# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_cu_10610b _database_code_depnum_ccdc_archive 'CCDC 851502' #TrackingRef '- compound-2 rev.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H30 N6 O8 Pd Zn' _chemical_formula_weight 702.31 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd 0.1215 3.9337 '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 23.8588(12) _cell_length_b 18.6112(9) _cell_length_c 8.4514(5) _cell_angle_alpha 90.00 _cell_angle_beta 100.598(3) _cell_angle_gamma 90.00 _cell_volume 3688.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5145 _cell_measurement_theta_min 3.03 _cell_measurement_theta_max 69.28 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.265 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1424 _exptl_absorpt_coefficient_mu 5.111 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3993 _exptl_absorpt_correction_T_max 0.8217 _exptl_absorpt_process_details sadabs _exptl_special_details ; Theta (max) of this data is 62.5. ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 3.88 _diffrn_reflns_number 8147 _diffrn_reflns_av_R_equivalents 0.0285 _diffrn_reflns_av_sigmaI/netI 0.0325 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 62.49 _reflns_number_total 2805 _reflns_number_gt 2433 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _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^)+(0.0978P)^2^+1.6490P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2805 _refine_ls_number_parameters 192 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0462 _refine_ls_R_factor_gt 0.0424 _refine_ls_wR_factor_ref 0.1312 _refine_ls_wR_factor_gt 0.1271 _refine_ls_goodness_of_fit_ref 1.088 _refine_ls_restrained_S_all 1.088 _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 Pd1 Pd 0.0000 0.0000 1.0000 0.01713(19) Uani 1 2 d S . . Zn1 Zn 0.2500 0.2500 0.5000 0.0519(3) Uani 1 2 d SD . . N1 N 0.05963(13) 0.04446(16) 0.8957(3) 0.0215(6) Uani 1 1 d . . . N2 N 0.3226(2) 0.2448(2) 0.6831(5) 0.0587(13) Uani 1 1 d . . . N3 N 0.2870(2) 0.1645(2) 0.3989(5) 0.0488(10) Uani 1 1 d . . . O1 O 0.03324(10) -0.09024(13) 0.9313(3) 0.0243(5) Uani 1 1 d . . . O2 O 0.09740(13) -0.12988(15) 0.7916(4) 0.0345(7) Uani 1 1 d . . . O3 O 0.19746(17) 0.1794(2) 0.6343(4) 0.0530(10) Uani 1 1 d . . . O4 O 0.22376(18) 0.0652(2) 0.6093(5) 0.0663(12) Uani 1 1 d . . . C1 C 0.09167(18) -0.00432(17) 0.8342(5) 0.0199(9) Uani 1 1 d . . . C2 C 0.13577(17) 0.0159(2) 0.7571(5) 0.0254(8) Uani 1 1 d . . . H2 H 0.1585 -0.0193 0.7175 0.030 Uiso 1 1 calc R . . C3 C 0.14617(16) 0.0891(2) 0.7388(5) 0.0293(8) Uani 1 1 d . . . C4 C 0.11179(19) 0.1381(2) 0.7986(5) 0.0303(9) Uani 1 1 d . . . H4 H 0.1171 0.1881 0.7843 0.036 Uiso 1 1 calc R . . C5 C 0.07011(16) 0.1149(2) 0.8783(4) 0.0251(8) Uani 1 1 d . . . H5 H 0.0480 0.1494 0.9226 0.030 Uiso 1 1 calc R . . C6 C 0.07473(14) -0.0812(2) 0.8519(4) 0.0223(8) Uani 1 1 d . . . C7 C 0.19352(19) 0.1125(3) 0.6515(5) 0.0392(11) Uani 1 1 d . . . C8 C 0.3506(3) 0.1755(3) 0.6630(6) 0.0590(15) Uani 1 1 d . . . H8A H 0.3313 0.1363 0.7110 0.071 Uiso 1 1 calc R . . H8B H 0.3910 0.1772 0.7182 0.071 Uiso 1 1 calc R . . C9 C 0.3473(3) 0.1619(3) 0.4820(7) 0.0634(16) Uani 1 1 d . . . H9A H 0.3696 0.1989 0.4365 0.076 Uiso 1 1 calc R . . H9B H 0.3637 0.1143 0.4655 0.076 Uiso 1 1 calc R . . C10 C 0.2804(3) 0.1673(3) 0.2199(6) 0.0634(17) Uani 1 1 d . . . H10A H 0.2973 0.1235 0.1817 0.076 Uiso 1 1 calc R . . H10B H 0.3017 0.2093 0.1895 0.076 Uiso 1 1 calc R . . C11 C 0.2190(3) 0.1730(3) 0.1382(6) 0.0613(18) Uani 1 1 d . . . H11A H 0.1975 0.1345 0.1817 0.074 Uiso 1 1 calc R . . H11B H 0.2170 0.1628 0.0224 0.074 Uiso 1 1 calc R . . C12 C 0.1880(3) 0.2438(3) 0.1520(6) 0.0592(15) Uani 1 1 d . . . H12A H 0.2113 0.2839 0.1223 0.071 Uiso 1 1 calc R . . H12B H 0.1512 0.2436 0.0756 0.071 Uiso 1 1 calc R . . H2' H 0.350(2) 0.277(3) 0.672(6) 0.042(13) Uiso 1 1 d . . . H3' H 0.278(3) 0.1231(18) 0.413(7) 0.063 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.0186(3) 0.0135(3) 0.0207(3) 0.00088(10) 0.00745(17) -0.00401(10) Zn1 0.1094(8) 0.0237(4) 0.0224(4) -0.0015(3) 0.0115(5) -0.0178(4) N1 0.0265(14) 0.0172(15) 0.0208(15) 0.0006(11) 0.0040(12) -0.0036(11) N2 0.093(3) 0.053(3) 0.036(2) -0.0091(18) 0.028(2) -0.050(3) N3 0.069(3) 0.043(2) 0.040(2) -0.0054(17) 0.0241(19) -0.030(2) O1 0.0291(13) 0.0158(12) 0.0306(13) 0.0002(9) 0.0122(10) -0.0038(9) O2 0.0379(15) 0.0225(15) 0.0462(18) 0.0036(12) 0.0163(13) 0.0079(12) O3 0.070(2) 0.058(2) 0.0333(18) -0.0006(15) 0.0178(16) -0.0441(19) O4 0.066(2) 0.075(3) 0.073(3) -0.025(2) 0.051(2) -0.034(2) C1 0.015(2) 0.023(2) 0.024(2) 0.0027(12) 0.0061(16) -0.0016(11) C2 0.0240(19) 0.0300(18) 0.023(2) 0.0011(16) 0.0058(15) -0.0034(17) C3 0.0327(19) 0.031(2) 0.0236(19) -0.0013(15) 0.0048(15) -0.0143(15) C4 0.043(2) 0.024(2) 0.025(2) -0.0016(15) 0.0078(17) -0.0147(16) C5 0.035(2) 0.0165(18) 0.027(2) -0.0001(14) 0.0125(16) -0.0077(14) C6 0.0192(16) 0.021(2) 0.028(2) 0.0008(14) 0.0079(14) 0.0022(14) C7 0.045(2) 0.053(3) 0.022(2) -0.0062(18) 0.0124(18) -0.031(2) C8 0.074(3) 0.063(4) 0.043(3) -0.003(2) 0.019(2) -0.038(3) C9 0.077(4) 0.069(4) 0.049(3) -0.012(3) 0.025(3) -0.036(3) C10 0.086(4) 0.073(4) 0.038(3) -0.018(2) 0.030(3) -0.049(3) C11 0.085(4) 0.072(4) 0.032(3) -0.018(2) 0.026(3) -0.052(3) C12 0.075(4) 0.072(4) 0.036(3) -0.008(2) 0.024(3) -0.042(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 Pd1 N1 1.987(3) . ? Pd1 N1 1.987(3) 5_557 ? Pd1 O1 1.989(2) . ? Pd1 O1 1.989(2) 5_557 ? Zn1 N3 2.078(5) 7_556 ? Zn1 N3 2.078(5) . ? Zn1 N2 2.101(5) 7_556 ? Zn1 N2 2.101(5) . ? Zn1 O3 2.261(3) 7_556 ? Zn1 O3 2.261(3) . ? N1 C5 1.349(5) . ? N1 C1 1.351(5) . ? N2 C8 1.476(8) . ? N2 C12 1.477(6) 7_556 ? N3 C9 1.480(8) . ? N3 C10 1.492(6) . ? O1 C6 1.305(5) . ? O2 C6 1.214(5) . ? O3 C7 1.259(6) . ? O4 C7 1.231(7) . ? C1 C2 1.387(6) . ? C1 C6 1.501(5) . ? C2 C3 1.398(6) . ? C3 C4 1.383(6) . ? C3 C7 1.522(5) . ? C4 C5 1.369(6) . ? C8 C9 1.538(7) . ? C10 C11 1.504(10) . ? C11 C12 1.525(10) . ? C12 N2 1.477(6) 7_556 ? 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 N1 Pd1 N1 180.00(16) . 5_557 ? N1 Pd1 O1 82.27(11) . . ? N1 Pd1 O1 97.73(11) 5_557 . ? N1 Pd1 O1 97.73(11) . 5_557 ? N1 Pd1 O1 82.27(11) 5_557 5_557 ? O1 Pd1 O1 180.00(14) . 5_557 ? N3 Zn1 N3 179.998(1) 7_556 . ? N3 Zn1 N2 84.99(18) 7_556 7_556 ? N3 Zn1 N2 95.01(18) . 7_556 ? N3 Zn1 N2 95.01(18) 7_556 . ? N3 Zn1 N2 84.99(18) . . ? N2 Zn1 N2 179.999(1) 7_556 . ? N3 Zn1 O3 94.47(15) 7_556 7_556 ? N3 Zn1 O3 85.52(15) . 7_556 ? N2 Zn1 O3 93.50(14) 7_556 7_556 ? N2 Zn1 O3 86.50(14) . 7_556 ? N3 Zn1 O3 85.52(15) 7_556 . ? N3 Zn1 O3 94.48(15) . . ? N2 Zn1 O3 86.50(14) 7_556 . ? N2 Zn1 O3 93.50(14) . . ? O3 Zn1 O3 180.0 7_556 . ? C5 N1 C1 118.9(3) . . ? C5 N1 Pd1 128.0(3) . . ? C1 N1 Pd1 113.1(2) . . ? C8 N2 C12 113.2(5) . 7_556 ? C8 N2 Zn1 106.6(3) . . ? C12 N2 Zn1 115.3(4) 7_556 . ? C9 N3 C10 113.2(4) . . ? C9 N3 Zn1 106.2(3) . . ? C10 N3 Zn1 114.6(4) . . ? C6 O1 Pd1 115.0(2) . . ? C7 O3 Zn1 133.8(3) . . ? N1 C1 C2 122.0(3) . . ? N1 C1 C6 114.9(3) . . ? C2 C1 C6 123.1(4) . . ? C1 C2 C3 118.8(4) . . ? C4 C3 C2 118.2(4) . . ? C4 C3 C7 122.1(4) . . ? C2 C3 C7 119.7(4) . . ? C5 C4 C3 120.3(4) . . ? N1 C5 C4 121.7(4) . . ? O2 C6 O1 123.9(3) . . ? O2 C6 C1 121.4(3) . . ? O1 C6 C1 114.7(3) . . ? O4 C7 O3 127.8(4) . . ? O4 C7 C3 117.6(4) . . ? O3 C7 C3 114.6(4) . . ? N2 C8 C9 108.4(5) . . ? N3 C9 C8 109.6(5) . . ? N3 C10 C11 112.3(4) . . ? C10 C11 C12 118.0(4) . . ? N2 C12 C11 111.5(5) 7_556 . ? 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 1 0.500 0.000 0.072 648.6 187.4 2 1.000 0.500 -0.045 648.7 187.4 _platon_squeeze_details ; ; _diffrn_measured_fraction_theta_max 0.952 _diffrn_reflns_theta_full 62.49 _diffrn_measured_fraction_theta_full 0.952 _refine_diff_density_max 0.822 _refine_diff_density_min -1.310 _refine_diff_density_rms 0.124 data_mo_01119a _database_code_depnum_ccdc_archive 'CCDC 889537' #TrackingRef 'compound-3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C41 H65 Co N11 Ni2 O16' _chemical_formula_weight 1144.39 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.4952(9) _cell_length_b 11.5504(8) _cell_length_c 21.6426(16) _cell_angle_alpha 94.3510(10) _cell_angle_beta 91.2180(10) _cell_angle_gamma 113.6270(10) _cell_volume 2620.9(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5592 _cell_measurement_theta_min 2.20 _cell_measurement_theta_max 27.52 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.450 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1198 _exptl_absorpt_coefficient_mu 1.099 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8795 _exptl_absorpt_correction_T_max 0.9370 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 3.70 _diffrn_reflns_number 19400 _diffrn_reflns_av_R_equivalents 0.0276 _diffrn_reflns_av_sigmaI/netI 0.0580 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 0.95 _diffrn_reflns_theta_max 27.54 _reflns_number_total 11891 _reflns_number_gt 8546 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _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^)+(0.1380P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11891 _refine_ls_number_parameters 681 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0772 _refine_ls_R_factor_gt 0.0519 _refine_ls_wR_factor_ref 0.1947 _refine_ls_wR_factor_gt 0.1633 _refine_ls_goodness_of_fit_ref 0.995 _refine_ls_restrained_S_all 0.995 _refine_ls_shift/su_max 0.007 _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 0.18614(4) 0.25702(4) 0.75661(2) 0.01866(14) Uani 1 1 d . . . Ni2 Ni 0.5000 1.0000 0.5000 0.01567(16) Uani 1 2 d S . . Ni3 Ni 0.5000 1.0000 0.0000 0.02270(18) Uani 1 2 d SD . . Co1 Co -0.08381(4) 0.54514(5) 0.73211(2) 0.01541(14) Uani 1 1 d . . . N1 N 0.1716(3) 0.2210(3) 0.84909(17) 0.0244(7) Uani 1 1 d D . . H1 H 0.236(4) 0.205(5) 0.861(2) 0.042(15) Uiso 1 1 d D . . N2 N 0.2569(3) 0.4466(3) 0.79051(19) 0.0278(8) Uani 1 1 d . . . H2 H 0.206(5) 0.485(5) 0.789(2) 0.029(13) Uiso 1 1 d . . . N3 N 0.1946(3) 0.2909(3) 0.66428(18) 0.0268(8) Uani 1 1 d . . . H3 H 0.114(4) 0.308(4) 0.654(2) 0.021(11) Uiso 1 1 d . . . N4 N 0.1157(3) 0.0660(3) 0.72367(17) 0.0221(7) Uani 1 1 d . . . H4 H 0.178(5) 0.039(5) 0.721(2) 0.037(14) Uiso 1 1 d . . . N5 N 0.3993(3) 0.8209(3) 0.45548(15) 0.0200(7) Uani 1 1 d D . . H5 H 0.332(3) 0.776(4) 0.4801(19) 0.024 Uiso 1 1 d D . . N6 N 0.3665(3) 1.0698(3) 0.47620(15) 0.0201(7) Uani 1 1 d . . . H6 H 0.300(5) 1.040(5) 0.502(2) 0.036(14) Uiso 1 1 d . . . N7 N 0.3344(4) 1.0262(4) 0.00935(18) 0.0304(8) Uani 1 1 d . . . H7 H 0.345(5) 1.067(5) 0.045(2) 0.024(12) Uiso 1 1 d . . . N8 N 0.4486(4) 0.8547(4) 0.05621(18) 0.0341(9) Uani 1 1 d D . . H8 H 0.446(5) 0.894(3) 0.0955(9) 0.046(16) Uiso 1 1 d D . . N9 N -0.2037(3) 0.6420(3) 0.73407(15) 0.0167(6) Uani 1 1 d . . . N10 N -0.2323(3) 0.3732(3) 0.75299(15) 0.0168(6) Uani 1 1 d . . . N11 N 0.0899(3) 0.6949(3) 0.71427(15) 0.0168(6) Uani 1 1 d . . . O1 O -0.1435(3) 0.5234(3) 0.63932(13) 0.0221(6) Uani 1 1 d . . . O2 O -0.2460(3) 0.5902(3) 0.57068(14) 0.0314(7) Uani 1 1 d . . . O3 O -0.3198(5) 0.7939(5) 0.88820(17) 0.0627(14) Uani 1 1 d . . . O4 O -0.4208(3) 0.8758(3) 0.82969(14) 0.0306(7) Uani 1 1 d . . . O5 O 0.0109(3) 0.4256(3) 0.73264(14) 0.0240(6) Uani 1 1 d . . . O6 O -0.0077(2) 0.2350(3) 0.75538(14) 0.0231(6) Uani 1 1 d . . . O7 O -0.6231(3) 0.2728(3) 0.75599(15) 0.0253(6) Uani 1 1 d . . . O8 O -0.6421(3) 0.1097(3) 0.81127(16) 0.0312(7) Uani 1 1 d . . . O9 O -0.0053(3) 0.6171(3) 0.82122(13) 0.0253(6) Uani 1 1 d . . . O10 O 0.1838(3) 0.7090(3) 0.87242(13) 0.0314(7) Uani 1 1 d . . . O11 O 0.4098(2) 0.9365(3) 0.58463(12) 0.0211(6) Uani 1 1 d . . . O12 O 0.2054(3) 0.8830(3) 0.55623(14) 0.0357(8) Uani 1 1 d . . . O13 O 0.5775(3) 1.1313(3) 0.08008(14) 0.0368(8) Uani 1 1 d D . . H13 H 0.663(3) 1.169(4) 0.101(2) 0.019(11) Uiso 1 1 d D . . H13' H 0.527(3) 1.130(4) 0.1070(12) 0.028 Uiso 1 1 d D . . C1 C 0.1860(5) 0.3403(5) 0.8844(2) 0.0358(11) Uani 1 1 d . . . H1A H 0.2099 0.3390 0.9285 0.043 Uiso 1 1 calc R . . H1B H 0.1046 0.3505 0.8824 0.043 Uiso 1 1 calc R . . C2 C 0.2879(4) 0.4490(4) 0.8569(2) 0.0358(11) Uani 1 1 d . . . H2A H 0.2950 0.5304 0.8787 0.043 Uiso 1 1 calc R . . H2B H 0.3708 0.4427 0.8625 0.043 Uiso 1 1 calc R . . C3 C 0.3588(4) 0.5345(4) 0.7556(3) 0.0366(11) Uani 1 1 d . . . H3A H 0.4351 0.5152 0.7593 0.044 Uiso 1 1 calc R . . H3B H 0.3820 0.6225 0.7740 0.044 Uiso 1 1 calc R . . C4 C 0.3179(4) 0.5244(4) 0.6866(3) 0.0388(12) Uani 1 1 d . . . H4A H 0.2342 0.5299 0.6836 0.047 Uiso 1 1 calc R . . H4B H 0.3798 0.5981 0.6676 0.047 Uiso 1 1 calc R . . C5 C 0.3077(4) 0.4029(5) 0.6488(3) 0.0377(12) Uani 1 1 d . . . H5A H 0.3018 0.4132 0.6040 0.045 Uiso 1 1 calc R . . H5B H 0.3855 0.3884 0.6574 0.045 Uiso 1 1 calc R . . C6 C 0.1829(5) 0.1721(5) 0.6289(2) 0.0368(11) Uani 1 1 d . . . H6A H 0.2651 0.1634 0.6313 0.044 Uiso 1 1 calc R . . H6B H 0.1591 0.1728 0.5848 0.044 Uiso 1 1 calc R . . C7 C 0.0824(4) 0.0637(4) 0.6565(2) 0.0323(10) Uani 1 1 d . . . H7A H -0.0006 0.0701 0.6516 0.039 Uiso 1 1 calc R . . H7B H 0.0748 -0.0175 0.6344 0.039 Uiso 1 1 calc R . . C8 C 0.0111(4) -0.0215(4) 0.7573(2) 0.0268(9) Uani 1 1 d . . . H8A H -0.0111 -0.1096 0.7393 0.032 Uiso 1 1 calc R . . H8B H -0.0648 -0.0022 0.7516 0.032 Uiso 1 1 calc R . . C9 C 0.0456(4) -0.0116(4) 0.8264(2) 0.0315(10) Uani 1 1 d . . . H9A H -0.0202 -0.0838 0.8446 0.038 Uiso 1 1 calc R . . H9B H 0.1271 -0.0212 0.8313 0.038 Uiso 1 1 calc R . . C10 C 0.0587(4) 0.1100(4) 0.8636(2) 0.0296(10) Uani 1 1 d . . . H10A H -0.0183 0.1258 0.8551 0.036 Uiso 1 1 calc R . . H10B H 0.0640 0.0992 0.9084 0.036 Uiso 1 1 calc R . . C11 C 0.4899(4) 0.7624(4) 0.4495(2) 0.0271(9) Uani 1 1 d . . . H11A H 0.5447 0.7955 0.4147 0.033 Uiso 1 1 calc R . . H11B H 0.4440 0.6693 0.4405 0.033 Uiso 1 1 calc R . . C12 C 0.3320(4) 0.8183(4) 0.39506(19) 0.0266(9) Uani 1 1 d . . . H12A H 0.2828 0.7289 0.3786 0.032 Uiso 1 1 calc R . . H12B H 0.3959 0.8592 0.3648 0.032 Uiso 1 1 calc R . . C13 C 0.2427(4) 0.8854(4) 0.4012(2) 0.0294(10) Uani 1 1 d . . . H13A H 0.1878 0.8640 0.3625 0.035 Uiso 1 1 calc R . . H13B H 0.1868 0.8519 0.4355 0.035 Uiso 1 1 calc R . . C14 C 0.3067(4) 1.0287(4) 0.4132(2) 0.0267(9) Uani 1 1 d . . . H14A H 0.3723 1.0623 0.3827 0.032 Uiso 1 1 calc R . . H14B H 0.2428 1.0647 0.4071 0.032 Uiso 1 1 calc R . . C15 C 0.4287(4) 1.2075(4) 0.4901(2) 0.0254(9) Uani 1 1 d . . . H15A H 0.3639 1.2434 0.4942 0.030 Uiso 1 1 calc R . . H15B H 0.4828 1.2460 0.4559 0.030 Uiso 1 1 calc R . . C16 C 0.2149(4) 0.9075(5) 0.0102(2) 0.0404(12) Uani 1 1 d . . . H16A H 0.1992 0.8567 -0.0304 0.048 Uiso 1 1 calc R . . H16B H 0.1417 0.9306 0.0170 0.048 Uiso 1 1 calc R . . C17 C 0.2260(5) 0.8290(6) 0.0611(3) 0.0506(15) Uani 1 1 d . . . H17A H 0.2542 0.8849 0.1003 0.061 Uiso 1 1 calc R . . H17B H 0.1404 0.7632 0.0666 0.061 Uiso 1 1 calc R . . C18 C 0.3143(5) 0.7653(5) 0.0507(3) 0.0452(13) Uani 1 1 d . . . H18A H 0.3001 0.7022 0.0814 0.054 Uiso 1 1 calc R . . H18B H 0.2949 0.7190 0.0088 0.054 Uiso 1 1 calc R . . C19 C 0.5372(6) 0.7924(5) 0.0434(3) 0.0459(13) Uani 1 1 d . . . H19A H 0.5106 0.7383 0.0036 0.055 Uiso 1 1 calc R . . H19B H 0.5361 0.7381 0.0768 0.055 Uiso 1 1 calc R . . C20 C 0.6688(6) 0.8933(6) 0.0400(3) 0.0463(13) Uani 1 1 d . . . H20A H 0.6969 0.9454 0.0804 0.056 Uiso 1 1 calc R . . H20B H 0.7292 0.8538 0.0305 0.056 Uiso 1 1 calc R . . C21 C -0.2516(4) 0.6484(3) 0.67780(18) 0.0181(7) Uani 1 1 d . . . C22 C -0.3311(4) 0.7093(4) 0.66920(19) 0.0227(8) Uani 1 1 d . . . H22 H -0.3641 0.7121 0.6290 0.027 Uiso 1 1 calc R . . C23 C -0.3613(4) 0.7668(4) 0.72153(19) 0.0232(8) Uani 1 1 d . . . H23 H -0.4132 0.8125 0.7168 0.028 Uiso 1 1 calc R . . C24 C -0.3181(4) 0.7589(4) 0.77935(18) 0.0190(8) Uani 1 1 d . . . C25 C -0.2370(4) 0.6959(4) 0.78345(18) 0.0193(8) Uani 1 1 d . . . H25 H -0.2040 0.6912 0.8233 0.023 Uiso 1 1 calc R . . C26 C -0.2116(4) 0.5813(4) 0.62398(18) 0.0197(8) Uani 1 1 d . . . C27 C -0.3545(4) 0.8140(4) 0.83717(19) 0.0246(9) Uani 1 1 d . . . C28 C -0.1907(3) 0.2804(3) 0.75906(16) 0.0142(7) Uani 1 1 d . . . C29 C -0.2696(3) 0.1597(4) 0.77312(18) 0.0175(7) Uani 1 1 d . . . H29 H -0.2378 0.0961 0.7769 0.021 Uiso 1 1 calc R . . C30 C -0.3969(3) 0.1346(3) 0.78146(17) 0.0168(7) Uani 1 1 d . . . H30 H -0.4531 0.0535 0.7922 0.020 Uiso 1 1 calc R . . C31 C -0.4417(3) 0.2280(4) 0.77405(18) 0.0177(7) Uani 1 1 d . . . C32 C -0.3553(3) 0.3462(4) 0.75978(18) 0.0175(7) Uani 1 1 d . . . H32 H -0.3852 0.4107 0.7546 0.021 Uiso 1 1 calc R . . C33 C -0.0514(3) 0.3177(3) 0.74799(18) 0.0167(7) Uani 1 1 d . . . C34 C -0.5814(4) 0.2010(4) 0.78114(19) 0.0188(8) Uani 1 1 d . . . C35 C 0.1689(4) 0.7383(3) 0.76509(17) 0.0164(7) Uani 1 1 d . . . C36 C 0.2937(4) 0.8263(4) 0.76263(18) 0.0231(8) Uani 1 1 d . . . H36 H 0.3490 0.8550 0.7989 0.028 Uiso 1 1 calc R . . C37 C 0.3353(4) 0.8710(4) 0.70630(19) 0.0230(8) Uani 1 1 d . . . H37 H 0.4208 0.9293 0.7035 0.028 Uiso 1 1 calc R . . C38 C 0.2538(3) 0.8317(3) 0.65404(17) 0.0152(7) Uani 1 1 d . . . C39 C 0.1298(4) 0.7422(3) 0.66041(17) 0.0177(7) Uani 1 1 d . . . H39 H 0.0719 0.7142 0.6250 0.021 Uiso 1 1 calc R . . C40 C 0.1121(4) 0.6847(4) 0.82453(18) 0.0193(8) Uani 1 1 d . . . C41 C 0.2918(4) 0.8875(4) 0.59260(18) 0.0182(7) Uani 1 1 d . . . O14 O 0.0381(4) 0.2421(4) 0.49826(18) 0.0515(10) Uani 1 1 d . . . O15 O 0.2426(5) 0.5985(4) 0.5232(2) 0.0688(15) Uani 1 1 d . . . O16 O -0.0383(4) 0.5731(4) 0.41206(19) 0.0539(10) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0104(2) 0.0165(3) 0.0308(3) 0.0048(2) 0.00260(19) 0.00671(19) Ni2 0.0144(3) 0.0163(3) 0.0141(3) 0.0024(2) 0.0010(2) 0.0037(3) Ni3 0.0200(4) 0.0305(4) 0.0150(3) -0.0016(3) -0.0003(3) 0.0082(3) Co1 0.0111(2) 0.0156(3) 0.0203(3) 0.00434(19) 0.00199(19) 0.0057(2) N1 0.0160(16) 0.0289(19) 0.0293(19) 0.0022(15) 0.0029(14) 0.0101(15) N2 0.0144(16) 0.0181(17) 0.050(2) -0.0001(16) -0.0018(16) 0.0067(14) N3 0.0220(17) 0.0280(19) 0.036(2) 0.0124(15) 0.0093(15) 0.0138(15) N4 0.0158(16) 0.0183(16) 0.036(2) 0.0047(14) 0.0037(14) 0.0103(14) N5 0.0193(16) 0.0206(16) 0.0164(16) 0.0027(13) 0.0015(13) 0.0040(13) N6 0.0196(16) 0.0205(16) 0.0183(16) 0.0063(13) 0.0035(13) 0.0052(14) N7 0.0256(19) 0.049(2) 0.0205(19) -0.0063(17) -0.0054(15) 0.0204(18) N8 0.039(2) 0.034(2) 0.025(2) 0.0028(16) 0.0008(17) 0.0102(18) N9 0.0131(14) 0.0157(15) 0.0187(16) 0.0015(12) 0.0003(12) 0.0031(12) N10 0.0106(14) 0.0201(16) 0.0196(16) 0.0014(12) 0.0008(12) 0.0061(12) N11 0.0140(14) 0.0163(15) 0.0181(16) 0.0010(12) 0.0028(12) 0.0042(12) O1 0.0205(14) 0.0239(14) 0.0230(14) 0.0002(11) 0.0028(11) 0.0105(12) O2 0.0376(18) 0.0446(19) 0.0187(15) 0.0032(13) -0.0005(13) 0.0236(16) O3 0.100(3) 0.107(4) 0.0246(18) -0.012(2) -0.006(2) 0.091(3) O4 0.0369(18) 0.0330(17) 0.0305(17) 0.0038(13) 0.0097(14) 0.0225(15) O5 0.0139(13) 0.0236(14) 0.0399(17) 0.0127(12) 0.0049(12) 0.0114(12) O6 0.0124(12) 0.0242(14) 0.0395(17) 0.0071(12) 0.0047(12) 0.0135(11) O7 0.0123(13) 0.0261(15) 0.0439(18) 0.0154(13) 0.0075(12) 0.0122(12) O8 0.0197(14) 0.0283(16) 0.052(2) 0.0200(14) 0.0177(14) 0.0124(13) O9 0.0167(13) 0.0333(16) 0.0191(14) 0.0057(12) 0.0037(11) 0.0024(12) O10 0.0228(15) 0.0403(18) 0.0190(15) 0.0055(13) -0.0040(12) -0.0001(14) O11 0.0153(13) 0.0260(15) 0.0184(13) 0.0061(11) 0.0039(10) 0.0036(11) O12 0.0203(15) 0.054(2) 0.0247(16) 0.0155(15) 0.0013(12) 0.0039(15) O13 0.0219(16) 0.054(2) 0.0212(16) -0.0167(15) 0.0004(12) 0.0044(15) C1 0.040(3) 0.042(3) 0.035(3) -0.001(2) -0.003(2) 0.028(2) C2 0.028(2) 0.028(2) 0.050(3) -0.007(2) -0.010(2) 0.012(2) C3 0.022(2) 0.021(2) 0.067(4) 0.014(2) 0.005(2) 0.0065(18) C4 0.018(2) 0.022(2) 0.076(4) 0.023(2) 0.008(2) 0.0029(18) C5 0.024(2) 0.040(3) 0.053(3) 0.027(2) 0.016(2) 0.012(2) C6 0.047(3) 0.044(3) 0.031(2) 0.009(2) 0.011(2) 0.029(2) C7 0.028(2) 0.032(2) 0.034(2) -0.0080(19) 0.0033(19) 0.012(2) C8 0.0171(19) 0.0182(19) 0.043(3) 0.0037(18) 0.0016(18) 0.0051(16) C9 0.018(2) 0.026(2) 0.049(3) 0.016(2) 0.0038(19) 0.0048(17) C10 0.0167(19) 0.040(3) 0.033(2) 0.0093(19) 0.0077(17) 0.0104(18) C11 0.031(2) 0.021(2) 0.030(2) -0.0015(17) 0.0071(18) 0.0108(18) C12 0.029(2) 0.024(2) 0.0157(19) -0.0013(15) -0.0056(16) 0.0008(18) C13 0.024(2) 0.035(2) 0.018(2) 0.0014(17) -0.0041(16) 0.0004(18) C14 0.022(2) 0.033(2) 0.025(2) 0.0082(18) -0.0006(16) 0.0105(18) C15 0.025(2) 0.024(2) 0.030(2) 0.0068(17) 0.0036(17) 0.0127(18) C16 0.021(2) 0.060(3) 0.033(3) -0.010(2) -0.0052(19) 0.012(2) C17 0.036(3) 0.052(3) 0.040(3) -0.004(2) 0.019(2) -0.007(3) C18 0.048(3) 0.036(3) 0.038(3) 0.005(2) 0.006(2) 0.003(2) C19 0.059(4) 0.047(3) 0.044(3) 0.008(2) -0.007(3) 0.035(3) C20 0.051(3) 0.067(4) 0.034(3) 0.007(3) -0.003(2) 0.038(3) C21 0.0183(18) 0.0149(17) 0.0200(19) 0.0036(14) 0.0042(15) 0.0052(15) C22 0.025(2) 0.028(2) 0.0193(19) 0.0054(16) -0.0023(16) 0.0149(17) C23 0.023(2) 0.025(2) 0.028(2) 0.0065(16) 0.0035(16) 0.0151(17) C24 0.0173(18) 0.0162(18) 0.0217(19) 0.0012(14) -0.0013(15) 0.0051(15) C25 0.0171(18) 0.0185(18) 0.0200(19) 0.0005(15) 0.0001(15) 0.0052(15) C26 0.0188(18) 0.0209(19) 0.0210(19) 0.0040(15) 0.0025(15) 0.0092(16) C27 0.033(2) 0.026(2) 0.022(2) -0.0017(16) 0.0005(17) 0.0195(18) C28 0.0094(15) 0.0201(18) 0.0122(16) 0.0015(13) -0.0008(12) 0.0052(14) C29 0.0151(17) 0.0192(18) 0.0224(19) 0.0037(15) -0.0016(14) 0.0111(15) C30 0.0138(17) 0.0142(17) 0.0196(18) 0.0034(14) 0.0019(14) 0.0023(14) C31 0.0112(16) 0.0184(18) 0.0224(19) 0.0020(15) 0.0018(14) 0.0047(14) C32 0.0132(17) 0.0176(18) 0.025(2) 0.0075(15) 0.0040(14) 0.0090(14) C33 0.0118(16) 0.0176(18) 0.0217(19) 0.0034(14) 0.0014(14) 0.0066(14) C34 0.0137(17) 0.0183(18) 0.026(2) 0.0060(15) 0.0052(15) 0.0078(15) C35 0.0181(17) 0.0170(17) 0.0190(18) 0.0042(14) 0.0017(14) 0.0118(15) C36 0.0201(19) 0.026(2) 0.0170(19) 0.0033(15) -0.0027(15) 0.0025(16) C37 0.0138(17) 0.025(2) 0.022(2) 0.0029(16) 0.0030(15) -0.0003(16) C38 0.0152(17) 0.0159(17) 0.0153(17) 0.0037(13) 0.0049(14) 0.0066(14) C39 0.0159(17) 0.0181(18) 0.0158(18) 0.0017(14) -0.0003(14) 0.0035(15) C40 0.0189(18) 0.0173(18) 0.0211(19) 0.0026(15) 0.0039(15) 0.0063(15) C41 0.0152(17) 0.0179(18) 0.0193(19) 0.0046(14) 0.0019(14) 0.0038(15) O14 0.039(2) 0.060(3) 0.041(2) 0.0049(18) 0.0019(17) 0.0050(19) O15 0.083(3) 0.032(2) 0.063(3) -0.0071(19) 0.042(3) -0.005(2) O16 0.042(2) 0.066(3) 0.049(2) -0.001(2) 0.0108(18) 0.016(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 N3 2.062(4) . ? Ni1 N1 2.072(4) . ? Ni1 N2 2.073(4) . ? Ni1 N4 2.083(3) . ? Ni1 O7 2.127(3) 1_655 ? Ni1 O6 2.138(3) . ? Ni2 N5 2.069(3) 2_676 ? Ni2 N5 2.069(3) . ? Ni2 N6 2.072(3) 2_676 ? Ni2 N6 2.072(3) . ? Ni2 O11 2.155(3) 2_676 ? Ni2 O11 2.155(3) . ? Ni3 N8 2.047(4) 2_675 ? Ni3 N8 2.047(4) . ? Ni3 N7 2.055(4) 2_675 ? Ni3 N7 2.055(4) . ? Ni3 O13 2.133(3) 2_675 ? Ni3 O13 2.133(3) . ? Co1 O1 2.072(3) . ? Co1 O5 2.074(3) . ? Co1 O9 2.075(3) . ? Co1 N9 2.094(3) . ? Co1 N11 2.120(3) . ? Co1 N10 2.125(3) . ? N1 C1 1.470(6) . ? N1 C10 1.474(5) . ? N1 H1 0.87(2) . ? N2 C2 1.468(6) . ? N2 C3 1.474(6) . ? N2 H2 0.87(5) . ? N3 C6 1.475(6) . ? N3 C5 1.487(6) . ? N3 H3 1.04(5) . ? N4 C8 1.473(5) . ? N4 C7 1.492(6) . ? N4 H4 0.89(5) . ? N5 C11 1.454(5) . ? N5 C12 1.497(5) . ? N5 H5 0.938(19) . ? N6 C15 1.463(5) . ? N6 C14 1.469(5) . ? N6 H6 0.92(5) . ? N7 C20 1.478(7) 2_675 ? N7 C16 1.504(6) . ? N7 H7 0.85(5) . ? N8 C18 1.469(7) . ? N8 C19 1.484(7) . ? N8 H8 0.939(19) . ? N9 C25 1.336(5) . ? N9 C21 1.345(5) . ? N10 C32 1.335(5) . ? N10 C28 1.350(5) . ? N11 C39 1.337(5) . ? N11 C35 1.340(5) . ? O1 C26 1.270(5) . ? O2 C26 1.236(5) . ? O3 C27 1.236(5) . ? O4 C27 1.250(5) . ? O5 C33 1.239(5) . ? O6 C33 1.263(4) . ? O7 C34 1.260(5) . ? O7 Ni1 2.127(3) 1_455 ? O8 C34 1.249(5) . ? O9 C40 1.256(5) . ? O10 C40 1.252(5) . ? O11 C41 1.265(4) . ? O12 C41 1.235(5) . ? O13 H13 0.98(4) . ? O13 H13' 0.825(17) . ? C1 C2 1.505(7) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.539(8) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 C5 1.529(7) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C7 1.497(7) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.524(7) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.516(7) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C15 1.524(6) 2_676 ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.517(7) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.516(6) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C11 1.524(6) 2_676 ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C17 1.513(8) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.485(8) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 C20 1.502(8) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 N7 1.478(7) 2_675 ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.377(5) . ? C21 C26 1.529(5) . ? C22 C23 1.390(6) . ? C22 H22 0.9500 . ? C23 C24 1.359(6) . ? C23 H23 0.9500 . ? C24 C25 1.399(5) . ? C24 C27 1.504(5) . ? C25 H25 0.9500 . ? C28 C29 1.386(5) . ? C28 C33 1.512(5) . ? C29 C30 1.392(5) . ? C29 H29 0.9500 . ? C30 C31 1.387(5) . ? C30 H30 0.9500 . ? C31 C32 1.391(5) . ? C31 C34 1.522(5) . ? C32 H32 0.9500 . ? C35 C36 1.391(5) . ? C35 C40 1.516(5) . ? C36 C37 1.380(5) . ? C36 H36 0.9500 . ? C37 C38 1.378(5) . ? C37 H37 0.9500 . ? C38 C39 1.403(5) . ? C38 C41 1.518(5) . ? C39 H39 0.9500 . ? 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 N3 Ni1 N1 178.23(14) . . ? N3 Ni1 N2 95.37(16) . . ? N1 Ni1 N2 85.14(15) . . ? N3 Ni1 N4 85.34(15) . . ? N1 Ni1 N4 94.16(14) . . ? N2 Ni1 N4 179.23(15) . . ? N3 Ni1 O7 88.94(13) . 1_655 ? N1 Ni1 O7 92.77(13) . 1_655 ? N2 Ni1 O7 88.07(13) . 1_655 ? N4 Ni1 O7 91.66(12) . 1_655 ? N3 Ni1 O6 90.48(13) . . ? N1 Ni1 O6 87.80(12) . . ? N2 Ni1 O6 93.86(12) . . ? N4 Ni1 O6 86.41(12) . . ? O7 Ni1 O6 178.02(12) 1_655 . ? N5 Ni2 N5 179.999(1) 2_676 . ? N5 Ni2 N6 94.81(13) 2_676 2_676 ? N5 Ni2 N6 85.19(13) . 2_676 ? N5 Ni2 N6 85.19(13) 2_676 . ? N5 Ni2 N6 94.81(13) . . ? N6 Ni2 N6 180.000(1) 2_676 . ? N5 Ni2 O11 89.86(12) 2_676 2_676 ? N5 Ni2 O11 90.14(12) . 2_676 ? N6 Ni2 O11 91.93(12) 2_676 2_676 ? N6 Ni2 O11 88.07(12) . 2_676 ? N5 Ni2 O11 90.14(12) 2_676 . ? N5 Ni2 O11 89.86(12) . . ? N6 Ni2 O11 88.07(12) 2_676 . ? N6 Ni2 O11 91.93(12) . . ? O11 Ni2 O11 180.000(1) 2_676 . ? N8 Ni3 N8 179.999(1) 2_675 . ? N8 Ni3 N7 94.01(17) 2_675 2_675 ? N8 Ni3 N7 85.99(17) . 2_675 ? N8 Ni3 N7 85.99(17) 2_675 . ? N8 Ni3 N7 94.01(17) . . ? N7 Ni3 N7 180.0 2_675 . ? N8 Ni3 O13 89.02(15) 2_675 2_675 ? N8 Ni3 O13 90.98(15) . 2_675 ? N7 Ni3 O13 87.84(14) 2_675 2_675 ? N7 Ni3 O13 92.16(14) . 2_675 ? N8 Ni3 O13 90.98(15) 2_675 . ? N8 Ni3 O13 89.02(15) . . ? N7 Ni3 O13 92.16(14) 2_675 . ? N7 Ni3 O13 87.84(14) . . ? O13 Ni3 O13 180.0 2_675 . ? O1 Co1 O5 101.50(12) . . ? O1 Co1 O9 164.89(12) . . ? O5 Co1 O9 88.01(12) . . ? O1 Co1 N9 78.56(12) . . ? O5 Co1 N9 171.45(12) . . ? O9 Co1 N9 93.79(12) . . ? O1 Co1 N11 90.21(12) . . ? O5 Co1 N11 88.70(12) . . ? O9 Co1 N11 78.18(12) . . ? N9 Co1 N11 99.84(12) . . ? O1 Co1 N10 94.12(12) . . ? O5 Co1 N10 78.86(11) . . ? O9 Co1 N10 99.27(12) . . ? N9 Co1 N10 92.60(12) . . ? N11 Co1 N10 167.41(12) . . ? C1 N1 C10 114.0(4) . . ? C1 N1 Ni1 106.4(3) . . ? C10 N1 Ni1 116.0(3) . . ? C1 N1 H1 107(4) . . ? C10 N1 H1 104(4) . . ? Ni1 N1 H1 109(4) . . ? C2 N2 C3 115.7(4) . . ? C2 N2 Ni1 105.5(3) . . ? C3 N2 Ni1 115.7(3) . . ? C2 N2 H2 105(3) . . ? C3 N2 H2 97(3) . . ? Ni1 N2 H2 117(3) . . ? C6 N3 C5 112.8(4) . . ? C6 N3 Ni1 106.5(3) . . ? C5 N3 Ni1 115.2(3) . . ? C6 N3 H3 109(2) . . ? C5 N3 H3 108(2) . . ? Ni1 N3 H3 106(2) . . ? C8 N4 C7 113.6(3) . . ? C8 N4 Ni1 116.2(3) . . ? C7 N4 Ni1 104.6(2) . . ? C8 N4 H4 110(3) . . ? C7 N4 H4 101(3) . . ? Ni1 N4 H4 111(3) . . ? C11 N5 C12 113.1(3) . . ? C11 N5 Ni2 105.7(2) . . ? C12 N5 Ni2 114.9(2) . . ? C11 N5 H5 112(3) . . ? C12 N5 H5 103(3) . . ? Ni2 N5 H5 108(3) . . ? C15 N6 C14 114.2(3) . . ? C15 N6 Ni2 106.0(2) . . ? C14 N6 Ni2 115.6(3) . . ? C15 N6 H6 107(3) . . ? C14 N6 H6 104(3) . . ? Ni2 N6 H6 109(3) . . ? C20 N7 C16 113.8(4) 2_675 . ? C20 N7 Ni3 105.6(3) 2_675 . ? C16 N7 Ni3 115.9(3) . . ? C20 N7 H7 110(3) 2_675 . ? C16 N7 H7 107(3) . . ? Ni3 N7 H7 104(3) . . ? C18 N8 C19 113.0(4) . . ? C18 N8 Ni3 116.4(3) . . ? C19 N8 Ni3 105.0(3) . . ? C18 N8 H8 96(3) . . ? C19 N8 H8 123(3) . . ? Ni3 N8 H8 103.9(16) . . ? C25 N9 C21 118.0(3) . . ? C25 N9 Co1 128.1(3) . . ? C21 N9 Co1 114.0(2) . . ? C32 N10 C28 118.3(3) . . ? C32 N10 Co1 129.7(3) . . ? C28 N10 Co1 112.1(2) . . ? C39 N11 C35 119.2(3) . . ? C39 N11 Co1 128.9(3) . . ? C35 N11 Co1 111.8(2) . . ? C26 O1 Co1 117.1(2) . . ? C33 O5 Co1 115.9(2) . . ? C33 O6 Ni1 128.3(2) . . ? C34 O7 Ni1 125.4(2) . 1_455 ? C40 O9 Co1 114.9(2) . . ? C41 O11 Ni2 127.2(2) . . ? Ni3 O13 H13 132(2) . . ? Ni3 O13 H13' 116.1(18) . . ? H13 O13 H13' 107(3) . . ? N1 C1 C2 108.8(4) . . ? N1 C1 H1A 109.9 . . ? C2 C1 H1A 109.9 . . ? N1 C1 H1B 109.9 . . ? C2 C1 H1B 109.9 . . ? H1A C1 H1B 108.3 . . ? N2 C2 C1 110.2(4) . . ? N2 C2 H2A 109.6 . . ? C1 C2 H2A 109.6 . . ? N2 C2 H2B 109.6 . . ? C1 C2 H2B 109.6 . . ? H2A C2 H2B 108.1 . . ? N2 C3 C4 111.8(4) . . ? N2 C3 H3A 109.2 . . ? C4 C3 H3A 109.2 . . ? N2 C3 H3B 109.2 . . ? C4 C3 H3B 109.2 . . ? H3A C3 H3B 107.9 . . ? C5 C4 C3 114.9(4) . . ? C5 C4 H4A 108.5 . . ? C3 C4 H4A 108.5 . . ? C5 C4 H4B 108.5 . . ? C3 C4 H4B 108.5 . . ? H4A C4 H4B 107.5 . . ? N3 C5 C4 111.6(4) . . ? N3 C5 H5A 109.3 . . ? C4 C5 H5A 109.3 . . ? N3 C5 H5B 109.3 . . ? C4 C5 H5B 109.3 . . ? H5A C5 H5B 108.0 . . ? N3 C6 C7 108.1(4) . . ? N3 C6 H6A 110.1 . . ? C7 C6 H6A 110.1 . . ? N3 C6 H6B 110.1 . . ? C7 C6 H6B 110.1 . . ? H6A C6 H6B 108.4 . . ? N4 C7 C6 110.0(4) . . ? N4 C7 H7A 109.7 . . ? C6 C7 H7A 109.7 . . ? N4 C7 H7B 109.7 . . ? C6 C7 H7B 109.7 . . ? H7A C7 H7B 108.2 . . ? N4 C8 C9 112.3(3) . . ? N4 C8 H8A 109.1 . . ? C9 C8 H8A 109.1 . . ? N4 C8 H8B 109.1 . . ? C9 C8 H8B 109.1 . . ? H8A C8 H8B 107.9 . . ? C10 C9 C8 116.1(4) . . ? C10 C9 H9A 108.3 . . ? C8 C9 H9A 108.3 . . ? C10 C9 H9B 108.3 . . ? C8 C9 H9B 108.3 . . ? H9A C9 H9B 107.4 . . ? N1 C10 C9 112.9(3) . . ? N1 C10 H10A 109.0 . . ? C9 C10 H10A 109.0 . . ? N1 C10 H10B 109.0 . . ? C9 C10 H10B 109.0 . . ? H10A C10 H10B 107.8 . . ? N5 C11 C15 109.0(3) . 2_676 ? N5 C11 H11A 109.9 . . ? C15 C11 H11A 109.9 2_676 . ? N5 C11 H11B 109.9 . . ? C15 C11 H11B 109.9 2_676 . ? H11A C11 H11B 108.3 . . ? N5 C12 C13 112.7(3) . . ? N5 C12 H12A 109.0 . . ? C13 C12 H12A 109.0 . . ? N5 C12 H12B 109.0 . . ? C13 C12 H12B 109.0 . . ? H12A C12 H12B 107.8 . . ? C14 C13 C12 115.4(4) . . ? C14 C13 H13A 108.4 . . ? C12 C13 H13A 108.4 . . ? C14 C13 H13B 108.4 . . ? C12 C13 H13B 108.4 . . ? H13A C13 H13B 107.5 . . ? N6 C14 C13 112.3(3) . . ? N6 C14 H14A 109.1 . . ? C13 C14 H14A 109.1 . . ? N6 C14 H14B 109.1 . . ? C13 C14 H14B 109.1 . . ? H14A C14 H14B 107.9 . . ? N6 C15 C11 109.1(3) . 2_676 ? N6 C15 H15A 109.9 . . ? C11 C15 H15A 109.9 2_676 . ? N6 C15 H15B 109.9 . . ? C11 C15 H15B 109.9 2_676 . ? H15A C15 H15B 108.3 . . ? N7 C16 C17 110.7(4) . . ? N7 C16 H16A 109.5 . . ? C17 C16 H16A 109.5 . . ? N7 C16 H16B 109.5 . . ? C17 C16 H16B 109.5 . . ? H16A C16 H16B 108.1 . . ? C18 C17 C16 115.9(4) . . ? C18 C17 H17A 108.3 . . ? C16 C17 H17A 108.3 . . ? C18 C17 H17B 108.3 . . ? C16 C17 H17B 108.3 . . ? H17A C17 H17B 107.4 . . ? N8 C18 C17 112.7(4) . . ? N8 C18 H18A 109.0 . . ? C17 C18 H18A 109.0 . . ? N8 C18 H18B 109.0 . . ? C17 C18 H18B 109.0 . . ? H18A C18 H18B 107.8 . . ? N8 C19 C20 108.7(4) . . ? N8 C19 H19A 110.0 . . ? C20 C19 H19A 110.0 . . ? N8 C19 H19B 110.0 . . ? C20 C19 H19B 110.0 . . ? H19A C19 H19B 108.3 . . ? N7 C20 C19 108.2(4) 2_675 . ? N7 C20 H20A 110.1 2_675 . ? C19 C20 H20A 110.1 . . ? N7 C20 H20B 110.1 2_675 . ? C19 C20 H20B 110.1 . . ? H20A C20 H20B 108.4 . . ? N9 C21 C22 122.8(4) . . ? N9 C21 C26 114.7(3) . . ? C22 C21 C26 122.5(4) . . ? C21 C22 C23 117.5(4) . . ? C21 C22 H22 121.2 . . ? C23 C22 H22 121.2 . . ? C24 C23 C22 121.3(4) . . ? C24 C23 H23 119.3 . . ? C22 C23 H23 119.3 . . ? C23 C24 C25 117.0(4) . . ? C23 C24 C27 122.7(3) . . ? C25 C24 C27 120.3(3) . . ? N9 C25 C24 123.3(4) . . ? N9 C25 H25 118.4 . . ? C24 C25 H25 118.4 . . ? O2 C26 O1 126.7(4) . . ? O2 C26 C21 117.9(3) . . ? O1 C26 C21 115.4(3) . . ? O3 C27 O4 124.6(4) . . ? O3 C27 C24 118.7(4) . . ? O4 C27 C24 116.7(4) . . ? N10 C28 C29 122.9(3) . . ? N10 C28 C33 114.7(3) . . ? C29 C28 C33 122.4(3) . . ? C28 C29 C30 117.9(3) . . ? C28 C29 H29 121.1 . . ? C30 C29 H29 121.1 . . ? C31 C30 C29 119.9(3) . . ? C31 C30 H30 120.0 . . ? C29 C30 H30 120.0 . . ? C30 C31 C32 118.0(3) . . ? C30 C31 C34 120.6(3) . . ? C32 C31 C34 121.4(3) . . ? N10 C32 C31 123.0(3) . . ? N10 C32 H32 118.5 . . ? C31 C32 H32 118.5 . . ? O5 C33 O6 125.0(3) . . ? O5 C33 C28 118.3(3) . . ? O6 C33 C28 116.6(3) . . ? O8 C34 O7 127.2(4) . . ? O8 C34 C31 116.1(3) . . ? O7 C34 C31 116.7(3) . . ? N11 C35 C36 121.7(3) . . ? N11 C35 C40 115.1(3) . . ? C36 C35 C40 123.2(3) . . ? C37 C36 C35 118.5(4) . . ? C37 C36 H36 120.7 . . ? C35 C36 H36 120.7 . . ? C38 C37 C36 120.6(4) . . ? C38 C37 H37 119.7 . . ? C36 C37 H37 119.7 . . ? C37 C38 C39 117.3(3) . . ? C37 C38 C41 122.3(3) . . ? C39 C38 C41 120.3(3) . . ? N11 C39 C38 122.6(3) . . ? N11 C39 H39 118.7 . . ? C38 C39 H39 118.7 . . ? O10 C40 O9 125.0(4) . . ? O10 C40 C35 118.7(3) . . ? O9 C40 C35 116.3(3) . . ? O12 C41 O11 126.7(4) . . ? O12 C41 C38 117.2(3) . . ? O11 C41 C38 116.0(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 N5 H5 O15 0.938(19) 2.19(3) 2.994(5) 143(4) . N6 H6 O12 0.92(5) 2.16(5) 2.930(4) 140(4) . N7 H7 O3 0.85(5) 2.19(5) 2.977(5) 154(4) 2_576 O13 H13' O4 0.825(17) 1.845(18) 2.669(4) 176(5) 2_576 O13 H13 O10 0.98(4) 1.81(4) 2.742(4) 158(4) 2_676 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 1 -0.008 -0.045 0.000 302.1 44.5 2 0.000 0.000 0.500 24.1 1.1 3 0.500 0.500 0.500 32.9 1.6 _platon_squeeze_details ; ; _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.774 _refine_diff_density_min -0.734 _refine_diff_density_rms 0.179 data_mo_01201a _database_code_depnum_ccdc_archive 'CCDC 889538' #TrackingRef 'compound-4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C41 H65 N11 Ni3 O16' _chemical_formula_weight 1144.17 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.4505(8) _cell_length_b 11.5123(8) _cell_length_c 21.6191(14) _cell_angle_alpha 94.2070(10) _cell_angle_beta 91.5310(10) _cell_angle_gamma 113.6120(10) _cell_volume 2599.3(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 7004 _cell_measurement_theta_min 2.30 _cell_measurement_theta_max 28.13 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.462 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1200 _exptl_absorpt_coefficient_mu 1.151 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8742 _exptl_absorpt_correction_T_max 0.8936 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 3.58 _diffrn_reflns_number 20249 _diffrn_reflns_av_R_equivalents 0.0225 _diffrn_reflns_av_sigmaI/netI 0.0485 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 0.95 _diffrn_reflns_theta_max 28.25 _reflns_number_total 12645 _reflns_number_gt 9579 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _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^)+(0.1307P)^2^+0.4302P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 12645 _refine_ls_number_parameters 682 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.0777 _refine_ls_R_factor_gt 0.0569 _refine_ls_wR_factor_ref 0.1977 _refine_ls_wR_factor_gt 0.1780 _refine_ls_goodness_of_fit_ref 1.081 _refine_ls_restrained_S_all 1.081 _refine_ls_shift/su_max 0.007 _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 0.80769(4) 0.73524(4) 0.24176(2) 0.02271(13) Uani 1 1 d . . . Ni2 Ni 0.5000 0.0000 0.5000 0.01977(15) Uani 1 2 d S . . Ni3 Ni 0.5000 1.0000 0.0000 0.02947(18) Uani 1 2 d SD . . Ni4 Ni 1.08174(4) 0.45178(4) 0.26858(2) 0.01856(12) Uani 1 1 d . . . N1 N 0.8243(3) 0.7693(3) 0.14912(17) 0.0308(7) Uani 1 1 d D . . H1 H 0.761(4) 0.785(6) 0.135(3) 0.069(19) Uiso 1 1 d D . . N2 N 0.7390(3) 0.5449(3) 0.2100(2) 0.0356(8) Uani 1 1 d . . . H2 H 0.802(5) 0.526(5) 0.212(2) 0.047(15) Uiso 1 1 d . . . N3 N 0.7966(3) 0.7028(3) 0.33498(18) 0.0338(8) Uani 1 1 d D . . H3 H 0.860(5) 0.675(6) 0.334(3) 0.07(2) Uiso 1 1 d D . . N4 N 0.8786(3) 0.9266(3) 0.27387(17) 0.0287(7) Uani 1 1 d D . . H4 H 0.809(3) 0.938(5) 0.268(2) 0.044(14) Uiso 1 1 d D . . N5 N 0.6028(3) 0.1788(3) 0.54525(14) 0.0250(6) Uani 1 1 d D . . H5 H 0.664(4) 0.216(5) 0.523(2) 0.046(15) Uiso 1 1 d D . . N6 N 0.6322(3) -0.0714(3) 0.52428(15) 0.0261(6) Uani 1 1 d D . . H6 H 0.701(3) -0.043(4) 0.5044(17) 0.020(10) Uiso 1 1 d D . . N7 N 0.3334(4) 1.0256(4) 0.01065(17) 0.0391(8) Uani 1 1 d . . . H7 H 0.332(4) 1.060(4) 0.056(2) 0.031(11) Uiso 1 1 d . . . N8 N 0.4508(4) 0.8494(4) 0.05314(18) 0.0425(9) Uani 1 1 d D . . H8 H 0.451(6) 0.887(3) 0.0909(9) 0.064 Uiso 1 1 d D . . N9 N 1.1966(3) 0.3535(3) 0.26650(14) 0.0219(6) Uani 1 1 d . . . N10 N 1.2260(3) 0.6190(3) 0.24553(13) 0.0171(5) Uani 1 1 d . . . N11 N 0.9121(3) 0.3024(3) 0.28564(14) 0.0196(6) Uani 1 1 d . . . O1 O 1.1445(3) 0.4824(3) 0.36062(12) 0.0287(6) Uani 1 1 d . . . O2 O 1.2468(3) 0.4149(3) 0.42947(13) 0.0429(8) Uani 1 1 d . . . O3 O 1.3085(5) 0.1983(5) 0.11262(17) 0.0811(17) Uani 1 1 d . . . O4 O 1.4165(3) 0.1214(3) 0.17201(14) 0.0376(7) Uani 1 1 d . . . O5 O 0.9861(2) 0.5687(2) 0.27118(14) 0.0281(6) Uani 1 1 d . . . O6 O 1.0012(2) 0.7570(2) 0.24502(13) 0.0261(6) Uani 1 1 d . . . O7 O 1.6161(2) 0.7185(3) 0.24050(15) 0.0328(7) Uani 1 1 d . . . O8 O 1.6351(3) 0.8822(3) 0.18593(16) 0.0368(7) Uani 1 1 d . . . O9 O 1.0043(2) 0.3898(3) 0.17929(13) 0.0284(6) Uani 1 1 d . . . O10 O 0.8162(3) 0.2866(3) 0.12739(12) 0.0361(7) Uani 1 1 d . . . O11 O 0.5925(2) 0.0641(2) 0.41573(11) 0.0264(5) Uani 1 1 d . . . O12 O 0.7964(3) 0.1134(3) 0.44414(14) 0.0414(7) Uani 1 1 d . . . O13 O 0.5761(3) 1.1265(4) 0.08188(15) 0.0444(8) Uani 1 1 d D . . H13 H 0.649(3) 1.186(4) 0.086(2) 0.055(17) Uiso 1 1 d D . . H13' H 0.536(4) 1.131(5) 0.1135(17) 0.049(15) Uiso 1 1 d D . . C1 C 0.8077(5) 0.6483(5) 0.1150(2) 0.0428(10) Uani 1 1 d . . . H1A H 0.8893 0.6378 0.1170 0.051 Uiso 1 1 calc R . . H1B H 0.7829 0.6486 0.0708 0.051 Uiso 1 1 calc R . . C2 C 0.7059(5) 0.5391(4) 0.1428(2) 0.0438(11) Uani 1 1 d . . . H2A H 0.6222 0.5444 0.1368 0.053 Uiso 1 1 calc R . . H2B H 0.6995 0.4573 0.1217 0.053 Uiso 1 1 calc R . . C3 C 0.6349(4) 0.4595(4) 0.2450(3) 0.0456(12) Uani 1 1 d . . . H3A H 0.6095 0.3705 0.2273 0.055 Uiso 1 1 calc R . . H3B H 0.5598 0.4811 0.2406 0.055 Uiso 1 1 calc R . . C4 C 0.6744(4) 0.4702(4) 0.3133(3) 0.0469(13) Uani 1 1 d . . . H4A H 0.7584 0.4649 0.3170 0.056 Uiso 1 1 calc R . . H4B H 0.6120 0.3964 0.3322 0.056 Uiso 1 1 calc R . . C5 C 0.6838(4) 0.5915(5) 0.3501(3) 0.0460(12) Uani 1 1 d . . . H5A H 0.6057 0.6058 0.3409 0.055 Uiso 1 1 calc R . . H5B H 0.6893 0.5818 0.3951 0.055 Uiso 1 1 calc R . . C6 C 0.8093(5) 0.8249(5) 0.3678(2) 0.0443(11) Uani 1 1 d . . . H6A H 0.8316 0.8264 0.4125 0.053 Uiso 1 1 calc R . . H6B H 0.7269 0.8337 0.3639 0.053 Uiso 1 1 calc R . . C7 C 0.9107(4) 0.9334(4) 0.3407(2) 0.0386(10) Uani 1 1 d . . . H7A H 0.9163 1.0152 0.3615 0.046 Uiso 1 1 calc R . . H7B H 0.9945 0.9285 0.3472 0.046 Uiso 1 1 calc R . . C8 C 0.9831(4) 1.0143(4) 0.2395(2) 0.0324(9) Uani 1 1 d . . . H8A H 1.0600 0.9965 0.2461 0.039 Uiso 1 1 calc R . . H8B H 1.0042 1.1029 0.2568 0.039 Uiso 1 1 calc R . . C9 C 0.9510(4) 1.0035(4) 0.1706(2) 0.0379(10) Uani 1 1 d . . . H9A H 1.0183 1.0751 0.1525 0.045 Uiso 1 1 calc R . . H9B H 0.8697 1.0138 0.1645 0.045 Uiso 1 1 calc R . . C10 C 0.9377(4) 0.8807(4) 0.1344(2) 0.0357(9) Uani 1 1 d . . . H10A H 0.9324 0.8903 0.0894 0.043 Uiso 1 1 calc R . . H10B H 1.0152 0.8651 0.1434 0.043 Uiso 1 1 calc R . . C11 C 0.5122(4) 0.2406(4) 0.55061(19) 0.0321(8) Uani 1 1 d . . . H11A H 0.5597 0.3339 0.5589 0.039 Uiso 1 1 calc R . . H11B H 0.4573 0.2092 0.5856 0.039 Uiso 1 1 calc R . . C12 C 0.6680(4) 0.1804(4) 0.60573(17) 0.0305(8) Uani 1 1 d . . . H12A H 0.6030 0.1393 0.6355 0.037 Uiso 1 1 calc R . . H12B H 0.7176 0.2699 0.6225 0.037 Uiso 1 1 calc R . . C13 C 0.7573(4) 0.1122(4) 0.60030(19) 0.0341(9) Uani 1 1 d . . . H13A H 0.8144 0.1465 0.5665 0.041 Uiso 1 1 calc R . . H13B H 0.8115 0.1331 0.6394 0.041 Uiso 1 1 calc R . . C14 C 0.6940(4) -0.0315(4) 0.58770(17) 0.0294(8) Uani 1 1 d . . . H14A H 0.7590 -0.0670 0.5930 0.035 Uiso 1 1 calc R . . H14B H 0.6291 -0.0665 0.6184 0.035 Uiso 1 1 calc R . . C15 C 0.5693(4) -0.2102(4) 0.5095(2) 0.0314(8) Uani 1 1 d . . . H15A H 0.5152 -0.2495 0.5435 0.038 Uiso 1 1 calc R . . H15B H 0.6346 -0.2459 0.5053 0.038 Uiso 1 1 calc R . . C16 C 0.2139(5) 0.9082(6) 0.0103(2) 0.0507(13) Uani 1 1 d . . . H16A H 0.1410 0.9319 0.0178 0.061 Uiso 1 1 calc R . . H16B H 0.1976 0.8594 -0.0310 0.061 Uiso 1 1 calc R . . C17 C 0.2243(5) 0.8276(6) 0.0590(3) 0.0578(14) Uani 1 1 d . . . H17A H 0.1377 0.7624 0.0640 0.069 Uiso 1 1 calc R . . H17B H 0.2528 0.8820 0.0987 0.069 Uiso 1 1 calc R . . C18 C 0.3139(6) 0.7587(5) 0.0486(3) 0.0574(14) Uani 1 1 d . . . H18A H 0.3002 0.6968 0.0800 0.069 Uiso 1 1 calc R . . H18B H 0.2927 0.7107 0.0071 0.069 Uiso 1 1 calc R . . C19 C 0.5393(6) 0.7885(5) 0.0394(3) 0.0529(13) Uani 1 1 d . . . H19A H 0.5128 0.7362 -0.0010 0.064 Uiso 1 1 calc R . . H19B H 0.5386 0.7323 0.0720 0.064 Uiso 1 1 calc R . . C20 C 0.6702(5) 0.8907(6) 0.0371(3) 0.0522(13) Uani 1 1 d . . . H20A H 0.6982 0.9404 0.0781 0.063 Uiso 1 1 calc R . . H20B H 0.7314 0.8523 0.0266 0.063 Uiso 1 1 calc R . . C21 C 1.2462(4) 0.3502(3) 0.32245(17) 0.0231(7) Uani 1 1 d . . . C22 C 1.3265(4) 0.2891(4) 0.33154(18) 0.0305(8) Uani 1 1 d . . . H22 H 1.3601 0.2873 0.3719 0.037 Uiso 1 1 calc R . . C23 C 1.3567(4) 0.2300(4) 0.27924(19) 0.0314(8) Uani 1 1 d . . . H23 H 1.4106 0.1860 0.2839 0.038 Uiso 1 1 calc R . . C24 C 1.3090(4) 0.2356(3) 0.22193(18) 0.0262(7) Uani 1 1 d . . . C25 C 1.2283(4) 0.2983(3) 0.21633(18) 0.0249(7) Uani 1 1 d . . . H25 H 1.1948 0.3024 0.1763 0.030 Uiso 1 1 calc R . . C26 C 1.2098(4) 0.4208(4) 0.37614(18) 0.0292(8) Uani 1 1 d . . . C27 C 1.3460(4) 0.1816(3) 0.16537(18) 0.0264(7) Uani 1 1 d . . . C28 C 1.1846(3) 0.7124(3) 0.24035(14) 0.0158(6) Uani 1 1 d . . . C29 C 1.2628(3) 0.8323(3) 0.22576(16) 0.0201(6) Uani 1 1 d . . . H29 H 1.2306 0.8958 0.2217 0.024 Uiso 1 1 calc R . . C30 C 1.3893(3) 0.8574(3) 0.21716(16) 0.0195(6) Uani 1 1 d . . . H30 H 1.4452 0.9392 0.2069 0.023 Uiso 1 1 calc R . . C31 C 1.4352(3) 0.7641(3) 0.22335(16) 0.0190(6) Uani 1 1 d . . . C32 C 1.3490(3) 0.6453(3) 0.23846(17) 0.0197(6) Uani 1 1 d . . . H32 H 1.3793 0.5808 0.2439 0.024 Uiso 1 1 calc R . . C33 C 1.0455(3) 0.6765(3) 0.25336(16) 0.0189(6) Uani 1 1 d . . . C34 C 1.5744(3) 0.7911(3) 0.21540(18) 0.0224(7) Uani 1 1 d . . . C35 C 0.8322(3) 0.2598(3) 0.23455(16) 0.0204(6) Uani 1 1 d . . . C36 C 0.7080(4) 0.1707(4) 0.23768(18) 0.0286(8) Uani 1 1 d . . . H36 H 0.6521 0.1411 0.2013 0.034 Uiso 1 1 calc R . . C37 C 0.6658(4) 0.1251(3) 0.29393(17) 0.0277(8) Uani 1 1 d . . . H37 H 0.5804 0.0656 0.2968 0.033 Uiso 1 1 calc R . . C38 C 0.7496(3) 0.1670(3) 0.34586(16) 0.0217(7) Uani 1 1 d . . . C39 C 0.8728(3) 0.2571(3) 0.33998(17) 0.0227(7) Uani 1 1 d . . . H39 H 0.9306 0.2873 0.3757 0.027 Uiso 1 1 calc R . . C40 C 0.8882(4) 0.3157(3) 0.17513(16) 0.0237(7) Uani 1 1 d . . . C41 C 0.7102(4) 0.1122(3) 0.40787(16) 0.0248(7) Uani 1 1 d . . . O14 O 0.0407(5) 0.2354(7) 0.4970(3) 0.109(2) Uani 1 1 d . . . O15 O 0.2329(6) 0.5955(4) 0.5222(2) 0.103(2) Uani 1 1 d . . . O16 O 0.9640(5) 0.5807(5) 0.4142(2) 0.0868(15) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0111(2) 0.0159(2) 0.0437(3) 0.00618(18) 0.00521(18) 0.00732(17) Ni2 0.0182(3) 0.0197(3) 0.0187(3) 0.0019(2) 0.0027(2) 0.0048(2) Ni3 0.0287(4) 0.0379(4) 0.0216(3) -0.0023(3) 0.0005(3) 0.0141(3) Ni4 0.0125(2) 0.0153(2) 0.0288(2) 0.00497(16) 0.00401(17) 0.00598(16) N1 0.0187(16) 0.0310(17) 0.0432(19) 0.0044(14) 0.0013(14) 0.0105(14) N2 0.0199(16) 0.0212(15) 0.067(3) -0.0001(15) -0.0043(16) 0.0107(13) N3 0.0258(17) 0.0314(17) 0.048(2) 0.0129(15) 0.0124(15) 0.0134(15) N4 0.0178(15) 0.0227(15) 0.050(2) 0.0062(14) 0.0077(14) 0.0119(13) N5 0.0226(16) 0.0233(15) 0.0236(15) -0.0013(12) 0.0032(12) 0.0040(12) N6 0.0225(16) 0.0263(15) 0.0282(16) 0.0046(12) 0.0032(13) 0.0079(13) N7 0.034(2) 0.056(2) 0.0300(18) -0.0047(16) -0.0044(15) 0.0228(18) N8 0.048(2) 0.044(2) 0.0338(19) 0.0046(16) 0.0028(17) 0.0165(19) N9 0.0170(14) 0.0165(13) 0.0327(16) 0.0062(11) 0.0063(12) 0.0063(11) N10 0.0114(12) 0.0178(13) 0.0246(14) 0.0025(10) 0.0038(10) 0.0082(10) N11 0.0159(13) 0.0162(13) 0.0282(15) 0.0043(11) 0.0042(11) 0.0075(11) O1 0.0260(14) 0.0272(13) 0.0309(14) -0.0005(11) 0.0037(11) 0.0093(11) O2 0.057(2) 0.058(2) 0.0249(14) 0.0056(13) 0.0066(14) 0.0348(18) O3 0.136(4) 0.121(4) 0.0360(19) -0.022(2) -0.017(2) 0.110(4) O4 0.0425(18) 0.0385(16) 0.0432(17) 0.0044(13) 0.0100(14) 0.0277(15) O5 0.0152(12) 0.0198(12) 0.0540(17) 0.0133(11) 0.0103(12) 0.0100(10) O6 0.0135(12) 0.0207(12) 0.0484(16) 0.0074(11) 0.0067(11) 0.0104(10) O7 0.0129(12) 0.0248(13) 0.0652(19) 0.0177(13) 0.0082(12) 0.0098(10) O8 0.0206(13) 0.0332(15) 0.064(2) 0.0242(14) 0.0210(14) 0.0146(12) O9 0.0188(13) 0.0296(14) 0.0316(14) 0.0056(11) 0.0032(11) 0.0037(11) O10 0.0276(15) 0.0457(17) 0.0228(13) 0.0057(12) 0.0024(11) 0.0016(13) O11 0.0221(13) 0.0292(13) 0.0224(12) 0.0052(10) 0.0068(10) 0.0039(11) O12 0.0280(16) 0.058(2) 0.0361(16) 0.0174(15) 0.0025(13) 0.0129(15) O13 0.0286(17) 0.062(2) 0.0334(16) -0.0164(15) -0.0002(13) 0.0129(16) C1 0.039(3) 0.050(3) 0.040(2) -0.003(2) 0.003(2) 0.020(2) C2 0.035(2) 0.034(2) 0.059(3) -0.005(2) -0.006(2) 0.0116(19) C3 0.0195(19) 0.0180(18) 0.095(4) 0.009(2) 0.001(2) 0.0021(15) C4 0.024(2) 0.031(2) 0.087(4) 0.032(2) 0.014(2) 0.0082(18) C5 0.027(2) 0.046(3) 0.071(3) 0.025(2) 0.021(2) 0.016(2) C6 0.046(3) 0.044(3) 0.048(3) 0.003(2) 0.013(2) 0.023(2) C7 0.035(2) 0.034(2) 0.048(2) -0.0082(18) 0.0028(19) 0.0175(19) C8 0.0200(18) 0.0210(17) 0.056(3) 0.0068(17) 0.0082(17) 0.0071(15) C9 0.0189(19) 0.029(2) 0.064(3) 0.0172(19) 0.0092(19) 0.0052(16) C10 0.0224(19) 0.041(2) 0.045(2) 0.0130(19) 0.0102(17) 0.0133(18) C11 0.034(2) 0.0261(18) 0.035(2) -0.0021(16) 0.0098(17) 0.0119(17) C12 0.031(2) 0.0317(19) 0.0224(17) -0.0034(15) 0.0015(15) 0.0072(16) C13 0.026(2) 0.042(2) 0.0260(19) -0.0009(17) -0.0026(15) 0.0061(17) C14 0.0269(19) 0.039(2) 0.0231(18) 0.0078(15) 0.0005(15) 0.0133(17) C15 0.032(2) 0.0267(19) 0.039(2) 0.0040(16) 0.0016(17) 0.0149(17) C16 0.027(2) 0.079(4) 0.038(2) -0.012(2) 0.0005(19) 0.016(2) C17 0.036(3) 0.073(4) 0.051(3) -0.001(3) 0.013(2) 0.009(3) C18 0.060(4) 0.047(3) 0.051(3) 0.009(2) 0.007(3) 0.006(3) C19 0.059(3) 0.049(3) 0.054(3) 0.009(2) -0.003(3) 0.026(3) C20 0.051(3) 0.069(4) 0.048(3) 0.004(3) -0.007(2) 0.037(3) C21 0.0250(18) 0.0172(15) 0.0275(17) 0.0054(13) 0.0063(14) 0.0080(14) C22 0.032(2) 0.036(2) 0.0286(19) 0.0068(16) 0.0048(16) 0.0180(18) C23 0.033(2) 0.0290(19) 0.040(2) 0.0099(16) 0.0049(17) 0.0191(17) C24 0.0264(19) 0.0209(17) 0.0306(19) -0.0010(14) 0.0049(15) 0.0093(15) C25 0.0223(17) 0.0219(16) 0.0291(18) 0.0008(14) 0.0010(14) 0.0078(14) C26 0.027(2) 0.0291(19) 0.031(2) 0.0012(15) 0.0031(16) 0.0115(16) C27 0.0284(19) 0.0184(16) 0.035(2) 0.0017(14) 0.0020(16) 0.0120(15) C28 0.0122(14) 0.0183(15) 0.0190(15) 0.0032(12) 0.0033(11) 0.0080(12) C29 0.0156(15) 0.0191(15) 0.0299(17) 0.0039(13) 0.0005(13) 0.0112(13) C30 0.0150(15) 0.0144(14) 0.0291(17) 0.0071(12) 0.0033(13) 0.0049(12) C31 0.0131(15) 0.0198(15) 0.0266(16) 0.0048(13) 0.0047(13) 0.0085(13) C32 0.0114(14) 0.0163(15) 0.0331(18) 0.0024(13) 0.0011(13) 0.0075(12) C33 0.0108(14) 0.0203(15) 0.0257(16) 0.0013(12) 0.0025(12) 0.0065(12) C34 0.0134(15) 0.0164(15) 0.0388(19) 0.0051(14) 0.0039(14) 0.0068(13) C35 0.0213(17) 0.0169(15) 0.0225(16) 0.0019(12) 0.0044(13) 0.0070(13) C36 0.0241(19) 0.0279(18) 0.0248(18) 0.0011(14) 0.0008(15) 0.0014(15) C37 0.0206(18) 0.0238(17) 0.0288(18) 0.0022(14) 0.0028(14) -0.0014(14) C38 0.0210(17) 0.0213(16) 0.0224(16) 0.0067(13) 0.0081(13) 0.0070(14) C39 0.0171(16) 0.0229(16) 0.0265(17) 0.0023(13) -0.0009(13) 0.0066(14) C40 0.0247(18) 0.0211(16) 0.0230(17) 0.0031(13) 0.0090(14) 0.0063(14) C41 0.0262(18) 0.0258(17) 0.0224(17) 0.0057(14) 0.0062(14) 0.0097(15) O14 0.066(3) 0.155(6) 0.086(4) 0.052(4) 0.005(3) 0.015(4) O15 0.148(5) 0.053(3) 0.088(3) 0.003(2) 0.075(4) 0.017(3) O16 0.089(4) 0.088(3) 0.078(3) 0.008(3) 0.036(3) 0.028(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 N2 2.064(3) . ? Ni1 N1 2.068(4) . ? Ni1 N3 2.074(4) . ? Ni1 N4 2.075(3) . ? Ni1 O7 2.123(2) 1_455 ? Ni1 O6 2.126(2) . ? Ni2 N6 2.064(3) 2_656 ? Ni2 N6 2.064(3) . ? Ni2 N5 2.069(3) . ? Ni2 N5 2.069(3) 2_656 ? Ni2 O11 2.159(2) 2_656 ? Ni2 O11 2.159(2) . ? Ni3 N8 2.046(4) 2_675 ? Ni3 N8 2.046(4) . ? Ni3 N7 2.060(4) 2_675 ? Ni3 N7 2.060(4) . ? Ni3 O13 2.130(3) 2_675 ? Ni3 O13 2.130(3) . ? Ni4 O5 2.046(2) . ? Ni4 N9 2.048(3) . ? Ni4 O1 2.054(3) . ? Ni4 O9 2.055(3) . ? Ni4 N10 2.078(3) . ? Ni4 N11 2.079(3) . ? N1 C1 1.466(6) . ? N1 C10 1.477(5) . ? N2 C3 1.476(6) . ? N2 C2 1.482(6) . ? N3 C5 1.475(6) . ? N3 C6 1.478(6) . ? N4 C7 1.470(6) . ? N4 C8 1.481(5) . ? N5 C11 1.477(5) . ? N5 C12 1.483(5) . ? N6 C15 1.471(5) . ? N6 C14 1.479(5) . ? N7 C20 1.473(6) 2_675 ? N7 C16 1.488(7) . ? N8 C19 1.469(7) . ? N8 C18 1.491(7) . ? N9 C21 1.332(5) . ? N9 C25 1.348(5) . ? N10 C32 1.333(4) . ? N10 C28 1.348(4) . ? N11 C39 1.336(4) . ? N11 C35 1.343(5) . ? O1 C26 1.274(5) . ? O2 C26 1.233(5) . ? O3 C27 1.262(5) . ? O4 C27 1.268(4) . ? O5 C33 1.249(4) . ? O6 C33 1.242(4) . ? O7 C34 1.263(4) . ? O7 Ni1 2.123(2) 1_655 ? O8 C34 1.236(4) . ? O9 C40 1.256(4) . ? O10 C40 1.241(5) . ? O11 C41 1.258(4) . ? O12 C41 1.238(5) . ? C1 C2 1.508(7) . ? C3 C4 1.514(8) . ? C4 C5 1.519(7) . ? C6 C7 1.494(7) . ? C8 C9 1.510(7) . ? C9 C10 1.514(6) . ? C11 C15 1.512(6) 2_656 ? C12 C13 1.521(6) . ? C13 C14 1.516(6) . ? C15 C11 1.512(6) 2_656 ? C16 C17 1.487(8) . ? C17 C18 1.540(9) . ? C19 C20 1.494(8) . ? C20 N7 1.473(6) 2_675 ? C21 C22 1.382(5) . ? C21 C26 1.529(5) . ? C22 C23 1.399(6) . ? C23 C24 1.357(6) . ? C24 C25 1.390(5) . ? C24 C27 1.479(5) . ? C28 C29 1.377(5) . ? C28 C33 1.517(4) . ? C29 C30 1.379(4) . ? C30 C31 1.385(4) . ? C31 C32 1.398(5) . ? C31 C34 1.514(4) . ? C35 C36 1.388(5) . ? C35 C40 1.520(5) . ? C36 C37 1.382(5) . ? C37 C38 1.380(5) . ? C38 C39 1.393(5) . ? C38 C41 1.525(5) . ? 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 N1 85.74(15) . . ? N2 Ni1 N3 94.68(15) . . ? N1 Ni1 N3 178.38(13) . . ? N2 Ni1 N4 179.41(13) . . ? N1 Ni1 N4 94.33(14) . . ? N3 Ni1 N4 85.23(14) . . ? N2 Ni1 O7 88.35(12) . 1_455 ? N1 Ni1 O7 92.93(12) . 1_455 ? N3 Ni1 O7 88.65(13) . 1_455 ? N4 Ni1 O7 92.23(11) . 1_455 ? N2 Ni1 O6 93.26(12) . . ? N1 Ni1 O6 87.85(12) . . ? N3 Ni1 O6 90.56(12) . . ? N4 Ni1 O6 86.16(11) . . ? O7 Ni1 O6 178.26(11) 1_455 . ? N6 Ni2 N6 179.998(1) 2_656 . ? N6 Ni2 N5 85.51(13) 2_656 . ? N6 Ni2 N5 94.49(13) . . ? N6 Ni2 N5 94.49(13) 2_656 2_656 ? N6 Ni2 N5 85.51(13) . 2_656 ? N5 Ni2 N5 180.0 . 2_656 ? N6 Ni2 O11 91.79(11) 2_656 2_656 ? N6 Ni2 O11 88.21(11) . 2_656 ? N5 Ni2 O11 90.19(11) . 2_656 ? N5 Ni2 O11 89.81(11) 2_656 2_656 ? N6 Ni2 O11 88.21(11) 2_656 . ? N6 Ni2 O11 91.79(11) . . ? N5 Ni2 O11 89.81(11) . . ? N5 Ni2 O11 90.19(11) 2_656 . ? O11 Ni2 O11 180.00(6) 2_656 . ? N8 Ni3 N8 180.0(3) 2_675 . ? N8 Ni3 N7 94.96(17) 2_675 2_675 ? N8 Ni3 N7 85.05(17) . 2_675 ? N8 Ni3 N7 85.05(17) 2_675 . ? N8 Ni3 N7 94.95(17) . . ? N7 Ni3 N7 180.0 2_675 . ? N8 Ni3 O13 89.29(16) 2_675 2_675 ? N8 Ni3 O13 90.71(16) . 2_675 ? N7 Ni3 O13 87.31(14) 2_675 2_675 ? N7 Ni3 O13 92.69(14) . 2_675 ? N8 Ni3 O13 90.71(16) 2_675 . ? N8 Ni3 O13 89.29(16) . . ? N7 Ni3 O13 92.69(14) 2_675 . ? N7 Ni3 O13 87.30(14) . . ? O13 Ni3 O13 180.00(11) 2_675 . ? O5 Ni4 N9 173.36(11) . . ? O5 Ni4 O1 97.84(11) . . ? N9 Ni4 O1 80.52(11) . . ? O5 Ni4 O9 87.21(11) . . ? N9 Ni4 O9 95.35(12) . . ? O1 Ni4 O9 170.45(11) . . ? O5 Ni4 N10 80.09(10) . . ? N9 Ni4 N10 93.55(11) . . ? O1 Ni4 N10 93.48(11) . . ? O9 Ni4 N10 95.38(11) . . ? O5 Ni4 N11 88.51(10) . . ? N9 Ni4 N11 97.97(11) . . ? O1 Ni4 N11 92.17(11) . . ? O9 Ni4 N11 79.81(11) . . ? N10 Ni4 N11 167.86(11) . . ? C1 N1 C10 115.0(3) . . ? C1 N1 Ni1 106.1(3) . . ? C10 N1 Ni1 116.4(3) . . ? C3 N2 C2 114.4(4) . . ? C3 N2 Ni1 114.9(3) . . ? C2 N2 Ni1 105.4(3) . . ? C5 N3 C6 114.4(4) . . ? C5 N3 Ni1 115.4(3) . . ? C6 N3 Ni1 104.8(3) . . ? C7 N4 C8 113.9(3) . . ? C7 N4 Ni1 106.1(2) . . ? C8 N4 Ni1 116.2(2) . . ? C11 N5 C12 112.8(3) . . ? C11 N5 Ni2 105.8(2) . . ? C12 N5 Ni2 115.3(2) . . ? C15 N6 C14 114.3(3) . . ? C15 N6 Ni2 106.3(2) . . ? C14 N6 Ni2 116.6(2) . . ? C20 N7 C16 113.4(4) 2_675 . ? C20 N7 Ni3 105.7(3) 2_675 . ? C16 N7 Ni3 116.6(3) . . ? C19 N8 C18 113.7(4) . . ? C19 N8 Ni3 106.1(3) . . ? C18 N8 Ni3 116.9(3) . . ? C21 N9 C25 119.1(3) . . ? C21 N9 Ni4 113.1(2) . . ? C25 N9 Ni4 127.8(3) . . ? C32 N10 C28 118.5(3) . . ? C32 N10 Ni4 129.4(2) . . ? C28 N10 Ni4 112.0(2) . . ? C39 N11 C35 119.9(3) . . ? C39 N11 Ni4 128.2(2) . . ? C35 N11 Ni4 111.6(2) . . ? C26 O1 Ni4 114.9(2) . . ? C33 O5 Ni4 115.6(2) . . ? C33 O6 Ni1 129.1(2) . . ? C34 O7 Ni1 125.6(2) . 1_655 ? C40 O9 Ni4 114.8(2) . . ? C41 O11 Ni2 127.9(2) . . ? N1 C1 C2 110.0(4) . . ? N2 C2 C1 109.3(4) . . ? N2 C3 C4 111.9(4) . . ? C3 C4 C5 114.8(4) . . ? N3 C5 C4 111.5(4) . . ? N3 C6 C7 110.1(4) . . ? N4 C7 C6 108.9(4) . . ? N4 C8 C9 113.6(3) . . ? C8 C9 C10 116.1(3) . . ? N1 C10 C9 113.2(3) . . ? N5 C11 C15 109.0(3) . 2_656 ? N5 C12 C13 112.5(3) . . ? C14 C13 C12 116.1(3) . . ? N6 C14 C13 111.9(3) . . ? N6 C15 C11 109.9(3) . 2_656 ? C17 C16 N7 110.7(4) . . ? C16 C17 C18 117.6(4) . . ? N8 C18 C17 111.9(5) . . ? N8 C19 C20 108.3(4) . . ? N7 C20 C19 108.5(4) 2_675 . ? N9 C21 C22 122.6(3) . . ? N9 C21 C26 115.4(3) . . ? C22 C21 C26 122.0(3) . . ? C21 C22 C23 117.8(4) . . ? C24 C23 C22 120.0(3) . . ? C23 C24 C25 119.1(3) . . ? C23 C24 C27 121.3(3) . . ? C25 C24 C27 119.6(3) . . ? N9 C25 C24 121.5(3) . . ? O2 C26 O1 126.2(4) . . ? O2 C26 C21 118.3(3) . . ? O1 C26 C21 115.5(3) . . ? O3 C27 O4 122.4(4) . . ? O3 C27 C24 119.4(3) . . ? O4 C27 C24 118.1(3) . . ? N10 C28 C29 122.8(3) . . ? N10 C28 C33 114.9(3) . . ? C29 C28 C33 122.2(3) . . ? C28 C29 C30 118.0(3) . . ? C29 C30 C31 120.5(3) . . ? C30 C31 C32 117.5(3) . . ? C30 C31 C34 121.1(3) . . ? C32 C31 C34 121.4(3) . . ? N10 C32 C31 122.5(3) . . ? O6 C33 O5 126.1(3) . . ? O6 C33 C28 117.0(3) . . ? O5 C33 C28 116.9(3) . . ? O8 C34 O7 127.1(3) . . ? O8 C34 C31 116.8(3) . . ? O7 C34 C31 116.0(3) . . ? N11 C35 C36 120.7(3) . . ? N11 C35 C40 115.3(3) . . ? C36 C35 C40 124.0(3) . . ? C37 C36 C35 119.7(3) . . ? C38 C37 C36 119.1(3) . . ? C37 C38 C39 118.6(3) . . ? C37 C38 C41 120.9(3) . . ? C39 C38 C41 120.4(3) . . ? N11 C39 C38 121.9(3) . . ? O10 C40 O9 125.7(3) . . ? O10 C40 C35 118.0(3) . . ? O9 C40 C35 116.3(3) . . ? O12 C41 O11 126.3(3) . . ? O12 C41 C38 117.1(3) . . ? O11 C41 C38 116.5(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 O13 H13 O10 0.838(19) 1.95(3) 2.730(4) 155(5) 1_565 O13 H13' O4 0.842(19) 1.87(2) 2.694(4) 168(5) 1_465 N7 H7 O3 1.04(5) 2.04(5) 2.956(5) 146(4) 1_465 N6 H6 O12 0.862(19) 2.23(3) 2.928(4) 138(3) . N5 H5 O15 0.84(2) 2.32(4) 3.034(6) 142(5) 2_666 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 1 0.038 0.500 0.000 220.3 47.9 2 0.500 0.500 0.500 22.4 1.1 _platon_squeeze_details ; ; _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 28.26 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 1.609 _refine_diff_density_min -1.025 _refine_diff_density_rms 0.149 data_mo_01209b _database_code_depnum_ccdc_archive 'CCDC 889539' #TrackingRef '- compound-5 rev.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C41 H65 N11 Ni2 O16 Zn' _chemical_formula_weight 1150.83 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.4882(8) _cell_length_b 11.5521(8) _cell_length_c 21.6308(16) _cell_angle_alpha 94.3610(10) _cell_angle_beta 91.3170(10) _cell_angle_gamma 113.5840(10) _cell_volume 2618.8(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5186 _cell_measurement_theta_min 2.21 _cell_measurement_theta_max 27.94 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.459 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1204 _exptl_absorpt_coefficient_mu 1.241 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7806 _exptl_absorpt_correction_T_max 0.8553 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 3.76 _diffrn_reflns_number 18675 _diffrn_reflns_av_R_equivalents 0.0302 _diffrn_reflns_av_sigmaI/netI 0.0675 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 0.95 _diffrn_reflns_theta_max 27.01 _reflns_number_total 11292 _reflns_number_gt 7953 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _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^)+(0.0805P)^2^+1.1392P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11292 _refine_ls_number_parameters 695 _refine_ls_number_restraints 17 _refine_ls_R_factor_all 0.0781 _refine_ls_R_factor_gt 0.0492 _refine_ls_wR_factor_ref 0.1527 _refine_ls_wR_factor_gt 0.1281 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.065 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.81507(4) 0.74524(4) 0.24358(3) 0.01818(13) Uani 1 1 d . . . Ni2 Ni 0.5000 0.0000 0.5000 0.01513(16) Uani 1 2 d SD . . Ni3 Ni 0.5000 1.0000 0.0000 0.02162(18) Uani 1 2 d SD . . Zn1 Zn 1.08489(4) 0.45614(4) 0.26909(2) 0.01662(12) Uani 1 1 d . . . N1 N 0.8292(3) 0.7805(3) 0.15113(19) 0.0254(8) Uani 1 1 d D . . H1 H 0.767(3) 0.803(4) 0.150(2) 0.030 Uiso 1 1 d D . . N2 N 0.7459(3) 0.5566(3) 0.21017(19) 0.0259(8) Uani 1 1 d D . . H2 H 0.785(4) 0.510(4) 0.201(2) 0.028(13) Uiso 1 1 d D . . N3 N 0.8072(3) 0.7104(3) 0.33697(19) 0.0262(8) Uani 1 1 d D . . H3 H 0.880(3) 0.702(4) 0.340(2) 0.031 Uiso 1 1 d D . . N4 N 0.8852(3) 0.9355(3) 0.27610(18) 0.0231(8) Uani 1 1 d D . . H4 H 0.817(3) 0.951(4) 0.271(2) 0.028 Uiso 1 1 d D . . N5 N 0.6011(3) 0.1787(3) 0.54499(16) 0.0204(7) Uani 1 1 d D . . H5 H 0.671(3) 0.232(5) 0.532(3) 0.061(19) Uiso 1 1 d D . . N6 N 0.6336(3) -0.0697(3) 0.52362(17) 0.0199(7) Uani 1 1 d D . . H6 H 0.679(4) -0.054(6) 0.4909(17) 0.07(2) Uiso 1 1 d D . . N7 N 0.3328(4) 1.0253(4) 0.00948(18) 0.0285(8) Uani 1 1 d D . . H7 H 0.328(4) 1.079(3) 0.0385(16) 0.021(12) Uiso 1 1 d D . . N8 N 0.4507(4) 0.8527(4) 0.05677(18) 0.0307(9) Uani 1 1 d D . . H8 H 0.463(5) 0.896(3) 0.0928(8) 0.046 Uiso 1 1 d D . . N9 N 1.2071(3) 0.3602(3) 0.26684(16) 0.0162(7) Uani 1 1 d . . . N10 N 1.2332(3) 0.6302(3) 0.24743(15) 0.0154(7) Uani 1 1 d . . . N11 N 0.9095(3) 0.3061(3) 0.28601(15) 0.0153(6) Uani 1 1 d . . . O1 O 1.1459(2) 0.4774(3) 0.36322(13) 0.0211(6) Uani 1 1 d . . . O2 O 1.2491(3) 0.4081(3) 0.43019(14) 0.0314(7) Uani 1 1 d . . . O3 O 1.3190(5) 0.2073(4) 0.11202(18) 0.0630(13) Uani 1 1 d . . . O4 O 1.4205(3) 0.1243(3) 0.17049(14) 0.0279(7) Uani 1 1 d . . . O5 O 0.9918(2) 0.5783(3) 0.26995(15) 0.0247(7) Uani 1 1 d . . . O6 O 1.0095(2) 0.7683(2) 0.24461(15) 0.0222(6) Uani 1 1 d . . . O7 O 1.6248(2) 0.7296(3) 0.24409(15) 0.0261(7) Uani 1 1 d . . . O8 O 1.6426(3) 0.8915(3) 0.18904(17) 0.0334(8) Uani 1 1 d . . . O9 O 1.0045(2) 0.3861(3) 0.17872(13) 0.0238(6) Uani 1 1 d . . . O10 O 0.8157(3) 0.2922(3) 0.12851(14) 0.0297(7) Uani 1 1 d . . . O11 O 0.5898(2) 0.0631(3) 0.41460(13) 0.0205(6) Uani 1 1 d . . . O12 O 0.7950(3) 0.1163(3) 0.44363(15) 0.0315(7) Uani 1 1 d . . . O13 O 0.5772(3) 1.1295(3) 0.08047(15) 0.0337(8) Uani 1 1 d D . . H13 H 0.650(2) 1.182(4) 0.083(2) 0.037(15) Uiso 1 1 d D . . H13' H 0.532(4) 1.157(5) 0.101(3) 0.06(2) Uiso 1 1 d D . . C1 C 0.8134(5) 0.6610(5) 0.1164(3) 0.0377(12) Uani 1 1 d . . . H1A H 0.8946 0.6502 0.1186 0.045 Uiso 1 1 calc R . . H1B H 0.7900 0.6625 0.0722 0.045 Uiso 1 1 calc R . . C2 C 0.7105(4) 0.5514(4) 0.1434(2) 0.0357(12) Uani 1 1 d . . . H2A H 0.6276 0.5581 0.1384 0.043 Uiso 1 1 calc R . . H2B H 0.7029 0.4699 0.1216 0.043 Uiso 1 1 calc R . . C3 C 0.6439(4) 0.4690(4) 0.2466(2) 0.0302(11) Uani 1 1 d . . . H3A H 0.6197 0.3808 0.2283 0.036 Uiso 1 1 calc R . . H3B H 0.5679 0.4888 0.2431 0.036 Uiso 1 1 calc R . . C4 C 0.6832(4) 0.4780(4) 0.3140(3) 0.0372(13) Uani 1 1 d . . . H4A H 0.7668 0.4721 0.3171 0.045 Uiso 1 1 calc R . . H4B H 0.6209 0.4043 0.3327 0.045 Uiso 1 1 calc R . . C5 C 0.6935(4) 0.5991(5) 0.3518(3) 0.0351(12) Uani 1 1 d . . . H5A H 0.6161 0.6143 0.3429 0.042 Uiso 1 1 calc R . . H5B H 0.6985 0.5883 0.3966 0.042 Uiso 1 1 calc R . . C6 C 0.8209(4) 0.8308(5) 0.3718(2) 0.0325(10) Uani 1 1 d . . . H6A H 0.8478 0.8317 0.4157 0.039 Uiso 1 1 calc R . . H6B H 0.7381 0.8386 0.3708 0.039 Uiso 1 1 calc R . . C7 C 0.9185(4) 0.9404(4) 0.3431(2) 0.0315(10) Uani 1 1 d . . . H7A H 0.9232 1.0212 0.3645 0.038 Uiso 1 1 calc R . . H7B H 1.0031 0.9375 0.3484 0.038 Uiso 1 1 calc R . . C8 C 0.9894(4) 1.0239(4) 0.2422(2) 0.0293(10) Uani 1 1 d . . . H8A H 1.0661 1.0059 0.2481 0.035 Uiso 1 1 calc R . . H8B H 1.0104 1.1119 0.2600 0.035 Uiso 1 1 calc R . . C9 C 0.9557(4) 1.0136(4) 0.1738(2) 0.0328(11) Uani 1 1 d . . . H9A H 1.0217 1.0859 0.1559 0.039 Uiso 1 1 calc R . . H9B H 0.8744 1.0237 0.1689 0.039 Uiso 1 1 calc R . . C10 C 0.9418(4) 0.8916(4) 0.1352(2) 0.0309(10) Uani 1 1 d . . . H10A H 0.9339 0.9026 0.0906 0.037 Uiso 1 1 calc R . . H10B H 1.0194 0.8758 0.1425 0.037 Uiso 1 1 calc R . . C11 C 0.5095(4) 0.2379(4) 0.5509(2) 0.0245(9) Uani 1 1 d . . . H11A H 0.5553 0.3309 0.5599 0.029 Uiso 1 1 calc R . . H11B H 0.4543 0.2047 0.5855 0.029 Uiso 1 1 calc R . . C12 C 0.6670(4) 0.1821(4) 0.6043(2) 0.0250(9) Uani 1 1 d . . . H12A H 0.6031 0.1411 0.6344 0.030 Uiso 1 1 calc R . . H12B H 0.7155 0.2717 0.6207 0.030 Uiso 1 1 calc R . . C13 C 0.7586(4) 0.1153(4) 0.5988(2) 0.0260(9) Uani 1 1 d . . . H13A H 0.8151 0.1492 0.5647 0.031 Uiso 1 1 calc R . . H13B H 0.8127 0.1368 0.6378 0.031 Uiso 1 1 calc R . . C14 C 0.6939(4) -0.0289(4) 0.5865(2) 0.0252(9) Uani 1 1 d . . . H14A H 0.7579 -0.0650 0.5923 0.030 Uiso 1 1 calc R . . H14B H 0.6286 -0.0625 0.6171 0.030 Uiso 1 1 calc R . . C15 C 0.5714(4) -0.2077(4) 0.5099(2) 0.0231(9) Uani 1 1 d . . . H15A H 0.5170 -0.2459 0.5440 0.028 Uiso 1 1 calc R . . H15B H 0.6363 -0.2437 0.5062 0.028 Uiso 1 1 calc R . . C16 C 0.2154(4) 0.9091(5) 0.0107(2) 0.0401(12) Uani 1 1 d . . . H16A H 0.1992 0.8583 -0.0300 0.048 Uiso 1 1 calc R . . H16B H 0.1425 0.9329 0.0175 0.048 Uiso 1 1 calc R . . C17 C 0.2246(5) 0.8301(5) 0.0609(2) 0.0430(13) Uani 1 1 d . . . H17A H 0.1384 0.7650 0.0660 0.052 Uiso 1 1 calc R . . H17B H 0.2523 0.8854 0.1004 0.052 Uiso 1 1 calc R . . C18 C 0.3143(5) 0.7628(5) 0.0512(3) 0.0427(13) Uani 1 1 d . . . H18A H 0.2994 0.7006 0.0824 0.051 Uiso 1 1 calc R . . H18B H 0.2947 0.7156 0.0095 0.051 Uiso 1 1 calc R . . C19 C 0.5384(5) 0.7915(5) 0.0421(3) 0.0438(13) Uani 1 1 d . . . H19A H 0.5110 0.7389 0.0019 0.053 Uiso 1 1 calc R . . H19B H 0.5386 0.7358 0.0747 0.053 Uiso 1 1 calc R . . C20 C 0.6700(5) 0.8940(5) 0.0389(2) 0.0413(13) Uani 1 1 d . . . H20A H 0.6979 0.9454 0.0794 0.050 Uiso 1 1 calc R . . H20B H 0.7311 0.8553 0.0292 0.050 Uiso 1 1 calc R . . C21 C 1.2524(3) 0.3531(3) 0.32204(18) 0.0154(8) Uani 1 1 d . . . C22 C 1.3325(4) 0.2900(4) 0.3314(2) 0.0218(9) Uani 1 1 d . . . H22 H 1.3647 0.2868 0.3718 0.026 Uiso 1 1 calc R . . C23 C 1.3630(4) 0.2322(4) 0.2789(2) 0.0220(9) Uani 1 1 d . . . H23 H 1.4141 0.1856 0.2833 0.026 Uiso 1 1 calc R . . C24 C 1.3193(4) 0.2426(4) 0.22119(19) 0.0184(8) Uani 1 1 d . . . C25 C 1.2391(3) 0.3071(3) 0.21666(19) 0.0178(8) Uani 1 1 d . . . H25 H 1.2066 0.3131 0.1768 0.021 Uiso 1 1 calc R . . C26 C 1.2132(4) 0.4186(4) 0.3767(2) 0.0208(8) Uani 1 1 d . . . C27 C 1.3553(4) 0.1860(4) 0.1632(2) 0.0232(9) Uani 1 1 d . . . C28 C 1.1911(3) 0.7213(3) 0.24117(18) 0.0151(8) Uani 1 1 d . . . C29 C 1.2705(3) 0.8421(3) 0.22681(18) 0.0158(8) Uani 1 1 d . . . H29 H 1.2388 0.9057 0.2229 0.019 Uiso 1 1 calc R . . C30 C 1.3979(3) 0.8669(4) 0.21838(19) 0.0173(8) Uani 1 1 d . . . H30 H 1.4543 0.9480 0.2079 0.021 Uiso 1 1 calc R . . C31 C 1.4419(3) 0.7735(4) 0.22534(18) 0.0157(8) Uani 1 1 d . . . C32 C 1.3561(3) 0.6554(3) 0.24016(18) 0.0152(8) Uani 1 1 d . . . H32 H 1.3858 0.5907 0.2453 0.018 Uiso 1 1 calc R . . C33 C 1.0525(3) 0.6860(3) 0.25260(18) 0.0154(8) Uani 1 1 d . . . C34 C 1.5817(4) 0.8015(4) 0.2183(2) 0.0207(9) Uani 1 1 d . . . C35 C 0.8312(4) 0.2647(3) 0.23614(19) 0.0185(8) Uani 1 1 d . . . C36 C 0.7052(4) 0.1756(4) 0.2371(2) 0.0237(9) Uani 1 1 d . . . H36 H 0.6504 0.1482 0.2005 0.028 Uiso 1 1 calc R . . C37 C 0.6637(4) 0.1294(4) 0.2931(2) 0.0228(9) Uani 1 1 d . . . H37 H 0.5783 0.0703 0.2955 0.027 Uiso 1 1 calc R . . C38 C 0.7457(3) 0.1686(3) 0.34601(18) 0.0167(8) Uani 1 1 d . . . C39 C 0.8690(3) 0.2599(3) 0.34061(18) 0.0163(8) Uani 1 1 d . . . H39 H 0.9258 0.2901 0.3765 0.020 Uiso 1 1 calc R . . C40 C 0.8859(4) 0.3170(4) 0.17554(19) 0.0194(8) Uani 1 1 d . . . C41 C 0.7085(4) 0.1135(4) 0.40801(19) 0.0178(8) Uani 1 1 d . . . O14 O 0.0392(4) 0.2412(4) 0.49825(19) 0.0523(10) Uani 1 1 d . . . O15 O 0.2484(5) 0.5983(4) 0.5243(2) 0.0623(13) Uani 1 1 d . . . H15 H 0.220(4) 0.520(5) 0.490(2) 0.034(13) Uiso 1 1 d D . . H15' H 0.174(6) 0.623(5) 0.512(3) 0.06(2) Uiso 1 1 d D . . O16 O 0.9615(4) 0.5702(5) 0.4132(2) 0.0555(11) Uani 1 1 d D . . H16 H 0.964(6) 0.633(4) 0.439(2) 0.06(2) Uiso 1 1 d D . . H16' H 1.000(6) 0.535(5) 0.436(2) 0.06(2) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0103(2) 0.0152(2) 0.0305(3) 0.0040(2) 0.0024(2) 0.00632(19) Ni2 0.0139(3) 0.0153(3) 0.0143(4) 0.0027(3) 0.0015(3) 0.0037(3) Ni3 0.0181(4) 0.0293(4) 0.0148(4) -0.0021(3) -0.0006(3) 0.0075(3) Zn1 0.0116(2) 0.0156(2) 0.0230(3) 0.00415(18) 0.00192(17) 0.00534(17) N1 0.0137(16) 0.0246(18) 0.037(2) -0.0009(16) 0.0009(15) 0.0075(14) N2 0.0119(16) 0.0196(17) 0.044(2) 0.0005(16) -0.0079(15) 0.0047(14) N3 0.0199(18) 0.0274(19) 0.035(2) 0.0144(16) 0.0083(16) 0.0116(15) N4 0.0156(16) 0.0170(16) 0.038(2) 0.0044(15) 0.0059(15) 0.0077(14) N5 0.0207(17) 0.0171(16) 0.0204(19) 0.0022(14) 0.0037(14) 0.0042(14) N6 0.0202(17) 0.0188(16) 0.0199(19) 0.0040(14) 0.0040(14) 0.0065(14) N7 0.0268(19) 0.043(2) 0.018(2) -0.0023(17) -0.0061(15) 0.0176(17) N8 0.035(2) 0.035(2) 0.017(2) 0.0000(16) -0.0009(17) 0.0104(18) N9 0.0145(15) 0.0121(15) 0.0203(18) 0.0007(13) 0.0035(13) 0.0035(12) N10 0.0120(14) 0.0158(15) 0.0208(18) 0.0057(13) 0.0048(13) 0.0071(12) N11 0.0153(15) 0.0150(15) 0.0168(17) -0.0005(13) 0.0053(13) 0.0077(12) O1 0.0166(13) 0.0222(14) 0.0235(16) -0.0018(12) 0.0001(11) 0.0075(11) O2 0.0403(18) 0.0468(19) 0.0152(16) 0.0048(14) -0.0030(13) 0.0259(16) O3 0.110(4) 0.096(3) 0.026(2) -0.002(2) 0.000(2) 0.087(3) O4 0.0362(17) 0.0315(16) 0.0266(17) 0.0053(13) 0.0090(14) 0.0239(14) O5 0.0114(13) 0.0215(14) 0.043(2) 0.0079(13) 0.0068(12) 0.0077(11) O6 0.0096(12) 0.0173(13) 0.0409(19) 0.0039(12) 0.0034(12) 0.0066(11) O7 0.0121(13) 0.0254(15) 0.046(2) 0.0166(14) 0.0045(13) 0.0108(12) O8 0.0203(15) 0.0275(16) 0.060(2) 0.0217(16) 0.0210(15) 0.0137(13) O9 0.0166(14) 0.0315(16) 0.0193(15) 0.0095(12) 0.0006(11) 0.0042(12) O10 0.0228(15) 0.0401(18) 0.0156(16) 0.0089(13) -0.0030(12) 0.0007(13) O11 0.0139(13) 0.0243(14) 0.0184(15) 0.0054(12) 0.0032(11) 0.0018(11) O12 0.0209(15) 0.0447(19) 0.0242(17) 0.0107(14) 0.0031(13) 0.0070(14) O13 0.0205(16) 0.051(2) 0.0207(17) -0.0102(15) -0.0026(13) 0.0079(16) C1 0.035(3) 0.035(3) 0.042(3) 0.000(2) 0.006(2) 0.014(2) C2 0.030(2) 0.023(2) 0.050(3) -0.011(2) 0.000(2) 0.0091(19) C3 0.0140(19) 0.0155(19) 0.057(3) 0.009(2) -0.006(2) 0.0016(16) C4 0.022(2) 0.025(2) 0.068(4) 0.027(2) 0.012(2) 0.0081(19) C5 0.020(2) 0.041(3) 0.047(3) 0.023(2) 0.013(2) 0.012(2) C6 0.028(2) 0.045(3) 0.025(3) 0.002(2) -0.0029(19) 0.016(2) C7 0.026(2) 0.028(2) 0.040(3) -0.006(2) -0.002(2) 0.0124(19) C8 0.020(2) 0.017(2) 0.049(3) -0.0003(19) 0.007(2) 0.0058(17) C9 0.018(2) 0.024(2) 0.055(3) 0.015(2) 0.011(2) 0.0050(18) C10 0.022(2) 0.035(2) 0.039(3) 0.016(2) 0.014(2) 0.0118(19) C11 0.024(2) 0.022(2) 0.025(2) -0.0015(17) -0.0001(17) 0.0068(17) C12 0.026(2) 0.023(2) 0.020(2) -0.0044(17) 0.0032(17) 0.0050(17) C13 0.020(2) 0.034(2) 0.020(2) -0.0004(18) -0.0051(17) 0.0073(18) C14 0.021(2) 0.032(2) 0.024(2) 0.0108(18) 0.0013(17) 0.0106(18) C15 0.024(2) 0.020(2) 0.028(2) 0.0024(17) -0.0002(18) 0.0108(17) C16 0.019(2) 0.063(3) 0.032(3) -0.006(2) -0.0024(19) 0.012(2) C17 0.028(2) 0.055(3) 0.029(3) -0.003(2) 0.007(2) 0.001(2) C18 0.045(3) 0.034(3) 0.034(3) 0.001(2) 0.013(2) 0.001(2) C19 0.052(3) 0.044(3) 0.040(3) -0.002(2) -0.010(3) 0.026(3) C20 0.047(3) 0.060(3) 0.030(3) 0.008(2) -0.008(2) 0.035(3) C21 0.0154(18) 0.0148(17) 0.016(2) 0.0032(15) 0.0008(15) 0.0055(15) C22 0.023(2) 0.027(2) 0.020(2) 0.0087(17) 0.0025(16) 0.0134(17) C23 0.022(2) 0.024(2) 0.026(2) 0.0070(17) 0.0043(17) 0.0150(17) C24 0.0183(18) 0.0172(18) 0.022(2) 0.0026(16) 0.0034(16) 0.0090(15) C25 0.0172(18) 0.0187(19) 0.016(2) 0.0047(15) -0.0032(15) 0.0054(15) C26 0.0191(19) 0.0185(19) 0.022(2) 0.0018(16) 0.0072(16) 0.0047(16) C27 0.029(2) 0.028(2) 0.017(2) -0.0006(17) 0.0014(17) 0.0159(18) C28 0.0103(17) 0.0173(18) 0.016(2) 0.0009(15) -0.0013(14) 0.0040(14) C29 0.0156(18) 0.0165(18) 0.019(2) 0.0022(15) 0.0020(15) 0.0097(15) C30 0.0115(17) 0.0158(18) 0.021(2) 0.0017(15) 0.0000(15) 0.0023(14) C31 0.0108(17) 0.0186(18) 0.018(2) 0.0013(15) 0.0011(14) 0.0060(14) C32 0.0108(17) 0.0167(18) 0.020(2) 0.0041(15) 0.0003(15) 0.0072(14) C33 0.0100(17) 0.0196(19) 0.016(2) -0.0002(15) -0.0021(14) 0.0061(15) C34 0.0164(19) 0.0198(19) 0.028(2) 0.0025(17) 0.0030(16) 0.0094(16) C35 0.0161(18) 0.0125(17) 0.025(2) 0.0033(15) 0.0037(16) 0.0032(15) C36 0.0146(19) 0.026(2) 0.021(2) 0.0031(17) -0.0018(16) -0.0018(16) C37 0.0164(19) 0.020(2) 0.025(2) 0.0023(17) 0.0018(16) -0.0001(16) C38 0.0175(18) 0.0174(18) 0.016(2) 0.0052(15) 0.0052(15) 0.0075(15) C39 0.0121(17) 0.0197(18) 0.016(2) 0.0032(15) -0.0032(14) 0.0047(15) C40 0.027(2) 0.0168(18) 0.018(2) 0.0030(15) 0.0077(17) 0.0115(16) C41 0.0181(18) 0.0178(18) 0.017(2) 0.0021(15) 0.0042(15) 0.0066(15) O14 0.043(2) 0.061(3) 0.044(2) 0.011(2) 0.0063(18) 0.0105(19) O15 0.084(3) 0.032(2) 0.060(3) 0.006(2) 0.037(3) 0.009(2) O16 0.047(2) 0.068(3) 0.049(3) -0.001(2) 0.000(2) 0.021(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 N2 2.062(4) . ? Ni1 N1 2.068(4) . ? Ni1 N4 2.072(3) . ? Ni1 N3 2.087(4) . ? Ni1 O7 2.120(3) 1_455 ? Ni1 O6 2.140(3) . ? Ni2 N5 2.069(3) . ? Ni2 N5 2.069(3) 2_656 ? Ni2 N6 2.069(3) 2_656 ? Ni2 N6 2.069(3) . ? Ni2 O11 2.168(3) 2_656 ? Ni2 O11 2.168(3) . ? Ni3 N7 2.068(4) . ? Ni3 N7 2.068(4) 2_675 ? Ni3 N8 2.074(4) . ? Ni3 N8 2.074(4) 2_675 ? Ni3 O13 2.127(3) 2_675 ? Ni3 O13 2.127(3) . ? Zn1 O5 2.082(3) . ? Zn1 O9 2.099(3) . ? Zn1 O1 2.102(3) . ? Zn1 N9 2.108(3) . ? Zn1 N11 2.129(3) . ? Zn1 N10 2.145(3) . ? N1 C1 1.463(6) . ? N1 C10 1.483(5) . ? N2 C2 1.482(7) . ? N2 C3 1.494(6) . ? N3 C6 1.480(6) . ? N3 C5 1.484(5) . ? N4 C8 1.481(5) . ? N4 C7 1.481(6) . ? N5 C12 1.464(6) . ? N5 C11 1.471(5) . ? N6 C15 1.465(5) . ? N6 C14 1.466(5) . ? N7 C20 1.462(6) 2_675 ? N7 C16 1.477(6) . ? N8 C19 1.473(7) . ? N8 C18 1.490(6) . ? N9 C21 1.313(5) . ? N9 C25 1.337(5) . ? N10 C28 1.337(5) . ? N10 C32 1.339(5) . ? N11 C35 1.317(5) . ? N11 C39 1.349(5) . ? O1 C26 1.259(5) . ? O2 C26 1.250(5) . ? O3 C27 1.250(5) . ? O4 C27 1.239(5) . ? O5 C33 1.251(5) . ? O6 C33 1.255(4) . ? O7 C34 1.279(5) . ? O7 Ni1 2.120(3) 1_655 ? O8 C34 1.228(5) . ? O9 C40 1.271(5) . ? O10 C40 1.225(5) . ? O11 C41 1.267(5) . ? O12 C41 1.232(5) . ? C1 C2 1.513(7) . ? C3 C4 1.500(7) . ? C4 C5 1.526(7) . ? C6 C7 1.503(7) . ? C8 C9 1.504(7) . ? C9 C10 1.531(7) . ? C11 C15 1.526(6) 2_656 ? C12 C13 1.535(6) . ? C13 C14 1.527(6) . ? C15 C11 1.527(6) 2_656 ? C16 C17 1.500(8) . ? C17 C18 1.528(8) . ? C19 C20 1.509(8) . ? C20 N7 1.462(6) 2_675 ? C21 C22 1.403(5) . ? C21 C26 1.527(6) . ? C22 C23 1.396(6) . ? C23 C24 1.366(6) . ? C24 C25 1.404(5) . ? C24 C27 1.511(6) . ? C28 C29 1.391(5) . ? C28 C33 1.509(5) . ? C29 C30 1.394(5) . ? C30 C31 1.378(5) . ? C31 C32 1.393(5) . ? C31 C34 1.520(5) . ? C35 C36 1.403(5) . ? C35 C40 1.527(6) . ? C36 C37 1.377(6) . ? C37 C38 1.391(6) . ? C38 C39 1.401(5) . ? C38 C41 1.525(5) . ? 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 N1 85.21(15) . . ? N2 Ni1 N4 179.32(16) . . ? N1 Ni1 N4 94.12(15) . . ? N2 Ni1 N3 94.91(15) . . ? N1 Ni1 N3 178.05(13) . . ? N4 Ni1 N3 85.75(15) . . ? N2 Ni1 O7 88.48(13) . 1_455 ? N1 Ni1 O7 92.76(13) . 1_455 ? N4 Ni1 O7 91.65(12) . 1_455 ? N3 Ni1 O7 89.19(13) . 1_455 ? N2 Ni1 O6 93.69(12) . . ? N1 Ni1 O6 87.57(13) . . ? N4 Ni1 O6 86.18(12) . . ? N3 Ni1 O6 90.48(13) . . ? O7 Ni1 O6 177.83(11) 1_455 . ? N5 Ni2 N5 180.0 . 2_656 ? N5 Ni2 N6 85.40(13) . 2_656 ? N5 Ni2 N6 94.60(13) 2_656 2_656 ? N5 Ni2 N6 94.60(13) . . ? N5 Ni2 N6 85.40(13) 2_656 . ? N6 Ni2 N6 180.00(14) 2_656 . ? N5 Ni2 O11 89.71(12) . 2_656 ? N5 Ni2 O11 90.29(12) 2_656 2_656 ? N6 Ni2 O11 91.93(12) 2_656 2_656 ? N6 Ni2 O11 88.07(12) . 2_656 ? N5 Ni2 O11 90.29(12) . . ? N5 Ni2 O11 89.71(12) 2_656 . ? N6 Ni2 O11 88.07(12) 2_656 . ? N6 Ni2 O11 91.93(12) . . ? O11 Ni2 O11 180.0 2_656 . ? N7 Ni3 N7 180.0 . 2_675 ? N7 Ni3 N8 94.57(16) . . ? N7 Ni3 N8 85.43(16) 2_675 . ? N7 Ni3 N8 85.43(16) . 2_675 ? N7 Ni3 N8 94.57(16) 2_675 2_675 ? N8 Ni3 N8 179.999(1) . 2_675 ? N7 Ni3 O13 91.92(14) . 2_675 ? N7 Ni3 O13 88.08(14) 2_675 2_675 ? N8 Ni3 O13 91.50(15) . 2_675 ? N8 Ni3 O13 88.50(15) 2_675 2_675 ? N7 Ni3 O13 88.07(14) . . ? N7 Ni3 O13 91.92(14) 2_675 . ? N8 Ni3 O13 88.50(15) . . ? N8 Ni3 O13 91.50(15) 2_675 . ? O13 Ni3 O13 179.999(1) 2_675 . ? O5 Zn1 O9 88.06(12) . . ? O5 Zn1 O1 100.87(12) . . ? O9 Zn1 O1 165.51(11) . . ? O5 Zn1 N9 170.33(11) . . ? O9 Zn1 N9 94.73(12) . . ? O1 Zn1 N9 78.36(12) . . ? O5 Zn1 N11 88.90(11) . . ? O9 Zn1 N11 77.90(12) . . ? O1 Zn1 N11 90.77(12) . . ? N9 Zn1 N11 100.74(12) . . ? O5 Zn1 N10 77.86(11) . . ? O9 Zn1 N10 98.33(12) . . ? O1 Zn1 N10 94.72(12) . . ? N9 Zn1 N10 92.56(11) . . ? N11 Zn1 N10 166.40(11) . . ? C1 N1 C10 114.0(4) . . ? C1 N1 Ni1 106.1(3) . . ? C10 N1 Ni1 117.0(3) . . ? C2 N2 C3 114.9(3) . . ? C2 N2 Ni1 106.1(3) . . ? C3 N2 Ni1 114.8(3) . . ? C6 N3 C5 113.7(4) . . ? C6 N3 Ni1 105.5(3) . . ? C5 N3 Ni1 114.7(3) . . ? C8 N4 C7 113.5(3) . . ? C8 N4 Ni1 116.6(3) . . ? C7 N4 Ni1 105.5(2) . . ? C12 N5 C11 112.8(3) . . ? C12 N5 Ni2 115.6(3) . . ? C11 N5 Ni2 105.5(2) . . ? C15 N6 C14 113.9(3) . . ? C15 N6 Ni2 106.2(2) . . ? C14 N6 Ni2 115.8(3) . . ? C20 N7 C16 114.4(4) 2_675 . ? C20 N7 Ni3 105.4(3) 2_675 . ? C16 N7 Ni3 116.4(3) . . ? C19 N8 C18 113.4(4) . . ? C19 N8 Ni3 104.5(3) . . ? C18 N8 Ni3 115.5(3) . . ? C21 N9 C25 119.5(3) . . ? C21 N9 Zn1 113.5(3) . . ? C25 N9 Zn1 127.1(3) . . ? C28 N10 C32 119.3(3) . . ? C28 N10 Zn1 112.3(2) . . ? C32 N10 Zn1 128.5(2) . . ? C35 N11 C39 119.3(3) . . ? C35 N11 Zn1 112.4(3) . . ? C39 N11 Zn1 128.1(3) . . ? C26 O1 Zn1 115.6(3) . . ? C33 O5 Zn1 116.7(2) . . ? C33 O6 Ni1 127.6(2) . . ? C34 O7 Ni1 125.7(3) . 1_655 ? C40 O9 Zn1 114.7(3) . . ? C41 O11 Ni2 125.8(3) . . ? N1 C1 C2 109.8(4) . . ? N2 C2 C1 108.0(4) . . ? N2 C3 C4 113.2(3) . . ? C3 C4 C5 114.8(4) . . ? N3 C5 C4 111.5(4) . . ? N3 C6 C7 109.5(4) . . ? N4 C7 C6 110.7(4) . . ? N4 C8 C9 112.6(4) . . ? C8 C9 C10 117.4(4) . . ? N1 C10 C9 111.9(4) . . ? N5 C11 C15 108.8(3) . 2_656 ? N5 C12 C13 113.0(3) . . ? C14 C13 C12 114.8(3) . . ? N6 C14 C13 112.4(3) . . ? N6 C15 C11 108.8(3) . 2_656 ? N7 C16 C17 111.8(4) . . ? C16 C17 C18 116.6(4) . . ? N8 C18 C17 112.4(4) . . ? N8 C19 C20 108.2(4) . . ? N7 C20 C19 108.9(4) 2_675 . ? N9 C21 C22 122.9(4) . . ? N9 C21 C26 116.0(3) . . ? C22 C21 C26 121.0(4) . . ? C23 C22 C21 117.3(4) . . ? C24 C23 C22 120.1(4) . . ? C23 C24 C25 118.4(4) . . ? C23 C24 C27 121.4(3) . . ? C25 C24 C27 120.2(4) . . ? N9 C25 C24 121.9(4) . . ? O2 C26 O1 126.1(4) . . ? O2 C26 C21 117.8(4) . . ? O1 C26 C21 116.2(4) . . ? O4 C27 O3 125.4(4) . . ? O4 C27 C24 117.1(4) . . ? O3 C27 C24 117.6(4) . . ? N10 C28 C29 122.3(3) . . ? N10 C28 C33 115.6(3) . . ? C29 C28 C33 122.0(3) . . ? C28 C29 C30 118.0(3) . . ? C31 C30 C29 119.8(3) . . ? C30 C31 C32 118.5(3) . . ? C30 C31 C34 120.0(3) . . ? C32 C31 C34 121.5(3) . . ? N10 C32 C31 122.1(3) . . ? O5 C33 O6 126.2(3) . . ? O5 C33 C28 117.0(3) . . ? O6 C33 C28 116.8(3) . . ? O8 C34 O7 126.3(4) . . ? O8 C34 C31 117.2(3) . . ? O7 C34 C31 116.5(3) . . ? N11 C35 C36 123.0(4) . . ? N11 C35 C40 116.2(3) . . ? C36 C35 C40 120.8(4) . . ? C37 C36 C35 117.6(4) . . ? C36 C37 C38 120.6(4) . . ? C37 C38 C39 117.5(4) . . ? C37 C38 C41 123.0(3) . . ? C39 C38 C41 119.4(3) . . ? N11 C39 C38 122.0(3) . . ? O10 C40 O9 124.7(4) . . ? O10 C40 C35 119.8(4) . . ? O9 C40 C35 115.5(3) . . ? O12 C41 O11 128.0(4) . . ? O12 C41 C38 117.2(3) . . ? O11 C41 C38 114.7(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 N6 H6 O12 0.87(2) 2.23(4) 2.928(4) 136(5) . O15 H15 O2 1.06(5) 1.89(5) 2.881(5) 155(4) 1_455 N1 H1 O8 0.854(19) 2.21(3) 3.005(4) 155(5) 1_455 N5 H5 O15 0.87(2) 2.26(4) 3.003(5) 144(5) 2_666 O16 H16 O14 0.867(19) 1.93(2) 2.791(6) 174(6) 2_666 O13 H13' O4 0.827(19) 1.96(4) 2.669(4) 144(6) 1_465 N7 H7 O3 0.868(19) 2.12(2) 2.990(5) 178(4) 1_465 O13 H13 O10 0.814(19) 2.00(3) 2.752(4) 153(5) 1_565 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 1 0.035 0.500 0.000 236.0 61.4 2 0.073 0.016 0.487 8.7 -0.3 3 0.500 0.500 0.500 23.1 -0.7 4 0.913 0.980 0.515 6.7 0.0 _platon_squeeze_details ; ; _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 27.01 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.621 _refine_diff_density_min -0.522 _refine_diff_density_rms 0.108 data_mo_10405a _database_code_depnum_ccdc_archive 'CCDC 889540' #TrackingRef 'compound-6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C41 H71 N11 Ni O19 Zn2' _chemical_formula_weight 1211.54 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.5109(14) _cell_length_b 11.5916(14) _cell_length_c 21.717(3) _cell_angle_alpha 91.170(2) _cell_angle_beta 94.449(2) _cell_angle_gamma 113.834(2) _cell_volume 2638.3(6) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9889 _cell_measurement_theta_min 2.24 _cell_measurement_theta_max 28.28 _exptl_crystal_description prism _exptl_crystal_colour purple _exptl_crystal_size_max 0.51 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.525 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1268 _exptl_absorpt_coefficient_mu 1.337 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5488 _exptl_absorpt_correction_T_max 0.7758 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 4.36 _diffrn_reflns_number 20238 _diffrn_reflns_av_R_equivalents 0.0226 _diffrn_reflns_av_sigmaI/netI 0.0443 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 0.94 _diffrn_reflns_theta_max 28.28 _reflns_number_total 12864 _reflns_number_gt 10920 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _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^)+(0.0904P)^2^+4.0354P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 12864 _refine_ls_number_parameters 739 _refine_ls_number_restraints 21 _refine_ls_R_factor_all 0.0585 _refine_ls_R_factor_gt 0.0497 _refine_ls_wR_factor_ref 0.1611 _refine_ls_wR_factor_gt 0.1532 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.071 _refine_ls_shift/su_max 0.003 _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 Zn1 Zn -0.23475(3) 0.19317(3) 0.255912(18) 0.02309(10) Uani 1 1 d . . . Zn2 Zn 0.5000 0.5000 0.0000 0.02256(12) Uani 1 2 d S . . Zn3 Zn 0.5000 0.5000 0.5000 0.02896(14) Uani 1 2 d S . . Ni1 Ni 0.04968(3) -0.08360(3) 0.233129(17) 0.01558(10) Uani 1 1 d . . . N1 N 0.1478(2) -0.1970(2) 0.23392(11) 0.0158(4) Uani 1 1 d . . . N2 N 0.1979(2) 0.0847(2) 0.21640(11) 0.0170(5) Uani 1 1 d . . . N3 N -0.1190(2) -0.2280(2) 0.25390(11) 0.0152(4) Uani 1 1 d . . . N4 N -0.4280(3) 0.1200(2) 0.22195(14) 0.0247(5) Uani 1 1 d D . . H4' H -0.445(4) 0.188(3) 0.2268(19) 0.030(10) Uiso 1 1 d D . . N5 N -0.1994(3) 0.1994(3) 0.16271(15) 0.0291(6) Uani 1 1 d . . . H5' H -0.188(3) 0.129(4) 0.1557(17) 0.017(9) Uiso 1 1 d . . . N6 N -0.0431(3) 0.2583(3) 0.29023(16) 0.0318(7) Uani 1 1 d . . . H6' H -0.016(4) 0.193(4) 0.286(2) 0.031(10) Uiso 1 1 d . . . N7 N -0.2712(3) 0.1751(3) 0.34874(14) 0.0270(6) Uani 1 1 d D . . H7' H -0.281(4) 0.244(3) 0.362(2) 0.035(11) Uiso 1 1 d D . . N8 N 0.6827(2) 0.6020(2) 0.04467(11) 0.0201(5) Uani 1 1 d . . . H8' H 0.732(4) 0.664(4) 0.0230(17) 0.017(8) Uiso 1 1 d . . . N9 N 0.4292(2) 0.6331(2) 0.02383(12) 0.0214(5) Uani 1 1 d D . . H9' H 0.457(5) 0.696(3) -0.0026(19) 0.046(13) Uiso 1 1 d D . . N10 N 0.6491(3) 0.5480(3) 0.44277(15) 0.0386(7) Uani 1 1 d D . . H10' H 0.608(4) 0.525(4) 0.4050(12) 0.043(13) Uiso 1 1 d D . . N11 N 0.4763(4) 0.6679(3) 0.49038(14) 0.0345(7) Uani 1 1 d D . . H11' H 0.407(6) 0.660(10) 0.465(4) 0.16(4) Uiso 1 1 d D . . O1 O 0.0197(2) -0.1422(2) 0.14077(10) 0.0215(4) Uani 1 1 d . . . O2 O 0.0886(3) -0.2396(2) 0.07131(11) 0.0312(5) Uani 1 1 d . . . O3 O 0.3763(2) -0.4196(2) 0.32686(11) 0.0306(5) Uani 1 1 d . . . O4 O 0.3057(4) -0.3086(4) 0.38636(13) 0.0611(11) Uani 1 1 d . . . O5 O 0.1128(2) -0.0089(2) 0.32231(10) 0.0233(4) Uani 1 1 d . . . O6 O 0.2080(3) 0.1789(2) 0.37381(11) 0.0340(6) Uani 1 1 d . . . O7 O 0.4370(2) 0.4063(2) 0.08830(10) 0.0255(5) Uani 1 1 d . . . O8 O 0.3839(3) 0.2047(2) 0.05828(12) 0.0385(6) Uani 1 1 d . . . O9 O -0.0671(2) 0.0109(2) 0.23108(11) 0.0238(5) Uani 1 1 d . . . O10 O -0.2595(2) -0.0083(2) 0.25353(12) 0.0251(5) Uani 1 1 d . . . O11 O -0.3815(2) -0.6358(2) 0.31165(14) 0.0339(6) Uani 1 1 d . . . O12 O -0.2176(2) -0.6139(2) 0.25655(13) 0.0291(5) Uani 1 1 d . . . O13 O 0.3615(3) 0.4215(3) 0.41756(12) 0.0387(6) Uani 1 1 d D . . H13A H 0.368(4) 0.476(4) 0.389(2) 0.031(11) Uiso 1 1 d . . . H13B H 0.319(4) 0.349(2) 0.403(2) 0.047(14) Uiso 1 1 d D . . C1 C 0.1502(3) -0.2449(3) 0.17761(13) 0.0174(5) Uani 1 1 d . . . C2 C 0.2112(3) -0.3237(3) 0.16833(14) 0.0231(6) Uani 1 1 d . . . H2 H 0.2129 -0.3551 0.1278 0.028 Uiso 1 1 calc R . . C3 C 0.2700(3) -0.3565(3) 0.21893(15) 0.0235(6) Uani 1 1 d . . . H3 H 0.3133 -0.4100 0.2135 0.028 Uiso 1 1 calc R . . C4 C 0.2648(3) -0.3101(3) 0.27778(14) 0.0201(6) Uani 1 1 d . . . C5 C 0.2030(3) -0.2293(3) 0.28308(14) 0.0192(5) Uani 1 1 d . . . H5 H 0.1999 -0.1962 0.3230 0.023 Uiso 1 1 calc R . . C6 C 0.0806(3) -0.2062(3) 0.12468(14) 0.0199(6) Uani 1 1 d . . . C7 C 0.3215(3) -0.3485(3) 0.33490(15) 0.0262(6) Uani 1 1 d . . . C8 C 0.2394(3) 0.1646(3) 0.26724(13) 0.0175(5) Uani 1 1 d . . . C9 C 0.3272(3) 0.2887(3) 0.26492(14) 0.0257(6) Uani 1 1 d . . . H9 H 0.3557 0.3435 0.3012 0.031 Uiso 1 1 calc R . . C10 C 0.3726(3) 0.3310(3) 0.20873(15) 0.0250(6) Uani 1 1 d . . . H10 H 0.4307 0.4163 0.2059 0.030 Uiso 1 1 calc R . . C11 C 0.3330(3) 0.2487(3) 0.15658(13) 0.0186(5) Uani 1 1 d . . . C12 C 0.2443(3) 0.1263(3) 0.16263(13) 0.0194(5) Uani 1 1 d . . . H12 H 0.2153 0.0696 0.1270 0.023 Uiso 1 1 calc R . . C13 C 0.1839(3) 0.1087(3) 0.32641(13) 0.0201(6) Uani 1 1 d . . . C14 C 0.3881(3) 0.2900(3) 0.09555(14) 0.0215(6) Uani 1 1 d . . . C15 C -0.1451(3) -0.3505(3) 0.26099(13) 0.0171(5) Uani 1 1 d . . . H15 H -0.0798 -0.3795 0.2563 0.021 Uiso 1 1 calc R . . C16 C -0.2644(3) -0.4368(3) 0.27492(13) 0.0172(5) Uani 1 1 d . . . C17 C -0.3585(3) -0.3933(3) 0.28139(13) 0.0182(5) Uani 1 1 d . . . H17 H -0.4400 -0.4493 0.2919 0.022 Uiso 1 1 calc R . . C18 C -0.3335(3) -0.2676(3) 0.27246(13) 0.0175(5) Uani 1 1 d . . . H18 H -0.3979 -0.2368 0.2758 0.021 Uiso 1 1 calc R . . C19 C -0.2126(3) -0.1882(2) 0.25862(12) 0.0151(5) Uani 1 1 d . . . C20 C -0.1771(3) -0.0499(3) 0.24705(14) 0.0175(5) Uani 1 1 d . . . C21 C -0.2903(3) -0.5747(3) 0.28159(15) 0.0212(6) Uani 1 1 d . . . C22 C -0.4312(4) 0.0854(4) 0.15605(17) 0.0328(7) Uani 1 1 d . . . H22A H -0.5127 0.0777 0.1339 0.039 Uiso 1 1 calc R . . H22B H -0.4253 0.0028 0.1517 0.039 Uiso 1 1 calc R . . C23 C -0.3204(4) 0.1861(4) 0.12837(18) 0.0380(8) Uani 1 1 d . . . H23A H -0.3207 0.1623 0.0843 0.046 Uiso 1 1 calc R . . H23B H -0.3290 0.2676 0.1307 0.046 Uiso 1 1 calc R . . C24 C -0.0866(4) 0.3120(4) 0.1484(2) 0.0409(9) Uani 1 1 d . . . H24A H -0.1017 0.3889 0.1565 0.049 Uiso 1 1 calc R . . H24B H -0.0745 0.3065 0.1039 0.049 Uiso 1 1 calc R . . C25 C 0.0335(4) 0.3226(4) 0.1869(2) 0.0452(11) Uani 1 1 d . . . H25A H 0.0394 0.2398 0.1836 0.054 Uiso 1 1 calc R . . H25B H 0.1079 0.3847 0.1684 0.054 Uiso 1 1 calc R . . C26 C 0.0445(3) 0.3613(3) 0.2549(2) 0.0408(10) Uani 1 1 d . . . H26A H 0.1334 0.3851 0.2728 0.049 Uiso 1 1 calc R . . H26B H 0.0245 0.4364 0.2592 0.049 Uiso 1 1 calc R . . C27 C -0.0397(4) 0.2905(4) 0.3560(2) 0.0399(9) Uani 1 1 d . . . H27A H -0.0456 0.3730 0.3612 0.048 Uiso 1 1 calc R . . H27B H 0.0419 0.2977 0.3779 0.048 Uiso 1 1 calc R . . C28 C -0.1507(4) 0.1885(4) 0.38338(19) 0.0395(9) Uani 1 1 d . . . H28A H -0.1415 0.1073 0.3809 0.047 Uiso 1 1 calc R . . H28B H -0.1511 0.2116 0.4275 0.047 Uiso 1 1 calc R . . C29 C -0.3840(4) 0.0608(3) 0.36251(17) 0.0303(7) Uani 1 1 d . . . H29A H -0.3955 0.0643 0.4071 0.036 Uiso 1 1 calc R . . H29B H -0.3682 -0.0154 0.3534 0.036 Uiso 1 1 calc R . . C30 C -0.5052(3) 0.0501(3) 0.32487(19) 0.0324(7) Uani 1 1 d . . . H30A H -0.5126 0.1319 0.3295 0.039 Uiso 1 1 calc R . . H30B H -0.5789 -0.0142 0.3429 0.039 Uiso 1 1 calc R . . C31 C -0.5154(3) 0.0153(3) 0.25615(17) 0.0281(7) Uani 1 1 d . . . H31A H -0.4952 -0.0594 0.2507 0.034 Uiso 1 1 calc R . . H31B H -0.6042 -0.0080 0.2383 0.034 Uiso 1 1 calc R . . C32 C 0.7103(3) 0.4302(3) -0.00976(16) 0.0267(6) Uani 1 1 d . . . H32A H 0.7486 0.4836 -0.0440 0.032 Uiso 1 1 calc R . . H32B H 0.7465 0.3662 -0.0056 0.032 Uiso 1 1 calc R . . C33 C 0.7414(3) 0.5115(3) 0.05022(16) 0.0268(6) Uani 1 1 d . . . H33A H 0.7087 0.4573 0.0850 0.032 Uiso 1 1 calc R . . H33B H 0.8350 0.5572 0.0588 0.032 Uiso 1 1 calc R . . C34 C 0.6857(3) 0.6681(3) 0.10452(14) 0.0264(6) Uani 1 1 d . . . H34A H 0.7756 0.7173 0.1209 0.032 Uiso 1 1 calc R . . H34B H 0.6448 0.6046 0.1346 0.032 Uiso 1 1 calc R . . C35 C 0.6181(3) 0.7566(3) 0.09859(15) 0.0280(7) Uani 1 1 d . . . H35A H 0.6519 0.8122 0.0644 0.034 Uiso 1 1 calc R . . H35B H 0.6404 0.8111 0.1371 0.034 Uiso 1 1 calc R . . C36 C 0.4722(3) 0.6934(3) 0.08661(15) 0.0265(6) Uani 1 1 d . . . H36A H 0.4380 0.6289 0.1172 0.032 Uiso 1 1 calc R . . H36B H 0.4373 0.7578 0.0925 0.032 Uiso 1 1 calc R . . C37 C 0.7400(4) 0.6831(5) 0.4483(2) 0.0487(11) Uani 1 1 d . . . H37A H 0.8026 0.6979 0.4174 0.058 Uiso 1 1 calc R . . H37B H 0.7874 0.7023 0.4899 0.058 Uiso 1 1 calc R . . C38 C 0.6742(5) 0.7713(4) 0.4387(2) 0.0497(11) Uani 1 1 d . . . H38A H 0.6180 0.7435 0.3995 0.060 Uiso 1 1 calc R . . H38B H 0.7401 0.8566 0.4332 0.060 Uiso 1 1 calc R . . C39 C 0.5944(5) 0.7826(4) 0.48960(19) 0.0470(11) Uani 1 1 d . . . H39A H 0.6451 0.7974 0.5302 0.056 Uiso 1 1 calc R . . H39B H 0.5728 0.8561 0.4829 0.056 Uiso 1 1 calc R . . C40 C 0.3958(5) 0.6709(4) 0.5396(2) 0.0488(11) Uani 1 1 d . . . H40A H 0.3578 0.7323 0.5305 0.059 Uiso 1 1 calc R . . H40B H 0.4483 0.6977 0.5798 0.059 Uiso 1 1 calc R . . C41 C 0.2915(5) 0.5409(5) 0.5430(2) 0.0500(11) Uani 1 1 d . . . H41A H 0.2364 0.5417 0.5756 0.060 Uiso 1 1 calc R . . H41B H 0.2381 0.5144 0.5030 0.060 Uiso 1 1 calc R . . O14 O 0.2576(4) 0.9676(3) 0.00390(16) 0.0536(8) Uani 1 1 d D . . H14A H 0.310(4) 0.953(4) 0.0329(16) 0.038(12) Uiso 1 1 d D . . H14B H 0.228(5) 0.895(3) -0.016(2) 0.057 Uiso 1 1 d D . . O15 O 0.9264(4) 0.0422(3) 0.08919(15) 0.0508(8) Uani 1 1 d D . . H15A H 0.869(4) 0.023(5) 0.059(2) 0.068(18) Uiso 1 1 d D . . H15B H 0.934(8) -0.027(4) 0.095(4) 0.15(4) Uiso 1 1 d D . . O16 O 0.0446(9) 0.6160(9) 0.4228(6) 0.212(5) Uani 1 1 d U . . O17 O 0.0840(8) 0.8713(7) 0.4358(3) 0.118(2) Uani 1 1 d D . . H17A H 0.049(4) 0.930(4) 0.460(2) 0.035(11) Uiso 1 1 d . . . H17B H 0.161(3) 0.887(6) 0.452(3) 0.053 Uiso 1 1 d D . . O18 O 0.3553(8) 0.9132(7) 0.4597(3) 0.130(3) Uani 1 1 d . . . O19 O 0.0988(3) 0.2433(5) 0.0239(2) 0.0710(13) Uani 1 1 d D . . H19A H 0.090(6) 0.167(5) 0.000(3) 0.059(18) Uiso 1 1 d D . . H19B H 0.049(6) 0.203(6) 0.050(3) 0.089 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.01700(18) 0.01529(17) 0.0363(2) 0.00335(14) 0.00496(14) 0.00539(13) Zn2 0.0182(2) 0.0237(3) 0.0227(2) -0.00424(19) -0.00064(18) 0.0061(2) Zn3 0.0375(3) 0.0257(3) 0.0208(3) 0.0028(2) 0.0007(2) 0.0101(2) Ni1 0.01412(17) 0.01090(17) 0.02091(19) 0.00320(13) 0.00355(13) 0.00382(13) N1 0.0136(10) 0.0131(10) 0.0192(11) 0.0032(8) 0.0033(8) 0.0033(9) N2 0.0151(11) 0.0133(10) 0.0208(11) 0.0023(9) 0.0030(9) 0.0037(9) N3 0.0157(11) 0.0110(10) 0.0191(11) 0.0028(8) 0.0032(8) 0.0052(9) N4 0.0187(12) 0.0144(12) 0.0420(16) 0.0056(11) 0.0029(11) 0.0076(10) N5 0.0278(14) 0.0198(13) 0.0434(17) 0.0096(12) 0.0123(12) 0.0116(11) N6 0.0180(13) 0.0155(12) 0.060(2) -0.0011(12) 0.0024(12) 0.0051(10) N7 0.0269(14) 0.0159(12) 0.0379(15) 0.0033(11) 0.0023(11) 0.0083(11) N8 0.0189(12) 0.0200(12) 0.0156(11) 0.0033(9) 0.0003(9) 0.0022(10) N9 0.0209(12) 0.0196(12) 0.0208(12) 0.0033(10) 0.0057(9) 0.0044(10) N10 0.0411(18) 0.0406(18) 0.0245(15) 0.0005(13) 0.0026(13) 0.0070(15) N11 0.0505(19) 0.0270(15) 0.0246(14) -0.0025(11) -0.0042(13) 0.0159(14) O1 0.0204(10) 0.0205(10) 0.0229(10) 0.0046(8) 0.0009(8) 0.0076(8) O2 0.0418(14) 0.0359(13) 0.0197(11) 0.0034(10) 0.0038(10) 0.0194(12) O3 0.0320(13) 0.0378(14) 0.0315(12) 0.0097(10) 0.0056(10) 0.0231(11) O4 0.100(3) 0.097(3) 0.0240(13) -0.0057(15) -0.0095(15) 0.082(3) O5 0.0270(11) 0.0164(10) 0.0225(10) 0.0030(8) 0.0059(8) 0.0038(9) O6 0.0445(15) 0.0256(12) 0.0210(11) -0.0005(9) 0.0049(10) 0.0030(11) O7 0.0275(11) 0.0178(10) 0.0231(11) 0.0051(8) 0.0053(9) 0.0003(9) O8 0.0568(17) 0.0219(12) 0.0284(13) 0.0028(10) 0.0199(12) 0.0046(12) O9 0.0220(11) 0.0133(9) 0.0380(12) 0.0091(9) 0.0085(9) 0.0078(8) O10 0.0206(10) 0.0154(10) 0.0432(13) 0.0067(9) 0.0052(9) 0.0108(9) O11 0.0294(12) 0.0194(11) 0.0591(17) 0.0186(11) 0.0224(12) 0.0123(10) O12 0.0262(11) 0.0131(10) 0.0518(15) 0.0061(10) 0.0171(10) 0.0094(9) O13 0.0570(18) 0.0241(13) 0.0234(12) -0.0006(10) -0.0130(11) 0.0077(12) C1 0.0131(12) 0.0168(13) 0.0198(13) 0.0027(10) 0.0023(10) 0.0032(10) C2 0.0279(15) 0.0238(15) 0.0207(14) 0.0015(11) 0.0051(11) 0.0131(13) C3 0.0206(14) 0.0248(15) 0.0285(15) 0.0010(12) 0.0047(11) 0.0125(12) C4 0.0183(13) 0.0208(14) 0.0212(14) 0.0045(11) 0.0021(10) 0.0079(11) C5 0.0173(13) 0.0181(13) 0.0207(13) 0.0015(10) 0.0018(10) 0.0055(11) C6 0.0187(13) 0.0171(13) 0.0200(13) 0.0038(10) 0.0014(10) 0.0034(11) C7 0.0258(15) 0.0305(16) 0.0253(15) 0.0018(13) -0.0015(12) 0.0152(13) C8 0.0168(13) 0.0175(13) 0.0176(13) 0.0018(10) 0.0015(10) 0.0063(11) C9 0.0286(16) 0.0200(14) 0.0198(14) -0.0031(11) 0.0003(12) 0.0014(12) C10 0.0229(15) 0.0169(14) 0.0257(15) 0.0018(11) 0.0017(12) -0.0015(12) C11 0.0157(13) 0.0188(13) 0.0205(13) 0.0059(11) 0.0034(10) 0.0056(11) C12 0.0206(13) 0.0161(13) 0.0189(13) -0.0014(10) -0.0001(10) 0.0053(11) C13 0.0210(14) 0.0207(14) 0.0173(13) 0.0047(11) 0.0021(10) 0.0070(11) C14 0.0197(14) 0.0189(13) 0.0223(14) 0.0046(11) 0.0046(11) 0.0038(11) C15 0.0156(12) 0.0119(12) 0.0232(13) 0.0026(10) 0.0026(10) 0.0049(10) C16 0.0182(13) 0.0132(12) 0.0199(13) 0.0024(10) 0.0037(10) 0.0055(10) C17 0.0157(12) 0.0143(12) 0.0228(13) 0.0031(10) 0.0056(10) 0.0036(10) C18 0.0173(13) 0.0153(12) 0.0215(13) 0.0011(10) 0.0033(10) 0.0079(11) C19 0.0174(12) 0.0105(11) 0.0172(12) 0.0024(9) 0.0015(10) 0.0054(10) C20 0.0174(13) 0.0112(12) 0.0238(14) 0.0039(10) 0.0026(10) 0.0052(10) C21 0.0183(13) 0.0120(12) 0.0327(16) 0.0054(11) 0.0035(11) 0.0051(11) C22 0.0310(18) 0.0301(17) 0.0377(19) 0.0037(14) -0.0035(14) 0.0138(15) C23 0.043(2) 0.042(2) 0.0345(19) 0.0136(16) 0.0067(16) 0.0223(18) C24 0.041(2) 0.0275(18) 0.060(3) 0.0181(17) 0.0255(19) 0.0159(16) C25 0.0274(18) 0.0220(17) 0.089(3) 0.0107(19) 0.029(2) 0.0081(14) C26 0.0187(16) 0.0184(16) 0.082(3) 0.0021(17) 0.0110(17) 0.0033(13) C27 0.0271(18) 0.0312(19) 0.055(2) -0.0083(17) -0.0108(16) 0.0085(15) C28 0.037(2) 0.037(2) 0.041(2) -0.0005(16) -0.0098(16) 0.0138(17) C29 0.0362(18) 0.0168(14) 0.0362(18) 0.0078(13) 0.0091(14) 0.0077(13) C30 0.0247(16) 0.0197(15) 0.051(2) 0.0072(14) 0.0135(15) 0.0051(13) C31 0.0151(14) 0.0167(14) 0.048(2) 0.0036(13) 0.0033(13) 0.0022(11) C32 0.0203(15) 0.0265(16) 0.0329(17) 0.0064(13) 0.0065(12) 0.0083(13) C33 0.0215(15) 0.0276(16) 0.0288(16) 0.0066(13) -0.0009(12) 0.0076(13) C34 0.0262(15) 0.0285(16) 0.0161(13) -0.0007(12) -0.0012(11) 0.0033(13) C35 0.0313(17) 0.0210(15) 0.0224(15) -0.0019(12) 0.0025(12) 0.0011(13) C36 0.0315(17) 0.0229(15) 0.0217(15) -0.0022(12) 0.0063(12) 0.0070(13) C37 0.042(2) 0.050(3) 0.036(2) 0.0054(18) 0.0046(17) -0.0014(19) C38 0.058(3) 0.036(2) 0.035(2) 0.0096(17) 0.0009(19) -0.001(2) C39 0.067(3) 0.0256(18) 0.035(2) -0.0007(15) -0.0134(19) 0.0085(19) C40 0.070(3) 0.045(2) 0.038(2) -0.0084(18) 0.004(2) 0.031(2) C41 0.046(2) 0.058(3) 0.047(2) -0.004(2) 0.0104(19) 0.021(2) O14 0.061(2) 0.0440(18) 0.0434(18) 0.0038(14) 0.0052(15) 0.0085(16) O15 0.059(2) 0.0441(18) 0.0441(18) 0.0120(14) -0.0053(15) 0.0172(16) O16 0.133(6) 0.144(7) 0.375(13) -0.054(8) 0.069(8) 0.067(6) O17 0.192(7) 0.121(5) 0.080(4) 0.047(4) 0.060(4) 0.093(6) O18 0.216(8) 0.114(5) 0.097(4) 0.020(4) 0.030(5) 0.101(6) O19 0.0333(17) 0.095(3) 0.062(2) 0.044(2) 0.0012(16) 0.0016(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N7 2.088(3) . ? Zn1 N6 2.090(3) . ? Zn1 N5 2.092(3) . ? Zn1 N4 2.099(3) . ? Zn1 O12 2.164(2) 1_565 ? Zn1 O10 2.234(2) . ? Zn2 N9 2.089(3) . ? Zn2 N9 2.089(3) 2_665 ? Zn2 N8 2.095(2) 2_665 ? Zn2 N8 2.095(2) . ? Zn2 O7 2.246(2) . ? Zn2 O7 2.247(2) 2_665 ? Zn3 N11 2.084(3) . ? Zn3 N11 2.084(3) 2_666 ? Zn3 N10 2.095(3) 2_666 ? Zn3 N10 2.095(3) . ? Zn3 O13 2.212(3) 2_666 ? Zn3 O13 2.212(3) . ? Ni1 O9 2.047(2) . ? Ni1 N1 2.050(2) . ? Ni1 O5 2.058(2) . ? Ni1 O1 2.062(2) . ? Ni1 N2 2.070(2) . ? Ni1 N3 2.077(2) . ? N1 C5 1.337(4) . ? N1 C1 1.339(4) . ? N2 C12 1.339(4) . ? N2 C8 1.351(4) . ? N3 C19 1.342(4) . ? N3 C15 1.342(3) . ? N4 C22 1.472(5) . ? N4 C31 1.484(4) . ? N5 C23 1.477(5) . ? N5 C24 1.482(5) . ? N6 C27 1.463(6) . ? N6 C26 1.488(5) . ? N7 C28 1.474(5) . ? N7 C29 1.489(4) . ? N8 C33 1.462(4) . ? N8 C34 1.486(4) . ? N9 C36 1.473(4) . ? N9 C32 1.474(4) 2_665 ? N10 C41 1.475(6) 2_666 ? N10 C37 1.487(6) . ? N11 C39 1.469(6) . ? N11 C40 1.477(6) . ? O1 C6 1.268(4) . ? O2 C6 1.237(4) . ? O3 C7 1.241(4) . ? O4 C7 1.255(4) . ? O5 C13 1.272(4) . ? O6 C13 1.240(4) . ? O7 C14 1.252(4) . ? O8 C14 1.249(4) . ? O9 C20 1.256(4) . ? O10 C20 1.242(4) . ? O11 C21 1.247(4) . ? O12 C21 1.253(4) . ? O12 Zn1 2.164(2) 1_545 ? C1 C2 1.380(4) . ? C1 C6 1.528(4) . ? C2 C3 1.385(4) . ? C3 C4 1.392(4) . ? C4 C5 1.393(4) . ? C4 C7 1.515(4) . ? C8 C9 1.389(4) . ? C8 C13 1.518(4) . ? C9 C10 1.385(4) . ? C10 C11 1.388(4) . ? C11 C12 1.389(4) . ? C11 C14 1.516(4) . ? C15 C16 1.395(4) . ? C16 C17 1.382(4) . ? C16 C21 1.515(4) . ? C17 C18 1.387(4) . ? C18 C19 1.384(4) . ? C19 C20 1.518(4) . ? C22 C23 1.515(5) . ? C24 C25 1.518(6) . ? C25 C26 1.516(7) . ? C27 C28 1.520(6) . ? C29 C30 1.520(5) . ? C30 C31 1.521(5) . ? C32 N9 1.474(4) 2_665 ? C32 C33 1.523(5) . ? C34 C35 1.519(5) . ? C35 C36 1.535(5) . ? C37 C38 1.507(7) . ? C38 C39 1.527(7) . ? C40 C41 1.507(7) . ? C41 N10 1.475(6) 2_666 ? 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 N7 Zn1 N6 84.95(13) . . ? N7 Zn1 N5 176.36(11) . . ? N6 Zn1 N5 95.13(13) . . ? N7 Zn1 N4 94.61(11) . . ? N6 Zn1 N4 177.61(11) . . ? N5 Zn1 N4 85.16(12) . . ? N7 Zn1 O12 93.17(10) . 1_565 ? N6 Zn1 O12 89.59(10) . 1_565 ? N5 Zn1 O12 90.47(11) . 1_565 ? N4 Zn1 O12 92.77(10) . 1_565 ? N7 Zn1 O10 87.26(10) . . ? N6 Zn1 O10 92.46(10) . . ? N5 Zn1 O10 89.10(10) . . ? N4 Zn1 O10 85.18(9) . . ? O12 Zn1 O10 177.93(9) 1_565 . ? N9 Zn2 N9 180.0 . 2_665 ? N9 Zn2 N8 85.08(10) . 2_665 ? N9 Zn2 N8 94.92(10) 2_665 2_665 ? N9 Zn2 N8 94.92(10) . . ? N9 Zn2 N8 85.08(10) 2_665 . ? N8 Zn2 N8 180.0 2_665 . ? N9 Zn2 O7 88.75(9) . . ? N9 Zn2 O7 91.25(9) 2_665 . ? N8 Zn2 O7 90.46(9) 2_665 . ? N8 Zn2 O7 89.54(9) . . ? N9 Zn2 O7 91.25(9) . 2_665 ? N9 Zn2 O7 88.75(9) 2_665 2_665 ? N8 Zn2 O7 89.54(9) 2_665 2_665 ? N8 Zn2 O7 90.46(9) . 2_665 ? O7 Zn2 O7 180.0 . 2_665 ? N11 Zn3 N11 179.998(1) . 2_666 ? N11 Zn3 N10 85.27(14) . 2_666 ? N11 Zn3 N10 94.73(14) 2_666 2_666 ? N11 Zn3 N10 94.73(14) . . ? N11 Zn3 N10 85.27(14) 2_666 . ? N10 Zn3 N10 179.999(1) 2_666 . ? N11 Zn3 O13 92.40(11) . 2_666 ? N11 Zn3 O13 87.60(11) 2_666 2_666 ? N10 Zn3 O13 89.33(13) 2_666 2_666 ? N10 Zn3 O13 90.67(13) . 2_666 ? N11 Zn3 O13 87.60(11) . . ? N11 Zn3 O13 92.40(11) 2_666 . ? N10 Zn3 O13 90.67(13) 2_666 . ? N10 Zn3 O13 89.33(13) . . ? O13 Zn3 O13 180.0 2_666 . ? O9 Ni1 N1 173.41(9) . . ? O9 Ni1 O5 87.31(9) . . ? N1 Ni1 O5 95.63(9) . . ? O9 Ni1 O1 97.82(9) . . ? N1 Ni1 O1 80.20(9) . . ? O5 Ni1 O1 169.88(9) . . ? O9 Ni1 N2 88.08(9) . . ? N1 Ni1 N2 98.23(9) . . ? O5 Ni1 N2 79.87(9) . . ? O1 Ni1 N2 91.54(9) . . ? O9 Ni1 N3 80.04(9) . . ? N1 Ni1 N3 93.74(9) . . ? O5 Ni1 N3 96.60(9) . . ? O1 Ni1 N3 92.89(9) . . ? N2 Ni1 N3 167.78(9) . . ? C5 N1 C1 119.2(2) . . ? C5 N1 Ni1 127.6(2) . . ? C1 N1 Ni1 113.19(19) . . ? C12 N2 C8 118.8(2) . . ? C12 N2 Ni1 129.0(2) . . ? C8 N2 Ni1 111.74(19) . . ? C19 N3 C15 118.6(2) . . ? C19 N3 Ni1 112.20(18) . . ? C15 N3 Ni1 129.21(19) . . ? C22 N4 C31 113.1(3) . . ? C22 N4 Zn1 105.5(2) . . ? C31 N4 Zn1 115.6(2) . . ? C23 N5 C24 114.3(3) . . ? C23 N5 Zn1 104.9(2) . . ? C24 N5 Zn1 114.2(3) . . ? C27 N6 C26 115.0(3) . . ? C27 N6 Zn1 105.4(2) . . ? C26 N6 Zn1 113.7(3) . . ? C28 N7 C29 114.0(3) . . ? C28 N7 Zn1 106.0(2) . . ? C29 N7 Zn1 115.9(2) . . ? C33 N8 C34 113.3(2) . . ? C33 N8 Zn2 105.40(19) . . ? C34 N8 Zn2 114.9(2) . . ? C36 N9 C32 115.0(3) . 2_665 ? C36 N9 Zn2 115.4(2) . . ? C32 N9 Zn2 105.83(19) 2_665 . ? C41 N10 C37 114.2(4) 2_666 . ? C41 N10 Zn3 104.4(3) 2_666 . ? C37 N10 Zn3 115.1(3) . . ? C39 N11 C40 114.4(3) . . ? C39 N11 Zn3 115.7(3) . . ? C40 N11 Zn3 105.0(3) . . ? C6 O1 Ni1 115.28(18) . . ? C13 O5 Ni1 114.31(19) . . ? C14 O7 Zn2 126.7(2) . . ? C20 O9 Ni1 115.70(18) . . ? C20 O10 Zn1 127.69(19) . . ? C21 O12 Zn1 124.7(2) . 1_545 ? N1 C1 C2 122.1(3) . . ? N1 C1 C6 115.3(2) . . ? C2 C1 C6 122.6(3) . . ? C1 C2 C3 119.1(3) . . ? C2 C3 C4 119.1(3) . . ? C3 C4 C5 118.2(3) . . ? C3 C4 C7 121.2(3) . . ? C5 C4 C7 120.6(3) . . ? N1 C5 C4 122.2(3) . . ? O2 C6 O1 126.8(3) . . ? O2 C6 C1 117.7(3) . . ? O1 C6 C1 115.4(3) . . ? O3 C7 O4 125.6(3) . . ? O3 C7 C4 117.3(3) . . ? O4 C7 C4 117.1(3) . . ? N2 C8 C9 121.7(3) . . ? N2 C8 C13 115.3(2) . . ? C9 C8 C13 123.0(3) . . ? C10 C9 C8 118.8(3) . . ? C9 C10 C11 119.9(3) . . ? C10 C11 C12 117.8(3) . . ? C10 C11 C14 120.9(3) . . ? C12 C11 C14 121.2(3) . . ? N2 C12 C11 122.9(3) . . ? O6 C13 O5 125.1(3) . . ? O6 C13 C8 119.2(3) . . ? O5 C13 C8 115.7(3) . . ? O8 C14 O7 126.4(3) . . ? O8 C14 C11 116.6(3) . . ? O7 C14 C11 117.0(3) . . ? N3 C15 C16 122.5(3) . . ? C17 C16 C15 118.1(3) . . ? C17 C16 C21 121.1(3) . . ? C15 C16 C21 120.8(3) . . ? C16 C17 C18 119.9(3) . . ? C19 C18 C17 118.3(3) . . ? N3 C19 C18 122.6(2) . . ? N3 C19 C20 115.2(2) . . ? C18 C19 C20 122.1(2) . . ? O10 C20 O9 126.4(3) . . ? O10 C20 C19 117.1(3) . . ? O9 C20 C19 116.5(2) . . ? O11 C21 O12 127.6(3) . . ? O11 C21 C16 116.0(3) . . ? O12 C21 C16 116.4(3) . . ? N4 C22 C23 109.3(3) . . ? N5 C23 C22 109.5(3) . . ? N5 C24 C25 111.6(3) . . ? C26 C25 C24 116.6(3) . . ? N6 C26 C25 112.2(3) . . ? N6 C27 C28 109.4(3) . . ? N7 C28 C27 109.3(3) . . ? N7 C29 C30 112.0(3) . . ? C29 C30 C31 116.2(3) . . ? N4 C31 C30 112.5(3) . . ? N9 C32 C33 109.6(3) 2_665 . ? N8 C33 C32 109.5(3) . . ? N8 C34 C35 112.7(3) . . ? C34 C35 C36 116.1(3) . . ? N9 C36 C35 112.5(3) . . ? N10 C37 C38 112.5(4) . . ? C37 C38 C39 117.0(4) . . ? N11 C39 C38 111.4(3) . . ? N11 C40 C41 109.1(3) . . ? N10 C41 C40 108.6(4) 2_666 . ? 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 O15 H15B O1 0.85(2) 2.17(3) 2.957(4) 154(6) 1_655 C39 H39A O6 0.99 2.52 3.500(5) 171.9 2_666 N9 H9' O8 0.905(19) 2.20(3) 2.967(4) 142(4) 2_665 O15 H15A O14 0.851(19) 1.96(3) 2.778(5) 162(6) 2_665 N8 H8' O19 0.88(4) 2.16(4) 2.968(4) 152(3) 2_665 O19 H19B O15 0.84(2) 2.08(4) 2.865(5) 156(7) 1_455 C34 H34A O1 0.99 2.61 3.586(4) 168.4 1_665 O13 H13A O3 0.89(5) 1.81(5) 2.692(4) 177(4) 1_565 N11 H11' O4 0.91(2) 2.11(5) 2.967(4) 156(9) 1_565 O17 H17B O18 0.88(2) 2.12(3) 2.962(12) 160(6) . O13 H13B O6 0.83(2) 1.93(2) 2.747(4) 174(5) . N6 H6' O9 0.93(4) 2.24(4) 3.017(4) 141(4) . 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 1 -0.022 0.032 0.445 22.1 2.2 2 0.000 0.500 0.000 30.8 -0.4 3 0.023 0.965 0.559 21.0 2.2 4 0.500 1.000 0.000 27.4 3.3 _platon_squeeze_details ; ; _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 1.138 _refine_diff_density_min -0.973 _refine_diff_density_rms 0.127 data_mo_10602a _database_code_depnum_ccdc_archive 'CCDC 889541' #TrackingRef '- compound-7 rev.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C41 H67 N11 O17 Zn3' _chemical_formula_weight 1182.17 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.5056(8) _cell_length_b 11.6391(8) _cell_length_c 21.8286(15) _cell_angle_alpha 91.6950(10) _cell_angle_beta 94.3000(10) _cell_angle_gamma 113.4320(10) _cell_volume 2668.9(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 7564 _cell_measurement_theta_min 2.28 _cell_measurement_theta_max 27.49 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.471 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1232 _exptl_absorpt_coefficient_mu 1.413 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5882 _exptl_absorpt_correction_T_max 0.9200 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 3.33 _diffrn_reflns_number 19688 _diffrn_reflns_av_R_equivalents 0.0195 _diffrn_reflns_av_sigmaI/netI 0.0421 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 0.94 _diffrn_reflns_theta_max 27.51 _reflns_number_total 12072 _reflns_number_gt 9404 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _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^)+(0.1376P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef ? _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 12072 _refine_ls_number_parameters 714 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0689 _refine_ls_R_factor_gt 0.0528 _refine_ls_wR_factor_ref 0.1935 _refine_ls_wR_factor_gt 0.1707 _refine_ls_goodness_of_fit_ref 1.081 _refine_ls_restrained_S_all 1.084 _refine_ls_shift/su_max 0.006 _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 Zn1 Zn -0.24319(4) 0.19325(4) 0.25587(2) 0.02418(14) Uani 1 1 d D . . Zn2 Zn 0.5000 0.5000 0.0000 0.02262(16) Uani 1 2 d SD . . Zn3 Zn 0.5000 0.5000 0.5000 0.02651(17) Uani 1 2 d S . . Zn4 Zn 0.04458(4) -0.08445(3) 0.230150(18) 0.01758(13) Uani 1 1 d . . . N1 N 0.1439(3) -0.2042(3) 0.23305(13) 0.0159(5) Uani 1 1 d . . . N2 N 0.1940(3) 0.0902(3) 0.21455(13) 0.0158(5) Uani 1 1 d . . . N3 N -0.1295(3) -0.2313(3) 0.25186(13) 0.0171(6) Uani 1 1 d . . . N4 N -0.4379(3) 0.1207(3) 0.22262(18) 0.0306(8) Uani 1 1 d D . . H4' H -0.458(4) 0.185(3) 0.2275(18) 0.015(9) Uiso 1 1 d D . . N5 N -0.2092(3) 0.1972(4) 0.16261(18) 0.0334(8) Uani 1 1 d D . . H5' H -0.213(9) 0.119(4) 0.1528(16) 0.14(4) Uiso 1 1 d D . . N6 N -0.0510(3) 0.2547(3) 0.28864(18) 0.0292(7) Uani 1 1 d . . . H6' H -0.033(5) 0.192(5) 0.275(2) 0.038(13) Uiso 1 1 d . . . N7 N -0.2769(3) 0.1752(3) 0.34831(18) 0.0311(8) Uani 1 1 d D . . H7' H -0.280(4) 0.244(3) 0.3668(19) 0.031(12) Uiso 1 1 d D . . N8 N 0.6829(3) 0.6021(3) 0.04436(14) 0.0230(6) Uani 1 1 d . . . H8' H 0.728(5) 0.652(5) 0.017(2) 0.031(12) Uiso 1 1 d . . . N9 N 0.4293(3) 0.6340(3) 0.02329(14) 0.0224(6) Uani 1 1 d D . . H9' H 0.445(6) 0.684(4) -0.0090(19) 0.08(2) Uiso 1 1 d D . . N10 N 0.6489(4) 0.5440(4) 0.44212(16) 0.0362(8) Uani 1 1 d D . . H10' H 0.594(4) 0.515(4) 0.4063(14) 0.032(12) Uiso 1 1 d D . . N11 N 0.4762(4) 0.6676(3) 0.48892(16) 0.0326(8) Uani 1 1 d D . . H11' H 0.443(4) 0.667(4) 0.4506(11) 0.029(12) Uiso 1 1 d D . . O1 O 0.0267(2) -0.1443(2) 0.13655(12) 0.0226(5) Uani 1 1 d . . . O2 O 0.0943(4) -0.2466(4) 0.07099(14) 0.0456(8) Uani 1 1 d . . . O3 O 0.3708(3) -0.4242(3) 0.32842(13) 0.0300(6) Uani 1 1 d . . . O4 O 0.3093(4) -0.3023(4) 0.38636(15) 0.0569(11) Uani 1 1 d . . . O5 O 0.1134(3) -0.0048(2) 0.32057(12) 0.0261(6) Uani 1 1 d . . . O6 O 0.2071(3) 0.1807(3) 0.37153(12) 0.0330(7) Uani 1 1 d . . . O7 O 0.4360(3) 0.4081(2) 0.08920(12) 0.0244(5) Uani 1 1 d . . . O8 O 0.3829(3) 0.2083(3) 0.05848(13) 0.0377(7) Uani 1 1 d . . . O9 O -0.0799(2) 0.0060(2) 0.22745(14) 0.0273(6) Uani 1 1 d . . . O10 O -0.2705(2) -0.0122(2) 0.25193(14) 0.0259(6) Uani 1 1 d . . . O11 O -0.3858(3) -0.6324(2) 0.31375(14) 0.0295(6) Uani 1 1 d . . . O12 O -0.2255(3) -0.6139(2) 0.25680(16) 0.0355(7) Uani 1 1 d . . . O13 O 0.3592(3) 0.4192(3) 0.41832(13) 0.0352(7) Uani 1 1 d D . . H13A H 0.361(5) 0.479(5) 0.397(2) 0.034(13) Uiso 1 1 d . . . H13B H 0.306(3) 0.348(2) 0.4064(19) 0.023(11) Uiso 1 1 d D . . C1 C 0.1491(3) -0.2532(3) 0.17679(16) 0.0195(7) Uani 1 1 d . . . C2 C 0.2096(4) -0.3325(4) 0.16900(18) 0.0272(8) Uani 1 1 d . . . H2 H 0.2120 -0.3660 0.1291 0.033 Uiso 1 1 calc R . . C3 C 0.2676(4) -0.3628(4) 0.22082(18) 0.0242(7) Uani 1 1 d . . . H3 H 0.3112 -0.4164 0.2163 0.029 Uiso 1 1 calc R . . C4 C 0.2617(3) -0.3154(3) 0.27840(16) 0.0202(7) Uani 1 1 d . . . C5 C 0.1977(3) -0.2350(3) 0.28233(16) 0.0187(7) Uani 1 1 d . . . H5 H 0.1927 -0.2014 0.3218 0.022 Uiso 1 1 calc R . . C6 C 0.0845(4) -0.2117(4) 0.12328(18) 0.0250(8) Uani 1 1 d . . . C7 C 0.3185(4) -0.3489(4) 0.33624(17) 0.0242(7) Uani 1 1 d . . . C8 C 0.2363(3) 0.1682(3) 0.26569(15) 0.0175(6) Uani 1 1 d . . . C9 C 0.3238(3) 0.2901(3) 0.26432(16) 0.0221(7) Uani 1 1 d . . . H9 H 0.3518 0.3441 0.3008 0.027 Uiso 1 1 calc R . . C10 C 0.3702(3) 0.3326(3) 0.20874(17) 0.0223(7) Uani 1 1 d . . . H10 H 0.4295 0.4168 0.2069 0.027 Uiso 1 1 calc R . . C11 C 0.3306(3) 0.2530(3) 0.15601(15) 0.0181(7) Uani 1 1 d . . . C12 C 0.2416(3) 0.1315(3) 0.16116(16) 0.0192(7) Uani 1 1 d . . . H12 H 0.2132 0.0753 0.1255 0.023 Uiso 1 1 calc R . . C13 C 0.1813(3) 0.1107(3) 0.32476(16) 0.0212(7) Uani 1 1 d . . . C14 C 0.3870(4) 0.2937(3) 0.09556(17) 0.0232(7) Uani 1 1 d . . . C15 C -0.1539(3) -0.3514(3) 0.25980(17) 0.0182(7) Uani 1 1 d . . . H15 H -0.0883 -0.3803 0.2554 0.022 Uiso 1 1 calc R . . C16 C -0.2731(3) -0.4367(3) 0.27442(16) 0.0178(6) Uani 1 1 d . . . C17 C -0.3666(3) -0.3922(3) 0.28143(16) 0.0191(7) Uani 1 1 d . . . H17 H -0.4471 -0.4465 0.2931 0.023 Uiso 1 1 calc R . . C18 C -0.3426(3) -0.2686(3) 0.27137(16) 0.0183(7) Uani 1 1 d . . . H18 H -0.4071 -0.2377 0.2743 0.022 Uiso 1 1 calc R . . C19 C -0.2223(3) -0.1903(3) 0.25696(15) 0.0154(6) Uani 1 1 d . . . C20 C -0.1893(3) -0.0541(3) 0.24460(16) 0.0180(6) Uani 1 1 d . . . C21 C -0.2967(3) -0.5722(3) 0.28294(18) 0.0217(7) Uani 1 1 d . . . C22 C -0.4412(4) 0.0851(5) 0.1571(3) 0.0442(12) Uani 1 1 d . . . H22A H -0.5230 0.0768 0.1353 0.053 Uiso 1 1 calc R . . H22B H -0.4350 0.0028 0.1530 0.053 Uiso 1 1 calc R . . C23 C -0.3308(5) 0.1843(5) 0.1282(3) 0.0497(13) Uani 1 1 d . . . H23A H -0.3319 0.1587 0.0844 0.060 Uiso 1 1 calc R . . H23B H -0.3392 0.2657 0.1301 0.060 Uiso 1 1 calc R . . C24 C -0.0974(5) 0.3093(4) 0.1479(3) 0.0436(12) Uani 1 1 d . . . H24A H -0.1125 0.3859 0.1568 0.052 Uiso 1 1 calc R . . H24B H -0.0864 0.3038 0.1035 0.052 Uiso 1 1 calc R . . C25 C 0.0228(4) 0.3183(4) 0.1856(3) 0.0431(12) Uani 1 1 d . . . H25A H 0.0969 0.3785 0.1668 0.052 Uiso 1 1 calc R . . H25B H 0.0275 0.2353 0.1821 0.052 Uiso 1 1 calc R . . C26 C 0.0359(4) 0.3586(4) 0.2538(2) 0.0379(11) Uani 1 1 d . . . H26A H 0.1250 0.3825 0.2711 0.045 Uiso 1 1 calc R . . H26B H 0.0151 0.4329 0.2586 0.045 Uiso 1 1 calc R . . C27 C -0.0467(4) 0.2888(5) 0.3557(2) 0.0431(11) Uani 1 1 d . . . H27A H -0.0539 0.3704 0.3610 0.052 Uiso 1 1 calc R . . H27B H 0.0352 0.2966 0.3772 0.052 Uiso 1 1 calc R . . C28 C -0.1559(5) 0.1874(5) 0.3823(2) 0.0417(11) Uani 1 1 d . . . H28A H -0.1463 0.1067 0.3787 0.050 Uiso 1 1 calc R . . H28B H -0.1560 0.2093 0.4264 0.050 Uiso 1 1 calc R . . C29 C -0.3897(4) 0.0610(4) 0.3624(2) 0.0348(9) Uani 1 1 d . . . H29A H -0.3997 0.0642 0.4070 0.042 Uiso 1 1 calc R . . H29B H -0.3748 -0.0152 0.3522 0.042 Uiso 1 1 calc R . . C30 C -0.5108(4) 0.0530(4) 0.3262(2) 0.0375(10) Uani 1 1 d . . . H30A H -0.5160 0.1356 0.3310 0.045 Uiso 1 1 calc R . . H30B H -0.5842 -0.0088 0.3447 0.045 Uiso 1 1 calc R . . C31 C -0.5245(4) 0.0158(4) 0.2565(2) 0.0313(9) Uani 1 1 d . . . H31A H -0.5042 -0.0586 0.2505 0.038 Uiso 1 1 calc R . . H31B H -0.6136 -0.0071 0.2396 0.038 Uiso 1 1 calc R . . C32 C 0.7093(4) 0.4286(4) -0.00944(19) 0.0277(8) Uani 1 1 d . . . H32A H 0.7471 0.4817 -0.0433 0.033 Uiso 1 1 calc R . . H32B H 0.7459 0.3649 -0.0058 0.033 Uiso 1 1 calc R . . C33 C 0.7407(4) 0.5091(4) 0.05039(19) 0.0287(8) Uani 1 1 d . . . H33A H 0.7067 0.4557 0.0847 0.034 Uiso 1 1 calc R . . H33B H 0.8341 0.5529 0.0593 0.034 Uiso 1 1 calc R . . C34 C 0.6849(4) 0.6695(4) 0.10355(18) 0.0298(8) Uani 1 1 d . . . H34A H 0.7744 0.7182 0.1201 0.036 Uiso 1 1 calc R . . H34B H 0.6437 0.6072 0.1335 0.036 Uiso 1 1 calc R . . C35 C 0.6177(4) 0.7576(4) 0.09708(18) 0.0308(9) Uani 1 1 d . . . H35A H 0.6509 0.8110 0.0626 0.037 Uiso 1 1 calc R . . H35B H 0.6405 0.8136 0.1351 0.037 Uiso 1 1 calc R . . C36 C 0.4731(4) 0.6963(4) 0.08571(17) 0.0277(8) Uani 1 1 d . . . H36A H 0.4392 0.6335 0.1165 0.033 Uiso 1 1 calc R . . H36B H 0.4386 0.7610 0.0913 0.033 Uiso 1 1 calc R . . C37 C 0.7381(5) 0.6781(5) 0.4471(2) 0.0464(12) Uani 1 1 d . . . H37A H 0.8001 0.6918 0.4161 0.056 Uiso 1 1 calc R . . H37B H 0.7861 0.6983 0.4884 0.056 Uiso 1 1 calc R . . C38 C 0.6724(6) 0.7662(5) 0.4376(2) 0.0524(14) Uani 1 1 d . . . H38A H 0.6155 0.7376 0.3989 0.063 Uiso 1 1 calc R . . H38B H 0.7381 0.8503 0.4316 0.063 Uiso 1 1 calc R . . C39 C 0.5938(5) 0.7807(4) 0.4886(2) 0.0449(12) Uani 1 1 d . . . H39A H 0.6444 0.7955 0.5290 0.054 Uiso 1 1 calc R . . H39B H 0.5727 0.8542 0.4818 0.054 Uiso 1 1 calc R . . C40 C 0.3979(6) 0.6741(5) 0.5381(2) 0.0484(13) Uani 1 1 d . . . H40A H 0.3605 0.7356 0.5288 0.058 Uiso 1 1 calc R . . H40B H 0.4515 0.7020 0.5778 0.058 Uiso 1 1 calc R . . C41 C 0.2934(5) 0.5461(5) 0.5427(3) 0.0477(12) Uani 1 1 d . . . H41A H 0.2390 0.5499 0.5751 0.057 Uiso 1 1 calc R . . H41B H 0.2394 0.5184 0.5031 0.057 Uiso 1 1 calc R . . O14 O 0.2574(5) 0.9705(4) 0.0035(2) 0.0669(12) Uani 1 1 d D . . H14A H 0.334(2) 0.964(4) 0.021(2) 0.030(12) Uiso 1 1 d D . . H14B H 0.207(3) 0.908(4) 0.024(2) 0.045 Uiso 1 1 d D . . O15 O 0.9316(5) 0.0412(5) 0.0866(2) 0.0764(14) Uani 1 1 d D . . H15A H 0.870(5) 0.057(6) 0.065(3) 0.07(2) Uiso 1 1 d D . . H15B H 0.943(7) -0.010(6) 0.059(2) 0.09(3) Uiso 1 1 d D . . O18 O 0.3459(10) 0.9117(7) 0.4604(4) 0.154(3) Uani 1 1 d . . . O19 O 0.0928(4) 0.2525(5) 0.0245(2) 0.0742(14) Uani 1 1 d D . . H19A H 0.104(9) 0.200(6) -0.002(3) 0.111 Uiso 1 1 d D . . H19B H 0.046(7) 0.200(6) 0.049(3) 0.111 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0168(2) 0.0150(2) 0.0409(3) 0.00553(18) 0.00652(18) 0.00571(16) Zn2 0.0201(3) 0.0224(3) 0.0225(3) -0.0045(2) -0.0015(2) 0.0065(2) Zn3 0.0357(4) 0.0189(3) 0.0203(3) 0.0037(2) 0.0015(3) 0.0061(3) Zn4 0.0172(2) 0.0112(2) 0.0242(2) 0.00401(15) 0.00610(15) 0.00465(16) N1 0.0147(13) 0.0134(13) 0.0184(14) 0.0009(10) 0.0038(10) 0.0040(10) N2 0.0164(13) 0.0135(13) 0.0169(13) 0.0027(10) 0.0041(10) 0.0049(11) N3 0.0166(13) 0.0134(13) 0.0231(15) 0.0054(11) 0.0056(11) 0.0069(11) N4 0.0201(16) 0.0165(15) 0.057(2) 0.0113(15) 0.0036(15) 0.0083(13) N5 0.0305(18) 0.0303(19) 0.041(2) 0.0135(16) 0.0103(15) 0.0117(15) N6 0.0192(15) 0.0146(14) 0.052(2) -0.0039(14) 0.0053(14) 0.0044(12) N7 0.0280(17) 0.0165(15) 0.047(2) 0.0018(14) 0.0080(15) 0.0067(13) N8 0.0217(15) 0.0237(15) 0.0189(15) 0.0053(12) 0.0002(12) 0.0043(13) N9 0.0248(15) 0.0204(15) 0.0210(15) 0.0038(12) 0.0062(12) 0.0070(12) N10 0.038(2) 0.037(2) 0.0221(17) -0.0011(15) 0.0016(14) 0.0035(16) N11 0.051(2) 0.0236(16) 0.0183(16) -0.0016(13) -0.0047(15) 0.0118(16) O1 0.0241(13) 0.0227(13) 0.0215(13) 0.0029(10) -0.0006(10) 0.0102(11) O2 0.064(2) 0.066(2) 0.0233(15) 0.0013(15) 0.0017(15) 0.044(2) O3 0.0366(16) 0.0352(15) 0.0305(15) 0.0113(12) 0.0093(12) 0.0255(13) O4 0.087(3) 0.094(3) 0.0233(16) 0.0008(17) -0.0055(17) 0.073(3) O5 0.0350(15) 0.0156(12) 0.0227(13) 0.0058(10) 0.0082(11) 0.0035(11) O6 0.0440(17) 0.0239(14) 0.0186(13) -0.0013(11) 0.0067(12) 0.0000(12) O7 0.0296(14) 0.0177(12) 0.0187(12) 0.0059(10) 0.0062(10) 0.0009(10) O8 0.0537(19) 0.0251(15) 0.0259(15) 0.0023(12) 0.0156(14) 0.0049(14) O9 0.0219(13) 0.0159(12) 0.0481(17) 0.0128(11) 0.0138(12) 0.0092(10) O10 0.0227(13) 0.0135(12) 0.0465(17) 0.0081(11) 0.0075(11) 0.0113(10) O11 0.0299(14) 0.0172(12) 0.0454(17) 0.0142(12) 0.0194(12) 0.0103(11) O12 0.0271(14) 0.0120(12) 0.073(2) 0.0089(13) 0.0223(14) 0.0105(11) O13 0.054(2) 0.0224(15) 0.0188(14) -0.0007(11) -0.0069(13) 0.0063(14) C1 0.0156(15) 0.0192(16) 0.0197(17) 0.0025(13) 0.0026(12) 0.0026(13) C2 0.0277(19) 0.032(2) 0.0209(18) 0.0022(15) 0.0022(14) 0.0104(16) C3 0.0247(18) 0.0233(18) 0.030(2) 0.0048(15) 0.0071(15) 0.0145(15) C4 0.0170(16) 0.0194(16) 0.0216(17) 0.0057(13) 0.0034(13) 0.0041(13) C5 0.0189(16) 0.0155(15) 0.0196(16) 0.0000(12) 0.0039(13) 0.0044(13) C6 0.0244(18) 0.0246(18) 0.0237(18) 0.0068(14) 0.0010(14) 0.0074(15) C7 0.0270(19) 0.0286(19) 0.0235(18) 0.0056(15) 0.0049(14) 0.0173(16) C8 0.0161(15) 0.0205(16) 0.0173(16) 0.0048(13) 0.0048(12) 0.0080(13) C9 0.0255(18) 0.0176(16) 0.0184(17) -0.0002(13) 0.0018(13) 0.0038(14) C10 0.0229(17) 0.0163(16) 0.0210(17) 0.0028(13) 0.0035(13) 0.0005(14) C11 0.0203(16) 0.0179(16) 0.0158(16) 0.0054(13) 0.0051(12) 0.0066(13) C12 0.0216(17) 0.0158(15) 0.0165(16) 0.0006(12) 0.0024(13) 0.0036(13) C13 0.0220(17) 0.0208(17) 0.0196(17) 0.0066(13) 0.0026(13) 0.0069(14) C14 0.0255(18) 0.0214(17) 0.0201(17) 0.0067(14) 0.0057(14) 0.0057(14) C15 0.0137(15) 0.0128(15) 0.0295(18) 0.0021(13) 0.0043(13) 0.0064(12) C16 0.0194(16) 0.0107(14) 0.0231(17) 0.0025(12) 0.0025(13) 0.0057(13) C17 0.0157(15) 0.0151(15) 0.0230(17) 0.0025(13) 0.0031(13) 0.0022(13) C18 0.0160(15) 0.0170(16) 0.0232(17) 0.0034(13) 0.0035(13) 0.0078(13) C19 0.0179(15) 0.0123(14) 0.0170(15) 0.0006(12) 0.0017(12) 0.0072(12) C20 0.0227(17) 0.0121(15) 0.0204(16) 0.0038(12) 0.0046(13) 0.0076(13) C21 0.0176(16) 0.0105(15) 0.036(2) 0.0029(14) 0.0020(14) 0.0048(13) C22 0.030(2) 0.043(3) 0.056(3) 0.016(2) -0.007(2) 0.011(2) C23 0.047(3) 0.050(3) 0.051(3) 0.025(2) 0.001(2) 0.019(2) C24 0.043(3) 0.030(2) 0.065(3) 0.026(2) 0.026(2) 0.017(2) C25 0.031(2) 0.022(2) 0.075(4) 0.010(2) 0.027(2) 0.0046(17) C26 0.0178(18) 0.0205(19) 0.071(3) 0.003(2) 0.0097(19) 0.0018(15) C27 0.032(2) 0.039(3) 0.050(3) -0.008(2) -0.005(2) 0.008(2) C28 0.047(3) 0.035(2) 0.040(3) -0.0011(19) 0.001(2) 0.013(2) C29 0.036(2) 0.0206(19) 0.047(3) 0.0093(18) 0.0149(19) 0.0079(17) C30 0.024(2) 0.022(2) 0.063(3) 0.0074(19) 0.0178(19) 0.0031(16) C31 0.0205(18) 0.0159(17) 0.056(3) 0.0055(17) 0.0098(17) 0.0040(14) C32 0.0247(19) 0.0275(19) 0.034(2) 0.0004(16) 0.0080(16) 0.0133(16) C33 0.0270(19) 0.033(2) 0.029(2) 0.0020(16) 0.0005(15) 0.0152(17) C34 0.0285(19) 0.031(2) 0.0187(18) 0.0020(15) -0.0039(14) 0.0006(16) C35 0.035(2) 0.0245(19) 0.0202(18) -0.0018(15) 0.0007(15) -0.0007(16) C36 0.031(2) 0.0271(19) 0.0207(18) 0.0016(15) 0.0064(15) 0.0060(16) C37 0.043(3) 0.041(3) 0.035(2) -0.001(2) 0.008(2) -0.005(2) C38 0.071(4) 0.029(2) 0.035(3) 0.0106(19) 0.001(2) -0.004(2) C39 0.070(3) 0.022(2) 0.029(2) 0.0029(17) -0.009(2) 0.006(2) C40 0.074(4) 0.046(3) 0.036(3) -0.010(2) 0.003(2) 0.037(3) C41 0.049(3) 0.053(3) 0.043(3) -0.007(2) 0.002(2) 0.023(3) O14 0.079(3) 0.053(3) 0.062(3) 0.005(2) 0.010(2) 0.018(2) O15 0.081(3) 0.066(3) 0.073(3) 0.015(3) -0.009(3) 0.022(3) O18 0.241(10) 0.099(5) 0.136(7) 0.023(5) 0.018(6) 0.081(7) O19 0.050(2) 0.084(3) 0.066(3) 0.037(3) 0.000(2) 0.002(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N7 2.084(4) . ? Zn1 N6 2.095(3) . ? Zn1 N5 2.100(4) . ? Zn1 N4 2.115(3) . ? Zn1 O12 2.171(3) 1_565 ? Zn1 O10 2.283(2) . ? Zn2 N9 2.092(3) . ? Zn2 N9 2.092(3) 2_665 ? Zn2 N8 2.102(3) 2_665 ? Zn2 N8 2.102(3) . ? Zn2 O7 2.278(2) . ? Zn2 O7 2.278(2) 2_665 ? Zn3 N11 2.093(4) 2_666 ? Zn3 N11 2.093(4) . ? Zn3 N10 2.111(4) 2_666 ? Zn3 N10 2.111(4) . ? Zn3 O13 2.223(3) . ? Zn3 O13 2.223(3) 2_666 ? Zn4 O9 2.086(2) . ? Zn4 O1 2.107(3) . ? Zn4 O5 2.111(3) . ? Zn4 N1 2.125(3) . ? Zn4 N2 2.134(3) . ? Zn4 N3 2.150(3) . ? N1 C5 1.330(4) . ? N1 C1 1.354(4) . ? N2 C12 1.345(4) . ? N2 C8 1.347(4) . ? N3 C15 1.331(4) . ? N3 C19 1.342(4) . ? N4 C22 1.470(7) . ? N4 C31 1.493(5) . ? N5 C24 1.487(6) . ? N5 C23 1.488(6) . ? N6 C27 1.497(6) . ? N6 C26 1.499(5) . ? N7 C28 1.481(6) . ? N7 C29 1.503(5) . ? N8 C33 1.483(5) . ? N8 C34 1.485(5) . ? N9 C32 1.469(5) 2_665 ? N9 C36 1.478(5) . ? N10 C41 1.481(7) 2_666 ? N10 C37 1.484(6) . ? N11 C39 1.467(6) . ? N11 C40 1.471(6) . ? O1 C6 1.254(5) . ? O2 C6 1.228(5) . ? O3 C7 1.259(4) . ? O4 C7 1.237(5) . ? O5 C13 1.254(4) . ? O6 C13 1.228(5) . ? O7 C14 1.239(4) . ? O8 C14 1.247(5) . ? O9 C20 1.265(4) . ? O10 C20 1.230(4) . ? O11 C21 1.247(4) . ? O12 C21 1.267(4) . ? O12 Zn1 2.170(3) 1_545 ? C1 C2 1.373(5) . ? C1 C6 1.529(5) . ? C2 C3 1.395(5) . ? C3 C4 1.375(5) . ? C4 C5 1.406(5) . ? C4 C7 1.511(5) . ? C8 C9 1.378(5) . ? C8 C13 1.532(5) . ? C9 C10 1.387(5) . ? C10 C11 1.383(5) . ? C11 C12 1.392(5) . ? C11 C14 1.519(5) . ? C15 C16 1.404(5) . ? C16 C17 1.383(5) . ? C16 C21 1.509(4) . ? C17 C18 1.381(5) . ? C18 C19 1.386(5) . ? C19 C20 1.515(4) . ? C22 C23 1.532(7) . ? C24 C25 1.520(7) . ? C25 C26 1.526(7) . ? C27 C28 1.510(7) . ? C29 C30 1.518(7) . ? C30 C31 1.547(7) . ? C32 N9 1.469(5) 2_665 ? C32 C33 1.517(6) . ? C34 C35 1.515(6) . ? C35 C36 1.524(6) . ? C37 C38 1.507(8) . ? C38 C39 1.531(8) . ? C40 C41 1.509(8) . ? C41 N10 1.481(7) 2_666 ? 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 N7 Zn1 N6 85.03(14) . . ? N7 Zn1 N5 175.48(14) . . ? N6 Zn1 N5 94.58(15) . . ? N7 Zn1 N4 94.83(14) . . ? N6 Zn1 N4 176.76(12) . . ? N5 Zn1 N4 85.30(15) . . ? N7 Zn1 O12 93.94(13) . 1_565 ? N6 Zn1 O12 90.31(12) . 1_565 ? N5 Zn1 O12 90.56(14) . 1_565 ? N4 Zn1 O12 92.93(12) . 1_565 ? N7 Zn1 O10 87.07(12) . . ? N6 Zn1 O10 92.25(11) . . ? N5 Zn1 O10 88.45(13) . . ? N4 Zn1 O10 84.50(11) . . ? O12 Zn1 O10 177.32(11) 1_565 . ? N9 Zn2 N9 180.0 . 2_665 ? N9 Zn2 N8 85.17(13) . 2_665 ? N9 Zn2 N8 94.83(13) 2_665 2_665 ? N9 Zn2 N8 94.83(13) . . ? N9 Zn2 N8 85.17(13) 2_665 . ? N8 Zn2 N8 180.0 2_665 . ? N9 Zn2 O7 88.74(11) . . ? N9 Zn2 O7 91.26(11) 2_665 . ? N8 Zn2 O7 90.18(11) 2_665 . ? N8 Zn2 O7 89.82(11) . . ? N9 Zn2 O7 91.26(11) . 2_665 ? N9 Zn2 O7 88.74(11) 2_665 2_665 ? N8 Zn2 O7 89.82(11) 2_665 2_665 ? N8 Zn2 O7 90.18(11) . 2_665 ? O7 Zn2 O7 180.00(13) . 2_665 ? N11 Zn3 N11 179.999(2) 2_666 . ? N11 Zn3 N10 94.63(15) 2_666 2_666 ? N11 Zn3 N10 85.37(15) . 2_666 ? N11 Zn3 N10 85.37(15) 2_666 . ? N11 Zn3 N10 94.63(15) . . ? N10 Zn3 N10 179.998(1) 2_666 . ? N11 Zn3 O13 92.77(13) 2_666 . ? N11 Zn3 O13 87.23(13) . . ? N10 Zn3 O13 90.42(14) 2_666 . ? N10 Zn3 O13 89.58(14) . . ? N11 Zn3 O13 87.23(13) 2_666 2_666 ? N11 Zn3 O13 92.77(13) . 2_666 ? N10 Zn3 O13 89.58(14) 2_666 2_666 ? N10 Zn3 O13 90.42(14) . 2_666 ? O13 Zn3 O13 180.00(17) . 2_666 ? O9 Zn4 O1 100.30(11) . . ? O9 Zn4 O5 88.99(11) . . ? O1 Zn4 O5 165.05(10) . . ? O9 Zn4 N1 170.54(10) . . ? O1 Zn4 N1 78.38(10) . . ? O5 Zn4 N1 94.32(11) . . ? O9 Zn4 N2 88.46(10) . . ? O1 Zn4 N2 90.73(10) . . ? O5 Zn4 N2 77.73(10) . . ? N1 Zn4 N2 100.90(10) . . ? O9 Zn4 N3 78.03(10) . . ? O1 Zn4 N3 95.74(11) . . ? O5 Zn4 N3 97.64(11) . . ? N1 Zn4 N3 92.73(10) . . ? N2 Zn4 N3 165.86(10) . . ? C5 N1 C1 119.1(3) . . ? C5 N1 Zn4 127.8(2) . . ? C1 N1 Zn4 113.2(2) . . ? C12 N2 C8 118.9(3) . . ? C12 N2 Zn4 128.4(2) . . ? C8 N2 Zn4 112.5(2) . . ? C15 N3 C19 119.1(3) . . ? C15 N3 Zn4 128.8(2) . . ? C19 N3 Zn4 112.1(2) . . ? C22 N4 C31 112.6(3) . . ? C22 N4 Zn1 105.0(3) . . ? C31 N4 Zn1 115.6(3) . . ? C24 N5 C23 113.6(4) . . ? C24 N5 Zn1 114.1(3) . . ? C23 N5 Zn1 105.3(3) . . ? C27 N6 C26 114.0(3) . . ? C27 N6 Zn1 104.6(3) . . ? C26 N6 Zn1 113.4(3) . . ? C28 N7 C29 113.6(3) . . ? C28 N7 Zn1 106.4(3) . . ? C29 N7 Zn1 116.1(3) . . ? C33 N8 C34 113.7(3) . . ? C33 N8 Zn2 104.7(2) . . ? C34 N8 Zn2 114.4(2) . . ? C32 N9 C36 115.3(3) 2_665 . ? C32 N9 Zn2 105.7(2) 2_665 . ? C36 N9 Zn2 115.4(2) . . ? C41 N10 C37 115.5(4) 2_666 . ? C41 N10 Zn3 103.7(3) 2_666 . ? C37 N10 Zn3 114.3(3) . . ? C39 N11 C40 113.1(4) . . ? C39 N11 Zn3 115.6(3) . . ? C40 N11 Zn3 104.8(3) . . ? C6 O1 Zn4 116.2(2) . . ? C13 O5 Zn4 115.3(2) . . ? C14 O7 Zn2 125.8(2) . . ? C20 O9 Zn4 116.9(2) . . ? C20 O10 Zn1 127.3(2) . . ? C21 O12 Zn1 125.1(2) . 1_545 ? N1 C1 C2 122.0(3) . . ? N1 C1 C6 114.9(3) . . ? C2 C1 C6 123.2(3) . . ? C1 C2 C3 118.7(4) . . ? C4 C3 C2 120.1(3) . . ? C3 C4 C5 117.6(3) . . ? C3 C4 C7 122.4(3) . . ? C5 C4 C7 120.1(3) . . ? N1 C5 C4 122.6(3) . . ? O2 C6 O1 125.6(3) . . ? O2 C6 C1 117.2(3) . . ? O1 C6 C1 117.1(3) . . ? O4 C7 O3 125.9(4) . . ? O4 C7 C4 118.5(3) . . ? O3 C7 C4 115.6(3) . . ? N2 C8 C9 121.8(3) . . ? N2 C8 C13 115.1(3) . . ? C9 C8 C13 123.1(3) . . ? C8 C9 C10 118.8(3) . . ? C11 C10 C9 120.3(3) . . ? C10 C11 C12 117.4(3) . . ? C10 C11 C14 121.6(3) . . ? C12 C11 C14 121.0(3) . . ? N2 C12 C11 122.7(3) . . ? O6 C13 O5 125.9(3) . . ? O6 C13 C8 117.8(3) . . ? O5 C13 C8 116.3(3) . . ? O7 C14 O8 126.9(3) . . ? O7 C14 C11 116.7(3) . . ? O8 C14 C11 116.3(3) . . ? N3 C15 C16 122.3(3) . . ? C17 C16 C15 117.9(3) . . ? C17 C16 C21 121.5(3) . . ? C15 C16 C21 120.6(3) . . ? C18 C17 C16 119.8(3) . . ? C17 C18 C19 118.7(3) . . ? N3 C19 C18 122.1(3) . . ? N3 C19 C20 116.1(3) . . ? C18 C19 C20 121.7(3) . . ? O10 C20 O9 126.2(3) . . ? O10 C20 C19 117.5(3) . . ? O9 C20 C19 116.3(3) . . ? O11 C21 O12 126.6(3) . . ? O11 C21 C16 117.0(3) . . ? O12 C21 C16 116.4(3) . . ? N4 C22 C23 110.2(4) . . ? N5 C23 C22 108.6(4) . . ? N5 C24 C25 110.8(4) . . ? C24 C25 C26 116.6(4) . . ? N6 C26 C25 111.0(3) . . ? N6 C27 C28 108.6(4) . . ? N7 C28 C27 109.0(4) . . ? N7 C29 C30 111.3(3) . . ? C29 C30 C31 116.1(4) . . ? N4 C31 C30 111.3(3) . . ? N9 C32 C33 109.8(3) 2_665 . ? N8 C33 C32 108.8(3) . . ? N8 C34 C35 112.9(3) . . ? C34 C35 C36 116.3(3) . . ? N9 C36 C35 112.4(3) . . ? N10 C37 C38 113.2(4) . . ? C37 C38 C39 117.4(4) . . ? N11 C39 C38 110.4(4) . . ? N11 C40 C41 109.3(4) . . ? N10 C41 C40 109.1(4) 2_666 . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O19 H19B O15 0.87(2) 2.04(3) 2.877(7) 163(7) 1_455 O15 H15A O14 0.91(2) 1.94(4) 2.781(7) 154(5) 2_665 O14 H14B O2 0.890(19) 2.10(2) 2.990(6) 176(5) 1_565 O13 H13B O6 0.829(19) 1.92(2) 2.741(4) 170(4) . O13 H13A O3 0.84(5) 1.89(5) 2.692(4) 160(5) 1_565 N11 H11' O4 0.893(19) 2.14(3) 2.960(5) 152(4) 1_565 N8 H8' O19 0.89(5) 2.20(5) 3.007(5) 151(4) 2_665 N6 H6' O9 0.88(5) 2.22(5) 3.035(4) 154(5) . _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 1.209 _refine_diff_density_min -0.948 _refine_diff_density_rms 0.244 data_mo_01101a _database_code_depnum_ccdc_archive 'CCDC 889542' #TrackingRef 'compound-A1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H36 Cu N6 Ni O11' _chemical_formula_weight 706.84 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' 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 P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.8978(8) _cell_length_b 15.0595(9) _cell_length_c 15.5605(9) _cell_angle_alpha 90.00 _cell_angle_beta 115.0970(10) _cell_angle_gamma 90.00 _cell_volume 2949.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3649 _cell_measurement_theta_min 2.71 _cell_measurement_theta_max 27.62 _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.592 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1468 _exptl_absorpt_coefficient_mu 1.427 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8704 _exptl_absorpt_correction_T_max 0.8823 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 4.66 _diffrn_reflns_number 21899 _diffrn_reflns_av_R_equivalents 0.0464 _diffrn_reflns_av_sigmaI/netI 0.0552 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 27.73 _reflns_number_total 6911 _reflns_number_gt 4829 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _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^)+(0.0428P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6911 _refine_ls_number_parameters 428 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0631 _refine_ls_R_factor_gt 0.0362 _refine_ls_wR_factor_ref 0.0867 _refine_ls_wR_factor_gt 0.0784 _refine_ls_goodness_of_fit_ref 0.942 _refine_ls_restrained_S_all 0.942 _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 0.35782(2) 0.88094(2) 0.39242(2) 0.01755(8) Uani 1 1 d . . . Ni1 Ni 0.14931(2) 0.25601(2) 0.36735(2) 0.01545(8) Uani 1 1 d . . . N1 N 0.07696(16) 0.35112(15) 0.26319(15) 0.0197(5) Uani 1 1 d D . . H1 H 0.0244(17) 0.3711(18) 0.2741(18) 0.023(8) Uiso 1 1 d D . . N2 N 0.25878(16) 0.35514(15) 0.43664(15) 0.0205(5) Uani 1 1 d D . . H2 H 0.3155(17) 0.346(2) 0.427(2) 0.033(9) Uiso 1 1 d D . . N3 N 0.22483(16) 0.16199(15) 0.47205(14) 0.0185(5) Uani 1 1 d D . . H3 H 0.2749(17) 0.1372(17) 0.4607(17) 0.016(7) Uiso 1 1 d D . . N4 N 0.04105(16) 0.15690(14) 0.29884(15) 0.0191(5) Uani 1 1 d . . . H4 H -0.020(3) 0.162(2) 0.308(2) 0.058(11) Uiso 1 1 d . . . N5 N 0.35543(15) 0.88375(14) 0.51826(13) 0.0165(4) Uani 1 1 d . . . N6 N 0.35868(15) 0.88564(14) 0.26565(14) 0.0174(4) Uani 1 1 d . . . O1 O 0.24251(15) 0.21647(14) 0.29321(13) 0.0222(4) Uani 1 1 d D . . H1C H 0.287(3) 0.255(2) 0.296(2) 0.037(10) Uiso 1 1 d . . . H1D H 0.266(3) 0.1667(14) 0.305(2) 0.047(11) Uiso 1 1 d D . . O2 O 0.05292(15) 0.28927(15) 0.44116(14) 0.0246(4) Uani 1 1 d . . . H2C H 0.002(3) 0.250(3) 0.432(3) 0.058(12) Uiso 1 1 d . . . H2D H 0.034(3) 0.342(3) 0.432(3) 0.069(14) Uiso 1 1 d . . . O3 O 0.51161(13) 0.89909(12) 0.46800(11) 0.0195(4) Uani 1 1 d . . . O4 O 0.63102(12) 0.92799(13) 0.61577(12) 0.0220(4) Uani 1 1 d . . . O5 O 0.10268(15) 0.82724(15) 0.57855(14) 0.0334(5) Uani 1 1 d . . . O6 O 0.19779(15) 0.84415(15) 0.73416(13) 0.0331(5) Uani 1 1 d . . . O7 O 0.20420(13) 0.89842(12) 0.31830(12) 0.0203(4) Uani 1 1 d . . . O8 O 0.08438(13) 0.93004(13) 0.17191(12) 0.0248(4) Uani 1 1 d . . . O9 O 0.60881(14) 0.82831(16) 0.20339(13) 0.0365(5) Uani 1 1 d . . . O10 O 0.51174(14) 0.83777(15) 0.04788(13) 0.0323(5) Uani 1 1 d . . . O11 O 0.3532(2) 0.73421(15) 0.38811(17) 0.0402(6) Uani 1 1 d . . . H11A H 0.398(3) 0.703(2) 0.429(2) 0.045(11) Uiso 1 1 d . . . H11B H 0.312(3) 0.709(2) 0.344(2) 0.047(12) Uiso 1 1 d . . . C1 C 0.1577(2) 0.42195(18) 0.28166(19) 0.0241(6) Uani 1 1 d . . . H1A H 0.1231 0.4769 0.2477 0.029 Uiso 1 1 calc R . . H1B H 0.2107 0.4030 0.2584 0.029 Uiso 1 1 calc R . . C2 C 0.2120(2) 0.43931(18) 0.38724(19) 0.0261(6) Uani 1 1 d . . . H2A H 0.2684 0.4845 0.4012 0.031 Uiso 1 1 calc R . . H2B H 0.1598 0.4622 0.4097 0.031 Uiso 1 1 calc R . . C3 C 0.2962(2) 0.36009(19) 0.54141(18) 0.0257(6) Uani 1 1 d . . . H3A H 0.2357 0.3748 0.5565 0.031 Uiso 1 1 calc R . . H3B H 0.3498 0.4079 0.5671 0.031 Uiso 1 1 calc R . . C4 C 0.3454(2) 0.27158(19) 0.58847(19) 0.0259(6) Uani 1 1 d . . . H4A H 0.3991 0.2537 0.5657 0.031 Uiso 1 1 calc R . . H4B H 0.3831 0.2812 0.6578 0.031 Uiso 1 1 calc R . . C5 C 0.2675(2) 0.19510(19) 0.57064(17) 0.0243(6) Uani 1 1 d . . . H5A H 0.3038 0.1458 0.6146 0.029 Uiso 1 1 calc R . . H5B H 0.2078 0.2152 0.5846 0.029 Uiso 1 1 calc R . . C6 C 0.1463(2) 0.09005(18) 0.45299(18) 0.0236(6) Uani 1 1 d . . . H6A H 0.0930 0.1071 0.4766 0.028 Uiso 1 1 calc R . . H6B H 0.1823 0.0352 0.4862 0.028 Uiso 1 1 calc R . . C7 C 0.0922(2) 0.07371(18) 0.34719(19) 0.0261(6) Uani 1 1 d . . . H7A H 0.1450 0.0540 0.3242 0.031 Uiso 1 1 calc R . . H7B H 0.0380 0.0265 0.3330 0.031 Uiso 1 1 calc R . . C8 C 0.0050(2) 0.15266(18) 0.19441(18) 0.0241(6) Uani 1 1 d . . . H8A H -0.0480 0.1045 0.1681 0.029 Uiso 1 1 calc R . . H8B H 0.0662 0.1386 0.1801 0.029 Uiso 1 1 calc R . . C9 C -0.0446(2) 0.24061(19) 0.14715(18) 0.0249(6) Uani 1 1 d . . . H9A H -0.0821 0.2307 0.0778 0.030 Uiso 1 1 calc R . . H9B H -0.0986 0.2582 0.1698 0.030 Uiso 1 1 calc R . . C10 C 0.0328(2) 0.31780(19) 0.16470(18) 0.0250(6) Uani 1 1 d . . . H10A H 0.0919 0.2983 0.1497 0.030 Uiso 1 1 calc R . . H10B H -0.0044 0.3670 0.1210 0.030 Uiso 1 1 calc R . . C11 C 0.45190(18) 0.89999(16) 0.58917(17) 0.0165(5) Uani 1 1 d . . . C12 C 0.46739(19) 0.90401(18) 0.68235(17) 0.0229(6) Uani 1 1 d . . . H12 H 0.5355 0.9170 0.7312 0.027 Uiso 1 1 calc R . . C13 C 0.3806(2) 0.88858(19) 0.70388(17) 0.0235(6) Uani 1 1 d . . . H13 H 0.3891 0.8922 0.7676 0.028 Uiso 1 1 calc R . . C14 C 0.28269(19) 0.86802(17) 0.63178(17) 0.0186(5) Uani 1 1 d . . . C15 C 0.27302(18) 0.86805(17) 0.53906(17) 0.0176(5) Uani 1 1 d . . . H15 H 0.2054 0.8565 0.4887 0.021 Uiso 1 1 calc R . . C16 C 0.53948(18) 0.91034(16) 0.55644(17) 0.0171(5) Uani 1 1 d . . . C17 C 0.1864(2) 0.84409(18) 0.65015(18) 0.0213(6) Uani 1 1 d . . . C18 C 0.26110(19) 0.89631(17) 0.19559(17) 0.0174(5) Uani 1 1 d . . . C19 C 0.2419(2) 0.89145(19) 0.10125(18) 0.0234(6) Uani 1 1 d . . . H19 H 0.1724 0.9002 0.0527 0.028 Uiso 1 1 calc R . . C20 C 0.32680(19) 0.87345(18) 0.07867(18) 0.0229(6) Uani 1 1 d . . . H20 H 0.3155 0.8688 0.0142 0.027 Uiso 1 1 calc R . . C21 C 0.42747(19) 0.86245(17) 0.15058(17) 0.0191(5) Uani 1 1 d . . . C22 C 0.44049(19) 0.86998(17) 0.24394(17) 0.0193(5) Uani 1 1 d . . . H22 H 0.5096 0.8638 0.2939 0.023 Uiso 1 1 calc R . . C23 C 0.17488(18) 0.91007(17) 0.22994(17) 0.0182(5) Uani 1 1 d . . . C24 C 0.5240(2) 0.84089(18) 0.13178(18) 0.0221(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.01378(14) 0.02583(18) 0.01504(15) -0.00039(13) 0.00805(11) 0.00052(13) Ni1 0.01184(14) 0.01660(17) 0.01924(16) 0.00034(13) 0.00787(12) 0.00032(12) N1 0.0133(10) 0.0220(12) 0.0249(11) 0.0023(9) 0.0090(9) 0.0012(9) N2 0.0159(10) 0.0227(12) 0.0250(11) -0.0010(9) 0.0107(9) -0.0003(9) N3 0.0139(10) 0.0221(12) 0.0221(11) 0.0000(9) 0.0102(9) 0.0013(9) N4 0.0147(10) 0.0203(12) 0.0212(11) -0.0002(9) 0.0066(9) 0.0004(9) N5 0.0131(9) 0.0201(11) 0.0175(10) 0.0007(9) 0.0076(8) 0.0013(8) N6 0.0147(10) 0.0219(12) 0.0170(10) 0.0025(9) 0.0081(8) 0.0019(9) O1 0.0170(9) 0.0247(11) 0.0268(10) 0.0011(9) 0.0111(8) 0.0029(9) O2 0.0204(10) 0.0257(12) 0.0338(11) -0.0033(9) 0.0175(8) -0.0006(9) O3 0.0170(8) 0.0255(10) 0.0193(9) 0.0015(7) 0.0108(7) 0.0010(7) O4 0.0127(9) 0.0260(10) 0.0251(9) 0.0035(8) 0.0059(7) 0.0021(7) O5 0.0223(10) 0.0502(14) 0.0305(10) -0.0049(10) 0.0140(8) -0.0111(9) O6 0.0251(10) 0.0539(14) 0.0260(10) 0.0123(10) 0.0163(8) 0.0059(10) O7 0.0151(8) 0.0286(10) 0.0204(9) 0.0004(8) 0.0106(7) 0.0007(7) O8 0.0157(9) 0.0350(12) 0.0248(10) 0.0030(8) 0.0097(8) 0.0047(8) O9 0.0178(10) 0.0671(16) 0.0271(10) -0.0004(10) 0.0119(8) 0.0132(10) O10 0.0227(10) 0.0560(14) 0.0236(10) -0.0099(9) 0.0152(8) -0.0036(10) O11 0.0511(14) 0.0265(12) 0.0249(12) 0.0008(11) -0.0013(11) 0.0021(12) C1 0.0190(13) 0.0194(14) 0.0348(15) 0.0066(12) 0.0122(11) 0.0016(11) C2 0.0220(13) 0.0197(14) 0.0357(15) -0.0016(12) 0.0113(12) -0.0021(11) C3 0.0260(14) 0.0257(15) 0.0256(14) -0.0072(11) 0.0111(11) -0.0040(11) C4 0.0214(13) 0.0336(16) 0.0217(13) -0.0008(12) 0.0081(11) 0.0002(12) C5 0.0233(14) 0.0304(16) 0.0198(13) 0.0012(11) 0.0098(11) -0.0014(12) C6 0.0201(13) 0.0194(14) 0.0306(14) 0.0068(11) 0.0100(11) -0.0001(11) C7 0.0210(13) 0.0192(14) 0.0342(15) 0.0007(12) 0.0077(12) -0.0022(11) C8 0.0199(13) 0.0244(15) 0.0252(14) -0.0061(11) 0.0069(11) -0.0022(11) C9 0.0176(12) 0.0342(17) 0.0208(13) -0.0013(12) 0.0061(10) 0.0005(11) C10 0.0208(13) 0.0321(16) 0.0231(13) 0.0070(12) 0.0103(11) 0.0060(11) C11 0.0139(11) 0.0161(13) 0.0195(12) 0.0000(10) 0.0072(10) 0.0011(10) C12 0.0165(12) 0.0323(16) 0.0161(12) 0.0019(11) 0.0034(10) -0.0037(11) C13 0.0218(13) 0.0337(16) 0.0155(12) 0.0014(11) 0.0083(10) -0.0027(12) C14 0.0171(12) 0.0196(13) 0.0215(12) 0.0015(10) 0.0104(10) 0.0015(10) C15 0.0124(11) 0.0215(13) 0.0189(12) 0.0001(10) 0.0066(9) -0.0005(10) C16 0.0153(12) 0.0125(12) 0.0253(13) 0.0041(10) 0.0103(10) 0.0034(9) C17 0.0193(13) 0.0222(14) 0.0278(14) 0.0043(11) 0.0152(11) 0.0007(11) C18 0.0170(12) 0.0187(13) 0.0189(12) 0.0010(10) 0.0099(10) 0.0020(10) C19 0.0177(12) 0.0311(16) 0.0196(12) 0.0009(11) 0.0062(10) 0.0021(11) C20 0.0220(13) 0.0310(15) 0.0183(12) 0.0004(11) 0.0112(11) 0.0044(11) C21 0.0181(12) 0.0205(14) 0.0216(13) -0.0004(10) 0.0113(10) 0.0024(10) C22 0.0148(12) 0.0248(14) 0.0202(12) 0.0007(11) 0.0092(10) 0.0020(10) C23 0.0158(12) 0.0191(13) 0.0219(13) -0.0001(10) 0.0101(10) -0.0006(10) C24 0.0212(13) 0.0239(14) 0.0248(14) -0.0030(11) 0.0131(11) -0.0004(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 Cu1 O7 1.9668(16) . ? Cu1 N5 1.9728(19) . ? Cu1 O3 1.9733(16) . ? Cu1 N6 1.9791(19) . ? Cu1 O11 2.211(2) . ? Ni1 N4 2.066(2) . ? Ni1 N1 2.075(2) . ? Ni1 N3 2.076(2) . ? Ni1 N2 2.077(2) . ? Ni1 O1 2.1519(18) . ? Ni1 O2 2.1610(19) . ? N1 C10 1.476(3) . ? N1 C1 1.485(3) . ? N2 C2 1.482(3) . ? N2 C3 1.488(3) . ? N3 C6 1.476(3) . ? N3 C5 1.477(3) . ? N4 C7 1.479(3) . ? N4 C8 1.485(3) . ? N5 C15 1.337(3) . ? N5 C11 1.349(3) . ? N6 C22 1.337(3) . ? N6 C18 1.341(3) . ? O3 C16 1.273(3) . ? O4 C16 1.243(3) . ? O5 C17 1.249(3) . ? O6 C17 1.248(3) . ? O7 C23 1.270(3) . ? O8 C23 1.235(3) . ? O9 C24 1.246(3) . ? O10 C24 1.244(3) . ? C1 C2 1.512(4) . ? C3 C4 1.535(4) . ? C4 C5 1.524(4) . ? C6 C7 1.512(4) . ? C8 C9 1.530(4) . ? C9 C10 1.527(4) . ? C11 C12 1.374(3) . ? C11 C16 1.514(3) . ? C12 C13 1.401(3) . ? C13 C14 1.383(3) . ? C14 C15 1.391(3) . ? C14 C17 1.525(3) . ? C18 C19 1.378(3) . ? C18 C23 1.519(3) . ? C19 C20 1.393(3) . ? C20 C21 1.382(3) . ? C21 C22 1.390(3) . ? C21 C24 1.524(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O7 Cu1 N5 96.21(7) . . ? O7 Cu1 O3 164.34(8) . . ? N5 Cu1 O3 82.85(7) . . ? O7 Cu1 N6 82.80(7) . . ? N5 Cu1 N6 176.67(9) . . ? O3 Cu1 N6 97.24(7) . . ? O7 Cu1 O11 96.07(9) . . ? N5 Cu1 O11 92.25(9) . . ? O3 Cu1 O11 99.59(9) . . ? N6 Cu1 O11 91.02(9) . . ? N4 Ni1 N1 95.17(8) . . ? N4 Ni1 N3 85.83(8) . . ? N1 Ni1 N3 178.78(8) . . ? N4 Ni1 N2 179.69(10) . . ? N1 Ni1 N2 85.12(8) . . ? N3 Ni1 N2 93.88(8) . . ? N4 Ni1 O1 89.75(8) . . ? N1 Ni1 O1 88.55(8) . . ? N3 Ni1 O1 90.75(8) . . ? N2 Ni1 O1 90.13(8) . . ? N4 Ni1 O2 87.80(8) . . ? N1 Ni1 O2 92.92(8) . . ? N3 Ni1 O2 87.82(8) . . ? N2 Ni1 O2 92.31(8) . . ? O1 Ni1 O2 177.25(9) . . ? C10 N1 C1 113.1(2) . . ? C10 N1 Ni1 115.26(17) . . ? C1 N1 Ni1 105.58(15) . . ? C2 N2 C3 113.5(2) . . ? C2 N2 Ni1 106.36(15) . . ? C3 N2 Ni1 116.34(16) . . ? C6 N3 C5 113.2(2) . . ? C6 N3 Ni1 104.98(15) . . ? C5 N3 Ni1 115.56(17) . . ? C7 N4 C8 112.8(2) . . ? C7 N4 Ni1 105.19(15) . . ? C8 N4 Ni1 115.45(16) . . ? C15 N5 C11 119.4(2) . . ? C15 N5 Cu1 127.83(16) . . ? C11 N5 Cu1 112.73(15) . . ? C22 N6 C18 119.4(2) . . ? C22 N6 Cu1 127.65(16) . . ? C18 N6 Cu1 112.51(15) . . ? C16 O3 Cu1 114.75(14) . . ? C23 O7 Cu1 115.06(14) . . ? N1 C1 C2 108.8(2) . . ? N2 C2 C1 108.8(2) . . ? N2 C3 C4 110.9(2) . . ? C5 C4 C3 115.6(2) . . ? N3 C5 C4 112.7(2) . . ? N3 C6 C7 108.8(2) . . ? N4 C7 C6 109.0(2) . . ? N4 C8 C9 111.3(2) . . ? C10 C9 C8 115.7(2) . . ? N1 C10 C9 113.3(2) . . ? N5 C11 C12 121.8(2) . . ? N5 C11 C16 113.9(2) . . ? C12 C11 C16 124.2(2) . . ? C11 C12 C13 118.7(2) . . ? C14 C13 C12 119.6(2) . . ? C13 C14 C15 118.0(2) . . ? C13 C14 C17 122.7(2) . . ? C15 C14 C17 119.2(2) . . ? N5 C15 C14 122.4(2) . . ? O4 C16 O3 125.3(2) . . ? O4 C16 C11 119.2(2) . . ? O3 C16 C11 115.5(2) . . ? O6 C17 O5 126.2(2) . . ? O6 C17 C14 117.7(2) . . ? O5 C17 C14 116.1(2) . . ? N6 C18 C19 122.1(2) . . ? N6 C18 C23 114.0(2) . . ? C19 C18 C23 123.8(2) . . ? C18 C19 C20 118.5(2) . . ? C21 C20 C19 119.6(2) . . ? C20 C21 C22 118.3(2) . . ? C20 C21 C24 122.8(2) . . ? C22 C21 C24 118.9(2) . . ? N6 C22 C21 122.0(2) . . ? O8 C23 O7 125.8(2) . . ? O8 C23 C18 119.1(2) . . ? O7 C23 C18 115.0(2) . . ? O10 C24 O9 126.1(2) . . ? O10 C24 C21 118.0(2) . . ? O9 C24 C21 115.9(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 N1 H1 O8 0.870(17) 2.204(18) 3.063(3) 169(2) 2_545 O1 H1C O9 0.84(3) 1.81(3) 2.649(3) 173(3) 2_645 O2 H2D O8 0.83(4) 2.19(4) 2.895(3) 142(4) 2_545 N2 H2 O10 0.871(17) 2.268(19) 3.106(3) 161(3) 2_645 N3 H3 O4 0.870(16) 2.327(18) 3.168(3) 163(2) 3_666 O1 H1D O4 0.807(18) 2.03(2) 2.778(3) 155(3) 3_666 N4 H4 O6 0.92(3) 2.28(3) 3.136(3) 155(3) 3_566 O2 H2C O5 0.89(4) 1.81(4) 2.699(3) 176(4) 3_566 O11 H11A O10 0.82(3) 1.95(3) 2.750(3) 163(3) 4_576 O11 H11B O6 0.78(4) 1.95(4) 2.722(3) 173(4) 4_575 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 1 0.064 0.049 0.031 18.8 4.0 2 0.064 0.450 0.531 17.8 3.1 3 -0.075 0.558 0.463 15.8 1.9 4 -0.075 0.942 0.963 14.8 2.3 5 0.042 0.014 0.569 7.1 0.0 6 0.042 0.486 0.069 7.0 -0.5 7 0.461 0.530 0.417 19.8 2.1 8 0.461 0.970 0.917 19.5 1.4 9 0.542 0.033 0.091 19.2 1.3 10 0.542 0.467 0.591 19.0 2.0 11 0.957 0.514 0.928 6.7 -0.5 12 0.957 0.986 0.428 6.6 0.0 _platon_squeeze_details ; ; _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.73 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.407 _refine_diff_density_min -0.334 _refine_diff_density_rms 0.077 data_mo_10525a _database_code_depnum_ccdc_archive 'CCDC 889543' #TrackingRef '- compound-A2 rev.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H34 Cu2 N6 O10' _chemical_formula_weight 693.65 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 8.2345(9) _cell_length_b 13.4315(15) _cell_length_c 13.4515(15) _cell_angle_alpha 65.4050(10) _cell_angle_beta 81.539(2) _cell_angle_gamma 85.676(2) _cell_volume 1337.9(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 7871 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 28.26 _exptl_crystal_description trigonal _exptl_crystal_colour purple _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.722 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 716 _exptl_absorpt_coefficient_mu 1.659 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6818 _exptl_absorpt_correction_T_max 0.7544 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 3.10 _diffrn_reflns_number 10199 _diffrn_reflns_av_R_equivalents 0.0148 _diffrn_reflns_av_sigmaI/netI 0.0300 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 28.26 _reflns_number_total 6444 _reflns_number_gt 5954 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _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^)+(0.0679P)^2^+6.0835P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef ? _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6444 _refine_ls_number_parameters 418 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0439 _refine_ls_R_factor_gt 0.0390 _refine_ls_wR_factor_ref 0.1589 _refine_ls_wR_factor_gt 0.1399 _refine_ls_goodness_of_fit_ref 1.146 _refine_ls_restrained_S_all 1.146 _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 0.42098(5) 0.73691(3) 0.84447(4) 0.01631(15) Uani 1 1 d . . . Cu2 Cu 0.0000 1.0000 1.0000 0.01303(16) Uani 1 2 d S . . Cu3 Cu 0.5000 0.5000 0.5000 0.01373(16) Uani 1 2 d S . . N1 N 0.3014(4) 0.6165(2) 0.9663(2) 0.0144(6) Uani 1 1 d . A . N2 N 0.5471(4) 0.8544(2) 0.7181(3) 0.0149(6) Uani 1 1 d . A . N3 N 0.1480(4) 1.0498(3) 1.0776(3) 0.0166(6) Uani 1 1 d D . . H3' H 0.110(7) 1.115(2) 1.067(5) 0.036(15) Uiso 1 1 d D . . N4 N -0.1757(4) 0.9458(3) 1.1311(3) 0.0163(6) Uani 1 1 d . . . H4' H -0.219(8) 1.012(5) 1.125(5) 0.037(16) Uiso 1 1 d . . . N5 N 0.4140(4) 0.6054(3) 0.3581(3) 0.0172(6) Uani 1 1 d . . . H5 H 0.442(6) 0.686(4) 0.347(4) 0.021(12) Uiso 1 1 d . . . N6 N 0.3260(4) 0.5459(3) 0.5968(3) 0.0168(6) Uani 1 1 d . . . H6 H 0.355(6) 0.608(4) 0.594(4) 0.020 Uiso 1 1 d . . . O1 O 0.3081(3) 0.8245(2) 0.9219(2) 0.0195(5) Uani 1 1 d . A . O2 O 0.1229(4) 0.8086(2) 1.0670(2) 0.0219(6) Uani 1 1 d . . . O3 O 0.0904(4) 0.2537(2) 1.1354(3) 0.0280(7) Uani 1 1 d . A . O4 O 0.3202(6) 0.2916(3) 1.0202(4) 0.0536(13) Uani 1 1 d . A . O5 O 0.5538(3) 0.6424(2) 0.7845(2) 0.0189(5) Uani 1 1 d . A . O6 O 0.7654(4) 0.6459(2) 0.6584(2) 0.0217(6) Uani 1 1 d . . . O7 O 0.6410(4) 1.2201(2) 0.4560(2) 0.0248(6) Uani 1 1 d . A . O8 O 0.5083(4) 1.1850(2) 0.6248(2) 0.0226(6) Uani 1 1 d . A . O9 O 0.2058(5) 0.7823(7) 0.7403(4) 0.0307(14) Uani 0.806(16) 1 d PD A 1 H9A H 0.230(6) 0.775(5) 0.679(3) 0.027(13) Uiso 0.806(16) 1 d PD A 1 H9B H 0.110(7) 0.754(9) 0.762(6) 0.12(4) Uiso 0.806(16) 1 d PD A 1 O9' O 0.207(2) 0.728(3) 0.7505(17) 0.0307(14) Uani 0.194(16) 1 d P A 2 H9A' H 0.230(6) 0.775(5) 0.679(3) 0.027(13) Uiso 0.194(16) 1 d P A 2 H9B' H 0.110(7) 0.754(9) 0.762(6) 0.12(4) Uiso 0.194(16) 1 d P A 2 O10 O 0.6990(4) 0.6445(2) 0.4662(3) 0.0244(6) Uani 1 1 d D . . H10A H 0.728(9) 0.650(6) 0.531(6) 0.050(19) Uiso 1 1 d . . . H10B H 0.634(8) 0.694(5) 0.432(6) 0.07(2) Uiso 1 1 d D . . C1 C 0.3006(4) 0.5107(3) 0.9804(3) 0.0151(6) Uani 1 1 d . . . H1 H 0.3765 0.4871 0.9338 0.018 Uiso 1 1 calc R A . C2 C 0.1916(4) 0.4351(3) 1.0612(3) 0.0153(6) Uani 1 1 d . A . C3 C 0.0820(4) 0.4719(3) 1.1286(3) 0.0162(7) Uani 1 1 d . . . H3 H 0.0048 0.4230 1.1836 0.019 Uiso 1 1 calc R A . C4 C 0.0857(4) 0.5800(3) 1.1152(3) 0.0171(7) Uani 1 1 d . A . H4 H 0.0134 0.6054 1.1619 0.021 Uiso 1 1 calc R . . C5 C 0.1964(4) 0.6496(3) 1.0328(3) 0.0143(6) Uani 1 1 d . . . C6 C 0.2080(4) 0.7704(3) 1.0073(3) 0.0155(6) Uani 1 1 d . A . C7 C 0.2012(5) 0.3164(3) 1.0725(3) 0.0200(7) Uani 1 1 d . . . C8 C 0.6584(4) 0.8139(3) 0.6604(3) 0.0150(6) Uani 1 1 d . . . C9 C 0.7557(5) 0.8810(3) 0.5660(3) 0.0211(7) Uani 1 1 d . A . H9 H 0.8370 0.8505 0.5286 0.025 Uiso 1 1 calc R . . C10 C 0.7322(5) 0.9932(3) 0.5275(3) 0.0198(7) Uani 1 1 d . . . H10 H 0.7934 1.0406 0.4609 0.024 Uiso 1 1 calc R A . C11 C 0.6178(4) 1.0359(3) 0.5873(3) 0.0168(7) Uani 1 1 d . A . C12 C 0.5290(4) 0.9630(3) 0.6833(3) 0.0155(6) Uani 1 1 d . . . H12 H 0.4527 0.9914 0.7256 0.019 Uiso 1 1 calc R A . C13 C 0.6628(5) 0.6906(3) 0.7036(3) 0.0159(6) Uani 1 1 d . A . C14 C 0.5871(5) 1.1571(3) 0.5524(3) 0.0170(7) Uani 1 1 d . . . C15 C 0.1572(5) 0.9784(4) 1.1956(3) 0.0261(8) Uani 1 1 d . . . H15A H 0.2299 1.0122 1.2249 0.031 Uiso 1 1 calc R . . H15B H 0.2064 0.9067 1.2020 0.031 Uiso 1 1 calc R . . C16 C -0.0097(6) 0.9603(4) 1.2641(3) 0.0277(9) Uani 1 1 d . . . H16A H -0.0647 1.0323 1.2493 0.033 Uiso 1 1 calc R . . H16B H 0.0055 0.9260 1.3431 0.033 Uiso 1 1 calc R . . C17 C -0.1208(5) 0.8886(3) 1.2416(3) 0.0237(8) Uani 1 1 d . . . H17A H -0.0609 0.8204 1.2463 0.028 Uiso 1 1 calc R . . H17B H -0.2179 0.8683 1.2986 0.028 Uiso 1 1 calc R . . C18 C -0.2902(5) 0.8800(3) 1.1083(3) 0.0219(8) Uani 1 1 d . . . H18A H -0.3972 0.8740 1.1548 0.026 Uiso 1 1 calc R . . H18B H -0.2443 0.8053 1.1247 0.026 Uiso 1 1 calc R . . C19 C -0.3122(5) 0.9382(3) 0.9873(3) 0.0207(7) Uani 1 1 d . . . H19A H -0.3835 0.8951 0.9674 0.025 Uiso 1 1 calc R . . H19B H -0.3643 1.0111 0.9721 0.025 Uiso 1 1 calc R . . C20 C 0.2333(5) 0.6139(3) 0.3577(3) 0.0205(7) Uani 1 1 d . . . H20A H 0.1913 0.5423 0.3690 0.025 Uiso 1 1 calc R . . H20B H 0.2078 0.6685 0.2849 0.025 Uiso 1 1 calc R . . C21 C 0.1465(5) 0.6476(3) 0.4475(4) 0.0223(8) Uani 1 1 d . . . H21A H 0.0293 0.6623 0.4368 0.027 Uiso 1 1 calc R . . H21B H 0.1941 0.7171 0.4379 0.027 Uiso 1 1 calc R . . C22 C 0.1565(5) 0.5642(3) 0.5659(3) 0.0215(7) Uani 1 1 d . . . H22A H 0.0853 0.5898 0.6169 0.026 Uiso 1 1 calc R . . H22B H 0.1134 0.4936 0.5753 0.026 Uiso 1 1 calc R . . C23 C 0.3269(5) 0.4599(3) 0.7102(3) 0.0206(7) Uani 1 1 d . . . H23A H 0.2637 0.3962 0.7191 0.025 Uiso 1 1 calc R . . H23B H 0.2740 0.4886 0.7642 0.025 Uiso 1 1 calc R . . C24 C 0.5020(5) 0.4242(3) 0.7320(3) 0.0207(7) Uani 1 1 d . . . H24A H 0.5607 0.4845 0.7347 0.025 Uiso 1 1 calc R . . H24B H 0.5023 0.3603 0.8038 0.025 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 0.0186(2) 0.0111(2) 0.0160(2) -0.00468(17) 0.00567(16) -0.00183(15) Cu2 0.0115(3) 0.0146(3) 0.0120(3) -0.0048(2) 0.0007(2) -0.0022(2) Cu3 0.0127(3) 0.0134(3) 0.0136(3) -0.0049(2) 0.0006(2) 0.0004(2) N1 0.0156(14) 0.0123(13) 0.0146(13) -0.0056(11) 0.0007(11) -0.0009(10) N2 0.0148(13) 0.0137(14) 0.0158(14) -0.0057(11) -0.0006(11) -0.0013(10) N3 0.0152(14) 0.0162(14) 0.0197(15) -0.0086(12) -0.0023(11) -0.0006(11) N4 0.0160(14) 0.0138(14) 0.0164(14) -0.0052(11) 0.0040(11) -0.0022(11) N5 0.0169(14) 0.0174(14) 0.0178(14) -0.0077(12) -0.0017(11) -0.0004(11) N6 0.0155(14) 0.0155(14) 0.0181(15) -0.0069(12) 0.0030(11) -0.0025(11) O1 0.0209(13) 0.0145(12) 0.0195(13) -0.0059(10) 0.0056(10) -0.0021(10) O2 0.0265(14) 0.0172(13) 0.0207(13) -0.0094(11) 0.0042(11) 0.0013(10) O3 0.0263(15) 0.0159(13) 0.0372(17) -0.0087(12) 0.0079(13) -0.0089(11) O4 0.060(3) 0.0215(16) 0.071(3) -0.0246(18) 0.041(2) -0.0122(16) O5 0.0235(13) 0.0140(12) 0.0175(12) -0.0071(10) 0.0058(10) -0.0023(10) O6 0.0241(14) 0.0205(13) 0.0205(13) -0.0104(11) 0.0015(11) 0.0026(11) O7 0.0369(17) 0.0157(13) 0.0176(13) -0.0039(11) 0.0021(12) -0.0029(11) O8 0.0271(14) 0.0170(13) 0.0203(13) -0.0064(11) 0.0030(11) -0.0001(11) O9 0.0190(16) 0.053(4) 0.0190(17) -0.014(2) 0.0009(13) -0.004(2) O9' 0.0190(16) 0.053(4) 0.0190(17) -0.014(2) 0.0009(13) -0.004(2) O10 0.0258(15) 0.0235(14) 0.0267(15) -0.0125(12) -0.0072(12) 0.0040(11) C1 0.0175(16) 0.0135(15) 0.0156(15) -0.0078(13) 0.0002(12) -0.0020(12) C2 0.0165(16) 0.0133(15) 0.0153(15) -0.0052(13) -0.0016(13) -0.0007(12) C3 0.0141(15) 0.0169(16) 0.0145(15) -0.0047(13) 0.0017(12) -0.0003(12) C4 0.0170(16) 0.0182(17) 0.0146(16) -0.0067(13) 0.0024(13) 0.0000(13) C5 0.0165(16) 0.0125(15) 0.0146(15) -0.0064(12) -0.0019(12) 0.0005(12) C6 0.0177(16) 0.0112(15) 0.0178(16) -0.0060(13) -0.0027(13) -0.0003(12) C7 0.0224(18) 0.0152(16) 0.0205(17) -0.0062(14) 0.0002(14) -0.0027(13) C8 0.0159(15) 0.0139(15) 0.0153(15) -0.0063(13) -0.0010(12) -0.0013(12) C9 0.0205(18) 0.0204(18) 0.0197(17) -0.0087(15) 0.0057(14) 0.0015(14) C10 0.0210(18) 0.0177(17) 0.0180(17) -0.0063(14) 0.0042(14) -0.0023(13) C11 0.0164(16) 0.0167(16) 0.0175(16) -0.0072(14) -0.0016(13) -0.0019(13) C12 0.0164(16) 0.0138(15) 0.0156(16) -0.0057(13) 0.0002(12) -0.0029(12) C13 0.0187(16) 0.0151(16) 0.0139(15) -0.0062(13) -0.0017(12) 0.0001(12) C14 0.0187(17) 0.0140(16) 0.0171(16) -0.0049(13) -0.0020(13) -0.0033(12) C15 0.025(2) 0.034(2) 0.0215(19) -0.0106(17) -0.0089(15) -0.0004(16) C16 0.035(2) 0.033(2) 0.0158(17) -0.0111(16) -0.0053(16) 0.0045(18) C17 0.026(2) 0.0222(18) 0.0144(17) -0.0018(14) 0.0035(14) 0.0020(15) C18 0.0175(17) 0.0188(17) 0.029(2) -0.0110(15) 0.0044(14) -0.0068(13) C19 0.0132(16) 0.0209(18) 0.031(2) -0.0139(16) -0.0012(14) -0.0023(13) C20 0.0181(17) 0.0210(18) 0.0244(18) -0.0101(15) -0.0072(14) 0.0009(13) C21 0.0152(17) 0.0201(18) 0.033(2) -0.0119(16) -0.0048(15) 0.0040(13) C22 0.0130(16) 0.0205(18) 0.029(2) -0.0104(15) 0.0031(14) -0.0010(13) C23 0.0216(18) 0.0212(18) 0.0177(17) -0.0080(14) 0.0028(14) -0.0035(14) C24 0.0232(18) 0.0225(18) 0.0176(17) -0.0097(14) -0.0011(14) -0.0012(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N1 1.957(3) . ? Cu1 O5 1.960(3) . ? Cu1 O1 1.976(3) . ? Cu1 N2 1.988(3) . ? Cu1 O9 2.309(4) . ? Cu1 O9' 2.35(2) . ? Cu2 N4 2.018(3) . ? Cu2 N4 2.018(3) 2_577 ? Cu2 N3 2.025(3) . ? Cu2 N3 2.025(3) 2_577 ? Cu2 O2 2.528(3) . ? Cu3 N6 2.029(3) . ? Cu3 N6 2.029(3) 2_666 ? Cu3 N5 2.036(3) . ? Cu3 N5 2.036(3) 2_666 ? Cu3 O10 2.487(3) . ? N1 C5 1.339(5) . ? N1 C1 1.354(4) . ? N2 C12 1.337(5) . ? N2 C8 1.344(5) . ? N3 C19 1.478(5) 2_577 ? N3 C15 1.484(5) . ? N4 C17 1.483(5) . ? N4 C18 1.483(5) . ? N5 C20 1.485(5) . ? N5 C24 1.489(5) 2_666 ? N6 C23 1.482(5) . ? N6 C22 1.488(5) . ? O1 C6 1.282(4) . ? O2 C6 1.234(5) . ? O3 C7 1.247(5) . ? O4 C7 1.228(5) . ? O5 C13 1.274(4) . ? O6 C13 1.233(5) . ? O7 C14 1.252(5) . ? O8 C14 1.262(5) . ? C1 C2 1.396(5) . ? C2 C3 1.394(5) . ? C2 C7 1.534(5) . ? C3 C4 1.389(5) . ? C4 C5 1.380(5) . ? C5 C6 1.520(5) . ? C8 C9 1.387(5) . ? C8 C13 1.509(5) . ? C9 C10 1.382(5) . ? C10 C11 1.395(5) . ? C11 C12 1.392(5) . ? C11 C14 1.506(5) . ? C15 C16 1.513(6) . ? C16 C17 1.521(6) . ? C18 C19 1.516(6) . ? C19 N3 1.478(5) 2_577 ? C20 C21 1.526(6) . ? C21 C22 1.529(6) . ? C23 C24 1.516(6) . ? C24 N5 1.489(5) 2_666 ? 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 N1 Cu1 O5 94.87(12) . . ? N1 Cu1 O1 83.01(12) . . ? O5 Cu1 O1 171.68(12) . . ? N1 Cu1 N2 177.41(13) . . ? O5 Cu1 N2 82.55(12) . . ? O1 Cu1 N2 99.58(12) . . ? N1 Cu1 O9 92.94(18) . . ? O5 Cu1 O9 100.70(19) . . ? O1 Cu1 O9 87.47(19) . . ? N2 Cu1 O9 87.28(17) . . ? N1 Cu1 O9' 82.3(6) . . ? O5 Cu1 O9' 88.4(7) . . ? O1 Cu1 O9' 99.2(7) . . ? N2 Cu1 O9' 97.3(6) . . ? O9 Cu1 O9' 17.0(7) . . ? N4 Cu2 N4 180.00(15) . 2_577 ? N4 Cu2 N3 93.95(13) . . ? N4 Cu2 N3 86.05(13) 2_577 . ? N4 Cu2 N3 86.05(13) . 2_577 ? N4 Cu2 N3 93.95(13) 2_577 2_577 ? N3 Cu2 N3 180.00(12) . 2_577 ? N4 Cu2 O2 88.52(11) . . ? N4 Cu2 O2 91.48(11) 2_577 . ? N3 Cu2 O2 93.12(11) . . ? N3 Cu2 O2 86.88(11) 2_577 . ? N6 Cu3 N6 179.998(1) . 2_666 ? N6 Cu3 N5 93.35(13) . . ? N6 Cu3 N5 86.65(13) 2_666 . ? N6 Cu3 N5 86.65(13) . 2_666 ? N6 Cu3 N5 93.35(13) 2_666 2_666 ? N5 Cu3 N5 179.999(2) . 2_666 ? N6 Cu3 O10 96.07(11) . . ? N6 Cu3 O10 83.93(11) 2_666 . ? N5 Cu3 O10 86.57(11) . . ? N5 Cu3 O10 93.43(11) 2_666 . ? C5 N1 C1 119.2(3) . . ? C5 N1 Cu1 113.2(2) . . ? C1 N1 Cu1 127.1(2) . . ? C12 N2 C8 119.0(3) . . ? C12 N2 Cu1 128.8(3) . . ? C8 N2 Cu1 112.1(2) . . ? C19 N3 C15 110.7(3) 2_577 . ? C19 N3 Cu2 105.6(2) 2_577 . ? C15 N3 Cu2 116.6(2) . . ? C17 N4 C18 112.8(3) . . ? C17 N4 Cu2 117.3(2) . . ? C18 N4 Cu2 107.1(2) . . ? C20 N5 C24 111.5(3) . 2_666 ? C20 N5 Cu3 117.3(2) . . ? C24 N5 Cu3 107.1(2) 2_666 . ? C23 N6 C22 110.3(3) . . ? C23 N6 Cu3 106.1(2) . . ? C22 N6 Cu3 116.9(2) . . ? C6 O1 Cu1 114.5(2) . . ? C6 O2 Cu2 124.6(2) . . ? C13 O5 Cu1 115.7(2) . . ? N1 C1 C2 122.0(3) . . ? C3 C2 C1 117.7(3) . . ? C3 C2 C7 123.8(3) . . ? C1 C2 C7 118.5(3) . . ? C4 C3 C2 120.0(3) . . ? C5 C4 C3 118.6(3) . . ? N1 C5 C4 122.4(3) . . ? N1 C5 C6 114.0(3) . . ? C4 C5 C6 123.5(3) . . ? O2 C6 O1 125.6(3) . . ? O2 C6 C5 119.6(3) . . ? O1 C6 C5 114.9(3) . . ? O4 C7 O3 126.1(4) . . ? O4 C7 C2 116.6(3) . . ? O3 C7 C2 117.3(3) . . ? N2 C8 C9 122.1(3) . . ? N2 C8 C13 114.6(3) . . ? C9 C8 C13 123.2(3) . . ? C10 C9 C8 118.9(3) . . ? C9 C10 C11 119.3(3) . . ? C12 C11 C10 118.2(3) . . ? C12 C11 C14 119.1(3) . . ? C10 C11 C14 122.7(3) . . ? N2 C12 C11 122.4(3) . . ? O6 C13 O5 126.1(3) . . ? O6 C13 C8 119.2(3) . . ? O5 C13 C8 114.8(3) . . ? O7 C14 O8 126.2(4) . . ? O7 C14 C11 118.1(3) . . ? O8 C14 C11 115.7(3) . . ? N3 C15 C16 112.3(3) . . ? C15 C16 C17 113.8(3) . . ? N4 C17 C16 111.4(3) . . ? N4 C18 C19 107.3(3) . . ? N3 C19 C18 107.8(3) 2_577 . ? N5 C20 C21 111.9(3) . . ? C20 C21 C22 115.5(3) . . ? N6 C22 C21 113.6(3) . . ? N6 C23 C24 109.9(3) . . ? N5 C24 C23 108.9(3) 2_666 . ? 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 O10 H10B O8 0.84(2) 1.88(2) 2.711(4) 170(8) 2_676 O10 H10A O6 0.97(7) 1.77(7) 2.728(4) 173(7) . O9 H9B O3 0.86(2) 1.97(4) 2.699(5) 143(7) 2_567 O9 H9A O7 0.859(19) 1.95(3) 2.766(5) 159(5) 2_676 N6 H6 O7 0.87(5) 2.11(6) 2.944(4) 158(5) 2_676 N5 H5 O8 1.07(5) 2.00(5) 3.041(4) 163(4) 2_676 N4 H4' O1 0.90(6) 2.12(7) 3.017(4) 170(6) 2_577 N3 H3' O3 0.87(2) 2.38(4) 3.130(4) 145(5) 1_565 _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 28.26 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 0.916 _refine_diff_density_min -0.765 _refine_diff_density_rms 0.169 data_a10121a _database_code_depnum_ccdc_archive 'CCDC 889544' #TrackingRef '- compound-A3 rev.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H50 Cu N6 Ni O18' _chemical_formula_weight 832.95 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' 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 9.706(4) _cell_length_b 10.184(4) _cell_length_c 10.607(4) _cell_angle_alpha 62.712(4) _cell_angle_beta 85.470(5) _cell_angle_gamma 69.691(4) _cell_volume 869.8(6) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 831 _cell_measurement_theta_min 2.403 _cell_measurement_theta_max 27.490 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.590 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 437 _exptl_absorpt_coefficient_mu 1.237 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6714 _exptl_absorpt_correction_T_max 0.7900 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 5.30 _diffrn_reflns_number 3639 _diffrn_reflns_av_R_equivalents 0.0651 _diffrn_reflns_av_sigmaI/netI 0.0369 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.17 _diffrn_reflns_theta_max 25.03 _reflns_number_total 3020 _reflns_number_gt 2674 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.1538P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef ? _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3020 _refine_ls_number_parameters 265 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0679 _refine_ls_R_factor_gt 0.0648 _refine_ls_wR_factor_ref 0.1773 _refine_ls_wR_factor_gt 0.1729 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.021 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 1.0000 1.0000 0.0000 0.0291(3) Uani 1 2 d S . . N1 N 0.7830(3) 1.0611(3) 0.0152(3) 0.0265(6) Uani 1 1 d . . . N2 N 0.9642(3) 0.3593(3) 0.4263(3) 0.0318(6) Uani 1 1 d . . . H2' H 1.003(4) 0.260(5) 0.492(4) 0.035(9) Uiso 1 1 d . . . N3 N 0.8193(3) 0.5090(3) 0.6154(3) 0.0294(6) Uani 1 1 d D . . H3 H 0.849(4) 0.423(3) 0.695(3) 0.033(9) Uiso 1 1 d D . . Ni1 Ni 1.0000 0.5000 0.5000 0.0233(3) Uani 1 2 d S . . O1 O 1.0060(2) 0.8143(2) 0.1785(2) 0.0327(5) Uani 1 1 d . . . O2 O 0.8579(2) 0.7046(2) 0.3284(2) 0.0324(5) Uani 1 1 d . . . O3 O 0.2384(3) 1.2586(3) 0.0426(3) 0.0564(7) Uani 1 1 d . . . O4 O 0.3157(3) 1.0320(4) 0.2376(3) 0.0615(8) Uani 1 1 d . . . O5 O 1.0133(4) 0.8384(4) -0.1221(4) 0.0542(8) Uani 1 1 d D . . H5A H 0.929(3) 0.840(7) -0.121(7) 0.10(2) Uiso 1 1 d D . . H5B H 1.066(5) 0.748(4) -0.076(8) 0.13(3) Uiso 1 1 d D . . C1 C 0.7498(3) 0.9556(3) 0.1349(3) 0.0246(6) Uani 1 1 d . . . C2 C 0.6088(3) 0.9761(4) 0.1741(3) 0.0292(7) Uani 1 1 d . . . H2 H 0.5901 0.9002 0.2582 0.035 Uiso 1 1 calc R . . C3 C 0.4943(3) 1.1115(4) 0.0865(3) 0.0302(7) Uani 1 1 d . . . C4 C 0.5281(3) 1.2189(4) -0.0379(3) 0.0349(7) Uani 1 1 d . . . H4 H 0.4538 1.3098 -0.1001 0.042 Uiso 1 1 calc R . . C5 C 0.6736(3) 1.1903(4) -0.0694(3) 0.0343(7) Uani 1 1 d . . . H5 H 0.6954 1.2642 -0.1529 0.041 Uiso 1 1 calc R . . C6 C 0.8806(3) 0.8128(3) 0.2221(3) 0.0264(6) Uani 1 1 d . . . C7 C 0.3361(4) 1.1358(4) 0.1273(4) 0.0395(8) Uani 1 1 d . . . C8 C 0.8091(4) 0.3907(4) 0.3899(4) 0.0418(8) Uani 1 1 d . . . H8 H 0.8041 0.3155 0.3600 0.050 Uiso 1 1 calc R . . H8C H 0.7673 0.4957 0.3109 0.050 Uiso 1 1 calc R . . C9 C 0.7197(4) 0.3784(4) 0.5162(4) 0.0435(8) Uani 1 1 d . . . H9 H 0.6268 0.3721 0.4967 0.052 Uiso 1 1 calc R . . H9C H 0.7726 0.2806 0.5989 0.052 Uiso 1 1 calc R . . C10 C 0.6866(3) 0.5122(4) 0.5531(4) 0.0363(8) Uani 1 1 d . . . H10A H 0.6463 0.6118 0.4676 0.044 Uiso 1 1 calc R . . H10B H 0.6125 0.5056 0.6205 0.044 Uiso 1 1 calc R . . C11 C 0.7949(4) 0.6405(4) 0.6467(4) 0.0416(8) Uani 1 1 d . . . H11A H 0.7315 0.6325 0.7234 0.050 Uiso 1 1 calc R . . H11B H 0.7467 0.7397 0.5632 0.050 Uiso 1 1 calc R . . C12 C 0.9418(4) 0.6360(5) 0.6898(4) 0.0443(9) Uani 1 1 d . . . H12A H 0.9282 0.7257 0.7061 0.053 Uiso 1 1 calc R . . H12B H 0.9874 0.5402 0.7770 0.053 Uiso 1 1 calc R . . O6 O 0.0883(4) 1.0015(3) 0.6002(3) 0.0586(7) Uani 1 1 d D . . H6A H 0.045(6) 0.968(7) 0.670(4) 0.088 Uiso 1 1 d D . . O7 O 0.5372(4) 0.3779(4) 0.2034(4) 0.0705(9) Uani 1 1 d D . . H7A H 0.588(6) 0.286(3) 0.253(5) 0.106 Uiso 1 1 d D . . H7B H 0.483(6) 0.372(7) 0.151(5) 0.106 Uiso 1 1 d D . . O8 O 0.6086(4) 0.0801(4) 0.4730(4) 0.0734(9) Uani 1 1 d D . . H8A H 0.618(6) 0.062(7) 0.558(3) 0.110 Uiso 1 1 d D . . H8B H 0.688(4) 0.022(7) 0.464(6) 0.110 Uiso 1 1 d D . . O9 O 0.7392(4) 0.4573(4) 0.0031(4) 0.0638(8) Uani 1 1 d D . . H9A H 0.671(7) 0.426(11) 0.033(11) 0.21(5) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0165(4) 0.0263(4) 0.0261(4) -0.0008(3) 0.0002(2) -0.0022(3) N1 0.0194(12) 0.0246(13) 0.0249(13) -0.0056(11) -0.0007(10) -0.0034(10) N2 0.0289(15) 0.0267(14) 0.0351(15) -0.0124(13) -0.0024(12) -0.0059(12) N3 0.0199(13) 0.0268(14) 0.0287(14) -0.0052(12) -0.0006(11) -0.0039(11) Ni1 0.0176(4) 0.0218(4) 0.0232(4) -0.0065(3) -0.0006(2) -0.0036(3) O1 0.0209(11) 0.0287(11) 0.0294(11) -0.0017(9) -0.0011(9) -0.0031(8) O2 0.0241(11) 0.0294(11) 0.0267(11) -0.0024(9) -0.0013(9) -0.0041(9) O3 0.0209(12) 0.0623(18) 0.0760(18) -0.0344(15) -0.0042(13) 0.0021(12) O4 0.0367(15) 0.0676(19) 0.0737(19) -0.0270(16) 0.0221(14) -0.0225(14) O5 0.0364(17) 0.077(2) 0.071(2) -0.048(2) 0.0123(16) -0.0269(16) C1 0.0220(15) 0.0230(14) 0.0230(14) -0.0072(12) -0.0005(12) -0.0055(12) C2 0.0263(16) 0.0290(15) 0.0304(15) -0.0118(13) 0.0027(12) -0.0101(13) C3 0.0247(16) 0.0313(15) 0.0360(16) -0.0182(14) -0.0007(13) -0.0071(13) C4 0.0235(16) 0.0307(16) 0.0357(16) -0.0100(14) -0.0050(13) 0.0013(12) C5 0.0278(16) 0.0273(15) 0.0261(15) 0.0002(13) -0.0026(13) -0.0018(13) C6 0.0230(15) 0.0258(15) 0.0230(13) -0.0078(12) -0.0014(11) -0.0046(12) C7 0.0250(17) 0.049(2) 0.053(2) -0.0331(18) 0.0054(15) -0.0101(16) C8 0.0373(19) 0.0398(18) 0.050(2) -0.0209(16) -0.0088(15) -0.0119(15) C9 0.0243(17) 0.0450(19) 0.054(2) -0.0141(17) -0.0055(15) -0.0138(14) C10 0.0188(15) 0.0355(17) 0.0378(18) -0.0065(15) 0.0009(13) -0.0047(13) C11 0.0365(19) 0.0441(19) 0.0425(19) -0.0236(16) 0.0108(15) -0.0084(15) C12 0.046(2) 0.048(2) 0.044(2) -0.0283(18) 0.0024(16) -0.0115(17) O6 0.067(2) 0.0474(16) 0.0496(16) -0.0182(14) 0.0010(14) -0.0120(14) O7 0.064(2) 0.085(2) 0.066(2) -0.0335(19) 0.0079(16) -0.0320(18) O8 0.067(2) 0.071(2) 0.077(2) -0.0302(19) 0.0038(18) -0.0238(18) O9 0.061(2) 0.0612(19) 0.0633(19) -0.0252(16) 0.0123(16) -0.0211(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 Cu1 O1 1.955(2) . ? Cu1 O1 1.955(2) 2_775 ? Cu1 N1 1.994(2) 2_775 ? Cu1 N1 1.994(2) . ? Cu1 O5 2.486(3) . ? N1 C5 1.327(4) . ? N1 C1 1.340(4) . ? N2 C12 1.466(5) 2_766 ? N2 C8 1.470(5) . ? N2 Ni1 2.050(3) . ? N3 C11 1.462(4) . ? N3 C10 1.477(4) . ? N3 Ni1 2.058(3) . ? Ni1 N2 2.050(3) 2_766 ? Ni1 N3 2.058(3) 2_766 ? Ni1 O2 2.117(2) 2_766 ? Ni1 O2 2.117(2) . ? O1 C6 1.270(4) . ? O2 C6 1.235(4) . ? O3 C7 1.246(5) . ? O4 C7 1.224(5) . ? C1 C2 1.372(4) . ? C1 C6 1.501(4) . ? C2 C3 1.387(4) . ? C3 C4 1.379(5) . ? C3 C7 1.528(4) . ? C4 C5 1.386(5) . ? C8 C9 1.517(5) . ? C9 C10 1.509(5) . ? C11 C12 1.511(5) . ? C12 N2 1.466(5) 2_766 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu1 O1 180.00(12) . 2_775 ? O1 Cu1 N1 97.18(9) . 2_775 ? O1 Cu1 N1 82.82(9) 2_775 2_775 ? O1 Cu1 N1 82.82(9) . . ? O1 Cu1 N1 97.18(9) 2_775 . ? N1 Cu1 N1 180.00(5) 2_775 . ? O1 Cu1 O5 86.96(11) . . ? O1 Cu1 O5 93.04(11) 2_775 . ? N1 Cu1 O5 83.66(10) 2_775 . ? N1 Cu1 O5 96.34(10) . . ? C5 N1 C1 118.1(2) . . ? C5 N1 Cu1 129.8(2) . . ? C1 N1 Cu1 111.9(2) . . ? C12 N2 C8 114.0(3) 2_766 . ? C12 N2 Ni1 107.1(2) 2_766 . ? C8 N2 Ni1 116.0(2) . . ? C11 N3 C10 114.5(2) . . ? C11 N3 Ni1 105.77(19) . . ? C10 N3 Ni1 116.4(2) . . ? N2 Ni1 N2 180.0 2_766 . ? N2 Ni1 N3 84.86(11) 2_766 . ? N2 Ni1 N3 95.14(11) . . ? N2 Ni1 N3 95.14(11) 2_766 2_766 ? N2 Ni1 N3 84.86(11) . 2_766 ? N3 Ni1 N3 180.000(1) . 2_766 ? N2 Ni1 O2 90.85(10) 2_766 2_766 ? N2 Ni1 O2 89.15(10) . 2_766 ? N3 Ni1 O2 93.71(10) . 2_766 ? N3 Ni1 O2 86.29(10) 2_766 2_766 ? N2 Ni1 O2 89.15(10) 2_766 . ? N2 Ni1 O2 90.85(10) . . ? N3 Ni1 O2 86.29(10) . . ? N3 Ni1 O2 93.71(10) 2_766 . ? O2 Ni1 O2 180.000(1) 2_766 . ? C6 O1 Cu1 114.74(18) . . ? C6 O2 Ni1 132.65(19) . . ? N1 C1 C2 123.0(3) . . ? N1 C1 C6 114.0(2) . . ? C2 C1 C6 123.0(3) . . ? C1 C2 C3 119.1(3) . . ? C4 C3 C2 117.9(3) . . ? C4 C3 C7 122.1(3) . . ? C2 C3 C7 119.9(3) . . ? C3 C4 C5 119.5(3) . . ? N1 C5 C4 122.3(3) . . ? O2 C6 O1 125.7(3) . . ? O2 C6 C1 118.0(3) . . ? O1 C6 C1 116.3(2) . . ? O4 C7 O3 125.7(3) . . ? O4 C7 C3 117.7(3) . . ? O3 C7 C3 116.6(3) . . ? N2 C8 C9 111.1(3) . . ? C10 C9 C8 115.6(3) . . ? N3 C10 C9 112.2(3) . . ? N3 C11 C12 109.1(3) . . ? N2 C12 C11 107.8(3) 2_766 . ? 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 O7 H7A O8 0.812(19) 2.27(4) 2.959(5) 142(6) . O9 H9A O7 0.81(2) 2.11(7) 2.807(5) 144(10) . N3 H3 O1 0.867(19) 2.14(2) 2.934(3) 152(3) 2_766 N2 H2' O6 0.88(4) 2.19(4) 3.044(4) 162(3) 1_645 O5 H5A O3 0.816(19) 2.12(3) 2.870(4) 154(6) 2_675 O5 H5A O4 0.816(19) 2.38(3) 3.106(4) 148(6) 2_675 O5 H5B O9 0.806(19) 2.13(3) 2.899(5) 159(7) 2_765 O8 H8A O4 0.84(2) 1.98(3) 2.798(5) 164(6) 2_666 O8 H8B O6 0.82(2) 2.19(4) 2.912(5) 147(7) 2_666 O6 H6A O5 0.82(2) 2.05(3) 2.825(5) 159(6) 1_456 _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 1.012 _refine_diff_density_min -1.468 _refine_diff_density_rms 0.166