# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _publ_contact_author_name 'Jian-Fang Ma' _publ_contact_author_address ; Key Lab for Polyoxometalate Science Department of Chemistry Northeast Normal University Changchun 130024 P.R.China ; _publ_contact_author_email jianfangma@yahoo.com.cn _publ_contact_author_phone +86-431-85098620 _publ_contact_author_fax +86-431-85098620 _publ_author_name 'Jian-Fang Ma' #================================ data_1 _database_code_depnum_ccdc_archive 'CCDC 828044' #TrackingRef '- CIFs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H12 O8 Zn' _chemical_formula_weight 397.63 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 P21/c _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.9530(7) _cell_length_b 7.2717(3) _cell_length_c 17.7746(8) _cell_angle_alpha 90.00 _cell_angle_beta 104.482(5) _cell_angle_gamma 90.00 _cell_volume 1495.85(13) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.766 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 808 _exptl_absorpt_coefficient_mu 1.688 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.70 _exptl_absorpt_correction_T_max 0.74 _exptl_absorpt_process_details ; CrysAlis (Oxford Diffraction, 2006) ; _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 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6486 _diffrn_reflns_av_R_equivalents 0.0262 _diffrn_reflns_av_sigmaI/netI 0.0554 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 29.11 _reflns_number_total 3455 _reflns_number_gt 2370 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_cell_refinement CrysAlis _computing_data_reduction CrysAlis _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The distance of O1W---H1A was restrained to 0.89+-0.02 \%A. ; _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^)+(0.0378P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3455 _refine_ls_number_parameters 232 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0542 _refine_ls_R_factor_gt 0.0335 _refine_ls_wR_factor_ref 0.0728 _refine_ls_wR_factor_gt 0.0698 _refine_ls_goodness_of_fit_ref 0.902 _refine_ls_restrained_S_all 0.902 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.95673(3) 0.04771(4) 0.801138(16) 0.03360(10) Uani 1 1 d . . . C1 C 0.32469(19) -1.3989(3) 0.78641(14) 0.0281(5) Uani 1 1 d . . . C2 C 0.41633(19) -1.2828(3) 0.83620(14) 0.0276(5) Uani 1 1 d . . . C3 C 0.4953(2) -1.3516(3) 0.90054(15) 0.0344(6) Uani 1 1 d . . . H3 H 0.4930 -1.4752 0.9134 0.041 Uiso 1 1 calc R . . C4 C 0.5780(2) -1.2371(3) 0.94611(15) 0.0324(6) Uani 1 1 d . . . H4 H 0.6298 -1.2841 0.9899 0.039 Uiso 1 1 calc R . . C5 C 0.58391(18) -1.0538(3) 0.92690(14) 0.0278(5) Uani 1 1 d . . . C6 C 0.5046(2) -0.9857(3) 0.86281(16) 0.0400(7) Uani 1 1 d . . . H6 H 0.5076 -0.8623 0.8496 0.048 Uiso 1 1 calc R . . C7 C 0.4211(2) -1.0978(3) 0.81810(16) 0.0398(7) Uani 1 1 d . . . H7 H 0.3676 -1.0492 0.7755 0.048 Uiso 1 1 calc R . . C8 C 0.6741(2) -0.9294(3) 0.97653(15) 0.0308(6) Uani 1 1 d . . . H8A H 0.6462 -0.8779 1.0188 0.037 Uiso 1 1 calc R . . H8B H 0.7446 -0.9973 0.9983 0.037 Uiso 1 1 calc R . . C9 C 0.76474(19) -0.6450(3) 0.95709(14) 0.0286(5) Uani 1 1 d . . . C10 C 0.81434(18) -0.6157(3) 1.03485(14) 0.0255(5) Uani 1 1 d . . . H10 H 0.8027 -0.6995 1.0717 0.031 Uiso 1 1 calc R . . C11 C 0.88235(17) -0.4593(3) 1.05821(12) 0.0197(4) Uani 1 1 d . . . C12 C 0.89898(17) -0.3332(3) 1.00348(13) 0.0209(5) Uani 1 1 d . . . H12 H 0.9428 -0.2279 1.0191 0.025 Uiso 1 1 calc R . . C13 C 0.84950(17) -0.3657(3) 0.92479(13) 0.0221(5) Uani 1 1 d . . . C14 C 0.78365(19) -0.5210(3) 0.90214(13) 0.0266(5) Uani 1 1 d . . . H14 H 0.7516 -0.5429 0.8496 0.032 Uiso 1 1 calc R . . C15 C 0.93756(17) -0.4334(3) 1.14245(13) 0.0215(5) Uani 1 1 d . . . C16 C 0.86712(19) -0.2365(3) 0.86338(14) 0.0261(5) Uani 1 1 d . . . O1 O 0.33905(14) -1.5758(2) 0.79998(12) 0.0463(5) Uani 1 1 d . . . H1 H 0.2862 -1.6326 0.7710 0.070 Uiso 1 1 calc R . . O2 O 0.24239(13) -1.3351(2) 0.73810(10) 0.0316(4) Uani 1 1 d . . . O3 O 0.69454(17) -0.7886(3) 0.92697(11) 0.0509(5) Uani 1 1 d . . . O4 O 0.91820(13) -0.5568(2) 1.18796(9) 0.0274(4) Uani 1 1 d . . . O5 O 1.00098(14) -0.2981(2) 1.16477(10) 0.0351(4) Uani 1 1 d . . . O6 O 0.82292(14) -0.2710(2) 0.79298(10) 0.0328(4) Uani 1 1 d . . . O7 O 0.92836(14) -0.0952(2) 0.88581(10) 0.0363(4) Uani 1 1 d . . . O1W O 1.13149(17) -0.0231(3) 0.81527(12) 0.0420(5) Uani 1 1 d D . . H1A H 1.136(3) -0.136(3) 0.8064(19) 0.063 Uiso 1 1 d D . . H1B H 1.158(3) 0.034(4) 0.783(2) 0.063 Uiso 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 0.0571(2) 0.02600(15) 0.01449(14) 0.00005(13) 0.00290(12) -0.01591(14) C1 0.0279(12) 0.0281(12) 0.0273(14) -0.0026(10) 0.0051(10) -0.0032(10) C2 0.0260(12) 0.0262(12) 0.0299(14) -0.0031(10) 0.0057(10) -0.0031(10) C3 0.0326(13) 0.0224(12) 0.0423(17) 0.0002(11) -0.0013(12) -0.0039(11) C4 0.0291(13) 0.0290(12) 0.0324(15) 0.0008(11) -0.0050(11) -0.0006(11) C5 0.0251(12) 0.0271(12) 0.0302(13) -0.0047(11) 0.0049(10) -0.0047(10) C6 0.0434(15) 0.0275(13) 0.0413(17) 0.0059(12) -0.0044(13) -0.0125(11) C7 0.0398(14) 0.0368(14) 0.0336(16) 0.0082(12) -0.0083(11) -0.0083(12) C8 0.0325(13) 0.0270(12) 0.0290(14) -0.0002(11) 0.0008(10) -0.0070(10) C9 0.0312(13) 0.0290(12) 0.0227(13) -0.0034(10) 0.0014(10) -0.0131(11) C10 0.0298(12) 0.0267(11) 0.0189(12) 0.0033(10) 0.0042(9) -0.0053(10) C11 0.0193(10) 0.0199(10) 0.0183(11) -0.0019(9) 0.0017(8) 0.0011(10) C12 0.0219(11) 0.0184(10) 0.0222(12) 0.0015(9) 0.0050(9) -0.0002(9) C13 0.0214(11) 0.0254(11) 0.0188(12) 0.0042(10) 0.0038(9) 0.0006(10) C14 0.0288(12) 0.0337(13) 0.0149(11) 0.0018(10) 0.0010(9) -0.0033(10) C15 0.0222(11) 0.0214(11) 0.0202(12) -0.0026(10) 0.0042(9) 0.0040(10) C16 0.0274(12) 0.0273(12) 0.0249(14) 0.0054(11) 0.0086(10) 0.0093(11) O1 0.0417(10) 0.0254(9) 0.0562(13) -0.0062(8) -0.0172(9) -0.0036(8) O2 0.0326(9) 0.0318(9) 0.0256(10) 0.0036(7) -0.0016(7) -0.0073(7) O3 0.0724(13) 0.0499(11) 0.0230(10) -0.0010(9) -0.0021(9) -0.0431(10) O4 0.0356(9) 0.0316(8) 0.0127(8) 0.0026(7) 0.0017(6) -0.0068(7) O5 0.0449(10) 0.0232(8) 0.0317(11) -0.0081(7) -0.0009(8) -0.0140(8) O6 0.0471(10) 0.0321(9) 0.0181(9) 0.0074(7) 0.0063(8) 0.0102(8) O7 0.0497(10) 0.0300(9) 0.0266(10) 0.0097(7) 0.0049(8) -0.0102(8) O1W 0.0522(12) 0.0310(10) 0.0336(11) 0.0014(9) -0.0064(9) -0.0001(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O7 1.9275(16) . ? Zn1 O5 1.9451(15) 3_757 ? Zn1 O4 1.9494(15) 4 ? Zn1 O1W 2.105(2) . ? Zn1 O2 2.4591(15) 2_666 ? C1 O2 1.224(3) . ? C1 O1 1.312(3) . ? C1 C2 1.487(3) . ? C2 C3 1.382(3) . ? C2 C7 1.388(3) . ? C3 C4 1.388(3) . ? C3 H3 0.9300 . ? C4 C5 1.382(3) . ? C4 H4 0.9300 . ? C5 C6 1.379(3) . ? C5 C8 1.511(3) . ? C6 C7 1.377(3) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 O3 1.411(3) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 O3 1.363(3) . ? C9 C10 1.377(3) . ? C9 C14 1.389(3) . ? C10 C11 1.399(3) . ? C10 H10 0.9300 . ? C11 C12 1.387(3) . ? C11 C15 1.490(3) . ? C12 C13 1.396(3) . ? C12 H12 0.9300 . ? C13 C14 1.378(3) . ? C13 C16 1.494(3) . ? C14 H14 0.9300 . ? C15 O5 1.245(3) . ? C15 O4 1.267(3) . ? C16 O6 1.256(3) . ? C16 O7 1.267(3) . ? O1 H1 0.8200 . ? O2 Zn1 2.4591(15) 2_636 ? O4 Zn1 1.9494(15) 4_556 ? O5 Zn1 1.9451(15) 3_757 ? O1W H1A 0.841(18) . ? O1W H1B 0.82(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O7 Zn1 O5 110.13(8) . 3_757 ? O7 Zn1 O4 141.42(7) . 4 ? O5 Zn1 O4 105.41(7) 3_757 4 ? O7 Zn1 O1W 97.93(7) . . ? O5 Zn1 O1W 91.09(7) 3_757 . ? O4 Zn1 O1W 95.89(7) 4 . ? O7 Zn1 O2 93.53(7) . 2_666 ? O5 Zn1 O2 85.50(6) 3_757 2_666 ? O4 Zn1 O2 74.54(6) 4 2_666 ? O1W Zn1 O2 168.52(7) . 2_666 ? O2 C1 O1 123.1(2) . . ? O2 C1 C2 123.0(2) . . ? O1 C1 C2 113.8(2) . . ? C3 C2 C7 118.9(2) . . ? C3 C2 C1 122.4(2) . . ? C7 C2 C1 118.7(2) . . ? C2 C3 C4 120.4(2) . . ? C2 C3 H3 119.8 . . ? C4 C3 H3 119.8 . . ? C5 C4 C3 120.5(2) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C6 C5 C4 118.9(2) . . ? C6 C5 C8 120.6(2) . . ? C4 C5 C8 120.4(2) . . ? C7 C6 C5 120.9(2) . . ? C7 C6 H6 119.6 . . ? C5 C6 H6 119.6 . . ? C6 C7 C2 120.4(2) . . ? C6 C7 H7 119.8 . . ? C2 C7 H7 119.8 . . ? O3 C8 C5 106.24(19) . . ? O3 C8 H8A 110.5 . . ? C5 C8 H8A 110.5 . . ? O3 C8 H8B 110.5 . . ? C5 C8 H8B 110.5 . . ? H8A C8 H8B 108.7 . . ? O3 C9 C10 125.5(2) . . ? O3 C9 C14 114.5(2) . . ? C10 C9 C14 120.0(2) . . ? C9 C10 C11 119.7(2) . . ? C9 C10 H10 120.1 . . ? C11 C10 H10 120.1 . . ? C12 C11 C10 120.2(2) . . ? C12 C11 C15 121.08(19) . . ? C10 C11 C15 118.67(19) . . ? C11 C12 C13 119.5(2) . . ? C11 C12 H12 120.3 . . ? C13 C12 H12 120.3 . . ? C14 C13 C12 120.0(2) . . ? C14 C13 C16 118.4(2) . . ? C12 C13 C16 121.6(2) . . ? C13 C14 C9 120.5(2) . . ? C13 C14 H14 119.7 . . ? C9 C14 H14 119.7 . . ? O5 C15 O4 123.4(2) . . ? O5 C15 C11 120.1(2) . . ? O4 C15 C11 116.51(18) . . ? O6 C16 O7 122.8(2) . . ? O6 C16 C13 120.1(2) . . ? O7 C16 C13 117.1(2) . . ? C1 O1 H1 109.5 . . ? C1 O2 Zn1 128.21(15) . 2_636 ? C9 O3 C8 119.77(19) . . ? C15 O4 Zn1 126.94(14) . 4_556 ? C15 O5 Zn1 158.30(15) . 3_757 ? C16 O7 Zn1 113.09(15) . . ? Zn1 O1W H1A 109(2) . . ? Zn1 O1W H1B 109(2) . . ? H1A O1W H1B 108(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 C3 166.7(2) . . . . ? O1 C1 C2 C3 -12.2(3) . . . . ? O2 C1 C2 C7 -12.1(4) . . . . ? O1 C1 C2 C7 169.1(2) . . . . ? C7 C2 C3 C4 -0.1(4) . . . . ? C1 C2 C3 C4 -178.8(2) . . . . ? C2 C3 C4 C5 -1.3(4) . . . . ? C3 C4 C5 C6 1.5(4) . . . . ? C3 C4 C5 C8 -179.9(2) . . . . ? C4 C5 C6 C7 -0.4(4) . . . . ? C8 C5 C6 C7 -179.0(2) . . . . ? C5 C6 C7 C2 -0.9(4) . . . . ? C3 C2 C7 C6 1.2(4) . . . . ? C1 C2 C7 C6 179.9(2) . . . . ? C6 C5 C8 O3 -28.1(3) . . . . ? C4 C5 C8 O3 153.3(2) . . . . ? O3 C9 C10 C11 -178.2(2) . . . . ? C14 C9 C10 C11 0.9(3) . . . . ? C9 C10 C11 C12 0.6(3) . . . . ? C9 C10 C11 C15 -178.4(2) . . . . ? C10 C11 C12 C13 -1.4(3) . . . . ? C15 C11 C12 C13 177.54(18) . . . . ? C11 C12 C13 C14 0.7(3) . . . . ? C11 C12 C13 C16 -178.51(19) . . . . ? C12 C13 C14 C9 0.8(3) . . . . ? C16 C13 C14 C9 -179.9(2) . . . . ? O3 C9 C14 C13 177.6(2) . . . . ? C10 C9 C14 C13 -1.6(4) . . . . ? C12 C11 C15 O5 -0.9(3) . . . . ? C10 C11 C15 O5 178.1(2) . . . . ? C12 C11 C15 O4 -179.34(19) . . . . ? C10 C11 C15 O4 -0.3(3) . . . . ? C14 C13 C16 O6 -0.4(3) . . . . ? C12 C13 C16 O6 178.89(19) . . . . ? C14 C13 C16 O7 -179.7(2) . . . . ? C12 C13 C16 O7 -0.5(3) . . . . ? O1 C1 O2 Zn1 32.9(3) . . . 2_636 ? C2 C1 O2 Zn1 -145.84(18) . . . 2_636 ? C10 C9 O3 C8 -4.4(4) . . . . ? C14 C9 O3 C8 176.4(2) . . . . ? C5 C8 O3 C9 174.0(2) . . . . ? O5 C15 O4 Zn1 11.6(3) . . . 4_556 ? C11 C15 O4 Zn1 -169.99(13) . . . 4_556 ? O4 C15 O5 Zn1 -95.1(5) . . . 3_757 ? C11 C15 O5 Zn1 86.5(5) . . . 3_757 ? O6 C16 O7 Zn1 -4.9(3) . . . . ? C13 C16 O7 Zn1 174.45(14) . . . . ? O5 Zn1 O7 C16 159.11(15) 3_757 . . . ? O4 Zn1 O7 C16 3.1(2) 4 . . . ? O1W Zn1 O7 C16 -106.79(16) . . . . ? O2 Zn1 O7 C16 72.61(15) 2_666 . . . ? 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 O1W H1A O4 0.841(18) 2.33(2) 3.110(2) 154(3) 3_747 O1W H1B O6 0.82(3) 2.02(3) 2.808(3) 161(3) 2_756 _diffrn_measured_fraction_theta_max 0.861 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.701 _refine_diff_density_min -0.860 _refine_diff_density_rms 0.065 #==== data_2 _database_code_depnum_ccdc_archive 'CCDC 828045' #TrackingRef '- CIFs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H21 N2 O8.50 Zn' _chemical_formula_weight 586.84 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 Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.955(5) _cell_length_b 10.550(4) _cell_length_c 14.073(3) _cell_angle_alpha 88.346(2) _cell_angle_beta 69.302(3) _cell_angle_gamma 64.514(5) _cell_volume 1234.7(8) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.578 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 602 _exptl_absorpt_coefficient_mu 1.055 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.77 _exptl_absorpt_correction_T_max 0.81 _exptl_absorpt_process_details ; CrysAlis (Oxford Diffraction, 2006) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9086 _diffrn_reflns_av_R_equivalents 0.0124 _diffrn_reflns_av_sigmaI/netI 0.0269 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.20 _diffrn_reflns_theta_max 29.16 _reflns_number_total 5617 _reflns_number_gt 4534 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_cell_refinement CrysAlis _computing_data_reduction CrysAlis _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The distances of O1W---H1A, O1W---H1B and O2W---H2A were restrained to 0.85+-0.02 \%A. ; _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^)+(0.0462P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5617 _refine_ls_number_parameters 370 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0366 _refine_ls_R_factor_gt 0.0279 _refine_ls_wR_factor_ref 0.0764 _refine_ls_wR_factor_gt 0.0745 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.045 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.11104(2) 0.412519(19) 0.691747(14) 0.03085(7) Uani 1 1 d . . . C1 C -0.03623(18) 1.26790(17) 1.40056(12) 0.0300(3) Uani 1 1 d . . . C2 C 0.05645(18) 1.15152(16) 1.31176(12) 0.0291(3) Uani 1 1 d . . . C3 C 0.1187(2) 1.18248(18) 1.21417(13) 0.0398(4) Uani 1 1 d . . . H3 H 0.0925 1.2762 1.2037 0.048 Uiso 1 1 calc R . . C4 C 0.2197(2) 1.07389(19) 1.13239(13) 0.0428(4) Uani 1 1 d . . . H4 H 0.2608 1.0953 1.0671 0.051 Uiso 1 1 calc R . . C5 C 0.26010(19) 0.93385(17) 1.14674(12) 0.0348(4) Uani 1 1 d . . . C6 C 0.1935(2) 0.90392(18) 1.24368(13) 0.0375(4) Uani 1 1 d . . . H6 H 0.2168 0.8104 1.2536 0.045 Uiso 1 1 calc R . . C7 C 0.0929(2) 1.01142(17) 1.32580(13) 0.0345(4) Uani 1 1 d . . . H7 H 0.0494 0.9900 1.3907 0.041 Uiso 1 1 calc R . . C8 C 0.3791(2) 0.81521(19) 1.05898(14) 0.0397(4) Uani 1 1 d . . . H8A H 0.4369 0.8509 1.0031 0.048 Uiso 1 1 calc R . . H8B H 0.4565 0.7413 1.0814 0.048 Uiso 1 1 calc R . . C9 C 0.38114(18) 0.66115(16) 0.93788(12) 0.0285(3) Uani 1 1 d . . . C10 C 0.54569(17) 0.60936(16) 0.88494(11) 0.0266(3) Uani 1 1 d . . . H10 H 0.6055 0.6364 0.9103 0.032 Uiso 1 1 calc R . . C11 C 0.62044(17) 0.51639(15) 0.79333(11) 0.0242(3) Uani 1 1 d . . . C12 C 0.53188(18) 0.47618(16) 0.75539(12) 0.0270(3) Uani 1 1 d . . . H12 H 0.5816 0.4173 0.6928 0.032 Uiso 1 1 calc R . . C13 C 0.36814(18) 0.52400(16) 0.81096(12) 0.0274(3) Uani 1 1 d . . . C14 C 0.29356(18) 0.61588(17) 0.90200(12) 0.0304(3) Uani 1 1 d . . . H14 H 0.1843 0.6475 0.9393 0.036 Uiso 1 1 calc R . . C15 C 0.79821(18) 0.46174(15) 0.73380(11) 0.0267(3) Uani 1 1 d . . . C16 C 0.2718(2) 0.47785(18) 0.77136(15) 0.0384(4) Uani 1 1 d . . . C17 C 0.1217(3) 0.1763(2) 0.83518(16) 0.0542(5) Uani 1 1 d . . . H17 H 0.0762 0.2477 0.8902 0.065 Uiso 1 1 calc R . . C18 C 0.1515(3) 0.0382(3) 0.8548(2) 0.0667(7) Uani 1 1 d . . . H18 H 0.1258 0.0187 0.9220 0.080 Uiso 1 1 calc R . . C19 C 0.2183(3) -0.0675(2) 0.7754(2) 0.0601(6) Uani 1 1 d . . . H19 H 0.2391 -0.1598 0.7880 0.072 Uiso 1 1 calc R . . C20 C 0.2559(2) -0.03723(19) 0.67414(16) 0.0432(5) Uani 1 1 d . . . C21 C 0.22168(18) 0.10451(17) 0.66127(14) 0.0331(4) Uani 1 1 d . . . C22 C 0.3285(2) -0.14126(19) 0.58534(19) 0.0512(5) Uani 1 1 d . . . H22 H 0.3514 -0.2352 0.5936 0.061 Uiso 1 1 calc R . . C23 C 0.3640(2) -0.10608(19) 0.49067(17) 0.0461(5) Uani 1 1 d . . . H23 H 0.4112 -0.1761 0.4344 0.055 Uiso 1 1 calc R . . C24 C 0.33087(18) 0.03738(17) 0.47416(14) 0.0363(4) Uani 1 1 d . . . C25 C 0.25900(17) 0.14258(16) 0.55937(13) 0.0290(3) Uani 1 1 d . . . C26 C 0.3675(2) 0.0800(2) 0.37695(14) 0.0414(4) Uani 1 1 d . . . H26 H 0.4157 0.0139 0.3182 0.050 Uiso 1 1 calc R . . C27 C 0.3319(2) 0.2189(2) 0.36887(14) 0.0422(4) Uani 1 1 d . . . H27 H 0.3561 0.2480 0.3046 0.051 Uiso 1 1 calc R . . C28 C 0.2593(2) 0.31691(18) 0.45737(13) 0.0363(4) Uani 1 1 d . . . H28 H 0.2356 0.4114 0.4508 0.044 Uiso 1 1 calc R . . N1 N 0.22281(14) 0.28063(13) 0.55052(10) 0.0281(3) Uani 1 1 d . . . N2 N 0.15603(16) 0.20903(16) 0.74081(11) 0.0368(3) Uani 1 1 d . . . O1 O 0.13567(15) 0.49551(15) 0.83039(12) 0.0550(4) Uani 1 1 d . . . O2 O 0.32915(19) 0.42265(17) 0.67998(11) 0.0587(4) Uani 1 1 d . . . O3 O 0.86221(14) 0.38103(14) 0.65215(9) 0.0435(3) Uani 1 1 d . . . O4 O 0.87471(12) 0.50140(12) 0.77090(9) 0.0353(3) Uani 1 1 d . . . O5 O 0.29427(13) 0.75893(13) 1.02496(9) 0.0411(3) Uani 1 1 d . . . O6 O -0.07448(14) 1.39242(12) 1.39299(9) 0.0412(3) Uani 1 1 d . . . O7 O -0.06637(16) 1.22095(13) 1.48911(9) 0.0437(3) Uani 1 1 d . . . H7A H -0.1174 1.2882 1.5357 0.066 Uiso 1 1 calc R . . O1W O 0.1946(2) 0.3463(2) 1.00429(14) 0.0835(6) Uani 1 1 d D . . H1A H 0.160(4) 0.400(3) 0.956(2) 0.125 Uiso 1 1 d D . . H1B H 0.091(2) 0.398(3) 1.049(2) 0.125 Uiso 1 1 d D . . O2W O 0.5494(7) 0.4837(6) 0.5166(4) 0.1134(17) Uani 0.50 1 d PD . . H2A H 0.560(6) 0.513(5) 0.455(2) 0.170 Uiso 1 1 d 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 0.02300(10) 0.03027(11) 0.03637(12) -0.00834(8) -0.00839(8) -0.01088(8) C1 0.0282(8) 0.0288(8) 0.0306(8) -0.0047(7) -0.0101(6) -0.0110(7) C2 0.0302(8) 0.0266(8) 0.0285(8) -0.0042(6) -0.0107(6) -0.0110(7) C3 0.0519(10) 0.0258(8) 0.0340(9) -0.0010(7) -0.0119(8) -0.0140(8) C4 0.0553(11) 0.0376(10) 0.0275(8) -0.0020(7) -0.0078(8) -0.0199(9) C5 0.0345(8) 0.0318(9) 0.0330(9) -0.0090(7) -0.0085(7) -0.0129(7) C6 0.0448(10) 0.0233(8) 0.0393(9) -0.0040(7) -0.0117(8) -0.0137(7) C7 0.0406(9) 0.0310(9) 0.0291(8) 0.0001(7) -0.0089(7) -0.0168(8) C8 0.0359(9) 0.0374(9) 0.0389(9) -0.0144(8) -0.0069(7) -0.0149(8) C9 0.0289(8) 0.0270(8) 0.0261(7) -0.0031(6) -0.0068(6) -0.0121(7) C10 0.0272(7) 0.0272(8) 0.0272(7) -0.0029(6) -0.0109(6) -0.0130(7) C11 0.0261(7) 0.0231(7) 0.0239(7) 0.0003(6) -0.0098(6) -0.0110(6) C12 0.0308(8) 0.0268(8) 0.0245(7) -0.0017(6) -0.0108(6) -0.0133(7) C13 0.0303(8) 0.0265(8) 0.0324(8) 0.0044(6) -0.0160(7) -0.0155(7) C14 0.0233(7) 0.0301(8) 0.0348(8) -0.0010(7) -0.0076(6) -0.0119(7) C15 0.0277(7) 0.0237(7) 0.0269(7) -0.0001(6) -0.0085(6) -0.0113(6) C16 0.0469(10) 0.0314(9) 0.0567(11) 0.0134(8) -0.0359(9) -0.0223(8) C17 0.0582(12) 0.0643(14) 0.0429(11) 0.0096(10) -0.0156(10) -0.0329(11) C18 0.0756(16) 0.0793(17) 0.0596(14) 0.0324(13) -0.0294(13) -0.0455(14) C19 0.0629(14) 0.0512(13) 0.0802(17) 0.0296(12) -0.0342(13) -0.0333(12) C20 0.0364(9) 0.0358(9) 0.0655(13) 0.0134(9) -0.0244(9) -0.0196(8) C21 0.0236(7) 0.0283(8) 0.0484(10) 0.0015(7) -0.0147(7) -0.0114(7) C22 0.0436(11) 0.0243(9) 0.0892(17) 0.0038(10) -0.0283(11) -0.0156(8) C23 0.0375(9) 0.0281(9) 0.0686(14) -0.0113(9) -0.0196(9) -0.0104(8) C24 0.0247(8) 0.0267(8) 0.0533(11) -0.0104(8) -0.0147(7) -0.0071(7) C25 0.0204(7) 0.0247(8) 0.0417(9) -0.0028(7) -0.0127(6) -0.0088(6) C26 0.0311(9) 0.0431(10) 0.0415(10) -0.0141(8) -0.0114(8) -0.0098(8) C27 0.0388(10) 0.0470(11) 0.0363(9) -0.0016(8) -0.0115(8) -0.0171(9) C28 0.0358(9) 0.0311(9) 0.0411(10) 0.0010(7) -0.0147(7) -0.0138(7) N1 0.0220(6) 0.0248(6) 0.0356(7) -0.0028(6) -0.0109(5) -0.0083(5) N2 0.0321(7) 0.0398(8) 0.0385(8) 0.0015(6) -0.0116(6) -0.0173(6) O1 0.0326(7) 0.0551(9) 0.0863(11) -0.0015(8) -0.0259(7) -0.0240(6) O2 0.0883(11) 0.0835(11) 0.0459(8) 0.0123(8) -0.0389(8) -0.0641(9) O3 0.0339(6) 0.0525(8) 0.0324(6) -0.0191(6) -0.0024(5) -0.0157(6) O4 0.0242(5) 0.0358(6) 0.0413(6) -0.0123(5) -0.0071(5) -0.0126(5) O5 0.0303(6) 0.0441(7) 0.0376(6) -0.0208(5) 0.0003(5) -0.0155(5) O6 0.0446(7) 0.0232(6) 0.0412(7) -0.0053(5) -0.0091(6) -0.0077(5) O7 0.0623(8) 0.0323(6) 0.0279(6) -0.0055(5) -0.0085(6) -0.0199(6) O1W 0.0876(13) 0.0790(13) 0.0562(10) 0.0094(9) -0.0134(9) -0.0242(11) O2W 0.111(4) 0.152(4) 0.087(4) 0.045(3) -0.031(3) -0.074(4) _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 1.9911(14) 1_455 ? Zn1 N1 2.0948(14) . ? Zn1 N2 2.1428(18) . ? Zn1 O2 2.1674(18) . ? Zn1 O1 2.2924(16) . ? Zn1 O6 2.3044(15) 2_577 ? Zn1 C16 2.5598(19) . ? C1 O6 1.213(2) . ? C1 O7 1.310(2) . ? C1 C2 1.490(2) . ? C2 C3 1.387(2) . ? C2 C7 1.388(2) . ? C3 C4 1.384(2) . ? C3 H3 0.9300 . ? C4 C5 1.384(3) . ? C4 H4 0.9300 . ? C5 C6 1.384(2) . ? C5 C8 1.508(2) . ? C6 C7 1.380(2) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 O5 1.425(2) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 O5 1.3674(18) . ? C9 C14 1.388(2) . ? C9 C10 1.388(2) . ? C10 C11 1.395(2) . ? C10 H10 0.9300 . ? C11 C12 1.382(2) . ? C11 C15 1.506(2) . ? C12 C13 1.392(2) . ? C12 H12 0.9300 . ? C13 C14 1.383(2) . ? C13 C16 1.504(2) . ? C14 H14 0.9300 . ? C15 O3 1.2341(18) . ? C15 O4 1.2632(19) . ? C16 O2 1.248(2) . ? C16 O1 1.248(2) . ? C17 N2 1.324(2) . ? C17 C18 1.396(3) . ? C17 H17 0.9300 . ? C18 C19 1.358(3) . ? C18 H18 0.9300 . ? C19 C20 1.404(3) . ? C19 H19 0.9300 . ? C20 C21 1.405(3) . ? C20 C22 1.431(3) . ? C21 N2 1.353(2) . ? C21 C25 1.440(2) . ? C22 C23 1.338(3) . ? C22 H22 0.9300 . ? C23 C24 1.434(3) . ? C23 H23 0.9300 . ? C24 C26 1.400(3) . ? C24 C25 1.403(2) . ? C25 N1 1.355(2) . ? C26 C27 1.363(3) . ? C26 H26 0.9300 . ? C27 C28 1.392(2) . ? C27 H27 0.9300 . ? C28 N1 1.323(2) . ? C28 H28 0.9300 . ? O4 Zn1 1.9911(14) 1_655 ? O6 Zn1 2.3044(15) 2_577 ? O7 H7A 0.8200 . ? O1W H1A 0.936(18) . ? O1W H1B 0.915(18) . ? O2W O2W 1.154(9) 2_666 ? O2W H2A 0.904(19) . ? 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 N1 123.25(5) 1_455 . ? O4 Zn1 N2 95.27(5) 1_455 . ? N1 Zn1 N2 78.83(6) . . ? O4 Zn1 O2 142.71(6) 1_455 . ? N1 Zn1 O2 93.06(6) . . ? N2 Zn1 O2 100.42(6) . . ? O4 Zn1 O1 87.67(5) 1_455 . ? N1 Zn1 O1 148.27(5) . . ? N2 Zn1 O1 92.51(6) . . ? O2 Zn1 O1 58.22(5) . . ? O4 Zn1 O6 88.63(5) 1_455 2_577 ? N1 Zn1 O6 89.75(6) . 2_577 ? N2 Zn1 O6 168.24(5) . 2_577 ? O2 Zn1 O6 82.81(5) . 2_577 ? O1 Zn1 O6 98.74(6) . 2_577 ? O4 Zn1 C16 115.22(6) 1_455 . ? N1 Zn1 C16 121.49(6) . . ? N2 Zn1 C16 98.62(6) . . ? O2 Zn1 C16 29.12(6) . . ? O1 Zn1 C16 29.14(5) . . ? O6 Zn1 C16 89.68(6) 2_577 . ? O6 C1 O7 122.98(14) . . ? O6 C1 C2 124.30(15) . . ? O7 C1 C2 112.65(14) . . ? C3 C2 C7 119.38(14) . . ? C3 C2 C1 119.10(15) . . ? C7 C2 C1 121.30(15) . . ? C4 C3 C2 120.01(16) . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.0 . . ? C5 C4 C3 120.71(17) . . ? C5 C4 H4 119.6 . . ? C3 C4 H4 119.6 . . ? C4 C5 C6 119.00(15) . . ? C4 C5 C8 120.56(16) . . ? C6 C5 C8 120.40(16) . . ? C7 C6 C5 120.70(16) . . ? C7 C6 H6 119.6 . . ? C5 C6 H6 119.6 . . ? C6 C7 C2 120.13(16) . . ? C6 C7 H7 119.9 . . ? C2 C7 H7 119.9 . . ? O5 C8 C5 108.80(14) . . ? O5 C8 H8A 109.9 . . ? C5 C8 H8A 109.9 . . ? O5 C8 H8B 109.9 . . ? C5 C8 H8B 109.9 . . ? H8A C8 H8B 108.3 . . ? O5 C9 C14 115.66(14) . . ? O5 C9 C10 124.21(14) . . ? C14 C9 C10 120.12(14) . . ? C9 C10 C11 119.33(14) . . ? C9 C10 H10 120.3 . . ? C11 C10 H10 120.3 . . ? C12 C11 C10 120.45(14) . . ? C12 C11 C15 119.55(13) . . ? C10 C11 C15 119.98(13) . . ? C11 C12 C13 119.88(14) . . ? C11 C12 H12 120.1 . . ? C13 C12 H12 120.1 . . ? C14 C13 C12 119.82(14) . . ? C14 C13 C16 120.00(15) . . ? C12 C13 C16 120.17(15) . . ? C13 C14 C9 120.28(14) . . ? C13 C14 H14 119.9 . . ? C9 C14 H14 119.9 . . ? O3 C15 O4 123.20(15) . . ? O3 C15 C11 119.21(14) . . ? O4 C15 C11 117.59(13) . . ? O2 C16 O1 121.02(17) . . ? O2 C16 C13 119.50(17) . . ? O1 C16 C13 119.48(17) . . ? O2 C16 Zn1 57.72(10) . . ? O1 C16 Zn1 63.46(10) . . ? C13 C16 Zn1 175.07(13) . . ? N2 C17 C18 122.2(2) . . ? N2 C17 H17 118.9 . . ? C18 C17 H17 118.9 . . ? C19 C18 C17 119.7(2) . . ? C19 C18 H18 120.1 . . ? C17 C18 H18 120.1 . . ? C18 C19 C20 119.9(2) . . ? C18 C19 H19 120.1 . . ? C20 C19 H19 120.1 . . ? C19 C20 C21 116.70(19) . . ? C19 C20 C22 124.14(19) . . ? C21 C20 C22 119.15(18) . . ? N2 C21 C20 123.04(17) . . ? N2 C21 C25 117.39(15) . . ? C20 C21 C25 119.57(16) . . ? C23 C22 C20 121.29(17) . . ? C23 C22 H22 119.4 . . ? C20 C22 H22 119.4 . . ? C22 C23 C24 121.34(17) . . ? C22 C23 H23 119.3 . . ? C24 C23 H23 119.3 . . ? C26 C24 C25 117.09(16) . . ? C26 C24 C23 123.85(17) . . ? C25 C24 C23 119.06(18) . . ? N1 C25 C24 122.79(16) . . ? N1 C25 C21 117.62(14) . . ? C24 C25 C21 119.59(15) . . ? C27 C26 C24 119.65(16) . . ? C27 C26 H26 120.2 . . ? C24 C26 H26 120.2 . . ? C26 C27 C28 119.66(18) . . ? C26 C27 H27 120.2 . . ? C28 C27 H27 120.2 . . ? N1 C28 C27 122.41(17) . . ? N1 C28 H28 118.8 . . ? C27 C28 H28 118.8 . . ? C28 N1 C25 118.39(14) . . ? C28 N1 Zn1 127.90(11) . . ? C25 N1 Zn1 113.71(11) . . ? C17 N2 C21 118.44(17) . . ? C17 N2 Zn1 129.16(14) . . ? C21 N2 Zn1 112.31(12) . . ? C16 O1 Zn1 87.40(12) . . ? C16 O2 Zn1 93.16(12) . . ? C15 O4 Zn1 114.44(10) . 1_655 ? C9 O5 C8 116.77(13) . . ? C1 O6 Zn1 155.72(11) . 2_577 ? C1 O7 H7A 109.5 . . ? H1A O1W H1B 85(3) . . ? O2W O2W H2A 57(3) 2_666 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O6 C1 C2 C3 7.0(3) . . . . ? O7 C1 C2 C3 -170.06(15) . . . . ? O6 C1 C2 C7 -178.42(17) . . . . ? O7 C1 C2 C7 4.5(2) . . . . ? C7 C2 C3 C4 -1.8(3) . . . . ? C1 C2 C3 C4 172.93(16) . . . . ? C2 C3 C4 C5 -0.2(3) . . . . ? C3 C4 C5 C6 2.3(3) . . . . ? C3 C4 C5 C8 -175.74(18) . . . . ? C4 C5 C6 C7 -2.4(3) . . . . ? C8 C5 C6 C7 175.61(16) . . . . ? C5 C6 C7 C2 0.4(3) . . . . ? C3 C2 C7 C6 1.7(3) . . . . ? C1 C2 C7 C6 -172.94(16) . . . . ? C4 C5 C8 O5 -105.9(2) . . . . ? C6 C5 C8 O5 76.1(2) . . . . ? O5 C9 C10 C11 -176.01(15) . . . . ? C14 C9 C10 C11 2.7(2) . . . . ? C9 C10 C11 C12 0.1(2) . . . . ? C9 C10 C11 C15 178.68(14) . . . . ? C10 C11 C12 C13 -2.7(2) . . . . ? C15 C11 C12 C13 178.73(13) . . . . ? C11 C12 C13 C14 2.4(2) . . . . ? C11 C12 C13 C16 -178.54(14) . . . . ? C12 C13 C14 C9 0.3(2) . . . . ? C16 C13 C14 C9 -178.68(15) . . . . ? O5 C9 C14 C13 175.90(15) . . . . ? C10 C9 C14 C13 -2.9(2) . . . . ? C12 C11 C15 O3 -0.4(2) . . . . ? C10 C11 C15 O3 -179.04(15) . . . . ? C12 C11 C15 O4 179.75(14) . . . . ? C10 C11 C15 O4 1.1(2) . . . . ? C14 C13 C16 O2 163.73(17) . . . . ? C12 C13 C16 O2 -15.3(2) . . . . ? C14 C13 C16 O1 -16.2(2) . . . . ? C12 C13 C16 O1 164.79(15) . . . . ? O4 Zn1 C16 O2 -164.02(11) 1_455 . . . ? N1 Zn1 C16 O2 13.82(14) . . . . ? N2 Zn1 C16 O2 95.96(12) . . . . ? O1 Zn1 C16 O2 175.52(18) . . . . ? O6 Zn1 C16 O2 -75.68(12) 2_577 . . . ? O4 Zn1 C16 O1 20.46(12) 1_455 . . . ? N1 Zn1 C16 O1 -161.70(10) . . . . ? N2 Zn1 C16 O1 -79.57(11) . . . . ? O2 Zn1 C16 O1 -175.52(18) . . . . ? O6 Zn1 C16 O1 108.79(11) 2_577 . . . ? N2 C17 C18 C19 0.2(4) . . . . ? C17 C18 C19 C20 -0.4(3) . . . . ? C18 C19 C20 C21 0.3(3) . . . . ? C18 C19 C20 C22 179.1(2) . . . . ? C19 C20 C21 N2 0.1(2) . . . . ? C22 C20 C21 N2 -178.72(16) . . . . ? C19 C20 C21 C25 179.27(16) . . . . ? C22 C20 C21 C25 0.5(2) . . . . ? C19 C20 C22 C23 -178.78(19) . . . . ? C21 C20 C22 C23 -0.1(3) . . . . ? C20 C22 C23 C24 0.0(3) . . . . ? C22 C23 C24 C26 179.06(17) . . . . ? C22 C23 C24 C25 -0.3(3) . . . . ? C26 C24 C25 N1 1.0(2) . . . . ? C23 C24 C25 N1 -179.59(14) . . . . ? C26 C24 C25 C21 -178.72(14) . . . . ? C23 C24 C25 C21 0.7(2) . . . . ? N2 C21 C25 N1 -1.3(2) . . . . ? C20 C21 C25 N1 179.48(14) . . . . ? N2 C21 C25 C24 178.45(14) . . . . ? C20 C21 C25 C24 -0.8(2) . . . . ? C25 C24 C26 C27 -0.4(2) . . . . ? C23 C24 C26 C27 -179.74(17) . . . . ? C24 C26 C27 C28 -0.1(3) . . . . ? C26 C27 C28 N1 0.1(3) . . . . ? C27 C28 N1 C25 0.5(2) . . . . ? C27 C28 N1 Zn1 -179.01(12) . . . . ? C24 C25 N1 C28 -1.1(2) . . . . ? C21 C25 N1 C28 178.64(14) . . . . ? C24 C25 N1 Zn1 178.50(12) . . . . ? C21 C25 N1 Zn1 -1.76(16) . . . . ? O4 Zn1 N1 C28 93.29(14) 1_455 . . . ? N2 Zn1 N1 C28 -177.71(14) . . . . ? O2 Zn1 N1 C28 -77.68(14) . . . . ? O1 Zn1 N1 C28 -101.27(15) . . . . ? O6 Zn1 N1 C28 5.10(14) 2_577 . . . ? C16 Zn1 N1 C28 -84.37(14) . . . . ? O4 Zn1 N1 C25 -86.26(11) 1_455 . . . ? N2 Zn1 N1 C25 2.74(10) . . . . ? O2 Zn1 N1 C25 102.76(11) . . . . ? O1 Zn1 N1 C25 79.17(15) . . . . ? O6 Zn1 N1 C25 -174.46(10) 2_577 . . . ? C16 Zn1 N1 C25 96.08(11) . . . . ? C18 C17 N2 C21 0.2(3) . . . . ? C18 C17 N2 Zn1 176.51(16) . . . . ? C20 C21 N2 C17 -0.4(2) . . . . ? C25 C21 N2 C17 -179.55(16) . . . . ? C20 C21 N2 Zn1 -177.25(13) . . . . ? C25 C21 N2 Zn1 3.56(17) . . . . ? O4 Zn1 N2 C17 -56.96(17) 1_455 . . . ? N1 Zn1 N2 C17 -179.85(17) . . . . ? O2 Zn1 N2 C17 89.06(17) . . . . ? O1 Zn1 N2 C17 30.93(17) . . . . ? O6 Zn1 N2 C17 -165.9(2) 2_577 . . . ? C16 Zn1 N2 C17 59.58(17) . . . . ? O4 Zn1 N2 C21 119.51(11) 1_455 . . . ? N1 Zn1 N2 C21 -3.38(11) . . . . ? O2 Zn1 N2 C21 -94.47(11) . . . . ? O1 Zn1 N2 C21 -152.60(11) . . . . ? O6 Zn1 N2 C21 10.5(3) 2_577 . . . ? C16 Zn1 N2 C21 -123.95(12) . . . . ? O2 C16 O1 Zn1 -4.42(18) . . . . ? C13 C16 O1 Zn1 175.51(14) . . . . ? O4 Zn1 O1 C16 -161.55(11) 1_455 . . . ? N1 Zn1 O1 C16 30.60(17) . . . . ? N2 Zn1 O1 C16 103.27(11) . . . . ? O2 Zn1 O1 C16 2.56(10) . . . . ? O6 Zn1 O1 C16 -73.29(11) 2_577 . . . ? O1 C16 O2 Zn1 4.68(19) . . . . ? C13 C16 O2 Zn1 -175.25(13) . . . . ? O4 Zn1 O2 C16 24.27(16) 1_455 . . . ? N1 Zn1 O2 C16 -168.23(11) . . . . ? N2 Zn1 O2 C16 -89.03(12) . . . . ? O1 Zn1 O2 C16 -2.56(10) . . . . ? O6 Zn1 O2 C16 102.41(12) 2_577 . . . ? O3 C15 O4 Zn1 -4.0(2) . . . 1_655 ? C11 C15 O4 Zn1 175.81(10) . . . 1_655 ? C14 C9 O5 C8 -175.36(16) . . . . ? C10 C9 O5 C8 3.4(2) . . . . ? C5 C8 O5 C9 172.64(14) . . . . ? O7 C1 O6 Zn1 -171.27(19) . . . 2_577 ? C2 C1 O6 Zn1 12.0(4) . . . 2_577 ? 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 O7 H7A O3 0.82 1.84 2.5806(18) 150.2 1_466 O1W H1A O1 0.936(18) 2.047(19) 2.968(3) 168(3) . O1W H1B O1 0.915(18) 2.110(19) 3.017(3) 171(3) 2_567 O2W H2A O2 0.904(19) 2.09(2) 2.932(6) 155(5) 2_666 _diffrn_measured_fraction_theta_max 0.843 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.296 _refine_diff_density_min -0.432 _refine_diff_density_rms 0.054 #=== data_3 _database_code_depnum_ccdc_archive 'CCDC 828046' #TrackingRef '- CIFs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H18 N6 O7 Zn' _chemical_formula_weight 543.79 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 Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.6590(3) _cell_length_b 9.9594(4) _cell_length_c 12.8686(6) _cell_angle_alpha 94.713(4) _cell_angle_beta 101.475(3) _cell_angle_gamma 92.540(3) _cell_volume 1081.82(8) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.669 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 556 _exptl_absorpt_coefficient_mu 1.196 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.73 _exptl_absorpt_correction_T_max 0.79 _exptl_absorpt_process_details ; CrysAlis (Oxford Diffraction, 2006) ; _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 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8204 _diffrn_reflns_av_R_equivalents 0.0202 _diffrn_reflns_av_sigmaI/netI 0.0654 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 29.11 _reflns_number_total 4916 _reflns_number_gt 3313 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_cell_refinement CrysAlis _computing_data_reduction CrysAlis _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0597P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4916 _refine_ls_number_parameters 325 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0654 _refine_ls_R_factor_gt 0.0430 _refine_ls_wR_factor_ref 0.1064 _refine_ls_wR_factor_gt 0.1022 _refine_ls_goodness_of_fit_ref 0.925 _refine_ls_restrained_S_all 0.925 _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 0.37963(4) 0.23922(4) 0.37934(3) 0.03203(12) Uani 1 1 d . . . C1 C 0.2691(4) -0.6641(4) -0.4652(3) 0.0483(9) Uani 1 1 d . . . C2 C 0.1894(3) -0.5873(3) -0.3823(3) 0.0403(8) Uani 1 1 d . . . C3 C 0.1607(4) -0.4540(4) -0.3886(3) 0.0528(9) Uani 1 1 d . . . H3 H 0.1881 -0.4089 -0.4434 0.063 Uiso 1 1 calc R . . C4 C 0.0903(4) -0.3855(4) -0.3131(3) 0.0502(9) Uani 1 1 d . . . H4 H 0.0726 -0.2945 -0.3171 0.060 Uiso 1 1 calc R . . C5 C 0.0474(3) -0.4513(3) -0.2333(2) 0.0355(7) Uani 1 1 d . . . C6 C 0.0724(4) -0.5848(4) -0.2295(3) 0.0511(9) Uani 1 1 d . . . H6 H 0.0403 -0.6310 -0.1767 0.061 Uiso 1 1 calc R . . C7 C 0.1444(5) -0.6527(4) -0.3023(3) 0.0590(10) Uani 1 1 d . . . H7 H 0.1627 -0.7435 -0.2974 0.071 Uiso 1 1 calc R . . C8 C -0.0285(3) -0.3780(4) -0.1509(3) 0.0434(8) Uani 1 1 d . . . H8A H -0.0996 -0.3141 -0.1840 0.052 Uiso 1 1 calc R . . H8B H -0.0888 -0.4419 -0.1194 0.052 Uiso 1 1 calc R . . C9 C 0.0455(3) -0.2237(3) 0.0042(2) 0.0312(6) Uani 1 1 d . . . C10 C -0.1112(3) -0.2089(3) 0.0093(2) 0.0324(7) Uani 1 1 d . . . H10 H -0.1907 -0.2606 -0.0384 0.039 Uiso 1 1 calc R . . C11 C -0.3209(3) -0.1050(3) 0.0879(2) 0.0365(7) Uani 1 1 d . . . C12 C -0.1492(3) -0.1169(3) 0.0859(2) 0.0288(6) Uani 1 1 d . . . C13 C -0.0327(3) -0.0396(3) 0.1561(2) 0.0300(6) Uani 1 1 d . . . H13 H -0.0592 0.0228 0.2065 0.036 Uiso 1 1 calc R . . C14 C 0.1258(3) -0.0544(3) 0.1521(2) 0.0298(6) Uani 1 1 d . . . C15 C 0.1643(3) -0.1471(3) 0.0769(2) 0.0335(7) Uani 1 1 d . . . H15 H 0.2696 -0.1585 0.0748 0.040 Uiso 1 1 calc R . . C16 C 0.2521(3) 0.0369(3) 0.2259(2) 0.0321(7) Uani 1 1 d . . . C17 C 0.5022(3) 0.3478(3) 0.1868(2) 0.0346(7) Uani 1 1 d . . . H17 H 0.5396 0.2669 0.1637 0.041 Uiso 1 1 calc R . . C18 C 0.4411(4) 0.5577(3) 0.1931(2) 0.0355(7) Uani 1 1 d . . . H18 H 0.4273 0.6465 0.1774 0.043 Uiso 1 1 calc R . . C19 C 0.5661(3) 0.4872(4) 0.0450(2) 0.0410(8) Uani 1 1 d . . . H19A H 0.6211 0.4101 0.0236 0.049 Uiso 1 1 calc R . . H19B H 0.6410 0.5651 0.0612 0.049 Uiso 1 1 calc R . . C20 C 0.6878(4) 0.1048(4) 0.4056(3) 0.0443(8) Uani 1 1 d . . . H20 H 0.6722 0.0732 0.3340 0.053 Uiso 1 1 calc R . . C21 C 0.9663(4) 0.0413(4) 0.4574(3) 0.0559(10) Uani 1 1 d . . . H21A H 1.0411 0.1156 0.4544 0.067 Uiso 1 1 calc R . . H21B H 0.9468 -0.0130 0.3895 0.067 Uiso 1 1 calc R . . C22 C 0.7987(3) 0.1452(4) 0.5726(3) 0.0453(8) Uani 1 1 d . . . H22 H 0.8706 0.1503 0.6372 0.054 Uiso 1 1 calc R . . N1 N 0.4382(3) 0.3667(3) 0.27138(19) 0.0326(6) Uani 1 1 d . . . N2 N 0.4019(4) 0.4988(4) 0.2725(3) 0.0666(9) Uani 1 1 d . . . N3 N 0.5054(3) 0.4611(3) 0.1395(2) 0.0367(6) Uani 1 1 d . . . N4 N 0.6547(4) 0.1853(4) 0.5544(3) 0.0812(11) Uani 1 1 d . . . N5 N 0.5822(3) 0.1651(3) 0.4498(2) 0.0372(6) Uani 1 1 d . . . N6 N 0.8185(3) 0.0947(3) 0.4759(2) 0.0436(7) Uani 1 1 d . . . O1 O 0.2909(4) -0.7852(3) -0.4522(3) 0.0844(10) Uani 1 1 d . . . O2 O 0.3008(3) -0.6084(3) -0.5336(2) 0.0665(8) Uani 1 1 d . . . O3 O 0.0943(2) -0.3083(2) -0.07038(17) 0.0432(5) Uani 1 1 d . . . O4 O -0.4252(2) -0.1733(3) 0.0292(2) 0.0549(7) Uani 1 1 d . . . O5 O -0.3449(2) -0.0125(3) 0.1603(2) 0.0642(8) Uani 1 1 d . . . H5 H -0.4399 -0.0097 0.1584 0.096 Uiso 1 1 calc R . . O6 O 0.3924(2) 0.0313(3) 0.2179(2) 0.0539(7) Uani 1 1 d . . . O7 O 0.2082(2) 0.1188(2) 0.29133(17) 0.0364(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.02695(17) 0.0400(2) 0.0282(2) -0.00422(14) 0.00591(13) 0.00425(14) C1 0.0309(16) 0.058(2) 0.048(2) -0.0207(19) -0.0003(15) 0.0014(16) C2 0.0361(15) 0.049(2) 0.0345(18) -0.0132(15) 0.0111(13) 0.0011(15) C3 0.061(2) 0.061(2) 0.043(2) 0.0054(18) 0.0271(18) -0.0005(19) C4 0.064(2) 0.0385(19) 0.053(2) 0.0018(17) 0.0235(19) 0.0081(17) C5 0.0307(14) 0.0455(19) 0.0281(16) -0.0077(14) 0.0042(12) 0.0062(13) C6 0.074(2) 0.050(2) 0.038(2) 0.0063(17) 0.0281(18) 0.0121(19) C7 0.079(3) 0.045(2) 0.059(3) -0.0016(19) 0.028(2) 0.0192(19) C8 0.0342(15) 0.056(2) 0.0372(19) -0.0132(16) 0.0083(14) 0.0045(15) C9 0.0331(14) 0.0342(16) 0.0273(16) -0.0036(13) 0.0099(12) 0.0078(13) C10 0.0285(14) 0.0380(17) 0.0288(16) -0.0037(13) 0.0050(12) -0.0008(13) C11 0.0314(15) 0.0456(19) 0.0324(17) -0.0065(15) 0.0102(13) 0.0031(14) C12 0.0272(13) 0.0318(15) 0.0286(15) 0.0011(12) 0.0091(12) 0.0016(12) C13 0.0313(14) 0.0340(16) 0.0258(15) -0.0011(13) 0.0097(12) 0.0034(12) C14 0.0289(13) 0.0332(16) 0.0277(16) 0.0005(13) 0.0076(12) 0.0033(12) C15 0.0262(13) 0.0430(17) 0.0312(17) -0.0049(14) 0.0087(12) 0.0048(13) C16 0.0281(14) 0.0379(17) 0.0313(17) 0.0011(14) 0.0086(12) 0.0042(13) C17 0.0350(15) 0.0405(18) 0.0274(16) -0.0019(14) 0.0062(13) 0.0043(13) C18 0.0533(18) 0.0216(15) 0.0391(18) 0.0059(13) 0.0251(15) 0.0084(13) C19 0.0354(15) 0.052(2) 0.0373(19) 0.0077(16) 0.0107(13) -0.0012(15) C20 0.0377(16) 0.059(2) 0.0347(19) -0.0050(16) 0.0041(14) 0.0126(16) C21 0.0418(18) 0.075(3) 0.059(2) 0.024(2) 0.0190(17) 0.0226(18) C22 0.0309(15) 0.074(2) 0.0265(17) -0.0008(16) -0.0063(13) 0.0245(16) N1 0.0334(12) 0.0360(14) 0.0280(14) -0.0021(11) 0.0067(10) 0.0045(11) N2 0.064(2) 0.069(2) 0.065(2) 0.0002(19) 0.0138(17) 0.0034(18) N3 0.0346(13) 0.0446(16) 0.0313(14) 0.0027(12) 0.0083(11) 0.0008(12) N4 0.073(2) 0.103(3) 0.064(3) -0.002(2) 0.0065(19) 0.023(2) N5 0.0319(12) 0.0490(16) 0.0300(15) -0.0030(12) 0.0051(11) 0.0134(12) N6 0.0303(12) 0.0563(18) 0.0447(17) 0.0062(14) 0.0054(12) 0.0147(12) O1 0.085(2) 0.071(2) 0.102(3) -0.0266(18) 0.0441(19) 0.0126(17) O2 0.0584(16) 0.091(2) 0.0525(18) -0.0138(16) 0.0249(14) 0.0108(15) O3 0.0296(10) 0.0593(15) 0.0370(13) -0.0212(11) 0.0069(9) 0.0075(10) O4 0.0292(11) 0.0709(17) 0.0581(16) -0.0255(13) 0.0071(11) -0.0019(11) O5 0.0265(11) 0.089(2) 0.0701(18) -0.0439(15) 0.0144(11) 0.0011(12) O6 0.0247(10) 0.0717(17) 0.0621(17) -0.0263(13) 0.0147(10) 0.0011(11) O7 0.0274(9) 0.0418(12) 0.0382(12) -0.0118(10) 0.0091(9) 0.0003(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O7 1.9685(19) . ? Zn1 N5 2.009(2) . ? Zn1 O2 2.035(3) 1_566 ? Zn1 N1 2.077(2) . ? Zn1 O1 2.466(3) 1_566 ? Zn1 C1 2.524(4) 1_566 ? C1 O2 1.149(5) . ? C1 O1 1.249(5) . ? C1 C2 1.552(5) . ? C1 Zn1 2.524(4) 1_544 ? C2 C3 1.368(5) . ? C2 C7 1.371(5) . ? C3 C4 1.394(5) . ? C3 H3 0.9300 . ? C4 C5 1.365(5) . ? C4 H4 0.9300 . ? C5 C6 1.360(5) . ? C5 C8 1.511(4) . ? C6 C7 1.375(5) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 O3 1.437(4) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 O3 1.367(3) . ? C9 C10 1.385(4) . ? C9 C15 1.395(4) . ? C10 C12 1.388(4) . ? C10 H10 0.9300 . ? C11 O4 1.200(4) . ? C11 O5 1.309(4) . ? C11 C12 1.502(4) . ? C12 C13 1.372(4) . ? C13 C14 1.397(4) . ? C13 H13 0.9300 . ? C14 C15 1.381(4) . ? C14 C16 1.511(4) . ? C15 H15 0.9300 . ? C16 O6 1.242(3) . ? C16 O7 1.250(3) . ? C17 N1 1.321(4) . ? C17 N3 1.326(4) . ? C17 H17 0.9300 . ? C18 N2 1.313(4) . ? C18 N3 1.343(4) . ? C18 H18 0.9300 . ? C19 N3 1.455(4) . ? C19 C19 1.505(6) 2_665 ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 N5 1.311(4) . ? C20 N6 1.314(4) . ? C20 H20 0.9300 . ? C21 N6 1.462(4) . ? C21 C21 1.468(7) 2_756 ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 N4 1.308(4) . ? C22 N6 1.349(4) . ? C22 H22 0.9300 . ? N1 N2 1.365(4) . ? N4 N5 1.362(4) . ? O1 Zn1 2.466(3) 1_544 ? O2 Zn1 2.035(3) 1_544 ? O5 H5 0.8200 . ? 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 O7 Zn1 N5 120.68(10) . . ? O7 Zn1 O2 113.28(10) . 1_566 ? N5 Zn1 O2 115.42(11) . 1_566 ? O7 Zn1 N1 102.80(9) . . ? N5 Zn1 N1 106.37(10) . . ? O2 Zn1 N1 92.94(11) 1_566 . ? O7 Zn1 O1 94.98(10) . 1_566 ? N5 Zn1 O1 86.25(11) . 1_566 ? O2 Zn1 O1 55.45(11) 1_566 1_566 ? N1 Zn1 O1 148.08(11) . 1_566 ? O7 Zn1 C1 105.46(9) . 1_566 ? N5 Zn1 C1 103.19(11) . 1_566 ? O2 Zn1 C1 26.52(12) 1_566 1_566 ? N1 Zn1 C1 119.42(13) . 1_566 ? O1 Zn1 C1 28.95(11) 1_566 1_566 ? O2 C1 O1 125.2(4) . . ? O2 C1 C2 119.2(4) . . ? O1 C1 C2 115.6(4) . . ? O2 C1 Zn1 52.3(2) . 1_544 ? O1 C1 Zn1 73.0(2) . 1_544 ? C2 C1 Zn1 170.5(3) . 1_544 ? C3 C2 C7 118.9(3) . . ? C3 C2 C1 120.6(3) . . ? C7 C2 C1 120.5(3) . . ? C2 C3 C4 120.2(3) . . ? C2 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? C5 C4 C3 120.3(3) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C6 C5 C4 119.0(3) . . ? C6 C5 C8 120.2(3) . . ? C4 C5 C8 120.8(3) . . ? C5 C6 C7 121.1(3) . . ? C5 C6 H6 119.5 . . ? C7 C6 H6 119.5 . . ? C2 C7 C6 120.4(3) . . ? C2 C7 H7 119.8 . . ? C6 C7 H7 119.8 . . ? O3 C8 C5 108.3(2) . . ? O3 C8 H8A 110.0 . . ? C5 C8 H8A 110.0 . . ? O3 C8 H8B 110.0 . . ? C5 C8 H8B 110.0 . . ? H8A C8 H8B 108.4 . . ? O3 C9 C10 124.1(3) . . ? O3 C9 C15 116.1(2) . . ? C10 C9 C15 119.8(3) . . ? C9 C10 C12 119.9(3) . . ? C9 C10 H10 120.1 . . ? C12 C10 H10 120.1 . . ? O4 C11 O5 123.5(3) . . ? O4 C11 C12 123.4(3) . . ? O5 C11 C12 113.0(3) . . ? C13 C12 C10 120.4(2) . . ? C13 C12 C11 121.9(3) . . ? C10 C12 C11 117.7(3) . . ? C12 C13 C14 120.1(3) . . ? C12 C13 H13 119.9 . . ? C14 C13 H13 119.9 . . ? C15 C14 C13 119.6(3) . . ? C15 C14 C16 120.9(2) . . ? C13 C14 C16 119.4(3) . . ? C14 C15 C9 120.2(2) . . ? C14 C15 H15 119.9 . . ? C9 C15 H15 119.9 . . ? O6 C16 O7 122.7(3) . . ? O6 C16 C14 120.0(3) . . ? O7 C16 C14 117.2(2) . . ? N1 C17 N3 110.1(3) . . ? N1 C17 H17 124.9 . . ? N3 C17 H17 124.9 . . ? N2 C18 N3 104.5(3) . . ? N2 C18 H18 127.8 . . ? N3 C18 H18 127.8 . . ? N3 C19 C19 110.7(3) . 2_665 ? N3 C19 H19A 109.5 . . ? C19 C19 H19A 109.5 2_665 . ? N3 C19 H19B 109.5 . . ? C19 C19 H19B 109.5 2_665 . ? H19A C19 H19B 108.1 . . ? N5 C20 N6 111.0(3) . . ? N5 C20 H20 124.5 . . ? N6 C20 H20 124.5 . . ? N6 C21 C21 110.9(4) . 2_756 ? N6 C21 H21A 109.5 . . ? C21 C21 H21A 109.5 2_756 . ? N6 C21 H21B 109.5 . . ? C21 C21 H21B 109.5 2_756 . ? H21A C21 H21B 108.0 . . ? N4 C22 N6 103.9(3) . . ? N4 C22 H22 128.1 . . ? N6 C22 H22 128.1 . . ? C17 N1 N2 103.6(3) . . ? C17 N1 Zn1 133.4(2) . . ? N2 N1 Zn1 122.9(2) . . ? C18 N2 N1 112.4(3) . . ? C17 N3 C18 109.4(2) . . ? C17 N3 C19 129.1(3) . . ? C18 N3 C19 121.5(3) . . ? C22 N4 N5 113.0(3) . . ? C20 N5 N4 103.0(3) . . ? C20 N5 Zn1 128.8(2) . . ? N4 N5 Zn1 127.4(2) . . ? C20 N6 C22 109.0(3) . . ? C20 N6 C21 127.9(3) . . ? C22 N6 C21 123.1(3) . . ? C1 O1 Zn1 78.1(2) . 1_544 ? C1 O2 Zn1 101.2(3) . 1_544 ? C9 O3 C8 116.0(2) . . ? C11 O5 H5 109.5 . . ? C16 O7 Zn1 114.27(17) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 C3 -1.7(5) . . . . ? O1 C1 C2 C3 179.7(3) . . . . ? Zn1 C1 C2 C3 -26.4(16) 1_544 . . . ? O2 C1 C2 C7 177.4(3) . . . . ? O1 C1 C2 C7 -1.3(5) . . . . ? Zn1 C1 C2 C7 152.7(13) 1_544 . . . ? C7 C2 C3 C4 1.6(5) . . . . ? C1 C2 C3 C4 -179.4(3) . . . . ? C2 C3 C4 C5 -1.0(6) . . . . ? C3 C4 C5 C6 -0.9(5) . . . . ? C3 C4 C5 C8 179.8(3) . . . . ? C4 C5 C6 C7 2.1(6) . . . . ? C8 C5 C6 C7 -178.6(3) . . . . ? C3 C2 C7 C6 -0.3(6) . . . . ? C1 C2 C7 C6 -179.4(3) . . . . ? C5 C6 C7 C2 -1.5(6) . . . . ? C6 C5 C8 O3 98.0(4) . . . . ? C4 C5 C8 O3 -82.7(4) . . . . ? O3 C9 C10 C12 -177.8(3) . . . . ? C15 C9 C10 C12 0.8(4) . . . . ? C9 C10 C12 C13 0.4(4) . . . . ? C9 C10 C12 C11 180.0(3) . . . . ? O4 C11 C12 C13 -178.2(3) . . . . ? O5 C11 C12 C13 1.7(4) . . . . ? O4 C11 C12 C10 2.3(5) . . . . ? O5 C11 C12 C10 -177.8(3) . . . . ? C10 C12 C13 C14 -0.9(4) . . . . ? C11 C12 C13 C14 179.6(3) . . . . ? C12 C13 C14 C15 0.1(4) . . . . ? C12 C13 C14 C16 176.6(3) . . . . ? C13 C14 C15 C9 1.2(4) . . . . ? C16 C14 C15 C9 -175.3(3) . . . . ? O3 C9 C15 C14 177.1(3) . . . . ? C10 C9 C15 C14 -1.7(4) . . . . ? C15 C14 C16 O6 1.7(4) . . . . ? C13 C14 C16 O6 -174.8(3) . . . . ? C15 C14 C16 O7 179.5(3) . . . . ? C13 C14 C16 O7 3.0(4) . . . . ? N3 C17 N1 N2 0.2(3) . . . . ? N3 C17 N1 Zn1 175.64(19) . . . . ? O7 Zn1 N1 C17 -66.8(3) . . . . ? N5 Zn1 N1 C17 61.0(3) . . . . ? O2 Zn1 N1 C17 178.5(3) 1_566 . . . ? O1 Zn1 N1 C17 171.0(2) 1_566 . . . ? C1 Zn1 N1 C17 177.0(2) 1_566 . . . ? O7 Zn1 N1 N2 107.9(2) . . . . ? N5 Zn1 N1 N2 -124.3(2) . . . . ? O2 Zn1 N1 N2 -6.8(2) 1_566 . . . ? O1 Zn1 N1 N2 -14.3(3) 1_566 . . . ? C1 Zn1 N1 N2 -8.3(3) 1_566 . . . ? N3 C18 N2 N1 -0.4(4) . . . . ? C17 N1 N2 C18 0.2(4) . . . . ? Zn1 N1 N2 C18 -175.9(2) . . . . ? N1 C17 N3 C18 -0.5(3) . . . . ? N1 C17 N3 C19 179.5(3) . . . . ? N2 C18 N3 C17 0.6(3) . . . . ? N2 C18 N3 C19 -179.4(3) . . . . ? C19 C19 N3 C17 112.7(4) 2_665 . . . ? C19 C19 N3 C18 -67.3(5) 2_665 . . . ? N6 C22 N4 N5 -1.1(5) . . . . ? N6 C20 N5 N4 -3.1(4) . . . . ? N6 C20 N5 Zn1 167.3(2) . . . . ? C22 N4 N5 C20 2.6(4) . . . . ? C22 N4 N5 Zn1 -168.0(3) . . . . ? O7 Zn1 N5 C20 63.6(3) . . . . ? O2 Zn1 N5 C20 -154.1(3) 1_566 . . . ? N1 Zn1 N5 C20 -52.6(3) . . . . ? O1 Zn1 N5 C20 157.2(3) 1_566 . . . ? C1 Zn1 N5 C20 -179.1(3) 1_566 . . . ? O7 Zn1 N5 N4 -128.1(3) . . . . ? O2 Zn1 N5 N4 14.1(3) 1_566 . . . ? N1 Zn1 N5 N4 115.6(3) . . . . ? O1 Zn1 N5 N4 -34.6(3) 1_566 . . . ? C1 Zn1 N5 N4 -10.9(3) 1_566 . . . ? N5 C20 N6 C22 2.6(4) . . . . ? N5 C20 N6 C21 -176.2(3) . . . . ? N4 C22 N6 C20 -0.9(4) . . . . ? N4 C22 N6 C21 178.0(3) . . . . ? C21 C21 N6 C20 -139.0(5) 2_756 . . . ? C21 C21 N6 C22 42.3(6) 2_756 . . . ? O2 C1 O1 Zn1 -2.9(4) . . . 1_544 ? C2 C1 O1 Zn1 175.6(3) . . . 1_544 ? O1 C1 O2 Zn1 3.6(4) . . . 1_544 ? C2 C1 O2 Zn1 -175.0(2) . . . 1_544 ? C10 C9 O3 C8 4.0(4) . . . . ? C15 C9 O3 C8 -174.6(3) . . . . ? C5 C8 O3 C9 172.7(3) . . . . ? O6 C16 O7 Zn1 0.6(4) . . . . ? C14 C16 O7 Zn1 -177.22(18) . . . . ? N5 Zn1 O7 C16 -46.9(2) . . . . ? O2 Zn1 O7 C16 170.1(2) 1_566 . . . ? N1 Zn1 O7 C16 71.2(2) . . . . ? O1 Zn1 O7 C16 -135.5(2) 1_566 . . . ? C1 Zn1 O7 C16 -163.0(2) 1_566 . . . ? _diffrn_measured_fraction_theta_max 0.845 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.505 _refine_diff_density_min -0.527 _refine_diff_density_rms 0.070 #=== data_4 _database_code_depnum_ccdc_archive 'CCDC 828047' #TrackingRef '- CIFs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46 H44 N12 O16 Zn2' _chemical_formula_weight 1151.67 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 Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.8109(6) _cell_length_b 13.7859(5) _cell_length_c 16.9387(6) _cell_angle_alpha 67.887(4) _cell_angle_beta 87.405(4) _cell_angle_gamma 71.034(4) _cell_volume 2407.1(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.589 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1184 _exptl_absorpt_coefficient_mu 1.083 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.78 _exptl_absorpt_correction_T_max 0.86 _exptl_absorpt_process_details ; CrysAlis (Oxford Diffraction, 2006) ; _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 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17725 _diffrn_reflns_av_R_equivalents 0.0264 _diffrn_reflns_av_sigmaI/netI 0.0904 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.80 _diffrn_reflns_theta_max 29.22 _reflns_number_total 10961 _reflns_number_gt 6078 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_cell_refinement CrysAlis _computing_data_reduction CrysAlis _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. H atoms of two water molecules were located in difference Fourier maps and refined isotropically with distance restraints of O---H = 0.85+-0.02 \%A with U~iso~ = 1.5U~eq~(O). The distance of H1WA...HW1B was restrained to 1.44+-0.02 \%A. ; _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^)+(0.0411P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10961 _refine_ls_number_parameters 697 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0790 _refine_ls_R_factor_gt 0.0398 _refine_ls_wR_factor_ref 0.0892 _refine_ls_wR_factor_gt 0.0842 _refine_ls_goodness_of_fit_ref 0.834 _refine_ls_restrained_S_all 0.834 _refine_ls_shift/su_max 0.002 _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 0.67469(3) 0.20239(2) 0.20331(2) 0.02985(10) Uani 1 1 d . . . Zn2 Zn 0.84193(3) 0.82033(2) 0.28917(2) 0.03002(10) Uani 1 1 d . . . C1 C 1.0004(4) -0.5491(2) -0.1311(2) 0.0556(10) Uani 1 1 d . . . C2 C 0.9317(3) -0.4407(2) -0.1249(2) 0.0469(9) Uani 1 1 d . . . C3 C 0.8086(3) -0.4037(3) -0.1314(2) 0.0592(10) Uani 1 1 d . . . H3 H 0.7670 -0.4490 -0.1348 0.071 Uiso 1 1 calc R . . C4 C 0.7457(3) -0.2979(2) -0.1329(2) 0.0576(10) Uani 1 1 d . . . H4 H 0.6621 -0.2731 -0.1375 0.069 Uiso 1 1 calc R . . C5 C 0.8059(3) -0.2297(2) -0.1277(2) 0.0426(8) Uani 1 1 d . . . C6 C 0.9314(3) -0.2700(2) -0.1184(2) 0.0552(9) Uani 1 1 d . . . H6 H 0.9734 -0.2266 -0.1118 0.066 Uiso 1 1 calc R . . C7 C 0.9929(3) -0.3719(3) -0.1190(2) 0.0573(10) Uani 1 1 d . . . H7 H 1.0764 -0.3962 -0.1153 0.069 Uiso 1 1 calc R . . C8 C 0.7383(3) -0.1157(2) -0.1307(2) 0.0512(9) Uani 1 1 d . . . H8A H 0.7598 -0.0613 -0.1791 0.061 Uiso 1 1 calc R . . H8B H 0.6527 -0.1013 -0.1387 0.061 Uiso 1 1 calc R . . C9 C 0.8801(2) 0.01928(19) -0.11561(17) 0.0299(7) Uani 1 1 d . . . H9 H 0.9034 -0.0081 -0.1584 0.036 Uiso 1 1 calc R . . C10 C 0.8046(2) -0.02102(18) -0.05729(18) 0.0299(7) Uani 1 1 d . . . C11 C 0.7705(2) 0.01981(18) 0.00699(17) 0.0273(6) Uani 1 1 d . . . H11 H 0.7180 -0.0057 0.0454 0.033 Uiso 1 1 calc R . . C12 C 0.8144(2) 0.09830(18) 0.01401(16) 0.0256(6) Uani 1 1 d . . . C13 C 0.8893(2) 0.13856(19) -0.04476(16) 0.0265(6) Uani 1 1 d . . . H13 H 0.9185 0.1915 -0.0403 0.032 Uiso 1 1 calc R . . C14 C 0.9214(2) 0.10071(18) -0.11046(16) 0.0246(6) Uani 1 1 d . . . C15 C 1.0035(2) 0.14561(19) -0.17210(17) 0.0264(6) Uani 1 1 d . . . C16 C 0.7808(2) 0.14273(19) 0.08370(17) 0.0284(7) Uani 1 1 d . . . C17 C 0.5989(2) 0.53976(18) 0.04488(17) 0.0260(6) Uani 1 1 d . . . H17 H 0.6144 0.5979 0.0008 0.031 Uiso 1 1 calc R . . C18 C 0.5172(3) 0.4453(2) 0.15123(19) 0.0359(7) Uani 1 1 d . . . H18 H 0.4642 0.4296 0.1927 0.043 Uiso 1 1 calc R . . C19 C 0.4176(3) 0.6525(2) 0.0857(2) 0.0478(8) Uani 1 1 d . . . H19A H 0.3459 0.6391 0.1106 0.057 Uiso 1 1 calc R . . H19B H 0.3965 0.6979 0.0253 0.057 Uiso 1 1 calc R . . C20 C 0.4595(3) 0.7159(2) 0.1280(2) 0.0423(8) Uani 1 1 d . . . H20A H 0.3899 0.7730 0.1344 0.051 Uiso 1 1 calc R . . H20B H 0.4969 0.6653 0.1849 0.051 Uiso 1 1 calc R . . C21 C 0.5479(3) 0.7700(2) 0.0787(2) 0.0461(8) Uani 1 1 d . . . H21A H 0.6147 0.7145 0.0679 0.055 Uiso 1 1 calc R . . H21B H 0.5087 0.8264 0.0240 0.055 Uiso 1 1 calc R . . C22 C 0.5196(2) 0.9068(2) 0.14363(19) 0.0281(6) Uani 1 1 d . . . H22 H 0.4389 0.9461 0.1249 0.034 Uiso 1 1 calc R . . C23 C 0.7012(3) 0.7872(2) 0.16470(18) 0.0326(7) Uani 1 1 d . . . H23 H 0.7661 0.7290 0.1615 0.039 Uiso 1 1 calc R . . C24 C 0.8625(3) 0.5827(2) 0.41233(18) 0.0361(7) Uani 1 1 d . . . H24 H 0.7915 0.6091 0.4352 0.043 Uiso 1 1 calc R . . C25 C 1.0090(3) 0.5801(2) 0.33708(19) 0.0361(7) Uani 1 1 d . . . H25 H 1.0635 0.5999 0.2981 0.043 Uiso 1 1 calc R . . C26 C 1.0609(3) 0.3084(2) 0.3530(2) 0.0385(7) Uani 1 1 d . . . H26A H 1.0195 0.3589 0.2973 0.046 Uiso 1 1 calc R . . H26B H 1.1284 0.2514 0.3446 0.046 Uiso 1 1 calc R . . C27 C 0.9764(3) 0.2547(2) 0.4069(2) 0.0417(8) Uani 1 1 d . . . H27A H 1.0193 0.1991 0.4609 0.050 Uiso 1 1 calc R . . H27B H 0.9118 0.3104 0.4193 0.050 Uiso 1 1 calc R . . C28 C 1.1082(3) 0.3719(2) 0.3920(2) 0.0433(8) Uani 1 1 d . . . H28A H 1.1359 0.3258 0.4516 0.052 Uiso 1 1 calc R . . H28B H 1.1765 0.3875 0.3627 0.052 Uiso 1 1 calc R . . C29 C 0.8224(3) 0.2428(2) 0.31829(19) 0.0332(7) Uani 1 1 d . . . H29 H 0.7646 0.3111 0.3101 0.040 Uiso 1 1 calc R . . C30 C 0.9167(3) 0.0884(2) 0.3138(2) 0.0445(8) Uani 1 1 d . . . H30 H 0.9361 0.0258 0.3003 0.053 Uiso 1 1 calc R . . C31 C 0.7168(3) 0.8598(2) 0.41552(18) 0.0328(7) Uani 1 1 d . . . C32 C 0.6795(2) 0.89267(19) 0.49040(17) 0.0268(6) Uani 1 1 d . . . C33 C 0.6045(2) 0.84412(19) 0.54437(17) 0.0298(7) Uani 1 1 d . . . H33 H 0.5763 0.7953 0.5322 0.036 Uiso 1 1 calc R . . C34 C 0.5712(2) 0.86769(19) 0.61648(17) 0.0287(7) Uani 1 1 d . . . C35 C 0.6117(2) 0.9426(2) 0.63289(18) 0.0327(7) Uani 1 1 d . . . H35 H 0.5902 0.9589 0.6811 0.039 Uiso 1 1 calc R . . C36 C 0.6839(3) 0.9933(2) 0.57779(18) 0.0339(7) Uani 1 1 d . . . C37 C 0.7198(2) 0.96734(19) 0.50722(18) 0.0332(7) Uani 1 1 d . . . H37 H 0.7706 0.9997 0.4714 0.040 Uiso 1 1 calc R . . C38 C 0.4895(2) 0.8164(2) 0.67435(18) 0.0323(7) Uani 1 1 d . . . C39 C 0.7623(3) 1.1425(2) 0.5386(2) 0.0484(9) Uani 1 1 d . . . H39A H 0.7227 1.1681 0.4820 0.058 Uiso 1 1 calc R . . H39B H 0.8475 1.1062 0.5374 0.058 Uiso 1 1 calc R . . C40 C 0.7426(3) 1.2382(2) 0.5660(2) 0.0426(8) Uani 1 1 d . . . C41 C 0.7775(3) 1.2189(2) 0.6494(2) 0.0566(10) Uani 1 1 d . . . H41 H 0.8211 1.1472 0.6863 0.068 Uiso 1 1 calc R . . C42 C 0.7486(3) 1.3040(2) 0.6780(2) 0.0509(9) Uani 1 1 d . . . H42 H 0.7705 1.2897 0.7344 0.061 Uiso 1 1 calc R . . C43 C 0.6867(3) 1.4114(2) 0.6227(2) 0.0399(8) Uani 1 1 d . . . C44 C 0.6567(3) 1.4322(2) 0.5390(2) 0.0454(8) Uani 1 1 d . . . H44 H 0.6173 1.5046 0.5014 0.055 Uiso 1 1 calc R . . C45 C 0.6848(3) 1.3458(2) 0.5102(2) 0.0470(8) Uani 1 1 d . . . H45 H 0.6647 1.3606 0.4535 0.056 Uiso 1 1 calc R . . C46 C 0.6483(3) 1.5024(3) 0.6567(2) 0.0466(8) Uani 1 1 d . . . N1 N 0.8118(2) 0.17206(17) 0.28533(14) 0.0316(6) Uani 1 1 d . . . N2 N 0.9895(2) 0.10134(19) 0.36201(19) 0.0518(8) Uani 1 1 d . . . N3 N 0.9256(2) 0.20248(17) 0.36388(16) 0.0354(6) Uani 1 1 d . . . N4 N 1.0173(2) 0.47646(17) 0.38674(16) 0.0348(6) Uani 1 1 d . . . N5 N 0.9238(2) 0.47682(18) 0.43589(17) 0.0430(7) Uani 1 1 d . . . N6 N 0.9117(2) 0.65088(16) 0.35136(15) 0.0331(6) Uani 1 1 d . . . N7 N 0.5872(3) 0.9222(2) 0.1917(2) 0.0638(9) Uani 1 1 d . . . N8 N 0.70461(19) 0.84862(16) 0.20834(14) 0.0292(6) Uani 1 1 d . . . N9 N 0.5928(2) 0.82050(18) 0.12662(16) 0.0389(6) Uani 1 1 d . . . N10 N 0.5088(2) 0.54578(16) 0.09524(16) 0.0384(6) Uani 1 1 d . . . N11 N 0.6605(3) 0.4336(2) 0.0714(2) 0.0649(9) Uani 1 1 d . . . N12 N 0.6127(2) 0.37060(16) 0.13903(14) 0.0325(6) Uani 1 1 d . . . O1 O 0.9368(2) -0.61491(17) -0.11794(17) 0.0707(8) Uani 1 1 d . . . H1 H 0.9784 -0.6731 -0.1220 0.106 Uiso 1 1 calc R . . O2 O 1.1031(2) -0.57079(19) -0.1503(2) 0.0824(9) Uani 1 1 d . . . O3 O 0.7645(2) -0.10477(14) -0.05399(13) 0.0472(6) Uani 1 1 d . . . O4 O 1.04239(16) 0.10396(14) -0.22736(12) 0.0333(5) Uani 1 1 d . . . O5 O 1.03273(17) 0.22365(14) -0.16890(13) 0.0388(5) Uani 1 1 d . . . O6 O 0.69622(18) 0.11950(14) 0.12790(12) 0.0391(5) Uani 1 1 d . . . O7 O 0.83169(19) 0.20270(16) 0.09344(13) 0.0452(6) Uani 1 1 d . . . O8 O 0.80099(18) 0.88922(14) 0.37481(12) 0.0401(5) Uani 1 1 d . . . O9 O 0.6686(2) 0.80179(17) 0.39845(14) 0.0489(6) Uani 1 1 d . . . O10 O 0.46331(18) 0.73998(14) 0.66611(13) 0.0435(6) Uani 1 1 d . . . O11 O 0.44992(17) 0.85345(14) 0.73224(13) 0.0387(5) Uani 1 1 d . . . O12 O 0.7125(2) 1.06872(16) 0.59964(14) 0.0532(6) Uani 1 1 d . . . O13 O 0.6863(2) 1.49086(19) 0.72567(18) 0.0685(7) Uani 1 1 d . . . O14 O 0.5704(2) 1.59321(17) 0.60454(16) 0.0657(7) Uani 1 1 d . . . H14 H 0.5524 1.6401 0.6258 0.098 Uiso 1 1 calc R . . O1W O 1.2854(4) -0.5024(2) -0.2746(2) 0.1031(11) Uani 1 1 d D . . H1B H 1.330(4) -0.548(3) -0.293(3) 0.155 Uiso 1 1 d D . . H1A H 1.245(5) -0.517(4) -0.233(3) 0.155 Uiso 1 1 d D . . O2W O 0.5687(3) 0.6752(2) 0.3420(2) 0.0785(8) Uani 1 1 d D . . H2A H 0.583(4) 0.718(3) 0.365(3) 0.118 Uiso 1 1 d D . . H2B H 0.492(2) 0.705(4) 0.348(3) 0.118 Uiso 1 1 d 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 0.0358(2) 0.03193(17) 0.0299(2) -0.01865(14) 0.01168(16) -0.01466(15) Zn2 0.0364(2) 0.03047(17) 0.0296(2) -0.01697(14) 0.01276(16) -0.01417(15) C1 0.071(3) 0.0414(18) 0.057(2) -0.0255(16) 0.017(2) -0.0147(19) C2 0.052(2) 0.0364(16) 0.059(2) -0.0280(15) 0.0153(18) -0.0127(16) C3 0.055(2) 0.0511(19) 0.092(3) -0.0440(19) 0.019(2) -0.0257(18) C4 0.044(2) 0.0502(19) 0.097(3) -0.0464(19) 0.018(2) -0.0189(17) C5 0.044(2) 0.0389(16) 0.054(2) -0.0293(15) 0.0095(17) -0.0123(15) C6 0.052(2) 0.0500(19) 0.081(3) -0.0391(18) 0.006(2) -0.0216(18) C7 0.042(2) 0.0524(19) 0.079(3) -0.0394(18) 0.0025(19) -0.0007(17) C8 0.051(2) 0.0426(17) 0.067(3) -0.0300(16) 0.0037(19) -0.0136(16) C9 0.0354(17) 0.0256(13) 0.0278(16) -0.0150(11) 0.0085(13) -0.0042(12) C10 0.0364(17) 0.0198(12) 0.0342(17) -0.0130(11) 0.0087(14) -0.0078(12) C11 0.0285(16) 0.0260(13) 0.0258(16) -0.0096(11) 0.0112(13) -0.0085(12) C12 0.0287(16) 0.0231(12) 0.0236(15) -0.0106(11) 0.0076(13) -0.0055(12) C13 0.0281(16) 0.0239(13) 0.0272(16) -0.0112(11) 0.0054(13) -0.0069(12) C14 0.0276(15) 0.0202(12) 0.0232(15) -0.0090(10) 0.0065(12) -0.0041(11) C15 0.0256(15) 0.0228(13) 0.0252(16) -0.0080(11) 0.0048(13) -0.0026(12) C16 0.0310(16) 0.0236(13) 0.0254(16) -0.0101(11) 0.0048(14) -0.0021(12) C17 0.0344(16) 0.0110(12) 0.0267(15) 0.0000(10) 0.0056(13) -0.0092(11) C18 0.0400(18) 0.0326(15) 0.0379(19) -0.0173(13) 0.0076(15) -0.0119(14) C19 0.047(2) 0.0337(16) 0.058(2) -0.0177(14) -0.0156(17) -0.0043(15) C20 0.048(2) 0.0317(15) 0.048(2) -0.0186(13) -0.0029(17) -0.0092(15) C21 0.053(2) 0.0475(17) 0.048(2) -0.0275(15) -0.0009(17) -0.0174(17) C22 0.0118(14) 0.0278(13) 0.0463(19) -0.0247(13) -0.0103(13) 0.0053(12) C23 0.0382(19) 0.0268(14) 0.0343(18) -0.0155(12) 0.0080(15) -0.0091(13) C24 0.0369(18) 0.0359(16) 0.0393(19) -0.0173(13) 0.0103(15) -0.0142(14) C25 0.0378(18) 0.0329(15) 0.0398(19) -0.0136(13) 0.0100(15) -0.0160(14) C26 0.0395(18) 0.0357(15) 0.045(2) -0.0198(13) 0.0068(16) -0.0133(14) C27 0.052(2) 0.0432(16) 0.0392(19) -0.0207(14) 0.0027(16) -0.0210(16) C28 0.0325(18) 0.0337(16) 0.062(2) -0.0180(14) -0.0022(16) -0.0083(14) C29 0.0371(19) 0.0297(14) 0.0356(18) -0.0183(13) 0.0060(15) -0.0083(14) C30 0.040(2) 0.0343(16) 0.064(2) -0.0284(15) 0.0010(18) -0.0068(15) C31 0.0381(18) 0.0292(14) 0.0305(17) -0.0147(12) 0.0105(15) -0.0077(14) C32 0.0309(16) 0.0244(13) 0.0249(16) -0.0115(11) 0.0083(13) -0.0072(12) C33 0.0355(17) 0.0256(13) 0.0304(17) -0.0152(12) 0.0081(14) -0.0083(13) C34 0.0262(16) 0.0275(13) 0.0305(17) -0.0120(11) 0.0094(13) -0.0064(12) C35 0.0408(18) 0.0344(14) 0.0287(17) -0.0195(12) 0.0155(14) -0.0130(13) C36 0.0442(18) 0.0322(14) 0.0356(18) -0.0209(12) 0.0151(15) -0.0180(14) C37 0.0377(18) 0.0287(14) 0.0365(18) -0.0158(12) 0.0170(15) -0.0133(13) C38 0.0316(17) 0.0325(15) 0.0314(17) -0.0139(12) 0.0097(14) -0.0079(13) C39 0.061(2) 0.0430(17) 0.051(2) -0.0237(15) 0.0200(18) -0.0259(16) C40 0.045(2) 0.0388(16) 0.052(2) -0.0244(15) 0.0137(17) -0.0176(15) C41 0.069(3) 0.0378(17) 0.056(2) -0.0168(16) -0.009(2) -0.0077(17) C42 0.057(2) 0.0480(19) 0.051(2) -0.0253(16) -0.0060(18) -0.0134(17) C43 0.0399(19) 0.0406(17) 0.046(2) -0.0226(14) 0.0082(16) -0.0154(15) C44 0.054(2) 0.0319(15) 0.047(2) -0.0154(14) 0.0084(17) -0.0105(15) C45 0.058(2) 0.0469(18) 0.0366(19) -0.0176(15) 0.0113(17) -0.0176(17) C46 0.045(2) 0.053(2) 0.053(2) -0.0277(18) 0.0112(19) -0.0235(18) N1 0.0365(15) 0.0321(12) 0.0319(14) -0.0179(10) 0.0080(12) -0.0126(12) N2 0.0448(18) 0.0406(14) 0.074(2) -0.0274(14) -0.0061(16) -0.0107(13) N3 0.0396(16) 0.0318(12) 0.0423(16) -0.0207(11) 0.0051(13) -0.0140(12) N4 0.0329(14) 0.0312(12) 0.0434(16) -0.0168(11) 0.0023(12) -0.0115(11) N5 0.0433(16) 0.0368(14) 0.0496(17) -0.0148(11) 0.0091(14) -0.0172(12) N6 0.0358(14) 0.0309(12) 0.0347(15) -0.0147(10) 0.0071(12) -0.0115(11) N7 0.065(2) 0.0505(16) 0.070(2) -0.0221(15) 0.0256(19) -0.0159(16) N8 0.0296(14) 0.0252(11) 0.0326(14) -0.0127(10) 0.0092(11) -0.0079(10) N9 0.0403(17) 0.0385(13) 0.0427(17) -0.0227(11) 0.0017(13) -0.0103(12) N10 0.0442(16) 0.0278(12) 0.0420(16) -0.0146(11) -0.0074(13) -0.0074(12) N11 0.078(2) 0.081(2) 0.056(2) -0.0326(16) 0.0116(18) -0.0464(19) N12 0.0416(15) 0.0294(11) 0.0302(14) -0.0132(10) 0.0084(12) -0.0149(11) O1 0.0892(19) 0.0428(12) 0.098(2) -0.0428(13) 0.0418(16) -0.0307(13) O2 0.0654(18) 0.0621(16) 0.132(3) -0.0617(16) 0.0379(18) -0.0125(14) O3 0.0728(16) 0.0423(11) 0.0463(14) -0.0291(10) 0.0222(12) -0.0321(11) O4 0.0391(12) 0.0397(10) 0.0321(11) -0.0228(8) 0.0178(10) -0.0183(9) O5 0.0491(13) 0.0321(10) 0.0452(13) -0.0211(9) 0.0249(11) -0.0213(10) O6 0.0491(13) 0.0454(11) 0.0381(12) -0.0280(9) 0.0248(11) -0.0236(10) O7 0.0531(14) 0.0564(12) 0.0485(14) -0.0368(11) 0.0209(11) -0.0290(11) O8 0.0492(13) 0.0458(11) 0.0397(13) -0.0278(9) 0.0262(11) -0.0237(10) O9 0.0644(15) 0.0630(13) 0.0466(14) -0.0393(11) 0.0255(12) -0.0368(12) O10 0.0545(14) 0.0388(11) 0.0516(14) -0.0272(10) 0.0269(11) -0.0249(10) O11 0.0433(12) 0.0505(11) 0.0397(12) -0.0293(9) 0.0262(10) -0.0265(10) O12 0.0879(17) 0.0550(12) 0.0479(14) -0.0349(11) 0.0315(13) -0.0487(13) O13 0.0712(18) 0.0736(16) 0.074(2) -0.0499(15) 0.0026(15) -0.0147(14) O14 0.0892(19) 0.0406(12) 0.0652(17) -0.0301(12) 0.0025(15) -0.0069(13) O1W 0.126(3) 0.0543(16) 0.119(3) -0.0284(17) -0.003(2) -0.0222(19) O2W 0.081(2) 0.0838(19) 0.084(2) -0.0338(15) 0.0088(18) -0.0431(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 O6 1.9706(18) . ? Zn1 O11 1.9770(17) 2_666 ? Zn1 N1 2.013(2) . ? Zn1 N12 2.041(2) . ? Zn1 C16 2.590(3) . ? Zn2 O8 1.9788(18) . ? Zn2 O4 2.0067(17) 2_765 ? Zn2 N8 2.011(2) . ? Zn2 N6 2.054(2) . ? C1 O2 1.212(4) . ? C1 O1 1.309(4) . ? C1 C2 1.491(4) . ? C2 C3 1.369(5) . ? C2 C7 1.399(5) . ? C3 C4 1.396(4) . ? C3 H3 0.9300 . ? C4 C5 1.378(4) . ? C4 H4 0.9300 . ? C5 C6 1.397(4) . ? C5 C8 1.496(4) . ? C6 C7 1.360(4) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 O3 1.423(4) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.382(3) . ? C9 C14 1.393(4) . ? C9 H9 0.9300 . ? C10 O3 1.365(3) . ? C10 C11 1.392(4) . ? C11 C12 1.386(4) . ? C11 H11 0.9300 . ? C12 C13 1.380(3) . ? C12 C16 1.507(3) . ? C13 C14 1.387(3) . ? C13 H13 0.9300 . ? C14 C15 1.492(3) . ? C15 O5 1.252(3) . ? C15 O4 1.269(3) . ? C16 O7 1.228(3) . ? C16 O6 1.273(3) . ? C17 N11 1.309(3) . ? C17 N10 1.334(3) . ? C17 H17 0.9300 . ? C18 N12 1.326(3) . ? C18 N10 1.327(3) . ? C18 H18 0.9300 . ? C19 N10 1.469(3) . ? C19 C20 1.519(4) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C21 1.517(4) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 N9 1.459(4) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 N7 1.282(4) . ? C22 N9 1.347(3) . ? C22 H22 0.9300 . ? C23 N9 1.317(4) . ? C23 N8 1.327(3) . ? C23 H23 0.9300 . ? C24 N5 1.309(3) . ? C24 N6 1.363(3) . ? C24 H24 0.9300 . ? C25 N6 1.325(3) . ? C25 N4 1.330(3) . ? C25 H25 0.9300 . ? C26 C27 1.506(4) . ? C26 C28 1.517(4) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 N3 1.458(4) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 N4 1.465(3) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 N3 1.309(4) . ? C29 N1 1.332(3) . ? C29 H29 0.9300 . ? C30 N2 1.308(4) . ? C30 N1 1.344(3) . ? C30 H30 0.9300 . ? C31 O9 1.238(3) . ? C31 O8 1.272(3) . ? C31 C32 1.504(4) . ? C32 C33 1.385(3) . ? C32 C37 1.386(4) . ? C33 C34 1.387(3) . ? C33 H33 0.9300 . ? C34 C35 1.386(4) . ? C34 C38 1.493(4) . ? C35 C36 1.382(4) . ? C35 H35 0.9300 . ? C36 O12 1.365(3) . ? C36 C37 1.384(4) . ? C37 H37 0.9300 . ? C38 O10 1.245(3) . ? C38 O11 1.273(3) . ? C39 O12 1.411(3) . ? C39 C40 1.503(4) . ? C39 H39A 0.9700 . ? C39 H39B 0.9700 . ? C40 C45 1.381(4) . ? C40 C41 1.392(5) . ? C41 C42 1.371(4) . ? C41 H41 0.9300 . ? C42 C43 1.385(4) . ? C42 H42 0.9300 . ? C43 C44 1.376(4) . ? C43 C46 1.504(4) . ? C44 C45 1.389(4) . ? C44 H44 0.9300 . ? C45 H45 0.9300 . ? C46 O13 1.205(4) . ? C46 O14 1.299(4) . ? N2 N3 1.365(3) . ? N4 N5 1.352(3) . ? N7 N8 1.392(3) . ? N11 N12 1.378(3) . ? O1 H1 0.8200 . ? O4 Zn2 2.0067(17) 2_765 ? O11 Zn1 1.9770(17) 2_666 ? O14 H14 0.8200 . ? O1W H1B 0.832(18) . ? O1W H1A 0.835(18) . ? O2W H2A 0.878(19) . ? O2W H2B 0.880(19) . ? 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 O6 Zn1 O11 96.01(8) . 2_666 ? O6 Zn1 N1 120.20(8) . . ? O11 Zn1 N1 109.63(9) 2_666 . ? O6 Zn1 N12 113.41(9) . . ? O11 Zn1 N12 112.08(8) 2_666 . ? N1 Zn1 N12 105.38(9) . . ? O6 Zn1 C16 28.50(8) . . ? O11 Zn1 C16 124.45(9) 2_666 . ? N1 Zn1 C16 103.61(9) . . ? N12 Zn1 C16 99.86(8) . . ? O8 Zn2 O4 99.01(7) . 2_765 ? O8 Zn2 N8 116.03(8) . . ? O4 Zn2 N8 111.09(8) 2_765 . ? O8 Zn2 N6 109.18(8) . . ? O4 Zn2 N6 116.09(8) 2_765 . ? N8 Zn2 N6 105.78(9) . . ? O2 C1 O1 124.0(3) . . ? O2 C1 C2 122.7(3) . . ? O1 C1 C2 113.2(3) . . ? C3 C2 C7 119.2(3) . . ? C3 C2 C1 120.8(3) . . ? C7 C2 C1 119.8(3) . . ? C2 C3 C4 120.0(3) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C5 C4 C3 120.8(3) . . ? C5 C4 H4 119.6 . . ? C3 C4 H4 119.6 . . ? C4 C5 C6 118.6(3) . . ? C4 C5 C8 120.7(3) . . ? C6 C5 C8 120.7(3) . . ? C7 C6 C5 120.7(3) . . ? C7 C6 H6 119.7 . . ? C5 C6 H6 119.7 . . ? C6 C7 C2 120.7(3) . . ? C6 C7 H7 119.7 . . ? C2 C7 H7 119.7 . . ? O3 C8 C5 111.0(3) . . ? O3 C8 H8A 109.4 . . ? C5 C8 H8A 109.4 . . ? O3 C8 H8B 109.4 . . ? C5 C8 H8B 109.4 . . ? H8A C8 H8B 108.0 . . ? C10 C9 C14 120.2(2) . . ? C10 C9 H9 119.9 . . ? C14 C9 H9 119.9 . . ? O3 C10 C9 124.7(2) . . ? O3 C10 C11 115.6(2) . . ? C9 C10 C11 119.6(2) . . ? C12 C11 C10 120.3(2) . . ? C12 C11 H11 119.8 . . ? C10 C11 H11 119.8 . . ? C13 C12 C11 119.7(2) . . ? C13 C12 C16 118.7(2) . . ? C11 C12 C16 121.6(2) . . ? C12 C13 C14 120.5(2) . . ? C12 C13 H13 119.7 . . ? C14 C13 H13 119.7 . . ? C13 C14 C9 119.5(2) . . ? C13 C14 C15 118.8(2) . . ? C9 C14 C15 121.6(2) . . ? O5 C15 O4 121.0(2) . . ? O5 C15 C14 119.8(2) . . ? O4 C15 C14 119.2(2) . . ? O7 C16 O6 122.8(2) . . ? O7 C16 C12 119.5(2) . . ? O6 C16 C12 117.7(3) . . ? O7 C16 Zn1 75.20(15) . . ? O6 C16 Zn1 47.63(12) . . ? C12 C16 Zn1 164.9(2) . . ? N11 C17 N10 104.5(2) . . ? N11 C17 H17 127.8 . . ? N10 C17 H17 127.8 . . ? N12 C18 N10 109.6(2) . . ? N12 C18 H18 125.2 . . ? N10 C18 H18 125.2 . . ? N10 C19 C20 113.1(3) . . ? N10 C19 H19A 109.0 . . ? C20 C19 H19A 109.0 . . ? N10 C19 H19B 109.0 . . ? C20 C19 H19B 109.0 . . ? H19A C19 H19B 107.8 . . ? C21 C20 C19 113.7(3) . . ? C21 C20 H20A 108.8 . . ? C19 C20 H20A 108.8 . . ? C21 C20 H20B 108.8 . . ? C19 C20 H20B 108.8 . . ? H20A C20 H20B 107.7 . . ? N9 C21 C20 110.8(3) . . ? N9 C21 H21A 109.5 . . ? C20 C21 H21A 109.5 . . ? N9 C21 H21B 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 108.1 . . ? N7 C22 N9 103.8(2) . . ? N7 C22 H22 128.1 . . ? N9 C22 H22 128.1 . . ? N9 C23 N8 110.4(2) . . ? N9 C23 H23 124.8 . . ? N8 C23 H23 124.8 . . ? N5 C24 N6 114.2(2) . . ? N5 C24 H24 122.9 . . ? N6 C24 H24 122.9 . . ? N6 C25 N4 110.0(2) . . ? N6 C25 H25 125.0 . . ? N4 C25 H25 125.0 . . ? C27 C26 C28 113.5(3) . . ? C27 C26 H26A 108.9 . . ? C28 C26 H26A 108.9 . . ? C27 C26 H26B 108.9 . . ? C28 C26 H26B 108.9 . . ? H26A C26 H26B 107.7 . . ? N3 C27 C26 111.6(2) . . ? N3 C27 H27A 109.3 . . ? C26 C27 H27A 109.3 . . ? N3 C27 H27B 109.3 . . ? C26 C27 H27B 109.3 . . ? H27A C27 H27B 108.0 . . ? N4 C28 C26 112.6(2) . . ? N4 C28 H28A 109.1 . . ? C26 C28 H28A 109.1 . . ? N4 C28 H28B 109.1 . . ? C26 C28 H28B 109.1 . . ? H28A C28 H28B 107.8 . . ? N3 C29 N1 110.4(2) . . ? N3 C29 H29 124.8 . . ? N1 C29 H29 124.8 . . ? N2 C30 N1 115.1(2) . . ? N2 C30 H30 122.5 . . ? N1 C30 H30 122.5 . . ? O9 C31 O8 123.0(3) . . ? O9 C31 C32 119.1(2) . . ? O8 C31 C32 117.9(3) . . ? C33 C32 C37 120.0(2) . . ? C33 C32 C31 118.1(2) . . ? C37 C32 C31 121.9(2) . . ? C32 C33 C34 120.6(3) . . ? C32 C33 H33 119.7 . . ? C34 C33 H33 119.7 . . ? C35 C34 C33 119.1(2) . . ? C35 C34 C38 120.1(2) . . ? C33 C34 C38 120.8(3) . . ? C36 C35 C34 120.2(3) . . ? C36 C35 H35 119.9 . . ? C34 C35 H35 119.9 . . ? O12 C36 C35 114.0(2) . . ? O12 C36 C37 125.4(2) . . ? C35 C36 C37 120.6(3) . . ? C36 C37 C32 119.4(2) . . ? C36 C37 H37 120.3 . . ? C32 C37 H37 120.3 . . ? O10 C38 O11 122.3(2) . . ? O10 C38 C34 120.7(2) . . ? O11 C38 C34 117.0(2) . . ? O12 C39 C40 106.1(2) . . ? O12 C39 H39A 110.5 . . ? C40 C39 H39A 110.5 . . ? O12 C39 H39B 110.5 . . ? C40 C39 H39B 110.5 . . ? H39A C39 H39B 108.7 . . ? C45 C40 C41 119.0(3) . . ? C45 C40 C39 120.7(3) . . ? C41 C40 C39 120.3(3) . . ? C42 C41 C40 120.9(3) . . ? C42 C41 H41 119.5 . . ? C40 C41 H41 119.5 . . ? C41 C42 C43 119.8(3) . . ? C41 C42 H42 120.1 . . ? C43 C42 H42 120.1 . . ? C44 C43 C42 119.7(3) . . ? C44 C43 C46 121.2(3) . . ? C42 C43 C46 119.1(3) . . ? C43 C44 C45 120.5(3) . . ? C43 C44 H44 119.8 . . ? C45 C44 H44 119.8 . . ? C40 C45 C44 120.0(3) . . ? C40 C45 H45 120.0 . . ? C44 C45 H45 120.0 . . ? O13 C46 O14 124.1(3) . . ? O13 C46 C43 122.8(3) . . ? O14 C46 C43 113.1(3) . . ? C29 N1 C30 102.5(3) . . ? C29 N1 Zn1 124.98(19) . . ? C30 N1 Zn1 132.20(19) . . ? C30 N2 N3 102.2(2) . . ? C29 N3 N2 109.9(2) . . ? C29 N3 C27 128.6(2) . . ? N2 N3 C27 121.4(3) . . ? C25 N4 N5 110.0(2) . . ? C25 N4 C28 129.2(2) . . ? N5 N4 C28 120.8(2) . . ? C24 N5 N4 103.0(2) . . ? C25 N6 C24 102.8(2) . . ? C25 N6 Zn2 128.91(18) . . ? C24 N6 Zn2 128.02(18) . . ? C22 N7 N8 114.1(3) . . ? C23 N8 N7 101.6(3) . . ? C23 N8 Zn2 126.14(19) . . ? N7 N8 Zn2 131.7(2) . . ? C23 N9 C22 110.2(3) . . ? C23 N9 C21 128.1(2) . . ? C22 N9 C21 121.5(3) . . ? C18 N10 C17 110.3(2) . . ? C18 N10 C19 128.1(3) . . ? C17 N10 C19 121.6(2) . . ? C17 N11 N12 112.3(2) . . ? C18 N12 N11 103.3(2) . . ? C18 N12 Zn1 128.91(18) . . ? N11 N12 Zn1 127.75(18) . . ? C1 O1 H1 109.5 . . ? C10 O3 C8 120.2(2) . . ? C15 O4 Zn2 105.65(16) . 2_765 ? C16 O6 Zn1 103.88(17) . . ? C31 O8 Zn2 108.46(18) . . ? C38 O11 Zn1 115.28(17) . 2_666 ? C36 O12 C39 118.4(2) . . ? C46 O14 H14 109.5 . . ? H1B O1W H1A 127(4) . . ? H2A O2W H2B 86(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 C3 158.1(4) . . . . ? O1 C1 C2 C3 -18.7(5) . . . . ? O2 C1 C2 C7 -16.9(6) . . . . ? O1 C1 C2 C7 166.2(3) . . . . ? C7 C2 C3 C4 0.7(6) . . . . ? C1 C2 C3 C4 -174.4(3) . . . . ? C2 C3 C4 C5 -0.2(6) . . . . ? C3 C4 C5 C6 -1.9(5) . . . . ? C3 C4 C5 C8 179.0(3) . . . . ? C4 C5 C6 C7 3.4(5) . . . . ? C8 C5 C6 C7 -177.5(3) . . . . ? C5 C6 C7 C2 -3.0(6) . . . . ? C3 C2 C7 C6 0.9(5) . . . . ? C1 C2 C7 C6 176.0(3) . . . . ? C4 C5 C8 O3 118.7(4) . . . . ? C6 C5 C8 O3 -60.4(4) . . . . ? C14 C9 C10 O3 -176.2(3) . . . . ? C14 C9 C10 C11 -0.3(4) . . . . ? O3 C10 C11 C12 174.6(2) . . . . ? C9 C10 C11 C12 -1.7(4) . . . . ? C10 C11 C12 C13 2.0(4) . . . . ? C10 C11 C12 C16 -179.0(2) . . . . ? C11 C12 C13 C14 -0.3(4) . . . . ? C16 C12 C13 C14 -179.3(2) . . . . ? C12 C13 C14 C9 -1.7(4) . . . . ? C12 C13 C14 C15 -179.4(2) . . . . ? C10 C9 C14 C13 2.0(4) . . . . ? C10 C9 C14 C15 179.7(2) . . . . ? C13 C14 C15 O5 -6.9(4) . . . . ? C9 C14 C15 O5 175.5(3) . . . . ? C13 C14 C15 O4 173.4(2) . . . . ? C9 C14 C15 O4 -4.3(4) . . . . ? C13 C12 C16 O7 -9.0(4) . . . . ? C11 C12 C16 O7 172.0(3) . . . . ? C13 C12 C16 O6 168.1(2) . . . . ? C11 C12 C16 O6 -10.8(4) . . . . ? C13 C12 C16 Zn1 156.0(6) . . . . ? C11 C12 C16 Zn1 -23.0(8) . . . . ? O6 Zn1 C16 O7 -178.9(3) . . . . ? O11 Zn1 C16 O7 -174.98(15) 2_666 . . . ? N1 Zn1 C16 O7 -49.17(17) . . . . ? N12 Zn1 C16 O7 59.44(18) . . . . ? O11 Zn1 C16 O6 3.9(2) 2_666 . . . ? N1 Zn1 C16 O6 129.70(17) . . . . ? N12 Zn1 C16 O6 -121.69(17) . . . . ? O6 Zn1 C16 C12 14.6(6) . . . . ? O11 Zn1 C16 C12 18.5(7) 2_666 . . . ? N1 Zn1 C16 C12 144.3(7) . . . . ? N12 Zn1 C16 C12 -107.1(7) . . . . ? N10 C19 C20 C21 75.1(3) . . . . ? C19 C20 C21 N9 -174.7(2) . . . . ? C28 C26 C27 N3 175.3(2) . . . . ? C27 C26 C28 N4 -73.4(3) . . . . ? O9 C31 C32 C33 8.7(4) . . . . ? O8 C31 C32 C33 -168.2(2) . . . . ? O9 C31 C32 C37 -172.7(3) . . . . ? O8 C31 C32 C37 10.4(4) . . . . ? C37 C32 C33 C34 -1.4(4) . . . . ? C31 C32 C33 C34 177.3(2) . . . . ? C32 C33 C34 C35 1.5(4) . . . . ? C32 C33 C34 C38 179.4(2) . . . . ? C33 C34 C35 C36 0.2(4) . . . . ? C38 C34 C35 C36 -177.7(3) . . . . ? C34 C35 C36 O12 177.2(3) . . . . ? C34 C35 C36 C37 -2.1(4) . . . . ? O12 C36 C37 C32 -177.0(3) . . . . ? C35 C36 C37 C32 2.2(4) . . . . ? C33 C32 C37 C36 -0.5(4) . . . . ? C31 C32 C37 C36 -179.1(3) . . . . ? C35 C34 C38 O10 -171.9(3) . . . . ? C33 C34 C38 O10 10.2(4) . . . . ? C35 C34 C38 O11 7.3(4) . . . . ? C33 C34 C38 O11 -170.6(2) . . . . ? O12 C39 C40 C45 -125.5(3) . . . . ? O12 C39 C40 C41 51.5(4) . . . . ? C45 C40 C41 C42 4.2(5) . . . . ? C39 C40 C41 C42 -172.9(3) . . . . ? C40 C41 C42 C43 -1.8(5) . . . . ? C41 C42 C43 C44 -1.3(5) . . . . ? C41 C42 C43 C46 175.8(3) . . . . ? C42 C43 C44 C45 2.0(5) . . . . ? C46 C43 C44 C45 -175.1(3) . . . . ? C41 C40 C45 C44 -3.4(5) . . . . ? C39 C40 C45 C44 173.6(3) . . . . ? C43 C44 C45 C40 0.4(5) . . . . ? C44 C43 C46 O13 -169.6(3) . . . . ? C42 C43 C46 O13 13.3(5) . . . . ? C44 C43 C46 O14 10.8(4) . . . . ? C42 C43 C46 O14 -166.4(3) . . . . ? N3 C29 N1 C30 -0.8(3) . . . . ? N3 C29 N1 Zn1 -174.97(17) . . . . ? N2 C30 N1 C29 0.8(3) . . . . ? N2 C30 N1 Zn1 174.3(2) . . . . ? O6 Zn1 N1 C29 157.33(19) . . . . ? O11 Zn1 N1 C29 -93.0(2) 2_666 . . . ? N12 Zn1 N1 C29 27.8(2) . . . . ? C16 Zn1 N1 C29 132.2(2) . . . . ? O6 Zn1 N1 C30 -14.9(3) . . . . ? O11 Zn1 N1 C30 94.7(2) 2_666 . . . ? N12 Zn1 N1 C30 -144.5(2) . . . . ? C16 Zn1 N1 C30 -40.1(3) . . . . ? N1 C30 N2 N3 -0.4(4) . . . . ? N1 C29 N3 N2 0.7(3) . . . . ? N1 C29 N3 C27 176.2(2) . . . . ? C30 N2 N3 C29 -0.2(3) . . . . ? C30 N2 N3 C27 -176.1(3) . . . . ? C26 C27 N3 C29 -96.1(3) . . . . ? C26 C27 N3 N2 79.0(3) . . . . ? N6 C25 N4 N5 -0.1(4) . . . . ? N6 C25 N4 C28 179.0(3) . . . . ? C26 C28 N4 C25 -107.5(3) . . . . ? C26 C28 N4 N5 71.5(4) . . . . ? N6 C24 N5 N4 -0.6(3) . . . . ? C25 N4 N5 C24 0.4(3) . . . . ? C28 N4 N5 C24 -178.8(3) . . . . ? N4 C25 N6 C24 -0.2(3) . . . . ? N4 C25 N6 Zn2 -174.77(19) . . . . ? N5 C24 N6 C25 0.6(4) . . . . ? N5 C24 N6 Zn2 175.2(2) . . . . ? O8 Zn2 N6 C25 -133.4(3) . . . . ? O4 Zn2 N6 C25 -22.6(3) 2_765 . . . ? N8 Zn2 N6 C25 101.1(3) . . . . ? O8 Zn2 N6 C24 53.4(3) . . . . ? O4 Zn2 N6 C24 164.2(2) 2_765 . . . ? N8 Zn2 N6 C24 -72.1(3) . . . . ? N9 C22 N7 N8 -0.2(3) . . . . ? N9 C23 N8 N7 -0.4(3) . . . . ? N9 C23 N8 Zn2 171.86(17) . . . . ? C22 N7 N8 C23 0.3(3) . . . . ? C22 N7 N8 Zn2 -171.2(2) . . . . ? O8 Zn2 N8 C23 -158.24(19) . . . . ? O4 Zn2 N8 C23 89.7(2) 2_765 . . . ? N6 Zn2 N8 C23 -37.0(2) . . . . ? O8 Zn2 N8 N7 11.5(2) . . . . ? O4 Zn2 N8 N7 -100.5(2) 2_765 . . . ? N6 Zn2 N8 N7 132.7(2) . . . . ? N8 C23 N9 C22 0.3(3) . . . . ? N8 C23 N9 C21 -174.3(3) . . . . ? N7 C22 N9 C23 -0.1(3) . . . . ? N7 C22 N9 C21 174.9(3) . . . . ? C20 C21 N9 C23 109.0(3) . . . . ? C20 C21 N9 C22 -65.0(3) . . . . ? N12 C18 N10 C17 -0.2(4) . . . . ? N12 C18 N10 C19 -179.8(3) . . . . ? N11 C17 N10 C18 0.5(3) . . . . ? N11 C17 N10 C19 -179.8(3) . . . . ? C20 C19 N10 C18 99.0(4) . . . . ? C20 C19 N10 C17 -80.6(4) . . . . ? N10 C17 N11 N12 -0.7(3) . . . . ? N10 C18 N12 N11 -0.3(3) . . . . ? N10 C18 N12 Zn1 -179.77(19) . . . . ? C17 N11 N12 C18 0.6(3) . . . . ? C17 N11 N12 Zn1 -179.9(2) . . . . ? O6 Zn1 N12 C18 125.6(2) . . . . ? O11 Zn1 N12 C18 18.3(3) 2_666 . . . ? N1 Zn1 N12 C18 -100.9(3) . . . . ? C16 Zn1 N12 C18 151.9(3) . . . . ? O6 Zn1 N12 N11 -53.7(3) . . . . ? O11 Zn1 N12 N11 -161.1(2) 2_666 . . . ? N1 Zn1 N12 N11 79.7(3) . . . . ? C16 Zn1 N12 N11 -27.5(3) . . . . ? C9 C10 O3 C8 -35.8(4) . . . . ? C11 C10 O3 C8 148.1(3) . . . . ? C5 C8 O3 C10 125.6(3) . . . . ? O5 C15 O4 Zn2 4.7(3) . . . 2_765 ? C14 C15 O4 Zn2 -175.56(19) . . . 2_765 ? O7 C16 O6 Zn1 1.3(3) . . . . ? C12 C16 O6 Zn1 -175.75(18) . . . . ? O11 Zn1 O6 C16 -176.78(17) 2_666 . . . ? N1 Zn1 O6 C16 -59.90(19) . . . . ? N12 Zn1 O6 C16 66.00(18) . . . . ? O9 C31 O8 Zn2 -3.0(3) . . . . ? C32 C31 O8 Zn2 173.75(18) . . . . ? O4 Zn2 O8 C31 173.08(18) 2_765 . . . ? N8 Zn2 O8 C31 54.21(19) . . . . ? N6 Zn2 O8 C31 -65.15(19) . . . . ? O10 C38 O11 Zn1 -8.8(4) . . . 2_666 ? C34 C38 O11 Zn1 172.01(18) . . . 2_666 ? C35 C36 O12 C39 -166.0(3) . . . . ? C37 C36 O12 C39 13.2(5) . . . . ? C40 C39 O12 C36 159.9(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H1B O2W 0.832(18) 2.20(2) 3.025(4) 173(5) 2_755 O1W H1A O2 0.835(18) 2.26(3) 3.061(5) 160(6) . O2W H2A O9 0.878(19) 2.00(3) 2.837(4) 160(5) . O1 H1 O5 0.82 1.81 2.589(3) 157.8 1_545 O14 H14 O10 0.82 1.78 2.567(3) 160.1 1_565 _diffrn_measured_fraction_theta_max 0.839 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.531 _refine_diff_density_min -0.616 _refine_diff_density_rms 0.062 #=== data_5 _database_code_depnum_ccdc_archive 'CCDC 828048' #TrackingRef '- CIFs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C84 H72 N12 O28 Zn4' _chemical_formula_weight 1959.02 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 P21/c _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 15.1240(7) _cell_length_b 13.8252(5) _cell_length_c 9.5104(4) _cell_angle_alpha 90.00 _cell_angle_beta 102.674(4) _cell_angle_gamma 90.00 _cell_volume 1940.10(14) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.677 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1004 _exptl_absorpt_coefficient_mu 1.319 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.73 _exptl_absorpt_correction_T_max 0.79 _exptl_absorpt_process_details ; CrysAlis (Oxford Diffraction, 2006) ; _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 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8435 _diffrn_reflns_av_R_equivalents 0.0227 _diffrn_reflns_av_sigmaI/netI 0.0616 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 3.13 _diffrn_reflns_theta_max 29.13 _reflns_number_total 4491 _reflns_number_gt 3050 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_cell_refinement CrysAlis _computing_data_reduction CrysAlis _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0262P)^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 SHELXL _refine_ls_extinction_coef 0.0003(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4491 _refine_ls_number_parameters 290 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0481 _refine_ls_R_factor_gt 0.0285 _refine_ls_wR_factor_ref 0.0584 _refine_ls_wR_factor_gt 0.0563 _refine_ls_goodness_of_fit_ref 0.854 _refine_ls_restrained_S_all 0.854 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.974070(16) 0.288370(15) 0.95179(2) 0.02594(8) Uani 1 1 d . . . C1 C 0.93562(12) -0.19591(13) 0.7870(2) 0.0236(4) Uani 1 1 d . . . C2 C 0.88147(12) -0.13383(12) 0.86642(19) 0.0213(4) Uani 1 1 d . . . C3 C 0.81864(13) -0.17642(14) 0.9336(2) 0.0260(4) Uani 1 1 d . . . H3 H 0.8107 -0.2432 0.9303 0.031 Uiso 1 1 calc R . . C4 C 0.76753(13) -0.11891(13) 1.0060(2) 0.0243(4) Uani 1 1 d . . . C5 C 0.78279(13) -0.01995(13) 1.0167(2) 0.0249(4) Uani 1 1 d . . . H5 H 0.7495 0.0185 1.0666 0.030 Uiso 1 1 calc R . . C6 C 0.84810(12) 0.02181(12) 0.95270(19) 0.0216(4) Uani 1 1 d . . . C7 C 0.89539(12) -0.03479(13) 0.87424(19) 0.0223(4) Uani 1 1 d . . . H7 H 0.9364 -0.0064 0.8269 0.027 Uiso 1 1 calc R . . C8 C 0.86900(13) 0.12802(13) 0.9740(2) 0.0259(5) Uani 1 1 d . . . C9 C 0.64597(13) -0.10419(14) 1.1238(2) 0.0309(5) Uani 1 1 d . . . H9A H 0.6202 -0.0550 1.0541 0.037 Uiso 1 1 calc R . . H9B H 0.6818 -0.0719 1.2078 0.037 Uiso 1 1 calc R . . C10 C 0.57095(13) -0.15957(14) 1.1668(2) 0.0271(5) Uani 1 1 d . . . C11 C 0.58400(14) -0.24791(15) 1.2349(2) 0.0364(5) Uani 1 1 d . . . H11 H 0.6406 -0.2775 1.2511 0.044 Uiso 1 1 calc R . . C12 C 0.48656(15) -0.11787(15) 1.1449(3) 0.0405(6) Uani 1 1 d . . . H12 H 0.4770 -0.0582 1.0989 0.049 Uiso 1 1 calc R . . C13 C 0.41529(15) -0.16229(15) 1.1895(2) 0.0403(6) Uani 1 1 d . . . H13 H 0.3589 -0.1323 1.1746 0.048 Uiso 1 1 calc R . . C14 C 0.42843(14) -0.25072(14) 1.2559(2) 0.0277(5) Uani 1 1 d . . . C15 C 0.51311(15) -0.29260(15) 1.2789(2) 0.0381(5) Uani 1 1 d . . . H15 H 0.5227 -0.3522 1.3251 0.046 Uiso 1 1 calc R . . C16 C 0.35390(15) -0.30352(16) 1.3034(2) 0.0351(5) Uani 1 1 d . . . C17 C 0.83606(14) 0.41420(15) 1.0421(2) 0.0340(5) Uani 1 1 d . . . H17 H 0.8275 0.3704 1.1121 0.041 Uiso 1 1 calc R . . C18 C 0.88317(14) 0.48464(14) 0.8786(2) 0.0342(5) Uani 1 1 d . . . H18 H 0.9167 0.4981 0.8098 0.041 Uiso 1 1 calc R . . C19 C 0.71302(14) 0.53201(17) 1.0632(2) 0.0421(6) Uani 1 1 d . . . H19A H 0.7070 0.6010 1.0451 0.051 Uiso 1 1 calc R . . H19B H 0.7236 0.5220 1.1665 0.051 Uiso 1 1 calc R . . C20 C 0.62633(14) 0.48214(15) 0.9908(2) 0.0360(5) Uani 1 1 d . . . H20A H 0.6302 0.4143 1.0173 0.043 Uiso 1 1 calc R . . H20B H 0.6194 0.4862 0.8871 0.043 Uiso 1 1 calc R . . C21 C 0.54336(13) 0.52642(16) 1.0322(2) 0.0383(5) Uani 1 1 d . . . H21A H 0.5522 0.5261 1.1363 0.046 Uiso 1 1 calc R . . H21B H 0.5376 0.5933 1.0004 0.046 Uiso 1 1 calc R . . N1 N 0.89553(11) 0.40371(11) 0.96015(17) 0.0283(4) Uani 1 1 d . . . N2 N 0.79068(11) 0.49545(12) 1.01065(18) 0.0309(4) Uani 1 1 d . . . N3 N 0.82024(12) 0.54237(13) 0.90445(19) 0.0397(5) Uani 1 1 d . . . O1 O 0.96621(9) -0.27518(9) 0.84007(13) 0.0280(3) Uani 1 1 d . . . O2 O 0.94667(9) -0.16271(9) 0.66828(13) 0.0301(3) Uani 1 1 d . . . O3 O 0.70334(9) -0.16599(9) 1.06260(15) 0.0342(4) Uani 1 1 d . . . O4 O 0.35815(11) -0.38774(11) 1.3335(2) 0.0546(5) Uani 1 1 d . . . O5 O 0.28351(11) -0.24892(11) 1.30983(19) 0.0550(5) Uani 1 1 d . . . H5A H 0.2450 -0.2817 1.3365 0.082 Uiso 1 1 calc R . . O6 O 0.83949(10) 0.17484(10) 1.06435(17) 0.0428(4) Uani 1 1 d . . . O7 O 0.92053(9) 0.16299(9) 0.89692(14) 0.0302(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 0.02948(14) 0.02125(12) 0.03208(13) 0.00130(11) 0.01756(10) -0.00045(11) C1 0.0176(10) 0.0266(11) 0.0285(10) -0.0036(9) 0.0096(8) -0.0025(8) C2 0.0206(11) 0.0210(10) 0.0239(10) 0.0013(8) 0.0084(8) 0.0027(8) C3 0.0251(11) 0.0218(10) 0.0340(11) 0.0003(9) 0.0129(9) 0.0004(8) C4 0.0225(11) 0.0247(10) 0.0295(10) 0.0012(9) 0.0138(9) -0.0020(8) C5 0.0225(11) 0.0242(10) 0.0320(10) -0.0045(9) 0.0148(9) -0.0010(8) C6 0.0207(11) 0.0202(10) 0.0263(10) 0.0011(8) 0.0100(8) 0.0001(8) C7 0.0191(11) 0.0264(10) 0.0240(10) 0.0026(9) 0.0101(9) -0.0013(8) C8 0.0205(11) 0.0249(10) 0.0343(11) -0.0004(9) 0.0105(10) 0.0005(9) C9 0.0294(13) 0.0279(11) 0.0416(12) -0.0032(10) 0.0212(11) -0.0032(9) C10 0.0252(12) 0.0294(11) 0.0312(11) -0.0036(9) 0.0159(9) -0.0042(9) C11 0.0264(13) 0.0348(12) 0.0523(14) 0.0075(11) 0.0183(11) 0.0065(10) C12 0.0356(14) 0.0336(12) 0.0588(15) 0.0184(11) 0.0247(12) 0.0052(10) C13 0.0258(13) 0.0424(13) 0.0582(14) 0.0146(12) 0.0214(11) 0.0065(10) C14 0.0286(12) 0.0266(10) 0.0326(11) 0.0001(10) 0.0166(10) -0.0030(9) C15 0.0400(14) 0.0274(10) 0.0528(13) 0.0124(11) 0.0229(12) 0.0034(11) C16 0.0359(13) 0.0344(13) 0.0406(12) -0.0039(10) 0.0207(11) -0.0054(10) C17 0.0380(14) 0.0284(11) 0.0412(12) 0.0029(10) 0.0205(11) 0.0004(10) C18 0.0325(13) 0.0366(12) 0.0366(12) 0.0062(11) 0.0145(10) 0.0050(10) C19 0.0266(13) 0.0490(14) 0.0540(14) -0.0135(12) 0.0157(11) 0.0063(11) C20 0.0263(13) 0.0435(13) 0.0406(12) -0.0024(11) 0.0123(10) 0.0032(10) C21 0.0291(13) 0.0442(13) 0.0443(13) -0.0013(11) 0.0136(11) 0.0052(10) N1 0.0281(10) 0.0271(9) 0.0325(9) 0.0023(8) 0.0127(8) 0.0033(8) N2 0.0223(10) 0.0325(10) 0.0396(10) -0.0046(8) 0.0106(8) 0.0010(8) N3 0.0367(12) 0.0388(10) 0.0445(11) 0.0088(9) 0.0108(10) 0.0094(9) O1 0.0356(8) 0.0219(7) 0.0306(7) 0.0013(6) 0.0158(7) 0.0071(6) O2 0.0370(9) 0.0306(7) 0.0289(7) 0.0055(6) 0.0206(7) 0.0091(6) O3 0.0345(9) 0.0244(7) 0.0544(9) -0.0032(7) 0.0330(8) -0.0044(6) O4 0.0608(12) 0.0302(9) 0.0883(13) 0.0042(9) 0.0495(11) -0.0066(8) O5 0.0401(10) 0.0448(9) 0.0935(13) 0.0155(10) 0.0439(10) 0.0004(8) O6 0.0455(10) 0.0276(8) 0.0687(10) -0.0155(8) 0.0416(9) -0.0073(7) O7 0.0362(9) 0.0222(7) 0.0388(8) -0.0016(6) 0.0226(7) -0.0082(6) _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 O7 1.9358(12) . ? Zn1 O2 1.9491(11) 2_756 ? Zn1 O1 1.9957(13) 3_757 ? Zn1 N1 2.0004(15) . ? C1 O1 1.252(2) . ? C1 O2 1.263(2) . ? C1 C2 1.500(2) . ? C2 C7 1.385(2) . ? C2 C3 1.387(2) . ? C3 C4 1.392(2) . ? C3 H3 0.9300 . ? C4 O3 1.373(2) . ? C4 C5 1.387(2) . ? C5 C6 1.394(2) . ? C5 H5 0.9300 . ? C6 C7 1.384(2) . ? C6 C8 1.506(2) . ? C7 H7 0.9300 . ? C8 O6 1.235(2) . ? C8 O7 1.277(2) . ? C9 O3 1.429(2) . ? C9 C10 1.498(2) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C12 1.374(3) . ? C10 C11 1.376(3) . ? C11 C15 1.380(3) . ? C11 H11 0.9300 . ? C12 C13 1.386(3) . ? C12 H12 0.9300 . ? C13 C14 1.370(3) . ? C13 H13 0.9300 . ? C14 C15 1.379(3) . ? C14 C16 1.494(3) . ? C15 H15 0.9300 . ? C16 O4 1.197(2) . ? C16 O5 1.317(2) . ? C17 N2 1.316(2) . ? C17 N1 1.321(2) . ? C17 H17 0.9300 . ? C18 N3 1.306(2) . ? C18 N1 1.351(2) . ? C18 H18 0.9300 . ? C19 N2 1.464(2) . ? C19 C20 1.507(3) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C21 1.523(3) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 C21 1.509(4) 3_667 ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? N2 N3 1.356(2) . ? O1 Zn1 1.9957(13) 3_757 ? O2 Zn1 1.9491(11) 2_746 ? O5 H5A 0.8200 . ? 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 O7 Zn1 O2 115.30(5) . 2_756 ? O7 Zn1 O1 104.90(5) . 3_757 ? O2 Zn1 O1 114.22(6) 2_756 3_757 ? O7 Zn1 N1 120.50(6) . . ? O2 Zn1 N1 101.16(6) 2_756 . ? O1 Zn1 N1 100.19(6) 3_757 . ? O1 C1 O2 124.68(16) . . ? O1 C1 C2 119.47(15) . . ? O2 C1 C2 115.86(16) . . ? C7 C2 C3 120.42(16) . . ? C7 C2 C1 119.97(15) . . ? C3 C2 C1 119.61(16) . . ? C2 C3 C4 119.75(17) . . ? C2 C3 H3 120.1 . . ? C4 C3 H3 120.1 . . ? O3 C4 C5 124.01(15) . . ? O3 C4 C3 116.12(16) . . ? C5 C4 C3 119.88(15) . . ? C4 C5 C6 119.91(16) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C7 C6 C5 120.05(16) . . ? C7 C6 C8 120.39(15) . . ? C5 C6 C8 119.52(15) . . ? C6 C7 C2 119.85(16) . . ? C6 C7 H7 120.1 . . ? C2 C7 H7 120.1 . . ? O6 C8 O7 124.09(17) . . ? O6 C8 C6 120.50(15) . . ? O7 C8 C6 115.36(15) . . ? O3 C9 C10 111.68(15) . . ? O3 C9 H9A 109.3 . . ? C10 C9 H9A 109.3 . . ? O3 C9 H9B 109.3 . . ? C10 C9 H9B 109.3 . . ? H9A C9 H9B 107.9 . . ? C12 C10 C11 118.45(17) . . ? C12 C10 C9 118.56(18) . . ? C11 C10 C9 122.88(18) . . ? C10 C11 C15 119.96(19) . . ? C10 C11 H11 120.0 . . ? C15 C11 H11 120.0 . . ? C10 C12 C13 121.78(19) . . ? C10 C12 H12 119.1 . . ? C13 C12 H12 119.1 . . ? C14 C13 C12 119.5(2) . . ? C14 C13 H13 120.2 . . ? C12 C13 H13 120.2 . . ? C13 C14 C15 118.94(17) . . ? C13 C14 C16 122.18(19) . . ? C15 C14 C16 118.87(18) . . ? C14 C15 C11 121.35(18) . . ? C14 C15 H15 119.3 . . ? C11 C15 H15 119.3 . . ? O4 C16 O5 123.23(18) . . ? O4 C16 C14 122.88(19) . . ? O5 C16 C14 113.89(18) . . ? N2 C17 N1 110.38(17) . . ? N2 C17 H17 124.8 . . ? N1 C17 H17 124.8 . . ? N3 C18 N1 114.38(17) . . ? N3 C18 H18 122.8 . . ? N1 C18 H18 122.8 . . ? N2 C19 C20 111.66(17) . . ? N2 C19 H19A 109.3 . . ? C20 C19 H19A 109.3 . . ? N2 C19 H19B 109.3 . . ? C20 C19 H19B 109.3 . . ? H19A C19 H19B 107.9 . . ? C19 C20 C21 112.44(17) . . ? C19 C20 H20A 109.1 . . ? C21 C20 H20A 109.1 . . ? C19 C20 H20B 109.1 . . ? C21 C20 H20B 109.1 . . ? H20A C20 H20B 107.8 . . ? C21 C21 C20 113.1(2) 3_667 . ? C21 C21 H21A 109.0 3_667 . ? C20 C21 H21A 109.0 . . ? C21 C21 H21B 109.0 3_667 . ? C20 C21 H21B 109.0 . . ? H21A C21 H21B 107.8 . . ? C17 N1 C18 102.80(16) . . ? C17 N1 Zn1 126.73(13) . . ? C18 N1 Zn1 130.24(12) . . ? C17 N2 N3 109.69(15) . . ? C17 N2 C19 129.40(18) . . ? N3 N2 C19 120.62(17) . . ? C18 N3 N2 102.75(16) . . ? C1 O1 Zn1 121.79(11) . 3_757 ? C1 O2 Zn1 128.05(12) . 2_746 ? C4 O3 C9 114.88(13) . . ? C16 O5 H5A 109.5 . . ? C8 O7 Zn1 117.15(12) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 C7 137.90(19) . . . . ? O2 C1 C2 C7 -42.2(3) . . . . ? O1 C1 C2 C3 -41.1(3) . . . . ? O2 C1 C2 C3 138.80(19) . . . . ? C7 C2 C3 C4 1.8(3) . . . . ? C1 C2 C3 C4 -179.25(18) . . . . ? C2 C3 C4 O3 176.46(18) . . . . ? C2 C3 C4 C5 -3.2(3) . . . . ? O3 C4 C5 C6 -178.43(18) . . . . ? C3 C4 C5 C6 1.2(3) . . . . ? C4 C5 C6 C7 2.3(3) . . . . ? C4 C5 C6 C8 -175.56(18) . . . . ? C5 C6 C7 C2 -3.7(3) . . . . ? C8 C6 C7 C2 174.10(18) . . . . ? C3 C2 C7 C6 1.7(3) . . . . ? C1 C2 C7 C6 -177.28(17) . . . . ? C7 C6 C8 O6 -166.73(19) . . . . ? C5 C6 C8 O6 11.1(3) . . . . ? C7 C6 C8 O7 11.0(3) . . . . ? C5 C6 C8 O7 -171.18(17) . . . . ? O3 C9 C10 C12 -141.5(2) . . . . ? O3 C9 C10 C11 42.3(3) . . . . ? C12 C10 C11 C15 0.2(3) . . . . ? C9 C10 C11 C15 176.3(2) . . . . ? C11 C10 C12 C13 0.1(3) . . . . ? C9 C10 C12 C13 -176.2(2) . . . . ? C10 C12 C13 C14 -0.8(4) . . . . ? C12 C13 C14 C15 1.2(3) . . . . ? C12 C13 C14 C16 -178.5(2) . . . . ? C13 C14 C15 C11 -0.9(3) . . . . ? C16 C14 C15 C11 178.8(2) . . . . ? C10 C11 C15 C14 0.2(3) . . . . ? C13 C14 C16 O4 164.0(2) . . . . ? C15 C14 C16 O4 -15.7(3) . . . . ? C13 C14 C16 O5 -16.2(3) . . . . ? C15 C14 C16 O5 164.0(2) . . . . ? N2 C19 C20 C21 -173.94(18) . . . . ? C19 C20 C21 C21 -176.5(2) . . . 3_667 ? N2 C17 N1 C18 0.6(2) . . . . ? N2 C17 N1 Zn1 -174.37(14) . . . . ? N3 C18 N1 C17 -0.6(3) . . . . ? N3 C18 N1 Zn1 174.04(15) . . . . ? O7 Zn1 N1 C17 60.03(19) . . . . ? O2 Zn1 N1 C17 -171.51(17) 2_756 . . . ? O1 Zn1 N1 C17 -54.11(18) 3_757 . . . ? O7 Zn1 N1 C18 -113.47(18) . . . . ? O2 Zn1 N1 C18 14.98(19) 2_756 . . . ? O1 Zn1 N1 C18 132.38(18) 3_757 . . . ? N1 C17 N2 N3 -0.3(2) . . . . ? N1 C17 N2 C19 173.37(19) . . . . ? C20 C19 N2 C17 -76.9(3) . . . . ? C20 C19 N2 N3 96.2(2) . . . . ? N1 C18 N3 N2 0.4(2) . . . . ? C17 N2 N3 C18 -0.1(2) . . . . ? C19 N2 N3 C18 -174.40(19) . . . . ? O2 C1 O1 Zn1 135.67(16) . . . 3_757 ? C2 C1 O1 Zn1 -44.4(2) . . . 3_757 ? O1 C1 O2 Zn1 -9.6(3) . . . 2_746 ? C2 C1 O2 Zn1 170.46(12) . . . 2_746 ? C5 C4 O3 C9 5.5(3) . . . . ? C3 C4 O3 C9 -174.11(18) . . . . ? C10 C9 O3 C4 173.08(17) . . . . ? O6 C8 O7 Zn1 12.6(3) . . . . ? C6 C8 O7 Zn1 -165.02(13) . . . . ? O2 Zn1 O7 C8 179.22(13) 2_756 . . . ? O1 Zn1 O7 C8 52.69(15) 3_757 . . . ? N1 Zn1 O7 C8 -58.97(16) . . . . ? 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 O5 H5A O6 0.82 1.85 2.6421(18) 162.7 2_647 _diffrn_measured_fraction_theta_max 0.863 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.331 _refine_diff_density_min -0.329 _refine_diff_density_rms 0.053 #=== data_6 _database_code_depnum_ccdc_archive 'CCDC 828049' #TrackingRef '- CIFs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H26 N6 O7 Zn' _chemical_formula_weight 695.79 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2840 1.4300 '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' 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 14.9780(5) _cell_length_b 32.6149(11) _cell_length_c 6.3668(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3110.22(18) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.486 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1432 _exptl_absorpt_coefficient_mu 0.850 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.84 _exptl_absorpt_correction_T_max 0.87 _exptl_absorpt_process_details ; CrysAlis (Oxford Diffraction, 2006) ; _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 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14173 _diffrn_reflns_av_R_equivalents 0.0400 _diffrn_reflns_av_sigmaI/netI 0.1255 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -36 _diffrn_reflns_limit_k_max 44 _diffrn_reflns_limit_l_min -5 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 29.26 _reflns_number_total 6632 _reflns_number_gt 3489 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_cell_refinement CrysAlis _computing_data_reduction CrysAlis _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^] 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 0.001(7) _refine_ls_number_reflns 6632 _refine_ls_number_parameters 433 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0830 _refine_ls_R_factor_gt 0.0336 _refine_ls_wR_factor_ref 0.0343 _refine_ls_wR_factor_gt 0.0315 _refine_ls_goodness_of_fit_ref 0.748 _refine_ls_restrained_S_all 0.748 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.89589(2) 0.276565(8) -0.02057(5) 0.03770(8) Uani 1 1 d . . . C1 C 0.92492(16) 0.22671(9) 0.3758(4) 0.0438(7) Uani 1 1 d . . . H1 H 0.8748 0.2369 0.4444 0.053 Uiso 1 1 calc R . . C2 C 1.02784(17) 0.21688(9) 0.1644(4) 0.0485(8) Uani 1 1 d . . . H2 H 1.0648 0.2197 0.0479 0.058 Uiso 1 1 calc R . . C3 C 0.9641(2) 0.17156(8) 0.6335(5) 0.0524(8) Uani 1 1 d . . . H3A H 0.9194 0.1843 0.7225 0.063 Uiso 1 1 calc R . . H3B H 1.0205 0.1723 0.7083 0.063 Uiso 1 1 calc R . . C4 C 0.93807(18) 0.12730(9) 0.5971(5) 0.0441(9) Uani 1 1 d . . . C5 C 0.8985(2) 0.11386(8) 0.4172(4) 0.0622(9) Uani 1 1 d . . . H5 H 0.8871 0.1323 0.3089 0.075 Uiso 1 1 calc R . . C6 C 0.8749(2) 0.07280(8) 0.3941(4) 0.0658(10) Uani 1 1 d . . . H6 H 0.8485 0.0641 0.2697 0.079 Uiso 1 1 calc R . . C7 C 0.8902(2) 0.04497(8) 0.5522(5) 0.0498(8) Uani 1 1 d . . . C8 C 0.9296(2) 0.05896(9) 0.7340(5) 0.0678(10) Uani 1 1 d . . . H8 H 0.9401 0.0409 0.8442 0.081 Uiso 1 1 calc R . . C9 C 0.9537(2) 0.09975(9) 0.7544(5) 0.0676(10) Uani 1 1 d . . . H9 H 0.9812 0.1085 0.8775 0.081 Uiso 1 1 calc R . . C10 C 0.86380(16) 0.00080(8) 0.5286(5) 0.0482(7) Uani 1 1 d . . . C11 C 0.8771(2) -0.01990(9) 0.3437(5) 0.0650(10) Uani 1 1 d . . . H11 H 0.9034 -0.0064 0.2308 0.078 Uiso 1 1 calc R . . C12 C 0.8520(2) -0.06062(9) 0.3223(5) 0.0610(10) Uani 1 1 d . . . H12 H 0.8622 -0.0742 0.1962 0.073 Uiso 1 1 calc R . . C13 C 0.81210(15) -0.08105(7) 0.4873(5) 0.0419(6) Uani 1 1 d . . . C14 C 0.7983(2) -0.06085(9) 0.6679(5) 0.0559(9) Uani 1 1 d . . . H14 H 0.7709 -0.0743 0.7793 0.067 Uiso 1 1 calc R . . C15 C 0.82422(19) -0.02012(9) 0.6920(5) 0.0617(9) Uani 1 1 d . . . H15 H 0.8147 -0.0069 0.8195 0.074 Uiso 1 1 calc R . . C16 C 0.78382(17) -0.12512(7) 0.4502(4) 0.0471(8) Uani 1 1 d . . . H16A H 0.7343 -0.1254 0.3520 0.056 Uiso 1 1 calc R . . H16B H 0.8330 -0.1398 0.3856 0.056 Uiso 1 1 calc R . . C17 C 0.76975(18) -0.17676(7) 0.9252(4) 0.0482(8) Uani 1 1 d . . . H17 H 0.7931 -0.1870 1.0500 0.058 Uiso 1 1 calc R . . C18 C 0.67935(18) -0.16361(8) 0.6842(5) 0.0422(7) Uani 1 1 d . . . H18 H 0.6287 -0.1616 0.6005 0.051 Uiso 1 1 calc R . . C19 C 0.5107(2) 0.19866(10) -0.7139(5) 0.0464(8) Uani 1 1 d . . . C20 C 0.57683(15) 0.18838(7) -0.5477(4) 0.0337(7) Uani 1 1 d . . . C21 C 0.63928(13) 0.21757(7) -0.4857(4) 0.0369(6) Uani 1 1 d . . . H21 H 0.6431 0.2424 -0.5567 0.044 Uiso 1 1 calc R . . C22 C 0.69562(17) 0.20957(8) -0.3187(4) 0.0350(7) Uani 1 1 d . . . C23 C 0.76203(18) 0.24181(8) -0.2525(5) 0.0397(8) Uani 1 1 d . . . C24 C 0.69015(17) 0.17245(8) -0.2135(4) 0.0420(7) Uani 1 1 d . . . H24 H 0.7270 0.1673 -0.0989 0.050 Uiso 1 1 calc R . . C25 C 0.62998(18) 0.14310(8) -0.2788(5) 0.0481(8) Uani 1 1 d . . . C26 C 0.57328(16) 0.15099(7) -0.4440(4) 0.0447(8) Uani 1 1 d . . . H26 H 0.5324 0.1312 -0.4864 0.054 Uiso 1 1 calc R . . C27 C 0.66691(17) 0.09662(7) -0.0045(5) 0.0623(8) Uani 1 1 d . . . H27A H 0.6502 0.1155 0.1064 0.075 Uiso 1 1 calc R . . H27B H 0.7305 0.0993 -0.0297 0.075 Uiso 1 1 calc R . . C28 C 0.64505(17) 0.05329(8) 0.0595(5) 0.0510(9) Uani 1 1 d . . . C29 C 0.6278(2) 0.02423(9) -0.0871(5) 0.0817(12) Uani 1 1 d . . . H29 H 0.6280 0.0313 -0.2285 0.098 Uiso 1 1 calc R . . C30 C 0.6096(2) -0.01650(8) -0.0286(5) 0.0703(8) Uani 1 1 d . . . H30 H 0.5975 -0.0360 -0.1314 0.084 Uiso 1 1 calc R . . C31 C 0.6097(2) -0.02757(8) 0.1768(5) 0.0431(7) Uani 1 1 d . . . C32 C 0.58972(19) -0.07001(9) 0.2507(6) 0.0516(8) Uani 1 1 d . . . C33 C 0.6247(2) 0.00182(9) 0.3242(5) 0.0652(10) Uani 1 1 d . . . H33 H 0.6227 -0.0051 0.4659 0.078 Uiso 1 1 calc R . . C34 C 0.64280(19) 0.04219(9) 0.2654(5) 0.0642(10) Uani 1 1 d . . . H34 H 0.6535 0.0618 0.3684 0.077 Uiso 1 1 calc R . . N1 N 0.97267(16) 0.19531(6) 0.4432(4) 0.0422(6) Uani 1 1 d . . . N2 N 0.95714(14) 0.24176(6) 0.1990(4) 0.0379(6) Uani 1 1 d . . . N3 N 1.04053(15) 0.18826(7) 0.3082(4) 0.0514(7) Uani 1 1 d . . . N4 N 0.75710(16) -0.14675(6) 0.6404(4) 0.0386(6) Uani 1 1 d . . . N5 N 0.81638(15) -0.15472(7) 0.7958(4) 0.0563(7) Uani 1 1 d . . . N6 N 0.68360(14) -0.18371(6) 0.8638(4) 0.0382(6) Uani 1 1 d . . . O1 O 0.81056(12) 0.23297(5) -0.0973(3) 0.0549(6) Uani 1 1 d . . . O2 O 0.76730(12) 0.27455(6) -0.3481(3) 0.0556(5) Uani 1 1 d . . . O3 O 0.50508(13) 0.23473(6) -0.7762(3) 0.0581(6) Uani 1 1 d . . . O4 O 0.45826(13) 0.17245(6) -0.7876(3) 0.0686(7) Uani 1 1 d . . . O5 O 0.61933(14) 0.10558(5) -0.1878(3) 0.0749(7) Uani 1 1 d . . . O6 O 0.58096(14) -0.09585(5) 0.0918(3) 0.0748(7) Uani 1 1 d . . . H6A H 0.5700 -0.1188 0.1371 0.112 Uiso 1 1 calc R . . O7 O 0.58221(14) -0.07951(6) 0.4306(4) 0.0712(8) 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 0.03686(14) 0.03525(14) 0.0410(2) 0.00129(19) 0.00266(19) -0.00003(17) C1 0.0441(18) 0.0503(19) 0.0370(18) -0.0071(17) 0.0011(14) 0.0116(16) C2 0.0384(18) 0.054(2) 0.053(2) 0.0002(19) 0.0054(15) 0.0099(17) C3 0.069(2) 0.044(2) 0.043(2) -0.0003(17) -0.0055(17) 0.0044(17) C4 0.0488(19) 0.0355(19) 0.048(2) 0.0041(16) -0.0049(16) -0.0033(15) C5 0.090(2) 0.042(2) 0.055(2) 0.0160(16) -0.022(2) -0.0110(19) C6 0.098(3) 0.044(2) 0.055(2) 0.0090(17) -0.0322(19) -0.0183(19) C7 0.0510(17) 0.0428(17) 0.056(2) 0.0034(17) -0.0032(19) -0.0057(16) C8 0.102(3) 0.047(2) 0.054(3) 0.0195(19) -0.016(2) -0.0113(19) C9 0.097(3) 0.053(2) 0.052(3) 0.003(2) -0.015(2) -0.0104(19) C10 0.0552(18) 0.0375(17) 0.052(2) 0.006(2) -0.0002(19) -0.0031(13) C11 0.091(3) 0.044(2) 0.059(2) 0.0076(18) 0.021(2) -0.023(2) C12 0.077(2) 0.054(2) 0.052(2) -0.0045(19) 0.0225(18) -0.0128(18) C13 0.0466(16) 0.0355(16) 0.044(2) 0.0020(19) 0.0085(19) 0.0006(12) C14 0.079(2) 0.039(2) 0.050(2) 0.0072(17) 0.0163(19) -0.0132(18) C15 0.087(3) 0.050(2) 0.048(2) 0.0008(19) 0.0106(19) -0.0023(19) C16 0.0553(18) 0.0387(17) 0.047(2) 0.0012(16) 0.0093(16) 0.0040(14) C17 0.0410(18) 0.0510(18) 0.053(2) 0.0218(15) -0.0059(16) -0.0067(14) C18 0.0352(18) 0.0393(18) 0.052(2) 0.0015(17) -0.0047(16) 0.0030(15) C19 0.048(2) 0.049(2) 0.042(2) -0.0015(18) 0.0044(17) 0.0166(18) C20 0.0347(15) 0.0273(14) 0.039(2) -0.0023(14) -0.0082(14) 0.0049(12) C21 0.0430(13) 0.0295(14) 0.0381(16) 0.0134(18) 0.0057(16) 0.0041(12) C22 0.0351(16) 0.0332(17) 0.0368(19) -0.0026(14) -0.0016(14) 0.0007(13) C23 0.0330(18) 0.044(2) 0.042(2) -0.0087(16) 0.0033(16) -0.0017(15) C24 0.0420(18) 0.0378(18) 0.046(2) 0.0074(15) -0.0121(15) -0.0006(15) C25 0.049(2) 0.0354(18) 0.060(2) 0.0121(17) -0.0170(17) -0.0017(14) C26 0.0479(18) 0.0295(16) 0.057(2) -0.0021(15) -0.0135(16) -0.0011(12) C27 0.080(2) 0.0410(17) 0.066(2) 0.017(2) -0.020(2) -0.0038(14) C28 0.0604(18) 0.0335(18) 0.059(3) 0.0159(18) -0.0066(17) -0.0011(14) C29 0.158(4) 0.044(2) 0.043(2) 0.0078(17) 0.010(2) 0.003(2) C30 0.121(2) 0.0392(17) 0.050(2) -0.0029(18) 0.012(3) 0.0058(19) C31 0.0471(17) 0.0351(17) 0.047(2) 0.0088(16) -0.0033(18) 0.0028(16) C32 0.041(2) 0.044(2) 0.070(3) 0.010(2) -0.005(2) -0.0014(16) C33 0.088(3) 0.054(2) 0.053(2) 0.0219(19) -0.013(2) -0.016(2) C34 0.090(3) 0.043(2) 0.060(3) 0.0096(19) -0.018(2) -0.0160(17) N1 0.0516(15) 0.0366(15) 0.0385(18) 0.0019(13) -0.0042(13) 0.0022(12) N2 0.0349(14) 0.0410(15) 0.0378(16) 0.0013(12) -0.0016(13) 0.0026(12) N3 0.0480(16) 0.0495(18) 0.057(2) -0.0024(15) 0.0063(15) 0.0131(13) N4 0.0440(16) 0.0317(14) 0.0402(17) 0.0036(12) -0.0006(14) -0.0028(12) N5 0.0398(15) 0.0602(17) 0.069(2) 0.0200(15) -0.0054(16) -0.0083(13) N6 0.0397(15) 0.0314(13) 0.0433(17) 0.0013(11) 0.0000(12) 0.0002(11) O1 0.0505(13) 0.0506(13) 0.0636(15) -0.0056(10) -0.0193(11) -0.0044(10) O2 0.0677(14) 0.0394(12) 0.0596(14) -0.0001(13) 0.0012(10) -0.0160(12) O3 0.0704(14) 0.0500(14) 0.0540(15) 0.0164(12) -0.0154(11) 0.0141(11) O4 0.0685(15) 0.0507(14) 0.087(2) -0.0064(12) -0.0403(14) 0.0044(12) O5 0.0915(17) 0.0377(12) 0.0957(19) 0.0332(12) -0.0445(15) -0.0172(11) O6 0.123(2) 0.0370(12) 0.0641(18) 0.0082(10) 0.0132(13) -0.0007(12) O7 0.0950(19) 0.0618(14) 0.0569(19) 0.0261(13) -0.0003(14) -0.0164(12) _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 1.9732(17) . ? Zn1 N2 2.021(2) . ? Zn1 N6 2.023(2) 4_656 ? Zn1 O3 2.1178(19) 3_554 ? Zn1 O4 2.2648(19) 3_554 ? Zn1 C19 2.544(3) 3_554 ? C1 N2 1.320(3) . ? C1 N1 1.321(3) . ? C1 H1 0.9300 . ? C2 N3 1.321(3) . ? C2 N2 1.352(3) . ? C2 H2 0.9300 . ? C3 N1 1.444(3) . ? C3 C4 1.513(3) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C5 1.362(3) . ? C4 C9 1.366(4) . ? C5 C6 1.393(3) . ? C5 H5 0.9300 . ? C6 C7 1.375(3) . ? C6 H6 0.9300 . ? C7 C8 1.377(4) . ? C7 C10 1.502(3) . ? C8 C9 1.385(3) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C11 1.372(4) . ? C10 C15 1.378(3) . ? C11 C12 1.387(3) . ? C11 H11 0.9300 . ? C12 C13 1.380(3) . ? C12 H12 0.9300 . ? C13 C14 1.341(4) . ? C13 C16 1.517(3) . ? C14 C15 1.392(3) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 N4 1.458(3) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 N5 1.298(3) . ? C17 N6 1.367(3) . ? C17 H17 0.9300 . ? C18 N4 1.318(3) . ? C18 N6 1.319(3) . ? C18 H18 0.9300 . ? C19 O3 1.244(3) . ? C19 O4 1.253(3) . ? C19 C20 1.487(4) . ? C19 Zn1 2.544(3) 3_454 ? C20 C26 1.388(3) . ? C20 C21 1.392(3) . ? C21 C22 1.382(3) . ? C21 H21 0.9300 . ? C22 C24 1.386(3) . ? C22 C23 1.508(3) . ? C23 O2 1.232(3) . ? C23 O1 1.260(3) . ? C24 C25 1.379(3) . ? C24 H24 0.9300 . ? C25 O5 1.363(3) . ? C25 C26 1.376(3) . ? C26 H26 0.9300 . ? C27 O5 1.398(3) . ? C27 C28 1.507(3) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 C29 1.355(3) . ? C28 C34 1.360(4) . ? C29 C30 1.406(3) . ? C29 H29 0.9300 . ? C30 C31 1.357(3) . ? C30 H30 0.9300 . ? C31 C33 1.360(3) . ? C31 C32 1.492(3) . ? C32 O7 1.191(3) . ? C32 O6 1.324(3) . ? C33 C34 1.396(3) . ? C33 H33 0.9300 . ? C34 H34 0.9300 . ? N1 N3 1.351(3) . ? N4 N5 1.354(3) . ? N6 Zn1 2.023(2) 4_646 ? O3 Zn1 2.1178(19) 3_454 ? O4 Zn1 2.2648(19) 3_454 ? O6 H6A 0.8200 . ? 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 N2 93.47(8) . . ? O1 Zn1 N6 101.68(8) . 4_656 ? N2 Zn1 N6 106.60(9) . 4_656 ? O1 Zn1 O3 102.92(8) . 3_554 ? N2 Zn1 O3 88.53(9) . 3_554 ? N6 Zn1 O3 150.16(8) 4_656 3_554 ? O1 Zn1 O4 131.50(8) . 3_554 ? N2 Zn1 O4 126.74(8) . 3_554 ? N6 Zn1 O4 92.21(8) 4_656 3_554 ? O3 Zn1 O4 58.64(7) 3_554 3_554 ? O1 Zn1 C19 120.15(8) . 3_554 ? N2 Zn1 C19 109.34(10) . 3_554 ? N6 Zn1 C19 121.50(9) 4_656 3_554 ? O3 Zn1 C19 29.17(7) 3_554 3_554 ? O4 Zn1 C19 29.47(7) 3_554 3_554 ? N2 C1 N1 111.6(2) . . ? N2 C1 H1 124.2 . . ? N1 C1 H1 124.2 . . ? N3 C2 N2 115.1(3) . . ? N3 C2 H2 122.5 . . ? N2 C2 H2 122.5 . . ? N1 C3 C4 114.0(2) . . ? N1 C3 H3A 108.8 . . ? C4 C3 H3A 108.8 . . ? N1 C3 H3B 108.8 . . ? C4 C3 H3B 108.8 . . ? H3A C3 H3B 107.7 . . ? C5 C4 C9 118.7(3) . . ? C5 C4 C3 123.2(3) . . ? C9 C4 C3 118.1(3) . . ? C4 C5 C6 120.6(3) . . ? C4 C5 H5 119.7 . . ? C6 C5 H5 119.7 . . ? C7 C6 C5 121.0(3) . . ? C7 C6 H6 119.5 . . ? C5 C6 H6 119.5 . . ? C6 C7 C8 117.9(3) . . ? C6 C7 C10 121.1(3) . . ? C8 C7 C10 121.0(3) . . ? C7 C8 C9 120.6(3) . . ? C7 C8 H8 119.7 . . ? C9 C8 H8 119.7 . . ? C4 C9 C8 121.2(3) . . ? C4 C9 H9 119.4 . . ? C8 C9 H9 119.4 . . ? C11 C10 C15 117.8(3) . . ? C11 C10 C7 121.3(3) . . ? C15 C10 C7 120.8(3) . . ? C10 C11 C12 121.0(3) . . ? C10 C11 H11 119.5 . . ? C12 C11 H11 119.5 . . ? C13 C12 C11 120.4(3) . . ? C13 C12 H12 119.8 . . ? C11 C12 H12 119.8 . . ? C14 C13 C12 118.8(2) . . ? C14 C13 C16 123.8(3) . . ? C12 C13 C16 117.4(3) . . ? C13 C14 C15 121.3(3) . . ? C13 C14 H14 119.3 . . ? C15 C14 H14 119.3 . . ? C10 C15 C14 120.6(3) . . ? C10 C15 H15 119.7 . . ? C14 C15 H15 119.7 . . ? N4 C16 C13 114.0(2) . . ? N4 C16 H16A 108.8 . . ? C13 C16 H16A 108.8 . . ? N4 C16 H16B 108.8 . . ? C13 C16 H16B 108.8 . . ? H16A C16 H16B 107.7 . . ? N5 C17 N6 114.7(2) . . ? N5 C17 H17 122.6 . . ? N6 C17 H17 122.6 . . ? N4 C18 N6 110.4(3) . . ? N4 C18 H18 124.8 . . ? N6 C18 H18 124.8 . . ? O3 C19 O4 118.9(3) . . ? O3 C19 C20 119.0(3) . . ? O4 C19 C20 122.0(3) . . ? O3 C19 Zn1 56.07(15) . 3_454 ? O4 C19 Zn1 62.83(16) . 3_454 ? C20 C19 Zn1 174.1(2) . 3_454 ? C26 C20 C21 119.5(2) . . ? C26 C20 C19 120.7(2) . . ? C21 C20 C19 119.6(2) . . ? C22 C21 C20 119.9(2) . . ? C22 C21 H21 120.0 . . ? C20 C21 H21 120.0 . . ? C21 C22 C24 120.0(2) . . ? C21 C22 C23 119.1(2) . . ? C24 C22 C23 120.9(3) . . ? O2 C23 O1 123.3(3) . . ? O2 C23 C22 120.6(3) . . ? O1 C23 C22 116.1(3) . . ? C25 C24 C22 119.9(3) . . ? C25 C24 H24 120.0 . . ? C22 C24 H24 120.0 . . ? O5 C25 C26 114.9(2) . . ? O5 C25 C24 124.8(3) . . ? C26 C25 C24 120.3(2) . . ? C25 C26 C20 120.3(2) . . ? C25 C26 H26 119.9 . . ? C20 C26 H26 119.9 . . ? O5 C27 C28 108.1(2) . . ? O5 C27 H27A 110.1 . . ? C28 C27 H27A 110.1 . . ? O5 C27 H27B 110.1 . . ? C28 C27 H27B 110.1 . . ? H27A C27 H27B 108.4 . . ? C29 C28 C34 118.2(3) . . ? C29 C28 C27 120.8(3) . . ? C34 C28 C27 121.0(3) . . ? C28 C29 C30 121.0(3) . . ? C28 C29 H29 119.5 . . ? C30 C29 H29 119.5 . . ? C31 C30 C29 120.4(3) . . ? C31 C30 H30 119.8 . . ? C29 C30 H30 119.8 . . ? C30 C31 C33 118.6(3) . . ? C30 C31 C32 123.4(3) . . ? C33 C31 C32 118.0(3) . . ? O7 C32 O6 124.0(3) . . ? O7 C32 C31 124.3(3) . . ? O6 C32 C31 111.7(3) . . ? C31 C33 C34 120.8(3) . . ? C31 C33 H33 119.6 . . ? C34 C33 H33 119.6 . . ? C28 C34 C33 121.0(3) . . ? C28 C34 H34 119.5 . . ? C33 C34 H34 119.5 . . ? C1 N1 N3 109.4(2) . . ? C1 N1 C3 129.8(3) . . ? N3 N1 C3 120.7(2) . . ? C1 N2 C2 101.7(2) . . ? C1 N2 Zn1 129.27(19) . . ? C2 N2 Zn1 125.5(2) . . ? C2 N3 N1 102.3(2) . . ? C18 N4 N5 110.2(2) . . ? C18 N4 C16 128.4(3) . . ? N5 N4 C16 121.3(2) . . ? C17 N5 N4 102.6(2) . . ? C18 N6 C17 102.2(2) . . ? C18 N6 Zn1 135.8(2) . 4_646 ? C17 N6 Zn1 121.36(19) . 4_646 ? C23 O1 Zn1 113.76(18) . . ? C19 O3 Zn1 94.76(19) . 3_454 ? C19 O4 Zn1 87.70(18) . 3_454 ? C25 O5 C27 118.9(2) . . ? C32 O6 H6A 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C3 C4 C5 -20.4(4) . . . . ? N1 C3 C4 C9 160.9(3) . . . . ? C9 C4 C5 C6 -0.3(5) . . . . ? C3 C4 C5 C6 -179.1(3) . . . . ? C4 C5 C6 C7 0.6(5) . . . . ? C5 C6 C7 C8 -0.1(5) . . . . ? C5 C6 C7 C10 179.2(3) . . . . ? C6 C7 C8 C9 -0.7(5) . . . . ? C10 C7 C8 C9 180.0(3) . . . . ? C5 C4 C9 C8 -0.5(5) . . . . ? C3 C4 C9 C8 178.3(3) . . . . ? C7 C8 C9 C4 1.1(5) . . . . ? C6 C7 C10 C11 41.5(4) . . . . ? C8 C7 C10 C11 -139.2(3) . . . . ? C6 C7 C10 C15 -137.7(3) . . . . ? C8 C7 C10 C15 41.6(4) . . . . ? C15 C10 C11 C12 -0.3(5) . . . . ? C7 C10 C11 C12 -179.6(3) . . . . ? C10 C11 C12 C13 0.6(5) . . . . ? C11 C12 C13 C14 -0.1(5) . . . . ? C11 C12 C13 C16 178.1(3) . . . . ? C12 C13 C14 C15 -0.7(4) . . . . ? C16 C13 C14 C15 -178.8(3) . . . . ? C11 C10 C15 C14 -0.5(4) . . . . ? C7 C10 C15 C14 178.8(3) . . . . ? C13 C14 C15 C10 1.0(4) . . . . ? C14 C13 C16 N4 -12.2(4) . . . . ? C12 C13 C16 N4 169.6(2) . . . . ? O3 C19 C20 C26 166.9(2) . . . . ? O4 C19 C20 C26 -10.4(4) . . . . ? Zn1 C19 C20 C26 133(2) 3_454 . . . ? O3 C19 C20 C21 -8.9(4) . . . . ? O4 C19 C20 C21 173.8(3) . . . . ? Zn1 C19 C20 C21 -42(2) 3_454 . . . ? C26 C20 C21 C22 -1.6(4) . . . . ? C19 C20 C21 C22 174.2(2) . . . . ? C20 C21 C22 C24 0.3(4) . . . . ? C20 C21 C22 C23 -179.3(2) . . . . ? C21 C22 C23 O2 -1.3(4) . . . . ? C24 C22 C23 O2 179.1(2) . . . . ? C21 C22 C23 O1 179.0(2) . . . . ? C24 C22 C23 O1 -0.5(4) . . . . ? C21 C22 C24 C25 1.6(4) . . . . ? C23 C22 C24 C25 -178.9(2) . . . . ? C22 C24 C25 O5 179.7(3) . . . . ? C22 C24 C25 C26 -2.1(4) . . . . ? O5 C25 C26 C20 179.1(2) . . . . ? C24 C25 C26 C20 0.7(4) . . . . ? C21 C20 C26 C25 1.2(4) . . . . ? C19 C20 C26 C25 -174.6(2) . . . . ? O5 C27 C28 C29 33.0(4) . . . . ? O5 C27 C28 C34 -147.5(3) . . . . ? C34 C28 C29 C30 -1.1(5) . . . . ? C27 C28 C29 C30 178.3(3) . . . . ? C28 C29 C30 C31 -0.5(5) . . . . ? C29 C30 C31 C33 2.3(5) . . . . ? C29 C30 C31 C32 179.0(3) . . . . ? C30 C31 C32 O7 -173.5(3) . . . . ? C33 C31 C32 O7 3.3(5) . . . . ? C30 C31 C32 O6 6.3(4) . . . . ? C33 C31 C32 O6 -176.9(3) . . . . ? C30 C31 C33 C34 -2.4(5) . . . . ? C32 C31 C33 C34 -179.3(3) . . . . ? C29 C28 C34 C33 1.0(5) . . . . ? C27 C28 C34 C33 -178.4(2) . . . . ? C31 C33 C34 C28 0.7(5) . . . . ? N2 C1 N1 N3 0.0(3) . . . . ? N2 C1 N1 C3 176.2(2) . . . . ? C4 C3 N1 C1 114.5(3) . . . . ? C4 C3 N1 N3 -69.7(3) . . . . ? N1 C1 N2 C2 0.3(3) . . . . ? N1 C1 N2 Zn1 159.29(17) . . . . ? N3 C2 N2 C1 -0.4(3) . . . . ? N3 C2 N2 Zn1 -160.53(19) . . . . ? O1 Zn1 N2 C1 -64.6(2) . . . . ? N6 Zn1 N2 C1 38.7(2) 4_656 . . . ? O3 Zn1 N2 C1 -167.4(2) 3_554 . . . ? O4 Zn1 N2 C1 144.6(2) 3_554 . . . ? C19 Zn1 N2 C1 171.8(2) 3_554 . . . ? O1 Zn1 N2 C2 90.0(2) . . . . ? N6 Zn1 N2 C2 -166.8(2) 4_656 . . . ? O3 Zn1 N2 C2 -12.9(2) 3_554 . . . ? O4 Zn1 N2 C2 -60.9(2) 3_554 . . . ? C19 Zn1 N2 C2 -33.7(2) 3_554 . . . ? N2 C2 N3 N1 0.4(3) . . . . ? C1 N1 N3 C2 -0.2(3) . . . . ? C3 N1 N3 C2 -176.9(2) . . . . ? N6 C18 N4 N5 -1.2(3) . . . . ? N6 C18 N4 C16 174.0(2) . . . . ? C13 C16 N4 C18 119.9(3) . . . . ? C13 C16 N4 N5 -65.3(3) . . . . ? N6 C17 N5 N4 0.1(3) . . . . ? C18 N4 N5 C17 0.7(3) . . . . ? C16 N4 N5 C17 -175.0(2) . . . . ? N4 C18 N6 C17 1.1(3) . . . . ? N4 C18 N6 Zn1 -169.46(18) . . . 4_646 ? N5 C17 N6 C18 -0.7(3) . . . . ? N5 C17 N6 Zn1 171.59(18) . . . 4_646 ? O2 C23 O1 Zn1 0.2(3) . . . . ? C22 C23 O1 Zn1 179.85(16) . . . . ? N2 Zn1 O1 C23 -173.89(19) . . . . ? N6 Zn1 O1 C23 78.36(19) 4_656 . . . ? O3 Zn1 O1 C23 -84.61(19) 3_554 . . . ? O4 Zn1 O1 C23 -25.3(2) 3_554 . . . ? C19 Zn1 O1 C23 -59.1(2) 3_554 . . . ? O4 C19 O3 Zn1 1.3(3) . . . 3_454 ? C20 C19 O3 Zn1 -176.0(2) . . . 3_454 ? O3 C19 O4 Zn1 -1.3(3) . . . 3_454 ? C20 C19 O4 Zn1 176.0(2) . . . 3_454 ? C26 C25 O5 C27 -172.9(2) . . . . ? C24 C25 O5 C27 5.4(4) . . . . ? C28 C27 O5 C25 -178.5(2) . . . . ? 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 H6A O4 0.82 1.86 2.679(3) 174.2 2_656 _diffrn_measured_fraction_theta_max 0.883 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.580 _refine_diff_density_min -0.342 _refine_diff_density_rms 0.039 #=== data_7 _database_code_depnum_ccdc_archive 'CCDC 828050' #TrackingRef '- CIFs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H26 Cu4 O19' _chemical_formula_weight 968.69 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.8167(4) _cell_length_b 10.8308(5) _cell_length_c 12.0167(7) _cell_angle_alpha 86.596(4) _cell_angle_beta 83.997(5) _cell_angle_gamma 73.499(4) _cell_volume 845.58(8) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.902 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 486 _exptl_absorpt_coefficient_mu 2.569 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.66 _exptl_absorpt_correction_T_max 0.72 _exptl_absorpt_process_details ; CrysAlis (Oxford Diffraction, 2006) ; _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 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6155 _diffrn_reflns_av_R_equivalents 0.0200 _diffrn_reflns_av_sigmaI/netI 0.0445 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.20 _diffrn_reflns_theta_max 29.15 _reflns_number_total 3847 _reflns_number_gt 2887 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_cell_refinement CrysAlis _computing_data_reduction CrysAlis _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. H atoms of water molecules were located in difference Fourier maps and refined isotropically with distance restraints of O---H = 0.87+-0.02 \%A with U~iso~ = 1.5U~eq~(O). The distances of H2A...H2B and H2A...H3A were restrained to 1.44+-0.02 and 2.50+-0.02 \%A, respectively. ; _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^)+(0.0353P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3847 _refine_ls_number_parameters 260 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0401 _refine_ls_R_factor_gt 0.0281 _refine_ls_wR_factor_ref 0.0654 _refine_ls_wR_factor_gt 0.0637 _refine_ls_goodness_of_fit_ref 0.924 _refine_ls_restrained_S_all 0.925 _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 Cu1 Cu 1.35180(4) 0.43452(2) 1.14808(3) 0.02142(9) Uani 1 1 d . . . Cu2 Cu 1.00831(4) 0.63845(2) 0.99121(3) 0.02200(10) Uani 1 1 d . . . C1 C 2.3101(4) 0.6373(2) 1.7298(2) 0.0277(6) Uani 1 1 d . . . C2 C 2.2048(4) 0.7082(2) 1.6307(2) 0.0265(6) Uani 1 1 d . . . C3 C 2.3125(5) 0.7306(3) 1.5331(3) 0.0494(9) Uani 1 1 d . . . H3 H 2.4551 0.7002 1.5259 0.059 Uiso 1 1 calc R . . C4 C 2.2112(5) 0.7985(3) 1.4445(3) 0.0522(9) Uani 1 1 d . . . H4 H 2.2873 0.8132 1.3787 0.063 Uiso 1 1 calc R . . C5 C 2.0021(4) 0.8442(2) 1.4519(2) 0.0290(7) Uani 1 1 d . . . C6 C 1.8891(5) 0.9147(2) 1.3556(3) 0.0364(8) Uani 1 1 d . . . H6A H 1.7769 0.9872 1.3822 0.044 Uiso 1 1 calc R . . H6B H 1.9812 0.9466 1.3020 0.044 Uiso 1 1 calc R . . C7 C 1.8951(5) 0.8239(3) 1.5504(3) 0.0472(8) Uani 1 1 d . . . H7 H 1.7527 0.8561 1.5575 0.057 Uiso 1 1 calc R . . C8 C 1.9927(5) 0.7569(3) 1.6400(3) 0.0455(8) Uani 1 1 d . . . H8 H 1.9163 0.7445 1.7064 0.055 Uiso 1 1 calc R . . C9 C 1.6553(4) 0.8688(2) 1.2369(2) 0.0232(6) Uani 1 1 d . . . C10 C 1.5743(4) 0.7758(2) 1.2008(2) 0.0221(6) Uani 1 1 d . . . H10 H 1.6307 0.6895 1.2205 0.027 Uiso 1 1 calc R . . C11 C 1.4100(4) 0.81064(19) 1.1357(2) 0.0189(5) Uani 1 1 d . . . C12 C 1.3256(4) 0.70772(19) 1.0995(2) 0.0197(5) Uani 1 1 d . . . C13 C 1.3228(4) 0.93960(19) 1.1060(2) 0.0188(5) Uani 1 1 d . . . H13 H 1.2100 0.9636 1.0640 0.023 Uiso 1 1 calc R . . C14 C 1.4084(4) 1.03149(19) 1.1405(2) 0.0190(5) Uani 1 1 d . . . C15 C 1.3194(4) 1.17132(19) 1.1086(2) 0.0200(5) Uani 1 1 d . . . C16 C 1.5746(4) 0.9973(2) 1.2053(2) 0.0231(6) Uani 1 1 d . . . H16 H 1.6310 1.0598 1.2272 0.028 Uiso 1 1 calc R . . O2 O 1.4357(3) 0.59334(13) 1.11274(16) 0.0270(4) Uani 1 1 d . . . O3 O 1.1561(3) 0.74065(14) 1.05922(17) 0.0309(5) Uani 1 1 d . . . O4 O 1.1694(3) 1.19775(14) 1.05075(16) 0.0280(4) Uani 1 1 d . . . O5 O 1.4016(3) 1.24851(14) 1.14442(17) 0.0335(5) Uani 1 1 d . . . O6 O 1.8114(3) 0.82348(15) 1.30465(17) 0.0365(5) Uani 1 1 d . . . O7 O 2.2037(3) 0.6143(2) 1.81435(19) 0.0515(6) Uani 1 1 d . . . O8 O 2.5048(3) 0.60348(15) 1.71807(16) 0.0298(4) Uani 1 1 d . . . O1W O 1.0523(4) 0.5376(2) 1.2488(3) 0.0645(8) Uani 1 1 d D . . H1A H 1.017(7) 0.607(3) 1.284(3) 0.097 Uiso 1 1 d D . . H1B H 0.978(6) 0.486(3) 1.249(4) 0.097 Uiso 1 1 d D . . O1 O 1.1894(3) 0.46442(14) 1.01878(15) 0.0196(4) Uani 1 1 d . . . H1 H 1.273(4) 0.454(3) 0.967(3) 0.029 Uiso 1 1 d . . . O2W O 1.120(2) 0.4712(15) 1.5006(14) 0.228(6) Uiso 0.50 1 d PD . . H2A H 1.185(17) 0.508(11) 1.443(6) 0.341 Uiso 1 1 d 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 Cu1 0.02459(18) 0.01150(13) 0.0314(2) 0.00484(12) -0.01847(15) -0.00576(11) Cu2 0.02315(17) 0.00959(13) 0.0362(2) 0.00457(12) -0.01938(15) -0.00447(11) C1 0.0364(17) 0.0197(11) 0.0282(17) 0.0012(11) -0.0151(14) -0.0057(11) C2 0.0284(15) 0.0268(12) 0.0255(16) 0.0034(11) -0.0123(13) -0.0069(10) C3 0.0259(17) 0.081(2) 0.036(2) 0.0160(17) -0.0129(15) -0.0059(16) C4 0.0343(19) 0.087(2) 0.031(2) 0.0222(17) -0.0106(16) -0.0115(17) C5 0.0359(16) 0.0267(12) 0.0298(17) 0.0071(11) -0.0238(14) -0.0119(11) C6 0.0509(19) 0.0295(13) 0.0388(19) 0.0104(12) -0.0321(16) -0.0197(12) C7 0.0284(17) 0.0585(19) 0.047(2) 0.0189(16) -0.0141(16) -0.0009(14) C8 0.0305(17) 0.0632(19) 0.034(2) 0.0161(16) -0.0055(15) -0.0014(14) C9 0.0244(13) 0.0190(11) 0.0274(15) 0.0042(10) -0.0177(12) -0.0036(9) C10 0.0251(13) 0.0120(10) 0.0304(16) 0.0041(10) -0.0144(12) -0.0040(9) C11 0.0211(13) 0.0137(10) 0.0236(14) 0.0009(9) -0.0097(11) -0.0050(9) C12 0.0225(13) 0.0126(10) 0.0261(15) 0.0043(10) -0.0117(11) -0.0059(9) C13 0.0195(12) 0.0158(10) 0.0230(14) 0.0031(9) -0.0109(11) -0.0056(9) C14 0.0207(13) 0.0128(10) 0.0241(14) 0.0025(9) -0.0097(11) -0.0031(9) C15 0.0213(13) 0.0116(9) 0.0273(15) 0.0026(10) -0.0106(11) -0.0027(9) C16 0.0309(14) 0.0137(10) 0.0290(15) 0.0033(10) -0.0180(12) -0.0084(10) O2 0.0254(10) 0.0086(7) 0.0502(13) 0.0034(7) -0.0195(9) -0.0051(6) O3 0.0290(10) 0.0143(7) 0.0538(14) 0.0018(8) -0.0273(10) -0.0055(7) O4 0.0277(10) 0.0128(7) 0.0466(12) 0.0055(7) -0.0249(9) -0.0045(6) O5 0.0438(12) 0.0119(7) 0.0521(14) 0.0069(8) -0.0354(11) -0.0100(7) O6 0.0460(12) 0.0192(8) 0.0509(14) 0.0055(8) -0.0406(11) -0.0081(8) O7 0.0423(13) 0.0655(14) 0.0333(14) 0.0262(11) -0.0069(12) 0.0022(11) O8 0.0309(11) 0.0279(9) 0.0331(12) 0.0053(8) -0.0199(9) -0.0076(8) O1W 0.0447(15) 0.0464(13) 0.099(2) -0.0078(15) 0.0031(15) -0.0098(11) O1 0.0214(9) 0.0115(7) 0.0278(11) 0.0050(7) -0.0132(8) -0.0049(6) _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 Cu1 O8 1.9324(17) 2_968 ? Cu1 O5 1.9480(15) 1_545 ? Cu1 O1 1.9600(16) . ? Cu1 O2 1.9718(15) . ? Cu1 O1W 2.287(3) . ? Cu2 O4 1.9156(15) 2_777 ? Cu2 O3 1.9550(15) . ? Cu2 O1 1.9686(15) . ? Cu2 O1 1.9935(15) 2_767 ? Cu2 O7 2.374(2) 1_454 ? Cu2 Cu2 3.0274(5) 2_767 ? C1 O7 1.241(4) . ? C1 O8 1.267(3) . ? C1 C2 1.509(4) . ? C2 C3 1.365(4) . ? C2 C8 1.386(4) . ? C3 C4 1.387(4) . ? C3 H3 0.9300 . ? C4 C5 1.365(4) . ? C4 H4 0.9300 . ? C5 C7 1.364(4) . ? C5 C6 1.505(3) . ? C6 O6 1.438(3) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.383(4) . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? C9 O6 1.369(3) . ? C9 C10 1.388(3) . ? C9 C16 1.389(3) . ? C10 C11 1.385(3) . ? C10 H10 0.9300 . ? C11 C13 1.395(3) . ? C11 C12 1.496(3) . ? C12 O3 1.248(3) . ? C12 O2 1.264(3) . ? C13 C14 1.390(3) . ? C13 H13 0.9300 . ? C14 C16 1.392(3) . ? C14 C15 1.506(3) . ? C15 O5 1.248(2) . ? C15 O4 1.253(3) . ? C16 H16 0.9300 . ? O4 Cu2 1.9156(15) 2_777 ? O5 Cu1 1.9480(15) 1_565 ? O7 Cu2 2.374(2) 1_656 ? O8 Cu1 1.9324(17) 2_968 ? O1W H1A 0.842(19) . ? O1W H1B 0.851(19) . ? O1 Cu2 1.9935(15) 2_767 ? O1 H1 0.79(3) . ? O2W O2W 1.57(3) 2_768 ? O2W H2A 0.92(2) . ? 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 O8 Cu1 O5 84.63(7) 2_968 1_545 ? O8 Cu1 O1 174.81(8) 2_968 . ? O5 Cu1 O1 92.41(6) 1_545 . ? O8 Cu1 O2 92.91(7) 2_968 . ? O5 Cu1 O2 151.81(8) 1_545 . ? O1 Cu1 O2 91.71(7) . . ? O8 Cu1 O1W 91.33(10) 2_968 . ? O5 Cu1 O1W 114.03(9) 1_545 . ? O1 Cu1 O1W 85.98(9) . . ? O2 Cu1 O1W 94.06(8) . . ? O4 Cu2 O3 84.57(6) 2_777 . ? O4 Cu2 O1 174.10(7) 2_777 . ? O3 Cu2 O1 99.76(6) . . ? O4 Cu2 O1 97.11(6) 2_777 2_767 ? O3 Cu2 O1 158.32(9) . 2_767 ? O1 Cu2 O1 80.35(7) . 2_767 ? O4 Cu2 O7 93.29(8) 2_777 1_454 ? O3 Cu2 O7 97.46(9) . 1_454 ? O1 Cu2 O7 82.23(8) . 1_454 ? O1 Cu2 O7 103.99(8) 2_767 1_454 ? O4 Cu2 Cu2 136.75(5) 2_777 2_767 ? O3 Cu2 Cu2 136.24(5) . 2_767 ? O1 Cu2 Cu2 40.48(5) . 2_767 ? O1 Cu2 Cu2 39.87(4) 2_767 2_767 ? O7 Cu2 Cu2 94.09(6) 1_454 2_767 ? O7 C1 O8 125.0(2) . . ? O7 C1 C2 119.0(2) . . ? O8 C1 C2 116.0(3) . . ? C3 C2 C8 118.5(3) . . ? C3 C2 C1 122.0(3) . . ? C8 C2 C1 119.4(3) . . ? C2 C3 C4 120.6(3) . . ? C2 C3 H3 119.7 . . ? C4 C3 H3 119.7 . . ? C5 C4 C3 121.3(3) . . ? C5 C4 H4 119.4 . . ? C3 C4 H4 119.4 . . ? C7 C5 C4 118.0(3) . . ? C7 C5 C6 119.9(3) . . ? C4 C5 C6 122.1(3) . . ? O6 C6 C5 106.55(19) . . ? O6 C6 H6A 110.4 . . ? C5 C6 H6A 110.4 . . ? O6 C6 H6B 110.4 . . ? C5 C6 H6B 110.4 . . ? H6A C6 H6B 108.6 . . ? C5 C7 C8 121.8(3) . . ? C5 C7 H7 119.1 . . ? C8 C7 H7 119.1 . . ? C7 C8 C2 119.8(3) . . ? C7 C8 H8 120.1 . . ? C2 C8 H8 120.1 . . ? O6 C9 C10 115.06(19) . . ? O6 C9 C16 125.0(2) . . ? C10 C9 C16 119.9(2) . . ? C11 C10 C9 120.4(2) . . ? C11 C10 H10 119.8 . . ? C9 C10 H10 119.8 . . ? C10 C11 C13 120.56(19) . . ? C10 C11 C12 118.77(19) . . ? C13 C11 C12 120.66(19) . . ? O3 C12 O2 125.76(19) . . ? O3 C12 C11 118.45(18) . . ? O2 C12 C11 115.79(19) . . ? C14 C13 C11 118.5(2) . . ? C14 C13 H13 120.8 . . ? C11 C13 H13 120.8 . . ? C13 C14 C16 121.40(19) . . ? C13 C14 C15 119.72(19) . . ? C16 C14 C15 118.88(19) . . ? O5 C15 O4 127.15(19) . . ? O5 C15 C14 116.13(19) . . ? O4 C15 C14 116.71(18) . . ? C9 C16 C14 119.3(2) . . ? C9 C16 H16 120.4 . . ? C14 C16 H16 120.4 . . ? C12 O2 Cu1 129.36(16) . . ? C12 O3 Cu2 130.66(14) . . ? C15 O4 Cu2 130.02(14) . 2_777 ? C15 O5 Cu1 137.55(14) . 1_565 ? C9 O6 C6 118.67(18) . . ? C1 O7 Cu2 160.9(2) . 1_656 ? C1 O8 Cu1 117.81(19) . 2_968 ? Cu1 O1W H1A 132(3) . . ? Cu1 O1W H1B 104(3) . . ? H1A O1W H1B 124(5) . . ? Cu1 O1 Cu2 118.55(8) . . ? Cu1 O1 Cu2 118.72(9) . 2_767 ? Cu2 O1 Cu2 99.65(7) . 2_767 ? Cu1 O1 H1 104(2) . . ? Cu2 O1 H1 104(2) . . ? Cu2 O1 H1 112(2) 2_767 . ? O2W O2W H2A 110(9) 2_768 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O7 C1 C2 C3 -176.5(3) . . . . ? O8 C1 C2 C3 2.1(4) . . . . ? O7 C1 C2 C8 6.2(4) . . . . ? O8 C1 C2 C8 -175.1(2) . . . . ? C8 C2 C3 C4 -1.3(5) . . . . ? C1 C2 C3 C4 -178.6(3) . . . . ? C2 C3 C4 C5 -0.3(5) . . . . ? C3 C4 C5 C7 1.6(5) . . . . ? C3 C4 C5 C6 -178.2(3) . . . . ? C7 C5 C6 O6 -78.9(3) . . . . ? C4 C5 C6 O6 101.0(3) . . . . ? C4 C5 C7 C8 -1.4(4) . . . . ? C6 C5 C7 C8 178.4(3) . . . . ? C5 C7 C8 C2 -0.1(5) . . . . ? C3 C2 C8 C7 1.5(4) . . . . ? C1 C2 C8 C7 178.8(3) . . . . ? O6 C9 C10 C11 177.3(3) . . . . ? C16 C9 C10 C11 -1.6(4) . . . . ? C9 C10 C11 C13 -0.4(4) . . . . ? C9 C10 C11 C12 -179.3(2) . . . . ? C10 C11 C12 O3 166.9(3) . . . . ? C13 C11 C12 O3 -12.1(4) . . . . ? C10 C11 C12 O2 -13.3(4) . . . . ? C13 C11 C12 O2 167.7(2) . . . . ? C10 C11 C13 C14 1.8(4) . . . . ? C12 C11 C13 C14 -179.2(2) . . . . ? C11 C13 C14 C16 -1.3(4) . . . . ? C11 C13 C14 C15 179.3(2) . . . . ? C13 C14 C15 O5 178.7(2) . . . . ? C16 C14 C15 O5 -0.8(4) . . . . ? C13 C14 C15 O4 -0.2(4) . . . . ? C16 C14 C15 O4 -179.7(3) . . . . ? O6 C9 C16 C14 -176.7(3) . . . . ? C10 C9 C16 C14 2.1(4) . . . . ? C13 C14 C16 C9 -0.6(4) . . . . ? C15 C14 C16 C9 178.8(3) . . . . ? O3 C12 O2 Cu1 -32.9(4) . . . . ? C11 C12 O2 Cu1 147.27(18) . . . . ? O8 Cu1 O2 C12 -122.4(2) 2_968 . . . ? O5 Cu1 O2 C12 153.6(2) 1_545 . . . ? O1 Cu1 O2 C12 55.2(2) . . . . ? O1W Cu1 O2 C12 -30.8(2) . . . . ? O2 C12 O3 Cu2 -5.9(4) . . . . ? C11 C12 O3 Cu2 173.88(18) . . . . ? O4 Cu2 O3 C12 -170.1(3) 2_777 . . . ? O1 Cu2 O3 C12 5.8(3) . . . . ? O1 Cu2 O3 C12 94.3(3) 2_767 . . . ? O7 Cu2 O3 C12 -77.5(3) 1_454 . . . ? Cu2 Cu2 O3 C12 26.4(3) 2_767 . . . ? O5 C15 O4 Cu2 -7.6(4) . . . 2_777 ? C14 C15 O4 Cu2 171.20(18) . . . 2_777 ? O4 C15 O5 Cu1 6.1(5) . . . 1_565 ? C14 C15 O5 Cu1 -172.7(2) . . . 1_565 ? C10 C9 O6 C6 -173.4(3) . . . . ? C16 C9 O6 C6 5.5(4) . . . . ? C5 C6 O6 C9 161.4(3) . . . . ? O8 C1 O7 Cu2 92.1(6) . . . 1_656 ? C2 C1 O7 Cu2 -89.4(6) . . . 1_656 ? O7 C1 O8 Cu1 -21.4(3) . . . 2_968 ? C2 C1 O8 Cu1 159.99(15) . . . 2_968 ? O8 Cu1 O1 Cu2 107.3(8) 2_968 . . . ? O5 Cu1 O1 Cu2 162.41(11) 1_545 . . . ? O2 Cu1 O1 Cu2 -45.48(11) . . . . ? O1W Cu1 O1 Cu2 48.47(11) . . . . ? O8 Cu1 O1 Cu2 -13.7(8) 2_968 . . 2_767 ? O5 Cu1 O1 Cu2 41.37(11) 1_545 . . 2_767 ? O2 Cu1 O1 Cu2 -166.53(10) . . . 2_767 ? O1W Cu1 O1 Cu2 -72.57(10) . . . 2_767 ? O4 Cu2 O1 Cu1 164.7(7) 2_777 . . . ? O3 Cu2 O1 Cu1 27.66(12) . . . . ? O1 Cu2 O1 Cu1 -130.34(15) 2_767 . . . ? O7 Cu2 O1 Cu1 123.95(11) 1_454 . . . ? Cu2 Cu2 O1 Cu1 -130.34(15) 2_767 . . . ? O4 Cu2 O1 Cu2 -64.9(7) 2_777 . . 2_767 ? O3 Cu2 O1 Cu2 158.00(9) . . . 2_767 ? O1 Cu2 O1 Cu2 0.0 2_767 . . 2_767 ? O7 Cu2 O1 Cu2 -105.71(9) 1_454 . . 2_767 ? 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 O1W H1A O6 0.842(19) 2.38(3) 3.141(3) 150(4) 1_455 O1W H1B O7 0.851(19) 2.09(2) 2.895(3) 158(4) 2_868 O1 H1 O2 0.79(3) 2.05(3) 2.790(3) 156(3) 2_867 O2W H2A O1W 0.92(2) 2.56(10) 3.119(17) 119(9) . _diffrn_measured_fraction_theta_max 0.841 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.405 _refine_diff_density_min -0.476 _refine_diff_density_rms 0.080 #===end