Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2002 data_global _journal_coden_Cambridge 186 _publ_requested_journal 'Dalton Transactions' loop_ _publ_author_name 'Carrano, C.' 'Carrano, Mary W.' 'Chohan, Balwant S.' 'Hammes, Brian S.' 'Luo, Xuemei' _publ_contact_author_name 'Prof C Carrano' _publ_contact_author_address ; Department of Chemistry & Biochemistry Southwest Texas State University San Marcos TX 78666 UNITED STATES OF AMERICA ; _publ_contact_author_email 'cc05@swt.edu' _publ_section_title ; Metal Complexes of 3-Carboxyethyl Substituted Trispyrazolylborates: Interactions with the Ester Carbonyl Oxygens ; data_bc05 _database_code_CSD 186437 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C18 H22 B Gd N8 O14' _chemical_formula_weight 742.50 _chemical_melting_point ? _chemical_compound_source ? 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' 'B' 'B' 0.0013 0.0007 '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' 'Gd' 'Gd' -0.1653 3.9035 '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 9.735(2) _cell_length_b 12.401(3) _cell_length_c 15.351(2) _cell_angle_alpha 106.92(8) _cell_angle_beta 90.50(2) _cell_angle_gamma 105.36(2) _cell_volume 1702.3(6) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12 _cell_measurement_theta_max 12.5 _exptl_crystal_description block _exptl_crystal_colour clear _exptl_crystal_size_max 0.6 _exptl_crystal_size_mid 0.6 _exptl_crystal_size_min 0.5 _exptl_crystal_density_meas n/a _exptl_crystal_density_diffrn 1.449 _exptl_crystal_density_method n/a _exptl_crystal_F_000 734 _exptl_absorpt_coefficient_mu 2.014 _exptl_absorpt_correction_type psi scans _exptl_absorpt_correction_T_min 0.78 _exptl_absorpt_correction_T_max 0.95 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device P4 _diffrn_measurement_method 'scintillation counting' _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time n/a _diffrn_standards_decay_% none _diffrn_reflns_number 6272 _diffrn_reflns_av_R_equivalents 0.0189 _diffrn_reflns_av_sigmaI/netI 0.0263 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 24.99 _reflns_number_total 5891 _reflns_number_observed 5429 _reflns_observed_criterion >2sigma(I) _computing_data_collection XSCANS _computing_cell_refinement XSCANS _computing_data_reduction XSCANS _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 25 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0747P)^2^+5.3790P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef none _refine_ls_number_reflns 5866 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0508 _refine_ls_R_factor_obs 0.0430 _refine_ls_wR_factor_all 0.1601 _refine_ls_wR_factor_obs 0.1415 _refine_ls_goodness_of_fit_all 1.260 _refine_ls_goodness_of_fit_obs 1.248 _refine_ls_restrained_S_all 1.353 _refine_ls_restrained_S_obs 1.248 _refine_ls_shift/esd_max -0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Gd1 Gd 0.14042(3) 0.36911(3) 0.21575(2) 0.03553(14) Uani 1 d . . N2 N -0.1932(6) 0.3756(5) 0.3120(4) 0.0430(13) Uani 1 d . . N1 N -0.0549(6) 0.3767(6) 0.3248(4) 0.0452(14) Uani 1 d . . N4 N -0.1675(6) 0.4518(5) 0.1761(4) 0.0392(12) Uani 1 d . . N3 N -0.0269(5) 0.4642(5) 0.1674(4) 0.0374(12) Uani 1 d . . N6 N -0.2363(6) 0.2358(5) 0.1569(4) 0.0422(13) Uani 1 d . . N5 N -0.1017(6) 0.2231(5) 0.1580(4) 0.0423(13) Uani 1 d . . N7 N 0.3483(7) 0.5759(7) 0.3361(5) 0.056(2) Uani 1 d . . N8 N 0.2623(7) 0.2824(5) 0.0458(5) 0.0480(15) Uani 1 d . . O2 O 0.1197(7) 0.3391(7) 0.5092(4) 0.072(2) Uani 1 d . . O1 O 0.1881(5) 0.3391(5) 0.3696(4) 0.0535(13) Uani 1 d . . O3 O 0.2484(5) 0.5282(4) 0.1387(3) 0.0424(11) Uani 1 d . . O4 O 0.2139(6) 0.6685(5) 0.0837(4) 0.0583(15) Uani 1 d . . O6 O 0.0026(6) -0.0365(4) 0.1018(5) 0.0578(14) Uani 1 d . . O9 O 0.4328(8) 0.6640(7) 0.3832(5) 0.090(2) Uani 1 d . . O8 O 0.2152(6) 0.5673(5) 0.3292(4) 0.0540(13) Uani 1 d . . O7 O 0.3862(5) 0.4875(6) 0.2912(4) 0.0583(14) Uani 1 d . . O10 O 0.3349(5) 0.3159(5) 0.1216(4) 0.0522(13) Uani 1 d . . O11 O 0.1320(5) 0.2829(5) 0.0483(4) 0.0476(12) Uani 1 d . . O12 O 0.3136(7) 0.2503(6) -0.0266(5) 0.071(2) Uani 1 d . . C1 C -0.4187(9) 0.3508(11) 0.3920(8) 0.080(3) Uani 1 d . . H1D H -0.4584(9) 0.3589(11) 0.3376(8) 0.120 Uiso 1 calc R . H1E H -0.4309(9) 0.4114(11) 0.4443(8) 0.120 Uiso 1 calc R . H1F H -0.4668(9) 0.2754(11) 0.3980(8) 0.120 Uiso 1 calc R . C2 C -0.2621(8) 0.3611(8) 0.3858(6) 0.054(2) Uani 1 d . . C3 C -0.1637(9) 0.3549(9) 0.4484(6) 0.060(2) Uani 1 d . . H3B H -0.1786(9) 0.3468(9) 0.5062(6) 0.072 Uiso 1 calc R . C4 C -0.0363(8) 0.3634(7) 0.4054(5) 0.046(2) Uani 1 d . . C5 C 0.1005(8) 0.3484(7) 0.4266(5) 0.050(2) Uani 1 d . . C6 C 0.2529(12) 0.3176(14) 0.5338(8) 0.098(4) Uani 1 d . . H6D H 0.2533(12) 0.3127(14) 0.5951(8) 0.146 Uiso 1 calc R . H6E H 0.3324(12) 0.3809(14) 0.5302(8) 0.146 Uiso 1 calc R . H6F H 0.2606(12) 0.2452(14) 0.4924(8) 0.146 Uiso 1 calc R . C7 C -0.3571(8) 0.5444(8) 0.1495(8) 0.065(2) Uani 1 d . . H7D H -0.4151(8) 0.4856(8) 0.1731(8) 0.097 Uiso 1 calc R . H7E H -0.3964(8) 0.5340(8) 0.0890(8) 0.097 Uiso 1 calc R . H7F H -0.3557(8) 0.6209(8) 0.1886(8) 0.097 Uiso 1 calc R . C8 C -0.2086(8) 0.5331(7) 0.1459(5) 0.046(2) Uani 1 d . . C9 C -0.0935(8) 0.5974(7) 0.1173(6) 0.051(2) Uani 1 d . . H9B H -0.0896(8) 0.6590(7) 0.0935(6) 0.061 Uiso 1 calc R . C10 C 0.0185(7) 0.5518(6) 0.1313(5) 0.0400(15) Uani 1 d . . C11 C 0.1708(7) 0.5798(6) 0.1184(5) 0.0411(15) Uani 1 d . . C12 C 0.3652(10) 0.7018(10) 0.0682(9) 0.080(3) Uani 1 d . . H12D H 0.3842(10) 0.7662(10) 0.0432(9) 0.120 Uiso 1 calc R . H12E H 0.3880(10) 0.6362(10) 0.0261(9) 0.120 Uiso 1 calc R . H12F H 0.4227(10) 0.7249(10) 0.1252(9) 0.120 Uiso 1 calc R . C13 C -0.4906(8) 0.1128(8) 0.1230(7) 0.065(2) Uani 1 d . . H13D H -0.5075(8) 0.1887(8) 0.1404(7) 0.098 Uiso 1 calc R . H13E H -0.5325(8) 0.0706(8) 0.1642(7) 0.098 Uiso 1 calc R . H13F H -0.5328(8) 0.0698(8) 0.0618(7) 0.098 Uiso 1 calc R . C14 C -0.3340(7) 0.1270(6) 0.1272(5) 0.046(2) Uani 1 d . . C15 C -0.2595(8) 0.0441(7) 0.1085(6) 0.053(2) Uani 1 d . . H15B H -0.2968(8) -0.0371(7) 0.0867(6) 0.063 Uiso 1 calc R . C16 C -0.1155(7) 0.1084(6) 0.1296(5) 0.044(2) Uani 1 d . . B1 B -0.2552(8) 0.3551(7) 0.2136(6) 0.039(2) Uani 1 d . . H10B H -0.3565(8) 0.3534(7) 0.2121(6) 0.047 Uiso 1 calc R . O5 O 0.1277(5) 0.1507(4) 0.1771(4) 0.0488(12) Uani 1 d . . C17 C 0.0171(7) 0.0774(7) 0.1384(5) 0.045(2) Uani 1 d . . C18 C 0.1262(10) -0.0769(8) 0.1121(8) 0.072(3) Uani 1 d . . H18D H 0.1031(10) -0.1601(8) 0.0832(8) 0.108 Uiso 1 calc R . H18E H 0.1540(10) -0.0596(8) 0.1760(8) 0.108 Uiso 1 calc R . H18F H 0.2037(10) -0.0379(8) 0.0841(8) 0.108 Uiso 1 calc R . O13 O -0.1257(56) 0.0531(19) 0.3474(15) 0.298(29) Uani 0.50 d P . O14 O 0.1198(54) -0.1851(28) 0.3470(25) 0.252(21) Uani 0.50 d P . 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 Gd1 0.0206(2) 0.0427(2) 0.0479(2) 0.01839(15) 0.00392(13) 0.01129(13) N2 0.027(3) 0.056(4) 0.055(3) 0.026(3) 0.013(2) 0.016(2) N1 0.028(3) 0.059(4) 0.054(3) 0.025(3) 0.007(2) 0.013(3) N4 0.023(3) 0.045(3) 0.054(3) 0.021(3) 0.005(2) 0.012(2) N3 0.023(3) 0.044(3) 0.051(3) 0.020(3) 0.004(2) 0.013(2) N6 0.023(3) 0.047(3) 0.061(4) 0.022(3) 0.005(2) 0.011(2) N5 0.022(3) 0.044(3) 0.063(4) 0.018(3) 0.005(2) 0.011(2) N7 0.038(3) 0.074(5) 0.050(4) 0.022(3) -0.003(3) 0.005(3) N8 0.041(3) 0.041(3) 0.067(4) 0.020(3) 0.020(3) 0.014(3) O2 0.052(3) 0.117(6) 0.067(4) 0.049(4) 0.006(3) 0.032(4) O1 0.038(3) 0.074(4) 0.060(3) 0.033(3) 0.006(2) 0.020(3) O3 0.030(2) 0.045(3) 0.060(3) 0.024(2) 0.007(2) 0.015(2) O4 0.036(3) 0.058(3) 0.098(4) 0.049(3) 0.017(3) 0.014(2) O6 0.038(3) 0.036(3) 0.100(4) 0.018(3) 0.004(3) 0.015(2) O9 0.058(4) 0.085(5) 0.093(5) 0.006(4) -0.020(4) -0.015(4) O8 0.038(3) 0.065(3) 0.055(3) 0.016(3) 0.005(2) 0.011(2) O7 0.030(3) 0.075(4) 0.073(4) 0.029(3) 0.002(2) 0.013(3) O10 0.030(2) 0.055(3) 0.077(4) 0.022(3) 0.009(2) 0.017(2) O11 0.035(3) 0.055(3) 0.057(3) 0.021(2) 0.007(2) 0.016(2) O12 0.070(4) 0.067(4) 0.077(4) 0.018(3) 0.038(3) 0.021(3) C1 0.039(5) 0.135(10) 0.091(7) 0.061(7) 0.032(5) 0.037(5) C2 0.039(4) 0.071(5) 0.067(5) 0.033(4) 0.019(4) 0.026(4) C3 0.048(4) 0.090(6) 0.056(5) 0.037(4) 0.020(4) 0.025(4) C4 0.041(4) 0.055(4) 0.046(4) 0.020(3) 0.008(3) 0.014(3) C5 0.040(4) 0.059(5) 0.054(4) 0.025(4) 0.002(3) 0.010(3) C6 0.069(7) 0.165(13) 0.088(8) 0.067(8) -0.004(6) 0.051(8) C7 0.032(4) 0.071(6) 0.112(7) 0.052(5) 0.013(4) 0.024(4) C8 0.036(4) 0.048(4) 0.065(5) 0.026(3) 0.006(3) 0.020(3) C9 0.035(4) 0.054(4) 0.078(5) 0.036(4) 0.008(3) 0.018(3) C10 0.028(3) 0.042(4) 0.054(4) 0.019(3) 0.008(3) 0.011(3) C11 0.031(3) 0.041(4) 0.053(4) 0.018(3) 0.011(3) 0.009(3) C12 0.040(5) 0.088(7) 0.127(9) 0.064(7) 0.027(5) 0.008(5) C13 0.026(4) 0.055(5) 0.103(7) 0.012(5) -0.004(4) 0.005(3) C14 0.026(3) 0.047(4) 0.060(4) 0.017(3) 0.001(3) 0.005(3) C15 0.029(3) 0.045(4) 0.080(5) 0.015(4) -0.001(3) 0.007(3) C16 0.029(3) 0.042(4) 0.062(4) 0.016(3) 0.003(3) 0.011(3) B1 0.023(3) 0.043(4) 0.058(5) 0.021(3) 0.005(3) 0.012(3) O5 0.033(3) 0.046(3) 0.070(3) 0.022(2) 0.002(2) 0.011(2) C17 0.031(4) 0.048(4) 0.063(4) 0.023(3) 0.005(3) 0.013(3) C18 0.045(5) 0.056(5) 0.125(9) 0.032(5) 0.009(5) 0.027(4) O13 0.642(79) 0.073(13) 0.077(13) 0.028(10) 0.036(25) -0.075(25) O14 0.466(65) 0.158(25) 0.232(34) 0.104(24) 0.052(37) 0.200(36) _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 Gd1 N3 2.470(5) . ? Gd1 O11 2.471(5) . ? Gd1 O8 2.479(6) . ? Gd1 O10 2.503(5) . ? Gd1 O7 2.514(5) . ? Gd1 N5 2.528(6) . ? Gd1 N1 2.546(6) . ? Gd1 O1 2.552(5) . ? Gd1 O5 2.567(5) . ? Gd1 O3 2.584(5) . ? Gd1 N8 2.909(6) . ? Gd1 N7 2.918(7) . ? N2 C2 1.354(10) . ? N2 N1 1.356(8) . ? N2 B1 1.547(10) . ? N1 C4 1.312(9) . ? N4 N3 1.349(7) . ? N4 C8 1.369(9) . ? N4 B1 1.538(9) . ? N3 C10 1.336(9) . ? N6 N5 1.362(8) . ? N6 C14 1.374(9) . ? N6 B1 1.541(10) . ? N5 C16 1.329(9) . ? N7 O9 1.203(9) . ? N7 O7 1.262(9) . ? N7 O8 1.273(8) . ? N8 O12 1.225(8) . ? N8 O10 1.255(9) . ? N8 O11 1.270(8) . ? O2 C5 1.323(10) . ? O2 C6 1.458(11) . ? O1 C5 1.230(9) . ? O3 C11 1.203(8) . ? O4 C11 1.331(9) . ? O4 C12 1.462(10) . ? O6 C17 1.327(9) . ? O6 C18 1.445(9) . ? C1 C2 1.501(11) . ? C2 C3 1.383(12) . ? C3 C4 1.404(11) . ? C4 C5 1.440(11) . ? C7 C8 1.490(10) . ? C8 C9 1.350(11) . ? C9 C10 1.395(10) . ? C10 C11 1.460(9) . ? C13 C14 1.485(10) . ? C14 C15 1.376(11) . ? C15 C16 1.398(10) . ? C16 C17 1.458(10) . ? O5 C17 1.222(9) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Gd1 O11 81.0(2) . . ? N3 Gd1 O8 78.5(2) . . ? O11 Gd1 O8 137.4(2) . . ? N3 Gd1 O10 122.5(2) . . ? O11 Gd1 O10 51.1(2) . . ? O8 Gd1 O10 114.0(2) . . ? N3 Gd1 O7 120.9(2) . . ? O11 Gd1 O7 113.9(2) . . ? O8 Gd1 O7 51.2(2) . . ? O10 Gd1 O7 67.4(2) . . ? N3 Gd1 N5 69.3(2) . . ? O11 Gd1 N5 71.2(2) . . ? O8 Gd1 N5 132.5(2) . . ? O10 Gd1 N5 112.7(2) . . ? O7 Gd1 N5 168.6(2) . . ? N3 Gd1 N1 70.9(2) . . ? O11 Gd1 N1 132.3(2) . . ? O8 Gd1 N1 73.8(2) . . ? O10 Gd1 N1 164.8(2) . . ? O7 Gd1 N1 113.5(2) . . ? N5 Gd1 N1 63.2(2) . . ? N3 Gd1 O1 130.7(2) . . ? O11 Gd1 O1 144.2(2) . . ? O8 Gd1 O1 73.6(2) . . ? O10 Gd1 O1 106.0(2) . . ? O7 Gd1 O1 67.9(2) . . ? N5 Gd1 O1 101.8(2) . . ? N1 Gd1 O1 62.6(2) . . ? N3 Gd1 O5 130.0(2) . . ? O11 Gd1 O5 70.4(2) . . ? O8 Gd1 O5 147.7(2) . . ? O10 Gd1 O5 67.1(2) . . ? O7 Gd1 O5 108.2(2) . . ? N5 Gd1 O5 63.0(2) . . ? N1 Gd1 O5 99.2(2) . . ? O1 Gd1 O5 75.2(2) . . ? N3 Gd1 O3 63.6(2) . . ? O11 Gd1 O3 68.7(2) . . ? O8 Gd1 O3 68.7(2) . . ? O10 Gd1 O3 69.8(2) . . ? O7 Gd1 O3 69.9(2) . . ? N5 Gd1 O3 121.3(2) . . ? N1 Gd1 O3 125.2(2) . . ? O1 Gd1 O3 135.2(2) . . ? O5 Gd1 O3 133.2(2) . . ? N3 Gd1 N8 101.8(2) . . ? O11 Gd1 N8 25.7(2) . . ? O8 Gd1 N8 128.4(2) . . ? O10 Gd1 N8 25.4(2) . . ? O7 Gd1 N8 90.2(2) . . ? N5 Gd1 N8 92.6(2) . . ? N1 Gd1 N8 155.8(2) . . ? O1 Gd1 N8 127.5(2) . . ? O5 Gd1 N8 67.2(2) . . ? O3 Gd1 N8 66.0(2) . . ? N3 Gd1 N7 99.7(2) . . ? O11 Gd1 N7 128.5(2) . . ? O8 Gd1 N7 25.7(2) . . ? O10 Gd1 N7 90.3(2) . . ? O7 Gd1 N7 25.5(2) . . ? N5 Gd1 N7 157.0(2) . . ? N1 Gd1 N7 94.4(2) . . ? O1 Gd1 N7 69.4(2) . . ? O5 Gd1 N7 130.3(2) . . ? O3 Gd1 N7 66.1(2) . . ? N8 Gd1 N7 109.7(2) . . ? C2 N2 N1 109.9(6) . . ? C2 N2 B1 129.5(6) . . ? N1 N2 B1 117.9(5) . . ? C4 N1 N2 107.4(6) . . ? C4 N1 Gd1 120.4(5) . . ? N2 N1 Gd1 131.5(4) . . ? N3 N4 C8 109.5(5) . . ? N3 N4 B1 120.1(5) . . ? C8 N4 B1 130.4(6) . . ? C10 N3 N4 106.4(5) . . ? C10 N3 Gd1 121.5(4) . . ? N4 N3 Gd1 131.9(4) . . ? N5 N6 C14 109.4(6) . . ? N5 N6 B1 117.2(5) . . ? C14 N6 B1 130.2(6) . . ? C16 N5 N6 106.7(5) . . ? C16 N5 Gd1 120.8(4) . . ? N6 N5 Gd1 132.1(4) . . ? O9 N7 O7 122.2(7) . . ? O9 N7 O8 121.3(8) . . ? O7 N7 O8 116.5(6) . . ? O9 N7 Gd1 177.0(6) . . ? O7 N7 Gd1 59.1(4) . . ? O8 N7 Gd1 57.5(4) . . ? O12 N8 O10 122.0(7) . . ? O12 N8 O11 121.7(7) . . ? O10 N8 O11 116.3(6) . . ? O12 N8 Gd1 177.2(5) . . ? O10 N8 Gd1 58.9(3) . . ? O11 N8 Gd1 57.5(3) . . ? C5 O2 C6 117.9(7) . . ? C5 O1 Gd1 119.8(5) . . ? C11 O3 Gd1 117.7(4) . . ? C11 O4 C12 116.6(6) . . ? C17 O6 C18 116.9(6) . . ? N7 O8 Gd1 96.8(5) . . ? N7 O7 Gd1 95.4(4) . . ? N8 O10 Gd1 95.7(4) . . ? N8 O11 Gd1 96.8(4) . . ? N2 C2 C3 107.5(6) . . ? N2 C2 C1 123.4(8) . . ? C3 C2 C1 129.1(8) . . ? C2 C3 C4 104.8(7) . . ? N1 C4 C3 110.4(7) . . ? N1 C4 C5 115.3(6) . . ? C3 C4 C5 133.8(7) . . ? O1 C5 O2 123.6(7) . . ? O1 C5 C4 121.5(7) . . ? O2 C5 C4 114.8(7) . . ? C9 C8 N4 108.4(6) . . ? C9 C8 C7 129.1(7) . . ? N4 C8 C7 122.4(7) . . ? C8 C9 C10 105.2(6) . . ? N3 C10 C9 110.6(6) . . ? N3 C10 C11 114.2(6) . . ? C9 C10 C11 135.2(7) . . ? O3 C11 O4 124.2(6) . . ? O3 C11 C10 122.7(6) . . ? O4 C11 C10 113.1(6) . . ? N6 C14 C15 107.9(6) . . ? N6 C14 C13 121.7(7) . . ? C15 C14 C13 130.4(7) . . ? C14 C15 C16 105.0(7) . . ? N5 C16 C15 111.0(6) . . ? N5 C16 C17 114.4(6) . . ? C15 C16 C17 134.0(7) . . ? N4 B1 N6 109.2(6) . . ? N4 B1 N2 109.4(6) . . ? N6 B1 N2 105.5(5) . . ? C17 O5 Gd1 118.9(5) . . ? O5 C17 O6 125.2(6) . . ? O5 C17 C16 121.9(7) . . ? O6 C17 C16 112.9(6) . . ? _refine_diff_density_max 1.640 _refine_diff_density_min -0.780 _refine_diff_density_rms 0.166 data_bsh71 _database_code_CSD 159086 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C42 H56 B2 Cl La N12 O16' _chemical_formula_weight 1080.96 _chemical_melting_point ? _chemical_compound_source ? 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' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'La' 'La' -0.2871 2.4523 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'B' 'B' 0.0013 0.0007 '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 9.931(2) _cell_length_b 11.477(4) _cell_length_c 12.852(2) _cell_angle_alpha 72.04(3) _cell_angle_beta 88.00(3) _cell_angle_gamma 73.80(4) _cell_volume 1336.0(6) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 35 _cell_measurement_theta_min 4.30 _cell_measurement_theta_max 12.73 _exptl_crystal_description block _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.5 _exptl_crystal_size_min 0.4 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.468 _exptl_crystal_density_method n/a _exptl_crystal_F_000 604 _exptl_absorpt_coefficient_mu 0.925 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min n/a _exptl_absorpt_correction_T_max n/a _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method '2\q/\w scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time n/a _diffrn_standards_decay_% n/a _diffrn_reflns_number 3493 _diffrn_reflns_av_R_equivalents 0.0418 _diffrn_reflns_av_sigmaI/netI 0.0292 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.94 _diffrn_reflns_theta_max 22.83 _reflns_number_total 3247 _reflns_number_observed 3156 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 4 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0583P)^2^+15.4640P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef none _refine_ls_number_reflns 3243 _refine_ls_number_parameters 354 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.0618 _refine_ls_R_factor_obs 0.0588 _refine_ls_wR_factor_all 0.1653 _refine_ls_wR_factor_obs 0.1525 _refine_ls_goodness_of_fit_all 1.063 _refine_ls_goodness_of_fit_obs 1.072 _refine_ls_restrained_S_all 1.142 _refine_ls_restrained_S_obs 1.070 _refine_ls_shift/esd_max -0.208 _refine_ls_shift/esd_mean 0.005 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group La1 La 0.0000 0.0000 0.0000 0.0227(3) Uani 1 d S . N1 N 0.0393(7) 0.0209(6) -0.2152(5) 0.0265(15) Uani 1 d . . N2 N 0.0782(7) 0.1098(6) -0.2977(5) 0.028(2) Uani 1 d . . N3 N -0.1031(7) 0.2373(6) -0.1421(5) 0.028(2) Uani 1 d . . N4 N -0.0627(6) 0.2960(6) -0.2414(5) 0.0252(14) Uani 1 d . . N5 N 0.1903(7) 0.1239(6) -0.0905(5) 0.0264(15) Uani 1 d . . N6 N 0.1951(7) 0.2068(6) -0.1914(5) 0.027(2) Uani 1 d . . O1 O -0.0150(6) -0.1979(5) -0.0848(4) 0.0331(13) Uani 1 d . . O2 O -0.0208(8) -0.2596(6) -0.2339(5) 0.056(2) Uani 1 d . . O3 O -0.2447(5) 0.1618(5) 0.0392(4) 0.0310(13) Uani 1 d . . O4 O -0.4017(6) 0.3560(5) -0.0106(4) 0.0340(13) Uani 1 d . . O5 O 0.2346(6) -0.0293(5) 0.1195(4) 0.0330(13) Uani 1 d . . O6 O 0.3993(7) 0.0597(6) 0.1469(5) 0.044(2) Uani 1 d . . C1 C 0.1485(14) 0.1509(10) -0.4921(7) 0.064(3) Uani 1 d . . H1A H 0.1541(14) 0.2293(10) -0.4828(7) 0.096 Uiso 1 calc R . H1B H 0.0806(14) 0.1695(10) -0.5506(7) 0.096 Uiso 1 calc R . H1C H 0.2387(14) 0.1055(10) -0.5095(7) 0.096 Uiso 1 calc R . C2 C 0.1048(10) 0.0704(8) -0.3878(6) 0.038(2) Uani 1 d . . C3 C 0.0831(11) -0.0482(8) -0.3627(7) 0.044(2) Uani 1 d . . H3A H 0.0938(11) -0.0997(8) -0.4076(7) 0.053 Uiso 1 calc R . C4 C 0.0417(9) -0.0741(7) -0.2554(6) 0.032(2) Uani 1 d . . C5 C 0.0019(9) -0.1825(7) -0.1813(7) 0.035(2) Uani 1 d . . C6 C -0.0694(15) -0.3692(10) -0.1691(9) 0.071(4) Uani 1 d . . H6A H -0.1135(15) -0.3523(10) -0.1047(9) 0.085 Uiso 1 calc R . H6B H -0.1382(15) -0.3827(10) -0.2125(9) 0.085 Uiso 1 calc R . C7 C 0.0492(16) -0.4813(12) -0.1366(11) 0.090(4) Uani 1 d . . H7A H 0.0183(16) -0.5531(12) -0.0944(11) 0.136 Uiso 1 calc R . H7B H 0.1165(16) -0.4676(12) -0.0932(11) 0.136 Uiso 1 calc R . H7C H 0.0919(16) -0.4980(12) -0.2007(11) 0.136 Uiso 1 calc R . C8 C -0.1494(11) 0.4921(8) -0.4035(7) 0.048(2) Uani 1 d . . H8A H -0.0617(11) 0.4570(8) -0.4314(7) 0.073 Uiso 1 calc R . H8B H -0.1531(11) 0.5751(8) -0.3997(7) 0.073 Uiso 1 calc R . H8C H -0.2254(11) 0.4991(8) -0.4513(7) 0.073 Uiso 1 calc R . C9 C -0.1619(9) 0.4063(7) -0.2913(6) 0.030(2) Uani 1 d . . C10 C -0.2696(9) 0.4193(7) -0.2213(7) 0.036(2) Uani 1 d . . H10A H -0.3523(9) 0.4856(7) -0.2328(7) 0.043 Uiso 1 calc R . C11 C -0.2275(8) 0.3121(7) -0.1300(6) 0.027(2) Uani 1 d . . C12 C -0.2917(8) 0.2680(7) -0.0260(6) 0.027(2) Uani 1 d . . C13 C -0.4660(9) 0.3231(8) 0.0947(7) 0.041(2) Uani 1 d . . H13A H -0.4635(9) 0.2337(8) 0.1171(7) 0.049 Uiso 1 calc R . H13B H -0.5635(9) 0.3735(8) 0.0869(7) 0.049 Uiso 1 calc R . C14 C -0.3911(12) 0.3474(11) 0.1795(9) 0.067(3) Uiso 1 d . . H14A H -0.4349(12) 0.3253(11) 0.2478(9) 0.101 Uiso 1 calc R . H14B H -0.3948(12) 0.4362(11) 0.1579(9) 0.101 Uiso 1 calc R . H14C H -0.2950(12) 0.2966(11) 0.1880(9) 0.101 Uiso 1 calc R . C15 C 0.3415(11) 0.3486(9) -0.2936(7) 0.051(3) Uani 1 d . . H15A H 0.2740(11) 0.3666(9) -0.3523(7) 0.076 Uiso 1 calc R . H15B H 0.4338(11) 0.3125(9) -0.3144(7) 0.076 Uiso 1 calc R . H15C H 0.3385(11) 0.4263(9) -0.2788(7) 0.076 Uiso 1 calc R . C16 C 0.3072(10) 0.2551(8) -0.1924(7) 0.038(2) Uani 1 d . . C17 C 0.3729(10) 0.2028(9) -0.0907(7) 0.043(2) Uani 1 d . . H17A H 0.4522(10) 0.2176(9) -0.0670(7) 0.052 Uiso 1 calc R . C18 C 0.2968(8) 0.1227(7) -0.0296(6) 0.029(2) Uani 1 d . . C19 C 0.3086(9) 0.0423(8) 0.0846(7) 0.032(2) Uani 1 d . . C20 C 0.4084(12) -0.0142(10) 0.2637(7) 0.057(3) Uani 1 d . . H20A H 0.3164(12) 0.0027(10) 0.2935(7) 0.068 Uiso 1 calc R . H20B H 0.4427(12) -0.1048(10) 0.2731(7) 0.068 Uiso 1 calc R . C21 C 0.5051(17) 0.0248(15) 0.3202(10) 0.104(5) Uani 1 d . . H21A H 0.5132(17) -0.0221(15) 0.3969(10) 0.156 Uiso 1 calc R . H21B H 0.4699(17) 0.1145(15) 0.3106(10) 0.156 Uiso 1 calc R . H21C H 0.5958(17) 0.0075(15) 0.2902(10) 0.156 Uiso 1 calc R . B1 B 0.0815(10) 0.2357(8) -0.2801(7) 0.027(2) Uani 1 d . . H10B H 0.1011(10) 0.2943(8) -0.3486(7) 0.032 Uiso 1 calc R . Cl1 Cl 0.3780(7) 0.6849(5) 0.5178(4) 0.069(2) Uani 0.50 d PD . O7 O 0.4113(18) 0.7772(13) 0.5256(13) 0.217(20) Uani 0.50 d PD . O8 O 0.3434(16) 0.7037(17) 0.4219(8) 0.223(18) Uani 0.50 d PD . O9 O 0.4783(12) 0.5889(12) 0.5485(12) 0.144(12) Uani 0.50 d PD . O10 O 0.2789(12) 0.6697(12) 0.5752(11) 0.128(9) Uani 0.50 d PD . 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 La1 0.0344(4) 0.0166(4) 0.0166(4) -0.0018(3) 0.0031(3) -0.0102(3) N1 0.043(4) 0.023(3) 0.017(3) -0.004(3) 0.003(3) -0.018(3) N2 0.046(4) 0.022(3) 0.016(3) -0.003(3) 0.003(3) -0.012(3) N3 0.046(4) 0.021(3) 0.014(3) -0.002(3) -0.001(3) -0.011(3) N4 0.035(4) 0.020(3) 0.017(3) -0.001(3) 0.000(3) -0.009(3) N5 0.036(4) 0.022(3) 0.019(4) -0.002(3) 0.002(3) -0.011(3) N6 0.038(4) 0.026(3) 0.020(4) -0.004(3) 0.012(3) -0.022(3) O1 0.053(4) 0.028(3) 0.021(3) -0.007(2) 0.005(3) -0.017(3) O2 0.117(6) 0.034(4) 0.032(3) -0.013(3) 0.010(4) -0.044(4) O3 0.038(3) 0.025(3) 0.027(3) -0.003(3) 0.009(3) -0.010(3) O4 0.041(3) 0.024(3) 0.032(3) -0.005(2) 0.008(3) -0.006(3) O5 0.040(3) 0.032(3) 0.028(3) -0.002(2) 0.000(3) -0.019(3) O6 0.058(4) 0.048(4) 0.025(3) 0.002(3) -0.011(3) -0.026(3) C1 0.127(10) 0.057(6) 0.027(5) -0.019(5) 0.032(6) -0.052(7) C2 0.061(6) 0.039(5) 0.019(5) -0.011(4) 0.010(4) -0.021(4) C3 0.084(7) 0.032(5) 0.025(5) -0.015(4) 0.010(5) -0.023(5) C4 0.053(5) 0.023(4) 0.022(4) -0.007(3) 0.004(4) -0.016(4) C5 0.055(5) 0.022(4) 0.029(5) -0.008(4) 0.002(4) -0.010(4) C6 0.141(12) 0.040(6) 0.047(6) -0.014(5) 0.003(7) -0.049(7) C7 0.136(13) 0.057(8) 0.078(9) -0.020(7) 0.034(9) -0.031(8) C8 0.063(6) 0.033(5) 0.031(5) 0.008(4) 0.005(5) -0.005(4) C9 0.043(5) 0.023(4) 0.021(4) 0.000(3) 0.000(4) -0.011(4) C10 0.045(5) 0.021(4) 0.031(5) 0.001(4) 0.003(4) -0.001(4) C11 0.035(4) 0.019(4) 0.026(4) -0.008(3) 0.004(4) -0.007(4) C12 0.037(5) 0.022(4) 0.025(4) -0.007(4) 0.001(4) -0.012(4) C13 0.048(5) 0.037(5) 0.035(5) -0.009(4) 0.018(4) -0.010(4) C15 0.066(6) 0.059(6) 0.031(5) -0.002(5) 0.006(5) -0.037(5) C16 0.058(6) 0.033(5) 0.025(5) -0.004(4) 0.003(5) -0.022(4) C17 0.054(6) 0.048(6) 0.028(6) -0.005(4) -0.004(5) -0.022(5) C18 0.037(5) 0.029(4) 0.024(5) -0.005(4) 0.004(4) -0.018(4) C19 0.039(5) 0.031(5) 0.024(5) -0.009(4) -0.003(4) -0.007(4) C20 0.083(8) 0.056(6) 0.025(5) 0.007(5) -0.016(5) -0.029(6) C21 0.147(14) 0.127(13) 0.044(8) 0.003(8) -0.028(8) -0.077(11) B1 0.041(5) 0.022(5) 0.016(5) -0.001(4) 0.000(4) -0.012(4) Cl1 0.125(6) 0.048(3) 0.048(3) -0.019(3) 0.051(4) -0.048(4) O7 0.373(51) 0.321(46) 0.101(19) -0.111(25) 0.111(26) -0.283(44) O8 0.185(32) 0.255(41) 0.288(47) -0.085(37) 0.105(33) -0.166(32) O9 0.039(9) 0.185(23) 0.079(13) 0.066(14) 0.013(9) 0.050(12) O10 0.212(27) 0.057(12) 0.114(17) -0.043(12) -0.011(18) -0.013(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag La1 N5 2.697(6) . ? La1 N5 2.697(6) 2 ? La1 N3 2.703(6) 2 ? La1 N3 2.703(6) . ? La1 O5 2.719(5) . ? La1 O5 2.719(5) 2 ? La1 N1 2.725(6) 2 ? La1 N1 2.725(6) . ? La1 O3 2.754(5) . ? La1 O3 2.754(5) 2 ? La1 O1 2.846(5) . ? La1 O1 2.846(5) 2 ? N1 C4 1.337(10) . ? N1 N2 1.356(8) . ? N2 C2 1.360(10) . ? N2 B1 1.540(11) . ? N3 C11 1.328(10) . ? N3 N4 1.353(8) . ? N4 C9 1.353(10) . ? N4 B1 1.545(11) . ? N5 C18 1.333(10) . ? N5 N6 1.359(8) . ? N6 C16 1.374(10) . ? N6 B1 1.526(12) . ? O1 C5 1.211(9) . ? O2 C5 1.334(10) . ? O2 C6 1.476(11) . ? O3 C12 1.219(9) . ? O4 C12 1.320(9) . ? O4 C13 1.464(9) . ? O5 C19 1.226(9) . ? O6 C19 1.320(10) . ? O6 C20 1.470(10) . ? C1 C2 1.503(11) . ? C2 C3 1.374(12) . ? C3 C4 1.392(11) . ? C4 C5 1.459(11) . ? C6 C7 1.44(2) . ? C8 C9 1.498(11) . ? C9 C10 1.379(11) . ? C10 C11 1.386(11) . ? C11 C12 1.467(11) . ? C13 C14 1.475(14) . ? C15 C16 1.507(11) . ? C16 C17 1.361(13) . ? C17 C18 1.391(11) . ? C18 C19 1.461(11) . ? C20 C21 1.46(2) . ? Cl1 O10 1.228(6) . ? Cl1 O9 1.228(6) . ? Cl1 O7 1.228(6) . ? Cl1 O8 1.228(6) . ? 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 N5 La1 N5 180.0 . 2 ? N5 La1 N3 116.3(2) . 2 ? N5 La1 N3 63.7(2) 2 2 ? N5 La1 N3 63.7(2) . . ? N5 La1 N3 116.3(2) 2 . ? N3 La1 N3 180.0 2 . ? N5 La1 O5 59.8(2) . . ? N5 La1 O5 120.2(2) 2 . ? N3 La1 O5 66.2(2) 2 . ? N3 La1 O5 113.8(2) . . ? N5 La1 O5 120.2(2) . 2 ? N5 La1 O5 59.8(2) 2 2 ? N3 La1 O5 113.8(2) 2 2 ? N3 La1 O5 66.2(2) . 2 ? O5 La1 O5 180.0 . 2 ? N5 La1 N1 114.8(2) . 2 ? N5 La1 N1 65.2(2) 2 2 ? N3 La1 N1 64.7(2) 2 2 ? N3 La1 N1 115.3(2) . 2 ? O5 La1 N1 65.2(2) . 2 ? O5 La1 N1 114.8(2) 2 2 ? N5 La1 N1 65.2(2) . . ? N5 La1 N1 114.8(2) 2 . ? N3 La1 N1 115.3(2) 2 . ? N3 La1 N1 64.7(2) . . ? O5 La1 N1 114.8(2) . . ? O5 La1 N1 65.2(2) 2 . ? N1 La1 N1 180.0 2 . ? N5 La1 O3 112.4(2) . . ? N5 La1 O3 67.6(2) 2 . ? N3 La1 O3 120.4(2) 2 . ? N3 La1 O3 59.6(2) . . ? O5 La1 O3 116.5(2) . . ? O5 La1 O3 63.5(2) 2 . ? N1 La1 O3 65.1(2) 2 . ? N1 La1 O3 114.9(2) . . ? N5 La1 O3 67.6(2) . 2 ? N5 La1 O3 112.4(2) 2 2 ? N3 La1 O3 59.6(2) 2 2 ? N3 La1 O3 120.4(2) . 2 ? O5 La1 O3 63.5(2) . 2 ? O5 La1 O3 116.5(2) 2 2 ? N1 La1 O3 114.9(2) 2 2 ? N1 La1 O3 65.1(2) . 2 ? O3 La1 O3 180.0 . 2 ? N5 La1 O1 114.9(2) . . ? N5 La1 O1 65.1(2) 2 . ? N3 La1 O1 66.3(2) 2 . ? N3 La1 O1 113.7(2) . . ? O5 La1 O1 119.2(2) . . ? O5 La1 O1 60.8(2) 2 . ? N1 La1 O1 121.1(2) 2 . ? N1 La1 O1 58.9(2) . . ? O3 La1 O1 119.3(2) . . ? O3 La1 O1 60.7(2) 2 . ? N5 La1 O1 65.1(2) . 2 ? N5 La1 O1 114.9(2) 2 2 ? N3 La1 O1 113.7(2) 2 2 ? N3 La1 O1 66.3(2) . 2 ? O5 La1 O1 60.8(2) . 2 ? O5 La1 O1 119.2(2) 2 2 ? N1 La1 O1 58.9(2) 2 2 ? N1 La1 O1 121.1(2) . 2 ? O3 La1 O1 60.7(2) . 2 ? O3 La1 O1 119.3(2) 2 2 ? O1 La1 O1 180.0 . 2 ? C4 N1 N2 105.3(6) . . ? C4 N1 La1 122.2(5) . . ? N2 N1 La1 131.9(4) . . ? N1 N2 C2 110.8(6) . . ? N1 N2 B1 119.0(6) . . ? C2 N2 B1 130.2(6) . . ? C11 N3 N4 106.1(6) . . ? C11 N3 La1 121.2(5) . . ? N4 N3 La1 131.8(5) . . ? N3 N4 C9 110.3(6) . . ? N3 N4 B1 119.7(6) . . ? C9 N4 B1 130.0(6) . . ? C18 N5 N6 106.3(6) . . ? C18 N5 La1 120.8(4) . . ? N6 N5 La1 132.5(5) . . ? N5 N6 C16 109.6(6) . . ? N5 N6 B1 119.7(6) . . ? C16 N6 B1 130.7(6) . . ? C5 O1 La1 118.1(5) . . ? C5 O2 C6 117.1(7) . . ? C12 O3 La1 120.0(5) . . ? C12 O4 C13 116.5(6) . . ? C19 O5 La1 119.7(5) . . ? C19 O6 C20 115.6(7) . . ? N2 C2 C3 107.6(7) . . ? N2 C2 C1 122.2(7) . . ? C3 C2 C1 130.3(8) . . ? C2 C3 C4 104.8(7) . . ? N1 C4 C3 111.6(7) . . ? N1 C4 C5 116.0(7) . . ? C3 C4 C5 132.5(7) . . ? O1 C5 O2 123.8(7) . . ? O1 C5 C4 124.3(7) . . ? O2 C5 C4 111.8(7) . . ? C7 C6 O2 109.0(11) . . ? N4 C9 C10 107.5(6) . . ? N4 C9 C8 123.2(7) . . ? C10 C9 C8 129.2(8) . . ? C9 C10 C11 104.8(7) . . ? N3 C11 C10 111.1(7) . . ? N3 C11 C12 115.9(7) . . ? C10 C11 C12 133.0(7) . . ? O3 C12 O4 124.5(7) . . ? O3 C12 C11 122.5(7) . . ? O4 C12 C11 112.9(6) . . ? O4 C13 C14 110.8(8) . . ? C17 C16 N6 107.7(7) . . ? C17 C16 C15 130.2(8) . . ? N6 C16 C15 122.1(8) . . ? C16 C17 C18 105.7(8) . . ? N5 C18 C17 110.8(7) . . ? N5 C18 C19 115.6(7) . . ? C17 C18 C19 133.6(8) . . ? O5 C19 O6 123.6(7) . . ? O5 C19 C18 122.3(7) . . ? O6 C19 C18 114.0(7) . . ? C21 C20 O6 107.6(8) . . ? N6 B1 N2 108.9(6) . . ? N6 B1 N4 109.1(6) . . ? N2 B1 N4 108.4(6) . . ? O10 Cl1 O9 109.52(11) . . ? O10 Cl1 O7 109.49(10) . . ? O9 Cl1 O7 109.44(11) . . ? O10 Cl1 O8 109.48(11) . . ? O9 Cl1 O8 109.47(10) . . ? O7 Cl1 O8 109.44(10) . . ? _refine_diff_density_max 1.789 _refine_diff_density_min -1.860 _refine_diff_density_rms 0.143 data_compound_3a _database_code_CSD 159091 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C30 H40.50 B Cl Co N9 O12' _chemical_formula_weight 824.40 _chemical_melting_point ? _chemical_compound_source ? 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' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Co' 'Co' 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'B' 'B' 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.6010(3) _cell_length_b 12.1127(5) _cell_length_c 16.2410(5) _cell_angle_alpha 72.232(2) _cell_angle_beta 75.474(2) _cell_angle_gamma 72.263(2) _cell_volume 1862.71(11) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 39118 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description rod _exptl_crystal_colour magenta _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.075 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.470 _exptl_crystal_density_method n/a _exptl_crystal_F_000 857 _exptl_absorpt_coefficient_mu 0.605 _exptl_absorpt_correction_type 'gaussian face indexed' _exptl_absorpt_correction_T_min 0.839 _exptl_absorpt_correction_T_max 0.948 _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(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 'Nonius Kappa' _diffrn_measurement_method CCD _diffrn_standards_number 5 _diffrn_standards_interval_count n/a _diffrn_standards_interval_time n/a _diffrn_standards_decay_% none _diffrn_reflns_number 31855 _diffrn_reflns_av_R_equivalents 0.0393 _diffrn_reflns_av_sigmaI/netI 0.0434 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.92 _diffrn_reflns_theta_max 27.50 _reflns_number_total 8353 _reflns_number_observed 6659 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 400 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0737P)^2^+3.2249P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef none _refine_ls_number_reflns 7953 _refine_ls_number_parameters 514 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0765 _refine_ls_R_factor_obs 0.0572 _refine_ls_wR_factor_all 0.1603 _refine_ls_wR_factor_obs 0.1476 _refine_ls_goodness_of_fit_all 1.022 _refine_ls_goodness_of_fit_obs 1.070 _refine_ls_restrained_S_all 1.031 _refine_ls_restrained_S_obs 1.070 _refine_ls_shift/esd_max 0.672 _refine_ls_shift/esd_mean 0.011 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Co1 Co 0.49926(4) 0.16653(3) 0.70404(2) 0.02439(12) Uani 1 d . . N1 N 0.5975(2) 0.0205(2) 0.6458(2) 0.0251(5) Uani 1 d . . N2 N 0.6396(2) 0.0517(2) 0.55721(15) 0.0239(5) Uani 1 d . . N3 N 0.6787(3) 0.2368(2) 0.6433(2) 0.0261(5) Uani 1 d . . N4 N 0.7416(2) 0.2073(2) 0.5659(2) 0.0249(5) Uani 1 d . . N5 N 0.4271(2) 0.2666(2) 0.5855(2) 0.0249(5) Uani 1 d . . N6 N 0.5243(2) 0.2725(2) 0.5119(2) 0.0243(5) Uani 1 d . . N7 N 0.5665(3) 0.1175(2) 0.8235(2) 0.0293(6) Uani 1 d . . N8 N 0.6636(3) 0.0356(2) 0.8634(2) 0.0330(6) Uani 1 d . . H8A H 0.7227(3) -0.0177(2) 0.8399(2) 0.040 Uiso 1 calc R . N9 N 0.3314(3) 0.0898(2) 0.7596(2) 0.0297(6) Uani 1 d . . O1 O 0.5475(3) -0.1253(2) 0.82154(14) 0.0386(5) Uani 1 d . . O2 O 0.5638(4) -0.2732(2) 0.7599(2) 0.0565(8) Uani 1 d . . O3 O 0.6401(2) 0.3724(2) 0.7737(2) 0.0390(6) Uani 1 d . . O4 O 0.8459(2) 0.2595(2) 0.79733(15) 0.0377(5) Uani 1 d . . O5 O 0.1477(2) 0.3051(2) 0.6746(2) 0.0363(5) Uani 1 d . . O6 O 0.1419(2) 0.5012(2) 0.6207(2) 0.0348(5) Uani 1 d . . O7 O 0.3729(2) 0.3087(2) 0.77172(14) 0.0313(5) Uani 1 d . . O8 O 0.3292(3) 0.3520(2) 0.9030(2) 0.0448(6) Uani 1 d . . C1 C 0.7180(3) -0.0373(3) 0.4275(2) 0.0315(7) Uani 1 d . . H1A H 0.7239(3) 0.0429(3) 0.3970(2) 0.047 Uiso 1 calc R . H1B H 0.6572(3) -0.0595(3) 0.4041(2) 0.047 Uiso 1 calc R . H1C H 0.8054(3) -0.0911(3) 0.4200(2) 0.047 Uiso 1 calc R . C2 C 0.6673(3) -0.0441(3) 0.5230(2) 0.0250(6) Uani 1 d . . C3 C 0.6433(3) -0.1402(3) 0.5909(2) 0.0271(6) Uani 1 d . . H3A H 0.6531(3) -0.2177(3) 0.5874(2) 0.033 Uiso 1 calc R . C4 C 0.6009(3) -0.0964(3) 0.6660(2) 0.0277(6) Uani 1 d . . C5 C 0.5669(4) -0.1625(3) 0.7577(2) 0.0344(7) Uani 1 d . . C6 C 0.5396(7) -0.3533(4) 0.8475(3) 0.078(2) Uani 1 d . . H6A H 0.5909(7) -0.3443(4) 0.8858(3) 0.094 Uiso 1 calc R . H6B H 0.5677(7) -0.4358(4) 0.8436(3) 0.094 Uiso 1 calc R . C7 C 0.3948(9) -0.3220(7) 0.8834(4) 0.113(3) Uani 1 d . . H7A H 0.3774(9) -0.3737(7) 0.9408(4) 0.170 Uiso 1 calc R . H7B H 0.3448(9) -0.3316(7) 0.8454(4) 0.170 Uiso 1 calc R . H7C H 0.3679(9) -0.2404(7) 0.8875(4) 0.170 Uiso 1 calc R . C8 C 0.9652(3) 0.1776(3) 0.4682(2) 0.0342(7) Uani 1 d . . H8B H 0.9155(3) 0.1613(3) 0.4332(2) 0.051 Uiso 1 calc R . H8C H 1.0372(3) 0.1087(3) 0.4839(2) 0.051 Uiso 1 calc R . H8D H 1.0018(3) 0.2448(3) 0.4352(2) 0.051 Uiso 1 calc R . C9 C 0.8738(3) 0.2054(3) 0.5497(2) 0.0269(6) Uani 1 d . . C10 C 0.8988(3) 0.2340(3) 0.6191(2) 0.0295(6) Uani 1 d . . H10A H 0.9807(3) 0.2391(3) 0.6268(2) 0.035 Uiso 1 calc R . C11 C 0.7757(3) 0.2536(3) 0.6749(2) 0.0281(6) Uani 1 d . . C12 C 0.7427(3) 0.3015(3) 0.7535(2) 0.0308(7) Uani 1 d . . C13 C 0.8317(4) 0.3097(4) 0.8710(2) 0.0466(9) Uani 1 d . . H13A H 0.7511(4) 0.2977(4) 0.9131(2) 0.056 Uiso 1 calc R . H13B H 0.8264(4) 0.3948(4) 0.8508(2) 0.056 Uiso 1 calc R . C14 C 0.9553(6) 0.2443(5) 0.9123(4) 0.081(2) Uani 1 d . . H14A H 0.9511(6) 0.2741(5) 0.9615(4) 0.121 Uiso 1 calc R . H14B H 1.0341(6) 0.2568(5) 0.8698(4) 0.121 Uiso 1 calc R . H14C H 0.9592(6) 0.1603(5) 0.9317(4) 0.121 Uiso 1 calc R . C15 C 0.5734(3) 0.4047(3) 0.3617(2) 0.0347(7) Uani 1 d . . H15A H 0.6551(3) 0.3427(3) 0.3582(2) 0.052 Uiso 1 calc R . H15B H 0.5946(3) 0.4791(3) 0.3543(2) 0.052 Uiso 1 calc R . H15C H 0.5260(3) 0.4121(3) 0.3163(2) 0.052 Uiso 1 calc R . C16 C 0.4873(3) 0.3737(3) 0.4492(2) 0.0276(6) Uani 1 d . . C17 C 0.3624(3) 0.4359(3) 0.4830(2) 0.0293(6) Uani 1 d . . H17A H 0.3115(3) 0.5090(3) 0.4553(2) 0.035 Uiso 1 calc R . C18 C 0.3284(3) 0.3664(3) 0.5670(2) 0.0258(6) Uani 1 d . . C19 C 0.1983(3) 0.3847(3) 0.6278(2) 0.0285(6) Uani 1 d . . C20 C 0.0085(4) 0.5312(3) 0.6733(3) 0.0451(9) Uani 1 d . . H20A H -0.0033(4) 0.6046(3) 0.6899(3) 0.054 Uiso 1 calc R . H20B H 0.0005(4) 0.4680(3) 0.7266(3) 0.054 Uiso 1 calc R . C21 C -0.0982(4) 0.5466(3) 0.6233(3) 0.0532(10) Uani 1 d . . H21A H -0.1850(4) 0.5662(3) 0.6589(3) 0.080 Uiso 1 calc R . H21B H -0.0874(4) 0.4735(3) 0.6076(3) 0.080 Uiso 1 calc R . H21C H -0.0912(4) 0.6099(3) 0.5709(3) 0.080 Uiso 1 calc R . C22 C 0.7565(4) -0.0363(4) 1.0013(3) 0.0550(11) Uani 1 d . . H22A H 0.8173(4) -0.0943(4) 0.9713(3) 0.082 Uiso 1 calc R . H22B H 0.7093(4) -0.0765(4) 1.0551(3) 0.082 Uiso 1 calc R . H22C H 0.8065(4) 0.0088(4) 1.0140(3) 0.082 Uiso 1 calc R . C23 C 0.6586(4) 0.0458(3) 0.9448(2) 0.0387(8) Uani 1 d . . C24 C 0.5532(4) 0.1420(4) 0.9577(2) 0.0414(8) Uani 1 d . . H24A H 0.5237(4) 0.1722(4) 1.0073(2) 0.050 Uiso 1 calc R . C25 C 0.5000(3) 0.1847(3) 0.8801(2) 0.0336(7) Uani 1 d . . C26 C 0.3945(3) 0.2878(3) 0.8461(2) 0.0351(7) Uani 1 d . . C27 C 0.2196(4) 0.4553(3) 0.8750(3) 0.0510(10) Uani 1 d . 1 H27A H 0.1563(4) 0.4316(3) 0.8540(3) 0.061 Uiso 1 calc R 1 H27B H 0.2545(4) 0.5166(3) 0.8286(3) 0.061 Uiso 1 calc R 1 C28 C 0.1545(11) 0.4992(7) 0.9556(5) 0.133(5) Uani 0.791(11) d P 1 H28A H 0.0809(11) 0.5676(7) 0.9425(5) 0.200 Uiso 0.791(11) calc PR 1 H28B H 0.2191(11) 0.5214(7) 0.9755(5) 0.200 Uiso 0.791(11) calc PR 1 H28C H 0.1216(11) 0.4370(7) 1.0007(5) 0.200 Uiso 0.791(11) calc PR 1 C28' C 0.1009(18) 0.4126(17) 0.8828(13) 0.047(6) Uani 0.209(11) d P 2 C29 C 0.2395(4) 0.0508(3) 0.7757(2) 0.0333(7) Uani 1 d . . C30 C 0.1218(4) 0.0024(4) 0.7943(3) 0.0490(9) Uani 1 d D . H30C H 0.0961(44) -0.0282(35) 0.8552(15) 0.089(18) Uiso 1 d D . H30B H 0.1404(46) -0.0702(29) 0.7765(25) 0.068(15) Uiso 1 d D . H30A H 0.0419(43) 0.0417(47) 0.7772(30) 0.142(35) Uiso 1 d D . B1 B 0.6606(3) 0.1783(3) 0.5121(2) 0.0246(7) Uani 1 d . . HB1 H 0.7106(32) 0.1807(28) 0.4503(22) 0.025(8) Uiso 1 d . . Cl1 Cl 0.94757(11) -0.22295(9) 0.80569(6) 0.0498(2) Uani 1 d . . O9 O 0.8726(4) -0.3070(3) 0.8148(3) 0.0819(11) Uani 1 d . . O10 O 0.9601(5) -0.2187(4) 0.8903(2) 0.0911(13) Uani 1 d . . O11 O 0.8765(3) -0.1060(3) 0.7627(2) 0.0704(9) Uani 1 d . . O12 O 1.0782(3) -0.2531(3) 0.7540(2) 0.0603(8) Uani 1 d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0308(2) 0.0228(2) 0.0206(2) -0.00454(15) -0.0082(2) -0.0059(2) N1 0.0297(13) 0.0237(12) 0.0219(12) -0.0033(9) -0.0074(10) -0.0068(10) N2 0.0271(12) 0.0257(12) 0.0205(11) -0.0059(9) -0.0062(9) -0.0070(10) N3 0.0304(13) 0.0256(12) 0.0249(12) -0.0053(10) -0.0086(10) -0.0084(10) N4 0.0279(13) 0.0241(12) 0.0238(12) -0.0042(9) -0.0080(10) -0.0069(10) N5 0.0278(13) 0.0261(12) 0.0225(12) -0.0055(10) -0.0071(10) -0.0076(10) N6 0.0276(12) 0.0246(12) 0.0214(11) -0.0021(9) -0.0072(10) -0.0084(10) N7 0.0341(14) 0.0285(13) 0.0242(12) -0.0064(10) -0.0089(10) -0.0034(11) N8 0.0346(14) 0.0357(15) 0.0265(13) -0.0044(11) -0.0087(11) -0.0062(12) N9 0.0350(15) 0.0310(14) 0.0224(12) -0.0056(10) -0.0042(11) -0.0087(12) O1 0.059(2) 0.0310(12) 0.0262(11) -0.0065(9) -0.0077(10) -0.0117(11) O2 0.106(2) 0.0338(14) 0.0340(13) -0.0063(11) -0.0030(14) -0.0334(15) O3 0.0407(14) 0.0353(13) 0.0453(14) -0.0181(11) -0.0150(11) -0.0013(11) O4 0.0368(13) 0.0481(14) 0.0346(12) -0.0174(11) -0.0157(10) -0.0048(11) O5 0.0304(12) 0.0317(12) 0.0436(13) -0.0041(10) -0.0057(10) -0.0090(10) O6 0.0325(12) 0.0269(11) 0.0418(13) -0.0089(10) -0.0032(10) -0.0051(9) O7 0.0371(12) 0.0297(11) 0.0293(11) -0.0089(9) -0.0110(9) -0.0058(9) O8 0.0494(15) 0.0452(15) 0.0397(14) -0.0228(12) -0.0052(11) -0.0012(12) C1 0.033(2) 0.036(2) 0.028(2) -0.0138(13) -0.0070(13) -0.0050(13) C2 0.0240(14) 0.0283(15) 0.0260(14) -0.0100(12) -0.0090(11) -0.0039(11) C3 0.031(2) 0.0242(14) 0.0293(15) -0.0085(12) -0.0092(12) -0.0056(12) C4 0.032(2) 0.0259(15) 0.0268(15) -0.0059(12) -0.0097(12) -0.0063(12) C5 0.047(2) 0.025(2) 0.032(2) -0.0049(13) -0.0089(14) -0.0093(14) C6 0.139(5) 0.044(3) 0.049(3) -0.013(2) 0.009(3) -0.038(3) C7 0.169(8) 0.129(6) 0.073(4) -0.025(4) 0.001(4) -0.100(6) C8 0.031(2) 0.033(2) 0.037(2) -0.0067(14) -0.0042(13) -0.0078(13) C9 0.0272(15) 0.0214(14) 0.031(2) -0.0010(11) -0.0099(12) -0.0057(11) C10 0.028(2) 0.0259(15) 0.036(2) -0.0042(12) -0.0130(13) -0.0075(12) C11 0.034(2) 0.0228(14) 0.0292(15) -0.0036(12) -0.0150(12) -0.0050(12) C12 0.036(2) 0.027(2) 0.033(2) -0.0046(13) -0.0129(13) -0.0111(14) C13 0.053(2) 0.059(2) 0.039(2) -0.024(2) -0.020(2) -0.008(2) C14 0.088(4) 0.099(4) 0.070(3) -0.047(3) -0.052(3) 0.013(3) C15 0.041(2) 0.033(2) 0.027(2) 0.0011(13) -0.0085(13) -0.0098(14) C16 0.034(2) 0.0269(15) 0.0256(14) -0.0027(12) -0.0124(12) -0.0102(12) C17 0.034(2) 0.0238(15) 0.031(2) -0.0005(12) -0.0140(13) -0.0084(12) C18 0.0259(14) 0.0235(14) 0.0317(15) -0.0054(12) -0.0110(12) -0.0081(11) C19 0.029(2) 0.027(2) 0.031(2) -0.0046(12) -0.0127(12) -0.0059(12) C20 0.038(2) 0.034(2) 0.052(2) -0.011(2) 0.004(2) -0.0021(15) C21 0.037(2) 0.032(2) 0.084(3) -0.013(2) -0.008(2) -0.003(2) C22 0.049(2) 0.077(3) 0.033(2) -0.006(2) -0.018(2) -0.006(2) C23 0.039(2) 0.052(2) 0.026(2) -0.0075(14) -0.0067(13) -0.013(2) C24 0.045(2) 0.056(2) 0.026(2) -0.015(2) -0.0061(14) -0.011(2) C25 0.040(2) 0.038(2) 0.0251(15) -0.0085(13) -0.0056(13) -0.0121(14) C26 0.039(2) 0.034(2) 0.035(2) -0.0133(14) -0.0030(14) -0.0105(14) C27 0.052(2) 0.037(2) 0.056(2) -0.019(2) -0.002(2) 0.002(2) C28 0.187(10) 0.070(5) 0.063(5) -0.017(4) 0.009(5) 0.058(6) C28' 0.035(10) 0.049(11) 0.051(11) -0.012(8) 0.008(8) -0.015(8) C29 0.041(2) 0.034(2) 0.0230(15) -0.0074(12) -0.0056(13) -0.0050(14) C30 0.048(2) 0.061(3) 0.044(2) -0.011(2) -0.003(2) -0.027(2) B1 0.027(2) 0.026(2) 0.021(2) -0.0042(12) -0.0072(13) -0.0072(13) Cl1 0.0604(6) 0.0465(5) 0.0457(5) -0.0188(4) -0.0087(4) -0.0108(4) O9 0.077(2) 0.079(2) 0.104(3) -0.052(2) 0.013(2) -0.034(2) O10 0.143(4) 0.093(3) 0.048(2) -0.024(2) -0.026(2) -0.030(3) O11 0.066(2) 0.059(2) 0.063(2) -0.013(2) -0.002(2) 0.006(2) O12 0.047(2) 0.066(2) 0.065(2) -0.025(2) -0.0104(14) 0.0002(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 N7 2.087(2) . ? Co1 N1 2.124(2) . ? Co1 N5 2.124(2) . ? Co1 N9 2.130(3) . ? Co1 N3 2.202(3) . ? Co1 O7 2.232(2) . ? N1 C4 1.343(4) . ? N1 N2 1.365(3) . ? N2 C2 1.359(4) . ? N2 B1 1.543(4) . ? N3 C11 1.348(4) . ? N3 N4 1.364(3) . ? N4 C9 1.354(4) . ? N4 B1 1.539(4) . ? N5 C18 1.346(4) . ? N5 N6 1.367(3) . ? N6 C16 1.357(4) . ? N6 B1 1.545(4) . ? N7 N8 1.336(4) . ? N7 C25 1.337(4) . ? N8 C23 1.351(4) . ? N8 H8A 0.86 . ? N9 C29 1.147(4) . ? O1 C5 1.202(4) . ? O2 C5 1.340(4) . ? O2 C6 1.469(5) . ? O3 C12 1.204(4) . ? O4 C12 1.339(4) . ? O4 C13 1.457(4) . ? O5 C19 1.208(4) . ? O6 C19 1.335(4) . ? O6 C20 1.461(4) . ? O7 C26 1.222(4) . ? O8 C26 1.315(4) . ? O8 C27 1.468(5) . ? C1 C2 1.494(4) . ? C1 H1A 0.96 . ? C1 H1B 0.96 . ? C1 H1C 0.96 . ? C2 C3 1.375(4) . ? C3 C4 1.396(4) . ? C3 H3A 0.93 . ? C4 C5 1.472(4) . ? C6 C7 1.473(9) . ? C6 H6A 0.97 . ? C6 H6B 0.97 . ? C7 H7A 0.96 . ? C7 H7B 0.96 . ? C7 H7C 0.96 . ? C8 C9 1.495(4) . ? C8 H8B 0.96 . ? C8 H8C 0.96 . ? C8 H8D 0.96 . ? C9 C10 1.381(4) . ? C10 C11 1.389(5) . ? C10 H10A 0.93 . ? C11 C12 1.483(4) . ? C13 C14 1.508(6) . ? C13 H13A 0.97 . ? C13 H13B 0.97 . ? C14 H14A 0.96 . ? C14 H14B 0.96 . ? C14 H14C 0.96 . ? C15 C16 1.492(4) . ? C15 H15A 0.96 . ? C15 H15B 0.96 . ? C15 H15C 0.96 . ? C16 C17 1.378(5) . ? C17 C18 1.392(4) . ? C17 H17A 0.93 . ? C18 C19 1.480(4) . ? C20 C21 1.488(6) . ? C20 H20A 0.97 . ? C20 H20B 0.97 . ? C21 H21A 0.96 . ? C21 H21B 0.96 . ? C21 H21C 0.96 . ? C22 C23 1.484(5) . ? C22 H22A 0.96 . ? C22 H22B 0.96 . ? C22 H22C 0.96 . ? C23 C24 1.374(5) . ? C24 C25 1.398(5) . ? C24 H24A 0.93 . ? C25 C26 1.467(5) . ? C27 C28 1.490(8) . ? C27 H27A 0.97 . ? C27 H27B 0.97 . ? C28 H28A 0.96 . ? C28 H28B 0.96 . ? C28 H28C 0.96 . ? C29 C30 1.463(5) . ? C30 H30C 0.94(2) . ? C30 H30B 0.96(2) . ? C30 H30A 0.90(3) . ? B1 HB1 1.01(3) . ? Cl1 O9 1.425(4) . ? Cl1 O10 1.430(3) . ? Cl1 O12 1.432(3) . ? Cl1 O11 1.439(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 N7 Co1 N1 105.04(10) . . ? N7 Co1 N5 163.42(10) . . ? N1 Co1 N5 89.44(9) . . ? N7 Co1 N9 93.39(10) . . ? N1 Co1 N9 89.49(10) . . ? N5 Co1 N9 94.80(10) . . ? N7 Co1 N3 87.40(10) . . ? N1 Co1 N3 87.15(9) . . ? N5 Co1 N3 85.27(9) . . ? N9 Co1 N3 176.64(10) . . ? N7 Co1 O7 75.89(9) . . ? N1 Co1 O7 172.38(9) . . ? N5 Co1 O7 90.84(9) . . ? N9 Co1 O7 82.90(9) . . ? N3 Co1 O7 100.47(9) . . ? C4 N1 N2 105.7(2) . . ? C4 N1 Co1 136.6(2) . . ? N2 N1 Co1 114.9(2) . . ? C2 N2 N1 110.4(2) . . ? C2 N2 B1 129.6(2) . . ? N1 N2 B1 119.8(2) . . ? C11 N3 N4 105.0(2) . . ? C11 N3 Co1 134.2(2) . . ? N4 N3 Co1 113.2(2) . . ? C9 N4 N3 111.2(2) . . ? C9 N4 B1 129.5(3) . . ? N3 N4 B1 119.3(2) . . ? C18 N5 N6 105.4(2) . . ? C18 N5 Co1 132.1(2) . . ? N6 N5 Co1 114.7(2) . . ? C16 N6 N5 110.9(2) . . ? C16 N6 B1 128.5(3) . . ? N5 N6 B1 120.2(2) . . ? N8 N7 C25 105.0(2) . . ? N8 N7 Co1 138.6(2) . . ? C25 N7 Co1 116.4(2) . . ? N7 N8 C23 112.6(3) . . ? N7 N8 H8A 123.7(2) . . ? C23 N8 H8A 123.7(2) . . ? C29 N9 Co1 168.9(2) . . ? C5 O2 C6 116.1(3) . . ? C12 O4 C13 115.9(3) . . ? C19 O6 C20 116.0(3) . . ? C26 O7 Co1 111.9(2) . . ? C26 O8 C27 116.8(3) . . ? C2 C1 H1A 109.5(2) . . ? C2 C1 H1B 109.5(2) . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5(2) . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N2 C2 C3 107.8(2) . . ? N2 C2 C1 122.4(3) . . ? C3 C2 C1 129.7(3) . . ? C2 C3 C4 105.2(3) . . ? C2 C3 H3A 127.4(2) . . ? C4 C3 H3A 127.4(2) . . ? N1 C4 C3 110.9(3) . . ? N1 C4 C5 120.9(3) . . ? C3 C4 C5 128.1(3) . . ? O1 C5 O2 124.5(3) . . ? O1 C5 C4 125.9(3) . . ? O2 C5 C4 109.6(3) . . ? O2 C6 C7 108.5(5) . . ? O2 C6 H6A 110.0(3) . . ? C7 C6 H6A 110.0(3) . . ? O2 C6 H6B 110.0(2) . . ? C7 C6 H6B 110.0(3) . . ? H6A C6 H6B 108.4 . . ? C6 C7 H7A 109.5(4) . . ? C6 C7 H7B 109.5(3) . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5(3) . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C9 C8 H8B 109.5(2) . . ? C9 C8 H8C 109.5(2) . . ? H8B C8 H8C 109.5 . . ? C9 C8 H8D 109.5(2) . . ? H8B C8 H8D 109.5 . . ? H8C C8 H8D 109.5 . . ? N4 C9 C10 107.3(3) . . ? N4 C9 C8 122.0(3) . . ? C10 C9 C8 130.7(3) . . ? C9 C10 C11 105.3(3) . . ? C9 C10 H10A 127.3(2) . . ? C11 C10 H10A 127.3(2) . . ? N3 C11 C10 111.2(3) . . ? N3 C11 C12 120.9(3) . . ? C10 C11 C12 127.4(3) . . ? O3 C12 O4 124.3(3) . . ? O3 C12 C11 125.2(3) . . ? O4 C12 C11 110.4(3) . . ? O4 C13 C14 106.0(3) . . ? O4 C13 H13A 110.5(2) . . ? C14 C13 H13A 110.5(3) . . ? O4 C13 H13B 110.5(2) . . ? C14 C13 H13B 110.5(3) . . ? H13A C13 H13B 108.7 . . ? C13 C14 H14A 109.5(2) . . ? C13 C14 H14B 109.5(3) . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5(3) . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C16 C15 H15A 109.5(2) . . ? C16 C15 H15B 109.5(2) . . ? H15A C15 H15B 109.5 . . ? C16 C15 H15C 109.5(2) . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N6 C16 C17 107.2(3) . . ? N6 C16 C15 123.1(3) . . ? C17 C16 C15 129.7(3) . . ? C16 C17 C18 105.7(3) . . ? C16 C17 H17A 127.1(2) . . ? C18 C17 H17A 127.1(2) . . ? N5 C18 C17 110.8(3) . . ? N5 C18 C19 121.0(3) . . ? C17 C18 C19 127.9(3) . . ? O5 C19 O6 124.8(3) . . ? O5 C19 C18 124.4(3) . . ? O6 C19 C18 110.7(3) . . ? O6 C20 C21 110.8(3) . . ? O6 C20 H20A 109.5(2) . . ? C21 C20 H20A 109.5(2) . . ? O6 C20 H20B 109.5(2) . . ? C21 C20 H20B 109.5(2) . . ? H20A C20 H20B 108.1 . . ? C20 C21 H21A 109.5(2) . . ? C20 C21 H21B 109.5(2) . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5(2) . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C23 C22 H22A 109.5(2) . . ? C23 C22 H22B 109.5(2) . . ? H22A C22 H22B 109.5 . . ? C23 C22 H22C 109.5(2) . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N8 C23 C24 106.4(3) . . ? N8 C23 C22 121.8(3) . . ? C24 C23 C22 131.8(3) . . ? C23 C24 C25 105.1(3) . . ? C23 C24 H24A 127.4(2) . . ? C25 C24 H24A 127.4(2) . . ? N7 C25 C24 110.9(3) . . ? N7 C25 C26 114.2(3) . . ? C24 C25 C26 134.8(3) . . ? O7 C26 O8 125.3(3) . . ? O7 C26 C25 121.4(3) . . ? O8 C26 C25 113.3(3) . . ? O8 C27 C28 104.4(4) . . ? O8 C27 H27A 110.9(2) . . ? C28 C27 H27A 110.9(5) . . ? O8 C27 H27B 110.9(2) . . ? C28 C27 H27B 110.9(4) . . ? H27A C27 H27B 108.9 . . ? C27 C28 H28A 109.5(4) . . ? C27 C28 H28B 109.5(5) . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5(4) . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? N9 C29 C30 178.7(3) . . ? C29 C30 H30C 111.4(29) . . ? C29 C30 H30B 113.5(29) . . ? H30C C30 H30B 98.1(24) . . ? C29 C30 H30A 126.3(45) . . ? H30C C30 H30A 102.2(28) . . ? H30B C30 H30A 101.2(28) . . ? N4 B1 N2 108.1(2) . . ? N4 B1 N6 107.5(2) . . ? N2 B1 N6 110.6(2) . . ? N4 B1 HB1 110.7(18) . . ? N2 B1 HB1 109.5(18) . . ? N6 B1 HB1 110.5(18) . . ? O9 Cl1 O10 110.1(3) . . ? O9 Cl1 O12 111.0(2) . . ? O10 Cl1 O12 109.9(2) . . ? O9 Cl1 O11 108.9(2) . . ? O10 Cl1 O11 108.1(2) . . ? O12 Cl1 O11 108.7(2) . . ? _refine_diff_density_max 0.712 _refine_diff_density_min -0.730 _refine_diff_density_rms 0.078 data_cutpnew _database_code_CSD 186438 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C42 H51 B2 Cu2 N12 O14' _chemical_formula_weight 1096.65 _chemical_melting_point ? _chemical_compound_source ? 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' 'B' 'B' 0.0013 0.0007 '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 trigonal _symmetry_space_group_name_H-M P3(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z+1/3' '-x+y, -x, z+2/3' 'y, x, -z' 'x-y, -y, -z+2/3' '-x, -x+y, -z+1/3' _cell_length_a 12.020(2) _cell_length_b 12.020(2) _cell_length_c 57.228(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 7160.7(20) _cell_formula_units_Z 6 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12 _cell_measurement_theta_max 12.5 _exptl_crystal_description cube _exptl_crystal_colour blue _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.526 _exptl_crystal_density_method n/a _exptl_crystal_F_000 3402 _exptl_absorpt_coefficient_mu 0.970 _exptl_absorpt_correction_type multiscan _exptl_absorpt_correction_T_min 0.84 _exptl_absorpt_correction_T_max 1.00 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Nonius kappa' _diffrn_measurement_method CCD _diffrn_standards_number n/a _diffrn_standards_interval_count n/a _diffrn_standards_interval_time n/a _diffrn_standards_decay_% none _diffrn_reflns_number 11009 _diffrn_reflns_av_R_equivalents 0.0557 _diffrn_reflns_av_sigmaI/netI 0.1285 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -68 _diffrn_reflns_limit_l_max 52 _diffrn_reflns_theta_min 3.17 _diffrn_reflns_theta_max 26.30 _reflns_number_total 6978 _reflns_number_observed 4728 _reflns_observed_criterion >2sigma(I) _computing_data_collection Nonius _computing_cell_refinement Nonius _computing_data_reduction Nonius _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0581P)^2^+34.5978P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef none _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.03(3) _refine_ls_number_reflns 6978 _refine_ls_number_parameters 669 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.1393 _refine_ls_R_factor_obs 0.0828 _refine_ls_wR_factor_all 0.1803 _refine_ls_wR_factor_obs 0.1450 _refine_ls_goodness_of_fit_all 1.048 _refine_ls_goodness_of_fit_obs 1.044 _refine_ls_restrained_S_all 1.047 _refine_ls_restrained_S_obs 1.043 _refine_ls_shift/esd_max -0.107 _refine_ls_shift/esd_mean 0.005 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Cu1 Cu 0.48412(12) 0.91467(12) 0.08459(2) 0.0306(3) Uani 1 d . . N1 N 0.3684(8) 0.9693(8) 0.10209(14) 0.032(2) Uani 1 d . . N2 N 0.2446(8) 0.8746(8) 0.10529(14) 0.033(2) Uani 1 d . . N3 N 0.3992(7) 0.7233(8) 0.10789(15) 0.030(2) Uani 1 d . . N4 N 0.2770(9) 0.6868(8) 0.1142(2) 0.036(2) Uani 1 d . . N5 N 0.3333(8) 0.8080(9) 0.0635(2) 0.036(2) Uani 1 d . . N6 N 0.2210(8) 0.7209(9) 0.0735(2) 0.040(2) Uani 1 d . . O1 O 0.4783(10) 1.3011(10) 0.1014(2) 0.113(5) Uani 1 d . . O2 O 0.5969(9) 1.2146(8) 0.1115(2) 0.060(3) Uani 1 d . . O3 O 0.6502(7) 0.7498(7) 0.10793(14) 0.047(2) Uani 1 d . . O4 O 0.6007(8) 0.6536(9) 0.1431(2) 0.063(3) Uani 1 d . . O5 O 0.4727(8) 0.9609(9) 0.02094(14) 0.059(3) Uani 1 d . . O6 O 0.4745(8) 0.7793(9) 0.01415(14) 0.061(2) Uani 1 d . . C1 C 0.0312(11) 0.8488(11) 0.1177(2) 0.054(4) Uani 1 d . . H1A H 0.0003(11) 0.7593(11) 0.1149(2) 0.081 Uiso 1 calc R . H1B H -0.0142(11) 0.8775(11) 0.1079(2) 0.081 Uiso 1 calc R . H1C H 0.0172(11) 0.8609(11) 0.1338(2) 0.081 Uiso 1 calc R . C2 C 0.1730(11) 0.9252(12) 0.1124(2) 0.039(3) Uani 1 d . . C3 C 0.2520(11) 1.0552(11) 0.1141(2) 0.041(3) Uani 1 d . . H3A H 0.2293(11) 1.1151(11) 0.1189(2) 0.049 Uiso 1 calc R . C4 C 0.3728(11) 1.0793(11) 0.1074(2) 0.037(3) Uani 1 d . . C5 C 0.4896(15) 1.2111(13) 0.1062(2) 0.058(4) Uani 1 d . . C6 C 0.7125(23) 1.3391(21) 0.1060(6) 0.123(9) Uani 1 d . . C7 C 0.7592(42) 1.3812(41) 0.1178(9) 0.361(39) Uani 1 d . . C8 C 0.1167(11) 0.5707(13) 0.1463(2) 0.066(4) Uani 1 d . . H8A H 0.0639(11) 0.5908(13) 0.1366(2) 0.099 Uiso 1 calc R . H8B H 0.1260(11) 0.6088(13) 0.1614(2) 0.099 Uiso 1 calc R . H8C H 0.0772(11) 0.4792(13) 0.1479(2) 0.099 Uiso 1 calc R . C9 C 0.2469(10) 0.6229(10) 0.1352(2) 0.039(3) Uani 1 d . . C10 C 0.3512(11) 0.6180(10) 0.1424(2) 0.038(3) Uani 1 d . . H10A H 0.3602(11) 0.5815(10) 0.1561(2) 0.045 Uiso 1 calc R . C11 C 0.4424(10) 0.6792(10) 0.1249(2) 0.034(3) Uani 1 d . . C12 C 0.5719(11) 0.6991(11) 0.1240(2) 0.039(3) Uani 1 d . . C13 C 0.7324(13) 0.6763(18) 0.1430(3) 0.091(6) Uani 1 d . . C14 C 0.7381(29) 0.6183(37) 0.1626(6) 0.229(15) Uani 1 d . . C15 C 0.0192(11) 0.5139(11) 0.0642(2) 0.053(3) Uani 1 d . . H15A H 0.0002(11) 0.5228(11) 0.0801(2) 0.080 Uiso 1 calc R . H15B H 0.0226(11) 0.4362(11) 0.0625(2) 0.080 Uiso 1 calc R . H15C H -0.0467(11) 0.5104(11) 0.0542(2) 0.080 Uiso 1 calc R . C16 C 0.1474(10) 0.6276(10) 0.0575(2) 0.041(3) Uani 1 d . . C17 C 0.2133(11) 0.6572(11) 0.0372(2) 0.045(3) Uani 1 d . . H17A H 0.1862(11) 0.6116(11) 0.0233(2) 0.053 Uiso 1 calc R . C18 C 0.3291(10) 0.7687(11) 0.0412(2) 0.035(3) Uani 1 d . . C19 C 0.4342(12) 0.8491(15) 0.0247(2) 0.047(3) Uani 1 d . . C20 C 0.5788(14) 0.8455(16) -0.0026(2) 0.086(5) Uani 1 d . . H20A H 0.5592(14) 0.7946(16) -0.0168(2) 0.104 Uiso 1 calc R . H20B H 0.5866(14) 0.9275(16) -0.0067(2) 0.104 Uiso 1 calc R . C21 C 0.6994(24) 0.8666(35) 0.0071(4) 0.275(20) Uani 1 d . . H21A H 0.7666(24) 0.9105(35) -0.0042(4) 0.412 Uiso 1 calc R . H21B H 0.6921(24) 0.7854(35) 0.0108(4) 0.412 Uiso 1 calc R . H21C H 0.7192(24) 0.9179(35) 0.0209(4) 0.412 Uiso 1 calc R . B1 B 0.1990(12) 0.7323(13) 0.1000(2) 0.035(3) Uani 1 d . . H10B H 0.1075(12) 0.6793(13) 0.1037(2) 0.043 Uiso 1 calc R . Cu2 Cu 0.74745(11) 0.97223(12) 0.08486(2) 0.0288(3) Uani 1 d . . N7 N 0.8537(8) 0.9042(9) 0.06733(14) 0.031(2) Uani 1 d . . N8 N 0.9807(8) 0.9918(9) 0.06320(14) 0.036(2) Uani 1 d . . N9 N 0.9037(8) 1.0837(8) 0.10486(15) 0.031(2) Uani 1 d . . N10 N 1.0147(8) 1.1586(8) 0.09299(14) 0.031(2) Uani 1 d . . N11 N 0.8368(9) 1.1592(8) 0.0603(2) 0.037(2) Uani 1 d . . N12 N 0.9516(9) 1.1795(8) 0.0522(2) 0.034(2) Uani 1 d . . O7 O 0.7268(9) 0.5666(9) 0.0673(2) 0.081(3) Uani 1 d . . O8 O 0.6164(8) 0.6660(7) 0.06017(14) 0.049(2) Uani 1 d . . O9 O 0.7992(8) 1.1754(8) 0.15391(14) 0.056(2) Uani 1 d . . O10 O 0.7555(7) 0.9746(8) 0.14859(12) 0.047(2) Uani 1 d . . O11 O 0.5938(8) 1.1500(8) 0.06342(14) 0.048(2) Uani 1 d . . O12 O 0.6428(8) 1.2552(7) 0.02886(14) 0.059(3) Uani 1 d . . O13 O 0.6322(7) 1.0000(8) 0.10461(12) 0.030(2) Uani 1 d . . O14 O 0.6004(7) 0.8930(8) 0.06451(12) 0.033(2) Uani 1 d . . C22 C 1.1848(11) 1.0043(12) 0.0500(2) 0.055(4) Uani 1 d . . H22A H 1.2185(11) 1.0949(12) 0.0520(2) 0.083 Uiso 1 calc R . H22B H 1.1971(11) 0.9872(12) 0.0341(2) 0.083 Uiso 1 calc R . H22C H 1.2289(11) 0.9761(12) 0.0602(2) 0.083 Uiso 1 calc R . C23 C 1.0432(11) 0.9332(12) 0.0556(2) 0.038(3) Uani 1 d . . C24 C 0.9607(11) 0.8046(11) 0.0550(2) 0.043(3) Uani 1 d . . H24A H 0.9785(11) 0.7407(11) 0.0506(2) 0.052 Uiso 1 calc R . C25 C 0.8419(12) 0.7893(12) 0.0623(2) 0.039(3) Uani 1 d . . C26 C 0.7219(14) 0.6625(13) 0.0646(2) 0.050(3) Uani 1 d . . C27 C 0.4995(14) 0.5479(13) 0.0649(3) 0.072(5) Uani 1 d D . C28 C 0.4413(37) 0.5116(35) 0.0439(5) 0.274(26) Uani 0.86(4) d PD . C28' C 0.4263(139) 0.6008(152) 0.0698(29) 0.150 Uiso 0.14(4) d PD . C29 C 1.2270(10) 1.3611(11) 0.0979(2) 0.044(3) Uani 1 d . . H29A H 1.2406(10) 1.3396(11) 0.0824(2) 0.066 Uiso 1 calc R . H29B H 1.2932(10) 1.3669(11) 0.1081(2) 0.066 Uiso 1 calc R . H29C H 1.2295(10) 1.4422(11) 0.0976(2) 0.066 Uiso 1 calc R . C30 C 1.0991(11) 1.2595(11) 0.1067(2) 0.040(3) Uani 1 d . . C31 C 1.0385(11) 1.2490(12) 0.1276(2) 0.047(3) Uani 1 d . . H31A H 1.0715(11) 1.3038(12) 0.1404(2) 0.057 Uiso 1 calc R . C32 C 0.9194(10) 1.1414(10) 0.1258(2) 0.032(3) Uani 1 d . . C33 C 0.8160(11) 1.0972(12) 0.1438(2) 0.038(3) Uani 1 d . . C34 C 0.6521(16) 0.9331(17) 0.1658(3) 0.075(5) Uani 1 d D . C35 C 0.5558(29) 0.9496(40) 0.1581(6) 0.310(34) Uani 0.85(3) d PD . C35' C 0.6261(144) 0.8125(58) 0.1706(25) 0.150 Uiso 0.15(3) d PD . C36 C 1.0944(15) 1.2626(17) 0.0172(2) 0.099(6) Uani 1 d . . H36A H 1.1469(15) 1.2407(17) 0.0266(2) 0.149 Uiso 1 calc R . H36B H 1.1406(15) 1.3530(17) 0.0139(2) 0.149 Uiso 1 calc R . H36C H 1.0731(15) 1.2152(17) 0.0029(2) 0.149 Uiso 1 calc R . C37 C 0.9733(13) 1.2297(12) 0.0303(2) 0.051(3) Uani 1 d . . C38 C 0.8701(13) 1.2430(12) 0.0240(2) 0.057(4) Uani 1 d . . H38A H 0.8580(13) 1.2758(12) 0.0101(2) 0.068 Uiso 1 calc R . C39 C 0.7881(11) 1.1967(10) 0.0431(2) 0.039(3) Uani 1 d . . C40 C 0.6659(12) 1.1956(10) 0.0469(2) 0.042(3) Uani 1 d . . C41 C 0.5236(14) 1.2608(14) 0.0328(3) 0.070(5) Uani 1 d D . C42 C 0.5151(31) 1.3395(31) 0.0169(6) 0.203(21) Uani 0.76(3) d PD . C42' C 0.4371(74) 1.1395(39) 0.0266(17) 0.150 Uiso 0.24(3) d PD . B2 B 1.0314(12) 1.1387(13) 0.0671(2) 0.042(4) Uani 1 d . . H10C H 1.1223(12) 1.1889(13) 0.0628(2) 0.051 Uiso 1 calc R . H101 H 0.6393(95) 1.0648(87) 0.1027(15) 0.012(29) Uiso 1 d . . H100 H 0.5573(84) 0.8207(83) 0.0633(14) 0.009(28) Uiso 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 0.0235(8) 0.0306(8) 0.0366(8) 0.0009(6) 0.0016(6) 0.0127(7) N1 0.027(5) 0.034(6) 0.038(6) 0.007(4) 0.009(4) 0.019(5) N2 0.025(5) 0.035(6) 0.040(6) 0.004(4) 0.010(4) 0.016(5) N3 0.009(5) 0.031(5) 0.048(6) 0.004(4) 0.004(4) 0.009(4) N4 0.036(6) 0.031(6) 0.041(6) 0.008(4) 0.006(5) 0.018(5) N5 0.011(5) 0.047(6) 0.045(6) -0.006(5) -0.002(4) 0.012(5) N6 0.018(5) 0.038(6) 0.060(7) 0.004(5) 0.008(5) 0.012(5) O1 0.069(8) 0.053(7) 0.232(15) 0.039(8) 0.020(8) 0.041(7) O2 0.051(6) 0.036(6) 0.088(7) 0.006(5) -0.001(5) 0.018(5) O3 0.038(5) 0.049(5) 0.058(6) 0.010(4) 0.019(4) 0.024(4) O4 0.039(5) 0.088(7) 0.070(7) 0.029(5) 0.011(4) 0.037(5) O5 0.054(6) 0.066(7) 0.051(6) 0.019(5) 0.005(4) 0.026(5) O6 0.054(6) 0.073(6) 0.045(6) -0.005(5) 0.016(4) 0.025(5) C1 0.056(9) 0.059(9) 0.070(9) 0.012(6) 0.015(7) 0.046(8) C2 0.032(7) 0.048(8) 0.039(7) 0.002(6) 0.016(5) 0.023(6) C3 0.050(8) 0.039(8) 0.051(8) 0.011(6) 0.011(6) 0.034(7) C4 0.049(8) 0.034(7) 0.041(7) 0.005(5) 0.009(6) 0.031(7) C5 0.063(11) 0.044(9) 0.074(10) 0.007(7) 0.023(8) 0.032(9) C6 0.077(16) 0.043(12) 0.199(27) -0.012(13) -0.015(16) -0.007(13) C7 0.228(46) 0.203(42) 0.366(66) 0.131(40) -0.115(39) -0.107(33) C8 0.041(8) 0.071(10) 0.101(11) 0.043(8) 0.038(7) 0.039(8) C9 0.030(7) 0.031(7) 0.059(8) 0.018(6) 0.020(6) 0.018(6) C10 0.046(8) 0.036(7) 0.032(7) 0.012(5) 0.012(6) 0.021(6) C11 0.020(6) 0.031(6) 0.052(8) 0.008(5) 0.004(5) 0.014(6) C12 0.047(8) 0.051(8) 0.029(7) 0.008(6) 0.007(6) 0.031(7) C13 0.036(9) 0.117(14) 0.129(15) 0.062(12) 0.014(9) 0.045(9) C14 0.186(29) 0.335(47) 0.221(35) 0.000(32) 0.026(27) 0.171(33) C15 0.052(9) 0.047(8) 0.069(9) -0.003(6) 0.001(7) 0.032(8) C16 0.018(7) 0.021(7) 0.079(10) -0.017(6) -0.011(6) 0.005(6) C17 0.039(8) 0.043(8) 0.049(8) -0.011(6) 0.001(6) 0.018(7) C18 0.021(6) 0.048(8) 0.041(7) -0.007(6) -0.003(5) 0.021(6) C19 0.042(8) 0.075(11) 0.032(7) -0.010(7) -0.008(6) 0.035(8) C20 0.073(11) 0.120(14) 0.061(10) -0.009(9) 0.028(9) 0.045(11) C21 0.121(22) 0.516(59) 0.115(21) 0.093(28) 0.036(16) 0.105(32) B1 0.025(7) 0.031(8) 0.044(8) 0.001(6) 0.007(6) 0.009(6) Cu2 0.0202(7) 0.0293(7) 0.0342(8) -0.0012(6) 0.0003(6) 0.0103(6) N7 0.025(6) 0.042(6) 0.033(5) 0.006(4) 0.014(4) 0.021(5) N8 0.035(6) 0.043(6) 0.036(6) -0.005(4) 0.005(4) 0.026(5) N9 0.019(5) 0.029(6) 0.041(6) -0.001(4) 0.007(4) 0.011(4) N10 0.022(5) 0.034(5) 0.030(5) -0.003(4) -0.006(4) 0.009(5) N11 0.036(6) 0.027(5) 0.039(6) 0.005(4) 0.003(5) 0.010(5) N12 0.028(6) 0.031(5) 0.038(6) 0.012(4) 0.012(4) 0.013(4) O7 0.067(7) 0.039(6) 0.148(10) 0.012(6) 0.024(6) 0.034(6) O8 0.035(5) 0.024(5) 0.073(6) -0.005(4) 0.009(4) 0.003(4) O9 0.068(6) 0.050(6) 0.057(6) -0.012(4) 0.007(4) 0.034(5) O10 0.049(5) 0.050(6) 0.041(5) 0.008(4) 0.017(4) 0.022(5) O11 0.032(5) 0.048(5) 0.055(6) 0.012(4) -0.006(4) 0.013(5) O12 0.061(6) 0.047(5) 0.061(6) 0.021(4) -0.014(5) 0.020(5) O13 0.029(5) 0.029(5) 0.033(4) -0.003(4) -0.002(3) 0.015(4) O14 0.029(5) 0.020(5) 0.043(5) -0.002(4) -0.001(4) 0.008(4) C22 0.032(8) 0.074(10) 0.073(10) -0.009(7) 0.004(6) 0.036(8) C23 0.035(7) 0.054(9) 0.033(7) -0.006(6) 0.006(5) 0.027(7) C24 0.036(7) 0.040(8) 0.066(9) -0.003(6) 0.005(6) 0.028(7) C25 0.053(8) 0.034(8) 0.036(7) 0.003(5) -0.002(6) 0.027(7) C26 0.061(10) 0.039(8) 0.052(8) 0.006(7) 0.020(7) 0.025(8) C27 0.055(10) 0.022(8) 0.102(13) -0.012(8) 0.000(8) -0.009(7) C28 0.181(38) 0.146(33) 0.408(71) 0.014(40) -0.012(41) 0.015(29) C29 0.031(7) 0.049(8) 0.052(8) -0.007(6) -0.008(6) 0.020(7) C30 0.023(7) 0.034(7) 0.068(9) -0.013(6) -0.011(6) 0.018(6) C31 0.029(7) 0.055(9) 0.059(9) -0.024(7) -0.014(6) 0.022(7) C32 0.033(7) 0.032(7) 0.038(7) -0.015(5) -0.008(5) 0.021(6) C33 0.036(7) 0.039(8) 0.035(7) -0.008(6) -0.011(5) 0.016(7) C34 0.072(12) 0.065(11) 0.074(11) 0.013(8) 0.031(9) 0.023(10) C35 0.342(66) 0.200(43) 0.324(59) 0.037(39) 0.234(52) 0.087(45) C36 0.099(13) 0.152(17) 0.056(10) 0.032(10) 0.054(9) 0.071(12) C37 0.060(9) 0.053(9) 0.039(8) 0.023(6) 0.024(6) 0.028(7) C38 0.071(10) 0.057(9) 0.038(8) 0.019(6) 0.000(7) 0.029(8) C39 0.052(8) 0.019(6) 0.028(7) 0.002(5) -0.003(6) 0.005(6) C40 0.041(8) 0.023(7) 0.047(9) 0.006(6) -0.019(6) 0.006(6) C41 0.059(10) 0.056(10) 0.106(13) 0.030(9) -0.017(9) 0.038(8) C42 0.126(29) 0.220(45) 0.205(40) 0.025(31) 0.014(25) 0.044(29) B2 0.018(7) 0.033(9) 0.051(9) -0.005(7) 0.000(6) -0.005(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 O13 1.926(7) . ? Cu1 O14 1.925(8) . ? Cu1 N5 2.014(9) . ? Cu1 N1 2.069(8) . ? Cu1 N3 2.401(8) . ? Cu1 Cu2 2.882(2) . ? N1 C4 1.331(13) . ? N1 N2 1.360(11) . ? N2 C2 1.342(13) . ? N2 B1 1.542(15) . ? N3 C11 1.333(12) . ? N3 N4 1.355(11) . ? N4 C9 1.372(13) . ? N4 B1 1.535(14) . ? N5 C18 1.355(12) . ? N5 N6 1.354(11) . ? N6 C16 1.376(13) . ? N6 B1 1.555(14) . ? O1 C5 1.188(14) . ? O2 C5 1.30(2) . ? O2 C6 1.48(2) . ? O3 C12 1.238(12) . ? O4 C12 1.343(13) . ? O4 C13 1.466(15) . ? O5 C19 1.203(14) . ? O6 C19 1.308(14) . ? O6 C20 1.458(14) . ? C1 C2 1.510(15) . ? C2 C3 1.367(15) . ? C3 C4 1.386(15) . ? C4 C5 1.50(2) . ? C6 C7 0.86(5) . ? C8 C9 1.504(14) . ? C9 C10 1.349(14) . ? C10 C11 1.392(14) . ? C11 C12 1.452(15) . ? C13 C14 1.34(3) . ? C15 C16 1.51(2) . ? C16 C17 1.35(2) . ? C17 C18 1.386(14) . ? C18 C19 1.48(2) . ? C20 C21 1.45(2) . ? Cu2 O14 1.925(7) . ? Cu2 O13 1.941(7) . ? Cu2 N9 2.028(9) . ? Cu2 N7 2.086(8) . ? Cu2 N11 2.400(9) . ? N7 C25 1.347(13) . ? N7 N8 1.374(12) . ? N8 C23 1.333(12) . ? N8 B2 1.57(2) . ? N9 C32 1.351(12) . ? N9 N10 1.361(11) . ? N10 C30 1.373(13) . ? N10 B2 1.528(15) . ? N11 C39 1.336(13) . ? N11 N12 1.359(12) . ? N12 C37 1.358(13) . ? N12 B2 1.54(2) . ? O7 C26 1.193(14) . ? O8 C26 1.315(15) . ? O8 C27 1.438(15) . ? O9 C33 1.202(12) . ? O10 C33 1.305(13) . ? O10 C34 1.46(2) . ? O11 C40 1.210(13) . ? O12 C40 1.364(13) . ? O12 C41 1.48(2) . ? C22 C23 1.509(15) . ? C23 C24 1.36(2) . ? C24 C25 1.409(15) . ? C25 C26 1.49(2) . ? C27 C28 1.346(10) . ? C27 C28' 1.349(11) . ? C28 C28' 1.89(12) . ? C29 C30 1.493(15) . ? C30 C31 1.37(2) . ? C31 C32 1.372(14) . ? C32 C33 1.493(15) . ? C34 C35 1.343(10) . ? C34 C35' 1.349(11) . ? C36 C37 1.50(2) . ? C37 C38 1.38(2) . ? C38 C39 1.386(15) . ? C39 C40 1.48(2) . ? C41 C42' 1.347(11) . ? C41 C42 1.353(10) . ? 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 O13 Cu1 O14 83.5(3) . . ? O13 Cu1 N5 173.2(4) . . ? O14 Cu1 N5 92.3(3) . . ? O13 Cu1 N1 97.6(3) . . ? O14 Cu1 N1 168.7(3) . . ? N5 Cu1 N1 87.6(3) . . ? O13 Cu1 N3 91.0(3) . . ? O14 Cu1 N3 101.1(3) . . ? N5 Cu1 N3 84.6(3) . . ? N1 Cu1 N3 90.2(3) . . ? O13 Cu1 Cu2 42.0(2) . . ? O14 Cu1 Cu2 41.5(2) . . ? N5 Cu1 Cu2 133.4(3) . . ? N1 Cu1 Cu2 138.8(2) . . ? N3 Cu1 Cu2 96.7(2) . . ? C4 N1 N2 106.5(9) . . ? C4 N1 Cu1 136.6(7) . . ? N2 N1 Cu1 115.3(6) . . ? C2 N2 N1 110.0(9) . . ? C2 N2 B1 127.6(9) . . ? N1 N2 B1 122.4(9) . . ? C11 N3 N4 104.5(8) . . ? C11 N3 Cu1 136.4(7) . . ? N4 N3 Cu1 109.4(6) . . ? N3 N4 C9 110.9(8) . . ? N3 N4 B1 119.9(8) . . ? C9 N4 B1 128.8(9) . . ? C18 N5 N6 106.2(9) . . ? C18 N5 Cu1 130.6(7) . . ? N6 N5 Cu1 118.2(7) . . ? N5 N6 C16 109.6(9) . . ? N5 N6 B1 119.4(9) . . ? C16 N6 B1 130.9(10) . . ? C5 O2 C6 113.4(14) . . ? C12 O4 C13 113.3(10) . . ? C19 O6 C20 116.6(11) . . ? N2 C2 C3 107.7(9) . . ? N2 C2 C1 124.8(10) . . ? C3 C2 C1 127.5(10) . . ? C2 C3 C4 105.9(10) . . ? N1 C4 C3 109.8(10) . . ? N1 C4 C5 126.0(10) . . ? C3 C4 C5 124.1(11) . . ? O1 C5 O2 125.8(14) . . ? O1 C5 C4 119.9(14) . . ? O2 C5 C4 114.3(12) . . ? C7 C6 O2 115.6(53) . . ? C10 C9 N4 107.5(9) . . ? C10 C9 C8 130.5(11) . . ? N4 C9 C8 122.1(10) . . ? C9 C10 C11 105.1(10) . . ? N3 C11 C10 112.1(10) . . ? N3 C11 C12 120.5(10) . . ? C10 C11 C12 127.4(11) . . ? O3 C12 O4 121.2(10) . . ? O3 C12 C11 126.6(11) . . ? O4 C12 C11 112.2(10) . . ? C14 C13 O4 103.3(17) . . ? C17 C16 N6 107.8(10) . . ? C17 C16 C15 131.1(11) . . ? N6 C16 C15 121.0(11) . . ? C16 C17 C18 106.8(10) . . ? N5 C18 C17 109.6(10) . . ? N5 C18 C19 120.1(10) . . ? C17 C18 C19 130.0(11) . . ? O5 C19 O6 125.1(12) . . ? O5 C19 C18 124.7(12) . . ? O6 C19 C18 110.2(12) . . ? C21 C20 O6 110.8(14) . . ? N4 B1 N2 110.4(9) . . ? N4 B1 N6 109.0(9) . . ? N2 B1 N6 107.9(9) . . ? O14 Cu2 O13 83.1(3) . . ? O14 Cu2 N9 170.4(4) . . ? O13 Cu2 N9 93.6(3) . . ? O14 Cu2 N7 96.1(3) . . ? O13 Cu2 N7 167.6(3) . . ? N9 Cu2 N7 89.1(3) . . ? O14 Cu2 N11 88.8(3) . . ? O13 Cu2 N11 101.7(3) . . ? N9 Cu2 N11 83.0(3) . . ? N7 Cu2 N11 90.6(3) . . ? O14 Cu2 Cu1 41.5(2) . . ? O13 Cu2 Cu1 41.6(2) . . ? N9 Cu2 Cu1 134.8(2) . . ? N7 Cu2 Cu1 135.8(3) . . ? N11 Cu2 Cu1 98.3(2) . . ? C25 N7 N8 104.8(8) . . ? C25 N7 Cu2 137.2(8) . . ? N8 N7 Cu2 116.5(6) . . ? C23 N8 N7 110.8(9) . . ? C23 N8 B2 129.5(10) . . ? N7 N8 B2 119.6(8) . . ? C32 N9 N10 105.4(8) . . ? C32 N9 Cu2 133.3(7) . . ? N10 N9 Cu2 115.7(6) . . ? N9 N10 C30 110.3(9) . . ? N9 N10 B2 122.8(8) . . ? C30 N10 B2 126.4(9) . . ? C39 N11 N12 105.2(9) . . ? C39 N11 Cu2 133.0(7) . . ? N12 N11 Cu2 107.9(6) . . ? N11 N12 C37 110.4(9) . . ? N11 N12 B2 119.5(9) . . ? C37 N12 B2 130.1(10) . . ? C26 O8 C27 114.5(11) . . ? C33 O10 C34 115.1(10) . . ? C40 O12 C41 111.4(10) . . ? Cu1 O13 Cu2 96.4(3) . . ? Cu1 O14 Cu2 97.0(3) . . ? N8 C23 C24 109.1(10) . . ? N8 C23 C22 123.0(11) . . ? C24 C23 C22 127.9(10) . . ? C23 C24 C25 104.9(10) . . ? N7 C25 C24 110.5(11) . . ? N7 C25 C26 125.6(11) . . ? C24 C25 C26 123.9(11) . . ? O7 C26 O8 124.8(13) . . ? O7 C26 C25 120.6(13) . . ? O8 C26 C25 114.0(11) . . ? C28 C27 C28' 89.0(74) . . ? C28 C27 O8 104.2(21) . . ? C28' C27 O8 96.8(75) . . ? C27 C28 C28' 45.6(37) . . ? C27 C28' C28 45.4(37) . . ? C31 C30 N10 107.0(10) . . ? C31 C30 C29 130.5(10) . . ? N10 C30 C29 122.4(11) . . ? C30 C31 C32 106.2(10) . . ? N9 C32 C31 111.2(10) . . ? N9 C32 C33 123.6(9) . . ? C31 C32 C33 125.1(10) . . ? O9 C33 O10 124.5(11) . . ? O9 C33 C32 119.2(11) . . ? O10 C33 C32 116.1(10) . . ? C35 C34 C35' 118.2(71) . . ? C35 C34 O10 112.3(22) . . ? C35' C34 O10 101.9(66) . . ? N12 C37 C38 108.0(10) . . ? N12 C37 C36 121.4(12) . . ? C38 C37 C36 130.6(12) . . ? C37 C38 C39 104.4(11) . . ? N11 C39 C38 112.0(12) . . ? N11 C39 C40 119.1(10) . . ? C38 C39 C40 128.6(11) . . ? O11 C40 O12 122.8(12) . . ? O11 C40 C39 127.1(10) . . ? O12 C40 C39 110.1(11) . . ? C42' C41 C42 107.2(48) . . ? C42' C41 O12 98.7(46) . . ? C42 C41 O12 110.0(20) . . ? N10 B2 N12 109.7(10) . . ? N10 B2 N8 107.9(9) . . ? N12 B2 N8 109.1(9) . . ? _refine_diff_density_max 0.460 _refine_diff_density_min -0.625 _refine_diff_density_rms 0.102 data_xl10 _database_code_CSD 186439 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C38 H44 B2 N13 Ni O12' _chemical_formula_weight 955.19 _chemical_melting_point ? _chemical_compound_source ? 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' 'B' 'B' 0.0013 0.0007 '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 P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 19.325(4) _cell_length_b 11.299(2) _cell_length_c 19.940(4) _cell_angle_alpha 90.00 _cell_angle_beta 92.51(3) _cell_angle_gamma 90.00 _cell_volume 4349.8(15) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 9862 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description needle _exptl_crystal_colour 'pale blue' _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.459 _exptl_crystal_density_method ? _exptl_crystal_F_000 1988 _exptl_absorpt_coefficient_mu 0.523 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Nonius kappa CCD' _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17148 _diffrn_reflns_av_R_equivalents 0.0359 _diffrn_reflns_av_sigmaI/netI 0.0667 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 27.49 _reflns_number_total 9944 _reflns_number_observed 6515 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 1 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0630P)^2^+6.5146P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef n/a _refine_ls_number_reflns 9943 _refine_ls_number_parameters 595 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1011 _refine_ls_R_factor_obs 0.0549 _refine_ls_wR_factor_all 0.1519 _refine_ls_wR_factor_obs 0.1298 _refine_ls_goodness_of_fit_all 1.008 _refine_ls_goodness_of_fit_obs 1.079 _refine_ls_restrained_S_all 1.009 _refine_ls_restrained_S_obs 1.079 _refine_ls_shift/esd_max -0.008 _refine_ls_shift/esd_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Ni1 Ni -0.00066(2) 0.28890(3) 0.24737(2) 0.01805(11) Uani 1 d . . N1 N -0.11001(13) 0.2846(2) 0.24123(12) 0.0210(5) Uani 1 d . . N2 N -0.14020(13) 0.2325(2) 0.29447(12) 0.0222(6) Uani 1 d . . N3 N -0.00187(13) 0.3326(2) 0.35081(12) 0.0236(6) Uani 1 d . . N4 N -0.04847(14) 0.2715(2) 0.38703(12) 0.0241(6) Uani 1 d . . N5 N -0.00216(12) 0.1036(2) 0.27805(12) 0.0191(5) Uani 1 d . . N6 N -0.04957(13) 0.0798(2) 0.32513(12) 0.0207(5) Uani 1 d . . N7 N 0.11178(12) 0.3017(2) 0.25061(12) 0.0195(5) Uani 1 d . . N8 N 0.13659(13) 0.3539(2) 0.19476(12) 0.0201(5) Uani 1 d . . N9 N -0.00384(12) 0.4696(2) 0.21757(12) 0.0200(5) Uani 1 d . . N10 N 0.03972(12) 0.4973(2) 0.16804(12) 0.0201(5) Uani 1 d . . N11 N 0.00291(12) 0.2346(2) 0.14691(12) 0.0193(5) Uani 1 d . . N12 N 0.04392(13) 0.3006(2) 0.10789(11) 0.0193(5) Uani 1 d . . O1 O -0.10167(12) 0.4095(2) 0.11006(12) 0.0384(6) Uani 1 d . . O2 O -0.21587(11) 0.3800(2) 0.09926(11) 0.0335(6) Uani 1 d . . O3 O 0.15055(14) 0.4671(3) 0.41426(15) 0.0536(8) Uani 1 d . . O4 O 0.08415(12) 0.5428(2) 0.33025(12) 0.0356(6) Uani 1 d . . O5 O 0.11049(12) -0.1212(2) 0.21596(14) 0.0415(6) Uani 1 d . . O6 O 0.10923(12) 0.0713(2) 0.19047(11) 0.0308(5) Uani 1 d . . O7 O 0.22211(12) 0.2016(2) 0.38927(11) 0.0355(6) Uani 1 d . . O8 O 0.11012(11) 0.1605(2) 0.36795(10) 0.0291(5) Uani 1 d . . O9 O -0.10917(14) 0.6895(2) 0.29416(15) 0.0493(7) Uani 1 d . . O10 O -0.10619(13) 0.4977(2) 0.31633(12) 0.0411(7) Uani 1 d . . O11 O -0.04707(14) -0.0577(2) 0.11155(13) 0.0418(6) Uani 1 d . . O12 O -0.11323(11) 0.0666(2) 0.16795(11) 0.0291(5) Uani 1 d . . C1 C -0.2575(2) 0.1767(3) 0.3343(2) 0.0343(8) Uani 1 d . . H1A H -0.2307(2) 0.1471(3) 0.3724(2) 0.080 Uiso 1 d R . H1B H -0.2893(2) 0.2357(3) 0.3489(2) 0.080 Uiso 1 d R . H1C H -0.2829(2) 0.1128(3) 0.3132(2) 0.080 Uiso 1 d R . C2 C -0.2104(2) 0.2304(3) 0.2852(2) 0.0252(7) Uani 1 d . . C3 C -0.2264(2) 0.2837(3) 0.2243(2) 0.0258(7) Uani 1 d . . H3A H -0.2716(2) 0.2958(3) 0.2037(2) 0.080 Uiso 1 d R . C4 C -0.1627(2) 0.3158(3) 0.19842(15) 0.0217(6) Uani 1 d . . C5 C -0.1535(2) 0.3729(3) 0.1328(2) 0.0234(7) Uani 1 d . . C6 C -0.2154(2) 0.4373(4) 0.0344(2) 0.0430(10) Uani 1 d . . H6A H -0.2615(2) 0.4389(4) 0.0145(2) 0.080 Uiso 1 d R . H6B H -0.1985(2) 0.5168(4) 0.0398(2) 0.080 Uiso 1 d R . H6C H -0.1856(2) 0.3941(4) 0.0058(2) 0.080 Uiso 1 d R . C7 C -0.0830(2) 0.2430(4) 0.5063(2) 0.0450(10) Uani 1 d . . H7A H -0.1176(2) 0.1926(4) 0.4853(2) 0.080 Uiso 1 d R . H7B H -0.0549(2) 0.1978(4) 0.5378(2) 0.080 Uiso 1 d R . H7C H -0.1052(2) 0.3062(4) 0.5294(2) 0.080 Uiso 1 d R . C8 C -0.0386(2) 0.2942(3) 0.4540(2) 0.0314(8) Uani 1 d . . C9 C 0.0163(2) 0.3697(3) 0.4613(2) 0.0342(8) Uani 1 d . . H9A H 0.0363(2) 0.4013(3) 0.5024(2) 0.080 Uiso 1 d R . C10 C 0.0372(2) 0.3929(3) 0.3963(2) 0.0289(7) Uani 1 d . . C11 C 0.0970(2) 0.4691(3) 0.3813(2) 0.0311(8) Uani 1 d . . C12 C 0.1418(2) 0.6146(3) 0.3100(2) 0.0405(9) Uani 1 d . . H12A H 0.1270(2) 0.6646(3) 0.2732(2) 0.080 Uiso 1 d R . H12B H 0.1582(2) 0.6628(3) 0.3470(2) 0.080 Uiso 1 d R . H12C H 0.1784(2) 0.5638(3) 0.2964(2) 0.080 Uiso 1 d R . C13 C -0.0923(2) -0.0881(3) 0.3951(2) 0.0356(8) Uani 1 d . . H13A H -0.1233(2) -0.0286(3) 0.4106(2) 0.080 Uiso 1 d R . H13B H -0.1187(2) -0.1519(3) 0.3750(2) 0.080 Uiso 1 d R . H13C H -0.0644(2) -0.1177(3) 0.4324(2) 0.080 Uiso 1 d R . C14 C -0.0458(2) -0.0357(3) 0.34443(14) 0.0231(7) Uani 1 d . . C15 C 0.0048(2) -0.0890(3) 0.3093(2) 0.0262(7) Uani 1 d . . H15A H 0.0200(2) -0.1697(3) 0.3125(2) 0.080 Uiso 1 d R . C16 C 0.0307(2) 0.0004(3) 0.26868(14) 0.0217(6) Uani 1 d . . C17 C 0.0872(2) -0.0229(3) 0.2226(2) 0.0235(7) Uani 1 d . . C18 C 0.1607(2) 0.0500(3) 0.1414(2) 0.0394(9) Uani 1 d . . H18A H 0.1734(2) 0.1234(3) 0.1210(2) 0.080 Uiso 1 d R . H18B H 0.2008(2) 0.0150(3) 0.1634(2) 0.080 Uiso 1 d R . H18C H 0.1423(2) -0.0029(3) 0.1074(2) 0.080 Uiso 1 d R . C19 C 0.2490(2) 0.4043(4) 0.1430(2) 0.0376(9) Uani 1 d . . H19A H 0.2188(2) 0.4346(4) 0.1076(2) 0.080 Uiso 1 d R . H19B H 0.2783(2) 0.4667(4) 0.1604(2) 0.080 Uiso 1 d R . H19C H 0.2771(2) 0.3422(4) 0.1258(2) 0.080 Uiso 1 d R . C20 C 0.2071(2) 0.3559(3) 0.1975(2) 0.0247(7) Uani 1 d . . C21 C 0.2289(2) 0.3042(3) 0.2575(2) 0.0259(7) Uani 1 d . . H21A H 0.2758(2) 0.2932(3) 0.2743(2) 0.080 Uiso 1 d R . C22 C 0.1684(2) 0.2715(3) 0.28837(15) 0.0225(7) Uani 1 d . . C23 C 0.1703(2) 0.2092(3) 0.35356(15) 0.0234(7) Uani 1 d . . C24 C 0.1081(2) 0.1040(3) 0.4323(2) 0.0354(8) Uani 1 d . . H24A H 0.0630(2) 0.0712(3) 0.4382(2) 0.080 Uiso 1 d R . H24B H 0.1421(2) 0.0420(3) 0.4351(2) 0.080 Uiso 1 d R . H24C H 0.1183(2) 0.1616(3) 0.4667(2) 0.080 Uiso 1 d R . C25 C 0.0765(2) 0.6710(3) 0.0985(2) 0.0312(8) Uani 1 d . . H25A H 0.0646(2) 0.7533(3) 0.0945(2) 0.080 Uiso 1 d R . H25B H 0.1249(2) 0.6634(3) 0.1108(2) 0.080 Uiso 1 d R . H25C H 0.0668(2) 0.6322(3) 0.0563(2) 0.080 Uiso 1 d R . C26 C 0.0341(2) 0.6136(3) 0.1509(2) 0.0234(7) Uani 1 d . . C27 C -0.0145(2) 0.6628(3) 0.1902(2) 0.0254(7) Uani 1 d . . H27A H -0.0309(2) 0.7430(3) 0.1890(2) 0.080 Uiso 1 d R . C28 C -0.0368(2) 0.5717(3) 0.23110(15) 0.0228(7) Uani 1 d . . C29 C -0.0870(2) 0.5919(3) 0.2834(2) 0.0253(7) Uani 1 d . . C30 C -0.1548(2) 0.5166(4) 0.3684(2) 0.0407(9) Uani 1 d . . H30A H -0.1654(2) 0.4427(4) 0.3893(2) 0.080 Uiso 1 d R . H30B H -0.1349(2) 0.5700(4) 0.4014(2) 0.080 Uiso 1 d R . H30C H -0.1965(2) 0.5505(4) 0.3487(2) 0.080 Uiso 1 d R . C31 C 0.0863(2) 0.3086(3) -0.00968(15) 0.0304(8) Uani 1 d . . H31A H 0.1089(2) 0.3790(3) 0.00702(15) 0.080 Uiso 1 d R . H31B H 0.1204(2) 0.2531(3) -0.02359(15) 0.080 Uiso 1 d R . H31C H 0.0558(2) 0.3284(3) -0.04727(15) 0.080 Uiso 1 d R . C32 C 0.0455(2) 0.2554(3) 0.04466(15) 0.0234(7) Uani 1 d . . C33 C 0.0052(2) 0.1549(3) 0.04337(15) 0.0258(7) Uani 1 d . . H33A H -0.0036(2) 0.1025(3) 0.00606(15) 0.080 Uiso 1 d R . C34 C -0.0201(2) 0.1453(3) 0.10756(15) 0.0222(6) Uani 1 d . . C35 C -0.0610(2) 0.0413(3) 0.12935(15) 0.0242(7) Uani 1 d . . C36 C -0.1512(2) -0.0345(3) 0.1916(2) 0.0317(8) Uani 1 d . . H36A H -0.1880(2) -0.0083(3) 0.2189(2) 0.080 Uiso 1 d R . H36B H -0.1703(2) -0.0783(3) 0.1539(2) 0.080 Uiso 1 d R . H36C H -0.1202(2) -0.0844(3) 0.2178(2) 0.080 Uiso 1 d R . B1 B -0.0959(2) 0.1782(3) 0.3524(2) 0.0237(8) Uani 1 d . . B2 B 0.0873(2) 0.4036(3) 0.1385(2) 0.0206(7) Uani 1 d . . N13 N 0.7650(2) -0.1199(4) 0.0168(2) 0.0636(11) Uani 1 d . . C37 C 0.7752(2) -0.0209(5) 0.0129(2) 0.0494(11) Uani 1 d . . C38 C 0.7878(2) 0.1062(4) 0.0093(2) 0.0576(12) Uani 1 d . . H100 H 0.1198 0.4381 0.0981 0.050 Uiso 1 d . . H101 H -0.1306 0.1400 0.3941 0.050 Uiso 1 d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0196(2) 0.0178(2) 0.0169(2) 0.0010(2) 0.00219(14) -0.0003(2) N1 0.0224(13) 0.0206(13) 0.0203(12) 0.0028(11) 0.0049(10) 0.0003(11) N2 0.0239(13) 0.0213(14) 0.0219(13) 0.0035(11) 0.0062(10) 0.0002(11) N3 0.0258(14) 0.0220(14) 0.0231(13) -0.0001(11) 0.0015(11) 0.0001(11) N4 0.0315(15) 0.0223(14) 0.0188(13) 0.0017(11) 0.0045(11) 0.0035(12) N5 0.0191(12) 0.0187(13) 0.0196(12) -0.0002(10) 0.0030(10) 0.0005(10) N6 0.0259(13) 0.0203(13) 0.0161(12) 0.0034(10) 0.0037(10) -0.0001(11) N7 0.0197(13) 0.0205(13) 0.0185(12) 0.0014(10) 0.0025(10) -0.0006(10) N8 0.0221(13) 0.0180(13) 0.0203(12) 0.0009(10) 0.0029(10) 0.0001(11) N9 0.0209(13) 0.0191(13) 0.0202(12) 0.0012(11) 0.0028(10) 0.0013(11) N10 0.0221(13) 0.0193(13) 0.0191(12) 0.0028(10) 0.0025(10) -0.0025(11) N11 0.0195(13) 0.0185(13) 0.0201(13) 0.0005(10) 0.0040(10) -0.0004(10) N12 0.0235(13) 0.0184(13) 0.0162(12) 0.0030(10) 0.0031(10) -0.0006(11) O1 0.0243(12) 0.057(2) 0.0335(13) 0.0207(12) -0.0011(10) -0.0038(12) O2 0.0235(12) 0.051(2) 0.0259(12) 0.0094(11) -0.0029(9) -0.0063(11) O3 0.045(2) 0.054(2) 0.060(2) 0.0075(15) -0.0231(14) -0.0089(14) O4 0.0331(13) 0.0327(14) 0.0401(14) 0.0046(11) -0.0068(11) -0.0059(11) O5 0.0340(14) 0.0243(13) 0.067(2) -0.0003(12) 0.0177(12) 0.0056(11) O6 0.0363(13) 0.0243(12) 0.0327(12) 0.0011(10) 0.0134(10) 0.0067(10) O7 0.0330(13) 0.0416(15) 0.0309(12) 0.0085(11) -0.0102(10) -0.0035(11) O8 0.0276(12) 0.0371(14) 0.0223(11) 0.0100(10) -0.0037(9) -0.0027(10) O9 0.049(2) 0.0279(14) 0.073(2) -0.0061(13) 0.0303(15) 0.0031(12) O10 0.054(2) 0.0282(13) 0.0439(15) 0.0065(12) 0.0291(12) 0.0120(12) O11 0.060(2) 0.0230(13) 0.0436(15) -0.0060(11) 0.0206(13) -0.0081(12) O12 0.0289(12) 0.0240(12) 0.0348(12) 0.0001(10) 0.0058(10) -0.0046(10) C1 0.028(2) 0.038(2) 0.037(2) 0.009(2) 0.0092(15) 0.000(2) C2 0.024(2) 0.024(2) 0.028(2) 0.0008(14) 0.0059(13) 0.0020(13) C3 0.025(2) 0.025(2) 0.028(2) 0.0007(14) 0.0019(13) 0.0021(14) C4 0.023(2) 0.017(2) 0.025(2) -0.0009(13) 0.0014(12) 0.0008(12) C5 0.022(2) 0.022(2) 0.026(2) -0.0018(13) -0.0002(13) 0.0023(13) C6 0.036(2) 0.070(3) 0.022(2) 0.010(2) -0.0060(15) -0.008(2) C7 0.069(3) 0.046(2) 0.021(2) -0.002(2) 0.013(2) -0.005(2) C8 0.047(2) 0.028(2) 0.019(2) -0.0032(14) 0.0045(14) 0.007(2) C9 0.049(2) 0.030(2) 0.024(2) -0.0084(15) -0.005(2) 0.005(2) C10 0.035(2) 0.023(2) 0.028(2) -0.0078(14) -0.0031(14) 0.0040(14) C11 0.034(2) 0.025(2) 0.034(2) -0.008(2) -0.005(2) 0.0023(15) C12 0.035(2) 0.034(2) 0.053(2) 0.002(2) 0.000(2) -0.009(2) C13 0.054(2) 0.024(2) 0.029(2) 0.0069(15) 0.012(2) -0.002(2) C14 0.030(2) 0.020(2) 0.0182(15) 0.0028(13) -0.0028(13) -0.0025(13) C15 0.031(2) 0.022(2) 0.026(2) 0.0004(14) -0.0002(13) 0.0013(14) C16 0.024(2) 0.021(2) 0.0196(15) -0.0013(13) -0.0034(12) 0.0005(13) C17 0.0189(15) 0.023(2) 0.028(2) -0.0019(14) -0.0031(12) -0.0002(13) C18 0.036(2) 0.038(2) 0.046(2) -0.002(2) 0.020(2) 0.004(2) C19 0.024(2) 0.048(2) 0.042(2) 0.013(2) 0.0063(15) 0.002(2) C20 0.023(2) 0.023(2) 0.028(2) 0.0027(14) 0.0031(13) 0.0013(13) C21 0.022(2) 0.025(2) 0.030(2) 0.0020(14) -0.0014(13) -0.0006(13) C22 0.025(2) 0.021(2) 0.022(2) -0.0001(13) -0.0026(12) 0.0020(13) C23 0.026(2) 0.022(2) 0.022(2) -0.0020(13) -0.0015(13) 0.0014(13) C24 0.038(2) 0.043(2) 0.024(2) 0.013(2) -0.0016(14) 0.002(2) C25 0.036(2) 0.023(2) 0.035(2) 0.0087(15) 0.0046(15) -0.0002(15) C26 0.025(2) 0.017(2) 0.028(2) 0.0040(13) -0.0023(13) -0.0025(13) C27 0.027(2) 0.019(2) 0.030(2) -0.0013(14) 0.0000(13) 0.0023(13) C28 0.023(2) 0.021(2) 0.024(2) 0.0004(13) -0.0013(12) 0.0009(13) C29 0.020(2) 0.024(2) 0.032(2) -0.0040(14) -0.0011(13) 0.0005(13) C30 0.044(2) 0.041(2) 0.039(2) 0.001(2) 0.022(2) 0.007(2) C31 0.037(2) 0.036(2) 0.019(2) 0.0011(14) 0.0068(13) -0.004(2) C32 0.028(2) 0.025(2) 0.0179(15) 0.0022(13) 0.0026(12) 0.0025(14) C33 0.032(2) 0.025(2) 0.021(2) -0.0021(13) 0.0007(13) -0.0022(14) C34 0.025(2) 0.020(2) 0.0208(15) 0.0006(13) -0.0003(12) 0.0000(13) C35 0.031(2) 0.023(2) 0.0180(15) -0.0014(13) -0.0019(13) -0.0026(14) C36 0.030(2) 0.031(2) 0.034(2) 0.003(2) 0.0041(14) -0.010(2) B1 0.027(2) 0.024(2) 0.021(2) 0.0006(15) 0.0040(14) 0.001(2) B2 0.024(2) 0.019(2) 0.020(2) 0.0015(14) 0.0025(13) -0.0008(14) N13 0.064(3) 0.074(3) 0.054(2) 0.017(2) 0.018(2) 0.017(2) C37 0.040(2) 0.077(4) 0.032(2) 0.012(2) 0.009(2) 0.019(2) C38 0.064(3) 0.063(3) 0.046(2) 0.002(2) -0.002(2) 0.000(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 N11 2.099(2) . ? Ni1 N1 2.112(3) . ? Ni1 N3 2.122(3) . ? Ni1 N9 2.126(3) . ? Ni1 N7 2.176(2) . ? Ni1 N5 2.181(3) . ? N1 C4 1.347(4) . ? N1 N2 1.367(3) . ? N2 C2 1.361(4) . ? N2 B1 1.535(4) . ? N3 C10 1.341(4) . ? N3 N4 1.366(4) . ? N4 C8 1.364(4) . ? N4 B1 1.541(5) . ? N5 C16 1.345(4) . ? N5 N6 1.367(3) . ? N6 C14 1.361(4) . ? N6 B1 1.542(4) . ? N7 C22 1.345(4) . ? N7 N8 1.366(3) . ? N8 C20 1.362(4) . ? N8 B2 1.546(4) . ? N9 C28 1.351(4) . ? N9 N10 1.362(3) . ? N10 C26 1.361(4) . ? N10 B2 1.536(4) . ? N11 C34 1.342(4) . ? N11 N12 1.358(3) . ? N12 C32 1.362(4) . ? N12 B2 1.544(4) . ? O1 C5 1.192(4) . ? O2 C5 1.355(4) . ? O2 C6 1.447(4) . ? O3 C11 1.202(4) . ? O4 C11 1.329(4) . ? O4 C12 1.450(4) . ? O5 C17 1.209(4) . ? O6 C17 1.323(4) . ? O6 C18 1.446(4) . ? O7 C23 1.206(4) . ? O8 C23 1.329(4) . ? O8 C24 1.435(4) . ? O9 C29 1.206(4) . ? O10 C29 1.314(4) . ? O10 C30 1.446(4) . ? O11 C35 1.207(4) . ? O12 C35 1.328(4) . ? O12 C36 1.449(4) . ? C1 C2 1.496(4) . ? C2 C3 1.378(4) . ? C3 C4 1.403(4) . ? C4 C5 1.476(4) . ? C7 C8 1.497(5) . ? C8 C9 1.364(5) . ? C9 C10 1.399(5) . ? C10 C11 1.482(5) . ? C13 C14 1.504(4) . ? C14 C15 1.367(4) . ? C15 C16 1.401(4) . ? C16 C17 1.480(4) . ? C19 C20 1.488(4) . ? C20 C21 1.380(4) . ? C21 C22 1.395(4) . ? C22 C23 1.477(4) . ? C25 C26 1.503(4) . ? C26 C27 1.368(4) . ? C27 C28 1.393(4) . ? C28 C29 1.471(4) . ? C31 C32 1.494(4) . ? C32 C33 1.377(4) . ? C33 C34 1.394(4) . ? C34 C35 1.491(4) . ? N13 C37 1.139(6) . ? C37 C38 1.459(7) . ? 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 N11 Ni1 N1 90.72(10) . . ? N11 Ni1 N3 176.24(10) . . ? N1 Ni1 N3 90.47(10) . . ? N11 Ni1 N9 90.91(9) . . ? N1 Ni1 N9 89.39(9) . . ? N3 Ni1 N9 92.67(10) . . ? N11 Ni1 N7 88.47(9) . . ? N1 Ni1 N7 177.04(9) . . ? N3 Ni1 N7 90.52(10) . . ? N9 Ni1 N7 87.77(9) . . ? N11 Ni1 N5 89.34(9) . . ? N1 Ni1 N5 88.20(9) . . ? N3 Ni1 N5 87.13(9) . . ? N9 Ni1 N5 177.59(9) . . ? N7 Ni1 N5 94.63(9) . . ? C4 N1 N2 105.6(2) . . ? C4 N1 Ni1 139.2(2) . . ? N2 N1 Ni1 115.1(2) . . ? C2 N2 N1 111.0(2) . . ? C2 N2 B1 128.0(3) . . ? N1 N2 B1 120.9(2) . . ? C10 N3 N4 105.3(2) . . ? C10 N3 Ni1 138.2(2) . . ? N4 N3 Ni1 115.6(2) . . ? C8 N4 N3 110.8(3) . . ? C8 N4 B1 128.5(3) . . ? N3 N4 B1 120.1(2) . . ? C16 N5 N6 105.0(2) . . ? C16 N5 Ni1 141.4(2) . . ? N6 N5 Ni1 113.6(2) . . ? C14 N6 N5 110.8(2) . . ? C14 N6 B1 128.0(3) . . ? N5 N6 B1 121.1(2) . . ? C22 N7 N8 105.1(2) . . ? C22 N7 Ni1 141.9(2) . . ? N8 N7 Ni1 113.0(2) . . ? C20 N8 N7 111.1(2) . . ? C20 N8 B2 127.4(2) . . ? N7 N8 B2 121.5(2) . . ? C28 N9 N10 105.1(2) . . ? C28 N9 Ni1 140.6(2) . . ? N10 N9 Ni1 114.3(2) . . ? C26 N10 N9 111.0(2) . . ? C26 N10 B2 127.7(3) . . ? N9 N10 B2 121.3(2) . . ? C34 N11 N12 105.4(2) . . ? C34 N11 Ni1 138.9(2) . . ? N12 N11 Ni1 115.5(2) . . ? N11 N12 C32 111.2(2) . . ? N11 N12 B2 120.5(2) . . ? C32 N12 B2 127.9(2) . . ? C5 O2 C6 115.3(2) . . ? C11 O4 C12 116.4(3) . . ? C17 O6 C18 116.1(3) . . ? C23 O8 C24 115.8(2) . . ? C29 O10 C30 116.5(3) . . ? C35 O12 C36 115.3(3) . . ? N2 C2 C3 107.3(3) . . ? N2 C2 C1 123.3(3) . . ? C3 C2 C1 129.4(3) . . ? C2 C3 C4 105.7(3) . . ? N1 C4 C3 110.5(3) . . ? N1 C4 C5 124.0(3) . . ? C3 C4 C5 125.5(3) . . ? O1 C5 O2 122.4(3) . . ? O1 C5 C4 128.7(3) . . ? O2 C5 C4 109.0(3) . . ? C9 C8 N4 107.3(3) . . ? C9 C8 C7 129.4(3) . . ? N4 C8 C7 123.3(3) . . ? C8 C9 C10 105.9(3) . . ? N3 C10 C9 110.7(3) . . ? N3 C10 C11 125.4(3) . . ? C9 C10 C11 123.7(3) . . ? O3 C11 O4 123.9(3) . . ? O3 C11 C10 122.6(3) . . ? O4 C11 C10 113.4(3) . . ? N6 C14 C15 107.9(3) . . ? N6 C14 C13 122.8(3) . . ? C15 C14 C13 129.3(3) . . ? C14 C15 C16 105.1(3) . . ? N5 C16 C15 111.2(3) . . ? N5 C16 C17 127.3(3) . . ? C15 C16 C17 121.5(3) . . ? O5 C17 O6 123.8(3) . . ? O5 C17 C16 121.3(3) . . ? O6 C17 C16 114.8(3) . . ? N8 C20 C21 107.2(3) . . ? N8 C20 C19 123.5(3) . . ? C21 C20 C19 129.3(3) . . ? C20 C21 C22 105.3(3) . . ? N7 C22 C21 111.3(3) . . ? N7 C22 C23 127.0(3) . . ? C21 C22 C23 121.7(3) . . ? O7 C23 O8 123.7(3) . . ? O7 C23 C22 122.8(3) . . ? O8 C23 C22 113.5(3) . . ? N10 C26 C27 107.3(3) . . ? N10 C26 C25 123.4(3) . . ? C27 C26 C25 129.2(3) . . ? C26 C27 C28 105.9(3) . . ? N9 C28 C27 110.7(3) . . ? N9 C28 C29 127.2(3) . . ? C27 C28 C29 122.0(3) . . ? O9 C29 O10 122.8(3) . . ? O9 C29 C28 121.3(3) . . ? O10 C29 C28 116.0(3) . . ? N12 C32 C33 106.9(3) . . ? N12 C32 C31 123.7(3) . . ? C33 C32 C31 129.4(3) . . ? C32 C33 C34 105.5(3) . . ? N11 C34 C33 111.0(3) . . ? N11 C34 C35 126.0(3) . . ? C33 C34 C35 122.7(3) . . ? O11 C35 O12 123.7(3) . . ? O11 C35 C34 121.2(3) . . ? O12 C35 C34 115.1(3) . . ? N2 B1 N6 109.7(2) . . ? N2 B1 N4 111.4(3) . . ? N6 B1 N4 107.9(3) . . ? N10 B2 N8 109.4(2) . . ? N10 B2 N12 110.3(2) . . ? N8 B2 N12 108.6(2) . . ? N13 C37 C38 178.8(5) . . ? _refine_diff_density_max 0.560 _refine_diff_density_min -0.453 _refine_diff_density_rms 0.076 data_xl4 _database_code_CSD 186440 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C26 H41 B Cl N8 Ni O14' _chemical_formula_weight 794.64 _chemical_melting_point ? _chemical_compound_source ? 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' 'B' 'B' 0.0013 0.0007 '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 triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.155(2) _cell_length_b 12.759(4) _cell_length_c 15.321(3) _cell_angle_alpha 93.89 _cell_angle_beta 109.95 _cell_angle_gamma 107.12 _cell_volume 1924.2(8) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12 _cell_measurement_theta_max 12.5 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.05 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.371 _exptl_crystal_density_method n/a _exptl_crystal_F_000 830 _exptl_absorpt_coefficient_mu 0.643 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min n/a _exptl_absorpt_correction_T_max n/a _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device Bruker P4 _diffrn_measurement_method counter _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time n/a _diffrn_standards_decay_% none _diffrn_reflns_number 5322 _diffrn_reflns_av_R_equivalents 0.0482 _diffrn_reflns_av_sigmaI/netI 0.0849 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 22.50 _reflns_number_total 5017 _reflns_number_observed 3275 _reflns_observed_criterion >2sigma(I) _computing_data_collection XSCANS _computing_cell_refinement XSCANS _computing_data_reduction XSCANS _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 7 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0719P)^2^+4.4131P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef n/a _refine_ls_number_reflns 5010 _refine_ls_number_parameters 478 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1144 _refine_ls_R_factor_obs 0.0670 _refine_ls_wR_factor_all 0.1852 _refine_ls_wR_factor_obs 0.1521 _refine_ls_goodness_of_fit_all 1.043 _refine_ls_goodness_of_fit_obs 1.110 _refine_ls_restrained_S_all 1.069 _refine_ls_restrained_S_obs 1.110 _refine_ls_shift/esd_max -0.005 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Ni1 Ni 0.16779(9) 0.40764(7) 0.22054(6) 0.0361(3) Uani 1 d . . O1 O 0.1607(6) 0.6652(4) 0.3178(4) 0.0578(14) Uani 1 d . . O2 O 0.2859(6) 0.7453(4) 0.4689(4) 0.0628(15) Uani 1 d . . O3 O 0.4529(6) 0.4639(5) 0.1417(4) 0.071(2) Uani 1 d . . O4 O 0.5218(7) 0.3222(5) 0.1184(5) 0.096(2) Uani 1 d . . O5 O -0.1619(6) 0.2714(5) 0.0529(4) 0.085(2) Uani 1 d . . O6 O -0.2835(7) 0.1013(6) 0.0532(5) 0.116(3) Uani 1 d . . O7 O 0.0028(5) 0.4643(4) 0.1939(3) 0.0554(14) Uani 1 d . . H100 H 0.0196(5) 0.5153(4) 0.2125(3) 0.050 Uiso 1 d R . H101 H -0.0377(5) 0.4689(4) 0.1478(3) 0.050 Uiso 1 d R . O8 O 0.1270(6) 0.4296(4) -0.0491(3) 0.065(2) Uani 1 d . . O9 O 0.1302(5) 0.3615(4) 0.0814(3) 0.0479(12) Uani 1 d . . N1 N 0.2238(5) 0.4650(4) 0.3677(4) 0.0388(14) Uani 1 d . . N2 N 0.2662(5) 0.3937(4) 0.4237(3) 0.0352(13) Uani 1 d . . N3 N 0.3313(5) 0.3359(4) 0.2604(4) 0.0379(13) Uani 1 d . . N4 N 0.3198(5) 0.2658(4) 0.3223(4) 0.0376(13) Uani 1 d . . N5 N 0.0362(6) 0.2533(5) 0.2310(4) 0.0418(14) Uani 1 d . . N6 N 0.0826(5) 0.2195(4) 0.3146(4) 0.0399(14) Uani 1 d . . N7 N 0.2798(6) 0.5571(4) 0.1976(4) 0.0419(14) Uani 1 d . . H10A H 0.3727(6) 0.5618(4) 0.2147(4) 0.080 Uiso 1 d R . H10B H 0.2770(6) 0.6191(4) 0.2352(4) 0.080 Uiso 1 d R . C1 C 0.3926(8) 0.3894(7) 0.5923(5) 0.057(2) Uani 1 d . . H1A H 0.3736(8) 0.3129(7) 0.5665(5) 0.080 Uiso 1 d R . H1B H 0.4889(8) 0.4265(7) 0.6211(5) 0.080 Uiso 1 d R . H1C H 0.3536(8) 0.3922(7) 0.6391(5) 0.080 Uiso 1 d R . C2 C 0.3349(7) 0.4465(6) 0.5147(4) 0.040(2) Uani 1 d . . C3 C 0.3351(7) 0.5537(6) 0.5183(5) 0.045(2) Uani 1 d . . H3A H 0.3765(7) 0.6123(6) 0.5730(5) 0.080 Uiso 1 d R . C4 C 0.2647(7) 0.5628(6) 0.4268(5) 0.039(2) Uani 1 d . . C5 C 0.2301(8) 0.6602(6) 0.3963(6) 0.046(2) Uani 1 d . . C6 C 0.2564(11) 0.8460(7) 0.4501(7) 0.086(3) Uani 1 d . . H6A H 0.3017(11) 0.9010(7) 0.5073(7) 0.080 Uiso 1 d R . H6B H 0.2882(11) 0.8734(7) 0.4024(7) 0.080 Uiso 1 d R . H6C H 0.1605(11) 0.8310(7) 0.4289(7) 0.080 Uiso 1 d R . C7 C 0.3972(9) 0.1112(7) 0.3855(6) 0.072(3) Uani 1 d . . H7B H 0.3429(9) 0.1142(7) 0.4220(6) 0.080 Uiso 1 d R . H7C H 0.3636(9) 0.0381(7) 0.3475(6) 0.080 Uiso 1 d R . H7D H 0.4895(9) 0.1271(7) 0.4272(6) 0.080 Uiso 1 d R . C8 C 0.3912(7) 0.1966(5) 0.3222(5) 0.045(2) Uani 1 d . . C9 C 0.4533(8) 0.2237(6) 0.2599(5) 0.051(2) Uani 1 d . . H9A H 0.5097(8) 0.1885(6) 0.2434(5) 0.080 Uiso 1 d R . C10 C 0.4140(7) 0.3097(6) 0.2228(5) 0.045(2) Uani 1 d . . C11 C 0.4611(8) 0.3750(7) 0.1578(6) 0.053(2) Uani 1 d . . C12 C 0.5804(13) 0.3797(10) 0.0556(9) 0.131(5) Uani 1 d . . H12A H 0.6222(13) 0.3372(10) 0.0293(9) 0.080 Uiso 1 d R . H12B H 0.5097(13) 0.3927(10) 0.0054(9) 0.080 Uiso 1 d R . H12C H 0.6470(13) 0.4499(10) 0.0918(9) 0.080 Uiso 1 d R . C13 C 0.0020(9) 0.0804(7) 0.4075(6) 0.074(3) Uani 1 d . . H13A H -0.0801(9) 0.0205(7) 0.3976(6) 0.080 Uiso 1 d R . H13B H 0.0755(9) 0.0517(7) 0.4196(6) 0.080 Uiso 1 d R . H13C H 0.0214(9) 0.1357(7) 0.4607(6) 0.080 Uiso 1 d R . C14 C -0.0165(8) 0.1336(6) 0.3233(5) 0.050(2) Uani 1 d . . C15 C -0.1293(8) 0.1113(6) 0.2423(5) 0.057(2) Uani 1 d . . H15A H -0.2170(8) 0.0570(6) 0.2284(5) 0.080 Uiso 1 d R . C16 C -0.0922(7) 0.1857(6) 0.1870(5) 0.048(2) Uani 1 d . . C17 C -0.1787(8) 0.1953(7) 0.0915(5) 0.056(2) Uani 1 d . . C18 C -0.3769(11) 0.0980(10) -0.0392(7) 0.128(5) Uani 1 d . . H18A H -0.4495(11) 0.0276(10) -0.0622(7) 0.080 Uiso 1 d R . H18B H -0.4135(11) 0.1572(10) -0.0381(7) 0.080 Uiso 1 d R . H18C H -0.3271(11) 0.1080(10) -0.0800(7) 0.080 Uiso 1 d R . C19 C 0.1545(8) 0.4419(6) 0.0393(5) 0.048(2) Uani 1 d . . C20 C 0.2181(8) 0.5587(6) 0.0968(5) 0.049(2) Uani 1 d . . H20A H 0.2853(8) 0.6022(6) 0.0755(5) 0.080 Uiso 1 d R . H20B H 0.1494(8) 0.5926(6) 0.0869(5) 0.080 Uiso 1 d R . B1 B 0.2338(8) 0.2715(6) 0.3810(5) 0.040(2) Uani 1 d . . H101' H 0.2617(8) 0.2369(6) 0.4302(5) 0.050 Uiso 1 d R . C21 C 0.9618(21) 0.3589(10) 0.4589(18) 0.153(9) Uani 1 d . . C22 C 0.8683(14) 0.3809(12) 0.3578(10) 0.131(5) Uani 1 d . . H22A H 0.8557(14) 0.3230(12) 0.3087(10) 0.080 Uiso 1 d R . H22B H 0.7817(14) 0.3790(12) 0.3579(10) 0.080 Uiso 1 d R . H22C H 0.9137(14) 0.4521(12) 0.3466(10) 0.080 Uiso 1 d R . N8 N 1.0281(24) 0.3594(25) 0.5384(20) 0.331(19) Uani 1 d . . Cl1 Cl 0.5555(3) 0.8766(2) 0.2953(2) 0.0774(7) Uani 1 d . . O11 O 0.6618(15) 0.8931(9) 0.3754(9) 0.272(9) Uani 1 d . . O12 O 0.5572(15) 0.8058(11) 0.2276(8) 0.213(6) Uani 1 d . . O13 O 0.4452(13) 0.8251(10) 0.3110(12) 0.253(8) Uani 1 d . . O14 O 0.5557(9) 0.9782(7) 0.2681(7) 0.133(3) Uani 1 d . . O10 O 0.9130(10) 0.7817(7) 0.1293(6) 0.135(3) Uani 1 d . . C23 C 0.9008(19) 0.7671(16) 0.2238(11) 0.098(6) Uani 0.67 d P . H23A H 0.8970(19) 0.8350(16) 0.2519(11) 0.080 Uiso 0.67 d PR . H23B H 0.9814(19) 0.7559(16) 0.2644(11) 0.080 Uiso 0.67 d PR . C24 C 0.7947(22) 0.6806(17) 0.2218(14) 0.129(8) Uani 0.67 d P . H24A H 0.7943(22) 0.6767(17) 0.2841(14) 0.080 Uiso 0.67 d PR . H24B H 0.7135(22) 0.6919(17) 0.1825(14) 0.080 Uiso 0.67 d PR . H24C H 0.7989(22) 0.6120(17) 0.1952(14) 0.080 Uiso 0.67 d PR . C25 C 1.0625(18) 0.8425(12) 0.1416(13) 0.106(6) Uani 0.67 d P . H25A H 1.0696(18) 0.8390(12) 0.0809(13) 0.080 Uiso 0.67 d PR . H25B H 1.1184(18) 0.8048(12) 0.1792(13) 0.080 Uiso 0.67 d PR . C26 C 1.1259(24) 0.9324(27) 0.1831(17) 0.302(26) Uani 0.67 d P . H26A H 1.2184(24) 0.9695(27) 0.1912(17) 0.080 Uiso 0.67 d PR . H26B H 1.0694(24) 0.9692(27) 0.1448(17) 0.080 Uiso 0.67 d PR . H26C H 1.1185(24) 0.9347(27) 0.2437(17) 0.080 Uiso 0.67 d PR . C27 C 0.8172(21) 0.8271(18) 0.0696(14) 0.148(10) Uani 0.67 d P . H27A H 0.8118(21) 0.8820(18) 0.1127(14) 0.080 Uiso 0.67 d PR . H27B H 0.7322(21) 0.7668(18) 0.0470(14) 0.080 Uiso 0.67 d PR . C28 C 0.8134(27) 0.8655(17) 0.0049(19) 0.309(29) Uani 0.67 d P . H28A H 0.7396(27) 0.8913(17) -0.0256(19) 0.080 Uiso 0.67 d PR . H28B H 0.8975(27) 0.9266(17) 0.0250(19) 0.080 Uiso 0.67 d PR . H28C H 0.8140(27) 0.8080(17) -0.0387(19) 0.080 Uiso 0.67 d PR . 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 0.0434(6) 0.0353(5) 0.0340(5) 0.0132(4) 0.0187(4) 0.0134(4) O1 0.071(4) 0.053(3) 0.054(3) 0.015(3) 0.020(3) 0.032(3) O2 0.080(4) 0.038(3) 0.065(4) 0.002(3) 0.021(3) 0.022(3) O3 0.092(5) 0.070(4) 0.092(5) 0.037(3) 0.067(4) 0.044(4) O4 0.137(6) 0.086(5) 0.133(6) 0.047(4) 0.112(5) 0.058(4) O5 0.073(4) 0.075(4) 0.069(4) 0.035(4) -0.006(3) 0.004(3) O6 0.092(5) 0.096(5) 0.074(5) 0.033(4) -0.022(4) -0.029(4) O7 0.058(3) 0.058(3) 0.057(3) 0.021(3) 0.022(3) 0.026(3) O8 0.098(4) 0.068(4) 0.038(3) 0.018(3) 0.030(3) 0.034(3) O9 0.061(3) 0.047(3) 0.039(3) 0.015(2) 0.022(3) 0.018(3) N1 0.046(4) 0.039(3) 0.036(3) 0.011(3) 0.018(3) 0.018(3) N2 0.042(3) 0.041(3) 0.027(3) 0.015(3) 0.016(3) 0.015(3) N3 0.042(3) 0.038(3) 0.035(3) 0.012(3) 0.014(3) 0.014(3) N4 0.047(4) 0.035(3) 0.036(3) 0.011(3) 0.016(3) 0.019(3) N5 0.052(4) 0.040(3) 0.037(3) 0.015(3) 0.018(3) 0.018(3) N6 0.045(4) 0.035(3) 0.038(3) 0.014(3) 0.015(3) 0.010(3) N7 0.049(4) 0.039(3) 0.042(3) 0.012(3) 0.024(3) 0.014(3) C1 0.063(5) 0.068(5) 0.037(4) 0.015(4) 0.009(4) 0.029(4) C2 0.041(4) 0.049(5) 0.031(4) 0.012(3) 0.016(3) 0.012(3) C3 0.050(5) 0.044(5) 0.038(4) 0.001(3) 0.019(4) 0.012(4) C4 0.042(4) 0.041(4) 0.040(4) 0.012(3) 0.022(3) 0.015(3) C5 0.047(5) 0.044(5) 0.054(5) 0.010(4) 0.027(4) 0.015(4) C6 0.108(8) 0.048(5) 0.091(7) 0.001(5) 0.023(6) 0.032(5) C7 0.086(7) 0.062(6) 0.089(7) 0.035(5) 0.035(5) 0.047(5) C8 0.046(4) 0.032(4) 0.060(5) 0.007(3) 0.019(4) 0.018(3) C9 0.056(5) 0.056(5) 0.050(5) 0.006(4) 0.022(4) 0.030(4) C10 0.042(4) 0.048(5) 0.049(4) 0.008(4) 0.022(4) 0.016(4) C11 0.048(5) 0.062(6) 0.061(5) 0.007(4) 0.031(4) 0.022(4) C12 0.177(12) 0.140(10) 0.191(13) 0.081(10) 0.168(12) 0.090(10) C13 0.073(6) 0.068(6) 0.062(5) 0.032(5) 0.025(5) -0.008(5) C14 0.052(5) 0.050(5) 0.049(5) 0.022(4) 0.024(4) 0.011(4) C15 0.055(5) 0.050(5) 0.058(5) 0.024(4) 0.023(5) 0.001(4) C16 0.042(5) 0.042(4) 0.046(4) 0.007(4) 0.012(4) 0.002(4) C17 0.046(5) 0.057(5) 0.051(5) 0.015(4) 0.012(4) 0.005(4) C18 0.085(8) 0.134(11) 0.085(8) 0.023(7) -0.027(7) -0.009(7) C19 0.058(5) 0.063(5) 0.035(4) 0.019(4) 0.022(4) 0.032(4) C20 0.065(5) 0.046(5) 0.048(5) 0.023(4) 0.031(4) 0.021(4) B1 0.056(5) 0.034(5) 0.030(4) 0.014(4) 0.014(4) 0.015(4) C21 0.175(18) 0.064(8) 0.264(23) -0.024(11) 0.178(19) 0.005(9) C22 0.131(12) 0.157(14) 0.125(11) 0.013(10) 0.090(10) 0.034(10) N8 0.243(23) 0.529(42) 0.463(37) 0.379(35) 0.264(26) 0.256(26) Cl1 0.089(2) 0.069(2) 0.077(2) 0.0169(13) 0.0371(15) 0.0249(14) O11 0.263(15) 0.140(9) 0.195(12) 0.058(8) -0.105(11) -0.017(9) O12 0.313(16) 0.229(12) 0.177(10) 0.011(9) 0.124(11) 0.176(12) O13 0.218(13) 0.146(9) 0.461(23) 0.034(12) 0.258(16) 0.007(9) O14 0.162(8) 0.091(6) 0.170(8) 0.060(6) 0.075(7) 0.054(6) O10 0.142(8) 0.108(6) 0.128(8) -0.003(5) 0.011(6) 0.060(6) C23 0.124(15) 0.124(15) 0.055(9) -0.015(10) 0.012(10) 0.086(13) C24 0.181(21) 0.140(18) 0.149(18) 0.026(14) 0.137(18) 0.082(17) C25 0.087(13) 0.053(9) 0.104(14) -0.014(9) -0.008(11) -0.026(9) C26 0.116(21) 0.467(62) 0.128(22) 0.116(32) -0.036(17) -0.095(28) C27 0.151(18) 0.128(17) 0.126(16) 0.018(13) -0.045(14) 0.109(16) C28 0.290(38) 0.066(14) 0.305(40) -0.038(19) -0.203(34) 0.073(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 O9 2.035(5) . ? Ni1 N7 2.076(5) . ? Ni1 O7 2.095(5) . ? Ni1 N1 2.135(5) . ? Ni1 N5 2.135(6) . ? Ni1 N3 2.199(5) . ? O1 C5 1.206(8) . ? O2 C5 1.330(8) . ? O2 C6 1.441(9) . ? O3 C11 1.199(9) . ? O4 C11 1.331(9) . ? O4 C12 1.461(10) . ? O5 C17 1.173(9) . ? O6 C17 1.326(9) . ? O6 C18 1.432(10) . ? O8 C19 1.270(8) . ? O9 C19 1.259(8) . ? N1 C4 1.346(8) . ? N1 N2 1.367(7) . ? N2 C2 1.351(8) . ? N2 B1 1.536(9) . ? N3 C10 1.346(8) . ? N3 N4 1.359(7) . ? N4 C8 1.352(8) . ? N4 B1 1.535(9) . ? N5 C16 1.337(8) . ? N5 N6 1.359(7) . ? N6 C14 1.360(8) . ? N6 B1 1.549(10) . ? N7 C20 1.466(8) . ? C1 C2 1.494(9) . ? C2 C3 1.364(9) . ? C3 C4 1.386(9) . ? C4 C5 1.467(10) . ? C7 C8 1.508(10) . ? C8 C9 1.364(10) . ? C9 C10 1.385(10) . ? C10 C11 1.475(10) . ? C13 C14 1.480(10) . ? C14 C15 1.371(10) . ? C15 C16 1.381(9) . ? C16 C17 1.488(10) . ? C19 C20 1.508(10) . ? C21 N8 1.19(3) . ? C21 C22 1.64(3) . ? Cl1 O13 1.324(10) . ? Cl1 O11 1.335(10) . ? Cl1 O12 1.337(9) . ? Cl1 O14 1.388(7) . ? O10 C27 1.444(15) . ? O10 C23 1.52(2) . ? O10 C25 1.56(2) . ? C23 C24 1.35(2) . ? C25 C26 1.16(3) . ? C27 C28 1.13(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 O9 Ni1 N7 80.8(2) . . ? O9 Ni1 O7 94.3(2) . . ? N7 Ni1 O7 89.8(2) . . ? O9 Ni1 N1 175.2(2) . . ? N7 Ni1 N1 95.1(2) . . ? O7 Ni1 N1 88.3(2) . . ? O9 Ni1 N5 95.1(2) . . ? N7 Ni1 N5 174.1(2) . . ? O7 Ni1 N5 86.3(2) . . ? N1 Ni1 N5 89.1(2) . . ? O9 Ni1 N3 90.2(2) . . ? N7 Ni1 N3 96.4(2) . . ? O7 Ni1 N3 172.8(2) . . ? N1 Ni1 N3 87.6(2) . . ? N5 Ni1 N3 87.8(2) . . ? C5 O2 C6 116.3(6) . . ? C11 O4 C12 116.1(7) . . ? C17 O6 C18 115.8(7) . . ? C19 O9 Ni1 114.4(4) . . ? C4 N1 N2 105.5(5) . . ? C4 N1 Ni1 137.9(4) . . ? N2 N1 Ni1 113.8(4) . . ? C2 N2 N1 110.7(5) . . ? C2 N2 B1 128.7(5) . . ? N1 N2 B1 120.6(5) . . ? C10 N3 N4 104.9(5) . . ? C10 N3 Ni1 138.3(4) . . ? N4 N3 Ni1 112.5(4) . . ? C8 N4 N3 111.1(5) . . ? C8 N4 B1 128.3(6) . . ? N3 N4 B1 120.6(5) . . ? C16 N5 N6 105.4(5) . . ? C16 N5 Ni1 138.9(5) . . ? N6 N5 Ni1 114.4(4) . . ? N5 N6 C14 110.8(5) . . ? N5 N6 B1 120.2(5) . . ? C14 N6 B1 128.8(6) . . ? C20 N7 Ni1 106.8(4) . . ? N2 C2 C3 107.2(6) . . ? N2 C2 C1 122.8(6) . . ? C3 C2 C1 130.0(6) . . ? C2 C3 C4 106.6(6) . . ? N1 C4 C3 110.0(6) . . ? N1 C4 C5 123.2(6) . . ? C3 C4 C5 126.7(7) . . ? O1 C5 O2 123.4(7) . . ? O1 C5 C4 126.5(7) . . ? O2 C5 C4 110.1(7) . . ? N4 C8 C9 107.3(6) . . ? N4 C8 C7 122.0(6) . . ? C9 C8 C7 130.7(7) . . ? C8 C9 C10 105.8(6) . . ? N3 C10 C9 110.8(6) . . ? N3 C10 C11 121.3(6) . . ? C9 C10 C11 127.7(7) . . ? O3 C11 O4 122.1(7) . . ? O3 C11 C10 128.2(7) . . ? O4 C11 C10 109.6(7) . . ? N6 C14 C15 106.8(6) . . ? N6 C14 C13 123.6(7) . . ? C15 C14 C13 129.6(7) . . ? C14 C15 C16 106.0(7) . . ? N5 C16 C15 110.9(6) . . ? N5 C16 C17 121.9(6) . . ? C15 C16 C17 127.1(7) . . ? O5 C17 O6 122.8(7) . . ? O5 C17 C16 127.9(7) . . ? O6 C17 C16 109.2(7) . . ? O9 C19 O8 123.4(7) . . ? O9 C19 C20 118.3(6) . . ? O8 C19 C20 118.3(6) . . ? N7 C20 C19 110.8(5) . . ? N4 B1 N2 109.7(5) . . ? N4 B1 N6 107.9(5) . . ? N2 B1 N6 110.3(6) . . ? N8 C21 C22 168.9(20) . . ? O13 Cl1 O11 107.3(11) . . ? O13 Cl1 O12 105.5(9) . . ? O11 Cl1 O12 110.5(10) . . ? O13 Cl1 O14 112.4(8) . . ? O11 Cl1 O14 109.6(6) . . ? O12 Cl1 O14 111.4(7) . . ? C27 O10 C23 114.4(13) . . ? C27 O10 C25 114.0(14) . . ? C23 O10 C25 111.5(12) . . ? C24 C23 O10 116.2(14) . . ? C26 C25 O10 124.2(23) . . ? C28 C27 O10 132.1(27) . . ? _refine_diff_density_max 0.526 _refine_diff_density_min -0.350 _refine_diff_density_rms 0.077