Electronic Supplementary Material for CrystEngComm This Journal is © The Royal Society of Chemistry 2003 data_global _publ_contact_author_email GOLDBERG@POST.TAU.AC.IL _publ_contact_author_name 'Prof Israel Goldberg' _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_address ; School of Chemistry Tel-Aviv University Ramat-Aviv campus Tel-Aviv 69978 ISRAEL ; _publ_section_title ; Porphyrin networks. Synthesis and supramolecular self-assembly of 5,10,15-tri(4-hydroxyphenyl)-20-(2-quinolyl)- metalloporphyrins ; loop_ _publ_author_name 'Israel Goldberg' 'Mikki Vinodu' data_Complex-3(final-after-SQUEEZE) _database_code_depnum_ccdc_archive 'CCDC 224828' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '(C47 H29 Cu N5 O3), 4.5(C6 H5 N O2)' _chemical_formula_sum 'C74 H51.50 Cu N9.50 O12' _chemical_formula_weight 1329.29 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/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 10.4840(2) _cell_length_b 19.5310(5) _cell_length_c 31.3300(10) _cell_angle_alpha 90.00 _cell_angle_beta 93.3820(9) _cell_angle_gamma 90.00 _cell_volume 6404.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 6263 _cell_measurement_theta_min 2.09 _cell_measurement_theta_max 25.00 _exptl_crystal_description prisms _exptl_crystal_colour red _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.379 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2748 _exptl_absorpt_coefficient_mu 0.415 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '0.7 deg. Phi & Omega scans' _diffrn_detector_area_resol_mean '56 microns' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21903 _diffrn_reflns_av_R_equivalents 0.0520 _diffrn_reflns_av_sigmaI/netI 0.0806 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -37 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 25.00 _reflns_number_total 11226 _reflns_number_gt 6263 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect, Nonius B.V.' _computing_cell_refinement Denzo _computing_data_reduction Denzo _computing_structure_solution SIR-97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-III & Mercury' _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. The results given below refer to "Squeezed" data, subtracting the contribution of the nitrobenzene solvent (4.5 molecules in the asymmetric unit) ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0700P)^2^+0.0000P] 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 11226 _refine_ls_number_parameters 508 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1044 _refine_ls_R_factor_gt 0.0703 _refine_ls_wR_factor_ref 0.1790 _refine_ls_wR_factor_gt 0.1712 _refine_ls_goodness_of_fit_ref 1.216 _refine_ls_restrained_S_all 1.216 _refine_ls_shift/su_max 0.130 _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 Cu Cu 0.27072(4) 0.245084(17) 0.156544(14) 0.03781(17) Uani 1 1 d . . . O1 O 0.3219(2) 0.70692(10) 0.12999(8) 0.0500(7) Uani 1 1 d . . . HO1 H 0.2731 0.7377 0.1531 0.16(3) Uiso 1 1 d R . . O2 O -0.3692(3) 0.23815(12) -0.05301(10) 0.0561(8) Uani 1 1 d . . . HO2 H -0.3248 0.2498 -0.0758 0.19(4) Uiso 1 1 d R . . O3 O 0.1741(2) -0.21662(10) 0.17518(8) 0.0464(7) Uani 1 1 d . . . HO3 H 0.0798 -0.2250 0.1910 0.17(3) Uiso 1 1 d R . . C1 C 0.4866(4) 0.30178(16) 0.21500(12) 0.0429(10) Uani 1 1 d . . . C2 C 0.5603(4) 0.36331(17) 0.22215(13) 0.0497(11) Uani 1 1 d . . . H2 H 0.6341 0.3681 0.2410 0.060 Uiso 1 1 calc R . . C3 C 0.5067(4) 0.41234(17) 0.19749(13) 0.0490(11) Uani 1 1 d . . . H3 H 0.5351 0.4584 0.1957 0.059 Uiso 1 1 calc R . . C4 C 0.3986(4) 0.38293(16) 0.17424(12) 0.0427(10) Uani 1 1 d . . . C5 C 0.3135(4) 0.41803(15) 0.14707(12) 0.0400(9) Uani 1 1 d . . . C6 C 0.2100(4) 0.38776(15) 0.12261(12) 0.0429(10) Uani 1 1 d . . . C7 C 0.1190(4) 0.42431(16) 0.09645(13) 0.0489(11) Uani 1 1 d . . . H7 H 0.1151 0.4726 0.0930 0.059 Uiso 1 1 calc R . . C8 C 0.0385(4) 0.37815(16) 0.07719(12) 0.0464(10) Uani 1 1 d . . . H8 H -0.0321 0.3877 0.0577 0.056 Uiso 1 1 calc R . . C9 C 0.0803(4) 0.31189(15) 0.09201(12) 0.0403(10) Uani 1 1 d . . . C10 C 0.0254(3) 0.25084(14) 0.07779(11) 0.0362(8) Uani 1 1 d . . . C11 C 0.0669(3) 0.18599(15) 0.09483(11) 0.0371(9) Uani 1 1 d . . . C12 C 0.0175(4) 0.12165(15) 0.07843(12) 0.0421(10) Uani 1 1 d . . . H12 H -0.0441 0.1151 0.0553 0.051 Uiso 1 1 calc R . . C13 C 0.0757(4) 0.07331(16) 0.10226(13) 0.0479(11) Uani 1 1 d . . . H13 H 0.0619 0.0254 0.0993 0.057 Uiso 1 1 calc R . . C14 C 0.1626(3) 0.10536(15) 0.13309(12) 0.0401(10) Uani 1 1 d . . . C15 C 0.2391(4) 0.07131(16) 0.16385(12) 0.0404(10) Uani 1 1 d . . . C16 C 0.3254(4) 0.10226(16) 0.19268(12) 0.0430(10) Uani 1 1 d . . . C17 C 0.4027(4) 0.06734(17) 0.22488(13) 0.0495(11) Uani 1 1 d . . . H17 H 0.4025 0.0195 0.2304 0.059 Uiso 1 1 calc R . . C18 C 0.4758(4) 0.11440(17) 0.24596(13) 0.0497(11) Uani 1 1 d . . . H18 H 0.5360 0.1061 0.2692 0.060 Uiso 1 1 calc R . . C19 C 0.4455(4) 0.18012(17) 0.22648(12) 0.0441(10) Uani 1 1 d . . . C20 C 0.5090(3) 0.24057(15) 0.23628(11) 0.0373(9) Uani 1 1 d . . . N21 N 0.3904(3) 0.31412(12) 0.18428(9) 0.0385(8) Uani 1 1 d . . . N22 N 0.1857(3) 0.31845(12) 0.12037(9) 0.0401(8) Uani 1 1 d . . . N23 N 0.1560(3) 0.17563(12) 0.12727(9) 0.0381(8) Uani 1 1 d . . . N24 N 0.3529(3) 0.17164(12) 0.19374(10) 0.0410(8) Uani 1 1 d . . . C25 C 0.3250(4) 0.49486(16) 0.14332(12) 0.0435(10) Uani 1 1 d . . . C26 C 0.2888(4) 0.53623(17) 0.17607(14) 0.0576(12) Uani 1 1 d . . . H26 H 0.2644 0.5160 0.2019 0.069 Uiso 1 1 calc R . . C27 C 0.2875(4) 0.60660(17) 0.17198(13) 0.0521(11) Uani 1 1 d . . . H27 H 0.2605 0.6343 0.1947 0.063 Uiso 1 1 calc R . . C28 C 0.3250(4) 0.63658(17) 0.13525(13) 0.0435(10) Uani 1 1 d . . . C29 C 0.3652(4) 0.59623(18) 0.10302(14) 0.0556(11) Uani 1 1 d . . . H29 H 0.3932 0.6166 0.0777 0.067 Uiso 1 1 calc R . . C30 C 0.3651(4) 0.52592(17) 0.10734(14) 0.0559(11) Uani 1 1 d . . . H30 H 0.3935 0.4984 0.0848 0.067 Uiso 1 1 calc R . . C31 C -0.0790(4) 0.25123(15) 0.04412(12) 0.0383(9) Uani 1 1 d . . . C32 C -0.0615(4) 0.27733(18) 0.00430(13) 0.0500(11) Uani 1 1 d . . . H32 H 0.0177 0.2986 -0.0008 0.060 Uiso 1 1 calc R . . C33 C -0.1555(4) 0.27394(18) -0.02914(13) 0.0513(11) Uani 1 1 d . . . H33 H -0.1394 0.2918 -0.0565 0.062 Uiso 1 1 calc R . . C34 C -0.2722(4) 0.24434(16) -0.02202(13) 0.0437(10) Uani 1 1 d . . . C35 C -0.2923(4) 0.21887(19) 0.01795(14) 0.0518(11) Uani 1 1 d . . . H35 H -0.3716 0.1981 0.0234 0.062 Uiso 1 1 calc R . . C36 C -0.1973(4) 0.22354(17) 0.04996(13) 0.0469(10) Uani 1 1 d . . . H36 H -0.2142 0.2068 0.0775 0.056 Uiso 1 1 calc R . . C37 C 0.2239(4) -0.00597(16) 0.16655(12) 0.0409(9) Uani 1 1 d . . . C38 C 0.1197(5) -0.03270(18) 0.18487(16) 0.0746(15) Uani 1 1 d . . . H38 H 0.0577 -0.0031 0.1959 0.090 Uiso 1 1 calc R . . C39 C 0.1046(5) -0.10331(19) 0.18743(16) 0.0786(15) Uani 1 1 d . . . H39 H 0.0325 -0.1212 0.2007 0.094 Uiso 1 1 calc R . . C40 C 0.1894(4) -0.14719(16) 0.17161(12) 0.0401(10) Uani 1 1 d . . . C41 C 0.2906(4) -0.12171(18) 0.15242(16) 0.0713(15) Uani 1 1 d . . . H41 H 0.3502 -0.1519 0.1406 0.086 Uiso 1 1 calc R . . C42 C 0.3084(4) -0.05058(19) 0.14982(15) 0.0669(14) Uani 1 1 d . . . H42 H 0.3802 -0.0331 0.1362 0.080 Uiso 1 1 calc R . . C43 C 0.6073(4) 0.23933(16) 0.27362(13) 0.0407(9) Uani 1 1 d . . . C44 C 0.7336(5) 0.2185(2) 0.26874(15) 0.0739(14) Uani 1 1 d . . . H44 H 0.7608 0.2058 0.2415 0.089 Uiso 1 1 calc R . . C45 C 0.8171(5) 0.2169(3) 0.30413(17) 0.0841(15) Uani 1 1 d . . . H45 H 0.9026 0.2021 0.3014 0.101 Uiso 1 1 calc R . . C46 C 0.7790(4) 0.2364(2) 0.34339(14) 0.0589(12) Uani 1 1 d . . . C47 C 0.8608(5) 0.2388(3) 0.38136(17) 0.0853(17) Uani 1 1 d . . . H47 H 0.9486 0.2274 0.3800 0.102 Uiso 1 1 calc R . . C48 C 0.8161(5) 0.2567(3) 0.41873(18) 0.0923(18) Uani 1 1 d . . . H48 H 0.8724 0.2584 0.4436 0.111 Uiso 1 1 calc R . . C49 C 0.6868(5) 0.2731(3) 0.42164(17) 0.1017(19) Uani 1 1 d . . . H49 H 0.6556 0.2840 0.4487 0.122 Uiso 1 1 calc R . . C50 C 0.6051(5) 0.2735(2) 0.38596(15) 0.0733(14) Uani 1 1 d . . . H50 H 0.5184 0.2866 0.3880 0.088 Uiso 1 1 calc R . . C51 C 0.6497(4) 0.25426(16) 0.34603(13) 0.0444(10) Uani 1 1 d . . . N52 N 0.5656(3) 0.25455(12) 0.31091(10) 0.0370(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu 0.0449(3) 0.0277(2) 0.0401(3) 0.00098(19) -0.0032(2) -0.00384(19) O1 0.0627(19) 0.0236(12) 0.0641(19) 0.0075(12) 0.0069(15) -0.0041(11) O2 0.0447(17) 0.0721(18) 0.0495(19) 0.0072(13) -0.0136(16) -0.0110(13) O3 0.0444(17) 0.0260(12) 0.069(2) 0.0085(11) 0.0058(14) -0.0018(10) C1 0.052(3) 0.0347(19) 0.042(2) -0.0079(17) 0.000(2) -0.0107(17) C2 0.053(3) 0.045(2) 0.050(3) -0.0046(19) -0.007(2) -0.0131(19) C3 0.055(3) 0.0335(19) 0.057(3) 0.0034(18) -0.009(2) -0.0091(18) C4 0.056(3) 0.0318(19) 0.040(2) -0.0043(16) -0.004(2) -0.0091(17) C5 0.048(2) 0.0314(18) 0.039(2) -0.0034(16) -0.003(2) -0.0049(16) C6 0.053(3) 0.0262(18) 0.049(3) 0.0015(16) -0.004(2) -0.0028(16) C7 0.060(3) 0.0260(18) 0.060(3) 0.0008(17) -0.008(2) -0.0026(17) C8 0.057(3) 0.0306(19) 0.050(3) 0.0041(17) -0.009(2) 0.0026(17) C9 0.055(3) 0.0265(18) 0.039(2) 0.0058(15) -0.003(2) -0.0011(16) C10 0.042(2) 0.0289(18) 0.037(2) -0.0016(15) -0.0015(18) -0.0045(15) C11 0.042(2) 0.0302(18) 0.039(2) 0.0003(15) -0.0008(19) -0.0050(15) C12 0.048(3) 0.0283(19) 0.049(3) -0.0001(16) -0.006(2) -0.0067(16) C13 0.060(3) 0.0233(18) 0.060(3) -0.0019(17) -0.003(2) -0.0098(17) C14 0.043(2) 0.0267(18) 0.050(3) -0.0018(16) -0.001(2) -0.0058(16) C15 0.042(2) 0.0322(18) 0.046(3) 0.0057(16) -0.002(2) -0.0041(16) C16 0.049(3) 0.0298(19) 0.049(3) 0.0100(17) -0.002(2) -0.0059(17) C17 0.055(3) 0.034(2) 0.058(3) 0.0081(18) -0.011(2) -0.0064(18) C18 0.048(3) 0.048(2) 0.052(3) 0.0118(19) -0.005(2) 0.0021(18) C19 0.048(3) 0.041(2) 0.043(3) 0.0008(17) -0.003(2) 0.0010(17) C20 0.043(2) 0.0329(19) 0.036(2) 0.0014(15) 0.0014(18) 0.0021(16) N21 0.045(2) 0.0261(15) 0.043(2) 0.0051(12) -0.0068(16) -0.0043(13) N22 0.047(2) 0.0268(15) 0.046(2) 0.0005(13) -0.0046(17) -0.0048(13) N23 0.047(2) 0.0298(15) 0.0367(19) 0.0024(12) -0.0030(16) -0.0031(13) N24 0.044(2) 0.0303(15) 0.048(2) 0.0035(13) -0.0037(17) -0.0025(13) C25 0.059(3) 0.0245(18) 0.046(3) -0.0033(17) -0.009(2) -0.0062(17) C26 0.087(3) 0.030(2) 0.056(3) -0.0001(19) 0.005(2) -0.0051(19) C27 0.069(3) 0.032(2) 0.055(3) -0.0090(18) 0.003(2) -0.0061(18) C28 0.043(2) 0.035(2) 0.051(3) 0.0060(19) -0.005(2) -0.0108(17) C29 0.070(3) 0.037(2) 0.062(3) 0.008(2) 0.017(2) -0.0035(19) C30 0.074(3) 0.032(2) 0.062(3) 0.0014(19) 0.012(2) 0.0008(19) C31 0.045(2) 0.0291(18) 0.041(2) 0.0001(16) 0.0030(19) -0.0052(16) C32 0.042(3) 0.052(2) 0.055(3) 0.0082(19) -0.008(2) -0.0136(18) C33 0.055(3) 0.052(2) 0.046(3) 0.0137(18) -0.003(2) -0.0087(19) C34 0.043(2) 0.042(2) 0.046(3) 0.0096(18) -0.005(2) -0.0076(18) C35 0.041(3) 0.057(2) 0.056(3) 0.006(2) -0.008(2) -0.0093(19) C36 0.049(3) 0.048(2) 0.044(3) -0.0026(18) 0.003(2) -0.0035(18) C37 0.046(2) 0.0302(18) 0.046(2) 0.0041(16) -0.0003(19) -0.0054(18) C38 0.083(4) 0.030(2) 0.115(4) 0.000(2) 0.041(3) -0.004(2) C39 0.077(4) 0.043(2) 0.121(5) 0.006(2) 0.042(3) -0.014(2) C40 0.039(2) 0.0275(19) 0.053(3) 0.0020(17) -0.006(2) -0.0029(17) C41 0.070(4) 0.031(2) 0.117(4) 0.008(2) 0.039(3) 0.002(2) C42 0.061(3) 0.039(2) 0.103(4) 0.008(2) 0.026(3) -0.011(2) C43 0.037(2) 0.043(2) 0.042(3) 0.0025(17) -0.0011(19) 0.0026(17) C44 0.057(3) 0.118(4) 0.046(3) 0.001(3) 0.000(3) 0.010(3) C45 0.038(3) 0.149(4) 0.065(4) 0.006(3) -0.004(3) 0.021(3) C46 0.046(3) 0.090(3) 0.040(3) 0.006(2) 0.000(2) 0.011(2) C47 0.039(3) 0.158(5) 0.057(4) 0.012(3) -0.009(3) 0.020(3) C48 0.053(4) 0.165(5) 0.057(4) 0.010(3) -0.018(3) 0.010(3) C49 0.061(4) 0.193(6) 0.049(3) -0.016(3) -0.009(3) -0.004(4) C50 0.047(3) 0.128(4) 0.044(3) -0.003(3) -0.006(3) 0.014(3) C51 0.040(2) 0.044(2) 0.049(3) 0.0085(18) -0.005(2) 0.0017(18) N52 0.0387(18) 0.0312(15) 0.041(2) 0.0040(13) -0.0026(16) 0.0037(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu N23 2.000(3) . ? Cu N22 2.003(3) . ? Cu N21 2.005(3) . ? Cu N24 2.010(3) . ? O1 C28 1.384(4) . ? O1 HO1 1.0914 . ? O2 C34 1.369(4) . ? O2 HO2 0.9038 . ? O3 C40 1.371(4) . ? O3 HO3 1.1433 . ? C1 N21 1.374(4) . ? C1 C20 1.382(4) . ? C1 C2 1.439(4) . ? C2 C3 1.334(5) . ? C2 H2 0.9500 . ? C3 C4 1.431(5) . ? C3 H3 0.9500 . ? C4 C5 1.378(5) . ? C4 N21 1.384(4) . ? C5 C6 1.420(5) . ? C5 C25 1.510(4) . ? C6 N22 1.378(4) . ? C6 C7 1.414(5) . ? C7 C8 1.352(5) . ? C7 H7 0.9500 . ? C8 C9 1.435(4) . ? C8 H8 0.9500 . ? C9 N22 1.382(4) . ? C9 C10 1.386(4) . ? C10 C11 1.432(4) . ? C10 C31 1.474(5) . ? C11 N23 1.354(4) . ? C11 C12 1.442(4) . ? C12 C13 1.329(5) . ? C12 H12 0.9500 . ? C13 C14 1.432(5) . ? C13 H13 0.9500 . ? C14 N23 1.386(4) . ? C14 C15 1.386(5) . ? C15 C16 1.380(5) . ? C15 C37 1.521(4) . ? C16 N24 1.385(4) . ? C16 C17 1.429(5) . ? C17 C18 1.345(5) . ? C17 H17 0.9500 . ? C18 C19 1.448(5) . ? C18 H18 0.9500 . ? C19 N24 1.380(4) . ? C19 C20 1.381(4) . ? C20 C43 1.513(5) . ? C25 C30 1.368(5) . ? C25 C26 1.377(5) . ? C26 C27 1.380(5) . ? C26 H26 0.9500 . ? C27 C28 1.369(5) . ? C27 H27 0.9500 . ? C28 C29 1.367(5) . ? C29 C30 1.380(5) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? C31 C32 1.370(5) . ? C31 C36 1.375(5) . ? C32 C33 1.397(5) . ? C32 H32 0.9500 . ? C33 C34 1.383(5) . ? C33 H33 0.9500 . ? C34 C35 1.375(5) . ? C35 C36 1.374(5) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C37 C42 1.368(5) . ? C37 C38 1.367(5) . ? C38 C39 1.391(5) . ? C38 H38 0.9500 . ? C39 C40 1.349(6) . ? C39 H39 0.9500 . ? C40 C41 1.346(5) . ? C41 C42 1.405(5) . ? C41 H41 0.9500 . ? C42 H42 0.9500 . ? C43 N52 1.306(5) . ? C43 C44 1.402(6) . ? C44 C45 1.372(6) . ? C44 H44 0.9500 . ? C45 C46 1.370(6) . ? C45 H45 0.9500 . ? C46 C51 1.406(6) . ? C46 C47 1.426(6) . ? C47 C48 1.333(7) . ? C47 H47 0.9500 . ? C48 C49 1.401(7) . ? C48 H48 0.9500 . ? C49 C50 1.368(6) . ? C49 H49 0.9500 . ? C50 C51 1.412(6) . ? C50 H50 0.9500 . ? C51 N52 1.369(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N23 Cu N22 89.44(11) . . ? N23 Cu N21 177.91(13) . . ? N22 Cu N21 90.59(11) . . ? N23 Cu N24 90.43(11) . . ? N22 Cu N24 178.73(13) . . ? N21 Cu N24 89.59(11) . . ? C28 O1 HO1 118.5 . . ? C34 O2 HO2 98.2 . . ? C40 O3 HO3 106.6 . . ? N21 C1 C20 125.9(3) . . ? N21 C1 C2 109.2(3) . . ? C20 C1 C2 124.9(3) . . ? C3 C2 C1 107.8(3) . . ? C3 C2 H2 126.1 . . ? C1 C2 H2 126.1 . . ? C2 C3 C4 107.5(3) . . ? C2 C3 H3 126.2 . . ? C4 C3 H3 126.2 . . ? C5 C4 N21 125.2(3) . . ? C5 C4 C3 125.4(3) . . ? N21 C4 C3 109.4(3) . . ? C4 C5 C6 124.9(3) . . ? C4 C5 C25 119.4(3) . . ? C6 C5 C25 115.7(3) . . ? N22 C6 C7 110.5(3) . . ? N22 C6 C5 124.7(3) . . ? C7 C6 C5 124.8(3) . . ? C8 C7 C6 107.7(3) . . ? C8 C7 H7 126.1 . . ? C6 C7 H7 126.1 . . ? C7 C8 C9 106.6(3) . . ? C7 C8 H8 126.7 . . ? C9 C8 H8 126.7 . . ? N22 C9 C10 126.0(3) . . ? N22 C9 C8 110.0(3) . . ? C10 C9 C8 123.9(3) . . ? C9 C10 C11 122.0(3) . . ? C9 C10 C31 120.1(3) . . ? C11 C10 C31 117.9(3) . . ? N23 C11 C10 126.3(3) . . ? N23 C11 C12 110.8(3) . . ? C10 C11 C12 122.9(3) . . ? C13 C12 C11 106.0(3) . . ? C13 C12 H12 127.0 . . ? C11 C12 H12 127.0 . . ? C12 C13 C14 108.7(3) . . ? C12 C13 H13 125.6 . . ? C14 C13 H13 125.6 . . ? N23 C14 C15 126.1(3) . . ? N23 C14 C13 108.6(3) . . ? C15 C14 C13 125.3(3) . . ? C16 C15 C14 125.1(3) . . ? C16 C15 C37 117.7(3) . . ? C14 C15 C37 117.2(3) . . ? C15 C16 N24 124.9(3) . . ? C15 C16 C17 125.1(3) . . ? N24 C16 C17 110.0(3) . . ? C18 C17 C16 107.7(3) . . ? C18 C17 H17 126.2 . . ? C16 C17 H17 126.2 . . ? C17 C18 C19 107.1(3) . . ? C17 C18 H18 126.4 . . ? C19 C18 H18 126.4 . . ? N24 C19 C20 125.2(3) . . ? N24 C19 C18 109.5(3) . . ? C20 C19 C18 125.0(3) . . ? C1 C20 C19 124.5(3) . . ? C1 C20 C43 118.4(3) . . ? C19 C20 C43 117.1(3) . . ? C1 N21 C4 106.1(3) . . ? C1 N21 Cu 126.9(2) . . ? C4 N21 Cu 126.9(2) . . ? C6 N22 C9 105.2(3) . . ? C6 N22 Cu 126.8(2) . . ? C9 N22 Cu 127.6(2) . . ? C11 N23 C14 105.9(3) . . ? C11 N23 Cu 127.8(2) . . ? C14 N23 Cu 126.0(2) . . ? C19 N24 C16 105.7(3) . . ? C19 N24 Cu 127.2(2) . . ? C16 N24 Cu 127.1(2) . . ? C30 C25 C26 117.7(3) . . ? C30 C25 C5 122.3(4) . . ? C26 C25 C5 119.9(4) . . ? C25 C26 C27 121.1(4) . . ? C25 C26 H26 119.4 . . ? C27 C26 H26 119.4 . . ? C28 C27 C26 120.1(4) . . ? C28 C27 H27 119.9 . . ? C26 C27 H27 119.9 . . ? C29 C28 C27 119.4(3) . . ? C29 C28 O1 119.4(4) . . ? C27 C28 O1 121.2(4) . . ? C28 C29 C30 120.0(4) . . ? C28 C29 H29 120.0 . . ? C30 C29 H29 120.0 . . ? C25 C30 C29 121.6(4) . . ? C25 C30 H30 119.2 . . ? C29 C30 H30 119.2 . . ? C32 C31 C36 115.9(3) . . ? C32 C31 C10 121.3(3) . . ? C36 C31 C10 122.7(3) . . ? C31 C32 C33 122.6(4) . . ? C31 C32 H32 118.7 . . ? C33 C32 H32 118.7 . . ? C34 C33 C32 119.4(4) . . ? C34 C33 H33 120.3 . . ? C32 C33 H33 120.3 . . ? O2 C34 C35 117.8(4) . . ? O2 C34 C33 123.3(4) . . ? C35 C34 C33 118.9(4) . . ? C36 C35 C34 119.8(4) . . ? C36 C35 H35 120.1 . . ? C34 C35 H35 120.1 . . ? C31 C36 C35 123.3(4) . . ? C31 C36 H36 118.3 . . ? C35 C36 H36 118.3 . . ? C42 C37 C38 118.0(3) . . ? C42 C37 C15 122.6(4) . . ? C38 C37 C15 119.4(4) . . ? C37 C38 C39 119.9(4) . . ? C37 C38 H38 120.0 . . ? C39 C38 H38 120.0 . . ? C40 C39 C38 121.9(4) . . ? C40 C39 H39 119.0 . . ? C38 C39 H39 119.0 . . ? C41 C40 C39 118.9(3) . . ? C41 C40 O3 120.1(4) . . ? C39 C40 O3 121.1(4) . . ? C40 C41 C42 120.2(4) . . ? C40 C41 H41 119.9 . . ? C42 C41 H41 119.9 . . ? C37 C42 C41 121.1(4) . . ? C37 C42 H42 119.5 . . ? C41 C42 H42 119.5 . . ? N52 C43 C44 122.1(4) . . ? N52 C43 C20 116.1(3) . . ? C44 C43 C20 121.7(4) . . ? C45 C44 C43 118.7(4) . . ? C45 C44 H44 120.7 . . ? C43 C44 H44 120.6 . . ? C46 C45 C44 120.9(5) . . ? C46 C45 H45 119.6 . . ? C44 C45 H45 119.6 . . ? C45 C46 C51 117.1(4) . . ? C45 C46 C47 124.4(5) . . ? C51 C46 C47 118.5(4) . . ? C48 C47 C46 121.0(5) . . ? C48 C47 H47 119.5 . . ? C46 C47 H47 119.5 . . ? C47 C48 C49 120.6(5) . . ? C47 C48 H48 119.7 . . ? C49 C48 H48 119.7 . . ? C50 C49 C48 120.7(5) . . ? C50 C49 H49 119.7 . . ? C48 C49 H49 119.7 . . ? C49 C50 C51 119.9(5) . . ? C49 C50 H50 120.1 . . ? C51 C50 H50 120.1 . . ? N52 C51 C46 122.1(4) . . ? N52 C51 C50 118.6(4) . . ? C46 C51 C50 119.3(4) . . ? C43 N52 C51 119.0(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 HO1 O3 1.09 1.56 2.625(4) 163.5 1_565 O2 HO2 O1 0.90 1.90 2.712(4) 148.7 3_565 O3 HO3 N52 1.14 1.57 2.637(4) 151.7 2_545 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.614 _refine_diff_density_min -0.381 _refine_diff_density_rms 0.079 data_Complex-2 _database_code_depnum_ccdc_archive 'CCDC 224829' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '(C47 H29 N5 O3 Zn), (H2 O), 3(C6 H5 N O2)' _chemical_formula_sum 'C65 H46 N8 O10 Zn' _chemical_formula_weight 1164.47 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' O O 0.0106 0.0060 '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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/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 16.1880(4) _cell_length_b 19.6060(5) _cell_length_c 18.2030(5) _cell_angle_alpha 90.00 _cell_angle_beta 109.4380(10) _cell_angle_gamma 90.00 _cell_volume 5448.0(2) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 7039 _cell_measurement_theta_min 2.08 _cell_measurement_theta_max 25.0 _exptl_crystal_description plates _exptl_crystal_colour red _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.420 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2408 _exptl_absorpt_coefficient_mu 0.523 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '1 deg. Phi scans' _diffrn_detector_area_resol_mean '56 microns' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31748 _diffrn_reflns_av_R_equivalents 0.0570 _diffrn_reflns_av_sigmaI/netI 0.0475 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 25.00 _reflns_number_total 9548 _reflns_number_gt 7039 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect, Nonius B.V.' _computing_cell_refinement Denzo _computing_data_reduction Denzo _computing_structure_solution SIR-97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-III & Mercury' _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. One of the three molecules of the nitrobenzene solvent is rotationally disordered between two possible orientations. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type fullcycle _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0733P)^2^+2.7984P] 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 9548 _refine_ls_number_parameters 796 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0733 _refine_ls_R_factor_gt 0.0471 _refine_ls_wR_factor_ref 0.1307 _refine_ls_wR_factor_gt 0.1158 _refine_ls_goodness_of_fit_ref 1.006 _refine_ls_restrained_S_all 1.006 _refine_ls_shift/su_max 0.189 _refine_ls_shift/su_mean 0.032 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn Zn 0.60939(2) 0.180500(14) 0.296691(19) 0.02401(11) Uani 1 1 d . . . O1 O 0.57502(13) -0.28185(9) 0.34224(12) 0.0325(5) Uani 1 1 d . . . HO1 H 0.5861 -0.3108 0.3032 0.068(12) Uiso 1 1 d R . . O2 O 0.01330(13) 0.15431(10) 0.06569(13) 0.0373(5) Uani 1 1 d . . . HO2 H -0.0241 0.1759 0.0849 0.15(3) Uiso 1 1 d R . . O3 O 0.62677(13) 0.64218(9) 0.24058(12) 0.0327(5) Uani 1 1 d . . . HO3 H 0.5955 0.6589 0.1849 0.085(14) Uiso 1 1 d R . . O4 O 0.67181(14) 0.17347(10) 0.20437(12) 0.0346(5) Uani 1 1 d . . . HO4A H 0.7218 0.1608 0.1900 0.050 Uiso 1 1 d . . . HO4B H 0.6110 0.1752 0.1698 0.050 Uiso 1 1 d . . . C1 C 0.78119(18) 0.12191(13) 0.41133(17) 0.0268(6) Uani 1 1 d . . . C2 C 0.8220(2) 0.05913(14) 0.44806(19) 0.0318(7) Uani 1 1 d . . . H2 H 0.8799 0.0540 0.4836 0.038 Uiso 1 1 calc R . . C3 C 0.76137(19) 0.00904(14) 0.42183(18) 0.0304(7) Uani 1 1 d . . . H3 H 0.7691 -0.0379 0.4355 0.036 Uiso 1 1 calc R . . C4 C 0.68256(19) 0.04019(12) 0.36918(17) 0.0255(6) Uani 1 1 d . . . C5 C 0.60442(18) 0.00616(13) 0.33040(17) 0.0242(6) Uani 1 1 d . . . C6 C 0.52535(18) 0.03770(12) 0.28509(16) 0.0239(6) Uani 1 1 d . . . C7 C 0.44232(19) 0.00273(13) 0.25357(17) 0.0257(6) Uani 1 1 d . . . H7 H 0.4323 -0.0447 0.2572 0.031 Uiso 1 1 calc R . . C8 C 0.38133(19) 0.05043(13) 0.21790(17) 0.0263(6) Uani 1 1 d . . . H8 H 0.3205 0.0428 0.1926 0.032 Uiso 1 1 calc R . . C9 C 0.42664(18) 0.11499(13) 0.22580(17) 0.0243(6) Uani 1 1 d . . . C10 C 0.38437(18) 0.17776(13) 0.19973(16) 0.0241(6) Uani 1 1 d . . . C11 C 0.42552(19) 0.24167(13) 0.21313(16) 0.0251(6) Uani 1 1 d . . . C12 C 0.38041(19) 0.30599(13) 0.19156(17) 0.0273(7) Uani 1 1 d . . . H12 H 0.3196 0.3123 0.1650 0.033 Uiso 1 1 calc R . . C13 C 0.44180(19) 0.35562(13) 0.21669(17) 0.0297(7) Uani 1 1 d . . . H13 H 0.4318 0.4034 0.2109 0.036 Uiso 1 1 calc R . . C14 C 0.52502(19) 0.32270(12) 0.25383(16) 0.0246(6) Uani 1 1 d . . . C15 C 0.60452(19) 0.35730(13) 0.28953(17) 0.0262(6) Uani 1 1 d . . . C16 C 0.68415(18) 0.32630(12) 0.33403(17) 0.0250(6) Uani 1 1 d . . . C17 C 0.76745(19) 0.36106(13) 0.36773(18) 0.0297(7) Uani 1 1 d . . . H17 H 0.7778 0.4085 0.3647 0.036 Uiso 1 1 calc R . . C18 C 0.8278(2) 0.31325(13) 0.40440(18) 0.0298(7) Uani 1 1 d . . . H18 H 0.8883 0.3207 0.4319 0.036 Uiso 1 1 calc R . . C19 C 0.78181(18) 0.24845(13) 0.39323(17) 0.0249(6) Uani 1 1 d . . . C20 C 0.82214(19) 0.18567(13) 0.42135(17) 0.0264(6) Uani 1 1 d . . . N21 N 0.69600(15) 0.10958(10) 0.36510(14) 0.0264(5) Uani 1 1 d . . . N22 N 0.51433(15) 0.10594(10) 0.26634(14) 0.0250(5) Uani 1 1 d . . . N23 N 0.51361(15) 0.25314(11) 0.25060(14) 0.0254(5) Uani 1 1 d . . . N24 N 0.69512(15) 0.25769(10) 0.35068(14) 0.0256(5) Uani 1 1 d . . . C25 C 0.60199(18) -0.07033(12) 0.33694(16) 0.0241(6) Uani 1 1 d . . . C26 C 0.64218(18) -0.11188(13) 0.29734(17) 0.0264(6) Uani 1 1 d . . . H26 H 0.6766 -0.0918 0.2698 0.032 Uiso 1 1 calc R . . C27 C 0.63309(18) -0.18228(13) 0.29726(16) 0.0249(6) Uani 1 1 d . . . H27 H 0.6600 -0.2099 0.2688 0.030 Uiso 1 1 calc R . . C28 C 0.58482(18) -0.21206(13) 0.33858(17) 0.0259(6) Uani 1 1 d . . . C29 C 0.54566(19) -0.17143(13) 0.38039(17) 0.0276(6) Uani 1 1 d . . . H29 H 0.5133 -0.1916 0.4097 0.033 Uiso 1 1 calc R . . C30 C 0.55433(19) -0.10132(13) 0.37883(17) 0.0290(7) Uani 1 1 d . . . H30 H 0.5271 -0.0737 0.4070 0.035 Uiso 1 1 calc R . . C31 C 0.28626(19) 0.17552(13) 0.16114(17) 0.0276(6) Uani 1 1 d . . . C32 C 0.2463(2) 0.14559(14) 0.08874(18) 0.0328(7) Uani 1 1 d . . . H32 H 0.2817 0.1291 0.0601 0.039 Uiso 1 1 calc R . . C33 C 0.1548(2) 0.13924(14) 0.05704(18) 0.0339(7) Uani 1 1 d . . . H33 H 0.1287 0.1184 0.0076 0.041 Uiso 1 1 calc R . . C34 C 0.10311(19) 0.16347(14) 0.09820(18) 0.0313(7) Uani 1 1 d . . . C35 C 0.1411(2) 0.19530(14) 0.16909(18) 0.0315(7) Uani 1 1 d . . . H35 H 0.1055 0.2136 0.1966 0.038 Uiso 1 1 calc R . . C36 C 0.23111(19) 0.20040(14) 0.19965(19) 0.0314(7) Uani 1 1 d . . . H36 H 0.2565 0.2217 0.2489 0.038 Uiso 1 1 calc R . . C37 C 0.60582(18) 0.43316(13) 0.27776(17) 0.0265(6) Uani 1 1 d . . . C38 C 0.5827(2) 0.45919(14) 0.20240(18) 0.0322(7) Uani 1 1 d . . . H38 H 0.5637 0.4289 0.1593 0.039 Uiso 1 1 calc R . . C39 C 0.5870(2) 0.52833(14) 0.18928(18) 0.0330(7) Uani 1 1 d . . . H39 H 0.5697 0.5453 0.1375 0.040 Uiso 1 1 calc R . . C40 C 0.61659(19) 0.57303(13) 0.25180(17) 0.0280(7) Uani 1 1 d . . . C41 C 0.6379(2) 0.54848(14) 0.32697(18) 0.0329(7) Uani 1 1 d . . . H41 H 0.6567 0.5789 0.3700 0.040 Uiso 1 1 calc R . . C42 C 0.6315(2) 0.47872(13) 0.33923(18) 0.0316(7) Uani 1 1 d . . . H42 H 0.6451 0.4621 0.3909 0.038 Uiso 1 1 calc R . . C43 C 0.92023(19) 0.18792(12) 0.45639(17) 0.0266(6) Uani 1 1 d . . . C44 C 0.9651(2) 0.20653(16) 0.53467(19) 0.0389(8) Uani 1 1 d . . . H44 H 0.9333 0.2151 0.5692 0.047 Uiso 1 1 calc R . . C45 C 1.0539(2) 0.21202(17) 0.56022(19) 0.0424(8) Uani 1 1 d . . . H45 H 1.0844 0.2248 0.6126 0.051 Uiso 1 1 calc R . . C46 C 1.1006(2) 0.19870(15) 0.50909(19) 0.0351(7) Uani 1 1 d . . . C47 C 1.1935(2) 0.20487(18) 0.5297(2) 0.0496(9) Uani 1 1 d . . . H47 H 1.2273 0.2187 0.5809 0.059 Uiso 1 1 calc R . . C48 C 1.2340(2) 0.1912(2) 0.4767(3) 0.0587(11) Uani 1 1 d . . . H48 H 1.2959 0.1947 0.4915 0.070 Uiso 1 1 calc R . . C49 C 1.1854(2) 0.1720(2) 0.4008(2) 0.0564(10) Uani 1 1 d . . . H49 H 1.2144 0.1630 0.3643 0.068 Uiso 1 1 calc R . . C50 C 1.0961(2) 0.16593(18) 0.3786(2) 0.0461(9) Uani 1 1 d . . . H50 H 1.0638 0.1526 0.3268 0.055 Uiso 1 1 calc R . . C51 C 1.05196(19) 0.17931(13) 0.43179(18) 0.0291(7) Uani 1 1 d . . . N52 N 0.96211(15) 0.17478(10) 0.40685(14) 0.0259(5) Uani 1 1 d . . . C53 C 0.4758(2) -0.01124(15) 0.08395(18) 0.0353(7) Uani 1 1 d . . . C54 C 0.4939(2) -0.07703(16) 0.11053(19) 0.0420(8) Uani 1 1 d . . . H54 H 0.5513 -0.0901 0.1420 0.050 Uiso 1 1 calc R . . C55 C 0.4261(3) -0.12343(18) 0.0900(2) 0.0592(11) Uani 1 1 d . . . H55 H 0.4361 -0.1694 0.1072 0.071 Uiso 1 1 calc R . . C56 C 0.3417(3) -0.1022(2) 0.0433(2) 0.0668(12) Uani 1 1 d . . . H56 H 0.2946 -0.1338 0.0286 0.080 Uiso 1 1 calc R . . C57 C 0.3283(3) -0.0359(2) 0.0193(2) 0.0604(11) Uani 1 1 d . . . H57 H 0.2712 -0.0217 -0.0116 0.072 Uiso 1 1 calc R . . C58 C 0.3944(3) 0.00988(19) 0.0384(2) 0.0483(9) Uani 1 1 d . . . H58 H 0.3846 0.0557 0.0205 0.058 Uiso 1 1 calc R . . N59 N 0.5496(2) 0.03889(15) 0.10825(18) 0.0504(8) Uani 1 1 d . . . O60 O 0.6224(2) 0.01844(16) 0.14896(17) 0.0681(8) Uani 1 1 d . . . O61 O 0.5320(2) 0.09731(14) 0.08596(16) 0.0722(9) Uani 1 1 d . . . C62 C 0.2048(2) -0.08632(17) 0.1930(2) 0.0486(9) Uani 1 1 d . . . C63 C 0.2222(3) -0.04358(19) 0.2550(3) 0.0623(11) Uani 1 1 d . B . H63 H 0.2768 -0.0502 0.2951 0.075 Uiso 1 1 calc R A 1 C64A C 0.1721(7) 0.0065(4) 0.2664(6) 0.070(3) Uani 0.50 1 d P B 1 H64A H 0.1863 0.0285 0.3156 0.084 Uiso 0.50 1 calc PR B 1 C65A C 0.1022(7) 0.0246(4) 0.2076(6) 0.070(3) Uani 0.50 1 d P B 1 H65A H 0.0695 0.0636 0.2122 0.084 Uiso 0.50 1 calc PR B 1 C66A C 0.0765(4) -0.0130(3) 0.1395(4) 0.0392(16) Uani 0.50 1 d P B 1 H66A H 0.0243 -0.0023 0.0981 0.047 Uiso 0.50 1 calc PR B 1 C67A C 0.1297(5) -0.0671(4) 0.1335(4) 0.0494(18) Uani 0.50 1 d P B 1 H67A H 0.1135 -0.0922 0.0862 0.059 Uiso 0.50 1 calc PR B 1 C64B C 0.1581(7) 0.0129(5) 0.2348(9) 0.106(5) Uani 0.50 1 d P B 2 H64B H 0.1631 0.0500 0.2696 0.128 Uiso 0.50 1 calc PR B 2 C65B C 0.0887(7) 0.0106(5) 0.1622(10) 0.126(6) Uani 0.50 1 d P B 2 H65B H 0.0478 0.0471 0.1492 0.151 Uiso 0.50 1 calc PR B 2 C66B C 0.0775(8) -0.0448(7) 0.1072(8) 0.125(6) Uani 0.50 1 d P B 2 H66B H 0.0268 -0.0461 0.0619 0.150 Uiso 0.50 1 calc PR B 2 C67B C 0.1371(7) -0.0936(6) 0.1191(6) 0.083(3) Uani 0.50 1 d P B 2 H67B H 0.1352 -0.1291 0.0830 0.100 Uiso 0.50 1 calc PR B 2 N68 N 0.2632(3) -0.14365(17) 0.1968(3) 0.0739(11) Uani 1 1 d . B . O69 O 0.3298(2) -0.14760(16) 0.2509(3) 0.1118(16) Uani 1 1 d . . . O70 O 0.2382(3) -0.18494(17) 0.1424(3) 0.1252(18) Uani 1 1 d . . . C71 C 0.5776(2) 0.12674(15) 0.48535(18) 0.0359(7) Uani 1 1 d . . . C72 C 0.4977(2) 0.09543(16) 0.45013(19) 0.0384(8) Uani 1 1 d . . . H72 H 0.4912 0.0477 0.4553 0.046 Uiso 1 1 calc R . . C73 C 0.4273(2) 0.13497(17) 0.40710(19) 0.0405(8) Uani 1 1 d . . . H73 H 0.3718 0.1145 0.3826 0.049 Uiso 1 1 calc R . . C74 C 0.4381(3) 0.20435(17) 0.3999(2) 0.0455(9) Uani 1 1 d . . . H74 H 0.3893 0.2315 0.3714 0.055 Uiso 1 1 calc R . . C75 C 0.5195(2) 0.23455(16) 0.4339(2) 0.0442(8) Uani 1 1 d . . . H75 H 0.5267 0.2820 0.4271 0.053 Uiso 1 1 calc R . . C76 C 0.5904(2) 0.19561(15) 0.4779(2) 0.0392(8) Uani 1 1 d . . . H76 H 0.6462 0.2159 0.5022 0.047 Uiso 1 1 calc R . . N77 N 0.65101(18) 0.08552(13) 0.53451(16) 0.0415(7) Uani 1 1 d . . . O78 O 0.72333(16) 0.11261(12) 0.56237(15) 0.0512(6) Uani 1 1 d . . . O79 O 0.63711(16) 0.02561(12) 0.54679(16) 0.0551(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn 0.02542(19) 0.01430(17) 0.0346(2) 0.00067(12) 0.01309(15) 0.00038(12) O1 0.0408(13) 0.0128(10) 0.0478(13) 0.0012(8) 0.0198(11) -0.0004(8) O2 0.0260(12) 0.0360(12) 0.0466(14) -0.0018(10) 0.0077(11) 0.0010(9) O3 0.0411(13) 0.0168(10) 0.0383(13) 0.0025(8) 0.0107(10) -0.0010(8) O4 0.0371(13) 0.0310(11) 0.0402(13) -0.0008(9) 0.0189(10) 0.0002(9) C1 0.0261(16) 0.0211(14) 0.0362(17) -0.0010(12) 0.0142(14) 0.0011(11) C2 0.0252(16) 0.0247(15) 0.046(2) 0.0035(13) 0.0129(14) 0.0032(12) C3 0.0283(17) 0.0186(14) 0.0454(19) 0.0033(12) 0.0139(14) 0.0028(11) C4 0.0301(16) 0.0157(13) 0.0334(17) 0.0002(11) 0.0144(13) 0.0012(11) C5 0.0284(16) 0.0162(13) 0.0330(16) -0.0006(11) 0.0169(13) 0.0002(11) C6 0.0311(16) 0.0144(13) 0.0302(16) -0.0009(11) 0.0155(13) 0.0015(11) C7 0.0312(17) 0.0160(13) 0.0333(17) 0.0000(11) 0.0150(14) -0.0032(11) C8 0.0261(16) 0.0218(14) 0.0319(17) -0.0022(11) 0.0109(13) -0.0032(11) C9 0.0258(16) 0.0186(14) 0.0310(16) -0.0007(11) 0.0128(13) 0.0006(11) C10 0.0248(15) 0.0225(14) 0.0279(16) -0.0010(11) 0.0126(13) 0.0013(11) C11 0.0286(16) 0.0191(14) 0.0314(16) -0.0002(11) 0.0151(13) 0.0029(11) C12 0.0273(16) 0.0228(15) 0.0328(17) 0.0020(11) 0.0112(14) 0.0048(11) C13 0.0364(18) 0.0165(14) 0.0383(18) 0.0022(11) 0.0154(15) 0.0020(12) C14 0.0298(16) 0.0153(13) 0.0320(16) -0.0004(11) 0.0146(13) 0.0013(11) C15 0.0341(17) 0.0151(14) 0.0346(17) -0.0013(11) 0.0182(14) 0.0001(11) C16 0.0280(16) 0.0153(13) 0.0346(17) -0.0023(11) 0.0144(13) -0.0018(11) C17 0.0335(17) 0.0163(14) 0.0416(19) -0.0002(12) 0.0156(15) -0.0022(11) C18 0.0289(17) 0.0219(15) 0.0404(18) -0.0032(12) 0.0142(14) -0.0050(12) C19 0.0252(16) 0.0188(14) 0.0336(17) -0.0003(11) 0.0137(13) -0.0010(11) C20 0.0276(16) 0.0224(14) 0.0332(17) -0.0015(11) 0.0154(13) -0.0003(11) N21 0.0266(14) 0.0172(11) 0.0380(15) 0.0007(10) 0.0143(11) 0.0003(9) N22 0.0279(14) 0.0164(11) 0.0340(14) 0.0014(9) 0.0146(11) 0.0021(9) N23 0.0281(14) 0.0171(11) 0.0331(14) -0.0008(9) 0.0131(11) 0.0015(9) N24 0.0281(14) 0.0155(11) 0.0356(14) 0.0017(9) 0.0138(11) 0.0013(9) C25 0.0281(16) 0.0150(13) 0.0298(16) 0.0016(11) 0.0104(13) 0.0010(11) C26 0.0275(16) 0.0194(14) 0.0338(17) 0.0032(11) 0.0123(13) 0.0008(11) C27 0.0261(16) 0.0199(14) 0.0297(16) 0.0001(11) 0.0108(13) 0.0032(11) C28 0.0257(16) 0.0167(14) 0.0320(17) 0.0022(11) 0.0051(13) 0.0010(11) C29 0.0322(17) 0.0179(14) 0.0365(17) 0.0045(11) 0.0165(14) -0.0006(11) C30 0.0338(17) 0.0213(14) 0.0362(18) 0.0005(12) 0.0172(14) 0.0036(12) C31 0.0279(16) 0.0197(14) 0.0352(17) 0.0016(12) 0.0105(13) 0.0003(11) C32 0.0352(18) 0.0264(16) 0.0393(19) -0.0005(13) 0.0156(15) 0.0069(12) C33 0.0377(19) 0.0267(16) 0.0338(18) -0.0043(12) 0.0073(15) 0.0014(13) C34 0.0299(17) 0.0238(15) 0.0404(19) 0.0031(12) 0.0121(15) 0.0019(12) C35 0.0330(18) 0.0280(15) 0.0355(18) -0.0019(12) 0.0143(15) 0.0026(12) C36 0.0281(17) 0.0300(15) 0.0355(18) 0.0002(12) 0.0099(14) 0.0014(12) C37 0.0252(16) 0.0175(14) 0.0386(18) 0.0026(12) 0.0131(14) 0.0005(11) C38 0.0418(19) 0.0200(15) 0.0357(18) -0.0035(12) 0.0140(15) -0.0018(12) C39 0.045(2) 0.0229(15) 0.0310(17) 0.0003(12) 0.0130(15) -0.0017(13) C40 0.0325(17) 0.0149(14) 0.0363(18) 0.0011(11) 0.0110(14) 0.0014(11) C41 0.0411(19) 0.0216(15) 0.0327(17) -0.0038(12) 0.0077(14) 0.0003(12) C42 0.0423(19) 0.0196(15) 0.0332(18) 0.0055(12) 0.0130(15) 0.0016(12) C43 0.0291(16) 0.0150(13) 0.0362(18) 0.0029(11) 0.0117(14) -0.0015(11) C44 0.043(2) 0.0429(18) 0.0335(19) -0.0026(14) 0.0160(16) -0.0049(15) C45 0.040(2) 0.050(2) 0.0290(18) 0.0015(14) 0.0003(16) -0.0068(15) C46 0.0300(18) 0.0311(16) 0.0385(19) 0.0083(13) 0.0038(15) 0.0021(13) C47 0.033(2) 0.058(2) 0.047(2) 0.0082(17) -0.0009(18) -0.0044(16) C48 0.026(2) 0.076(3) 0.070(3) 0.011(2) 0.010(2) 0.0015(17) C49 0.031(2) 0.077(3) 0.064(3) -0.004(2) 0.019(2) 0.0012(18) C50 0.0289(19) 0.063(2) 0.046(2) -0.0110(17) 0.0121(16) 0.0005(15) C51 0.0245(16) 0.0253(15) 0.0360(18) 0.0007(12) 0.0081(14) 0.0012(11) N52 0.0239(13) 0.0202(12) 0.0337(14) -0.0023(10) 0.0096(11) 0.0004(9) C53 0.043(2) 0.0357(17) 0.0297(17) -0.0028(13) 0.0161(15) 0.0070(14) C54 0.054(2) 0.0381(19) 0.0358(19) -0.0011(14) 0.0172(17) 0.0133(16) C55 0.105(4) 0.033(2) 0.051(2) -0.0011(16) 0.040(2) 0.003(2) C56 0.064(3) 0.088(3) 0.054(3) -0.020(2) 0.027(2) -0.032(2) C57 0.047(3) 0.085(3) 0.046(2) 0.001(2) 0.012(2) 0.011(2) C58 0.059(3) 0.049(2) 0.038(2) 0.0055(16) 0.0181(18) 0.0182(18) N59 0.083(3) 0.0419(18) 0.0372(18) -0.0088(13) 0.0340(18) -0.0032(16) O60 0.0543(19) 0.097(2) 0.0535(18) -0.0176(16) 0.0187(15) -0.0093(16) O61 0.128(3) 0.0430(16) 0.0570(18) -0.0116(13) 0.0452(18) -0.0148(16) C62 0.047(2) 0.040(2) 0.062(3) 0.0140(17) 0.024(2) -0.0066(16) C63 0.064(3) 0.043(2) 0.094(3) 0.006(2) 0.045(3) -0.0201(19) C64A 0.116(8) 0.023(4) 0.107(8) -0.004(4) 0.087(7) -0.024(4) C65A 0.093(7) 0.049(5) 0.097(8) 0.021(5) 0.071(7) 0.002(5) C66A 0.034(4) 0.021(3) 0.064(5) 0.020(3) 0.018(3) -0.006(2) C67A 0.056(5) 0.049(4) 0.048(4) 0.014(3) 0.024(4) -0.001(3) C64B 0.073(7) 0.053(6) 0.232(15) 0.066(7) 0.102(9) 0.008(5) C65B 0.060(7) 0.035(5) 0.281(18) 0.074(8) 0.054(9) -0.007(4) C66B 0.077(8) 0.106(10) 0.150(12) 0.082(9) -0.019(8) -0.039(7) C67B 0.075(7) 0.098(8) 0.066(6) 0.021(5) 0.009(5) -0.042(6) N68 0.084(3) 0.044(2) 0.121(4) 0.000(2) 0.071(3) -0.0187(19) O69 0.0445(19) 0.059(2) 0.215(5) 0.057(2) 0.021(2) -0.0037(15) O70 0.206(5) 0.064(2) 0.164(4) -0.038(2) 0.138(4) -0.050(2) C71 0.0408(19) 0.0348(17) 0.0379(19) -0.0048(13) 0.0208(16) -0.0002(14) C72 0.043(2) 0.0398(18) 0.0404(19) -0.0093(14) 0.0243(16) -0.0089(15) C73 0.038(2) 0.050(2) 0.0355(19) -0.0116(15) 0.0149(16) -0.0029(15) C74 0.058(2) 0.048(2) 0.036(2) -0.0050(15) 0.0222(18) 0.0069(17) C75 0.062(2) 0.0331(18) 0.044(2) -0.0057(14) 0.0275(19) -0.0013(16) C76 0.045(2) 0.0354(18) 0.042(2) -0.0079(14) 0.0220(17) -0.0080(14) N77 0.0400(17) 0.0378(16) 0.0490(18) -0.0068(12) 0.0180(14) -0.0068(13) O78 0.0426(15) 0.0488(14) 0.0612(17) -0.0124(12) 0.0159(13) -0.0122(11) O79 0.0475(15) 0.0391(14) 0.0747(19) 0.0046(12) 0.0149(13) -0.0069(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 Zn N22 2.060(2) . ? Zn N23 2.066(2) . ? Zn N24 2.067(2) . ? Zn N21 2.071(2) . ? Zn O4 2.235(2) . ? O1 C28 1.382(3) . ? O1 HO1 0.9717 . ? O2 C34 1.387(4) . ? O2 HO2 0.9009 . ? O3 C40 1.389(3) . ? O3 HO3 1.0246 . ? O4 H4A 0.9623 . ? O4 H4B 0.9766 . ? C1 N21 1.377(4) . ? C1 C20 1.398(4) . ? C1 C2 1.451(4) . ? C2 C3 1.358(4) . ? C2 H2 0.9500 . ? C3 C4 1.451(4) . ? C3 H3 0.9500 . ? C4 N21 1.384(3) . ? C4 C5 1.396(4) . ? C5 C6 1.414(4) . ? C5 C25 1.506(4) . ? C6 N22 1.378(3) . ? C6 C7 1.447(4) . ? C7 C8 1.358(4) . ? C7 H7 0.9500 . ? C8 C9 1.446(4) . ? C8 H8 0.9500 . ? C9 N22 1.376(4) . ? C9 C10 1.411(4) . ? C10 C11 1.402(4) . ? C10 C31 1.508(4) . ? C11 N23 1.379(4) . ? C11 C12 1.445(4) . ? C12 C13 1.357(4) . ? C12 H12 0.9500 . ? C13 C14 1.443(4) . ? C13 H13 0.9500 . ? C14 N23 1.375(3) . ? C14 C15 1.408(4) . ? C15 C16 1.412(4) . ? C15 C37 1.504(4) . ? C16 N24 1.377(3) . ? C16 C17 1.452(4) . ? C17 C18 1.359(4) . ? C17 H17 0.9500 . ? C18 C19 1.452(4) . ? C18 H18 0.9500 . ? C19 N24 1.371(4) . ? C19 C20 1.407(4) . ? C20 C43 1.502(4) . ? C25 C26 1.385(4) . ? C25 C30 1.392(4) . ? C26 C27 1.388(4) . ? C26 H26 0.9500 . ? C27 C28 1.382(4) . ? C27 H27 0.9500 . ? C28 C29 1.392(4) . ? C29 C30 1.383(4) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? C31 C32 1.390(4) . ? C31 C36 1.394(4) . ? C32 C33 1.406(4) . ? C32 H32 0.9500 . ? C33 C34 1.380(4) . ? C33 H33 0.9500 . ? C34 C35 1.380(4) . ? C35 C36 1.380(4) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C37 C42 1.383(4) . ? C37 C38 1.393(4) . ? C38 C39 1.382(4) . ? C38 H38 0.9500 . ? C39 C40 1.389(4) . ? C39 H39 0.9500 . ? C40 C41 1.382(4) . ? C41 C42 1.395(4) . ? C41 H41 0.9500 . ? C42 H42 0.9500 . ? C43 N52 1.321(4) . ? C43 C44 1.415(4) . ? C44 C45 1.361(5) . ? C44 H44 0.9500 . ? C45 C46 1.405(5) . ? C45 H45 0.9500 . ? C46 C51 1.417(4) . ? C46 C47 1.429(5) . ? C47 C48 1.363(6) . ? C47 H47 0.9500 . ? C48 C49 1.394(6) . ? C48 H48 0.9500 . ? C49 C50 1.370(5) . ? C49 H49 0.9500 . ? C50 C51 1.407(5) . ? C50 H50 0.9500 . ? C51 N52 1.375(4) . ? C53 C58 1.367(5) . ? C53 C54 1.375(4) . ? C53 N59 1.495(5) . ? C54 C55 1.378(5) . ? C54 H54 0.9500 . ? C55 C56 1.411(6) . ? C55 H55 0.9500 . ? C56 C57 1.365(6) . ? C56 H56 0.9500 . ? C57 C58 1.351(6) . ? C57 H57 0.9500 . ? C58 H58 0.9500 . ? N59 O61 1.217(4) . ? N59 O60 1.233(4) . ? C62 C63 1.357(6) . ? C62 C67A 1.385(8) . ? C62 C67B 1.433(9) . ? C62 N68 1.455(4) . ? C63 C64A 1.333(9) . ? C63 C64B 1.478(9) . ? C63 H63 0.9500 . ? C64A C65A 1.322(13) . ? C64A H64A 0.9500 . ? C65A C66A 1.382(12) . ? C65A H65A 0.9500 . ? C66A C67A 1.393(10) . ? C66A H66A 0.9500 . ? C67A H67A 0.9500 . ? C64B C65B 1.422(18) . ? C64B H64B 0.9500 . ? C65B C66B 1.45(2) . ? C65B H65B 0.9500 . ? C66B C67B 1.325(16) . ? C66B H66B 0.9500 . ? C67B H67B 0.9500 . ? N68 O69 1.197(5) . ? N68 O70 1.237(5) . ? C71 C76 1.380(4) . ? C71 C72 1.382(4) . ? C71 N77 1.469(4) . ? C72 C73 1.385(5) . ? C72 H72 0.9500 . ? C73 C74 1.383(5) . ? C73 H73 0.9500 . ? C74 C75 1.389(5) . ? C74 H74 0.9500 . ? C75 C76 1.389(5) . ? C75 H75 0.9500 . ? C76 H76 0.9500 . ? N77 O79 1.230(3) . ? N77 O78 1.231(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 N22 Zn N23 89.29(9) . . ? N22 Zn N24 165.98(9) . . ? N23 Zn N24 89.01(9) . . ? N22 Zn N21 88.89(9) . . ? N23 Zn N21 166.73(9) . . ? N24 Zn N21 89.58(9) . . ? N22 Zn O4 103.82(8) . . ? N23 Zn O4 101.72(8) . . ? N24 Zn O4 90.15(8) . . ? N21 Zn O4 91.48(9) . . ? C28 O1 HO1 119.4 . . ? C34 O2 HO2 121.2 . . ? C40 O3 HO3 114.5 . . ? Zn O4 HO4A 148.4 . . ? Zn O4 HO4B 82.6 . . ? HO4A O4 H4OB 126.3 . . ? N21 C1 C20 124.9(2) . . ? N21 C1 C2 110.0(2) . . ? C20 C1 C2 125.1(3) . . ? C3 C2 C1 106.6(3) . . ? C3 C2 H2 126.7 . . ? C1 C2 H2 126.7 . . ? C2 C3 C4 107.6(2) . . ? C2 C3 H3 126.2 . . ? C4 C3 H3 126.2 . . ? N21 C4 C5 125.1(3) . . ? N21 C4 C3 109.3(2) . . ? C5 C4 C3 125.6(2) . . ? C4 C5 C6 125.3(2) . . ? C4 C5 C25 118.6(2) . . ? C6 C5 C25 116.1(2) . . ? N22 C6 C5 125.9(2) . . ? N22 C6 C7 109.6(2) . . ? C5 C6 C7 124.4(2) . . ? C8 C7 C6 107.1(2) . . ? C8 C7 H7 126.4 . . ? C6 C7 H7 126.4 . . ? C7 C8 C9 106.9(2) . . ? C7 C8 H8 126.5 . . ? C9 C8 H8 126.5 . . ? N22 C9 C10 126.2(2) . . ? N22 C9 C8 109.8(2) . . ? C10 C9 C8 123.8(3) . . ? C11 C10 C9 124.9(3) . . ? C11 C10 C31 118.2(2) . . ? C9 C10 C31 116.7(2) . . ? N23 C11 C10 125.8(2) . . ? N23 C11 C12 109.8(2) . . ? C10 C11 C12 124.4(3) . . ? C13 C12 C11 106.7(3) . . ? C13 C12 H12 126.7 . . ? C11 C12 H12 126.7 . . ? C12 C13 C14 107.6(2) . . ? C12 C13 H13 126.2 . . ? C14 C13 H13 126.2 . . ? N23 C14 C15 125.9(3) . . ? N23 C14 C13 109.4(2) . . ? C15 C14 C13 124.6(2) . . ? C14 C15 C16 125.3(2) . . ? C14 C15 C37 117.7(2) . . ? C16 C15 C37 117.0(2) . . ? N24 C16 C15 125.0(2) . . ? N24 C16 C17 109.4(2) . . ? C15 C16 C17 125.6(2) . . ? C18 C17 C16 107.4(2) . . ? C18 C17 H17 126.3 . . ? C16 C17 H17 126.3 . . ? C17 C18 C19 106.4(3) . . ? C17 C18 H18 126.8 . . ? C19 C18 H18 126.8 . . ? N24 C19 C20 125.8(2) . . ? N24 C19 C18 110.2(2) . . ? C20 C19 C18 124.0(3) . . ? C1 C20 C19 126.3(3) . . ? C1 C20 C43 118.0(2) . . ? C19 C20 C43 115.2(2) . . ? C1 N21 C4 106.5(2) . . ? C1 N21 Zn 126.13(17) . . ? C4 N21 Zn 127.26(19) . . ? C9 N22 C6 106.5(2) . . ? C9 N22 Zn 126.68(17) . . ? C6 N22 Zn 126.80(19) . . ? C14 N23 C11 106.6(2) . . ? C14 N23 Zn 126.47(19) . . ? C11 N23 Zn 126.94(17) . . ? C19 N24 C16 106.6(2) . . ? C19 N24 Zn 124.82(17) . . ? C16 N24 Zn 126.39(19) . . ? C26 C25 C30 118.1(2) . . ? C26 C25 C5 121.0(3) . . ? C30 C25 C5 120.8(2) . . ? C25 C26 C27 121.2(3) . . ? C25 C26 H26 119.4 . . ? C27 C26 H26 119.4 . . ? C28 C27 C26 119.9(3) . . ? C28 C27 H27 120.0 . . ? C26 C27 H27 120.0 . . ? C27 C28 O1 122.7(3) . . ? C27 C28 C29 119.9(2) . . ? O1 C28 C29 117.4(3) . . ? C30 C29 C28 119.3(3) . . ? C30 C29 H29 120.3 . . ? C28 C29 H29 120.3 . . ? C29 C30 C25 121.6(3) . . ? C29 C30 H30 119.2 . . ? C25 C30 H30 119.2 . . ? C32 C31 C36 116.8(3) . . ? C32 C31 C10 122.6(3) . . ? C36 C31 C10 120.5(3) . . ? C31 C32 C33 121.4(3) . . ? C31 C32 H32 119.3 . . ? C33 C32 H32 119.3 . . ? C34 C33 C32 119.6(3) . . ? C34 C33 H33 120.2 . . ? C32 C33 H33 120.2 . . ? C33 C34 C35 120.1(3) . . ? C33 C34 O2 117.5(3) . . ? C35 C34 O2 122.3(3) . . ? C36 C35 C34 119.4(3) . . ? C36 C35 H35 120.3 . . ? C34 C35 H35 120.3 . . ? C35 C36 C31 122.6(3) . . ? C35 C36 H36 118.7 . . ? C31 C36 H36 118.7 . . ? C42 C37 C38 118.0(3) . . ? C42 C37 C15 122.6(3) . . ? C38 C37 C15 119.4(3) . . ? C39 C38 C37 121.1(3) . . ? C39 C38 H38 119.4 . . ? C37 C38 H38 119.4 . . ? C38 C39 C40 120.0(3) . . ? C38 C39 H39 120.0 . . ? C40 C39 H39 120.0 . . ? C41 C40 O3 118.9(2) . . ? C41 C40 C39 119.7(3) . . ? O3 C40 C39 121.4(3) . . ? C40 C41 C42 119.5(3) . . ? C40 C41 H41 120.2 . . ? C42 C41 H41 120.2 . . ? C37 C42 C41 121.5(3) . . ? C37 C42 H42 119.3 . . ? C41 C42 H42 119.3 . . ? N52 C43 C44 122.0(3) . . ? N52 C43 C20 114.5(3) . . ? C44 C43 C20 123.4(3) . . ? C45 C44 C43 119.6(3) . . ? C45 C44 H44 120.2 . . ? C43 C44 H44 120.2 . . ? C44 C45 C46 119.9(3) . . ? C44 C45 H45 120.0 . . ? C46 C45 H45 120.0 . . ? C45 C46 C51 117.7(3) . . ? C45 C46 C47 124.1(3) . . ? C51 C46 C47 118.2(3) . . ? C48 C47 C46 120.6(4) . . ? C48 C47 H47 119.7 . . ? C46 C47 H47 119.7 . . ? C47 C48 C49 120.6(4) . . ? C47 C48 H48 119.7 . . ? C49 C48 H48 119.7 . . ? C50 C49 C48 120.6(4) . . ? C50 C49 H49 119.7 . . ? C48 C49 H49 119.7 . . ? C49 C50 C51 120.5(3) . . ? C49 C50 H50 119.7 . . ? C51 C50 H50 119.7 . . ? N52 C51 C50 119.0(3) . . ? N52 C51 C46 121.5(3) . . ? C50 C51 C46 119.5(3) . . ? C43 N52 C51 119.3(3) . . ? C58 C53 C54 123.2(3) . . ? C58 C53 N59 119.6(3) . . ? C54 C53 N59 117.2(3) . . ? C53 C54 C55 117.8(3) . . ? C53 C54 H54 121.1 . . ? C55 C54 H54 121.1 . . ? C54 C55 C56 119.5(4) . . ? C54 C55 H55 120.3 . . ? C56 C55 H55 120.3 . . ? C57 C56 C55 119.6(4) . . ? C57 C56 H56 120.2 . . ? C55 C56 H56 120.2 . . ? C58 C57 C56 121.5(4) . . ? C58 C57 H57 119.3 . . ? C56 C57 H57 119.3 . . ? C57 C58 C53 118.4(3) . . ? C57 C58 H58 120.8 . . ? C53 C58 H58 120.8 . . ? O61 N59 O60 125.2(4) . . ? O61 N59 C53 116.4(3) . . ? O60 N59 C53 118.3(3) . . ? C63 C62 C67A 111.5(5) . . ? C63 C62 C67B 136.4(6) . . ? C67A C62 C67B 25.0(5) . . ? C63 C62 N68 119.1(3) . . ? C67A C62 N68 129.4(4) . . ? C67B C62 N68 104.4(6) . . ? C64A C63 C62 128.1(7) . . ? C64A C63 C64B 22.2(6) . . ? C62 C63 C64B 108.8(7) . . ? C64A C63 H63 116.0 . . ? C62 C63 H63 116.0 . . ? C64B C63 H63 133.6 . . ? C65A C64A C63 118.2(9) . . ? C65A C64A H64A 120.9 . . ? C63 C64A H64A 120.9 . . ? C64A C65A C66A 120.3(9) . . ? C64A C65A H65A 119.9 . . ? C66A C65A H65A 119.9 . . ? C65A C66A C67A 117.9(7) . . ? C65A C66A H66A 121.1 . . ? C67A C66A H66A 121.1 . . ? C62 C67A C66A 123.4(7) . . ? C62 C67A H67A 118.3 . . ? C66A C67A H67A 118.3 . . ? C65B C64B C63 118.6(11) . . ? C65B C64B H64B 120.6 . . ? C63 C64B H64B 120.8 . . ? C64B C65B C66B 123.0(10) . . ? C64B C65B H65B 118.5 . . ? C66B C65B H65B 118.4 . . ? C67B C66B C65B 120.8(11) . . ? C67B C66B H66B 119.6 . . ? C65B C66B H66B 119.6 . . ? C66B C67B C62 111.7(11) . . ? C66B C67B H67B 124.2 . . ? C62 C67B H67B 124.1 . . ? O69 N68 O70 125.5(5) . . ? O69 N68 C62 118.8(4) . . ? O70 N68 C62 115.7(5) . . ? C76 C71 C72 122.5(3) . . ? C76 C71 N77 118.8(3) . . ? C72 C71 N77 118.7(3) . . ? C71 C72 C73 118.7(3) . . ? C71 C72 H72 120.6 . . ? C73 C72 H72 120.6 . . ? C74 C73 C72 119.9(3) . . ? C74 C73 H73 120.1 . . ? C72 C73 H73 120.0 . . ? C73 C74 C75 120.5(3) . . ? C73 C74 H74 119.8 . . ? C75 C74 H74 119.8 . . ? C74 C75 C76 120.2(3) . . ? C74 C75 H75 119.9 . . ? C76 C75 H75 119.9 . . ? C71 C76 C75 118.2(3) . . ? C71 C76 H76 120.9 . . ? C75 C76 H76 120.9 . . ? O79 N77 O78 122.9(3) . . ? O79 N77 C71 118.4(3) . . ? O78 N77 C71 118.6(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 HO1 O3 0.97 1.76 2.716(3) 169.2 1_545 O2 HO2 O1 0.90 1.96 2.831(3) 161.8 2 O3 HO3 N52 1.02 1.65 2.667(3) 171.5 2_655 O4 HO4A O3 0.96 2.38 3.137(3) 134.8 2_645 O4 HO4B O61 0.98 2.24 2.958(4) 129.9 . _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.643 _refine_diff_density_min -0.449 _refine_diff_density_rms 0.060