# Copyright The Royal Society of Chemistry, 1999 # CCDC Number: 186/1417 data_mh9706/mh322 _audit_creation_method SHELXL _chemical_name_systematic ; [2-Hydroxy-5-methyl-benzaldehydo][hydrido-tris-{3-phenylpyrazol-1-yl}borato] copper(II) dichloromethane solvate ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C36 H31 B Cl2 Cu N6 O2' _chemical_formula_weight 724.92 _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' 'B' 'B' 0.0013 0.0007 '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' '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 12.828(3) _cell_length_b 13.962(7) _cell_length_c 9.859(3) _cell_angle_alpha 94.71(3) _cell_angle_beta 90.39(2) _cell_angle_gamma 81.77(3) _cell_volume 1741.7(11) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour Green _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.382 _exptl_crystal_density_method ? _exptl_crystal_F_000 746 _exptl_absorpt_coefficient_mu 0.822 _exptl_absorpt_correction_type 'semi-empirical (psi-scans)' _exptl_absorpt_correction_T_min 0.845 _exptl_absorpt_correction_T_max 1.000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device AFC5R _diffrn_measurement_method 'omega/2theta scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 200 _diffrn_standards_interval_time ? _diffrn_standards_decay_% -3% _diffrn_reflns_number 5745 _diffrn_reflns_av_R_equivalents 0.0742 _diffrn_reflns_av_sigmaI/netI 0.2063 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.61 _diffrn_reflns_theta_max 24.00 _reflns_number_total 5467 _reflns_number_observed 2536 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Rigaku control software' _computing_cell_refinement 'Rigaku control software' _computing_data_reduction 'TEXSAN (Molecular Structure Corporation, 1995)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL (Sheldrick, 1987)' _computing_publication_material 'Siemens SHELXTL (Sheldrick, 1987)' _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^)+(0.1045P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5467 _refine_ls_number_parameters 447 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.2173 _refine_ls_R_factor_obs 0.0735 _refine_ls_wR_factor_all 0.2489 _refine_ls_wR_factor_obs 0.1783 _refine_ls_goodness_of_fit_all 1.068 _refine_ls_goodness_of_fit_obs 1.172 _refine_ls_restrained_S_all 1.070 _refine_ls_restrained_S_obs 1.175 _refine_ls_shift/esd_max 0.016 _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 Cu1 Cu 0.81415(9) 0.18362(8) 0.31876(12) 0.0445(4) Uani 1 d . . N11 N 0.6492(6) 0.0397(5) 0.3202(8) 0.047(2) Uani 1 d . . N12 N 0.6574(6) 0.1185(5) 0.2481(8) 0.047(2) Uani 1 d . . C11 C 0.5637(8) 0.0020(7) 0.2812(10) 0.059(3) Uani 1 d . . H11 H 0.5418(8) -0.0519(7) 0.3156(10) 0.071 Uiso 1 calc R . C12 C 0.5122(8) 0.0542(7) 0.1823(10) 0.060(3) Uani 1 d . . H12 H 0.4506(8) 0.0432(7) 0.1373(10) 0.072 Uiso 1 calc R . C13 C 0.5737(7) 0.1281(6) 0.1644(9) 0.044(2) Uani 1 d . . C14 C 0.5493(7) 0.2062(7) 0.0743(9) 0.043(2) Uani 1 d . . C15 C 0.5930(8) 0.2909(7) 0.0935(10) 0.060(3) Uani 1 d . . H15 H 0.6412(8) 0.2975(7) 0.1633(10) 0.072 Uiso 1 calc R . C16 C 0.5664(9) 0.3670(7) 0.0104(11) 0.062(3) Uani 1 d . . H16 H 0.5961(9) 0.4239(7) 0.0255(11) 0.075 Uiso 1 calc R . C17 C 0.4957(9) 0.3570(9) -0.0947(11) 0.071(3) Uani 1 d . . H17 H 0.4773(9) 0.4071(9) -0.1507(11) 0.086 Uiso 1 calc R . C18 C 0.4536(8) 0.2731(9) -0.1150(10) 0.068(3) Uani 1 d . . H18 H 0.4054(8) 0.2663(9) -0.1847(10) 0.082 Uiso 1 calc R . C19 C 0.4811(7) 0.1980(7) -0.0340(10) 0.058(3) Uani 1 d . . H19 H 0.4533(7) 0.1404(7) -0.0524(10) 0.070 Uiso 1 calc R . N21 N 0.7390(6) 0.0854(5) 0.5399(8) 0.046(2) Uani 1 d . . N22 N 0.7790(5) 0.1682(5) 0.5148(7) 0.044(2) Uani 1 d . . C21 C 0.7054(7) 0.0923(8) 0.6689(11) 0.059(3) Uani 1 d . . H21 H 0.6756(7) 0.0451(8) 0.7101(11) 0.071 Uiso 1 calc R . C22 C 0.7222(7) 0.1804(7) 0.7306(10) 0.053(3) Uani 1 d . . H22 H 0.7053(7) 0.2047(7) 0.8196(10) 0.063 Uiso 1 calc R . C23 C 0.7701(7) 0.2259(7) 0.6323(9) 0.046(2) Uani 1 d . . C24 C 0.8127(7) 0.3191(7) 0.6486(8) 0.046(2) Uani 1 d . . C25 C 0.9103(8) 0.3286(8) 0.5963(10) 0.062(3) Uani 1 d . . H25 H 0.9493(8) 0.2757(8) 0.5477(10) 0.075 Uiso 1 calc R . C26 C 0.9506(11) 0.4147(10) 0.6150(13) 0.087(4) Uani 1 d . . H26 H 1.0155(11) 0.4205(10) 0.5777(13) 0.104 Uiso 1 calc R . C27 C 0.8943(15) 0.4917(10) 0.6889(14) 0.101(5) Uani 1 d . . H27 H 0.9217(15) 0.5498(10) 0.7037(14) 0.121 Uiso 1 calc R . C28 C 0.7991(13) 0.4840(10) 0.7405(12) 0.094(4) Uani 1 d . . H28 H 0.7610(13) 0.5375(10) 0.7891(12) 0.112 Uiso 1 calc R . C29 C 0.7569(9) 0.3980(9) 0.7224(10) 0.073(3) Uani 1 d . . H29 H 0.6916(9) 0.3934(9) 0.7596(10) 0.088 Uiso 1 calc R . N31 N 0.8413(6) -0.0219(5) 0.3528(8) 0.051(2) Uani 1 d . . N32 N 0.8926(6) 0.0489(5) 0.3073(8) 0.048(2) Uani 1 d . . C31 C 0.8989(8) -0.1090(7) 0.3226(11) 0.061(3) Uani 1 d . . H31 H 0.8801(8) -0.1683(7) 0.3420(11) 0.073 Uiso 1 calc R . C32 C 0.9904(9) -0.0965(7) 0.2586(11) 0.069(3) Uani 1 d . . H32 H 1.0445(9) -0.1444(7) 0.2263(11) 0.083 Uiso 1 calc R . C33 C 0.9843(7) 0.0023(7) 0.2529(9) 0.049(2) Uani 1 d . . C34 C 1.0663(7) 0.0561(7) 0.2043(10) 0.051(2) Uani 1 d . . C35 C 1.1248(9) 0.0236(8) 0.0902(10) 0.067(3) Uani 1 d . . H35 H 1.1115(9) -0.0324(8) 0.0392(10) 0.081 Uiso 1 calc R . C36 C 1.2028(10) 0.0728(11) 0.0500(13) 0.084(4) Uani 1 d . . H36 H 1.2410(10) 0.0501(11) -0.0288(13) 0.100 Uiso 1 calc R . C37 C 1.2258(9) 0.1549(11) 0.1240(18) 0.100(5) Uani 1 d . . H37 H 1.2799(9) 0.1871(11) 0.0969(18) 0.120 Uiso 1 calc R . C38 C 1.1670(9) 0.1886(8) 0.2392(14) 0.084(4) Uani 1 d . . H38 H 1.1798(9) 0.2449(8) 0.2897(14) 0.101 Uiso 1 calc R . C39 C 1.0888(8) 0.1381(8) 0.2788(12) 0.072(3) Uani 1 d . . H39 H 1.0506(8) 0.1601(8) 0.3579(12) 0.086 Uiso 1 calc R . B1 B 0.7322(9) 0.0058(8) 0.4256(12) 0.056(3) Uani 1 d . . H1 H 0.7129(9) -0.0516(8) 0.4646(12) 0.067 Uiso 1 calc R . O1 O 0.7627(5) 0.3186(4) 0.3505(6) 0.047(2) Uani 1 d . . C41 C 0.7880(7) 0.3901(6) 0.2863(9) 0.043(2) Uani 1 d . . C42 C 0.7584(7) 0.4858(7) 0.3414(9) 0.049(2) Uani 1 d . . H42 H 0.7238(7) 0.4974(7) 0.4250(9) 0.059 Uiso 1 calc R . C43 C 0.7799(8) 0.5621(7) 0.2732(11) 0.057(3) Uani 1 d . . H43 H 0.7570(8) 0.6247(7) 0.3111(11) 0.068 Uiso 1 calc R . C44 C 0.8346(8) 0.5507(7) 0.1491(10) 0.054(3) Uani 1 d . . C45 C 0.8631(7) 0.4575(7) 0.0927(10) 0.054(3) Uani 1 d . . H45 H 0.8964(7) 0.4476(7) 0.0082(10) 0.065 Uiso 1 calc R . C46 C 0.8430(7) 0.3762(6) 0.1597(9) 0.042(2) Uani 1 d . . C47 C 0.8739(7) 0.2834(7) 0.0941(10) 0.053(3) Uani 1 d . . H47 H 0.9050(7) 0.2821(7) 0.0089(10) 0.064 Uiso 1 calc R . C48 C 0.8566(10) 0.6403(7) 0.0791(12) 0.090(4) Uani 1 d . . H48A H 0.8971(10) 0.6784(7) 0.1388(12) 0.135 Uiso 1 calc R . H48B H 0.7911(10) 0.6788(7) 0.0586(12) 0.135 Uiso 1 calc R . H48C H 0.8954(10) 0.6197(7) -0.0036(12) 0.135 Uiso 1 calc R . O4 O 0.8652(5) 0.2013(4) 0.1353(6) 0.054(2) Uani 1 d . . C1S C 0.5116(15) 0.3048(14) 0.4603(22) 0.091(7) Uani 0.60 d PD 1 H1S1 H 0.5703(15) 0.2718(14) 0.4050(22) 0.109 Uiso 0.60 calc PR 1 H1S2 H 0.5396(15) 0.3312(14) 0.5448(22) 0.109 Uiso 0.60 calc PR 1 Cl1S Cl 0.4310(9) 0.2256(6) 0.4940(9) 0.120(3) Uani 0.60 d PD 1 Cl2S Cl 0.4424(8) 0.4010(6) 0.3723(9) 0.186(4) Uani 0.60 d PD 1 C2S C 0.4923(31) 0.2811(24) 0.5412(42) 0.119(16) Uiso 0.40 d PD 2 H2S1 H 0.5576(31) 0.2397(24) 0.5149(42) 0.143 Uiso 0.40 calc PR 2 H2S2 H 0.4841(31) 0.2821(24) 0.6391(42) 0.143 Uiso 0.40 calc PR 2 Cl3S Cl 0.4963(14) 0.3953(13) 0.4962(19) 0.201(6) Uiso 0.40 d PD 2 Cl4S Cl 0.3926(28) 0.2387(22) 0.4643(37) 0.324(21) Uiso 0.40 d PD 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0440(7) 0.0431(7) 0.0471(7) 0.0126(5) 0.0033(5) -0.0037(5) N11 0.043(5) 0.038(4) 0.064(5) 0.013(4) -0.005(4) -0.014(4) N12 0.040(5) 0.046(5) 0.057(5) 0.011(4) -0.002(4) -0.003(4) C11 0.061(7) 0.048(6) 0.078(8) 0.015(6) 0.001(6) -0.034(5) C12 0.044(6) 0.076(7) 0.065(7) 0.019(6) -0.022(5) -0.022(6) C13 0.040(6) 0.051(6) 0.042(6) 0.006(5) 0.000(5) -0.005(5) C14 0.038(5) 0.049(6) 0.041(6) 0.005(5) 0.008(5) 0.002(5) C15 0.056(7) 0.061(7) 0.063(7) 0.019(6) -0.018(5) -0.003(6) C16 0.080(8) 0.042(6) 0.063(7) 0.001(5) -0.003(6) -0.005(5) C17 0.072(8) 0.076(8) 0.061(8) 0.016(6) -0.002(7) 0.013(7) C18 0.059(7) 0.090(9) 0.052(7) 0.016(7) -0.012(6) 0.009(7) C19 0.050(6) 0.074(7) 0.053(6) 0.006(6) -0.008(5) -0.013(5) N21 0.047(5) 0.040(5) 0.052(5) 0.012(4) -0.004(4) -0.009(4) N22 0.035(4) 0.053(5) 0.046(5) 0.014(4) -0.007(4) -0.008(4) C21 0.037(6) 0.090(8) 0.056(7) 0.032(6) 0.000(5) -0.011(6) C22 0.052(6) 0.068(7) 0.041(6) 0.016(5) 0.003(5) -0.010(5) C23 0.040(6) 0.065(7) 0.032(5) 0.012(5) -0.003(4) -0.006(5) C24 0.049(6) 0.061(7) 0.027(5) 0.010(5) -0.006(5) -0.001(5) C25 0.057(7) 0.078(8) 0.057(7) 0.020(6) -0.012(6) -0.019(6) C26 0.087(10) 0.092(10) 0.091(10) 0.031(8) -0.030(8) -0.036(9) C27 0.162(16) 0.073(10) 0.080(10) 0.014(8) -0.039(10) -0.058(11) C28 0.136(14) 0.078(10) 0.066(9) -0.004(7) -0.007(9) -0.018(10) C29 0.074(8) 0.089(9) 0.055(7) -0.004(7) 0.002(6) -0.015(7) N31 0.044(5) 0.046(5) 0.064(6) 0.016(4) -0.006(4) 0.000(4) N32 0.041(5) 0.045(5) 0.058(5) 0.014(4) -0.004(4) -0.004(4) C31 0.055(7) 0.042(6) 0.084(8) 0.016(6) -0.011(6) 0.004(5) C32 0.069(8) 0.048(7) 0.086(8) 0.017(6) -0.001(7) 0.014(6) C33 0.039(6) 0.061(7) 0.047(6) 0.012(5) -0.011(5) 0.005(5) C34 0.039(6) 0.059(7) 0.054(6) 0.018(5) -0.002(5) 0.004(5) C35 0.062(7) 0.084(8) 0.049(7) 0.017(6) 0.010(6) 0.019(6) C36 0.066(9) 0.115(11) 0.067(8) 0.037(8) 0.019(7) 0.013(8) C37 0.044(8) 0.110(12) 0.152(15) 0.075(11) 0.014(9) 0.008(8) C38 0.059(8) 0.068(8) 0.123(12) 0.008(8) 0.001(8) -0.001(7) C39 0.051(7) 0.079(8) 0.087(9) 0.018(7) 0.015(6) -0.009(6) B1 0.050(7) 0.047(7) 0.076(9) 0.031(7) -0.005(7) -0.009(6) O1 0.057(4) 0.041(4) 0.045(4) 0.013(3) 0.003(3) -0.007(3) C41 0.041(6) 0.039(6) 0.051(6) 0.015(5) -0.008(5) -0.010(5) C42 0.056(6) 0.044(6) 0.046(6) 0.002(5) -0.004(5) -0.004(5) C43 0.062(7) 0.038(6) 0.069(7) 0.008(5) -0.005(6) -0.003(5) C44 0.055(7) 0.050(7) 0.062(7) 0.019(5) -0.005(6) -0.014(5) C45 0.061(7) 0.052(6) 0.050(6) 0.017(5) 0.008(5) -0.001(5) C46 0.050(6) 0.038(5) 0.037(5) 0.010(4) 0.009(4) 0.002(4) C47 0.058(7) 0.062(7) 0.043(6) 0.017(5) 0.009(5) -0.012(5) C48 0.115(10) 0.049(7) 0.110(10) 0.034(7) 0.016(8) -0.012(7) O4 0.071(5) 0.046(4) 0.045(4) 0.009(3) 0.012(3) -0.006(3) C1S 0.071(15) 0.101(18) 0.089(17) -0.027(14) 0.025(13) 0.008(13) Cl1S 0.161(8) 0.111(5) 0.088(5) -0.010(4) 0.026(5) -0.033(5) Cl2S 0.226(9) 0.160(7) 0.136(7) 0.043(5) 0.074(6) 0.115(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1 1.907(6) . ? Cu1 O4 1.974(6) . ? Cu1 N32 1.997(7) . ? Cu1 N22 2.023(7) . ? Cu1 N12 2.399(7) . ? N11 C11 1.324(11) . ? N11 N12 1.374(9) . ? N11 B1 1.537(13) . ? N12 C13 1.348(10) . ? C11 C12 1.374(12) . ? C12 C13 1.408(12) . ? C13 C14 1.461(11) . ? C14 C15 1.378(12) . ? C14 C19 1.383(12) . ? C15 C16 1.397(12) . ? C16 C17 1.384(14) . ? C17 C18 1.358(14) . ? C18 C19 1.375(13) . ? N21 C21 1.337(11) . ? N21 N22 1.371(9) . ? N21 B1 1.528(14) . ? N22 C23 1.351(10) . ? C21 C22 1.372(13) . ? C22 C23 1.392(11) . ? C23 C24 1.480(12) . ? C24 C29 1.380(13) . ? C24 C25 1.385(12) . ? C25 C26 1.373(14) . ? C26 C27 1.37(2) . ? C27 C28 1.35(2) . ? C28 C29 1.38(2) . ? N31 C31 1.342(11) . ? N31 N32 1.368(9) . ? N31 B1 1.561(13) . ? N32 C33 1.351(11) . ? C31 C32 1.375(13) . ? C32 C33 1.376(12) . ? C33 C34 1.481(12) . ? C34 C35 1.365(13) . ? C34 C39 1.374(13) . ? C35 C36 1.370(15) . ? C36 C37 1.38(2) . ? C37 C38 1.38(2) . ? C38 C39 1.382(14) . ? O1 C41 1.304(9) . ? C41 C42 1.400(11) . ? C41 C46 1.423(12) . ? C42 C43 1.367(11) . ? C43 C44 1.401(13) . ? C44 C45 1.372(12) . ? C44 C48 1.539(12) . ? C45 C46 1.415(11) . ? C46 C47 1.404(12) . ? C47 O4 1.267(9) . ? C1S Cl1S 1.67(2) . ? C1S Cl2S 1.79(2) . ? C2S Cl4S 1.64(3) . ? C2S Cl3S 1.70(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 O1 Cu1 O4 91.8(2) . . ? O1 Cu1 N32 168.6(3) . . ? O4 Cu1 N32 90.1(3) . . ? O1 Cu1 N22 88.3(3) . . ? O4 Cu1 N22 173.2(3) . . ? N32 Cu1 N22 88.5(3) . . ? O1 Cu1 N12 101.7(2) . . ? O4 Cu1 N12 97.0(3) . . ? N32 Cu1 N12 89.2(3) . . ? N22 Cu1 N12 89.6(3) . . ? C11 N11 N12 109.4(7) . . ? C11 N11 B1 129.1(8) . . ? N12 N11 B1 121.5(7) . . ? C13 N12 N11 106.7(7) . . ? C13 N12 Cu1 144.8(6) . . ? N11 N12 Cu1 108.5(5) . . ? N11 C11 C12 110.0(8) . . ? C11 C12 C13 104.5(8) . . ? N12 C13 C12 109.4(8) . . ? N12 C13 C14 124.6(8) . . ? C12 C13 C14 126.0(9) . . ? C15 C14 C19 117.3(9) . . ? C15 C14 C13 121.6(8) . . ? C19 C14 C13 121.1(9) . . ? C14 C15 C16 121.5(9) . . ? C17 C16 C15 119.5(10) . . ? C18 C17 C16 119.2(10) . . ? C17 C18 C19 121.0(10) . . ? C18 C19 C14 121.5(10) . . ? C21 N21 N22 109.5(8) . . ? C21 N21 B1 130.0(8) . . ? N22 N21 B1 120.4(7) . . ? C23 N22 N21 106.6(7) . . ? C23 N22 Cu1 136.0(6) . . ? N21 N22 Cu1 116.6(6) . . ? N21 C21 C22 108.9(8) . . ? C21 C22 C23 105.7(9) . . ? N22 C23 C22 109.4(8) . . ? N22 C23 C24 122.5(8) . . ? C22 C23 C24 128.0(9) . . ? C29 C24 C25 118.5(10) . . ? C29 C24 C23 119.9(9) . . ? C25 C24 C23 121.5(9) . . ? C26 C25 C24 121.2(11) . . ? C27 C26 C25 119.3(13) . . ? C28 C27 C26 120.4(13) . . ? C27 C28 C29 121.2(14) . . ? C24 C29 C28 119.4(11) . . ? C31 N31 N32 109.4(8) . . ? C31 N31 B1 130.4(8) . . ? N32 N31 B1 120.2(7) . . ? C33 N32 N31 105.8(7) . . ? C33 N32 Cu1 137.0(6) . . ? N31 N32 Cu1 116.9(6) . . ? N31 C31 C32 109.1(9) . . ? C31 C32 C33 104.9(9) . . ? N32 C33 C32 110.8(9) . . ? N32 C33 C34 121.6(8) . . ? C32 C33 C34 127.4(9) . . ? C35 C34 C39 118.5(10) . . ? C35 C34 C33 121.7(10) . . ? C39 C34 C33 119.8(9) . . ? C34 C35 C36 120.6(12) . . ? C35 C36 C37 121.3(12) . . ? C36 C37 C38 118.5(12) . . ? C37 C38 C39 119.5(12) . . ? C34 C39 C38 121.5(11) . . ? N21 B1 N11 111.0(8) . . ? N21 B1 N31 109.8(8) . . ? N11 B1 N31 108.8(8) . . ? C41 O1 Cu1 128.0(6) . . ? O1 C41 C42 119.4(8) . . ? O1 C41 C46 123.1(8) . . ? C42 C41 C46 117.5(8) . . ? C43 C42 C41 120.5(9) . . ? C42 C43 C44 123.2(9) . . ? C45 C44 C43 117.0(8) . . ? C45 C44 C48 122.7(9) . . ? C43 C44 C48 120.2(9) . . ? C44 C45 C46 121.7(9) . . ? C47 C46 C45 118.0(8) . . ? C47 C46 C41 122.1(8) . . ? C45 C46 C41 119.9(8) . . ? O4 C47 C46 128.8(9) . . ? C47 O4 Cu1 123.6(6) . . ? Cl1S C1S Cl2S 110.3(12) . . ? Cl4S C2S Cl3S 108.8(23) . . ? _refine_diff_density_max 0.471 _refine_diff_density_min -0.593 _refine_diff_density_rms 0.135 #=END data_mh9705/mh307 _audit_creation_method SHELXL _chemical_name_systematic ; [N-methyl-2-hydroxy-5-methylbenzaldimino][hydrido-tris-{3-phenylpyrazol-1-yl}- borato]copper(II) dichloromethane solvate ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C37 H34 B Cl2 Cu N7 O' _chemical_formula_weight 737.96 _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' 'B' 'B' 0.0013 0.0007 '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' '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 12.203(3) _cell_length_b 13.957(5) _cell_length_c 11.703(5) _cell_angle_alpha 114.02(3) _cell_angle_beta 93.03(3) _cell_angle_gamma 98.48(3) _cell_volume 1786.6(11) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Green _exptl_crystal_colour Block _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.372 _exptl_crystal_density_method ? _exptl_crystal_F_000 762 _exptl_absorpt_coefficient_mu 0.801 _exptl_absorpt_correction_type Semi-empirical _exptl_absorpt_correction_T_min 0.945 _exptl_absorpt_correction_T_max 1.000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Rigaku AFC7R' _diffrn_measurement_method 'omega/2theta scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 200 _diffrn_standards_interval_time ? _diffrn_standards_decay_% -0.8 _diffrn_reflns_number 7876 _diffrn_reflns_av_R_equivalents 0.0368 _diffrn_reflns_av_sigmaI/netI 0.0308 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.53 _diffrn_reflns_theta_max 24.98 _reflns_number_total 6281 _reflns_number_observed 5371 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Rigaku control software' _computing_cell_refinement 'Rigaku control software' _computing_data_reduction 'TEXSAN (Molecular Structure Corporation, 1995)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL (Sheldrick, 1987)' _computing_publication_material 'Siemens SHELXTL (Sheldrick, 1987)' _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 _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0532P)^2^+0.9267P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6281 _refine_ls_number_parameters 442 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0493 _refine_ls_R_factor_gt 0.0403 _refine_ls_wR_factor_ref 0.1103 _refine_ls_wR_factor_gt 0.1047 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.31200(2) 0.23089(2) 0.66274(3) 0.03753(11) Uani 1 1 d . . . N11 N 0.22893(18) 0.08458(18) 0.7906(2) 0.0442(5) Uani 1 1 d . . . N12 N 0.20003(17) 0.17225(17) 0.7819(2) 0.0426(5) Uani 1 1 d . . . C11 C 0.1418(3) 0.0296(2) 0.8168(3) 0.0553(7) Uani 1 1 d . . . H11 H 0.1416 -0.0331 0.8271 0.066 Uiso 1 1 calc R . . C12 C 0.0537(2) 0.0808(3) 0.8257(3) 0.0569(7) Uani 1 1 d . . . H12 H -0.0174 0.0605 0.8427 0.068 Uiso 1 1 calc R . . C13 C 0.0931(2) 0.1704(2) 0.8038(2) 0.0440(6) Uani 1 1 d . . . C14 C 0.0345(2) 0.2555(2) 0.8043(2) 0.0468(6) Uani 1 1 d . . . C15 C 0.0906(2) 0.3582(2) 0.8393(3) 0.0549(7) Uani 1 1 d . . . H15 H 0.1676 0.3744 0.8621 0.066 Uiso 1 1 calc R . . C16 C 0.0341(3) 0.4374(3) 0.8409(3) 0.0705(9) Uani 1 1 d . . . H16 H 0.0729 0.5065 0.8646 0.085 Uiso 1 1 calc R . . C17 C -0.0799(3) 0.4139(3) 0.8075(4) 0.0808(11) Uani 1 1 d . . . H17 H -0.1183 0.4674 0.8096 0.097 Uiso 1 1 calc R . . C18 C -0.1356(3) 0.3134(4) 0.7717(4) 0.0859(12) Uani 1 1 d . . . H18 H -0.2125 0.2979 0.7485 0.103 Uiso 1 1 calc R . . C19 C -0.0805(3) 0.2331(3) 0.7688(4) 0.0686(9) Uani 1 1 d . . . H19 H -0.1201 0.1640 0.7432 0.082 Uiso 1 1 calc R . . N21 N 0.43463(18) 0.15710(17) 0.8217(2) 0.0413(5) Uani 1 1 d . . . N22 N 0.44536(17) 0.23777(16) 0.78250(19) 0.0388(5) Uani 1 1 d . . . C21 C 0.5176(2) 0.1786(2) 0.9128(3) 0.0490(7) Uani 1 1 d . . . H21 H 0.5284 0.1357 0.9543 0.059 Uiso 1 1 calc R . . C22 C 0.5839(2) 0.2735(2) 0.9349(3) 0.0502(7) Uani 1 1 d . . . H22 H 0.6471 0.3077 0.9938 0.060 Uiso 1 1 calc R . . C23 C 0.5371(2) 0.3085(2) 0.8507(2) 0.0395(5) Uani 1 1 d . . . C24 C 0.5833(2) 0.4024(2) 0.8290(2) 0.0403(5) Uani 1 1 d . . . C25 C 0.6262(2) 0.4996(2) 0.9304(3) 0.0517(7) Uani 1 1 d . . . H25 H 0.6221 0.5064 1.0124 0.062 Uiso 1 1 calc R . . C26 C 0.6748(3) 0.5859(3) 0.9096(4) 0.0661(9) Uani 1 1 d . . . H26 H 0.7017 0.6512 0.9775 0.079 Uiso 1 1 calc R . . C27 C 0.6834(3) 0.5755(3) 0.7882(4) 0.0687(9) Uani 1 1 d . . . H27 H 0.7179 0.6333 0.7746 0.082 Uiso 1 1 calc R . . C28 C 0.6413(3) 0.4801(3) 0.6875(3) 0.0625(8) Uani 1 1 d . . . H28 H 0.6463 0.4736 0.6057 0.075 Uiso 1 1 calc R . . C29 C 0.5916(2) 0.3938(2) 0.7076(3) 0.0494(6) Uani 1 1 d . . . H29 H 0.5633 0.3293 0.6390 0.059 Uiso 1 1 calc R . . N31 N 0.34579(18) 0.01474(16) 0.6134(2) 0.0423(5) Uani 1 1 d . . . N32 N 0.33754(17) 0.08091(16) 0.55492(19) 0.0397(5) Uani 1 1 d . . . C31 C 0.3621(2) -0.0796(2) 0.5291(3) 0.0478(6) Uani 1 1 d . . . H31 H 0.3705 -0.1378 0.5462 0.057 Uiso 1 1 calc R . . C32 C 0.3647(2) -0.0770(2) 0.4142(3) 0.0483(6) Uani 1 1 d . . . H32 H 0.3742 -0.1319 0.3389 0.058 Uiso 1 1 calc R . . C33 C 0.3499(2) 0.0255(2) 0.4336(2) 0.0402(5) Uani 1 1 d . . . C34 C 0.3520(2) 0.0738(2) 0.3426(3) 0.0448(6) Uani 1 1 d . . . C35 C 0.3948(2) 0.1810(2) 0.3794(3) 0.0539(7) Uani 1 1 d . . . H35 H 0.4212 0.2240 0.4637 0.065 Uiso 1 1 calc R . . C36 C 0.3992(3) 0.2252(3) 0.2929(3) 0.0681(9) Uani 1 1 d . . . H36 H 0.4276 0.2975 0.3191 0.082 Uiso 1 1 calc R . . C37 C 0.3614(4) 0.1617(4) 0.1680(4) 0.0840(12) Uani 1 1 d . . . H37 H 0.3647 0.1908 0.1092 0.101 Uiso 1 1 calc R . . C38 C 0.3188(4) 0.0555(4) 0.1301(3) 0.0841(12) Uani 1 1 d . . . H38 H 0.2931 0.0128 0.0455 0.101 Uiso 1 1 calc R . . C39 C 0.3139(3) 0.0112(3) 0.2166(3) 0.0630(8) Uani 1 1 d . . . H39 H 0.2848 -0.0610 0.1899 0.076 Uiso 1 1 calc R . . B1 B 0.3432(3) 0.0563(2) 0.7574(3) 0.0443(7) Uani 1 1 d . . . H1 H 0.3583 0.0017 0.7854 0.053 Uiso 1 1 calc R . . O1 O 0.34318(15) 0.38176(14) 0.72906(17) 0.0453(4) Uani 1 1 d . . . C41 C 0.3040(2) 0.44283(19) 0.6833(2) 0.0403(5) Uani 1 1 d . . . C42 C 0.3551(2) 0.5513(2) 0.7305(3) 0.0506(7) Uani 1 1 d . . . H42 H 0.4185 0.5765 0.7896 0.061 Uiso 1 1 calc R . . C43 C 0.3131(3) 0.6207(2) 0.6909(3) 0.0568(7) Uani 1 1 d . . . H43 H 0.3483 0.6919 0.7251 0.068 Uiso 1 1 calc R . . C44 C 0.2194(3) 0.5870(2) 0.6011(3) 0.0547(7) Uani 1 1 d . . . C45 C 0.1708(2) 0.4818(2) 0.5527(3) 0.0525(7) Uani 1 1 d . . . H45 H 0.1086 0.4578 0.4922 0.063 Uiso 1 1 calc R . . C46 C 0.2109(2) 0.4077(2) 0.5902(2) 0.0412(6) Uani 1 1 d . . . C47 C 0.1513(2) 0.2993(2) 0.5345(2) 0.0458(6) Uani 1 1 d . . . H47 H 0.0856 0.2853 0.4819 0.055 Uiso 1 1 calc R . . N4 N 0.17897(17) 0.21983(16) 0.54960(19) 0.0408(5) Uani 1 1 d . . . C51 C 0.1015(2) 0.1173(2) 0.4854(3) 0.0550(7) Uani 1 1 d . . . H51A H 0.0942 0.0820 0.5407 0.083 Uiso 1 1 calc R . . H51B H 0.1299 0.0732 0.4106 0.083 Uiso 1 1 calc R . . H51C H 0.0298 0.1296 0.4630 0.083 Uiso 1 1 calc R . . C48 C 0.1764(3) 0.6649(3) 0.5575(4) 0.0811(11) Uani 1 1 d . . . H48A H 0.2313 0.6891 0.5146 0.122 Uiso 1 1 calc R . . H48B H 0.1622 0.7249 0.6292 0.122 Uiso 1 1 calc R . . H48C H 0.1085 0.6299 0.5011 0.122 Uiso 1 1 calc R . . C1S C -0.0065(6) 0.2851(4) 1.1403(5) 0.129(2) Uani 1 1 d . . . H1SA H 0.0318 0.2992 1.0767 0.155 Uiso 1 1 calc R . . H1SB H -0.0067 0.3530 1.2106 0.155 Uiso 1 1 calc R . . Cl1S Cl 0.06263(12) 0.20924(14) 1.19024(15) 0.1279(5) Uani 1 1 d . . . Cl2S Cl -0.14687(14) 0.21905(16) 1.07595(14) 0.1407(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.03533(17) 0.03525(17) 0.04173(18) 0.01626(13) -0.00217(12) 0.00792(12) N11 0.0426(12) 0.0479(12) 0.0492(12) 0.0271(10) 0.0073(10) 0.0088(10) N12 0.0369(11) 0.0457(12) 0.0506(12) 0.0248(10) 0.0081(9) 0.0094(9) C11 0.0554(17) 0.0548(17) 0.0654(18) 0.0365(15) 0.0116(14) 0.0043(14) C12 0.0405(15) 0.0661(19) 0.0711(19) 0.0369(16) 0.0139(14) 0.0042(14) C13 0.0356(13) 0.0525(15) 0.0429(14) 0.0198(12) 0.0056(11) 0.0060(11) C14 0.0369(13) 0.0613(17) 0.0443(14) 0.0228(13) 0.0075(11) 0.0125(12) C15 0.0408(15) 0.0598(18) 0.0616(18) 0.0214(15) 0.0050(13) 0.0142(13) C16 0.064(2) 0.063(2) 0.085(2) 0.0286(18) 0.0092(18) 0.0220(17) C17 0.066(2) 0.089(3) 0.097(3) 0.040(2) 0.012(2) 0.042(2) C18 0.0398(18) 0.100(3) 0.125(3) 0.052(3) 0.0028(19) 0.0243(19) C19 0.0382(16) 0.075(2) 0.094(3) 0.037(2) 0.0039(16) 0.0107(15) N21 0.0412(12) 0.0453(12) 0.0445(12) 0.0241(10) 0.0046(9) 0.0139(9) N22 0.0361(11) 0.0400(11) 0.0427(11) 0.0189(9) 0.0031(9) 0.0107(9) C21 0.0484(16) 0.0629(18) 0.0455(15) 0.0289(13) 0.0048(12) 0.0218(14) C22 0.0432(15) 0.0603(17) 0.0446(14) 0.0193(13) -0.0043(12) 0.0136(13) C23 0.0333(12) 0.0451(14) 0.0366(12) 0.0118(11) 0.0034(10) 0.0130(11) C24 0.0276(12) 0.0440(14) 0.0469(14) 0.0157(11) 0.0022(10) 0.0101(10) C25 0.0407(15) 0.0507(16) 0.0561(17) 0.0161(13) -0.0043(12) 0.0085(12) C26 0.0508(18) 0.0474(17) 0.087(2) 0.0198(16) -0.0133(16) 0.0031(14) C27 0.0445(17) 0.063(2) 0.110(3) 0.049(2) 0.0046(18) 0.0077(15) C28 0.0521(18) 0.077(2) 0.076(2) 0.0455(19) 0.0178(16) 0.0181(16) C29 0.0394(14) 0.0538(16) 0.0529(16) 0.0198(13) 0.0048(12) 0.0109(12) N31 0.0435(12) 0.0387(11) 0.0495(12) 0.0226(10) 0.0049(10) 0.0105(9) N32 0.0408(11) 0.0371(11) 0.0426(11) 0.0170(9) 0.0034(9) 0.0108(9) C31 0.0471(15) 0.0343(13) 0.0642(17) 0.0218(13) 0.0079(13) 0.0107(11) C32 0.0476(15) 0.0374(14) 0.0529(16) 0.0114(12) 0.0078(12) 0.0090(12) C33 0.0348(13) 0.0395(13) 0.0428(14) 0.0136(11) 0.0037(10) 0.0074(10) C34 0.0382(14) 0.0513(15) 0.0472(14) 0.0204(12) 0.0088(11) 0.0150(12) C35 0.0538(17) 0.0553(17) 0.0560(17) 0.0266(14) 0.0064(13) 0.0105(14) C36 0.070(2) 0.075(2) 0.081(2) 0.051(2) 0.0214(18) 0.0207(18) C37 0.108(3) 0.105(3) 0.074(2) 0.060(2) 0.040(2) 0.049(3) C38 0.121(3) 0.095(3) 0.0442(18) 0.0281(19) 0.0156(19) 0.045(3) C39 0.077(2) 0.0634(19) 0.0462(16) 0.0181(15) 0.0095(15) 0.0193(17) B1 0.0446(16) 0.0441(16) 0.0531(17) 0.0282(14) 0.0050(13) 0.0115(13) O1 0.0419(10) 0.0374(9) 0.0521(10) 0.0158(8) -0.0084(8) 0.0084(8) C41 0.0388(13) 0.0376(13) 0.0460(14) 0.0169(11) 0.0076(11) 0.0130(11) C42 0.0442(15) 0.0421(14) 0.0626(17) 0.0201(13) 0.0030(13) 0.0062(12) C43 0.0576(18) 0.0407(15) 0.077(2) 0.0275(15) 0.0179(16) 0.0106(13) C44 0.0585(18) 0.0536(17) 0.0671(18) 0.0364(15) 0.0175(15) 0.0189(14) C45 0.0502(16) 0.0599(18) 0.0568(17) 0.0323(14) 0.0029(13) 0.0161(14) C46 0.0385(13) 0.0436(14) 0.0451(14) 0.0209(11) 0.0036(11) 0.0118(11) C47 0.0394(14) 0.0523(16) 0.0464(14) 0.0225(12) -0.0040(11) 0.0090(12) N4 0.0368(11) 0.0396(11) 0.0427(11) 0.0153(9) -0.0016(9) 0.0054(9) C51 0.0476(16) 0.0455(15) 0.0600(17) 0.0150(13) -0.0097(13) -0.0001(13) C48 0.089(3) 0.074(2) 0.110(3) 0.063(2) 0.017(2) 0.028(2) C1S 0.210(7) 0.080(3) 0.102(4) 0.052(3) 0.020(4) 0.002(4) Cl1S 0.0995(9) 0.1572(13) 0.1318(11) 0.0793(10) -0.0098(8) -0.0085(9) Cl2S 0.1323(12) 0.1944(17) 0.1078(10) 0.0597(11) 0.0132(9) 0.0793(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1 1.8928(19) . ? Cu1 N4 1.986(2) . ? Cu1 N32 2.038(2) . ? Cu1 N22 2.056(2) . ? Cu1 N12 2.299(2) . ? N11 C11 1.341(3) . ? N11 N12 1.362(3) . ? N11 B1 1.532(4) . ? N12 C13 1.341(3) . ? C11 C12 1.363(4) . ? C12 C13 1.399(4) . ? C13 C14 1.472(4) . ? C14 C15 1.377(4) . ? C14 C19 1.393(4) . ? C15 C16 1.381(4) . ? C16 C17 1.378(5) . ? C17 C18 1.348(6) . ? C18 C19 1.380(5) . ? N21 C21 1.337(3) . ? N21 N22 1.371(3) . ? N21 B1 1.542(4) . ? N22 C23 1.343(3) . ? C21 C22 1.363(4) . ? C22 C23 1.398(4) . ? C23 C24 1.472(4) . ? C24 C29 1.386(4) . ? C24 C25 1.392(4) . ? C25 C26 1.381(4) . ? C26 C27 1.379(5) . ? C27 C28 1.372(5) . ? C28 C29 1.381(4) . ? N31 C31 1.337(3) . ? N31 N32 1.366(3) . ? N31 B1 1.548(4) . ? N32 C33 1.342(3) . ? C31 C32 1.361(4) . ? C32 C33 1.396(4) . ? C33 C34 1.474(4) . ? C34 C39 1.383(4) . ? C34 C35 1.384(4) . ? C35 C36 1.383(4) . ? C36 C37 1.374(6) . ? C37 C38 1.370(6) . ? C38 C39 1.385(5) . ? O1 C41 1.307(3) . ? C41 C46 1.410(4) . ? C41 C42 1.411(4) . ? C42 C43 1.378(4) . ? C43 C44 1.395(5) . ? C44 C45 1.363(4) . ? C44 C48 1.519(4) . ? C45 C46 1.414(4) . ? C46 C47 1.438(4) . ? C47 N4 1.279(3) . ? N4 C51 1.469(3) . ? C1S Cl1S 1.700(6) . ? C1S Cl2S 1.784(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 O1 Cu1 N4 92.76(9) . . ? O1 Cu1 N32 154.84(9) . . ? N4 Cu1 N32 94.25(9) . . ? O1 Cu1 N22 88.94(8) . . ? N4 Cu1 N22 177.41(8) . . ? N32 Cu1 N22 85.01(9) . . ? O1 Cu1 N12 111.57(9) . . ? N4 Cu1 N12 90.74(9) . . ? N32 Cu1 N12 92.48(9) . . ? N22 Cu1 N12 86.82(8) . . ? C11 N11 N12 110.1(2) . . ? C11 N11 B1 129.9(2) . . ? N12 N11 B1 119.6(2) . . ? C13 N12 N11 106.1(2) . . ? C13 N12 Cu1 135.83(18) . . ? N11 N12 Cu1 111.86(15) . . ? N11 C11 C12 108.6(3) . . ? C11 C12 C13 105.3(2) . . ? N12 C13 C12 109.9(2) . . ? N12 C13 C14 121.0(2) . . ? C12 C13 C14 129.1(2) . . ? C15 C14 C19 118.4(3) . . ? C15 C14 C13 121.5(2) . . ? C19 C14 C13 120.1(3) . . ? C14 C15 C16 120.7(3) . . ? C17 C16 C15 119.9(3) . . ? C18 C17 C16 119.8(3) . . ? C17 C18 C19 121.1(3) . . ? C18 C19 C14 120.0(3) . . ? C21 N21 N22 109.4(2) . . ? C21 N21 B1 128.7(2) . . ? N22 N21 B1 121.8(2) . . ? C23 N22 N21 106.7(2) . . ? C23 N22 Cu1 137.53(17) . . ? N21 N22 Cu1 114.96(15) . . ? N21 C21 C22 109.0(2) . . ? C21 C22 C23 105.6(2) . . ? N22 C23 C22 109.3(2) . . ? N22 C23 C24 123.5(2) . . ? C22 C23 C24 126.9(2) . . ? C29 C24 C25 118.9(3) . . ? C29 C24 C23 120.6(2) . . ? C25 C24 C23 120.4(2) . . ? C26 C25 C24 120.2(3) . . ? C27 C26 C25 120.1(3) . . ? C28 C27 C26 120.2(3) . . ? C27 C28 C29 120.0(3) . . ? C28 C29 C24 120.7(3) . . ? C31 N31 N32 109.2(2) . . ? C31 N31 B1 130.3(2) . . ? N32 N31 B1 120.3(2) . . ? C33 N32 N31 106.7(2) . . ? C33 N32 Cu1 135.97(17) . . ? N31 N32 Cu1 117.35(16) . . ? N31 C31 C32 109.3(2) . . ? C31 C32 C33 105.3(2) . . ? N32 C33 C32 109.5(2) . . ? N32 C33 C34 122.0(2) . . ? C32 C33 C34 128.5(2) . . ? C39 C34 C35 118.4(3) . . ? C39 C34 C33 120.0(3) . . ? C35 C34 C33 121.5(2) . . ? C36 C35 C34 121.2(3) . . ? C37 C36 C35 119.6(3) . . ? C38 C37 C36 120.0(3) . . ? C37 C38 C39 120.5(3) . . ? C34 C39 C38 120.3(3) . . ? N11 B1 N21 109.6(2) . . ? N11 B1 N31 110.0(2) . . ? N21 B1 N31 107.5(2) . . ? C41 O1 Cu1 127.87(16) . . ? O1 C41 C46 123.9(2) . . ? O1 C41 C42 119.0(2) . . ? C46 C41 C42 117.0(2) . . ? C43 C42 C41 121.4(3) . . ? C42 C43 C44 121.9(3) . . ? C45 C44 C43 117.2(3) . . ? C45 C44 C48 122.1(3) . . ? C43 C44 C48 120.7(3) . . ? C44 C45 C46 122.9(3) . . ? C41 C46 C45 119.5(2) . . ? C41 C46 C47 122.5(2) . . ? C45 C46 C47 117.9(2) . . ? N4 C47 C46 127.0(2) . . ? C47 N4 C51 116.5(2) . . ? C47 N4 Cu1 123.84(18) . . ? C51 N4 Cu1 119.52(17) . . ? Cl1S C1S Cl2S 110.9(3) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 24.98 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.469 _refine_diff_density_min -0.416 _refine_diff_density_rms 0.051 #=END data_si261/mh316 _audit_creation_method SHELXL _chemical_name_systematic ; [N-Phenyl-2-hydroxy-5-methylbenzaldimino][hydrido-tris-{3-phenylpyrazol-1-yl}- borato]copper(II) ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C41 H34 B Cu N7 O' _chemical_formula_weight 715.10 _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 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 12.680(2) _cell_length_b 18.890(3) _cell_length_c 15.5439(14) _cell_angle_alpha 90.00 _cell_angle_beta 110.412(12) _cell_angle_gamma 90.00 _cell_volume 3489.4(8) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 41 _cell_measurement_theta_min 4.72 _cell_measurement_theta_max 12.45 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.52 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.361 _exptl_crystal_density_method ? _exptl_crystal_F_000 1484 _exptl_absorpt_coefficient_mu 0.670 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.3946 _exptl_absorpt_correction_T_max 0.6460 _exptl_special_details ; Crystal monted on quartz fibre for data collection ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method '2\q/\w scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7514 _diffrn_reflns_av_R_equivalents 0.0413 _diffrn_reflns_av_sigmaI/netI 0.0848 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6149 _reflns_number_observed 3712 _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 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^)+(0.0547P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6149 _refine_ls_number_parameters 461 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0957 _refine_ls_R_factor_obs 0.0483 _refine_ls_wR_factor_all 0.1302 _refine_ls_wR_factor_obs 0.1038 _refine_ls_goodness_of_fit_all 1.014 _refine_ls_goodness_of_fit_obs 1.065 _refine_ls_restrained_S_all 1.014 _refine_ls_restrained_S_obs 1.065 _refine_ls_shift/esd_max 0.014 _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 Cu1 Cu 0.19894(4) 1.59313(2) 0.37110(3) 0.02295(15) Uani 1 d . . O1 O 0.0883(2) 1.64105(13) 0.4042(2) 0.0274(7) Uani 1 d . . N4 N 0.2009(3) 1.6678(2) 0.2793(2) 0.0232(7) Uani 1 d . . B1 B 0.2546(4) 1.4353(2) 0.3491(3) 0.0247(10) Uani 1 d . . H1 H 0.2835 1.3778 0.3440 0.030 Uiso 1 d . . N11 N 0.1579(3) 1.4535(2) 0.2597(2) 0.0225(7) Uani 1 d . . N12 N 0.0879(3) 1.5089(2) 0.2568(2) 0.0220(7) Uani 1 d . . C11 C 0.1237(4) 1.4196(2) 0.1779(3) 0.0324(10) Uani 1 d . . H11 H 0.1594(4) 1.3798(2) 0.1626(3) 0.039 Uiso 1 calc R . C12 C 0.0291(4) 1.4526(2) 0.1209(3) 0.0328(10) Uani 1 d . . H12 H -0.0137(4) 1.4403(2) 0.0592(3) 0.039 Uiso 1 calc R . C13 C 0.0084(3) 1.5080(2) 0.1721(3) 0.0250(9) Uani 1 d . . C14 C -0.0888(3) 1.5562(2) 0.1459(3) 0.0259(9) Uani 1 d . . C15 C -0.1123(3) 1.5966(2) 0.2111(3) 0.0332(10) Uani 1 d . . H15 H -0.0630(3) 1.5950(2) 0.2732(3) 0.040 Uiso 1 calc R . C16 C -0.2074(4) 1.6395(2) 0.1869(3) 0.0419(12) Uani 1 d . . H16 H -0.2233(4) 1.6665(2) 0.2325(3) 0.050 Uiso 1 calc R . C17 C -0.2783(4) 1.6428(3) 0.0970(3) 0.0464(13) Uani 1 d . . H17 H -0.3428(4) 1.6725(3) 0.0801(3) 0.056 Uiso 1 calc R . C18 C -0.2556(4) 1.6030(3) 0.0315(3) 0.0490(13) Uani 1 d . . H18 H -0.3048(4) 1.6051(3) -0.0306(3) 0.059 Uiso 1 calc R . C19 C -0.1620(4) 1.5601(2) 0.0555(3) 0.0389(11) Uani 1 d . . H19 H -0.1472(4) 1.5328(2) 0.0097(3) 0.047 Uiso 1 calc R . N21 N 0.2118(3) 1.4465(2) 0.4300(2) 0.0231(7) Uani 1 d . . N22 N 0.2001(2) 1.5132(2) 0.4611(2) 0.0208(7) Uani 1 d . . C21 C 0.1848(3) 1.3976(2) 0.4811(3) 0.0264(9) Uani 1 d . . H21 H 0.1846(3) 1.3478(2) 0.4722(3) 0.032 Uiso 1 calc R . C22 C 0.1574(3) 1.4316(2) 0.5491(3) 0.0280(10) Uani 1 d . . H22 H 0.1350(3) 1.4104(2) 0.5954(3) 0.034 Uiso 1 calc R . C23 C 0.1694(3) 1.5042(2) 0.5352(2) 0.0216(9) Uani 1 d . . C24 C 0.1640(3) 1.5635(2) 0.5945(2) 0.0218(9) Uani 1 d . . C25 C 0.2398(3) 1.6190(2) 0.6099(3) 0.0287(10) Uani 1 d . . H25 H 0.2927(3) 1.6191(2) 0.5791(3) 0.034 Uiso 1 calc R . C26 C 0.2408(4) 1.6737(2) 0.6681(3) 0.0339(10) Uani 1 d . . H26 H 0.2929(4) 1.7115(2) 0.6769(3) 0.041 Uiso 1 calc R . C27 C 0.1639(4) 1.6729(2) 0.7144(3) 0.0356(11) Uani 1 d . . H27 H 0.1634(4) 1.7104(2) 0.7549(3) 0.043 Uiso 1 calc R . C28 C 0.0890(4) 1.6178(2) 0.7013(3) 0.0343(11) Uani 1 d . . H28 H 0.0373(4) 1.6172(2) 0.7332(3) 0.041 Uiso 1 calc R . C29 C 0.0888(3) 1.5633(2) 0.6420(3) 0.0277(10) Uani 1 d . . H29 H 0.0370(3) 1.5253(2) 0.6334(3) 0.033 Uiso 1 calc R . N31 N 0.3559(3) 1.4848(2) 0.3640(2) 0.0244(8) Uani 1 d . . N32 N 0.3495(3) 1.5555(2) 0.3810(2) 0.0232(8) Uani 1 d . . C31 C 0.4619(3) 1.4696(2) 0.3708(3) 0.0268(10) Uani 1 d . . H31 H 0.4886(3) 1.4241(2) 0.3623(3) 0.032 Uiso 1 calc R . C32 C 0.5256(3) 1.5300(2) 0.3920(3) 0.0287(10) Uani 1 d . . H32 H 0.6031(3) 1.5347(2) 0.4001(3) 0.034 Uiso 1 calc R . C33 C 0.4531(3) 1.5831(2) 0.3991(2) 0.0247(9) Uani 1 d . . C34 C 0.4820(3) 1.6567(2) 0.4303(3) 0.0272(10) Uani 1 d . . C35 C 0.5737(4) 1.6894(2) 0.4177(3) 0.0423(12) Uani 1 d . . H35 H 0.6126(4) 1.6663(2) 0.3834(3) 0.051 Uiso 1 calc R . C36 C 0.6084(4) 1.7556(3) 0.4550(4) 0.058(2) Uani 1 d . . H36 H 0.6718(4) 1.7774(3) 0.4467(4) 0.069 Uiso 1 calc R . C37 C 0.5520(5) 1.7902(3) 0.5040(4) 0.057(2) Uani 1 d . . H37 H 0.5771(5) 1.8354(3) 0.5300(4) 0.068 Uiso 1 calc R . C38 C 0.4590(4) 1.7594(2) 0.5152(3) 0.0484(13) Uani 1 d . . H38 H 0.4192(4) 1.7833(2) 0.5481(3) 0.058 Uiso 1 calc R . C39 C 0.4241(4) 1.6928(2) 0.4776(3) 0.0382(11) Uani 1 d . . H39 H 0.3595(4) 1.6718(2) 0.4846(3) 0.046 Uiso 1 calc R . C41 C 0.0549(3) 1.7062(2) 0.3869(3) 0.0253(9) Uani 1 d . . C42 C -0.0169(3) 1.7355(2) 0.4303(3) 0.0312(10) Uani 1 d . . H42 H -0.0386(3) 1.7072(2) 0.4718(3) 0.037 Uiso 1 calc R . C43 C -0.0557(4) 1.8040(2) 0.4136(3) 0.0355(11) Uani 1 d . . H43 H -0.1053(4) 1.8209(2) 0.4428(3) 0.043 Uiso 1 calc R . C44 C -0.0254(4) 1.8498(2) 0.3554(3) 0.0332(10) Uani 1 d . . C45 C 0.0434(3) 1.8214(2) 0.3126(3) 0.0315(10) Uani 1 d . . H45 H 0.0654(3) 1.8509(2) 0.2722(3) 0.038 Uiso 1 calc R . C46 C 0.0832(3) 1.7510(2) 0.3251(3) 0.0243(9) Uani 1 d . . C47 C 0.1508(3) 1.7280(2) 0.2734(3) 0.0280(10) Uani 1 d . . H47 H 0.1597(3) 1.7606(2) 0.2300(3) 0.034 Uiso 1 calc R . C48 C -0.0647(4) 1.9254(2) 0.3434(3) 0.0475(13) Uani 1 d . . H48A H -0.0372(21) 1.9496(5) 0.4029(5) 0.071 Uiso 1 calc R . H48B H -0.1472(4) 1.9267(2) 0.3191(19) 0.071 Uiso 1 calc R . H48C H -0.0354(21) 1.9493(5) 0.3005(16) 0.071 Uiso 1 calc R . C51 C 0.2697(3) 1.6584(2) 0.2228(3) 0.0251(9) Uani 1 d . . C52 C 0.3451(3) 1.7104(2) 0.2185(3) 0.0346(11) Uani 1 d . . H52 H 0.3493(3) 1.7539(2) 0.2500(3) 0.041 Uiso 1 calc R . C53 C 0.4145(4) 1.6983(3) 0.1677(3) 0.0436(13) Uani 1 d . . H53 H 0.4648(4) 1.7342(3) 0.1634(3) 0.052 Uiso 1 calc R . C54 C 0.4110(4) 1.6345(3) 0.1238(3) 0.0454(13) Uani 1 d . . H54 H 0.4616(4) 1.6254(3) 0.0921(3) 0.054 Uiso 1 calc R . C55 C 0.3338(4) 1.5839(3) 0.1260(3) 0.0399(12) Uani 1 d . . H55 H 0.3289(4) 1.5408(3) 0.0933(3) 0.048 Uiso 1 calc R . C56 C 0.2635(3) 1.5952(2) 0.1752(3) 0.0299(10) Uani 1 d . . H56 H 0.2108(3) 1.5599(2) 0.1767(3) 0.036 Uiso 1 calc R . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0207(3) 0.0235(3) 0.0260(3) 0.0040(2) 0.0099(2) 0.0019(2) O1 0.027(2) 0.025(2) 0.033(2) 0.0020(13) 0.0135(13) 0.0058(13) N4 0.020(2) 0.024(2) 0.025(2) 0.0026(15) 0.0071(15) 0.001(2) B1 0.023(2) 0.023(2) 0.031(3) 0.002(2) 0.014(2) 0.002(2) N11 0.025(2) 0.019(2) 0.025(2) -0.0022(14) 0.0097(15) -0.002(2) N12 0.019(2) 0.021(2) 0.026(2) 0.0012(15) 0.0079(15) -0.001(2) C11 0.037(3) 0.033(2) 0.030(2) -0.006(2) 0.016(2) 0.000(2) C12 0.033(3) 0.037(3) 0.023(2) -0.007(2) 0.004(2) -0.005(2) C13 0.022(2) 0.029(2) 0.024(2) -0.001(2) 0.009(2) -0.006(2) C14 0.024(2) 0.028(2) 0.024(2) 0.002(2) 0.007(2) -0.005(2) C15 0.030(2) 0.031(2) 0.032(2) 0.004(2) 0.003(2) 0.000(2) C16 0.042(3) 0.038(3) 0.046(3) 0.005(2) 0.015(2) 0.008(2) C17 0.027(3) 0.048(3) 0.054(3) 0.013(3) 0.001(2) 0.008(2) C18 0.032(3) 0.063(4) 0.037(3) 0.007(3) -0.006(2) 0.003(3) C19 0.034(3) 0.047(3) 0.029(2) 0.001(2) 0.004(2) 0.001(2) N21 0.023(2) 0.023(2) 0.023(2) 0.0001(15) 0.0084(15) 0.002(2) N22 0.018(2) 0.020(2) 0.024(2) -0.0008(14) 0.0070(14) -0.0011(15) C21 0.023(2) 0.021(2) 0.035(2) 0.003(2) 0.010(2) -0.002(2) C22 0.028(2) 0.030(2) 0.032(2) 0.004(2) 0.018(2) -0.002(2) C23 0.017(2) 0.026(2) 0.020(2) 0.005(2) 0.004(2) 0.001(2) C24 0.016(2) 0.026(2) 0.021(2) 0.000(2) 0.003(2) -0.001(2) C25 0.024(2) 0.034(2) 0.030(2) 0.001(2) 0.011(2) 0.000(2) C26 0.034(3) 0.030(2) 0.037(2) -0.004(2) 0.012(2) -0.008(2) C27 0.039(3) 0.029(2) 0.039(3) -0.006(2) 0.014(2) 0.002(2) C28 0.032(3) 0.038(3) 0.040(3) -0.004(2) 0.022(2) 0.003(2) C29 0.019(2) 0.028(2) 0.037(2) 0.002(2) 0.011(2) -0.001(2) N31 0.022(2) 0.026(2) 0.026(2) -0.002(2) 0.0086(15) 0.001(2) N32 0.024(2) 0.021(2) 0.024(2) 0.0045(15) 0.0076(15) 0.005(2) C31 0.019(2) 0.037(2) 0.025(2) -0.002(2) 0.009(2) 0.008(2) C32 0.017(2) 0.036(2) 0.032(2) 0.002(2) 0.007(2) -0.003(2) C33 0.017(2) 0.036(2) 0.019(2) 0.005(2) 0.003(2) -0.002(2) C34 0.021(2) 0.030(2) 0.023(2) 0.007(2) -0.002(2) -0.003(2) C35 0.024(2) 0.044(3) 0.054(3) 0.013(2) 0.006(2) -0.004(2) C36 0.031(3) 0.043(3) 0.081(4) 0.024(3) -0.003(3) -0.014(3) C37 0.053(4) 0.031(3) 0.060(4) 0.006(3) -0.016(3) -0.008(3) C38 0.057(3) 0.035(3) 0.042(3) -0.002(2) 0.004(3) 0.000(3) C39 0.046(3) 0.030(2) 0.036(3) 0.001(2) 0.011(2) -0.007(2) C41 0.018(2) 0.028(2) 0.025(2) -0.001(2) 0.000(2) -0.001(2) C42 0.029(2) 0.032(2) 0.035(2) -0.006(2) 0.013(2) -0.004(2) C43 0.026(2) 0.039(3) 0.040(3) -0.009(2) 0.010(2) 0.001(2) C44 0.028(2) 0.031(2) 0.035(2) -0.008(2) 0.003(2) 0.005(2) C45 0.030(2) 0.030(2) 0.029(2) 0.005(2) 0.005(2) 0.005(2) C46 0.022(2) 0.025(2) 0.024(2) 0.000(2) 0.005(2) 0.004(2) C47 0.027(2) 0.028(2) 0.027(2) 0.005(2) 0.006(2) 0.000(2) C48 0.044(3) 0.038(3) 0.053(3) 0.000(2) 0.007(2) 0.012(2) C51 0.023(2) 0.030(2) 0.023(2) 0.009(2) 0.009(2) 0.001(2) C52 0.034(3) 0.035(2) 0.032(2) 0.003(2) 0.008(2) -0.002(2) C53 0.035(3) 0.061(3) 0.042(3) 0.010(3) 0.023(2) -0.008(3) C54 0.035(3) 0.068(4) 0.040(3) 0.007(3) 0.022(2) 0.002(3) C55 0.040(3) 0.053(3) 0.031(2) -0.001(2) 0.017(2) 0.005(3) C56 0.027(2) 0.031(2) 0.034(2) 0.007(2) 0.014(2) -0.002(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1 1.885(3) . ? Cu1 N32 1.992(3) . ? Cu1 N4 2.013(3) . ? Cu1 N22 2.054(3) . ? Cu1 N12 2.434(3) . ? O1 C41 1.298(4) . ? N4 C47 1.290(5) . ? N4 C51 1.450(5) . ? B1 N11 1.538(5) . ? B1 N31 1.539(5) . ? B1 N21 1.548(5) . ? N11 C11 1.353(5) . ? N11 N12 1.363(4) . ? N12 C13 1.351(5) . ? C11 C12 1.368(6) . ? C12 C13 1.394(5) . ? C13 C14 1.471(5) . ? C14 C15 1.381(5) . ? C14 C19 1.389(5) . ? C15 C16 1.392(6) . ? C16 C17 1.375(6) . ? C17 C18 1.374(6) . ? C18 C19 1.377(6) . ? N21 C21 1.339(5) . ? N21 N22 1.376(4) . ? N22 C23 1.349(4) . ? C21 C22 1.380(5) . ? C22 C23 1.404(5) . ? C23 C24 1.468(5) . ? C24 C25 1.384(5) . ? C24 C29 1.394(5) . ? C25 C26 1.371(5) . ? C26 C27 1.399(6) . ? C27 C28 1.376(6) . ? C28 C29 1.382(5) . ? N31 C31 1.342(5) . ? N31 N32 1.370(4) . ? N32 C33 1.349(5) . ? C31 C32 1.371(5) . ? C32 C33 1.391(5) . ? C33 C34 1.476(5) . ? C34 C39 1.385(6) . ? C34 C35 1.390(6) . ? C35 C36 1.384(6) . ? C36 C37 1.378(7) . ? C37 C38 1.379(7) . ? C38 C39 1.392(6) . ? C41 C46 1.417(5) . ? C41 C42 1.421(5) . ? C42 C43 1.376(5) . ? C43 C44 1.399(6) . ? C44 C45 1.377(6) . ? C44 C48 1.503(6) . ? C45 C46 1.412(5) . ? C46 C47 1.431(5) . ? C51 C52 1.388(5) . ? C51 C56 1.391(5) . ? C52 C53 1.390(6) . ? C53 C54 1.378(6) . ? C54 C55 1.377(6) . ? C55 C56 1.379(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 O1 Cu1 N32 159.14(12) . . ? O1 Cu1 N4 92.92(12) . . ? N32 Cu1 N4 93.21(13) . . ? O1 Cu1 N22 89.80(12) . . ? N32 Cu1 N22 84.63(12) . . ? N4 Cu1 N22 177.03(12) . . ? O1 Cu1 N12 102.50(11) . . ? N32 Cu1 N12 96.80(12) . . ? N4 Cu1 N12 95.04(11) . . ? N22 Cu1 N12 83.21(11) . . ? C41 O1 Cu1 128.2(3) . . ? C47 N4 C51 116.8(3) . . ? C47 N4 Cu1 122.7(3) . . ? C51 N4 Cu1 120.2(2) . . ? N11 B1 N31 111.1(3) . . ? N11 B1 N21 107.9(3) . . ? N31 B1 N21 107.7(3) . . ? C11 N11 N12 110.0(3) . . ? C11 N11 B1 129.5(3) . . ? N12 N11 B1 120.5(3) . . ? C13 N12 N11 106.1(3) . . ? C13 N12 Cu1 140.0(3) . . ? N11 N12 Cu1 105.8(2) . . ? N11 C11 C12 108.3(4) . . ? C11 C12 C13 105.6(3) . . ? N12 C13 C12 110.0(3) . . ? N12 C13 C14 121.9(3) . . ? C12 C13 C14 127.8(4) . . ? C15 C14 C19 118.3(4) . . ? C15 C14 C13 120.9(3) . . ? C19 C14 C13 120.8(4) . . ? C14 C15 C16 120.8(4) . . ? C17 C16 C15 120.0(4) . . ? C18 C17 C16 119.7(4) . . ? C17 C18 C19 120.3(4) . . ? C18 C19 C14 120.9(4) . . ? C21 N21 N22 110.0(3) . . ? C21 N21 B1 128.5(3) . . ? N22 N21 B1 121.5(3) . . ? C23 N22 N21 106.4(3) . . ? C23 N22 Cu1 137.6(3) . . ? N21 N22 Cu1 114.2(2) . . ? N21 C21 C22 108.5(3) . . ? C21 C22 C23 105.5(3) . . ? N22 C23 C22 109.5(3) . . ? N22 C23 C24 122.0(3) . . ? C22 C23 C24 128.1(3) . . ? C25 C24 C29 118.2(4) . . ? C25 C24 C23 120.2(3) . . ? C29 C24 C23 121.4(4) . . ? C26 C25 C24 122.0(4) . . ? C25 C26 C27 118.9(4) . . ? C28 C27 C26 120.1(4) . . ? C27 C28 C29 120.2(4) . . ? C28 C29 C24 120.6(4) . . ? C31 N31 N32 108.5(3) . . ? C31 N31 B1 129.9(3) . . ? N32 N31 B1 121.3(3) . . ? C33 N32 N31 107.4(3) . . ? C33 N32 Cu1 135.7(3) . . ? N31 N32 Cu1 116.9(2) . . ? N31 C31 C32 109.3(4) . . ? C31 C32 C33 105.6(3) . . ? N32 C33 C32 109.1(3) . . ? N32 C33 C34 123.0(4) . . ? C32 C33 C34 127.6(4) . . ? C39 C34 C35 118.7(4) . . ? C39 C34 C33 121.5(4) . . ? C35 C34 C33 119.7(4) . . ? C36 C35 C34 120.2(5) . . ? C37 C36 C35 120.6(5) . . ? C36 C37 C38 120.0(5) . . ? C37 C38 C39 119.3(5) . . ? C34 C39 C38 121.2(5) . . ? O1 C41 C46 124.4(4) . . ? O1 C41 C42 119.2(4) . . ? C46 C41 C42 116.4(4) . . ? C43 C42 C41 121.6(4) . . ? C42 C43 C44 122.9(4) . . ? C45 C44 C43 115.7(4) . . ? C45 C44 C48 123.3(4) . . ? C43 C44 C48 120.9(4) . . ? C44 C45 C46 123.8(4) . . ? C45 C46 C41 119.6(4) . . ? C45 C46 C47 117.6(4) . . ? C41 C46 C47 122.8(4) . . ? N4 C47 C46 127.2(4) . . ? C52 C51 C56 119.6(4) . . ? C52 C51 N4 120.8(4) . . ? C56 C51 N4 119.5(3) . . ? C51 C52 C53 119.6(4) . . ? C54 C53 C52 120.5(4) . . ? C55 C54 C53 119.6(4) . . ? C54 C55 C56 120.6(4) . . ? C55 C56 C51 120.0(4) . . ? _refine_diff_density_max 0.593 _refine_diff_density_min -0.508 _refine_diff_density_rms 0.081