# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/2255 data_global #==================================================================== # 1. SUBMISSION DETAILS _publ_contact_author 'Dr. Malcolm A. Halcrow' _publ_contact_address ; School of Chemistry, University of Leeds, Woodhouse Lane, Leeds LS2 9JT, UK ; _publ_contact_author_phone '+44 (0)113 233 6506' _publ_contact_author_fax '+44 (0)113 233 6565' _publ_contact_author_email malcolmh@chem.leeds.ac.uk _publ_requested_journal 'Dalton Transactions' _publ_contact_letter ; The following set of data is for two structures included in a manuscript we have just submitted to the Dalton Transactions office. ; #======================================================================= # 2. TITLE AND AUTHOR LIST _publ_section_title ; Complexes of 2-Hydroxy-5-methylbenzoquinone as Models for the 'TPQ-on' Form of Copper Amine Oxidases. ; loop_ _publ_author_name _publ_author_address 'Caroline L. Foster' ; School of Chemistry, University of Leeds, Woodhouse Lane, Leeds LS2 9JT, UK ; 'Xiaoming Liu' ; School of Chemistry, University of Leeds, Woodhouse Lane, Leeds LS2 9JT, UK ; 'Colin A. Kilner' ; School of Chemistry, University of Leeds, Woodhouse Lane, Leeds LS2 9JT, UK ; 'Mark Thornton-Pett' ; School of Chemistry, University of Leeds, Woodhouse Lane, Leeds LS2 9JT, UK ; 'Malcolm A. Halcrow' ; School of Chemistry, University of Leeds, Woodhouse Lane, Leeds LS2 9JT, UK ; #================================================================= data_clf53 _audit_creation_method SHELXL-97 _chemical_name_systematic ; [Hydrido-tris-(3,5-diphenylpyrazolyl)borato][2-hydroxy-5-methyl- benzoquinonato]copper(II) dichloromethane solvate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '[C52 H39 B Cl Cu N6 O3].0.8[C H2 Cl2]' _chemical_formula_sum 'C52.80 H40.6 B Cl1.60 Cu N6 O3' _chemical_formula_weight 938.22 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 Monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 16.4602(4) _cell_length_b 15.9627(4) _cell_length_c 19.6781(4) _cell_angle_alpha 90.00 _cell_angle_beta 114.2020(14) _cell_angle_gamma 90.00 _cell_volume 4715.96(19) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 51153 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour Maroon _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.317 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1930 _exptl_absorpt_coefficient_mu 0.604 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8540 _exptl_absorpt_correction_T_max 0.8991 _exptl_absorpt_process_details ; Using multiple and symmetry-related data measurements via the program SORTAV See R.H. Blessing, Acta Cryst (1995), A51, 33-38 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD area detector diffractometer' _diffrn_measurement_method ; Detector set at 30mm from sample with different 2theta offsets 1 degree phi exposures for chi=0 degree settings 1 degree omega exposures for chi=90 degree settings ; _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 51153 _diffrn_reflns_av_R_equivalents 0.0612 _diffrn_reflns_av_sigmaI/netI 0.0534 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 27.47 _reflns_number_total 10761 _reflns_number_gt 8284 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1999)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1996)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1996)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEX (McArdle, 1995)' _computing_publication_material 'local program' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The dichloromethane solvent molecule is badly disordered. This was modelled over five orientations, one of which had a carbon atom occupying a chlorine site. These were: Cl(65)-C(64)-Cl(66) - occupancy 0.2 Cl(66)-C(69)-Cl(70) - occupancy 0.1 Cl(65)-C(64)-Cl(68) - occupancy 0.2 Cl(70)-C(64)-Cl(71) - occupancy 0.2 Cl(67)-Cl(66)-Cl(72) - occupancy 0.1 giving 0.8 of a CH2Cl2 molecule in total. The occupancy of Cl(66) was fixed at 0.3, thus ignoring the 0.1 C atom contribution at this site. All C-Cl bonds [including Cl-Cl bonds for orientation 5], and Cl...Cl distances within a given disorder orientation, were restrained to 1.83(2) and 2.99(2) \%A, respectively. All atoms except those within the disordered solvent were refined anisotropically. There were two residual peaks with 1.0 < rho < 1.2 e.A-3, both lying within the disordered solvent region. ; _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^)+(0.1167P)^2^+2.3601P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0139(16) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 10761 _refine_ls_number_parameters 606 _refine_ls_number_restraints 14 _refine_ls_R_factor_all 0.0854 _refine_ls_R_factor_gt 0.0651 _refine_ls_wR_factor_ref 0.1954 _refine_ls_wR_factor_gt 0.1821 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.082 _refine_ls_shift/su_max 0.027 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.25495(2) 0.50894(2) 0.493195(17) 0.03564(15) Uani 1 1 d . . . N2 N 0.23085(15) 0.61905(16) 0.41748(12) 0.0364(5) Uani 1 1 d . . . N3 N 0.18257(15) 0.59616(15) 0.34423(12) 0.0357(5) Uani 1 1 d . . . C4 C 0.16895(18) 0.66492(19) 0.29908(15) 0.0370(6) Uani 1 1 d . . . C5 C 0.2102(2) 0.7319(2) 0.34350(16) 0.0440(7) Uani 1 1 d . . . H5 H 0.2131 0.7876 0.3278 0.053 Uiso 1 1 calc R . . C6 C 0.24743(19) 0.70150(19) 0.41668(15) 0.0395(6) Uani 1 1 d . . . C7 C 0.1160(2) 0.66295(19) 0.21812(15) 0.0401(6) Uani 1 1 d . . . C8 C 0.1455(2) 0.7062(2) 0.17089(17) 0.0469(7) Uani 1 1 d . . . H8 H 0.2004 0.7357 0.1910 0.056 Uiso 1 1 calc R . . C9 C 0.0945(3) 0.7063(2) 0.09408(18) 0.0560(9) Uani 1 1 d . . . H9 H 0.1150 0.7358 0.0622 0.067 Uiso 1 1 calc R . . C10 C 0.0155(3) 0.6642(3) 0.06447(18) 0.0630(10) Uani 1 1 d . . . H10 H -0.0187 0.6644 0.0121 0.076 Uiso 1 1 calc R . . C11 C -0.0149(3) 0.6213(3) 0.11009(19) 0.0658(10) Uani 1 1 d . . . H11 H -0.0699 0.5920 0.0892 0.079 Uiso 1 1 calc R . . C12 C 0.0351(2) 0.6209(2) 0.18694(17) 0.0513(8) Uani 1 1 d . . . H12 H 0.0136 0.5916 0.2183 0.062 Uiso 1 1 calc R . . C13 C 0.3005(2) 0.7487(2) 0.48483(16) 0.0455(7) Uani 1 1 d . . . C14 C 0.3587(3) 0.8105(3) 0.4825(2) 0.0711(12) Uani 1 1 d . . . H14 H 0.3643 0.8218 0.4372 0.085 Uiso 1 1 calc R . . C15 C 0.4087(4) 0.8559(3) 0.5463(2) 0.101(2) Uani 1 1 d . . . H15 H 0.4473 0.8991 0.5441 0.122 Uiso 1 1 calc R . . C16 C 0.4026(4) 0.8383(3) 0.6130(2) 0.0946(18) Uani 1 1 d . . . H16 H 0.4388 0.8676 0.6571 0.113 Uiso 1 1 calc R . . C17 C 0.3432(3) 0.7777(3) 0.6150(2) 0.0703(12) Uani 1 1 d . . . H17 H 0.3375 0.7668 0.6603 0.084 Uiso 1 1 calc R . . C18 C 0.2921(3) 0.7329(2) 0.55129(17) 0.0526(8) Uani 1 1 d . . . H18 H 0.2514 0.6915 0.5530 0.063 Uiso 1 1 calc R . . N19 N 0.13816(15) 0.45448(16) 0.43298(12) 0.0382(5) Uani 1 1 d . . . N20 N 0.11213(15) 0.45861(16) 0.35736(12) 0.0371(5) Uani 1 1 d . . . C21 C 0.02951(19) 0.4240(2) 0.32266(16) 0.0420(7) Uani 1 1 d . . . C22 C 0.0025(2) 0.3974(2) 0.37676(17) 0.0448(7) Uani 1 1 d . . . H22 H -0.0526 0.3716 0.3691 0.054 Uiso 1 1 calc R . . C23 C 0.07252(19) 0.41626(19) 0.44537(16) 0.0388(6) Uani 1 1 d . . . C24 C -0.0178(2) 0.4148(2) 0.24107(17) 0.0453(7) Uani 1 1 d . . . C25 C 0.0194(3) 0.3692(2) 0.20067(19) 0.0577(9) Uani 1 1 d . . . H25 H 0.0769 0.3449 0.2251 0.069 Uiso 1 1 calc R . . C26 C -0.0280(3) 0.3596(3) 0.1244(2) 0.0706(11) Uani 1 1 d . . . H26 H -0.0023 0.3290 0.0968 0.085 Uiso 1 1 calc R . . C27 C -0.1108(3) 0.3931(3) 0.08827(19) 0.0678(11) Uani 1 1 d . . . H27 H -0.1424 0.3852 0.0361 0.081 Uiso 1 1 calc R . . C28 C -0.1488(3) 0.4383(3) 0.1272(2) 0.0632(10) Uani 1 1 d . . . H28 H -0.2062 0.4624 0.1018 0.076 Uiso 1 1 calc R . . C29 C -0.1024(2) 0.4488(2) 0.20459(18) 0.0510(8) Uani 1 1 d . . . H29 H -0.1288 0.4790 0.2319 0.061 Uiso 1 1 calc R . . C30 C 0.0771(2) 0.39544(18) 0.51990(16) 0.0388(6) Uani 1 1 d . . . C31 C 0.1574(2) 0.3769(2) 0.57926(18) 0.0489(8) Uani 1 1 d . . . H31 H 0.2112 0.3777 0.5723 0.059 Uiso 1 1 calc R . . C32 C 0.1594(3) 0.3570(2) 0.6491(2) 0.0578(9) Uani 1 1 d . . . H32 H 0.2146 0.3458 0.6897 0.069 Uiso 1 1 calc R . . C33 C 0.0818(3) 0.3536(2) 0.6592(2) 0.0560(9) Uani 1 1 d . . . H33 H 0.0834 0.3397 0.7067 0.067 Uiso 1 1 calc R . . C34 C 0.0014(2) 0.3703(2) 0.6003(2) 0.0525(8) Uani 1 1 d . . . H34 H -0.0524 0.3667 0.6072 0.063 Uiso 1 1 calc R . . C35 C -0.0012(2) 0.3925(2) 0.53071(18) 0.0445(7) Uani 1 1 d . . . H35 H -0.0565 0.4056 0.4908 0.053 Uiso 1 1 calc R . . N36 N 0.30601(15) 0.44827(16) 0.43194(12) 0.0364(5) Uani 1 1 d . . . N37 N 0.26392(15) 0.45971(16) 0.35646(12) 0.0365(5) Uani 1 1 d . . . C38 C 0.31095(19) 0.42126(19) 0.32287(15) 0.0384(6) Uani 1 1 d . . . C39 C 0.3853(2) 0.38399(19) 0.37837(16) 0.0401(6) Uani 1 1 d . . . H39 H 0.4308 0.3528 0.3718 0.048 Uiso 1 1 calc R . . C40 C 0.37905(18) 0.40195(18) 0.44550(16) 0.0374(6) Uani 1 1 d . . . C41 C 0.2830(2) 0.4229(2) 0.24135(16) 0.0412(6) Uani 1 1 d . . . C42 C 0.2629(2) 0.4975(2) 0.20208(18) 0.0474(8) Uani 1 1 d . . . H42 H 0.2689 0.5489 0.2281 0.057 Uiso 1 1 calc R . . C43 C 0.2340(3) 0.4982(2) 0.12493(19) 0.0564(9) Uani 1 1 d . . . H43 H 0.2199 0.5498 0.0985 0.068 Uiso 1 1 calc R . . C44 C 0.2258(3) 0.4240(3) 0.08703(19) 0.0637(10) Uani 1 1 d . . . H44 H 0.2054 0.4242 0.0343 0.076 Uiso 1 1 calc R . . C45 C 0.2473(3) 0.3493(3) 0.1256(2) 0.0713(11) Uani 1 1 d . . . H45 H 0.2425 0.2983 0.0995 0.086 Uiso 1 1 calc R . . C46 C 0.2758(3) 0.3485(2) 0.20243(19) 0.0580(9) Uani 1 1 d . . . H46 H 0.2905 0.2968 0.2286 0.070 Uiso 1 1 calc R . . C47 C 0.43681(19) 0.37624(19) 0.52218(15) 0.0380(6) Uani 1 1 d . . . C48 C 0.3996(2) 0.3413(2) 0.56784(18) 0.0486(8) Uani 1 1 d . . . H48 H 0.3373 0.3314 0.5484 0.058 Uiso 1 1 calc R . . C49 C 0.4523(2) 0.3209(2) 0.64081(19) 0.0562(9) Uani 1 1 d . . . H49 H 0.4262 0.2980 0.6718 0.067 Uiso 1 1 calc R . . C50 C 0.5435(2) 0.3341(3) 0.66877(18) 0.0589(9) Uani 1 1 d . . . H50 H 0.5801 0.3205 0.7191 0.071 Uiso 1 1 calc R . . C51 C 0.5807(2) 0.3667(2) 0.62393(18) 0.0528(8) Uani 1 1 d . . . H51 H 0.6432 0.3753 0.6434 0.063 Uiso 1 1 calc R . . C52 C 0.5282(2) 0.3874(2) 0.55034(16) 0.0424(7) Uani 1 1 d . . . H52 H 0.5549 0.4091 0.5194 0.051 Uiso 1 1 calc R . . B53 B 0.1706(2) 0.5024(2) 0.32330(18) 0.0368(7) Uani 1 1 d . . . H53 H 0.1430 0.4960 0.2679 0.044 Uiso 1 1 calc R . . O54 O 0.21771(13) 0.54834(15) 0.56876(11) 0.0428(5) Uani 1 1 d . . . O55 O 0.37821(13) 0.53272(15) 0.57601(11) 0.0418(5) Uani 1 1 d . . . O56 O 0.3443(2) 0.6003(2) 0.82602(14) 0.0787(9) Uani 1 1 d . . . C57 C 0.28177(19) 0.55721(19) 0.63383(16) 0.0399(6) Uani 1 1 d . . . C58 C 0.37259(19) 0.54772(19) 0.63598(15) 0.0389(6) Uani 1 1 d . . . C59 C 0.4518(2) 0.5555(2) 0.70596(16) 0.0467(7) Uani 1 1 d . . . H59 H 0.5094 0.5488 0.7066 0.056 Uiso 1 1 calc R . . C60 C 0.4427(2) 0.5720(2) 0.76922(17) 0.0482(7) Uani 1 1 d . . . C61 C 0.3501(2) 0.5839(2) 0.76762(17) 0.0518(8) Uani 1 1 d . . . C62 C 0.2739(2) 0.5755(2) 0.69850(17) 0.0474(7) Uani 1 1 d . . . H62 H 0.2162 0.5828 0.6976 0.057 Uiso 1 1 calc R . . C63 C 0.5191(3) 0.5787(3) 0.84318(19) 0.0631(10) Uani 1 1 d . . . H63A H 0.4970 0.5906 0.8814 0.076 Uiso 1 1 calc R . . H63B H 0.5586 0.6241 0.8420 0.076 Uiso 1 1 calc R . . H63C H 0.5522 0.5257 0.8548 0.076 Uiso 1 1 calc R . . C64 C 0.3237(7) 0.1792(6) 0.4262(6) 0.116(3) Uiso 0.60 1 d PD . . Cl65 Cl 0.2277(5) 0.2143(5) 0.4044(4) 0.143(2) Uiso 0.40 1 d PD . . Cl66 Cl 0.3278(4) 0.0872(4) 0.3804(4) 0.1073(15) Uiso 0.30 1 d PD . . Cl67 Cl 0.3764(6) 0.1357(6) 0.3211(5) 0.0557(19) Uiso 0.10 1 d PD . . Cl68 Cl 0.3688(7) 0.0711(6) 0.4442(6) 0.133(3) Uiso 0.20 1 d PD . . C69 C 0.252(3) 0.172(3) 0.3452(19) 0.102(17) Uiso 0.10 1 d PD . . Cl70 Cl 0.2087(5) 0.2406(5) 0.3924(5) 0.121(2) Uiso 0.30 1 d PD . . Cl71 Cl 0.3208(6) 0.1223(6) 0.3478(5) 0.115(3) Uiso 0.20 1 d PD . . Cl72 Cl 0.3476(15) 0.1312(15) 0.4675(9) 0.142(7) Uiso 0.10 1 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 Cu1 0.0318(2) 0.0472(2) 0.0270(2) 0.00224(13) 0.01107(15) 0.00038(14) N2 0.0343(11) 0.0451(14) 0.0282(11) 0.0011(9) 0.0113(9) 0.0010(10) N3 0.0326(11) 0.0452(13) 0.0274(11) 0.0038(9) 0.0105(9) 0.0011(10) C4 0.0347(13) 0.0437(16) 0.0327(13) 0.0054(11) 0.0139(11) 0.0041(12) C5 0.0514(17) 0.0414(16) 0.0371(15) 0.0057(12) 0.0161(13) 0.0044(13) C6 0.0405(15) 0.0431(16) 0.0332(14) 0.0011(11) 0.0133(12) 0.0023(12) C7 0.0430(15) 0.0425(16) 0.0325(14) 0.0056(11) 0.0131(12) 0.0086(12) C8 0.0540(18) 0.0455(17) 0.0403(16) 0.0089(13) 0.0183(14) 0.0047(14) C9 0.071(2) 0.059(2) 0.0403(17) 0.0139(15) 0.0252(16) 0.0144(18) C10 0.066(2) 0.081(3) 0.0314(16) 0.0070(16) 0.0093(15) 0.008(2) C11 0.054(2) 0.088(3) 0.0397(18) 0.0077(18) 0.0034(15) -0.0041(19) C12 0.0409(16) 0.070(2) 0.0367(16) 0.0107(14) 0.0095(13) 0.0023(15) C13 0.0558(18) 0.0405(16) 0.0360(15) -0.0002(12) 0.0146(13) 0.0012(14) C14 0.096(3) 0.070(3) 0.0446(19) -0.0047(17) 0.027(2) -0.030(2) C15 0.153(5) 0.092(4) 0.051(2) -0.018(2) 0.034(3) -0.070(4) C16 0.147(5) 0.082(3) 0.044(2) -0.021(2) 0.028(3) -0.047(3) C17 0.109(3) 0.065(2) 0.0379(18) -0.0096(16) 0.030(2) -0.018(2) C18 0.070(2) 0.0489(19) 0.0386(16) -0.0030(13) 0.0217(15) -0.0006(16) N19 0.0362(12) 0.0478(14) 0.0301(11) 0.0035(10) 0.0130(9) -0.0006(10) N20 0.0343(12) 0.0465(14) 0.0284(11) 0.0007(9) 0.0105(9) -0.0032(10) C21 0.0369(15) 0.0469(17) 0.0381(15) -0.0010(12) 0.0113(12) -0.0072(12) C22 0.0379(15) 0.0525(18) 0.0436(16) -0.0014(13) 0.0164(13) -0.0098(13) C23 0.0354(14) 0.0435(16) 0.0381(15) 0.0034(11) 0.0157(12) -0.0001(12) C24 0.0416(16) 0.0526(18) 0.0374(15) -0.0018(13) 0.0117(13) -0.0122(13) C25 0.059(2) 0.064(2) 0.0476(18) -0.0088(16) 0.0188(16) -0.0072(17) C26 0.095(3) 0.070(3) 0.048(2) -0.0120(18) 0.030(2) -0.007(2) C27 0.082(3) 0.075(3) 0.0334(17) -0.0038(16) 0.0101(18) -0.024(2) C28 0.052(2) 0.073(2) 0.0467(19) 0.0050(17) 0.0021(16) -0.0137(18) C29 0.0439(16) 0.061(2) 0.0428(17) -0.0024(14) 0.0121(14) -0.0110(15) C30 0.0418(15) 0.0368(15) 0.0412(15) 0.0035(11) 0.0205(12) 0.0001(12) C31 0.0449(17) 0.057(2) 0.0487(17) 0.0147(14) 0.0228(14) 0.0091(14) C32 0.059(2) 0.066(2) 0.0510(19) 0.0200(16) 0.0247(17) 0.0112(17) C33 0.073(2) 0.056(2) 0.0508(19) 0.0158(15) 0.0367(18) 0.0135(17) C34 0.058(2) 0.053(2) 0.061(2) 0.0024(16) 0.0396(17) 0.0003(16) C35 0.0433(16) 0.0447(17) 0.0496(17) -0.0014(13) 0.0232(14) -0.0013(13) N36 0.0339(11) 0.0443(13) 0.0277(11) 0.0043(9) 0.0095(9) 0.0021(10) N37 0.0351(12) 0.0447(13) 0.0275(11) 0.0046(9) 0.0106(9) 0.0020(10) C38 0.0411(15) 0.0419(15) 0.0338(14) 0.0008(11) 0.0169(12) 0.0007(12) C39 0.0390(15) 0.0442(16) 0.0374(14) 0.0025(12) 0.0161(12) 0.0050(12) C40 0.0333(13) 0.0418(16) 0.0366(14) 0.0044(11) 0.0137(11) 0.0015(11) C41 0.0387(14) 0.0521(17) 0.0315(14) 0.0005(12) 0.0131(12) 0.0017(13) C42 0.0527(18) 0.0531(19) 0.0355(16) 0.0025(12) 0.0170(14) 0.0062(14) C43 0.060(2) 0.069(2) 0.0363(17) 0.0088(14) 0.0164(16) 0.0129(17) C44 0.064(2) 0.089(3) 0.0318(16) -0.0029(17) 0.0126(15) 0.001(2) C45 0.096(3) 0.070(3) 0.046(2) -0.0180(18) 0.027(2) -0.006(2) C46 0.077(2) 0.052(2) 0.0429(18) -0.0014(14) 0.0224(17) 0.0006(17) C47 0.0377(14) 0.0423(16) 0.0324(13) 0.0035(11) 0.0128(11) 0.0050(12) C48 0.0399(16) 0.061(2) 0.0453(17) 0.0141(14) 0.0177(13) 0.0021(14) C49 0.059(2) 0.066(2) 0.0470(18) 0.0171(16) 0.0256(16) 0.0086(17) C50 0.055(2) 0.081(3) 0.0346(16) 0.0156(16) 0.0114(15) 0.0206(18) C51 0.0368(16) 0.073(2) 0.0423(17) 0.0018(15) 0.0096(13) 0.0097(15) C52 0.0369(14) 0.0526(18) 0.0397(15) 0.0015(13) 0.0177(12) 0.0039(13) B53 0.0333(15) 0.0451(18) 0.0296(15) 0.0023(12) 0.0106(12) -0.0003(13) O54 0.0336(10) 0.0595(13) 0.0343(10) 0.0024(9) 0.0127(8) 0.0023(9) O55 0.0370(10) 0.0559(13) 0.0333(10) -0.0003(9) 0.0152(8) 0.0009(9) O56 0.0755(18) 0.119(3) 0.0425(14) -0.0215(15) 0.0249(13) 0.0073(17) C57 0.0392(15) 0.0456(17) 0.0361(14) 0.0029(12) 0.0165(12) -0.0004(12) C58 0.0394(15) 0.0420(16) 0.0355(14) 0.0016(11) 0.0155(12) 0.0011(12) C59 0.0392(15) 0.059(2) 0.0368(15) -0.0034(13) 0.0103(12) 0.0007(14) C60 0.0490(17) 0.0509(18) 0.0380(16) -0.0032(13) 0.0109(13) 0.0018(14) C61 0.0568(19) 0.062(2) 0.0374(16) -0.0058(14) 0.0200(15) 0.0029(16) C62 0.0469(17) 0.061(2) 0.0395(16) -0.0010(14) 0.0231(14) 0.0027(15) C63 0.061(2) 0.075(3) 0.0414(18) -0.0080(16) 0.0084(16) 0.0016(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O54 1.931(2) . ? Cu1 N36 1.982(2) . ? Cu1 N19 1.997(2) . ? Cu1 O55 2.051(2) . ? Cu1 N2 2.232(2) . ? N2 C6 1.346(4) . ? N2 N3 1.380(3) . ? N3 C4 1.371(4) . ? N3 B53 1.544(4) . ? C4 C5 1.371(4) . ? C4 C7 1.470(4) . ? C5 C6 1.400(4) . ? C6 C13 1.473(4) . ? C7 C12 1.391(5) . ? C7 C8 1.395(4) . ? C8 C9 1.396(4) . ? C9 C10 1.364(6) . ? C10 C11 1.375(5) . ? C11 C12 1.394(4) . ? C13 C14 1.389(5) . ? C13 C18 1.394(4) . ? C14 C15 1.389(5) . ? C15 C16 1.386(6) . ? C16 C17 1.387(6) . ? C17 C18 1.388(5) . ? N19 C23 1.347(4) . ? N19 N20 1.371(3) . ? N20 C21 1.364(4) . ? N20 B53 1.547(4) . ? C21 C22 1.378(4) . ? C21 C24 1.477(4) . ? C22 C23 1.402(4) . ? C23 C30 1.475(4) . ? C24 C29 1.389(5) . ? C24 C25 1.391(5) . ? C25 C26 1.388(5) . ? C26 C27 1.361(6) . ? C27 C28 1.374(6) . ? C28 C29 1.407(5) . ? C30 C31 1.391(4) . ? C30 C35 1.391(4) . ? C31 C32 1.397(4) . ? C32 C33 1.372(5) . ? C33 C34 1.381(5) . ? C34 C35 1.399(4) . ? N36 C40 1.342(4) . ? N36 N37 1.370(3) . ? N37 C38 1.354(4) . ? N37 B53 1.558(4) . ? C38 C39 1.396(4) . ? C38 C41 1.477(4) . ? C39 C40 1.396(4) . ? C40 C47 1.474(4) . ? C41 C42 1.384(4) . ? C41 C46 1.392(5) . ? C42 C43 1.392(5) . ? C43 C44 1.377(5) . ? C44 C45 1.379(6) . ? C45 C46 1.387(5) . ? C47 C52 1.386(4) . ? C47 C48 1.394(4) . ? C48 C49 1.378(4) . ? C49 C50 1.387(5) . ? C50 C51 1.367(5) . ? C51 C52 1.388(4) . ? O54 C57 1.290(3) . ? O55 C58 1.244(3) . ? O56 C61 1.220(4) . ? C57 C62 1.363(4) . ? C57 C58 1.486(4) . ? C58 C59 1.462(4) . ? C59 C60 1.340(4) . ? C60 C63 1.487(4) . ? C60 C61 1.523(5) . ? C61 C62 1.430(5) . ? C64 Cl72 1.07(2) . ? C64 C69 1.55(4) . ? C64 Cl65 1.562(10) . ? C64 Cl66 1.739(10) . ? C64 Cl71 1.774(12) . ? C64 Cl68 1.855(12) . ? C64 Cl70 1.988(11) . ? Cl66 Cl72 1.754(15) . ? Cl66 C69 1.78(2) . ? Cl66 Cl67 1.836(10) . ? C69 Cl70 1.76(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O54 Cu1 N36 167.17(9) . . ? O54 Cu1 N19 93.80(9) . . ? N36 Cu1 N19 88.37(10) . . ? O54 Cu1 O55 81.42(8) . . ? N36 Cu1 O55 92.62(9) . . ? N19 Cu1 O55 161.86(9) . . ? O54 Cu1 N2 103.41(9) . . ? N36 Cu1 N2 88.99(9) . . ? N19 Cu1 N2 94.72(9) . . ? O55 Cu1 N2 103.41(9) . . ? C6 N2 N3 106.2(2) . . ? C6 N2 Cu1 142.81(19) . . ? N3 N2 Cu1 110.95(17) . . ? C4 N3 N2 109.6(2) . . ? C4 N3 B53 129.4(2) . . ? N2 N3 B53 119.4(2) . . ? C5 C4 N3 107.7(2) . . ? C5 C4 C7 128.8(3) . . ? N3 C4 C7 123.5(3) . . ? C4 C5 C6 106.2(3) . . ? N2 C6 C5 110.2(3) . . ? N2 C6 C13 122.5(3) . . ? C5 C6 C13 127.2(3) . . ? C12 C7 C8 118.5(3) . . ? C12 C7 C4 121.6(3) . . ? C8 C7 C4 119.9(3) . . ? C7 C8 C9 120.2(3) . . ? C10 C9 C8 120.4(3) . . ? C9 C10 C11 120.3(3) . . ? C10 C11 C12 120.0(4) . . ? C7 C12 C11 120.6(3) . . ? C14 C13 C18 119.7(3) . . ? C14 C13 C6 119.5(3) . . ? C18 C13 C6 120.7(3) . . ? C13 C14 C15 120.1(4) . . ? C16 C15 C14 120.3(4) . . ? C15 C16 C17 119.5(4) . . ? C16 C17 C18 120.6(4) . . ? C17 C18 C13 119.7(4) . . ? C23 N19 N20 107.5(2) . . ? C23 N19 Cu1 137.58(19) . . ? N20 N19 Cu1 114.80(17) . . ? C21 N20 N19 109.1(2) . . ? C21 N20 B53 129.5(2) . . ? N19 N20 B53 121.3(2) . . ? N20 C21 C22 108.0(3) . . ? N20 C21 C24 123.9(3) . . ? C22 C21 C24 128.0(3) . . ? C21 C22 C23 106.2(3) . . ? N19 C23 C22 109.1(2) . . ? N19 C23 C30 124.3(3) . . ? C22 C23 C30 126.6(3) . . ? C29 C24 C25 119.5(3) . . ? C29 C24 C21 119.5(3) . . ? C25 C24 C21 120.9(3) . . ? C26 C25 C24 119.4(4) . . ? C27 C26 C25 121.3(4) . . ? C26 C27 C28 120.1(3) . . ? C27 C28 C29 119.8(4) . . ? C24 C29 C28 119.9(4) . . ? C31 C30 C35 119.1(3) . . ? C31 C30 C23 121.8(3) . . ? C35 C30 C23 119.1(3) . . ? C30 C31 C32 120.3(3) . . ? C33 C32 C31 120.3(3) . . ? C32 C33 C34 120.0(3) . . ? C33 C34 C35 120.3(3) . . ? C30 C35 C34 120.0(3) . . ? C40 N36 N37 107.6(2) . . ? C40 N36 Cu1 135.82(19) . . ? N37 N36 Cu1 116.26(17) . . ? C38 N37 N36 109.4(2) . . ? C38 N37 B53 131.0(2) . . ? N36 N37 B53 119.1(2) . . ? N37 C38 C39 107.7(2) . . ? N37 C38 C41 122.4(3) . . ? C39 C38 C41 129.8(3) . . ? C38 C39 C40 105.8(3) . . ? N36 C40 C39 109.4(2) . . ? N36 C40 C47 120.4(3) . . ? C39 C40 C47 130.1(3) . . ? C42 C41 C46 118.7(3) . . ? C42 C41 C38 121.2(3) . . ? C46 C41 C38 120.1(3) . . ? C41 C42 C43 120.8(3) . . ? C44 C43 C42 119.9(3) . . ? C43 C44 C45 120.0(3) . . ? C44 C45 C46 120.3(4) . . ? C45 C46 C41 120.4(3) . . ? C52 C47 C48 119.0(3) . . ? C52 C47 C40 120.8(3) . . ? C48 C47 C40 120.1(3) . . ? C49 C48 C47 120.8(3) . . ? C48 C49 C50 119.5(3) . . ? C51 C50 C49 120.0(3) . . ? C50 C51 C52 120.8(3) . . ? C47 C52 C51 119.7(3) . . ? N3 B53 N20 110.9(2) . . ? N3 B53 N37 108.4(2) . . ? N20 B53 N37 107.6(2) . . ? C57 O54 Cu1 114.31(18) . . ? C58 O55 Cu1 110.81(18) . . ? O54 C57 C62 126.8(3) . . ? O54 C57 C58 114.9(2) . . ? C62 C57 C58 118.4(3) . . ? O55 C58 C59 121.7(3) . . ? O55 C58 C57 117.2(2) . . ? C59 C58 C57 121.1(3) . . ? C60 C59 C58 119.7(3) . . ? C59 C60 C63 123.5(3) . . ? C59 C60 C61 119.8(3) . . ? C63 C60 C61 116.7(3) . . ? O56 C61 C62 122.6(3) . . ? O56 C61 C60 118.1(3) . . ? C62 C61 C60 119.3(3) . . ? C57 C62 C61 121.7(3) . . ? Cl65 C64 Cl66 114.2(7) . . ? Cl66 C64 Cl70 118.5(6) . . ? Cl71 C64 Cl70 106.2(6) . . ? Cl72 Cl66 Cl67 119.8(8) . . ? Cl70 C69 Cl66 129.6(19) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.124 _refine_diff_density_min -0.891 _refine_diff_density_rms 0.096 #=END data_clf56 _audit_creation_method SHELXL-97 _chemical_name_systematic ; [Hydrido-tris-(3,5-diphenylpyrazolyl)borato][2-hydroxy-5-methyl- benzoquinonato]zinc(II) ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '[C52 H39 B N6 O3 Zn]' _chemical_formula_sum 'C52 H39 B N6 O3 Zn' _chemical_formula_weight 872.07 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'B' 'B' 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Zn' 'Zn' 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 17.1926(9) _cell_length_b 10.0741(5) _cell_length_c 26.6057(11) _cell_angle_alpha 90.00 _cell_angle_beta 105.775(3) _cell_angle_gamma 90.00 _cell_volume 4434.5(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 26956 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Needle _exptl_crystal_colour Red _exptl_crystal_size_max 0.72 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.306 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1808 _exptl_absorpt_coefficient_mu 0.605 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6700 _exptl_absorpt_correction_T_max 0.8538 _exptl_absorpt_process_details ; Using multiple and symmetry-related data measurements via the program SORTAV See R.H. Blessing, Acta Cryst (1995), A51, 33-38 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD area detector diffractometer' _diffrn_measurement_method ; Detector set at 30mm from sample with different 2theta offsets 1 degree phi exposures for chi=0 degree settings 1 degree omega exposures for chi=90 degree settings ; _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26956 _diffrn_reflns_av_R_equivalents 0.0644 _diffrn_reflns_av_sigmaI/netI 0.0667 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 1.59 _diffrn_reflns_theta_max 25.34 _reflns_number_total 8001 _reflns_number_gt 5347 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1999)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1996)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1996)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEX (McArdle, 1995)' _computing_publication_material 'local program' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. There is no disorder in this stucture. All non-H atoms were refined anisotropically, and no restraints were applied. ; _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^)+(0.0855P)^2^+0.5672P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8001 _refine_ls_number_parameters 568 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0932 _refine_ls_R_factor_gt 0.0521 _refine_ls_wR_factor_ref 0.1641 _refine_ls_wR_factor_gt 0.1327 _refine_ls_goodness_of_fit_ref 1.070 _refine_ls_restrained_S_all 1.070 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.73779(2) 0.97316(4) 0.833749(14) 0.05638(16) Uani 1 1 d . . . N2 N 0.83272(17) 0.8368(3) 0.83459(10) 0.0546(7) Uani 1 1 d . . . N3 N 0.82827(16) 0.7968(3) 0.78430(10) 0.0524(6) Uani 1 1 d . . . C4 C 0.8887(2) 0.7094(4) 0.78510(13) 0.0589(9) Uani 1 1 d . . . C5 C 0.9333(2) 0.6955(4) 0.83605(14) 0.0697(10) Uani 1 1 d . . . H5 H 0.9792 0.6434 0.8483 0.084 Uiso 1 1 calc R . . C6 C 0.8967(2) 0.7742(4) 0.86593(13) 0.0604(9) Uani 1 1 d . . . C7 C 0.9006(2) 0.6454(4) 0.73795(14) 0.0647(10) Uani 1 1 d . . . C8 C 0.9784(3) 0.6358(5) 0.73225(17) 0.0917(15) Uani 1 1 d . . . H8 H 1.0214 0.6730 0.7573 0.110 Uiso 1 1 calc R . . C9 C 0.9922(4) 0.5719(6) 0.6898(2) 0.1110(19) Uani 1 1 d . . . H9 H 1.0447 0.5636 0.6871 0.133 Uiso 1 1 calc R . . C10 C 0.9305(4) 0.5212(5) 0.6522(2) 0.1036(18) Uani 1 1 d . . . H10 H 0.9406 0.4802 0.6233 0.124 Uiso 1 1 calc R . . C11 C 0.8521(4) 0.5297(4) 0.65627(18) 0.0885(14) Uani 1 1 d . . . H11 H 0.8096 0.4950 0.6301 0.106 Uiso 1 1 calc R . . C12 C 0.8371(3) 0.5904(4) 0.69975(16) 0.0744(11) Uani 1 1 d . . . H12 H 0.7847 0.5940 0.7032 0.089 Uiso 1 1 calc R . . C13 C 0.9240(2) 0.7930(4) 0.92351(14) 0.0637(9) Uani 1 1 d . . . C14 C 1.0066(3) 0.7950(5) 0.94837(17) 0.0903(13) Uani 1 1 d . . . H14 H 1.0432 0.7827 0.9287 0.108 Uiso 1 1 calc R . . C15 C 1.0354(4) 0.8149(6) 1.00181(19) 0.1066(16) Uani 1 1 d . . . H15 H 1.0907 0.8196 1.0176 0.128 Uiso 1 1 calc R . . C16 C 0.9816(3) 0.8273(6) 1.03086(18) 0.1016(16) Uani 1 1 d . . . H16 H 1.0005 0.8354 1.0670 0.122 Uiso 1 1 calc R . . C17 C 0.9012(3) 0.8281(5) 1.00798(17) 0.0969(15) Uani 1 1 d . . . H17 H 0.8653 0.8408 1.0282 0.116 Uiso 1 1 calc R . . C18 C 0.8717(3) 0.8098(4) 0.95403(16) 0.0794(11) Uani 1 1 d . . . H18 H 0.8162 0.8089 0.9386 0.095 Uiso 1 1 calc R . . N19 N 0.65824(16) 0.8561(3) 0.78099(10) 0.0556(7) Uani 1 1 d . . . N20 N 0.68278(16) 0.8401(3) 0.73618(10) 0.0537(7) Uani 1 1 d . . . C21 C 0.6259(2) 0.7692(4) 0.70062(13) 0.0631(9) Uani 1 1 d . . . C22 C 0.5649(2) 0.7394(4) 0.72275(14) 0.0692(10) Uani 1 1 d . . . H22 H 0.5182 0.6916 0.7075 0.083 Uiso 1 1 calc R . . C23 C 0.5867(2) 0.7946(4) 0.77276(13) 0.0591(8) Uani 1 1 d . . . C24 C 0.6332(2) 0.7377(4) 0.64800(14) 0.0711(10) Uani 1 1 d . . . C25 C 0.6120(3) 0.6131(6) 0.62695(19) 0.0979(15) Uani 1 1 d . . . H25 H 0.5930 0.5501 0.6463 0.117 Uiso 1 1 calc R . . C26 C 0.6186(4) 0.5803(8) 0.5782(2) 0.129(2) Uani 1 1 d . . . H26 H 0.6025 0.4969 0.5642 0.155 Uiso 1 1 calc R . . C27 C 0.6488(4) 0.6713(9) 0.5505(2) 0.131(2) Uani 1 1 d . . . H27 H 0.6564 0.6476 0.5184 0.157 Uiso 1 1 calc R . . C28 C 0.6681(3) 0.7962(7) 0.56910(17) 0.1028(16) Uani 1 1 d . . . H28 H 0.6865 0.8585 0.5492 0.123 Uiso 1 1 calc R . . C29 C 0.6601(3) 0.8299(5) 0.61770(14) 0.0804(12) Uani 1 1 d . . . H29 H 0.6730 0.9154 0.6304 0.096 Uiso 1 1 calc R . . C30 C 0.5419(2) 0.7826(4) 0.81247(14) 0.0679(10) Uani 1 1 d . . . C31 C 0.4626(3) 0.7407(7) 0.79765(19) 0.113(2) Uani 1 1 d . . . H31 H 0.4375 0.7258 0.7625 0.135 Uiso 1 1 calc R . . C32 C 0.4195(3) 0.7202(7) 0.8341(2) 0.124(2) Uani 1 1 d . . . H32 H 0.3665 0.6899 0.8232 0.149 Uiso 1 1 calc R . . C33 C 0.4534(3) 0.7437(6) 0.8844(2) 0.1063(18) Uani 1 1 d . . . H33 H 0.4242 0.7302 0.9087 0.128 Uiso 1 1 calc R . . C34 C 0.5307(4) 0.7874(6) 0.90016(19) 0.1112(18) Uani 1 1 d . . . H34 H 0.5540 0.8056 0.9353 0.133 Uiso 1 1 calc R . . C35 C 0.5756(3) 0.8052(5) 0.86441(16) 0.0907(14) Uani 1 1 d . . . H35 H 0.6292 0.8329 0.8760 0.109 Uiso 1 1 calc R . . N36 N 0.77478(17) 1.0874(3) 0.78222(10) 0.0545(7) Uani 1 1 d . . . N37 N 0.78887(16) 1.0185(3) 0.74127(10) 0.0518(6) Uani 1 1 d . . . C38 C 0.8094(2) 1.1040(4) 0.70775(13) 0.0559(8) Uani 1 1 d . . . C39 C 0.8075(2) 1.2297(4) 0.72722(15) 0.0650(9) Uani 1 1 d . . . H39 H 0.8181 1.3085 0.7121 0.078 Uiso 1 1 calc R . . C40 C 0.7867(2) 1.2166(4) 0.77400(14) 0.0595(8) Uani 1 1 d . . . C41 C 0.8324(2) 1.0619(4) 0.66054(14) 0.0592(9) Uani 1 1 d . . . C42 C 0.8006(3) 1.1281(5) 0.61382(15) 0.0780(11) Uani 1 1 d . . . H42 H 0.7637 1.1966 0.6121 0.094 Uiso 1 1 calc R . . C43 C 0.8236(3) 1.0926(6) 0.56995(17) 0.0954(15) Uani 1 1 d . . . H43 H 0.8031 1.1388 0.5389 0.114 Uiso 1 1 calc R . . C44 C 0.8765(4) 0.9894(5) 0.5717(2) 0.0967(16) Uani 1 1 d . . . H44 H 0.8909 0.9650 0.5418 0.116 Uiso 1 1 calc R . . C45 C 0.9080(3) 0.9226(5) 0.61743(19) 0.0865(13) Uani 1 1 d . . . H45 H 0.9435 0.8523 0.6184 0.104 Uiso 1 1 calc R . . C46 C 0.8870(3) 0.9596(4) 0.66268(16) 0.0699(10) Uani 1 1 d . . . H46 H 0.9096 0.9158 0.6940 0.084 Uiso 1 1 calc R . . C47 C 0.7795(2) 1.3184(4) 0.81254(15) 0.0664(9) Uani 1 1 d . . . C48 C 0.7331(3) 1.4306(4) 0.79594(19) 0.0831(12) Uani 1 1 d . . . H48 H 0.7078 1.4433 0.7607 0.100 Uiso 1 1 calc R . . C49 C 0.7248(4) 1.5237(5) 0.8324(3) 0.1064(18) Uani 1 1 d . . . H49 H 0.6924 1.5979 0.8216 0.128 Uiso 1 1 calc R . . C50 C 0.7632(4) 1.5080(5) 0.8837(3) 0.1070(18) Uani 1 1 d . . . H50 H 0.7573 1.5716 0.9077 0.128 Uiso 1 1 calc R . . C51 C 0.8105(4) 1.3998(6) 0.9003(2) 0.1029(16) Uani 1 1 d . . . H51 H 0.8370 1.3894 0.9355 0.124 Uiso 1 1 calc R . . C52 C 0.8188(3) 1.3060(5) 0.86455(18) 0.0904(13) Uani 1 1 d . . . H52 H 0.8518 1.2327 0.8759 0.108 Uiso 1 1 calc R . . B53 B 0.7717(2) 0.8682(4) 0.73708(14) 0.0500(8) Uani 1 1 d . . . H53 H 0.7817 0.8344 0.7048 0.060 Uiso 1 1 calc R . . O54 O 0.74506(19) 1.0061(3) 0.90565(10) 0.0790(8) Uani 1 1 d . . . O55 O 0.63682(16) 1.1367(3) 0.83278(10) 0.0751(7) Uani 1 1 d . . . O56 O 0.6514(2) 1.2378(4) 1.02957(13) 0.1223(14) Uani 1 1 d . . . C57 C 0.7021(2) 1.0940(4) 0.92069(14) 0.0670(10) Uani 1 1 d . . . C58 C 0.6442(2) 1.1700(4) 0.87825(14) 0.0650(9) Uani 1 1 d . . . C59 C 0.5989(3) 1.2785(5) 0.89242(19) 0.0842(12) Uani 1 1 d . . . H59 H 0.5679 1.3329 0.8663 0.101 Uiso 1 1 calc R . . C60 C 0.6008(3) 1.3019(5) 0.94191(19) 0.0852(13) Uani 1 1 d . . . C61 C 0.6522(3) 1.2184(5) 0.98389(17) 0.0828(13) Uani 1 1 d . . . C62 C 0.7039(3) 1.1205(5) 0.97093(15) 0.0817(12) Uani 1 1 d . . . H62 H 0.7397 1.0739 0.9976 0.098 Uiso 1 1 calc R . . C63 C 0.5545(4) 1.4134(7) 0.9575(3) 0.132(2) Uani 1 1 d . . . H63A H 0.5639 1.4134 0.9948 0.158 Uiso 1 1 calc R . . H63B H 0.4978 1.4019 0.9411 0.158 Uiso 1 1 calc R . . H63C H 0.5722 1.4963 0.9466 0.158 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0588(3) 0.0634(3) 0.0485(2) -0.00329(18) 0.01710(17) 0.00591(19) N2 0.0564(17) 0.0585(17) 0.0490(15) 0.0016(13) 0.0146(13) 0.0028(13) N3 0.0555(16) 0.0542(16) 0.0510(15) 0.0008(12) 0.0205(12) 0.0064(13) C4 0.059(2) 0.063(2) 0.059(2) 0.0039(17) 0.0229(17) 0.0100(17) C5 0.069(2) 0.076(3) 0.068(2) 0.015(2) 0.0266(19) 0.025(2) C6 0.060(2) 0.066(2) 0.0567(19) 0.0092(17) 0.0180(17) 0.0085(18) C7 0.073(2) 0.062(2) 0.067(2) 0.0098(18) 0.032(2) 0.0173(19) C8 0.079(3) 0.128(4) 0.074(3) 0.016(3) 0.032(2) 0.039(3) C9 0.104(4) 0.153(5) 0.090(3) 0.013(4) 0.051(3) 0.058(4) C10 0.151(5) 0.096(4) 0.085(3) 0.004(3) 0.067(4) 0.043(4) C11 0.130(4) 0.066(3) 0.075(3) -0.003(2) 0.037(3) 0.004(3) C12 0.096(3) 0.056(2) 0.083(3) 0.000(2) 0.044(3) 0.002(2) C13 0.061(2) 0.072(2) 0.059(2) 0.0133(18) 0.0166(17) 0.0085(18) C14 0.087(3) 0.109(4) 0.072(3) 0.020(3) 0.016(2) 0.013(3) C15 0.099(4) 0.129(4) 0.078(3) 0.020(3) 0.001(3) 0.006(3) C16 0.101(4) 0.133(5) 0.063(3) 0.016(3) 0.010(3) 0.009(3) C17 0.114(4) 0.115(4) 0.064(3) 0.006(3) 0.027(3) 0.026(3) C18 0.082(3) 0.088(3) 0.068(2) 0.007(2) 0.020(2) 0.014(2) N19 0.0501(16) 0.0675(18) 0.0523(15) 0.0002(14) 0.0193(12) 0.0052(14) N20 0.0536(16) 0.0607(17) 0.0480(14) -0.0041(13) 0.0159(12) -0.0023(13) C21 0.058(2) 0.075(2) 0.055(2) -0.0052(18) 0.0134(16) -0.0045(18) C22 0.054(2) 0.091(3) 0.064(2) -0.001(2) 0.0174(17) -0.0145(19) C23 0.0500(19) 0.074(2) 0.0555(19) 0.0037(17) 0.0172(15) 0.0003(17) C24 0.065(2) 0.092(3) 0.055(2) -0.013(2) 0.0142(18) -0.009(2) C25 0.103(4) 0.105(4) 0.087(3) -0.034(3) 0.029(3) -0.022(3) C26 0.141(6) 0.147(6) 0.102(4) -0.060(4) 0.035(4) -0.018(5) C27 0.128(5) 0.195(8) 0.072(3) -0.040(4) 0.030(3) 0.008(5) C28 0.098(4) 0.153(5) 0.060(3) 0.002(3) 0.026(2) 0.005(4) C29 0.076(3) 0.109(3) 0.053(2) -0.004(2) 0.0128(19) -0.003(2) C30 0.055(2) 0.089(3) 0.065(2) 0.009(2) 0.0234(17) 0.002(2) C31 0.067(3) 0.197(6) 0.080(3) 0.009(3) 0.028(2) -0.020(3) C32 0.067(3) 0.210(7) 0.108(4) 0.018(4) 0.043(3) -0.013(4) C33 0.090(4) 0.155(5) 0.091(3) 0.014(3) 0.054(3) 0.006(3) C34 0.111(4) 0.162(5) 0.070(3) -0.006(3) 0.043(3) -0.020(4) C35 0.085(3) 0.127(4) 0.066(3) -0.007(3) 0.031(2) -0.022(3) N36 0.0558(17) 0.0524(16) 0.0564(16) -0.0018(13) 0.0170(13) 0.0052(13) N37 0.0549(16) 0.0522(15) 0.0489(15) -0.0007(12) 0.0154(12) 0.0004(13) C38 0.0512(19) 0.060(2) 0.0575(19) 0.0023(16) 0.0164(15) -0.0011(16) C39 0.072(2) 0.054(2) 0.073(2) 0.0072(18) 0.0269(19) 0.0005(18) C40 0.059(2) 0.054(2) 0.064(2) 0.0010(17) 0.0153(17) 0.0041(16) C41 0.062(2) 0.058(2) 0.062(2) 0.0000(17) 0.0237(17) -0.0076(17) C42 0.091(3) 0.082(3) 0.066(2) 0.013(2) 0.029(2) 0.004(2) C43 0.119(4) 0.106(4) 0.067(3) 0.013(3) 0.035(3) -0.008(3) C44 0.124(4) 0.103(4) 0.079(3) -0.010(3) 0.056(3) -0.019(3) C45 0.098(3) 0.078(3) 0.100(3) -0.010(3) 0.055(3) -0.003(3) C46 0.075(3) 0.066(2) 0.075(2) -0.001(2) 0.033(2) -0.006(2) C47 0.072(2) 0.057(2) 0.074(2) -0.0040(18) 0.026(2) -0.0026(18) C48 0.102(3) 0.062(2) 0.090(3) 0.006(2) 0.034(3) 0.012(2) C49 0.134(5) 0.054(2) 0.140(5) 0.001(3) 0.053(4) 0.023(3) C50 0.144(5) 0.071(3) 0.119(5) -0.031(3) 0.057(4) -0.010(3) C51 0.124(4) 0.092(4) 0.088(3) -0.031(3) 0.020(3) -0.007(3) C52 0.100(3) 0.081(3) 0.084(3) -0.018(2) 0.013(3) 0.007(3) B53 0.052(2) 0.054(2) 0.0465(19) -0.0022(17) 0.0176(16) -0.0008(17) O54 0.091(2) 0.093(2) 0.0514(14) -0.0021(13) 0.0172(13) 0.0285(16) O55 0.0758(17) 0.093(2) 0.0559(15) -0.0052(14) 0.0167(12) 0.0201(15) O56 0.131(3) 0.170(4) 0.086(2) -0.045(2) 0.063(2) -0.020(3) C57 0.069(2) 0.075(3) 0.059(2) -0.0031(19) 0.0225(18) 0.003(2) C58 0.060(2) 0.074(2) 0.064(2) -0.0102(19) 0.0223(18) 0.0038(18) C59 0.070(3) 0.086(3) 0.099(3) -0.019(3) 0.026(2) 0.015(2) C60 0.068(3) 0.097(3) 0.097(3) -0.041(3) 0.034(2) -0.008(2) C61 0.085(3) 0.102(3) 0.071(3) -0.027(2) 0.038(2) -0.017(3) C62 0.093(3) 0.100(3) 0.055(2) -0.008(2) 0.027(2) 0.005(3) C63 0.110(4) 0.140(5) 0.156(5) -0.071(4) 0.052(4) 0.015(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O54 1.912(3) . ? Zn1 N36 2.021(3) . ? Zn1 N19 2.046(3) . ? Zn1 N2 2.129(3) . ? Zn1 O55 2.388(3) . ? N2 C6 1.343(4) . ? N2 N3 1.380(3) . ? N3 C4 1.358(4) . ? N3 B53 1.542(5) . ? C4 C5 1.371(5) . ? C4 C7 1.473(5) . ? C5 C6 1.388(5) . ? C6 C13 1.487(5) . ? C7 C12 1.389(6) . ? C7 C8 1.390(5) . ? C8 C9 1.376(7) . ? C9 C10 1.344(8) . ? C10 C11 1.383(7) . ? C11 C12 1.394(6) . ? C13 C18 1.376(5) . ? C13 C14 1.394(6) . ? C14 C15 1.387(6) . ? C15 C16 1.363(7) . ? C16 C17 1.350(7) . ? C17 C18 1.398(6) . ? N19 C23 1.342(4) . ? N19 N20 1.378(3) . ? N20 C21 1.363(5) . ? N20 B53 1.549(5) . ? C21 C22 1.368(5) . ? C21 C24 1.474(5) . ? C22 C23 1.396(5) . ? C23 C30 1.472(5) . ? C24 C25 1.383(6) . ? C24 C29 1.389(6) . ? C25 C26 1.372(7) . ? C26 C27 1.366(9) . ? C27 C28 1.360(9) . ? C28 C29 1.379(6) . ? C30 C35 1.365(6) . ? C30 C31 1.379(6) . ? C31 C32 1.386(6) . ? C32 C33 1.328(7) . ? C33 C34 1.353(8) . ? C34 C35 1.391(6) . ? N36 C40 1.344(4) . ? N36 N37 1.368(4) . ? N37 C38 1.354(4) . ? N37 B53 1.541(5) . ? C38 C39 1.373(5) . ? C38 C41 1.477(5) . ? C39 C40 1.391(5) . ? C40 C47 1.480(5) . ? C41 C46 1.385(5) . ? C41 C42 1.386(5) . ? C42 C43 1.378(6) . ? C43 C44 1.374(7) . ? C44 C45 1.367(7) . ? C45 C46 1.398(5) . ? C47 C52 1.371(6) . ? C47 C48 1.384(6) . ? C48 C49 1.385(7) . ? C49 C50 1.353(8) . ? C50 C51 1.359(8) . ? C51 C52 1.376(6) . ? O54 C57 1.285(5) . ? O55 C58 1.229(4) . ? O56 C61 1.235(5) . ? C57 C62 1.355(5) . ? C57 C58 1.497(5) . ? C58 C59 1.450(5) . ? C59 C60 1.330(6) . ? C60 C61 1.483(7) . ? C60 C63 1.499(6) . ? C61 C62 1.432(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 O54 Zn1 N36 129.28(13) . . ? O54 Zn1 N19 129.50(13) . . ? N36 Zn1 N19 97.91(11) . . ? O54 Zn1 N2 105.07(11) . . ? N36 Zn1 N2 89.60(10) . . ? N19 Zn1 N2 90.16(11) . . ? O54 Zn1 O55 74.98(10) . . ? N36 Zn1 O55 87.81(10) . . ? N19 Zn1 O55 92.39(10) . . ? N2 Zn1 O55 176.59(11) . . ? C6 N2 N3 106.6(3) . . ? C6 N2 Zn1 143.7(2) . . ? N3 N2 Zn1 109.76(19) . . ? C4 N3 N2 109.5(3) . . ? C4 N3 B53 128.7(3) . . ? N2 N3 B53 120.7(3) . . ? N3 C4 C5 107.5(3) . . ? N3 C4 C7 123.6(3) . . ? C5 C4 C7 128.9(3) . . ? C4 C5 C6 106.9(3) . . ? N2 C6 C5 109.5(3) . . ? N2 C6 C13 123.7(3) . . ? C5 C6 C13 126.7(3) . . ? C12 C7 C8 118.7(4) . . ? C12 C7 C4 122.4(3) . . ? C8 C7 C4 118.9(4) . . ? C9 C8 C7 120.5(5) . . ? C10 C9 C8 120.7(5) . . ? C9 C10 C11 120.4(4) . . ? C10 C11 C12 119.8(5) . . ? C7 C12 C11 119.7(4) . . ? C18 C13 C14 117.6(4) . . ? C18 C13 C6 123.4(4) . . ? C14 C13 C6 119.0(3) . . ? C15 C14 C13 121.5(5) . . ? C16 C15 C14 119.1(5) . . ? C17 C16 C15 121.0(5) . . ? C16 C17 C18 120.2(5) . . ? C13 C18 C17 120.6(4) . . ? C23 N19 N20 106.7(3) . . ? C23 N19 Zn1 142.2(2) . . ? N20 N19 Zn1 110.9(2) . . ? C21 N20 N19 109.3(3) . . ? C21 N20 B53 128.7(3) . . ? N19 N20 B53 119.9(3) . . ? N20 C21 C22 107.8(3) . . ? N20 C21 C24 122.8(3) . . ? C22 C21 C24 129.4(3) . . ? C21 C22 C23 106.5(3) . . ? N19 C23 C22 109.6(3) . . ? N19 C23 C30 123.8(3) . . ? C22 C23 C30 126.5(3) . . ? C25 C24 C29 117.7(4) . . ? C25 C24 C21 120.0(4) . . ? C29 C24 C21 122.4(4) . . ? C26 C25 C24 121.4(6) . . ? C27 C26 C25 119.3(6) . . ? C28 C27 C26 121.0(5) . . ? C27 C28 C29 119.5(5) . . ? C28 C29 C24 120.9(5) . . ? C35 C30 C31 117.1(4) . . ? C35 C30 C23 123.5(4) . . ? C31 C30 C23 119.3(4) . . ? C30 C31 C32 121.4(5) . . ? C33 C32 C31 120.5(5) . . ? C32 C33 C34 119.7(4) . . ? C33 C34 C35 120.8(5) . . ? C30 C35 C34 120.6(5) . . ? C40 N36 N37 107.1(3) . . ? C40 N36 Zn1 138.8(2) . . ? N37 N36 Zn1 114.1(2) . . ? C38 N37 N36 109.6(3) . . ? C38 N37 B53 131.0(3) . . ? N36 N37 B53 119.0(3) . . ? N37 C38 C39 107.6(3) . . ? N37 C38 C41 123.7(3) . . ? C39 C38 C41 128.7(3) . . ? C38 C39 C40 106.7(3) . . ? N36 C40 C39 109.0(3) . . ? N36 C40 C47 120.9(3) . . ? C39 C40 C47 130.1(3) . . ? C46 C41 C42 119.5(3) . . ? C46 C41 C38 120.9(3) . . ? C42 C41 C38 119.5(3) . . ? C43 C42 C41 120.1(4) . . ? C44 C43 C42 120.5(5) . . ? C45 C44 C43 120.1(4) . . ? C44 C45 C46 120.1(5) . . ? C41 C46 C45 119.6(4) . . ? C52 C47 C48 118.7(4) . . ? C52 C47 C40 121.7(4) . . ? C48 C47 C40 119.7(4) . . ? C47 C48 C49 119.3(5) . . ? C50 C49 C48 120.8(5) . . ? C49 C50 C51 120.4(5) . . ? C50 C51 C52 119.4(5) . . ? C47 C52 C51 121.3(5) . . ? N37 B53 N3 109.5(3) . . ? N37 B53 N20 110.4(3) . . ? N3 B53 N20 109.2(3) . . ? C57 O54 Zn1 123.0(2) . . ? C58 O55 Zn1 107.4(2) . . ? O54 C57 C62 125.6(4) . . ? O54 C57 C58 116.0(3) . . ? C62 C57 C58 118.4(4) . . ? O55 C58 C59 122.9(4) . . ? O55 C58 C57 118.1(3) . . ? C59 C58 C57 118.9(3) . . ? C60 C59 C58 121.4(5) . . ? C59 C60 C61 119.6(4) . . ? C59 C60 C63 122.3(5) . . ? C61 C60 C63 118.0(4) . . ? O56 C61 C62 121.4(5) . . ? O56 C61 C60 119.2(4) . . ? C62 C61 C60 119.4(3) . . ? C57 C62 C61 121.6(4) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 25.34 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.412 _refine_diff_density_min -0.579 _refine_diff_density_rms 0.102