# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full Dalton Trans. _journal_coden_cambridge 1145 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Qing-Lei Meng' _publ_contact_author_email qinglei471022@sina.com loop_ _publ_author_name 'Lufang Ma' 'Qing-Lei Meng' 'Liya Wang' 'Bin Liu' 'Fupei Liang' data_1 _database_code_depnum_ccdc_archive 'CCDC 762831' #TrackingRef '1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H28 Cu3 N6 O20' _chemical_formula_weight 1079.28 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 C2/c 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' '-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 32.147(3) _cell_length_b 5.7642(5) _cell_length_c 24.298(2) _cell_angle_alpha 90.00 _cell_angle_beta 118.1340(10) _cell_angle_gamma 90.00 _cell_volume 3970.5(6) _cell_formula_units_Z 4 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 5376 _cell_measurement_theta_min 2.59 _cell_measurement_theta_max 28.07 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.806 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2180 _exptl_absorpt_coefficient_mu 1.689 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6226 _exptl_absorpt_correction_T_max 0.7858 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14402 _diffrn_reflns_av_R_equivalents 0.0254 _diffrn_reflns_av_sigmaI/netI 0.0224 _diffrn_reflns_limit_h_min -38 _diffrn_reflns_limit_h_max 38 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.59 _diffrn_reflns_theta_max 25.50 _reflns_number_total 3680 _reflns_number_gt 3197 _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^)+(0.0422P)^2^+9.5366P] 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 3680 _refine_ls_number_parameters 304 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0383 _refine_ls_R_factor_gt 0.0318 _refine_ls_wR_factor_ref 0.0879 _refine_ls_wR_factor_gt 0.0841 _refine_ls_goodness_of_fit_ref 1.088 _refine_ls_restrained_S_all 1.088 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.025220(11) 0.07453(6) 0.429115(15) 0.01980(11) Uani 1 1 d . . . Cu2 Cu 0.2500 0.2500 0.5000 0.02150(13) Uani 1 2 d S . . O1 O 0.22947(7) 0.4474(4) 0.54693(9) 0.0266(4) Uani 1 1 d . . . O2 O 0.16836(8) 0.2089(4) 0.51243(11) 0.0406(6) Uani 1 1 d . . . O3 O 0.08109(7) 0.5056(4) 0.43649(9) 0.0309(5) Uani 1 1 d . . . O4 O 0.06605(7) 0.2697(3) 0.49837(9) 0.0259(4) Uani 1 1 d . . . O5 O 0.02581(6) 0.7848(3) 0.48988(8) 0.0238(4) Uani 1 1 d . . . O6 O 0.03366(6) 0.7741(3) 0.58659(9) 0.0245(4) Uani 1 1 d . . . O7 O 0.19570(9) 1.0005(5) 0.74388(11) 0.0532(7) Uani 1 1 d . . . O8 O 0.25087(8) 0.9884(5) 0.71671(12) 0.0552(7) Uani 1 1 d . . . N1 N 0.21109(9) 0.9448(5) 0.70820(12) 0.0364(7) Uani 1 1 d . . . N2 N 0.20705(9) 0.4239(5) 0.42011(11) 0.0301(6) Uani 1 1 d . . . N3 N 0.01793(8) 0.8951(4) 0.14763(11) 0.0268(5) Uani 1 1 d . . . C1 C 0.16883(9) 0.5455(5) 0.57079(13) 0.0229(6) Uani 1 1 d . . . C2 C 0.11983(9) 0.5701(5) 0.54613(12) 0.0206(6) Uani 1 1 d . . . C3 C 0.10135(9) 0.7181(5) 0.57537(12) 0.0204(6) Uani 1 1 d . . . C4 C 0.13166(10) 0.8354(5) 0.62935(13) 0.0244(6) Uani 1 1 d . . . H4 H 0.1198 0.9276 0.6502 0.029 Uiso 1 1 calc R . . C5 C 0.17973(10) 0.8132(5) 0.65174(13) 0.0255(6) Uani 1 1 d . . . C6 C 0.19906(10) 0.6732(5) 0.62342(13) 0.0271(6) Uani 1 1 d . . . H6 H 0.2316 0.6643 0.6391 0.033 Uiso 1 1 calc R . . C7 C 0.18938(10) 0.3839(5) 0.54076(13) 0.0252(6) Uani 1 1 d . . . C8 C 0.08614(9) 0.4397(5) 0.48798(13) 0.0222(6) Uani 1 1 d . . . C9 C 0.04883(9) 0.7613(4) 0.54701(12) 0.0193(6) Uani 1 1 d . . . C10 C 0.19217(12) 0.3240(7) 0.36453(15) 0.0432(9) Uani 1 1 d . . . H10 H 0.2063 0.1862 0.3623 0.052 Uiso 1 1 calc R . . C11 C 0.15674(13) 0.4154(7) 0.31020(15) 0.0462(9) Uani 1 1 d . . . H11 H 0.1472 0.3373 0.2727 0.055 Uiso 1 1 calc R . . C12 C 0.13526(11) 0.6219(6) 0.31099(14) 0.0313(7) Uani 1 1 d . . . C13 C 0.15328(12) 0.7345(6) 0.36844(15) 0.0389(8) Uani 1 1 d . . . H13 H 0.1415 0.8787 0.3713 0.047 Uiso 1 1 calc R . . C14 C 0.18849(12) 0.6325(6) 0.42081(15) 0.0355(7) Uani 1 1 d . . . H14 H 0.2001 0.7114 0.4586 0.043 Uiso 1 1 calc R . . C15 C 0.04382(15) 0.7236(6) 0.14426(16) 0.0542(11) Uani 1 1 d . . . H15 H 0.0359 0.6611 0.1053 0.065 Uiso 1 1 calc R . . C16 C 0.08189(14) 0.6327(7) 0.19554(16) 0.0532(11) Uani 1 1 d . . . H16 H 0.0991 0.5124 0.1905 0.064 Uiso 1 1 calc R . . C17 C 0.09483(11) 0.7180(6) 0.25422(14) 0.0312(7) Uani 1 1 d . . . C18 C 0.06817(16) 0.8975(9) 0.25731(17) 0.0722(16) Uani 1 1 d . . . H18 H 0.0757 0.9650 0.2956 0.087 Uiso 1 1 calc R . . C19 C 0.03025(14) 0.9789(9) 0.20396(17) 0.0641(14) Uani 1 1 d . . . H19 H 0.0124 1.0988 0.2077 0.077 Uiso 1 1 calc R . . O9 O 0.08298(7) -0.0348(4) 0.42364(10) 0.0298(5) Uani 1 1 d . . . H1W H 0.0847 -0.1766 0.4263 0.045 Uiso 1 1 d R . . H2W H 0.1065 0.0267 0.4525 0.045 Uiso 1 1 d R . . O10 O 0.04061(16) 0.3911(8) 0.31145(18) 0.1197(16) Uani 1 1 d . . . H3W H 0.0607 0.4344 0.3468 0.180 Uiso 1 1 d R . . H4W H 0.0157 0.4663 0.2998 0.180 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.01553(18) 0.02103(19) 0.01917(19) -0.00609(13) 0.00516(14) -0.00078(13) Cu2 0.0147(2) 0.0300(3) 0.0168(2) 0.00213(19) 0.00495(19) 0.00618(19) O1 0.0200(10) 0.0358(12) 0.0220(10) -0.0003(9) 0.0082(8) 0.0060(9) O2 0.0299(12) 0.0343(13) 0.0541(15) -0.0187(11) 0.0169(11) -0.0007(10) O3 0.0373(12) 0.0291(11) 0.0216(11) -0.0066(9) 0.0100(9) 0.0021(9) O4 0.0196(10) 0.0255(11) 0.0277(11) -0.0081(8) 0.0072(9) -0.0042(8) O5 0.0207(10) 0.0263(11) 0.0191(10) -0.0032(8) 0.0051(8) -0.0003(8) O6 0.0186(10) 0.0324(11) 0.0214(10) -0.0026(8) 0.0086(8) 0.0035(8) O7 0.0413(14) 0.0779(19) 0.0357(14) -0.0313(14) 0.0142(12) -0.0117(14) O8 0.0273(13) 0.0721(18) 0.0569(17) -0.0329(14) 0.0123(12) -0.0201(13) N1 0.0250(14) 0.0417(16) 0.0295(14) -0.0149(12) 0.0020(12) -0.0061(12) N2 0.0258(13) 0.0405(15) 0.0201(12) 0.0032(11) 0.0075(11) 0.0114(11) N3 0.0211(12) 0.0317(14) 0.0224(12) 0.0085(10) 0.0061(10) 0.0015(10) C1 0.0188(14) 0.0232(15) 0.0231(14) -0.0022(11) 0.0070(12) 0.0013(11) C2 0.0171(13) 0.0196(14) 0.0210(14) -0.0035(11) 0.0057(11) -0.0013(11) C3 0.0180(13) 0.0208(14) 0.0202(14) -0.0036(11) 0.0073(11) 0.0005(11) C4 0.0194(14) 0.0280(15) 0.0221(14) -0.0068(12) 0.0067(12) 0.0009(12) C5 0.0192(14) 0.0295(15) 0.0196(14) -0.0077(12) 0.0023(12) -0.0047(12) C6 0.0154(14) 0.0339(16) 0.0270(15) -0.0043(13) 0.0058(12) -0.0003(12) C7 0.0175(14) 0.0295(16) 0.0213(14) -0.0001(12) 0.0032(11) 0.0081(12) C8 0.0159(13) 0.0214(14) 0.0246(15) -0.0072(11) 0.0057(11) 0.0042(11) C9 0.0177(13) 0.0135(13) 0.0230(14) -0.0044(10) 0.0067(12) -0.0005(10) C10 0.0389(19) 0.054(2) 0.0292(17) 0.0025(16) 0.0096(15) 0.0240(17) C11 0.046(2) 0.061(2) 0.0209(16) -0.0001(16) 0.0062(15) 0.0228(18) C12 0.0258(16) 0.0435(19) 0.0217(15) 0.0058(13) 0.0089(13) 0.0099(14) C13 0.0404(19) 0.0373(19) 0.0316(17) 0.0055(14) 0.0111(15) 0.0116(15) C14 0.0374(18) 0.0371(18) 0.0241(16) 0.0015(13) 0.0080(14) 0.0063(15) C15 0.071(3) 0.037(2) 0.0243(17) -0.0038(15) -0.0025(17) 0.0225(19) C16 0.064(3) 0.041(2) 0.0266(18) 0.0005(15) -0.0015(17) 0.0320(19) C17 0.0291(16) 0.0382(18) 0.0236(16) 0.0095(13) 0.0101(13) 0.0092(13) C18 0.071(3) 0.110(4) 0.0193(17) 0.005(2) 0.0075(18) 0.062(3) C19 0.059(3) 0.097(3) 0.0283(19) 0.010(2) 0.0141(18) 0.054(3) O9 0.0239(11) 0.0272(11) 0.0369(12) -0.0091(9) 0.0133(9) -0.0001(9) O10 0.138(4) 0.128(4) 0.079(3) -0.025(3) 0.039(3) -0.046(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 O4 1.9332(19) . ? Cu1 O6 1.9516(19) 5_566 ? Cu1 N3 2.008(2) 2_545 ? Cu1 O9 2.0237(19) . ? Cu1 O5 2.223(2) 1_545 ? Cu2 O1 1.9339(19) 7_556 ? Cu2 O1 1.9339(19) . ? Cu2 N2 2.038(2) 7_556 ? Cu2 N2 2.038(2) . ? O1 C7 1.279(3) . ? O2 C7 1.229(4) . ? O3 C8 1.243(3) . ? O3 O10 2.763(4) . ? O4 C8 1.263(3) . ? O5 C9 1.235(3) . ? O5 Cu1 2.223(2) 1_565 ? O6 C9 1.269(3) . ? O6 Cu1 1.9516(19) 5_566 ? O7 N1 1.227(3) . ? O8 N1 1.221(3) . ? N1 C5 1.473(4) . ? N2 C10 1.332(4) . ? N2 C14 1.346(4) . ? N3 C15 1.320(4) . ? N3 C19 1.324(4) . ? N3 Cu1 2.008(2) 2_565 ? C1 C6 1.396(4) . ? C1 C2 1.404(4) . ? C1 C7 1.513(4) . ? C2 C3 1.408(4) . ? C2 C8 1.514(4) . ? C3 C4 1.386(4) . ? C3 C9 1.514(4) . ? C4 C5 1.381(4) . ? C4 H4 0.9300 . ? C5 C6 1.384(4) . ? C6 H6 0.9300 . ? C10 C11 1.378(4) . ? C10 H10 0.9300 . ? C11 C12 1.381(5) . ? C11 H11 0.9300 . ? C12 C13 1.394(4) . ? C12 C17 1.486(4) . ? C13 C14 1.374(4) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 C16 1.373(5) . ? C15 H15 0.9300 . ? C16 C17 1.374(5) . ? C16 H16 0.9300 . ? C17 C18 1.368(5) . ? C18 C19 1.377(5) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? O9 H1W 0.8200 . ? O9 H2W 0.8300 . ? O10 H3W 0.8329 . ? O10 H4W 0.8330 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 Cu1 O6 96.19(8) . 5_566 ? O4 Cu1 N3 175.09(10) . 2_545 ? O6 Cu1 N3 82.37(9) 5_566 2_545 ? O4 Cu1 O9 88.33(8) . . ? O6 Cu1 O9 164.10(8) 5_566 . ? N3 Cu1 O9 91.84(9) 2_545 . ? O4 Cu1 O5 93.98(8) . 1_545 ? O6 Cu1 O5 99.76(8) 5_566 1_545 ? N3 Cu1 O5 90.89(9) 2_545 1_545 ? O9 Cu1 O5 95.11(8) . 1_545 ? O1 Cu2 O1 180.00(10) 7_556 . ? O1 Cu2 N2 90.34(9) 7_556 7_556 ? O1 Cu2 N2 89.66(9) . 7_556 ? O1 Cu2 N2 89.66(9) 7_556 . ? O1 Cu2 N2 90.34(9) . . ? N2 Cu2 N2 180.00(12) 7_556 . ? C7 O1 Cu2 111.59(18) . . ? C8 O3 O10 143.5(2) . . ? C8 O4 Cu1 118.62(18) . . ? C9 O5 Cu1 129.96(17) . 1_565 ? C9 O6 Cu1 124.17(17) . 5_566 ? O8 N1 O7 124.5(3) . . ? O8 N1 C5 117.8(3) . . ? O7 N1 C5 117.8(3) . . ? C10 N2 C14 116.7(3) . . ? C10 N2 Cu2 120.7(2) . . ? C14 N2 Cu2 122.2(2) . . ? C15 N3 C19 116.6(3) . . ? C15 N3 Cu1 120.5(2) . 2_565 ? C19 N3 Cu1 120.7(2) . 2_565 ? C6 C1 C2 119.6(2) . . ? C6 C1 C7 119.5(2) . . ? C2 C1 C7 120.9(2) . . ? C1 C2 C3 120.1(2) . . ? C1 C2 C8 120.9(2) . . ? C3 C2 C8 119.0(2) . . ? C4 C3 C2 119.8(2) . . ? C4 C3 C9 119.1(2) . . ? C2 C3 C9 121.0(2) . . ? C5 C4 C3 119.0(3) . . ? C5 C4 H4 120.5 . . ? C3 C4 H4 120.5 . . ? C4 C5 C6 122.7(3) . . ? C4 C5 N1 117.8(3) . . ? C6 C5 N1 119.5(3) . . ? C5 C6 C1 118.8(3) . . ? C5 C6 H6 120.6 . . ? C1 C6 H6 120.6 . . ? O2 C7 O1 123.9(3) . . ? O2 C7 C1 121.7(3) . . ? O1 C7 C1 114.4(2) . . ? O3 C8 O4 127.0(3) . . ? O3 C8 C2 119.0(3) . . ? O4 C8 C2 114.0(2) . . ? O5 C9 O6 127.2(2) . . ? O5 C9 C3 118.6(2) . . ? O6 C9 C3 114.2(2) . . ? N2 C10 C11 123.0(3) . . ? N2 C10 H10 118.5 . . ? C11 C10 H10 118.5 . . ? C10 C11 C12 120.6(3) . . ? C10 C11 H11 119.7 . . ? C12 C11 H11 119.7 . . ? C11 C12 C13 116.2(3) . . ? C11 C12 C17 122.2(3) . . ? C13 C12 C17 121.6(3) . . ? C14 C13 C12 120.0(3) . . ? C14 C13 H13 120.0 . . ? C12 C13 H13 120.0 . . ? N2 C14 C13 123.2(3) . . ? N2 C14 H14 118.4 . . ? C13 C14 H14 118.4 . . ? N3 C15 C16 123.2(3) . . ? N3 C15 H15 118.4 . . ? C16 C15 H15 118.4 . . ? C15 C16 C17 120.6(3) . . ? C15 C16 H16 119.7 . . ? C17 C16 H16 119.7 . . ? C18 C17 C16 115.9(3) . . ? C18 C17 C12 121.8(3) . . ? C16 C17 C12 122.3(3) . . ? C17 C18 C19 120.4(3) . . ? C17 C18 H18 119.8 . . ? C19 C18 H18 119.8 . . ? N3 C19 C18 123.3(3) . . ? N3 C19 H19 118.3 . . ? C18 C19 H19 118.3 . . ? Cu1 O9 H1W 109.5 . . ? Cu1 O9 H2W 108.0 . . ? H1W O9 H2W 111.0 . . ? O3 O10 H3W 20.1 . . ? O3 O10 H4W 97.4 . . ? H3W O10 H4W 110.4 . . ? 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 Cu2 O1 C7 5(5) 7_556 . . . ? N2 Cu2 O1 C7 -100.3(2) 7_556 . . . ? N2 Cu2 O1 C7 79.7(2) . . . . ? O6 Cu1 O4 C8 -96.7(2) 5_566 . . . ? N3 Cu1 O4 C8 -24.1(11) 2_545 . . . ? O9 Cu1 O4 C8 68.0(2) . . . . ? O5 Cu1 O4 C8 162.97(19) 1_545 . . . ? O1 Cu2 N2 C10 23.3(3) 7_556 . . . ? O1 Cu2 N2 C10 -156.7(3) . . . . ? N2 Cu2 N2 C10 -100(18) 7_556 . . . ? O1 Cu2 N2 C14 -163.8(3) 7_556 . . . ? O1 Cu2 N2 C14 16.2(3) . . . . ? N2 Cu2 N2 C14 73(15) 7_556 . . . ? C6 C1 C2 C3 -1.7(4) . . . . ? C7 C1 C2 C3 178.8(3) . . . . ? C6 C1 C2 C8 178.1(3) . . . . ? C7 C1 C2 C8 -1.3(4) . . . . ? C1 C2 C3 C4 -1.4(4) . . . . ? C8 C2 C3 C4 178.7(3) . . . . ? C1 C2 C3 C9 175.4(3) . . . . ? C8 C2 C3 C9 -4.4(4) . . . . ? C2 C3 C4 C5 3.1(4) . . . . ? C9 C3 C4 C5 -173.7(3) . . . . ? C3 C4 C5 C6 -1.8(5) . . . . ? C3 C4 C5 N1 178.3(3) . . . . ? O8 N1 C5 C4 -156.5(3) . . . . ? O7 N1 C5 C4 24.4(4) . . . . ? O8 N1 C5 C6 23.6(4) . . . . ? O7 N1 C5 C6 -155.4(3) . . . . ? C4 C5 C6 C1 -1.3(5) . . . . ? N1 C5 C6 C1 178.5(3) . . . . ? C2 C1 C6 C5 3.0(4) . . . . ? C7 C1 C6 C5 -177.5(3) . . . . ? Cu2 O1 C7 O2 5.2(4) . . . . ? Cu2 O1 C7 C1 -173.97(18) . . . . ? C6 C1 C7 O2 151.1(3) . . . . ? C2 C1 C7 O2 -29.4(4) . . . . ? C6 C1 C7 O1 -29.6(4) . . . . ? C2 C1 C7 O1 149.8(3) . . . . ? O10 O3 C8 O4 -7.9(5) . . . . ? O10 O3 C8 C2 171.7(3) . . . . ? Cu1 O4 C8 O3 3.6(4) . . . . ? Cu1 O4 C8 C2 -175.97(16) . . . . ? C1 C2 C8 O3 -74.6(3) . . . . ? C3 C2 C8 O3 105.3(3) . . . . ? C1 C2 C8 O4 105.1(3) . . . . ? C3 C2 C8 O4 -75.1(3) . . . . ? Cu1 O5 C9 O6 107.6(3) 1_565 . . . ? Cu1 O5 C9 C3 -70.7(3) 1_565 . . . ? Cu1 O6 C9 O5 -19.6(4) 5_566 . . . ? Cu1 O6 C9 C3 158.77(17) 5_566 . . . ? C4 C3 C9 O5 136.7(3) . . . . ? C2 C3 C9 O5 -40.1(4) . . . . ? C4 C3 C9 O6 -41.8(4) . . . . ? C2 C3 C9 O6 141.4(3) . . . . ? C14 N2 C10 C11 -5.4(5) . . . . ? Cu2 N2 C10 C11 167.9(3) . . . . ? N2 C10 C11 C12 1.2(6) . . . . ? C10 C11 C12 C13 3.4(6) . . . . ? C10 C11 C12 C17 -175.8(3) . . . . ? C11 C12 C13 C14 -3.8(5) . . . . ? C17 C12 C13 C14 175.4(3) . . . . ? C10 N2 C14 C13 4.9(5) . . . . ? Cu2 N2 C14 C13 -168.3(3) . . . . ? C12 C13 C14 N2 -0.3(5) . . . . ? C19 N3 C15 C16 -0.1(6) . . . . ? Cu1 N3 C15 C16 163.4(4) 2_565 . . . ? N3 C15 C16 C17 0.4(7) . . . . ? C15 C16 C17 C18 -1.1(6) . . . . ? C15 C16 C17 C12 178.9(4) . . . . ? C11 C12 C17 C18 167.6(4) . . . . ? C13 C12 C17 C18 -11.6(6) . . . . ? C11 C12 C17 C16 -12.4(6) . . . . ? C13 C12 C17 C16 168.4(4) . . . . ? C16 C17 C18 C19 1.6(7) . . . . ? C12 C17 C18 C19 -178.5(4) . . . . ? C15 N3 C19 C18 0.7(7) . . . . ? Cu1 N3 C19 C18 -162.8(4) 2_565 . . . ? C17 C18 C19 N3 -1.4(8) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O9 H1W O3 0.82 1.86 2.672(3) 170.8 1_545 O9 H2W O2 0.83 2.11 2.928(3) 169.2 . O10 H3W O3 0.83 2.00 2.763(4) 151.6 . O10 H4W O10 0.83 2.48 2.895(8) 111.7 2 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.426 _refine_diff_density_min -0.615 _refine_diff_density_rms 0.071 # Attachment '2.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 762832' #TrackingRef '2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H40 Cu3 N6 O20' _chemical_formula_weight 1163.44 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 5.7813(9) _cell_length_b 13.309(2) _cell_length_c 16.417(2) _cell_angle_alpha 107.004(2) _cell_angle_beta 99.633(2) _cell_angle_gamma 98.489(2) _cell_volume 1164.8(3) _cell_formula_units_Z 1 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2888 _cell_measurement_theta_min 2.63 _cell_measurement_theta_max 27.61 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.659 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 593 _exptl_absorpt_coefficient_mu 1.446 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6018 _exptl_absorpt_correction_T_max 0.8821 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8300 _diffrn_reflns_av_R_equivalents 0.0245 _diffrn_reflns_av_sigmaI/netI 0.0400 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.63 _diffrn_reflns_theta_max 25.49 _reflns_number_total 4164 _reflns_number_gt 3486 _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^)+(0.0451P)^2^+1.2232P] 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 4164 _refine_ls_number_parameters 331 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0480 _refine_ls_R_factor_gt 0.0371 _refine_ls_wR_factor_ref 0.0967 _refine_ls_wR_factor_gt 0.0903 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _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 0.5000 0.5000 0.5000 0.02785(15) Uani 1 2 d S . . Cu2 Cu -0.05172(6) 0.62496(3) 0.93445(2) 0.02119(12) Uani 1 1 d . . . O1 O 0.1279(4) 0.34854(16) 0.95144(13) 0.0261(5) Uani 1 1 d . . . O2 O 0.2007(4) 0.51635(16) 0.94543(13) 0.0253(5) Uani 1 1 d . . . O3 O 0.6789(4) 0.50641(17) 0.87235(13) 0.0271(5) Uani 1 1 d . . . O4 O 0.4530(4) 0.60940(17) 0.82505(15) 0.0312(5) Uani 1 1 d . . . O5 O 0.6510(4) 0.4850(2) 0.67406(15) 0.0417(6) Uani 1 1 d . . . O6 O 0.3439(4) 0.41467(18) 0.55917(13) 0.0325(5) Uani 1 1 d . . . O7 O -0.1661(8) 0.0847(3) 0.5559(2) 0.0938(14) Uani 1 1 d . . . O8 O -0.3268(7) 0.0938(3) 0.6639(2) 0.0981(15) Uani 1 1 d . . . O9 O 0.0025(4) 0.62877(18) 0.81731(14) 0.0286(5) Uani 1 1 d . . . H1W H 0.1393 0.6213 0.8140 0.043 Uiso 1 1 d R . . H2W H -0.0985 0.5828 0.7765 0.043 Uiso 1 1 d R . . O10 O 0.7321(7) 0.7976(3) 0.8197(3) 0.0938(13) Uani 1 1 d . . . H3W H 0.6300 0.7482 0.8224 0.141 Uiso 1 1 d R . . H4W H 0.8536 0.7755 0.8078 0.141 Uiso 1 1 d R . . N1 N -0.1859(7) 0.1316(3) 0.6293(2) 0.0607(11) Uani 1 1 d . . . N2 N 0.3444(5) 0.6238(2) 0.55642(17) 0.0330(6) Uani 1 1 d . . . N3 N 0.7982(5) 1.2410(2) 1.00526(17) 0.0284(6) Uani 1 1 d . . . C1 C 0.1596(5) 0.3694(2) 0.81697(19) 0.0239(7) Uani 1 1 d . . . C2 C 0.3112(5) 0.4203(2) 0.77597(18) 0.0215(6) Uani 1 1 d . . . C3 C 0.2948(6) 0.3761(3) 0.6860(2) 0.0275(7) Uani 1 1 d . . . C4 C 0.1290(7) 0.2826(3) 0.6380(2) 0.0368(9) Uani 1 1 d . . . H4 H 0.1154 0.2534 0.5781 0.044 Uiso 1 1 calc R . . C5 C -0.0168(7) 0.2330(3) 0.6800(2) 0.0383(9) Uani 1 1 d . . . C6 C -0.0046(6) 0.2752(3) 0.7685(2) 0.0333(8) Uani 1 1 d . . . H6 H -0.1053 0.2408 0.7952 0.040 Uiso 1 1 calc R . . C7 C 0.1650(5) 0.4175(2) 0.91287(19) 0.0209(6) Uani 1 1 d . . . C8 C 0.4940(5) 0.5219(2) 0.82914(18) 0.0228(7) Uani 1 1 d . . . C9 C 0.4485(6) 0.4307(3) 0.6384(2) 0.0283(7) Uani 1 1 d . . . C10 C 0.4275(7) 0.7243(3) 0.5574(2) 0.0411(9) Uani 1 1 d . . . H10 H 0.5565 0.7357 0.5319 0.049 Uiso 1 1 calc R . . C11 C 0.3319(7) 0.8104(3) 0.5941(3) 0.0454(10) Uani 1 1 d . . . H11 H 0.3986 0.8784 0.5940 0.054 Uiso 1 1 calc R . . C12 C 0.1352(7) 0.7965(3) 0.6314(2) 0.0383(9) Uani 1 1 d . . . C13 C 0.0516(7) 0.6928(3) 0.6312(2) 0.0387(8) Uani 1 1 d . . . H13 H -0.0771 0.6793 0.6564 0.046 Uiso 1 1 calc R . . C14 C 0.1583(6) 0.6102(3) 0.5939(2) 0.0352(8) Uani 1 1 d . . . H14 H 0.0984 0.5418 0.5947 0.042 Uiso 1 1 calc R . . C15 C 0.0176(7) 0.8883(3) 0.6686(3) 0.0488(10) Uani 1 1 d . . . H15A H -0.1095 0.8625 0.6939 0.059 Uiso 1 1 calc R . . H15B H -0.0559 0.9109 0.6212 0.059 Uiso 1 1 calc R . . C16 C 0.1876(8) 0.9858(3) 0.7381(3) 0.0479(10) Uani 1 1 d . . . H16A H 0.3153 1.0114 0.7131 0.057 Uiso 1 1 calc R . . H16B H 0.1002 1.0427 0.7544 0.057 Uiso 1 1 calc R . . C17 C 0.2972(8) 0.9638(3) 0.8191(3) 0.0514(11) Uani 1 1 d . . . H17A H 0.3802 0.9053 0.8027 0.062 Uiso 1 1 calc R . . H17B H 0.1699 0.9407 0.8454 0.062 Uiso 1 1 calc R . . C18 C 0.5852(7) 1.2472(3) 0.9675(3) 0.0574(13) Uani 1 1 d . . . H18 H 0.5432 1.3140 0.9807 0.069 Uiso 1 1 calc R . . C19 C 0.4201(8) 1.1600(3) 0.9092(3) 0.0727(17) Uani 1 1 d . . . H19 H 0.2706 1.1693 0.8850 0.087 Uiso 1 1 calc R . . C20 C 0.4721(7) 1.0601(3) 0.8863(2) 0.0394(9) Uani 1 1 d . . . C21 C 0.6894(8) 1.0530(3) 0.9276(3) 0.0563(12) Uani 1 1 d . . . H21 H 0.7326 0.9865 0.9165 0.068 Uiso 1 1 calc R . . C22 C 0.8469(8) 1.1428(3) 0.9858(3) 0.0557(12) Uani 1 1 d . . . H22 H 0.9945 1.1348 1.0128 0.067 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 Cu1 0.0348(3) 0.0296(3) 0.0165(3) 0.0071(2) 0.0067(2) -0.0019(2) Cu2 0.0210(2) 0.0232(2) 0.0181(2) 0.00623(15) 0.00521(15) 0.00075(15) O1 0.0347(13) 0.0249(11) 0.0212(11) 0.0093(9) 0.0114(10) 0.0039(9) O2 0.0287(12) 0.0223(11) 0.0252(11) 0.0067(9) 0.0087(9) 0.0050(9) O3 0.0232(12) 0.0314(12) 0.0227(11) 0.0088(9) 0.0013(9) -0.0019(9) O4 0.0275(12) 0.0260(12) 0.0416(14) 0.0128(10) 0.0120(10) 0.0022(10) O5 0.0354(14) 0.0551(16) 0.0271(13) 0.0112(12) 0.0078(11) -0.0102(12) O6 0.0432(14) 0.0336(13) 0.0187(11) 0.0092(10) 0.0095(10) -0.0022(10) O7 0.135(4) 0.066(2) 0.0383(19) -0.0068(16) 0.009(2) -0.048(2) O8 0.103(3) 0.086(3) 0.064(2) 0.0018(19) 0.021(2) -0.065(2) O9 0.0218(11) 0.0382(13) 0.0254(12) 0.0117(10) 0.0052(9) 0.0022(10) O10 0.070(2) 0.046(2) 0.170(4) 0.044(2) 0.027(3) 0.0083(17) N1 0.078(3) 0.048(2) 0.0326(19) 0.0074(16) -0.0025(18) -0.0306(19) N2 0.0380(17) 0.0335(16) 0.0248(14) 0.0077(12) 0.0082(13) 0.0014(13) N3 0.0291(15) 0.0282(14) 0.0253(14) 0.0061(12) 0.0087(12) 0.0004(12) C1 0.0227(16) 0.0274(16) 0.0211(16) 0.0095(13) 0.0053(13) -0.0004(13) C2 0.0218(16) 0.0234(16) 0.0176(15) 0.0055(12) 0.0036(12) 0.0026(12) C3 0.0317(18) 0.0283(17) 0.0213(16) 0.0091(13) 0.0070(14) -0.0012(14) C4 0.050(2) 0.0363(19) 0.0151(16) 0.0055(14) 0.0043(15) -0.0086(16) C5 0.049(2) 0.0296(18) 0.0243(18) 0.0064(14) -0.0004(16) -0.0136(16) C6 0.0366(19) 0.0341(19) 0.0253(17) 0.0120(15) 0.0064(15) -0.0089(15) C7 0.0142(14) 0.0269(17) 0.0208(15) 0.0076(13) 0.0043(12) 0.0017(12) C8 0.0228(16) 0.0286(17) 0.0161(14) 0.0056(13) 0.0102(13) -0.0008(13) C9 0.037(2) 0.0263(17) 0.0211(16) 0.0054(13) 0.0132(14) 0.0024(14) C10 0.045(2) 0.034(2) 0.039(2) 0.0081(16) 0.0143(17) -0.0040(17) C11 0.054(3) 0.0268(19) 0.045(2) 0.0041(17) 0.0080(19) -0.0045(17) C12 0.036(2) 0.036(2) 0.0282(18) -0.0013(15) -0.0041(16) 0.0002(16) C13 0.038(2) 0.042(2) 0.0300(19) 0.0066(16) 0.0075(16) 0.0020(17) C14 0.041(2) 0.0331(19) 0.0283(18) 0.0084(15) 0.0084(16) 0.0014(16) C15 0.047(2) 0.038(2) 0.049(2) 0.0016(18) -0.0008(19) 0.0082(18) C16 0.052(2) 0.032(2) 0.048(2) -0.0004(17) 0.006(2) 0.0047(18) C17 0.053(3) 0.0277(19) 0.055(3) 0.0015(18) -0.005(2) -0.0028(17) C18 0.036(2) 0.030(2) 0.080(3) -0.010(2) -0.012(2) 0.0098(17) C19 0.041(2) 0.036(2) 0.103(4) -0.010(2) -0.028(3) 0.0083(19) C20 0.038(2) 0.0287(18) 0.041(2) 0.0031(16) 0.0023(17) -0.0005(15) C21 0.056(3) 0.0238(19) 0.074(3) 0.0084(19) -0.011(2) 0.0058(18) C22 0.049(3) 0.031(2) 0.071(3) 0.015(2) -0.019(2) 0.0022(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O6 1.919(2) 2_666 ? Cu1 O6 1.919(2) . ? Cu1 N2 2.051(3) 2_666 ? Cu1 N2 2.051(3) . ? Cu2 O3 1.938(2) 1_455 ? Cu2 O1 1.940(2) 2_567 ? Cu2 N3 2.005(3) 2_677 ? Cu2 O9 2.013(2) . ? Cu2 O2 2.222(2) . ? O1 C7 1.272(4) . ? O1 Cu2 1.940(2) 2_567 ? O2 C7 1.237(4) . ? O3 C8 1.259(4) . ? O3 Cu2 1.938(2) 1_655 ? O4 C8 1.241(4) . ? O5 C9 1.228(4) . ? O6 C9 1.281(4) . ? O7 N1 1.217(5) . ? O8 N1 1.200(5) . ? O9 H1W 0.8200 . ? O9 H2W 0.8296 . ? O10 H3W 0.8337 . ? O10 H4W 0.8319 . ? N1 C5 1.467(4) . ? N2 C14 1.341(5) . ? N2 C10 1.346(4) . ? N3 C18 1.308(5) . ? N3 C22 1.336(5) . ? N3 Cu2 2.005(3) 2_677 ? C1 C6 1.385(4) . ? C1 C2 1.403(4) . ? C1 C7 1.509(4) . ? C2 C3 1.402(4) . ? C2 C8 1.511(4) . ? C3 C4 1.382(4) . ? C3 C9 1.518(4) . ? C4 C5 1.386(5) . ? C4 H4 0.9300 . ? C5 C6 1.381(5) . ? C6 H6 0.9300 . ? C10 C11 1.370(5) . ? C10 H10 0.9300 . ? C11 C12 1.393(6) . ? C11 H11 0.9300 . ? C12 C13 1.392(5) . ? C12 C15 1.508(5) . ? C13 C14 1.378(5) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 C16 1.528(5) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C17 1.500(6) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C20 1.516(5) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.375(5) . ? C18 H18 0.9300 . ? C19 C20 1.365(5) . ? C19 H19 0.9300 . ? C20 C21 1.354(5) . ? C21 C22 1.374(5) . ? C21 H21 0.9300 . ? C22 H22 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O6 Cu1 O6 180.00(11) 2_666 . ? O6 Cu1 N2 89.50(10) 2_666 2_666 ? O6 Cu1 N2 90.50(11) . 2_666 ? O6 Cu1 N2 90.50(10) 2_666 . ? O6 Cu1 N2 89.50(10) . . ? N2 Cu1 N2 180.00(15) 2_666 . ? O3 Cu2 O1 96.40(9) 1_455 2_567 ? O3 Cu2 N3 173.15(10) 1_455 2_677 ? O1 Cu2 N3 83.93(10) 2_567 2_677 ? O3 Cu2 O9 87.69(9) 1_455 . ? O1 Cu2 O9 166.99(9) 2_567 . ? N3 Cu2 O9 90.55(10) 2_677 . ? O3 Cu2 O2 92.93(9) 1_455 . ? O1 Cu2 O2 98.75(8) 2_567 . ? N3 Cu2 O2 93.79(10) 2_677 . ? O9 Cu2 O2 93.36(8) . . ? C7 O1 Cu2 126.28(19) . 2_567 ? C7 O2 Cu2 128.82(19) . . ? C8 O3 Cu2 120.2(2) . 1_655 ? C9 O6 Cu1 115.9(2) . . ? Cu2 O9 H1W 109.5 . . ? Cu2 O9 H2W 111.9 . . ? H1W O9 H2W 111.3 . . ? H3W O10 H4W 110.7 . . ? O8 N1 O7 122.3(4) . . ? O8 N1 C5 118.8(3) . . ? O7 N1 C5 118.7(4) . . ? C14 N2 C10 116.7(3) . . ? C14 N2 Cu1 122.8(2) . . ? C10 N2 Cu1 120.6(2) . . ? C18 N3 C22 115.9(3) . . ? C18 N3 Cu2 120.0(2) . 2_677 ? C22 N3 Cu2 122.8(2) . 2_677 ? C6 C1 C2 119.9(3) . . ? C6 C1 C7 118.9(3) . . ? C2 C1 C7 121.2(3) . . ? C3 C2 C1 119.9(3) . . ? C3 C2 C8 120.2(3) . . ? C1 C2 C8 119.9(3) . . ? C4 C3 C2 119.9(3) . . ? C4 C3 C9 118.4(3) . . ? C2 C3 C9 121.6(3) . . ? C3 C4 C5 119.2(3) . . ? C3 C4 H4 120.4 . . ? C5 C4 H4 120.4 . . ? C6 C5 C4 121.9(3) . . ? C6 C5 N1 119.1(3) . . ? C4 C5 N1 119.0(3) . . ? C5 C6 C1 119.2(3) . . ? C5 C6 H6 120.4 . . ? C1 C6 H6 120.4 . . ? O2 C7 O1 127.0(3) . . ? O2 C7 C1 118.9(3) . . ? O1 C7 C1 114.1(3) . . ? O4 C8 O3 126.9(3) . . ? O4 C8 C2 118.9(3) . . ? O3 C8 C2 114.2(3) . . ? O5 C9 O6 124.8(3) . . ? O5 C9 C3 122.2(3) . . ? O6 C9 C3 113.0(3) . . ? N2 C10 C11 123.5(4) . . ? N2 C10 H10 118.3 . . ? C11 C10 H10 118.3 . . ? C10 C11 C12 120.2(3) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C11 C12 C13 116.1(3) . . ? C11 C12 C15 121.9(4) . . ? C13 C12 C15 122.0(4) . . ? C14 C13 C12 120.4(4) . . ? C14 C13 H13 119.8 . . ? C12 C13 H13 119.8 . . ? N2 C14 C13 123.0(3) . . ? N2 C14 H14 118.5 . . ? C13 C14 H14 118.5 . . ? C12 C15 C16 114.5(3) . . ? C12 C15 H15A 108.6 . . ? C16 C15 H15A 108.6 . . ? C12 C15 H15B 108.6 . . ? C16 C15 H15B 108.6 . . ? H15A C15 H15B 107.6 . . ? C17 C16 C15 114.1(3) . . ? C17 C16 H16A 108.7 . . ? C15 C16 H16A 108.7 . . ? C17 C16 H16B 108.7 . . ? C15 C16 H16B 108.7 . . ? H16A C16 H16B 107.6 . . ? C16 C17 C20 113.6(3) . . ? C16 C17 H17A 108.8 . . ? C20 C17 H17A 108.8 . . ? C16 C17 H17B 108.8 . . ? C20 C17 H17B 108.8 . . ? H17A C17 H17B 107.7 . . ? N3 C18 C19 123.4(4) . . ? N3 C18 H18 118.3 . . ? C19 C18 H18 118.3 . . ? C20 C19 C18 121.1(4) . . ? C20 C19 H19 119.5 . . ? C18 C19 H19 119.5 . . ? C21 C20 C19 115.5(3) . . ? C21 C20 C17 122.5(3) . . ? C19 C20 C17 121.9(4) . . ? C20 C21 C22 120.9(4) . . ? C20 C21 H21 119.6 . . ? C22 C21 H21 119.6 . . ? N3 C22 C21 123.2(4) . . ? N3 C22 H22 118.4 . . ? C21 C22 H22 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 O3 Cu2 O2 C7 6.2(3) 1_455 . . . ? O1 Cu2 O2 C7 103.1(2) 2_567 . . . ? N3 Cu2 O2 C7 -172.5(2) 2_677 . . . ? O9 Cu2 O2 C7 -81.7(2) . . . . ? O6 Cu1 O6 C9 -119(100) 2_666 . . . ? N2 Cu1 O6 C9 97.3(2) 2_666 . . . ? N2 Cu1 O6 C9 -82.7(2) . . . . ? O6 Cu1 N2 C14 164.1(3) 2_666 . . . ? O6 Cu1 N2 C14 -15.9(3) . . . . ? N2 Cu1 N2 C14 90(100) 2_666 . . . ? O6 Cu1 N2 C10 -16.0(3) 2_666 . . . ? O6 Cu1 N2 C10 164.0(3) . . . . ? N2 Cu1 N2 C10 -90(100) 2_666 . . . ? C6 C1 C2 C3 0.5(5) . . . . ? C7 C1 C2 C3 -177.3(3) . . . . ? C6 C1 C2 C8 -178.7(3) . . . . ? C7 C1 C2 C8 3.6(4) . . . . ? C1 C2 C3 C4 0.1(5) . . . . ? C8 C2 C3 C4 179.3(3) . . . . ? C1 C2 C3 C9 177.6(3) . . . . ? C8 C2 C3 C9 -3.2(5) . . . . ? C2 C3 C4 C5 -1.0(5) . . . . ? C9 C3 C4 C5 -178.5(3) . . . . ? C3 C4 C5 C6 1.2(6) . . . . ? C3 C4 C5 N1 -177.6(4) . . . . ? O8 N1 C5 C6 7.8(7) . . . . ? O7 N1 C5 C6 -166.7(4) . . . . ? O8 N1 C5 C4 -173.3(5) . . . . ? O7 N1 C5 C4 12.2(6) . . . . ? C4 C5 C6 C1 -0.6(6) . . . . ? N1 C5 C6 C1 178.2(3) . . . . ? C2 C1 C6 C5 -0.2(5) . . . . ? C7 C1 C6 C5 177.5(3) . . . . ? Cu2 O2 C7 O1 -102.6(3) . . . . ? Cu2 O2 C7 C1 76.5(3) . . . . ? Cu2 O1 C7 O2 13.5(4) 2_567 . . . ? Cu2 O1 C7 C1 -165.61(19) 2_567 . . . ? C6 C1 C7 O2 -141.9(3) . . . . ? C2 C1 C7 O2 35.8(4) . . . . ? C6 C1 C7 O1 37.3(4) . . . . ? C2 C1 C7 O1 -145.0(3) . . . . ? Cu2 O3 C8 O4 -5.0(4) 1_655 . . . ? Cu2 O3 C8 C2 173.29(18) 1_655 . . . ? C3 C2 C8 O4 77.5(4) . . . . ? C1 C2 C8 O4 -103.4(3) . . . . ? C3 C2 C8 O3 -101.0(3) . . . . ? C1 C2 C8 O3 78.2(4) . . . . ? Cu1 O6 C9 O5 -9.8(4) . . . . ? Cu1 O6 C9 C3 169.6(2) . . . . ? C4 C3 C9 O5 -151.2(3) . . . . ? C2 C3 C9 O5 31.3(5) . . . . ? C4 C3 C9 O6 29.4(4) . . . . ? C2 C3 C9 O6 -148.1(3) . . . . ? C14 N2 C10 C11 0.0(5) . . . . ? Cu1 N2 C10 C11 -179.9(3) . . . . ? N2 C10 C11 C12 -1.4(6) . . . . ? C10 C11 C12 C13 2.0(6) . . . . ? C10 C11 C12 C15 -177.1(3) . . . . ? C11 C12 C13 C14 -1.4(5) . . . . ? C15 C12 C13 C14 177.7(3) . . . . ? C10 N2 C14 C13 0.7(5) . . . . ? Cu1 N2 C14 C13 -179.4(3) . . . . ? C12 C13 C14 N2 0.0(5) . . . . ? C11 C12 C15 C16 -55.4(5) . . . . ? C13 C12 C15 C16 125.5(4) . . . . ? C12 C15 C16 C17 -63.5(5) . . . . ? C15 C16 C17 C20 178.0(4) . . . . ? C22 N3 C18 C19 -1.7(7) . . . . ? Cu2 N3 C18 C19 165.2(4) 2_677 . . . ? N3 C18 C19 C20 -0.8(9) . . . . ? C18 C19 C20 C21 2.9(8) . . . . ? C18 C19 C20 C17 -177.1(5) . . . . ? C16 C17 C20 C21 -134.1(5) . . . . ? C16 C17 C20 C19 45.9(6) . . . . ? C19 C20 C21 C22 -2.5(7) . . . . ? C17 C20 C21 C22 177.5(4) . . . . ? C18 N3 C22 C21 2.1(7) . . . . ? Cu2 N3 C22 C21 -164.4(4) 2_677 . . . ? C20 C21 C22 N3 0.0(8) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O9 H1W O4 0.82 1.83 2.641(3) 171.0 . O9 H2W O5 0.83 1.99 2.818(3) 174.1 1_455 O10 H3W O4 0.83 1.99 2.805(4) 165.3 . O10 H4W O9 0.83 2.28 2.916(4) 133.3 1_655 _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 25.49 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 0.504 _refine_diff_density_min -0.467 _refine_diff_density_rms 0.075 # Attachment '3.cif' data_3 _database_code_depnum_ccdc_archive 'CCDC 762833' #TrackingRef '3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H36 Co3 N8 O20' _chemical_formula_weight 1221.64 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 13.1240(11) _cell_length_b 11.4567(9) _cell_length_c 16.0054(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.6260(10) _cell_angle_gamma 90.00 _cell_volume 2406.4(3) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9923 _cell_measurement_theta_min 2.36 _cell_measurement_theta_max 28.18 _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.686 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1242 _exptl_absorpt_coefficient_mu 1.115 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6780 _exptl_absorpt_correction_T_max 0.7781 _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 16946 _diffrn_reflns_av_R_equivalents 0.0169 _diffrn_reflns_av_sigmaI/netI 0.0147 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.55 _diffrn_reflns_theta_max 25.50 _reflns_number_total 4364 _reflns_number_gt 4041 _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^)+(0.0648P)^2^+1.5005P] 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 4364 _refine_ls_number_parameters 359 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0347 _refine_ls_R_factor_gt 0.0322 _refine_ls_wR_factor_ref 0.0939 _refine_ls_wR_factor_gt 0.0914 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.029 _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 0.62218(2) -0.07971(2) 0.149905(16) 0.01831(11) Uani 1 1 d . . . Co2 Co 1.0000 0.01346(3) 0.2500 0.01687(12) Uani 1 2 d S . . O1 O 0.93151(11) 0.03038(14) 0.13244(9) 0.0258(3) Uani 1 1 d . . . O2 O 0.78376(11) -0.06469(13) 0.14121(9) 0.0256(3) Uani 1 1 d . . . O3 O 0.62858(11) -0.10589(14) 0.02126(9) 0.0255(3) Uani 1 1 d . . . O4 O 0.73633(13) -0.12836(14) -0.08410(10) 0.0325(4) Uani 1 1 d . . . O5 O 0.53545(12) 0.08119(15) -0.13269(11) 0.0347(4) Uani 1 1 d . . . O6 O 0.66209(12) 0.09505(15) -0.22365(9) 0.0290(4) Uani 1 1 d . . . O7 O 0.8812(3) 0.4394(2) 0.0440(2) 0.0921(11) Uani 1 1 d . . . O8 O 0.7913(3) 0.4731(2) -0.0629(2) 0.1042(13) Uani 1 1 d . . . O9 O 0.6618(5) 0.6338(6) 0.9421(5) 0.198(3) Uani 1 1 d U . . H1W H 0.6426 0.7036 0.9471 0.296 Uiso 1 1 d R . . H2W H 0.7055 0.5793 0.9391 0.296 Uiso 1 1 d R . . O10 O 1.14047(11) 0.00347(14) 0.19100(10) 0.0289(4) Uani 1 1 d . . . H3W H 1.1833 -0.0326 0.2195 0.043 Uiso 1 1 d R . . H4W H 1.1685 0.0443 0.1553 0.043 Uiso 1 1 d R . . N1 N 1.0000 -0.1753(2) 0.2500 0.0260(5) Uani 1 2 d S . . N2 N 1.0000 -0.7965(2) 0.2500 0.0253(5) Uani 1 2 d S . . N3 N 0.60882(14) 0.10782(17) 0.16118(11) 0.0239(4) Uani 1 1 d . . . N4 N 0.62115(14) 0.72906(17) 0.15451(11) 0.0278(4) Uani 1 1 d . . . N5 N 0.8245(2) 0.4070(2) -0.01097(16) 0.0477(6) Uani 1 1 d . . . C1 C 0.84091(15) 0.01151(18) 0.11014(12) 0.0200(4) Uani 1 1 d . . . C2 C 0.79985(15) 0.09195(18) 0.04223(13) 0.0209(4) Uani 1 1 d . . . C3 C 0.83218(17) 0.2076(2) 0.04407(14) 0.0275(5) Uani 1 1 d . . . H3 H 0.8782 0.2329 0.0847 0.033 Uiso 1 1 calc R . . C4 C 0.79499(18) 0.28389(19) -0.01516(14) 0.0286(5) Uani 1 1 d . . . C5 C 0.72974(17) 0.24977(19) -0.07958(13) 0.0244(4) Uani 1 1 d . . . H5 H 0.7079 0.3029 -0.1199 0.029 Uiso 1 1 calc R . . C6 C 0.69798(14) 0.13438(17) -0.08210(12) 0.0184(4) Uani 1 1 d . . . C7 C 0.73125(14) 0.05531(17) -0.02025(12) 0.0179(4) Uani 1 1 d . . . C8 C 0.69663(16) -0.07046(17) -0.02739(12) 0.0201(4) Uani 1 1 d . . . C9 C 0.62477(15) 0.09900(16) -0.15190(12) 0.0171(4) Uani 1 1 d . . . C10 C 0.9943(2) -0.2358(2) 0.17878(15) 0.0329(5) Uani 1 1 d . . . H10A H 0.9907 -0.1949 0.1287 0.039 Uiso 1 1 calc R . . C11 C 0.9935(2) -0.3570(2) 0.17592(16) 0.0366(6) Uani 1 1 d . . . H11 H 0.9887 -0.3956 0.1249 0.044 Uiso 1 1 calc R . . C12 C 1.0000 -0.4201(3) 0.2500 0.0315(7) Uani 1 2 d S . . C13 C 1.0000 -0.5506(3) 0.2500 0.0322(7) Uani 1 2 d S . . C14 C 1.0491(2) -0.6140(2) 0.18815(17) 0.0374(6) Uani 1 1 d . . . H14 H 1.0825 -0.5756 0.1452 0.045 Uiso 1 1 calc R . . C15 C 1.04788(19) -0.7350(2) 0.19110(17) 0.0355(5) Uani 1 1 d . . . H15 H 1.0823 -0.7757 0.1498 0.043 Uiso 1 1 calc R . . C16 C 0.56026(17) 0.1698(2) 0.10143(14) 0.0277(5) Uani 1 1 d . . . H16 H 0.5259 0.1297 0.0591 0.033 Uiso 1 1 calc R . . C17 C 0.55924(19) 0.2905(2) 0.10031(15) 0.0319(5) Uani 1 1 d . . . H17 H 0.5247 0.3298 0.0578 0.038 Uiso 1 1 calc R . . C18 C 0.61019(18) 0.3538(2) 0.16303(14) 0.0287(5) Uani 1 1 d . . . C19 C 0.6570(2) 0.2888(2) 0.22622(15) 0.0362(6) Uani 1 1 d . . . H19 H 0.6900 0.3264 0.2704 0.043 Uiso 1 1 calc R . . C20 C 0.65406(19) 0.1682(2) 0.22292(14) 0.0324(5) Uani 1 1 d . . . H20 H 0.6853 0.1267 0.2660 0.039 Uiso 1 1 calc R . . C21 C 0.61410(18) 0.4833(2) 0.16137(15) 0.0293(5) Uani 1 1 d . . . C22 C 0.6972(2) 0.5453(2) 0.19207(17) 0.0380(6) Uani 1 1 d . . . H22 H 0.7524 0.5058 0.2155 0.046 Uiso 1 1 calc R . . C23 C 0.69808(19) 0.6666(2) 0.18782(16) 0.0350(5) Uani 1 1 d . . . H23 H 0.7545 0.7062 0.2090 0.042 Uiso 1 1 calc R . . C24 C 0.5426(2) 0.6689(2) 0.12369(18) 0.0397(6) Uani 1 1 d . . . H24 H 0.4895 0.7105 0.0988 0.048 Uiso 1 1 calc R . . C25 C 0.5349(2) 0.5486(2) 0.12619(18) 0.0404(6) Uani 1 1 d . . . H25 H 0.4773 0.5115 0.1046 0.048 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 0.01892(17) 0.02022(17) 0.01571(16) 0.00155(10) -0.00298(11) -0.00233(10) Co2 0.0159(2) 0.0153(2) 0.0194(2) 0.000 -0.00328(14) 0.000 O1 0.0195(7) 0.0349(8) 0.0229(7) 0.0037(6) -0.0054(6) -0.0044(6) O2 0.0209(7) 0.0295(8) 0.0265(8) 0.0067(6) -0.0047(6) -0.0031(6) O3 0.0261(8) 0.0314(8) 0.0190(7) 0.0014(6) -0.0008(6) -0.0107(6) O4 0.0459(10) 0.0226(8) 0.0293(8) -0.0037(6) 0.0102(7) -0.0035(7) O5 0.0208(8) 0.0483(11) 0.0350(9) 0.0016(7) -0.0024(7) -0.0049(7) O6 0.0297(8) 0.0417(9) 0.0157(7) -0.0029(6) -0.0025(6) 0.0018(7) O7 0.124(3) 0.0398(13) 0.111(2) 0.0000(13) -0.068(2) -0.0341(14) O8 0.187(4) 0.0367(13) 0.088(2) 0.0283(13) -0.064(2) -0.0474(17) O9 0.185(5) 0.143(4) 0.265(7) -0.015(5) -0.017(5) 0.001(4) O10 0.0197(7) 0.0390(9) 0.0279(8) 0.0100(7) 0.0026(6) 0.0065(6) N1 0.0280(13) 0.0179(12) 0.0320(14) 0.000 -0.0021(11) 0.000 N2 0.0278(13) 0.0165(12) 0.0316(14) 0.000 -0.0078(11) 0.000 N3 0.0250(9) 0.0226(9) 0.0241(9) 0.0005(7) -0.0020(7) 0.0005(7) N4 0.0344(11) 0.0240(10) 0.0248(9) 0.0028(7) -0.0062(8) -0.0020(7) N5 0.0682(17) 0.0302(12) 0.0445(13) 0.0020(10) -0.0119(12) -0.0223(11) C1 0.0195(10) 0.0252(10) 0.0152(9) -0.0021(8) -0.0019(7) -0.0006(8) C2 0.0189(10) 0.0248(10) 0.0190(10) -0.0002(8) -0.0004(8) -0.0023(8) C3 0.0290(11) 0.0304(11) 0.0228(10) -0.0028(9) -0.0064(8) -0.0098(9) C4 0.0356(12) 0.0222(11) 0.0278(11) -0.0007(9) -0.0022(9) -0.0101(9) C5 0.0305(11) 0.0216(10) 0.0210(10) 0.0017(8) -0.0012(8) -0.0025(8) C6 0.0184(9) 0.0215(10) 0.0153(9) -0.0001(7) 0.0018(7) -0.0003(7) C7 0.0164(9) 0.0214(9) 0.0159(9) 0.0003(8) 0.0011(7) -0.0011(7) C8 0.0229(10) 0.0224(10) 0.0149(9) 0.0025(7) -0.0057(8) -0.0005(8) C9 0.0202(10) 0.0116(8) 0.0195(9) -0.0001(7) -0.0024(7) 0.0023(7) C10 0.0462(14) 0.0214(11) 0.0308(12) 0.0003(9) -0.0037(10) 0.0023(10) C11 0.0521(15) 0.0212(11) 0.0362(13) -0.0049(10) -0.0066(11) 0.0018(10) C12 0.0333(18) 0.0167(16) 0.044(2) 0.000 -0.0054(15) 0.000 C13 0.0340(18) 0.0178(15) 0.0444(19) 0.000 -0.0103(15) 0.000 C14 0.0463(14) 0.0215(11) 0.0445(14) 0.0027(10) 0.0035(11) -0.0025(10) C15 0.0410(13) 0.0220(11) 0.0435(14) -0.0014(10) 0.0019(11) 0.0009(10) C16 0.0267(11) 0.0277(11) 0.0285(11) -0.0009(9) -0.0085(9) -0.0001(9) C17 0.0384(13) 0.0270(12) 0.0300(12) 0.0043(9) -0.0126(10) 0.0025(9) C18 0.0330(12) 0.0226(11) 0.0303(11) 0.0007(9) -0.0030(9) 0.0014(9) C19 0.0514(15) 0.0270(12) 0.0298(12) -0.0039(10) -0.0162(11) 0.0016(11) C20 0.0448(14) 0.0247(11) 0.0274(11) 0.0018(9) -0.0134(10) 0.0030(10) C21 0.0353(13) 0.0232(12) 0.0293(11) 0.0000(9) -0.0052(10) -0.0002(9) C22 0.0349(13) 0.0274(12) 0.0514(15) 0.0017(11) -0.0163(11) 0.0028(10) C23 0.0305(12) 0.0284(12) 0.0458(14) 0.0017(10) -0.0109(10) -0.0032(9) C24 0.0387(14) 0.0260(12) 0.0539(16) 0.0008(11) -0.0226(12) 0.0013(10) C25 0.0367(14) 0.0261(12) 0.0578(17) -0.0008(12) -0.0209(12) -0.0017(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O3 2.0833(15) . ? Co1 O5 2.0841(16) 3_655 ? Co1 O6 2.0923(15) 4_556 ? Co1 O2 2.1336(15) . ? Co1 N3 2.1633(19) . ? Co1 N4 2.192(2) 1_545 ? Co2 O10 2.0837(15) 2_755 ? Co2 O10 2.0837(15) . ? Co2 O1 2.0854(14) 2_755 ? Co2 O1 2.0854(14) . ? Co2 N1 2.163(3) . ? Co2 N2 2.177(2) 1_565 ? O1 C1 1.256(2) . ? O2 C1 1.257(3) . ? O3 C8 1.259(3) . ? O4 C8 1.243(3) . ? O5 C9 1.232(3) . ? O5 Co1 2.0841(16) 3_655 ? O6 C9 1.254(2) . ? O6 Co1 2.0923(15) 4 ? O7 N5 1.204(3) . ? O8 N5 1.202(4) . ? O9 H1W 0.8423 . ? O9 H2W 0.8494 . ? O10 H3W 0.8309 . ? O10 H4W 0.8275 . ? N1 C10 1.336(3) . ? N1 C10 1.336(3) 2_755 ? N2 C15 1.339(3) 2_755 ? N2 C15 1.339(3) . ? N2 Co2 2.177(2) 1_545 ? N3 C20 1.340(3) . ? N3 C16 1.346(3) . ? N4 C24 1.330(3) . ? N4 C23 1.343(3) . ? N4 Co1 2.192(2) 1_565 ? N5 C4 1.464(3) . ? C1 C2 1.519(3) . ? C2 C3 1.391(3) . ? C2 C7 1.403(3) . ? C3 C4 1.375(3) . ? C3 H3 0.9300 . ? C4 C5 1.389(3) . ? C5 C6 1.387(3) . ? C5 H5 0.9300 . ? C6 C7 1.408(3) . ? C6 C9 1.521(3) . ? C7 C8 1.515(3) . ? C10 C11 1.389(3) . ? C10 H10A 0.9300 . ? C11 C12 1.390(3) . ? C11 H11 0.9300 . ? C12 C11 1.390(3) 2_755 ? C12 C13 1.495(4) . ? C13 C14 1.392(3) . ? C13 C14 1.392(3) 2_755 ? C14 C15 1.387(3) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C17 1.383(3) . ? C16 H16 0.9300 . ? C17 C18 1.402(3) . ? C17 H17 0.9300 . ? C18 C19 1.393(3) . ? C18 C21 1.485(3) . ? C19 C20 1.383(3) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 C22 1.387(3) . ? C21 C25 1.395(3) . ? C22 C23 1.391(4) . ? C22 H22 0.9300 . ? C23 H23 0.9300 . ? C24 C25 1.383(4) . ? C24 H24 0.9300 . ? C25 H25 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 O3 Co1 O5 85.34(6) . 3_655 ? O3 Co1 O6 158.67(7) . 4_556 ? O5 Co1 O6 111.40(7) 3_655 4_556 ? O3 Co1 O2 84.05(6) . . ? O5 Co1 O2 167.93(6) 3_655 . ? O6 Co1 O2 80.30(6) 4_556 . ? O3 Co1 N3 103.27(7) . . ? O5 Co1 N3 86.44(7) 3_655 . ? O6 Co1 N3 91.29(7) 4_556 . ? O2 Co1 N3 90.39(6) . . ? O3 Co1 N4 83.67(6) . 1_545 ? O5 Co1 N4 89.41(7) 3_655 1_545 ? O6 Co1 N4 83.40(7) 4_556 1_545 ? O2 Co1 N4 95.12(6) . 1_545 ? N3 Co1 N4 171.58(7) . 1_545 ? O10 Co2 O10 173.70(9) 2_755 . ? O10 Co2 O1 88.34(6) 2_755 2_755 ? O10 Co2 O1 92.25(6) . 2_755 ? O10 Co2 O1 92.25(6) 2_755 . ? O10 Co2 O1 88.34(6) . . ? O1 Co2 O1 169.33(9) 2_755 . ? O10 Co2 N1 86.85(5) 2_755 . ? O10 Co2 N1 86.85(5) . . ? O1 Co2 N1 95.34(5) 2_755 . ? O1 Co2 N1 95.34(5) . . ? O10 Co2 N2 93.15(5) 2_755 1_565 ? O10 Co2 N2 93.15(5) . 1_565 ? O1 Co2 N2 84.66(4) 2_755 1_565 ? O1 Co2 N2 84.66(5) . 1_565 ? N1 Co2 N2 180.0 . 1_565 ? C1 O1 Co2 129.61(13) . . ? C1 O2 Co1 132.81(14) . . ? C8 O3 Co1 126.99(13) . . ? C9 O5 Co1 156.08(15) . 3_655 ? C9 O6 Co1 142.43(14) . 4 ? H1W O9 H2W 154.9 . . ? Co2 O10 H3W 112.0 . . ? Co2 O10 H4W 133.1 . . ? H3W O10 H4W 110.9 . . ? C10 N1 C10 117.5(3) . 2_755 ? C10 N1 Co2 121.27(14) . . ? C10 N1 Co2 121.27(14) 2_755 . ? C15 N2 C15 116.5(3) 2_755 . ? C15 N2 Co2 121.75(14) 2_755 1_545 ? C15 N2 Co2 121.75(14) . 1_545 ? C20 N3 C16 117.0(2) . . ? C20 N3 Co1 122.60(15) . . ? C16 N3 Co1 120.18(15) . . ? C24 N4 C23 116.6(2) . . ? C24 N4 Co1 120.70(16) . 1_565 ? C23 N4 Co1 122.75(15) . 1_565 ? O8 N5 O7 121.8(2) . . ? O8 N5 C4 118.8(2) . . ? O7 N5 C4 119.4(2) . . ? O1 C1 O2 125.03(19) . . ? O1 C1 C2 115.21(18) . . ? O2 C1 C2 119.72(18) . . ? C3 C2 C7 119.55(19) . . ? C3 C2 C1 117.18(18) . . ? C7 C2 C1 123.26(18) . . ? C4 C3 C2 119.0(2) . . ? C4 C3 H3 120.5 . . ? C2 C3 H3 120.5 . . ? C3 C4 C5 123.0(2) . . ? C3 C4 N5 119.3(2) . . ? C5 C4 N5 117.8(2) . . ? C6 C5 C4 118.20(19) . . ? C6 C5 H5 120.9 . . ? C4 C5 H5 120.9 . . ? C5 C6 C7 120.15(18) . . ? C5 C6 C9 117.56(17) . . ? C7 C6 C9 122.26(17) . . ? C2 C7 C6 120.04(18) . . ? C2 C7 C8 121.88(18) . . ? C6 C7 C8 117.94(17) . . ? O4 C8 O3 125.84(19) . . ? O4 C8 C7 115.78(18) . . ? O3 C8 C7 118.32(18) . . ? O5 C9 O6 127.20(19) . . ? O5 C9 C6 117.13(18) . . ? O6 C9 C6 115.62(17) . . ? N1 C10 C11 123.2(2) . . ? N1 C10 H10A 118.4 . . ? C11 C10 H10A 118.4 . . ? C10 C11 C12 119.4(2) . . ? C10 C11 H11 120.3 . . ? C12 C11 H11 120.3 . . ? C11 C12 C11 117.4(3) 2_755 . ? C11 C12 C13 121.31(15) 2_755 . ? C11 C12 C13 121.31(15) . . ? C14 C13 C14 117.1(3) . 2_755 ? C14 C13 C12 121.47(15) . . ? C14 C13 C12 121.47(15) 2_755 . ? C15 C14 C13 119.5(2) . . ? C15 C14 H14 120.3 . . ? C13 C14 H14 120.3 . . ? N2 C15 C14 123.7(2) . . ? N2 C15 H15 118.1 . . ? C14 C15 H15 118.1 . . ? N3 C16 C17 122.7(2) . . ? N3 C16 H16 118.6 . . ? C17 C16 H16 118.6 . . ? C16 C17 C18 120.2(2) . . ? C16 C17 H17 119.9 . . ? C18 C17 H17 119.9 . . ? C19 C18 C17 116.5(2) . . ? C19 C18 C21 122.1(2) . . ? C17 C18 C21 121.3(2) . . ? C20 C19 C18 119.6(2) . . ? C20 C19 H19 120.2 . . ? C18 C19 H19 120.2 . . ? N3 C20 C19 123.8(2) . . ? N3 C20 H20 118.1 . . ? C19 C20 H20 118.1 . . ? C22 C21 C25 116.6(2) . . ? C22 C21 C18 122.2(2) . . ? C25 C21 C18 121.2(2) . . ? C21 C22 C23 120.1(2) . . ? C21 C22 H22 120.0 . . ? C23 C22 H22 120.0 . . ? N4 C23 C22 123.0(2) . . ? N4 C23 H23 118.5 . . ? C22 C23 H23 118.5 . . ? N4 C24 C25 124.3(2) . . ? N4 C24 H24 117.9 . . ? C25 C24 H24 117.9 . . ? C24 C25 C21 119.4(2) . . ? C24 C25 H25 120.3 . . ? C21 C25 H25 120.3 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O10 Co2 O1 C1 -14.60(19) 2_755 . . . ? O10 Co2 O1 C1 159.12(19) . . . . ? O1 Co2 O1 C1 -107.56(18) 2_755 . . . ? N1 Co2 O1 C1 72.44(18) . . . . ? N2 Co2 O1 C1 -107.56(18) 1_565 . . . ? O3 Co1 O2 C1 69.86(19) . . . . ? O5 Co1 O2 C1 41.2(4) 3_655 . . . ? O6 Co1 O2 C1 -124.68(19) 4_556 . . . ? N3 Co1 O2 C1 -33.44(19) . . . . ? N4 Co1 O2 C1 152.93(19) 1_545 . . . ? O5 Co1 O3 C8 148.62(18) 3_655 . . . ? O6 Co1 O3 C8 -68.5(3) 4_556 . . . ? O2 Co1 O3 C8 -25.60(17) . . . . ? N3 Co1 O3 C8 63.40(18) . . . . ? N4 Co1 O3 C8 -121.45(18) 1_545 . . . ? O10 Co2 N1 C10 113.86(14) 2_755 . . . ? O10 Co2 N1 C10 -66.14(14) . . . . ? O1 Co2 N1 C10 -158.11(14) 2_755 . . . ? O1 Co2 N1 C10 21.89(14) . . . . ? N2 Co2 N1 C10 -67(100) 1_565 . . . ? O10 Co2 N1 C10 -66.14(14) 2_755 . . 2_755 ? O10 Co2 N1 C10 113.86(14) . . . 2_755 ? O1 Co2 N1 C10 21.89(14) 2_755 . . 2_755 ? O1 Co2 N1 C10 -158.11(14) . . . 2_755 ? N2 Co2 N1 C10 113(100) 1_565 . . 2_755 ? O3 Co1 N3 C20 -143.29(18) . . . . ? O5 Co1 N3 C20 132.35(19) 3_655 . . . ? O6 Co1 N3 C20 20.99(19) 4_556 . . . ? O2 Co1 N3 C20 -59.31(19) . . . . ? N4 Co1 N3 C20 71.7(5) 1_545 . . . ? O3 Co1 N3 C16 31.44(18) . . . . ? O5 Co1 N3 C16 -52.92(17) 3_655 . . . ? O6 Co1 N3 C16 -164.28(17) 4_556 . . . ? O2 Co1 N3 C16 115.42(17) . . . . ? N4 Co1 N3 C16 -113.6(5) 1_545 . . . ? Co2 O1 C1 O2 -32.1(3) . . . . ? Co2 O1 C1 C2 145.77(15) . . . . ? Co1 O2 C1 O1 154.77(16) . . . . ? Co1 O2 C1 C2 -23.0(3) . . . . ? O1 C1 C2 C3 -35.9(3) . . . . ? O2 C1 C2 C3 142.1(2) . . . . ? O1 C1 C2 C7 144.8(2) . . . . ? O2 C1 C2 C7 -37.1(3) . . . . ? C7 C2 C3 C4 0.7(3) . . . . ? C1 C2 C3 C4 -178.5(2) . . . . ? C2 C3 C4 C5 -3.0(4) . . . . ? C2 C3 C4 N5 176.8(2) . . . . ? O8 N5 C4 C3 -179.7(3) . . . . ? O7 N5 C4 C3 0.3(4) . . . . ? O8 N5 C4 C5 0.1(5) . . . . ? O7 N5 C4 C5 -179.8(3) . . . . ? C3 C4 C5 C6 2.5(3) . . . . ? N5 C4 C5 C6 -177.4(2) . . . . ? C4 C5 C6 C7 0.4(3) . . . . ? C4 C5 C6 C9 178.71(19) . . . . ? C3 C2 C7 C6 2.0(3) . . . . ? C1 C2 C7 C6 -178.80(18) . . . . ? C3 C2 C7 C8 177.56(19) . . . . ? C1 C2 C7 C8 -3.2(3) . . . . ? C5 C6 C7 C2 -2.5(3) . . . . ? C9 C6 C7 C2 179.20(18) . . . . ? C5 C6 C7 C8 -178.30(18) . . . . ? C9 C6 C7 C8 3.4(3) . . . . ? Co1 O3 C8 O4 136.27(19) . . . . ? Co1 O3 C8 C7 -46.8(2) . . . . ? C2 C7 C8 O4 -103.6(2) . . . . ? C6 C7 C8 O4 72.1(2) . . . . ? C2 C7 C8 O3 79.1(2) . . . . ? C6 C7 C8 O3 -105.2(2) . . . . ? Co1 O5 C9 O6 -31.0(5) 3_655 . . . ? Co1 O5 C9 C6 146.4(3) 3_655 . . . ? Co1 O6 C9 O5 8.4(4) 4 . . . ? Co1 O6 C9 C6 -169.05(16) 4 . . . ? C5 C6 C9 O5 -106.7(2) . . . . ? C7 C6 C9 O5 71.7(2) . . . . ? C5 C6 C9 O6 71.1(2) . . . . ? C7 C6 C9 O6 -110.6(2) . . . . ? C10 N1 C10 C11 0.37(19) 2_755 . . . ? Co2 N1 C10 C11 -179.63(19) . . . . ? N1 C10 C11 C12 -0.7(4) . . . . ? C10 C11 C12 C11 0.34(18) . . . 2_755 ? C10 C11 C12 C13 -179.66(18) . . . . ? C11 C12 C13 C14 -142.99(19) 2_755 . . . ? C11 C12 C13 C14 37.01(19) . . . . ? C11 C12 C13 C14 37.01(19) 2_755 . . 2_755 ? C11 C12 C13 C14 -142.99(19) . . . 2_755 ? C14 C13 C14 C15 -0.57(18) 2_755 . . . ? C12 C13 C14 C15 179.43(18) . . . . ? C15 N2 C15 C14 -0.6(2) 2_755 . . . ? Co2 N2 C15 C14 179.4(2) 1_545 . . . ? C13 C14 C15 N2 1.2(4) . . . . ? C20 N3 C16 C17 2.6(3) . . . . ? Co1 N3 C16 C17 -172.46(19) . . . . ? N3 C16 C17 C18 0.0(4) . . . . ? C16 C17 C18 C19 -2.4(4) . . . . ? C16 C17 C18 C21 177.3(2) . . . . ? C17 C18 C19 C20 2.1(4) . . . . ? C21 C18 C19 C20 -177.6(2) . . . . ? C16 N3 C20 C19 -2.9(4) . . . . ? Co1 N3 C20 C19 172.0(2) . . . . ? C18 C19 C20 N3 0.5(4) . . . . ? C19 C18 C21 C22 32.4(4) . . . . ? C17 C18 C21 C22 -147.3(3) . . . . ? C19 C18 C21 C25 -149.6(3) . . . . ? C17 C18 C21 C25 30.7(4) . . . . ? C25 C21 C22 C23 0.8(4) . . . . ? C18 C21 C22 C23 178.9(2) . . . . ? C24 N4 C23 C22 -1.1(4) . . . . ? Co1 N4 C23 C22 179.0(2) 1_565 . . . ? C21 C22 C23 N4 -0.3(4) . . . . ? C23 N4 C24 C25 1.9(4) . . . . ? Co1 N4 C24 C25 -178.2(2) 1_565 . . . ? N4 C24 C25 C21 -1.4(5) . . . . ? C22 C21 C25 C24 0.0(4) . . . . ? C18 C21 C25 C24 -178.2(3) . . . . ? 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 0.84 2.34 2.926(7) 127.0 1_566 O9 H1W O3 0.84 2.49 3.271(7) 154.3 1_566 O9 H2W O8 0.85 1.66 2.508(8) 177.8 1_556 O9 H2W N5 0.85 2.64 3.441(7) 158.7 1_556 O10 H3W O6 0.83 2.15 2.869(2) 144.6 3_755 O10 H3W O2 0.83 2.30 2.958(2) 137.1 2_755 O10 H4W O4 0.83 1.95 2.766(2) 166.6 3_755 _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 1.412 _refine_diff_density_min -0.640 _refine_diff_density_rms 0.079 # Attachment '4.cif' data_4 _database_code_depnum_ccdc_archive 'CCDC 762834' #TrackingRef '4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H36 Co3 N6 O18' _chemical_formula_weight 1113.58 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 Monoclinic _symmetry_space_group_name_H-M C2/c 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' '-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 18.9900(19) _cell_length_b 23.231(2) _cell_length_c 12.0864(12) _cell_angle_alpha 90.00 _cell_angle_beta 120.5250(10) _cell_angle_gamma 90.00 _cell_volume 4593.1(8) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4272 _cell_measurement_theta_min 2.49 _cell_measurement_theta_max 25.11 _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.610 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2268 _exptl_absorpt_coefficient_mu 1.155 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6667 _exptl_absorpt_correction_T_max 0.8541 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16027 _diffrn_reflns_av_R_equivalents 0.0345 _diffrn_reflns_av_sigmaI/netI 0.0320 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.49 _diffrn_reflns_theta_max 25.50 _reflns_number_total 4262 _reflns_number_gt 3522 _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^)+(0.0280P)^2^+4.8025P] 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 4262 _refine_ls_number_parameters 321 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0399 _refine_ls_R_factor_gt 0.0298 _refine_ls_wR_factor_ref 0.0708 _refine_ls_wR_factor_gt 0.0660 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.299670(18) 1.050476(12) 0.32026(3) 0.02305(9) Uani 1 1 d . . . Co2 Co 0.5000 1.023328(17) 0.7500 0.02108(11) Uani 1 2 d S . . O1 O 0.18684(11) 0.86475(8) 0.55767(18) 0.0463(5) Uani 1 1 d . . . O2 O 0.29442(9) 0.92353(6) 0.65496(15) 0.0278(4) Uani 1 1 d . . . O3 O 0.31580(9) 1.01455(6) 0.49156(14) 0.0243(3) Uani 1 1 d . . . O4 O 0.43004(9) 0.96520(6) 0.62093(15) 0.0257(4) Uani 1 1 d . . . O5 O 0.39097(9) 0.99382(6) 0.33851(15) 0.0263(4) Uani 1 1 d . . . O6 O 0.44158(9) 0.91794(6) 0.29307(15) 0.0266(4) Uani 1 1 d . . . O7 O 0.19466(12) 0.72891(8) 0.2543(2) 0.0525(5) Uani 1 1 d . . . O8 O 0.26975(13) 0.74523(8) 0.1711(2) 0.0548(6) Uani 1 1 d . . . O9 O 0.20630(10) 1.11435(7) 0.29187(16) 0.0349(4) Uani 1 1 d . . . H1W H 0.2267 1.1463 0.3281 0.052 Uiso 1 1 d R . . H2W H 0.1900 1.1198 0.2141 0.052 Uiso 1 1 d R . . N1 N 0.24241(13) 0.75868(9) 0.2404(2) 0.0361(5) Uani 1 1 d . . . N2 N 0.19797(11) 0.99477(8) 0.20432(19) 0.0289(5) Uani 1 1 d . . . N3 N 0.10919(12) 0.61310(8) 0.07592(19) 0.0286(4) Uani 1 1 d . . . C1 C 0.27243(13) 0.87720(9) 0.4685(2) 0.0235(5) Uani 1 1 d . . . C2 C 0.32383(12) 0.91442(9) 0.4499(2) 0.0195(5) Uani 1 1 d . . . C3 C 0.34565(13) 0.90048(9) 0.3586(2) 0.0217(5) Uani 1 1 d . . . C4 C 0.31982(13) 0.84918(9) 0.2912(2) 0.0247(5) Uani 1 1 d . . . H4 H 0.3363 0.8390 0.2334 0.030 Uiso 1 1 calc R . . C5 C 0.26937(14) 0.81347(9) 0.3110(2) 0.0265(5) Uani 1 1 d . . . C6 C 0.24444(14) 0.82680(9) 0.3971(2) 0.0273(5) Uani 1 1 d . . . H6 H 0.2093 0.8024 0.4072 0.033 Uiso 1 1 calc R . . C7 C 0.24800(14) 0.88910(10) 0.5676(2) 0.0264(5) Uani 1 1 d . . . C8 C 0.35851(13) 0.96946(9) 0.5282(2) 0.0211(5) Uani 1 1 d . . . C9 C 0.39624(13) 0.94074(9) 0.3290(2) 0.0216(5) Uani 1 1 d . . . C10 C 0.13939(16) 0.98410(11) 0.2308(3) 0.0419(7) Uani 1 1 d . . . H10 H 0.1427 1.0013 0.3029 0.050 Uiso 1 1 calc R . . C11 C 0.07370(17) 0.94859(12) 0.1562(3) 0.0481(7) Uani 1 1 d . . . H11 H 0.0341 0.9425 0.1785 0.058 Uiso 1 1 calc R . . C12 C 0.06649(15) 0.92204(10) 0.0486(3) 0.0372(6) Uani 1 1 d . . . C13 C 0.12694(17) 0.93381(11) 0.0210(3) 0.0412(7) Uani 1 1 d . . . H13 H 0.1247 0.9175 -0.0511 0.049 Uiso 1 1 calc R . . C14 C 0.19086(16) 0.96966(10) 0.0997(2) 0.0362(6) Uani 1 1 d . . . H14 H 0.2310 0.9767 0.0790 0.043 Uiso 1 1 calc R . . C15 C -0.00026(16) 0.87929(11) -0.0290(3) 0.0481(8) Uani 1 1 d . . . H15A H -0.0203 0.8848 -0.1198 0.058 Uiso 1 1 calc R . . H15B H -0.0455 0.8850 -0.0143 0.058 Uiso 1 1 calc R . . C16 C 0.03363(16) 0.81858(11) 0.0107(3) 0.0505(8) Uani 1 1 d . . . H16A H 0.0529 0.8138 0.1014 0.061 Uiso 1 1 calc R . . H16B H 0.0804 0.8144 -0.0007 0.061 Uiso 1 1 calc R . . C17 C -0.02736(17) 0.77067(11) -0.0636(3) 0.0504(8) Uani 1 1 d . . . H17A H -0.0723 0.7721 -0.0472 0.060 Uiso 1 1 calc R . . H17B H -0.0494 0.7759 -0.1550 0.060 Uiso 1 1 calc R . . C18 C 0.11002(15) 0.64446(10) -0.0165(2) 0.0350(6) Uani 1 1 d . . . H18 H 0.1426 0.6321 -0.0490 0.042 Uiso 1 1 calc R . . C19 C 0.06511(16) 0.69403(11) -0.0658(3) 0.0407(7) Uani 1 1 d . . . H19 H 0.0685 0.7147 -0.1288 0.049 Uiso 1 1 calc R . . C20 C 0.01520(15) 0.71304(10) -0.0219(3) 0.0398(7) Uani 1 1 d . . . C21 C 0.01055(15) 0.67922(11) 0.0685(3) 0.0401(7) Uani 1 1 d . . . H21 H -0.0245 0.6894 0.0978 0.048 Uiso 1 1 calc R . . C22 C 0.05823(14) 0.63008(10) 0.1153(3) 0.0348(6) Uani 1 1 d . . . H22 H 0.0546 0.6081 0.1765 0.042 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 0.02520(17) 0.02197(16) 0.02361(18) 0.00080(13) 0.01359(14) 0.00094(12) Co2 0.0207(2) 0.0199(2) 0.0221(2) 0.000 0.01047(19) 0.000 O1 0.0391(11) 0.0678(13) 0.0439(11) -0.0181(10) 0.0298(9) -0.0251(10) O2 0.0317(9) 0.0292(9) 0.0268(9) -0.0038(7) 0.0181(8) -0.0057(7) O3 0.0315(9) 0.0209(8) 0.0237(9) 0.0013(7) 0.0162(7) 0.0033(7) O4 0.0210(8) 0.0277(8) 0.0249(9) -0.0046(7) 0.0091(7) -0.0026(6) O5 0.0303(9) 0.0197(8) 0.0348(10) 0.0004(7) 0.0209(8) -0.0001(7) O6 0.0287(9) 0.0245(8) 0.0340(9) -0.0001(7) 0.0211(8) 0.0014(7) O7 0.0628(13) 0.0353(11) 0.0638(14) -0.0180(10) 0.0355(12) -0.0263(10) O8 0.0760(15) 0.0431(11) 0.0620(14) -0.0270(10) 0.0474(13) -0.0164(10) O9 0.0373(10) 0.0346(9) 0.0355(10) 0.0009(8) 0.0206(9) 0.0046(8) N1 0.0394(13) 0.0272(11) 0.0355(13) -0.0068(9) 0.0144(11) -0.0060(10) N2 0.0288(11) 0.0305(11) 0.0290(12) 0.0001(9) 0.0159(10) -0.0013(8) N3 0.0294(11) 0.0232(10) 0.0294(11) -0.0020(9) 0.0122(9) -0.0028(8) C1 0.0234(12) 0.0254(11) 0.0229(12) -0.0014(9) 0.0126(10) -0.0018(9) C2 0.0170(11) 0.0184(10) 0.0184(11) -0.0005(9) 0.0056(9) 0.0010(8) C3 0.0226(11) 0.0208(11) 0.0210(12) 0.0006(9) 0.0105(10) 0.0007(9) C4 0.0268(12) 0.0245(12) 0.0227(12) -0.0012(10) 0.0126(10) 0.0014(9) C5 0.0278(12) 0.0213(11) 0.0268(13) -0.0037(10) 0.0113(11) -0.0025(9) C6 0.0273(13) 0.0252(12) 0.0288(13) -0.0019(10) 0.0138(11) -0.0067(10) C7 0.0279(13) 0.0275(12) 0.0252(13) 0.0019(10) 0.0145(11) -0.0012(10) C8 0.0254(12) 0.0238(11) 0.0208(12) -0.0020(9) 0.0165(11) -0.0039(9) C9 0.0181(11) 0.0263(12) 0.0190(12) 0.0008(9) 0.0085(10) -0.0002(9) C10 0.0440(16) 0.0455(16) 0.0478(17) -0.0117(13) 0.0317(14) -0.0096(13) C11 0.0394(16) 0.0497(17) 0.067(2) -0.0088(15) 0.0360(16) -0.0102(13) C12 0.0261(13) 0.0272(13) 0.0467(17) 0.0019(12) 0.0101(12) 0.0012(10) C13 0.0462(16) 0.0390(15) 0.0342(15) -0.0088(12) 0.0173(13) -0.0083(12) C14 0.0387(15) 0.0384(14) 0.0356(15) -0.0030(12) 0.0220(13) -0.0078(12) C15 0.0285(14) 0.0306(14) 0.065(2) -0.0013(14) 0.0094(14) -0.0021(11) C16 0.0338(15) 0.0299(14) 0.066(2) 0.0007(14) 0.0099(15) -0.0004(12) C17 0.0351(15) 0.0293(14) 0.063(2) -0.0004(14) 0.0071(15) 0.0001(12) C18 0.0411(15) 0.0315(13) 0.0306(14) -0.0015(11) 0.0168(12) -0.0015(11) C19 0.0451(16) 0.0321(14) 0.0326(15) 0.0050(12) 0.0107(13) -0.0023(12) C20 0.0302(14) 0.0250(13) 0.0452(17) -0.0028(12) 0.0053(13) -0.0033(11) C21 0.0270(14) 0.0344(14) 0.0549(18) -0.0045(13) 0.0180(13) -0.0003(11) C22 0.0295(13) 0.0305(13) 0.0444(16) 0.0020(12) 0.0187(13) -0.0033(11) _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 O2 2.0406(15) 6_575 ? Co1 O5 2.0972(15) . ? Co1 O3 2.1055(15) . ? Co1 N3 2.1166(19) 4 ? Co1 N2 2.1492(19) . ? Co1 O9 2.2012(16) . ? Co2 O4 1.9790(15) . ? Co2 O4 1.9790(15) 2_656 ? Co2 O6 1.9875(15) 5_676 ? Co2 O6 1.9875(15) 6_576 ? O1 C7 1.242(3) . ? O2 C7 1.260(3) . ? O2 Co1 2.0406(15) 6_576 ? O3 C8 1.259(3) . ? O4 C8 1.251(3) . ? O5 C9 1.247(2) . ? O6 C9 1.261(2) . ? O6 Co2 1.9875(15) 5_676 ? O7 N1 1.218(3) . ? O8 N1 1.230(3) . ? O9 H1W 0.8482 . ? O9 H2W 0.8368 . ? N1 C5 1.472(3) . ? N2 C10 1.328(3) . ? N2 C14 1.336(3) . ? N3 C22 1.337(3) . ? N3 C18 1.341(3) . ? N3 Co1 2.1166(19) 4_545 ? C1 C6 1.390(3) . ? C1 C2 1.405(3) . ? C1 C7 1.513(3) . ? C2 C3 1.400(3) . ? C2 C8 1.527(3) . ? C3 C4 1.385(3) . ? C3 C9 1.508(3) . ? C4 C5 1.377(3) . ? C4 H4 0.9300 . ? C5 C6 1.379(3) . ? C6 H6 0.9300 . ? C10 C11 1.381(4) . ? C10 H10 0.9300 . ? C11 C12 1.382(4) . ? C11 H11 0.9300 . ? C12 C13 1.376(4) . ? C12 C15 1.505(3) . ? C13 C14 1.378(3) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 C16 1.523(3) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C17 1.527(3) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C20 1.512(3) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.376(3) . ? C18 H18 0.9300 . ? C19 C20 1.373(4) . ? C19 H19 0.9300 . ? C20 C21 1.384(4) . ? C21 C22 1.387(3) . ? C21 H21 0.9300 . ? C22 H22 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 O2 Co1 O5 85.15(6) 6_575 . ? O2 Co1 O3 172.09(6) 6_575 . ? O5 Co1 O3 87.03(6) . . ? O2 Co1 N3 89.75(7) 6_575 4 ? O5 Co1 N3 89.18(7) . 4 ? O3 Co1 N3 91.30(7) . 4 ? O2 Co1 N2 87.65(7) 6_575 . ? O5 Co1 N2 96.42(7) . . ? O3 Co1 N2 92.07(7) . . ? N3 Co1 N2 173.61(7) 4 . ? O2 Co1 O9 90.74(6) 6_575 . ? O5 Co1 O9 175.46(6) . . ? O3 Co1 O9 97.11(6) . . ? N3 Co1 O9 88.88(7) 4 . ? N2 Co1 O9 85.31(7) . . ? O4 Co2 O4 93.95(9) . 2_656 ? O4 Co2 O6 120.16(6) . 5_676 ? O4 Co2 O6 115.74(6) 2_656 5_676 ? O4 Co2 O6 115.74(6) . 6_576 ? O4 Co2 O6 120.16(6) 2_656 6_576 ? O6 Co2 O6 93.29(9) 5_676 6_576 ? C7 O2 Co1 132.39(14) . 6_576 ? C8 O3 Co1 114.90(13) . . ? C8 O4 Co2 129.88(14) . . ? C9 O5 Co1 135.36(14) . . ? C9 O6 Co2 111.80(13) . 5_676 ? Co1 O9 H1W 112.9 . . ? Co1 O9 H2W 95.0 . . ? H1W O9 H2W 104.9 . . ? O7 N1 O8 123.5(2) . . ? O7 N1 C5 118.4(2) . . ? O8 N1 C5 118.2(2) . . ? C10 N2 C14 116.9(2) . . ? C10 N2 Co1 122.71(17) . . ? C14 N2 Co1 120.36(16) . . ? C22 N3 C18 117.0(2) . . ? C22 N3 Co1 120.91(16) . 4_545 ? C18 N3 Co1 121.03(16) . 4_545 ? C6 C1 C2 119.7(2) . . ? C6 C1 C7 118.12(19) . . ? C2 C1 C7 122.11(19) . . ? C3 C2 C1 119.47(19) . . ? C3 C2 C8 118.35(18) . . ? C1 C2 C8 122.17(19) . . ? C4 C3 C2 120.3(2) . . ? C4 C3 C9 118.16(19) . . ? C2 C3 C9 121.54(19) . . ? C5 C4 C3 119.1(2) . . ? C5 C4 H4 120.5 . . ? C3 C4 H4 120.5 . . ? C4 C5 C6 122.1(2) . . ? C4 C5 N1 119.2(2) . . ? C6 C5 N1 118.7(2) . . ? C5 C6 C1 119.2(2) . . ? C5 C6 H6 120.4 . . ? C1 C6 H6 120.4 . . ? O1 C7 O2 126.3(2) . . ? O1 C7 C1 119.2(2) . . ? O2 C7 C1 114.47(19) . . ? O4 C8 O3 126.4(2) . . ? O4 C8 C2 114.80(18) . . ? O3 C8 C2 118.74(19) . . ? O5 C9 O6 123.23(19) . . ? O5 C9 C3 120.03(18) . . ? O6 C9 C3 116.74(18) . . ? N2 C10 C11 122.9(3) . . ? N2 C10 H10 118.6 . . ? C11 C10 H10 118.6 . . ? C10 C11 C12 120.4(3) . . ? C10 C11 H11 119.8 . . ? C12 C11 H11 119.8 . . ? C13 C12 C11 116.3(2) . . ? C13 C12 C15 121.5(3) . . ? C11 C12 C15 122.0(3) . . ? C12 C13 C14 120.2(3) . . ? C12 C13 H13 119.9 . . ? C14 C13 H13 119.9 . . ? N2 C14 C13 123.2(2) . . ? N2 C14 H14 118.4 . . ? C13 C14 H14 118.4 . . ? C12 C15 C16 109.1(2) . . ? C12 C15 H15A 109.9 . . ? C16 C15 H15A 109.9 . . ? C12 C15 H15B 109.9 . . ? C16 C15 H15B 109.9 . . ? H15A C15 H15B 108.3 . . ? C15 C16 C17 114.6(2) . . ? C15 C16 H16A 108.6 . . ? C17 C16 H16A 108.6 . . ? C15 C16 H16B 108.6 . . ? C17 C16 H16B 108.6 . . ? H16A C16 H16B 107.6 . . ? C20 C17 C16 109.4(2) . . ? C20 C17 H17A 109.8 . . ? C16 C17 H17A 109.8 . . ? C20 C17 H17B 109.8 . . ? C16 C17 H17B 109.8 . . ? H17A C17 H17B 108.2 . . ? N3 C18 C19 123.3(2) . . ? N3 C18 H18 118.4 . . ? C19 C18 H18 118.4 . . ? C20 C19 C18 120.0(3) . . ? C20 C19 H19 120.0 . . ? C18 C19 H19 120.0 . . ? C19 C20 C21 117.1(2) . . ? C19 C20 C17 120.9(3) . . ? C21 C20 C17 121.9(3) . . ? C20 C21 C22 119.9(3) . . ? C20 C21 H21 120.0 . . ? C22 C21 H21 120.0 . . ? N3 C22 C21 122.6(2) . . ? N3 C22 H22 118.7 . . ? C21 C22 H22 118.7 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 Co1 O3 C8 -3.0(5) 6_575 . . . ? O5 Co1 O3 C8 -11.51(15) . . . . ? N3 Co1 O3 C8 -100.62(15) 4 . . . ? N2 Co1 O3 C8 84.82(15) . . . . ? O9 Co1 O3 C8 170.35(15) . . . . ? O4 Co2 O4 C8 157.0(2) 2_656 . . . ? O6 Co2 O4 C8 -80.04(19) 5_676 . . . ? O6 Co2 O4 C8 30.7(2) 6_576 . . . ? O2 Co1 O5 C9 -109.1(2) 6_575 . . . ? O3 Co1 O5 C9 69.8(2) . . . . ? N3 Co1 O5 C9 161.1(2) 4 . . . ? N2 Co1 O5 C9 -22.0(2) . . . . ? O9 Co1 O5 C9 -134.2(8) . . . . ? O2 Co1 N2 C10 -144.4(2) 6_575 . . . ? O5 Co1 N2 C10 130.8(2) . . . . ? O3 Co1 N2 C10 43.5(2) . . . . ? N3 Co1 N2 C10 -78.3(7) 4 . . . ? O9 Co1 N2 C10 -53.4(2) . . . . ? O2 Co1 N2 C14 34.78(18) 6_575 . . . ? O5 Co1 N2 C14 -50.07(19) . . . . ? O3 Co1 N2 C14 -137.31(18) . . . . ? N3 Co1 N2 C14 100.9(7) 4 . . . ? O9 Co1 N2 C14 125.72(19) . . . . ? C6 C1 C2 C3 0.6(3) . . . . ? C7 C1 C2 C3 178.7(2) . . . . ? C6 C1 C2 C8 -178.2(2) . . . . ? C7 C1 C2 C8 -0.1(3) . . . . ? C1 C2 C3 C4 -2.9(3) . . . . ? C8 C2 C3 C4 175.92(19) . . . . ? C1 C2 C3 C9 176.08(19) . . . . ? C8 C2 C3 C9 -5.1(3) . . . . ? C2 C3 C4 C5 3.0(3) . . . . ? C9 C3 C4 C5 -176.0(2) . . . . ? C3 C4 C5 C6 -0.8(3) . . . . ? C3 C4 C5 N1 -179.5(2) . . . . ? O7 N1 C5 C4 -176.5(2) . . . . ? O8 N1 C5 C4 4.0(3) . . . . ? O7 N1 C5 C6 4.8(3) . . . . ? O8 N1 C5 C6 -174.8(2) . . . . ? C4 C5 C6 C1 -1.5(4) . . . . ? N1 C5 C6 C1 177.2(2) . . . . ? C2 C1 C6 C5 1.6(3) . . . . ? C7 C1 C6 C5 -176.6(2) . . . . ? Co1 O2 C7 O1 6.0(4) 6_576 . . . ? Co1 O2 C7 C1 -173.16(14) 6_576 . . . ? C6 C1 C7 O1 -21.3(3) . . . . ? C2 C1 C7 O1 160.6(2) . . . . ? C6 C1 C7 O2 158.0(2) . . . . ? C2 C1 C7 O2 -20.1(3) . . . . ? Co2 O4 C8 O3 4.5(3) . . . . ? Co2 O4 C8 C2 -179.16(13) . . . . ? Co1 O3 C8 O4 106.9(2) . . . . ? Co1 O3 C8 C2 -69.3(2) . . . . ? C3 C2 C8 O4 -80.5(2) . . . . ? C1 C2 C8 O4 98.3(2) . . . . ? C3 C2 C8 O3 96.2(2) . . . . ? C1 C2 C8 O3 -85.1(3) . . . . ? Co1 O5 C9 O6 150.21(16) . . . . ? Co1 O5 C9 C3 -28.6(3) . . . . ? Co2 O6 C9 O5 -1.5(3) 5_676 . . . ? Co2 O6 C9 C3 177.30(14) 5_676 . . . ? C4 C3 C9 O5 148.1(2) . . . . ? C2 C3 C9 O5 -30.9(3) . . . . ? C4 C3 C9 O6 -30.8(3) . . . . ? C2 C3 C9 O6 150.2(2) . . . . ? C14 N2 C10 C11 0.4(4) . . . . ? Co1 N2 C10 C11 179.6(2) . . . . ? N2 C10 C11 C12 0.2(4) . . . . ? C10 C11 C12 C13 -0.9(4) . . . . ? C10 C11 C12 C15 174.9(3) . . . . ? C11 C12 C13 C14 0.9(4) . . . . ? C15 C12 C13 C14 -174.8(2) . . . . ? C10 N2 C14 C13 -0.4(4) . . . . ? Co1 N2 C14 C13 -179.6(2) . . . . ? C12 C13 C14 N2 -0.3(4) . . . . ? C13 C12 C15 C16 77.0(3) . . . . ? C11 C12 C15 C16 -98.5(3) . . . . ? C12 C15 C16 C17 -178.3(3) . . . . ? C15 C16 C17 C20 176.1(3) . . . . ? C22 N3 C18 C19 3.8(3) . . . . ? Co1 N3 C18 C19 -164.29(19) 4_545 . . . ? N3 C18 C19 C20 -1.2(4) . . . . ? C18 C19 C20 C21 -2.3(4) . . . . ? C18 C19 C20 C17 173.1(2) . . . . ? C16 C17 C20 C19 -77.5(3) . . . . ? C16 C17 C20 C21 97.7(3) . . . . ? C19 C20 C21 C22 3.1(4) . . . . ? C17 C20 C21 C22 -172.3(2) . . . . ? C18 N3 C22 C21 -2.9(3) . . . . ? Co1 N3 C22 C21 165.20(19) 4_545 . . . ? C20 C21 C22 N3 -0.5(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O9 H2W O2 0.84 2.63 3.021(2) 110.3 6_575 O9 H2W O1 0.84 1.89 2.706(2) 162.9 6_575 O9 H1W O8 0.85 2.30 3.073(3) 151.8 4 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.305 _refine_diff_density_min -0.300 _refine_diff_density_rms 0.055 # Attachment '5.cif' data_5 _database_code_depnum_ccdc_archive 'CCDC 762835' #TrackingRef '5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H26 N6 Ni2 O18' _chemical_formula_weight 972.07 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c 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' '-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 10.345(2) _cell_length_b 22.698(4) _cell_length_c 16.105(3) _cell_angle_alpha 90.00 _cell_angle_beta 94.177(2) _cell_angle_gamma 90.00 _cell_volume 3771.5(12) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5671 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 28.27 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.712 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1984 _exptl_absorpt_coefficient_mu 1.092 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.7031 _exptl_absorpt_correction_T_max 0.8128 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13555 _diffrn_reflns_av_R_equivalents 0.0424 _diffrn_reflns_av_sigmaI/netI 0.0360 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.44 _diffrn_reflns_theta_max 25.50 _reflns_number_total 3511 _reflns_number_gt 2796 _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^)+(0.0783P)^2^+6.0684P] 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 3511 _refine_ls_number_parameters 295 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0547 _refine_ls_R_factor_gt 0.0426 _refine_ls_wR_factor_ref 0.1358 _refine_ls_wR_factor_gt 0.1195 _refine_ls_goodness_of_fit_ref 1.089 _refine_ls_restrained_S_all 1.089 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.5000 0.25460(2) 0.2500 0.01978(18) Uani 1 2 d S . . Ni2 Ni 0.0000 0.25387(2) 0.2500 0.01874(18) Uani 1 2 d S . . O1 O 0.6280(2) 0.25632(9) 0.15630(14) 0.0303(5) Uani 1 1 d . . . H1W H 0.6042 0.2490 0.1069 0.045 Uiso 1 1 d R . . H2W H 0.7080 0.2605 0.1622 0.045 Uiso 1 1 d R . . O2 O 0.3636(2) 0.24544(9) 0.14707(14) 0.0277(5) Uani 1 1 d . . . O3 O 0.17447(19) 0.26166(10) 0.19893(14) 0.0294(5) Uani 1 1 d . . . O4 O -0.0951(2) 0.25495(9) 0.13556(13) 0.0238(5) Uani 1 1 d . . . O5 O -0.0482(2) 0.28355(9) 0.00940(12) 0.0287(5) Uani 1 1 d . . . O6 O -0.2181(2) 0.17827(12) 0.01733(18) 0.0470(7) Uani 1 1 d . . . H6 H -0.2923 0.1762 -0.0041 0.070 Uiso 1 1 calc R . . O7 O -0.1869(3) 0.10072(14) -0.0620(2) 0.0682(9) Uani 1 1 d . . . O8 O 0.4106(3) 0.06291(16) 0.0009(2) 0.0743(10) Uani 1 1 d . . . O9 O 0.2490(3) 0.02095(15) -0.0667(2) 0.0770(11) Uani 1 1 d . . . N1 N 0.5000 0.66052(15) 0.2500 0.0243(8) Uani 1 2 d S . . N2 N 0.5000 0.34617(16) 0.2500 0.0256(8) Uani 1 2 d S . . N3 N 0.5000 0.16109(15) 0.2500 0.0247(8) Uani 1 2 d S . . N4 N 0.5000 -0.15170(16) 0.2500 0.0243(8) Uani 1 2 d S . . N5 N 0.2952(3) 0.05994(15) -0.0217(2) 0.0491(9) Uani 1 1 d . . . C1 C 0.2427(3) 0.23847(13) 0.14696(18) 0.0226(6) Uani 1 1 d . . . C2 C 0.1810(3) 0.19568(13) 0.08278(18) 0.0252(6) Uani 1 1 d . . . C3 C 0.0471(3) 0.19504(13) 0.05655(17) 0.0237(6) Uani 1 1 d . . . C4 C -0.0033(3) 0.14688(14) 0.00912(18) 0.0281(7) Uani 1 1 d . . . C5 C 0.0773(3) 0.10241(15) -0.0155(2) 0.0353(8) Uani 1 1 d . . . H5 H 0.0438 0.0703 -0.0459 0.042 Uiso 1 1 calc R . . C6 C 0.2090(3) 0.10682(15) 0.0061(2) 0.0369(8) Uani 1 1 d . . . C7 C 0.2611(3) 0.15222(15) 0.0541(2) 0.0336(8) Uani 1 1 d . . . H7 H 0.3501 0.1539 0.0673 0.040 Uiso 1 1 calc R . . C8 C -0.0390(3) 0.24873(12) 0.06919(18) 0.0210(6) Uani 1 1 d . . . C9 C -0.1461(3) 0.13906(14) -0.0162(2) 0.0314(7) Uani 1 1 d . . . C10 C 0.6019(3) 0.62928(14) 0.2827(2) 0.0335(7) Uani 1 1 d . . . H10 H 0.6740 0.6497 0.3054 0.040 Uiso 1 1 calc R . . C11 C 0.6047(3) 0.56848(14) 0.2844(2) 0.0365(8) Uani 1 1 d . . . H11 H 0.6770 0.5491 0.3087 0.044 Uiso 1 1 calc R . . C12 C 0.5000 0.53609(19) 0.2500 0.0271(9) Uani 1 2 d S . . C13 C 0.5000 0.4707(2) 0.2500 0.0282(9) Uani 1 2 d S . . C14 C 0.6147(3) 0.43789(14) 0.2522(2) 0.0348(8) Uani 1 1 d . . . H14 H 0.6941 0.4572 0.2533 0.042 Uiso 1 1 calc R . . C15 C 0.6109(3) 0.37712(14) 0.2529(2) 0.0340(7) Uani 1 1 d . . . H15 H 0.6889 0.3566 0.2554 0.041 Uiso 1 1 calc R . . C16 C 0.5393(3) 0.12993(14) 0.18553(19) 0.0290(7) Uani 1 1 d . . . H16 H 0.5675 0.1505 0.1403 0.035 Uiso 1 1 calc R . . C17 C 0.5404(3) 0.06915(14) 0.1825(2) 0.0299(7) Uani 1 1 d . . . H17 H 0.5677 0.0497 0.1360 0.036 Uiso 1 1 calc R . . C18 C 0.5000 0.03732(19) 0.2500 0.0265(9) Uani 1 2 d S . . C19 C 0.5000 -0.02811(19) 0.2500 0.0271(9) Uani 1 2 d S . . C20 C 0.4701(4) -0.05999(15) 0.1777(2) 0.0400(8) Uani 1 1 d . . . H20 H 0.4492 -0.0406 0.1277 0.048 Uiso 1 1 calc R . . C21 C 0.4717(4) -0.12061(15) 0.1805(2) 0.0409(8) Uani 1 1 d . . . H21 H 0.4520 -0.1411 0.1312 0.049 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 0.0144(3) 0.0192(3) 0.0256(3) 0.000 0.0004(2) 0.000 Ni2 0.0132(3) 0.0196(3) 0.0231(3) 0.000 -0.0006(2) 0.000 O1 0.0173(10) 0.0431(14) 0.0308(12) -0.0034(9) 0.0035(9) -0.0045(9) O2 0.0142(10) 0.0387(13) 0.0296(12) -0.0021(9) -0.0019(8) -0.0003(8) O3 0.0146(10) 0.0363(12) 0.0377(13) -0.0102(10) 0.0050(9) -0.0034(8) O4 0.0183(10) 0.0300(12) 0.0225(11) -0.0015(8) -0.0019(8) 0.0031(8) O5 0.0255(11) 0.0326(12) 0.0280(11) 0.0043(9) 0.0017(8) 0.0045(9) O6 0.0170(11) 0.0521(16) 0.0697(17) -0.0272(14) -0.0115(11) 0.0045(11) O7 0.0367(15) 0.070(2) 0.096(2) -0.0468(18) -0.0131(15) -0.0017(14) O8 0.0423(17) 0.096(2) 0.082(2) -0.0404(19) -0.0144(15) 0.0378(16) O9 0.067(2) 0.065(2) 0.096(3) -0.050(2) -0.0160(18) 0.0280(17) N1 0.0247(18) 0.0204(18) 0.0276(19) 0.000 -0.0001(14) 0.000 N2 0.0208(18) 0.0204(18) 0.036(2) 0.000 0.0024(15) 0.000 N3 0.0225(18) 0.0198(18) 0.0314(19) 0.000 -0.0008(14) 0.000 N4 0.0201(17) 0.0232(18) 0.0293(19) 0.000 0.0003(14) 0.000 N5 0.0425(18) 0.053(2) 0.0502(19) -0.0202(16) -0.0070(15) 0.0251(16) C1 0.0163(14) 0.0247(15) 0.0265(15) 0.0013(12) 0.0002(11) 0.0018(11) C2 0.0177(14) 0.0294(16) 0.0280(15) -0.0024(12) -0.0012(11) 0.0013(11) C3 0.0188(14) 0.0276(16) 0.0246(15) -0.0002(12) 0.0000(11) 0.0027(11) C4 0.0230(16) 0.0292(17) 0.0315(16) -0.0037(12) -0.0033(12) 0.0034(12) C5 0.0308(17) 0.0351(19) 0.0389(18) -0.0116(14) -0.0052(13) 0.0039(14) C6 0.0309(17) 0.039(2) 0.0405(19) -0.0120(15) -0.0021(14) 0.0149(15) C7 0.0214(15) 0.042(2) 0.0363(18) -0.0113(15) -0.0032(13) 0.0087(14) C8 0.0120(13) 0.0251(16) 0.0254(15) -0.0025(11) -0.0034(11) -0.0034(10) C9 0.0260(16) 0.0325(18) 0.0346(17) -0.0058(14) -0.0059(13) -0.0012(13) C10 0.0232(15) 0.0273(17) 0.0482(19) 0.0007(14) -0.0090(14) 0.0001(13) C11 0.0244(16) 0.0271(18) 0.056(2) 0.0005(15) -0.0112(15) 0.0037(13) C12 0.025(2) 0.024(2) 0.033(2) 0.000 0.0034(17) 0.000 C13 0.024(2) 0.023(2) 0.038(2) 0.000 0.0002(18) 0.000 C14 0.0208(16) 0.0263(17) 0.057(2) -0.0029(15) 0.0044(14) -0.0047(12) C15 0.0226(16) 0.0283(17) 0.051(2) -0.0021(15) 0.0040(14) 0.0021(13) C16 0.0275(16) 0.0280(17) 0.0317(16) 0.0009(13) 0.0031(12) 0.0017(12) C17 0.0334(17) 0.0250(17) 0.0315(17) -0.0022(13) 0.0039(13) 0.0017(13) C18 0.023(2) 0.022(2) 0.034(2) 0.000 -0.0046(17) 0.000 C19 0.027(2) 0.018(2) 0.036(2) 0.000 0.0009(18) 0.000 C20 0.058(2) 0.0272(18) 0.0333(18) 0.0032(14) -0.0084(16) 0.0001(16) C21 0.059(2) 0.0272(18) 0.0347(18) -0.0031(14) -0.0091(16) -0.0007(16) _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 N2 2.078(4) . ? Ni1 O1 2.079(2) . ? Ni1 O1 2.079(2) 2_655 ? Ni1 O2 2.107(2) . ? Ni1 O2 2.107(2) 2_655 ? Ni1 N3 2.122(4) . ? Ni2 O4 2.025(2) . ? Ni2 O4 2.025(2) 2 ? Ni2 O3 2.045(2) . ? Ni2 O3 2.045(2) 2 ? Ni2 N1 2.119(4) 3_445 ? Ni2 N4 2.143(4) 3_455 ? O1 H1W 0.8323 . ? O1 H2W 0.8315 . ? O2 C1 1.261(4) . ? O3 C1 1.250(4) . ? O4 C8 1.261(4) . ? O5 C8 1.244(3) . ? O6 C9 1.303(4) . ? O6 H6 0.8200 . ? O7 C9 1.198(4) . ? O8 N5 1.225(4) . ? O9 N5 1.220(4) . ? N1 C10 1.345(4) . ? N1 C10 1.345(4) 2_655 ? N1 Ni2 2.119(4) 3 ? N2 C15 1.343(4) . ? N2 C15 1.343(4) 2_655 ? N3 C16 1.344(4) . ? N3 C16 1.344(4) 2_655 ? N4 C21 1.338(4) . ? N4 C21 1.338(4) 2_655 ? N4 Ni2 2.143(4) 3_545 ? N5 C6 1.478(4) . ? C1 C2 1.524(4) . ? C2 C7 1.389(4) . ? C2 C3 1.419(4) . ? C3 C4 1.411(4) . ? C3 C8 1.531(4) . ? C4 C5 1.386(4) . ? C4 C9 1.514(4) . ? C5 C6 1.385(5) . ? C5 H5 0.9300 . ? C6 C7 1.374(5) . ? C7 H7 0.9300 . ? C10 C11 1.381(5) . ? C10 H10 0.9300 . ? C11 C12 1.390(4) . ? C11 H11 0.9300 . ? C12 C11 1.390(4) 2_655 ? C12 C13 1.484(7) . ? C13 C14 1.399(4) 2_655 ? C13 C14 1.399(4) . ? C14 C15 1.380(5) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C17 1.380(4) . ? C16 H16 0.9300 . ? C17 C18 1.395(4) . ? C17 H17 0.9300 . ? C18 C17 1.395(4) 2_655 ? C18 C19 1.485(7) . ? C19 C20 1.387(4) . ? C19 C20 1.387(4) 2_655 ? C20 C21 1.377(5) . ? C20 H20 0.9300 . ? C21 H21 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 N2 Ni1 O1 88.93(6) . . ? N2 Ni1 O1 88.92(6) . 2_655 ? O1 Ni1 O1 177.85(12) . 2_655 ? N2 Ni1 O2 95.66(6) . . ? O1 Ni1 O2 81.73(9) . . ? O1 Ni1 O2 98.49(9) 2_655 . ? N2 Ni1 O2 95.66(6) . 2_655 ? O1 Ni1 O2 98.49(9) . 2_655 ? O1 Ni1 O2 81.72(9) 2_655 2_655 ? O2 Ni1 O2 168.68(12) . 2_655 ? N2 Ni1 N3 180.0 . . ? O1 Ni1 N3 91.07(6) . . ? O1 Ni1 N3 91.08(6) 2_655 . ? O2 Ni1 N3 84.34(6) . . ? O2 Ni1 N3 84.34(6) 2_655 . ? O4 Ni2 O4 178.62(11) . 2 ? O4 Ni2 O3 91.01(9) . . ? O4 Ni2 O3 88.87(9) 2 . ? O4 Ni2 O3 88.87(9) . 2 ? O4 Ni2 O3 91.01(9) 2 2 ? O3 Ni2 O3 170.08(13) . 2 ? O4 Ni2 N1 90.69(6) . 3_445 ? O4 Ni2 N1 90.69(6) 2 3_445 ? O3 Ni2 N1 94.96(6) . 3_445 ? O3 Ni2 N1 94.96(6) 2 3_445 ? O4 Ni2 N4 89.31(6) . 3_455 ? O4 Ni2 N4 89.31(6) 2 3_455 ? O3 Ni2 N4 85.04(6) . 3_455 ? O3 Ni2 N4 85.04(6) 2 3_455 ? N1 Ni2 N4 180.0 3_445 3_455 ? Ni1 O1 H1W 122.0 . . ? Ni1 O1 H2W 126.9 . . ? H1W O1 H2W 110.8 . . ? C1 O2 Ni1 128.4(2) . . ? C1 O3 Ni2 142.3(2) . . ? C8 O4 Ni2 123.13(18) . . ? C9 O6 H6 109.5 . . ? C10 N1 C10 116.4(4) . 2_655 ? C10 N1 Ni2 121.80(19) . 3 ? C10 N1 Ni2 121.80(19) 2_655 3 ? C15 N2 C15 116.9(4) . 2_655 ? C15 N2 Ni1 121.53(19) . . ? C15 N2 Ni1 121.53(19) 2_655 . ? C16 N3 C16 116.5(4) . 2_655 ? C16 N3 Ni1 121.77(19) . . ? C16 N3 Ni1 121.77(19) 2_655 . ? C21 N4 C21 116.3(4) . 2_655 ? C21 N4 Ni2 121.8(2) . 3_545 ? C21 N4 Ni2 121.8(2) 2_655 3_545 ? O9 N5 O8 123.3(3) . . ? O9 N5 C6 118.9(3) . . ? O8 N5 C6 117.8(3) . . ? O3 C1 O2 123.7(3) . . ? O3 C1 C2 119.6(2) . . ? O2 C1 C2 116.6(3) . . ? C7 C2 C3 119.1(3) . . ? C7 C2 C1 116.6(3) . . ? C3 C2 C1 124.1(3) . . ? C4 C3 C2 118.9(3) . . ? C4 C3 C8 119.6(2) . . ? C2 C3 C8 121.1(3) . . ? C5 C4 C3 120.8(3) . . ? C5 C4 C9 115.7(3) . . ? C3 C4 C9 123.4(3) . . ? C4 C5 C6 118.5(3) . . ? C4 C5 H5 120.8 . . ? C6 C5 H5 120.8 . . ? C7 C6 C5 122.3(3) . . ? C7 C6 N5 119.3(3) . . ? C5 C6 N5 118.4(3) . . ? C6 C7 C2 120.0(3) . . ? C6 C7 H7 120.0 . . ? C2 C7 H7 120.0 . . ? O5 C8 O4 124.8(3) . . ? O5 C8 C3 114.5(3) . . ? O4 C8 C3 120.6(2) . . ? O7 C9 O6 124.4(3) . . ? O7 C9 C4 123.0(3) . . ? O6 C9 C4 112.6(3) . . ? N1 C10 C11 123.3(3) . . ? N1 C10 H10 118.3 . . ? C11 C10 H10 118.3 . . ? C10 C11 C12 120.4(3) . . ? C10 C11 H11 119.8 . . ? C12 C11 H11 119.8 . . ? C11 C12 C11 116.1(4) 2_655 . ? C11 C12 C13 121.9(2) 2_655 . ? C11 C12 C13 121.9(2) . . ? C14 C13 C14 115.7(4) 2_655 . ? C14 C13 C12 122.2(2) 2_655 . ? C14 C13 C12 122.2(2) . . ? C15 C14 C13 120.5(3) . . ? C15 C14 H14 119.7 . . ? C13 C14 H14 119.7 . . ? N2 C15 C14 123.2(3) . . ? N2 C15 H15 118.4 . . ? C14 C15 H15 118.4 . . ? N3 C16 C17 123.9(3) . . ? N3 C16 H16 118.1 . . ? C17 C16 H16 118.1 . . ? C16 C17 C18 119.1(3) . . ? C16 C17 H17 120.4 . . ? C18 C17 H17 120.4 . . ? C17 C18 C17 117.6(4) 2_655 . ? C17 C18 C19 121.2(2) 2_655 . ? C17 C18 C19 121.2(2) . . ? C20 C19 C20 117.1(4) . 2_655 ? C20 C19 C18 121.4(2) . . ? C20 C19 C18 121.4(2) 2_655 . ? C21 C20 C19 119.5(3) . . ? C21 C20 H20 120.2 . . ? C19 C20 H20 120.2 . . ? N4 C21 C20 123.8(3) . . ? N4 C21 H21 118.1 . . ? C20 C21 H21 118.1 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Ni1 O2 C1 -94.7(2) . . . . ? O1 Ni1 O2 C1 177.2(3) . . . . ? O1 Ni1 O2 C1 -5.0(3) 2_655 . . . ? O2 Ni1 O2 C1 85.3(2) 2_655 . . . ? N3 Ni1 O2 C1 85.3(2) . . . . ? O4 Ni2 O3 C1 -54.2(3) . . . . ? O4 Ni2 O3 C1 127.2(3) 2 . . . ? O3 Ni2 O3 C1 -143.5(3) 2 . . . ? N1 Ni2 O3 C1 36.6(3) 3_445 . . . ? N4 Ni2 O3 C1 -143.4(3) 3_455 . . . ? O4 Ni2 O4 C8 98.1(2) 2 . . . ? O3 Ni2 O4 C8 13.1(2) . . . . ? O3 Ni2 O4 C8 -176.8(2) 2 . . . ? N1 Ni2 O4 C8 -81.9(2) 3_445 . . . ? N4 Ni2 O4 C8 98.1(2) 3_455 . . . ? O1 Ni1 N2 C15 -48.69(18) . . . . ? O1 Ni1 N2 C15 131.31(18) 2_655 . . . ? O2 Ni1 N2 C15 -130.26(18) . . . . ? O2 Ni1 N2 C15 49.74(18) 2_655 . . . ? N3 Ni1 N2 C15 -2(100) . . . . ? O1 Ni1 N2 C15 131.32(18) . . . 2_655 ? O1 Ni1 N2 C15 -48.68(18) 2_655 . . 2_655 ? O2 Ni1 N2 C15 49.74(18) . . . 2_655 ? O2 Ni1 N2 C15 -130.26(18) 2_655 . . 2_655 ? N3 Ni1 N2 C15 178(100) . . . 2_655 ? N2 Ni1 N3 C16 -65(100) . . . . ? O1 Ni1 N3 C16 -18.63(17) . . . . ? O1 Ni1 N3 C16 161.37(17) 2_655 . . . ? O2 Ni1 N3 C16 62.94(16) . . . . ? O2 Ni1 N3 C16 -117.06(16) 2_655 . . . ? N2 Ni1 N3 C16 115(100) . . . 2_655 ? O1 Ni1 N3 C16 161.37(17) . . . 2_655 ? O1 Ni1 N3 C16 -18.63(17) 2_655 . . 2_655 ? O2 Ni1 N3 C16 -117.06(17) . . . 2_655 ? O2 Ni1 N3 C16 62.94(17) 2_655 . . 2_655 ? Ni2 O3 C1 O2 -159.3(2) . . . . ? Ni2 O3 C1 C2 16.2(5) . . . . ? Ni1 O2 C1 O3 35.0(4) . . . . ? Ni1 O2 C1 C2 -140.6(2) . . . . ? O3 C1 C2 C7 -151.1(3) . . . . ? O2 C1 C2 C7 24.7(4) . . . . ? O3 C1 C2 C3 23.7(4) . . . . ? O2 C1 C2 C3 -160.5(3) . . . . ? C7 C2 C3 C4 6.5(4) . . . . ? C1 C2 C3 C4 -168.1(3) . . . . ? C7 C2 C3 C8 -165.6(3) . . . . ? C1 C2 C3 C8 19.7(4) . . . . ? C2 C3 C4 C5 -3.5(5) . . . . ? C8 C3 C4 C5 168.8(3) . . . . ? C2 C3 C4 C9 174.8(3) . . . . ? C8 C3 C4 C9 -12.9(4) . . . . ? C3 C4 C5 C6 -1.2(5) . . . . ? C9 C4 C5 C6 -179.7(3) . . . . ? C4 C5 C6 C7 3.0(6) . . . . ? C4 C5 C6 N5 -178.7(3) . . . . ? O9 N5 C6 C7 -177.4(4) . . . . ? O8 N5 C6 C7 1.6(6) . . . . ? O9 N5 C6 C5 4.3(6) . . . . ? O8 N5 C6 C5 -176.8(4) . . . . ? C5 C6 C7 C2 0.2(5) . . . . ? N5 C6 C7 C2 -178.1(3) . . . . ? C3 C2 C7 C6 -5.0(5) . . . . ? C1 C2 C7 C6 170.1(3) . . . . ? Ni2 O4 C8 O5 -126.1(3) . . . . ? Ni2 O4 C8 C3 54.8(3) . . . . ? C4 C3 C8 O5 -80.1(3) . . . . ? C2 C3 C8 O5 92.0(3) . . . . ? C4 C3 C8 O4 99.2(3) . . . . ? C2 C3 C8 O4 -88.7(3) . . . . ? C5 C4 C9 O7 -7.8(5) . . . . ? C3 C4 C9 O7 173.8(3) . . . . ? C5 C4 C9 O6 172.0(3) . . . . ? C3 C4 C9 O6 -6.4(5) . . . . ? C10 N1 C10 C11 -0.6(3) 2_655 . . . ? Ni2 N1 C10 C11 179.4(3) 3 . . . ? N1 C10 C11 C12 1.1(5) . . . . ? C10 C11 C12 C11 -0.5(2) . . . 2_655 ? C10 C11 C12 C13 179.5(2) . . . . ? C11 C12 C13 C14 -26.2(3) 2_655 . . 2_655 ? C11 C12 C13 C14 153.8(3) . . . 2_655 ? C11 C12 C13 C14 153.8(3) 2_655 . . . ? C11 C12 C13 C14 -26.2(3) . . . . ? C14 C13 C14 C15 -0.5(2) 2_655 . . . ? C12 C13 C14 C15 179.5(2) . . . . ? C15 N2 C15 C14 -0.6(3) 2_655 . . . ? Ni1 N2 C15 C14 179.4(3) . . . . ? C13 C14 C15 N2 1.1(5) . . . . ? C16 N3 C16 C17 0.4(2) 2_655 . . . ? Ni1 N3 C16 C17 -179.6(2) . . . . ? N3 C16 C17 C18 -0.7(4) . . . . ? C16 C17 C18 C17 0.3(2) . . . 2_655 ? C16 C17 C18 C19 -179.7(2) . . . . ? C17 C18 C19 C20 144.5(2) 2_655 . . . ? C17 C18 C19 C20 -35.5(2) . . . . ? C17 C18 C19 C20 -35.5(2) 2_655 . . 2_655 ? C17 C18 C19 C20 144.5(2) . . . 2_655 ? C20 C19 C20 C21 -0.2(3) 2_655 . . . ? C18 C19 C20 C21 179.8(3) . . . . ? C21 N4 C21 C20 -0.2(3) 2_655 . . . ? Ni2 N4 C21 C20 179.8(3) 3_545 . . . ? C19 C20 C21 N4 0.5(6) . . . . ? 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 O5 0.83 2.06 2.881(3) 170.5 7 O1 H2W O4 0.83 2.12 2.908(3) 159.2 1_655 O1 H2W O3 0.83 2.47 2.989(3) 121.7 2_655 O6 H6 O5 0.82 1.88 2.575(3) 141.5 7_455 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.035 _refine_diff_density_min -0.641 _refine_diff_density_rms 0.094 # Attachment '6.cif' data_6 _database_code_depnum_ccdc_archive 'CCDC 762836' #TrackingRef '6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C54 H48 N8 Ni3 O20' _chemical_formula_weight 1305.13 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c 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' '-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 26.66(2) _cell_length_b 9.737(7) _cell_length_c 21.329(16) _cell_angle_alpha 90.00 _cell_angle_beta 96.890(9) _cell_angle_gamma 90.00 _cell_volume 5496(7) _cell_formula_units_Z 4 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 5699 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 28.13 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.577 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2688 _exptl_absorpt_coefficient_mu 1.104 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7699 _exptl_absorpt_correction_T_max 0.9469 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17283 _diffrn_reflns_av_R_equivalents 0.0313 _diffrn_reflns_av_sigmaI/netI 0.0319 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 25.50 _reflns_number_total 5107 _reflns_number_gt 4282 _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^)+(0.0500P)^2^+9.6998P] 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 5107 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0449 _refine_ls_R_factor_gt 0.0369 _refine_ls_wR_factor_ref 0.0988 _refine_ls_wR_factor_gt 0.0951 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _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 N3 N 0.1770(6) 0.0492(13) 0.7876(9) 0.0195(14) Uani 0.523(5) 1 d PG A 1 C23 C 0.1491(5) -0.0117(9) 0.8282(8) 0.0359(10) Uani 0.523(5) 1 d PG A 1 H23 H 0.1651 -0.0371 0.8676 0.043 Uiso 0.523(5) 1 calc PR A 1 C24 C 0.0980(4) -0.0389(7) 0.8148(5) 0.0395(19) Uani 0.523(5) 1 d PG A 1 H24 H 0.0804 -0.0819 0.8444 0.047 Uiso 0.523(5) 1 calc PR A 1 C25 C 0.0739(2) -0.0008(5) 0.7566(3) 0.0433(15) Uani 0.523(5) 1 d PG A 1 C26 C 0.1021(4) 0.0639(10) 0.7125(5) 0.0473(19) Uani 0.523(5) 1 d PG A 1 H26 H 0.0869 0.0911 0.6730 0.057 Uiso 0.523(5) 1 calc PR A 1 C27 C 0.1525(6) 0.0847(14) 0.7302(8) 0.0324(11) Uani 0.523(5) 1 d PG A 1 H27 H 0.1712 0.1258 0.7013 0.039 Uiso 0.523(5) 1 calc PR A 1 C28 C 0.0189(2) -0.0271(8) 0.7366(4) 0.0677(18) Uani 0.523(5) 1 d PG . 1 H28A H 0.0106 0.0363 0.7019 0.081 Uiso 0.523(5) 1 calc PR A 1 H28B H 0.0186 -0.1174 0.7174 0.081 Uiso 0.523(5) 1 calc PR A 1 Ni1 Ni 0.255691(12) 0.05634(3) 0.809308(15) 0.01718(11) Uani 1 1 d . . . N3' N 0.1776(7) 0.0235(14) 0.7888(10) 0.0195(14) Uani 0.477(5) 1 d PG A 2 C23' C 0.1455(6) -0.0070(11) 0.8317(8) 0.0359(10) Uani 0.477(5) 1 d PG A 2 H23' H 0.1591 -0.0418 0.8706 0.043 Uiso 0.477(5) 1 calc PR A 2 C24' C 0.0932(4) 0.0108(8) 0.8208(6) 0.0395(19) Uani 0.477(5) 1 d PG A 2 H24' H 0.0727 -0.0122 0.8515 0.047 Uiso 0.477(5) 1 calc PR A 2 C25' C 0.0725(2) 0.0637(6) 0.7628(4) 0.0433(15) Uani 0.477(5) 1 d PG A 2 C26' C 0.1053(5) 0.0971(11) 0.7163(6) 0.0473(19) Uani 0.477(5) 1 d PG A 2 H26' H 0.0925 0.1329 0.6772 0.057 Uiso 0.477(5) 1 calc PR A 2 C27' C 0.1562(7) 0.0742(15) 0.7317(9) 0.0324(11) Uani 0.477(5) 1 d PG A 2 H27' H 0.1776 0.0945 0.7015 0.039 Uiso 0.477(5) 1 calc PR A 2 C28' C 0.0163(2) 0.0852(9) 0.7454(4) 0.0677(18) Uani 0.477(5) 1 d PG . 2 H28C H 0.0174 0.1778 0.7288 0.081 Uiso 0.477(5) 1 calc PR A 2 H28D H 0.0117 0.0281 0.7079 0.081 Uiso 0.477(5) 1 calc PR A 2 Ni2 Ni 0.2500 0.2500 0.5000 0.01789(13) Uani 1 2 d S . . O4 O 0.26246(7) 0.00075(19) 0.71335(8) 0.0219(4) Uani 1 1 d . A . O5 O 0.25247(7) -0.22827(18) 0.71268(8) 0.0226(4) Uani 1 1 d . . . O6 O 0.17614(8) -0.0335(2) 0.58362(11) 0.0392(6) Uani 1 1 d . . . O7 O 0.22461(7) 0.15161(19) 0.57572(8) 0.0232(4) Uani 1 1 d . . . O8 O 0.23468(7) 0.07614(19) 0.44819(8) 0.0248(4) Uani 1 1 d . . . O9 O 0.26114(7) -0.11187(19) 0.40298(8) 0.0231(4) Uani 1 1 d . . . O10 O 0.42514(11) -0.2506(4) 0.52232(14) 0.0849(12) Uani 1 1 d . . . O11 O 0.43459(10) -0.2364(4) 0.62230(13) 0.0780(11) Uani 1 1 d . . . N1 N 0.66533(8) 0.0788(2) 0.68174(11) 0.0254(5) Uani 1 1 d . . . N2 N 0.32658(8) 0.1955(2) 0.52763(11) 0.0239(5) Uani 1 1 d . . . C1 C 0.28194(10) -0.0911(3) 0.51311(12) 0.0188(5) Uani 1 1 d . . . C2 C 0.32827(11) -0.1566(3) 0.51323(13) 0.0250(6) Uani 1 1 d . . . H2 H 0.3409 -0.1766 0.4755 0.030 Uiso 1 1 calc R . . C3 C 0.35506(10) -0.1911(3) 0.57021(13) 0.0267(6) Uani 1 1 d . . . C4 C 0.33478(10) -0.1800(3) 0.62688(13) 0.0241(6) Uani 1 1 d . . . H4 H 0.3528 -0.2102 0.6644 0.029 Uiso 1 1 calc R . . C5 C 0.28723(10) -0.1233(3) 0.62650(11) 0.0181(5) Uani 1 1 d . A . C6 C 0.26215(10) -0.0672(2) 0.57040(12) 0.0177(5) Uani 1 1 d . . . C7 C 0.25694(10) -0.0379(3) 0.45026(12) 0.0189(6) Uani 1 1 d . . . N4 N 0.40824(11) -0.2324(3) 0.57157(14) 0.0482(8) Uani 1 1 d . . . C9 C 0.26514(9) -0.1160(3) 0.68858(11) 0.0168(5) Uani 1 1 d . . . C10 C 0.21617(10) 0.0223(3) 0.57568(12) 0.0201(6) Uani 1 1 d . . . C11 C 0.35980(11) 0.1781(3) 0.48608(15) 0.0347(7) Uani 1 1 d . . . H11 H 0.3486 0.1896 0.4434 0.042 Uiso 1 1 calc R . . C12 C 0.40980(12) 0.1438(4) 0.50319(16) 0.0419(8) Uani 1 1 d . . . H12 H 0.4312 0.1319 0.4723 0.050 Uiso 1 1 calc R . . C13 C 0.42810(11) 0.1271(4) 0.56613(15) 0.0367(7) Uani 1 1 d . . . C14 C 0.39387(11) 0.1437(4) 0.60890(15) 0.0361(7) Uani 1 1 d . . . H14 H 0.4043 0.1322 0.6518 0.043 Uiso 1 1 calc R . . C15 C 0.34404(10) 0.1772(3) 0.58866(14) 0.0277(6) Uani 1 1 d . . . H15 H 0.3217 0.1875 0.6187 0.033 Uiso 1 1 calc R . . C16 C 0.48341(12) 0.0927(5) 0.58432(18) 0.0514(10) Uani 1 1 d . . . H16A H 0.4887 -0.0027 0.5739 0.062 Uiso 1 1 calc R . . H16B H 0.5034 0.1483 0.5590 0.062 Uiso 1 1 calc R . . C17 C 0.50251(12) 0.1146(5) 0.65283(17) 0.0500(10) Uani 1 1 d . . . H17A H 0.4873 0.0472 0.6782 0.060 Uiso 1 1 calc R . . H17B H 0.4925 0.2051 0.6657 0.060 Uiso 1 1 calc R . . C18 C 0.63522(12) -0.0233(4) 0.69675(17) 0.0395(8) Uani 1 1 d . . . H18 H 0.6503 -0.1038 0.7133 0.047 Uiso 1 1 calc R . . C19 C 0.58316(12) -0.0156(4) 0.68907(19) 0.0490(10) Uani 1 1 d . . . H19 H 0.5640 -0.0894 0.7005 0.059 Uiso 1 1 calc R . . C20 C 0.55973(12) 0.1020(4) 0.66443(16) 0.0397(8) Uani 1 1 d . . . C21 C 0.59051(12) 0.2078(4) 0.64929(17) 0.0433(8) Uani 1 1 d . . . H21 H 0.5763 0.2894 0.6330 0.052 Uiso 1 1 calc R . . C22 C 0.64235(11) 0.1928(3) 0.65825(15) 0.0329(7) Uani 1 1 d . . . H22 H 0.6622 0.2656 0.6474 0.039 Uiso 1 1 calc R . . O2 O 0.42404(18) -0.5405(6) 0.4481(3) 0.176(3) Uani 1 1 d . . . H3W H 0.4373 -0.4670 0.4642 0.265 Uiso 1 1 d R . . H4W H 0.3944 -0.5210 0.4334 0.265 Uiso 1 1 d R . . O3 O 0.26419(8) -0.1492(2) 0.82954(9) 0.0339(5) Uani 1 1 d . A . H5W H 0.2530 -0.1659 0.8629 0.051 Uiso 1 1 d R . . H6W H 0.2551 -0.1989 0.7990 0.051 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N3 0.0223(12) 0.009(4) 0.0268(14) 0.000(3) 0.0000(10) 0.003(3) C23 0.022(2) 0.046(2) 0.040(2) 0.0089(16) 0.0046(17) -0.0039(15) C24 0.025(3) 0.034(6) 0.061(3) 0.000(4) 0.010(2) 0.000(4) C25 0.025(2) 0.028(4) 0.073(3) -0.007(4) -0.009(2) -0.007(3) C26 0.032(2) 0.064(5) 0.042(2) 0.000(3) -0.0138(18) -0.005(3) C27 0.027(2) 0.039(2) 0.0292(17) -0.0017(17) -0.0048(17) 0.0045(18) C28 0.039(3) 0.064(4) 0.097(5) 0.003(4) -0.007(3) 0.001(3) Ni1 0.01793(18) 0.01950(19) 0.01379(18) -0.00009(13) 0.00064(13) 0.00023(13) N3' 0.0223(12) 0.009(4) 0.0268(14) 0.000(3) 0.0000(10) 0.003(3) C23' 0.022(2) 0.046(2) 0.040(2) 0.0089(16) 0.0046(17) -0.0039(15) C24' 0.025(3) 0.034(6) 0.061(3) 0.000(4) 0.010(2) 0.000(4) C25' 0.025(2) 0.028(4) 0.073(3) -0.007(4) -0.009(2) -0.007(3) C26' 0.032(2) 0.064(5) 0.042(2) 0.000(3) -0.0138(18) -0.005(3) C27' 0.027(2) 0.039(2) 0.0292(17) -0.0017(17) -0.0048(17) 0.0045(18) C28' 0.039(3) 0.064(4) 0.097(5) 0.003(4) -0.007(3) 0.001(3) Ni2 0.0190(2) 0.0189(2) 0.0154(2) -0.00085(18) 0.00041(18) 0.00300(18) O4 0.0287(10) 0.0204(10) 0.0166(9) 0.0006(8) 0.0027(8) 0.0012(8) O5 0.0334(11) 0.0198(10) 0.0149(9) -0.0006(7) 0.0043(8) -0.0045(8) O6 0.0227(11) 0.0385(13) 0.0577(15) 0.0085(11) 0.0107(10) -0.0014(9) O7 0.0302(10) 0.0215(10) 0.0184(9) 0.0003(8) 0.0057(8) 0.0049(8) O8 0.0330(11) 0.0220(10) 0.0176(9) -0.0024(8) -0.0038(8) 0.0056(8) O9 0.0358(11) 0.0211(10) 0.0127(9) -0.0020(8) 0.0037(8) 0.0001(8) O10 0.0523(18) 0.159(4) 0.0480(17) 0.0006(19) 0.0239(14) 0.048(2) O11 0.0343(14) 0.149(3) 0.0495(17) 0.0267(18) 0.0019(13) 0.0341(17) N1 0.0211(12) 0.0309(13) 0.0235(12) 0.0043(10) -0.0001(10) -0.0004(10) N2 0.0214(12) 0.0230(12) 0.0270(13) -0.0008(10) 0.0011(10) 0.0020(9) C1 0.0242(14) 0.0174(13) 0.0148(13) -0.0010(10) 0.0026(10) -0.0018(10) C2 0.0319(15) 0.0258(15) 0.0186(13) -0.0005(11) 0.0085(11) 0.0036(12) C3 0.0242(14) 0.0297(15) 0.0267(15) 0.0030(12) 0.0051(12) 0.0081(12) C4 0.0258(14) 0.0272(15) 0.0184(13) 0.0044(11) -0.0008(11) 0.0020(12) C5 0.0223(13) 0.0177(13) 0.0143(12) 0.0008(10) 0.0022(10) -0.0021(10) C6 0.0210(13) 0.0148(12) 0.0173(13) -0.0002(10) 0.0025(10) -0.0029(10) C7 0.0202(13) 0.0214(14) 0.0153(13) 0.0000(10) 0.0037(10) -0.0035(10) N4 0.0348(16) 0.072(2) 0.0392(17) 0.0125(15) 0.0104(14) 0.0231(15) C9 0.0171(12) 0.0204(13) 0.0122(12) 0.0004(10) -0.0019(10) 0.0011(10) C10 0.0240(14) 0.0260(14) 0.0102(12) 0.0026(10) 0.0013(10) 0.0017(11) C11 0.0273(16) 0.0464(19) 0.0306(16) 0.0048(14) 0.0035(13) 0.0063(14) C12 0.0255(16) 0.062(2) 0.0391(19) 0.0028(17) 0.0080(14) 0.0088(16) C13 0.0227(15) 0.0453(19) 0.0412(18) -0.0017(15) -0.0003(13) 0.0058(14) C14 0.0261(15) 0.050(2) 0.0297(16) -0.0029(15) -0.0052(13) 0.0036(14) C15 0.0210(14) 0.0324(16) 0.0290(15) -0.0028(13) -0.0002(12) 0.0012(12) C16 0.0242(17) 0.078(3) 0.050(2) -0.003(2) -0.0018(15) 0.0069(17) C17 0.0222(16) 0.075(3) 0.051(2) 0.001(2) -0.0030(15) 0.0053(17) C18 0.0254(16) 0.0405(19) 0.051(2) 0.0178(16) -0.0007(15) -0.0033(14) C19 0.0240(16) 0.055(2) 0.066(2) 0.019(2) -0.0005(16) -0.0091(16) C20 0.0228(16) 0.059(2) 0.0365(18) -0.0009(16) -0.0020(13) 0.0010(15) C21 0.0293(17) 0.046(2) 0.053(2) 0.0072(17) -0.0055(15) 0.0103(15) C22 0.0254(15) 0.0328(17) 0.0398(18) 0.0053(14) 0.0011(13) -0.0004(13) O2 0.087(3) 0.154(5) 0.268(7) 0.074(5) -0.061(4) -0.008(3) O3 0.0626(15) 0.0258(11) 0.0135(9) -0.0001(8) 0.0061(9) 0.0017(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N3 C23 1.345(6) . ? N3 C27 1.360(6) . ? N3 Ni1 2.095(17) . ? C23 C24 1.382(6) . ? C23 H23 0.9300 . ? C24 C25 1.379(6) . ? C24 H24 0.9300 . ? C25 C26 1.422(7) . ? C25 C28 1.498(7) . ? C26 C27 1.365(6) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 C28 1.215(16) 2_556 ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? Ni1 O3 2.054(3) . ? Ni1 O9 2.058(2) 6_556 ? Ni1 N3' 2.100(19) . ? Ni1 N1 2.103(3) 2_656 ? Ni1 O4 2.146(2) . ? Ni1 O5 2.154(2) 4_556 ? N3' C23' 1.358(7) . ? N3' C27' 1.372(7) . ? C23' C24' 1.395(7) . ? C23' H23' 0.9300 . ? C24' C25' 1.391(7) . ? C24' H24' 0.9300 . ? C25' C26' 1.435(7) . ? C25' C28' 1.512(8) . ? C26' C27' 1.378(7) . ? C26' H26' 0.9300 . ? C27' H27' 0.9300 . ? C28' C28' 0.917(15) 2_556 ? C28' H28C 0.9700 . ? C28' H28D 0.9700 . ? Ni2 O8 2.036(2) . ? Ni2 O8 2.036(2) 7_556 ? Ni2 O7 2.061(2) 7_556 ? Ni2 O7 2.061(2) . ? Ni2 N2 2.123(3) 7_556 ? Ni2 N2 2.123(3) . ? O4 C9 1.259(3) . ? O5 C9 1.271(3) . ? O5 Ni1 2.154(2) 4_546 ? O6 C10 1.227(3) . ? O7 C10 1.279(3) . ? O8 C7 1.257(3) . ? O9 C7 1.255(3) . ? O9 Ni1 2.058(2) 6 ? O10 N4 1.205(4) . ? O10 O2 3.235(8) . ? O11 N4 1.218(4) . ? N1 C22 1.336(4) . ? N1 C18 1.340(4) . ? N1 Ni1 2.103(3) 2_656 ? N2 C11 1.337(4) . ? N2 C15 1.341(4) . ? C1 C2 1.390(4) . ? C1 C6 1.407(4) . ? C1 C7 1.515(4) . ? C2 C3 1.375(4) . ? C2 H2 0.9300 . ? C3 C4 1.386(4) . ? C3 N4 1.470(4) . ? C4 C5 1.382(4) . ? C4 H4 0.9300 . ? C5 C6 1.409(4) . ? C5 C9 1.514(4) . ? C6 C10 1.519(4) . ? C11 C12 1.380(4) . ? C11 H11 0.9300 . ? C12 C13 1.382(5) . ? C12 H12 0.9300 . ? C13 C14 1.375(5) . ? C13 C16 1.516(4) . ? C14 C15 1.386(4) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C17 1.504(5) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C20 1.521(4) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.380(5) . ? C18 H18 0.9300 . ? C19 C20 1.378(5) . ? C19 H19 0.9300 . ? C20 C21 1.379(5) . ? C21 C22 1.380(4) . ? C21 H21 0.9300 . ? C22 H22 0.9300 . ? O2 H3W 0.8521 . ? O2 H3W 0.8521 . ? O2 H4W 0.8361 . ? O3 H5W 0.8200 . ? O3 H6W 0.8240 . ? 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 C23 N3 C27 116.6 . . ? C23 N3 Ni1 119.2(8) . . ? C27 N3 Ni1 123.4(8) . . ? N3 C23 C24 123.9 . . ? N3 C23 H23 118.0 . . ? C24 C23 H23 118.0 . . ? C25 C24 C23 118.5 . . ? C25 C24 H24 120.8 . . ? C23 C24 H24 120.8 . . ? C24 C25 C26 119.2 . . ? C24 C25 C28 123.1 . . ? C26 C25 C28 117.7 . . ? C27 C26 C25 117.7 . . ? C27 C26 H26 121.2 . . ? C25 C26 H26 121.2 . . ? N3 C27 C26 124.2 . . ? N3 C27 H27 117.9 . . ? C26 C27 H27 117.9 . . ? C28 C28 C25 134.7(11) 2_556 . ? C28 C28 H28A 103.5 2_556 . ? C25 C28 H28A 103.5 . . ? C28 C28 H28B 103.5 2_556 . ? C25 C28 H28B 103.5 . . ? H28A C28 H28B 105.3 . . ? O3 Ni1 O9 93.38(8) . 6_556 ? O3 Ni1 N3 95.5(4) . . ? O9 Ni1 N3 100.1(5) 6_556 . ? O3 Ni1 N3' 88.7(4) . . ? O9 Ni1 N3' 101.2(6) 6_556 . ? N3 Ni1 N3' 6.9(7) . . ? O3 Ni1 N1 89.90(9) . 2_656 ? O9 Ni1 N1 86.05(8) 6_556 2_656 ? N3 Ni1 N1 171.5(5) . 2_656 ? N3' Ni1 N1 172.6(5) . 2_656 ? O3 Ni1 O4 86.26(8) . . ? O9 Ni1 O4 171.17(8) 6_556 . ? N3 Ni1 O4 88.7(5) . . ? N3' Ni1 O4 87.6(5) . . ? N1 Ni1 O4 85.12(8) 2_656 . ? O3 Ni1 O5 179.27(8) . 4_556 ? O9 Ni1 O5 87.08(8) 6_556 4_556 ? N3 Ni1 O5 84.9(4) . 4_556 ? N3' Ni1 O5 91.8(4) . 4_556 ? N1 Ni1 O5 89.56(9) 2_656 4_556 ? O4 Ni1 O5 93.20(7) . 4_556 ? C23' N3' C27' 116.6 . . ? C23' N3' Ni1 125.6(9) . . ? C27' N3' Ni1 115.1(9) . . ? N3' C23' C24' 123.9 . . ? N3' C23' H23' 118.0 . . ? C24' C23' H23' 118.0 . . ? C25' C24' C23' 118.5 . . ? C25' C24' H24' 120.8 . . ? C23' C24' H24' 120.8 . . ? C24' C25' C26' 119.2 . . ? C24' C25' C28' 123.1 . . ? C26' C25' C28' 117.7 . . ? C27' C26' C25' 117.7 . . ? C27' C26' H26' 121.2 . . ? C25' C26' H26' 121.2 . . ? N3' C27' C26' 124.2 . . ? N3' C27' H27' 117.9 . . ? C26' C27' H27' 117.9 . . ? C28' C28' C25' 152.3(15) 2_556 . ? C28' C28' H28C 98.5 2_556 . ? C25' C28' H28C 98.5 . . ? C28' C28' H28D 98.5 2_556 . ? C25' C28' H28D 98.5 . . ? H28C C28' H28D 103.8 . . ? O8 Ni2 O8 180.00(9) . 7_556 ? O8 Ni2 O7 91.40(9) . 7_556 ? O8 Ni2 O7 88.60(9) 7_556 7_556 ? O8 Ni2 O7 88.60(9) . . ? O8 Ni2 O7 91.40(9) 7_556 . ? O7 Ni2 O7 180.0 7_556 . ? O8 Ni2 N2 86.19(9) . 7_556 ? O8 Ni2 N2 93.81(8) 7_556 7_556 ? O7 Ni2 N2 93.53(9) 7_556 7_556 ? O7 Ni2 N2 86.47(9) . 7_556 ? O8 Ni2 N2 93.81(8) . . ? O8 Ni2 N2 86.19(9) 7_556 . ? O7 Ni2 N2 86.47(9) 7_556 . ? O7 Ni2 N2 93.53(9) . . ? N2 Ni2 N2 180.00(12) 7_556 . ? C9 O4 Ni1 130.05(17) . . ? C9 O5 Ni1 140.73(17) . 4_546 ? C10 O7 Ni2 122.09(16) . . ? C7 O8 Ni2 130.70(17) . . ? C7 O9 Ni1 128.79(17) . 6 ? N4 O10 O2 125.0(3) . . ? C22 N1 C18 116.4(3) . . ? C22 N1 Ni1 122.0(2) . 2_656 ? C18 N1 Ni1 121.5(2) . 2_656 ? C11 N2 C15 116.5(2) . . ? C11 N2 Ni2 122.63(19) . . ? C15 N2 Ni2 120.86(19) . . ? C2 C1 C6 120.0(2) . . ? C2 C1 C7 117.1(2) . . ? C6 C1 C7 122.7(2) . . ? C3 C2 C1 118.8(3) . . ? C3 C2 H2 120.6 . . ? C1 C2 H2 120.6 . . ? C2 C3 C4 122.4(3) . . ? C2 C3 N4 118.8(3) . . ? C4 C3 N4 118.7(2) . . ? C5 C4 C3 118.6(2) . . ? C5 C4 H4 120.7 . . ? C3 C4 H4 120.7 . . ? C4 C5 C6 120.1(2) . . ? C4 C5 C9 117.8(2) . . ? C6 C5 C9 122.0(2) . . ? C1 C6 C5 118.9(2) . . ? C1 C6 C10 123.3(2) . . ? C5 C6 C10 117.7(2) . . ? O9 C7 O8 124.5(2) . . ? O9 C7 C1 116.2(2) . . ? O8 C7 C1 119.3(2) . . ? O10 N4 O11 122.3(3) . . ? O10 N4 C3 118.9(3) . . ? O11 N4 C3 118.6(3) . . ? O4 C9 O5 125.2(2) . . ? O4 C9 C5 117.2(2) . . ? O5 C9 C5 117.6(2) . . ? O6 C10 O7 126.3(3) . . ? O6 C10 C6 118.6(2) . . ? O7 C10 C6 114.9(2) . . ? N2 C11 C12 123.4(3) . . ? N2 C11 H11 118.3 . . ? C12 C11 H11 118.3 . . ? C11 C12 C13 120.2(3) . . ? C11 C12 H12 119.9 . . ? C13 C12 H12 119.9 . . ? C14 C13 C12 116.5(3) . . ? C14 C13 C16 123.9(3) . . ? C12 C13 C16 119.6(3) . . ? C13 C14 C15 120.6(3) . . ? C13 C14 H14 119.7 . . ? C15 C14 H14 119.7 . . ? N2 C15 C14 122.8(3) . . ? N2 C15 H15 118.6 . . ? C14 C15 H15 118.6 . . ? C17 C16 C13 115.0(3) . . ? C17 C16 H16A 108.5 . . ? C13 C16 H16A 108.5 . . ? C17 C16 H16B 108.5 . . ? C13 C16 H16B 108.5 . . ? H16A C16 H16B 107.5 . . ? C16 C17 C20 111.3(3) . . ? C16 C17 H17A 109.4 . . ? C20 C17 H17A 109.4 . . ? C16 C17 H17B 109.4 . . ? C20 C17 H17B 109.4 . . ? H17A C17 H17B 108.0 . . ? N1 C18 C19 123.7(3) . . ? N1 C18 H18 118.2 . . ? C19 C18 H18 118.2 . . ? C20 C19 C18 119.6(3) . . ? C20 C19 H19 120.2 . . ? C18 C19 H19 120.2 . . ? C19 C20 C21 117.1(3) . . ? C19 C20 C17 122.0(3) . . ? C21 C20 C17 121.0(3) . . ? C20 C21 C22 120.2(3) . . ? C20 C21 H21 119.9 . . ? C22 C21 H21 119.9 . . ? N1 C22 C21 123.1(3) . . ? N1 C22 H22 118.4 . . ? C21 C22 H22 118.4 . . ? H3W O2 O10 24.6 . . ? H3W O2 H3W 0.0 . . ? O10 O2 H3W 24.6 . . ? H3W O2 H4W 106.8 . . ? O10 O2 H4W 86.4 . . ? H3W O2 H4W 106.8 . . ? Ni1 O3 H5W 109.5 . . ? Ni1 O3 H6W 113.1 . . ? H5W O3 H6W 117.8 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C27 N3 C23 C24 -0.2 . . . . ? Ni1 N3 C23 C24 -170.8(7) . . . . ? N3 C23 C24 C25 -0.4 . . . . ? C23 C24 C25 C26 0.4 . . . . ? C23 C24 C25 C28 179.0 . . . . ? C24 C25 C26 C27 0.2 . . . . ? C28 C25 C26 C27 -178.4 . . . . ? C23 N3 C27 C26 0.9 . . . . ? Ni1 N3 C27 C26 171.0(7) . . . . ? C25 C26 C27 N3 -0.9 . . . . ? C24 C25 C28 C28 36.0(4) . . . 2_556 ? C26 C25 C28 C28 -145.5(4) . . . 2_556 ? C23 N3 Ni1 O3 50.1(6) . . . . ? C27 N3 Ni1 O3 -119.7(4) . . . . ? C23 N3 Ni1 O9 -44.3(6) . . . 6_556 ? C27 N3 Ni1 O9 145.8(3) . . . 6_556 ? C23 N3 Ni1 N3' 56(9) . . . . ? C27 N3 Ni1 N3' -114(9) . . . . ? C23 N3 Ni1 N1 180(2) . . . 2_656 ? C27 N3 Ni1 N1 10(3) . . . 2_656 ? C23 N3 Ni1 O4 136.2(6) . . . . ? C27 N3 Ni1 O4 -33.6(4) . . . . ? C23 N3 Ni1 O5 -130.4(6) . . . 4_556 ? C27 N3 Ni1 O5 59.7(4) . . . 4_556 ? O3 Ni1 N3' C23' 70.0(7) . . . . ? O9 Ni1 N3' C23' -23.2(7) 6_556 . . . ? N3 Ni1 N3' C23' -105(9) . . . . ? N1 Ni1 N3' C23' 149(3) 2_656 . . . ? O4 Ni1 N3' C23' 156.3(7) . . . . ? O5 Ni1 N3' C23' -110.6(7) 4_556 . . . ? O3 Ni1 N3' C27' -129.1(4) . . . . ? O9 Ni1 N3' C27' 137.8(4) 6_556 . . . ? N3 Ni1 N3' C27' 56(9) . . . . ? N1 Ni1 N3' C27' -50(4) 2_656 . . . ? O4 Ni1 N3' C27' -42.7(4) . . . . ? O5 Ni1 N3' C27' 50.4(4) 4_556 . . . ? C27' N3' C23' C24' -0.2 . . . . ? Ni1 N3' C23' C24' 160.5(8) . . . . ? N3' C23' C24' C25' -0.4 . . . . ? C23' C24' C25' C26' 0.4 . . . . ? C23' C24' C25' C28' 179.0 . . . . ? C24' C25' C26' C27' 0.2 . . . . ? C28' C25' C26' C27' -178.4 . . . . ? C23' N3' C27' C26' 0.9 . . . . ? Ni1 N3' C27' C26' -161.8(7) . . . . ? C25' C26' C27' N3' -0.9 . . . . ? C24' C25' C28' C28' 5.4(10) . . . 2_556 ? C26' C25' C28' C28' -176.0(10) . . . 2_556 ? O3 Ni1 O4 C9 5.8(2) . . . . ? O9 Ni1 O4 C9 93.8(5) 6_556 . . . ? N3 Ni1 O4 C9 -89.8(4) . . . . ? N3' Ni1 O4 C9 -83.0(5) . . . . ? N1 Ni1 O4 C9 96.0(2) 2_656 . . . ? O5 Ni1 O4 C9 -174.7(2) 4_556 . . . ? O8 Ni2 O7 C10 11.6(2) . . . . ? O8 Ni2 O7 C10 -168.4(2) 7_556 . . . ? O7 Ni2 O7 C10 -129(100) 7_556 . . . ? N2 Ni2 O7 C10 97.8(2) 7_556 . . . ? N2 Ni2 O7 C10 -82.2(2) . . . . ? O8 Ni2 O8 C7 -77(100) 7_556 . . . ? O7 Ni2 O8 C7 107.2(2) 7_556 . . . ? O7 Ni2 O8 C7 -72.8(2) . . . . ? N2 Ni2 O8 C7 -159.4(2) 7_556 . . . ? N2 Ni2 O8 C7 20.6(2) . . . . ? O8 Ni2 N2 C11 61.9(2) . . . . ? O8 Ni2 N2 C11 -118.1(2) 7_556 . . . ? O7 Ni2 N2 C11 -29.2(2) 7_556 . . . ? O7 Ni2 N2 C11 150.8(2) . . . . ? N2 Ni2 N2 C11 157(100) 7_556 . . . ? O8 Ni2 N2 C15 -118.3(2) . . . . ? O8 Ni2 N2 C15 61.7(2) 7_556 . . . ? O7 Ni2 N2 C15 150.5(2) 7_556 . . . ? O7 Ni2 N2 C15 -29.5(2) . . . . ? N2 Ni2 N2 C15 -23(100) 7_556 . . . ? C6 C1 C2 C3 -2.9(4) . . . . ? C7 C1 C2 C3 172.1(2) . . . . ? C1 C2 C3 C4 8.8(4) . . . . ? C1 C2 C3 N4 -166.9(3) . . . . ? C2 C3 C4 C5 -4.6(4) . . . . ? N4 C3 C4 C5 171.2(3) . . . . ? C3 C4 C5 C6 -5.5(4) . . . . ? C3 C4 C5 C9 178.2(2) . . . . ? C2 C1 C6 C5 -6.8(4) . . . . ? C7 C1 C6 C5 178.5(2) . . . . ? C2 C1 C6 C10 170.3(2) . . . . ? C7 C1 C6 C10 -4.4(4) . . . . ? C4 C5 C6 C1 11.1(4) . . . . ? C9 C5 C6 C1 -172.8(2) . . . . ? C4 C5 C6 C10 -166.1(2) . . . . ? C9 C5 C6 C10 10.0(4) . . . . ? Ni1 O9 C7 O8 21.3(4) 6 . . . ? Ni1 O9 C7 C1 -157.13(17) 6 . . . ? Ni2 O8 C7 O9 -145.1(2) . . . . ? Ni2 O8 C7 C1 33.3(4) . . . . ? C2 C1 C7 O9 38.2(3) . . . . ? C6 C1 C7 O9 -147.0(2) . . . . ? C2 C1 C7 O8 -140.4(3) . . . . ? C6 C1 C7 O8 34.5(4) . . . . ? O2 O10 N4 O11 95.9(4) . . . . ? O2 O10 N4 C3 -90.0(4) . . . . ? C2 C3 N4 O10 -8.7(5) . . . . ? C4 C3 N4 O10 175.4(4) . . . . ? C2 C3 N4 O11 165.6(3) . . . . ? C4 C3 N4 O11 -10.3(5) . . . . ? Ni1 O4 C9 O5 17.7(4) . . . . ? Ni1 O4 C9 C5 -159.61(16) . . . . ? Ni1 O5 C9 O4 174.51(18) 4_546 . . . ? Ni1 O5 C9 C5 -8.2(4) 4_546 . . . ? C4 C5 C9 O4 108.0(3) . . . . ? C6 C5 C9 O4 -68.1(3) . . . . ? C4 C5 C9 O5 -69.5(3) . . . . ? C6 C5 C9 O5 114.3(3) . . . . ? Ni2 O7 C10 O6 -123.0(3) . . . . ? Ni2 O7 C10 C6 62.1(3) . . . . ? C1 C6 C10 O6 106.3(3) . . . . ? C5 C6 C10 O6 -76.6(3) . . . . ? C1 C6 C10 O7 -78.5(3) . . . . ? C5 C6 C10 O7 98.6(3) . . . . ? C15 N2 C11 C12 -0.3(5) . . . . ? Ni2 N2 C11 C12 179.4(3) . . . . ? N2 C11 C12 C13 -0.7(6) . . . . ? C11 C12 C13 C14 1.3(5) . . . . ? C11 C12 C13 C16 -178.6(3) . . . . ? C12 C13 C14 C15 -0.9(5) . . . . ? C16 C13 C14 C15 179.0(3) . . . . ? C11 N2 C15 C14 0.8(4) . . . . ? Ni2 N2 C15 C14 -179.0(2) . . . . ? C13 C14 C15 N2 -0.2(5) . . . . ? C14 C13 C16 C17 -15.9(6) . . . . ? C12 C13 C16 C17 164.0(4) . . . . ? C13 C16 C17 C20 -170.0(3) . . . . ? C22 N1 C18 C19 0.1(5) . . . . ? Ni1 N1 C18 C19 -177.0(3) 2_656 . . . ? N1 C18 C19 C20 0.3(6) . . . . ? C18 C19 C20 C21 -0.7(6) . . . . ? C18 C19 C20 C17 177.9(3) . . . . ? C16 C17 C20 C19 -100.6(4) . . . . ? C16 C17 C20 C21 78.0(5) . . . . ? C19 C20 C21 C22 0.7(5) . . . . ? C17 C20 C21 C22 -177.9(3) . . . . ? C18 N1 C22 C21 -0.1(5) . . . . ? Ni1 N1 C22 C21 177.0(3) 2_656 . . . ? C20 C21 C22 N1 -0.4(5) . . . . ? N4 O10 O2 H3W -131.2 . . . . ? 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 H6W O5 0.82 1.86 2.592(3) 147.8 . O3 H5W O7 0.82 2.24 2.791(3) 124.4 4_546 O3 H5W O8 0.82 2.13 2.830(3) 143.6 6_556 O2 H4W O6 0.84 1.95 2.770(5) 168.7 7_546 O2 H3W O10 0.85 2.49 3.235(8) 147.2 . _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.846 _refine_diff_density_min -0.520 _refine_diff_density_rms 0.073 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 0.015 0.104 0.421 10 5 ' ' 2 0.985 0.104 0.078 10 5 ' ' 3 0.485 0.396 0.578 10 5 ' ' 4 0.515 0.396 0.921 10 5 ' ' 5 0.485 0.604 0.078 10 5 ' ' 6 0.515 0.604 0.421 10 5 ' ' 7 0.015 0.896 0.921 10 5 ' ' 8 0.985 0.896 0.578 10 5 ' ' _platon_squeeze_details ; ;