# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Zhiyong Fu' _publ_contact_author_email zyfu@scut.edu.cn _publ_author_name 'Zhiyong Fu' data_3 _database_code_depnum_ccdc_archive 'CCDC 883810' #TrackingRef '- COMPOUND 1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H30 N2 O16 Zn3' _chemical_formula_weight 1038.81 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.5200(19) _cell_length_b 10.160(2) _cell_length_c 11.490(2) _cell_angle_alpha 102.50(3) _cell_angle_beta 110.19(3) _cell_angle_gamma 94.42(3) _cell_volume 1004.3(3) _cell_formula_units_Z 1 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 3675 _cell_measurement_theta_min 3.10 _cell_measurement_theta_max 25.35 _exptl_crystal_description Block _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.718 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 526 _exptl_absorpt_coefficient_mu 1.858 _exptl_absorpt_correction_type None _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _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 8180 _diffrn_reflns_av_R_equivalents 0.0325 _diffrn_reflns_av_sigmaI/netI 0.0423 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.10 _diffrn_reflns_theta_max 25.35 _reflns_number_total 3675 _reflns_number_gt 3048 _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^)+(0.0458P)^2^+0.3428P] 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 3675 _refine_ls_number_parameters 295 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0409 _refine_ls_R_factor_gt 0.0310 _refine_ls_wR_factor_ref 0.0856 _refine_ls_wR_factor_gt 0.0787 _refine_ls_goodness_of_fit_ref 1.042 _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 N1 N 0.2937(3) 0.6012(3) 0.3022(3) 0.0475(7) Uani 1 1 d . . . Zn1 Zn 0.67792(4) 0.26708(3) 0.25371(3) 0.02323(11) Uani 1 1 d . . . Zn2 Zn 0.5000 0.0000 0.0000 0.02411(13) Uani 1 2 d S . . O1 O 0.6812(3) -0.5099(2) 0.2029(2) 0.0475(6) Uani 1 1 d . . . O2 O 0.7700(3) -0.55548(19) 0.39038(19) 0.0356(5) Uani 1 1 d . . . O3 O 0.6083(2) -0.0409(2) 0.18051(17) 0.0313(5) Uani 1 1 d . . . O4 O 0.7036(3) 0.13197(19) 0.35853(18) 0.0355(5) Uani 1 1 d . . . O5 O 0.8408(2) 0.2315(2) 0.18576(18) 0.0327(5) Uani 1 1 d . . . O6 O 0.6912(2) 0.0931(2) -0.00550(18) 0.0329(5) Uani 1 1 d . . . O7 O 1.4744(2) 0.19866(19) 0.11231(18) 0.0277(4) Uani 1 1 d . . . O8 O 1.4097(3) 0.3070(3) 0.26969(19) 0.0457(6) Uani 1 1 d . . . C1 C 0.7776(3) -0.3223(3) 0.3866(3) 0.0292(6) Uani 1 1 d . . . C2 C 0.8691(4) -0.2733(3) 0.5159(3) 0.0465(9) Uani 1 1 d . . . H2A H 0.9130 -0.3334 0.5629 0.056 Uiso 1 1 calc R . . C3 C 0.8943(5) -0.1364(3) 0.5737(3) 0.0637(13) Uani 1 1 d . . . H3A H 0.9562 -0.1038 0.6600 0.076 Uiso 1 1 calc R . . C4 C 0.8291(5) -0.0464(3) 0.5058(3) 0.0555(11) Uani 1 1 d . . . H4A H 0.8449 0.0459 0.5472 0.067 Uiso 1 1 calc R . . C5 C 0.7399(4) -0.0923(3) 0.3760(3) 0.0308(6) Uani 1 1 d . . . C6 C 0.7162(3) -0.2300(3) 0.3179(2) 0.0259(6) Uani 1 1 d . . . H6A H 0.6577 -0.2619 0.2307 0.031 Uiso 1 1 calc R . . C7 C 0.7407(3) -0.4714(3) 0.3211(3) 0.0300(6) Uani 1 1 d . . . C8 C 0.6769(3) 0.0073(3) 0.2980(3) 0.0279(6) Uani 1 1 d . . . C9 C 0.9444(3) 0.1682(3) 0.0268(2) 0.0236(6) Uani 1 1 d . . . C10 C 1.0937(3) 0.2051(3) 0.1122(2) 0.0239(6) Uani 1 1 d . . . H10A H 1.1148 0.2286 0.2001 0.029 Uiso 1 1 calc R . . C11 C 1.2121(3) 0.2075(3) 0.0681(2) 0.0244(6) Uani 1 1 d . . . C12 C 1.1792(3) 0.1815(3) -0.0636(3) 0.0275(6) Uani 1 1 d . . . H12A H 1.2576 0.1865 -0.0941 0.033 Uiso 1 1 calc R . . C13 C 1.0301(3) 0.1482(3) -0.1490(3) 0.0301(6) Uani 1 1 d . . . H13A H 1.0086 0.1329 -0.2366 0.036 Uiso 1 1 calc R . . C14 C 0.9133(3) 0.1376(3) -0.1047(3) 0.0275(6) Uani 1 1 d . . . H14A H 0.8136 0.1099 -0.1628 0.033 Uiso 1 1 calc R . . C15 C 0.8157(3) 0.1634(3) 0.0728(3) 0.0239(6) Uani 1 1 d . . . C16 C 1.3742(3) 0.2399(3) 0.1586(3) 0.0273(6) Uani 1 1 d . . . C17 C 0.3255(4) 0.5856(4) 0.1952(3) 0.0536(9) Uani 1 1 d . . . H17A H 0.4260 0.6016 0.2022 0.064 Uiso 1 1 calc R . . C18 C 0.2124(4) 0.5466(4) 0.0763(3) 0.0452(8) Uani 1 1 d . . . H18A H 0.2364 0.5371 0.0033 0.054 Uiso 1 1 calc R . . C19 C 0.1513(4) 0.5742(4) 0.2930(3) 0.0498(9) Uani 1 1 d . . . H19A H 0.1307 0.5833 0.3675 0.060 Uiso 1 1 calc R . . C20 C 0.0347(4) 0.5335(3) 0.1773(3) 0.0462(8) Uani 1 1 d . . . H20A H -0.0641 0.5138 0.1733 0.055 Uiso 1 1 calc R . . C21 C 0.0629(4) 0.5211(3) 0.0639(3) 0.0357(7) Uani 1 1 d . . . C22 C 0.4180(5) 0.6453(6) 0.4296(4) 0.0773(14) Uani 1 1 d . . . H22A H 0.3765 0.6506 0.4954 0.116 Uiso 1 1 calc R . . H22B H 0.4714 0.7336 0.4395 0.116 Uiso 1 1 calc R . . H22C H 0.4868 0.5805 0.4368 0.116 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0438(19) 0.0551(19) 0.0515(17) 0.0198(14) 0.0232(14) 0.0110(15) Zn1 0.02227(19) 0.01997(18) 0.02572(18) 0.00240(13) 0.00932(13) 0.00166(13) Zn2 0.0188(2) 0.0259(2) 0.0250(2) 0.00504(18) 0.00670(18) -0.00052(18) O1 0.0613(17) 0.0295(12) 0.0389(12) -0.0020(10) 0.0108(11) 0.0024(11) O2 0.0443(14) 0.0200(10) 0.0433(11) 0.0074(9) 0.0185(10) 0.0014(9) O3 0.0348(12) 0.0293(11) 0.0273(10) 0.0063(8) 0.0083(9) 0.0092(9) O4 0.0521(14) 0.0202(11) 0.0326(10) 0.0054(8) 0.0149(10) 0.0047(9) O5 0.0250(11) 0.0393(12) 0.0329(10) 0.0006(9) 0.0151(9) 0.0047(9) O6 0.0194(11) 0.0434(12) 0.0353(10) 0.0100(9) 0.0111(9) -0.0014(9) O7 0.0170(10) 0.0254(10) 0.0393(11) 0.0065(8) 0.0104(8) 0.0018(8) O8 0.0300(13) 0.0614(16) 0.0331(11) -0.0042(11) 0.0070(9) 0.0032(11) C1 0.0344(17) 0.0199(14) 0.0339(14) 0.0066(12) 0.0147(13) -0.0003(12) C2 0.066(3) 0.0230(16) 0.0361(16) 0.0109(13) 0.0012(16) 0.0015(15) C3 0.107(4) 0.0287(18) 0.0261(16) 0.0044(14) -0.0069(19) 0.0012(19) C4 0.096(3) 0.0211(16) 0.0287(16) -0.0006(13) 0.0034(18) 0.0034(18) C5 0.0412(18) 0.0215(15) 0.0269(14) 0.0050(11) 0.0112(13) 0.0010(13) C6 0.0273(16) 0.0263(15) 0.0229(13) 0.0058(11) 0.0092(11) -0.0005(12) C7 0.0257(16) 0.0245(15) 0.0395(16) 0.0028(13) 0.0156(13) 0.0024(12) C8 0.0297(16) 0.0268(16) 0.0316(15) 0.0098(12) 0.0151(13) 0.0058(12) C9 0.0217(15) 0.0205(13) 0.0306(14) 0.0067(11) 0.0115(11) 0.0060(11) C10 0.0229(15) 0.0224(14) 0.0278(13) 0.0057(11) 0.0114(11) 0.0041(11) C11 0.0215(15) 0.0197(14) 0.0311(14) 0.0047(11) 0.0095(12) 0.0050(11) C12 0.0274(16) 0.0271(15) 0.0338(14) 0.0083(12) 0.0175(12) 0.0077(12) C13 0.0321(17) 0.0334(16) 0.0246(13) 0.0058(12) 0.0109(12) 0.0069(13) C14 0.0206(15) 0.0266(15) 0.0297(14) 0.0040(11) 0.0052(11) 0.0022(12) C15 0.0210(15) 0.0210(14) 0.0324(14) 0.0102(11) 0.0108(12) 0.0059(11) C16 0.0204(15) 0.0278(15) 0.0349(15) 0.0103(12) 0.0105(12) 0.0031(12) C17 0.039(2) 0.073(3) 0.058(2) 0.022(2) 0.0262(18) 0.0089(19) C18 0.045(2) 0.053(2) 0.051(2) 0.0198(17) 0.0290(17) 0.0131(17) C19 0.052(2) 0.057(2) 0.053(2) 0.0192(18) 0.0313(19) 0.0085(19) C20 0.047(2) 0.043(2) 0.059(2) 0.0135(17) 0.0328(18) 0.0054(17) C21 0.043(2) 0.0237(15) 0.0510(18) 0.0141(14) 0.0272(15) 0.0102(14) C22 0.059(3) 0.123(4) 0.051(2) 0.030(3) 0.018(2) 0.009(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 N1 C19 1.325(5) . ? N1 C17 1.345(4) . ? N1 C22 1.477(5) . ? Zn1 O5 1.986(2) . ? Zn1 O4 1.9897(19) . ? Zn1 O7 2.002(2) 1_455 ? Zn1 O2 2.016(2) 1_565 ? Zn1 O1 2.459(2) 1_565 ? Zn1 C7 2.561(3) 1_565 ? Zn2 O6 2.013(2) . ? Zn2 O6 2.013(2) 2_655 ? Zn2 O3 2.1212(18) 2_655 ? Zn2 O3 2.1212(18) . ? Zn2 O7 2.228(2) 2_755 ? Zn2 O7 2.228(2) 1_455 ? O1 C7 1.234(3) . ? O1 Zn1 2.459(2) 1_545 ? O2 C7 1.272(3) . ? O2 Zn1 2.016(2) 1_545 ? O3 C8 1.243(3) . ? O4 C8 1.265(3) . ? O5 C15 1.262(3) . ? O6 C15 1.257(3) . ? O7 C16 1.297(3) . ? O7 Zn1 2.002(2) 1_655 ? O7 Zn2 2.228(2) 1_655 ? O8 C16 1.225(3) . ? C1 C2 1.390(4) . ? C1 C6 1.390(4) . ? C1 C7 1.492(4) . ? C2 C3 1.369(5) . ? C2 H2A 0.9300 . ? C3 C4 1.375(5) . ? C3 H3A 0.9300 . ? C4 C5 1.389(4) . ? C4 H4A 0.9300 . ? C5 C6 1.377(4) . ? C5 C8 1.517(4) . ? C6 H6A 0.9300 . ? C7 Zn1 2.561(3) 1_545 ? C9 C10 1.386(4) . ? C9 C14 1.393(4) . ? C9 C15 1.494(4) . ? C10 C11 1.386(4) . ? C10 H10A 0.9300 . ? C11 C12 1.395(4) . ? C11 C16 1.495(4) . ? C12 C13 1.383(4) . ? C12 H12A 0.9300 . ? C13 C14 1.380(4) . ? C13 H13A 0.9300 . ? C14 H14A 0.9300 . ? C17 C18 1.367(5) . ? C17 H17A 0.9300 . ? C18 C21 1.378(5) . ? C18 H18A 0.9300 . ? C19 C20 1.358(5) . ? C19 H19A 0.9300 . ? C20 C21 1.400(4) . ? C20 H20A 0.9300 . ? C21 C21 1.486(6) 2_565 ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C19 N1 C17 119.9(3) . . ? C19 N1 C22 120.2(3) . . ? C17 N1 C22 119.9(3) . . ? O5 Zn1 O4 98.89(9) . . ? O5 Zn1 O7 109.89(8) . 1_455 ? O4 Zn1 O7 104.94(9) . 1_455 ? O5 Zn1 O2 102.80(9) . 1_565 ? O4 Zn1 O2 101.66(8) . 1_565 ? O7 Zn1 O2 133.43(9) 1_455 1_565 ? O5 Zn1 O1 89.15(9) . 1_565 ? O4 Zn1 O1 159.13(8) . 1_565 ? O7 Zn1 O1 90.13(8) 1_455 1_565 ? O2 Zn1 O1 57.62(7) 1_565 1_565 ? O5 Zn1 C7 97.73(9) . 1_565 ? O4 Zn1 C7 130.81(9) . 1_565 ? O7 Zn1 C7 112.12(9) 1_455 1_565 ? O2 Zn1 C7 29.29(8) 1_565 1_565 ? O1 Zn1 C7 28.37(8) 1_565 1_565 ? O6 Zn2 O6 180.00 . 2_655 ? O6 Zn2 O3 84.97(8) . 2_655 ? O6 Zn2 O3 95.03(8) 2_655 2_655 ? O6 Zn2 O3 95.03(8) . . ? O6 Zn2 O3 84.97(8) 2_655 . ? O3 Zn2 O3 180.00 2_655 . ? O6 Zn2 O7 90.85(8) . 2_755 ? O6 Zn2 O7 89.15(8) 2_655 2_755 ? O3 Zn2 O7 85.83(7) 2_655 2_755 ? O3 Zn2 O7 94.17(7) . 2_755 ? O6 Zn2 O7 89.15(8) . 1_455 ? O6 Zn2 O7 90.85(8) 2_655 1_455 ? O3 Zn2 O7 94.17(7) 2_655 1_455 ? O3 Zn2 O7 85.83(7) . 1_455 ? O7 Zn2 O7 180.00 2_755 1_455 ? C7 O1 Zn1 80.41(17) . 1_545 ? C7 O2 Zn1 99.85(17) . 1_545 ? C8 O3 Zn2 146.79(18) . . ? C8 O4 Zn1 116.52(17) . . ? C15 O5 Zn1 123.41(19) . . ? C15 O6 Zn2 137.85(18) . . ? C16 O7 Zn1 106.85(17) . 1_655 ? C16 O7 Zn2 134.91(18) . 1_655 ? Zn1 O7 Zn2 104.40(9) 1_655 1_655 ? C2 C1 C6 118.9(3) . . ? C2 C1 C7 121.6(2) . . ? C6 C1 C7 119.4(2) . . ? C3 C2 C1 119.8(3) . . ? C3 C2 H2A 120.1 . . ? C1 C2 H2A 120.1 . . ? C2 C3 C4 120.8(3) . . ? C2 C3 H3A 119.6 . . ? C4 C3 H3A 119.6 . . ? C3 C4 C5 120.6(3) . . ? C3 C4 H4A 119.7 . . ? C5 C4 H4A 119.7 . . ? C6 C5 C4 118.4(3) . . ? C6 C5 C8 120.6(2) . . ? C4 C5 C8 121.0(3) . . ? C5 C6 C1 121.5(3) . . ? C5 C6 H6A 119.3 . . ? C1 C6 H6A 119.3 . . ? O1 C7 O2 122.0(3) . . ? O1 C7 C1 119.8(3) . . ? O2 C7 C1 118.2(2) . . ? O1 C7 Zn1 71.22(17) . 1_545 ? O2 C7 Zn1 50.85(14) . 1_545 ? C1 C7 Zn1 168.1(2) . 1_545 ? O3 C8 O4 126.4(2) . . ? O3 C8 C5 116.9(2) . . ? O4 C8 C5 116.7(2) . . ? C10 C9 C14 119.4(3) . . ? C10 C9 C15 121.4(2) . . ? C14 C9 C15 119.2(2) . . ? C9 C10 C11 120.8(2) . . ? C9 C10 H10A 119.6 . . ? C11 C10 H10A 119.6 . . ? C10 C11 C12 119.2(2) . . ? C10 C11 C16 121.6(2) . . ? C12 C11 C16 119.2(3) . . ? C13 C12 C11 120.1(3) . . ? C13 C12 H12A 119.9 . . ? C11 C12 H12A 119.9 . . ? C14 C13 C12 120.3(2) . . ? C14 C13 H13A 119.9 . . ? C12 C13 H13A 119.9 . . ? C13 C14 C9 120.1(3) . . ? C13 C14 H14A 120.0 . . ? C9 C14 H14A 120.0 . . ? O6 C15 O5 125.8(3) . . ? O6 C15 C9 116.8(2) . . ? O5 C15 C9 117.3(2) . . ? O8 C16 O7 122.1(3) . . ? O8 C16 C11 120.8(3) . . ? O7 C16 C11 117.0(2) . . ? N1 C17 C18 121.0(3) . . ? N1 C17 H17A 119.5 . . ? C18 C17 H17A 119.5 . . ? C17 C18 C21 120.4(3) . . ? C17 C18 H18A 119.8 . . ? C21 C18 H18A 119.8 . . ? N1 C19 C20 121.6(3) . . ? N1 C19 H19A 119.2 . . ? C20 C19 H19A 119.2 . . ? C19 C20 C21 120.2(3) . . ? C19 C20 H20A 119.9 . . ? C21 C20 H20A 119.9 . . ? C18 C21 C20 117.0(3) . . ? C18 C21 C21 121.7(3) . 2_565 ? C20 C21 C21 121.3(4) . 2_565 ? N1 C22 H22A 109.5 . . ? N1 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? N1 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 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 O6 Zn2 O3 C8 67.2(4) . . . . ? O6 Zn2 O3 C8 -112.8(4) 2_655 . . . ? O3 Zn2 O3 C8 -71(100) 2_655 . . . ? O7 Zn2 O3 C8 158.4(4) 2_755 . . . ? O7 Zn2 O3 C8 -21.6(4) 1_455 . . . ? O5 Zn1 O4 C8 -64.4(2) . . . . ? O7 Zn1 O4 C8 49.1(2) 1_455 . . . ? O2 Zn1 O4 C8 -169.5(2) 1_565 . . . ? O1 Zn1 O4 C8 -176.0(2) 1_565 . . . ? C7 Zn1 O4 C8 -172.7(2) 1_565 . . . ? O4 Zn1 O5 C15 103.1(2) . . . . ? O7 Zn1 O5 C15 -6.4(2) 1_455 . . . ? O2 Zn1 O5 C15 -152.7(2) 1_565 . . . ? O1 Zn1 O5 C15 -96.3(2) 1_565 . . . ? C7 Zn1 O5 C15 -123.4(2) 1_565 . . . ? O6 Zn2 O6 C15 -8(100) 2_655 . . . ? O3 Zn2 O6 C15 149.7(3) 2_655 . . . ? O3 Zn2 O6 C15 -30.3(3) . . . . ? O7 Zn2 O6 C15 -124.6(3) 2_755 . . . ? O7 Zn2 O6 C15 55.4(3) 1_455 . . . ? C6 C1 C2 C3 1.4(6) . . . . ? C7 C1 C2 C3 -176.9(4) . . . . ? C1 C2 C3 C4 0.6(7) . . . . ? C2 C3 C4 C5 -2.0(7) . . . . ? C3 C4 C5 C6 1.3(6) . . . . ? C3 C4 C5 C8 -175.5(4) . . . . ? C4 C5 C6 C1 0.8(5) . . . . ? C8 C5 C6 C1 177.6(3) . . . . ? C2 C1 C6 C5 -2.1(5) . . . . ? C7 C1 C6 C5 176.2(3) . . . . ? Zn1 O1 C7 O2 3.7(3) 1_545 . . . ? Zn1 O1 C7 C1 -175.2(3) 1_545 . . . ? Zn1 O2 C7 O1 -4.5(3) 1_545 . . . ? Zn1 O2 C7 C1 174.4(2) 1_545 . . . ? C2 C1 C7 O1 -167.8(3) . . . . ? C6 C1 C7 O1 13.8(4) . . . . ? C2 C1 C7 O2 13.2(5) . . . . ? C6 C1 C7 O2 -165.1(3) . . . . ? C2 C1 C7 Zn1 34.7(12) . . . 1_545 ? C6 C1 C7 Zn1 -143.6(9) . . . 1_545 ? Zn2 O3 C8 O4 3.2(6) . . . . ? Zn2 O3 C8 C5 -174.4(2) . . . . ? Zn1 O4 C8 O3 -15.4(4) . . . . ? Zn1 O4 C8 C5 162.1(2) . . . . ? C6 C5 C8 O3 -2.3(4) . . . . ? C4 C5 C8 O3 174.5(3) . . . . ? C6 C5 C8 O4 179.9(3) . . . . ? C4 C5 C8 O4 -3.3(5) . . . . ? C14 C9 C10 C11 -2.1(4) . . . . ? C15 C9 C10 C11 179.2(2) . . . . ? C9 C10 C11 C12 4.4(4) . . . . ? C9 C10 C11 C16 -176.8(2) . . . . ? C10 C11 C12 C13 -2.7(4) . . . . ? C16 C11 C12 C13 178.5(2) . . . . ? C11 C12 C13 C14 -1.4(4) . . . . ? C12 C13 C14 C9 3.8(4) . . . . ? C10 C9 C14 C13 -2.1(4) . . . . ? C15 C9 C14 C13 176.7(2) . . . . ? Zn2 O6 C15 O5 -22.6(4) . . . . ? Zn2 O6 C15 C9 158.45(19) . . . . ? Zn1 O5 C15 O6 -10.9(4) . . . . ? Zn1 O5 C15 C9 168.08(16) . . . . ? C10 C9 C15 O6 -159.9(2) . . . . ? C14 C9 C15 O6 21.3(3) . . . . ? C10 C9 C15 O5 21.0(4) . . . . ? C14 C9 C15 O5 -157.7(2) . . . . ? Zn1 O7 C16 O8 -0.4(3) 1_655 . . . ? Zn2 O7 C16 O8 131.6(3) 1_655 . . . ? Zn1 O7 C16 C11 176.83(18) 1_655 . . . ? Zn2 O7 C16 C11 -51.2(3) 1_655 . . . ? C10 C11 C16 O8 -24.1(4) . . . . ? C12 C11 C16 O8 154.7(3) . . . . ? C10 C11 C16 O7 158.7(2) . . . . ? C12 C11 C16 O7 -22.6(3) . . . . ? C19 N1 C17 C18 2.2(5) . . . . ? C22 N1 C17 C18 -179.1(4) . . . . ? N1 C17 C18 C21 -0.6(6) . . . . ? C17 N1 C19 C20 -1.4(5) . . . . ? C22 N1 C19 C20 180.0 . . . . ? N1 C19 C20 C21 -1.0(5) . . . . ? C17 C18 C21 C20 -1.7(5) . . . . ? C17 C18 C21 C21 179.8(3) . . . 2_565 ? C19 C20 C21 C18 2.5(5) . . . . ? C19 C20 C21 C21 -179.0(3) . . . 2_565 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.432 _refine_diff_density_min -0.604 _refine_diff_density_rms 0.092