# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Jubaraj Baruah' _publ_contact_author_email JUBA@IITG.ERNET.IN _publ_section_title ; Solvent induced reactivity of 3, 5-dimethylpyrazole towards zinc (II) carboxylates ; loop_ _publ_author_name 'Jubaraj Baruah' 'Dipjyoti Kalita' 'Rupam Sarma' # Attachment '1.cif' data_znbendmp_0m _database_code_depnum_ccdc_archive 'CCDC 715018' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H26 N4 O4 Zn' _chemical_formula_weight 499.86 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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.7460(3) _cell_length_b 12.0489(4) _cell_length_c 13.0519(4) _cell_angle_alpha 96.598(2) _cell_angle_beta 103.186(2) _cell_angle_gamma 108.004(2) _cell_volume 1247.78(7) _cell_formula_units_Z 2 _cell_measurement_temperature 296(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 0.29 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.330 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 520 _exptl_absorpt_coefficient_mu 1.020 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6812 _diffrn_reflns_av_R_equivalents 0.0150 _diffrn_reflns_av_sigmaI/netI 0.0250 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.55 _diffrn_reflns_theta_max 24.99 _reflns_number_total 4202 _reflns_number_gt 3507 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0345P)^2^+0.5034P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4202 _refine_ls_number_parameters 300 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0428 _refine_ls_R_factor_gt 0.0330 _refine_ls_wR_factor_ref 0.0835 _refine_ls_wR_factor_gt 0.0776 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 1.000 _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 0.38474(3) 0.14622(2) 0.29602(2) 0.05714(12) Uani 1 1 d . . . O1 O 0.4271(2) 0.01609(15) 0.21973(15) 0.0719(5) Uani 1 1 d . . . O2 O 0.3319(3) -0.13152(16) 0.30282(17) 0.0829(6) Uani 1 1 d . . . O3 O 0.5869(2) 0.27949(15) 0.31329(15) 0.0730(5) Uani 1 1 d . . . O4 O 0.4926(2) 0.41990(17) 0.25640(18) 0.0835(6) Uani 1 1 d . . . N1 N 0.3431(3) 0.12259(18) 0.43798(16) 0.0610(5) Uani 1 1 d . . . N2 N 0.2897(2) 0.01211(18) 0.46083(17) 0.0615(5) Uani 1 1 d . . . H2 H 0.2900 -0.0509 0.4227 0.074 Uiso 1 1 d R . . N3 N 0.1782(3) 0.16114(18) 0.20188(16) 0.0614(5) Uani 1 1 d . . . N4 N 0.1764(3) 0.2654(2) 0.17287(17) 0.0667(5) Uani 1 1 d . . . H4A H 0.2617 0.3302 0.1921 0.080 Uiso 1 1 d R . . C1 C 0.3946(3) -0.0912(2) 0.2329(2) 0.0596(6) Uani 1 1 d . . . C2 C 0.4356(3) -0.1718(2) 0.15534(19) 0.0557(6) Uani 1 1 d . . . C3 C 0.4958(3) -0.1311(2) 0.0731(2) 0.0692(7) Uani 1 1 d . . . H3 H 0.5144 -0.0522 0.0667 0.083 Uiso 1 1 calc R . . C4 C 0.5290(4) -0.2065(3) -0.0002(3) 0.0906(9) Uani 1 1 d . . . H4 H 0.5683 -0.1785 -0.0561 0.109 Uiso 1 1 calc R . . C5 C 0.5040(5) -0.3216(3) 0.0095(3) 0.0948(10) Uani 1 1 d . . . H5 H 0.5260 -0.3723 -0.0399 0.114 Uiso 1 1 calc R . . C6 C 0.4464(4) -0.3630(3) 0.0925(3) 0.0908(10) Uani 1 1 d . . . H6 H 0.4311 -0.4413 0.0996 0.109 Uiso 1 1 calc R . . C7 C 0.4113(4) -0.2893(2) 0.1645(2) 0.0761(8) Uani 1 1 d . . . H7 H 0.3711 -0.3181 0.2199 0.091 Uiso 1 1 calc R . . C8 C 0.6069(3) 0.3823(2) 0.2900(2) 0.0608(6) Uani 1 1 d . . . C9 C 0.7846(3) 0.4612(2) 0.3072(2) 0.0607(6) Uani 1 1 d . . . C10 C 0.8190(4) 0.5718(2) 0.2789(3) 0.0788(8) Uani 1 1 d . . . H10 H 0.7312 0.5957 0.2471 0.095 Uiso 1 1 calc R . . C11 C 0.9823(4) 0.6470(3) 0.2975(3) 0.0926(10) Uani 1 1 d . . . H11 H 1.0035 0.7204 0.2770 0.111 Uiso 1 1 calc R . . C12 C 1.1119(4) 0.6141(3) 0.3455(3) 0.0977(10) Uani 1 1 d . . . H12 H 1.2216 0.6659 0.3601 0.117 Uiso 1 1 calc R . . C13 C 1.0808(4) 0.5050(4) 0.3723(4) 0.1243(15) Uani 1 1 d . . . H13 H 1.1694 0.4816 0.4037 0.149 Uiso 1 1 calc R . . C14 C 0.9170(4) 0.4285(3) 0.3528(3) 0.0997(11) Uani 1 1 d . . . H14 H 0.8971 0.3539 0.3709 0.120 Uiso 1 1 calc R . . C15 C 0.3698(5) 0.3262(3) 0.5162(3) 0.0996(11) Uani 1 1 d . . . H15A H 0.4327 0.3463 0.4654 0.149 Uiso 1 1 calc R . . H15B H 0.4364 0.3703 0.5867 0.149 Uiso 1 1 calc R . . H15C H 0.2699 0.3457 0.4969 0.149 Uiso 1 1 calc R . . C16 C 0.3234(3) 0.1957(2) 0.5154(2) 0.0669(7) Uani 1 1 d . . . C17 C 0.2566(4) 0.1296(3) 0.5853(2) 0.0746(7) Uani 1 1 d . . . H17 H 0.2302 0.1588 0.6455 0.089 Uiso 1 1 calc R . . C18 C 0.2369(3) 0.0130(2) 0.5490(2) 0.0628(6) Uani 1 1 d . . . C19 C 0.1736(4) -0.0979(3) 0.5905(3) 0.0838(8) Uani 1 1 d . . . H19A H 0.0590 -0.1166 0.5749 0.101 Uiso 1 1 d R . . H19B H 0.2116 -0.1502 0.5568 0.101 Uiso 1 1 d R . . H19C H 0.2274 -0.0738 0.6669 0.101 Uiso 1 1 d R . . C20 C -0.0055(5) 0.3594(4) 0.0693(4) 0.1261(15) Uani 1 1 d . . . H20A H -0.1190 0.3498 0.0690 0.151 Uiso 1 1 d R . . H20B H 0.0713 0.4277 0.1142 0.151 Uiso 1 1 d R . . H20C H 0.0029 0.3504 -0.0025 0.151 Uiso 1 1 d R . . C21 C 0.0271(4) 0.2552(3) 0.1114(3) 0.0855(9) Uani 1 1 d . . . C22 C -0.0725(4) 0.1390(3) 0.0992(3) 0.1058(12) Uani 1 1 d . . . H22 H -0.1845 0.1043 0.0600 0.127 Uiso 1 1 calc R . . C23 C 0.0246(4) 0.0830(3) 0.1562(2) 0.0764(8) Uani 1 1 d . . . C24 C -0.0207(4) -0.0439(3) 0.1715(3) 0.1066(12) Uani 1 1 d . . . H24A H -0.0080 -0.0925 0.1126 0.160 Uiso 1 1 calc R . . H24B H -0.1348 -0.0727 0.1742 0.160 Uiso 1 1 calc R . . H24C H 0.0517 -0.0475 0.2375 0.160 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.06092(19) 0.04166(16) 0.0710(2) 0.01766(12) 0.02178(14) 0.01612(12) O1 0.0857(12) 0.0420(10) 0.0966(13) 0.0177(9) 0.0385(10) 0.0233(9) O2 0.1066(15) 0.0474(10) 0.1056(15) 0.0195(10) 0.0578(13) 0.0198(10) O3 0.0708(11) 0.0454(10) 0.0967(13) 0.0253(9) 0.0230(10) 0.0079(8) O4 0.0705(12) 0.0551(11) 0.1197(17) 0.0251(11) 0.0201(11) 0.0168(10) N1 0.0693(13) 0.0497(12) 0.0657(13) 0.0173(10) 0.0209(10) 0.0197(10) N2 0.0687(13) 0.0459(11) 0.0692(13) 0.0162(9) 0.0190(11) 0.0174(10) N3 0.0614(13) 0.0530(12) 0.0702(13) 0.0167(10) 0.0180(10) 0.0189(10) N4 0.0647(13) 0.0576(13) 0.0761(14) 0.0188(10) 0.0128(11) 0.0215(11) C1 0.0548(14) 0.0425(13) 0.0778(17) 0.0108(11) 0.0180(12) 0.0124(11) C2 0.0520(13) 0.0443(13) 0.0666(15) 0.0109(11) 0.0094(11) 0.0160(10) C3 0.0790(18) 0.0572(16) 0.0763(17) 0.0200(13) 0.0229(14) 0.0272(14) C4 0.117(3) 0.094(2) 0.080(2) 0.0230(17) 0.0439(19) 0.048(2) C5 0.126(3) 0.085(2) 0.086(2) 0.0031(18) 0.032(2) 0.057(2) C6 0.128(3) 0.0538(17) 0.097(2) 0.0111(16) 0.026(2) 0.0451(18) C7 0.105(2) 0.0502(15) 0.0796(18) 0.0188(13) 0.0284(16) 0.0319(15) C8 0.0714(16) 0.0411(13) 0.0644(15) 0.0110(11) 0.0216(13) 0.0100(12) C9 0.0712(16) 0.0449(13) 0.0650(15) 0.0141(11) 0.0242(13) 0.0138(12) C10 0.0815(19) 0.0528(16) 0.105(2) 0.0294(15) 0.0336(17) 0.0172(14) C11 0.095(2) 0.0540(17) 0.131(3) 0.0356(17) 0.044(2) 0.0120(16) C12 0.077(2) 0.075(2) 0.136(3) 0.034(2) 0.039(2) 0.0075(17) C13 0.074(2) 0.097(3) 0.196(4) 0.074(3) 0.024(2) 0.016(2) C14 0.082(2) 0.069(2) 0.146(3) 0.054(2) 0.025(2) 0.0165(17) C15 0.149(3) 0.0596(18) 0.104(2) 0.0205(16) 0.054(2) 0.041(2) C16 0.0762(17) 0.0563(15) 0.0691(16) 0.0149(12) 0.0176(13) 0.0253(13) C17 0.090(2) 0.0756(19) 0.0652(17) 0.0187(14) 0.0274(15) 0.0334(16) C18 0.0625(15) 0.0662(17) 0.0605(15) 0.0213(12) 0.0140(12) 0.0225(13) C19 0.092(2) 0.078(2) 0.086(2) 0.0360(16) 0.0295(17) 0.0266(17) C20 0.102(3) 0.108(3) 0.157(4) 0.055(3) -0.007(2) 0.042(2) C21 0.0719(19) 0.084(2) 0.097(2) 0.0311(17) 0.0076(16) 0.0289(17) C22 0.0648(19) 0.091(3) 0.135(3) 0.038(2) -0.0080(19) 0.0101(18) C23 0.0645(17) 0.0672(18) 0.088(2) 0.0214(15) 0.0139(15) 0.0134(14) C24 0.083(2) 0.072(2) 0.142(3) 0.034(2) 0.011(2) 0.0047(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O3 1.9325(17) . ? Zn1 O1 1.9380(17) . ? Zn1 N1 2.003(2) . ? Zn1 N3 2.011(2) . ? O1 C1 1.276(3) . ? O2 C1 1.239(3) . ? O3 C8 1.279(3) . ? O4 C8 1.234(3) . ? N1 C16 1.340(3) . ? N1 N2 1.360(3) . ? N2 C18 1.335(3) . ? N2 H2 0.8600 . ? N3 C23 1.330(3) . ? N3 N4 1.357(3) . ? N4 C21 1.328(3) . ? N4 H4A 0.8594 . ? C1 C2 1.500(3) . ? C2 C3 1.374(4) . ? C2 C7 1.389(3) . ? C3 C4 1.384(4) . ? C3 H3 0.9300 . ? C4 C5 1.362(5) . ? C4 H4 0.9300 . ? C5 C6 1.375(5) . ? C5 H5 0.9300 . ? C6 C7 1.369(4) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.499(4) . ? C9 C14 1.368(4) . ? C9 C10 1.385(4) . ? C10 C11 1.383(4) . ? C10 H10 0.9300 . ? C11 C12 1.359(5) . ? C11 H11 0.9300 . ? C12 C13 1.360(5) . ? C12 H12 0.9300 . ? C13 C14 1.389(5) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 C16 1.496(4) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C17 1.390(4) . ? C17 C18 1.373(4) . ? C17 H17 0.9300 . ? C18 C19 1.494(4) . ? C19 H19A 0.9239 . ? C19 H19B 0.9136 . ? C19 H19C 0.9661 . ? C20 C21 1.505(5) . ? C20 H20A 0.9624 . ? C20 H20B 0.9167 . ? C20 H20C 0.9527 . ? C21 C22 1.370(5) . ? C22 C23 1.382(4) . ? C22 H22 0.9300 . ? C23 C24 1.506(4) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Zn1 O1 102.45(8) . . ? O3 Zn1 N1 111.36(8) . . ? O1 Zn1 N1 114.59(8) . . ? O3 Zn1 N3 113.87(8) . . ? O1 Zn1 N3 106.87(8) . . ? N1 Zn1 N3 107.72(8) . . ? C1 O1 Zn1 129.26(17) . . ? C8 O3 Zn1 130.49(18) . . ? C16 N1 N2 105.6(2) . . ? C16 N1 Zn1 131.26(17) . . ? N2 N1 Zn1 121.57(16) . . ? C18 N2 N1 112.2(2) . . ? C18 N2 H2 124.1 . . ? N1 N2 H2 123.8 . . ? C23 N3 N4 105.8(2) . . ? C23 N3 Zn1 132.17(19) . . ? N4 N3 Zn1 122.02(16) . . ? C21 N4 N3 111.9(2) . . ? C21 N4 H4A 124.2 . . ? N3 N4 H4A 123.9 . . ? O2 C1 O1 124.9(2) . . ? O2 C1 C2 119.5(2) . . ? O1 C1 C2 115.6(2) . . ? C3 C2 C7 118.8(2) . . ? C3 C2 C1 120.6(2) . . ? C7 C2 C1 120.6(2) . . ? C2 C3 C4 120.5(3) . . ? C2 C3 H3 119.7 . . ? C4 C3 H3 119.7 . . ? C5 C4 C3 120.1(3) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C4 C5 C6 120.0(3) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C7 C6 C5 120.3(3) . . ? C7 C6 H6 119.9 . . ? C5 C6 H6 119.9 . . ? C6 C7 C2 120.3(3) . . ? C6 C7 H7 119.8 . . ? C2 C7 H7 119.8 . . ? O4 C8 O3 125.0(2) . . ? O4 C8 C9 119.2(2) . . ? O3 C8 C9 115.8(2) . . ? C14 C9 C10 117.9(3) . . ? C14 C9 C8 121.9(2) . . ? C10 C9 C8 120.2(2) . . ? C9 C10 C11 120.8(3) . . ? C9 C10 H10 119.6 . . ? C11 C10 H10 119.6 . . ? C12 C11 C10 120.3(3) . . ? C12 C11 H11 119.8 . . ? C10 C11 H11 119.8 . . ? C13 C12 C11 119.7(3) . . ? C13 C12 H12 120.1 . . ? C11 C12 H12 120.1 . . ? C12 C13 C14 120.2(3) . . ? C12 C13 H13 119.9 . . ? C14 C13 H13 119.9 . . ? C9 C14 C13 121.0(3) . . ? C9 C14 H14 119.5 . . ? C13 C14 H14 119.5 . . ? C16 C15 H15A 109.5 . . ? C16 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C16 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N1 C16 C17 109.0(2) . . ? N1 C16 C15 120.7(3) . . ? C17 C16 C15 130.3(3) . . ? C18 C17 C16 107.3(3) . . ? C18 C17 H17 126.3 . . ? C16 C17 H17 126.3 . . ? N2 C18 C17 105.8(2) . . ? N2 C18 C19 121.9(3) . . ? C17 C18 C19 132.3(3) . . ? C18 C19 H19A 105.7 . . ? C18 C19 H19B 103.7 . . ? H19A C19 H19B 117.1 . . ? C18 C19 H19C 103.6 . . ? H19A C19 H19C 112.1 . . ? H19B C19 H19C 113.0 . . ? C21 C20 H20A 105.4 . . ? C21 C20 H20B 107.8 . . ? H20A C20 H20B 113.1 . . ? C21 C20 H20C 106.1 . . ? H20A C20 H20C 109.9 . . ? H20B C20 H20C 114.0 . . ? N4 C21 C22 106.0(3) . . ? N4 C21 C20 121.6(3) . . ? C22 C21 C20 132.5(3) . . ? C21 C22 C23 107.1(3) . . ? C21 C22 H22 126.4 . . ? C23 C22 H22 126.4 . . ? N3 C23 C22 109.2(3) . . ? N3 C23 C24 120.8(3) . . ? C22 C23 C24 129.9(3) . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? 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 N4 H4A O4 0.86 1.90 2.698(3) 153.3 . N2 H2 O2 0.86 1.91 2.703(3) 152.1 . _diffrn_measured_fraction_theta_max 0.954 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.954 _refine_diff_density_max 0.190 _refine_diff_density_min -0.216 _refine_diff_density_rms 0.036 # Attachment '2.cif' data_znbenzdi _database_code_depnum_ccdc_archive 'CCDC 715019' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H40 N8 O4 Zn2' _chemical_formula_weight 755.48 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/c ' 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 8.2047(11) _cell_length_b 16.175(2) _cell_length_c 14.222(2) _cell_angle_alpha 90.00 _cell_angle_beta 105.266(7) _cell_angle_gamma 90.00 _cell_volume 1820.9(4) _cell_formula_units_Z 2 _cell_measurement_temperature 296(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 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.378 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 784 _exptl_absorpt_coefficient_mu 1.364 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21213 _diffrn_reflns_av_R_equivalents 0.0345 _diffrn_reflns_av_sigmaI/netI 0.0316 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 28.34 _reflns_number_total 4513 _reflns_number_gt 2878 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0476P)^2^+0.0706P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4513 _refine_ls_number_parameters 221 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0661 _refine_ls_R_factor_gt 0.0337 _refine_ls_wR_factor_ref 0.0960 _refine_ls_wR_factor_gt 0.0833 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _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 C1 C 1.0291(3) 0.27666(13) 0.48309(18) 0.0593(6) Uani 1 1 d . . . C2 C 1.1821(3) 0.32977(12) 0.51911(16) 0.0534(5) Uani 1 1 d . . . C3 C 1.1629(3) 0.41317(13) 0.53401(19) 0.0660(6) Uani 1 1 d . . . H3 H 1.0551 0.4356 0.5224 0.079 Uiso 1 1 calc R . . C4 C 1.3020(4) 0.46343(15) 0.5658(2) 0.0803(8) Uani 1 1 d . . . H4 H 1.2878 0.5196 0.5753 0.096 Uiso 1 1 calc R . . C5 C 1.4611(4) 0.43082(18) 0.5835(2) 0.0882(8) Uani 1 1 d . . . H5 H 1.5549 0.4647 0.6053 0.106 Uiso 1 1 calc R . . C6 C 1.4823(4) 0.34772(18) 0.5688(2) 0.0899(9) Uani 1 1 d . . . H6 H 1.5905 0.3259 0.5799 0.108 Uiso 1 1 calc R . . C7 C 1.3438(3) 0.29700(15) 0.53796(19) 0.0709(7) Uani 1 1 d . . . H7 H 1.3586 0.2407 0.5297 0.085 Uiso 1 1 calc R . . C8 C 0.3787(4) 0.2958(2) 0.2940(3) 0.1057(10) Uani 1 1 d . . . H8A H 0.4416 0.3398 0.3321 0.159 Uiso 1 1 calc R . . H8B H 0.2652 0.2959 0.3006 0.159 Uiso 1 1 calc R . . H8C H 0.3764 0.3034 0.2267 0.159 Uiso 1 1 calc R . . C9 C 0.4611(3) 0.21467(17) 0.32909(19) 0.0734(7) Uani 1 1 d . . . C10 C 0.4054(3) 0.1354(2) 0.3193(2) 0.0918(9) Uani 1 1 d . . . H10 H 0.2970 0.1180 0.2872 0.110 Uiso 1 1 calc R . . C11 C 0.5391(3) 0.08484(16) 0.3655(2) 0.0727(7) Uani 1 1 d . . . C12 C 0.5498(4) -0.00720(17) 0.3734(3) 0.1123(11) Uani 1 1 d . . . H12A H 0.5884 -0.0291 0.3203 0.169 Uiso 1 1 calc R . . H12B H 0.4402 -0.0293 0.3710 0.169 Uiso 1 1 calc R . . H12C H 0.6276 -0.0223 0.4341 0.169 Uiso 1 1 calc R . . C13 C 0.9152(4) 0.11171(17) 0.2299(2) 0.0865(9) Uani 1 1 d . . . H13A H 0.8035 0.1225 0.2362 0.130 Uiso 1 1 calc R . . H13B H 0.9119 0.1069 0.1621 0.130 Uiso 1 1 calc R . . H13C H 0.9888 0.1563 0.2585 0.130 Uiso 1 1 calc R . . C14 C 0.9796(3) 0.03277(14) 0.28111(17) 0.0598(6) Uani 1 1 d . . . C15 C 1.0386(3) -0.03755(16) 0.24648(18) 0.0724(7) Uani 1 1 d . . . H15 H 1.0443 -0.0474 0.1830 0.087 Uiso 1 1 calc R . . C16 C 0.8349(5) 0.17451(15) 0.6693(2) 0.0996(10) Uani 1 1 d . . . H16A H 0.9076 0.2140 0.6504 0.149 Uiso 1 1 calc R . . H16B H 0.8200 0.1893 0.7319 0.149 Uiso 1 1 calc R . . H16C H 0.7271 0.1742 0.6219 0.149 Uiso 1 1 calc R . . C17 C 0.9126(3) 0.09028(13) 0.67494(19) 0.0654(6) Uani 1 1 d . . . N1 N 0.6730(2) 0.13189(11) 0.40203(14) 0.0596(5) Uani 1 1 d . . . N2 N 0.6238(2) 0.21064(11) 0.37952(14) 0.0607(5) Uani 1 1 d . . . H2 H 0.6888 0.2529 0.3955 0.073 Uiso 1 1 calc R . . N3 N 0.9907(2) 0.02310(10) 0.37647(13) 0.0543(4) Uani 1 1 d . . . N4 N 0.9420(2) 0.05403(10) 0.59587(13) 0.0553(4) Uani 1 1 d . . . O1 O 1.0574(2) 0.19941(9) 0.47832(14) 0.0725(5) Uani 1 1 d . . . O2 O 0.8887(2) 0.30913(10) 0.46079(15) 0.0864(6) Uani 1 1 d . . . Zn1 Zn 0.91609(3) 0.101072(14) 0.464470(18) 0.05423(11) 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 C1 0.0653(15) 0.0435(12) 0.0690(15) 0.0050(11) 0.0175(12) -0.0021(11) C2 0.0588(13) 0.0417(11) 0.0580(13) 0.0026(10) 0.0126(10) -0.0019(10) C3 0.0683(16) 0.0447(13) 0.0843(18) 0.0018(11) 0.0186(13) -0.0001(11) C4 0.087(2) 0.0483(14) 0.102(2) -0.0086(14) 0.0201(16) -0.0115(13) C5 0.078(2) 0.0687(17) 0.110(2) -0.0107(17) 0.0116(16) -0.0204(15) C6 0.0630(17) 0.080(2) 0.118(2) -0.0141(17) 0.0082(15) 0.0003(14) C7 0.0696(16) 0.0528(14) 0.0849(18) -0.0075(12) 0.0107(13) 0.0017(12) C8 0.086(2) 0.108(2) 0.109(2) 0.0096(19) 0.0006(17) 0.0406(18) C9 0.0577(15) 0.0828(19) 0.0750(17) -0.0022(14) 0.0092(13) 0.0159(13) C10 0.0521(16) 0.095(2) 0.117(2) -0.0177(19) 0.0013(15) -0.0005(15) C11 0.0645(16) 0.0671(16) 0.0868(18) -0.0110(14) 0.0204(14) -0.0095(13) C12 0.098(2) 0.0653(19) 0.169(3) -0.014(2) 0.027(2) -0.0252(18) C13 0.085(2) 0.089(2) 0.082(2) 0.0285(15) 0.0149(15) 0.0213(15) C14 0.0549(13) 0.0574(14) 0.0626(15) 0.0082(11) 0.0077(11) -0.0009(10) C15 0.0908(19) 0.0653(16) 0.0618(15) -0.0093(13) 0.0217(14) -0.0084(13) C16 0.155(3) 0.0481(15) 0.110(2) -0.0112(15) 0.060(2) 0.0131(17) C17 0.0817(17) 0.0438(13) 0.0726(16) -0.0088(12) 0.0236(13) -0.0060(11) N1 0.0534(11) 0.0476(10) 0.0742(13) -0.0016(9) 0.0107(9) 0.0001(9) N2 0.0524(11) 0.0520(11) 0.0732(13) -0.0010(9) 0.0089(9) 0.0045(8) N3 0.0572(11) 0.0416(9) 0.0606(12) 0.0036(8) 0.0095(9) 0.0056(8) N4 0.0682(12) 0.0344(9) 0.0613(11) -0.0018(8) 0.0135(9) 0.0034(8) O1 0.0715(11) 0.0384(8) 0.1066(14) -0.0028(8) 0.0216(9) -0.0057(7) O2 0.0613(12) 0.0495(10) 0.1374(18) -0.0059(10) 0.0066(11) -0.0014(8) Zn1 0.05759(18) 0.03449(15) 0.0672(2) 0.00258(11) 0.01033(13) 0.00385(10) _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 C1 O2 1.229(3) . ? C1 O1 1.276(2) . ? C1 C2 1.496(3) . ? C2 C3 1.381(3) . ? C2 C7 1.388(3) . ? C3 C4 1.377(3) . ? C4 C5 1.368(4) . ? C5 C6 1.378(4) . ? C6 C7 1.376(4) . ? C8 C9 1.500(4) . ? C9 N2 1.341(3) . ? C9 C10 1.356(4) . ? C10 C11 1.387(4) . ? C11 N1 1.325(3) . ? C11 C12 1.494(4) . ? C13 C14 1.496(3) . ? C14 N3 1.344(3) . ? C14 C15 1.377(3) . ? C15 C17 1.379(3) 3_756 ? C16 C17 1.498(3) . ? C17 N4 1.345(3) . ? C17 C15 1.379(3) 3_756 ? N1 N2 1.349(2) . ? N1 Zn1 2.0205(18) . ? N3 N4 1.379(2) 3_756 ? N3 Zn1 1.9837(17) . ? N4 N3 1.379(2) 3_756 ? N4 Zn1 1.9768(18) . ? O1 Zn1 1.9474(15) . ? 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 O2 C1 O1 125.2(2) . . ? O2 C1 C2 119.21(19) . . ? O1 C1 C2 115.6(2) . . ? C3 C2 C7 119.1(2) . . ? C3 C2 C1 119.6(2) . . ? C7 C2 C1 121.4(2) . . ? C4 C3 C2 120.6(2) . . ? C5 C4 C3 120.0(2) . . ? C4 C5 C6 120.0(3) . . ? C7 C6 C5 120.2(3) . . ? C6 C7 C2 120.0(2) . . ? N2 C9 C10 105.7(2) . . ? N2 C9 C8 121.3(3) . . ? C10 C9 C8 133.1(3) . . ? C9 C10 C11 107.8(2) . . ? N1 C11 C10 108.5(2) . . ? N1 C11 C12 121.1(3) . . ? C10 C11 C12 130.3(3) . . ? N3 C14 C15 109.1(2) . . ? N3 C14 C13 120.8(2) . . ? C15 C14 C13 130.0(2) . . ? C14 C15 C17 106.0(2) . 3_756 ? N4 C17 C15 109.3(2) . 3_756 ? N4 C17 C16 121.3(2) . . ? C15 C17 C16 129.4(2) 3_756 . ? C11 N1 N2 106.5(2) . . ? C11 N1 Zn1 130.64(17) . . ? N2 N1 Zn1 122.42(14) . . ? C9 N2 N1 111.5(2) . . ? C14 N3 N4 107.98(16) . 3_756 ? C14 N3 Zn1 127.76(15) . . ? N4 N3 Zn1 124.20(13) 3_756 . ? C17 N4 N3 107.60(17) . 3_756 ? C17 N4 Zn1 128.63(15) . . ? N3 N4 Zn1 123.58(13) 3_756 . ? C1 O1 Zn1 133.90(16) . . ? O1 Zn1 N4 107.81(8) . . ? O1 Zn1 N3 107.98(7) . . ? N4 Zn1 N3 112.18(7) . . ? O1 Zn1 N1 109.60(7) . . ? N4 Zn1 N1 111.00(8) . . ? N3 Zn1 N1 108.20(7) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 28.34 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.225 _refine_diff_density_min -0.219 _refine_diff_density_rms 0.046 # Attachment '3.cif' data_znptadmp_0m _database_code_depnum_ccdc_archive 'CCDC 715020' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H38 N4 O6 Zn' _chemical_formula_weight 591.99 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1) ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 8.1158(3) _cell_length_b 8.3981(3) _cell_length_c 22.7637(8) _cell_angle_alpha 90.00 _cell_angle_beta 95.686(2) _cell_angle_gamma 90.00 _cell_volume 1543.88(10) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5628 _cell_measurement_theta_min 2.52 _cell_measurement_theta_max 21.57 _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 1.273 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 624 _exptl_absorpt_coefficient_mu 0.839 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16951 _diffrn_reflns_av_R_equivalents 0.0300 _diffrn_reflns_av_sigmaI/netI 0.0436 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 0.90 _diffrn_reflns_theta_max 25.50 _reflns_number_total 5176 _reflns_number_gt 4330 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0521P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.002(12) _refine_ls_number_reflns 5176 _refine_ls_number_parameters 367 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0469 _refine_ls_R_factor_gt 0.0354 _refine_ls_wR_factor_ref 0.0957 _refine_ls_wR_factor_gt 0.0821 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _refine_ls_shift/su_max 0.034 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.2315(5) 0.4217(5) 0.62902(16) 0.0571(9) Uani 1 1 d . . . C2 C 0.1461(4) 0.2630(4) 0.62292(15) 0.0520(8) Uani 1 1 d . . . C3 C 0.1556(4) 0.1546(6) 0.66885(14) 0.0643(9) Uani 1 1 d . . . H3 H 0.2132 0.1810 0.7049 0.077 Uiso 1 1 calc R . . C4 C 0.0808(6) 0.0085(5) 0.66174(19) 0.0713(11) Uani 1 1 d . . . H4 H 0.0907 -0.0631 0.6930 0.086 Uiso 1 1 calc R . . C5 C -0.0092(5) -0.0357(5) 0.6092(2) 0.0685(11) Uani 1 1 d . . . C6 C -0.0193(6) 0.0756(5) 0.56345(18) 0.0646(11) Uani 1 1 d . . . H6 H -0.0792 0.0509 0.5276 0.078 Uiso 1 1 calc R . . C7 C 0.0576(5) 0.2210(5) 0.57037(17) 0.0579(10) Uani 1 1 d . . . H7 H 0.0498 0.2925 0.5390 0.069 Uiso 1 1 calc R . . C8 C -0.0855(7) -0.1997(5) 0.6024(2) 0.0958(15) Uani 1 1 d . . . H8A H -0.1144 -0.2363 0.6400 0.144 Uiso 1 1 calc R . . H8B H -0.0073 -0.2720 0.5879 0.144 Uiso 1 1 calc R . . H8C H -0.1832 -0.1951 0.5750 0.144 Uiso 1 1 calc R . . C9 C 0.3208(5) 0.7693(5) 0.82395(15) 0.0562(9) Uani 1 1 d . . . C10 C 0.1871(5) 0.8392(4) 0.85741(14) 0.0532(9) Uani 1 1 d . . . C11 C 0.2201(6) 0.8838(6) 0.91556(17) 0.0750(12) Uani 1 1 d . . . H11 H 0.3270 0.8731 0.9340 0.090 Uiso 1 1 calc R . . C12 C 0.0981(6) 0.9436(6) 0.94670(18) 0.0801(13) Uani 1 1 d . . . H12 H 0.1251 0.9742 0.9857 0.096 Uiso 1 1 calc R . . C13 C -0.0619(5) 0.9600(5) 0.92248(17) 0.0700(11) Uani 1 1 d . . . C14 C -0.0944(6) 0.9190(7) 0.8638(2) 0.0872(15) Uani 1 1 d . . . H14 H -0.2009 0.9325 0.8453 0.105 Uiso 1 1 calc R . . C15 C 0.0277(6) 0.8585(6) 0.83195(17) 0.0769(13) Uani 1 1 d . . . H15 H 0.0015 0.8303 0.7926 0.092 Uiso 1 1 calc R . . C16 C -0.1957(6) 1.0207(7) 0.9580(2) 0.1069(18) Uani 1 1 d . . . H16A H -0.1976 0.9579 0.9932 0.160 Uiso 1 1 calc R . . H16B H -0.3010 1.0131 0.9349 0.160 Uiso 1 1 calc R . . H16C H -0.1738 1.1299 0.9686 0.160 Uiso 1 1 calc R . . C17 C 0.3838(6) 0.9277(6) 0.49922(16) 0.0805(13) Uani 1 1 d . . . H17A H 0.3455 0.8257 0.4845 0.121 Uiso 1 1 calc R . . H17B H 0.4775 0.9600 0.4794 0.121 Uiso 1 1 calc R . . H17C H 0.2967 1.0047 0.4920 0.121 Uiso 1 1 calc R . . C18 C 0.4337(5) 0.9163(5) 0.56455(15) 0.0583(9) Uani 1 1 d . . . C19 C 0.5207(5) 1.0186(5) 0.60297(16) 0.0664(10) Uani 1 1 d . . . H19 H 0.5639 1.1172 0.5939 0.080 Uiso 1 1 calc R . . C20 C 0.5318(5) 0.9466(5) 0.65807(15) 0.0607(10) Uani 1 1 d . . . C21 C 0.6129(7) 1.0036(6) 0.71645(17) 0.0914(15) Uani 1 1 d . . . H21A H 0.5832 0.9344 0.7472 0.137 Uiso 1 1 calc R . . H21B H 0.5765 1.1099 0.7237 0.137 Uiso 1 1 calc R . . H21C H 0.7310 1.0030 0.7157 0.137 Uiso 1 1 calc R . . N1 N 0.4559(4) 0.8062(4) 0.65394(11) 0.0527(7) Uani 1 1 d . . . N2 N 0.3982(4) 0.7884(4) 0.59615(11) 0.0540(7) Uani 1 1 d . . . H2 H 0.3458 0.7060 0.5818 0.065 Uiso 1 1 calc R . . N3 N 0.6367(4) 0.5498(4) 0.74690(12) 0.0537(7) Uani 1 1 d . . . O1 O 0.2925(4) 0.4568(4) 0.68040(11) 0.0760(8) Uani 1 1 d . . . O2 O 0.2389(4) 0.5072(3) 0.58450(12) 0.0795(9) Uani 1 1 d . . . O3 O 0.2796(3) 0.7346(4) 0.76992(10) 0.0686(7) Uani 1 1 d . . . O4 O 0.4614(4) 0.7499(4) 0.84950(11) 0.0794(8) Uani 1 1 d . . . Zn1 Zn 0.41634(4) 0.63959(5) 0.714064(13) 0.05279(13) Uani 1 1 d . . . C23 C 0.7459(5) 0.4608(4) 0.72217(16) 0.0575(9) Uani 1 1 d . . . C25 C 0.8319(5) 0.4777(5) 0.81774(17) 0.0669(10) Uani 1 1 d . . . C24 C 0.8710(5) 0.4140(6) 0.76500(18) 0.0733(11) Uani 1 1 d . . . H24 H 0.9628 0.3519 0.7592 0.088 Uiso 1 1 calc R . . C22 C 0.7260(6) 0.4261(6) 0.65753(16) 0.0755(12) Uani 1 1 d . . . H22A H 0.6111 0.4084 0.6449 0.113 Uiso 1 1 calc R . . H22B H 0.7885 0.3328 0.6498 0.113 Uiso 1 1 calc R . . H22C H 0.7655 0.5150 0.6364 0.113 Uiso 1 1 calc R . . N4 N 0.6909(4) 0.5576(4) 0.80490(12) 0.0594(8) Uani 1 1 d . . . H4A H 0.6403 0.6082 0.8306 0.071 Uiso 1 1 calc R . . C26 C 0.9147(6) 0.4684(8) 0.8794(2) 0.0947(16) Uani 1 1 d . . . H26A H 0.8387 0.5021 0.9066 0.142 Uiso 1 1 calc R . . H26B H 1.0101 0.5366 0.8830 0.142 Uiso 1 1 calc R . . H26C H 0.9483 0.3607 0.8880 0.142 Uiso 1 1 calc R . . O5 O 0.5682(6) 0.6030(5) 0.95901(16) 0.1044(14) Uani 1 1 d . . . H5A H 0.555(8) 0.655(9) 0.984(3) 0.125 Uiso 1 1 d . . . H5B H 0.534(8) 0.678(9) 0.931(3) 0.16(3) Uiso 1 1 d . . . C28 C 0.3896(18) 0.2886(15) 0.8924(5) 0.283(10) Uani 1 1 d . . . H28A H 0.2929 0.2302 0.9022 0.339 Uiso 1 1 calc R . . H28B H 0.3520 0.3981 0.8890 0.339 Uiso 1 1 calc R . . C27 C 0.3855(16) 0.2578(14) 0.8441(4) 0.234(6) Uani 1 1 d . . . H27A H 0.4407 0.3394 0.8239 0.351 Uiso 1 1 calc R . . H27B H 0.2723 0.2502 0.8275 0.351 Uiso 1 1 calc R . . H27C H 0.4400 0.1577 0.8397 0.351 Uiso 1 1 calc R . . O6 O 0.4691(7) 0.2945(5) 0.94295(16) 0.1257(14) Uani 1 1 d . . . H6A H 0.4884 0.3877 0.9520 0.189 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.055(2) 0.065(2) 0.050(2) -0.0113(18) -0.0002(17) 0.0019(18) C2 0.050(2) 0.056(2) 0.051(2) -0.0022(16) 0.0051(16) 0.0053(17) C3 0.065(2) 0.079(3) 0.0482(17) 0.000(2) 0.0016(15) 0.002(3) C4 0.082(3) 0.070(3) 0.064(3) 0.017(2) 0.016(2) 0.006(2) C5 0.076(3) 0.054(2) 0.079(3) -0.0029(19) 0.022(2) 0.002(2) C6 0.074(3) 0.059(2) 0.059(2) -0.0073(18) 0.002(2) -0.004(2) C7 0.072(3) 0.051(2) 0.049(2) 0.0021(16) -0.0043(19) -0.003(2) C8 0.110(4) 0.057(3) 0.124(4) -0.004(3) 0.029(3) -0.008(3) C9 0.062(3) 0.065(2) 0.042(2) 0.0047(16) 0.0093(18) -0.0041(19) C10 0.056(2) 0.063(2) 0.0407(18) 0.0024(14) 0.0053(16) 0.0006(17) C11 0.069(3) 0.104(3) 0.051(2) -0.009(2) 0.003(2) 0.009(2) C12 0.079(3) 0.115(4) 0.048(2) -0.017(2) 0.013(2) 0.006(3) C13 0.068(3) 0.085(3) 0.059(2) -0.001(2) 0.016(2) 0.007(2) C14 0.065(3) 0.127(4) 0.068(3) -0.009(3) -0.002(2) 0.021(3) C15 0.074(3) 0.112(4) 0.044(2) -0.011(2) 0.005(2) 0.006(3) C16 0.086(4) 0.138(5) 0.102(4) -0.019(3) 0.035(3) 0.018(3) C17 0.111(4) 0.082(3) 0.048(2) 0.012(2) 0.004(2) -0.004(3) C18 0.067(3) 0.058(2) 0.050(2) 0.0059(16) 0.0082(18) 0.0019(18) C19 0.083(3) 0.056(2) 0.060(2) 0.0052(17) 0.010(2) -0.012(2) C20 0.075(3) 0.061(2) 0.045(2) -0.0019(16) 0.0001(18) -0.008(2) C21 0.120(4) 0.089(3) 0.061(3) -0.001(2) -0.010(3) -0.036(3) N1 0.0607(19) 0.0593(19) 0.0379(15) 0.0026(12) 0.0039(13) 0.0020(15) N2 0.066(2) 0.0556(18) 0.0396(15) -0.0005(13) 0.0026(14) -0.0029(14) N3 0.061(2) 0.0576(18) 0.0423(15) -0.0021(13) 0.0031(14) -0.0012(14) O1 0.086(2) 0.084(2) 0.0548(16) -0.0097(13) -0.0056(14) -0.0222(16) O2 0.110(3) 0.0676(18) 0.0577(16) 0.0044(14) -0.0069(16) -0.0226(17) O3 0.0706(18) 0.0964(19) 0.0388(13) -0.0039(13) 0.0062(12) 0.0059(15) O4 0.0670(19) 0.115(2) 0.0556(16) -0.0153(16) 0.0030(15) 0.0193(18) Zn1 0.0596(2) 0.0624(2) 0.03556(18) 0.0003(2) 0.00070(14) -0.0014(3) C23 0.066(3) 0.053(2) 0.055(2) -0.0055(16) 0.0116(19) -0.0006(18) C25 0.059(3) 0.081(3) 0.059(2) 0.0042(19) 0.0003(19) 0.011(2) C24 0.065(3) 0.083(3) 0.071(3) -0.008(2) 0.005(2) 0.019(2) C22 0.088(3) 0.080(3) 0.060(2) -0.013(2) 0.014(2) -0.004(2) N4 0.059(2) 0.079(2) 0.0391(16) -0.0037(14) 0.0022(14) 0.0053(16) C26 0.072(3) 0.133(5) 0.075(3) 0.005(3) -0.014(2) 0.020(3) O5 0.134(3) 0.105(4) 0.073(2) -0.0004(18) 0.002(2) 0.023(2) C28 0.42(2) 0.264(14) 0.136(8) 0.063(9) -0.098(12) -0.229(14) C27 0.350(14) 0.246(12) 0.106(6) -0.013(7) 0.019(8) -0.166(11) O6 0.194(4) 0.113(3) 0.068(2) 0.007(2) 0.003(3) 0.017(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O2 1.248(4) . ? C1 O1 1.259(4) . ? C1 C2 1.502(5) . ? C2 C7 1.379(5) . ? C2 C3 1.382(5) . ? C3 C4 1.372(6) . ? C4 C5 1.388(6) . ? C5 C6 1.396(6) . ? C5 C8 1.512(6) . ? C6 C7 1.373(5) . ? C9 O4 1.239(4) . ? C9 O3 1.276(4) . ? C9 C10 1.505(5) . ? C10 C15 1.374(5) . ? C10 C11 1.376(5) . ? C11 C12 1.369(6) . ? C12 C13 1.366(6) . ? C13 C14 1.378(6) . ? C13 C16 1.506(6) . ? C14 C15 1.382(6) . ? C17 C18 1.505(5) . ? C18 N2 1.340(5) . ? C18 C19 1.371(5) . ? C19 C20 1.387(5) . ? C20 N1 1.329(5) . ? C20 C21 1.502(5) . ? N1 N2 1.360(4) . ? N1 Zn1 2.006(3) . ? N3 C23 1.327(5) . ? N3 N4 1.351(4) . ? N3 Zn1 2.015(3) . ? O1 Zn1 1.949(3) . ? O3 Zn1 1.940(2) . ? C23 C24 1.393(6) . ? C23 C22 1.493(5) . ? C25 N4 1.334(5) . ? C25 C24 1.379(5) . ? C25 C26 1.496(6) . ? C28 C27 1.126(11) . ? C28 O6 1.264(9) . ? 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 O2 C1 O1 125.0(4) . . ? O2 C1 C2 119.6(3) . . ? O1 C1 C2 115.4(3) . . ? C7 C2 C3 118.2(4) . . ? C7 C2 C1 120.2(3) . . ? C3 C2 C1 121.6(3) . . ? C4 C3 C2 120.6(4) . . ? C3 C4 C5 122.0(4) . . ? C4 C5 C6 116.8(4) . . ? C4 C5 C8 120.5(4) . . ? C6 C5 C8 122.7(4) . . ? C7 C6 C5 121.1(4) . . ? C6 C7 C2 121.3(4) . . ? O4 C9 O3 124.3(3) . . ? O4 C9 C10 119.4(3) . . ? O3 C9 C10 116.3(3) . . ? C15 C10 C11 117.3(4) . . ? C15 C10 C9 121.9(3) . . ? C11 C10 C9 120.8(3) . . ? C12 C11 C10 121.1(4) . . ? C13 C12 C11 122.4(4) . . ? C12 C13 C14 116.7(4) . . ? C12 C13 C16 121.6(4) . . ? C14 C13 C16 121.7(4) . . ? C13 C14 C15 121.5(4) . . ? C10 C15 C14 121.1(4) . . ? N2 C18 C19 106.5(3) . . ? N2 C18 C17 122.0(3) . . ? C19 C18 C17 131.4(4) . . ? C18 C19 C20 106.7(3) . . ? N1 C20 C19 109.6(3) . . ? N1 C20 C21 120.3(3) . . ? C19 C20 C21 130.1(4) . . ? C20 N1 N2 106.2(3) . . ? C20 N1 Zn1 132.5(2) . . ? N2 N1 Zn1 121.4(2) . . ? C18 N2 N1 111.1(3) . . ? C23 N3 N4 106.0(3) . . ? C23 N3 Zn1 131.2(2) . . ? N4 N3 Zn1 122.4(2) . . ? C1 O1 Zn1 133.6(3) . . ? C9 O3 Zn1 127.8(3) . . ? O3 Zn1 O1 105.98(12) . . ? O3 Zn1 N1 107.51(12) . . ? O1 Zn1 N1 113.09(11) . . ? O3 Zn1 N3 117.06(11) . . ? O1 Zn1 N3 104.79(13) . . ? N1 Zn1 N3 108.56(12) . . ? N3 C23 C24 109.5(3) . . ? N3 C23 C22 121.1(4) . . ? C24 C23 C22 129.4(4) . . ? N4 C25 C24 105.7(3) . . ? N4 C25 C26 121.8(4) . . ? C24 C25 C26 132.5(4) . . ? C25 C24 C23 106.6(4) . . ? C25 N4 N3 112.3(3) . . ? C27 C28 O6 149.5(19) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.280 _refine_diff_density_min -0.215 _refine_diff_density_rms 0.043 # Attachment '4.cif' data_znptadmf _database_code_depnum_ccdc_archive 'CCDC 715021' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H44 N8 O4 Zn2' _chemical_formula_weight 783.53 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'Fdd2 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/4, -y+1/4, z+1/4' '-x+1/4, y+1/4, z+1/4' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' 'x+1/4, -y+3/4, z+3/4' '-x+1/4, y+3/4, z+3/4' 'x+1/2, y, z+1/2' '-x+1/2, -y, z+1/2' 'x+3/4, -y+1/4, z+3/4' '-x+3/4, y+1/4, z+3/4' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z' 'x+3/4, -y+3/4, z+1/4' '-x+3/4, y+3/4, z+1/4' _cell_length_a 16.8246(8) _cell_length_b 33.419(2) _cell_length_c 14.0874(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7920.7(8) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 7026 _cell_measurement_theta_min 2.63 _cell_measurement_theta_max 25.88 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.314 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3264 _exptl_absorpt_coefficient_mu 1.257 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15854 _diffrn_reflns_av_R_equivalents 0.0278 _diffrn_reflns_av_sigmaI/netI 0.0290 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 44 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.98 _diffrn_reflns_theta_max 28.43 _reflns_number_total 4836 _reflns_number_gt 3844 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0525P)^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 0.00019(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00 _refine_ls_number_reflns 4836 _refine_ls_number_parameters 233 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0477 _refine_ls_R_factor_gt 0.0330 _refine_ls_wR_factor_ref 0.0873 _refine_ls_wR_factor_gt 0.0797 _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_restrained_S_all 1.014 _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 C1 C 0.23499(15) -0.02031(8) 0.0524(3) 0.0607(6) Uani 1 1 d . . . C2 C 0.19086(16) -0.05926(9) 0.0517(3) 0.0606(6) Uani 1 1 d . . . C3 C 0.10885(18) -0.05915(11) 0.0598(4) 0.0786(11) Uani 1 1 d . . . H3 H 0.0811 -0.0351 0.0639 0.094 Uiso 1 1 calc R . . C4 C 0.0678(2) -0.09623(14) 0.0616(4) 0.0912(13) Uani 1 1 d . . . H4 H 0.0128 -0.0963 0.0685 0.109 Uiso 1 1 calc R . . C5 C 0.1070(3) -0.13160(12) 0.0536(4) 0.0898(11) Uani 1 1 d . . . C6 C 0.1886(3) -0.13098(11) 0.0475(4) 0.0897(11) Uani 1 1 d . . . H6 H 0.2162 -0.1551 0.0451 0.108 Uiso 1 1 calc R . . C7 C 0.2305(2) -0.09555(10) 0.0448(4) 0.0758(9) Uani 1 1 d . . . H7 H 0.2856 -0.0960 0.0384 0.091 Uiso 1 1 calc R . . C8 C 0.0617(3) -0.17089(13) 0.0560(5) 0.1287(17) Uani 1 1 d . . . H8A H 0.0841 -0.1880 0.1038 0.193 Uiso 1 1 calc R . . H8B H 0.0654 -0.1837 -0.0048 0.193 Uiso 1 1 calc R . . H8C H 0.0069 -0.1658 0.0706 0.193 Uiso 1 1 calc R . . C9 C 0.4838(2) 0.10861(11) 0.0431(4) 0.0957(12) Uani 1 1 d . . . H9A H 0.5043 0.1134 0.1057 0.144 Uiso 1 1 calc R . . H9B H 0.5000 0.1299 0.0016 0.144 Uiso 1 1 calc R . . H9C H 0.5040 0.0836 0.0197 0.144 Uiso 1 1 calc R . . C10 C 0.3944(2) 0.10694(8) 0.0469(4) 0.0688(7) Uani 1 1 d . . . C11 C 0.3380(2) 0.13704(10) 0.0455(4) 0.0867(11) Uani 1 1 d . . . H11 H 0.3478 0.1644 0.0416 0.104 Uiso 1 1 calc R . . C12 C 0.2651(2) 0.11923(8) 0.0507(3) 0.0717(8) Uani 1 1 d . . . C13 C 0.1814(2) 0.13564(11) 0.0497(4) 0.0972(11) Uani 1 1 d . . . H13A H 0.1608 0.1346 -0.0138 0.146 Uiso 1 1 calc R . . H13B H 0.1819 0.1629 0.0713 0.146 Uiso 1 1 calc R . . H13C H 0.1485 0.1199 0.0908 0.146 Uiso 1 1 calc R . . C16 C 0.5000 0.0000 -0.2139(4) 0.0828(16) Uani 1 2 d S . . H16 H 0.5000 0.0000 -0.2799 0.099 Uiso 1 2 calc SR . . C15 C 0.4407(2) 0.01399(11) -0.1556(3) 0.0669(10) Uani 1 1 d . . . C14 C 0.3628(2) 0.03410(15) -0.1801(3) 0.0895(13) Uani 1 1 d . . . H14B H 0.3342 0.0179 -0.2248 0.134 Uiso 1 1 calc R . . H14C H 0.3732 0.0599 -0.2076 0.134 Uiso 1 1 calc R . . H14A H 0.3316 0.0373 -0.1236 0.134 Uiso 1 1 calc R . . C17 C 0.34804(18) 0.00529(12) 0.2825(3) 0.0746(12) Uani 1 1 d . . . H17A H 0.3176 0.0071 0.2250 0.112 Uiso 1 1 calc R . . H17B H 0.3388 0.0286 0.3206 0.112 Uiso 1 1 calc R . . H17C H 0.3322 -0.0181 0.3171 0.112 Uiso 1 1 calc R . . C18 C 0.43531(19) 0.00250(9) 0.2585(2) 0.0539(7) Uani 1 1 d . . . C19 C 0.5000 0.0000 0.3169(3) 0.0595(11) Uani 1 2 d S . . H19 H 0.5000 0.0000 0.3830 0.071 Uiso 1 2 calc SR . . N1 N 0.35780(12) 0.07136(6) 0.0545(2) 0.0545(5) Uani 1 1 d . . . N2 N 0.27865(13) 0.08001(6) 0.0558(2) 0.0585(5) Uani 1 1 d . . . H2 H 0.2418 0.0622 0.0594 0.070 Uiso 1 1 calc R . . N3 N 0.46281(13) 0.00890(8) -0.06611(17) 0.0523(6) Uani 1 1 d . . . N4 N 0.45913(12) 0.00142(8) 0.16719(17) 0.0489(5) Uani 1 1 d . . . O1 O 0.30998(11) -0.02278(6) 0.0419(3) 0.0721(6) Uani 1 1 d . . . O2 O 0.19827(13) 0.01098(7) 0.0638(4) 0.0973(11) Uani 1 1 d . . . Zn1 Zn 0.398226(13) 0.014693(8) 0.05063(4) 0.04904(10) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0487(12) 0.0725(18) 0.0609(14) -0.0060(18) 0.0044(18) -0.0163(12) C2 0.0523(13) 0.0751(18) 0.0543(14) -0.001(2) -0.0002(17) -0.0211(13) C3 0.0539(16) 0.093(2) 0.089(3) -0.016(3) 0.016(2) -0.0264(15) C4 0.0653(19) 0.122(3) 0.086(3) -0.014(3) 0.009(2) -0.047(2) C5 0.105(3) 0.096(3) 0.0686(19) 0.007(3) -0.004(3) -0.053(2) C6 0.103(3) 0.068(2) 0.098(3) 0.008(3) -0.012(3) -0.0224(19) C7 0.0646(17) 0.075(2) 0.088(2) 0.009(2) -0.012(2) -0.0159(15) C8 0.160(4) 0.111(3) 0.115(3) 0.003(4) -0.014(5) -0.086(3) C9 0.083(2) 0.103(3) 0.101(3) 0.002(3) -0.002(3) -0.043(2) C10 0.0812(19) 0.0601(16) 0.0650(17) 0.004(2) -0.004(2) -0.0194(15) C11 0.123(3) 0.0437(16) 0.093(3) 0.003(2) -0.013(3) -0.0076(17) C12 0.093(2) 0.0556(16) 0.0664(17) 0.0059(19) -0.002(2) 0.0167(15) C13 0.116(3) 0.082(2) 0.094(2) 0.006(3) -0.004(3) 0.046(2) C16 0.062(3) 0.129(4) 0.057(4) 0.000 0.000 0.012(3) C15 0.0450(17) 0.096(3) 0.0595(19) -0.0021(15) -0.0050(14) 0.0063(15) C14 0.066(2) 0.132(3) 0.070(3) 0.003(2) -0.0159(18) 0.030(2) C17 0.0569(18) 0.089(2) 0.078(3) 0.0006(19) 0.0209(17) 0.0140(16) C18 0.0493(16) 0.0480(14) 0.0646(17) 0.0021(13) 0.0098(14) 0.0059(13) C19 0.065(3) 0.071(3) 0.042(3) 0.000 0.000 0.014(2) N1 0.0497(12) 0.0509(12) 0.0630(14) -0.0010(13) 0.0026(15) -0.0031(8) N2 0.0559(12) 0.0506(12) 0.0690(14) 0.0005(15) -0.0019(16) 0.0063(9) N3 0.0340(12) 0.0685(16) 0.0543(15) 0.0003(11) -0.0018(9) 0.0026(10) N4 0.0330(11) 0.0559(13) 0.0578(14) 0.0023(11) 0.0004(9) 0.0016(10) O1 0.0409(9) 0.0695(13) 0.1059(18) -0.0142(16) 0.0039(14) -0.0160(8) O2 0.0520(11) 0.0702(15) 0.170(3) -0.012(2) 0.013(2) -0.0082(11) Zn1 0.03164(12) 0.05492(15) 0.06058(16) -0.00128(16) 0.00078(15) -0.00025(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O2 1.225(3) . ? C1 O1 1.273(3) . ? C1 C2 1.499(3) . ? C2 C3 1.384(4) . ? C2 C7 1.388(5) . ? C3 C4 1.419(5) . ? C4 C5 1.358(6) . ? C5 C6 1.376(6) . ? C5 C8 1.519(5) . ? C6 C7 1.379(4) . ? C9 C10 1.505(4) . ? C10 N1 1.343(3) . ? C10 C11 1.384(5) . ? C11 C12 1.365(5) . ? C12 N2 1.332(3) . ? C12 C13 1.510(4) . ? C16 C15 1.374(5) 2_655 ? C16 C15 1.374(5) . ? C15 N3 1.325(4) . ? C15 C14 1.513(5) . ? C17 C18 1.509(4) . ? C18 N4 1.348(4) . ? C18 C19 1.367(4) . ? C19 C18 1.367(4) 2_655 ? N1 N2 1.363(3) . ? N1 Zn1 2.013(2) . ? N3 N3 1.385(5) 2_655 ? N3 Zn1 1.981(2) . ? N4 N4 1.378(4) 2_655 ? N4 Zn1 1.986(2) . ? O1 Zn1 1.9462(18) . ? 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 O2 C1 O1 124.8(2) . . ? O2 C1 C2 119.5(2) . . ? O1 C1 C2 115.7(3) . . ? C3 C2 C7 119.2(2) . . ? C3 C2 C1 119.4(3) . . ? C7 C2 C1 121.4(3) . . ? C2 C3 C4 119.0(3) . . ? C5 C4 C3 121.5(3) . . ? C4 C5 C6 118.5(3) . . ? C4 C5 C8 120.5(4) . . ? C6 C5 C8 121.0(4) . . ? C5 C6 C7 121.7(4) . . ? C6 C7 C2 120.1(3) . . ? N1 C10 C11 109.2(3) . . ? N1 C10 C9 119.6(3) . . ? C11 C10 C9 131.2(3) . . ? C12 C11 C10 107.4(3) . . ? N2 C12 C11 106.1(3) . . ? N2 C12 C13 121.2(3) . . ? C11 C12 C13 132.7(3) . . ? C15 C16 C15 106.6(5) 2_655 . ? N3 C15 C16 108.7(3) . . ? N3 C15 C14 121.2(3) . . ? C16 C15 C14 130.1(4) . . ? N4 C18 C19 109.6(3) . . ? N4 C18 C17 120.3(3) . . ? C19 C18 C17 130.1(3) . . ? C18 C19 C18 106.0(4) 2_655 . ? C10 N1 N2 105.2(2) . . ? C10 N1 Zn1 132.5(2) . . ? N2 N1 Zn1 122.02(16) . . ? C12 N2 N1 112.1(2) . . ? C15 N3 N3 107.99(19) . 2_655 ? C15 N3 Zn1 128.5(2) . . ? N3 N3 Zn1 122.52(8) 2_655 . ? C18 N4 N4 107.37(16) . 2_655 ? C18 N4 Zn1 129.04(19) . . ? N4 N4 Zn1 122.02(8) 2_655 . ? C1 O1 Zn1 135.0(2) . . ? O1 Zn1 N3 107.64(13) . . ? O1 Zn1 N4 107.60(13) . . ? N3 Zn1 N4 112.43(7) . . ? O1 Zn1 N1 110.44(8) . . ? N3 Zn1 N1 107.46(11) . . ? N4 Zn1 N1 111.21(11) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 28.43 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.246 _refine_diff_density_min -0.240 _refine_diff_density_rms 0.063 data_znpnbdmpdmso_0m _database_code_depnum_ccdc_archive 'CCDC 715022' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H28 N6 O9 Zn' _chemical_formula_weight 621.90 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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.5156(11) _cell_length_b 13.3426(13) _cell_length_c 19.6335(19) _cell_angle_alpha 102.918(4) _cell_angle_beta 90.692(4) _cell_angle_gamma 113.340(3) _cell_volume 2915.5(5) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4021 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.417 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1288 _exptl_absorpt_coefficient_mu 0.902 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27296 _diffrn_reflns_av_R_equivalents 0.0475 _diffrn_reflns_av_sigmaI/netI 0.0878 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.07 _diffrn_reflns_theta_max 27.38 _reflns_number_total 12913 _reflns_number_gt 6400 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 12913 _refine_ls_number_parameters 729 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1502 _refine_ls_R_factor_gt 0.0785 _refine_ls_wR_factor_ref 0.2505 _refine_ls_wR_factor_gt 0.2113 _refine_ls_goodness_of_fit_ref 1.242 _refine_ls_restrained_S_all 1.242 _refine_ls_shift/su_max 0.015 _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 0.17467(5) 0.82256(5) 0.47414(3) 0.0458(2) Uani 1 1 d . . . Zn2 Zn 0.67443(5) 0.81916(5) 0.97102(3) 0.0485(2) Uani 1 1 d . . . N1 N 0.0496(4) 0.7156(4) 0.3943(2) 0.0514(11) Uani 1 1 d . . . N2 N -0.0630(4) 0.7055(4) 0.3885(2) 0.0509(11) Uani 1 1 d . . . H2 H -0.0910 0.7432 0.4187 0.061 Uiso 1 1 calc R . . C16 C -0.1246(5) 0.6294(5) 0.3295(3) 0.0563(14) Uani 1 1 d . . . C18 C 0.0587(6) 0.6416(5) 0.3378(3) 0.0629(16) Uani 1 1 d . . . C17 C -0.0493(6) 0.5860(5) 0.2971(3) 0.0710(18) Uani 1 1 d . . . H17 H -0.0675 0.5299 0.2556 0.085 Uiso 1 1 calc R . . C15 C -0.2495(6) 0.6022(6) 0.3099(3) 0.0786(19) Uani 1 1 d . . . H15A H -0.2726 0.6548 0.3410 0.118 Uiso 1 1 calc R . . H15B H -0.2969 0.5272 0.3136 0.118 Uiso 1 1 calc R . . H15C H -0.2600 0.6070 0.2624 0.118 Uiso 1 1 calc R . . C19 C 0.1740(6) 0.6345(7) 0.3264(4) 0.094(2) Uani 1 1 d . . . H19A H 0.2356 0.6993 0.3564 0.141 Uiso 1 1 calc R . . H19B H 0.1876 0.6323 0.2782 0.141 Uiso 1 1 calc R . . H19C H 0.1727 0.5674 0.3373 0.141 Uiso 1 1 calc R . . C45 C 0.8269(6) 0.6314(5) 0.8429(3) 0.0621(16) Uani 1 1 d . . . C46 C 0.7203(6) 0.5875(5) 0.8021(3) 0.0643(16) Uani 1 1 d . . . H46 H 0.6979 0.5322 0.7600 0.077 Uiso 1 1 calc R . . C47 C 0.6533(5) 0.6403(5) 0.8349(3) 0.0568(15) Uani 1 1 d . . . C44 C 0.9352(7) 0.6093(6) 0.8341(4) 0.091(2) Uani 1 1 d . . . H44A H 0.9945 0.6587 0.8721 0.136 Uiso 1 1 calc R . . H44B H 0.9631 0.6226 0.7902 0.136 Uiso 1 1 calc R . . H44C H 0.9172 0.5324 0.8343 0.136 Uiso 1 1 calc R . . C48 C 0.5329(6) 0.6275(6) 0.8159(4) 0.081(2) Uani 1 1 d . . . H48A H 0.4780 0.5541 0.8183 0.121 Uiso 1 1 calc R . . H48B H 0.5260 0.6359 0.7690 0.121 Uiso 1 1 calc R . . H48C H 0.5168 0.6840 0.8481 0.121 Uiso 1 1 calc R . . C42 C 0.3715(6) 0.6288(5) 1.0481(4) 0.0698(18) Uani 1 1 d . . . C40 C 0.5567(6) 0.6498(5) 1.0585(3) 0.0584(15) Uani 1 1 d . . . C41 C 0.4468(7) 0.5943(5) 1.0764(4) 0.077(2) Uani 1 1 d . . . H41 H 0.4271 0.5419 1.1035 0.093 Uiso 1 1 calc R . . C39 C 0.6692(6) 0.6436(6) 1.0751(4) 0.0790(19) Uani 1 1 d . . . H39A H 0.7194 0.6644 1.0395 0.119 Uiso 1 1 calc R . . H39B H 0.6549 0.5680 1.0768 0.119 Uiso 1 1 calc R . . H39C H 0.7063 0.6942 1.1199 0.119 Uiso 1 1 calc R . . C43 C 0.2479(7) 0.6005(6) 1.0521(5) 0.109(3) Uani 1 1 d . . . H43A H 0.2353 0.6685 1.0650 0.164 Uiso 1 1 calc R . . H43B H 0.2215 0.5583 1.0869 0.164 Uiso 1 1 calc R . . H43C H 0.2048 0.5560 1.0072 0.164 Uiso 1 1 calc R . . C23 C 0.1491(5) 0.6420(5) 0.5540(3) 0.0559(14) Uani 1 1 d . . . C22 C 0.2080(7) 0.5814(5) 0.5664(4) 0.079(2) Uani 1 1 d . . . H22 H 0.1826 0.5250 0.5905 0.095 Uiso 1 1 calc R . . C21 C 0.3108(6) 0.6164(5) 0.5377(3) 0.0684(17) Uani 1 1 d . . . C20 C 0.4119(8) 0.5822(7) 0.5366(5) 0.120(3) Uani 1 1 d . . . H20A H 0.4827 0.6447 0.5336 0.181 Uiso 1 1 calc R . . H20B H 0.3979 0.5203 0.4966 0.181 Uiso 1 1 calc R . . H20C H 0.4197 0.5597 0.5789 0.181 Uiso 1 1 calc R . . C24 C 0.0336(6) 0.6392(6) 0.5735(3) 0.0722(18) Uani 1 1 d . . . H24A H -0.0247 0.5972 0.5338 0.108 Uiso 1 1 calc R . . H24B H 0.0385 0.7148 0.5876 0.108 Uiso 1 1 calc R . . H24C H 0.0124 0.6038 0.6118 0.108 Uiso 1 1 calc R . . C8 C 0.0324(5) 0.9204(4) 0.5534(3) 0.0481(13) Uani 1 1 d . . . C9 C 0.0199(5) 0.9980(4) 0.6178(3) 0.0446(12) Uani 1 1 d . . . C11 C 0.1002(5) 1.1316(5) 0.7309(3) 0.0532(14) Uani 1 1 d . . . H11 H 0.1620 1.1718 0.7665 0.064 Uiso 1 1 calc R . . C12 C -0.0058(5) 1.1398(4) 0.7372(2) 0.0475(12) Uani 1 1 d . . . C14 C -0.0861(5) 1.0086(4) 0.6257(3) 0.0486(13) Uani 1 1 d . . . H14 H -0.1489 0.9675 0.5908 0.058 Uiso 1 1 calc R . . C13 C -0.0985(5) 1.0800(5) 0.6853(3) 0.0533(14) Uani 1 1 d . . . H13 H -0.1690 1.0875 0.6901 0.064 Uiso 1 1 calc R . . C10 C 0.1126(5) 1.0617(4) 0.6701(3) 0.0501(13) Uani 1 1 d . . . H10 H 0.1846 1.0576 0.6645 0.060 Uiso 1 1 calc R . . C1 C 0.3988(5) 0.9250(4) 0.4243(3) 0.0488(13) Uani 1 1 d . . . C2 C 0.4766(5) 1.0074(4) 0.3844(2) 0.0446(12) Uani 1 1 d . . . C6 C 0.6590(5) 1.0859(4) 0.3377(3) 0.0504(13) Uani 1 1 d . . . H6 H 0.7335 1.0891 0.3306 0.060 Uiso 1 1 calc R . . C5 C 0.6180(5) 1.1527(4) 0.3109(2) 0.0480(13) Uani 1 1 d . . . C7 C 0.5884(5) 1.0151(5) 0.3749(3) 0.0494(13) Uani 1 1 d . . . H7 H 0.6163 0.9711 0.3941 0.059 Uiso 1 1 calc R . . C3 C 0.4379(5) 1.0772(5) 0.3583(3) 0.0577(14) Uani 1 1 d . . . H3 H 0.3640 1.0750 0.3660 0.069 Uiso 1 1 calc R . . C4 C 0.5088(5) 1.1502(5) 0.3205(3) 0.0569(14) Uani 1 1 d . . . H4 H 0.4826 1.1962 0.3023 0.068 Uiso 1 1 calc R . . C32 C 0.5321(5) 0.9187(5) 0.9189(3) 0.0550(14) Uani 1 1 d . . . C35 C 0.4058(5) 1.0839(5) 0.8373(3) 0.0544(14) Uani 1 1 d . . . H35 H 0.3353 1.0912 0.8331 0.065 Uiso 1 1 calc R . . C33 C 0.5211(5) 0.9995(4) 0.8795(2) 0.0465(12) Uani 1 1 d . . . C38 C 0.6157(5) 1.0622(5) 0.8481(3) 0.0551(14) Uani 1 1 d . . . H38 H 0.6864 1.0554 0.8525 0.066 Uiso 1 1 calc R . . C37 C 0.6048(5) 1.1344(5) 0.8106(3) 0.0554(14) Uani 1 1 d . . . H37 H 0.6671 1.1756 0.7889 0.066 Uiso 1 1 calc R . . C34 C 0.4177(5) 1.0123(5) 0.8751(3) 0.0516(13) Uani 1 1 d . . . H34 H 0.3556 0.9727 0.8977 0.062 Uiso 1 1 calc R . . C36 C 0.4990(5) 1.1440(4) 0.8061(3) 0.0494(13) Uani 1 1 d . . . C25 C 0.9013(5) 0.9256(5) 1.0543(3) 0.0537(14) Uani 1 1 d . . . C26 C 0.9778(5) 1.0087(4) 1.1200(3) 0.0466(12) Uani 1 1 d . . . C30 C 1.1645(5) 1.0906(5) 1.1907(3) 0.0529(13) Uani 1 1 d . . . H30 H 1.2411 1.0981 1.1981 0.064 Uiso 1 1 calc R . . C29 C 1.1188(5) 1.1520(5) 1.2387(3) 0.0498(13) Uani 1 1 d . . . C27 C 0.9373(5) 1.0727(5) 1.1678(3) 0.0541(14) Uani 1 1 d . . . H27 H 0.8620 1.0679 1.1593 0.065 Uiso 1 1 calc R . . C31 C 1.0906(5) 1.0178(5) 1.1315(3) 0.0500(13) Uani 1 1 d . . . H31 H 1.1175 0.9739 1.0986 0.060 Uiso 1 1 calc R . . C28 C 1.0073(5) 1.1444(5) 1.2285(3) 0.0563(14) Uani 1 1 d . . . H28 H 0.9793 1.1867 1.2617 0.068 Uiso 1 1 calc R . . O3 O 0.1326(3) 0.9195(3) 0.54844(18) 0.0570(10) Uani 1 1 d . . . O4 O -0.0551(4) 0.8610(3) 0.5099(2) 0.0669(11) Uani 1 1 d . . . O11 O -0.1139(4) 1.2174(5) 0.8066(2) 0.0995(17) Uani 1 1 d . . . O12 O 0.0644(5) 1.2709(5) 0.8428(2) 0.1027(18) Uani 1 1 d . . . O1 O 0.2985(3) 0.9253(3) 0.43225(19) 0.0572(10) Uani 1 1 d . . . O2 O 0.4374(4) 0.8614(3) 0.4431(2) 0.0667(11) Uani 1 1 d . . . O10 O 0.7888(4) 1.2274(4) 0.2597(3) 0.0888(15) Uani 1 1 d . . . O9 O 0.6573(5) 1.2896(5) 0.2499(3) 0.1047(18) Uani 1 1 d . . . O15 O 0.3893(4) 1.2208(4) 0.7566(3) 0.0875(14) Uani 1 1 d . . . O16 O 0.5711(5) 1.2781(4) 0.7417(3) 0.0910(15) Uani 1 1 d . . . O7 O 0.6330(3) 0.9161(3) 0.92487(19) 0.0614(10) Uani 1 1 d . . . O8 O 0.4436(4) 0.8586(4) 0.9419(2) 0.0787(13) Uani 1 1 d . . . O5 O 0.7979(3) 0.9214(3) 1.04642(19) 0.0608(10) Uani 1 1 d . . . O6 O 0.9422(4) 0.8676(4) 1.0156(2) 0.0717(12) Uani 1 1 d . . . O14 O 1.2931(5) 1.2310(4) 1.3146(2) 0.0924(15) Uani 1 1 d . . . O13 O 1.1596(5) 1.2890(5) 1.3432(3) 0.1094(19) Uani 1 1 d . . . N3 N 0.2137(4) 0.7169(4) 0.5182(2) 0.0495(11) Uani 1 1 d . . . N4 N 0.3120(4) 0.6990(4) 0.5096(2) 0.0589(12) Uani 1 1 d . . . H4A H 0.3685 0.7363 0.4885 0.071 Uiso 1 1 calc R . . N10 N -0.0204(5) 1.2131(4) 0.8000(2) 0.0640(13) Uani 1 1 d . . . N9 N 0.6939(5) 1.2273(4) 0.2702(2) 0.0615(13) Uani 1 1 d . . . N5 N 0.5503(4) 0.7173(4) 1.0176(2) 0.0519(11) Uani 1 1 d . . . N6 N 0.4382(4) 0.7028(4) 1.0136(2) 0.0598(12) Uani 1 1 d . . . H6A H 0.4115 0.7377 0.9910 0.072 Uiso 1 1 calc R . . N12 N 0.4851(5) 1.2198(4) 0.7654(2) 0.0626(13) Uani 1 1 d . . . N7 N 0.7142(4) 0.7148(4) 0.8947(2) 0.0526(11) Uani 1 1 d . . . N8 N 0.8202(4) 0.7069(4) 0.8980(2) 0.0530(11) Uani 1 1 d . . . H8 H 0.8757 0.7461 0.9317 0.064 Uiso 1 1 calc R . . N11 N 1.1967(5) 1.2296(5) 1.3037(3) 0.0678(14) Uani 1 1 d . . . O18 O 0.1719(12) 0.8039(10) 0.9712(6) 0.251(6) Uiso 1 1 d . . . C50 C 0.076(2) 0.7203(15) 0.9986(10) 0.289(10) Uiso 1 1 d . . . H50A H 0.1025 0.7191 1.0444 0.434 Uiso 1 1 calc R . . H50B H 0.0523 0.6469 0.9673 0.434 Uiso 1 1 calc R . . H50C H 0.0103 0.7408 1.0020 0.434 Uiso 1 1 calc R . . O17 O 0.6560(10) 0.7866(9) 0.4541(5) 0.203(4) Uiso 1 1 d . . . C49 C 0.6982(9) 0.7178(8) 0.4788(4) 0.116(3) Uiso 1 1 d . . . H49A H 0.7812 0.7447 0.4764 0.173 Uiso 1 1 calc R . . H49B H 0.6601 0.6420 0.4503 0.173 Uiso 1 1 calc R . . H49C H 0.6826 0.7193 0.5267 0.173 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0409(4) 0.0470(4) 0.0499(4) 0.0109(3) 0.0048(3) 0.0191(3) Zn2 0.0449(4) 0.0505(4) 0.0537(4) 0.0158(3) 0.0065(3) 0.0217(3) N1 0.045(3) 0.055(3) 0.055(3) 0.014(2) 0.008(2) 0.021(2) N2 0.047(3) 0.056(3) 0.055(3) 0.017(2) 0.009(2) 0.026(2) C16 0.051(4) 0.050(3) 0.058(3) 0.015(3) -0.006(3) 0.010(3) C18 0.055(4) 0.065(4) 0.059(3) -0.006(3) 0.000(3) 0.026(3) C17 0.065(4) 0.069(4) 0.064(4) -0.006(3) 0.000(3) 0.025(4) C15 0.055(4) 0.076(5) 0.089(5) 0.010(4) -0.014(3) 0.017(4) C19 0.060(5) 0.112(6) 0.091(5) -0.028(4) -0.001(4) 0.043(4) C45 0.061(4) 0.058(4) 0.064(4) 0.005(3) 0.013(3) 0.026(3) C46 0.068(4) 0.057(4) 0.055(3) 0.004(3) 0.002(3) 0.019(3) C47 0.060(4) 0.050(3) 0.054(3) 0.012(3) 0.001(3) 0.015(3) C44 0.079(5) 0.091(5) 0.102(5) -0.004(4) 0.011(4) 0.048(4) C48 0.055(4) 0.095(5) 0.091(5) 0.029(4) -0.006(4) 0.026(4) C42 0.064(4) 0.060(4) 0.098(5) 0.039(4) 0.029(4) 0.026(3) C40 0.067(4) 0.052(3) 0.056(3) 0.014(3) 0.002(3) 0.023(3) C41 0.098(6) 0.056(4) 0.084(5) 0.028(4) 0.030(4) 0.032(4) C39 0.070(5) 0.087(5) 0.087(5) 0.031(4) -0.003(4) 0.035(4) C43 0.077(6) 0.089(6) 0.173(8) 0.058(6) 0.043(6) 0.031(5) C23 0.054(4) 0.049(3) 0.067(4) 0.020(3) 0.012(3) 0.020(3) C22 0.084(5) 0.064(4) 0.105(5) 0.044(4) 0.023(4) 0.034(4) C21 0.066(4) 0.062(4) 0.094(5) 0.037(4) 0.020(4) 0.035(3) C20 0.097(7) 0.112(7) 0.212(10) 0.095(7) 0.064(7) 0.074(6) C24 0.057(4) 0.075(4) 0.086(4) 0.028(4) 0.016(3) 0.023(3) C8 0.050(3) 0.048(3) 0.054(3) 0.020(3) 0.010(3) 0.024(3) C9 0.046(3) 0.048(3) 0.048(3) 0.022(2) 0.012(2) 0.022(3) C11 0.048(3) 0.064(4) 0.050(3) 0.018(3) 0.002(3) 0.025(3) C12 0.046(3) 0.057(3) 0.041(3) 0.014(2) 0.010(2) 0.022(3) C14 0.040(3) 0.054(3) 0.052(3) 0.012(3) 0.007(2) 0.020(3) C13 0.048(3) 0.066(4) 0.058(3) 0.023(3) 0.019(3) 0.031(3) C10 0.039(3) 0.057(3) 0.058(3) 0.017(3) 0.002(3) 0.023(3) C1 0.041(3) 0.049(3) 0.048(3) 0.006(2) 0.002(2) 0.013(3) C2 0.046(3) 0.047(3) 0.038(3) 0.007(2) 0.002(2) 0.017(3) C6 0.039(3) 0.061(3) 0.054(3) 0.017(3) 0.010(2) 0.022(3) C5 0.046(3) 0.055(3) 0.041(3) 0.011(2) 0.006(2) 0.018(3) C7 0.046(3) 0.054(3) 0.051(3) 0.011(3) 0.002(2) 0.025(3) C3 0.042(3) 0.073(4) 0.064(3) 0.021(3) 0.005(3) 0.028(3) C4 0.056(4) 0.067(4) 0.058(3) 0.026(3) 0.010(3) 0.030(3) C32 0.057(4) 0.057(4) 0.056(3) 0.015(3) 0.005(3) 0.028(3) C35 0.049(3) 0.067(4) 0.052(3) 0.014(3) 0.011(3) 0.029(3) C33 0.051(3) 0.049(3) 0.041(3) 0.006(2) 0.004(2) 0.024(3) C38 0.046(3) 0.067(4) 0.059(3) 0.020(3) 0.011(3) 0.028(3) C37 0.051(4) 0.062(4) 0.056(3) 0.022(3) 0.010(3) 0.023(3) C34 0.050(3) 0.060(4) 0.051(3) 0.019(3) 0.012(3) 0.025(3) C36 0.057(4) 0.052(3) 0.045(3) 0.015(2) 0.006(3) 0.026(3) C25 0.056(4) 0.057(4) 0.053(3) 0.023(3) 0.011(3) 0.023(3) C26 0.046(3) 0.050(3) 0.046(3) 0.022(2) 0.008(2) 0.017(3) C30 0.045(3) 0.068(4) 0.051(3) 0.015(3) 0.002(3) 0.028(3) C29 0.046(3) 0.060(3) 0.041(3) 0.012(3) 0.001(2) 0.020(3) C27 0.040(3) 0.066(4) 0.059(3) 0.017(3) 0.011(3) 0.024(3) C31 0.052(4) 0.055(3) 0.049(3) 0.015(3) 0.007(3) 0.027(3) C28 0.056(4) 0.068(4) 0.049(3) 0.016(3) 0.014(3) 0.030(3) O3 0.051(2) 0.063(2) 0.064(2) 0.0101(19) 0.0118(19) 0.034(2) O4 0.059(3) 0.075(3) 0.060(2) 0.001(2) 0.004(2) 0.029(2) O11 0.060(3) 0.135(5) 0.088(3) -0.018(3) 0.010(3) 0.048(3) O12 0.087(4) 0.141(5) 0.067(3) -0.023(3) -0.013(3) 0.059(4) O1 0.038(2) 0.066(2) 0.069(2) 0.025(2) 0.0114(18) 0.0190(19) O2 0.058(3) 0.074(3) 0.083(3) 0.041(2) 0.019(2) 0.031(2) O10 0.069(3) 0.107(4) 0.114(4) 0.059(3) 0.039(3) 0.043(3) O9 0.098(4) 0.121(4) 0.134(4) 0.088(4) 0.041(3) 0.054(4) O15 0.069(3) 0.113(4) 0.115(4) 0.065(3) 0.020(3) 0.053(3) O16 0.080(4) 0.106(4) 0.116(4) 0.073(3) 0.031(3) 0.044(3) O7 0.057(3) 0.072(3) 0.073(3) 0.030(2) 0.011(2) 0.038(2) O8 0.063(3) 0.089(3) 0.107(3) 0.061(3) 0.019(3) 0.034(3) O5 0.046(2) 0.065(3) 0.065(2) 0.0088(19) -0.0026(19) 0.020(2) O6 0.071(3) 0.077(3) 0.062(2) -0.003(2) -0.003(2) 0.036(2) O14 0.065(3) 0.117(4) 0.083(3) -0.008(3) -0.018(3) 0.043(3) O13 0.082(4) 0.140(5) 0.082(3) -0.035(3) -0.011(3) 0.055(4) N3 0.044(3) 0.049(3) 0.056(3) 0.011(2) 0.004(2) 0.020(2) N4 0.058(3) 0.055(3) 0.072(3) 0.026(2) 0.021(2) 0.027(3) N10 0.061(4) 0.078(4) 0.052(3) 0.008(3) 0.011(3) 0.031(3) N9 0.062(4) 0.070(3) 0.064(3) 0.030(3) 0.014(3) 0.032(3) N5 0.050(3) 0.048(3) 0.062(3) 0.015(2) 0.006(2) 0.022(2) N6 0.061(3) 0.060(3) 0.069(3) 0.027(2) 0.008(2) 0.030(3) N12 0.066(4) 0.066(3) 0.063(3) 0.021(3) 0.007(3) 0.032(3) N7 0.052(3) 0.055(3) 0.054(3) 0.017(2) 0.007(2) 0.023(2) N8 0.048(3) 0.055(3) 0.056(3) 0.009(2) 0.004(2) 0.024(2) N11 0.061(4) 0.083(4) 0.060(3) 0.012(3) 0.010(3) 0.033(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O3 1.948(3) . ? Zn1 O1 1.952(3) . ? Zn1 N3 2.013(4) . ? Zn1 N1 2.029(5) . ? Zn2 O7 1.951(4) . ? Zn2 O5 1.953(4) . ? Zn2 N5 2.003(4) . ? Zn2 N7 2.017(4) . ? N1 C18 1.349(7) . ? N1 N2 1.362(6) . ? N2 C16 1.340(6) . ? C16 C17 1.383(8) . ? C16 C15 1.483(8) . ? C18 C17 1.389(9) . ? C18 C19 1.500(9) . ? C45 N8 1.332(7) . ? C45 C46 1.382(9) . ? C45 C44 1.501(9) . ? C46 C47 1.376(8) . ? C47 N7 1.343(7) . ? C47 C48 1.480(9) . ? C42 N6 1.338(7) . ? C42 C41 1.361(10) . ? C42 C43 1.448(10) . ? C40 N5 1.358(7) . ? C40 C41 1.373(9) . ? C40 C39 1.479(9) . ? C23 C22 1.347(8) . ? C23 N3 1.354(6) . ? C23 C24 1.488(8) . ? C22 C21 1.361(9) . ? C21 N4 1.334(7) . ? C21 C20 1.504(10) . ? C8 O4 1.242(6) . ? C8 O3 1.263(6) . ? C8 C9 1.498(7) . ? C9 C10 1.387(7) . ? C9 C14 1.396(7) . ? C11 C12 1.378(7) . ? C11 C10 1.394(7) . ? C12 C13 1.377(8) . ? C12 N10 1.455(7) . ? C14 C13 1.386(7) . ? C1 O2 1.245(6) . ? C1 O1 1.268(6) . ? C1 C2 1.525(7) . ? C2 C7 1.381(7) . ? C2 C3 1.388(7) . ? C6 C7 1.367(7) . ? C6 C5 1.378(7) . ? C5 C4 1.370(7) . ? C5 N9 1.469(7) . ? C3 C4 1.392(7) . ? C32 O8 1.242(7) . ? C32 O7 1.281(7) . ? C32 C33 1.507(7) . ? C35 C36 1.369(7) . ? C35 C34 1.384(7) . ? C33 C34 1.375(7) . ? C33 C38 1.393(7) . ? C38 C37 1.381(7) . ? C37 C36 1.383(8) . ? C36 N12 1.479(7) . ? C25 O6 1.224(6) . ? C25 O5 1.279(7) . ? C25 C26 1.517(8) . ? C26 C27 1.364(7) . ? C26 C31 1.378(7) . ? C30 C31 1.382(7) . ? C30 C29 1.386(7) . ? C29 C28 1.368(8) . ? C29 N11 1.493(7) . ? C27 C28 1.380(8) . ? O11 N10 1.201(6) . ? O12 N10 1.213(7) . ? O10 N9 1.207(6) . ? O9 N9 1.226(6) . ? O15 N12 1.214(6) . ? O16 N12 1.221(6) . ? O14 N11 1.214(7) . ? O13 N11 1.214(6) . ? N3 N4 1.348(6) . ? N5 N6 1.336(6) . ? N7 N8 1.373(6) . ? O18 C50 1.48(2) . ? O17 C49 1.390(11) . ? 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 O3 Zn1 O1 105.16(16) . . ? O3 Zn1 N3 107.14(16) . . ? O1 Zn1 N3 117.61(17) . . ? O3 Zn1 N1 118.20(17) . . ? O1 Zn1 N1 106.65(16) . . ? N3 Zn1 N1 102.75(18) . . ? O7 Zn2 O5 105.44(17) . . ? O7 Zn2 N5 117.66(18) . . ? O5 Zn2 N5 105.56(17) . . ? O7 Zn2 N7 106.15(16) . . ? O5 Zn2 N7 117.69(18) . . ? N5 Zn2 N7 104.97(18) . . ? C18 N1 N2 106.6(4) . . ? C18 N1 Zn1 128.4(4) . . ? N2 N1 Zn1 125.0(3) . . ? C16 N2 N1 111.3(4) . . ? N2 C16 C17 106.1(5) . . ? N2 C16 C15 122.7(6) . . ? C17 C16 C15 131.2(6) . . ? N1 C18 C17 108.4(5) . . ? N1 C18 C19 120.4(5) . . ? C17 C18 C19 131.2(5) . . ? C16 C17 C18 107.6(5) . . ? N8 C45 C46 105.5(6) . . ? N8 C45 C44 121.9(6) . . ? C46 C45 C44 132.6(6) . . ? C47 C46 C45 107.8(6) . . ? N7 C47 C46 109.3(6) . . ? N7 C47 C48 118.8(6) . . ? C46 C47 C48 131.8(6) . . ? N6 C42 C41 104.3(6) . . ? N6 C42 C43 123.8(6) . . ? C41 C42 C43 132.0(6) . . ? N5 C40 C41 108.4(6) . . ? N5 C40 C39 120.6(5) . . ? C41 C40 C39 131.0(6) . . ? C42 C41 C40 108.8(6) . . ? C22 C23 N3 109.0(5) . . ? C22 C23 C24 131.3(6) . . ? N3 C23 C24 119.7(5) . . ? C23 C22 C21 108.6(6) . . ? N4 C21 C22 105.5(6) . . ? N4 C21 C20 122.1(6) . . ? C22 C21 C20 132.4(6) . . ? O4 C8 O3 125.0(5) . . ? O4 C8 C9 118.6(5) . . ? O3 C8 C9 116.4(5) . . ? C10 C9 C14 118.6(5) . . ? C10 C9 C8 121.3(5) . . ? C14 C9 C8 120.1(5) . . ? C12 C11 C10 118.5(5) . . ? C13 C12 C11 121.5(5) . . ? C13 C12 N10 119.1(5) . . ? C11 C12 N10 119.5(5) . . ? C13 C14 C9 120.5(5) . . ? C12 C13 C14 119.6(5) . . ? C9 C10 C11 121.3(5) . . ? O2 C1 O1 126.6(5) . . ? O2 C1 C2 117.4(5) . . ? O1 C1 C2 115.9(5) . . ? C7 C2 C3 118.8(5) . . ? C7 C2 C1 120.0(5) . . ? C3 C2 C1 121.2(5) . . ? C7 C6 C5 118.9(5) . . ? C4 C5 C6 121.9(5) . . ? C4 C5 N9 119.6(5) . . ? C6 C5 N9 118.4(5) . . ? C6 C7 C2 121.3(5) . . ? C2 C3 C4 120.7(5) . . ? C5 C4 C3 118.3(5) . . ? O8 C32 O7 125.0(5) . . ? O8 C32 C33 118.4(5) . . ? O7 C32 C33 116.6(5) . . ? C36 C35 C34 119.3(5) . . ? C34 C33 C38 120.0(5) . . ? C34 C33 C32 119.7(5) . . ? C38 C33 C32 120.3(5) . . ? C37 C38 C33 120.3(5) . . ? C38 C37 C36 118.4(5) . . ? C33 C34 C35 120.0(5) . . ? C35 C36 C37 121.9(5) . . ? C35 C36 N12 118.8(5) . . ? C37 C36 N12 119.3(5) . . ? O6 C25 O5 126.6(6) . . ? O6 C25 C26 117.8(5) . . ? O5 C25 C26 115.5(5) . . ? C27 C26 C31 119.9(5) . . ? C27 C26 C25 121.7(5) . . ? C31 C26 C25 118.4(5) . . ? C31 C30 C29 116.8(5) . . ? C28 C29 C30 122.8(5) . . ? C28 C29 N11 119.7(5) . . ? C30 C29 N11 117.6(5) . . ? C26 C27 C28 120.5(5) . . ? C26 C31 C30 121.4(5) . . ? C29 C28 C27 118.6(5) . . ? C8 O3 Zn1 126.2(4) . . ? C1 O1 Zn1 125.9(3) . . ? C32 O7 Zn2 126.4(4) . . ? C25 O5 Zn2 126.3(4) . . ? N4 N3 C23 105.1(4) . . ? N4 N3 Zn1 123.7(3) . . ? C23 N3 Zn1 130.8(4) . . ? C21 N4 N3 111.8(5) . . ? O11 N10 O12 122.3(5) . . ? O11 N10 C12 119.6(5) . . ? O12 N10 C12 118.1(5) . . ? O10 N9 O9 123.1(5) . . ? O10 N9 C5 120.0(5) . . ? O9 N9 C5 116.9(5) . . ? N6 N5 C40 104.8(4) . . ? N6 N5 Zn2 124.8(3) . . ? C40 N5 Zn2 130.4(4) . . ? N5 N6 C42 113.8(5) . . ? O15 N12 O16 123.0(5) . . ? O15 N12 C36 119.1(5) . . ? O16 N12 C36 117.9(5) . . ? C47 N7 N8 105.3(4) . . ? C47 N7 Zn2 132.6(4) . . ? N8 N7 Zn2 122.0(3) . . ? C45 N8 N7 112.0(5) . . ? O13 N11 O14 123.1(6) . . ? O13 N11 C29 117.5(6) . . ? O14 N11 C29 119.4(5) . . ? _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 27.38 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 1.543 _refine_diff_density_min -0.506 _refine_diff_density_rms 0.111 # Attachment '6.cif' data_znnbadmpac_0m _database_code_depnum_ccdc_archive 'CCDC 715023' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H24 N6 O9 Zn' _chemical_formula_weight 605.86 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' 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' H H 0.0000 0.0000 '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 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 12.1934(6) _cell_length_b 19.9578(14) _cell_length_c 23.6281(16) _cell_angle_alpha 90.00 _cell_angle_beta 93.779(2) _cell_angle_gamma 90.00 _cell_volume 5737.5(6) _cell_formula_units_Z 8 _cell_measurement_temperature 296(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 0.29 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.403 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2496 _exptl_absorpt_coefficient_mu 0.915 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 57413 _diffrn_reflns_av_R_equivalents 0.0495 _diffrn_reflns_av_sigmaI/netI 0.0729 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 1.34 _diffrn_reflns_theta_max 28.27 _reflns_number_total 14065 _reflns_number_gt 5593 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0638P)^2^+1.5847P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 14065 _refine_ls_number_parameters 729 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1514 _refine_ls_R_factor_gt 0.0515 _refine_ls_wR_factor_ref 0.1607 _refine_ls_wR_factor_gt 0.1241 _refine_ls_goodness_of_fit_ref 0.955 _refine_ls_restrained_S_all 0.955 _refine_ls_shift/su_max 0.031 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.6930(3) 0.48684(18) 0.28541(16) 0.0552(9) Uani 1 1 d . . . C2 C 0.7253(3) 0.53956(17) 0.24385(14) 0.0492(9) Uani 1 1 d . . . C3 C 0.6486(3) 0.57374(18) 0.20913(17) 0.0630(11) Uani 1 1 d . . . H3 H 0.5744 0.5636 0.2106 0.076 Uiso 1 1 calc R . . C4 C 0.6806(3) 0.62266(18) 0.17226(16) 0.0627(10) Uani 1 1 d . . . H4A H 0.6287 0.6457 0.1491 0.075 Uiso 1 1 calc R . . C5 C 0.7896(3) 0.63634(17) 0.17068(15) 0.0504(9) Uani 1 1 d . . . C6 C 0.8682(3) 0.60345(18) 0.20462(16) 0.0576(10) Uani 1 1 d . . . H6A H 0.9421 0.6141 0.2031 0.069 Uiso 1 1 calc R . . C7 C 0.8358(3) 0.55481(18) 0.24067(15) 0.0564(9) Uani 1 1 d . . . H7 H 0.8884 0.5317 0.2633 0.068 Uiso 1 1 calc R . . C8 C 0.3184(3) 0.35096(19) 0.29034(16) 0.0573(10) Uani 1 1 d . . . C9 C 0.2716(3) 0.29987(17) 0.24903(14) 0.0503(9) Uani 1 1 d . . . C10 C 0.3380(3) 0.26039(19) 0.21712(16) 0.0590(10) Uani 1 1 d . . . H10 H 0.4138 0.2662 0.2208 0.071 Uiso 1 1 calc R . . C11 C 0.2940(3) 0.21262(18) 0.18000(16) 0.0606(10) Uani 1 1 d . . . H11 H 0.3390 0.1853 0.1596 0.073 Uiso 1 1 calc R . . C12 C 0.1809(3) 0.20666(17) 0.17411(16) 0.0546(9) Uani 1 1 d . . . C13 C 0.1126(3) 0.24526(18) 0.20446(16) 0.0589(10) Uani 1 1 d . . . H13 H 0.0367 0.2401 0.1997 0.071 Uiso 1 1 calc R . . C14 C 0.1579(3) 0.29148(18) 0.24190(15) 0.0559(9) Uani 1 1 d . . . H14 H 0.1122 0.3177 0.2629 0.067 Uiso 1 1 calc R . . C15 C 0.1724(4) 0.5198(3) 0.4502(2) 0.1148(19) Uani 1 1 d . . . H15A H 0.1267 0.5007 0.4198 0.172 Uiso 1 1 calc R . . H15B H 0.1509 0.5654 0.4561 0.172 Uiso 1 1 calc R . . H15C H 0.1643 0.4945 0.4843 0.172 Uiso 1 1 calc R . . C16 C 0.2895(3) 0.5178(2) 0.43565(17) 0.0722(12) Uani 1 1 d . . . C17 C 0.3808(4) 0.5546(2) 0.45319(18) 0.0782(12) Uani 1 1 d . . . H17 H 0.3835 0.5894 0.4794 0.094 Uiso 1 1 calc R . . C18 C 0.4675(3) 0.5304(2) 0.42496(17) 0.0646(10) Uani 1 1 d . . . C19 C 0.5852(3) 0.5532(2) 0.42673(19) 0.0886(14) Uani 1 1 d . . . H19A H 0.6329 0.5149 0.4290 0.133 Uiso 1 1 calc R . . H19B H 0.6005 0.5812 0.4594 0.133 Uiso 1 1 calc R . . H19C H 0.5974 0.5782 0.3930 0.133 Uiso 1 1 calc R . . C20 C 0.4772(3) 0.2980(2) 0.44213(19) 0.0922(15) Uani 1 1 d . . . H20A H 0.4277 0.3160 0.4127 0.138 Uiso 1 1 calc R . . H20B H 0.4583 0.3151 0.4782 0.138 Uiso 1 1 calc R . . H20C H 0.4717 0.2500 0.4422 0.138 Uiso 1 1 calc R . . C21 C 0.5913(3) 0.31780(19) 0.43180(17) 0.0619(10) Uani 1 1 d . . . C22 C 0.6907(3) 0.2958(2) 0.45904(16) 0.0705(11) Uani 1 1 d . . . H22 H 0.6987 0.2645 0.4882 0.085 Uiso 1 1 calc R . . C23 C 0.7740(3) 0.3294(2) 0.43451(16) 0.0641(10) Uani 1 1 d . . . C24 C 0.8957(3) 0.3273(2) 0.44397(18) 0.0924(14) Uani 1 1 d . . . H24A H 0.9280 0.3578 0.4184 0.139 Uiso 1 1 calc R . . H24B H 0.9213 0.2827 0.4372 0.139 Uiso 1 1 calc R . . H24C H 0.9165 0.3399 0.4824 0.139 Uiso 1 1 calc R . . C25 C 0.8079(3) 0.35274(18) 0.21133(16) 0.0572(10) Uani 1 1 d . . . C26 C 0.7733(3) 0.30141(17) 0.25339(14) 0.0503(9) Uani 1 1 d . . . C27 C 0.8499(3) 0.26497(19) 0.28625(16) 0.0598(10) Uani 1 1 d . . . H27 H 0.9243 0.2729 0.2828 0.072 Uiso 1 1 calc R . . C28 C 0.8181(3) 0.21676(18) 0.32424(16) 0.0612(10) Uani 1 1 d . . . H28 H 0.8699 0.1918 0.3458 0.073 Uiso 1 1 calc R . . C29 C 0.7061(3) 0.20714(17) 0.32892(16) 0.0559(9) Uani 1 1 d . . . C30 C 0.6284(3) 0.24314(18) 0.29715(16) 0.0620(10) Uani 1 1 d . . . H30 H 0.5540 0.2357 0.3010 0.074 Uiso 1 1 calc R . . C31 C 0.6619(3) 0.29055(18) 0.25936(16) 0.0586(10) Uani 1 1 d . . . H31 H 0.6097 0.3153 0.2378 0.070 Uiso 1 1 calc R . . C32 C 1.1842(3) 0.48467(18) 0.21267(16) 0.0553(9) Uani 1 1 d . . . C33 C 1.2297(3) 0.53828(17) 0.25189(14) 0.0485(9) Uani 1 1 d . . . C34 C 1.3422(3) 0.55071(18) 0.25637(15) 0.0558(9) Uani 1 1 d . . . H34 H 1.3887 0.5255 0.2351 0.067 Uiso 1 1 calc R . . C35 C 1.3853(3) 0.60043(18) 0.29229(16) 0.0605(10) Uani 1 1 d . . . H35 H 1.4604 0.6090 0.2953 0.073 Uiso 1 1 calc R . . C36 C 1.3153(3) 0.63659(17) 0.32313(15) 0.0505(9) Uani 1 1 d . . . C37 C 1.2046(3) 0.62590(18) 0.31989(16) 0.0602(10) Uani 1 1 d . . . H37 H 1.1587 0.6516 0.3412 0.072 Uiso 1 1 calc R . . C38 C 1.1619(3) 0.57596(18) 0.28413(16) 0.0606(10) Uani 1 1 d . . . H38 H 1.0867 0.5677 0.2818 0.073 Uiso 1 1 calc R . . C39 C 1.0380(3) 0.5513(2) 0.07049(18) 0.0838(13) Uani 1 1 d . . . H39A H 1.0805 0.5344 0.1030 0.126 Uiso 1 1 calc R . . H39B H 1.0406 0.5993 0.0706 0.126 Uiso 1 1 calc R . . H39C H 1.0677 0.5346 0.0366 0.126 Uiso 1 1 calc R . . C40 C 0.9217(3) 0.52867(19) 0.07245(16) 0.0620(10) Uani 1 1 d . . . C41 C 0.8289(3) 0.5493(2) 0.04154(18) 0.0785(12) Uani 1 1 d . . . H41 H 0.8251 0.5819 0.0133 0.094 Uiso 1 1 calc R . . C42 C 0.7426(3) 0.5132(2) 0.05990(19) 0.0793(13) Uani 1 1 d . . . C43 C 0.6227(4) 0.5133(3) 0.0425(2) 0.145(3) Uani 1 1 d . . . H43A H 0.5873 0.4773 0.0612 0.217 Uiso 1 1 calc R . . H43B H 0.6125 0.5074 0.0021 0.217 Uiso 1 1 calc R . . H43C H 0.5910 0.5552 0.0529 0.217 Uiso 1 1 calc R . . C44 C 1.3289(3) 0.3079(2) 0.05419(18) 0.0884(14) Uani 1 1 d . . . H44A H 1.3741 0.3328 0.0816 0.133 Uiso 1 1 calc R . . H44B H 1.3424 0.3230 0.0167 0.133 Uiso 1 1 calc R . . H44C H 1.3461 0.2611 0.0577 0.133 Uiso 1 1 calc R . . C45 C 1.2114(3) 0.3185(2) 0.06448(16) 0.0630(10) Uani 1 1 d . . . C46 C 1.1170(4) 0.2904(2) 0.03967(17) 0.0735(12) Uani 1 1 d . . . H46 H 1.1126 0.2586 0.0109 0.088 Uiso 1 1 calc R . . C47 C 1.0278(3) 0.3193(2) 0.06655(17) 0.0669(11) Uani 1 1 d . . . C48 C 0.9083(3) 0.3081(2) 0.05780(19) 0.0943(15) Uani 1 1 d . . . H48A H 0.8713 0.3311 0.0867 0.141 Uiso 1 1 calc R . . H48B H 0.8932 0.2610 0.0598 0.141 Uiso 1 1 calc R . . H48C H 0.8827 0.3249 0.0212 0.141 Uiso 1 1 calc R . . N1 N 0.4333(2) 0.48051(15) 0.39054(12) 0.0587(8) Uani 1 1 d . . . N2 N 0.3233(2) 0.47356(15) 0.39825(13) 0.0638(8) Uani 1 1 d . . . H2 H 0.2814 0.4443 0.3811 0.077 Uiso 1 1 calc R . . N3 N 0.6130(2) 0.36352(14) 0.39293(12) 0.0550(7) Uani 1 1 d . . . N4 N 0.7238(2) 0.36967(14) 0.39592(12) 0.0582(8) Uani 1 1 d . . . H4 H 0.7583 0.3968 0.3750 0.070 Uiso 1 1 calc R . . N5 N 0.8945(2) 0.48063(14) 0.10904(12) 0.0547(8) Uani 1 1 d . . . N6 N 0.7848(2) 0.47220(15) 0.10036(13) 0.0652(9) Uani 1 1 d . . . H6 H 0.7469 0.4440 0.1186 0.078 Uiso 1 1 calc R . . N7 N 1.0684(2) 0.36269(14) 0.10611(12) 0.0558(8) Uani 1 1 d . . . N8 N 1.1793(2) 0.36103(14) 0.10370(12) 0.0540(7) Uani 1 1 d . . . H8 H 1.2239 0.3848 0.1251 0.065 Uiso 1 1 calc R . . N9 N 0.8250(3) 0.68844(16) 0.13159(14) 0.0685(9) Uani 1 1 d . . . N10 N 0.1325(3) 0.15714(17) 0.13326(16) 0.0761(10) Uani 1 1 d . . . N11 N 0.6703(3) 0.15730(17) 0.36937(15) 0.0745(10) Uani 1 1 d . . . N12 N 1.3611(3) 0.68942(16) 0.36151(14) 0.0642(9) Uani 1 1 d . . . O1 O 0.58935(19) 0.47644(12) 0.28765(10) 0.0650(7) Uani 1 1 d . . . O2 O 0.7658(2) 0.45796(14) 0.31446(12) 0.0769(8) Uani 1 1 d . . . O3 O 0.42287(19) 0.35881(12) 0.29216(10) 0.0650(7) Uani 1 1 d . . . O4 O 0.2548(2) 0.38182(15) 0.31963(12) 0.0824(9) Uani 1 1 d . . . O5 O 0.91145(19) 0.36139(12) 0.20889(10) 0.0642(7) Uani 1 1 d . . . O6 O 0.7353(2) 0.38311(14) 0.18208(12) 0.0766(8) Uani 1 1 d . . . O7 O 1.08037(19) 0.47707(12) 0.21005(10) 0.0656(7) Uani 1 1 d . . . O8 O 1.2485(2) 0.45258(14) 0.18454(12) 0.0746(8) Uani 1 1 d . . . O9 O 0.9221(2) 0.70159(15) 0.13076(13) 0.0932(10) Uani 1 1 d . . . O10 O 0.7545(2) 0.71610(16) 0.10033(14) 0.1009(11) Uani 1 1 d . . . O11 O 0.1934(3) 0.12617(18) 0.10453(16) 0.1200(13) Uani 1 1 d . . . O12 O 0.0336(3) 0.15004(17) 0.12957(15) 0.1108(12) Uani 1 1 d . . . O13 O 0.5727(2) 0.14657(16) 0.37121(14) 0.1057(11) Uani 1 1 d . . . O14 O 0.7393(3) 0.12932(18) 0.39928(17) 0.1258(14) Uani 1 1 d . . . O15 O 1.4595(2) 0.69963(15) 0.36366(13) 0.0935(10) Uani 1 1 d . . . O16 O 1.2982(2) 0.72012(15) 0.38996(13) 0.0932(10) Uani 1 1 d . . . O17 O 0.0150(4) 0.4246(3) 0.3402(2) 0.192(2) Uani 1 1 d . . . O18 O 0.4865(3) 0.4176(3) 0.1554(2) 0.182(2) Uani 1 1 d . . . Zn1 Zn 0.51384(3) 0.41957(2) 0.339921(18) 0.05382(14) Uani 1 1 d . . . Zn6 Zn 0.98874(3) 0.420582(19) 0.159853(17) 0.05084(14) 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 C1 0.048(2) 0.060(2) 0.058(2) -0.002(2) 0.0066(19) -0.0025(19) C2 0.040(2) 0.053(2) 0.056(2) -0.0084(18) 0.0069(17) -0.0022(16) C3 0.032(2) 0.071(3) 0.086(3) 0.006(2) 0.0045(19) -0.0029(18) C4 0.037(2) 0.069(3) 0.081(3) 0.019(2) -0.0002(19) 0.0013(18) C5 0.047(2) 0.048(2) 0.057(2) 0.0058(18) 0.0081(17) -0.0002(16) C6 0.038(2) 0.065(2) 0.070(3) 0.007(2) 0.0049(18) -0.0076(18) C7 0.041(2) 0.064(2) 0.064(3) 0.004(2) -0.0013(18) -0.0004(18) C8 0.043(2) 0.062(3) 0.066(3) 0.009(2) 0.0014(19) -0.0034(19) C9 0.046(2) 0.050(2) 0.055(2) 0.0067(18) 0.0028(18) -0.0009(16) C10 0.034(2) 0.067(3) 0.075(3) 0.001(2) 0.0007(18) 0.0023(18) C11 0.047(2) 0.063(3) 0.073(3) -0.002(2) 0.0071(19) 0.0056(18) C12 0.041(2) 0.054(2) 0.069(3) 0.0003(19) 0.0040(18) -0.0062(17) C13 0.0328(19) 0.058(2) 0.086(3) 0.000(2) 0.0069(19) -0.0040(17) C14 0.036(2) 0.060(2) 0.072(3) 0.000(2) 0.0109(18) 0.0008(17) C15 0.076(3) 0.157(5) 0.113(4) -0.040(4) 0.026(3) 0.008(3) C16 0.064(3) 0.088(3) 0.066(3) -0.011(2) 0.012(2) 0.012(2) C17 0.090(3) 0.074(3) 0.069(3) -0.020(2) -0.002(3) 0.002(3) C18 0.070(3) 0.064(3) 0.059(3) 0.002(2) -0.003(2) -0.005(2) C19 0.078(3) 0.092(3) 0.094(3) -0.004(3) -0.008(3) -0.025(3) C20 0.068(3) 0.109(4) 0.101(4) 0.021(3) 0.016(3) -0.011(3) C21 0.062(3) 0.057(2) 0.067(3) 0.000(2) 0.012(2) -0.004(2) C22 0.078(3) 0.075(3) 0.059(3) 0.014(2) 0.006(2) 0.007(2) C23 0.060(3) 0.071(3) 0.061(3) 0.009(2) -0.001(2) 0.009(2) C24 0.068(3) 0.113(4) 0.095(4) 0.021(3) -0.002(3) 0.012(3) C25 0.049(2) 0.055(2) 0.068(3) -0.012(2) 0.006(2) -0.0013(19) C26 0.048(2) 0.048(2) 0.056(2) -0.0094(18) 0.0078(18) -0.0009(16) C27 0.037(2) 0.068(3) 0.075(3) -0.001(2) 0.0077(19) 0.0021(18) C28 0.040(2) 0.066(3) 0.077(3) -0.003(2) 0.0000(19) 0.0070(18) C29 0.048(2) 0.050(2) 0.070(3) -0.0024(19) 0.0028(19) -0.0033(17) C30 0.039(2) 0.064(3) 0.083(3) 0.001(2) 0.0027(19) -0.0043(18) C31 0.037(2) 0.062(2) 0.076(3) 0.002(2) -0.0029(18) 0.0021(17) C32 0.048(2) 0.054(2) 0.064(3) 0.0037(19) -0.0021(19) 0.0013(18) C33 0.044(2) 0.050(2) 0.050(2) 0.0057(17) -0.0050(17) -0.0024(16) C34 0.040(2) 0.060(2) 0.067(3) -0.007(2) 0.0029(18) -0.0009(18) C35 0.036(2) 0.064(2) 0.081(3) -0.009(2) 0.0012(19) -0.0041(18) C36 0.045(2) 0.049(2) 0.057(2) -0.0020(18) 0.0013(17) -0.0046(17) C37 0.041(2) 0.068(3) 0.072(3) -0.008(2) 0.0092(18) 0.0037(18) C38 0.037(2) 0.071(3) 0.074(3) -0.006(2) -0.0004(19) -0.0025(18) C39 0.068(3) 0.091(3) 0.093(3) 0.011(3) 0.011(2) -0.010(2) C40 0.062(3) 0.065(3) 0.059(3) -0.001(2) 0.002(2) -0.001(2) C41 0.071(3) 0.088(3) 0.075(3) 0.023(2) -0.005(2) -0.001(3) C42 0.059(3) 0.092(3) 0.084(3) 0.012(3) -0.017(2) 0.001(2) C43 0.067(3) 0.191(6) 0.169(6) 0.072(5) -0.046(4) -0.011(4) C44 0.077(3) 0.109(4) 0.083(3) -0.001(3) 0.027(2) 0.025(3) C45 0.062(3) 0.069(3) 0.059(3) 0.000(2) 0.014(2) 0.012(2) C46 0.077(3) 0.078(3) 0.067(3) -0.021(2) 0.013(2) 0.004(2) C47 0.065(3) 0.069(3) 0.068(3) -0.010(2) 0.011(2) -0.007(2) C48 0.059(3) 0.115(4) 0.108(4) -0.045(3) -0.001(3) -0.021(3) N1 0.052(2) 0.066(2) 0.057(2) 0.0008(16) 0.0012(15) -0.0019(15) N2 0.052(2) 0.071(2) 0.068(2) -0.0063(18) 0.0024(16) -0.0016(16) N3 0.0477(19) 0.0593(19) 0.058(2) 0.0017(16) 0.0016(15) -0.0009(14) N4 0.0510(19) 0.061(2) 0.062(2) 0.0079(16) 0.0049(15) -0.0023(15) N5 0.0428(18) 0.0605(19) 0.060(2) -0.0021(16) -0.0022(14) -0.0023(14) N6 0.0422(18) 0.073(2) 0.079(2) 0.0076(18) -0.0107(16) -0.0060(15) N7 0.0476(19) 0.0589(19) 0.062(2) -0.0064(16) 0.0088(15) -0.0019(14) N8 0.0433(18) 0.0618(19) 0.0568(19) 0.0011(16) 0.0020(14) 0.0024(14) N9 0.058(2) 0.068(2) 0.079(3) 0.0082(19) 0.0083(19) 0.0045(18) N10 0.054(2) 0.073(2) 0.102(3) -0.018(2) 0.012(2) -0.0068(19) N11 0.055(2) 0.069(2) 0.099(3) 0.017(2) 0.007(2) 0.0022(19) N12 0.057(2) 0.063(2) 0.072(2) -0.0052(18) 0.0018(18) -0.0047(17) O1 0.0468(16) 0.0739(18) 0.0757(18) 0.0110(14) 0.0149(13) -0.0044(12) O2 0.0569(17) 0.085(2) 0.088(2) 0.0334(16) 0.0007(15) -0.0073(15) O3 0.0438(15) 0.0723(17) 0.0779(18) -0.0082(14) -0.0037(13) -0.0031(12) O4 0.0537(17) 0.096(2) 0.099(2) -0.0326(18) 0.0133(16) -0.0105(15) O5 0.0427(15) 0.0731(17) 0.0780(18) 0.0069(14) 0.0128(13) -0.0034(12) O6 0.0518(17) 0.086(2) 0.092(2) 0.0219(17) 0.0009(15) -0.0047(14) O7 0.0399(15) 0.0802(18) 0.0751(18) -0.0141(14) -0.0085(12) -0.0069(12) O8 0.0572(17) 0.0793(19) 0.087(2) -0.0237(16) 0.0034(15) -0.0077(15) O9 0.0544(19) 0.107(2) 0.118(3) 0.0396(19) 0.0058(17) -0.0180(17) O10 0.068(2) 0.108(3) 0.126(3) 0.059(2) 0.0012(19) 0.0044(17) O11 0.074(2) 0.128(3) 0.158(3) -0.076(3) 0.011(2) 0.002(2) O12 0.0521(19) 0.128(3) 0.153(3) -0.057(2) 0.0142(19) -0.0259(18) O13 0.0528(19) 0.122(3) 0.143(3) 0.047(2) 0.0081(19) -0.0182(18) O14 0.066(2) 0.138(3) 0.173(4) 0.093(3) 0.009(2) 0.013(2) O15 0.0552(18) 0.098(2) 0.127(3) -0.0369(19) 0.0081(18) -0.0208(16) O16 0.076(2) 0.100(2) 0.104(2) -0.046(2) 0.0093(18) -0.0025(17) O17 0.160(5) 0.242(7) 0.175(5) 0.004(4) 0.011(4) -0.036(4) O18 0.125(4) 0.238(6) 0.184(5) -0.016(4) 0.012(4) -0.024(3) Zn1 0.0406(3) 0.0610(3) 0.0599(3) 0.0031(2) 0.0035(2) -0.00300(19) Zn6 0.0368(2) 0.0593(3) 0.0563(3) -0.0051(2) 0.00139(19) -0.00061(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 C1 O2 1.230(4) . ? C1 O1 1.285(4) . ? C1 C2 1.509(5) . ? C2 C7 1.389(4) . ? C2 C3 1.382(5) . ? C3 C4 1.382(5) . ? C3 H3 0.9300 . ? C4 C5 1.361(4) . ? C4 H4A 0.9300 . ? C5 C6 1.375(5) . ? C5 N9 1.474(4) . ? C6 C7 1.367(5) . ? C6 H6A 0.9300 . ? C7 H7 0.9300 . ? C8 O4 1.236(4) . ? C8 O3 1.282(4) . ? C8 C9 1.498(5) . ? C9 C10 1.387(5) . ? C9 C14 1.396(4) . ? C10 C11 1.380(5) . ? C10 H10 0.9300 . ? C11 C12 1.382(4) . ? C11 H11 0.9300 . ? C12 C13 1.371(5) . ? C12 N10 1.477(5) . ? C13 C14 1.369(5) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 C16 1.490(5) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 N2 1.334(4) . ? C16 C17 1.375(5) . ? C17 C18 1.374(5) . ? C17 H17 0.9300 . ? C18 N1 1.334(4) . ? C18 C19 1.505(5) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 C21 1.482(5) . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 N3 1.333(4) . ? C21 C22 1.405(5) . ? C22 C23 1.377(5) . ? C22 H22 0.9300 . ? C23 N4 1.333(4) . ? C23 C24 1.487(5) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 O6 1.245(4) . ? C25 O5 1.279(4) . ? C25 C26 1.507(5) . ? C26 C27 1.381(5) . ? C26 C31 1.392(4) . ? C27 C28 1.388(5) . ? C27 H27 0.9300 . ? C28 C29 1.392(5) . ? C28 H28 0.9300 . ? C29 C30 1.372(5) . ? C29 N11 1.465(5) . ? C30 C31 1.381(5) . ? C30 H30 0.9300 . ? C31 H31 0.9300 . ? C32 O8 1.239(4) . ? C32 O7 1.273(4) . ? C32 C33 1.498(5) . ? C33 C38 1.383(5) . ? C33 C34 1.391(4) . ? C34 C35 1.386(5) . ? C34 H34 0.9300 . ? C35 C36 1.364(5) . ? C35 H35 0.9300 . ? C36 C37 1.364(4) . ? C36 N12 1.476(4) . ? C37 C38 1.386(5) . ? C37 H37 0.9300 . ? C38 H38 0.9300 . ? C39 C40 1.491(5) . ? C39 H39A 0.9600 . ? C39 H39B 0.9600 . ? C39 H39C 0.9600 . ? C40 N5 1.347(4) . ? C40 C41 1.370(5) . ? C41 C42 1.370(5) . ? C41 H41 0.9300 . ? C42 N6 1.335(5) . ? C42 C43 1.493(5) . ? C43 H43A 0.9600 . ? C43 H43B 0.9600 . ? C43 H43C 0.9600 . ? C44 C45 1.484(5) . ? C44 H44A 0.9600 . ? C44 H44B 0.9600 . ? C44 H44C 0.9600 . ? C45 N8 1.334(4) . ? C45 C46 1.376(5) . ? C46 C47 1.418(5) . ? C46 H46 0.9300 . ? C47 N7 1.344(4) . ? C47 C48 1.475(5) . ? C48 H48A 0.9600 . ? C48 H48B 0.9600 . ? C48 H48C 0.9600 . ? N1 N2 1.373(4) . ? N1 Zn1 2.007(3) . ? N2 H2 0.8600 . ? N3 N4 1.355(4) . ? N3 Zn1 2.020(3) . ? N4 H4 0.8600 . ? N5 N6 1.351(4) . ? N5 Zn6 2.004(3) . ? N6 H6 0.8600 . ? N7 N8 1.357(3) . ? N7 Zn6 2.014(3) . ? N8 H8 0.8600 . ? N9 O9 1.214(4) . ? N9 O10 1.228(4) . ? N10 O11 1.209(4) . ? N10 O12 1.212(4) . ? N11 O14 1.200(4) . ? N11 O13 1.214(4) . ? N12 O15 1.215(4) . ? N12 O16 1.218(4) . ? O1 Zn1 1.952(2) . ? O3 Zn1 1.952(2) . ? O5 Zn6 1.942(2) . ? O7 Zn6 1.937(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 O2 C1 O1 125.3(3) . . ? O2 C1 C2 118.7(3) . . ? O1 C1 C2 116.0(3) . . ? C7 C2 C3 118.7(3) . . ? C7 C2 C1 118.9(3) . . ? C3 C2 C1 122.3(3) . . ? C2 C3 C4 121.0(3) . . ? C2 C3 H3 119.5 . . ? C4 C3 H3 119.5 . . ? C5 C4 C3 118.4(3) . . ? C5 C4 H4A 120.8 . . ? C3 C4 H4A 120.8 . . ? C4 C5 C6 122.2(3) . . ? C4 C5 N9 119.1(3) . . ? C6 C5 N9 118.7(3) . . ? C5 C6 C7 119.0(3) . . ? C5 C6 H6A 120.5 . . ? C7 C6 H6A 120.5 . . ? C2 C7 C6 120.7(3) . . ? C2 C7 H7 119.7 . . ? C6 C7 H7 119.7 . . ? O4 C8 O3 125.3(4) . . ? O4 C8 C9 118.6(3) . . ? O3 C8 C9 116.1(3) . . ? C10 C9 C14 118.5(3) . . ? C10 C9 C8 122.0(3) . . ? C14 C9 C8 119.5(3) . . ? C9 C10 C11 121.5(3) . . ? C9 C10 H10 119.3 . . ? C11 C10 H10 119.3 . . ? C10 C11 C12 117.8(3) . . ? C10 C11 H11 121.1 . . ? C12 C11 H11 121.1 . . ? C13 C12 C11 122.4(3) . . ? C13 C12 N10 119.2(3) . . ? C11 C12 N10 118.4(3) . . ? C12 C13 C14 118.9(3) . . ? C12 C13 H13 120.5 . . ? C14 C13 H13 120.5 . . ? C13 C14 C9 120.9(3) . . ? C13 C14 H14 119.5 . . ? C9 C14 H14 119.5 . . ? C16 C15 H15A 109.5 . . ? C16 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C16 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N2 C16 C17 105.8(4) . . ? N2 C16 C15 120.9(4) . . ? C17 C16 C15 133.2(4) . . ? C16 C17 C18 107.4(4) . . ? C16 C17 H17 126.3 . . ? C18 C17 H17 126.3 . . ? N1 C18 C17 109.8(4) . . ? N1 C18 C19 120.1(4) . . ? C17 C18 C19 130.0(4) . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C21 C20 H20A 109.5 . . ? C21 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C21 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N3 C21 C22 108.9(3) . . ? N3 C21 C20 121.8(4) . . ? C22 C21 C20 129.2(4) . . ? C23 C22 C21 107.1(4) . . ? C23 C22 H22 126.5 . . ? C21 C22 H22 126.5 . . ? N4 C23 C22 105.3(3) . . ? N4 C23 C24 121.9(4) . . ? C22 C23 C24 132.8(4) . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? O6 C25 O5 125.3(4) . . ? O6 C25 C26 118.5(3) . . ? O5 C25 C26 116.2(3) . . ? C27 C26 C31 119.3(3) . . ? C27 C26 C25 121.3(3) . . ? C31 C26 C25 119.4(3) . . ? C26 C27 C28 121.4(3) . . ? C26 C27 H27 119.3 . . ? C28 C27 H27 119.3 . . ? C27 C28 C29 117.6(3) . . ? C27 C28 H28 121.2 . . ? C29 C28 H28 121.2 . . ? C30 C29 C28 122.0(4) . . ? C30 C29 N11 119.2(3) . . ? C28 C29 N11 118.8(3) . . ? C29 C30 C31 119.3(3) . . ? C29 C30 H30 120.3 . . ? C31 C30 H30 120.3 . . ? C30 C31 C26 120.3(3) . . ? C30 C31 H31 119.9 . . ? C26 C31 H31 119.9 . . ? O8 C32 O7 125.1(3) . . ? O8 C32 C33 118.7(3) . . ? O7 C32 C33 116.2(3) . . ? C38 C33 C34 118.9(3) . . ? C38 C33 C32 121.3(3) . . ? C34 C33 C32 119.8(3) . . ? C33 C34 C35 120.4(3) . . ? C33 C34 H34 119.8 . . ? C35 C34 H34 119.8 . . ? C36 C35 C34 118.7(3) . . ? C36 C35 H35 120.6 . . ? C34 C35 H35 120.6 . . ? C35 C36 C37 122.6(3) . . ? C35 C36 N12 118.8(3) . . ? C37 C36 N12 118.6(3) . . ? C36 C37 C38 118.5(3) . . ? C36 C37 H37 120.7 . . ? C38 C37 H37 120.7 . . ? C33 C38 C37 120.9(3) . . ? C33 C38 H38 119.6 . . ? C37 C38 H38 119.6 . . ? C40 C39 H39A 109.5 . . ? C40 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C40 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? N5 C40 C41 109.1(3) . . ? N5 C40 C39 120.7(4) . . ? C41 C40 C39 130.3(4) . . ? C42 C41 C40 107.3(4) . . ? C42 C41 H41 126.3 . . ? C40 C41 H41 126.3 . . ? N6 C42 C41 106.4(4) . . ? N6 C42 C43 121.5(4) . . ? C41 C42 C43 132.1(4) . . ? C42 C43 H43A 109.5 . . ? C42 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C42 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? C45 C44 H44A 109.5 . . ? C45 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C45 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? N8 C45 C46 106.3(3) . . ? N8 C45 C44 122.4(4) . . ? C46 C45 C44 131.4(4) . . ? C45 C46 C47 106.7(4) . . ? C45 C46 H46 126.6 . . ? C47 C46 H46 126.6 . . ? N7 C47 C46 108.4(3) . . ? N7 C47 C48 120.7(4) . . ? C46 C47 C48 130.9(4) . . ? C47 C48 H48A 109.5 . . ? C47 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C47 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? C18 N1 N2 105.2(3) . . ? C18 N1 Zn1 132.1(3) . . ? N2 N1 Zn1 122.6(2) . . ? C16 N2 N1 111.7(3) . . ? C16 N2 H2 124.2 . . ? N1 N2 H2 124.2 . . ? C21 N3 N4 105.6(3) . . ? C21 N3 Zn1 131.9(3) . . ? N4 N3 Zn1 122.4(2) . . ? C23 N4 N3 113.1(3) . . ? C23 N4 H4 123.4 . . ? N3 N4 H4 123.4 . . ? C40 N5 N6 105.9(3) . . ? C40 N5 Zn6 130.9(3) . . ? N6 N5 Zn6 122.7(2) . . ? C42 N6 N5 111.3(3) . . ? C42 N6 H6 124.3 . . ? N5 N6 H6 124.3 . . ? C47 N7 N8 106.1(3) . . ? C47 N7 Zn6 129.6(3) . . ? N8 N7 Zn6 124.3(2) . . ? C45 N8 N7 112.5(3) . . ? C45 N8 H8 123.7 . . ? N7 N8 H8 123.7 . . ? O9 N9 O10 122.6(3) . . ? O9 N9 C5 119.3(3) . . ? O10 N9 C5 118.1(3) . . ? O11 N10 O12 123.1(4) . . ? O11 N10 C12 118.4(3) . . ? O12 N10 C12 118.5(3) . . ? O14 N11 O13 123.2(4) . . ? O14 N11 C29 118.2(4) . . ? O13 N11 C29 118.5(3) . . ? O15 N12 O16 123.3(3) . . ? O15 N12 C36 118.6(3) . . ? O16 N12 C36 118.1(3) . . ? C1 O1 Zn1 128.8(2) . . ? C8 O3 Zn1 128.4(2) . . ? C25 O5 Zn6 128.9(2) . . ? C32 O7 Zn6 129.1(2) . . ? O3 Zn1 O1 105.62(11) . . ? O3 Zn1 N1 116.07(11) . . ? O1 Zn1 N1 107.11(11) . . ? O3 Zn1 N3 107.96(11) . . ? O1 Zn1 N3 115.24(11) . . ? N1 Zn1 N3 105.20(12) . . ? O7 Zn6 O5 105.77(11) . . ? O7 Zn6 N5 107.67(11) . . ? O5 Zn6 N5 116.08(11) . . ? O7 Zn6 N7 115.93(11) . . ? O5 Zn6 N7 107.50(11) . . ? N5 Zn6 N7 104.29(12) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 28.27 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.766 _refine_diff_density_min -0.279 _refine_diff_density_rms 0.057 # Attachment 'compound7.cif' data_rs1 _database_code_depnum_ccdc_archive 'CCDC 715024' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C51 H56 N13 O18 Zn2' _chemical_formula_weight 1269.83 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 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.7147(12) _cell_length_b 14.2450(14) _cell_length_c 17.2331(14) _cell_angle_alpha 76.935(4) _cell_angle_beta 82.892(6) _cell_angle_gamma 84.316(6) _cell_volume 3008.9(5) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3564 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.402 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1314 _exptl_absorpt_coefficient_mu 0.876 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11927 _diffrn_reflns_av_R_equivalents 0.0446 _diffrn_reflns_av_sigmaI/netI 0.0518 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.47 _diffrn_reflns_theta_max 17.52 _reflns_number_total 3797 _reflns_number_gt 2998 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1737P)^2^+18.3964P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3797 _refine_ls_number_parameters 767 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.1025 _refine_ls_R_factor_gt 0.0872 _refine_ls_wR_factor_ref 0.2604 _refine_ls_wR_factor_gt 0.2444 _refine_ls_goodness_of_fit_ref 1.081 _refine_ls_restrained_S_all 1.078 _refine_ls_shift/su_max 0.006 _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 0.22966(12) 0.10353(11) 0.06988(9) 0.0424(8) Uani 1 1 d . . . Zn2 Zn 0.27607(12) 0.38339(12) 0.43759(10) 0.0456(8) Uani 1 1 d . . . C21 C 0.1652(14) 0.3206(15) 0.0403(8) 0.047(4) Uani 1 1 d . . . C20 C 0.2805(13) 0.3418(11) 0.0225(10) 0.066(5) Uani 1 1 d . . . H20A H 0.3232 0.2900 0.0523 0.098 Uiso 1 1 calc R . . H20B H 0.2902 0.4010 0.0374 0.098 Uiso 1 1 calc R . . H20C H 0.3017 0.3477 -0.0338 0.098 Uiso 1 1 calc R . . C22 C 0.0726(19) 0.3820(12) 0.0440(9) 0.059(5) Uani 1 1 d . . . H22 H 0.0689 0.4488 0.0370 0.071 Uiso 1 1 calc R . . C23 C -0.0110(15) 0.3253(16) 0.0597(9) 0.054(5) Uani 1 1 d . . . C24 C -0.1285(13) 0.3496(12) 0.0693(12) 0.088(6) Uani 1 1 d . . . H24A H -0.1536 0.3713 0.0175 0.132 Uiso 1 1 calc R . . H24B H -0.1438 0.3998 0.0989 0.132 Uiso 1 1 calc R . . H24C H -0.1634 0.2932 0.0978 0.132 Uiso 1 1 calc R . . C8 C 0.0615(19) -0.0210(12) 0.0919(8) 0.045(4) Uani 1 1 d . . . C13 C -0.1181(14) -0.2312(17) 0.1346(9) 0.050(4) Uani 1 1 d . . . H13 H -0.1902 -0.2403 0.1390 0.060 Uiso 1 1 calc R . . C10 C 0.0967(13) -0.2014(17) 0.1212(8) 0.046(4) Uani 1 1 d . . . H10 H 0.1685 -0.1910 0.1166 0.055 Uiso 1 1 calc R . . C14 C -0.0825(15) -0.1404(14) 0.1161(8) 0.044(4) Uani 1 1 d . . . H14 H -0.1320 -0.0873 0.1085 0.052 Uiso 1 1 calc R . . C11 C 0.0620(18) -0.3011(15) 0.1424(9) 0.059(5) Uani 1 1 d . . . H11 H 0.1099 -0.3551 0.1523 0.071 Uiso 1 1 calc R . . C9 C 0.0229(17) -0.1249(13) 0.1085(8) 0.038(4) Uani 1 1 d . . . C12 C -0.043(2) -0.3087(16) 0.1464(9) 0.051(5) Uani 1 1 d . . . C17 C 0.319(2) 0.1048(12) 0.2949(11) 0.066(5) Uani 1 1 d . . . H17 H 0.3075 0.1024 0.3496 0.079 Uiso 1 1 calc R . . C18 C 0.2422(15) 0.1004(11) 0.2481(12) 0.048(4) Uani 1 1 d . . . C16 C 0.4147(15) 0.1132(10) 0.2507(13) 0.046(4) Uani 1 1 d . . . C15 C 0.5267(15) 0.1195(13) 0.2691(11) 0.087(6) Uani 1 1 d . . . H15A H 0.5746 0.0765 0.2435 0.131 Uiso 1 1 calc R . . H15B H 0.5298 0.1016 0.3260 0.131 Uiso 1 1 calc R . . H15C H 0.5469 0.1846 0.2495 0.131 Uiso 1 1 calc R . . C19 C 0.1276(13) 0.0947(14) 0.2654(10) 0.086(6) Uani 1 1 d . . . H19A H 0.1002 0.1357 0.3016 0.129 Uiso 1 1 calc R . . H19B H 0.1122 0.0292 0.2895 0.129 Uiso 1 1 calc R . . H19C H 0.0947 0.1155 0.2165 0.129 Uiso 1 1 calc R . . C46 C 0.1735(18) 0.1010(13) 0.5126(9) 0.056(5) Uani 1 1 d . . . H46 H 0.1809 0.0347 0.5328 0.067 Uiso 1 1 calc R . . C47 C 0.2545(14) 0.1647(14) 0.4968(9) 0.050(5) Uani 1 1 d . . . C45 C 0.0826(14) 0.1542(16) 0.4931(9) 0.046(4) Uani 1 1 d . . . C48 C 0.3686(13) 0.1426(12) 0.5065(10) 0.068(5) Uani 1 1 d . . . H48A H 0.4082 0.1940 0.4738 0.102 Uiso 1 1 calc R . . H48B H 0.3924 0.0832 0.4903 0.102 Uiso 1 1 calc R . . H48C H 0.3795 0.1363 0.5616 0.102 Uiso 1 1 calc R . . C44 C -0.0284(14) 0.1270(10) 0.4987(10) 0.071(5) Uani 1 1 d . . . H44A H -0.0769 0.1793 0.5105 0.107 Uiso 1 1 calc R . . H44B H -0.0388 0.0705 0.5405 0.107 Uiso 1 1 calc R . . H44C H -0.0414 0.1138 0.4486 0.107 Uiso 1 1 calc R . . C37 C 0.0371(16) 0.7745(14) 0.3341(9) 0.046(4) Uani 1 1 d . . . H37 H 0.0755 0.8292 0.3191 0.055 Uiso 1 1 calc R . . C35 C -0.1324(14) 0.7051(18) 0.3507(9) 0.058(5) Uani 1 1 d . . . H35 H -0.2052 0.7124 0.3472 0.070 Uiso 1 1 calc R . . C32 C 0.0836(18) 0.5050(13) 0.4086(8) 0.046(4) Uani 1 1 d . . . C36 C -0.0722(17) 0.7821(14) 0.3302(8) 0.041(4) Uani 1 1 d . . . C34 C -0.0806(17) 0.6143(13) 0.3773(10) 0.055(5) Uani 1 1 d . . . H34 H -0.1194 0.5599 0.3925 0.066 Uiso 1 1 calc R . . C33 C 0.0299(15) 0.6048(15) 0.3812(9) 0.047(5) Uani 1 1 d . . . C38 C 0.0871(12) 0.6856(16) 0.3601(8) 0.036(4) Uani 1 1 d . . . H38 H 0.1600 0.6796 0.3635 0.044 Uiso 1 1 calc R . . C30 C 0.6155(13) 0.3832(10) 0.6979(15) 0.050(4) Uani 1 1 d . . . H30 H 0.6870 0.3834 0.7043 0.061 Uiso 1 1 calc R . . C28 C 0.4321(15) 0.3760(10) 0.7565(13) 0.054(5) Uani 1 1 d . . . H28 H 0.3820 0.3694 0.8011 0.065 Uiso 1 1 calc R . . C31 C 0.5849(16) 0.3878(10) 0.6233(11) 0.051(4) Uani 1 1 d . . . H31 H 0.6355 0.3920 0.5791 0.061 Uiso 1 1 calc R . . C27 C 0.4029(14) 0.3839(10) 0.6805(14) 0.047(4) Uani 1 1 d . . . H27 H 0.3309 0.3880 0.6742 0.056 Uiso 1 1 calc R . . C29 C 0.5401(18) 0.3783(10) 0.7632(11) 0.045(4) Uani 1 1 d . . . C26 C 0.4751(15) 0.3859(10) 0.6137(12) 0.039(4) Uani 1 1 d . . . C40 C 0.3372(14) 0.3828(11) 0.2613(13) 0.051(4) Uani 1 1 d . . . C41 C 0.4278(19) 0.3835(11) 0.2068(10) 0.064(5) Uani 1 1 d . . . H41 H 0.4300 0.3848 0.1524 0.076 Uiso 1 1 calc R . . C43 C 0.6284(14) 0.3844(12) 0.2208(9) 0.073(5) Uani 1 1 d . . . H43A H 0.6510 0.4471 0.2196 0.109 Uiso 1 1 calc R . . H43B H 0.6406 0.3716 0.1680 0.109 Uiso 1 1 calc R . . H43C H 0.6680 0.3363 0.2567 0.109 Uiso 1 1 calc R . . C39 C 0.2234(13) 0.3801(12) 0.2489(10) 0.070(5) Uani 1 1 d . . . H39A H 0.1795 0.4195 0.2804 0.106 Uiso 1 1 calc R . . H39B H 0.2034 0.3147 0.2651 0.106 Uiso 1 1 calc R . . H39C H 0.2142 0.4043 0.1933 0.106 Uiso 1 1 calc R . . C42 C 0.5134(13) 0.3818(10) 0.2490(13) 0.044(4) Uani 1 1 d . . . N5 N 0.3648(12) 0.3790(8) 0.3335(9) 0.046(3) Uani 1 1 d . . . N6 N 0.4743(13) 0.3816(8) 0.3235(9) 0.047(3) Uani 1 1 d . . . H6A H 0.5121 0.3830 0.3612 0.057 Uiso 1 1 calc R . . N7 N 0.2137(12) 0.2539(10) 0.4691(7) 0.047(3) Uani 1 1 d . . . N8 N 0.1076(11) 0.2459(10) 0.4677(7) 0.042(3) Uani 1 1 d . . . H8 H 0.0627 0.2938 0.4525 0.050 Uiso 1 1 calc R . . N3 N 0.1368(12) 0.2289(10) 0.0527(7) 0.045(3) Uani 1 1 d . . . N4 N 0.0282(12) 0.2342(11) 0.0638(7) 0.046(3) Uani 1 1 d . . . H4A H -0.0096 0.1854 0.0724 0.055 Uiso 1 1 calc R . . N1 N 0.2905(12) 0.1054(8) 0.1731(9) 0.044(3) Uani 1 1 d . . . N2 N 0.3963(12) 0.1116(8) 0.1755(8) 0.046(3) Uani 1 1 d . . . H2 H 0.4440 0.1141 0.1353 0.056 Uiso 1 1 calc R . . O3 O 0.1613(10) -0.0171(7) 0.0888(6) 0.054(3) Uani 1 1 d . . . O4 O -0.0097(9) 0.0463(9) 0.0877(6) 0.060(3) Uani 1 1 d . . . O1 O 0.3248(10) 0.1063(7) -0.0279(5) 0.056(3) Uani 1 1 d . . . O2 O 0.4783(9) 0.1159(8) 0.0195(7) 0.068(3) Uani 1 1 d . . . O5 O 0.3408(10) 0.3937(7) 0.5312(6) 0.057(3) Uani 1 1 d . . . O6 O 0.5101(9) 0.3839(7) 0.4783(7) 0.059(3) Uani 1 1 d . . . O7 O 0.1820(9) 0.4993(7) 0.4153(6) 0.052(3) Uani 1 1 d . . . O8 O 0.0261(9) 0.4334(9) 0.4209(7) 0.065(3) Uani 1 1 d . . . O13 O 0.5086(11) 0.3685(10) 0.9009(9) 0.097(4) Uani 1 1 d . . . O14 O 0.6702(12) 0.3657(9) 0.8497(7) 0.087(4) Uani 1 1 d . . . N11 N 0.5770(15) 0.3714(9) 0.8431(10) 0.063(4) Uani 1 1 d . . . N12 N -0.1232(14) 0.8792(13) 0.3026(7) 0.053(4) Uani 1 1 d . . . N10 N -0.0790(16) -0.4087(13) 0.1711(8) 0.068(4) Uani 1 1 d . . . C1 C 0.4263(16) 0.1121(9) -0.0347(10) 0.039(4) Uani 1 1 d . . . C2 C 0.4814(13) 0.1170(9) -0.1183(9) 0.040(4) Uani 1 1 d U . . C7 C 0.4261(12) 0.1199(10) -0.1849(9) 0.053(4) Uani 1 1 d . . . H7 H 0.3525 0.1185 -0.1775 0.063 Uiso 1 1 calc R . . C3 C 0.5919(12) 0.1234(9) -0.1317(10) 0.047(4) Uani 1 1 d . . . H3 H 0.6303 0.1230 -0.0891 0.057 Uiso 1 1 calc R . . C25 C 0.4411(18) 0.3883(10) 0.5366(13) 0.052(5) Uani 1 1 d . . . C4 C 0.6444(12) 0.1303(10) -0.2083(9) 0.043(4) Uani 1 1 d . . . H4 H 0.7178 0.1334 -0.2172 0.052 Uiso 1 1 calc R . . C6 C 0.4808(11) 0.1252(9) -0.2655(9) 0.044(4) Uani 1 1 d U . . H6 H 0.4457 0.1237 -0.3094 0.053 Uiso 1 1 calc R . . O12 O -0.1736(12) -0.4189(8) 0.1829(8) 0.091(4) Uani 1 1 d . . . O16 O -0.0705(11) 0.9492(10) 0.2875(7) 0.080(4) Uani 1 1 d . . . O15 O -0.2188(12) 0.8856(8) 0.2948(7) 0.071(3) Uani 1 1 d . . . C5 C 0.5862(12) 0.1324(10) -0.2705(10) 0.046(4) Uani 1 1 d U . . N9 N 0.6428(15) 0.1395(9) -0.3527(8) 0.062(4) Uani 1 1 d . . . O10 O 0.5899(10) 0.1319(10) -0.4057(7) 0.096(5) Uani 1 1 d . . . O9 O 0.7368(11) 0.1524(9) -0.3611(7) 0.087(4) Uani 1 1 d . . . O11 O -0.0126(12) -0.4760(10) 0.1778(9) 0.099(5) Uani 1 1 d . . . N13 N 0.7947(14) 0.2872(15) 0.3754(10) 0.085(5) Uani 1 1 d . . . O17 O 0.7618(16) 0.1411(15) 0.3559(13) 0.171(8) Uani 1 1 d . . . C51 C 0.7382(18) 0.209(2) 0.3950(14) 0.099(7) Uani 1 1 d . . . H51 H 0.6829 0.2041 0.4360 0.119 Uiso 1 1 calc R . . C50 C 0.8843(16) 0.2952(17) 0.3078(13) 0.127(9) Uani 1 1 d . . . H50A H 0.9511 0.2915 0.3293 0.191 Uiso 1 1 calc R . . H50B H 0.8747 0.3558 0.2705 0.191 Uiso 1 1 calc R . . H50C H 0.8838 0.2432 0.2808 0.191 Uiso 1 1 calc R . . C49 C 0.7714(18) 0.3625(18) 0.4199(19) 0.167(12) Uani 1 1 d . . . H49A H 0.7208 0.3417 0.4653 0.250 Uiso 1 1 calc R . . H49B H 0.7423 0.4198 0.3860 0.250 Uiso 1 1 calc R . . H49C H 0.8355 0.3761 0.4380 0.250 Uiso 1 1 calc R . . O18 O 0.8101(16) 0.1259(13) 0.1857(14) 0.226(11) 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 0.0339(13) 0.0472(13) 0.0467(13) -0.0128(9) -0.0041(9) 0.0005(9) Zn2 0.0331(13) 0.0516(14) 0.0536(14) -0.0132(10) -0.0070(10) -0.0033(9) C21 0.040(15) 0.044(14) 0.055(11) -0.009(9) 0.007(9) -0.015(12) C20 0.063(15) 0.061(12) 0.073(12) -0.008(9) -0.005(10) -0.024(10) C22 0.068(15) 0.035(12) 0.072(12) -0.013(9) 0.007(10) -0.009(16) C23 0.056(17) 0.036(13) 0.060(12) 0.002(9) 0.003(9) 0.007(14) C24 0.037(14) 0.064(12) 0.146(18) 0.002(11) 0.001(11) 0.012(10) C8 0.081(19) 0.029(14) 0.029(10) -0.005(8) 0.003(10) -0.030(14) C13 0.038(12) 0.042(13) 0.075(12) -0.023(10) -0.007(9) 0.000(15) C10 0.027(13) 0.063(14) 0.051(11) -0.014(9) 0.008(8) -0.025(15) C14 0.019(15) 0.057(17) 0.048(11) -0.002(8) -0.001(8) 0.004(10) C11 0.047(17) 0.08(2) 0.061(12) -0.052(11) -0.033(10) 0.045(13) C9 0.024(14) 0.057(15) 0.032(9) -0.016(8) -0.001(8) 0.012(14) C12 0.045(17) 0.061(19) 0.055(11) -0.026(10) 0.020(10) -0.040(16) C17 0.060(15) 0.089(14) 0.051(13) -0.032(10) 0.016(16) -0.009(11) C18 0.049(16) 0.077(12) 0.029(13) -0.028(9) -0.001(13) -0.020(9) C16 0.046(16) 0.051(11) 0.054(14) -0.028(9) -0.015(13) -0.012(9) C15 0.093(18) 0.095(15) 0.095(15) -0.046(12) -0.039(13) -0.012(12) C19 0.033(14) 0.154(19) 0.072(13) -0.032(12) 0.010(10) -0.019(11) C46 0.048(14) 0.053(13) 0.062(12) 0.000(9) -0.005(10) -0.018(14) C47 0.054(16) 0.030(12) 0.064(12) -0.002(9) -0.014(10) 0.000(13) C45 0.028(14) 0.050(14) 0.062(11) -0.005(9) -0.004(9) -0.028(13) C48 0.044(13) 0.074(13) 0.091(14) -0.024(10) -0.025(10) 0.005(10) C44 0.076(16) 0.042(11) 0.091(14) -0.002(9) -0.019(11) -0.002(10) C37 0.031(15) 0.047(16) 0.053(11) 0.005(9) -0.005(9) -0.011(11) C35 0.054(13) 0.059(15) 0.066(12) -0.005(10) -0.016(10) -0.031(16) C32 0.068(17) 0.038(14) 0.027(10) -0.006(8) 0.005(10) 0.006(15) C36 0.045(17) 0.035(15) 0.038(10) 0.004(8) -0.018(9) 0.006(14) C34 0.059(18) 0.021(14) 0.082(13) -0.004(10) 0.002(10) -0.015(10) C33 0.021(14) 0.075(19) 0.044(10) -0.020(10) 0.003(9) 0.002(14) C38 0.023(10) 0.043(12) 0.041(10) 0.005(8) -0.006(8) -0.018(14) C30 0.031(12) 0.057(11) 0.063(15) -0.007(9) -0.019(15) 0.005(8) C28 0.023(15) 0.051(11) 0.08(2) -0.009(10) 0.013(11) -0.015(8) C31 0.041(17) 0.058(11) 0.042(16) 0.004(8) 0.003(10) 0.007(9) C27 0.049(14) 0.051(11) 0.037(12) 0.003(8) -0.018(15) 0.003(8) C29 0.060(18) 0.056(11) 0.023(14) -0.010(8) -0.010(14) -0.011(9) C26 0.026(15) 0.058(11) 0.031(15) -0.007(8) 0.005(13) -0.007(8) C40 0.036(15) 0.076(12) 0.045(13) -0.018(9) -0.005(13) -0.008(9) C41 0.061(15) 0.093(14) 0.039(12) -0.008(9) -0.018(15) -0.013(11) C43 0.080(17) 0.081(13) 0.062(12) -0.033(10) -0.009(11) 0.013(11) C39 0.039(14) 0.094(14) 0.083(14) -0.028(10) -0.015(10) 0.000(10) C42 0.015(13) 0.065(11) 0.049(14) -0.011(9) 0.014(13) -0.010(8) N5 0.036(12) 0.055(9) 0.051(11) -0.019(7) -0.001(9) -0.008(7) N6 0.033(12) 0.058(9) 0.053(12) -0.016(7) -0.005(9) -0.007(7) N7 0.027(11) 0.060(12) 0.050(8) 0.000(7) -0.007(7) -0.006(9) N8 0.030(12) 0.041(11) 0.055(9) -0.012(7) -0.003(7) -0.001(8) N3 0.046(13) 0.039(11) 0.047(8) -0.007(6) 0.004(7) 0.001(8) N4 0.012(10) 0.060(13) 0.062(9) -0.010(7) 0.013(6) -0.007(8) N1 0.022(10) 0.056(9) 0.054(13) -0.008(7) -0.011(9) -0.007(6) N2 0.043(13) 0.057(9) 0.039(11) -0.011(7) 0.004(8) -0.013(7) O3 0.029(7) 0.060(8) 0.075(8) -0.012(6) 0.003(6) -0.026(6) O4 0.050(8) 0.041(8) 0.084(9) -0.010(6) 0.007(6) -0.013(6) O1 0.042(8) 0.075(8) 0.045(7) -0.006(5) 0.010(6) -0.006(6) O2 0.044(8) 0.115(10) 0.047(8) -0.020(7) 0.003(6) -0.021(7) O5 0.029(8) 0.080(8) 0.067(8) -0.019(6) -0.009(6) -0.017(6) O6 0.053(8) 0.079(8) 0.046(8) -0.012(6) -0.011(7) -0.005(6) O7 0.019(7) 0.064(8) 0.073(8) -0.014(6) -0.010(6) 0.005(6) O8 0.048(8) 0.042(8) 0.101(9) -0.002(6) -0.019(6) -0.001(7) O13 0.059(10) 0.171(14) 0.062(9) -0.029(8) 0.002(8) -0.012(8) O14 0.030(8) 0.144(12) 0.081(9) -0.012(8) -0.001(8) -0.012(8) N11 0.044(14) 0.070(10) 0.068(15) -0.009(8) 0.006(13) -0.002(9) N12 0.037(12) 0.072(16) 0.048(9) -0.009(9) 0.004(8) -0.014(13) N10 0.058(15) 0.068(16) 0.078(11) -0.021(9) 0.005(10) -0.009(14) C1 0.033(13) 0.033(10) 0.049(13) -0.009(8) 0.000(11) 0.009(8) C2 0.040(4) 0.040(4) 0.041(4) -0.0086(14) -0.0040(12) -0.0028(11) C7 0.035(10) 0.055(11) 0.068(12) -0.010(8) -0.019(9) 0.003(8) C3 0.037(11) 0.040(10) 0.067(14) -0.002(8) -0.023(10) -0.010(8) C25 0.054(17) 0.051(11) 0.050(17) -0.017(9) 0.010(15) -0.008(10) C4 0.032(10) 0.062(11) 0.029(10) 0.001(8) 0.010(9) -0.008(8) C6 0.044(4) 0.044(4) 0.044(4) -0.0096(14) -0.0050(12) -0.0034(11) O12 0.056(10) 0.067(9) 0.145(12) -0.007(7) -0.003(9) -0.023(8) O16 0.077(10) 0.055(9) 0.095(10) 0.014(7) -0.008(7) -0.019(8) O15 0.050(9) 0.064(8) 0.091(9) 0.003(6) -0.016(7) 0.002(7) C5 0.046(4) 0.046(4) 0.046(4) -0.0097(14) -0.0047(12) -0.0034(11) N9 0.074(14) 0.080(10) 0.024(10) -0.006(7) 0.016(10) -0.010(9) O10 0.073(10) 0.184(14) 0.032(8) -0.021(8) 0.002(7) -0.022(9) O9 0.035(8) 0.133(11) 0.080(10) -0.004(7) 0.028(7) -0.031(8) O11 0.074(11) 0.045(9) 0.176(14) -0.022(8) -0.017(9) -0.005(8) N13 0.072(13) 0.093(14) 0.098(14) -0.019(12) -0.047(11) 0.007(12) O17 0.19(2) 0.129(16) 0.21(2) -0.067(15) -0.059(16) -0.006(14) C51 0.088(18) 0.087(19) 0.12(2) 0.007(16) -0.037(14) -0.023(17) C50 0.058(15) 0.19(2) 0.105(18) 0.030(16) -0.012(15) -0.012(15) C49 0.10(2) 0.12(2) 0.31(4) -0.12(3) -0.01(2) 0.002(16) O18 0.176(18) 0.140(15) 0.27(2) 0.066(15) 0.069(17) 0.036(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.944(10) . ? Zn1 O3 1.946(11) . ? Zn1 N3 2.025(12) . ? Zn1 N1 2.032(12) . ? Zn2 O7 1.934(11) . ? Zn2 O5 1.939(11) . ? Zn2 N5 2.007(13) . ? Zn2 N7 2.015(13) . ? C21 N3 1.353(17) . ? C21 C22 1.40(2) . ? C21 C20 1.51(2) . ? C22 C23 1.36(2) . ? C23 N4 1.332(17) . ? C23 C24 1.50(2) . ? C8 O4 1.248(19) . ? C8 O3 1.27(2) . ? C8 C9 1.56(2) . ? C13 C14 1.368(19) . ? C13 C12 1.38(2) . ? C10 C9 1.362(19) . ? C10 C11 1.48(2) . ? C14 C9 1.366(19) . ? C11 C12 1.35(2) . ? C12 N10 1.49(2) . ? C17 C16 1.35(2) . ? C17 C18 1.35(2) . ? C18 N1 1.351(17) . ? C18 C19 1.46(2) . ? C16 N2 1.351(17) . ? C16 C15 1.51(2) . ? C46 C45 1.35(2) . ? C46 C47 1.40(2) . ? C47 N7 1.329(17) . ? C47 C48 1.48(2) . ? C45 N8 1.337(17) . ? C45 C44 1.49(2) . ? C37 C38 1.364(18) . ? C37 C36 1.391(19) . ? C35 C36 1.356(19) . ? C35 C34 1.40(2) . ? C32 O7 1.264(19) . ? C32 O8 1.277(18) . ? C32 C33 1.51(2) . ? C36 N12 1.471(19) . ? C34 C33 1.41(2) . ? C33 C38 1.378(19) . ? C30 C31 1.37(2) . ? C30 C29 1.38(2) . ? C28 C27 1.38(2) . ? C28 C29 1.40(2) . ? C31 C26 1.43(2) . ? C27 C26 1.377(19) . ? C29 N11 1.487(19) . ? C26 C25 1.44(2) . ? C40 N5 1.322(17) . ? C40 C41 1.39(2) . ? C40 C39 1.49(2) . ? C41 C42 1.378(19) . ? C43 C42 1.48(2) . ? C42 N6 1.317(17) . ? N5 N6 1.385(15) . ? N7 N8 1.368(14) . ? N3 N4 1.367(14) . ? N1 N2 1.363(14) . ? O1 C1 1.291(17) . ? O2 C1 1.223(17) . ? O5 C25 1.284(19) . ? O6 C25 1.258(18) . ? O13 N11 1.235(16) . ? O14 N11 1.197(15) . ? N12 O16 1.217(15) . ? N12 O15 1.232(14) . ? N10 O11 1.208(16) . ? N10 O12 1.212(16) . ? C1 C2 1.51(2) . ? C2 C3 1.404(19) . ? C2 C7 1.410(18) . ? C7 C6 1.463(19) . ? C3 C4 1.391(19) . ? C4 C5 1.368(18) . ? C6 C5 1.346(18) . ? C5 N9 1.494(19) . ? N9 O9 1.213(16) . ? N9 O10 1.229(16) . ? N13 C51 1.34(2) . ? N13 C49 1.44(2) . ? N13 C50 1.52(2) . ? O17 C51 1.29(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 O1 Zn1 O3 105.2(4) . . ? O1 Zn1 N3 106.7(5) . . ? O3 Zn1 N3 118.2(6) . . ? O1 Zn1 N1 119.5(6) . . ? O3 Zn1 N1 106.5(5) . . ? N3 Zn1 N1 101.7(5) . . ? O7 Zn2 O5 104.4(4) . . ? O7 Zn2 N5 105.3(5) . . ? O5 Zn2 N5 121.0(6) . . ? O7 Zn2 N7 119.1(6) . . ? O5 Zn2 N7 104.4(5) . . ? N5 Zn2 N7 103.8(5) . . ? N3 C21 C22 108.3(14) . . ? N3 C21 C20 120.4(18) . . ? C22 C21 C20 131.3(19) . . ? C23 C22 C21 107.0(14) . . ? N4 C23 C22 107.6(14) . . ? N4 C23 C24 120.7(18) . . ? C22 C23 C24 132(2) . . ? O4 C8 O3 128.8(14) . . ? O4 C8 C9 116.0(18) . . ? O3 C8 C9 115.1(17) . . ? C14 C13 C12 117.7(15) . . ? C9 C10 C11 119.6(14) . . ? C9 C14 C13 122.4(14) . . ? C12 C11 C10 115.8(14) . . ? C10 C9 C14 120.0(15) . . ? C10 C9 C8 118.3(18) . . ? C14 C9 C8 121.6(19) . . ? C11 C12 C13 124.5(16) . . ? C11 C12 N10 116(2) . . ? C13 C12 N10 119.5(19) . . ? C16 C17 C18 110.5(15) . . ? N1 C18 C17 106.8(15) . . ? N1 C18 C19 121.1(18) . . ? C17 C18 C19 132.1(19) . . ? N2 C16 C17 105.4(14) . . ? N2 C16 C15 119.9(19) . . ? C17 C16 C15 135(2) . . ? C45 C46 C47 107.1(14) . . ? N7 C47 C46 109.2(14) . . ? N7 C47 C48 122.3(17) . . ? C46 C47 C48 128.5(18) . . ? N8 C45 C46 106.7(13) . . ? N8 C45 C44 121.7(19) . . ? C46 C45 C44 131.6(19) . . ? C38 C37 C36 119.1(14) . . ? C36 C35 C34 117.4(15) . . ? O7 C32 O8 125.5(15) . . ? O7 C32 C33 117.3(17) . . ? O8 C32 C33 117.2(18) . . ? C35 C36 C37 123.2(15) . . ? C35 C36 N12 119.4(18) . . ? C37 C36 N12 117.4(19) . . ? C35 C34 C33 120.4(14) . . ? C38 C33 C34 119.8(15) . . ? C38 C33 C32 121.4(18) . . ? C34 C33 C32 118.9(19) . . ? C37 C38 C33 120.1(13) . . ? C31 C30 C29 120.0(14) . . ? C27 C28 C29 117.1(15) . . ? C30 C31 C26 119.9(15) . . ? C26 C27 C28 123.3(15) . . ? C30 C29 C28 121.8(14) . . ? C30 C29 N11 118.2(19) . . ? C28 C29 N11 120(2) . . ? C27 C26 C31 117.7(15) . . ? C27 C26 C25 121.2(18) . . ? C31 C26 C25 121.1(18) . . ? N5 C40 C41 109.7(14) . . ? N5 C40 C39 120.6(18) . . ? C41 C40 C39 129.6(19) . . ? C42 C41 C40 106.7(14) . . ? N6 C42 C41 106.5(13) . . ? N6 C42 C43 123.5(18) . . ? C41 C42 C43 130(2) . . ? C40 N5 N6 105.3(12) . . ? C40 N5 Zn2 131.0(14) . . ? N6 N5 Zn2 123.4(13) . . ? C42 N6 N5 111.7(12) . . ? C47 N7 N8 105.7(12) . . ? C47 N7 Zn2 133.0(13) . . ? N8 N7 Zn2 121.2(13) . . ? C45 N8 N7 111.4(12) . . ? C21 N3 N4 106.2(11) . . ? C21 N3 Zn1 129.0(14) . . ? N4 N3 Zn1 124.1(13) . . ? C23 N4 N3 110.9(12) . . ? C18 N1 N2 107.5(12) . . ? C18 N1 Zn1 130.5(14) . . ? N2 N1 Zn1 121.9(13) . . ? C16 N2 N1 109.7(12) . . ? C8 O3 Zn1 123.3(10) . . ? C1 O1 Zn1 125.5(10) . . ? C25 O5 Zn2 125.4(12) . . ? C32 O7 Zn2 127.5(10) . . ? O14 N11 O13 122.6(16) . . ? O14 N11 C29 119.8(16) . . ? O13 N11 C29 117.5(16) . . ? O16 N12 O15 122.7(16) . . ? O16 N12 C36 119.8(16) . . ? O15 N12 C36 117.5(15) . . ? O11 N10 O12 122.8(17) . . ? O11 N10 C12 118.7(18) . . ? O12 N10 C12 118.5(17) . . ? O2 C1 O1 125.5(14) . . ? O2 C1 C2 119.5(16) . . ? O1 C1 C2 115.0(15) . . ? C3 C2 C7 117.8(14) . . ? C3 C2 C1 119.3(15) . . ? C7 C2 C1 122.9(15) . . ? C2 C7 C6 122.1(13) . . ? C4 C3 C2 120.6(14) . . ? O6 C25 O5 123.1(17) . . ? O6 C25 C26 119.1(18) . . ? O5 C25 C26 117.8(17) . . ? C5 C4 C3 118.8(13) . . ? C5 C6 C7 114.1(13) . . ? C6 C5 C4 126.5(15) . . ? C6 C5 N9 114.7(15) . . ? C4 C5 N9 118.7(14) . . ? O9 N9 O10 125.9(14) . . ? O9 N9 C5 117.0(15) . . ? O10 N9 C5 117.1(16) . . ? C51 N13 C49 120(2) . . ? C51 N13 C50 120.0(19) . . ? C49 N13 C50 120(2) . . ? O17 C51 N13 119(2) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 17.52 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.701 _refine_diff_density_min -0.339 _refine_diff_density_rms 0.127 # Attachment 'Zn2nbadmp.cif' data_zn2nbadmp _database_code_depnum_ccdc_archive 'CCDC 715025' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H36 N10 O8 Zn2' _chemical_formula_weight 843.47 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/c ' 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 8.4998(6) _cell_length_b 14.2581(9) _cell_length_c 17.5579(11) _cell_angle_alpha 90.00 _cell_angle_beta 110.839(4) _cell_angle_gamma 90.00 _cell_volume 1988.7(2) _cell_formula_units_Z 2 _cell_measurement_temperature 296(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 0.31 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.409 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 868 _exptl_absorpt_coefficient_mu 1.266 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14395 _diffrn_reflns_av_R_equivalents 0.0264 _diffrn_reflns_av_sigmaI/netI 0.0334 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.89 _diffrn_reflns_theta_max 28.31 _reflns_number_total 4836 _reflns_number_gt 3326 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0617P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4836 _refine_ls_number_parameters 248 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0643 _refine_ls_R_factor_gt 0.0383 _refine_ls_wR_factor_ref 0.1134 _refine_ls_wR_factor_gt 0.1017 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _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 C1 C 0.5401(4) 0.29687(19) 0.09732(15) 0.0615(7) Uani 1 1 d . . . C2 C 0.6878(3) 0.36301(17) 0.12989(16) 0.0600(6) Uani 1 1 d . . . C3 C 0.6659(5) 0.4564(2) 0.1083(2) 0.0827(9) Uani 1 1 d . . . H3A H 0.5587 0.4788 0.0788 0.099 Uiso 1 1 calc R . . C4 C 0.8032(6) 0.5180(2) 0.1302(3) 0.1014(12) Uani 1 1 d . . . H4 H 0.7866 0.5807 0.1150 0.122 Uiso 1 1 calc R . . C5 C 0.9616(5) 0.4863(3) 0.1737(3) 0.1022(12) Uani 1 1 d . . . H5 H 1.0524 0.5274 0.1879 0.123 Uiso 1 1 calc R . . C6 C 0.9863(5) 0.3957(2) 0.1961(2) 0.1006(12) Uani 1 1 d . . . H6 H 1.0938 0.3739 0.2258 0.121 Uiso 1 1 calc R . . C7 C 0.8487(4) 0.33467(19) 0.1742(2) 0.0783(8) Uani 1 1 d . . . C8 C 0.0669(4) 0.0024(2) -0.0956(2) 0.0949(11) Uani 1 1 d . . . H8A H 0.1124 0.0054 -0.1384 0.142 Uiso 1 1 calc R . . H8B H -0.0416 -0.0272 -0.1158 0.142 Uiso 1 1 calc R . . H8C H 0.1411 -0.0334 -0.0509 0.142 Uiso 1 1 calc R . . C9 C 0.0497(4) 0.0984(2) -0.06759(19) 0.0711(8) Uani 1 1 d . . . C10 C -0.0920(4) 0.1566(3) -0.0867(2) 0.0872(10) Uani 1 1 d . . . H10 H -0.2004 0.1422 -0.1215 0.105 Uiso 1 1 calc R . . C11 C -0.0418(4) 0.2384(3) -0.0448(2) 0.0806(9) Uani 1 1 d . . . C12 C -0.1363(4) 0.3264(3) -0.0403(2) 0.1146(14) Uani 1 1 d . . . H12A H -0.0581 0.3735 -0.0103 0.172 Uiso 1 1 calc R . . H12B H -0.2141 0.3129 -0.0132 0.172 Uiso 1 1 calc R . . H12C H -0.1971 0.3487 -0.0944 0.172 Uiso 1 1 calc R . . C13 C 0.3783(4) 0.2363(2) -0.14452(19) 0.0787(9) Uani 1 1 d . . . H13A H 0.2868 0.2377 -0.1246 0.118 Uiso 1 1 calc R . . H13B H 0.3417 0.2617 -0.1987 0.118 Uiso 1 1 calc R . . H13C H 0.4702 0.2730 -0.1094 0.118 Uiso 1 1 calc R . . C14 C 0.4347(3) 0.13757(18) -0.14592(15) 0.0550(6) Uani 1 1 d . . . C15 C 0.4609(3) 0.0875(2) -0.20720(16) 0.0632(7) Uani 1 1 d . . . H15 H 0.4465 0.1090 -0.2593 0.076 Uiso 1 1 calc R . . C16 C 0.4373(4) 0.0833(2) 0.21463(19) 0.0827(9) Uani 1 1 d . . . H16A H 0.4774 0.1398 0.1979 0.124 Uiso 1 1 calc R . . H16B H 0.4855 0.0777 0.2729 0.124 Uiso 1 1 calc R . . H16C H 0.3169 0.0856 0.1979 0.124 Uiso 1 1 calc R . . C17 C 0.4873(3) 0.00105(19) 0.17642(15) 0.0576(6) Uani 1 1 d . . . N1 N 0.1818(3) 0.14456(16) -0.01510(13) 0.0601(5) Uani 1 1 d . . . N2 N 0.1249(3) 0.23070(17) -0.00156(14) 0.0667(6) Uani 1 1 d . . . N3 N 0.4686(2) 0.08178(13) -0.07984(11) 0.0483(4) Uani 1 1 d . . . N4 N 0.4827(2) 0.00461(13) 0.09897(11) 0.0499(5) Uani 1 1 d . . . N5 N 0.8835(5) 0.2379(2) 0.2053(2) 0.1159(13) Uani 1 1 d . . . O1 O 0.5719(2) 0.21938(12) 0.07135(11) 0.0651(5) Uani 1 1 d . . . O2 O 0.4017(3) 0.32454(16) 0.09521(15) 0.0964(7) Uani 1 1 d . . . O3 O 0.7928(5) 0.2036(2) 0.23777(19) 0.1507(14) Uani 1 1 d . . . O4 O 1.0069(5) 0.1985(2) 0.1973(3) 0.194(2) Uani 1 1 d . . . Zn2 Zn 0.42870(3) 0.110931(17) 0.022259(15) 0.04884(12) 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 C1 0.0654(18) 0.0605(15) 0.0512(14) -0.0106(12) 0.0117(13) -0.0004(13) C2 0.0709(18) 0.0482(13) 0.0563(15) -0.0107(12) 0.0171(13) -0.0030(12) C3 0.104(3) 0.0589(17) 0.081(2) -0.0032(16) 0.0289(19) 0.0109(16) C4 0.141(3) 0.0510(17) 0.114(3) -0.0083(18) 0.048(3) -0.017(2) C5 0.113(3) 0.075(2) 0.113(3) -0.019(2) 0.034(3) -0.034(2) C6 0.088(2) 0.078(2) 0.106(3) -0.0116(19) -0.002(2) -0.0226(18) C7 0.082(2) 0.0539(15) 0.0768(19) -0.0026(15) 0.0005(16) -0.0105(14) C8 0.092(2) 0.092(2) 0.093(2) -0.014(2) 0.024(2) -0.0333(19) C9 0.0585(18) 0.090(2) 0.0629(17) -0.0012(15) 0.0191(14) -0.0146(15) C10 0.0513(19) 0.124(3) 0.078(2) 0.001(2) 0.0127(15) -0.0088(19) C11 0.0616(19) 0.112(3) 0.0712(19) 0.0097(19) 0.0269(16) 0.0150(17) C12 0.079(2) 0.150(4) 0.116(3) 0.004(3) 0.036(2) 0.047(2) C13 0.091(2) 0.0620(17) 0.079(2) 0.0261(15) 0.0259(17) 0.0080(15) C14 0.0508(14) 0.0591(13) 0.0519(14) 0.0110(12) 0.0143(11) -0.0040(11) C15 0.0695(18) 0.0783(18) 0.0428(13) 0.0084(12) 0.0213(13) -0.0079(14) C16 0.109(3) 0.088(2) 0.0632(18) -0.0181(16) 0.0463(18) -0.0046(18) C17 0.0603(15) 0.0696(16) 0.0439(13) -0.0037(12) 0.0199(12) -0.0073(12) N1 0.0528(13) 0.0688(13) 0.0569(13) -0.0025(11) 0.0172(11) -0.0019(10) N2 0.0559(13) 0.0842(16) 0.0623(13) 0.0003(12) 0.0238(11) 0.0150(11) N3 0.0573(12) 0.0466(10) 0.0406(10) 0.0021(8) 0.0168(9) -0.0004(9) N4 0.0604(12) 0.0488(11) 0.0406(10) -0.0022(8) 0.0180(9) -0.0009(9) N5 0.088(2) 0.0682(19) 0.136(3) -0.003(2) -0.028(2) -0.0074(18) O1 0.0670(12) 0.0510(9) 0.0712(12) -0.0142(9) 0.0170(9) -0.0048(8) O2 0.0701(15) 0.0982(16) 0.1142(18) -0.0493(14) 0.0244(13) -0.0011(12) O3 0.182(3) 0.104(2) 0.113(2) 0.0388(18) -0.013(2) -0.044(2) O4 0.106(2) 0.089(2) 0.324(6) -0.002(3) -0.001(3) 0.0140(18) Zn2 0.0551(2) 0.04582(17) 0.04308(17) -0.00364(11) 0.01430(13) 0.00075(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O2 1.229(3) . ? C1 O1 1.261(3) . ? C1 C2 1.510(4) . ? C2 C7 1.372(4) . ? C2 C3 1.379(4) . ? C3 C4 1.400(5) . ? C3 H3A 0.9300 . ? C4 C5 1.367(5) . ? C4 H4 0.9300 . ? C5 C6 1.344(5) . ? C5 H5 0.9300 . ? C6 C7 1.397(4) . ? C6 H6 0.9300 . ? C7 N5 1.474(4) . ? C8 C9 1.480(4) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 N1 1.345(3) . ? C9 C10 1.402(4) . ? C10 C11 1.362(5) . ? C10 H10 0.9300 . ? C11 N2 1.353(4) . ? C11 C12 1.507(4) . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 C14 1.490(4) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 N3 1.351(3) . ? C14 C15 1.374(4) . ? C15 C17 1.382(4) 3_655 ? C15 H15 0.9300 . ? C16 C17 1.486(4) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 N4 1.347(3) . ? C17 C15 1.382(4) 3_655 ? N1 N2 1.371(3) . ? N1 Zn2 2.021(2) . ? N3 N4 1.379(3) 3_655 ? N3 Zn2 1.9835(18) . ? N4 N3 1.379(3) 3_655 ? N4 Zn2 1.9705(18) . ? N5 O3 1.213(5) . ? N5 O4 1.241(5) . ? O1 Zn2 1.9669(16) . ? 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 O2 C1 O1 126.6(3) . . ? O2 C1 C2 118.0(2) . . ? O1 C1 C2 115.3(2) . . ? C7 C2 C3 116.8(3) . . ? C7 C2 C1 123.9(2) . . ? C3 C2 C1 119.1(3) . . ? C2 C3 C4 120.8(3) . . ? C2 C3 H3A 119.6 . . ? C4 C3 H3A 119.6 . . ? C5 C4 C3 120.3(3) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C6 C5 C4 120.1(3) . . ? C6 C5 H5 120.0 . . ? C4 C5 H5 120.0 . . ? C5 C6 C7 119.3(4) . . ? C5 C6 H6 120.3 . . ? C7 C6 H6 120.3 . . ? C2 C7 C6 122.7(3) . . ? C2 C7 N5 120.9(3) . . ? C6 C7 N5 116.3(3) . . ? C9 C8 H8A 109.5 . . ? C9 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C9 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N1 C9 C10 108.1(3) . . ? N1 C9 C8 121.6(3) . . ? C10 C9 C8 130.3(3) . . ? C11 C10 C9 107.5(3) . . ? C11 C10 H10 126.3 . . ? C9 C10 H10 126.3 . . ? N2 C11 C10 107.3(3) . . ? N2 C11 C12 120.6(3) . . ? C10 C11 C12 132.1(3) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 H13A 109.5 . . ? C14 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C14 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N3 C14 C15 108.8(2) . . ? N3 C14 C13 120.9(2) . . ? C15 C14 C13 130.3(2) . . ? C14 C15 C17 106.6(2) . 3_655 ? C14 C15 H15 126.7 . . ? C17 C15 H15 126.7 3_655 . ? C17 C16 H16A 109.5 . . ? C17 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C17 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N4 C17 C15 108.6(2) . 3_655 ? N4 C17 C16 121.0(2) . . ? C15 C17 C16 130.3(2) 3_655 . ? C9 N1 N2 107.3(2) . . ? C9 N1 Zn2 128.6(2) . . ? N2 N1 Zn2 123.07(17) . . ? C11 N2 N1 109.8(2) . . ? C14 N3 N4 107.94(19) . 3_655 ? C14 N3 Zn2 126.87(17) . . ? N4 N3 Zn2 124.76(14) 3_655 . ? C17 N4 N3 107.99(19) . 3_655 ? C17 N4 Zn2 129.41(17) . . ? N3 N4 Zn2 122.54(14) 3_655 . ? O3 N5 O4 125.1(4) . . ? O3 N5 C7 118.3(4) . . ? O4 N5 C7 116.6(4) . . ? C1 O1 Zn2 131.97(18) . . ? O1 Zn2 N4 110.36(8) . . ? O1 Zn2 N3 106.42(8) . . ? N4 Zn2 N3 112.55(7) . . ? O1 Zn2 N1 111.40(8) . . ? N4 Zn2 N1 111.52(9) . . ? N3 Zn2 N1 104.36(8) . . ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.434 _refine_diff_density_min -0.233 _refine_diff_density_rms 0.053 # Attachment 'Znotadmp.cif' data_znotadmp _database_code_depnum_ccdc_archive 'CCDC 715026' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H44 N8 O4 Zn2' _chemical_formula_weight 783.53 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/c ' 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 11.0113(8) _cell_length_b 15.6072(10) _cell_length_c 11.2144(8) _cell_angle_alpha 90.00 _cell_angle_beta 95.273(5) _cell_angle_gamma 90.00 _cell_volume 1919.1(2) _cell_formula_units_Z 2 _cell_measurement_temperature 296(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 0.31 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.356 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 816 _exptl_absorpt_coefficient_mu 1.297 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18795 _diffrn_reflns_av_R_equivalents 0.0654 _diffrn_reflns_av_sigmaI/netI 0.0687 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 28.24 _reflns_number_total 4611 _reflns_number_gt 2398 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0727P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4611 _refine_ls_number_parameters 231 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1190 _refine_ls_R_factor_gt 0.0526 _refine_ls_wR_factor_ref 0.1445 _refine_ls_wR_factor_gt 0.1196 _refine_ls_goodness_of_fit_ref 0.949 _refine_ls_restrained_S_all 0.949 _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 C1 C 0.2359(4) 1.0329(3) 0.7916(3) 0.0688(11) Uani 1 1 d . . . C2 C 0.2003(3) 1.1078(2) 0.8628(3) 0.0567(9) Uani 1 1 d . . . C3 C 0.1101(3) 1.0932(3) 0.9406(3) 0.0701(11) Uani 1 1 d . . . H3 H 0.0767 1.0387 0.9443 0.084 Uiso 1 1 calc R . . C4 C 0.0691(4) 1.1564(3) 1.0117(4) 0.0886(14) Uani 1 1 d . . . H4 H 0.0080 1.1450 1.0616 0.106 Uiso 1 1 calc R . . C5 C 0.1188(5) 1.2359(4) 1.0085(4) 0.0967(15) Uani 1 1 d . . . H5 H 0.0922 1.2790 1.0570 0.116 Uiso 1 1 calc R . . C6 C 0.2084(4) 1.2530(3) 0.9336(4) 0.0812(12) Uani 1 1 d . . . H6 H 0.2417 1.3078 0.9328 0.097 Uiso 1 1 calc R . . C7 C 0.2508(3) 1.1898(3) 0.8585(3) 0.0653(10) Uani 1 1 d . . . C8 C 0.3508(4) 1.2139(3) 0.7816(4) 0.0893(14) Uani 1 1 d . . . H8A H 0.4200 1.1773 0.8002 0.134 Uiso 1 1 calc R . . H8B H 0.3742 1.2724 0.7968 0.134 Uiso 1 1 calc R . . H8C H 0.3220 1.2074 0.6987 0.134 Uiso 1 1 calc R . . C9 C 0.4318(4) 0.7837(3) 0.4477(4) 0.0843(13) Uani 1 1 d . . . H9A H 0.4119 0.8319 0.3964 0.126 Uiso 1 1 calc R . . H9B H 0.4243 0.7319 0.4014 0.126 Uiso 1 1 calc R . . H9C H 0.5140 0.7893 0.4834 0.126 Uiso 1 1 calc R . . C10 C 0.3461(3) 0.7805(2) 0.5442(3) 0.0635(10) Uani 1 1 d . . . C11 C 0.2763(4) 0.7132(3) 0.5827(4) 0.0735(11) Uani 1 1 d . . . H11 H 0.2724 0.6575 0.5528 0.088 Uiso 1 1 calc R . . C12 C 0.2145(3) 0.7453(3) 0.6735(3) 0.0661(10) Uani 1 1 d . . . C13 C 0.1269(4) 0.7046(3) 0.7532(4) 0.0892(14) Uani 1 1 d . . . H13A H 0.1599 0.7087 0.8353 0.134 Uiso 1 1 calc R . . H13B H 0.1153 0.6455 0.7318 0.134 Uiso 1 1 calc R . . H13C H 0.0500 0.7340 0.7432 0.134 Uiso 1 1 calc R . . C14 C 0.5556(5) 0.9539(4) 0.8673(4) 0.0980(16) Uani 1 1 d . . . H14A H 0.5270 1.0077 0.8951 0.147 Uiso 1 1 calc R . . H14B H 0.6093 0.9279 0.9293 0.147 Uiso 1 1 calc R . . H14C H 0.4874 0.9167 0.8469 0.147 Uiso 1 1 calc R . . C15 C 0.6237(4) 0.9685(2) 0.7580(3) 0.0644(10) Uani 1 1 d . . . C16 C 0.7465(4) 0.9737(3) 0.7482(4) 0.0752(12) Uani 1 1 d . . . H16 H 0.8084 0.9694 0.8101 0.090 Uiso 1 1 calc R . . C17 C 0.7603(4) 0.9866(3) 0.6297(4) 0.0647(10) Uani 1 1 d . . . C18 C 0.8760(4) 0.9973(4) 0.5687(4) 0.0908(14) Uani 1 1 d . . . H18A H 0.8773 0.9561 0.5052 0.136 Uiso 1 1 calc R . . H18B H 0.9453 0.9884 0.6259 0.136 Uiso 1 1 calc R . . H18C H 0.8790 1.0541 0.5363 0.136 Uiso 1 1 calc R . . N1 N 0.3267(3) 0.85054(18) 0.6089(2) 0.0586(8) Uani 1 1 d . . . N2 N 0.2456(3) 0.8270(2) 0.6863(3) 0.0640(8) Uani 1 1 d . . . H2 H 0.2177 0.8609 0.7377 0.077 Uiso 1 1 calc R . . N3 N 0.5635(3) 0.97888(18) 0.6489(3) 0.0571(8) Uani 1 1 d . . . N4 N 0.3490(3) 1.00978(19) 0.4317(2) 0.0563(8) Uani 1 1 d . . . O1 O 0.2989(2) 1.04586(16) 0.7043(2) 0.0734(8) Uani 1 1 d . . . O2 O 0.2057(4) 0.9613(2) 0.8232(3) 0.1308(16) Uani 1 1 d . . . Zn1 Zn 0.38710(4) 0.97283(3) 0.60011(3) 0.05715(19) 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 C1 0.078(3) 0.068(3) 0.065(2) -0.010(2) 0.033(2) 0.002(2) C2 0.060(2) 0.063(2) 0.0490(19) 0.0013(18) 0.0160(17) 0.0104(18) C3 0.078(3) 0.071(3) 0.065(2) 0.003(2) 0.029(2) 0.007(2) C4 0.099(3) 0.093(4) 0.081(3) 0.000(3) 0.046(2) 0.026(3) C5 0.115(4) 0.092(4) 0.087(3) -0.017(3) 0.034(3) 0.024(3) C6 0.103(3) 0.063(3) 0.080(3) -0.009(2) 0.019(3) 0.003(2) C7 0.069(3) 0.069(3) 0.059(2) 0.000(2) 0.0123(19) 0.010(2) C8 0.100(3) 0.081(3) 0.092(3) -0.004(3) 0.037(3) -0.016(3) C9 0.092(3) 0.085(3) 0.082(3) -0.014(2) 0.038(2) -0.001(2) C10 0.064(2) 0.062(3) 0.066(2) -0.006(2) 0.0165(19) 0.0003(19) C11 0.087(3) 0.053(2) 0.082(3) -0.009(2) 0.016(2) -0.005(2) C12 0.071(3) 0.065(3) 0.063(2) 0.003(2) 0.0094(19) -0.009(2) C13 0.097(3) 0.085(3) 0.090(3) 0.003(2) 0.028(3) -0.031(3) C14 0.103(4) 0.132(5) 0.062(3) 0.022(3) 0.024(2) -0.004(3) C15 0.078(3) 0.067(3) 0.051(2) 0.0036(19) 0.0198(19) 0.001(2) C16 0.068(3) 0.092(3) 0.065(3) 0.004(2) 0.004(2) 0.004(2) C17 0.060(3) 0.070(3) 0.067(2) -0.005(2) 0.020(2) 0.0010(19) C18 0.064(3) 0.116(4) 0.097(3) -0.001(3) 0.030(2) 0.002(2) N1 0.0653(19) 0.0519(19) 0.0624(18) -0.0013(15) 0.0268(15) -0.0054(15) N2 0.071(2) 0.056(2) 0.069(2) -0.0020(16) 0.0292(16) -0.0092(16) N3 0.0624(19) 0.059(2) 0.0539(18) 0.0020(15) 0.0244(15) -0.0011(15) N4 0.057(2) 0.0604(19) 0.0548(17) -0.0005(14) 0.0247(15) -0.0014(14) O1 0.087(2) 0.0712(19) 0.0683(17) -0.0056(13) 0.0387(14) 0.0015(14) O2 0.199(4) 0.066(2) 0.147(3) -0.023(2) 0.124(3) -0.023(2) Zn1 0.0633(3) 0.0577(3) 0.0545(3) -0.0008(2) 0.0272(2) -0.0047(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O2 1.228(4) . ? C1 O1 1.267(4) . ? C1 C2 1.488(5) . ? C2 C7 1.398(5) . ? C2 C3 1.400(4) . ? C3 C4 1.370(5) . ? C4 C5 1.357(6) . ? C5 C6 1.380(6) . ? C6 C7 1.404(5) . ? C7 C8 1.508(5) . ? C9 C10 1.500(5) . ? C10 N1 1.340(4) . ? C10 C11 1.394(5) . ? C11 C12 1.371(5) . ? C12 N2 1.324(5) . ? C12 C13 1.514(5) . ? C14 C15 1.511(5) . ? C15 N3 1.347(5) . ? C15 C16 1.370(5) . ? C16 C17 1.366(5) . ? C17 N4 1.332(5) 3_676 ? C17 C18 1.510(5) . ? N1 N2 1.353(3) . ? N1 Zn1 2.026(3) . ? N3 N4 1.391(3) 3_676 ? N3 Zn1 1.972(3) . ? N4 C17 1.332(5) 3_676 ? N4 N3 1.391(3) 3_676 ? N4 Zn1 1.982(3) . ? O1 Zn1 1.954(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 O2 C1 O1 123.4(4) . . ? O2 C1 C2 118.0(3) . . ? O1 C1 C2 118.6(4) . . ? C7 C2 C3 118.5(3) . . ? C7 C2 C1 125.2(3) . . ? C3 C2 C1 116.3(4) . . ? C4 C3 C2 122.4(4) . . ? C5 C4 C3 119.1(4) . . ? C4 C5 C6 120.4(4) . . ? C5 C6 C7 121.6(4) . . ? C2 C7 C6 117.9(4) . . ? C2 C7 C8 124.2(4) . . ? C6 C7 C8 117.9(4) . . ? N1 C10 C11 109.1(3) . . ? N1 C10 C9 120.4(3) . . ? C11 C10 C9 130.5(4) . . ? C12 C11 C10 106.3(3) . . ? N2 C12 C11 107.0(3) . . ? N2 C12 C13 120.8(3) . . ? C11 C12 C13 132.2(4) . . ? N3 C15 C16 109.0(3) . . ? N3 C15 C14 121.1(4) . . ? C16 C15 C14 129.9(4) . . ? C17 C16 C15 106.6(4) . . ? N4 C17 C16 109.5(3) 3_676 . ? N4 C17 C18 121.4(4) 3_676 . ? C16 C17 C18 129.1(4) . . ? C10 N1 N2 105.9(3) . . ? C10 N1 Zn1 132.3(2) . . ? N2 N1 Zn1 121.7(2) . . ? C12 N2 N1 111.8(3) . . ? C15 N3 N4 107.1(3) . 3_676 ? C15 N3 Zn1 129.5(2) . . ? N4 N3 Zn1 123.3(2) 3_676 . ? C17 N4 N3 107.8(3) 3_676 3_676 ? C17 N4 Zn1 127.4(2) 3_676 . ? N3 N4 Zn1 123.9(2) 3_676 . ? C1 O1 Zn1 135.0(3) . . ? O1 Zn1 N3 109.71(12) . . ? O1 Zn1 N4 109.09(12) . . ? N3 Zn1 N4 111.53(11) . . ? O1 Zn1 N1 109.71(10) . . ? N3 Zn1 N1 110.55(12) . . ? N4 Zn1 N1 106.18(12) . . ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 28.24 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 0.663 _refine_diff_density_min -0.336 _refine_diff_density_rms 0.071 # Attachment 'Znphb.cif' data_znphb _database_code_depnum_ccdc_archive 'CCDC 715027' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H26 N4 O6 Zn' _chemical_formula_weight 531.86 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C2/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 11.7329(3) _cell_length_b 23.2318(7) _cell_length_c 19.7788(4) _cell_angle_alpha 90.00 _cell_angle_beta 105.7820(10) _cell_angle_gamma 90.00 _cell_volume 5188.0(2) _cell_formula_units_Z 8 _cell_measurement_temperature 296(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 0.35 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.362 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2208 _exptl_absorpt_coefficient_mu 0.991 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25470 _diffrn_reflns_av_R_equivalents 0.0344 _diffrn_reflns_av_sigmaI/netI 0.0286 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.75 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4499 _reflns_number_gt 3284 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0271P)^2^+5.3129P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4499 _refine_ls_number_parameters 322 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0550 _refine_ls_R_factor_gt 0.0347 _refine_ls_wR_factor_ref 0.0785 _refine_ls_wR_factor_gt 0.0711 _refine_ls_goodness_of_fit_ref 0.987 _refine_ls_restrained_S_all 0.987 _refine_ls_shift/su_max 0.026 _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 0.56943(3) 0.185410(12) 0.159582(16) 0.05546(12) Uani 1 1 d . . . C1 C 0.6820(2) 0.10138(11) 0.26871(14) 0.0588(7) Uani 1 1 d . . . C2 C 0.7747(2) 0.09872(10) 0.33723(13) 0.0534(6) Uani 1 1 d . . . C5 C 0.9478(2) 0.09440(11) 0.46533(14) 0.0583(7) Uani 1 1 d . . . C6 C 0.9287(3) 0.04731(11) 0.42061(14) 0.0656(8) Uani 1 1 d . . . H6 H 0.9742 0.0142 0.4332 0.079 Uiso 1 1 calc R . . C4 C 0.8819(2) 0.14387(11) 0.44556(14) 0.0590(7) Uani 1 1 d . . . H4 H 0.8950 0.1757 0.4752 0.071 Uiso 1 1 calc R . . C3 C 0.7967(2) 0.14606(11) 0.38195(14) 0.0581(7) Uani 1 1 d . . . H3 H 0.7533 0.1797 0.3688 0.070 Uiso 1 1 calc R . . C7 C 0.8428(2) 0.04947(10) 0.35785(14) 0.0606(7) Uani 1 1 d . . . H7 H 0.8298 0.0174 0.3285 0.073 Uiso 1 1 calc R . . C9 C 0.3772(2) 0.33859(10) 0.17463(12) 0.0490(6) Uani 1 1 d . . . C14 C 0.2927(3) 0.31485(11) 0.20330(14) 0.0617(7) Uani 1 1 d . . . H14 H 0.2886 0.2751 0.2073 0.074 Uiso 1 1 calc R . . C8 C 0.4619(2) 0.30161(11) 0.15010(13) 0.0534(7) Uani 1 1 d . . . C10 C 0.3827(2) 0.39833(10) 0.17060(13) 0.0580(7) Uani 1 1 d . . . H10 H 0.4390 0.4151 0.1516 0.070 Uiso 1 1 calc R . . C11 C 0.3060(3) 0.43309(11) 0.19428(14) 0.0629(7) Uani 1 1 d . . . H11 H 0.3113 0.4729 0.1914 0.075 Uiso 1 1 calc R . . C12 C 0.2217(3) 0.40875(12) 0.22206(14) 0.0637(7) Uani 1 1 d . . . C13 C 0.2144(3) 0.34931(12) 0.22606(15) 0.0692(8) Uani 1 1 d . . . H13 H 0.1567 0.3326 0.2440 0.083 Uiso 1 1 calc R . . C18 C 0.4038(3) 0.04110(12) 0.05678(16) 0.0690(8) Uani 1 1 d . . . C16 C 0.4050(2) 0.13285(12) 0.02642(14) 0.0607(7) Uani 1 1 d . . . C17 C 0.3571(3) 0.07958(13) 0.00399(16) 0.0735(8) Uani 1 1 d . . . H17 H 0.3033 0.0714 -0.0390 0.088 Uiso 1 1 calc R . . C15 C 0.3816(3) 0.19039(13) -0.00860(16) 0.0808(9) Uani 1 1 d . . . H15A H 0.3168 0.2086 0.0039 0.121 Uiso 1 1 calc R . . H15B H 0.3620 0.1855 -0.0586 0.121 Uiso 1 1 calc R . . H15C H 0.4511 0.2140 0.0065 0.121 Uiso 1 1 calc R . . C19 C 0.3846(3) -0.02188(12) 0.06471(19) 0.0986(11) Uani 1 1 d . . . H19A H 0.4128 -0.0429 0.0307 0.148 Uiso 1 1 calc R . . H19B H 0.3016 -0.0292 0.0574 0.148 Uiso 1 1 calc R . . H19C H 0.4270 -0.0340 0.1111 0.148 Uiso 1 1 calc R . . O4 O 0.46407(16) 0.24828(7) 0.16576(9) 0.0620(5) Uani 1 1 d . . . O3 O 0.52659(18) 0.32332(8) 0.11584(10) 0.0694(5) Uani 1 1 d . . . O1 O 0.63859(18) 0.15127(8) 0.25043(9) 0.0730(6) Uani 1 1 d . . . O2 O 0.65139(17) 0.05692(8) 0.23258(9) 0.0711(5) Uani 1 1 d . . . N1 N 0.47924(19) 0.12802(8) 0.09086(11) 0.0570(6) Uani 1 1 d . . . N2 N 0.4770(2) 0.07145(9) 0.10804(11) 0.0615(6) Uani 1 1 d . . . H2 H 0.5177 0.0569 0.1472 0.074 Uiso 1 1 calc R . . N3 N 0.7123(2) 0.21111(10) 0.12971(13) 0.0732(7) Uani 1 1 d . . . N4 N 0.7240(2) 0.26694(10) 0.11281(13) 0.0756(7) Uani 1 1 d . . . H4A H 0.6699 0.2925 0.1100 0.091 Uiso 1 1 calc R . . C21 C 0.8142(4) 0.18635(15) 0.1280(2) 0.1152(15) Uani 1 1 d . . . C22 C 0.8282(4) 0.27777(15) 0.1010(2) 0.1108(14) Uani 1 1 d . . . C20 C 0.8338(5) 0.12259(17) 0.1422(3) 0.192(3) Uani 1 1 d . . . H20A H 0.8731 0.1167 0.1910 0.288 Uiso 1 1 calc R . . H20B H 0.8818 0.1075 0.1141 0.288 Uiso 1 1 calc R . . H20C H 0.7588 0.1031 0.1305 0.288 Uiso 1 1 calc R . . C23 C 0.8883(4) 0.22671(18) 0.1112(3) 0.148(2) Uani 1 1 d . . . H23 H 0.9646 0.2204 0.1074 0.178 Uiso 1 1 calc R . . C24 C 0.8588(4) 0.33706(17) 0.0817(3) 0.169(2) Uani 1 1 d . . . H24A H 0.8449 0.3396 0.0317 0.253 Uiso 1 1 calc R . . H24B H 0.9408 0.3448 0.1042 0.253 Uiso 1 1 calc R . . H24C H 0.8104 0.3648 0.0969 0.253 Uiso 1 1 calc R . . O5 O 1.03315(19) 0.09000(8) 0.52774(10) 0.0784(6) Uani 1 1 d . . . H5 H 1.0261 0.1166 0.5536 0.118 Uiso 1 1 calc R . . O6 O 0.1440(2) 0.44015(9) 0.24699(13) 0.0900(7) Uani 1 1 d . . . H6A H 0.1522 0.4744 0.2396 0.135 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0668(2) 0.03797(17) 0.0603(2) 0.00229(13) 0.01499(15) 0.00605(14) C1 0.0713(19) 0.0512(17) 0.0572(17) 0.0053(13) 0.0232(14) 0.0161(14) C2 0.0667(17) 0.0423(14) 0.0531(15) 0.0043(11) 0.0196(13) 0.0071(12) C5 0.0714(18) 0.0457(15) 0.0577(17) 0.0023(12) 0.0175(15) 0.0040(13) C6 0.087(2) 0.0410(15) 0.0628(17) 0.0013(12) 0.0109(16) 0.0201(14) C4 0.0764(19) 0.0397(14) 0.0637(17) -0.0035(12) 0.0237(15) 0.0012(13) C3 0.0713(18) 0.0404(14) 0.0677(18) 0.0059(12) 0.0276(15) 0.0096(13) C7 0.083(2) 0.0404(14) 0.0572(16) 0.0001(11) 0.0168(15) 0.0111(13) C9 0.0557(16) 0.0407(14) 0.0455(14) -0.0002(10) 0.0050(12) 0.0051(12) C14 0.0744(19) 0.0447(15) 0.0623(17) 0.0009(13) 0.0123(15) 0.0045(15) C8 0.0607(17) 0.0456(16) 0.0469(15) 0.0013(11) 0.0027(13) 0.0078(13) C10 0.0673(18) 0.0438(15) 0.0600(16) 0.0019(12) 0.0123(14) 0.0047(13) C11 0.078(2) 0.0392(14) 0.0680(18) -0.0019(12) 0.0135(16) 0.0097(14) C12 0.0676(19) 0.0553(17) 0.0653(18) -0.0059(13) 0.0130(15) 0.0160(15) C13 0.073(2) 0.0588(18) 0.079(2) -0.0008(15) 0.0268(16) 0.0025(15) C18 0.078(2) 0.0560(18) 0.074(2) -0.0186(15) 0.0207(16) -0.0002(15) C16 0.0648(18) 0.0616(18) 0.0556(17) -0.0030(13) 0.0164(14) 0.0076(14) C17 0.077(2) 0.077(2) 0.0612(18) -0.0181(16) 0.0114(16) 0.0038(17) C15 0.089(2) 0.083(2) 0.0665(19) 0.0163(16) 0.0150(17) 0.0129(18) C19 0.125(3) 0.054(2) 0.118(3) -0.0229(18) 0.035(2) -0.0095(19) O4 0.0767(13) 0.0392(10) 0.0708(12) 0.0044(8) 0.0214(10) 0.0109(9) O3 0.0799(14) 0.0540(11) 0.0807(13) 0.0193(10) 0.0324(11) 0.0192(10) O1 0.0993(15) 0.0536(11) 0.0625(12) 0.0054(9) 0.0159(11) 0.0276(11) O2 0.0883(14) 0.0532(11) 0.0634(12) -0.0041(9) 0.0063(10) 0.0163(10) N1 0.0672(15) 0.0447(13) 0.0577(14) 0.0010(10) 0.0144(12) 0.0062(10) N2 0.0763(16) 0.0432(13) 0.0630(14) -0.0011(10) 0.0154(12) 0.0058(11) N3 0.0811(18) 0.0496(14) 0.0996(19) 0.0085(13) 0.0426(15) 0.0116(13) N4 0.0820(18) 0.0504(15) 0.107(2) 0.0100(13) 0.0477(16) 0.0107(13) C21 0.120(3) 0.072(2) 0.189(4) 0.037(2) 0.102(3) 0.035(2) C22 0.110(3) 0.072(2) 0.183(4) 0.022(2) 0.096(3) 0.014(2) C20 0.207(5) 0.089(3) 0.354(8) 0.089(4) 0.203(6) 0.079(3) C23 0.126(4) 0.096(3) 0.271(6) 0.057(4) 0.135(4) 0.037(3) C24 0.174(5) 0.076(3) 0.318(7) 0.046(4) 0.171(5) 0.008(3) O5 0.0996(15) 0.0563(12) 0.0671(13) -0.0069(9) 0.0016(12) 0.0134(11) O6 0.0950(16) 0.0681(14) 0.1176(18) -0.0060(13) 0.0469(14) 0.0206(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.9295(17) . ? Zn1 O4 1.9386(16) . ? Zn1 N1 1.991(2) . ? Zn1 N3 2.014(2) . ? C1 O2 1.252(3) . ? C1 O1 1.278(3) . ? C1 C2 1.491(4) . ? C2 C7 1.392(3) . ? C2 C3 1.391(3) . ? C5 O5 1.366(3) . ? C5 C4 1.381(3) . ? C5 C6 1.386(3) . ? C6 C7 1.371(3) . ? C4 C3 1.378(3) . ? C9 C14 1.383(4) . ? C9 C10 1.393(3) . ? C9 C8 1.491(4) . ? C14 C13 1.384(4) . ? C8 O3 1.253(3) . ? C8 O4 1.276(3) . ? C10 C11 1.383(4) . ? C11 C12 1.377(4) . ? C12 O6 1.361(3) . ? C12 C13 1.387(4) . ? C18 N2 1.338(3) . ? C18 C17 1.370(4) . ? C18 C19 1.495(4) . ? C16 N1 1.339(3) . ? C16 C17 1.381(4) . ? C16 C15 1.496(4) . ? N1 N2 1.359(3) . ? N3 C21 1.335(4) . ? N3 N4 1.356(3) . ? N4 C22 1.329(4) . ? C21 C23 1.380(5) . ? C21 C20 1.513(5) . ? C22 C23 1.367(5) . ? C22 C24 1.499(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 O4 111.40(7) . . ? O1 Zn1 N1 111.80(8) . . ? O4 Zn1 N1 108.54(8) . . ? O1 Zn1 N3 102.85(10) . . ? O4 Zn1 N3 113.03(8) . . ? N1 Zn1 N3 109.18(9) . . ? O2 C1 O1 123.8(2) . . ? O2 C1 C2 120.7(2) . . ? O1 C1 C2 115.5(2) . . ? C7 C2 C3 118.1(2) . . ? C7 C2 C1 121.3(2) . . ? C3 C2 C1 120.6(2) . . ? O5 C5 C4 122.3(2) . . ? O5 C5 C6 118.0(2) . . ? C4 C5 C6 119.7(3) . . ? C7 C6 C5 120.0(2) . . ? C3 C4 C5 120.0(2) . . ? C4 C3 C2 121.0(2) . . ? C6 C7 C2 121.2(2) . . ? C14 C9 C10 118.1(2) . . ? C14 C9 C8 121.3(2) . . ? C10 C9 C8 120.7(3) . . ? C9 C14 C13 121.1(2) . . ? O3 C8 O4 123.2(2) . . ? O3 C8 C9 120.0(2) . . ? O4 C8 C9 116.8(3) . . ? C11 C10 C9 121.2(3) . . ? C12 C11 C10 120.0(2) . . ? O6 C12 C11 123.3(3) . . ? O6 C12 C13 117.1(3) . . ? C11 C12 C13 119.6(3) . . ? C14 C13 C12 120.0(3) . . ? N2 C18 C17 105.9(2) . . ? N2 C18 C19 121.4(3) . . ? C17 C18 C19 132.7(3) . . ? N1 C16 C17 109.5(2) . . ? N1 C16 C15 120.4(2) . . ? C17 C16 C15 130.1(3) . . ? C18 C17 C16 107.2(3) . . ? C8 O4 Zn1 133.41(19) . . ? C1 O1 Zn1 132.11(17) . . ? C16 N1 N2 105.5(2) . . ? C16 N1 Zn1 132.95(18) . . ? N2 N1 Zn1 121.31(16) . . ? C18 N2 N1 111.8(2) . . ? C21 N3 N4 104.8(3) . . ? C21 N3 Zn1 134.6(2) . . ? N4 N3 Zn1 120.26(18) . . ? C22 N4 N3 112.6(3) . . ? N3 C21 C23 109.9(3) . . ? N3 C21 C20 120.6(3) . . ? C23 C21 C20 129.5(4) . . ? N4 C22 C23 105.8(3) . . ? N4 C22 C24 120.9(3) . . ? C23 C22 C24 133.2(4) . . ? C22 C23 C21 106.9(3) . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.189 _refine_diff_density_min -0.292 _refine_diff_density_rms 0.039 # Attachment 'znbiphdmp.cif' data_znbiphdmp _database_code_depnum_ccdc_archive 'CCDC 715028' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H28 N2 O5 Zn' _chemical_formula_weight 573.92 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/c ' 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 27.9057(13) _cell_length_b 5.8951(3) _cell_length_c 16.6768(8) _cell_angle_alpha 90.00 _cell_angle_beta 96.390(2) _cell_angle_gamma 90.00 _cell_volume 2726.4(2) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.398 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1192 _exptl_absorpt_coefficient_mu 0.944 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21940 _diffrn_reflns_av_R_equivalents 0.0311 _diffrn_reflns_av_sigmaI/netI 0.0376 _diffrn_reflns_limit_h_min -37 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 0.73 _diffrn_reflns_theta_max 28.32 _reflns_number_total 6765 _reflns_number_gt 4533 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0657P)^2^+2.4462P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6765 _refine_ls_number_parameters 354 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0805 _refine_ls_R_factor_gt 0.0528 _refine_ls_wR_factor_ref 0.1587 _refine_ls_wR_factor_gt 0.1459 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.054 _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 C1 C 0.33802(13) -0.0462(7) -0.0328(2) 0.0528(8) Uani 1 1 d . . . C2 C 0.38607(12) -0.0633(6) 0.0158(2) 0.0492(8) Uani 1 1 d . . . C3 C 0.40345(17) 0.1028(8) 0.0679(3) 0.0846(15) Uani 1 1 d . . . H3 H 0.3848 0.2307 0.0744 0.102 Uiso 1 1 calc R . . C4 C 0.44844(17) 0.0841(9) 0.1114(3) 0.0886(16) Uani 1 1 d . . . H4 H 0.4590 0.2001 0.1468 0.106 Uiso 1 1 calc R . . C5 C 0.47793(13) -0.0979(6) 0.1044(2) 0.0523(8) Uani 1 1 d . . . C6 C 0.52656(13) -0.1184(7) 0.1502(2) 0.0556(9) Uani 1 1 d . . . C7 C 0.54421(16) 0.0430(9) 0.2061(3) 0.0813(13) Uani 1 1 d . . . H7 H 0.5253 0.1680 0.2156 0.098 Uiso 1 1 calc R . . C8 C 0.58949(18) 0.0206(10) 0.2478(3) 0.0931(16) Uani 1 1 d . . . H8 H 0.6006 0.1318 0.2849 0.112 Uiso 1 1 calc R . . C9 C 0.61843(16) -0.1593(10) 0.2363(3) 0.0869(16) Uani 1 1 d . . . H9 H 0.6489 -0.1721 0.2647 0.104 Uiso 1 1 calc R . . C10 C 0.60120(18) -0.3212(9) 0.1815(3) 0.0884(15) Uani 1 1 d . . . H10 H 0.6203 -0.4461 0.1727 0.106 Uiso 1 1 calc R . . C11 C 0.55646(17) -0.3017(9) 0.1398(3) 0.0863(15) Uani 1 1 d . . . H11 H 0.5457 -0.4147 0.1033 0.104 Uiso 1 1 calc R . . C12 C 0.45873(18) -0.2662(9) 0.0529(4) 0.101(2) Uani 1 1 d . . . H12 H 0.4770 -0.3960 0.0470 0.121 Uiso 1 1 calc R . . C13 C 0.41418(17) -0.2507(9) 0.0103(3) 0.0908(17) Uani 1 1 d . . . H13 H 0.4028 -0.3699 -0.0230 0.109 Uiso 1 1 calc R . . C14 C 0.17307(12) -0.0213(7) -0.0044(2) 0.0512(8) Uani 1 1 d . . . C15 C 0.12671(11) 0.0063(6) 0.03156(18) 0.0442(7) Uani 1 1 d . . . C16 C 0.10062(14) 0.2054(6) 0.0232(2) 0.0599(10) Uani 1 1 d . . . H16 H 0.1123 0.3261 -0.0048 0.072 Uiso 1 1 calc R . . C17 C 0.05768(15) 0.2285(7) 0.0557(3) 0.0636(10) Uani 1 1 d . . . H17 H 0.0412 0.3654 0.0492 0.076 Uiso 1 1 calc R . . C18 C 0.03829(11) 0.0559(5) 0.09741(18) 0.0418(7) Uani 1 1 d . . . C19 C -0.00877(12) 0.0783(6) 0.13142(18) 0.0451(7) Uani 1 1 d . . . C20 C -0.03900(14) 0.2645(7) 0.1141(2) 0.0586(9) Uani 1 1 d . . . H20 H -0.0296 0.3786 0.0807 0.070 Uiso 1 1 calc R . . C21 C -0.08267(15) 0.2832(8) 0.1457(3) 0.0707(11) Uani 1 1 d . . . H21 H -0.1019 0.4101 0.1337 0.085 Uiso 1 1 calc R . . C22 C -0.09780(15) 0.1173(8) 0.1944(2) 0.0668(11) Uani 1 1 d . . . H22 H -0.1276 0.1282 0.2142 0.080 Uiso 1 1 calc R . . C23 C -0.06848(16) -0.0647(9) 0.2133(3) 0.0757(12) Uani 1 1 d . . . H23 H -0.0782 -0.1767 0.2473 0.091 Uiso 1 1 calc R . . C24 C -0.02429(15) -0.0859(7) 0.1828(3) 0.0661(10) Uani 1 1 d . . . H24 H -0.0049 -0.2111 0.1968 0.079 Uiso 1 1 calc R . . C25 C 0.06513(13) -0.1437(6) 0.1068(2) 0.0563(9) Uani 1 1 d . . . H25 H 0.0537 -0.2632 0.1357 0.068 Uiso 1 1 calc R . . C26 C 0.10833(14) -0.1687(6) 0.0742(2) 0.0579(9) Uani 1 1 d . . . H26 H 0.1252 -0.3047 0.0811 0.069 Uiso 1 1 calc R . . C27 C 0.18288(17) 0.3780(9) -0.2519(3) 0.0817(13) Uani 1 1 d . . . H27A H 0.1797 0.4016 -0.1958 0.123 Uiso 1 1 calc R . . H27B H 0.1519 0.3427 -0.2801 0.123 Uiso 1 1 calc R . . H27C H 0.1952 0.5133 -0.2742 0.123 Uiso 1 1 calc R . . C28 C 0.21687(14) 0.1853(7) -0.2607(2) 0.0583(9) Uani 1 1 d . . . C29 C 0.22578(14) 0.0649(8) -0.3286(2) 0.0650(10) Uani 1 1 d . . . H29 H 0.2114 0.0881 -0.3810 0.078 Uiso 1 1 calc R . . C30 C 0.25980(14) -0.0945(8) -0.3041(2) 0.0611(10) Uani 1 1 d . . . C31 C 0.28477(19) -0.2708(10) -0.3486(3) 0.0928(16) Uani 1 1 d . . . H31A H 0.3080 -0.1992 -0.3786 0.139 Uiso 1 1 calc R . . H31B H 0.2615 -0.3501 -0.3850 0.139 Uiso 1 1 calc R . . H31C H 0.3008 -0.3762 -0.3108 0.139 Uiso 1 1 calc R . . N1 N 0.24374(10) 0.1031(5) -0.19582(17) 0.0514(7) Uani 1 1 d . . . N2 N 0.26992(10) -0.0678(5) -0.22383(17) 0.0536(7) Uani 1 1 d . . . H2 H 0.2904 -0.1488 -0.1940 0.064 Uiso 1 1 calc R . . O1 O 0.31204(10) 0.1236(5) -0.01929(17) 0.0656(7) Uani 1 1 d . . . O2 O 0.32573(9) -0.1982(5) -0.08360(17) 0.0627(7) Uani 1 1 d . . . O3 O 0.19087(10) 0.1594(5) -0.03067(18) 0.0660(7) Uani 1 1 d . . . O4 O 0.19206(11) -0.2104(5) -0.0059(2) 0.0786(9) Uani 1 1 d . . . O5 O 0.25050(9) 0.5250(5) -0.07528(17) 0.0676(7) Uani 1 1 d . . . H5B H 0.2519 0.5866 -0.1161 0.101 Uiso 1 1 d R . . H5A H 0.2594 0.5681 -0.0324 0.101 Uiso 1 1 d R . . Zn1 Zn 0.249529(14) 0.18941(7) -0.07886(2) 0.04738(14) 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 C1 0.052(2) 0.055(2) 0.052(2) 0.0070(17) 0.0099(16) -0.0017(17) C2 0.0496(19) 0.0493(19) 0.0494(18) 0.0009(16) 0.0078(15) -0.0006(15) C3 0.071(3) 0.074(3) 0.103(4) -0.030(3) -0.020(3) 0.025(2) C4 0.069(3) 0.074(3) 0.115(4) -0.041(3) -0.023(3) 0.015(2) C5 0.0496(19) 0.056(2) 0.0520(19) -0.0020(17) 0.0072(15) -0.0003(16) C6 0.050(2) 0.063(2) 0.055(2) 0.0066(18) 0.0094(16) -0.0019(17) C7 0.067(3) 0.075(3) 0.098(3) -0.014(3) -0.009(2) 0.000(2) C8 0.070(3) 0.090(4) 0.113(4) -0.010(3) -0.018(3) -0.012(3) C9 0.048(2) 0.110(4) 0.100(4) 0.017(3) -0.007(2) -0.015(3) C10 0.063(3) 0.095(4) 0.105(4) 0.002(3) -0.003(3) 0.018(3) C11 0.065(3) 0.088(4) 0.103(4) -0.019(3) -0.003(3) 0.015(2) C12 0.078(3) 0.084(3) 0.132(5) -0.053(3) -0.033(3) 0.038(3) C13 0.072(3) 0.078(3) 0.114(4) -0.047(3) -0.026(3) 0.022(2) C14 0.0471(19) 0.064(2) 0.0425(18) -0.0060(16) 0.0051(14) 0.0008(17) C15 0.0450(17) 0.0475(18) 0.0402(16) -0.0039(14) 0.0047(13) -0.0012(14) C16 0.067(2) 0.0437(19) 0.073(3) 0.0139(18) 0.027(2) 0.0023(17) C17 0.069(2) 0.0440(19) 0.082(3) 0.0179(19) 0.026(2) 0.0144(18) C18 0.0459(17) 0.0408(17) 0.0382(16) -0.0035(13) 0.0024(13) -0.0032(14) C19 0.0485(18) 0.0473(18) 0.0395(16) -0.0029(14) 0.0055(14) -0.0031(15) C20 0.057(2) 0.059(2) 0.061(2) 0.0070(18) 0.0114(18) 0.0050(18) C21 0.061(2) 0.077(3) 0.076(3) 0.002(2) 0.013(2) 0.014(2) C22 0.051(2) 0.090(3) 0.061(2) -0.008(2) 0.0148(18) -0.004(2) C23 0.068(3) 0.081(3) 0.084(3) 0.013(2) 0.031(2) -0.005(2) C24 0.064(2) 0.064(2) 0.074(3) 0.010(2) 0.020(2) 0.004(2) C25 0.057(2) 0.0442(19) 0.070(2) 0.0125(17) 0.0181(18) 0.0021(16) C26 0.060(2) 0.0432(19) 0.073(2) 0.0078(17) 0.0194(19) 0.0104(16) C27 0.069(3) 0.083(3) 0.091(3) 0.004(3) 0.001(2) 0.015(2) C28 0.050(2) 0.064(2) 0.060(2) 0.0057(19) 0.0049(17) -0.0009(18) C29 0.061(2) 0.084(3) 0.049(2) -0.002(2) -0.0016(17) -0.005(2) C30 0.061(2) 0.073(3) 0.050(2) -0.0143(19) 0.0096(17) -0.007(2) C31 0.082(3) 0.119(4) 0.075(3) -0.040(3) 0.001(3) 0.025(3) N1 0.0504(16) 0.0537(17) 0.0509(16) -0.0020(14) 0.0085(13) -0.0004(13) N2 0.0522(17) 0.0557(18) 0.0526(17) -0.0069(14) 0.0044(13) 0.0054(14) O1 0.0547(15) 0.0730(18) 0.0677(17) -0.0039(14) 0.0003(13) 0.0138(13) O2 0.0543(15) 0.0596(17) 0.0718(17) 0.0007(14) -0.0034(13) -0.0047(12) O3 0.0571(16) 0.0660(18) 0.0793(19) -0.0025(14) 0.0272(14) -0.0054(13) O4 0.0648(18) 0.0678(19) 0.107(2) 0.0030(17) 0.0275(17) 0.0231(15) O5 0.0668(17) 0.0549(15) 0.0847(19) -0.0086(14) 0.0238(14) 0.0006(13) Zn1 0.0463(2) 0.0471(2) 0.0499(2) -0.00308(18) 0.01066(16) 0.00171(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O2 1.254(4) . ? C1 O1 1.270(4) . ? C1 C2 1.491(5) . ? C2 C3 1.363(6) . ? C2 C13 1.364(6) . ? C3 C4 1.382(6) . ? C3 H3 0.9300 . ? C4 C5 1.365(6) . ? C4 H4 0.9300 . ? C5 C12 1.380(6) . ? C5 C6 1.487(5) . ? C6 C7 1.384(6) . ? C6 C11 1.388(6) . ? C7 C8 1.379(6) . ? C7 H7 0.9300 . ? C8 C9 1.359(7) . ? C8 H8 0.9300 . ? C9 C10 1.370(7) . ? C9 H9 0.9300 . ? C10 C11 1.365(7) . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 C13 1.364(6) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 O4 1.236(4) . ? C14 O3 1.273(4) . ? C14 C15 1.494(5) . ? C15 C16 1.380(5) . ? C15 C26 1.384(5) . ? C16 C17 1.375(5) . ? C16 H16 0.9300 . ? C17 C18 1.377(5) . ? C17 H17 0.9300 . ? C18 C25 1.394(5) . ? C18 C19 1.493(4) . ? C19 C24 1.393(5) . ? C19 C20 1.395(5) . ? C20 C21 1.385(5) . ? C20 H20 0.9300 . ? C21 C22 1.367(6) . ? C21 H21 0.9300 . ? C22 C23 1.365(6) . ? C22 H22 0.9300 . ? C23 C24 1.391(6) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? C25 C26 1.384(5) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27 C28 1.498(6) . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 N1 1.337(5) . ? C28 C29 1.382(6) . ? C29 C30 1.366(6) . ? C29 H29 0.9300 . ? C30 N2 1.346(5) . ? C30 C31 1.494(6) . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? N1 N2 1.357(4) . ? N1 Zn1 2.005(3) . ? N2 H2 0.8600 . ? O1 Zn1 1.948(3) . ? O3 Zn1 1.910(3) . ? O5 Zn1 1.979(3) . ? O5 H5B 0.7763 . ? O5 H5A 0.7732 . ? 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 O2 C1 O1 124.3(3) . . ? O2 C1 C2 118.7(3) . . ? O1 C1 C2 116.9(3) . . ? C3 C2 C13 117.3(4) . . ? C3 C2 C1 122.2(3) . . ? C13 C2 C1 120.5(4) . . ? C2 C3 C4 121.0(4) . . ? C2 C3 H3 119.5 . . ? C4 C3 H3 119.5 . . ? C5 C4 C3 122.6(4) . . ? C5 C4 H4 118.7 . . ? C3 C4 H4 118.7 . . ? C4 C5 C12 115.0(4) . . ? C4 C5 C6 123.0(4) . . ? C12 C5 C6 122.0(4) . . ? C7 C6 C11 116.5(4) . . ? C7 C6 C5 121.8(4) . . ? C11 C6 C5 121.7(4) . . ? C8 C7 C6 120.8(5) . . ? C8 C7 H7 119.6 . . ? C6 C7 H7 119.6 . . ? C9 C8 C7 121.9(5) . . ? C9 C8 H8 119.0 . . ? C7 C8 H8 119.0 . . ? C8 C9 C10 117.9(5) . . ? C8 C9 H9 121.1 . . ? C10 C9 H9 121.1 . . ? C11 C10 C9 120.9(5) . . ? C11 C10 H10 119.5 . . ? C9 C10 H10 119.5 . . ? C10 C11 C6 122.0(5) . . ? C10 C11 H11 119.0 . . ? C6 C11 H11 119.0 . . ? C13 C12 C5 122.9(4) . . ? C13 C12 H12 118.5 . . ? C5 C12 H12 118.5 . . ? C2 C13 C12 121.2(4) . . ? C2 C13 H13 119.4 . . ? C12 C13 H13 119.4 . . ? O4 C14 O3 124.3(3) . . ? O4 C14 C15 119.9(3) . . ? O3 C14 C15 115.8(3) . . ? C16 C15 C26 117.7(3) . . ? C16 C15 C14 121.5(3) . . ? C26 C15 C14 120.8(3) . . ? C17 C16 C15 121.2(3) . . ? C17 C16 H16 119.4 . . ? C15 C16 H16 119.4 . . ? C16 C17 C18 122.3(3) . . ? C16 C17 H17 118.8 . . ? C18 C17 H17 118.8 . . ? C17 C18 C25 116.3(3) . . ? C17 C18 C19 122.6(3) . . ? C25 C18 C19 121.1(3) . . ? C24 C19 C20 116.8(3) . . ? C24 C19 C18 121.3(3) . . ? C20 C19 C18 121.9(3) . . ? C21 C20 C19 121.4(4) . . ? C21 C20 H20 119.3 . . ? C19 C20 H20 119.3 . . ? C22 C21 C20 120.8(4) . . ? C22 C21 H21 119.6 . . ? C20 C21 H21 119.6 . . ? C23 C22 C21 118.9(4) . . ? C23 C22 H22 120.6 . . ? C21 C22 H22 120.6 . . ? C22 C23 C24 121.3(4) . . ? C22 C23 H23 119.4 . . ? C24 C23 H23 119.4 . . ? C23 C24 C19 120.8(4) . . ? C23 C24 H24 119.6 . . ? C19 C24 H24 119.6 . . ? C26 C25 C18 121.8(3) . . ? C26 C25 H25 119.1 . . ? C18 C25 H25 119.1 . . ? C25 C26 C15 120.7(3) . . ? C25 C26 H26 119.6 . . ? C15 C26 H26 119.6 . . ? C28 C27 H27A 109.5 . . ? C28 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C28 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N1 C28 C29 109.9(4) . . ? N1 C28 C27 120.0(4) . . ? C29 C28 C27 130.1(4) . . ? C30 C29 C28 106.9(3) . . ? C30 C29 H29 126.6 . . ? C28 C29 H29 126.6 . . ? N2 C30 C29 106.2(3) . . ? N2 C30 C31 121.2(4) . . ? C29 C30 C31 132.6(4) . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C28 N1 N2 105.4(3) . . ? C28 N1 Zn1 132.3(3) . . ? N2 N1 Zn1 122.3(2) . . ? C30 N2 N1 111.6(3) . . ? C30 N2 H2 124.2 . . ? N1 N2 H2 124.2 . . ? C1 O1 Zn1 124.2(3) . . ? C14 O3 Zn1 127.4(2) . . ? Zn1 O5 H5B 116.3 . . ? Zn1 O5 H5A 111.0 . . ? H5B O5 H5A 128.0 . . ? O3 Zn1 O1 121.85(13) . . ? O3 Zn1 O5 95.13(11) . . ? O1 Zn1 O5 100.09(12) . . ? O3 Zn1 N1 113.94(12) . . ? O1 Zn1 N1 114.60(12) . . ? O5 Zn1 N1 106.40(12) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 28.32 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.501 _refine_diff_density_min -0.343 _refine_diff_density_rms 0.058