) Uani 1 1 d . . . H14 H 0.1663 0.8165 0.1586 0.111 Uiso 1 1 calc R . . C15 C 0.1583(5) 0.9322(15) 0.2369(7) 0.062(4) Uani 1 1 d . . . H15 H 0.1255 0.9269 0.2385 0.075 Uiso 1 1 calc R . . C16 C 0.2561(5) 0.7904(17) 0.1314(10) 0.081(5) Uani 1 1 d . . . H16 H 0.2889 0.7990 0.1310 0.097 Uiso 1 1 calc R . . C17 C 0.2391(6) 0.7062(14) 0.0873(7) 0.063(4) Uani 1 1 d . . . H17 H 0.2065 0.6920 0.0847 0.076 Uiso 1 1 calc R . . C18 C 0.2696(5) 0.6343(16) 0.0422(7) 0.068(5) Uani 1 1 d . . . C19 C 0.3195(6) 0.6258(13) 0.0414(8) 0.067(4) Uani 1 1 d . . . H19 H 0.3380 0.6715 0.0728 0.080 Uiso 1 1 calc R . . C20 C 0.3395(6) 0.5437(19) -0.0101(8) 0.074(4) Uani 1 1 d . . . H20 H 0.3724 0.5389 -0.0088 0.089 Uiso 1 1 calc R . . C21 C 0.2728(5) 0.4674(18) -0.0576(7) 0.077(5) Uani 1 1 d . . . H21 H 0.2563 0.4156 -0.0894 0.092 Uiso 1 1 calc R . . C22 C 0.2463(4) 0.5384(14) -0.0083(6) 0.052(3) Uani 1 1 d . . . H22 H 0.2136 0.5257 -0.0071 0.062 Uiso 1 1 calc R . . C23 C 0.1227(3) 0.7736(8) 0.3549(11) 0.075(4) Uani 1 1 d . . . H23 H 0.1554 0.7710 0.3492 0.090 Uiso 1 1 calc R . . C24 C 0.0989(3) 0.6437(8) 0.3559(13) 0.084(4) Uani 1 1 d . . . H24 H 0.1153 0.5560 0.3534 0.100 Uiso 1 1 calc R . . C25 C 0.0493(2) 0.6439(7) 0.3607(9) 0.0526(19) Uani 1 1 d . . . C26 C 0.0281(2) 0.7793(8) 0.3580(9) 0.060(2) Uani 1 1 d . . . H26 H -0.0046 0.7869 0.3533 0.072 Uiso 1 1 calc R . . C27 C 0.0553(2) 0.9020(8) 0.3622(10) 0.062(2) Uani 1 1 d . . . H27 H 0.0398 0.9911 0.3656 0.074 Uiso 1 1 calc R . . C28 C 0.0236(2) 0.5044(9) 0.3589(8) 0.062(2) Uani 1 1 d . . . H28 H 0.0410 0.4183 0.3577 0.075 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0290(4) 0.0457(5) 0.0348(4) 0.0019(10) 0.0012(10) 0.0029(4) N1 0.035(5) 0.052(5) 0.044(6) -0.002(4) 0.011(4) 0.006(4) N2 0.042(6) 0.021(3) 0.048(5) -0.015(3) -0.002(4) 0.005(4) N3 0.031(3) 0.046(3) 0.062(4) 0.004(7) -0.006(9) 0.012(3) O1 0.034(4) 0.060(5) 0.038(5) -0.005(4) 0.001(3) 0.005(4) O2 0.068(8) 0.090(7) 0.103(9) -0.043(7) 0.037(6) -0.065(6) O3 0.078(8) 0.115(10) 0.058(7) 0.039(6) 0.028(6) -0.002(6) O4 0.029(4) 0.044(4) 0.045(5) 0.001(4) 0.007(3) -0.007(3) O5 0.036(2) 0.059(3) 0.035(2) -0.024(5) 0.010(5) -0.006(2) C1 0.069(10) 0.086(11) 0.033(7) -0.012(7) 0.021(7) 0.013(9) C2 0.085(8) 0.122(8) 0.057(7) -0.028(6) 0.031(6) -0.029(7) C3 0.070(7) 0.132(10) 0.058(7) -0.020(7) 0.012(6) 0.017(7) C4 0.100(10) 0.189(16) 0.059(7) -0.043(9) 0.020(7) -0.015(11) C5 0.073(14) 0.35(4) 0.066(14) -0.02(2) 0.030(12) 0.001(17) C6 0.100(16) 0.19(2) 0.070(12) -0.005(14) 0.025(12) -0.072(15) C7 0.118(16) 0.122(14) 0.123(15) -0.072(12) 0.060(13) -0.051(12) C8 0.066(11) 0.38(3) 0.039(8) 0.010(14) 0.022(8) 0.076(16) C9 0.037(6) 0.144(12) 0.034(6) 0.008(7) -0.002(5) 0.009(7) C10 0.027(6) 0.062(9) 0.046(8) -0.004(7) -0.007(6) 0.008(6) C11 0.040(8) 0.051(7) 0.039(7) -0.003(5) -0.003(6) 0.011(6) C12 0.068(10) 0.133(14) 0.042(9) 0.041(9) 0.029(8) 0.059(10) C13 0.070(10) 0.055(8) 0.026(6) 0.027(6) 0.015(6) 0.044(7) C14 0.061(11) 0.132(13) 0.084(12) -0.062(10) 0.028(9) -0.035(9) C15 0.048(8) 0.071(8) 0.068(9) -0.058(7) 0.015(7) -0.005(6) C16 0.061(10) 0.084(11) 0.096(13) 0.034(10) 0.009(9) -0.018(8) C17 0.076(9) 0.064(8) 0.049(7) -0.021(7) 0.020(7) 0.045(7) C18 0.062(10) 0.074(8) 0.068(9) -0.036(7) 0.036(8) -0.014(7) C19 0.087(12) 0.054(7) 0.059(8) -0.031(6) 0.016(8) 0.019(7) C20 0.041(8) 0.104(10) 0.077(10) 0.008(8) 0.009(8) -0.009(8) C21 0.043(9) 0.156(14) 0.030(7) 0.007(8) 0.013(6) -0.008(9) C22 0.037(7) 0.070(7) 0.048(7) -0.024(6) -0.001(6) -0.002(6) C23 0.042(4) 0.041(4) 0.142(11) -0.003(10) 0.012(11) 0.000(3) C24 0.047(5) 0.037(4) 0.166(12) -0.028(11) -0.016(12) 0.014(3) C25 0.047(4) 0.039(4) 0.071(5) -0.016(8) 0.015(10) 0.000(3) C26 0.034(4) 0.045(4) 0.101(7) -0.009(9) 0.017(10) -0.005(3) C27 0.035(4) 0.054(4) 0.096(6) 0.015(9) -0.038(9) 0.000(4) C28 0.054(4) 0.044(4) 0.089(6) 0.048(7) 0.002(9) -0.004(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 Ni1 O1 1.975(8) . ? Ni1 O5 2.067(4) . ? Ni1 N2 2.067(10) 6_565 ? Ni1 N3 2.093(5) . ? Ni1 O4 2.106(8) 8_444 ? Ni1 N1 2.235(10) . ? N1 C15 1.283(16) . ? N1 C11 1.314(14) . ? N2 C21 1.333(15) . ? N2 C20 1.367(19) . ? N2 Ni1 2.067(10) 6_564 ? N3 C27 1.325(8) . ? N3 C23 1.332(9) . ? O1 C1 1.330(16) . ? O2 C1 1.182(17) . ? O3 C10 1.310(15) . ? O4 C10 1.188(14) . ? O4 Ni1 2.106(8) 8_445 ? O5 H2W 0.8499 . ? O5 H1W 0.8501 . ? C1 C2 1.550(18) . ? C2 C7 1.34(2) . ? C2 C3 1.494(18) . ? C3 C4 1.437(15) . ? C3 H3 0.9300 . ? C4 C5 1.43(3) . ? C4 H4 0.9300 . ? C5 C6 1.252(14) . ? C5 C8 1.48(2) . ? C6 C7 1.50(2) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.347(18) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.518(17) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C11 C12 1.383(18) . ? C11 H11 0.9300 . ? C12 C13 1.18(2) . ? C12 H12 0.9300 . ? C13 C14 1.374(19) . ? C13 C16 1.55(2) . ? C14 C15 1.312(19) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C17 1.282(12) . ? C16 H16 0.9300 . ? C17 C18 1.427(17) . ? C17 H17 0.9300 . ? C18 C19 1.412(18) . ? C18 C22 1.510(18) . ? C19 C20 1.42(2) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 C22 1.417(18) . ? C21 H21 0.9300 . ? C22 H22 0.9300 . ? C23 C24 1.368(11) . ? C23 H23 0.9300 . ? C24 C25 1.404(10) . ? C24 H24 0.9300 . ? C25 C26 1.379(10) . ? C25 C28 1.471(10) . ? C26 C27 1.365(9) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 C28 1.337(13) 2_565 ? C28 H28 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Ni1 O5 94.1(3) . . ? O1 Ni1 N2 84.1(4) . 6_565 ? O5 Ni1 N2 86.8(3) . 6_565 ? O1 Ni1 N3 87.2(4) . . ? O5 Ni1 N3 176.6(3) . . ? N2 Ni1 N3 90.2(4) 6_565 . ? O1 Ni1 O4 86.77(19) . 8_444 ? O5 Ni1 O4 93.3(3) . 8_444 ? N2 Ni1 O4 170.8(4) 6_565 8_444 ? N3 Ni1 O4 90.0(4) . 8_444 ? O1 Ni1 N1 172.5(4) . . ? O5 Ni1 N1 93.1(3) . . ? N2 Ni1 N1 98.3(2) 6_565 . ? N3 Ni1 N1 85.7(4) . . ? O4 Ni1 N1 90.8(4) 8_444 . ? C15 N1 C11 120.7(11) . . ? C15 N1 Ni1 115.7(8) . . ? C11 N1 Ni1 123.4(9) . . ? C21 N2 C20 111.7(12) . . ? C21 N2 Ni1 126.2(9) . 6_564 ? C20 N2 Ni1 121.6(9) . 6_564 ? C27 N3 C23 115.3(6) . . ? C27 N3 Ni1 121.0(5) . . ? C23 N3 Ni1 123.3(5) . . ? C1 O1 Ni1 128.0(8) . . ? C10 O4 Ni1 125.8(8) . 8_445 ? Ni1 O5 H2W 98.8 . . ? Ni1 O5 H1W 98.3 . . ? H2W O5 H1W 118.0 . . ? O2 C1 O1 123.9(12) . . ? O2 C1 C2 123.3(14) . . ? O1 C1 C2 112.8(13) . . ? C7 C2 C3 109.5(15) . . ? C7 C2 C1 124.2(14) . . ? C3 C2 C1 110.5(12) . . ? C4 C3 C2 119.3(11) . . ? C4 C3 H3 120.3 . . ? C2 C3 H3 120.3 . . ? C5 C4 C3 121.8(14) . . ? C5 C4 H4 119.1 . . ? C3 C4 H4 119.1 . . ? C6 C5 C4 111.5(19) . . ? C6 C5 C8 122.8(16) . . ? C4 C5 C8 121(2) . . ? C5 C6 C7 123.1(16) . . ? C5 C6 H6 118.5 . . ? C7 C6 H6 118.4 . . ? C2 C7 C6 117.4(15) . . ? C2 C7 H7 121.3 . . ? C6 C7 H7 121.3 . . ? C9 C8 C5 117.7(17) . . ? C9 C8 H8A 107.9 . . ? C5 C8 H8A 107.9 . . ? C9 C8 H8B 107.9 . . ? C5 C8 H8B 107.9 . . ? H8A C8 H8B 107.2 . . ? C8 C9 C10 117.0(12) . . ? C8 C9 H9A 108.0 . . ? C10 C9 H9A 108.0 . . ? C8 C9 H9B 108.0 . . ? C10 C9 H9B 108.0 . . ? H9A C9 H9B 107.3 . . ? O4 C10 O3 126.2(12) . . ? O4 C10 C9 116.9(11) . . ? O3 C10 C9 116.9(12) . . ? N1 C11 C12 119.0(14) . . ? N1 C11 H11 120.5 . . ? C12 C11 H11 120.5 . . ? C13 C12 C11 120.6(15) . . ? C13 C12 H12 119.7 . . ? C11 C12 H12 119.7 . . ? C12 C13 C14 118.9(14) . . ? C12 C13 C16 122.5(14) . . ? C14 C13 C16 118.0(15) . . ? C15 C14 C13 122.7(15) . . ? C15 C14 H14 118.6 . . ? C13 C14 H14 118.6 . . ? N1 C15 C14 116.8(14) . . ? N1 C15 H15 121.6 . . ? C14 C15 H15 121.6 . . ? C17 C16 C13 130.5(11) . . ? C17 C16 H16 114.7 . . ? C13 C16 H16 114.7 . . ? C16 C17 C18 120.5(14) . . ? C16 C17 H17 119.7 . . ? C18 C17 H17 119.7 . . ? C19 C18 C17 129.5(15) . . ? C19 C18 C22 113.4(11) . . ? C17 C18 C22 116.7(13) . . ? C18 C19 C20 115.9(15) . . ? C18 C19 H19 122.1 . . ? C20 C19 H19 122.1 . . ? N2 C20 C19 132.4(15) . . ? N2 C20 H20 113.8 . . ? C19 C20 H20 113.8 . . ? N2 C21 C22 124.1(14) . . ? N2 C21 H21 117.9 . . ? C22 C21 H21 117.9 . . ? C21 C22 C18 121.7(12) . . ? C21 C22 H22 119.1 . . ? C18 C22 H22 119.1 . . ? N3 C23 C24 124.1(8) . . ? N3 C23 H23 117.9 . . ? C24 C23 H23 117.9 . . ? C23 C24 C25 119.4(7) . . ? C23 C24 H24 120.3 . . ? C25 C24 H24 120.3 . . ? C26 C25 C24 115.7(7) . . ? C26 C25 C28 124.4(6) . . ? C24 C25 C28 119.4(6) . . ? C27 C26 C25 119.5(7) . . ? C27 C26 H26 120.3 . . ? C25 C26 H26 120.3 . . ? N3 C27 C26 124.9(7) . . ? N3 C27 H27 117.5 . . ? C26 C27 H27 117.5 . . ? C28 C28 C25 123.1(9) 2_565 . ? C28 C28 H28 118.4 2_565 . ? C25 C28 H28 118.4 . . ? 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 Ni1 N1 C15 25(3) . . . . ? O5 Ni1 N1 C15 -139.6(10) . . . . ? N2 Ni1 N1 C15 133.3(11) 6_565 . . . ? N3 Ni1 N1 C15 43.7(11) . . . . ? O4 Ni1 N1 C15 -46.2(11) 8_444 . . . ? O1 Ni1 N1 C11 -160(2) . . . . ? O5 Ni1 N1 C11 35.1(10) . . . . ? N2 Ni1 N1 C11 -52.1(9) 6_565 . . . ? N3 Ni1 N1 C11 -141.6(10) . . . . ? O4 Ni1 N1 C11 128.5(9) 8_444 . . . ? O1 Ni1 N3 C27 45.3(15) . . . . ? O5 Ni1 N3 C27 157(7) . . . . ? N2 Ni1 N3 C27 129.4(15) 6_565 . . . ? O4 Ni1 N3 C27 -41.5(15) 8_444 . . . ? N1 Ni1 N3 C27 -132.3(15) . . . . ? O1 Ni1 N3 C23 -142.1(18) . . . . ? O5 Ni1 N3 C23 -31(9) . . . . ? N2 Ni1 N3 C23 -58.1(18) 6_565 . . . ? O4 Ni1 N3 C23 131.1(17) 8_444 . . . ? N1 Ni1 N3 C23 40.3(18) . . . . ? O5 Ni1 O1 C1 -16.9(11) . . . . ? N2 Ni1 O1 C1 69.5(11) 6_565 . . . ? N3 Ni1 O1 C1 159.9(11) . . . . ? O4 Ni1 O1 C1 -109.9(11) 8_444 . . . ? N1 Ni1 O1 C1 179(3) . . . . ? Ni1 O1 C1 O2 6(2) . . . . ? Ni1 O1 C1 C2 -175.1(9) . . . . ? O2 C1 C2 C7 -177(2) . . . . ? O1 C1 C2 C7 4(3) . . . . ? O2 C1 C2 C3 -44(2) . . . . ? O1 C1 C2 C3 137.0(13) . . . . ? C7 C2 C3 C4 -26(2) . . . . ? C1 C2 C3 C4 -166.7(14) . . . . ? C2 C3 C4 C5 18(3) . . . . ? C3 C4 C5 C6 -21(4) . . . . ? C3 C4 C5 C8 -177(2) . . . . ? C4 C5 C6 C7 34(5) . . . . ? C8 C5 C6 C7 -170.5(17) . . . . ? C3 C2 C7 C6 38(3) . . . . ? C1 C2 C7 C6 171.4(18) . . . . ? C5 C6 C7 C2 -48(4) . . . . ? C6 C5 C8 C9 -31(5) . . . . ? C4 C5 C8 C9 122(3) . . . . ? C5 C8 C9 C10 -174(2) . . . . ? Ni1 O4 C10 O3 29.6(19) 8_445 . . . ? Ni1 O4 C10 C9 -151.3(9) 8_445 . . . ? C8 C9 C10 O4 -27(2) . . . . ? C8 C9 C10 O3 152.1(18) . . . . ? C15 N1 C11 C12 -12(2) . . . . ? Ni1 N1 C11 C12 173.9(9) . . . . ? N1 C11 C12 C13 13(2) . . . . ? C11 C12 C13 C14 -8(2) . . . . ? C11 C12 C13 C16 -179.1(12) . . . . ? C12 C13 C14 C15 3(3) . . . . ? C16 C13 C14 C15 174.6(17) . . . . ? C11 N1 C15 C14 7(2) . . . . ? Ni1 N1 C15 C14 -178.5(14) . . . . ? C13 C14 C15 N1 -2(3) . . . . ? C12 C13 C16 C17 172.6(13) . . . . ? C14 C13 C16 C17 1.6(19) . . . . ? C13 C16 C17 C18 179.8(16) . . . . ? C16 C17 C18 C19 8(2) . . . . ? C16 C17 C18 C22 -179.5(11) . . . . ? C17 C18 C19 C20 179.2(15) . . . . ? C22 C18 C19 C20 7(2) . . . . ? C21 N2 C20 C19 -6(2) . . . . ? Ni1 N2 C20 C19 166.2(15) 6_564 . . . ? C18 C19 C20 N2 1(3) . . . . ? C20 N2 C21 C22 3(2) . . . . ? Ni1 N2 C21 C22 -169.1(11) 6_564 . . . ? N2 C21 C22 C18 5(2) . . . . ? C19 C18 C22 C21 -10(2) . . . . ? C17 C18 C22 C21 176.8(14) . . . . ? C27 N3 C23 C24 -8(4) . . . . ? Ni1 N3 C23 C24 179.5(19) . . . . ? N3 C23 C24 C25 4(4) . . . . ? C23 C24 C25 C26 6(4) . . . . ? C23 C24 C25 C28 177(2) . . . . ? C24 C25 C26 C27 -11(3) . . . . ? C28 C25 C26 C27 177.8(18) . . . . ? C23 N3 C27 C26 2(3) . . . . ? Ni1 N3 C27 C26 175.0(16) . . . . ? C25 C26 C27 N3 8(3) . . . . ? C26 C25 C28 C28 -5(2) . . . 2_565 ? C24 C25 C28 C28 -175.5(15) . . . 2_565 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O5 H2W O3 0.85 1.91 2.724(14) 160.5 8_444 O5 H1W O2 0.85 1.81 2.633(14) 163.3 . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.49 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.662 _refine_diff_density_min -0.384 _refine_diff_density_rms 0.080 # Attachment '- CIF-04.cif' data_aa4 _database_code_depnum_ccdc_archive 'CCDC 830574' #TrackingRef '- CIF-04.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H46 N4 Ni O10 ' _chemical_formula_weight 849.56 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.57(2) _cell_length_b 10.52(3) _cell_length_c 12.86(3) _cell_angle_alpha 92.60(3) _cell_angle_beta 100.14(3) _cell_angle_gamma 93.61(3) _cell_volume 1005(4) _cell_formula_units_Z 1 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 1019 _cell_measurement_theta_min 0.00 _cell_measurement_theta_max 0.00 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.404 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 446 _exptl_absorpt_coefficient_mu 0.548 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8229 _exptl_absorpt_correction_T_max 0.9472 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 7452 _diffrn_reflns_av_R_equivalents 0.0633 _diffrn_reflns_av_sigmaI/netI 0.1047 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.59 _diffrn_reflns_theta_max 25.49 _reflns_number_total 3702 _reflns_number_gt 2376 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0980P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3702 _refine_ls_number_parameters 269 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1165 _refine_ls_R_factor_gt 0.0747 _refine_ls_wR_factor_ref 0.1979 _refine_ls_wR_factor_gt 0.1748 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _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 0.0000 0.0000 0.0000 0.0342(3) Uani 1 2 d S . . N1 N 0.1653(5) -0.1546(3) 0.0329(3) 0.0334(9) Uani 1 1 d . . . N2 N 0.4198(5) 0.8063(4) 0.4153(4) 0.0462(11) Uani 1 1 d . . . O1 O 0.1953(4) 0.1215(3) 0.0942(3) 0.0358(8) Uani 1 1 d . . . O2 O 0.0460(4) 0.1825(3) 0.2203(3) 0.0478(9) Uani 1 1 d . . . O3 O 1.0269(5) 0.7952(4) 0.2707(3) 0.0617(11) Uani 1 1 d . . . O4 O 1.1275(5) 0.6667(4) 0.3941(3) 0.0610(11) Uani 1 1 d . . . H4D H 1.2248 0.7043 0.3917 0.092 Uiso 1 1 calc R . . O5 O 0.1305(4) 0.0320(3) -0.1319(3) 0.0391(8) Uani 1 1 d . . . H5W2 H 0.0758 0.0881 -0.1679 0.059 Uiso 1 1 d R . . H5W1 H 0.0747 -0.0367 -0.1597 0.059 Uiso 1 1 d R . . C1 C 0.1807(6) 0.1861(4) 0.1762(4) 0.0342(11) Uani 1 1 d . . . C2 C 0.3411(6) 0.2718(4) 0.2279(4) 0.0323(11) Uani 1 1 d . . . C3 C 0.3216(6) 0.3816(5) 0.2872(4) 0.0416(12) Uani 1 1 d . . . H3 H 0.2071 0.4026 0.2952 0.050 Uiso 1 1 calc R . . C4 C 0.4679(6) 0.4596(5) 0.3339(4) 0.0435(13) Uani 1 1 d . . . H4 H 0.4515 0.5334 0.3726 0.052 Uiso 1 1 calc R . . C5 C 0.6401(6) 0.4301(5) 0.3244(4) 0.0417(13) Uani 1 1 d . . . C6 C 0.6597(6) 0.3209(5) 0.2666(4) 0.0401(12) Uani 1 1 d . . . H6 H 0.7746 0.2988 0.2606 0.048 Uiso 1 1 calc R . . C7 C 0.5129(6) 0.2430(4) 0.2170(4) 0.0345(11) Uani 1 1 d . . . H7 H 0.5294 0.1709 0.1762 0.041 Uiso 1 1 calc R . . C8 C 0.8008(7) 0.5198(5) 0.3706(5) 0.0545(15) Uani 1 1 d . . . H8A H 0.7751 0.5687 0.4313 0.065 Uiso 1 1 calc R . . H8B H 0.9033 0.4710 0.3944 0.065 Uiso 1 1 calc R . . C9 C 0.8453(7) 0.6093(5) 0.2893(5) 0.0538(15) Uani 1 1 d . . . H9A H 0.8588 0.5581 0.2269 0.065 Uiso 1 1 calc R . . H9B H 0.7428 0.6594 0.2692 0.065 Uiso 1 1 calc R . . C10 C 1.0094(6) 0.6997(5) 0.3193(4) 0.0410(12) Uani 1 1 d . . . C11 C 0.3424(6) -0.1351(4) 0.0397(4) 0.0382(12) Uani 1 1 d . . . H11 H 0.3904 -0.0516 0.0390 0.046 Uiso 1 1 calc R . . C12 C 0.4583(6) -0.2303(5) 0.0476(4) 0.0385(12) Uani 1 1 d . . . H12 H 0.5808 -0.2108 0.0512 0.046 Uiso 1 1 calc R . . C13 C 0.3933(6) -0.3546(5) 0.0501(4) 0.0393(12) Uani 1 1 d . . . C14 C 0.2111(7) -0.3743(4) 0.0474(4) 0.0464(14) Uani 1 1 d . . . H14 H 0.1606 -0.4564 0.0515 0.056 Uiso 1 1 calc R . . C15 C 0.1050(6) -0.2753(4) 0.0388(4) 0.0444(13) Uani 1 1 d . . . H15 H -0.0176 -0.2926 0.0368 0.053 Uiso 1 1 calc R . . C16 C 0.5125(7) -0.4635(5) 0.0522(4) 0.0491(14) Uani 1 1 d . . . H16A H 0.6371 -0.4305 0.0719 0.059 Uiso 1 1 calc R . . H16B H 0.4865 -0.5207 0.1055 0.059 Uiso 1 1 calc R . . C17 C 0.4709(7) 0.8702(6) 0.3376(5) 0.0557(15) Uani 1 1 d . . . H17 H 0.3916 0.8710 0.2736 0.067 Uiso 1 1 calc R . . C18 C 0.6356(7) 0.9349(6) 0.3483(4) 0.0537(15) Uani 1 1 d . . . H18 H 0.6684 0.9759 0.2913 0.064 Uiso 1 1 calc R . . C19 C 0.6983(7) 0.8727(6) 0.5211(5) 0.0588(16) Uani 1 1 d . . . H19 H 0.7745 0.8698 0.5860 0.071 Uiso 1 1 calc R . . C20 C 0.5310(7) 0.8094(6) 0.5045(5) 0.0570(16) Uani 1 1 d . . . H20 H 0.4956 0.7666 0.5600 0.068 Uiso 1 1 calc R . . C21 C 0.7532(6) 0.9397(5) 0.4431(4) 0.0427(13) Uani 1 1 d . . . C22 C 0.9308(6) 1.0162(5) 0.4555(5) 0.0533(15) Uani 1 1 d . . . H22A H 0.9777 1.0049 0.3905 0.064 Uiso 1 1 calc R . . H22B H 0.9102 1.1058 0.4647 0.064 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0280(5) 0.0288(5) 0.0440(6) 0.0027(4) 0.0042(4) -0.0064(3) N1 0.031(2) 0.026(2) 0.042(3) 0.0041(17) 0.0045(17) -0.0065(16) N2 0.036(2) 0.051(3) 0.046(3) 0.006(2) -0.002(2) -0.0180(19) O1 0.0313(17) 0.0355(18) 0.038(2) -0.0040(16) 0.0054(15) -0.0079(14) O2 0.0315(18) 0.051(2) 0.059(3) -0.0144(18) 0.0139(17) -0.0173(15) O3 0.053(2) 0.056(2) 0.069(3) 0.027(2) -0.005(2) -0.0193(19) O4 0.036(2) 0.060(2) 0.077(3) 0.031(2) -0.015(2) -0.0256(18) O5 0.0342(17) 0.0374(18) 0.044(2) 0.0045(15) 0.0059(15) -0.0122(14) C1 0.030(2) 0.029(2) 0.040(3) 0.000(2) 0.000(2) -0.0066(19) C2 0.032(2) 0.030(2) 0.032(3) 0.004(2) -0.001(2) -0.0066(19) C3 0.032(2) 0.039(3) 0.052(3) -0.007(2) 0.007(2) -0.006(2) C4 0.042(3) 0.034(3) 0.051(4) -0.007(2) 0.004(2) -0.010(2) C5 0.035(3) 0.041(3) 0.043(3) 0.009(2) -0.003(2) -0.020(2) C6 0.024(2) 0.049(3) 0.046(3) 0.007(3) 0.004(2) -0.008(2) C7 0.032(2) 0.032(2) 0.038(3) 0.003(2) 0.004(2) -0.0028(19) C8 0.042(3) 0.061(4) 0.052(4) 0.004(3) -0.004(3) -0.028(3) C9 0.040(3) 0.054(3) 0.058(4) 0.011(3) -0.010(3) -0.023(2) C10 0.034(3) 0.042(3) 0.042(3) 0.002(2) -0.001(2) -0.009(2) C11 0.030(2) 0.033(3) 0.049(3) 0.005(2) 0.004(2) -0.007(2) C12 0.026(2) 0.044(3) 0.043(3) 0.002(2) 0.004(2) 0.002(2) C13 0.044(3) 0.039(3) 0.033(3) 0.002(2) 0.000(2) 0.009(2) C14 0.044(3) 0.026(3) 0.067(4) 0.012(2) 0.005(3) -0.006(2) C15 0.028(2) 0.035(3) 0.071(4) 0.009(3) 0.011(2) -0.007(2) C16 0.052(3) 0.044(3) 0.048(4) 0.001(2) -0.005(3) 0.016(3) C17 0.038(3) 0.075(4) 0.047(4) 0.006(3) -0.004(3) -0.020(3) C18 0.043(3) 0.076(4) 0.043(4) 0.020(3) 0.012(3) -0.010(3) C19 0.045(3) 0.077(4) 0.047(4) 0.017(3) -0.002(3) -0.033(3) C20 0.045(3) 0.071(4) 0.051(4) 0.019(3) 0.005(3) -0.028(3) C21 0.036(3) 0.043(3) 0.047(3) 0.002(2) 0.009(2) -0.014(2) C22 0.040(3) 0.054(3) 0.061(4) 0.005(3) 0.005(2) -0.026(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 O1 2.068(4) 2 ? Ni1 O1 2.068(4) . ? Ni1 N1 2.126(5) . ? Ni1 N1 2.126(5) 2 ? Ni1 O5 2.138(5) 2 ? Ni1 O5 2.138(5) . ? N1 C11 1.331(6) . ? N1 C15 1.333(6) . ? N2 C20 1.296(7) . ? N2 C17 1.329(7) . ? O1 C1 1.254(6) . ? O2 C1 1.251(6) . ? O3 C10 1.219(6) . ? O4 C10 1.270(6) . ? O4 H4D 0.8200 . ? O5 H5W2 0.8500 . ? O5 H5W1 0.8449 . ? C1 C2 1.501(6) . ? C2 C7 1.383(7) . ? C2 C3 1.385(7) . ? C3 C4 1.367(7) . ? C3 H3 0.9300 . ? C4 C5 1.383(7) . ? C4 H4 0.9300 . ? C5 C6 1.371(7) . ? C5 C8 1.508(7) . ? C6 C7 1.380(7) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.506(8) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.499(7) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C11 C12 1.368(7) . ? C11 H11 0.9300 . ? C12 C13 1.371(7) . ? C12 H12 0.9300 . ? C13 C14 1.376(7) . ? C13 C16 1.501(7) . ? C14 C15 1.351(7) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C16 1.492(10) 2_645 ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C18 1.364(7) . ? C17 H17 0.9300 . ? C18 C21 1.374(8) . ? C18 H18 0.9300 . ? C19 C21 1.360(8) . ? C19 C20 1.371(7) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 C22 1.503(7) . ? C22 C22 1.477(11) 2_776 ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? 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 Ni1 O1 180.0(2) 2 . ? O1 Ni1 N1 90.3(2) 2 . ? O1 Ni1 N1 89.7(2) . . ? O1 Ni1 N1 89.7(2) 2 2 ? O1 Ni1 N1 90.3(2) . 2 ? N1 Ni1 N1 180.00(11) . 2 ? O1 Ni1 O5 89.6(2) 2 2 ? O1 Ni1 O5 90.4(2) . 2 ? N1 Ni1 O5 92.72(17) . 2 ? N1 Ni1 O5 87.28(17) 2 2 ? O1 Ni1 O5 90.4(2) 2 . ? O1 Ni1 O5 89.6(2) . . ? N1 Ni1 O5 87.28(17) . . ? N1 Ni1 O5 92.72(17) 2 . ? O5 Ni1 O5 180.0(2) 2 . ? C11 N1 C15 115.4(4) . . ? C11 N1 Ni1 119.3(3) . . ? C15 N1 Ni1 125.0(3) . . ? C20 N2 C17 117.7(5) . . ? C1 O1 Ni1 127.5(3) . . ? C10 O4 H4D 109.5 . . ? Ni1 O5 H5W2 107.8 . . ? Ni1 O5 H5W1 86.3 . . ? H5W2 O5 H5W1 102.5 . . ? O2 C1 O1 125.6(4) . . ? O2 C1 C2 117.2(5) . . ? O1 C1 C2 117.1(4) . . ? C7 C2 C3 118.3(4) . . ? C7 C2 C1 120.5(4) . . ? C3 C2 C1 121.2(4) . . ? C4 C3 C2 121.0(5) . . ? C4 C3 H3 119.5 . . ? C2 C3 H3 119.5 . . ? C3 C4 C5 120.9(5) . . ? C3 C4 H4 119.6 . . ? C5 C4 H4 119.6 . . ? C6 C5 C4 118.1(4) . . ? C6 C5 C8 120.8(5) . . ? C4 C5 C8 120.9(5) . . ? C5 C6 C7 121.5(4) . . ? C5 C6 H6 119.2 . . ? C7 C6 H6 119.2 . . ? C6 C7 C2 120.1(5) . . ? C6 C7 H7 119.9 . . ? C2 C7 H7 119.9 . . ? C9 C8 C5 110.4(4) . . ? C9 C8 H8A 109.6 . . ? C5 C8 H8A 109.6 . . ? C9 C8 H8B 109.6 . . ? C5 C8 H8B 109.6 . . ? H8A C8 H8B 108.1 . . ? C10 C9 C8 117.7(5) . . ? C10 C9 H9A 107.9 . . ? C8 C9 H9A 107.9 . . ? C10 C9 H9B 107.9 . . ? C8 C9 H9B 107.9 . . ? H9A C9 H9B 107.2 . . ? O3 C10 O4 123.9(5) . . ? O3 C10 C9 120.6(5) . . ? O4 C10 C9 115.5(5) . . ? N1 C11 C12 124.0(4) . . ? N1 C11 H11 118.0 . . ? C12 C11 H11 118.0 . . ? C11 C12 C13 119.8(5) . . ? C11 C12 H12 120.1 . . ? C13 C12 H12 120.1 . . ? C12 C13 C14 116.2(4) . . ? C12 C13 C16 122.1(5) . . ? C14 C13 C16 121.7(5) . . ? C15 C14 C13 120.5(5) . . ? C15 C14 H14 119.7 . . ? C13 C14 H14 119.7 . . ? N1 C15 C14 124.0(5) . . ? N1 C15 H15 118.0 . . ? C14 C15 H15 118.0 . . ? C16 C16 C13 112.3(5) 2_645 . ? C16 C16 H16A 109.2 2_645 . ? C13 C16 H16A 109.2 . . ? C16 C16 H16B 109.2 2_645 . ? C13 C16 H16B 109.2 . . ? H16A C16 H16B 107.9 . . ? N2 C17 C18 122.3(5) . . ? N2 C17 H17 118.8 . . ? C18 C17 H17 118.8 . . ? C17 C18 C21 120.2(5) . . ? C17 C18 H18 119.9 . . ? C21 C18 H18 119.9 . . ? C21 C19 C20 120.2(5) . . ? C21 C19 H19 119.9 . . ? C20 C19 H19 119.9 . . ? N2 C20 C19 123.2(5) . . ? N2 C20 H20 118.4 . . ? C19 C20 H20 118.4 . . ? C19 C21 C18 116.3(5) . . ? C19 C21 C22 124.0(5) . . ? C18 C21 C22 119.7(5) . . ? C22 C22 C21 115.4(6) 2_776 . ? C22 C22 H22A 108.4 2_776 . ? C21 C22 H22A 108.4 . . ? C22 C22 H22B 108.4 2_776 . ? C21 C22 H22B 108.4 . . ? H22A C22 H22B 107.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Ni1 N1 C11 142.0(4) 2 . . . ? O1 Ni1 N1 C11 -38.0(4) . . . . ? N1 Ni1 N1 C11 53(45) 2 . . . ? O5 Ni1 N1 C11 -128.4(4) 2 . . . ? O5 Ni1 N1 C11 51.6(4) . . . . ? O1 Ni1 N1 C15 -31.9(4) 2 . . . ? O1 Ni1 N1 C15 148.1(4) . . . . ? N1 Ni1 N1 C15 -120(45) 2 . . . ? O5 Ni1 N1 C15 57.7(4) 2 . . . ? O5 Ni1 N1 C15 -122.3(4) . . . . ? O1 Ni1 O1 C1 0.0(3) 2 . . . ? N1 Ni1 O1 C1 -119.2(4) . . . . ? N1 Ni1 O1 C1 60.8(4) 2 . . . ? O5 Ni1 O1 C1 -26.5(4) 2 . . . ? O5 Ni1 O1 C1 153.5(4) . . . . ? Ni1 O1 C1 O2 4.9(7) . . . . ? Ni1 O1 C1 C2 -177.4(3) . . . . ? O2 C1 C2 C7 150.8(5) . . . . ? O1 C1 C2 C7 -27.1(6) . . . . ? O2 C1 C2 C3 -29.5(7) . . . . ? O1 C1 C2 C3 152.5(5) . . . . ? C7 C2 C3 C4 -0.1(8) . . . . ? C1 C2 C3 C4 -179.8(5) . . . . ? C2 C3 C4 C5 -0.8(8) . . . . ? C3 C4 C5 C6 0.2(8) . . . . ? C3 C4 C5 C8 176.4(5) . . . . ? C4 C5 C6 C7 1.3(8) . . . . ? C8 C5 C6 C7 -174.9(4) . . . . ? C5 C6 C7 C2 -2.2(7) . . . . ? C3 C2 C7 C6 1.6(7) . . . . ? C1 C2 C7 C6 -178.7(4) . . . . ? C6 C5 C8 C9 83.7(7) . . . . ? C4 C5 C8 C9 -92.4(7) . . . . ? C5 C8 C9 C10 -176.0(5) . . . . ? C8 C9 C10 O3 -160.1(5) . . . . ? C8 C9 C10 O4 22.5(8) . . . . ? C15 N1 C11 C12 2.7(7) . . . . ? Ni1 N1 C11 C12 -171.7(4) . . . . ? N1 C11 C12 C13 -0.8(8) . . . . ? C11 C12 C13 C14 -1.8(7) . . . . ? C11 C12 C13 C16 176.3(4) . . . . ? C12 C13 C14 C15 2.3(8) . . . . ? C16 C13 C14 C15 -175.8(5) . . . . ? C11 N1 C15 C14 -2.2(8) . . . . ? Ni1 N1 C15 C14 171.9(4) . . . . ? C13 C14 C15 N1 -0.3(9) . . . . ? C12 C13 C16 C16 -104.7(7) . . . 2_645 ? C14 C13 C16 C16 73.2(8) . . . 2_645 ? C20 N2 C17 C18 1.7(9) . . . . ? N2 C17 C18 C21 -2.5(10) . . . . ? C17 N2 C20 C19 -1.5(9) . . . . ? C21 C19 C20 N2 2.0(10) . . . . ? C20 C19 C21 C18 -2.6(9) . . . . ? C20 C19 C21 C22 177.4(6) . . . . ? C17 C18 C21 C19 2.8(9) . . . . ? C17 C18 C21 C22 -177.2(6) . . . . ? C19 C21 C22 C22 18.9(10) . . . 2_776 ? C18 C21 C22 C22 -161.1(6) . . . 2_776 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O4 H4D N2 0.82 1.74 2.544(7) 165.1 1_655 O5 H5W2 O3 0.85 1.94 2.781(7) 169.4 2_665 O5 H5W1 O2 0.84 1.80 2.649(7) 179.3 2 O5 H5W1 O1 0.84 2.47 2.986(7) 119.8 2 _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 25.49 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.213 _refine_diff_density_min -0.992 _refine_diff_density_rms 0.099 # Attachment '- CIF-05.cif' data_aa5 _database_code_depnum_ccdc_archive 'CCDC 830575' #TrackingRef '- CIF-05.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H50 Co N4 O12' _chemical_formula_weight 885.81 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 7.1309(9) _cell_length_b 11.1104(15) _cell_length_c 13.2196(17) _cell_angle_alpha 91.756(2) _cell_angle_beta 91.702(2) _cell_angle_gamma 92.444(2) _cell_volume 1045.4(2) _cell_formula_units_Z 1 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 1930 _cell_measurement_theta_min 2.43 _cell_measurement_theta_max 22.41 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.407 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 465 _exptl_absorpt_coefficient_mu 0.480 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8935 _exptl_absorpt_correction_T_max 0.9536 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 7884 _diffrn_reflns_av_R_equivalents 0.0271 _diffrn_reflns_av_sigmaI/netI 0.0458 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.36 _diffrn_reflns_theta_max 25.50 _reflns_number_total 3879 _reflns_number_gt 3096 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0384P)^2^+0.2490P] 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 3879 _refine_ls_number_parameters 278 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0570 _refine_ls_R_factor_gt 0.0412 _refine_ls_wR_factor_ref 0.0935 _refine_ls_wR_factor_gt 0.0887 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _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 0.5000 0.02558(14) Uani 1 2 d S . . N1 N 0.1207(2) 0.32864(16) 0.51627(14) 0.0285(4) Uani 1 1 d . . . N2 N 0.4461(3) 0.68667(18) 0.08841(16) 0.0408(5) Uani 1 1 d . . . O1 O -0.0004(2) 0.49027(13) 0.34177(11) 0.0331(4) Uani 1 1 d . . . H1W H 0.0811 0.4432 0.3198 0.050 Uiso 1 1 d R . . H2W H 0.0410 0.5597 0.3255 0.050 Uiso 1 1 d R . . O2 O -0.2744(2) 0.41993(13) 0.51007(12) 0.0352(4) Uani 1 1 d . . . H3W H -0.3552 0.4167 0.4613 0.053 Uiso 1 1 d R . . H4W H -0.3366 0.4612 0.5514 0.053 Uiso 1 1 d R . . O3 O 0.2199(2) 0.33498(14) 0.26560(13) 0.0388(4) Uani 1 1 d . . . O4 O 0.4607(2) 0.41842(14) 0.35740(12) 0.0370(4) Uani 1 1 d . . . O5 O 1.1581(3) -0.18289(18) 0.11172(15) 0.0589(6) Uani 1 1 d . . . H5 H 1.2466 -0.2274 0.1077 0.088 Uiso 1 1 calc R . . O6 O 1.0997(3) -0.28954(19) 0.24550(17) 0.0738(7) Uani 1 1 d . . . C1 C 0.0548(3) 0.2308(2) 0.46495(19) 0.0366(6) Uani 1 1 d . . . H1 H -0.0563 0.2355 0.4269 0.044 Uiso 1 1 calc R . . C2 C 0.1418(4) 0.1223(2) 0.4648(2) 0.0417(6) Uani 1 1 d . . . H2 H 0.0904 0.0568 0.4265 0.050 Uiso 1 1 calc R . . C3 C 0.3052(3) 0.1113(2) 0.5215(2) 0.0396(6) Uani 1 1 d . . . C4 C 0.3727(3) 0.2129(2) 0.5769(2) 0.0416(6) Uani 1 1 d . . . H4 H 0.4814 0.2099 0.6171 0.050 Uiso 1 1 calc R . . C5 C 0.2786(3) 0.3179(2) 0.57203(18) 0.0339(6) Uani 1 1 d . . . H5A H 0.3270 0.3850 0.6094 0.041 Uiso 1 1 calc R . . C6 C 0.4059(4) -0.0042(2) 0.5227(3) 0.0570(8) Uani 1 1 d . . . H6A H 0.4204 -0.0288 0.5922 0.068 Uiso 1 1 calc R . . H6B H 0.3294 -0.0663 0.4860 0.068 Uiso 1 1 calc R . . C7 C 0.5119(4) 0.6138(2) 0.1572(2) 0.0461(7) Uani 1 1 d . . . H7 H 0.4453 0.6030 0.2159 0.055 Uiso 1 1 calc R . . C8 C 0.6737(4) 0.5538(2) 0.1454(2) 0.0484(7) Uani 1 1 d . . . H8 H 0.7157 0.5047 0.1963 0.058 Uiso 1 1 calc R . . C9 C 0.7754(3) 0.5656(2) 0.0588(2) 0.0409(6) Uani 1 1 d . . . C10 C 0.7067(4) 0.6422(3) -0.0128(2) 0.0496(7) Uani 1 1 d . . . H10 H 0.7700 0.6544 -0.0724 0.060 Uiso 1 1 calc R . . C11 C 0.5434(4) 0.6999(3) 0.0054(2) 0.0502(7) Uani 1 1 d . . . H11 H 0.4989 0.7511 -0.0434 0.060 Uiso 1 1 calc R . . C12 C 0.9506(4) 0.4951(3) 0.0471(2) 0.0553(8) Uani 1 1 d . . . H12A H 1.0379 0.5201 0.1022 0.066 Uiso 1 1 calc R . . H12B H 0.9166 0.4106 0.0557 0.066 Uiso 1 1 calc R . . C13 C 0.3870(3) 0.3382(2) 0.29821(17) 0.0292(5) Uani 1 1 d . . . C14 C 0.5072(3) 0.2386(2) 0.26022(17) 0.0297(5) Uani 1 1 d . . . C15 C 0.4274(3) 0.1317(2) 0.2186(2) 0.0392(6) Uani 1 1 d . . . H15 H 0.2975 0.1192 0.2172 0.047 Uiso 1 1 calc R . . C16 C 0.5380(4) 0.0430(2) 0.1789(2) 0.0451(7) Uani 1 1 d . . . H16 H 0.4813 -0.0287 0.1529 0.054 Uiso 1 1 calc R . . C17 C 0.7317(4) 0.0599(2) 0.1775(2) 0.0420(6) Uani 1 1 d . . . C18 C 0.8099(3) 0.1669(2) 0.2185(2) 0.0420(6) Uani 1 1 d . . . H18 H 0.9394 0.1806 0.2181 0.050 Uiso 1 1 calc R . . C19 C 0.7001(3) 0.2542(2) 0.26018(18) 0.0351(6) Uani 1 1 d . . . H19 H 0.7574 0.3246 0.2886 0.042 Uiso 1 1 calc R . . C20 C 0.8561(4) -0.0352(2) 0.1360(2) 0.0510(7) Uani 1 1 d . . . H20A H 0.7886 -0.0812 0.0818 0.061 Uiso 1 1 calc R . . H20B H 0.9661 0.0037 0.1077 0.061 Uiso 1 1 calc R . . C21 C 0.9166(4) -0.1187(3) 0.2157(2) 0.0630(9) Uani 1 1 d . . . H21A H 0.8061 -0.1651 0.2355 0.076 Uiso 1 1 calc R . . H21B H 0.9606 -0.0698 0.2745 0.076 Uiso 1 1 calc R . . C22 C 1.0664(4) -0.2063(2) 0.1919(2) 0.0457(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0225(2) 0.0226(2) 0.0326(3) 0.00088(18) 0.00362(18) 0.00931(17) N1 0.0255(10) 0.0253(10) 0.0354(11) 0.0013(8) 0.0050(8) 0.0077(8) N2 0.0365(12) 0.0439(13) 0.0432(13) -0.0019(10) 0.0039(10) 0.0155(10) O1 0.0324(9) 0.0319(9) 0.0360(9) -0.0009(7) 0.0061(7) 0.0108(7) O2 0.0251(9) 0.0375(9) 0.0436(10) 0.0002(8) 0.0028(7) 0.0064(7) O3 0.0288(9) 0.0435(10) 0.0442(10) -0.0103(8) -0.0022(8) 0.0136(7) O4 0.0328(9) 0.0380(9) 0.0401(10) -0.0115(8) -0.0007(7) 0.0088(7) O5 0.0543(13) 0.0606(13) 0.0669(14) 0.0167(11) 0.0278(11) 0.0332(10) O6 0.0847(17) 0.0599(14) 0.0830(16) 0.0326(12) 0.0328(13) 0.0351(12) C1 0.0350(14) 0.0286(13) 0.0464(15) -0.0001(11) -0.0014(11) 0.0068(10) C2 0.0479(16) 0.0263(13) 0.0512(17) -0.0047(12) 0.0072(13) 0.0051(11) C3 0.0389(14) 0.0270(13) 0.0555(17) 0.0083(12) 0.0176(12) 0.0150(11) C4 0.0324(14) 0.0401(15) 0.0542(17) 0.0076(13) 0.0018(12) 0.0180(11) C5 0.0331(13) 0.0291(12) 0.0401(14) -0.0025(11) 0.0017(11) 0.0100(10) C6 0.0560(19) 0.0323(14) 0.086(2) 0.0100(14) 0.0208(16) 0.0213(13) C7 0.0432(16) 0.0522(17) 0.0449(16) 0.0044(13) 0.0118(13) 0.0144(13) C8 0.0467(16) 0.0533(17) 0.0474(17) 0.0076(13) 0.0034(13) 0.0206(13) C9 0.0355(14) 0.0449(15) 0.0426(15) -0.0092(12) -0.0004(12) 0.0147(12) C10 0.0461(16) 0.0659(19) 0.0386(16) -0.0019(14) 0.0102(13) 0.0198(14) C11 0.0531(17) 0.0606(18) 0.0395(16) 0.0077(13) 0.0038(13) 0.0274(14) C12 0.0466(17) 0.0666(19) 0.0545(18) -0.0049(15) 0.0057(13) 0.0270(15) C13 0.0313(13) 0.0311(13) 0.0264(12) 0.0044(10) 0.0057(10) 0.0081(10) C14 0.0284(12) 0.0304(12) 0.0311(13) -0.0002(10) 0.0036(10) 0.0097(10) C15 0.0285(13) 0.0370(14) 0.0523(16) -0.0058(12) 0.0036(11) 0.0060(11) C16 0.0425(15) 0.0314(14) 0.0607(18) -0.0131(12) 0.0019(13) 0.0047(11) C17 0.0408(15) 0.0394(15) 0.0466(16) -0.0056(12) 0.0021(12) 0.0157(12) C18 0.0284(13) 0.0430(15) 0.0551(17) -0.0043(13) 0.0027(12) 0.0103(11) C19 0.0327(13) 0.0301(13) 0.0422(15) -0.0068(11) -0.0002(11) 0.0064(10) C20 0.0494(17) 0.0477(16) 0.0569(18) -0.0134(14) 0.0047(14) 0.0229(13) C21 0.070(2) 0.0528(18) 0.071(2) 0.0120(16) 0.0345(17) 0.0292(16) C22 0.0456(16) 0.0369(15) 0.0562(18) 0.0016(13) 0.0165(14) 0.0103(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O1 2.0912(15) . ? Co1 O1 2.0912(15) 2_566 ? Co1 O2 2.1245(15) 2_566 ? Co1 O2 2.1245(15) . ? Co1 N1 2.1367(17) . ? Co1 N1 2.1367(17) 2_566 ? N1 C1 1.325(3) . ? N1 C5 1.339(3) . ? N2 C7 1.324(3) . ? N2 C11 1.325(3) . ? O1 H1W 0.8500 . ? O1 H2W 0.8501 . ? O2 H3W 0.8500 . ? O2 H4W 0.8500 . ? O3 C13 1.254(3) . ? O4 C13 1.255(3) . ? O5 C22 1.290(3) . ? O5 H5 0.8200 . ? O6 C22 1.209(3) . ? C1 C2 1.378(3) . ? C1 H1 0.9300 . ? C2 C3 1.379(4) . ? C2 H2 0.9300 . ? C3 C4 1.386(4) . ? C3 C6 1.498(3) . ? C4 C5 1.373(3) . ? C4 H4 0.9300 . ? C5 H5A 0.9300 . ? C6 C6 1.487(5) 2_656 ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.368(3) . ? C7 H7 0.9300 . ? C8 C9 1.380(4) . ? C8 H8 0.9300 . ? C9 C10 1.385(4) . ? C9 C12 1.511(3) . ? C10 C11 1.378(3) . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 C12 1.455(5) 2_765 ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.511(3) . ? C14 C19 1.379(3) . ? C14 C15 1.386(3) . ? C15 C16 1.388(3) . ? C15 H15 0.9300 . ? C16 C17 1.387(3) . ? C16 H16 0.9300 . ? C17 C18 1.379(3) . ? C17 C20 1.509(3) . ? C18 C19 1.384(3) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C20 C21 1.492(4) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 C22 1.509(3) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? 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 O1 180.000(1) . 2_566 ? O1 Co1 O2 85.31(6) . 2_566 ? O1 Co1 O2 94.69(6) 2_566 2_566 ? O1 Co1 O2 94.69(6) . . ? O1 Co1 O2 85.31(6) 2_566 . ? O2 Co1 O2 180.0 2_566 . ? O1 Co1 N1 93.99(6) . . ? O1 Co1 N1 86.01(6) 2_566 . ? O2 Co1 N1 89.17(6) 2_566 . ? O2 Co1 N1 90.83(6) . . ? O1 Co1 N1 86.01(6) . 2_566 ? O1 Co1 N1 93.99(6) 2_566 2_566 ? O2 Co1 N1 90.83(6) 2_566 2_566 ? O2 Co1 N1 89.17(6) . 2_566 ? N1 Co1 N1 180.00(10) . 2_566 ? C1 N1 C5 116.59(19) . . ? C1 N1 Co1 122.23(15) . . ? C5 N1 Co1 120.89(15) . . ? C7 N2 C11 117.4(2) . . ? Co1 O1 H1W 112.0 . . ? Co1 O1 H2W 104.1 . . ? H1W O1 H2W 103.7 . . ? Co1 O2 H3W 123.4 . . ? Co1 O2 H4W 109.4 . . ? H3W O2 H4W 97.4 . . ? C22 O5 H5 109.5 . . ? N1 C1 C2 123.6(2) . . ? N1 C1 H1 118.2 . . ? C2 C1 H1 118.2 . . ? C1 C2 C3 119.9(2) . . ? C1 C2 H2 120.1 . . ? C3 C2 H2 120.1 . . ? C2 C3 C4 116.7(2) . . ? C2 C3 C6 121.7(2) . . ? C4 C3 C6 121.6(2) . . ? C5 C4 C3 119.8(2) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? N1 C5 C4 123.4(2) . . ? N1 C5 H5A 118.3 . . ? C4 C5 H5A 118.3 . . ? C6 C6 C3 113.6(3) 2_656 . ? C6 C6 H6A 108.8 2_656 . ? C3 C6 H6A 108.8 . . ? C6 C6 H6B 108.8 2_656 . ? C3 C6 H6B 108.8 . . ? H6A C6 H6B 107.7 . . ? N2 C7 C8 122.7(2) . . ? N2 C7 H7 118.7 . . ? C8 C7 H7 118.7 . . ? C7 C8 C9 120.6(2) . . ? C7 C8 H8 119.7 . . ? C9 C8 H8 119.7 . . ? C8 C9 C10 116.5(2) . . ? C8 C9 C12 119.2(2) . . ? C10 C9 C12 124.3(2) . . ? C11 C10 C9 119.1(3) . . ? C11 C10 H10 120.4 . . ? C9 C10 H10 120.4 . . ? N2 C11 C10 123.7(2) . . ? N2 C11 H11 118.2 . . ? C10 C11 H11 118.2 . . ? C12 C12 C9 117.8(3) 2_765 . ? C12 C12 H12A 107.9 2_765 . ? C9 C12 H12A 107.9 . . ? C12 C12 H12B 107.9 2_765 . ? C9 C12 H12B 107.9 . . ? H12A C12 H12B 107.2 . . ? O3 C13 O4 124.99(19) . . ? O3 C13 C14 116.4(2) . . ? O4 C13 C14 118.6(2) . . ? C19 C14 C15 117.8(2) . . ? C19 C14 C13 120.8(2) . . ? C15 C14 C13 121.3(2) . . ? C14 C15 C16 121.1(2) . . ? C14 C15 H15 119.4 . . ? C16 C15 H15 119.4 . . ? C17 C16 C15 121.0(2) . . ? C17 C16 H16 119.5 . . ? C15 C16 H16 119.5 . . ? C18 C17 C16 117.5(2) . . ? C18 C17 C20 120.2(2) . . ? C16 C17 C20 122.3(2) . . ? C17 C18 C19 121.6(2) . . ? C17 C18 H18 119.2 . . ? C19 C18 H18 119.2 . . ? C14 C19 C18 121.1(2) . . ? C14 C19 H19 119.5 . . ? C18 C19 H19 119.5 . . ? C21 C20 C17 111.8(2) . . ? C21 C20 H20A 109.3 . . ? C17 C20 H20A 109.3 . . ? C21 C20 H20B 109.3 . . ? C17 C20 H20B 109.3 . . ? H20A C20 H20B 107.9 . . ? C20 C21 C22 118.8(2) . . ? C20 C21 H21A 107.6 . . ? C22 C21 H21A 107.6 . . ? C20 C21 H21B 107.6 . . ? C22 C21 H21B 107.6 . . ? H21A C21 H21B 107.0 . . ? O6 C22 O5 123.2(2) . . ? O6 C22 C21 122.3(3) . . ? O5 C22 C21 114.4(2) . . ? 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 Co1 N1 C1 -48.89(18) . . . . ? O1 Co1 N1 C1 131.11(18) 2_566 . . . ? O2 Co1 N1 C1 -134.13(18) 2_566 . . . ? O2 Co1 N1 C1 45.87(18) . . . . ? N1 Co1 N1 C1 -149(65) 2_566 . . . ? O1 Co1 N1 C5 124.63(17) . . . . ? O1 Co1 N1 C5 -55.37(17) 2_566 . . . ? O2 Co1 N1 C5 39.39(17) 2_566 . . . ? O2 Co1 N1 C5 -140.61(17) . . . . ? N1 Co1 N1 C5 24(65) 2_566 . . . ? C5 N1 C1 C2 -1.5(4) . . . . ? Co1 N1 C1 C2 172.31(19) . . . . ? N1 C1 C2 C3 1.0(4) . . . . ? C1 C2 C3 C4 0.3(4) . . . . ? C1 C2 C3 C6 -179.2(2) . . . . ? C2 C3 C4 C5 -0.9(4) . . . . ? C6 C3 C4 C5 178.6(2) . . . . ? C1 N1 C5 C4 0.7(3) . . . . ? Co1 N1 C5 C4 -173.14(18) . . . . ? C3 C4 C5 N1 0.5(4) . . . . ? C2 C3 C6 C6 114.4(4) . . . 2_656 ? C4 C3 C6 C6 -65.1(5) . . . 2_656 ? C11 N2 C7 C8 0.3(4) . . . . ? N2 C7 C8 C9 -1.1(4) . . . . ? C7 C8 C9 C10 1.3(4) . . . . ? C7 C8 C9 C12 -178.2(3) . . . . ? C8 C9 C10 C11 -0.7(4) . . . . ? C12 C9 C10 C11 178.7(3) . . . . ? C7 N2 C11 C10 0.2(4) . . . . ? C9 C10 C11 N2 0.0(5) . . . . ? C8 C9 C12 C12 177.1(3) . . . 2_765 ? C10 C9 C12 C12 -2.4(5) . . . 2_765 ? O3 C13 C14 C19 156.6(2) . . . . ? O4 C13 C14 C19 -21.9(3) . . . . ? O3 C13 C14 C15 -19.4(3) . . . . ? O4 C13 C14 C15 162.1(2) . . . . ? C19 C14 C15 C16 0.5(4) . . . . ? C13 C14 C15 C16 176.6(2) . . . . ? C14 C15 C16 C17 -1.6(4) . . . . ? C15 C16 C17 C18 1.1(4) . . . . ? C15 C16 C17 C20 179.4(3) . . . . ? C16 C17 C18 C19 0.5(4) . . . . ? C20 C17 C18 C19 -177.9(3) . . . . ? C15 C14 C19 C18 1.0(4) . . . . ? C13 C14 C19 C18 -175.1(2) . . . . ? C17 C18 C19 C14 -1.5(4) . . . . ? C18 C17 C20 C21 88.5(3) . . . . ? C16 C17 C20 C21 -89.8(3) . . . . ? C17 C20 C21 C22 -170.1(3) . . . . ? C20 C21 C22 O6 -167.2(3) . . . . ? C20 C21 C22 O5 14.6(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1W O3 0.85 1.74 2.584(2) 171.4 . O1 H2W O6 0.85 2.04 2.865(2) 162.4 1_465 O2 H3W O4 0.85 1.87 2.722(2) 176.4 1_455 O2 H4W O4 0.85 2.02 2.865(2) 171.2 2_566 O5 H5 N2 0.82 1.77 2.584(2) 173.8 1_645 _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.274 _refine_diff_density_min -0.246 _refine_diff_density_rms 0.050 # Attachment '- CIF-06.cif' data_a6 _database_code_depnum_ccdc_archive 'CCDC 830576' #TrackingRef '- CIF-06.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H36 Co2 N3 O9' _chemical_formula_weight 796.58 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.4471(9) _cell_length_b 11.3138(9) _cell_length_c 16.9704(14) _cell_angle_alpha 87.3870(10) _cell_angle_beta 80.2180(10) _cell_angle_gamma 66.1410(10) _cell_volume 1807.2(3) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5819 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 28.15 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.464 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 822 _exptl_absorpt_coefficient_mu 0.977 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7450 _exptl_absorpt_correction_T_max 0.8361 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 13866 _diffrn_reflns_av_R_equivalents 0.0167 _diffrn_reflns_av_sigmaI/netI 0.0258 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 25.50 _reflns_number_total 6682 _reflns_number_gt 5621 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0403P)^2^+0.4503P] 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 6682 _refine_ls_number_parameters 469 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0369 _refine_ls_R_factor_gt 0.0293 _refine_ls_wR_factor_ref 0.0780 _refine_ls_wR_factor_gt 0.0748 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _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 0.08225(3) 0.47340(2) 0.780276(15) 0.02939(8) Uani 1 1 d . . . Co2 Co -0.21375(3) 0.77753(2) 0.744808(16) 0.03464(9) Uani 1 1 d . . . O1 O 0.26909(14) 0.47031(14) 0.71518(8) 0.0365(3) Uani 1 1 d . . . O2 O 0.35320(16) 0.54949(17) 0.80306(9) 0.0518(4) Uani 1 1 d . . . O3 O 1.10234(15) 0.22363(14) 0.38337(9) 0.0468(4) Uani 1 1 d . . . O4 O 1.03591(14) 0.38185(13) 0.30133(8) 0.0359(3) Uani 1 1 d . . . O5 O -0.0655(2) -0.13628(16) 0.81935(13) 0.0752(6) Uani 1 1 d . . . O6 O -0.26147(19) -0.03681(15) 0.76941(10) 0.0565(4) Uani 1 1 d . . . O7 O -0.11389(14) 0.49399(13) 0.84638(8) 0.0385(3) Uani 1 1 d . . . O8 O -0.26616(15) 0.70115(13) 0.84622(9) 0.0429(4) Uani 1 1 d . . . O9 O 0.07995(14) 0.61387(13) 0.85911(8) 0.0388(3) Uani 1 1 d . . . H1W H 0.1637 0.6098 0.8564 0.058 Uiso 1 1 d R . . H2W H 0.0418 0.6923 0.8460 0.058 Uiso 1 1 d R . . N1 N 0.09281(17) 0.31734(15) 0.70661(10) 0.0344(4) Uani 1 1 d . . . N2 N 0.59794(18) -0.19595(17) 0.70405(11) 0.0427(4) Uani 1 1 d . . . N3 N 0.19674(16) 0.32344(15) 0.85688(10) 0.0344(4) Uani 1 1 d . . . C1 C 0.4977(2) 0.46956(19) 0.67804(11) 0.0325(4) Uani 1 1 d . . . C2 C 0.6074(2) 0.4978(2) 0.69482(12) 0.0375(5) Uani 1 1 d . . . H2 H 0.5965 0.5400 0.7429 0.045 Uiso 1 1 calc R . . C3 C 0.7326(2) 0.4647(2) 0.64170(12) 0.0385(5) Uani 1 1 d . . . H3 H 0.8041 0.4857 0.6543 0.046 Uiso 1 1 calc R . . C4 C 0.7540(2) 0.4011(2) 0.57042(12) 0.0371(5) Uani 1 1 d . . . C5 C 0.6413(3) 0.3787(3) 0.55196(15) 0.0649(8) Uani 1 1 d . . . H5 H 0.6508 0.3402 0.5028 0.078 Uiso 1 1 calc R . . C6 C 0.5156(3) 0.4122(3) 0.60466(14) 0.0566(7) Uani 1 1 d . . . H6 H 0.4418 0.3960 0.5906 0.068 Uiso 1 1 calc R . . C7 C 0.3633(2) 0.49991(19) 0.73716(12) 0.0338(4) Uani 1 1 d . . . C8 C 0.8958(2) 0.3511(2) 0.51452(12) 0.0431(5) Uani 1 1 d . . . H8A H 0.9278 0.2585 0.5070 0.052 Uiso 1 1 calc R . . H8B H 0.9645 0.3657 0.5401 0.052 Uiso 1 1 calc R . . C9 C 0.8941(2) 0.4122(2) 0.43289(12) 0.0365(5) Uani 1 1 d . . . H9A H 0.8066 0.4241 0.4148 0.044 Uiso 1 1 calc R . . H9B H 0.8948 0.4970 0.4381 0.044 Uiso 1 1 calc R . . C10 C 1.0175(2) 0.33368(19) 0.37043(12) 0.0320(4) Uani 1 1 d . . . C11 C -0.1969(2) 0.0869(2) 0.85224(13) 0.0405(5) Uani 1 1 d . . . C12 C -0.1143(3) 0.0891(2) 0.90748(16) 0.0551(6) Uani 1 1 d . . . H12 H -0.0390 0.0135 0.9174 0.066 Uiso 1 1 calc R . . C13 C -0.1427(3) 0.2026(2) 0.94801(15) 0.0521(6) Uani 1 1 d . . . H13 H -0.0866 0.2018 0.9853 0.063 Uiso 1 1 calc R . . C14 C -0.2535(2) 0.3182(2) 0.93429(12) 0.0381(5) Uani 1 1 d . . . C15 C -0.3354(2) 0.3152(2) 0.87876(13) 0.0404(5) Uani 1 1 d . . . H15 H -0.4105 0.3908 0.8687 0.049 Uiso 1 1 calc R . . C16 C -0.3075(2) 0.2016(2) 0.83783(13) 0.0404(5) Uani 1 1 d . . . H16 H -0.3634 0.2023 0.8004 0.049 Uiso 1 1 calc R . . C17 C -0.1705(3) -0.0367(2) 0.81117(15) 0.0487(6) Uani 1 1 d . . . C18 C -0.2834(2) 0.4394(2) 0.98096(13) 0.0435(5) Uani 1 1 d . . . H18A H -0.1973 0.4294 1.0001 0.052 Uiso 1 1 calc R . . H18B H -0.3544 0.4463 1.0276 0.052 Uiso 1 1 calc R . . C19 C -0.3346(2) 0.5661(2) 0.93707(13) 0.0403(5) Uani 1 1 d . . . H19A H -0.3676 0.6364 0.9762 0.048 Uiso 1 1 calc R . . H19B H -0.4158 0.5725 0.9139 0.048 Uiso 1 1 calc R . . C20 C -0.2281(2) 0.58681(19) 0.87128(11) 0.0317(4) Uani 1 1 d . . . C21 C 0.1995(2) 0.2611(2) 0.64596(13) 0.0407(5) Uani 1 1 d . . . H21 H 0.2652 0.2975 0.6311 0.049 Uiso 1 1 calc R . . C22 C 0.2167(2) 0.1526(2) 0.60464(13) 0.0433(5) Uani 1 1 d . . . H22 H 0.2927 0.1174 0.5631 0.052 Uiso 1 1 calc R . . C23 C 0.1214(2) 0.0956(2) 0.62464(13) 0.0397(5) Uani 1 1 d . . . C24 C 0.0107(2) 0.1542(2) 0.68641(14) 0.0451(5) Uani 1 1 d . . . H24 H -0.0574 0.1206 0.7015 0.054 Uiso 1 1 calc R . . C25 C 0.0004(2) 0.2618(2) 0.72568(13) 0.0415(5) Uani 1 1 d . . . H25 H -0.0744 0.2981 0.7677 0.050 Uiso 1 1 calc R . . C26 C 0.1390(3) -0.0273(2) 0.58479(15) 0.0537(6) Uani 1 1 d . . . H26A H 0.2033 -0.0410 0.5343 0.064 Uiso 1 1 calc R . . H26B H 0.0480 -0.0194 0.5736 0.064 Uiso 1 1 calc R . . C27 C 0.1977(2) -0.1437(2) 0.63793(16) 0.0532(6) Uani 1 1 d . . . H27A H 0.1291 -0.1327 0.6863 0.064 Uiso 1 1 calc R . . H27B H 0.2096 -0.2212 0.6100 0.064 Uiso 1 1 calc R . . C28 C 0.4821(2) -0.1774(2) 0.75843(15) 0.0519(6) Uani 1 1 d . . . H28 H 0.4897 -0.1772 0.8122 0.062 Uiso 1 1 calc R . . C29 C 0.3526(2) -0.1586(2) 0.73931(15) 0.0534(6) Uani 1 1 d . . . H29 H 0.2751 -0.1439 0.7797 0.064 Uiso 1 1 calc R . . C30 C 0.3376(2) -0.1615(2) 0.66058(15) 0.0455(5) Uani 1 1 d . . . C31 C 0.4575(2) -0.1809(2) 0.60393(15) 0.0529(6) Uani 1 1 d . . . H31 H 0.4528 -0.1827 0.5498 0.064 Uiso 1 1 calc R . . C32 C 0.5836(2) -0.1974(2) 0.62747(14) 0.0501(6) Uani 1 1 d . . . H32 H 0.6622 -0.2101 0.5882 0.060 Uiso 1 1 calc R . . C33 C 0.1469(2) 0.3109(2) 0.93312(12) 0.0393(5) Uani 1 1 d . . . H33 H 0.0600 0.3737 0.9563 0.047 Uiso 1 1 calc R . . C34 C 0.2174(2) 0.2097(2) 0.97940(13) 0.0433(5) Uani 1 1 d . . . H34 H 0.1776 0.2053 1.0322 0.052 Uiso 1 1 calc R . . C35 C 0.3472(2) 0.1150(2) 0.94738(13) 0.0417(5) Uani 1 1 d . . . C36 C 0.3987(2) 0.1273(2) 0.86822(14) 0.0456(5) Uani 1 1 d . . . H36 H 0.4851 0.0656 0.8436 0.055 Uiso 1 1 calc R . . C37 C 0.3224(2) 0.2306(2) 0.82608(13) 0.0433(5) Uani 1 1 d . . . H37 H 0.3599 0.2368 0.7730 0.052 Uiso 1 1 calc R . . C38 C 0.4302(3) 0.0044(3) 0.99590(18) 0.0656(8) Uani 1 1 d . . . H38A H 0.3750 0.0119 1.0489 0.079 Uiso 1 1 calc R . . H38B H 0.4412 -0.0757 0.9714 0.079 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.02318(13) 0.02911(14) 0.03098(15) 0.00368(11) -0.00200(10) -0.00682(11) Co2 0.03122(15) 0.02854(15) 0.03702(16) 0.00002(11) -0.00268(11) -0.00585(11) O1 0.0291(7) 0.0495(9) 0.0326(7) 0.0022(6) -0.0025(6) -0.0187(6) O2 0.0371(8) 0.0775(12) 0.0404(9) -0.0149(8) 0.0010(7) -0.0239(8) O3 0.0398(8) 0.0406(9) 0.0436(9) 0.0093(7) 0.0012(7) -0.0034(7) O4 0.0309(7) 0.0368(8) 0.0333(8) 0.0052(6) -0.0006(6) -0.0092(6) O5 0.0687(13) 0.0309(9) 0.1040(16) 0.0031(9) 0.0051(11) -0.0052(9) O6 0.0702(12) 0.0402(9) 0.0577(11) -0.0096(8) 0.0026(9) -0.0247(8) O7 0.0295(7) 0.0356(8) 0.0438(8) 0.0035(6) 0.0034(6) -0.0103(6) O8 0.0431(8) 0.0322(8) 0.0418(8) 0.0047(6) 0.0024(7) -0.0075(7) O9 0.0319(7) 0.0386(8) 0.0410(8) -0.0005(6) -0.0058(6) -0.0092(6) N1 0.0298(9) 0.0309(9) 0.0381(9) 0.0037(7) -0.0048(7) -0.0084(7) N2 0.0374(10) 0.0388(10) 0.0470(11) 0.0002(8) -0.0051(8) -0.0111(8) N3 0.0288(8) 0.0334(9) 0.0350(9) 0.0057(7) -0.0043(7) -0.0075(7) C1 0.0302(10) 0.0371(11) 0.0296(10) 0.0043(8) -0.0044(8) -0.0136(9) C2 0.0333(11) 0.0412(12) 0.0378(11) -0.0048(9) -0.0052(9) -0.0144(9) C3 0.0301(10) 0.0450(12) 0.0432(12) 0.0015(10) -0.0087(9) -0.0171(9) C4 0.0302(10) 0.0478(12) 0.0327(11) 0.0056(9) -0.0034(8) -0.0161(9) C5 0.0533(15) 0.111(2) 0.0410(14) -0.0303(14) 0.0109(11) -0.0477(16) C6 0.0429(13) 0.093(2) 0.0470(14) -0.0174(13) 0.0025(11) -0.0434(14) C7 0.0294(10) 0.0358(11) 0.0329(11) 0.0057(9) -0.0046(8) -0.0107(9) C8 0.0290(11) 0.0585(14) 0.0367(12) 0.0050(10) -0.0035(9) -0.0135(10) C9 0.0318(10) 0.0385(11) 0.0370(11) 0.0018(9) -0.0009(9) -0.0139(9) C10 0.0292(10) 0.0346(11) 0.0340(11) 0.0011(9) -0.0046(8) -0.0150(9) C11 0.0399(12) 0.0320(11) 0.0464(13) 0.0041(9) 0.0022(10) -0.0151(9) C12 0.0472(14) 0.0347(12) 0.0786(18) 0.0163(12) -0.0168(13) -0.0107(11) C13 0.0524(14) 0.0490(14) 0.0627(16) 0.0149(12) -0.0248(12) -0.0238(12) C14 0.0381(11) 0.0384(11) 0.0400(12) 0.0055(9) -0.0008(9) -0.0203(9) C15 0.0368(11) 0.0336(11) 0.0479(13) 0.0026(9) -0.0068(10) -0.0114(9) C16 0.0394(12) 0.0372(12) 0.0454(12) 0.0029(10) -0.0073(9) -0.0163(10) C17 0.0523(14) 0.0329(12) 0.0532(14) 0.0011(10) 0.0150(12) -0.0187(11) C18 0.0487(13) 0.0508(13) 0.0357(12) -0.0009(10) 0.0024(10) -0.0283(11) C19 0.0381(11) 0.0375(12) 0.0447(12) -0.0073(10) 0.0065(9) -0.0188(9) C20 0.0291(10) 0.0345(11) 0.0307(10) -0.0031(8) -0.0027(8) -0.0124(9) C21 0.0341(11) 0.0404(12) 0.0449(12) 0.0051(10) -0.0034(9) -0.0139(9) C22 0.0347(11) 0.0454(13) 0.0399(12) -0.0037(10) 0.0002(9) -0.0080(10) C23 0.0355(11) 0.0381(11) 0.0424(12) 0.0001(9) -0.0145(9) -0.0086(9) C24 0.0404(12) 0.0469(13) 0.0515(14) -0.0023(11) -0.0037(10) -0.0224(10) C25 0.0350(11) 0.0422(12) 0.0428(12) -0.0014(10) 0.0013(9) -0.0139(10) C26 0.0424(13) 0.0562(15) 0.0608(15) -0.0173(12) -0.0139(11) -0.0142(11) C27 0.0430(13) 0.0405(13) 0.0777(18) -0.0134(12) -0.0095(12) -0.0171(11) C28 0.0405(13) 0.0583(15) 0.0470(14) -0.0063(11) -0.0030(11) -0.0107(11) C29 0.0368(12) 0.0577(15) 0.0566(16) -0.0065(12) 0.0017(11) -0.0128(11) C30 0.0377(12) 0.0297(11) 0.0668(16) -0.0045(10) -0.0065(11) -0.0114(9) C31 0.0470(14) 0.0619(16) 0.0509(14) -0.0022(12) -0.0109(11) -0.0216(12) C32 0.0413(13) 0.0600(15) 0.0463(14) 0.0028(11) -0.0048(10) -0.0189(11) C33 0.0300(10) 0.0423(12) 0.0378(12) 0.0014(9) -0.0017(9) -0.0082(9) C34 0.0393(12) 0.0568(14) 0.0333(11) 0.0125(10) -0.0082(9) -0.0194(11) C35 0.0339(11) 0.0449(12) 0.0515(13) 0.0211(10) -0.0162(10) -0.0195(10) C36 0.0310(11) 0.0421(12) 0.0490(13) 0.0106(10) -0.0045(9) -0.0016(9) C37 0.0338(11) 0.0454(13) 0.0363(11) 0.0112(10) -0.0009(9) -0.0043(10) C38 0.0477(14) 0.0734(18) 0.0789(19) 0.0483(15) -0.0277(13) -0.0257(13) _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 2.0609(13) . ? Co1 O7 2.0901(13) . ? Co1 O9 2.1138(14) . ? Co1 N3 2.1644(16) . ? Co1 N1 2.1655(17) . ? Co1 O4 2.2051(13) 2_666 ? Co2 O8 1.9837(14) . ? Co2 O6 1.9993(16) 1_565 ? Co2 O4 2.0593(13) 2_666 ? Co2 N2 2.0987(18) 1_465 ? Co2 O3 2.2840(15) 2_666 ? O1 C7 1.274(2) . ? O2 C7 1.243(2) . ? O3 C10 1.238(2) . ? O3 Co2 2.2840(15) 2_666 ? O4 C10 1.288(2) . ? O4 Co2 2.0593(13) 2_666 ? O4 Co1 2.2051(13) 2_666 ? O5 C17 1.236(3) . ? O6 C17 1.279(3) . ? O6 Co2 1.9993(16) 1_545 ? O7 C20 1.249(2) . ? O8 C20 1.266(2) . ? O9 H1W 0.8500 . ? O9 H2W 0.8500 . ? N1 C25 1.340(3) . ? N1 C21 1.343(3) . ? N2 C32 1.335(3) . ? N2 C28 1.339(3) . ? N2 Co2 2.0987(18) 1_645 ? N3 C33 1.334(3) . ? N3 C37 1.342(2) . ? C1 C2 1.383(3) . ? C1 C6 1.380(3) . ? C1 C7 1.503(3) . ? C2 C3 1.377(3) . ? C2 H2 0.9300 . ? C3 C4 1.374(3) . ? C3 H3 0.9300 . ? C4 C5 1.386(3) . ? C4 C8 1.519(3) . ? C5 C6 1.378(3) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C8 C9 1.519(3) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.507(3) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C11 C12 1.385(3) . ? C11 C16 1.391(3) . ? C11 C17 1.493(3) . ? C12 C13 1.383(3) . ? C12 H12 0.9300 . ? C13 C14 1.395(3) . ? C13 H13 0.9300 . ? C14 C15 1.386(3) . ? C14 C18 1.508(3) . ? C15 C16 1.389(3) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C18 C19 1.521(3) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C20 1.518(3) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C21 C22 1.374(3) . ? C21 H21 0.9300 . ? C22 C23 1.381(3) . ? C22 H22 0.9300 . ? C23 C24 1.381(3) . ? C23 C26 1.503(3) . ? C24 C25 1.372(3) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? C26 C27 1.533(4) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 C30 1.506(3) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 C29 1.375(3) . ? C28 H28 0.9300 . ? C29 C30 1.375(3) . ? C29 H29 0.9300 . ? C30 C31 1.389(3) . ? C31 C32 1.379(3) . ? C31 H31 0.9300 . ? C32 H32 0.9300 . ? C33 C34 1.379(3) . ? C33 H33 0.9300 . ? C34 C35 1.382(3) . ? C34 H34 0.9300 . ? C35 C36 1.383(3) . ? C35 C38 1.506(3) . ? C36 C37 1.370(3) . ? C36 H36 0.9300 . ? C37 H37 0.9300 . ? C38 C38 1.452(5) 2_657 ? C38 H38A 0.9700 . ? C38 H38B 0.9700 . ? 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 O7 175.04(5) . . ? O1 Co1 O9 89.46(5) . . ? O7 Co1 O9 87.07(5) . . ? O1 Co1 N3 91.40(6) . . ? O7 Co1 N3 92.11(6) . . ? O9 Co1 N3 89.29(6) . . ? O1 Co1 N1 91.05(6) . . ? O7 Co1 N1 92.70(6) . . ? O9 Co1 N1 175.18(6) . . ? N3 Co1 N1 85.90(6) . . ? O1 Co1 O4 89.17(5) . 2_666 ? O7 Co1 O4 87.52(5) . 2_666 ? O9 Co1 O4 93.76(5) . 2_666 ? N3 Co1 O4 176.91(6) . 2_666 ? N1 Co1 O4 91.05(6) . 2_666 ? O8 Co2 O6 106.87(6) . 1_565 ? O8 Co2 O4 97.75(5) . 2_666 ? O6 Co2 O4 136.98(7) 1_565 2_666 ? O8 Co2 N2 92.91(7) . 1_465 ? O6 Co2 N2 97.55(7) 1_565 1_465 ? O4 Co2 N2 116.15(6) 2_666 1_465 ? O8 Co2 O3 156.22(6) . 2_666 ? O6 Co2 O3 95.86(6) 1_565 2_666 ? O4 Co2 O3 59.77(5) 2_666 2_666 ? N2 Co2 O3 90.91(7) 1_465 2_666 ? C7 O1 Co1 129.49(12) . . ? C10 O3 Co2 86.31(12) . 2_666 ? C10 O4 Co2 95.25(11) . 2_666 ? C10 O4 Co1 141.20(12) . 2_666 ? Co2 O4 Co1 119.68(6) 2_666 2_666 ? C17 O6 Co2 106.04(15) . 1_545 ? C20 O7 Co1 135.57(13) . . ? C20 O8 Co2 133.78(13) . . ? Co1 O9 H1W 109.5 . . ? Co1 O9 H2W 116.6 . . ? H1W O9 H2W 97.1 . . ? C25 N1 C21 116.20(18) . . ? C25 N1 Co1 120.65(14) . . ? C21 N1 Co1 122.70(14) . . ? C32 N2 C28 116.4(2) . . ? C32 N2 Co2 125.28(15) . 1_645 ? C28 N2 Co2 118.27(16) . 1_645 ? C33 N3 C37 116.16(17) . . ? C33 N3 Co1 124.31(13) . . ? C37 N3 Co1 119.38(13) . . ? C2 C1 C6 117.64(18) . . ? C2 C1 C7 121.60(18) . . ? C6 C1 C7 120.75(18) . . ? C3 C2 C1 121.19(19) . . ? C3 C2 H2 119.4 . . ? C1 C2 H2 119.4 . . ? C4 C3 C2 121.41(19) . . ? C4 C3 H3 119.3 . . ? C2 C3 H3 119.3 . . ? C3 C4 C5 117.23(19) . . ? C3 C4 C8 122.64(19) . . ? C5 C4 C8 120.08(19) . . ? C6 C5 C4 121.6(2) . . ? C6 C5 H5 119.2 . . ? C4 C5 H5 119.2 . . ? C5 C6 C1 120.8(2) . . ? C5 C6 H6 119.6 . . ? C1 C6 H6 119.6 . . ? O2 C7 O1 125.36(18) . . ? O2 C7 C1 118.40(18) . . ? O1 C7 C1 116.23(17) . . ? C4 C8 C9 115.01(17) . . ? C4 C8 H8A 108.5 . . ? C9 C8 H8A 108.5 . . ? C4 C8 H8B 108.5 . . ? C9 C8 H8B 108.5 . . ? H8A C8 H8B 107.5 . . ? C10 C9 C8 113.72(17) . . ? C10 C9 H9A 108.8 . . ? C8 C9 H9A 108.8 . . ? C10 C9 H9B 108.8 . . ? C8 C9 H9B 108.8 . . ? H9A C9 H9B 107.7 . . ? O3 C10 O4 118.66(18) . . ? O3 C10 C9 121.99(18) . . ? O4 C10 C9 119.34(17) . . ? C12 C11 C16 118.5(2) . . ? C12 C11 C17 120.6(2) . . ? C16 C11 C17 120.9(2) . . ? C13 C12 C11 120.6(2) . . ? C13 C12 H12 119.7 . . ? C11 C12 H12 119.7 . . ? C12 C13 C14 121.5(2) . . ? C12 C13 H13 119.2 . . ? C14 C13 H13 119.2 . . ? C15 C14 C13 117.5(2) . . ? C15 C14 C18 122.44(19) . . ? C13 C14 C18 120.0(2) . . ? C14 C15 C16 121.3(2) . . ? C14 C15 H15 119.3 . . ? C16 C15 H15 119.3 . . ? C15 C16 C11 120.6(2) . . ? C15 C16 H16 119.7 . . ? C11 C16 H16 119.7 . . ? O5 C17 O6 121.5(2) . . ? O5 C17 C11 120.6(3) . . ? O6 C17 C11 117.9(2) . . ? C14 C18 C19 116.91(18) . . ? C14 C18 H18A 108.1 . . ? C19 C18 H18A 108.1 . . ? C14 C18 H18B 108.1 . . ? C19 C18 H18B 108.1 . . ? H18A C18 H18B 107.3 . . ? C18 C19 C20 116.95(17) . . ? C18 C19 H19A 108.1 . . ? C20 C19 H19A 108.1 . . ? C18 C19 H19B 108.1 . . ? C20 C19 H19B 108.1 . . ? H19A C19 H19B 107.3 . . ? O7 C20 O8 125.66(18) . . ? O7 C20 C19 119.60(18) . . ? O8 C20 C19 114.74(17) . . ? N1 C21 C22 123.4(2) . . ? N1 C21 H21 118.3 . . ? C22 C21 H21 118.3 . . ? C21 C22 C23 120.2(2) . . ? C21 C22 H22 119.9 . . ? C23 C22 H22 119.9 . . ? C22 C23 C24 116.4(2) . . ? C22 C23 C26 122.6(2) . . ? C24 C23 C26 120.9(2) . . ? C25 C24 C23 120.5(2) . . ? C25 C24 H24 119.8 . . ? C23 C24 H24 119.8 . . ? N1 C25 C24 123.31(19) . . ? N1 C25 H25 118.3 . . ? C24 C25 H25 118.3 . . ? C23 C26 C27 111.16(19) . . ? C23 C26 H26A 109.4 . . ? C27 C26 H26A 109.4 . . ? C23 C26 H26B 109.4 . . ? C27 C26 H26B 109.4 . . ? H26A C26 H26B 108.0 . . ? C30 C27 C26 113.3(2) . . ? C30 C27 H27A 108.9 . . ? C26 C27 H27A 108.9 . . ? C30 C27 H27B 108.9 . . ? C26 C27 H27B 108.9 . . ? H27A C27 H27B 107.7 . . ? N2 C28 C29 123.8(2) . . ? N2 C28 H28 118.1 . . ? C29 C28 H28 118.1 . . ? C30 C29 C28 120.0(2) . . ? C30 C29 H29 120.0 . . ? C28 C29 H29 120.0 . . ? C29 C30 C31 116.4(2) . . ? C29 C30 C27 121.2(2) . . ? C31 C30 C27 122.4(2) . . ? C32 C31 C30 120.4(2) . . ? C32 C31 H31 119.8 . . ? C30 C31 H31 119.8 . . ? N2 C32 C31 122.9(2) . . ? N2 C32 H32 118.5 . . ? C31 C32 H32 118.5 . . ? N3 C33 C34 123.41(19) . . ? N3 C33 H33 118.3 . . ? C34 C33 H33 118.3 . . ? C35 C34 C33 120.1(2) . . ? C35 C34 H34 120.0 . . ? C33 C34 H34 120.0 . . ? C34 C35 C36 116.64(19) . . ? C34 C35 C38 122.2(2) . . ? C36 C35 C38 121.2(2) . . ? C37 C36 C35 119.9(2) . . ? C37 C36 H36 120.0 . . ? C35 C36 H36 120.0 . . ? N3 C37 C36 123.8(2) . . ? N3 C37 H37 118.1 . . ? C36 C37 H37 118.1 . . ? C38 C38 C35 115.5(3) 2_657 . ? C38 C38 H38A 108.4 2_657 . ? C35 C38 H38A 108.4 . . ? C38 C38 H38B 108.4 2_657 . ? C35 C38 H38B 108.4 . . ? H38A C38 H38B 107.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O7 Co1 O1 C7 70.2(7) . . . . ? O9 Co1 O1 C7 24.53(16) . . . . ? N3 Co1 O1 C7 -64.74(17) . . . . ? N1 Co1 O1 C7 -150.67(16) . . . . ? O4 Co1 O1 C7 118.30(16) 2_666 . . . ? O1 Co1 O7 C20 3.3(7) . . . . ? O9 Co1 O7 C20 49.01(19) . . . . ? N3 Co1 O7 C20 138.19(19) . . . . ? N1 Co1 O7 C20 -135.81(19) . . . . ? O4 Co1 O7 C20 -44.88(19) 2_666 . . . ? O6 Co2 O8 C20 -158.07(18) 1_565 . . . ? O4 Co2 O8 C20 -13.75(19) 2_666 . . . ? N2 Co2 O8 C20 103.13(19) 1_465 . . . ? O3 Co2 O8 C20 4.2(3) 2_666 . . . ? O1 Co1 N1 C25 172.66(15) . . . . ? O7 Co1 N1 C25 -10.59(16) . . . . ? O9 Co1 N1 C25 76.5(7) . . . . ? N3 Co1 N1 C25 81.33(16) . . . . ? O4 Co1 N1 C25 -98.15(15) 2_666 . . . ? O1 Co1 N1 C21 0.59(16) . . . . ? O7 Co1 N1 C21 177.35(15) . . . . ? O9 Co1 N1 C21 -95.5(7) . . . . ? N3 Co1 N1 C21 -90.73(16) . . . . ? O4 Co1 N1 C21 89.78(16) 2_666 . . . ? O1 Co1 N3 C33 150.51(17) . . . . ? O7 Co1 N3 C33 -25.98(17) . . . . ? O9 Co1 N3 C33 61.06(17) . . . . ? N1 Co1 N3 C33 -118.53(17) . . . . ? O4 Co1 N3 C33 -108.9(10) 2_666 . . . ? O1 Co1 N3 C37 -34.03(17) . . . . ? O7 Co1 N3 C37 149.48(16) . . . . ? O9 Co1 N3 C37 -123.48(16) . . . . ? N1 Co1 N3 C37 56.92(16) . . . . ? O4 Co1 N3 C37 66.5(10) 2_666 . . . ? C6 C1 C2 C3 -2.9(3) . . . . ? C7 C1 C2 C3 177.18(19) . . . . ? C1 C2 C3 C4 -0.7(3) . . . . ? C2 C3 C4 C5 3.8(3) . . . . ? C2 C3 C4 C8 -173.6(2) . . . . ? C3 C4 C5 C6 -3.5(4) . . . . ? C8 C4 C5 C6 174.0(3) . . . . ? C4 C5 C6 C1 0.0(4) . . . . ? C2 C1 C6 C5 3.2(4) . . . . ? C7 C1 C6 C5 -176.9(2) . . . . ? Co1 O1 C7 O2 -7.2(3) . . . . ? Co1 O1 C7 C1 171.77(12) . . . . ? C2 C1 C7 O2 -1.3(3) . . . . ? C6 C1 C7 O2 178.7(2) . . . . ? C2 C1 C7 O1 179.62(18) . . . . ? C6 C1 C7 O1 -0.3(3) . . . . ? C3 C4 C8 C9 -117.1(2) . . . . ? C5 C4 C8 C9 65.6(3) . . . . ? C4 C8 C9 C10 -160.73(18) . . . . ? Co2 O3 C10 O4 -0.39(17) 2_666 . . . ? Co2 O3 C10 C9 179.54(17) 2_666 . . . ? Co2 O4 C10 O3 0.44(19) 2_666 . . . ? Co1 O4 C10 O3 155.67(15) 2_666 . . . ? Co2 O4 C10 C9 -179.49(15) 2_666 . . . ? Co1 O4 C10 C9 -24.3(3) 2_666 . . . ? C8 C9 C10 O3 7.4(3) . . . . ? C8 C9 C10 O4 -172.68(17) . . . . ? C16 C11 C12 C13 0.8(3) . . . . ? C17 C11 C12 C13 -177.2(2) . . . . ? C11 C12 C13 C14 -0.7(4) . . . . ? C12 C13 C14 C15 0.5(3) . . . . ? C12 C13 C14 C18 178.6(2) . . . . ? C13 C14 C15 C16 -0.5(3) . . . . ? C18 C14 C15 C16 -178.57(19) . . . . ? C14 C15 C16 C11 0.7(3) . . . . ? C12 C11 C16 C15 -0.8(3) . . . . ? C17 C11 C16 C15 177.20(19) . . . . ? Co2 O6 C17 O5 10.2(3) 1_545 . . . ? Co2 O6 C17 C11 -167.92(15) 1_545 . . . ? C12 C11 C17 O5 -7.7(3) . . . . ? C16 C11 C17 O5 174.3(2) . . . . ? C12 C11 C17 O6 170.4(2) . . . . ? C16 C11 C17 O6 -7.6(3) . . . . ? C15 C14 C18 C19 -37.0(3) . . . . ? C13 C14 C18 C19 145.0(2) . . . . ? C14 C18 C19 C20 -69.2(3) . . . . ? Co1 O7 C20 O8 17.1(3) . . . . ? Co1 O7 C20 C19 -163.05(14) . . . . ? Co2 O8 C20 O7 23.4(3) . . . . ? Co2 O8 C20 C19 -156.47(15) . . . . ? C18 C19 C20 O7 12.1(3) . . . . ? C18 C19 C20 O8 -168.01(18) . . . . ? C25 N1 C21 C22 -0.2(3) . . . . ? Co1 N1 C21 C22 172.16(16) . . . . ? N1 C21 C22 C23 0.1(3) . . . . ? C21 C22 C23 C24 0.6(3) . . . . ? C21 C22 C23 C26 -176.5(2) . . . . ? C22 C23 C24 C25 -1.2(3) . . . . ? C26 C23 C24 C25 176.0(2) . . . . ? C21 N1 C25 C24 -0.4(3) . . . . ? Co1 N1 C25 C24 -172.97(17) . . . . ? C23 C24 C25 N1 1.2(4) . . . . ? C22 C23 C26 C27 101.8(3) . . . . ? C24 C23 C26 C27 -75.3(3) . . . . ? C23 C26 C27 C30 -57.5(3) . . . . ? C32 N2 C28 C29 -0.9(4) . . . . ? Co2 N2 C28 C29 179.84(19) 1_645 . . . ? N2 C28 C29 C30 1.7(4) . . . . ? C28 C29 C30 C31 -1.5(4) . . . . ? C28 C29 C30 C27 178.9(2) . . . . ? C26 C27 C30 C29 120.3(3) . . . . ? C26 C27 C30 C31 -59.3(3) . . . . ? C29 C30 C31 C32 0.7(4) . . . . ? C27 C30 C31 C32 -179.7(2) . . . . ? C28 N2 C32 C31 0.0(4) . . . . ? Co2 N2 C32 C31 179.24(18) 1_645 . . . ? C30 C31 C32 N2 0.0(4) . . . . ? C37 N3 C33 C34 -0.1(3) . . . . ? Co1 N3 C33 C34 175.53(16) . . . . ? N3 C33 C34 C35 0.5(3) . . . . ? C33 C34 C35 C36 -0.8(3) . . . . ? C33 C34 C35 C38 178.5(2) . . . . ? C34 C35 C36 C37 0.8(3) . . . . ? C38 C35 C36 C37 -178.5(2) . . . . ? C33 N3 C37 C36 0.0(3) . . . . ? Co1 N3 C37 C36 -175.77(19) . . . . ? C35 C36 C37 N3 -0.4(4) . . . . ? C34 C35 C38 C38 -119.5(4) . . . 2_657 ? C36 C35 C38 C38 59.8(5) . . . 2_657 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O9 H1W O2 0.85 1.89 2.654(2) 149.4 . O9 H2W O5 0.85 1.89 2.730(2) 172.5 1_565 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.279 _refine_diff_density_min -0.208 _refine_diff_density_rms 0.043 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.368 0.904 0.377 42 7 ' ' 2 0.631 0.096 0.623 42 7 ' ' _platon_squeeze_details ; ;