# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Tobias Ruffer' _publ_contact_author_email TOBIAS.RUEFFER@CHEMIE.TU-CHEMNITZ.DE _publ_section_title ; Transition metal induced derivatisations resulting in novel coordination behaviour of bis(oxamato) ligands ; loop_ _publ_author_name 'Tobias Ruffer' 'Bjorn Brauer' "Francois Eya'ane Meva" 'Bernhard Walfort' # Attachment 'bbj5.cif' data_bbj5 _database_code_depnum_ccdc_archive 'CCDC 671684' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H78 N4 Ni O8' _chemical_formula_weight 921.87 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 19.751(9) _cell_length_b 17.612(8) _cell_length_c 14.656(6) _cell_angle_alpha 90.00 _cell_angle_beta 94.174(9) _cell_angle_gamma 90.00 _cell_volume 5085(4) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_reflns_used 2928 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 24.36 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.204 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1992 _exptl_absorpt_coefficient_mu 0.435 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.87937 _exptl_absorpt_correction_T_max 0.99999 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 298 _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 Smart CCD 1k' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13492 _diffrn_reflns_av_R_equivalents 0.0407 _diffrn_reflns_av_sigmaI/netI 0.0436 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.55 _diffrn_reflns_theta_max 25.19 _reflns_number_total 4462 _reflns_number_gt 2850 _reflns_threshold_expression >2sigma(I) _computing_data_collection Smart _computing_cell_refinement Saint _computing_data_reduction Saint _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0595P)^2^+12.7204P] 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 4462 _refine_ls_number_parameters 285 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1194 _refine_ls_R_factor_gt 0.0711 _refine_ls_wR_factor_ref 0.1855 _refine_ls_wR_factor_gt 0.1607 _refine_ls_goodness_of_fit_ref 1.091 _refine_ls_restrained_S_all 1.091 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 1.0000 0.41541(4) 0.7500 0.0601(3) Uani 1 2 d S . . O3 O 0.93458(16) 0.48290(16) 0.6991(2) 0.0689(8) Uani 1 1 d . . . N1 N 0.94518(16) 0.34060(18) 0.7044(2) 0.0585(9) Uani 1 1 d . . . O2 O 0.83554(18) 0.48048(19) 0.6141(2) 0.0889(10) Uani 1 1 d . . . O1 O 0.84360(16) 0.32002(18) 0.6196(2) 0.0779(9) Uani 1 1 d . . . N2 N 0.67114(17) 0.14865(19) 0.6578(2) 0.0604(9) Uani 1 1 d . . . O4 O 0.8854(2) 0.0582(2) 0.6407(3) 0.1030(12) Uani 1 1 d . . . C22 C 0.6892(2) 0.2201(2) 0.6070(3) 0.0603(10) Uani 1 1 d . . . H22A H 0.7377 0.2283 0.6172 0.072 Uiso 1 1 calc R . . H22B H 0.6795 0.2112 0.5420 0.072 Uiso 1 1 calc R . . C3 C 0.9684(2) 0.2670(2) 0.7224(3) 0.0570(10) Uani 1 1 d . . . C10 C 0.7059(2) 0.0836(2) 0.6119(3) 0.0588(10) Uani 1 1 d . . . H10A H 0.6885 0.0814 0.5483 0.071 Uiso 1 1 calc R . . H10B H 0.7540 0.0948 0.6128 0.071 Uiso 1 1 calc R . . C5 C 0.9701(2) 0.1307(2) 0.7209(3) 0.0632(11) Uani 1 1 d . . . C2 C 0.8835(2) 0.4488(3) 0.6549(3) 0.0664(11) Uani 1 1 d . . . C23 C 0.6534(2) 0.2925(2) 0.6318(3) 0.0698(12) Uani 1 1 d . . . H23A H 0.6646 0.3044 0.6957 0.084 Uiso 1 1 calc R . . H23B H 0.6047 0.2854 0.6230 0.084 Uiso 1 1 calc R . . C1 C 0.8876(2) 0.3612(2) 0.6571(3) 0.0604(10) Uani 1 1 d . . . C11 C 0.6976(2) 0.0061(2) 0.6539(3) 0.0708(12) Uani 1 1 d . . . H11A H 0.7146 0.0071 0.7176 0.085 Uiso 1 1 calc R . . H11B H 0.6498 -0.0072 0.6511 0.085 Uiso 1 1 calc R . . C4 C 0.9398(2) 0.1990(2) 0.6932(3) 0.0676(12) Uani 1 1 d . . . H4 H 0.9001 0.1988 0.6550 0.081 Uiso 1 1 calc R . . C7 C 0.9716(2) -0.0134(2) 0.7190(3) 0.0725(13) Uani 1 1 d . . . C18 C 0.6943(3) 0.1533(3) 0.7588(3) 0.0714(12) Uani 1 1 d . . . H18A H 0.6723 0.1968 0.7845 0.086 Uiso 1 1 calc R . . H18B H 0.6781 0.1084 0.7887 0.086 Uiso 1 1 calc R . . C14 C 0.5953(2) 0.1362(3) 0.6549(3) 0.0737(13) Uani 1 1 d . . . H14A H 0.5869 0.0900 0.6883 0.088 Uiso 1 1 calc R . . H14B H 0.5754 0.1778 0.6871 0.088 Uiso 1 1 calc R . . C6 C 0.9387(3) 0.0591(3) 0.6892(4) 0.0761(13) Uani 1 1 d . . . C19 C 0.7696(3) 0.1600(3) 0.7827(3) 0.0785(14) Uani 1 1 d . . . H19A H 0.7860 0.2080 0.7607 0.094 Uiso 1 1 calc R . . H19B H 0.7932 0.1194 0.7534 0.094 Uiso 1 1 calc R . . C24 C 0.6748(2) 0.3577(2) 0.5725(3) 0.0750(13) Uani 1 1 d . . . H24A H 0.7239 0.3624 0.5793 0.090 Uiso 1 1 calc R . . H24B H 0.6620 0.3459 0.5090 0.090 Uiso 1 1 calc R . . C12 C 0.7359(3) -0.0523(3) 0.6030(4) 0.0809(14) Uani 1 1 d . . . H12A H 0.7832 -0.0372 0.6035 0.097 Uiso 1 1 calc R . . H12B H 0.7176 -0.0541 0.5398 0.097 Uiso 1 1 calc R . . C15 C 0.5589(2) 0.1302(3) 0.5616(4) 0.0864(15) Uani 1 1 d . . . H15A H 0.5707 0.0830 0.5327 0.104 Uiso 1 1 calc R . . H15B H 0.5719 0.1719 0.5233 0.104 Uiso 1 1 calc R . . C9 C 0.9731(3) -0.1498(3) 0.7178(4) 0.101(2) Uani 1 1 d . . . H9 H 0.9556 -0.1955 0.6948 0.122 Uiso 1 1 calc R . . C20 C 0.7841(3) 0.1551(3) 0.8858(3) 0.0943(17) Uani 1 1 d . . . H20A H 0.7598 0.1956 0.9142 0.113 Uiso 1 1 calc R . . H20B H 0.7665 0.1072 0.9069 0.113 Uiso 1 1 calc R . . C8 C 0.9450(3) -0.0823(3) 0.6871(4) 0.0880(16) Uani 1 1 d . . . H8 H 0.9077 -0.0827 0.6446 0.106 Uiso 1 1 calc R . . C25 C 0.6437(3) 0.4325(3) 0.5959(5) 0.111(2) Uani 1 1 d . . . H25A H 0.6587 0.4712 0.5558 0.167 Uiso 1 1 calc R . . H25B H 0.6574 0.4455 0.6581 0.167 Uiso 1 1 calc R . . H25C H 0.5951 0.4286 0.5885 0.167 Uiso 1 1 calc R . . C13 C 0.7317(4) -0.1307(3) 0.6446(4) 0.112(2) Uani 1 1 d . . . H13A H 0.7568 -0.1660 0.6103 0.168 Uiso 1 1 calc R . . H13B H 0.6851 -0.1463 0.6431 0.168 Uiso 1 1 calc R . . H13C H 0.7505 -0.1294 0.7069 0.168 Uiso 1 1 calc R . . C16 C 0.4816(3) 0.1329(5) 0.5728(5) 0.137(3) Uani 1 1 d . . . H16A H 0.4703 0.0926 0.6143 0.164 Uiso 1 1 calc R . . H16B H 0.4710 0.1808 0.6012 0.164 Uiso 1 1 calc R . . C21 C 0.8580(4) 0.1606(4) 0.9169(4) 0.124(2) Uani 1 1 d . . . H21A H 0.8633 0.1572 0.9824 0.186 Uiso 1 1 calc R . . H21B H 0.8756 0.2084 0.8976 0.186 Uiso 1 1 calc R . . H21C H 0.8823 0.1199 0.8906 0.186 Uiso 1 1 calc R . . C17 C 0.4413(4) 0.1255(6) 0.4938(7) 0.188(4) Uani 1 1 d . . . H17A H 0.3945 0.1286 0.5071 0.282 Uiso 1 1 calc R . . H17B H 0.4497 0.0773 0.4663 0.282 Uiso 1 1 calc R . . H17C H 0.4513 0.1655 0.4524 0.282 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0658(5) 0.0490(4) 0.0652(5) 0.000 0.0033(4) 0.000 O3 0.084(2) 0.0492(17) 0.0737(19) 0.0041(14) 0.0043(16) 0.0080(15) N1 0.055(2) 0.051(2) 0.068(2) 0.0012(16) -0.0051(16) 0.0050(16) O2 0.096(2) 0.080(2) 0.088(2) 0.0057(18) -0.0131(19) 0.031(2) O1 0.0680(19) 0.075(2) 0.088(2) -0.0009(17) -0.0147(17) 0.0051(17) N2 0.067(2) 0.053(2) 0.064(2) 0.0036(16) 0.0148(17) 0.0002(16) O4 0.099(3) 0.066(2) 0.138(3) -0.014(2) -0.034(2) -0.0115(19) C22 0.064(3) 0.052(2) 0.066(3) 0.006(2) 0.013(2) -0.005(2) C3 0.057(2) 0.049(2) 0.065(2) -0.0007(19) 0.0019(18) -0.0010(19) C10 0.064(2) 0.052(2) 0.061(2) -0.0037(19) 0.0126(19) 0.003(2) C5 0.062(3) 0.048(2) 0.079(3) -0.004(2) 0.000(2) -0.0043(19) C2 0.076(3) 0.065(3) 0.059(3) 0.003(2) 0.005(2) 0.016(2) C23 0.079(3) 0.057(3) 0.075(3) 0.007(2) 0.017(2) 0.000(2) C1 0.059(3) 0.060(3) 0.061(2) -0.002(2) 0.000(2) 0.002(2) C11 0.088(3) 0.052(2) 0.074(3) 0.000(2) 0.013(2) 0.000(2) C4 0.065(3) 0.055(3) 0.081(3) -0.001(2) -0.007(2) -0.001(2) C7 0.074(3) 0.050(2) 0.096(4) -0.004(2) 0.023(2) -0.004(2) C18 0.098(4) 0.056(3) 0.062(3) 0.002(2) 0.017(2) 0.005(2) C14 0.064(3) 0.063(3) 0.098(4) 0.012(2) 0.025(3) 0.002(2) C6 0.074(3) 0.059(3) 0.095(4) -0.006(2) 0.002(3) -0.005(2) C19 0.104(4) 0.070(3) 0.062(3) 0.001(2) 0.003(3) -0.003(3) C24 0.074(3) 0.061(3) 0.092(3) 0.018(2) 0.017(3) 0.005(2) C12 0.091(4) 0.055(3) 0.097(4) -0.005(3) 0.012(3) 0.006(3) C15 0.067(3) 0.084(4) 0.109(4) 0.011(3) 0.010(3) -0.011(3) C9 0.113(5) 0.050(3) 0.148(7) -0.008(3) 0.053(4) -0.008(3) C20 0.143(5) 0.075(3) 0.064(3) 0.007(3) -0.002(3) -0.003(3) C8 0.087(4) 0.056(3) 0.123(4) -0.015(3) 0.029(3) -0.009(3) C25 0.136(5) 0.067(3) 0.136(5) 0.025(3) 0.043(4) 0.016(3) C13 0.159(6) 0.057(3) 0.120(5) 0.000(3) 0.006(4) 0.016(3) C16 0.086(4) 0.165(7) 0.157(7) 0.055(5) -0.008(4) -0.045(4) C21 0.155(6) 0.127(6) 0.086(4) 0.010(4) -0.028(4) -0.022(5) C17 0.102(6) 0.248(12) 0.208(10) 0.057(9) -0.019(6) -0.056(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 N1 1.803(3) . ? Ni1 N1 1.803(3) 2_756 ? Ni1 O3 1.871(3) . ? Ni1 O3 1.871(3) 2_756 ? O3 C2 1.305(5) . ? N1 C1 1.337(5) . ? N1 C3 1.393(5) . ? O2 C2 1.219(5) . ? O1 C1 1.231(5) . ? N2 C14 1.511(5) . ? N2 C10 1.518(5) . ? N2 C22 1.518(5) . ? N2 C18 1.519(5) . ? O4 C6 1.228(6) . ? C22 C23 1.514(6) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C3 C4 1.380(6) . ? C3 C3 1.436(8) 2_756 ? C10 C11 1.510(6) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C5 C4 1.390(6) . ? C5 C5 1.406(8) 2_756 ? C5 C6 1.467(6) . ? C2 C1 1.545(6) . ? C23 C24 1.518(6) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C11 C12 1.507(6) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C4 H4 0.9300 . ? C7 C8 1.390(6) . ? C7 C7 1.392(10) 2_756 ? C7 C6 1.482(6) . ? C18 C19 1.509(7) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C14 C15 1.502(7) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C19 C20 1.519(6) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C24 C25 1.504(7) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C12 C13 1.514(7) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C15 C16 1.549(8) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C9 C9 1.368(12) 2_756 ? C9 C8 1.374(7) . ? C9 H9 0.9300 . ? C20 C21 1.501(8) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C8 H8 0.9300 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C16 C17 1.362(10) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? 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 Ni1 N1 86.1(2) . 2_756 ? N1 Ni1 O3 86.42(14) . . ? N1 Ni1 O3 172.38(14) 2_756 . ? N1 Ni1 O3 172.38(14) . 2_756 ? N1 Ni1 O3 86.42(14) 2_756 2_756 ? O3 Ni1 O3 101.10(19) . 2_756 ? C2 O3 Ni1 113.1(3) . . ? C1 N1 C3 127.3(3) . . ? C1 N1 Ni1 117.3(3) . . ? C3 N1 Ni1 115.4(3) . . ? C14 N2 C10 110.9(3) . . ? C14 N2 C22 111.9(3) . . ? C10 N2 C22 106.2(3) . . ? C14 N2 C18 105.2(3) . . ? C10 N2 C18 111.0(3) . . ? C22 N2 C18 111.6(3) . . ? C23 C22 N2 116.7(3) . . ? C23 C22 H22A 108.1 . . ? N2 C22 H22A 108.1 . . ? C23 C22 H22B 108.1 . . ? N2 C22 H22B 108.1 . . ? H22A C22 H22B 107.3 . . ? C4 C3 N1 128.8(4) . . ? C4 C3 C3 119.6(2) . 2_756 ? N1 C3 C3 111.6(2) . 2_756 ? C11 C10 N2 115.8(3) . . ? C11 C10 H10A 108.3 . . ? N2 C10 H10A 108.3 . . ? C11 C10 H10B 108.3 . . ? N2 C10 H10B 108.3 . . ? H10A C10 H10B 107.4 . . ? C4 C5 C5 120.2(2) . 2_756 ? C4 C5 C6 119.2(4) . . ? C5 C5 C6 120.6(3) 2_756 . ? O2 C2 O3 125.3(4) . . ? O2 C2 C1 120.4(4) . . ? O3 C2 C1 114.3(4) . . ? C22 C23 C24 110.2(4) . . ? C22 C23 H23A 109.6 . . ? C24 C23 H23A 109.6 . . ? C22 C23 H23B 109.6 . . ? C24 C23 H23B 109.6 . . ? H23A C23 H23B 108.1 . . ? O1 C1 N1 128.2(4) . . ? O1 C1 C2 123.0(4) . . ? N1 C1 C2 108.8(4) . . ? C12 C11 C10 110.0(4) . . ? C12 C11 H11A 109.7 . . ? C10 C11 H11A 109.7 . . ? C12 C11 H11B 109.7 . . ? C10 C11 H11B 109.7 . . ? H11A C11 H11B 108.2 . . ? C3 C4 C5 120.1(4) . . ? C3 C4 H4 119.9 . . ? C5 C4 H4 119.9 . . ? C8 C7 C7 119.1(3) . 2_756 ? C8 C7 C6 120.4(5) . . ? C7 C7 C6 120.5(3) 2_756 . ? C19 C18 N2 116.9(4) . . ? C19 C18 H18A 108.1 . . ? N2 C18 H18A 108.1 . . ? C19 C18 H18B 108.1 . . ? N2 C18 H18B 108.1 . . ? H18A C18 H18B 107.3 . . ? C15 C14 N2 116.3(4) . . ? C15 C14 H14A 108.2 . . ? N2 C14 H14A 108.2 . . ? C15 C14 H14B 108.2 . . ? N2 C14 H14B 108.2 . . ? H14A C14 H14B 107.4 . . ? O4 C6 C5 121.2(4) . . ? O4 C6 C7 120.0(4) . . ? C5 C6 C7 118.8(4) . . ? C18 C19 C20 109.7(4) . . ? C18 C19 H19A 109.7 . . ? C20 C19 H19A 109.7 . . ? C18 C19 H19B 109.7 . . ? C20 C19 H19B 109.7 . . ? H19A C19 H19B 108.2 . . ? C25 C24 C23 113.4(4) . . ? C25 C24 H24A 108.9 . . ? C23 C24 H24A 108.9 . . ? C25 C24 H24B 108.9 . . ? C23 C24 H24B 108.9 . . ? H24A C24 H24B 107.7 . . ? C11 C12 C13 112.3(4) . . ? C11 C12 H12A 109.2 . . ? C13 C12 H12A 109.2 . . ? C11 C12 H12B 109.2 . . ? C13 C12 H12B 109.2 . . ? H12A C12 H12B 107.9 . . ? C14 C15 C16 108.1(5) . . ? C14 C15 H15A 110.1 . . ? C16 C15 H15A 110.1 . . ? C14 C15 H15B 110.1 . . ? C16 C15 H15B 110.1 . . ? H15A C15 H15B 108.4 . . ? C9 C9 C8 120.0(3) 2_756 . ? C9 C9 H9 120.0 2_756 . ? C8 C9 H9 120.0 . . ? C21 C20 C19 114.0(5) . . ? C21 C20 H20A 108.8 . . ? C19 C20 H20A 108.8 . . ? C21 C20 H20B 108.8 . . ? C19 C20 H20B 108.8 . . ? H20A C20 H20B 107.7 . . ? C9 C8 C7 120.8(6) . . ? C9 C8 H8 119.6 . . ? C7 C8 H8 119.6 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C17 C16 C15 115.2(7) . . ? C17 C16 H16A 108.5 . . ? C15 C16 H16A 108.5 . . ? C17 C16 H16B 108.5 . . ? C15 C16 H16B 108.5 . . ? H16A C16 H16B 107.5 . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Ni1 O3 C2 -1.6(3) . . . . ? N1 Ni1 O3 C2 -12.1(12) 2_756 . . . ? O3 Ni1 O3 C2 177.2(3) 2_756 . . . ? N1 Ni1 N1 C1 179.6(4) 2_756 . . . ? O3 Ni1 N1 C1 1.0(3) . . . . ? O3 Ni1 N1 C1 -169.9(9) 2_756 . . . ? N1 Ni1 N1 C3 -0.8(2) 2_756 . . . ? O3 Ni1 N1 C3 -179.4(3) . . . . ? O3 Ni1 N1 C3 9.8(12) 2_756 . . . ? C14 N2 C22 C23 51.3(5) . . . . ? C10 N2 C22 C23 172.5(4) . . . . ? C18 N2 C22 C23 -66.3(5) . . . . ? C1 N1 C3 C4 3.0(7) . . . . ? Ni1 N1 C3 C4 -176.6(4) . . . . ? C1 N1 C3 C3 -178.4(4) . . . 2_756 ? Ni1 N1 C3 C3 2.0(6) . . . 2_756 ? C14 N2 C10 C11 -60.6(5) . . . . ? C22 N2 C10 C11 177.5(4) . . . . ? C18 N2 C10 C11 56.0(5) . . . . ? Ni1 O3 C2 O2 -178.1(4) . . . . ? Ni1 O3 C2 C1 1.8(4) . . . . ? N2 C22 C23 C24 -177.7(4) . . . . ? C3 N1 C1 O1 -0.4(7) . . . . ? Ni1 N1 C1 O1 179.2(4) . . . . ? C3 N1 C1 C2 -179.9(4) . . . . ? Ni1 N1 C1 C2 -0.3(4) . . . . ? O2 C2 C1 O1 -0.6(7) . . . . ? O3 C2 C1 O1 179.4(4) . . . . ? O2 C2 C1 N1 178.9(4) . . . . ? O3 C2 C1 N1 -1.0(5) . . . . ? N2 C10 C11 C12 -178.6(4) . . . . ? N1 C3 C4 C5 -178.3(4) . . . . ? C3 C3 C4 C5 3.2(8) 2_756 . . . ? C5 C5 C4 C3 0.3(8) 2_756 . . . ? C6 C5 C4 C3 179.9(4) . . . . ? C14 N2 C18 C19 175.6(4) . . . . ? C10 N2 C18 C19 55.5(5) . . . . ? C22 N2 C18 C19 -62.8(5) . . . . ? C10 N2 C14 C15 -60.4(5) . . . . ? C22 N2 C14 C15 58.0(5) . . . . ? C18 N2 C14 C15 179.4(4) . . . . ? C4 C5 C6 O4 -1.9(8) . . . . ? C5 C5 C6 O4 177.8(6) 2_756 . . . ? C4 C5 C6 C7 179.9(4) . . . . ? C5 C5 C6 C7 -0.5(8) 2_756 . . . ? C8 C7 C6 O4 4.5(8) . . . . ? C7 C7 C6 O4 -173.8(6) 2_756 . . . ? C8 C7 C6 C5 -177.2(5) . . . . ? C7 C7 C6 C5 4.5(8) 2_756 . . . ? N2 C18 C19 C20 -173.7(4) . . . . ? C22 C23 C24 C25 -177.5(5) . . . . ? C10 C11 C12 C13 177.7(4) . . . . ? N2 C14 C15 C16 -169.5(5) . . . . ? C18 C19 C20 C21 179.7(5) . . . . ? C9 C9 C8 C7 1.7(11) 2_756 . . . ? C7 C7 C8 C9 1.5(9) 2_756 . . . ? C6 C7 C8 C9 -176.8(5) . . . . ? C14 C15 C16 C17 -178.0(7) . . . . ? _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 25.19 _diffrn_measured_fraction_theta_full 0.975 _refine_diff_density_max 0.504 _refine_diff_density_min -0.616 _refine_diff_density_rms 0.062 # Attachment 'bbj2.cif' data_bbj2 _database_code_depnum_ccdc_archive 'CCDC 671685' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H78 Cu N4 O8' _chemical_formula_weight 926.70 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 20.0668(9) _cell_length_b 17.5601(8) _cell_length_c 14.2159(7) _cell_angle_alpha 90.00 _cell_angle_beta 94.3730(10) _cell_angle_gamma 90.00 _cell_volume 4994.7(4) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_reflns_used 2304 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 25.93 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.232 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1996 _exptl_absorpt_coefficient_mu 0.492 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.89238 _exptl_absorpt_correction_T_max 0.99999 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 298 _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 Smart CCD 1k' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22131 _diffrn_reflns_av_R_equivalents 0.0319 _diffrn_reflns_av_sigmaI/netI 0.0245 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4921 _reflns_number_gt 4259 _reflns_threshold_expression >2sigma(I) _computing_data_collection Smart _computing_cell_refinement Saint _computing_data_reduction Saint _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0354P)^2^+4.1914P] 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 4921 _refine_ls_number_parameters 285 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0434 _refine_ls_R_factor_gt 0.0343 _refine_ls_wR_factor_ref 0.0885 _refine_ls_wR_factor_gt 0.0835 _refine_ls_goodness_of_fit_ref 1.080 _refine_ls_restrained_S_all 1.080 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.5000 0.078899(16) 0.7500 0.02938(9) Uani 1 2 d S . . N2 N 0.32562(7) -0.15524(8) 0.83739(9) 0.0283(3) Uani 1 1 d . . . O3 O 0.42900(6) 0.01327(7) 0.69737(8) 0.0345(3) Uani 1 1 d . . . O1 O 0.34165(6) 0.18084(7) 0.61973(9) 0.0360(3) Uani 1 1 d . . . N1 N 0.44364(7) 0.15957(8) 0.70352(10) 0.0313(3) Uani 1 1 d . . . C18 C 0.40067(8) -0.14253(10) 0.83843(12) 0.0319(4) Uani 1 1 d . . . H18A H 0.4199 -0.1850 0.8063 0.038 Uiso 1 1 calc R . . H18B H 0.4083 -0.0970 0.8022 0.038 Uiso 1 1 calc R . . C11 C 0.34633(8) -0.29892(9) 0.86644(12) 0.0321(4) Uani 1 1 d . . . H11A H 0.3940 -0.2913 0.8793 0.038 Uiso 1 1 calc R . . H11B H 0.3377 -0.3101 0.7998 0.038 Uiso 1 1 calc R . . C22 C 0.29183(8) -0.09012(9) 0.88604(11) 0.0295(4) Uani 1 1 d . . . H22A H 0.2445 -0.1014 0.8860 0.035 Uiso 1 1 calc R . . H22B H 0.3098 -0.0880 0.9513 0.035 Uiso 1 1 calc R . . C5 C 0.46987(8) 0.36959(10) 0.72095(12) 0.0323(4) Uani 1 1 d . . . C2 C 0.38037(8) 0.05089(10) 0.65365(11) 0.0312(4) Uani 1 1 d . . . C14 C 0.30093(9) -0.16032(10) 0.73369(11) 0.0324(4) Uani 1 1 d . . . H14A H 0.3162 -0.1154 0.7020 0.039 Uiso 1 1 calc R . . H14B H 0.3220 -0.2041 0.7067 0.039 Uiso 1 1 calc R . . C23 C 0.29972(9) -0.01222(10) 0.84209(12) 0.0345(4) Uani 1 1 d . . . H23A H 0.2825 -0.0134 0.7765 0.041 Uiso 1 1 calc R . . H23B H 0.3467 0.0011 0.8443 0.041 Uiso 1 1 calc R . . O2 O 0.33130(6) 0.02168(7) 0.61105(9) 0.0412(3) Uani 1 1 d . . . C1 C 0.38568(8) 0.13954(10) 0.65687(11) 0.0295(4) Uani 1 1 d . . . C3 C 0.46842(8) 0.23244(9) 0.72223(12) 0.0301(3) Uani 1 1 d . . . C15 C 0.22606(9) -0.16703(11) 0.71147(12) 0.0363(4) Uani 1 1 d . . . H15A H 0.2034 -0.1260 0.7417 0.044 Uiso 1 1 calc R . . H15B H 0.2102 -0.2150 0.7353 0.044 Uiso 1 1 calc R . . C7 C 0.47140(9) 0.51431(10) 0.71851(13) 0.0359(4) Uani 1 1 d . . . C10 C 0.30918(8) -0.22734(9) 0.89108(11) 0.0287(3) Uani 1 1 d . . . H10A H 0.3183 -0.2176 0.9580 0.034 Uiso 1 1 calc R . . H10B H 0.2616 -0.2370 0.8802 0.034 Uiso 1 1 calc R . . C12 C 0.32329(9) -0.36551(10) 0.92493(13) 0.0361(4) Uani 1 1 d . . . H12A H 0.3332 -0.3542 0.9913 0.043 Uiso 1 1 calc R . . H12B H 0.2752 -0.3710 0.9138 0.043 Uiso 1 1 calc R . . C24 C 0.26220(9) 0.04713(10) 0.89482(13) 0.0366(4) Uani 1 1 d . . . H24A H 0.2801 0.0487 0.9601 0.044 Uiso 1 1 calc R . . H24B H 0.2154 0.0329 0.8938 0.044 Uiso 1 1 calc R . . C8 C 0.44458(10) 0.58312(11) 0.68573(15) 0.0443(5) Uani 1 1 d . . . H8 H 0.4074 0.5833 0.6424 0.053 Uiso 1 1 calc R . . C19 C 0.43783(8) -0.13427(11) 0.93448(13) 0.0353(4) Uani 1 1 d . . . H19A H 0.4271 -0.1766 0.9745 0.042 Uiso 1 1 calc R . . H19B H 0.4245 -0.0875 0.9641 0.042 Uiso 1 1 calc R . . C4 C 0.43957(8) 0.30096(10) 0.69346(12) 0.0330(4) Uani 1 1 d . . . H4 H 0.3997 0.3012 0.6555 0.040 Uiso 1 1 calc R . . O4 O 0.38435(7) 0.44237(8) 0.64196(11) 0.0535(4) Uani 1 1 d . . . C25 C 0.26794(11) 0.12559(11) 0.85120(15) 0.0474(5) Uani 1 1 d . . . H25A H 0.2438 0.1618 0.8860 0.071 Uiso 1 1 calc R . . H25B H 0.2495 0.1244 0.7869 0.071 Uiso 1 1 calc R . . H25C H 0.3141 0.1402 0.8531 0.071 Uiso 1 1 calc R . . C9 C 0.47256(10) 0.65110(11) 0.71692(16) 0.0505(5) Uani 1 1 d . . . H9 H 0.4548 0.6969 0.6938 0.061 Uiso 1 1 calc R . . C20 C 0.51276(9) -0.13285(13) 0.92309(15) 0.0460(5) Uani 1 1 d . . . H20A H 0.5264 -0.1823 0.9011 0.055 Uiso 1 1 calc R . . H20B H 0.5218 -0.0957 0.8752 0.055 Uiso 1 1 calc R . . C16 C 0.21078(11) -0.16304(12) 0.60494(13) 0.0454(5) Uani 1 1 d . . . H16A H 0.2262 -0.1145 0.5824 0.054 Uiso 1 1 calc R . . H16B H 0.2355 -0.2029 0.5755 0.054 Uiso 1 1 calc R . . C13 C 0.35645(12) -0.44036(12) 0.90188(17) 0.0547(6) Uani 1 1 d . . . H13A H 0.3404 -0.4801 0.9407 0.082 Uiso 1 1 calc R . . H13B H 0.4040 -0.4356 0.9138 0.082 Uiso 1 1 calc R . . H13C H 0.3458 -0.4526 0.8366 0.082 Uiso 1 1 calc R . . C21 C 0.55432(11) -0.11353(15) 1.01353(17) 0.0602(6) Uani 1 1 d . . . H21A H 0.6008 -0.1133 1.0019 0.090 Uiso 1 1 calc R . . H21B H 0.5467 -0.1509 1.0608 0.090 Uiso 1 1 calc R . . H21C H 0.5418 -0.0642 1.0352 0.090 Uiso 1 1 calc R . . C6 C 0.43779(9) 0.44144(10) 0.68904(13) 0.0373(4) Uani 1 1 d . . . C17 C 0.13722(12) -0.17173(15) 0.57475(16) 0.0635(6) Uani 1 1 d . . . H17A H 0.1308 -0.1696 0.5072 0.095 Uiso 1 1 calc R . . H17B H 0.1126 -0.1313 0.6015 0.095 Uiso 1 1 calc R . . H17C H 0.1216 -0.2198 0.5964 0.095 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 0.02946(16) 0.02489(16) 0.03354(16) 0.000 0.00072(11) 0.000 N2 0.0327(7) 0.0244(7) 0.0286(7) -0.0003(5) 0.0069(6) -0.0016(6) O3 0.0370(6) 0.0274(6) 0.0389(7) 0.0008(5) 0.0020(5) -0.0029(5) O1 0.0306(6) 0.0356(7) 0.0407(7) 0.0016(5) -0.0056(5) 0.0001(5) N1 0.0297(7) 0.0267(7) 0.0368(8) -0.0012(6) -0.0029(6) -0.0030(6) C18 0.0308(8) 0.0285(9) 0.0379(9) 0.0000(7) 0.0123(7) -0.0029(7) C11 0.0331(9) 0.0271(9) 0.0365(9) 0.0018(7) 0.0062(7) -0.0007(7) C22 0.0329(8) 0.0282(9) 0.0283(8) -0.0035(7) 0.0075(7) 0.0004(7) C5 0.0327(8) 0.0280(9) 0.0360(9) 0.0013(7) 0.0003(7) 0.0029(7) C2 0.0348(9) 0.0317(9) 0.0275(8) -0.0007(7) 0.0053(7) -0.0045(7) C14 0.0459(10) 0.0272(9) 0.0248(8) -0.0005(6) 0.0074(7) -0.0005(7) C23 0.0430(10) 0.0270(9) 0.0339(9) -0.0008(7) 0.0062(7) -0.0003(7) O2 0.0444(7) 0.0371(7) 0.0406(7) -0.0021(6) -0.0060(6) -0.0123(6) C1 0.0280(8) 0.0336(9) 0.0269(8) -0.0005(7) 0.0025(6) -0.0040(7) C3 0.0288(8) 0.0281(9) 0.0329(8) -0.0006(7) -0.0007(7) -0.0011(7) C15 0.0469(10) 0.0327(10) 0.0292(9) 0.0008(7) 0.0024(8) -0.0035(8) C7 0.0379(9) 0.0272(9) 0.0437(10) 0.0021(8) 0.0105(7) 0.0022(7) C10 0.0315(8) 0.0251(8) 0.0301(8) 0.0032(7) 0.0054(7) -0.0031(7) C12 0.0357(9) 0.0298(9) 0.0436(10) 0.0074(8) 0.0083(8) 0.0018(7) C24 0.0394(10) 0.0283(9) 0.0425(10) -0.0018(8) 0.0049(8) 0.0010(8) C8 0.0446(11) 0.0318(10) 0.0579(12) 0.0070(9) 0.0125(9) 0.0051(8) C19 0.0323(9) 0.0326(9) 0.0417(10) -0.0016(8) 0.0079(7) -0.0038(7) C4 0.0298(8) 0.0285(9) 0.0395(9) 0.0003(7) -0.0051(7) 0.0004(7) O4 0.0486(8) 0.0336(7) 0.0746(10) 0.0040(7) -0.0193(7) 0.0058(6) C25 0.0607(13) 0.0296(10) 0.0509(12) 0.0002(9) -0.0026(10) 0.0046(9) C9 0.0546(12) 0.0261(10) 0.0743(15) 0.0064(9) 0.0268(10) 0.0050(8) C20 0.0353(10) 0.0498(12) 0.0540(12) 0.0000(10) 0.0099(9) -0.0076(9) C16 0.0625(13) 0.0401(11) 0.0326(10) 0.0032(8) -0.0022(9) 0.0017(9) C13 0.0647(14) 0.0325(11) 0.0695(15) 0.0119(10) 0.0225(12) 0.0072(10) C21 0.0363(11) 0.0758(17) 0.0676(15) 0.0012(13) -0.0026(10) -0.0113(11) C6 0.0391(10) 0.0295(9) 0.0430(10) 0.0028(8) 0.0011(8) 0.0032(7) C17 0.0739(16) 0.0706(16) 0.0430(12) 0.0076(11) -0.0159(11) -0.0056(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N1 1.8995(14) . ? Cu1 N1 1.8995(14) 2_656 ? Cu1 O3 1.9378(12) . ? Cu1 O3 1.9378(12) 2_656 ? N2 C18 1.522(2) . ? N2 C14 1.522(2) . ? N2 C22 1.522(2) . ? N2 C10 1.527(2) . ? O3 C2 1.297(2) . ? O1 C1 1.230(2) . ? N1 C1 1.341(2) . ? N1 C3 1.391(2) . ? C18 C19 1.512(2) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C11 C10 1.516(2) . ? C11 C12 1.527(2) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C22 C23 1.517(2) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C5 C4 1.392(2) . ? C5 C5 1.412(3) 2_656 ? C5 C6 1.472(2) . ? C2 O2 1.228(2) . ? C2 C1 1.561(2) . ? C14 C15 1.516(3) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C23 C24 1.517(2) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C3 C4 1.383(2) . ? C3 C3 1.441(3) 2_656 ? C15 C16 1.524(2) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C7 C8 1.389(3) . ? C7 C7 1.401(4) 2_656 ? C7 C6 1.492(3) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C12 C13 1.520(3) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C24 C25 1.519(3) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C8 C9 1.378(3) . ? C8 H8 0.9300 . ? C19 C20 1.525(2) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C4 H4 0.9300 . ? O4 C6 1.220(2) . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C9 C9 1.393(5) 2_656 ? C9 H9 0.9300 . ? C20 C21 1.516(3) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C16 C17 1.513(3) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? 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 N1 83.56(8) . 2_656 ? N1 Cu1 O3 84.75(5) . . ? N1 Cu1 O3 168.10(5) 2_656 . ? N1 Cu1 O3 168.10(5) . 2_656 ? N1 Cu1 O3 84.75(5) 2_656 2_656 ? O3 Cu1 O3 107.02(7) . 2_656 ? C18 N2 C14 105.49(12) . . ? C18 N2 C22 111.12(12) . . ? C14 N2 C22 111.15(13) . . ? C18 N2 C10 111.59(12) . . ? C14 N2 C10 111.64(12) . . ? C22 N2 C10 105.96(12) . . ? C2 O3 Cu1 112.72(10) . . ? C1 N1 C3 128.29(15) . . ? C1 N1 Cu1 116.57(11) . . ? C3 N1 Cu1 115.14(11) . . ? C19 C18 N2 116.27(13) . . ? C19 C18 H18A 108.2 . . ? N2 C18 H18A 108.2 . . ? C19 C18 H18B 108.2 . . ? N2 C18 H18B 108.2 . . ? H18A C18 H18B 107.4 . . ? C10 C11 C12 109.54(14) . . ? C10 C11 H11A 109.8 . . ? C12 C11 H11A 109.8 . . ? C10 C11 H11B 109.8 . . ? C12 C11 H11B 109.8 . . ? H11A C11 H11B 108.2 . . ? C23 C22 N2 115.22(13) . . ? C23 C22 H22A 108.5 . . ? N2 C22 H22A 108.5 . . ? C23 C22 H22B 108.5 . . ? N2 C22 H22B 108.5 . . ? H22A C22 H22B 107.5 . . ? C4 C5 C5 120.04(10) . 2_656 ? C4 C5 C6 118.95(16) . . ? C5 C5 C6 121.01(10) 2_656 . ? O2 C2 O3 124.69(16) . . ? O2 C2 C1 118.77(15) . . ? O3 C2 C1 116.54(14) . . ? C15 C14 N2 116.79(13) . . ? C15 C14 H14A 108.1 . . ? N2 C14 H14A 108.1 . . ? C15 C14 H14B 108.1 . . ? N2 C14 H14B 108.1 . . ? H14A C14 H14B 107.3 . . ? C22 C23 C24 110.17(14) . . ? C22 C23 H23A 109.6 . . ? C24 C23 H23A 109.6 . . ? C22 C23 H23B 109.6 . . ? C24 C23 H23B 109.6 . . ? H23A C23 H23B 108.1 . . ? O1 C1 N1 128.67(16) . . ? O1 C1 C2 122.02(14) . . ? N1 C1 C2 109.31(14) . . ? C4 C3 N1 127.45(15) . . ? C4 C3 C3 119.52(10) . 2_656 ? N1 C3 C3 113.04(9) . 2_656 ? C14 C15 C16 108.95(15) . . ? C14 C15 H15A 109.9 . . ? C16 C15 H15A 109.9 . . ? C14 C15 H15B 109.9 . . ? C16 C15 H15B 109.9 . . ? H15A C15 H15B 108.3 . . ? C8 C7 C7 119.48(12) . 2_656 ? C8 C7 C6 119.79(17) . . ? C7 C7 C6 120.70(10) 2_656 . ? C11 C10 N2 116.30(13) . . ? C11 C10 H10A 108.2 . . ? N2 C10 H10A 108.2 . . ? C11 C10 H10B 108.2 . . ? N2 C10 H10B 108.2 . . ? H10A C10 H10B 107.4 . . ? C13 C12 C11 112.89(15) . . ? C13 C12 H12A 109.0 . . ? C11 C12 H12A 109.0 . . ? C13 C12 H12B 109.0 . . ? C11 C12 H12B 109.0 . . ? H12A C12 H12B 107.8 . . ? C23 C24 C25 111.44(15) . . ? C23 C24 H24A 109.3 . . ? C25 C24 H24A 109.3 . . ? C23 C24 H24B 109.3 . . ? C25 C24 H24B 109.3 . . ? H24A C24 H24B 108.0 . . ? C9 C8 C7 120.5(2) . . ? C9 C8 H8 119.7 . . ? C7 C8 H8 119.7 . . ? C18 C19 C20 109.16(15) . . ? C18 C19 H19A 109.8 . . ? C20 C19 H19A 109.8 . . ? C18 C19 H19B 109.8 . . ? C20 C19 H19B 109.8 . . ? H19A C19 H19B 108.3 . . ? C3 C4 C5 120.39(16) . . ? C3 C4 H4 119.8 . . ? C5 C4 H4 119.8 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C8 C9 C9 119.94(13) . 2_656 ? C8 C9 H9 120.0 . . ? C9 C9 H9 120.0 2_656 . ? C21 C20 C19 113.36(17) . . ? C21 C20 H20A 108.9 . . ? C19 C20 H20A 108.9 . . ? C21 C20 H20B 108.9 . . ? C19 C20 H20B 108.9 . . ? H20A C20 H20B 107.7 . . ? C17 C16 C15 113.29(17) . . ? C17 C16 H16A 108.9 . . ? C15 C16 H16A 108.9 . . ? C17 C16 H16B 108.9 . . ? C15 C16 H16B 108.9 . . ? H16A C16 H16B 107.7 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? O4 C6 C5 121.72(17) . . ? O4 C6 C7 120.16(17) . . ? C5 C6 C7 118.10(16) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Cu1 O3 C2 2.91(11) . . . . ? N1 Cu1 O3 C2 13.7(3) 2_656 . . . ? O3 Cu1 O3 C2 -175.24(12) 2_656 . . . ? N1 Cu1 N1 C1 -179.29(16) 2_656 . . . ? O3 Cu1 N1 C1 -1.52(12) . . . . ? O3 Cu1 N1 C1 169.9(2) 2_656 . . . ? N1 Cu1 N1 C3 0.99(9) 2_656 . . . ? O3 Cu1 N1 C3 178.76(12) . . . . ? O3 Cu1 N1 C3 -9.8(3) 2_656 . . . ? C14 N2 C18 C19 179.16(14) . . . . ? C22 N2 C18 C19 58.60(18) . . . . ? C10 N2 C18 C19 -59.42(18) . . . . ? C18 N2 C22 C23 60.46(18) . . . . ? C14 N2 C22 C23 -56.69(18) . . . . ? C10 N2 C22 C23 -178.16(14) . . . . ? Cu1 O3 C2 O2 176.61(14) . . . . ? Cu1 O3 C2 C1 -3.66(17) . . . . ? C18 N2 C14 C15 -175.47(14) . . . . ? C22 N2 C14 C15 -54.94(18) . . . . ? C10 N2 C14 C15 63.15(18) . . . . ? N2 C22 C23 C24 178.24(14) . . . . ? C3 N1 C1 O1 0.5(3) . . . . ? Cu1 N1 C1 O1 -179.19(14) . . . . ? C3 N1 C1 C2 179.70(15) . . . . ? Cu1 N1 C1 C2 0.03(17) . . . . ? O2 C2 C1 O1 1.5(2) . . . . ? O3 C2 C1 O1 -178.25(15) . . . . ? O2 C2 C1 N1 -177.79(15) . . . . ? O3 C2 C1 N1 2.5(2) . . . . ? C1 N1 C3 C4 -2.7(3) . . . . ? Cu1 N1 C3 C4 176.98(15) . . . . ? C1 N1 C3 C3 177.63(18) . . . 2_656 ? Cu1 N1 C3 C3 -2.7(2) . . . 2_656 ? N2 C14 C15 C16 174.14(14) . . . . ? C12 C11 C10 N2 -179.05(14) . . . . ? C18 N2 C10 C11 -49.35(18) . . . . ? C14 N2 C10 C11 68.42(18) . . . . ? C22 N2 C10 C11 -170.43(14) . . . . ? C10 C11 C12 C13 177.95(17) . . . . ? C22 C23 C24 C25 -178.81(15) . . . . ? C7 C7 C8 C9 -2.0(3) 2_656 . . . ? C6 C7 C8 C9 175.89(18) . . . . ? N2 C18 C19 C20 172.37(15) . . . . ? N1 C3 C4 C5 177.82(17) . . . . ? C3 C3 C4 C5 -2.5(3) 2_656 . . . ? C5 C5 C4 C3 -0.4(3) 2_656 . . . ? C6 C5 C4 C3 179.99(17) . . . . ? C7 C8 C9 C9 -1.1(4) . . . 2_656 ? C18 C19 C20 C21 171.82(18) . . . . ? C14 C15 C16 C17 178.18(18) . . . . ? C4 C5 C6 O4 2.5(3) . . . . ? C5 C5 C6 O4 -177.0(2) 2_656 . . . ? C4 C5 C6 C7 -179.42(16) . . . . ? C5 C5 C6 C7 1.0(3) 2_656 . . . ? C8 C7 C6 O4 -5.4(3) . . . . ? C7 C7 C6 O4 172.5(2) 2_656 . . . ? C8 C7 C6 C5 176.58(17) . . . . ? C7 C7 C6 C5 -5.5(3) 2_656 . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.304 _refine_diff_density_min -0.459 _refine_diff_density_rms 0.044 # Attachment 'bb15xpr.cif' data_bb15xpr _database_code_depnum_ccdc_archive 'CCDC 671686' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50.25 H78.50 Cl0.50 N4 Ni O8' _chemical_formula_weight 943.11 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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 12.5924(12) _cell_length_b 14.7415(14) _cell_length_c 28.920(3) _cell_angle_alpha 90.00 _cell_angle_beta 98.768(2) _cell_angle_gamma 90.00 _cell_volume 5305.8(9) _cell_formula_units_Z 4 _cell_measurement_temperature 178(2) _cell_measurement_reflns_used 9087 _cell_measurement_theta_min 2.33 _cell_measurement_theta_max 25.38 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.181 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2034 _exptl_absorpt_coefficient_mu 0.443 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.62733 _exptl_absorpt_correction_T_max 0.99999 _exptl_absorpt_process_details sadabs2 _exptl_special_details ; ? ; _diffrn_ambient_temperature 178(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 Smart CCD 1k' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 58021 _diffrn_reflns_av_R_equivalents 0.0530 _diffrn_reflns_av_sigmaI/netI 0.0369 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 1.55 _diffrn_reflns_theta_max 25.91 _reflns_number_total 10318 _reflns_number_gt 7114 _reflns_threshold_expression >2sigma(I) _computing_data_collection Smart _computing_cell_refinement Saint _computing_data_reduction Saint _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics XP _computing_publication_material 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^)+(0.1684P)^2^+0.9336P] 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 10318 _refine_ls_number_parameters 875 _refine_ls_number_restraints 937 _refine_ls_R_factor_all 0.1111 _refine_ls_R_factor_gt 0.0770 _refine_ls_wR_factor_ref 0.2570 _refine_ls_wR_factor_gt 0.2310 _refine_ls_goodness_of_fit_ref 1.098 _refine_ls_restrained_S_all 1.092 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 1.09372(4) 0.35054(3) 0.869280(15) 0.0504(2) Uani 1 1 d . . . C1 C 0.8956(3) 0.2845(2) 0.86130(12) 0.0518(8) Uani 1 1 d . . . C2 C 0.9076(4) 0.3404(3) 0.81569(14) 0.0664(11) Uani 1 1 d . . . N1 N 0.9953(2) 0.26965(19) 0.88491(9) 0.0477(7) Uani 1 1 d . . . O1 O 0.8093(2) 0.2638(2) 0.87171(10) 0.0669(7) Uani 1 1 d . . . O2 O 0.8276(3) 0.3487(2) 0.78532(12) 0.0919(11) Uani 1 1 d . . . O3 O 1.0000(3) 0.3725(2) 0.81393(9) 0.0659(7) Uani 1 1 d . . . C3 C 1.2540(3) 0.3813(2) 0.94047(13) 0.0531(8) Uani 1 1 d . . . C4 C 1.2739(3) 0.4414(3) 0.89942(16) 0.0635(10) Uani 1 1 d . . . N2 N 1.1686(2) 0.32801(19) 0.92689(10) 0.0479(7) Uani 1 1 d . . . O4 O 1.3113(2) 0.3858(2) 0.97892(10) 0.0675(7) Uani 1 1 d . . . O5 O 1.3516(3) 0.4934(2) 0.90330(13) 0.0835(9) Uani 1 1 d . . . O6 O 1.2041(3) 0.4325(2) 0.86175(11) 0.0701(8) Uani 1 1 d . . . C5 C 1.0229(3) 0.2313(2) 0.92950(12) 0.0466(8) Uani 1 1 d . . . C6 C 1.1216(3) 0.2666(2) 0.95366(11) 0.0480(8) Uani 1 1 d . . . C7 C 1.1594(3) 0.2403(3) 0.99968(13) 0.0620(10) Uani 1 1 d . . . H7 H 1.2256 0.2634 1.0155 0.074 Uiso 1 1 calc R . . C8 C 1.1000(4) 0.1808(3) 1.02184(14) 0.0658(11) Uani 1 1 d . A . H8 H 1.1240 0.1646 1.0535 0.079 Uiso 1 1 calc R . . C9 C 1.0047(5) 0.1438(3) 0.99831(18) 0.0739(14) Uani 1 1 d . . . C10 C 0.9245(10) 0.0794(10) 1.0179(4) 0.069(2) Uani 0.538(8) 1 d PDU A 1 O7 O 0.9542(10) 0.0558(8) 1.0592(4) 0.083(2) Uani 0.538(8) 1 d PDU A 1 C11 C 0.8206(8) 0.0505(8) 0.9912(4) 0.0690(18) Uani 0.538(8) 1 d PDU A 1 C12 C 0.7469(9) 0.0062(8) 1.0150(4) 0.0835(19) Uani 0.538(8) 1 d PDU A 1 H12 H 0.7641 -0.0043 1.0477 0.100 Uiso 0.538(8) 1 calc PR A 1 C13 C 0.6524(9) -0.0214(8) 0.9918(5) 0.083(2) Uani 0.538(8) 1 d PDU A 1 H13 H 0.6031 -0.0523 1.0081 0.099 Uiso 0.538(8) 1 calc PR A 1 C14 C 0.6248(8) -0.0049(7) 0.9428(5) 0.080(2) Uani 0.538(8) 1 d PDU A 1 H14 H 0.5567 -0.0228 0.9266 0.096 Uiso 0.538(8) 1 calc PR A 1 C15 C 0.6992(8) 0.0378(7) 0.9191(4) 0.0726(19) Uani 0.538(8) 1 d PDU A 1 H15 H 0.6831 0.0477 0.8864 0.087 Uiso 0.538(8) 1 calc PR A 1 C16 C 0.7975(8) 0.0659(7) 0.9439(4) 0.0616(17) Uani 0.538(8) 1 d PDU A 1 C17 C 0.8792(12) 0.1110(12) 0.9181(4) 0.058(2) Uani 0.538(8) 1 d PDU A 1 O8 O 0.8738(11) 0.0994(8) 0.8759(3) 0.062(2) Uani 0.538(8) 1 d PDU A 1 C10' C 0.9541(11) 0.0909(12) 1.0316(5) 0.065(2) Uani 0.462(8) 1 d PDU A 2 O7' O 0.9898(11) 0.0769(10) 1.0741(4) 0.082(3) Uani 0.462(8) 1 d PDU A 2 C11' C 0.8461(10) 0.0572(9) 1.0106(5) 0.0684(19) Uani 0.462(8) 1 d PDU A 2 C12' C 0.7805(10) 0.0141(9) 1.0387(5) 0.081(2) Uani 0.462(8) 1 d PDU A 2 H12' H 0.8061 0.0058 1.0711 0.097 Uiso 0.462(8) 1 calc PR A 2 C13' C 0.6825(10) -0.0156(9) 1.0210(6) 0.092(2) Uani 0.462(8) 1 d PDU A 2 H13' H 0.6371 -0.0407 1.0411 0.110 Uiso 0.462(8) 1 calc PR A 2 C14' C 0.6458(11) -0.0096(10) 0.9717(6) 0.085(2) Uani 0.462(8) 1 d PDU A 2 H14' H 0.5770 -0.0321 0.9587 0.102 Uiso 0.462(8) 1 calc PR A 2 C15' C 0.7133(9) 0.0302(8) 0.9431(5) 0.074(2) Uani 0.462(8) 1 d PDU A 2 H15' H 0.6913 0.0345 0.9103 0.089 Uiso 0.462(8) 1 calc PR A 2 C16' C 0.8129(9) 0.0633(9) 0.9635(5) 0.0646(19) Uani 0.462(8) 1 d PDU A 2 C17' C 0.8849(14) 0.1053(14) 0.9325(4) 0.058(2) Uani 0.462(8) 1 d PDU A 2 O8' O 0.8777(11) 0.0843(9) 0.8917(4) 0.057(2) Uani 0.462(8) 1 d PDU A 2 C18 C 0.9681(3) 0.1651(2) 0.95086(15) 0.0579(10) Uani 1 1 d . A . N3 N 0.6445(3) 0.3599(2) 0.96297(12) 0.0565(8) Uani 1 1 d . . . C19 C 0.5754(3) 0.3726(3) 1.00148(14) 0.0576(9) Uani 1 1 d . B . H19A H 0.6082 0.4205 1.0230 0.069 Uiso 1 1 calc R . . H19B H 0.5036 0.3944 0.9870 0.069 Uiso 1 1 calc R . . C20 C 0.5609(4) 0.2888(3) 1.02979(18) 0.0816(14) Uani 1 1 d . . . H20A H 0.6320 0.2630 1.0424 0.098 Uiso 1 1 calc R B . H20B H 0.5201 0.2426 1.0095 0.098 Uiso 1 1 calc R . . C21 C 0.5005(4) 0.3129(3) 1.06978(16) 0.0692(11) Uani 1 1 d . B . H21A H 0.5452 0.3550 1.0912 0.083 Uiso 1 1 calc R . . H21B H 0.4336 0.3452 1.0569 0.083 Uiso 1 1 calc R . . C22 C 0.4719(6) 0.2322(4) 1.0975(2) 0.116(2) Uani 1 1 d . . . H22A H 0.4236 0.1920 1.0771 0.174 Uiso 1 1 calc R B . H22B H 0.4361 0.2531 1.1233 0.174 Uiso 1 1 calc R . . H22C H 0.5375 0.1992 1.1101 0.174 Uiso 1 1 calc R . . C23 C 0.7591(3) 0.3374(3) 0.98288(15) 0.0600(10) Uani 1 1 d . B . H23A H 0.7996 0.3276 0.9565 0.072 Uiso 1 1 calc R . . H23B H 0.7595 0.2793 1.0001 0.072 Uiso 1 1 calc R . . C24 C 0.8188(3) 0.4075(3) 1.01545(15) 0.0601(10) Uani 1 1 d . . . H24A H 0.7820 0.4160 1.0430 0.072 Uiso 1 1 calc R B . H24B H 0.8194 0.4664 0.9990 0.072 Uiso 1 1 calc R . . C25 C 0.9336(3) 0.3755(3) 1.03117(19) 0.0738(12) Uani 1 1 d . B . H25A H 0.9695 0.3667 1.0033 0.089 Uiso 1 1 calc R . . H25B H 0.9321 0.3162 1.0471 0.089 Uiso 1 1 calc R . . C26 C 0.9989(4) 0.4433(4) 1.0645(2) 0.0927(16) Uani 1 1 d . . . H26A H 0.9964 0.5032 1.0497 0.139 Uiso 1 1 calc R B . H26B H 1.0737 0.4228 1.0714 0.139 Uiso 1 1 calc R . . H26C H 0.9684 0.4471 1.0936 0.139 Uiso 1 1 calc R . . C27 C 0.6009(10) 0.2830(14) 0.9270(5) 0.060(2) Uani 0.652(10) 1 d PDU B 1 H27A H 0.6503 0.2778 0.9036 0.072 Uiso 0.652(10) 1 calc PR B 1 H27B H 0.6032 0.2246 0.9440 0.072 Uiso 0.652(10) 1 calc PR B 1 C28 C 0.4889(8) 0.2964(7) 0.9014(3) 0.0712(19) Uani 0.652(10) 1 d PDU B 1 H28A H 0.4879 0.3495 0.8803 0.085 Uiso 0.652(10) 1 calc PR B 1 H28B H 0.4399 0.3093 0.9243 0.085 Uiso 0.652(10) 1 calc PR B 1 C29 C 0.4496(8) 0.2139(7) 0.8732(4) 0.096(2) Uani 0.652(10) 1 d PDU B 1 H29A H 0.5024 0.1994 0.8521 0.115 Uiso 0.652(10) 1 calc PR B 1 H29B H 0.4487 0.1622 0.8949 0.115 Uiso 0.652(10) 1 calc PR B 1 C30 C 0.3548(10) 0.2200(11) 0.8478(5) 0.163(6) Uani 0.652(10) 1 d PDU B 1 H30A H 0.2994 0.2087 0.8674 0.245 Uiso 0.652(10) 1 calc PR B 1 H30B H 0.3487 0.1750 0.8226 0.245 Uiso 0.652(10) 1 calc PR B 1 H30C H 0.3453 0.2810 0.8343 0.245 Uiso 0.652(10) 1 calc PR B 1 C27' C 0.6076(18) 0.278(3) 0.9378(10) 0.063(4) Uani 0.348(10) 1 d PDU B 2 H27C H 0.6239 0.2257 0.9591 0.076 Uiso 0.348(10) 1 calc PR B 2 H27D H 0.6491 0.2702 0.9116 0.076 Uiso 0.348(10) 1 calc PR B 2 C28' C 0.4908(15) 0.2761(12) 0.9185(7) 0.074(3) Uani 0.348(10) 1 d PDU B 2 H28C H 0.4737 0.3258 0.8955 0.089 Uiso 0.348(10) 1 calc PR B 2 H28D H 0.4478 0.2853 0.9440 0.089 Uiso 0.348(10) 1 calc PR B 2 C29' C 0.4621(14) 0.1844(13) 0.8946(7) 0.088(3) Uani 0.348(10) 1 d PDU B 2 H29C H 0.4523 0.1917 0.8602 0.106 Uiso 0.348(10) 1 calc PR B 2 H29D H 0.5210 0.1404 0.9037 0.106 Uiso 0.348(10) 1 calc PR B 2 C30' C 0.3756(17) 0.1551(12) 0.9070(7) 0.115(5) Uani 0.348(10) 1 d PDU B 2 H30D H 0.3332 0.2065 0.9156 0.173 Uiso 0.348(10) 1 calc PR B 2 H30E H 0.3931 0.1147 0.9340 0.173 Uiso 0.348(10) 1 calc PR B 2 H30F H 0.3341 0.1217 0.8811 0.173 Uiso 0.348(10) 1 calc PR B 2 C31 C 0.6369(3) 0.4496(3) 0.93619(14) 0.0576(9) Uani 1 1 d . B . H31A H 0.5609 0.4602 0.9226 0.069 Uiso 1 1 calc R . . H31B H 0.6591 0.4994 0.9586 0.069 Uiso 1 1 calc R . . C32 C 0.7052(3) 0.4539(3) 0.89715(15) 0.0648(10) Uani 1 1 d . . . H32A H 0.6849 0.4036 0.8748 0.078 Uiso 1 1 calc R B . H32B H 0.7819 0.4465 0.9105 0.078 Uiso 1 1 calc R . . C33 C 0.6891(4) 0.5443(3) 0.87150(18) 0.0813(13) Uani 1 1 d . B . H33A H 0.7098 0.5942 0.8939 0.098 Uiso 1 1 calc R . . H33B H 0.6121 0.5517 0.8587 0.098 Uiso 1 1 calc R . . C34 C 0.7556(7) 0.5507(5) 0.8316(3) 0.134(3) Uani 1 1 d . . . H34A H 0.8322 0.5505 0.8445 0.202 Uiso 1 1 calc R B . H34B H 0.7378 0.6070 0.8141 0.202 Uiso 1 1 calc R . . H34C H 0.7394 0.4987 0.8106 0.202 Uiso 1 1 calc R . . N4 N 0.8564(8) 0.0739(5) 0.7516(2) 0.161(3) Uani 1 1 d D . . C35 C 0.9353(14) 0.1185(13) 0.7716(6) 0.098(5) Uani 0.500(13) 1 d PDU C 1 H35A H 0.9407 0.1122 0.8060 0.118 Uiso 0.500(13) 1 calc PR C 1 H35B H 0.9262 0.1836 0.7636 0.118 Uiso 0.500(13) 1 calc PR C 1 C36 C 1.0389(14) 0.0810(10) 0.7550(6) 0.113(5) Uani 0.500(13) 1 d PDU C 1 H36A H 1.0475 0.1091 0.7247 0.135 Uiso 0.500(13) 1 calc PR C 1 H36B H 1.0321 0.0146 0.7503 0.135 Uiso 0.500(13) 1 calc PR C 1 C37 C 1.1458(11) 0.1033(10) 0.7941(5) 0.111(4) Uani 0.500(13) 1 d PDU C 1 H37A H 1.1445 0.1680 0.8031 0.133 Uiso 0.500(13) 1 calc PR C 1 H37B H 1.1426 0.0665 0.8225 0.133 Uiso 0.500(13) 1 calc PR C 1 C38 C 1.2569(16) 0.082(2) 0.7751(9) 0.194(10) Uani 0.500(13) 1 d PDU C 1 H38A H 1.2449 0.0354 0.7508 0.291 Uiso 0.500(13) 1 calc PR C 1 H38B H 1.3105 0.0609 0.8010 0.291 Uiso 0.500(13) 1 calc PR C 1 H38C H 1.2829 0.1377 0.7619 0.291 Uiso 0.500(13) 1 calc PR C 1 C35' C 0.9687(13) 0.0922(13) 0.7881(6) 0.101(5) Uani 0.500(13) 1 d PDU C 2 H35C H 0.9748 0.1586 0.7928 0.121 Uiso 0.500(13) 1 calc PR C 2 H35D H 0.9585 0.0657 0.8186 0.121 Uiso 0.500(13) 1 calc PR C 2 C36' C 1.0814(15) 0.0579(16) 0.7774(5) 0.124(5) Uani 0.500(13) 1 d PDU C 2 H36C H 1.1162 0.1062 0.7613 0.149 Uiso 0.500(13) 1 calc PR C 2 H36D H 1.0712 0.0043 0.7566 0.149 Uiso 0.500(13) 1 calc PR C 2 C37' C 1.1575(16) 0.0312(15) 0.8260(7) 0.174(7) Uani 0.500(13) 1 d PDU C 2 H37C H 1.1220 -0.0169 0.8420 0.208 Uiso 0.500(13) 1 calc PR C 2 H37D H 1.1667 0.0849 0.8467 0.208 Uiso 0.500(13) 1 calc PR C 2 C38' C 1.275(2) -0.005(2) 0.8169(11) 0.238(12) Uani 0.500(13) 1 d PDU C 2 H38D H 1.2698 -0.0277 0.7848 0.357 Uiso 0.500(13) 1 calc PR C 2 H38E H 1.2995 -0.0532 0.8390 0.357 Uiso 0.500(13) 1 calc PR C 2 H38F H 1.3265 0.0457 0.8213 0.357 Uiso 0.500(13) 1 calc PR C 2 C39 C 0.8605(9) -0.0360(6) 0.7552(3) 0.085(3) Uani 0.620(10) 1 d PDU C 1 H39A H 0.7970 -0.0599 0.7344 0.102 Uiso 0.620(10) 1 calc PR C 1 H39B H 0.9248 -0.0566 0.7424 0.102 Uiso 0.620(10) 1 calc PR C 1 C40 C 0.8630(10) -0.0802(6) 0.8026(3) 0.091(3) Uani 0.620(10) 1 d PDU C 1 H40A H 0.9275 -0.0594 0.8238 0.109 Uiso 0.620(10) 1 calc PR C 1 H40B H 0.7989 -0.0614 0.8161 0.109 Uiso 0.620(10) 1 calc PR C 1 C41 C 0.8650(13) -0.1816(8) 0.7990(5) 0.125(4) Uani 0.620(10) 1 d PDU C 1 H41A H 0.7995 -0.2022 0.7783 0.150 Uiso 0.620(10) 1 calc PR C 1 H41B H 0.9279 -0.2001 0.7845 0.150 Uiso 0.620(10) 1 calc PR C 1 C42 C 0.8706(17) -0.2264(12) 0.8449(6) 0.173(7) Uani 0.620(10) 1 d PDU C 1 H42A H 0.9341 -0.2047 0.8659 0.259 Uiso 0.620(10) 1 calc PR C 1 H42B H 0.8756 -0.2922 0.8410 0.259 Uiso 0.620(10) 1 calc PR C 1 H42C H 0.8058 -0.2120 0.8584 0.259 Uiso 0.620(10) 1 calc PR C 1 C39' C 0.792(2) -0.0049(11) 0.7386(5) 0.099(5) Uani 0.380(10) 1 d PDU C 2 H39C H 0.8272 -0.0471 0.7192 0.118 Uiso 0.380(10) 1 calc PR C 2 H39D H 0.7198 0.0116 0.7219 0.118 Uiso 0.380(10) 1 calc PR C 2 C40' C 0.7853(16) -0.0444(9) 0.7866(5) 0.083(4) Uani 0.380(10) 1 d PDU C 2 H40C H 0.8494 -0.0258 0.8088 0.100 Uiso 0.380(10) 1 calc PR C 2 H40D H 0.7208 -0.0204 0.7982 0.100 Uiso 0.380(10) 1 calc PR C 2 C41' C 0.7794(18) -0.1456(9) 0.7842(5) 0.099(5) Uani 0.380(10) 1 d PDU C 2 H41C H 0.7178 -0.1638 0.7605 0.118 Uiso 0.380(10) 1 calc PR C 2 H41D H 0.8458 -0.1695 0.7741 0.118 Uiso 0.380(10) 1 calc PR C 2 C42' C 0.7668(18) -0.1859(13) 0.8301(6) 0.115(6) Uani 0.380(10) 1 d PDU C 2 H42D H 0.8209 -0.1602 0.8545 0.173 Uiso 0.380(10) 1 calc PR C 2 H42E H 0.7764 -0.2518 0.8289 0.173 Uiso 0.380(10) 1 calc PR C 2 H42F H 0.6949 -0.1723 0.8372 0.173 Uiso 0.380(10) 1 calc PR C 2 C43 C 0.8279(12) 0.1021(9) 0.6988(4) 0.152(5) Uani 0.660(10) 1 d PDU C 1 H43A H 0.8806 0.0735 0.6812 0.183 Uiso 0.660(10) 1 calc PR C 1 H43B H 0.7563 0.0771 0.6864 0.183 Uiso 0.660(10) 1 calc PR C 1 C44 C 0.8264(11) 0.2056(9) 0.6887(4) 0.153(5) Uani 0.660(10) 1 d PDU C 1 H44A H 0.7652 0.2339 0.7011 0.183 Uiso 0.660(10) 1 calc PR C 1 H44B H 0.8935 0.2335 0.7048 0.183 Uiso 0.660(10) 1 calc PR C 1 C45 C 0.8160(16) 0.2233(12) 0.6365(5) 0.167(6) Uani 0.660(10) 1 d PDU C 1 H45A H 0.7555 0.1872 0.6200 0.200 Uiso 0.660(10) 1 calc PR C 1 H45B H 0.8825 0.2031 0.6251 0.200 Uiso 0.660(10) 1 calc PR C 1 C46 C 0.7942(17) 0.3377(16) 0.6231(9) 0.240(10) Uani 0.660(10) 1 d PDU C 1 H46A H 0.7864 0.3461 0.5892 0.360 Uiso 0.660(10) 1 calc PR C 1 H46B H 0.8554 0.3734 0.6383 0.360 Uiso 0.660(10) 1 calc PR C 1 H46C H 0.7285 0.3579 0.6344 0.360 Uiso 0.660(10) 1 calc PR C 1 C43' C 0.905(2) 0.1049(12) 0.7046(8) 0.125(7) Uani 0.340(10) 1 d PDU C 2 H43C H 0.9713 0.0694 0.7031 0.151 Uiso 0.340(10) 1 calc PR C 2 H43D H 0.8526 0.0882 0.6769 0.151 Uiso 0.340(10) 1 calc PR C 2 C44' C 0.9329(19) 0.2072(11) 0.7006(6) 0.119(6) Uani 0.340(10) 1 d PDU C 2 H44C H 0.8839 0.2439 0.7168 0.142 Uiso 0.340(10) 1 calc PR C 2 H44D H 1.0073 0.2182 0.7163 0.142 Uiso 0.340(10) 1 calc PR C 2 C45' C 0.9226(19) 0.2375(14) 0.6497(7) 0.127(6) Uani 0.340(10) 1 d PDU C 2 H45C H 0.9483 0.1879 0.6311 0.152 Uiso 0.340(10) 1 calc PR C 2 H45D H 0.9701 0.2905 0.6478 0.152 Uiso 0.340(10) 1 calc PR C 2 C46' C 0.794(3) 0.266(3) 0.6247(14) 0.179(14) Uani 0.340(10) 1 d PDU C 2 H46D H 0.7942 0.2854 0.5923 0.269 Uiso 0.340(10) 1 calc PR C 2 H46E H 0.7682 0.3164 0.6424 0.269 Uiso 0.340(10) 1 calc PR C 2 H46F H 0.7466 0.2139 0.6254 0.269 Uiso 0.340(10) 1 calc PR C 2 C47 C 0.7692(9) 0.1129(9) 0.7765(4) 0.134(4) Uani 0.711(10) 1 d PDU C 1 H47A H 0.7914 0.1734 0.7893 0.161 Uiso 0.711(10) 1 calc PR C 1 H47B H 0.7586 0.0729 0.8030 0.161 Uiso 0.711(10) 1 calc PR C 1 C48 C 0.6530(15) 0.1219(13) 0.7392(6) 0.189(6) Uani 0.711(10) 1 d PDU C 1 H48A H 0.6662 0.1531 0.7103 0.227 Uiso 0.711(10) 1 calc PR C 1 H48B H 0.6243 0.0607 0.7306 0.227 Uiso 0.711(10) 1 calc PR C 1 C49 C 0.5754(14) 0.1728(16) 0.7608(7) 0.209(7) Uani 0.711(10) 1 d PDU C 1 H49A H 0.5754 0.1496 0.7930 0.250 Uiso 0.711(10) 1 calc PR C 1 H49B H 0.5978 0.2372 0.7633 0.250 Uiso 0.711(10) 1 calc PR C 1 C50 C 0.4738(19) 0.168(2) 0.7370(10) 0.322(13) Uani 0.711(10) 1 d PDU C 1 H50A H 0.4249 0.2015 0.7541 0.483 Uiso 0.711(10) 1 calc PR C 1 H50B H 0.4513 0.1043 0.7340 0.483 Uiso 0.711(10) 1 calc PR C 1 H50C H 0.4720 0.1944 0.7058 0.483 Uiso 0.711(10) 1 calc PR C 1 C47' C 0.7549(14) 0.1331(15) 0.7527(9) 0.140(8) Uani 0.289(10) 1 d PDU C 2 H47C H 0.7379 0.1671 0.7230 0.168 Uiso 0.289(10) 1 calc PR C 2 H47D H 0.7687 0.1774 0.7786 0.168 Uiso 0.289(10) 1 calc PR C 2 C48' C 0.6508(16) 0.0672(16) 0.7602(7) 0.098(6) Uani 0.289(10) 1 d PDU C 2 H48C H 0.6101 0.0571 0.7285 0.118 Uiso 0.289(10) 1 calc PR C 2 H48D H 0.6820 0.0077 0.7708 0.118 Uiso 0.289(10) 1 calc PR C 2 C49' C 0.5716(18) 0.0871(19) 0.7898(9) 0.122(7) Uani 0.289(10) 1 d PDU C 2 H49C H 0.6000 0.1336 0.8132 0.146 Uiso 0.289(10) 1 calc PR C 2 H49D H 0.5060 0.1117 0.7707 0.146 Uiso 0.289(10) 1 calc PR C 2 C50' C 0.545(3) 0.007(2) 0.8132(11) 0.165(12) Uani 0.289(10) 1 d PDU C 2 H50D H 0.4914 0.0214 0.8332 0.248 Uiso 0.289(10) 1 calc PR C 2 H50E H 0.6102 -0.0165 0.8325 0.248 Uiso 0.289(10) 1 calc PR C 2 H50F H 0.5167 -0.0386 0.7901 0.248 Uiso 0.289(10) 1 calc PR C 2 C51 C 0.3955(5) -0.1146(4) 0.7673(2) 0.117(6) Uani 0.25 1 d PU . 2 H51A H 0.3190 -0.1055 0.7541 0.141 Uiso 0.25 1 calc PR . 2 H51B H 0.4043 -0.1772 0.7798 0.141 Uiso 0.25 1 calc PR . 2 Cl1 Cl 0.4785(5) -0.0982(4) 0.7227(2) 0.133(2) Uani 0.25 1 d PRU . 2 Cl2 Cl 0.4339(5) -0.0366(4) 0.8120(2) 0.138(3) Uani 0.25 1 d PRU . 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0612(3) 0.0484(3) 0.0425(3) 0.00463(18) 0.0102(2) 0.0042(2) C1 0.056(2) 0.0489(19) 0.0507(19) -0.0195(15) 0.0082(16) 0.0088(16) C2 0.086(3) 0.063(2) 0.046(2) -0.0138(17) -0.003(2) 0.021(2) N1 0.0553(17) 0.0450(15) 0.0432(14) -0.0023(11) 0.0084(12) 0.0068(12) O1 0.0584(17) 0.0679(17) 0.0756(18) -0.0195(14) 0.0145(14) 0.0091(13) O2 0.101(3) 0.105(3) 0.0606(19) -0.0116(16) -0.0196(18) 0.028(2) O3 0.081(2) 0.0713(18) 0.0446(14) 0.0058(12) 0.0072(13) 0.0073(15) C3 0.054(2) 0.0488(19) 0.058(2) -0.0088(16) 0.0110(17) 0.0089(16) C4 0.059(2) 0.057(2) 0.077(3) -0.003(2) 0.019(2) 0.0018(19) N2 0.0520(16) 0.0460(15) 0.0467(15) -0.0008(12) 0.0109(12) 0.0039(13) O4 0.0562(16) 0.0758(19) 0.0679(18) -0.0161(15) 0.0012(13) 0.0075(14) O5 0.078(2) 0.0660(19) 0.111(3) -0.0081(17) 0.0306(18) -0.0148(17) O6 0.080(2) 0.0634(17) 0.0700(18) 0.0149(14) 0.0229(15) -0.0034(14) C5 0.056(2) 0.0373(16) 0.0498(18) -0.0001(13) 0.0186(15) 0.0116(14) C6 0.056(2) 0.0449(18) 0.0439(17) 0.0040(14) 0.0106(15) 0.0147(15) C7 0.069(2) 0.067(2) 0.050(2) 0.0075(17) 0.0122(18) 0.025(2) C8 0.077(3) 0.071(3) 0.053(2) 0.0198(19) 0.021(2) 0.026(2) C9 0.101(4) 0.049(2) 0.084(3) 0.025(2) 0.053(3) 0.032(2) C10 0.082(5) 0.056(4) 0.075(5) 0.017(4) 0.033(4) 0.019(4) O7 0.101(7) 0.076(6) 0.078(5) 0.026(5) 0.032(4) 0.009(5) C11 0.080(4) 0.054(3) 0.081(4) 0.016(4) 0.038(3) 0.012(3) C12 0.089(4) 0.080(4) 0.091(4) 0.021(4) 0.041(3) 0.001(3) C13 0.086(4) 0.078(4) 0.094(5) 0.021(5) 0.043(4) -0.003(3) C14 0.082(4) 0.066(4) 0.099(5) 0.018(4) 0.038(4) -0.004(3) C15 0.081(4) 0.054(4) 0.090(5) 0.014(4) 0.035(4) -0.001(3) C16 0.074(3) 0.039(3) 0.079(4) 0.011(4) 0.036(3) 0.007(3) C17 0.066(4) 0.042(4) 0.071(5) 0.004(5) 0.032(5) 0.008(3) O8 0.078(4) 0.048(4) 0.063(5) 0.010(4) 0.023(4) 0.002(3) C10' 0.079(5) 0.054(5) 0.069(5) 0.009(5) 0.029(4) 0.010(4) O7' 0.096(7) 0.084(7) 0.068(5) 0.020(5) 0.024(4) 0.000(5) C11' 0.078(4) 0.055(4) 0.078(4) 0.009(4) 0.032(3) 0.011(3) C12' 0.083(4) 0.079(4) 0.089(5) 0.010(5) 0.038(4) 0.001(4) C13' 0.087(5) 0.089(5) 0.105(5) 0.013(5) 0.035(5) -0.005(4) C14' 0.085(4) 0.074(4) 0.102(5) 0.011(5) 0.032(4) -0.008(4) C15' 0.079(4) 0.055(4) 0.093(5) 0.006(4) 0.028(4) -0.001(3) C16' 0.075(4) 0.045(4) 0.079(5) 0.001(5) 0.029(4) 0.006(3) C17' 0.067(4) 0.045(4) 0.067(5) -0.005(5) 0.025(4) 0.011(3) O8' 0.062(4) 0.046(5) 0.063(6) -0.007(5) 0.011(5) -0.006(4) C18 0.063(2) 0.0403(18) 0.077(3) -0.0001(17) 0.032(2) 0.0099(16) N3 0.0544(18) 0.0504(17) 0.068(2) -0.0094(14) 0.0197(15) 0.0107(13) C19 0.056(2) 0.055(2) 0.067(2) -0.0075(17) 0.0233(18) 0.0078(17) C20 0.095(3) 0.067(3) 0.093(3) 0.003(2) 0.048(3) 0.016(2) C21 0.075(3) 0.063(2) 0.076(3) 0.005(2) 0.030(2) 0.004(2) C22 0.157(6) 0.090(4) 0.116(5) 0.023(3) 0.068(4) 0.021(4) C23 0.054(2) 0.054(2) 0.076(3) -0.0046(18) 0.0227(19) 0.0140(17) C24 0.049(2) 0.061(2) 0.073(2) -0.0054(19) 0.0175(18) 0.0136(17) C25 0.051(2) 0.074(3) 0.099(3) -0.012(2) 0.016(2) 0.013(2) C26 0.063(3) 0.092(4) 0.121(4) -0.010(3) 0.008(3) 0.012(3) C27 0.067(3) 0.059(4) 0.056(5) -0.019(4) 0.020(3) 0.003(3) C28 0.081(3) 0.077(4) 0.056(4) -0.015(3) 0.008(3) 0.007(3) C29 0.113(4) 0.094(5) 0.073(5) -0.033(4) -0.008(4) 0.001(4) C30 0.114(7) 0.192(12) 0.169(11) -0.092(9) -0.025(6) 0.011(7) C27' 0.064(5) 0.059(6) 0.069(9) -0.025(7) 0.021(5) 0.012(5) C28' 0.075(4) 0.073(5) 0.074(6) -0.025(5) 0.009(5) 0.012(4) C29' 0.094(5) 0.083(6) 0.084(7) -0.029(5) 0.003(5) -0.003(5) C30' 0.156(10) 0.087(9) 0.115(10) -0.018(8) 0.059(9) -0.029(7) C31 0.061(2) 0.051(2) 0.063(2) -0.0034(17) 0.0153(18) 0.0125(17) C32 0.063(2) 0.061(2) 0.075(3) -0.0083(19) 0.025(2) 0.0098(19) C33 0.094(3) 0.073(3) 0.084(3) 0.005(2) 0.036(3) 0.016(3) C34 0.168(7) 0.112(5) 0.142(6) 0.001(4) 0.083(6) 0.001(5) N4 0.249(9) 0.131(5) 0.126(5) -0.086(4) 0.099(6) -0.067(6) C35 0.140(11) 0.079(9) 0.093(11) -0.019(7) 0.074(9) -0.018(8) C36 0.180(11) 0.071(7) 0.111(10) -0.021(7) 0.100(8) -0.011(7) C37 0.135(9) 0.096(8) 0.119(10) 0.028(7) 0.076(8) 0.007(7) C38 0.175(14) 0.22(2) 0.20(2) -0.029(17) 0.079(14) -0.005(16) C35' 0.138(10) 0.086(11) 0.079(9) -0.042(8) 0.020(7) -0.025(8) C36' 0.171(13) 0.139(13) 0.080(8) -0.014(8) 0.075(8) -0.012(10) C37' 0.210(14) 0.165(14) 0.154(13) 0.059(11) 0.051(11) 0.023(12) C38' 0.230(18) 0.24(3) 0.24(2) -0.04(2) 0.002(17) 0.007(18) C39 0.090(6) 0.078(5) 0.086(6) -0.049(4) 0.009(5) -0.015(5) C40 0.103(7) 0.080(5) 0.099(6) -0.028(4) 0.043(5) -0.019(5) C41 0.157(11) 0.093(7) 0.134(9) -0.023(6) 0.048(8) -0.019(7) C42 0.228(18) 0.157(12) 0.153(12) 0.024(9) 0.092(12) -0.018(12) C39' 0.145(14) 0.076(9) 0.074(8) -0.008(7) 0.016(9) -0.015(9) C40' 0.116(10) 0.068(7) 0.074(7) -0.010(6) 0.037(7) -0.016(7) C41' 0.128(12) 0.074(8) 0.093(9) 0.003(7) 0.016(9) -0.001(8) C42' 0.130(14) 0.091(10) 0.127(12) 0.011(9) 0.027(11) -0.030(10) C43 0.153(10) 0.178(9) 0.146(9) -0.111(7) 0.087(8) -0.088(9) C44 0.161(10) 0.182(9) 0.129(7) -0.092(7) 0.063(7) -0.091(8) C45 0.169(13) 0.193(12) 0.145(10) -0.085(8) 0.048(10) -0.053(11) C46 0.204(17) 0.263(18) 0.25(2) 0.022(16) 0.035(14) -0.113(15) C43' 0.160(16) 0.113(11) 0.124(12) -0.066(9) 0.087(13) -0.068(12) C44' 0.152(14) 0.105(10) 0.109(10) -0.052(8) 0.051(9) -0.063(10) C45' 0.158(14) 0.110(12) 0.120(11) -0.045(9) 0.045(11) -0.049(11) C46' 0.20(2) 0.16(2) 0.18(2) 0.08(2) 0.013(17) 0.01(2) C47 0.171(9) 0.144(9) 0.085(6) -0.074(6) 0.008(6) -0.018(7) C48 0.246(12) 0.186(13) 0.126(10) -0.041(9) 0.003(9) -0.060(11) C49 0.177(11) 0.262(17) 0.180(14) -0.029(13) 0.005(10) -0.051(11) C50 0.260(16) 0.40(3) 0.28(2) -0.08(2) -0.058(17) -0.05(2) C47' 0.180(15) 0.140(15) 0.085(13) 0.079(12) -0.027(12) -0.048(13) C48' 0.114(12) 0.104(12) 0.075(11) -0.025(9) 0.007(8) 0.004(10) C49' 0.096(13) 0.156(17) 0.116(15) -0.030(13) 0.021(10) 0.001(12) C50' 0.17(2) 0.17(2) 0.17(2) -0.047(17) 0.070(18) -0.02(2) C51 0.108(16) 0.120(16) 0.105(12) 0.034(9) -0.042(8) -0.047(15) Cl1 0.123(5) 0.149(7) 0.119(5) -0.016(5) -0.010(4) 0.009(5) Cl2 0.151(7) 0.142(7) 0.119(5) -0.008(4) 0.013(5) -0.025(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 N2 1.816(3) . ? Ni1 N1 1.826(3) . ? Ni1 O3 1.866(3) . ? Ni1 O6 1.880(3) . ? C1 O1 1.210(5) . ? C1 N1 1.352(5) . ? C1 C2 1.582(6) . ? C2 O2 1.238(5) . ? C2 O3 1.264(6) . ? N1 C5 1.402(4) . ? C3 O4 1.232(5) . ? C3 N2 1.341(5) . ? C3 C4 1.532(6) . ? C4 O5 1.235(5) . ? C4 O6 1.298(5) . ? N2 C6 1.381(4) . ? C5 C18 1.393(5) . ? C5 C6 1.428(5) . ? C6 C7 1.398(5) . ? C7 C8 1.373(6) . ? C8 C9 1.397(7) . ? C9 C18 1.415(7) . ? C9 C10' 1.460(14) . ? C9 C10 1.556(13) . ? C10 O7 1.245(11) . ? C10 C11 1.478(13) . ? C11 C16 1.373(12) . ? C11 C12 1.398(10) . ? C12 C13 1.337(14) . ? C13 C14 1.429(14) . ? C14 C15 1.392(11) . ? C15 C16 1.395(11) . ? C16 C17 1.513(10) . ? C17 O8 1.225(10) . ? C17 C18 1.569(14) . ? C10' O7' 1.259(12) . ? C10' C11' 1.488(13) . ? C11' C16' 1.365(13) . ? C11' C12' 1.398(11) . ? C12' C13' 1.336(15) . ? C13' C14' 1.434(17) . ? C14' C15' 1.402(14) . ? C15' C16' 1.391(12) . ? C16' C17' 1.501(12) . ? C17' O8' 1.210(11) . ? C17' C18 1.410(15) . ? N3 C27' 1.45(3) . ? N3 C23 1.507(5) . ? N3 C19 1.526(5) . ? N3 C31 1.528(5) . ? N3 C27 1.581(15) . ? C19 C20 1.508(6) . ? C20 C21 1.520(6) . ? C21 C22 1.508(7) . ? C23 C24 1.518(6) . ? C24 C25 1.523(5) . ? C25 C26 1.537(7) . ? C27 C28 1.502(10) . ? C28 C29 1.507(9) . ? C29 C30 1.306(12) . ? C27' C28' 1.492(15) . ? C28' C29' 1.536(14) . ? C29' C30' 1.273(17) . ? C31 C32 1.521(5) . ? C32 C33 1.523(6) . ? C33 C34 1.528(7) . ? N4 C35 1.26(2) . ? N4 C39' 1.435(17) . ? N4 C47 1.516(12) . ? N4 C47' 1.553(3) . ? N4 C43 1.570(16) . ? N4 C39 1.623(12) . ? N4 C43' 1.639(19) . ? N4 C35' 1.654(18) . ? C35 C36 1.560(15) . ? C36 C37 1.66(2) . ? C37 C38 1.609(18) . ? C35' C36' 1.581(16) . ? C36' C37' 1.62(2) . ? C37' C38' 1.63(2) . ? C39 C40 1.513(13) . ? C40 C41 1.498(13) . ? C41 C42 1.476(16) . ? C39' C40' 1.517(16) . ? C40' C41' 1.496(15) . ? C41' C42' 1.485(17) . ? C43 C44 1.553(17) . ? C44 C45 1.520(17) . ? C45 C46 1.74(2) . ? C43' C44' 1.556(19) . ? C44' C45' 1.52(2) . ? C45' C46' 1.72(3) . ? C47 C48 1.686(16) . ? C48 C49 1.448(18) . ? C49 C50 1.36(2) . ? C47' C48' 1.67(2) . ? C48' C49' 1.44(2) . ? C49' C50' 1.42(3) . ? C51 Cl2 1.7418 . ? C51 Cl1 1.7954 . ? Cl2 C38' 2.08(3) 1_455 ? 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 86.02(13) . . ? N2 Ni1 O3 172.22(13) . . ? N1 Ni1 O3 87.78(13) . . ? N2 Ni1 O6 86.22(13) . . ? N1 Ni1 O6 172.16(13) . . ? O3 Ni1 O6 99.86(14) . . ? O1 C1 N1 129.3(4) . . ? O1 C1 C2 122.9(4) . . ? N1 C1 C2 107.8(3) . . ? O2 C2 O3 126.1(5) . . ? O2 C2 C1 118.2(5) . . ? O3 C2 C1 115.7(3) . . ? C1 N1 C5 127.6(3) . . ? C1 N1 Ni1 112.5(2) . . ? C5 N1 Ni1 114.1(2) . . ? C2 O3 Ni1 111.5(3) . . ? O4 C3 N2 129.0(4) . . ? O4 C3 C4 121.8(4) . . ? N2 C3 C4 109.3(3) . . ? O5 C4 O6 124.4(4) . . ? O5 C4 C3 120.6(4) . . ? O6 C4 C3 115.0(4) . . ? C3 N2 C6 127.8(3) . . ? C3 N2 Ni1 116.3(2) . . ? C6 N2 Ni1 115.3(2) . . ? C4 O6 Ni1 112.7(3) . . ? C18 C5 N1 128.3(4) . . ? C18 C5 C6 119.4(3) . . ? N1 C5 C6 112.2(3) . . ? N2 C6 C7 127.1(4) . . ? N2 C6 C5 112.3(3) . . ? C7 C6 C5 120.6(3) . . ? C8 C7 C6 119.4(4) . . ? C7 C8 C9 120.7(4) . . ? C8 C9 C18 121.0(4) . . ? C8 C9 C10' 108.4(6) . . ? C18 C9 C10' 130.4(7) . . ? C8 C9 C10 128.2(6) . . ? C18 C9 C10 110.8(6) . . ? C10' C9 C10 19.9(5) . . ? O7 C10 C11 122.3(9) . . ? O7 C10 C9 113.8(10) . . ? C11 C10 C9 123.9(8) . . ? C16 C11 C12 120.8(9) . . ? C16 C11 C10 120.6(7) . . ? C12 C11 C10 118.6(10) . . ? C13 C12 C11 120.2(11) . . ? C12 C13 C14 120.5(9) . . ? C15 C14 C13 119.1(10) . . ? C14 C15 C16 119.5(10) . . ? C11 C16 C15 119.9(8) . . ? C11 C16 C17 120.5(8) . . ? C15 C16 C17 119.6(9) . . ? O8 C17 C16 119.4(10) . . ? O8 C17 C18 126.7(9) . . ? C16 C17 C18 113.7(8) . . ? O7' C10' C9 127.2(10) . . ? O7' C10' C11' 120.8(11) . . ? C9 C10' C11' 111.9(9) . . ? C16' C11' C12' 119.6(11) . . ? C16' C11' C10' 120.5(9) . . ? C12' C11' C10' 119.8(11) . . ? C13' C12' C11' 121.2(12) . . ? C12' C13' C14' 120.0(11) . . ? C15' C14' C13' 118.7(12) . . ? C16' C15' C14' 119.0(12) . . ? C11' C16' C15' 121.3(10) . . ? C11' C16' C17' 120.1(9) . . ? C15' C16' C17' 118.6(11) . . ? O8' C17' C18 117.9(10) . . ? O8' C17' C16' 121.0(11) . . ? C18 C17' C16' 120.9(9) . . ? C5 C18 C17' 131.4(6) . . ? C5 C18 C9 118.4(4) . . ? C17' C18 C9 109.9(7) . . ? C5 C18 C17 116.4(5) . . ? C17' C18 C17 15.0(6) . . ? C9 C18 C17 124.7(5) . . ? C27' N3 C23 102.9(11) . . ? C27' N3 C19 107.1(13) . . ? C23 N3 C19 111.6(3) . . ? C27' N3 C31 118.4(14) . . ? C23 N3 C31 111.5(3) . . ? C19 N3 C31 105.4(3) . . ? C27' N3 C27 11.0(19) . . ? C23 N3 C27 108.1(6) . . ? C19 N3 C27 112.9(6) . . ? C31 N3 C27 107.4(7) . . ? C20 C19 N3 115.2(3) . . ? C19 C20 C21 109.8(4) . . ? C22 C21 C20 114.1(4) . . ? N3 C23 C24 116.2(3) . . ? C23 C24 C25 109.4(3) . . ? C24 C25 C26 112.3(4) . . ? C28 C27 N3 115.8(12) . . ? C27 C28 C29 111.5(8) . . ? C30 C29 C28 116.5(9) . . ? N3 C27' C28' 115(2) . . ? C27' C28' C29' 109.7(14) . . ? C30' C29' C28' 108.9(15) . . ? C32 C31 N3 114.4(3) . . ? C31 C32 C33 110.5(3) . . ? C32 C33 C34 112.0(4) . . ? C35 N4 C39' 157.1(15) . . ? C35 N4 C47 99.2(8) . . ? C39' N4 C47 90.4(11) . . ? C35 N4 C47' 106.9(14) . . ? C39' N4 C47' 91.4(16) . . ? C47 N4 C47' 28.2(7) . . ? C35 N4 C43 110.9(11) . . ? C39' N4 C43 85.7(8) . . ? C47 N4 C43 106.7(10) . . ? C47' N4 C43 78.7(12) . . ? C35 N4 C39 118.5(12) . . ? C39' N4 C39 38.8(8) . . ? C47 N4 C39 111.4(8) . . ? C47' N4 C39 125.3(11) . . ? C43 N4 C39 109.2(6) . . ? C35 N4 C43' 82.3(12) . . ? C39' N4 C43' 106.3(9) . . ? C47 N4 C43' 132.8(13) . . ? C47' N4 C43' 105.9(14) . . ? C43 N4 C43' 34.8(10) . . ? C39 N4 C43' 108.7(8) . . ? C35 N4 C35' 23.2(11) . . ? C39' N4 C35' 134.0(13) . . ? C47 N4 C35' 104.1(7) . . ? C47' N4 C35' 121.4(14) . . ? C43 N4 C35' 128.7(10) . . ? C39 N4 C35' 96.1(9) . . ? C43' N4 C35' 95.3(13) . . ? N4 C35 C36 108.1(13) . . ? C35 C36 C37 110.5(11) . . ? C38 C37 C36 112.7(13) . . ? C36' C35' N4 121.9(11) . . ? C35' C36' C37' 109.7(11) . . ? C36' C37' C38' 111.7(16) . . ? C40 C39 N4 119.0(6) . . ? C41 C40 C39 111.5(7) . . ? C42 C41 C40 112.5(10) . . ? N4 C39' C40' 100.4(11) . . ? C41' C40' C39' 110.5(11) . . ? C42' C41' C40' 111.7(13) . . ? C44 C43 N4 115.9(7) . . ? C45 C44 C43 110.5(9) . . ? C44 C45 C46 111.9(13) . . ? C44' C43' N4 116.7(12) . . ? C45' C44' C43' 111.6(13) . . ? C44' C45' C46' 114.4(19) . . ? N4 C47 C48 110.2(9) . . ? C49 C48 C47 110.0(11) . . ? C50 C49 C48 113.5(18) . . ? N4 C47' C48' 109.9(14) . . ? C49' C48' C47' 125.9(17) . . ? C50' C49' C48' 110(2) . . ? Cl2 C51 Cl1 108.5 . . ? C51 Cl2 C38' 92.2(8) . 1_455 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 O2 -13.6(5) . . . . ? N1 C1 C2 O2 168.6(3) . . . . ? O1 C1 C2 O3 166.4(3) . . . . ? N1 C1 C2 O3 -11.3(4) . . . . ? O1 C1 N1 C5 -4.8(6) . . . . ? C2 C1 N1 C5 172.8(3) . . . . ? O1 C1 N1 Ni1 -156.0(3) . . . . ? C2 C1 N1 Ni1 21.6(3) . . . . ? N2 Ni1 N1 C1 154.5(2) . . . . ? O3 Ni1 N1 C1 -20.8(2) . . . . ? O6 Ni1 N1 C1 146.2(9) . . . . ? N2 Ni1 N1 C5 -0.9(2) . . . . ? O3 Ni1 N1 C5 -176.2(2) . . . . ? O6 Ni1 N1 C5 -9.2(10) . . . . ? O2 C2 O3 Ni1 175.8(3) . . . . ? C1 C2 O3 Ni1 -4.3(4) . . . . ? N2 Ni1 O3 C2 -23.6(11) . . . . ? N1 Ni1 O3 C2 13.6(3) . . . . ? O6 Ni1 O3 C2 -164.6(3) . . . . ? O4 C3 C4 O5 3.3(6) . . . . ? N2 C3 C4 O5 -176.8(3) . . . . ? O4 C3 C4 O6 -176.8(3) . . . . ? N2 C3 C4 O6 3.0(5) . . . . ? O4 C3 N2 C6 2.5(6) . . . . ? C4 C3 N2 C6 -177.4(3) . . . . ? O4 C3 N2 Ni1 172.5(3) . . . . ? C4 C3 N2 Ni1 -7.3(4) . . . . ? N1 Ni1 N2 C3 -171.6(3) . . . . ? O3 Ni1 N2 C3 -134.3(9) . . . . ? O6 Ni1 N2 C3 7.3(3) . . . . ? N1 Ni1 N2 C6 -0.3(2) . . . . ? O3 Ni1 N2 C6 37.0(10) . . . . ? O6 Ni1 N2 C6 178.6(2) . . . . ? O5 C4 O6 Ni1 -177.8(3) . . . . ? C3 C4 O6 Ni1 2.3(4) . . . . ? N2 Ni1 O6 C4 -5.1(3) . . . . ? N1 Ni1 O6 C4 3.1(11) . . . . ? O3 Ni1 O6 C4 170.0(3) . . . . ? C1 N1 C5 C18 32.2(5) . . . . ? Ni1 N1 C5 C18 -176.9(3) . . . . ? C1 N1 C5 C6 -149.0(3) . . . . ? Ni1 N1 C5 C6 1.8(3) . . . . ? C3 N2 C6 C7 -6.8(6) . . . . ? Ni1 N2 C6 C7 -176.9(3) . . . . ? C3 N2 C6 C5 171.5(3) . . . . ? Ni1 N2 C6 C5 1.4(4) . . . . ? C18 C5 C6 N2 176.9(3) . . . . ? N1 C5 C6 N2 -2.0(4) . . . . ? C18 C5 C6 C7 -4.7(5) . . . . ? N1 C5 C6 C7 176.4(3) . . . . ? N2 C6 C7 C8 177.4(3) . . . . ? C5 C6 C7 C8 -0.8(5) . . . . ? C6 C7 C8 C9 2.5(6) . . . . ? C7 C8 C9 C18 1.3(6) . . . . ? C7 C8 C9 C10' -174.4(8) . . . . ? C7 C8 C9 C10 -177.0(8) . . . . ? C8 C9 C10 O7 -3.8(16) . . . . ? C18 C9 C10 O7 177.7(10) . . . . ? C10' C9 C10 O7 -11(3) . . . . ? C8 C9 C10 C11 174.3(8) . . . . ? C18 C9 C10 C11 -4.2(14) . . . . ? C10' C9 C10 C11 167(5) . . . . ? O7 C10 C11 C16 -169.9(13) . . . . ? C9 C10 C11 C16 12.2(18) . . . . ? O7 C10 C11 C12 9.4(18) . . . . ? C9 C10 C11 C12 -168.5(11) . . . . ? C16 C11 C12 C13 -0.3(18) . . . . ? C10 C11 C12 C13 -179.6(12) . . . . ? C11 C12 C13 C14 -1.0(19) . . . . ? C12 C13 C14 C15 2.1(17) . . . . ? C13 C14 C15 C16 -1.9(15) . . . . ? C12 C11 C16 C15 0.5(16) . . . . ? C10 C11 C16 C15 179.7(10) . . . . ? C12 C11 C16 C17 -177.9(12) . . . . ? C10 C11 C16 C17 1.3(16) . . . . ? C14 C15 C16 C11 0.6(15) . . . . ? C14 C15 C16 C17 179.1(11) . . . . ? C11 C16 C17 O8 157.3(14) . . . . ? C15 C16 C17 O8 -21.2(19) . . . . ? C11 C16 C17 C18 -19.5(17) . . . . ? C15 C16 C17 C18 162.0(11) . . . . ? C8 C9 C10' O7' -2(2) . . . . ? C18 C9 C10' O7' -177.5(13) . . . . ? C10 C9 C10' O7' 172(5) . . . . ? C8 C9 C10' C11' 173.9(9) . . . . ? C18 C9 C10' C11' -1.2(17) . . . . ? C10 C9 C10' C11' -12(3) . . . . ? O7' C10' C11' C16' -172.4(16) . . . . ? C9 C10' C11' C16' 11.0(18) . . . . ? O7' C10' C11' C12' 4(2) . . . . ? C9 C10' C11' C12' -172.6(12) . . . . ? C16' C11' C12' C13' -4.7(19) . . . . ? C10' C11' C12' C13' 178.9(13) . . . . ? C11' C12' C13' C14' 5(2) . . . . ? C12' C13' C14' C15' -2(2) . . . . ? C13' C14' C15' C16' -1(2) . . . . ? C12' C11' C16' C15' 2.1(19) . . . . ? C10' C11' C16' C15' 178.5(13) . . . . ? C12' C11' C16' C17' -177.0(13) . . . . ? C10' C11' C16' C17' -0.6(19) . . . . ? C14' C15' C16' C11' 1(2) . . . . ? C14' C15' C16' C17' 179.6(14) . . . . ? C11' C16' C17' O8' 153.4(17) . . . . ? C15' C16' C17' O8' -26(2) . . . . ? C11' C16' C17' C18 -22(2) . . . . ? C15' C16' C17' C18 159.1(15) . . . . ? N1 C5 C18 C17' 14.5(13) . . . . ? C6 C5 C18 C17' -164.2(12) . . . . ? N1 C5 C18 C9 -173.0(3) . . . . ? C6 C5 C18 C9 8.3(5) . . . . ? N1 C5 C18 C17 14.8(9) . . . . ? C6 C5 C18 C17 -163.9(8) . . . . ? O8' C17' C18 C5 26(2) . . . . ? C16' C17' C18 C5 -158.4(9) . . . . ? O8' C17' C18 C9 -146.7(14) . . . . ? C16' C17' C18 C9 28.6(18) . . . . ? O8' C17' C18 C17 25(5) . . . . ? C16' C17' C18 C17 -159(7) . . . . ? C8 C9 C18 C5 -6.8(5) . . . . ? C10' C9 C18 C5 167.8(10) . . . . ? C10 C9 C18 C5 171.8(7) . . . . ? C8 C9 C18 C17' 167.2(10) . . . . ? C10' C9 C18 C17' -18.1(14) . . . . ? C10 C9 C18 C17' -14.2(12) . . . . ? C8 C9 C18 C17 164.7(9) . . . . ? C10' C9 C18 C17 -20.6(15) . . . . ? C10 C9 C18 C17 -16.7(11) . . . . ? O8 C17 C18 C5 24(2) . . . . ? C16 C17 C18 C5 -159.4(8) . . . . ? O8 C17 C18 C17' -157(7) . . . . ? C16 C17 C18 C17' 20(5) . . . . ? O8 C17 C18 C9 -147.6(13) . . . . ? C16 C17 C18 C9 28.9(16) . . . . ? C27' N3 C19 C20 47.0(13) . . . . ? C23 N3 C19 C20 -65.0(5) . . . . ? C31 N3 C19 C20 173.8(4) . . . . ? C27 N3 C19 C20 56.9(8) . . . . ? N3 C19 C20 C21 174.3(4) . . . . ? C19 C20 C21 C22 174.2(5) . . . . ? C27' N3 C23 C24 -174.7(14) . . . . ? C19 N3 C23 C24 -60.1(4) . . . . ? C31 N3 C23 C24 57.4(4) . . . . ? C27 N3 C23 C24 175.2(7) . . . . ? N3 C23 C24 C25 -178.4(4) . . . . ? C23 C24 C25 C26 -179.9(4) . . . . ? C27' N3 C27 C28 119(8) . . . . ? C23 N3 C27 C28 -176.8(8) . . . . ? C19 N3 C27 C28 59.3(12) . . . . ? C31 N3 C27 C28 -56.4(11) . . . . ? N3 C27 C28 C29 -172.2(9) . . . . ? C27 C28 C29 C30 -176.9(13) . . . . ? C23 N3 C27' C28' 173.2(19) . . . . ? C19 N3 C27' C28' 56(2) . . . . ? C31 N3 C27' C28' -63(3) . . . . ? C27 N3 C27' C28' -68(8) . . . . ? N3 C27' C28' C29' -178(2) . . . . ? C27' C28' C29' C30' 135(2) . . . . ? C27' N3 C31 C32 -63.2(13) . . . . ? C23 N3 C31 C32 55.9(4) . . . . ? C19 N3 C31 C32 177.1(3) . . . . ? C27 N3 C31 C32 -62.3(7) . . . . ? N3 C31 C32 C33 178.0(4) . . . . ? C31 C32 C33 C34 -179.4(5) . . . . ? C39' N4 C35 C36 60(3) . . . . ? C47 N4 C35 C36 173.7(12) . . . . ? C47' N4 C35 C36 -158.5(13) . . . . ? C43 N4 C35 C36 -74.4(15) . . . . ? C39 N4 C35 C36 53.1(15) . . . . ? C43' N4 C35 C36 -54.1(14) . . . . ? C35' N4 C35 C36 69(3) . . . . ? N4 C35 C36 C37 -156.1(13) . . . . ? C35 C36 C37 C38 -169.8(16) . . . . ? C35 N4 C35' C36' -103(3) . . . . ? C39' N4 C35' C36' 72(2) . . . . ? C47 N4 C35' C36' 177.0(16) . . . . ? C47' N4 C35' C36' -158.7(15) . . . . ? C43 N4 C35' C36' -58(2) . . . . ? C39 N4 C35' C36' 63.1(17) . . . . ? C43' N4 C35' C36' -46.4(18) . . . . ? N4 C35' C36' C37' -146.9(16) . . . . ? C35' C36' C37' C38' -179.9(19) . . . . ? C35 N4 C39 C40 64.5(13) . . . . ? C39' N4 C39 C40 -111.2(14) . . . . ? C47 N4 C39 C40 -49.6(12) . . . . ? C47' N4 C39 C40 -77.6(17) . . . . ? C43 N4 C39 C40 -167.2(9) . . . . ? C43' N4 C39 C40 155.9(13) . . . . ? C35' N4 C39 C40 58.2(11) . . . . ? N4 C39 C40 C41 179.2(10) . . . . ? C39 C40 C41 C42 178.4(13) . . . . ? C35 N4 C39' C40' 52(3) . . . . ? C47 N4 C39' C40' -63.8(14) . . . . ? C47' N4 C39' C40' -91.9(15) . . . . ? C43 N4 C39' C40' -170.5(14) . . . . ? C39 N4 C39' C40' 61.2(11) . . . . ? C43' N4 C39' C40' 161.0(15) . . . . ? C35' N4 C39' C40' 46(2) . . . . ? N4 C39' C40' C41' -147.7(17) . . . . ? C39' C40' C41' C42' -176.8(17) . . . . ? C35 N4 C43 C44 -44.6(15) . . . . ? C39' N4 C43 C44 151.6(14) . . . . ? C47 N4 C43 C44 62.5(12) . . . . ? C47' N4 C43 C44 59.3(15) . . . . ? C39 N4 C43 C44 -177.0(10) . . . . ? C43' N4 C43 C44 -81.6(15) . . . . ? C35' N4 C43 C44 -62.0(15) . . . . ? N4 C43 C44 C45 170.7(12) . . . . ? C43 C44 C45 C46 171.2(13) . . . . ? C35 N4 C43' C44' -49(2) . . . . ? C39' N4 C43' C44' 153(2) . . . . ? C47 N4 C43' C44' 47(3) . . . . ? C47' N4 C43' C44' 57(2) . . . . ? C43 N4 C43' C44' 97(2) . . . . ? C39 N4 C43' C44' -166.4(17) . . . . ? C35' N4 C43' C44' -68(2) . . . . ? N4 C43' C44' C45' -151(2) . . . . ? C43' C44' C45' C46' 84(3) . . . . ? C35 N4 C47 C48 143.6(15) . . . . ? C39' N4 C47 C48 -57.2(15) . . . . ? C47' N4 C47 C48 35(2) . . . . ? C43 N4 C47 C48 28.4(14) . . . . ? C39 N4 C47 C48 -90.7(14) . . . . ? C43' N4 C47 C48 55.6(18) . . . . ? C35' N4 C47 C48 166.8(13) . . . . ? N4 C47 C48 C49 -170.5(15) . . . . ? C47 C48 C49 C50 -168(2) . . . . ? C35 N4 C47' C48' -143.7(17) . . . . ? C39' N4 C47' C48' 22.3(18) . . . . ? C47 N4 C47' C48' -66.0(17) . . . . ? C43 N4 C47' C48' 107.6(19) . . . . ? C39 N4 C47' C48' 2(3) . . . . ? C43' N4 C47' C48' 129.6(16) . . . . ? C35' N4 C47' C48' -123.7(19) . . . . ? N4 C47' C48' C49' 139(2) . . . . ? C47' C48' C49' C50' -140(3) . . . . ? Cl1 C51 Cl2 C38' 135.5(11) . . . 1_455 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.91 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.281 _refine_diff_density_min -0.511 _refine_diff_density_rms 0.080 # Attachment 'bbj35.cif' data_bbj35 _database_code_depnum_ccdc_archive 'CCDC 671687' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C64 H84 Cu N6 O8' _chemical_formula_weight 1128.91 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' Cu Cu -1.9646 0.5888 '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 8.6448(3) _cell_length_b 12.2959(5) _cell_length_c 27.5630(12) _cell_angle_alpha 86.336(4) _cell_angle_beta 88.039(3) _cell_angle_gamma 89.983(3) _cell_volume 2922.1(2) _cell_formula_units_Z 2 _cell_measurement_temperature 100 _cell_measurement_reflns_used 6619 _cell_measurement_theta_min 3.8441 _cell_measurement_theta_max 63.8639 _exptl_crystal_description needle _exptl_crystal_colour purple _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.283 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1206 _exptl_absorpt_coefficient_mu 1.009 _exptl_absorpt_correction_T_min 0.87280 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET) (compiled May 8 2007,13:10:02) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100 _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Gemini S' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14881 _diffrn_reflns_av_R_equivalents 0.0362 _diffrn_reflns_av_sigmaI/netI 0.0464 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 3.85 _diffrn_reflns_theta_max 63.95 _reflns_number_total 8643 _reflns_number_gt 6884 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET) (compiled May 8 2007,13:10:02) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET) (compiled May 8 2007,13:10:02) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET) (compiled May 8 2007,13:10:02) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0898P)^2^+65.5283P] 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 8643 _refine_ls_number_parameters 755 _refine_ls_number_restraints 115 _refine_ls_R_factor_all 0.1550 _refine_ls_R_factor_gt 0.1409 _refine_ls_wR_factor_ref 0.3951 _refine_ls_wR_factor_gt 0.3902 _refine_ls_goodness_of_fit_ref 1.132 _refine_ls_restrained_S_all 1.125 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.6845(12) -0.4566(9) 1.4189(4) 0.026(2) Uani 1 1 d . . . C2 C 0.6223(12) -0.3492(9) 1.4310(4) 0.027(2) Uani 1 1 d . . . C3 C 0.7951(13) -0.5876(9) 1.3859(4) 0.027(2) Uani 1 1 d . . . C4 C 0.8753(12) -0.6603(9) 1.3564(4) 0.030(2) Uani 1 1 d . . . C5 C 0.9651(13) -0.6205(10) 1.3117(4) 0.031(2) Uani 1 1 d . . . C6 C 1.0338(12) -0.7014(9) 1.2799(4) 0.031(2) Uani 1 1 d . . . C7 C 1.1076(13) -0.6686(11) 1.2362(4) 0.035(3) Uani 1 1 d . . . H7 H 1.1175 -0.5945 1.2276 0.043 Uiso 1 1 calc R . . C8 C 1.1669(15) -0.7423(12) 1.2052(4) 0.046(3) Uani 1 1 d . . . H8 H 1.2116 -0.7183 1.1753 0.055 Uiso 1 1 calc R . . C9 C 1.1595(15) -0.8538(13) 1.2190(5) 0.050(4) Uani 1 1 d . . . H9 H 1.2021 -0.9044 1.1987 0.060 Uiso 1 1 calc R . . C10 C 1.0887(14) -0.8878(11) 1.2627(4) 0.040(3) Uani 1 1 d . . . H10 H 1.0843 -0.9618 1.2719 0.047 Uiso 1 1 calc R . . C11 C 1.0236(13) -0.8140(10) 1.2935(4) 0.033(3) Uani 1 1 d . . . C12 C 0.9483(13) -0.8523(11) 1.3398(4) 0.038(3) Uani 1 1 d . . . C13 C 0.8641(13) -0.7709(9) 1.3700(4) 0.029(2) Uani 1 1 d . . . C14 C 0.7776(13) -0.8111(9) 1.4110(4) 0.033(3) Uani 1 1 d . . . H14 H 0.7738 -0.8858 1.4187 0.039 Uiso 1 1 calc R . . C15 C 0.6977(12) -0.7413(9) 1.4400(4) 0.029(2) Uani 1 1 d . . . H15 H 0.6393 -0.7682 1.4671 0.035 Uiso 1 1 calc R . . C16 C 0.7065(12) -0.6312(9) 1.4281(4) 0.025(2) Uani 1 1 d . . . C17 C 1.1521(12) 0.0146(10) 1.0849(4) 0.030(2) Uani 1 1 d . . . C18 C 1.1035(12) 0.1287(9) 1.0710(4) 0.027(2) Uani 1 1 d . . . C19 C 1.2389(13) -0.1325(9) 1.1176(4) 0.032(2) Uani 1 1 d . . . C20 C 1.3083(13) -0.2141(10) 1.1464(4) 0.033(3) Uani 1 1 d . . . C21 C 1.3943(15) -0.1912(10) 1.1909(4) 0.039(3) Uani 1 1 d . . . C22 C 1.4599(14) -0.2850(11) 1.2198(4) 0.038(3) Uani 1 1 d . . . C23 C 1.5386(13) -0.2663(12) 1.2625(4) 0.040(3) Uani 1 1 d . . . H23 H 1.5479 -0.1957 1.2723 0.048 Uiso 1 1 calc R . . C24 C 1.6009(14) -0.3503(12) 1.2895(4) 0.044(3) Uani 1 1 d . . . H24 H 1.6519 -0.3373 1.3178 0.053 Uiso 1 1 calc R . . C25 C 1.5883(14) -0.4560(11) 1.2749(4) 0.041(3) Uani 1 1 d . . . H25 H 1.6335 -0.5131 1.2930 0.049 Uiso 1 1 calc R . . C26 C 1.5100(14) -0.4771(11) 1.2340(4) 0.042(3) Uani 1 1 d . . . H26 H 1.5018 -0.5481 1.2246 0.050 Uiso 1 1 calc R . . C27 C 1.4421(13) -0.3904(10) 1.2063(4) 0.035(3) Uani 1 1 d . . . C28 C 1.3678(15) -0.4148(10) 1.1606(4) 0.039(3) Uani 1 1 d . . . C29 C 1.2978(13) -0.3216(10) 1.1317(4) 0.034(3) Uani 1 1 d . . . C30 C 1.2236(14) -0.3444(9) 1.0891(4) 0.033(3) Uani 1 1 d . . . H30 H 1.2195 -0.4160 1.0803 0.039 Uiso 1 1 calc R . . C31 C 1.1563(13) -0.2633(9) 1.0598(4) 0.032(2) Uani 1 1 d . . . H31 H 1.1065 -0.2791 1.0317 0.038 Uiso 1 1 calc R . . C32 C 1.1663(13) -0.1561(9) 1.0742(4) 0.031(2) Uani 1 1 d . . . C33 C 1.1466(14) -0.3607(10) 1.3955(4) 0.039(3) Uani 1 1 d . A . H33A H 1.1650 -0.3728 1.4299 0.047 Uiso 1 1 calc R . . H33B H 1.0434 -0.3877 1.3903 0.047 Uiso 1 1 calc R . . C34 C 1.2582(15) -0.4282(9) 1.3687(5) 0.039(3) Uani 1 1 d . . . H34A H 1.3614 -0.3977 1.3699 0.047 Uiso 1 1 calc R . . H34B H 1.2308 -0.4283 1.3349 0.047 Uiso 1 1 calc R . . C35 C 1.2563(14) -0.5458(10) 1.3918(4) 0.037(3) Uani 1 1 d . . . H35A H 1.2934 -0.5454 1.4246 0.044 Uiso 1 1 calc R . . H35B H 1.1504 -0.5722 1.3940 0.044 Uiso 1 1 calc R . . C36 C 1.3547(15) -0.6232(11) 1.3634(5) 0.046(3) Uani 1 1 d . . . H36A H 1.3491 -0.6949 1.3794 0.068 Uiso 1 1 calc R . . H36B H 1.4602 -0.5986 1.3618 0.068 Uiso 1 1 calc R . . H36C H 1.3172 -0.6254 1.3311 0.068 Uiso 1 1 calc R . . C41 C 1.297(5) -0.204(2) 1.4077(13) 0.036(7) Uani 0.49(2) 1 d PDU A 1 H41A H 1.3058 -0.2451 1.4388 0.043 Uiso 0.49(2) 1 calc PR A 1 H41B H 1.3860 -0.2221 1.3872 0.043 Uiso 0.49(2) 1 calc PR A 1 C42 C 1.298(3) -0.084(2) 1.4153(12) 0.043(6) Uani 0.49(2) 1 d PDU A 1 H42A H 1.2667 -0.0725 1.4487 0.052 Uiso 0.49(2) 1 calc PR A 1 H42B H 1.2254 -0.0470 1.3940 0.052 Uiso 0.49(2) 1 calc PR A 1 C43 C 1.467(4) -0.037(4) 1.4039(16) 0.047(8) Uani 0.49(2) 1 d PDU A 1 H43A H 1.5383 -0.0865 1.3887 0.057 Uiso 0.49(2) 1 calc PR A 1 H43B H 1.4700 0.0349 1.3869 0.057 Uiso 0.49(2) 1 calc PR A 1 C44 C 1.479(3) -0.035(2) 1.4579(9) 0.043(7) Uani 0.49(2) 1 d PDU A 1 H44A H 1.5794 -0.0091 1.4655 0.065 Uiso 0.49(2) 1 calc PR A 1 H44B H 1.4647 -0.1080 1.4724 0.065 Uiso 0.49(2) 1 calc PR A 1 H44C H 1.4007 0.0115 1.4705 0.065 Uiso 0.49(2) 1 calc PR A 1 C41A C 1.299(5) -0.180(2) 1.3904(12) 0.036(6) Uani 0.51(2) 1 d PDU A 2 H41C H 1.3310 -0.2005 1.4231 0.044 Uiso 0.51(2) 1 calc PR A 2 H41D H 1.3760 -0.2101 1.3684 0.044 Uiso 0.51(2) 1 calc PR A 2 C42A C 1.314(3) -0.0579(19) 1.3837(10) 0.040(5) Uani 0.51(2) 1 d PDU A 2 H42C H 1.2215 -0.0237 1.3964 0.048 Uiso 0.51(2) 1 calc PR A 2 H42D H 1.3269 -0.0358 1.3494 0.048 Uiso 0.51(2) 1 calc PR A 2 C43A C 1.461(3) -0.021(4) 1.4121(17) 0.046(7) Uani 0.51(2) 1 d PDU A 2 H43C H 1.4590 0.0540 1.4210 0.055 Uiso 0.51(2) 1 calc PR A 2 H43D H 1.4892 -0.0706 1.4392 0.055 Uiso 0.51(2) 1 calc PR A 2 C44A C 1.548(3) -0.039(2) 1.3651(9) 0.048(7) Uani 0.51(2) 1 d PDU A 2 H44D H 1.6557 -0.0240 1.3685 0.072 Uiso 0.51(2) 1 calc PR A 2 H44E H 1.5078 0.0088 1.3397 0.072 Uiso 0.51(2) 1 calc PR A 2 H44F H 1.5351 -0.1133 1.3572 0.072 Uiso 0.51(2) 1 calc PR A 2 C45 C 1.0075(13) -0.1900(10) 1.4093(4) 0.037(3) Uani 1 1 d . A . H45A H 1.0045 -0.1127 1.3997 0.044 Uiso 1 1 calc R . . H45B H 0.9141 -0.2226 1.3981 0.044 Uiso 1 1 calc R . . C46 C 1.0056(19) -0.2035(17) 1.4640(5) 0.076(6) Uani 1 1 d . . . H46A H 1.0011 -0.2805 1.4741 0.091 Uiso 1 1 calc R . . H46B H 1.1005 -0.1741 1.4757 0.091 Uiso 1 1 calc R . . C47 C 0.8690(15) -0.1464(10) 1.4862(5) 0.041(3) Uani 1 1 d . . . H47A H 0.8913 -0.0690 1.4847 0.050 Uiso 1 1 calc R . . H47B H 0.7804 -0.1568 1.4664 0.050 Uiso 1 1 calc R . . C48 C 0.825(2) -0.1818(18) 1.5377(6) 0.087(6) Uani 1 1 d . . . H48A H 0.7368 -0.1404 1.5482 0.131 Uiso 1 1 calc R . . H48B H 0.9098 -0.1699 1.5581 0.131 Uiso 1 1 calc R . . H48C H 0.7984 -0.2579 1.5398 0.131 Uiso 1 1 calc R . . C49 C 1.7736(13) 0.2855(10) 1.1112(5) 0.039(3) Uani 1 1 d . . . H49A H 1.8004 0.3073 1.0775 0.047 Uiso 1 1 calc R . . H49B H 1.8607 0.2452 1.1245 0.047 Uiso 1 1 calc R . . C50 C 1.7520(14) 0.3868(11) 1.1386(5) 0.045(3) Uani 1 1 d . . . H50A H 1.7377 0.3667 1.1731 0.054 Uiso 1 1 calc R . . H50B H 1.6599 0.4250 1.1278 0.054 Uiso 1 1 calc R . . C51 C 1.8948(15) 0.4631(12) 1.1302(5) 0.049(3) Uani 1 1 d . . . H51A H 1.9882 0.4227 1.1379 0.059 Uiso 1 1 calc R . . H51B H 1.9029 0.4890 1.0962 0.059 Uiso 1 1 calc R . . C52 C 1.8809(17) 0.5591(11) 1.1615(5) 0.053(4) Uani 1 1 d . . . H52A H 1.9704 0.6050 1.1560 0.079 Uiso 1 1 calc R . . H52B H 1.8736 0.5334 1.1952 0.079 Uiso 1 1 calc R . . H52C H 1.7897 0.6000 1.1534 0.079 Uiso 1 1 calc R . . C53 C 1.5811(14) 0.1791(11) 1.1648(4) 0.042(3) Uani 1 1 d . . . H53A H 1.5441 0.2445 1.1793 0.050 Uiso 1 1 calc R . . H53B H 1.4933 0.1304 1.1636 0.050 Uiso 1 1 calc R . . C54 C 1.6982(16) 0.1247(12) 1.1984(5) 0.050(3) Uani 1 1 d . . . H54A H 1.7304 0.0561 1.1858 0.060 Uiso 1 1 calc R . . H54B H 1.7889 0.1709 1.1989 0.060 Uiso 1 1 calc R . . C55 C 1.6330(16) 0.1038(11) 1.2493(5) 0.048(3) Uani 1 1 d . . . H55A H 1.7099 0.0657 1.2687 0.058 Uiso 1 1 calc R . . H55B H 1.5436 0.0564 1.2485 0.058 Uiso 1 1 calc R . . C56 C 1.5837(17) 0.2090(11) 1.2746(5) 0.051(3) Uani 1 1 d . . . H56A H 1.5428 0.1895 1.3068 0.076 Uiso 1 1 calc R . . H56B H 1.5060 0.2467 1.2560 0.076 Uiso 1 1 calc R . . H56C H 1.6722 0.2556 1.2765 0.076 Uiso 1 1 calc R . . C57 C 1.5021(13) 0.2635(10) 1.0878(4) 0.036(3) Uani 1 1 d . . . H57A H 1.4741 0.3278 1.1048 0.043 Uiso 1 1 calc R . . H57B H 1.4151 0.2135 1.0917 0.043 Uiso 1 1 calc R . . C58 C 1.5241(14) 0.2972(10) 1.0342(4) 0.037(3) Uani 1 1 d . . . H58A H 1.5550 0.2342 1.0168 0.044 Uiso 1 1 calc R . . H58B H 1.6063 0.3509 1.0298 0.044 Uiso 1 1 calc R . . C59 C 1.3758(14) 0.3449(10) 1.0131(5) 0.040(3) Uani 1 1 d . . . H59A H 1.2967 0.2887 1.0151 0.048 Uiso 1 1 calc R . . H59B H 1.3398 0.4030 1.0329 0.048 Uiso 1 1 calc R . . C60 C 1.3943(18) 0.3885(12) 0.9621(5) 0.056(4) Uani 1 1 d . . . H60A H 1.2973 0.4172 0.9512 0.085 Uiso 1 1 calc R . . H60B H 1.4271 0.3311 0.9421 0.085 Uiso 1 1 calc R . . H60C H 1.4706 0.4454 0.9598 0.085 Uiso 1 1 calc R . . C61 C 1.6927(14) 0.1112(10) 1.0872(4) 0.039(3) Uani 1 1 d . . . H61A H 1.7756 0.0779 1.1057 0.047 Uiso 1 1 calc R . . H61B H 1.7362 0.1352 1.0554 0.047 Uiso 1 1 calc R . . C62 C 1.5708(15) 0.0240(11) 1.0804(5) 0.047(3) Uani 1 1 d . . . H62A H 1.4947 0.0532 1.0581 0.056 Uiso 1 1 calc R . . H62B H 1.5179 0.0052 1.1114 0.056 Uiso 1 1 calc R . . C63 C 1.6427(16) -0.0791(12) 1.0606(5) 0.049(3) Uani 1 1 d . . . H63A H 1.5604 -0.1259 1.0509 0.059 Uiso 1 1 calc R . . H63B H 1.7064 -0.0585 1.0319 0.059 Uiso 1 1 calc R . . C64 C 1.7404(17) -0.1427(13) 1.0969(5) 0.057(4) Uani 1 1 d . . . H64A H 1.7816 -0.2061 1.0825 0.085 Uiso 1 1 calc R . . H64B H 1.6777 -0.1648 1.1252 0.085 Uiso 1 1 calc R . . H64C H 1.8239 -0.0977 1.1060 0.085 Uiso 1 1 calc R . . Cu1 Cu 0.5000 -0.5000 1.5000 0.0256(5) Uani 1 2 d S . . Cu2 Cu 1.0000 0.0000 1.0000 0.0307(6) Uani 1 2 d S . . N1 N 0.6384(9) -0.5437(7) 1.4484(3) 0.0245(19) Uani 1 1 d . . . N2 N 0.7807(10) -0.4766(8) 1.3814(3) 0.031(2) Uani 1 1 d . . . N3 N 1.1138(10) -0.0616(7) 1.0544(3) 0.029(2) Uani 1 1 d . . . N4 N 1.2260(10) -0.0207(7) 1.1233(3) 0.028(2) Uani 1 1 d . . . N5 N 1.1468(10) -0.2398(8) 1.3834(4) 0.034(2) Uani 1 1 d U . . N6 N 1.6370(11) 0.2108(8) 1.1124(4) 0.037(2) Uani 1 1 d . . . O1 O 0.5295(9) -0.3540(6) 1.4694(3) 0.0304(17) Uani 1 1 d . . . O2 O 0.6525(9) -0.2658(6) 1.4050(3) 0.0316(17) Uani 1 1 d . . . O3 O 0.9835(10) -0.5234(7) 1.3008(3) 0.042(2) Uani 1 1 d . . . O4 O 0.9474(11) -0.9492(7) 1.3531(3) 0.048(2) Uani 1 1 d . . . O5 O 1.0286(9) 0.1365(6) 1.0307(3) 0.0321(17) Uani 1 1 d . . . O6 O 1.1333(9) 0.2039(6) 1.0960(3) 0.0336(18) Uani 1 1 d . . . O7 O 1.4107(14) -0.0991(7) 1.2023(4) 0.064(3) Uani 1 1 d . . . O8 O 1.3596(11) -0.5075(7) 1.1471(3) 0.047(2) Uani 1 1 d . . . C37 C 1.1333(19) -0.2139(11) 1.3295(5) 0.054(4) Uani 1 1 d . A . H37A H 1.1430 -0.1356 1.3232 0.065 Uiso 1 1 calc R . . H37B H 1.2205 -0.2469 1.3129 0.065 Uiso 1 1 calc R . . C38 C 0.9926(17) -0.2486(14) 1.3075(5) 0.058(4) Uani 1 1 d . . . H38A H 0.9086 -0.2004 1.3161 0.069 Uiso 1 1 calc R A . H38B H 0.9658 -0.3215 1.3206 0.069 Uiso 1 1 calc R . . C40 C 0.949(3) -0.1690(16) 1.2236(6) 0.093(7) Uani 1 1 d . . . H40A H 0.9707 -0.1829 1.1902 0.139 Uiso 1 1 calc R A . H40B H 0.9933 -0.1004 1.2304 0.139 Uiso 1 1 calc R . . H40C H 0.8386 -0.1666 1.2294 0.139 Uiso 1 1 calc R . . C39 C 1.009(4) -0.248(2) 1.2524(6) 0.159(15) Uani 1 1 d . A . H39A H 1.1188 -0.2508 1.2442 0.191 Uiso 1 1 calc R . . H39B H 0.9651 -0.3165 1.2432 0.191 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 C1 0.021(5) 0.032(6) 0.026(5) -0.004(4) 0.000(4) -0.006(4) C2 0.024(5) 0.035(6) 0.023(5) -0.010(5) -0.001(4) -0.003(5) C3 0.030(6) 0.031(6) 0.021(5) -0.007(4) -0.002(4) 0.001(5) C4 0.020(5) 0.041(6) 0.031(6) -0.011(5) 0.003(4) 0.005(5) C5 0.029(6) 0.042(7) 0.024(5) -0.008(5) -0.008(5) 0.004(5) C6 0.023(6) 0.043(7) 0.029(6) -0.015(5) 0.000(5) 0.005(5) C7 0.028(6) 0.051(7) 0.029(6) -0.014(5) -0.003(5) 0.005(5) C8 0.036(7) 0.079(10) 0.024(6) -0.016(6) -0.002(5) 0.006(7) C9 0.032(7) 0.085(11) 0.036(7) -0.033(7) -0.008(6) 0.018(7) C10 0.033(7) 0.050(7) 0.039(7) -0.019(6) -0.014(5) 0.011(6) C11 0.028(6) 0.047(7) 0.026(6) -0.010(5) -0.008(5) 0.003(5) C12 0.022(6) 0.050(8) 0.043(7) -0.015(6) 0.000(5) 0.009(5) C13 0.033(6) 0.035(6) 0.020(5) -0.008(4) -0.005(4) 0.006(5) C14 0.029(6) 0.035(6) 0.035(6) -0.004(5) -0.006(5) -0.001(5) C15 0.024(6) 0.033(6) 0.030(6) -0.005(5) 0.000(5) 0.001(5) C16 0.018(5) 0.032(6) 0.026(5) -0.002(4) 0.000(4) 0.001(4) C17 0.019(5) 0.046(7) 0.026(6) -0.008(5) 0.007(4) -0.008(5) C18 0.018(5) 0.036(6) 0.029(6) -0.007(5) 0.004(4) -0.003(5) C19 0.033(6) 0.032(6) 0.029(6) 0.000(5) 0.000(5) -0.003(5) C20 0.030(6) 0.041(7) 0.028(6) -0.005(5) 0.004(5) 0.003(5) C21 0.048(8) 0.036(7) 0.033(6) 0.000(5) -0.004(6) -0.002(6) C22 0.033(7) 0.054(8) 0.027(6) -0.002(5) -0.002(5) -0.005(6) C23 0.024(6) 0.067(9) 0.029(6) -0.003(6) -0.002(5) -0.003(6) C24 0.032(7) 0.073(9) 0.028(6) 0.002(6) -0.004(5) 0.007(6) C25 0.035(7) 0.057(8) 0.029(6) 0.007(6) -0.001(5) 0.010(6) C26 0.034(7) 0.054(8) 0.039(7) -0.004(6) -0.007(5) 0.021(6) C27 0.028(6) 0.042(7) 0.033(6) 0.003(5) 0.006(5) 0.006(5) C28 0.039(7) 0.043(7) 0.034(6) -0.002(5) -0.003(5) -0.003(6) C29 0.028(6) 0.038(6) 0.036(6) -0.008(5) 0.006(5) -0.006(5) C30 0.041(7) 0.029(6) 0.029(6) -0.005(5) -0.005(5) 0.003(5) C31 0.028(6) 0.034(6) 0.034(6) -0.009(5) -0.003(5) -0.001(5) C32 0.029(6) 0.030(6) 0.033(6) -0.002(5) 0.010(5) -0.001(5) C33 0.035(7) 0.050(7) 0.033(6) -0.003(5) 0.002(5) 0.000(6) C34 0.039(7) 0.029(6) 0.049(7) -0.007(5) -0.007(6) -0.004(5) C35 0.030(6) 0.047(7) 0.033(6) -0.009(5) -0.003(5) -0.011(5) C36 0.036(7) 0.057(8) 0.045(7) -0.012(6) -0.006(6) 0.004(6) C41 0.021(11) 0.042(11) 0.047(18) -0.021(12) -0.011(13) 0.000(11) C42 0.034(10) 0.041(11) 0.057(14) -0.017(11) -0.003(10) -0.007(9) C43 0.040(12) 0.046(15) 0.060(14) -0.038(13) 0.014(12) -0.007(11) C44 0.025(12) 0.047(15) 0.060(14) -0.023(12) -0.005(10) 0.006(11) C41A 0.021(10) 0.048(10) 0.043(16) -0.017(11) -0.012(13) -0.003(10) C42A 0.036(9) 0.043(9) 0.042(13) -0.011(10) 0.000(9) -0.006(8) C43A 0.035(12) 0.048(15) 0.058(15) -0.035(12) 0.007(10) -0.004(11) C44A 0.054(12) 0.042(14) 0.047(14) -0.001(11) 0.021(12) -0.023(12) C45 0.027(6) 0.044(7) 0.041(7) -0.011(5) -0.005(5) 0.010(5) C46 0.055(9) 0.142(17) 0.032(7) -0.015(9) -0.006(7) 0.052(10) C47 0.043(7) 0.040(7) 0.042(7) -0.004(5) 0.001(6) -0.004(6) C48 0.087(13) 0.134(17) 0.042(8) -0.015(10) 0.005(9) 0.059(13) C49 0.023(6) 0.043(7) 0.053(7) -0.010(6) -0.001(5) 0.006(5) C50 0.031(7) 0.049(8) 0.058(8) -0.023(6) -0.008(6) 0.010(6) C51 0.038(7) 0.063(9) 0.047(8) -0.012(7) -0.006(6) -0.012(7) C52 0.056(9) 0.054(8) 0.048(8) -0.011(6) 0.003(7) -0.013(7) C53 0.023(6) 0.058(8) 0.044(7) -0.014(6) 0.004(5) 0.000(6) C54 0.047(8) 0.055(8) 0.051(8) -0.017(7) -0.006(6) 0.002(7) C55 0.047(8) 0.048(8) 0.052(8) -0.013(6) -0.015(6) 0.003(6) C56 0.062(9) 0.055(8) 0.037(7) -0.013(6) -0.020(6) 0.009(7) C57 0.024(6) 0.042(7) 0.041(7) -0.010(5) 0.001(5) 0.000(5) C58 0.033(6) 0.040(7) 0.038(6) -0.009(5) 0.005(5) -0.005(5) C59 0.035(7) 0.040(7) 0.047(7) -0.009(5) -0.005(5) -0.008(5) C60 0.056(9) 0.059(9) 0.054(8) -0.002(7) 0.003(7) -0.004(7) C61 0.033(7) 0.046(7) 0.039(7) -0.007(5) 0.000(5) 0.002(5) C62 0.037(7) 0.058(8) 0.048(7) -0.023(6) -0.003(6) 0.004(6) C63 0.043(8) 0.059(8) 0.045(7) -0.010(6) 0.009(6) -0.012(7) C64 0.045(8) 0.069(10) 0.058(9) -0.011(7) -0.002(7) 0.000(7) Cu1 0.0224(11) 0.0311(12) 0.0235(11) -0.0039(9) 0.0024(9) 0.0012(9) Cu2 0.0289(12) 0.0369(13) 0.0272(12) -0.0058(9) -0.0058(9) 0.0033(10) N1 0.017(4) 0.034(5) 0.022(4) -0.004(4) 0.002(3) 0.000(4) N2 0.025(5) 0.041(5) 0.028(5) -0.010(4) 0.002(4) 0.008(4) N3 0.021(5) 0.037(5) 0.030(5) -0.005(4) 0.000(4) 0.003(4) N4 0.030(5) 0.030(5) 0.025(5) -0.004(4) 0.003(4) 0.006(4) N5 0.015(4) 0.044(5) 0.044(5) -0.014(4) -0.002(4) -0.003(4) N6 0.027(5) 0.046(6) 0.040(5) -0.010(4) 0.001(4) -0.003(4) O1 0.034(4) 0.029(4) 0.029(4) -0.005(3) 0.000(3) 0.000(3) O2 0.032(4) 0.031(4) 0.031(4) 0.000(3) 0.007(3) -0.007(3) O3 0.047(5) 0.051(6) 0.026(4) -0.003(4) 0.007(4) 0.002(4) O4 0.060(6) 0.038(5) 0.045(5) -0.008(4) 0.005(4) 0.005(4) O5 0.033(4) 0.030(4) 0.035(4) -0.006(3) -0.008(3) 0.004(3) O6 0.032(4) 0.038(4) 0.033(4) -0.011(3) -0.008(3) 0.001(3) O7 0.104(9) 0.038(5) 0.054(6) -0.004(4) -0.049(6) -0.004(5) O8 0.061(6) 0.038(5) 0.045(5) -0.009(4) -0.013(4) 0.008(4) C37 0.073(10) 0.037(7) 0.049(8) -0.002(6) 0.023(8) 0.007(7) C38 0.052(9) 0.086(11) 0.038(7) -0.016(7) -0.013(6) 0.034(8) C40 0.125(17) 0.105(15) 0.043(9) 0.021(9) 0.015(10) 0.065(13) C39 0.22(3) 0.22(3) 0.033(9) -0.031(13) -0.022(13) 0.17(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 C1 N2 1.338(13) . ? C1 N1 1.354(13) . ? C1 C2 1.480(15) . ? C2 O2 1.236(13) . ? C2 O1 1.303(12) . ? C3 N2 1.369(14) . ? C3 C4 1.413(15) . ? C3 C16 1.444(15) . ? C4 C13 1.389(16) . ? C4 C5 1.491(16) . ? C5 O3 1.222(14) . ? C5 C6 1.479(15) . ? C6 C7 1.379(16) . ? C6 C11 1.413(17) . ? C7 C8 1.372(17) . ? C8 C9 1.40(2) . ? C9 C10 1.375(19) . ? C10 C11 1.388(16) . ? C11 C12 1.464(17) . ? C12 O4 1.224(15) . ? C12 C13 1.512(15) . ? C13 C14 1.397(16) . ? C14 C15 1.381(16) . ? C15 C16 1.375(15) . ? C16 N1 1.366(13) . ? C17 N4 1.306(15) . ? C17 N3 1.346(14) . ? C17 C18 1.495(16) . ? C18 O6 1.220(13) . ? C18 O5 1.304(13) . ? C19 C20 1.388(17) . ? C19 N4 1.397(14) . ? C19 C32 1.417(16) . ? C20 C29 1.411(16) . ? C20 C21 1.499(17) . ? C21 O7 1.204(15) . ? C21 C22 1.483(18) . ? C22 C27 1.381(17) . ? C22 C23 1.412(17) . ? C23 C24 1.356(19) . ? C24 C25 1.391(19) . ? C25 C26 1.372(18) . ? C26 C27 1.411(17) . ? C27 C28 1.481(17) . ? C28 O8 1.224(15) . ? C28 C29 1.492(18) . ? C29 C30 1.400(16) . ? C30 C31 1.384(16) . ? C31 C32 1.404(15) . ? C32 N3 1.337(15) . ? C33 C34 1.481(17) . ? C33 N5 1.502(16) . ? C34 C35 1.542(17) . ? C35 C36 1.514(17) . ? C41 C42 1.51(3) . ? C41 N5 1.56(4) . ? C42 C43 1.59(3) . ? C43 C44 1.50(5) . ? C41A C42A 1.50(3) . ? C41A N5 1.54(3) . ? C42A C43A 1.60(3) . ? C43A C44A 1.50(4) . ? C45 C46 1.506(18) . ? C45 N5 1.526(14) . ? C46 C47 1.506(19) . ? C47 C48 1.49(2) . ? C49 N6 1.494(15) . ? C49 C50 1.505(16) . ? C50 C51 1.553(18) . ? C51 C52 1.510(18) . ? C53 C54 1.521(19) . ? C53 N6 1.534(16) . ? C54 C55 1.501(19) . ? C55 C56 1.560(18) . ? C57 N6 1.496(16) . ? C57 C58 1.514(16) . ? C58 C59 1.528(17) . ? C59 C60 1.475(19) . ? C61 N6 1.517(15) . ? C61 C62 1.527(17) . ? C62 C63 1.536(18) . ? C63 C64 1.51(2) . ? Cu1 N1 1.931(8) 2_648 ? Cu1 N1 1.931(8) . ? Cu1 O1 1.947(7) 2_648 ? Cu1 O1 1.947(7) . ? Cu2 N3 1.936(9) . ? Cu2 N3 1.936(9) 2_757 ? Cu2 O5 1.946(7) . ? Cu2 O5 1.946(7) 2_757 ? N5 C37 1.509(17) . ? C37 C38 1.45(2) . ? C38 C39 1.52(2) . ? C40 C39 1.34(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 N2 C1 N1 116.7(9) . . ? N2 C1 C2 126.6(9) . . ? N1 C1 C2 116.7(9) . . ? O2 C2 O1 125.1(10) . . ? O2 C2 C1 121.4(9) . . ? O1 C2 C1 113.4(9) . . ? N2 C3 C4 131.0(10) . . ? N2 C3 C16 110.0(9) . . ? C4 C3 C16 119.0(10) . . ? C13 C4 C3 117.5(10) . . ? C13 C4 C5 121.1(10) . . ? C3 C4 C5 121.4(10) . . ? O3 C5 C6 119.5(10) . . ? O3 C5 C4 121.8(10) . . ? C6 C5 C4 118.7(10) . . ? C7 C6 C11 118.9(10) . . ? C7 C6 C5 120.7(11) . . ? C11 C6 C5 120.4(10) . . ? C8 C7 C6 121.8(13) . . ? C7 C8 C9 119.6(12) . . ? C10 C9 C8 119.3(12) . . ? C9 C10 C11 121.5(13) . . ? C10 C11 C6 119.0(11) . . ? C10 C11 C12 120.4(12) . . ? C6 C11 C12 120.7(10) . . ? O4 C12 C11 120.8(11) . . ? O4 C12 C13 120.3(11) . . ? C11 C12 C13 118.9(11) . . ? C4 C13 C14 122.6(10) . . ? C4 C13 C12 119.7(10) . . ? C14 C13 C12 117.8(10) . . ? C15 C14 C13 120.8(11) . . ? C16 C15 C14 118.6(10) . . ? N1 C16 C15 132.2(10) . . ? N1 C16 C3 106.1(9) . . ? C15 C16 C3 121.7(10) . . ? N4 C17 N3 115.7(11) . . ? N4 C17 C18 127.9(10) . . ? N3 C17 C18 116.3(10) . . ? O6 C18 O5 125.9(10) . . ? O6 C18 C17 121.4(10) . . ? O5 C18 C17 112.7(9) . . ? C20 C19 N4 130.7(10) . . ? C20 C19 C32 121.0(10) . . ? N4 C19 C32 108.3(10) . . ? C19 C20 C29 117.4(11) . . ? C19 C20 C21 122.5(11) . . ? C29 C20 C21 120.1(11) . . ? O7 C21 C22 121.5(11) . . ? O7 C21 C20 120.5(11) . . ? C22 C21 C20 117.9(10) . . ? C27 C22 C23 119.5(12) . . ? C27 C22 C21 121.2(11) . . ? C23 C22 C21 119.3(12) . . ? C24 C23 C22 120.7(13) . . ? C23 C24 C25 119.8(12) . . ? C26 C25 C24 120.9(12) . . ? C25 C26 C27 119.6(13) . . ? C22 C27 C26 119.4(11) . . ? C22 C27 C28 122.0(11) . . ? C26 C27 C28 118.4(11) . . ? O8 C28 C27 122.1(11) . . ? O8 C28 C29 120.5(11) . . ? C27 C28 C29 117.3(11) . . ? C30 C29 C20 121.1(11) . . ? C30 C29 C28 117.7(10) . . ? C20 C29 C28 121.2(11) . . ? C31 C30 C29 121.9(11) . . ? C30 C31 C32 117.2(10) . . ? N3 C32 C31 131.8(11) . . ? N3 C32 C19 106.9(10) . . ? C31 C32 C19 121.3(10) . . ? C34 C33 N5 118.2(10) . . ? C33 C34 C35 109.7(10) . . ? C36 C35 C34 113.2(10) . . ? C42 C41 N5 112(3) . . ? C41 C42 C43 110(2) . . ? C44 C43 C42 86(2) . . ? C42A C41A N5 122(2) . . ? C41A C42A C43A 108(2) . . ? C44A C43A C42A 84(2) . . ? C46 C45 N5 115.3(10) . . ? C47 C46 C45 111.4(12) . . ? C48 C47 C46 116.4(13) . . ? N6 C49 C50 115.6(10) . . ? C49 C50 C51 110.6(10) . . ? C52 C51 C50 110.7(11) . . ? C54 C53 N6 117.0(10) . . ? C55 C54 C53 112.0(11) . . ? C54 C55 C56 114.1(12) . . ? N6 C57 C58 116.9(10) . . ? C57 C58 C59 111.5(10) . . ? C60 C59 C58 113.9(11) . . ? N6 C61 C62 116.1(10) . . ? C61 C62 C63 111.9(11) . . ? C64 C63 C62 113.4(12) . . ? N1 Cu1 N1 180.000(5) 2_648 . ? N1 Cu1 O1 84.5(3) 2_648 2_648 ? N1 Cu1 O1 95.5(3) . 2_648 ? N1 Cu1 O1 95.5(3) 2_648 . ? N1 Cu1 O1 84.5(3) . . ? O1 Cu1 O1 180.000(3) 2_648 . ? N3 Cu2 N3 180.0(3) . 2_757 ? N3 Cu2 O5 83.9(3) . . ? N3 Cu2 O5 96.1(3) 2_757 . ? N3 Cu2 O5 96.1(3) . 2_757 ? N3 Cu2 O5 83.9(3) 2_757 2_757 ? O5 Cu2 O5 180.000(2) . 2_757 ? C1 N1 C16 104.7(8) . . ? C1 N1 Cu1 111.0(7) . . ? C16 N1 Cu1 144.3(7) . . ? C1 N2 C3 102.5(9) . . ? C32 N3 C17 105.9(10) . . ? C32 N3 Cu2 142.3(8) . . ? C17 N3 Cu2 111.8(8) . . ? C17 N4 C19 103.2(9) . . ? C33 N5 C37 111.2(9) . . ? C33 N5 C45 108.8(9) . . ? C37 N5 C45 108.0(10) . . ? C33 N5 C41A 116.2(14) . . ? C37 N5 C41A 98.4(15) . . ? C45 N5 C41A 113.6(15) . . ? C33 N5 C41 101.5(14) . . ? C37 N5 C41 118.0(17) . . ? C45 N5 C41 109.0(15) . . ? C41A N5 C41 20.4(15) . . ? C49 N6 C57 111.7(9) . . ? C49 N6 C61 105.4(9) . . ? C57 N6 C61 111.8(9) . . ? C49 N6 C53 111.3(9) . . ? C57 N6 C53 106.1(9) . . ? C61 N6 C53 110.7(10) . . ? C2 O1 Cu1 114.4(7) . . ? C18 O5 Cu2 115.3(7) . . ? C38 C37 N5 117.1(11) . . ? C37 C38 C39 112.6(18) . . ? C40 C39 C38 121.6(17) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 C1 C2 O2 2.5(17) . . . . ? N1 C1 C2 O2 -176.8(9) . . . . ? N2 C1 C2 O1 179.3(10) . . . . ? N1 C1 C2 O1 0.0(13) . . . . ? N2 C3 C4 C13 -178.0(11) . . . . ? C16 C3 C4 C13 0.0(15) . . . . ? N2 C3 C4 C5 0.3(18) . . . . ? C16 C3 C4 C5 178.3(10) . . . . ? C13 C4 C5 O3 -175.7(11) . . . . ? C3 C4 C5 O3 6.1(17) . . . . ? C13 C4 C5 C6 4.1(15) . . . . ? C3 C4 C5 C6 -174.2(10) . . . . ? O3 C5 C6 C7 -5.2(16) . . . . ? C4 C5 C6 C7 175.0(10) . . . . ? O3 C5 C6 C11 175.4(11) . . . . ? C4 C5 C6 C11 -4.4(15) . . . . ? C11 C6 C7 C8 2.0(17) . . . . ? C5 C6 C7 C8 -177.4(11) . . . . ? C6 C7 C8 C9 -3.2(18) . . . . ? C7 C8 C9 C10 2.0(18) . . . . ? C8 C9 C10 C11 0.3(18) . . . . ? C9 C10 C11 C6 -1.5(17) . . . . ? C9 C10 C11 C12 179.8(11) . . . . ? C7 C6 C11 C10 0.3(16) . . . . ? C5 C6 C11 C10 179.7(10) . . . . ? C7 C6 C11 C12 179.1(10) . . . . ? C5 C6 C11 C12 -1.5(16) . . . . ? C10 C11 C12 O4 3.2(17) . . . . ? C6 C11 C12 O4 -175.6(11) . . . . ? C10 C11 C12 C13 -173.7(10) . . . . ? C6 C11 C12 C13 7.6(16) . . . . ? C3 C4 C13 C14 0.0(16) . . . . ? C5 C4 C13 C14 -178.3(10) . . . . ? C3 C4 C13 C12 -179.7(10) . . . . ? C5 C4 C13 C12 2.0(16) . . . . ? O4 C12 C13 C4 175.3(11) . . . . ? C11 C12 C13 C4 -7.8(16) . . . . ? O4 C12 C13 C14 -4.5(17) . . . . ? C11 C12 C13 C14 172.4(10) . . . . ? C4 C13 C14 C15 0.3(17) . . . . ? C12 C13 C14 C15 -179.9(10) . . . . ? C13 C14 C15 C16 -0.7(16) . . . . ? C14 C15 C16 N1 177.7(11) . . . . ? C14 C15 C16 C3 0.7(16) . . . . ? N2 C3 C16 N1 0.4(12) . . . . ? C4 C3 C16 N1 -178.0(9) . . . . ? N2 C3 C16 C15 178.0(10) . . . . ? C4 C3 C16 C15 -0.3(16) . . . . ? N4 C17 C18 O6 1.1(17) . . . . ? N3 C17 C18 O6 -179.6(9) . . . . ? N4 C17 C18 O5 -178.7(10) . . . . ? N3 C17 C18 O5 0.5(13) . . . . ? N4 C19 C20 C29 178.0(11) . . . . ? C32 C19 C20 C29 -2.6(16) . . . . ? N4 C19 C20 C21 -3.2(19) . . . . ? C32 C19 C20 C21 176.2(10) . . . . ? C19 C20 C21 O7 -2.7(19) . . . . ? C29 C20 C21 O7 176.1(12) . . . . ? C19 C20 C21 C22 178.2(11) . . . . ? C29 C20 C21 C22 -3.0(17) . . . . ? O7 C21 C22 C27 -179.3(13) . . . . ? C20 C21 C22 C27 -0.2(17) . . . . ? O7 C21 C22 C23 2.3(19) . . . . ? C20 C21 C22 C23 -178.6(10) . . . . ? C27 C22 C23 C24 2.1(18) . . . . ? C21 C22 C23 C24 -179.5(11) . . . . ? C22 C23 C24 C25 0.5(18) . . . . ? C23 C24 C25 C26 -1.7(19) . . . . ? C24 C25 C26 C27 0.4(19) . . . . ? C23 C22 C27 C26 -3.4(17) . . . . ? C21 C22 C27 C26 178.2(11) . . . . ? C23 C22 C27 C28 -176.8(11) . . . . ? C21 C22 C27 C28 4.8(18) . . . . ? C25 C26 C27 C22 2.2(18) . . . . ? C25 C26 C27 C28 175.8(11) . . . . ? C22 C27 C28 O8 175.8(12) . . . . ? C26 C27 C28 O8 2.3(18) . . . . ? C22 C27 C28 C29 -6.1(17) . . . . ? C26 C27 C28 C29 -179.6(11) . . . . ? C19 C20 C29 C30 1.6(16) . . . . ? C21 C20 C29 C30 -177.3(11) . . . . ? C19 C20 C29 C28 -179.5(11) . . . . ? C21 C20 C29 C28 1.6(16) . . . . ? O8 C28 C29 C30 -0.1(17) . . . . ? C27 C28 C29 C30 -178.3(10) . . . . ? O8 C28 C29 C20 -179.1(11) . . . . ? C27 C28 C29 C20 2.8(16) . . . . ? C20 C29 C30 C31 -0.6(18) . . . . ? C28 C29 C30 C31 -179.5(11) . . . . ? C29 C30 C31 C32 0.5(17) . . . . ? C30 C31 C32 N3 -179.6(11) . . . . ? C30 C31 C32 C19 -1.6(16) . . . . ? C20 C19 C32 N3 -178.8(10) . . . . ? N4 C19 C32 N3 0.7(12) . . . . ? C20 C19 C32 C31 2.7(17) . . . . ? N4 C19 C32 C31 -177.8(10) . . . . ? N5 C33 C34 C35 171.3(10) . . . . ? C33 C34 C35 C36 173.9(10) . . . . ? N5 C41 C42 C43 -141(3) . . . . ? C41 C42 C43 C44 -105(3) . . . . ? N5 C41A C42A C43A 159(3) . . . . ? C41A C42A C43A C44A 89(3) . . . . ? N5 C45 C46 C47 176.8(12) . . . . ? C45 C46 C47 C48 161.0(16) . . . . ? N6 C49 C50 C51 -174.0(11) . . . . ? C49 C50 C51 C52 -174.3(12) . . . . ? N6 C53 C54 C55 176.5(11) . . . . ? C53 C54 C55 C56 -61.5(15) . . . . ? N6 C57 C58 C59 177.4(10) . . . . ? C57 C58 C59 C60 174.7(11) . . . . ? N6 C61 C62 C63 -172.6(11) . . . . ? C61 C62 C63 C64 69.7(15) . . . . ? N2 C1 N1 C16 -1.8(12) . . . . ? C2 C1 N1 C16 177.6(9) . . . . ? N2 C1 N1 Cu1 -179.8(7) . . . . ? C2 C1 N1 Cu1 -0.3(11) . . . . ? C15 C16 N1 C1 -176.5(11) . . . . ? C3 C16 N1 C1 0.8(11) . . . . ? C15 C16 N1 Cu1 0(2) . . . . ? C3 C16 N1 Cu1 177.5(9) . . . . ? N1 Cu1 N1 C1 -59(100) 2_648 . . . ? O1 Cu1 N1 C1 -179.6(7) 2_648 . . . ? O1 Cu1 N1 C1 0.4(7) . . . . ? N1 Cu1 N1 C16 124(100) 2_648 . . . ? O1 Cu1 N1 C16 3.8(12) 2_648 . . . ? O1 Cu1 N1 C16 -176.2(12) . . . . ? N1 C1 N2 C3 2.0(12) . . . . ? C2 C1 N2 C3 -177.4(10) . . . . ? C4 C3 N2 C1 176.8(11) . . . . ? C16 C3 N2 C1 -1.3(11) . . . . ? C31 C32 N3 C17 177.8(11) . . . . ? C19 C32 N3 C17 -0.5(12) . . . . ? C31 C32 N3 Cu2 0(2) . . . . ? C19 C32 N3 Cu2 -177.9(9) . . . . ? N4 C17 N3 C32 0.1(12) . . . . ? C18 C17 N3 C32 -179.2(9) . . . . ? N4 C17 N3 Cu2 178.4(7) . . . . ? C18 C17 N3 Cu2 -0.9(11) . . . . ? N3 Cu2 N3 C32 -174(100) 2_757 . . . ? O5 Cu2 N3 C32 178.0(13) . . . . ? O5 Cu2 N3 C32 -2.0(13) 2_757 . . . ? N3 Cu2 N3 C17 8(100) 2_757 . . . ? O5 Cu2 N3 C17 0.8(7) . . . . ? O5 Cu2 N3 C17 -179.2(7) 2_757 . . . ? N3 C17 N4 C19 0.3(12) . . . . ? C18 C17 N4 C19 179.5(10) . . . . ? C20 C19 N4 C17 178.8(12) . . . . ? C32 C19 N4 C17 -0.6(12) . . . . ? C34 C33 N5 C37 52.5(14) . . . . ? C34 C33 N5 C45 171.3(10) . . . . ? C34 C33 N5 C41A -59(2) . . . . ? C34 C33 N5 C41 -73.9(18) . . . . ? C46 C45 N5 C33 61.8(15) . . . . ? C46 C45 N5 C37 -177.3(13) . . . . ? C46 C45 N5 C41A -69(2) . . . . ? C46 C45 N5 C41 -48(2) . . . . ? C42A C41A N5 C33 -175(2) . . . . ? C42A C41A N5 C37 66(3) . . . . ? C42A C41A N5 C45 -48(3) . . . . ? C42A C41A N5 C41 -129(8) . . . . ? C42 C41 N5 C33 -161(2) . . . . ? C42 C41 N5 C37 77(3) . . . . ? C42 C41 N5 C45 -46(3) . . . . ? C42 C41 N5 C41A 60(6) . . . . ? C50 C49 N6 C57 64.1(14) . . . . ? C50 C49 N6 C61 -174.3(11) . . . . ? C50 C49 N6 C53 -54.3(14) . . . . ? C58 C57 N6 C49 61.9(13) . . . . ? C58 C57 N6 C61 -55.9(13) . . . . ? C58 C57 N6 C53 -176.6(10) . . . . ? C62 C61 N6 C49 -176.1(11) . . . . ? C62 C61 N6 C57 -54.6(14) . . . . ? C62 C61 N6 C53 63.5(13) . . . . ? C54 C53 N6 C49 -57.4(14) . . . . ? C54 C53 N6 C57 -179.2(11) . . . . ? C54 C53 N6 C61 59.4(14) . . . . ? O2 C2 O1 Cu1 177.1(8) . . . . ? C1 C2 O1 Cu1 0.4(11) . . . . ? N1 Cu1 O1 C2 179.5(7) 2_648 . . . ? N1 Cu1 O1 C2 -0.5(7) . . . . ? O1 Cu1 O1 C2 66(100) 2_648 . . . ? O6 C18 O5 Cu2 -179.7(8) . . . . ? C17 C18 O5 Cu2 0.2(11) . . . . ? N3 Cu2 O5 C18 -0.5(7) . . . . ? N3 Cu2 O5 C18 179.5(7) 2_757 . . . ? O5 Cu2 O5 C18 15(100) 2_757 . . . ? C33 N5 C37 C38 62.8(15) . . . . ? C45 N5 C37 C38 -56.6(14) . . . . ? C41A N5 C37 C38 -174.8(16) . . . . ? C41 N5 C37 C38 179.4(17) . . . . ? N5 C37 C38 C39 -163.6(14) . . . . ? C37 C38 C39 C40 -103(3) . . . . ? _diffrn_measured_fraction_theta_max 0.892 _diffrn_reflns_theta_full 63.95 _diffrn_measured_fraction_theta_full 0.892 _refine_diff_density_max 2.141 _refine_diff_density_min -0.556 _refine_diff_density_rms 0.149 # Attachment 'meva12.cif' data_meva12 _database_code_depnum_ccdc_archive 'CCDC 671688' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H74 N6 Ni O10' _chemical_formula_weight 881.78 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' _cell_length_a 10.6560(9) _cell_length_b 11.0980(10) _cell_length_c 11.7930(10) _cell_angle_alpha 115.967(8) _cell_angle_beta 107.976(11) _cell_angle_gamma 94.790(7) _cell_volume 1153.01(17) _cell_formula_units_Z 1 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 3960 _cell_measurement_theta_min 3.3151 _cell_measurement_theta_max 25.9995 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.270 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 476 _exptl_absorpt_coefficient_mu 0.481 _exptl_absorpt_correction_T_min 0.67802 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 'Oxford Gemini S' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5785 _diffrn_reflns_av_R_equivalents 0.0164 _diffrn_reflns_av_sigmaI/netI 0.0450 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.32 _diffrn_reflns_theta_max 26.06 _reflns_number_total 5495 _reflns_number_gt 4913 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) ; _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0926P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.118(14) _refine_ls_number_reflns 5495 _refine_ls_number_parameters 532 _refine_ls_number_restraints 59 _refine_ls_R_factor_all 0.0548 _refine_ls_R_factor_gt 0.0481 _refine_ls_wR_factor_ref 0.1267 _refine_ls_wR_factor_gt 0.1217 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.012 _refine_ls_shift/su_max 0.175 _refine_ls_shift/su_mean 0.041 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 C1 C 0.4711(5) 0.0772(5) -0.0472(5) 0.0177(11) Uani 1 1 d U . . C2 C 0.3297(5) -0.0145(5) -0.0886(5) 0.0206(11) Uani 1 1 d U . . C3 C 0.7027(5) -0.0487(5) 0.3160(5) 0.0206(11) Uani 1 1 d . . . C4 C 0.5707(5) -0.1507(5) 0.2794(5) 0.0212(12) Uani 1 1 d . . . C5 C 0.7002(4) 0.1432(5) 0.1315(5) 0.0206(10) Uani 1 1 d . . . C6 C 0.7752(5) 0.2366(5) 0.1134(5) 0.0216(10) Uani 1 1 d . . . H6 H 0.7350 0.2581 0.0449 0.026 Uiso 1 1 calc R . . C7 C 0.9119(5) 0.2976(5) 0.2000(5) 0.0244(11) Uani 1 1 d . . . C8 C 0.9723(5) 0.2664(5) 0.3035(5) 0.0235(11) Uani 1 1 d . . . C9 C 0.9009(5) 0.1746(5) 0.3241(5) 0.0238(10) Uani 1 1 d . . . H9 H 0.9423 0.1554 0.3940 0.029 Uiso 1 1 calc R . . C10 C 0.7617(4) 0.1097(5) 0.2354(5) 0.0186(10) Uani 1 1 d . . . C11 C 0.4047(5) 0.4221(5) -0.1126(5) 0.0225(10) Uani 1 1 d . . . H11A H 0.4378 0.3455 -0.1063 0.027 Uiso 1 1 calc R . . H11B H 0.3788 0.4022 -0.2066 0.027 Uiso 1 1 calc R . . C12 C 0.5195(5) 0.5518(5) -0.0227(5) 0.0243(10) Uani 1 1 d . . . H12A H 0.5438 0.5757 0.0722 0.029 Uiso 1 1 calc R . . H12B H 0.4905 0.6279 -0.0337 0.029 Uiso 1 1 calc R . . C13 C 0.6428(5) 0.5294(6) -0.0607(6) 0.0359(13) Uani 1 1 d . . . H13A H 0.6190 0.5078 -0.1550 0.043 Uiso 1 1 calc R . . H13B H 0.6700 0.4515 -0.0523 0.043 Uiso 1 1 calc R . . C14 C 0.7621(6) 0.6602(7) 0.0334(7) 0.0453(16) Uani 1 1 d . . . H14A H 0.8391 0.6449 0.0080 0.068 Uiso 1 1 calc R . . H14B H 0.7865 0.6803 0.1265 0.068 Uiso 1 1 calc R . . H14C H 0.7351 0.7370 0.0244 0.068 Uiso 1 1 calc R . . C15 C 0.2122(5) 0.5377(5) -0.0992(4) 0.0206(10) Uani 1 1 d . . . H15A H 0.2739 0.6283 -0.0321 0.025 Uiso 1 1 calc R . . H15B H 0.1296 0.5343 -0.0811 0.025 Uiso 1 1 calc R . . C16 C 0.1759(6) 0.5246(5) -0.2405(5) 0.0314(12) Uani 1 1 d . . . H16A H 0.2589 0.5493 -0.2520 0.038 Uiso 1 1 calc R . . H16B H 0.1293 0.4291 -0.3099 0.038 Uiso 1 1 calc R . . C17 C 0.0845(5) 0.6184(5) -0.2596(5) 0.0259(11) Uani 1 1 d . . . H17A H 0.1237 0.7104 -0.1806 0.031 Uiso 1 1 calc R . . H17B H 0.0824 0.6258 -0.3391 0.031 Uiso 1 1 calc R . . C18 C -0.0609(5) 0.5668(6) -0.2779(6) 0.0372(13) Uani 1 1 d . . . H18A H -0.1133 0.6298 -0.2895 0.056 Uiso 1 1 calc R . . H18B H -0.0600 0.5615 -0.1985 0.056 Uiso 1 1 calc R . . H18C H -0.1012 0.4765 -0.3571 0.056 Uiso 1 1 calc R . . C19 C 0.1818(5) 0.2835(5) -0.1692(5) 0.0223(11) Uani 1 1 d . . . H19A H 0.1576 0.2615 -0.2636 0.027 Uiso 1 1 calc R . . H19B H 0.2316 0.2183 -0.1559 0.027 Uiso 1 1 calc R . . C20 C 0.0513(5) 0.2601(5) -0.1470(5) 0.0280(11) Uani 1 1 d . . . H20A H 0.0021 0.3275 -0.1553 0.034 Uiso 1 1 calc R . . H20B H 0.0733 0.2734 -0.0555 0.034 Uiso 1 1 calc R . . C21 C -0.0388(5) 0.1144(5) -0.2510(5) 0.0265(11) Uani 1 1 d . . . H21A H -0.0707 0.1059 -0.3413 0.032 Uiso 1 1 calc R . . H21B H 0.0150 0.0480 -0.2518 0.032 Uiso 1 1 calc R . . C22 C -0.1602(5) 0.0799(6) -0.2206(6) 0.0330(12) Uani 1 1 d . . . H22A H -0.2133 -0.0129 -0.2883 0.049 Uiso 1 1 calc R . . H22B H -0.2153 0.1437 -0.2222 0.049 Uiso 1 1 calc R . . H22C H -0.1292 0.0868 -0.1319 0.049 Uiso 1 1 calc R . . C23 C 0.3142(5) 0.4713(5) 0.0730(4) 0.0200(10) Uani 1 1 d . . . H23A H 0.3746 0.5640 0.1282 0.024 Uiso 1 1 calc R . . H23B H 0.2313 0.4756 0.0910 0.024 Uiso 1 1 calc R . . C24 C 0.3818(5) 0.3773(5) 0.1197(5) 0.0232(10) Uani 1 1 d . . . H24A H 0.4597 0.3634 0.0940 0.028 Uiso 1 1 calc R . . H24B H 0.3178 0.2877 0.0762 0.028 Uiso 1 1 calc R . . C25 C 0.4284(5) 0.4447(5) 0.2758(5) 0.0227(10) Uani 1 1 d . . . H25A H 0.4964 0.5315 0.3183 0.027 Uiso 1 1 calc R . . H25B H 0.3511 0.4655 0.3008 0.027 Uiso 1 1 calc R . . C26 C 0.4880(6) 0.3525(6) 0.3300(5) 0.0327(12) Uani 1 1 d . . . H26A H 0.5161 0.3989 0.4276 0.049 Uiso 1 1 calc R . . H26B H 0.5655 0.3328 0.3068 0.049 Uiso 1 1 calc R . . H26C H 0.4203 0.2674 0.2901 0.049 Uiso 1 1 calc R . . C27 C 0.1904(5) -0.1705(5) 0.2966(4) 0.0193(9) Uani 1 1 d . . . H27A H 0.1342 -0.2650 0.2458 0.023 Uiso 1 1 calc R . . H27B H 0.2703 -0.1719 0.2735 0.023 Uiso 1 1 calc R . . C28 C 0.1109(5) -0.0846(5) 0.2466(4) 0.0214(10) Uani 1 1 d . . . H28A H 0.1589 0.0127 0.3043 0.026 Uiso 1 1 calc R . . H28B H 0.0219 -0.0963 0.2517 0.026 Uiso 1 1 calc R . . C29 C 0.0940(5) -0.1303(5) 0.0997(5) 0.0228(10) Uani 1 1 d . . . H29A H 0.0433 -0.2269 0.0427 0.027 Uiso 1 1 calc R . . H29B H 0.1835 -0.1235 0.0951 0.027 Uiso 1 1 calc R . . C30 C 0.0205(6) -0.0449(6) 0.0422(5) 0.0346(13) Uani 1 1 d . . . H30A H 0.0135 -0.0784 -0.0502 0.052 Uiso 1 1 calc R . . H30B H 0.0710 0.0506 0.0969 0.052 Uiso 1 1 calc R . . H30C H -0.0693 -0.0532 0.0438 0.052 Uiso 1 1 calc R . . C31 C 0.3222(5) 0.0233(4) 0.5339(5) 0.0212(10) Uani 1 1 d . . . H31A H 0.3512 0.0471 0.6293 0.025 Uiso 1 1 calc R . . H31B H 0.2643 0.0826 0.5199 0.025 Uiso 1 1 calc R . . C32 C 0.4475(5) 0.0560(4) 0.5071(5) 0.0227(10) Uani 1 1 d . . . H32A H 0.4204 0.0360 0.4129 0.027 Uiso 1 1 calc R . . H32B H 0.5073 -0.0017 0.5213 0.027 Uiso 1 1 calc R . . C33 C 0.5234(5) 0.2087(5) 0.6031(6) 0.0270(12) Uani 1 1 d . . . H33A H 0.4632 0.2657 0.5875 0.032 Uiso 1 1 calc R . . H33B H 0.5478 0.2285 0.6969 0.032 Uiso 1 1 calc R . . C34 C 0.6514(5) 0.2469(5) 0.5826(6) 0.0304(12) Uani 1 1 d . . . H34A H 0.6961 0.3432 0.6454 0.046 Uiso 1 1 calc R . . H34B H 0.6275 0.2301 0.4906 0.046 Uiso 1 1 calc R . . H34C H 0.7118 0.1916 0.5990 0.046 Uiso 1 1 calc R . . C35 C 0.3215(5) -0.2234(5) 0.4681(5) 0.0207(10) Uani 1 1 d . . . H35A H 0.2625 -0.3168 0.4136 0.025 Uiso 1 1 calc R . . H35B H 0.3917 -0.2209 0.4324 0.025 Uiso 1 1 calc R . . C36 C 0.3897(5) -0.1959(5) 0.6133(5) 0.0287(11) Uani 1 1 d . . . H36A H 0.4399 -0.0993 0.6722 0.034 Uiso 1 1 calc R . . H36B H 0.3208 -0.2141 0.6457 0.034 Uiso 1 1 calc R . . C37 C 0.4861(6) -0.2874(6) 0.6196(6) 0.0333(14) Uani 1 1 d . . . H37A H 0.5463 -0.2783 0.5751 0.040 Uiso 1 1 calc R . . H37B H 0.4336 -0.3833 0.5696 0.040 Uiso 1 1 calc R . . C38 C 0.5717(7) -0.2512(7) 0.7655(6) 0.0458(16) Uani 1 1 d . . . H38A H 0.6320 -0.3110 0.7641 0.069 Uiso 1 1 calc R . . H38B H 0.5127 -0.2632 0.8090 0.069 Uiso 1 1 calc R . . H38C H 0.6244 -0.1565 0.8152 0.069 Uiso 1 1 calc R . . C39 C 0.1163(4) -0.1321(5) 0.4902(4) 0.0187(9) Uani 1 1 d . . . H39A H 0.1518 -0.0982 0.5880 0.022 Uiso 1 1 calc R . . H39B H 0.0653 -0.0692 0.4734 0.022 Uiso 1 1 calc R . . C40 C 0.0178(5) -0.2737(5) 0.4202(5) 0.0237(10) Uani 1 1 d . . . H40A H 0.0675 -0.3401 0.4301 0.028 Uiso 1 1 calc R . . H40B H -0.0274 -0.3050 0.3234 0.028 Uiso 1 1 calc R . . C41 C -0.0880(5) -0.2650(5) 0.4838(5) 0.0247(10) Uani 1 1 d . . . H41A H -0.0422 -0.2352 0.5802 0.030 Uiso 1 1 calc R . . H41B H -0.1353 -0.1963 0.4761 0.030 Uiso 1 1 calc R . . C42 C -0.1911(5) -0.4034(6) 0.4148(6) 0.0309(13) Uani 1 1 d . . . H42A H -0.2560 -0.3942 0.4573 0.046 Uiso 1 1 calc R . . H42B H -0.1447 -0.4713 0.4238 0.046 Uiso 1 1 calc R . . H42C H -0.2377 -0.4324 0.3197 0.046 Uiso 1 1 calc R . . N1 N 0.5620(4) 0.0725(4) 0.0596(4) 0.0183(9) Uani 1 1 d U . . N2 N 0.6742(5) 0.0145(4) 0.2386(4) 0.0221(10) Uani 1 1 d . . . N3 N 0.9896(4) 0.3806(5) 0.1663(4) 0.0329(11) Uani 1 1 d . . . N4 N 1.1129(4) 0.3409(4) 0.4076(4) 0.0251(9) Uani 1 1 d . . . N5 N 0.2777(4) 0.4292(4) -0.0776(4) 0.0203(8) Uani 1 1 d . . . N6 N 0.2374(4) -0.1255(4) 0.4472(4) 0.0182(8) Uani 1 1 d . . . Ni1 Ni 0.50061(5) -0.04187(5) 0.11235(5) 0.01878(16) Uani 1 1 d U . . O1 O 0.3302(4) -0.0832(4) -0.0243(4) 0.0247(9) Uani 1 1 d . . . O2 O 0.4920(3) 0.1434(3) -0.1030(3) 0.0238(8) Uani 1 1 d U . . O3 O 0.2302(3) -0.0164(4) -0.1768(3) 0.0270(9) Uani 1 1 d . . . O4 O 0.4629(3) -0.1558(4) 0.1857(4) 0.0213(8) Uani 1 1 d . . . O5 O 0.8142(3) -0.0312(4) 0.4003(4) 0.0295(9) Uani 1 1 d . . . O6 O 0.5716(4) -0.2187(4) 0.3379(4) 0.0294(9) Uani 1 1 d . . . O7 O 0.9332(4) 0.4439(4) 0.1135(4) 0.0420(10) Uani 1 1 d . . . O8 O 1.1098(4) 0.3767(6) 0.1876(4) 0.0635(15) Uani 1 1 d . . . O9 O 1.1508(3) 0.4643(3) 0.4494(3) 0.0326(8) Uani 1 1 d . . . O10 O 1.1808(4) 0.2742(4) 0.4502(4) 0.0432(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.019(2) 0.017(2) 0.012(2) 0.0036(19) 0.0045(18) 0.0032(19) C2 0.023(3) 0.023(3) 0.014(2) 0.009(2) 0.005(2) 0.004(2) C3 0.029(3) 0.016(2) 0.016(2) 0.006(2) 0.009(2) 0.010(2) C4 0.034(3) 0.017(2) 0.021(3) 0.012(2) 0.015(2) 0.014(2) C5 0.014(2) 0.017(2) 0.020(2) 0.0018(19) 0.0061(19) 0.0007(18) C6 0.025(2) 0.022(2) 0.016(2) 0.0072(19) 0.0078(19) 0.010(2) C7 0.028(3) 0.020(2) 0.022(3) 0.008(2) 0.011(2) 0.003(2) C8 0.021(2) 0.018(2) 0.023(3) 0.0010(19) 0.0087(19) 0.0088(19) C9 0.020(2) 0.025(2) 0.019(2) 0.008(2) 0.0012(19) 0.008(2) C10 0.016(2) 0.013(2) 0.016(2) -0.0004(17) 0.0039(18) 0.0038(17) C11 0.025(2) 0.021(2) 0.020(2) 0.0070(19) 0.0118(19) 0.007(2) C12 0.028(2) 0.019(2) 0.019(2) 0.0042(19) 0.009(2) 0.003(2) C13 0.033(3) 0.030(3) 0.037(3) 0.008(2) 0.018(2) 0.001(2) C14 0.032(3) 0.043(3) 0.046(4) 0.010(3) 0.017(3) 0.001(3) C15 0.027(2) 0.019(2) 0.018(2) 0.0091(19) 0.0082(19) 0.0112(19) C16 0.046(3) 0.028(3) 0.029(3) 0.017(2) 0.020(2) 0.016(2) C17 0.028(2) 0.025(2) 0.019(2) 0.011(2) 0.0041(19) 0.001(2) C18 0.028(3) 0.047(3) 0.030(3) 0.021(3) 0.005(2) -0.004(3) C19 0.026(2) 0.018(2) 0.014(2) 0.0032(19) 0.0057(19) 0.000(2) C20 0.025(2) 0.022(2) 0.025(3) 0.003(2) 0.009(2) -0.001(2) C21 0.024(3) 0.021(3) 0.023(3) 0.007(2) 0.002(2) 0.004(2) C22 0.025(3) 0.035(3) 0.034(3) 0.018(3) 0.003(2) 0.005(2) C23 0.026(2) 0.017(2) 0.014(2) 0.0038(18) 0.0083(18) 0.0066(19) C24 0.027(2) 0.023(2) 0.021(2) 0.011(2) 0.009(2) 0.009(2) C25 0.024(2) 0.024(2) 0.021(2) 0.0101(19) 0.0106(19) 0.009(2) C26 0.040(3) 0.032(3) 0.023(3) 0.014(2) 0.007(2) 0.012(2) C27 0.021(2) 0.021(2) 0.013(2) 0.0071(18) 0.0046(17) 0.0054(19) C28 0.024(2) 0.020(2) 0.018(2) 0.0081(19) 0.0056(18) 0.0063(19) C29 0.020(2) 0.028(3) 0.016(2) 0.0100(19) 0.0028(18) 0.004(2) C30 0.046(3) 0.040(3) 0.030(3) 0.022(2) 0.019(2) 0.025(3) C31 0.024(2) 0.014(2) 0.019(2) 0.0042(18) 0.0062(19) 0.0095(19) C32 0.024(2) 0.012(2) 0.022(2) 0.0023(18) 0.0068(19) 0.0018(19) C33 0.025(3) 0.015(3) 0.025(3) 0.001(2) 0.004(2) 0.001(2) C34 0.028(3) 0.025(3) 0.035(3) 0.014(2) 0.011(2) 0.006(2) C35 0.023(2) 0.016(2) 0.018(2) 0.0065(18) 0.0041(18) 0.0062(19) C36 0.034(3) 0.030(3) 0.022(3) 0.014(2) 0.006(2) 0.014(2) C37 0.040(3) 0.030(3) 0.026(3) 0.012(2) 0.007(3) 0.017(3) C38 0.051(4) 0.052(4) 0.030(3) 0.020(3) 0.007(3) 0.028(3) C39 0.020(2) 0.021(2) 0.014(2) 0.0087(18) 0.0054(18) 0.0105(19) C40 0.022(2) 0.025(3) 0.023(3) 0.011(2) 0.007(2) 0.005(2) C41 0.025(2) 0.023(2) 0.027(3) 0.015(2) 0.006(2) 0.008(2) C42 0.025(3) 0.028(3) 0.034(3) 0.012(2) 0.010(2) 0.007(2) N1 0.0167(19) 0.018(2) 0.014(2) 0.0055(17) 0.0015(16) 0.0046(17) N2 0.025(2) 0.016(2) 0.022(2) 0.0085(18) 0.0081(18) 0.0020(18) N3 0.030(2) 0.032(3) 0.022(2) 0.005(2) 0.0073(19) -0.008(2) N4 0.021(2) 0.025(2) 0.022(2) 0.0083(17) 0.0040(17) 0.0016(18) N5 0.0247(19) 0.021(2) 0.0167(19) 0.0085(16) 0.0097(16) 0.0078(17) N6 0.0195(19) 0.0140(19) 0.0149(19) 0.0040(15) 0.0033(15) 0.0059(16) Ni1 0.0168(3) 0.0195(3) 0.0167(3) 0.0088(2) 0.0030(2) 0.0025(2) O1 0.0242(19) 0.0204(18) 0.026(2) 0.0102(16) 0.0076(16) 0.0034(15) O2 0.0293(19) 0.0246(18) 0.0178(17) 0.0128(15) 0.0058(15) 0.0066(15) O3 0.0223(18) 0.034(2) 0.0211(18) 0.0127(16) 0.0048(15) 0.0099(16) O4 0.0172(17) 0.0237(19) 0.0223(19) 0.0123(15) 0.0055(15) 0.0050(14) O5 0.027(2) 0.034(2) 0.0267(19) 0.0203(16) 0.0021(16) 0.0057(16) O6 0.035(2) 0.0243(19) 0.029(2) 0.0145(16) 0.0108(17) 0.0073(16) O7 0.056(3) 0.024(2) 0.041(2) 0.0124(18) 0.021(2) -0.0079(18) O8 0.020(2) 0.127(5) 0.038(2) 0.048(3) 0.0019(17) -0.016(2) O9 0.0317(19) 0.0231(19) 0.0275(19) 0.0114(15) -0.0029(15) -0.0066(15) O10 0.0221(18) 0.031(2) 0.053(3) 0.0133(19) -0.0034(17) 0.0075(17) _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 C1 O2 1.228(6) . ? C1 N1 1.357(7) . ? C1 C2 1.548(7) . ? C2 O3 1.226(6) . ? C2 O1 1.289(7) . ? C3 O5 1.226(6) . ? C3 N2 1.357(7) . ? C3 C4 1.541(8) . ? C4 O6 1.224(7) . ? C4 O4 1.302(6) . ? C5 C6 1.386(7) . ? C5 N1 1.399(6) . ? C5 C10 1.419(7) . ? C6 C7 1.391(7) . ? C7 C8 1.396(8) . ? C7 N3 1.445(7) . ? C8 C9 1.370(7) . ? C8 N4 1.484(6) . ? C9 C10 1.421(6) . ? C10 N2 1.371(7) . ? C11 C12 1.503(6) . ? C11 N5 1.531(6) . ? C12 C13 1.519(7) . ? C13 C14 1.538(8) . ? C15 N5 1.517(6) . ? C15 C16 1.526(7) . ? C16 C17 1.523(7) . ? C17 C18 1.521(7) . ? C19 C20 1.514(7) . ? C19 N5 1.529(6) . ? C20 C21 1.522(6) . ? C21 C22 1.506(8) . ? C23 C24 1.514(7) . ? C23 N5 1.530(6) . ? C24 C25 1.537(6) . ? C25 C26 1.513(7) . ? C27 N6 1.512(6) . ? C27 C28 1.514(7) . ? C28 C29 1.522(6) . ? C29 C30 1.527(7) . ? C31 N6 1.513(6) . ? C31 C32 1.515(7) . ? C32 C33 1.528(6) . ? C33 C34 1.515(7) . ? C35 C36 1.513(7) . ? C35 N6 1.518(6) . ? C36 C37 1.512(7) . ? C37 C38 1.523(8) . ? C39 C40 1.518(7) . ? C39 N6 1.533(6) . ? C40 C41 1.523(7) . ? C41 C42 1.517(7) . ? N1 Ni1 1.797(5) . ? N2 Ni1 1.822(5) . ? N3 O7 1.210(6) . ? N3 O8 1.236(6) . ? N4 O9 1.215(5) . ? N4 O10 1.231(6) . ? Ni1 O1 1.874(4) . ? Ni1 O4 1.897(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 C1 N1 127.7(5) . . ? O2 C1 C2 123.8(5) . . ? N1 C1 C2 108.4(4) . . ? O3 C2 O1 126.3(5) . . ? O3 C2 C1 119.1(5) . . ? O1 C2 C1 114.6(4) . . ? O5 C3 N2 126.8(5) . . ? O5 C3 C4 124.3(5) . . ? N2 C3 C4 108.9(4) . . ? O6 C4 O4 124.5(5) . . ? O6 C4 C3 120.4(5) . . ? O4 C4 C3 115.1(4) . . ? C6 C5 N1 128.5(5) . . ? C6 C5 C10 120.7(4) . . ? N1 C5 C10 110.8(4) . . ? C5 C6 C7 118.5(5) . . ? C6 C7 C8 120.9(5) . . ? C6 C7 N3 116.2(5) . . ? C8 C7 N3 122.4(5) . . ? C9 C8 C7 121.9(4) . . ? C9 C8 N4 115.3(5) . . ? C7 C8 N4 122.5(5) . . ? C8 C9 C10 117.9(5) . . ? N2 C10 C5 113.5(4) . . ? N2 C10 C9 126.6(5) . . ? C5 C10 C9 119.9(5) . . ? C12 C11 N5 114.7(4) . . ? C11 C12 C13 109.9(4) . . ? C12 C13 C14 110.3(4) . . ? N5 C15 C16 116.2(3) . . ? C17 C16 C15 111.2(4) . . ? C18 C17 C16 113.3(5) . . ? C20 C19 N5 116.4(4) . . ? C19 C20 C21 110.9(4) . . ? C22 C21 C20 112.6(4) . . ? C24 C23 N5 116.0(3) . . ? C23 C24 C25 109.0(4) . . ? C26 C25 C24 112.4(4) . . ? N6 C27 C28 117.5(4) . . ? C27 C28 C29 109.6(4) . . ? C28 C29 C30 113.5(4) . . ? N6 C31 C32 115.9(3) . . ? C31 C32 C33 110.0(4) . . ? C34 C33 C32 112.3(4) . . ? C36 C35 N6 116.8(4) . . ? C37 C36 C35 110.2(4) . . ? C36 C37 C38 112.6(5) . . ? C40 C39 N6 116.4(3) . . ? C39 C40 C41 109.7(4) . . ? C42 C41 C40 111.7(4) . . ? C1 N1 C5 127.6(5) . . ? C1 N1 Ni1 116.8(3) . . ? C5 N1 Ni1 115.6(4) . . ? C3 N2 C10 128.5(5) . . ? C3 N2 Ni1 116.9(4) . . ? C10 N2 Ni1 114.4(4) . . ? O7 N3 O8 123.8(5) . . ? O7 N3 C7 119.2(4) . . ? O8 N3 C7 116.9(5) . . ? O9 N4 O10 124.5(4) . . ? O9 N4 C8 118.0(4) . . ? O10 N4 C8 117.4(4) . . ? C15 N5 C19 112.2(4) . . ? C15 N5 C23 106.1(3) . . ? C19 N5 C23 110.2(4) . . ? C15 N5 C11 111.4(4) . . ? C19 N5 C11 106.0(3) . . ? C23 N5 C11 111.0(3) . . ? C27 N6 C31 111.2(4) . . ? C27 N6 C35 105.5(3) . . ? C31 N6 C35 110.9(3) . . ? C27 N6 C39 111.5(3) . . ? C31 N6 C39 106.3(3) . . ? C35 N6 C39 111.6(4) . . ? N1 Ni1 N2 85.7(2) . . ? N1 Ni1 O1 86.64(18) . . ? N2 Ni1 O1 172.3(2) . . ? N1 Ni1 O4 171.56(18) . . ? N2 Ni1 O4 85.89(19) . . ? O1 Ni1 O4 101.78(16) . . ? C2 O1 Ni1 113.3(3) . . ? C4 O4 Ni1 113.0(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 O3 -4.3(7) . . . . ? N1 C1 C2 O3 174.5(4) . . . . ? O2 C1 C2 O1 175.5(4) . . . . ? N1 C1 C2 O1 -5.8(6) . . . . ? O5 C3 C4 O6 1.8(7) . . . . ? N2 C3 C4 O6 -179.2(4) . . . . ? O5 C3 C4 O4 -179.0(4) . . . . ? N2 C3 C4 O4 0.0(6) . . . . ? N1 C5 C6 C7 178.3(4) . . . . ? C10 C5 C6 C7 -0.5(6) . . . . ? C5 C6 C7 C8 -0.4(7) . . . . ? C5 C6 C7 N3 172.6(4) . . . . ? C6 C7 C8 C9 0.4(7) . . . . ? N3 C7 C8 C9 -172.2(4) . . . . ? C6 C7 C8 N4 -172.8(4) . . . . ? N3 C7 C8 N4 14.6(7) . . . . ? C7 C8 C9 C10 0.5(7) . . . . ? N4 C8 C9 C10 174.2(4) . . . . ? C6 C5 C10 N2 -179.2(4) . . . . ? N1 C5 C10 N2 1.7(5) . . . . ? C6 C5 C10 C9 1.4(6) . . . . ? N1 C5 C10 C9 -177.6(4) . . . . ? C8 C9 C10 N2 179.3(4) . . . . ? C8 C9 C10 C5 -1.4(6) . . . . ? N5 C11 C12 C13 176.3(4) . . . . ? C11 C12 C13 C14 -178.4(5) . . . . ? N5 C15 C16 C17 167.8(4) . . . . ? C15 C16 C17 C18 -73.0(5) . . . . ? N5 C19 C20 C21 176.0(4) . . . . ? C19 C20 C21 C22 171.9(4) . . . . ? N5 C23 C24 C25 172.5(4) . . . . ? C23 C24 C25 C26 175.8(4) . . . . ? N6 C27 C28 C29 170.3(4) . . . . ? C27 C28 C29 C30 -177.3(4) . . . . ? N6 C31 C32 C33 -179.2(4) . . . . ? C31 C32 C33 C34 178.9(5) . . . . ? N6 C35 C36 C37 -171.2(4) . . . . ? C35 C36 C37 C38 172.4(5) . . . . ? N6 C39 C40 C41 174.6(4) . . . . ? C39 C40 C41 C42 178.6(4) . . . . ? O2 C1 N1 C5 0.7(8) . . . . ? C2 C1 N1 C5 -178.0(4) . . . . ? O2 C1 N1 Ni1 -177.0(4) . . . . ? C2 C1 N1 Ni1 4.3(5) . . . . ? C6 C5 N1 C1 2.0(7) . . . . ? C10 C5 N1 C1 -179.1(4) . . . . ? C6 C5 N1 Ni1 179.7(4) . . . . ? C10 C5 N1 Ni1 -1.4(5) . . . . ? O5 C3 N2 C10 0.8(8) . . . . ? C4 C3 N2 C10 -178.2(4) . . . . ? O5 C3 N2 Ni1 175.6(4) . . . . ? C4 C3 N2 Ni1 -3.4(5) . . . . ? C5 C10 N2 C3 173.5(4) . . . . ? C9 C10 N2 C3 -7.2(8) . . . . ? C5 C10 N2 Ni1 -1.4(5) . . . . ? C9 C10 N2 Ni1 177.9(4) . . . . ? C6 C7 N3 O7 32.5(6) . . . . ? C8 C7 N3 O7 -154.5(5) . . . . ? C6 C7 N3 O8 -143.9(5) . . . . ? C8 C7 N3 O8 29.0(7) . . . . ? C9 C8 N4 O9 -136.8(4) . . . . ? C7 C8 N4 O9 36.9(6) . . . . ? C9 C8 N4 O10 39.9(6) . . . . ? C7 C8 N4 O10 -146.4(5) . . . . ? C16 C15 N5 C19 -63.9(5) . . . . ? C16 C15 N5 C23 175.6(4) . . . . ? C16 C15 N5 C11 54.7(5) . . . . ? C20 C19 N5 C15 -62.4(5) . . . . ? C20 C19 N5 C23 55.6(5) . . . . ? C20 C19 N5 C11 175.8(4) . . . . ? C24 C23 N5 C15 -180.0(4) . . . . ? C24 C23 N5 C19 58.3(5) . . . . ? C24 C23 N5 C11 -58.8(5) . . . . ? C12 C11 N5 C15 64.0(5) . . . . ? C12 C11 N5 C19 -173.7(4) . . . . ? C12 C11 N5 C23 -54.0(5) . . . . ? C28 C27 N6 C31 -55.9(5) . . . . ? C28 C27 N6 C35 -176.1(4) . . . . ? C28 C27 N6 C39 62.6(5) . . . . ? C32 C31 N6 C27 -57.2(5) . . . . ? C32 C31 N6 C35 59.8(5) . . . . ? C32 C31 N6 C39 -178.8(4) . . . . ? C36 C35 N6 C27 176.1(4) . . . . ? C36 C35 N6 C31 55.7(5) . . . . ? C36 C35 N6 C39 -62.6(5) . . . . ? C40 C39 N6 C27 60.7(5) . . . . ? C40 C39 N6 C31 -178.0(4) . . . . ? C40 C39 N6 C35 -57.0(5) . . . . ? C1 N1 Ni1 N2 178.5(4) . . . . ? C5 N1 Ni1 N2 0.5(3) . . . . ? C1 N1 Ni1 O1 -1.8(3) . . . . ? C5 N1 Ni1 O1 -179.8(3) . . . . ? C1 N1 Ni1 O4 173.6(11) . . . . ? C5 N1 Ni1 O4 -4.3(15) . . . . ? C3 N2 Ni1 N1 -175.0(4) . . . . ? C10 N2 Ni1 N1 0.5(3) . . . . ? C3 N2 Ni1 O1 -177.5(13) . . . . ? C10 N2 Ni1 O1 -1.9(17) . . . . ? C3 N2 Ni1 O4 4.3(4) . . . . ? C10 N2 Ni1 O4 179.8(3) . . . . ? O3 C2 O1 Ni1 -175.7(4) . . . . ? C1 C2 O1 Ni1 4.6(5) . . . . ? N1 Ni1 O1 C2 -1.9(4) . . . . ? N2 Ni1 O1 C2 0.6(16) . . . . ? O4 Ni1 O1 C2 178.8(3) . . . . ? O6 C4 O4 Ni1 -177.7(4) . . . . ? C3 C4 O4 Ni1 3.1(5) . . . . ? N1 Ni1 O4 C4 0.8(14) . . . . ? N2 Ni1 O4 C4 -4.0(3) . . . . ? O1 Ni1 O4 C4 176.2(3) . . . . ? _diffrn_measured_fraction_theta_max 0.971 _diffrn_reflns_theta_full 26.06 _diffrn_measured_fraction_theta_full 0.971 _refine_diff_density_max 0.770 _refine_diff_density_min -0.529 _refine_diff_density_rms 0.070 # Attachment 'bjoern5.cif' data_bjoern5 _database_code_depnum_ccdc_archive 'CCDC 671689' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H76 Cu N10 O12' _chemical_formula_weight 1048.73 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 9.5075(8) _cell_length_b 12.4277(11) _cell_length_c 12.7321(13) _cell_angle_alpha 63.886(9) _cell_angle_beta 88.994(7) _cell_angle_gamma 78.688(7) _cell_volume 1320.5(2) _cell_formula_units_Z 1 _cell_measurement_temperature 100(1) _cell_measurement_reflns_used 7535 _cell_measurement_theta_min 3.0949 _cell_measurement_theta_max 25.9981 _exptl_crystal_description block _exptl_crystal_colour redbrown _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.319 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 559 _exptl_absorpt_coefficient_mu 0.482 _exptl_absorpt_correction_T_min 0.97414 _exptl_absorpt_correction_T_max 1.02296 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.2 (release 20-01-2006 CrysAlis171 .NET) (compiled Jan 20 2006,12:36:28) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(1) _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 'Oxford Gemini S' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13149 _diffrn_reflns_av_R_equivalents 0.0275 _diffrn_reflns_av_sigmaI/netI 0.0391 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.10 _diffrn_reflns_theta_max 26.07 _reflns_number_total 5201 _reflns_number_gt 4199 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.29.2 (release 20-01-2006 CrysAlis171 .NET) (compiled Jan 20 2006,12:36:28) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.2 (release 20-01-2006 CrysAlis171 .NET) (compiled Jan 20 2006,12:36:28) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.2 (release 20-01-2006 CrysAlis171 .NET) (compiled Jan 20 2006,12:36:28) ; _computing_structure_solution 'SHELXTL (Sheldrick, Siemens, Version 5.03)' _computing_structure_refinement 'SHELXTL (Sheldrick, Siemens, Version 5.03)' _computing_molecular_graphics 'SHELXTL (Sheldrick, Siemens, Version 5.03)' _computing_publication_material 'SHELXTL (Sheldrick, Siemens, Version 5.03)' _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^)+(0.0418P)^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 5201 _refine_ls_number_parameters 322 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0425 _refine_ls_R_factor_gt 0.0299 _refine_ls_wR_factor_ref 0.0711 _refine_ls_wR_factor_gt 0.0682 _refine_ls_goodness_of_fit_ref 0.962 _refine_ls_restrained_S_all 0.962 _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 1.0000 0.0000 1.0000 0.01712(8) Uani 1 2 d S . . N2 N 0.68566(13) 0.14213(11) 0.74938(11) 0.0196(3) Uani 1 1 d . . . O2 O 0.80859(11) 0.03509(9) 0.92893(9) 0.0182(2) Uani 1 1 d . . . O1 O 1.05906(11) 0.05962(10) 0.84426(9) 0.0211(2) Uani 1 1 d . . . O5 O 0.42013(13) 0.51126(11) 0.32321(11) 0.0346(3) Uani 1 1 d . . . O4 O 0.62379(13) 0.42366(10) 0.19994(9) 0.0281(3) Uani 1 1 d . . . O6 O 0.36312(13) 0.33796(12) 0.35831(11) 0.0376(3) Uani 1 1 d . . . O3 O 0.84143(12) 0.43894(10) 0.23034(10) 0.0282(3) Uani 1 1 d . . . N1 N 0.96215(13) 0.17122(12) 0.65557(11) 0.0200(3) Uani 1 1 d . . . N5 N 0.52571(13) -0.21141(11) 0.93336(11) 0.0160(3) Uani 1 1 d . . . N3 N 0.72871(15) 0.40761(11) 0.26570(11) 0.0227(3) Uani 1 1 d . . . C17 C 0.43615(15) -0.30911(13) 0.97931(13) 0.0173(3) Uani 1 1 d . . . H17A H 0.4114 -0.3260 0.9153 0.021 Uiso 1 1 calc R . . H17B H 0.4955 -0.3838 1.0385 0.021 Uiso 1 1 calc R . . N4 N 0.44541(14) 0.39917(13) 0.36632(12) 0.0258(3) Uani 1 1 d . . . C6 C 0.58243(16) 0.33280(14) 0.43725(14) 0.0211(3) Uani 1 1 d . . . C14 C 0.39709(17) -0.10426(14) 0.72572(13) 0.0211(3) Uani 1 1 d . . . H14A H 0.3310 -0.1595 0.7464 0.025 Uiso 1 1 calc R . . H14B H 0.4805 -0.1378 0.6962 0.025 Uiso 1 1 calc R . . C11 C 0.89558(16) -0.24874(14) 0.80310(14) 0.0220(3) Uani 1 1 d . . . H11A H 0.9414 -0.3228 0.8711 0.026 Uiso 1 1 calc R . . H11B H 0.8649 -0.2721 0.7453 0.026 Uiso 1 1 calc R . . C9 C 0.65932(15) -0.26606(13) 0.89168(13) 0.0170(3) Uani 1 1 d . . . H9A H 0.7090 -0.3402 0.9578 0.020 Uiso 1 1 calc R . . H9B H 0.6291 -0.2894 0.8337 0.020 Uiso 1 1 calc R . . C5 C 0.71663(17) 0.34582(14) 0.39153(13) 0.0207(3) Uani 1 1 d . . . C21 C 0.56475(16) -0.17706(13) 1.02876(13) 0.0173(3) Uani 1 1 d . . . H21A H 0.6233 -0.1158 0.9963 0.021 Uiso 1 1 calc R . . H21B H 0.4769 -0.1397 1.0503 0.021 Uiso 1 1 calc R . . C13 C 0.44326(16) -0.09336(13) 0.83354(13) 0.0179(3) Uani 1 1 d . . . H13A H 0.3580 -0.0627 0.8633 0.021 Uiso 1 1 calc R . . H13B H 0.5030 -0.0328 0.8098 0.021 Uiso 1 1 calc R . . C15 C 0.32411(17) 0.02154(14) 0.63102(14) 0.0236(4) Uani 1 1 d . . . H15A H 0.2422 0.0551 0.6619 0.028 Uiso 1 1 calc R . . H15B H 0.3911 0.0760 0.6109 0.028 Uiso 1 1 calc R . . C7 C 0.57450(17) 0.26509(14) 0.55515(14) 0.0221(3) Uani 1 1 d . . . H7 H 0.4851 0.2565 0.5848 0.027 Uiso 1 1 calc R . . C22 C 0.64518(16) -0.28271(14) 1.13905(13) 0.0196(3) Uani 1 1 d . . . H22A H 0.7275 -0.3271 1.1181 0.023 Uiso 1 1 calc R . . H22B H 0.5826 -0.3389 1.1791 0.023 Uiso 1 1 calc R . . C4 C 0.84105(17) 0.29161(14) 0.46474(14) 0.0209(3) Uani 1 1 d . . . H4 H 0.9295 0.3008 0.4335 0.025 Uiso 1 1 calc R . . C18 C 0.29870(16) -0.27931(14) 1.03194(14) 0.0201(3) Uani 1 1 d . . . H18A H 0.2402 -0.2021 0.9760 0.024 Uiso 1 1 calc R . . H18B H 0.3215 -0.2711 1.1017 0.024 Uiso 1 1 calc R . . C8 C 0.69941(16) 0.20852(14) 0.63181(13) 0.0193(3) Uani 1 1 d . . . C12 C 1.00298(17) -0.16685(15) 0.75221(15) 0.0261(4) Uani 1 1 d . . . H12A H 1.0844 -0.2100 0.7306 0.039 Uiso 1 1 calc R . . H12B H 1.0343 -0.1445 0.8098 0.039 Uiso 1 1 calc R . . H12C H 0.9582 -0.0942 0.6841 0.039 Uiso 1 1 calc R . . C10 C 0.76486(16) -0.18350(14) 0.83888(14) 0.0200(3) Uani 1 1 d . . . H10A H 0.7957 -0.1588 0.8956 0.024 Uiso 1 1 calc R . . H10B H 0.7179 -0.1102 0.7706 0.024 Uiso 1 1 calc R . . C3 C 0.83587(16) 0.22270(13) 0.58584(13) 0.0192(3) Uani 1 1 d . . . C1 C 0.94892(16) 0.11135(13) 0.76812(13) 0.0181(3) Uani 1 1 d . . . C19 C 0.21523(17) -0.38123(14) 1.06366(14) 0.0233(4) Uani 1 1 d . . . H19A H 0.1901 -0.3870 0.9931 0.028 Uiso 1 1 calc R . . H19B H 0.2761 -0.4588 1.1166 0.028 Uiso 1 1 calc R . . C23 C 0.69579(17) -0.23560(14) 1.22059(13) 0.0213(3) Uani 1 1 d . . . H23A H 0.6135 -0.1882 1.2384 0.026 Uiso 1 1 calc R . . H23B H 0.7607 -0.1815 1.1809 0.026 Uiso 1 1 calc R . . C24 C 0.77229(18) -0.33909(15) 1.33473(14) 0.0270(4) Uani 1 1 d . . . H24A H 0.8022 -0.3053 1.3833 0.040 Uiso 1 1 calc R . . H24B H 0.8551 -0.3852 1.3177 0.040 Uiso 1 1 calc R . . H24C H 0.7078 -0.3920 1.3751 0.040 Uiso 1 1 calc R . . C16 C 0.2733(2) 0.01711(16) 0.52065(15) 0.0320(4) Uani 1 1 d . . . H16A H 0.2279 0.0982 0.4640 0.048 Uiso 1 1 calc R . . H16B H 0.2056 -0.0356 0.5398 0.048 Uiso 1 1 calc R . . H16C H 0.3543 -0.0140 0.4885 0.048 Uiso 1 1 calc R . . C20 C 0.07934(19) -0.35853(17) 1.12139(17) 0.0359(4) Uani 1 1 d . . . H20A H 0.0301 -0.4244 1.1401 0.054 Uiso 1 1 calc R . . H20B H 0.0179 -0.2827 1.0686 0.054 Uiso 1 1 calc R . . H20C H 0.1040 -0.3541 1.1920 0.054 Uiso 1 1 calc R . . C2 C 0.80651(16) 0.09669(13) 0.81622(13) 0.0165(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.01444(14) 0.01985(15) 0.01869(15) -0.00962(12) 0.00106(11) -0.00461(11) N2 0.0164(7) 0.0217(7) 0.0191(7) -0.0075(6) 0.0008(6) -0.0040(5) O2 0.0170(5) 0.0207(6) 0.0169(5) -0.0078(5) 0.0011(5) -0.0053(4) O1 0.0150(5) 0.0277(6) 0.0214(6) -0.0115(5) 0.0009(5) -0.0047(5) O5 0.0349(7) 0.0260(7) 0.0340(7) -0.0086(6) -0.0072(6) 0.0026(5) O4 0.0369(7) 0.0261(6) 0.0219(6) -0.0118(5) -0.0039(6) -0.0048(5) O6 0.0303(7) 0.0434(8) 0.0360(7) -0.0114(6) -0.0072(6) -0.0152(6) O3 0.0284(6) 0.0247(6) 0.0261(6) -0.0081(5) 0.0094(5) -0.0027(5) N1 0.0170(7) 0.0224(7) 0.0201(7) -0.0096(6) 0.0018(6) -0.0029(5) N5 0.0149(6) 0.0150(6) 0.0186(6) -0.0083(5) 0.0007(5) -0.0018(5) N3 0.0302(8) 0.0149(7) 0.0215(7) -0.0084(6) 0.0013(7) -0.0008(6) C17 0.0180(8) 0.0142(8) 0.0203(8) -0.0078(6) 0.0000(7) -0.0046(6) N4 0.0246(8) 0.0295(9) 0.0211(7) -0.0099(6) -0.0007(6) -0.0043(6) C6 0.0209(8) 0.0185(8) 0.0239(8) -0.0097(7) -0.0021(7) -0.0028(6) C14 0.0199(8) 0.0201(8) 0.0222(8) -0.0089(7) -0.0012(7) -0.0025(6) C11 0.0178(8) 0.0244(9) 0.0261(9) -0.0143(7) 0.0027(7) -0.0022(7) C9 0.0154(8) 0.0165(8) 0.0191(8) -0.0099(6) 0.0014(6) 0.0014(6) C5 0.0255(9) 0.0186(8) 0.0189(8) -0.0093(7) 0.0027(7) -0.0047(7) C21 0.0173(8) 0.0177(8) 0.0219(8) -0.0129(7) 0.0031(7) -0.0045(6) C13 0.0168(8) 0.0135(8) 0.0205(8) -0.0061(6) 0.0011(7) -0.0007(6) C15 0.0241(9) 0.0210(8) 0.0226(8) -0.0074(7) 0.0004(7) -0.0032(7) C7 0.0176(8) 0.0244(9) 0.0249(9) -0.0107(7) 0.0026(7) -0.0061(6) C22 0.0191(8) 0.0195(8) 0.0219(8) -0.0111(7) 0.0011(7) -0.0033(6) C4 0.0204(8) 0.0218(8) 0.0232(8) -0.0123(7) 0.0034(7) -0.0052(6) C18 0.0189(8) 0.0191(8) 0.0221(8) -0.0093(7) 0.0013(7) -0.0034(6) C8 0.0205(8) 0.0192(8) 0.0208(8) -0.0106(7) 0.0020(7) -0.0059(6) C12 0.0196(8) 0.0295(9) 0.0344(10) -0.0192(8) 0.0063(8) -0.0046(7) C10 0.0175(8) 0.0201(8) 0.0239(8) -0.0123(7) 0.0034(7) -0.0018(6) C3 0.0200(8) 0.0178(8) 0.0229(8) -0.0117(7) 0.0016(7) -0.0045(6) C1 0.0179(8) 0.0168(8) 0.0221(8) -0.0109(7) 0.0019(7) -0.0038(6) C19 0.0223(8) 0.0232(9) 0.0259(9) -0.0111(7) 0.0029(7) -0.0080(7) C23 0.0195(8) 0.0249(9) 0.0233(8) -0.0132(7) 0.0021(7) -0.0074(7) C24 0.0248(9) 0.0323(10) 0.0280(9) -0.0182(8) -0.0026(8) -0.0030(7) C16 0.0367(10) 0.0302(10) 0.0227(9) -0.0067(8) -0.0050(8) -0.0052(8) C20 0.0300(10) 0.0393(11) 0.0452(11) -0.0210(9) 0.0147(9) -0.0178(8) C2 0.0167(8) 0.0154(8) 0.0202(8) -0.0099(6) 0.0020(7) -0.0043(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1 1.9045(10) . ? Cu1 O1 1.9045(10) 2_757 ? Cu1 O2 1.9287(10) . ? Cu1 O2 1.9287(10) 2_757 ? N2 C2 1.3115(19) . ? N2 C8 1.374(2) . ? O2 C2 1.2938(18) . ? O1 C1 1.2932(18) . ? O5 N4 1.2247(17) . ? O4 N3 1.2410(16) . ? O6 N4 1.2271(17) . ? O3 N3 1.2228(17) . ? N1 C1 1.310(2) . ? N1 C3 1.369(2) . ? N5 C17 1.5180(18) . ? N5 C9 1.5204(18) . ? N5 C13 1.5246(18) . ? N5 C21 1.5264(18) . ? N3 C5 1.454(2) . ? C17 C18 1.514(2) . ? N4 C6 1.469(2) . ? C6 C7 1.370(2) . ? C6 C5 1.402(2) . ? C14 C13 1.518(2) . ? C14 C15 1.524(2) . ? C11 C12 1.517(2) . ? C11 C10 1.523(2) . ? C9 C10 1.511(2) . ? C5 C4 1.377(2) . ? C21 C22 1.517(2) . ? C15 C16 1.521(2) . ? C7 C8 1.402(2) . ? C22 C23 1.522(2) . ? C4 C3 1.402(2) . ? C18 C19 1.526(2) . ? C8 C3 1.424(2) . ? C1 C2 1.487(2) . ? C19 C20 1.515(2) . ? C23 C24 1.523(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu1 O1 180.000(1) . 2_757 ? O1 Cu1 O2 85.98(4) . . ? O1 Cu1 O2 94.02(4) 2_757 . ? O1 Cu1 O2 94.02(4) . 2_757 ? O1 Cu1 O2 85.98(4) 2_757 2_757 ? O2 Cu1 O2 180.0 . 2_757 ? C2 N2 C8 115.14(13) . . ? C2 O2 Cu1 110.14(9) . . ? C1 O1 Cu1 110.91(9) . . ? C1 N1 C3 115.49(13) . . ? C17 N5 C9 105.76(10) . . ? C17 N5 C13 111.49(11) . . ? C9 N5 C13 111.02(11) . . ? C17 N5 C21 111.17(11) . . ? C9 N5 C21 111.36(11) . . ? C13 N5 C21 106.14(11) . . ? O3 N3 O4 123.60(13) . . ? O3 N3 C5 118.76(13) . . ? O4 N3 C5 117.63(13) . . ? C18 C17 N5 116.31(12) . . ? O5 N4 O6 125.11(14) . . ? O5 N4 C6 117.35(13) . . ? O6 N4 C6 117.49(13) . . ? C7 C6 C5 120.08(15) . . ? C7 C6 N4 116.65(14) . . ? C5 C6 N4 122.98(14) . . ? C13 C14 C15 109.83(13) . . ? C12 C11 C10 111.05(12) . . ? C10 C9 N5 115.62(11) . . ? C4 C5 C6 120.33(14) . . ? C4 C5 N3 118.43(14) . . ? C6 C5 N3 121.04(14) . . ? C22 C21 N5 115.17(12) . . ? C14 C13 N5 115.67(12) . . ? C16 C15 C14 112.64(14) . . ? C6 C7 C8 120.87(15) . . ? C21 C22 C23 110.51(12) . . ? C5 C4 C3 120.74(14) . . ? C17 C18 C19 109.71(12) . . ? N2 C8 C7 118.63(14) . . ? N2 C8 C3 122.16(14) . . ? C7 C8 C3 119.21(14) . . ? C9 C10 C11 110.97(12) . . ? N1 C3 C4 118.81(14) . . ? N1 C3 C8 122.42(14) . . ? C4 C3 C8 118.77(14) . . ? O1 C1 N1 122.11(14) . . ? O1 C1 C2 115.79(13) . . ? N1 C1 C2 122.10(14) . . ? C20 C19 C18 111.91(13) . . ? C22 C23 C24 112.32(13) . . ? O2 C2 N2 121.53(13) . . ? O2 C2 C1 115.85(13) . . ? N2 C2 C1 122.62(13) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Cu1 O2 C2 -9.78(9) . . . . ? O1 Cu1 O2 C2 170.22(9) 2_757 . . . ? O2 Cu1 O2 C2 46(100) 2_757 . . . ? O1 Cu1 O1 C1 0(100) 2_757 . . . ? O2 Cu1 O1 C1 10.27(9) . . . . ? O2 Cu1 O1 C1 -169.73(9) 2_757 . . . ? C9 N5 C17 C18 177.20(12) . . . . ? C13 N5 C17 C18 -62.02(16) . . . . ? C21 N5 C17 C18 56.20(16) . . . . ? O5 N4 C6 C7 111.83(16) . . . . ? O6 N4 C6 C7 -65.67(19) . . . . ? O5 N4 C6 C5 -61.9(2) . . . . ? O6 N4 C6 C5 120.61(17) . . . . ? C17 N5 C9 C10 178.65(12) . . . . ? C13 N5 C9 C10 57.57(16) . . . . ? C21 N5 C9 C10 -60.46(16) . . . . ? C7 C6 C5 C4 -0.5(2) . . . . ? N4 C6 C5 C4 172.98(14) . . . . ? C7 C6 C5 N3 174.28(14) . . . . ? N4 C6 C5 N3 -12.2(2) . . . . ? O3 N3 C5 C4 -19.7(2) . . . . ? O4 N3 C5 C4 159.05(13) . . . . ? O3 N3 C5 C6 165.38(14) . . . . ? O4 N3 C5 C6 -15.9(2) . . . . ? C17 N5 C21 C22 57.16(16) . . . . ? C9 N5 C21 C22 -60.50(15) . . . . ? C13 N5 C21 C22 178.56(12) . . . . ? C15 C14 C13 N5 -176.67(12) . . . . ? C17 N5 C13 C14 -60.80(16) . . . . ? C9 N5 C13 C14 56.85(16) . . . . ? C21 N5 C13 C14 178.00(12) . . . . ? C13 C14 C15 C16 -179.30(13) . . . . ? C5 C6 C7 C8 0.3(2) . . . . ? N4 C6 C7 C8 -173.57(13) . . . . ? N5 C21 C22 C23 172.41(12) . . . . ? C6 C5 C4 C3 0.0(2) . . . . ? N3 C5 C4 C3 -174.95(13) . . . . ? N5 C17 C18 C19 174.98(12) . . . . ? C2 N2 C8 C7 -176.99(13) . . . . ? C2 N2 C8 C3 2.3(2) . . . . ? C6 C7 C8 N2 179.67(14) . . . . ? C6 C7 C8 C3 0.4(2) . . . . ? N5 C9 C10 C11 178.65(12) . . . . ? C12 C11 C10 C9 -178.92(13) . . . . ? C1 N1 C3 C4 177.96(13) . . . . ? C1 N1 C3 C8 -2.2(2) . . . . ? C5 C4 C3 N1 -179.46(13) . . . . ? C5 C4 C3 C8 0.7(2) . . . . ? N2 C8 C3 N1 0.0(2) . . . . ? C7 C8 C3 N1 179.29(13) . . . . ? N2 C8 C3 C4 179.84(14) . . . . ? C7 C8 C3 C4 -0.9(2) . . . . ? Cu1 O1 C1 N1 172.28(11) . . . . ? Cu1 O1 C1 C2 -8.77(15) . . . . ? C3 N1 C1 O1 -179.03(13) . . . . ? C3 N1 C1 C2 2.1(2) . . . . ? C17 C18 C19 C20 177.67(14) . . . . ? C21 C22 C23 C24 177.83(13) . . . . ? Cu1 O2 C2 N2 -173.01(11) . . . . ? Cu1 O2 C2 C1 7.50(15) . . . . ? C8 N2 C2 O2 178.12(13) . . . . ? C8 N2 C2 C1 -2.4(2) . . . . ? O1 C1 C2 O2 0.78(19) . . . . ? N1 C1 C2 O2 179.74(13) . . . . ? O1 C1 C2 N2 -178.70(13) . . . . ? N1 C1 C2 N2 0.3(2) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 26.07 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.291 _refine_diff_density_min -0.356 _refine_diff_density_rms 0.043