# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_w219 #TrackingRef 'W219.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C70 H74 N4 O6 Zn' _chemical_formula_weight 1132.70 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 15.5610(9) _cell_length_b 15.8885(9) _cell_length_c 24.3185(14) _cell_angle_alpha 90.00 _cell_angle_beta 101.0360(10) _cell_angle_gamma 90.00 _cell_volume 5901.3(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3189 _cell_measurement_theta_min 2.65 _cell_measurement_theta_max 21.44 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.275 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2400 _exptl_absorpt_coefficient_mu 0.473 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8989 _exptl_absorpt_correction_T_max 0.9498 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _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 'Bruker APEX CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 34470 _diffrn_reflns_av_R_equivalents 0.0702 _diffrn_reflns_av_sigmaI/netI 0.0793 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.44 _diffrn_reflns_theta_max 25.04 _reflns_number_total 10448 _reflns_number_gt 6427 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0857P)^2^+0.9144P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10448 _refine_ls_number_parameters 732 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1124 _refine_ls_R_factor_gt 0.0612 _refine_ls_wR_factor_ref 0.1754 _refine_ls_wR_factor_gt 0.1470 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _refine_ls_shift/su_max 0.008 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.66596(3) 0.19298(3) 0.914302(18) 0.03246(16) Uani 1 1 d . . . O1 O 0.55985(17) 0.08972(18) 0.90098(10) 0.0385(7) Uani 1 1 d . . . O2 O 0.54898(17) 0.27330(18) 0.93040(11) 0.0377(7) Uani 1 1 d . . . O3 O -0.0758(2) 0.2041(2) 0.90827(15) 0.0697(11) Uani 1 1 d . . . O4 O 0.9019(4) 0.4529(5) 0.9508(3) 0.158(2) Uani 1 1 d . . . O5 O 0.2540(5) 0.3517(4) 0.7830(2) 0.139(2) Uani 1 1 d . . . O6 O 0.3314(2) 0.4623(3) 0.95893(15) 0.0739(11) Uani 1 1 d . . . N1 N 0.6226(2) 0.1923(2) 0.83179(12) 0.0306(7) Uani 1 1 d . . . N2 N 0.7572(2) 0.3015(2) 0.91151(13) 0.0368(8) Uani 1 1 d . . . H2A H 0.7837 0.3167 0.9463 0.044 Uiso 1 1 calc R . . H2B H 0.7985 0.2881 0.8916 0.044 Uiso 1 1 calc R . . N3 N 0.6771(2) 0.1934(2) 0.99687(12) 0.0327(8) Uani 1 1 d . . . N4 N 0.7706(2) 0.0972(2) 0.91418(13) 0.0366(8) Uani 1 1 d . . . H4A H 0.7677 0.0771 0.8793 0.044 Uiso 1 1 calc R . . H4B H 0.8235 0.1210 0.9254 0.044 Uiso 1 1 calc R . . C1 C 0.6793(3) 0.2164(2) 0.79594(15) 0.0312(9) Uani 1 1 d . . . C2 C 0.7130(3) 0.1538(3) 0.76357(16) 0.0375(10) Uani 1 1 d . . . H2 H 0.6928 0.0988 0.7640 0.045 Uiso 1 1 calc R . . C3 C 0.7737(3) 0.1724(3) 0.73223(17) 0.0414(11) Uani 1 1 d . . . H3 H 0.7945 0.1299 0.7120 0.050 Uiso 1 1 calc R . . C4 C 0.8058(3) 0.2549(3) 0.72975(16) 0.0360(10) Uani 1 1 d . . . C5 C 0.8719(3) 0.2758(3) 0.69932(18) 0.0442(11) Uani 1 1 d . . . H5 H 0.8931 0.2343 0.6785 0.053 Uiso 1 1 calc R . . C6 C 0.9050(3) 0.3546(3) 0.69970(19) 0.0478(12) Uani 1 1 d . . . H6 H 0.9486 0.3667 0.6795 0.057 Uiso 1 1 calc R . . C7 C 0.8734(3) 0.4173(3) 0.73045(18) 0.0450(11) Uani 1 1 d . . . H7 H 0.8964 0.4714 0.7308 0.054 Uiso 1 1 calc R . . C8 C 0.8089(3) 0.4007(3) 0.76020(17) 0.0398(10) Uani 1 1 d . . . H8 H 0.7881 0.4439 0.7799 0.048 Uiso 1 1 calc R . . C9 C 0.7734(3) 0.3188(2) 0.76155(15) 0.0314(9) Uani 1 1 d . . . C10 C 0.7083(2) 0.2985(2) 0.79406(15) 0.0300(9) Uani 1 1 d . . . C11 C 0.6747(2) 0.3652(2) 0.82777(15) 0.0311(9) Uani 1 1 d . . . C12 C 0.7028(2) 0.3676(2) 0.88497(16) 0.0323(9) Uani 1 1 d . . . C13 C 0.6722(3) 0.4288(3) 0.91837(16) 0.0369(10) Uani 1 1 d . . . H13 H 0.6917 0.4281 0.9570 0.044 Uiso 1 1 calc R . . C14 C 0.6153(3) 0.4882(3) 0.89517(17) 0.0427(11) Uani 1 1 d . . . H14 H 0.5971 0.5291 0.9178 0.051 Uiso 1 1 calc R . . C15 C 0.5824(3) 0.4894(3) 0.83650(17) 0.0381(10) Uani 1 1 d . . . C16 C 0.5205(3) 0.5493(3) 0.8108(2) 0.0465(11) Uani 1 1 d . . . H16 H 0.5015 0.5907 0.8327 0.056 Uiso 1 1 calc R . . C17 C 0.4882(3) 0.5478(3) 0.7550(2) 0.0540(13) Uani 1 1 d . . . H17 H 0.4470 0.5875 0.7390 0.065 Uiso 1 1 calc R . . C18 C 0.5170(3) 0.4862(3) 0.7214(2) 0.0541(13) Uani 1 1 d . . . H18 H 0.4945 0.4851 0.6832 0.065 Uiso 1 1 calc R . . C19 C 0.5777(3) 0.4280(3) 0.74429(17) 0.0428(11) Uani 1 1 d . . . H19 H 0.5964 0.3881 0.7212 0.051 Uiso 1 1 calc R . . C20 C 0.6131(3) 0.4268(2) 0.80256(16) 0.0342(10) Uani 1 1 d . . . C21 C 0.5535(2) 0.1394(2) 0.80951(16) 0.0308(9) Uani 1 1 d . . . C22 C 0.5129(3) 0.1370(3) 0.75310(16) 0.0402(10) Uani 1 1 d . . . H22 H 0.5334 0.1720 0.7278 0.048 Uiso 1 1 calc R . . C23 C 0.4434(3) 0.0844(3) 0.73383(18) 0.0487(12) Uani 1 1 d . . . H23 H 0.4189 0.0836 0.6958 0.058 Uiso 1 1 calc R . . C24 C 0.4099(3) 0.0331(3) 0.77016(18) 0.0512(12) Uani 1 1 d . . . H24 H 0.3629 -0.0022 0.7569 0.061 Uiso 1 1 calc R . . C25 C 0.4467(3) 0.0345(3) 0.82633(17) 0.0402(10) Uani 1 1 d . . . H25 H 0.4239 0.0006 0.8513 0.048 Uiso 1 1 calc R . . C26 C 0.5168(2) 0.0856(3) 0.84554(16) 0.0328(9) Uani 1 1 d . . . C27 C 0.5228(3) 0.0459(3) 0.94209(17) 0.0462(11) Uani 1 1 d . . . H27A H 0.4638 0.0649 0.9407 0.069 Uiso 1 1 calc R . . H27B H 0.5570 0.0568 0.9786 0.069 Uiso 1 1 calc R . . H27C H 0.5226 -0.0134 0.9346 0.069 Uiso 1 1 calc R . . C28 C 0.7618(2) 0.1940(3) 1.02927(15) 0.0317(9) Uani 1 1 d . . . C29 C 0.7967(3) 0.2698(3) 1.05730(16) 0.0375(10) Uani 1 1 d . . . H29 H 0.7600 0.3159 1.0576 0.045 Uiso 1 1 calc R . . C30 C 0.8810(3) 0.2757(3) 1.08315(17) 0.0406(10) Uani 1 1 d . . . H30 H 0.9009 0.3259 1.1007 0.049 Uiso 1 1 calc R . . C31 C 0.9397(3) 0.2083(3) 1.08436(16) 0.0357(10) Uani 1 1 d . . . C32 C 1.0289(3) 0.2140(3) 1.10888(16) 0.0442(11) Uani 1 1 d . . . H32 H 1.0503 0.2635 1.1268 0.053 Uiso 1 1 calc R . . C33 C 1.0850(3) 0.1480(3) 1.10699(18) 0.0500(12) Uani 1 1 d . . . H33 H 1.1441 0.1533 1.1229 0.060 Uiso 1 1 calc R . . C34 C 1.0532(3) 0.0730(3) 1.08111(18) 0.0471(12) Uani 1 1 d . . . H34 H 1.0913 0.0282 1.0800 0.057 Uiso 1 1 calc R . . C35 C 0.9667(3) 0.0645(3) 1.05734(16) 0.0373(10) Uani 1 1 d . . . H35 H 0.9466 0.0137 1.0407 0.045 Uiso 1 1 calc R . . C36 C 0.9072(2) 0.1317(3) 1.05766(15) 0.0320(9) Uani 1 1 d . . . C37 C 0.8166(2) 0.1249(2) 1.03166(15) 0.0301(9) Uani 1 1 d . . . C38 C 0.7801(2) 0.0435(2) 1.00813(16) 0.0321(9) Uani 1 1 d . . . C39 C 0.7638(2) -0.0232(3) 1.04453(17) 0.0364(10) Uani 1 1 d . . . C40 C 0.7818(3) -0.0145(3) 1.10386(18) 0.0464(11) Uani 1 1 d . . . H40 H 0.8053 0.0357 1.1198 0.056 Uiso 1 1 calc R . . C41 C 0.7650(3) -0.0784(3) 1.1379(2) 0.0562(13) Uani 1 1 d . . . H41 H 0.7771 -0.0712 1.1765 0.067 Uiso 1 1 calc R . . C42 C 0.7296(3) -0.1548(3) 1.1149(2) 0.0660(15) Uani 1 1 d . . . H42 H 0.7185 -0.1981 1.1383 0.079 Uiso 1 1 calc R . . C43 C 0.7118(3) -0.1652(3) 1.0588(2) 0.0602(14) Uani 1 1 d . . . H43 H 0.6888 -0.2162 1.0440 0.072 Uiso 1 1 calc R . . C44 C 0.7272(3) -0.1002(3) 1.02170(19) 0.0458(11) Uani 1 1 d . . . C45 C 0.7067(3) -0.1097(3) 0.96283(19) 0.0472(12) Uani 1 1 d . . . H45 H 0.6826 -0.1599 0.9474 0.057 Uiso 1 1 calc R . . C46 C 0.7218(3) -0.0461(3) 0.92846(19) 0.0428(11) Uani 1 1 d . . . H46 H 0.7074 -0.0529 0.8898 0.051 Uiso 1 1 calc R . . C47 C 0.7592(2) 0.0300(3) 0.95130(17) 0.0337(10) Uani 1 1 d . . . C48 C 0.6099(2) 0.2271(2) 1.02074(16) 0.0324(9) Uani 1 1 d . . . C49 C 0.6054(3) 0.2198(3) 1.07740(16) 0.0383(10) Uani 1 1 d . . . H49 H 0.6506 0.1930 1.1016 0.046 Uiso 1 1 calc R . . C50 C 0.5353(3) 0.2516(3) 1.09821(18) 0.0427(11) Uani 1 1 d . . . H50 H 0.5335 0.2456 1.1360 0.051 Uiso 1 1 calc R . . C51 C 0.4678(3) 0.2922(3) 1.06283(18) 0.0412(11) Uani 1 1 d . . . H51 H 0.4207 0.3136 1.0768 0.049 Uiso 1 1 calc R . . C52 C 0.4705(2) 0.3010(2) 1.00642(17) 0.0354(10) Uani 1 1 d . . . H52 H 0.4257 0.3292 0.9827 0.042 Uiso 1 1 calc R . . C53 C 0.5394(2) 0.2680(2) 0.98575(16) 0.0309(9) Uani 1 1 d . . . C54 C 0.4781(3) 0.3051(3) 0.88985(16) 0.0423(11) Uani 1 1 d . . . H54A H 0.4274 0.2704 0.8891 0.063 Uiso 1 1 calc R . . H54B H 0.4939 0.3047 0.8536 0.063 Uiso 1 1 calc R . . H54C H 0.4652 0.3617 0.8995 0.063 Uiso 1 1 calc R . . C55 C -0.0409(4) 0.1837(5) 0.8607(3) 0.092(2) Uani 1 1 d . . . H55A H -0.0208 0.1258 0.8631 0.111 Uiso 1 1 calc R . . H55B H -0.0856 0.1898 0.8272 0.111 Uiso 1 1 calc R . . C56 C 0.0283(6) 0.2372(6) 0.8583(3) 0.147(4) Uani 1 1 d . . . H56A H 0.0094 0.2833 0.8326 0.176 Uiso 1 1 calc R . . H56B H 0.0751 0.2071 0.8455 0.176 Uiso 1 1 calc R . . C57 C 0.0593(4) 0.2700(5) 0.9169(3) 0.122(3) Uani 1 1 d . . . H57A H 0.1169 0.2481 0.9328 0.146 Uiso 1 1 calc R . . H57B H 0.0616 0.3310 0.9172 0.146 Uiso 1 1 calc R . . C58 C -0.0068(4) 0.2390(5) 0.9484(2) 0.0836(19) Uani 1 1 d . . . H58A H 0.0184 0.1965 0.9754 0.100 Uiso 1 1 calc R . . H58B H -0.0284 0.2849 0.9683 0.100 Uiso 1 1 calc R . . C59 C 0.9195(7) 0.4805(10) 0.8967(4) 0.189(6) Uani 1 1 d . . . H59A H 0.9032 0.4377 0.8682 0.227 Uiso 1 1 calc R . . H59B H 0.9808 0.4947 0.8992 0.227 Uiso 1 1 calc R . . C60 C 0.8622(9) 0.5570(6) 0.8847(4) 0.171(5) Uani 1 1 d . . . H60A H 0.8850 0.5955 0.8601 0.205 Uiso 1 1 calc R . . H60B H 0.8030 0.5413 0.8674 0.205 Uiso 1 1 calc R . . C61 C 0.8642(12) 0.5959(8) 0.9408(5) 0.282(10) Uani 1 1 d . . . H61A H 0.9104 0.6376 0.9491 0.338 Uiso 1 1 calc R . . H61B H 0.8086 0.6223 0.9426 0.338 Uiso 1 1 calc R . . C62 C 0.8809(7) 0.5264(8) 0.9784(4) 0.162(4) Uani 1 1 d . . . H62A H 0.9290 0.5402 1.0087 0.195 Uiso 1 1 calc R . . H62B H 0.8295 0.5158 0.9945 0.195 Uiso 1 1 calc R . . C63 C 0.2000(5) 0.2930(6) 0.7480(3) 0.125(3) Uani 1 1 d . . . H63A H 0.1589 0.3216 0.7191 0.150 Uiso 1 1 calc R . . H63B H 0.1677 0.2581 0.7698 0.150 Uiso 1 1 calc R . . C64 C 0.2627(7) 0.2419(5) 0.7235(3) 0.132(3) Uani 1 1 d . . . H64A H 0.2362 0.2214 0.6865 0.158 Uiso 1 1 calc R . . H64B H 0.2840 0.1944 0.7473 0.158 Uiso 1 1 calc R . . C65 C 0.3357(7) 0.3044(6) 0.7204(4) 0.146(4) Uani 1 1 d . . . H65A H 0.3925 0.2787 0.7336 0.175 Uiso 1 1 calc R . . H65B H 0.3328 0.3235 0.6822 0.175 Uiso 1 1 calc R . . C66 C 0.3225(6) 0.3727(5) 0.7555(3) 0.120(3) Uani 1 1 d . . . H66A H 0.3756 0.3835 0.7828 0.144 Uiso 1 1 calc R . . H66B H 0.3078 0.4232 0.7333 0.144 Uiso 1 1 calc R . . C67 C 0.3657(4) 0.5242(4) 0.9275(4) 0.101(3) Uani 1 1 d . . . H67A H 0.4219 0.5063 0.9200 0.121 Uiso 1 1 calc R . . H67B H 0.3737 0.5768 0.9481 0.121 Uiso 1 1 calc R . . C68 C 0.3016(8) 0.5356(5) 0.8738(3) 0.150(5) Uani 1 1 d . . . H68A H 0.2884 0.5946 0.8664 0.181 Uiso 1 1 calc R . . H68B H 0.3238 0.5117 0.8425 0.181 Uiso 1 1 calc R . . C69 C 0.2247(5) 0.4897(5) 0.8837(3) 0.119(3) Uani 1 1 d . . . H69A H 0.1920 0.4661 0.8492 0.143 Uiso 1 1 calc R . . H69B H 0.1863 0.5261 0.9002 0.143 Uiso 1 1 calc R . . C70 C 0.2614(4) 0.4237(4) 0.9226(2) 0.0747(16) Uani 1 1 d . . . H70A H 0.2181 0.4030 0.9432 0.090 Uiso 1 1 calc R . . H70B H 0.2820 0.3771 0.9029 0.090 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0339(3) 0.0349(3) 0.0310(3) 0.0008(2) 0.01244(19) 0.0021(2) O1 0.0426(17) 0.0436(18) 0.0321(15) 0.0095(13) 0.0139(13) -0.0075(14) O2 0.0355(16) 0.0438(18) 0.0360(15) 0.0045(13) 0.0124(12) 0.0093(13) O3 0.051(2) 0.094(3) 0.071(2) -0.023(2) 0.0295(18) -0.017(2) O4 0.164(6) 0.165(6) 0.131(5) -0.005(5) -0.003(4) -0.012(5) O5 0.169(6) 0.145(5) 0.121(4) -0.047(4) 0.069(4) -0.006(4) O6 0.069(2) 0.078(3) 0.070(2) 0.001(2) 0.000(2) 0.002(2) N1 0.0362(18) 0.0275(19) 0.0309(17) -0.0014(15) 0.0134(14) -0.0050(16) N2 0.0418(19) 0.039(2) 0.0321(18) -0.0039(16) 0.0121(15) -0.0035(17) N3 0.0318(18) 0.039(2) 0.0303(17) -0.0021(16) 0.0120(14) 0.0073(16) N4 0.0358(19) 0.039(2) 0.0358(18) -0.0047(16) 0.0098(15) 0.0031(16) C1 0.038(2) 0.030(2) 0.028(2) 0.0018(17) 0.0125(17) 0.0003(18) C2 0.050(3) 0.023(2) 0.043(2) -0.0043(19) 0.019(2) -0.005(2) C3 0.054(3) 0.031(3) 0.048(3) -0.007(2) 0.031(2) -0.002(2) C4 0.047(3) 0.032(3) 0.035(2) 0.0016(18) 0.0231(19) 0.002(2) C5 0.061(3) 0.033(3) 0.049(3) 0.000(2) 0.035(2) 0.004(2) C6 0.055(3) 0.039(3) 0.059(3) 0.008(2) 0.037(2) 0.007(2) C7 0.050(3) 0.031(3) 0.059(3) 0.008(2) 0.024(2) -0.001(2) C8 0.049(3) 0.027(2) 0.049(3) -0.002(2) 0.024(2) 0.000(2) C9 0.041(2) 0.027(2) 0.030(2) 0.0027(17) 0.0139(17) 0.0016(18) C10 0.038(2) 0.022(2) 0.031(2) 0.0025(17) 0.0120(17) 0.0003(18) C11 0.038(2) 0.027(2) 0.033(2) -0.0044(17) 0.0198(18) -0.0049(19) C12 0.036(2) 0.025(2) 0.040(2) 0.0024(18) 0.0165(19) -0.0048(18) C13 0.047(3) 0.035(3) 0.032(2) -0.0075(19) 0.0147(19) -0.002(2) C14 0.055(3) 0.034(3) 0.046(3) -0.011(2) 0.026(2) -0.001(2) C15 0.042(2) 0.027(2) 0.051(3) -0.004(2) 0.023(2) -0.004(2) C16 0.050(3) 0.033(3) 0.061(3) -0.001(2) 0.023(2) 0.006(2) C17 0.054(3) 0.043(3) 0.067(3) 0.009(3) 0.017(3) 0.015(2) C18 0.065(3) 0.054(3) 0.045(3) 0.007(2) 0.012(2) 0.006(3) C19 0.054(3) 0.039(3) 0.040(2) -0.001(2) 0.019(2) 0.001(2) C20 0.042(2) 0.025(2) 0.040(2) 0.0003(18) 0.0187(19) -0.0050(19) C21 0.035(2) 0.026(2) 0.034(2) 0.0001(17) 0.0120(18) 0.0045(18) C22 0.046(3) 0.042(3) 0.035(2) 0.005(2) 0.013(2) -0.003(2) C23 0.047(3) 0.057(3) 0.041(3) -0.003(2) 0.004(2) -0.009(2) C24 0.043(3) 0.058(3) 0.050(3) -0.006(2) 0.003(2) -0.017(2) C25 0.038(2) 0.041(3) 0.045(3) 0.002(2) 0.017(2) -0.008(2) C26 0.033(2) 0.032(2) 0.036(2) -0.0001(18) 0.0135(18) 0.0033(19) C27 0.052(3) 0.050(3) 0.041(2) 0.014(2) 0.019(2) -0.008(2) C28 0.035(2) 0.036(2) 0.027(2) -0.0018(19) 0.0140(17) 0.001(2) C29 0.044(3) 0.034(3) 0.037(2) -0.0021(19) 0.015(2) 0.007(2) C30 0.047(3) 0.036(3) 0.040(2) -0.008(2) 0.011(2) -0.004(2) C31 0.036(2) 0.039(3) 0.035(2) -0.0009(19) 0.0136(18) -0.001(2) C32 0.046(3) 0.053(3) 0.034(2) -0.006(2) 0.008(2) -0.009(2) C33 0.032(2) 0.069(4) 0.049(3) -0.002(3) 0.006(2) -0.004(2) C34 0.038(3) 0.055(3) 0.050(3) 0.003(2) 0.014(2) 0.011(2) C35 0.036(2) 0.036(3) 0.042(2) 0.0002(19) 0.0125(19) 0.004(2) C36 0.032(2) 0.037(3) 0.030(2) 0.0033(18) 0.0126(17) 0.0024(19) C37 0.033(2) 0.029(2) 0.031(2) 0.0006(17) 0.0148(17) 0.0027(18) C38 0.026(2) 0.031(2) 0.040(2) 0.0004(19) 0.0089(17) 0.0051(18) C39 0.027(2) 0.036(3) 0.047(3) 0.003(2) 0.0108(19) 0.0024(19) C40 0.039(3) 0.049(3) 0.052(3) 0.007(2) 0.012(2) 0.000(2) C41 0.053(3) 0.065(4) 0.050(3) 0.019(3) 0.009(2) -0.009(3) C42 0.063(3) 0.058(4) 0.074(4) 0.030(3) 0.005(3) -0.016(3) C43 0.050(3) 0.044(3) 0.083(4) 0.017(3) 0.005(3) -0.015(2) C44 0.031(2) 0.044(3) 0.061(3) 0.002(2) 0.005(2) -0.003(2) C45 0.040(3) 0.037(3) 0.064(3) -0.007(2) 0.006(2) -0.004(2) C46 0.033(2) 0.045(3) 0.049(3) -0.012(2) 0.004(2) 0.004(2) C47 0.029(2) 0.031(2) 0.044(2) 0.0016(19) 0.0130(18) 0.0035(18) C48 0.034(2) 0.031(2) 0.036(2) -0.0035(18) 0.0140(18) -0.0016(18) C49 0.044(3) 0.041(3) 0.031(2) 0.0007(19) 0.0123(19) 0.009(2) C50 0.048(3) 0.044(3) 0.041(2) -0.004(2) 0.021(2) -0.001(2) C51 0.038(2) 0.038(3) 0.054(3) -0.009(2) 0.026(2) -0.004(2) C52 0.030(2) 0.030(2) 0.048(2) -0.004(2) 0.0117(18) 0.0025(19) C53 0.033(2) 0.028(2) 0.036(2) 0.0004(18) 0.0156(18) 0.0000(18) C54 0.036(2) 0.050(3) 0.040(2) 0.009(2) 0.0062(19) 0.007(2) C55 0.078(4) 0.129(6) 0.076(4) -0.027(4) 0.030(3) -0.008(4) C56 0.136(7) 0.214(10) 0.116(6) -0.059(7) 0.087(6) -0.079(7) C57 0.068(4) 0.160(8) 0.147(7) -0.062(6) 0.045(5) -0.040(5) C58 0.070(4) 0.122(6) 0.058(3) -0.010(4) 0.013(3) -0.032(4) C59 0.162(9) 0.339(19) 0.069(6) 0.025(8) 0.030(6) 0.049(11) C60 0.256(13) 0.118(8) 0.116(8) 0.017(7) -0.020(8) -0.056(8) C61 0.54(3) 0.156(12) 0.135(11) 0.030(10) 0.028(14) -0.136(15) C62 0.175(9) 0.178(11) 0.147(9) -0.083(9) 0.063(7) -0.049(8) C63 0.103(6) 0.172(9) 0.103(6) -0.013(6) 0.025(5) -0.017(6) C64 0.220(11) 0.090(6) 0.084(5) -0.006(5) 0.026(6) 0.034(7) C65 0.200(10) 0.108(8) 0.151(8) -0.014(6) 0.085(8) 0.032(7) C66 0.142(7) 0.118(7) 0.113(6) 0.000(5) 0.055(5) -0.008(6) C67 0.084(5) 0.058(4) 0.182(8) -0.038(5) 0.078(5) -0.016(4) C68 0.335(15) 0.055(5) 0.089(6) 0.000(4) 0.111(8) -0.003(7) C69 0.145(7) 0.103(6) 0.084(5) -0.013(4) -0.039(5) 0.065(6) C70 0.060(4) 0.073(4) 0.091(4) 0.003(4) 0.015(3) -0.004(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N3 1.982(3) . ? Zn1 N1 1.991(3) . ? Zn1 N4 2.229(3) . ? Zn1 N2 2.243(3) . ? Zn1 O1 2.306(3) . ? Zn1 O2 2.317(3) . ? O1 C26 1.388(4) . ? O1 C27 1.428(4) . ? O2 C53 1.385(4) . ? O2 C54 1.424(4) . ? O3 C55 1.405(6) . ? O3 C58 1.418(6) . ? O4 C62 1.416(10) . ? O4 C59 1.461(10) . ? O5 C66 1.403(8) . ? O5 C63 1.424(9) . ? O6 C70 1.405(6) . ? O6 C67 1.411(7) . ? N1 C21 1.391(5) . ? N1 C1 1.407(5) . ? N2 C12 1.423(5) . ? N2 H2A 0.9000 . ? N2 H2B 0.9000 . ? N3 C48 1.397(5) . ? N3 C28 1.400(5) . ? N4 C47 1.431(5) . ? N4 H4A 0.9000 . ? N4 H4B 0.9000 . ? C1 C10 1.385(5) . ? C1 C2 1.429(5) . ? C2 C3 1.355(5) . ? C2 H2 0.9300 . ? C3 C4 1.408(6) . ? C3 H3 0.9300 . ? C4 C5 1.417(5) . ? C4 C9 1.426(5) . ? C5 C6 1.352(6) . ? C5 H5 0.9300 . ? C6 C7 1.392(6) . ? C6 H6 0.9300 . ? C7 C8 1.370(5) . ? C7 H7 0.9300 . ? C8 C9 1.416(5) . ? C8 H8 0.9300 . ? C9 C10 1.435(5) . ? C10 C11 1.494(5) . ? C11 C12 1.377(5) . ? C11 C20 1.424(5) . ? C12 C13 1.408(5) . ? C13 C14 1.342(6) . ? C13 H13 0.9300 . ? C14 C15 1.421(6) . ? C14 H14 0.9300 . ? C15 C16 1.410(6) . ? C15 C20 1.432(5) . ? C16 C17 1.356(6) . ? C16 H16 0.9300 . ? C17 C18 1.401(6) . ? C17 H17 0.9300 . ? C18 C19 1.363(6) . ? C18 H18 0.9300 . ? C19 C20 1.419(5) . ? C19 H19 0.9300 . ? C21 C22 1.397(5) . ? C21 C26 1.419(5) . ? C22 C23 1.375(6) . ? C22 H22 0.9300 . ? C23 C24 1.376(6) . ? C23 H23 0.9300 . ? C24 C25 1.376(6) . ? C24 H24 0.9300 . ? C25 C26 1.368(5) . ? C25 H25 0.9300 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 C37 1.385(5) . ? C28 C29 1.437(5) . ? C29 C30 1.345(6) . ? C29 H29 0.9300 . ? C30 C31 1.405(6) . ? C30 H30 0.9300 . ? C31 C32 1.404(5) . ? C31 C36 1.426(5) . ? C32 C33 1.371(6) . ? C32 H32 0.9300 . ? C33 C34 1.393(6) . ? C33 H33 0.9300 . ? C34 C35 1.367(5) . ? C34 H34 0.9300 . ? C35 C36 1.414(5) . ? C35 H35 0.9300 . ? C36 C37 1.435(5) . ? C37 C38 1.482(5) . ? C38 C47 1.375(5) . ? C38 C39 1.434(5) . ? C39 C44 1.416(6) . ? C39 C40 1.423(6) . ? C40 C41 1.366(6) . ? C40 H40 0.9300 . ? C41 C42 1.404(7) . ? C41 H41 0.9300 . ? C42 C43 1.350(7) . ? C42 H42 0.9300 . ? C43 C44 1.421(6) . ? C43 H43 0.9300 . ? C44 C45 1.414(6) . ? C45 C46 1.360(6) . ? C45 H45 0.9300 . ? C46 C47 1.409(6) . ? C46 H46 0.9300 . ? C48 C49 1.398(5) . ? C48 C53 1.412(5) . ? C49 C50 1.383(5) . ? C49 H49 0.9300 . ? C50 C51 1.383(6) . ? C50 H50 0.9300 . ? C51 C52 1.388(6) . ? C51 H51 0.9300 . ? C52 C53 1.372(5) . ? C52 H52 0.9300 . ? C54 H54A 0.9600 . ? C54 H54B 0.9600 . ? C54 H54C 0.9600 . ? C55 C56 1.383(9) . ? C55 H55A 0.9700 . ? C55 H55B 0.9700 . ? C56 C57 1.508(9) . ? C56 H56A 0.9700 . ? C56 H56B 0.9700 . ? C57 C58 1.481(8) . ? C57 H57A 0.9700 . ? C57 H57B 0.9700 . ? C58 H58A 0.9700 . ? C58 H58B 0.9700 . ? C59 C60 1.502(13) . ? C59 H59A 0.9700 . ? C59 H59B 0.9700 . ? C60 C61 1.491(14) . ? C60 H60A 0.9700 . ? C60 H60B 0.9700 . ? C61 C62 1.425(13) . ? C61 H61A 0.9700 . ? C61 H61B 0.9700 . ? C62 H62A 0.9700 . ? C62 H62B 0.9700 . ? C63 C64 1.480(10) . ? C63 H63A 0.9700 . ? C63 H63B 0.9700 . ? C64 C65 1.522(11) . ? C64 H64A 0.9700 . ? C64 H64B 0.9700 . ? C65 C66 1.420(9) . ? C65 H65A 0.9700 . ? C65 H65B 0.9700 . ? C66 H66A 0.9700 . ? C66 H66B 0.9700 . ? C67 C68 1.494(10) . ? C67 H67A 0.9700 . ? C67 H67B 0.9700 . ? C68 C69 1.461(11) . ? C68 H68A 0.9700 . ? C68 H68B 0.9700 . ? C69 C70 1.454(8) . ? C69 H69A 0.9700 . ? C69 H69B 0.9700 . ? C70 H70A 0.9700 . ? C70 H70B 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Zn1 N1 165.50(12) . . ? N3 Zn1 N4 94.66(12) . . ? N1 Zn1 N4 95.82(12) . . ? N3 Zn1 N2 95.45(13) . . ? N1 Zn1 N2 93.92(12) . . ? N4 Zn1 N2 93.32(12) . . ? N3 Zn1 O1 93.79(11) . . ? N1 Zn1 O1 76.05(11) . . ? N4 Zn1 O1 91.02(11) . . ? N2 Zn1 O1 169.43(10) . . ? N3 Zn1 O2 75.30(11) . . ? N1 Zn1 O2 92.74(11) . . ? N4 Zn1 O2 166.90(11) . . ? N2 Zn1 O2 95.97(11) . . ? O1 Zn1 O2 81.43(10) . . ? C26 O1 C27 118.2(3) . . ? C26 O1 Zn1 111.7(2) . . ? C27 O1 Zn1 128.5(2) . . ? C53 O2 C54 118.8(3) . . ? C53 O2 Zn1 111.4(2) . . ? C54 O2 Zn1 127.4(2) . . ? C55 O3 C58 107.3(4) . . ? C62 O4 C59 106.2(9) . . ? C66 O5 C63 106.7(6) . . ? C70 O6 C67 107.0(5) . . ? C21 N1 C1 116.9(3) . . ? C21 N1 Zn1 118.9(2) . . ? C1 N1 Zn1 119.4(2) . . ? C12 N2 Zn1 104.8(2) . . ? C12 N2 H2A 110.8 . . ? Zn1 N2 H2A 110.8 . . ? C12 N2 H2B 110.8 . . ? Zn1 N2 H2B 110.8 . . ? H2A N2 H2B 108.9 . . ? C48 N3 C28 117.6(3) . . ? C48 N3 Zn1 119.7(2) . . ? C28 N3 Zn1 117.4(2) . . ? C47 N4 Zn1 109.3(2) . . ? C47 N4 H4A 109.8 . . ? Zn1 N4 H4A 109.8 . . ? C47 N4 H4B 109.8 . . ? Zn1 N4 H4B 109.8 . . ? H4A N4 H4B 108.3 . . ? C10 C1 N1 121.6(3) . . ? C10 C1 C2 118.8(3) . . ? N1 C1 C2 119.5(3) . . ? C3 C2 C1 121.8(4) . . ? C3 C2 H2 119.1 . . ? C1 C2 H2 119.1 . . ? C2 C3 C4 121.3(4) . . ? C2 C3 H3 119.4 . . ? C4 C3 H3 119.4 . . ? C3 C4 C5 122.7(4) . . ? C3 C4 C9 118.3(3) . . ? C5 C4 C9 118.9(4) . . ? C6 C5 C4 121.8(4) . . ? C6 C5 H5 119.1 . . ? C4 C5 H5 119.1 . . ? C5 C6 C7 119.5(4) . . ? C5 C6 H6 120.2 . . ? C7 C6 H6 120.2 . . ? C8 C7 C6 121.0(4) . . ? C8 C7 H7 119.5 . . ? C6 C7 H7 119.5 . . ? C7 C8 C9 121.2(4) . . ? C7 C8 H8 119.4 . . ? C9 C8 H8 119.4 . . ? C8 C9 C4 117.5(3) . . ? C8 C9 C10 122.6(3) . . ? C4 C9 C10 119.9(3) . . ? C1 C10 C9 119.9(3) . . ? C1 C10 C11 120.0(3) . . ? C9 C10 C11 120.1(3) . . ? C12 C11 C20 118.3(4) . . ? C12 C11 C10 119.8(4) . . ? C20 C11 C10 121.9(3) . . ? C11 C12 C13 121.6(4) . . ? C11 C12 N2 119.0(3) . . ? C13 C12 N2 119.1(3) . . ? C14 C13 C12 120.8(4) . . ? C14 C13 H13 119.6 . . ? C12 C13 H13 119.6 . . ? C13 C14 C15 120.9(4) . . ? C13 C14 H14 119.5 . . ? C15 C14 H14 119.5 . . ? C16 C15 C14 122.6(4) . . ? C16 C15 C20 119.2(4) . . ? C14 C15 C20 118.2(4) . . ? C17 C16 C15 121.5(4) . . ? C17 C16 H16 119.2 . . ? C15 C16 H16 119.2 . . ? C16 C17 C18 119.7(4) . . ? C16 C17 H17 120.1 . . ? C18 C17 H17 120.1 . . ? C19 C18 C17 120.7(4) . . ? C19 C18 H18 119.6 . . ? C17 C18 H18 119.6 . . ? C18 C19 C20 121.5(4) . . ? C18 C19 H19 119.3 . . ? C20 C19 H19 119.3 . . ? C19 C20 C11 122.7(4) . . ? C19 C20 C15 117.3(4) . . ? C11 C20 C15 120.1(4) . . ? N1 C21 C22 124.7(4) . . ? N1 C21 C26 119.7(3) . . ? C22 C21 C26 115.5(4) . . ? C23 C22 C21 122.0(4) . . ? C23 C22 H22 119.0 . . ? C21 C22 H22 119.0 . . ? C24 C23 C22 120.7(4) . . ? C24 C23 H23 119.7 . . ? C22 C23 H23 119.7 . . ? C23 C24 C25 119.4(4) . . ? C23 C24 H24 120.3 . . ? C25 C24 H24 120.3 . . ? C26 C25 C24 120.1(4) . . ? C26 C25 H25 120.0 . . ? C24 C25 H25 120.0 . . ? C25 C26 O1 124.4(4) . . ? C25 C26 C21 122.3(4) . . ? O1 C26 C21 113.3(3) . . ? O1 C27 H27A 109.5 . . ? O1 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? O1 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C37 C28 N3 121.6(4) . . ? C37 C28 C29 118.1(4) . . ? N3 C28 C29 120.1(4) . . ? C30 C29 C28 121.7(4) . . ? C30 C29 H29 119.1 . . ? C28 C29 H29 119.1 . . ? C29 C30 C31 122.0(4) . . ? C29 C30 H30 119.0 . . ? C31 C30 H30 119.0 . . ? C32 C31 C30 123.1(4) . . ? C32 C31 C36 118.9(4) . . ? C30 C31 C36 117.9(4) . . ? C33 C32 C31 121.4(4) . . ? C33 C32 H32 119.3 . . ? C31 C32 H32 119.3 . . ? C32 C33 C34 119.7(4) . . ? C32 C33 H33 120.2 . . ? C34 C33 H33 120.2 . . ? C35 C34 C33 120.8(4) . . ? C35 C34 H34 119.6 . . ? C33 C34 H34 119.6 . . ? C34 C35 C36 121.0(4) . . ? C34 C35 H35 119.5 . . ? C36 C35 H35 119.5 . . ? C35 C36 C31 118.1(4) . . ? C35 C36 C37 122.0(4) . . ? C31 C36 C37 119.9(4) . . ? C28 C37 C36 120.3(4) . . ? C28 C37 C38 119.3(3) . . ? C36 C37 C38 120.4(3) . . ? C47 C38 C39 118.0(4) . . ? C47 C38 C37 121.5(4) . . ? C39 C38 C37 120.4(3) . . ? C44 C39 C40 117.9(4) . . ? C44 C39 C38 120.1(4) . . ? C40 C39 C38 122.0(4) . . ? C41 C40 C39 121.2(5) . . ? C41 C40 H40 119.4 . . ? C39 C40 H40 119.4 . . ? C40 C41 C42 120.5(5) . . ? C40 C41 H41 119.7 . . ? C42 C41 H41 119.7 . . ? C43 C42 C41 119.8(5) . . ? C43 C42 H42 120.1 . . ? C41 C42 H42 120.1 . . ? C42 C43 C44 121.7(5) . . ? C42 C43 H43 119.1 . . ? C44 C43 H43 119.1 . . ? C45 C44 C39 119.0(4) . . ? C45 C44 C43 122.1(4) . . ? C39 C44 C43 118.8(4) . . ? C46 C45 C44 120.7(4) . . ? C46 C45 H45 119.6 . . ? C44 C45 H45 119.6 . . ? C45 C46 C47 120.1(4) . . ? C45 C46 H46 119.9 . . ? C47 C46 H46 119.9 . . ? C38 C47 C46 122.0(4) . . ? C38 C47 N4 118.9(4) . . ? C46 C47 N4 118.9(4) . . ? N3 C48 C49 124.1(4) . . ? N3 C48 C53 118.9(3) . . ? C49 C48 C53 116.9(4) . . ? C50 C49 C48 121.5(4) . . ? C50 C49 H49 119.3 . . ? C48 C49 H49 119.3 . . ? C51 C50 C49 120.0(4) . . ? C51 C50 H50 120.0 . . ? C49 C50 H50 120.0 . . ? C50 C51 C52 119.9(4) . . ? C50 C51 H51 120.0 . . ? C52 C51 H51 120.0 . . ? C53 C52 C51 119.8(4) . . ? C53 C52 H52 120.1 . . ? C51 C52 H52 120.1 . . ? C52 C53 O2 124.8(4) . . ? C52 C53 C48 121.8(4) . . ? O2 C53 C48 113.4(3) . . ? O2 C54 H54A 109.5 . . ? O2 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? O2 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? C56 C55 O3 108.7(5) . . ? C56 C55 H55A 109.9 . . ? O3 C55 H55A 109.9 . . ? C56 C55 H55B 109.9 . . ? O3 C55 H55B 109.9 . . ? H55A C55 H55B 108.3 . . ? C55 C56 C57 106.4(6) . . ? C55 C56 H56A 110.5 . . ? C57 C56 H56A 110.5 . . ? C55 C56 H56B 110.5 . . ? C57 C56 H56B 110.5 . . ? H56A C56 H56B 108.6 . . ? C58 C57 C56 104.3(5) . . ? C58 C57 H57A 110.9 . . ? C56 C57 H57A 110.9 . . ? C58 C57 H57B 110.9 . . ? C56 C57 H57B 110.9 . . ? H57A C57 H57B 108.9 . . ? O3 C58 C57 106.4(5) . . ? O3 C58 H58A 110.5 . . ? C57 C58 H58A 110.5 . . ? O3 C58 H58B 110.5 . . ? C57 C58 H58B 110.5 . . ? H58A C58 H58B 108.6 . . ? O4 C59 C60 102.1(8) . . ? O4 C59 H59A 111.3 . . ? C60 C59 H59A 111.3 . . ? O4 C59 H59B 111.3 . . ? C60 C59 H59B 111.3 . . ? H59A C59 H59B 109.2 . . ? C61 C60 C59 104.5(10) . . ? C61 C60 H60A 110.8 . . ? C59 C60 H60A 110.8 . . ? C61 C60 H60B 110.9 . . ? C59 C60 H60B 110.9 . . ? H60A C60 H60B 108.9 . . ? C62 C61 C60 103.6(11) . . ? C62 C61 H61A 111.0 . . ? C60 C61 H61A 111.0 . . ? C62 C61 H61B 111.0 . . ? C60 C61 H61B 111.0 . . ? H61A C61 H61B 109.0 . . ? O4 C62 C61 111.4(10) . . ? O4 C62 H62A 109.3 . . ? C61 C62 H62A 109.3 . . ? O4 C62 H62B 109.3 . . ? C61 C62 H62B 109.3 . . ? H62A C62 H62B 108.0 . . ? O5 C63 C64 104.0(7) . . ? O5 C63 H63A 111.0 . . ? C64 C63 H63A 111.0 . . ? O5 C63 H63B 111.0 . . ? C64 C63 H63B 111.0 . . ? H63A C63 H63B 109.0 . . ? C63 C64 C65 102.5(7) . . ? C63 C64 H64A 111.3 . . ? C65 C64 H64A 111.3 . . ? C63 C64 H64B 111.3 . . ? C65 C64 H64B 111.3 . . ? H64A C64 H64B 109.2 . . ? C66 C65 C64 106.0(8) . . ? C66 C65 H65A 110.5 . . ? C64 C65 H65A 110.5 . . ? C66 C65 H65B 110.5 . . ? C64 C65 H65B 110.5 . . ? H65A C65 H65B 108.7 . . ? O5 C66 C65 108.4(7) . . ? O5 C66 H66A 110.0 . . ? C65 C66 H66A 110.0 . . ? O5 C66 H66B 110.0 . . ? C65 C66 H66B 110.0 . . ? H66A C66 H66B 108.4 . . ? O6 C67 C68 107.4(6) . . ? O6 C67 H67A 110.2 . . ? C68 C67 H67A 110.2 . . ? O6 C67 H67B 110.2 . . ? C68 C67 H67B 110.2 . . ? H67A C67 H67B 108.5 . . ? C69 C68 C67 103.0(6) . . ? C69 C68 H68A 111.2 . . ? C67 C68 H68A 111.2 . . ? C69 C68 H68B 111.2 . . ? C67 C68 H68B 111.2 . . ? H68A C68 H68B 109.1 . . ? C68 C69 C70 103.6(6) . . ? C68 C69 H69A 111.0 . . ? C70 C69 H69A 111.0 . . ? C68 C69 H69B 111.0 . . ? C70 C69 H69B 111.0 . . ? H69A C69 H69B 109.0 . . ? O6 C70 C69 104.7(5) . . ? O6 C70 H70A 110.8 . . ? C69 C70 H70A 110.8 . . ? O6 C70 H70B 110.8 . . ? C69 C70 H70B 110.8 . . ? H70A C70 H70B 108.9 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.04 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.461 _refine_diff_density_min -0.384 _refine_diff_density_rms 0.067 _database_code_depnum_ccdc_archive 'CCDC 909469' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_w202 #TrackingRef 'W202.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C70 H72 F2 N4 O6 Zn' _chemical_formula_weight 1168.69 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 15.7664(7) _cell_length_b 15.7481(7) _cell_length_c 24.6830(11) _cell_angle_alpha 90.00 _cell_angle_beta 100.5015(7) _cell_angle_gamma 90.00 _cell_volume 6025.9(5) _cell_formula_units_Z 4 _cell_measurement_temperature 188(2) _cell_measurement_reflns_used 5924 _cell_measurement_theta_min 2.33 _cell_measurement_theta_max 23.88 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.288 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2464 _exptl_absorpt_coefficient_mu 0.470 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8796 _exptl_absorpt_correction_T_max 0.9545 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 188(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 'Bruker APEX CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 35082 _diffrn_reflns_av_R_equivalents 0.0438 _diffrn_reflns_av_sigmaI/netI 0.0481 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 25.03 _reflns_number_total 10640 _reflns_number_gt 7462 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0897P)^2^+1.5782P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10640 _refine_ls_number_parameters 750 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0831 _refine_ls_R_factor_gt 0.0548 _refine_ls_wR_factor_ref 0.1614 _refine_ls_wR_factor_gt 0.1429 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.67168(2) 0.19960(2) 0.412756(14) 0.03603(14) Uani 1 1 d . . . N1 N 0.62548(17) 0.19776(16) 0.33249(10) 0.0356(6) Uani 1 1 d . . . N2 N 0.75801(18) 0.31114(17) 0.40988(11) 0.0425(7) Uani 1 1 d . . . H2A H 0.7833 0.3277 0.4448 0.051 Uiso 1 1 calc R . . H2B H 0.8006 0.2986 0.3902 0.051 Uiso 1 1 calc R . . N3 N 0.68049(16) 0.19699(17) 0.49370(10) 0.0362(6) Uani 1 1 d . . . N4 N 0.77640(16) 0.10533(18) 0.41124(11) 0.0405(6) Uani 1 1 d . . . H4A H 0.7750 0.0865 0.3758 0.049 Uiso 1 1 calc R . . H4B H 0.8292 0.1301 0.4235 0.049 Uiso 1 1 calc R . . O1 O 0.56423(14) 0.09393(15) 0.40111(8) 0.0424(6) Uani 1 1 d . . . O2 O 0.55394(13) 0.27964(15) 0.43039(8) 0.0411(6) Uani 1 1 d . . . O3 O 0.8997(3) 0.4596(4) 0.4501(2) 0.1538(19) Uani 1 1 d . . . O4 O 0.6639(2) 0.5391(2) 0.54278(13) 0.0879(10) Uani 1 1 d . . . O5 O -0.07594(18) 0.2169(2) 0.40602(13) 0.0822(10) Uani 1 1 d . . . O6 O 0.2973(4) 0.3209(3) 0.29881(16) 0.1320(16) Uani 1 1 d . . . C1 C 0.6809(2) 0.2221(2) 0.29623(12) 0.0372(7) Uani 1 1 d . . . C2 C 0.7141(2) 0.1596(2) 0.26420(13) 0.0461(9) Uani 1 1 d . . . H2 H 0.6934 0.1029 0.2645 0.055 Uiso 1 1 calc R . . C3 C 0.7744(2) 0.1782(2) 0.23326(14) 0.0514(10) Uani 1 1 d . . . H3 H 0.7949 0.1347 0.2123 0.062 Uiso 1 1 calc R . . C4 C 0.8071(2) 0.2609(2) 0.23172(13) 0.0443(8) Uani 1 1 d . . . C5 C 0.8730(3) 0.2811(2) 0.20137(15) 0.0554(10) Uani 1 1 d . . . H5 H 0.8943 0.2382 0.1803 0.066 Uiso 1 1 calc R . . C6 C 0.9055(3) 0.3605(2) 0.20213(16) 0.0575(10) Uani 1 1 d . . . H6 H 0.9492 0.3729 0.1814 0.069 Uiso 1 1 calc R . . C7 C 0.8754(2) 0.4248(2) 0.23306(15) 0.0546(10) Uani 1 1 d . . . H7 H 0.9001 0.4799 0.2343 0.065 Uiso 1 1 calc R . . C8 C 0.8103(2) 0.4078(2) 0.26168(14) 0.0458(9) Uani 1 1 d . . . H8 H 0.7886 0.4525 0.2811 0.055 Uiso 1 1 calc R . . C9 C 0.7748(2) 0.3257(2) 0.26286(12) 0.0384(8) Uani 1 1 d . . . C10 C 0.7098(2) 0.3054(2) 0.29460(12) 0.0365(7) Uani 1 1 d . . . C11 C 0.6756(2) 0.3729(2) 0.32697(13) 0.0386(8) Uani 1 1 d . . . C12 C 0.7023(2) 0.3761(2) 0.38311(13) 0.0402(8) Uani 1 1 d . . . C13 C 0.6714(2) 0.4376(2) 0.41580(14) 0.0479(9) Uani 1 1 d . . . H13 H 0.6913 0.4382 0.4545 0.058 Uiso 1 1 calc R . . C14 C 0.6131(2) 0.4964(2) 0.39206(15) 0.0513(9) Uani 1 1 d . . . H14 H 0.5929 0.5381 0.4144 0.062 Uiso 1 1 calc R . . C15 C 0.5823(2) 0.4965(2) 0.33476(15) 0.0475(9) Uani 1 1 d . . . C16 C 0.5197(3) 0.5551(2) 0.30900(18) 0.0611(11) Uani 1 1 d . . . H16 H 0.4988 0.5972 0.3308 0.073 Uiso 1 1 calc R . . C17 C 0.4891(3) 0.5527(3) 0.2543(2) 0.0711(12) Uani 1 1 d . . . H17 H 0.4473 0.5931 0.2380 0.085 Uiso 1 1 calc R . . C18 C 0.5188(3) 0.4905(3) 0.22127(17) 0.0652(11) Uani 1 1 d . . . H18 H 0.4966 0.4885 0.1828 0.078 Uiso 1 1 calc R . . C19 C 0.5799(2) 0.4329(2) 0.24452(15) 0.0523(9) Uani 1 1 d . . . H19 H 0.5998 0.3916 0.2218 0.063 Uiso 1 1 calc R . . C20 C 0.6138(2) 0.4335(2) 0.30173(14) 0.0429(8) Uani 1 1 d . . . C21 C 0.5556(2) 0.1473(2) 0.31148(12) 0.0368(7) Uani 1 1 d . . . C22 C 0.5132(2) 0.1478(2) 0.25687(13) 0.0492(9) Uani 1 1 d . . . H22 H 0.5343 0.1838 0.2314 0.059 Uiso 1 1 calc R . . C23 C 0.4414(3) 0.0980(3) 0.23825(16) 0.0673(12) Uani 1 1 d . . . H23 H 0.4149 0.0982 0.2005 0.081 Uiso 1 1 calc R . . C24 C 0.4099(3) 0.0487(3) 0.27530(16) 0.0686(12) Uani 1 1 d . . . C25 C 0.4477(2) 0.0452(2) 0.32975(15) 0.0514(9) Uani 1 1 d . . . H25 H 0.4245 0.0101 0.3547 0.062 Uiso 1 1 calc R . . C26 C 0.5200(2) 0.0935(2) 0.34760(13) 0.0384(8) Uani 1 1 d . . . C27 C 0.5304(2) 0.0459(2) 0.44156(14) 0.0498(9) Uani 1 1 d . . . H27A H 0.4729 0.0672 0.4442 0.075 Uiso 1 1 calc R . . H27B H 0.5687 0.0517 0.4774 0.075 Uiso 1 1 calc R . . H27C H 0.5264 -0.0140 0.4308 0.075 Uiso 1 1 calc R . . C28 C 0.76267(19) 0.1973(2) 0.52606(12) 0.0355(7) Uani 1 1 d . . . C29 C 0.7954(2) 0.2723(2) 0.55514(13) 0.0434(8) Uani 1 1 d . . . H29 H 0.7583 0.3198 0.5553 0.052 Uiso 1 1 calc R . . C30 C 0.8779(2) 0.2775(2) 0.58240(14) 0.0449(8) Uani 1 1 d . . . H30 H 0.8971 0.3281 0.6017 0.054 Uiso 1 1 calc R . . C31 C 0.9360(2) 0.2093(2) 0.58282(13) 0.0404(8) Uani 1 1 d . . . C32 C 1.0232(2) 0.2146(3) 0.60921(14) 0.0498(9) Uani 1 1 d . . . H32 H 1.0437 0.2650 0.6284 0.060 Uiso 1 1 calc R . . C33 C 1.0787(2) 0.1483(3) 0.60748(15) 0.0558(10) Uani 1 1 d . . . H33 H 1.1375 0.1533 0.6246 0.067 Uiso 1 1 calc R . . C34 C 1.0483(2) 0.0728(3) 0.58037(15) 0.0528(9) Uani 1 1 d . . . H34 H 1.0866 0.0264 0.5798 0.063 Uiso 1 1 calc R . . C35 C 0.9646(2) 0.0657(2) 0.55498(13) 0.0433(8) Uani 1 1 d . . . H35 H 0.9453 0.0141 0.5368 0.052 Uiso 1 1 calc R . . C36 C 0.9052(2) 0.1336(2) 0.55501(12) 0.0368(7) Uani 1 1 d . . . C37 C 0.81684(19) 0.1279(2) 0.52746(12) 0.0348(7) Uani 1 1 d . . . C38 C 0.78203(19) 0.0458(2) 0.50200(13) 0.0365(7) Uani 1 1 d . . . C39 C 0.76429(19) 0.0356(2) 0.44596(14) 0.0403(8) Uani 1 1 d . . . C40 C 0.7291(2) -0.0407(2) 0.42151(16) 0.0495(9) Uani 1 1 d . . . H40 H 0.7163 -0.0457 0.3825 0.059 Uiso 1 1 calc R . . C41 C 0.7136(2) -0.1069(3) 0.45347(18) 0.0576(10) Uani 1 1 d . . . H41 H 0.6906 -0.1582 0.4366 0.069 Uiso 1 1 calc R . . C42 C 0.7310(2) -0.1002(2) 0.51125(17) 0.0537(10) Uani 1 1 d . . . C43 C 0.7137(3) -0.1678(3) 0.5456(2) 0.0756(14) Uani 1 1 d . . . H43 H 0.6924 -0.2201 0.5294 0.091 Uiso 1 1 calc R . . C44 C 0.7268(3) -0.1593(3) 0.6010(2) 0.0830(15) Uani 1 1 d . . . H44 H 0.7142 -0.2053 0.6232 0.100 Uiso 1 1 calc R . . C45 C 0.7592(3) -0.0818(3) 0.62632(19) 0.0678(12) Uani 1 1 d . . . H45 H 0.7681 -0.0759 0.6652 0.081 Uiso 1 1 calc R . . C46 C 0.7776(2) -0.0161(3) 0.59433(16) 0.0541(10) Uani 1 1 d . . . H46 H 0.7997 0.0353 0.6115 0.065 Uiso 1 1 calc R . . C47 C 0.7647(2) -0.0225(2) 0.53625(15) 0.0453(8) Uani 1 1 d . . . C48 C 0.61255(19) 0.2262(2) 0.51729(12) 0.0346(7) Uani 1 1 d . . . C49 C 0.6060(2) 0.2130(2) 0.57246(13) 0.0426(8) Uani 1 1 d . . . H49 H 0.6518 0.1853 0.5963 0.051 Uiso 1 1 calc R . . C50 C 0.5342(2) 0.2393(2) 0.59327(13) 0.0442(8) Uani 1 1 d . . . H50 H 0.5307 0.2298 0.6308 0.053 Uiso 1 1 calc R . . C51 C 0.4685(2) 0.2791(2) 0.55857(14) 0.0398(8) Uani 1 1 d . . . C52 C 0.4712(2) 0.29531(19) 0.50409(13) 0.0363(7) Uani 1 1 d . . . H52 H 0.4254 0.3246 0.4813 0.044 Uiso 1 1 calc R . . C53 C 0.54267(19) 0.2677(2) 0.48347(12) 0.0337(7) Uani 1 1 d . . . C54 C 0.4819(2) 0.3098(2) 0.39079(13) 0.0451(8) Uani 1 1 d . . . H54A H 0.4334 0.2704 0.3891 0.068 Uiso 1 1 calc R . . H54B H 0.4984 0.3135 0.3545 0.068 Uiso 1 1 calc R . . H54C H 0.4648 0.3661 0.4018 0.068 Uiso 1 1 calc R . . C55 C 0.9184(5) 0.4941(8) 0.3985(3) 0.180(4) Uani 1 1 d . . . H55A H 0.9096 0.4503 0.3692 0.216 Uiso 1 1 calc R . . H55B H 0.9787 0.5145 0.4035 0.216 Uiso 1 1 calc R . . C56 C 0.8568(6) 0.5658(6) 0.3839(3) 0.162(4) Uani 1 1 d . . . H56A H 0.7998 0.5457 0.3644 0.194 Uiso 1 1 calc R . . H56B H 0.8795 0.6089 0.3611 0.194 Uiso 1 1 calc R . . C57 C 0.8518(7) 0.6005(5) 0.4416(4) 0.179(4) Uani 1 1 d . . . H57A H 0.8889 0.6512 0.4501 0.215 Uiso 1 1 calc R . . H57B H 0.7917 0.6161 0.4440 0.215 Uiso 1 1 calc R . . C58 C 0.8820(5) 0.5319(6) 0.4793(3) 0.142(3) Uani 1 1 d . . . H58A H 0.9350 0.5499 0.5047 0.170 Uiso 1 1 calc R . . H58B H 0.8376 0.5182 0.5015 0.170 Uiso 1 1 calc R . . C59 C 0.6310(3) 0.4722(3) 0.5714(3) 0.099(2) Uani 1 1 d . . . H59A H 0.6278 0.4189 0.5498 0.119 Uiso 1 1 calc R . . H59B H 0.5724 0.4863 0.5777 0.119 Uiso 1 1 calc R . . C60 C 0.6916(7) 0.4617(4) 0.6254(3) 0.144(3) Uani 1 1 d . . . H60A H 0.6671 0.4865 0.6560 0.172 Uiso 1 1 calc R . . H60B H 0.7049 0.4010 0.6334 0.172 Uiso 1 1 calc R . . C61 C 0.7689(5) 0.5083(4) 0.6169(2) 0.118(2) Uani 1 1 d . . . H61A H 0.8086 0.4713 0.6008 0.142 Uiso 1 1 calc R . . H61B H 0.8001 0.5328 0.6519 0.142 Uiso 1 1 calc R . . C62 C 0.7318(3) 0.5752(3) 0.5780(2) 0.0761(13) Uani 1 1 d . . . H62A H 0.7115 0.6234 0.5980 0.091 Uiso 1 1 calc R . . H62B H 0.7755 0.5964 0.5571 0.091 Uiso 1 1 calc R . . C63 C -0.0076(3) 0.2484(4) 0.44729(19) 0.0888(16) Uani 1 1 d . . . H63A H 0.0124 0.2039 0.4750 0.107 Uiso 1 1 calc R . . H63B H -0.0273 0.2981 0.4663 0.107 Uiso 1 1 calc R . . C64 C 0.0611(4) 0.2725(6) 0.4186(3) 0.164(4) Uani 1 1 d . . . H64A H 0.1167 0.2483 0.4373 0.197 Uiso 1 1 calc R . . H64B H 0.0667 0.3351 0.4177 0.197 Uiso 1 1 calc R . . C65 C 0.0375(5) 0.2389(7) 0.3632(3) 0.193(5) Uani 1 1 d D . . H65A H 0.0306 0.2858 0.3361 0.231 Uiso 1 1 calc R . . H65B H 0.0831 0.2002 0.3551 0.231 Uiso 1 1 calc R . . C66 C -0.0407(3) 0.1946(4) 0.3599(2) 0.104(2) Uani 1 1 d D . . H66A H -0.0303 0.1327 0.3596 0.125 Uiso 1 1 calc R . . H66B H -0.0808 0.2101 0.3257 0.125 Uiso 1 1 calc R . . C67 C 0.2244(7) 0.2798(7) 0.2684(4) 0.193(5) Uani 1 1 d D . . H67A H 0.2158 0.2244 0.2856 0.232 Uiso 1 1 calc R . . H67B H 0.1723 0.3149 0.2685 0.232 Uiso 1 1 calc R . . C68 C 0.2363(8) 0.2669(9) 0.2130(4) 0.261(7) Uani 1 1 d D . . H68A H 0.1830 0.2797 0.1863 0.313 Uiso 1 1 calc R . . H68B H 0.2545 0.2079 0.2072 0.313 Uiso 1 1 calc R . . C69 C 0.3051(7) 0.3276(7) 0.2080(3) 0.188(4) Uani 1 1 d D . . H69A H 0.2804 0.3781 0.1869 0.226 Uiso 1 1 calc R . . H69B H 0.3475 0.3011 0.1882 0.226 Uiso 1 1 calc R . . C70 C 0.3472(5) 0.3527(6) 0.2634(3) 0.157(3) Uani 1 1 d D . . H70A H 0.4063 0.3290 0.2720 0.188 Uiso 1 1 calc R . . H70B H 0.3510 0.4154 0.2663 0.188 Uiso 1 1 calc R . . F1 F 0.33799(18) 0.0004(2) 0.25847(11) 0.1106(11) Uani 1 1 d . . . F2 F 0.39612(12) 0.30343(12) 0.57785(8) 0.0501(5) 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 0.0376(2) 0.0397(2) 0.0323(2) -0.00025(16) 0.01039(15) 0.00102(17) N1 0.0439(15) 0.0317(15) 0.0330(14) -0.0011(11) 0.0120(12) -0.0060(12) N2 0.0466(16) 0.0458(18) 0.0370(15) -0.0063(13) 0.0132(12) -0.0071(14) N3 0.0347(14) 0.0424(17) 0.0323(13) -0.0011(12) 0.0081(11) 0.0094(12) N4 0.0380(15) 0.0458(18) 0.0384(15) -0.0054(13) 0.0089(12) 0.0029(13) O1 0.0430(13) 0.0478(15) 0.0366(12) 0.0086(10) 0.0074(10) -0.0071(11) O2 0.0368(12) 0.0530(15) 0.0351(12) 0.0072(10) 0.0111(10) 0.0092(10) O3 0.165(5) 0.154(5) 0.129(4) -0.019(4) -0.011(3) -0.011(4) O4 0.081(2) 0.096(3) 0.079(2) 0.0001(19) -0.0029(18) -0.004(2) O5 0.0561(18) 0.113(3) 0.085(2) -0.0359(19) 0.0303(16) -0.0251(17) O6 0.168(4) 0.157(4) 0.068(2) 0.007(3) 0.013(3) -0.024(3) C1 0.0468(19) 0.0342(19) 0.0327(17) -0.0017(13) 0.0131(14) 0.0001(15) C2 0.061(2) 0.035(2) 0.045(2) -0.0060(16) 0.0187(17) -0.0040(17) C3 0.073(3) 0.038(2) 0.052(2) -0.0136(16) 0.0330(19) 0.0014(18) C4 0.058(2) 0.041(2) 0.0398(18) -0.0016(15) 0.0231(16) 0.0027(17) C5 0.077(3) 0.046(2) 0.055(2) -0.0015(17) 0.042(2) 0.007(2) C6 0.072(3) 0.048(2) 0.065(2) 0.0106(19) 0.043(2) 0.006(2) C7 0.070(2) 0.038(2) 0.064(2) 0.0105(18) 0.035(2) 0.0029(18) C8 0.062(2) 0.0310(19) 0.050(2) 0.0037(15) 0.0271(18) 0.0041(17) C9 0.050(2) 0.0336(19) 0.0354(17) 0.0014(14) 0.0180(15) 0.0024(15) C10 0.0486(19) 0.0326(19) 0.0316(16) 0.0006(13) 0.0159(14) -0.0003(15) C11 0.0483(19) 0.0306(18) 0.0418(18) -0.0013(14) 0.0214(15) -0.0039(15) C12 0.0479(19) 0.036(2) 0.0415(19) -0.0014(15) 0.0211(15) -0.0051(16) C13 0.059(2) 0.047(2) 0.0428(19) -0.0116(17) 0.0215(17) -0.0105(19) C14 0.067(2) 0.034(2) 0.062(2) -0.0132(18) 0.034(2) -0.0048(18) C15 0.057(2) 0.031(2) 0.062(2) -0.0003(17) 0.0332(19) -0.0022(17) C16 0.071(3) 0.039(2) 0.081(3) 0.002(2) 0.036(2) 0.009(2) C17 0.076(3) 0.059(3) 0.084(3) 0.019(2) 0.028(3) 0.021(2) C18 0.077(3) 0.062(3) 0.057(2) 0.013(2) 0.012(2) 0.013(2) C19 0.067(2) 0.045(2) 0.049(2) 0.0031(17) 0.0226(19) 0.0063(19) C20 0.056(2) 0.0321(19) 0.047(2) 0.0023(15) 0.0251(17) -0.0033(16) C21 0.0438(18) 0.0338(19) 0.0347(17) -0.0024(14) 0.0118(14) 0.0027(15) C22 0.060(2) 0.052(2) 0.0361(19) -0.0017(16) 0.0101(16) -0.0040(19) C23 0.067(3) 0.092(3) 0.039(2) -0.007(2) 0.0012(19) -0.018(2) C24 0.058(3) 0.093(3) 0.051(2) -0.016(2) 0.0020(19) -0.032(2) C25 0.050(2) 0.054(2) 0.052(2) -0.0026(18) 0.0158(17) -0.0137(18) C26 0.0388(18) 0.038(2) 0.0385(18) -0.0022(15) 0.0081(14) 0.0008(15) C27 0.052(2) 0.056(2) 0.0435(19) 0.0115(17) 0.0142(16) -0.0062(18) C28 0.0358(17) 0.041(2) 0.0317(16) -0.0006(14) 0.0114(13) 0.0014(15) C29 0.047(2) 0.041(2) 0.0444(19) -0.0044(16) 0.0135(16) 0.0055(16) C30 0.050(2) 0.043(2) 0.0424(19) -0.0098(15) 0.0099(16) -0.0037(17) C31 0.0399(18) 0.050(2) 0.0325(17) -0.0042(15) 0.0107(14) -0.0045(16) C32 0.044(2) 0.066(3) 0.0400(19) -0.0083(17) 0.0089(16) -0.0096(19) C33 0.0329(19) 0.085(3) 0.049(2) -0.002(2) 0.0036(16) 0.000(2) C34 0.038(2) 0.062(3) 0.058(2) -0.0009(19) 0.0071(17) 0.0075(18) C35 0.0380(19) 0.048(2) 0.0445(19) -0.0028(16) 0.0082(15) -0.0004(16) C36 0.0376(18) 0.043(2) 0.0316(16) 0.0022(14) 0.0104(13) -0.0022(15) C37 0.0342(17) 0.0368(19) 0.0337(16) 0.0013(14) 0.0070(13) 0.0026(14) C38 0.0273(16) 0.0332(19) 0.0488(19) 0.0019(15) 0.0063(14) 0.0041(14) C39 0.0280(16) 0.040(2) 0.052(2) -0.0075(16) 0.0055(14) 0.0038(14) C40 0.0365(19) 0.049(2) 0.060(2) -0.0153(19) 0.0025(16) 0.0022(17) C41 0.040(2) 0.042(2) 0.086(3) -0.013(2) -0.0017(19) -0.0038(17) C42 0.0332(19) 0.041(2) 0.084(3) 0.006(2) 0.0033(18) -0.0039(16) C43 0.056(3) 0.050(3) 0.113(4) 0.019(3) -0.006(3) -0.017(2) C44 0.061(3) 0.072(3) 0.112(4) 0.041(3) 0.003(3) -0.020(2) C45 0.056(2) 0.075(3) 0.071(3) 0.025(2) 0.009(2) -0.003(2) C46 0.044(2) 0.055(3) 0.063(2) 0.0121(19) 0.0104(18) -0.0019(18) C47 0.0301(17) 0.044(2) 0.060(2) 0.0057(17) 0.0041(15) 0.0022(15) C48 0.0372(17) 0.0341(18) 0.0346(16) -0.0025(13) 0.0119(14) 0.0013(14) C49 0.0443(19) 0.048(2) 0.0360(17) 0.0044(15) 0.0089(15) 0.0074(16) C50 0.051(2) 0.050(2) 0.0352(18) -0.0026(16) 0.0185(16) -0.0039(17) C51 0.0419(19) 0.037(2) 0.0466(19) -0.0088(15) 0.0227(16) -0.0058(15) C52 0.0349(17) 0.0302(18) 0.0446(18) -0.0024(14) 0.0098(14) 0.0020(14) C53 0.0389(17) 0.0306(17) 0.0336(16) 0.0010(13) 0.0114(13) -0.0014(14) C54 0.0419(19) 0.054(2) 0.0394(18) 0.0071(16) 0.0073(15) 0.0100(16) C55 0.133(6) 0.329(14) 0.075(5) 0.011(7) 0.011(4) 0.038(8) C56 0.219(9) 0.157(8) 0.089(5) 0.002(5) -0.026(5) -0.085(7) C57 0.275(11) 0.112(7) 0.136(7) 0.010(6) -0.002(7) -0.042(7) C58 0.175(7) 0.137(7) 0.113(6) -0.042(6) 0.022(5) -0.025(6) C59 0.080(3) 0.058(3) 0.175(6) -0.033(4) 0.064(4) -0.012(3) C60 0.276(11) 0.083(5) 0.099(5) 0.001(4) 0.107(6) -0.011(6) C61 0.151(6) 0.103(5) 0.082(4) -0.011(3) -0.029(4) 0.052(5) C62 0.069(3) 0.071(3) 0.087(3) -0.008(3) 0.013(3) -0.006(2) C63 0.078(3) 0.126(5) 0.064(3) -0.018(3) 0.015(2) -0.034(3) C64 0.072(4) 0.271(10) 0.158(6) -0.112(7) 0.047(4) -0.061(5) C65 0.137(6) 0.319(12) 0.150(7) -0.114(8) 0.101(6) -0.108(7) C66 0.078(4) 0.154(6) 0.084(4) -0.043(4) 0.026(3) 0.002(4) C67 0.220(10) 0.229(11) 0.119(7) 0.039(7) 0.000(7) -0.083(9) C68 0.315(17) 0.326(18) 0.107(8) -0.029(9) -0.057(9) -0.080(14) C69 0.277(13) 0.230(11) 0.065(5) -0.004(6) 0.048(6) 0.020(9) C70 0.164(7) 0.232(10) 0.082(4) 0.029(5) 0.045(5) 0.000(7) F1 0.093(2) 0.166(3) 0.0678(16) -0.0184(18) -0.0009(14) -0.079(2) F2 0.0457(11) 0.0535(13) 0.0586(12) -0.0077(10) 0.0292(10) 0.0026(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 N3 1.978(2) . ? Zn1 N1 1.983(2) . ? Zn1 N4 2.226(3) . ? Zn1 N2 2.231(3) . ? Zn1 O2 2.349(2) . ? Zn1 O1 2.355(2) . ? N1 C21 1.380(4) . ? N1 C1 1.413(4) . ? N2 C12 1.430(4) . ? N2 H2A 0.9200 . ? N2 H2B 0.9200 . ? N3 C48 1.388(4) . ? N3 C28 1.393(4) . ? N4 C39 1.427(4) . ? N4 H4A 0.9200 . ? N4 H4B 0.9200 . ? O1 C26 1.377(4) . ? O1 C27 1.431(4) . ? O2 C53 1.367(3) . ? O2 C54 1.438(4) . ? O3 C58 1.401(8) . ? O3 C55 1.464(9) . ? O4 C62 1.373(5) . ? O4 C59 1.419(6) . ? O5 C66 1.399(5) . ? O5 C63 1.430(5) . ? O6 C70 1.373(7) . ? O6 C67 1.411(9) . ? C1 C10 1.392(4) . ? C1 C2 1.421(4) . ? C2 C3 1.356(5) . ? C2 H2 0.9500 . ? C3 C4 1.404(5) . ? C3 H3 0.9500 . ? C4 C5 1.422(5) . ? C4 C9 1.426(4) . ? C5 C6 1.350(5) . ? C5 H5 0.9500 . ? C6 C7 1.401(5) . ? C6 H6 0.9500 . ? C7 C8 1.375(5) . ? C7 H7 0.9500 . ? C8 C9 1.411(5) . ? C8 H8 0.9500 . ? C9 C10 1.435(4) . ? C10 C11 1.488(4) . ? C11 C12 1.374(4) . ? C11 C20 1.425(5) . ? C12 C13 1.403(5) . ? C13 C14 1.360(5) . ? C13 H13 0.9500 . ? C14 C15 1.409(5) . ? C14 H14 0.9500 . ? C15 C16 1.414(5) . ? C15 C20 1.429(5) . ? C16 C17 1.349(6) . ? C16 H16 0.9500 . ? C17 C18 1.408(6) . ? C17 H17 0.9500 . ? C18 C19 1.371(5) . ? C18 H18 0.9500 . ? C19 C20 1.416(5) . ? C19 H19 0.9500 . ? C21 C22 1.391(4) . ? C21 C26 1.419(4) . ? C22 C23 1.385(5) . ? C22 H22 0.9500 . ? C23 C24 1.361(6) . ? C23 H23 0.9500 . ? C24 F1 1.366(4) . ? C24 C25 1.369(5) . ? C25 C26 1.373(5) . ? C25 H25 0.9500 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 C37 1.384(4) . ? C28 C29 1.429(5) . ? C29 C30 1.353(5) . ? C29 H29 0.9500 . ? C30 C31 1.410(5) . ? C30 H30 0.9500 . ? C31 C32 1.413(5) . ? C31 C36 1.417(4) . ? C32 C33 1.367(5) . ? C32 H32 0.9500 . ? C33 C34 1.405(5) . ? C33 H33 0.9500 . ? C34 C35 1.359(5) . ? C34 H34 0.9500 . ? C35 C36 1.421(5) . ? C35 H35 0.9500 . ? C36 C37 1.438(4) . ? C37 C38 1.497(4) . ? C38 C39 1.370(4) . ? C38 C47 1.425(5) . ? C39 C40 1.411(5) . ? C40 C41 1.356(5) . ? C40 H40 0.9500 . ? C41 C42 1.406(5) . ? C41 H41 0.9500 . ? C42 C43 1.419(6) . ? C42 C47 1.428(5) . ? C43 C44 1.351(7) . ? C43 H43 0.9500 . ? C44 C45 1.423(7) . ? C44 H44 0.9500 . ? C45 C46 1.364(5) . ? C45 H45 0.9500 . ? C46 C47 1.415(5) . ? C46 H46 0.9500 . ? C48 C49 1.400(4) . ? C48 C53 1.415(4) . ? C49 C50 1.388(4) . ? C49 H49 0.9500 . ? C50 C51 1.370(5) . ? C50 H50 0.9500 . ? C51 F2 1.369(3) . ? C51 C52 1.377(4) . ? C52 C53 1.388(4) . ? C52 H52 0.9500 . ? C54 H54A 0.9800 . ? C54 H54B 0.9800 . ? C54 H54C 0.9800 . ? C55 C56 1.491(11) . ? C55 H55A 0.9900 . ? C55 H55B 0.9900 . ? C56 C57 1.541(10) . ? C56 H56A 0.9900 . ? C56 H56B 0.9900 . ? C57 C58 1.449(10) . ? C57 H57A 0.9900 . ? C57 H57B 0.9900 . ? C58 H58A 0.9900 . ? C58 H58B 0.9900 . ? C59 C60 1.501(8) . ? C59 H59A 0.9900 . ? C59 H59B 0.9900 . ? C60 C61 1.470(9) . ? C60 H60A 0.9900 . ? C60 H60B 0.9900 . ? C61 C62 1.475(7) . ? C61 H61A 0.9900 . ? C61 H61B 0.9900 . ? C62 H62A 0.9900 . ? C62 H62B 0.9900 . ? C63 C64 1.448(7) . ? C63 H63A 0.9900 . ? C63 H63B 0.9900 . ? C64 C65 1.450(8) . ? C64 H64A 0.9900 . ? C64 H64B 0.9900 . ? C65 C66 1.406(6) . ? C65 H65A 0.9900 . ? C65 H65B 0.9900 . ? C66 H66A 0.9900 . ? C66 H66B 0.9900 . ? C67 C68 1.428(8) . ? C67 H67A 0.9900 . ? C67 H67B 0.9900 . ? C68 C69 1.467(8) . ? C68 H68A 0.9900 . ? C68 H68B 0.9900 . ? C69 C70 1.461(7) . ? C69 H69A 0.9900 . ? C69 H69B 0.9900 . ? C70 H70A 0.9900 . ? C70 H70B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Zn1 N1 162.66(10) . . ? N3 Zn1 N4 95.01(10) . . ? N1 Zn1 N4 96.43(10) . . ? N3 Zn1 N2 96.75(10) . . ? N1 Zn1 N2 95.45(10) . . ? N4 Zn1 N2 93.78(10) . . ? N3 Zn1 O2 74.71(9) . . ? N1 Zn1 O2 91.96(9) . . ? N4 Zn1 O2 167.07(9) . . ? N2 Zn1 O2 95.20(9) . . ? N3 Zn1 O1 91.44(9) . . ? N1 Zn1 O1 75.08(9) . . ? N4 Zn1 O1 92.63(9) . . ? N2 Zn1 O1 169.11(9) . . ? O2 Zn1 O1 80.01(8) . . ? C21 N1 C1 117.5(2) . . ? C21 N1 Zn1 120.4(2) . . ? C1 N1 Zn1 118.2(2) . . ? C12 N2 Zn1 104.54(19) . . ? C12 N2 H2A 110.8 . . ? Zn1 N2 H2A 110.8 . . ? C12 N2 H2B 110.8 . . ? Zn1 N2 H2B 110.8 . . ? H2A N2 H2B 108.9 . . ? C48 N3 C28 117.8(2) . . ? C48 N3 Zn1 120.0(2) . . ? C28 N3 Zn1 117.78(19) . . ? C39 N4 Zn1 108.82(18) . . ? C39 N4 H4A 109.9 . . ? Zn1 N4 H4A 109.9 . . ? C39 N4 H4B 109.9 . . ? Zn1 N4 H4B 109.9 . . ? H4A N4 H4B 108.3 . . ? C26 O1 C27 118.6(2) . . ? C26 O1 Zn1 110.40(18) . . ? C27 O1 Zn1 129.8(2) . . ? C53 O2 C54 118.2(2) . . ? C53 O2 Zn1 110.42(17) . . ? C54 O2 Zn1 127.19(18) . . ? C58 O3 C55 103.7(7) . . ? C62 O4 C59 107.8(4) . . ? C66 O5 C63 107.8(3) . . ? C70 O6 C67 109.5(5) . . ? C10 C1 N1 121.2(3) . . ? C10 C1 C2 118.8(3) . . ? N1 C1 C2 119.8(3) . . ? C3 C2 C1 122.0(3) . . ? C3 C2 H2 119.0 . . ? C1 C2 H2 119.0 . . ? C2 C3 C4 121.0(3) . . ? C2 C3 H3 119.5 . . ? C4 C3 H3 119.5 . . ? C3 C4 C5 121.9(3) . . ? C3 C4 C9 118.7(3) . . ? C5 C4 C9 119.4(3) . . ? C6 C5 C4 120.7(3) . . ? C6 C5 H5 119.6 . . ? C4 C5 H5 119.6 . . ? C5 C6 C7 120.8(3) . . ? C5 C6 H6 119.6 . . ? C7 C6 H6 119.6 . . ? C8 C7 C6 119.9(3) . . ? C8 C7 H7 120.1 . . ? C6 C7 H7 120.1 . . ? C7 C8 C9 121.6(3) . . ? C7 C8 H8 119.2 . . ? C9 C8 H8 119.2 . . ? C8 C9 C4 117.6(3) . . ? C8 C9 C10 122.7(3) . . ? C4 C9 C10 119.7(3) . . ? C1 C10 C9 119.8(3) . . ? C1 C10 C11 120.3(3) . . ? C9 C10 C11 119.9(3) . . ? C12 C11 C20 118.4(3) . . ? C12 C11 C10 119.6(3) . . ? C20 C11 C10 122.0(3) . . ? C11 C12 C13 122.1(3) . . ? C11 C12 N2 119.3(3) . . ? C13 C12 N2 118.5(3) . . ? C14 C13 C12 120.0(3) . . ? C14 C13 H13 120.0 . . ? C12 C13 H13 120.0 . . ? C13 C14 C15 121.0(3) . . ? C13 C14 H14 119.5 . . ? C15 C14 H14 119.5 . . ? C14 C15 C16 122.4(3) . . ? C14 C15 C20 118.7(3) . . ? C16 C15 C20 118.8(4) . . ? C17 C16 C15 121.7(4) . . ? C17 C16 H16 119.2 . . ? C15 C16 H16 119.2 . . ? C16 C17 C18 120.2(4) . . ? C16 C17 H17 119.9 . . ? C18 C17 H17 119.9 . . ? C19 C18 C17 120.1(4) . . ? C19 C18 H18 120.0 . . ? C17 C18 H18 120.0 . . ? C18 C19 C20 121.4(4) . . ? C18 C19 H19 119.3 . . ? C20 C19 H19 119.3 . . ? C19 C20 C11 122.4(3) . . ? C19 C20 C15 117.8(3) . . ? C11 C20 C15 119.8(3) . . ? N1 C21 C22 124.8(3) . . ? N1 C21 C26 119.2(3) . . ? C22 C21 C26 115.9(3) . . ? C23 C22 C21 122.5(3) . . ? C23 C22 H22 118.7 . . ? C21 C22 H22 118.7 . . ? C24 C23 C22 118.5(3) . . ? C24 C23 H23 120.8 . . ? C22 C23 H23 120.8 . . ? C23 C24 F1 119.9(4) . . ? C23 C24 C25 122.4(4) . . ? F1 C24 C25 117.7(4) . . ? C24 C25 C26 118.7(3) . . ? C24 C25 H25 120.6 . . ? C26 C25 H25 120.6 . . ? C25 C26 O1 123.8(3) . . ? C25 C26 C21 122.0(3) . . ? O1 C26 C21 114.2(3) . . ? O1 C27 H27A 109.5 . . ? O1 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? O1 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C37 C28 N3 121.1(3) . . ? C37 C28 C29 118.4(3) . . ? N3 C28 C29 120.3(3) . . ? C30 C29 C28 121.7(3) . . ? C30 C29 H29 119.1 . . ? C28 C29 H29 119.1 . . ? C29 C30 C31 121.4(3) . . ? C29 C30 H30 119.3 . . ? C31 C30 H30 119.3 . . ? C30 C31 C32 122.3(3) . . ? C30 C31 C36 118.2(3) . . ? C32 C31 C36 119.5(3) . . ? C33 C32 C31 121.0(3) . . ? C33 C32 H32 119.5 . . ? C31 C32 H32 119.5 . . ? C32 C33 C34 119.8(3) . . ? C32 C33 H33 120.1 . . ? C34 C33 H33 120.1 . . ? C35 C34 C33 120.5(4) . . ? C35 C34 H34 119.7 . . ? C33 C34 H34 119.7 . . ? C34 C35 C36 121.4(3) . . ? C34 C35 H35 119.3 . . ? C36 C35 H35 119.3 . . ? C31 C36 C35 117.8(3) . . ? C31 C36 C37 119.9(3) . . ? C35 C36 C37 122.3(3) . . ? C28 C37 C36 120.2(3) . . ? C28 C37 C38 119.6(3) . . ? C36 C37 C38 120.1(3) . . ? C39 C38 C47 119.0(3) . . ? C39 C38 C37 121.1(3) . . ? C47 C38 C37 119.9(3) . . ? C38 C39 C40 121.6(3) . . ? C38 C39 N4 119.4(3) . . ? C40 C39 N4 118.9(3) . . ? C41 C40 C39 120.2(4) . . ? C41 C40 H40 119.9 . . ? C39 C40 H40 119.9 . . ? C40 C41 C42 120.7(3) . . ? C40 C41 H41 119.7 . . ? C42 C41 H41 119.7 . . ? C41 C42 C43 121.8(4) . . ? C41 C42 C47 119.4(3) . . ? C43 C42 C47 118.8(4) . . ? C44 C43 C42 121.3(4) . . ? C44 C43 H43 119.3 . . ? C42 C43 H43 119.3 . . ? C43 C44 C45 120.4(4) . . ? C43 C44 H44 119.8 . . ? C45 C44 H44 119.8 . . ? C46 C45 C44 119.6(4) . . ? C46 C45 H45 120.2 . . ? C44 C45 H45 120.2 . . ? C45 C46 C47 121.7(4) . . ? C45 C46 H46 119.1 . . ? C47 C46 H46 119.1 . . ? C46 C47 C38 122.7(3) . . ? C46 C47 C42 118.2(3) . . ? C38 C47 C42 119.1(3) . . ? N3 C48 C49 123.9(3) . . ? N3 C48 C53 118.9(3) . . ? C49 C48 C53 117.1(3) . . ? C50 C49 C48 121.7(3) . . ? C50 C49 H49 119.2 . . ? C48 C49 H49 119.2 . . ? C51 C50 C49 118.7(3) . . ? C51 C50 H50 120.7 . . ? C49 C50 H50 120.7 . . ? F2 C51 C50 119.6(3) . . ? F2 C51 C52 117.6(3) . . ? C50 C51 C52 122.8(3) . . ? C51 C52 C53 118.1(3) . . ? C51 C52 H52 120.9 . . ? C53 C52 H52 120.9 . . ? O2 C53 C52 124.4(3) . . ? O2 C53 C48 113.9(3) . . ? C52 C53 C48 121.7(3) . . ? O2 C54 H54A 109.5 . . ? O2 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? O2 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? O3 C55 C56 105.3(7) . . ? O3 C55 H55A 110.7 . . ? C56 C55 H55A 110.7 . . ? O3 C55 H55B 110.7 . . ? C56 C55 H55B 110.7 . . ? H55A C55 H55B 108.8 . . ? C55 C56 C57 100.8(7) . . ? C55 C56 H56A 111.6 . . ? C57 C56 H56A 111.6 . . ? C55 C56 H56B 111.6 . . ? C57 C56 H56B 111.6 . . ? H56A C56 H56B 109.4 . . ? C58 C57 C56 105.2(8) . . ? C58 C57 H57A 110.7 . . ? C56 C57 H57A 110.7 . . ? C58 C57 H57B 110.7 . . ? C56 C57 H57B 110.7 . . ? H57A C57 H57B 108.8 . . ? O3 C58 C57 110.5(7) . . ? O3 C58 H58A 109.6 . . ? C57 C58 H58A 109.6 . . ? O3 C58 H58B 109.6 . . ? C57 C58 H58B 109.6 . . ? H58A C58 H58B 108.1 . . ? O4 C59 C60 107.0(4) . . ? O4 C59 H59A 110.3 . . ? C60 C59 H59A 110.3 . . ? O4 C59 H59B 110.3 . . ? C60 C59 H59B 110.3 . . ? H59A C59 H59B 108.6 . . ? C61 C60 C59 103.3(5) . . ? C61 C60 H60A 111.1 . . ? C59 C60 H60A 111.1 . . ? C61 C60 H60B 111.1 . . ? C59 C60 H60B 111.1 . . ? H60A C60 H60B 109.1 . . ? C60 C61 C62 102.0(5) . . ? C60 C61 H61A 111.4 . . ? C62 C61 H61A 111.4 . . ? C60 C61 H61B 111.4 . . ? C62 C61 H61B 111.4 . . ? H61A C61 H61B 109.2 . . ? O4 C62 C61 106.8(4) . . ? O4 C62 H62A 110.4 . . ? C61 C62 H62A 110.4 . . ? O4 C62 H62B 110.4 . . ? C61 C62 H62B 110.4 . . ? H62A C62 H62B 108.6 . . ? O5 C63 C64 106.1(4) . . ? O5 C63 H63A 110.5 . . ? C64 C63 H63A 110.5 . . ? O5 C63 H63B 110.5 . . ? C64 C63 H63B 110.5 . . ? H63A C63 H63B 108.7 . . ? C63 C64 C65 106.2(5) . . ? C63 C64 H64A 110.5 . . ? C65 C64 H64A 110.5 . . ? C63 C64 H64B 110.5 . . ? C65 C64 H64B 110.5 . . ? H64A C64 H64B 108.7 . . ? C66 C65 C64 107.9(5) . . ? C66 C65 H65A 110.1 . . ? C64 C65 H65A 110.1 . . ? C66 C65 H65B 110.1 . . ? C64 C65 H65B 110.1 . . ? H65A C65 H65B 108.4 . . ? C65 C66 O5 107.7(4) . . ? C65 C66 H66A 110.2 . . ? O5 C66 H66A 110.2 . . ? C65 C66 H66B 110.2 . . ? O5 C66 H66B 110.2 . . ? H66A C66 H66B 108.5 . . ? C68 C67 O6 109.7(8) . . ? C68 C67 H67A 109.7 . . ? O6 C67 H67A 109.7 . . ? C68 C67 H67B 109.7 . . ? O6 C67 H67B 109.7 . . ? H67A C67 H67B 108.2 . . ? C67 C68 C69 102.5(8) . . ? C67 C68 H68A 111.3 . . ? C69 C68 H68A 111.3 . . ? C67 C68 H68B 111.3 . . ? C69 C68 H68B 111.3 . . ? H68A C68 H68B 109.2 . . ? C68 C69 C70 108.3(7) . . ? C68 C69 H69A 110.0 . . ? C70 C69 H69A 110.0 . . ? C68 C69 H69B 110.0 . . ? C70 C69 H69B 110.0 . . ? H69A C69 H69B 108.4 . . ? O6 C70 C69 106.4(7) . . ? O6 C70 H70A 110.5 . . ? C69 C70 H70A 110.5 . . ? O6 C70 H70B 110.5 . . ? C69 C70 H70B 110.5 . . ? H70A C70 H70B 108.6 . . ? 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 N3 Zn1 N1 C21 -34.5(5) . . . . ? N4 Zn1 N1 C21 96.5(2) . . . . ? N2 Zn1 N1 C21 -169.1(2) . . . . ? O2 Zn1 N1 C21 -73.7(2) . . . . ? O1 Zn1 N1 C21 5.4(2) . . . . ? N3 Zn1 N1 C1 168.3(3) . . . . ? N4 Zn1 N1 C1 -60.7(2) . . . . ? N2 Zn1 N1 C1 33.7(2) . . . . ? O2 Zn1 N1 C1 129.1(2) . . . . ? O1 Zn1 N1 C1 -151.7(2) . . . . ? N3 Zn1 N2 C12 -113.05(19) . . . . ? N1 Zn1 N2 C12 54.6(2) . . . . ? N4 Zn1 N2 C12 151.44(19) . . . . ? O2 Zn1 N2 C12 -37.87(19) . . . . ? O1 Zn1 N2 C12 25.5(6) . . . . ? N1 Zn1 N3 C48 -29.9(5) . . . . ? N4 Zn1 N3 C48 -161.1(2) . . . . ? N2 Zn1 N3 C48 104.5(2) . . . . ? O2 Zn1 N3 C48 10.9(2) . . . . ? O1 Zn1 N3 C48 -68.3(2) . . . . ? N1 Zn1 N3 C28 174.2(3) . . . . ? N4 Zn1 N3 C28 43.1(2) . . . . ? N2 Zn1 N3 C28 -51.4(2) . . . . ? O2 Zn1 N3 C28 -144.9(2) . . . . ? O1 Zn1 N3 C28 135.8(2) . . . . ? N3 Zn1 N4 C39 45.7(2) . . . . ? N1 Zn1 N4 C39 -121.2(2) . . . . ? N2 Zn1 N4 C39 142.9(2) . . . . ? O2 Zn1 N4 C39 8.9(5) . . . . ? O1 Zn1 N4 C39 -45.9(2) . . . . ? N3 Zn1 O1 C26 161.8(2) . . . . ? N1 Zn1 O1 C26 -7.13(19) . . . . ? N4 Zn1 O1 C26 -103.1(2) . . . . ? N2 Zn1 O1 C26 23.0(6) . . . . ? O2 Zn1 O1 C26 87.62(19) . . . . ? N3 Zn1 O1 C27 -4.9(3) . . . . ? N1 Zn1 O1 C27 -173.9(3) . . . . ? N4 Zn1 O1 C27 90.2(3) . . . . ? N2 Zn1 O1 C27 -143.8(5) . . . . ? O2 Zn1 O1 C27 -79.1(3) . . . . ? N3 Zn1 O2 C53 -12.76(19) . . . . ? N1 Zn1 O2 C53 156.0(2) . . . . ? N4 Zn1 O2 C53 25.5(5) . . . . ? N2 Zn1 O2 C53 -108.4(2) . . . . ? O1 Zn1 O2 C53 81.52(19) . . . . ? N3 Zn1 O2 C54 -169.0(3) . . . . ? N1 Zn1 O2 C54 -0.3(3) . . . . ? N4 Zn1 O2 C54 -130.8(4) . . . . ? N2 Zn1 O2 C54 95.4(2) . . . . ? O1 Zn1 O2 C54 -74.8(2) . . . . ? C21 N1 C1 C10 134.9(3) . . . . ? Zn1 N1 C1 C10 -67.2(4) . . . . ? C21 N1 C1 C2 -50.7(4) . . . . ? Zn1 N1 C1 C2 107.2(3) . . . . ? C10 C1 C2 C3 1.6(5) . . . . ? N1 C1 C2 C3 -172.9(3) . . . . ? C1 C2 C3 C4 0.2(6) . . . . ? C2 C3 C4 C5 177.4(4) . . . . ? C2 C3 C4 C9 -0.8(6) . . . . ? C3 C4 C5 C6 -177.6(4) . . . . ? C9 C4 C5 C6 0.5(6) . . . . ? C4 C5 C6 C7 0.3(6) . . . . ? C5 C6 C7 C8 -2.0(6) . . . . ? C6 C7 C8 C9 2.9(6) . . . . ? C7 C8 C9 C4 -2.0(5) . . . . ? C7 C8 C9 C10 176.8(3) . . . . ? C3 C4 C9 C8 178.5(3) . . . . ? C5 C4 C9 C8 0.3(5) . . . . ? C3 C4 C9 C10 -0.4(5) . . . . ? C5 C4 C9 C10 -178.6(3) . . . . ? N1 C1 C10 C9 171.7(3) . . . . ? C2 C1 C10 C9 -2.8(5) . . . . ? N1 C1 C10 C11 -6.4(5) . . . . ? C2 C1 C10 C11 179.1(3) . . . . ? C8 C9 C10 C1 -176.6(3) . . . . ? C4 C9 C10 C1 2.2(5) . . . . ? C8 C9 C10 C11 1.5(5) . . . . ? C4 C9 C10 C11 -179.7(3) . . . . ? C1 C10 C11 C12 74.5(4) . . . . ? C9 C10 C11 C12 -103.7(4) . . . . ? C1 C10 C11 C20 -103.9(4) . . . . ? C9 C10 C11 C20 78.0(4) . . . . ? C20 C11 C12 C13 -0.9(5) . . . . ? C10 C11 C12 C13 -179.3(3) . . . . ? C20 C11 C12 N2 174.2(3) . . . . ? C10 C11 C12 N2 -4.2(4) . . . . ? Zn1 N2 C12 C11 -76.5(3) . . . . ? Zn1 N2 C12 C13 98.7(3) . . . . ? C11 C12 C13 C14 0.1(5) . . . . ? N2 C12 C13 C14 -174.9(3) . . . . ? C12 C13 C14 C15 0.4(5) . . . . ? C13 C14 C15 C16 178.0(3) . . . . ? C13 C14 C15 C20 -0.3(5) . . . . ? C14 C15 C16 C17 -178.1(4) . . . . ? C20 C15 C16 C17 0.2(6) . . . . ? C15 C16 C17 C18 0.4(6) . . . . ? C16 C17 C18 C19 -0.8(7) . . . . ? C17 C18 C19 C20 0.6(6) . . . . ? C18 C19 C20 C11 178.4(4) . . . . ? C18 C19 C20 C15 0.0(5) . . . . ? C12 C11 C20 C19 -177.3(3) . . . . ? C10 C11 C20 C19 1.0(5) . . . . ? C12 C11 C20 C15 1.0(5) . . . . ? C10 C11 C20 C15 179.4(3) . . . . ? C14 C15 C20 C19 177.9(3) . . . . ? C16 C15 C20 C19 -0.4(5) . . . . ? C14 C15 C20 C11 -0.5(5) . . . . ? C16 C15 C20 C11 -178.8(3) . . . . ? C1 N1 C21 C22 -29.4(4) . . . . ? Zn1 N1 C21 C22 173.3(3) . . . . ? C1 N1 C21 C26 154.1(3) . . . . ? Zn1 N1 C21 C26 -3.2(4) . . . . ? N1 C21 C22 C23 -177.7(4) . . . . ? C26 C21 C22 C23 -1.1(5) . . . . ? C21 C22 C23 C24 2.1(6) . . . . ? C22 C23 C24 F1 178.5(4) . . . . ? C22 C23 C24 C25 -1.7(7) . . . . ? C23 C24 C25 C26 0.3(7) . . . . ? F1 C24 C25 C26 -179.9(4) . . . . ? C24 C25 C26 O1 -178.9(4) . . . . ? C24 C25 C26 C21 0.8(5) . . . . ? C27 O1 C26 C25 -4.3(5) . . . . ? Zn1 O1 C26 C25 -172.7(3) . . . . ? C27 O1 C26 C21 176.1(3) . . . . ? Zn1 O1 C26 C21 7.6(3) . . . . ? N1 C21 C26 C25 176.4(3) . . . . ? C22 C21 C26 C25 -0.4(5) . . . . ? N1 C21 C26 O1 -3.9(4) . . . . ? C22 C21 C26 O1 179.3(3) . . . . ? C48 N3 C28 C37 134.5(3) . . . . ? Zn1 N3 C28 C37 -69.1(3) . . . . ? C48 N3 C28 C29 -50.6(4) . . . . ? Zn1 N3 C28 C29 105.8(3) . . . . ? C37 C28 C29 C30 1.8(5) . . . . ? N3 C28 C29 C30 -173.3(3) . . . . ? C28 C29 C30 C31 0.9(5) . . . . ? C29 C30 C31 C32 177.5(3) . . . . ? C29 C30 C31 C36 -1.7(5) . . . . ? C30 C31 C32 C33 -178.0(3) . . . . ? C36 C31 C32 C33 1.1(5) . . . . ? C31 C32 C33 C34 -1.7(5) . . . . ? C32 C33 C34 C35 1.2(6) . . . . ? C33 C34 C35 C36 -0.1(5) . . . . ? C30 C31 C36 C35 179.1(3) . . . . ? C32 C31 C36 C35 -0.1(4) . . . . ? C30 C31 C36 C37 -0.1(4) . . . . ? C32 C31 C36 C37 -179.2(3) . . . . ? C34 C35 C36 C31 -0.4(5) . . . . ? C34 C35 C36 C37 178.7(3) . . . . ? N3 C28 C37 C36 171.5(3) . . . . ? C29 C28 C37 C36 -3.5(4) . . . . ? N3 C28 C37 C38 -10.8(4) . . . . ? C29 C28 C37 C38 174.2(3) . . . . ? C31 C36 C37 C28 2.7(4) . . . . ? C35 C36 C37 C28 -176.4(3) . . . . ? C31 C36 C37 C38 -175.0(3) . . . . ? C35 C36 C37 C38 5.9(4) . . . . ? C28 C37 C38 C39 74.4(4) . . . . ? C36 C37 C38 C39 -107.9(3) . . . . ? C28 C37 C38 C47 -103.9(3) . . . . ? C36 C37 C38 C47 73.8(4) . . . . ? C47 C38 C39 C40 0.2(5) . . . . ? C37 C38 C39 C40 -178.1(3) . . . . ? C47 C38 C39 N4 176.1(3) . . . . ? C37 C38 C39 N4 -2.2(4) . . . . ? Zn1 N4 C39 C38 -73.2(3) . . . . ? Zn1 N4 C39 C40 102.8(3) . . . . ? C38 C39 C40 C41 -1.3(5) . . . . ? N4 C39 C40 C41 -177.3(3) . . . . ? C39 C40 C41 C42 0.9(5) . . . . ? C40 C41 C42 C43 178.6(4) . . . . ? C40 C41 C42 C47 0.7(5) . . . . ? C41 C42 C43 C44 -176.7(4) . . . . ? C47 C42 C43 C44 1.3(6) . . . . ? C42 C43 C44 C45 -0.5(7) . . . . ? C43 C44 C45 C46 -0.4(7) . . . . ? C44 C45 C46 C47 0.5(6) . . . . ? C45 C46 C47 C38 178.9(3) . . . . ? C45 C46 C47 C42 0.3(5) . . . . ? C39 C38 C47 C46 -177.3(3) . . . . ? C37 C38 C47 C46 1.1(5) . . . . ? C39 C38 C47 C42 1.3(4) . . . . ? C37 C38 C47 C42 179.7(3) . . . . ? C41 C42 C47 C46 176.9(3) . . . . ? C43 C42 C47 C46 -1.2(5) . . . . ? C41 C42 C47 C38 -1.7(5) . . . . ? C43 C42 C47 C38 -179.8(3) . . . . ? C28 N3 C48 C49 -36.3(5) . . . . ? Zn1 N3 C48 C49 167.9(3) . . . . ? C28 N3 C48 C53 147.7(3) . . . . ? Zn1 N3 C48 C53 -8.2(4) . . . . ? N3 C48 C49 C50 -176.2(3) . . . . ? C53 C48 C49 C50 0.0(5) . . . . ? C48 C49 C50 C51 0.0(5) . . . . ? C49 C50 C51 F2 178.2(3) . . . . ? C49 C50 C51 C52 -1.0(5) . . . . ? F2 C51 C52 C53 -177.3(3) . . . . ? C50 C51 C52 C53 1.9(5) . . . . ? C54 O2 C53 C52 -10.9(4) . . . . ? Zn1 O2 C53 C52 -169.5(3) . . . . ? C54 O2 C53 C48 171.1(3) . . . . ? Zn1 O2 C53 C48 12.4(3) . . . . ? C51 C52 C53 O2 -179.8(3) . . . . ? C51 C52 C53 C48 -1.9(5) . . . . ? N3 C48 C53 O2 -4.6(4) . . . . ? C49 C48 C53 O2 179.1(3) . . . . ? N3 C48 C53 C52 177.3(3) . . . . ? C49 C48 C53 C52 1.0(5) . . . . ? C58 O3 C55 C56 -38.2(8) . . . . ? O3 C55 C56 C57 35.1(9) . . . . ? C55 C56 C57 C58 -19.6(10) . . . . ? C55 O3 C58 C57 25.3(9) . . . . ? C56 C57 C58 O3 -3.2(10) . . . . ? C62 O4 C59 C60 -7.4(6) . . . . ? O4 C59 C60 C61 -15.6(6) . . . . ? C59 C60 C61 C62 30.7(6) . . . . ? C59 O4 C62 C61 27.8(5) . . . . ? C60 C61 C62 O4 -37.0(6) . . . . ? C66 O5 C63 C64 19.9(7) . . . . ? O5 C63 C64 C65 -11.0(9) . . . . ? C63 C64 C65 C66 -1.7(11) . . . . ? C64 C65 C66 O5 14.1(11) . . . . ? C63 O5 C66 C65 -21.3(8) . . . . ? C70 O6 C67 C68 13.8(12) . . . . ? O6 C67 C68 C69 -18.8(14) . . . . ? C67 C68 C69 C70 17.3(14) . . . . ? C67 O6 C70 C69 -2.1(10) . . . . ? C68 C69 C70 O6 -9.8(13) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.435 _refine_diff_density_min -0.427 _refine_diff_density_rms 0.062 _database_code_depnum_ccdc_archive 'CCDC 908769'