# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2011 data_global #TrackingRef '- 794299 - 794303.cif' _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Professor Wenlong Liu' _publ_contact_author_address ; College of Chemistry and Chemical Engineering Yangzhou University Yangzhou 225002 CHINA ; _publ_contact_author_email liuwl@yzu.edu.cn _publ_section_title ; Hydrothermal syntheses- structures and luminescent properties of Zn(II) c oordination poylmers assembled with benzene-1,2,3-tricarboxylic acid involving in situ ligand reactions ; loop_ _publ_author_name 'Wenlong Liu' 'Jianghua Yu' 'Jiaxun Jiang' 'Limin Yuan' 'Bin Xu' 'Qiang Liu' 'Botao Qu' C.Yan data_1 #TrackingRef '- 794299 - 794303.cif' _database_code_depnum_ccdc_archive 'CCDC 794299' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H18 N4 O6 Zn, C7 H7 N2, 0.13(H8 O4), 0.25(H4 O2)' _chemical_formula_sum 'C30 H27 N6 O7 Zn' _chemical_formula_weight 648.95 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-p 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.657(6) _cell_length_b 12.577(8) _cell_length_c 13.693(9) _cell_angle_alpha 70.382(7) _cell_angle_beta 85.214(7) _cell_angle_gamma 73.171(7) _cell_volume 1499.4(16) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 7559 _cell_measurement_theta_min 2.20 _cell_measurement_theta_max 27.85 _exptl_crystal_description Rod _exptl_crystal_colour colourless _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.437 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 670 _exptl_absorpt_coefficient_mu 0.876 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.851 _exptl_absorpt_correction_T_max 0.875 _exptl_absorpt_process_details '(SADABS; Sheldrick, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker AXS SMART APEX CCD ' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11374 _diffrn_reflns_av_R_equivalents 0.0243 _diffrn_reflns_av_sigmaI/netI 0.0333 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.58 _diffrn_reflns_theta_max 25.50 _reflns_number_total 5542 _reflns_number_gt 5055 _reflns_threshold_expression >2sigma(I) _computing_data_collection SMART(Burker,1997--2002) _computing_cell_refinement 'SAINT-plus(Bruker, 2003)' _computing_data_reduction SAINT-plus _computing_structure_solution 'SHELXTL(Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0818P)^2^+0.4357P] 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 5542 _refine_ls_number_parameters 417 _refine_ls_number_restraints 9 _refine_ls_R_factor_all 0.0388 _refine_ls_R_factor_gt 0.0354 _refine_ls_wR_factor_ref 0.1185 _refine_ls_wR_factor_gt 0.1152 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.038 _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 -0.00110(2) 0.28515(2) 0.242220(19) 0.03247(12) Uani 1 1 d . . . C1 C 0.3585(2) 0.33373(19) 0.34414(18) 0.0328(5) Uani 1 1 d . . . C2 C 0.5031(2) 0.32606(18) 0.31578(16) 0.0285(4) Uani 1 1 d . . . C3 C 0.5937(2) 0.34373(18) 0.38018(16) 0.0297(4) Uani 1 1 d . . . C4 C 0.5403(3) 0.3652(2) 0.47144(18) 0.0392(5) Uani 1 1 d . . . H4 H 0.6018 0.3744 0.5149 0.047 Uiso 1 1 calc R . . C5 C 0.3978(3) 0.3730(3) 0.4985(2) 0.0477(6) Uani 1 1 d . . . H5A H 0.3631 0.3878 0.5594 0.057 Uiso 1 1 calc R . . C6 C 0.3068(2) 0.3586(2) 0.43373(19) 0.0421(5) Uani 1 1 d . . . H6 H 0.2100 0.3656 0.4507 0.051 Uiso 1 1 calc R . . C7 C 0.2553(2) 0.3103(2) 0.28234(19) 0.0368(5) Uani 1 1 d . . . C8 C 0.5584(2) 0.3003(2) 0.21731(17) 0.0328(5) Uani 1 1 d . . . C9 C 0.7492(2) 0.34058(18) 0.35545(17) 0.0314(4) Uani 1 1 d . . . C10 C 0.1095(3) 0.3340(2) 0.02612(19) 0.0408(5) Uani 1 1 d . . . H10 H 0.2050 0.3120 0.0487 0.049 Uiso 1 1 calc R . . C11 C -0.1217(3) 0.3718(2) 0.0250(2) 0.0454(6) Uani 1 1 d . . . H11 H -0.2168 0.3808 0.0471 0.055 Uiso 1 1 calc R . . C12 C -0.0792(3) 0.3939(3) -0.0745(2) 0.0492(6) Uani 1 1 d . . . H12 H -0.1384 0.4204 -0.1329 0.059 Uiso 1 1 calc R . . C13 C 0.1655(3) 0.3841(3) -0.1620(2) 0.0486(6) Uani 1 1 d . . . H13A H 0.2651 0.3557 -0.1374 0.058 Uiso 1 1 calc R . . H13B H 0.1464 0.4671 -0.2015 0.058 Uiso 1 1 calc R . . C14 C 0.1461(3) 0.3194(2) -0.23145(18) 0.0396(5) Uani 1 1 d . . . C15 C 0.0546(3) 0.3763(2) -0.3160(2) 0.0462(6) Uani 1 1 d . . . H15 H 0.0049 0.4553 -0.3299 0.055 Uiso 1 1 calc R . . C16 C 0.0352(3) 0.3171(2) -0.3814(2) 0.0429(5) Uani 1 1 d . . . H16 H -0.0291 0.3559 -0.4374 0.051 Uiso 1 1 calc R . . C17 C 0.1114(3) 0.2012(2) -0.36282(19) 0.0406(5) Uani 1 1 d . . . C18 C 0.2038(4) 0.1443(2) -0.2770(2) 0.0622(8) Uani 1 1 d . . . H18 H 0.2551 0.0657 -0.2631 0.075 Uiso 1 1 calc R . . C19 C 0.2197(4) 0.2035(3) -0.2127(2) 0.0600(8) Uani 1 1 d . . . H19 H 0.2816 0.1642 -0.1553 0.072 Uiso 1 1 calc R . . C20 C 0.0998(3) 0.1388(2) -0.4368(2) 0.0457(6) Uani 1 1 d . . . H20A H 0.0548 0.1963 -0.5010 0.055 Uiso 1 1 calc R . . H20B H 0.1962 0.0979 -0.4525 0.055 Uiso 1 1 calc R . . C21 C 0.0681(3) -0.0606(2) -0.3427(2) 0.0410(5) Uani 1 1 d . . . H21 H 0.1659 -0.0988 -0.3292 0.049 Uiso 1 1 calc R . . C22 C -0.1630(3) -0.0249(2) -0.3489(2) 0.0457(6) Uani 1 1 d . . . H22 H -0.2554 -0.0351 -0.3400 0.055 Uiso 1 1 calc R . . C23 C -0.1322(3) 0.0774(2) -0.3987(2) 0.0478(6) Uani 1 1 d . . . H23 H -0.1980 0.1499 -0.4298 0.057 Uiso 1 1 calc R . . C24 C 0.5881(3) 0.3052(2) 0.9287(2) 0.0486(6) Uani 1 1 d . . . H24 H 0.5645 0.3028 0.9965 0.058 Uiso 1 1 calc R . . C25 C 0.6176(5) 0.3678(3) 0.7658(3) 0.0784(11) Uani 1 1 d . . . H25 H 0.6179 0.4178 0.6981 0.094 Uiso 1 1 calc R . . C26 C 0.6655(5) 0.2504(3) 0.7965(3) 0.0944(15) Uani 1 1 d . . . H26 H 0.7049 0.2046 0.7546 0.113 Uiso 1 1 calc R . . C27 C 0.6893(4) 0.0877(3) 0.9689(3) 0.0789(10) Uani 1 1 d . . . H27A H 0.6563 0.0395 0.9388 0.095 Uiso 1 1 calc R . . H27B H 0.6434 0.0817 1.0356 0.095 Uiso 1 1 calc R . . C28 C 0.8508(4) 0.0422(2) 0.9846(2) 0.0609(8) Uani 1 1 d . . . C29 C 0.9176(4) 0.0696(3) 1.0544(3) 0.0702(9) Uani 1 1 d . . . H29 H 0.8626 0.1166 1.0915 0.084 Uiso 1 1 calc R . . C30 C 1.0638(4) 0.0283(3) 1.0693(3) 0.0692(9) Uani 1 1 d . . . H30 H 1.1071 0.0478 1.1165 0.083 Uiso 1 1 calc R . . N1 N -0.0026(2) 0.33389(17) 0.08829(15) 0.0380(4) Uani 1 1 d . . . N2 N 0.0690(2) 0.36944(18) -0.07247(15) 0.0401(5) Uani 1 1 d . . . N3 N 0.0148(2) 0.05369(17) -0.39448(16) 0.0394(4) Uani 1 1 d . . . N4 N -0.0365(2) -0.11221(17) -0.31328(16) 0.0390(4) Uani 1 1 d . . . N5 N 0.6455(3) 0.2107(2) 0.9007(2) 0.0614(6) Uani 1 1 d . . . N6 N 0.5683(3) 0.4026(2) 0.84937(18) 0.0496(5) Uani 1 1 d . . . O1 O 0.12215(16) 0.34713(16) 0.30057(14) 0.0434(4) Uani 1 1 d . . . O2 O 0.30067(19) 0.2561(2) 0.22167(17) 0.0614(6) Uani 1 1 d . . . O3 O 0.82807(19) 0.3369(2) 0.42280(15) 0.0598(5) Uani 1 1 d . . . O4 O 0.79025(16) 0.33997(15) 0.26490(13) 0.0383(4) Uani 1 1 d . . . O5 O 0.53258(19) 0.38935(16) 0.13247(12) 0.0427(4) Uani 1 1 d . . . H5 H 0.4947 0.4498 0.1464 0.064 Uiso 1 1 calc R . . O6 O 0.62182(17) 0.20083(15) 0.21833(14) 0.0433(4) Uani 1 1 d . . . O1W O 0.5419(8) 1.0237(7) 0.3966(6) 0.148(3) Uani 0.50 1 d PD . . H1WB H 0.4652 1.0748 0.3693 0.177 Uiso 0.50 1 d PRD . . H1WA H 0.5313 0.9542 0.4093 0.177 Uiso 0.50 1 d PRD . . O2WA O 0.460(3) 0.073(2) 0.153(2) 0.049(6) Uani 0.25(5) 1 d PD A 1 H2WA H 0.4663 0.0119 0.2095 0.059 Uiso 0.25(5) 1 d PRD A 1 H2WB H 0.3773 0.0912 0.1249 0.059 Uiso 0.25(5) 1 d PRD A 1 O2WB O 0.434(3) 0.043(3) 0.175(2) 0.050(6) Uani 0.25(5) 1 d PD A 2 H2WC H 0.4958 0.0434 0.2165 0.060 Uiso 0.25(5) 1 d PRD A 2 H2WD H 0.4190 0.1091 0.1239 0.060 Uiso 0.25(5) 1 d PRD A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.02637(16) 0.04091(18) 0.03539(18) -0.01594(12) 0.00305(10) -0.01387(11) C1 0.0264(10) 0.0413(11) 0.0353(12) -0.0141(10) 0.0025(8) -0.0148(9) C2 0.0243(10) 0.0344(10) 0.0292(11) -0.0113(9) 0.0012(8) -0.0108(8) C3 0.0268(10) 0.0352(10) 0.0289(11) -0.0101(9) 0.0000(8) -0.0116(8) C4 0.0366(12) 0.0567(14) 0.0334(12) -0.0213(11) 0.0010(9) -0.0191(10) C5 0.0422(13) 0.0772(18) 0.0334(13) -0.0279(13) 0.0100(10) -0.0220(12) C6 0.0305(11) 0.0634(15) 0.0399(13) -0.0218(12) 0.0105(10) -0.0211(11) C7 0.0281(11) 0.0437(12) 0.0434(13) -0.0160(11) -0.0010(9) -0.0146(9) C8 0.0219(9) 0.0463(12) 0.0366(12) -0.0195(10) 0.0003(8) -0.0119(9) C9 0.0252(10) 0.0352(11) 0.0356(12) -0.0113(9) -0.0015(8) -0.0111(8) C10 0.0381(12) 0.0562(14) 0.0378(13) -0.0222(11) 0.0052(10) -0.0210(11) C11 0.0369(12) 0.0579(15) 0.0463(14) -0.0207(12) 0.0026(10) -0.0166(11) C12 0.0444(14) 0.0647(17) 0.0405(14) -0.0160(13) -0.0041(11) -0.0181(12) C13 0.0637(16) 0.0600(16) 0.0403(14) -0.0242(12) 0.0187(12) -0.0399(13) C14 0.0498(13) 0.0450(13) 0.0327(12) -0.0154(10) 0.0116(10) -0.0260(11) C15 0.0532(15) 0.0409(13) 0.0450(14) -0.0194(11) 0.0037(11) -0.0082(11) C16 0.0431(13) 0.0483(13) 0.0365(13) -0.0145(11) -0.0004(10) -0.0107(11) C17 0.0516(14) 0.0412(12) 0.0355(12) -0.0145(10) 0.0079(10) -0.0221(11) C18 0.093(2) 0.0352(13) 0.0541(18) -0.0142(12) -0.0177(16) -0.0073(14) C19 0.085(2) 0.0491(15) 0.0430(15) -0.0104(12) -0.0219(14) -0.0131(14) C20 0.0607(16) 0.0480(14) 0.0389(13) -0.0185(11) 0.0081(11) -0.0278(12) C21 0.0388(12) 0.0402(12) 0.0492(14) -0.0207(11) 0.0001(10) -0.0116(10) C22 0.0353(12) 0.0492(14) 0.0523(15) -0.0175(12) -0.0024(11) -0.0093(10) C23 0.0443(14) 0.0437(13) 0.0505(15) -0.0135(12) -0.0049(11) -0.0056(11) C24 0.0479(14) 0.0537(15) 0.0428(14) -0.0157(12) 0.0002(11) -0.0123(12) C25 0.117(3) 0.0587(18) 0.0411(17) -0.0149(14) -0.0023(17) 0.0030(19) C26 0.152(4) 0.060(2) 0.054(2) -0.0275(17) 0.005(2) 0.007(2) C27 0.091(3) 0.0464(17) 0.085(3) -0.0051(16) 0.002(2) -0.0162(16) C28 0.088(2) 0.0357(13) 0.0503(17) -0.0063(12) 0.0007(15) -0.0123(14) C29 0.099(3) 0.0472(16) 0.060(2) -0.0239(15) 0.0025(18) -0.0066(16) C30 0.103(3) 0.0461(16) 0.0572(19) -0.0201(14) -0.0075(18) -0.0123(17) N1 0.0355(10) 0.0493(11) 0.0350(10) -0.0170(9) 0.0040(8) -0.0173(8) N2 0.0463(11) 0.0503(11) 0.0351(11) -0.0202(9) 0.0078(9) -0.0254(9) N3 0.0469(11) 0.0392(10) 0.0372(11) -0.0158(9) 0.0032(9) -0.0163(9) N4 0.0364(10) 0.0421(10) 0.0441(12) -0.0185(9) 0.0018(8) -0.0142(8) N5 0.0773(17) 0.0451(13) 0.0543(15) -0.0141(11) -0.0014(12) -0.0076(12) N6 0.0518(13) 0.0489(12) 0.0459(13) -0.0184(10) -0.0040(10) -0.0057(10) O1 0.0233(7) 0.0583(10) 0.0593(11) -0.0286(9) 0.0024(7) -0.0170(7) O2 0.0338(9) 0.0953(16) 0.0785(15) -0.0611(13) -0.0022(9) -0.0138(9) O3 0.0338(9) 0.1079(17) 0.0513(11) -0.0346(12) -0.0043(8) -0.0283(10) O4 0.0253(7) 0.0543(10) 0.0393(9) -0.0171(8) 0.0047(6) -0.0160(7) O5 0.0465(10) 0.0513(10) 0.0301(9) -0.0179(8) 0.0015(7) -0.0080(8) O6 0.0354(8) 0.0475(10) 0.0537(11) -0.0282(8) 0.0003(7) -0.0075(7) O1W 0.122(6) 0.121(6) 0.134(7) 0.008(5) 0.021(5) 0.001(5) O2WA 0.040(7) 0.056(10) 0.081(11) -0.045(9) 0.040(5) -0.043(4) O2WB 0.040(8) 0.058(10) 0.077(10) -0.041(9) 0.039(5) -0.040(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.9434(17) . ? Zn1 O4 1.9665(19) 1_455 ? Zn1 N1 1.988(2) . ? Zn1 N4 1.997(2) 2 ? C1 C6 1.384(3) . ? C1 C2 1.402(3) . ? C1 C7 1.509(3) . ? C2 C3 1.401(3) . ? C2 C8 1.510(3) . ? C3 C4 1.392(3) . ? C3 C9 1.504(3) . ? C4 C5 1.380(3) . ? C4 H4 0.9300 . ? C5 C6 1.386(3) . ? C5 H5A 0.9300 . ? C6 H6 0.9300 . ? C7 O2 1.222(3) . ? C7 O1 1.268(3) . ? C8 O6 1.220(3) . ? C8 O5 1.296(3) . ? C9 O3 1.225(3) . ? C9 O4 1.272(3) . ? C10 N1 1.320(3) . ? C10 N2 1.326(3) . ? C10 H10 0.9300 . ? C11 C12 1.349(4) . ? C11 N1 1.369(3) . ? C11 H11 0.9300 . ? C12 N2 1.374(3) . ? C12 H12 0.9300 . ? C13 N2 1.471(3) . ? C13 C14 1.497(3) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C19 1.369(4) . ? C14 C15 1.371(4) . ? C15 C16 1.396(4) . ? C15 H15 0.9300 . ? C16 C17 1.375(4) . ? C16 H16 0.9300 . ? C17 C18 1.389(4) . ? C17 C20 1.503(3) . ? C18 C19 1.372(4) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C20 N3 1.472(3) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 N4 1.319(3) . ? C21 N3 1.335(3) . ? C21 H21 0.9300 . ? C22 C23 1.344(4) . ? C22 N4 1.378(3) . ? C22 H22 0.9300 . ? C23 N3 1.366(3) . ? C23 H23 0.9300 . ? C24 N6 1.313(4) . ? C24 N5 1.325(4) . ? C24 H24 0.9300 . ? C25 C26 1.338(5) . ? C25 N6 1.360(4) . ? C25 H25 0.9300 . ? C26 N5 1.362(5) . ? C26 H26 0.9300 . ? C27 N5 1.470(4) . ? C27 C28 1.505(5) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 C29 1.379(5) . ? C28 C30 1.388(4) 2_757 ? C29 C30 1.362(5) . ? C29 H29 0.9300 . ? C30 C28 1.388(4) 2_757 ? C30 H30 0.9300 . ? N4 Zn1 1.997(2) 2 ? O4 Zn1 1.9665(19) 1_655 ? O5 H5 0.8200 . ? O1W H1WB 0.8427 . ? O1W H1WA 0.8668 . ? O2WA H2WA 0.8770 . ? O2WA H2WB 0.8540 . ? O2WA H2WC 0.8772 . ? O2WA H2WD 0.5717 . ? O2WB H2WA 0.5485 . ? O2WB H2WB 0.8566 . ? O2WB H2WC 0.8538 . ? O2WB H2WD 0.8705 . ? 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 115.86(8) . 1_455 ? O1 Zn1 N1 114.68(8) . . ? O4 Zn1 N1 99.33(7) 1_455 . ? O1 Zn1 N4 110.52(9) . 2 ? O4 Zn1 N4 100.92(8) 1_455 2 ? N1 Zn1 N4 114.42(8) . 2 ? C6 C1 C2 120.5(2) . . ? C6 C1 C7 117.3(2) . . ? C2 C1 C7 122.2(2) . . ? C3 C2 C1 118.55(19) . . ? C3 C2 C8 121.23(18) . . ? C1 C2 C8 120.21(18) . . ? C4 C3 C2 119.9(2) . . ? C4 C3 C9 117.30(19) . . ? C2 C3 C9 122.79(19) . . ? C5 C4 C3 121.1(2) . . ? C5 C4 H4 119.5 . . ? C3 C4 H4 119.5 . . ? C4 C5 C6 119.2(2) . . ? C4 C5 H5A 120.4 . . ? C6 C5 H5A 120.4 . . ? C1 C6 C5 120.7(2) . . ? C1 C6 H6 119.6 . . ? C5 C6 H6 119.7 . . ? O2 C7 O1 123.8(2) . . ? O2 C7 C1 120.6(2) . . ? O1 C7 C1 115.5(2) . . ? O6 C8 O5 122.4(2) . . ? O6 C8 C2 121.4(2) . . ? O5 C8 C2 116.19(19) . . ? O3 C9 O4 124.4(2) . . ? O3 C9 C3 118.9(2) . . ? O4 C9 C3 116.65(18) . . ? N1 C10 N2 111.6(2) . . ? N1 C10 H10 124.2 . . ? N2 C10 H10 124.2 . . ? C12 C11 N1 109.2(2) . . ? C12 C11 H11 125.4 . . ? N1 C11 H11 125.4 . . ? C11 C12 N2 106.4(2) . . ? C11 C12 H12 126.8 . . ? N2 C12 H12 126.8 . . ? N2 C13 C14 112.2(2) . . ? N2 C13 H13A 109.2 . . ? C14 C13 H13A 109.2 . . ? N2 C13 H13B 109.2 . . ? C14 C13 H13B 109.2 . . ? H13A C13 H13B 107.9 . . ? C19 C14 C15 118.9(2) . . ? C19 C14 C13 121.0(3) . . ? C15 C14 C13 120.1(2) . . ? C14 C15 C16 120.7(2) . . ? C14 C15 H15 119.6 . . ? C16 C15 H15 119.6 . . ? C17 C16 C15 119.9(2) . . ? C17 C16 H16 120.1 . . ? C15 C16 H16 120.1 . . ? C16 C17 C18 118.9(2) . . ? C16 C17 C20 120.5(2) . . ? C18 C17 C20 120.5(2) . . ? C19 C18 C17 120.3(3) . . ? C19 C18 H18 119.8 . . ? C17 C18 H18 119.8 . . ? C14 C19 C18 121.2(3) . . ? C14 C19 H19 119.4 . . ? C18 C19 H19 119.4 . . ? N3 C20 C17 112.4(2) . . ? N3 C20 H20A 109.1 . . ? C17 C20 H20A 109.1 . . ? N3 C20 H20B 109.1 . . ? C17 C20 H20B 109.1 . . ? H20A C20 H20B 107.9 . . ? N4 C21 N3 111.0(2) . . ? N4 C21 H21 124.5 . . ? N3 C21 H21 124.5 . . ? C23 C22 N4 109.4(2) . . ? C23 C22 H22 125.3 . . ? N4 C22 H22 125.3 . . ? C22 C23 N3 106.4(2) . . ? C22 C23 H23 126.8 . . ? N3 C23 H23 126.8 . . ? N6 C24 N5 112.0(3) . . ? N6 C24 H24 124.0 . . ? N5 C24 H24 124.0 . . ? C26 C25 N6 109.3(3) . . ? C26 C25 H25 125.4 . . ? N6 C25 H25 125.4 . . ? C25 C26 N5 107.0(3) . . ? C25 C26 H26 126.5 . . ? N5 C26 H26 126.5 . . ? N5 C27 C28 111.6(3) . . ? N5 C27 H27A 109.3 . . ? C28 C27 H27A 109.3 . . ? N5 C27 H27B 109.3 . . ? C28 C27 H27B 109.3 . . ? H27A C27 H27B 108.0 . . ? C29 C28 C30 118.2(3) . 2_757 ? C29 C28 C27 120.1(3) . . ? C30 C28 C27 121.7(3) 2_757 . ? C30 C29 C28 120.5(3) . . ? C30 C29 H29 119.8 . . ? C28 C29 H29 119.8 . . ? C29 C30 C28 121.3(3) . 2_757 ? C29 C30 H30 119.3 . . ? C28 C30 H30 119.3 2_757 . ? C10 N1 C11 105.8(2) . . ? C10 N1 Zn1 127.74(17) . . ? C11 N1 Zn1 126.47(16) . . ? C10 N2 C12 107.0(2) . . ? C10 N2 C13 125.8(2) . . ? C12 N2 C13 127.1(2) . . ? C21 N3 C23 107.6(2) . . ? C21 N3 C20 125.9(2) . . ? C23 N3 C20 126.5(2) . . ? C21 N4 C22 105.6(2) . . ? C21 N4 Zn1 122.81(17) . 2 ? C22 N4 Zn1 131.44(17) . 2 ? C24 N5 C26 106.3(3) . . ? C24 N5 C27 127.2(3) . . ? C26 N5 C27 126.4(3) . . ? C24 N6 C25 105.4(2) . . ? C7 O1 Zn1 113.19(15) . . ? C9 O4 Zn1 118.00(14) . 1_655 ? C8 O5 H5 109.5 . . ? H1WB O1W H1WA 109.4 . . ? H2WA O2WA H2WB 108.4 . . ? H2WA O2WA H2WC 38.9 . . ? H2WB O2WA H2WC 136.1 . . ? H2WA O2WA H2WD 141.5 . . ? H2WB O2WA H2WD 35.7 . . ? H2WC O2WA H2WD 147.2 . . ? H2WA O2WB H2WB 174.9 . . ? H2WA O2WB H2WC 42.7 . . ? H2WB O2WB H2WC 139.8 . . ? H2WA O2WB H2WD 149.5 . . ? H2WB O2WB H2WD 34.5 . . ? H2WC O2WB H2WD 107.7 . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.668 _refine_diff_density_min -0.364 _refine_diff_density_rms 0.089 # Attachment '2.cif' data_2 #TrackingRef '- 794299 - 794303.cif' _database_code_depnum_ccdc_archive 'CCDC 794300' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H20 N4 O6 Zn' _chemical_formula_sum 'C24 H20 N4 O6 Zn' _chemical_formula_weight 525.81 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-p 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.785(2) _cell_length_b 9.037(2) _cell_length_c 17.055(4) _cell_angle_alpha 102.021(3) _cell_angle_beta 96.298(3) _cell_angle_gamma 100.567(3) _cell_volume 1139.9(5) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3221 _cell_measurement_theta_min 2.36 _cell_measurement_theta_max 27.37 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.532 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 540 _exptl_absorpt_coefficient_mu 1.127 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.675 _exptl_absorpt_correction_T_max 0.712 _exptl_absorpt_process_details '(SADABS; Sheldrick, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker AXS SMART APEX CCD ' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9954 _diffrn_reflns_av_R_equivalents 0.0269 _diffrn_reflns_av_sigmaI/netI 0.0448 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.36 _diffrn_reflns_theta_max 27.58 _reflns_number_total 5149 _reflns_number_gt 4126 _reflns_threshold_expression >2sigma(I) _computing_data_collection SMART(Burker,1997--2002) _computing_cell_refinement 'SAINT-plus(Bruker, 2003)' _computing_data_reduction SAINT-plus _computing_structure_solution 'SHELXTL(Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0622P)^2^+0.7762P] 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 5149 _refine_ls_number_parameters 317 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0575 _refine_ls_R_factor_gt 0.0420 _refine_ls_wR_factor_ref 0.1273 _refine_ls_wR_factor_gt 0.1058 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _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 -0.09963(4) 0.74167(4) 0.25196(2) 0.03010(12) Uani 1 1 d . . . C1 C -0.4142(4) 1.0638(3) 0.24733(17) 0.0276(6) Uani 1 1 d . . . C2 C -0.3305(4) 1.2106(3) 0.23944(17) 0.0263(6) Uani 1 1 d . . . C3 C -0.4303(4) 1.3081(3) 0.21073(18) 0.0296(6) Uani 1 1 d . . . C4 C -0.6118(4) 1.2564(4) 0.1886(2) 0.0404(7) Uani 1 1 d . . . H4 H -0.6779 1.3183 0.1669 0.048 Uiso 1 1 calc R . . C5 C -0.6959(4) 1.1141(4) 0.1983(2) 0.0443(8) Uani 1 1 d . . . H5 H -0.8181 1.0824 0.1851 0.053 Uiso 1 1 calc R . . C6 C -0.5973(4) 1.0189(4) 0.2277(2) 0.0391(7) Uani 1 1 d . . . H6 H -0.6544 0.9236 0.2344 0.047 Uiso 1 1 calc R . . C7 C -0.3147(4) 0.9490(3) 0.27220(19) 0.0330(6) Uani 1 1 d . . . C8 C -0.1330(4) 1.2617(3) 0.25962(18) 0.0301(6) Uani 1 1 d . . . C9 C -0.3472(4) 1.4703(4) 0.2062(2) 0.0347(7) Uani 1 1 d . . . C10 C 0.1082(5) 1.3288(7) 0.3658(3) 0.0840(17) Uani 1 1 d . . . H10A H 0.1701 1.2516 0.3430 0.126 Uiso 1 1 calc R . . H10B H 0.1309 1.3491 0.4239 0.126 Uiso 1 1 calc R . . H10C H 0.1481 1.4223 0.3487 0.126 Uiso 1 1 calc R . . C11 C 0.2410(4) 0.7954(4) 0.3752(2) 0.0365(7) Uani 1 1 d . . . H11 H 0.3157 0.7817 0.3365 0.044 Uiso 1 1 calc R . . C12 C 0.0132(5) 0.8191(6) 0.4313(2) 0.0633(12) Uani 1 1 d . . . H12 H -0.1020 0.8251 0.4389 0.076 Uiso 1 1 calc R . . C13 C 0.1478(5) 0.8318(6) 0.4908(2) 0.0647(12) Uani 1 1 d . . . H13 H 0.1427 0.8478 0.5461 0.078 Uiso 1 1 calc R . . C14 C 0.4689(4) 0.8116(4) 0.4942(2) 0.0381(7) Uani 1 1 d . . . H14A H 0.4912 0.8761 0.5489 0.046 Uiso 1 1 calc R . . H14B H 0.5578 0.8539 0.4646 0.046 Uiso 1 1 calc R . . C15 C 0.4857(4) 0.6512(3) 0.49769(19) 0.0315(6) Uani 1 1 d . . . C16 C 0.4336(4) 0.5885(4) 0.56121(19) 0.0388(7) Uani 1 1 d . . . H16 H 0.3890 0.6474 0.6025 0.047 Uiso 1 1 calc R . . C17 C 0.5522(4) 0.5624(4) 0.4365(2) 0.0389(7) Uani 1 1 d . . . H17 H 0.5875 0.6035 0.3938 0.047 Uiso 1 1 calc R . . C18 C 0.0484(5) 0.7464(4) 0.0958(2) 0.0451(8) Uani 1 1 d . . . H18 H -0.0194 0.8142 0.0817 0.054 Uiso 1 1 calc R . . C19 C 0.1610(5) 0.5986(4) 0.1587(2) 0.0482(9) Uani 1 1 d . . . H19 H 0.1845 0.5436 0.1976 0.058 Uiso 1 1 calc R . . C20 C 0.2385(5) 0.5979(5) 0.0924(3) 0.0558(10) Uani 1 1 d . . . H20 H 0.3250 0.5438 0.0773 0.067 Uiso 1 1 calc R . . C21 C 0.2142(7) 0.7286(6) -0.0237(2) 0.0697(13) Uani 1 1 d . . . H21A H 0.1106 0.7448 -0.0551 0.084 Uiso 1 1 calc R . . H21B H 0.2509 0.6407 -0.0553 0.084 Uiso 1 1 calc R . . C22 C 0.3624(6) 0.8718(5) -0.0101(2) 0.0596(11) Uani 1 1 d . . . C23 C 0.5244(7) 0.8805(6) 0.0355(3) 0.0719(13) Uani 1 1 d . . . H23 H 0.5412 0.7997 0.0595 0.086 Uiso 1 1 calc R . . C24 C 0.3375(7) 0.9911(6) -0.0459(3) 0.0673(12) Uani 1 1 d . . . H24 H 0.2295 0.9860 -0.0768 0.081 Uiso 1 1 calc R . . N1 N 0.0720(3) 0.7959(3) 0.35803(16) 0.0363(6) Uani 1 1 d . . . N2 N 0.2919(3) 0.8168(3) 0.45459(16) 0.0329(5) Uani 1 1 d . . . N3 N 0.0408(3) 0.6935(3) 0.16028(17) 0.0366(6) Uani 1 1 d . . . N4 N 0.1665(4) 0.6920(3) 0.05120(17) 0.0437(7) Uani 1 1 d . . . O1 O -0.1878(3) 0.9228(2) 0.23353(14) 0.0391(5) Uani 1 1 d . . . O2 O -0.3621(3) 0.8835(3) 0.32557(16) 0.0520(6) Uani 1 1 d . . . O3 O -0.0792(3) 1.2736(3) 0.33819(13) 0.0434(6) Uani 1 1 d . . . O4 O -0.0361(3) 1.2873(3) 0.21170(14) 0.0437(6) Uani 1 1 d . . . O5 O -0.2266(3) 1.5443(2) 0.26565(14) 0.0395(5) Uani 1 1 d . . . O6 O -0.3963(4) 1.5222(3) 0.14884(18) 0.0594(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.03277(19) 0.02493(18) 0.0357(2) 0.01027(14) 0.00635(14) 0.00963(13) C1 0.0321(14) 0.0215(13) 0.0315(15) 0.0050(11) 0.0063(11) 0.0120(11) C2 0.0289(13) 0.0241(13) 0.0256(14) 0.0032(11) 0.0049(11) 0.0074(11) C3 0.0322(14) 0.0232(14) 0.0357(16) 0.0062(12) 0.0062(12) 0.0120(11) C4 0.0347(16) 0.0350(17) 0.054(2) 0.0135(15) 0.0026(14) 0.0131(13) C5 0.0249(14) 0.0368(17) 0.069(2) 0.0113(16) -0.0004(15) 0.0059(13) C6 0.0323(15) 0.0296(16) 0.054(2) 0.0132(14) 0.0056(14) -0.0003(12) C7 0.0319(15) 0.0255(14) 0.0387(17) 0.0058(13) -0.0018(12) 0.0052(12) C8 0.0302(14) 0.0257(14) 0.0373(16) 0.0095(12) 0.0064(12) 0.0099(11) C9 0.0370(16) 0.0296(15) 0.0422(18) 0.0103(13) 0.0115(14) 0.0133(13) C10 0.039(2) 0.137(5) 0.060(3) 0.017(3) -0.010(2) -0.004(3) C11 0.0370(16) 0.0382(17) 0.0375(17) 0.0122(14) 0.0071(13) 0.0112(13) C12 0.0394(19) 0.106(4) 0.045(2) 0.007(2) 0.0091(17) 0.026(2) C13 0.052(2) 0.109(4) 0.036(2) 0.015(2) 0.0100(17) 0.025(2) C14 0.0383(16) 0.0264(15) 0.0474(19) 0.0078(14) -0.0050(14) 0.0095(13) C15 0.0316(14) 0.0262(14) 0.0372(16) 0.0080(12) 0.0000(12) 0.0094(11) C16 0.0475(18) 0.0400(18) 0.0313(16) 0.0045(13) 0.0087(14) 0.0180(14) C17 0.0450(18) 0.0420(18) 0.0352(17) 0.0175(14) 0.0095(14) 0.0112(14) C18 0.0474(19) 0.0438(19) 0.046(2) 0.0147(16) 0.0079(16) 0.0102(15) C19 0.059(2) 0.0377(18) 0.062(2) 0.0202(17) 0.0236(18) 0.0256(16) C20 0.060(2) 0.050(2) 0.068(3) 0.017(2) 0.030(2) 0.0247(18) C21 0.084(3) 0.076(3) 0.038(2) 0.008(2) 0.016(2) -0.007(2) C22 0.074(3) 0.063(3) 0.036(2) 0.0043(18) 0.0191(19) -0.001(2) C23 0.086(3) 0.077(3) 0.053(3) 0.023(2) 0.019(2) 0.003(3) C24 0.076(3) 0.075(3) 0.046(2) 0.013(2) 0.016(2) 0.001(2) N1 0.0366(14) 0.0353(14) 0.0377(15) 0.0108(11) 0.0035(11) 0.0079(11) N2 0.0351(13) 0.0275(12) 0.0381(14) 0.0107(11) 0.0022(11) 0.0099(10) N3 0.0374(14) 0.0303(13) 0.0447(16) 0.0107(12) 0.0134(12) 0.0073(11) N4 0.0481(16) 0.0446(16) 0.0373(15) 0.0090(13) 0.0146(13) 0.0034(13) O1 0.0413(12) 0.0322(11) 0.0515(14) 0.0159(10) 0.0114(10) 0.0180(9) O2 0.0543(15) 0.0565(16) 0.0604(16) 0.0369(14) 0.0172(12) 0.0187(12) O3 0.0330(11) 0.0594(15) 0.0333(12) 0.0101(11) -0.0022(9) 0.0039(10) O4 0.0328(11) 0.0576(15) 0.0472(14) 0.0225(12) 0.0124(10) 0.0106(10) O5 0.0468(13) 0.0268(11) 0.0424(13) 0.0080(10) 0.0057(10) 0.0019(9) O6 0.0641(17) 0.0497(16) 0.0692(18) 0.0340(14) -0.0051(14) 0.0102(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 O5 1.947(2) 1_545 ? Zn1 O1 1.957(2) . ? Zn1 N3 2.024(3) . ? Zn1 N1 2.039(3) . ? C1 C6 1.391(4) . ? C1 C2 1.407(4) . ? C1 C7 1.504(4) . ? C2 C3 1.402(4) . ? C2 C8 1.501(4) . ? C3 C4 1.388(4) . ? C3 C9 1.511(4) . ? C4 C5 1.383(5) . ? C4 H4 0.9300 . ? C5 C6 1.384(5) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 O2 1.238(4) . ? C7 O1 1.277(4) . ? C8 O4 1.201(3) . ? C8 O3 1.335(4) . ? C9 O6 1.224(4) . ? C9 O5 1.278(4) . ? C10 O3 1.443(4) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 N1 1.317(4) . ? C11 N2 1.332(4) . ? C11 H11 0.9300 . ? C12 C13 1.348(5) . ? C12 N1 1.365(4) . ? C12 H12 0.9300 . ? C13 N2 1.353(5) . ? C13 H13 0.9300 . ? C14 N2 1.479(4) . ? C14 C15 1.492(4) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C17 1.386(4) . ? C15 C16 1.388(4) . ? C16 C17 1.396(5) 2_666 ? C16 H16 0.9300 . ? C17 C16 1.396(5) 2_666 ? C17 H17 0.9300 . ? C18 N3 1.290(4) . ? C18 N4 1.352(4) . ? C18 H18 0.9300 . ? C19 C20 1.338(5) . ? C19 N3 1.379(4) . ? C19 H19 0.9300 . ? C20 N4 1.367(5) . ? C20 H20 0.9300 . ? C21 N4 1.454(5) . ? C21 C22 1.526(6) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C24 1.378(6) . ? C22 C23 1.387(7) . ? C23 C24 1.396(6) 2_675 ? C23 H23 0.9300 . ? C24 C23 1.396(6) 2_675 ? C24 H24 0.9300 . ? O5 Zn1 1.947(2) 1_565 ? 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 O5 Zn1 O1 130.13(10) 1_545 . ? O5 Zn1 N3 106.94(10) 1_545 . ? O1 Zn1 N3 103.59(10) . . ? O5 Zn1 N1 96.32(10) 1_545 . ? O1 Zn1 N1 110.91(10) . . ? N3 Zn1 N1 107.44(11) . . ? C6 C1 C2 118.8(3) . . ? C6 C1 C7 118.0(3) . . ? C2 C1 C7 123.2(3) . . ? C3 C2 C1 120.3(3) . . ? C3 C2 C8 119.7(2) . . ? C1 C2 C8 120.0(2) . . ? C4 C3 C2 119.1(3) . . ? C4 C3 C9 118.8(3) . . ? C2 C3 C9 122.0(3) . . ? C5 C4 C3 120.9(3) . . ? C5 C4 H4 119.5 . . ? C3 C4 H4 119.5 . . ? C4 C5 C6 119.8(3) . . ? C4 C5 H5 120.1 . . ? C6 C5 H5 120.1 . . ? C5 C6 C1 121.0(3) . . ? C5 C6 H6 119.5 . . ? C1 C6 H6 119.5 . . ? O2 C7 O1 124.5(3) . . ? O2 C7 C1 119.5(3) . . ? O1 C7 C1 116.0(3) . . ? O4 C8 O3 124.4(3) . . ? O4 C8 C2 124.8(3) . . ? O3 C8 C2 110.8(2) . . ? O6 C9 O5 124.7(3) . . ? O6 C9 C3 120.4(3) . . ? O5 C9 C3 115.0(3) . . ? O3 C10 H10A 109.5 . . ? O3 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? O3 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N1 C11 N2 111.8(3) . . ? N1 C11 H11 124.1 . . ? N2 C11 H11 124.1 . . ? C13 C12 N1 109.5(3) . . ? C13 C12 H12 125.2 . . ? N1 C12 H12 125.2 . . ? C12 C13 N2 106.7(3) . . ? C12 C13 H13 126.6 . . ? N2 C13 H13 126.6 . . ? N2 C14 C15 112.4(2) . . ? N2 C14 H14A 109.1 . . ? C15 C14 H14A 109.1 . . ? N2 C14 H14B 109.1 . . ? C15 C14 H14B 109.1 . . ? H14A C14 H14B 107.8 . . ? C17 C15 C16 119.3(3) . . ? C17 C15 C14 120.0(3) . . ? C16 C15 C14 120.8(3) . . ? C15 C16 C17 120.4(3) . 2_666 ? C15 C16 H16 119.8 . . ? C17 C16 H16 119.8 2_666 . ? C15 C17 C16 120.4(3) . 2_666 ? C15 C17 H17 119.8 . . ? C16 C17 H17 119.8 2_666 . ? N3 C18 N4 112.2(3) . . ? N3 C18 H18 123.9 . . ? N4 C18 H18 123.9 . . ? C20 C19 N3 109.4(3) . . ? C20 C19 H19 125.3 . . ? N3 C19 H19 125.3 . . ? C19 C20 N4 106.9(3) . . ? C19 C20 H20 126.5 . . ? N4 C20 H20 126.5 . . ? N4 C21 C22 113.4(3) . . ? N4 C21 H21A 108.9 . . ? C22 C21 H21A 108.9 . . ? N4 C21 H21B 108.9 . . ? C22 C21 H21B 108.9 . . ? H21A C21 H21B 107.7 . . ? C24 C22 C23 119.7(4) . . ? C24 C22 C21 119.7(4) . . ? C23 C22 C21 120.6(4) . . ? C22 C23 C24 120.9(5) . 2_675 ? C22 C23 H23 119.6 . . ? C24 C23 H23 119.6 2_675 . ? C22 C24 C23 119.4(5) . 2_675 ? C22 C24 H24 120.3 . . ? C23 C24 H24 120.3 2_675 . ? C11 N1 C12 105.0(3) . . ? C11 N1 Zn1 133.1(2) . . ? C12 N1 Zn1 121.2(2) . . ? C11 N2 C13 106.9(3) . . ? C11 N2 C14 126.0(3) . . ? C13 N2 C14 126.9(3) . . ? C18 N3 C19 105.6(3) . . ? C18 N3 Zn1 130.1(2) . . ? C19 N3 Zn1 124.2(2) . . ? C18 N4 C20 105.9(3) . . ? C18 N4 C21 128.0(4) . . ? C20 N4 C21 126.1(3) . . ? C7 O1 Zn1 113.34(19) . . ? C8 O3 C10 115.9(3) . . ? C9 O5 Zn1 114.4(2) . 1_565 ? _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 27.58 _diffrn_measured_fraction_theta_full 0.975 _refine_diff_density_max 0.593 _refine_diff_density_min -0.431 _refine_diff_density_rms 0.088 # Attachment '3.cif' data_3 #TrackingRef '- 794299 - 794303.cif' _database_code_depnum_ccdc_archive 'CCDC 794301' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C38 H26 N4 O14 Zn3), H2 O, 3(H4 O2)' _chemical_formula_sum 'C76 H66 N8 O35 Zn6' _chemical_formula_weight 2043.59 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 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 20.920(3) _cell_length_b 9.4373(13) _cell_length_c 22.981(3) _cell_angle_alpha 90.00 _cell_angle_beta 108.736(2) _cell_angle_gamma 90.00 _cell_volume 4296.6(10) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2445 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 21.56 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.32 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.580 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2076 _exptl_absorpt_coefficient_mu 1.740 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.485 _exptl_absorpt_correction_T_max 0.570 _exptl_absorpt_process_details '(SADABS; Sheldrick, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker AXS SMART APEX CCD ' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17069 _diffrn_reflns_av_R_equivalents 0.0604 _diffrn_reflns_av_sigmaI/netI 0.0608 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 26.48 _reflns_number_total 4441 _reflns_number_gt 2831 _reflns_threshold_expression >2sigma(I) _computing_data_collection SMART(Burker,1997--2002) _computing_cell_refinement 'SAINT-plus(Bruker, 2003)' _computing_data_reduction SAINT-plus _computing_structure_solution 'SHELXTL(Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.1603P)^2^+15.8753P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4441 _refine_ls_number_parameters 317 _refine_ls_number_restraints 13 _refine_ls_R_factor_all 0.1183 _refine_ls_R_factor_gt 0.0768 _refine_ls_wR_factor_ref 0.2692 _refine_ls_wR_factor_gt 0.2389 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.068 _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 0.21273(4) 0.85705(8) 0.26117(4) 0.0354(3) Uani 1 1 d . . . Zn2 Zn 0.5000 0.58471(16) 0.2500 0.0519(4) Uani 1 2 d S . . C1 C 0.3286(4) 0.7414(7) 0.1665(3) 0.0327(15) Uani 1 1 d . . . C2 C 0.3369(3) 0.8754(7) 0.1930(3) 0.0310(14) Uani 1 1 d . . . C3 C 0.3302(4) 0.9933(7) 0.1566(3) 0.0392(17) Uani 1 1 d . A . C4 C 0.3166(4) 0.9801(8) 0.0949(3) 0.0464(19) Uani 1 1 d . . . H4 H 0.3133 1.0605 0.0707 0.056 Uiso 1 1 calc R . . C5 C 0.3078(5) 0.8479(9) 0.0681(4) 0.050(2) Uani 1 1 d . . . H5 H 0.2987 0.8390 0.0259 0.060 Uiso 1 1 calc R . . C6 C 0.3125(4) 0.7303(8) 0.1036(4) 0.0445(19) Uani 1 1 d . . . H6 H 0.3048 0.6414 0.0852 0.053 Uiso 1 1 calc R . . C7 C 0.3390(4) 0.6084(7) 0.2047(3) 0.0352(16) Uani 1 1 d . . . C8 C 0.3553(4) 0.8880(7) 0.2636(3) 0.0369(17) Uani 1 1 d . . . C9 C 0.3321(5) 1.1430(8) 0.1820(4) 0.057(2) Uani 1 1 d . . . C10 C 0.1565(4) 1.0068(8) 0.1435(3) 0.0465(19) Uani 1 1 d . . . H10 H 0.1690 1.0878 0.1675 0.056 Uiso 1 1 calc R . . C11 C 0.1263(4) 1.0206(8) 0.0811(4) 0.049(2) Uani 1 1 d . . . H11 H 0.1194 1.1107 0.0639 0.058 Uiso 1 1 calc R . . C12 C 0.1063(4) 0.9054(9) 0.0439(3) 0.0425(18) Uani 1 1 d . . . C13 C 0.1183(5) 0.7733(9) 0.0731(4) 0.059(2) Uani 1 1 d . . . H13 H 0.1060 0.6909 0.0500 0.071 Uiso 1 1 calc R . . C14 C 0.1480(5) 0.7649(9) 0.1351(4) 0.057(2) Uani 1 1 d . . . H14 H 0.1545 0.6761 0.1536 0.068 Uiso 1 1 calc R . . C15 C 0.0103(5) 0.8167(12) -0.1202(4) 0.064(3) Uani 1 1 d . . . H15 H -0.0172 0.7438 -0.1416 0.077 Uiso 1 1 calc R . . C16 C 0.0343(5) 0.8091(12) -0.0577(4) 0.065(3) Uani 1 1 d . . . H16 H 0.0234 0.7316 -0.0377 0.078 Uiso 1 1 calc R . . C17 C 0.0743(4) 0.9143(9) -0.0240(3) 0.047(2) Uani 1 1 d . . . C18 C 0.0878(6) 1.0249(10) -0.0548(4) 0.076(3) Uani 1 1 d . . . H18 H 0.1147 1.0993 -0.0339 0.091 Uiso 1 1 calc R . . C19 C 0.0602(7) 1.0260(10) -0.1200(4) 0.080(4) Uani 1 1 d . . . H19 H 0.0685 1.1049 -0.1408 0.096 Uiso 1 1 calc R . . N1 N 0.1683(3) 0.8798(6) 0.1704(3) 0.0390(14) Uani 1 1 d . . . N2 N 0.0243(4) 0.9245(9) -0.1523(3) 0.0557(19) Uani 1 1 d . . . O1 O 0.3947(3) 0.5840(6) 0.2439(2) 0.0445(13) Uani 1 1 d . . . O2 O 0.2893(3) 0.5280(6) 0.1924(3) 0.0542(15) Uani 1 1 d . . . O3 O 0.3125(3) 0.8443(5) 0.2874(2) 0.0415(12) Uani 1 1 d . . . O4 O 0.4107(3) 0.9355(6) 0.2927(3) 0.0494(14) Uani 1 1 d . . . O5 O 0.3071(3) 1.1614(6) 0.2223(3) 0.0551(15) Uani 1 1 d . . . O6 O 0.376(3) 1.227(3) 0.170(3) 0.091(16) Uani 0.52(9) 1 d PU A 1 O6' O 0.329(5) 1.243(2) 0.1474(16) 0.115(16) Uani 0.48(9) 1 d PU A 2 O7 O 0.5000 0.8037(10) 0.2500 0.064(2) Uani 1 2 d S . . H7A H 0.5390 0.8337 0.2523 0.076 Uiso 0.50 1 d PR . . H7B H 0.4896 0.8337 0.2807 0.076 Uiso 0.50 1 d PR . . O8 O 0.5000 0.3598(11) 0.2500 0.098(4) Uani 1 2 d SD . . H8 H 0.498(7) 0.326(13) 0.284(3) 0.117 Uiso 1 1 d D . . O1W O 0.3708(8) 0.9013(13) 0.4230(5) 0.069(4) Uani 0.50 1 d P . . H1WB H 0.4008 0.8371 0.4328 0.083 Uiso 0.50 1 d PR . . H1WA H 0.3336 0.8729 0.4261 0.083 Uiso 0.50 1 d PR . . O2W O 0.2454(9) 0.3493(16) 0.0481(6) 0.083(5) Uani 0.50 1 d P . . H2WA H 0.2855 0.3417 0.0471 0.100 Uiso 0.50 1 d PR . . H2WB H 0.2219 0.2777 0.0319 0.100 Uiso 0.50 1 d PR . . O3W O 0.5049(9) 0.1424(18) 0.3567(10) 0.114(7) Uani 0.50 1 d P . . H3WB H 0.5258 0.0818 0.3833 0.137 Uiso 0.50 1 d PR . . H3WA H 0.4633 0.1192 0.3381 0.137 Uiso 0.50 1 d PR . . O4W O 0.5208(16) 0.039(3) 0.4789(11) 0.078(9) Uani 0.25 1 d P . . H4WB H 0.5591 0.0691 0.5012 0.093 Uiso 0.25 1 d PR . . H4WA H 0.5000 0.0000 0.5000 0.093 Uiso 0.50 2 d SPR . . 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(5) 0.0319(5) 0.0269(5) 0.0011(3) 0.0017(4) -0.0004(3) Zn2 0.0558(9) 0.0564(9) 0.0373(8) 0.000 0.0064(6) 0.000 C1 0.037(4) 0.033(3) 0.026(3) 0.001(3) 0.007(3) 0.001(3) C2 0.025(3) 0.033(3) 0.030(4) -0.001(3) 0.003(3) -0.003(3) C3 0.050(5) 0.027(3) 0.040(4) 0.002(3) 0.013(4) 0.000(3) C4 0.060(5) 0.040(4) 0.035(4) 0.007(3) 0.010(4) 0.002(4) C5 0.060(5) 0.051(5) 0.033(4) 0.000(3) 0.007(4) 0.000(4) C6 0.051(5) 0.036(4) 0.043(4) -0.004(3) 0.009(4) 0.002(3) C7 0.042(4) 0.026(3) 0.033(4) -0.004(3) 0.005(3) -0.003(3) C8 0.037(4) 0.034(3) 0.034(4) 0.001(3) 0.004(3) 0.011(3) C9 0.088(7) 0.030(4) 0.048(5) -0.003(4) 0.017(5) -0.002(4) C10 0.062(5) 0.039(4) 0.032(4) 0.001(3) 0.005(4) -0.004(4) C11 0.063(6) 0.036(4) 0.042(4) 0.007(3) 0.009(4) 0.006(4) C12 0.035(4) 0.061(5) 0.027(4) -0.001(3) 0.004(3) 0.004(3) C13 0.078(7) 0.048(5) 0.038(5) -0.006(4) 0.002(4) -0.005(4) C14 0.073(6) 0.039(4) 0.046(5) -0.007(4) 0.002(5) -0.002(4) C15 0.052(6) 0.093(7) 0.039(5) -0.007(5) 0.003(4) -0.027(5) C16 0.067(6) 0.081(6) 0.036(5) 0.003(4) 0.002(4) -0.028(5) C17 0.047(5) 0.059(5) 0.029(4) -0.002(3) 0.002(4) 0.006(4) C18 0.122(9) 0.038(5) 0.046(5) 0.005(4) -0.002(6) -0.003(5) C19 0.137(11) 0.046(5) 0.042(5) 0.000(4) 0.010(6) -0.005(6) N1 0.042(4) 0.039(3) 0.027(3) -0.001(2) -0.002(3) -0.001(3) N2 0.050(4) 0.071(5) 0.037(4) 0.007(3) 0.002(3) -0.001(4) O1 0.037(3) 0.050(3) 0.039(3) 0.011(2) 0.002(2) 0.002(2) O2 0.047(3) 0.036(3) 0.065(4) 0.011(3) -0.002(3) -0.008(2) O3 0.041(3) 0.050(3) 0.033(3) 0.009(2) 0.011(2) 0.005(2) O4 0.035(3) 0.058(3) 0.043(3) -0.012(3) -0.003(3) -0.001(3) O5 0.061(4) 0.042(3) 0.063(4) -0.011(3) 0.021(3) 0.002(3) O6 0.15(3) 0.041(10) 0.13(3) -0.041(12) 0.11(2) -0.048(14) O6' 0.19(5) 0.032(8) 0.123(19) 0.009(10) 0.05(2) -0.022(15) O7 0.064(6) 0.054(5) 0.074(6) 0.000 0.024(5) 0.000 O8 0.176(13) 0.052(6) 0.051(6) 0.000 0.017(8) 0.000 O1W 0.122(12) 0.056(7) 0.022(6) 0.000(5) 0.010(6) 0.001(7) O2W 0.113(13) 0.087(11) 0.043(8) 0.020(7) 0.016(8) 0.019(9) O3W 0.091(12) 0.099(12) 0.174(19) -0.085(13) 0.073(13) -0.062(10) O4W 0.12(2) 0.058(16) 0.044(15) -0.012(11) 0.013(14) 0.053(16) _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 O2 1.942(5) 4 ? Zn1 O5 1.957(6) 4_545 ? Zn1 O3 1.981(5) . ? Zn1 N1 2.005(6) . ? Zn2 O7 2.066(9) . ? Zn2 O8 2.123(11) . ? Zn2 N2 2.138(7) 7_565 ? Zn2 N2 2.138(7) 8_566 ? Zn2 O1 2.161(5) 2_655 ? Zn2 O1 2.161(5) . ? C1 C6 1.380(10) . ? C1 C2 1.390(9) . ? C1 C7 1.506(9) . ? C2 C3 1.372(9) . ? C2 C8 1.546(10) . ? C3 C4 1.361(10) . ? C3 C9 1.524(10) . ? C4 C5 1.376(11) . ? C4 H4 0.9300 . ? C5 C6 1.362(11) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 O1 1.244(8) . ? C7 O2 1.244(9) . ? C8 O4 1.222(9) . ? C8 O3 1.260(9) . ? C9 O5 1.212(11) . ? C9 O6' 1.22(2) . ? C9 O6 1.32(2) . ? C10 N1 1.334(10) . ? C10 C11 1.375(10) . ? C10 H10 0.9300 . ? C11 C12 1.363(11) . ? C11 H11 0.9300 . ? C12 C13 1.399(12) . ? C12 C17 1.490(10) . ? C13 C14 1.362(12) . ? C13 H13 0.9300 . ? C14 N1 1.338(10) . ? C14 H14 0.9300 . ? C15 N2 1.343(12) . ? C15 C16 1.362(12) . ? C15 H15 0.9300 . ? C16 C17 1.367(12) . ? C16 H16 0.9300 . ? C17 C18 1.340(13) . ? C18 C19 1.423(13) . ? C18 H18 0.9300 . ? C19 N2 1.294(12) . ? C19 H19 0.9300 . ? N2 Zn2 2.138(7) 7_565 ? O2 Zn1 1.942(5) 4_545 ? O5 Zn1 1.957(6) 4 ? O7 H7A 0.8501 . ? O7 H7B 0.8499 . ? O8 H8 0.87(2) . ? O1W H1WB 0.8482 . ? O1W H1WA 0.8484 . ? O2W H2WA 0.8485 . ? O2W H2WB 0.8489 . ? O3W H3WB 0.8491 . ? O3W H3WA 0.8648 . ? O4W O4W 1.67(6) 5_656 ? O4W H4WB 0.8499 . ? O4W H4WA 0.8349 . ? 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 Zn1 O5 129.3(3) 4 4_545 ? O2 Zn1 O3 95.2(2) 4 . ? O5 Zn1 O3 98.7(2) 4_545 . ? O2 Zn1 N1 113.5(2) 4 . ? O5 Zn1 N1 104.3(3) 4_545 . ? O3 Zn1 N1 114.5(2) . . ? O7 Zn2 O8 180.000(3) . . ? O7 Zn2 N2 92.3(2) . 7_565 ? O8 Zn2 N2 87.7(2) . 7_565 ? O7 Zn2 N2 92.3(2) . 8_566 ? O8 Zn2 N2 87.7(2) . 8_566 ? N2 Zn2 N2 175.4(4) 7_565 8_566 ? O7 Zn2 O1 90.18(15) . 2_655 ? O8 Zn2 O1 89.82(15) . 2_655 ? N2 Zn2 O1 87.9(2) 7_565 2_655 ? N2 Zn2 O1 92.1(2) 8_566 2_655 ? O7 Zn2 O1 90.18(15) . . ? O8 Zn2 O1 89.82(15) . . ? N2 Zn2 O1 92.1(2) 7_565 . ? N2 Zn2 O1 87.9(2) 8_566 . ? O1 Zn2 O1 179.6(3) 2_655 . ? C6 C1 C2 118.8(6) . . ? C6 C1 C7 119.2(6) . . ? C2 C1 C7 121.9(6) . . ? C3 C2 C1 119.8(6) . . ? C3 C2 C8 121.3(6) . . ? C1 C2 C8 118.9(6) . . ? C4 C3 C2 120.5(7) . . ? C4 C3 C9 117.1(7) . . ? C2 C3 C9 122.2(7) . . ? C3 C4 C5 120.2(7) . . ? C3 C4 H4 119.9 . . ? C5 C4 H4 119.9 . . ? C6 C5 C4 119.8(8) . . ? C6 C5 H5 120.1 . . ? C4 C5 H5 120.1 . . ? C5 C6 C1 120.8(7) . . ? C5 C6 H6 119.6 . . ? C1 C6 H6 119.6 . . ? O1 C7 O2 124.9(7) . . ? O1 C7 C1 120.1(6) . . ? O2 C7 C1 115.0(6) . . ? O4 C8 O3 124.3(7) . . ? O4 C8 C2 118.4(7) . . ? O3 C8 C2 117.2(6) . . ? O5 C9 O6' 116(3) . . ? O5 C9 O6 125.6(12) . . ? O6' C9 O6 44.8(18) . . ? O5 C9 C3 117.3(8) . . ? O6' C9 C3 118.5(15) . . ? O6 C9 C3 114.3(12) . . ? N1 C10 C11 121.5(7) . . ? N1 C10 H10 119.3 . . ? C11 C10 H10 119.3 . . ? C12 C11 C10 121.6(7) . . ? C12 C11 H11 119.2 . . ? C10 C11 H11 119.2 . . ? C11 C12 C13 116.0(7) . . ? C11 C12 C17 123.8(8) . . ? C13 C12 C17 120.2(7) . . ? C14 C13 C12 120.3(8) . . ? C14 C13 H13 119.8 . . ? C12 C13 H13 119.8 . . ? N1 C14 C13 122.4(8) . . ? N1 C14 H14 118.8 . . ? C13 C14 H14 118.8 . . ? N2 C15 C16 123.2(9) . . ? N2 C15 H15 118.4 . . ? C16 C15 H15 118.4 . . ? C15 C16 C17 120.7(9) . . ? C15 C16 H16 119.7 . . ? C17 C16 H16 119.7 . . ? C18 C17 C16 117.5(8) . . ? C18 C17 C12 119.8(8) . . ? C16 C17 C12 122.6(8) . . ? C17 C18 C19 118.6(9) . . ? C17 C18 H18 120.7 . . ? C19 C18 H18 120.7 . . ? N2 C19 C18 124.2(9) . . ? N2 C19 H19 117.9 . . ? C18 C19 H19 117.9 . . ? C10 N1 C14 118.2(7) . . ? C10 N1 Zn1 122.2(5) . . ? C14 N1 Zn1 119.6(5) . . ? C19 N2 C15 115.8(8) . . ? C19 N2 Zn2 122.1(7) . 7_565 ? C15 N2 Zn2 121.7(6) . 7_565 ? C7 O1 Zn2 138.2(5) . . ? C7 O2 Zn1 123.1(5) . 4_545 ? C8 O3 Zn1 132.4(5) . . ? C9 O5 Zn1 117.0(6) . 4 ? Zn2 O7 H7A 109.5 . . ? Zn2 O7 H7B 109.5 . . ? H7A O7 H7B 109.5 . . ? Zn2 O8 H8 112(9) . . ? H1WB O1W H1WA 111.9 . . ? H2WA O2W H2WB 111.0 . . ? H3WB O3W H3WA 112.9 . . ? O4W O4W H4WB 111.2 5_656 . ? O4W O4W H4WA 0.0 5_656 . ? H4WB O4W H4WA 111.2 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.48 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.863 _refine_diff_density_min -1.830 _refine_diff_density_rms 0.163 # Attachment '4.cif' data_4 #TrackingRef '- 794299 - 794303.cif' _database_code_depnum_ccdc_archive 'CCDC 794302' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C48 H48 N12 O12 Zn3), 2(H2 O), 0.25(H8 O4)' _chemical_formula_sum 'C96 H102 N24 O27 Zn6' _chemical_formula_weight 2416.24 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 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.5883(10) _cell_length_b 20.2922(19) _cell_length_c 24.9206(19) _cell_angle_alpha 90.00 _cell_angle_beta 111.197(3) _cell_angle_gamma 90.00 _cell_volume 4992.2(8) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3898 _cell_measurement_theta_min 2.17 _cell_measurement_theta_max 21.82 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.607 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2484 _exptl_absorpt_coefficient_mu 1.509 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.530 _exptl_absorpt_correction_T_max 0.632 _exptl_absorpt_process_details '(SADABS; Sheldrick, 2004)' _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 'Bruker AXS SMART APEX CCD ' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 36107 _diffrn_reflns_av_R_equivalents 0.0829 _diffrn_reflns_av_sigmaI/netI 0.0763 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 25.00 _reflns_number_total 8794 _reflns_number_gt 5909 _reflns_threshold_expression >2sigma(I) _computing_data_collection SMART(Burker,1997--2002) _computing_cell_refinement 'SAINT-plus(Bruker, 2003)' _computing_data_reduction SAINT-plus _computing_structure_solution 'SHELXTL(Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0300P)^2^+10.4172P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8794 _refine_ls_number_parameters 712 _refine_ls_number_restraints 936 _refine_ls_R_factor_all 0.0863 _refine_ls_R_factor_gt 0.0463 _refine_ls_wR_factor_ref 0.1049 _refine_ls_wR_factor_gt 0.0878 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.003 _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 0.91471(5) 0.28230(3) 0.96341(2) 0.01825(13) Uani 1 1 d . . . Zn2 Zn 0.25119(5) -0.06581(3) 0.72143(2) 0.01917(13) Uani 1 1 d . . . Zn3 Zn -0.13183(5) 0.02862(3) 0.82078(2) 0.020 Uani 1 1 d . . . C1 C 0.5907(4) 0.1535(2) 0.90187(18) 0.0176(8) Uani 1 1 d U . . C2 C 0.5649(4) 0.0956(2) 0.86887(18) 0.0187(8) Uani 1 1 d U . . C3 C 0.4355(4) 0.0664(2) 0.85206(18) 0.0184(8) Uani 1 1 d U . . C4 C 0.3365(4) 0.0941(2) 0.86890(18) 0.0202(8) Uani 1 1 d U . . H4 H 0.2508 0.0751 0.8569 0.024 Uiso 1 1 calc R . . C5 C 0.3630(4) 0.1497(2) 0.90331(19) 0.0212(8) Uani 1 1 d U . . H5 H 0.2967 0.1672 0.9154 0.025 Uiso 1 1 calc R . . C6 C 0.4893(4) 0.1788(2) 0.91948(18) 0.0195(8) Uani 1 1 d U . . H6 H 0.5072 0.2161 0.9427 0.023 Uiso 1 1 calc R . . C7 C 0.7208(4) 0.1922(2) 0.91561(19) 0.0207(8) Uani 1 1 d U . . C8 C 0.6736(4) 0.0660(2) 0.8497(2) 0.0240(8) Uani 1 1 d U . . C9 C 0.4023(5) 0.0060(2) 0.81422(19) 0.0198(8) Uani 1 1 d U . . C10 C -0.2410(4) -0.1149(2) 0.69057(18) 0.0160(8) Uani 1 1 d U . . C11 C -0.1495(4) -0.1233(2) 0.66210(18) 0.0160(8) Uani 1 1 d U . . C12 C -0.1956(4) -0.1499(2) 0.60658(18) 0.0163(8) Uani 1 1 d U . . C13 C -0.3312(4) -0.1684(2) 0.58128(19) 0.0197(8) Uani 1 1 d U . . H13 H -0.3627 -0.1852 0.5440 0.024 Uiso 1 1 calc R . . C14 C -0.4198(4) -0.1624(2) 0.61018(18) 0.0205(8) Uani 1 1 d U . . H14 H -0.5092 -0.1763 0.5931 0.025 Uiso 1 1 calc R . . C15 C -0.3742(4) -0.1356(2) 0.66475(18) 0.0177(8) Uani 1 1 d U . . H15 H -0.4334 -0.1314 0.6845 0.021 Uiso 1 1 calc R . . C16 C -0.2057(4) -0.0798(2) 0.74749(19) 0.0190(8) Uani 1 1 d U . . C17 C -0.0019(4) -0.1046(2) 0.69361(19) 0.0182(8) Uani 1 1 d U . . C18 C -0.1096(4) -0.1613(2) 0.57065(19) 0.0185(8) Uani 1 1 d U . . C19 C 1.1276(5) 0.1820(3) 1.0017(2) 0.0378(10) Uani 1 1 d U . . H19 H 1.1373 0.1853 0.9662 0.045 Uiso 1 1 calc R . . C20 C 1.0582(5) 0.1960(3) 1.0707(2) 0.0335(9) Uani 1 1 d U . . H20 H 1.0096 0.2114 1.0926 0.040 Uiso 1 1 calc R . . C21 C 1.1547(5) 0.1491(3) 1.0875(2) 0.0371(11) Uani 1 1 d U . . H21 H 1.1849 0.1270 1.1226 0.045 Uiso 1 1 calc R . . C22 C 1.3089(5) 0.0968(3) 1.0420(2) 0.0439(10) Uani 1 1 d U . . H22A H 1.2865 0.0790 1.0035 0.053 Uiso 1 1 calc R . . H22B H 1.3174 0.0602 1.0681 0.053 Uiso 1 1 calc R . . C23 C 1.4426(5) 0.1330(3) 1.0592(2) 0.0440(10) Uani 1 1 d U . . H23A H 1.4677 0.1485 1.0985 0.053 Uiso 1 1 calc R . . H23B H 1.4326 0.1711 1.0345 0.053 Uiso 1 1 calc R . . C24 C 1.5539(5) 0.0890(3) 1.0545(2) 0.0473(11) Uani 1 1 d U . . H24A H 1.5645 0.0511 1.0795 0.057 Uiso 1 1 calc R . . H24B H 1.5282 0.0730 1.0153 0.057 Uiso 1 1 calc R . . C25 C 1.6877(5) 0.1254(3) 1.0712(3) 0.0529(11) Uani 1 1 d U . . H25A H 1.6818 0.1581 1.0420 0.064 Uiso 1 1 calc R . . H25B H 1.7049 0.1482 1.1073 0.064 Uiso 1 1 calc R . . C26 C 1.8900(5) 0.0576(3) 1.1272(2) 0.0424(11) Uani 1 1 d U . . H26 H 1.8910 0.0698 1.1633 0.051 Uiso 1 1 calc R . . C27 C 1.9395(5) 0.0121(3) 1.0599(2) 0.0409(11) Uani 1 1 d U . . H27 H 1.9832 -0.0136 1.0410 0.049 Uiso 1 1 calc R . . C28 C 1.8320(5) 0.0513(3) 1.0337(2) 0.0492(12) Uani 1 1 d U . . H28 H 1.7876 0.0572 0.9944 0.059 Uiso 1 1 calc R . . C29 C 0.7732(5) 0.3920(2) 1.0004(2) 0.0257(9) Uani 1 1 d U . . H29 H 0.6890 0.3776 0.9756 0.031 Uiso 1 1 calc R . . C30 C 0.9864(5) 0.3987(2) 1.0471(2) 0.0294(9) Uani 1 1 d U . . H30 H 1.0787 0.3897 1.0605 0.035 Uiso 1 1 calc R . . C31 C 0.9280(5) 0.4497(2) 1.0647(2) 0.0299(9) Uani 1 1 d U . . H31 H 0.9720 0.4814 1.0921 0.036 Uiso 1 1 calc R . . C32 C 0.6884(5) 0.4888(2) 1.0400(2) 0.0284(9) Uani 1 1 d U . . H32A H 0.6045 0.4817 1.0077 0.034 Uiso 1 1 calc R . . H32B H 0.7156 0.5342 1.0386 0.034 Uiso 1 1 calc R . . C33 C 0.6643(5) 0.4772(2) 1.0957(2) 0.0286(8) Uani 1 1 d U . . H33A H 0.7474 0.4862 1.1279 0.034 Uiso 1 1 calc R . . H33B H 0.5961 0.5080 1.0978 0.034 Uiso 1 1 calc R . . C34 C 0.6184(5) 0.4077(2) 1.1015(2) 0.0312(9) Uani 1 1 d U . . H34A H 0.6925 0.3775 1.1061 0.037 Uiso 1 1 calc R . . H34B H 0.5444 0.3960 1.0664 0.037 Uiso 1 1 calc R . . C35 C 0.5722(5) 0.3995(3) 1.1520(2) 0.0317(9) Uani 1 1 d U . . H35A H 0.5462 0.3540 1.1541 0.038 Uiso 1 1 calc R . . H35B H 0.6465 0.4098 1.1874 0.038 Uiso 1 1 calc R . . C36 C 0.4478(5) 0.4826(2) 1.1877(2) 0.0259(9) Uani 1 1 d U . . H36 H 0.5140 0.4861 1.2243 0.031 Uiso 1 1 calc R . . C37 C 0.3409(5) 0.4512(2) 1.0988(2) 0.0300(9) Uani 1 1 d U . . H37 H 0.3179 0.4299 1.0635 0.036 Uiso 1 1 calc R . . C38 C 0.2670(5) 0.4967(2) 1.1139(2) 0.0282(9) Uani 1 1 d U . . H38 H 0.1835 0.5127 1.0898 0.034 Uiso 1 1 calc R . . C39 C 0.4669(4) -0.1674(2) 0.76619(19) 0.0200(8) Uani 1 1 d U . . H39 H 0.5293 -0.1368 0.7885 0.024 Uiso 1 1 calc R . . C40 C 0.2830(5) -0.2124(2) 0.7082(2) 0.0262(9) Uani 1 1 d U . . H40 H 0.1942 -0.2175 0.6828 0.031 Uiso 1 1 calc R . . C41 C 0.3758(5) -0.2610(2) 0.7258(2) 0.0274(9) Uani 1 1 d U . . H41 H 0.3632 -0.3052 0.7154 0.033 Uiso 1 1 calc R . . C42 C 0.6241(5) -0.2631(2) 0.7942(2) 0.0261(9) Uani 1 1 d U . . H42A H 0.6246 -0.2775 0.8314 0.031 Uiso 1 1 calc R . . H42B H 0.6955 -0.2306 0.8010 0.031 Uiso 1 1 calc R . . C43 C 0.6538(5) -0.3215(2) 0.7628(2) 0.0268(8) Uani 1 1 d U . . H43A H 0.6631 -0.3068 0.7274 0.032 Uiso 1 1 calc R . . H43B H 0.5791 -0.3526 0.7529 0.032 Uiso 1 1 calc R . . C44 C 0.7840(5) -0.3554(2) 0.8007(2) 0.0300(9) Uani 1 1 d U . . H44A H 0.7824 -0.3597 0.8392 0.036 Uiso 1 1 calc R . . H44B H 0.7856 -0.3995 0.7860 0.036 Uiso 1 1 calc R . . C45 C 0.9140(5) -0.3203(3) 0.8046(2) 0.0322(9) Uani 1 1 d U . . H45A H 0.9006 -0.2731 0.8055 0.039 Uiso 1 1 calc R . . H45B H 0.9857 -0.3327 0.8402 0.039 Uiso 1 1 calc R . . C46 C 1.0076(5) -0.3942(2) 0.7484(2) 0.0272(9) Uani 1 1 d U . . H46 H 1.0171 -0.4307 0.7721 0.033 Uiso 1 1 calc R . . C47 C 0.9575(5) -0.2953(3) 0.7128(2) 0.0306(10) Uani 1 1 d U . . H47 H 0.9274 -0.2519 0.7069 0.037 Uiso 1 1 calc R . . C48 C 1.0113(5) -0.3305(2) 0.6800(2) 0.0259(10) Uani 1 1 d U . . H48 H 1.0243 -0.3150 0.6472 0.031 Uiso 1 1 calc R . . N1 N 1.0421(4) 0.21758(19) 1.01648(15) 0.0228(9) Uani 1 1 d . . . N2 N 1.1993(4) 0.1406(2) 1.04315(18) 0.0330(11) Uani 1 1 d . . . N3 N 1.9749(4) 0.0159(2) 1.11856(16) 0.0276(10) Uani 1 1 d . . . N4 N 1.8011(4) 0.0807(3) 1.07718(19) 0.0494(14) Uani 1 1 d . . . N5 N 0.8885(4) 0.36249(18) 1.00649(15) 0.0206(9) Uani 1 1 d . . . N6 N 0.7922(4) 0.44534(18) 1.03446(15) 0.0207(9) Uani 1 1 d . . . N7 N 0.3332(4) 0.51608(18) 1.17015(16) 0.0223(9) Uani 1 1 d . . . N8 N 0.4571(4) 0.44267(19) 1.14625(17) 0.0256(9) Uani 1 1 d . . . N9 N 0.3401(4) -0.15385(18) 0.73381(15) 0.0200(9) Uani 1 1 d . . . N10 N 0.4926(4) -0.23192(18) 0.76214(16) 0.0212(9) Uani 1 1 d . . . N11 N 1.0435(4) -0.39273(19) 0.70279(16) 0.0237(9) Uani 1 1 d . . . N12 N 0.9560(4) -0.33619(19) 0.75632(17) 0.0266(10) Uani 1 1 d . . . O1 O 0.7290(3) 0.24641(15) 0.94370(14) 0.0259(8) Uani 1 1 d . . . O2 O 0.8120(3) 0.17249(16) 0.90015(13) 0.0254(8) Uani 1 1 d . . . O3 O 0.7631(3) 0.03159(17) 0.88396(17) 0.0454(11) Uani 1 1 d . . . O4 O 0.6685(3) 0.07897(17) 0.79970(16) 0.0382(10) Uani 1 1 d . . . O5 O 0.4917(3) -0.03129(15) 0.81298(14) 0.0282(8) Uani 1 1 d . . . O6 O 0.2747(3) -0.00148(15) 0.78341(13) 0.0262(8) Uani 1 1 d . . . O7 O -0.1600(3) -0.02133(15) 0.74909(12) 0.0238(7) Uani 1 1 d . . . O8 O -0.2306(3) -0.10703(18) 0.78672(14) 0.0380(9) Uani 1 1 d . . . O9 O 0.0557(3) -0.06802(15) 0.66760(13) 0.0219(7) Uani 1 1 d . . . O10 O 0.0555(3) -0.12644(15) 0.74259(13) 0.0251(8) Uani 1 1 d . . . O11 O 0.0010(3) -0.19386(14) 0.59335(12) 0.0199(7) Uani 1 1 d . . . O12 O -0.1554(3) -0.14287(17) 0.52007(13) 0.0302(8) Uani 1 1 d . . . O1W O 0.3675(13) 0.2934(6) 0.0679(4) 0.024(3) Uani 0.25 1 d P . . H1WB H 0.3017 0.2848 0.0769 0.028 Uiso 0.25 1 d PR . . H1WA H 0.4229 0.2675 0.0663 0.028 Uiso 0.25 1 d PR . . O2W O 0.648(3) 0.2714(12) 0.0475(11) 0.137(10) Uani 0.25 1 d P . . H2WB H 0.6202 0.2628 0.0748 0.164 Uiso 0.25 1 d PR . . H2WA H 0.5799 0.2756 0.0163 0.164 Uiso 0.25 1 d PR . . O3W O 0.2094(9) 0.7370(5) 0.3241(4) 0.106(3) Uani 0.75 1 d P A 1 H3WA H 0.130(12) 0.723(6) 0.277(5) 0.127 Uiso 0.75 1 d P B 1 H3WB H 0.159(16) 0.695(7) 0.310(7) 0.127 Uiso 0.75 1 d P C 1 O3W' O 0.123(2) 0.7081(9) 0.3343(6) 0.055(5) Uani 0.25 1 d P D 2 H3WD H 0.0464 0.6857 0.3270 0.066 Uiso 0.25 1 d PR D 2 H3WC H 0.1590 0.6952 0.3101 0.066 Uiso 0.25 1 d PR D 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0165(3) 0.0185(3) 0.0212(3) -0.0019(2) 0.0086(2) -0.0011(2) Zn2 0.0144(3) 0.0172(3) 0.0249(3) -0.0022(2) 0.0059(2) -0.0010(2) Zn3 0.017 0.023 0.021 -0.005 0.009 -0.002 C1 0.0166(15) 0.0169(16) 0.0208(15) -0.0005(14) 0.0086(13) -0.0003(13) C2 0.0171(15) 0.0185(16) 0.0215(15) -0.0002(14) 0.0081(13) 0.0010(14) C3 0.0169(15) 0.0181(16) 0.0210(15) -0.0020(14) 0.0077(13) -0.0017(14) C4 0.0167(15) 0.0208(16) 0.0241(15) -0.0017(14) 0.0087(13) -0.0022(14) C5 0.0188(15) 0.0235(16) 0.0239(15) -0.0020(14) 0.0107(13) -0.0006(14) C6 0.0189(15) 0.0176(16) 0.0225(15) -0.0039(14) 0.0081(13) -0.0006(14) C7 0.0186(15) 0.0234(15) 0.0217(15) 0.0017(14) 0.0092(13) 0.0010(14) C8 0.0171(15) 0.0208(16) 0.0331(16) -0.0085(15) 0.0078(14) -0.0032(14) C9 0.0180(15) 0.0207(16) 0.0233(15) -0.0016(14) 0.0106(13) -0.0034(14) C10 0.0182(15) 0.0143(15) 0.0168(15) 0.0017(13) 0.0079(13) -0.0002(13) C11 0.0165(15) 0.0151(15) 0.0177(15) 0.0007(13) 0.0078(13) -0.0010(13) C12 0.0178(15) 0.0138(15) 0.0185(15) 0.0025(13) 0.0080(13) 0.0000(13) C13 0.0197(15) 0.0178(16) 0.0191(15) -0.0015(14) 0.0039(13) -0.0018(14) C14 0.0188(15) 0.0197(16) 0.0220(15) -0.0011(14) 0.0060(13) -0.0037(14) C15 0.0183(15) 0.0175(16) 0.0205(15) 0.0000(14) 0.0106(13) 0.0010(14) C16 0.0180(15) 0.0202(17) 0.0194(16) -0.0002(14) 0.0076(14) -0.0003(14) C17 0.0187(14) 0.0161(15) 0.0204(15) -0.0054(13) 0.0077(13) -0.0009(13) C18 0.0190(15) 0.0151(15) 0.0205(15) -0.0015(14) 0.0060(13) -0.0034(14) C19 0.0351(19) 0.050(2) 0.0313(19) 0.0164(18) 0.0162(17) 0.0136(18) C20 0.0311(18) 0.044(2) 0.0270(17) 0.0037(17) 0.0124(15) 0.0049(17) C21 0.035(2) 0.045(2) 0.028(2) 0.0129(19) 0.0084(18) 0.0032(19) C22 0.0340(18) 0.056(2) 0.0405(19) 0.0151(18) 0.0118(17) 0.0165(18) C23 0.0313(18) 0.062(2) 0.0370(19) 0.0104(18) 0.0104(17) 0.0143(18) C24 0.0321(19) 0.068(2) 0.0393(19) 0.0102(19) 0.0096(17) 0.0165(18) C25 0.0346(19) 0.074(2) 0.043(2) 0.0011(19) 0.0054(17) 0.0206(19) C26 0.026(2) 0.070(3) 0.030(2) 0.000(2) 0.0092(18) 0.009(2) C27 0.029(2) 0.067(3) 0.026(2) -0.003(2) 0.0089(17) 0.010(2) C28 0.035(2) 0.075(3) 0.032(2) 0.000(2) 0.0050(19) 0.014(2) C29 0.0216(17) 0.0298(19) 0.0272(18) -0.0070(17) 0.0108(15) -0.0046(16) C30 0.0199(17) 0.036(2) 0.0313(18) -0.0092(17) 0.0084(16) -0.0020(17) C31 0.0244(18) 0.033(2) 0.0329(19) -0.0113(17) 0.0112(16) -0.0039(17) C32 0.0253(16) 0.0300(18) 0.0324(17) -0.0053(16) 0.0135(15) 0.0013(15) C33 0.0251(15) 0.0319(17) 0.0330(16) -0.0049(15) 0.0157(14) 0.0010(14) C34 0.0274(16) 0.0345(17) 0.0363(17) -0.0035(15) 0.0172(14) 0.0026(15) C35 0.0295(18) 0.0340(19) 0.0375(18) 0.0010(17) 0.0191(16) 0.0058(16) C36 0.0212(18) 0.030(2) 0.0305(18) -0.0002(17) 0.0145(15) 0.0020(16) C37 0.0270(18) 0.0336(19) 0.0313(18) -0.0014(16) 0.0128(15) 0.0001(16) C38 0.0223(18) 0.033(2) 0.0331(19) 0.0030(17) 0.0143(16) -0.0005(16) C39 0.0186(17) 0.0196(18) 0.0244(17) 0.0001(16) 0.0109(15) -0.0011(15) C40 0.0237(17) 0.0217(17) 0.0295(17) -0.0025(16) 0.0051(15) -0.0023(15) C41 0.0270(18) 0.0186(18) 0.0334(19) -0.0024(16) 0.0070(16) 0.0004(16) C42 0.0250(17) 0.0232(18) 0.0300(17) 0.0007(16) 0.0099(15) 0.0029(15) C43 0.0257(16) 0.0243(16) 0.0323(16) 0.0011(15) 0.0127(14) 0.0018(14) C44 0.0285(18) 0.0271(18) 0.0364(18) 0.0048(16) 0.0141(16) 0.0071(16) C45 0.0309(18) 0.0309(19) 0.0360(18) 0.0006(17) 0.0134(16) 0.0074(16) C46 0.0258(18) 0.0264(19) 0.0326(19) 0.0062(17) 0.0146(16) 0.0047(16) C47 0.0319(19) 0.0263(19) 0.0347(19) 0.0059(17) 0.0134(17) 0.0023(17) C48 0.025(2) 0.025(2) 0.031(2) 0.0049(18) 0.0135(17) 0.0003(18) N1 0.020(2) 0.030(2) 0.022(2) 0.0049(18) 0.0115(17) 0.0012(18) N2 0.024(2) 0.040(3) 0.034(3) 0.019(2) 0.010(2) 0.010(2) N3 0.018(2) 0.045(3) 0.020(2) -0.0037(19) 0.0077(17) 0.001(2) N4 0.026(3) 0.079(4) 0.036(3) 0.000(3) 0.004(2) 0.023(2) N5 0.016(2) 0.023(2) 0.025(2) -0.0049(17) 0.0101(17) -0.0027(17) N6 0.018(2) 0.022(2) 0.024(2) -0.0047(18) 0.0104(17) -0.0007(17) N7 0.021(2) 0.022(2) 0.027(2) 0.0022(18) 0.0115(18) 0.0003(17) N8 0.028(2) 0.025(2) 0.032(2) 0.0030(19) 0.0198(19) 0.0064(19) N9 0.018(2) 0.017(2) 0.025(2) -0.0007(17) 0.0080(17) 0.0009(17) N10 0.016(2) 0.020(2) 0.027(2) -0.0008(18) 0.0076(17) 0.0016(16) N11 0.017(2) 0.026(2) 0.030(2) 0.0049(19) 0.0106(18) 0.0027(17) N12 0.025(2) 0.027(2) 0.032(2) 0.0007(19) 0.0151(19) 0.0048(19) O1 0.0213(17) 0.0167(18) 0.041(2) -0.0110(15) 0.0125(15) -0.0046(14) O2 0.0185(17) 0.031(2) 0.0318(19) -0.0097(15) 0.0149(15) -0.0062(15) O3 0.0170(18) 0.027(2) 0.080(3) -0.015(2) 0.0018(19) 0.0065(16) O4 0.039(2) 0.034(2) 0.057(3) -0.0247(19) 0.0352(19) -0.0199(17) O5 0.0235(18) 0.0219(19) 0.039(2) -0.0100(16) 0.0115(16) -0.0020(15) O6 0.0169(17) 0.0274(19) 0.0329(19) -0.0099(15) 0.0075(15) -0.0058(14) O7 0.0257(18) 0.0241(19) 0.0225(17) -0.0050(15) 0.0096(14) -0.0008(15) O8 0.042(2) 0.054(3) 0.0219(19) -0.0050(17) 0.0167(17) -0.0204(19) O9 0.0171(16) 0.0233(18) 0.0268(18) -0.0005(15) 0.0097(14) -0.0048(14) O10 0.0206(17) 0.030(2) 0.0201(18) 0.0007(15) 0.0018(14) 0.0033(15) O11 0.0205(17) 0.0211(18) 0.0202(17) -0.0018(14) 0.0099(14) 0.0025(14) O12 0.0252(19) 0.047(2) 0.0205(18) 0.0074(16) 0.0108(15) 0.0100(16) O1W 0.049(8) 0.017(7) 0.005(6) -0.001(5) 0.010(6) -0.007(6) O2W 0.22(3) 0.094(19) 0.13(2) -0.003(17) 0.10(2) 0.00(2) O3W 0.107(7) 0.121(8) 0.087(6) -0.019(5) 0.032(5) -0.058(6) O3W' 0.082(14) 0.042(11) 0.029(9) 0.005(8) 0.005(9) -0.039(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 Zn1 O1 1.985(3) . ? Zn1 O11 1.986(3) 2_656 ? Zn1 N1 2.001(4) . ? Zn1 N5 2.023(4) . ? Zn2 O6 1.968(3) . ? Zn2 N9 1.991(4) . ? Zn2 O9 2.019(3) . ? Zn2 N7 2.051(4) 4_565 ? Zn3 O7 1.980(3) . ? Zn3 N3 2.011(4) 3_757 ? Zn3 N11 2.041(4) 2_656 ? Zn3 O4 2.233(4) 1_455 ? Zn3 O3 2.233(4) 1_455 ? Zn3 C8 2.532(5) 1_455 ? C1 C6 1.396(6) . ? C1 C2 1.404(6) . ? C1 C7 1.514(6) . ? C2 C3 1.410(6) . ? C2 C8 1.520(6) . ? C3 C4 1.382(6) . ? C3 C9 1.509(6) . ? C4 C5 1.382(6) . ? C4 H4 0.9300 . ? C5 C6 1.382(6) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 O2 1.228(5) . ? C7 O1 1.290(5) . ? C8 O3 1.236(6) . ? C8 O4 1.256(6) . ? C8 Zn3 2.532(5) 1_655 ? C9 O5 1.221(5) . ? C9 O6 1.298(5) . ? C10 C15 1.387(6) . ? C10 C11 1.402(6) . ? C10 C16 1.508(6) . ? C11 C12 1.399(6) . ? C11 C17 1.522(6) . ? C12 C13 1.395(6) . ? C12 C18 1.508(6) . ? C13 C14 1.379(6) . ? C13 H13 0.9300 . ? C14 C15 1.380(6) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 O8 1.231(5) . ? C16 O7 1.277(5) . ? C17 O10 1.233(5) . ? C17 O9 1.276(5) . ? C18 O12 1.233(5) . ? C18 O11 1.284(5) . ? C19 N1 1.310(6) . ? C19 N2 1.335(6) . ? C19 H19 0.9300 . ? C20 C21 1.347(7) . ? C20 N1 1.371(6) . ? C20 H20 0.9300 . ? C21 N2 1.362(6) . ? C21 H21 0.9300 . ? C22 N2 1.470(6) . ? C22 C23 1.512(7) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.517(7) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 C25 1.517(8) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 N4 1.468(7) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 N3 1.308(6) . ? C26 N4 1.345(6) . ? C26 H26 0.9300 . ? C27 C28 1.347(7) . ? C27 N3 1.374(6) . ? C27 H27 0.9300 . ? C28 N4 1.375(7) . ? C28 H28 0.9300 . ? C29 N5 1.317(6) . ? C29 N6 1.346(6) . ? C29 H29 0.9300 . ? C30 C31 1.357(7) . ? C30 N5 1.371(6) . ? C30 H30 0.9300 . ? C31 N6 1.364(6) . ? C31 H31 0.9300 . ? C32 N6 1.453(6) . ? C32 C33 1.519(6) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C33 C34 1.514(7) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 C35 1.515(6) . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C35 N8 1.465(6) . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? C36 N7 1.320(6) . ? C36 N8 1.344(6) . ? C36 H36 0.9300 . ? C37 C38 1.349(7) . ? C37 N8 1.375(6) . ? C37 H37 0.9300 . ? C38 N7 1.378(6) . ? C38 H38 0.9300 . ? C39 N9 1.321(5) . ? C39 N10 1.349(5) . ? C39 H39 0.9300 . ? C40 C41 1.348(6) . ? C40 N9 1.380(6) . ? C40 H40 0.9300 . ? C41 N10 1.374(6) . ? C41 H41 0.9300 . ? C42 N10 1.474(5) . ? C42 C43 1.517(6) . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C43 C44 1.524(6) . ? C43 H43A 0.9700 . ? C43 H43B 0.9700 . ? C44 C45 1.521(7) . ? C44 H44A 0.9700 . ? C44 H44B 0.9700 . ? C45 N12 1.461(6) . ? C45 H45A 0.9700 . ? C45 H45B 0.9700 . ? C46 N11 1.324(6) . ? C46 N12 1.341(6) . ? C46 H46 0.9300 . ? C47 C48 1.356(7) . ? C47 N12 1.370(6) . ? C47 H47 0.9300 . ? C48 N11 1.377(6) . ? C48 H48 0.9300 . ? N3 Zn3 2.011(4) 3_757 ? N7 Zn2 2.051(4) 4_566 ? N11 Zn3 2.041(4) 2_646 ? O3 Zn3 2.234(4) 1_655 ? O4 Zn3 2.233(4) 1_655 ? O11 Zn1 1.986(3) 2_646 ? O1W H1WB 0.8256 . ? O1W H1WA 0.7995 . ? O2W H2WB 0.8499 . ? O2W H2WA 0.8500 . ? O3W H3WA 1.20(12) . ? O3W H3WB 1.00(15) . ? O3W H3WC 0.9952 . ? O3W' H3WB 0.87(14) . ? O3W' H3WD 0.8855 . ? O3W' H3WC 0.8661 . ? 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 O11 124.98(13) . 2_656 ? O1 Zn1 N1 107.06(14) . . ? O11 Zn1 N1 105.16(13) 2_656 . ? O1 Zn1 N5 96.48(13) . . ? O11 Zn1 N5 111.42(14) 2_656 . ? N1 Zn1 N5 111.48(15) . . ? O6 Zn2 N9 123.71(14) . . ? O6 Zn2 O9 110.17(12) . . ? N9 Zn2 O9 113.38(14) . . ? O6 Zn2 N7 101.58(14) . 4_565 ? N9 Zn2 N7 104.77(15) . 4_565 ? O9 Zn2 N7 99.21(13) . 4_565 ? O7 Zn3 N3 105.20(14) . 3_757 ? O7 Zn3 N11 94.35(14) . 2_656 ? N3 Zn3 N11 103.17(16) 3_757 2_656 ? O7 Zn3 O4 101.60(12) . 1_455 ? N3 Zn3 O4 146.81(15) 3_757 1_455 ? N11 Zn3 O4 93.88(14) 2_656 1_455 ? O7 Zn3 O3 134.33(13) . 1_455 ? N3 Zn3 O3 88.22(14) 3_757 1_455 ? N11 Zn3 O3 125.37(14) 2_656 1_455 ? O4 Zn3 O3 58.86(13) 1_455 1_455 ? O7 Zn3 C8 122.50(14) . 1_455 ? N3 Zn3 C8 117.15(16) 3_757 1_455 ? N11 Zn3 C8 110.64(15) 2_656 1_455 ? O4 Zn3 C8 29.72(13) 1_455 1_455 ? O3 Zn3 C8 29.21(14) 1_455 1_455 ? C6 C1 C2 118.9(4) . . ? C6 C1 C7 118.6(4) . . ? C2 C1 C7 122.3(4) . . ? C1 C2 C3 119.2(4) . . ? C1 C2 C8 120.4(4) . . ? C3 C2 C8 120.4(4) . . ? C4 C3 C2 120.1(4) . . ? C4 C3 C9 119.3(4) . . ? C2 C3 C9 120.6(4) . . ? C5 C4 C3 120.9(4) . . ? C5 C4 H4 119.5 . . ? C3 C4 H4 119.5 . . ? C6 C5 C4 119.2(4) . . ? C6 C5 H5 120.4 . . ? C4 C5 H5 120.4 . . ? C5 C6 C1 121.6(4) . . ? C5 C6 H6 119.2 . . ? C1 C6 H6 119.2 . . ? O2 C7 O1 122.8(4) . . ? O2 C7 C1 121.0(4) . . ? O1 C7 C1 116.2(4) . . ? O3 C8 O4 123.4(5) . . ? O3 C8 C2 119.0(5) . . ? O4 C8 C2 117.6(4) . . ? O3 C8 Zn3 61.9(3) . 1_655 ? O4 C8 Zn3 61.8(3) . 1_655 ? C2 C8 Zn3 173.7(3) . 1_655 ? O5 C9 O6 124.3(4) . . ? O5 C9 C3 120.8(4) . . ? O6 C9 C3 114.9(4) . . ? C15 C10 C11 120.0(4) . . ? C15 C10 C16 116.3(4) . . ? C11 C10 C16 123.5(4) . . ? C12 C11 C10 119.3(4) . . ? C12 C11 C17 122.2(4) . . ? C10 C11 C17 118.5(4) . . ? C13 C12 C11 119.0(4) . . ? C13 C12 C18 115.8(4) . . ? C11 C12 C18 125.2(4) . . ? C14 C13 C12 121.6(4) . . ? C14 C13 H13 119.2 . . ? C12 C13 H13 119.2 . . ? C13 C14 C15 119.2(4) . . ? C13 C14 H14 120.4 . . ? C15 C14 H14 120.4 . . ? C14 C15 C10 120.8(4) . . ? C14 C15 H15 119.6 . . ? C10 C15 H15 119.6 . . ? O8 C16 O7 125.4(4) . . ? O8 C16 C10 119.0(4) . . ? O7 C16 C10 115.5(4) . . ? O10 C17 O9 123.8(4) . . ? O10 C17 C11 117.9(4) . . ? O9 C17 C11 118.2(4) . . ? O12 C18 O11 124.4(4) . . ? O12 C18 C12 117.5(4) . . ? O11 C18 C12 117.9(4) . . ? N1 C19 N2 112.8(5) . . ? N1 C19 H19 123.6 . . ? N2 C19 H19 123.6 . . ? C21 C20 N1 110.1(5) . . ? C21 C20 H20 125.0 . . ? N1 C20 H20 125.0 . . ? C20 C21 N2 106.5(5) . . ? C20 C21 H21 126.8 . . ? N2 C21 H21 126.8 . . ? N2 C22 C23 111.4(5) . . ? N2 C22 H22A 109.3 . . ? C23 C22 H22A 109.3 . . ? N2 C22 H22B 109.3 . . ? C23 C22 H22B 109.3 . . ? H22A C22 H22B 108.0 . . ? C22 C23 C24 111.4(5) . . ? C22 C23 H23A 109.3 . . ? C24 C23 H23A 109.3 . . ? C22 C23 H23B 109.3 . . ? C24 C23 H23B 109.3 . . ? H23A C23 H23B 108.0 . . ? C25 C24 C23 111.5(5) . . ? C25 C24 H24A 109.3 . . ? C23 C24 H24A 109.3 . . ? C25 C24 H24B 109.3 . . ? C23 C24 H24B 109.3 . . ? H24A C24 H24B 108.0 . . ? N4 C25 C24 112.1(5) . . ? N4 C25 H25A 109.2 . . ? C24 C25 H25A 109.2 . . ? N4 C25 H25B 109.2 . . ? C24 C25 H25B 109.2 . . ? H25A C25 H25B 107.9 . . ? N3 C26 N4 111.4(5) . . ? N3 C26 H26 124.3 . . ? N4 C26 H26 124.3 . . ? C28 C27 N3 109.9(5) . . ? C28 C27 H27 125.1 . . ? N3 C27 H27 125.1 . . ? C27 C28 N4 106.0(5) . . ? C27 C28 H28 127.0 . . ? N4 C28 H28 127.0 . . ? N5 C29 N6 111.9(4) . . ? N5 C29 H29 124.1 . . ? N6 C29 H29 124.1 . . ? C31 C30 N5 109.7(4) . . ? C31 C30 H30 125.2 . . ? N5 C30 H30 125.2 . . ? C30 C31 N6 106.5(4) . . ? C30 C31 H31 126.8 . . ? N6 C31 H31 126.8 . . ? N6 C32 C33 112.0(4) . . ? N6 C32 H32A 109.2 . . ? C33 C32 H32A 109.2 . . ? N6 C32 H32B 109.2 . . ? C33 C32 H32B 109.2 . . ? H32A C32 H32B 107.9 . . ? C34 C33 C32 113.5(4) . . ? C34 C33 H33A 108.9 . . ? C32 C33 H33A 108.9 . . ? C34 C33 H33B 108.9 . . ? C32 C33 H33B 108.9 . . ? H33A C33 H33B 107.7 . . ? C33 C34 C35 113.2(4) . . ? C33 C34 H34A 108.9 . . ? C35 C34 H34A 108.9 . . ? C33 C34 H34B 108.9 . . ? C35 C34 H34B 108.9 . . ? H34A C34 H34B 107.8 . . ? N8 C35 C34 111.1(4) . . ? N8 C35 H35A 109.4 . . ? C34 C35 H35A 109.4 . . ? N8 C35 H35B 109.4 . . ? C34 C35 H35B 109.4 . . ? H35A C35 H35B 108.0 . . ? N7 C36 N8 111.7(4) . . ? N7 C36 H36 124.2 . . ? N8 C36 H36 124.2 . . ? C38 C37 N8 105.9(4) . . ? C38 C37 H37 127.0 . . ? N8 C37 H37 127.0 . . ? C37 C38 N7 110.3(4) . . ? C37 C38 H38 124.9 . . ? N7 C38 H38 124.9 . . ? N9 C39 N10 110.1(4) . . ? N9 C39 H39 124.9 . . ? N10 C39 H39 124.9 . . ? C41 C40 N9 109.4(4) . . ? C41 C40 H40 125.3 . . ? N9 C40 H40 125.3 . . ? C40 C41 N10 106.1(4) . . ? C40 C41 H41 126.9 . . ? N10 C41 H41 126.9 . . ? N10 C42 C43 112.7(4) . . ? N10 C42 H42A 109.0 . . ? C43 C42 H42A 109.0 . . ? N10 C42 H42B 109.0 . . ? C43 C42 H42B 109.0 . . ? H42A C42 H42B 107.8 . . ? C42 C43 C44 110.0(4) . . ? C42 C43 H43A 109.7 . . ? C44 C43 H43A 109.7 . . ? C42 C43 H43B 109.7 . . ? C44 C43 H43B 109.7 . . ? H43A C43 H43B 108.2 . . ? C45 C44 C43 115.1(4) . . ? C45 C44 H44A 108.5 . . ? C43 C44 H44A 108.5 . . ? C45 C44 H44B 108.5 . . ? C43 C44 H44B 108.5 . . ? H44A C44 H44B 107.5 . . ? N12 C45 C44 112.4(4) . . ? N12 C45 H45A 109.1 . . ? C44 C45 H45A 109.1 . . ? N12 C45 H45B 109.1 . . ? C44 C45 H45B 109.1 . . ? H45A C45 H45B 107.8 . . ? N11 C46 N12 111.4(4) . . ? N11 C46 H46 124.3 . . ? N12 C46 H46 124.3 . . ? C48 C47 N12 106.7(4) . . ? C48 C47 H47 126.7 . . ? N12 C47 H47 126.7 . . ? C47 C48 N11 109.2(4) . . ? C47 C48 H48 125.4 . . ? N11 C48 H48 125.4 . . ? C19 N1 C20 104.4(4) . . ? C19 N1 Zn1 123.0(3) . . ? C20 N1 Zn1 132.5(3) . . ? C19 N2 C21 106.3(4) . . ? C19 N2 C22 126.7(4) . . ? C21 N2 C22 126.9(4) . . ? C26 N3 C27 105.7(4) . . ? C26 N3 Zn3 126.7(3) . 3_757 ? C27 N3 Zn3 127.5(3) . 3_757 ? C26 N4 C28 107.0(5) . . ? C26 N4 C25 125.6(5) . . ? C28 N4 C25 127.3(5) . . ? C29 N5 C30 105.3(4) . . ? C29 N5 Zn1 127.1(3) . . ? C30 N5 Zn1 127.6(3) . . ? C29 N6 C31 106.7(4) . . ? C29 N6 C32 127.1(4) . . ? C31 N6 C32 126.2(4) . . ? C36 N7 C38 105.0(4) . . ? C36 N7 Zn2 126.3(3) . 4_566 ? C38 N7 Zn2 126.9(3) . 4_566 ? C36 N8 C37 107.1(4) . . ? C36 N8 C35 125.0(4) . . ? C37 N8 C35 127.8(4) . . ? C39 N9 C40 106.4(4) . . ? C39 N9 Zn2 126.9(3) . . ? C40 N9 Zn2 126.6(3) . . ? C39 N10 C41 107.9(4) . . ? C39 N10 C42 123.5(4) . . ? C41 N10 C42 128.5(4) . . ? C46 N11 C48 105.7(4) . . ? C46 N11 Zn3 122.3(3) . 2_646 ? C48 N11 Zn3 132.1(3) . 2_646 ? C46 N12 C47 107.0(4) . . ? C46 N12 C45 125.1(4) . . ? C47 N12 C45 127.8(4) . . ? C7 O1 Zn1 108.3(3) . . ? C8 O3 Zn3 88.9(3) . 1_655 ? C8 O4 Zn3 88.5(3) . 1_655 ? C9 O6 Zn2 110.5(3) . . ? C16 O7 Zn3 115.8(3) . . ? C17 O9 Zn2 103.8(3) . . ? C18 O11 Zn1 112.6(3) . 2_646 ? H1WB O1W H1WA 125.5 . . ? H2WB O2W H2WA 109.5 . . ? H3WA O3W H3WB 51(8) . . ? H3WA O3W H3WC 50.7 . . ? H3WB O3W H3WC 0.0 . . ? H3WB O3W' H3WD 107.6 . . ? H3WB O3W' H3WC 0.0 . . ? H3WD O3W' H3WC 107.6 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 3.1(6) . . . . ? C7 C1 C2 C3 -172.6(4) . . . . ? C6 C1 C2 C8 -179.0(4) . . . . ? C7 C1 C2 C8 5.3(7) . . . . ? C1 C2 C3 C4 -1.2(7) . . . . ? C8 C2 C3 C4 -179.0(4) . . . . ? C1 C2 C3 C9 177.1(4) . . . . ? C8 C2 C3 C9 -0.8(6) . . . . ? C2 C3 C4 C5 -1.4(7) . . . . ? C9 C3 C4 C5 -179.7(4) . . . . ? C3 C4 C5 C6 2.0(7) . . . . ? C4 C5 C6 C1 0.1(7) . . . . ? C2 C1 C6 C5 -2.6(7) . . . . ? C7 C1 C6 C5 173.2(4) . . . . ? C6 C1 C7 O2 -178.8(4) . . . . ? C2 C1 C7 O2 -3.1(7) . . . . ? C6 C1 C7 O1 0.7(6) . . . . ? C2 C1 C7 O1 176.4(4) . . . . ? C1 C2 C8 O3 81.2(6) . . . . ? C3 C2 C8 O3 -100.9(5) . . . . ? C1 C2 C8 O4 -97.6(5) . . . . ? C3 C2 C8 O4 80.3(6) . . . . ? C1 C2 C8 Zn3 -15(3) . . . 1_655 ? C3 C2 C8 Zn3 163(3) . . . 1_655 ? C4 C3 C9 O5 -157.0(4) . . . . ? C2 C3 C9 O5 24.7(7) . . . . ? C4 C3 C9 O6 24.3(6) . . . . ? C2 C3 C9 O6 -153.9(4) . . . . ? C15 C10 C11 C12 2.9(6) . . . . ? C16 C10 C11 C12 -173.0(4) . . . . ? C15 C10 C11 C17 -175.6(4) . . . . ? C16 C10 C11 C17 8.6(6) . . . . ? C10 C11 C12 C13 -0.9(6) . . . . ? C17 C11 C12 C13 177.4(4) . . . . ? C10 C11 C12 C18 179.5(4) . . . . ? C17 C11 C12 C18 -2.2(7) . . . . ? C11 C12 C13 C14 -1.5(7) . . . . ? C18 C12 C13 C14 178.1(4) . . . . ? C12 C13 C14 C15 2.0(7) . . . . ? C13 C14 C15 C10 -0.1(7) . . . . ? C11 C10 C15 C14 -2.4(6) . . . . ? C16 C10 C15 C14 173.8(4) . . . . ? C15 C10 C16 O8 54.4(6) . . . . ? C11 C10 C16 O8 -129.6(5) . . . . ? C15 C10 C16 O7 -120.9(4) . . . . ? C11 C10 C16 O7 55.1(6) . . . . ? C12 C11 C17 O10 -128.1(5) . . . . ? C10 C11 C17 O10 50.2(6) . . . . ? C12 C11 C17 O9 50.9(6) . . . . ? C10 C11 C17 O9 -130.7(4) . . . . ? C13 C12 C18 O12 47.3(6) . . . . ? C11 C12 C18 O12 -133.1(5) . . . . ? C13 C12 C18 O11 -127.4(4) . . . . ? C11 C12 C18 O11 52.2(6) . . . . ? N1 C20 C21 N2 -0.5(6) . . . . ? N2 C22 C23 C24 -176.6(4) . . . . ? C22 C23 C24 C25 179.4(5) . . . . ? C23 C24 C25 N4 169.5(5) . . . . ? N3 C27 C28 N4 0.8(7) . . . . ? N5 C30 C31 N6 -0.3(6) . . . . ? N6 C32 C33 C34 -60.0(5) . . . . ? C32 C33 C34 C35 -170.4(4) . . . . ? C33 C34 C35 N8 60.4(6) . . . . ? N8 C37 C38 N7 -1.1(6) . . . . ? N9 C40 C41 N10 -0.8(5) . . . . ? N10 C42 C43 C44 -174.5(4) . . . . ? C42 C43 C44 C45 -76.9(5) . . . . ? C43 C44 C45 N12 -83.4(5) . . . . ? N12 C47 C48 N11 -0.2(5) . . . . ? N2 C19 N1 C20 -1.6(6) . . . . ? N2 C19 N1 Zn1 -177.8(3) . . . . ? C21 C20 N1 C19 1.3(6) . . . . ? C21 C20 N1 Zn1 177.0(4) . . . . ? O1 Zn1 N1 C19 111.3(4) . . . . ? O11 Zn1 N1 C19 -23.4(4) 2_656 . . . ? N5 Zn1 N1 C19 -144.3(4) . . . . ? O1 Zn1 N1 C20 -63.7(5) . . . . ? O11 Zn1 N1 C20 161.5(4) 2_656 . . . ? N5 Zn1 N1 C20 40.6(5) . . . . ? N1 C19 N2 C21 1.3(6) . . . . ? N1 C19 N2 C22 -176.1(5) . . . . ? C20 C21 N2 C19 -0.4(6) . . . . ? C20 C21 N2 C22 177.0(5) . . . . ? C23 C22 N2 C19 82.9(7) . . . . ? C23 C22 N2 C21 -94.0(6) . . . . ? N4 C26 N3 C27 0.4(6) . . . . ? N4 C26 N3 Zn3 176.8(4) . . . 3_757 ? C28 C27 N3 C26 -0.7(7) . . . . ? C28 C27 N3 Zn3 -177.2(4) . . . 3_757 ? N3 C26 N4 C28 0.1(7) . . . . ? N3 C26 N4 C25 176.4(5) . . . . ? C27 C28 N4 C26 -0.6(7) . . . . ? C27 C28 N4 C25 -176.8(6) . . . . ? C24 C25 N4 C26 -100.4(7) . . . . ? C24 C25 N4 C28 75.1(8) . . . . ? N6 C29 N5 C30 0.6(5) . . . . ? N6 C29 N5 Zn1 -178.0(3) . . . . ? C31 C30 N5 C29 -0.2(6) . . . . ? C31 C30 N5 Zn1 178.4(3) . . . . ? O1 Zn1 N5 C29 -24.1(4) . . . . ? O11 Zn1 N5 C29 107.5(4) 2_656 . . . ? N1 Zn1 N5 C29 -135.3(4) . . . . ? O1 Zn1 N5 C30 157.6(4) . . . . ? O11 Zn1 N5 C30 -70.8(4) 2_656 . . . ? N1 Zn1 N5 C30 46.3(4) . . . . ? N5 C29 N6 C31 -0.8(5) . . . . ? N5 C29 N6 C32 -178.6(4) . . . . ? C30 C31 N6 C29 0.7(5) . . . . ? C30 C31 N6 C32 178.5(4) . . . . ? C33 C32 N6 C29 104.9(5) . . . . ? C33 C32 N6 C31 -72.5(6) . . . . ? N8 C36 N7 C38 -0.8(5) . . . . ? N8 C36 N7 Zn2 164.5(3) . . . 4_566 ? C37 C38 N7 C36 1.2(5) . . . . ? C37 C38 N7 Zn2 -164.0(3) . . . 4_566 ? N7 C36 N8 C37 0.1(5) . . . . ? N7 C36 N8 C35 179.5(4) . . . . ? C38 C37 N8 C36 0.6(5) . . . . ? C38 C37 N8 C35 -178.7(4) . . . . ? C34 C35 N8 C36 -131.0(5) . . . . ? C34 C35 N8 C37 48.2(7) . . . . ? N10 C39 N9 C40 0.1(5) . . . . ? N10 C39 N9 Zn2 -177.3(3) . . . . ? C41 C40 N9 C39 0.5(5) . . . . ? C41 C40 N9 Zn2 177.9(3) . . . . ? O6 Zn2 N9 C39 -42.9(4) . . . . ? O9 Zn2 N9 C39 179.4(3) . . . . ? N7 Zn2 N9 C39 72.3(4) 4_565 . . . ? O6 Zn2 N9 C40 140.1(3) . . . . ? O9 Zn2 N9 C40 2.4(4) . . . . ? N7 Zn2 N9 C40 -104.7(4) 4_565 . . . ? N9 C39 N10 C41 -0.7(5) . . . . ? N9 C39 N10 C42 -178.4(4) . . . . ? C40 C41 N10 C39 0.9(5) . . . . ? C40 C41 N10 C42 178.5(4) . . . . ? C43 C42 N10 C39 -150.6(4) . . . . ? C43 C42 N10 C41 32.1(6) . . . . ? N12 C46 N11 C48 -0.8(5) . . . . ? N12 C46 N11 Zn3 177.9(3) . . . 2_646 ? C47 C48 N11 C46 0.6(5) . . . . ? C47 C48 N11 Zn3 -178.0(3) . . . 2_646 ? N11 C46 N12 C47 0.7(5) . . . . ? N11 C46 N12 C45 -176.3(4) . . . . ? C48 C47 N12 C46 -0.3(5) . . . . ? C48 C47 N12 C45 176.6(4) . . . . ? C44 C45 N12 C46 -72.1(6) . . . . ? C44 C45 N12 C47 111.5(5) . . . . ? O2 C7 O1 Zn1 -6.5(5) . . . . ? C1 C7 O1 Zn1 174.0(3) . . . . ? O11 Zn1 O1 C7 59.1(3) 2_656 . . . ? N1 Zn1 O1 C7 -64.1(3) . . . . ? N5 Zn1 O1 C7 -179.0(3) . . . . ? O4 C8 O3 Zn3 5.8(5) . . . 1_655 ? C2 C8 O3 Zn3 -172.9(4) . . . 1_655 ? O3 C8 O4 Zn3 -5.8(5) . . . 1_655 ? C2 C8 O4 Zn3 172.9(4) . . . 1_655 ? O5 C9 O6 Zn2 -14.6(6) . . . . ? C3 C9 O6 Zn2 164.0(3) . . . . ? N9 Zn2 O6 C9 48.7(3) . . . . ? O9 Zn2 O6 C9 -172.5(3) . . . . ? N7 Zn2 O6 C9 -68.0(3) 4_565 . . . ? O8 C16 O7 Zn3 -1.3(6) . . . . ? C10 C16 O7 Zn3 173.7(3) . . . . ? N3 Zn3 O7 C16 69.2(3) 3_757 . . . ? N11 Zn3 O7 C16 174.2(3) 2_656 . . . ? O4 Zn3 O7 C16 -91.0(3) 1_455 . . . ? O3 Zn3 O7 C16 -33.5(4) 1_455 . . . ? C8 Zn3 O7 C16 -68.0(3) 1_455 . . . ? O10 C17 O9 Zn2 5.4(5) . . . . ? C11 C17 O9 Zn2 -173.6(3) . . . . ? O6 Zn2 O9 C17 -80.7(3) . . . . ? N9 Zn2 O9 C17 62.7(3) . . . . ? N7 Zn2 O9 C17 173.3(3) 4_565 . . . ? O12 C18 O11 Zn1 -4.3(6) . . . 2_646 ? C12 C18 O11 Zn1 170.0(3) . . . 2_646 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.110 _refine_diff_density_min -0.908 _refine_diff_density_rms 0.098 # Attachment '5.cif' data_5 #TrackingRef '- 794299 - 794303.cif' _database_code_depnum_ccdc_archive 'CCDC 794303' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H23 N5 O5 Zn, C3 H7 N O' _chemical_formula_sum 'C28 H30 N6 O6 Zn' _chemical_formula_weight 611.95 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 'P 21/C ' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.0224(8) _cell_length_b 19.0867(15) _cell_length_c 17.2808(11) _cell_angle_alpha 90.00 _cell_angle_beta 120.691(3) _cell_angle_gamma 90.00 _cell_volume 2842.7(4) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 8817 _cell_measurement_theta_min 2.36 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.430 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1272 _exptl_absorpt_coefficient_mu 0.916 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.701 _exptl_absorpt_correction_T_max 0.762 _exptl_absorpt_process_details '(SADABS; Sheldrick, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker AXS SMART APEX CCD ' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20970 _diffrn_reflns_av_R_equivalents 0.0246 _diffrn_reflns_av_sigmaI/netI 0.0230 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 25.50 _reflns_number_total 5285 _reflns_number_gt 4425 _reflns_threshold_expression >2sigma(I) _computing_data_collection SMART(Burker,1997--2002) _computing_cell_refinement 'SAINT-plus(Bruker, 2003)' _computing_data_reduction SAINT-plus _computing_structure_solution 'SHELXTL(Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0532P)^2^+2.0205P] 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 5285 _refine_ls_number_parameters 374 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0452 _refine_ls_R_factor_gt 0.0357 _refine_ls_wR_factor_ref 0.1027 _refine_ls_wR_factor_gt 0.0957 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.065 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn -0.26869(3) -0.290751(15) 0.593135(17) 0.03280(11) Uani 1 1 d . . . O1 O -0.47924(19) -0.30306(10) 0.56909(11) 0.0418(4) Uani 1 1 d . . . O2 O -0.5245(2) -0.35324(10) 0.44166(12) 0.0435(4) Uani 1 1 d . . . O3 O -0.7420(2) -0.23460(11) 0.31152(13) 0.0511(5) Uani 1 1 d . . . O4 O -1.1151(2) -0.24846(11) 0.21044(12) 0.0495(5) Uani 1 1 d . . . O5 O -1.2560(3) -0.33283(15) 0.21755(18) 0.0950(11) Uani 1 1 d . . . N1 N -0.1484(2) -0.38065(11) 0.61555(13) 0.0345(5) Uani 1 1 d . . . N2 N 0.0462(2) -0.45441(11) 0.68305(14) 0.0382(5) Uani 1 1 d . . . N3 N 0.7331(2) -0.27054(12) 0.99988(14) 0.0379(5) Uani 1 1 d . . . N4 N 0.6909(3) -0.31546(11) 0.87263(14) 0.0389(5) Uani 1 1 d . . . N5 N -0.8147(3) -0.33993(13) 0.24295(14) 0.0451(6) Uani 1 1 d . . . C1 C -0.7390(3) -0.32704(12) 0.46009(15) 0.0298(5) Uani 1 1 d . . . C2 C -0.8517(3) -0.31366(12) 0.36966(15) 0.0287(5) Uani 1 1 d . . . C3 C -1.0084(3) -0.31389(12) 0.34420(15) 0.0307(5) Uani 1 1 d . . . C4 C -0.7845(3) -0.33857(14) 0.52254(16) 0.0385(6) Uani 1 1 d . . . H4 H -0.7095 -0.3463 0.5825 0.046 Uiso 1 1 calc R . . C5 C -0.9391(3) -0.33875(15) 0.49702(18) 0.0415(6) Uani 1 1 d . . . H5 H -0.9683 -0.3465 0.5395 0.050 Uiso 1 1 calc R . . C6 C -1.0506(3) -0.32725(13) 0.40787(17) 0.0375(6) Uani 1 1 d . . . H6 H -1.1551 -0.3285 0.3903 0.045 Uiso 1 1 calc R . . C7 C -0.5688(3) -0.32890(13) 0.49053(16) 0.0328(5) Uani 1 1 d . . . C8 C -0.7984(3) -0.29321(14) 0.30476(16) 0.0357(6) Uani 1 1 d . . . C9 C -1.1380(3) -0.29873(13) 0.24904(17) 0.0369(6) Uani 1 1 d . . . C10 C -0.8646(4) -0.41172(17) 0.2406(2) 0.0596(8) Uani 1 1 d . . . H10A H -0.8065 -0.4318 0.2997 0.089 Uiso 1 1 calc R . . H10B H -0.8473 -0.4385 0.1995 0.089 Uiso 1 1 calc R . . H10C H -0.9731 -0.4123 0.2211 0.089 Uiso 1 1 calc R . . C11 C -0.7511(4) -0.3224(3) 0.1853(2) 0.0762(11) Uani 1 1 d . . . H11A H -0.7703 -0.2739 0.1685 0.114 Uiso 1 1 calc R . . H11B H -0.8001 -0.3510 0.1321 0.114 Uiso 1 1 calc R . . H11C H -0.6413 -0.3310 0.2175 0.114 Uiso 1 1 calc R . . C12 C -0.0095(3) -0.39127(13) 0.68626(16) 0.0352(5) Uani 1 1 d . . . H12 H 0.0433 -0.3591 0.7325 0.042 Uiso 1 1 calc R . . C13 C -0.0635(3) -0.48555(15) 0.6050(2) 0.0513(7) Uani 1 1 d . . . H13 H -0.0569 -0.5295 0.5839 0.062 Uiso 1 1 calc R . . C14 C -0.1830(3) -0.44046(15) 0.56457(19) 0.0474(7) Uani 1 1 d . . . H14 H -0.2747 -0.4485 0.5105 0.057 Uiso 1 1 calc R . . C15 C 0.1969(3) -0.48391(15) 0.75213(19) 0.0464(7) Uani 1 1 d . . . H15A H 0.1859 -0.5341 0.7554 0.056 Uiso 1 1 calc R . . H15B H 0.2249 -0.4642 0.8102 0.056 Uiso 1 1 calc R . . C16 C 0.3261(3) -0.46991(13) 0.73373(17) 0.0388(6) Uani 1 1 d . . . C17 C 0.4101(3) -0.40789(13) 0.76139(16) 0.0373(6) Uani 1 1 d . . . H17 H 0.3843 -0.3739 0.7901 0.045 Uiso 1 1 calc R . . C18 C 0.5320(3) -0.39583(13) 0.74678(16) 0.0365(6) Uani 1 1 d . . . C19 C 0.5685(3) -0.44635(15) 0.70305(18) 0.0449(6) Uani 1 1 d . . . H19 H 0.6494 -0.4386 0.6924 0.054 Uiso 1 1 calc R . . C20 C 0.4855(3) -0.50823(17) 0.6750(2) 0.0570(8) Uani 1 1 d . . . H20 H 0.5108 -0.5420 0.6459 0.068 Uiso 1 1 calc R . . C21 C 0.3656(3) -0.51975(16) 0.6903(2) 0.0536(8) Uani 1 1 d . . . H21 H 0.3101 -0.5615 0.6714 0.064 Uiso 1 1 calc R . . C22 C 0.6223(4) -0.32820(15) 0.77580(18) 0.0479(7) Uani 1 1 d . . . H22A H 0.7042 -0.3299 0.7616 0.057 Uiso 1 1 calc R . . H22B H 0.5538 -0.2897 0.7424 0.057 Uiso 1 1 calc R . . C23 C 0.6462(3) -0.26748(14) 0.91113(16) 0.0362(5) Uani 1 1 d . . . H23 H 0.5650 -0.2361 0.8797 0.043 Uiso 1 1 calc R . . C24 C 0.8372(4) -0.32310(18) 1.0175(2) 0.0599(9) Uani 1 1 d . . . H24 H 0.9136 -0.3375 1.0746 0.072 Uiso 1 1 calc R . . C25 C 0.8126(4) -0.35103(18) 0.9398(2) 0.0600(9) Uani 1 1 d . . . H25 H 0.8678 -0.3874 0.9333 0.072 Uiso 1 1 calc R . . O1S O -0.9564(7) -0.4360(4) -0.1035(5) 0.211(3) Uani 1 1 d . . . N1S N -0.7072(5) -0.41503(18) -0.0010(2) 0.0885(11) Uani 1 1 d D . . C1S C -0.8376(11) -0.3904(5) -0.0684(5) 0.151(3) Uani 1 1 d . . . H1S H -0.8469 -0.3449 -0.0900 0.181 Uiso 1 1 calc R . . C2S C -0.7041(15) -0.4848(3) 0.0328(7) 0.278(7) Uani 1 1 d D . . H2SA H -0.8030 -0.4950 0.0265 0.418 Uiso 1 1 calc R . . H2SB H -0.6247 -0.4872 0.0952 0.418 Uiso 1 1 calc R . . H2SC H -0.6826 -0.5183 -0.0008 0.418 Uiso 1 1 calc R . . C3S C -0.5696(9) -0.3707(5) 0.0342(7) 0.216(4) Uani 1 1 d D . . H3SA H -0.4920 -0.3939 0.0267 0.325 Uiso 1 1 calc R . . H3SB H -0.5295 -0.3620 0.0970 0.325 Uiso 1 1 calc R . . H3SC H -0.5967 -0.3270 0.0022 0.325 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 0.02492(16) 0.04108(19) 0.02684(16) 0.00135(11) 0.00920(12) 0.00260(11) O1 0.0254(9) 0.0610(12) 0.0309(9) -0.0045(8) 0.0085(7) -0.0040(8) O2 0.0334(10) 0.0532(11) 0.0449(10) -0.0066(8) 0.0208(8) 0.0013(8) O3 0.0439(11) 0.0551(12) 0.0491(11) 0.0105(9) 0.0200(9) -0.0105(10) O4 0.0354(10) 0.0587(13) 0.0362(10) 0.0141(9) 0.0051(8) -0.0066(9) O5 0.0496(14) 0.0892(19) 0.0771(17) 0.0364(14) -0.0177(12) -0.0339(13) N1 0.0287(10) 0.0389(12) 0.0326(10) 0.0001(9) 0.0133(9) 0.0012(9) N2 0.0306(11) 0.0344(11) 0.0452(12) 0.0027(9) 0.0161(10) 0.0016(9) N3 0.0319(11) 0.0418(12) 0.0326(11) -0.0052(9) 0.0111(9) -0.0007(9) N4 0.0388(12) 0.0384(12) 0.0391(11) -0.0079(9) 0.0196(10) -0.0080(10) N5 0.0395(13) 0.0615(15) 0.0346(11) -0.0007(10) 0.0191(10) 0.0002(11) C1 0.0254(12) 0.0306(12) 0.0299(11) -0.0003(9) 0.0117(10) -0.0003(9) C2 0.0273(12) 0.0265(11) 0.0278(11) 0.0002(9) 0.0108(10) -0.0004(9) C3 0.0267(12) 0.0255(11) 0.0334(12) 0.0018(9) 0.0107(10) 0.0010(9) C4 0.0352(14) 0.0482(15) 0.0280(12) 0.0023(11) 0.0131(10) 0.0004(11) C5 0.0408(15) 0.0516(16) 0.0392(14) 0.0026(12) 0.0256(12) 0.0003(12) C6 0.0274(12) 0.0374(14) 0.0479(15) -0.0008(11) 0.0194(11) 0.0013(10) C7 0.0265(12) 0.0345(13) 0.0326(12) 0.0050(10) 0.0118(10) 0.0019(10) C8 0.0239(12) 0.0444(15) 0.0310(12) 0.0083(10) 0.0084(10) 0.0004(10) C9 0.0256(12) 0.0348(14) 0.0382(13) 0.0013(10) 0.0076(11) 0.0015(10) C10 0.0580(19) 0.057(2) 0.0598(19) -0.0064(15) 0.0275(16) 0.0076(15) C11 0.069(2) 0.118(3) 0.053(2) -0.001(2) 0.0396(19) -0.006(2) C12 0.0311(13) 0.0353(13) 0.0337(12) -0.0002(10) 0.0127(11) 0.0004(10) C13 0.0468(17) 0.0369(15) 0.0593(18) -0.0122(13) 0.0191(14) -0.0036(13) C14 0.0358(14) 0.0471(16) 0.0445(15) -0.0108(12) 0.0099(12) -0.0077(12) C15 0.0370(15) 0.0418(15) 0.0527(16) 0.0142(12) 0.0172(13) 0.0104(12) C16 0.0302(13) 0.0374(14) 0.0397(13) 0.0024(11) 0.0113(11) 0.0054(11) C17 0.0447(15) 0.0327(13) 0.0333(13) -0.0018(10) 0.0191(11) 0.0050(11) C18 0.0396(14) 0.0359(13) 0.0280(12) -0.0030(10) 0.0129(11) -0.0013(11) C19 0.0366(14) 0.0528(17) 0.0430(14) -0.0107(12) 0.0187(12) 0.0010(12) C20 0.0470(17) 0.0552(19) 0.0653(19) -0.0288(15) 0.0261(15) -0.0007(14) C21 0.0388(16) 0.0407(16) 0.069(2) -0.0208(14) 0.0190(14) -0.0062(12) C22 0.0644(19) 0.0455(16) 0.0401(14) -0.0088(12) 0.0313(14) -0.0140(14) C23 0.0335(13) 0.0382(14) 0.0350(13) -0.0018(10) 0.0161(11) -0.0019(11) C24 0.0466(17) 0.063(2) 0.0434(16) -0.0046(14) 0.0035(14) 0.0168(15) C25 0.0518(18) 0.0572(19) 0.0578(18) -0.0124(15) 0.0184(15) 0.0148(15) O1S 0.131(4) 0.270(7) 0.250(7) -0.137(6) 0.111(5) -0.052(5) N1S 0.100(3) 0.071(2) 0.074(2) 0.0079(18) 0.029(2) -0.005(2) C1S 0.194(8) 0.173(7) 0.134(6) 0.038(5) 0.119(6) 0.065(6) C2S 0.51(2) 0.116(6) 0.235(11) 0.042(7) 0.208(13) -0.032(9) C3S 0.168(8) 0.201(9) 0.262(11) -0.091(8) 0.097(8) -0.103(7) _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 1.9457(18) . ? Zn1 O4 1.9628(18) 4_656 ? Zn1 N3 1.999(2) 4_455 ? Zn1 N1 2.018(2) . ? O1 C7 1.284(3) . ? O2 C7 1.228(3) . ? O3 C8 1.232(3) . ? O4 C9 1.255(3) . ? O4 Zn1 1.9629(18) 4_455 ? O5 C9 1.208(3) . ? N1 C12 1.318(3) . ? N1 C14 1.374(3) . ? N2 C12 1.341(3) . ? N2 C13 1.367(3) . ? N2 C15 1.478(3) . ? N3 C23 1.323(3) . ? N3 C24 1.365(4) . ? N3 Zn1 1.999(2) 4_656 ? N4 C23 1.336(3) . ? N4 C25 1.361(4) . ? N4 C22 1.469(3) . ? N5 C8 1.336(3) . ? N5 C10 1.452(4) . ? N5 C11 1.470(4) . ? C1 C4 1.387(3) . ? C1 C2 1.408(3) . ? C1 C7 1.507(3) . ? C2 C3 1.398(3) . ? C2 C8 1.519(3) . ? C3 C6 1.389(4) . ? C3 C9 1.515(3) . ? C4 C5 1.378(4) . ? C4 H4 0.9300 . ? C5 C6 1.383(4) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12 0.9300 . ? C13 C14 1.344(4) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 C16 1.506(4) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C21 1.388(4) . ? C16 C17 1.388(4) . ? C17 C18 1.388(4) . ? C17 H17 0.9300 . ? C18 C19 1.384(4) . ? C18 C22 1.507(4) . ? C19 C20 1.382(4) . ? C19 H19 0.9300 . ? C20 C21 1.374(4) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 H23 0.9300 . ? C24 C25 1.344(4) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? O1S C1S 1.345(10) . ? N1S C1S 1.316(8) . ? N1S C2S 1.448(4) . ? N1S C3S 1.460(4) . ? C1S H1S 0.9300 . ? C2S H2SA 0.9600 . ? C2S H2SB 0.9600 . ? C2S H2SC 0.9600 . ? C3S H3SA 0.9600 . ? C3S H3SB 0.9600 . ? C3S H3SC 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 O1 Zn1 O4 117.37(8) . 4_656 ? O1 Zn1 N3 110.71(8) . 4_455 ? O4 Zn1 N3 106.53(9) 4_656 4_455 ? O1 Zn1 N1 114.51(8) . . ? O4 Zn1 N1 92.83(8) 4_656 . ? N3 Zn1 N1 113.71(9) 4_455 . ? C7 O1 Zn1 111.65(16) . . ? C9 O4 Zn1 125.51(17) . 4_455 ? C12 N1 C14 105.5(2) . . ? C12 N1 Zn1 123.63(17) . . ? C14 N1 Zn1 130.78(17) . . ? C12 N2 C13 106.8(2) . . ? C12 N2 C15 125.8(2) . . ? C13 N2 C15 127.4(2) . . ? C23 N3 C24 105.5(2) . . ? C23 N3 Zn1 129.60(18) . 4_656 ? C24 N3 Zn1 124.81(18) . 4_656 ? C23 N4 C25 107.4(2) . . ? C23 N4 C22 126.9(2) . . ? C25 N4 C22 125.7(2) . . ? C8 N5 C10 123.5(2) . . ? C8 N5 C11 118.2(3) . . ? C10 N5 C11 117.3(3) . . ? C4 C1 C2 119.8(2) . . ? C4 C1 C7 119.2(2) . . ? C2 C1 C7 121.0(2) . . ? C3 C2 C1 119.0(2) . . ? C3 C2 C8 122.0(2) . . ? C1 C2 C8 118.7(2) . . ? C6 C3 C2 119.9(2) . . ? C6 C3 C9 117.1(2) . . ? C2 C3 C9 123.0(2) . . ? C5 C4 C1 120.9(2) . . ? C5 C4 H4 119.5 . . ? C1 C4 H4 119.5 . . ? C4 C5 C6 119.6(2) . . ? C4 C5 H5 120.2 . . ? C6 C5 H5 120.2 . . ? C5 C6 C3 120.8(2) . . ? C5 C6 H6 119.6 . . ? C3 C6 H6 119.6 . . ? O2 C7 O1 124.7(2) . . ? O2 C7 C1 120.7(2) . . ? O1 C7 C1 114.6(2) . . ? O3 C8 N5 123.0(2) . . ? O3 C8 C2 118.7(2) . . ? N5 C8 C2 118.3(2) . . ? O5 C9 O4 125.1(2) . . ? O5 C9 C3 119.0(2) . . ? O4 C9 C3 115.8(2) . . ? N5 C10 H10A 109.5 . . ? N5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? N5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N5 C11 H11A 109.5 . . ? N5 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N5 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N1 C12 N2 111.4(2) . . ? N1 C12 H12 124.3 . . ? N2 C12 H12 124.3 . . ? C14 C13 N2 106.8(2) . . ? C14 C13 H13 126.6 . . ? N2 C13 H13 126.6 . . ? C13 C14 N1 109.4(2) . . ? C13 C14 H14 125.3 . . ? N1 C14 H14 125.3 . . ? N2 C15 C16 113.4(2) . . ? N2 C15 H15A 108.9 . . ? C16 C15 H15A 108.9 . . ? N2 C15 H15B 108.9 . . ? C16 C15 H15B 108.9 . . ? H15A C15 H15B 107.7 . . ? C21 C16 C17 118.7(3) . . ? C21 C16 C15 120.4(3) . . ? C17 C16 C15 120.9(2) . . ? C18 C17 C16 121.0(2) . . ? C18 C17 H17 119.5 . . ? C16 C17 H17 119.5 . . ? C19 C18 C17 119.1(2) . . ? C19 C18 C22 119.8(2) . . ? C17 C18 C22 121.1(2) . . ? C20 C19 C18 120.5(3) . . ? C20 C19 H19 119.8 . . ? C18 C19 H19 119.8 . . ? C21 C20 C19 119.9(3) . . ? C21 C20 H20 120.0 . . ? C19 C20 H20 120.0 . . ? C20 C21 C16 120.9(3) . . ? C20 C21 H21 119.6 . . ? C16 C21 H21 119.6 . . ? N4 C22 C18 111.9(2) . . ? N4 C22 H22A 109.2 . . ? C18 C22 H22A 109.2 . . ? N4 C22 H22B 109.2 . . ? C18 C22 H22B 109.2 . . ? H22A C22 H22B 107.9 . . ? N3 C23 N4 111.0(2) . . ? N3 C23 H23 124.5 . . ? N4 C23 H23 124.5 . . ? C25 C24 N3 109.8(3) . . ? C25 C24 H24 125.1 . . ? N3 C24 H24 125.1 . . ? C24 C25 N4 106.4(3) . . ? C24 C25 H25 126.8 . . ? N4 C25 H25 126.8 . . ? C1S N1S C2S 119.5(7) . . ? C1S N1S C3S 117.5(7) . . ? C2S N1S C3S 122.9(7) . . ? N1S C1S O1S 114.8(7) . . ? N1S C1S H1S 122.6 . . ? O1S C1S H1S 122.6 . . ? N1S C2S H2SA 109.5 . . ? N1S C2S H2SB 109.5 . . ? H2SA C2S H2SB 109.5 . . ? N1S C2S H2SC 109.5 . . ? H2SA C2S H2SC 109.5 . . ? H2SB C2S H2SC 109.5 . . ? N1S C3S H3SA 109.5 . . ? N1S C3S H3SB 109.5 . . ? H3SA C3S H3SB 109.5 . . ? N1S C3S H3SC 109.5 . . ? H3SA C3S H3SC 109.5 . . ? H3SB C3S H3SC 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 Zn1 O1 C7 179.91(16) 4_656 . . . ? N3 Zn1 O1 C7 57.35(19) 4_455 . . . ? N1 Zn1 O1 C7 -72.80(18) . . . . ? O1 Zn1 N1 C12 -128.08(19) . . . . ? O4 Zn1 N1 C12 -6.2(2) 4_656 . . . ? N3 Zn1 N1 C12 103.3(2) 4_455 . . . ? O1 Zn1 N1 C14 54.6(3) . . . . ? O4 Zn1 N1 C14 176.5(2) 4_656 . . . ? N3 Zn1 N1 C14 -74.1(2) 4_455 . . . ? C4 C1 C2 C3 -1.5(3) . . . . ? C7 C1 C2 C3 178.7(2) . . . . ? C4 C1 C2 C8 173.3(2) . . . . ? C7 C1 C2 C8 -6.6(3) . . . . ? C1 C2 C3 C6 0.0(3) . . . . ? C8 C2 C3 C6 -174.6(2) . . . . ? C1 C2 C3 C9 178.8(2) . . . . ? C8 C2 C3 C9 4.2(4) . . . . ? C2 C1 C4 C5 1.5(4) . . . . ? C7 C1 C4 C5 -178.6(2) . . . . ? C1 C4 C5 C6 0.0(4) . . . . ? C4 C5 C6 C3 -1.5(4) . . . . ? C2 C3 C6 C5 1.6(4) . . . . ? C9 C3 C6 C5 -177.3(2) . . . . ? Zn1 O1 C7 O2 10.7(3) . . . . ? Zn1 O1 C7 C1 -168.79(15) . . . . ? C4 C1 C7 O2 143.5(3) . . . . ? C2 C1 C7 O2 -36.6(3) . . . . ? C4 C1 C7 O1 -36.9(3) . . . . ? C2 C1 C7 O1 142.9(2) . . . . ? C10 N5 C8 O3 172.8(3) . . . . ? C11 N5 C8 O3 4.9(4) . . . . ? C10 N5 C8 C2 -7.0(4) . . . . ? C11 N5 C8 C2 -174.9(3) . . . . ? C3 C2 C8 O3 102.9(3) . . . . ? C1 C2 C8 O3 -71.7(3) . . . . ? C3 C2 C8 N5 -77.3(3) . . . . ? C1 C2 C8 N5 108.1(3) . . . . ? Zn1 O4 C9 O5 3.9(5) 4_455 . . . ? Zn1 O4 C9 C3 -172.76(17) 4_455 . . . ? C6 C3 C9 O5 -41.0(4) . . . . ? C2 C3 C9 O5 140.1(3) . . . . ? C6 C3 C9 O4 135.9(3) . . . . ? C2 C3 C9 O4 -43.0(3) . . . . ? C14 N1 C12 N2 0.0(3) . . . . ? Zn1 N1 C12 N2 -177.87(16) . . . . ? C13 N2 C12 N1 0.6(3) . . . . ? C15 N2 C12 N1 -178.7(2) . . . . ? C12 N2 C13 C14 -1.0(3) . . . . ? C15 N2 C13 C14 178.2(3) . . . . ? N2 C13 C14 N1 1.1(3) . . . . ? C12 N1 C14 C13 -0.7(3) . . . . ? Zn1 N1 C14 C13 177.0(2) . . . . ? C12 N2 C15 C16 -92.9(3) . . . . ? C13 N2 C15 C16 87.9(3) . . . . ? N2 C15 C16 C21 -95.8(3) . . . . ? N2 C15 C16 C17 85.6(3) . . . . ? C21 C16 C17 C18 -0.5(4) . . . . ? C15 C16 C17 C18 178.1(2) . . . . ? C16 C17 C18 C19 0.7(4) . . . . ? C16 C17 C18 C22 179.3(2) . . . . ? C17 C18 C19 C20 -0.6(4) . . . . ? C22 C18 C19 C20 -179.2(3) . . . . ? C18 C19 C20 C21 0.2(5) . . . . ? C19 C20 C21 C16 0.0(5) . . . . ? C17 C16 C21 C20 0.1(4) . . . . ? C15 C16 C21 C20 -178.5(3) . . . . ? C23 N4 C22 C18 -108.2(3) . . . . ? C25 N4 C22 C18 71.7(4) . . . . ? C19 C18 C22 N4 -124.1(3) . . . . ? C17 C18 C22 N4 57.3(3) . . . . ? C24 N3 C23 N4 0.0(3) . . . . ? Zn1 N3 C23 N4 175.91(17) 4_656 . . . ? C25 N4 C23 N3 -0.2(3) . . . . ? C22 N4 C23 N3 179.8(2) . . . . ? C23 N3 C24 C25 0.1(4) . . . . ? Zn1 N3 C24 C25 -176.0(2) 4_656 . . . ? N3 C24 C25 N4 -0.2(4) . . . . ? C23 N4 C25 C24 0.2(4) . . . . ? C22 N4 C25 C24 -179.7(3) . . . . ? C2S N1S C1S O1S -4.1(9) . . . . ? C3S N1S C1S O1S 174.0(6) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.486 _refine_diff_density_min -0.529 _refine_diff_density_rms 0.055 # Attachment 'R1.cif' data_R1 _database_code_depnum_ccdc_archive 'CCDC 807716' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H18 N4 O7 Zn2, H2 O' _chemical_formula_sum 'C23 H20 N4 O8 Zn2' _chemical_formula_weight 611.17 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M ' P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.352(3) _cell_length_b 10.119(3) _cell_length_c 13.485(4) _cell_angle_alpha 83.211(3) _cell_angle_beta 72.583(3) _cell_angle_gamma 75.070(3) _cell_volume 1175.4(5) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2723 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 25.38 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.48 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.727 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 620 _exptl_absorpt_coefficient_mu 2.099 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.365 _exptl_absorpt_correction_T_max 0.810 _exptl_absorpt_process_details '(SADABS; Sheldrick, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker AXS SMART APEX CCD ' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8892 _diffrn_reflns_av_R_equivalents 0.0342 _diffrn_reflns_av_sigmaI/netI 0.0546 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.58 _diffrn_reflns_theta_max 25.49 _reflns_number_total 4335 _reflns_number_gt 3219 _reflns_threshold_expression >2sigma(I) _computing_data_collection SMART(Burker,1997--2002) _computing_cell_refinement 'SAINT-plus(Bruker, 2003)' _computing_data_reduction SAINT-plus _computing_structure_solution 'SHELXTL(Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0722P)^2^+0.7898P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4335 _refine_ls_number_parameters 337 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0647 _refine_ls_R_factor_gt 0.0407 _refine_ls_wR_factor_ref 0.1350 _refine_ls_wR_factor_gt 0.1112 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.060 _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 0.02916(6) 0.24941(5) 0.44920(4) 0.02952(18) Uani 1 1 d . . . Zn2 Zn -0.12874(6) 0.18679(5) 0.27830(4) 0.03092(18) Uani 1 1 d . . . C1 C -0.0279(5) 0.4441(4) 0.7980(4) 0.0265(10) Uani 1 1 d . . . C2 C 0.0072(4) 0.3191(4) 0.7513(3) 0.0231(9) Uani 1 1 d . . . C3 C -0.0012(5) 0.1994(4) 0.8155(3) 0.0245(9) Uani 1 1 d . . . C4 C -0.0466(5) 0.2063(5) 0.9229(4) 0.0330(11) Uani 1 1 d . . . H4 H -0.0522 0.1267 0.9646 0.040 Uiso 1 1 calc R . . C5 C -0.0834(6) 0.3303(5) 0.9686(4) 0.0357(11) Uani 1 1 d . . . H5 H -0.1150 0.3345 1.0407 0.043 Uiso 1 1 calc R . . C6 C -0.0729(5) 0.4481(5) 0.9066(4) 0.0323(11) Uani 1 1 d . . . H6 H -0.0962 0.5314 0.9374 0.039 Uiso 1 1 calc R . . C7 C -0.0189(5) 0.5759(4) 0.7362(4) 0.0263(10) Uani 1 1 d . . . C8 C 0.0569(5) 0.3102(4) 0.6337(4) 0.0282(10) Uani 1 1 d . . . C9 C 0.0531(5) 0.0610(5) 0.7685(4) 0.0300(10) Uani 1 1 d . . . C10 C 0.2375(5) -0.0225(5) 0.3741(4) 0.0326(11) Uani 1 1 d . . . H10 H 0.1600 -0.0535 0.3606 0.039 Uiso 1 1 calc R . . C11 C 0.3617(6) 0.1040(6) 0.4149(4) 0.0450(13) Uani 1 1 d . . . H11 H 0.3843 0.1785 0.4362 0.054 Uiso 1 1 calc R . . C12 C 0.4621(6) -0.0157(6) 0.3878(4) 0.0461(13) Uani 1 1 d . . . H12 H 0.5657 -0.0392 0.3862 0.055 Uiso 1 1 calc R . . C13 C 0.4488(6) -0.2356(5) 0.3231(4) 0.0460(13) Uani 1 1 d . . . H13A H 0.3736 -0.2909 0.3503 0.055 Uiso 1 1 calc R . . H13B H 0.5386 -0.2781 0.3472 0.055 Uiso 1 1 calc R . . C14 C 0.4938(5) -0.2316(5) 0.2071(4) 0.0367(12) Uani 1 1 d . . . C15 C 0.6330(6) -0.2049(6) 0.1486(4) 0.0491(15) Uani 1 1 d . . . H15 H 0.7037 -0.1961 0.1819 0.059 Uiso 1 1 calc R . . C16 C 0.6692(6) -0.1910(6) 0.0412(4) 0.0464(14) Uani 1 1 d . . . H16 H 0.7630 -0.1712 0.0040 0.056 Uiso 1 1 calc R . . C17 C 0.5699(5) -0.2059(5) -0.0121(4) 0.0359(11) Uani 1 1 d . . . C18 C 0.4337(7) -0.2383(8) 0.0476(5) 0.070(2) Uani 1 1 d . . . H18 H 0.3652 -0.2525 0.0144 0.084 Uiso 1 1 calc R . . C19 C 0.3964(6) -0.2504(7) 0.1545(5) 0.0621(18) Uani 1 1 d . . . H19 H 0.3034 -0.2717 0.1918 0.075 Uiso 1 1 calc R . . C20 C 0.6070(6) -0.1827(6) -0.1276(4) 0.0483(14) Uani 1 1 d . . . H20A H 0.5901 -0.0850 -0.1445 0.058 Uiso 1 1 calc R . . H20B H 0.7152 -0.2237 -0.1583 0.058 Uiso 1 1 calc R . . C21 C 0.3794(5) -0.1735(5) -0.1906(4) 0.0394(12) Uani 1 1 d . . . H21 H 0.3323 -0.0827 -0.1749 0.047 Uiso 1 1 calc R . . C22 C 0.5416(7) -0.3684(7) -0.2038(6) 0.073(2) Uani 1 1 d . . . H22 H 0.6262 -0.4392 -0.2001 0.088 Uiso 1 1 calc R . . C23 C 0.4251(7) -0.3762(6) -0.2402(6) 0.069(2) Uani 1 1 d . . . H23 H 0.4162 -0.4536 -0.2666 0.083 Uiso 1 1 calc R . . N1 N 0.2205(4) 0.0995(4) 0.4064(3) 0.0340(9) Uani 1 1 d . . . N2 N 0.3824(4) -0.0962(4) 0.3631(3) 0.0356(9) Uani 1 1 d . . . N3 N 0.3211(5) -0.2510(4) -0.2320(3) 0.0362(10) Uani 1 1 d . . . N4 N 0.5142(5) -0.2400(5) -0.1737(3) 0.0417(11) Uani 1 1 d . . . O1 O 0.0120(4) 0.6657(3) 0.7790(3) 0.0403(8) Uani 1 1 d . . . O2 O -0.0487(4) 0.5906(3) 0.6504(2) 0.0348(8) Uani 1 1 d . . . O3 O 0.1827(4) 0.3297(4) 0.5810(3) 0.0462(9) Uani 1 1 d . . . O4 O -0.0426(4) 0.2799(3) 0.5978(2) 0.0345(8) Uani 1 1 d . . . O5 O 0.1610(4) 0.0408(4) 0.6888(3) 0.0525(10) Uani 1 1 d . . . O6 O -0.0097(4) -0.0340(3) 0.8173(3) 0.0508(10) Uani 1 1 d . . . O7 O -0.1431(4) 0.1992(4) 0.4227(3) 0.0395(8) Uani 1 1 d D . . H7 H -0.220(4) 0.260(4) 0.443(4) 0.047 Uiso 1 1 d D . . O1W O 0.3459(5) 0.5356(5) 0.5496(5) 0.0847(16) Uani 1 1 d . . . H1WA H 0.3450 0.4961 0.4999 0.102 Uiso 1 1 d R . . H1WB H 0.3058 0.4999 0.6074 0.102 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0382(3) 0.0252(3) 0.0273(3) 0.0012(2) -0.0134(2) -0.0073(2) Zn2 0.0359(3) 0.0243(3) 0.0374(4) -0.0023(2) -0.0163(3) -0.0079(2) C1 0.028(2) 0.024(2) 0.032(3) 0.002(2) -0.0109(19) -0.0122(18) C2 0.025(2) 0.021(2) 0.028(2) 0.0037(19) -0.0146(18) -0.0075(17) C3 0.026(2) 0.023(2) 0.027(2) 0.0004(19) -0.0114(19) -0.0058(17) C4 0.036(2) 0.026(3) 0.040(3) 0.007(2) -0.014(2) -0.011(2) C5 0.050(3) 0.035(3) 0.024(3) 0.001(2) -0.009(2) -0.016(2) C6 0.043(3) 0.028(3) 0.029(3) -0.005(2) -0.008(2) -0.014(2) C7 0.023(2) 0.023(2) 0.028(3) -0.0034(19) -0.0005(18) -0.0040(17) C8 0.039(3) 0.016(2) 0.031(3) -0.0006(19) -0.013(2) -0.0043(19) C9 0.034(2) 0.022(2) 0.038(3) 0.003(2) -0.020(2) -0.0048(19) C10 0.032(2) 0.034(3) 0.028(3) 0.005(2) -0.008(2) -0.004(2) C11 0.046(3) 0.048(3) 0.047(3) -0.006(3) -0.017(3) -0.016(3) C12 0.034(3) 0.059(4) 0.044(3) -0.009(3) -0.009(2) -0.007(3) C13 0.055(3) 0.034(3) 0.042(3) -0.002(3) -0.015(3) 0.003(2) C14 0.036(3) 0.029(3) 0.039(3) -0.005(2) -0.008(2) 0.002(2) C15 0.039(3) 0.065(4) 0.051(4) -0.010(3) -0.020(3) -0.015(3) C16 0.031(3) 0.067(4) 0.045(3) -0.004(3) -0.012(2) -0.015(3) C17 0.026(2) 0.040(3) 0.042(3) 0.001(2) -0.015(2) -0.004(2) C18 0.046(3) 0.131(7) 0.051(4) 0.003(4) -0.023(3) -0.045(4) C19 0.036(3) 0.101(6) 0.052(4) 0.005(4) -0.008(3) -0.030(3) C20 0.036(3) 0.069(4) 0.046(3) 0.001(3) -0.017(2) -0.017(3) C21 0.039(3) 0.037(3) 0.045(3) 0.001(2) -0.019(2) -0.006(2) C22 0.065(4) 0.051(4) 0.113(6) -0.023(4) -0.056(4) 0.017(3) C23 0.070(4) 0.041(4) 0.109(6) -0.028(4) -0.052(4) 0.008(3) N1 0.043(2) 0.031(2) 0.026(2) 0.0014(18) -0.0109(18) -0.0064(18) N2 0.035(2) 0.035(2) 0.030(2) 0.0013(18) -0.0061(18) -0.0015(18) N3 0.043(2) 0.029(2) 0.041(3) 0.0009(19) -0.023(2) -0.0051(18) N4 0.039(2) 0.047(3) 0.042(3) -0.003(2) -0.019(2) -0.007(2) O1 0.069(2) 0.0280(18) 0.032(2) -0.0005(15) -0.0128(17) -0.0267(17) O2 0.0492(19) 0.0316(19) 0.0300(19) 0.0081(15) -0.0203(16) -0.0140(15) O3 0.047(2) 0.041(2) 0.047(2) -0.0049(18) 0.0023(17) -0.0184(17) O4 0.0457(19) 0.0340(19) 0.0297(19) -0.0023(15) -0.0200(15) -0.0081(15) O5 0.064(2) 0.0252(19) 0.056(3) -0.0044(18) -0.004(2) -0.0031(17) O6 0.059(2) 0.0225(19) 0.069(3) -0.0052(18) -0.008(2) -0.0163(17) O7 0.044(2) 0.044(2) 0.037(2) -0.0036(17) -0.0131(17) -0.0181(16) O1W 0.054(3) 0.059(3) 0.137(5) -0.020(3) -0.016(3) -0.012(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O7 1.947(3) . ? Zn1 O4 1.948(3) . ? Zn1 O2 1.987(3) 2_566 ? Zn1 N1 2.006(4) . ? Zn2 O7 1.929(4) . ? Zn2 N3 2.006(4) 2 ? Zn2 O1 2.019(3) 2_566 ? Zn2 O6 2.042(4) 2_556 ? Zn2 O5 2.372(4) 2_556 ? Zn2 C9 2.526(5) 2_556 ? C1 C2 1.398(6) . ? C1 C6 1.399(6) . ? C1 C7 1.494(6) . ? C2 C3 1.409(6) . ? C2 C8 1.521(6) . ? C3 C4 1.387(7) . ? C3 C9 1.507(6) . ? C4 C5 1.380(7) . ? C4 H4 0.9300 . ? C5 C6 1.380(7) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 O2 1.253(5) . ? C7 O1 1.266(5) . ? C8 O3 1.230(5) . ? C8 O4 1.283(5) . ? C9 O5 1.230(6) . ? C9 O6 1.270(6) . ? C9 Zn2 2.526(5) 2_556 ? C10 N1 1.314(6) . ? C10 N2 1.342(6) . ? C10 H10 0.9300 . ? C11 C12 1.340(7) . ? C11 N1 1.372(6) . ? C11 H11 0.9300 . ? C12 N2 1.362(7) . ? C12 H12 0.9300 . ? C13 N2 1.481(6) . ? C13 C14 1.493(7) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C19 1.369(7) . ? C14 C15 1.381(7) . ? C15 C16 1.383(7) . ? C15 H15 0.9300 . ? C16 C17 1.378(7) . ? C16 H16 0.9300 . ? C17 C18 1.385(7) . ? C17 C20 1.495(7) . ? C18 C19 1.376(8) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C20 N4 1.463(6) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 N3 1.316(6) . ? C21 N4 1.339(6) . ? C21 H21 0.9300 . ? C22 C23 1.345(8) . ? C22 N4 1.345(8) . ? C22 H22 0.9300 . ? C23 N3 1.376(7) . ? C23 H23 0.9300 . ? N3 Zn2 2.006(4) 2 ? O1 Zn2 2.019(3) 2_566 ? O2 Zn1 1.987(3) 2_566 ? O5 Zn2 2.372(4) 2_556 ? O6 Zn2 2.042(4) 2_556 ? O7 H7 0.818(19) . ? O1W H1WA 0.8234 . ? O1W H1WB 0.8409 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O7 Zn1 O4 103.10(14) . . ? O7 Zn1 O2 100.32(14) . 2_566 ? O4 Zn1 O2 118.81(14) . 2_566 ? O7 Zn1 N1 109.86(16) . . ? O4 Zn1 N1 114.34(15) . . ? O2 Zn1 N1 109.00(15) 2_566 . ? O7 Zn2 N3 118.66(16) . 2 ? O7 Zn2 O1 97.10(14) . 2_566 ? N3 Zn2 O1 103.96(16) 2 2_566 ? O7 Zn2 O6 126.69(16) . 2_556 ? N3 Zn2 O6 106.01(16) 2 2_556 ? O1 Zn2 O6 98.95(14) 2_566 2_556 ? O7 Zn2 O5 90.39(15) . 2_556 ? N3 Zn2 O5 92.33(15) 2 2_556 ? O1 Zn2 O5 155.81(14) 2_566 2_556 ? O6 Zn2 O5 58.84(14) 2_556 2_556 ? O7 Zn2 C9 110.16(16) . 2_556 ? N3 Zn2 C9 100.05(15) 2 2_556 ? O1 Zn2 C9 128.40(15) 2_566 2_556 ? O6 Zn2 C9 29.97(15) 2_556 2_556 ? O5 Zn2 C9 28.87(14) 2_556 2_556 ? C2 C1 C6 119.7(4) . . ? C2 C1 C7 122.4(4) . . ? C6 C1 C7 117.8(4) . . ? C1 C2 C3 118.7(4) . . ? C1 C2 C8 121.4(4) . . ? C3 C2 C8 119.9(4) . . ? C4 C3 C2 120.4(4) . . ? C4 C3 C9 119.0(4) . . ? C2 C3 C9 120.3(4) . . ? C5 C4 C3 120.6(4) . . ? C5 C4 H4 119.7 . . ? C3 C4 H4 119.7 . . ? C6 C5 C4 119.5(4) . . ? C6 C5 H5 120.2 . . ? C4 C5 H5 120.2 . . ? C5 C6 C1 121.0(4) . . ? C5 C6 H6 119.5 . . ? C1 C6 H6 119.5 . . ? O2 C7 O1 125.9(4) . . ? O2 C7 C1 118.4(4) . . ? O1 C7 C1 115.6(4) . . ? O3 C8 O4 125.2(4) . . ? O3 C8 C2 121.1(4) . . ? O4 C8 C2 113.7(4) . . ? O5 C9 O6 122.0(5) . . ? O5 C9 C3 120.1(4) . . ? O6 C9 C3 117.7(4) . . ? O5 C9 Zn2 68.6(3) . 2_556 ? O6 C9 Zn2 53.4(2) . 2_556 ? C3 C9 Zn2 170.1(3) . 2_556 ? N1 C10 N2 110.4(4) . . ? N1 C10 H10 124.8 . . ? N2 C10 H10 124.8 . . ? C12 C11 N1 109.4(5) . . ? C12 C11 H11 125.3 . . ? N1 C11 H11 125.3 . . ? C11 C12 N2 106.4(4) . . ? C11 C12 H12 126.8 . . ? N2 C12 H12 126.8 . . ? N2 C13 C14 111.3(4) . . ? N2 C13 H13A 109.4 . . ? C14 C13 H13A 109.4 . . ? N2 C13 H13B 109.4 . . ? C14 C13 H13B 109.4 . . ? H13A C13 H13B 108.0 . . ? C19 C14 C15 117.5(5) . . ? C19 C14 C13 121.1(5) . . ? C15 C14 C13 121.4(5) . . ? C14 C15 C16 121.1(5) . . ? C14 C15 H15 119.4 . . ? C16 C15 H15 119.4 . . ? C17 C16 C15 121.7(5) . . ? C17 C16 H16 119.1 . . ? C15 C16 H16 119.1 . . ? C16 C17 C18 116.3(5) . . ? C16 C17 C20 120.9(4) . . ? C18 C17 C20 122.8(4) . . ? C19 C18 C17 122.1(5) . . ? C19 C18 H18 118.9 . . ? C17 C18 H18 118.9 . . ? C14 C19 C18 121.2(5) . . ? C14 C19 H19 119.4 . . ? C18 C19 H19 119.4 . . ? N4 C20 C17 113.0(4) . . ? N4 C20 H20A 109.0 . . ? C17 C20 H20A 109.0 . . ? N4 C20 H20B 109.0 . . ? C17 C20 H20B 109.0 . . ? H20A C20 H20B 107.8 . . ? N3 C21 N4 112.4(5) . . ? N3 C21 H21 123.8 . . ? N4 C21 H21 123.8 . . ? C23 C22 N4 107.9(5) . . ? C23 C22 H22 126.0 . . ? N4 C22 H22 126.0 . . ? C22 C23 N3 109.0(5) . . ? C22 C23 H23 125.5 . . ? N3 C23 H23 125.5 . . ? C10 N1 C11 106.1(4) . . ? C10 N1 Zn1 129.6(3) . . ? C11 N1 Zn1 124.1(3) . . ? C10 N2 C12 107.6(4) . . ? C10 N2 C13 126.7(4) . . ? C12 N2 C13 125.5(4) . . ? C21 N3 C23 104.6(4) . . ? C21 N3 Zn2 124.9(3) . 2 ? C23 N3 Zn2 130.5(4) . 2 ? C21 N4 C22 106.1(4) . . ? C21 N4 C20 125.7(5) . . ? C22 N4 C20 128.2(5) . . ? C7 O1 Zn2 132.7(3) . 2_566 ? C7 O2 Zn1 125.3(3) . 2_566 ? C8 O4 Zn1 113.9(3) . . ? C9 O5 Zn2 82.5(3) . 2_556 ? C9 O6 Zn2 96.6(3) . 2_556 ? Zn2 O7 Zn1 115.62(17) . . ? Zn2 O7 H7 104(4) . . ? Zn1 O7 H7 108(4) . . ? H1WA O1W H1WB 113.0 . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 25.49 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.548 _refine_diff_density_min -0.531 _refine_diff_density_rms 0.103