Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2002 data_global _journal_coden_Cambridge 186 _publ_requested_journal 'Dalton Transactions' loop_ _publ_author_name _publ_author_address 'Alsfasser, Ralf' ; Institute for Inorganic Chemistry University of Erlangen-Nrnberg Egerlandstrasse 1 91058 Erlangen Germany ; 'Walter, Olaf' ; ITC-CPV Forschungszentrum Karlsruhe Postfach 3640 76021 Karlsruhe Germany ; 'Niklas, Nicole' ; Institute for Inorganic Chemistry University of Erlangen-Nrnberg Egerlandstrasse 1 91058 Erlangen Germany ; _publ_contact_author_name '?' _publ_contact_author_address ; ? ; _publ_contact_author_email '?' _publ_section_title ; ? ; data_nn1 _database_code_CSD 173038 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H26 F6 N4 O9.84 S2 Zn' _chemical_formula_weight 795.40 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' 'S' 'S' 0.1246 0.1234 '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 ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 10.2466(6) _cell_length_b 15.8966(9) _cell_length_c 20.5963(12) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3354.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.575 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1619 _exptl_absorpt_coefficient_mu 0.947 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24009 _diffrn_reflns_av_R_equivalents 0.0289 _diffrn_reflns_av_sigmaI/netI 0.0398 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 28.29 _reflns_number_total 8115 _reflns_number_gt 5768 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.1209P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.045(16) _refine_ls_number_reflns 8115 _refine_ls_number_parameters 593 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0846 _refine_ls_R_factor_gt 0.0598 _refine_ls_wR_factor_ref 0.1809 _refine_ls_wR_factor_gt 0.1677 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.023 _refine_ls_shift/su_max 1.265 _refine_ls_shift/su_mean 0.079 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.83610(6) 0.87312(3) 0.77443(2) 0.05410(18) Uani 1 d . . . O1 O 0.7264(3) 0.77914(18) 0.81026(13) 0.0456(7) Uani 1 d . . . O2 O 0.3812(3) 0.6053(2) 0.87292(15) 0.0556(8) Uani 1 d . . . O3 O 0.4929(3) 0.6219(2) 0.96558(13) 0.0524(7) Uani 1 d . . . N1 N 0.9113(3) 0.8710(2) 0.87554(16) 0.0437(7) Uani 1 d . . . N2 N 0.7713(5) 0.9873(2) 0.80644(18) 0.0523(9) Uani 1 d . . . N3 N 1.0305(6) 0.8564(2) 0.7567(2) 0.0704(14) Uani 1 d . . . N4 N 0.6897(3) 0.6986(2) 0.89794(17) 0.0404(7) Uani 1 d . . . C1 C 0.9259(5) 0.9595(3) 0.8922(2) 0.0511(11) Uani 1 d . . . H1A H 1.0086 0.9801 0.8756 0.085(8) Uiso 1 calc R . . H1B H 0.9267 0.9657 0.9390 0.085(8) Uiso 1 calc R . . C2 C 0.8176(5) 1.0106(2) 0.8645(2) 0.0503(10) Uani 1 d . . . C3 C 0.7672(7) 1.0820(3) 0.8956(2) 0.0668(15) Uani 1 d . . . H3 H 0.7943 1.0959 0.9374 0.070(6) Uiso 1 calc R . . C4 C 0.6773(7) 1.1310(3) 0.8639(3) 0.0757(16) Uani 1 d . . . H4 H 0.6472 1.1803 0.8831 0.070(6) Uiso 1 calc R . . C5 C 0.6319(7) 1.1077(3) 0.8040(3) 0.0768(18) Uani 1 d . . . H5 H 0.5711 1.1406 0.7820 0.070(6) Uiso 1 calc R . . C6 C 0.6785(6) 1.0343(3) 0.7772(2) 0.0645(13) Uani 1 d . . . H6 H 0.6450 1.0165 0.7376 0.070(6) Uiso 1 calc R . . C7 C 1.0367(5) 0.8251(3) 0.8735(3) 0.0606(13) Uani 1 d . . . H7A H 1.0205 0.7657 0.8810 0.085(8) Uiso 1 calc R . . H7B H 1.0926 0.8453 0.9081 0.085(8) Uiso 1 calc R . . C8 C 1.1059(6) 0.8355(3) 0.8096(4) 0.0734(17) Uani 1 d . . . C9 C 1.2381(7) 0.8241(4) 0.8036(5) 0.101(3) Uani 1 d . . . H9 H 1.2898 0.8125 0.8396 0.070(6) Uiso 1 calc R . . C10 C 1.2903(13) 0.8300(5) 0.7444(6) 0.143(6) Uani 1 d . . . H10 H 1.3794 0.8203 0.7406 0.070(6) Uiso 1 calc R . . C11 C 1.2284(13) 0.8479(5) 0.6927(6) 0.136(6) Uani 1 d . . . H11 H 1.2703 0.8523 0.6528 0.070(6) Uiso 1 calc R . . C12 C 1.0908(9) 0.8610(4) 0.6993(3) 0.099(3) Uani 1 d . . . H12 H 1.0418 0.8731 0.6624 0.070(6) Uiso 1 calc R . . C13 C 0.8114(4) 0.8264(3) 0.9125(2) 0.0419(9) Uani 1 d . . . H13A H 0.7493 0.8665 0.9299 0.085(8) Uiso 1 calc R . . H13B H 0.8517 0.7972 0.9486 0.085(8) Uiso 1 calc R . . C14 C 0.7420(4) 0.7648(3) 0.87046(18) 0.0381(8) Uani 1 d . . . C15 C 0.6020(4) 0.6419(3) 0.8636(2) 0.0446(9) Uani 1 d . . . H15 H 0.5694 0.6703 0.8246 0.050(13) Uiso 1 calc R . . C16 C 0.4883(4) 0.6225(3) 0.90754(19) 0.0404(8) Uani 1 d . . . C17 C 0.6745(5) 0.5596(3) 0.8428(3) 0.0675(15) Uani 1 d . . . H17A H 0.7101 0.5320 0.8809 0.080(14) Uiso 1 calc R . . H17B H 0.6132 0.5214 0.8223 0.080(14) Uiso 1 calc R . . C18 C 0.7819(5) 0.5799(3) 0.7966(4) 0.0714(18) Uani 1 d . . . C19 C 0.9067(5) 0.5962(3) 0.8179(4) 0.0778(18) Uani 1 d . . . H19 H 0.9285 0.5862 0.8610 0.104(11) Uiso 1 calc R . . C20 C 1.0004(6) 0.6275(4) 0.7756(6) 0.098(3) Uani 1 d . . . H20 H 1.0828 0.6405 0.7917 0.104(11) Uiso 1 calc R . . C21 C 0.9762(8) 0.6396(4) 0.7129(5) 0.102(3) Uani 1 d . . . H21 H 1.0397 0.6608 0.6852 0.104(11) Uiso 1 calc R . . C22 C 0.8533(8) 0.6193(6) 0.6907(4) 0.110(3) Uani 1 d . . . H22 H 0.8353 0.6252 0.6467 0.104(11) Uiso 1 calc R . . C23 C 0.7562(6) 0.5908(4) 0.7313(3) 0.085(2) Uani 1 d . . . H23 H 0.6737 0.5788 0.7149 0.104(11) Uiso 1 calc R . . C24 C 0.2661(5) 0.5856(5) 0.9104(3) 0.0776(19) Uani 1 d . . . H24A H 0.2863 0.5424 0.9413 0.085(12) Uiso 1 calc R . . H24B H 0.1983 0.5663 0.8819 0.085(12) Uiso 1 calc R . . H24C H 0.2371 0.6351 0.9329 0.085(12) Uiso 1 calc R . . O4 O 0.7626(5) 0.8752(3) 0.68297(15) 0.0787(11) Uani 1 d . . . S1 S 0.6384(3) 0.83793(16) 0.64662(11) 0.0717(9) Uani 0.576(4) d P A 1 C25 C 0.7263(13) 0.7957(10) 0.5677(8) 0.088(4) Uani 0.576(4) d P A 1 F1 F 0.5996(6) 0.7694(3) 0.5420(3) 0.118(6) Uani 0.576(4) d P A 1 F2 F 0.7876(11) 0.8695(6) 0.5449(3) 0.127(3) Uani 0.576(4) d P A 1 F3 F 0.7954(15) 0.7434(6) 0.5802(6) 0.177(6) Uani 0.576(4) d P A 1 O5 O 0.5830(9) 0.7641(5) 0.6724(4) 0.094(3) Uani 0.576(4) d P A 1 O6 O 0.5499(11) 0.9026(6) 0.6230(6) 0.124(4) Uani 0.576(4) d P A 1 S1X S 0.5250(5) 0.8362(3) 0.5740(2) 0.0963(17) Uani 0.424(4) d P A 2 C25X C 0.5996(6) 0.7694(3) 0.5420(3) 0.049(7) Uani 0.424(4) d P A 2 O11 O 0.3843(9) 0.8358(9) 0.5565(5) 0.097(4) Uani 0.424(4) d P A 2 O12 O 0.5664(17) 0.9183(9) 0.5484(6) 0.118(5) Uani 0.424(4) d P A 2 O13 O 0.5746(18) 0.7914(18) 0.6310(10) 0.257(18) Uani 0.424(4) d P A 2 F1X F 0.7000(14) 0.7815(8) 0.5243(4) 0.125(5) Uani 0.424(4) d PG A 2 F2X F 0.5700(16) 0.7565(12) 0.4726(8) 0.185(8) Uani 0.424(4) d PG A 2 F3X F 0.5668(19) 0.6747(9) 0.5612(10) 0.36(2) Uani 0.424(4) d PG A 2 O10 O 0.9146(12) 0.9151(7) 0.5754(3) 0.079(3) Uani 0.424(4) d P A 2 S2 S 1.4241(5) 0.8525(4) 0.9559(4) 0.0558(15) Uani 0.428(12) d P B 1 C26 C 1.3346(19) 0.9983(15) 0.9499(11) 0.068(5) Uani 0.428(12) d P B 1 F21 F 1.2623(13) 0.9834(12) 0.9032(11) 0.103(7) Uani 0.428(12) d P B 1 F22 F 1.4199(14) 1.0536(10) 0.9397(8) 0.147(8) Uani 0.428(12) d P B 1 F23 F 1.2699(17) 1.0141(9) 0.9988(9) 0.117(5) Uani 0.428(12) d P B 1 O21 O 1.2862(14) 0.8287(17) 0.9671(12) 0.062(4) Uani 0.428(12) d P B 1 O22 O 1.5093(9) 0.8388(7) 1.0155(6) 0.070(3) Uani 0.428(12) d P B 1 O23 O 1.4807(18) 0.8343(12) 0.8964(10) 0.084(6) Uani 0.428(12) d P B 1 S2X S 1.4314(4) 0.8921(7) 0.9713(2) 0.0752(18) Uani 0.572(12) d P B 2 C26X C 1.405(3) 0.9687(8) 0.9522(12) 0.110(6) Uani 0.572(12) d P B 2 O22X O 1.5074(10) 0.9168(15) 1.0261(5) 0.159(8) Uani 0.572(12) d P B 2 O21X O 1.3252(11) 0.8325(13) 0.9789(8) 0.066(3) Uani 0.572(12) d P B 2 O23X O 1.5013(18) 0.8746(13) 0.9133(9) 0.121(7) Uani 0.572(12) d P B 2 F21X F 1.328(2) 0.9915(10) 0.9068(9) 0.153(10) Uani 0.572(12) d P B 2 F22X F 1.5206(13) 1.0060(7) 0.9579(9) 0.188(7) Uani 0.572(12) d P B 2 F23X F 1.3609(19) 0.9975(7) 1.0090(9) 0.158(6) Uani 0.572(12) d P B 2 H41 H 0.701(4) 0.701(2) 0.9434(19) 0.025(9) Uiso 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 0.0862(4) 0.0365(2) 0.0396(2) 0.0015(2) 0.0070(3) 0.0014(3) O1 0.0605(18) 0.0381(15) 0.0382(13) -0.0030(12) 0.0038(13) -0.0028(13) O2 0.0418(16) 0.074(2) 0.0511(16) -0.0101(15) -0.0016(13) -0.0107(15) O3 0.0501(16) 0.0628(19) 0.0442(14) -0.0046(15) -0.0026(13) -0.0098(17) N1 0.0515(19) 0.0310(15) 0.0484(16) 0.0014(16) 0.0038(14) -0.0058(16) N2 0.078(3) 0.0347(17) 0.0438(18) 0.0090(15) 0.0066(18) 0.0030(18) N3 0.104(4) 0.036(2) 0.071(3) -0.0013(18) 0.036(3) -0.006(2) N4 0.0386(18) 0.0327(16) 0.0498(18) 0.0006(14) -0.0026(14) 0.0012(13) C1 0.066(3) 0.032(2) 0.055(2) 0.0010(18) -0.002(2) -0.007(2) C2 0.070(3) 0.0309(19) 0.050(2) 0.0019(17) 0.010(2) -0.009(2) C3 0.112(5) 0.034(2) 0.054(2) -0.002(2) 0.018(3) -0.001(3) C4 0.109(4) 0.035(2) 0.083(3) -0.001(2) 0.032(3) 0.009(3) C5 0.115(5) 0.040(3) 0.075(3) 0.012(2) 0.020(3) 0.020(3) C6 0.093(4) 0.050(2) 0.051(2) 0.010(2) 0.003(3) 0.009(3) C7 0.048(3) 0.048(3) 0.086(3) 0.009(2) 0.005(2) -0.007(2) C8 0.072(4) 0.045(3) 0.103(4) -0.005(3) 0.041(3) -0.007(3) C9 0.075(4) 0.061(4) 0.169(8) -0.025(4) 0.057(5) -0.016(3) C10 0.164(11) 0.059(5) 0.205(11) -0.029(6) 0.140(10) -0.037(6) C11 0.189(11) 0.050(4) 0.168(9) -0.023(5) 0.142(10) -0.031(5) C12 0.172(7) 0.042(3) 0.083(4) -0.013(3) 0.068(5) -0.013(4) C13 0.044(2) 0.0339(19) 0.047(2) 0.0025(16) 0.0028(17) -0.0038(17) C14 0.0298(18) 0.041(2) 0.0438(18) -0.0018(16) -0.0055(16) 0.0036(15) C15 0.042(2) 0.039(2) 0.054(2) -0.0115(18) 0.0078(18) -0.0049(17) C16 0.0308(18) 0.0397(19) 0.051(2) -0.0057(19) 0.0001(15) -0.0047(18) C17 0.046(3) 0.044(2) 0.112(4) -0.025(3) 0.015(3) -0.009(2) C18 0.048(3) 0.035(2) 0.131(5) -0.033(3) 0.031(3) -0.004(2) C19 0.056(3) 0.043(3) 0.135(6) -0.010(3) 0.016(4) 0.004(2) C20 0.053(3) 0.050(3) 0.191(9) -0.031(5) 0.051(5) -0.004(3) C21 0.094(5) 0.063(4) 0.149(7) -0.027(4) 0.073(5) 0.005(3) C22 0.095(5) 0.134(7) 0.102(5) -0.053(5) 0.052(4) -0.003(5) C23 0.069(4) 0.102(5) 0.084(4) -0.055(4) 0.029(3) -0.012(3) C24 0.032(2) 0.134(6) 0.067(3) -0.021(3) -0.003(2) -0.020(3) O4 0.122(3) 0.077(2) 0.0377(14) -0.0062(18) 0.0034(18) -0.014(3) S1 0.101(2) 0.0560(13) 0.0581(12) -0.0095(10) 0.0195(13) -0.0120(14) C25 0.071(7) 0.093(9) 0.100(10) 0.046(8) -0.006(7) -0.011(7) F1 0.135(13) 0.113(11) 0.105(11) 0.006(9) 0.010(9) -0.013(10) F2 0.196(9) 0.120(6) 0.066(4) 0.035(4) 0.046(5) -0.005(7) F3 0.269(15) 0.088(5) 0.175(10) 0.024(6) 0.130(11) 0.068(8) O5 0.118(7) 0.068(5) 0.095(6) -0.003(4) 0.018(5) -0.023(5) O6 0.108(7) 0.082(6) 0.184(11) -0.040(7) 0.002(8) 0.035(5) S1X 0.113(4) 0.104(3) 0.071(2) -0.006(2) 0.012(2) -0.030(3) C25X 0.055(12) 0.035(9) 0.057(11) 0.022(8) -0.044(10) -0.032(8) O11 0.048(5) 0.173(12) 0.070(5) -0.041(7) 0.013(4) -0.034(6) O12 0.174(14) 0.091(8) 0.089(8) 0.027(7) -0.006(9) -0.065(9) O13 0.172(16) 0.41(4) 0.187(16) 0.24(2) -0.108(14) -0.23(2) F1X 0.178(14) 0.144(11) 0.052(5) -0.035(6) 0.025(7) -0.037(11) F2X 0.184(16) 0.197(17) 0.175(16) -0.083(14) -0.015(13) -0.014(14) F3X 0.27(2) 0.165(15) 0.64(6) -0.22(3) 0.29(3) -0.143(17) O10 0.129(9) 0.081(6) 0.028(3) -0.003(4) -0.003(4) -0.001(6) S2 0.038(2) 0.056(3) 0.073(3) 0.024(2) 0.0028(19) -0.0006(18) C26 0.043(8) 0.075(12) 0.087(11) 0.039(10) -0.014(10) -0.009(8) F21 0.072(8) 0.097(9) 0.141(13) 0.028(8) -0.052(10) 0.002(7) F22 0.098(9) 0.141(12) 0.203(14) 0.103(10) -0.048(9) -0.079(10) F23 0.112(10) 0.090(8) 0.149(11) 0.008(7) 0.003(10) 0.018(8) O21 0.012(7) 0.085(7) 0.089(12) 0.032(7) 0.003(6) 0.010(7) O22 0.037(4) 0.060(6) 0.111(8) 0.033(5) -0.021(5) 0.001(4) O23 0.057(9) 0.108(12) 0.087(10) 0.044(10) 0.034(7) 0.046(9) S2X 0.0322(12) 0.134(6) 0.0592(17) 0.013(2) -0.0050(11) -0.003(2) C26X 0.132(17) 0.044(7) 0.153(16) 0.030(8) 0.069(13) 0.001(8) O22X 0.070(6) 0.33(3) 0.081(6) 0.009(10) -0.029(5) 0.036(10) O21X 0.023(6) 0.102(6) 0.073(6) 0.045(5) 0.003(6) 0.006(7) O23X 0.080(7) 0.172(18) 0.111(10) 0.022(11) 0.048(7) 0.005(11) F21X 0.19(2) 0.123(12) 0.146(13) 0.096(11) 0.058(15) 0.092(14) F22X 0.133(10) 0.113(8) 0.317(18) 0.079(10) 0.030(11) -0.058(7) F23X 0.174(14) 0.073(6) 0.226(17) 0.031(8) 0.028(14) -0.002(8) _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 O1 2.010(3) . ? Zn1 O4 2.029(4) . ? Zn1 N3 2.043(6) . ? Zn1 N2 2.042(4) . ? Zn1 N1 2.221(3) . ? O1 C14 1.271(5) . ? O2 C16 1.337(5) . ? O2 C24 1.444(6) . ? O3 C16 1.197(5) . ? N1 C1 1.455(6) . ? N1 C13 1.459(5) . ? N1 C7 1.478(6) . ? N2 C2 1.339(6) . ? N2 C6 1.351(7) . ? N3 C12 1.337(7) . ? N3 C8 1.376(9) . ? N4 C14 1.310(5) . ? N4 C15 1.456(5) . ? N4 H41 0.95(4) . ? C1 C2 1.488(7) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C3 1.402(6) . ? C3 C4 1.373(9) . ? C3 H3 0.9300 . ? C4 C5 1.369(9) . ? C4 H4 0.9300 . ? C5 C6 1.377(7) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C8 1.503(8) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.373(9) . ? C9 C10 1.334(12) . ? C9 H9 0.9300 . ? C10 C11 1.271(18) . ? C10 H10 0.9300 . ? C11 C12 1.432(15) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.488(6) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C15 C16 1.508(5) . ? C15 C17 1.564(6) . ? C15 H15 0.9800 . ? C17 C18 1.490(8) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.376(9) . ? C18 C23 1.381(10) . ? C19 C20 1.388(10) . ? C19 H19 0.9300 . ? C20 C21 1.328(12) . ? C20 H20 0.9300 . ? C21 C22 1.379(11) . ? C21 H21 0.9300 . ? C22 C23 1.377(9) . ? C22 H22 0.9300 . ? C23 H23 0.9300 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? O4 S1 1.591(6) . ? S1 O5 1.408(9) . ? S1 O6 1.455(10) . ? S1 C25 1.976(17) . ? C25 F3 1.122(16) . ? C25 F2 1.411(15) . ? C25 F1 1.464(15) . ? S1X C25X 1.466(8) . ? S1X O12 1.470(12) . ? S1X O13 1.464(15) . ? S1X O11 1.486(12) . ? C25X F1X 1.109(12) . ? C25X F2X 1.476(14) . ? C25X F3X 1.592(13) . ? C25X O13 1.88(3) . ? F1X F2X 1.7517 . ? S2 O23 1.39(2) . ? S2 O21 1.481(17) . ? S2 O22 1.521(12) . ? C26 F21 1.24(3) . ? C26 F23 1.23(3) . ? C26 F22 1.26(2) . ? S2X C26X 1.31(2) . ? S2X O22X 1.427(12) . ? S2X O23X 1.419(18) . ? S2X O21X 1.451(16) . ? S2X F23X 1.98(2) . ? S2X F22X 2.047(13) . ? C26X F21X 1.28(3) . ? C26X F23X 1.34(2) . ? C26X F22X 1.33(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 O4 98.36(15) . . ? O1 Zn1 N3 120.96(15) . . ? O4 Zn1 N3 101.4(2) . . ? O1 Zn1 N2 111.12(15) . . ? O4 Zn1 N2 99.47(17) . . ? N3 Zn1 N2 119.35(18) . . ? O1 Zn1 N1 80.72(12) . . ? O4 Zn1 N1 178.52(16) . . ? N3 Zn1 N1 80.03(17) . . ? N2 Zn1 N1 79.83(14) . . ? C14 O1 Zn1 114.9(3) . . ? C16 O2 C24 115.5(3) . . ? C1 N1 C13 114.8(3) . . ? C1 N1 C7 113.3(4) . . ? C13 N1 C7 112.6(3) . . ? C1 N1 Zn1 104.0(3) . . ? C13 N1 Zn1 104.6(2) . . ? C7 N1 Zn1 106.4(3) . . ? C2 N2 C6 119.7(4) . . ? C2 N2 Zn1 114.7(3) . . ? C6 N2 Zn1 125.2(3) . . ? C12 N3 C8 117.0(6) . . ? C12 N3 Zn1 127.0(6) . . ? C8 N3 Zn1 115.9(3) . . ? C14 N4 C15 122.7(3) . . ? C14 N4 H41 110(2) . . ? C15 N4 H41 126(2) . . ? N1 C1 C2 111.1(4) . . ? N1 C1 H1A 109.4 . . ? C2 C1 H1A 109.4 . . ? N1 C1 H1B 109.4 . . ? C2 C1 H1B 109.4 . . ? H1A C1 H1B 108.0 . . ? N2 C2 C3 120.1(5) . . ? N2 C2 C1 117.1(4) . . ? C3 C2 C1 122.8(5) . . ? C4 C3 C2 119.3(5) . . ? C4 C3 H3 120.4 . . ? C2 C3 H3 120.3 . . ? C3 C4 C5 120.2(5) . . ? C3 C4 H4 119.9 . . ? C5 C4 H4 119.9 . . ? C4 C5 C6 118.2(6) . . ? C4 C5 H5 120.9 . . ? C6 C5 H5 120.9 . . ? N2 C6 C5 122.3(5) . . ? N2 C6 H6 118.8 . . ? C5 C6 H6 118.9 . . ? N1 C7 C8 112.4(5) . . ? N1 C7 H7A 109.1 . . ? C8 C7 H7A 109.1 . . ? N1 C7 H7B 109.1 . . ? C8 C7 H7B 109.1 . . ? H7A C7 H7B 107.9 . . ? N3 C8 C9 120.9(7) . . ? N3 C8 C7 117.0(5) . . ? C9 C8 C7 122.0(8) . . ? C10 C9 C8 118.0(10) . . ? C10 C9 H9 121.0 . . ? C8 C9 H9 121.0 . . ? C11 C10 C9 125.6(12) . . ? C11 C10 H10 117.2 . . ? C9 C10 H10 117.3 . . ? C10 C11 C12 116.4(9) . . ? C10 C11 H11 121.8 . . ? C12 C11 H11 121.8 . . ? N3 C12 C11 122.1(9) . . ? N3 C12 H12 119.0 . . ? C11 C12 H12 119.0 . . ? N1 C13 C14 110.6(3) . . ? N1 C13 H13A 109.5 . . ? C14 C13 H13A 109.5 . . ? N1 C13 H13B 109.5 . . ? C14 C13 H13B 109.5 . . ? H13A C13 H13B 108.1 . . ? O1 C14 N4 120.9(4) . . ? O1 C14 C13 120.7(4) . . ? N4 C14 C13 118.2(3) . . ? N4 C15 C16 108.2(3) . . ? N4 C15 C17 111.0(4) . . ? C16 C15 C17 111.1(4) . . ? N4 C15 H15 108.9 . . ? C16 C15 H15 108.9 . . ? C17 C15 H15 108.8 . . ? O3 C16 O2 124.3(4) . . ? O3 C16 C15 124.8(4) . . ? O2 C16 C15 110.8(3) . . ? C18 C17 C15 110.2(4) . . ? C18 C17 H17A 109.6 . . ? C15 C17 H17A 109.6 . . ? C18 C17 H17B 109.6 . . ? C15 C17 H17B 109.6 . . ? H17A C17 H17B 108.1 . . ? C19 C18 C23 117.6(6) . . ? C19 C18 C17 121.6(7) . . ? C23 C18 C17 120.5(6) . . ? C18 C19 C20 120.7(8) . . ? C18 C19 H19 119.6 . . ? C20 C19 H19 119.7 . . ? C21 C20 C19 122.1(7) . . ? C21 C20 H20 119.0 . . ? C19 C20 H20 118.9 . . ? C20 C21 C22 117.4(7) . . ? C20 C21 H21 121.3 . . ? C22 C21 H21 121.3 . . ? C23 C22 C21 122.3(8) . . ? C23 C22 H22 118.9 . . ? C21 C22 H22 118.8 . . ? C22 C23 C18 119.7(7) . . ? C22 C23 H23 120.1 . . ? C18 C23 H23 120.2 . . ? O2 C24 H24A 109.4 . . ? O2 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? O2 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? S1 O4 Zn1 136.7(3) . . ? O5 S1 O6 117.6(6) . . ? O5 S1 O4 117.1(5) . . ? O6 S1 O4 113.2(5) . . ? O5 S1 C25 102.2(5) . . ? O6 S1 C25 104.4(6) . . ? O4 S1 C25 98.6(5) . . ? F3 C25 F2 114.3(13) . . ? F3 C25 F1 115.6(15) . . ? F2 C25 F1 120.8(10) . . ? F3 C25 S1 110.5(11) . . ? F2 C25 S1 101.2(10) . . ? F1 C25 S1 89.5(7) . . ? C25X S1X O12 109.3(8) . . ? C25X S1X O13 80.0(14) . . ? O12 S1X O13 128.3(10) . . ? C25X S1X O11 113.1(6) . . ? O12 S1X O11 101.4(10) . . ? O13 S1X O11 121.9(8) . . ? F1X C25X F2X 84.1(7) . . ? F1X C25X S1X 120.4(8) . . ? F2X C25X S1X 115.5(8) . . ? F1X C25X F3X 116.3(11) . . ? F2X C25X F3X 93.9(6) . . ? S1X C25X F3X 117.6(7) . . ? F1X C25X O13 114.4(7) . . ? F2X C25X O13 160.2(9) . . ? S1X C25X O13 49.9(9) . . ? F3X C25X O13 84.5(10) . . ? S1X O13 C25X 50.0(7) . . ? C25X F1X F2X 56.9(8) . . ? C25X F2X F1X 39.0(5) . . ? O23 S2 O21 118.9(14) . . ? O23 S2 O22 116.3(9) . . ? O21 S2 O22 112.7(10) . . ? F21 C26 F23 110.6(17) . . ? F21 C26 F22 115(2) . . ? F23 C26 F22 112(2) . . ? C26X S2X O22X 95.3(15) . . ? C26X S2X O23X 91.9(11) . . ? O22X S2X O23X 116.3(10) . . ? C26X S2X O21X 119.1(15) . . ? O22X S2X O21X 120.2(10) . . ? O23X S2X O21X 110.0(11) . . ? C26X S2X F23X 41.9(10) . . ? O22X S2X F23X 69.9(9) . . ? O23X S2X F23X 132.7(10) . . ? O21X S2X F23X 103.6(10) . . ? C26X S2X F22X 39.4(13) . . ? O22X S2X F22X 67.6(10) . . ? O23X S2X F22X 80.5(9) . . ? O21X S2X F22X 157.9(11) . . ? F23X S2X F22X 57.8(6) . . ? F21X C26X S2X 128(2) . . ? F21X C26X F23X 110(2) . . ? S2X C26X F23X 97.3(15) . . ? F21X C26X F22X 119.2(15) . . ? S2X C26X F22X 102(2) . . ? F23X C26X F22X 94(2) . . ? C26X F22X S2X 38.7(10) . . ? C26X F23X S2X 40.8(9) . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 28.29 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 1.220 _refine_diff_density_min -0.643 _refine_diff_density_rms 0.080 data_ann04_2 _database_code_CSD 171339 _exptl_crystal_colour 'colorless' _diffrn_radiation_type 'Mo-Ka' _diffrn_measurement_device 'Nonius KappaCCD' _ccdc_temp_data_collection 173 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common '?' _chemical_melting_point '?' _chemical_formula_moiety '?' _chemical_formula_sum 'C23 H26 F6 N6 O9 S2 Zn' _chemical_formula_weight 773.99 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' 'Zn' 'Zn' 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 '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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.6143(3) _cell_length_b 15.3304(4) _cell_length_c 16.6834(5) _cell_angle_alpha 88.7290(10) _cell_angle_beta 85.8370(10) _cell_angle_gamma 75.5860(10) _cell_volume 3116.45(14) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 10280 _cell_measurement_theta_min '?' _cell_measurement_theta_max '?' _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.650 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1576 _exptl_absorpt_coefficient_mu 1.017 _exptl_absorpt_correction_type Scalepack _exptl_absorpt_correction_T_min 0.7501 _exptl_absorpt_correction_T_max 0.7851 _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 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19369 _diffrn_reflns_av_R_equivalents 0.0619 _diffrn_reflns_av_sigmaI/netI 0.1068 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.22 _diffrn_reflns_theta_max 25.07 _reflns_number_total 10945 _reflns_number_gt 5291 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Nonius Collect' _computing_cell_refinement 'Denzo-SMN' _computing_data_reduction 'DENZO-SMN' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL NT 5.1' _computing_publication_material 'SHELXTL NT 5.1' _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^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10945 _refine_ls_number_parameters 851 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.1444 _refine_ls_R_factor_gt 0.0607 _refine_ls_wR_factor_ref 0.1985 _refine_ls_wR_factor_gt 0.1547 _refine_ls_goodness_of_fit_ref 0.970 _refine_ls_restrained_S_all 0.971 _refine_ls_shift/su_max 0.025 _refine_ls_shift/su_mean 0.002 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 -0.95604(6) 2.30388(5) 0.29199(4) 0.0263(2) Uani 1 1 d . . . N1 N -1.0505(4) 2.2005(3) 0.2627(3) 0.0290(12) Uani 1 1 d . . . O1 O -0.9923(3) 2.3374(3) 0.1722(2) 0.0308(10) Uani 1 1 d . . . C1 C -1.1545(5) 2.2211(5) 0.3130(4) 0.0404(18) Uani 1 1 d . . . H1A H -1.1487 2.1773 0.3580 0.049 Uiso 1 1 calc R . . H1B H -1.2141 2.2135 0.2805 0.049 Uiso 1 1 calc R . . S1 S -0.92911(15) 2.22512(12) 0.48954(9) 0.0359(4) Uani 1 1 d . . . F1 F -1.0707(6) 2.3654(5) 0.5417(3) 0.164(4) Uani 1 1 d . . . Zn2 Zn -0.54701(5) 2.19654(5) -0.29845(4) 0.0251(2) Uani 1 1 d . . . N2 N -1.1090(4) 2.3619(4) 0.3443(3) 0.0287(12) Uani 1 1 d . . . O2 O -0.8396(5) 2.4200(4) 0.0082(3) 0.0702(17) Uani 1 1 d . . . C2 C -1.1850(5) 2.3158(4) 0.3473(4) 0.0302(15) Uani 1 1 d . . . F2 F -1.0093(4) 2.2801(3) 0.6336(2) 0.0736(15) Uani 1 1 d . . . S2 S -1.09460(16) 2.19906(13) -0.14090(11) 0.0470(5) Uani 1 1 d . . . N3 N -0.8314(4) 2.1922(3) 0.2603(3) 0.0299(13) Uani 1 1 d . . . O3 O -0.8047(5) 2.2705(4) 0.0294(4) 0.086(2) Uani 1 1 d . . . C3 C -1.2890(6) 2.3494(5) 0.3839(4) 0.046(2) Uani 1 1 d . . . H3A H -1.3432 2.3160 0.3839 0.055 Uiso 1 1 calc R . . S3 S -0.58141(14) 2.28394(12) -0.49391(9) 0.0332(4) Uani 1 1 d . . . F3 F -0.9107(7) 2.3563(5) 0.5771(4) 0.145(3) Uani 1 1 d . . . N4 N -1.0294(4) 2.2865(3) 0.0556(3) 0.0358(14) Uani 1 1 d . . . H4B H -1.0557 2.2477 0.0301 0.043 Uiso 1 1 calc R . . C4 C -1.3117(6) 2.4323(6) 0.4204(4) 0.049(2) Uani 1 1 d . . . H4A H -1.3811 2.4553 0.4483 0.058 Uiso 1 1 calc R . . O4 O -0.9030(3) 2.2748(3) 0.4201(2) 0.0387(12) Uani 1 1 d . . . S4 S -0.38371(18) 2.30521(13) 0.12897(11) 0.0518(6) Uani 1 1 d . . . F4 F -0.9556(5) 2.1341(4) -0.2613(3) 0.112(2) Uani 1 1 d . . . N5 N -0.8727(4) 2.4033(3) 0.2921(3) 0.0286(12) Uani 1 1 d . . . C5 C -1.2352(6) 2.4818(5) 0.4167(4) 0.0428(18) Uani 1 1 d . . . H5A H -1.2512 2.5400 0.4400 0.051 Uiso 1 1 calc R . . O5 O -1.0182(5) 2.1860(5) 0.4797(3) 0.089(2) Uani 1 1 d . . . F5 F -0.9561(3) 2.0428(3) -0.1637(2) 0.0565(11) Uani 1 1 d . . . N6 N -0.8090(4) 2.4146(3) 0.3505(3) 0.0332(13) Uani 1 1 d . . . H6B H -0.7964 2.3795 0.3930 0.040 Uiso 1 1 calc R . . C6 C -1.1346(6) 2.4452(5) 0.3784(4) 0.0369(17) Uani 1 1 d . . . H6A H -1.0807 2.4790 0.3755 0.044 Uiso 1 1 calc R . . O6 O -0.8354(5) 2.1700(4) 0.5241(3) 0.0694(17) Uani 1 1 d . . . F6 F -0.8809(4) 2.1524(3) -0.1531(3) 0.0835(16) Uani 1 1 d . . . N7 N -0.4495(4) 2.2970(3) -0.2692(3) 0.0280(12) Uani 1 1 d . . . C7 C -0.9748(5) 2.1156(4) 0.2833(4) 0.0341(17) Uani 1 1 d . . . H7A H -0.9970 2.0650 0.2592 0.041 Uiso 1 1 calc R . . H7B H -0.9785 2.1075 0.3424 0.041 Uiso 1 1 calc R . . O7 O -1.1726(4) 2.1660(4) -0.1807(3) 0.0760(19) Uani 1 1 d . . . F7 F -0.5798(7) 2.1401(4) -0.5708(4) 0.148(3) Uani 1 1 d . . . N8 N -0.3939(4) 2.1368(3) -0.3518(3) 0.0291(12) Uani 1 1 d . . . C8 C -0.8599(6) 2.1140(4) 0.2538(4) 0.0335(16) Uani 1 1 d . . . O8 O -1.0882(5) 2.2885(4) -0.1626(3) 0.0720(17) Uani 1 1 d . . . F8 F -0.5066(4) 2.2284(3) -0.6381(2) 0.0748(15) Uani 1 1 d . . . N9 N -0.6713(4) 2.3078(3) -0.2615(3) 0.0276(12) Uani 1 1 d . . . C9 C -0.7841(6) 2.0376(5) 0.2239(4) 0.0428(18) Uani 1 1 d . . . H9A H -0.8039 1.9822 0.2191 0.051 Uiso 1 1 calc R . . O9 O -1.0903(4) 2.1789(3) -0.0566(3) 0.0508(13) Uani 1 1 d . . . F9 F -0.4225(6) 2.1535(5) -0.5457(3) 0.134(3) Uani 1 1 d . . . N10 N -0.4772(4) 2.2165(3) -0.0619(3) 0.0344(14) Uani 1 1 d . . . H10B H -0.4512 2.2574 -0.0393 0.041 Uiso 1 1 calc R . . O10 O -0.5151(3) 2.1618(3) -0.1779(2) 0.0303(10) Uani 1 1 d . . . C10 C -0.6788(6) 2.0448(5) 0.2013(4) 0.049(2) Uani 1 1 d . . . H10A H -0.6263 1.9936 0.1799 0.059 Uiso 1 1 calc R . . F10 F -0.4904(5) 2.3747(4) 0.2611(3) 0.0929(18) Uani 1 1 d . . . N11 N -0.6276(4) 2.0970(3) -0.3000(3) 0.0280(12) Uani 1 1 d . . . O11 O -0.4545(4) 2.0353(4) 0.0800(3) 0.0595(14) Uani 1 1 d . . . C11 C -0.6486(6) 2.1232(5) 0.2090(4) 0.0448(19) Uani 1 1 d . . . H11A H -0.5758 2.1272 0.1943 0.054 Uiso 1 1 calc R . . F11 F -0.5310(4) 2.4560(3) 0.1580(3) 0.0620(12) Uani 1 1 d . . . N12 N -0.6901(4) 2.0824(4) -0.3585(3) 0.0426(15) Uani 1 1 d . . . H12B H -0.7067 2.1173 -0.4006 0.051 Uiso 1 1 calc R . . O12 O -0.3333(5) 2.0787(5) -0.0068(3) 0.096(2) Uani 1 1 d D . . C12 C -0.7266(5) 2.1956(5) 0.2384(4) 0.0359(16) Uani 1 1 d . . . H12A H -0.7069 2.2510 0.2439 0.043 Uiso 1 1 calc R . . F12 F -0.5913(4) 2.3388(4) 0.1758(3) 0.102(2) Uani 1 1 d . . . O13 O -0.6014(4) 2.2338(3) -0.4222(2) 0.0418(12) Uani 1 1 d . . . C13 C -1.0672(5) 2.2065(5) 0.1768(4) 0.0368(17) Uani 1 1 d . . . H13A H -1.1464 2.2162 0.1695 0.044 Uiso 1 1 calc R . . H13B H -1.0286 2.1486 0.1511 0.044 Uiso 1 1 calc R . . C14 C -1.0264(5) 2.2815(4) 0.1350(3) 0.0269(15) Uani 1 1 d . . . O14 O -0.6789(4) 2.3320(3) -0.5283(3) 0.0550(14) Uani 1 1 d . . . C15 C -0.9898(5) 2.3551(5) 0.0109(4) 0.0399(18) Uani 1 1 d . . . H15A H -1.0291 2.4152 0.0317 0.048 Uiso 1 1 calc R . . H15B H -1.0045 2.3525 -0.0464 0.048 Uiso 1 1 calc R . . O15 O -0.5005(5) 2.3323(4) -0.4871(3) 0.0680(17) Uani 1 1 d . . . C16 C -0.8699(7) 2.3416(6) 0.0179(4) 0.055(2) Uani 1 1 d . . . O16 O -0.2977(4) 2.3440(3) 0.1521(3) 0.0580(15) Uani 1 1 d . . . C17 C -0.7231(7) 2.4195(7) 0.0100(6) 0.093(4) Uani 1 1 d . . . H17A H -0.6922 2.3856 0.0577 0.112 Uiso 1 1 calc R . . H17B H -0.6816 2.3896 -0.0387 0.112 Uiso 1 1 calc R . . O17 O -0.4104(5) 2.3238(3) 0.0466(3) 0.0611(15) Uani 1 1 d . . . C18 C -0.7133(9) 2.5107(7) 0.0132(6) 0.114(5) Uani 1 1 d . . . H18A H -0.6358 2.5107 0.0144 0.171 Uiso 1 1 calc R . . H18B H -0.7540 2.5398 0.0618 0.171 Uiso 1 1 calc R . . H18C H -0.7434 2.5437 -0.0343 0.171 Uiso 1 1 calc R . . O18 O -0.3778(6) 2.2156(4) 0.1560(4) 0.096(2) Uani 1 1 d . . . C19 C -0.7680(6) 2.4849(5) 0.3358(4) 0.0438(19) Uani 1 1 d . . . H19A H -0.7207 2.5054 0.3686 0.053 Uiso 1 1 calc R . . C20 C -0.8052(5) 2.5227(5) 0.2658(4) 0.0415(18) Uani 1 1 d . . . H20A H -0.7899 2.5744 0.2399 0.050 Uiso 1 1 calc R . . C21 C -0.8703(5) 2.4700(4) 0.2404(4) 0.0346(16) Uani 1 1 d . . . H21A H -0.9081 2.4799 0.1925 0.041 Uiso 1 1 calc R . . C22 C -0.9830(7) 2.3119(5) 0.5645(4) 0.048(2) Uani 1 1 d . . . C23 C -0.9672(7) 2.1300(5) -0.1828(4) 0.057(2) Uani 1 1 d . . . C24 C -0.3517(5) 2.2795(4) -0.3262(4) 0.0365(17) Uani 1 1 d . . . H24A H -0.2900 2.2928 -0.2996 0.044 Uiso 1 1 calc R . . H24B H -0.3669 2.3207 -0.3728 0.044 Uiso 1 1 calc R . . C25 C -0.3183(5) 2.1843(5) -0.3558(3) 0.0355(17) Uani 1 1 d . . . C26 C -0.2153(6) 2.1503(5) -0.3921(4) 0.047(2) Uani 1 1 d . . . H26A H -0.1623 2.1849 -0.3942 0.057 Uiso 1 1 calc R . . C27 C -0.1897(7) 2.0658(6) -0.4252(4) 0.058(2) Uani 1 1 d . . . H27A H -0.1189 2.0418 -0.4508 0.069 Uiso 1 1 calc R . . C28 C -0.2675(6) 2.0161(5) -0.4210(4) 0.0477(19) Uani 1 1 d . . . H28A H -0.2517 1.9573 -0.4432 0.057 Uiso 1 1 calc R . . C29 C -0.3685(5) 2.0545(4) -0.3836(4) 0.0341(16) Uani 1 1 d . . . H29A H -0.4227 2.0210 -0.3803 0.041 Uiso 1 1 calc R . . C30 C -0.5268(5) 2.3852(4) -0.2811(4) 0.0355(17) Uani 1 1 d . . . H30A H -0.5265 2.4004 -0.3390 0.043 Uiso 1 1 calc R . . H30B H -0.5027 2.4323 -0.2528 0.043 Uiso 1 1 calc R . . C31 C -0.6416(5) 2.3842(4) -0.2496(3) 0.0306(15) Uani 1 1 d . . . C32 C -0.7150(6) 2.4596(5) -0.2161(4) 0.0434(18) Uani 1 1 d . . . H32A H -0.6922 2.5130 -0.2072 0.052 Uiso 1 1 calc R . . C33 C -0.8213(6) 2.4557(5) -0.1959(4) 0.0435(18) Uani 1 1 d . . . H33A H -0.8733 2.5066 -0.1735 0.052 Uiso 1 1 calc R . . C34 C -0.8514(6) 2.3774(5) -0.2085(4) 0.0448(19) Uani 1 1 d . . . H34A H -0.9245 2.3734 -0.1949 0.054 Uiso 1 1 calc R . . C35 C -0.7742(5) 2.3045(5) -0.2412(3) 0.0341(16) Uani 1 1 d . . . H35A H -0.7952 2.2501 -0.2495 0.041 Uiso 1 1 calc R . . C36 C -0.4205(5) 2.2804(5) -0.1854(3) 0.0376(17) Uani 1 1 d . . . H36A H -0.4407 2.3384 -0.1562 0.045 Uiso 1 1 calc R . . H36B H -0.3400 2.2567 -0.1849 0.045 Uiso 1 1 calc R . . C37 C -0.4760(5) 2.2151(4) -0.1415(3) 0.0295(15) Uani 1 1 d . . . C38 C -0.5191(5) 2.1543(4) -0.0112(3) 0.0354(16) Uani 1 1 d . . . H38A H -0.5632 2.1247 -0.0431 0.043 Uiso 1 1 calc R . . H38B H -0.5686 2.1882 0.0325 0.043 Uiso 1 1 calc R . . C39 C -0.4342(7) 2.0851(6) 0.0245(4) 0.053(2) Uani 1 1 d . . . C40 C -0.2297(9) 2.0254(11) 0.0333(7) 0.071(6) Uani 0.59(2) 1 d PD . . H40A H -0.2502 1.9890 0.0764 0.086 Uiso 1 1 d R . . H40B H -0.1933 2.0665 0.0554 0.086 Uiso 1 1 d R . . C40' C -0.2613(13) 1.9789(13) 0.0138(13) 0.071(6) Uani 0.41 1 d PD . . C41 C -0.1634(9) 1.9741(8) -0.0205(6) 0.119(5) Uani 1 1 d D . . H41A H -0.0990 1.9409 0.0042 0.178 Uiso 1 1 d R . . H41B H -0.2000 1.9328 -0.0420 0.178 Uiso 1 1 d R . . H41C H -0.1426 2.0109 -0.0632 0.178 Uiso 1 1 d R . . C42 C -0.7229(6) 2.0059(5) -0.3422(4) 0.051(2) Uani 1 1 d . . . H42A H -0.7668 1.9805 -0.3743 0.061 Uiso 1 1 calc R . . C43 C -0.6817(6) 1.9719(5) -0.2716(4) 0.049(2) Uani 1 1 d . . . H43A H -0.6911 1.9187 -0.2449 0.058 Uiso 1 1 calc R . . C44 C -0.6242(5) 2.0297(4) -0.2471(3) 0.0287(15) Uani 1 1 d . . . H44A H -0.5868 2.0231 -0.1991 0.034 Uiso 1 1 calc R . . C45 C -0.5225(7) 2.1980(6) -0.5660(4) 0.056(2) Uani 1 1 d . . . C46 C -0.5054(7) 2.3713(6) 0.1833(4) 0.054(2) 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 0.0267(4) 0.0220(5) 0.0300(4) -0.0034(3) -0.0013(3) -0.0058(4) N1 0.033(3) 0.024(3) 0.031(3) -0.001(2) -0.004(2) -0.009(3) O1 0.039(3) 0.024(3) 0.032(2) 0.001(2) -0.0074(19) -0.010(2) C1 0.035(4) 0.038(5) 0.050(4) 0.001(3) 0.001(3) -0.014(4) S1 0.0481(11) 0.0324(11) 0.0279(9) -0.0012(8) -0.0047(8) -0.0104(9) F1 0.179(7) 0.170(7) 0.054(3) -0.012(4) 0.003(4) 0.121(6) Zn2 0.0261(4) 0.0202(4) 0.0292(4) -0.0025(3) -0.0022(3) -0.0057(3) N2 0.027(3) 0.032(3) 0.026(3) 0.000(2) -0.004(2) -0.004(3) O2 0.068(4) 0.073(4) 0.077(4) 0.021(3) -0.019(3) -0.028(3) C2 0.027(4) 0.030(4) 0.035(4) 0.006(3) -0.007(3) -0.008(3) F2 0.108(4) 0.083(4) 0.026(2) -0.007(2) 0.019(2) -0.023(3) S2 0.0499(12) 0.0382(12) 0.0494(11) -0.0084(9) -0.0204(9) 0.0015(10) N3 0.035(3) 0.025(3) 0.028(3) -0.002(2) -0.003(2) -0.003(3) O3 0.069(4) 0.059(5) 0.119(5) 0.015(4) -0.009(4) 0.002(4) C3 0.028(4) 0.062(6) 0.050(4) 0.008(4) 0.002(3) -0.016(4) S3 0.0395(11) 0.0341(11) 0.0270(8) -0.0017(8) -0.0024(7) -0.0106(9) F3 0.232(8) 0.129(6) 0.110(5) -0.079(4) 0.082(5) -0.130(6) N4 0.047(4) 0.032(4) 0.031(3) -0.002(3) -0.005(3) -0.015(3) C4 0.029(4) 0.065(6) 0.038(4) 0.006(4) 0.015(3) 0.010(4) O4 0.038(3) 0.054(3) 0.025(2) 0.005(2) -0.0038(19) -0.011(2) S4 0.0802(16) 0.0276(11) 0.0517(12) 0.0014(9) -0.0276(11) -0.0147(11) F4 0.136(5) 0.105(5) 0.050(3) 0.021(3) 0.022(3) 0.043(4) N5 0.028(3) 0.025(3) 0.034(3) 0.000(2) -0.008(2) -0.008(3) C5 0.040(5) 0.043(5) 0.035(4) -0.002(3) 0.002(3) 0.009(4) O5 0.124(5) 0.143(6) 0.037(3) -0.004(3) -0.001(3) -0.105(5) F5 0.064(3) 0.040(3) 0.062(3) -0.002(2) -0.012(2) -0.005(2) N6 0.032(3) 0.033(4) 0.035(3) 0.005(3) -0.013(2) -0.007(3) C6 0.040(4) 0.038(5) 0.032(4) -0.003(3) -0.004(3) -0.007(4) O6 0.084(4) 0.053(4) 0.048(3) 0.012(3) -0.017(3) 0.027(3) F6 0.057(3) 0.070(4) 0.128(4) 0.025(3) -0.003(3) -0.027(3) N7 0.028(3) 0.023(3) 0.034(3) -0.001(2) -0.006(2) -0.006(3) C7 0.049(5) 0.019(4) 0.039(4) 0.005(3) -0.018(3) -0.012(4) O7 0.062(4) 0.071(4) 0.092(4) -0.032(3) -0.049(3) 0.005(3) F7 0.258(9) 0.098(5) 0.119(5) -0.075(4) 0.110(5) -0.128(6) N8 0.029(3) 0.024(3) 0.031(3) -0.002(2) -0.002(2) -0.001(3) C8 0.045(5) 0.023(4) 0.034(4) 0.003(3) -0.014(3) -0.007(4) O8 0.096(5) 0.037(4) 0.076(4) -0.001(3) -0.023(3) 0.002(3) F8 0.108(4) 0.088(4) 0.027(2) -0.001(2) 0.010(2) -0.026(3) N9 0.023(3) 0.028(3) 0.031(3) 0.001(2) -0.003(2) -0.005(3) C9 0.065(6) 0.023(4) 0.037(4) -0.004(3) -0.011(4) 0.000(4) O9 0.062(3) 0.051(3) 0.041(3) -0.016(2) -0.003(2) -0.015(3) F9 0.140(6) 0.139(6) 0.061(3) -0.011(3) 0.004(3) 0.081(5) N10 0.054(4) 0.025(3) 0.027(3) -0.005(2) -0.007(3) -0.014(3) O10 0.040(3) 0.027(3) 0.026(2) -0.0021(19) -0.0112(19) -0.010(2) C10 0.054(6) 0.040(5) 0.041(4) -0.007(4) -0.010(4) 0.012(4) F10 0.114(5) 0.109(5) 0.050(3) 0.007(3) -0.004(3) -0.017(4) N11 0.034(3) 0.023(3) 0.028(3) -0.004(2) -0.007(2) -0.008(3) O11 0.069(4) 0.054(4) 0.051(3) 0.009(3) -0.002(3) -0.008(3) C11 0.049(5) 0.039(5) 0.043(4) 0.000(4) -0.003(4) -0.003(4) F11 0.065(3) 0.043(3) 0.075(3) -0.001(2) -0.023(2) -0.002(2) N12 0.045(4) 0.043(4) 0.043(3) -0.004(3) -0.007(3) -0.014(3) O12 0.053(4) 0.147(7) 0.058(4) 0.044(4) 0.011(3) 0.022(4) C12 0.034(4) 0.029(4) 0.041(4) 0.003(3) -0.005(3) 0.001(4) F12 0.083(4) 0.114(5) 0.131(5) 0.013(4) -0.011(3) -0.068(4) O13 0.048(3) 0.046(3) 0.026(2) 0.002(2) 0.000(2) -0.003(3) C13 0.039(4) 0.038(4) 0.038(4) 0.012(3) -0.019(3) -0.014(4) C14 0.029(4) 0.020(4) 0.032(4) -0.003(3) -0.007(3) -0.004(3) O14 0.058(3) 0.051(4) 0.044(3) 0.001(3) -0.013(2) 0.012(3) C15 0.044(5) 0.050(5) 0.031(4) -0.005(3) 0.001(3) -0.022(4) O15 0.082(4) 0.083(5) 0.054(3) -0.013(3) 0.002(3) -0.050(4) C16 0.077(7) 0.037(5) 0.048(5) 0.009(4) 0.003(4) -0.013(5) O16 0.054(3) 0.047(3) 0.074(4) -0.011(3) -0.028(3) -0.007(3) C17 0.044(6) 0.132(10) 0.109(8) 0.049(7) -0.023(5) -0.031(6) O17 0.094(4) 0.046(3) 0.052(3) -0.009(3) -0.022(3) -0.028(3) C18 0.127(10) 0.136(11) 0.122(9) 0.087(8) -0.072(7) -0.103(9) O18 0.159(7) 0.034(4) 0.099(5) 0.015(3) -0.045(5) -0.024(4) C19 0.046(5) 0.049(5) 0.046(4) 0.003(4) -0.012(3) -0.029(4) C20 0.045(5) 0.032(4) 0.053(4) 0.002(3) -0.006(3) -0.020(4) C21 0.034(4) 0.026(4) 0.040(4) 0.004(3) -0.010(3) 0.002(3) C22 0.074(6) 0.033(5) 0.031(4) -0.004(3) 0.002(4) 0.000(4) C23 0.075(6) 0.045(5) 0.046(5) 0.018(4) -0.012(4) -0.005(5) C24 0.032(4) 0.035(5) 0.046(4) 0.000(3) 0.006(3) -0.017(4) C25 0.033(4) 0.044(5) 0.025(3) 0.001(3) 0.005(3) -0.002(4) C26 0.039(5) 0.051(6) 0.050(4) 0.006(4) 0.002(4) -0.011(4) C27 0.048(5) 0.065(6) 0.049(5) -0.006(4) 0.005(4) 0.005(5) C28 0.052(5) 0.045(5) 0.037(4) 0.001(4) -0.008(4) 0.007(4) C29 0.036(4) 0.020(4) 0.038(4) -0.003(3) -0.005(3) 0.009(3) C30 0.043(4) 0.025(4) 0.043(4) -0.001(3) -0.011(3) -0.014(4) C31 0.041(4) 0.022(4) 0.026(3) -0.003(3) -0.006(3) 0.000(4) C32 0.059(5) 0.023(4) 0.043(4) -0.005(3) -0.013(4) 0.001(4) C33 0.046(5) 0.031(5) 0.041(4) -0.008(3) 0.004(3) 0.013(4) C34 0.039(5) 0.050(5) 0.034(4) 0.005(4) 0.003(3) 0.007(4) C35 0.030(4) 0.034(4) 0.034(4) -0.005(3) 0.000(3) -0.001(4) C36 0.046(4) 0.043(5) 0.033(4) 0.002(3) -0.015(3) -0.023(4) C37 0.029(4) 0.027(4) 0.028(3) 0.005(3) -0.005(3) 0.002(3) C38 0.045(4) 0.034(4) 0.027(3) 0.002(3) -0.007(3) -0.006(4) C39 0.062(6) 0.055(5) 0.037(4) -0.003(4) 0.005(4) -0.009(5) C40 0.028(8) 0.138(16) 0.047(8) 0.030(9) -0.031(5) -0.012(8) C40' 0.028(8) 0.138(16) 0.047(8) 0.030(9) -0.031(5) -0.012(8) C41 0.091(8) 0.157(12) 0.058(6) -0.003(7) -0.006(6) 0.064(8) C42 0.055(5) 0.050(5) 0.059(5) -0.025(4) 0.006(4) -0.036(4) C43 0.058(5) 0.028(5) 0.059(5) 0.004(4) 0.014(4) -0.015(4) C44 0.033(4) 0.024(4) 0.030(3) 0.008(3) -0.002(3) -0.009(3) C45 0.071(6) 0.049(6) 0.041(5) 0.009(4) 0.003(4) -0.001(5) C46 0.066(6) 0.057(6) 0.044(5) 0.004(4) -0.011(4) -0.024(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 Zn1 N2 2.052(5) . ? Zn1 N5 2.056(5) . ? Zn1 N3 2.065(5) . ? Zn1 O1 2.107(4) . ? Zn1 O4 2.287(4) . ? Zn1 N1 2.287(5) . ? N1 C7 1.460(7) . ? N1 C13 1.461(7) . ? N1 C1 1.474(8) . ? O1 C14 1.245(6) . ? C1 C2 1.520(9) . ? S1 O5 1.420(5) . ? S1 O6 1.423(5) . ? S1 O4 1.436(4) . ? S1 C22 1.816(7) . ? F1 C22 1.279(9) . ? Zn2 N11 2.036(5) . ? Zn2 N8 2.065(5) . ? Zn2 N9 2.079(5) . ? Zn2 O10 2.110(4) . ? Zn2 O13 2.240(4) . ? Zn2 N7 2.278(5) . ? N2 C2 1.323(7) . ? N2 C6 1.362(8) . ? O2 C16 1.351(9) . ? O2 C17 1.470(9) . ? C2 C3 1.386(9) . ? F2 C22 1.295(8) . ? S2 O7 1.422(5) . ? S2 O8 1.431(5) . ? S2 O9 1.435(5) . ? S2 C23 1.793(9) . ? N3 C8 1.343(7) . ? N3 C12 1.359(8) . ? O3 C16 1.212(9) . ? C3 C4 1.377(10) . ? S3 O15 1.415(5) . ? S3 O14 1.420(5) . ? S3 O13 1.448(4) . ? S3 C45 1.786(8) . ? F3 C22 1.296(9) . ? N4 C14 1.328(7) . ? N4 C15 1.444(7) . ? C4 C5 1.366(10) . ? S4 O18 1.422(5) . ? S4 O16 1.440(5) . ? S4 O17 1.444(5) . ? S4 C46 1.808(9) . ? F4 C23 1.310(8) . ? N5 C21 1.327(7) . ? N5 N6 1.347(6) . ? C5 C6 1.370(9) . ? F5 C23 1.343(8) . ? N6 C19 1.318(8) . ? F6 C23 1.349(9) . ? N7 C36 1.472(7) . ? N7 C24 1.474(7) . ? N7 C30 1.476(8) . ? C7 C8 1.491(9) . ? F7 C45 1.284(9) . ? N8 C25 1.334(8) . ? N8 C29 1.335(7) . ? C8 C9 1.390(9) . ? F8 C45 1.301(8) . ? N9 C35 1.330(7) . ? N9 C31 1.338(7) . ? C9 C10 1.385(10) . ? F9 C45 1.340(9) . ? N10 C37 1.328(7) . ? N10 C38 1.434(7) . ? O10 C37 1.243(7) . ? C10 C11 1.358(10) . ? F10 C46 1.328(8) . ? N11 C44 1.337(7) . ? N11 N12 1.353(6) . ? O11 C39 1.240(8) . ? C11 C12 1.361(9) . ? F11 C46 1.324(8) . ? N12 C42 1.353(8) . ? O12 C39 1.321(9) . ? O12 C40 1.547(11) . ? O12 C40' 1.616(17) . ? F12 C46 1.316(8) . ? C13 C14 1.510(8) . ? C15 C16 1.488(10) . ? C17 C18 1.436(13) . ? C19 C20 1.355(9) . ? C20 C21 1.381(8) . ? C24 C25 1.498(9) . ? C25 C26 1.374(9) . ? C26 C27 1.372(10) . ? C27 C28 1.383(10) . ? C28 C29 1.374(9) . ? C30 C31 1.507(8) . ? C31 C32 1.389(9) . ? C32 C33 1.374(9) . ? C33 C34 1.371(9) . ? C34 C35 1.380(9) . ? C36 C37 1.508(8) . ? C38 C39 1.458(9) . ? C40 C40' 0.97(2) . ? C40 C41 1.313(14) . ? C40' C41 1.309(17) . ? C42 C43 1.363(9) . ? C43 C44 1.362(8) . ? 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 N5 104.7(2) . . ? N2 Zn1 N3 151.3(2) . . ? N5 Zn1 N3 101.8(2) . . ? N2 Zn1 O1 97.08(17) . . ? N5 Zn1 O1 89.47(17) . . ? N3 Zn1 O1 93.78(17) . . ? N2 Zn1 O4 86.10(17) . . ? N5 Zn1 O4 85.13(17) . . ? N3 Zn1 O4 85.53(17) . . ? O1 Zn1 O4 174.28(15) . . ? N2 Zn1 N1 78.82(19) . . ? N5 Zn1 N1 167.51(18) . . ? N3 Zn1 N1 77.59(19) . . ? O1 Zn1 N1 78.16(16) . . ? O4 Zn1 N1 107.18(16) . . ? C7 N1 C13 111.7(5) . . ? C7 N1 C1 113.9(5) . . ? C13 N1 C1 112.7(5) . . ? C7 N1 Zn1 102.2(3) . . ? C13 N1 Zn1 108.1(3) . . ? C1 N1 Zn1 107.5(4) . . ? C14 O1 Zn1 116.1(4) . . ? N1 C1 C2 113.5(5) . . ? O5 S1 O6 117.1(4) . . ? O5 S1 O4 113.0(3) . . ? O6 S1 O4 113.8(3) . . ? O5 S1 C22 104.0(4) . . ? O6 S1 C22 103.4(3) . . ? O4 S1 C22 103.4(3) . . ? N11 Zn2 N8 103.1(2) . . ? N11 Zn2 N9 102.62(19) . . ? N8 Zn2 N9 152.8(2) . . ? N11 Zn2 O10 88.44(17) . . ? N8 Zn2 O10 98.53(17) . . ? N9 Zn2 O10 90.80(17) . . ? N11 Zn2 O13 87.25(18) . . ? N8 Zn2 O13 87.46(17) . . ? N9 Zn2 O13 85.12(17) . . ? O10 Zn2 O13 173.29(16) . . ? N11 Zn2 N7 167.58(18) . . ? N8 Zn2 N7 78.46(19) . . ? N9 Zn2 N7 78.31(18) . . ? O10 Zn2 N7 79.16(16) . . ? O13 Zn2 N7 105.15(16) . . ? C2 N2 C6 118.5(6) . . ? C2 N2 Zn1 118.9(4) . . ? C6 N2 Zn1 122.6(4) . . ? C16 O2 C17 119.3(7) . . ? N2 C2 C3 122.2(6) . . ? N2 C2 C1 118.4(6) . . ? C3 C2 C1 119.3(6) . . ? O7 S2 O8 115.5(3) . . ? O7 S2 O9 115.4(4) . . ? O8 S2 O9 114.9(3) . . ? O7 S2 C23 102.0(4) . . ? O8 S2 C23 103.5(4) . . ? O9 S2 C23 102.9(3) . . ? C8 N3 C12 119.1(6) . . ? C8 N3 Zn1 116.8(4) . . ? C12 N3 Zn1 123.7(4) . . ? C4 C3 C2 118.2(6) . . ? O15 S3 O14 115.8(4) . . ? O15 S3 O13 113.9(3) . . ? O14 S3 O13 113.5(3) . . ? O15 S3 C45 105.1(4) . . ? O14 S3 C45 103.2(3) . . ? O13 S3 C45 103.5(3) . . ? C14 N4 C15 120.4(5) . . ? C5 C4 C3 120.5(7) . . ? S1 O4 Zn1 138.6(3) . . ? O18 S4 O16 115.8(4) . . ? O18 S4 O17 115.6(3) . . ? O16 S4 O17 113.6(3) . . ? O18 S4 C46 103.9(4) . . ? O16 S4 C46 103.7(3) . . ? O17 S4 C46 101.7(3) . . ? C21 N5 N6 105.0(5) . . ? C21 N5 Zn1 130.5(4) . . ? N6 N5 Zn1 124.4(4) . . ? C4 C5 C6 118.1(7) . . ? C19 N6 N5 111.4(5) . . ? N2 C6 C5 122.4(6) . . ? C36 N7 C24 112.1(5) . . ? C36 N7 C30 113.2(5) . . ? C24 N7 C30 113.8(5) . . ? C36 N7 Zn2 107.1(3) . . ? C24 N7 Zn2 106.5(3) . . ? C30 N7 Zn2 103.4(3) . . ? N1 C7 C8 111.3(5) . . ? C25 N8 C29 119.1(6) . . ? C25 N8 Zn2 117.8(4) . . ? C29 N8 Zn2 123.1(4) . . ? N3 C8 C9 120.8(6) . . ? N3 C8 C7 115.2(6) . . ? C9 C8 C7 124.0(6) . . ? C35 N9 C31 119.0(6) . . ? C35 N9 Zn2 123.9(4) . . ? C31 N9 Zn2 116.7(4) . . ? C10 C9 C8 117.9(7) . . ? C37 N10 C38 122.9(5) . . ? C37 O10 Zn2 115.3(4) . . ? C11 C10 C9 121.8(7) . . ? C44 N11 N12 106.1(5) . . ? C44 N11 Zn2 127.5(4) . . ? N12 N11 Zn2 126.3(4) . . ? C10 C11 C12 117.5(7) . . ? N11 N12 C42 109.6(5) . . ? C39 O12 C40 123.3(7) . . ? C39 O12 C40' 107.3(8) . . ? C40 O12 C40' 35.7(8) . . ? N3 C12 C11 122.9(6) . . ? S3 O13 Zn2 143.6(3) . . ? N1 C13 C14 113.2(5) . . ? O1 C14 N4 120.5(5) . . ? O1 C14 C13 122.5(5) . . ? N4 C14 C13 117.0(5) . . ? N4 C15 C16 110.4(6) . . ? O3 C16 O2 122.5(8) . . ? O3 C16 C15 126.1(8) . . ? O2 C16 C15 111.3(7) . . ? C18 C17 O2 109.2(8) . . ? N6 C19 C20 107.9(5) . . ? C19 C20 C21 105.1(6) . . ? N5 C21 C20 110.6(6) . . ? F1 C22 F2 106.2(7) . . ? F1 C22 F3 110.3(8) . . ? F2 C22 F3 106.4(6) . . ? F1 C22 S1 110.0(6) . . ? F2 C22 S1 113.1(5) . . ? F3 C22 S1 110.7(6) . . ? F4 C23 F5 106.5(7) . . ? F4 C23 F6 108.0(7) . . ? F5 C23 F6 105.4(6) . . ? F4 C23 S2 113.6(6) . . ? F5 C23 S2 111.7(6) . . ? F6 C23 S2 111.3(6) . . ? N7 C24 C25 113.1(5) . . ? N8 C25 C26 121.4(7) . . ? N8 C25 C24 118.0(6) . . ? C26 C25 C24 120.4(6) . . ? C27 C26 C25 119.5(7) . . ? C26 C27 C28 119.5(7) . . ? C29 C28 C27 117.7(7) . . ? N8 C29 C28 122.9(7) . . ? N7 C30 C31 111.2(5) . . ? N9 C31 C32 121.7(6) . . ? N9 C31 C30 115.7(6) . . ? C32 C31 C30 122.4(6) . . ? C33 C32 C31 118.8(6) . . ? C34 C33 C32 119.2(7) . . ? C33 C34 C35 119.1(7) . . ? N9 C35 C34 122.1(6) . . ? N7 C36 C37 113.6(5) . . ? O10 C37 N10 122.5(5) . . ? O10 C37 C36 121.9(5) . . ? N10 C37 C36 115.6(5) . . ? N10 C38 C39 113.8(6) . . ? O11 C39 O12 122.0(8) . . ? O11 C39 C38 122.8(7) . . ? O12 C39 C38 115.2(7) . . ? C40' C40 C41 68.0(11) . . ? C40' C40 O12 76.1(10) . . ? C41 C40 O12 109.2(9) . . ? C40 C40' C41 68.4(11) . . ? C40 C40' O12 68.2(11) . . ? C41 C40' O12 105.4(12) . . ? C40' C41 C40 43.6(10) . . ? N12 C42 C43 107.6(6) . . ? C44 C43 C42 106.1(6) . . ? N11 C44 C43 110.6(6) . . ? F7 C45 F8 107.6(7) . . ? F7 C45 F9 107.6(8) . . ? F8 C45 F9 104.8(7) . . ? F7 C45 S3 112.7(6) . . ? F8 C45 S3 114.0(6) . . ? F9 C45 S3 109.6(6) . . ? F12 C46 F11 107.2(7) . . ? F12 C46 F10 108.3(6) . . ? F11 C46 F10 106.0(6) . . ? F12 C46 S4 112.0(6) . . ? F11 C46 S4 111.9(5) . . ? F10 C46 S4 111.1(6) . . ? 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 C7 -133.9(4) . . . . ? N5 Zn1 N1 C7 118.3(9) . . . . ? N3 Zn1 N1 C7 29.7(4) . . . . ? O1 Zn1 N1 C7 126.3(4) . . . . ? O4 Zn1 N1 C7 -51.6(4) . . . . ? N2 Zn1 N1 C13 108.2(4) . . . . ? N5 Zn1 N1 C13 0.5(11) . . . . ? N3 Zn1 N1 C13 -88.2(4) . . . . ? O1 Zn1 N1 C13 8.4(4) . . . . ? O4 Zn1 N1 C13 -169.5(4) . . . . ? N2 Zn1 N1 C1 -13.7(4) . . . . ? N5 Zn1 N1 C1 -121.4(9) . . . . ? N3 Zn1 N1 C1 149.9(4) . . . . ? O1 Zn1 N1 C1 -113.5(4) . . . . ? O4 Zn1 N1 C1 68.6(4) . . . . ? N2 Zn1 O1 C14 -89.7(5) . . . . ? N5 Zn1 O1 C14 165.5(5) . . . . ? N3 Zn1 O1 C14 63.7(5) . . . . ? O4 Zn1 O1 C14 146.7(15) . . . . ? N1 Zn1 O1 C14 -12.7(4) . . . . ? C7 N1 C1 C2 130.4(5) . . . . ? C13 N1 C1 C2 -101.1(6) . . . . ? Zn1 N1 C1 C2 18.0(6) . . . . ? N5 Zn1 N2 C2 174.9(4) . . . . ? N3 Zn1 N2 C2 -27.9(6) . . . . ? O1 Zn1 N2 C2 83.6(4) . . . . ? O4 Zn1 N2 C2 -101.2(4) . . . . ? N1 Zn1 N2 C2 7.2(4) . . . . ? N5 Zn1 N2 C6 -7.1(5) . . . . ? N3 Zn1 N2 C6 150.1(4) . . . . ? O1 Zn1 N2 C6 -98.4(4) . . . . ? O4 Zn1 N2 C6 76.8(4) . . . . ? N1 Zn1 N2 C6 -174.8(5) . . . . ? C6 N2 C2 C3 -0.2(9) . . . . ? Zn1 N2 C2 C3 177.9(5) . . . . ? C6 N2 C2 C1 -177.0(5) . . . . ? Zn1 N2 C2 C1 1.1(7) . . . . ? N1 C1 C2 N2 -14.2(8) . . . . ? N1 C1 C2 C3 169.0(5) . . . . ? N2 Zn1 N3 C8 23.4(6) . . . . ? N5 Zn1 N3 C8 -179.1(4) . . . . ? O1 Zn1 N3 C8 -88.9(4) . . . . ? O4 Zn1 N3 C8 96.8(4) . . . . ? N1 Zn1 N3 C8 -11.9(4) . . . . ? N2 Zn1 N3 C12 -163.4(4) . . . . ? N5 Zn1 N3 C12 -5.9(5) . . . . ? O1 Zn1 N3 C12 84.3(5) . . . . ? O4 Zn1 N3 C12 -90.0(5) . . . . ? N1 Zn1 N3 C12 161.3(5) . . . . ? N2 C2 C3 C4 -2.0(10) . . . . ? C1 C2 C3 C4 174.7(6) . . . . ? C2 C3 C4 C5 3.3(10) . . . . ? O5 S1 O4 Zn1 -5.0(6) . . . . ? O6 S1 O4 Zn1 131.7(4) . . . . ? C22 S1 O4 Zn1 -116.9(5) . . . . ? N2 Zn1 O4 S1 61.2(4) . . . . ? N5 Zn1 O4 S1 166.4(4) . . . . ? N3 Zn1 O4 S1 -91.3(4) . . . . ? O1 Zn1 O4 S1 -174.7(14) . . . . ? N1 Zn1 O4 S1 -15.8(5) . . . . ? N2 Zn1 N5 C21 -84.6(6) . . . . ? N3 Zn1 N5 C21 106.3(6) . . . . ? O1 Zn1 N5 C21 12.6(6) . . . . ? O4 Zn1 N5 C21 -169.3(6) . . . . ? N1 Zn1 N5 C21 20.4(13) . . . . ? N2 Zn1 N5 N6 93.0(5) . . . . ? N3 Zn1 N5 N6 -76.0(5) . . . . ? O1 Zn1 N5 N6 -169.8(5) . . . . ? O4 Zn1 N5 N6 8.4(5) . . . . ? N1 Zn1 N5 N6 -162.0(8) . . . . ? C3 C4 C5 C6 -2.3(10) . . . . ? C21 N5 N6 C19 -0.3(7) . . . . ? Zn1 N5 N6 C19 -178.4(5) . . . . ? C2 N2 C6 C5 1.2(9) . . . . ? Zn1 N2 C6 C5 -176.8(5) . . . . ? C4 C5 C6 N2 0.0(9) . . . . ? N11 Zn2 N7 C36 -2.3(11) . . . . ? N8 Zn2 N7 C36 -100.9(4) . . . . ? N9 Zn2 N7 C36 93.3(4) . . . . ? O10 Zn2 N7 C36 0.2(4) . . . . ? O13 Zn2 N7 C36 174.9(4) . . . . ? N11 Zn2 N7 C24 117.8(9) . . . . ? N8 Zn2 N7 C24 19.1(4) . . . . ? N9 Zn2 N7 C24 -146.6(4) . . . . ? O10 Zn2 N7 C24 120.3(4) . . . . ? O13 Zn2 N7 C24 -65.0(4) . . . . ? N11 Zn2 N7 C30 -122.1(9) . . . . ? N8 Zn2 N7 C30 139.3(4) . . . . ? N9 Zn2 N7 C30 -26.4(3) . . . . ? O10 Zn2 N7 C30 -119.5(4) . . . . ? O13 Zn2 N7 C30 55.2(4) . . . . ? C13 N1 C7 C8 72.0(6) . . . . ? C1 N1 C7 C8 -158.9(5) . . . . ? Zn1 N1 C7 C8 -43.3(5) . . . . ? N11 Zn2 N8 C25 -176.4(4) . . . . ? N9 Zn2 N8 C25 22.9(7) . . . . ? O10 Zn2 N8 C25 -86.0(4) . . . . ? O13 Zn2 N8 C25 97.0(4) . . . . ? N7 Zn2 N8 C25 -9.0(4) . . . . ? N11 Zn2 N8 C29 5.2(5) . . . . ? N9 Zn2 N8 C29 -155.6(4) . . . . ? O10 Zn2 N8 C29 95.6(5) . . . . ? O13 Zn2 N8 C29 -81.4(5) . . . . ? N7 Zn2 N8 C29 172.6(5) . . . . ? C12 N3 C8 C9 -1.0(8) . . . . ? Zn1 N3 C8 C9 172.5(4) . . . . ? C12 N3 C8 C7 176.9(5) . . . . ? Zn1 N3 C8 C7 -9.6(6) . . . . ? N1 C7 C8 N3 38.8(7) . . . . ? N1 C7 C8 C9 -143.4(6) . . . . ? N11 Zn2 N9 C35 3.2(5) . . . . ? N8 Zn2 N9 C35 164.0(4) . . . . ? O10 Zn2 N9 C35 -85.4(5) . . . . ? O13 Zn2 N9 C35 89.3(5) . . . . ? N7 Zn2 N9 C35 -164.1(5) . . . . ? N11 Zn2 N9 C31 175.8(4) . . . . ? N8 Zn2 N9 C31 -23.3(6) . . . . ? O10 Zn2 N9 C31 87.3(4) . . . . ? O13 Zn2 N9 C31 -98.1(4) . . . . ? N7 Zn2 N9 C31 8.5(4) . . . . ? N3 C8 C9 C10 0.1(9) . . . . ? C7 C8 C9 C10 -177.6(6) . . . . ? N11 Zn2 O10 C37 -170.3(5) . . . . ? N8 Zn2 O10 C37 86.6(5) . . . . ? N9 Zn2 O10 C37 -67.7(5) . . . . ? O13 Zn2 O10 C37 -120.2(13) . . . . ? N7 Zn2 O10 C37 10.2(4) . . . . ? C8 C9 C10 C11 1.1(10) . . . . ? N8 Zn2 N11 C44 83.5(5) . . . . ? N9 Zn2 N11 C44 -105.4(5) . . . . ? O10 Zn2 N11 C44 -14.9(5) . . . . ? O13 Zn2 N11 C44 170.2(5) . . . . ? N7 Zn2 N11 C44 -12.5(12) . . . . ? N8 Zn2 N11 N12 -91.6(5) . . . . ? N9 Zn2 N11 N12 79.5(5) . . . . ? O10 Zn2 N11 N12 170.0(5) . . . . ? O13 Zn2 N11 N12 -4.9(5) . . . . ? N7 Zn2 N11 N12 172.4(7) . . . . ? C9 C10 C11 C12 -1.2(10) . . . . ? C44 N11 N12 C42 -1.1(7) . . . . ? Zn2 N11 N12 C42 174.9(4) . . . . ? C8 N3 C12 C11 0.8(9) . . . . ? Zn1 N3 C12 C11 -172.2(5) . . . . ? C10 C11 C12 N3 0.3(10) . . . . ? O15 S3 O13 Zn2 -3.3(6) . . . . ? O14 S3 O13 Zn2 -138.6(5) . . . . ? C45 S3 O13 Zn2 110.2(5) . . . . ? N11 Zn2 O13 S3 -163.6(5) . . . . ? N8 Zn2 O13 S3 -60.3(5) . . . . ? N9 Zn2 O13 S3 93.5(5) . . . . ? O10 Zn2 O13 S3 146.3(12) . . . . ? N7 Zn2 O13 S3 17.0(5) . . . . ? C7 N1 C13 C14 -115.9(6) . . . . ? C1 N1 C13 C14 114.4(6) . . . . ? Zn1 N1 C13 C14 -4.3(6) . . . . ? Zn1 O1 C14 N4 -165.6(4) . . . . ? Zn1 O1 C14 C13 15.0(8) . . . . ? C15 N4 C14 O1 2.0(9) . . . . ? C15 N4 C14 C13 -178.7(6) . . . . ? N1 C13 C14 O1 -6.6(9) . . . . ? N1 C13 C14 N4 174.1(6) . . . . ? C14 N4 C15 C16 64.5(8) . . . . ? C17 O2 C16 O3 1.1(12) . . . . ? C17 O2 C16 C15 -177.6(6) . . . . ? N4 C15 C16 O3 27.7(11) . . . . ? N4 C15 C16 O2 -153.7(6) . . . . ? C16 O2 C17 C18 -169.6(7) . . . . ? N5 N6 C19 C20 0.3(8) . . . . ? N6 C19 C20 C21 -0.2(8) . . . . ? N6 N5 C21 C20 0.2(7) . . . . ? Zn1 N5 C21 C20 178.2(5) . . . . ? C19 C20 C21 N5 0.0(8) . . . . ? O5 S1 C22 F1 -55.2(7) . . . . ? O6 S1 C22 F1 -178.1(7) . . . . ? O4 S1 C22 F1 63.1(7) . . . . ? O5 S1 C22 F2 63.4(7) . . . . ? O6 S1 C22 F2 -59.5(7) . . . . ? O4 S1 C22 F2 -178.4(6) . . . . ? O5 S1 C22 F3 -177.4(6) . . . . ? O6 S1 C22 F3 59.8(7) . . . . ? O4 S1 C22 F3 -59.1(7) . . . . ? O7 S2 C23 F4 56.8(7) . . . . ? O8 S2 C23 F4 -63.4(7) . . . . ? O9 S2 C23 F4 176.7(6) . . . . ? O7 S2 C23 F5 -63.6(6) . . . . ? O8 S2 C23 F5 176.2(5) . . . . ? O9 S2 C23 F5 56.2(6) . . . . ? O7 S2 C23 F6 178.9(5) . . . . ? O8 S2 C23 F6 58.7(6) . . . . ? O9 S2 C23 F6 -61.3(6) . . . . ? C36 N7 C24 C25 90.4(6) . . . . ? C30 N7 C24 C25 -139.7(5) . . . . ? Zn2 N7 C24 C25 -26.4(6) . . . . ? C29 N8 C25 C26 0.1(9) . . . . ? Zn2 N8 C25 C26 -178.4(5) . . . . ? C29 N8 C25 C24 174.7(5) . . . . ? Zn2 N8 C25 C24 -3.8(7) . . . . ? N7 C24 C25 N8 22.1(8) . . . . ? N7 C24 C25 C26 -163.2(6) . . . . ? N8 C25 C26 C27 0.3(10) . . . . ? C24 C25 C26 C27 -174.2(6) . . . . ? C25 C26 C27 C28 -0.5(11) . . . . ? C26 C27 C28 C29 0.4(10) . . . . ? C25 N8 C29 C28 -0.3(9) . . . . ? Zn2 N8 C29 C28 178.1(5) . . . . ? C27 C28 C29 N8 0.0(10) . . . . ? C36 N7 C30 C31 -75.5(6) . . . . ? C24 N7 C30 C31 155.1(5) . . . . ? Zn2 N7 C30 C31 40.0(5) . . . . ? C35 N9 C31 C32 0.6(8) . . . . ? Zn2 N9 C31 C32 -172.4(4) . . . . ? C35 N9 C31 C30 -174.6(5) . . . . ? Zn2 N9 C31 C30 12.3(6) . . . . ? N7 C30 C31 N9 -37.8(7) . . . . ? N7 C30 C31 C32 146.9(6) . . . . ? N9 C31 C32 C33 -1.1(9) . . . . ? C30 C31 C32 C33 173.8(6) . . . . ? C31 C32 C33 C34 0.8(10) . . . . ? C32 C33 C34 C35 0.0(10) . . . . ? C31 N9 C35 C34 0.2(9) . . . . ? Zn2 N9 C35 C34 172.7(4) . . . . ? C33 C34 C35 N9 -0.5(9) . . . . ? C24 N7 C36 C37 -125.1(6) . . . . ? C30 N7 C36 C37 104.7(6) . . . . ? Zn2 N7 C36 C37 -8.7(6) . . . . ? Zn2 O10 C37 N10 162.4(5) . . . . ? Zn2 O10 C37 C36 -19.7(8) . . . . ? C38 N10 C37 O10 2.9(10) . . . . ? C38 N10 C37 C36 -175.1(6) . . . . ? N7 C36 C37 O10 19.7(9) . . . . ? N7 C36 C37 N10 -162.2(6) . . . . ? C37 N10 C38 C39 105.9(7) . . . . ? C40 O12 C39 O11 -14.2(14) . . . . ? C40' O12 C39 O11 21.4(13) . . . . ? C40 O12 C39 C38 166.1(9) . . . . ? C40' O12 C39 C38 -158.3(10) . . . . ? N10 C38 C39 O11 167.4(6) . . . . ? N10 C38 C39 O12 -12.8(9) . . . . ? C39 O12 C40 C40' 72.2(15) . . . . ? C39 O12 C40 C41 132.5(12) . . . . ? C40' O12 C40 C41 60.3(12) . . . . ? O12 C40 C40' C41 117.8(9) . . . . ? C41 C40 C40' O12 -117.8(9) . . . . ? C39 O12 C40' C40 -123.6(13) . . . . ? C39 O12 C40' C41 177.8(12) . . . . ? C40 O12 C40' C41 -58.6(11) . . . . ? O12 C40' C41 C40 58.5(11) . . . . ? O12 C40 C41 C40' -65.4(11) . . . . ? N11 N12 C42 C43 0.7(8) . . . . ? N12 C42 C43 C44 -0.1(8) . . . . ? N12 N11 C44 C43 1.0(7) . . . . ? Zn2 N11 C44 C43 -174.9(5) . . . . ? C42 C43 C44 N11 -0.6(8) . . . . ? O15 S3 C45 F7 170.8(7) . . . . ? O14 S3 C45 F7 -67.4(7) . . . . ? O13 S3 C45 F7 51.1(7) . . . . ? O15 S3 C45 F8 -66.1(7) . . . . ? O14 S3 C45 F8 55.6(7) . . . . ? O13 S3 C45 F8 174.2(6) . . . . ? O15 S3 C45 F9 51.0(7) . . . . ? O14 S3 C45 F9 172.7(6) . . . . ? O13 S3 C45 F9 -68.7(6) . . . . ? O18 S4 C46 F12 -51.8(6) . . . . ? O16 S4 C46 F12 -173.3(5) . . . . ? O17 S4 C46 F12 68.6(6) . . . . ? O18 S4 C46 F11 -172.3(5) . . . . ? O16 S4 C46 F11 66.2(6) . . . . ? O17 S4 C46 F11 -51.9(6) . . . . ? O18 S4 C46 F10 69.4(6) . . . . ? O16 S4 C46 F10 -52.0(6) . . . . ? O17 S4 C46 F10 -170.2(5) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.07 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.173 _refine_diff_density_min -0.560 _refine_diff_density_rms 0.100 data_nn4 _database_code_CSD 137192 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H23 F6 N6 O10 S2 Zn' _chemical_formula_weight 798.97 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' 'S' 'S' 0.1246 0.1234 '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 ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.4599(9) _cell_length_b 11.5955(13) _cell_length_c 17.874(2) _cell_angle_alpha 77.059(2) _cell_angle_beta 86.195(2) _cell_angle_gamma 79.890(2) _cell_volume 1681.6(3) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.578 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 810 _exptl_absorpt_coefficient_mu 0.947 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18591 _diffrn_reflns_av_R_equivalents 0.0754 _diffrn_reflns_av_sigmaI/netI 0.1690 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 28.49 _reflns_number_total 8144 _reflns_number_gt 3518 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0752P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8144 _refine_ls_number_parameters 567 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1618 _refine_ls_R_factor_gt 0.0605 _refine_ls_wR_factor_ref 0.1624 _refine_ls_wR_factor_gt 0.1347 _refine_ls_goodness_of_fit_ref 0.874 _refine_ls_restrained_S_all 0.874 _refine_ls_shift/su_max 0.881 _refine_ls_shift/su_mean 0.020 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn -0.22691(6) -0.05955(4) -0.28122(3) 0.03429(19) Uani 1 d . . . O1 O -0.1616(3) -0.0949(2) -0.16437(18) 0.0355(8) Uani 1 d . . . O4 O -0.3127(5) -0.0323(4) -0.3975(2) 0.0537(11) Uani 1 d . . . N1 N -0.2518(4) -0.2569(3) -0.2402(2) 0.0396(10) Uani 1 d . . . N2 N -0.4699(4) -0.0488(3) -0.2435(2) 0.0360(10) Uani 1 d . . . N3 N -0.0169(4) -0.1475(3) -0.3262(2) 0.0375(10) Uani 1 d . . . N4 N -0.1992(5) -0.2108(4) -0.0488(3) 0.0443(12) Uani 1 d . . . N5 N -0.2020(4) 0.1156(3) -0.2934(2) 0.0408(10) Uani 1 d . . . N6 N -0.2370(5) 0.3108(3) -0.3357(3) 0.0528(12) Uani 1 d . . . C1 C -0.4234(5) -0.2587(4) -0.2502(3) 0.0439(13) Uani 1 d . . . H1A H -0.4527 -0.3320 -0.2189 0.064(7) Uiso 1 calc R . . H1B H -0.4405 -0.2579 -0.3035 0.064(7) Uiso 1 calc R . . C2 C -0.5292(5) -0.1522(4) -0.2278(3) 0.0347(11) Uani 1 d . . . C3 C -0.6824(5) -0.1574(4) -0.1969(3) 0.0439(13) Uani 1 d . . . H3 H -0.7214 -0.2297 -0.1855 0.053(5) Uiso 1 calc R . . C4 C -0.7774(6) -0.0537(5) -0.1831(3) 0.0472(13) Uani 1 d . . . H4 H -0.8814 -0.0555 -0.1631 0.053(5) Uiso 1 calc R . . C5 C -0.7175(5) 0.0510(4) -0.1991(3) 0.0446(13) Uani 1 d . . . H5 H -0.7793 0.1215 -0.1901 0.053(5) Uiso 1 calc R . . C6 C -0.5627(5) 0.0499(4) -0.2290(3) 0.0421(12) Uani 1 d . . . H6 H -0.5211 0.1212 -0.2396 0.053(5) Uiso 1 calc R . . C7 C -0.1453(6) -0.3241(4) -0.2892(3) 0.0494(14) Uani 1 d . . . H7A H -0.2071 -0.3347 -0.3302 0.064(7) Uiso 1 calc R . . H7B H -0.1049 -0.4032 -0.2590 0.064(7) Uiso 1 calc R . . C8 C -0.0049(5) -0.2648(4) -0.3240(3) 0.0402(12) Uani 1 d . . . C9 C 0.1238(6) -0.3276(5) -0.3568(3) 0.0505(14) Uani 1 d . . . H9 H 0.1295 -0.4091 -0.3544 0.053(5) Uiso 1 calc R . . C10 C 0.2448(7) -0.2680(6) -0.3934(3) 0.0605(16) Uani 1 d . . . H10 H 0.3331 -0.3089 -0.4157 0.053(5) Uiso 1 calc R . . C11 C 0.2326(6) -0.1467(5) -0.3962(3) 0.0535(14) Uani 1 d . . . H11 H 0.3120 -0.1044 -0.4208 0.053(5) Uiso 1 calc R . . C12 C 0.1016(6) -0.0906(5) -0.3623(3) 0.0435(12) Uani 1 d . . . H12 H 0.0936 -0.0090 -0.3642 0.053(5) Uiso 1 calc R . . C13 C -0.2079(6) -0.2941(4) -0.1587(3) 0.0495(14) Uani 1 d . . . H13A H -0.1076 -0.3501 -0.1544 0.064(7) Uiso 1 calc R . . H13B H -0.2900 -0.3357 -0.1297 0.064(7) Uiso 1 calc R . . C14 C -0.1897(5) -0.1910(4) -0.1237(3) 0.0331(11) Uani 1 d . . . C15 C -0.1720(6) -0.1238(4) -0.0057(3) 0.0451(13) Uani 1 d . . . C16 C -0.2911(13) -0.0138(10) -0.0165(6) 0.044(3) Uani 0.477(4) d P A 1 O2 O -0.4287(9) -0.0114(7) -0.0302(5) 0.065(3) Uani 0.477(4) d P . 1 O3 O -0.2365(8) 0.0853(6) -0.0084(4) 0.047(2) Uani 0.477(4) d P A 1 C17 C -0.3549(18) 0.1962(11) -0.0146(9) 0.065(4) Uani 0.477(4) d P A 1 C18 C -0.262(4) 0.2970(18) -0.0184(19) 0.075(8) Uani 0.477(4) d P A 1 C16X C -0.0194(11) -0.1515(8) 0.0240(5) 0.039(2) Uani 0.523(4) d P A 2 O2X O 0.0097(7) -0.1067(6) 0.0751(4) 0.0492(19) Uani 0.523(4) d P A 2 O3X O 0.0911(7) -0.2258(6) -0.0080(4) 0.0514(19) Uani 0.523(4) d P . 2 C17X C -0.251(4) 0.251(2) -0.0235(15) 0.081(9) Uani 0.523(4) d P . 2 C18X C -0.3338(15) 0.3573(13) -0.0021(8) 0.076(4) Uani 0.523(4) d P A 2 C19 C -0.2491(6) 0.2053(4) -0.3518(3) 0.0504(14) Uani 1 d . . . H19 H -0.2855 0.1962 -0.3978 0.046(8) Uiso 1 calc R . . C20 C -0.1771(6) 0.2884(4) -0.2655(4) 0.0524(15) Uani 1 d . . . H20 H -0.1534 0.3447 -0.2400 0.046(8) Uiso 1 calc R . . C21 C -0.1577(5) 0.1691(4) -0.2389(3) 0.0452(13) Uani 1 d . . . H21 H -0.1199 0.1289 -0.1908 0.046(8) Uiso 1 calc R . . C22 C -0.2826(7) 0.4286(5) -0.3874(4) 0.079(2) Uani 1 d . . . H22A H -0.3589 0.4788 -0.3614 0.136(16) Uiso 1 calc R . . H22B H -0.3298 0.4183 -0.4323 0.136(16) Uiso 1 calc R . . H22C H -0.1888 0.4654 -0.4021 0.136(16) Uiso 1 calc R . . S1 S 0.2069(2) -0.54785(16) -0.13788(12) 0.0838(6) Uani 1 d . . . C40 C 0.3840(9) -0.5996(7) -0.1900(5) 0.085(2) Uani 1 d . . . F11 F 0.3682(7) -0.5720(7) -0.2624(3) 0.192(3) Uani 1 d . . . F12 F 0.4289(6) -0.7135(4) -0.1665(3) 0.1212(16) Uani 1 d . . . F13 F 0.5056(5) -0.5482(4) -0.1765(3) 0.1112(15) Uani 1 d . . . O11 O 0.0929(6) -0.6144(5) -0.1584(4) 0.146(3) Uani 1 d . . . O12 O 0.1758(5) -0.4187(4) -0.1648(3) 0.0997(17) Uani 1 d . . . O13 O 0.2553(5) -0.5830(4) -0.0591(3) 0.0815(13) Uani 1 d . . . S2 S -0.34242(17) -0.23273(13) -0.52134(9) 0.0530(4) Uani 1 d . . . C50 C -0.164(3) -0.2834(17) -0.5652(10) 0.063(6) Uani 0.491(7) d P B 1 F21 F -0.202(3) -0.281(2) -0.6479(11) 0.174(13) Uani 0.491(7) d P B 1 F22 F -0.0554(9) -0.2165(8) -0.5565(7) 0.116(4) Uani 0.491(7) d P B 1 F23 F -0.094(3) -0.388(2) -0.5298(13) 0.098(7) Uani 0.491(7) d P B 1 O21 O -0.1966(13) -0.1717(12) -0.5030(7) 0.116(4) Uani 0.491(7) d P B 1 O22 O -0.435(3) -0.1426(19) -0.5713(13) 0.126(9) Uani 0.491(7) d P B 1 O23 O -0.3731(18) -0.3033(11) -0.4524(8) 0.125(7) Uani 0.491(7) d P B 1 C50X C -0.204(3) -0.305(2) -0.5974(19) 0.089(9) Uani 0.509(7) d P B 2 O21X O -0.3078(13) -0.2466(8) -0.4469(5) 0.064(3) Uani 0.509(7) d P B 2 O22X O -0.3975(19) -0.1157(14) -0.5581(9) 0.058(4) Uani 0.509(7) d P B 2 O23X O -0.4536(8) -0.3199(7) -0.5310(5) 0.059(3) Uani 0.509(7) d P B 2 F21X F -0.1492(19) -0.2478(18) -0.6363(13) 0.113(8) Uani 0.509(7) d P B 2 F22X F -0.124(4) -0.405(3) -0.5570(14) 0.109(8) Uani 0.509(7) d P B 2 F23X F -0.3281(19) -0.3779(14) -0.5982(9) 0.206(6) Uiso 0.509(7) d P B 2 H41 H -0.29(2) -0.012(19) -0.412(13) 0.49(15) Uiso 1 d . . . H42 H -0.392(12) 0.012(8) -0.411(5) 0.12(4) Uiso 1 d . . . H1 H -0.205(6) -0.266(5) -0.026(3) 0.05(2) Uiso 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 0.0287(3) 0.0243(3) 0.0498(4) -0.0067(2) -0.0042(2) -0.0048(2) O1 0.0369(17) 0.0268(17) 0.042(2) -0.0030(15) -0.0007(15) -0.0099(13) O4 0.043(2) 0.056(2) 0.059(3) -0.015(2) -0.0185(19) 0.0076(19) N1 0.034(2) 0.031(2) 0.056(3) -0.012(2) -0.013(2) -0.0032(16) N2 0.032(2) 0.025(2) 0.052(3) -0.0086(19) -0.0036(18) -0.0052(16) N3 0.031(2) 0.036(2) 0.042(3) -0.004(2) -0.0088(18) -0.0010(17) N4 0.043(3) 0.038(3) 0.047(3) 0.002(3) 0.005(2) -0.011(2) N5 0.033(2) 0.030(2) 0.060(3) -0.009(2) -0.003(2) -0.0089(17) N6 0.046(3) 0.025(2) 0.083(4) 0.001(2) -0.005(2) -0.0106(18) C1 0.037(3) 0.028(3) 0.070(4) -0.011(3) -0.012(2) -0.010(2) C2 0.035(3) 0.028(2) 0.040(3) -0.002(2) -0.011(2) -0.0064(19) C3 0.037(3) 0.040(3) 0.053(4) 0.000(3) -0.004(2) -0.013(2) C4 0.031(3) 0.061(4) 0.049(4) -0.008(3) 0.002(2) -0.011(2) C5 0.031(3) 0.045(3) 0.055(4) -0.010(3) -0.003(2) 0.001(2) C6 0.034(3) 0.034(3) 0.061(4) -0.014(3) 0.003(2) -0.007(2) C7 0.047(3) 0.031(3) 0.075(4) -0.024(3) -0.010(3) 0.000(2) C8 0.035(3) 0.040(3) 0.044(3) -0.011(2) -0.007(2) 0.001(2) C9 0.061(3) 0.042(3) 0.046(4) -0.014(3) -0.003(3) 0.006(3) C10 0.060(4) 0.073(4) 0.045(4) -0.020(3) 0.004(3) 0.007(3) C11 0.052(3) 0.067(4) 0.037(3) -0.004(3) 0.003(3) -0.010(3) C12 0.043(3) 0.048(3) 0.034(3) -0.001(2) -0.007(2) -0.002(2) C13 0.047(3) 0.027(3) 0.074(4) -0.006(3) -0.021(3) -0.004(2) C14 0.021(2) 0.031(3) 0.047(4) -0.008(2) -0.003(2) -0.0051(18) C15 0.049(3) 0.044(3) 0.040(3) -0.009(3) -0.007(2) -0.001(2) C16 0.051(7) 0.056(7) 0.030(6) -0.014(5) -0.018(5) -0.013(5) O2 0.047(5) 0.077(6) 0.077(7) -0.028(5) -0.017(4) -0.006(4) O3 0.047(4) 0.048(5) 0.047(5) -0.008(4) -0.013(3) -0.008(3) C17 0.073(10) 0.029(7) 0.096(11) -0.027(7) -0.041(8) 0.012(6) C18 0.062(13) 0.031(11) 0.13(2) -0.041(11) -0.024(12) 0.022(9) C16X 0.055(6) 0.042(6) 0.025(6) -0.013(5) -0.001(5) -0.015(5) O2X 0.052(4) 0.062(5) 0.040(4) -0.019(4) -0.007(3) -0.013(3) O3X 0.047(4) 0.071(5) 0.040(4) -0.022(4) -0.003(3) -0.007(3) C17X 0.077(12) 0.09(2) 0.083(12) -0.061(15) -0.055(10) 0.054(16) C18X 0.067(9) 0.074(10) 0.082(10) -0.029(8) -0.035(7) 0.024(7) C19 0.052(3) 0.034(3) 0.066(4) -0.002(3) -0.012(3) -0.015(2) C20 0.048(3) 0.036(3) 0.080(5) -0.022(3) -0.003(3) -0.013(2) C21 0.040(3) 0.038(3) 0.061(4) -0.014(3) -0.006(3) -0.009(2) C22 0.075(4) 0.032(3) 0.119(6) 0.008(4) -0.007(4) -0.010(3) S1 0.0612(10) 0.0691(11) 0.0986(15) 0.0305(11) -0.0128(10) -0.0088(8) C40 0.092(6) 0.084(6) 0.080(6) -0.004(4) -0.014(4) -0.026(4) F11 0.154(5) 0.331(9) 0.059(4) 0.000(4) -0.011(3) -0.009(5) F12 0.145(4) 0.061(3) 0.169(5) -0.049(3) -0.005(3) -0.017(3) F13 0.078(3) 0.081(3) 0.164(5) 0.001(3) 0.006(3) -0.022(2) O11 0.085(4) 0.155(5) 0.209(7) -0.009(5) -0.056(4) -0.068(4) O12 0.073(3) 0.061(3) 0.132(4) 0.050(3) -0.020(3) -0.006(2) O13 0.100(3) 0.061(3) 0.068(3) 0.014(2) -0.003(3) -0.008(2) S2 0.0551(9) 0.0483(9) 0.0440(10) -0.0050(7) 0.0051(7) 0.0139(7) C50 0.080(14) 0.055(11) 0.026(9) 0.013(8) 0.034(9) 0.027(9) F21 0.31(3) 0.163(18) 0.019(7) -0.013(9) 0.054(12) 0.003(16) F22 0.041(5) 0.102(7) 0.173(12) 0.024(6) 0.024(6) -0.008(4) F23 0.081(8) 0.065(10) 0.113(17) 0.009(10) 0.026(11) 0.035(6) O21 0.101(8) 0.168(11) 0.100(9) -0.065(9) 0.000(7) -0.030(8) O22 0.126(15) 0.127(17) 0.111(11) -0.057(10) -0.094(10) 0.090(12) O23 0.145(13) 0.083(9) 0.108(12) 0.018(8) 0.097(10) 0.000(8) C50X 0.085(14) 0.080(15) 0.12(3) -0.059(17) -0.024(16) -0.004(11) O21X 0.096(8) 0.055(6) 0.034(6) 0.002(5) -0.021(5) -0.002(5) O22X 0.062(7) 0.043(5) 0.059(8) 0.001(6) -0.016(6) 0.006(5) O23X 0.048(4) 0.074(6) 0.067(6) -0.025(4) 0.002(4) -0.030(4) F21X 0.091(8) 0.110(11) 0.102(16) 0.012(9) 0.070(9) 0.010(7) F22X 0.145(17) 0.069(8) 0.090(13) -0.026(8) 0.022(10) 0.047(9) _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 N5 2.041(4) . ? Zn1 N3 2.094(4) . ? Zn1 N2 2.112(3) . ? Zn1 O1 2.127(3) . ? Zn1 O4 2.184(4) . ? Zn1 N1 2.283(4) . ? O1 C14 1.238(5) . ? O4 H41 0.4(2) . ? O4 H42 0.79(10) . ? N1 C7 1.463(6) . ? N1 C13 1.477(6) . ? N1 C1 1.479(5) . ? N2 C6 1.336(5) . ? N2 C2 1.346(5) . ? N3 C8 1.338(6) . ? N3 C12 1.346(6) . ? N4 C14 1.307(6) . ? N4 C15 1.455(7) . ? N4 H1 0.68(5) . ? N5 C19 1.323(6) . ? N5 C21 1.369(6) . ? N6 C20 1.339(7) . ? N6 C19 1.340(6) . ? N6 C22 1.471(6) . ? C1 C2 1.508(6) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C3 1.380(6) . ? C3 C4 1.386(7) . ? C3 H3 0.9300 . ? C4 C5 1.361(6) . ? C4 H4 0.9300 . ? C5 C6 1.380(6) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C8 1.506(7) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.374(6) . ? C9 C10 1.382(7) . ? C9 H9 0.9300 . ? C10 C11 1.381(7) . ? C10 H10 0.9300 . ? C11 C12 1.361(7) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.502(6) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C15 C16X 1.386(10) . ? C15 C16 1.465(11) . ? C16 O2 1.200(11) . ? C16 O3 1.350(12) . ? O2 O2 1.591(16) 2_455 ? O3 C17 1.473(14) . ? C17 C18 1.51(3) . ? C16X O2X 1.205(10) . ? C16X O3X 1.346(11) . ? O3X C17X 1.46(3) 2 ? C17X C18X 1.425(19) . ? C17X O3X 1.46(3) 2 ? C19 H19 0.9300 . ? C20 C21 1.343(6) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? S1 O13 1.441(4) . ? S1 O11 1.447(5) . ? S1 O12 1.448(4) . ? S1 C40 1.795(8) . ? C40 F11 1.272(8) . ? C40 F12 1.289(7) . ? C40 F13 1.336(7) . ? S2 O21X 1.349(9) . ? S2 O23 1.355(11) . ? S2 O22 1.375(19) . ? S2 O22X 1.382(16) . ? S2 O23X 1.540(7) . ? S2 O21 1.611(11) . ? S2 C50 1.723(15) . ? S2 C50X 1.97(3) . ? C50 F23 1.29(3) . ? C50 F22 1.34(3) . ? C50 F21 1.53(3) . ? C50 O21 1.86(2) . ? F22 O21 1.569(14) . ? C50X F21X 1.00(3) . ? C50X F22X 1.32(4) . ? C50X F23X 1.46(3) . ? O23X F23X 1.720(17) . ? 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 N5 Zn1 N3 107.42(15) . . ? N5 Zn1 N2 99.55(14) . . ? N3 Zn1 N2 151.93(14) . . ? N5 Zn1 O1 89.99(14) . . ? N3 Zn1 O1 98.94(13) . . ? N2 Zn1 O1 88.51(13) . . ? N5 Zn1 O4 93.67(17) . . ? N3 Zn1 O4 83.73(16) . . ? N2 Zn1 O4 87.00(16) . . ? O1 Zn1 O4 174.62(14) . . ? N5 Zn1 N1 167.73(16) . . ? N3 Zn1 N1 77.48(14) . . ? N2 Zn1 N1 77.70(13) . . ? O1 Zn1 N1 78.04(13) . . ? O4 Zn1 N1 98.09(15) . . ? C14 O1 Zn1 116.1(3) . . ? Zn1 O4 H41 114(10) . . ? Zn1 O4 H42 122(6) . . ? H41 O4 H42 85(10) . . ? C7 N1 C13 112.5(4) . . ? C7 N1 C1 112.6(4) . . ? C13 N1 C1 112.0(4) . . ? C7 N1 Zn1 107.4(3) . . ? C13 N1 Zn1 107.7(3) . . ? C1 N1 Zn1 104.2(2) . . ? C6 N2 C2 118.7(4) . . ? C6 N2 Zn1 124.8(3) . . ? C2 N2 Zn1 116.3(3) . . ? C8 N3 C12 118.1(4) . . ? C8 N3 Zn1 118.3(3) . . ? C12 N3 Zn1 123.4(3) . . ? C14 N4 C15 123.0(5) . . ? C14 N4 H1 123(5) . . ? C15 N4 H1 113(5) . . ? C19 N5 C21 104.9(4) . . ? C19 N5 Zn1 126.8(4) . . ? C21 N5 Zn1 127.6(3) . . ? C20 N6 C19 107.7(4) . . ? C20 N6 C22 127.4(5) . . ? C19 N6 C22 124.9(5) . . ? N1 C1 C2 111.3(4) . . ? N1 C1 H1A 109.4 . . ? C2 C1 H1A 109.4 . . ? N1 C1 H1B 109.4 . . ? C2 C1 H1B 109.4 . . ? H1A C1 H1B 108.0 . . ? N2 C2 C3 121.2(4) . . ? N2 C2 C1 116.3(4) . . ? C3 C2 C1 122.4(4) . . ? C2 C3 C4 119.2(4) . . ? C2 C3 H3 120.4 . . ? C4 C3 H3 120.4 . . ? C5 C4 C3 119.6(4) . . ? C5 C4 H4 120.2 . . ? C3 C4 H4 120.2 . . ? C4 C5 C6 118.3(5) . . ? C4 C5 H5 120.8 . . ? C6 C5 H5 120.8 . . ? N2 C6 C5 123.0(4) . . ? N2 C6 H6 118.5 . . ? C5 C6 H6 118.5 . . ? N1 C7 C8 113.9(4) . . ? N1 C7 H7A 108.8 . . ? C8 C7 H7A 108.8 . . ? N1 C7 H7B 108.8 . . ? C8 C7 H7B 108.8 . . ? H7A C7 H7B 107.7 . . ? N3 C8 C9 122.0(5) . . ? N3 C8 C7 117.0(4) . . ? C9 C8 C7 120.7(5) . . ? C8 C9 C10 119.2(5) . . ? C8 C9 H9 120.4 . . ? C10 C9 H9 120.4 . . ? C11 C10 C9 119.1(5) . . ? C11 C10 H10 120.5 . . ? C9 C10 H10 120.5 . . ? C12 C11 C10 118.5(5) . . ? C12 C11 H11 120.8 . . ? C10 C11 H11 120.8 . . ? N3 C12 C11 123.2(5) . . ? N3 C12 H12 118.4 . . ? C11 C12 H12 118.4 . . ? N1 C13 C14 113.3(4) . . ? N1 C13 H13A 108.9 . . ? C14 C13 H13A 108.9 . . ? N1 C13 H13B 108.9 . . ? C14 C13 H13B 108.9 . . ? H13A C13 H13B 107.7 . . ? O1 C14 N4 122.8(5) . . ? O1 C14 C13 121.0(5) . . ? N4 C14 C13 116.1(4) . . ? C16X C15 N4 111.5(5) . . ? C16X C15 C16 131.8(7) . . ? N4 C15 C16 115.1(5) . . ? O2 C16 O3 121.9(10) . . ? O2 C16 C15 122.7(9) . . ? O3 C16 C15 115.4(8) . . ? C16 O2 O2 122.2(10) . 2_455 ? C16 O3 C17 117.0(9) . . ? O3 C17 C18 106.9(13) . . ? O2X C16X O3X 123.2(9) . . ? O2X C16X C15 119.6(8) . . ? O3X C16X C15 117.2(8) . . ? C16X O3X C17X 115.8(10) . 2 ? C18X C17X O3X 107.5(16) . 2 ? N5 C19 N6 110.8(5) . . ? N5 C19 H19 124.6 . . ? N6 C19 H19 124.6 . . ? N6 C20 C21 106.8(5) . . ? N6 C20 H20 126.6 . . ? C21 C20 H20 126.6 . . ? C20 C21 N5 109.7(5) . . ? C20 C21 H21 125.1 . . ? N5 C21 H21 125.1 . . ? N6 C22 H22A 109.5 . . ? N6 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? N6 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? O13 S1 O11 115.3(3) . . ? O13 S1 O12 112.3(3) . . ? O11 S1 O12 116.8(3) . . ? O13 S1 C40 103.2(3) . . ? O11 S1 C40 101.3(4) . . ? O12 S1 C40 105.6(3) . . ? F11 C40 F12 111.0(8) . . ? F11 C40 F13 105.8(7) . . ? F12 C40 F13 106.0(6) . . ? F11 C40 S1 113.2(6) . . ? F12 C40 S1 110.8(6) . . ? F13 C40 S1 109.8(6) . . ? O21X S2 O23 41.3(7) . . ? O21X S2 O22 132.5(10) . . ? O23 S2 O22 133.6(12) . . ? O21X S2 O22X 114.5(8) . . ? O23 S2 O22X 135.1(9) . . ? O22 S2 O22X 24.1(11) . . ? O21X S2 O23X 111.2(5) . . ? O23 S2 O23X 69.9(8) . . ? O22 S2 O23X 89.3(9) . . ? O22X S2 O23X 112.6(6) . . ? O21X S2 O21 62.6(6) . . ? O23 S2 O21 102.5(9) . . ? O22 S2 O21 104.2(10) . . ? O22X S2 O21 81.3(7) . . ? O23X S2 O21 165.8(5) . . ? O21X S2 C50 105.2(9) . . ? O23 S2 C50 114.0(7) . . ? O22 S2 C50 111.0(12) . . ? O22X S2 C50 108.9(9) . . ? O23X S2 C50 103.6(10) . . ? O21 S2 C50 67.8(10) . . ? O21X S2 C50X 125.2(9) . . ? O23 S2 C50X 118.9(10) . . ? O22 S2 C50X 98.4(13) . . ? O22X S2 C50X 105.8(11) . . ? O23X S2 C50X 83.9(8) . . ? O21 S2 C50X 89.8(8) . . ? C50 S2 C50X 23.6(9) . . ? F23 C50 F22 100(2) . . ? F23 C50 F21 113(2) . . ? F22 C50 F21 115.9(15) . . ? F23 C50 S2 113.6(14) . . ? F22 C50 S2 108.4(13) . . ? F21 C50 S2 106.8(16) . . ? F23 C50 O21 112.3(16) . . ? F22 C50 O21 55.8(10) . . ? F21 C50 O21 135.2(15) . . ? S2 C50 O21 53.2(6) . . ? C50 F22 O21 79.1(9) . . ? F22 O21 S2 103.4(7) . . ? F22 O21 C50 45.0(8) . . ? S2 O21 C50 59.0(8) . . ? F21X C50X F22X 122(3) . . ? F21X C50X F23X 136(3) . . ? F22X C50X F23X 85(2) . . ? F21X C50X S2 115(2) . . ? F22X C50X S2 105(2) . . ? F23X C50X S2 86.6(15) . . ? S2 O23X F23X 93.7(7) . . ? C50X F23X O23X 95.8(14) . . ? _diffrn_measured_fraction_theta_max 0.955 _diffrn_reflns_theta_full 28.49 _diffrn_measured_fraction_theta_full 0.955 _refine_diff_density_max 1.228 _refine_diff_density_min -0.586 _refine_diff_density_rms 0.084 data_nn5 _database_code_CSD 137193 #============================================================================== _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H30 F6 N6 O9 S2 Zn' _chemical_formula_weight 850.08 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' 'S' 'S' 0.1246 0.1234 '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 ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 10.0788(5) _cell_length_b 18.2874(9) _cell_length_c 10.6961(5) _cell_angle_alpha 90.00 _cell_angle_beta 116.5580(10) _cell_angle_gamma 90.00 _cell_volume 1763.43(15) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.601 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 868 _exptl_absorpt_coefficient_mu 0.907 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18362 _diffrn_reflns_av_R_equivalents 0.0190 _diffrn_reflns_av_sigmaI/netI 0.0241 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 28.29 _reflns_number_total 8343 _reflns_number_gt 7812 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0359P)^2^+0.1614P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.004(5) _refine_ls_number_reflns 8343 _refine_ls_number_parameters 495 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0302 _refine_ls_R_factor_gt 0.0270 _refine_ls_wR_factor_ref 0.0643 _refine_ls_wR_factor_gt 0.0631 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.45893(2) 0.301200(10) 0.72610(2) 0.02735(6) Uani 1 d . . . O1 O 0.50927(17) 0.25654(7) 0.57403(14) 0.0309(3) Uani 1 d . . . O2 O 0.65654(19) 0.11786(8) 0.25728(18) 0.0409(4) Uani 1 d . . . O3 O 0.70339(17) 0.23791(8) 0.25931(16) 0.0368(3) Uani 1 d . . . N1 N 0.4894(2) 0.40000(9) 0.61396(17) 0.0313(4) Uani 1 d . . . N2 N 0.63738(19) 0.35153(9) 0.88343(17) 0.0284(3) Uani 1 d . . . N3 N 0.2524(2) 0.34890(9) 0.64808(17) 0.0315(4) Uani 1 d . . . N4 N 0.5138(2) 0.27225(9) 0.36607(17) 0.0283(3) Uani 1 d . . . N5 N 0.44954(19) 0.19884(9) 0.79502(16) 0.0278(3) Uani 1 d . . . N6 N 0.5190(2) 0.14277(9) 0.76646(17) 0.0306(3) Uani 1 d . . . C1 C 0.6453(3) 0.42076(12) 0.6942(2) 0.0362(5) Uani 1 d . . . H1A H 0.6582 0.4715 0.6756 0.040(3) Uiso 1 calc R . . H1B H 0.7064 0.3909 0.6654 0.040(3) Uiso 1 calc R . . C2 C 0.6943(2) 0.41053(11) 0.8488(2) 0.0312(4) Uani 1 d . . . C3 C 0.7954(3) 0.45605(13) 0.9485(3) 0.0394(5) Uani 1 d . . . H3 H 0.8313 0.4971 0.9221 0.036(3) Uiso 1 calc R . . C4 C 0.8432(3) 0.43988(14) 1.0894(3) 0.0432(5) Uani 1 d . . . H4 H 0.9118 0.4698 1.1584 0.036(3) Uiso 1 calc R . . C5 C 0.7878(3) 0.37929(14) 1.1247(2) 0.0409(5) Uani 1 d . . . H5 H 0.8191 0.3672 1.2181 0.036(3) Uiso 1 calc R . . C6 C 0.6842(2) 0.33591(12) 1.0196(2) 0.0323(4) Uani 1 d . . . H6 H 0.6462 0.2950 1.0440 0.036(3) Uiso 1 calc R . . C7 C 0.3839(3) 0.45414(11) 0.6193(2) 0.0360(5) Uani 1 d . . . H7A H 0.3634 0.4907 0.5473 0.040(3) Uiso 1 calc R . . H7B H 0.4275 0.4786 0.7093 0.040(3) Uiso 1 calc R . . C8 C 0.2415(3) 0.41785(11) 0.5979(2) 0.0344(4) Uani 1 d . . . C9 C 0.1065(3) 0.45302(13) 0.5327(2) 0.0456(6) Uani 1 d . . . H9 H 0.1008 0.5000 0.4975 0.051(4) Uiso 1 calc R . . C10 C -0.0198(3) 0.41800(15) 0.5201(3) 0.0517(6) Uani 1 d . . . H10 H -0.1114 0.4413 0.4767 0.051(4) Uiso 1 calc R . . C11 C -0.0095(3) 0.34747(14) 0.5729(3) 0.0470(6) Uani 1 d . . . H11 H -0.0933 0.3227 0.5654 0.051(4) Uiso 1 calc R . . C12 C 0.1289(3) 0.31558(11) 0.6367(2) 0.0373(5) Uani 1 d . . . H12 H 0.1370 0.2688 0.6735 0.051(4) Uiso 1 calc R . . C13 C 0.4532(3) 0.37643(11) 0.4710(2) 0.0354(5) Uani 1 d . . . H13A H 0.5069 0.4061 0.4336 0.040(3) Uiso 1 calc R . . H13B H 0.3479 0.3824 0.4114 0.040(3) Uiso 1 calc R . . C14 C 0.4967(2) 0.29577(12) 0.47458(18) 0.0283(4) Uani 1 d . . . C15 C 0.5320(2) 0.19505(11) 0.34421(19) 0.0269(4) Uani 1 d . . . H15 H 0.5728 0.1700 0.4347 0.019(5) Uiso 1 calc R . . C16 C 0.3820(2) 0.15962(12) 0.2469(2) 0.0340(4) Uani 1 d . . . H16A H 0.3392 0.1851 0.1580 0.044(5) Uiso 1 calc R . . H16B H 0.3981 0.1091 0.2296 0.044(5) Uiso 1 calc R . . C17 C 0.2750(2) 0.16238(11) 0.3105(2) 0.0310(4) Uani 1 d . . . C18 C 0.2917(3) 0.11592(12) 0.4192(2) 0.0387(5) Uani 1 d . . . H18 H 0.3673 0.0813 0.4510 0.054(3) Uiso 1 calc R . . C19 C 0.1964(3) 0.12055(15) 0.4812(2) 0.0474(6) Uani 1 d . . . H19 H 0.2079 0.0889 0.5535 0.054(3) Uiso 1 calc R . . C20 C 0.0854(3) 0.17182(17) 0.4356(3) 0.0518(7) Uani 1 d . . . H20 H 0.0216 0.1750 0.4768 0.054(3) Uiso 1 calc R . . C21 C 0.0689(3) 0.21823(17) 0.3294(3) 0.0551(7) Uani 1 d . . . H21 H -0.0062 0.2531 0.2992 0.054(3) Uiso 1 calc R . . C22 C 0.1624(3) 0.21405(13) 0.2660(2) 0.0414(5) Uani 1 d . . . H22 H 0.1496 0.2459 0.1937 0.054(3) Uiso 1 calc R . . C23 C 0.6420(2) 0.18809(11) 0.28287(19) 0.0282(4) Uani 1 d . . . C24 C 0.7478(3) 0.10245(14) 0.1870(3) 0.0462(6) Uani 1 d . . . H24A H 0.7304 0.1390 0.1169 0.066(5) Uiso 1 calc R . . H24B H 0.7227 0.0552 0.1437 0.066(5) Uiso 1 calc R . . H24C H 0.8505 0.1030 0.2539 0.066(5) Uiso 1 calc R . . C25 C 0.3797(3) 0.16873(12) 0.8626(2) 0.0352(5) Uani 1 d . . . H25 H 0.3227 0.1945 0.8962 0.046(4) Uiso 1 calc R . . C26 C 0.4031(3) 0.09414(12) 0.8761(2) 0.0409(5) Uani 1 d . . . H26 H 0.3657 0.0610 0.9181 0.046(4) Uiso 1 calc R . . C27 C 0.4935(3) 0.07951(11) 0.8141(2) 0.0386(5) Uani 1 d . . . H27 H 0.5303 0.0339 0.8066 0.046(4) Uiso 1 calc R . . S1 S 0.36548(6) 0.38795(3) 1.03283(5) 0.03238(11) Uani 1 d . . . F11 F 0.1784(2) 0.48197(9) 1.0473(2) 0.0688(5) Uani 1 d . . . F12 F 0.1424(2) 0.37357(12) 1.0929(3) 0.0935(7) Uani 1 d . . . F13 F 0.0794(2) 0.40532(14) 0.8822(2) 0.0955(8) Uani 1 d . . . O11 O 0.3934(2) 0.43792(10) 0.94460(17) 0.0464(4) Uani 1 d . . . O12 O 0.45843(19) 0.39859(9) 1.18085(16) 0.0407(4) Uani 1 d . . . O13 O 0.3484(2) 0.31282(10) 0.9895(2) 0.0621(5) Uani 1 d . . . C30 C 0.1816(3) 0.41353(13) 1.0122(3) 0.0457(6) Uani 1 d . . . S2 S -0.13482(6) 0.13380(3) 0.68829(5) 0.03313(11) Uani 1 d . . . F21 F 0.06008(18) 0.20721(11) 0.90120(18) 0.0653(5) Uani 1 d . . . F22 F -0.1616(2) 0.22078(12) 0.8688(2) 0.0879(7) Uani 1 d . . . F23 F -0.0486(3) 0.12178(13) 0.95673(18) 0.0983(8) Uani 1 d . . . O21 O -0.1442(2) 0.19555(12) 0.60240(19) 0.0572(5) Uani 1 d . . . O22 O -0.0215(2) 0.08223(12) 0.7035(2) 0.0642(6) Uani 1 d . . . O23 O -0.27645(19) 0.10235(9) 0.66124(17) 0.0409(4) Uani 1 d . . . C40 C -0.0671(3) 0.17309(14) 0.8627(3) 0.0442(5) Uani 1 d . . . H41 H 0.506(3) 0.3027(17) 0.308(3) 0.040(6) Uiso 1 d . . . H61 H 0.570(3) 0.1488(13) 0.719(3) 0.034(6) Uiso 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 0.04067(12) 0.01921(9) 0.02327(9) 0.00134(9) 0.01529(9) -0.00215(10) O1 0.0494(9) 0.0218(6) 0.0249(6) 0.0022(5) 0.0197(6) 0.0025(6) O2 0.0527(10) 0.0315(8) 0.0527(9) -0.0108(7) 0.0363(8) -0.0059(7) O3 0.0426(9) 0.0328(8) 0.0424(8) 0.0063(6) 0.0257(7) 0.0007(7) N1 0.0489(10) 0.0234(8) 0.0258(8) -0.0007(6) 0.0204(8) -0.0016(7) N2 0.0359(9) 0.0247(7) 0.0289(8) -0.0030(6) 0.0183(7) -0.0026(7) N3 0.0465(10) 0.0248(8) 0.0249(8) 0.0011(6) 0.0174(8) 0.0017(7) N4 0.0402(10) 0.0240(7) 0.0240(8) 0.0032(7) 0.0172(7) 0.0008(7) N5 0.0376(9) 0.0213(8) 0.0262(8) 0.0022(6) 0.0160(7) 0.0013(7) N6 0.0378(9) 0.0259(8) 0.0300(8) 0.0003(7) 0.0169(8) 0.0014(7) C1 0.0521(13) 0.0281(10) 0.0368(11) 0.0004(8) 0.0272(10) -0.0079(9) C2 0.0390(11) 0.0234(9) 0.0382(11) -0.0015(8) 0.0235(9) 0.0006(8) C3 0.0380(12) 0.0331(11) 0.0487(13) -0.0063(10) 0.0208(11) -0.0055(9) C4 0.0342(12) 0.0431(12) 0.0448(13) -0.0137(10) 0.0109(10) -0.0030(9) C5 0.0407(12) 0.0469(13) 0.0304(10) -0.0046(9) 0.0116(9) 0.0016(10) C6 0.0369(11) 0.0322(10) 0.0292(10) 0.0018(8) 0.0159(9) 0.0016(8) C7 0.0588(14) 0.0212(9) 0.0313(10) -0.0005(8) 0.0231(10) 0.0024(9) C8 0.0534(13) 0.0262(10) 0.0264(10) 0.0013(8) 0.0203(9) 0.0045(9) C9 0.0610(16) 0.0334(12) 0.0391(12) 0.0069(10) 0.0193(12) 0.0117(11) C10 0.0493(15) 0.0479(14) 0.0531(15) 0.0067(12) 0.0185(12) 0.0125(12) C11 0.0469(14) 0.0431(13) 0.0502(14) 0.0014(11) 0.0209(12) 0.0025(11) C12 0.0480(12) 0.0294(12) 0.0348(10) 0.0005(8) 0.0188(10) -0.0007(9) C13 0.0601(14) 0.0239(9) 0.0276(10) 0.0033(8) 0.0245(10) 0.0036(9) C14 0.0368(9) 0.0251(9) 0.0247(8) -0.0019(9) 0.0152(7) -0.0017(9) C15 0.0342(10) 0.0243(9) 0.0249(9) -0.0017(7) 0.0158(8) -0.0029(8) C16 0.0363(11) 0.0380(11) 0.0283(10) -0.0088(8) 0.0149(9) -0.0054(9) C17 0.0305(10) 0.0325(10) 0.0292(10) -0.0087(8) 0.0127(8) -0.0076(8) C18 0.0429(12) 0.0351(11) 0.0354(11) -0.0065(9) 0.0150(10) -0.0053(9) C19 0.0535(15) 0.0551(15) 0.0352(12) -0.0095(11) 0.0211(11) -0.0245(12) C20 0.0368(13) 0.0739(18) 0.0507(15) -0.0242(14) 0.0250(12) -0.0188(13) C21 0.0302(12) 0.0666(18) 0.0650(17) -0.0146(14) 0.0181(12) 0.0021(11) C22 0.0370(12) 0.0432(13) 0.0393(12) -0.0019(10) 0.0128(10) -0.0011(10) C23 0.0311(10) 0.0307(10) 0.0210(8) -0.0001(7) 0.0100(8) 0.0005(8) C24 0.0446(13) 0.0494(14) 0.0548(14) -0.0218(11) 0.0312(12) -0.0073(11) C25 0.0451(12) 0.0314(10) 0.0365(11) 0.0027(8) 0.0248(10) 0.0003(9) C26 0.0571(14) 0.0289(10) 0.0411(12) 0.0069(9) 0.0259(11) -0.0057(10) C27 0.0520(13) 0.0222(9) 0.0400(12) 0.0046(8) 0.0193(11) 0.0048(9) S1 0.0420(3) 0.0242(2) 0.0318(2) -0.00076(19) 0.0173(2) 0.0054(2) F11 0.0718(11) 0.0452(9) 0.1026(14) -0.0103(9) 0.0508(11) 0.0150(8) F12 0.0815(13) 0.0867(15) 0.146(2) 0.0443(14) 0.0810(14) 0.0125(11) F13 0.0491(10) 0.138(2) 0.0760(13) -0.0325(13) 0.0075(10) 0.0188(12) O11 0.0594(11) 0.0512(10) 0.0360(8) 0.0129(7) 0.0278(8) 0.0154(8) O12 0.0522(9) 0.0403(9) 0.0291(7) 0.0058(6) 0.0176(7) 0.0031(7) O13 0.0589(11) 0.0324(10) 0.0855(13) -0.0188(9) 0.0238(10) 0.0040(8) C30 0.0441(13) 0.0407(13) 0.0571(15) 0.0048(11) 0.0268(12) 0.0069(10) S2 0.0342(3) 0.0364(3) 0.0298(2) -0.0003(2) 0.0153(2) 0.0051(2) F21 0.0484(9) 0.0840(13) 0.0615(10) -0.0239(9) 0.0229(8) -0.0214(9) F22 0.0670(11) 0.0970(15) 0.1103(16) -0.0641(13) 0.0490(11) -0.0134(10) F23 0.149(2) 0.0944(15) 0.0371(9) -0.0005(9) 0.0287(11) -0.0459(15) O21 0.0549(11) 0.0691(12) 0.0462(10) 0.0192(9) 0.0213(9) -0.0060(10) O22 0.0500(11) 0.0664(13) 0.0650(13) -0.0169(10) 0.0156(10) 0.0226(9) O23 0.0478(9) 0.0374(8) 0.0405(8) -0.0042(7) 0.0225(7) -0.0056(7) C40 0.0526(14) 0.0456(13) 0.0410(12) -0.0102(10) 0.0267(11) -0.0106(11) _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 N5 2.0294(16) . ? Zn1 N2 2.0512(17) . ? Zn1 N3 2.0587(18) . ? Zn1 O1 2.0756(13) . ? Zn1 N1 2.2642(16) . ? O1 C14 1.242(2) . ? O2 C23 1.335(2) . ? O2 C24 1.452(3) . ? O3 C23 1.190(2) . ? N1 C1 1.464(3) . ? N1 C13 1.469(2) . ? N1 C7 1.473(3) . ? N2 C6 1.345(3) . ? N2 C2 1.349(3) . ? N3 C12 1.341(3) . ? N3 C8 1.356(3) . ? N4 C14 1.319(2) . ? N4 C15 1.456(3) . ? N4 H41 0.81(3) . ? N5 C25 1.333(3) . ? N5 N6 1.352(2) . ? N6 C27 1.335(3) . ? N6 H61 0.88(2) . ? C1 C2 1.511(3) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C3 1.377(3) . ? C3 C4 1.394(3) . ? C3 H3 0.9300 . ? C4 C5 1.368(4) . ? C4 H4 0.9300 . ? C5 C6 1.391(3) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C8 1.502(3) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.380(3) . ? C9 C10 1.377(4) . ? C9 H9 0.9300 . ? C10 C11 1.393(4) . ? C10 H10 0.9300 . ? C11 C12 1.378(3) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.535(3) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C15 C23 1.525(3) . ? C15 C16 1.543(3) . ? C15 H15 0.9800 . ? C16 C17 1.512(3) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C22 1.387(3) . ? C17 C18 1.388(3) . ? C18 C19 1.392(3) . ? C18 H18 0.9300 . ? C19 C20 1.371(4) . ? C19 H19 0.9300 . ? C20 C21 1.367(4) . ? C20 H20 0.9300 . ? C21 C22 1.388(4) . ? C21 H21 0.9300 . ? C22 H22 0.9300 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 C26 1.381(3) . ? C25 H25 0.9300 . ? C26 C27 1.372(3) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? S1 O11 1.4289(17) . ? S1 O13 1.4357(17) . ? S1 O12 1.4477(16) . ? S1 C30 1.826(2) . ? F11 C30 1.311(3) . ? F12 C30 1.320(3) . ? F13 C30 1.317(3) . ? S2 O21 1.4320(19) . ? S2 O22 1.4331(18) . ? S2 O23 1.4432(17) . ? S2 C40 1.823(2) . ? F21 C40 1.315(3) . ? F22 C40 1.315(3) . ? F23 C40 1.327(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 N5 Zn1 N2 106.38(7) . . ? N5 Zn1 N3 109.58(7) . . ? N2 Zn1 N3 119.95(7) . . ? N5 Zn1 O1 89.38(6) . . ? N2 Zn1 O1 112.80(6) . . ? N3 Zn1 O1 113.97(6) . . ? N5 Zn1 N1 165.42(6) . . ? N2 Zn1 N1 78.44(6) . . ? N3 Zn1 N1 78.42(7) . . ? O1 Zn1 N1 76.13(5) . . ? C14 O1 Zn1 118.50(13) . . ? C23 O2 C24 116.47(17) . . ? C1 N1 C13 112.85(17) . . ? C1 N1 C7 114.02(16) . . ? C13 N1 C7 112.97(17) . . ? C1 N1 Zn1 105.10(12) . . ? C13 N1 Zn1 106.73(12) . . ? C7 N1 Zn1 104.15(12) . . ? C6 N2 C2 118.70(18) . . ? C6 N2 Zn1 123.17(14) . . ? C2 N2 Zn1 117.28(14) . . ? C12 N3 C8 118.64(19) . . ? C12 N3 Zn1 124.99(14) . . ? C8 N3 Zn1 116.26(15) . . ? C14 N4 C15 122.20(17) . . ? C14 N4 H41 116.3(19) . . ? C15 N4 H41 121.3(19) . . ? C25 N5 N6 105.19(16) . . ? C25 N5 Zn1 134.41(14) . . ? N6 N5 Zn1 120.30(12) . . ? C27 N6 N5 111.33(17) . . ? C27 N6 H61 126.3(16) . . ? N5 N6 H61 122.3(16) . . ? N1 C1 C2 110.46(16) . . ? N1 C1 H1A 109.6 . . ? C2 C1 H1A 109.6 . . ? N1 C1 H1B 109.6 . . ? C2 C1 H1B 109.6 . . ? H1A C1 H1B 108.1 . . ? N2 C2 C3 122.0(2) . . ? N2 C2 C1 115.35(18) . . ? C3 C2 C1 122.61(19) . . ? C2 C3 C4 119.2(2) . . ? C2 C3 H3 120.4 . . ? C4 C3 H3 120.4 . . ? C5 C4 C3 118.9(2) . . ? C5 C4 H4 120.5 . . ? C3 C4 H4 120.5 . . ? C4 C5 C6 119.4(2) . . ? C4 C5 H5 120.3 . . ? C6 C5 H5 120.3 . . ? N2 C6 C5 121.8(2) . . ? N2 C6 H6 119.1 . . ? C5 C6 H6 119.1 . . ? N1 C7 C8 110.74(16) . . ? N1 C7 H7A 109.5 . . ? C8 C7 H7A 109.5 . . ? N1 C7 H7B 109.5 . . ? C8 C7 H7B 109.5 . . ? H7A C7 H7B 108.1 . . ? N3 C8 C9 121.4(2) . . ? N3 C8 C7 116.61(19) . . ? C9 C8 C7 122.03(19) . . ? C10 C9 C8 119.5(2) . . ? C10 C9 H9 120.2 . . ? C8 C9 H9 120.2 . . ? C9 C10 C11 119.5(2) . . ? C9 C10 H10 120.2 . . ? C11 C10 H10 120.2 . . ? C12 C11 C10 117.9(2) . . ? C12 C11 H11 121.0 . . ? C10 C11 H11 121.0 . . ? N3 C12 C11 123.0(2) . . ? N3 C12 H12 118.5 . . ? C11 C12 H12 118.5 . . ? N1 C13 C14 108.74(15) . . ? N1 C13 H13A 109.9 . . ? C14 C13 H13A 109.9 . . ? N1 C13 H13B 109.9 . . ? C14 C13 H13B 109.9 . . ? H13A C13 H13B 108.3 . . ? O1 C14 N4 124.2(2) . . ? O1 C14 C13 119.66(16) . . ? N4 C14 C13 116.10(17) . . ? N4 C15 C23 108.56(15) . . ? N4 C15 C16 111.06(17) . . ? C23 C15 C16 110.88(15) . . ? N4 C15 H15 108.8 . . ? C23 C15 H15 108.8 . . ? C16 C15 H15 108.8 . . ? C17 C16 C15 111.34(16) . . ? C17 C16 H16A 109.4 . . ? C15 C16 H16A 109.4 . . ? C17 C16 H16B 109.4 . . ? C15 C16 H16B 109.4 . . ? H16A C16 H16B 108.0 . . ? C22 C17 C18 118.6(2) . . ? C22 C17 C16 120.5(2) . . ? C18 C17 C16 120.9(2) . . ? C17 C18 C19 120.7(2) . . ? C17 C18 H18 119.6 . . ? C19 C18 H18 119.6 . . ? C20 C19 C18 119.9(2) . . ? C20 C19 H19 120.1 . . ? C18 C19 H19 120.1 . . ? C21 C20 C19 119.9(2) . . ? C21 C20 H20 120.1 . . ? C19 C20 H20 120.1 . . ? C20 C21 C22 121.0(3) . . ? C20 C21 H21 119.5 . . ? C22 C21 H21 119.5 . . ? C17 C22 C21 120.0(2) . . ? C17 C22 H22 120.0 . . ? C21 C22 H22 120.0 . . ? O3 C23 O2 125.33(18) . . ? O3 C23 C15 125.02(18) . . ? O2 C23 C15 109.63(16) . . ? O2 C24 H24A 109.5 . . ? O2 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? O2 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? N5 C25 C26 110.93(19) . . ? N5 C25 H25 124.5 . . ? C26 C25 H25 124.5 . . ? C27 C26 C25 105.19(19) . . ? C27 C26 H26 127.4 . . ? C25 C26 H26 127.4 . . ? N6 C27 C26 107.35(19) . . ? N6 C27 H27 126.3 . . ? C26 C27 H27 126.3 . . ? O11 S1 O13 115.42(12) . . ? O11 S1 O12 114.47(10) . . ? O13 S1 O12 114.04(11) . . ? O11 S1 C30 104.17(11) . . ? O13 S1 C30 103.72(12) . . ? O12 S1 C30 102.91(11) . . ? F11 C30 F13 107.6(2) . . ? F11 C30 F12 106.7(2) . . ? F13 C30 F12 107.8(2) . . ? F11 C30 S1 111.34(18) . . ? F13 C30 S1 111.80(18) . . ? F12 C30 S1 111.34(17) . . ? O21 S2 O22 114.37(13) . . ? O21 S2 O23 114.20(11) . . ? O22 S2 O23 115.28(12) . . ? O21 S2 C40 103.45(12) . . ? O22 S2 C40 103.19(12) . . ? O23 S2 C40 104.29(10) . . ? F22 C40 F21 107.2(2) . . ? F22 C40 F23 106.9(2) . . ? F21 C40 F23 108.2(2) . . ? F22 C40 S2 111.36(19) . . ? F21 C40 S2 112.00(16) . . ? F23 C40 S2 111.01(17) . . ? _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 28.29 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 0.251 _refine_diff_density_min -0.263 _refine_diff_density_rms 0.041