# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_general _journal_name_full CrystEngComm _journal_coden_cambridge 1350 #TrackingRef '- JPLangCIF (re-revised).cif' _audit_creation_date 2012-03-02 _audit_creation_method 'SHELXL 97' _audit_update_record ? #============================================================================== # PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_coeditor_code ? #============================================================================== # SUBMISSION DETAILS _publ_contact_author_name 'Jian-Ping Lang' _publ_contact_author_email jplang@suda.edu.cn _publ_contact_author_fax 86-512-65880089 _publ_contact_author_phone 86-512-65882865 _publ_contact_author_address ; College of Chemistry and Chemical Engineering, Materials Science Soochow University, Suzhou 215123, Jiangsu, P. R. China ; _publ_requested_category FM _publ_requested_coeditor_name ? #============================================================================== # TITLE AND AUTHOR LIST _publ_section_title ; ENTER SECTION TITLE ; _publ_section_title_footnote ; ENTER FOOTNOTE TO TITLE OF PAPER ; loop_ _publ_author_name _publ_author_footnote _publ_author_address 'Ming Dai' ; FIRST AUTHORS FOOTNOTES ; ; FIRST AUTHORS ADDRESS ; 'Wen-Yan Yan' '' '' 'Zhi-Gang Ren' '' '' 'Hui-Fang Wang' '' '' 'Wei-Jie Gong' '' '' 'Fu-Ling Li' '' '' 'Xin Zhao' '' '' 'Hong-Xi Li' '' '' 'Jian-Ping Lang' '' '' _publ_section_synopsis ; ENTER SYNOPSIS ; #========================================================================= # TEXT _publ_section_abstract ; ENTER ABSTRACT ; _publ_section_comment ; ENTER TEXT ; _publ_section_references ; ENTER OTHER REFERENCES ; _publ_section_figure_captions ; ENTER FIGURE CAPTIONS ; _publ_section_exptl_prep ; ENTER COMPOUND PREPARATION DETAILS ; _publ_section_exptl_refinement ; ENTER SPECIAL DETAILS OF THE REFINEMENT ; #========================================================================== data_1 _database_code_depnum_ccdc_archive 'CCDC 874154' #TrackingRef '- JPLangCIF (re-revised).cif' _audit_creation_date 2011-09-11 _audit_update_record ? _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C100 H79 N10 O25 Zn5' _chemical_formula_sum 'C100 H79 N10 O25 Zn5' _chemical_formula_weight 2147.68 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 Tetragonal _symmetry_space_group_name_H-M 'I41/a ' _symmetry_space_group_name_Hall '-I 4ad' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y+3/4, x+1/4, z+1/4' '-x+1/2, -y, z+1/2' 'y+3/4, -x+3/4, z+3/4' 'x+1/2, y+1/2, z+1/2' '-y+5/4, x+3/4, z+3/4' '-x+1, -y+1/2, z+1' 'y+5/4, -x+5/4, z+5/4' '-x, -y, -z' 'y-3/4, -x-1/4, -z-1/4' 'x-1/2, y, -z-1/2' '-y-3/4, x-3/4, -z-3/4' '-x+1/2, -y+1/2, -z+1/2' 'y-1/4, -x+1/4, -z+1/4' 'x, y+1/2, -z' '-y-1/4, x-1/4, -z-1/4' _cell_length_a 19.777(3) _cell_length_b 19.777(3) _cell_length_c 46.892(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 18341(5) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 22182 _cell_measurement_theta_min 3.0402 _cell_measurement_theta_max 25.3491 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.556 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 8798 _exptl_absorpt_coefficient_mu 1.374 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.6832 _exptl_absorpt_correction_T_max 0.7706 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication to Rigaku Corp.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 87468 _diffrn_reflns_av_R_equivalents 0.1079 _diffrn_reflns_av_sigmaI/netI 0.0533 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -55 _diffrn_reflns_limit_l_max 54 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 25.00 _reflns_number_total 8072 _reflns_number_gt 6124 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_cell_refinement 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_data_reduction 'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1126P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8072 _refine_ls_number_parameters 632 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1295 _refine_ls_R_factor_gt 0.1000 _refine_ls_wR_factor_ref 0.2707 _refine_ls_wR_factor_gt 0.2486 _refine_ls_goodness_of_fit_ref 1.175 _refine_ls_restrained_S_all 1.175 _refine_ls_shift/su_max 0.039 _refine_ls_shift/su_mean 0.005 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.5000 0.7500 0.55233(2) 0.0320(3) Uani 1 2 d S . . Zn2 Zn 0.91007(5) 1.04442(4) 0.45479(2) 0.0403(3) Uani 1 1 d . . . Zn3 Zn 0.10393(4) 0.94722(4) 0.695022(19) 0.0332(3) Uani 1 1 d . . . O3 O 0.8467(4) 1.0020(3) 0.48029(15) 0.071(2) Uani 1 1 d . . . O5 O 0.9797(3) 1.0855(3) 0.47751(12) 0.0536(15) Uani 1 1 d . . . O1 O 0.5700(3) 0.7849(3) 0.52683(11) 0.0438(13) Uani 1 1 d . . . O8 O 1.1658(3) 1.2995(3) 0.56530(14) 0.0627(17) Uani 1 1 d . . . O6 O 1.0526(3) 1.0992(3) 0.44177(12) 0.0556(16) Uani 1 1 d . . . O7 O 1.2358(3) 1.3187(3) 0.52943(12) 0.0520(15) Uani 1 1 d . . . O9 O 0.1434(3) 0.8824(3) 0.72073(12) 0.0479(14) Uani 1 1 d . . . O2 O 0.6353(3) 0.8020(3) 0.56464(13) 0.0577(16) Uani 1 1 d . . . O4 O 0.7829(4) 0.9809(4) 0.44214(17) 0.082(2) Uani 1 1 d . . . O10 O 0.1570(3) 0.8074(3) 0.68622(12) 0.0538(15) Uani 1 1 d . . . N1 N 0.1792(3) 0.9800(3) 0.66901(13) 0.0353(14) Uani 1 1 d . . . N2 N 0.3369(3) 1.2776(3) 0.57962(13) 0.0359(14) Uani 1 1 d . . . N3 N 0.4717(3) 0.8302(3) 0.57670(13) 0.0363(14) Uani 1 1 d . . . N4 N 0.6289(3) 1.1255(3) 0.67975(15) 0.0448(16) Uani 1 1 d . . . N5 N 0.9431(3) 0.9728(3) 0.42683(13) 0.0380(15) Uani 1 1 d . . . C35 C 0.4630(3) 1.0678(3) 0.62548(15) 0.0320(16) Uani 1 1 d . . . H35A H 0.4768 1.0718 0.6055 0.038 Uiso 1 1 calc R . . C50 C 0.9912(3) 0.8051(4) 0.37254(16) 0.0335(16) Uani 1 1 d . . . H50 H 0.9891 0.8187 0.3525 0.040 Uiso 1 1 calc R . . C23 C 0.3567(4) 1.0401(3) 0.62299(15) 0.0329(16) Uani 1 1 d . . . H23A H 0.3477 1.0380 0.6025 0.039 Uiso 1 1 calc R . . C10 C 1.0703(4) 1.1588(4) 0.48547(17) 0.0398(18) Uani 1 1 d . . . C19 C 0.4423(4) 0.9405(4) 0.61180(16) 0.0362(17) Uani 1 1 d . . . C22 C 0.4241(3) 1.0002(3) 0.63008(15) 0.0325(16) Uani 1 1 d . . . H22A H 0.4249 0.9875 0.6503 0.039 Uiso 1 1 calc R . . C13 C 1.1425(4) 1.2472(4) 0.52048(18) 0.046(2) Uani 1 1 d . . . C47 C 0.9781(4) 0.8648(4) 0.39116(15) 0.0339(16) Uani 1 1 d . . . C1 C 0.6230(4) 0.8095(4) 0.53896(17) 0.0403(18) Uani 1 1 d . . . C42 C 0.2095(4) 0.7875(4) 0.73118(16) 0.0379(17) Uani 1 1 d . . . C37 C 0.5511(4) 1.0416(4) 0.66354(18) 0.048(2) Uani 1 1 d . . . H37A H 0.5353 0.9975 0.6650 0.057 Uiso 1 1 calc R . . C16 C 1.1827(4) 1.2914(4) 0.54009(19) 0.0458(19) Uani 1 1 d . . . C5 C 0.7528(4) 0.9284(4) 0.4864(2) 0.053(2) Uani 1 1 d . . . C29 C 0.3953(3) 1.1065(3) 0.63023(16) 0.0320(16) Uani 1 1 d . . . H29A H 0.3898 1.1173 0.6505 0.038 Uiso 1 1 calc R . . C28 C 0.2688(4) 1.0591(4) 0.66167(17) 0.0393(18) Uani 1 1 d . . . H28A H 0.2899 1.0989 0.6673 0.047 Uiso 1 1 calc R . . C49 C 1.0003(4) 0.9400(4) 0.43025(18) 0.0426(19) Uani 1 1 d . . . H49A H 1.0293 0.9540 0.4447 0.051 Uiso 1 1 calc R . . C41 C 0.1671(4) 0.8274(4) 0.71088(17) 0.0401(18) Uani 1 1 d . . . C30 C 0.3773(4) 1.1663(4) 0.61252(15) 0.0351(16) Uani 1 1 d . . . C36 C 0.5213(4) 1.0861(3) 0.64462(16) 0.0344(16) Uani 1 1 d . . . C24 C 0.2950(4) 1.0211(3) 0.63913(15) 0.0340(16) Uani 1 1 d . . . C8 C 0.7969(5) 0.9735(5) 0.4683(2) 0.065(3) Uani 1 1 d . . . C27 C 0.2114(4) 1.0372(4) 0.67560(15) 0.0356(17) Uani 1 1 d . . . H27A H 0.1943 1.0637 0.6903 0.043 Uiso 1 1 calc R . . C38 C 0.6040(4) 1.0625(4) 0.6802(2) 0.051(2) Uani 1 1 d . . . H38A H 0.6237 1.0313 0.6925 0.062 Uiso 1 1 calc R . . C2 C 0.6690(4) 0.8491(4) 0.52026(16) 0.0411(18) Uani 1 1 d . . . C48 C 1.0200(4) 0.8853(4) 0.41333(18) 0.0442(19) Uani 1 1 d . . . H48A H 1.0605 0.8628 0.4169 0.053 Uiso 1 1 calc R . . C34 C 0.4167(4) 1.1912(4) 0.59061(16) 0.0368(17) Uani 1 1 d . . . H34A H 0.4576 1.1704 0.5863 0.044 Uiso 1 1 calc R . . C33 C 0.3958(4) 1.2471(4) 0.57502(17) 0.0381(17) Uani 1 1 d . . . H33A H 0.4241 1.2638 0.5608 0.046 Uiso 1 1 calc R . . C25 C 0.2593(4) 0.9631(4) 0.63157(17) 0.0455(19) Uani 1 1 d . . . H25A H 0.2730 0.9378 0.6159 0.055 Uiso 1 1 calc R . . C46 C 0.9191(4) 0.9011(4) 0.38735(18) 0.046(2) Uani 1 1 d . . . H46A H 0.8902 0.8900 0.3724 0.055 Uiso 1 1 calc R . . C39 C 0.5995(4) 1.1677(4) 0.6610(2) 0.059(2) Uani 1 1 d . . . H39A H 0.6159 1.2117 0.6598 0.070 Uiso 1 1 calc R . . C32 C 0.2974(4) 1.2534(5) 0.60009(19) 0.055(2) Uani 1 1 d . . . H32A H 0.2554 1.2733 0.6029 0.066 Uiso 1 1 calc R . . C31 C 0.3162(5) 1.1988(4) 0.6177(2) 0.060(3) Uani 1 1 d . . . H31A H 0.2883 1.1848 0.6325 0.072 Uiso 1 1 calc R . . C45 C 0.9026(4) 0.9527(4) 0.40511(18) 0.047(2) Uani 1 1 d . . . H45A H 0.8619 0.9752 0.4023 0.057 Uiso 1 1 calc R . . C12 C 1.1589(5) 1.2411(5) 0.4924(2) 0.065(3) Uani 1 1 d . . . H12A H 1.1934 1.2675 0.4848 0.078 Uiso 1 1 calc R . . C20 C 0.4857(4) 0.9467(4) 0.58849(19) 0.051(2) Uani 1 1 d . . . H20A H 0.5063 0.9879 0.5844 0.062 Uiso 1 1 calc R . . C15 C 1.0529(5) 1.1673(6) 0.5134(2) 0.074(3) Uani 1 1 d . . . H15A H 1.0171 1.1426 0.5209 0.088 Uiso 1 1 calc R . . C26 C 0.2038(4) 0.9431(4) 0.64724(18) 0.0439(19) Uani 1 1 d . . . H26A H 0.1825 0.9026 0.6426 0.053 Uiso 1 1 calc R . . C9 C 1.0325(4) 1.1115(4) 0.46660(18) 0.046(2) Uani 1 1 d . . . C18 C 0.4152(4) 0.8780(4) 0.61690(17) 0.0421(18) Uani 1 1 d . . . H18A H 0.3865 0.8718 0.6324 0.051 Uiso 1 1 calc R . . C17 C 0.4302(4) 0.8239(4) 0.59915(16) 0.0420(18) Uani 1 1 d . . . H17A H 0.4109 0.7820 0.6030 0.050 Uiso 1 1 calc R . . C21 C 0.4975(5) 0.8911(4) 0.5716(2) 0.055(2) Uani 1 1 d . . . H21A H 0.5251 0.8964 0.5557 0.066 Uiso 1 1 calc R . . C40 C 0.5476(4) 1.1501(4) 0.6439(2) 0.054(2) Uani 1 1 d . . . H40A H 0.5295 1.1818 0.6315 0.065 Uiso 1 1 calc R . . C4 C 0.7081(5) 0.8841(5) 0.47379(19) 0.057(2) Uani 1 1 d . . . H4B H 0.7060 0.8806 0.4540 0.069 Uiso 1 1 calc R . . C6 C 0.7560(5) 0.9330(5) 0.5158(2) 0.069(3) Uani 1 1 d . . . H6A H 0.7862 0.9628 0.5244 0.083 Uiso 1 1 calc R . . C7 C 0.7143(5) 0.8932(5) 0.5324(2) 0.067(3) Uani 1 1 d . . . H7A H 0.7169 0.8962 0.5521 0.080 Uiso 1 1 calc R . . C3 C 0.6663(4) 0.8449(5) 0.49084(19) 0.056(2) Uani 1 1 d . . . H3A H 0.6359 0.8153 0.4823 0.067 Uiso 1 1 calc R . . C11 C 1.1243(5) 1.1954(5) 0.47501(19) 0.065(3) Uani 1 1 d . . . H11A H 1.1379 1.1895 0.4562 0.078 Uiso 1 1 calc R . . C14 C 1.0878(5) 1.2121(6) 0.5307(2) 0.082(4) Uani 1 1 d . . . H14A H 1.0740 1.2185 0.5495 0.099 Uiso 1 1 calc R . . C43 C 0.2423(4) 0.8195(4) 0.75390(18) 0.048(2) Uani 1 1 d . . . C44 C 0.2176(5) 0.7187(4) 0.72726(18) 0.051(2) Uani 1 1 d . . . O12 O 0.5000 0.7500 0.7732(2) 0.159(8) Uani 1 2 d S . . O13 O 0.3256(7) 0.8514(6) 0.5273(2) 0.146(4) Uani 1 1 d . . . O11 O 0.3297(7) 0.9538(8) 0.5659(3) 0.190(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0315(6) 0.0240(6) 0.0404(7) 0.000 0.000 -0.0029(5) Zn2 0.0372(5) 0.0277(5) 0.0559(6) -0.0042(4) 0.0091(4) -0.0062(4) Zn3 0.0257(5) 0.0312(5) 0.0428(5) 0.0020(4) -0.0002(3) 0.0007(3) O3 0.075(5) 0.053(4) 0.085(5) -0.015(3) 0.042(4) -0.033(4) O5 0.051(4) 0.053(4) 0.057(4) -0.003(3) 0.003(3) -0.024(3) O1 0.035(3) 0.049(3) 0.047(3) 0.000(3) 0.005(2) -0.015(3) O8 0.060(4) 0.068(4) 0.061(4) -0.019(3) 0.004(3) -0.016(3) O6 0.050(4) 0.065(4) 0.052(4) -0.018(3) 0.004(3) -0.010(3) O7 0.045(3) 0.055(4) 0.056(3) -0.009(3) -0.002(3) -0.013(3) O9 0.057(4) 0.040(3) 0.047(3) -0.001(2) -0.001(3) 0.016(3) O2 0.051(4) 0.070(4) 0.053(4) 0.008(3) -0.002(3) -0.019(3) O4 0.087(5) 0.080(5) 0.080(5) 0.012(4) 0.034(4) -0.015(4) O10 0.061(4) 0.048(3) 0.053(4) -0.006(3) -0.012(3) 0.015(3) N1 0.022(3) 0.039(4) 0.045(4) 0.001(3) 0.004(3) -0.005(3) N2 0.041(4) 0.026(3) 0.040(3) 0.007(3) 0.006(3) 0.003(3) N3 0.039(3) 0.026(3) 0.044(4) 0.000(3) 0.011(3) -0.003(3) N4 0.033(3) 0.034(4) 0.067(4) 0.006(3) 0.005(3) 0.008(3) N5 0.037(4) 0.028(3) 0.048(4) -0.001(3) 0.004(3) 0.000(3) C35 0.026(4) 0.029(4) 0.041(4) 0.004(3) 0.001(3) 0.008(3) C50 0.025(4) 0.035(4) 0.041(4) 0.007(3) 0.004(3) 0.000(3) C23 0.041(4) 0.026(4) 0.032(4) -0.002(3) 0.002(3) 0.002(3) C10 0.033(4) 0.040(4) 0.047(4) 0.001(3) 0.006(3) -0.005(3) C19 0.036(4) 0.026(4) 0.047(4) -0.004(3) 0.005(3) 0.000(3) C22 0.032(4) 0.027(4) 0.038(4) -0.003(3) 0.003(3) 0.002(3) C13 0.037(4) 0.041(5) 0.060(5) -0.006(4) 0.001(4) -0.005(4) C47 0.030(4) 0.033(4) 0.038(4) -0.002(3) 0.009(3) -0.002(3) C1 0.035(4) 0.037(4) 0.049(5) 0.004(4) 0.006(4) -0.002(3) C42 0.032(4) 0.037(4) 0.045(4) 0.001(3) -0.003(3) 0.005(3) C37 0.045(5) 0.035(4) 0.063(5) 0.013(4) -0.006(4) -0.004(4) C16 0.030(4) 0.050(5) 0.058(5) -0.002(4) 0.001(4) -0.003(4) C5 0.051(5) 0.041(5) 0.068(6) -0.001(4) 0.023(4) -0.007(4) C29 0.029(4) 0.027(4) 0.041(4) 0.006(3) 0.003(3) 0.007(3) C28 0.043(4) 0.023(4) 0.052(4) 0.001(3) 0.000(4) -0.008(3) C49 0.032(4) 0.040(4) 0.056(5) -0.012(4) -0.008(4) -0.004(3) C41 0.042(4) 0.033(4) 0.046(5) 0.006(3) 0.003(4) 0.005(3) C30 0.036(4) 0.030(4) 0.040(4) -0.001(3) 0.002(3) 0.003(3) C36 0.030(4) 0.029(4) 0.044(4) 0.003(3) 0.008(3) 0.005(3) C24 0.031(4) 0.028(4) 0.042(4) -0.003(3) 0.004(3) -0.001(3) C8 0.065(6) 0.041(5) 0.088(8) -0.015(5) 0.044(6) -0.016(5) C27 0.031(4) 0.039(4) 0.037(4) 0.000(3) 0.010(3) -0.007(3) C38 0.044(5) 0.039(5) 0.071(6) 0.013(4) -0.003(4) 0.007(4) C2 0.043(4) 0.037(4) 0.043(4) 0.001(3) 0.006(3) -0.007(4) C48 0.039(4) 0.036(4) 0.058(5) -0.009(4) -0.008(4) 0.003(3) C34 0.031(4) 0.035(4) 0.044(4) 0.003(3) 0.006(3) 0.005(3) C33 0.030(4) 0.034(4) 0.051(5) 0.001(3) 0.002(3) -0.005(3) C25 0.048(5) 0.040(4) 0.049(5) -0.012(4) 0.004(4) -0.002(4) C46 0.042(5) 0.038(4) 0.059(5) -0.006(4) -0.005(4) 0.016(4) C39 0.050(5) 0.034(5) 0.092(7) 0.010(5) -0.016(5) -0.012(4) C32 0.045(5) 0.057(5) 0.063(6) 0.016(4) 0.021(4) 0.024(4) C31 0.064(6) 0.049(5) 0.067(6) 0.024(5) 0.030(5) 0.018(5) C45 0.048(5) 0.039(4) 0.055(5) -0.007(4) 0.001(4) 0.005(4) C12 0.058(6) 0.079(7) 0.057(6) -0.001(5) 0.008(5) -0.038(5) C20 0.059(5) 0.023(4) 0.072(6) -0.001(4) 0.022(5) -0.003(4) C15 0.072(7) 0.095(8) 0.053(6) -0.019(5) 0.021(5) -0.056(6) C26 0.036(4) 0.034(4) 0.061(5) -0.009(4) 0.010(4) -0.012(3) C9 0.040(5) 0.046(5) 0.052(5) -0.008(4) -0.001(4) -0.010(4) C18 0.041(4) 0.035(4) 0.050(5) 0.002(4) 0.012(4) -0.007(3) C17 0.049(5) 0.029(4) 0.048(5) 0.000(3) 0.003(4) -0.003(3) C21 0.060(6) 0.034(4) 0.072(6) -0.006(4) 0.032(5) -0.009(4) C40 0.047(5) 0.039(5) 0.076(6) 0.018(4) -0.018(4) -0.009(4) C4 0.062(6) 0.062(6) 0.048(5) -0.004(4) 0.011(4) -0.022(5) C6 0.074(7) 0.067(6) 0.066(6) -0.013(5) 0.015(5) -0.045(6) C7 0.067(6) 0.080(7) 0.053(5) -0.001(5) 0.008(5) -0.037(5) C3 0.049(5) 0.063(6) 0.054(5) -0.008(4) 0.011(4) -0.026(4) C11 0.063(6) 0.089(7) 0.043(5) -0.016(5) 0.010(4) -0.035(5) C14 0.069(7) 0.116(9) 0.061(6) -0.036(6) 0.024(5) -0.053(7) C43 0.060(5) 0.031(4) 0.054(5) -0.006(4) -0.005(4) 0.007(4) C44 0.062(6) 0.040(5) 0.053(5) -0.001(4) -0.015(4) 0.011(4) O12 0.35(3) 0.086(9) 0.040(6) 0.000 0.000 0.057(12) O13 0.201(12) 0.130(9) 0.108(8) 0.016(7) 0.029(8) 0.005(8) O11 0.132(11) 0.237(16) 0.203(14) -0.029(12) -0.021(10) 0.001(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 O1 1.955(5) 7_564 ? Zn1 O1 1.955(5) . ? Zn1 N3 2.033(6) 7_564 ? Zn1 N3 2.033(6) . ? Zn2 O5 1.921(6) . ? Zn2 O3 1.925(6) . ? Zn2 N4 2.036(7) 4_464 ? Zn2 N5 2.037(6) . ? Zn3 O7 1.916(6) 14_476 ? Zn3 O9 1.925(5) . ? Zn3 N2 2.018(6) 14_466 ? Zn3 N1 2.030(6) . ? O3 C8 1.268(12) . ? O5 C9 1.272(10) . ? O1 C1 1.287(9) . ? O8 C16 1.239(10) . ? O6 C9 1.254(10) . ? O7 C16 1.284(9) . ? O7 Zn3 1.916(6) 12_877 ? O9 C41 1.272(9) . ? O2 C1 1.237(9) . ? O4 C8 1.264(13) . ? O10 C41 1.238(9) . ? N1 C27 1.335(9) . ? N1 C26 1.346(9) . ? N2 C33 1.330(9) . ? N2 C32 1.327(10) . ? N2 Zn3 2.018(6) 12_777 ? N3 C21 1.330(10) . ? N3 C17 1.340(9) . ? N4 C38 1.340(10) . ? N4 C39 1.343(11) . ? N4 Zn2 2.036(7) 2_655 ? N5 C49 1.314(10) . ? N5 C45 1.356(10) . ? C35 C36 1.505(10) . ? C35 C22 1.558(10) . ? C35 C29 1.558(9) . ? C35 H35A 0.9800 . ? C50 C47 1.491(10) . ? C50 C50 1.576(10) 16_756 ? C50 C50 1.576(10) 10_676 ? C50 H50 0.9800 . ? C23 C24 1.485(10) . ? C23 C29 1.557(10) . ? C23 C22 1.582(10) . ? C23 H23A 0.9800 . ? C10 C15 1.364(11) . ? C10 C11 1.380(11) . ? C10 C9 1.489(11) . ? C19 C18 1.368(10) . ? C19 C20 1.394(11) . ? C19 C22 1.503(9) . ? C22 H22A 0.9800 . ? C13 C12 1.360(12) . ? C13 C14 1.371(12) . ? C13 C16 1.497(11) . ? C47 C46 1.382(10) . ? C47 C48 1.390(10) . ? C1 C2 1.487(10) . ? C42 C44 1.382(11) . ? C42 C43 1.399(11) . ? C42 C41 1.494(10) . ? C37 C38 1.370(12) . ? C37 C36 1.381(10) . ? C37 H37A 0.9300 . ? C5 C4 1.379(12) . ? C5 C6 1.382(13) . ? C5 C8 1.510(12) . ? C29 C30 1.488(9) . ? C29 H29A 0.9800 . ? C28 C27 1.378(10) . ? C28 C24 1.396(10) . ? C28 H28A 0.9300 . ? C49 C48 1.398(10) . ? C49 H49A 0.9300 . ? C30 C34 1.381(10) . ? C30 C31 1.390(11) . ? C36 C40 1.369(11) . ? C24 C25 1.393(10) . ? C27 H27A 0.9300 . ? C38 H38A 0.9300 . ? C2 C7 1.373(12) . ? C2 C3 1.383(11) . ? C48 H48A 0.9300 . ? C34 C33 1.388(10) . ? C34 H34A 0.9300 . ? C33 H33A 0.9300 . ? C25 C26 1.379(11) . ? C25 H25A 0.9300 . ? C46 C45 1.356(11) . ? C46 H46A 0.9300 . ? C39 C40 1.348(12) . ? C39 H39A 0.9300 . ? C32 C31 1.409(11) . ? C32 H32A 0.9300 . ? C31 H31A 0.9300 . ? C45 H45A 0.9300 . ? C12 C11 1.399(12) . ? C12 H12A 0.9300 . ? C20 C21 1.377(11) . ? C20 H20A 0.9300 . ? C15 C14 1.386(13) . ? C15 H15A 0.9300 . ? C26 H26A 0.9300 . ? C18 C17 1.388(10) . ? C18 H18A 0.9300 . ? C17 H17A 0.9300 . ? C21 H21A 0.9300 . ? C40 H40A 0.9300 . ? C4 C3 1.387(11) . ? C4 H4B 0.9300 . ? C6 C7 1.381(12) . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? C3 H3A 0.9300 . ? C11 H11A 0.9300 . ? C14 H14A 0.9300 . ? C43 C44 1.407(11) 13_566 ? C44 C43 1.407(11) 13_566 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 O1 104.6(3) 7_564 . ? O1 Zn1 N3 105.3(2) 7_564 7_564 ? O1 Zn1 N3 115.1(2) . 7_564 ? O1 Zn1 N3 115.1(2) 7_564 . ? O1 Zn1 N3 105.3(2) . . ? N3 Zn1 N3 111.6(3) 7_564 . ? O5 Zn2 O3 107.9(3) . . ? O5 Zn2 N4 104.2(3) . 4_464 ? O3 Zn2 N4 117.7(3) . 4_464 ? O5 Zn2 N5 114.9(3) . . ? O3 Zn2 N5 107.8(3) . . ? N4 Zn2 N5 104.7(3) 4_464 . ? O7 Zn3 O9 102.5(2) 14_476 . ? O7 Zn3 N2 108.5(3) 14_476 14_466 ? O9 Zn3 N2 116.1(2) . 14_466 ? O7 Zn3 N1 114.9(3) 14_476 . ? O9 Zn3 N1 106.9(2) . . ? N2 Zn3 N1 108.1(3) 14_466 . ? C8 O3 Zn2 115.0(7) . . ? C9 O5 Zn2 122.4(5) . . ? C1 O1 Zn1 116.1(5) . . ? C16 O7 Zn3 118.4(5) . 12_877 ? C41 O9 Zn3 119.5(5) . . ? C27 N1 C26 117.5(6) . . ? C27 N1 Zn3 118.8(5) . . ? C26 N1 Zn3 123.2(5) . . ? C33 N2 C32 118.0(6) . . ? C33 N2 Zn3 122.7(5) . 12_777 ? C32 N2 Zn3 119.2(5) . 12_777 ? C21 N3 C17 117.4(6) . . ? C21 N3 Zn1 119.9(5) . . ? C17 N3 Zn1 122.6(5) . . ? C38 N4 C39 115.5(7) . . ? C38 N4 Zn2 125.2(6) . 2_655 ? C39 N4 Zn2 119.4(5) . 2_655 ? C49 N5 C45 117.1(7) . . ? C49 N5 Zn2 122.7(5) . . ? C45 N5 Zn2 119.9(5) . . ? C36 C35 C22 120.1(6) . . ? C36 C35 C29 117.1(6) . . ? C22 C35 C29 88.7(5) . . ? C36 C35 H35A 109.7 . . ? C22 C35 H35A 109.7 . . ? C29 C35 H35A 109.7 . . ? C47 C50 C50 116.6(7) . 16_756 ? C47 C50 C50 120.9(8) . 10_676 ? C50 C50 C50 88.77(16) 16_756 10_676 ? C47 C50 H50 109.6 . . ? C50 C50 H50 109.6 16_756 . ? C50 C50 H50 109.6 10_676 . ? C24 C23 C29 120.3(6) . . ? C24 C23 C22 117.4(6) . . ? C29 C23 C22 87.9(5) . . ? C24 C23 H23A 109.8 . . ? C29 C23 H23A 109.8 . . ? C22 C23 H23A 109.8 . . ? C15 C10 C11 118.1(8) . . ? C15 C10 C9 121.4(7) . . ? C11 C10 C9 120.4(7) . . ? C18 C19 C20 117.2(7) . . ? C18 C19 C22 121.0(7) . . ? C20 C19 C22 121.8(6) . . ? C19 C22 C35 118.5(6) . . ? C19 C22 C23 118.3(6) . . ? C35 C22 C23 87.6(5) . . ? C19 C22 H22A 110.2 . . ? C35 C22 H22A 110.2 . . ? C23 C22 H22A 110.2 . . ? C12 C13 C14 118.8(8) . . ? C12 C13 C16 121.2(8) . . ? C14 C13 C16 120.0(8) . . ? C46 C47 C48 116.7(7) . . ? C46 C47 C50 118.9(7) . . ? C48 C47 C50 124.4(7) . . ? O2 C1 O1 123.0(7) . . ? O2 C1 C2 121.1(7) . . ? O1 C1 C2 115.9(7) . . ? C44 C42 C43 119.5(7) . . ? C44 C42 C41 120.1(7) . . ? C43 C42 C41 120.4(7) . . ? C38 C37 C36 120.1(7) . . ? C38 C37 H37A 120.0 . . ? C36 C37 H37A 120.0 . . ? O8 C16 O7 122.5(8) . . ? O8 C16 C13 121.3(7) . . ? O7 C16 C13 116.2(7) . . ? C4 C5 C6 120.0(8) . . ? C4 C5 C8 120.1(9) . . ? C6 C5 C8 119.8(9) . . ? C30 C29 C23 115.6(6) . . ? C30 C29 C35 121.0(6) . . ? C23 C29 C35 88.6(5) . . ? C30 C29 H29A 109.9 . . ? C23 C29 H29A 110.0 . . ? C35 C29 H29A 109.9 . . ? C27 C28 C24 119.7(7) . . ? C27 C28 H28A 120.1 . . ? C24 C28 H28A 120.1 . . ? N5 C49 C48 123.5(7) . . ? N5 C49 H49A 118.2 . . ? C48 C49 H49A 118.2 . . ? O10 C41 O9 123.6(7) . . ? O10 C41 C42 121.1(7) . . ? O9 C41 C42 115.3(7) . . ? C34 C30 C31 117.1(7) . . ? C34 C30 C29 124.3(6) . . ? C31 C30 C29 118.5(7) . . ? C40 C36 C37 116.1(7) . . ? C40 C36 C35 120.0(7) . . ? C37 C36 C35 123.9(7) . . ? C25 C24 C28 116.6(7) . . ? C25 C24 C23 119.6(6) . . ? C28 C24 C23 123.8(6) . . ? O4 C8 O3 123.4(9) . . ? O4 C8 C5 119.3(10) . . ? O3 C8 C5 117.3(10) . . ? N1 C27 C28 123.3(7) . . ? N1 C27 H27A 118.4 . . ? C28 C27 H27A 118.4 . . ? N4 C38 C37 123.5(8) . . ? N4 C38 H38A 118.3 . . ? C37 C38 H38A 118.3 . . ? C7 C2 C3 118.4(8) . . ? C7 C2 C1 119.3(7) . . ? C3 C2 C1 122.2(7) . . ? C47 C48 C49 119.0(7) . . ? C47 C48 H48A 120.5 . . ? C49 C48 H48A 120.5 . . ? C30 C34 C33 120.5(7) . . ? C30 C34 H34A 119.7 . . ? C33 C34 H34A 119.7 . . ? N2 C33 C34 122.5(7) . . ? N2 C33 H33A 118.8 . . ? C34 C33 H33A 118.8 . . ? C24 C25 C26 120.2(7) . . ? C24 C25 H25A 119.9 . . ? C26 C25 H25A 119.9 . . ? C45 C46 C47 120.9(8) . . ? C45 C46 H46A 119.5 . . ? C47 C46 H46A 119.5 . . ? C40 C39 N4 123.8(8) . . ? C40 C39 H39A 118.1 . . ? N4 C39 H39A 118.1 . . ? N2 C32 C31 123.0(7) . . ? N2 C32 H32A 118.5 . . ? C31 C32 H32A 118.5 . . ? C30 C31 C32 118.8(8) . . ? C30 C31 H31A 120.6 . . ? C32 C31 H31A 120.6 . . ? N5 C45 C46 122.8(8) . . ? N5 C45 H45A 118.6 . . ? C46 C45 H45A 118.6 . . ? C13 C12 C11 120.4(8) . . ? C13 C12 H12A 119.8 . . ? C11 C12 H12A 119.8 . . ? C21 C20 C19 119.1(7) . . ? C21 C20 H20A 120.5 . . ? C19 C20 H20A 120.4 . . ? C10 C15 C14 121.0(8) . . ? C10 C15 H15A 119.5 . . ? C14 C15 H15A 119.5 . . ? N1 C26 C25 122.4(7) . . ? N1 C26 H26A 118.8 . . ? C25 C26 H26A 118.8 . . ? O6 C9 O5 123.8(7) . . ? O6 C9 C10 121.0(7) . . ? O5 C9 C10 115.3(7) . . ? C19 C18 C17 120.5(7) . . ? C19 C18 H18A 119.8 . . ? C17 C18 H18A 119.8 . . ? N3 C17 C18 122.1(7) . . ? N3 C17 H17A 119.0 . . ? C18 C17 H17A 119.0 . . ? N3 C21 C20 123.7(7) . . ? N3 C21 H21A 118.2 . . ? C20 C21 H21A 118.2 . . ? C39 C40 C36 121.1(8) . . ? C39 C40 H40A 119.5 . . ? C36 C40 H40A 119.5 . . ? C5 C4 C3 119.3(8) . . ? C5 C4 H4B 120.3 . . ? C3 C4 H4B 120.3 . . ? C7 C6 C5 119.7(9) . . ? C7 C6 H6A 120.1 . . ? C5 C6 H6A 120.1 . . ? C2 C7 C6 121.3(9) . . ? C2 C7 H7A 119.4 . . ? C6 C7 H7A 119.4 . . ? C2 C3 C4 121.2(8) . . ? C2 C3 H3A 119.4 . . ? C4 C3 H3A 119.4 . . ? C10 C11 C12 120.7(8) . . ? C10 C11 H11A 119.7 . . ? C12 C11 H11A 119.7 . . ? C13 C14 C15 120.8(9) . . ? C13 C14 H14A 119.6 . . ? C15 C14 H14A 119.6 . . ? C42 C43 C44 119.7(7) . 13_566 ? C42 C44 C43 120.7(7) . 13_566 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.405 _refine_diff_density_min -0.657 _refine_diff_density_rms 0.107 #===END data_2 _database_code_depnum_ccdc_archive 'CCDC 874155' #TrackingRef '- JPLangCIF (re-revised).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C106 H75 N9 O16 Zn4' _chemical_formula_sum 'C106 H75 N9 O16 Zn4' _chemical_formula_weight 1992.34 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/c _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 19.022(4) _cell_length_b 16.166(3) _cell_length_c 29.481(6) _cell_angle_alpha 90.00 _cell_angle_beta 99.32(3) _cell_angle_gamma 90.00 _cell_volume 8946(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293.1500 _cell_measurement_reflns_used 13325 _cell_measurement_theta_min 3.1005 _cell_measurement_theta_max 25.3491 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.477 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4075 _exptl_absorpt_coefficient_mu 1.136 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7269 _exptl_absorpt_correction_T_max 0.8047 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication to Rigaku Corp.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293.1500 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 20453 _diffrn_reflns_av_R_equivalents 0.0679 _diffrn_reflns_av_sigmaI/netI 0.1083 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 3.10 _diffrn_reflns_theta_max 25.35 _reflns_number_total 8155 _reflns_number_gt 5628 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_cell_refinement 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_data_reduction 'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0598P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8155 _refine_ls_number_parameters 611 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1029 _refine_ls_R_factor_gt 0.0624 _refine_ls_wR_factor_ref 0.1538 _refine_ls_wR_factor_gt 0.1324 _refine_ls_goodness_of_fit_ref 1.086 _refine_ls_restrained_S_all 1.086 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.26707(3) 0.65552(3) 0.729930(18) 0.02853(17) Uani 1 1 d . . . Zn2 Zn -0.16020(3) 1.35426(3) 0.472600(18) 0.02786(17) Uani 1 1 d . . . O1 O -0.11339(17) 1.25358(19) 0.49745(12) 0.0421(9) Uani 1 1 d . . . O2 O 0.34173(19) -0.0470(2) 0.50909(13) 0.0488(10) Uani 1 1 d . . . O3 O 0.21103(19) 0.7305(2) 0.68746(12) 0.0466(9) Uani 1 1 d . . . O4 O 0.2841(2) 0.5678(2) 0.68897(13) 0.0484(9) Uani 1 1 d . . . O5 O 0.1792(2) 0.7863(2) 0.74962(14) 0.0537(10) Uani 1 1 d . . . O6 O 0.4017(2) 0.5582(2) 0.69891(16) 0.0727(13) Uani 1 1 d . . . O7 O 0.2252(2) -0.0367(3) 0.49730(18) 0.0826(16) Uani 1 1 d . . . O8 O -0.01810(19) 1.3265(2) 0.52615(13) 0.0515(10) Uani 1 1 d . . . N1 N 0.75310(19) 0.7033(2) 0.93695(13) 0.0279(8) Uani 1 1 d . . . N2 N 0.3970(2) 1.0947(2) 0.92538(13) 0.0314(9) Uani 1 1 d . . . N3 N 0.3478(2) 0.7137(2) 0.77219(13) 0.0326(9) Uani 1 1 d . . . N4 N 0.2134(2) 0.5885(2) 0.77229(13) 0.0331(9) Uani 1 1 d . . . C1 C 0.5143(2) 0.8487(2) 0.85679(15) 0.0234(9) Uani 1 1 d . . . H1B H 0.5114 0.8420 0.8895 0.028 Uiso 1 1 calc R . . C2 C 0.5939(2) 0.8446(2) 0.84970(15) 0.0241(10) Uani 1 1 d . . . H2B H 0.5960 0.8302 0.8177 0.029 Uiso 1 1 calc R . . C5 C 0.4576(2) 0.7985(3) 0.82858(15) 0.0255(10) Uani 1 1 d . . . C6 C 0.4157(2) 0.6889(3) 0.77599(16) 0.0298(10) Uani 1 1 d . . . H6A H 0.4262 0.6427 0.7595 0.036 Uiso 1 1 calc R . . C9 C 0.4761(2) 0.9994(3) 0.87243(15) 0.0256(10) Uani 1 1 d . . . C10 C 0.5144(2) 0.9431(3) 0.84443(15) 0.0268(10) Uani 1 1 d . . . H10A H 0.4981 0.9517 0.8115 0.032 Uiso 1 1 calc R . . C11 C 0.5969(2) 0.9387(2) 0.85520(15) 0.0247(10) Uani 1 1 d . . . H11A H 0.6123 0.9520 0.8877 0.030 Uiso 1 1 calc R . . C12 C 0.6478(2) 0.7937(2) 0.88119(16) 0.0277(10) Uani 1 1 d . . . C13 C 0.1352(3) 0.8474(3) 0.67723(18) 0.0368(12) Uani 1 1 d . . . C14 C 0.4514(3) 1.0473(3) 0.94441(18) 0.0428(13) Uani 1 1 d . . . H14A H 0.4631 1.0466 0.9763 0.051 Uiso 1 1 calc R . . C15 C 0.0724(3) 1.1195(3) 0.59757(18) 0.0409(13) Uani 1 1 d . . . H15A H 0.1144 1.1243 0.6185 0.049 Uiso 1 1 calc R . . C16 C 0.6957(2) 0.6666(3) 0.91365(17) 0.0349(12) Uani 1 1 d . . . H16A H 0.6911 0.6096 0.9165 0.042 Uiso 1 1 calc R . . C17 C 0.3864(3) 0.8210(3) 0.82597(18) 0.0400(13) Uani 1 1 d . . . H17A H 0.3744 0.8654 0.8433 0.048 Uiso 1 1 calc R . . C18 C 0.3832(3) 1.0965(3) 0.88006(17) 0.0366(12) Uani 1 1 d . . . H18A H 0.3465 1.1303 0.8660 0.044 Uiso 1 1 calc R . . C19 C 0.6390(2) 0.9902(3) 0.82682(16) 0.0293(10) Uani 1 1 d . . . C20 C 0.0457(2) 1.1880(3) 0.57237(17) 0.0374(12) Uani 1 1 d . . . H20A H 0.0708 1.2376 0.5756 0.045 Uiso 1 1 calc R . . C21 C 0.4708(2) 0.7297(3) 0.80355(16) 0.0331(11) Uani 1 1 d . . . H21A H 0.5172 0.7104 0.8052 0.040 Uiso 1 1 calc R . . C22 C 0.0380(3) 1.0447(3) 0.59226(18) 0.0399(12) Uani 1 1 d . . . C23 C -0.0182(2) 1.1831(3) 0.54224(17) 0.0315(11) Uani 1 1 d . . . C24 C 0.2368(3) 0.1139(3) 0.5480(2) 0.0573(16) Uani 1 1 d . . . H24A H 0.1935 0.0862 0.5460 0.069 Uiso 1 1 calc R . . C25 C 0.3828(3) 0.3362(3) 0.6232(2) 0.0546(16) Uani 1 1 d . . . H25A H 0.4221 0.3024 0.6222 0.066 Uiso 1 1 calc R . . C26 C 0.0681(3) 0.9732(3) 0.62154(19) 0.0409(13) Uani 1 1 d . . . C27 C 0.4912(3) 0.9993(3) 0.91942(17) 0.0399(12) Uani 1 1 d . . . H27A H 0.5282 0.9670 0.9344 0.048 Uiso 1 1 calc R . . C28 C 0.1169(3) 0.9209(3) 0.69668(19) 0.0551(16) Uani 1 1 d . . . H28A H 0.1258 0.9281 0.7284 0.066 Uiso 1 1 calc R . . C29 C 0.7066(2) 0.8309(3) 0.90614(19) 0.0394(13) Uani 1 1 d . . . H29A H 0.7122 0.8879 0.9043 0.047 Uiso 1 1 calc R . . C30 C 0.6433(2) 0.7085(3) 0.88572(17) 0.0326(11) Uani 1 1 d . . . H30A H 0.6045 0.6800 0.8697 0.039 Uiso 1 1 calc R . . C31 C 0.7565(2) 0.7855(3) 0.93340(18) 0.0368(12) Uani 1 1 d . . . H31A H 0.7949 0.8130 0.9504 0.044 Uiso 1 1 calc R . . C32 C 0.3178(3) 0.3140(3) 0.59831(19) 0.0401(12) Uani 1 1 d . . . C33 C 0.0854(3) 0.9833(3) 0.6686(2) 0.0592(17) Uani 1 1 d . . . H33A H 0.0755 1.0335 0.6816 0.071 Uiso 1 1 calc R . . C34 C -0.0528(3) 1.1073(3) 0.53677(17) 0.0390(12) Uani 1 1 d . . . H34A H -0.0955 1.1028 0.5165 0.047 Uiso 1 1 calc R . . C35 C 0.3335(3) 0.4583(3) 0.65221(17) 0.0394(12) Uani 1 1 d . . . C36 C 0.1155(3) 0.8358(3) 0.63056(19) 0.0474(14) Uani 1 1 d . . . H36A H 0.1251 0.7857 0.6174 0.057 Uiso 1 1 calc R . . C37 C 0.3337(3) 0.7789(3) 0.79831(18) 0.0414(13) Uani 1 1 d . . . H37A H 0.2867 0.7954 0.7974 0.050 Uiso 1 1 calc R . . C38 C 0.3417(3) 0.5333(3) 0.68252(18) 0.0429(13) Uani 1 1 d . . . C39 C 0.2067(3) 0.5070(3) 0.7657(2) 0.0539(16) Uani 1 1 d . . . H39 H 0.2274 0.4828 0.7424 0.065 Uiso 1 1 calc R . . C40 C 0.6700(3) 0.9575(3) 0.7920(2) 0.0555(16) Uani 1 1 d . . . H40 H 0.6663 0.9010 0.7860 0.067 Uiso 1 1 calc R . . C41 C 0.3554(3) 0.1219(3) 0.53235(19) 0.0483(14) Uani 1 1 d . . . H41A H 0.3930 0.0994 0.5198 0.058 Uiso 1 1 calc R . . C42 C 0.3910(3) 0.4069(3) 0.6496(2) 0.0551(16) Uani 1 1 d . . . H42A H 0.4357 0.4204 0.6657 0.066 Uiso 1 1 calc R . . C43 C 0.2612(3) 0.3670(3) 0.5994(2) 0.0509(15) Uani 1 1 d . . . H43A H 0.2173 0.3552 0.5818 0.061 Uiso 1 1 calc R . . C44 C 0.6482(3) 1.0731(3) 0.83420(19) 0.0502(15) Uani 1 1 d . . . H44 H 0.6298 1.0981 0.8581 0.060 Uiso 1 1 calc R . . C45 C 0.3087(3) 0.2347(3) 0.57214(19) 0.0406(13) Uani 1 1 d . . . C46 C -0.0248(3) 1.0382(3) 0.56107(18) 0.0446(13) Uani 1 1 d . . . H46A H -0.0480 0.9875 0.5565 0.054 Uiso 1 1 calc R . . C47 C 0.2929(3) 0.0778(3) 0.53043(18) 0.0377(12) Uani 1 1 d . . . C48 C 0.3628(3) 0.1996(3) 0.5528(2) 0.0506(15) Uani 1 1 d . . . H48A H 0.4052 0.2284 0.5534 0.061 Uiso 1 1 calc R . . C49 C 0.1843(3) 0.6200(3) 0.80680(19) 0.0523(15) Uani 1 1 d . . . H49 H 0.1888 0.6765 0.8125 0.063 Uiso 1 1 calc R . . C51 C 0.2690(3) 0.4372(3) 0.6262(2) 0.0526(15) Uani 1 1 d . . . H51A H 0.2298 0.4713 0.6268 0.063 Uiso 1 1 calc R . . C52 C 0.2840(3) -0.0085(3) 0.50985(18) 0.0431(13) Uani 1 1 d . . . C53 C -0.0503(3) 1.2607(3) 0.52010(17) 0.0333(11) Uani 1 1 d . . . C54 C 0.1770(3) 0.7840(3) 0.7079(2) 0.0386(12) Uani 1 1 d . . . C56 C 0.2454(3) 0.1910(3) 0.5684(2) 0.0568(16) Uani 1 1 d . . . H56A H 0.2074 0.2144 0.5801 0.068 Uiso 1 1 calc R . . C57 C 0.4210(2) 1.0504(3) 0.85256(17) 0.0358(11) Uani 1 1 d . . . H57A H 0.4093 1.0536 0.8207 0.043 Uiso 1 1 calc R . . C58 C 0.0816(3) 0.8975(3) 0.60316(19) 0.0497(14) Uani 1 1 d . . . H58A H 0.0677 0.8881 0.5719 0.060 Uiso 1 1 calc R . . N5 N 0.0000 0.5949(9) 0.7500 0.117(4) Uani 1 2 d S . . C60 C 0.0000 0.6646(11) 0.7500 0.107(5) Uani 1 2 d S . . C61 C 0.0000 0.7514(10) 0.7500 0.162(7) Uani 1 2 d S . . H61A H 0.0142 0.7712 0.7808 0.242 Uiso 0.50 1 calc PR . . H61B H -0.0470 0.7712 0.7382 0.242 Uiso 0.50 1 calc PR . . H61C H 0.0328 0.7712 0.7309 0.242 Uiso 0.50 1 calc PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0276(3) 0.0240(3) 0.0329(3) -0.0002(2) 0.0016(2) -0.0016(2) Zn2 0.0262(3) 0.0220(3) 0.0344(3) -0.0003(2) 0.0021(2) -0.0026(2) O1 0.035(2) 0.0291(17) 0.057(2) 0.0069(16) -0.0071(18) 0.0003(15) O2 0.046(2) 0.0313(18) 0.070(3) -0.0178(17) 0.0130(19) -0.0012(18) O3 0.053(2) 0.0314(18) 0.052(2) 0.0027(16) -0.0019(19) 0.0122(17) O4 0.060(2) 0.0308(18) 0.060(3) -0.0090(17) 0.024(2) 0.0036(18) O5 0.056(2) 0.055(2) 0.047(3) 0.0104(19) -0.001(2) 0.007(2) O6 0.068(3) 0.058(3) 0.087(3) -0.036(2) -0.004(3) 0.004(2) O7 0.050(3) 0.053(3) 0.136(5) -0.044(3) -0.012(3) 0.003(2) O8 0.055(2) 0.0264(18) 0.064(3) 0.0077(17) -0.016(2) -0.0052(17) N1 0.025(2) 0.0227(19) 0.035(2) 0.0001(16) 0.0024(17) 0.0013(17) N2 0.032(2) 0.030(2) 0.031(2) 0.0022(17) 0.0008(18) 0.0091(18) N3 0.038(2) 0.027(2) 0.033(2) -0.0035(17) 0.0050(18) -0.0077(18) N4 0.034(2) 0.029(2) 0.037(2) 0.0013(17) 0.0067(19) -0.0062(19) C1 0.016(2) 0.024(2) 0.030(3) -0.0015(18) 0.0041(18) 0.0025(19) C2 0.020(2) 0.026(2) 0.025(2) -0.0017(18) 0.0019(18) 0.0039(19) C5 0.023(2) 0.029(2) 0.024(2) 0.0025(19) 0.0020(19) 0.001(2) C6 0.029(3) 0.028(2) 0.032(3) -0.007(2) 0.004(2) 0.001(2) C9 0.024(2) 0.023(2) 0.029(3) 0.0002(19) 0.0029(19) 0.000(2) C10 0.027(2) 0.030(2) 0.023(2) -0.0008(19) 0.0015(19) 0.002(2) C11 0.023(2) 0.023(2) 0.028(3) 0.0030(18) 0.0023(19) 0.0029(19) C12 0.027(2) 0.023(2) 0.034(3) -0.0002(19) 0.008(2) 0.003(2) C13 0.038(3) 0.029(3) 0.041(3) 0.006(2) -0.001(2) 0.008(2) C14 0.043(3) 0.049(3) 0.034(3) 0.000(2) 0.000(2) 0.017(3) C15 0.031(3) 0.040(3) 0.049(3) 0.004(2) -0.002(2) 0.006(2) C16 0.031(3) 0.023(2) 0.049(3) 0.003(2) 0.002(2) 0.000(2) C17 0.036(3) 0.031(3) 0.052(3) -0.014(2) 0.006(3) -0.003(2) C18 0.034(3) 0.037(3) 0.038(3) 0.008(2) 0.001(2) 0.008(2) C19 0.028(2) 0.028(2) 0.032(3) 0.001(2) 0.004(2) -0.005(2) C20 0.029(3) 0.033(3) 0.047(3) 0.005(2) -0.002(2) 0.001(2) C21 0.026(2) 0.038(3) 0.034(3) -0.005(2) 0.001(2) 0.004(2) C22 0.043(3) 0.030(3) 0.046(3) 0.004(2) 0.005(3) 0.011(2) C23 0.032(3) 0.023(2) 0.040(3) 0.004(2) 0.007(2) 0.005(2) C24 0.049(3) 0.041(3) 0.085(5) -0.024(3) 0.019(3) -0.006(3) C25 0.048(3) 0.040(3) 0.077(4) -0.028(3) 0.012(3) 0.006(3) C26 0.040(3) 0.031(3) 0.050(4) 0.009(2) 0.003(3) 0.009(2) C27 0.043(3) 0.044(3) 0.031(3) 0.000(2) -0.001(2) 0.023(3) C28 0.084(4) 0.040(3) 0.036(3) 0.003(2) -0.006(3) 0.015(3) C29 0.030(3) 0.025(2) 0.060(4) 0.008(2) -0.003(3) 0.000(2) C30 0.028(2) 0.026(2) 0.041(3) 0.001(2) -0.004(2) -0.002(2) C31 0.030(3) 0.025(2) 0.052(3) -0.001(2) -0.003(2) -0.005(2) C32 0.038(3) 0.029(2) 0.055(4) -0.012(2) 0.012(3) -0.007(2) C33 0.091(5) 0.032(3) 0.048(4) -0.004(3) -0.007(3) 0.017(3) C34 0.038(3) 0.035(3) 0.040(3) 0.002(2) -0.007(2) 0.004(2) C35 0.051(3) 0.027(2) 0.042(3) -0.005(2) 0.014(3) -0.003(3) C36 0.057(4) 0.035(3) 0.049(4) 0.000(2) 0.004(3) 0.012(3) C37 0.030(3) 0.038(3) 0.056(4) -0.009(2) 0.003(2) -0.001(2) C38 0.060(4) 0.031(3) 0.039(3) -0.002(2) 0.012(3) 0.003(3) C39 0.074(4) 0.032(3) 0.066(4) -0.006(3) 0.044(3) -0.002(3) C40 0.079(4) 0.023(3) 0.074(4) -0.006(3) 0.040(4) -0.003(3) C41 0.051(3) 0.033(3) 0.064(4) -0.020(3) 0.018(3) 0.002(3) C42 0.040(3) 0.050(3) 0.073(4) -0.027(3) 0.003(3) -0.006(3) C43 0.042(3) 0.038(3) 0.072(4) -0.019(3) 0.005(3) 0.003(3) C44 0.073(4) 0.032(3) 0.054(4) -0.008(2) 0.035(3) -0.012(3) C45 0.040(3) 0.031(3) 0.051(3) -0.015(2) 0.008(3) 0.001(2) C46 0.051(3) 0.026(2) 0.053(4) 0.007(2) -0.002(3) 0.005(2) C47 0.035(3) 0.029(2) 0.047(3) -0.010(2) 0.004(2) -0.002(2) C48 0.041(3) 0.036(3) 0.077(4) -0.016(3) 0.018(3) -0.010(3) C49 0.080(4) 0.026(3) 0.056(4) -0.008(2) 0.029(3) -0.008(3) C51 0.047(3) 0.034(3) 0.078(4) -0.012(3) 0.014(3) 0.010(3) C52 0.051(4) 0.032(3) 0.047(3) -0.006(2) 0.008(3) -0.001(3) C53 0.036(3) 0.028(3) 0.036(3) 0.001(2) 0.005(2) 0.006(2) C54 0.031(3) 0.032(3) 0.050(4) 0.005(2) -0.003(3) -0.001(2) C56 0.042(3) 0.047(3) 0.085(5) -0.030(3) 0.020(3) 0.000(3) C57 0.038(3) 0.038(3) 0.030(3) 0.000(2) 0.003(2) 0.006(2) C58 0.068(4) 0.041(3) 0.039(3) 0.006(2) 0.005(3) 0.021(3) N5 0.105(8) 0.148(11) 0.092(8) 0.000 -0.006(6) 0.000 C60 0.078(9) 0.127(12) 0.116(12) 0.000 0.012(8) 0.000 C61 0.094(10) 0.135(14) 0.27(2) 0.000 0.069(12) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O4 1.924(3) . ? Zn1 O3 1.934(3) . ? Zn1 N3 2.043(4) . ? Zn1 N4 2.046(4) . ? Zn2 O2 1.923(3) 3_465 ? Zn2 O1 1.941(3) . ? Zn2 N1 2.032(4) 6_475 ? Zn2 N2 2.072(4) 8_475 ? O1 C53 1.281(6) . ? O2 C52 1.266(6) . ? O2 Zn2 1.923(3) 3_535 ? O3 C54 1.287(6) . ? O4 C38 1.270(6) . ? O5 C54 1.225(6) . ? O6 C38 1.233(6) . ? O7 C52 1.208(6) . ? O8 C53 1.226(5) . ? N1 C16 1.332(6) . ? N1 C31 1.335(5) . ? N1 Zn2 2.032(4) 6_676 ? N2 C18 1.320(6) . ? N2 C14 1.336(6) . ? N2 Zn2 2.072(4) 8_576 ? N3 C6 1.339(6) . ? N3 C37 1.357(6) . ? N4 C39 1.334(6) . ? N4 C49 1.336(6) . ? C1 C5 1.490(6) . ? C1 C2 1.562(6) . ? C1 C10 1.570(6) . ? C1 H1B 0.9800 . ? C2 C12 1.511(6) . ? C2 C11 1.529(5) . ? C2 H2B 0.9800 . ? C5 C21 1.381(6) . ? C5 C17 1.393(6) . ? C6 C21 1.384(6) . ? C6 H6A 0.9300 . ? C9 C27 1.368(6) . ? C9 C57 1.386(6) . ? C9 C10 1.496(6) . ? C10 C11 1.552(6) . ? C10 H10A 0.9800 . ? C11 C19 1.500(6) . ? C11 H11A 0.9800 . ? C12 C29 1.374(6) . ? C12 C30 1.387(6) . ? C13 C36 1.379(7) . ? C13 C28 1.389(7) . ? C13 C54 1.505(7) . ? C14 C27 1.377(7) . ? C14 H14A 0.9300 . ? C15 C22 1.373(7) . ? C15 C20 1.382(6) . ? C15 H15A 0.9300 . ? C16 C30 1.366(6) . ? C16 H16A 0.9300 . ? C17 C37 1.366(6) . ? C17 H17A 0.9300 . ? C18 C57 1.385(6) . ? C18 H18A 0.9300 . ? C19 C44 1.365(6) . ? C19 C40 1.370(7) . ? C20 C23 1.387(6) . ? C20 H20A 0.9300 . ? C21 H21A 0.9300 . ? C22 C46 1.388(7) . ? C22 C26 1.499(7) . ? C23 C34 1.389(6) . ? C23 C53 1.499(6) . ? C24 C56 1.384(7) . ? C24 C47 1.388(7) . ? C24 H24A 0.9300 . ? C25 C42 1.378(7) . ? C25 C32 1.380(7) . ? C25 H25A 0.9300 . ? C26 C58 1.378(7) . ? C26 C33 1.382(7) . ? C27 H27A 0.9300 . ? C28 C33 1.378(7) . ? C28 H28A 0.9300 . ? C29 C31 1.355(6) . ? C29 H29A 0.9300 . ? C30 H30A 0.9300 . ? C31 H31A 0.9300 . ? C32 C43 1.380(7) . ? C32 C45 1.491(6) . ? C33 H33A 0.9300 . ? C34 C46 1.386(6) . ? C34 H34A 0.9300 . ? C35 C51 1.380(7) . ? C35 C42 1.386(7) . ? C35 C38 1.499(7) . ? C36 C58 1.376(7) . ? C36 H36A 0.9300 . ? C37 H37A 0.9300 . ? C39 C40 1.381(7) 3_445 ? C39 H39 0.9300 . ? C40 C39 1.381(7) 3 ? C40 H40 0.9300 . ? C41 C47 1.379(7) . ? C41 C48 1.390(7) . ? C41 H41A 0.9300 . ? C42 H42A 0.9300 . ? C43 C51 1.377(7) . ? C43 H43A 0.9300 . ? C44 C49 1.371(7) 3 ? C44 H44 0.9300 . ? C45 C48 1.377(7) . ? C45 C56 1.385(7) . ? C46 H46A 0.9300 . ? C47 C52 1.520(6) . ? C48 H48A 0.9300 . ? C49 C44 1.371(7) 3_445 ? C49 H49 0.9300 . ? C51 H51A 0.9300 . ? C56 H56A 0.9300 . ? C57 H57A 0.9300 . ? C58 H58A 0.9300 . ? N5 C60 1.125(16) . ? C60 C61 1.403(18) . ? C61 H61A 0.9600 . ? C61 H61B 0.9600 . ? C61 H61C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 Zn1 O3 100.77(16) . . ? O4 Zn1 N3 122.37(16) . . ? O3 Zn1 N3 112.80(15) . . ? O4 Zn1 N4 98.28(15) . . ? O3 Zn1 N4 116.74(16) . . ? N3 Zn1 N4 105.74(15) . . ? O2 Zn2 O1 121.29(16) 3_465 . ? O2 Zn2 N1 127.61(15) 3_465 6_475 ? O1 Zn2 N1 95.47(14) . 6_475 ? O2 Zn2 N2 94.63(15) 3_465 8_475 ? O1 Zn2 N2 109.19(15) . 8_475 ? N1 Zn2 N2 107.78(15) 6_475 8_475 ? C53 O1 Zn2 117.1(3) . . ? C52 O2 Zn2 118.7(3) . 3_535 ? C54 O3 Zn1 112.6(3) . . ? C38 O4 Zn1 130.9(4) . . ? C16 N1 C31 116.7(4) . . ? C16 N1 Zn2 126.3(3) . 6_676 ? C31 N1 Zn2 116.8(3) . 6_676 ? C18 N2 C14 116.8(4) . . ? C18 N2 Zn2 129.2(3) . 8_576 ? C14 N2 Zn2 113.7(3) . 8_576 ? C6 N3 C37 117.4(4) . . ? C6 N3 Zn1 122.2(3) . . ? C37 N3 Zn1 120.4(3) . . ? C39 N4 C49 116.5(4) . . ? C39 N4 Zn1 118.6(3) . . ? C49 N4 Zn1 124.9(3) . . ? C5 C1 C2 122.1(4) . . ? C5 C1 C10 115.3(3) . . ? C2 C1 C10 88.4(3) . . ? C5 C1 H1B 109.7 . . ? C2 C1 H1B 109.7 . . ? C10 C1 H1B 109.7 . . ? C12 C2 C11 117.8(4) . . ? C12 C2 C1 121.1(4) . . ? C11 C2 C1 88.0(3) . . ? C12 C2 H2B 109.4 . . ? C11 C2 H2B 109.4 . . ? C1 C2 H2B 109.4 . . ? C21 C5 C17 116.1(4) . . ? C21 C5 C1 124.0(4) . . ? C17 C5 C1 119.9(4) . . ? N3 C6 C21 122.4(4) . . ? N3 C6 H6A 118.8 . . ? C21 C6 H6A 118.8 . . ? C27 C9 C57 116.7(4) . . ? C27 C9 C10 121.1(4) . . ? C57 C9 C10 122.1(4) . . ? C9 C10 C11 118.8(4) . . ? C9 C10 C1 116.4(4) . . ? C11 C10 C1 86.9(3) . . ? C9 C10 H10A 110.9 . . ? C11 C10 H10A 110.9 . . ? C1 C10 H10A 110.9 . . ? C19 C11 C2 120.5(4) . . ? C19 C11 C10 118.3(4) . . ? C2 C11 C10 90.2(3) . . ? C19 C11 H11A 108.8 . . ? C2 C11 H11A 108.8 . . ? C10 C11 H11A 108.8 . . ? C29 C12 C30 116.1(4) . . ? C29 C12 C2 120.2(4) . . ? C30 C12 C2 123.6(4) . . ? C36 C13 C28 118.8(4) . . ? C36 C13 C54 122.6(4) . . ? C28 C13 C54 118.6(5) . . ? N2 C14 C27 123.6(5) . . ? N2 C14 H14A 118.2 . . ? C27 C14 H14A 118.2 . . ? C22 C15 C20 121.1(5) . . ? C22 C15 H15A 119.4 . . ? C20 C15 H15A 119.4 . . ? N1 C16 C30 123.2(4) . . ? N1 C16 H16A 118.4 . . ? C30 C16 H16A 118.4 . . ? C37 C17 C5 121.0(4) . . ? C37 C17 H17A 119.5 . . ? C5 C17 H17A 119.5 . . ? N2 C18 C57 122.9(4) . . ? N2 C18 H18A 118.5 . . ? C57 C18 H18A 118.5 . . ? C44 C19 C40 116.0(4) . . ? C44 C19 C11 121.5(4) . . ? C40 C19 C11 122.5(4) . . ? C15 C20 C23 120.4(5) . . ? C15 C20 H20A 119.8 . . ? C23 C20 H20A 119.8 . . ? C5 C21 C6 120.8(4) . . ? C5 C21 H21A 119.6 . . ? C6 C21 H21A 119.6 . . ? C15 C22 C46 119.0(4) . . ? C15 C22 C26 118.9(5) . . ? C46 C22 C26 122.0(5) . . ? C20 C23 C34 118.4(4) . . ? C20 C23 C53 119.0(4) . . ? C34 C23 C53 122.4(4) . . ? C56 C24 C47 119.7(5) . . ? C56 C24 H24A 120.1 . . ? C47 C24 H24A 120.1 . . ? C42 C25 C32 121.7(5) . . ? C42 C25 H25A 119.2 . . ? C32 C25 H25A 119.2 . . ? C58 C26 C33 118.0(5) . . ? C58 C26 C22 122.4(5) . . ? C33 C26 C22 119.6(5) . . ? C9 C27 C14 119.8(4) . . ? C9 C27 H27A 120.1 . . ? C14 C27 H27A 120.1 . . ? C33 C28 C13 119.4(5) . . ? C33 C28 H28A 120.3 . . ? C13 C28 H28A 120.3 . . ? C31 C29 C12 120.8(4) . . ? C31 C29 H29A 119.6 . . ? C12 C29 H29A 119.6 . . ? C16 C30 C12 120.0(4) . . ? C16 C30 H30A 120.0 . . ? C12 C30 H30A 120.0 . . ? N1 C31 C29 123.1(4) . . ? N1 C31 H31A 118.4 . . ? C29 C31 H31A 118.4 . . ? C43 C32 C25 117.5(5) . . ? C43 C32 C45 121.4(5) . . ? C25 C32 C45 121.1(5) . . ? C28 C33 C26 121.8(5) . . ? C28 C33 H33A 119.1 . . ? C26 C33 H33A 119.1 . . ? C46 C34 C23 121.0(5) . . ? C46 C34 H34A 119.5 . . ? C23 C34 H34A 119.5 . . ? C51 C35 C42 117.4(4) . . ? C51 C35 C38 121.8(5) . . ? C42 C35 C38 120.8(5) . . ? C58 C36 C13 120.9(5) . . ? C58 C36 H36A 119.6 . . ? C13 C36 H36A 119.6 . . ? N3 C37 C17 122.2(4) . . ? N3 C37 H37A 118.9 . . ? C17 C37 H37A 118.9 . . ? O6 C38 O4 124.4(5) . . ? O6 C38 C35 119.8(5) . . ? O4 C38 C35 115.8(5) . . ? N4 C39 C40 122.4(5) . 3_445 ? N4 C39 H39 118.8 . . ? C40 C39 H39 118.8 3_445 . ? C19 C40 C39 121.0(4) . 3 ? C19 C40 H40 119.5 . . ? C39 C40 H40 119.5 3 . ? C47 C41 C48 120.7(5) . . ? C47 C41 H41A 119.6 . . ? C48 C41 H41A 119.6 . . ? C25 C42 C35 120.7(5) . . ? C25 C42 H42A 119.6 . . ? C35 C42 H42A 119.6 . . ? C51 C43 C32 120.9(5) . . ? C51 C43 H43A 119.5 . . ? C32 C43 H43A 119.5 . . ? C19 C44 C49 120.9(5) . 3 ? C19 C44 H44 119.6 . . ? C49 C44 H44 119.6 3 . ? C48 C45 C56 117.0(4) . . ? C48 C45 C32 122.5(5) . . ? C56 C45 C32 120.3(4) . . ? C34 C46 C22 120.0(5) . . ? C34 C46 H46A 120.0 . . ? C22 C46 H46A 120.0 . . ? C41 C47 C24 118.5(4) . . ? C41 C47 C52 122.0(5) . . ? C24 C47 C52 119.4(5) . . ? C45 C48 C41 121.5(5) . . ? C45 C48 H48A 119.2 . . ? C41 C48 H48A 119.2 . . ? N4 C49 C44 123.1(4) . 3_445 ? N4 C49 H49 118.4 . . ? C44 C49 H49 118.4 3_445 . ? C43 C51 C35 121.7(5) . . ? C43 C51 H51A 119.2 . . ? C35 C51 H51A 119.2 . . ? O7 C52 O2 124.8(5) . . ? O7 C52 C47 120.4(5) . . ? O2 C52 C47 114.7(5) . . ? O8 C53 O1 123.9(4) . . ? O8 C53 C23 120.3(4) . . ? O1 C53 C23 115.7(4) . . ? O5 C54 O3 123.5(5) . . ? O5 C54 C13 120.7(5) . . ? O3 C54 C13 115.7(5) . . ? C24 C56 C45 122.4(5) . . ? C24 C56 H56A 118.8 . . ? C45 C56 H56A 118.8 . . ? C18 C57 C9 120.1(4) . . ? C18 C57 H57A 120.0 . . ? C9 C57 H57A 120.0 . . ? C36 C58 C26 120.8(5) . . ? C36 C58 H58A 119.6 . . ? C26 C58 H58A 119.6 . . ? N5 C60 C61 180.000(14) . . ? C60 C61 H61A 109.5 . . ? C60 C61 H61B 109.5 . . ? H61A C61 H61B 109.5 . . ? C60 C61 H61C 109.5 . . ? H61A C61 H61C 109.5 . . ? H61B C61 H61C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.445 _refine_diff_density_min -0.446 _refine_diff_density_rms 0.087 #===END data_3 _database_code_depnum_ccdc_archive 'CCDC 874156' #TrackingRef '- JPLangCIF (re-revised).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H18 N2 O5 Zn' _chemical_formula_weight 443.77 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2/c _symmetry_space_group_name_Hall '-P 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 11.398(2) _cell_length_b 7.0474(14) _cell_length_c 25.640(7) _cell_angle_alpha 90.00 _cell_angle_beta 107.84(3) _cell_angle_gamma 90.00 _cell_volume 1960.5(7) _cell_formula_units_Z 4 _cell_measurement_temperature 223.1500 _cell_measurement_reflns_used 7553 _cell_measurement_theta_min 3.0080 _cell_measurement_theta_max 27.6766 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.497 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 904 _exptl_absorpt_coefficient_mu 1.288 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7021 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication to Rigaku Corp.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223.1500 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 16079 _diffrn_reflns_av_R_equivalents 0.0915 _diffrn_reflns_av_sigmaI/netI 0.1105 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 27.54 _reflns_number_total 4474 _reflns_number_gt 2946 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_cell_refinement 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_data_reduction 'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1182P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4474 _refine_ls_number_parameters 264 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1293 _refine_ls_R_factor_gt 0.0803 _refine_ls_wR_factor_ref 0.2465 _refine_ls_wR_factor_gt 0.1933 _refine_ls_goodness_of_fit_ref 1.180 _refine_ls_restrained_S_all 1.180 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 1.0000 0.92916(13) 0.2500 0.0254(3) Uani 1 2 d S . . Zn2 Zn 0.5000 0.0000 0.0000 0.0257(3) Uani 1 2 d S . . O1 O 0.9492(4) 0.7895(6) 0.18218(18) 0.0338(11) Uani 1 1 d . . . O2 O 1.1446(4) 0.7101(8) 0.1947(2) 0.0538(15) Uani 1 1 d . . . O4 O 0.6723(4) 0.1394(6) 0.02558(17) 0.0309(10) Uani 1 1 d . . . O3 O 0.6228(4) 0.4110(6) 0.05927(19) 0.0346(11) Uani 1 1 d . . . N1 N 0.8613(4) 1.1107(7) 0.2462(2) 0.0271(11) Uani 1 1 d . . . N4 N 0.5204(5) 1.9219(7) 0.0826(2) 0.0285(12) Uani 1 1 d . . . C16 C 0.5508(5) 1.6585(8) 0.2365(2) 0.0207(12) Uani 1 1 d . . . H16 H 0.6311 1.6861 0.2641 0.025 Uiso 1 1 calc R . . C15 C 0.5336(5) 1.4375(8) 0.2282(2) 0.0215(12) Uani 1 1 d . . . H15 H 0.4738 1.4112 0.1918 0.026 Uiso 1 1 calc R . . C19 C 0.5405(5) 1.7653(8) 0.1845(2) 0.0240(13) Uani 1 1 d . . . C8 C 0.6982(6) 0.2990(9) 0.0487(2) 0.0287(14) Uani 1 1 d . . . C1 C 0.9909(5) 0.5545(9) 0.1241(3) 0.0303(14) Uani 1 1 d . . . C3 C 0.8302(5) 0.3598(9) 0.0663(2) 0.0262(13) Uani 1 1 d . . . C12 C 0.6443(5) 1.3201(8) 0.2356(2) 0.0260(13) Uani 1 1 d . . . C20 C 0.6415(5) 1.7904(8) 0.1676(2) 0.0237(12) Uani 1 1 d . . . H20A H 0.7197 1.7545 0.1906 0.028 Uiso 1 1 calc R . . C7 C 1.0337(6) 0.6944(9) 0.1704(3) 0.0340(15) Uani 1 1 d . . . C21 C 0.6296(6) 1.8681(9) 0.1169(3) 0.0327(15) Uani 1 1 d . . . H21A H 0.7006 1.8839 0.1061 0.039 Uiso 1 1 calc R . . C14 C 0.7975(7) 1.1958(9) 0.1992(3) 0.0368(16) Uani 1 1 d . . . H14A H 0.8277 1.1835 0.1691 0.044 Uiso 1 1 calc R . . C13 C 0.6922(6) 1.2985(9) 0.1917(3) 0.0330(15) Uani 1 1 d . . . H13A H 0.6523 1.3542 0.1576 0.040 Uiso 1 1 calc R . . C11 C 0.7113(7) 1.2355(10) 0.2842(3) 0.0387(17) Uani 1 1 d . . . H11A H 0.6850 1.2487 0.3153 0.046 Uiso 1 1 calc R . . C17 C 0.4217(5) 1.9029(10) 0.0997(2) 0.0315(16) Uani 1 1 d . . . H17A H 0.3444 1.9425 0.0767 0.038 Uiso 1 1 calc R . . C10 C 0.8162(6) 1.1319(10) 0.2878(3) 0.0371(16) Uani 1 1 d . . . H10A H 0.8576 1.0734 0.3213 0.044 Uiso 1 1 calc R . . C6 C 1.0726(6) 0.4701(10) 0.1003(3) 0.0362(16) Uani 1 1 d . . . H6A H 1.1556 0.5081 0.1124 0.043 Uiso 1 1 calc R . . C4 C 0.9140(6) 0.2770(9) 0.0442(3) 0.0344(15) Uani 1 1 d . . . H4B H 0.8876 0.1806 0.0179 0.041 Uiso 1 1 calc R . . C2 C 0.8689(6) 0.5033(8) 0.1054(3) 0.0282(14) Uani 1 1 d . . . H2A H 0.8112 0.5651 0.1190 0.034 Uiso 1 1 calc R . . C18 C 0.4297(6) 1.8278(10) 0.1498(3) 0.0369(16) Uani 1 1 d . . . H18A H 0.3583 1.8186 0.1606 0.044 Uiso 1 1 calc R . . C5 C 1.0380(7) 0.3345(10) 0.0604(3) 0.0415(17) Uani 1 1 d . . . C9 C 1.1283(8) 0.2460(13) 0.0352(4) 0.061(2) Uani 1 1 d . . . H9A H 1.2090 0.3025 0.0512 0.092 Uiso 1 1 calc R . . H9B H 1.1010 0.2681 -0.0040 0.092 Uiso 1 1 calc R . . H9C H 1.1331 0.1106 0.0423 0.092 Uiso 1 1 calc R . . O5 O 0.4071(4) 0.2572(6) 0.01206(18) 0.0312(10) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0249(5) 0.0180(5) 0.0295(6) 0.000 0.0025(4) 0.000 Zn2 0.0316(6) 0.0202(6) 0.0224(5) 0.0007(4) 0.0040(4) -0.0035(4) O1 0.032(2) 0.034(3) 0.032(2) -0.013(2) 0.0065(19) 0.0050(19) O2 0.030(3) 0.051(3) 0.066(4) -0.027(3) -0.005(2) 0.002(2) O4 0.042(3) 0.018(2) 0.030(2) -0.0065(19) 0.0077(19) -0.0064(19) O3 0.030(2) 0.028(3) 0.040(3) -0.007(2) 0.002(2) 0.0016(19) N1 0.020(2) 0.022(3) 0.042(3) -0.003(2) 0.015(2) 0.0001(19) N4 0.035(3) 0.023(3) 0.023(3) 0.005(2) 0.001(2) 0.003(2) C16 0.013(2) 0.022(3) 0.026(3) -0.002(2) 0.004(2) -0.002(2) C15 0.017(3) 0.022(3) 0.027(3) -0.001(2) 0.008(2) -0.001(2) C19 0.031(3) 0.018(3) 0.022(3) 0.002(2) 0.009(2) 0.003(2) C8 0.036(3) 0.023(3) 0.019(3) 0.002(3) -0.003(3) -0.002(3) C1 0.027(3) 0.023(3) 0.038(4) -0.004(3) 0.005(3) -0.002(2) C3 0.031(3) 0.024(3) 0.026(3) -0.004(3) 0.011(2) 0.000(3) C12 0.026(3) 0.021(3) 0.029(3) 0.003(3) 0.006(2) 0.002(2) C20 0.025(3) 0.024(3) 0.025(3) -0.001(3) 0.011(2) 0.000(2) C7 0.035(4) 0.023(3) 0.038(4) -0.009(3) 0.003(3) -0.001(3) C21 0.035(3) 0.023(3) 0.033(4) -0.001(3) 0.000(3) -0.004(3) C14 0.055(4) 0.028(4) 0.029(4) 0.007(3) 0.014(3) 0.008(3) C13 0.044(4) 0.029(3) 0.027(3) 0.006(3) 0.012(3) 0.012(3) C11 0.051(4) 0.040(4) 0.031(4) 0.003(3) 0.021(3) 0.020(3) C17 0.020(3) 0.056(5) 0.023(3) 0.018(3) 0.014(2) 0.011(3) C10 0.024(3) 0.045(4) 0.039(4) 0.005(3) 0.006(3) 0.018(3) C6 0.028(3) 0.033(4) 0.048(4) -0.009(3) 0.011(3) 0.002(3) C4 0.033(3) 0.028(4) 0.043(4) -0.012(3) 0.013(3) -0.004(3) C2 0.033(3) 0.019(3) 0.032(3) 0.003(3) 0.009(3) 0.001(2) C18 0.034(3) 0.041(4) 0.035(4) 0.007(3) 0.011(3) 0.010(3) C5 0.043(4) 0.032(4) 0.054(5) -0.008(4) 0.022(3) 0.000(3) C9 0.052(5) 0.063(6) 0.079(6) -0.027(5) 0.036(5) -0.002(4) O5 0.031(2) 0.025(2) 0.038(3) -0.0029(19) 0.0113(19) 0.0003(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 O1 1.926(4) . ? Zn1 O1 1.926(4) 2_755 ? Zn1 N1 2.013(5) 2_755 ? Zn1 N1 2.013(5) . ? Zn2 O4 2.112(4) . ? Zn2 O4 2.112(4) 3_655 ? Zn2 N4 2.131(5) 3_675 ? Zn2 N4 2.131(5) 1_535 ? Zn2 O5 2.169(4) 3_655 ? Zn2 O5 2.169(4) . ? O1 C7 1.283(8) . ? O2 C7 1.231(8) . ? O4 C8 1.263(7) . ? O3 C8 1.255(8) . ? N1 C10 1.325(8) . ? N1 C14 1.344(8) . ? N4 C17 1.333(7) . ? N4 C21 1.341(8) . ? N4 Zn2 2.131(5) 1_575 ? C16 C19 1.503(8) . ? C16 C16 1.521(10) 2_655 ? C16 C15 1.577(8) . ? C16 H16 0.9900 . ? C15 C12 1.471(8) . ? C15 C15 1.539(11) 2_655 ? C15 H15 0.9900 . ? C19 C20 1.360(8) . ? C19 C18 1.376(9) . ? C8 C3 1.495(9) . ? C1 C2 1.373(9) . ? C1 C6 1.392(9) . ? C1 C7 1.505(9) . ? C3 C4 1.380(8) . ? C3 C2 1.397(9) . ? C12 C11 1.381(9) . ? C12 C13 1.401(9) . ? C20 C21 1.378(9) . ? C20 H20A 0.9400 . ? C21 H21A 0.9400 . ? C14 C13 1.364(9) . ? C14 H14A 0.9400 . ? C13 H13A 0.9400 . ? C11 C10 1.379(9) . ? C11 H11A 0.9400 . ? C17 C18 1.365(9) . ? C17 H17A 0.9400 . ? C10 H10A 0.9400 . ? C6 C5 1.367(10) . ? C6 H6A 0.9400 . ? C4 C5 1.405(9) . ? C4 H4B 0.9400 . ? C2 H2A 0.9400 . ? C18 H18A 0.9400 . ? C5 C9 1.508(10) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C9 H9C 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 O1 118.6(3) . 2_755 ? O1 Zn1 N1 112.5(2) . 2_755 ? O1 Zn1 N1 105.5(2) 2_755 2_755 ? O1 Zn1 N1 105.5(2) . . ? O1 Zn1 N1 112.5(2) 2_755 . ? N1 Zn1 N1 101.1(3) 2_755 . ? O4 Zn2 O4 180.0(3) . 3_655 ? O4 Zn2 N4 89.79(18) . 3_675 ? O4 Zn2 N4 90.21(18) 3_655 3_675 ? O4 Zn2 N4 90.21(18) . 1_535 ? O4 Zn2 N4 89.79(18) 3_655 1_535 ? N4 Zn2 N4 180.0(3) 3_675 1_535 ? O4 Zn2 O5 89.13(16) . 3_655 ? O4 Zn2 O5 90.87(16) 3_655 3_655 ? N4 Zn2 O5 89.05(18) 3_675 3_655 ? N4 Zn2 O5 90.95(18) 1_535 3_655 ? O4 Zn2 O5 90.87(16) . . ? O4 Zn2 O5 89.13(16) 3_655 . ? N4 Zn2 O5 90.95(18) 3_675 . ? N4 Zn2 O5 89.05(18) 1_535 . ? O5 Zn2 O5 180.0(3) 3_655 . ? C7 O1 Zn1 116.1(4) . . ? C8 O4 Zn2 128.4(4) . . ? C10 N1 C14 115.7(5) . . ? C10 N1 Zn1 121.7(4) . . ? C14 N1 Zn1 121.8(4) . . ? C17 N4 C21 117.5(5) . . ? C17 N4 Zn2 120.5(4) . 1_575 ? C21 N4 Zn2 121.5(5) . 1_575 ? C19 C16 C16 122.7(5) . 2_655 ? C19 C16 C15 113.7(5) . . ? C16 C16 C15 88.9(3) 2_655 . ? C19 C16 H16 109.9 . . ? C16 C16 H16 109.9 2_655 . ? C15 C16 H16 109.9 . . ? C12 C15 C15 120.3(5) . 2_655 ? C12 C15 C16 118.2(5) . . ? C15 C15 C16 88.3(3) 2_655 . ? C12 C15 H15 109.5 . . ? C15 C15 H15 109.5 2_655 . ? C16 C15 H15 109.5 . . ? C20 C19 C18 116.8(6) . . ? C20 C19 C16 120.2(5) . . ? C18 C19 C16 122.8(5) . . ? O3 C8 O4 125.7(6) . . ? O3 C8 C3 116.5(5) . . ? O4 C8 C3 117.7(6) . . ? C2 C1 C6 118.5(6) . . ? C2 C1 C7 119.8(6) . . ? C6 C1 C7 121.7(6) . . ? C4 C3 C2 119.6(6) . . ? C4 C3 C8 120.9(5) . . ? C2 C3 C8 119.5(5) . . ? C11 C12 C13 115.7(5) . . ? C11 C12 C15 125.1(6) . . ? C13 C12 C15 119.1(5) . . ? C19 C20 C21 120.2(6) . . ? C19 C20 H20A 119.9 . . ? C21 C20 H20A 119.9 . . ? O2 C7 O1 124.2(6) . . ? O2 C7 C1 119.6(6) . . ? O1 C7 C1 116.3(5) . . ? N4 C21 C20 122.4(6) . . ? N4 C21 H21A 118.8 . . ? C20 C21 H21A 118.8 . . ? N1 C14 C13 125.0(6) . . ? N1 C14 H14A 117.5 . . ? C13 C14 H14A 117.5 . . ? C14 C13 C12 119.2(6) . . ? C14 C13 H13A 120.4 . . ? C12 C13 H13A 120.4 . . ? C10 C11 C12 121.1(6) . . ? C10 C11 H11A 119.4 . . ? C12 C11 H11A 119.4 . . ? N4 C17 C18 121.9(6) . . ? N4 C17 H17A 119.1 . . ? C18 C17 H17A 119.1 . . ? N1 C10 C11 123.2(6) . . ? N1 C10 H10A 118.4 . . ? C11 C10 H10A 118.4 . . ? C5 C6 C1 123.2(6) . . ? C5 C6 H6A 118.4 . . ? C1 C6 H6A 118.4 . . ? C3 C4 C5 121.1(6) . . ? C3 C4 H4B 119.4 . . ? C5 C4 H4B 119.4 . . ? C1 C2 C3 120.3(6) . . ? C1 C2 H2A 119.9 . . ? C3 C2 H2A 119.9 . . ? C17 C18 C19 121.1(6) . . ? C17 C18 H18A 119.4 . . ? C19 C18 H18A 119.4 . . ? C6 C5 C4 117.1(6) . . ? C6 C5 C9 122.1(7) . . ? C4 C5 C9 120.7(7) . . ? C5 C9 H9A 109.5 . . ? C5 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C5 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.764 _refine_diff_density_min -2.051 _refine_diff_density_rms 0.138 #===END data_4 _database_code_depnum_ccdc_archive 'CCDC 874157' #TrackingRef '- JPLangCIF (re-revised).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C42 H30 N4 O13 Zn2' _chemical_formula_sum 'C42 H30 N4 O13 Zn2' _chemical_formula_weight 929.49 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 P21212 _symmetry_space_group_name_Hall 'P 2 2ab' _chemical_absolute_configuration unk 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 21.739(4) _cell_length_b 23.577(5) _cell_length_c 7.4591(15) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3823.1(13) _cell_formula_units_Z 4 _cell_measurement_temperature 293.1500 _cell_measurement_reflns_used 14119 _cell_measurement_theta_min 3.0132 _cell_measurement_theta_max 25.3491 _exptl_crystal_description Platelet _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.611 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1888 _exptl_absorpt_coefficient_mu 1.331 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.5558 _exptl_absorpt_correction_T_max 0.9364 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication to Rigaku Corp.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293.1500 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 37330 _diffrn_reflns_av_R_equivalents 0.0572 _diffrn_reflns_av_sigmaI/netI 0.0435 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 25.36 _reflns_number_total 6988 _reflns_number_gt 6291 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_cell_refinement 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_data_reduction 'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0534P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.380(13) _refine_ls_number_reflns 6988 _refine_ls_number_parameters 546 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0506 _refine_ls_R_factor_gt 0.0423 _refine_ls_wR_factor_ref 0.1019 _refine_ls_wR_factor_gt 0.0966 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.0000 0.0000 -1.07403(9) 0.02893(16) Uani 1 2 d S . . Zn2 Zn -0.5000 0.0000 -1.07321(9) 0.03250(17) Uani 1 2 d S . . Zn3 Zn -0.19011(2) -0.212945(19) -1.83185(7) 0.02791(12) Uani 1 1 d . . . O6 O -0.07210(13) -0.21849(13) -1.9009(4) 0.0357(7) Uani 1 1 d . . . O5 O -0.12251(12) -0.19248(12) -1.6600(4) 0.0325(7) Uani 1 1 d . . . O7 O -0.27428(12) -0.21185(14) -1.7321(4) 0.0360(7) Uani 1 1 d . . . O8 O -0.24976(16) -0.15434(17) -1.5112(6) 0.0690(12) Uani 1 1 d . . . O11 O -0.50529(17) -0.07245(17) -1.2129(5) 0.0622(8) Uani 1 1 d . . . O3 O 0.15949(15) -0.24392(16) -1.8284(6) 0.0552(9) Uani 1 1 d . . . O4 O 0.20626(13) -0.18981(15) -1.6245(5) 0.0508(9) Uani 1 1 d . . . O9 O -0.49122(16) -0.24916(17) -1.8668(5) 0.0623(11) Uani 1 1 d . . . O1 O -0.00958(14) -0.07010(13) -1.2124(4) 0.0400(8) Uani 1 1 d . . . O2 O 0.09003(17) -0.05976(19) -1.2538(5) 0.0676(13) Uani 1 1 d . . . O12 O -0.40999(17) -0.04521(18) -1.2125(6) 0.0622(8) Uani 1 1 d . . . N1 N -0.07050(15) -0.00077(16) -0.8894(4) 0.0306(8) Uani 1 1 d . . . N2 N -0.19906(16) -0.14888(14) -0.0123(5) 0.0290(8) Uani 1 1 d . . . N3 N -0.30940(16) 0.20117(13) -0.1416(5) 0.0325(8) Uani 1 1 d . . . N4 N -0.43413(17) 0.01884(17) -0.8806(5) 0.0381(10) Uani 1 1 d . . . C2 C 0.09722(19) -0.18785(19) -1.6352(6) 0.0324(10) Uani 1 1 d . . . C3 C 0.15704(19) -0.2103(2) -1.7069(6) 0.0362(10) Uani 1 1 d . . . C4 C -0.3729(2) -0.13614(19) -1.4280(7) 0.0351(10) Uani 1 1 d . . . H4A H -0.3428 -0.1193 -1.3570 0.042 Uiso 1 1 calc R . . C5 C -0.4342(2) -0.1242(2) -1.3957(6) 0.0370(11) Uani 1 1 d . . . C6 C -0.4509(2) -0.0782(2) -1.2627(7) 0.0421(12) Uani 1 1 d . . . C7 C -0.27526(19) 0.03966(17) -0.5447(6) 0.0277(9) Uani 1 1 d . . . H7A H -0.2548 0.0757 -0.5713 0.033 Uiso 1 1 calc R . . C8 C -0.33118(19) 0.03292(17) -0.6617(6) 0.0306(9) Uani 1 1 d . . . C9 C -0.3575(3) -0.0188(2) -0.6888(9) 0.0622(17) Uani 1 1 d . . . H9A H -0.3411 -0.0507 -0.6329 0.075 Uiso 1 1 calc R . . C10 C -0.17189(17) -0.00560(17) -0.6600(6) 0.0281(8) Uani 1 1 d . . . C11 C -0.3587(2) 0.0781(2) -0.7442(7) 0.0448(12) Uani 1 1 d . . . H11A H -0.3432 0.1144 -0.7268 0.054 Uiso 1 1 calc R . . C13 C -0.2448(2) 0.12024(15) -0.1704(6) 0.0313(9) Uani 1 1 d . . . H13A H -0.2063 0.1040 -0.1539 0.038 Uiso 1 1 calc R . . C14 C 0.0409(2) -0.0833(2) -1.2881(6) 0.0357(10) Uani 1 1 d . . . C15 C 0.03996(19) -0.12884(19) -1.4288(6) 0.0317(9) Uani 1 1 d . . . C16 C -0.1364(2) -0.05258(19) -0.6934(7) 0.0395(11) Uani 1 1 d . . . H16A H -0.1459 -0.0870 -0.6392 0.047 Uiso 1 1 calc R . . C17 C 0.09570(19) -0.14970(19) -1.4930(6) 0.0323(10) Uani 1 1 d . . . H17A H 0.1323 -0.1380 -1.4401 0.039 Uiso 1 1 calc R . . C18 C -0.21338(18) -0.05002(17) -0.2155(5) 0.0264(9) Uani 1 1 d . . . C19 C -0.28316(17) 0.03255(15) -0.3356(6) 0.0238(8) Uani 1 1 d . . . H19A H -0.3168 0.0064 -0.3074 0.029 Uiso 1 1 calc R . . C20 C -0.1580(2) -0.07948(19) -0.2123(6) 0.0347(11) Uani 1 1 d . . . H20A H -0.1245 -0.0661 -0.2770 0.042 Uiso 1 1 calc R . . C21 C -0.2548(2) 0.17549(17) -0.1216(6) 0.0351(10) Uani 1 1 d . . . H21A H -0.2224 0.1960 -0.0727 0.042 Uiso 1 1 calc R . . C22 C -0.34968(19) 0.11360(18) -0.2510(7) 0.0355(10) Uani 1 1 d . . . H22A H -0.3837 0.0928 -0.2886 0.043 Uiso 1 1 calc R . . C23 C -0.4792(2) -0.1510(2) -1.4966(6) 0.0353(11) Uani 1 1 d . . . H23A H -0.5206 -0.1440 -1.4737 0.042 Uiso 1 1 calc R . . C24 C -0.5119(2) -0.2162(2) -1.7393(7) 0.0410(11) Uani 1 1 d . . . C25 C -0.07254(19) -0.20025(17) -1.7450(6) 0.0289(10) Uani 1 1 d . . . C26 C -0.22019(16) 0.00181(17) -0.3310(5) 0.0247(8) Uani 1 1 d . . . H26A H -0.1869 0.0288 -0.3074 0.030 Uiso 1 1 calc R . . C27 C -0.4624(2) -0.18861(19) -1.6323(6) 0.0343(10) Uani 1 1 d . . . C28 C -0.0870(2) -0.0487(2) -0.8064(7) 0.0410(12) Uani 1 1 d . . . H28A H -0.0636 -0.0812 -0.8266 0.049 Uiso 1 1 calc R . . C29 C -0.29214(19) 0.08851(17) -0.2443(6) 0.0273(9) Uani 1 1 d . . . C30 C -0.1042(2) 0.0449(2) -0.8542(8) 0.0447(12) Uani 1 1 d . . . H30A H -0.0934 0.0790 -0.9083 0.054 Uiso 1 1 calc R . . C31 C -0.40084(18) -0.19899(18) -1.6662(6) 0.0324(9) Uani 1 1 d . . . H31A H -0.3896 -0.2237 -1.7577 0.039 Uiso 1 1 calc R . . C32 C -0.01343(17) -0.18432(16) -1.6524(6) 0.0276(9) Uani 1 1 d . . . C34 C -0.4091(2) 0.0701(2) -0.8527(7) 0.0425(11) Uani 1 1 d . . . H34A H -0.4264 0.1015 -0.9089 0.051 Uiso 1 1 calc R . . C35 C -0.1542(2) 0.04431(19) -0.7424(7) 0.0433(12) Uani 1 1 d . . . H35A H -0.1762 0.0775 -0.7218 0.052 Uiso 1 1 calc R . . C36 C -0.2521(2) -0.11993(19) -0.0143(6) 0.0388(10) Uani 1 1 d . . . H36A H -0.2850 -0.1337 0.0522 0.047 Uiso 1 1 calc R . . C37 C -0.4081(3) -0.0244(2) -0.7980(9) 0.0627(17) Uani 1 1 d . . . H37A H -0.4248 -0.0604 -0.8143 0.075 Uiso 1 1 calc R . . C38 C -0.28800(19) -0.18019(18) -1.6014(6) 0.0330(10) Uani 1 1 d . . . C40 C 0.04248(19) -0.20410(18) -1.7157(6) 0.0306(10) Uani 1 1 d . . . H40A H 0.0433 -0.2286 -1.8134 0.037 Uiso 1 1 calc R . . C41 C -0.01435(19) -0.14759(18) -1.5046(6) 0.0297(10) Uani 1 1 d . . . H41A H -0.0518 -0.1358 -1.4572 0.036 Uiso 1 1 calc R . . C44 C -0.1531(2) -0.12831(19) -0.1133(6) 0.0357(11) Uani 1 1 d . . . H44A H -0.1161 -0.1481 -0.1162 0.043 Uiso 1 1 calc R . . C45 C -0.22724(18) -0.00894(17) -0.5389(5) 0.0277(9) Uani 1 1 d . . . H45A H -0.2482 -0.0452 -0.5580 0.033 Uiso 1 1 calc R . . C46 C -0.35609(19) 0.16961(18) -0.2015(7) 0.0389(12) Uani 1 1 d . . . H46A H -0.3948 0.1862 -0.2103 0.047 Uiso 1 1 calc R . . C47 C -0.35562(18) -0.17243(18) -1.5628(6) 0.0302(9) Uani 1 1 d . . . C48 C -0.2599(2) -0.07057(19) -0.1105(6) 0.0375(11) Uani 1 1 d . . . H48A H -0.2970 -0.0511 -0.1041 0.045 Uiso 1 1 calc R . . O10 O -0.56617(14) -0.20765(17) -1.7124(6) 0.0612(11) Uani 1 1 d . . . O13 O 0.30856(16) -0.24648(17) -1.6838(7) 0.0683(11) Uani 1 1 d . . . HW2 H 0.3424 -0.2291 -1.7001 0.082 Uiso 1 1 d R . . HW4 H 0.3116 -0.2688 -1.5948 0.082 Uiso 1 1 d 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 0.0275(3) 0.0338(4) 0.0255(3) 0.000 0.000 -0.0007(3) Zn2 0.0307(4) 0.0426(4) 0.0242(3) 0.000 0.000 -0.0002(3) Zn3 0.0235(2) 0.0251(2) 0.0352(3) 0.0023(2) -0.0005(2) -0.00070(19) O6 0.0300(15) 0.0419(17) 0.0352(17) -0.0099(15) 0.0017(13) -0.0011(14) O5 0.0216(14) 0.0391(16) 0.0369(16) -0.0067(15) 0.0035(14) 0.0010(12) O7 0.0276(15) 0.0402(16) 0.0403(17) -0.0056(16) 0.0045(13) 0.0017(14) O8 0.0255(18) 0.084(3) 0.098(3) -0.051(2) 0.007(2) -0.004(2) O11 0.0416(14) 0.0737(17) 0.0714(19) -0.0340(15) 0.0101(14) 0.0026(14) O3 0.0332(17) 0.071(2) 0.062(2) -0.021(2) 0.0121(18) 0.0026(17) O4 0.0230(16) 0.062(2) 0.067(3) -0.0161(19) -0.0019(15) 0.0014(15) O9 0.0344(18) 0.093(3) 0.060(2) -0.035(2) -0.0017(18) 0.0000(19) O1 0.0277(16) 0.0477(18) 0.0446(19) -0.0148(15) 0.0028(14) -0.0014(14) O2 0.041(2) 0.093(3) 0.068(3) -0.044(2) 0.0102(19) -0.029(2) O12 0.0416(14) 0.0737(17) 0.0714(19) -0.0340(15) 0.0101(14) 0.0026(14) N1 0.0298(18) 0.0356(19) 0.0265(19) -0.0036(18) 0.0024(14) 0.0014(17) N2 0.0244(19) 0.0308(18) 0.0318(19) 0.0041(15) 0.0001(15) 0.0001(15) N3 0.0282(17) 0.0283(17) 0.041(2) -0.0037(16) -0.0013(17) 0.0010(15) N4 0.030(2) 0.052(2) 0.032(2) 0.0011(18) -0.0056(16) -0.0007(17) C2 0.023(2) 0.039(2) 0.035(3) -0.001(2) -0.0004(19) 0.0048(18) C3 0.029(2) 0.041(2) 0.039(3) -0.003(2) 0.010(2) 0.004(2) C4 0.029(2) 0.042(3) 0.034(2) -0.002(2) -0.002(2) 0.000(2) C5 0.033(2) 0.045(3) 0.033(3) -0.003(2) 0.0082(19) 0.002(2) C6 0.034(3) 0.055(3) 0.037(3) -0.007(2) 0.005(2) 0.005(2) C7 0.031(2) 0.026(2) 0.026(2) -0.0018(18) 0.0010(18) 0.0006(17) C8 0.033(2) 0.032(2) 0.026(2) 0.004(2) 0.000(2) -0.0006(17) C9 0.069(4) 0.042(3) 0.075(4) 0.019(3) -0.041(4) -0.010(3) C10 0.029(2) 0.031(2) 0.0238(19) -0.002(2) 0.0007(17) 0.0002(17) C11 0.043(3) 0.032(2) 0.060(3) 0.003(2) -0.010(3) 0.000(2) C13 0.031(2) 0.0271(19) 0.035(2) 0.0010(19) -0.008(2) 0.0052(18) C14 0.031(2) 0.041(2) 0.035(3) -0.008(2) 0.002(2) -0.001(2) C15 0.027(2) 0.039(2) 0.029(2) -0.003(2) 0.005(2) 0.0001(19) C16 0.051(3) 0.028(2) 0.039(3) 0.007(2) 0.008(2) 0.004(2) C17 0.020(2) 0.042(2) 0.035(2) -0.001(2) -0.0040(18) -0.0012(19) C18 0.024(2) 0.027(2) 0.028(2) -0.0034(17) -0.0025(17) 0.0011(16) C19 0.0212(18) 0.0251(19) 0.025(2) 0.0019(19) 0.0011(18) -0.0033(15) C20 0.024(2) 0.041(2) 0.039(3) 0.008(2) 0.0064(19) 0.0019(19) C21 0.032(2) 0.030(2) 0.043(3) -0.0013(19) -0.009(2) -0.0026(19) C22 0.024(2) 0.029(2) 0.053(3) -0.005(2) 0.001(2) 0.0008(18) C23 0.022(2) 0.048(3) 0.036(3) -0.002(2) 0.0041(18) 0.004(2) C24 0.032(3) 0.044(3) 0.046(3) -0.001(2) -0.004(2) -0.007(2) C25 0.026(2) 0.027(2) 0.034(2) -0.0007(19) 0.0059(19) 0.0031(17) C26 0.0195(17) 0.0251(18) 0.030(2) -0.003(2) 0.0004(17) 0.0014(16) C27 0.025(2) 0.042(2) 0.036(3) -0.002(2) -0.0009(19) -0.0029(19) C28 0.045(3) 0.036(2) 0.042(3) 0.007(2) 0.013(2) 0.008(2) C29 0.029(2) 0.026(2) 0.027(2) 0.0023(18) 0.0054(17) -0.0001(17) C30 0.047(3) 0.036(2) 0.051(3) 0.006(2) 0.018(3) 0.002(2) C31 0.026(2) 0.039(2) 0.032(2) -0.006(2) 0.003(2) 0.0028(18) C32 0.0194(19) 0.0280(19) 0.035(2) -0.003(2) -0.0013(18) 0.0013(15) C34 0.036(3) 0.043(3) 0.048(3) 0.006(2) -0.011(2) 0.011(2) C35 0.050(3) 0.029(2) 0.051(3) -0.004(2) 0.021(2) 0.007(2) C36 0.025(2) 0.048(3) 0.043(2) 0.015(2) 0.005(2) 0.007(2) C37 0.072(4) 0.041(3) 0.075(4) 0.016(3) -0.038(4) -0.015(3) C38 0.026(2) 0.033(2) 0.040(3) -0.002(2) 0.0039(19) 0.0024(19) C40 0.030(2) 0.030(2) 0.032(2) -0.0024(19) 0.0027(18) -0.0008(18) C41 0.022(2) 0.033(2) 0.034(2) -0.0037(19) -0.0018(17) 0.0005(17) C44 0.030(2) 0.037(2) 0.040(3) 0.007(2) 0.0035(19) 0.0073(19) C45 0.027(2) 0.025(2) 0.031(2) -0.0020(18) 0.0004(17) 0.0010(17) C46 0.022(2) 0.031(2) 0.064(3) -0.007(2) 0.000(2) 0.0044(17) C47 0.024(2) 0.034(2) 0.032(2) 0.001(2) 0.0012(19) -0.0010(17) C48 0.026(2) 0.041(2) 0.046(3) 0.008(2) 0.003(2) 0.009(2) O10 0.0241(17) 0.076(3) 0.084(3) -0.028(2) -0.0009(18) -0.0072(17) O13 0.0324(17) 0.070(2) 0.103(3) 0.013(3) 0.008(2) 0.0078(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.960(3) . ? Zn1 O1 1.960(3) 2 ? Zn1 N1 2.060(3) 2 ? Zn1 N1 2.060(3) . ? Zn2 O11 2.004(4) . ? Zn2 O11 2.004(4) 2_455 ? Zn2 N4 2.076(4) 2_455 ? Zn2 N4 2.076(4) . ? Zn2 O12 2.458(3) 2_455 ? Zn2 O12 2.458(3) . ? Zn2 C6 2.557(5) . ? Zn2 C6 2.557(5) 2_455 ? Zn3 O7 1.975(3) . ? Zn3 O5 2.009(3) . ? Zn3 N2 2.033(3) 1_553 ? Zn3 N3 2.034(3) 4_443 ? Zn3 O6 2.620(3) . ? O6 C25 1.240(5) . ? O5 C25 1.271(5) . ? O7 C38 1.264(5) . ? O8 C38 1.231(6) . ? O11 C6 1.248(6) . ? O3 C3 1.205(6) . ? O4 C3 1.325(5) . ? O9 C24 1.308(6) . ? O1 C14 1.273(5) . ? O2 C14 1.231(5) . ? O12 C6 1.238(6) . ? N1 C30 1.329(6) . ? N1 C28 1.338(6) . ? N2 C36 1.340(6) . ? N2 C44 1.343(5) . ? N2 Zn3 2.033(3) 1_557 ? N3 C46 1.336(5) . ? N3 C21 1.341(5) . ? N3 Zn3 2.034(3) 4_453 ? N4 C37 1.319(6) . ? N4 C34 1.343(6) . ? C2 C40 1.387(6) . ? C2 C17 1.391(6) . ? C2 C3 1.503(6) . ? C4 C47 1.373(6) . ? C4 C5 1.384(6) . ? C4 H4A 0.9300 . ? C5 C23 1.388(7) . ? C5 C6 1.513(7) . ? C7 C8 1.504(6) . ? C7 C45 1.551(6) . ? C7 C19 1.578(6) . ? C7 H7A 0.9800 . ? C8 C9 1.363(6) . ? C8 C11 1.367(6) . ? C9 C37 1.375(8) . ? C9 H9A 0.9300 . ? C10 C16 1.373(6) . ? C10 C35 1.382(6) . ? C10 C45 1.507(5) . ? C11 C34 1.375(7) . ? C11 H11A 0.9300 . ? C13 C21 1.370(6) . ? C13 C29 1.386(6) . ? C13 H13A 0.9300 . ? C14 C15 1.501(6) . ? C15 C41 1.381(6) . ? C15 C17 1.392(6) . ? C16 C28 1.369(6) . ? C16 H16A 0.9300 . ? C17 H17A 0.9300 . ? C18 C48 1.368(6) . ? C18 C20 1.389(6) . ? C18 C26 1.503(6) . ? C19 C29 1.497(6) . ? C19 C26 1.549(5) . ? C19 H19A 0.9800 . ? C20 C44 1.372(6) . ? C20 H20A 0.9300 . ? C21 H21A 0.9300 . ? C22 C46 1.378(6) . ? C22 C29 1.385(6) . ? C22 H22A 0.9300 . ? C23 C27 1.393(6) . ? C23 H23A 0.9300 . ? C24 O10 1.213(5) . ? C24 C27 1.489(6) . ? C25 C32 1.506(6) . ? C26 C45 1.578(6) . ? C26 H26A 0.9800 . ? C27 C31 1.385(6) . ? C28 H28A 0.9300 . ? C30 C35 1.370(7) . ? C30 H30A 0.9300 . ? C31 C47 1.398(6) . ? C31 H31A 0.9300 . ? C32 C40 1.385(6) . ? C32 C41 1.402(6) . ? C34 H34A 0.9300 . ? C35 H35A 0.9300 . ? C36 C48 1.378(6) . ? C36 H36A 0.9300 . ? C37 H37A 0.9300 . ? C38 C47 1.509(6) . ? C40 H40A 0.9300 . ? C41 H41A 0.9300 . ? C44 H44A 0.9300 . ? C45 H45A 0.9800 . ? C46 H46A 0.9300 . ? C48 H48A 0.9300 . ? O13 HW2 0.8501 . ? O13 HW4 0.8501 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 O1 116.4(2) . 2 ? O1 Zn1 N1 116.01(14) . 2 ? O1 Zn1 N1 105.40(14) 2 2 ? O1 Zn1 N1 105.40(14) . . ? O1 Zn1 N1 116.01(14) 2 . ? N1 Zn1 N1 96.14(19) 2 . ? O11 Zn2 O11 117.3(3) . 2_455 ? O11 Zn2 N4 97.92(16) . 2_455 ? O11 Zn2 N4 125.57(16) 2_455 2_455 ? O11 Zn2 N4 125.57(16) . . ? O11 Zn2 N4 97.92(16) 2_455 . ? N4 Zn2 N4 92.4(2) 2_455 . ? O11 Zn2 O12 95.97(16) . 2_455 ? O11 Zn2 O12 57.07(14) 2_455 2_455 ? N4 Zn2 O12 80.58(14) 2_455 2_455 ? N4 Zn2 O12 138.46(15) . 2_455 ? O11 Zn2 O12 57.07(14) . . ? O11 Zn2 O12 95.97(16) 2_455 . ? N4 Zn2 O12 138.46(15) 2_455 . ? N4 Zn2 O12 80.58(14) . . ? O12 Zn2 O12 130.0(2) 2_455 . ? O11 Zn2 C6 28.61(15) . . ? O11 Zn2 C6 107.63(17) 2_455 . ? N4 Zn2 C6 121.09(16) 2_455 . ? N4 Zn2 C6 104.40(15) . . ? O12 Zn2 C6 114.29(16) 2_455 . ? O12 Zn2 C6 28.51(14) . . ? O11 Zn2 C6 107.63(17) . 2_455 ? O11 Zn2 C6 28.61(15) 2_455 2_455 ? N4 Zn2 C6 104.40(15) 2_455 2_455 ? N4 Zn2 C6 121.09(16) . 2_455 ? O12 Zn2 C6 28.51(14) 2_455 2_455 ? O12 Zn2 C6 114.29(16) . 2_455 ? C6 Zn2 C6 112.9(2) . 2_455 ? O7 Zn3 O5 115.72(13) . . ? O7 Zn3 N2 98.69(13) . 1_553 ? O5 Zn3 N2 108.32(13) . 1_553 ? O7 Zn3 N3 92.57(14) . 4_443 ? O5 Zn3 N3 107.75(13) . 4_443 ? N2 Zn3 N3 132.43(14) 1_553 4_443 ? O7 Zn3 O6 169.02(11) . . ? O5 Zn3 O6 54.63(11) . . ? N2 Zn3 O6 90.03(12) 1_553 . ? N3 Zn3 O6 86.35(12) 4_443 . ? C25 O6 Zn3 77.9(2) . . ? C25 O5 Zn3 105.8(3) . . ? C38 O7 Zn3 121.1(3) . . ? C6 O11 Zn2 101.1(3) . . ? C14 O1 Zn1 110.4(3) . . ? C6 O12 Zn2 80.2(3) . . ? C30 N1 C28 116.5(4) . . ? C30 N1 Zn1 122.4(3) . . ? C28 N1 Zn1 121.1(3) . . ? C36 N2 C44 116.8(4) . . ? C36 N2 Zn3 117.9(3) . 1_557 ? C44 N2 Zn3 124.7(3) . 1_557 ? C46 N3 C21 117.3(3) . . ? C46 N3 Zn3 121.2(3) . 4_453 ? C21 N3 Zn3 117.7(3) . 4_453 ? C37 N4 C34 116.7(4) . . ? C37 N4 Zn2 117.0(3) . . ? C34 N4 Zn2 125.5(3) . . ? C40 C2 C17 119.2(4) . . ? C40 C2 C3 119.4(4) . . ? C17 C2 C3 121.3(4) . . ? O3 C3 O4 123.6(4) . . ? O3 C3 C2 122.5(4) . . ? O4 C3 C2 113.9(4) . . ? C47 C4 C5 121.2(4) . . ? C47 C4 H4A 119.4 . . ? C5 C4 H4A 119.4 . . ? C4 C5 C23 119.4(4) . . ? C4 C5 C6 119.4(4) . . ? C23 C5 C6 120.9(4) . . ? O12 C6 O11 121.5(5) . . ? O12 C6 C5 118.4(4) . . ? O11 C6 C5 120.0(4) . . ? O12 C6 Zn2 71.3(3) . . ? O11 C6 Zn2 50.3(2) . . ? C5 C6 Zn2 168.2(3) . . ? C8 C7 C45 118.8(3) . . ? C8 C7 C19 118.3(4) . . ? C45 C7 C19 88.1(3) . . ? C8 C7 H7A 110.0 . . ? C45 C7 H7A 110.0 . . ? C19 C7 H7A 110.0 . . ? C9 C8 C11 116.5(4) . . ? C9 C8 C7 121.4(4) . . ? C11 C8 C7 122.1(4) . . ? C8 C9 C37 120.7(5) . . ? C8 C9 H9A 119.7 . . ? C37 C9 H9A 119.7 . . ? C16 C10 C35 116.7(4) . . ? C16 C10 C45 121.0(4) . . ? C35 C10 C45 122.2(4) . . ? C8 C11 C34 120.4(4) . . ? C8 C11 H11A 119.8 . . ? C34 C11 H11A 119.8 . . ? C21 C13 C29 120.1(4) . . ? C21 C13 H13A 119.9 . . ? C29 C13 H13A 119.9 . . ? O2 C14 O1 123.0(4) . . ? O2 C14 C15 118.7(4) . . ? O1 C14 C15 118.3(4) . . ? C41 C15 C17 119.4(4) . . ? C41 C15 C14 121.8(4) . . ? C17 C15 C14 118.7(4) . . ? C28 C16 C10 120.0(4) . . ? C28 C16 H16A 120.0 . . ? C10 C16 H16A 120.0 . . ? C15 C17 C2 120.7(4) . . ? C15 C17 H17A 119.6 . . ? C2 C17 H17A 119.6 . . ? C48 C18 C20 116.9(4) . . ? C48 C18 C26 122.9(4) . . ? C20 C18 C26 120.1(4) . . ? C29 C19 C26 121.1(3) . . ? C29 C19 C7 111.7(3) . . ? C26 C19 C7 88.6(3) . . ? C29 C19 H19A 111.1 . . ? C26 C19 H19A 111.1 . . ? C7 C19 H19A 111.1 . . ? C44 C20 C18 119.8(4) . . ? C44 C20 H20A 120.1 . . ? C18 C20 H20A 120.1 . . ? N3 C21 C13 122.7(4) . . ? N3 C21 H21A 118.7 . . ? C13 C21 H21A 118.7 . . ? C46 C22 C29 119.4(4) . . ? C46 C22 H22A 120.3 . . ? C29 C22 H22A 120.3 . . ? C5 C23 C27 120.0(4) . . ? C5 C23 H23A 120.0 . . ? C27 C23 H23A 120.0 . . ? O10 C24 O9 123.6(4) . . ? O10 C24 C27 122.8(5) . . ? O9 C24 C27 113.6(4) . . ? O6 C25 O5 121.6(4) . . ? O6 C25 C32 120.7(4) . . ? O5 C25 C32 117.7(4) . . ? C18 C26 C19 118.7(3) . . ? C18 C26 C45 116.2(3) . . ? C19 C26 C45 88.1(3) . . ? C18 C26 H26A 110.6 . . ? C19 C26 H26A 110.6 . . ? C45 C26 H26A 110.6 . . ? C31 C27 C23 119.9(4) . . ? C31 C27 C24 121.6(4) . . ? C23 C27 C24 118.5(4) . . ? N1 C28 C16 123.5(4) . . ? N1 C28 H28A 118.3 . . ? C16 C28 H28A 118.3 . . ? C22 C29 C13 117.0(4) . . ? C22 C29 C19 118.5(4) . . ? C13 C29 C19 124.0(4) . . ? N1 C30 C35 123.3(4) . . ? N1 C30 H30A 118.3 . . ? C35 C30 H30A 118.3 . . ? C27 C31 C47 120.0(4) . . ? C27 C31 H31A 120.0 . . ? C47 C31 H31A 120.0 . . ? C40 C32 C41 119.2(4) . . ? C40 C32 C25 120.6(4) . . ? C41 C32 C25 120.2(3) . . ? N4 C34 C11 122.5(4) . . ? N4 C34 H34A 118.7 . . ? C11 C34 H34A 118.7 . . ? C30 C35 C10 120.0(4) . . ? C30 C35 H35A 120.0 . . ? C10 C35 H35A 120.0 . . ? N2 C36 C48 122.8(4) . . ? N2 C36 H36A 118.6 . . ? C48 C36 H36A 118.6 . . ? N4 C37 C9 123.0(5) . . ? N4 C37 H37A 118.5 . . ? C9 C37 H37A 118.5 . . ? O8 C38 O7 123.7(4) . . ? O8 C38 C47 119.6(4) . . ? O7 C38 C47 116.7(4) . . ? C32 C40 C2 120.8(4) . . ? C32 C40 H40A 119.6 . . ? C2 C40 H40A 119.6 . . ? C15 C41 C32 120.5(4) . . ? C15 C41 H41A 119.8 . . ? C32 C41 H41A 119.8 . . ? N2 C44 C20 123.1(4) . . ? N2 C44 H44A 118.4 . . ? C20 C44 H44A 118.4 . . ? C10 C45 C7 118.8(3) . . ? C10 C45 C26 120.2(3) . . ? C7 C45 C26 88.5(3) . . ? C10 C45 H45A 109.2 . . ? C7 C45 H45A 109.2 . . ? C26 C45 H45A 109.2 . . ? N3 C46 C22 123.1(4) . . ? N3 C46 H46A 118.4 . . ? C22 C46 H46A 118.4 . . ? C4 C47 C31 119.4(4) . . ? C4 C47 C38 118.8(4) . . ? C31 C47 C38 121.7(4) . . ? C18 C48 C36 120.4(4) . . ? C18 C48 H48A 119.8 . . ? C36 C48 H48A 119.8 . . ? HW2 O13 HW4 110.0 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O13 HW2 O10 0.85 2.05 2.881(5) 164.2 1_655 O13 HW4 O5 0.85 2.55 3.300(5) 148.0 3_542 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.36 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.603 _refine_diff_density_min -0.366 _refine_diff_density_rms 0.064 #===END data_5 _database_code_depnum_ccdc_archive 'CCDC 874158' #TrackingRef '- JPLangCIF (re-revised).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H17 N3 O5 Zn' _chemical_formula_sum 'C20 H17 N3 O5 Zn' _chemical_formula_weight 444.74 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/c _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 30.900(6) _cell_length_b 7.6409(15) _cell_length_c 16.156(3) _cell_angle_alpha 90.00 _cell_angle_beta 103.35(3) _cell_angle_gamma 90.00 _cell_volume 3711.6(13) _cell_formula_units_Z 8 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 5032 _cell_measurement_theta_min 3.1052 _cell_measurement_theta_max 25.3491 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.592 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1824 _exptl_absorpt_coefficient_mu 1.363 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.6853 _exptl_absorpt_correction_T_max 0.8758 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication to Rigaku Corp.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 16540 _diffrn_reflns_av_R_equivalents 0.0906 _diffrn_reflns_av_sigmaI/netI 0.0709 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.11 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3257 _reflns_number_gt 2473 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_cell_refinement 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_data_reduction 'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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. For this compound, some level A and B alerts, such as "PLAT241_ALERT_2_A Check High Ueq as Compared to Neighbors for C22"; "PLAT220_ALERT_2_B Large Non-Solvent C Ueq(max)/Ueq(min) ... 5.9 Ratio"; "PLAT220_ALERT_2_B Large Non-Solvent N Ueq(max)/Ueq(min) ... 4.1 Ratio"; "PLAT241_ALERT_2_B Check High Ueq as Compared to Neighbors for C4"; "PLAT241_ALERT_2_B Check High Ueq as Compared to Neighbors for C39"; "PLAT242_ALERT_2_B Check Low Ueq as Compared to Neighbors for C8" can be fixed by adding instruction "eadp c4 c8 c39 c22". "PLAT234_ALERT_4_B Large Hirshfeld Difference C1 -- C8 .. 0.27 Ang."; "PLAT234_ALERT_4_B Large Hirshfeld Difference C3 -- C24 .. 0.28 Ang." can be fixed by adding instruction "delu 0.02 c1 c8", "delu 0.02 c2 c3", "delu 0.02 c3 c24", "delu 0.02 n2 c22", "delu 0.02 c19 c39". "PLAT245_ALERT_2_A U(iso) HW2 Smaller than U(eq) O6 by ... 0.164 AngSq"; "PLAT245_ALERT_2_A U(iso) HW1 Smaller than U(eq) O6 by ... 0.164 AngSq" can be fixed by fixing U(iso) HW2 and U(iso) HW1 to -2.0000 manually. However, after these refinements, the R1 value will then increase to 12.46%. Considering that these alerts might be caused by weak reflections at high angles and they might exert very little impact on the whole structure, we have decided to retain the original data in the revised MS. ; _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^)+(0.1736P)^2^+12.6512P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3257 _refine_ls_number_parameters 264 _refine_ls_number_restraints 54 _refine_ls_R_factor_all 0.1493 _refine_ls_R_factor_gt 0.1197 _refine_ls_wR_factor_ref 0.3334 _refine_ls_wR_factor_gt 0.3091 _refine_ls_goodness_of_fit_ref 1.209 _refine_ls_restrained_S_all 1.199 _refine_ls_shift/su_max 0.080 _refine_ls_shift/su_mean 0.003 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 -0.18168(4) 1.23390(13) -0.24144(6) 0.0512(14) Uani 1 1 d . . . O1 O -0.1836(2) 1.2224(8) -0.1223(4) 0.054(2) Uani 1 1 d . . . O2 O -0.2085(3) 0.9481(8) -0.1224(4) 0.064(2) Uani 1 1 d . . . O3 O -0.1885(2) 1.5124(8) 0.2397(4) 0.056(2) Uani 1 1 d . . . O4 O -0.1725(3) 1.6106(10) 0.1233(5) 0.082(3) Uani 1 1 d . . . N1 N -0.1272(3) 1.0872(11) -0.2457(6) 0.060(2) Uani 1 1 d . . . N3 N -0.2363(3) 0.8803(9) 0.1785(5) 0.051(2) Uani 1 1 d . . . H3A H -0.2514 0.7990 0.1430 0.061 Uiso 1 1 calc R . . H3B H -0.2545 0.9245 0.2093 0.061 Uiso 1 1 calc R . . C2 C -0.0142(8) 0.7451(17) -0.2195(12) 0.113(6) Uani 1 1 d . . . H2 H 0.0028 0.7635 -0.1609 0.136 Uiso 1 1 calc R . . C3 C -0.0545(5) 0.8639(17) -0.2429(19) 0.129(8) Uani 1 1 d . . . C5 C -0.2177(3) 0.9881(12) 0.0476(5) 0.048(2) Uani 1 1 d . . . H5A H -0.2257 0.8804 0.0218 0.058 Uiso 1 1 calc R . . C7 C -0.2013(3) 1.1210(11) 0.0039(5) 0.044(2) Uani 1 1 d . . . C9 C -0.1894(3) 1.2799(11) 0.0420(6) 0.049(3) Uani 1 1 d U . . H9A H -0.1786 1.3677 0.0124 0.059 Uiso 1 1 calc R . . C10 C -0.1970(3) 1.0913(13) -0.0862(6) 0.049(3) Uani 1 1 d U . . C11 C -0.2218(3) 1.0193(11) 0.1295(5) 0.045(2) Uani 1 1 d U . . C12 C -0.1935(3) 1.3106(12) 0.1257(6) 0.047(3) Uani 1 1 d U . . C13 C -0.1830(4) 1.4880(13) 0.1647(6) 0.056(3) Uani 1 1 d U . . C15 C -0.2090(3) 1.1747(12) 0.1697(5) 0.049(3) Uani 1 1 d U . . H15A H -0.2105 1.1902 0.2261 0.059 Uiso 1 1 calc R . . C17 C -0.1107(4) 1.0599(16) -0.3138(9) 0.084(4) Uani 1 1 d U . . H17A H -0.1233 1.1196 -0.3638 0.101 Uiso 1 1 calc R . . C19 C -0.1074(5) 1.003(2) -0.1753(10) 0.106(5) Uani 1 1 d U . . H19A H -0.1166 1.0215 -0.1251 0.127 Uiso 1 1 calc R . . C20 C -0.0216(4) 0.5433(15) -0.2424(10) 0.082(4) Uani 1 1 d U . . H20 H -0.0454 0.5195 -0.2928 0.099 Uiso 1 1 calc R . . C24 C -0.0765(5) 0.949(2) -0.3133(11) 0.103(5) Uani 1 1 d . . . H24A H -0.0677 0.9303 -0.3639 0.124 Uiso 1 1 calc R . . C39 C -0.0721(6) 0.886(2) -0.1769(18) 0.153(10) Uani 1 1 d . . . H39A H -0.0607 0.8207 -0.1282 0.184 Uiso 1 1 calc R . . O6 O 0.1317(15) 0.286(3) 0.017(2) 0.36(2) Uani 1 1 d . . . N2 N -0.0291(14) 0.223(3) -0.0157(16) 0.209(15) Uani 1 1 d . . . C8 C 0.0084(7) 0.312(2) -0.1238(11) 0.124(7) Uani 1 1 d . . . H8A H 0.0321 0.3043 -0.1502 0.149 Uiso 1 1 calc R . . C1 C -0.0234(7) 0.424(3) -0.1607(10) 0.119(6) Uani 1 1 d . . . C4 C -0.0625(9) 0.436(3) -0.1214(17) 0.183(11) Uani 1 1 d . . . H4A H -0.0864 0.5084 -0.1440 0.220 Uiso 1 1 calc R . . C22 C 0.0123(19) 0.209(5) -0.0563(18) 0.26(2) Uani 1 1 d . . . H22 H 0.0366 0.1371 -0.0355 0.316 Uiso 1 1 calc R . . C6 C -0.0620(11) 0.331(4) -0.0483(16) 0.172(11) Uani 1 1 d . . . H6 H -0.0858 0.3398 -0.0222 0.206 Uiso 1 1 calc R . . HW2 H 0.1230 0.3773 0.0389 0.206 Uiso 1 1 d R . . HW1 H 0.1489 0.3252 -0.0141 0.206 Uiso 1 1 d 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 0.0739(16) 0.0441(14) 0.0434(15) 0.0030(4) 0.0292(7) 0.0063(5) O1 0.078(5) 0.053(4) 0.038(3) 0.003(3) 0.027(3) -0.003(3) O2 0.103(6) 0.045(4) 0.053(4) -0.004(3) 0.036(4) -0.008(4) O3 0.084(5) 0.042(3) 0.049(4) -0.007(3) 0.027(3) -0.010(3) O4 0.139(8) 0.053(4) 0.067(5) -0.007(4) 0.049(5) -0.023(5) N1 0.061(5) 0.053(5) 0.071(6) 0.008(4) 0.022(4) 0.011(4) N3 0.076(6) 0.039(4) 0.048(4) 0.002(3) 0.033(4) 0.003(4) C2 0.173(19) 0.060(8) 0.111(13) 0.005(7) 0.044(11) 0.017(9) C3 0.055(9) 0.046(7) 0.30(3) -0.007(11) 0.074(13) -0.009(6) C5 0.058(6) 0.049(5) 0.040(5) -0.006(4) 0.016(4) 0.000(4) C7 0.052(5) 0.041(5) 0.044(5) 0.005(4) 0.022(4) 0.013(4) C9 0.070(6) 0.039(5) 0.042(5) 0.001(4) 0.020(4) 0.002(4) C10 0.051(5) 0.051(6) 0.050(5) 0.004(4) 0.020(4) 0.001(4) C11 0.053(5) 0.045(5) 0.045(5) 0.005(4) 0.026(4) 0.008(4) C12 0.063(6) 0.039(5) 0.045(5) 0.002(4) 0.022(4) 0.012(4) C13 0.075(7) 0.048(5) 0.057(6) -0.013(4) 0.039(5) -0.004(5) C15 0.071(6) 0.048(5) 0.036(5) 0.000(4) 0.026(4) 0.008(5) C17 0.086(9) 0.071(8) 0.104(10) -0.027(7) 0.037(7) 0.022(6) C19 0.096(10) 0.130(13) 0.100(10) 0.038(10) 0.041(8) 0.031(9) C20 0.057(6) 0.057(6) 0.127(11) -0.008(7) 0.007(7) -0.006(5) C24 0.089(10) 0.108(12) 0.123(13) -0.038(10) 0.044(9) 0.008(9) C39 0.070(10) 0.098(12) 0.29(3) 0.094(16) 0.034(14) 0.028(9) O6 0.58(6) 0.21(2) 0.47(5) 0.04(2) 0.45(5) 0.05(3) N2 0.34(4) 0.117(15) 0.120(17) 0.024(12) -0.05(2) -0.031(19) C8 0.156(16) 0.119(13) 0.105(12) 0.047(11) 0.045(11) 0.063(13) C1 0.133(15) 0.133(15) 0.087(10) -0.014(10) 0.020(10) -0.019(12) C4 0.17(2) 0.18(2) 0.20(2) 0.090(19) 0.045(18) -0.051(18) C22 0.45(7) 0.22(3) 0.13(2) 0.10(2) 0.09(3) 0.00(4) C6 0.24(3) 0.16(2) 0.138(19) 0.018(17) 0.081(19) -0.08(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.941(6) . ? Zn1 O3 1.966(6) 6_585 ? Zn1 N1 2.036(8) . ? Zn1 N3 2.067(8) 6_575 ? O1 C10 1.276(11) . ? O2 C10 1.253(11) . ? O3 C13 1.276(11) . ? O3 Zn1 1.966(6) 6_586 ? O4 C13 1.236(12) . ? N1 C19 1.326(16) . ? N1 C17 1.331(15) . ? N3 C11 1.455(11) . ? N3 Zn1 2.067(8) 6_576 ? N3 H3A 0.9000 . ? N3 H3B 0.9000 . ? C2 C2 1.46(4) 2_554 ? C2 C3 1.52(2) . ? C2 C20 1.590(18) . ? C2 H2 0.9800 . ? C3 C39 1.32(3) . ? C3 C24 1.35(3) . ? C5 C11 1.379(12) . ? C5 C7 1.397(12) . ? C5 H5A 0.9300 . ? C7 C9 1.373(12) . ? C7 C10 1.509(12) . ? C9 C12 1.405(12) . ? C9 H9A 0.9300 . ? C11 C15 1.367(13) . ? C12 C15 1.404(13) . ? C12 C13 1.499(13) . ? C15 H15A 0.9300 . ? C17 C24 1.355(19) . ? C17 H17A 0.9300 . ? C19 C39 1.41(2) . ? C19 H19A 0.9300 . ? C20 C20 1.41(2) 2_554 ? C20 C1 1.62(2) . ? C20 H20 0.9800 . ? C24 H24A 0.9300 . ? C39 H39A 0.9300 . ? O6 HW2 0.8491 . ? O6 HW1 0.8693 . ? N2 C6 1.32(4) . ? N2 C22 1.57(6) . ? C8 C22 1.33(3) . ? C8 C1 1.34(2) . ? C8 H8A 0.9300 . ? C1 C4 1.49(3) . ? C4 C6 1.42(3) . ? C4 H4A 0.9300 . ? C22 H22 0.9300 . ? C6 H6 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 O3 99.9(3) . 6_585 ? O1 Zn1 N1 102.9(3) . . ? O3 Zn1 N1 126.7(3) 6_585 . ? O1 Zn1 N3 113.2(3) . 6_575 ? O3 Zn1 N3 106.0(3) 6_585 6_575 ? N1 Zn1 N3 107.9(3) . 6_575 ? C10 O1 Zn1 125.2(6) . . ? C13 O3 Zn1 104.9(6) . 6_586 ? C19 N1 C17 116.4(11) . . ? C19 N1 Zn1 117.4(9) . . ? C17 N1 Zn1 126.2(8) . . ? C11 N3 Zn1 109.9(6) . 6_576 ? C11 N3 H3A 109.7 . . ? Zn1 N3 H3A 109.7 6_576 . ? C11 N3 H3B 109.7 . . ? Zn1 N3 H3B 109.7 6_576 . ? H3A N3 H3B 108.2 . . ? C2 C2 C3 114.6(19) 2_554 . ? C2 C2 C20 85.4(9) 2_554 . ? C3 C2 C20 117.2(16) . . ? C2 C2 H2 112.3 2_554 . ? C3 C2 H2 112.4 . . ? C20 C2 H2 112.4 . . ? C39 C3 C24 113.5(14) . . ? C39 C3 C2 110(2) . . ? C24 C3 C2 136(2) . . ? C11 C5 C7 118.9(8) . . ? C11 C5 H5A 120.5 . . ? C7 C5 H5A 120.5 . . ? C9 C7 C5 120.5(8) . . ? C9 C7 C10 119.5(8) . . ? C5 C7 C10 120.0(8) . . ? C7 C9 C12 120.3(8) . . ? C7 C9 H9A 119.9 . . ? C12 C9 H9A 119.9 . . ? O2 C10 O1 124.0(8) . . ? O2 C10 C7 120.2(8) . . ? O1 C10 C7 115.7(8) . . ? C15 C11 C5 121.7(8) . . ? C15 C11 N3 117.9(7) . . ? C5 C11 N3 120.2(8) . . ? C15 C12 C9 118.7(8) . . ? C15 C12 C13 121.5(8) . . ? C9 C12 C13 119.7(8) . . ? O4 C13 O3 120.8(9) . . ? O4 C13 C12 121.1(8) . . ? O3 C13 C12 117.9(8) . . ? C11 C15 C12 119.8(8) . . ? C11 C15 H15A 120.1 . . ? C12 C15 H15A 120.1 . . ? N1 C17 C24 122.7(14) . . ? N1 C17 H17A 118.6 . . ? C24 C17 H17A 118.6 . . ? N1 C19 C39 119.7(16) . . ? N1 C19 H19A 120.1 . . ? C39 C19 H19A 120.1 . . ? C20 C20 C2 87.1(9) 2_554 . ? C20 C20 C1 110.8(14) 2_554 . ? C2 C20 C1 112.8(13) . . ? C20 C20 H20 114.4 2_554 . ? C2 C20 H20 114.4 . . ? C1 C20 H20 114.4 . . ? C3 C24 C17 123.2(16) . . ? C3 C24 H24A 118.4 . . ? C17 C24 H24A 118.4 . . ? C3 C39 C19 124.2(18) . . ? C3 C39 H39A 117.9 . . ? C19 C39 H39A 117.9 . . ? HW2 O6 HW1 104.8 . . ? C6 N2 C22 120(3) . . ? C22 C8 C1 132(3) . . ? C22 C8 H8A 114.2 . . ? C1 C8 H8A 114.2 . . ? C8 C1 C4 115.6(19) . . ? C8 C1 C20 124.4(17) . . ? C4 C1 C20 120.0(17) . . ? C6 C4 C1 118(3) . . ? C6 C4 H4A 121.1 . . ? C1 C4 H4A 121.1 . . ? C8 C22 N2 112(4) . . ? C8 C22 H22 124.0 . . ? N2 C22 H22 124.0 . . ? N2 C6 C4 123(3) . . ? N2 C6 H6 118.6 . . ? C4 C6 H6 118.7 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O6 HW1 O4 0.87 2.12 2.95(2) 160.4 5_575 N3 H3A O2 0.90 2.24 3.052(10) 149.8 7_465 N3 H3B O3 0.90 2.21 3.096(10) 166.9 4_445 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.188 _refine_diff_density_min -0.576 _refine_diff_density_rms 0.134 #===END data_6 _database_code_depnum_ccdc_archive 'CCDC 874159' #TrackingRef '- JPLangCIF (revised).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H18 N2 O5 Zn' _chemical_formula_sum 'C27 H18 N2 O5 Zn' _chemical_formula_weight 515.82 _chemical_absolute_configuration unk 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 'P 21 21 2' _symmetry_space_group_name_Hall 'P 2 2ab' 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 30.877(6) _cell_length_b 8.0459(16) _cell_length_c 9.1577(18) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2275.1(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293.1500 _cell_measurement_reflns_used 139 _cell_measurement_theta_min 3.2130 _cell_measurement_theta_max 25.3491 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.506 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1056 _exptl_absorpt_coefficient_mu 1.122 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7295 _exptl_absorpt_correction_T_max 0.8067 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication to Rigaku Corp.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293.1500 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 10583 _diffrn_reflns_av_R_equivalents 0.1230 _diffrn_reflns_av_sigmaI/netI 0.3448 _diffrn_reflns_limit_h_min -37 _diffrn_reflns_limit_h_max 35 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 3.2130 _diffrn_reflns_theta_max 25.3491 _reflns_number_total 4001 _reflns_number_gt 2090 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_cell_refinement 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_data_reduction 'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0729P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.02(3) _refine_ls_number_reflns 4001 _refine_ls_number_parameters 316 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1244 _refine_ls_R_factor_gt 0.0635 _refine_ls_wR_factor_ref 0.1767 _refine_ls_wR_factor_gt 0.1344 _refine_ls_goodness_of_fit_ref 0.845 _refine_ls_restrained_S_all 0.845 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.001 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 1.12013(3) 1.54951(10) 0.99182(11) 0.0441(3) Uani 1 1 d . . . O5 O 1.0915(2) 1.7924(8) 1.1844(8) 0.067(2) Uani 1 1 d . . . O4 O 1.1526(2) 1.7383(8) 1.0648(7) 0.0608(19) Uani 1 1 d . . . O2 O 1.3847(2) 2.7420(8) 1.2274(7) 0.0680(19) Uani 1 1 d . . . O1 O 1.3387(2) 2.9242(8) 1.1178(7) 0.0662(19) Uani 1 1 d . . . O3 O 1.1678(2) 2.5238(9) 1.4623(8) 0.077(2) Uani 1 1 d . . . N1 N 1.0842(2) 1.4028(8) 1.1237(7) 0.0424(18) Uani 1 1 d . . . N2 N 1.0769(2) 1.6401(9) 0.8426(8) 0.0460(18) Uani 1 1 d . . . C3 C 1.2731(3) 2.4512(10) 1.3197(10) 0.054(2) Uani 1 1 d . . . H3A H 1.2744 2.3356 1.3339 0.065 Uiso 1 1 calc R . . C25 C 1.0706(3) 1.4465(11) 1.2564(10) 0.060(3) Uani 1 1 d . . . H25A H 1.0802 1.5484 1.2949 0.072 Uiso 1 1 calc R . . C27 C 1.0046(3) 1.0966(10) 1.5399(8) 0.042(2) Uani 1 1 d . . . H27 H 1.0355 1.1179 1.5618 0.050 Uiso 1 1 calc R . . C8 C 1.1933(3) 2.4550(11) 1.3830(10) 0.048(2) Uani 1 1 d . . . C10 C 1.1978(3) 2.2186(13) 1.1963(11) 0.059(3) Uani 1 1 d . . . H10A H 1.2203 2.2747 1.1480 0.070 Uiso 1 1 calc R . . C26 C 0.9972(3) 1.0966(10) 1.3731(9) 0.044(2) Uani 1 1 d . . . H26 H 0.9669 1.1269 1.3502 0.053 Uiso 1 1 calc R . . C2 C 1.3102(3) 2.5341(13) 1.2785(9) 0.056(2) Uani 1 1 d . . . H2A H 1.3365 2.4764 1.2699 0.067 Uiso 1 1 calc R . . C12 C 1.1504(3) 1.9799(9) 1.2128(10) 0.045(2) Uani 1 1 d . . . C22 C 1.0434(3) 1.1519(12) 1.1519(10) 0.050(2) Uani 1 1 d . . . H22A H 1.0355 1.0482 1.1130 0.061 Uiso 1 1 calc R . . C16 C 1.0892(3) 1.6596(11) 0.7040(10) 0.053(2) Uani 1 1 d . . . H16A H 1.1163 1.6181 0.6750 0.063 Uiso 1 1 calc R . . C19 C 1.0106(3) 1.7768(12) 0.7832(10) 0.061(3) Uani 1 1 d . . . H19A H 0.9830 1.8109 0.8142 0.074 Uiso 1 1 calc R . . C15 C 1.1294(4) 1.8265(10) 1.1507(12) 0.057(3) Uani 1 1 d . . . C23 C 1.0278(3) 1.2005(11) 1.2864(10) 0.046(2) Uani 1 1 d . . . C4 C 1.2346(3) 2.5310(12) 1.3407(9) 0.050(2) Uani 1 1 d . . . C17 C 1.0637(3) 1.7383(11) 0.6016(10) 0.052(2) Uani 1 1 d . . . H17A H 1.0734 1.7477 0.5047 0.062 Uiso 1 1 calc R . . C9 C 1.1811(3) 2.2845(10) 1.3244(10) 0.044(2) Uani 1 1 d . . . C21 C 1.0705(3) 1.2543(10) 1.0749(10) 0.051(2) Uani 1 1 d . . . H21A H 1.0801 1.2186 0.9826 0.061 Uiso 1 1 calc R . . C18 C 1.0236(3) 1.8039(10) 0.6404(10) 0.043(2) Uani 1 1 d . . . C24 C 1.0434(3) 1.3506(12) 1.3398(11) 0.059(3) Uani 1 1 d . . . H24A H 1.0353 1.3867 1.4335 0.071 Uiso 1 1 calc R . . C20 C 1.0383(3) 1.6999(13) 0.8792(11) 0.066(3) Uani 1 1 d . . . H20A H 1.0294 1.6891 0.9769 0.079 Uiso 1 1 calc R . . C14 C 1.1489(3) 2.1936(12) 1.3969(10) 0.055(3) Uani 1 1 d . . . H14A H 1.1374 2.2349 1.4847 0.066 Uiso 1 1 calc R . . C13 C 1.1338(3) 2.0445(12) 1.3421(9) 0.053(2) Uani 1 1 d . . . H13A H 1.1121 1.9861 1.3927 0.064 Uiso 1 1 calc R . . C11 C 1.1822(3) 2.0740(11) 1.1390(10) 0.051(2) Uani 1 1 d . . . H11A H 1.1929 2.0363 1.0487 0.061 Uiso 1 1 calc R . . C5 C 1.2337(3) 2.7025(13) 1.3204(11) 0.064(3) Uani 1 1 d . . . H5A H 1.2080 2.7617 1.3395 0.077 Uiso 1 1 calc R . . C6 C 1.2700(3) 2.7866(11) 1.2725(12) 0.063(3) Uani 1 1 d . . . H6A H 1.2682 2.9016 1.2554 0.075 Uiso 1 1 calc R . . C1 C 1.3083(4) 2.7071(13) 1.2493(10) 0.058(3) Uani 1 1 d . . . C7 C 1.3476(4) 2.7943(11) 1.1956(10) 0.053(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0482(6) 0.0462(5) 0.0379(5) 0.0025(5) -0.0011(6) 0.0005(5) O5 0.056(4) 0.047(3) 0.097(6) -0.009(4) 0.000(4) -0.013(4) O4 0.055(4) 0.059(4) 0.068(5) -0.024(3) -0.007(4) -0.003(3) O2 0.059(5) 0.085(5) 0.060(5) 0.006(4) 0.003(4) -0.013(4) O1 0.069(5) 0.066(4) 0.063(4) 0.016(4) 0.005(4) -0.028(4) O3 0.062(4) 0.079(4) 0.089(6) -0.018(4) 0.023(4) -0.010(4) N1 0.043(4) 0.054(4) 0.030(4) 0.004(3) 0.003(3) -0.002(4) N2 0.048(5) 0.054(4) 0.036(4) 0.011(3) 0.003(4) 0.006(4) C3 0.066(7) 0.023(4) 0.074(6) 0.003(4) 0.005(5) 0.002(5) C25 0.089(8) 0.030(4) 0.060(6) 0.000(5) 0.017(6) -0.006(5) C27 0.041(5) 0.053(5) 0.030(5) -0.004(4) -0.004(4) 0.003(4) C8 0.051(6) 0.042(4) 0.053(6) 0.007(5) -0.002(5) -0.009(5) C10 0.046(6) 0.080(7) 0.049(6) -0.017(5) 0.002(5) -0.010(6) C26 0.048(5) 0.040(5) 0.044(5) -0.001(4) 0.003(5) 0.001(4) C2 0.042(6) 0.082(7) 0.044(5) 0.002(5) 0.010(4) -0.002(6) C12 0.041(5) 0.033(4) 0.061(6) 0.009(4) -0.005(4) 0.004(4) C22 0.050(6) 0.057(5) 0.044(6) 0.005(5) 0.004(5) -0.017(5) C16 0.051(6) 0.058(5) 0.050(6) 0.005(5) 0.005(5) 0.010(5) C19 0.062(7) 0.072(7) 0.050(6) 0.010(5) 0.010(5) 0.021(6) C15 0.069(8) 0.036(5) 0.067(7) 0.004(5) -0.022(6) -0.008(5) C23 0.046(6) 0.053(5) 0.038(6) 0.000(4) -0.007(5) 0.001(5) C4 0.055(6) 0.056(5) 0.040(5) 0.005(4) -0.006(4) -0.013(5) C17 0.054(6) 0.068(6) 0.032(5) 0.017(4) 0.011(5) 0.018(5) C9 0.045(5) 0.034(4) 0.052(6) -0.002(4) 0.002(5) 0.000(4) C21 0.057(6) 0.049(6) 0.047(6) 0.001(4) -0.011(5) -0.004(5) C18 0.054(6) 0.035(4) 0.040(6) 0.003(4) -0.001(5) 0.003(4) C24 0.074(7) 0.055(6) 0.047(6) -0.010(5) 0.015(5) -0.004(5) C20 0.071(7) 0.084(7) 0.042(6) 0.019(5) 0.002(6) 0.029(6) C14 0.050(6) 0.082(7) 0.032(5) 0.004(5) -0.007(5) -0.014(5) C13 0.058(6) 0.068(6) 0.034(5) -0.003(5) 0.002(4) -0.017(5) C11 0.053(6) 0.061(6) 0.039(5) -0.014(5) -0.008(4) 0.003(5) C5 0.056(6) 0.079(7) 0.058(7) 0.005(5) 0.001(6) -0.025(6) C6 0.063(7) 0.037(5) 0.088(9) 0.004(5) -0.002(6) -0.007(5) C1 0.066(8) 0.064(6) 0.044(6) 0.008(5) -0.011(5) -0.017(6) C7 0.073(8) 0.049(5) 0.037(6) -0.003(4) -0.001(5) -0.018(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.908(6) 4_737 ? Zn1 O4 1.938(6) . ? Zn1 N1 2.021(6) . ? Zn1 N2 2.045(7) . ? O5 C15 1.240(12) . ? O4 C15 1.278(12) . ? O2 C7 1.254(12) . ? O1 C7 1.295(11) . ? O1 Zn1 1.908(6) 4_767 ? O3 C8 1.205(10) . ? N1 C25 1.333(10) . ? N1 C21 1.344(10) . ? N2 C20 1.328(11) . ? N2 C16 1.335(10) . ? C3 C4 1.366(12) . ? C3 C2 1.377(12) . ? C3 H3A 0.9400 . ? C25 C24 1.372(12) . ? C25 H25A 0.9400 . ? C27 C18 1.500(11) 2_786 ? C27 C26 1.544(11) . ? C27 C27 1.581(16) 2_775 ? C27 H27 0.9900 . ? C8 C4 1.467(12) . ? C8 C9 1.520(12) . ? C10 C11 1.363(12) . ? C10 C9 1.387(12) . ? C10 H10A 0.9400 . ? C26 C23 1.491(12) . ? C26 C26 1.564(16) 2_775 ? C26 H26 0.9900 . ? C2 C1 1.419(13) . ? C2 H2A 0.9400 . ? C12 C13 1.390(12) . ? C12 C11 1.413(12) . ? C12 C15 1.505(12) . ? C22 C21 1.369(12) . ? C22 C23 1.379(12) . ? C22 H22A 0.9400 . ? C16 C17 1.379(12) . ? C16 H16A 0.9400 . ? C19 C20 1.374(12) . ? C19 C18 1.385(12) . ? C19 H19A 0.9400 . ? C23 C24 1.389(12) . ? C4 C5 1.392(13) . ? C17 C18 1.390(12) . ? C17 H17A 0.9400 . ? C9 C14 1.400(12) . ? C21 H21A 0.9400 . ? C18 C27 1.500(11) 2_784 ? C24 H24A 0.9400 . ? C20 H20A 0.9400 . ? C14 C13 1.382(12) . ? C14 H14A 0.9400 . ? C13 H13A 0.9400 . ? C11 H11A 0.9400 . ? C5 C6 1.382(13) . ? C5 H5A 0.9400 . ? C6 C1 1.360(14) . ? C6 H6A 0.9400 . ? C1 C7 1.487(14) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 O4 104.6(3) 4_737 . ? O1 Zn1 N1 111.8(3) 4_737 . ? O4 Zn1 N1 122.4(3) . . ? O1 Zn1 N2 105.8(3) 4_737 . ? O4 Zn1 N2 106.8(3) . . ? N1 Zn1 N2 104.4(3) . . ? C15 O4 Zn1 111.0(6) . . ? C7 O1 Zn1 125.0(7) . 4_767 ? C25 N1 C21 116.0(8) . . ? C25 N1 Zn1 124.3(6) . . ? C21 N1 Zn1 119.6(6) . . ? C20 N2 C16 117.0(8) . . ? C20 N2 Zn1 123.1(6) . . ? C16 N2 Zn1 119.4(6) . . ? C4 C3 C2 122.3(8) . . ? C4 C3 H3A 118.8 . . ? C2 C3 H3A 118.8 . . ? N1 C25 C24 123.5(9) . . ? N1 C25 H25A 118.3 . . ? C24 C25 H25A 118.3 . . ? C18 C27 C26 121.4(8) 2_786 . ? C18 C27 C27 114.9(7) 2_786 2_775 ? C26 C27 C27 88.5(5) . 2_775 ? C18 C27 H27 110.1 2_786 . ? C26 C27 H27 110.1 . . ? C27 C27 H27 110.1 2_775 . ? O3 C8 C4 122.3(8) . . ? O3 C8 C9 117.8(8) . . ? C4 C8 C9 119.9(8) . . ? C11 C10 C9 121.4(10) . . ? C11 C10 H10A 119.3 . . ? C9 C10 H10A 119.3 . . ? C23 C26 C27 115.6(8) . . ? C23 C26 C26 119.1(9) . 2_775 ? C27 C26 C26 89.1(5) . 2_775 ? C23 C26 H26 110.4 . . ? C27 C26 H26 110.4 . . ? C26 C26 H26 110.4 2_775 . ? C3 C2 C1 119.5(9) . . ? C3 C2 H2A 120.3 . . ? C1 C2 H2A 120.3 . . ? C13 C12 C11 117.6(8) . . ? C13 C12 C15 118.1(9) . . ? C11 C12 C15 123.9(9) . . ? C21 C22 C23 120.2(9) . . ? C21 C22 H22A 119.9 . . ? C23 C22 H22A 119.9 . . ? N2 C16 C17 122.5(9) . . ? N2 C16 H16A 118.7 . . ? C17 C16 H16A 118.7 . . ? C20 C19 C18 119.6(9) . . ? C20 C19 H19A 120.2 . . ? C18 C19 H19A 120.2 . . ? O5 C15 O4 123.9(8) . . ? O5 C15 C12 119.5(10) . . ? O4 C15 C12 116.6(9) . . ? C22 C23 C24 116.0(9) . . ? C22 C23 C26 122.6(8) . . ? C24 C23 C26 121.3(8) . . ? C3 C4 C5 117.7(9) . . ? C3 C4 C8 126.8(8) . . ? C5 C4 C8 115.5(9) . . ? C18 C17 C16 120.6(8) . . ? C18 C17 H17A 119.7 . . ? C16 C17 H17A 119.7 . . ? C10 C9 C14 117.7(8) . . ? C10 C9 C8 123.5(8) . . ? C14 C9 C8 118.6(8) . . ? N1 C21 C22 123.8(9) . . ? N1 C21 H21A 118.1 . . ? C22 C21 H21A 118.1 . . ? C17 C18 C19 116.1(8) . . ? C17 C18 C27 124.2(8) . 2_784 ? C19 C18 C27 119.7(8) . 2_784 ? C25 C24 C23 120.4(9) . . ? C25 C24 H24A 119.8 . . ? C23 C24 H24A 119.8 . . ? N2 C20 C19 124.1(9) . . ? N2 C20 H20A 118.0 . . ? C19 C20 H20A 118.0 . . ? C13 C14 C9 121.4(9) . . ? C13 C14 H14A 119.3 . . ? C9 C14 H14A 119.3 . . ? C14 C13 C12 120.6(8) . . ? C14 C13 H13A 119.7 . . ? C12 C13 H13A 119.7 . . ? C10 C11 C12 121.2(9) . . ? C10 C11 H11A 119.4 . . ? C12 C11 H11A 119.4 . . ? C6 C5 C4 120.8(10) . . ? C6 C5 H5A 119.6 . . ? C4 C5 H5A 119.6 . . ? C1 C6 C5 121.6(9) . . ? C1 C6 H6A 119.2 . . ? C5 C6 H6A 119.2 . . ? C6 C1 C2 117.9(10) . . ? C6 C1 C7 122.7(10) . . ? C2 C1 C7 119.4(10) . . ? O2 C7 O1 126.4(9) . . ? O2 C7 C1 120.8(9) . . ? O1 C7 C1 112.8(10) . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 25.34 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.729 _refine_diff_density_min -1.016 _refine_diff_density_rms 0.086 #===END