# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Shi-Ping Yan' _publ_contact_author_email YANSP@NANKAI.EDU.CN _publ_section_title ; Zinc(II) Coordination Polymers: Positional Isomeric Effect, Structural Diversification and Luminescent Properties ; loop_ _publ_author_name 'Shi-Ping Yan' 'Gong-Jun Chen' 'Peng Cheng' 'Wen Gu' 'Fu-Ping Huang' ; Dongdong Li ; 'Dai-Zheng Liao' 'Xin Liu' 'Jin-Lei Tian' # Attachment 'complex2.cif' data_aa2 _database_code_depnum_ccdc_archive 'CCDC 733523' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H30 N10 O8 Zn' _chemical_formula_weight 748.05 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M p-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.4300(17) _cell_length_b 8.7510(18) _cell_length_c 11.484(2) _cell_angle_alpha 73.65(3) _cell_angle_beta 83.56(3) _cell_angle_gamma 78.56(3) _cell_volume 795.3(3) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.51 _exptl_crystal_size_mid 0.42 _exptl_crystal_size_min 0.32 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.562 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 356 _exptl_absorpt_coefficient_mu 0.843 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.660 _exptl_absorpt_correction_T_max 0.764 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7960 _diffrn_reflns_av_R_equivalents 0.0340 _diffrn_reflns_av_sigmaI/netI 0.0442 _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 -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 27.45 _reflns_number_total 3581 _reflns_number_gt 3119 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0316P)^2^+0.7000P] 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 3581 _refine_ls_number_parameters 253 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0563 _refine_ls_R_factor_gt 0.0451 _refine_ls_wR_factor_ref 0.0959 _refine_ls_wR_factor_gt 0.0905 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.029 _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 0.5000 0.0000 0.5000 0.02737(13) Uani 1 2 d S . . C1 C 0.3879(3) 0.0009(3) 0.24996(19) 0.0252(5) Uani 1 1 d . . . C2 C 0.4459(3) -0.0038(3) 0.12110(19) 0.0250(5) Uani 1 1 d . . . C3 C 0.3363(3) 0.0054(3) 0.0356(2) 0.0362(6) Uani 1 1 d . . . C4 C 0.6099(3) -0.0093(3) 0.0838(2) 0.0356(6) Uani 1 1 d . . . C5 C 0.4789(3) 0.3587(3) 0.3528(2) 0.0325(5) Uani 1 1 d . . . H5 H 0.5560 0.3171 0.3000 0.039 Uiso 1 1 calc R . . C6 C 0.4251(3) 0.5244(3) 0.3266(2) 0.0378(6) Uani 1 1 d . . . H6 H 0.4678 0.5923 0.2578 0.045 Uiso 1 1 calc R . . C7 C 0.3080(3) 0.5891(3) 0.4025(2) 0.0334(5) Uani 1 1 d . . . H7 H 0.2700 0.6999 0.3847 0.040 Uiso 1 1 calc R . . C8 C 0.2484(3) 0.4845(3) 0.5061(2) 0.0259(5) Uani 1 1 d . . . C9 C 0.3108(3) 0.3204(3) 0.5270(2) 0.0288(5) Uani 1 1 d . . . H9 H 0.2730 0.2501 0.5967 0.035 Uiso 1 1 calc R . . C10 C 0.1251(3) 0.5404(3) 0.5931(2) 0.0268(5) Uani 1 1 d . . . C11 C -0.0350(3) 0.5378(3) 0.7489(2) 0.0286(5) Uani 1 1 d . . . C12 C -0.1227(3) 0.4899(3) 0.8682(2) 0.0314(5) Uani 1 1 d . . . C13 C -0.0777(4) 0.3370(3) 0.9453(2) 0.0443(7) Uani 1 1 d . . . H13 H 0.0044 0.2621 0.9212 0.053 Uiso 1 1 calc R . . C14 C -0.1578(4) 0.2985(4) 1.0588(3) 0.0536(8) Uani 1 1 d . . . H14 H -0.1270 0.1956 1.1096 0.064 Uiso 1 1 calc R . . C15 C -0.3191(4) 0.5438(4) 1.0246(3) 0.0619(9) Uani 1 1 d . . . H15 H -0.4023 0.6160 1.0508 0.074 Uiso 1 1 calc R . . C16 C -0.2477(4) 0.5937(4) 0.9090(3) 0.0518(8) Uani 1 1 d . . . H16 H -0.2836 0.6962 0.8592 0.062 Uiso 1 1 calc R . . N1 N 0.4227(2) 0.2571(2) 0.45244(17) 0.0291(4) Uani 1 1 d . . . N2 N 0.0713(2) 0.4387(2) 0.69673(17) 0.0290(4) Uani 1 1 d . . . N3 N 0.0568(3) 0.6954(2) 0.57812(18) 0.0323(5) Uani 1 1 d . . . N4 N -0.0455(3) 0.6906(2) 0.67900(18) 0.0312(4) Uani 1 1 d D . . N5 N -0.2760(3) 0.3992(3) 1.1002(2) 0.0566(7) Uani 1 1 d . . . O1 O 0.4962(2) -0.0107(2) 0.32021(14) 0.0345(4) Uani 1 1 d . . . O2 O 0.2368(2) 0.0190(2) 0.27786(15) 0.0348(4) Uani 1 1 d . . . O3 O 0.7478(2) 0.0321(2) 0.44879(18) 0.0408(4) Uani 1 1 d D . . O4 O 0.0535(2) 0.0846(2) 0.73532(19) 0.0437(5) Uani 1 1 d D . . H4C H -0.107(4) 0.779(3) 0.692(4) 0.096 Uiso 1 1 d D . . H4 H 0.682(4) -0.014(4) 0.141(3) 0.052 Uiso 1 1 d . . . H3 H 0.223(4) 0.007(4) 0.059(3) 0.066 Uiso 1 1 d . . . H4A H 0.054(4) 0.184(2) 0.722(3) 0.066 Uiso 1 1 d D . . H3B H 0.806(4) 0.005(4) 0.390(2) 0.066 Uiso 1 1 d D . . H4B H -0.042(3) 0.068(4) 0.736(3) 0.066 Uiso 1 1 d D . . H3A H 0.797(4) 0.079(4) 0.483(3) 0.066 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0345(2) 0.0264(2) 0.02013(19) -0.01009(15) 0.00372(15) -0.00031(16) C1 0.0326(13) 0.0198(10) 0.0218(10) -0.0061(8) 0.0019(9) -0.0024(9) C2 0.0288(12) 0.0261(11) 0.0204(10) -0.0086(9) -0.0020(9) -0.0017(9) C3 0.0260(13) 0.0569(17) 0.0278(12) -0.0167(12) 0.0009(10) -0.0057(12) C4 0.0285(13) 0.0563(16) 0.0255(12) -0.0176(11) -0.0040(10) -0.0049(12) C5 0.0334(13) 0.0378(13) 0.0245(11) -0.0097(10) 0.0060(10) -0.0042(11) C6 0.0409(15) 0.0356(14) 0.0308(13) -0.0014(10) 0.0092(11) -0.0091(11) C7 0.0378(14) 0.0262(12) 0.0325(13) -0.0047(10) 0.0024(10) -0.0039(10) C8 0.0263(12) 0.0259(11) 0.0262(11) -0.0091(9) 0.0000(9) -0.0039(9) C9 0.0320(13) 0.0285(12) 0.0246(11) -0.0085(9) 0.0061(9) -0.0047(10) C10 0.0273(12) 0.0253(11) 0.0275(11) -0.0089(9) 0.0008(9) -0.0025(9) C11 0.0308(12) 0.0285(12) 0.0272(11) -0.0106(9) 0.0021(9) -0.0043(10) C12 0.0357(14) 0.0342(13) 0.0260(12) -0.0102(10) 0.0026(10) -0.0096(11) C13 0.0555(18) 0.0372(14) 0.0363(14) -0.0082(12) 0.0030(13) -0.0045(13) C14 0.072(2) 0.0485(17) 0.0368(15) -0.0010(13) 0.0007(15) -0.0193(16) C15 0.063(2) 0.063(2) 0.0508(18) -0.0170(16) 0.0265(16) -0.0034(17) C16 0.060(2) 0.0412(16) 0.0408(15) -0.0072(12) 0.0177(14) 0.0051(14) N1 0.0323(11) 0.0286(10) 0.0246(9) -0.0089(8) 0.0043(8) -0.0017(8) N2 0.0330(11) 0.0250(9) 0.0275(10) -0.0085(8) 0.0034(8) -0.0027(8) N3 0.0357(12) 0.0268(10) 0.0309(10) -0.0091(8) 0.0072(9) -0.0007(9) N4 0.0339(12) 0.0262(10) 0.0308(10) -0.0106(8) 0.0064(9) 0.0008(9) N5 0.0662(18) 0.0652(18) 0.0366(13) -0.0103(12) 0.0159(12) -0.0223(15) O1 0.0352(10) 0.0473(10) 0.0215(8) -0.0143(7) -0.0027(7) -0.0005(8) O2 0.0323(10) 0.0422(10) 0.0307(9) -0.0146(8) 0.0054(7) -0.0054(8) O3 0.0378(11) 0.0458(11) 0.0476(11) -0.0257(9) 0.0033(8) -0.0117(9) O4 0.0362(11) 0.0381(10) 0.0549(12) -0.0112(9) 0.0003(9) -0.0052(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 2.0970(15) 2_656 Y Zn1 O1 2.0970(15) . Y Zn1 N1 2.143(2) . Y Zn1 N1 2.143(2) 2_656 Y Zn1 O3 2.1567(19) . Y Zn1 O3 2.1567(19) 2_656 Y C1 O1 1.256(3) . ? C1 O2 1.268(3) . ? C1 C2 1.515(3) . ? C2 C4 1.396(3) . ? C2 C3 1.398(3) . ? C3 C4 1.389(3) 2_655 ? C3 H3 0.96(3) . ? C4 C3 1.389(3) 2_655 ? C4 H4 0.93(3) . ? C5 N1 1.340(3) . ? C5 C6 1.386(3) . ? C5 H5 0.9300 . ? C6 C7 1.385(3) . ? C6 H6 0.9300 . ? C7 C8 1.394(3) . ? C7 H7 0.9300 . ? C8 C9 1.390(3) . ? C8 C10 1.469(3) . ? C9 N1 1.344(3) . ? C9 H9 0.9300 . ? C10 N3 1.335(3) . ? C10 N2 1.363(3) . ? C11 N2 1.333(3) . ? C11 N4 1.343(3) . ? C11 C12 1.474(3) . ? C12 C16 1.380(4) . ? C12 C13 1.387(4) . ? C13 C14 1.384(4) . ? C13 H13 0.9300 . ? C14 N5 1.333(4) . ? C14 H14 0.9300 . ? C15 N5 1.326(4) . ? C15 C16 1.383(4) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? N3 N4 1.361(3) . ? N4 H4C 0.878(10) . ? O3 H3B 0.846(17) . ? O3 H3A 0.831(17) . ? O4 H4A 0.838(17) . ? O4 H4B 0.846(17) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 O1 180.0 2_656 . Y O1 Zn1 N1 87.39(8) 2_656 . Y O1 Zn1 N1 92.61(8) . . Y O1 Zn1 N1 92.61(8) 2_656 2_656 Y O1 Zn1 N1 87.39(8) . 2_656 Y N1 Zn1 N1 180.0 . 2_656 Y O1 Zn1 O3 95.74(8) 2_656 . Y O1 Zn1 O3 84.26(8) . . Y N1 Zn1 O3 90.17(8) . . Y N1 Zn1 O3 89.83(8) 2_656 . Y O1 Zn1 O3 84.26(8) 2_656 2_656 Y O1 Zn1 O3 95.74(8) . 2_656 Y N1 Zn1 O3 89.83(8) . 2_656 Y N1 Zn1 O3 90.17(8) 2_656 2_656 Y O3 Zn1 O3 180.0 . 2_656 Y O1 C1 O2 125.4(2) . . ? O1 C1 C2 116.0(2) . . ? O2 C1 C2 118.6(2) . . ? C4 C2 C3 118.6(2) . . ? C4 C2 C1 120.3(2) . . ? C3 C2 C1 121.0(2) . . ? C4 C3 C2 120.4(2) 2_655 . ? C4 C3 H3 119(2) 2_655 . ? C2 C3 H3 120(2) . . ? C3 C4 C2 121.0(2) 2_655 . ? C3 C4 H4 120.8(19) 2_655 . ? C2 C4 H4 118.2(19) . . ? N1 C5 C6 121.6(2) . . ? N1 C5 H5 119.2 . . ? C6 C5 H5 119.2 . . ? C7 C6 C5 120.3(2) . . ? C7 C6 H6 119.8 . . ? C5 C6 H6 119.8 . . ? C6 C7 C8 118.5(2) . . ? C6 C7 H7 120.7 . . ? C8 C7 H7 120.7 . . ? C9 C8 C7 117.6(2) . . ? C9 C8 C10 119.4(2) . . ? C7 C8 C10 123.0(2) . . ? N1 C9 C8 123.9(2) . . ? N1 C9 H9 118.0 . . ? C8 C9 H9 118.0 . . ? N3 C10 N2 114.1(2) . . ? N3 C10 C8 123.0(2) . . ? N2 C10 C8 122.9(2) . . ? N2 C11 N4 109.9(2) . . ? N2 C11 C12 125.6(2) . . ? N4 C11 C12 124.5(2) . . ? C16 C12 C13 117.6(2) . . ? C16 C12 C11 122.4(2) . . ? C13 C12 C11 120.0(2) . . ? C14 C13 C12 118.5(3) . . ? C14 C13 H13 120.7 . . ? C12 C13 H13 120.7 . . ? N5 C14 C13 124.4(3) . . ? N5 C14 H14 117.8 . . ? C13 C14 H14 117.8 . . ? N5 C15 C16 123.9(3) . . ? N5 C15 H15 118.1 . . ? C16 C15 H15 118.1 . . ? C12 C16 C15 119.4(3) . . ? C12 C16 H16 120.3 . . ? C15 C16 H16 120.3 . . ? C5 N1 C9 118.0(2) . . ? C5 N1 Zn1 124.00(16) . . ? C9 N1 Zn1 118.00(15) . . ? C11 N2 C10 103.29(19) . . ? C10 N3 N4 102.69(18) . . ? C11 N4 N3 110.04(18) . . ? C11 N4 H4C 129(3) . . ? N3 N4 H4C 121(3) . . ? C15 N5 C14 116.3(3) . . ? C1 O1 Zn1 135.49(15) . . ? Zn1 O3 H3B 126(2) . . ? Zn1 O3 H3A 123(2) . . ? H3B O3 H3A 110(2) . . ? H4A O4 H4B 110(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 C4 -4.3(3) . . . . ? O2 C1 C2 C4 174.3(2) . . . . ? O1 C1 C2 C3 179.0(2) . . . . ? O2 C1 C2 C3 -2.4(3) . . . . ? C4 C2 C3 C4 -0.1(4) . . . 2_655 ? C1 C2 C3 C4 176.7(2) . . . 2_655 ? C3 C2 C4 C3 0.1(4) . . . 2_655 ? C1 C2 C4 C3 -176.8(2) . . . 2_655 ? N1 C5 C6 C7 -1.3(4) . . . . ? C5 C6 C7 C8 1.1(4) . . . . ? C6 C7 C8 C9 0.0(4) . . . . ? C6 C7 C8 C10 179.5(2) . . . . ? C7 C8 C9 N1 -1.1(4) . . . . ? C10 C8 C9 N1 179.4(2) . . . . ? C9 C8 C10 N3 -178.5(2) . . . . ? C7 C8 C10 N3 2.0(4) . . . . ? C9 C8 C10 N2 2.0(3) . . . . ? C7 C8 C10 N2 -177.5(2) . . . . ? N2 C11 C12 C16 -170.5(3) . . . . ? N4 C11 C12 C16 12.7(4) . . . . ? N2 C11 C12 C13 11.2(4) . . . . ? N4 C11 C12 C13 -165.6(3) . . . . ? C16 C12 C13 C14 -1.3(4) . . . . ? C11 C12 C13 C14 177.1(3) . . . . ? C12 C13 C14 N5 -0.3(5) . . . . ? C13 C12 C16 C15 1.8(5) . . . . ? C11 C12 C16 C15 -176.6(3) . . . . ? N5 C15 C16 C12 -0.8(6) . . . . ? C6 C5 N1 C9 0.3(4) . . . . ? C6 C5 N1 Zn1 -179.76(19) . . . . ? C8 C9 N1 C5 1.0(4) . . . . ? C8 C9 N1 Zn1 -179.01(18) . . . . ? O1 Zn1 N1 C5 137.9(2) 2_656 . . . ? O1 Zn1 N1 C5 -42.1(2) . . . . ? N1 Zn1 N1 C5 40(100) 2_656 . . . ? O3 Zn1 N1 C5 42.2(2) . . . . ? O3 Zn1 N1 C5 -137.8(2) 2_656 . . . ? O1 Zn1 N1 C9 -42.11(18) 2_656 . . . ? O1 Zn1 N1 C9 137.89(18) . . . . ? N1 Zn1 N1 C9 -140(100) 2_656 . . . ? O3 Zn1 N1 C9 -137.85(18) . . . . ? O3 Zn1 N1 C9 42.15(18) 2_656 . . . ? N4 C11 N2 C10 0.8(3) . . . . ? C12 C11 N2 C10 -176.4(2) . . . . ? N3 C10 N2 C11 -0.7(3) . . . . ? C8 C10 N2 C11 178.8(2) . . . . ? N2 C10 N3 N4 0.3(3) . . . . ? C8 C10 N3 N4 -179.2(2) . . . . ? N2 C11 N4 N3 -0.6(3) . . . . ? C12 C11 N4 N3 176.6(2) . . . . ? C10 N3 N4 C11 0.2(3) . . . . ? C16 C15 N5 C14 -0.8(6) . . . . ? C13 C14 N5 C15 1.3(5) . . . . ? O2 C1 O1 Zn1 -2.7(4) . . . . ? C2 C1 O1 Zn1 175.84(15) . . . . ? O1 Zn1 O1 C1 95(100) 2_656 . . . ? N1 Zn1 O1 C1 -74.0(2) . . . . ? N1 Zn1 O1 C1 106.0(2) 2_656 . . . ? O3 Zn1 O1 C1 -164.0(2) . . . . ? O3 Zn1 O1 C1 16.0(2) 2_656 . . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.304 _refine_diff_density_min -0.388 _refine_diff_density_rms 0.058 # Attachment 'complex_5.cif' data_aa5 _database_code_depnum_ccdc_archive 'CCDC 733524' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H13 N5 O4 Zn' _chemical_formula_weight 452.74 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M p-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.4850(17) _cell_length_b 9.878(2) _cell_length_c 11.724(2) _cell_angle_alpha 89.78(3) _cell_angle_beta 84.81(3) _cell_angle_gamma 69.71(3) _cell_volume 917.5(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.639 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 396 _exptl_absorpt_coefficient_mu 1.379 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.731 _exptl_absorpt_correction_T_max 0.851 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6600 _diffrn_reflns_av_R_equivalents 0.0302 _diffrn_reflns_av_sigmaI/netI 0.0529 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.15 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4103 _reflns_number_gt 3393 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0566P)^2^+1.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4103 _refine_ls_number_parameters 275 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0646 _refine_ls_R_factor_gt 0.0488 _refine_ls_wR_factor_ref 0.1197 _refine_ls_wR_factor_gt 0.1128 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _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 0.45254(5) -0.15981(4) 0.40415(3) 0.02350(13) Uani 1 1 d . . . C1 C 0.3822(4) 0.1453(3) 0.3704(3) 0.0224(7) Uani 1 1 d . . . C2 C 0.3800(4) 0.2603(3) 0.2877(3) 0.0242(7) Uani 1 1 d . . . C3 C 0.3842(5) 0.2369(4) 0.1719(3) 0.0306(8) Uani 1 1 d . . . H3A H 0.3842 0.1487 0.1444 0.037 Uiso 1 1 calc R . . C4 C 0.3885(6) 0.3424(4) 0.0959(3) 0.0378(9) Uani 1 1 d . . . H4A H 0.3904 0.3257 0.0177 0.045 Uiso 1 1 calc R . . C5 C 0.3898(5) 0.4726(4) 0.1362(3) 0.0323(8) Uani 1 1 d . . . H5A H 0.3916 0.5445 0.0852 0.039 Uiso 1 1 calc R . . C6 C 0.3885(4) 0.4966(3) 0.2511(3) 0.0256(7) Uani 1 1 d . . . C7 C 0.3838(4) 0.3907(3) 0.3270(3) 0.0239(7) Uani 1 1 d . . . H7A H 0.3832 0.4072 0.4051 0.029 Uiso 1 1 calc R . . C8 C 0.3977(5) 0.6337(4) 0.2953(3) 0.0310(8) Uani 1 1 d . . . C9 C 0.2448(5) -0.2407(4) 0.5962(3) 0.0364(9) Uani 1 1 d . . . H9A H 0.3109 -0.3322 0.5671 0.044 Uiso 1 1 calc R . . C10 C 0.1475(5) -0.2300(4) 0.6972(3) 0.0403(10) Uani 1 1 d . . . H10A H 0.1513 -0.3124 0.7371 0.048 Uiso 1 1 calc R . . C11 C 0.0435(5) -0.0960(4) 0.7394(3) 0.0292(8) Uani 1 1 d . . . C12 C 0.0429(5) 0.0216(4) 0.6768(3) 0.0325(8) Uani 1 1 d . . . H12A H -0.0286 0.1137 0.7010 0.039 Uiso 1 1 calc R . . C13 C 0.1489(5) 0.0022(4) 0.5778(3) 0.0303(8) Uani 1 1 d . . . H13A H 0.1498 0.0832 0.5375 0.036 Uiso 1 1 calc R . . C14 C -0.0552(5) -0.0873(4) 0.8485(3) 0.0294(8) Uani 1 1 d . . . C15 C -0.1470(5) -0.1339(4) 1.0085(3) 0.0287(8) Uani 1 1 d . . . C16 C -0.1639(5) -0.2130(4) 1.1116(3) 0.0297(8) Uani 1 1 d . . . C17 C -0.0415(5) -0.3415(5) 1.1320(4) 0.0444(10) Uani 1 1 d . . . H17A H 0.0522 -0.3809 1.0792 0.053 Uiso 1 1 calc R . . C18 C -0.0587(6) -0.4117(5) 1.2314(4) 0.0534(13) Uani 1 1 d . . . H18A H 0.0232 -0.4990 1.2470 0.064 Uiso 1 1 calc R . . C19 C -0.1960(5) -0.3519(4) 1.3058(3) 0.0404(10) Uani 1 1 d . . . H19A H -0.2059 -0.3989 1.3734 0.048 Uiso 1 1 calc R . . C20 C -0.3014(5) -0.1607(4) 1.1915(3) 0.0293(8) Uani 1 1 d . . . H20A H -0.3858 -0.0742 1.1776 0.035 Uiso 1 1 calc R . . N1 N 0.2499(4) -0.1263(3) 0.5369(2) 0.0276(6) Uani 1 1 d . . . N2 N -0.0265(4) -0.1916(3) 0.9227(2) 0.0334(7) Uani 1 1 d . . . N3 N -0.1862(4) 0.0260(4) 0.8884(3) 0.0327(7) Uani 1 1 d . . . N4 N -0.2492(4) -0.0020(3) 0.9916(3) 0.0342(7) Uani 1 1 d . . . N5 N -0.3192(4) -0.2277(3) 1.2870(2) 0.0298(7) Uani 1 1 d . . . O1 O 0.3751(3) 0.0302(2) 0.3312(2) 0.0290(5) Uani 1 1 d . . . O2 O 0.3904(3) 0.1677(3) 0.47358(19) 0.0295(5) Uani 1 1 d . . . O3 O 0.4608(4) 0.6315(3) 0.3875(2) 0.0395(7) Uani 1 1 d . . . O4 O 0.3461(4) 0.7455(3) 0.2407(3) 0.0530(8) Uani 1 1 d . . . H3C H -0.237(6) 0.099(6) 0.857(4) 0.065(17) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0342(2) 0.0169(2) 0.0219(2) -0.00004(14) 0.00144(15) -0.01308(16) C1 0.0234(17) 0.0186(15) 0.0257(17) -0.0006(13) 0.0004(13) -0.0086(13) C2 0.0315(18) 0.0187(16) 0.0249(16) 0.0023(13) -0.0022(14) -0.0121(14) C3 0.048(2) 0.0226(17) 0.0274(18) -0.0027(14) -0.0067(16) -0.0194(16) C4 0.065(3) 0.036(2) 0.0225(18) 0.0019(15) -0.0082(18) -0.029(2) C5 0.044(2) 0.0250(18) 0.0322(19) 0.0095(15) -0.0023(16) -0.0169(16) C6 0.0288(18) 0.0162(15) 0.0317(18) -0.0016(13) 0.0012(14) -0.0087(14) C7 0.0323(18) 0.0199(16) 0.0214(16) -0.0021(13) -0.0006(13) -0.0120(14) C8 0.0281(19) 0.0216(17) 0.043(2) -0.0046(15) 0.0107(16) -0.0120(14) C9 0.041(2) 0.0279(19) 0.037(2) 0.0027(16) 0.0088(17) -0.0106(17) C10 0.046(2) 0.031(2) 0.039(2) 0.0085(17) 0.0101(18) -0.0116(18) C11 0.0298(19) 0.0332(19) 0.0268(18) 0.0028(15) -0.0003(15) -0.0142(16) C12 0.039(2) 0.0279(18) 0.0307(19) -0.0013(15) 0.0032(16) -0.0128(16) C13 0.038(2) 0.0261(18) 0.0310(19) 0.0017(15) 0.0002(16) -0.0179(16) C14 0.0316(19) 0.0320(19) 0.0256(18) 0.0001(14) 0.0022(15) -0.0134(16) C15 0.0288(19) 0.0339(19) 0.0236(17) -0.0008(14) 0.0019(14) -0.0122(15) C16 0.0308(19) 0.035(2) 0.0237(17) 0.0010(15) 0.0022(14) -0.0129(16) C17 0.034(2) 0.045(2) 0.042(2) 0.0080(19) 0.0092(18) -0.0022(19) C18 0.042(3) 0.048(3) 0.054(3) 0.021(2) 0.006(2) 0.004(2) C19 0.041(2) 0.041(2) 0.036(2) 0.0156(18) -0.0011(18) -0.0104(18) C20 0.036(2) 0.0263(18) 0.0250(17) 0.0013(14) 0.0005(15) -0.0105(15) N1 0.0325(17) 0.0277(15) 0.0249(15) 0.0038(12) 0.0018(12) -0.0143(13) N2 0.0325(17) 0.0373(18) 0.0270(16) 0.0041(13) 0.0057(13) -0.0097(14) N3 0.0384(19) 0.0313(17) 0.0256(16) 0.0039(13) 0.0019(14) -0.0097(15) N4 0.0375(18) 0.0343(17) 0.0257(15) 0.0026(13) 0.0073(13) -0.0087(14) N5 0.0351(17) 0.0303(16) 0.0252(15) 0.0025(12) 0.0012(13) -0.0140(14) O1 0.0456(15) 0.0178(11) 0.0275(12) 0.0012(10) -0.0020(11) -0.0162(11) O2 0.0411(15) 0.0288(13) 0.0224(12) 0.0017(10) -0.0032(10) -0.0168(11) O3 0.0651(19) 0.0342(15) 0.0309(14) -0.0092(11) 0.0068(13) -0.0347(14) O4 0.058(2) 0.0175(13) 0.087(2) 0.0157(14) -0.0155(17) -0.0150(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.981(2) . Y Zn1 O2 2.027(3) 2_656 Y Zn1 O3 2.048(2) 1_545 Y Zn1 N1 2.148(3) . Y Zn1 N5 2.171(3) 1_654 Y Zn1 O4 2.505(3) 1_545 Y Zn1 C8 2.607(4) 1_545 ? C1 O2 1.243(4) . ? C1 O1 1.250(4) . ? C1 C2 1.487(4) . ? C2 C3 1.374(5) . ? C2 C7 1.382(4) . ? C3 C4 1.376(5) . ? C3 H3A 0.9300 . ? C4 C5 1.376(5) . ? C4 H4A 0.9300 . ? C5 C6 1.366(5) . ? C5 H5A 0.9300 . ? C6 C7 1.380(4) . ? C6 C8 1.481(5) . ? C7 H7A 0.9300 . ? C8 O4 1.238(4) . ? C8 O3 1.246(5) . ? C8 Zn1 2.607(4) 1_565 ? C9 N1 1.336(4) . ? C9 C10 1.363(5) . ? C9 H9A 0.9300 . ? C10 C11 1.375(5) . ? C10 H10A 0.9300 . ? C11 C12 1.371(5) . ? C11 C14 1.450(5) . ? C12 C13 1.373(5) . ? C12 H12A 0.9300 . ? C13 N1 1.323(5) . ? C13 H13A 0.9300 . ? C14 N2 1.317(5) . ? C14 N3 1.324(5) . ? C15 N4 1.317(5) . ? C15 N2 1.340(4) . ? C15 C16 1.460(5) . ? C16 C17 1.370(5) . ? C16 C20 1.376(5) . ? C17 C18 1.377(6) . ? C17 H17A 0.9300 . ? C18 C19 1.345(6) . ? C18 H18A 0.9300 . ? C19 N5 1.340(5) . ? C19 H19A 0.9300 . ? C20 N5 1.322(4) . ? C20 H20A 0.9300 . ? N3 N4 1.345(4) . ? N3 H3C 0.81(5) . ? N5 Zn1 2.171(3) 1_456 ? O2 Zn1 2.027(3) 2_656 ? O3 Zn1 2.048(2) 1_565 ? O4 Zn1 2.505(3) 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 O1 Zn1 O2 112.57(10) . 2_656 Y O1 Zn1 O3 142.61(11) . 1_545 Y O2 Zn1 O3 104.02(11) 2_656 1_545 Y O1 Zn1 N1 99.81(11) . . Y O2 Zn1 N1 88.95(11) 2_656 . Y O3 Zn1 N1 87.96(11) 1_545 . Y O1 Zn1 N5 90.24(11) . 1_654 Y O2 Zn1 N5 84.98(11) 2_656 1_654 Y O3 Zn1 N5 85.43(11) 1_545 1_654 Y N1 Zn1 N5 169.68(11) . 1_654 Y O1 Zn1 O4 86.82(9) . 1_545 Y O2 Zn1 O4 155.96(10) 2_656 1_545 Y O3 Zn1 O4 55.82(10) 1_545 1_545 Y N1 Zn1 O4 102.05(11) . 1_545 Y N5 Zn1 O4 80.72(11) 1_654 1_545 Y O1 Zn1 C8 114.75(11) . 1_545 ? O2 Zn1 C8 130.70(11) 2_656 1_545 ? O3 Zn1 C8 27.89(11) 1_545 1_545 ? N1 Zn1 C8 95.95(11) . 1_545 ? N5 Zn1 C8 81.82(11) 1_654 1_545 ? O4 Zn1 C8 27.93(10) 1_545 1_545 ? O2 C1 O1 123.6(3) . . ? O2 C1 C2 119.1(3) . . ? O1 C1 C2 117.3(3) . . ? C3 C2 C7 118.9(3) . . ? C3 C2 C1 121.4(3) . . ? C7 C2 C1 119.6(3) . . ? C2 C3 C4 120.8(3) . . ? C2 C3 H3A 119.6 . . ? C4 C3 H3A 119.6 . . ? C3 C4 C5 119.7(3) . . ? C3 C4 H4A 120.1 . . ? C5 C4 H4A 120.1 . . ? C6 C5 C4 120.1(3) . . ? C6 C5 H5A 119.9 . . ? C4 C5 H5A 119.9 . . ? C5 C6 C7 120.0(3) . . ? C5 C6 C8 120.8(3) . . ? C7 C6 C8 119.2(3) . . ? C6 C7 C2 120.4(3) . . ? C6 C7 H7A 119.8 . . ? C2 C7 H7A 119.8 . . ? O4 C8 O3 121.7(3) . . ? O4 C8 C6 120.4(4) . . ? O3 C8 C6 117.9(3) . . ? O4 C8 Zn1 71.5(2) . 1_565 ? O3 C8 Zn1 50.25(18) . 1_565 ? C6 C8 Zn1 167.9(3) . 1_565 ? N1 C9 C10 123.3(4) . . ? N1 C9 H9A 118.4 . . ? C10 C9 H9A 118.4 . . ? C9 C10 C11 119.3(4) . . ? C9 C10 H10A 120.3 . . ? C11 C10 H10A 120.3 . . ? C12 C11 C10 117.7(3) . . ? C12 C11 C14 124.0(3) . . ? C10 C11 C14 118.2(3) . . ? C11 C12 C13 119.4(3) . . ? C11 C12 H12A 120.3 . . ? C13 C12 H12A 120.3 . . ? N1 C13 C12 123.2(3) . . ? N1 C13 H13A 118.4 . . ? C12 C13 H13A 118.4 . . ? N2 C14 N3 110.1(3) . . ? N2 C14 C11 124.6(3) . . ? N3 C14 C11 125.3(3) . . ? N4 C15 N2 114.8(3) . . ? N4 C15 C16 123.0(3) . . ? N2 C15 C16 122.2(3) . . ? C17 C16 C20 118.0(3) . . ? C17 C16 C15 120.5(3) . . ? C20 C16 C15 121.4(3) . . ? C16 C17 C18 119.2(4) . . ? C16 C17 H17A 120.4 . . ? C18 C17 H17A 120.4 . . ? C19 C18 C17 118.8(4) . . ? C19 C18 H18A 120.6 . . ? C17 C18 H18A 120.6 . . ? N5 C19 C18 123.2(4) . . ? N5 C19 H19A 118.4 . . ? C18 C19 H19A 118.4 . . ? N5 C20 C16 123.1(3) . . ? N5 C20 H20A 118.5 . . ? C16 C20 H20A 118.5 . . ? C13 N1 C9 117.0(3) . . ? C13 N1 Zn1 124.2(2) . . ? C9 N1 Zn1 117.6(2) . . ? C14 N2 C15 102.9(3) . . ? C14 N3 N4 110.0(3) . . ? C14 N3 H3C 130(4) . . ? N4 N3 H3C 120(4) . . ? C15 N4 N3 102.2(3) . . ? C20 N5 C19 117.6(3) . . ? C20 N5 Zn1 123.4(2) . 1_456 ? C19 N5 Zn1 118.6(2) . 1_456 ? C1 O1 Zn1 125.8(2) . . ? C1 O2 Zn1 145.1(2) . 2_656 ? C8 O3 Zn1 101.9(2) . 1_565 ? C8 O4 Zn1 80.6(2) . 1_565 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 C3 174.9(3) . . . . ? O1 C1 C2 C3 -5.3(5) . . . . ? O2 C1 C2 C7 -1.2(5) . . . . ? O1 C1 C2 C7 178.6(3) . . . . ? C7 C2 C3 C4 -1.4(6) . . . . ? C1 C2 C3 C4 -177.5(4) . . . . ? C2 C3 C4 C5 0.5(6) . . . . ? C3 C4 C5 C6 0.6(6) . . . . ? C4 C5 C6 C7 -0.8(6) . . . . ? C4 C5 C6 C8 177.2(4) . . . . ? C5 C6 C7 C2 -0.2(5) . . . . ? C8 C6 C7 C2 -178.2(3) . . . . ? C3 C2 C7 C6 1.2(5) . . . . ? C1 C2 C7 C6 177.5(3) . . . . ? C5 C6 C8 O4 26.5(5) . . . . ? C7 C6 C8 O4 -155.5(4) . . . . ? C5 C6 C8 O3 -152.4(4) . . . . ? C7 C6 C8 O3 25.6(5) . . . . ? C5 C6 C8 Zn1 -143.2(10) . . . 1_565 ? C7 C6 C8 Zn1 34.8(13) . . . 1_565 ? N1 C9 C10 C11 2.6(7) . . . . ? C9 C10 C11 C12 0.1(6) . . . . ? C9 C10 C11 C14 -178.4(4) . . . . ? C10 C11 C12 C13 -2.3(6) . . . . ? C14 C11 C12 C13 176.1(4) . . . . ? C11 C12 C13 N1 2.1(6) . . . . ? C12 C11 C14 N2 -162.3(4) . . . . ? C10 C11 C14 N2 16.1(6) . . . . ? C12 C11 C14 N3 17.4(6) . . . . ? C10 C11 C14 N3 -164.2(4) . . . . ? N4 C15 C16 C17 -171.1(4) . . . . ? N2 C15 C16 C17 9.8(6) . . . . ? N4 C15 C16 C20 8.3(6) . . . . ? N2 C15 C16 C20 -170.8(4) . . . . ? C20 C16 C17 C18 -1.1(7) . . . . ? C15 C16 C17 C18 178.3(4) . . . . ? C16 C17 C18 C19 0.2(8) . . . . ? C17 C18 C19 N5 1.1(8) . . . . ? C17 C16 C20 N5 0.9(6) . . . . ? C15 C16 C20 N5 -178.4(3) . . . . ? C12 C13 N1 C9 0.5(6) . . . . ? C12 C13 N1 Zn1 -166.7(3) . . . . ? C10 C9 N1 C13 -2.9(6) . . . . ? C10 C9 N1 Zn1 165.2(3) . . . . ? O1 Zn1 N1 C13 -22.2(3) . . . . ? O2 Zn1 N1 C13 90.5(3) 2_656 . . . ? O3 Zn1 N1 C13 -165.4(3) 1_545 . . . ? N5 Zn1 N1 C13 144.4(6) 1_654 . . . ? O4 Zn1 N1 C13 -111.1(3) 1_545 . . . ? C8 Zn1 N1 C13 -138.7(3) 1_545 . . . ? O1 Zn1 N1 C9 170.6(3) . . . . ? O2 Zn1 N1 C9 -76.6(3) 2_656 . . . ? O3 Zn1 N1 C9 27.4(3) 1_545 . . . ? N5 Zn1 N1 C9 -22.8(8) 1_654 . . . ? O4 Zn1 N1 C9 81.8(3) 1_545 . . . ? C8 Zn1 N1 C9 54.2(3) 1_545 . . . ? N3 C14 N2 C15 -0.2(4) . . . . ? C11 C14 N2 C15 179.6(4) . . . . ? N4 C15 N2 C14 0.9(4) . . . . ? C16 C15 N2 C14 -180.0(3) . . . . ? N2 C14 N3 N4 -0.5(5) . . . . ? C11 C14 N3 N4 179.7(3) . . . . ? N2 C15 N4 N3 -1.1(4) . . . . ? C16 C15 N4 N3 179.7(3) . . . . ? C14 N3 N4 C15 1.0(4) . . . . ? C16 C20 N5 C19 0.3(6) . . . . ? C16 C20 N5 Zn1 -172.8(3) . . . 1_456 ? C18 C19 N5 C20 -1.3(6) . . . . ? C18 C19 N5 Zn1 172.1(4) . . . 1_456 ? O2 C1 O1 Zn1 -22.6(5) . . . . ? C2 C1 O1 Zn1 157.6(2) . . . . ? O2 Zn1 O1 C1 -17.3(3) 2_656 . . . ? O3 Zn1 O1 C1 175.3(2) 1_545 . . . ? N1 Zn1 O1 C1 75.7(3) . . . . ? N5 Zn1 O1 C1 -101.9(3) 1_654 . . . ? O4 Zn1 O1 C1 177.4(3) 1_545 . . . ? C8 Zn1 O1 C1 177.0(3) 1_545 . . . ? O1 C1 O2 Zn1 94.4(5) . . . 2_656 ? C2 C1 O2 Zn1 -85.8(5) . . . 2_656 ? O4 C8 O3 Zn1 -1.5(4) . . . 1_565 ? C6 C8 O3 Zn1 177.5(3) . . . 1_565 ? O3 C8 O4 Zn1 1.2(3) . . . 1_565 ? C6 C8 O4 Zn1 -177.7(3) . . . 1_565 ? _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 0.353 _refine_diff_density_min -0.469 _refine_diff_density_rms 0.097 # Attachment 'complex_7.cif' data_aa7 _database_code_depnum_ccdc_archive 'CCDC 733525' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H13 N5 O4 Zn' _chemical_formula_weight 452.74 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.2690(15) _cell_length_b 11.546(2) _cell_length_c 21.291(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.82(3) _cell_angle_gamma 90.00 _cell_volume 1786.7(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.683 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1144 _exptl_absorpt_coefficient_mu 1.416 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.719 _exptl_absorpt_correction_T_max 0.844 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17788 _diffrn_reflns_av_R_equivalents 0.0414 _diffrn_reflns_av_sigmaI/netI 0.0329 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 3.31 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4082 _reflns_number_gt 3523 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0364P)^2^+5.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4082 _refine_ls_number_parameters 274 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.0610 _refine_ls_R_factor_gt 0.0501 _refine_ls_wR_factor_ref 0.1095 _refine_ls_wR_factor_gt 0.1045 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_restrained_S_all 1.029 _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 0.34559(5) 0.03505(3) 0.236367(16) 0.02441(12) Uani 1 1 d . . . C1 C 0.7091(4) -0.0879(3) 0.23683(15) 0.0260(7) Uani 1 1 d . . . C2 C 0.7267(4) -0.0886(3) 0.16669(14) 0.0241(6) Uani 1 1 d . . . C3 C 0.5754(5) -0.1163(3) 0.12912(16) 0.0329(8) Uani 1 1 d . . . H3 H 0.4644 -0.1352 0.1478 0.039 Uiso 1 1 calc R . . C4 C 0.5873(5) -0.1161(4) 0.06450(17) 0.0452(10) Uani 1 1 d . . . H4 H 0.4846 -0.1343 0.0399 0.054 Uiso 1 1 calc R . . C5 C 0.7498(6) -0.0892(4) 0.03675(17) 0.0450(10) Uani 1 1 d . . . H5 H 0.7572 -0.0879 -0.0068 0.054 Uiso 1 1 calc R . . C6 C 0.9029(5) -0.0640(4) 0.07312(17) 0.0391(9) Uani 1 1 d . . . H6 H 1.0139 -0.0472 0.0539 0.047 Uiso 1 1 calc R . . C7 C 0.8931(4) -0.0635(3) 0.13791(15) 0.0279(7) Uani 1 1 d . . . C8 C 1.0647(6) -0.0369(6) 0.1738(2) 0.0650(8) Uani 1 1 d U . . C9 C 0.3741(5) 0.0484(3) 0.37500(16) 0.0346(8) Uani 1 1 d . . . H9 H 0.4888 0.0152 0.3685 0.042 Uiso 1 1 calc R . . C10 C 0.3199(5) 0.0689(4) 0.43539(16) 0.0387(9) Uani 1 1 d . . . H10 H 0.3979 0.0507 0.4690 0.046 Uiso 1 1 calc R . . C11 C 0.1489(5) 0.1168(3) 0.44623(15) 0.0295(7) Uani 1 1 d . . . C12 C 0.0403(5) 0.1447(3) 0.39478(16) 0.0337(8) Uani 1 1 d . . . H12 H -0.0748 0.1782 0.4001 0.040 Uiso 1 1 calc R . . C13 C 0.1042(5) 0.1224(3) 0.33547(16) 0.0336(8) Uani 1 1 d . . . H13 H 0.0299 0.1416 0.3011 0.040 Uiso 1 1 calc R . . C14 C 0.0856(5) 0.1384(3) 0.51028(15) 0.0299(7) Uani 1 1 d . . . C15 C -0.0790(5) 0.1885(3) 0.58518(15) 0.0275(7) Uani 1 1 d . . . C16 C -0.2273(5) 0.2353(3) 0.62372(15) 0.0268(7) Uani 1 1 d . . . C17 C -0.3904(5) 0.2701(4) 0.59569(16) 0.0378(9) Uani 1 1 d . . . H17 H -0.4105 0.2583 0.5529 0.045 Uiso 1 1 calc R . . C18 C -0.5223(5) 0.3220(4) 0.63120(16) 0.0368(8) Uani 1 1 d . . . H18 H -0.6317 0.3447 0.6116 0.044 Uiso 1 1 calc R . . C19 C -0.3482(5) 0.3011(3) 0.72014(15) 0.0298(7) Uani 1 1 d . . . H19 H -0.3346 0.3097 0.7634 0.036 Uiso 1 1 calc R . . C20 C -0.2096(5) 0.2473(3) 0.68792(15) 0.0286(7) Uani 1 1 d . . . H20 H -0.1059 0.2195 0.7091 0.034 Uiso 1 1 calc R . . H3A H 0.124(6) 0.133(4) 0.649(2) 0.063 Uiso 1 1 d . . . N1 N 0.2685(4) 0.0742(2) 0.32498(12) 0.0265(6) Uani 1 1 d . . . N2 N 0.1870(4) 0.1113(3) 0.56032(13) 0.0345(7) Uani 1 1 d . . . N3 N 0.0794(4) 0.1452(3) 0.60801(13) 0.0320(6) Uani 1 1 d . . . N4 N -0.0803(4) 0.1859(3) 0.52301(13) 0.0328(7) Uani 1 1 d . . . N5 N -0.5011(4) 0.3416(2) 0.69256(12) 0.0263(6) Uani 1 1 d . . . O1 O 0.5540(3) -0.0668(2) 0.26041(10) 0.0292(5) Uani 1 1 d . . . O2 O 0.8472(3) -0.1086(3) 0.26878(12) 0.0540(9) Uani 1 1 d . . . O3 O 1.0976(4) 0.0671(4) 0.18888(15) 0.0683(8) Uani 1 1 d U . . O4 O 1.1801(4) -0.1112(4) 0.18559(15) 0.0684(8) Uani 1 1 d U . . 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 0.01868(18) 0.0340(2) 0.02065(18) -0.00095(16) 0.00400(12) -0.00077(16) C1 0.0225(15) 0.0340(17) 0.0216(15) 0.0017(13) 0.0021(12) 0.0026(13) C2 0.0187(14) 0.0310(17) 0.0226(15) -0.0026(13) 0.0006(11) 0.0031(12) C3 0.0207(15) 0.046(2) 0.0320(18) -0.0098(16) -0.0006(13) -0.0006(15) C4 0.039(2) 0.066(3) 0.0304(19) -0.0138(19) -0.0116(16) -0.003(2) C5 0.053(2) 0.063(3) 0.0193(16) -0.0040(17) -0.0023(16) -0.005(2) C6 0.0345(19) 0.056(2) 0.0264(17) 0.0044(16) 0.0054(14) -0.0064(17) C7 0.0225(15) 0.0380(19) 0.0232(15) 0.0024(13) 0.0011(12) 0.0007(13) C8 0.0290(11) 0.123(2) 0.0427(12) 0.0131(14) -0.0038(10) -0.0086(13) C9 0.0305(17) 0.047(2) 0.0269(17) 0.0012(15) 0.0043(13) 0.0116(16) C10 0.038(2) 0.054(2) 0.0233(17) 0.0028(16) 0.0019(14) 0.0136(17) C11 0.0341(17) 0.0325(18) 0.0220(15) -0.0014(13) 0.0072(13) 0.0031(14) C12 0.0282(17) 0.046(2) 0.0269(17) -0.0029(15) 0.0049(13) 0.0100(15) C13 0.0300(17) 0.048(2) 0.0232(16) 0.0002(15) 0.0029(13) 0.0102(16) C14 0.0333(18) 0.0337(18) 0.0228(16) -0.0008(14) 0.0056(13) 0.0035(14) C15 0.0307(17) 0.0305(17) 0.0214(15) -0.0006(13) 0.0054(13) 0.0023(14) C16 0.0318(17) 0.0277(16) 0.0208(15) 0.0001(13) 0.0049(12) 0.0016(13) C17 0.041(2) 0.053(2) 0.0189(16) -0.0064(15) -0.0023(14) 0.0107(18) C18 0.0299(18) 0.052(2) 0.0283(17) -0.0054(16) -0.0050(14) 0.0101(17) C19 0.0334(18) 0.0376(19) 0.0185(15) 0.0000(14) 0.0003(13) 0.0054(15) C20 0.0267(16) 0.0356(18) 0.0236(16) 0.0008(14) -0.0007(12) 0.0079(14) N1 0.0266(14) 0.0330(15) 0.0199(13) 0.0006(11) 0.0059(10) 0.0023(11) N2 0.0339(15) 0.0469(18) 0.0229(14) -0.0023(13) 0.0090(12) 0.0061(14) N3 0.0322(15) 0.0448(18) 0.0192(13) -0.0011(12) 0.0057(11) 0.0063(13) N4 0.0366(16) 0.0401(17) 0.0217(14) -0.0010(12) 0.0063(12) 0.0083(13) N5 0.0248(13) 0.0308(15) 0.0235(13) -0.0010(11) 0.0038(10) 0.0032(11) O1 0.0203(11) 0.0417(14) 0.0257(12) 0.0026(10) 0.0071(9) 0.0045(10) O2 0.0264(13) 0.111(3) 0.0246(13) 0.0100(15) 0.0010(10) 0.0170(15) O3 0.0352(12) 0.124(2) 0.0458(13) 0.0100(15) -0.0065(10) -0.0145(13) O4 0.0298(11) 0.129(2) 0.0463(13) 0.0157(15) -0.0015(10) -0.0024(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.979(2) . Y Zn1 N1 2.027(3) . Y Zn1 N5 2.042(3) 4_665 Y Zn1 O3 2.087(3) 1_455 Y Zn1 O4 2.330(4) 1_455 Y Zn1 C8 2.560(5) 1_455 ? C1 O2 1.228(4) . ? C1 O1 1.264(4) . ? C1 C2 1.501(4) . ? C2 C3 1.388(4) . ? C2 C7 1.394(4) . ? C3 C4 1.380(5) . ? C3 H3 0.9300 . ? C4 C5 1.364(6) . ? C4 H4 0.9300 . ? C5 C6 1.378(5) . ? C5 H5 0.9300 . ? C6 C7 1.382(5) . ? C6 H6 0.9300 . ? C7 C8 1.486(5) . ? C8 O4 1.224(6) . ? C8 O3 1.265(7) . ? C8 Zn1 2.560(5) 1_655 ? C9 N1 1.338(4) . ? C9 C10 1.371(5) . ? C9 H9 0.9300 . ? C10 C11 1.384(5) . ? C10 H10 0.9300 . ? C11 C12 1.379(5) . ? C11 C14 1.467(4) . ? C12 C13 1.376(5) . ? C12 H12 0.9300 . ? C13 N1 1.339(4) . ? C13 H13 0.9300 . ? C14 N2 1.325(4) . ? C14 N4 1.355(4) . ? C15 N4 1.324(4) . ? C15 N3 1.340(4) . ? C15 C16 1.467(4) . ? C16 C20 1.378(4) . ? C16 C17 1.379(5) . ? C17 C18 1.368(5) . ? C17 H17 0.9300 . ? C18 N5 1.333(4) . ? C18 H18 0.9300 . ? C19 N5 1.334(4) . ? C19 C20 1.375(5) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? N2 N3 1.349(4) . ? N3 H3A 0.94(5) . ? N5 Zn1 2.042(3) 4_466 ? O3 Zn1 2.087(3) 1_655 ? O4 Zn1 2.330(4) 1_655 ? 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 N1 96.48(10) . . Y O1 Zn1 N5 96.41(10) . 4_665 Y N1 Zn1 N5 115.43(11) . 4_665 Y O1 Zn1 O3 152.03(14) . 1_455 Y N1 Zn1 O3 99.37(13) . 1_455 Y N5 Zn1 O3 97.36(13) 4_665 1_455 Y O1 Zn1 O4 94.45(12) . 1_455 Y N1 Zn1 O4 116.48(11) . 1_455 Y N5 Zn1 O4 125.09(11) 4_665 1_455 Y O3 Zn1 O4 57.82(15) 1_455 1_455 Y O1 Zn1 C8 122.93(17) . 1_455 ? N1 Zn1 C8 109.13(13) . 1_455 ? N5 Zn1 C8 115.14(14) 4_665 1_455 ? O3 Zn1 C8 29.40(18) 1_455 1_455 ? O4 Zn1 C8 28.48(17) 1_455 1_455 ? O2 C1 O1 123.0(3) . . ? O2 C1 C2 118.0(3) . . ? O1 C1 C2 119.0(3) . . ? C3 C2 C7 118.7(3) . . ? C3 C2 C1 119.8(3) . . ? C7 C2 C1 121.5(3) . . ? C4 C3 C2 120.9(3) . . ? C4 C3 H3 119.5 . . ? C2 C3 H3 119.5 . . ? C5 C4 C3 120.0(3) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C4 C5 C6 120.1(3) . . ? C4 C5 H5 119.9 . . ? C6 C5 H5 119.9 . . ? C5 C6 C7 120.6(3) . . ? C5 C6 H6 119.7 . . ? C7 C6 H6 119.7 . . ? C6 C7 C2 119.7(3) . . ? C6 C7 C8 117.3(3) . . ? C2 C7 C8 123.0(3) . . ? O4 C8 O3 119.1(4) . . ? O4 C8 C7 121.9(6) . . ? O3 C8 C7 118.8(5) . . ? O4 C8 Zn1 65.3(3) . 1_655 ? O3 C8 Zn1 54.1(2) . 1_655 ? C7 C8 Zn1 172.9(4) . 1_655 ? N1 C9 C10 122.6(3) . . ? N1 C9 H9 118.7 . . ? C10 C9 H9 118.7 . . ? C9 C10 C11 119.8(3) . . ? C9 C10 H10 120.1 . . ? C11 C10 H10 120.1 . . ? C12 C11 C10 117.8(3) . . ? C12 C11 C14 121.0(3) . . ? C10 C11 C14 121.2(3) . . ? C13 C12 C11 119.2(3) . . ? C13 C12 H12 120.4 . . ? C11 C12 H12 120.4 . . ? N1 C13 C12 123.0(3) . . ? N1 C13 H13 118.5 . . ? C12 C13 H13 118.5 . . ? N2 C14 N4 114.9(3) . . ? N2 C14 C11 122.0(3) . . ? N4 C14 C11 123.1(3) . . ? N4 C15 N3 110.3(3) . . ? N4 C15 C16 125.0(3) . . ? N3 C15 C16 124.7(3) . . ? C20 C16 C17 117.9(3) . . ? C20 C16 C15 122.2(3) . . ? C17 C16 C15 119.9(3) . . ? C18 C17 C16 119.6(3) . . ? C18 C17 H17 120.2 . . ? C16 C17 H17 120.2 . . ? N5 C18 C17 122.9(3) . . ? N5 C18 H18 118.5 . . ? C17 C18 H18 118.5 . . ? N5 C19 C20 123.4(3) . . ? N5 C19 H19 118.3 . . ? C20 C19 H19 118.3 . . ? C19 C20 C16 118.8(3) . . ? C19 C20 H20 120.6 . . ? C16 C20 H20 120.6 . . ? C9 N1 C13 117.6(3) . . ? C9 N1 Zn1 121.9(2) . . ? C13 N1 Zn1 120.5(2) . . ? C14 N2 N3 102.4(3) . . ? C15 N3 N2 109.9(3) . . ? C15 N3 H3A 133(3) . . ? N2 N3 H3A 117(3) . . ? C15 N4 C14 102.5(3) . . ? C18 N5 C19 117.1(3) . . ? C18 N5 Zn1 120.7(2) . 4_466 ? C19 N5 Zn1 120.0(2) . 4_466 ? C1 O1 Zn1 134.0(2) . . ? C8 O3 Zn1 96.5(3) . 1_655 ? C8 O4 Zn1 86.3(4) . 1_655 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 C3 151.8(4) . . . . ? O1 C1 C2 C3 -27.7(5) . . . . ? O2 C1 C2 C7 -27.3(5) . . . . ? O1 C1 C2 C7 153.2(3) . . . . ? C7 C2 C3 C4 -1.7(5) . . . . ? C1 C2 C3 C4 179.1(4) . . . . ? C2 C3 C4 C5 0.5(6) . . . . ? C3 C4 C5 C6 1.0(7) . . . . ? C4 C5 C6 C7 -1.2(7) . . . . ? C5 C6 C7 C2 -0.1(6) . . . . ? C5 C6 C7 C8 179.3(5) . . . . ? C3 C2 C7 C6 1.5(5) . . . . ? C1 C2 C7 C6 -179.4(3) . . . . ? C3 C2 C7 C8 -177.8(4) . . . . ? C1 C2 C7 C8 1.3(6) . . . . ? C6 C7 C8 O4 -83.5(5) . . . . ? C2 C7 C8 O4 95.9(5) . . . . ? C6 C7 C8 O3 91.8(5) . . . . ? C2 C7 C8 O3 -88.8(5) . . . . ? C6 C7 C8 Zn1 97(2) . . . 1_655 ? C2 C7 C8 Zn1 -84(2) . . . 1_655 ? N1 C9 C10 C11 0.9(6) . . . . ? C9 C10 C11 C12 -1.5(6) . . . . ? C9 C10 C11 C14 179.1(4) . . . . ? C10 C11 C12 C13 1.0(6) . . . . ? C14 C11 C12 C13 -179.5(3) . . . . ? C11 C12 C13 N1 0.1(6) . . . . ? C12 C11 C14 N2 179.4(4) . . . . ? C10 C11 C14 N2 -1.2(6) . . . . ? C12 C11 C14 N4 0.1(6) . . . . ? C10 C11 C14 N4 179.5(4) . . . . ? N4 C15 C16 C20 -172.7(3) . . . . ? N3 C15 C16 C20 5.3(6) . . . . ? N4 C15 C16 C17 6.7(6) . . . . ? N3 C15 C16 C17 -175.3(4) . . . . ? C20 C16 C17 C18 4.5(6) . . . . ? C15 C16 C17 C18 -174.9(4) . . . . ? C16 C17 C18 N5 0.3(6) . . . . ? N5 C19 C20 C16 0.8(6) . . . . ? C17 C16 C20 C19 -5.0(5) . . . . ? C15 C16 C20 C19 174.4(3) . . . . ? C10 C9 N1 C13 0.2(6) . . . . ? C10 C9 N1 Zn1 -176.6(3) . . . . ? C12 C13 N1 C9 -0.7(6) . . . . ? C12 C13 N1 Zn1 176.2(3) . . . . ? O1 Zn1 N1 C9 11.6(3) . . . . ? N5 Zn1 N1 C9 -88.6(3) 4_665 . . . ? O3 Zn1 N1 C9 168.5(3) 1_455 . . . ? O4 Zn1 N1 C9 109.9(3) 1_455 . . . ? C8 Zn1 N1 C9 139.8(3) 1_455 . . . ? O1 Zn1 N1 C13 -165.1(3) . . . . ? N5 Zn1 N1 C13 94.6(3) 4_665 . . . ? O3 Zn1 N1 C13 -8.2(3) 1_455 . . . ? O4 Zn1 N1 C13 -66.8(3) 1_455 . . . ? C8 Zn1 N1 C13 -36.9(3) 1_455 . . . ? N4 C14 N2 N3 -0.7(4) . . . . ? C11 C14 N2 N3 179.9(3) . . . . ? N4 C15 N3 N2 -0.7(4) . . . . ? C16 C15 N3 N2 -178.9(3) . . . . ? C14 N2 N3 C15 0.8(4) . . . . ? N3 C15 N4 C14 0.3(4) . . . . ? C16 C15 N4 C14 178.5(3) . . . . ? N2 C14 N4 C15 0.3(4) . . . . ? C11 C14 N4 C15 179.7(3) . . . . ? C17 C18 N5 C19 -4.5(6) . . . . ? C17 C18 N5 Zn1 158.6(3) . . . 4_466 ? C20 C19 N5 C18 4.0(5) . . . . ? C20 C19 N5 Zn1 -159.3(3) . . . 4_466 ? O2 C1 O1 Zn1 145.6(3) . . . . ? C2 C1 O1 Zn1 -34.9(5) . . . . ? N1 Zn1 O1 C1 -146.3(3) . . . . ? N5 Zn1 O1 C1 -29.7(3) 4_665 . . . ? O3 Zn1 O1 C1 89.4(4) 1_455 . . . ? O4 Zn1 O1 C1 96.4(3) 1_455 . . . ? C8 Zn1 O1 C1 95.9(3) 1_455 . . . ? O4 C8 O3 Zn1 -5.4(5) . . . 1_655 ? C7 C8 O3 Zn1 179.2(3) . . . 1_655 ? O3 C8 O4 Zn1 4.8(4) . . . 1_655 ? C7 C8 O4 Zn1 -179.9(4) . . . 1_655 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.193 _refine_diff_density_min -1.081 _refine_diff_density_rms 0.077 # Attachment 'complex3.cif' data_aa3 _database_code_depnum_ccdc_archive 'CCDC 733526' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H32 N10 O9 Zn' _chemical_formula_weight 766.07 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M p-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.8540(18) _cell_length_b 9.7060(19) _cell_length_c 11.506(2) _cell_angle_alpha 72.85(3) _cell_angle_beta 78.23(3) _cell_angle_gamma 77.00(3) _cell_volume 910.5(3) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.397 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 396 _exptl_absorpt_coefficient_mu 0.743 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7554 _exptl_absorpt_correction_T_max 0.8967 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8086 _diffrn_reflns_av_R_equivalents 0.0358 _diffrn_reflns_av_sigmaI/netI 0.0434 _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 -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.25 _diffrn_reflns_theta_max 25.50 _reflns_number_total 3382 _reflns_number_gt 2948 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0653P)^2^+2.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3382 _refine_ls_number_parameters 256 _refine_ls_number_restraints 16 _refine_ls_R_factor_all 0.0664 _refine_ls_R_factor_gt 0.0554 _refine_ls_wR_factor_ref 0.1447 _refine_ls_wR_factor_gt 0.1391 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.006 _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 1.0000 0.5000 0.0000 0.0268(2) Uani 1 2 d S . . C1 C 1.0364(5) 0.4165(4) 0.2717(3) 0.0340(9) Uani 1 1 d . . . C2 C 1.0168(5) 0.4602(4) 0.3908(3) 0.0334(9) Uani 1 1 d . . . C3 C 0.9941(6) 0.6045(5) 0.3903(4) 0.0529(13) Uani 1 1 d . . . H3 H 0.9897 0.6765 0.3163 0.063 Uiso 1 1 calc R . . C4 C 1.0223(7) 0.3557(5) 0.5015(4) 0.0559(13) Uani 1 1 d . . . H4 H 1.0373 0.2571 0.5034 0.067 Uiso 1 1 calc R . . C5 C 0.6834(5) 0.4266(5) 0.1560(4) 0.0378(9) Uani 1 1 d . . . H5 H 0.7092 0.4741 0.2068 0.045 Uiso 1 1 calc R . . C6 C 0.5440(5) 0.3742(5) 0.1891(4) 0.0436(10) Uani 1 1 d . . . H6 H 0.4778 0.3863 0.2607 0.052 Uiso 1 1 calc R . . C7 C 0.5041(5) 0.3041(5) 0.1151(4) 0.0393(9) Uani 1 1 d . . . H7 H 0.4107 0.2680 0.1357 0.047 Uiso 1 1 calc R . . C8 C 0.6057(4) 0.2881(4) 0.0094(3) 0.0306(8) Uani 1 1 d . . . C9 C 0.7438(4) 0.3423(4) -0.0159(4) 0.0332(8) Uani 1 1 d . . . H9 H 0.8136 0.3295 -0.0857 0.040 Uiso 1 1 calc R . . C10 C 0.5724(4) 0.2148(4) -0.0744(3) 0.0318(8) Uani 1 1 d . . . C11 C 0.4526(4) 0.1275(4) -0.1690(3) 0.0305(8) Uani 1 1 d . . . C12 C 0.3357(4) 0.0790(4) -0.2131(3) 0.0322(8) Uani 1 1 d . . . C13 C 0.1953(5) 0.0533(5) -0.1400(4) 0.0424(10) Uani 1 1 d . . . H13 H 0.1714 0.0703 -0.0623 0.051 Uiso 1 1 calc R . . C14 C 0.0912(6) 0.0023(6) -0.1835(4) 0.0535(12) Uani 1 1 d . . . H14 H -0.0040 -0.0160 -0.1358 0.064 Uiso 1 1 calc R . . C15 C 0.1300(6) -0.0213(5) -0.2984(5) 0.0519(12) Uani 1 1 d . . . H15 H 0.0599 -0.0580 -0.3264 0.062 Uiso 1 1 calc R . . C16 C 0.3622(5) 0.0551(5) -0.3287(4) 0.0446(10) Uani 1 1 d . . . H16 H 0.4552 0.0748 -0.3795 0.054 Uiso 1 1 calc R . . H3A H 1.213(2) 0.265(5) 0.007(3) 0.054 Uiso 1 1 d D . . H5A H 0.210(6) 0.1091(16) 0.357(3) 0.054 Uiso 1 1 d D . . H3B H 1.119(4) 0.277(5) 0.1146(14) 0.054 Uiso 1 1 d D . . H5B H 0.260(2) 0.007(2) 0.4583(12) 0.054 Uiso 1 1 d D . . H4A H 0.3974 0.6336 0.5054 0.156 Uiso 0.50 1 d PRD . . H4B H 0.5394 0.5539 0.4649 0.156 Uiso 0.50 1 d PRD . . H3C H 0.656(5) 0.064(4) -0.270(3) 0.054 Uiso 1 1 d D . . N1 N 0.7821(4) 0.4125(3) 0.0553(3) 0.0300(7) Uani 1 1 d . . . N2 N 0.6839(4) 0.1683(4) -0.1569(3) 0.0415(8) Uani 1 1 d . . . N3 N 0.6040(4) 0.1125(4) -0.2162(3) 0.0398(8) Uani 1 1 d D . . N4 N 0.4272(4) 0.1922(3) -0.0782(3) 0.0314(7) Uani 1 1 d . . . N5 N 0.2618(5) 0.0053(4) -0.3714(3) 0.0498(10) Uani 1 1 d . . . O1 O 0.9905(3) 0.5133(3) 0.1812(2) 0.0335(6) Uani 1 1 d . . . O2 O 1.0967(5) 0.2876(3) 0.2717(3) 0.0627(10) Uani 1 1 d . . . O3 O 1.1211(3) 0.2818(3) 0.0412(2) 0.0330(6) Uani 1 1 d D . . O4 O 0.4420(19) 0.5596(17) 0.4803(17) 0.198(7) Uani 0.50 1 d PDU . . O5 O 0.2389(5) 0.0214(4) 0.3885(3) 0.0679(11) Uani 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0314(4) 0.0336(4) 0.0207(3) -0.0121(2) -0.0050(2) -0.0086(3) C1 0.043(2) 0.042(2) 0.0223(19) -0.0145(17) -0.0032(16) -0.0117(18) C2 0.046(2) 0.036(2) 0.0209(18) -0.0122(16) -0.0076(16) -0.0060(17) C3 0.096(4) 0.040(2) 0.022(2) -0.0075(18) -0.018(2) -0.003(2) C4 0.105(4) 0.035(2) 0.029(2) -0.0142(19) -0.015(2) -0.002(2) C5 0.039(2) 0.048(2) 0.034(2) -0.0198(18) -0.0056(17) -0.0099(18) C6 0.039(2) 0.063(3) 0.036(2) -0.026(2) 0.0041(18) -0.014(2) C7 0.033(2) 0.051(3) 0.039(2) -0.0183(19) -0.0010(17) -0.0133(18) C8 0.031(2) 0.032(2) 0.034(2) -0.0138(16) -0.0094(16) -0.0048(16) C9 0.033(2) 0.041(2) 0.032(2) -0.0168(17) -0.0043(16) -0.0084(17) C10 0.031(2) 0.036(2) 0.032(2) -0.0136(16) -0.0047(16) -0.0064(16) C11 0.031(2) 0.033(2) 0.033(2) -0.0150(16) -0.0060(16) -0.0048(16) C12 0.036(2) 0.032(2) 0.033(2) -0.0112(16) -0.0101(16) -0.0062(16) C13 0.046(2) 0.050(3) 0.039(2) -0.0177(19) -0.0020(19) -0.020(2) C14 0.049(3) 0.071(3) 0.052(3) -0.021(2) -0.001(2) -0.032(2) C15 0.055(3) 0.059(3) 0.058(3) -0.023(2) -0.020(2) -0.022(2) C16 0.039(2) 0.064(3) 0.039(2) -0.023(2) -0.0085(18) -0.012(2) N1 0.0322(17) 0.0339(17) 0.0278(16) -0.0123(13) -0.0059(13) -0.0065(13) N2 0.0312(18) 0.061(2) 0.044(2) -0.0318(18) -0.0043(15) -0.0101(16) N3 0.0325(18) 0.057(2) 0.0400(19) -0.0297(17) -0.0026(15) -0.0077(16) N4 0.0328(17) 0.0359(18) 0.0309(17) -0.0159(14) -0.0048(13) -0.0076(14) N5 0.051(2) 0.067(3) 0.045(2) -0.0280(19) -0.0144(18) -0.0126(19) O1 0.0435(16) 0.0415(16) 0.0200(13) -0.0116(11) -0.0087(11) -0.0083(12) O2 0.113(3) 0.0435(19) 0.0302(16) -0.0189(14) -0.0174(17) 0.0071(19) O3 0.0340(15) 0.0384(15) 0.0298(14) -0.0176(12) -0.0009(11) -0.0046(12) O4 0.202(10) 0.208(10) 0.178(9) -0.053(7) -0.041(7) -0.008(7) O5 0.082(3) 0.079(3) 0.045(2) -0.0379(19) -0.0246(18) 0.026(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 O3 2.110(3) 2_765 y Zn1 O3 2.110(3) . y Zn1 O1 2.110(2) 2_765 y Zn1 O1 2.110(2) . y Zn1 N1 2.183(3) . y Zn1 N1 2.183(3) 2_765 y C1 O2 1.245(5) . ? C1 O1 1.248(5) . ? C1 C2 1.516(5) . ? C2 C3 1.368(6) . ? C2 C4 1.377(6) . ? C3 C4 1.381(6) 2_766 ? C3 H3 0.9300 . ? C4 C3 1.381(6) 2_766 ? C4 H4 0.9300 . ? C5 N1 1.324(5) . ? C5 C6 1.380(6) . ? C5 H5 0.9300 . ? C6 C7 1.373(6) . ? C6 H6 0.9300 . ? C7 C8 1.384(5) . ? C7 H7 0.9300 . ? C8 C9 1.383(5) . ? C8 C10 1.462(5) . ? C9 N1 1.339(4) . ? C9 H9 0.9300 . ? C10 N2 1.322(5) . ? C10 N4 1.363(5) . ? C11 N4 1.329(4) . ? C11 N3 1.332(5) . ? C11 C12 1.457(5) . ? C12 C13 1.380(6) . ? C12 C16 1.381(5) . ? C13 C14 1.372(6) . ? C13 H13 0.9300 . ? C14 C15 1.369(6) . ? C14 H14 0.9300 . ? C15 N5 1.320(6) . ? C15 H15 0.9300 . ? C16 N5 1.333(5) . ? C16 H16 0.9300 . ? N2 N3 1.359(4) . ? N3 H3C 0.883(10) . ? O3 H3A 0.831(10) . ? O3 H3B 0.830(10) . ? O4 O4 1.39(3) 2_666 ? O4 H4A 0.8389 . ? O4 H4B 0.8360 . ? O5 H5A 0.824(10) . ? O5 H5B 0.825(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Zn1 O3 180.0 2_765 . y O3 Zn1 O1 91.82(10) 2_765 2_765 y O3 Zn1 O1 88.18(10) . 2_765 y O3 Zn1 O1 88.18(10) 2_765 . y O3 Zn1 O1 91.82(10) . . y O1 Zn1 O1 180.00(14) 2_765 . y O3 Zn1 N1 92.27(11) 2_765 . y O3 Zn1 N1 87.73(11) . . y O1 Zn1 N1 90.11(11) 2_765 . y O1 Zn1 N1 89.89(11) . . y O3 Zn1 N1 87.73(11) 2_765 2_765 y O3 Zn1 N1 92.27(11) . 2_765 y O1 Zn1 N1 89.89(11) 2_765 2_765 y O1 Zn1 N1 90.11(11) . 2_765 y N1 Zn1 N1 180.00(15) . 2_765 y O2 C1 O1 125.1(3) . . ? O2 C1 C2 117.8(3) . . ? O1 C1 C2 117.0(3) . . ? C3 C2 C4 118.6(4) . . ? C3 C2 C1 120.6(4) . . ? C4 C2 C1 120.8(4) . . ? C2 C3 C4 120.7(4) . 2_766 ? C2 C3 H3 119.7 . . ? C4 C3 H3 119.7 2_766 . ? C2 C4 C3 120.7(4) . 2_766 ? C2 C4 H4 119.6 . . ? C3 C4 H4 119.6 2_766 . ? N1 C5 C6 123.0(4) . . ? N1 C5 H5 118.5 . . ? C6 C5 H5 118.5 . . ? C7 C6 C5 119.2(4) . . ? C7 C6 H6 120.4 . . ? C5 C6 H6 120.4 . . ? C6 C7 C8 118.7(4) . . ? C6 C7 H7 120.6 . . ? C8 C7 H7 120.6 . . ? C9 C8 C7 118.1(3) . . ? C9 C8 C10 119.5(3) . . ? C7 C8 C10 122.3(3) . . ? N1 C9 C8 123.2(3) . . ? N1 C9 H9 118.4 . . ? C8 C9 H9 118.4 . . ? N2 C10 N4 114.2(3) . . ? N2 C10 C8 121.4(3) . . ? N4 C10 C8 124.3(3) . . ? N4 C11 N3 109.7(3) . . ? N4 C11 C12 126.5(3) . . ? N3 C11 C12 123.8(3) . . ? C13 C12 C16 117.6(4) . . ? C13 C12 C11 121.1(3) . . ? C16 C12 C11 121.3(4) . . ? C14 C13 C12 119.1(4) . . ? C14 C13 H13 120.5 . . ? C12 C13 H13 120.5 . . ? C15 C14 C13 118.9(4) . . ? C15 C14 H14 120.5 . . ? C13 C14 H14 120.5 . . ? N5 C15 C14 123.4(4) . . ? N5 C15 H15 118.3 . . ? C14 C15 H15 118.3 . . ? N5 C16 C12 123.6(4) . . ? N5 C16 H16 118.2 . . ? C12 C16 H16 118.2 . . ? C5 N1 C9 117.7(3) . . ? C5 N1 Zn1 123.1(3) . . ? C9 N1 Zn1 119.2(2) . . ? C10 N2 N3 102.4(3) . . ? C11 N3 N2 110.4(3) . . ? C11 N3 H3C 129(3) . . ? N2 N3 H3C 120(3) . . ? C11 N4 C10 103.2(3) . . ? C15 N5 C16 117.4(4) . . ? C1 O1 Zn1 129.1(2) . . ? Zn1 O3 H3A 118(3) . . ? Zn1 O3 H3B 94(3) . . ? H3A O3 H3B 110.8(18) . . ? O4 O4 H4A 134.2 2_666 . ? O4 O4 H4B 51.5 2_666 . ? H4A O4 H4B 112.1 . . ? H5A O5 H5B 112.0(17) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 C3 161.4(5) . . . . ? O1 C1 C2 C3 -18.6(6) . . . . ? O2 C1 C2 C4 -18.2(6) . . . . ? O1 C1 C2 C4 161.8(4) . . . . ? C4 C2 C3 C4 0.2(9) . . . 2_766 ? C1 C2 C3 C4 -179.4(4) . . . 2_766 ? C3 C2 C4 C3 -0.2(9) . . . 2_766 ? C1 C2 C4 C3 179.4(4) . . . 2_766 ? N1 C5 C6 C7 -0.1(7) . . . . ? C5 C6 C7 C8 0.0(7) . . . . ? C6 C7 C8 C9 0.8(6) . . . . ? C6 C7 C8 C10 179.9(4) . . . . ? C7 C8 C9 N1 -1.7(6) . . . . ? C10 C8 C9 N1 179.1(4) . . . . ? C9 C8 C10 N2 16.1(6) . . . . ? C7 C8 C10 N2 -163.1(4) . . . . ? C9 C8 C10 N4 -161.8(4) . . . . ? C7 C8 C10 N4 19.1(6) . . . . ? N4 C11 C12 C13 -21.1(6) . . . . ? N3 C11 C12 C13 159.0(4) . . . . ? N4 C11 C12 C16 159.8(4) . . . . ? N3 C11 C12 C16 -20.1(6) . . . . ? C16 C12 C13 C14 1.6(6) . . . . ? C11 C12 C13 C14 -177.5(4) . . . . ? C12 C13 C14 C15 -0.1(7) . . . . ? C13 C14 C15 N5 -1.4(8) . . . . ? C13 C12 C16 N5 -1.8(7) . . . . ? C11 C12 C16 N5 177.3(4) . . . . ? C6 C5 N1 C9 -0.8(6) . . . . ? C6 C5 N1 Zn1 178.4(3) . . . . ? C8 C9 N1 C5 1.7(6) . . . . ? C8 C9 N1 Zn1 -177.5(3) . . . . ? O3 Zn1 N1 C5 -69.3(3) 2_765 . . . ? O3 Zn1 N1 C5 110.7(3) . . . . ? O1 Zn1 N1 C5 -161.1(3) 2_765 . . . ? O1 Zn1 N1 C5 18.9(3) . . . . ? N1 Zn1 N1 C5 18(100) 2_765 . . . ? O3 Zn1 N1 C9 109.9(3) 2_765 . . . ? O3 Zn1 N1 C9 -70.1(3) . . . . ? O1 Zn1 N1 C9 18.0(3) 2_765 . . . ? O1 Zn1 N1 C9 -162.0(3) . . . . ? N1 Zn1 N1 C9 -163(100) 2_765 . . . ? N4 C10 N2 N3 -0.2(5) . . . . ? C8 C10 N2 N3 -178.2(4) . . . . ? N4 C11 N3 N2 -0.2(5) . . . . ? C12 C11 N3 N2 179.7(4) . . . . ? C10 N2 N3 C11 0.2(5) . . . . ? N3 C11 N4 C10 0.1(4) . . . . ? C12 C11 N4 C10 -179.9(4) . . . . ? N2 C10 N4 C11 0.1(5) . . . . ? C8 C10 N4 C11 178.1(4) . . . . ? C14 C15 N5 C16 1.3(7) . . . . ? C12 C16 N5 C15 0.4(7) . . . . ? O2 C1 O1 Zn1 -1.3(6) . . . . ? C2 C1 O1 Zn1 178.7(2) . . . . ? O3 Zn1 O1 C1 176.6(3) 2_765 . . . ? O3 Zn1 O1 C1 -3.4(3) . . . . ? O1 Zn1 O1 C1 44(100) 2_765 . . . ? N1 Zn1 O1 C1 84.3(3) . . . . ? N1 Zn1 O1 C1 -95.7(3) 2_765 . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.857 _refine_diff_density_min -0.290 _refine_diff_density_rms 0.076 # Attachment 'complex_4.cif' data_aa4 _database_code_depnum_ccdc_archive 'CCDC 733527' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H25 N5 O12 Zn2' _chemical_formula_weight 754.31 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M p-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.0460(16) _cell_length_b 9.5890(19) _cell_length_c 19.618(4) _cell_angle_alpha 85.37(3) _cell_angle_beta 87.38(3) _cell_angle_gamma 70.57(3) _cell_volume 1422.4(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.761 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 768 _exptl_absorpt_coefficient_mu 1.764 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.658 _exptl_absorpt_correction_T_max 0.855 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9235 _diffrn_reflns_av_R_equivalents 0.0272 _diffrn_reflns_av_sigmaI/netI 0.0427 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.13 _diffrn_reflns_theta_max 25.25 _reflns_number_total 5130 _reflns_number_gt 4361 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0623P)^2^+3.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5130 _refine_ls_number_parameters 445 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0553 _refine_ls_R_factor_gt 0.0443 _refine_ls_wR_factor_ref 0.1278 _refine_ls_wR_factor_gt 0.1220 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.051 _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 0.59160(7) -0.24288(5) 0.40044(3) 0.03026(17) Uani 1 1 d . . . Zn2 Zn 1.50166(6) 0.10508(5) 0.91655(3) 0.02792(16) Uani 1 1 d . . . C1 C 0.4483(5) 0.0217(4) 0.3246(2) 0.0223(9) Uani 1 1 d . . . C2 C 0.4241(5) 0.1813(4) 0.3044(2) 0.0195(8) Uani 1 1 d . . . C3 C 0.3258(5) 0.2507(5) 0.2475(2) 0.0246(9) Uani 1 1 d . . . H3 H 0.2781 0.1976 0.2212 0.030 Uiso 1 1 calc R . . C4 C 0.2990(6) 0.3991(5) 0.2300(2) 0.0294(10) Uani 1 1 d . . . H4 H 0.2331 0.4458 0.1919 0.035 Uiso 1 1 calc R . . C5 C 0.3699(6) 0.4778(5) 0.2689(2) 0.0282(10) Uani 1 1 d . . . H5 H 0.3517 0.5774 0.2568 0.034 Uiso 1 1 calc R . . C6 C 0.4683(5) 0.4100(4) 0.3262(2) 0.0225(9) Uani 1 1 d . . . C7 C 0.4960(5) 0.2606(4) 0.3436(2) 0.0213(8) Uani 1 1 d . . . H7 H 0.5627 0.2137 0.3815 0.026 Uiso 1 1 calc R . . C8 C 0.5393(5) 0.4984(5) 0.3696(2) 0.0265(9) Uani 1 1 d . . . C9 C 0.7952(7) -0.1535(5) 0.4979(3) 0.0421(13) Uani 1 1 d . . . H9 H 0.7628 -0.0674 0.4691 0.051 Uiso 1 1 calc R . . C10 C 0.8917(7) -0.1587(5) 0.5547(2) 0.0396(12) Uani 1 1 d . . . H10 H 0.9244 -0.0776 0.5634 0.048 Uiso 1 1 calc R . . C11 C 0.9399(5) -0.2838(5) 0.5985(2) 0.0224(9) Uani 1 1 d . . . C12 C 0.8916(5) -0.4023(5) 0.5819(2) 0.0266(9) Uani 1 1 d . . . H12 H 0.9240 -0.4899 0.6098 0.032 Uiso 1 1 calc R . . C13 C 0.7959(6) -0.3906(5) 0.5244(2) 0.0269(9) Uani 1 1 d . . . H13 H 0.7644 -0.4713 0.5141 0.032 Uiso 1 1 calc R . . C14 C 1.0287(5) -0.2881(4) 0.6626(2) 0.0208(8) Uani 1 1 d . . . C15 C 1.1311(5) -0.2247(4) 0.7467(2) 0.0222(9) Uani 1 1 d . . . C16 C 1.1990(5) -0.1441(4) 0.7929(2) 0.0217(9) Uani 1 1 d . . . C17 C 1.1659(6) 0.0057(5) 0.7808(2) 0.0324(11) Uani 1 1 d . . . H17 H 1.0893 0.0589 0.7465 0.039 Uiso 1 1 calc R . . C18 C 1.2471(6) 0.0765(5) 0.8197(2) 0.0307(10) Uani 1 1 d . . . H18 H 1.2268 0.1773 0.8101 0.037 Uiso 1 1 calc R . . C19 C 1.3808(5) -0.1378(5) 0.8847(2) 0.0242(9) Uani 1 1 d . . . H19 H 1.4514 -0.1868 0.9213 0.029 Uiso 1 1 calc R . . C20 C 1.3078(5) -0.2171(5) 0.8467(2) 0.0233(9) Uani 1 1 d . . . H20 H 1.3311 -0.3181 0.8571 0.028 Uiso 1 1 calc R . . C21 C 1.2909(5) 0.4080(4) 0.9242(2) 0.0223(9) Uani 1 1 d . . . C22 C 1.1935(5) 0.5390(4) 0.9640(2) 0.0203(8) Uani 1 1 d . . . C23 C 1.0449(5) 0.6471(4) 0.9366(2) 0.0214(8) Uani 1 1 d . . . H23 H 1.0045 0.6356 0.8945 0.026 Uiso 1 1 calc R . . C24 C 0.9570(5) 0.7712(4) 0.9712(2) 0.0203(8) Uani 1 1 d . . . C25 C 0.7986(5) 0.8848(5) 0.9382(2) 0.0259(9) Uani 1 1 d . . . C26 C 1.0196(5) 0.7910(5) 1.0324(2) 0.0267(9) Uani 1 1 d . . . H26 H 0.9617 0.8757 1.0552 0.032 Uiso 1 1 calc R . . C27 C 1.1682(6) 0.6858(5) 1.0604(2) 0.0333(11) Uani 1 1 d . . . H27 H 1.2106 0.7000 1.1017 0.040 Uiso 1 1 calc R . . C28 C 1.2539(5) 0.5583(5) 1.0263(2) 0.0287(10) Uani 1 1 d . . . H28 H 1.3520 0.4861 1.0454 0.034 Uiso 1 1 calc R . . N1 N 0.7462(5) -0.2670(4) 0.48253(18) 0.0266(8) Uani 1 1 d . . . N2 N 1.0556(4) -0.1706(4) 0.68717(17) 0.0223(7) Uani 1 1 d . . . N3 N 1.0836(4) -0.4118(4) 0.70328(17) 0.0249(8) Uani 1 1 d . . . N4 N 1.1479(4) -0.3682(4) 0.75736(17) 0.0232(8) Uani 1 1 d D . . N5 N 1.3539(4) 0.0060(4) 0.87077(17) 0.0222(7) Uani 1 1 d . . . O1 O 0.5360(4) -0.0318(3) 0.37814(16) 0.0346(8) Uani 1 1 d . . . O2 O 0.3821(4) -0.0478(3) 0.29021(16) 0.0348(8) Uani 1 1 d . . . O3 O 0.6132(4) 0.4435(3) 0.42420(16) 0.0346(8) Uani 1 1 d . . . O4 O 0.5152(4) 0.6311(3) 0.34646(16) 0.0353(8) Uani 1 1 d . . . O5 O 1.3876(4) 0.2937(3) 0.95830(14) 0.0256(6) Uani 1 1 d . . . O6 O 1.2741(4) 0.4162(3) 0.86094(15) 0.0353(8) Uani 1 1 d . . . O7 O 0.6885(4) 0.9779(3) 0.97620(15) 0.0299(7) Uani 1 1 d . . . O8 O 0.7799(5) 0.8870(4) 0.87670(18) 0.0575(12) Uani 1 1 d . . . O9 O 0.3583(5) -0.2206(4) 0.47309(18) 0.0405(8) Uani 1 1 d D . . O10 O 0.8298(4) -0.2856(4) 0.32984(18) 0.0389(8) Uani 1 1 d D . . O11 O 1.5882(4) 0.1913(4) 0.82693(17) 0.0361(8) Uani 1 1 d D . . O12 O 0.1139(5) 0.8356(4) 0.35591(19) 0.0475(9) Uani 1 1 d D . . H4A H 1.162(10) -0.434(7) 0.796(3) 0.104 Uiso 1 1 d D . . H10A H 0.916(5) -0.259(5) 0.338(3) 0.057 Uiso 1 1 d D . . H9B H 0.374(7) -0.289(5) 0.505(2) 0.057 Uiso 1 1 d D . . H11B H 1.604(7) 0.127(4) 0.800(2) 0.057 Uiso 1 1 d D . . H9A H 0.266(5) -0.221(6) 0.455(2) 0.057 Uiso 1 1 d D . . H11A H 1.489(4) 0.252(5) 0.822(3) 0.057 Uiso 1 1 d D . . H10B H 0.867(4) -0.3615(17) 0.3102(14) 0.057 Uiso 1 1 d D . . H12A H 0.0679 0.9256 0.3483 0.057 Uiso 1 1 d RD . . H12B H 0.2202 0.8253 0.3303 0.057 Uiso 1 1 d RD . . 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 0.0446(3) 0.0163(3) 0.0324(3) 0.0022(2) -0.0200(2) -0.0119(2) Zn2 0.0318(3) 0.0182(3) 0.0312(3) -0.0041(2) -0.0159(2) -0.0023(2) C1 0.028(2) 0.017(2) 0.023(2) -0.0053(17) 0.0038(18) -0.0073(17) C2 0.023(2) 0.0160(19) 0.020(2) -0.0024(16) 0.0031(17) -0.0073(16) C3 0.028(2) 0.024(2) 0.024(2) -0.0043(17) -0.0011(18) -0.0115(18) C4 0.038(2) 0.026(2) 0.024(2) 0.0029(18) -0.009(2) -0.0112(19) C5 0.037(2) 0.017(2) 0.031(2) 0.0012(18) 0.000(2) -0.0091(18) C6 0.024(2) 0.019(2) 0.026(2) -0.0037(17) 0.0021(17) -0.0085(16) C7 0.024(2) 0.018(2) 0.022(2) -0.0020(16) -0.0009(17) -0.0072(16) C8 0.028(2) 0.022(2) 0.031(2) -0.0058(18) 0.0017(19) -0.0097(18) C9 0.066(3) 0.027(2) 0.040(3) 0.008(2) -0.028(3) -0.023(2) C10 0.061(3) 0.029(3) 0.036(3) 0.003(2) -0.022(2) -0.024(2) C11 0.0194(19) 0.026(2) 0.021(2) -0.0045(17) -0.0006(17) -0.0053(16) C12 0.030(2) 0.025(2) 0.024(2) 0.0024(17) -0.0071(18) -0.0085(18) C13 0.034(2) 0.023(2) 0.026(2) -0.0050(18) -0.0071(19) -0.0099(18) C14 0.0213(19) 0.022(2) 0.019(2) -0.0025(16) -0.0015(17) -0.0069(16) C15 0.023(2) 0.022(2) 0.021(2) -0.0005(16) -0.0019(17) -0.0061(17) C16 0.022(2) 0.025(2) 0.019(2) -0.0041(16) -0.0009(17) -0.0085(17) C17 0.040(3) 0.025(2) 0.031(2) 0.0016(19) -0.019(2) -0.008(2) C18 0.039(2) 0.020(2) 0.032(2) -0.0016(18) -0.012(2) -0.0067(19) C19 0.026(2) 0.023(2) 0.022(2) 0.0010(17) -0.0060(18) -0.0066(17) C20 0.026(2) 0.019(2) 0.025(2) 0.0019(16) -0.0046(18) -0.0077(17) C21 0.021(2) 0.017(2) 0.027(2) -0.0008(17) -0.0043(17) -0.0043(16) C22 0.0162(18) 0.019(2) 0.024(2) -0.0020(16) -0.0003(16) -0.0039(15) C23 0.0207(19) 0.022(2) 0.020(2) -0.0025(16) -0.0032(16) -0.0047(16) C24 0.0168(18) 0.019(2) 0.023(2) -0.0009(16) -0.0014(16) -0.0032(16) C25 0.024(2) 0.021(2) 0.029(2) -0.0040(17) -0.0071(18) -0.0007(17) C26 0.023(2) 0.024(2) 0.030(2) -0.0099(18) -0.0008(18) -0.0024(17) C27 0.033(2) 0.034(3) 0.029(2) -0.009(2) -0.011(2) -0.002(2) C28 0.023(2) 0.028(2) 0.028(2) -0.0002(18) -0.0056(18) 0.0010(18) N1 0.0314(19) 0.0250(19) 0.0244(19) -0.0012(15) -0.0083(16) -0.0098(15) N2 0.0234(17) 0.0238(18) 0.0205(18) -0.0009(14) -0.0057(14) -0.0084(14) N3 0.0278(18) 0.0237(18) 0.0228(19) -0.0056(15) -0.0052(15) -0.0064(15) N4 0.0256(17) 0.0209(18) 0.0217(18) -0.0046(14) -0.0057(15) -0.0044(14) N5 0.0246(17) 0.0221(18) 0.0194(18) -0.0038(14) -0.0048(14) -0.0059(14) O1 0.054(2) 0.0170(15) 0.0326(18) 0.0031(13) -0.0149(16) -0.0108(14) O2 0.054(2) 0.0209(16) 0.0351(18) -0.0041(13) -0.0097(16) -0.0185(15) O3 0.0447(19) 0.0295(17) 0.0328(18) -0.0020(14) -0.0121(15) -0.0149(15) O4 0.054(2) 0.0198(16) 0.0398(19) -0.0005(13) -0.0134(16) -0.0206(15) O5 0.0288(15) 0.0144(14) 0.0269(16) 0.0006(12) -0.0052(13) 0.0019(12) O6 0.0483(19) 0.0204(16) 0.0255(17) -0.0042(13) -0.0063(15) 0.0054(14) O7 0.0247(15) 0.0232(16) 0.0316(17) -0.0059(13) -0.0053(13) 0.0071(12) O8 0.059(2) 0.054(2) 0.034(2) -0.0129(17) -0.0234(18) 0.0205(19) O9 0.044(2) 0.036(2) 0.043(2) 0.0025(15) -0.0099(17) -0.0147(16) O10 0.0438(19) 0.0299(18) 0.046(2) -0.0060(15) -0.0031(17) -0.0146(15) O11 0.0428(19) 0.0297(18) 0.0361(19) -0.0101(15) 0.0021(16) -0.0108(15) O12 0.047(2) 0.051(2) 0.049(2) 0.0052(18) -0.0114(18) -0.0229(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O4 1.929(3) 1_545 ? Zn1 O1 1.939(3) . ? Zn1 N1 2.031(3) . ? Zn1 O10 2.255(4) . ? Zn1 O9 2.267(4) . ? Zn2 O7 1.956(3) 1_645 ? Zn2 O5 1.963(3) . ? Zn2 N5 2.027(3) . ? Zn2 O11 2.073(4) . ? C1 O2 1.235(5) . ? C1 O1 1.266(5) . ? C1 C2 1.499(5) . ? C2 C3 1.388(6) . ? C2 C7 1.389(6) . ? C3 C4 1.383(6) . ? C3 H3 0.9300 . ? C4 C5 1.377(6) . ? C4 H4 0.9300 . ? C5 C6 1.389(6) . ? C5 H5 0.9300 . ? C6 C7 1.391(6) . ? C6 C8 1.501(6) . ? C7 H7 0.9300 . ? C8 O3 1.240(5) . ? C8 O4 1.270(5) . ? C9 N1 1.335(6) . ? C9 C10 1.375(6) . ? C9 H9 0.9300 . ? C10 C11 1.372(6) . ? C10 H10 0.9300 . ? C11 C12 1.384(6) . ? C11 C14 1.465(5) . ? C12 C13 1.371(6) . ? C12 H12 0.9300 . ? C13 N1 1.341(5) . ? C13 H13 0.9300 . ? C14 N3 1.330(5) . ? C14 N2 1.345(5) . ? C15 N2 1.327(5) . ? C15 N4 1.337(5) . ? C15 C16 1.468(6) . ? C16 C17 1.374(6) . ? C16 C20 1.389(6) . ? C17 C18 1.377(6) . ? C17 H17 0.9300 . ? C18 N5 1.334(5) . ? C18 H18 0.9300 . ? C19 N5 1.330(5) . ? C19 C20 1.381(6) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 O6 1.248(5) . ? C21 O5 1.271(5) . ? C21 C22 1.499(5) . ? C22 C28 1.383(6) . ? C22 C23 1.392(5) . ? C23 C24 1.379(5) . ? C23 H23 0.9300 . ? C24 C26 1.374(6) . ? C24 C25 1.505(5) . ? C25 O8 1.221(5) . ? C25 O7 1.288(5) . ? C26 C27 1.385(6) . ? C26 H26 0.9300 . ? C27 C28 1.396(6) . ? C27 H27 0.9300 . ? C28 H28 0.9300 . ? N3 N4 1.355(5) . ? N4 H4A 0.92(2) . ? O4 Zn1 1.929(3) 1_565 ? O7 Zn2 1.956(3) 1_465 ? O9 H9B 0.853(19) . ? O9 H9A 0.837(19) . ? O10 H10A 0.836(19) . ? O10 H10B 0.811(16) . ? O11 H11B 0.815(19) . ? O11 H11A 0.818(19) . ? O12 H12A 0.8213 . ? O12 H12B 0.9521 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 Zn1 O1 123.01(13) 1_545 . ? O4 Zn1 N1 137.45(14) 1_545 . ? O1 Zn1 N1 99.41(14) . . ? O4 Zn1 O10 87.18(14) 1_545 . ? O1 Zn1 O10 89.37(14) . . ? N1 Zn1 O10 90.43(14) . . ? O4 Zn1 O9 90.12(14) 1_545 . ? O1 Zn1 O9 95.40(14) . . ? N1 Zn1 O9 88.90(14) . . ? O10 Zn1 O9 175.24(12) . . ? O7 Zn2 O5 109.03(12) 1_645 . ? O7 Zn2 N5 116.98(13) 1_645 . ? O5 Zn2 N5 120.01(13) . . ? O7 Zn2 O11 115.11(13) 1_645 . ? O5 Zn2 O11 97.32(13) . . ? N5 Zn2 O11 96.01(13) . . ? O2 C1 O1 124.4(4) . . ? O2 C1 C2 120.0(4) . . ? O1 C1 C2 115.6(3) . . ? C3 C2 C7 120.1(4) . . ? C3 C2 C1 119.8(4) . . ? C7 C2 C1 120.1(4) . . ? C4 C3 C2 119.8(4) . . ? C4 C3 H3 120.1 . . ? C2 C3 H3 120.1 . . ? C5 C4 C3 120.1(4) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C4 C5 C6 120.8(4) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C5 C6 C7 119.2(4) . . ? C5 C6 C8 120.2(4) . . ? C7 C6 C8 120.6(4) . . ? C2 C7 C6 120.1(4) . . ? C2 C7 H7 120.0 . . ? C6 C7 H7 120.0 . . ? O3 C8 O4 123.9(4) . . ? O3 C8 C6 121.1(4) . . ? O4 C8 C6 115.0(4) . . ? N1 C9 C10 122.7(4) . . ? N1 C9 H9 118.7 . . ? C10 C9 H9 118.7 . . ? C11 C10 C9 119.9(4) . . ? C11 C10 H10 120.0 . . ? C9 C10 H10 120.0 . . ? C10 C11 C12 117.4(4) . . ? C10 C11 C14 121.2(4) . . ? C12 C11 C14 121.3(4) . . ? C13 C12 C11 120.0(4) . . ? C13 C12 H12 120.0 . . ? C11 C12 H12 120.0 . . ? N1 C13 C12 122.4(4) . . ? N1 C13 H13 118.8 . . ? C12 C13 H13 118.8 . . ? N3 C14 N2 114.2(3) . . ? N3 C14 C11 121.2(4) . . ? N2 C14 C11 124.6(4) . . ? N2 C15 N4 110.2(4) . . ? N2 C15 C16 125.9(4) . . ? N4 C15 C16 123.8(4) . . ? C17 C16 C20 118.0(4) . . ? C17 C16 C15 120.2(4) . . ? C20 C16 C15 121.6(4) . . ? C16 C17 C18 119.5(4) . . ? C16 C17 H17 120.3 . . ? C18 C17 H17 120.3 . . ? N5 C18 C17 122.5(4) . . ? N5 C18 H18 118.7 . . ? C17 C18 H18 118.7 . . ? N5 C19 C20 122.5(4) . . ? N5 C19 H19 118.8 . . ? C20 C19 H19 118.8 . . ? C19 C20 C16 119.1(4) . . ? C19 C20 H20 120.4 . . ? C16 C20 H20 120.4 . . ? O6 C21 O5 124.0(4) . . ? O6 C21 C22 119.5(3) . . ? O5 C21 C22 116.5(4) . . ? C28 C22 C23 119.1(4) . . ? C28 C22 C21 121.0(3) . . ? C23 C22 C21 119.8(4) . . ? C24 C23 C22 120.8(4) . . ? C24 C23 H23 119.6 . . ? C22 C23 H23 119.6 . . ? C26 C24 C23 119.8(4) . . ? C26 C24 C25 122.1(4) . . ? C23 C24 C25 118.1(4) . . ? O8 C25 O7 122.3(4) . . ? O8 C25 C24 119.3(4) . . ? O7 C25 C24 118.4(4) . . ? C24 C26 C27 120.5(4) . . ? C24 C26 H26 119.7 . . ? C27 C26 H26 119.7 . . ? C26 C27 C28 119.5(4) . . ? C26 C27 H27 120.2 . . ? C28 C27 H27 120.2 . . ? C22 C28 C27 120.2(4) . . ? C22 C28 H28 119.9 . . ? C27 C28 H28 119.9 . . ? C9 N1 C13 117.7(4) . . ? C9 N1 Zn1 119.3(3) . . ? C13 N1 Zn1 122.9(3) . . ? C15 N2 C14 103.3(3) . . ? C14 N3 N4 102.9(3) . . ? C15 N4 N3 109.4(3) . . ? C15 N4 H4A 135(5) . . ? N3 N4 H4A 113(5) . . ? C19 N5 C18 118.3(4) . . ? C19 N5 Zn2 119.8(3) . . ? C18 N5 Zn2 121.2(3) . . ? C1 O1 Zn1 116.8(3) . . ? C8 O4 Zn1 118.3(3) . 1_565 ? C21 O5 Zn2 121.9(3) . . ? C25 O7 Zn2 106.8(3) . 1_465 ? Zn1 O9 H9B 115(4) . . ? Zn1 O9 H9A 116(4) . . ? H9B O9 H9A 102(3) . . ? Zn1 O10 H10A 123(3) . . ? Zn1 O10 H10B 121(2) . . ? H10A O10 H10B 107(3) . . ? Zn2 O11 H11B 104(4) . . ? Zn2 O11 H11A 89(4) . . ? H11B O11 H11A 110(3) . . ? H12A O12 H12B 97.4 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 C3 0.6(6) . . . . ? O1 C1 C2 C3 -178.3(4) . . . . ? O2 C1 C2 C7 179.0(4) . . . . ? O1 C1 C2 C7 0.1(6) . . . . ? C7 C2 C3 C4 -0.3(6) . . . . ? C1 C2 C3 C4 178.1(4) . . . . ? C2 C3 C4 C5 0.1(6) . . . . ? C3 C4 C5 C6 -0.2(7) . . . . ? C4 C5 C6 C7 0.5(6) . . . . ? C4 C5 C6 C8 -177.8(4) . . . . ? C3 C2 C7 C6 0.6(6) . . . . ? C1 C2 C7 C6 -177.8(4) . . . . ? C5 C6 C7 C2 -0.7(6) . . . . ? C8 C6 C7 C2 177.6(4) . . . . ? C5 C6 C8 O3 173.2(4) . . . . ? C7 C6 C8 O3 -5.0(6) . . . . ? C5 C6 C8 O4 -5.8(6) . . . . ? C7 C6 C8 O4 175.9(4) . . . . ? N1 C9 C10 C11 -0.7(9) . . . . ? C9 C10 C11 C12 1.7(7) . . . . ? C9 C10 C11 C14 -174.4(5) . . . . ? C10 C11 C12 C13 -1.4(6) . . . . ? C14 C11 C12 C13 174.7(4) . . . . ? C11 C12 C13 N1 0.1(7) . . . . ? C10 C11 C14 N3 -176.4(4) . . . . ? C12 C11 C14 N3 7.6(6) . . . . ? C10 C11 C14 N2 6.6(7) . . . . ? C12 C11 C14 N2 -169.4(4) . . . . ? N2 C15 C16 C17 9.0(6) . . . . ? N4 C15 C16 C17 -175.6(4) . . . . ? N2 C15 C16 C20 -166.4(4) . . . . ? N4 C15 C16 C20 9.0(6) . . . . ? C20 C16 C17 C18 3.0(7) . . . . ? C15 C16 C17 C18 -172.5(4) . . . . ? C16 C17 C18 N5 -2.1(7) . . . . ? N5 C19 C20 C16 -1.4(6) . . . . ? C17 C16 C20 C19 -1.4(6) . . . . ? C15 C16 C20 C19 174.1(4) . . . . ? O6 C21 C22 C28 -155.4(4) . . . . ? O5 C21 C22 C28 24.4(6) . . . . ? O6 C21 C22 C23 21.3(6) . . . . ? O5 C21 C22 C23 -158.9(4) . . . . ? C28 C22 C23 C24 -0.9(6) . . . . ? C21 C22 C23 C24 -177.6(4) . . . . ? C22 C23 C24 C26 2.1(6) . . . . ? C22 C23 C24 C25 179.2(4) . . . . ? C26 C24 C25 O8 157.4(5) . . . . ? C23 C24 C25 O8 -19.7(6) . . . . ? C26 C24 C25 O7 -21.7(6) . . . . ? C23 C24 C25 O7 161.2(4) . . . . ? C23 C24 C26 C27 -1.4(7) . . . . ? C25 C24 C26 C27 -178.4(4) . . . . ? C24 C26 C27 C28 -0.5(7) . . . . ? C23 C22 C28 C27 -1.0(7) . . . . ? C21 C22 C28 C27 175.7(4) . . . . ? C26 C27 C28 C22 1.7(7) . . . . ? C10 C9 N1 C13 -0.7(8) . . . . ? C10 C9 N1 Zn1 176.4(4) . . . . ? C12 C13 N1 C9 1.0(7) . . . . ? C12 C13 N1 Zn1 -176.1(3) . . . . ? O4 Zn1 N1 C9 167.2(4) 1_545 . . . ? O1 Zn1 N1 C9 -8.5(4) . . . . ? O10 Zn1 N1 C9 80.9(4) . . . . ? O9 Zn1 N1 C9 -103.8(4) . . . . ? O4 Zn1 N1 C13 -15.8(5) 1_545 . . . ? O1 Zn1 N1 C13 168.5(3) . . . . ? O10 Zn1 N1 C13 -102.1(3) . . . . ? O9 Zn1 N1 C13 73.2(3) . . . . ? N4 C15 N2 C14 -0.3(4) . . . . ? C16 C15 N2 C14 175.7(4) . . . . ? N3 C14 N2 C15 -0.2(5) . . . . ? C11 C14 N2 C15 177.0(4) . . . . ? N2 C14 N3 N4 0.5(5) . . . . ? C11 C14 N3 N4 -176.7(3) . . . . ? N2 C15 N4 N3 0.6(5) . . . . ? C16 C15 N4 N3 -175.4(4) . . . . ? C14 N3 N4 C15 -0.7(4) . . . . ? C20 C19 N5 C18 2.4(6) . . . . ? C20 C19 N5 Zn2 -168.2(3) . . . . ? C17 C18 N5 C19 -0.7(7) . . . . ? C17 C18 N5 Zn2 169.9(4) . . . . ? O7 Zn2 N5 C19 3.3(4) 1_645 . . . ? O5 Zn2 N5 C19 -132.5(3) . . . . ? O11 Zn2 N5 C19 125.5(3) . . . . ? O7 Zn2 N5 C18 -167.1(3) 1_645 . . . ? O5 Zn2 N5 C18 57.1(4) . . . . ? O11 Zn2 N5 C18 -44.9(3) . . . . ? O2 C1 O1 Zn1 7.5(6) . . . . ? C2 C1 O1 Zn1 -173.6(3) . . . . ? O4 Zn1 O1 C1 -1.4(4) 1_545 . . . ? N1 Zn1 O1 C1 175.1(3) . . . . ? O10 Zn1 O1 C1 84.8(3) . . . . ? O9 Zn1 O1 C1 -95.1(3) . . . . ? O3 C8 O4 Zn1 -1.9(6) . . . 1_565 ? C6 C8 O4 Zn1 177.2(3) . . . 1_565 ? O6 C21 O5 Zn2 -7.7(6) . . . . ? C22 C21 O5 Zn2 172.5(3) . . . . ? O7 Zn2 O5 C21 163.7(3) 1_645 . . . ? N5 Zn2 O5 C21 -57.4(3) . . . . ? O11 Zn2 O5 C21 43.9(3) . . . . ? O8 C25 O7 Zn2 1.5(6) . . . 1_465 ? C24 C25 O7 Zn2 -179.5(3) . . . 1_465 ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.25 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.525 _refine_diff_density_min -0.578 _refine_diff_density_rms 0.144 # Attachment 'complex_6.cif' data_aa6 _database_code_depnum_ccdc_archive 'CCDC 733528' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H15 N5 O5 Zn' _chemical_formula_weight 470.76 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M p21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.683(3) _cell_length_b 11.980(2) _cell_length_c 13.597(3) _cell_angle_alpha 90.00 _cell_angle_beta 97.70(3) _cell_angle_gamma 90.00 _cell_volume 2047.4(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.527 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 960 _exptl_absorpt_coefficient_mu 1.243 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.599 _exptl_absorpt_correction_T_max 0.724 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15347 _diffrn_reflns_av_R_equivalents 0.0347 _diffrn_reflns_av_sigmaI/netI 0.0340 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4667 _reflns_number_gt 3888 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0403P)^2^+2.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4667 _refine_ls_number_parameters 280 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0535 _refine_ls_R_factor_gt 0.0401 _refine_ls_wR_factor_ref 0.0951 _refine_ls_wR_factor_gt 0.0895 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.058 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.90460(2) 1.03293(2) -0.13289(2) 0.02207(10) Uani 1 1 d . . . C1 C 0.94273(19) 0.81923(19) 0.01084(18) 0.0221(5) Uani 1 1 d . . . C2 C 0.89669(18) 0.70413(19) -0.00280(17) 0.0208(5) Uani 1 1 d . . . C3 C 0.82582(19) 0.6804(2) -0.08681(18) 0.0240(5) Uani 1 1 d . . . H3 H 0.8030 0.7370 -0.1315 0.029 Uiso 1 1 calc R . . C4 C 0.7888(2) 0.5724(2) -0.10445(19) 0.0260(5) Uani 1 1 d . . . C5 C 0.7170(2) 0.5464(2) -0.1984(2) 0.0309(6) Uani 1 1 d . . . C6 C 0.8215(2) 0.4894(2) -0.0365(2) 0.0317(6) Uani 1 1 d . . . H6 H 0.7984 0.4164 -0.0489 0.038 Uiso 1 1 calc R . . C7 C 0.8879(2) 0.5141(2) 0.0493(2) 0.0313(6) Uani 1 1 d . . . H7 H 0.9068 0.4587 0.0963 0.038 Uiso 1 1 calc R . . C8 C 0.9265(2) 0.6211(2) 0.06571(19) 0.0269(5) Uani 1 1 d . . . H8 H 0.9727 0.6373 0.1230 0.032 Uiso 1 1 calc R . . C9 C 0.7315(3) 1.1892(2) -0.0726(2) 0.0412(7) Uani 1 1 d . . . H9 H 0.7606 1.2379 -0.1150 0.049 Uiso 1 1 calc R . . C10 C 0.6511(3) 1.2266(3) -0.0238(3) 0.0502(9) Uani 1 1 d . . . H10 H 0.6260 1.2993 -0.0335 0.060 Uiso 1 1 calc R . . C11 C 0.6070(3) 1.1560(3) 0.0400(3) 0.0470(8) Uani 1 1 d . . . H11 H 0.5528 1.1803 0.0746 0.056 Uiso 1 1 calc R . . C12 C 0.6456(2) 1.0485(2) 0.0509(2) 0.0350(6) Uani 1 1 d . . . C13 C 0.7262(2) 1.0169(2) -0.0020(2) 0.0340(6) Uani 1 1 d . . . H13 H 0.7510 0.9439 0.0046 0.041 Uiso 1 1 calc R . . C14 C 0.6062(2) 0.9631(2) 0.1139(2) 0.0343(6) Uani 1 1 d . . . C15 C 0.5828(2) 0.8122(2) 0.1848(2) 0.0356(6) Uani 1 1 d . . . C16 C 0.5922(2) 0.6937(2) 0.2114(2) 0.0351(6) Uani 1 1 d . . . C17 C 0.6691(3) 0.6280(3) 0.1788(3) 0.0551(9) Uani 1 1 d . . . H17 H 0.7172 0.6583 0.1403 0.066 Uiso 1 1 calc R . . H3A H 0.5038 1.0299 0.1813 0.121 Uiso 1 1 d RD . . H5A H 0.6048 0.7822 0.7902 0.066 Uiso 1 1 d R . . H5B H 0.6586 0.8799 0.7740 0.066 Uiso 1 1 d R . . C18 C 0.6740(3) 0.5159(3) 0.2041(3) 0.0611(11) Uani 1 1 d . . . H18 H 0.7258 0.4700 0.1831 0.073 Uiso 1 1 calc R . . C19 C 0.6013(3) 0.4736(3) 0.2604(3) 0.0445(8) Uani 1 1 d . . . H19 H 0.6047 0.3983 0.2775 0.053 Uiso 1 1 calc R . . C20 C 0.5225(2) 0.6443(2) 0.2674(2) 0.0327(6) Uani 1 1 d . . . H20 H 0.4701 0.6884 0.2895 0.039 Uiso 1 1 calc R . . N1 N 0.77043(19) 1.08508(19) -0.06172(17) 0.0330(5) Uani 1 1 d . . . N2 N 0.6411(2) 0.8594(2) 0.11965(19) 0.0386(6) Uani 1 1 d . . . N3 N 0.5319(2) 0.97689(19) 0.17289(19) 0.0372(6) Uani 1 1 d D . . N4 N 0.5145(2) 0.8801(2) 0.21954(19) 0.0391(6) Uani 1 1 d . . . N5 N 0.52627(18) 0.53663(18) 0.29145(17) 0.0309(5) Uani 1 1 d . . . O1 O 0.91103(16) 0.89139(15) -0.05096(15) 0.0362(5) Uani 1 1 d . . . O2 O 1.01123(16) 0.83330(15) 0.08507(15) 0.0394(5) Uani 1 1 d . . . O3 O 0.65922(15) 0.62349(17) -0.23902(14) 0.0364(5) Uani 1 1 d . . . O4 O 0.71650(16) 0.45105(17) -0.23475(16) 0.0418(5) Uani 1 1 d . . . O5 O 0.60424(18) 0.85153(18) 0.79430(19) 0.0498(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.02411(16) 0.01769(14) 0.02289(15) 0.00157(11) -0.00243(10) -0.00167(11) C1 0.0208(12) 0.0205(11) 0.0257(12) -0.0029(10) 0.0058(10) -0.0008(9) C2 0.0193(12) 0.0192(11) 0.0234(12) -0.0023(9) 0.0010(9) 0.0006(9) C3 0.0232(12) 0.0239(12) 0.0237(12) 0.0022(10) -0.0017(10) -0.0008(10) C4 0.0225(12) 0.0269(12) 0.0274(13) -0.0058(10) -0.0012(10) -0.0031(10) C5 0.0260(13) 0.0384(15) 0.0280(13) -0.0084(12) 0.0022(11) -0.0106(12) C6 0.0329(15) 0.0197(12) 0.0421(16) -0.0036(11) 0.0030(12) -0.0062(10) C7 0.0362(15) 0.0214(13) 0.0344(14) 0.0080(11) -0.0023(12) -0.0007(11) C8 0.0273(13) 0.0262(13) 0.0254(12) 0.0008(10) -0.0031(10) -0.0020(10) C9 0.0533(19) 0.0243(14) 0.0488(18) 0.0046(13) 0.0171(15) -0.0029(13) C10 0.059(2) 0.0245(14) 0.071(2) 0.0058(15) 0.0247(18) 0.0068(14) C11 0.050(2) 0.0330(16) 0.062(2) 0.0008(15) 0.0253(17) 0.0049(14) C12 0.0358(16) 0.0308(14) 0.0398(15) 0.0000(12) 0.0096(12) -0.0014(12) C13 0.0369(16) 0.0257(14) 0.0404(16) 0.0061(12) 0.0084(13) 0.0012(11) C14 0.0336(15) 0.0334(14) 0.0383(15) 0.0033(12) 0.0133(12) -0.0014(12) C15 0.0320(15) 0.0353(15) 0.0414(16) 0.0018(13) 0.0122(12) -0.0030(12) C16 0.0320(15) 0.0337(15) 0.0414(16) 0.0042(13) 0.0119(12) -0.0013(12) C17 0.049(2) 0.0477(19) 0.076(2) 0.0130(18) 0.0358(19) 0.0058(16) C18 0.057(2) 0.049(2) 0.086(3) 0.012(2) 0.042(2) 0.0181(17) C19 0.0455(18) 0.0324(16) 0.059(2) 0.0077(14) 0.0177(15) 0.0092(14) C20 0.0312(14) 0.0273(13) 0.0408(15) 0.0010(12) 0.0091(12) 0.0016(11) N1 0.0376(13) 0.0254(11) 0.0373(13) 0.0011(10) 0.0099(10) -0.0014(10) N2 0.0384(14) 0.0327(13) 0.0479(15) 0.0062(11) 0.0180(12) -0.0007(11) N3 0.0414(14) 0.0304(13) 0.0430(14) 0.0005(11) 0.0168(11) 0.0000(11) N4 0.0416(14) 0.0334(13) 0.0459(14) 0.0011(11) 0.0193(12) -0.0022(11) N5 0.0284(12) 0.0283(11) 0.0363(12) 0.0001(10) 0.0048(10) -0.0009(9) O1 0.0455(12) 0.0217(9) 0.0398(11) 0.0080(8) 0.0001(9) -0.0021(8) O2 0.0433(12) 0.0256(10) 0.0439(12) -0.0026(9) -0.0142(9) -0.0115(9) O3 0.0326(11) 0.0425(11) 0.0309(10) -0.0044(9) -0.0081(8) -0.0024(9) O4 0.0346(11) 0.0429(12) 0.0463(12) -0.0235(10) -0.0007(9) -0.0081(9) O5 0.0419(13) 0.0352(11) 0.0754(16) -0.0056(11) 0.0191(12) 0.0027(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 O2 1.9860(18) 3_775 Y Zn1 O1 2.0244(18) . Y Zn1 O3 2.1185(19) 2_654 Y Zn1 N5 2.135(2) 4_675 Y Zn1 N1 2.160(2) . Y Zn1 O4 2.412(2) 2_654 Y Zn1 C5 2.592(3) 2_654 ? C1 O1 1.235(3) . ? C1 O2 1.252(3) . ? C1 C2 1.499(3) . ? C2 C8 1.381(3) . ? C2 C3 1.385(3) . ? C3 C4 1.386(3) . ? C3 H3 0.9300 . ? C4 C6 1.382(4) . ? C4 C5 1.498(4) . ? C5 O4 1.245(3) . ? C5 O3 1.259(3) . ? C5 Zn1 2.592(3) 2_644 ? C6 C7 1.378(4) . ? C6 H6 0.9300 . ? C7 C8 1.379(3) . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? C9 N1 1.343(4) . ? C9 C10 1.365(4) . ? C9 H9 0.9300 . ? C10 C11 1.382(4) . ? C10 H10 0.9300 . ? C11 C12 1.379(4) . ? C11 H11 0.9300 . ? C12 C13 1.379(4) . ? C12 C14 1.464(4) . ? C13 N1 1.328(3) . ? C13 H13 0.9300 . ? C14 N2 1.318(4) . ? C14 N3 1.328(4) . ? C15 N4 1.321(4) . ? C15 N2 1.352(4) . ? C15 C16 1.466(4) . ? C16 C17 1.372(4) . ? C16 C20 1.376(4) . ? C17 C18 1.385(5) . ? C17 H17 0.9300 . ? C18 C19 1.373(5) . ? C18 H18 0.9300 . ? C19 N5 1.327(4) . ? C19 H19 0.9300 . ? C20 N5 1.330(3) . ? C20 H20 0.9300 . ? N3 N4 1.354(3) . ? N3 H3A 0.7454 . ? N5 Zn1 2.135(2) 4_576 ? O2 Zn1 1.9860(18) 3_775 ? O3 Zn1 2.1185(19) 2_644 ? O4 Zn1 2.412(2) 2_644 ? O5 H5A 0.8325 . ? O5 H5B 0.8470 . ? 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 O1 121.03(8) 3_775 . Y O2 Zn1 O3 89.16(8) 3_775 2_654 Y O1 Zn1 O3 149.78(8) . 2_654 Y O2 Zn1 N5 94.66(9) 3_775 4_675 Y O1 Zn1 N5 87.70(9) . 4_675 Y O3 Zn1 N5 91.43(9) 2_654 4_675 Y O2 Zn1 N1 92.36(9) 3_775 . Y O1 Zn1 N1 88.39(9) . . Y O3 Zn1 N1 89.03(9) 2_654 . Y N5 Zn1 N1 172.98(9) 4_675 . Y O2 Zn1 O4 146.40(7) 3_775 2_654 Y O1 Zn1 O4 92.56(7) . 2_654 Y O3 Zn1 O4 57.31(7) 2_654 2_654 Y N5 Zn1 O4 84.88(8) 4_675 2_654 Y N1 Zn1 O4 89.47(8) . 2_654 Y O2 Zn1 C5 117.99(9) 3_775 2_654 ? O1 Zn1 C5 120.97(9) . 2_654 ? O3 Zn1 C5 28.83(8) 2_654 2_654 ? N5 Zn1 C5 88.90(9) 4_675 2_654 ? N1 Zn1 C5 88.12(9) . 2_654 ? O4 Zn1 C5 28.51(8) 2_654 2_654 ? O1 C1 O2 125.6(2) . . ? O1 C1 C2 118.3(2) . . ? O2 C1 C2 116.1(2) . . ? C8 C2 C3 119.8(2) . . ? C8 C2 C1 120.8(2) . . ? C3 C2 C1 119.3(2) . . ? C2 C3 C4 120.1(2) . . ? C2 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? C6 C4 C3 119.4(2) . . ? C6 C4 C5 121.0(2) . . ? C3 C4 C5 119.6(2) . . ? O4 C5 O3 121.8(2) . . ? O4 C5 C4 119.9(3) . . ? O3 C5 C4 118.3(2) . . ? O4 C5 Zn1 67.70(15) . 2_644 ? O3 C5 Zn1 54.22(13) . 2_644 ? C4 C5 Zn1 171.4(2) . 2_644 ? C7 C6 C4 120.4(2) . . ? C7 C6 H6 119.8 . . ? C4 C6 H6 119.8 . . ? C6 C7 C8 120.0(2) . . ? C6 C7 H7 120.0 . . ? C8 C7 H7 120.0 . . ? C7 C8 C2 120.1(2) . . ? C7 C8 H8 120.0 . . ? C2 C8 H8 120.0 . . ? N1 C9 C10 122.6(3) . . ? N1 C9 H9 118.7 . . ? C10 C9 H9 118.7 . . ? C9 C10 C11 119.7(3) . . ? C9 C10 H10 120.1 . . ? C11 C10 H10 120.1 . . ? C12 C11 C10 118.1(3) . . ? C12 C11 H11 121.0 . . ? C10 C11 H11 121.0 . . ? C13 C12 C11 118.5(3) . . ? C13 C12 C14 116.6(2) . . ? C11 C12 C14 124.8(3) . . ? N1 C13 C12 123.6(3) . . ? N1 C13 H13 118.2 . . ? C12 C13 H13 118.2 . . ? N2 C14 N3 110.0(2) . . ? N2 C14 C12 123.7(3) . . ? N3 C14 C12 126.3(3) . . ? N4 C15 N2 114.8(3) . . ? N4 C15 C16 122.9(3) . . ? N2 C15 C16 122.2(3) . . ? C17 C16 C20 118.0(3) . . ? C17 C16 C15 120.9(3) . . ? C20 C16 C15 121.1(3) . . ? C16 C17 C18 119.1(3) . . ? C16 C17 H17 120.5 . . ? C18 C17 H17 120.5 . . ? C19 C18 C17 119.0(3) . . ? C19 C18 H18 120.5 . . ? C17 C18 H18 120.5 . . ? N5 C19 C18 122.1(3) . . ? N5 C19 H19 119.0 . . ? C18 C19 H19 119.0 . . ? N5 C20 C16 123.3(3) . . ? N5 C20 H20 118.4 . . ? C16 C20 H20 118.4 . . ? C13 N1 C9 117.4(3) . . ? C13 N1 Zn1 121.26(19) . . ? C9 N1 Zn1 121.31(19) . . ? C14 N2 C15 103.0(2) . . ? C14 N3 N4 110.5(2) . . ? C14 N3 H3A 126.3 . . ? N4 N3 H3A 123.1 . . ? C15 N4 N3 101.8(2) . . ? C19 N5 C20 118.5(2) . . ? C19 N5 Zn1 121.74(19) . 4_576 ? C20 N5 Zn1 119.49(19) . 4_576 ? C1 O1 Zn1 161.15(18) . . ? C1 O2 Zn1 131.09(17) . 3_775 ? C5 O3 Zn1 96.95(16) . 2_644 ? C5 O4 Zn1 83.79(17) . 2_644 ? H5A O5 H5B 111.3 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 C8 -177.8(2) . . . . ? O2 C1 C2 C8 2.4(4) . . . . ? O1 C1 C2 C3 4.1(4) . . . . ? O2 C1 C2 C3 -175.7(2) . . . . ? C8 C2 C3 C4 -3.0(4) . . . . ? C1 C2 C3 C4 175.0(2) . . . . ? C2 C3 C4 C6 1.3(4) . . . . ? C2 C3 C4 C5 -176.5(2) . . . . ? C6 C4 C5 O4 -26.3(4) . . . . ? C3 C4 C5 O4 151.6(3) . . . . ? C6 C4 C5 O3 154.5(3) . . . . ? C3 C4 C5 O3 -27.7(4) . . . . ? C6 C4 C5 Zn1 -178.4(11) . . . 2_644 ? C3 C4 C5 Zn1 -0.5(14) . . . 2_644 ? C3 C4 C6 C7 1.8(4) . . . . ? C5 C4 C6 C7 179.6(3) . . . . ? C4 C6 C7 C8 -3.2(4) . . . . ? C6 C7 C8 C2 1.5(4) . . . . ? C3 C2 C8 C7 1.6(4) . . . . ? C1 C2 C8 C7 -176.4(2) . . . . ? N1 C9 C10 C11 0.3(6) . . . . ? C9 C10 C11 C12 -1.0(6) . . . . ? C10 C11 C12 C13 0.2(5) . . . . ? C10 C11 C12 C14 -178.8(3) . . . . ? C11 C12 C13 N1 1.3(5) . . . . ? C14 C12 C13 N1 -179.6(3) . . . . ? C13 C12 C14 N2 -2.2(5) . . . . ? C11 C12 C14 N2 176.8(3) . . . . ? C13 C12 C14 N3 177.7(3) . . . . ? C11 C12 C14 N3 -3.2(5) . . . . ? N4 C15 C16 C17 -175.6(3) . . . . ? N2 C15 C16 C17 6.7(5) . . . . ? N4 C15 C16 C20 6.3(5) . . . . ? N2 C15 C16 C20 -171.3(3) . . . . ? C20 C16 C17 C18 -0.6(5) . . . . ? C15 C16 C17 C18 -178.7(4) . . . . ? C16 C17 C18 C19 0.5(6) . . . . ? C17 C18 C19 N5 0.1(6) . . . . ? C17 C16 C20 N5 0.2(5) . . . . ? C15 C16 C20 N5 178.3(3) . . . . ? C12 C13 N1 C9 -1.9(4) . . . . ? C12 C13 N1 Zn1 175.1(2) . . . . ? C10 C9 N1 C13 1.1(5) . . . . ? C10 C9 N1 Zn1 -175.9(3) . . . . ? O2 Zn1 N1 C13 -128.1(2) 3_775 . . . ? O1 Zn1 N1 C13 -7.1(2) . . . . ? O3 Zn1 N1 C13 142.8(2) 2_654 . . . ? N5 Zn1 N1 C13 49.0(8) 4_675 . . . ? O4 Zn1 N1 C13 85.5(2) 2_654 . . . ? C5 Zn1 N1 C13 113.9(2) 2_654 . . . ? O2 Zn1 N1 C9 48.8(2) 3_775 . . . ? O1 Zn1 N1 C9 169.8(2) . . . . ? O3 Zn1 N1 C9 -40.3(2) 2_654 . . . ? N5 Zn1 N1 C9 -134.0(7) 4_675 . . . ? O4 Zn1 N1 C9 -97.6(2) 2_654 . . . ? C5 Zn1 N1 C9 -69.1(2) 2_654 . . . ? N3 C14 N2 C15 0.5(3) . . . . ? C12 C14 N2 C15 -179.6(3) . . . . ? N4 C15 N2 C14 -0.2(4) . . . . ? C16 C15 N2 C14 177.7(3) . . . . ? N2 C14 N3 N4 -0.7(4) . . . . ? C12 C14 N3 N4 179.4(3) . . . . ? N2 C15 N4 N3 -0.2(3) . . . . ? C16 C15 N4 N3 -178.0(3) . . . . ? C14 N3 N4 C15 0.5(3) . . . . ? C18 C19 N5 C20 -0.5(5) . . . . ? C18 C19 N5 Zn1 174.0(3) . . . 4_576 ? C16 C20 N5 C19 0.3(4) . . . . ? C16 C20 N5 Zn1 -174.3(2) . . . 4_576 ? O2 C1 O1 Zn1 19.7(8) . . . . ? C2 C1 O1 Zn1 -160.1(5) . . . . ? O2 Zn1 O1 C1 -21.7(6) 3_775 . . . ? O3 Zn1 O1 C1 161.3(5) 2_654 . . . ? N5 Zn1 O1 C1 72.4(6) 4_675 . . . ? N1 Zn1 O1 C1 -113.5(6) . . . . ? O4 Zn1 O1 C1 157.1(6) 2_654 . . . ? C5 Zn1 O1 C1 159.7(6) 2_654 . . . ? O1 C1 O2 Zn1 -0.9(4) . . . 3_775 ? C2 C1 O2 Zn1 178.85(17) . . . 3_775 ? O4 C5 O3 Zn1 -4.1(3) . . . 2_644 ? C4 C5 O3 Zn1 175.2(2) . . . 2_644 ? O3 C5 O4 Zn1 3.6(3) . . . 2_644 ? C4 C5 O4 Zn1 -175.7(2) . . . 2_644 ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.638 _refine_diff_density_min -0.484 _refine_diff_density_rms 0.068 # Attachment 'complex_8.cif' data_aa8 _database_code_depnum_ccdc_archive 'CCDC 733529' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H17 N5 O8 Zn2' _chemical_formula_weight 682.25 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M p21/c 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 7.2690(15) _cell_length_b 16.820(3) _cell_length_c 22.264(5) _cell_angle_alpha 90.00 _cell_angle_beta 98.04(3) _cell_angle_gamma 90.00 _cell_volume 2695.4(10) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.681 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1376 _exptl_absorpt_coefficient_mu 1.842 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.689 _exptl_absorpt_correction_T_max 0.897 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15647 _diffrn_reflns_av_R_equivalents 0.0790 _diffrn_reflns_av_sigmaI/netI 0.0849 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 25.25 _reflns_number_total 4856 _reflns_number_gt 3729 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0199P)^2^+15.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4856 _refine_ls_number_parameters 388 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1101 _refine_ls_R_factor_gt 0.0758 _refine_ls_wR_factor_ref 0.1284 _refine_ls_wR_factor_gt 0.1173 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _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 -0.09789(10) 0.21448(4) 0.23016(3) 0.0262(2) Uani 1 1 d . . . Zn2 Zn 0.47161(10) 0.26742(4) 0.28898(3) 0.0267(2) Uani 1 1 d . . . C1 C 0.1006(8) 0.2346(4) 0.1428(3) 0.0281(15) Uani 1 1 d . . . C2 C 0.2193(8) 0.2249(4) 0.0929(3) 0.0241(14) Uani 1 1 d . . . C3 C 0.4149(8) 0.2135(4) 0.1047(3) 0.0263(14) Uani 1 1 d . . . C4 C 0.5200(8) 0.2236(4) 0.1673(3) 0.0268(15) Uani 1 1 d . . . C5 C 0.5125(10) 0.1970(4) 0.0562(3) 0.0396(18) Uani 1 1 d . . . H5 H 0.6403 0.1892 0.0638 0.047 Uiso 1 1 calc R . . C6 C 0.4223(11) 0.1919(5) -0.0029(3) 0.047(2) Uani 1 1 d . . . H6 H 0.4890 0.1812 -0.0347 0.057 Uiso 1 1 calc R . . C7 C 0.2336(11) 0.2028(4) -0.0137(3) 0.0423(19) Uani 1 1 d . . . H7 H 0.1723 0.1983 -0.0531 0.051 Uiso 1 1 calc R . . C8 C 0.1325(9) 0.2204(4) 0.0331(3) 0.0317(16) Uani 1 1 d . . . H8 H 0.0053 0.2293 0.0244 0.038 Uiso 1 1 calc R . . C9 C -0.1551(8) 0.3416(4) 0.3140(3) 0.0285(16) Uani 1 1 d . . . C10 C -0.0663(9) 0.4109(4) 0.3508(3) 0.0267(15) Uani 1 1 d . . . C11 C 0.1191(9) 0.4328(4) 0.3501(3) 0.0270(15) Uani 1 1 d . . . C12 C 0.2562(9) 0.3863(4) 0.3178(3) 0.0293(16) Uani 1 1 d . . . C13 C 0.1894(10) 0.4987(4) 0.3848(4) 0.0428(19) Uani 1 1 d . . . H13 H 0.3118 0.5145 0.3844 0.051 Uiso 1 1 calc R . . C14 C 0.0781(12) 0.5402(5) 0.4193(4) 0.057(2) Uani 1 1 d . . . H14 H 0.1269 0.5833 0.4425 0.068 Uiso 1 1 calc R . . C15 C -0.1062(11) 0.5182(5) 0.4199(4) 0.054(2) Uani 1 1 d . . . H15 H -0.1810 0.5461 0.4432 0.065 Uiso 1 1 calc R . . C16 C -0.1759(10) 0.4543(4) 0.3852(3) 0.0429(19) Uani 1 1 d . . . H16 H -0.2995 0.4399 0.3849 0.052 Uiso 1 1 calc R . . C17 C 0.5758(9) 0.1426(4) 0.3773(3) 0.0292(15) Uani 1 1 d . . . H17 H 0.6175 0.1881 0.3986 0.035 Uiso 1 1 calc R . . C18 C 0.6052(8) 0.0691(4) 0.4065(3) 0.0224(14) Uani 1 1 d . . . C19 C 0.5444(9) 0.0009(4) 0.3736(3) 0.0309(16) Uani 1 1 d . . . H19 H 0.5636 -0.0492 0.3911 0.037 Uiso 1 1 calc R . . C20 C 0.4549(9) 0.0089(4) 0.3144(3) 0.0313(16) Uani 1 1 d . . . H20 H 0.4112 -0.0356 0.2921 0.038 Uiso 1 1 calc R . . C21 C 0.4316(8) 0.0844(4) 0.2890(3) 0.0284(15) Uani 1 1 d . . . H21 H 0.3733 0.0892 0.2492 0.034 Uiso 1 1 calc R . . C22 C 0.7036(8) 0.0658(4) 0.4691(3) 0.0253(15) Uani 1 1 d . . . C23 C 0.8386(8) 0.0231(4) 0.5531(3) 0.0254(15) Uani 1 1 d . . . C24 C 0.9144(8) -0.0291(4) 0.6042(3) 0.0240(14) Uani 1 1 d . . . C25 C 1.0095(9) -0.0015(4) 0.6594(3) 0.0308(16) Uani 1 1 d . . . H25 H 1.0311 0.0526 0.6655 0.037 Uiso 1 1 calc R . . C26 C 1.0712(8) -0.0556(4) 0.7051(3) 0.0301(16) Uani 1 1 d . . . H26 H 1.1338 -0.0365 0.7415 0.036 Uiso 1 1 calc R . . C27 C 0.9545(9) -0.1607(4) 0.6447(3) 0.0293(15) Uani 1 1 d . . . H27 H 0.9350 -0.2151 0.6395 0.035 Uiso 1 1 calc R . . C28 C 0.8911(8) -0.1108(4) 0.5972(3) 0.0274(15) Uani 1 1 d . . . H28 H 0.8330 -0.1316 0.5607 0.033 Uiso 1 1 calc R . . N1 N 0.4899(7) 0.1510(3) 0.3196(2) 0.0261(12) Uani 1 1 d . . . N2 N 0.7474(7) -0.0027(3) 0.5002(2) 0.0271(13) Uani 1 1 d . . . N3 N 0.8473(8) 0.1030(3) 0.5532(3) 0.0355(14) Uani 1 1 d . . . N4 N 0.7604(8) 0.1321(3) 0.4990(2) 0.0345(14) Uani 1 1 d . . . N5 N 1.0437(7) -0.1347(3) 0.6984(2) 0.0270(13) Uani 1 1 d . . . O1 O 0.1195(6) 0.1871(3) 0.1873(2) 0.0357(12) Uani 1 1 d . . . O2 O -0.0283(6) 0.2853(3) 0.1368(2) 0.0418(12) Uani 1 1 d . . . O3 O 0.4604(6) 0.2749(3) 0.2012(2) 0.0370(11) Uani 1 1 d . . . O4 O 0.6657(6) 0.1816(3) 0.1813(2) 0.0380(12) Uani 1 1 d . . . O5 O -0.0892(6) 0.3220(3) 0.2661(2) 0.0373(12) Uani 1 1 d . . . O6 O -0.2899(6) 0.3077(3) 0.3331(2) 0.0373(12) Uani 1 1 d . . . O7 O 0.2797(6) 0.3125(3) 0.3324(2) 0.0350(12) Uani 1 1 d . . . O8 O 0.3458(7) 0.4206(3) 0.2827(2) 0.0539(15) Uani 1 1 d . . . H3A H 0.8832 0.1344 0.5798 0.065 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 0.0226(4) 0.0311(4) 0.0243(4) 0.0003(4) 0.0014(3) 0.0032(3) Zn2 0.0246(4) 0.0304(4) 0.0251(4) 0.0014(4) 0.0039(3) 0.0017(3) C1 0.025(3) 0.032(4) 0.026(4) 0.000(3) -0.002(3) 0.000(3) C2 0.032(3) 0.020(3) 0.019(3) 0.005(3) 0.003(3) -0.001(3) C3 0.032(4) 0.030(4) 0.017(3) 0.003(3) 0.005(3) 0.004(3) C4 0.025(3) 0.030(4) 0.025(4) 0.005(3) 0.002(3) -0.004(3) C5 0.034(4) 0.048(5) 0.038(5) -0.001(4) 0.009(3) 0.005(3) C6 0.060(6) 0.057(5) 0.029(5) -0.003(4) 0.021(4) 0.004(4) C7 0.071(5) 0.043(5) 0.009(4) 0.001(3) -0.004(4) 0.004(4) C8 0.036(4) 0.024(4) 0.032(4) 0.003(3) -0.006(3) 0.005(3) C9 0.018(3) 0.028(4) 0.037(4) 0.005(3) -0.006(3) 0.005(3) C10 0.034(4) 0.020(3) 0.026(4) -0.001(3) 0.005(3) -0.003(3) C11 0.035(4) 0.025(4) 0.022(4) -0.001(3) 0.008(3) -0.002(3) C12 0.029(4) 0.027(4) 0.032(4) -0.001(3) 0.001(3) -0.005(3) C13 0.037(4) 0.033(4) 0.059(5) -0.004(4) 0.009(4) -0.012(3) C14 0.066(6) 0.039(5) 0.068(6) -0.026(4) 0.018(5) -0.008(4) C15 0.061(6) 0.037(5) 0.070(6) -0.020(4) 0.031(5) 0.005(4) C16 0.041(4) 0.038(5) 0.053(5) -0.011(4) 0.018(4) 0.004(3) C17 0.032(4) 0.029(4) 0.026(4) -0.005(3) 0.001(3) -0.006(3) C18 0.022(3) 0.026(4) 0.020(4) 0.005(3) 0.006(3) -0.002(3) C19 0.028(4) 0.027(4) 0.037(4) 0.004(3) 0.002(3) -0.001(3) C20 0.030(4) 0.032(4) 0.032(4) -0.006(3) 0.006(3) -0.002(3) C21 0.019(3) 0.039(4) 0.025(4) -0.004(3) 0.000(3) 0.000(3) C22 0.027(4) 0.031(4) 0.017(3) -0.002(3) 0.001(3) 0.000(3) C23 0.023(3) 0.026(4) 0.029(4) 0.001(3) 0.007(3) 0.000(3) C24 0.020(3) 0.027(4) 0.024(4) 0.005(3) 0.003(3) -0.001(3) C25 0.035(4) 0.027(4) 0.030(4) -0.005(3) 0.004(3) -0.001(3) C26 0.024(4) 0.042(4) 0.022(4) -0.005(3) -0.003(3) -0.003(3) C27 0.032(4) 0.024(4) 0.031(4) -0.002(3) 0.003(3) -0.006(3) C28 0.028(4) 0.032(4) 0.021(4) -0.004(3) -0.001(3) -0.003(3) N1 0.021(3) 0.036(3) 0.020(3) 0.000(3) -0.001(2) 0.001(2) N2 0.029(3) 0.028(3) 0.023(3) 0.002(3) -0.003(2) 0.001(2) N3 0.040(3) 0.030(3) 0.035(4) -0.006(3) -0.001(3) -0.002(3) N4 0.044(4) 0.033(3) 0.023(3) 0.006(3) -0.011(3) -0.002(3) N5 0.021(3) 0.036(3) 0.024(3) 0.003(3) 0.006(2) -0.004(2) O1 0.033(3) 0.045(3) 0.031(3) 0.015(2) 0.012(2) 0.007(2) O2 0.039(3) 0.053(3) 0.034(3) 0.009(3) 0.008(2) 0.020(2) O3 0.043(3) 0.039(3) 0.027(3) -0.004(2) -0.001(2) 0.008(2) O4 0.025(3) 0.042(3) 0.043(3) -0.003(2) -0.008(2) 0.002(2) O5 0.048(3) 0.037(3) 0.029(3) -0.007(2) 0.009(2) -0.004(2) O6 0.029(3) 0.043(3) 0.038(3) -0.001(2) 0.000(2) -0.011(2) O7 0.036(3) 0.028(3) 0.044(3) 0.001(2) 0.018(2) 0.002(2) O8 0.056(3) 0.048(3) 0.064(4) 0.024(3) 0.034(3) 0.006(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O5 1.976(5) . ? Zn1 O4 1.980(4) 1_455 ? Zn1 O1 2.010(4) . ? Zn1 N5 2.076(5) 3_656 ? Zn2 O3 1.949(5) . ? Zn2 O7 1.957(4) . ? Zn2 O6 1.989(4) 1_655 ? Zn2 N1 2.072(5) . ? C1 O2 1.260(7) . ? C1 O1 1.266(7) . ? C1 C2 1.508(8) . ? C2 C8 1.394(8) . ? C2 C3 1.422(8) . ? C3 C5 1.399(9) . ? C3 C4 1.503(8) . ? C4 O3 1.262(7) . ? C4 O4 1.274(7) . ? C5 C6 1.388(10) . ? C5 H5 0.9300 . ? C6 C7 1.371(10) . ? C6 H6 0.9300 . ? C7 C8 1.388(9) . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? C9 O6 1.258(7) . ? C9 O5 1.271(8) . ? C9 C10 1.515(9) . ? C10 C16 1.389(9) . ? C10 C11 1.400(9) . ? C11 C13 1.405(9) . ? C11 C12 1.524(9) . ? C12 O8 1.230(8) . ? C12 O7 1.288(7) . ? C13 C14 1.382(10) . ? C13 H13 0.9300 . ? C14 C15 1.392(11) . ? C14 H14 0.9300 . ? C15 C16 1.377(10) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 N1 1.354(8) . ? C17 C18 1.399(8) . ? C17 H17 0.9300 . ? C18 C19 1.398(9) . ? C18 C22 1.478(8) . ? C19 C20 1.394(9) . ? C19 H19 0.9300 . ? C20 C21 1.390(9) . ? C20 H20 0.9300 . ? C21 N1 1.348(8) . ? C21 H21 0.9300 . ? C22 N4 1.335(8) . ? C22 N2 1.358(8) . ? C23 N2 1.340(8) . ? C23 N3 1.346(8) . ? C23 C24 1.482(9) . ? C24 C28 1.390(8) . ? C24 C25 1.403(9) . ? C25 C26 1.390(9) . ? C25 H25 0.9300 . ? C26 N5 1.351(8) . ? C26 H26 0.9300 . ? C27 N5 1.351(8) . ? C27 C28 1.380(9) . ? C27 H27 0.9300 . ? C28 H28 0.9300 . ? N3 N4 1.373(7) . ? N3 H3A 0.8090 . ? N5 Zn1 2.076(5) 3_656 ? O4 Zn1 1.980(4) 1_655 ? O6 Zn2 1.989(4) 1_455 ? 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 O4 117.01(19) . 1_455 ? O5 Zn1 O1 114.79(19) . . ? O4 Zn1 O1 110.78(19) 1_455 . ? O5 Zn1 N5 106.9(2) . 3_656 ? O4 Zn1 N5 107.3(2) 1_455 3_656 ? O1 Zn1 N5 97.92(19) . 3_656 ? O3 Zn2 O7 122.50(19) . . ? O3 Zn2 O6 112.6(2) . 1_655 ? O7 Zn2 O6 104.85(19) . 1_655 ? O3 Zn2 N1 112.5(2) . . ? O7 Zn2 N1 102.76(19) . . ? O6 Zn2 N1 98.51(19) 1_655 . ? O2 C1 O1 120.5(6) . . ? O2 C1 C2 119.3(6) . . ? O1 C1 C2 119.9(5) . . ? C8 C2 C3 118.4(6) . . ? C8 C2 C1 118.7(6) . . ? C3 C2 C1 122.6(5) . . ? C5 C3 C2 119.1(6) . . ? C5 C3 C4 119.4(6) . . ? C2 C3 C4 121.4(5) . . ? O3 C4 O4 125.2(6) . . ? O3 C4 C3 117.3(5) . . ? O4 C4 C3 117.5(6) . . ? C6 C5 C3 121.3(7) . . ? C6 C5 H5 119.3 . . ? C3 C5 H5 119.3 . . ? C7 C6 C5 119.1(7) . . ? C7 C6 H6 120.4 . . ? C5 C6 H6 120.4 . . ? C6 C7 C8 121.2(6) . . ? C6 C7 H7 119.4 . . ? C8 C7 H7 119.4 . . ? C7 C8 C2 120.8(6) . . ? C7 C8 H8 119.6 . . ? C2 C8 H8 119.6 . . ? O6 C9 O5 124.7(6) . . ? O6 C9 C10 117.3(6) . . ? O5 C9 C10 118.1(6) . . ? C16 C10 C11 119.6(6) . . ? C16 C10 C9 118.0(6) . . ? C11 C10 C9 122.4(6) . . ? C10 C11 C13 118.7(6) . . ? C10 C11 C12 124.3(6) . . ? C13 C11 C12 116.9(6) . . ? O8 C12 O7 123.2(6) . . ? O8 C12 C11 119.9(6) . . ? O7 C12 C11 116.7(6) . . ? C14 C13 C11 120.5(7) . . ? C14 C13 H13 119.7 . . ? C11 C13 H13 119.7 . . ? C13 C14 C15 120.6(7) . . ? C13 C14 H14 119.7 . . ? C15 C14 H14 119.7 . . ? C16 C15 C14 118.8(7) . . ? C16 C15 H15 120.6 . . ? C14 C15 H15 120.6 . . ? C15 C16 C10 121.7(7) . . ? C15 C16 H16 119.1 . . ? C10 C16 H16 119.1 . . ? N1 C17 C18 123.5(6) . . ? N1 C17 H17 118.2 . . ? C18 C17 H17 118.2 . . ? C19 C18 C17 117.7(6) . . ? C19 C18 C22 122.6(6) . . ? C17 C18 C22 119.6(6) . . ? C20 C19 C18 119.2(6) . . ? C20 C19 H19 120.4 . . ? C18 C19 H19 120.4 . . ? C21 C20 C19 119.1(6) . . ? C21 C20 H20 120.4 . . ? C19 C20 H20 120.4 . . ? N1 C21 C20 122.8(6) . . ? N1 C21 H21 118.6 . . ? C20 C21 H21 118.6 . . ? N4 C22 N2 114.9(5) . . ? N4 C22 C18 120.9(6) . . ? N2 C22 C18 124.1(6) . . ? N2 C23 N3 110.1(6) . . ? N2 C23 C24 124.6(6) . . ? N3 C23 C24 125.3(6) . . ? C28 C24 C25 117.6(6) . . ? C28 C24 C23 118.2(6) . . ? C25 C24 C23 124.2(6) . . ? C26 C25 C24 119.5(6) . . ? C26 C25 H25 120.2 . . ? C24 C25 H25 120.2 . . ? N5 C26 C25 122.5(6) . . ? N5 C26 H26 118.8 . . ? C25 C26 H26 118.8 . . ? N5 C27 C28 123.3(6) . . ? N5 C27 H27 118.4 . . ? C28 C27 H27 118.4 . . ? C27 C28 C24 119.5(6) . . ? C27 C28 H28 120.2 . . ? C24 C28 H28 120.2 . . ? C21 N1 C17 117.6(6) . . ? C21 N1 Zn2 128.1(4) . . ? C17 N1 Zn2 114.2(4) . . ? C23 N2 C22 103.0(5) . . ? C23 N3 N4 109.8(5) . . ? C23 N3 H3A 131.6 . . ? N4 N3 H3A 118.2 . . ? C22 N4 N3 102.2(5) . . ? C26 N5 C27 117.5(6) . . ? C26 N5 Zn1 123.0(4) . 3_656 ? C27 N5 Zn1 118.9(4) . 3_656 ? C1 O1 Zn1 102.8(4) . . ? C4 O3 Zn2 125.8(4) . . ? C4 O4 Zn1 127.4(4) . 1_655 ? C9 O5 Zn1 125.6(4) . . ? C9 O6 Zn2 130.8(4) . 1_455 ? C12 O7 Zn2 109.1(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 C8 -46.1(9) . . . . ? O1 C1 C2 C8 127.2(6) . . . . ? O2 C1 C2 C3 139.2(6) . . . . ? O1 C1 C2 C3 -47.5(9) . . . . ? C8 C2 C3 C5 -1.0(9) . . . . ? C1 C2 C3 C5 173.6(6) . . . . ? C8 C2 C3 C4 175.3(6) . . . . ? C1 C2 C3 C4 -10.0(9) . . . . ? C5 C3 C4 O3 143.8(6) . . . . ? C2 C3 C4 O3 -32.6(9) . . . . ? C5 C3 C4 O4 -33.8(9) . . . . ? C2 C3 C4 O4 149.8(6) . . . . ? C2 C3 C5 C6 0.3(10) . . . . ? C4 C3 C5 C6 -176.1(6) . . . . ? C3 C5 C6 C7 -0.4(11) . . . . ? C5 C6 C7 C8 1.3(11) . . . . ? C6 C7 C8 C2 -2.1(11) . . . . ? C3 C2 C8 C7 1.9(9) . . . . ? C1 C2 C8 C7 -172.9(6) . . . . ? O6 C9 C10 C16 -27.2(9) . . . . ? O5 C9 C10 C16 152.5(6) . . . . ? O6 C9 C10 C11 153.9(6) . . . . ? O5 C9 C10 C11 -26.4(9) . . . . ? C16 C10 C11 C13 0.1(10) . . . . ? C9 C10 C11 C13 178.9(6) . . . . ? C16 C10 C11 C12 175.4(6) . . . . ? C9 C10 C11 C12 -5.8(10) . . . . ? C10 C11 C12 O8 128.5(7) . . . . ? C13 C11 C12 O8 -56.1(9) . . . . ? C10 C11 C12 O7 -55.7(9) . . . . ? C13 C11 C12 O7 119.6(7) . . . . ? C10 C11 C13 C14 0.9(11) . . . . ? C12 C11 C13 C14 -174.8(7) . . . . ? C11 C13 C14 C15 -0.9(13) . . . . ? C13 C14 C15 C16 -0.1(13) . . . . ? C14 C15 C16 C10 1.0(13) . . . . ? C11 C10 C16 C15 -1.0(11) . . . . ? C9 C10 C16 C15 -179.9(7) . . . . ? N1 C17 C18 C19 1.0(9) . . . . ? N1 C17 C18 C22 178.8(6) . . . . ? C17 C18 C19 C20 -1.3(9) . . . . ? C22 C18 C19 C20 -179.1(6) . . . . ? C18 C19 C20 C21 1.3(9) . . . . ? C19 C20 C21 N1 -0.9(9) . . . . ? C19 C18 C22 N4 179.6(6) . . . . ? C17 C18 C22 N4 1.9(9) . . . . ? C19 C18 C22 N2 1.3(9) . . . . ? C17 C18 C22 N2 -176.4(6) . . . . ? N2 C23 C24 C28 0.4(9) . . . . ? N3 C23 C24 C28 178.9(6) . . . . ? N2 C23 C24 C25 -179.9(6) . . . . ? N3 C23 C24 C25 -1.4(10) . . . . ? C28 C24 C25 C26 -1.8(9) . . . . ? C23 C24 C25 C26 178.5(6) . . . . ? C24 C25 C26 N5 0.2(9) . . . . ? N5 C27 C28 C24 -1.5(9) . . . . ? C25 C24 C28 C27 2.5(9) . . . . ? C23 C24 C28 C27 -177.8(6) . . . . ? C20 C21 N1 C17 0.5(9) . . . . ? C20 C21 N1 Zn2 178.8(4) . . . . ? C18 C17 N1 C21 -0.6(9) . . . . ? C18 C17 N1 Zn2 -179.1(5) . . . . ? O3 Zn2 N1 C21 -25.5(5) . . . . ? O7 Zn2 N1 C21 108.2(5) . . . . ? O6 Zn2 N1 C21 -144.4(5) 1_655 . . . ? O3 Zn2 N1 C17 152.8(4) . . . . ? O7 Zn2 N1 C17 -73.5(4) . . . . ? O6 Zn2 N1 C17 33.9(4) 1_655 . . . ? N3 C23 N2 C22 0.3(7) . . . . ? C24 C23 N2 C22 178.9(6) . . . . ? N4 C22 N2 C23 -0.2(7) . . . . ? C18 C22 N2 C23 178.2(6) . . . . ? N2 C23 N3 N4 -0.2(7) . . . . ? C24 C23 N3 N4 -178.9(6) . . . . ? N2 C22 N4 N3 0.1(7) . . . . ? C18 C22 N4 N3 -178.4(5) . . . . ? C23 N3 N4 C22 0.1(7) . . . . ? C25 C26 N5 C27 0.9(9) . . . . ? C25 C26 N5 Zn1 -170.3(5) . . . 3_656 ? C28 C27 N5 C26 -0.2(9) . . . . ? C28 C27 N5 Zn1 171.4(5) . . . 3_656 ? O2 C1 O1 Zn1 3.1(7) . . . . ? C2 C1 O1 Zn1 -170.2(5) . . . . ? O5 Zn1 O1 C1 -66.0(4) . . . . ? O4 Zn1 O1 C1 69.2(4) 1_455 . . . ? N5 Zn1 O1 C1 -178.8(4) 3_656 . . . ? O4 C4 O3 Zn2 -36.3(9) . . . . ? C3 C4 O3 Zn2 146.3(4) . . . . ? O7 Zn2 O3 C4 -147.0(5) . . . . ? O6 Zn2 O3 C4 86.5(5) 1_655 . . . ? N1 Zn2 O3 C4 -23.8(6) . . . . ? O3 C4 O4 Zn1 -36.0(9) . . . 1_655 ? C3 C4 O4 Zn1 141.4(5) . . . 1_655 ? O6 C9 O5 Zn1 -27.9(9) . . . . ? C10 C9 O5 Zn1 152.5(4) . . . . ? O4 Zn1 O5 C9 79.6(5) 1_455 . . . ? O1 Zn1 O5 C9 -148.0(5) . . . . ? N5 Zn1 O5 C9 -40.7(5) 3_656 . . . ? O5 C9 O6 Zn2 -41.0(9) . . . 1_455 ? C10 C9 O6 Zn2 138.7(5) . . . 1_455 ? O8 C12 O7 Zn2 -1.0(8) . . . . ? C11 C12 O7 Zn2 -176.6(4) . . . . ? O3 Zn2 O7 C12 -53.3(5) . . . . ? O6 Zn2 O7 C12 76.6(4) 1_655 . . . ? N1 Zn2 O7 C12 179.1(4) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.25 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.427 _refine_diff_density_min -0.405 _refine_diff_density_rms 0.088 # Attachment 'complex1.cif' data_aa1 _database_code_depnum_ccdc_archive 'CCDC 733530' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H34 N10 O10 Zn2' _chemical_formula_weight 969.57 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M p21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 17.498(4) _cell_length_b 10.193(2) _cell_length_c 23.340(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.47(3) _cell_angle_gamma 90.00 _cell_volume 4162.7(14) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.547 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1984 _exptl_absorpt_coefficient_mu 1.225 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.689 _exptl_absorpt_correction_T_max 0.869 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 32249 _diffrn_reflns_av_R_equivalents 0.1094 _diffrn_reflns_av_sigmaI/netI 0.0877 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 25.00 _reflns_number_total 7307 _reflns_number_gt 5350 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0255P)^2^+35.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7307 _refine_ls_number_parameters 577 _refine_ls_number_restraints 32 _refine_ls_R_factor_all 0.1342 _refine_ls_R_factor_gt 0.0916 _refine_ls_wR_factor_ref 0.1623 _refine_ls_wR_factor_gt 0.1458 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.042 _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 0.61783(5) 0.72656(8) 0.73159(3) 0.0221(2) Uani 1 1 d . . . Zn2 Zn 0.47582(5) 0.75304(8) 0.86122(3) 0.0216(2) Uani 1 1 d . . . C1 C 0.9906(5) 0.7905(8) 1.1328(3) 0.045(2) Uani 1 1 d . . . H1 H 0.9915 0.8787 1.1429 0.054 Uiso 1 1 calc R . . C2 C 1.0328(5) 0.5836(8) 1.1458(3) 0.044(2) Uani 1 1 d . . . H2 H 1.0643 0.5247 1.1651 0.053 Uiso 1 1 calc R . . C3 C 0.1191(6) 0.9478(9) 0.4892(4) 0.057(3) Uani 1 1 d . . . H3 H 0.1313 1.0356 0.4952 0.068 Uiso 1 1 calc R . . C4 C 0.1424(4) 0.8545(7) 0.5271(3) 0.0296(18) Uani 1 1 d . . . C5 C 0.1861(4) 0.8907(8) 0.5791(3) 0.0320(19) Uani 1 1 d . . . C6 C 0.5747(4) 0.9610(7) 0.7940(3) 0.0270(17) Uani 1 1 d . . . C7 C 0.5778(4) 1.3176(7) 0.7512(3) 0.0252(17) Uani 1 1 d . . . H7 H 0.5987 1.3696 0.7226 0.030 Uiso 1 1 calc R . . C8 C 0.5608(4) 1.1060(7) 0.7943(3) 0.0215(16) Uani 1 1 d . . . C9 C 0.5010(4) 1.2955(7) 0.8352(3) 0.0276(17) Uani 1 1 d . . . H9 H 0.4706 1.3326 0.8634 0.033 Uiso 1 1 calc R . . C10 C 0.5203(4) 1.5200(6) 0.7937(3) 0.0216(16) Uani 1 1 d . . . C11 C 0.5323(4) 1.3744(7) 0.7929(3) 0.0200(15) Uani 1 1 d . . . C12 C 0.3007(4) 0.8619(8) 0.7027(3) 0.0338(19) Uani 1 1 d . . . C13 C 0.5148(4) 1.1626(7) 0.8356(3) 0.0296(18) Uani 1 1 d . . . H13 H 0.4932 1.1104 0.8638 0.036 Uiso 1 1 calc R . . C14 C 0.9417(4) 0.6213(8) 1.0717(3) 0.0321(19) Uani 1 1 d . . . C15 C 0.7816(4) 0.6021(7) 0.8983(3) 0.0290(18) Uani 1 1 d . . . C16 C 0.1242(5) 0.7280(8) 0.5151(3) 0.045(2) Uani 1 1 d . . . H16 H 0.1394 0.6614 0.5400 0.054 Uiso 1 1 calc R . . C17 C 0.7153(4) 0.5519(7) 0.8119(3) 0.0328(19) Uani 1 1 d . . . H17 H 0.6998 0.4890 0.7854 0.039 Uiso 1 1 calc R . . C18 C 0.3286(5) 0.9563(8) 0.7397(3) 0.043(2) Uani 1 1 d . . . H18 H 0.3163 1.0441 0.7341 0.051 Uiso 1 1 calc R . . C19 C 0.8535(5) 0.6917(8) 0.5424(3) 0.038(2) Uani 1 1 d . . . H19 H 0.8998 0.7360 0.5453 0.046 Uiso 1 1 calc R . . C20 C 0.3652(4) 0.7051(8) 0.7603(3) 0.038(2) Uani 1 1 d . . . H20 H 0.3771 0.6177 0.7675 0.045 Uiso 1 1 calc R . . C21 C 0.3747(5) 0.9202(8) 0.7849(3) 0.038(2) Uani 1 1 d . . . H21 H 0.3929 0.9850 0.8095 0.046 Uiso 1 1 calc R . . C22 C 0.8931(4) 0.5778(8) 1.0247(3) 0.0347(19) Uani 1 1 d . . . C23 C 0.6857(5) 0.6085(8) 0.6366(3) 0.036(2) Uani 1 1 d . . . C24 C 0.8823(4) 0.6530(8) 0.4405(3) 0.0288(18) Uani 1 1 d . . . C25 C 0.7381(4) 0.6144(7) 0.5864(3) 0.0285(18) Uani 1 1 d . . . C26 C 0.7577(4) 0.5115(8) 0.8586(3) 0.0333(19) Uani 1 1 d . . . H26 H 0.7700 0.4233 0.8632 0.040 Uiso 1 1 calc R . . C27 C 0.8319(4) 0.6370(7) 0.4913(3) 0.0302(18) Uani 1 1 d . . . C28 C 0.2519(5) 0.8989(8) 0.6533(3) 0.037(2) Uani 1 1 d . . . C29 C 0.3181(5) 0.7331(8) 0.7139(3) 0.039(2) Uani 1 1 d . . . H29 H 0.2987 0.6662 0.6909 0.046 Uiso 1 1 calc R . . C30 C 0.0770(6) 0.9104(9) 0.4416(4) 0.054(3) Uani 1 1 d . . . H30 H 0.0605 0.9753 0.4163 0.065 Uiso 1 1 calc R . . C31 C 0.8240(4) 0.5657(8) 0.9498(3) 0.0305(18) Uani 1 1 d . . . C32 C 0.7633(4) 0.7312(8) 0.8874(3) 0.0359(19) Uani 1 1 d . . . H32 H 0.7799 0.7964 0.9124 0.043 Uiso 1 1 calc R . . C33 C 0.7209(5) 0.7644(8) 0.8399(3) 0.038(2) Uani 1 1 d . . . H33 H 0.7095 0.8524 0.8336 0.046 Uiso 1 1 calc R . . C34 C 0.9873(5) 0.5360(8) 1.1017(3) 0.046(2) Uani 1 1 d . . . H34 H 0.9878 0.4472 1.0925 0.055 Uiso 1 1 calc R . . C35 C 0.7644(5) 0.5671(9) 0.4878(3) 0.043(2) Uani 1 1 d . . . H35 H 0.7504 0.5269 0.4535 0.052 Uiso 1 1 calc R . . C36 C 0.9437(5) 0.7518(8) 1.0876(4) 0.047(2) Uani 1 1 d . . . H36 H 0.9139 0.8132 1.0681 0.056 Uiso 1 1 calc R . . C37 C 0.0834(5) 0.6980(8) 0.4663(3) 0.042(2) Uani 1 1 d . . . H37 H 0.0727 0.6103 0.4586 0.050 Uiso 1 1 calc R . . C38 C 0.7175(5) 0.5567(8) 0.5351(3) 0.042(2) Uani 1 1 d . . . H38 H 0.6718 0.5104 0.5323 0.050 Uiso 1 1 calc R . . H39 H 0.6233 1.1481 0.7244 0.050 Uiso 1 1 d R . . C39 C 0.5922(4) 1.1851(7) 0.7521(3) 0.0269(18) Uani 1 1 d . . . C40 C 0.8064(4) 0.6814(8) 0.5903(3) 0.0345(19) Uani 1 1 d . . . H40 H 0.8211 0.7197 0.6248 0.041 Uiso 1 1 calc R . . C41 C 0.8841(12) 0.240(2) 0.1390(7) 0.189(8) Uani 1 1 d DU . . H41A H 0.8415 0.3003 0.1412 0.227 Uiso 1 1 calc R . . H41B H 0.9268 0.2817 0.1583 0.227 Uiso 1 1 calc R . . C42 C 0.8639(12) 0.130(2) 0.1738(9) 0.198(8) Uani 1 1 d DU . . H42A H 0.8568 0.1588 0.2125 0.297 Uiso 1 1 calc R . . H42B H 0.9041 0.0660 0.1727 0.297 Uiso 1 1 calc R . . H42C H 0.8174 0.0919 0.1595 0.297 Uiso 1 1 calc R . . N1 N 0.6954(3) 0.6764(6) 0.8027(2) 0.0255(14) Uani 1 1 d . . . N2 N 0.8642(3) 0.6507(6) 0.9830(3) 0.0341(16) Uani 1 1 d . . . N3 N 0.8263(4) 0.4437(7) 0.9686(3) 0.0460(19) Uani 1 1 d . . . N4 N 0.8697(4) 0.4533(7) 1.0167(3) 0.0462(19) Uani 1 1 d . . . N5 N 1.0340(4) 0.7080(6) 1.1622(3) 0.0320(15) Uani 1 1 d . . . N6 N 0.3944(3) 0.7953(6) 0.7948(3) 0.0318(15) Uani 1 1 d . . . N7 N 0.2249(4) 0.8135(6) 0.6140(3) 0.0381(17) Uani 1 1 d . . . N8 N 0.2331(4) 1.0231(7) 0.6452(3) 0.0407(17) Uani 1 1 d . . . N9 N 0.1909(4) 1.0165(7) 0.5966(3) 0.0399(17) Uani 1 1 d . . . N10 N 0.0589(3) 0.7870(6) 0.4301(2) 0.0305(15) Uani 1 1 d . . . O1 O 0.6967(3) 0.6946(6) 0.6751(2) 0.0388(14) Uani 1 1 d . . . O2 O 0.6345(4) 0.5242(6) 0.6384(3) 0.0597(19) Uani 1 1 d . . . O3 O 0.9101(4) 0.5580(6) 0.4171(3) 0.0619(19) Uani 1 1 d . . . O4 O 0.8959(3) 0.7686(5) 0.4244(2) 0.0366(13) Uani 1 1 d . . . O5 O 0.6159(3) 0.9160(5) 0.7547(2) 0.0312(12) Uani 1 1 d . . . O6 O 0.5453(3) 0.8945(5) 0.8327(2) 0.0359(13) Uani 1 1 d . . . O7 O 0.5450(3) 1.5858(5) 0.7534(2) 0.0301(12) Uani 1 1 d . . . O8 O 0.4857(3) 1.5652(4) 0.83667(19) 0.0296(12) Uani 1 1 d . . . O9 O 0.0455(5) 0.1401(10) 0.0723(4) 0.131(4) Uani 1 1 d U . . O10 O 0.9030(4) 0.2340(7) 0.0832(3) 0.078(2) Uani 1 1 d DU . . H10A H 0.9459 0.2028 0.0801 0.117 Uiso 1 1 calc R . . H4 H 0.8806 0.3798 1.0380 0.117 Uiso 1 1 d R . . H9A H 0.1620 1.0760 0.5899 0.117 Uiso 1 1 d R . . H9C H 0.0735 0.1943 0.0549 0.117 Uiso 1 1 d R . . H9D H 0.0745 0.0823 0.0911 0.117 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 0.0290(5) 0.0175(4) 0.0199(4) -0.0007(4) 0.0028(3) 0.0022(4) Zn2 0.0287(5) 0.0184(4) 0.0178(4) 0.0016(3) 0.0003(3) 0.0026(4) C1 0.061(6) 0.034(5) 0.040(5) -0.004(4) -0.014(4) -0.002(4) C2 0.060(6) 0.036(5) 0.035(5) -0.005(4) -0.015(4) 0.012(4) C3 0.095(8) 0.032(5) 0.043(5) -0.004(4) -0.036(5) -0.005(5) C4 0.035(5) 0.025(4) 0.029(4) 0.005(3) -0.005(3) 0.004(3) C5 0.032(5) 0.035(5) 0.029(4) -0.003(4) -0.012(4) 0.001(4) C6 0.030(5) 0.023(4) 0.028(4) 0.004(3) -0.015(4) 0.000(3) C7 0.030(4) 0.026(4) 0.019(4) 0.001(3) 0.002(3) -0.001(3) C8 0.018(4) 0.023(4) 0.023(4) -0.002(3) -0.005(3) 0.003(3) C9 0.036(5) 0.023(4) 0.024(4) -0.002(3) 0.011(3) 0.004(3) C10 0.021(4) 0.018(4) 0.026(4) -0.003(3) -0.009(3) -0.001(3) C11 0.011(4) 0.026(4) 0.023(4) 0.000(3) -0.003(3) -0.004(3) C12 0.028(5) 0.049(5) 0.025(4) 0.011(4) 0.002(3) 0.005(4) C13 0.036(5) 0.029(4) 0.024(4) 0.008(3) 0.002(3) -0.004(4) C14 0.037(5) 0.038(5) 0.021(4) 0.003(4) -0.011(3) 0.000(4) C15 0.027(4) 0.036(4) 0.023(4) 0.002(3) -0.005(3) 0.003(4) C16 0.062(6) 0.034(5) 0.040(5) 0.010(4) -0.025(4) 0.010(4) C17 0.038(5) 0.028(4) 0.033(5) -0.007(4) -0.009(4) 0.002(4) C18 0.059(6) 0.033(5) 0.035(5) -0.005(4) -0.021(4) 0.008(4) C19 0.033(5) 0.044(5) 0.037(5) 0.004(4) 0.009(4) 0.002(4) C20 0.038(5) 0.033(5) 0.042(5) 0.002(4) -0.009(4) 0.005(4) C21 0.044(5) 0.040(5) 0.030(5) 0.001(4) -0.018(4) 0.002(4) C22 0.038(5) 0.037(5) 0.028(4) -0.001(4) -0.009(4) 0.003(4) C23 0.040(5) 0.039(5) 0.028(4) 0.007(4) 0.012(4) 0.008(4) C24 0.029(4) 0.041(5) 0.016(4) 0.007(4) 0.005(3) 0.012(4) C25 0.038(5) 0.023(4) 0.024(4) 0.003(3) 0.005(3) 0.004(3) C26 0.039(5) 0.030(4) 0.031(4) 0.004(4) -0.005(4) 0.006(4) C27 0.032(5) 0.035(4) 0.024(4) 0.002(4) 0.008(3) 0.009(4) C28 0.036(5) 0.045(5) 0.030(5) 0.001(4) -0.009(4) 0.008(4) C29 0.046(5) 0.039(5) 0.031(4) -0.005(4) -0.003(4) -0.001(4) C30 0.083(7) 0.040(5) 0.040(5) -0.003(4) -0.039(5) 0.001(5) C31 0.030(5) 0.034(5) 0.027(4) 0.003(4) -0.009(3) 0.006(4) C32 0.043(5) 0.030(4) 0.034(4) -0.005(4) -0.021(4) 0.007(4) C33 0.052(5) 0.028(4) 0.035(4) -0.006(4) -0.008(4) 0.008(4) C34 0.070(7) 0.029(5) 0.038(5) -0.008(4) -0.024(5) 0.004(4) C35 0.049(6) 0.057(6) 0.023(4) -0.012(4) 0.005(4) -0.011(5) C36 0.059(6) 0.034(5) 0.048(5) 0.000(4) -0.023(4) 0.008(4) C37 0.053(6) 0.029(5) 0.043(5) 0.002(4) -0.025(4) 0.005(4) C38 0.042(5) 0.050(5) 0.033(5) 0.003(4) 0.011(4) -0.008(4) C39 0.035(5) 0.019(4) 0.027(4) -0.003(3) 0.011(3) 0.000(3) C40 0.036(5) 0.046(5) 0.022(4) -0.010(4) -0.003(3) 0.003(4) C41 0.197(10) 0.182(11) 0.188(10) 0.010(9) 0.030(8) 0.022(8) C42 0.206(11) 0.188(11) 0.199(11) 0.014(8) 0.025(8) 0.004(9) N1 0.026(4) 0.026(3) 0.024(3) -0.001(3) -0.004(3) 0.003(3) N2 0.033(4) 0.037(4) 0.032(4) 0.005(3) -0.009(3) 0.003(3) N3 0.058(5) 0.046(5) 0.035(4) -0.001(3) -0.022(4) -0.003(4) N4 0.060(5) 0.044(4) 0.035(4) 0.007(3) -0.023(4) -0.004(4) N5 0.037(4) 0.032(4) 0.027(3) 0.003(3) -0.009(3) -0.001(3) N6 0.035(4) 0.034(4) 0.026(3) 0.003(3) -0.007(3) 0.000(3) N7 0.047(4) 0.036(4) 0.031(4) 0.001(3) -0.016(3) 0.005(3) N8 0.048(4) 0.044(4) 0.030(4) -0.004(3) -0.020(3) 0.010(3) N9 0.044(4) 0.047(4) 0.029(4) 0.000(3) -0.019(3) 0.004(3) N10 0.030(4) 0.032(4) 0.029(3) -0.009(3) -0.003(3) 0.004(3) O1 0.040(3) 0.056(4) 0.021(3) -0.004(3) 0.013(2) 0.006(3) O2 0.075(5) 0.044(4) 0.060(4) -0.014(3) 0.043(4) -0.017(4) O3 0.092(5) 0.048(4) 0.047(4) 0.006(3) 0.038(4) 0.026(4) O4 0.037(3) 0.045(3) 0.027(3) 0.013(3) 0.004(2) -0.002(3) O5 0.051(4) 0.019(3) 0.023(3) -0.008(2) -0.005(2) 0.007(2) O6 0.041(3) 0.024(3) 0.042(3) 0.010(3) -0.001(3) -0.004(2) O7 0.038(3) 0.021(3) 0.031(3) 0.006(2) 0.006(2) -0.004(2) O8 0.047(3) 0.022(3) 0.020(3) -0.005(2) 0.002(2) 0.008(2) O9 0.107(6) 0.122(6) 0.162(7) 0.065(6) 0.023(6) 0.025(5) O10 0.093(5) 0.070(4) 0.070(4) 0.018(4) -0.013(4) 0.009(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 1.945(5) . y Zn1 O7 1.988(5) 1_545 y Zn1 O5 2.005(5) . y Zn1 N1 2.195(6) . y Zn1 N5 2.276(6) 4_575 y Zn2 O6 2.004(5) . y Zn2 O8 2.007(5) 1_545 y Zn2 O4 2.053(5) 4_576 y Zn2 N6 2.140(6) . y Zn2 N10 2.197(6) 4_676 y C1 N5 1.321(10) . ? C1 C36 1.389(11) . ? C1 H1 0.9300 . ? C2 N5 1.325(10) . ? C2 C34 1.383(11) . ? C2 H2 0.9300 . ? C3 C4 1.359(10) . ? C3 C30 1.382(11) . ? C3 H3 0.9300 . ? C4 C16 1.357(11) . ? C4 C5 1.477(10) . ? C5 N7 1.317(9) . ? C5 N9 1.348(10) . ? C6 O6 1.244(8) . ? C6 O5 1.257(9) . ? C6 C8 1.499(9) . ? C7 C39 1.375(9) . ? C7 C11 1.388(9) . ? C7 H7 0.9300 . ? C8 C13 1.386(10) . ? C8 C39 1.389(9) . ? C9 C13 1.376(10) . ? C9 C11 1.390(9) . ? C9 H9 0.9300 . ? C10 O7 1.237(8) . ? C10 O8 1.262(8) . ? C10 C11 1.499(9) . ? C12 C29 1.372(11) . ? C12 C18 1.380(11) . ? C12 C28 1.480(10) . ? C13 H13 0.9300 . ? C14 C34 1.368(10) . ? C14 C36 1.381(11) . ? C14 C22 1.453(10) . ? C15 C26 1.371(10) . ? C15 C32 1.378(10) . ? C15 C31 1.456(10) . ? C16 C37 1.374(10) . ? C16 H16 0.9300 . ? C17 N1 1.334(9) . ? C17 C26 1.376(10) . ? C17 H17 0.9300 . ? C18 C21 1.371(10) . ? C18 H18 0.9300 . ? C19 C27 1.367(10) . ? C19 C40 1.399(10) . ? C19 H19 0.9300 . ? C20 N6 1.323(9) . ? C20 C29 1.385(10) . ? C20 H20 0.9300 . ? C21 N6 1.340(10) . ? C21 H21 0.9300 . ? C22 N2 1.322(9) . ? C22 N4 1.346(10) . ? C23 O2 1.242(9) . ? C23 O1 1.268(9) . ? C23 C25 1.494(10) . ? C24 O3 1.216(9) . ? C24 O4 1.260(9) . ? C24 C27 1.492(10) . ? C25 C40 1.379(10) . ? C25 C38 1.380(10) . ? C26 H26 0.9300 . ? C27 C35 1.382(11) . ? C28 N8 1.321(10) . ? C28 N7 1.347(10) . ? C29 H29 0.9300 . ? C30 N10 1.324(10) . ? C30 H30 0.9300 . ? C31 N3 1.319(10) . ? C31 N2 1.354(9) . ? C32 C33 1.371(10) . ? C32 H32 0.9300 . ? C33 N1 1.323(9) . ? C33 H33 0.9300 . ? C34 H34 0.9300 . ? C35 C38 1.385(10) . ? C35 H35 0.9300 . ? C36 H36 0.9300 . ? C37 N10 1.310(9) . ? C37 H37 0.9300 . ? C38 H38 0.9300 . ? C39 H39 0.9284 . ? C40 H40 0.9300 . ? C41 O10 1.347(14) . ? C41 C42 1.426(16) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C42 H42A 0.9600 . ? C42 H42B 0.9600 . ? C42 H42C 0.9600 . ? N3 N4 1.353(8) . ? N4 H4 0.9182 . ? N5 Zn1 2.276(6) 4_676 ? N8 N9 1.350(8) . ? N9 H9A 0.8038 . ? N10 Zn2 2.197(6) 4_575 ? O4 Zn2 2.053(5) 4_675 ? O7 Zn1 1.988(5) 1_565 ? O8 Zn2 2.007(5) 1_565 ? O9 H9C 0.8444 . ? O9 H9D 0.8897 . ? O10 H10A 0.8200 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 O7 120.9(2) . 1_545 y O1 Zn1 O5 111.0(2) . . y O7 Zn1 O5 127.8(2) 1_545 . y O1 Zn1 N1 92.0(2) . . y O7 Zn1 N1 91.9(2) 1_545 . y O5 Zn1 N1 91.9(2) . . y O1 Zn1 N5 91.3(2) . 4_575 y O7 Zn1 N5 89.0(2) 1_545 4_575 y O5 Zn1 N5 84.1(2) . 4_575 y N1 Zn1 N5 175.5(2) . 4_575 y O6 Zn2 O8 122.5(2) . 1_545 y O6 Zn2 O4 137.3(2) . 4_576 y O8 Zn2 O4 99.4(2) 1_545 4_576 y O6 Zn2 N6 91.0(2) . . y O8 Zn2 N6 92.5(2) 1_545 . y O4 Zn2 N6 95.0(2) 4_576 . y O6 Zn2 N10 88.7(2) . 4_676 y O8 Zn2 N10 88.5(2) 1_545 4_676 y O4 Zn2 N10 84.6(2) 4_576 4_676 y N6 Zn2 N10 179.0(3) . 4_676 y N5 C1 C36 123.2(8) . . ? N5 C1 H1 118.4 . . ? C36 C1 H1 118.4 . . ? N5 C2 C34 124.0(8) . . ? N5 C2 H2 118.0 . . ? C34 C2 H2 118.0 . . ? C4 C3 C30 119.0(8) . . ? C4 C3 H3 120.5 . . ? C30 C3 H3 120.5 . . ? C16 C4 C3 117.6(7) . . ? C16 C4 C5 121.7(7) . . ? C3 C4 C5 120.7(7) . . ? N7 C5 N9 110.6(6) . . ? N7 C5 C4 128.3(7) . . ? N9 C5 C4 121.1(7) . . ? O6 C6 O5 125.0(7) . . ? O6 C6 C8 117.8(7) . . ? O5 C6 C8 117.3(7) . . ? C39 C7 C11 120.4(7) . . ? C39 C7 H7 119.8 . . ? C11 C7 H7 119.8 . . ? C13 C8 C39 119.1(6) . . ? C13 C8 C6 120.6(7) . . ? C39 C8 C6 120.2(6) . . ? C13 C9 C11 120.3(7) . . ? C13 C9 H9 119.8 . . ? C11 C9 H9 119.8 . . ? O7 C10 O8 125.4(6) . . ? O7 C10 C11 118.5(6) . . ? O8 C10 C11 116.1(6) . . ? C7 C11 C9 119.2(6) . . ? C7 C11 C10 120.2(6) . . ? C9 C11 C10 120.5(6) . . ? C29 C12 C18 118.1(7) . . ? C29 C12 C28 121.2(8) . . ? C18 C12 C28 120.6(7) . . ? C9 C13 C8 120.5(7) . . ? C9 C13 H13 119.7 . . ? C8 C13 H13 119.7 . . ? C34 C14 C36 117.5(7) . . ? C34 C14 C22 121.9(7) . . ? C36 C14 C22 120.6(7) . . ? C26 C15 C32 116.7(7) . . ? C26 C15 C31 122.5(7) . . ? C32 C15 C31 120.8(7) . . ? C4 C16 C37 120.1(7) . . ? C4 C16 H16 120.0 . . ? C37 C16 H16 120.0 . . ? N1 C17 C26 123.5(7) . . ? N1 C17 H17 118.3 . . ? C26 C17 H17 118.3 . . ? C21 C18 C12 119.8(8) . . ? C21 C18 H18 120.1 . . ? C12 C18 H18 120.1 . . ? C27 C19 C40 120.5(8) . . ? C27 C19 H19 119.8 . . ? C40 C19 H19 119.8 . . ? N6 C20 C29 123.9(8) . . ? N6 C20 H20 118.0 . . ? C29 C20 H20 118.0 . . ? N6 C21 C18 122.5(7) . . ? N6 C21 H21 118.8 . . ? C18 C21 H21 118.8 . . ? N2 C22 N4 108.3(7) . . ? N2 C22 C14 127.1(7) . . ? N4 C22 C14 124.6(7) . . ? O2 C23 O1 124.1(7) . . ? O2 C23 C25 120.0(8) . . ? O1 C23 C25 115.9(7) . . ? O3 C24 O4 122.3(7) . . ? O3 C24 C27 120.7(7) . . ? O4 C24 C27 117.0(7) . . ? C40 C25 C38 119.2(7) . . ? C40 C25 C23 120.3(7) . . ? C38 C25 C23 120.4(7) . . ? C15 C26 C17 119.5(7) . . ? C15 C26 H26 120.2 . . ? C17 C26 H26 120.2 . . ? C19 C27 C35 119.5(7) . . ? C19 C27 C24 119.2(7) . . ? C35 C27 C24 121.3(7) . . ? N8 C28 N7 115.9(7) . . ? N8 C28 C12 119.9(7) . . ? N7 C28 C12 124.3(7) . . ? C12 C29 C20 118.4(8) . . ? C12 C29 H29 120.8 . . ? C20 C29 H29 120.8 . . ? N10 C30 C3 123.4(8) . . ? N10 C30 H30 118.3 . . ? C3 C30 H30 118.3 . . ? N3 C31 N2 113.5(6) . . ? N3 C31 C15 121.9(7) . . ? N2 C31 C15 124.6(7) . . ? C33 C32 C15 120.6(7) . . ? C33 C32 H32 119.7 . . ? C15 C32 H32 119.7 . . ? N1 C33 C32 122.7(7) . . ? N1 C33 H33 118.6 . . ? C32 C33 H33 118.6 . . ? C14 C34 C2 119.1(8) . . ? C14 C34 H34 120.4 . . ? C2 C34 H34 120.4 . . ? C27 C35 C38 120.3(7) . . ? C27 C35 H35 119.9 . . ? C38 C35 H35 119.9 . . ? C14 C36 C1 119.3(8) . . ? C14 C36 H36 120.3 . . ? C1 C36 H36 120.3 . . ? N10 C37 C16 123.1(8) . . ? N10 C37 H37 118.5 . . ? C16 C37 H37 118.5 . . ? C25 C38 C35 120.5(8) . . ? C25 C38 H38 119.7 . . ? C35 C38 H38 119.7 . . ? C7 C39 C8 120.5(7) . . ? C7 C39 H39 119.8 . . ? C8 C39 H39 119.7 . . ? C25 C40 C19 120.0(7) . . ? C25 C40 H40 120.0 . . ? C19 C40 H40 120.0 . . ? O10 C41 C42 125.6(18) . . ? O10 C41 H41A 105.9 . . ? C42 C41 H41A 105.9 . . ? O10 C41 H41B 105.9 . . ? C42 C41 H41B 105.9 . . ? H41A C41 H41B 106.2 . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C33 N1 C17 116.9(6) . . ? C33 N1 Zn1 122.8(5) . . ? C17 N1 Zn1 120.2(5) . . ? C22 N2 C31 104.7(6) . . ? C31 N3 N4 102.8(6) . . ? C22 N4 N3 110.6(6) . . ? C22 N4 H4 129.2 . . ? N3 N4 H4 120.2 . . ? C1 N5 C2 116.8(7) . . ? C1 N5 Zn1 123.2(5) . 4_676 ? C2 N5 Zn1 119.7(5) . 4_676 ? C20 N6 C21 117.2(7) . . ? C20 N6 Zn2 123.6(5) . . ? C21 N6 Zn2 119.1(5) . . ? C5 N7 C28 102.1(6) . . ? C28 N8 N9 101.9(6) . . ? C5 N9 N8 109.5(6) . . ? C5 N9 H9A 128.4 . . ? N8 N9 H9A 117.7 . . ? C37 N10 C30 116.8(7) . . ? C37 N10 Zn2 123.7(5) . 4_575 ? C30 N10 Zn2 118.7(5) . 4_575 ? C23 O1 Zn1 119.4(5) . . ? C24 O4 Zn2 104.2(5) . 4_675 ? C6 O5 Zn1 124.0(5) . . ? C6 O6 Zn2 152.7(5) . . ? C10 O7 Zn1 144.6(5) . 1_565 ? C10 O8 Zn2 128.1(4) . 1_565 ? H9C O9 H9D 109.9 . . ? C41 O10 H10A 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 C30 C3 C4 C16 1.5(14) . . . . ? C30 C3 C4 C5 -178.7(9) . . . . ? C16 C4 C5 N7 14.0(14) . . . . ? C3 C4 C5 N7 -165.9(9) . . . . ? C16 C4 C5 N9 -166.7(8) . . . . ? C3 C4 C5 N9 13.4(12) . . . . ? O6 C6 C8 C13 -1.9(10) . . . . ? O5 C6 C8 C13 178.9(6) . . . . ? O6 C6 C8 C39 179.9(7) . . . . ? O5 C6 C8 C39 0.7(10) . . . . ? C39 C7 C11 C9 -0.4(11) . . . . ? C39 C7 C11 C10 176.6(7) . . . . ? C13 C9 C11 C7 -0.2(11) . . . . ? C13 C9 C11 C10 -177.3(7) . . . . ? O7 C10 C11 C7 7.5(10) . . . . ? O8 C10 C11 C7 -172.0(6) . . . . ? O7 C10 C11 C9 -175.5(6) . . . . ? O8 C10 C11 C9 5.0(10) . . . . ? C11 C9 C13 C8 0.7(11) . . . . ? C39 C8 C13 C9 -0.5(11) . . . . ? C6 C8 C13 C9 -178.8(7) . . . . ? C3 C4 C16 C37 -0.3(13) . . . . ? C5 C4 C16 C37 179.9(8) . . . . ? C29 C12 C18 C21 2.3(12) . . . . ? C28 C12 C18 C21 -179.0(8) . . . . ? C12 C18 C21 N6 0.2(13) . . . . ? C34 C14 C22 N2 -159.2(8) . . . . ? C36 C14 C22 N2 20.3(13) . . . . ? C34 C14 C22 N4 21.1(13) . . . . ? C36 C14 C22 N4 -159.4(9) . . . . ? O2 C23 C25 C40 -162.4(8) . . . . ? O1 C23 C25 C40 18.6(11) . . . . ? O2 C23 C25 C38 19.7(12) . . . . ? O1 C23 C25 C38 -159.2(7) . . . . ? C32 C15 C26 C17 -2.2(11) . . . . ? C31 C15 C26 C17 177.6(7) . . . . ? N1 C17 C26 C15 -0.2(12) . . . . ? C40 C19 C27 C35 -2.4(12) . . . . ? C40 C19 C27 C24 178.2(7) . . . . ? O3 C24 C27 C19 118.6(9) . . . . ? O4 C24 C27 C19 -59.6(10) . . . . ? O3 C24 C27 C35 -60.8(11) . . . . ? O4 C24 C27 C35 121.0(8) . . . . ? C29 C12 C28 N8 176.7(8) . . . . ? C18 C12 C28 N8 -1.9(12) . . . . ? C29 C12 C28 N7 -4.1(12) . . . . ? C18 C12 C28 N7 177.3(8) . . . . ? C18 C12 C29 C20 -2.6(12) . . . . ? C28 C12 C29 C20 178.8(7) . . . . ? N6 C20 C29 C12 0.4(13) . . . . ? C4 C3 C30 N10 -1.2(16) . . . . ? C26 C15 C31 N3 -16.7(12) . . . . ? C32 C15 C31 N3 163.1(8) . . . . ? C26 C15 C31 N2 163.6(7) . . . . ? C32 C15 C31 N2 -16.6(12) . . . . ? C26 C15 C32 C33 2.3(12) . . . . ? C31 C15 C32 C33 -177.5(7) . . . . ? C15 C32 C33 N1 0.1(13) . . . . ? C36 C14 C34 C2 0.0(13) . . . . ? C22 C14 C34 C2 179.5(8) . . . . ? N5 C2 C34 C14 1.5(14) . . . . ? C19 C27 C35 C38 2.4(12) . . . . ? C24 C27 C35 C38 -178.2(8) . . . . ? C34 C14 C36 C1 -0.6(13) . . . . ? C22 C14 C36 C1 179.9(8) . . . . ? N5 C1 C36 C14 -0.2(14) . . . . ? C4 C16 C37 N10 -1.4(14) . . . . ? C40 C25 C38 C35 -0.8(12) . . . . ? C23 C25 C38 C35 177.1(8) . . . . ? C27 C35 C38 C25 -0.8(13) . . . . ? C11 C7 C39 C8 0.7(11) . . . . ? C13 C8 C39 C7 -0.2(11) . . . . ? C6 C8 C39 C7 178.1(7) . . . . ? C38 C25 C40 C19 0.8(11) . . . . ? C23 C25 C40 C19 -177.1(7) . . . . ? C27 C19 C40 C25 0.8(12) . . . . ? C32 C33 N1 C17 -2.6(11) . . . . ? C32 C33 N1 Zn1 173.6(6) . . . . ? C26 C17 N1 C33 2.6(11) . . . . ? C26 C17 N1 Zn1 -173.7(6) . . . . ? O1 Zn1 N1 C33 111.1(6) . . . . ? O7 Zn1 N1 C33 -127.9(6) 1_545 . . . ? O5 Zn1 N1 C33 0.0(6) . . . . ? N5 Zn1 N1 C33 -27(3) 4_575 . . . ? O1 Zn1 N1 C17 -72.9(6) . . . . ? O7 Zn1 N1 C17 48.1(6) 1_545 . . . ? O5 Zn1 N1 C17 176.0(6) . . . . ? N5 Zn1 N1 C17 149(3) 4_575 . . . ? N4 C22 N2 C31 -0.8(9) . . . . ? C14 C22 N2 C31 179.4(8) . . . . ? N3 C31 N2 C22 0.1(9) . . . . ? C15 C31 N2 C22 179.8(7) . . . . ? N2 C31 N3 N4 0.7(9) . . . . ? C15 C31 N3 N4 -179.1(7) . . . . ? N2 C22 N4 N3 1.3(10) . . . . ? C14 C22 N4 N3 -178.9(7) . . . . ? C31 N3 N4 C22 -1.2(9) . . . . ? C36 C1 N5 C2 1.6(13) . . . . ? C36 C1 N5 Zn1 175.0(7) . . . 4_676 ? C34 C2 N5 C1 -2.2(13) . . . . ? C34 C2 N5 Zn1 -175.9(7) . . . 4_676 ? C29 C20 N6 C21 2.1(12) . . . . ? C29 C20 N6 Zn2 -173.7(6) . . . . ? C18 C21 N6 C20 -2.4(12) . . . . ? C18 C21 N6 Zn2 173.6(6) . . . . ? O6 Zn2 N6 C20 128.6(6) . . . . ? O8 Zn2 N6 C20 6.0(6) 1_545 . . . ? O4 Zn2 N6 C20 -93.7(6) 4_576 . . . ? N10 Zn2 N6 C20 -161(13) 4_676 . . . ? O6 Zn2 N6 C21 -47.1(6) . . . . ? O8 Zn2 N6 C21 -169.8(6) 1_545 . . . ? O4 Zn2 N6 C21 90.6(6) 4_576 . . . ? N10 Zn2 N6 C21 24(14) 4_676 . . . ? N9 C5 N7 C28 0.9(9) . . . . ? C4 C5 N7 C28 -179.7(8) . . . . ? N8 C28 N7 C5 -0.3(10) . . . . ? C12 C28 N7 C5 -179.6(8) . . . . ? N7 C28 N8 N9 -0.3(10) . . . . ? C12 C28 N8 N9 178.9(7) . . . . ? N7 C5 N9 N8 -1.2(10) . . . . ? C4 C5 N9 N8 179.4(7) . . . . ? C28 N8 N9 C5 0.9(9) . . . . ? C16 C37 N10 C30 1.8(13) . . . . ? C16 C37 N10 Zn2 -167.9(7) . . . 4_575 ? C3 C30 N10 C37 -0.4(14) . . . . ? C3 C30 N10 Zn2 169.7(8) . . . 4_575 ? O2 C23 O1 Zn1 -14.8(11) . . . . ? C25 C23 O1 Zn1 164.1(5) . . . . ? O7 Zn1 O1 C23 27.4(6) 1_545 . . . ? O5 Zn1 O1 C23 -146.4(5) . . . . ? N1 Zn1 O1 C23 120.8(6) . . . . ? N5 Zn1 O1 C23 -62.2(6) 4_575 . . . ? O3 C24 O4 Zn2 -4.8(9) . . . 4_675 ? C27 C24 O4 Zn2 173.4(5) . . . 4_675 ? O6 C6 O5 Zn1 19.5(10) . . . . ? C8 C6 O5 Zn1 -161.4(4) . . . . ? O1 Zn1 O5 C6 -174.0(5) . . . . ? O7 Zn1 O5 C6 12.7(6) 1_545 . . . ? N1 Zn1 O5 C6 -81.1(6) . . . . ? N5 Zn1 O5 C6 96.9(6) 4_575 . . . ? O5 C6 O6 Zn2 -62.1(15) . . . . ? C8 C6 O6 Zn2 118.7(10) . . . . ? O8 Zn2 O6 C6 58.5(12) 1_545 . . . ? O4 Zn2 O6 C6 -133.7(11) 4_576 . . . ? N6 Zn2 O6 C6 -35.1(11) . . . . ? N10 Zn2 O6 C6 145.8(11) 4_676 . . . ? O8 C10 O7 Zn1 62.4(12) . . . 1_565 ? C11 C10 O7 Zn1 -117.1(7) . . . 1_565 ? O7 C10 O8 Zn2 -12.1(10) . . . 1_565 ? C11 C10 O8 Zn2 167.4(4) . . . 1_565 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.671 _refine_diff_density_min -0.572 _refine_diff_density_rms 0.088