# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 #TrackingRef '- Compound1b.cif' _publ_section_exptl_prep ; (type here to add preparation details) ; #Added by publCIF _publ_section_synopsis . #Added by publCIF _audit_update_record ; 2008-05-14 # Formatted by publCIF ; #=================================================================== #=================================================================== # 1. SUBMISSION DETAILS #=================================================================== # Name and address of author for X-ray correspondence _publ_contact_author_name 'Prof. Karl Wilhelm Tornroos' _publ_contact_author_address ; Department of Chemistry, University of Bergen, Allegaten 41, N-5007 Bergen, Norway. ; _publ_contact_author_email karl.tornroos@kj.uib.no _publ_contact_author_fax '+47 55 58 3552' _publ_contact_author_phone '+47 55 58 9490' # Publication choise FI FM FO CI CM CO _publ_requested_category ? _publ_requested_coeditor_name ? _publ_contact_letter # Include date of submission ; ; #=================================================================== # 2. PROCESSING SUMMARY (JOURNAL OFFICE ONLY) #=================================================================== #=================================================================== # 3. TITLE AND AUTHOR LIST #=================================================================== _publ_section_title ; Synthesis and Characterisation of Trigonal C~2~-Chiral Di- and Tetra-Substituted Bis(Oxazoline) Alkyl Zinc Complexes and Their Peculiar Reactivity Towards Protic Reagents ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_address _publ_author_footnote 'Erwan Le Roux' ; Department of Chemistry, University of Bergen, All\'egaten 41, N-5007 Bergen, Norway ; . 'Nicolas Merle' ; Department of Chemistry, University of Bergen, All\'egaten 41, N-5007 Bergen, Norway ; . K.W.Tornroos ; Department of Chemistry, University of Bergen, All\'egaten 41, N-5007 Bergen, Norway ; . #Project name EW6. Prepared by KWT August 2010 data_compound1b _database_code_depnum_ccdc_archive 'CCDC 791883' #TrackingRef '- Compound1b.cif' #data_EW6 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H22 N2 O2 Zn' _chemical_formula_sum 'C21 H22 N2 O2 Zn' _chemical_formula_weight 399.78 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 Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) _symmetry_space_group_name_HALL 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 5.4113(7) _cell_length_b 21.983(3) _cell_length_c 31.330(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3726.9(8) _cell_formula_units_Z 8 _cell_measurement_temperature 103(2) _cell_measurement_reflns_used 9971 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 24.99 _exptl_crystal_description lath _exptl_crystal_colour colourless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.425 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1664 _exptl_absorpt_coefficient_mu 1.335 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6521 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details ; SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction. ; _exptl_special_details ; Data collection was performed on a Bruker Ultra TXS Mo rotating anode with a Pt^135^ CCD detector. Data were collected performing four 182 degree omega scans in four orthogonal phi settings. Cooling was achieved with a Oxford Cryosystems Series 700 blower. ; _diffrn_ambient_temperature 103(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker TXS APEX-II CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 42494 _diffrn_reflns_av_R_equivalents 0.0715 _diffrn_reflns_av_sigmaI/netI 0.0438 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -37 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 25.15 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.15 _diffrn_measured_fraction_theta_full 0.998 _reflns_number_total 6679 _reflns_number_gt 6227 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; Bruker (2008). APEX2, version 2008.5-0, Bruker AXS Inc., Madison, Wisconsin, USA. ; _computing_cell_refinement ; Bruker (2008). SAINT, version 7.56A, Bruker AXS Inc., Madison, Wisconsin, USA. ; _computing_data_reduction ; Bruker (2008). SAINT, version 7.56A, Bruker AXS Inc., Madison, Wisconsin, USA. ; _computing_structure_solution ; Sheldrick, G. M. (2008). Acta Crystallographica, A64, 112-122. ; _computing_structure_refinement ; Sheldrick, G. M. (2008). Acta Crystallographica, A64, 112-122. ; _computing_molecular_graphics ; Brandenburg, K. (2009). DIAMOND. Version 3.2c. Crystal Impact GbR, Bonn, Germany. ; _computing_publication_material ; Bruker AXS (2008). SHELXTL. Version 2008/1. Bruker AXS Inc., Madison, Wisconsin, USA. ; _refine_special_details ; Refinement of F^2^ against ALL reflections except 0 1 2, obviously in error. 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. All H atoms were refined in calculated positions with U~iso~ of H set to be 1.2 times that of the parent carbon atom. The methyl groups were refined as rigid pyramidal groups (AFIX 137) rotating around the C-C bond vector with U~iso~ of H set to be 1.5 times that of the parent carbon atom. The largest positive residual density (1.24 e/\%A^3^) is located 0.97 \%A from atom Zn2. The largest negative residual density (-0.37 e/\%A^3^) is located 1.06 \%A from atom Zn1. COMMENT on checkCIF alerts: The crystals scatter poorly. ; _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^)+(0.0590P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _chemical_absolute_configuration ad _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.003(10) _refine_ls_number_reflns 6679 _refine_ls_number_parameters 470 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0415 _refine_ls_R_factor_gt 0.0376 _refine_ls_wR_factor_ref 0.0929 _refine_ls_wR_factor_gt 0.0908 _refine_ls_goodness_of_fit_ref 1.108 _refine_ls_restrained_S_all 1.108 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 1.236 _refine_diff_density_min -0.365 _refine_diff_density_rms 0.101 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 0.35539(7) 0.006319(15) 1.000155(11) 0.01938(10) Uani 1 1 d . . . N1 N 0.2245(5) 0.05813(12) 0.95436(8) 0.0201(6) Uani 1 1 d . . . O1 O 0.1815(5) 0.09528(10) 0.88776(6) 0.0254(5) Uani 1 1 d . . . C1 C 0.6087(6) -0.02415(13) 0.92082(9) 0.0204(6) Uani 1 1 d . . . Zn2 Zn 0.09953(7) 0.783783(15) 0.772064(10) 0.01864(10) Uani 1 1 d . . . O2 O 0.7807(5) -0.05825(11) 0.90038(7) 0.0263(5) Uani 1 1 d . . . N2 N 0.5915(6) -0.03492(11) 0.96202(8) 0.0199(6) Uani 1 1 d . . . C2 C 0.4809(6) 0.01847(15) 0.89648(10) 0.0224(7) Uani 1 1 d . . . H2A H 0.5175 0.0221 0.8669 0.027 Uiso 1 1 calc R . . O3 O 0.3372(5) 0.69551(10) 0.66321(7) 0.0253(5) Uani 1 1 d . . . N3 N 0.2613(5) 0.73247(11) 0.72887(8) 0.0188(5) Uani 1 1 d . . . C3 C 0.3009(6) 0.05583(14) 0.91431(10) 0.0208(7) Uani 1 1 d . . . N4 N -0.1299(5) 0.82126(11) 0.73088(8) 0.0186(5) Uani 1 1 d . . . O4 O -0.2779(4) 0.84543(10) 0.66614(7) 0.0250(5) Uani 1 1 d . . . C4 C 0.0361(7) 0.13507(15) 0.91460(10) 0.0260(8) Uani 1 1 d . . . H4A H -0.1287 0.1425 0.9019 0.031 Uiso 1 1 calc R . . H4B H 0.1205 0.1746 0.9187 0.031 Uiso 1 1 calc R . . C5 C 0.0133(6) 0.10091(15) 0.95687(10) 0.0219(7) Uani 1 1 d . . . H5A H -0.1436 0.0769 0.9565 0.026 Uiso 1 1 calc R . . C6 C 0.8641(7) -0.10384(16) 0.93010(10) 0.0318(8) Uani 1 1 d . . . H6A H 1.0463 -0.1078 0.9293 0.038 Uiso 1 1 calc R . . H6B H 0.7892 -0.1439 0.9236 0.038 Uiso 1 1 calc R . . C7 C 0.7773(7) -0.08042(15) 0.97412(10) 0.0234(7) Uani 1 1 d . . . H7A H 0.9185 -0.0592 0.9883 0.028 Uiso 1 1 calc R . . C8 C 0.2659(7) -0.00529(16) 1.06024(10) 0.0278(8) Uani 1 1 d . . . H8A H 0.0835 -0.0035 1.0624 0.033 Uiso 1 1 calc R . . H8B H 0.3167 -0.0469 1.0687 0.033 Uiso 1 1 calc R . . C9 C 0.3728(10) 0.03900(19) 1.09269(11) 0.0422(10) Uani 1 1 d . . . H9A H 0.3145 0.0282 1.1213 0.063 Uiso 1 1 calc R . . H9B H 0.3191 0.0804 1.0857 0.063 Uiso 1 1 calc R . . H9C H 0.5536 0.0369 1.0919 0.063 Uiso 1 1 calc R . . C10 C 0.0185(6) 0.13895(13) 0.99676(10) 0.0191(6) Uani 1 1 d . . . C11 C -0.1678(6) 0.13358(15) 1.02685(10) 0.0236(7) Uani 1 1 d . . . H11A H -0.3012 0.1065 1.0217 0.028 Uiso 1 1 calc R . . C12 C -0.1632(7) 0.16692(16) 1.06417(10) 0.0284(8) Uani 1 1 d . . . H12A H -0.2914 0.1621 1.0846 0.034 Uiso 1 1 calc R . . C13 C 0.0280(7) 0.20730(15) 1.07188(11) 0.0271(8) Uani 1 1 d . . . H13A H 0.0318 0.2304 1.0975 0.033 Uiso 1 1 calc R . . C14 C 0.2136(6) 0.21369(16) 1.04183(10) 0.0263(7) Uani 1 1 d . . . H14A H 0.3446 0.2416 1.0469 0.032 Uiso 1 1 calc R . . C15 C 0.2107(6) 0.17998(14) 1.00456(11) 0.0235(7) Uani 1 1 d . . . H15A H 0.3395 0.1847 0.9842 0.028 Uiso 1 1 calc R . . C16 C 0.6793(6) -0.12833(13) 1.00385(10) 0.0196(6) Uani 1 1 d . . . C17 C 0.4659(6) -0.16027(14) 0.99383(11) 0.0247(7) Uani 1 1 d . . . H17A H 0.3854 -0.1529 0.9674 0.030 Uiso 1 1 calc R . . C18 C 0.3685(7) -0.20277(14) 1.02185(11) 0.0286(8) Uani 1 1 d . . . H18A H 0.2204 -0.2238 1.0149 0.034 Uiso 1 1 calc R . . C19 C 0.4879(7) -0.21456(16) 1.06018(11) 0.0298(8) Uani 1 1 d . . . H19A H 0.4226 -0.2436 1.0796 0.036 Uiso 1 1 calc R . . C20 C 0.7038(7) -0.18338(16) 1.06985(11) 0.0294(8) Uani 1 1 d . . . H20A H 0.7882 -0.1917 1.0958 0.035 Uiso 1 1 calc R . . C21 C 0.7968(7) -0.14043(15) 1.04217(10) 0.0250(7) Uani 1 1 d . . . H21A H 0.9430 -0.1189 1.0494 0.030 Uiso 1 1 calc R . . C22 C 0.1991(6) 0.73368(13) 0.68805(10) 0.0203(7) Uani 1 1 d . . . C23 C 0.0206(6) 0.76830(14) 0.66765(10) 0.0218(7) Uani 1 1 d . . . H23A H -0.0045 0.7630 0.6379 0.026 Uiso 1 1 calc R . . C24 C -0.1233(6) 0.81066(13) 0.68957(9) 0.0196(6) Uani 1 1 d . . . C25 C -0.4236(6) 0.88139(15) 0.69536(10) 0.0228(7) Uani 1 1 d . . . H25A H -0.5956 0.8662 0.6967 0.027 Uiso 1 1 calc R . . H25B H -0.4259 0.9246 0.6865 0.027 Uiso 1 1 calc R . . C26 C -0.2934(6) 0.87383(14) 0.73889(10) 0.0205(7) Uani 1 1 d . . . H26A H -0.4177 0.8631 0.7613 0.025 Uiso 1 1 calc R . . C27 C 0.4722(7) 0.65650(15) 0.69219(10) 0.0248(8) Uani 1 1 d . . . H27A H 0.6419 0.6489 0.6816 0.030 Uiso 1 1 calc R . . H27B H 0.3869 0.6170 0.6959 0.030 Uiso 1 1 calc R . . C28 C 0.4767(6) 0.69238(14) 0.73394(10) 0.0194(7) Uani 1 1 d . . . H28A H 0.6297 0.7179 0.7347 0.023 Uiso 1 1 calc R . . C29 C 0.1301(7) 0.79053(16) 0.83426(9) 0.0269(7) Uani 1 1 d . . . H29A H -0.0170 0.8125 0.8450 0.032 Uiso 1 1 calc R . . H29B H 0.1245 0.7489 0.8463 0.032 Uiso 1 1 calc R . . C30 C 0.3536(8) 0.8214(2) 0.85154(11) 0.0483(12) Uani 1 1 d . . . H30A H 0.3522 0.8191 0.8828 0.072 Uiso 1 1 calc R . . H30B H 0.3534 0.8641 0.8427 0.072 Uiso 1 1 calc R . . H30C H 0.5022 0.8013 0.8406 0.072 Uiso 1 1 calc R . . C31 C -0.1393(6) 0.92753(13) 0.75370(9) 0.0167(6) Uani 1 1 d . . . C32 C 0.0373(6) 0.95300(14) 0.72671(10) 0.0220(7) Uani 1 1 d . . . H32A H 0.0494 0.9392 0.6981 0.026 Uiso 1 1 calc R . . C33 C 0.1944(6) 0.99788(15) 0.74097(11) 0.0263(7) Uani 1 1 d . . . H33A H 0.3155 1.0146 0.7224 0.032 Uiso 1 1 calc R . . C34 C 0.1741(7) 1.01849(15) 0.78286(11) 0.0278(8) Uani 1 1 d . . . H34A H 0.2824 1.0493 0.7930 0.033 Uiso 1 1 calc R . . C35 C -0.0015(7) 0.99455(16) 0.80956(11) 0.0289(8) Uani 1 1 d . . . H35A H -0.0162 1.0092 0.8380 0.035 Uiso 1 1 calc R . . C36 C -0.1583(6) 0.94882(14) 0.79501(10) 0.0230(7) Uani 1 1 d . . . H36A H -0.2791 0.9322 0.8136 0.028 Uiso 1 1 calc R . . C37 C 0.4654(6) 0.65400(13) 0.77443(10) 0.0197(7) Uani 1 1 d . . . C38 C 0.6508(7) 0.65927(15) 0.80456(10) 0.0250(7) Uani 1 1 d . . . H38A H 0.7837 0.6866 0.7997 0.030 Uiso 1 1 calc R . . C39 C 0.6450(7) 0.62494(16) 0.84191(10) 0.0283(8) Uani 1 1 d . . . H39A H 0.7734 0.6288 0.8624 0.034 Uiso 1 1 calc R . . C40 C 0.4516(6) 0.58529(15) 0.84892(10) 0.0242(7) Uani 1 1 d . . . H40A H 0.4462 0.5618 0.8744 0.029 Uiso 1 1 calc R . . C41 C 0.2668(7) 0.57973(15) 0.81910(10) 0.0243(7) Uani 1 1 d . . . H41A H 0.1335 0.5525 0.8240 0.029 Uiso 1 1 calc R . . C42 C 0.2746(7) 0.61386(15) 0.78186(10) 0.0235(7) Uani 1 1 d . . . H42A H 0.1470 0.6095 0.7613 0.028 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 0.0279(2) 0.01506(18) 0.01515(18) 0.00124(14) 0.00201(15) -0.00078(15) N1 0.0267(15) 0.0162(13) 0.0174(13) -0.0003(10) 0.0015(11) 0.0019(12) O1 0.0376(14) 0.0227(12) 0.0158(11) 0.0019(9) -0.0006(10) 0.0084(10) C1 0.0247(16) 0.0165(15) 0.0199(15) -0.0029(12) 0.0060(14) -0.0022(14) Zn2 0.02573(19) 0.01405(17) 0.01615(17) 0.00086(14) -0.00290(15) -0.00100(16) O2 0.0299(13) 0.0270(13) 0.0220(12) 0.0021(9) 0.0044(10) 0.0094(11) N2 0.0275(15) 0.0138(12) 0.0186(13) -0.0003(10) 0.0008(12) 0.0018(12) C2 0.0301(18) 0.0215(17) 0.0156(15) 0.0001(12) 0.0030(13) 0.0023(14) O3 0.0341(13) 0.0219(12) 0.0200(11) 0.0009(9) -0.0019(11) 0.0110(11) N3 0.0252(14) 0.0115(12) 0.0196(13) 0.0018(10) -0.0016(11) 0.0014(11) C3 0.0282(18) 0.0172(15) 0.0170(15) 0.0028(12) -0.0039(13) -0.0010(14) N4 0.0240(14) 0.0133(12) 0.0185(13) 0.0002(10) -0.0048(12) 0.0016(11) O4 0.0313(13) 0.0232(12) 0.0206(11) -0.0025(9) -0.0065(10) 0.0119(10) C4 0.034(2) 0.0222(17) 0.0215(16) -0.0015(13) 0.0024(15) 0.0109(15) C5 0.0259(17) 0.0189(16) 0.0209(16) 0.0004(13) -0.0021(14) 0.0010(14) C6 0.036(2) 0.0329(19) 0.0264(17) 0.0057(14) 0.0040(16) 0.0151(18) C7 0.0238(17) 0.0246(17) 0.0219(17) 0.0013(13) 0.0016(13) -0.0007(15) C8 0.043(2) 0.0244(18) 0.0157(15) 0.0028(13) 0.0085(14) -0.0014(16) C9 0.060(3) 0.045(2) 0.0223(17) -0.0018(16) -0.001(2) -0.016(2) C10 0.0239(16) 0.0141(14) 0.0194(15) 0.0031(13) -0.0039(14) 0.0042(12) C11 0.0221(18) 0.0232(16) 0.0254(17) -0.0023(13) 0.0013(14) -0.0054(15) C12 0.0290(19) 0.0333(19) 0.0228(17) -0.0016(14) 0.0053(15) 0.0036(16) C13 0.0345(19) 0.0212(17) 0.0256(17) -0.0069(14) -0.0050(15) 0.0031(15) C14 0.0263(17) 0.0181(16) 0.0344(18) -0.0050(15) -0.0071(14) -0.0004(15) C15 0.0235(16) 0.0199(16) 0.0271(17) 0.0039(13) 0.0032(15) -0.0004(13) C16 0.0211(15) 0.0163(15) 0.0215(15) -0.0023(12) 0.0030(14) 0.0049(12) C17 0.0288(18) 0.0195(15) 0.0256(18) -0.0034(13) -0.0085(14) 0.0041(13) C18 0.0269(19) 0.0187(17) 0.0402(19) -0.0060(14) 0.0013(16) -0.0007(15) C19 0.041(2) 0.0192(17) 0.0292(18) 0.0001(15) 0.0050(15) -0.0059(17) C20 0.040(2) 0.0275(18) 0.0205(16) 0.0047(14) -0.0020(15) -0.0032(16) C21 0.0299(19) 0.0208(16) 0.0243(16) -0.0026(13) -0.0043(14) -0.0039(15) C22 0.0273(17) 0.0120(14) 0.0215(16) -0.0035(12) 0.0020(14) -0.0007(13) C23 0.0306(18) 0.0179(16) 0.0169(16) 0.0003(13) -0.0025(13) 0.0043(14) C24 0.0256(17) 0.0148(14) 0.0185(15) 0.0008(12) -0.0089(14) -0.0001(14) C25 0.0193(16) 0.0213(16) 0.0277(17) -0.0036(13) -0.0032(14) 0.0031(14) C26 0.0247(16) 0.0137(15) 0.0232(16) -0.0019(12) 0.0008(13) 0.0020(13) C27 0.0297(19) 0.0192(16) 0.0254(17) 0.0048(13) 0.0035(14) 0.0049(14) C28 0.0159(15) 0.0192(16) 0.0231(17) 0.0018(13) -0.0008(13) 0.0021(13) C29 0.0309(18) 0.0334(18) 0.0163(15) 0.0002(13) -0.0008(14) -0.0033(18) C30 0.038(2) 0.084(3) 0.0227(18) -0.012(2) -0.0029(17) -0.018(2) C31 0.0150(15) 0.0117(14) 0.0235(15) 0.0006(11) -0.0002(13) 0.0018(13) C32 0.0263(17) 0.0177(15) 0.0218(16) 0.0011(13) 0.0026(14) 0.0017(13) C33 0.0272(17) 0.0168(16) 0.0349(18) 0.0046(14) 0.0040(14) -0.0031(16) C34 0.0288(19) 0.0179(16) 0.037(2) 0.0005(14) -0.0079(15) -0.0083(14) C35 0.039(2) 0.0240(18) 0.0236(17) -0.0048(14) -0.0014(15) -0.0054(16) C36 0.0238(18) 0.0207(16) 0.0246(16) 0.0007(13) 0.0033(14) -0.0054(15) C37 0.0241(17) 0.0109(14) 0.0241(16) -0.0022(13) 0.0012(14) 0.0050(12) C38 0.0240(18) 0.0228(16) 0.0282(17) -0.0005(13) 0.0003(15) 0.0005(14) C39 0.0307(19) 0.0318(19) 0.0224(17) -0.0004(14) -0.0061(15) 0.0040(17) C40 0.0313(19) 0.0197(16) 0.0215(16) 0.0026(13) 0.0015(14) 0.0067(15) C41 0.0272(18) 0.0180(16) 0.0277(17) 0.0035(13) 0.0037(14) -0.0010(14) C42 0.0266(17) 0.0201(16) 0.0239(17) -0.0005(13) -0.0045(14) -0.0013(14) _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 C8 1.960(3) . ? Zn1 N1 1.964(3) . ? Zn1 N2 1.970(3) . ? N1 C3 1.322(4) . ? N1 C5 1.482(4) . ? O1 C3 1.365(4) . ? O1 C4 1.446(4) . ? C1 N2 1.315(4) . ? C1 O2 1.356(4) . ? C1 C2 1.392(5) . ? Zn2 C29 1.961(3) . ? Zn2 N3 1.967(3) . ? Zn2 N4 1.971(2) . ? O2 C6 1.441(4) . ? N2 C7 1.468(4) . ? C2 C3 1.391(5) . ? C2 H2A 0.9500 . ? O3 C22 1.367(4) . ? O3 C27 1.447(4) . ? N3 C22 1.323(4) . ? N3 C28 1.470(4) . ? N4 C24 1.316(4) . ? N4 C26 1.477(4) . ? O4 C24 1.350(4) . ? O4 C25 1.444(4) . ? C4 C5 1.528(4) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C10 1.504(4) . ? C5 H5A 1.0000 . ? C6 C7 1.545(5) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C16 1.503(4) . ? C7 H7A 1.0000 . ? C8 C9 1.522(5) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.385(4) . ? C10 C15 1.398(4) . ? C11 C12 1.380(5) . ? C11 H11A 0.9500 . ? C12 C13 1.385(5) . ? C12 H12A 0.9500 . ? C13 C14 1.384(5) . ? C13 H13A 0.9500 . ? C14 C15 1.383(5) . ? C14 H14A 0.9500 . ? C15 H15A 0.9500 . ? C16 C21 1.384(5) . ? C16 C17 1.387(5) . ? C17 C18 1.386(5) . ? C17 H17A 0.9500 . ? C18 C19 1.388(5) . ? C18 H18A 0.9500 . ? C19 C20 1.388(5) . ? C19 H19A 0.9500 . ? C20 C21 1.377(5) . ? C20 H20A 0.9500 . ? C21 H21A 0.9500 . ? C22 C23 1.386(5) . ? C23 C24 1.394(5) . ? C23 H23A 0.9500 . ? C25 C26 1.544(4) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 C31 1.518(4) . ? C26 H26A 1.0000 . ? C27 C28 1.528(4) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 C37 1.525(4) . ? C28 H28A 1.0000 . ? C29 C30 1.488(5) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 C36 1.380(4) . ? C31 C32 1.393(4) . ? C32 C33 1.377(5) . ? C32 H32A 0.9500 . ? C33 C34 1.393(5) . ? C33 H33A 0.9500 . ? C34 C35 1.371(5) . ? C34 H34A 0.9500 . ? C35 C36 1.392(5) . ? C35 H35A 0.9500 . ? C36 H36A 0.9500 . ? C37 C42 1.378(5) . ? C37 C38 1.382(5) . ? C38 C39 1.393(5) . ? C38 H38A 0.9500 . ? C39 C40 1.380(5) . ? C39 H39A 0.9500 . ? C40 C41 1.374(5) . ? C40 H40A 0.9500 . ? C41 C42 1.388(5) . ? C41 H41A 0.9500 . ? C42 H42A 0.9500 . ? 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 C8 Zn1 N1 133.46(14) . . ? C8 Zn1 N2 133.05(14) . . ? N1 Zn1 N2 93.31(11) . . ? C3 N1 C5 108.4(3) . . ? C3 N1 Zn1 123.9(2) . . ? C5 N1 Zn1 127.4(2) . . ? C3 O1 C4 106.7(2) . . ? N2 C1 O2 114.4(3) . . ? N2 C1 C2 128.6(3) . . ? O2 C1 C2 117.0(3) . . ? C29 Zn2 N3 133.57(13) . . ? C29 Zn2 N4 132.22(13) . . ? N3 Zn2 N4 94.00(10) . . ? C1 O2 C6 107.1(2) . . ? C1 N2 C7 109.1(3) . . ? C1 N2 Zn1 123.9(2) . . ? C7 N2 Zn1 126.9(2) . . ? C3 C2 C1 121.7(3) . . ? C3 C2 H2A 119.2 . . ? C1 C2 H2A 119.2 . . ? C22 O3 C27 106.4(2) . . ? C22 N3 C28 108.6(3) . . ? C22 N3 Zn2 122.7(2) . . ? C28 N3 Zn2 128.5(2) . . ? N1 C3 O1 114.0(3) . . ? N1 C3 C2 128.5(3) . . ? O1 C3 C2 117.5(3) . . ? C24 N4 C26 108.8(2) . . ? C24 N4 Zn2 123.6(2) . . ? C26 N4 Zn2 126.37(19) . . ? C24 O4 C25 107.7(2) . . ? O1 C4 C5 104.5(2) . . ? O1 C4 H4A 110.8 . . ? C5 C4 H4A 110.8 . . ? O1 C4 H4B 110.8 . . ? C5 C4 H4B 110.8 . . ? H4A C4 H4B 108.9 . . ? N1 C5 C10 112.5(3) . . ? N1 C5 C4 101.7(3) . . ? C10 C5 C4 116.5(3) . . ? N1 C5 H5A 108.6 . . ? C10 C5 H5A 108.6 . . ? C4 C5 H5A 108.6 . . ? O2 C6 C7 104.5(3) . . ? O2 C6 H6A 110.9 . . ? C7 C6 H6A 110.9 . . ? O2 C6 H6B 110.9 . . ? C7 C6 H6B 110.9 . . ? H6A C6 H6B 108.9 . . ? N2 C7 C16 113.3(3) . . ? N2 C7 C6 101.8(2) . . ? C16 C7 C6 115.3(3) . . ? N2 C7 H7A 108.7 . . ? C16 C7 H7A 108.7 . . ? C6 C7 H7A 108.7 . . ? C9 C8 Zn1 117.7(3) . . ? C9 C8 H8A 107.9 . . ? Zn1 C8 H8A 107.9 . . ? C9 C8 H8B 107.9 . . ? Zn1 C8 H8B 107.9 . . ? H8A C8 H8B 107.2 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 C15 118.5(3) . . ? C11 C10 C5 120.3(3) . . ? C15 C10 C5 121.2(3) . . ? C12 C11 C10 121.2(3) . . ? C12 C11 H11A 119.4 . . ? C10 C11 H11A 119.4 . . ? C11 C12 C13 120.1(3) . . ? C11 C12 H12A 119.9 . . ? C13 C12 H12A 119.9 . . ? C14 C13 C12 119.3(3) . . ? C14 C13 H13A 120.4 . . ? C12 C13 H13A 120.4 . . ? C15 C14 C13 120.8(3) . . ? C15 C14 H14A 119.6 . . ? C13 C14 H14A 119.6 . . ? C14 C15 C10 120.1(3) . . ? C14 C15 H15A 119.9 . . ? C10 C15 H15A 119.9 . . ? C21 C16 C17 118.8(3) . . ? C21 C16 C7 120.7(3) . . ? C17 C16 C7 120.5(3) . . ? C18 C17 C16 120.9(3) . . ? C18 C17 H17A 119.5 . . ? C16 C17 H17A 119.5 . . ? C17 C18 C19 119.8(3) . . ? C17 C18 H18A 120.1 . . ? C19 C18 H18A 120.1 . . ? C18 C19 C20 119.2(3) . . ? C18 C19 H19A 120.4 . . ? C20 C19 H19A 120.4 . . ? C21 C20 C19 120.6(3) . . ? C21 C20 H20A 119.7 . . ? C19 C20 H20A 119.7 . . ? C20 C21 C16 120.7(3) . . ? C20 C21 H21A 119.7 . . ? C16 C21 H21A 119.7 . . ? N3 C22 O3 113.5(3) . . ? N3 C22 C23 129.4(3) . . ? O3 C22 C23 117.1(3) . . ? C22 C23 C24 121.9(3) . . ? C22 C23 H23A 119.0 . . ? C24 C23 H23A 119.0 . . ? N4 C24 O4 114.7(3) . . ? N4 C24 C23 128.2(3) . . ? O4 C24 C23 117.1(3) . . ? O4 C25 C26 104.6(2) . . ? O4 C25 H25A 110.8 . . ? C26 C25 H25A 110.8 . . ? O4 C25 H25B 110.8 . . ? C26 C25 H25B 110.8 . . ? H25A C25 H25B 108.9 . . ? N4 C26 C31 109.4(3) . . ? N4 C26 C25 102.0(2) . . ? C31 C26 C25 115.9(3) . . ? N4 C26 H26A 109.8 . . ? C31 C26 H26A 109.8 . . ? C25 C26 H26A 109.8 . . ? O3 C27 C28 103.8(2) . . ? O3 C27 H27A 111.0 . . ? C28 C27 H27A 111.0 . . ? O3 C27 H27B 111.0 . . ? C28 C27 H27B 111.0 . . ? H27A C27 H27B 109.0 . . ? N3 C28 C37 113.0(3) . . ? N3 C28 C27 101.8(2) . . ? C37 C28 C27 115.2(3) . . ? N3 C28 H28A 108.8 . . ? C37 C28 H28A 108.8 . . ? C27 C28 H28A 108.8 . . ? C30 C29 Zn2 117.7(2) . . ? C30 C29 H29A 107.9 . . ? Zn2 C29 H29A 107.9 . . ? C30 C29 H29B 107.9 . . ? Zn2 C29 H29B 107.9 . . ? H29A C29 H29B 107.2 . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C36 C31 C32 118.9(3) . . ? C36 C31 C26 120.6(3) . . ? C32 C31 C26 120.3(3) . . ? C33 C32 C31 121.0(3) . . ? C33 C32 H32A 119.5 . . ? C31 C32 H32A 119.5 . . ? C32 C33 C34 119.3(3) . . ? C32 C33 H33A 120.3 . . ? C34 C33 H33A 120.3 . . ? C35 C34 C33 120.3(3) . . ? C35 C34 H34A 119.8 . . ? C33 C34 H34A 119.8 . . ? C34 C35 C36 120.0(3) . . ? C34 C35 H35A 120.0 . . ? C36 C35 H35A 120.0 . . ? C31 C36 C35 120.4(3) . . ? C31 C36 H36A 119.8 . . ? C35 C36 H36A 119.8 . . ? C42 C37 C38 118.8(3) . . ? C42 C37 C28 121.7(3) . . ? C38 C37 C28 119.5(3) . . ? C37 C38 C39 120.8(3) . . ? C37 C38 H38A 119.6 . . ? C39 C38 H38A 119.6 . . ? C40 C39 C38 119.5(3) . . ? C40 C39 H39A 120.2 . . ? C38 C39 H39A 120.2 . . ? C41 C40 C39 120.0(3) . . ? C41 C40 H40A 120.0 . . ? C39 C40 H40A 120.0 . . ? C40 C41 C42 120.1(3) . . ? C40 C41 H41A 120.0 . . ? C42 C41 H41A 120.0 . . ? C37 C42 C41 120.7(3) . . ? C37 C42 H42A 119.6 . . ? C41 C42 H42A 119.6 . . ? 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 C8 Zn1 N1 C3 -174.6(3) . . . . ? N2 Zn1 N1 C3 0.7(3) . . . . ? C8 Zn1 N1 C5 -1.2(4) . . . . ? N2 Zn1 N1 C5 174.2(3) . . . . ? N2 C1 O2 C6 9.5(4) . . . . ? C2 C1 O2 C6 -172.6(3) . . . . ? O2 C1 N2 C7 2.4(4) . . . . ? C2 C1 N2 C7 -175.2(3) . . . . ? O2 C1 N2 Zn1 -178.9(2) . . . . ? C2 C1 N2 Zn1 3.5(5) . . . . ? C8 Zn1 N2 C1 173.1(3) . . . . ? N1 Zn1 N2 C1 -2.3(3) . . . . ? C8 Zn1 N2 C7 -8.4(4) . . . . ? N1 Zn1 N2 C7 176.2(3) . . . . ? N2 C1 C2 C3 -2.4(6) . . . . ? O2 C1 C2 C3 -179.9(3) . . . . ? C29 Zn2 N3 C22 176.0(2) . . . . ? N4 Zn2 N3 C22 1.0(3) . . . . ? C29 Zn2 N3 C28 -10.3(3) . . . . ? N4 Zn2 N3 C28 174.7(3) . . . . ? C5 N1 C3 O1 4.4(4) . . . . ? Zn1 N1 C3 O1 179.0(2) . . . . ? C5 N1 C3 C2 -174.6(3) . . . . ? Zn1 N1 C3 C2 0.0(5) . . . . ? C4 O1 C3 N1 10.0(4) . . . . ? C4 O1 C3 C2 -170.9(3) . . . . ? C1 C2 C3 N1 0.5(6) . . . . ? C1 C2 C3 O1 -178.6(3) . . . . ? C29 Zn2 N4 C24 -179.4(2) . . . . ? N3 Zn2 N4 C24 -4.3(3) . . . . ? C29 Zn2 N4 C26 15.0(3) . . . . ? N3 Zn2 N4 C26 -169.9(3) . . . . ? C3 O1 C4 C5 -19.3(3) . . . . ? C3 N1 C5 C10 -141.2(3) . . . . ? Zn1 N1 C5 C10 44.5(4) . . . . ? C3 N1 C5 C4 -15.8(3) . . . . ? Zn1 N1 C5 C4 169.8(2) . . . . ? O1 C4 C5 N1 20.9(3) . . . . ? O1 C4 C5 C10 143.6(3) . . . . ? C1 O2 C6 C7 -16.3(4) . . . . ? C1 N2 C7 C16 -136.5(3) . . . . ? Zn1 N2 C7 C16 44.8(4) . . . . ? C1 N2 C7 C6 -12.1(3) . . . . ? Zn1 N2 C7 C6 169.3(2) . . . . ? O2 C6 C7 N2 16.9(4) . . . . ? O2 C6 C7 C16 140.0(3) . . . . ? N1 Zn1 C8 C9 -84.2(4) . . . . ? N2 Zn1 C8 C9 102.1(3) . . . . ? N1 C5 C10 C11 -116.1(3) . . . . ? C4 C5 C10 C11 127.1(3) . . . . ? N1 C5 C10 C15 63.5(4) . . . . ? C4 C5 C10 C15 -53.4(4) . . . . ? C15 C10 C11 C12 -1.2(5) . . . . ? C5 C10 C11 C12 178.3(3) . . . . ? C10 C11 C12 C13 1.0(5) . . . . ? C11 C12 C13 C14 -0.1(5) . . . . ? C12 C13 C14 C15 -0.5(5) . . . . ? C13 C14 C15 C10 0.2(5) . . . . ? C11 C10 C15 C14 0.7(5) . . . . ? C5 C10 C15 C14 -178.9(3) . . . . ? N2 C7 C16 C21 -126.3(3) . . . . ? C6 C7 C16 C21 117.0(4) . . . . ? N2 C7 C16 C17 52.2(4) . . . . ? C6 C7 C16 C17 -64.6(4) . . . . ? C21 C16 C17 C18 1.2(5) . . . . ? C7 C16 C17 C18 -177.3(3) . . . . ? C16 C17 C18 C19 -1.2(5) . . . . ? C17 C18 C19 C20 0.1(5) . . . . ? C18 C19 C20 C21 1.1(5) . . . . ? C19 C20 C21 C16 -1.2(5) . . . . ? C17 C16 C21 C20 0.0(5) . . . . ? C7 C16 C21 C20 178.5(3) . . . . ? C28 N3 C22 O3 4.0(4) . . . . ? Zn2 N3 C22 O3 178.8(2) . . . . ? C28 N3 C22 C23 -174.8(3) . . . . ? Zn2 N3 C22 C23 0.0(5) . . . . ? C27 O3 C22 N3 12.1(4) . . . . ? C27 O3 C22 C23 -168.9(3) . . . . ? N3 C22 C23 C24 1.6(6) . . . . ? O3 C22 C23 C24 -177.1(3) . . . . ? C26 N4 C24 O4 -5.4(4) . . . . ? Zn2 N4 C24 O4 -173.3(2) . . . . ? C26 N4 C24 C23 175.1(3) . . . . ? Zn2 N4 C24 C23 7.2(5) . . . . ? C25 O4 C24 N4 -4.9(4) . . . . ? C25 O4 C24 C23 174.6(3) . . . . ? C22 C23 C24 N4 -5.7(6) . . . . ? C22 C23 C24 O4 174.8(3) . . . . ? C24 O4 C25 C26 12.4(3) . . . . ? C24 N4 C26 C31 -110.8(3) . . . . ? Zn2 N4 C26 C31 56.6(3) . . . . ? C24 N4 C26 C25 12.5(3) . . . . ? Zn2 N4 C26 C25 179.9(2) . . . . ? O4 C25 C26 N4 -14.7(3) . . . . ? O4 C25 C26 C31 103.9(3) . . . . ? C22 O3 C27 C28 -22.0(3) . . . . ? C22 N3 C28 C37 -141.3(3) . . . . ? Zn2 N3 C28 C37 44.3(4) . . . . ? C22 N3 C28 C27 -17.1(3) . . . . ? Zn2 N3 C28 C27 168.5(2) . . . . ? O3 C27 C28 N3 23.3(3) . . . . ? O3 C27 C28 C37 146.0(3) . . . . ? N3 Zn2 C29 C30 74.6(4) . . . . ? N4 Zn2 C29 C30 -112.1(3) . . . . ? N4 C26 C31 C36 -111.7(3) . . . . ? C25 C26 C31 C36 133.8(3) . . . . ? N4 C26 C31 C32 63.3(4) . . . . ? C25 C26 C31 C32 -51.2(4) . . . . ? C36 C31 C32 C33 1.3(5) . . . . ? C26 C31 C32 C33 -173.8(3) . . . . ? C31 C32 C33 C34 -0.8(5) . . . . ? C32 C33 C34 C35 -0.3(5) . . . . ? C33 C34 C35 C36 0.9(5) . . . . ? C32 C31 C36 C35 -0.7(5) . . . . ? C26 C31 C36 C35 174.4(3) . . . . ? C34 C35 C36 C31 -0.4(5) . . . . ? N3 C28 C37 C42 59.6(4) . . . . ? C27 C28 C37 C42 -56.8(4) . . . . ? N3 C28 C37 C38 -120.5(3) . . . . ? C27 C28 C37 C38 123.1(3) . . . . ? C42 C37 C38 C39 -0.3(5) . . . . ? C28 C37 C38 C39 179.8(3) . . . . ? C37 C38 C39 C40 -0.1(5) . . . . ? C38 C39 C40 C41 0.2(5) . . . . ? C39 C40 C41 C42 0.2(5) . . . . ? C38 C37 C42 C41 0.7(5) . . . . ? C28 C37 C42 C41 -179.4(3) . . . . ? C40 C41 C42 C37 -0.6(5) . . . . ? # Attachment 'Compound2a.cif' # Compound2a #=================================================================== data_EW11 _database_code_depnum_ccdc_archive 'CCDC 791884' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H50 N4 O4 Zn, 0.5(C7 H8)' _chemical_formula_sum 'C33.50 H54.50 N4 O4 Zn' _chemical_formula_weight 642.68 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 C2 _symmetry_space_group_name_Hall 'C 2y' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 17.0744(9) _cell_length_b 10.7322(6) _cell_length_c 19.3548(10) _cell_angle_alpha 90.00 _cell_angle_beta 107.6540(10) _cell_angle_gamma 90.00 _cell_volume 3379.7(3) _cell_formula_units_Z 4 _cell_measurement_temperature 103(2) _cell_measurement_reflns_used 9895 _cell_measurement_theta_min 2.36 _cell_measurement_theta_max 30.67 _exptl_crystal_description Irregular _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.263 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1382 _exptl_absorpt_coefficient_mu 0.768 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7749 _exptl_absorpt_correction_T_max 0.8462 _exptl_absorpt_process_details ; SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction. ; _exptl_special_details ; Data collection was performed on a Bruker Ultra TXS Mo rotating anode with a Pt^135^ CCD detector. Data were collected performing four 182 degree omega scans in four orthogonal phi settings. Cooling was achieved with a Oxford Cryosystems Series 700 blower. ; _diffrn_ambient_temperature 103(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker TXS APEX-II CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 28634 _diffrn_reflns_av_R_equivalents 0.0266 _diffrn_reflns_av_sigmaI/netI 0.0406 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 30.70 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 30.70 _diffrn_measured_fraction_theta_full 0.999 _reflns_number_total 10241 _reflns_number_gt 10084 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; Bruker (2008). APEX2, version 2008.5-0, Bruker AXS Inc., Madison, Wisconsin, USA. ; _computing_cell_refinement ; Bruker (2008). SAINT, version 7.56A, Bruker AXS Inc., Madison, Wisconsin, USA. ; _computing_data_reduction ; Bruker (2008). SAINT, version 7.56A, Bruker AXS Inc., Madison, Wisconsin, USA. ; _computing_structure_solution ; Sheldrick, G. M. (2008). Acta Crystallographica, A64, 112-122. ; _computing_structure_refinement ; Sheldrick, G. M. (2008). Acta Crystallographica, A64, 112-122. ; _computing_molecular_graphics ; Brandenburg, K. (2009). DIAMOND. Version 3.2c. Crystal Impact GbR, Bonn, Germany. ; _computing_publication_material ; Bruker AXS (2008). SHELXTL. Version 2008/1. Bruker AXS Inc., Madison, Wisconsin, USA. ; _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. All H atoms were refined in calculated positions with U~iso~ of H set to be 1.2 times that of the parent carbon atom. The methyl groups were refined as rigid pyramidal groups (AFIX 137) rotating around the C-C bond vector with U~iso~ of H set to be 1.5 times that of the parent carbon atom. The disorder refinement of the toluene required refinement of one H position. The largest positive residual density (0.66 e/\%A^3^) is located 0.84 \%A from atom Zn1. The largest negative residual density (-0.26 e/\%A^3^) is located 0.89 \%A from atom C1S. COMMENT on checkCIF alerts: The toluene molecule is rotationally disordered over two positions. The moiety formula contains half a toluene molecule per metal complex. This leads to Z=4. ; _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^)+(0.0163P)^2^+0.2815P] 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 ? _chemical_absolute_configuration ad _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.014(4) _refine_ls_number_reflns 10241 _refine_ls_number_parameters 403 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0206 _refine_ls_R_factor_gt 0.0203 _refine_ls_wR_factor_ref 0.0550 _refine_ls_wR_factor_gt 0.0548 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.070 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.656 _refine_diff_density_min -0.263 _refine_diff_density_rms 0.044 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 0.050871(5) 0.003576(12) 0.237750(5) 0.01165(3) Uani 1 1 d . . . O1 O 0.14054(5) -0.23560(7) 0.11100(4) 0.01797(14) Uani 1 1 d . . . N1 N 0.06956(5) -0.14160(8) 0.17789(4) 0.01404(14) Uani 1 1 d . . . C1 C 0.12275(6) -0.12823(9) 0.14150(5) 0.01406(16) Uani 1 1 d . . . O2 O 0.20019(5) 0.18770(7) 0.13736(4) 0.01930(14) Uani 1 1 d . . . C2 C 0.10122(7) -0.33637(10) 0.13613(7) 0.0229(2) Uani 1 1 d . . . H2A H 0.1426 -0.3937 0.1670 0.028 Uiso 1 1 calc R . . H2B H 0.0654 -0.3839 0.0947 0.028 Uiso 1 1 calc R . . N2 N 0.12401(5) 0.12716(8) 0.20849(4) 0.01368(14) Uani 1 1 d . . . O3 O -0.00456(5) -0.14034(9) 0.41541(4) 0.02528(17) Uani 1 1 d . . . C3 C 0.04992(6) -0.27542(9) 0.18013(5) 0.01488(16) Uani 1 1 d . . . H3A H 0.0723 -0.3042 0.2315 0.018 Uiso 1 1 calc R . . N3 N 0.05861(5) -0.07087(8) 0.33539(4) 0.01472(15) Uani 1 1 d . . . O4 O -0.16320(5) 0.15719(8) 0.25894(4) 0.02160(15) Uani 1 1 d . . . N4 N -0.05489(5) 0.09654(8) 0.22340(4) 0.01415(14) Uani 1 1 d . . . C4 C -0.04246(6) -0.30870(10) 0.15319(6) 0.01866(18) Uani 1 1 d . . . C5 C -0.05073(8) -0.45048(11) 0.15947(7) 0.0261(2) Uani 1 1 d . . . H5A H -0.1090 -0.4736 0.1430 0.039 Uiso 1 1 calc R . . H5B H -0.0265 -0.4758 0.2101 0.039 Uiso 1 1 calc R . . H5C H -0.0219 -0.4925 0.1293 0.039 Uiso 1 1 calc R . . C6 C -0.08611(7) -0.24742(11) 0.20263(7) 0.0252(2) Uani 1 1 d . . . H6A H -0.1434 -0.2754 0.1888 0.038 Uiso 1 1 calc R . . H6B H -0.0845 -0.1567 0.1977 0.038 Uiso 1 1 calc R . . H6C H -0.0584 -0.2709 0.2531 0.038 Uiso 1 1 calc R . . C7 C -0.08245(8) -0.26843(13) 0.07455(7) 0.0317(3) Uani 1 1 d . . . H7A H -0.1411 -0.2888 0.0599 0.047 Uiso 1 1 calc R . . H7B H -0.0562 -0.3123 0.0430 0.047 Uiso 1 1 calc R . . H7C H -0.0756 -0.1784 0.0703 0.047 Uiso 1 1 calc R . . C8 C 0.16453(6) -0.02271(9) 0.12971(5) 0.0161(2) Uani 1 1 d . . . H8A H 0.1980 -0.0305 0.0987 0.019 Uiso 1 1 calc R . . C9 C 0.16032(6) 0.09382(9) 0.16059(5) 0.01431(16) Uani 1 1 d . . . C10 C 0.18242(7) 0.30179(10) 0.16825(6) 0.01984(19) Uani 1 1 d . . . H10A H 0.1489 0.3577 0.1299 0.024 Uiso 1 1 calc R . . H10B H 0.2339 0.3454 0.1946 0.024 Uiso 1 1 calc R . . C11 C 0.13428(6) 0.26357(9) 0.22084(5) 0.01452(16) Uani 1 1 d . . . H11A H 0.0787 0.3033 0.2040 0.017 Uiso 1 1 calc R . . C12 C 0.17574(6) 0.30189(9) 0.30040(5) 0.01580(17) Uani 1 1 d . . . C13 C 0.26062(6) 0.24153(10) 0.33121(6) 0.02088(19) Uani 1 1 d . . . H13A H 0.2552 0.1507 0.3271 0.031 Uiso 1 1 calc R . . H13B H 0.2840 0.2647 0.3823 0.031 Uiso 1 1 calc R . . H13C H 0.2969 0.2706 0.3039 0.031 Uiso 1 1 calc R . . C14 C 0.11881(7) 0.26553(10) 0.34516(6) 0.02006(19) Uani 1 1 d . . . H14A H 0.1126 0.1747 0.3447 0.030 Uiso 1 1 calc R . . H14B H 0.0649 0.3043 0.3241 0.030 Uiso 1 1 calc R . . H14C H 0.1426 0.2943 0.3952 0.030 Uiso 1 1 calc R . . C15 C 0.18482(7) 0.44452(10) 0.30394(6) 0.0225(2) Uani 1 1 d . . . H15A H 0.2081 0.4706 0.3546 0.034 Uiso 1 1 calc R . . H15B H 0.1307 0.4832 0.2833 0.034 Uiso 1 1 calc R . . H15C H 0.2214 0.4707 0.2762 0.034 Uiso 1 1 calc R . . C16 C 0.11249(6) -0.17018(9) 0.37782(5) 0.01686(17) Uani 1 1 d . . . H16A H 0.1012 -0.2483 0.3483 0.020 Uiso 1 1 calc R . . C17 C 0.20585(6) -0.14602(9) 0.40042(5) 0.01588(17) Uani 1 1 d . . . C18 C 0.24843(7) -0.26029(10) 0.44355(6) 0.0238(2) Uani 1 1 d . . . H18A H 0.3082 -0.2497 0.4568 0.036 Uiso 1 1 calc R . . H18B H 0.2323 -0.3353 0.4137 0.036 Uiso 1 1 calc R . . H18C H 0.2320 -0.2687 0.4876 0.036 Uiso 1 1 calc R . . C19 C 0.23384(6) -0.13451(11) 0.33257(6) 0.02081(19) Uani 1 1 d . . . H19A H 0.2073 -0.0621 0.3042 0.031 Uiso 1 1 calc R . . H19B H 0.2185 -0.2101 0.3031 0.031 Uiso 1 1 calc R . . H19C H 0.2936 -0.1240 0.3470 0.031 Uiso 1 1 calc R . . C20 C 0.23089(7) -0.02912(10) 0.44724(6) 0.0212(2) Uani 1 1 d . . . H20A H 0.1995 0.0425 0.4218 0.032 Uiso 1 1 calc R . . H20B H 0.2898 -0.0137 0.4565 0.032 Uiso 1 1 calc R . . H20C H 0.2194 -0.0413 0.4934 0.032 Uiso 1 1 calc R . . C21 C 0.07816(7) -0.18745(13) 0.44181(6) 0.0270(2) Uani 1 1 d . . . H21A H 0.0784 -0.2765 0.4553 0.032 Uiso 1 1 calc R . . H21B H 0.1108 -0.1396 0.4846 0.032 Uiso 1 1 calc R . . C22 C -0.00716(6) -0.06522(10) 0.35773(5) 0.01762(18) Uani 1 1 d . . . C23 C -0.07911(5) 0.00498(15) 0.33146(5) 0.01989(16) Uani 1 1 d . . . H23A H -0.1192 -0.0006 0.3563 0.024 Uiso 1 1 calc R . . C24 C -0.09547(6) 0.08294(10) 0.27083(5) 0.01630(17) Uani 1 1 d . . . C25 C -0.15828(6) 0.24870(10) 0.20563(6) 0.01909(18) Uani 1 1 d . . . H25A H -0.1399 0.3302 0.2289 0.023 Uiso 1 1 calc R . . H25B H -0.2124 0.2596 0.1685 0.023 Uiso 1 1 calc R . . C26 C -0.09467(6) 0.19554(9) 0.17134(5) 0.01428(16) Uani 1 1 d . . . H26A H -0.0529 0.2617 0.1730 0.017 Uiso 1 1 calc R . . C27 C -0.13118(6) 0.15237(10) 0.09179(5) 0.01583(17) Uani 1 1 d . . . C28 C -0.19657(6) 0.05119(11) 0.08442(6) 0.02093(19) Uani 1 1 d . . . H28A H -0.2177 0.0250 0.0336 0.031 Uiso 1 1 calc R . . H28B H -0.2417 0.0844 0.1003 0.031 Uiso 1 1 calc R . . H28C H -0.1720 -0.0205 0.1146 0.031 Uiso 1 1 calc R . . C29 C -0.06131(6) 0.10391(11) 0.06433(6) 0.01966(18) Uani 1 1 d . . . H29A H -0.0834 0.0814 0.0130 0.029 Uiso 1 1 calc R . . H29B H -0.0363 0.0304 0.0924 0.029 Uiso 1 1 calc R . . H29C H -0.0196 0.1691 0.0700 0.029 Uiso 1 1 calc R . . C30 C -0.17002(7) 0.26581(11) 0.04555(6) 0.02150(19) Uani 1 1 d . . . H30A H -0.1904 0.2413 -0.0056 0.032 Uiso 1 1 calc R . . H30B H -0.1286 0.3315 0.0515 0.032 Uiso 1 1 calc R . . H30C H -0.2158 0.2970 0.0613 0.032 Uiso 1 1 calc R . . C1S C 0.02659(6) 0.43184(17) 0.56458(10) 0.0443(4) Uani 1 1 d D A 1 H1S H 0.0453(4) 0.4756(10) 0.6102(9) 0.053 Uiso 0.50 1 d PD B 1 C2S C 0.02696(6) 0.30274(16) 0.56521(9) 0.0390(3) Uani 1 1 d D . . H2SA H 0.0455 0.2588 0.6098 0.047 Uiso 1 1 calc RD A 1 C3S C 0.0000 0.23811(19) 0.5000 0.0373(4) Uani 1 2 d S . . H3SA H 0.0000 0.1496 0.5000 0.056 Uiso 1 2 calc SR . . C4S C 0.0000 0.4930(2) 0.5000 0.0535(7) Uani 1 2 d SD . . H4SA H 0.0000 0.5815 0.5000 0.080 Uiso 1 1 calc RD A 1 C7S C 0.04242(18) 0.5245(3) 0.62482(15) 0.0367(7) Uani 0.50 1 d P A 2 H7SC H 0.0822 0.4901 0.6683 0.055 Uiso 0.50 1 calc PR A 2 H7SB H -0.0091 0.5431 0.6352 0.055 Uiso 0.50 1 calc PR A 2 H7SA H 0.0645 0.6013 0.6105 0.055 Uiso 0.50 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.01093(4) 0.01267(4) 0.01221(4) -0.00016(4) 0.00481(3) -0.00001(4) O1 0.0183(3) 0.0177(3) 0.0206(3) -0.0038(3) 0.0098(3) 0.0018(3) N1 0.0141(3) 0.0137(3) 0.0151(3) -0.0008(3) 0.0056(3) 0.0000(3) C1 0.0118(4) 0.0169(4) 0.0117(4) -0.0011(3) 0.0011(3) 0.0038(3) O2 0.0213(3) 0.0192(3) 0.0215(3) 0.0019(3) 0.0126(3) -0.0025(3) C2 0.0279(5) 0.0158(5) 0.0297(5) -0.0028(4) 0.0156(4) 0.0011(4) N2 0.0127(3) 0.0144(4) 0.0142(3) 0.0001(3) 0.0045(3) -0.0012(3) O3 0.0218(4) 0.0356(4) 0.0208(4) 0.0110(3) 0.0100(3) -0.0006(3) C3 0.0153(4) 0.0134(4) 0.0162(4) -0.0016(3) 0.0051(3) 0.0002(3) N3 0.0148(3) 0.0160(4) 0.0131(3) 0.0019(3) 0.0039(3) -0.0007(3) O4 0.0170(3) 0.0272(4) 0.0240(4) 0.0015(3) 0.0113(3) 0.0059(3) N4 0.0123(3) 0.0160(4) 0.0148(3) -0.0005(3) 0.0050(3) 0.0014(3) C4 0.0154(4) 0.0150(4) 0.0233(5) -0.0034(4) 0.0024(3) -0.0019(3) C5 0.0239(5) 0.0168(4) 0.0364(6) -0.0057(4) 0.0072(5) -0.0043(4) C6 0.0161(4) 0.0224(5) 0.0382(6) -0.0078(5) 0.0100(4) -0.0041(4) C7 0.0303(6) 0.0274(6) 0.0262(5) -0.0027(5) -0.0080(5) -0.0018(5) C8 0.0139(4) 0.0203(6) 0.0160(4) 0.0003(3) 0.0076(3) 0.0019(3) C9 0.0112(4) 0.0166(4) 0.0147(4) 0.0037(3) 0.0034(3) 0.0005(3) C10 0.0229(5) 0.0165(4) 0.0225(5) 0.0033(4) 0.0106(4) -0.0016(4) C11 0.0138(4) 0.0134(4) 0.0166(4) 0.0017(3) 0.0049(3) -0.0008(3) C12 0.0156(4) 0.0139(4) 0.0170(4) -0.0003(3) 0.0035(3) -0.0018(3) C13 0.0155(4) 0.0214(5) 0.0221(5) 0.0023(4) 0.0002(4) -0.0008(4) C14 0.0227(5) 0.0201(5) 0.0188(4) -0.0017(4) 0.0085(4) -0.0020(4) C15 0.0252(5) 0.0148(5) 0.0260(5) -0.0021(4) 0.0057(4) -0.0024(4) C16 0.0187(4) 0.0152(4) 0.0159(4) 0.0031(3) 0.0041(3) -0.0017(3) C17 0.0182(4) 0.0143(4) 0.0134(4) 0.0006(3) 0.0022(3) 0.0019(3) C18 0.0276(5) 0.0182(5) 0.0203(5) 0.0025(4) -0.0008(4) 0.0046(4) C19 0.0186(4) 0.0253(5) 0.0189(4) 0.0011(4) 0.0062(4) 0.0045(4) C20 0.0236(5) 0.0174(5) 0.0196(4) -0.0036(3) 0.0024(4) -0.0016(3) C21 0.0231(5) 0.0377(6) 0.0204(5) 0.0125(4) 0.0071(4) -0.0007(5) C22 0.0184(4) 0.0219(5) 0.0135(4) 0.0013(3) 0.0062(3) -0.0038(3) C23 0.0166(4) 0.0270(4) 0.0192(4) 0.0016(5) 0.0102(3) -0.0016(5) C24 0.0129(4) 0.0188(4) 0.0183(4) -0.0032(3) 0.0063(3) -0.0011(3) C25 0.0178(4) 0.0202(5) 0.0201(4) -0.0017(4) 0.0070(4) 0.0052(4) C26 0.0117(4) 0.0151(4) 0.0157(4) -0.0013(3) 0.0036(3) 0.0018(3) C27 0.0133(4) 0.0183(4) 0.0149(4) -0.0014(3) 0.0028(3) 0.0012(3) C28 0.0162(4) 0.0230(5) 0.0220(5) -0.0052(4) 0.0035(4) -0.0027(4) C29 0.0174(4) 0.0256(5) 0.0167(4) -0.0024(4) 0.0062(3) 0.0031(4) C30 0.0210(5) 0.0219(5) 0.0190(4) 0.0016(4) 0.0021(4) 0.0044(4) C1S 0.0385(7) 0.0560(10) 0.0491(9) -0.0213(7) 0.0294(7) -0.0148(7) C2S 0.0285(6) 0.0546(9) 0.0379(7) 0.0095(6) 0.0162(5) 0.0087(6) C3S 0.0347(9) 0.0278(9) 0.0587(13) 0.000 0.0281(9) 0.000 C4S 0.0695(14) 0.0242(9) 0.0959(18) 0.000 0.0686(14) 0.000 C7S 0.0378(13) 0.0404(19) 0.0323(12) -0.0119(11) 0.0113(10) 0.0023(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N4 2.0073(8) . ? Zn1 N2 2.0170(8) . ? Zn1 N3 2.0189(8) . ? Zn1 N1 2.0239(8) . ? O1 C1 1.3702(12) . ? O1 C2 1.4336(13) . ? N1 C1 1.3150(12) . ? N1 C3 1.4784(13) . ? C1 C8 1.3936(14) . ? O2 C9 1.3661(12) . ? O2 C10 1.4349(13) . ? C2 C3 1.5403(14) . ? N2 C9 1.3117(12) . ? N2 C11 1.4852(12) . ? O3 C22 1.3668(12) . ? O3 C21 1.4400(14) . ? C3 C4 1.5454(14) . ? N3 C22 1.3214(13) . ? N3 C16 1.4828(13) . ? O4 C24 1.3653(12) . ? O4 C25 1.4453(14) . ? N4 C24 1.3153(12) . ? N4 C26 1.4800(12) . ? C4 C6 1.5286(15) . ? C4 C7 1.5294(16) . ? C4 C5 1.5365(16) . ? C8 C9 1.3973(13) . ? C10 C11 1.5452(14) . ? C11 C12 1.5428(14) . ? C12 C13 1.5335(14) . ? C12 C14 1.5357(14) . ? C12 C15 1.5381(14) . ? C16 C21 1.5336(15) . ? C16 C17 1.5416(14) . ? C17 C20 1.5307(14) . ? C17 C19 1.5327(14) . ? C17 C18 1.5367(14) . ? C22 C23 1.3988(15) . ? C23 C24 1.3987(15) . ? C25 C26 1.5436(13) . ? C26 C27 1.5466(13) . ? C27 C28 1.5328(15) . ? C27 C29 1.5364(14) . ? C27 C30 1.5373(15) . ? C1S C4S 1.362(2) . ? C1S C2S 1.386(2) . ? C1S C7S 1.494(3) . ? C2S C3S 1.390(2) . ? C3S C2S 1.391(2) 2_556 ? C4S C1S 1.362(2) 2_556 ? 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 N4 Zn1 N2 104.00(3) . . ? N4 Zn1 N3 97.29(3) . . ? N2 Zn1 N3 130.75(3) . . ? N4 Zn1 N1 126.50(3) . . ? N2 Zn1 N1 97.29(3) . . ? N3 Zn1 N1 104.73(3) . . ? C1 O1 C2 107.49(8) . . ? C1 N1 C3 108.75(8) . . ? C1 N1 Zn1 118.48(7) . . ? C3 N1 Zn1 130.88(6) . . ? N1 C1 O1 114.72(9) . . ? N1 C1 C8 130.35(9) . . ? O1 C1 C8 114.93(8) . . ? C9 O2 C10 107.62(7) . . ? O1 C2 C3 105.70(8) . . ? C9 N2 C11 108.95(8) . . ? C9 N2 Zn1 118.99(7) . . ? C11 N2 Zn1 130.98(6) . . ? C22 O3 C21 106.40(8) . . ? N1 C3 C2 102.96(8) . . ? N1 C3 C4 115.59(8) . . ? C2 C3 C4 114.12(8) . . ? C22 N3 C16 107.33(8) . . ? C22 N3 Zn1 117.86(7) . . ? C16 N3 Zn1 131.03(7) . . ? C24 O4 C25 106.70(8) . . ? C24 N4 C26 108.94(8) . . ? C24 N4 Zn1 119.37(7) . . ? C26 N4 Zn1 131.22(6) . . ? C6 C4 C7 110.25(10) . . ? C6 C4 C5 107.61(9) . . ? C7 C4 C5 109.55(9) . . ? C6 C4 C3 109.32(8) . . ? C7 C4 C3 111.87(9) . . ? C5 C4 C3 108.13(9) . . ? C1 C8 C9 124.19(9) . . ? N2 C9 O2 114.89(9) . . ? N2 C9 C8 130.02(9) . . ? O2 C9 C8 115.08(8) . . ? O2 C10 C11 105.66(8) . . ? N2 C11 C12 114.80(8) . . ? N2 C11 C10 102.48(8) . . ? C12 C11 C10 114.33(8) . . ? C13 C12 C14 111.02(9) . . ? C13 C12 C15 109.42(9) . . ? C14 C12 C15 107.48(9) . . ? C13 C12 C11 111.65(8) . . ? C14 C12 C11 108.54(8) . . ? C15 C12 C11 108.62(8) . . ? N3 C16 C21 102.08(8) . . ? N3 C16 C17 116.79(8) . . ? C21 C16 C17 114.00(8) . . ? C20 C17 C19 109.72(9) . . ? C20 C17 C18 109.34(8) . . ? C19 C17 C18 108.10(9) . . ? C20 C17 C16 112.64(8) . . ? C19 C17 C16 109.56(8) . . ? C18 C17 C16 107.34(8) . . ? O3 C21 C16 104.18(8) . . ? N3 C22 O3 114.82(9) . . ? N3 C22 C23 130.22(9) . . ? O3 C22 C23 114.96(9) . . ? C24 C23 C22 123.85(8) . . ? N4 C24 O4 114.59(9) . . ? N4 C24 C23 129.68(9) . . ? O4 C24 C23 115.72(9) . . ? O4 C25 C26 104.87(8) . . ? N4 C26 C25 102.13(7) . . ? N4 C26 C27 115.21(8) . . ? C25 C26 C27 114.52(8) . . ? C28 C27 C29 110.37(9) . . ? C28 C27 C30 109.48(8) . . ? C29 C27 C30 108.05(9) . . ? C28 C27 C26 111.54(8) . . ? C29 C27 C26 108.97(8) . . ? C30 C27 C26 108.35(8) . . ? C4S C1S C2S 119.31(17) . . ? C4S C1S C7S 109.04(19) . . ? C2S C1S C7S 131.3(2) . . ? C1S C2S C3S 119.44(16) . . ? C2S C3S C2S 120.2(2) . 2_556 ? C1S C4S C1S 122.4(2) 2_556 . ? 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 N4 Zn1 N1 C1 117.51(7) . . . . ? N2 Zn1 N1 C1 4.06(8) . . . . ? N3 Zn1 N1 C1 -131.52(7) . . . . ? N4 Zn1 N1 C3 -80.06(9) . . . . ? N2 Zn1 N1 C3 166.49(8) . . . . ? N3 Zn1 N1 C3 30.91(9) . . . . ? C3 N1 C1 O1 5.00(11) . . . . ? Zn1 N1 C1 O1 171.05(6) . . . . ? C3 N1 C1 C8 -174.20(10) . . . . ? Zn1 N1 C1 C8 -8.14(14) . . . . ? C2 O1 C1 N1 -6.77(11) . . . . ? C2 O1 C1 C8 172.55(9) . . . . ? C1 O1 C2 C3 5.39(11) . . . . ? N4 Zn1 N2 C9 -127.68(7) . . . . ? N3 Zn1 N2 C9 119.52(7) . . . . ? N1 Zn1 N2 C9 2.86(8) . . . . ? N4 Zn1 N2 C11 39.03(9) . . . . ? N3 Zn1 N2 C11 -73.77(9) . . . . ? N1 Zn1 N2 C11 169.57(8) . . . . ? C1 N1 C3 C2 -1.20(11) . . . . ? Zn1 N1 C3 C2 -164.93(7) . . . . ? C1 N1 C3 C4 -126.31(9) . . . . ? Zn1 N1 C3 C4 69.96(11) . . . . ? O1 C2 C3 N1 -2.60(11) . . . . ? O1 C2 C3 C4 123.46(9) . . . . ? N4 Zn1 N3 C22 12.86(8) . . . . ? N2 Zn1 N3 C22 128.47(8) . . . . ? N1 Zn1 N3 C22 -117.97(8) . . . . ? N4 Zn1 N3 C16 167.88(8) . . . . ? N2 Zn1 N3 C16 -76.51(9) . . . . ? N1 Zn1 N3 C16 37.05(9) . . . . ? N2 Zn1 N4 C24 -140.49(7) . . . . ? N3 Zn1 N4 C24 -5.25(8) . . . . ? N1 Zn1 N4 C24 109.19(8) . . . . ? N2 Zn1 N4 C26 30.76(9) . . . . ? N3 Zn1 N4 C26 166.00(8) . . . . ? N1 Zn1 N4 C26 -79.56(9) . . . . ? N1 C3 C4 C6 -63.14(11) . . . . ? C2 C3 C4 C6 177.72(9) . . . . ? N1 C3 C4 C7 59.27(12) . . . . ? C2 C3 C4 C7 -59.87(12) . . . . ? N1 C3 C4 C5 179.98(9) . . . . ? C2 C3 C4 C5 60.85(12) . . . . ? N1 C1 C8 C9 4.38(17) . . . . ? O1 C1 C8 C9 -174.82(9) . . . . ? C11 N2 C9 O2 2.78(11) . . . . ? Zn1 N2 C9 O2 172.21(6) . . . . ? C11 N2 C9 C8 -177.24(10) . . . . ? Zn1 N2 C9 C8 -7.82(14) . . . . ? C10 O2 C9 N2 -6.02(11) . . . . ? C10 O2 C9 C8 174.00(8) . . . . ? C1 C8 C9 N2 5.39(17) . . . . ? C1 C8 C9 O2 -174.63(9) . . . . ? C9 O2 C10 C11 6.36(10) . . . . ? C9 N2 C11 C12 -123.17(9) . . . . ? Zn1 N2 C11 C12 69.10(11) . . . . ? C9 N2 C11 C10 1.37(10) . . . . ? Zn1 N2 C11 C10 -166.35(7) . . . . ? O2 C10 C11 N2 -4.68(10) . . . . ? O2 C10 C11 C12 120.19(9) . . . . ? N2 C11 C12 C13 57.20(11) . . . . ? C10 C11 C12 C13 -60.84(11) . . . . ? N2 C11 C12 C14 -65.49(10) . . . . ? C10 C11 C12 C14 176.47(8) . . . . ? N2 C11 C12 C15 177.94(8) . . . . ? C10 C11 C12 C15 59.90(11) . . . . ? C22 N3 C16 C21 -17.18(11) . . . . ? Zn1 N3 C16 C21 -174.15(8) . . . . ? C22 N3 C16 C17 -142.21(9) . . . . ? Zn1 N3 C16 C17 60.81(12) . . . . ? N3 C16 C17 C20 59.37(11) . . . . ? C21 C16 C17 C20 -59.41(12) . . . . ? N3 C16 C17 C19 -63.06(11) . . . . ? C21 C16 C17 C19 178.16(9) . . . . ? N3 C16 C17 C18 179.79(8) . . . . ? C21 C16 C17 C18 61.01(11) . . . . ? C22 O3 C21 C16 -19.95(12) . . . . ? N3 C16 C21 O3 22.30(11) . . . . ? C17 C16 C21 O3 149.16(9) . . . . ? C16 N3 C22 O3 5.48(12) . . . . ? Zn1 N3 C22 O3 165.98(7) . . . . ? C16 N3 C22 C23 -174.17(11) . . . . ? Zn1 N3 C22 C23 -13.67(16) . . . . ? C21 O3 C22 N3 9.83(13) . . . . ? C21 O3 C22 C23 -170.47(11) . . . . ? N3 C22 C23 C24 2.8(2) . . . . ? O3 C22 C23 C24 -176.89(11) . . . . ? C26 N4 C24 O4 2.32(12) . . . . ? Zn1 N4 C24 O4 175.37(7) . . . . ? C26 N4 C24 C23 -177.09(11) . . . . ? Zn1 N4 C24 C23 -4.04(15) . . . . ? C25 O4 C24 N4 -12.51(12) . . . . ? C25 O4 C24 C23 166.98(10) . . . . ? C22 C23 C24 N4 8.1(2) . . . . ? C22 C23 C24 O4 -171.31(11) . . . . ? C24 O4 C25 C26 16.54(10) . . . . ? C24 N4 C26 C25 8.06(10) . . . . ? Zn1 N4 C26 C25 -163.88(7) . . . . ? C24 N4 C26 C27 -116.72(9) . . . . ? Zn1 N4 C26 C27 71.34(11) . . . . ? O4 C25 C26 N4 -14.76(10) . . . . ? O4 C25 C26 C27 110.47(9) . . . . ? N4 C26 C27 C28 59.23(11) . . . . ? C25 C26 C27 C28 -58.81(11) . . . . ? N4 C26 C27 C29 -62.87(11) . . . . ? C25 C26 C27 C29 179.09(9) . . . . ? N4 C26 C27 C30 179.80(8) . . . . ? C25 C26 C27 C30 61.76(11) . . . . ? C4S C1S C2S C3S -0.18(7) . . . . ? C7S C1S C2S C3S 172.10(17) . . . . ? C1S C2S C3S C2S 0.09(4) . . . 2_556 ? C2S C1S C4S C1S 0.09(4) . . . 2_556 ? C7S C1S C4S C1S -173.78(13) . . . 2_556 ? # Attachment 'Compound2b.cif' # Compound2b #=================================================================== data_EW3 _database_code_depnum_ccdc_archive 'CCDC 791885' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C38 H34 N4 O4 Zn' _chemical_formula_sum 'C38 H34 N4 O4 Zn' _chemical_formula_weight 676.06 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 Orthorhombic _symmetry_space_group_name_H-M C222(1) _symmetry_space_group_name_HALL 'C 2c 2' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x, y, -z+1/2' 'x, -y, -z' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 10.3033(7) _cell_length_b 16.6104(11) _cell_length_c 75.385(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 12901.5(15) _cell_formula_units_Z 16 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9042 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 30.55 _exptl_crystal_description 'rod shaped' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.49 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.392 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5632 _exptl_absorpt_coefficient_mu 0.809 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6055 _exptl_absorpt_correction_T_max 0.8282 _exptl_absorpt_process_details ; SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction. ; _exptl_special_details ; Data collection was performed on a Bruker Ultra TXS Mo rotating anode with a Pt^135^ CCD detector. Data were collected performing four 182 degree omega scans in four orthogonal phi settings. Cooling was achieved with a Oxford Cryosystems Series 700 blower. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker TXS APEX-II CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 110073 _diffrn_reflns_av_R_equivalents 0.0422 _diffrn_reflns_av_sigmaI/netI 0.0342 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -107 _diffrn_reflns_limit_l_max 107 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 30.59 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 30.59 _diffrn_measured_fraction_theta_full 0.998 _reflns_number_total 19733 _reflns_number_gt 19509 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; Bruker (2008). APEX2, version 2008.5-0, Bruker AXS Inc., Madison, Wisconsin, USA. ; _computing_cell_refinement ; Bruker (2008). SAINT, version 7.56A, Bruker AXS Inc., Madison, Wisconsin, USA. ; _computing_data_reduction ; Bruker (2008). SAINT, version 7.56A, Bruker AXS Inc., Madison, Wisconsin, USA. ; _computing_structure_solution ; Sheldrick, G. M. (2008). Acta Crystallographica, A64, 112-122. ; _computing_structure_refinement ; Sheldrick, G. M. (2008). Acta Crystallographica, A64, 112-122. ; _computing_molecular_graphics ; Brandenburg, K. (2009). DIAMOND. Version 3.2c. Crystal Impact GbR, Bonn, Germany. ; _computing_publication_material ; Bruker AXS (2008). SHELXTL. Version 2008/1. Bruker AXS Inc., Madison, Wisconsin, USA. ; _refine_special_details ; Refinement of F^2^ against ALL reflections except 0 0 10, obviously in error. 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. All H atoms were refined in calculated positions with U~iso~ of H set to be 1.2 times that of the parent carbon atom. COMMENT on checkCIF alerts: No issues. ; _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^)+(0.0000P)^2^+76.2005P] 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 ? _chemical_absolute_configuration ad _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.088(10) _refine_ls_number_reflns 19733 _refine_ls_number_parameters 847 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0679 _refine_ls_R_factor_gt 0.0673 _refine_ls_wR_factor_ref 0.1487 _refine_ls_wR_factor_gt 0.1484 _refine_ls_goodness_of_fit_ref 1.290 _refine_ls_restrained_S_all 1.290 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 1.181 _refine_diff_density_min -1.377 _refine_diff_density_rms 0.109 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 0.79957(4) 0.16732(2) 0.557870(5) 0.01440(8) Uani 1 1 d . . . N1 N 0.8711(3) 0.27827(19) 0.55478(4) 0.0189(6) Uani 1 1 d . . . O1 O 0.8963(4) 0.40971(18) 0.56147(4) 0.0341(8) Uani 1 1 d . . . C1 C 0.9484(4) 0.3112(2) 0.53982(6) 0.0222(8) Uani 1 1 d . . . H1A H 1.0268 0.2769 0.5379 0.027 Uiso 1 1 calc R . . Zn2 Zn 0.65715(4) -0.03123(3) 0.690507(6) 0.01730(9) Uani 1 1 d . . . N2 N 0.7128(3) 0.1898(2) 0.58054(4) 0.0223(7) Uani 1 1 d . . . O2 O 0.6288(4) 0.2697(2) 0.60173(4) 0.0387(9) Uani 1 1 d . . . C2 C 0.9897(5) 0.3930(3) 0.54781(7) 0.0335(11) Uani 1 1 d . . . H2A H 1.0783 0.3896 0.5529 0.040 Uiso 1 1 calc R . . H2B H 0.9884 0.4357 0.5386 0.040 Uiso 1 1 calc R . . N3 N 0.6808(3) 0.11119(18) 0.54150(4) 0.0157(6) Uani 1 1 d . . . O3 O 0.6269(3) 0.03594(18) 0.51777(4) 0.0234(6) Uani 1 1 d . . . C3 C 0.8439(5) 0.3367(2) 0.56589(5) 0.0263(8) Uani 1 1 d . . . O4 O 1.0736(3) 0.03044(18) 0.53206(4) 0.0207(5) Uani 1 1 d . . . N4 N 0.9507(3) 0.09815(18) 0.55184(4) 0.0162(6) Uani 1 1 d . . . C4 C 0.7698(5) 0.3323(3) 0.58142(5) 0.0297(10) Uani 1 1 d . . . H4A H 0.7617 0.3796 0.5884 0.036 Uiso 1 1 calc R . . O5 O 0.4785(4) 0.1897(2) 0.69966(5) 0.0358(8) Uani 1 1 d . . . N5 N 0.5684(4) 0.0665(2) 0.70036(5) 0.0223(7) Uani 1 1 d . . . C5 C 0.7073(5) 0.2630(3) 0.58721(5) 0.0269(9) Uani 1 1 d . . . N6 N 0.7070(3) 0.0215(2) 0.66838(4) 0.0206(6) Uani 1 1 d . . . O6 O 0.7070(4) 0.1201(2) 0.64773(4) 0.0329(7) Uani 1 1 d . . . C6 C 0.5906(6) 0.1898(4) 0.60640(7) 0.0432(14) Uani 1 1 d . . . H6A H 0.4980 0.1881 0.6099 0.052 Uiso 1 1 calc R . . H6B H 0.6439 0.1691 0.6163 0.052 Uiso 1 1 calc R . . N7 N 0.5128(3) -0.1106(2) 0.69507(5) 0.0230(7) Uani 1 1 d . . . O7 O 0.3928(3) -0.1753(2) 0.71583(4) 0.0293(7) Uani 1 1 d . . . C7 C 0.6140(4) 0.1406(3) 0.58948(6) 0.0270(9) Uani 1 1 d . . . H7A H 0.5330 0.1408 0.5822 0.032 Uiso 1 1 calc R . . O8 O 0.8408(3) -0.1648(2) 0.72872(4) 0.0318(7) Uani 1 1 d . . . N8 N 0.7824(3) -0.0948(2) 0.70431(4) 0.0184(6) Uani 1 1 d . . . C8 C 0.8684(4) 0.3145(2) 0.52288(5) 0.0184(7) Uani 1 1 d . . . C9 C 0.8672(4) 0.2464(2) 0.51191(6) 0.0253(8) Uani 1 1 d . . . H9A H 0.9181 0.2008 0.5150 0.030 Uiso 1 1 calc R . . C10 C 0.7924(5) 0.2451(3) 0.49664(6) 0.0276(8) Uani 1 1 d . . . H10A H 0.7920 0.1986 0.4893 0.033 Uiso 1 1 calc R . . C11 C 0.7185(4) 0.3113(3) 0.49208(6) 0.0277(9) Uani 1 1 d . . . H11A H 0.6688 0.3107 0.4815 0.033 Uiso 1 1 calc R . . C12 C 0.7167(4) 0.3792(3) 0.50304(5) 0.0234(8) Uani 1 1 d . . . H12A H 0.6647 0.4244 0.5000 0.028 Uiso 1 1 calc R . . C13 C 0.7917(4) 0.3800(2) 0.51838(5) 0.0196(7) Uani 1 1 d . . . H13A H 0.7903 0.4259 0.5259 0.024 Uiso 1 1 calc R . . C14 C 0.6547(4) 0.0539(3) 0.59289(5) 0.0233(8) Uani 1 1 d . . . C15 C 0.7833(4) 0.0306(3) 0.59425(5) 0.0258(8) Uani 1 1 d . . . H15A H 0.8501 0.0692 0.5925 0.031 Uiso 1 1 calc R . . C16 C 0.8156(5) -0.0485(3) 0.59811(6) 0.0278(9) Uani 1 1 d . . . H16A H 0.9044 -0.0635 0.5989 0.033 Uiso 1 1 calc R . . C17 C 0.7199(6) -0.1061(3) 0.60085(6) 0.0373(11) Uani 1 1 d . . . H17A H 0.7420 -0.1600 0.6039 0.045 Uiso 1 1 calc R . . C18 C 0.5910(6) -0.0829(4) 0.59906(8) 0.0436(14) Uani 1 1 d . . . H18A H 0.5242 -0.1217 0.6006 0.052 Uiso 1 1 calc R . . C19 C 0.5591(5) -0.0054(4) 0.59513(7) 0.0384(12) Uani 1 1 d . . . H19A H 0.4703 0.0089 0.5939 0.046 Uiso 1 1 calc R . . C20 C 0.5385(4) 0.1156(2) 0.54031(5) 0.0183(7) Uani 1 1 d . . . H20A H 0.4999 0.0757 0.5487 0.022 Uiso 1 1 calc R . . C21 C 0.5159(4) 0.0865(2) 0.52123(6) 0.0224(8) Uani 1 1 d . . . H21A H 0.4341 0.0555 0.5203 0.027 Uiso 1 1 calc R . . H21B H 0.5127 0.1324 0.5129 0.027 Uiso 1 1 calc R . . C22 C 0.7226(4) 0.0624(2) 0.52897(5) 0.0170(7) Uani 1 1 d . . . C23 C 0.8494(4) 0.0352(2) 0.52588(5) 0.0195(7) Uani 1 1 d . . . H23A H 0.8660 0.0019 0.5159 0.023 Uiso 1 1 calc R . . C24 C 0.9517(4) 0.0557(2) 0.53709(5) 0.0184(7) Uani 1 1 d . . . C25 C 1.1596(4) 0.0494(2) 0.54639(5) 0.0228(7) Uani 1 1 d . . . H25A H 1.2420 0.0722 0.5419 0.027 Uiso 1 1 calc R . . H25B H 1.1792 0.0008 0.5535 0.027 Uiso 1 1 calc R . . C26 C 1.0862(3) 0.1116(2) 0.55748(5) 0.0182(6) Uani 1 1 d . . . H26A H 1.1132 0.1665 0.5535 0.022 Uiso 1 1 calc R . . C27 C 0.4855(4) 0.1981(2) 0.54451(5) 0.0179(7) Uani 1 1 d . . . C28 C 0.5351(4) 0.2662(2) 0.53615(5) 0.0212(7) Uani 1 1 d . . . H28A H 0.6017 0.2604 0.5275 0.025 Uiso 1 1 calc R . . C29 C 0.4892(4) 0.3421(2) 0.54019(6) 0.0256(8) Uani 1 1 d . . . H29A H 0.5245 0.3879 0.5344 0.031 Uiso 1 1 calc R . . C30 C 0.3914(4) 0.3521(3) 0.55278(6) 0.0269(9) Uani 1 1 d . . . H30A H 0.3592 0.4043 0.5555 0.032 Uiso 1 1 calc R . . C31 C 0.3412(4) 0.2845(3) 0.56136(5) 0.0243(8) Uani 1 1 d . . . H31A H 0.2755 0.2905 0.5701 0.029 Uiso 1 1 calc R . . C32 C 0.3874(4) 0.2084(2) 0.55711(6) 0.0229(7) Uani 1 1 d . . . H32A H 0.3518 0.1626 0.5629 0.028 Uiso 1 1 calc R . . C33 C 1.0999(4) 0.1072(3) 0.57751(5) 0.0198(7) Uani 1 1 d . . . C34 C 1.0818(4) 0.1779(2) 0.58753(6) 0.0263(8) Uani 1 1 d . . . H34A H 1.0653 0.2275 0.5817 0.032 Uiso 1 1 calc R . . C35 C 1.0881(5) 0.1754(3) 0.60591(6) 0.0326(10) Uani 1 1 d . . . H35A H 1.0744 0.2231 0.6126 0.039 Uiso 1 1 calc R . . C36 C 1.1141(5) 0.1040(3) 0.61456(6) 0.0340(10) Uani 1 1 d . . . H36A H 1.1205 0.1028 0.6271 0.041 Uiso 1 1 calc R . . C37 C 1.1310(5) 0.0339(3) 0.60480(6) 0.0337(10) Uani 1 1 d . . . H37A H 1.1474 -0.0156 0.6107 0.040 Uiso 1 1 calc R . . C38 C 1.1240(4) 0.0359(3) 0.58658(6) 0.0294(9) Uani 1 1 d . . . H38A H 1.1360 -0.0125 0.5801 0.035 Uiso 1 1 calc R . . C39 C 0.5135(4) 0.0785(3) 0.71854(5) 0.0226(8) Uani 1 1 d . . . H39A H 0.4591 0.0310 0.7218 0.027 Uiso 1 1 calc R . . C40 C 0.4261(5) 0.1516(3) 0.71554(7) 0.0378(11) Uani 1 1 d . . . H40A H 0.3349 0.1348 0.7137 0.045 Uiso 1 1 calc R . . H40B H 0.4298 0.1887 0.7258 0.045 Uiso 1 1 calc R . . C41 C 0.5491(4) 0.1316(3) 0.69125(6) 0.0266(8) Uani 1 1 d . . . C42 C 0.5892(5) 0.1487(3) 0.67374(6) 0.0288(9) Uani 1 1 d . . . H42A H 0.5639 0.1980 0.6684 0.035 Uiso 1 1 calc R . . C43 C 0.6653(4) 0.0945(3) 0.66423(5) 0.0244(8) Uani 1 1 d . . . C44 C 0.7647(5) 0.0501(3) 0.63947(5) 0.0284(9) Uani 1 1 d . . . H44A H 0.8404 0.0654 0.6321 0.034 Uiso 1 1 calc R . . H44B H 0.7009 0.0215 0.6320 0.034 Uiso 1 1 calc R . . C45 C 0.8060(4) -0.0016(3) 0.65521(5) 0.0220(7) Uani 1 1 d . . . H45A H 0.8931 0.0168 0.6594 0.026 Uiso 1 1 calc R . . C46 C 0.6197(4) 0.0886(3) 0.73178(6) 0.0252(8) Uani 1 1 d . . . C47 C 0.6877(5) 0.1618(3) 0.73287(7) 0.0379(11) Uani 1 1 d . . . H47A H 0.6613 0.2055 0.7256 0.046 Uiso 1 1 calc R . . C48 C 0.7904(6) 0.1720(5) 0.74406(8) 0.0531(16) Uani 1 1 d . . . H48A H 0.8350 0.2220 0.7444 0.064 Uiso 1 1 calc R . . C49 C 0.8293(6) 0.1099(5) 0.75482(8) 0.0570(18) Uani 1 1 d . . . H49A H 0.9000 0.1174 0.7628 0.068 Uiso 1 1 calc R . . C50 C 0.7656(5) 0.0357(5) 0.75419(7) 0.0510(16) Uani 1 1 d . . . H50A H 0.7929 -0.0073 0.7616 0.061 Uiso 1 1 calc R . . C51 C 0.6599(5) 0.0250(3) 0.74239(6) 0.0354(10) Uani 1 1 d . . . H51A H 0.6168 -0.0255 0.7418 0.042 Uiso 1 1 calc R . . C52 C 0.8120(4) -0.0903(3) 0.65118(5) 0.0217(7) Uani 1 1 d . . . C53 C 0.7039(5) -0.1401(3) 0.65167(5) 0.0262(8) Uani 1 1 d . . . H53A H 0.6219 -0.1182 0.6548 0.031 Uiso 1 1 calc R . . C54 C 0.7138(5) -0.2215(3) 0.64769(6) 0.0322(9) Uani 1 1 d . . . H54A H 0.6386 -0.2546 0.6480 0.039 Uiso 1 1 calc R . . C55 C 0.8318(6) -0.2544(3) 0.64329(7) 0.0384(11) Uani 1 1 d . . . H55A H 0.8386 -0.3103 0.6408 0.046 Uiso 1 1 calc R . . C56 C 0.9408(5) -0.2058(3) 0.64245(6) 0.0346(11) Uani 1 1 d . . . H56A H 1.0218 -0.2281 0.6390 0.041 Uiso 1 1 calc R . . C57 C 0.9325(4) -0.1239(3) 0.64673(6) 0.0299(9) Uani 1 1 d . . . H57A H 1.0082 -0.0913 0.6466 0.036 Uiso 1 1 calc R . . C58 C 0.3756(4) -0.0978(3) 0.68982(6) 0.0269(8) Uani 1 1 d . . . H58A H 0.3504 -0.0416 0.6931 0.032 Uiso 1 1 calc R . . C59 C 0.3035(5) -0.1558(4) 0.70197(6) 0.0409(13) Uani 1 1 d . . . H59A H 0.2247 -0.1301 0.7069 0.049 Uiso 1 1 calc R . . H59B H 0.2776 -0.2049 0.6954 0.049 Uiso 1 1 calc R . . C60 C 0.5139(4) -0.1502(2) 0.71022(6) 0.0209(7) Uani 1 1 d . . . C61 C 0.6188(4) -0.1685(3) 0.72125(6) 0.0268(8) Uani 1 1 d . . . H61A H 0.6046 -0.1996 0.7316 0.032 Uiso 1 1 calc R . . C62 C 0.7434(4) -0.1420(2) 0.71735(6) 0.0242(8) Uani 1 1 d . . . C63 C 0.9545(4) -0.1188(3) 0.72355(6) 0.0302(10) Uani 1 1 d . . . H63A H 1.0335 -0.1527 0.7240 0.036 Uiso 1 1 calc R . . H63B H 0.9666 -0.0718 0.7314 0.036 Uiso 1 1 calc R . . C64 C 0.9265(4) -0.0918(3) 0.70451(6) 0.0244(8) Uani 1 1 d . . . H64A H 0.9614 -0.1329 0.6961 0.029 Uiso 1 1 calc R . . C65 C 0.3598(4) -0.1075(3) 0.66995(6) 0.0244(8) Uani 1 1 d . . . C66 C 0.3359(4) -0.1821(3) 0.66203(6) 0.0300(9) Uani 1 1 d . . . H66A H 0.3276 -0.2289 0.6692 0.036 Uiso 1 1 calc R . . C67 C 0.3243(5) -0.1881(3) 0.64363(7) 0.0383(11) Uani 1 1 d . . . H67A H 0.3078 -0.2388 0.6383 0.046 Uiso 1 1 calc R . . C68 C 0.3369(5) -0.1201(4) 0.63329(7) 0.0405(12) Uani 1 1 d . . . H68A H 0.3277 -0.1240 0.6208 0.049 Uiso 1 1 calc R . . C69 C 0.3626(5) -0.0467(3) 0.64089(6) 0.0337(10) Uani 1 1 d . . . H69A H 0.3734 -0.0005 0.6336 0.040 Uiso 1 1 calc R . . C70 C 0.3730(4) -0.0396(3) 0.65922(6) 0.0259(8) Uani 1 1 d . . . H70A H 0.3890 0.0115 0.6644 0.031 Uiso 1 1 calc R . . C71 C 0.9790(4) -0.0099(2) 0.69960(5) 0.0210(7) Uani 1 1 d . . . C72 C 1.0734(4) -0.0008(3) 0.68649(5) 0.0244(8) Uani 1 1 d . . . H72A H 1.1068 -0.0472 0.6807 0.029 Uiso 1 1 calc R . . C73 C 1.1196(5) 0.0743(3) 0.68166(6) 0.0338(10) Uani 1 1 d . . . H73A H 1.1827 0.0793 0.6725 0.041 Uiso 1 1 calc R . . C74 C 1.0733(4) 0.1420(3) 0.69020(8) 0.0341(10) Uani 1 1 d . . . H74A H 1.1069 0.1936 0.6873 0.041 Uiso 1 1 calc R . . C75 C 0.9769(5) 0.1345(3) 0.70317(7) 0.0306(9) Uani 1 1 d . . . H75A H 0.9428 0.1811 0.7088 0.037 Uiso 1 1 calc R . . C76 C 0.9314(5) 0.0587(3) 0.70770(6) 0.0276(9) Uani 1 1 d . . . H76A H 0.8661 0.0538 0.7165 0.033 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 0.01556(17) 0.01362(16) 0.01403(17) -0.00229(15) -0.00036(15) 0.00232(15) N1 0.0251(16) 0.0172(14) 0.0144(14) 0.0002(11) -0.0011(11) 0.0015(12) O1 0.055(2) 0.0139(13) 0.0331(18) -0.0017(12) -0.0190(15) -0.0016(13) C1 0.0199(18) 0.0111(15) 0.035(2) 0.0030(14) -0.0035(15) -0.0003(13) Zn2 0.01849(19) 0.01895(19) 0.01448(17) 0.00245(16) 0.00066(15) 0.00052(16) N2 0.0173(15) 0.0313(17) 0.0184(14) -0.0057(12) -0.0028(12) 0.0080(13) O2 0.058(2) 0.0418(19) 0.0166(14) -0.0039(13) 0.0063(14) 0.0275(18) C2 0.041(3) 0.0167(19) 0.043(3) 0.0067(17) -0.018(2) -0.0053(18) N3 0.0151(15) 0.0152(13) 0.0167(13) -0.0006(10) -0.0040(10) -0.0003(11) O3 0.0278(15) 0.0208(13) 0.0215(13) -0.0075(11) -0.0054(11) 0.0012(12) C3 0.037(2) 0.0149(15) 0.0272(18) -0.0037(14) -0.0169(17) 0.0062(17) O4 0.0205(13) 0.0175(12) 0.0241(13) -0.0031(11) 0.0066(10) 0.0035(11) N4 0.0142(13) 0.0132(13) 0.0212(14) -0.0009(11) -0.0005(11) 0.0034(11) C4 0.046(3) 0.0196(17) 0.0231(18) -0.0119(15) -0.0127(17) 0.0167(18) O5 0.045(2) 0.0287(17) 0.0339(18) 0.0045(13) 0.0125(15) 0.0176(15) N5 0.0254(17) 0.0211(16) 0.0203(16) 0.0015(12) 0.0055(13) 0.0029(13) C5 0.033(2) 0.035(2) 0.0132(15) -0.0044(15) -0.0074(16) 0.0220(19) N6 0.0199(14) 0.0228(15) 0.0190(14) 0.0007(12) 0.0033(12) 0.0015(13) O6 0.0467(19) 0.0303(16) 0.0218(14) 0.0076(12) 0.0051(14) 0.0015(15) C6 0.054(3) 0.053(3) 0.022(2) 0.005(2) 0.010(2) 0.026(3) N7 0.0163(15) 0.0303(18) 0.0225(16) 0.0039(13) 0.0009(12) -0.0014(13) O7 0.0236(14) 0.0355(17) 0.0287(15) 0.0107(13) 0.0035(12) -0.0068(13) C7 0.0198(18) 0.040(2) 0.0216(19) 0.0029(17) 0.0039(15) 0.0054(17) O8 0.0212(13) 0.0350(16) 0.0392(17) 0.0180(14) -0.0032(13) 0.0023(14) N8 0.0160(14) 0.0191(14) 0.0201(14) 0.0017(11) 0.0004(12) 0.0006(12) C8 0.0172(17) 0.0128(15) 0.0252(18) 0.0042(13) 0.0001(13) -0.0022(12) C9 0.0191(19) 0.0168(17) 0.040(2) -0.0010(16) 0.0051(16) 0.0005(14) C10 0.0259(19) 0.0248(19) 0.032(2) -0.0056(16) 0.0050(18) -0.0072(17) C11 0.021(2) 0.032(2) 0.030(2) 0.0039(16) 0.0000(16) -0.0031(16) C12 0.0186(18) 0.0270(19) 0.0247(19) 0.0084(15) 0.0000(14) 0.0027(15) C13 0.0228(17) 0.0173(16) 0.0188(16) 0.0024(12) 0.0027(14) 0.0009(14) C14 0.0226(17) 0.037(2) 0.0099(14) -0.0019(14) -0.0004(14) -0.0050(17) C15 0.027(2) 0.0280(19) 0.0223(18) 0.0009(16) 0.0042(15) -0.0024(18) C16 0.031(2) 0.026(2) 0.0267(19) 0.0036(15) 0.0042(16) -0.0017(17) C17 0.052(3) 0.033(2) 0.027(2) -0.0049(18) 0.008(2) -0.011(2) C18 0.047(3) 0.044(3) 0.039(3) -0.007(2) 0.008(2) -0.029(3) C19 0.024(2) 0.055(3) 0.036(3) -0.013(2) 0.0025(19) -0.011(2) C20 0.0178(17) 0.0119(15) 0.0251(18) 0.0021(13) -0.0016(13) -0.0012(13) C21 0.0209(18) 0.0167(17) 0.030(2) -0.0002(14) -0.0041(15) -0.0019(14) C22 0.0226(18) 0.0120(14) 0.0162(15) 0.0023(12) -0.0041(13) -0.0003(13) C23 0.0255(17) 0.0157(15) 0.0173(15) -0.0023(13) 0.0018(14) 0.0053(15) C24 0.0227(18) 0.0122(14) 0.0204(17) 0.0052(13) 0.0052(14) 0.0031(13) C25 0.0197(16) 0.0224(18) 0.0264(18) -0.0037(14) 0.0058(15) 0.0052(15) C26 0.0138(15) 0.0191(16) 0.0218(16) 0.0004(14) 0.0018(13) 0.0020(12) C27 0.0163(16) 0.0178(16) 0.0194(17) 0.0026(13) -0.0039(13) -0.0026(13) C28 0.0223(18) 0.0175(17) 0.0239(18) 0.0004(14) 0.0004(14) -0.0005(14) C29 0.028(2) 0.0109(16) 0.038(2) 0.0036(15) -0.0001(17) 0.0029(14) C30 0.0242(19) 0.0191(18) 0.037(2) -0.0030(16) 0.0042(17) 0.0020(15) C31 0.0205(17) 0.035(2) 0.0176(17) -0.0025(14) 0.0103(14) 0.0041(16) C32 0.0150(15) 0.0262(19) 0.0276(19) 0.0055(16) 0.0025(15) -0.0007(14) C33 0.0111(15) 0.0269(19) 0.0213(17) -0.0023(14) 0.0025(13) 0.0000(13) C34 0.033(2) 0.0168(18) 0.029(2) -0.0001(15) 0.0031(17) -0.0035(16) C35 0.041(3) 0.030(2) 0.026(2) -0.0040(18) 0.0015(18) -0.014(2) C36 0.032(2) 0.050(3) 0.0204(19) -0.0016(19) -0.0063(17) -0.005(2) C37 0.030(2) 0.036(2) 0.035(2) 0.008(2) -0.0038(18) 0.005(2) C38 0.026(2) 0.026(2) 0.036(2) 0.0045(18) -0.0027(17) 0.0077(17) C39 0.0244(19) 0.0264(19) 0.0170(17) -0.0005(14) 0.0052(14) -0.0004(15) C40 0.037(3) 0.037(3) 0.039(3) 0.001(2) 0.010(2) 0.012(2) C41 0.026(2) 0.0219(18) 0.032(2) 0.0046(17) 0.0071(17) 0.0091(15) C42 0.038(2) 0.024(2) 0.025(2) 0.0048(15) 0.0030(17) 0.0109(17) C43 0.0261(19) 0.028(2) 0.0188(17) 0.0045(14) 0.0000(15) 0.0024(16) C44 0.039(2) 0.031(2) 0.0152(17) 0.0053(15) 0.0050(16) 0.0020(18) C45 0.0175(16) 0.0311(19) 0.0176(16) 0.0019(14) 0.0040(14) -0.0005(15) C46 0.0237(19) 0.030(2) 0.0223(18) -0.0073(16) 0.0054(15) 0.0007(16) C47 0.037(3) 0.042(3) 0.034(2) -0.017(2) 0.011(2) -0.003(2) C48 0.045(3) 0.069(4) 0.045(3) -0.028(3) 0.011(3) -0.014(3) C49 0.037(3) 0.102(6) 0.031(3) -0.025(3) 0.002(2) -0.010(3) C50 0.035(3) 0.085(5) 0.033(3) 0.009(3) 0.007(2) 0.023(3) C51 0.030(2) 0.047(3) 0.029(2) 0.003(2) 0.0110(18) 0.012(2) C52 0.0220(18) 0.032(2) 0.0108(14) 0.0001(13) 0.0024(13) 0.0015(15) C53 0.0261(19) 0.030(2) 0.0225(18) -0.0029(15) 0.0026(16) 0.0042(17) C54 0.033(2) 0.033(2) 0.031(2) -0.0049(18) -0.0027(19) -0.001(2) C55 0.048(3) 0.037(3) 0.030(2) -0.0073(19) -0.001(2) 0.012(2) C56 0.027(2) 0.051(3) 0.026(2) -0.010(2) -0.0051(17) 0.015(2) C57 0.023(2) 0.048(3) 0.0182(18) -0.0049(18) -0.0006(15) 0.0008(19) C58 0.0221(19) 0.034(2) 0.0245(19) 0.0001(17) 0.0037(16) 0.0009(16) C59 0.023(2) 0.066(4) 0.033(2) 0.022(2) -0.0007(19) -0.012(2) C60 0.0216(17) 0.0137(16) 0.0273(19) 0.0030(13) 0.0036(15) -0.0019(13) C61 0.028(2) 0.0203(18) 0.033(2) 0.0083(17) 0.0009(16) 0.0005(17) C62 0.0253(19) 0.0190(17) 0.028(2) 0.0059(15) 0.0021(15) 0.0082(15) C63 0.0162(18) 0.041(3) 0.033(2) 0.0135(19) -0.0046(16) 0.0046(17) C64 0.0170(17) 0.0231(19) 0.033(2) 0.0008(16) 0.0040(15) 0.0046(15) C65 0.0154(17) 0.028(2) 0.030(2) 0.0043(16) 0.0011(15) -0.0004(15) C66 0.0225(19) 0.029(2) 0.038(2) 0.0028(17) -0.0014(17) -0.0042(17) C67 0.024(2) 0.048(3) 0.043(3) -0.013(2) -0.0035(19) -0.0069(19) C68 0.026(2) 0.067(4) 0.029(2) 0.001(2) -0.0047(19) 0.003(2) C69 0.027(2) 0.046(3) 0.028(2) 0.0130(19) 0.0036(17) 0.0034(19) C70 0.0149(17) 0.030(2) 0.033(2) 0.0049(17) 0.0038(14) 0.0038(15) C71 0.0157(16) 0.027(2) 0.0197(17) 0.0016(14) -0.0030(13) 0.0018(14) C72 0.0151(16) 0.041(2) 0.0175(17) 0.0016(16) 0.0047(13) 0.0042(16) C73 0.025(2) 0.049(3) 0.028(2) 0.012(2) 0.0084(17) -0.002(2) C74 0.023(2) 0.033(2) 0.046(3) 0.004(2) -0.006(2) -0.0059(17) C75 0.028(2) 0.030(2) 0.034(2) -0.0014(18) 0.0043(18) 0.0012(18) C76 0.026(2) 0.031(2) 0.026(2) -0.0025(17) 0.0018(16) -0.0045(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N2 1.964(3) . ? Zn1 N3 1.972(3) . ? Zn1 N4 1.988(3) . ? Zn1 N1 1.998(3) . ? N1 C3 1.312(5) . ? N1 C1 1.485(5) . ? O1 C3 1.369(5) . ? O1 C2 1.436(7) . ? C1 C8 1.521(6) . ? C1 C2 1.547(6) . ? C1 H1A 1.0000 . ? Zn2 N6 1.953(3) . ? Zn2 N8 1.966(3) . ? Zn2 N5 2.006(3) . ? Zn2 N7 2.017(4) . ? N2 C5 1.317(5) . ? N2 C7 1.468(6) . ? O2 C5 1.366(5) . ? O2 C6 1.429(7) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? N3 C22 1.318(5) . ? N3 C20 1.470(5) . ? O3 C22 1.371(4) . ? O3 C21 1.442(5) . ? C3 C4 1.400(7) . ? O4 C24 1.377(5) . ? O4 C25 1.433(5) . ? N4 C24 1.317(5) . ? N4 C26 1.476(5) . ? C4 C5 1.390(7) . ? C4 H4A 0.9500 . ? O5 C41 1.365(5) . ? O5 C40 1.458(6) . ? N5 C41 1.297(5) . ? N5 C39 1.496(5) . ? N6 C43 1.325(5) . ? N6 C45 1.474(5) . ? O6 C43 1.383(5) . ? O6 C44 1.446(6) . ? C6 C7 1.534(7) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? N7 C60 1.318(5) . ? N7 C58 1.484(5) . ? O7 C60 1.381(5) . ? O7 C59 1.429(6) . ? C7 C14 1.522(6) . ? C7 H7A 1.0000 . ? O8 C62 1.373(5) . ? O8 C63 1.452(6) . ? N8 C62 1.320(5) . ? N8 C64 1.486(5) . ? C8 C13 1.386(5) . ? C8 C9 1.401(6) . ? C9 C10 1.385(6) . ? C9 H9A 0.9500 . ? C10 C11 1.381(6) . ? C10 H10A 0.9500 . ? C11 C12 1.398(6) . ? C11 H11A 0.9500 . ? C12 C13 1.391(5) . ? C12 H12A 0.9500 . ? C13 H13A 0.9500 . ? C14 C15 1.385(6) . ? C14 C19 1.403(7) . ? C15 C16 1.386(6) . ? C15 H15A 0.9500 . ? C16 C17 1.390(7) . ? C16 H16A 0.9500 . ? C17 C18 1.389(9) . ? C17 H17A 0.9500 . ? C18 C19 1.363(9) . ? C18 H18A 0.9500 . ? C19 H19A 0.9500 . ? C20 C27 1.509(5) . ? C20 C21 1.536(6) . ? C20 H20A 1.0000 . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.401(5) . ? C23 C24 1.392(6) . ? C23 H23A 0.9500 . ? C25 C26 1.529(5) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 C33 1.518(6) . ? C26 H26A 1.0000 . ? C27 C28 1.393(5) . ? C27 C32 1.397(6) . ? C28 C29 1.381(5) . ? C28 H28A 0.9500 . ? C29 C30 1.394(6) . ? C29 H29A 0.9500 . ? C30 C31 1.395(6) . ? C30 H30A 0.9500 . ? C31 C32 1.388(6) . ? C31 H31A 0.9500 . ? C32 H32A 0.9500 . ? C33 C38 1.391(6) . ? C33 C34 1.408(6) . ? C34 C35 1.387(6) . ? C34 H34A 0.9500 . ? C35 C36 1.380(7) . ? C35 H35A 0.9500 . ? C36 C37 1.388(7) . ? C36 H36A 0.9500 . ? C37 C38 1.376(7) . ? C37 H37A 0.9500 . ? C38 H38A 0.9500 . ? C39 C46 1.490(6) . ? C39 C40 1.529(6) . ? C39 H39A 1.0000 . ? C40 H40A 0.9900 . ? C40 H40B 0.9900 . ? C41 C42 1.412(6) . ? C42 C43 1.392(6) . ? C42 H42A 0.9500 . ? C44 C45 1.525(6) . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C45 C52 1.506(6) . ? C45 H45A 1.0000 . ? C46 C51 1.389(7) . ? C46 C47 1.406(7) . ? C47 C48 1.363(8) . ? C47 H47A 0.9500 . ? C48 C49 1.372(10) . ? C48 H48A 0.9500 . ? C49 C50 1.397(10) . ? C49 H49A 0.9500 . ? C50 C51 1.417(8) . ? C50 H50A 0.9500 . ? C51 H51A 0.9500 . ? C52 C53 1.388(6) . ? C52 C57 1.402(6) . ? C53 C54 1.388(6) . ? C53 H53A 0.9500 . ? C54 C55 1.373(7) . ? C54 H54A 0.9500 . ? C55 C56 1.386(8) . ? C55 H55A 0.9500 . ? C56 C57 1.399(7) . ? C56 H56A 0.9500 . ? C57 H57A 0.9500 . ? C58 C65 1.516(6) . ? C58 C59 1.523(6) . ? C58 H58A 1.0000 . ? C59 H59A 0.9900 . ? C59 H59B 0.9900 . ? C60 C61 1.397(6) . ? C61 C62 1.388(6) . ? C61 H61A 0.9500 . ? C63 C64 1.531(6) . ? C63 H63A 0.9900 . ? C63 H63B 0.9900 . ? C64 C71 1.511(6) . ? C64 H64A 1.0000 . ? C65 C70 1.394(6) . ? C65 C66 1.397(6) . ? C66 C67 1.396(7) . ? C66 H66A 0.9500 . ? C67 C68 1.379(8) . ? C67 H67A 0.9500 . ? C68 C69 1.372(8) . ? C68 H68A 0.9500 . ? C69 C70 1.391(6) . ? C69 H69A 0.9500 . ? C70 H70A 0.9500 . ? C71 C76 1.382(6) . ? C71 C72 1.395(5) . ? C72 C73 1.384(7) . ? C72 H72A 0.9500 . ? C73 C74 1.380(7) . ? C73 H73A 0.9500 . ? C74 C75 1.399(7) . ? C74 H74A 0.9500 . ? C75 C76 1.387(7) . ? C75 H75A 0.9500 . ? C76 H76A 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Zn1 N3 110.59(14) . . ? N2 Zn1 N4 131.71(14) . . ? N3 Zn1 N4 94.00(13) . . ? N2 Zn1 N1 95.39(14) . . ? N3 Zn1 N1 126.30(13) . . ? N4 Zn1 N1 102.56(14) . . ? C3 N1 C1 109.1(3) . . ? C3 N1 Zn1 121.9(3) . . ? C1 N1 Zn1 128.8(2) . . ? C3 O1 C2 105.5(3) . . ? N1 C1 C8 111.1(3) . . ? N1 C1 C2 100.1(4) . . ? C8 C1 C2 116.4(3) . . ? N1 C1 H1A 109.6 . . ? C8 C1 H1A 109.6 . . ? C2 C1 H1A 109.6 . . ? N6 Zn2 N8 121.35(14) . . ? N6 Zn2 N5 94.22(14) . . ? N8 Zn2 N5 122.56(14) . . ? N6 Zn2 N7 129.27(14) . . ? N8 Zn2 N7 92.43(14) . . ? N5 Zn2 N7 97.45(15) . . ? C5 N2 C7 107.9(4) . . ? C5 N2 Zn1 121.8(3) . . ? C7 N2 Zn1 127.5(3) . . ? C5 O2 C6 106.5(4) . . ? O1 C2 C1 105.3(4) . . ? O1 C2 H2A 110.7 . . ? C1 C2 H2A 110.7 . . ? O1 C2 H2B 110.7 . . ? C1 C2 H2B 110.7 . . ? H2A C2 H2B 108.8 . . ? C22 N3 C20 108.3(3) . . ? C22 N3 Zn1 122.4(3) . . ? C20 N3 Zn1 129.3(2) . . ? C22 O3 C21 105.8(3) . . ? N1 C3 O1 114.6(4) . . ? N1 C3 C4 127.7(4) . . ? O1 C3 C4 117.7(4) . . ? C24 O4 C25 106.9(3) . . ? C24 N4 C26 108.5(3) . . ? C24 N4 Zn1 120.6(3) . . ? C26 N4 Zn1 126.0(2) . . ? C5 C4 C3 123.9(4) . . ? C5 C4 H4A 118.0 . . ? C3 C4 H4A 118.0 . . ? C41 O5 C40 105.8(3) . . ? C41 N5 C39 108.4(3) . . ? C41 N5 Zn2 123.3(3) . . ? C39 N5 Zn2 128.3(3) . . ? N2 C5 O2 114.0(4) . . ? N2 C5 C4 128.7(4) . . ? O2 C5 C4 117.2(4) . . ? C43 N6 C45 107.7(3) . . ? C43 N6 Zn2 121.8(3) . . ? C45 N6 Zn2 129.9(3) . . ? C43 O6 C44 105.6(3) . . ? O2 C6 C7 104.2(4) . . ? O2 C6 H6A 110.9 . . ? C7 C6 H6A 110.9 . . ? O2 C6 H6B 110.9 . . ? C7 C6 H6B 110.9 . . ? H6A C6 H6B 108.9 . . ? C60 N7 C58 108.1(3) . . ? C60 N7 Zn2 117.9(3) . . ? C58 N7 Zn2 124.3(3) . . ? C60 O7 C59 106.8(3) . . ? N2 C7 C14 114.4(3) . . ? N2 C7 C6 101.2(4) . . ? C14 C7 C6 114.0(4) . . ? N2 C7 H7A 109.0 . . ? C14 C7 H7A 109.0 . . ? C6 C7 H7A 109.0 . . ? C62 O8 C63 106.1(3) . . ? C62 N8 C64 108.5(3) . . ? C62 N8 Zn2 120.9(3) . . ? C64 N8 Zn2 130.1(3) . . ? C13 C8 C9 118.9(4) . . ? C13 C8 C1 122.9(3) . . ? C9 C8 C1 118.1(3) . . ? C10 C9 C8 120.6(4) . . ? C10 C9 H9A 119.7 . . ? C8 C9 H9A 119.7 . . ? C11 C10 C9 120.0(4) . . ? C11 C10 H10A 120.0 . . ? C9 C10 H10A 120.0 . . ? C10 C11 C12 120.2(4) . . ? C10 C11 H11A 119.9 . . ? C12 C11 H11A 119.9 . . ? C13 C12 C11 119.4(4) . . ? C13 C12 H12A 120.3 . . ? C11 C12 H12A 120.3 . . ? C8 C13 C12 120.8(4) . . ? C8 C13 H13A 119.6 . . ? C12 C13 H13A 119.6 . . ? C15 C14 C19 117.8(5) . . ? C15 C14 C7 122.7(4) . . ? C19 C14 C7 119.4(4) . . ? C14 C15 C16 120.7(4) . . ? C14 C15 H15A 119.7 . . ? C16 C15 H15A 119.7 . . ? C15 C16 C17 120.9(5) . . ? C15 C16 H16A 119.5 . . ? C17 C16 H16A 119.5 . . ? C18 C17 C16 118.2(5) . . ? C18 C17 H17A 120.9 . . ? C16 C17 H17A 120.9 . . ? C19 C18 C17 120.9(5) . . ? C19 C18 H18A 119.5 . . ? C17 C18 H18A 119.5 . . ? C18 C19 C14 121.4(5) . . ? C18 C19 H19A 119.3 . . ? C14 C19 H19A 119.3 . . ? N3 C20 C27 113.2(3) . . ? N3 C20 C21 101.1(3) . . ? C27 C20 C21 115.3(3) . . ? N3 C20 H20A 109.0 . . ? C27 C20 H20A 109.0 . . ? C21 C20 H20A 109.0 . . ? O3 C21 C20 103.5(3) . . ? O3 C21 H21A 111.1 . . ? C20 C21 H21A 111.1 . . ? O3 C21 H21B 111.1 . . ? C20 C21 H21B 111.1 . . ? H21A C21 H21B 109.0 . . ? N3 C22 O3 113.8(3) . . ? N3 C22 C23 128.5(3) . . ? O3 C22 C23 117.7(3) . . ? C24 C23 C22 121.7(3) . . ? C24 C23 H23A 119.1 . . ? C22 C23 H23A 119.1 . . ? N4 C24 O4 113.7(3) . . ? N4 C24 C23 129.6(4) . . ? O4 C24 C23 116.7(3) . . ? O4 C25 C26 104.7(3) . . ? O4 C25 H25A 110.8 . . ? C26 C25 H25A 110.8 . . ? O4 C25 H25B 110.8 . . ? C26 C25 H25B 110.8 . . ? H25A C25 H25B 108.9 . . ? N4 C26 C33 111.6(3) . . ? N4 C26 C25 102.0(3) . . ? C33 C26 C25 117.7(3) . . ? N4 C26 H26A 108.4 . . ? C33 C26 H26A 108.4 . . ? C25 C26 H26A 108.4 . . ? C28 C27 C32 118.3(4) . . ? C28 C27 C20 120.7(4) . . ? C32 C27 C20 121.1(3) . . ? C29 C28 C27 121.1(4) . . ? C29 C28 H28A 119.5 . . ? C27 C28 H28A 119.5 . . ? C28 C29 C30 120.4(4) . . ? C28 C29 H29A 119.8 . . ? C30 C29 H29A 119.8 . . ? C29 C30 C31 119.2(4) . . ? C29 C30 H30A 120.4 . . ? C31 C30 H30A 120.4 . . ? C32 C31 C30 119.9(4) . . ? C32 C31 H31A 120.1 . . ? C30 C31 H31A 120.1 . . ? C31 C32 C27 121.1(4) . . ? C31 C32 H32A 119.4 . . ? C27 C32 H32A 119.4 . . ? C38 C33 C34 118.1(4) . . ? C38 C33 C26 123.1(4) . . ? C34 C33 C26 118.8(4) . . ? C35 C34 C33 120.3(4) . . ? C35 C34 H34A 119.9 . . ? C33 C34 H34A 119.9 . . ? C36 C35 C34 120.5(5) . . ? C36 C35 H35A 119.8 . . ? C34 C35 H35A 119.8 . . ? C35 C36 C37 119.7(4) . . ? C35 C36 H36A 120.2 . . ? C37 C36 H36A 120.2 . . ? C38 C37 C36 120.2(5) . . ? C38 C37 H37A 119.9 . . ? C36 C37 H37A 119.9 . . ? C37 C38 C33 121.3(5) . . ? C37 C38 H38A 119.3 . . ? C33 C38 H38A 119.3 . . ? C46 C39 N5 110.5(3) . . ? C46 C39 C40 116.3(4) . . ? N5 C39 C40 101.1(3) . . ? C46 C39 H39A 109.5 . . ? N5 C39 H39A 109.5 . . ? C40 C39 H39A 109.5 . . ? O5 C40 C39 104.4(4) . . ? O5 C40 H40A 110.9 . . ? C39 C40 H40A 110.9 . . ? O5 C40 H40B 110.9 . . ? C39 C40 H40B 110.9 . . ? H40A C40 H40B 108.9 . . ? N5 C41 O5 115.2(4) . . ? N5 C41 C42 128.2(4) . . ? O5 C41 C42 116.6(4) . . ? C43 C42 C41 121.1(4) . . ? C43 C42 H42A 119.4 . . ? C41 C42 H42A 119.4 . . ? N6 C43 O6 113.1(4) . . ? N6 C43 C42 130.8(4) . . ? O6 C43 C42 116.1(4) . . ? O6 C44 C45 103.4(3) . . ? O6 C44 H44A 111.1 . . ? C45 C44 H44A 111.1 . . ? O6 C44 H44B 111.1 . . ? C45 C44 H44B 111.1 . . ? H44A C44 H44B 109.0 . . ? N6 C45 C52 114.8(3) . . ? N6 C45 C44 100.6(3) . . ? C52 C45 C44 114.0(3) . . ? N6 C45 H45A 109.0 . . ? C52 C45 H45A 109.0 . . ? C44 C45 H45A 109.0 . . ? C51 C46 C47 118.4(5) . . ? C51 C46 C39 121.3(4) . . ? C47 C46 C39 120.1(4) . . ? C48 C47 C46 122.0(6) . . ? C48 C47 H47A 119.0 . . ? C46 C47 H47A 119.0 . . ? C47 C48 C49 120.0(6) . . ? C47 C48 H48A 120.0 . . ? C49 C48 H48A 120.0 . . ? C48 C49 C50 120.4(6) . . ? C48 C49 H49A 119.8 . . ? C50 C49 H49A 119.8 . . ? C49 C50 C51 119.5(6) . . ? C49 C50 H50A 120.2 . . ? C51 C50 H50A 120.2 . . ? C46 C51 C50 119.7(6) . . ? C46 C51 H51A 120.1 . . ? C50 C51 H51A 120.1 . . ? C53 C52 C57 118.7(4) . . ? C53 C52 C45 123.0(4) . . ? C57 C52 C45 118.3(4) . . ? C52 C53 C54 121.0(4) . . ? C52 C53 H53A 119.5 . . ? C54 C53 H53A 119.5 . . ? C55 C54 C53 120.3(5) . . ? C55 C54 H54A 119.8 . . ? C53 C54 H54A 119.8 . . ? C54 C55 C56 119.8(5) . . ? C54 C55 H55A 120.1 . . ? C56 C55 H55A 120.1 . . ? C55 C56 C57 120.4(5) . . ? C55 C56 H56A 119.8 . . ? C57 C56 H56A 119.8 . . ? C56 C57 C52 119.7(5) . . ? C56 C57 H57A 120.1 . . ? C52 C57 H57A 120.1 . . ? N7 C58 C65 110.5(3) . . ? N7 C58 C59 102.3(4) . . ? C65 C58 C59 118.3(4) . . ? N7 C58 H58A 108.4 . . ? C65 C58 H58A 108.4 . . ? C59 C58 H58A 108.4 . . ? O7 C59 C58 105.6(4) . . ? O7 C59 H59A 110.6 . . ? C58 C59 H59A 110.6 . . ? O7 C59 H59B 110.6 . . ? C58 C59 H59B 110.6 . . ? H59A C59 H59B 108.8 . . ? N7 C60 O7 114.1(4) . . ? N7 C60 C61 129.0(4) . . ? O7 C60 C61 116.8(4) . . ? C62 C61 C60 121.4(4) . . ? C62 C61 H61A 119.3 . . ? C60 C61 H61A 119.3 . . ? N8 C62 O8 114.0(4) . . ? N8 C62 C61 128.8(4) . . ? O8 C62 C61 117.1(4) . . ? O8 C63 C64 104.7(3) . . ? O8 C63 H63A 110.8 . . ? C64 C63 H63A 110.8 . . ? O8 C63 H63B 110.8 . . ? C64 C63 H63B 110.8 . . ? H63A C63 H63B 108.9 . . ? N8 C64 C71 112.7(3) . . ? N8 C64 C63 100.8(3) . . ? C71 C64 C63 115.2(4) . . ? N8 C64 H64A 109.3 . . ? C71 C64 H64A 109.3 . . ? C63 C64 H64A 109.3 . . ? C70 C65 C66 119.1(4) . . ? C70 C65 C58 118.5(4) . . ? C66 C65 C58 122.4(4) . . ? C67 C66 C65 120.2(4) . . ? C67 C66 H66A 119.9 . . ? C65 C66 H66A 119.9 . . ? C68 C67 C66 119.7(5) . . ? C68 C67 H67A 120.2 . . ? C66 C67 H67A 120.2 . . ? C69 C68 C67 120.7(5) . . ? C69 C68 H68A 119.7 . . ? C67 C68 H68A 119.7 . . ? C68 C69 C70 120.3(5) . . ? C68 C69 H69A 119.8 . . ? C70 C69 H69A 119.8 . . ? C69 C70 C65 120.0(5) . . ? C69 C70 H70A 120.0 . . ? C65 C70 H70A 120.0 . . ? C76 C71 C72 118.1(4) . . ? C76 C71 C64 120.5(4) . . ? C72 C71 C64 121.4(4) . . ? C73 C72 C71 121.6(4) . . ? C73 C72 H72A 119.2 . . ? C71 C72 H72A 119.2 . . ? C74 C73 C72 119.5(4) . . ? C74 C73 H73A 120.3 . . ? C72 C73 H73A 120.3 . . ? C73 C74 C75 119.9(5) . . ? C73 C74 H74A 120.0 . . ? C75 C74 H74A 120.0 . . ? C76 C75 C74 119.5(4) . . ? C76 C75 H75A 120.2 . . ? C74 C75 H75A 120.2 . . ? C71 C76 C75 121.3(4) . . ? C71 C76 H76A 119.3 . . ? C75 C76 H76A 119.3 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Zn1 N1 C3 -4.2(3) . . . . ? N3 Zn1 N1 C3 116.3(3) . . . . ? N4 Zn1 N1 C3 -139.1(3) . . . . ? N2 Zn1 N1 C1 -177.9(3) . . . . ? N3 Zn1 N1 C1 -57.4(4) . . . . ? N4 Zn1 N1 C1 47.2(3) . . . . ? C3 N1 C1 C8 -108.2(4) . . . . ? Zn1 N1 C1 C8 66.1(4) . . . . ? C3 N1 C1 C2 15.4(4) . . . . ? Zn1 N1 C1 C2 -170.3(3) . . . . ? N3 Zn1 N2 C5 -125.6(3) . . . . ? N4 Zn1 N2 C5 118.6(3) . . . . ? N1 Zn1 N2 C5 6.5(3) . . . . ? N3 Zn1 N2 C7 33.4(4) . . . . ? N4 Zn1 N2 C7 -82.4(4) . . . . ? N1 Zn1 N2 C7 165.5(3) . . . . ? C3 O1 C2 C1 21.7(4) . . . . ? N1 C1 C2 O1 -22.2(4) . . . . ? C8 C1 C2 O1 97.6(4) . . . . ? N2 Zn1 N3 C22 -152.5(3) . . . . ? N4 Zn1 N3 C22 -14.9(3) . . . . ? N1 Zn1 N3 C22 93.9(3) . . . . ? N2 Zn1 N3 C20 29.1(3) . . . . ? N4 Zn1 N3 C20 166.8(3) . . . . ? N1 Zn1 N3 C20 -84.5(3) . . . . ? C1 N1 C3 O1 -2.7(5) . . . . ? Zn1 N1 C3 O1 -177.4(3) . . . . ? C1 N1 C3 C4 177.9(4) . . . . ? Zn1 N1 C3 C4 3.1(6) . . . . ? C2 O1 C3 N1 -12.7(5) . . . . ? C2 O1 C3 C4 166.8(4) . . . . ? N2 Zn1 N4 C24 141.2(3) . . . . ? N3 Zn1 N4 C24 18.9(3) . . . . ? N1 Zn1 N4 C24 -109.6(3) . . . . ? N2 Zn1 N4 C26 -66.6(4) . . . . ? N3 Zn1 N4 C26 171.1(3) . . . . ? N1 Zn1 N4 C26 42.5(3) . . . . ? N1 C3 C4 C5 -2.8(7) . . . . ? O1 C3 C4 C5 177.8(4) . . . . ? N6 Zn2 N5 C41 7.5(4) . . . . ? N8 Zn2 N5 C41 139.3(4) . . . . ? N7 Zn2 N5 C41 -123.0(4) . . . . ? N6 Zn2 N5 C39 -172.8(4) . . . . ? N8 Zn2 N5 C39 -41.1(4) . . . . ? N7 Zn2 N5 C39 56.6(4) . . . . ? C7 N2 C5 O2 8.9(5) . . . . ? Zn1 N2 C5 O2 171.6(3) . . . . ? C7 N2 C5 C4 -171.0(4) . . . . ? Zn1 N2 C5 C4 -8.3(6) . . . . ? C6 O2 C5 N2 7.7(5) . . . . ? C6 O2 C5 C4 -172.4(4) . . . . ? C3 C4 C5 N2 5.8(7) . . . . ? C3 C4 C5 O2 -174.1(4) . . . . ? N8 Zn2 N6 C43 -140.0(3) . . . . ? N5 Zn2 N6 C43 -7.4(4) . . . . ? N7 Zn2 N6 C43 95.8(4) . . . . ? N8 Zn2 N6 C45 29.5(4) . . . . ? N5 Zn2 N6 C45 162.1(4) . . . . ? N7 Zn2 N6 C45 -94.7(4) . . . . ? C5 O2 C6 C7 -19.9(5) . . . . ? N6 Zn2 N7 C60 166.6(3) . . . . ? N8 Zn2 N7 C60 31.6(3) . . . . ? N5 Zn2 N7 C60 -91.7(3) . . . . ? N6 Zn2 N7 C58 -51.5(4) . . . . ? N8 Zn2 N7 C58 173.4(3) . . . . ? N5 Zn2 N7 C58 50.2(3) . . . . ? C5 N2 C7 C14 -143.2(4) . . . . ? Zn1 N2 C7 C14 55.4(5) . . . . ? C5 N2 C7 C6 -20.2(4) . . . . ? Zn1 N2 C7 C6 178.5(3) . . . . ? O2 C6 C7 N2 24.0(5) . . . . ? O2 C6 C7 C14 147.3(4) . . . . ? N6 Zn2 N8 C62 -167.5(3) . . . . ? N5 Zn2 N8 C62 73.1(4) . . . . ? N7 Zn2 N8 C62 -27.4(3) . . . . ? N6 Zn2 N8 C64 22.4(4) . . . . ? N5 Zn2 N8 C64 -97.0(4) . . . . ? N7 Zn2 N8 C64 162.6(4) . . . . ? N1 C1 C8 C13 88.1(4) . . . . ? C2 C1 C8 C13 -25.7(6) . . . . ? N1 C1 C8 C9 -88.3(4) . . . . ? C2 C1 C8 C9 157.9(4) . . . . ? C13 C8 C9 C10 1.2(6) . . . . ? C1 C8 C9 C10 177.7(4) . . . . ? C8 C9 C10 C11 0.2(6) . . . . ? C9 C10 C11 C12 -1.4(7) . . . . ? C10 C11 C12 C13 1.1(6) . . . . ? C9 C8 C13 C12 -1.4(6) . . . . ? C1 C8 C13 C12 -177.8(4) . . . . ? C11 C12 C13 C8 0.3(6) . . . . ? N2 C7 C14 C15 24.5(6) . . . . ? C6 C7 C14 C15 -91.4(5) . . . . ? N2 C7 C14 C19 -156.8(4) . . . . ? C6 C7 C14 C19 87.4(5) . . . . ? C19 C14 C15 C16 -1.5(6) . . . . ? C7 C14 C15 C16 177.2(4) . . . . ? C14 C15 C16 C17 -0.5(7) . . . . ? C15 C16 C17 C18 2.0(7) . . . . ? C16 C17 C18 C19 -1.4(8) . . . . ? C17 C18 C19 C14 -0.6(8) . . . . ? C15 C14 C19 C18 2.0(7) . . . . ? C7 C14 C19 C18 -176.7(5) . . . . ? C22 N3 C20 C27 -143.8(3) . . . . ? Zn1 N3 C20 C27 34.7(5) . . . . ? C22 N3 C20 C21 -19.9(4) . . . . ? Zn1 N3 C20 C21 158.6(3) . . . . ? C22 O3 C21 C20 -24.6(4) . . . . ? N3 C20 C21 O3 26.6(4) . . . . ? C27 C20 C21 O3 149.1(3) . . . . ? C20 N3 C22 O3 5.3(4) . . . . ? Zn1 N3 C22 O3 -173.4(2) . . . . ? C20 N3 C22 C23 -174.7(4) . . . . ? Zn1 N3 C22 C23 6.7(5) . . . . ? C21 O3 C22 N3 13.1(4) . . . . ? C21 O3 C22 C23 -166.9(3) . . . . ? N3 C22 C23 C24 3.2(6) . . . . ? O3 C22 C23 C24 -176.8(3) . . . . ? C26 N4 C24 O4 5.2(4) . . . . ? Zn1 N4 C24 O4 161.7(2) . . . . ? C26 N4 C24 C23 -172.7(4) . . . . ? Zn1 N4 C24 C23 -16.2(6) . . . . ? C25 O4 C24 N4 8.5(4) . . . . ? C25 O4 C24 C23 -173.2(3) . . . . ? C22 C23 C24 N4 2.5(6) . . . . ? C22 C23 C24 O4 -175.4(3) . . . . ? C24 O4 C25 C26 -17.8(4) . . . . ? C24 N4 C26 C33 -142.2(3) . . . . ? Zn1 N4 C26 C33 62.9(4) . . . . ? C24 N4 C26 C25 -15.6(4) . . . . ? Zn1 N4 C26 C25 -170.5(3) . . . . ? O4 C25 C26 N4 20.0(4) . . . . ? O4 C25 C26 C33 142.4(3) . . . . ? N3 C20 C27 C28 50.9(5) . . . . ? C21 C20 C27 C28 -64.8(5) . . . . ? N3 C20 C27 C32 -127.8(4) . . . . ? C21 C20 C27 C32 116.5(4) . . . . ? C32 C27 C28 C29 0.2(6) . . . . ? C20 C27 C28 C29 -178.6(4) . . . . ? C27 C28 C29 C30 -0.2(7) . . . . ? C28 C29 C30 C31 0.6(7) . . . . ? C29 C30 C31 C32 -1.0(7) . . . . ? C30 C31 C32 C27 1.1(7) . . . . ? C28 C27 C32 C31 -0.6(6) . . . . ? C20 C27 C32 C31 178.1(4) . . . . ? N4 C26 C33 C38 88.6(4) . . . . ? C25 C26 C33 C38 -28.8(5) . . . . ? N4 C26 C33 C34 -88.5(4) . . . . ? C25 C26 C33 C34 154.0(4) . . . . ? C38 C33 C34 C35 -0.1(6) . . . . ? C26 C33 C34 C35 177.2(4) . . . . ? C33 C34 C35 C36 1.0(7) . . . . ? C34 C35 C36 C37 -1.6(8) . . . . ? C35 C36 C37 C38 1.1(8) . . . . ? C36 C37 C38 C33 -0.2(7) . . . . ? C34 C33 C38 C37 -0.4(6) . . . . ? C26 C33 C38 C37 -177.5(4) . . . . ? C41 N5 C39 C46 -107.2(4) . . . . ? Zn2 N5 C39 C46 73.1(5) . . . . ? C41 N5 C39 C40 16.6(5) . . . . ? Zn2 N5 C39 C40 -163.1(3) . . . . ? C41 O5 C40 C39 20.3(5) . . . . ? C46 C39 C40 O5 97.9(5) . . . . ? N5 C39 C40 O5 -21.9(5) . . . . ? C39 N5 C41 O5 -4.5(6) . . . . ? Zn2 N5 C41 O5 175.2(3) . . . . ? C39 N5 C41 C42 177.1(5) . . . . ? Zn2 N5 C41 C42 -3.1(7) . . . . ? C40 O5 C41 N5 -10.5(6) . . . . ? C40 O5 C41 C42 168.0(5) . . . . ? N5 C41 C42 C43 -3.8(8) . . . . ? O5 C41 C42 C43 177.9(4) . . . . ? C45 N6 C43 O6 10.9(5) . . . . ? Zn2 N6 C43 O6 -177.6(3) . . . . ? C45 N6 C43 C42 -168.1(5) . . . . ? Zn2 N6 C43 C42 3.4(7) . . . . ? C44 O6 C43 N6 9.8(5) . . . . ? C44 O6 C43 C42 -171.0(4) . . . . ? C41 C42 C43 N6 3.7(8) . . . . ? C41 C42 C43 O6 -175.3(4) . . . . ? C43 O6 C44 C45 -25.2(5) . . . . ? C43 N6 C45 C52 -148.1(4) . . . . ? Zn2 N6 C45 C52 41.2(5) . . . . ? C43 N6 C45 C44 -25.3(4) . . . . ? Zn2 N6 C45 C44 164.0(3) . . . . ? O6 C44 C45 N6 30.2(4) . . . . ? O6 C44 C45 C52 153.5(4) . . . . ? N5 C39 C46 C51 -99.5(5) . . . . ? C40 C39 C46 C51 146.0(4) . . . . ? N5 C39 C46 C47 76.1(5) . . . . ? C40 C39 C46 C47 -38.5(6) . . . . ? C51 C46 C47 C48 -0.4(7) . . . . ? C39 C46 C47 C48 -176.1(4) . . . . ? C46 C47 C48 C49 -0.7(8) . . . . ? C47 C48 C49 C50 1.0(9) . . . . ? C48 C49 C50 C51 -0.3(8) . . . . ? C47 C46 C51 C50 1.2(6) . . . . ? C39 C46 C51 C50 176.8(4) . . . . ? C49 C50 C51 C46 -0.9(7) . . . . ? N6 C45 C52 C53 32.0(5) . . . . ? C44 C45 C52 C53 -83.3(5) . . . . ? N6 C45 C52 C57 -148.1(4) . . . . ? C44 C45 C52 C57 96.6(5) . . . . ? C57 C52 C53 C54 -0.6(6) . . . . ? C45 C52 C53 C54 179.4(4) . . . . ? C52 C53 C54 C55 0.4(7) . . . . ? C53 C54 C55 C56 -1.4(8) . . . . ? C54 C55 C56 C57 2.5(7) . . . . ? C55 C56 C57 C52 -2.6(7) . . . . ? C53 C52 C57 C56 1.6(6) . . . . ? C45 C52 C57 C56 -178.3(4) . . . . ? C60 N7 C58 C65 -141.4(4) . . . . ? Zn2 N7 C58 C65 73.7(4) . . . . ? C60 N7 C58 C59 -14.4(5) . . . . ? Zn2 N7 C58 C59 -159.4(3) . . . . ? C60 O7 C59 C58 -14.4(5) . . . . ? N7 C58 C59 O7 17.3(5) . . . . ? C65 C58 C59 O7 139.0(4) . . . . ? C58 N7 C60 O7 6.3(5) . . . . ? Zn2 N7 C60 O7 153.8(3) . . . . ? C58 N7 C60 C61 -172.4(4) . . . . ? Zn2 N7 C60 C61 -24.9(6) . . . . ? C59 O7 C60 N7 5.5(5) . . . . ? C59 O7 C60 C61 -175.6(4) . . . . ? N7 C60 C61 C62 2.4(7) . . . . ? O7 C60 C61 C62 -176.3(4) . . . . ? C64 N8 C62 O8 9.0(5) . . . . ? Zn2 N8 C62 O8 -163.0(3) . . . . ? C64 N8 C62 C61 -173.4(5) . . . . ? Zn2 N8 C62 C61 14.5(6) . . . . ? C63 O8 C62 N8 7.4(5) . . . . ? C63 O8 C62 C61 -170.5(4) . . . . ? C60 C61 C62 N8 4.2(8) . . . . ? C60 C61 C62 O8 -178.3(4) . . . . ? C62 O8 C63 C64 -19.8(5) . . . . ? C62 N8 C64 C71 -143.6(4) . . . . ? Zn2 N8 C64 C71 27.5(5) . . . . ? C62 N8 C64 C63 -20.2(5) . . . . ? Zn2 N8 C64 C63 150.8(3) . . . . ? O8 C63 C64 N8 23.8(4) . . . . ? O8 C63 C64 C71 145.4(4) . . . . ? N7 C58 C65 C70 -90.8(5) . . . . ? C59 C58 C65 C70 151.8(4) . . . . ? N7 C58 C65 C66 87.6(5) . . . . ? C59 C58 C65 C66 -29.9(6) . . . . ? C70 C65 C66 C67 -0.6(7) . . . . ? C58 C65 C66 C67 -178.9(4) . . . . ? C65 C66 C67 C68 0.2(7) . . . . ? C66 C67 C68 C69 0.9(8) . . . . ? C67 C68 C69 C70 -1.7(8) . . . . ? C68 C69 C70 C65 1.3(7) . . . . ? C66 C65 C70 C69 -0.2(6) . . . . ? C58 C65 C70 C69 178.3(4) . . . . ? N8 C64 C71 C76 49.3(5) . . . . ? C63 C64 C71 C76 -65.7(5) . . . . ? N8 C64 C71 C72 -128.7(4) . . . . ? C63 C64 C71 C72 116.4(4) . . . . ? C76 C71 C72 C73 0.4(6) . . . . ? C64 C71 C72 C73 178.5(4) . . . . ? C71 C72 C73 C74 1.2(7) . . . . ? C72 C73 C74 C75 -2.4(7) . . . . ? C73 C74 C75 C76 1.9(7) . . . . ? C72 C71 C76 C75 -0.9(7) . . . . ? C64 C71 C76 C75 -178.9(4) . . . . ? C74 C75 C76 C71 -0.3(7) . . . . ?