Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Dr Randolf Kohn' _publ_contact_author_address ; Department of Chemistry University of Bath Claverton Down Bath BA2 7AY UK ; _publ_contact_author_phone '# 44 1225 38 3305' _publ_contact_author_fax '# 44 1225 82 6231' _publ_contact_author_email r.d.kohn@bath.ac.uk _publ_section_title ; Bis(triazacyclohexane) sandwich complexes of (CuI)2, CuII and ZnII: complexes with cuprophilic attraction between two cationic copper(I) leading to unusual reactivity with dioxygen ; loop_ _publ_author_name 'Randolf Kohn' 'Matthias Haufe' 'Gabriele Kociok-Kohn' 'Zhida Pan' data_mathe4 _database_code_depnum_ccdc_archive 'CCDC 257895' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C48 H54 N6 Zn+, (B F4)2-, (C H Cl3)2' _chemical_formula_sum 'C50 H56 B2 Cl6 F8 N6 Zn' _chemical_formula_weight 1192.72 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2220 1.4310 '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 1 21/c 1' 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 10.1176(17) _cell_length_b 23.255(3) _cell_length_c 11.7106(18) _cell_angle_alpha 90.00 _cell_angle_beta 102.125(14) _cell_angle_gamma 90.00 _cell_volume 2693.9(7) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 1630 _cell_measurement_theta_min 2.24 _cell_measurement_theta_max 24.48 _exptl_crystal_description 'irregular shape' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.8 _exptl_crystal_size_mid 0.6 _exptl_crystal_size_min 0.5 _exptl_crystal_density_diffrn 1.470 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1224 _exptl_absorpt_coefficient_mu 0.812 _exptl_absorpt_correction_type refdelf _exptl_absorpt_correction_T_min 0.772 _exptl_absorpt_correction_T_max 1.279 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type STOE-IPDS _diffrn_measurement_method '\f-oscillation, 111 2.9 degree images' _diffrn_detector_area_resol_mean 6.667 _diffrn_standards_number 200 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 3132 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0959 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.24 _diffrn_reflns_theta_max 24.48 _reflns_number_total 3132 _reflns_number_gt 3131 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'IPDS (STOE, 1996, Darmstadt)' _computing_cell_refinement 'IPDS (STOE, 1996, Darmdtadt)' _computing_data_reduction 'IPDS (Software 2.65, 1996)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0768P)^2^+0.0767P] 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 3132 _refine_ls_number_parameters 350 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0556 _refine_ls_R_factor_gt 0.0556 _refine_ls_wR_factor_ref 0.1472 _refine_ls_wR_factor_gt 0.1472 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _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 Zn Zn 0.5000 0.5000 0.5000 0.0477(3) Uani 1 2 d S . . C1 C 0.6027(4) 0.59067(16) 0.4055(3) 0.0518(11) Uani 1 1 d . . . H1A H 0.6846 0.6100 0.3904 0.080 Uiso 1 1 calc R . . H1B H 0.5231 0.6151 0.3746 0.080 Uiso 1 1 calc R . . N1 N 0.6152(3) 0.58042(13) 0.5304(3) 0.0467(8) Uani 1 1 d . . . C11 C 0.6136(5) 0.63500(16) 0.5997(4) 0.0581(11) Uani 1 1 d . . . H11A H 0.6227 0.6249 0.6831 0.080 Uiso 1 1 calc R . . H11B H 0.6929 0.6587 0.5927 0.080 Uiso 1 1 calc R . . C12 C 0.4877(4) 0.67027(16) 0.5612(3) 0.0472(10) Uani 1 1 d . . . C13 C 0.4800(4) 0.71181(17) 0.4745(4) 0.0529(11) Uani 1 1 d . . . H13 H 0.5556 0.7176 0.4395 0.080 Uiso 1 1 calc R . . C14 C 0.3655(5) 0.74497(17) 0.4377(4) 0.0584(12) Uani 1 1 d . . . H14 H 0.3613 0.7721 0.3764 0.080 Uiso 1 1 calc R . . C15 C 0.2574(5) 0.73799(17) 0.4914(4) 0.0619(12) Uani 1 1 d . . . H15 H 0.1785 0.7607 0.4675 0.080 Uiso 1 1 calc R . . C16 C 0.2636(5) 0.69804(18) 0.5797(4) 0.0653(13) Uani 1 1 d . . . H16 H 0.1890 0.6936 0.6165 0.080 Uiso 1 1 calc R . . C17 C 0.3775(5) 0.66460(17) 0.6147(4) 0.0560(11) Uani 1 1 d . . . H17 H 0.3810 0.6374 0.6758 0.080 Uiso 1 1 calc R . . C2 C 0.7427(4) 0.54942(16) 0.5752(3) 0.0492(10) Uani 1 1 d . . . H2A H 0.8202 0.5702 0.5551 0.080 Uiso 1 1 calc R . . H2B H 0.7587 0.5452 0.6612 0.080 Uiso 1 1 calc R . . N2 N 0.7248(3) 0.49274(12) 0.5177(3) 0.0442(8) Uani 1 1 d . . . C21 C 0.8401(4) 0.45365(17) 0.5632(3) 0.0510(10) Uani 1 1 d . . . H21A H 0.9257 0.4739 0.5612 0.080 Uiso 1 1 calc R . . H21B H 0.8342 0.4198 0.5110 0.080 Uiso 1 1 calc R . . C22 C 0.8440(4) 0.43330(17) 0.6856(3) 0.0494(10) Uani 1 1 d . . . C23 C 0.9316(5) 0.45676(18) 0.7816(4) 0.0574(11) Uani 1 1 d . . . H23 H 0.9877 0.4883 0.7717 0.080 Uiso 1 1 calc R . . C24 C 0.9369(5) 0.43409(19) 0.8917(4) 0.0635(12) Uani 1 1 d . . . H24 H 0.9973 0.4500 0.9572 0.080 Uiso 1 1 calc R . . C25 C 0.8544(5) 0.3883(2) 0.9069(4) 0.0676(13) Uani 1 1 d . . . H25 H 0.8578 0.3732 0.9828 0.080 Uiso 1 1 calc R . . C26 C 0.7685(5) 0.36492(19) 0.8131(4) 0.0611(12) Uani 1 1 d . . . H26 H 0.7116 0.3338 0.8239 0.080 Uiso 1 1 calc R . . C27 C 0.7637(4) 0.38638(17) 0.7026(4) 0.0543(11) Uani 1 1 d . . . H27 H 0.7055 0.3691 0.6374 0.080 Uiso 1 1 calc R . . C3 C 0.7108(4) 0.50090(16) 0.3903(3) 0.0500(11) Uani 1 1 d . . . H3A H 0.7894 0.5222 0.3738 0.080 Uiso 1 1 calc R . . H3B H 0.7050 0.4633 0.3500 0.080 Uiso 1 1 calc R . . N3 N 0.5867(3) 0.53370(13) 0.3508(3) 0.0475(8) Uani 1 1 d . . . C31 C 0.5517(5) 0.53925(17) 0.2205(3) 0.0545(11) Uani 1 1 d . . . H31A H 0.4786 0.5680 0.1986 0.080 Uiso 1 1 calc R . . H31B H 0.6317 0.5537 0.1930 0.080 Uiso 1 1 calc R . . C32 C 0.5072(5) 0.48368(18) 0.1604(3) 0.0508(11) Uani 1 1 d . . . C33 C 0.5984(5) 0.44779(17) 0.1211(3) 0.0535(11) Uani 1 1 d . . . H33 H 0.6911 0.4582 0.1335 0.080 Uiso 1 1 calc R . . C34 C 0.5543(5) 0.39706(19) 0.0642(4) 0.0603(12) Uani 1 1 d . . . H34 H 0.6173 0.3728 0.0378 0.080 Uiso 1 1 calc R . . C35 C 0.4209(5) 0.3813(2) 0.0452(4) 0.0655(13) Uani 1 1 d . . . H35 H 0.3922 0.3462 0.0063 0.080 Uiso 1 1 calc R . . C36 C 0.3280(5) 0.4165(2) 0.0826(4) 0.0680(13) Uani 1 1 d . . . H36 H 0.2353 0.4059 0.0697 0.080 Uiso 1 1 calc R . . C37 C 0.3732(5) 0.4675(2) 0.1394(4) 0.0624(12) Uani 1 1 d . . . H37 H 0.3097 0.4920 0.1645 0.080 Uiso 1 1 calc R . . B B 0.0306(5) 0.6226(2) 0.7477(4) 0.0520(12) Uani 1 1 d . . . F1 F 0.0749(3) 0.58054(11) 0.6835(3) 0.0863(9) Uani 1 1 d . . . F2 F 0.1343(3) 0.65371(13) 0.8110(2) 0.0835(9) Uani 1 1 d . . . F3 F -0.0499(3) 0.65981(13) 0.6697(3) 0.0909(9) Uani 1 1 d . . . F4 F -0.0485(3) 0.59928(12) 0.8168(2) 0.0888(10) Uani 1 1 d . . . C4 C 0.1509(6) 0.2661(2) 0.6988(5) 0.0883(17) Uani 1 1 d . . . H4 H 0.1079 0.2290 0.7147 0.080 Uiso 1 1 calc R A 1 Cl1 Cl 0.32303(16) 0.26622(7) 0.76399(13) 0.0963(5) Uani 1 1 d . B . Cl2 Cl 0.0911(8) 0.3231(4) 0.7717(11) 0.209(3) Uani 0.540(13) 1 d P B 1 Cl3 Cl 0.1233(8) 0.2788(7) 0.5578(5) 0.160(5) Uani 0.540(13) 1 d P B 1 Cl2A Cl 0.0701(5) 0.33045(19) 0.6899(11) 0.119(3) Uani 0.460(13) 1 d P B 2 Cl3A Cl 0.1373(6) 0.2389(3) 0.5472(5) 0.0903(17) Uani 0.460(13) 1 d P B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn 0.0509(5) 0.0460(4) 0.0470(4) 0.0004(3) 0.0122(3) -0.0010(3) C1 0.068(3) 0.041(2) 0.046(2) -0.0009(19) 0.013(2) -0.001(2) N1 0.051(2) 0.0430(18) 0.0450(18) -0.0016(16) 0.0065(16) 0.0031(16) C11 0.069(3) 0.045(2) 0.057(2) -0.005(2) 0.004(2) 0.005(2) C12 0.058(3) 0.040(2) 0.040(2) -0.0070(18) 0.0008(19) -0.004(2) C13 0.060(3) 0.041(2) 0.058(2) -0.002(2) 0.014(2) -0.003(2) C14 0.078(3) 0.040(2) 0.055(3) 0.002(2) 0.008(2) 0.003(2) C15 0.057(3) 0.049(2) 0.078(3) -0.014(2) 0.010(2) 0.003(2) C16 0.074(3) 0.054(3) 0.074(3) -0.007(3) 0.028(3) -0.007(3) C17 0.073(3) 0.044(2) 0.053(2) 0.002(2) 0.016(2) -0.001(2) C2 0.048(2) 0.045(2) 0.050(2) -0.001(2) 0.001(2) 0.0005(19) N2 0.048(2) 0.0433(18) 0.0404(17) 0.0019(15) 0.0079(16) 0.0032(15) C21 0.046(2) 0.054(2) 0.051(2) 0.007(2) 0.008(2) 0.009(2) C22 0.049(2) 0.048(2) 0.050(2) -0.001(2) 0.006(2) 0.008(2) C23 0.060(3) 0.048(2) 0.062(3) -0.005(2) 0.007(2) 0.003(2) C24 0.070(3) 0.061(3) 0.052(2) -0.010(2) -0.005(2) 0.007(3) C25 0.083(4) 0.070(3) 0.051(3) 0.012(3) 0.016(3) 0.017(3) C26 0.069(3) 0.060(3) 0.054(3) 0.010(2) 0.013(2) 0.004(2) C27 0.056(3) 0.052(2) 0.053(2) 0.000(2) 0.006(2) 0.002(2) C3 0.057(3) 0.051(2) 0.045(2) 0.0074(19) 0.017(2) 0.007(2) N3 0.056(2) 0.0465(19) 0.0398(17) 0.0041(15) 0.0106(16) 0.0072(16) C31 0.071(3) 0.053(2) 0.039(2) 0.0029(19) 0.013(2) 0.010(2) C32 0.061(3) 0.056(2) 0.037(2) 0.0069(19) 0.012(2) 0.015(2) C33 0.064(3) 0.055(2) 0.044(2) 0.005(2) 0.014(2) 0.003(2) C34 0.069(3) 0.060(3) 0.052(3) 0.005(2) 0.014(2) 0.014(2) C35 0.083(4) 0.063(3) 0.050(3) -0.001(2) 0.013(2) -0.003(3) C36 0.063(3) 0.086(3) 0.054(3) -0.001(3) 0.010(2) -0.005(3) C37 0.064(3) 0.077(3) 0.047(2) 0.008(2) 0.013(2) 0.019(3) B 0.055(3) 0.055(3) 0.044(3) 0.001(2) 0.008(2) -0.001(3) F1 0.088(2) 0.0809(18) 0.100(2) -0.0224(17) 0.0428(18) 0.0025(16) F2 0.086(2) 0.095(2) 0.0649(17) -0.0076(16) 0.0062(15) -0.0346(17) F3 0.087(2) 0.0832(19) 0.095(2) 0.0147(18) 0.0009(18) 0.0114(17) F4 0.104(2) 0.098(2) 0.0745(18) -0.0169(17) 0.0423(18) -0.0313(18) C4 0.078(4) 0.084(3) 0.109(4) 0.026(4) 0.035(4) 0.008(3) Cl1 0.0945(11) 0.1120(11) 0.0811(9) 0.0329(9) 0.0156(8) 0.0184(9) Cl2 0.222(6) 0.230(6) 0.199(7) 0.049(6) 0.099(6) 0.151(6) Cl3 0.114(4) 0.275(12) 0.077(2) 0.044(5) -0.008(2) -0.094(6) Cl2A 0.095(3) 0.081(3) 0.189(7) 0.014(3) 0.050(4) 0.030(2) Cl3A 0.084(3) 0.101(4) 0.089(2) 0.004(3) 0.025(2) -0.001(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn N1 2.193(3) 3_666 ? Zn N1 2.193(3) . ? Zn N2 2.247(3) . ? Zn N2 2.247(3) 3_666 ? Zn N3 2.254(3) . ? Zn N3 2.254(3) 3_666 ? C1 N1 1.461(5) . ? C1 N3 1.466(5) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? N1 C2 1.475(5) . ? N1 C11 1.509(5) . ? C11 C12 1.502(6) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.392(5) . ? C12 C17 1.395(5) . ? C13 C14 1.383(6) . ? C13 H13 0.9500 . ? C14 C15 1.381(6) . ? C14 H14 0.9500 . ? C15 C16 1.382(6) . ? C15 H15 0.9500 . ? C16 C17 1.379(6) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? C2 N2 1.474(4) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? N2 C3 1.481(5) . ? N2 C21 1.486(5) . ? C21 C22 1.502(5) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.389(6) . ? C22 C27 1.399(5) . ? C23 C24 1.383(6) . ? C23 H23 0.9500 . ? C24 C25 1.387(6) . ? C24 H24 0.9500 . ? C25 C26 1.362(6) . ? C25 H25 0.9500 . ? C26 C27 1.379(5) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C3 N3 1.459(5) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? N3 C31 1.498(5) . ? C31 C32 1.495(6) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 C37 1.379(6) . ? C32 C33 1.392(5) . ? C33 C34 1.382(6) . ? C33 H33 0.9500 . ? C34 C35 1.371(6) . ? C34 H34 0.9500 . ? C35 C36 1.385(6) . ? C35 H35 0.9500 . ? C36 C37 1.390(6) . ? C36 H36 0.9500 . ? C37 H37 0.9500 . ? B F2 1.359(6) . ? B F4 1.364(5) . ? B F1 1.365(5) . ? B F3 1.391(5) . ? C4 Cl3 1.643(7) . ? C4 Cl2A 1.699(7) . ? C4 Cl1 1.748(6) . ? C4 Cl2 1.752(8) . ? C4 Cl3A 1.863(8) . ? C4 H4 1.0000 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Zn N1 180.0 3_666 . ? N1 Zn N2 116.38(11) 3_666 . ? N1 Zn N2 63.62(11) . . ? N1 Zn N2 63.62(11) 3_666 3_666 ? N1 Zn N2 116.38(11) . 3_666 ? N2 Zn N2 180.00(16) . 3_666 ? N1 Zn N3 116.81(11) 3_666 . ? N1 Zn N3 63.19(11) . . ? N2 Zn N3 63.02(12) . . ? N2 Zn N3 116.98(12) 3_666 . ? N1 Zn N3 63.19(11) 3_666 3_666 ? N1 Zn N3 116.81(11) . 3_666 ? N2 Zn N3 116.98(12) . 3_666 ? N2 Zn N3 63.02(12) 3_666 3_666 ? N3 Zn N3 180.00(14) . 3_666 ? N1 C1 N3 105.6(3) . . ? N1 C1 H1A 110.6 . . ? N3 C1 H1A 110.6 . . ? N1 C1 H1B 110.6 . . ? N3 C1 H1B 110.6 . . ? H1A C1 H1B 108.8 . . ? C1 N1 C2 108.8(3) . . ? C1 N1 C11 113.1(3) . . ? C2 N1 C11 109.1(3) . . ? C1 N1 Zn 92.6(2) . . ? C2 N1 Zn 92.1(2) . . ? C11 N1 Zn 137.7(2) . . ? C12 C11 N1 113.7(4) . . ? C12 C11 H11A 108.8 . . ? N1 C11 H11A 108.8 . . ? C12 C11 H11B 108.8 . . ? N1 C11 H11B 108.8 . . ? H11A C11 H11B 107.7 . . ? C13 C12 C17 117.7(4) . . ? C13 C12 C11 120.8(3) . . ? C17 C12 C11 121.4(4) . . ? C14 C13 C12 122.0(3) . . ? C14 C13 H13 119.0 . . ? C12 C13 H13 119.0 . . ? C15 C14 C13 119.0(4) . . ? C15 C14 H14 120.5 . . ? C13 C14 H14 120.5 . . ? C14 C15 C16 120.3(4) . . ? C14 C15 H15 119.9 . . ? C16 C15 H15 119.9 . . ? C17 C16 C15 120.3(4) . . ? C17 C16 H16 119.8 . . ? C15 C16 H16 119.8 . . ? C16 C17 C12 120.7(4) . . ? C16 C17 H17 119.7 . . ? C12 C17 H17 119.7 . . ? N2 C2 N1 105.1(3) . . ? N2 C2 H2A 110.7 . . ? N1 C2 H2A 110.7 . . ? N2 C2 H2B 110.7 . . ? N1 C2 H2B 110.7 . . ? H2A C2 H2B 108.8 . . ? C2 N2 C3 108.8(3) . . ? C2 N2 C21 111.8(3) . . ? C3 N2 C21 109.9(3) . . ? C2 N2 Zn 90.0(2) . . ? C3 N2 Zn 90.9(2) . . ? C21 N2 Zn 141.5(2) . . ? N2 C21 C22 113.3(3) . . ? N2 C21 H21A 108.9 . . ? C22 C21 H21A 108.9 . . ? N2 C21 H21B 108.9 . . ? C22 C21 H21B 108.9 . . ? H21A C21 H21B 107.7 . . ? C23 C22 C27 118.8(4) . . ? C23 C22 C21 122.2(4) . . ? C27 C22 C21 118.8(4) . . ? C24 C23 C22 119.9(4) . . ? C24 C23 H23 120.1 . . ? C22 C23 H23 120.1 . . ? C23 C24 C25 120.4(5) . . ? C23 C24 H24 119.8 . . ? C25 C24 H24 119.8 . . ? C26 C25 C24 120.1(4) . . ? C26 C25 H25 119.9 . . ? C24 C25 H25 119.9 . . ? C25 C26 C27 120.2(4) . . ? C25 C26 H26 119.9 . . ? C27 C26 H26 119.9 . . ? C26 C27 C22 120.6(4) . . ? C26 C27 H27 119.7 . . ? C22 C27 H27 119.7 . . ? N3 C3 N2 106.3(3) . . ? N3 C3 H3A 110.5 . . ? N2 C3 H3A 110.5 . . ? N3 C3 H3B 110.5 . . ? N2 C3 H3B 110.5 . . ? H3A C3 H3B 108.7 . . ? C3 N3 C1 109.0(3) . . ? C3 N3 C31 111.8(3) . . ? C1 N3 C31 110.4(3) . . ? C3 N3 Zn 91.24(19) . . ? C1 N3 Zn 90.05(17) . . ? C31 N3 Zn 140.6(3) . . ? C32 C31 N3 112.9(3) . . ? C32 C31 H31A 109.0 . . ? N3 C31 H31A 109.0 . . ? C32 C31 H31B 109.0 . . ? N3 C31 H31B 109.0 . . ? H31A C31 H31B 107.8 . . ? C37 C32 C33 118.2(4) . . ? C37 C32 C31 120.5(4) . . ? C33 C32 C31 121.2(4) . . ? C34 C33 C32 120.2(4) . . ? C34 C33 H33 119.9 . . ? C32 C33 H33 119.9 . . ? C35 C34 C33 120.9(4) . . ? C35 C34 H34 119.6 . . ? C33 C34 H34 119.6 . . ? C34 C35 C36 120.1(5) . . ? C34 C35 H35 119.9 . . ? C36 C35 H35 119.9 . . ? C35 C36 C37 118.6(5) . . ? C35 C36 H36 120.7 . . ? C37 C36 H36 120.7 . . ? C32 C37 C36 122.1(4) . . ? C32 C37 H37 119.0 . . ? C36 C37 H37 119.0 . . ? F2 B F4 111.7(4) . . ? F2 B F1 112.1(4) . . ? F4 B F1 110.1(4) . . ? F2 B F3 107.8(4) . . ? F4 B F3 107.5(4) . . ? F1 B F3 107.4(4) . . ? Cl3 C4 Cl2A 78.5(5) . . ? Cl3 C4 Cl1 112.4(4) . . ? Cl2A C4 Cl1 116.6(4) . . ? Cl3 C4 Cl2 110.5(5) . . ? Cl2A C4 Cl2 32.0(2) . . ? Cl1 C4 Cl2 101.5(4) . . ? Cl3 C4 Cl3A 30.7(5) . . ? Cl2A C4 Cl3A 107.6(5) . . ? Cl1 C4 Cl3A 106.5(3) . . ? Cl2 C4 Cl3A 139.2(5) . . ? Cl3 C4 H4 110.7 . . ? Cl2A C4 H4 123.3 . . ? Cl1 C4 H4 110.7 . . ? Cl2 C4 H4 110.7 . . ? Cl3A C4 H4 86.4 . . ? _diffrn_measured_fraction_theta_max 0.699 _diffrn_reflns_theta_full 24.48 _diffrn_measured_fraction_theta_full 0.699 _refine_diff_density_max 0.489 _refine_diff_density_min -0.341 _refine_diff_density_rms 0.060 #============================================================================== data_pan10 _database_code_depnum_ccdc_archive 'CCDC 257896' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '(C48 H48 N6 F6 Cu)2+, (B F4)2 -, (C H2 Cl2)2' _chemical_formula_sum 'C50 H52 B2 Cl4 Cu F14 N6' _chemical_formula_weight 1229.94 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' F F 0.0171 0.0103 '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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' 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 14.2040(8) _cell_length_b 9.9860(7) _cell_length_c 19.6390(15) _cell_angle_alpha 90.00 _cell_angle_beta 108.89(4) _cell_angle_gamma 90.00 _cell_volume 2635.6(3) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 27556 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 24.11 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.550 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1254 _exptl_absorpt_coefficient_mu 0.710 _exptl_absorpt_correction_type none _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 Kappa CCD' _diffrn_measurement_method '271 1.3 degree images' _diffrn_standards_number 0 _diffrn_reflns_number 26516 _diffrn_reflns_av_R_equivalents 0.3336 _diffrn_reflns_av_sigmaI/netI 0.1925 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 24.12 _reflns_number_total 4160 _reflns_number_gt 1691 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinski & Minor, 1997)' _computing_data_reduction 'HKL Denzo & Scalepack (Otwinski & Minor 1997)' _computing_structure_solution ; SIR97- Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C. , Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. (1999) J. Appl. Cryst. 32, 115-119. ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.1331P)^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 constr _refine_ls_extinction_method none _refine_ls_number_reflns 4160 _refine_ls_number_parameters 381 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2319 _refine_ls_R_factor_gt 0.0960 _refine_ls_wR_factor_ref 0.2650 _refine_ls_wR_factor_gt 0.2197 _refine_ls_goodness_of_fit_ref 0.942 _refine_ls_restrained_S_all 0.942 _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 Cu Cu 1.0000 0.0000 1.0000 0.0484(6) Uani 1 2 d S . . C1 C 1.1667(7) 0.0064(10) 1.1180(5) 0.047(2) Uani 1 1 d . . . H1A H 1.2229 -0.0190 1.1013 0.057 Uiso 1 1 calc R . . H1B H 1.1932 0.0334 1.1692 0.057 Uiso 1 1 calc R . . N1 N 1.1072(5) 0.1165(8) 1.0731(4) 0.0406(19) Uani 1 1 d . . . C11 C 1.1714(8) 0.2255(10) 1.0593(5) 0.049(3) Uani 1 1 d . . . H11A H 1.2084 0.1892 1.0284 0.059 Uiso 1 1 calc R . . H11B H 1.1279 0.2982 1.0322 0.059 Uiso 1 1 calc R . . C12 C 1.2437(8) 0.2831(10) 1.1248(5) 0.046(3) Uani 1 1 d . . . C13 C 1.2180(9) 0.3766(10) 1.1664(6) 0.055(3) Uani 1 1 d . . . H13 H 1.1510 0.4066 1.1528 0.066 Uiso 1 1 calc R . . C14 C 1.2861(11) 0.4283(10) 1.2272(7) 0.063(3) Uani 1 1 d . . . H14 H 1.2667 0.4934 1.2553 0.075 Uiso 1 1 calc R . . C15 C 1.3818(10) 0.3847(11) 1.2463(6) 0.060(3) Uani 1 1 d . . . C16 C 1.4151(9) 0.2916(10) 1.2082(6) 0.052(3) Uani 1 1 d . . . H16 H 1.4823 0.2623 1.2231 0.062 Uiso 1 1 calc R . . C17 C 1.3452(9) 0.2432(11) 1.1471(6) 0.054(3) Uani 1 1 d . . . H17 H 1.3656 0.1803 1.1184 0.065 Uiso 1 1 calc R . . F11 F 1.4503(5) 0.4373(6) 1.3064(3) 0.0769(19) Uani 1 1 d . . . N2 N 0.9657(6) 0.0491(8) 1.0937(4) 0.048(2) Uani 1 1 d . . . C2 C 1.0374(7) 0.1633(10) 1.1084(5) 0.048(3) Uani 1 1 d . . . H2A H 1.0044 0.2476 1.0867 0.058 Uiso 1 1 calc R . . H2B H 1.0705 0.1766 1.1607 0.058 Uiso 1 1 calc R . . C21 C 0.8734(7) 0.0913(10) 1.1122(5) 0.050(3) Uani 1 1 d . . . H21A H 0.8910 0.0955 1.1652 0.060 Uiso 1 1 calc R . . H21B H 0.8541 0.1827 1.0933 0.060 Uiso 1 1 calc R . . C22 C 0.7867(7) 0.0018(10) 1.0837(5) 0.042(2) Uani 1 1 d . . . C23 C 0.7755(8) -0.1190(11) 1.1165(5) 0.053(3) Uani 1 1 d . . . H23 H 0.8272 -0.1474 1.1582 0.064 Uiso 1 1 calc R . . C24 C 0.6921(10) -0.1979(11) 1.0903(7) 0.064(3) Uani 1 1 d . . . H24 H 0.6859 -0.2801 1.1128 0.077 Uiso 1 1 calc R . . C25 C 0.6196(9) -0.1539(12) 1.0314(6) 0.059(3) Uani 1 1 d . . . C26 C 0.6227(8) -0.0358(11) 0.9971(5) 0.052(3) Uani 1 1 d . . . H26 H 0.5691 -0.0074 0.9566 0.062 Uiso 1 1 calc R . . C27 C 0.7059(8) 0.0385(9) 1.0237(5) 0.044(3) Uani 1 1 d . . . H27 H 0.7100 0.1207 1.0005 0.052 Uiso 1 1 calc R . . F21 F 0.5339(5) -0.2308(6) 1.0067(4) 0.078(2) Uani 1 1 d . . . C3 C 1.0163(7) -0.0662(10) 1.1376(5) 0.045(2) Uani 1 1 d . . . H3A H 1.0447 -0.0405 1.1889 0.054 Uiso 1 1 calc R . . H3B H 0.9690 -0.1411 1.1335 0.054 Uiso 1 1 calc R . . N3 N 1.0956(6) -0.1051(8) 1.1083(4) 0.043(2) Uani 1 1 d . . . C31 C 1.1458(8) -0.2277(10) 1.1452(6) 0.054(3) Uani 1 1 d . . . H31A H 1.0949 -0.2961 1.1441 0.065 Uiso 1 1 calc R . . H31B H 1.1820 -0.2065 1.1962 0.065 Uiso 1 1 calc R . . C32 C 1.2185(8) -0.2854(9) 1.1107(5) 0.043(2) Uani 1 1 d . . . C33 C 1.3195(8) -0.2647(10) 1.1403(5) 0.050(3) Uani 1 1 d . . . H33 H 1.3450 -0.2074 1.1807 0.060 Uiso 1 1 calc R . . C34 C 1.3844(8) -0.3290(10) 1.1102(5) 0.047(3) Uani 1 1 d . . . H34 H 1.4541 -0.3147 1.1297 0.056 Uiso 1 1 calc R . . C35 C 1.3473(8) -0.4110(10) 1.0536(6) 0.051(3) Uani 1 1 d . . . C36 C 1.2480(8) -0.4309(9) 1.0210(5) 0.046(3) Uani 1 1 d . . . H36 H 1.2240 -0.4864 0.9797 0.055 Uiso 1 1 calc R . . C37 C 1.1827(8) -0.3670(9) 1.0505(5) 0.046(3) Uani 1 1 d . . . H37 H 1.1130 -0.3794 1.0291 0.056 Uiso 1 1 calc R . . F31 F 1.4118(4) -0.4798(6) 1.0276(3) 0.0650(17) Uani 1 1 d . . . C10 C 1.3602(10) -0.0998(13) 1.3658(6) 0.082(4) Uani 1 1 d . . . H10A H 1.4183 -0.0853 1.4095 0.098 Uiso 1 1 calc R . . H10B H 1.2996 -0.0763 1.3777 0.098 Uiso 1 1 calc R . . B B 1.0551(12) 0.0228(18) 1.3387(8) 0.064(4) Uani 1 1 d . . . F1 F 1.0640(17) 0.083(3) 1.4032(7) 0.105(9) Uani 0.64(3) 1 d P A 1 F2 F 0.9692(13) 0.030(2) 1.2893(6) 0.088(9) Uani 0.64(3) 1 d P A 1 F3 F 1.100(2) -0.096(2) 1.3424(13) 0.128(10) Uani 0.64(3) 1 d P A 1 F4 F 1.122(2) 0.099(2) 1.3243(16) 0.204(12) Uani 0.64(3) 1 d P A 1 F1A F 1.0247(16) -0.004(3) 1.4010(11) 0.059(7) Uani 0.36(3) 1 d P A 2 F2A F 0.982(4) -0.052(4) 1.299(2) 0.124(17) Uani 0.36(3) 1 d P A 2 F3A F 1.148(3) -0.033(6) 1.3477(19) 0.13(2) Uani 0.36(3) 1 d P A 2 F4A F 1.053(2) 0.138(2) 1.2960(13) 0.086(11) Uiso 0.36(3) 1 d P A 2 Cl1 Cl 1.3698(2) 0.0069(3) 1.29679(13) 0.0603(8) Uani 1 1 d . . . Cl2 Cl 1.3548(3) -0.2686(3) 1.34174(16) 0.0813(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu 0.0546(12) 0.0536(11) 0.0375(9) -0.0020(9) 0.0157(8) -0.0102(10) C1 0.047(6) 0.048(6) 0.050(6) 0.004(6) 0.019(5) 0.006(6) N1 0.039(5) 0.049(5) 0.033(4) 0.001(4) 0.011(4) 0.010(4) C11 0.052(7) 0.052(6) 0.054(6) 0.008(5) 0.031(6) -0.004(5) C12 0.049(7) 0.052(7) 0.043(6) 0.011(5) 0.023(6) -0.004(6) C13 0.068(8) 0.040(6) 0.055(7) 0.004(6) 0.019(6) -0.002(6) C14 0.082(10) 0.040(7) 0.088(9) 0.003(6) 0.057(8) -0.002(7) C15 0.082(10) 0.049(7) 0.048(7) 0.006(6) 0.021(7) -0.030(7) C16 0.064(8) 0.046(6) 0.054(7) 0.016(6) 0.028(7) 0.012(6) C17 0.070(9) 0.056(7) 0.043(6) 0.018(6) 0.026(6) 0.011(6) F11 0.090(5) 0.073(4) 0.058(4) -0.008(3) 0.011(4) -0.019(4) N2 0.048(5) 0.055(5) 0.045(5) 0.001(4) 0.020(4) 0.007(4) C2 0.035(6) 0.058(7) 0.047(6) 0.005(5) 0.009(5) 0.000(5) C21 0.049(7) 0.053(6) 0.047(6) 0.004(5) 0.016(5) 0.010(6) C22 0.040(6) 0.046(6) 0.048(6) -0.003(6) 0.026(5) 0.005(6) C23 0.053(8) 0.070(8) 0.045(6) 0.001(6) 0.027(6) -0.001(6) C24 0.072(9) 0.059(8) 0.077(9) 0.008(7) 0.046(8) 0.001(7) C25 0.059(9) 0.064(8) 0.058(8) -0.007(7) 0.023(7) 0.005(7) C26 0.038(7) 0.075(9) 0.041(6) -0.007(6) 0.010(5) 0.008(6) C27 0.051(7) 0.042(6) 0.042(6) 0.000(5) 0.020(6) 0.009(5) F21 0.058(5) 0.081(4) 0.106(5) -0.019(4) 0.040(4) -0.016(4) C3 0.042(6) 0.046(6) 0.047(6) 0.006(5) 0.014(5) 0.008(5) N3 0.050(5) 0.044(5) 0.036(4) -0.003(4) 0.017(4) 0.004(4) C31 0.058(7) 0.049(6) 0.067(7) 0.002(6) 0.036(6) 0.002(6) C32 0.048(7) 0.038(6) 0.038(6) 0.010(5) 0.009(5) 0.006(5) C33 0.062(8) 0.053(7) 0.032(6) -0.001(5) 0.009(6) 0.004(6) C34 0.041(7) 0.046(6) 0.052(6) 0.005(5) 0.013(5) 0.009(5) C35 0.051(8) 0.054(7) 0.048(7) 0.005(6) 0.018(6) 0.001(6) C36 0.061(8) 0.039(6) 0.045(6) -0.002(5) 0.025(6) 0.010(5) C37 0.060(7) 0.032(6) 0.040(6) 0.008(5) 0.007(5) 0.000(5) F31 0.071(4) 0.075(4) 0.058(3) -0.002(3) 0.033(3) 0.024(3) C10 0.094(10) 0.111(10) 0.051(7) -0.016(7) 0.037(7) -0.026(8) B 0.055(10) 0.084(13) 0.065(10) 0.024(10) 0.034(8) 0.024(10) F1 0.085(14) 0.156(19) 0.048(8) -0.050(10) -0.017(8) 0.057(14) F2 0.054(10) 0.18(2) 0.029(6) -0.001(9) 0.007(6) 0.047(13) F3 0.14(2) 0.082(12) 0.124(14) 0.014(10) -0.015(15) 0.047(13) F4 0.11(2) 0.111(15) 0.36(4) 0.046(19) 0.03(2) -0.046(15) F1A 0.041(12) 0.097(19) 0.031(10) -0.020(12) -0.002(8) -0.016(12) F2A 0.10(4) 0.12(3) 0.16(3) 0.02(2) 0.06(3) -0.05(3) F3A 0.08(3) 0.22(6) 0.075(16) -0.04(3) 0.007(16) 0.06(3) Cl1 0.0652(18) 0.0590(16) 0.0543(16) -0.0061(15) 0.0159(14) -0.0072(15) Cl2 0.108(3) 0.073(2) 0.0626(19) 0.0055(16) 0.0274(18) -0.0279(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 Cu N1 2.079(7) 3_757 ? Cu N1 2.079(7) . ? Cu N2 2.108(7) 3_757 ? Cu N2 2.108(7) . ? Cu N3 2.366(7) . ? Cu N3 2.366(7) 3_757 ? C1 N3 1.473(11) . ? C1 N1 1.490(11) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? N1 C2 1.459(11) . ? N1 C11 1.500(11) . ? C11 C12 1.479(13) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.366(13) . ? C12 C17 1.421(14) . ? C13 C14 1.371(15) . ? C13 H13 0.9500 . ? C14 C15 1.360(15) . ? C14 H14 0.9500 . ? C15 F11 1.369(12) . ? C15 C16 1.370(14) . ? C16 C17 1.374(14) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? N2 C3 1.478(11) . ? N2 C2 1.493(12) . ? N2 C21 1.529(11) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C21 C22 1.478(13) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C27 1.401(13) . ? C22 C23 1.401(13) . ? C23 C24 1.376(14) . ? C23 H23 0.9500 . ? C24 C25 1.349(15) . ? C24 H24 0.9500 . ? C25 C26 1.366(14) . ? C25 F21 1.388(12) . ? C26 C27 1.349(13) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C3 N3 1.474(11) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? N3 C31 1.483(11) . ? C31 C32 1.518(13) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 C33 1.379(13) . ? C32 C37 1.390(12) . ? C33 C34 1.400(13) . ? C33 H33 0.9500 . ? C34 C35 1.343(13) . ? C34 H34 0.9500 . ? C35 C36 1.362(13) . ? C35 F31 1.369(11) . ? C36 C37 1.397(12) . ? C36 H36 0.9500 . ? C37 H37 0.9500 . ? C10 Cl2 1.746(13) . ? C10 Cl1 1.764(11) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? B F2 1.29(2) . ? B F2A 1.32(4) . ? B F4 1.32(2) . ? B F3 1.33(3) . ? B F1 1.374(18) . ? B F3A 1.39(4) . ? B F4A 1.42(3) . ? B F1A 1.45(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 N1 Cu N1 180.000(1) 3_757 . ? N1 Cu N2 65.9(3) 3_757 3_757 ? N1 Cu N2 114.1(3) . 3_757 ? N1 Cu N2 114.1(3) 3_757 . ? N1 Cu N2 65.9(3) . . ? N2 Cu N2 180.00(14) 3_757 . ? N1 Cu N3 116.9(3) 3_757 . ? N1 Cu N3 63.1(3) . . ? N2 Cu N3 117.0(3) 3_757 . ? N2 Cu N3 63.0(3) . . ? N1 Cu N3 63.1(3) 3_757 3_757 ? N1 Cu N3 116.9(3) . 3_757 ? N2 Cu N3 63.0(3) 3_757 3_757 ? N2 Cu N3 117.0(3) . 3_757 ? N3 Cu N3 180.0(2) . 3_757 ? N3 C1 N1 104.4(7) . . ? N3 C1 H1A 110.9 . . ? N1 C1 H1A 110.9 . . ? N3 C1 H1B 110.9 . . ? N1 C1 H1B 110.9 . . ? H1A C1 H1B 108.9 . . ? C2 N1 C1 107.3(7) . . ? C2 N1 C11 113.6(7) . . ? C1 N1 C11 112.5(7) . . ? C2 N1 Cu 92.8(5) . . ? C1 N1 Cu 98.3(5) . . ? C11 N1 Cu 129.3(6) . . ? C12 C11 N1 114.6(7) . . ? C12 C11 H11A 108.6 . . ? N1 C11 H11A 108.6 . . ? C12 C11 H11B 108.6 . . ? N1 C11 H11B 108.6 . . ? H11A C11 H11B 107.6 . . ? C13 C12 C17 116.7(10) . . ? C13 C12 C11 122.8(10) . . ? C17 C12 C11 120.5(9) . . ? C12 C13 C14 121.9(11) . . ? C12 C13 H13 119.1 . . ? C14 C13 H13 119.1 . . ? C15 C14 C13 118.7(10) . . ? C15 C14 H14 120.7 . . ? C13 C14 H14 120.7 . . ? C14 C15 F11 118.9(12) . . ? C14 C15 C16 123.9(11) . . ? F11 C15 C16 117.2(12) . . ? C15 C16 C17 115.8(11) . . ? C15 C16 H16 122.1 . . ? C17 C16 H16 122.1 . . ? C16 C17 C12 123.0(10) . . ? C16 C17 H17 118.5 . . ? C12 C17 H17 118.5 . . ? C3 N2 C2 108.1(7) . . ? C3 N2 C21 111.6(7) . . ? C2 N2 C21 109.1(7) . . ? C3 N2 Cu 97.0(5) . . ? C2 N2 Cu 90.6(5) . . ? C21 N2 Cu 136.9(6) . . ? N1 C2 N2 100.9(7) . . ? N1 C2 H2A 111.6 . . ? N2 C2 H2A 111.6 . . ? N1 C2 H2B 111.6 . . ? N2 C2 H2B 111.6 . . ? H2A C2 H2B 109.4 . . ? C22 C21 N2 114.6(8) . . ? C22 C21 H21A 108.6 . . ? N2 C21 H21A 108.6 . . ? C22 C21 H21B 108.6 . . ? N2 C21 H21B 108.6 . . ? H21A C21 H21B 107.6 . . ? C27 C22 C23 115.3(9) . . ? C27 C22 C21 121.0(9) . . ? C23 C22 C21 123.5(9) . . ? C24 C23 C22 122.3(10) . . ? C24 C23 H23 118.9 . . ? C22 C23 H23 118.9 . . ? C25 C24 C23 117.3(11) . . ? C25 C24 H24 121.3 . . ? C23 C24 H24 121.3 . . ? C24 C25 C26 124.5(11) . . ? C24 C25 F21 117.4(11) . . ? C26 C25 F21 118.0(11) . . ? C27 C26 C25 116.6(10) . . ? C27 C26 H26 121.7 . . ? C25 C26 H26 121.7 . . ? C26 C27 C22 123.9(9) . . ? C26 C27 H27 118.0 . . ? C22 C27 H27 118.0 . . ? N3 C3 N2 105.4(7) . . ? N3 C3 H3A 110.7 . . ? N2 C3 H3A 110.7 . . ? N3 C3 H3B 110.7 . . ? N2 C3 H3B 110.7 . . ? H3A C3 H3B 108.8 . . ? C1 N3 C3 109.2(7) . . ? C1 N3 C31 111.1(7) . . ? C3 N3 C31 109.6(7) . . ? C1 N3 Cu 87.2(5) . . ? C3 N3 Cu 86.8(5) . . ? C31 N3 Cu 148.3(6) . . ? N3 C31 C32 112.6(7) . . ? N3 C31 H31A 109.1 . . ? C32 C31 H31A 109.1 . . ? N3 C31 H31B 109.1 . . ? C32 C31 H31B 109.1 . . ? H31A C31 H31B 107.8 . . ? C33 C32 C37 119.3(9) . . ? C33 C32 C31 121.4(9) . . ? C37 C32 C31 119.2(9) . . ? C32 C33 C34 119.5(9) . . ? C32 C33 H33 120.3 . . ? C34 C33 H33 120.3 . . ? C35 C34 C33 119.5(10) . . ? C35 C34 H34 120.2 . . ? C33 C34 H34 120.2 . . ? C34 C35 C36 123.2(10) . . ? C34 C35 F31 119.0(10) . . ? C36 C35 F31 117.8(9) . . ? C35 C36 C37 117.6(9) . . ? C35 C36 H36 121.2 . . ? C37 C36 H36 121.2 . . ? C32 C37 C36 120.8(10) . . ? C32 C37 H37 119.6 . . ? C36 C37 H37 119.6 . . ? Cl2 C10 Cl1 112.5(6) . . ? Cl2 C10 H10A 109.1 . . ? Cl1 C10 H10A 109.1 . . ? Cl2 C10 H10B 109.1 . . ? Cl1 C10 H10B 109.1 . . ? H10A C10 H10B 107.8 . . ? F2 B F2A 37.9(17) . . ? F2 B F4 112.1(18) . . ? F2A B F4 134(2) . . ? F2 B F3 114.2(19) . . ? F2A B F3 79(3) . . ? F4 B F3 99.3(17) . . ? F2 B F1 116.8(13) . . ? F2A B F1 128(2) . . ? F4 B F1 95(2) . . ? F3 B F1 116.2(17) . . ? F2 B F3A 138.2(19) . . ? F2A B F3A 113(3) . . ? F4 B F3A 63(2) . . ? F3 B F3A 39(2) . . ? F1 B F3A 105.0(19) . . ? F2 B F4A 71.2(15) . . ? F2A B F4A 105(2) . . ? F4 B F4A 44.0(13) . . ? F3 B F4A 132.1(18) . . ? F1 B F4A 99.4(19) . . ? F3A B F4A 104(3) . . ? F2 B F1A 100.2(16) . . ? F2A B F1A 90(2) . . ? F4 B F1A 136(2) . . ? F3 B F1A 93.5(19) . . ? F1 B F1A 42.6(9) . . ? F3A B F1A 110(2) . . ? F4A B F1A 133.8(18) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 24.12 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 2.025 _refine_diff_density_min -0.752 _refine_diff_density_rms 0.108 #============================================================================== data_pan38 _database_code_depnum_ccdc_archive 'CCDC 257897' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ; (C48 H54 N6 Cu 2)2+, (BF4) 2-, (C H2 Cl2) 4 ; _chemical_formula_sum 'C52 H62 B2 Cl8 Cu2 F8 N6' _chemical_formula_weight 1355.38 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' 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.3950(3) _cell_length_b 11.4280(3) _cell_length_c 12.2310(4) _cell_angle_alpha 87.9160(10) _cell_angle_beta 74.5970(10) _cell_angle_gamma 71.456(2) _cell_volume 1453.79(7) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 27137 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 27.485 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_diffrn 1.548 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 692 _exptl_absorpt_coefficient_mu 1.167 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6400 _exptl_absorpt_correction_T_max 0.8001 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _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 Kappa CCD' _diffrn_measurement_method '187 2.0 degree images' _diffrn_standards_number 0 _diffrn_reflns_number 21912 _diffrn_reflns_av_R_equivalents 0.0566 _diffrn_reflns_av_sigmaI/netI 0.0498 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 6.93 _diffrn_reflns_theta_max 27.48 _reflns_number_total 6486 _reflns_number_gt 5132 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinski & Minor, 1997)' _computing_data_reduction 'HKL Denzo & Scalepack (Otwinski & Minor 1997)' _computing_structure_solution ; SIR97- Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C. , Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. (1999) J. Appl. Cryst. 32, 115-119. ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0395P)^2^+1.7617P] 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_number_reflns 6486 _refine_ls_number_parameters 352 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0654 _refine_ls_R_factor_gt 0.0458 _refine_ls_wR_factor_ref 0.1164 _refine_ls_wR_factor_gt 0.1052 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _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 Cu Cu 1.07692(3) -0.00919(3) -0.09776(3) 0.02541(10) Uani 1 1 d . . . C1 C 0.8047(2) 0.0811(2) -0.0836(2) 0.0250(5) Uani 1 1 d . . . H1A H 0.8033 0.1672 -0.0738 0.030 Uiso 1 1 calc R . . H1B H 0.7350 0.0829 -0.1184 0.030 Uiso 1 1 calc R . . N1 N 0.9307(2) 0.0079(2) -0.15987(18) 0.0238(4) Uani 1 1 d . . . C11 C 0.9439(3) 0.0663(3) -0.2733(2) 0.0305(6) Uani 1 1 d . . . H11A H 0.8914 0.0420 -0.3154 0.037 Uiso 1 1 calc R . . H11B H 0.9115 0.1574 -0.2612 0.037 Uiso 1 1 calc R . . C12 C 1.0817(3) 0.0263(2) -0.3419(2) 0.0272(5) Uani 1 1 d . . . C13 C 1.1301(3) -0.0673(3) -0.4272(2) 0.0318(6) Uani 1 1 d . . . H13 H 1.0748 -0.1069 -0.4442 0.038 Uiso 1 1 calc R . . C14 C 1.2587(3) -0.1030(3) -0.4876(3) 0.0375(7) Uani 1 1 d . . . H14 H 1.2909 -0.1663 -0.5464 0.045 Uiso 1 1 calc R . . C15 C 1.3404(3) -0.0467(3) -0.4627(3) 0.0412(7) Uani 1 1 d . . . H15 H 1.4287 -0.0728 -0.5033 0.049 Uiso 1 1 calc R . . C16 C 1.2938(3) 0.0474(3) -0.3787(3) 0.0397(7) Uani 1 1 d . . . H16 H 1.3498 0.0864 -0.3621 0.048 Uiso 1 1 calc R . . C17 C 1.1652(3) 0.0842(3) -0.3191(2) 0.0318(6) Uani 1 1 d . . . H17 H 1.1330 0.1494 -0.2622 0.038 Uiso 1 1 calc R . . C2 C 0.9280(3) -0.1208(2) -0.1730(2) 0.0268(5) Uani 1 1 d . . . H2A H 0.8564 -0.1201 -0.2047 0.032 Uiso 1 1 calc R . . H2B H 1.0096 -0.1725 -0.2248 0.032 Uiso 1 1 calc R . . N2 N 0.9103(2) -0.1692(2) -0.06035(19) 0.0262(5) Uani 1 1 d . . . C21 C 0.9389(3) -0.3046(2) -0.0589(3) 0.0314(6) Uani 1 1 d . . . H21A H 1.0149 -0.3452 -0.1223 0.038 Uiso 1 1 calc R . . H21B H 0.8651 -0.3266 -0.0692 0.038 Uiso 1 1 calc R . . C22 C 0.9649(3) -0.3496(2) 0.0518(2) 0.0282(6) Uani 1 1 d . . . C23 C 1.0856(3) -0.3662(3) 0.0689(3) 0.0361(7) Uani 1 1 d . . . H23 H 1.1511 -0.3502 0.0099 0.043 Uiso 1 1 calc R . . C24 C 1.1102(3) -0.4057(3) 0.1714(3) 0.0436(8) Uani 1 1 d . . . H24 H 1.1924 -0.4170 0.1824 0.052 Uiso 1 1 calc R . . C25 C 1.0147(4) -0.4288(3) 0.2580(3) 0.0461(8) Uani 1 1 d . . . H25 H 1.0318 -0.4563 0.3281 0.055 Uiso 1 1 calc R . . C26 C 0.8952(3) -0.4119(3) 0.2424(3) 0.0407(7) Uani 1 1 d . . . H26 H 0.8297 -0.4269 0.3021 0.049 Uiso 1 1 calc R . . C27 C 0.8703(3) -0.3732(3) 0.1399(3) 0.0333(6) Uani 1 1 d . . . H27 H 0.7879 -0.3625 0.1295 0.040 Uiso 1 1 calc R . . C3 C 0.7830(3) -0.1018(2) 0.0101(2) 0.0259(5) Uani 1 1 d . . . H3A H 0.7649 -0.1408 0.0836 0.031 Uiso 1 1 calc R . . H3B H 0.7167 -0.1011 -0.0286 0.031 Uiso 1 1 calc R . . N3 N 0.7827(2) 0.0263(2) 0.02849(19) 0.0232(4) Uani 1 1 d . . . C31 C 0.6517(2) 0.1005(3) 0.0998(2) 0.0271(5) Uani 1 1 d . . . H31A H 0.5878 0.1097 0.0561 0.033 Uiso 1 1 calc R . . H31B H 0.6274 0.0558 0.1685 0.033 Uiso 1 1 calc R . . C32 C 0.6489(2) 0.2264(3) 0.1346(2) 0.0267(5) Uani 1 1 d . . . C33 C 0.7031(3) 0.2394(3) 0.2207(2) 0.0301(6) Uani 1 1 d . . . H33 H 0.7440 0.1682 0.2558 0.036 Uiso 1 1 calc R . . C34 C 0.6980(3) 0.3555(3) 0.2561(3) 0.0344(6) Uani 1 1 d . . . H34 H 0.7353 0.3632 0.3152 0.041 Uiso 1 1 calc R . . C35 C 0.6389(3) 0.4598(3) 0.2057(3) 0.0345(6) Uani 1 1 d . . . H35 H 0.6357 0.5391 0.2299 0.041 Uiso 1 1 calc R . . C36 C 0.5845(3) 0.4481(3) 0.1196(3) 0.0369(7) Uani 1 1 d . . . H36 H 0.5434 0.5197 0.0851 0.044 Uiso 1 1 calc R . . C37 C 0.5898(3) 0.3317(3) 0.0836(3) 0.0321(6) Uani 1 1 d . . . H37 H 0.5531 0.3241 0.0240 0.038 Uiso 1 1 calc R . . B B 0.4762(3) 0.8082(3) 0.2123(3) 0.0364(7) Uani 1 1 d . . . F1 F 0.4152(3) 0.9341(2) 0.2187(3) 0.0706(7) Uani 1 1 d . . . F2 F 0.5526(2) 0.7687(2) 0.10321(19) 0.0580(6) Uani 1 1 d . . . F3 F 0.3841(2) 0.7501(2) 0.2382(2) 0.0558(5) Uani 1 1 d . . . F4 F 0.5501(2) 0.7779(2) 0.2883(2) 0.0653(7) Uani 1 1 d . . . C4 C 0.7191(3) -0.1942(3) -0.3573(3) 0.0460(8) Uani 1 1 d . . . H4A H 0.6653 -0.2048 -0.4054 0.055 Uiso 1 1 calc R . . H4B H 0.6984 -0.1046 -0.3412 0.055 Uiso 1 1 calc R . . Cl1 Cl 0.68312(9) -0.26638(9) -0.22904(9) 0.0544(2) Uani 1 1 d . . . Cl2 Cl 0.88158(10) -0.25675(10) -0.43082(9) 0.0611(3) Uani 1 1 d . . . C5 C 0.3543(4) 0.5114(4) 0.4076(3) 0.0537(9) Uani 1 1 d . . . H5A H 0.4074 0.5668 0.3980 0.064 Uiso 1 1 calc R . . H5B H 0.3647 0.4758 0.3317 0.064 Uiso 1 1 calc R . . Cl3 Cl 0.40821(9) 0.39146(9) 0.49486(9) 0.0539(2) Uani 1 1 d . . . Cl4 Cl 0.19199(9) 0.59733(11) 0.46679(10) 0.0637(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu 0.02105(16) 0.02777(18) 0.02490(17) 0.00005(12) -0.00455(12) -0.00556(12) C1 0.0205(12) 0.0237(12) 0.0268(13) 0.0007(10) -0.0051(10) -0.0025(10) N1 0.0218(10) 0.0264(11) 0.0194(10) 0.0000(8) -0.0018(8) -0.0056(9) C11 0.0308(14) 0.0329(14) 0.0248(14) 0.0056(11) -0.0081(11) -0.0058(12) C12 0.0327(14) 0.0262(13) 0.0210(12) 0.0049(10) -0.0060(11) -0.0086(11) C13 0.0354(15) 0.0336(15) 0.0250(14) 0.0017(11) -0.0052(11) -0.0114(12) C14 0.0400(17) 0.0361(16) 0.0266(15) -0.0007(12) 0.0003(12) -0.0062(13) C15 0.0334(16) 0.0462(18) 0.0359(17) 0.0044(14) 0.0022(13) -0.0115(14) C16 0.0383(17) 0.0429(17) 0.0413(17) 0.0079(14) -0.0088(14) -0.0195(14) C17 0.0401(16) 0.0275(14) 0.0275(14) 0.0032(11) -0.0073(12) -0.0120(12) C2 0.0290(13) 0.0260(13) 0.0247(13) -0.0026(10) -0.0059(11) -0.0084(11) N2 0.0283(11) 0.0212(10) 0.0252(11) -0.0020(9) -0.0026(9) -0.0062(9) C21 0.0389(15) 0.0210(13) 0.0322(15) -0.0019(11) -0.0079(12) -0.0076(11) C22 0.0304(14) 0.0173(11) 0.0329(15) -0.0023(10) -0.0039(11) -0.0055(10) C23 0.0283(14) 0.0295(14) 0.0450(18) -0.0020(13) -0.0043(13) -0.0060(12) C24 0.0419(18) 0.0357(16) 0.056(2) 0.0021(15) -0.0236(16) -0.0076(14) C25 0.069(2) 0.0305(16) 0.0412(19) 0.0051(14) -0.0235(17) -0.0124(16) C26 0.0512(19) 0.0308(15) 0.0354(17) 0.0013(13) -0.0021(14) -0.0146(14) C27 0.0317(15) 0.0278(14) 0.0356(16) -0.0013(12) -0.0021(12) -0.0085(12) C3 0.0237(12) 0.0239(13) 0.0279(13) -0.0006(10) -0.0025(10) -0.0079(10) N3 0.0196(10) 0.0213(10) 0.0241(11) -0.0010(8) -0.0018(8) -0.0035(8) C31 0.0168(12) 0.0272(13) 0.0320(14) -0.0011(11) -0.0008(10) -0.0041(10) C32 0.0198(12) 0.0273(13) 0.0275(13) -0.0021(10) -0.0001(10) -0.0048(10) C33 0.0267(13) 0.0284(14) 0.0286(14) -0.0008(11) -0.0030(11) -0.0031(11) C34 0.0319(15) 0.0363(15) 0.0324(15) -0.0056(12) -0.0054(12) -0.0089(12) C35 0.0309(14) 0.0265(14) 0.0406(17) -0.0045(12) -0.0012(12) -0.0080(12) C36 0.0363(16) 0.0272(14) 0.0418(17) 0.0035(12) -0.0092(13) -0.0043(12) C37 0.0278(14) 0.0311(14) 0.0343(15) 0.0014(12) -0.0087(12) -0.0049(11) B 0.0335(17) 0.0328(17) 0.0400(19) -0.0044(14) -0.0111(14) -0.0049(14) F1 0.0793(17) 0.0305(11) 0.103(2) -0.0078(11) -0.0444(16) -0.0009(11) F2 0.0550(13) 0.0727(15) 0.0448(12) -0.0064(11) -0.0027(10) -0.0260(12) F3 0.0469(12) 0.0569(13) 0.0625(14) 0.0054(11) -0.0077(10) -0.0211(10) F4 0.0597(14) 0.0681(15) 0.0645(15) -0.0176(12) -0.0364(12) 0.0031(11) C4 0.0430(18) 0.0416(18) 0.055(2) 0.0047(16) -0.0188(16) -0.0116(15) Cl1 0.0417(5) 0.0578(5) 0.0594(6) 0.0079(4) -0.0022(4) -0.0201(4) Cl2 0.0543(6) 0.0677(6) 0.0486(5) 0.0001(5) 0.0030(4) -0.0156(5) C5 0.0421(19) 0.065(2) 0.048(2) -0.0025(18) -0.0043(16) -0.0156(18) Cl3 0.0498(5) 0.0549(5) 0.0552(5) -0.0038(4) -0.0098(4) -0.0172(4) Cl4 0.0401(5) 0.0772(7) 0.0696(7) -0.0100(5) -0.0150(5) -0.0111(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu N3 1.955(2) 2_755 ? Cu N1 1.961(2) . ? Cu Cu 2.5320(7) 2_755 ? Cu N2 2.974(2) . ? C1 N3 1.480(3) . ? C1 N1 1.487(3) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? N1 C2 1.495(3) . ? N1 C11 1.510(3) . ? C11 C12 1.500(4) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.393(4) . ? C12 C17 1.404(4) . ? C13 C14 1.389(4) . ? C13 H13 0.9500 . ? C14 C15 1.385(5) . ? C14 H14 0.9500 . ? C15 C16 1.386(5) . ? C15 H15 0.9500 . ? C16 C17 1.386(4) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? C2 N2 1.453(3) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? N2 C3 1.454(3) . ? N2 C21 1.477(3) . ? N2 Cu 2.923(2) 2_755 ? C21 C22 1.500(4) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C27 1.393(4) . ? C22 C23 1.398(4) . ? C23 C24 1.385(5) . ? C23 H23 0.9500 . ? C24 C25 1.387(5) . ? C24 H24 0.9500 . ? C25 C26 1.377(5) . ? C25 H25 0.9500 . ? C26 C27 1.384(5) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C3 N3 1.488(3) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? N3 C31 1.506(3) . ? N3 Cu 1.955(2) 2_755 ? C31 C32 1.503(4) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 C33 1.389(4) . ? C32 C37 1.395(4) . ? C33 C34 1.389(4) . ? C33 H33 0.9500 . ? C34 C35 1.382(4) . ? C34 H34 0.9500 . ? C35 C36 1.386(5) . ? C35 H35 0.9500 . ? C36 C37 1.394(4) . ? C36 H36 0.9500 . ? C37 H37 0.9500 . ? B F3 1.377(4) . ? B F4 1.378(4) . ? B F1 1.379(4) . ? B F2 1.385(4) . ? C4 Cl2 1.751(4) . ? C4 Cl1 1.758(4) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 Cl4 1.759(4) . ? C5 Cl3 1.761(4) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Cu N1 177.22(9) 2_755 . ? N3 Cu Cu 89.91(7) 2_755 2_755 ? N1 Cu Cu 87.32(6) . 2_755 ? N3 Cu N2 125.74(8) 2_755 . ? N1 Cu N2 52.57(8) . . ? Cu Cu N2 63.53(5) 2_755 . ? N3 C1 N1 110.5(2) . . ? N3 C1 H1A 109.6 . . ? N1 C1 H1A 109.6 . . ? N3 C1 H1B 109.6 . . ? N1 C1 H1B 109.6 . . ? H1A C1 H1B 108.1 . . ? C1 N1 C2 107.6(2) . . ? C1 N1 C11 107.3(2) . . ? C2 N1 C11 109.8(2) . . ? C1 N1 Cu 113.73(16) . . ? C2 N1 Cu 105.43(16) . . ? C11 N1 Cu 112.72(16) . . ? C12 C11 N1 110.6(2) . . ? C12 C11 H11A 109.5 . . ? N1 C11 H11A 109.5 . . ? C12 C11 H11B 109.5 . . ? N1 C11 H11B 109.5 . . ? H11A C11 H11B 108.1 . . ? C13 C12 C17 118.8(3) . . ? C13 C12 C11 122.0(3) . . ? C17 C12 C11 119.2(3) . . ? C14 C13 C12 120.3(3) . . ? C14 C13 H13 119.9 . . ? C12 C13 H13 119.9 . . ? C15 C14 C13 120.3(3) . . ? C15 C14 H14 119.9 . . ? C13 C14 H14 119.9 . . ? C14 C15 C16 120.3(3) . . ? C14 C15 H15 119.8 . . ? C16 C15 H15 119.8 . . ? C17 C16 C15 119.5(3) . . ? C17 C16 H16 120.2 . . ? C15 C16 H16 120.2 . . ? C16 C17 C12 120.8(3) . . ? C16 C17 H17 119.6 . . ? C12 C17 H17 119.6 . . ? N2 C2 N1 106.7(2) . . ? N2 C2 H2A 110.4 . . ? N1 C2 H2A 110.4 . . ? N2 C2 H2B 110.4 . . ? N1 C2 H2B 110.4 . . ? H2A C2 H2B 108.6 . . ? C2 N2 C3 109.4(2) . . ? C2 N2 C21 114.7(2) . . ? C3 N2 C21 112.9(2) . . ? C2 N2 Cu 108.71(15) . 2_755 ? C3 N2 Cu 68.95(13) . 2_755 ? C21 N2 Cu 131.71(17) . 2_755 ? C2 N2 Cu 67.47(13) . . ? C3 N2 Cu 109.78(15) . . ? C21 N2 Cu 132.51(17) . . ? Cu N2 Cu 50.85(4) 2_755 . ? N2 C21 C22 110.1(2) . . ? N2 C21 H21A 109.6 . . ? C22 C21 H21A 109.6 . . ? N2 C21 H21B 109.6 . . ? C22 C21 H21B 109.6 . . ? H21A C21 H21B 108.2 . . ? C27 C22 C23 118.7(3) . . ? C27 C22 C21 121.5(3) . . ? C23 C22 C21 119.8(3) . . ? C24 C23 C22 120.4(3) . . ? C24 C23 H23 119.8 . . ? C22 C23 H23 119.8 . . ? C23 C24 C25 120.0(3) . . ? C23 C24 H24 120.0 . . ? C25 C24 H24 120.0 . . ? C26 C25 C24 120.0(3) . . ? C26 C25 H25 120.0 . . ? C24 C25 H25 120.0 . . ? C25 C26 C27 120.2(3) . . ? C25 C26 H26 119.9 . . ? C27 C26 H26 119.9 . . ? C26 C27 C22 120.7(3) . . ? C26 C27 H27 119.7 . . ? C22 C27 H27 119.7 . . ? N2 C3 N3 106.5(2) . . ? N2 C3 H3A 110.4 . . ? N3 C3 H3A 110.4 . . ? N2 C3 H3B 110.4 . . ? N3 C3 H3B 110.4 . . ? H3A C3 H3B 108.6 . . ? C1 N3 C3 107.8(2) . . ? C1 N3 C31 108.0(2) . . ? C3 N3 C31 108.48(19) . . ? C1 N3 Cu 111.85(16) . 2_755 ? C3 N3 Cu 105.62(16) . 2_755 ? C31 N3 Cu 114.84(17) . 2_755 ? C32 C31 N3 111.5(2) . . ? C32 C31 H31A 109.3 . . ? N3 C31 H31A 109.3 . . ? C32 C31 H31B 109.3 . . ? N3 C31 H31B 109.3 . . ? H31A C31 H31B 108.0 . . ? C33 C32 C37 119.0(3) . . ? C33 C32 C31 120.0(3) . . ? C37 C32 C31 121.1(3) . . ? C32 C33 C34 120.6(3) . . ? C32 C33 H33 119.7 . . ? C34 C33 H33 119.7 . . ? C35 C34 C33 120.3(3) . . ? C35 C34 H34 119.9 . . ? C33 C34 H34 119.9 . . ? C34 C35 C36 119.7(3) . . ? C34 C35 H35 120.2 . . ? C36 C35 H35 120.2 . . ? C35 C36 C37 120.2(3) . . ? C35 C36 H36 119.9 . . ? C37 C36 H36 119.9 . . ? C36 C37 C32 120.2(3) . . ? C36 C37 H37 119.9 . . ? C32 C37 H37 119.9 . . ? F3 B F4 109.6(3) . . ? F3 B F1 108.4(3) . . ? F4 B F1 110.2(3) . . ? F3 B F2 108.3(3) . . ? F4 B F2 109.9(3) . . ? F1 B F2 110.5(3) . . ? Cl2 C4 Cl1 111.3(2) . . ? Cl2 C4 H4A 109.4 . . ? Cl1 C4 H4A 109.4 . . ? Cl2 C4 H4B 109.4 . . ? Cl1 C4 H4B 109.4 . . ? H4A C4 H4B 108.0 . . ? Cl4 C5 Cl3 111.1(2) . . ? Cl4 C5 H5A 109.4 . . ? Cl3 C5 H5A 109.4 . . ? Cl4 C5 H5B 109.4 . . ? Cl3 C5 H5B 109.4 . . ? H5A C5 H5B 108.0 . . ? _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.975 _refine_diff_density_max 0.754 _refine_diff_density_min -0.504 _refine_diff_density_rms 0.072 #============================================================================== #_eof # End of Crystallographic Information File data_k04rdk4 _database_code_depnum_ccdc_archive 'CCDC 257898' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ; (C48 H48 N6 F6 Cu2)2+, (B F4)2 -, C H2 Cl2 ; _chemical_formula_sum 'C49 H50 B2 Cl2 Cu2 F14 N6' _chemical_formula_weight 1208.55 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.2620(2) _cell_length_b 10.6520(2) _cell_length_c 14.2120(4) _cell_angle_alpha 69.3950(10) _cell_angle_beta 71.4430(10) _cell_angle_gamma 64.5540(10) _cell_volume 1287.18(5) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 16430 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 27.485 _exptl_crystal_description 'irregular shape' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _exptl_crystal_density_diffrn 1.559 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 614 _exptl_absorpt_coefficient_mu 1.023 _exptl_absorpt_correction_type none _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 Kappa CCD' _diffrn_measurement_method '176 2.0 degree images' _diffrn_standards_number 0 _diffrn_reflns_number 18990 _diffrn_reflns_av_R_equivalents 0.0539 _diffrn_reflns_av_sigmaI/netI 0.0461 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 5.59 _diffrn_reflns_theta_max 27.54 _reflns_number_total 5832 _reflns_number_gt 5052 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinski & Minor, 1997)' _computing_data_reduction 'HKL Denzo & Scalepack (Otwinski & Minor 1997)' _computing_structure_solution ; SIR97- Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C. , Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. (1999) J. Appl. Cryst. 32, 115-119. ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0736P)^2^+0.6024P] 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_number_reflns 5832 _refine_ls_number_parameters 371 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0545 _refine_ls_R_factor_gt 0.0458 _refine_ls_wR_factor_ref 0.1259 _refine_ls_wR_factor_gt 0.1181 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.062 _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 Cu Cu 0.51708(3) 0.61386(3) -0.00522(2) 0.02297(11) Uani 1 1 d . . . C1 C 0.7392(2) 0.3496(2) 0.06303(16) 0.0237(4) Uani 1 1 d . . . H1A H 0.8441 0.2938 0.0671 0.028 Uiso 1 1 calc R . . H1B H 0.6817 0.3494 0.1337 0.028 Uiso 1 1 calc R . . N1 N 0.72213(19) 0.50023(19) 0.00317(14) 0.0226(4) Uani 1 1 d . . . C11 C 0.7840(2) 0.5590(3) 0.05424(18) 0.0281(5) Uani 1 1 d . . . H11A H 0.8805 0.4877 0.0696 0.034 Uiso 1 1 calc R . . H11B H 0.7995 0.6475 0.0070 0.034 Uiso 1 1 calc R . . C12 C 0.6810(3) 0.5922(2) 0.15189(18) 0.0274(4) Uani 1 1 d . . . C13 C 0.6932(3) 0.4904(3) 0.24607(19) 0.0334(5) Uani 1 1 d . . . H13 H 0.7725 0.4006 0.2496 0.040 Uiso 1 1 calc R . . C14 C 0.5914(3) 0.5185(3) 0.3341(2) 0.0378(6) Uani 1 1 d . . . H14 H 0.5989 0.4481 0.3977 0.045 Uiso 1 1 calc R . . C15 C 0.4797(3) 0.6495(3) 0.32803(19) 0.0353(5) Uani 1 1 d . . . C16 C 0.4639(3) 0.7551(3) 0.2371(2) 0.0349(5) Uani 1 1 d . . . H16 H 0.3856 0.8454 0.2349 0.042 Uiso 1 1 calc R . . C17 C 0.5664(3) 0.7247(3) 0.14901(19) 0.0316(5) Uani 1 1 d . . . H17 H 0.5582 0.7956 0.0857 0.038 Uiso 1 1 calc R . . F1 F 0.3779(2) 0.6789(2) 0.41350(13) 0.0509(4) Uani 1 1 d . . . C2 C 0.8087(2) 0.4968(2) -0.10322(17) 0.0259(4) Uani 1 1 d . . . H2A H 0.8003 0.5952 -0.1455 0.031 Uiso 1 1 calc R . . H2B H 0.9140 0.4387 -0.1020 0.031 Uiso 1 1 calc R . . N2 N 0.7471(2) 0.4327(2) -0.14471(14) 0.0261(4) Uani 1 1 d . . . C21 C 0.7703(3) 0.4688(3) -0.25694(18) 0.0304(5) Uani 1 1 d . . . H21A H 0.7164 0.5729 -0.2812 0.036 Uiso 1 1 calc R . . H21B H 0.7252 0.4172 -0.2754 0.036 Uiso 1 1 calc R . . C22 C 0.9287(3) 0.4347(2) -0.31503(17) 0.0286(4) Uani 1 1 d . . . C23 C 0.9804(3) 0.5453(3) -0.37455(19) 0.0330(5) Uani 1 1 d . . . H23 H 0.9173 0.6420 -0.3753 0.040 Uiso 1 1 calc R . . C24 C 1.1218(3) 0.5177(3) -0.4327(2) 0.0387(6) Uani 1 1 d . . . H24 H 1.1555 0.5940 -0.4743 0.046 Uiso 1 1 calc R . . C25 C 1.2116(3) 0.3779(3) -0.4288(2) 0.0397(6) Uani 1 1 d . . . C26 C 1.1669(4) 0.2648(3) -0.3695(2) 0.0477(7) Uani 1 1 d . . . H26 H 1.2325 0.1685 -0.3670 0.057 Uiso 1 1 calc R . . C27 C 1.0237(3) 0.2942(3) -0.3135(2) 0.0426(6) Uani 1 1 d . . . H27 H 0.9903 0.2172 -0.2735 0.051 Uiso 1 1 calc R . . F2 F 1.3501(2) 0.3499(2) -0.48667(15) 0.0559(5) Uani 1 1 d . . . C3 C 0.7776(2) 0.2819(2) -0.09159(17) 0.0260(4) Uani 1 1 d . . . H3A H 0.8837 0.2314 -0.0900 0.031 Uiso 1 1 calc R . . H3B H 0.7485 0.2347 -0.1262 0.031 Uiso 1 1 calc R . . N3 N 0.68801(19) 0.27981(18) 0.01500(14) 0.0227(4) Uani 1 1 d . . . C31 C 0.7164(3) 0.1261(2) 0.07713(18) 0.0293(5) Uani 1 1 d . . . H31A H 0.7071 0.0706 0.0381 0.035 Uiso 1 1 calc R . . H31B H 0.8180 0.0820 0.0899 0.035 Uiso 1 1 calc R . . C32 C 0.6084(3) 0.1199(2) 0.17791(18) 0.0281(5) Uani 1 1 d . . . C33 C 0.4717(3) 0.1167(2) 0.18327(19) 0.0315(5) Uani 1 1 d . . . H33 H 0.4491 0.1163 0.1236 0.038 Uiso 1 1 calc R . . C34 C 0.3677(3) 0.1142(3) 0.2743(2) 0.0355(5) Uani 1 1 d . . . H34 H 0.2750 0.1114 0.2779 0.043 Uiso 1 1 calc R . . C35 C 0.4040(3) 0.1159(3) 0.35901(19) 0.0365(5) Uani 1 1 d . . . C36 C 0.5364(3) 0.1196(3) 0.3580(2) 0.0392(6) Uani 1 1 d . . . H36 H 0.5568 0.1216 0.4180 0.047 Uiso 1 1 calc R . . C37 C 0.6403(3) 0.1204(3) 0.2664(2) 0.0349(5) Uani 1 1 d . . . H37 H 0.7334 0.1213 0.2642 0.042 Uiso 1 1 calc R . . F3 F 0.3025(2) 0.11323(19) 0.44810(13) 0.0518(4) Uani 1 1 d . . . B B 0.1252(3) 1.1030(3) 0.1159(3) 0.0429(7) Uani 1 1 d . . . F4 F 0.27569(19) 1.0494(2) 0.08902(17) 0.0584(5) Uani 1 1 d . A . F5 F 0.0743(2) 1.22403(17) 0.15071(14) 0.0485(4) Uani 1 1 d . A . F6 F 0.0551(5) 1.0838(8) 0.0657(6) 0.074(3) Uani 0.434(8) 1 d P A 1 F7 F 0.1228(6) 0.9861(4) 0.2194(5) 0.067(2) Uani 0.434(8) 1 d P A 1 F6A F 0.0912(4) 1.1690(4) 0.0098(3) 0.0439(11) Uani 0.566(8) 1 d P A 2 F7A F 0.0478(5) 1.0201(4) 0.1641(3) 0.0599(15) Uani 0.566(8) 1 d P A 2 Cl1 Cl 0.9610(4) 0.1015(5) 0.4096(3) 0.0827(11) Uani 0.50 1 d P . 1 Cl1A Cl 0.8936(5) 0.1237(4) 0.4292(3) 0.0867(11) Uani 0.50 1 d P . 2 C4 C 1.0204(10) -0.0482(8) 0.4627(6) 0.0649(19) Uani 0.50 1 d P . . H4A H 1.1194 -0.0896 0.4222 0.078 Uiso 0.50 1 calc PR . 1 H4B H 0.9586 -0.0957 0.4589 0.078 Uiso 0.50 1 calc PR . 1 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 Cu 0.01964(15) 0.02215(15) 0.02639(16) -0.00653(10) -0.00251(10) -0.00791(10) C1 0.0208(9) 0.0240(10) 0.0247(10) -0.0056(8) -0.0049(8) -0.0067(7) N1 0.0210(8) 0.0255(9) 0.0220(8) -0.0068(7) -0.0013(7) -0.0102(7) C11 0.0245(10) 0.0346(11) 0.0310(11) -0.0112(9) -0.0035(9) -0.0147(9) C12 0.0276(11) 0.0316(11) 0.0279(11) -0.0096(8) -0.0039(8) -0.0145(9) C13 0.0351(12) 0.0329(12) 0.0312(12) -0.0076(9) -0.0108(10) -0.0088(9) C14 0.0470(15) 0.0402(13) 0.0267(12) -0.0036(10) -0.0094(10) -0.0182(11) C15 0.0335(12) 0.0484(14) 0.0285(12) -0.0162(10) 0.0017(9) -0.0189(11) C16 0.0376(13) 0.0322(12) 0.0365(13) -0.0136(10) -0.0066(10) -0.0104(10) C17 0.0369(12) 0.0296(11) 0.0300(11) -0.0058(9) -0.0068(10) -0.0146(9) F1 0.0483(10) 0.0681(11) 0.0346(9) -0.0224(8) 0.0084(7) -0.0234(8) C2 0.0211(10) 0.0308(11) 0.0257(10) -0.0087(8) 0.0016(8) -0.0124(8) N2 0.0264(9) 0.0279(9) 0.0238(9) -0.0069(7) -0.0010(7) -0.0121(7) C21 0.0314(12) 0.0353(12) 0.0246(11) -0.0066(9) -0.0039(9) -0.0140(9) C22 0.0329(11) 0.0324(11) 0.0205(10) -0.0083(8) -0.0017(8) -0.0128(9) C23 0.0357(12) 0.0310(11) 0.0311(12) -0.0080(9) -0.0041(10) -0.0126(9) C24 0.0406(14) 0.0427(14) 0.0362(13) -0.0109(11) 0.0001(11) -0.0227(11) C25 0.0348(13) 0.0514(15) 0.0312(13) -0.0182(11) 0.0049(10) -0.0156(11) C26 0.0483(16) 0.0373(14) 0.0371(14) -0.0131(11) 0.0071(12) -0.0050(12) C27 0.0510(16) 0.0336(13) 0.0298(12) -0.0084(10) 0.0091(11) -0.0149(11) F2 0.0401(9) 0.0695(12) 0.0525(11) -0.0298(9) 0.0145(8) -0.0199(8) C3 0.0228(10) 0.0275(10) 0.0257(10) -0.0087(8) 0.0003(8) -0.0091(8) N3 0.0209(8) 0.0222(8) 0.0234(9) -0.0057(7) -0.0021(7) -0.0078(7) C31 0.0292(11) 0.0206(10) 0.0329(12) -0.0066(8) -0.0052(9) -0.0049(8) C32 0.0323(11) 0.0184(9) 0.0296(11) -0.0024(8) -0.0066(9) -0.0079(8) C33 0.0381(12) 0.0280(11) 0.0300(11) -0.0049(9) -0.0059(9) -0.0156(9) C34 0.0367(13) 0.0320(12) 0.0355(13) -0.0048(9) -0.0033(10) -0.0158(10) C35 0.0415(14) 0.0284(11) 0.0270(12) -0.0024(9) 0.0005(10) -0.0099(10) C36 0.0511(16) 0.0350(13) 0.0264(12) -0.0018(9) -0.0139(11) -0.0112(11) C37 0.0380(13) 0.0301(11) 0.0336(12) 0.0000(9) -0.0134(10) -0.0112(10) F3 0.0524(10) 0.0550(10) 0.0306(8) -0.0071(7) 0.0045(7) -0.0156(8) B 0.0317(14) 0.0392(15) 0.065(2) -0.0238(14) -0.0059(14) -0.0132(12) F4 0.0330(9) 0.0699(12) 0.0798(14) -0.0349(10) -0.0200(9) -0.0064(8) F5 0.0663(11) 0.0326(8) 0.0476(10) -0.0134(7) -0.0097(8) -0.0171(8) F6 0.029(2) 0.091(5) 0.127(8) -0.080(6) -0.029(3) 0.007(3) F7 0.059(3) 0.030(2) 0.075(4) 0.000(2) 0.014(3) -0.0117(19) F6A 0.0372(16) 0.047(2) 0.0447(18) -0.0165(14) -0.0159(13) -0.0031(13) F7A 0.073(3) 0.046(2) 0.067(3) -0.0070(18) -0.005(2) -0.0387(19) Cl1 0.089(2) 0.107(3) 0.0555(15) 0.0054(15) -0.0186(16) -0.055(2) Cl1A 0.120(3) 0.0501(12) 0.083(2) -0.0163(12) -0.031(2) -0.0161(18) C4 0.074(5) 0.052(4) 0.057(4) -0.019(3) 0.000(4) -0.017(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu N3 1.9387(18) 2_665 ? Cu N1 1.9433(18) . ? Cu Cu 2.5441(5) 2_665 ? Cu N2 3.0043(19) . ? C1 N3 1.488(3) . ? C1 N1 1.491(3) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? N1 C2 1.494(3) . ? N1 C11 1.508(3) . ? C11 C12 1.503(3) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C17 1.393(3) . ? C12 C13 1.397(3) . ? C13 C14 1.382(4) . ? C13 H13 0.9500 . ? C14 C15 1.368(4) . ? C14 H14 0.9500 . ? C15 F1 1.358(3) . ? C15 C16 1.384(4) . ? C16 C17 1.390(4) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? C2 N2 1.450(3) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? N2 C3 1.453(3) . ? N2 C21 1.468(3) . ? N2 Cu 2.9787(19) 2_665 ? C21 C22 1.518(3) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C27 1.388(4) . ? C22 C23 1.392(3) . ? C23 C24 1.384(4) . ? C23 H23 0.9500 . ? C24 C25 1.366(4) . ? C24 H24 0.9500 . ? C25 F2 1.360(3) . ? C25 C26 1.373(4) . ? C26 C27 1.388(4) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C3 N3 1.499(3) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? N3 C31 1.511(3) . ? N3 Cu 1.9387(18) 2_665 ? C31 C32 1.507(3) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 C33 1.396(3) . ? C32 C37 1.399(4) . ? C33 C34 1.390(4) . ? C33 H33 0.9500 . ? C34 C35 1.376(4) . ? C34 H34 0.9500 . ? C35 F3 1.360(3) . ? C35 C36 1.371(4) . ? C36 C37 1.395(4) . ? C36 H36 0.9500 . ? C37 H37 0.9500 . ? B F6 1.273(6) . ? B F7A 1.308(5) . ? B F4 1.370(4) . ? B F5 1.374(3) . ? B F6A 1.505(5) . ? B F7 1.558(6) . ? Cl1 C4 1.447(9) . ? Cl1 C4 1.747(9) 2_756 ? Cl1A C4 1.734(8) . ? Cl1A C4 1.780(10) 2_756 ? C4 Cl1 1.747(9) 2_756 ? C4 Cl1A 1.780(10) 2_756 ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Cu N1 177.44(7) 2_665 . ? N3 Cu Cu 89.00(5) 2_665 2_665 ? N1 Cu Cu 88.54(5) . 2_665 ? N3 Cu N2 126.41(7) 2_665 . ? N1 Cu N2 51.68(7) . . ? Cu Cu N2 64.31(4) 2_665 . ? N3 C1 N1 111.38(17) . . ? N3 C1 H1A 109.4 . . ? N1 C1 H1A 109.4 . . ? N3 C1 H1B 109.4 . . ? N1 C1 H1B 109.4 . . ? H1A C1 H1B 108.0 . . ? C1 N1 C2 107.98(16) . . ? C1 N1 C11 107.50(17) . . ? C2 N1 C11 109.99(16) . . ? C1 N1 Cu 110.56(13) . . ? C2 N1 Cu 108.10(13) . . ? C11 N1 Cu 112.61(13) . . ? C12 C11 N1 110.73(17) . . ? C12 C11 H11A 109.5 . . ? N1 C11 H11A 109.5 . . ? C12 C11 H11B 109.5 . . ? N1 C11 H11B 109.5 . . ? H11A C11 H11B 108.1 . . ? C17 C12 C13 118.6(2) . . ? C17 C12 C11 119.9(2) . . ? C13 C12 C11 121.4(2) . . ? C14 C13 C12 120.9(2) . . ? C14 C13 H13 119.6 . . ? C12 C13 H13 119.6 . . ? C15 C14 C13 118.8(2) . . ? C15 C14 H14 120.6 . . ? C13 C14 H14 120.6 . . ? F1 C15 C14 119.7(2) . . ? F1 C15 C16 117.6(2) . . ? C14 C15 C16 122.7(2) . . ? C15 C16 C17 117.8(2) . . ? C15 C16 H16 121.1 . . ? C17 C16 H16 121.1 . . ? C16 C17 C12 121.2(2) . . ? C16 C17 H17 119.4 . . ? C12 C17 H17 119.4 . . ? N2 C2 N1 106.43(16) . . ? N2 C2 H2A 110.4 . . ? N1 C2 H2A 110.4 . . ? N2 C2 H2B 110.4 . . ? N1 C2 H2B 110.4 . . ? H2A C2 H2B 108.6 . . ? C2 N2 C3 110.52(18) . . ? C2 N2 C21 116.02(18) . . ? C3 N2 C21 116.68(18) . . ? C2 N2 Cu 108.85(12) . 2_665 ? C3 N2 Cu 68.50(11) . 2_665 ? C21 N2 Cu 126.95(14) . 2_665 ? C2 N2 Cu 67.63(11) . . ? C3 N2 Cu 109.11(12) . . ? C21 N2 Cu 126.79(14) . . ? Cu N2 Cu 50.33(3) 2_665 . ? N2 C21 C22 116.6(2) . . ? N2 C21 H21A 108.1 . . ? C22 C21 H21A 108.1 . . ? N2 C21 H21B 108.1 . . ? C22 C21 H21B 108.1 . . ? H21A C21 H21B 107.3 . . ? C27 C22 C23 118.3(2) . . ? C27 C22 C21 121.5(2) . . ? C23 C22 C21 120.2(2) . . ? C24 C23 C22 121.4(2) . . ? C24 C23 H23 119.3 . . ? C22 C23 H23 119.3 . . ? C25 C24 C23 118.3(2) . . ? C25 C24 H24 120.9 . . ? C23 C24 H24 120.9 . . ? F2 C25 C24 118.6(2) . . ? F2 C25 C26 118.9(2) . . ? C24 C25 C26 122.5(3) . . ? C25 C26 C27 118.6(3) . . ? C25 C26 H26 120.7 . . ? C27 C26 H26 120.7 . . ? C22 C27 C26 120.9(3) . . ? C22 C27 H27 119.6 . . ? C26 C27 H27 119.6 . . ? N2 C3 N3 105.76(16) . . ? N2 C3 H3A 110.6 . . ? N3 C3 H3A 110.6 . . ? N2 C3 H3B 110.6 . . ? N3 C3 H3B 110.6 . . ? H3A C3 H3B 108.7 . . ? C1 N3 C3 107.74(16) . . ? C1 N3 C31 107.85(17) . . ? C3 N3 C31 109.42(16) . . ? C1 N3 Cu 110.70(13) . 2_665 ? C3 N3 Cu 108.09(13) . 2_665 ? C31 N3 Cu 112.92(13) . 2_665 ? C32 C31 N3 110.48(17) . . ? C32 C31 H31A 109.6 . . ? N3 C31 H31A 109.6 . . ? C32 C31 H31B 109.6 . . ? N3 C31 H31B 109.6 . . ? H31A C31 H31B 108.1 . . ? C33 C32 C37 118.8(2) . . ? C33 C32 C31 119.5(2) . . ? C37 C32 C31 121.7(2) . . ? C34 C33 C32 121.3(2) . . ? C34 C33 H33 119.3 . . ? C32 C33 H33 119.3 . . ? C35 C34 C33 117.7(2) . . ? C35 C34 H34 121.2 . . ? C33 C34 H34 121.2 . . ? F3 C35 C36 118.8(2) . . ? F3 C35 C34 117.7(3) . . ? C36 C35 C34 123.5(2) . . ? C35 C36 C37 118.2(2) . . ? C35 C36 H36 120.9 . . ? C37 C36 H36 120.9 . . ? C36 C37 C32 120.5(2) . . ? C36 C37 H37 119.7 . . ? C32 C37 H37 119.7 . . ? F6 B F7A 61.3(4) . . ? F6 B F4 116.3(3) . . ? F7A B F4 122.4(3) . . ? F6 B F5 122.8(3) . . ? F7A B F5 113.2(3) . . ? F4 B F5 112.3(2) . . ? F6 B F6A 45.2(4) . . ? F7A B F6A 106.0(3) . . ? F4 B F6A 98.4(3) . . ? F5 B F6A 100.4(3) . . ? F6 B F7 105.1(5) . . ? F7A B F7 45.6(3) . . ? F4 B F7 93.0(3) . . ? F5 B F7 100.7(3) . . ? F6A B F7 150.1(4) . . ? C4 Cl1 C4 58.0(5) . 2_756 ? C4 Cl1A C4 53.0(5) . 2_756 ? Cl1 C4 Cl1A 20.3(2) . . ? Cl1 C4 Cl1 122.0(5) . 2_756 ? Cl1A C4 Cl1 113.4(5) . 2_756 ? Cl1 C4 Cl1A 128.4(6) . 2_756 ? Cl1A C4 Cl1A 127.0(5) . 2_756 ? Cl1 C4 Cl1A 20.50(17) 2_756 2_756 ? Cl1 C4 H4A 106.8 . . ? Cl1A C4 H4A 126.5 . . ? Cl1 C4 H4A 106.8 2_756 . ? Cl1A C4 H4A 86.5 2_756 . ? Cl1 C4 H4B 106.8 . . ? Cl1A C4 H4B 94.1 . . ? Cl1 C4 H4B 106.8 2_756 . ? Cl1A C4 H4B 116.7 2_756 . ? H4A C4 H4B 106.7 . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 1.623 _refine_diff_density_min -0.765 _refine_diff_density_rms 0.093 data_wn59 _database_code_depnum_ccdc_archive 'CCDC 257899' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C48 H48 N6 F6 Cu 2+, (BF4)2-, (C H2 Cl2)2' _chemical_formula_sum 'C50 H52 B2 Cl4 F14 N6 Zn' _chemical_formula_weight 1231.77 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' F F 0.0171 0.0103 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' 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 14.173(3) _cell_length_b 10.024(3) _cell_length_c 19.624(3) _cell_angle_alpha 90.00 _cell_angle_beta 109.28(3) _cell_angle_gamma 90.00 _cell_volume 2631.6(10) _cell_formula_units_Z 2 _cell_measurement_temperature 186(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 10 _cell_measurement_theta_max 25 _exptl_crystal_description 'irregular shape' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.5 _exptl_crystal_size_min 0.4 _exptl_crystal_density_diffrn 1.555 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1256 _exptl_absorpt_coefficient_mu 0.762 _exptl_absorpt_correction_type none _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 186(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CAD-4 Enraf-Nonius' _diffrn_measurement_method \w-2\q _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 200 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 4 _diffrn_reflns_number 3267 _diffrn_reflns_av_R_equivalents 0.0242 _diffrn_reflns_av_sigmaI/netI 0.1936 _diffrn_reflns_limit_h_min -3 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.20 _diffrn_reflns_theta_max 21.51 _reflns_number_total 3015 _reflns_number_gt 1400 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CAD-4 Enraf-Nonius' _computing_cell_refinement ; B. A. Frenz, SDP-Structure Determination Package, Version 3.0, Enraf-Nonius, Delft (1985) ; _computing_data_reduction ; B. A. Frenz, SDP-Structure Determination Package, Version 3.0, Enraf-Nonius, Delft (1985) ; _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0257P)^2^+0.6247P] 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 3015 _refine_ls_number_parameters 381 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1949 _refine_ls_R_factor_gt 0.0730 _refine_ls_wR_factor_ref 0.1199 _refine_ls_wR_factor_gt 0.0913 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.020 _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 Zn Zn 1.0000 0.0000 1.0000 0.0290(5) Uani 1 2 d S . . C1 C 1.1647(6) 0.0207(9) 1.1151(4) 0.027(3) Uani 1 1 d . . . H1A H 1.1941 0.0439 1.1669 0.032 Uiso 1 1 calc R . . H1B H 1.2191 -0.0050 1.0965 0.032 Uiso 1 1 calc R . . N1 N 1.1068(5) 0.1334(8) 1.0737(4) 0.024(2) Uani 1 1 d . . . C11 C 1.1721(7) 0.2408(10) 1.0603(5) 0.033(3) Uani 1 1 d . . . H11A H 1.1290 0.3153 1.0347 0.040 Uiso 1 1 calc R . . H11B H 1.2068 0.2050 1.0279 0.040 Uiso 1 1 calc R . . C12 C 1.2492(8) 0.2952(10) 1.1268(5) 0.026(3) Uani 1 1 d . . . C13 C 1.2230(7) 0.3897(10) 1.1683(5) 0.036(3) Uani 1 1 d . . . H13 H 1.1555 0.4189 1.1551 0.044 Uiso 1 1 calc R . . C14 C 1.2932(9) 0.4423(11) 1.2288(6) 0.050(3) Uani 1 1 d . . . H14 H 1.2755 0.5085 1.2571 0.059 Uiso 1 1 calc R . . C15 C 1.3892(9) 0.3965(13) 1.2470(6) 0.047(3) Uani 1 1 d . . . C16 C 1.4198(7) 0.3044(12) 1.2087(6) 0.051(4) Uani 1 1 d . . . H16 H 1.4876 0.2767 1.2220 0.061 Uiso 1 1 calc R . . C17 C 1.3473(8) 0.2529(11) 1.1491(6) 0.041(3) Uani 1 1 d . . . H17 H 1.3657 0.1850 1.1221 0.049 Uiso 1 1 calc R . . F11 F 1.4593(5) 0.4479(6) 1.3074(3) 0.071(2) Uani 1 1 d . . . N2 N 0.9627(5) 0.0673(7) 1.0954(4) 0.022(2) Uani 1 1 d . . . C2 C 1.0337(7) 0.1779(9) 1.1068(5) 0.029(3) Uani 1 1 d . . . H2A H 1.0663 0.1954 1.1590 0.034 Uiso 1 1 calc R . . H2B H 0.9996 0.2603 1.0833 0.034 Uiso 1 1 calc R . . C21 C 0.8737(7) 0.1043(10) 1.1163(5) 0.035(3) Uani 1 1 d . . . H21A H 0.8935 0.1061 1.1696 0.042 Uiso 1 1 calc R . . H21B H 0.8519 0.1953 1.0984 0.042 Uiso 1 1 calc R . . C22 C 0.7879(7) 0.0109(13) 1.0874(5) 0.027(3) Uani 1 1 d . . . C23 C 0.7795(9) -0.1053(12) 1.1222(5) 0.043(3) Uani 1 1 d . . . H23 H 0.8316 -0.1307 1.1648 0.052 Uiso 1 1 calc R . . C24 C 0.6959(9) -0.1860(12) 1.0956(7) 0.056(4) Uani 1 1 d . . . H24 H 0.6898 -0.2655 1.1202 0.067 Uiso 1 1 calc R . . C25 C 0.6238(9) -0.1498(14) 1.0346(8) 0.057(4) Uani 1 1 d . . . C26 C 0.6256(8) -0.0364(12) 0.9980(6) 0.043(3) Uani 1 1 d . . . H26 H 0.5722 -0.0133 0.9556 0.052 Uiso 1 1 calc R . . C27 C 0.7092(8) 0.0451(10) 1.0252(5) 0.036(3) Uani 1 1 d . . . H27 H 0.7129 0.1258 1.0008 0.043 Uiso 1 1 calc R . . F21 F 0.5417(4) -0.2295(7) 1.0086(4) 0.086(2) Uani 1 1 d . . . C3 C 1.0150(6) -0.0486(9) 1.1369(4) 0.025(3) Uani 1 1 d . . . H3A H 1.0473 -0.0244 1.1883 0.030 Uiso 1 1 calc R . . H3B H 0.9674 -0.1224 1.1340 0.030 Uiso 1 1 calc R . . N3 N 1.0906(5) -0.0892(8) 1.1046(4) 0.024(2) Uani 1 1 d . . . C31 C 1.1407(7) -0.2145(9) 1.1387(5) 0.033(3) Uani 1 1 d . . . H31A H 1.1772 -0.1965 1.1903 0.040 Uiso 1 1 calc R . . H31B H 1.0887 -0.2819 1.1364 0.040 Uiso 1 1 calc R . . C32 C 1.2119(7) -0.2720(10) 1.1055(5) 0.027(3) Uani 1 1 d . . . C33 C 1.3155(8) -0.2533(10) 1.1378(5) 0.032(3) Uani 1 1 d . . . H33 H 1.3391 -0.1976 1.1791 0.038 Uiso 1 1 calc R . . C34 C 1.3839(7) -0.3131(10) 1.1115(5) 0.035(3) Uani 1 1 d . . . H34 H 1.4535 -0.2962 1.1319 0.042 Uiso 1 1 calc R . . C35 C 1.3464(8) -0.3978(10) 1.0545(6) 0.033(3) Uani 1 1 d . . . C36 C 1.2472(8) -0.4227(10) 1.0201(5) 0.034(3) Uani 1 1 d . . . H36 H 1.2253 -0.4812 0.9799 0.041 Uiso 1 1 calc R . . C37 C 1.1791(8) -0.3575(9) 1.0471(5) 0.032(3) Uani 1 1 d . . . H37 H 1.1095 -0.3724 1.0249 0.039 Uiso 1 1 calc R . . F31 F 1.4120(4) -0.4659(6) 1.0303(3) 0.0536(19) Uani 1 1 d . . . C10 C 1.3622(9) -0.0825(11) 1.3653(6) 0.076(4) Uani 1 1 d . . . H10A H 1.4228 -0.0708 1.4080 0.092 Uiso 1 1 calc R . . H10B H 1.3039 -0.0539 1.3789 0.092 Uiso 1 1 calc R . . B B 1.0561(15) 0.0333(18) 1.3409(9) 0.048(4) Uani 1 1 d . . . F1 F 1.064(2) 0.089(5) 1.4042(12) 0.102(15) Uani 0.52(4) 1 d P A 1 F2 F 0.970(2) 0.039(4) 1.2908(10) 0.117(19) Uani 0.52(4) 1 d P A 1 F3 F 1.100(2) -0.079(2) 1.3398(16) 0.089(11) Uani 0.52(4) 1 d P A 1 F4 F 1.114(3) 0.121(3) 1.333(3) 0.28(2) Uani 0.52(4) 1 d P A 1 F1A F 1.0266(18) 0.012(3) 1.4032(14) 0.067(7) Uani 0.48(4) 1 d P A 2 F2A F 0.980(3) -0.037(5) 1.301(2) 0.17(2) Uani 0.48(4) 1 d P A 2 F3A F 1.145(2) -0.021(5) 1.3427(16) 0.105(16) Uani 0.48(4) 1 d P A 2 F4A F 1.048(2) 0.144(2) 1.3025(12) 0.081(10) Uiso 0.48(4) 1 d P A 2 Cl1 Cl 1.37129(19) 0.0195(3) 1.29558(13) 0.0527(9) Uani 1 1 d . . . Cl2 Cl 1.3491(3) -0.2497(4) 1.34200(18) 0.0847(12) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn 0.0289(11) 0.0301(11) 0.0248(11) -0.0035(11) 0.0046(8) -0.0026(11) C1 0.035(6) 0.021(7) 0.026(5) -0.004(6) 0.013(5) 0.007(6) N1 0.018(5) 0.027(6) 0.024(5) 0.005(4) 0.004(4) 0.009(4) C11 0.045(7) 0.031(7) 0.032(7) 0.004(6) 0.022(6) 0.001(6) C12 0.037(8) 0.021(7) 0.019(7) -0.002(6) 0.008(6) -0.005(6) C13 0.031(7) 0.035(8) 0.040(8) 0.007(6) 0.007(6) -0.008(6) C14 0.045(8) 0.056(9) 0.051(8) 0.000(7) 0.019(7) -0.006(8) C15 0.056(9) 0.044(9) 0.031(8) 0.008(7) 0.003(7) -0.016(8) C16 0.018(7) 0.057(10) 0.071(10) -0.017(8) 0.006(7) -0.010(7) C17 0.038(8) 0.034(8) 0.058(9) -0.003(7) 0.027(7) -0.003(7) F11 0.072(5) 0.070(6) 0.059(5) -0.014(4) 0.006(4) -0.022(4) N2 0.017(5) 0.015(5) 0.029(5) 0.003(4) 0.001(4) -0.001(4) C2 0.041(7) 0.019(7) 0.026(6) 0.000(5) 0.011(6) 0.002(6) C21 0.030(7) 0.036(7) 0.045(7) 0.007(6) 0.020(6) 0.015(6) C22 0.026(6) 0.038(8) 0.027(6) 0.001(7) 0.020(5) 0.010(7) C23 0.049(9) 0.055(9) 0.036(8) 0.014(7) 0.028(7) 0.014(7) C24 0.053(9) 0.044(9) 0.080(11) 0.013(8) 0.033(8) -0.004(8) C25 0.033(9) 0.062(11) 0.086(12) -0.022(9) 0.033(9) -0.023(8) C26 0.039(8) 0.053(11) 0.047(8) -0.002(7) 0.027(7) 0.011(7) C27 0.041(7) 0.027(8) 0.054(8) 0.001(6) 0.035(7) 0.009(7) F21 0.058(5) 0.079(5) 0.134(6) -0.028(5) 0.050(5) -0.027(4) C3 0.014(6) 0.043(8) 0.016(6) 0.003(5) 0.004(5) -0.001(5) N3 0.024(5) 0.016(5) 0.031(5) 0.001(4) 0.009(4) 0.002(4) C31 0.021(6) 0.033(7) 0.041(7) 0.002(6) 0.004(6) 0.002(6) C32 0.029(7) 0.032(7) 0.019(7) 0.007(6) 0.005(6) 0.010(6) C33 0.035(7) 0.026(7) 0.020(6) 0.004(6) -0.010(6) -0.004(6) C34 0.023(7) 0.044(8) 0.039(7) -0.001(6) 0.011(6) 0.003(6) C35 0.038(8) 0.027(7) 0.037(7) 0.000(6) 0.018(6) 0.016(6) C36 0.047(8) 0.029(7) 0.028(7) 0.002(6) 0.013(6) -0.003(7) C37 0.039(8) 0.025(7) 0.020(7) 0.004(6) -0.008(6) -0.011(6) F31 0.058(4) 0.057(5) 0.049(4) -0.004(4) 0.022(3) 0.025(4) C10 0.092(11) 0.086(11) 0.049(8) -0.007(8) 0.021(8) -0.007(9) B 0.057(14) 0.044(14) 0.046(11) 0.023(10) 0.020(11) 0.012(11) F1 0.07(2) 0.17(3) 0.037(12) -0.058(18) -0.024(11) 0.08(2) F2 0.05(2) 0.28(5) 0.005(10) -0.006(14) -0.004(10) 0.05(3) F3 0.08(3) 0.040(15) 0.137(19) 0.023(13) 0.03(2) 0.022(15) F4 0.12(3) 0.11(2) 0.57(7) 0.06(3) 0.03(3) -0.10(2) F1A 0.060(13) 0.094(18) 0.044(12) -0.005(13) 0.013(10) -0.031(13) F2A 0.11(4) 0.24(5) 0.17(3) -0.05(3) 0.08(3) -0.13(4) F3A 0.037(14) 0.19(5) 0.090(15) -0.05(3) 0.025(11) 0.03(2) Cl1 0.0551(19) 0.047(2) 0.0513(19) -0.0035(19) 0.0115(15) -0.0053(19) Cl2 0.102(3) 0.070(3) 0.079(3) 0.013(2) 0.028(2) -0.030(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn N1 2.174(7) 3_757 ? Zn N1 2.174(7) . ? Zn N2 2.212(7) . ? Zn N2 2.212(7) 3_757 ? Zn N3 2.218(7) . ? Zn N3 2.218(7) 3_757 ? C1 N1 1.473(10) . ? C1 N3 1.489(10) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? N1 C2 1.464(9) . ? N1 C11 1.499(11) . ? C11 C12 1.500(12) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.378(12) . ? C12 C17 1.380(13) . ? C13 C14 1.378(12) . ? C13 H13 0.9500 . ? C14 C15 1.367(14) . ? C14 H14 0.9500 . ? C15 C16 1.349(13) . ? C15 F11 1.372(11) . ? C16 C17 1.377(12) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? N2 C2 1.463(10) . ? N2 C3 1.471(9) . ? N2 C21 1.496(10) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C21 C22 1.490(12) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.375(13) . ? C22 C27 1.398(11) . ? C23 C24 1.386(13) . ? C23 H23 0.9500 . ? C24 C25 1.342(14) . ? C24 H24 0.9500 . ? C25 C26 1.349(14) . ? C25 F21 1.364(12) . ? C26 C27 1.393(12) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C3 N3 1.471(10) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? N3 C31 1.489(10) . ? C31 C32 1.486(12) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 C37 1.383(12) . ? C32 C33 1.406(12) . ? C33 C34 1.376(12) . ? C33 H33 0.9500 . ? C34 C35 1.364(12) . ? C34 H34 0.9500 . ? C35 F31 1.359(10) . ? C35 C36 1.366(12) . ? C36 C37 1.406(12) . ? C36 H36 0.9500 . ? C37 H37 0.9500 . ? C10 Cl2 1.731(11) . ? C10 Cl1 1.747(11) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? B F4 1.24(3) . ? B F3 1.29(3) . ? B F2 1.30(3) . ? B F2A 1.31(4) . ? B F4A 1.33(3) . ? B F1 1.33(2) . ? B F3A 1.36(3) . ? B F1A 1.43(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 N1 Zn N1 180.000(1) 3_757 . ? N1 Zn N2 116.2(3) 3_757 . ? N1 Zn N2 63.8(3) . . ? N1 Zn N2 63.8(3) 3_757 3_757 ? N1 Zn N2 116.2(3) . 3_757 ? N2 Zn N2 180.000(2) . 3_757 ? N1 Zn N3 115.5(3) 3_757 . ? N1 Zn N3 64.5(3) . . ? N2 Zn N3 64.3(3) . . ? N2 Zn N3 115.7(3) 3_757 . ? N1 Zn N3 64.5(3) 3_757 3_757 ? N1 Zn N3 115.5(3) . 3_757 ? N2 Zn N3 115.7(3) . 3_757 ? N2 Zn N3 64.3(3) 3_757 3_757 ? N3 Zn N3 180.0(3) . 3_757 ? N1 C1 N3 104.6(7) . . ? N1 C1 H1A 110.8 . . ? N3 C1 H1A 110.8 . . ? N1 C1 H1B 110.8 . . ? N3 C1 H1B 110.8 . . ? H1A C1 H1B 108.9 . . ? C2 N1 C1 109.6(7) . . ? C2 N1 C11 115.3(7) . . ? C1 N1 C11 112.6(7) . . ? C2 N1 Zn 92.5(5) . . ? C1 N1 Zn 91.9(5) . . ? C11 N1 Zn 131.3(6) . . ? N1 C11 C12 115.0(7) . . ? N1 C11 H11A 108.5 . . ? C12 C11 H11A 108.5 . . ? N1 C11 H11B 108.5 . . ? C12 C11 H11B 108.5 . . ? H11A C11 H11B 107.5 . . ? C13 C12 C17 117.6(10) . . ? C13 C12 C11 120.2(10) . . ? C17 C12 C11 122.2(10) . . ? C14 C13 C12 120.9(10) . . ? C14 C13 H13 119.5 . . ? C12 C13 H13 119.5 . . ? C15 C14 C13 118.0(11) . . ? C15 C14 H14 121.0 . . ? C13 C14 H14 121.0 . . ? C16 C15 C14 124.1(11) . . ? C16 C15 F11 117.6(11) . . ? C14 C15 F11 118.2(12) . . ? C15 C16 C17 116.2(11) . . ? C15 C16 H16 121.9 . . ? C17 C16 H16 121.9 . . ? C16 C17 C12 123.1(11) . . ? C16 C17 H17 118.5 . . ? C12 C17 H17 118.5 . . ? C2 N2 C3 108.6(6) . . ? C2 N2 C21 111.7(7) . . ? C3 N2 C21 111.1(7) . . ? C2 N2 Zn 90.9(5) . . ? C3 N2 Zn 90.6(5) . . ? C21 N2 Zn 140.0(6) . . ? N2 C2 N1 104.7(7) . . ? N2 C2 H2A 110.8 . . ? N1 C2 H2A 110.8 . . ? N2 C2 H2B 110.8 . . ? N1 C2 H2B 110.8 . . ? H2A C2 H2B 108.9 . . ? C22 C21 N2 113.4(8) . . ? C22 C21 H21A 108.9 . . ? N2 C21 H21A 108.9 . . ? C22 C21 H21B 108.9 . . ? N2 C21 H21B 108.9 . . ? H21A C21 H21B 107.7 . . ? C23 C22 C27 117.8(10) . . ? C23 C22 C21 122.5(10) . . ? C27 C22 C21 119.6(11) . . ? C22 C23 C24 120.7(11) . . ? C22 C23 H23 119.6 . . ? C24 C23 H23 119.6 . . ? C25 C24 C23 118.9(12) . . ? C25 C24 H24 120.6 . . ? C23 C24 H24 120.6 . . ? C24 C25 C26 124.0(12) . . ? C24 C25 F21 118.7(13) . . ? C26 C25 F21 117.3(13) . . ? C25 C26 C27 117.0(11) . . ? C25 C26 H26 121.5 . . ? C27 C26 H26 121.5 . . ? C26 C27 C22 121.5(10) . . ? C26 C27 H27 119.2 . . ? C22 C27 H27 119.2 . . ? N3 C3 N2 106.6(7) . . ? N3 C3 H3A 110.4 . . ? N2 C3 H3A 110.4 . . ? N3 C3 H3B 110.4 . . ? N2 C3 H3B 110.4 . . ? H3A C3 H3B 108.6 . . ? C3 N3 C31 110.3(7) . . ? C3 N3 C1 108.4(7) . . ? C31 N3 C1 110.6(7) . . ? C3 N3 Zn 90.3(5) . . ? C31 N3 Zn 143.3(6) . . ? C1 N3 Zn 89.8(5) . . ? C32 C31 N3 115.0(8) . . ? C32 C31 H31A 108.5 . . ? N3 C31 H31A 108.5 . . ? C32 C31 H31B 108.5 . . ? N3 C31 H31B 108.5 . . ? H31A C31 H31B 107.5 . . ? C37 C32 C33 118.1(10) . . ? C37 C32 C31 120.8(10) . . ? C33 C32 C31 120.7(10) . . ? C34 C33 C32 122.2(10) . . ? C34 C33 H33 118.9 . . ? C32 C33 H33 118.9 . . ? C35 C34 C33 116.5(10) . . ? C35 C34 H34 121.7 . . ? C33 C34 H34 121.7 . . ? F31 C35 C34 118.2(10) . . ? F31 C35 C36 116.6(10) . . ? C34 C35 C36 125.2(10) . . ? C35 C36 C37 116.8(9) . . ? C35 C36 H36 121.6 . . ? C37 C36 H36 121.6 . . ? C32 C37 C36 121.0(9) . . ? C32 C37 H37 119.5 . . ? C36 C37 H37 119.5 . . ? Cl2 C10 Cl1 112.9(6) . . ? Cl2 C10 H10A 109.0 . . ? Cl1 C10 H10A 109.0 . . ? Cl2 C10 H10B 109.0 . . ? Cl1 C10 H10B 109.0 . . ? H10A C10 H10B 107.8 . . ? F4 B F3 106(3) . . ? F4 B F2 112(3) . . ? F3 B F2 111(3) . . ? F4 B F2A 138(3) . . ? F3 B F2A 80(3) . . ? F2 B F2A 35(3) . . ? F4 B F4A 43.7(18) . . ? F3 B F4A 132(2) . . ? F2 B F4A 69.3(19) . . ? F2A B F4A 102(3) . . ? F4 B F1 88(4) . . ? F3 B F1 119(2) . . ? F2 B F1 117(2) . . ? F2A B F1 126(3) . . ? F4A B F1 98(3) . . ? F4 B F3A 69(2) . . ? F3 B F3A 37.8(16) . . ? F2 B F3A 132(2) . . ? F2A B F3A 112(3) . . ? F4A B F3A 105(3) . . ? F1 B F3A 110(2) . . ? F4 B F1A 127(3) . . ? F3 B F1A 99(2) . . ? F2 B F1A 101(2) . . ? F2A B F1A 91(2) . . ? F4A B F1A 128(2) . . ? F1 B F1A 39.5(19) . . ? F3A B F1A 117(2) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 21.51 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.356 _refine_diff_density_min -0.323 _refine_diff_density_rms 0.083