Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2004 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'ProfD Suning Wang' _publ_contact_author_address ; Chemistry Queen's University Kingston Ontario CANADA ; _publ_contact_author_email WANGS@CHEM.QUEENSU.CA _publ_section_title ; Cu(I) and Zn(II) Complexes of 7-Azaindole-Containing Scorpionates: Structures, Luminescence and Fluxionality ; loop_ _publ_author_name 'Suning Wang' 'Wen Li Jia' 'Datong Song' 'Gang Wu' data_sdt23 _database_code_depnum_ccdc_archive 'CCDC 250342' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H48 B2 K2 N12 O2' _chemical_formula_weight 948.87 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.240(6) _cell_length_b 10.399(6) _cell_length_c 12.075(7) _cell_angle_alpha 109.010(14) _cell_angle_beta 97.068(11) _cell_angle_gamma 96.520(14) _cell_volume 1190.2(12) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour colorless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.324 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 496 _exptl_absorpt_coefficient_mu 0.254 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.692864 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details ? _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8767 _diffrn_reflns_av_R_equivalents 0.0214 _diffrn_reflns_av_sigmaI/netI 0.0858 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 28.32 _reflns_number_total 5498 _reflns_number_gt 2490 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0417P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5498 _refine_ls_number_parameters 311 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1042 _refine_ls_R_factor_gt 0.0417 _refine_ls_wR_factor_ref 0.0954 _refine_ls_wR_factor_gt 0.0839 _refine_ls_goodness_of_fit_ref 0.773 _refine_ls_restrained_S_all 0.773 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group K1 K -0.18398(5) -0.09380(5) -0.06307(4) 0.05981(17) Uani 1 1 d . . . B1 B 0.0977(2) -0.2250(2) -0.1744(2) 0.0444(6) Uani 1 1 d . . . H1 H 0.0753(15) -0.1626(14) -0.0832(14) 0.034(4) Uiso 1 1 d . . . O1 O -0.32643(19) -0.1620(2) -0.28140(15) 0.0935(6) Uani 1 1 d . . . N1 N 0.21525(16) -0.30097(15) -0.15666(14) 0.0469(4) Uani 1 1 d . . . N2 N 0.34936(18) -0.12419(17) 0.01376(16) 0.0547(5) Uani 1 1 d . . . N3 N -0.02550(16) -0.33111(15) -0.24807(14) 0.0462(4) Uani 1 1 d . . . N4 N -0.09688(18) -0.39821(18) -0.09105(15) 0.0573(5) Uani 1 1 d . . . N5 N 0.13657(16) -0.12857(15) -0.24308(14) 0.0452(4) Uani 1 1 d . . . N6 N 0.00789(17) 0.04764(16) -0.16473(14) 0.0506(4) Uani 1 1 d . . . C1 C 0.2324(2) -0.4316(2) -0.22508(19) 0.0567(6) Uani 1 1 d . . . H1A H 0.1705 -0.4909 -0.2895 0.068 Uiso 1 1 calc R . . C2 C 0.3507(2) -0.4618(2) -0.1861(2) 0.0642(6) Uani 1 1 d . . . H2A H 0.3834 -0.5434 -0.2183 0.077 Uiso 1 1 calc R . . C3 C 0.4154(2) -0.3462(2) -0.0870(2) 0.0545(6) Uani 1 1 d . . . C4 C 0.5346(2) -0.3109(3) -0.0070(2) 0.0701(7) Uani 1 1 d . . . H4A H 0.5959 -0.3712 -0.0130 0.084 Uiso 1 1 calc R . . C5 C 0.5584(2) -0.1841(3) 0.0809(2) 0.0737(7) Uani 1 1 d . . . H5A H 0.6371 -0.1571 0.1359 0.088 Uiso 1 1 calc R . . C6 C 0.4654(2) -0.0964(2) 0.0878(2) 0.0669(7) Uani 1 1 d . . . H6A H 0.4852 -0.0113 0.1488 0.080 Uiso 1 1 calc R . . C7 C 0.3280(2) -0.2481(2) -0.07117(19) 0.0459(5) Uani 1 1 d . . . C8 C -0.0632(2) -0.3830(2) -0.36989(19) 0.0574(6) Uani 1 1 d . . . H8A H -0.0257 -0.3460 -0.4215 0.069 Uiso 1 1 calc R . . C9 C -0.1610(2) -0.4935(2) -0.4055(2) 0.0647(6) Uani 1 1 d . . . H9A H -0.2014 -0.5442 -0.4833 0.078 Uiso 1 1 calc R . . C10 C -0.1902(2) -0.5176(2) -0.30219(19) 0.0499(5) Uani 1 1 d . . . C11 C -0.2747(2) -0.6115(2) -0.2728(2) 0.0639(6) Uani 1 1 d . . . H11A H -0.3344 -0.6818 -0.3316 0.077 Uiso 1 1 calc R . . C12 C -0.2680(2) -0.5982(3) -0.1563(2) 0.0679(7) Uani 1 1 d . . . H12A H -0.3232 -0.6603 -0.1349 0.081 Uiso 1 1 calc R . . C13 C -0.1796(2) -0.4930(3) -0.0697(2) 0.0670(7) Uani 1 1 d . . . H13A H -0.1776 -0.4877 0.0089 0.080 Uiso 1 1 calc R . . C14 C -0.1040(2) -0.4151(2) -0.20618(18) 0.0439(5) Uani 1 1 d . . . C15 C 0.2109(2) -0.1549(2) -0.3327(2) 0.0594(6) Uani 1 1 d . . . H15A H 0.2578 -0.2284 -0.3527 0.071 Uiso 1 1 calc R . . C16 C 0.2079(2) -0.0616(2) -0.3884(2) 0.0686(7) Uani 1 1 d . . . H16A H 0.2509 -0.0594 -0.4514 0.082 Uiso 1 1 calc R . . C17 C 0.1263(2) 0.0324(2) -0.33187(19) 0.0537(6) Uani 1 1 d . . . C18 C 0.0845(2) 0.1506(2) -0.3414(2) 0.0749(7) Uani 1 1 d . . . H18A H 0.1079 0.1852 -0.3995 0.090 Uiso 1 1 calc R . . C19 C 0.0073(2) 0.2150(2) -0.2624(2) 0.0756(8) Uani 1 1 d . . . H19A H -0.0218 0.2952 -0.2662 0.091 Uiso 1 1 calc R . . C20 C -0.0276(2) 0.1621(2) -0.1777(2) 0.0643(7) Uani 1 1 d . . . H20A H -0.0798 0.2096 -0.1256 0.077 Uiso 1 1 calc R . . C21 C 0.0844(2) -0.01265(19) -0.24210(18) 0.0439(5) Uani 1 1 d . . . C22 C -0.3059(3) -0.1034(3) -0.3690(3) 0.1307(13) Uani 1 1 d . . . H22A H -0.2152 -0.1055 -0.3844 0.157 Uiso 1 1 calc R . . H22B H -0.3198 -0.0081 -0.3423 0.157 Uiso 1 1 calc R . . C23 C -0.4003(4) -0.1833(4) -0.4768(3) 0.1720(19) Uani 1 1 d . . . H23A H -0.4675 -0.1296 -0.4919 0.206 Uiso 1 1 calc R . . H23B H -0.3545 -0.2090 -0.5445 0.206 Uiso 1 1 calc R . . C24 C -0.4596(3) -0.3008(3) -0.4587(3) 0.1189(11) Uani 1 1 d . . . H24A H -0.4268 -0.3815 -0.5058 0.143 Uiso 1 1 calc R . . H24B H -0.5557 -0.3146 -0.4820 0.143 Uiso 1 1 calc R . . C25 C -0.4248(3) -0.2792(3) -0.3310(3) 0.0870(8) Uani 1 1 d . . . H25A H -0.5027 -0.2657 -0.2930 0.104 Uiso 1 1 calc R . . H25B H -0.3914 -0.3588 -0.3203 0.104 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 K1 0.0600(3) 0.0611(3) 0.0552(3) 0.0167(3) 0.0083(3) 0.0092(3) B1 0.0460(15) 0.0449(14) 0.0448(15) 0.0165(12) 0.0110(12) 0.0103(12) O1 0.0962(14) 0.1052(15) 0.0655(12) 0.0258(11) -0.0014(11) -0.0106(12) N1 0.0496(11) 0.0407(9) 0.0524(11) 0.0172(9) 0.0096(9) 0.0103(9) N2 0.0505(12) 0.0515(11) 0.0597(12) 0.0191(10) 0.0045(10) 0.0032(9) N3 0.0502(11) 0.0472(10) 0.0430(10) 0.0174(9) 0.0109(9) 0.0064(9) N4 0.0587(12) 0.0659(12) 0.0521(12) 0.0270(10) 0.0127(10) 0.0062(10) N5 0.0475(11) 0.0430(9) 0.0500(10) 0.0193(8) 0.0141(9) 0.0109(8) N6 0.0589(12) 0.0447(10) 0.0509(11) 0.0163(9) 0.0114(9) 0.0173(9) C1 0.0708(17) 0.0453(13) 0.0562(14) 0.0174(11) 0.0150(13) 0.0142(12) C2 0.0731(17) 0.0577(14) 0.0736(17) 0.0272(14) 0.0249(14) 0.0306(13) C3 0.0523(15) 0.0610(14) 0.0649(15) 0.0350(13) 0.0205(13) 0.0178(12) C4 0.0523(17) 0.0867(19) 0.091(2) 0.0504(17) 0.0186(15) 0.0244(15) C5 0.0441(15) 0.093(2) 0.089(2) 0.0446(17) -0.0008(14) 0.0036(15) C6 0.0578(16) 0.0665(16) 0.0711(17) 0.0239(13) 0.0012(14) -0.0016(13) C7 0.0456(13) 0.0477(12) 0.0537(13) 0.0272(11) 0.0137(11) 0.0096(11) C8 0.0624(16) 0.0677(15) 0.0438(14) 0.0208(12) 0.0143(12) 0.0066(13) C9 0.0618(16) 0.0684(16) 0.0501(14) 0.0099(13) 0.0025(12) -0.0057(13) C10 0.0460(14) 0.0486(13) 0.0556(14) 0.0191(12) 0.0090(12) 0.0054(11) C11 0.0519(15) 0.0545(14) 0.0803(18) 0.0221(14) 0.0040(14) -0.0004(12) C12 0.0550(16) 0.0716(17) 0.093(2) 0.0478(16) 0.0198(15) 0.0074(14) C13 0.0641(17) 0.0825(18) 0.0721(17) 0.0458(16) 0.0235(15) 0.0130(15) C14 0.0439(13) 0.0451(12) 0.0489(13) 0.0210(11) 0.0112(11) 0.0143(10) C15 0.0607(16) 0.0554(14) 0.0713(16) 0.0241(13) 0.0307(13) 0.0189(12) C16 0.0762(18) 0.0758(16) 0.0733(17) 0.0407(15) 0.0386(15) 0.0183(14) C17 0.0536(14) 0.0554(13) 0.0618(14) 0.0308(12) 0.0141(12) 0.0115(12) C18 0.0789(19) 0.0821(18) 0.091(2) 0.0581(16) 0.0278(16) 0.0216(15) C19 0.0819(19) 0.0641(15) 0.102(2) 0.0496(16) 0.0194(17) 0.0288(14) C20 0.0699(17) 0.0586(14) 0.0702(16) 0.0236(13) 0.0158(14) 0.0252(13) C21 0.0445(13) 0.0394(11) 0.0452(13) 0.0140(10) 0.0022(10) 0.0043(10) C22 0.136(3) 0.143(3) 0.097(3) 0.056(2) -0.009(2) -0.053(2) C23 0.180(4) 0.200(4) 0.106(3) 0.083(3) -0.047(3) -0.103(3) C24 0.134(3) 0.116(3) 0.088(2) 0.039(2) -0.023(2) -0.023(2) C25 0.076(2) 0.099(2) 0.098(2) 0.0515(19) 0.0135(17) 0.0140(18) _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 K1 O1 2.680(2) . ? K1 N2 2.933(2) 2 ? K1 N6 2.940(2) . ? K1 N6 2.962(2) 2 ? K1 N4 3.309(2) . ? K1 N3 3.453(2) . ? K1 C21 3.465(3) 2 ? K1 C14 3.469(2) . ? K1 C5 3.535(3) 1_455 ? K1 B1 3.537(3) 2 ? K1 B1 3.555(3) . ? K1 K1 3.912(2) 2 ? B1 N3 1.539(3) . ? B1 N1 1.544(3) . ? B1 N5 1.544(3) . ? B1 K1 3.537(3) 2 ? O1 C25 1.399(3) . ? O1 C22 1.408(3) . ? N1 C7 1.376(2) . ? N1 C1 1.385(2) . ? N2 C7 1.334(2) . ? N2 C6 1.337(3) . ? N2 K1 2.933(2) 2 ? N3 C14 1.376(2) . ? N3 C8 1.378(2) . ? N4 C14 1.335(3) . ? N4 C13 1.336(3) . ? N5 C21 1.370(2) . ? N5 C15 1.372(2) . ? N6 C20 1.334(2) . ? N6 C21 1.338(2) . ? N6 K1 2.962(2) 2 ? C1 C2 1.353(3) . ? C2 C3 1.415(3) . ? C3 C4 1.391(3) . ? C3 C7 1.414(3) . ? C4 C5 1.369(3) . ? C5 C6 1.383(3) . ? C5 K1 3.535(3) 1_655 ? C8 C9 1.349(3) . ? C9 C10 1.409(3) . ? C10 C11 1.392(3) . ? C10 C14 1.410(3) . ? C11 C12 1.361(3) . ? C12 C13 1.381(3) . ? C15 C16 1.350(3) . ? C16 C17 1.418(3) . ? C17 C18 1.381(3) . ? C17 C21 1.407(3) . ? C18 C19 1.368(3) . ? C19 C20 1.374(3) . ? C21 K1 3.465(3) 2 ? C22 C23 1.457(4) . ? C23 C24 1.395(4) . ? C24 C25 1.475(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 K1 N2 81.41(6) . 2 ? O1 K1 N6 81.79(7) . . ? N2 K1 N6 94.83(6) 2 . ? O1 K1 N6 172.65(5) . 2 ? N2 K1 N6 105.92(6) 2 2 ? N6 K1 N6 96.96(6) . 2 ? O1 K1 N4 97.68(6) . . ? N2 K1 N4 158.00(5) 2 . ? N6 K1 N4 106.84(6) . . ? N6 K1 N4 75.70(5) 2 . ? O1 K1 N3 74.42(6) . . ? N2 K1 N3 152.96(5) 2 . ? N6 K1 N3 70.14(6) . . ? N6 K1 N3 98.32(6) 2 . ? N4 K1 N3 41.29(4) . . ? O1 K1 C21 164.05(6) . 2 ? N2 K1 C21 86.14(5) 2 2 ? N6 K1 C21 109.31(6) . 2 ? N6 K1 C21 22.31(4) 2 2 ? N4 K1 C21 90.13(5) . 2 ? N3 K1 C21 119.63(5) . 2 ? O1 K1 C14 78.01(6) . . ? N2 K1 C14 156.66(5) 2 . ? N6 K1 C14 93.04(6) . . ? N6 K1 C14 94.86(5) 2 . ? N4 K1 C14 22.56(4) . . ? N3 K1 C14 22.93(4) . . ? C21 K1 C14 111.82(5) 2 . ? O1 K1 C5 98.40(8) . 1_455 ? N2 K1 C5 71.29(6) 2 1_455 ? N6 K1 C5 165.83(6) . 1_455 ? N6 K1 C5 84.60(7) 2 1_455 ? N4 K1 C5 87.22(6) . 1_455 ? N3 K1 C5 123.69(6) . 1_455 ? C21 K1 C5 67.97(6) 2 1_455 ? C14 K1 C5 100.88(7) . 1_455 ? O1 K1 B1 131.41(6) . 2 ? N2 K1 B1 55.29(6) 2 2 ? N6 K1 B1 81.17(6) . 2 ? N6 K1 B1 55.11(5) 2 2 ? N4 K1 B1 130.81(6) . 2 ? N3 K1 B1 138.36(6) . 2 ? C21 K1 B1 43.64(5) 2 2 ? C14 K1 B1 147.91(5) . 2 ? C5 K1 B1 88.31(7) 1_455 2 ? O1 K1 B1 92.87(7) . . ? N2 K1 B1 149.84(5) 2 . ? N6 K1 B1 55.02(6) . . ? N6 K1 B1 80.57(6) 2 . ? N4 K1 B1 51.95(5) . . ? N3 K1 B1 25.32(5) . . ? C21 K1 B1 102.87(6) 2 . ? C14 K1 B1 43.24(5) . . ? C5 K1 B1 138.82(6) 1_455 . ? B1 K1 B1 113.04(5) 2 . ? O1 K1 K1 130.05(5) . 2 ? N2 K1 K1 105.72(6) 2 2 ? N6 K1 K1 48.71(4) . 2 ? N6 K1 K1 48.24(4) 2 2 ? N4 K1 K1 91.76(5) . 2 ? N3 K1 K1 81.62(5) . 2 ? C21 K1 K1 63.14(4) 2 2 ? C14 K1 K1 95.97(5) . 2 ? C5 K1 K1 131.10(6) 1_455 2 ? B1 K1 K1 56.74(4) 2 2 ? B1 K1 K1 56.30(5) . 2 ? N3 B1 N1 109.32(17) . . ? N3 B1 N5 108.92(17) . . ? N1 B1 N5 108.66(17) . . ? N3 B1 K1 140.59(14) . 2 ? N1 B1 K1 103.30(13) . 2 ? N5 B1 K1 79.93(12) . 2 ? N3 B1 K1 73.64(11) . . ? N1 B1 K1 146.57(14) . . ? N5 B1 K1 101.15(11) . . ? K1 B1 K1 66.96(5) 2 . ? C25 O1 C22 109.0(2) . . ? C25 O1 K1 122.43(16) . . ? C22 O1 K1 128.05(18) . . ? C7 N1 C1 106.15(17) . . ? C7 N1 B1 126.03(17) . . ? C1 N1 B1 127.76(18) . . ? C7 N2 C6 113.87(19) . . ? C7 N2 K1 130.55(14) . 2 ? C6 N2 K1 115.57(15) . 2 ? C14 N3 C8 105.32(17) . . ? C14 N3 B1 125.22(17) . . ? C8 N3 B1 128.13(18) . . ? C14 N3 K1 79.18(11) . . ? C8 N3 K1 123.01(12) . . ? B1 N3 K1 81.05(11) . . ? C14 N4 C13 113.90(19) . . ? C14 N4 K1 85.47(11) . . ? C13 N4 K1 119.33(14) . . ? C21 N5 C15 105.95(17) . . ? C21 N5 B1 126.50(17) . . ? C15 N5 B1 126.59(16) . . ? C20 N6 C21 113.56(18) . . ? C20 N6 K1 113.40(15) . . ? C21 N6 K1 126.04(12) . . ? C20 N6 K1 114.25(13) . 2 ? C21 N6 K1 100.51(12) . 2 ? K1 N6 K1 83.04(6) . 2 ? C2 C1 N1 111.3(2) . . ? C1 C2 C3 107.24(19) . . ? C4 C3 C7 117.3(2) . . ? C4 C3 C2 136.7(2) . . ? C7 C3 C2 106.0(2) . . ? C5 C4 C3 117.7(2) . . ? C4 C5 C6 120.0(2) . . ? C4 C5 K1 86.97(16) . 1_655 ? C6 C5 K1 110.50(15) . 1_655 ? N2 C6 C5 125.2(2) . . ? N2 C7 N1 124.73(18) . . ? N2 C7 C3 126.0(2) . . ? N1 C7 C3 109.31(19) . . ? C9 C8 N3 112.1(2) . . ? C8 C9 C10 106.9(2) . . ? C11 C10 C9 138.1(2) . . ? C11 C10 C14 116.0(2) . . ? C9 C10 C14 105.93(19) . . ? C12 C11 C10 118.5(2) . . ? C11 C12 C13 120.3(2) . . ? N4 C13 C12 124.5(2) . . ? N4 C14 N3 123.50(19) . . ? N4 C14 C10 126.8(2) . . ? N3 C14 C10 109.73(18) . . ? N4 C14 K1 71.97(11) . . ? N3 C14 K1 77.89(11) . . ? C10 C14 K1 123.12(13) . . ? C16 C15 N5 112.09(19) . . ? C15 C16 C17 106.4(2) . . ? C18 C17 C21 116.9(2) . . ? C18 C17 C16 137.0(2) . . ? C21 C17 C16 106.03(18) . . ? C19 C18 C17 117.7(2) . . ? C18 C19 C20 120.6(2) . . ? N6 C20 C19 124.7(2) . . ? N6 C21 N5 123.97(18) . . ? N6 C21 C17 126.50(18) . . ? N5 C21 C17 109.52(18) . . ? N6 C21 K1 57.18(10) . 2 ? N5 C21 K1 84.57(11) . 2 ? C17 C21 K1 133.84(14) . 2 ? O1 C22 C23 108.0(2) . . ? C24 C23 C22 107.1(3) . . ? C23 C24 C25 107.4(3) . . ? O1 C25 C24 107.1(2) . . ? _diffrn_measured_fraction_theta_max 0.927 _diffrn_reflns_theta_full 28.32 _diffrn_measured_fraction_theta_full 0.927 _refine_diff_density_max 0.231 _refine_diff_density_min -0.204 _refine_diff_density_rms 0.034 data_sdt82 _database_code_depnum_ccdc_archive 'CCDC 250343' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 2 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H24 B1 Cl1 N6 O1 Zn1' _chemical_formula_weight 536.14 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' Cl Cl 0.1484 0.1585 '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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.330(3) _cell_length_b 12.373(3) _cell_length_c 12.819(4) _cell_angle_alpha 110.838(7) _cell_angle_beta 101.423(8) _cell_angle_gamma 110.095(7) _cell_volume 1209.2(6) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour colorless _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.472 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 552 _exptl_absorpt_coefficient_mu 1.157 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.911 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 8905 _diffrn_reflns_av_R_equivalents 0.0749 _diffrn_reflns_av_sigmaI/netI 0.5100 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.50 _diffrn_reflns_theta_max 28.36 _reflns_number_total 5629 _reflns_number_gt 1243 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0398P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5629 _refine_ls_number_parameters 315 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2936 _refine_ls_R_factor_gt 0.0683 _refine_ls_wR_factor_ref 0.1452 _refine_ls_wR_factor_gt 0.1100 _refine_ls_goodness_of_fit_ref 0.686 _refine_ls_restrained_S_all 0.686 _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 Zn1 Zn -0.77141(12) -0.11790(10) -0.83116(9) 0.0610(4) Uani 1 1 d . . . B1 B -0.4977(10) -0.2376(8) -0.8339(8) 0.0224(19) Uani 1 1 d . . . H1B H -0.401(4) -0.283(4) -0.828(3) 0.004(11) Uiso 1 1 d . . . Cl1 Cl -0.9552(3) -0.0426(2) -0.8293(2) 0.1075(10) Uani 1 1 d . . . N1 N -0.4064(7) -0.1100(6) -0.7169(6) 0.0545(19) Uani 1 1 d . . . N2 N -0.5760(8) -0.0018(6) -0.6819(5) 0.0555(19) Uani 1 1 d . . . N3 N -0.6379(9) -0.3393(7) -0.8344(5) 0.062(2) Uani 1 1 d . . . N4 N -0.8691(8) -0.2930(6) -0.8413(5) 0.0538(19) Uani 1 1 d . . . N5 N -0.5215(6) -0.2216(5) -0.9487(6) 0.0500(19) Uani 1 1 d . . . N6 N -0.7129(6) -0.1336(5) -0.9744(5) 0.0433(16) Uani 1 1 d . . . C1 C -0.2474(11) -0.0741(9) -0.6507(8) 0.073(3) Uani 1 1 d . . . H1A H -0.1917 -0.1225 -0.6736 0.088 Uiso 1 1 calc R . . C2 C -0.1820(11) 0.0374(10) -0.5505(8) 0.089(3) Uani 1 1 d . . . H2A H -0.0767 0.0781 -0.4936 0.107 Uiso 1 1 calc R . . C3 C -0.2998(12) 0.0816(9) -0.5467(9) 0.068(3) Uani 1 1 d . . . C4 C -0.3069(12) 0.1860(9) -0.4729(8) 0.080(3) Uani 1 1 d . . . H4A H -0.2179 0.2501 -0.4033 0.097 Uiso 1 1 calc R . . C5 C -0.4508(13) 0.1955(9) -0.5034(9) 0.072(3) Uani 1 1 d . . . H5A H -0.4593 0.2674 -0.4543 0.087 Uiso 1 1 calc R . . C6 C -0.5795(11) 0.1007(10) -0.6042(9) 0.076(3) Uani 1 1 d . . . H6A H -0.6763 0.1082 -0.6199 0.092 Uiso 1 1 calc R . . C7 C -0.4352(10) -0.0110(8) -0.6528(7) 0.046(2) Uani 1 1 d . . . C8 C -0.6257(11) -0.4484(9) -0.8333(7) 0.072(3) Uani 1 1 d . . . H8A H -0.5320 -0.4597 -0.8324 0.086 Uiso 1 1 calc R . . C9 C -0.7620(15) -0.5368(10) -0.8337(8) 0.095(3) Uani 1 1 d . . . H9A H -0.7755 -0.6139 -0.8317 0.114 Uiso 1 1 calc R . . C10 C -0.8782(13) -0.4889(10) -0.8379(7) 0.064(3) Uani 1 1 d . . . C11 C -1.0321(13) -0.5290(10) -0.8398(8) 0.086(3) Uani 1 1 d . . . H11A H -1.0859 -0.6062 -0.8371 0.103 Uiso 1 1 calc R . . C12 C -1.1065(12) -0.4539(12) -0.8457(8) 0.089(3) Uani 1 1 d . . . H12A H -1.2147 -0.4815 -0.8501 0.107 Uiso 1 1 calc R . . C13 C -1.0256(13) -0.3367(11) -0.8454(7) 0.086(3) Uani 1 1 d . . . H13A H -1.0800 -0.2867 -0.8481 0.104 Uiso 1 1 calc R . . C14 C -0.7972(12) -0.3690(9) -0.8388(6) 0.052(2) Uani 1 1 d . . . C15 C -0.4361(9) -0.2567(7) -1.0179(8) 0.068(3) Uani 1 1 d . . . H15A H -0.3608 -0.2858 -0.9965 0.082 Uiso 1 1 calc R . . C16 C -0.4700(10) -0.2456(8) -1.1215(8) 0.079(3) Uani 1 1 d . . . H16A H -0.4282 -0.2677 -1.1817 0.094 Uiso 1 1 calc R . . C17 C -0.5847(9) -0.1924(7) -1.1163(8) 0.055(2) Uani 1 1 d . . . C18 C -0.6681(10) -0.1601(8) -1.1892(7) 0.068(3) Uani 1 1 d . . . H18A H -0.6564 -0.1720 -1.2623 0.082 Uiso 1 1 calc R . . C19 C -0.7712(10) -0.1091(7) -1.1534(8) 0.068(3) Uani 1 1 d . . . H19A H -0.8268 -0.0831 -1.2005 0.082 Uiso 1 1 calc R . . C20 C -0.7895(9) -0.0976(7) -1.0466(8) 0.067(3) Uani 1 1 d . . . H20A H -0.8586 -0.0631 -1.0230 0.080 Uiso 1 1 calc R . . C21 C -0.6085(8) -0.1790(6) -1.0070(7) 0.043(2) Uani 1 1 d . . . C22 C -0.710(5) -0.487(3) -0.448(4) 0.220(15) Uiso 0.50 1 d P . . C22A C -0.820(3) -0.518(2) -0.4314(19) 0.094(7) Uiso 0.50 1 d P . . C23 C -0.678(3) -0.550(3) -0.391(2) 0.153(10) Uiso 0.50 1 d P . . C23A C -0.803(3) -0.638(3) -0.417(2) 0.134(9) Uiso 0.50 1 d P . . C24 C -0.856(4) -0.712(3) -0.577(3) 0.185(12) Uiso 0.50 1 d P . . C24A C -0.918(3) -0.620(3) -0.508(3) 0.143(9) Uiso 0.50 1 d P . . C25 C -0.774(4) -0.652(3) -0.607(2) 0.127(9) Uiso 0.50 1 d P . . C25A C -0.667(4) -0.605(4) -0.524(4) 0.204(14) Uiso 0.50 1 d P . . O1 O -0.847(2) -0.5672(19) -0.5669(17) 0.177(7) Uiso 0.50 1 d P . . O1A O -0.736(3) -0.679(2) -0.482(2) 0.181(7) Uiso 0.50 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0582(7) 0.0699(8) 0.0623(8) 0.0291(6) 0.0237(6) 0.0372(6) B1 0.030(5) 0.020(6) 0.026(6) 0.020(5) 0.013(5) 0.011(5) Cl1 0.102(2) 0.139(3) 0.120(2) 0.060(2) 0.0526(17) 0.090(2) N1 0.044(4) 0.067(6) 0.057(5) 0.031(5) 0.011(4) 0.031(4) N2 0.074(5) 0.044(5) 0.043(5) 0.005(4) 0.029(4) 0.032(4) N3 0.086(6) 0.057(6) 0.047(5) 0.012(4) 0.017(4) 0.054(5) N4 0.040(4) 0.052(5) 0.057(5) 0.019(4) 0.022(4) 0.011(4) N5 0.042(4) 0.054(5) 0.062(5) 0.021(4) 0.026(4) 0.033(4) N6 0.040(4) 0.041(4) 0.040(4) 0.016(3) 0.005(3) 0.017(4) C1 0.062(7) 0.072(8) 0.046(6) 0.008(6) -0.006(5) 0.021(6) C2 0.075(7) 0.108(10) 0.056(7) 0.034(7) -0.004(6) 0.032(8) C3 0.084(8) 0.049(7) 0.054(7) 0.015(6) 0.014(6) 0.029(7) C4 0.108(9) 0.068(8) 0.044(6) 0.031(6) 0.012(6) 0.020(7) C5 0.102(8) 0.061(8) 0.069(8) 0.031(6) 0.036(7) 0.049(7) C6 0.072(7) 0.083(8) 0.073(7) 0.033(7) 0.026(6) 0.038(7) C7 0.041(5) 0.041(6) 0.041(6) 0.016(5) 0.008(5) 0.009(5) C8 0.086(8) 0.058(8) 0.066(7) 0.030(6) 0.024(6) 0.028(7) C9 0.138(10) 0.065(9) 0.094(8) 0.041(7) 0.052(8) 0.049(8) C10 0.082(8) 0.059(8) 0.032(6) 0.011(5) 0.021(6) 0.022(7) C11 0.072(9) 0.069(9) 0.067(7) 0.017(6) 0.019(7) -0.002(7) C12 0.061(8) 0.106(11) 0.057(7) 0.033(8) 0.012(6) 0.002(8) C13 0.076(8) 0.099(10) 0.052(7) 0.022(7) 0.020(6) 0.022(7) C14 0.087(7) 0.042(7) 0.033(5) 0.018(5) 0.020(5) 0.035(6) C15 0.079(7) 0.078(7) 0.066(7) 0.036(6) 0.038(6) 0.045(6) C16 0.088(7) 0.089(8) 0.068(7) 0.029(6) 0.057(6) 0.039(6) C17 0.038(5) 0.058(6) 0.052(7) 0.018(5) 0.011(5) 0.011(5) C18 0.057(6) 0.070(7) 0.051(6) 0.030(6) 0.007(5) 0.005(6) C19 0.070(7) 0.066(7) 0.075(8) 0.047(6) 0.026(6) 0.023(6) C20 0.056(6) 0.072(7) 0.091(8) 0.052(6) 0.023(6) 0.035(5) C21 0.043(5) 0.036(5) 0.040(6) 0.010(4) 0.015(4) 0.014(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 N2 1.978(6) . ? Zn1 N6 1.980(5) . ? Zn1 N4 1.984(6) . ? Zn1 Cl1 2.215(2) . ? B1 N3 1.467(9) . ? B1 N1 1.534(9) . ? B1 N5 1.537(8) . ? N1 C7 1.358(8) . ? N1 C1 1.378(8) . ? N2 C6 1.321(8) . ? N2 C7 1.348(7) . ? N3 C14 1.387(9) . ? N3 C8 1.398(8) . ? N4 C14 1.334(8) . ? N4 C13 1.354(9) . ? N5 C21 1.352(8) . ? N5 C15 1.362(7) . ? N6 C21 1.345(7) . ? N6 C20 1.348(8) . ? C1 C2 1.333(9) . ? C2 C3 1.388(10) . ? C3 C4 1.335(9) . ? C3 C7 1.405(9) . ? C4 C5 1.379(10) . ? C5 C6 1.351(10) . ? C8 C9 1.360(10) . ? C9 C10 1.404(10) . ? C10 C11 1.340(10) . ? C10 C14 1.421(10) . ? C11 C12 1.351(10) . ? C12 C13 1.384(11) . ? C15 C16 1.370(9) . ? C16 C17 1.437(9) . ? C17 C18 1.352(9) . ? C17 C21 1.422(9) . ? C18 C19 1.385(9) . ? C19 C20 1.376(9) . ? C22 C22A 1.06(3) . ? C22 C23 1.31(3) . ? C22 O1 1.49(4) . ? C22 C25A 1.67(4) . ? C22 C24A 1.84(4) . ? C22 C23A 2.00(4) . ? C22A C24A 1.17(3) . ? C22A C23 1.55(3) . ? C22A O1 1.55(3) . ? C22A C23A 1.61(3) . ? C23 C23A 1.17(3) . ? C23 O1A 1.42(3) . ? C23 C25A 1.63(4) . ? C23A O1A 1.21(2) . ? C23A C24A 1.55(3) . ? C23A C24 1.80(4) . ? C24 C25 1.10(3) . ? C24 O1A 1.30(3) . ? C24 C24A 1.53(3) . ? C24 C25A 1.61(4) . ? C24 O1 1.72(3) . ? C24A O1 1.30(3) . ? C25 C25A 1.10(3) . ? C25 O1 1.44(2) . ? C25 O1A 1.75(3) . ? C25A O1A 1.27(4) . ? C25A O1 1.93(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Zn1 N6 111.2(2) . . ? N2 Zn1 N4 109.1(2) . . ? N6 Zn1 N4 108.3(2) . . ? N2 Zn1 Cl1 109.8(2) . . ? N6 Zn1 Cl1 109.51(18) . . ? N4 Zn1 Cl1 108.9(2) . . ? N3 B1 N1 115.5(6) . . ? N3 B1 N5 116.2(6) . . ? N1 B1 N5 114.7(6) . . ? C7 N1 C1 103.5(7) . . ? C7 N1 B1 138.1(6) . . ? C1 N1 B1 118.4(6) . . ? C6 N2 C7 115.8(7) . . ? C6 N2 Zn1 116.6(6) . . ? C7 N2 Zn1 127.5(5) . . ? C14 N3 C8 101.0(7) . . ? C14 N3 B1 139.9(7) . . ? C8 N3 B1 119.1(7) . . ? C14 N4 C13 116.8(8) . . ? C14 N4 Zn1 128.0(6) . . ? C13 N4 Zn1 115.1(7) . . ? C21 N5 C15 104.2(6) . . ? C21 N5 B1 137.8(6) . . ? C15 N5 B1 118.0(6) . . ? C21 N6 C20 117.8(7) . . ? C21 N6 Zn1 126.4(5) . . ? C20 N6 Zn1 115.8(5) . . ? C2 C1 N1 112.9(8) . . ? C1 C2 C3 107.4(9) . . ? C4 C3 C2 135.7(11) . . ? C4 C3 C7 119.3(9) . . ? C2 C3 C7 104.9(8) . . ? C3 C4 C5 117.7(9) . . ? C6 C5 C4 120.3(9) . . ? N2 C6 C5 124.0(8) . . ? N2 C7 N1 125.9(8) . . ? N2 C7 C3 122.8(8) . . ? N1 C7 C3 111.3(7) . . ? C9 C8 N3 114.6(9) . . ? C8 C9 C10 106.7(9) . . ? C11 C10 C9 135.7(13) . . ? C11 C10 C14 119.9(10) . . ? C9 C10 C14 104.4(9) . . ? C10 C11 C12 117.9(11) . . ? C11 C12 C13 121.5(11) . . ? N4 C13 C12 121.6(10) . . ? N4 C14 N3 124.5(9) . . ? N4 C14 C10 122.2(9) . . ? N3 C14 C10 113.3(8) . . ? N5 C15 C16 114.5(7) . . ? C15 C16 C17 104.5(8) . . ? C18 C17 C21 120.1(8) . . ? C18 C17 C16 135.2(10) . . ? C21 C17 C16 104.7(8) . . ? C17 C18 C19 119.1(9) . . ? C20 C19 C18 118.5(8) . . ? N6 C20 C19 123.7(7) . . ? N6 C21 N5 127.3(8) . . ? N6 C21 C17 120.7(7) . . ? N5 C21 C17 111.9(7) . . ? C22A C22 C23 81(3) . . ? C22A C22 O1 73(3) . . ? C23 C22 O1 116(3) . . ? C22A C22 C25A 115(3) . . ? C23 C22 C25A 65(2) . . ? O1 C22 C25A 75(2) . . ? C22A C22 C24A 36.3(19) . . ? C23 C22 C24A 82(2) . . ? O1 C22 C24A 44.3(13) . . ? C25A C22 C24A 83(2) . . ? C22A C22 C23A 54(2) . . ? C23 C22 C23A 34.3(16) . . ? O1 C22 C23A 86(2) . . ? C25A C22 C23A 69(2) . . ? C24A C22 C23A 47.6(12) . . ? C22 C22A C24A 111(3) . . ? C22 C22A C23 57(2) . . ? C24A C22A C23 100(2) . . ? C22 C22A O1 66(2) . . ? C24A C22A O1 54.7(16) . . ? C23 C22A O1 99.9(15) . . ? C22 C22A C23A 94(3) . . ? C24A C22A C23A 65.6(18) . . ? C23 C22A C23A 43.5(13) . . ? O1 C22A C23A 98.6(16) . . ? C23A C23 C22 107(3) . . ? C23A C23 O1A 54.4(18) . . ? C22 C23 O1A 105(3) . . ? C23A C23 C22A 71(2) . . ? C22 C23 C22A 42.5(17) . . ? O1A C23 C22A 102(2) . . ? C23A C23 C25A 95(3) . . ? C22 C23 C25A 68(2) . . ? O1A C23 C25A 48.6(16) . . ? C22A C23 C25A 94(2) . . ? C23 C23A O1A 73(2) . . ? C23 C23A C24A 100(2) . . ? O1A C23A C24A 97(2) . . ? C23 C23A C22A 65(2) . . ? O1A C23A C22A 109(2) . . ? C24A C23A C22A 43.2(12) . . ? C23 C23A C24 98(2) . . ? O1A C23A C24 46.3(15) . . ? C24A C23A C24 53.6(14) . . ? C22A C23A C24 85.0(17) . . ? C23 C23A C22 38.9(17) . . ? O1A C23A C22 81(2) . . ? C24A C23A C22 60.9(17) . . ? C22A C23A C22 32.0(11) . . ? C24 C23A C22 76.6(18) . . ? C25 C24 O1A 93(3) . . ? C25 C24 C24A 102(3) . . ? O1A C24 C24A 94(3) . . ? C25 C24 C25A 43(2) . . ? O1A C24 C25A 50.3(19) . . ? C24A C24 C25A 96(2) . . ? C25 C24 O1 57(2) . . ? O1A C24 O1 105(2) . . ? C24A C24 O1 46.6(13) . . ? C25A C24 O1 71(2) . . ? C25 C24 C23A 114(3) . . ? O1A C24 C23A 42.1(15) . . ? C24A C24 C23A 54.8(16) . . ? C25A C24 C23A 76(2) . . ? O1 C24 C23A 86.0(17) . . ? C22A C24A O1 78(2) . . ? C22A C24A C24 118(2) . . ? O1 C24A C24 74(2) . . ? C22A C24A C23A 71.2(19) . . ? O1 C24A C23A 115(2) . . ? C24 C24A C23A 71.6(19) . . ? C22A C24A C22 32.5(16) . . ? O1 C24A C22 53.4(16) . . ? C24 C24A C22 88(2) . . ? C23A C24A C22 71.5(18) . . ? C24 C25 C25A 94(3) . . ? C24 C25 O1 84(3) . . ? C25A C25 O1 98(3) . . ? C24 C25 O1A 48(2) . . ? C25A C25 O1A 47(2) . . ? O1 C25 O1A 97.5(16) . . ? C25 C25A O1A 94(3) . . ? C25 C25A C24 43(2) . . ? O1A C25A C24 52.1(18) . . ? C25 C25A C23 122(3) . . ? O1A C25A C23 57(2) . . ? C24 C25A C23 89(3) . . ? C25 C25A C22 96(3) . . ? O1A C25A C22 94(3) . . ? C24 C25A C22 92(2) . . ? C23 C25A C22 46.7(16) . . ? C25 C25A O1 47.8(19) . . ? O1A C25A O1 95(2) . . ? C24 C25A O1 57.2(17) . . ? C23 C25A O1 83.1(18) . . ? C22 C25A O1 48.2(16) . . ? C24A O1 C25 97(2) . . ? C24A O1 C22 82(2) . . ? C25 O1 C22 91(2) . . ? C24A O1 C22A 47.3(14) . . ? C25 O1 C22A 112.4(16) . . ? C22 O1 C22A 40.7(14) . . ? C24A O1 C24 58.9(16) . . ? C25 O1 C24 39.5(13) . . ? C22 O1 C24 94(2) . . ? C22A O1 C24 89.8(17) . . ? C24A O1 C25A 90.7(18) . . ? C25 O1 C25A 34.5(14) . . ? C22 O1 C25A 56.7(17) . . ? C22A O1 C25A 83.0(16) . . ? C24 O1 C25A 52.1(16) . . ? C23A O1A C25A 115(3) . . ? C23A O1A C24 92(2) . . ? C25A O1A C24 78(2) . . ? C23A O1A C23 52.2(15) . . ? C25A O1A C23 74(2) . . ? C24 O1A C23 113(2) . . ? C23A O1A C25 111.3(19) . . ? C25A O1A C25 39.1(17) . . ? C24 O1A C25 39.0(16) . . ? C23 O1A C25 98.6(19) . . ? _diffrn_measured_fraction_theta_max 0.931 _diffrn_reflns_theta_full 28.36 _diffrn_measured_fraction_theta_full 0.931 _refine_diff_density_max 0.391 _refine_diff_density_min -0.266 _refine_diff_density_rms 0.066 data_jia83 _database_code_depnum_ccdc_archive 'CCDC 250344' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 3 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H31 B1 Cu1 N6 P1' _chemical_formula_weight 689.02 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.697(3) _cell_length_b 11.888(4) _cell_length_c 16.584(5) _cell_angle_alpha 71.728(5) _cell_angle_beta 73.666(5) _cell_angle_gamma 79.474(5) _cell_volume 1732.7(9) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max .2 _exptl_crystal_size_mid .5 _exptl_crystal_size_min .5 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.321 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 712 _exptl_absorpt_coefficient_mu 0.714 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.890 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10430 _diffrn_reflns_av_R_equivalents 0.0525 _diffrn_reflns_av_sigmaI/netI 0.0563 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.33 _diffrn_reflns_theta_max 28.31 _reflns_number_total 6993 _reflns_number_gt 4976 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0700P)^2^+0.9900P] 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 6993 _refine_ls_number_parameters 461 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0738 _refine_ls_R_factor_gt 0.0481 _refine_ls_wR_factor_ref 0.1488 _refine_ls_wR_factor_gt 0.1177 _refine_ls_goodness_of_fit_ref 1.070 _refine_ls_restrained_S_all 1.070 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.00432(9) 0.50842(8) -0.22694(5) 0.0411(2) Uani 1 1 d . . . Cu1 Cu 0.00363(4) 0.31524(3) -0.19030(2) 0.04355(15) Uani 1 1 d . . . N1 N -0.1090(3) 0.2283(2) -0.23227(17) 0.0446(7) Uani 1 1 d . . . N2 N 0.1027(3) 0.1024(2) -0.28217(15) 0.0374(6) Uani 1 1 d . . . N3 N 0.2547(3) 0.0960(2) -0.17614(15) 0.0374(6) Uani 1 1 d . . . N4 N 0.0642(3) 0.1967(2) -0.08663(16) 0.0442(7) Uani 1 1 d . . . N5 N 0.3549(3) 0.1765(3) -0.34358(15) 0.0407(6) Uani 1 1 d . . . N6 N 0.4673(3) -0.0218(3) -0.34679(17) 0.0471(7) Uani 1 1 d . . . C1 C -0.1349(4) 0.5874(3) -0.1583(2) 0.0534(9) Uani 1 1 d . . . C2 C -0.1356(11) 0.5478(9) -0.0675(6) 0.060(2) Uiso 0.50 1 d P . . H2A H -0.093(9) 0.466(8) -0.044(5) 0.072 Uiso 0.50 1 d P . . C3 C -0.2359(11) 0.6033(9) -0.0093(6) 0.066(2) Uiso 0.50 1 d P . . H3A H -0.279(9) 0.540(8) 0.054(6) 0.079 Uiso 0.50 1 d P . . C4 C -0.3164(14) 0.7081(12) -0.0397(8) 0.078(4) Uiso 0.50 1 d P . . H4A H -0.404(10) 0.758(9) 0.005(6) 0.094 Uiso 0.50 1 d P . . C5 C -0.3113(5) 0.7494(4) -0.1304(4) 0.0819(15) Uani 1 1 d . . . H5A H -0.354(6) 0.814(5) -0.154(3) 0.098 Uiso 1 1 d . . . C6 C -0.2082(4) 0.6964(4) -0.1880(3) 0.0576(10) Uani 1 1 d . . . H6B H -0.194(4) 0.727(4) -0.243(3) 0.069 Uiso 1 1 d . . . C7 C 0.2986(4) 0.4831(4) -0.2384(3) 0.0708(12) Uani 1 1 d . . . H7A H 0.2962 0.4086 -0.2449 0.085 Uiso 1 1 calc R . . C8 C 0.4283(5) 0.5177(6) -0.2410(4) 0.0967(17) Uani 1 1 d . . . H8A H 0.5134 0.4680 -0.2513 0.116 Uiso 1 1 calc R . . C9 C 0.4314(5) 0.6243(6) -0.2283(4) 0.0949(17) Uani 1 1 d . . . H9A H 0.5185 0.6462 -0.2280 0.114 Uiso 1 1 calc R . . C10 C 0.1713(4) 0.5582(3) -0.2261(2) 0.0468(8) Uani 1 1 d . . . C11 C 0.3097(6) 0.6989(5) -0.2162(4) 0.1003(18) Uani 1 1 d . . . H11A H 0.3133 0.7724 -0.2085 0.120 Uiso 1 1 calc R . . C12 C 0.1800(5) 0.6665(4) -0.2153(4) 0.0800(14) Uani 1 1 d . . . H12A H 0.0967 0.7187 -0.2072 0.096 Uiso 1 1 calc R . . C13 C -0.0186(4) 0.5816(3) -0.3376(2) 0.0461(8) Uani 1 1 d . . . C14 C 0.0779(5) 0.6489(5) -0.4028(3) 0.0837(15) Uani 1 1 d . . . H14A H 0.1609 0.6628 -0.3913 0.100 Uiso 1 1 calc R . . C15 C 0.0548(6) 0.6970(6) -0.4859(3) 0.104(2) Uani 1 1 d . . . H15A H 0.1225 0.7424 -0.5296 0.124 Uiso 1 1 calc R . . C16 C -0.0646(6) 0.6790(5) -0.5045(3) 0.0848(15) Uani 1 1 d . . . H16A H -0.0796 0.7123 -0.5605 0.102 Uiso 1 1 calc R . . C17 C -0.1629(6) 0.6120(5) -0.4409(3) 0.0896(16) Uani 1 1 d . . . H17A H -0.2459 0.5994 -0.4531 0.108 Uiso 1 1 calc R . . C18 C -0.1393(5) 0.5624(5) -0.3579(3) 0.0752(14) Uani 1 1 d . . . H18A H -0.2061 0.5151 -0.3150 0.090 Uiso 1 1 calc R . . C19 C -0.2553(4) 0.2456(4) -0.2227(3) 0.0581(10) Uani 1 1 d . . . H19A H -0.3064 0.3062 -0.1985 0.070 Uiso 1 1 calc R . . C20 C -0.3316(4) 0.1802(4) -0.2459(3) 0.0659(11) Uani 1 1 d . . . H20A H -0.4312 0.1976 -0.2376 0.079 Uiso 1 1 calc R . . C21 C -0.2627(4) 0.0888(4) -0.2816(2) 0.0566(10) Uani 1 1 d . . . H21A H -0.3138 0.0435 -0.2975 0.068 Uiso 1 1 calc R . . C22 C -0.1124(3) 0.0667(3) -0.29303(19) 0.0431(8) Uani 1 1 d . . . C23 C -0.0035(4) -0.0171(4) -0.3244(2) 0.0545(9) Uani 1 1 d . . . H23A H -0.0160 -0.0770 -0.3459 0.065 Uiso 1 1 calc R . . C24 C 0.1222(4) 0.0074(3) -0.3167(2) 0.0472(8) Uani 1 1 d . . . H24A H 0.2113 -0.0347 -0.3328 0.057 Uiso 1 1 calc R . . C25 C -0.0434(3) 0.1381(3) -0.26741(17) 0.0364(7) Uani 1 1 d . . . C26 C 0.0469(5) 0.1171(4) 0.0685(2) 0.0652(12) Uani 1 1 d . . . H26A H -0.0031 0.1193 0.1249 0.078 Uiso 1 1 calc R . . C27 C 0.1657(5) 0.0368(4) 0.0561(2) 0.0591(10) Uani 1 1 d . . . H27A H 0.1998 -0.0142 0.1034 0.071 Uiso 1 1 calc R . . C28 C 0.2342(4) 0.0332(3) -0.0285(2) 0.0468(8) Uani 1 1 d . . . C29 C 0.3507(4) -0.0371(4) -0.0689(2) 0.0636(12) Uani 1 1 d . . . H29A H 0.4107 -0.0980 -0.0410 0.076 Uiso 1 1 calc R . . C30 C 0.3584(4) 0.0012(3) -0.1560(2) 0.0533(10) Uani 1 1 d . . . H30A H 0.4248 -0.0319 -0.1972 0.064 Uiso 1 1 calc R . . C31 C 0.1774(3) 0.1146(3) -0.09736(18) 0.0358(6) Uani 1 1 d . . . C32 C 0.0011(4) 0.1949(3) -0.0027(2) 0.0595(11) Uani 1 1 d . . . H32A H -0.0787 0.2497 0.0080 0.071 Uiso 1 1 calc R . . C33 C 0.6724(4) 0.0939(4) -0.4940(2) 0.0643(11) Uani 1 1 d . . . H33A H 0.7406 0.1313 -0.5424 0.077 Uiso 1 1 calc R . . C34 C 0.6824(4) -0.0282(4) -0.4624(2) 0.0656(12) Uani 1 1 d . . . H34A H 0.7580 -0.0747 -0.4893 0.079 Uiso 1 1 calc R . . C35 C 0.5577(4) 0.1600(4) -0.4518(2) 0.0504(9) Uani 1 1 d . . . C36 C 0.5088(4) 0.2830(4) -0.4620(2) 0.0594(10) Uani 1 1 d . . . H36A H 0.5509 0.3472 -0.5049 0.071 Uiso 1 1 calc R . . C37 C 0.3880(4) 0.2878(3) -0.3965(2) 0.0473(8) Uani 1 1 d . . . H37A H 0.3340 0.3583 -0.3884 0.057 Uiso 1 1 calc R . . C38 C 0.5793(4) -0.0813(4) -0.3902(2) 0.0576(10) Uani 1 1 d . . . H38A H 0.5883 -0.1640 -0.3705 0.069 Uiso 1 1 calc R . . C39 C 0.4597(3) 0.0959(3) -0.37787(19) 0.0431(8) Uani 1 1 d . . . B1 B 0.2197(3) 0.1610(3) -0.2659(2) 0.0360(8) Uani 1 1 d . . . H1 H 0.163(3) 0.258(3) -0.2599(18) 0.033(8) Uiso 1 1 d . . . C3A C -0.2905(14) 0.5752(12) -0.0138(8) 0.069(3) Uiso 0.40 1 d P . . C2A C -0.1838(12) 0.5233(9) -0.0702(6) 0.046(2) Uiso 0.40 1 d P . . C4A C -0.3541(17) 0.6891(13) -0.0453(9) 0.064(4) Uiso 0.40 1 d P . . C2B C -0.244(3) 0.499(3) -0.0868(18) 0.033(6) Uiso 0.10 1 d P . . C3B C -0.366(4) 0.540(3) -0.033(2) 0.047(7) Uiso 0.10 1 d P . . C4B C -0.418(4) 0.662(3) -0.059(2) 0.038(7) Uiso 0.10 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0409(4) 0.0377(4) 0.0397(4) -0.0056(3) -0.0126(3) 0.0035(3) Cu1 0.0456(2) 0.0383(2) 0.0419(2) -0.00652(17) -0.01117(16) 0.00073(17) N1 0.0368(13) 0.0447(15) 0.0474(15) -0.0034(13) -0.0133(11) -0.0037(11) N2 0.0368(12) 0.0451(15) 0.0296(11) -0.0084(11) -0.0079(10) -0.0066(11) N3 0.0364(12) 0.0439(14) 0.0299(12) -0.0080(11) -0.0096(10) -0.0007(11) N4 0.0539(15) 0.0398(14) 0.0328(12) -0.0087(11) -0.0064(11) 0.0012(12) N5 0.0389(13) 0.0496(16) 0.0306(12) -0.0087(11) -0.0059(10) -0.0056(12) N6 0.0451(14) 0.0542(17) 0.0418(14) -0.0184(13) -0.0042(11) -0.0057(13) C1 0.056(2) 0.050(2) 0.0475(18) -0.0128(16) -0.0117(15) 0.0104(16) C5 0.069(3) 0.064(3) 0.105(4) -0.030(3) -0.021(3) 0.024(2) C6 0.053(2) 0.050(2) 0.063(2) -0.0117(19) -0.0142(18) 0.0044(17) C7 0.053(2) 0.074(3) 0.092(3) -0.033(2) -0.027(2) 0.008(2) C8 0.055(3) 0.104(4) 0.130(5) -0.034(4) -0.031(3) 0.014(3) C9 0.064(3) 0.091(4) 0.131(5) -0.012(4) -0.041(3) -0.018(3) C10 0.0468(17) 0.0428(18) 0.0516(18) -0.0085(15) -0.0183(15) -0.0045(15) C11 0.091(4) 0.073(3) 0.156(5) -0.030(4) -0.054(4) -0.018(3) C12 0.065(3) 0.059(3) 0.129(4) -0.030(3) -0.043(3) 0.000(2) C13 0.0520(18) 0.0404(17) 0.0406(16) -0.0052(14) -0.0134(14) 0.0012(14) C14 0.076(3) 0.104(4) 0.056(2) 0.015(2) -0.022(2) -0.031(3) C15 0.102(4) 0.135(5) 0.054(3) 0.026(3) -0.023(3) -0.050(4) C16 0.109(4) 0.088(4) 0.051(2) 0.007(2) -0.037(2) -0.013(3) C17 0.093(3) 0.108(4) 0.067(3) 0.008(3) -0.048(3) -0.023(3) C18 0.069(2) 0.099(4) 0.056(2) 0.009(2) -0.0296(19) -0.034(2) C19 0.0415(17) 0.051(2) 0.079(3) -0.0108(19) -0.0231(17) 0.0010(16) C20 0.0406(18) 0.069(3) 0.086(3) -0.007(2) -0.0302(19) -0.0031(18) C21 0.0495(19) 0.070(3) 0.055(2) -0.0010(19) -0.0271(16) -0.0237(18) C22 0.0473(17) 0.0529(19) 0.0335(15) -0.0034(14) -0.0148(13) -0.0237(15) C23 0.057(2) 0.071(2) 0.0442(18) -0.0266(18) -0.0059(15) -0.0208(19) C24 0.0456(17) 0.060(2) 0.0393(16) -0.0209(16) -0.0032(14) -0.0116(16) C25 0.0362(14) 0.0420(17) 0.0289(13) -0.0004(13) -0.0109(11) -0.0104(13) C26 0.095(3) 0.060(2) 0.0297(16) -0.0121(16) -0.0021(17) -0.002(2) C27 0.084(3) 0.055(2) 0.0330(16) -0.0027(16) -0.0190(17) -0.004(2) C28 0.0557(19) 0.0484(19) 0.0334(15) -0.0056(14) -0.0149(14) -0.0020(15) C29 0.061(2) 0.070(3) 0.0445(19) -0.0031(18) -0.0209(16) 0.021(2) C30 0.0466(18) 0.063(2) 0.0416(17) -0.0122(16) -0.0117(14) 0.0132(17) C31 0.0416(15) 0.0370(15) 0.0294(13) -0.0084(12) -0.0100(11) -0.0047(12) C32 0.075(2) 0.051(2) 0.0392(17) -0.0144(16) -0.0024(16) 0.0101(19) C33 0.052(2) 0.095(3) 0.0441(19) -0.028(2) 0.0062(16) -0.015(2) C34 0.052(2) 0.093(3) 0.054(2) -0.040(2) 0.0002(17) 0.000(2) C35 0.0461(17) 0.071(2) 0.0347(16) -0.0164(16) -0.0036(13) -0.0124(17) C36 0.056(2) 0.068(3) 0.0412(18) -0.0013(17) 0.0016(15) -0.0202(19) C37 0.0502(18) 0.0488(19) 0.0395(16) -0.0057(15) -0.0084(14) -0.0119(15) C38 0.054(2) 0.067(2) 0.054(2) -0.0296(19) -0.0075(16) 0.0004(18) C39 0.0385(15) 0.062(2) 0.0297(14) -0.0149(15) -0.0081(12) -0.0038(15) B1 0.0351(16) 0.0406(18) 0.0299(15) -0.0077(14) -0.0071(13) -0.0025(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C13 1.826(3) . ? P1 C10 1.828(4) . ? P1 C1 1.829(3) . ? P1 Cu1 2.1844(12) . ? Cu1 N4 2.008(3) . ? Cu1 N1 2.009(3) . ? Cu1 H1 1.81(3) . ? N1 C25 1.352(4) . ? N1 C19 1.366(4) . ? N2 C25 1.377(4) . ? N2 C24 1.380(4) . ? N2 B1 1.558(5) . ? N3 C31 1.374(4) . ? N3 C30 1.390(4) . ? N3 B1 1.547(4) . ? N4 C31 1.341(4) . ? N4 C32 1.349(4) . ? N5 C37 1.376(4) . ? N5 C39 1.390(4) . ? N5 B1 1.550(4) . ? N6 C39 1.327(5) . ? N6 C38 1.341(4) . ? C1 C6 1.374(5) . ? C1 C2A 1.408(10) . ? C1 C2 1.428(9) . ? C1 C2B 1.60(3) . ? C2 C2A 0.612(13) . ? C2 C3 1.396(12) . ? C2 C2B 1.44(4) . ? C2 C3A 1.551(15) . ? C2 H2A 0.98(8) . ? C3 C3A 0.707(15) . ? C3 C4 1.374(15) . ? C3 C4A 1.512(17) . ? C3 C2A 1.523(14) . ? C3 C3B 1.77(4) . ? C3 H3A 1.10(9) . ? C4 C4A 0.51(2) . ? C4 C4B 1.36(4) . ? C4 C5 1.418(13) . ? C4 C3A 1.494(18) . ? C4 H4A 1.17(9) . ? C5 C4A 1.350(14) . ? C5 C6 1.386(6) . ? C5 C4B 1.58(3) . ? C5 H5A 0.84(5) . ? C6 H6B 0.85(4) . ? C7 C8 1.379(7) . ? C7 C10 1.390(5) . ? C7 H7A 0.9300 . ? C8 C9 1.354(8) . ? C8 H8A 0.9300 . ? C9 C11 1.348(7) . ? C9 H9A 0.9300 . ? C10 C12 1.374(6) . ? C11 C12 1.375(6) . ? C11 H11A 0.9300 . ? C12 H12A 0.9300 . ? C13 C14 1.359(5) . ? C13 C18 1.379(5) . ? C14 C15 1.382(6) . ? C14 H14A 0.9300 . ? C15 C16 1.346(7) . ? C15 H15A 0.9300 . ? C16 C17 1.357(7) . ? C16 H16A 0.9300 . ? C17 C18 1.383(5) . ? C17 H17A 0.9300 . ? C18 H18A 0.9300 . ? C19 C20 1.364(6) . ? C19 H19A 0.9300 . ? C20 C21 1.375(6) . ? C20 H20A 0.9300 . ? C21 C22 1.402(5) . ? C21 H21A 0.9300 . ? C22 C25 1.394(5) . ? C22 C23 1.417(5) . ? C23 C24 1.352(5) . ? C23 H23A 0.9300 . ? C24 H24A 0.9300 . ? C26 C27 1.367(5) . ? C26 C32 1.381(5) . ? C26 H26A 0.9300 . ? C27 C28 1.385(5) . ? C27 H27A 0.9300 . ? C28 C29 1.415(5) . ? C28 C31 1.417(4) . ? C29 C30 1.357(5) . ? C29 H29A 0.9300 . ? C30 H30A 0.9300 . ? C32 H32A 0.9300 . ? C33 C34 1.375(6) . ? C33 C35 1.389(5) . ? C33 H33A 0.9300 . ? C34 C38 1.384(6) . ? C34 H34A 0.9300 . ? C35 C39 1.418(5) . ? C35 C36 1.424(5) . ? C36 C37 1.363(5) . ? C36 H36A 0.9300 . ? C37 H37A 0.9300 . ? C38 H38A 0.9300 . ? B1 H1 1.20(3) . ? C3A C3B 1.07(4) . ? C3A C2A 1.382(14) . ? C3A C4A 1.385(17) . ? C3A C4B 1.65(3) . ? C3A C2B 1.65(3) . ? C3A H3A 1.09(8) . ? C2A C2B 0.84(3) . ? C2A C3B 1.70(4) . ? C2A H2A 1.11(8) . ? C4A C4B 0.86(3) . ? C4A C3B 1.75(4) . ? C4A H4A 1.29(10) . ? C2B C3B 1.38(4) . ? C3B C4B 1.42(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C13 P1 C10 104.08(16) . . ? C13 P1 C1 104.39(15) . . ? C10 P1 C1 103.03(18) . . ? C13 P1 Cu1 113.14(13) . . ? C10 P1 Cu1 114.60(11) . . ? C1 P1 Cu1 116.21(13) . . ? N4 Cu1 N1 105.87(12) . . ? N4 Cu1 P1 126.73(9) . . ? N1 Cu1 P1 125.31(8) . . ? N4 Cu1 H1 88.3(9) . . ? N1 Cu1 H1 86.2(9) . . ? P1 Cu1 H1 107.2(9) . . ? C25 N1 C19 113.8(3) . . ? C25 N1 Cu1 120.8(2) . . ? C19 N1 Cu1 125.3(3) . . ? C25 N2 C24 105.3(3) . . ? C25 N2 B1 126.5(3) . . ? C24 N2 B1 128.1(2) . . ? C31 N3 C30 105.5(2) . . ? C31 N3 B1 125.6(2) . . ? C30 N3 B1 128.6(2) . . ? C31 N4 C32 114.8(3) . . ? C31 N4 Cu1 120.86(19) . . ? C32 N4 Cu1 124.3(2) . . ? C37 N5 C39 106.0(3) . . ? C37 N5 B1 120.9(3) . . ? C39 N5 B1 133.0(3) . . ? C39 N6 C38 115.1(3) . . ? C6 C1 C2A 117.7(5) . . ? C6 C1 C2 117.4(5) . . ? C2A C1 C2 24.9(5) . . ? C6 C1 C2B 110.2(10) . . ? C2A C1 C2B 31.7(11) . . ? C2 C1 C2B 56.6(12) . . ? C6 C1 P1 125.2(3) . . ? C2A C1 P1 116.4(4) . . ? C2 C1 P1 114.9(4) . . ? C2B C1 P1 111.0(11) . . ? C2A C2 C3 89.8(15) . . ? C2A C2 C1 75.8(14) . . ? C3 C2 C1 119.7(8) . . ? C2A C2 C2B 8.1(17) . . ? C3 C2 C2B 93.9(13) . . ? C1 C2 C2B 67.7(12) . . ? C2A C2 C3A 62.7(15) . . ? C3 C2 C3A 27.1(6) . . ? C1 C2 C3A 108.7(8) . . ? C2B C2 C3A 66.9(13) . . ? C2A C2 H2A 85(5) . . ? C3 C2 H2A 118(5) . . ? C1 C2 H2A 118(5) . . ? C2B C2 H2A 89(5) . . ? C3A C2 H2A 113(5) . . ? C3A C3 C4 85.5(15) . . ? C3A C3 C2 88.7(15) . . ? C4 C3 C2 120.7(9) . . ? C3A C3 C4A 66.1(15) . . ? C4 C3 C4A 19.4(9) . . ? C2 C3 C4A 116.1(9) . . ? C3A C3 C2A 65.0(14) . . ? C4 C3 C2A 115.9(9) . . ? C2 C3 C2A 23.7(5) . . ? C4A C3 C2A 104.0(10) . . ? C3A C3 C3B 6.2(17) . . ? C4 C3 C3B 83.1(13) . . ? C2 C3 C3B 85.0(13) . . ? C4A C3 C3B 63.7(13) . . ? C2A C3 C3B 61.5(12) . . ? C3A C3 H3A 71(5) . . ? C4 C3 H3A 120(4) . . ? C2 C3 H3A 113(4) . . ? C4A C3 H3A 112(4) . . ? C2A C3 H3A 102(5) . . ? C3B C3 H3A 77(5) . . ? C4A C4 C4B 3(3) . . ? C4A C4 C3 96(3) . . ? C4B C4 C3 98.3(16) . . ? C4A C4 C5 72(2) . . ? C4B C4 C5 69.2(14) . . ? C3 C4 C5 118.5(10) . . ? C4A C4 C3A 68(3) . . ? C4B C4 C3A 70.3(15) . . ? C3 C4 C3A 28.1(6) . . ? C5 C4 C3A 109.0(10) . . ? C4A C4 H4A 92(5) . . ? C4B C4 H4A 92(5) . . ? C3 C4 H4A 124(5) . . ? C5 C4 H4A 116(5) . . ? C3A C4 H4A 121(5) . . ? C4A C5 C6 120.5(7) . . ? C4A C5 C4 20.9(9) . . ? C6 C5 C4 119.8(6) . . ? C4A C5 C4B 32.8(12) . . ? C6 C5 C4B 114.2(12) . . ? C4 C5 C4B 53.7(14) . . ? C4A C5 H5A 124(4) . . ? C6 C5 H5A 115(4) . . ? C4 C5 H5A 124(4) . . ? C4B C5 H5A 113(4) . . ? C1 C6 C5 120.8(4) . . ? C1 C6 H6B 118(3) . . ? C5 C6 H6B 121(3) . . ? C8 C7 C10 120.7(5) . . ? C8 C7 H7A 119.6 . . ? C10 C7 H7A 119.6 . . ? C9 C8 C7 119.8(5) . . ? C9 C8 H8A 120.1 . . ? C7 C8 H8A 120.1 . . ? C11 C9 C8 120.7(5) . . ? C11 C9 H9A 119.6 . . ? C8 C9 H9A 119.6 . . ? C12 C10 C7 117.4(4) . . ? C12 C10 P1 124.2(3) . . ? C7 C10 P1 118.3(3) . . ? C9 C11 C12 120.1(5) . . ? C9 C11 H11A 120.0 . . ? C12 C11 H11A 120.0 . . ? C10 C12 C11 121.2(4) . . ? C10 C12 H12A 119.4 . . ? C11 C12 H12A 119.4 . . ? C14 C13 C18 117.5(3) . . ? C14 C13 P1 124.8(3) . . ? C18 C13 P1 117.6(3) . . ? C13 C14 C15 121.0(5) . . ? C13 C14 H14A 119.5 . . ? C15 C14 H14A 119.5 . . ? C16 C15 C14 120.9(5) . . ? C16 C15 H15A 119.6 . . ? C14 C15 H15A 119.6 . . ? C15 C16 C17 119.5(4) . . ? C15 C16 H16A 120.2 . . ? C17 C16 H16A 120.2 . . ? C16 C17 C18 119.8(5) . . ? C16 C17 H17A 120.1 . . ? C18 C17 H17A 120.1 . . ? C13 C18 C17 121.3(4) . . ? C13 C18 H18A 119.4 . . ? C17 C18 H18A 119.4 . . ? C20 C19 N1 124.6(4) . . ? C20 C19 H19A 117.7 . . ? N1 C19 H19A 117.7 . . ? C19 C20 C21 120.7(3) . . ? C19 C20 H20A 119.7 . . ? C21 C20 H20A 119.7 . . ? C20 C21 C22 117.3(4) . . ? C20 C21 H21A 121.3 . . ? C22 C21 H21A 121.3 . . ? C25 C22 C21 118.0(3) . . ? C25 C22 C23 106.5(3) . . ? C21 C22 C23 135.4(4) . . ? C24 C23 C22 106.3(3) . . ? C24 C23 H23A 126.9 . . ? C22 C23 H23A 126.9 . . ? C23 C24 N2 112.0(3) . . ? C23 C24 H24A 124.0 . . ? N2 C24 H24A 124.0 . . ? N1 C25 N2 124.6(3) . . ? N1 C25 C22 125.6(3) . . ? N2 C25 C22 109.9(3) . . ? C27 C26 C32 120.0(3) . . ? C27 C26 H26A 120.0 . . ? C32 C26 H26A 120.0 . . ? C26 C27 C28 118.4(3) . . ? C26 C27 H27A 120.8 . . ? C28 C27 H27A 120.8 . . ? C27 C28 C29 136.5(3) . . ? C27 C28 C31 117.7(3) . . ? C29 C28 C31 105.8(3) . . ? C30 C29 C28 107.1(3) . . ? C30 C29 H29A 126.5 . . ? C28 C29 H29A 126.5 . . ? C29 C30 N3 111.6(3) . . ? C29 C30 H30A 124.2 . . ? N3 C30 H30A 124.2 . . ? N4 C31 N3 125.3(2) . . ? N4 C31 C28 124.8(3) . . ? N3 C31 C28 110.0(2) . . ? N4 C32 C26 124.4(3) . . ? N4 C32 H32A 117.8 . . ? C26 C32 H32A 117.8 . . ? C34 C33 C35 118.3(3) . . ? C34 C33 H33A 120.8 . . ? C35 C33 H33A 120.8 . . ? C33 C34 C38 119.5(4) . . ? C33 C34 H34A 120.2 . . ? C38 C34 H34A 120.2 . . ? C33 C35 C39 117.2(4) . . ? C33 C35 C36 136.3(4) . . ? C39 C35 C36 106.5(3) . . ? C37 C36 C35 106.3(3) . . ? C37 C36 H36A 126.9 . . ? C35 C36 H36A 126.9 . . ? C36 C37 N5 112.3(3) . . ? C36 C37 H37A 123.9 . . ? N5 C37 H37A 123.9 . . ? N6 C38 C34 124.6(4) . . ? N6 C38 H38A 117.7 . . ? C34 C38 H38A 117.7 . . ? N6 C39 N5 125.8(3) . . ? N6 C39 C35 125.3(3) . . ? N5 C39 C35 108.9(3) . . ? N3 B1 N5 113.7(2) . . ? N3 B1 N2 111.7(3) . . ? N5 B1 N2 111.8(3) . . ? N3 B1 H1 105.2(13) . . ? N5 B1 H1 108.9(14) . . ? N2 B1 H1 104.9(14) . . ? C3 C3A C3B 170(3) . . ? C3 C3A C2A 87.4(16) . . ? C3B C3A C2A 87(2) . . ? C3 C3A C4A 86.1(17) . . ? C3B C3A C4A 90(2) . . ? C2A C3A C4A 119.6(11) . . ? C3 C3A C4 66.4(15) . . ? C3B C3A C4 109(2) . . ? C2A C3A C4 117.2(11) . . ? C4A C3A C4 19.8(9) . . ? C3 C3A C2 64.2(13) . . ? C3B C3A C2 109(2) . . ? C2A C3A C2 23.2(6) . . ? C4A C3A C2 114.3(11) . . ? C4 C3A C2 104.4(10) . . ? C3 C3A C4B 117(2) . . ? C3B C3A C4B 58(2) . . ? C2A C3A C4B 114.2(14) . . ? C4A C3A C4B 31.3(12) . . ? C4 C3A C4B 51.1(14) . . ? C2 C3A C4B 122.9(13) . . ? C3 C3A C2B 117.3(19) . . ? C3B C3A C2B 56(2) . . ? C2A C3A C2B 30.6(10) . . ? C4A C3A C2B 112.7(14) . . ? C4 C3A C2B 121.9(13) . . ? C2 C3A C2B 53.4(12) . . ? C4B C3A C2B 93.2(17) . . ? C3 C3A H3A 72(5) . . ? C3B C3A H3A 118(6) . . ? C2A C3A H3A 112(4) . . ? C4A C3A H3A 122(5) . . ? C4 C3A H3A 112(5) . . ? C2 C3A H3A 103(4) . . ? C4B C3A H3A 133(4) . . ? C2B C3A H3A 125(5) . . ? C2 C2A C2B 166(3) . . ? C2 C2A C3A 94.1(18) . . ? C2B C2A C3A 93(2) . . ? C2 C2A C1 79.3(14) . . ? C2B C2A C1 87(2) . . ? C3A C2A C1 120.4(8) . . ? C2 C2A C3 66.5(15) . . ? C2B C2A C3 120(2) . . ? C3A C2A C3 27.6(6) . . ? C1 C2A C3 112.7(8) . . ? C2 C2A C3B 133(2) . . ? C2B C2A C3B 54(2) . . ? C3A C2A C3B 39.1(13) . . ? C1 C2A C3B 113.5(13) . . ? C3 C2A C3B 66.5(14) . . ? C2 C2A H2A 62(5) . . ? C2B C2A H2A 125(5) . . ? C3A C2A H2A 117(4) . . ? C1 C2A H2A 111(4) . . ? C3 C2A H2A 101(4) . . ? C3B C2A H2A 135(4) . . ? C4 C4A C4B 175(4) . . ? C4 C4A C5 87(3) . . ? C4B C4A C5 88(2) . . ? C4 C4A C3A 92(3) . . ? C4B C4A C3A 92(3) . . ? C5 C4A C3A 120.2(11) . . ? C4 C4A C3 65(2) . . ? C4B C4A C3 119(3) . . ? C5 C4A C3 113.8(10) . . ? C3A C4A C3 27.8(7) . . ? C4 C4A C3B 130(3) . . ? C4B C4A C3B 54(3) . . ? C5 C4A C3B 111.4(15) . . ? C3A C4A C3B 37.9(12) . . ? C3 C4A C3B 65.4(13) . . ? C4 C4A H4A 65(5) . . ? C4B C4A H4A 115(5) . . ? C5 C4A H4A 113(4) . . ? C3A C4A H4A 121(4) . . ? C3 C4A H4A 107(4) . . ? C3B C4A H4A 134(5) . . ? C2A C2B C3B 97(3) . . ? C2A C2B C2 5.9(12) . . ? C3B C2B C2 100(3) . . ? C2A C2B C1 62(2) . . ? C3B C2B C1 122(3) . . ? C2 C2B C1 55.7(12) . . ? C2A C2B C3A 57(2) . . ? C3B C2B C3A 40.2(18) . . ? C2 C2B C3A 59.6(15) . . ? C1 C2B C3A 96.2(19) . . ? C3A C3B C2B 84(3) . . ? C3A C3B C4B 82(3) . . ? C2B C3B C4B 118(3) . . ? C3A C3B C2A 54.3(17) . . ? C2B C3B C2A 29.5(16) . . ? C4B C3B C2A 109(3) . . ? C3A C3B C4A 52.5(18) . . ? C2B C3B C4A 108(3) . . ? C4B C3B C4A 29.1(16) . . ? C2A C3B C4A 87.9(19) . . ? C3A C3B C3 4.1(11) . . ? C2B C3B C3 81(2) . . ? C4B C3B C3 80(2) . . ? C2A C3B C3 52.0(12) . . ? C4A C3B C3 50.9(13) . . ? C4A C4B C4 1.8(16) . . ? C4A C4B C3B 97(3) . . ? C4 C4B C3B 99(3) . . ? C4A C4B C5 59(2) . . ? C4 C4B C5 57.1(14) . . ? C3B C4B C5 118(2) . . ? C4A C4B C3A 57(2) . . ? C4 C4B C3A 58.6(15) . . ? C3B C4B C3A 40.1(17) . . ? C5 C4B C3A 94.6(19) . . ? _diffrn_measured_fraction_theta_max 0.813 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.813 _refine_diff_density_max 0.724 _refine_diff_density_min -0.864 _refine_diff_density_rms 0.073