# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Yongshu Xie' _publ_contact_author_email yshxie@ecust.edu.cn loop_ _publ_author_name 'Yubin Ding' 'Yongshu Xie' 'Xin Li' J.P.Hill 'Weibing Zhang' 'Weihong Zhu' data_100904e _database_code_depnum_ccdc_archive 'CCDC 808307' #TrackingRef 'Zn-1-Xie-dh8.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H12 F10 N4 O2 Zn' _chemical_formula_weight 739.83 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 56.690(5) _cell_length_b 7.6550(8) _cell_length_c 13.1551(12) _cell_angle_alpha 90.00 _cell_angle_beta 92.7360(10) _cell_angle_gamma 90.00 _cell_volume 5702.3(9) _cell_formula_units_Z 8 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 3007 _cell_measurement_theta_min 2.158 _cell_measurement_theta_max 22.307 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.46 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.724 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2944 _exptl_absorpt_coefficient_mu 0.967 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6539 _exptl_absorpt_correction_T_max 0.8227 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 13570 _diffrn_reflns_av_R_equivalents 0.0655 _diffrn_reflns_av_sigmaI/netI 0.0844 _diffrn_reflns_limit_h_min -67 _diffrn_reflns_limit_h_max 42 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.44 _diffrn_reflns_theta_max 25.02 _reflns_number_total 5012 _reflns_number_gt 3260 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _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^)+(0.0491P)^2^+41.1877P] 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 5012 _refine_ls_number_parameters 442 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1155 _refine_ls_R_factor_gt 0.0729 _refine_ls_wR_factor_ref 0.1770 _refine_ls_wR_factor_gt 0.1570 _refine_ls_goodness_of_fit_ref 1.081 _refine_ls_restrained_S_all 1.081 _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 Zn1 Zn 0.623635(13) 0.61271(11) 0.52864(6) 0.0386(2) Uani 1 1 d . . . F1 F 0.71257(8) 0.6251(8) 0.4398(4) 0.0845(16) Uani 1 1 d . . . F2 F 0.75886(8) 0.5635(8) 0.4573(4) 0.0972(18) Uani 1 1 d . . . F3 F 0.77683(7) 0.3645(8) 0.6119(4) 0.0959(18) Uani 1 1 d . . . F4 F 0.74798(9) 0.2248(8) 0.7471(4) 0.0958(18) Uani 1 1 d . . . F5 F 0.70153(7) 0.2851(7) 0.7290(3) 0.0740(14) Uani 1 1 d . . . F6 F 0.53462(7) 0.4810(6) 0.4286(4) 0.0644(12) Uani 1 1 d . . . F7 F 0.48975(8) 0.5459(7) 0.3685(4) 0.0847(16) Uani 1 1 d . . . F8 F 0.47452(7) 0.8791(8) 0.3443(4) 0.0848(17) Uani 1 1 d . . . F9 F 0.50485(8) 1.1467(7) 0.3762(4) 0.0775(15) Uani 1 1 d . . . F10 F 0.54987(7) 1.0827(6) 0.4364(3) 0.0625(12) Uani 1 1 d . . . N1 N 0.64085(8) 0.3889(7) 0.5171(4) 0.0339(12) Uani 1 1 d . . . N2 N 0.65030(9) 0.7192(8) 0.6155(4) 0.0416(14) Uani 1 1 d . . . N3 N 0.60875(8) 0.7199(7) 0.4041(4) 0.0355(13) Uani 1 1 d . . . N4 N 0.59553(8) 0.6637(7) 0.6111(4) 0.0379(13) Uani 1 1 d . . . O1 O 0.59304(8) 0.3296(7) 0.4658(4) 0.0560(14) Uani 1 1 d . . . O2 O 0.65733(8) 0.6812(8) 0.3689(4) 0.0620(15) Uani 1 1 d . . . C1 C 0.60795(12) 0.2167(10) 0.4520(5) 0.0459(18) Uani 1 1 d . . . H1 H 0.6028 0.1108 0.4242 0.055 Uiso 1 1 calc R . . C2 C 0.63244(11) 0.2374(8) 0.4756(5) 0.0358(15) Uani 1 1 d . . . C3 C 0.65064(13) 0.1195(10) 0.4642(5) 0.0493(18) Uani 1 1 d . . . H3 H 0.6493 0.0064 0.4388 0.059 Uiso 1 1 calc R . . C4 C 0.67100(12) 0.2018(10) 0.4974(5) 0.0492(18) Uani 1 1 d . . . H4 H 0.6862 0.1559 0.4978 0.059 Uiso 1 1 calc R . . C5 C 0.66460(10) 0.3690(9) 0.5310(4) 0.0354(15) Uani 1 1 d . . . C6 C 0.67976(10) 0.4992(9) 0.5768(5) 0.0360(15) Uani 1 1 d . . . C7 C 0.67337(11) 0.6543(10) 0.6178(5) 0.0428(17) Uani 1 1 d . . . C8 C 0.68808(12) 0.7734(10) 0.6770(5) 0.0499(19) Uani 1 1 d . . . H8 H 0.7043 0.7655 0.6892 0.060 Uiso 1 1 calc R . . C9 C 0.67381(13) 0.8983(11) 0.7114(6) 0.058(2) Uani 1 1 d . . . H9 H 0.6782 0.9911 0.7539 0.070 Uiso 1 1 calc R . . C10 C 0.65105(12) 0.8611(10) 0.6706(5) 0.0505(19) Uani 1 1 d . . . H10 H 0.6379 0.9300 0.6817 0.061 Uiso 1 1 calc R . . C11 C 0.70561(11) 0.4589(9) 0.5838(5) 0.0378(15) Uani 1 1 d . . . C12 C 0.72086(12) 0.5258(10) 0.5157(5) 0.0478(18) Uani 1 1 d . . . C13 C 0.74469(12) 0.4955(12) 0.5256(6) 0.058(2) Uani 1 1 d . . . C14 C 0.75362(12) 0.3935(12) 0.6037(6) 0.058(2) Uani 1 1 d . . . C15 C 0.73897(13) 0.3233(11) 0.6716(6) 0.056(2) Uani 1 1 d . . . C16 C 0.71525(11) 0.3548(9) 0.6602(5) 0.0428(17) Uani 1 1 d . . . C17 C 0.64316(12) 0.7121(10) 0.2997(6) 0.0471(18) Uani 1 1 d . . . H17 H 0.6487 0.7190 0.2344 0.057 Uiso 1 1 calc R . . C18 C 0.61840(10) 0.7391(9) 0.3115(5) 0.0360(15) Uani 1 1 d . . . C19 C 0.60106(12) 0.7884(11) 0.2387(5) 0.054(2) Uani 1 1 d . . . H19 H 0.6033 0.8119 0.1705 0.064 Uiso 1 1 calc R . . C20 C 0.58019(11) 0.7957(10) 0.2859(5) 0.0484(18) Uani 1 1 d . . . H20 H 0.5655 0.8248 0.2563 0.058 Uiso 1 1 calc R . . C21 C 0.58537(10) 0.7503(8) 0.3886(4) 0.0331(14) Uani 1 1 d . . . C22 C 0.56861(10) 0.7443(8) 0.4666(4) 0.0329(14) Uani 1 1 d . . . C23 C 0.57334(10) 0.7069(8) 0.5681(4) 0.0323(14) Uani 1 1 d . . . C24 C 0.55695(11) 0.7139(10) 0.6477(5) 0.0443(17) Uani 1 1 d . . . H24 H 0.5409 0.7397 0.6402 0.053 Uiso 1 1 calc R . . C25 C 0.56913(12) 0.6762(10) 0.7354(5) 0.0498(19) Uani 1 1 d . . . H25 H 0.5633 0.6716 0.8003 0.060 Uiso 1 1 calc R . . C26 C 0.59276(11) 0.6450(10) 0.7080(5) 0.0469(18) Uani 1 1 d . . . H26 H 0.6049 0.6144 0.7545 0.056 Uiso 1 1 calc R . . C27 C 0.54360(10) 0.7805(8) 0.4339(4) 0.0328(14) Uani 1 1 d . . . C28 C 0.52773(11) 0.6455(9) 0.4154(5) 0.0422(17) Uani 1 1 d . . . C29 C 0.50465(12) 0.6763(11) 0.3859(5) 0.051(2) Uani 1 1 d . . . C30 C 0.49705(12) 0.8468(13) 0.3731(5) 0.053(2) Uani 1 1 d . . . C31 C 0.51240(12) 0.9818(11) 0.3892(5) 0.0494(19) Uani 1 1 d . . . C32 C 0.53525(11) 0.9485(9) 0.4198(5) 0.0419(17) 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 Zn1 0.0320(4) 0.0468(5) 0.0369(4) -0.0031(4) 0.0017(3) 0.0066(4) F1 0.056(3) 0.122(5) 0.076(3) 0.048(3) 0.011(2) 0.005(3) F2 0.052(3) 0.142(5) 0.101(4) 0.008(4) 0.035(3) -0.015(3) F3 0.038(3) 0.136(5) 0.114(4) -0.017(4) 0.003(3) 0.021(3) F4 0.069(3) 0.120(5) 0.095(4) 0.030(4) -0.019(3) 0.028(3) F5 0.058(3) 0.101(4) 0.063(3) 0.029(3) 0.008(2) -0.005(3) F6 0.060(3) 0.049(3) 0.085(3) -0.007(2) 0.008(2) -0.008(2) F7 0.052(3) 0.105(4) 0.097(4) -0.020(3) 0.004(2) -0.032(3) F8 0.029(2) 0.148(5) 0.077(3) 0.002(3) -0.004(2) 0.015(3) F9 0.068(3) 0.080(4) 0.085(3) 0.017(3) 0.001(2) 0.030(3) F10 0.057(3) 0.048(3) 0.082(3) 0.005(2) 0.002(2) -0.002(2) N1 0.029(3) 0.042(3) 0.031(3) 0.000(3) 0.005(2) -0.002(2) N2 0.035(3) 0.048(4) 0.042(3) -0.009(3) 0.005(2) 0.004(3) N3 0.029(3) 0.047(3) 0.031(3) -0.003(3) 0.008(2) 0.000(2) N4 0.032(3) 0.055(4) 0.026(3) -0.003(3) 0.000(2) 0.009(3) O1 0.044(3) 0.067(4) 0.057(3) -0.011(3) -0.002(2) -0.001(3) O2 0.043(3) 0.088(4) 0.057(3) 0.007(3) 0.013(2) 0.001(3) C1 0.052(4) 0.050(5) 0.036(4) -0.008(3) 0.002(3) -0.011(4) C2 0.039(4) 0.034(4) 0.035(4) -0.002(3) 0.005(3) -0.005(3) C3 0.061(5) 0.037(4) 0.050(4) -0.015(4) 0.007(3) 0.000(4) C4 0.041(4) 0.056(5) 0.051(4) -0.009(4) 0.009(3) 0.003(4) C5 0.034(3) 0.042(4) 0.031(3) 0.000(3) 0.003(3) 0.002(3) C6 0.035(3) 0.043(4) 0.030(3) 0.001(3) 0.005(3) 0.008(3) C7 0.030(3) 0.058(5) 0.041(4) -0.007(3) 0.003(3) 0.000(3) C8 0.035(4) 0.061(5) 0.054(4) -0.015(4) -0.001(3) -0.003(4) C9 0.047(4) 0.055(5) 0.072(5) -0.014(4) -0.002(4) -0.003(4) C10 0.049(4) 0.047(5) 0.056(5) -0.023(4) 0.002(3) 0.011(4) C11 0.035(3) 0.042(4) 0.038(4) -0.006(3) 0.010(3) 0.002(3) C12 0.043(4) 0.053(5) 0.048(4) 0.005(4) 0.005(3) 0.004(4) C13 0.031(4) 0.084(6) 0.060(5) -0.003(5) 0.019(3) -0.003(4) C14 0.037(4) 0.075(6) 0.063(5) -0.015(5) -0.001(4) 0.010(4) C15 0.050(5) 0.061(5) 0.056(5) 0.001(4) -0.008(4) 0.014(4) C16 0.040(4) 0.044(4) 0.045(4) 0.000(3) 0.005(3) -0.002(3) C17 0.045(4) 0.054(5) 0.044(4) 0.001(4) 0.017(3) -0.002(4) C18 0.037(4) 0.040(4) 0.033(3) -0.001(3) 0.013(3) -0.005(3) C19 0.052(4) 0.081(6) 0.028(4) 0.000(4) 0.005(3) -0.005(4) C20 0.038(4) 0.071(5) 0.036(4) 0.008(4) 0.001(3) -0.005(4) C21 0.033(3) 0.038(4) 0.029(3) 0.004(3) 0.004(3) 0.001(3) C22 0.023(3) 0.041(4) 0.035(3) 0.000(3) 0.003(2) -0.005(3) C23 0.028(3) 0.034(4) 0.035(3) -0.001(3) 0.006(3) 0.000(3) C24 0.035(4) 0.057(5) 0.042(4) -0.001(3) 0.011(3) 0.006(3) C25 0.049(4) 0.070(5) 0.032(4) -0.002(4) 0.017(3) 0.014(4) C26 0.041(4) 0.064(5) 0.035(4) -0.005(4) -0.002(3) 0.007(4) C27 0.034(3) 0.036(4) 0.029(3) 0.002(3) 0.004(3) -0.005(3) C28 0.041(4) 0.045(5) 0.041(4) -0.002(3) 0.010(3) -0.001(3) C29 0.036(4) 0.071(6) 0.047(4) -0.010(4) 0.009(3) -0.020(4) C30 0.033(4) 0.096(7) 0.032(4) 0.002(4) 0.002(3) -0.002(4) C31 0.050(4) 0.063(5) 0.036(4) 0.009(4) 0.007(3) 0.014(4) C32 0.037(4) 0.046(5) 0.043(4) 0.002(3) 0.004(3) -0.005(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 Zn1 N1 1.981(5) . ? Zn1 N3 1.985(5) . ? Zn1 N4 2.008(5) . ? Zn1 N2 2.022(5) . ? F1 C12 1.323(8) . ? F2 C13 1.339(8) . ? F3 C14 1.334(8) . ? F4 C15 1.329(9) . ? F5 C16 1.333(8) . ? F6 C28 1.327(8) . ? F7 C29 1.321(8) . ? F8 C30 1.338(8) . ? F9 C31 1.341(9) . ? F10 C32 1.331(8) . ? N1 C5 1.358(7) . ? N1 C2 1.359(8) . ? N2 C10 1.305(8) . ? N2 C7 1.398(8) . ? N3 C21 1.352(7) . ? N3 C18 1.367(7) . ? N4 C26 1.299(8) . ? N4 C23 1.394(7) . ? O1 C1 1.228(8) . ? O2 C17 1.208(8) . ? C1 C2 1.417(9) . ? C1 H1 0.9300 . ? C2 C3 1.384(9) . ? C3 C4 1.368(9) . ? C3 H3 0.9300 . ? C4 C5 1.407(10) . ? C4 H4 0.9300 . ? C5 C6 1.430(9) . ? C6 C7 1.360(9) . ? C6 C11 1.496(8) . ? C7 C8 1.440(9) . ? C8 C9 1.344(10) . ? C8 H8 0.9300 . ? C9 C10 1.402(9) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 C12 1.373(9) . ? C11 C16 1.375(9) . ? C12 C13 1.371(9) . ? C13 C14 1.368(11) . ? C14 C15 1.360(11) . ? C15 C16 1.367(9) . ? C17 C18 1.434(9) . ? C17 H17 0.9300 . ? C18 C19 1.391(9) . ? C19 C20 1.363(9) . ? C19 H19 0.9300 . ? C20 C21 1.412(9) . ? C20 H20 0.9300 . ? C21 C22 1.432(8) . ? C22 C23 1.379(8) . ? C22 C27 1.488(8) . ? C23 C24 1.434(8) . ? C24 C25 1.347(9) . ? C24 H24 0.9300 . ? C25 C26 1.424(9) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27 C32 1.380(9) . ? C27 C28 1.384(9) . ? C28 C29 1.368(9) . ? C29 C30 1.382(11) . ? C30 C31 1.362(11) . ? C31 C32 1.362(9) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Zn1 N3 119.1(2) . . ? N1 Zn1 N4 128.0(2) . . ? N3 Zn1 N4 92.79(19) . . ? N1 Zn1 N2 92.0(2) . . ? N3 Zn1 N2 125.2(2) . . ? N4 Zn1 N2 102.0(2) . . ? C5 N1 C2 106.5(5) . . ? C5 N1 Zn1 125.1(4) . . ? C2 N1 Zn1 127.2(4) . . ? C10 N2 C7 106.1(5) . . ? C10 N2 Zn1 130.8(5) . . ? C7 N2 Zn1 122.8(4) . . ? C21 N3 C18 106.2(5) . . ? C21 N3 Zn1 124.8(4) . . ? C18 N3 Zn1 127.4(4) . . ? C26 N4 C23 106.0(5) . . ? C26 N4 Zn1 130.1(4) . . ? C23 N4 Zn1 123.4(4) . . ? O1 C1 C2 124.3(7) . . ? O1 C1 H1 117.9 . . ? C2 C1 H1 117.9 . . ? N1 C2 C3 110.6(6) . . ? N1 C2 C1 120.3(6) . . ? C3 C2 C1 129.1(6) . . ? C4 C3 C2 106.7(6) . . ? C4 C3 H3 126.7 . . ? C2 C3 H3 126.7 . . ? C3 C4 C5 107.0(6) . . ? C3 C4 H4 126.5 . . ? C5 C4 H4 126.5 . . ? N1 C5 C4 109.2(6) . . ? N1 C5 C6 123.4(6) . . ? C4 C5 C6 127.4(6) . . ? C7 C6 C5 127.5(6) . . ? C7 C6 C11 115.8(6) . . ? C5 C6 C11 116.7(6) . . ? C6 C7 N2 124.6(6) . . ? C6 C7 C8 127.5(6) . . ? N2 C7 C8 107.7(6) . . ? C9 C8 C7 106.9(6) . . ? C9 C8 H8 126.6 . . ? C7 C8 H8 126.6 . . ? C8 C9 C10 106.5(7) . . ? C8 C9 H9 126.7 . . ? C10 C9 H9 126.7 . . ? N2 C10 C9 112.7(6) . . ? N2 C10 H10 123.6 . . ? C9 C10 H10 123.6 . . ? C12 C11 C16 116.9(6) . . ? C12 C11 C6 121.9(6) . . ? C16 C11 C6 121.2(6) . . ? F1 C12 C13 118.8(7) . . ? F1 C12 C11 119.7(6) . . ? C13 C12 C11 121.5(7) . . ? F2 C13 C14 120.9(7) . . ? F2 C13 C12 119.3(7) . . ? C14 C13 C12 119.7(7) . . ? F3 C14 C15 120.9(8) . . ? F3 C14 C13 118.9(7) . . ? C15 C14 C13 120.2(7) . . ? F4 C15 C14 119.3(7) . . ? F4 C15 C16 121.6(7) . . ? C14 C15 C16 119.1(7) . . ? F5 C16 C15 117.2(6) . . ? F5 C16 C11 120.3(6) . . ? C15 C16 C11 122.5(7) . . ? O2 C17 C18 124.4(6) . . ? O2 C17 H17 117.8 . . ? C18 C17 H17 117.8 . . ? N3 C18 C19 110.0(5) . . ? N3 C18 C17 121.1(6) . . ? C19 C18 C17 128.9(6) . . ? C20 C19 C18 107.4(6) . . ? C20 C19 H19 126.3 . . ? C18 C19 H19 126.3 . . ? C19 C20 C21 106.3(6) . . ? C19 C20 H20 126.9 . . ? C21 C20 H20 126.9 . . ? N3 C21 C20 110.1(5) . . ? N3 C21 C22 124.4(5) . . ? C20 C21 C22 125.4(6) . . ? C23 C22 C21 126.6(5) . . ? C23 C22 C27 117.2(5) . . ? C21 C22 C27 116.3(5) . . ? C22 C23 N4 124.9(5) . . ? C22 C23 C24 126.6(6) . . ? N4 C23 C24 108.4(5) . . ? C25 C24 C23 107.1(6) . . ? C25 C24 H24 126.5 . . ? C23 C24 H24 126.5 . . ? C24 C25 C26 105.6(6) . . ? C24 C25 H25 127.2 . . ? C26 C25 H25 127.2 . . ? N4 C26 C25 112.9(6) . . ? N4 C26 H26 123.6 . . ? C25 C26 H26 123.6 . . ? C32 C27 C28 117.1(6) . . ? C32 C27 C22 121.9(6) . . ? C28 C27 C22 120.9(6) . . ? F6 C28 C29 118.2(6) . . ? F6 C28 C27 120.0(6) . . ? C29 C28 C27 121.8(7) . . ? F7 C29 C28 121.0(8) . . ? F7 C29 C30 120.0(7) . . ? C28 C29 C30 119.1(7) . . ? F8 C30 C31 119.9(8) . . ? F8 C30 C29 119.8(7) . . ? C31 C30 C29 120.3(7) . . ? F9 C31 C30 119.8(7) . . ? F9 C31 C32 120.5(7) . . ? C30 C31 C32 119.7(7) . . ? F10 C32 C31 118.7(7) . . ? F10 C32 C27 119.3(6) . . ? C31 C32 C27 122.0(7) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 Zn1 N1 C5 111.1(5) . . . . ? N4 Zn1 N1 C5 -128.5(5) . . . . ? N2 Zn1 N1 C5 -21.7(5) . . . . ? N3 Zn1 N1 C2 -55.0(5) . . . . ? N4 Zn1 N1 C2 65.4(6) . . . . ? N2 Zn1 N1 C2 172.2(5) . . . . ? N1 Zn1 N2 C10 -166.6(7) . . . . ? N3 Zn1 N2 C10 65.1(7) . . . . ? N4 Zn1 N2 C10 -37.0(7) . . . . ? N1 Zn1 N2 C7 20.2(5) . . . . ? N3 Zn1 N2 C7 -108.1(5) . . . . ? N4 Zn1 N2 C7 149.8(5) . . . . ? N1 Zn1 N3 C21 118.6(5) . . . . ? N4 Zn1 N3 C21 -18.5(5) . . . . ? N2 Zn1 N3 C21 -125.3(5) . . . . ? N1 Zn1 N3 C18 -45.1(6) . . . . ? N4 Zn1 N3 C18 177.8(5) . . . . ? N2 Zn1 N3 C18 71.1(6) . . . . ? N1 Zn1 N4 C26 56.3(7) . . . . ? N3 Zn1 N4 C26 -172.8(6) . . . . ? N2 Zn1 N4 C26 -45.9(7) . . . . ? N1 Zn1 N4 C23 -114.5(5) . . . . ? N3 Zn1 N4 C23 16.4(5) . . . . ? N2 Zn1 N4 C23 143.3(5) . . . . ? C5 N1 C2 C3 0.8(7) . . . . ? Zn1 N1 C2 C3 169.0(4) . . . . ? C5 N1 C2 C1 179.9(6) . . . . ? Zn1 N1 C2 C1 -12.0(8) . . . . ? O1 C1 C2 N1 0.5(10) . . . . ? O1 C1 C2 C3 179.4(7) . . . . ? N1 C2 C3 C4 -1.4(8) . . . . ? C1 C2 C3 C4 179.7(7) . . . . ? C2 C3 C4 C5 1.3(8) . . . . ? C2 N1 C5 C4 0.0(7) . . . . ? Zn1 N1 C5 C4 -168.5(4) . . . . ? C2 N1 C5 C6 -177.7(6) . . . . ? Zn1 N1 C5 C6 13.9(8) . . . . ? C3 C4 C5 N1 -0.8(8) . . . . ? C3 C4 C5 C6 176.7(6) . . . . ? N1 C5 C6 C7 3.8(10) . . . . ? C4 C5 C6 C7 -173.4(7) . . . . ? N1 C5 C6 C11 -178.3(5) . . . . ? C4 C5 C6 C11 4.5(10) . . . . ? C5 C6 C7 N2 -4.7(11) . . . . ? C11 C6 C7 N2 177.3(6) . . . . ? C5 C6 C7 C8 170.0(7) . . . . ? C11 C6 C7 C8 -7.9(10) . . . . ? C10 N2 C7 C6 174.0(7) . . . . ? Zn1 N2 C7 C6 -11.4(9) . . . . ? C10 N2 C7 C8 -1.6(8) . . . . ? Zn1 N2 C7 C8 173.0(5) . . . . ? C6 C7 C8 C9 -172.9(7) . . . . ? N2 C7 C8 C9 2.6(8) . . . . ? C7 C8 C9 C10 -2.5(9) . . . . ? C7 N2 C10 C9 0.1(8) . . . . ? Zn1 N2 C10 C9 -173.9(5) . . . . ? C8 C9 C10 N2 1.5(9) . . . . ? C7 C6 C11 C12 -81.8(8) . . . . ? C5 C6 C11 C12 100.0(8) . . . . ? C7 C6 C11 C16 97.1(8) . . . . ? C5 C6 C11 C16 -81.1(8) . . . . ? C16 C11 C12 F1 179.2(7) . . . . ? C6 C11 C12 F1 -1.9(11) . . . . ? C16 C11 C12 C13 -2.3(11) . . . . ? C6 C11 C12 C13 176.6(7) . . . . ? F1 C12 C13 F2 -1.5(12) . . . . ? C11 C12 C13 F2 180.0(7) . . . . ? F1 C12 C13 C14 179.8(7) . . . . ? C11 C12 C13 C14 1.3(12) . . . . ? F2 C13 C14 F3 1.0(12) . . . . ? C12 C13 C14 F3 179.6(7) . . . . ? F2 C13 C14 C15 -179.1(8) . . . . ? C12 C13 C14 C15 -0.4(13) . . . . ? F3 C14 C15 F4 0.1(12) . . . . ? C13 C14 C15 F4 -179.9(8) . . . . ? F3 C14 C15 C16 -179.4(7) . . . . ? C13 C14 C15 C16 0.6(12) . . . . ? F4 C15 C16 F5 1.2(11) . . . . ? C14 C15 C16 F5 -179.3(7) . . . . ? F4 C15 C16 C11 178.8(7) . . . . ? C14 C15 C16 C11 -1.7(12) . . . . ? C12 C11 C16 F5 -180.0(6) . . . . ? C6 C11 C16 F5 1.1(10) . . . . ? C12 C11 C16 C15 2.5(11) . . . . ? C6 C11 C16 C15 -176.4(7) . . . . ? C21 N3 C18 C19 2.3(8) . . . . ? Zn1 N3 C18 C19 168.4(5) . . . . ? C21 N3 C18 C17 -178.7(6) . . . . ? Zn1 N3 C18 C17 -12.6(9) . . . . ? O2 C17 C18 N3 -4.3(11) . . . . ? O2 C17 C18 C19 174.5(8) . . . . ? N3 C18 C19 C20 -1.5(9) . . . . ? C17 C18 C19 C20 179.5(7) . . . . ? C18 C19 C20 C21 0.2(9) . . . . ? C18 N3 C21 C20 -2.2(8) . . . . ? Zn1 N3 C21 C20 -168.7(5) . . . . ? C18 N3 C21 C22 -179.7(6) . . . . ? Zn1 N3 C21 C22 13.7(9) . . . . ? C19 C20 C21 N3 1.3(8) . . . . ? C19 C20 C21 C22 178.8(7) . . . . ? N3 C21 C22 C23 -0.2(11) . . . . ? C20 C21 C22 C23 -177.4(7) . . . . ? N3 C21 C22 C27 -179.6(6) . . . . ? C20 C21 C22 C27 3.2(10) . . . . ? C21 C22 C23 N4 -1.8(11) . . . . ? C27 C22 C23 N4 177.6(6) . . . . ? C21 C22 C23 C24 174.8(7) . . . . ? C27 C22 C23 C24 -5.8(10) . . . . ? C26 N4 C23 C22 177.6(7) . . . . ? Zn1 N4 C23 C22 -9.7(9) . . . . ? C26 N4 C23 C24 0.5(8) . . . . ? Zn1 N4 C23 C24 173.1(5) . . . . ? C22 C23 C24 C25 -177.0(7) . . . . ? N4 C23 C24 C25 0.1(8) . . . . ? C23 C24 C25 C26 -0.6(8) . . . . ? C23 N4 C26 C25 -0.8(8) . . . . ? Zn1 N4 C26 C25 -172.8(5) . . . . ? C24 C25 C26 N4 0.9(9) . . . . ? C23 C22 C27 C32 100.0(7) . . . . ? C21 C22 C27 C32 -80.5(8) . . . . ? C23 C22 C27 C28 -80.6(8) . . . . ? C21 C22 C27 C28 98.8(7) . . . . ? C32 C27 C28 F6 -179.3(6) . . . . ? C22 C27 C28 F6 1.3(9) . . . . ? C32 C27 C28 C29 -1.0(9) . . . . ? C22 C27 C28 C29 179.6(6) . . . . ? F6 C28 C29 F7 -1.7(10) . . . . ? C27 C28 C29 F7 180.0(6) . . . . ? F6 C28 C29 C30 179.1(6) . . . . ? C27 C28 C29 C30 0.8(10) . . . . ? F7 C29 C30 F8 0.8(10) . . . . ? C28 C29 C30 F8 180.0(6) . . . . ? F7 C29 C30 C31 -178.9(6) . . . . ? C28 C29 C30 C31 0.4(10) . . . . ? F8 C30 C31 F9 0.1(10) . . . . ? C29 C30 C31 F9 179.7(6) . . . . ? F8 C30 C31 C32 179.1(6) . . . . ? C29 C30 C31 C32 -1.2(10) . . . . ? F9 C31 C32 F10 -0.1(10) . . . . ? C30 C31 C32 F10 -179.1(6) . . . . ? F9 C31 C32 C27 -180.0(6) . . . . ? C30 C31 C32 C27 1.0(10) . . . . ? C28 C27 C32 F10 -179.8(6) . . . . ? C22 C27 C32 F10 -0.4(9) . . . . ? C28 C27 C32 C31 0.1(9) . . . . ? C22 C27 C32 C31 179.5(6) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.615 _refine_diff_density_min -0.926 _refine_diff_density_rms 0.093 # Attachment 'Zn-2-Xie-d0127.cif' data_101222k _database_code_depnum_ccdc_archive 'CCDC 808308' #TrackingRef 'Zn-2-Xie-d0127.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C45 H24 F10 N4 O3 Zn' _chemical_formula_weight 924.05 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 28.864(2) _cell_length_b 10.2060(10) _cell_length_c 14.8521(13) _cell_angle_alpha 90.00 _cell_angle_beta 115.894(2) _cell_angle_gamma 90.00 _cell_volume 3936.0(6) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 1358 _cell_measurement_theta_min 2.753 _cell_measurement_theta_max 18.751 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.559 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1864 _exptl_absorpt_coefficient_mu 0.720 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8577 _exptl_absorpt_correction_T_max 0.9186 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 9831 _diffrn_reflns_av_R_equivalents 0.0812 _diffrn_reflns_av_sigmaI/netI 0.0976 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.42 _diffrn_reflns_theta_max 25.02 _reflns_number_total 3460 _reflns_number_gt 1813 _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^)+(0.0147P)^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_extinction_coef ? _refine_ls_number_reflns 3460 _refine_ls_number_parameters 290 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1049 _refine_ls_R_factor_gt 0.0516 _refine_ls_wR_factor_ref 0.0946 _refine_ls_wR_factor_gt 0.0840 _refine_ls_goodness_of_fit_ref 1.009 _refine_ls_restrained_S_all 1.009 _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 Zn1 Zn 0.5000 0.34160(6) 0.2500 0.0571(2) Uani 1 2 d S . . N1 N 0.57480(10) 0.3188(3) 0.2994(2) 0.0470(7) Uani 1 1 d . . . N2 N 0.50176(12) 0.4820(3) 0.1499(2) 0.0511(8) Uani 1 1 d . . . F1 F 0.65290(8) 0.4597(2) 0.11032(19) 0.0868(8) Uani 1 1 d . . . F2 F 0.72870(9) 0.6204(3) 0.1181(2) 0.1132(10) Uani 1 1 d . . . F3 F 0.75040(9) 0.8392(3) 0.2291(2) 0.1293(11) Uani 1 1 d . . . F4 F 0.70041(12) 0.8914(3) 0.3399(3) 0.1678(16) Uani 1 1 d . . . F5 F 0.62686(11) 0.7293(3) 0.3359(2) 0.1357(12) Uani 1 1 d . . . O1 O 0.52508(10) 0.1630(2) 0.37137(19) 0.0647(7) Uani 1 1 d . . . O2 O 0.4641(3) 0.9365(7) 0.2790(7) 0.153(3) Uani 0.50 1 d P . . H2 H 0.4767 1.0077 0.3026 0.229 Uiso 0.50 1 calc PR . . C1 C 0.60162(15) 0.2338(4) 0.3732(3) 0.0512(10) Uani 1 1 d . . . C2 C 0.65414(15) 0.2573(4) 0.4096(3) 0.0666(11) Uani 1 1 d . . . H2A H 0.6806 0.2116 0.4602 0.080 Uiso 1 1 calc R . . C3 C 0.65923(14) 0.3608(4) 0.3563(3) 0.0669(12) Uani 1 1 d . . . H3 H 0.6900 0.3988 0.3639 0.080 Uiso 1 1 calc R . . C4 C 0.60966(14) 0.3992(4) 0.2883(3) 0.0494(10) Uani 1 1 d . . . C5 C 0.59459(15) 0.5054(3) 0.2194(3) 0.0522(10) Uani 1 1 d . . . C6 C 0.54635(16) 0.5429(4) 0.1555(3) 0.0529(10) Uani 1 1 d . . . C7 C 0.53115(17) 0.6496(4) 0.0868(3) 0.0659(11) Uani 1 1 d . . . H7 H 0.5531 0.7070 0.0754 0.079 Uiso 1 1 calc R . . C8 C 0.47995(17) 0.6522(4) 0.0417(3) 0.0728(12) Uani 1 1 d . . . H8 H 0.4591 0.7104 -0.0074 0.087 Uiso 1 1 calc R . . C9 C 0.46362(16) 0.5468(4) 0.0847(3) 0.0662(12) Uani 1 1 d . . . H9 H 0.4293 0.5273 0.0673 0.079 Uiso 1 1 calc R . . C10 C 0.63722(14) 0.5909(4) 0.2223(3) 0.0603(11) Uani 1 1 d . . . C11 C 0.66396(16) 0.5658(4) 0.1675(3) 0.0654(12) Uani 1 1 d . . . C12 C 0.70307(16) 0.6476(5) 0.1710(4) 0.0730(13) Uani 1 1 d . . . C13 C 0.71332(17) 0.7577(5) 0.2279(4) 0.0898(16) Uani 1 1 d . . . C14 C 0.6887(2) 0.7839(5) 0.2835(5) 0.1031(18) Uani 1 1 d . . . C15 C 0.65108(18) 0.7000(5) 0.2795(4) 0.0881(15) Uani 1 1 d . . . C16 C 0.57220(16) 0.1483(3) 0.4070(3) 0.0534(10) Uani 1 1 d . . . C17 C 0.59770(16) 0.0488(4) 0.4858(3) 0.0599(11) Uani 1 1 d . . . C18 C 0.57779(17) 0.0220(4) 0.5534(4) 0.0775(13) Uani 1 1 d . . . H18 H 0.5483 0.0654 0.5479 0.093 Uiso 1 1 calc R . . C19 C 0.6012(2) -0.0682(5) 0.6286(4) 0.0969(17) Uani 1 1 d . . . H19 H 0.5875 -0.0846 0.6737 0.116 Uiso 1 1 calc R . . C20 C 0.6434(2) -0.1326(5) 0.6375(4) 0.1102(19) Uani 1 1 d . . . H20 H 0.6593 -0.1919 0.6895 0.132 Uiso 1 1 calc R . . C21 C 0.6630(2) -0.1111(5) 0.5706(5) 0.1124(19) Uani 1 1 d . . . H21 H 0.6916 -0.1584 0.5757 0.135 Uiso 1 1 calc R . . C22 C 0.64082(18) -0.0197(4) 0.4948(4) 0.0896(15) Uani 1 1 d . . . H22 H 0.6549 -0.0044 0.4501 0.108 Uiso 1 1 calc R . . C23 C 0.5000 0.8635(7) 0.2500 0.145(3) Uani 1 2 d S . . H23A H 0.5107 0.9193 0.2105 0.218 Uiso 0.50 1 d PR . . H23B H 0.4832 0.7873 0.2118 0.218 Uiso 0.50 1 d PR . . H23C H 0.5296 0.8373 0.3095 0.218 Uiso 0.50 1 d PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0541(4) 0.0597(4) 0.0620(5) 0.000 0.0295(4) 0.000 N1 0.0514(19) 0.0455(18) 0.044(2) 0.0062(16) 0.0203(16) 0.0054(16) N2 0.051(2) 0.055(2) 0.046(2) -0.0001(17) 0.0208(17) 0.0020(17) F1 0.0852(18) 0.1018(19) 0.089(2) -0.0057(17) 0.0527(15) 0.0083(15) F2 0.0811(18) 0.168(3) 0.115(2) 0.045(2) 0.0648(17) 0.0185(17) F3 0.0824(18) 0.118(2) 0.190(3) 0.030(2) 0.063(2) -0.0296(17) F4 0.151(3) 0.118(2) 0.258(5) -0.082(3) 0.111(3) -0.069(2) F5 0.144(3) 0.125(2) 0.186(3) -0.083(2) 0.116(3) -0.0590(19) O1 0.0616(18) 0.0610(17) 0.074(2) 0.0110(15) 0.0322(16) 0.0010(15) O2 0.206(8) 0.117(6) 0.198(9) -0.015(6) 0.145(7) -0.012(6) C1 0.046(3) 0.055(2) 0.053(3) -0.007(2) 0.022(2) 0.006(2) C2 0.062(3) 0.075(3) 0.057(3) 0.008(3) 0.021(2) 0.015(2) C3 0.047(3) 0.086(3) 0.073(3) -0.001(3) 0.032(2) 0.000(2) C4 0.047(3) 0.052(2) 0.055(3) -0.006(2) 0.028(2) 0.000(2) C5 0.060(3) 0.048(2) 0.057(3) -0.009(2) 0.034(2) -0.007(2) C6 0.060(3) 0.050(2) 0.055(3) -0.004(2) 0.031(2) -0.003(2) C7 0.081(3) 0.059(3) 0.068(3) 0.009(3) 0.041(3) 0.001(3) C8 0.083(3) 0.067(3) 0.064(3) 0.019(3) 0.027(3) 0.017(3) C9 0.064(3) 0.073(3) 0.062(3) 0.003(3) 0.028(3) 0.011(2) C10 0.061(3) 0.054(3) 0.074(3) -0.002(2) 0.037(3) -0.007(2) C11 0.058(3) 0.070(3) 0.071(3) 0.010(3) 0.030(3) 0.008(2) C12 0.052(3) 0.092(4) 0.086(4) 0.019(3) 0.039(3) 0.003(3) C13 0.063(3) 0.088(4) 0.122(5) 0.017(4) 0.043(3) -0.019(3) C14 0.098(4) 0.075(4) 0.147(6) -0.033(4) 0.064(4) -0.030(3) C15 0.078(3) 0.088(4) 0.118(5) -0.029(3) 0.061(3) -0.032(3) C16 0.067(3) 0.039(2) 0.057(3) -0.004(2) 0.030(2) 0.005(2) C17 0.078(3) 0.044(2) 0.057(3) -0.001(2) 0.028(3) 0.005(2) C18 0.108(4) 0.057(3) 0.075(4) -0.006(3) 0.046(3) -0.004(3) C19 0.161(5) 0.060(3) 0.075(4) 0.018(3) 0.056(4) 0.005(3) C20 0.145(6) 0.076(4) 0.085(4) 0.029(3) 0.027(4) 0.016(4) C21 0.109(4) 0.096(4) 0.119(5) 0.042(4) 0.039(4) 0.047(3) C22 0.099(4) 0.072(3) 0.098(4) 0.021(3) 0.044(3) 0.023(3) C23 0.219(10) 0.115(7) 0.163(9) 0.000 0.139(8) 0.000 _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 N1 1.967(3) 2_655 ? Zn1 N1 1.967(3) . ? Zn1 N2 2.081(3) 2_655 ? Zn1 N2 2.081(3) . ? Zn1 O1 2.441(2) 2_655 ? Zn1 O1 2.441(2) . ? N1 C1 1.346(4) . ? N1 C4 1.363(4) . ? N2 C9 1.287(4) . ? N2 C6 1.399(4) . ? F1 C11 1.326(4) . ? F2 C12 1.322(4) . ? F3 C13 1.349(4) . ? F4 C14 1.332(5) . ? F5 C15 1.339(4) . ? O1 C16 1.234(4) . ? O2 C23 1.483(7) . ? O2 H2 0.8200 . ? C1 C2 1.390(4) . ? C1 C16 1.451(5) . ? C2 C3 1.365(5) . ? C2 H2A 0.9300 . ? C3 C4 1.399(5) . ? C3 H3 0.9300 . ? C4 C5 1.423(5) . ? C5 C6 1.353(5) . ? C5 C10 1.494(4) . ? C6 C7 1.425(5) . ? C7 C8 1.330(4) . ? C7 H7 0.9300 . ? C8 C9 1.431(5) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C15 1.351(5) . ? C10 C11 1.368(5) . ? C11 C12 1.387(5) . ? C12 C13 1.358(6) . ? C13 C14 1.331(6) . ? C14 C15 1.362(5) . ? C16 C17 1.480(5) . ? C17 C22 1.382(5) . ? C17 C18 1.384(5) . ? C18 C19 1.375(6) . ? C18 H18 0.9300 . ? C19 C20 1.340(6) . ? C19 H19 0.9300 . ? C20 C21 1.359(6) . ? C20 H20 0.9300 . ? C21 C22 1.385(6) . ? C21 H21 0.9300 . ? C22 H22 0.9300 . ? C23 O2 1.483(7) 2_655 ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? 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 Zn1 N1 166.41(16) 2_655 . ? N1 Zn1 N2 89.02(12) 2_655 2_655 ? N1 Zn1 N2 100.37(12) . 2_655 ? N1 Zn1 N2 100.37(12) 2_655 . ? N1 Zn1 N2 89.02(12) . . ? N2 Zn1 N2 92.98(15) 2_655 . ? N1 Zn1 O1 73.31(10) 2_655 2_655 ? N1 Zn1 O1 96.34(10) . 2_655 ? N2 Zn1 O1 161.79(10) 2_655 2_655 ? N2 Zn1 O1 94.51(10) . 2_655 ? N1 Zn1 O1 96.34(10) 2_655 . ? N1 Zn1 O1 73.31(10) . . ? N2 Zn1 O1 94.51(10) 2_655 . ? N2 Zn1 O1 161.79(10) . . ? O1 Zn1 O1 83.36(12) 2_655 . ? C1 N1 C4 107.1(3) . . ? C1 N1 Zn1 121.8(2) . . ? C4 N1 Zn1 129.2(3) . . ? C9 N2 C6 106.2(3) . . ? C9 N2 Zn1 127.7(3) . . ? C6 N2 Zn1 124.9(3) . . ? C16 O1 Zn1 108.9(2) . . ? C23 O2 H2 109.5 . . ? N1 C1 C2 110.3(3) . . ? N1 C1 C16 117.0(3) . . ? C2 C1 C16 132.3(4) . . ? C3 C2 C1 106.5(4) . . ? C3 C2 H2A 126.8 . . ? C1 C2 H2A 126.8 . . ? C2 C3 C4 107.5(3) . . ? C2 C3 H3 126.3 . . ? C4 C3 H3 126.3 . . ? N1 C4 C3 108.7(3) . . ? N1 C4 C5 122.4(3) . . ? C3 C4 C5 128.9(4) . . ? C6 C5 C4 128.1(3) . . ? C6 C5 C10 116.0(4) . . ? C4 C5 C10 115.8(4) . . ? C5 C6 N2 123.7(4) . . ? C5 C6 C7 128.2(4) . . ? N2 C6 C7 108.0(3) . . ? C8 C7 C6 107.6(4) . . ? C8 C7 H7 126.2 . . ? C6 C7 H7 126.2 . . ? C7 C8 C9 105.7(4) . . ? C7 C8 H8 127.1 . . ? C9 C8 H8 127.1 . . ? N2 C9 C8 112.5(4) . . ? N2 C9 H9 123.8 . . ? C8 C9 H9 123.8 . . ? C15 C10 C11 116.0(4) . . ? C15 C10 C5 121.0(4) . . ? C11 C10 C5 123.0(4) . . ? F1 C11 C10 119.6(4) . . ? F1 C11 C12 118.7(4) . . ? C10 C11 C12 121.8(4) . . ? F2 C12 C13 121.1(5) . . ? F2 C12 C11 120.6(5) . . ? C13 C12 C11 118.3(4) . . ? C14 C13 F3 120.3(6) . . ? C14 C13 C12 121.4(5) . . ? F3 C13 C12 118.3(5) . . ? C13 C14 F4 119.8(5) . . ? C13 C14 C15 118.6(5) . . ? F4 C14 C15 121.6(5) . . ? F5 C15 C10 119.0(4) . . ? F5 C15 C14 117.2(5) . . ? C10 C15 C14 123.8(5) . . ? O1 C16 C1 118.7(4) . . ? O1 C16 C17 119.8(4) . . ? C1 C16 C17 121.5(4) . . ? C22 C17 C18 118.1(4) . . ? C22 C17 C16 122.7(4) . . ? C18 C17 C16 119.2(4) . . ? C19 C18 C17 120.6(4) . . ? C19 C18 H18 119.7 . . ? C17 C18 H18 119.7 . . ? C20 C19 C18 120.8(5) . . ? C20 C19 H19 119.6 . . ? C18 C19 H19 119.6 . . ? C19 C20 C21 120.0(5) . . ? C19 C20 H20 120.0 . . ? C21 C20 H20 120.0 . . ? C20 C21 C22 120.7(5) . . ? C20 C21 H21 119.7 . . ? C22 C21 H21 119.7 . . ? C17 C22 C21 119.8(5) . . ? C17 C22 H22 120.1 . . ? C21 C22 H22 120.1 . . ? O2 C23 O2 119.8(7) . 2_655 ? O2 C23 H23A 109.4 . . ? O2 C23 H23A 22.1 2_655 . ? O2 C23 H23B 110.0 . . ? O2 C23 H23B 118.1 2_655 . ? H23A C23 H23B 109.5 . . ? O2 C23 H23C 109.0 . . ? O2 C23 H23C 87.4 2_655 . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Zn1 N1 C1 -46.4(2) 2_655 . . . ? N2 Zn1 N1 C1 86.7(3) 2_655 . . . ? N2 Zn1 N1 C1 179.5(3) . . . . ? O1 Zn1 N1 C1 -86.0(3) 2_655 . . . ? O1 Zn1 N1 C1 -4.9(2) . . . . ? N1 Zn1 N1 C4 151.5(3) 2_655 . . . ? N2 Zn1 N1 C4 -75.4(3) 2_655 . . . ? N2 Zn1 N1 C4 17.4(3) . . . . ? O1 Zn1 N1 C4 111.8(3) 2_655 . . . ? O1 Zn1 N1 C4 -167.1(3) . . . . ? N1 Zn1 N2 C9 8.8(3) 2_655 . . . ? N1 Zn1 N2 C9 178.9(3) . . . . ? N2 Zn1 N2 C9 -80.7(3) 2_655 . . . ? O1 Zn1 N2 C9 82.7(3) 2_655 . . . ? O1 Zn1 N2 C9 165.1(3) . . . . ? N1 Zn1 N2 C6 174.7(3) 2_655 . . . ? N1 Zn1 N2 C6 -15.2(3) . . . . ? N2 Zn1 N2 C6 85.1(3) 2_655 . . . ? O1 Zn1 N2 C6 -111.5(3) 2_655 . . . ? O1 Zn1 N2 C6 -29.1(5) . . . . ? N1 Zn1 O1 C16 173.3(2) 2_655 . . . ? N1 Zn1 O1 C16 2.3(2) . . . . ? N2 Zn1 O1 C16 -97.2(2) 2_655 . . . ? N2 Zn1 O1 C16 16.8(4) . . . . ? O1 Zn1 O1 C16 101.0(2) 2_655 . . . ? C4 N1 C1 C2 -0.8(4) . . . . ? Zn1 N1 C1 C2 -166.4(2) . . . . ? C4 N1 C1 C16 172.6(3) . . . . ? Zn1 N1 C1 C16 7.0(4) . . . . ? N1 C1 C2 C3 0.4(4) . . . . ? C16 C1 C2 C3 -171.6(4) . . . . ? C1 C2 C3 C4 0.1(4) . . . . ? C1 N1 C4 C3 0.9(4) . . . . ? Zn1 N1 C4 C3 165.0(2) . . . . ? C1 N1 C4 C5 -177.1(3) . . . . ? Zn1 N1 C4 C5 -12.9(5) . . . . ? C2 C3 C4 N1 -0.6(4) . . . . ? C2 C3 C4 C5 177.2(4) . . . . ? N1 C4 C5 C6 -0.9(6) . . . . ? C3 C4 C5 C6 -178.4(4) . . . . ? N1 C4 C5 C10 175.0(3) . . . . ? C3 C4 C5 C10 -2.5(5) . . . . ? C4 C5 C6 N2 2.2(6) . . . . ? C10 C5 C6 N2 -173.7(3) . . . . ? C4 C5 C6 C7 179.7(4) . . . . ? C10 C5 C6 C7 3.8(6) . . . . ? C9 N2 C6 C5 177.4(3) . . . . ? Zn1 N2 C6 C5 9.0(5) . . . . ? C9 N2 C6 C7 -0.5(4) . . . . ? Zn1 N2 C6 C7 -168.9(2) . . . . ? C5 C6 C7 C8 -178.1(4) . . . . ? N2 C6 C7 C8 -0.3(4) . . . . ? C6 C7 C8 C9 0.8(4) . . . . ? C6 N2 C9 C8 1.0(4) . . . . ? Zn1 N2 C9 C8 169.0(2) . . . . ? C7 C8 C9 N2 -1.2(5) . . . . ? C6 C5 C10 C15 83.6(5) . . . . ? C4 C5 C10 C15 -92.8(5) . . . . ? C6 C5 C10 C11 -95.6(4) . . . . ? C4 C5 C10 C11 88.0(5) . . . . ? C15 C10 C11 F1 179.3(4) . . . . ? C5 C10 C11 F1 -1.5(6) . . . . ? C15 C10 C11 C12 0.2(6) . . . . ? C5 C10 C11 C12 179.4(4) . . . . ? F1 C11 C12 F2 0.2(6) . . . . ? C10 C11 C12 F2 179.3(4) . . . . ? F1 C11 C12 C13 178.5(4) . . . . ? C10 C11 C12 C13 -2.4(7) . . . . ? F2 C12 C13 C14 -178.1(5) . . . . ? C11 C12 C13 C14 3.6(8) . . . . ? F2 C12 C13 F3 0.1(7) . . . . ? C11 C12 C13 F3 -178.2(4) . . . . ? F3 C13 C14 F4 0.5(8) . . . . ? C12 C13 C14 F4 178.7(4) . . . . ? F3 C13 C14 C15 179.3(4) . . . . ? C12 C13 C14 C15 -2.5(9) . . . . ? C11 C10 C15 F5 -179.1(4) . . . . ? C5 C10 C15 F5 1.7(7) . . . . ? C11 C10 C15 C14 1.0(7) . . . . ? C5 C10 C15 C14 -178.2(5) . . . . ? C13 C14 C15 F5 -179.8(5) . . . . ? F4 C14 C15 F5 -0.9(8) . . . . ? C13 C14 C15 C10 0.1(9) . . . . ? F4 C14 C15 C10 179.0(5) . . . . ? Zn1 O1 C16 C1 0.3(4) . . . . ? Zn1 O1 C16 C17 177.8(3) . . . . ? N1 C1 C16 O1 -4.3(5) . . . . ? C2 C1 C16 O1 167.3(4) . . . . ? N1 C1 C16 C17 178.3(3) . . . . ? C2 C1 C16 C17 -10.1(6) . . . . ? O1 C16 C17 C22 146.9(4) . . . . ? C1 C16 C17 C22 -35.8(5) . . . . ? O1 C16 C17 C18 -32.9(5) . . . . ? C1 C16 C17 C18 144.4(4) . . . . ? C22 C17 C18 C19 1.4(6) . . . . ? C16 C17 C18 C19 -178.8(4) . . . . ? C17 C18 C19 C20 -0.5(7) . . . . ? C18 C19 C20 C21 -1.4(8) . . . . ? C19 C20 C21 C22 2.3(9) . . . . ? C18 C17 C22 C21 -0.6(6) . . . . ? C16 C17 C22 C21 179.6(4) . . . . ? C20 C21 C22 C17 -1.3(8) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.487 _refine_diff_density_min -0.344 _refine_diff_density_rms 0.053 # Attachment 'Zn-3-Xie-d0125.cif' data_101222d _database_code_depnum_ccdc_archive 'CCDC 808309' #TrackingRef 'Zn-3-Xie-d0125.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H19 F10 N3 O5 Zn' _chemical_formula_weight 732.83 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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 Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 7.5070(8) _cell_length_b 16.0921(17) _cell_length_c 49.020(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5921.8(10) _cell_formula_units_Z 8 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 4375 _cell_measurement_theta_min 2.794 _cell_measurement_theta_max 17.055 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.644 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2944 _exptl_absorpt_coefficient_mu 0.936 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7058 _exptl_absorpt_correction_T_max 0.8801 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 29656 _diffrn_reflns_av_R_equivalents 0.1375 _diffrn_reflns_av_sigmaI/netI 0.1544 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -57 _diffrn_reflns_limit_l_max 57 _diffrn_reflns_theta_min 2.43 _diffrn_reflns_theta_max 25.02 _reflns_number_total 10345 _reflns_number_gt 6240 _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^)+(0.1540P)^2^+38.6666P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.02(4) _refine_ls_number_reflns 10345 _refine_ls_number_parameters 852 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1783 _refine_ls_R_factor_gt 0.1298 _refine_ls_wR_factor_ref 0.3381 _refine_ls_wR_factor_gt 0.3127 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _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 0.2845(3) 0.48214(11) 0.38178(3) 0.0403(4) Uani 1 1 d . . . Zn2 Zn 0.7866(3) 0.83760(11) 0.44014(4) 0.0489(5) Uani 1 1 d . . . F1 F -0.0870(12) 0.6550(6) 0.30438(18) 0.054(2) Uani 1 1 d . . . F2 F -0.1305(14) 0.7559(7) 0.2616(2) 0.067(3) Uani 1 1 d . . . F3 F 0.1531(14) 0.8251(7) 0.2377(2) 0.070(3) Uani 1 1 d . . . F4 F 0.4880(15) 0.7973(7) 0.2571(2) 0.067(3) Uani 1 1 d . . . F5 F 0.5288(14) 0.7002(7) 0.2997(2) 0.065(3) Uani 1 1 d . . . F6 F 0.5279(14) 0.2475(7) 0.3083(2) 0.073(3) Uani 1 1 d . . . F7 F 0.4866(18) 0.1305(8) 0.2692(3) 0.088(4) Uani 1 1 d . . . F8 F 0.1651(18) 0.0646(7) 0.2587(2) 0.083(4) Uani 1 1 d . . . F9 F -0.1260(18) 0.1167(8) 0.2889(3) 0.091(4) Uani 1 1 d . . . F10 F -0.0863(15) 0.2289(8) 0.3260(3) 0.077(3) Uani 1 1 d . . . F11 F 1.0178(16) 0.8846(8) 0.3313(2) 0.077(3) Uani 1 1 d . . . F12 F 0.9480(16) 0.9264(7) 0.2792(2) 0.072(3) Uani 1 1 d . . . F13 F 0.620(2) 0.9628(8) 0.2631(2) 0.093(4) Uani 1 1 d . . . F14 F 0.3392(18) 0.9627(8) 0.2998(3) 0.090(4) Uani 1 1 d . . . F15 F 0.4082(14) 0.9276(6) 0.3520(2) 0.066(3) Uani 1 1 d . . . F16 F 0.441(2) 1.1312(9) 0.4666(3) 0.088(4) Uani 1 1 d . . . F17 F 0.391(2) 1.2910(9) 0.4738(3) 0.105(5) Uani 1 1 d . . . F18 F 0.694(3) 1.3918(7) 0.4731(3) 0.120(6) Uani 1 1 d . . . F19 F 1.021(3) 1.3188(10) 0.4664(3) 0.123(6) Uani 1 1 d . . . F20 F 1.055(2) 1.1479(9) 0.4591(3) 0.095(4) Uani 1 1 d . . . N1 N 0.2514(16) 0.4674(7) 0.3405(2) 0.040(3) Uani 1 1 d . . . N2 N 0.3308(17) 0.6057(8) 0.3759(2) 0.042(3) Uani 1 1 d . . . N3 N 0.278(2) 0.3546(8) 0.3850(3) 0.050(3) Uani 1 1 d . . . N4 N 0.759(2) 0.9450(8) 0.4177(3) 0.056(4) Uani 1 1 d . . . N5 N 0.832(2) 0.7756(9) 0.4052(3) 0.059(4) Uani 1 1 d . . . N6 N 0.780(2) 0.9031(8) 0.4748(2) 0.053(3) Uani 1 1 d . . . O1 O 0.4254(18) 0.6431(7) 0.4188(3) 0.062(3) Uani 1 1 d . . . O2 O 0.4883(18) 0.4825(9) 0.4132(3) 0.072(4) Uani 1 1 d . . . H2C H 0.4842 0.5353 0.4137 0.086 Uiso 1 1 d R . . H2D H 0.5827 0.4679 0.4049 0.086 Uiso 1 1 d R . . O3 O 0.0654(17) 0.4946(8) 0.4060(3) 0.064(3) Uani 1 1 d . . . H3C H 0.0269 0.5421 0.4109 0.077 Uiso 1 1 d R . . H3D H -0.0216 0.4666 0.3998 0.077 Uiso 1 1 d R . . O4 O 0.938(2) 0.6492(9) 0.4217(3) 0.072(4) Uani 1 1 d . . . O5 O 0.991(2) 0.7645(10) 0.4596(3) 0.084(5) Uani 1 1 d . . . H5C H 0.9975 0.7283 0.4470 0.101 Uiso 1 1 d R . . H5D H 1.0947 0.7834 0.4627 0.101 Uiso 1 1 d R . . O6 O 0.566(2) 0.7689(10) 0.4502(3) 0.084(5) Uani 1 1 d . . . H6C H 0.5242 0.7303 0.4402 0.101 Uiso 1 1 d R . . H6D H 0.4792 0.7923 0.4583 0.101 Uiso 1 1 d R . . O7 O 0.781(2) 0.4079(9) 0.3873(3) 0.091(4) Uani 1 1 d . . . H7 H 0.7460 0.4262 0.3726 0.109 Uiso 1 1 calc R . . O8 O 0.674(3) 0.4820(14) 0.3395(5) 0.139(8) Uani 1 1 d . . . H8 H 0.5655 0.4781 0.3397 0.167 Uiso 1 1 calc R . . O9 O 0.207(5) 0.920(2) 0.4285(7) 0.204(13) Uani 1 1 d . . . H9 H 0.1113 0.9244 0.4363 0.245 Uiso 1 1 calc R . . O10 O 0.278(3) 0.8446(15) 0.4767(6) 0.176(11) Uani 1 1 d . . . H10 H 0.2817 0.8681 0.4619 0.211 Uiso 1 1 calc R . . C1 C 0.242(2) 0.5292(10) 0.3222(3) 0.045(4) Uani 1 1 d . . . C2 C 0.206(2) 0.4951(9) 0.2945(3) 0.044(3) Uani 1 1 d . . . H2 H 0.1877 0.5250 0.2785 0.053 Uiso 1 1 calc R . . C3 C 0.205(2) 0.4127(10) 0.2974(3) 0.046(4) Uani 1 1 d . . . H3 H 0.1894 0.3743 0.2835 0.055 Uiso 1 1 calc R . . C4 C 0.232(2) 0.3928(9) 0.3265(3) 0.043(4) Uani 1 1 d . . . C5 C 0.252(2) 0.6156(9) 0.3282(3) 0.038(4) Uani 1 1 d . . . C6 C 0.297(2) 0.6505(9) 0.3523(3) 0.041(3) Uani 1 1 d . . . C7 C 0.304(3) 0.7385(11) 0.3581(3) 0.054(4) Uani 1 1 d . . . H7A H 0.2868 0.7811 0.3456 0.065 Uiso 1 1 calc R . . C8 C 0.339(2) 0.7481(11) 0.3850(3) 0.053(4) Uani 1 1 d . . . H8A H 0.3435 0.7975 0.3948 0.064 Uiso 1 1 calc R . . C9 C 0.370(2) 0.6617(11) 0.3956(3) 0.046(4) Uani 1 1 d . . . C10 C 0.227(2) 0.6745(9) 0.3035(3) 0.043(4) Uani 1 1 d . . . C11 C 0.057(2) 0.6863(11) 0.2951(4) 0.048(4) Uani 1 1 d . . . C12 C 0.028(2) 0.7417(11) 0.2715(3) 0.046(4) Uani 1 1 d . . . C13 C 0.175(2) 0.7790(11) 0.2588(3) 0.048(4) Uani 1 1 d . . . C14 C 0.344(2) 0.7628(11) 0.2684(3) 0.048(4) Uani 1 1 d . . . C15 C 0.365(2) 0.7116(11) 0.2919(3) 0.048(4) Uani 1 1 d . . . C16 C 0.244(2) 0.3183(10) 0.3377(3) 0.051(4) Uani 1 1 d . . . C17 C 0.257(2) 0.2939(9) 0.3658(3) 0.045(4) Uani 1 1 d . . . C18 C 0.267(3) 0.2174(11) 0.3773(4) 0.061(5) Uani 1 1 d . . . H18 H 0.2640 0.1666 0.3683 0.073 Uiso 1 1 calc R . . C19 C 0.282(3) 0.2294(11) 0.4041(4) 0.059(5) Uani 1 1 d . . . H19 H 0.2928 0.1881 0.4173 0.071 Uiso 1 1 calc R . . C20 C 0.280(3) 0.3127(9) 0.4088(4) 0.055(4) Uani 1 1 d . . . H20 H 0.2798 0.3373 0.4259 0.066 Uiso 1 1 calc R . . C21 C 0.220(3) 0.2428(11) 0.3183(3) 0.053(4) Uani 1 1 d . . . C22 C 0.357(3) 0.2138(11) 0.3037(4) 0.055(5) Uani 1 1 d . . . C23 C 0.334(3) 0.1492(14) 0.2835(4) 0.066(6) Uani 1 1 d . . . C24 C 0.177(3) 0.1227(12) 0.2779(4) 0.061(5) Uani 1 1 d . . . C25 C 0.034(3) 0.1490(13) 0.2919(4) 0.064(5) Uani 1 1 d . . . C26 C 0.060(3) 0.2077(12) 0.3129(4) 0.056(5) Uani 1 1 d . . . C27 C 0.741(3) 0.9535(10) 0.3915(3) 0.056(5) Uani 1 1 d . . . C28 C 0.741(3) 1.0369(10) 0.3824(4) 0.063(5) Uani 1 1 d . . . H28 H 0.7413 1.0573 0.3647 0.076 Uiso 1 1 calc R . . C29 C 0.741(3) 1.0802(10) 0.4068(3) 0.061(5) Uani 1 1 d . . . H29 H 0.7331 1.1378 0.4082 0.074 Uiso 1 1 calc R . . C30 C 0.755(3) 1.0273(10) 0.4287(3) 0.058(5) Uani 1 1 d . . . C31 C 0.754(3) 0.8848(10) 0.3728(3) 0.057(5) Uani 1 1 d . . . C32 C 0.785(3) 0.8031(9) 0.3793(3) 0.048(4) Uani 1 1 d . . . C33 C 0.801(3) 0.7366(10) 0.3605(3) 0.050(4) Uani 1 1 d . . . H33 H 0.7829 0.7409 0.3417 0.060 Uiso 1 1 calc R . . C34 C 0.844(2) 0.6685(12) 0.3733(3) 0.056(5) Uani 1 1 d . . . H34 H 0.8455 0.6147 0.3664 0.067 Uiso 1 1 calc R . . C35 C 0.891(3) 0.6951(11) 0.4015(4) 0.060(5) Uani 1 1 d . . . C36 C 0.710(3) 0.9047(10) 0.3439(3) 0.054(4) Uani 1 1 d . . . C37 C 0.837(3) 0.9043(10) 0.3229(4) 0.054(5) Uani 1 1 d . . . C38 C 0.802(3) 0.9235(10) 0.2965(4) 0.055(5) Uani 1 1 d . . . C39 C 0.645(3) 0.9463(11) 0.2896(4) 0.054(5) Uani 1 1 d . . . C40 C 0.514(3) 0.9417(11) 0.3071(4) 0.061(5) Uani 1 1 d . . . C41 C 0.550(3) 0.9208(11) 0.3347(3) 0.052(5) Uani 1 1 d . . . C42 C 0.758(3) 1.0432(10) 0.4565(3) 0.059(5) Uani 1 1 d . . . C43 C 0.772(3) 0.9913(10) 0.4775(3) 0.056(4) Uani 1 1 d . . . C44 C 0.764(3) 1.0106(11) 0.5067(3) 0.059(5) Uani 1 1 d . . . H44 H 0.7596 1.0632 0.5145 0.070 Uiso 1 1 calc R . . C45 C 0.765(3) 0.9374(11) 0.5202(3) 0.065(5) Uani 1 1 d . . . H45 H 0.7560 0.9307 0.5390 0.077 Uiso 1 1 calc R . . C46 C 0.783(3) 0.8728(10) 0.5008(3) 0.057(4) Uani 1 1 d . . . H46 H 0.7945 0.8168 0.5052 0.068 Uiso 1 1 calc R . . C47 C 0.744(3) 1.1381(11) 0.4629(3) 0.066(6) Uani 1 1 d . . . C48 C 0.577(4) 1.1726(14) 0.4666(4) 0.069(6) Uani 1 1 d . . . C49 C 0.563(4) 1.2577(15) 0.4698(4) 0.080(7) Uani 1 1 d . . . C50 C 0.716(5) 1.3047(13) 0.4686(4) 0.082(7) Uani 1 1 d . . . C51 C 0.885(4) 1.2705(15) 0.4674(5) 0.081(7) Uani 1 1 d . . . C52 C 0.898(4) 1.1857(13) 0.4621(4) 0.072(6) Uani 1 1 d . . . C53 C 0.765(4) 0.3210(13) 0.3874(5) 0.101(8) Uani 1 1 d . . . H53A H 0.8528 0.2976 0.3994 0.151 Uiso 1 1 calc R . . H53B H 0.7836 0.3001 0.3693 0.151 Uiso 1 1 calc R . . H53C H 0.6483 0.3058 0.3936 0.151 Uiso 1 1 calc R . . C54 C 0.732(4) 0.458(2) 0.3170(6) 0.125(11) Uani 1 1 d . . . H54A H 0.6988 0.4971 0.3031 0.187 Uiso 1 1 calc R . . H54B H 0.6828 0.4046 0.3128 0.187 Uiso 1 1 calc R . . H54C H 0.8597 0.4540 0.3178 0.187 Uiso 1 1 calc R . . C55 C 0.235(5) 0.985(2) 0.4135(8) 0.156(15) Uani 1 1 d . . . H55A H 0.1858 1.0329 0.4222 0.233 Uiso 1 1 calc R . . H55B H 0.1798 0.9773 0.3960 0.233 Uiso 1 1 calc R . . H55C H 0.3612 0.9926 0.4110 0.233 Uiso 1 1 calc R . . C56 C 0.264(6) 0.906(3) 0.4983(9) 0.20(2) Uani 1 1 d . . . H56A H 0.2906 0.8809 0.5155 0.307 Uiso 1 1 calc R . . H56B H 0.1445 0.9281 0.4988 0.307 Uiso 1 1 calc R . . H56C H 0.3461 0.9507 0.4949 0.307 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0446(10) 0.0411(9) 0.0351(8) -0.0008(7) -0.0011(8) 0.0010(8) Zn2 0.0663(12) 0.0353(9) 0.0451(9) -0.0014(8) -0.0051(10) 0.0054(10) F1 0.042(6) 0.062(6) 0.057(5) 0.006(5) 0.008(4) -0.015(5) F2 0.053(7) 0.087(8) 0.063(6) -0.004(6) -0.015(5) 0.018(6) F3 0.074(8) 0.081(8) 0.056(6) 0.010(6) -0.007(5) 0.014(6) F4 0.066(7) 0.065(7) 0.069(7) 0.019(6) 0.002(6) 0.007(6) F5 0.046(6) 0.063(7) 0.086(7) 0.027(6) -0.020(5) -0.008(5) F6 0.052(7) 0.068(7) 0.099(8) -0.014(7) 0.014(6) 0.003(6) F7 0.075(9) 0.080(9) 0.110(9) -0.030(8) 0.006(8) 0.013(7) F8 0.114(11) 0.061(7) 0.074(7) -0.031(6) -0.010(7) 0.005(6) F9 0.080(9) 0.071(8) 0.121(10) -0.006(8) -0.020(8) -0.024(7) F10 0.054(7) 0.078(8) 0.099(8) -0.012(7) -0.002(6) -0.007(6) F11 0.064(8) 0.074(8) 0.092(8) 0.018(7) 0.007(6) -0.002(6) F12 0.090(9) 0.054(7) 0.071(7) 0.000(6) 0.040(6) 0.005(6) F13 0.152(12) 0.068(8) 0.058(7) 0.010(6) 0.011(7) -0.010(8) F14 0.101(11) 0.075(8) 0.094(8) 0.020(7) -0.028(7) 0.013(7) F15 0.056(7) 0.053(6) 0.091(8) 0.010(6) 0.003(6) 0.009(5) F16 0.106(11) 0.083(10) 0.076(8) 0.010(7) -0.006(8) 0.028(9) F17 0.139(13) 0.092(10) 0.083(9) -0.008(8) 0.006(9) 0.029(10) F18 0.219(19) 0.045(6) 0.095(8) -0.022(6) -0.010(11) 0.019(10) F19 0.170(16) 0.082(10) 0.119(12) 0.006(9) -0.001(11) -0.046(11) F20 0.121(12) 0.063(8) 0.101(10) -0.011(7) 0.001(9) -0.028(8) N1 0.042(9) 0.043(7) 0.036(6) -0.005(6) 0.001(5) 0.001(6) N2 0.042(8) 0.045(7) 0.039(7) -0.008(6) -0.003(5) -0.003(6) N3 0.052(8) 0.052(8) 0.047(7) -0.003(6) -0.006(7) 0.006(7) N4 0.083(12) 0.039(7) 0.046(8) -0.002(6) 0.000(8) -0.003(8) N5 0.082(12) 0.041(8) 0.054(8) -0.010(7) 0.006(7) 0.004(7) N6 0.075(10) 0.040(7) 0.044(7) 0.011(6) 0.000(8) -0.002(8) O1 0.076(9) 0.050(8) 0.059(8) -0.018(6) -0.024(7) -0.013(6) O2 0.075(9) 0.067(9) 0.073(8) -0.009(8) -0.026(7) 0.021(7) O3 0.057(8) 0.053(8) 0.081(9) -0.005(7) 0.011(6) -0.006(6) O4 0.098(11) 0.066(9) 0.052(7) -0.003(7) -0.010(7) 0.006(8) O5 0.072(10) 0.091(11) 0.088(10) -0.021(9) -0.032(8) 0.039(8) O6 0.090(11) 0.089(11) 0.074(9) -0.046(8) 0.029(8) -0.009(9) O7 0.080(10) 0.069(9) 0.123(12) -0.015(9) -0.009(10) 0.000(8) O8 0.140(19) 0.124(17) 0.152(18) -0.008(16) 0.006(15) 0.011(15) O9 0.19(3) 0.19(3) 0.23(3) -0.03(3) 0.05(3) 0.02(3) O10 0.112(17) 0.155(19) 0.26(3) -0.08(2) 0.028(19) 0.035(17) C1 0.039(10) 0.046(9) 0.049(8) 0.001(8) -0.001(7) 0.002(7) C2 0.057(9) 0.035(8) 0.040(7) -0.001(6) -0.001(8) -0.001(8) C3 0.053(10) 0.049(9) 0.036(7) -0.007(7) 0.002(8) 0.005(9) C4 0.044(10) 0.038(8) 0.046(8) 0.000(7) -0.002(8) 0.006(7) C5 0.037(11) 0.036(8) 0.041(7) -0.002(6) 0.002(7) 0.006(6) C6 0.034(8) 0.042(8) 0.046(8) -0.001(7) 0.003(7) 0.001(8) C7 0.057(11) 0.052(10) 0.053(10) -0.005(8) 0.000(9) 0.003(9) C8 0.063(12) 0.047(10) 0.050(10) -0.012(8) 0.004(8) -0.006(8) C9 0.059(10) 0.039(9) 0.041(9) -0.010(8) 0.004(8) -0.007(8) C10 0.038(9) 0.043(8) 0.050(8) 0.002(7) 0.000(8) 0.002(8) C11 0.043(11) 0.048(10) 0.053(10) -0.006(8) 0.005(8) 0.008(8) C12 0.036(9) 0.049(10) 0.052(9) -0.013(8) -0.005(8) 0.010(8) C13 0.040(12) 0.059(11) 0.046(9) 0.005(8) 0.005(7) 0.001(8) C14 0.044(11) 0.053(10) 0.046(9) 0.011(8) 0.001(8) 0.006(8) C15 0.044(11) 0.051(10) 0.050(10) 0.005(8) 0.001(8) 0.006(8) C16 0.052(12) 0.046(9) 0.056(9) 0.005(8) -0.002(8) 0.002(8) C17 0.045(11) 0.044(9) 0.046(8) 0.003(7) -0.002(7) 0.001(7) C18 0.059(12) 0.052(10) 0.070(12) 0.001(9) -0.004(10) 0.006(9) C19 0.063(11) 0.055(10) 0.059(10) 0.007(8) 0.008(10) 0.014(10) C20 0.063(11) 0.039(9) 0.062(10) 0.013(8) 0.001(10) 0.015(9) C21 0.049(10) 0.053(9) 0.058(10) -0.004(8) -0.005(9) 0.002(10) C22 0.056(12) 0.048(10) 0.060(11) -0.003(9) -0.004(9) 0.000(9) C23 0.064(15) 0.064(13) 0.070(12) -0.003(11) -0.004(10) 0.005(11) C24 0.062(15) 0.051(11) 0.069(12) -0.007(10) -0.001(10) -0.003(9) C25 0.061(13) 0.058(12) 0.072(13) -0.007(11) -0.009(10) -0.003(10) C26 0.054(13) 0.052(11) 0.062(11) -0.001(10) 0.000(9) 0.002(9) C27 0.081(15) 0.040(8) 0.049(9) -0.008(7) 0.000(9) 0.006(9) C28 0.085(15) 0.045(9) 0.059(10) -0.005(9) 0.001(11) -0.004(9) C29 0.094(17) 0.034(8) 0.056(10) -0.001(8) -0.004(10) -0.002(10) C30 0.088(15) 0.037(9) 0.049(9) -0.004(8) -0.004(9) -0.005(10) C31 0.077(15) 0.039(9) 0.055(9) -0.005(7) 0.003(9) -0.006(9) C32 0.064(10) 0.038(8) 0.043(8) -0.009(7) 0.008(9) -0.001(8) C33 0.063(11) 0.042(9) 0.045(8) -0.012(8) 0.002(9) -0.004(9) C34 0.073(13) 0.044(10) 0.051(9) -0.013(9) 0.007(8) -0.001(9) C35 0.073(13) 0.045(10) 0.062(12) -0.010(10) 0.000(10) -0.003(9) C36 0.074(13) 0.040(9) 0.050(9) -0.005(7) 0.009(10) -0.004(10) C37 0.074(14) 0.036(9) 0.052(10) 0.004(8) 0.010(9) -0.002(8) C38 0.082(15) 0.031(8) 0.053(10) 0.000(8) 0.018(11) 0.010(10) C39 0.079(15) 0.031(9) 0.051(11) 0.012(8) -0.001(10) -0.012(9) C40 0.074(14) 0.046(11) 0.062(12) 0.018(9) -0.005(11) 0.003(9) C41 0.072(14) 0.037(10) 0.046(10) 0.004(8) 0.006(9) 0.001(9) C42 0.088(16) 0.038(9) 0.050(9) -0.006(7) -0.008(10) -0.006(10) C43 0.084(13) 0.037(8) 0.046(8) 0.001(7) -0.004(9) -0.007(10) C44 0.087(14) 0.048(9) 0.040(8) -0.005(8) -0.008(9) -0.001(10) C45 0.092(16) 0.058(11) 0.044(9) -0.002(8) -0.005(10) -0.001(11) C46 0.085(13) 0.037(8) 0.047(9) 0.001(7) -0.008(10) 0.004(10) C47 0.104(19) 0.046(10) 0.048(9) -0.009(8) -0.007(11) -0.008(12) C48 0.11(2) 0.048(13) 0.049(11) -0.005(10) -0.013(12) 0.002(13) C49 0.12(2) 0.060(14) 0.057(13) 0.006(11) -0.017(13) 0.007(15) C50 0.13(2) 0.057(12) 0.062(12) -0.009(10) -0.007(15) -0.005(17) C51 0.13(2) 0.054(14) 0.063(14) 0.000(11) -0.008(14) -0.017(16) C52 0.106(19) 0.048(13) 0.062(13) -0.003(10) -0.008(12) -0.010(13) C53 0.11(2) 0.063(13) 0.13(2) -0.025(14) 0.022(17) -0.011(14) C54 0.09(2) 0.14(3) 0.14(2) -0.02(2) 0.059(19) -0.019(19) C55 0.16(3) 0.10(2) 0.21(4) 0.00(3) 0.06(3) -0.04(2) C56 0.16(4) 0.17(4) 0.28(5) -0.08(4) 0.03(4) 0.00(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 2.039(13) . ? Zn1 O3 2.040(12) . ? Zn1 N1 2.053(11) . ? Zn1 N3 2.060(13) . ? Zn1 O2 2.170(11) . ? Zn2 N6 2.002(13) . ? Zn2 N5 2.012(14) . ? Zn2 O6 2.054(16) . ? Zn2 N4 2.061(13) . ? Zn2 O5 2.155(13) . ? F1 C11 1.28(2) . ? F2 C12 1.303(19) . ? F3 C13 1.283(19) . ? F4 C14 1.33(2) . ? F5 C15 1.30(2) . ? F6 C22 1.41(2) . ? F7 C23 1.38(2) . ? F8 C24 1.33(2) . ? F9 C25 1.32(2) . ? F10 C26 1.32(2) . ? F11 C37 1.45(2) . ? F12 C38 1.38(2) . ? F13 C39 1.34(2) . ? F14 C40 1.40(2) . ? F15 C41 1.36(2) . ? F16 C48 1.22(3) . ? F17 C49 1.41(3) . ? F18 C50 1.43(2) . ? F19 C51 1.28(3) . ? F20 C52 1.33(3) . ? N1 C1 1.342(19) . ? N1 C4 1.389(19) . ? N2 C9 1.355(19) . ? N2 C6 1.383(19) . ? N3 C20 1.34(2) . ? N3 C17 1.364(19) . ? N4 C27 1.30(2) . ? N4 C30 1.43(2) . ? N5 C35 1.38(2) . ? N5 C32 1.39(2) . ? N6 C46 1.363(19) . ? N6 C43 1.43(2) . ? O1 C9 1.249(19) . ? O2 H2C 0.8501 . ? O2 H2D 0.8500 . ? O3 H3C 0.8500 . ? O3 H3D 0.8501 . ? O4 C35 1.28(2) . ? O5 H5C 0.8501 . ? O5 H5D 0.8500 . ? O6 H6C 0.8502 . ? O6 H6D 0.8498 . ? O7 C53 1.40(2) . ? O7 H7 0.8200 . ? O8 C54 1.25(3) . ? O8 H8 0.8200 . ? O9 C55 1.30(4) . ? O9 H9 0.8200 . ? O10 C56 1.46(4) . ? O10 H10 0.8200 . ? C1 C5 1.42(2) . ? C1 C2 1.49(2) . ? C2 C3 1.33(2) . ? C2 H2 0.9300 . ? C3 C4 1.48(2) . ? C3 H3 0.9300 . ? C4 C16 1.32(2) . ? C5 C6 1.36(2) . ? C5 C10 1.55(2) . ? C6 C7 1.44(2) . ? C7 C8 1.35(2) . ? C7 H7A 0.9300 . ? C8 C9 1.50(3) . ? C8 H8A 0.9300 . ? C10 C15 1.32(2) . ? C10 C11 1.36(2) . ? C11 C12 1.48(2) . ? C12 C13 1.40(2) . ? C13 C14 1.38(2) . ? C14 C15 1.42(2) . ? C16 C17 1.44(2) . ? C16 C21 1.55(2) . ? C17 C18 1.36(2) . ? C18 C19 1.33(2) . ? C18 H18 0.9300 . ? C19 C20 1.36(2) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 C22 1.33(3) . ? C21 C26 1.35(3) . ? C22 C23 1.44(3) . ? C23 C24 1.28(3) . ? C24 C25 1.35(3) . ? C25 C26 1.41(3) . ? C27 C28 1.41(2) . ? C27 C31 1.44(2) . ? C28 C29 1.38(2) . ? C28 H28 0.9300 . ? C29 C30 1.37(2) . ? C29 H29 0.9300 . ? C30 C42 1.39(2) . ? C31 C32 1.37(2) . ? C31 C36 1.49(2) . ? C32 C33 1.42(2) . ? C33 C34 1.31(2) . ? C33 H33 0.9300 . ? C34 C35 1.49(3) . ? C34 H34 0.9300 . ? C36 C41 1.31(3) . ? C36 C37 1.41(3) . ? C37 C38 1.36(2) . ? C38 C39 1.28(3) . ? C39 C40 1.31(3) . ? C40 C41 1.42(2) . ? C42 C43 1.33(2) . ? C42 C47 1.56(2) . ? C43 C44 1.46(2) . ? C44 C45 1.35(2) . ? C44 H44 0.9300 . ? C45 C46 1.42(2) . ? C45 H45 0.9300 . ? C46 H46 0.9300 . ? C47 C48 1.39(3) . ? C47 C52 1.39(3) . ? C48 C49 1.38(3) . ? C49 C50 1.38(4) . ? C50 C51 1.39(4) . ? C51 C52 1.39(3) . ? C53 H53A 0.9600 . ? C53 H53B 0.9600 . ? C53 H53C 0.9600 . ? C54 H54A 0.9600 . ? C54 H54B 0.9600 . ? C54 H54C 0.9600 . ? C55 H55A 0.9600 . ? C55 H55B 0.9600 . ? C55 H55C 0.9600 . ? C56 H56A 0.9600 . ? C56 H56B 0.9600 . ? C56 H56C 0.9600 . ? 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 O3 97.1(5) . . ? N2 Zn1 N1 89.6(5) . . ? O3 Zn1 N1 119.2(5) . . ? N2 Zn1 N3 170.8(6) . . ? O3 Zn1 N3 91.9(6) . . ? N1 Zn1 N3 87.6(5) . . ? N2 Zn1 O2 88.8(5) . . ? O3 Zn1 O2 98.9(5) . . ? N1 Zn1 O2 141.7(5) . . ? N3 Zn1 O2 88.0(5) . . ? N6 Zn2 N5 171.6(7) . . ? N6 Zn2 O6 93.3(6) . . ? N5 Zn2 O6 94.3(6) . . ? N6 Zn2 N4 90.6(5) . . ? N5 Zn2 N4 88.8(6) . . ? O6 Zn2 N4 119.8(7) . . ? N6 Zn2 O5 86.0(6) . . ? N5 Zn2 O5 89.1(6) . . ? O6 Zn2 O5 100.0(6) . . ? N4 Zn2 O5 140.1(7) . . ? C1 N1 C4 107.8(11) . . ? C1 N1 Zn1 125.5(9) . . ? C4 N1 Zn1 126.8(10) . . ? C9 N2 C6 106.7(13) . . ? C9 N2 Zn1 125.7(10) . . ? C6 N2 Zn1 126.6(10) . . ? C20 N3 C17 103.9(13) . . ? C20 N3 Zn1 124.4(11) . . ? C17 N3 Zn1 131.5(10) . . ? C27 N4 C30 106.0(13) . . ? C27 N4 Zn2 128.8(11) . . ? C30 N4 Zn2 125.2(10) . . ? C35 N5 C32 105.2(14) . . ? C35 N5 Zn2 129.1(13) . . ? C32 N5 Zn2 125.1(11) . . ? C46 N6 C43 105.7(12) . . ? C46 N6 Zn2 127.2(11) . . ? C43 N6 Zn2 127.1(10) . . ? Zn1 O2 H2C 89.8 . . ? Zn1 O2 H2D 104.4 . . ? H2C O2 H2D 108.7 . . ? Zn1 O3 H3C 121.7 . . ? Zn1 O3 H3D 111.0 . . ? H3C O3 H3D 108.4 . . ? Zn2 O5 H5C 95.4 . . ? Zn2 O5 H5D 122.4 . . ? H5C O5 H5D 108.8 . . ? Zn2 O6 H6C 123.3 . . ? Zn2 O6 H6D 119.3 . . ? H6C O6 H6D 108.4 . . ? C53 O7 H7 109.5 . . ? C54 O8 H8 109.5 . . ? C55 O9 H9 109.5 . . ? C56 O10 H10 109.5 . . ? N1 C1 C5 125.7(13) . . ? N1 C1 C2 110.3(12) . . ? C5 C1 C2 123.9(13) . . ? C3 C2 C1 105.7(13) . . ? C3 C2 H2 127.1 . . ? C1 C2 H2 127.1 . . ? C2 C3 C4 108.5(13) . . ? C2 C3 H3 125.7 . . ? C4 C3 H3 125.7 . . ? C16 C4 N1 125.0(14) . . ? C16 C4 C3 127.3(15) . . ? N1 C4 C3 107.6(12) . . ? C6 C5 C1 126.8(14) . . ? C6 C5 C10 117.4(13) . . ? C1 C5 C10 115.5(12) . . ? C5 C6 N2 123.9(13) . . ? C5 C6 C7 125.9(14) . . ? N2 C6 C7 109.9(13) . . ? C8 C7 C6 108.1(16) . . ? C8 C7 H7A 126.0 . . ? C6 C7 H7A 126.0 . . ? C7 C8 C9 105.2(15) . . ? C7 C8 H8A 127.4 . . ? C9 C8 H8A 127.4 . . ? O1 C9 N2 124.4(15) . . ? O1 C9 C8 126.1(15) . . ? N2 C9 C8 109.5(14) . . ? C15 C10 C11 123.0(15) . . ? C15 C10 C5 121.3(15) . . ? C11 C10 C5 115.8(14) . . ? F1 C11 C10 129.5(16) . . ? F1 C11 C12 113.1(15) . . ? C10 C11 C12 117.4(16) . . ? F2 C12 C13 118.5(16) . . ? F2 C12 C11 122.1(16) . . ? C13 C12 C11 119.4(15) . . ? F3 C13 C14 120.1(15) . . ? F3 C13 C12 120.4(15) . . ? C14 C13 C12 119.4(15) . . ? F4 C14 C13 121.6(14) . . ? F4 C14 C15 119.4(15) . . ? C13 C14 C15 118.9(15) . . ? F5 C15 C10 123.2(15) . . ? F5 C15 C14 114.9(15) . . ? C10 C15 C14 121.8(16) . . ? C4 C16 C17 130.5(15) . . ? C4 C16 C21 116.6(14) . . ? C17 C16 C21 112.5(13) . . ? C18 C17 N3 111.0(14) . . ? C18 C17 C16 130.5(16) . . ? N3 C17 C16 118.3(14) . . ? C19 C18 C17 106.3(16) . . ? C19 C18 H18 126.8 . . ? C17 C18 H18 126.8 . . ? C18 C19 C20 107.8(16) . . ? C18 C19 H19 126.1 . . ? C20 C19 H19 126.1 . . ? N3 C20 C19 110.4(16) . . ? N3 C20 H20 124.8 . . ? C19 C20 H20 124.8 . . ? C22 C21 C26 115.6(16) . . ? C22 C21 C16 120.8(17) . . ? C26 C21 C16 123.3(17) . . ? C21 C22 F6 118.7(16) . . ? C21 C22 C23 121.9(18) . . ? F6 C22 C23 119.4(16) . . ? C24 C23 F7 125.5(19) . . ? C24 C23 C22 119.6(19) . . ? F7 C23 C22 114.2(18) . . ? C23 C24 F8 116.7(18) . . ? C23 C24 C25 121.4(19) . . ? F8 C24 C25 121.7(19) . . ? F9 C25 C24 123.3(19) . . ? F9 C25 C26 118.2(19) . . ? C24 C25 C26 118.0(19) . . ? F10 C26 C21 122.4(17) . . ? F10 C26 C25 114.5(17) . . ? C21 C26 C25 123.1(18) . . ? N4 C27 C28 114.2(14) . . ? N4 C27 C31 122.9(15) . . ? C28 C27 C31 121.9(15) . . ? C29 C28 C27 102.0(15) . . ? C29 C28 H28 129.0 . . ? C27 C28 H28 129.0 . . ? C30 C29 C28 111.2(14) . . ? C30 C29 H29 124.4 . . ? C28 C29 H29 124.4 . . ? C29 C30 C42 130.8(15) . . ? C29 C30 N4 106.3(13) . . ? C42 C30 N4 122.9(14) . . ? C32 C31 C27 126.7(15) . . ? C32 C31 C36 117.8(14) . . ? C27 C31 C36 115.1(14) . . ? C31 C32 N5 124.2(14) . . ? C31 C32 C33 125.7(15) . . ? N5 C32 C33 109.4(13) . . ? C34 C33 C32 109.8(15) . . ? C34 C33 H33 125.1 . . ? C32 C33 H33 125.1 . . ? C33 C34 C35 105.4(15) . . ? C33 C34 H34 127.3 . . ? C35 C34 H34 127.3 . . ? O4 C35 N5 121.8(16) . . ? O4 C35 C34 127.9(16) . . ? N5 C35 C34 108.5(17) . . ? C41 C36 C37 111.7(16) . . ? C41 C36 C31 125.4(18) . . ? C37 C36 C31 122.8(19) . . ? C38 C37 C36 124.7(19) . . ? C38 C37 F11 119.8(17) . . ? C36 C37 F11 115.4(16) . . ? C39 C38 C37 119.4(18) . . ? C39 C38 F12 123.9(17) . . ? C37 C38 F12 116(2) . . ? C38 C39 C40 120.5(18) . . ? C38 C39 F13 116.2(18) . . ? C40 C39 F13 123(2) . . ? C39 C40 F14 121.7(18) . . ? C39 C40 C41 119(2) . . ? F14 C40 C41 118.6(18) . . ? C36 C41 F15 121.0(16) . . ? C36 C41 C40 123.5(18) . . ? F15 C41 C40 115.2(18) . . ? C43 C42 C30 130.2(15) . . ? C43 C42 C47 117.6(14) . . ? C30 C42 C47 112.2(14) . . ? C42 C43 N6 123.8(14) . . ? C42 C43 C44 128.3(15) . . ? N6 C43 C44 107.6(13) . . ? C45 C44 C43 107.1(15) . . ? C45 C44 H44 126.5 . . ? C43 C44 H44 126.5 . . ? C44 C45 C46 108.1(14) . . ? C44 C45 H45 125.9 . . ? C46 C45 H45 125.9 . . ? N6 C46 C45 111.3(14) . . ? N6 C46 H46 124.4 . . ? C45 C46 H46 124.4 . . ? C48 C47 C52 123(2) . . ? C48 C47 C42 118(2) . . ? C52 C47 C42 119(2) . . ? F16 C48 C49 119(3) . . ? F16 C48 C47 123(2) . . ? C49 C48 C47 119(3) . . ? C50 C49 C48 118(3) . . ? C50 C49 F17 124(2) . . ? C48 C49 F17 118(3) . . ? C49 C50 C51 123(2) . . ? C49 C50 F18 116(3) . . ? C51 C50 F18 120(2) . . ? F19 C51 C50 119(2) . . ? F19 C51 C52 122(3) . . ? C50 C51 C52 117(2) . . ? F20 C52 C47 119.2(19) . . ? F20 C52 C51 122(2) . . ? C47 C52 C51 119(3) . . ? O7 C53 H53A 109.5 . . ? O7 C53 H53B 109.5 . . ? H53A C53 H53B 109.5 . . ? O7 C53 H53C 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? O8 C54 H54A 109.5 . . ? O8 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? O8 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? O9 C55 H55A 109.5 . . ? O9 C55 H55B 109.5 . . ? H55A C55 H55B 109.5 . . ? O9 C55 H55C 109.5 . . ? H55A C55 H55C 109.5 . . ? H55B C55 H55C 109.5 . . ? O10 C56 H56A 109.5 . . ? O10 C56 H56B 109.5 . . ? H56A C56 H56B 109.5 . . ? O10 C56 H56C 109.5 . . ? H56A C56 H56C 109.5 . . ? H56B C56 H56C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Zn1 N1 C1 -8.8(13) . . . . ? O3 Zn1 N1 C1 89.2(13) . . . . ? N3 Zn1 N1 C1 -180.0(13) . . . . ? O2 Zn1 N1 C1 -96.3(14) . . . . ? N2 Zn1 N1 C4 172.2(13) . . . . ? O3 Zn1 N1 C4 -89.8(13) . . . . ? N3 Zn1 N1 C4 1.0(13) . . . . ? O2 Zn1 N1 C4 84.7(15) . . . . ? O3 Zn1 N2 C9 61.9(14) . . . . ? N1 Zn1 N2 C9 -178.6(13) . . . . ? N3 Zn1 N2 C9 -107(3) . . . . ? O2 Zn1 N2 C9 -36.9(13) . . . . ? O3 Zn1 N2 C6 -105.5(13) . . . . ? N1 Zn1 N2 C6 13.9(13) . . . . ? N3 Zn1 N2 C6 86(3) . . . . ? O2 Zn1 N2 C6 155.7(13) . . . . ? N2 Zn1 N3 C20 113(3) . . . . ? O3 Zn1 N3 C20 -55.8(15) . . . . ? N1 Zn1 N3 C20 -174.9(15) . . . . ? O2 Zn1 N3 C20 43.1(15) . . . . ? N2 Zn1 N3 C17 -73(4) . . . . ? O3 Zn1 N3 C17 118.7(16) . . . . ? N1 Zn1 N3 C17 -0.5(15) . . . . ? O2 Zn1 N3 C17 -142.5(16) . . . . ? N6 Zn2 N4 C27 -175.6(19) . . . . ? N5 Zn2 N4 C27 12.7(19) . . . . ? O6 Zn2 N4 C27 -81.5(19) . . . . ? O5 Zn2 N4 C27 99.9(19) . . . . ? N6 Zn2 N4 C30 4.5(17) . . . . ? N5 Zn2 N4 C30 -167.1(17) . . . . ? O6 Zn2 N4 C30 98.6(16) . . . . ? O5 Zn2 N4 C30 -80.0(18) . . . . ? N6 Zn2 N5 C35 85(4) . . . . ? O6 Zn2 N5 C35 -70.0(18) . . . . ? N4 Zn2 N5 C35 170.2(18) . . . . ? O5 Zn2 N5 C35 30.0(17) . . . . ? N6 Zn2 N5 C32 -105(4) . . . . ? O6 Zn2 N5 C32 99.8(15) . . . . ? N4 Zn2 N5 C32 -20.0(15) . . . . ? O5 Zn2 N5 C32 -160.2(15) . . . . ? N5 Zn2 N6 C46 -98(4) . . . . ? O6 Zn2 N6 C46 56.5(18) . . . . ? N4 Zn2 N6 C46 176.5(18) . . . . ? O5 Zn2 N6 C46 -43.3(17) . . . . ? N5 Zn2 N6 C43 81(4) . . . . ? O6 Zn2 N6 C43 -124.1(17) . . . . ? N4 Zn2 N6 C43 -4.1(17) . . . . ? O5 Zn2 N6 C43 136.1(17) . . . . ? C4 N1 C1 C5 178.9(15) . . . . ? Zn1 N1 C1 C5 0(2) . . . . ? C4 N1 C1 C2 2.8(17) . . . . ? Zn1 N1 C1 C2 -176.3(10) . . . . ? N1 C1 C2 C3 -3.2(19) . . . . ? C5 C1 C2 C3 -179.3(16) . . . . ? C1 C2 C3 C4 2(2) . . . . ? C1 N1 C4 C16 176.4(17) . . . . ? Zn1 N1 C4 C16 -4(2) . . . . ? C1 N1 C4 C3 -1.5(17) . . . . ? Zn1 N1 C4 C3 177.7(11) . . . . ? C2 C3 C4 C16 -178.4(18) . . . . ? C2 C3 C4 N1 -1(2) . . . . ? N1 C1 C5 C6 10(3) . . . . ? C2 C1 C5 C6 -174.7(16) . . . . ? N1 C1 C5 C10 -176.9(14) . . . . ? C2 C1 C5 C10 -1(2) . . . . ? C1 C5 C6 N2 -4(3) . . . . ? C10 C5 C6 N2 -177.3(14) . . . . ? C1 C5 C6 C7 -178.9(16) . . . . ? C10 C5 C6 C7 8(2) . . . . ? C9 N2 C6 C5 -179.6(16) . . . . ? Zn1 N2 C6 C5 -10(2) . . . . ? C9 N2 C6 C7 -4.1(18) . . . . ? Zn1 N2 C6 C7 165.3(12) . . . . ? C5 C6 C7 C8 174.8(16) . . . . ? N2 C6 C7 C8 -1(2) . . . . ? C6 C7 C8 C9 5(2) . . . . ? C6 N2 C9 O1 -172.3(17) . . . . ? Zn1 N2 C9 O1 18(2) . . . . ? C6 N2 C9 C8 6.9(17) . . . . ? Zn1 N2 C9 C8 -162.6(11) . . . . ? C7 C8 C9 O1 171.8(18) . . . . ? C7 C8 C9 N2 -7.4(19) . . . . ? C6 C5 C10 C15 71(2) . . . . ? C1 C5 C10 C15 -102.8(18) . . . . ? C6 C5 C10 C11 -107.6(17) . . . . ? C1 C5 C10 C11 78.4(18) . . . . ? C15 C10 C11 F1 -179.9(18) . . . . ? C5 C10 C11 F1 -1(3) . . . . ? C15 C10 C11 C12 2(2) . . . . ? C5 C10 C11 C12 -179.6(13) . . . . ? F1 C11 C12 F2 0(2) . . . . ? C10 C11 C12 F2 178.7(15) . . . . ? F1 C11 C12 C13 -178.5(15) . . . . ? C10 C11 C12 C13 0(2) . . . . ? F2 C12 C13 F3 -1(2) . . . . ? C11 C12 C13 F3 177.7(15) . . . . ? F2 C12 C13 C14 -178.1(16) . . . . ? C11 C12 C13 C14 1(2) . . . . ? F3 C13 C14 F4 3(3) . . . . ? C12 C13 C14 F4 -179.5(16) . . . . ? F3 C13 C14 C15 179.9(16) . . . . ? C12 C13 C14 C15 -3(3) . . . . ? C11 C10 C15 F5 -179.7(16) . . . . ? C5 C10 C15 F5 2(3) . . . . ? C11 C10 C15 C14 -4(3) . . . . ? C5 C10 C15 C14 177.1(15) . . . . ? F4 C14 C15 F5 -3(2) . . . . ? C13 C14 C15 F5 -179.4(17) . . . . ? F4 C14 C15 C10 -178.5(16) . . . . ? C13 C14 C15 C10 5(3) . . . . ? N1 C4 C16 C17 8(3) . . . . ? C3 C4 C16 C17 -174.7(17) . . . . ? N1 C4 C16 C21 -179.5(16) . . . . ? C3 C4 C16 C21 -2(3) . . . . ? C20 N3 C17 C18 -7(2) . . . . ? Zn1 N3 C17 C18 177.9(13) . . . . ? C20 N3 C17 C16 178.2(15) . . . . ? Zn1 N3 C17 C16 3(2) . . . . ? C4 C16 C17 C18 179(2) . . . . ? C21 C16 C17 C18 6(3) . . . . ? C4 C16 C17 N3 -7(3) . . . . ? C21 C16 C17 N3 -179.7(15) . . . . ? N3 C17 C18 C19 4(2) . . . . ? C16 C17 C18 C19 178.3(18) . . . . ? C17 C18 C19 C20 1(2) . . . . ? C17 N3 C20 C19 7(2) . . . . ? Zn1 N3 C20 C19 -177.2(14) . . . . ? C18 C19 C20 N3 -5(2) . . . . ? C4 C16 C21 C22 84(2) . . . . ? C17 C16 C21 C22 -102(2) . . . . ? C4 C16 C21 C26 -89(2) . . . . ? C17 C16 C21 C26 84(2) . . . . ? C26 C21 C22 F6 -179.9(16) . . . . ? C16 C21 C22 F6 6(3) . . . . ? C26 C21 C22 C23 0(3) . . . . ? C16 C21 C22 C23 -173.8(16) . . . . ? C21 C22 C23 C24 5(3) . . . . ? F6 C22 C23 C24 -175.0(19) . . . . ? C21 C22 C23 F7 176.2(17) . . . . ? F6 C22 C23 F7 -4(3) . . . . ? F7 C23 C24 F8 9(3) . . . . ? C22 C23 C24 F8 178.5(17) . . . . ? F7 C23 C24 C25 -175(2) . . . . ? C22 C23 C24 C25 -5(3) . . . . ? C23 C24 C25 F9 -172(2) . . . . ? F8 C24 C25 F9 4(3) . . . . ? C23 C24 C25 C26 1(3) . . . . ? F8 C24 C25 C26 176.7(17) . . . . ? C22 C21 C26 F10 178.6(17) . . . . ? C16 C21 C26 F10 -8(3) . . . . ? C22 C21 C26 C25 -5(3) . . . . ? C16 C21 C26 C25 168.8(17) . . . . ? F9 C25 C26 F10 -5(3) . . . . ? C24 C25 C26 F10 -178.4(18) . . . . ? F9 C25 C26 C21 177.9(18) . . . . ? C24 C25 C26 C21 5(3) . . . . ? C30 N4 C27 C28 5(2) . . . . ? Zn2 N4 C27 C28 -174.4(14) . . . . ? C30 N4 C27 C31 174.1(19) . . . . ? Zn2 N4 C27 C31 -6(3) . . . . ? N4 C27 C28 C29 -6(3) . . . . ? C31 C27 C28 C29 -175(2) . . . . ? C27 C28 C29 C30 5(2) . . . . ? C28 C29 C30 C42 -179(2) . . . . ? C28 C29 C30 N4 -2(2) . . . . ? C27 N4 C30 C29 -2(2) . . . . ? Zn2 N4 C30 C29 177.7(14) . . . . ? C27 N4 C30 C42 175(2) . . . . ? Zn2 N4 C30 C42 -5(3) . . . . ? N4 C27 C31 C32 1(3) . . . . ? C28 C27 C31 C32 169(2) . . . . ? N4 C27 C31 C36 173(2) . . . . ? C28 C27 C31 C36 -19(3) . . . . ? C27 C31 C32 N5 -10(3) . . . . ? C36 C31 C32 N5 178.2(18) . . . . ? C27 C31 C32 C33 -178.7(19) . . . . ? C36 C31 C32 C33 9(3) . . . . ? C35 N5 C32 C31 -166(2) . . . . ? Zn2 N5 C32 C31 22(3) . . . . ? C35 N5 C32 C33 5(2) . . . . ? Zn2 N5 C32 C33 -167.1(12) . . . . ? C31 C32 C33 C34 175(2) . . . . ? N5 C32 C33 C34 4(2) . . . . ? C32 C33 C34 C35 -10(2) . . . . ? C32 N5 C35 O4 -176.8(18) . . . . ? Zn2 N5 C35 O4 -5(3) . . . . ? C32 N5 C35 C34 -11(2) . . . . ? Zn2 N5 C35 C34 160.4(13) . . . . ? C33 C34 C35 O4 178(2) . . . . ? C33 C34 C35 N5 14(2) . . . . ? C32 C31 C36 C41 102(2) . . . . ? C27 C31 C36 C41 -71(2) . . . . ? C32 C31 C36 C37 -75(2) . . . . ? C27 C31 C36 C37 112(2) . . . . ? C41 C36 C37 C38 4(3) . . . . ? C31 C36 C37 C38 -178.8(16) . . . . ? C41 C36 C37 F11 -178.3(15) . . . . ? C31 C36 C37 F11 -1(2) . . . . ? C36 C37 C38 C39 2(3) . . . . ? F11 C37 C38 C39 -175.3(16) . . . . ? C36 C37 C38 F12 174.7(15) . . . . ? F11 C37 C38 F12 -3(2) . . . . ? C37 C38 C39 C40 -8(3) . . . . ? F12 C38 C39 C40 180.0(16) . . . . ? C37 C38 C39 F13 -178.8(15) . . . . ? F12 C38 C39 F13 9(3) . . . . ? C38 C39 C40 F14 -177.1(17) . . . . ? F13 C39 C40 F14 -7(3) . . . . ? C38 C39 C40 C41 7(3) . . . . ? F13 C39 C40 C41 177.6(16) . . . . ? C37 C36 C41 F15 -177.2(15) . . . . ? C31 C36 C41 F15 6(3) . . . . ? C37 C36 C41 C40 -5(3) . . . . ? C31 C36 C41 C40 178.3(16) . . . . ? C39 C40 C41 C36 -1(3) . . . . ? F14 C40 C41 C36 -176.1(17) . . . . ? C39 C40 C41 F15 172.2(17) . . . . ? F14 C40 C41 F15 -3(2) . . . . ? C29 C30 C42 C43 -180(2) . . . . ? N4 C30 C42 C43 4(4) . . . . ? C29 C30 C42 C47 -1(3) . . . . ? N4 C30 C42 C47 -177.4(19) . . . . ? C30 C42 C43 N6 -3(4) . . . . ? C47 C42 C43 N6 177.9(19) . . . . ? C30 C42 C43 C44 -176(2) . . . . ? C47 C42 C43 C44 5(3) . . . . ? C46 N6 C43 C42 -176(2) . . . . ? Zn2 N6 C43 C42 4(3) . . . . ? C46 N6 C43 C44 -2(2) . . . . ? Zn2 N6 C43 C44 178.5(13) . . . . ? C42 C43 C44 C45 173(2) . . . . ? N6 C43 C44 C45 -1(2) . . . . ? C43 C44 C45 C46 3(3) . . . . ? C43 N6 C46 C45 4(2) . . . . ? Zn2 N6 C46 C45 -176.6(15) . . . . ? C44 C45 C46 N6 -5(3) . . . . ? C43 C42 C47 C48 -90(2) . . . . ? C30 C42 C47 C48 91(2) . . . . ? C43 C42 C47 C52 96(2) . . . . ? C30 C42 C47 C52 -83(2) . . . . ? C52 C47 C48 F16 178(2) . . . . ? C42 C47 C48 F16 4(3) . . . . ? C52 C47 C48 C49 0(3) . . . . ? C42 C47 C48 C49 -174.0(17) . . . . ? F16 C48 C49 C50 -177.2(19) . . . . ? C47 C48 C49 C50 1(3) . . . . ? F16 C48 C49 F17 2(3) . . . . ? C47 C48 C49 F17 -179.2(17) . . . . ? C48 C49 C50 C51 -7(3) . . . . ? F17 C49 C50 C51 173(2) . . . . ? C48 C49 C50 F18 -177.4(18) . . . . ? F17 C49 C50 F18 3(3) . . . . ? C49 C50 C51 F19 -180(2) . . . . ? F18 C50 C51 F19 -10(3) . . . . ? C49 C50 C51 C52 12(3) . . . . ? F18 C50 C51 C52 -178.2(18) . . . . ? C48 C47 C52 F20 178.5(19) . . . . ? C42 C47 C52 F20 -8(3) . . . . ? C48 C47 C52 C51 5(3) . . . . ? C42 C47 C52 C51 178.9(18) . . . . ? F19 C51 C52 F20 9(4) . . . . ? C50 C51 C52 F20 176(2) . . . . ? F19 C51 C52 C47 -178(2) . . . . ? C50 C51 C52 C47 -11(3) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.912 _refine_diff_density_min -0.891 _refine_diff_density_rms 0.138