# Electronic Supplementary Material (ESI) for RSC Advances # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_ZnCd-mip _database_code_depnum_ccdc_archive 'CCDC 796514' #TrackingRef '- cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H26 Cd O16 Zn2' _chemical_formula_weight 849.62 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' _cell_length_a 7.30775(10) _cell_length_b 23.3444(3) _cell_length_c 18.8151(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3209.75(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 ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.758 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1696 _exptl_absorpt_coefficient_mu 2.212 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6302 _exptl_absorpt_correction_T_max 0.7186 _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 11167 _diffrn_reflns_av_R_equivalents 0.0174 _diffrn_reflns_av_sigmaI/netI 0.0151 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 25.02 _reflns_number_total 2900 _reflns_number_gt 2513 _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^)+(0.0472P)^2^+2.9319P] 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 2900 _refine_ls_number_parameters 245 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0311 _refine_ls_R_factor_gt 0.0270 _refine_ls_wR_factor_ref 0.0802 _refine_ls_wR_factor_gt 0.0790 _refine_ls_goodness_of_fit_ref 1.098 _refine_ls_restrained_S_all 1.098 _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 Cd1 Cd 0.5000 0.5000 0.5000 0.01999(12) Uani 1 2 d S . . Zn1 Zn 0.15034(5) 0.413210(14) 0.451320(18) 0.02371(12) Uani 1 1 d . . . O1 O 0.2729(4) 0.49695(9) 0.57893(12) 0.0327(5) Uani 1 1 d . . . O2 O 0.0928(4) 0.42265(10) 0.55370(11) 0.0378(6) Uani 1 1 d . . . O3 O 0.2734(3) 0.48437(9) 0.41287(11) 0.0264(5) Uani 1 1 d . . . O4 O 0.2305(4) 0.42568(10) 0.32343(12) 0.0434(6) Uani 1 1 d . . . O5 O 0.5598(3) 0.40294(9) 0.50400(11) 0.0314(5) Uani 1 1 d . . . O6 O 0.3270(3) 0.35084(10) 0.46219(14) 0.0395(6) Uani 1 1 d . . . O7 O -0.0852(4) 0.38551(13) 0.41236(16) 0.0606(8) Uani 1 1 d . . . H7B H -0.0997 0.4209 0.4032 0.073 Uiso 1 1 d R . . H7A H -0.1717 0.3754 0.4398 0.073 Uiso 1 1 d R . . O1W O 0.993(3) 0.2500 0.3765(9) 0.163(8) Uani 0.50 2 d SP . . H1W H 0.9481 0.2796 0.3963 0.195 Uiso 0.50 1 d PR . . O2W O 0.594(3) 0.3609(7) 0.2998(9) 0.118(9) Uani 0.263(11) 1 d P A 1 H2WA H 0.4920 0.3768 0.3090 0.141 Uiso 0.263(11) 1 d PR A 1 H2WB H 0.6410 0.3776 0.2641 0.141 Uiso 0.263(11) 1 d PR A 1 O3W O 0.664(4) 0.2500 0.3060(16) 0.167(15) Uani 0.296(13) 2 d SP B 1 H3W H 0.5999 0.2797 0.2975 0.201 Uiso 0.296(13) 1 d PR B 1 O2W' O 0.816(4) 0.3456(9) 0.2804(12) 0.147(14) Uani 0.237(11) 1 d P A 2 H2WC H 0.7945 0.3720 0.2505 0.176 Uiso 0.237(11) 1 d PR A 2 H2WD H 0.8481 0.3609 0.3194 0.176 Uiso 0.237(11) 1 d PR A 2 O3W' O 0.319(5) 0.2500 0.324(2) 0.145(18) Uani 0.204(13) 2 d SP B 2 H3WA H 0.2729 0.2500 0.3654 0.174 Uiso 0.204(13) 2 d SPR B 2 H3WB H 0.3705 0.2816 0.3141 0.174 Uiso 0.102(6) 1 d PR B 2 C1 C 0.1796(4) 0.49131(12) 0.72228(16) 0.0218(6) Uani 1 1 d . . . H1 H 0.2283 0.5257 0.7061 0.026 Uiso 1 1 calc R . . C2 C 0.1268(4) 0.44966(13) 0.67412(15) 0.0228(6) Uani 1 1 d . . . C3 C 0.0523(4) 0.39820(12) 0.69882(16) 0.0240(6) Uani 1 1 d . . . H3 H 0.0113 0.3711 0.6663 0.029 Uiso 1 1 calc R . . C4 C 0.1653(4) 0.45748(12) 0.59615(15) 0.0233(6) Uani 1 1 d . . . C5 C 0.2798(4) 0.47315(13) 0.34510(15) 0.0245(6) Uani 1 1 d . . . C6 C 0.3405(4) 0.51835(13) 0.29512(15) 0.0211(6) Uani 1 1 d . . . C7 C 0.4057(4) 0.57128(12) 0.31874(16) 0.0240(6) Uani 1 1 d . . . H7 H 0.4119 0.5786 0.3673 0.029 Uiso 1 1 calc R . . C8 C 0.4614(4) 0.61308(13) 0.27100(16) 0.0242(6) Uani 1 1 d . . . C9 C 0.5288(5) 0.67067(14) 0.29685(19) 0.0372(8) Uani 1 1 d . . . H9C H 0.4261 0.6955 0.3049 0.056 Uiso 1 1 calc R . . H9A H 0.6076 0.6873 0.2616 0.056 Uiso 1 1 calc R . . H9B H 0.5953 0.6658 0.3404 0.056 Uiso 1 1 calc R . . C10 C 0.4840(4) 0.35656(13) 0.48999(15) 0.0232(7) Uani 1 1 d . . . C11 C 0.4965(6) 0.2500 0.4911(2) 0.0245(10) Uani 1 2 d S . . H11 H 0.3827 0.2500 0.4690 0.029 Uiso 1 2 calc SR . . C12 C 0.5807(4) 0.30151(12) 0.50745(15) 0.0225(6) Uani 1 1 d . . . C13 C 0.7533(4) 0.30122(12) 0.53927(15) 0.0250(7) Uani 1 1 d . . . H13 H 0.8100 0.3358 0.5502 0.030 Uiso 1 1 calc R . . C14 C 0.8413(6) 0.2500 0.5548(2) 0.0262(9) Uani 1 2 d S . . C15 C 1.0320(6) 0.2500 0.5870(3) 0.0400(12) Uani 1 2 d S . . H15B H 1.1095 0.2753 0.5604 0.060 Uiso 0.50 1 calc PR . . H15A H 1.0815 0.2119 0.5855 0.060 Uiso 0.50 1 calc PR . . H15C H 1.0256 0.2627 0.6354 0.060 Uiso 0.50 1 calc PR . . 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 Cd1 0.02803(19) 0.01416(18) 0.01779(18) 0.00017(11) 0.00011(12) -0.00181(11) Zn1 0.0293(2) 0.02080(19) 0.0210(2) 0.00247(14) -0.00189(15) -0.00059(15) O1 0.0471(14) 0.0290(12) 0.0222(11) -0.0008(9) 0.0102(10) -0.0043(10) O2 0.0513(15) 0.0426(14) 0.0194(11) -0.0026(10) -0.0023(11) -0.0138(12) O3 0.0335(12) 0.0279(11) 0.0177(10) 0.0054(9) -0.0018(9) -0.0019(10) O4 0.0723(18) 0.0295(13) 0.0285(13) 0.0021(10) 0.0006(13) -0.0190(12) O5 0.0405(13) 0.0137(11) 0.0399(14) -0.0005(9) -0.0072(11) 0.0002(10) O6 0.0373(13) 0.0216(11) 0.0596(16) 0.0014(11) -0.0147(12) 0.0047(10) O7 0.0527(17) 0.0656(19) 0.0637(19) 0.0085(16) -0.0049(15) -0.0130(15) O1W 0.26(2) 0.089(10) 0.144(14) 0.000 0.023(13) 0.000 O2W 0.16(2) 0.085(12) 0.109(14) 0.020(10) 0.004(13) 0.016(12) O3W 0.22(4) 0.12(2) 0.17(3) 0.000 0.01(2) 0.000 O2W' 0.23(4) 0.079(13) 0.134(19) 0.030(12) -0.07(2) -0.005(16) O3W' 0.17(4) 0.15(3) 0.12(3) 0.000 -0.01(3) 0.000 C1 0.0236(15) 0.0210(14) 0.0207(15) 0.0001(11) 0.0025(13) -0.0024(12) C2 0.0235(15) 0.0271(15) 0.0178(14) 0.0002(12) 0.0023(12) 0.0025(12) C3 0.0282(16) 0.0223(15) 0.0215(15) -0.0041(12) -0.0007(13) -0.0016(13) C4 0.0298(16) 0.0234(15) 0.0167(14) -0.0012(12) 0.0003(13) 0.0032(13) C5 0.0274(15) 0.0263(16) 0.0199(15) 0.0030(13) -0.0019(13) -0.0010(13) C6 0.0239(15) 0.0223(14) 0.0173(14) 0.0022(11) -0.0016(12) 0.0001(12) C7 0.0295(16) 0.0256(15) 0.0169(14) -0.0005(12) -0.0035(13) 0.0011(13) C8 0.0275(15) 0.0199(14) 0.0253(16) -0.0002(12) 0.0009(13) -0.0004(13) C9 0.051(2) 0.0254(16) 0.0351(19) -0.0060(15) -0.0012(16) -0.0088(15) C10 0.0305(17) 0.0167(17) 0.0223(16) 0.0006(12) 0.0007(13) 0.0025(12) C11 0.026(2) 0.019(2) 0.028(2) 0.000 -0.0035(18) 0.000 C12 0.0275(16) 0.0161(15) 0.0237(15) 0.0005(11) 0.0003(13) -0.0006(13) C13 0.0312(17) 0.0180(15) 0.0259(16) -0.0019(12) -0.0030(13) -0.0038(13) C14 0.025(2) 0.026(2) 0.028(2) 0.000 -0.0033(19) 0.000 C15 0.029(3) 0.036(3) 0.054(3) 0.000 -0.017(2) 0.000 _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 Cd1 O1 2.228(2) . ? Cd1 O1 2.228(2) 5_666 ? Cd1 O5 2.309(2) 5_666 ? Cd1 O5 2.309(2) . ? Cd1 O3 2.358(2) 5_666 ? Cd1 O3 2.358(2) . ? Zn1 O6 1.957(2) . ? Zn1 O7 1.980(3) . ? Zn1 O2 1.984(2) . ? Zn1 O3 2.023(2) . ? O1 C4 1.254(4) . ? O2 C4 1.257(4) . ? O3 C5 1.303(3) . ? O4 C5 1.234(4) . ? O5 C10 1.245(4) . ? O6 C10 1.267(4) . ? C1 C2 1.384(4) . ? C1 C6 1.397(4) 2_565 ? C2 C3 1.398(4) . ? C2 C4 1.505(4) . ? C3 C8 1.387(4) 2_565 ? C5 C6 1.481(4) . ? C6 C1 1.397(4) 2_564 ? C6 C7 1.397(4) . ? C7 C8 1.387(4) . ? C8 C3 1.387(4) 2_564 ? C8 C9 1.512(4) . ? C10 C12 1.503(4) . ? C11 C12 1.385(4) . ? C11 C12 1.385(4) 8_565 ? C12 C13 1.396(4) . ? C13 C14 1.389(4) . ? C14 C13 1.389(4) 8_565 ? C14 C15 1.519(6) . ? 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 Cd1 O1 180.000(1) . 5_666 ? O1 Cd1 O5 84.96(8) . 5_666 ? O1 Cd1 O5 95.04(8) 5_666 5_666 ? O1 Cd1 O5 95.04(8) . . ? O1 Cd1 O5 84.96(8) 5_666 . ? O5 Cd1 O5 180.000(1) 5_666 . ? O1 Cd1 O3 93.70(9) . 5_666 ? O1 Cd1 O3 86.30(9) 5_666 5_666 ? O5 Cd1 O3 90.21(8) 5_666 5_666 ? O5 Cd1 O3 89.79(8) . 5_666 ? O1 Cd1 O3 86.30(9) . . ? O1 Cd1 O3 93.70(9) 5_666 . ? O5 Cd1 O3 89.79(8) 5_666 . ? O5 Cd1 O3 90.21(8) . . ? O3 Cd1 O3 180.000(1) 5_666 . ? O6 Zn1 O7 111.68(12) . . ? O6 Zn1 O2 96.95(11) . . ? O7 Zn1 O2 102.21(12) . . ? O6 Zn1 O3 110.79(10) . . ? O7 Zn1 O3 121.50(11) . . ? O2 Zn1 O3 110.50(9) . . ? C4 O1 Cd1 131.51(19) . . ? C4 O2 Zn1 126.8(2) . . ? C5 O3 Zn1 101.58(18) . . ? C5 O3 Cd1 133.4(2) . . ? Zn1 O3 Cd1 100.99(8) . . ? C10 O5 Cd1 139.7(2) . . ? C10 O6 Zn1 124.2(2) . . ? C2 C1 C6 120.0(3) . 2_565 ? C1 C2 C3 119.6(3) . . ? C1 C2 C4 120.1(3) . . ? C3 C2 C4 120.1(3) . . ? C8 C3 C2 121.1(3) 2_565 . ? O1 C4 O2 125.1(3) . . ? O1 C4 C2 117.3(3) . . ? O2 C4 C2 117.5(3) . . ? O4 C5 O3 119.6(3) . . ? O4 C5 C6 121.1(3) . . ? O3 C5 C6 119.3(3) . . ? C1 C6 C7 119.4(3) 2_564 . ? C1 C6 C5 118.5(3) 2_564 . ? C7 C6 C5 122.0(3) . . ? C8 C7 C6 121.1(3) . . ? C3 C8 C7 118.6(3) 2_564 . ? C3 C8 C9 120.5(3) 2_564 . ? C7 C8 C9 120.8(3) . . ? O5 C10 O6 125.6(3) . . ? O5 C10 C12 119.2(3) . . ? O6 C10 C12 115.2(3) . . ? C12 C11 C12 120.4(4) . 8_565 ? C11 C12 C13 119.5(3) . . ? C11 C12 C10 119.0(3) . . ? C13 C12 C10 121.5(3) . . ? C14 C13 C12 120.9(3) . . ? C13 C14 C13 118.8(4) 8_565 . ? C13 C14 C15 120.58(19) 8_565 . ? C13 C14 C15 120.58(19) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.663 _refine_diff_density_min -0.538 _refine_diff_density_rms 0.076 #===END data_ZnCa-mip _database_code_depnum_ccdc_archive 'CCDC 865281' #TrackingRef '- cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H26 Ca O16 Zn2' _chemical_formula_weight 777.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ca Ca 0.2262 0.3064 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' _cell_length_a 7.35853(19) _cell_length_b 23.5965(5) _cell_length_c 18.7029(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3247.49(13) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.59 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.590 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1584 _exptl_absorpt_coefficient_mu 1.707 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4325 _exptl_absorpt_correction_T_max 0.7487 _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 9617 _diffrn_reflns_av_R_equivalents 0.0226 _diffrn_reflns_av_sigmaI/netI 0.0228 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.78 _diffrn_reflns_theta_max 25.02 _reflns_number_total 2929 _reflns_number_gt 2639 _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^+8.5802P] 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 2929 _refine_ls_number_parameters 245 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0433 _refine_ls_R_factor_gt 0.0393 _refine_ls_wR_factor_ref 0.1263 _refine_ls_wR_factor_gt 0.1233 _refine_ls_goodness_of_fit_ref 1.092 _refine_ls_restrained_S_all 1.092 _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 Ca1 Ca 0.5000 0.5000 0.5000 0.0206(2) Uani 1 2 d S . . Zn1 Zn 0.14200(6) 0.413277(17) 0.45085(2) 0.02363(18) Uani 1 1 d . . . O1 O 0.2552(4) 0.49269(12) 0.57487(14) 0.0367(7) Uani 1 1 d . . . O2 O 0.0739(5) 0.41943(12) 0.55339(14) 0.0374(7) Uani 1 1 d . . . O3 O 0.2732(4) 0.48223(10) 0.41150(13) 0.0270(6) Uani 1 1 d . . . O4 O 0.2140(5) 0.42824(12) 0.31898(16) 0.0443(8) Uani 1 1 d . . . O5 O 0.5449(4) 0.40172(11) 0.49968(15) 0.0347(7) Uani 1 1 d . . . O6 O 0.3135(4) 0.35009(12) 0.45898(17) 0.0389(7) Uani 1 1 d . . . O7 O -0.0911(5) 0.38614(17) 0.4102(2) 0.0606(10) Uani 1 1 d . . . H7B H -0.1056 0.4215 0.4011 0.073 Uiso 1 1 d R . . H7A H -0.1775 0.3760 0.4377 0.073 Uiso 1 1 d R . . O1W O 0.991(2) 0.2500 0.3770(8) 0.105(5) Uani 0.50 2 d SP . . H1W H 0.9470 0.2796 0.3968 0.126 Uiso 0.50 1 d PR . . O2W O 0.584(3) 0.3643(7) 0.3033(9) 0.097(7) Uani 0.302(12) 1 d P A 1 H2WA H 0.4823 0.3803 0.3125 0.116 Uiso 0.302(12) 1 d PR A 1 H2WB H 0.6313 0.3811 0.2676 0.116 Uiso 0.302(12) 1 d PR A 1 O3W O 0.663(5) 0.2500 0.3141(17) 0.122(13) Uani 0.274(15) 2 d SP B 1 H3W H 0.5996 0.2797 0.3056 0.147 Uiso 0.274(15) 1 d PR B 1 O2W' O 0.766(4) 0.3523(11) 0.2916(13) 0.097(11) Uani 0.198(12) 1 d P A 2 H2WC H 0.7446 0.3788 0.2617 0.116 Uiso 0.198(12) 1 d PR A 2 H2WD H 0.7982 0.3677 0.3307 0.116 Uiso 0.198(12) 1 d PR A 2 O3W' O 0.306(6) 0.2500 0.322(2) 0.124(16) Uani 0.226(15) 2 d SP B 2 H3WA H 0.2601 0.2500 0.3639 0.149 Uiso 0.226(15) 2 d SPR B 2 H3WB H 0.3578 0.2816 0.3126 0.149 Uiso 0.113(8) 1 d PR B 2 C1 C 0.1781(5) 0.48873(15) 0.72086(19) 0.0230(8) Uani 1 1 d . . . H1 H 0.2262 0.5224 0.7032 0.028 Uiso 1 1 calc R . . C2 C 0.1207(5) 0.44707(15) 0.67413(19) 0.0236(8) Uani 1 1 d . . . C3 C 0.0465(5) 0.39692(16) 0.7008(2) 0.0262(8) Uani 1 1 d . . . H3 H 0.0026 0.3698 0.6691 0.031 Uiso 1 1 calc R . . C4 C 0.1517(5) 0.45424(15) 0.5952(2) 0.0256(8) Uani 1 1 d . . . C5 C 0.2717(5) 0.47351(16) 0.3430(2) 0.0267(8) Uani 1 1 d . . . C6 C 0.3360(5) 0.51958(15) 0.29448(19) 0.0227(8) Uani 1 1 d . . . C7 C 0.4020(5) 0.57098(15) 0.32039(19) 0.0243(8) Uani 1 1 d . . . H7 H 0.4057 0.5773 0.3694 0.029 Uiso 1 1 calc R . . C8 C 0.4626(5) 0.61301(15) 0.2739(2) 0.0263(8) Uani 1 1 d . . . C9 C 0.5305(7) 0.66908(17) 0.3022(2) 0.0388(10) Uani 1 1 d . . . H9C H 0.4290 0.6935 0.3116 0.058 Uiso 1 1 calc R . . H9A H 0.6084 0.6864 0.2674 0.058 Uiso 1 1 calc R . . H9B H 0.5972 0.6629 0.3456 0.058 Uiso 1 1 calc R . . C10 C 0.4707(5) 0.35533(15) 0.48615(19) 0.0253(8) Uani 1 1 d . . . C11 C 0.4833(8) 0.2500 0.4871(3) 0.0261(11) Uani 1 2 d S . . H11 H 0.3691 0.2500 0.4657 0.031 Uiso 1 2 calc SR . . C12 C 0.5674(5) 0.30098(14) 0.50276(19) 0.0238(8) Uani 1 1 d . . . C13 C 0.7393(5) 0.30070(15) 0.5343(2) 0.0269(8) Uani 1 1 d . . . H13 H 0.7957 0.3350 0.5450 0.032 Uiso 1 1 calc R . . C14 C 0.8283(8) 0.2500 0.5503(3) 0.0273(12) Uani 1 2 d S . . C15 C 1.0154(9) 0.2500 0.5829(4) 0.0443(16) Uani 1 2 d S . . H15B H 1.0927 0.2752 0.5565 0.066 Uiso 0.50 1 calc PR . . H15A H 1.0647 0.2124 0.5814 0.066 Uiso 0.50 1 calc PR . . H15C H 1.0079 0.2625 0.6317 0.066 Uiso 0.50 1 calc PR . . 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 Ca1 0.0313(6) 0.0124(5) 0.0179(5) 0.0005(4) -0.0003(4) -0.0028(4) Zn1 0.0299(3) 0.0195(3) 0.0215(3) 0.00088(16) -0.00307(17) -0.00026(16) O1 0.0490(18) 0.0391(16) 0.0220(14) -0.0018(12) 0.0074(13) -0.0086(14) O2 0.0527(19) 0.0389(16) 0.0207(14) -0.0044(12) -0.0028(13) -0.0090(14) O3 0.0372(15) 0.0273(13) 0.0164(12) 0.0064(10) -0.0005(11) -0.0004(11) O4 0.071(2) 0.0318(15) 0.0305(16) 0.0011(13) -0.0016(16) -0.0189(16) O5 0.0485(18) 0.0135(12) 0.0420(17) -0.0001(11) -0.0111(14) -0.0012(12) O6 0.0385(17) 0.0204(14) 0.058(2) 0.0007(13) -0.0107(15) 0.0040(12) O7 0.050(2) 0.071(2) 0.060(2) 0.009(2) -0.0055(19) -0.0154(19) O1W 0.135(14) 0.081(9) 0.099(11) 0.000 0.014(10) 0.000 O2W 0.117(18) 0.099(12) 0.074(10) 0.028(9) 0.001(11) 0.010(11) O3W 0.13(3) 0.13(3) 0.11(3) 0.000 0.01(2) 0.000 O2W' 0.12(3) 0.097(19) 0.074(16) 0.028(14) 0.000(16) 0.009(17) O3W' 0.13(3) 0.13(3) 0.11(3) 0.000 0.00(3) 0.000 C1 0.0268(18) 0.0221(17) 0.0199(17) 0.0005(14) 0.0010(15) 0.0000(14) C2 0.0254(18) 0.0254(18) 0.0200(18) -0.0015(15) 0.0012(15) 0.0026(14) C3 0.031(2) 0.0244(18) 0.0237(18) -0.0058(15) -0.0019(16) -0.0019(16) C4 0.033(2) 0.0240(18) 0.0194(18) -0.0003(15) 0.0012(16) 0.0029(16) C5 0.030(2) 0.0280(19) 0.0223(19) 0.0054(16) -0.0019(16) 0.0014(16) C6 0.0257(19) 0.0241(18) 0.0182(17) 0.0024(14) -0.0002(15) 0.0006(14) C7 0.0305(19) 0.0252(18) 0.0172(17) 0.0003(14) -0.0036(16) 0.0009(16) C8 0.0305(19) 0.0219(17) 0.0266(19) -0.0017(15) -0.0007(16) 0.0001(15) C9 0.053(3) 0.027(2) 0.036(2) -0.0043(18) 0.000(2) -0.0078(19) C10 0.036(2) 0.0171(18) 0.0229(18) 0.0000(14) 0.0018(17) 0.0024(15) C11 0.030(3) 0.018(2) 0.030(3) 0.000 -0.003(2) 0.000 C12 0.033(2) 0.0150(18) 0.0231(18) 0.0002(13) 0.0009(16) -0.0012(15) C13 0.031(2) 0.0192(18) 0.031(2) 0.0000(15) -0.0031(17) -0.0037(15) C14 0.031(3) 0.024(3) 0.027(3) 0.000 -0.003(2) 0.000 C15 0.040(4) 0.035(3) 0.058(4) 0.000 -0.015(3) 0.000 _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 Ca1 O1 2.288(3) . ? Ca1 O1 2.288(3) 5_666 ? Ca1 O5 2.343(3) . ? Ca1 O5 2.343(3) 5_666 ? Ca1 O3 2.387(3) 5_666 ? Ca1 O3 2.387(3) . ? Ca1 Zn1 3.4601(4) 5_666 ? Ca1 Zn1 3.4602(4) . ? Zn1 O6 1.959(3) . ? Zn1 O7 1.982(4) . ? Zn1 O2 1.987(3) . ? Zn1 O3 2.030(3) . ? O1 C4 1.244(5) . ? O2 C4 1.271(5) . ? O3 C5 1.297(5) . ? O4 C5 1.234(5) . ? O5 C10 1.249(5) . ? O6 C10 1.269(5) . ? C1 C2 1.382(5) . ? C1 C6 1.395(5) 2_565 ? C2 C3 1.395(5) . ? C2 C4 1.503(5) . ? C3 C8 1.390(5) 2_565 ? C5 C6 1.493(5) . ? C6 C7 1.393(5) . ? C6 C1 1.395(5) 2_564 ? C7 C8 1.392(5) . ? C8 C3 1.390(5) 2_564 ? C8 C9 1.510(5) . ? C10 C12 1.499(5) . ? C11 C12 1.384(4) . ? C11 C12 1.384(4) 8_565 ? C12 C13 1.396(6) . ? C13 C14 1.396(5) . ? C14 C13 1.396(5) 8_565 ? C14 C15 1.506(8) . ? 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 Ca1 O1 180.000(1) . 5_666 ? O1 Ca1 O5 92.18(11) . . ? O1 Ca1 O5 87.82(11) 5_666 . ? O1 Ca1 O5 87.82(11) . 5_666 ? O1 Ca1 O5 92.18(11) 5_666 5_666 ? O5 Ca1 O5 180.000(1) . 5_666 ? O1 Ca1 O3 98.00(10) . 5_666 ? O1 Ca1 O3 82.00(10) 5_666 5_666 ? O5 Ca1 O3 94.42(9) . 5_666 ? O5 Ca1 O3 85.58(9) 5_666 5_666 ? O1 Ca1 O3 82.00(10) . . ? O1 Ca1 O3 98.00(10) 5_666 . ? O5 Ca1 O3 85.58(9) . . ? O5 Ca1 O3 94.42(9) 5_666 . ? O3 Ca1 O3 180.0 5_666 . ? O1 Ca1 Zn1 118.77(7) . 5_666 ? O1 Ca1 Zn1 61.23(7) 5_666 5_666 ? O5 Ca1 Zn1 118.61(7) . 5_666 ? O5 Ca1 Zn1 61.39(7) 5_666 5_666 ? O3 Ca1 Zn1 34.90(6) 5_666 5_666 ? O3 Ca1 Zn1 145.10(6) . 5_666 ? O1 Ca1 Zn1 61.23(7) . . ? O1 Ca1 Zn1 118.77(7) 5_666 . ? O5 Ca1 Zn1 61.39(7) . . ? O5 Ca1 Zn1 118.61(7) 5_666 . ? O3 Ca1 Zn1 145.10(6) 5_666 . ? O3 Ca1 Zn1 34.90(6) . . ? Zn1 Ca1 Zn1 180.0 5_666 . ? O6 Zn1 O7 109.96(15) . . ? O6 Zn1 O2 98.23(14) . . ? O7 Zn1 O2 100.09(15) . . ? O6 Zn1 O3 109.36(12) . . ? O7 Zn1 O3 122.11(13) . . ? O2 Zn1 O3 114.28(11) . . ? O6 Zn1 Ca1 86.50(9) . . ? O7 Zn1 Ca1 162.12(12) . . ? O2 Zn1 Ca1 83.82(9) . . ? O3 Zn1 Ca1 42.28(7) . . ? C4 O1 Ca1 136.4(3) . . ? C4 O2 Zn1 121.8(3) . . ? C5 O3 Zn1 103.1(2) . . ? C5 O3 Ca1 135.9(2) . . ? Zn1 O3 Ca1 102.82(10) . . ? C10 O5 Ca1 143.7(3) . . ? C10 O6 Zn1 123.0(2) . . ? C2 C1 C6 120.1(3) . 2_565 ? C1 C2 C3 119.8(3) . . ? C1 C2 C4 119.7(3) . . ? C3 C2 C4 120.4(3) . . ? C8 C3 C2 120.9(3) 2_565 . ? O1 C4 O2 124.0(3) . . ? O1 C4 C2 118.4(3) . . ? O2 C4 C2 117.6(3) . . ? O4 C5 O3 120.0(3) . . ? O4 C5 C6 121.2(3) . . ? O3 C5 C6 118.8(3) . . ? C7 C6 C1 119.4(3) . 2_564 ? C7 C6 C5 122.2(3) . . ? C1 C6 C5 118.3(3) 2_564 . ? C8 C7 C6 121.0(3) . . ? C3 C8 C7 118.6(3) 2_564 . ? C3 C8 C9 120.6(3) 2_564 . ? C7 C8 C9 120.8(3) . . ? O5 C10 O6 124.4(3) . . ? O5 C10 C12 120.0(3) . . ? O6 C10 C12 115.6(3) . . ? C12 C11 C12 120.7(5) . 8_565 ? C11 C12 C13 119.4(3) . . ? C11 C12 C10 119.2(4) . . ? C13 C12 C10 121.4(3) . . ? C14 C13 C12 121.3(4) . . ? C13 C14 C13 118.0(5) . 8_565 ? C13 C14 C15 121.0(3) . . ? C13 C14 C15 121.0(3) 8_565 . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.636 _refine_diff_density_min -0.756 _refine_diff_density_rms 0.087 data_ZnCa-tbip _database_code_depnum_ccdc_archive 'CCDC 884315' #TrackingRef '- cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H50 Ca O19 Zn2' _chemical_formula_weight 957.58 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ca Ca 0.2262 0.3064 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pnna loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' 'x, -y+1/2, -z+1/2' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' '-x, y-1/2, z-1/2' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 15.7091(7) _cell_length_b 21.6243(9) _cell_length_c 13.2974(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4517.1(3) _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 0.38 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.408 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1992 _exptl_absorpt_coefficient_mu 1.246 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6488 _exptl_absorpt_correction_T_max 0.8255 _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 14733 _diffrn_reflns_av_R_equivalents 0.0396 _diffrn_reflns_av_sigmaI/netI 0.0446 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.59 _diffrn_reflns_theta_max 26.37 _reflns_number_total 4615 _reflns_number_gt 3396 _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^)+(0.0838P)^2^+5.5071P] 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 4615 _refine_ls_number_parameters 267 _refine_ls_number_restraints 44 _refine_ls_R_factor_all 0.0778 _refine_ls_R_factor_gt 0.0539 _refine_ls_wR_factor_ref 0.1596 _refine_ls_wR_factor_gt 0.1415 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.032 _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 0.17272(3) 0.30374(2) 0.47827(3) 0.03158(17) Uani 1 1 d . . . Ca1 Ca 0.26266(7) 0.2500 0.7500 0.0319(3) Uani 1 2 d S . . O5 O 0.2011(2) 0.38664(14) 0.5295(2) 0.0474(8) Uani 1 1 d . . . C3 C -0.1463(3) 0.18924(17) 0.6548(3) 0.0311(8) Uani 1 1 d . . . C5 C 0.0063(3) 0.19353(18) 0.6515(3) 0.0334(9) Uani 1 1 d . . . O4 O -0.2980(2) 0.19617(15) 0.6591(2) 0.0486(8) Uani 1 1 d . . . C7 C 0.2500 0.5000 0.6175(4) 0.0323(12) Uani 1 2 d S . . H7 H 0.2500 0.5000 0.538(5) 0.039 Uiso 1 2 d S . . O1 O 0.07785(19) 0.26365(15) 0.5447(2) 0.0461(8) Uani 1 1 d . . . O3 O -0.22652(18) 0.25538(14) 0.5513(2) 0.0438(7) Uani 1 1 d . . . C11 C -0.2309(3) 0.21412(19) 0.6216(3) 0.0338(9) Uani 1 1 d . . . C12 C 0.0867(3) 0.2234(2) 0.6149(3) 0.0360(9) Uani 1 1 d . . . C13 C 0.2350(3) 0.38490(18) 0.6150(3) 0.0390(10) Uani 1 1 d . . . C15 C -0.0718(2) 0.21664(18) 0.6213(3) 0.0311(8) Uani 1 1 d . . . H15 H -0.0742 0.2506 0.5785 0.037 Uiso 1 1 calc R . . O6 O 0.2594(3) 0.33636(14) 0.6556(3) 0.0644(11) Uani 1 1 d . . . C19 C 0.0095(3) 0.14351(19) 0.7172(3) 0.0388(9) Uani 1 1 d . . . H19 H 0.0621 0.1285 0.7381 0.047 Uiso 1 1 calc R . . C20 C -0.1422(3) 0.13898(19) 0.7203(3) 0.0354(9) Uani 1 1 d . . . H20 H -0.1924 0.1209 0.7428 0.043 Uiso 1 1 calc R . . C21 C 0.2451(3) 0.44478(18) 0.6707(3) 0.0340(9) Uani 1 1 d . . . C22 C -0.0647(3) 0.1155(2) 0.7525(3) 0.0395(10) Uani 1 1 d . . . O8 O 0.1227(4) 0.3321(2) 0.3456(3) 0.0858(14) Uani 1 1 d . . . H23A H 0.157(5) 0.319(4) 0.282(7) 0.129 Uiso 1 1 d . . . H23B H 0.059(6) 0.350(4) 0.321(6) 0.129 Uiso 1 1 d . . . C24 C 0.2473(3) 0.4453(2) 0.7748(3) 0.0484(12) Uani 1 1 d . . . H24 H 0.244(3) 0.410(3) 0.806(4) 0.058 Uiso 1 1 d . . . O7 O 0.3631(3) 0.2810(3) 0.8714(3) 0.0870(14) Uani 1 1 d . . . H25A H 0.3938 0.3128 0.8501 0.131 Uiso 1 1 d R . . H25B H 0.3373 0.2925 0.9274 0.131 Uiso 1 1 d R . . C26 C 0.2500 0.5000 0.8289(4) 0.0513(18) Uani 1 2 d S . . C27 C -0.0612(3) 0.0614(2) 0.8260(4) 0.0559(13) Uani 1 1 d . . . C29 C -0.1418(6) 0.0267(5) 0.8351(8) 0.151(3) Uani 1 1 d U . . H29A H -0.1875 0.0550 0.8487 0.226 Uiso 1 1 calc R . . H29B H -0.1373 -0.0025 0.8892 0.226 Uiso 1 1 calc R . . H29C H -0.1530 0.0051 0.7734 0.226 Uiso 1 1 calc R . . C2 C 0.2500 0.5000 0.9445(7) 0.117(4) Uani 1 2 d SDU . . C1 C 0.0103(7) 0.0183(4) 0.8043(8) 0.151(3) Uani 1 1 d U . . H1A H 0.0052 0.0032 0.7367 0.226 Uiso 1 1 calc R . . H1B H 0.0083 -0.0158 0.8504 0.226 Uiso 1 1 calc R . . H1C H 0.0634 0.0398 0.8117 0.226 Uiso 1 1 calc R . . O9 O 0.5234(4) 0.3388(4) 0.8827(5) 0.151(3) Uani 1 1 d . . . H2A H 0.5067 0.3048 0.9076 0.227 Uiso 1 1 d R . . H2B H 0.5775 0.3398 0.8823 0.227 Uiso 1 1 d R . . O10 O 0.9607(9) 0.3499(8) 0.3193(13) 0.169(6) Uani 0.50 1 d P . . H3A H 0.9163 0.3522 0.2829 0.254 Uiso 0.50 1 d PR . . H3B H 0.9377 0.3314 0.3687 0.254 Uiso 0.50 1 d PR . . C6 C 0.1603(10) 0.5293(8) 0.9732(9) 0.117(4) Uani 0.50 1 d PDU . 1 H6A H 0.1580 0.5361 1.0445 0.176 Uiso 0.50 1 d PR . 1 H6B H 0.1155 0.5016 0.9538 0.176 Uiso 0.50 1 d PR . 1 H6C H 0.1534 0.5680 0.9389 0.176 Uiso 0.50 1 d PR . 1 C8 C 0.1955(14) 0.4498(9) 0.9879(10) 0.117(4) Uani 0.50 1 d PU . 2 H8A H 0.2017 0.4493 1.0598 0.176 Uiso 0.50 1 calc PR . 2 H8B H 0.2128 0.4106 0.9609 0.176 Uiso 0.50 1 calc PR . 2 H8C H 0.1370 0.4573 0.9710 0.176 Uiso 0.50 1 calc PR . 2 C9 C 0.2572(16) 0.4397(7) 0.9941(10) 0.117(4) Uani 0.50 1 d PDU . 1 H9A H 0.2669 0.4455 1.0647 0.176 Uiso 0.50 1 d PR . 1 H9B H 0.3037 0.4169 0.9655 0.176 Uiso 0.50 1 d PR . 1 H9C H 0.2052 0.4171 0.9845 0.176 Uiso 0.50 1 d PR . 1 C4 C -0.0419(7) 0.0883(4) 0.9310(8) 0.151(3) Uani 1 1 d U . . H4A H 0.0085 0.1133 0.9278 0.226 Uiso 1 1 calc R . . H4B H -0.0332 0.0551 0.9778 0.226 Uiso 1 1 calc R . . H4C H -0.0890 0.1132 0.9528 0.226 Uiso 1 1 calc R . . O2 O 0.15640(19) 0.20835(16) 0.6510(3) 0.0502(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0366(3) 0.0260(3) 0.0321(3) -0.00191(17) 0.00389(19) -0.00181(18) Ca1 0.0348(6) 0.0255(5) 0.0354(6) 0.0046(4) 0.000 0.000 O5 0.064(2) 0.0302(15) 0.0480(19) -0.0108(13) -0.0020(16) -0.0063(15) C3 0.034(2) 0.031(2) 0.0289(19) 0.0033(15) -0.0029(16) 0.0009(16) C5 0.034(2) 0.034(2) 0.032(2) -0.0022(16) -0.0024(17) -0.0066(16) O4 0.0323(16) 0.062(2) 0.0516(19) 0.0176(15) 0.0030(14) 0.0017(14) C7 0.041(3) 0.020(3) 0.036(3) 0.000 0.000 0.000(2) O1 0.0389(17) 0.0456(19) 0.0538(18) 0.0172(15) 0.0057(14) -0.0048(13) O3 0.0381(16) 0.0520(19) 0.0413(16) 0.0173(14) 0.0001(13) 0.0082(14) C11 0.038(2) 0.034(2) 0.029(2) 0.0027(16) -0.0017(17) 0.0045(17) C12 0.035(2) 0.034(2) 0.039(2) -0.0014(17) -0.0009(18) -0.0049(17) C13 0.052(3) 0.024(2) 0.041(2) -0.0014(17) 0.022(2) -0.0100(18) C15 0.037(2) 0.0285(19) 0.0280(19) 0.0064(15) -0.0032(16) -0.0018(16) O6 0.122(3) 0.0212(16) 0.0494(19) 0.0060(13) 0.018(2) 0.0033(17) C19 0.033(2) 0.036(2) 0.047(2) 0.0088(18) -0.0072(18) -0.0023(17) C20 0.031(2) 0.039(2) 0.037(2) 0.0088(17) -0.0010(17) -0.0072(17) C21 0.041(2) 0.026(2) 0.034(2) 0.0012(15) 0.0060(18) -0.0019(16) C22 0.039(2) 0.037(2) 0.043(2) 0.0138(18) -0.0079(19) -0.0047(17) O8 0.122(4) 0.092(3) 0.043(2) 0.001(2) -0.013(2) 0.040(3) C24 0.080(4) 0.025(2) 0.040(2) 0.0068(17) 0.005(2) -0.005(2) O7 0.076(3) 0.139(4) 0.046(2) -0.006(2) -0.003(2) -0.047(3) C26 0.087(5) 0.035(3) 0.032(3) 0.000 0.000 -0.004(3) C27 0.049(3) 0.053(3) 0.066(3) 0.031(3) -0.017(2) -0.006(2) C29 0.157(5) 0.109(4) 0.187(6) 0.103(4) 0.000(4) -0.005(4) C2 0.226(12) 0.084(5) 0.041(3) 0.000 0.000 -0.005(6) C1 0.157(5) 0.109(4) 0.187(6) 0.103(4) 0.000(4) -0.005(4) O9 0.075(4) 0.246(8) 0.133(5) 0.060(5) 0.001(3) -0.004(4) O10 0.099(9) 0.187(16) 0.221(17) -0.031(13) 0.002(10) -0.006(10) C6 0.226(12) 0.084(5) 0.041(3) 0.000 0.000 -0.005(6) C8 0.226(12) 0.084(5) 0.041(3) 0.000 0.000 -0.005(6) C9 0.226(12) 0.084(5) 0.041(3) 0.000 0.000 -0.005(6) C4 0.157(5) 0.109(4) 0.187(6) 0.103(4) 0.000(4) -0.005(4) O2 0.0367(17) 0.054(2) 0.060(2) 0.0106(16) -0.0091(15) -0.0098(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O3 1.937(3) 6_656 ? Zn1 O1 1.937(3) . ? Zn1 O5 1.969(3) . ? Zn1 O8 2.026(4) . ? Ca1 O6 2.250(3) . ? Ca1 O6 2.250(3) 3_556 ? Ca1 O2 2.309(3) . ? Ca1 O2 2.309(3) 3_556 ? Ca1 O7 2.354(4) . ? Ca1 O7 2.354(4) 3_556 ? O5 C13 1.256(5) . ? C3 C15 1.385(5) . ? C3 C20 1.394(5) . ? C3 C11 1.500(5) . ? C5 C15 1.384(5) . ? C5 C19 1.391(6) . ? C5 C12 1.499(5) . ? O4 C11 1.230(5) . ? C7 C21 1.390(5) 2_565 ? C7 C21 1.390(5) . ? O1 C12 1.284(5) . ? O3 C11 1.294(5) . ? O3 Zn1 1.937(3) 6_556 ? C12 O2 1.240(5) . ? C13 O6 1.241(5) . ? C13 C21 1.500(6) . ? C19 C22 1.394(6) . ? C20 C22 1.388(6) . ? C21 C24 1.385(6) . ? C22 C27 1.525(6) . ? C24 C26 1.386(5) . ? C26 C24 1.386(5) 2_565 ? C26 C2 1.537(11) . ? C27 C29 1.477(10) . ? C27 C1 1.487(11) . ? C27 C4 1.543(13) . ? C2 C9 1.466(14) 2_565 ? C2 C9 1.466(14) . ? C2 C8 1.499(19) 2_565 ? C2 C8 1.499(19) . ? C2 C6 1.592(14) . ? C2 C6 1.592(14) 2_565 ? C6 C9 1.49(3) 2_565 ? C9 C6 1.49(3) 2_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 O3 Zn1 O1 118.65(14) 6_656 . ? O3 Zn1 O5 112.12(14) 6_656 . ? O1 Zn1 O5 115.07(14) . . ? O3 Zn1 O8 107.70(17) 6_656 . ? O1 Zn1 O8 103.5(2) . . ? O5 Zn1 O8 96.51(17) . . ? O6 Ca1 O6 177.4(2) . 3_556 ? O6 Ca1 O2 89.40(14) . . ? O6 Ca1 O2 88.72(13) 3_556 . ? O6 Ca1 O2 88.72(13) . 3_556 ? O6 Ca1 O2 89.40(14) 3_556 3_556 ? O2 Ca1 O2 87.39(18) . 3_556 ? O6 Ca1 O7 99.26(17) . . ? O6 Ca1 O7 82.50(16) 3_556 . ? O2 Ca1 O7 170.55(14) . . ? O2 Ca1 O7 89.00(14) 3_556 . ? O6 Ca1 O7 82.50(16) . 3_556 ? O6 Ca1 O7 99.26(16) 3_556 3_556 ? O2 Ca1 O7 89.00(14) . 3_556 ? O2 Ca1 O7 170.55(14) 3_556 3_556 ? O7 Ca1 O7 95.9(2) . 3_556 ? C13 O5 Zn1 112.5(3) . . ? C15 C3 C20 119.7(4) . . ? C15 C3 C11 120.0(3) . . ? C20 C3 C11 120.3(4) . . ? C15 C5 C19 119.6(4) . . ? C15 C5 C12 119.8(4) . . ? C19 C5 C12 120.6(4) . . ? C21 C7 C21 118.8(5) 2_565 . ? C12 O1 Zn1 123.5(3) . . ? C11 O3 Zn1 118.4(3) . 6_556 ? O4 C11 O3 123.8(4) . . ? O4 C11 C3 121.8(3) . . ? O3 C11 C3 114.4(3) . . ? O2 C12 O1 123.7(4) . . ? O2 C12 C5 120.4(4) . . ? O1 C12 C5 115.9(4) . . ? O6 C13 O5 123.4(4) . . ? O6 C13 C21 118.8(4) . . ? O5 C13 C21 117.8(4) . . ? C5 C15 C3 120.1(3) . . ? C13 O6 Ca1 162.0(3) . . ? C5 C19 C22 121.3(4) . . ? C22 C20 C3 121.2(4) . . ? C24 C21 C7 120.1(4) . . ? C24 C21 C13 120.2(4) . . ? C7 C21 C13 119.7(4) . . ? C20 C22 C19 118.1(4) . . ? C20 C22 C27 120.7(4) . . ? C19 C22 C27 121.3(4) . . ? C21 C24 C26 121.7(4) . . ? C24 C26 C24 117.5(6) 2_565 . ? C24 C26 C2 121.3(3) 2_565 . ? C24 C26 C2 121.3(3) . . ? C29 C27 C1 110.2(7) . . ? C29 C27 C22 114.3(5) . . ? C1 C27 C22 112.5(5) . . ? C29 C27 C4 106.6(7) . . ? C1 C27 C4 105.3(6) . . ? C22 C27 C4 107.4(5) . . ? C9 C2 C9 126.5(13) 2_565 . ? C9 C2 C8 39.3(11) 2_565 2_565 ? C9 C2 C8 115.3(9) . 2_565 ? C9 C2 C8 115.3(9) 2_565 . ? C9 C2 C8 39.3(10) . . ? C8 C2 C8 134.6(13) 2_565 . ? C9 C2 C26 116.8(7) 2_565 . ? C9 C2 C26 116.8(7) . . ? C8 C2 C26 112.7(7) 2_565 . ? C8 C2 C26 112.7(7) . . ? C9 C2 C6 58.0(10) 2_565 . ? C9 C2 C6 108.3(11) . . ? C8 C2 C6 97.2(10) 2_565 . ? C8 C2 C6 71.9(10) . . ? C26 C2 C6 103.9(6) . . ? C9 C2 C6 108.3(11) 2_565 2_565 ? C9 C2 C6 58.0(10) . 2_565 ? C8 C2 C6 71.9(10) 2_565 2_565 ? C8 C2 C6 97.2(10) . 2_565 ? C26 C2 C6 103.9(6) . 2_565 ? C6 C2 C6 152.2(11) . 2_565 ? C9 C6 C2 56.8(8) 2_565 . ? C2 C9 C6 65.2(9) . 2_565 ? C12 O2 Ca1 139.3(3) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.869 _refine_diff_density_min -0.870 _refine_diff_density_rms 0.088 data_ZnZn-tbip _database_code_depnum_ccdc_archive 'CCDC 884319' #TrackingRef '- cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H48 O18 Zn3' _chemical_formula_weight 964.85 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pnna loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' 'x, -y+1/2, -z+1/2' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' '-x, y-1/2, z-1/2' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 16.0781(5) _cell_length_b 21.0471(6) _cell_length_c 12.8084(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4334.3(2) _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 0.45 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.479 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1992 _exptl_absorpt_coefficient_mu 1.717 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5120 _exptl_absorpt_correction_T_max 0.7038 _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 14179 _diffrn_reflns_av_R_equivalents 0.0327 _diffrn_reflns_av_sigmaI/netI 0.0338 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.71 _diffrn_reflns_theta_max 26.37 _reflns_number_total 4418 _reflns_number_gt 3692 _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^)+(0.0684P)^2^+11.5018P] 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 4418 _refine_ls_number_parameters 295 _refine_ls_number_restraints 72 _refine_ls_R_factor_all 0.0696 _refine_ls_R_factor_gt 0.0577 _refine_ls_wR_factor_ref 0.1547 _refine_ls_wR_factor_gt 0.1454 _refine_ls_goodness_of_fit_ref 1.088 _refine_ls_restrained_S_all 1.080 _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 0.16061(3) 0.69443(2) 0.52549(4) 0.03108(17) Uani 1 1 d . . . Zn2 Zn 0.22699(4) 0.7500 0.2500 0.0311(2) Uani 1 2 d S . . C9 C 0.4304(3) 0.9388(3) 0.8349(4) 0.0524(14) Uani 1 1 d . . . C6 C 0.4253(3) 0.8835(2) 0.7568(3) 0.0390(10) Uani 1 1 d . D . O5A O 0.1988(7) 0.6647(4) 0.3343(8) 0.0454(13) Uani 0.397(7) 1 d P A 2 O14 O 0.1957(2) 0.80279(16) 0.6621(3) 0.0443(8) Uani 1 1 d . . . O1 O 0.2627(2) 0.74140(15) 0.5494(2) 0.0416(8) Uani 1 1 d . . . O4 O 0.1190(2) 0.66078(17) 0.6625(2) 0.0475(8) Uani 1 1 d . . . H4A H 0.1434 0.6792 0.7176 0.071 Uiso 1 1 d R . . H4B H 0.0642 0.6668 0.6707 0.071 Uiso 1 1 d R . . O3 O 0.1913(2) 0.61302(15) 0.4626(3) 0.0505(9) Uani 1 1 d . . . C2 C 0.3442(3) 0.80951(19) 0.6532(3) 0.0319(9) Uani 1 1 d . D . C4 C 0.4932(3) 0.8046(2) 0.6472(3) 0.0407(11) Uani 1 1 d . D . C12 C 0.2500 0.5000 0.3702(4) 0.0246(11) Uani 1 2 d S . . H12 H 0.2500 0.5000 0.4428 0.030 Uiso 1 2 calc SR . . C1 C 0.2607(3) 0.7844(2) 0.6215(3) 0.0331(9) Uani 1 1 d . . . C11 C 0.2373(3) 0.5558(2) 0.3151(3) 0.0373(10) Uani 1 1 d . . . C3 C 0.4166(3) 0.7825(2) 0.6148(3) 0.0373(10) Uani 1 1 d . . . C7 C 0.3494(3) 0.8601(2) 0.7242(3) 0.0340(9) Uani 1 1 d . . . H7 H 0.3008 0.8782 0.7498 0.041 Uiso 1 1 calc R D . C10 C 0.2188(3) 0.6162(2) 0.3713(4) 0.0437(12) Uani 1 1 d . A . C5 C 0.4972(3) 0.8549(2) 0.7182(4) 0.0419(11) Uani 1 1 d . . . H5 H 0.5488 0.8695 0.7402 0.050 Uiso 1 1 calc R D . C13A C 0.2159(9) 0.5552(6) 0.2104(9) 0.0378(19) Uani 0.483(12) 1 d P . 2 H13A H 0.1745 0.5790 0.1782 0.045 Uiso 0.483(12) 1 calc PR . 2 C16 C 0.1191(11) 0.4543(6) 0.0219(8) 0.076(2) Uani 0.50 1 d PU . . H16A H 0.1051 0.4516 -0.0508 0.114 Uiso 0.50 1 calc PR B 1 H16B H 0.0740 0.4737 0.0593 0.114 Uiso 0.50 1 calc PR B 1 H16C H 0.1287 0.4124 0.0489 0.114 Uiso 0.50 1 calc PR B 1 C14 C 0.2188(6) 0.4983(5) 0.1527(6) 0.040(2) Uani 0.50 1 d P . . C15 C 0.1987(11) 0.4950(7) 0.0352(8) 0.076(2) Uani 0.50 1 d PU . 1 C18 C 0.1866(11) 0.5619(7) -0.0100(9) 0.076(2) Uani 0.50 1 d PU C 1 H18A H 0.1816 0.5593 -0.0846 0.114 Uiso 0.50 1 calc PR C 1 H18B H 0.2337 0.5879 0.0076 0.114 Uiso 0.50 1 calc PR C 1 H18C H 0.1370 0.5805 0.0186 0.114 Uiso 0.50 1 calc PR C 1 C17 C 0.2645(11) 0.4613(6) -0.0234(9) 0.076(2) Uani 0.50 1 d PU . 2 H17A H 0.2692 0.4177 0.0027 0.114 Uiso 0.50 1 d PR . 2 H17B H 0.3177 0.4834 -0.0140 0.114 Uiso 0.50 1 d PR . 2 H17C H 0.2502 0.4605 -0.0978 0.114 Uiso 0.50 1 d PR . 2 C13B C 0.2607(8) 0.5564(5) 0.2059(9) 0.0378(19) Uani 0.517(12) 1 d P . 1 H13B H 0.2620 0.5950 0.1706 0.045 Uiso 0.517(12) 1 calc PR . 1 C20B C 0.3509(5) 0.9744(4) 0.8475(7) 0.0632(14) Uani 0.75 1 d PU D 2 H20A H 0.3334 0.9907 0.7810 0.095 Uiso 0.75 1 calc PR D 2 H20B H 0.3590 1.0090 0.8952 0.095 Uiso 0.75 1 calc PR D 2 H20C H 0.3089 0.9464 0.8745 0.095 Uiso 0.75 1 calc PR D 2 C21B C 0.4940(8) 0.9903(6) 0.7877(10) 0.0632(14) Uani 0.50 1 d PU D 2 H21A H 0.5483 0.9716 0.7818 0.095 Uiso 0.50 1 calc PR D 2 H21B H 0.4965 1.0264 0.8332 0.095 Uiso 0.50 1 calc PR D 2 H21C H 0.4751 1.0034 0.7200 0.095 Uiso 0.50 1 calc PR D 2 C19B C 0.4669(8) 0.9144(6) 0.9360(10) 0.0632(14) Uani 0.50 1 d PU D 2 H19A H 0.4351 0.8787 0.9600 0.095 Uiso 0.50 1 calc PR D 2 H19B H 0.4653 0.9475 0.9876 0.095 Uiso 0.50 1 calc PR D 2 H19C H 0.5235 0.9016 0.9246 0.095 Uiso 0.50 1 calc PR D 2 O5B O 0.2528(5) 0.6688(3) 0.3251(5) 0.0454(13) Uani 0.603(7) 1 d P A 1 C21A C 0.5083(8) 0.9699(6) 0.8440(10) 0.0632(14) Uani 0.50 1 d PU D 1 H21D H 0.5487 0.9408 0.8714 0.095 Uiso 0.50 1 calc PR D 1 H21E H 0.5029 1.0056 0.8904 0.095 Uiso 0.50 1 calc PR D 1 H21F H 0.5258 0.9845 0.7765 0.095 Uiso 0.50 1 calc PR D 1 C19A C 0.4149(8) 0.9038(6) 0.9531(10) 0.0632(14) Uani 0.50 1 d PU D 1 H19D H 0.3612 0.8838 0.9541 0.095 Uiso 0.50 1 calc PR D 1 H19E H 0.4175 0.9354 1.0070 0.095 Uiso 0.50 1 calc PR D 1 H19F H 0.4572 0.8724 0.9648 0.095 Uiso 0.50 1 calc PR D 1 C20A C 0.3820(16) 0.9982(12) 0.7749(19) 0.0632(14) Uani 0.25 1 d PU D 1 H20D H 0.4146 1.0120 0.7162 0.095 Uiso 0.25 1 calc PR D 1 H20E H 0.3751 1.0330 0.8227 0.095 Uiso 0.25 1 calc PR D 1 H20F H 0.3285 0.9841 0.7511 0.095 Uiso 0.25 1 calc PR D 1 O9B O 0.4825(8) 0.7184(10) 0.1586(11) 0.129(7) Uani 0.40 1 d PU E 1 H9BA H 0.4449 0.7147 0.1123 0.194 Uiso 0.40 1 d PR E 1 H9BB H 0.5318 0.7255 0.1331 0.194 Uiso 0.40 1 d PR E 1 O8A O 0.4494(15) 0.8497(13) 0.200(2) 0.098(7) Uani 0.25 1 d P F 2 H8AA H 0.4760 0.8848 0.2132 0.147 Uiso 0.25 1 d PR F 2 H8AB H 0.3997 0.8660 0.2043 0.147 Uiso 0.25 1 d PR F 2 O9A O 0.484(2) 0.7500 0.2500 0.129(7) Uani 0.20 2 d SPU G 2 H9AA H 0.4606 0.7376 0.3074 0.194 Uiso 0.10 1 d PR G 2 H9AB H 0.5351 0.7644 0.2501 0.194 Uiso 0.10 1 d PR G 2 O8B O 0.4564(15) 0.8039(14) 0.178(2) 0.098(7) Uani 0.25 1 d P H 1 H8BA H 0.4293 0.8225 0.1276 0.147 Uiso 0.25 1 d PR H 1 H8BB H 0.4481 0.7631 0.1749 0.147 Uiso 0.25 1 d PR H 1 O6 O 0.3174(3) 0.7200(3) 0.1441(3) 0.107(2) Uani 1 1 d . A . H6A H 0.3345 0.6804 0.1606 0.161 Uiso 1 1 d R . . H6B H 0.2978 0.7183 0.0776 0.161 Uiso 1 1 d R . . O7 O 0.6402(2) 0.7876(2) 0.6503(3) 0.0619(11) Uani 1 1 d . . . C22 C 0.5723(3) 0.7744(3) 0.6083(4) 0.0476(12) Uani 1 1 d . . . O2 O 0.5635(2) 0.73698(17) 0.5302(3) 0.0516(9) Uani 1 1 d . . . H3 H 0.413(3) 0.749(2) 0.579(4) 0.043(14) 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 0.0412(3) 0.0278(3) 0.0242(3) 0.00031(18) 0.0011(2) 0.0072(2) Zn2 0.0376(4) 0.0299(4) 0.0257(4) 0.0010(3) 0.000 0.000 C9 0.050(3) 0.053(3) 0.054(3) -0.032(3) -0.018(3) 0.012(2) C6 0.051(3) 0.037(2) 0.029(2) -0.0108(18) -0.010(2) 0.010(2) O5A 0.066(4) 0.0214(19) 0.049(3) 0.0064(17) -0.013(4) 0.004(3) O14 0.055(2) 0.050(2) 0.0281(16) -0.0106(14) 0.0070(15) -0.0128(16) O1 0.059(2) 0.0424(17) 0.0231(15) -0.0143(13) 0.0047(15) -0.0094(15) O4 0.057(2) 0.057(2) 0.0289(16) 0.0046(15) -0.0032(15) -0.0193(18) O3 0.0468(19) 0.0335(17) 0.071(3) -0.0213(17) 0.0032(18) -0.0002(15) C2 0.049(2) 0.030(2) 0.0164(18) -0.0021(15) -0.0029(18) 0.0064(18) C4 0.051(3) 0.046(3) 0.026(2) -0.0069(19) -0.009(2) 0.023(2) C12 0.027(3) 0.024(3) 0.023(3) 0.000 0.000 0.000(2) C1 0.056(3) 0.028(2) 0.0155(18) 0.0013(15) 0.0025(19) -0.0027(19) C11 0.055(3) 0.026(2) 0.031(2) -0.0025(17) -0.012(2) 0.0057(19) C3 0.062(3) 0.030(2) 0.020(2) -0.0047(17) -0.004(2) 0.016(2) C7 0.047(2) 0.031(2) 0.025(2) -0.0066(17) -0.0014(18) 0.0083(19) C10 0.059(3) 0.029(2) 0.044(3) -0.007(2) -0.031(2) 0.013(2) C5 0.044(3) 0.044(3) 0.037(2) -0.010(2) -0.012(2) 0.016(2) C13A 0.054(6) 0.030(3) 0.030(3) 0.004(2) -0.008(5) 0.006(5) C16 0.128(7) 0.071(5) 0.028(3) -0.008(3) -0.010(3) 0.001(4) C14 0.062(6) 0.035(4) 0.025(4) 0.003(4) -0.005(4) -0.006(5) C15 0.128(7) 0.071(5) 0.028(3) -0.008(3) -0.010(3) 0.001(4) C18 0.128(7) 0.071(5) 0.028(3) -0.008(3) -0.010(3) 0.001(4) C17 0.128(7) 0.071(5) 0.028(3) -0.008(3) -0.010(3) 0.001(4) C13B 0.054(6) 0.030(3) 0.030(3) 0.004(2) -0.008(5) 0.006(5) C20B 0.067(3) 0.064(3) 0.059(3) -0.037(3) -0.002(3) -0.003(3) C21B 0.067(3) 0.064(3) 0.059(3) -0.037(3) -0.002(3) -0.003(3) C19B 0.067(3) 0.064(3) 0.059(3) -0.037(3) -0.002(3) -0.003(3) O5B 0.066(4) 0.0214(19) 0.049(3) 0.0064(17) -0.013(4) 0.004(3) C21A 0.067(3) 0.064(3) 0.059(3) -0.037(3) -0.002(3) -0.003(3) C19A 0.067(3) 0.064(3) 0.059(3) -0.037(3) -0.002(3) -0.003(3) C20A 0.067(3) 0.064(3) 0.059(3) -0.037(3) -0.002(3) -0.003(3) O9B 0.062(7) 0.25(2) 0.078(8) 0.035(12) 0.013(7) -0.059(10) O8A 0.053(7) 0.132(19) 0.110(14) 0.027(18) -0.006(8) -0.007(14) O9A 0.062(7) 0.25(2) 0.078(8) 0.035(12) 0.013(7) -0.059(10) O8B 0.053(7) 0.132(19) 0.110(14) 0.027(18) -0.006(8) -0.007(14) O6 0.082(3) 0.218(7) 0.0209(19) -0.012(3) -0.001(2) 0.066(4) O7 0.051(2) 0.083(3) 0.051(2) -0.005(2) -0.0132(18) 0.031(2) C22 0.061(3) 0.050(3) 0.032(2) -0.003(2) -0.003(2) 0.026(3) O2 0.058(2) 0.053(2) 0.044(2) -0.0119(16) -0.0002(17) 0.0250(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O2 1.937(3) 6_556 ? Zn1 O1 1.941(3) . ? Zn1 O3 1.956(3) . ? Zn1 O4 2.007(3) . ? Zn2 O5B 2.004(5) 3_565 ? Zn2 O5B 2.004(5) . ? Zn2 O7 2.050(4) 6_556 ? Zn2 O7 2.050(4) 8_575 ? Zn2 O6 2.086(4) 3_565 ? Zn2 O6 2.086(4) . ? Zn2 O5A 2.143(9) 3_565 ? Zn2 O5A 2.143(9) . ? C9 C21A 1.418(14) . ? C9 C20B 1.491(9) . ? C9 C19B 1.512(14) . ? C9 C6 1.538(6) . ? C9 C21B 1.607(15) . ? C9 C20A 1.66(3) . ? C9 C19A 1.702(15) . ? C6 C7 1.380(6) . ? C6 C5 1.393(6) . ? O5A C10 1.171(10) . ? O14 C1 1.230(6) . ? O1 C1 1.293(5) . ? O4 H4A 0.8956 . ? O4 H4B 0.8958 . ? O3 C10 1.253(6) . ? C2 C3 1.386(6) . ? C2 C7 1.402(6) . ? C2 C1 1.500(6) . ? C4 C3 1.380(7) . ? C4 C5 1.397(6) . ? C4 C22 1.506(6) . ? C12 C11 1.385(5) . ? C12 C11 1.385(5) 2_565 ? C12 H12 0.9300 . ? C11 C13A 1.384(13) . ? C11 C13B 1.448(12) . ? C11 C10 1.491(6) . ? C3 H3 0.84(5) . ? C7 H7 0.9300 . ? C10 O5B 1.369(8) . ? C5 H5 0.9300 . ? C13A C14 1.707(16) 2_565 ? C13A H13A 0.9300 . ? C16 C15 1.55(2) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C14 C14 1.004(19) 2_565 ? C14 C13B 1.378(15) 2_565 ? C14 C15 1.541(13) . ? C14 C13A 1.707(16) 2_565 ? C14 C15 2.010(16) 2_565 ? C15 C17 1.48(2) . ? C15 C18 1.54(2) . ? C15 C15 1.66(3) 2_565 ? C15 C14 2.010(16) 2_565 ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C17 C17 1.69(3) 2_565 ? C17 H17A 0.9801 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C13B C14 1.378(15) 2_565 ? C13B H13B 0.9300 . ? C20B H20A 0.9600 . ? C20B H20B 0.9600 . ? C20B H20C 0.9600 . ? C21B H21A 0.9600 . ? C21B H21B 0.9600 . ? C21B H21C 0.9600 . ? C19B H19A 0.9600 . ? C19B H19B 0.9600 . ? C19B H19C 0.9600 . ? C21A H21D 0.9600 . ? C21A H21E 0.9600 . ? C21A H21F 0.9600 . ? C19A H19D 0.9600 . ? C19A H19E 0.9600 . ? C19A H19F 0.9600 . ? C20A H20D 0.9600 . ? C20A H20E 0.9600 . ? C20A H20F 0.9600 . ? O9B H9BA 0.8500 . ? O9B H9BB 0.8703 . ? O9B H8BB 1.1122 . ? O8A H8AA 0.8702 . ? O8A H8AB 0.8702 . ? O8A H8BA 1.1388 . ? O9A H9AA 0.8697 . ? O9A H9AB 0.8699 . ? O9A H8BB 1.1586 . ? O8B H8BA 0.8702 . ? O8B H8BB 0.8700 . ? O6 H6A 0.9015 . ? O6 H6B 0.9083 . ? O7 C22 1.249(6) . ? O7 Zn2 2.050(4) 6_656 ? C22 O2 1.281(6) . ? O2 Zn1 1.937(3) 6_656 ? 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 120.32(16) 6_556 . ? O2 Zn1 O3 117.19(16) 6_556 . ? O1 Zn1 O3 107.31(14) . . ? O2 Zn1 O4 102.52(16) 6_556 . ? O1 Zn1 O4 108.88(14) . . ? O3 Zn1 O4 97.75(16) . . ? O5B Zn2 O5B 156.1(4) 3_565 . ? O5B Zn2 O7 96.4(2) 3_565 6_556 ? O5B Zn2 O7 99.8(2) . 6_556 ? O5B Zn2 O7 99.8(2) 3_565 8_575 ? O5B Zn2 O7 96.4(2) . 8_575 ? O7 Zn2 O7 94.2(3) 6_556 8_575 ? O5B Zn2 O6 84.8(3) 3_565 3_565 ? O5B Zn2 O6 78.6(3) . 3_565 ? O7 Zn2 O6 87.26(19) 6_556 3_565 ? O7 Zn2 O6 174.9(2) 8_575 3_565 ? O5B Zn2 O6 78.6(3) 3_565 . ? O5B Zn2 O6 84.8(3) . . ? O7 Zn2 O6 174.9(2) 6_556 . ? O7 Zn2 O6 87.26(19) 8_575 . ? O6 Zn2 O6 91.7(3) 3_565 . ? O5B Zn2 O5A 24.2(3) 3_565 3_565 ? O5B Zn2 O5A 178.4(4) . 3_565 ? O7 Zn2 O5A 81.2(3) 6_556 3_565 ? O7 Zn2 O5A 82.3(3) 8_575 3_565 ? O6 Zn2 O5A 102.8(4) 3_565 3_565 ? O6 Zn2 O5A 94.2(3) . 3_565 ? O5B Zn2 O5A 178.4(4) 3_565 . ? O5B Zn2 O5A 24.2(3) . . ? O7 Zn2 O5A 82.3(3) 6_556 . ? O7 Zn2 O5A 81.2(3) 8_575 . ? O6 Zn2 O5A 94.2(3) 3_565 . ? O6 Zn2 O5A 102.8(3) . . ? O5A Zn2 O5A 155.6(6) 3_565 . ? C21A C9 C20B 121.1(7) . . ? C21A C9 C19B 75.1(8) . . ? C20B C9 C19B 114.2(7) . . ? C21A C9 C6 116.8(6) . . ? C20B C9 C6 113.9(4) . . ? C19B C9 C6 108.8(6) . . ? C21A C9 C21B 32.6(7) . . ? C20B C9 C21B 104.3(7) . . ? C19B C9 C21B 107.7(8) . . ? C6 C9 C21B 107.5(6) . . ? C21A C9 C20A 95.9(11) . . ? C20B C9 C20A 43.1(9) . . ? C19B C9 C20A 146.4(9) . . ? C6 C9 C20A 104.1(8) . . ? C21B C9 C20A 67.4(11) . . ? C21A C9 C19A 104.8(8) . . ? C20B C9 C19A 89.7(7) . . ? C19B C9 C19A 31.6(6) . . ? C6 C9 C19A 104.1(5) . . ? C21B C9 C19A 136.0(7) . . ? C20A C9 C19A 132.0(10) . . ? C7 C6 C5 118.2(4) . . ? C7 C6 C9 120.9(4) . . ? C5 C6 C9 120.9(4) . . ? C10 O5A Zn2 151.2(9) . . ? C1 O1 Zn1 116.6(3) . . ? Zn1 O4 H4A 112.9 . . ? Zn1 O4 H4B 112.4 . . ? H4A O4 H4B 106.1 . . ? C10 O3 Zn1 115.2(3) . . ? C3 C2 C7 119.5(4) . . ? C3 C2 C1 120.8(4) . . ? C7 C2 C1 119.8(4) . . ? C3 C4 C5 119.5(4) . . ? C3 C4 C22 120.8(4) . . ? C5 C4 C22 119.7(4) . . ? C11 C12 C11 118.7(5) . 2_565 ? C11 C12 H12 120.7 . . ? C11 C12 H12 120.7 2_565 . ? O14 C1 O1 122.9(4) . . ? O14 C1 C2 122.4(4) . . ? O1 C1 C2 114.7(4) . . ? C13A C11 C12 121.5(6) . . ? C13A C11 C13B 29.5(5) . . ? C12 C11 C13B 117.5(6) . . ? C13A C11 C10 115.2(6) . . ? C12 C11 C10 120.4(4) . . ? C13B C11 C10 120.7(6) . . ? C4 C3 C2 120.3(4) . . ? C4 C3 H3 120(4) . . ? C2 C3 H3 119(4) . . ? C6 C7 C2 121.3(4) . . ? C6 C7 H7 119.4 . . ? C2 C7 H7 119.4 . . ? O5A C10 O3 109.1(7) . . ? O5A C10 O5B 39.6(5) . . ? O3 C10 O5B 126.0(5) . . ? O5A C10 C11 127.1(6) . . ? O3 C10 C11 118.4(4) . . ? O5B C10 C11 113.7(5) . . ? C6 C5 C4 121.3(4) . . ? C6 C5 H5 119.3 . . ? C4 C5 H5 119.3 . . ? C11 C13A C14 105.8(8) . 2_565 ? C11 C13A H13A 127.1 . . ? C14 C13A H13A 127.1 2_565 . ? C14 C14 C13B 79.7(12) 2_565 2_565 ? C14 C14 C15 102.3(7) 2_565 . ? C13B C14 C15 119.7(10) 2_565 . ? C14 C14 C13A 55.5(10) 2_565 2_565 ? C13B C14 C13A 24.2(6) 2_565 2_565 ? C15 C14 C13A 121.5(9) . 2_565 ? C14 C14 C15 48.5(5) 2_565 2_565 ? C13B C14 C15 105.8(8) 2_565 2_565 ? C15 C14 C15 53.9(11) . 2_565 ? C13A C14 C15 88.0(7) 2_565 2_565 ? C17 C15 C18 109.8(13) . . ? C17 C15 C14 111.6(12) . . ? C18 C15 C14 110.7(10) . . ? C17 C15 C16 105.7(11) . . ? C18 C15 C16 111.1(13) . . ? C14 C15 C16 107.8(10) . . ? C17 C15 C15 49.5(9) . 2_565 ? C18 C15 C15 90.5(13) . 2_565 ? C14 C15 C15 77.6(7) . 2_565 ? C16 C15 C15 152.9(16) . 2_565 ? C17 C15 C14 86.7(9) . 2_565 ? C18 C15 C14 107.6(10) . 2_565 ? C14 C15 C14 29.2(6) . 2_565 ? C16 C15 C14 131.8(9) . 2_565 ? C15 C15 C14 48.5(5) 2_565 2_565 ? C15 C17 C17 48.9(9) . 2_565 ? C15 C17 H17A 109.3 . . ? C17 C17 H17A 157.2 2_565 . ? C15 C17 H17B 109.6 . . ? C17 C17 H17B 77.6 2_565 . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? C17 C17 H17C 87.3 2_565 . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C14 C13B C11 122.1(9) 2_565 . ? C14 C13B H13B 118.9 2_565 . ? C11 C13B H13B 118.9 . . ? C9 C20B H20A 109.5 . . ? C9 C20B H20B 109.5 . . ? H20A C20B H20B 109.5 . . ? C9 C20B H20C 109.5 . . ? H20A C20B H20C 109.5 . . ? H20B C20B H20C 109.5 . . ? C9 C21B H21A 109.5 . . ? C9 C21B H21B 109.5 . . ? H21A C21B H21B 109.5 . . ? C9 C21B H21C 109.5 . . ? H21A C21B H21C 109.5 . . ? H21B C21B H21C 109.5 . . ? C9 C19B H19A 109.5 . . ? C9 C19B H19B 109.5 . . ? H19A C19B H19B 109.5 . . ? C9 C19B H19C 109.5 . . ? H19A C19B H19C 109.5 . . ? H19B C19B H19C 109.5 . . ? C10 O5B Zn2 144.5(5) . . ? C9 C21A H21D 109.5 . . ? C9 C21A H21E 109.5 . . ? C9 C21A H21F 109.5 . . ? C9 C19A H19D 109.5 . . ? C9 C19A H19E 109.5 . . ? C9 C19A H19F 109.5 . . ? C9 C20A H20D 109.5 . . ? C9 C20A H20E 109.5 . . ? C9 C20A H20F 109.5 . . ? H9BA O9B H9BB 113.7 . . ? H9BA O9B H8BB 81.7 . . ? H9BB O9B H8BB 112.3 . . ? H8AA O8A H8AB 96.0 . . ? H8AA O8A H8BA 136.2 . . ? H8AB O8A H8BA 89.2 . . ? H9AA O9A H9AB 121.1 . . ? H9AA O9A H8BB 123.4 . . ? H9AB O9A H8BB 113.0 . . ? H8BA O8B H8BB 109.6 . . ? Zn2 O6 H6A 109.8 . . ? Zn2 O6 H6B 112.3 . . ? H6A O6 H6B 106.9 . . ? C22 O7 Zn2 141.1(4) . 6_656 ? O7 C22 O2 124.7(5) . . ? O7 C22 C4 120.2(4) . . ? O2 C22 C4 115.1(5) . . ? C22 O2 Zn1 118.9(3) . 6_656 ? 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 C21A C9 C6 C7 -164.7(8) . . . . ? C20B C9 C6 C7 -15.8(8) . . . . ? C19B C9 C6 C7 112.9(7) . . . . ? C21B C9 C6 C7 -130.8(7) . . . . ? C20A C9 C6 C7 -60.4(11) . . . . ? C19A C9 C6 C7 80.3(7) . . . . ? C21A C9 C6 C5 16.4(10) . . . . ? C20B C9 C6 C5 165.3(6) . . . . ? C19B C9 C6 C5 -66.0(8) . . . . ? C21B C9 C6 C5 50.3(8) . . . . ? C20A C9 C6 C5 120.7(11) . . . . ? C19A C9 C6 C5 -98.6(7) . . . . ? O5B Zn2 O5A C10 -112(16) 3_565 . . . ? O5B Zn2 O5A C10 -8.4(10) . . . . ? O7 Zn2 O5A C10 -144.7(16) 6_556 . . . ? O7 Zn2 O5A C10 119.7(16) 8_575 . . . ? O6 Zn2 O5A C10 -58.1(16) 3_565 . . . ? O6 Zn2 O5A C10 34.6(16) . . . . ? O5A Zn2 O5A C10 167.6(16) 3_565 . . . ? O2 Zn1 O1 C1 66.6(3) 6_556 . . . ? O3 Zn1 O1 C1 -156.0(3) . . . . ? O4 Zn1 O1 C1 -51.1(3) . . . . ? O2 Zn1 O3 C10 69.7(4) 6_556 . . . ? O1 Zn1 O3 C10 -69.3(4) . . . . ? O4 Zn1 O3 C10 178.1(3) . . . . ? Zn1 O1 C1 O14 -11.7(5) . . . . ? Zn1 O1 C1 C2 167.5(3) . . . . ? C3 C2 C1 O14 172.4(4) . . . . ? C7 C2 C1 O14 -6.3(6) . . . . ? C3 C2 C1 O1 -6.8(6) . . . . ? C7 C2 C1 O1 174.5(4) . . . . ? C11 C12 C11 C13A 16.8(7) 2_565 . . . ? C11 C12 C11 C13B -16.9(6) 2_565 . . . ? C11 C12 C11 C10 176.6(5) 2_565 . . . ? C5 C4 C3 C2 -0.7(7) . . . . ? C22 C4 C3 C2 178.2(4) . . . . ? C7 C2 C3 C4 0.9(6) . . . . ? C1 C2 C3 C4 -177.8(4) . . . . ? C5 C6 C7 C2 -0.8(7) . . . . ? C9 C6 C7 C2 -179.8(4) . . . . ? C3 C2 C7 C6 -0.1(7) . . . . ? C1 C2 C7 C6 178.6(4) . . . . ? Zn2 O5A C10 O3 131.8(14) . . . . ? Zn2 O5A C10 O5B 8.0(9) . . . . ? Zn2 O5A C10 C11 -74.9(17) . . . . ? Zn1 O3 C10 O5A -19.3(7) . . . . ? Zn1 O3 C10 O5B 21.6(7) . . . . ? Zn1 O3 C10 C11 -175.3(3) . . . . ? C13A C11 C10 O5A -10.7(12) . . . . ? C12 C11 C10 O5A -171.7(8) . . . . ? C13B C11 C10 O5A 22.2(12) . . . . ? C13A C11 C10 O3 140.5(7) . . . . ? C12 C11 C10 O3 -20.5(7) . . . . ? C13B C11 C10 O3 173.4(7) . . . . ? C13A C11 C10 O5B -54.4(9) . . . . ? C12 C11 C10 O5B 144.6(5) . . . . ? C13B C11 C10 O5B -21.5(8) . . . . ? C7 C6 C5 C4 1.1(7) . . . . ? C9 C6 C5 C4 -180.0(5) . . . . ? C3 C4 C5 C6 -0.3(7) . . . . ? C22 C4 C5 C6 -179.3(5) . . . . ? C12 C11 C13A C14 -45.9(10) . . . 2_565 ? C13B C11 C13A C14 45.1(13) . . . 2_565 ? C10 C11 C13A C14 153.3(6) . . . 2_565 ? C14 C14 C15 C17 33.5(18) 2_565 . . . ? C13B C14 C15 C17 -51.6(16) 2_565 . . . ? C13A C14 C15 C17 -23.4(17) 2_565 . . . ? C15 C14 C15 C17 36.8(9) 2_565 . . . ? C14 C14 C15 C18 -89.1(18) 2_565 . . . ? C13B C14 C15 C18 -174.2(12) 2_565 . . . ? C13A C14 C15 C18 -146.0(12) 2_565 . . . ? C15 C14 C15 C18 -85.8(15) 2_565 . . . ? C14 C14 C15 C16 149.1(14) 2_565 . . . ? C13B C14 C15 C16 64.1(15) 2_565 . . . ? C13A C14 C15 C16 92.3(13) 2_565 . . . ? C15 C14 C15 C16 152.4(18) 2_565 . . . ? C14 C14 C15 C15 -3.3(16) 2_565 . . 2_565 ? C13B C14 C15 C15 -88.3(13) 2_565 . . 2_565 ? C13A C14 C15 C15 -60.2(14) 2_565 . . 2_565 ? C13B C14 C15 C14 -85.0(16) 2_565 . . 2_565 ? C13A C14 C15 C14 -56.9(12) 2_565 . . 2_565 ? C15 C14 C15 C14 3.3(16) 2_565 . . 2_565 ? C18 C15 C17 C17 11.7(11) . . . 2_565 ? C14 C15 C17 C17 -111.5(14) . . . 2_565 ? C16 C15 C17 C17 131.6(13) . . . 2_565 ? C15 C15 C17 C17 -61.2(13) 2_565 . . 2_565 ? C14 C15 C17 C17 -95.8(11) 2_565 . . 2_565 ? C13A C11 C13B C14 -94.9(19) . . . 2_565 ? C12 C11 C13B C14 11.1(13) . . . 2_565 ? C10 C11 C13B C14 177.6(8) . . . 2_565 ? O5A C10 O5B Zn2 -7.1(8) . . . . ? O3 C10 O5B Zn2 -83.0(9) . . . . ? C11 C10 O5B Zn2 113.2(7) . . . . ? O5B Zn2 O5B C10 -178.0(8) 3_565 . . . ? O7 Zn2 O5B C10 50.0(8) 6_556 . . . ? O7 Zn2 O5B C10 -45.4(8) 8_575 . . . ? O6 Zn2 O5B C10 135.2(8) 3_565 . . . ? O6 Zn2 O5B C10 -132.1(8) . . . . ? O5A Zn2 O5B C10 -78(16) 3_565 . . . ? O5A Zn2 O5B C10 6.0(7) . . . . ? Zn2 O7 C22 O2 -76.7(8) 6_656 . . . ? Zn2 O7 C22 C4 105.0(6) 6_656 . . . ? C3 C4 C22 O7 -168.4(5) . . . . ? C5 C4 C22 O7 10.5(8) . . . . ? C3 C4 C22 O2 13.1(7) . . . . ? C5 C4 C22 O2 -168.0(5) . . . . ? O7 C22 O2 Zn1 2.4(7) . . . 6_656 ? C4 C22 O2 Zn1 -179.2(3) . . . 6_656 ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.862 _refine_diff_density_min -0.733 _refine_diff_density_rms 0.097