# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? #======================================================================== # SUBMISSION DETAILS _publ_contact_author_name 'Prof. Jianhua Lin' _publ_contact_author_address ; Department of Chemistry College of Chemistry and Chemical Engineering Chongqing University Chongqing, 400030 P. R. China ; #======================================================================== _publ_contact_author_email jhlin@cqu.edu.cn _publ_contact_author_fax +86-023-65102316 _publ_contact_author_phone +86-023-65102316 _publ_contact_letter ; Dear Sir, Please consider this CIF submission for publication in Dalton Transactions. All authors have seen and approved this submission. "PLATON_SQUEEZE was used to remove the contributions of disordered solvent in complex 1." Best wishes Jianhua Lin ; loop_ _publ_author_name 'Yun Gong' 'Tao Wu' 'Jian Lin' 'Bao Wang' #===END data_1008-1 _database_code_depnum_ccdc_archive 'CCDC 800776' #TrackingRef '- 20101119-3.cif' _audit_creation_method 'CrysAlis RED(Oxford Diffraction 2007)' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H10 Cd O5' _chemical_formula_weight 298.54 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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 9.2264(3) _cell_length_b 7.7926(3) _cell_length_c 25.4538(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1830.07(11) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3547 _cell_measurement_theta_min 2.3432 _cell_measurement_theta_max 28.8537 _exptl_crystal_description cubic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.41 _exptl_crystal_size_min 0.39 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.153 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1152 _exptl_absorpt_coefficient_mu 2.378 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.79219 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'CrysAlis RED(Oxford Diffraction 2009)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur/Sapphire3' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4426 _diffrn_reflns_av_R_equivalents 0.0164 _diffrn_reflns_av_sigmaI/netI 0.0175 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -4 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 2.73 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1616 _reflns_number_gt 1473 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD(Oxford Diffraction, 2009)' _computing_cell_refinement 'CrysAlis RED(Oxford Diffraction, 2009)' _computing_data_reduction 'CrysAlis RED(Oxford Diffraction, 2009)' _computing_structure_solution 'SHELXTL (Sheldrick, 2008)' _computing_structure_refinement 'SHELXTL (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'publCIF (Westrip, 2010)' _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^)+(0.0410P)^2^+5.8103P] 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 1616 _refine_ls_number_parameters 130 _refine_ls_number_restraints 246 _refine_ls_R_factor_all 0.0380 _refine_ls_R_factor_gt 0.0347 _refine_ls_wR_factor_ref 0.0895 _refine_ls_wR_factor_gt 0.0884 _refine_ls_goodness_of_fit_ref 1.275 _refine_ls_restrained_S_all 1.240 _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 Cd1 Cd 0.34016(3) 0.92481(4) 0.463485(13) 0.01275(15) Uani 1 1 d . . . O1 O 0.3392(3) 0.6314(5) 0.44897(14) 0.0168(7) Uani 1 1 d . . . O2 O 0.3320(4) 0.4212(4) 0.39223(16) 0.0244(8) Uani 1 1 d . . . O3 O 0.5780(3) 0.8431(4) 0.47753(12) 0.0155(7) Uani 1 1 d . . . O4 O 0.7540(3) 0.6583(4) 0.45648(12) 0.0198(8) Uani 1 1 d . . . O5 O 0.4713(4) 1.1071(4) 0.40438(14) 0.0213(8) Uani 1 1 d . . . C1 C 0.4818(5) 0.6598(6) 0.37106(18) 0.0150(9) Uani 1 1 d U B . C2 C 0.5986(5) 0.7430(6) 0.38875(17) 0.0145(9) Uani 1 1 d U B . C3 C 0.7013(4) 0.8340(5) 0.35177(13) 0.0199(9) Uani 1 1 d U . . H3A H 0.7306 0.9419 0.3675 0.024 Uiso 0.80 1 calc PR A 1 H3B H 0.7876 0.7643 0.3473 0.024 Uiso 0.80 1 calc PR A 1 H3C H 0.8006 0.8102 0.3620 0.024 Uiso 0.20 1 d PR A 2 H3D H 0.6859 0.9569 0.3540 0.024 Uiso 0.20 1 d PR A 2 C4A C 0.6367(8) 0.8693(11) 0.2988(3) 0.0302(11) Uani 0.80 1 d PU B 1 H4A H 0.5737 0.9685 0.3015 0.036 Uiso 0.80 1 calc PR B 1 H4B H 0.7142 0.8980 0.2746 0.036 Uiso 0.80 1 calc PR B 1 C4B C 0.679(3) 0.778(5) 0.2944(11) 0.0302(11) Uani 0.20 1 d PU B 2 H4C H 0.7363 0.8493 0.2708 0.036 Uiso 0.20 1 calc PR B 2 H4D H 0.7072 0.6593 0.2895 0.036 Uiso 0.20 1 calc PR B 2 C5A C 0.5539(8) 0.7268(10) 0.2770(3) 0.0294(11) Uani 0.80 1 d PU B 1 H5A H 0.6206 0.6356 0.2675 0.035 Uiso 0.80 1 calc PR B 1 H5B H 0.5066 0.7651 0.2451 0.035 Uiso 0.80 1 calc PR B 1 C5B C 0.504(3) 0.805(4) 0.2837(11) 0.0294(11) Uani 0.20 1 d PU B 2 H5C H 0.4697 0.9137 0.2975 0.035 Uiso 0.20 1 calc PR B 2 H5D H 0.4809 0.7982 0.2465 0.035 Uiso 0.20 1 calc PR B 2 C6 C 0.4400(4) 0.6544(5) 0.31380(13) 0.0264(10) Uani 1 1 d RU . . H6A H 0.4214 0.5362 0.3040 0.032 Uiso 0.80 1 d PR A 1 H6B H 0.3505 0.7179 0.3092 0.032 Uiso 0.80 1 d PR A 1 H6C H 0.4739 0.5480 0.2983 0.032 Uiso 0.20 1 d PR A 2 H6D H 0.3353 0.6578 0.3106 0.032 Uiso 0.20 1 d PR A 2 C7 C 0.3811(5) 0.5642(6) 0.40607(19) 0.0162(9) Uani 1 1 d U . . C8 C 0.6446(5) 0.7470(6) 0.44517(18) 0.0129(9) 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 Cd1 0.0106(2) 0.0118(2) 0.0159(2) -0.00079(14) -0.00064(12) 0.00097(13) O1 0.0173(17) 0.0136(17) 0.0194(18) -0.0038(15) 0.0059(13) -0.0047(14) O2 0.026(2) 0.0135(18) 0.033(2) -0.0057(16) 0.0055(15) -0.0048(15) O3 0.0112(15) 0.0179(17) 0.0175(16) -0.0064(14) 0.0009(13) 0.0032(14) O4 0.0184(17) 0.0232(18) 0.0178(17) -0.0001(15) -0.0039(14) 0.0114(16) O5 0.0198(17) 0.0172(17) 0.0270(19) 0.0007(15) 0.0017(15) 0.0015(15) C1 0.0152(18) 0.0150(19) 0.0147(19) -0.0016(17) -0.0005(16) -0.0029(18) C2 0.0181(19) 0.0132(19) 0.0121(18) 0.0011(17) 0.0006(17) 0.0039(17) C3 0.0197(19) 0.022(2) 0.018(2) 0.0034(18) 0.0020(18) -0.0041(19) C4A 0.033(2) 0.035(2) 0.022(2) 0.007(2) 0.000(2) -0.008(2) C4B 0.033(2) 0.035(2) 0.022(2) 0.007(2) 0.000(2) -0.008(2) C5A 0.033(2) 0.034(2) 0.020(2) 0.004(2) -0.001(2) -0.007(2) C5B 0.033(2) 0.034(2) 0.020(2) 0.004(2) -0.001(2) -0.007(2) C6 0.029(2) 0.031(2) 0.019(2) -0.0008(19) -0.0044(19) -0.008(2) C7 0.0141(19) 0.015(2) 0.019(2) 0.0024(18) -0.0044(17) -0.0003(18) C8 0.0114(19) 0.013(2) 0.0139(19) 0.0020(17) 0.0010(16) -0.0041(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 Cd1 O4 2.281(3) 4_466 ? Cd1 O3 2.313(3) . ? Cd1 O1 2.316(4) . ? Cd1 O1 2.338(3) 8_665 ? Cd1 O5 2.397(3) . ? Cd1 O2 2.411(4) 8_665 ? Cd1 O3 2.469(3) 5_676 ? Cd1 C7 2.735(5) 8_665 ? O3 C8 1.271(6) . ? O3 Cd1 2.469(3) 5_676 ? C8 O4 1.257(5) . ? C8 C2 1.498(6) . ? C2 C1 1.336(7) . ? C2 C3 1.512(6) . ? C1 C7 1.488(6) . ? C1 C6 1.508(6) . ? C3 C4A 1.500(8) . ? C3 C4B 1.54(3) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C3 H3C 0.9700 . ? C3 H3D 0.9700 . ? C6 C5B 1.52(3) . ? C6 C5A 1.517(8) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C6 H6C 0.9700 . ? C6 H6D 0.9700 . ? O2 C7 1.254(6) . ? O2 Cd1 2.411(4) 8_655 ? O1 C7 1.271(6) . ? O1 Cd1 2.338(3) 8_655 ? C7 Cd1 2.735(5) 8_655 ? O4 Cd1 2.281(3) 4_566 ? C4A C5A 1.457(11) . ? C4A H4A 0.9700 . ? C4A H4B 0.9700 . ? C5A H5A 0.9700 . ? C5A H5B 0.9700 . ? C4B C5B 1.66(4) . ? C4B H4D 0.9700 . ? C4B H4C 0.9700 . ? C5B H5C 0.9700 . ? C5B H5D 0.9700 . ? 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 Cd1 O3 96.58(12) 4_466 . ? O4 Cd1 O1 82.00(12) 4_466 . ? O3 Cd1 O1 75.90(11) . . ? O4 Cd1 O1 95.15(12) 4_466 8_665 ? O3 Cd1 O1 152.32(12) . 8_665 ? O1 Cd1 O1 130.68(9) . 8_665 ? O4 Cd1 O5 154.82(12) 4_466 . ? O3 Cd1 O5 77.36(12) . . ? O1 Cd1 O5 119.13(12) . . ? O1 Cd1 O5 81.38(12) 8_665 . ? O4 Cd1 O2 116.03(12) 4_466 8_665 ? O3 Cd1 O2 137.56(12) . 8_665 ? O1 Cd1 O2 82.29(12) . 8_665 ? O1 Cd1 O2 54.77(11) 8_665 8_665 ? O5 Cd1 O2 82.37(12) . 8_665 ? O4 Cd1 O3 76.79(11) 4_466 5_676 ? O3 Cd1 O3 79.50(12) . 5_676 ? O1 Cd1 O3 145.23(12) . 5_676 ? O1 Cd1 O3 78.92(11) 8_665 5_676 ? O5 Cd1 O3 78.07(12) . 5_676 ? O2 Cd1 O3 131.87(11) 8_665 5_676 ? O4 Cd1 C7 109.26(13) 4_466 8_665 ? O3 Cd1 C7 154.15(13) . 8_665 ? O1 Cd1 C7 107.70(13) . 8_665 ? O1 Cd1 C7 27.63(13) 8_665 8_665 ? O5 Cd1 C7 78.81(12) . 8_665 ? O2 Cd1 C7 27.28(13) 8_665 8_665 ? O3 Cd1 C7 105.19(13) 5_676 8_665 ? C8 O3 Cd1 121.4(3) . . ? C8 O3 Cd1 132.7(3) . 5_676 ? Cd1 O3 Cd1 100.50(12) . 5_676 ? O4 C8 O3 124.3(4) . . ? O4 C8 C2 115.8(4) . . ? O3 C8 C2 119.8(4) . . ? C1 C2 C8 124.2(4) . . ? C1 C2 C3 121.6(4) . . ? C8 C2 C3 114.2(4) . . ? C2 C1 C7 123.0(4) . . ? C2 C1 C6 123.1(4) . . ? C7 C1 C6 113.9(4) . . ? C4A C3 C2 113.4(4) . . ? C4A C3 C4B 31.2(12) . . ? C2 C3 C4B 112.1(12) . . ? C4A C3 H3A 108.9 . . ? C2 C3 H3A 108.9 . . ? C4B C3 H3A 132.4 . . ? C4A C3 H3B 108.9 . . ? C2 C3 H3B 108.9 . . ? C4B C3 H3B 80.7 . . ? H3A C3 H3B 107.7 . . ? C4A C3 H3C 130.7 . . ? C2 C3 H3C 109.5 . . ? C4B C3 H3C 109.0 . . ? H3A C3 H3C 77.9 . . ? H3B C3 H3C 31.8 . . ? C4A C3 H3D 79.3 . . ? C2 C3 H3D 109.5 . . ? C4B C3 H3D 108.4 . . ? H3A C3 H3D 32.9 . . ? H3B C3 H3D 132.8 . . ? H3C C3 H3D 108.1 . . ? C1 C6 C5B 111.5(11) . . ? C1 C6 C5A 114.1(4) . . ? C5B C6 C5A 29.9(12) . . ? C1 C6 H6A 108.7 . . ? C5B C6 H6A 132.2 . . ? C5A C6 H6A 108.4 . . ? C1 C6 H6B 108.7 . . ? C5B C6 H6B 82.8 . . ? C5A C6 H6B 109.0 . . ? H6A C6 H6B 107.6 . . ? C1 C6 H6C 109.6 . . ? C5B C6 H6C 109.2 . . ? C5A C6 H6C 81.0 . . ? H6A C6 H6C 30.7 . . ? H6B C6 H6C 131.4 . . ? C1 C6 H6D 109.5 . . ? C5B C6 H6D 108.8 . . ? C5A C6 H6D 129.0 . . ? H6A C6 H6D 80.1 . . ? H6B C6 H6D 29.3 . . ? H6C C6 H6D 108.1 . . ? C7 O2 Cd1 90.9(3) . 8_655 ? C7 O1 Cd1 122.9(3) . . ? C7 O1 Cd1 93.8(3) . 8_655 ? Cd1 O1 Cd1 131.09(14) . 8_655 ? O2 C7 O1 119.9(5) . . ? O2 C7 C1 120.2(4) . . ? O1 C7 C1 119.9(4) . . ? O2 C7 Cd1 61.8(3) . 8_655 ? O1 C7 Cd1 58.5(2) . 8_655 ? C1 C7 Cd1 170.1(3) . 8_655 ? C8 O4 Cd1 129.9(3) . 4_566 ? C5A C4A C3 114.3(6) . . ? C5A C4A H4A 108.7 . . ? C3 C4A H4A 108.7 . . ? C5A C4A H4B 108.7 . . ? C3 C4A H4B 108.7 . . ? H4A C4A H4B 107.6 . . ? C4A C5A C6 114.3(6) . . ? C4A C5A H5A 108.7 . . ? C6 C5A H5A 108.7 . . ? C4A C5A H5B 108.7 . . ? C6 C5A H5B 108.7 . . ? H5A C5A H5B 107.6 . . ? C3 C4B C5B 104(2) . . ? C3 C4B H4D 110.9 . . ? C5B C4B H4D 110.9 . . ? C3 C4B H4C 110.9 . . ? C5B C4B H4C 110.9 . . ? H4D C4B H4C 108.9 . . ? C6 C5B C4B 101(2) . . ? C6 C5B H5C 111.5 . . ? C4B C5B H5C 111.5 . . ? C6 C5B H5D 111.5 . . ? C4B C5B H5D 111.5 . . ? H5C C5B H5D 109.3 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.667 _refine_diff_density_min -1.586 _refine_diff_density_rms 0.151 #===END #===END data_1116-8 _database_code_depnum_ccdc_archive 'CCDC 848601' #TrackingRef '- 20101119-3.cif' _audit_creation_method 'CrysAlis RED(Oxford Diffraction 2007)' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H42 Cd2 N4 O13' _chemical_formula_weight 1011.50 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 12.1516(5) _cell_length_b 10.0138(3) _cell_length_c 17.5544(5) _cell_angle_alpha 90.00 _cell_angle_beta 107.844(4) _cell_angle_gamma 90.00 _cell_volume 2033.33(12) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6123 _cell_measurement_theta_min 2.4328 _cell_measurement_theta_max 28.8630 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.636 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1000 _exptl_absorpt_coefficient_mu 1.115 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.60697 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'CrysAlis RED(Oxford Diffraction 2009)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur/Sapphire3' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8134 _diffrn_reflns_av_R_equivalents 0.0222 _diffrn_reflns_av_sigmaI/netI 0.0253 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.44 _diffrn_reflns_theta_max 24.50 _reflns_number_total 3217 _reflns_number_gt 2738 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD(Oxford Diffraction, 2009)' _computing_cell_refinement 'CrysAlis RED(Oxford Diffraction, 2009)' _computing_data_reduction 'CrysAlis RED(Oxford Diffraction, 2009)' _computing_structure_solution 'SHELXTL (Sheldrick, 2008)' _computing_structure_refinement 'SHELXTL (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'publCIF (Westrip, 2010)' _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^)+(0.0417P)^2^+0.1605P] 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 3217 _refine_ls_number_parameters 271 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0307 _refine_ls_R_factor_gt 0.0242 _refine_ls_wR_factor_ref 0.0680 _refine_ls_wR_factor_gt 0.0662 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.064 _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 Cd1 Cd 0.207278(18) 0.06282(2) 0.124668(11) 0.02715(9) Uani 1 1 d . . . N1 N 0.3456(2) 0.2323(2) 0.13458(13) 0.0323(6) Uani 1 1 d . . . N2 N 0.2709(2) 0.0574(2) 0.01076(14) 0.0354(6) Uani 1 1 d . . . O1 O 0.30210(18) 0.0069(2) 0.25364(11) 0.0359(5) Uani 1 1 d . . . O2 O 0.4169(2) -0.0802(2) 0.19106(12) 0.0488(6) Uani 1 1 d . . . O3 O 0.38497(18) -0.2783(2) 0.31693(11) 0.0371(5) Uani 1 1 d . . . O4 O 0.46296(18) -0.3119(2) 0.44532(11) 0.0384(5) Uani 1 1 d . . . O5 O 0.1090(2) -0.1322(2) 0.09680(12) 0.0425(6) Uani 1 1 d . . . O6 O 0.2687(2) 0.6781(2) 0.14624(12) 0.0515(6) Uani 1 1 d . . . O7 O 0.6216(8) 0.7220(9) 0.2447(4) 0.137(3) Uani 0.50 1 d P . . C1 C 0.4978(3) -0.0300(3) 0.32890(16) 0.0287(7) Uani 1 1 d . . . C2 C 0.5235(2) -0.1191(3) 0.38864(16) 0.0276(6) Uani 1 1 d . . . C3 C 0.6200(3) -0.0985(3) 0.46541(18) 0.0405(8) Uani 1 1 d . . . H3A H 0.6786 -0.1662 0.4694 0.049 Uiso 1 1 calc R . . H3B H 0.5898 -0.1109 0.5101 0.049 Uiso 1 1 calc R . . C4 C 0.6760(3) 0.0374(3) 0.4725(2) 0.0523(10) Uani 1 1 d . . . H4A H 0.6307 0.1010 0.4920 0.063 Uiso 1 1 calc R . . H4B H 0.7526 0.0332 0.5112 0.063 Uiso 1 1 calc R . . C5 C 0.6857(3) 0.0849(4) 0.3935(2) 0.0573(11) Uani 1 1 d . . . H5A H 0.7339 0.0235 0.3751 0.069 Uiso 1 1 calc R . . H5B H 0.7225 0.1719 0.4004 0.069 Uiso 1 1 calc R . . C6 C 0.5677(3) 0.0943(3) 0.3310(2) 0.0409(8) Uani 1 1 d . . . H6A H 0.5263 0.1704 0.3429 0.049 Uiso 1 1 calc R . . H6B H 0.5774 0.1085 0.2788 0.049 Uiso 1 1 calc R . . C7 C 0.3978(3) -0.0401(3) 0.25304(17) 0.0308(7) Uani 1 1 d . . . C8 C 0.4534(2) -0.2432(3) 0.38268(15) 0.0278(7) Uani 1 1 d . . . C9 C 0.3771(3) 0.3211(3) 0.19318(18) 0.0412(8) Uani 1 1 d . . . H9 H 0.3395 0.3209 0.2320 0.049 Uiso 1 1 calc R . . C10 C 0.4638(3) 0.4142(4) 0.1993(2) 0.0545(10) Uani 1 1 d . . . H10 H 0.4828 0.4763 0.2407 0.065 Uiso 1 1 calc R . . C11 C 0.5200(4) 0.4129(4) 0.1439(2) 0.0569(10) Uani 1 1 d . . . H11 H 0.5796 0.4734 0.1478 0.068 Uiso 1 1 calc R . . C12 C 0.4897(3) 0.3211(4) 0.0802(2) 0.0452(8) Uani 1 1 d . . . C13 C 0.5422(3) 0.3152(4) 0.0182(2) 0.0586(10) Uani 1 1 d . . . H13 H 0.6016 0.3744 0.0194 0.070 Uiso 1 1 calc R . . C14 C 0.5091(3) 0.2278(4) -0.0415(2) 0.0602(11) Uani 1 1 d . . . H14 H 0.5471 0.2254 -0.0801 0.072 Uiso 1 1 calc R . . C15 C 0.4154(3) 0.1370(4) -0.04713(19) 0.0458(9) Uani 1 1 d . . . C16 C 0.3731(4) 0.0474(4) -0.1111(2) 0.0612(11) Uani 1 1 d . . . H16 H 0.4079 0.0421 -0.1513 0.073 Uiso 1 1 calc R . . C17 C 0.2812(4) -0.0313(5) -0.1136(2) 0.0655(12) Uani 1 1 d . . . H17 H 0.2511 -0.0892 -0.1564 0.079 Uiso 1 1 calc R . . C18 C 0.2320(4) -0.0245(4) -0.05121(19) 0.0508(9) Uani 1 1 d . . . H18 H 0.1695 -0.0795 -0.0533 0.061 Uiso 1 1 calc R . . C19 C 0.3616(3) 0.1383(3) 0.01311(17) 0.0339(7) Uani 1 1 d . . . C20 C 0.4001(3) 0.2318(3) 0.07861(17) 0.0322(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.02621(15) 0.02761(14) 0.02700(13) 0.00239(8) 0.00725(10) 0.00216(10) N1 0.0307(15) 0.0300(14) 0.0353(12) 0.0050(10) 0.0087(12) 0.0049(11) N2 0.0354(16) 0.0374(16) 0.0342(13) 0.0046(11) 0.0120(12) 0.0048(12) O1 0.0259(12) 0.0379(12) 0.0378(11) 0.0090(9) 0.0008(10) 0.0044(10) O2 0.0516(16) 0.0662(17) 0.0319(11) -0.0062(10) 0.0174(11) -0.0114(12) O3 0.0361(13) 0.0394(13) 0.0295(10) -0.0019(9) 0.0006(10) -0.0144(10) O4 0.0371(13) 0.0367(12) 0.0330(10) 0.0095(9) -0.0015(10) -0.0062(10) O5 0.0481(15) 0.0335(13) 0.0393(11) -0.0022(9) 0.0033(11) -0.0097(11) O6 0.0622(17) 0.0450(15) 0.0361(11) -0.0008(10) -0.0017(11) 0.0027(13) O7 0.163(9) 0.139(8) 0.106(5) 0.021(5) 0.038(6) 0.076(7) C1 0.0229(17) 0.0313(17) 0.0314(14) -0.0029(12) 0.0077(14) -0.0016(13) C2 0.0225(17) 0.0272(15) 0.0303(14) -0.0024(12) 0.0039(13) -0.0003(13) C3 0.029(2) 0.0394(19) 0.0402(17) 0.0013(14) -0.0090(16) -0.0042(15) C4 0.041(2) 0.047(2) 0.054(2) -0.0041(16) -0.0072(18) -0.0117(17) C5 0.041(2) 0.054(2) 0.068(2) 0.0019(18) 0.004(2) -0.0211(18) C6 0.038(2) 0.0317(18) 0.0494(18) 0.0020(14) 0.0082(17) -0.0085(15) C7 0.0317(19) 0.0280(17) 0.0303(15) 0.0054(12) 0.0060(14) -0.0060(14) C8 0.0200(16) 0.0300(16) 0.0312(15) -0.0008(12) 0.0045(14) 0.0030(13) C9 0.041(2) 0.0380(19) 0.0471(17) -0.0030(15) 0.0162(16) -0.0004(16) C10 0.049(2) 0.046(2) 0.065(2) -0.0069(17) 0.012(2) -0.0080(18) C11 0.046(2) 0.047(2) 0.079(3) 0.0002(19) 0.021(2) -0.0161(18) C12 0.0321(19) 0.043(2) 0.063(2) 0.0097(17) 0.0179(17) 0.0030(16) C13 0.040(2) 0.066(3) 0.077(3) 0.013(2) 0.028(2) -0.005(2) C14 0.046(2) 0.081(3) 0.066(2) 0.013(2) 0.036(2) 0.006(2) C15 0.042(2) 0.054(2) 0.0463(18) 0.0093(16) 0.0206(17) 0.0155(18) C16 0.069(3) 0.076(3) 0.050(2) -0.0026(18) 0.034(2) 0.010(2) C17 0.080(3) 0.071(3) 0.048(2) -0.0153(18) 0.025(2) -0.001(2) C18 0.060(3) 0.050(2) 0.0446(19) -0.0043(16) 0.0207(18) -0.0027(19) C19 0.0314(18) 0.0342(18) 0.0374(15) 0.0121(13) 0.0123(14) 0.0134(15) C20 0.0256(17) 0.0330(17) 0.0391(15) 0.0124(13) 0.0115(14) 0.0087(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 Cd1 O5 2.263(2) . ? Cd1 O1 2.2733(19) . ? Cd1 O3 2.354(2) 2 ? Cd1 N2 2.355(2) . ? Cd1 N1 2.357(2) . ? Cd1 O4 2.409(2) 2 ? Cd1 C8 2.729(3) 2 ? C8 O3 1.249(3) . ? C8 O4 1.272(3) . ? C8 C2 1.492(4) . ? C8 Cd1 2.729(3) 2_545 ? O2 C7 1.247(4) . ? N2 C18 1.328(4) . ? N2 C19 1.358(4) . ? O4 Cd1 2.409(2) 2_545 ? O1 C7 1.257(4) . ? N1 C9 1.324(4) . ? N1 C20 1.343(4) . ? O3 Cd1 2.354(2) 2_545 ? C7 C1 1.506(4) . ? C1 C2 1.338(4) . ? C1 C6 1.501(4) . ? C2 C3 1.505(4) . ? C10 C11 1.349(5) . ? C10 C9 1.386(5) . ? C10 H10 0.9300 . ? C19 C15 1.403(4) . ? C19 C20 1.445(4) . ? C3 C4 1.509(4) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C6 C5 1.518(5) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C15 C16 1.406(5) . ? C15 C14 1.437(5) . ? C9 H9 0.9300 . ? C20 C12 1.402(4) . ? C12 C11 1.406(5) . ? C12 C13 1.422(5) . ? C11 H11 0.9300 . ? C16 C17 1.356(6) . ? C16 H16 0.9300 . ? C4 C5 1.505(5) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C13 C14 1.329(5) . ? C13 H13 0.9300 . ? C17 C18 1.401(5) . ? C17 H17 0.9300 . ? C14 H14 0.9300 . ? C18 H18 0.9300 . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? 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 Cd1 O1 94.34(8) . . ? O5 Cd1 O3 112.78(8) . 2 ? O1 Cd1 O3 84.05(7) . 2 ? O5 Cd1 N2 94.88(9) . . ? O1 Cd1 N2 129.92(8) . . ? O3 Cd1 N2 135.19(8) 2 . ? O5 Cd1 N1 162.63(9) . . ? O1 Cd1 N1 88.37(8) . . ? O3 Cd1 N1 84.55(8) 2 . ? N2 Cd1 N1 70.57(8) . . ? O5 Cd1 O4 91.45(7) . 2 ? O1 Cd1 O4 136.89(7) . 2 ? O3 Cd1 O4 54.64(6) 2 2 ? N2 Cd1 O4 91.90(8) . 2 ? N1 Cd1 O4 98.28(8) . 2 ? O5 Cd1 C8 106.36(9) . 2 ? O1 Cd1 C8 111.05(8) . 2 ? O3 Cd1 C8 27.18(6) 2 2 ? N2 Cd1 C8 113.12(8) . 2 ? N1 Cd1 C8 88.53(9) . 2 ? O4 Cd1 C8 27.78(7) 2 2 ? O3 C8 O4 120.3(3) . . ? O3 C8 C2 120.2(2) . . ? O4 C8 C2 119.4(2) . . ? O3 C8 Cd1 59.43(14) . 2_545 ? O4 C8 Cd1 61.97(15) . 2_545 ? C2 C8 Cd1 168.8(2) . 2_545 ? C18 N2 C19 118.4(3) . . ? C18 N2 Cd1 125.6(2) . . ? C19 N2 Cd1 115.76(19) . . ? C8 O4 Cd1 90.24(16) . 2_545 ? C7 O1 Cd1 105.76(17) . . ? C9 N1 C20 118.7(3) . . ? C9 N1 Cd1 124.8(2) . . ? C20 N1 Cd1 116.34(19) . . ? C8 O3 Cd1 93.39(16) . 2_545 ? O2 C7 O1 123.2(3) . . ? O2 C7 C1 118.5(3) . . ? O1 C7 C1 117.7(3) . . ? C2 C1 C6 122.6(3) . . ? C2 C1 C7 125.4(3) . . ? C6 C1 C7 112.0(2) . . ? C1 C2 C8 120.6(3) . . ? C1 C2 C3 122.8(3) . . ? C8 C2 C3 116.6(2) . . ? C11 C10 C9 118.5(3) . . ? C11 C10 H10 120.7 . . ? C9 C10 H10 120.7 . . ? N2 C19 C15 122.2(3) . . ? N2 C19 C20 118.2(3) . . ? C15 C19 C20 119.6(3) . . ? C2 C3 C4 113.9(3) . . ? C2 C3 H3A 108.8 . . ? C4 C3 H3A 108.8 . . ? C2 C3 H3B 108.8 . . ? C4 C3 H3B 108.8 . . ? H3A C3 H3B 107.7 . . ? C1 C6 C5 111.6(3) . . ? C1 C6 H6A 109.3 . . ? C5 C6 H6A 109.3 . . ? C1 C6 H6B 109.3 . . ? C5 C6 H6B 109.3 . . ? H6A C6 H6B 108.0 . . ? C19 C15 C16 117.8(3) . . ? C19 C15 C14 119.0(3) . . ? C16 C15 C14 123.1(3) . . ? N1 C9 C10 123.0(3) . . ? N1 C9 H9 118.5 . . ? C10 C9 H9 118.5 . . ? N1 C20 C12 122.5(3) . . ? N1 C20 C19 118.2(3) . . ? C12 C20 C19 119.3(3) . . ? C20 C12 C11 116.5(3) . . ? C20 C12 C13 119.1(3) . . ? C11 C12 C13 124.5(3) . . ? C10 C11 C12 120.8(3) . . ? C10 C11 H11 119.6 . . ? C12 C11 H11 119.6 . . ? C17 C16 C15 119.6(3) . . ? C17 C16 H16 120.2 . . ? C15 C16 H16 120.2 . . ? C5 C4 C3 111.7(3) . . ? C5 C4 H4A 109.3 . . ? C3 C4 H4A 109.3 . . ? C5 C4 H4B 109.3 . . ? C3 C4 H4B 109.3 . . ? H4A C4 H4B 107.9 . . ? C14 C13 C12 122.2(4) . . ? C14 C13 H13 118.9 . . ? C12 C13 H13 118.9 . . ? C16 C17 C18 119.3(4) . . ? C16 C17 H17 120.3 . . ? C18 C17 H17 120.3 . . ? C13 C14 C15 120.8(3) . . ? C13 C14 H14 119.6 . . ? C15 C14 H14 119.6 . . ? N2 C18 C17 122.7(4) . . ? N2 C18 H18 118.6 . . ? C17 C18 H18 118.6 . . ? C4 C5 C6 111.2(3) . . ? C4 C5 H5A 109.4 . . ? C6 C5 H5A 109.4 . . ? C4 C5 H5B 109.4 . . ? C6 C5 H5B 109.4 . . ? H5A C5 H5B 108.0 . . ? _diffrn_measured_fraction_theta_max 0.948 _diffrn_reflns_theta_full 24.50 _diffrn_measured_fraction_theta_full 0.948 _refine_diff_density_max 0.518 _refine_diff_density_min -0.290 _refine_diff_density_rms 0.066 #===END data_1215-2 _database_code_depnum_ccdc_archive 'CCDC 848602' #TrackingRef '- 20101119-3.cif' _audit_creation_method 'CrysAlis RED(Oxford Diffraction 2007)' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H38 O20 Zn5' _chemical_formula_weight 1069.44 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.1646(3) _cell_length_b 9.1391(5) _cell_length_c 14.6408(7) _cell_angle_alpha 74.030(4) _cell_angle_beta 79.564(4) _cell_angle_gamma 83.527(4) _cell_volume 904.40(8) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5540 _cell_measurement_theta_min 2.8915 _cell_measurement_theta_max 28.8416 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.956 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 536 _exptl_absorpt_coefficient_mu 3.355 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.21340 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'CrysAlis RED(Oxford Diffraction 2009)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur/Sapphire3' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6924 _diffrn_reflns_av_R_equivalents 0.0462 _diffrn_reflns_av_sigmaI/netI 0.0502 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.90 _diffrn_reflns_theta_max 25.01 _reflns_number_total 3182 _reflns_number_gt 2629 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD(Oxford Diffraction, 2009)' _computing_cell_refinement 'CrysAlis RED(Oxford Diffraction, 2009)' _computing_data_reduction 'CrysAlis RED(Oxford Diffraction, 2009)' _computing_structure_solution 'SHELXTL (Sheldrick, 2008)' _computing_structure_refinement 'SHELXTL (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'publCIF (Westrip, 2010)' _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^)+(0.1057P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3182 _refine_ls_number_parameters 256 _refine_ls_number_restraints 582 _refine_ls_R_factor_all 0.0604 _refine_ls_R_factor_gt 0.0507 _refine_ls_wR_factor_ref 0.1489 _refine_ls_wR_factor_gt 0.1413 _refine_ls_goodness_of_fit_ref 1.070 _refine_ls_restrained_S_all 1.026 _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 1.0000 0.5000 0.5000 0.0201(2) Uani 1 2 d S . . Zn2 Zn 0.66329(7) 0.73877(6) 0.48149(4) 0.0242(2) Uani 1 1 d . . . Zn3 Zn 1.03247(7) 0.26187(6) 0.36241(4) 0.0229(2) Uani 1 1 d . . . O1 O 0.8690(5) 0.4314(4) 0.3009(3) 0.0269(8) Uani 1 1 d . . . O2 O 0.7810(4) 0.5646(3) 0.4097(2) 0.0199(7) Uani 1 1 d . . . O3 O 0.4427(4) 0.4275(4) 0.4061(3) 0.0240(8) Uani 1 1 d . . . O4 O 0.1821(4) 0.5810(4) 0.3792(3) 0.0301(9) Uani 1 1 d . . . O5 O 0.7364(5) -0.0934(4) 0.3536(3) 0.0268(8) Uani 1 1 d . . . O6 O 0.8854(5) 0.0803(4) 0.3872(3) 0.0297(8) Uani 1 1 d . . . O7 O 0.4292(5) 0.1284(4) 0.3855(3) 0.0297(9) Uani 1 1 d . C . O8 O 0.2652(5) 0.2654(5) 0.2727(3) 0.0327(9) Uani 1 1 d . . . O9 O 1.0676(4) 0.2756(4) 0.4881(2) 0.0183(7) Uani 1 1 d . . . H9 H 0.9887 0.2045 0.5390 0.022 Uiso 1 1 calc R . . O10 O 0.3928(4) 0.8236(4) 0.4617(3) 0.0290(8) Uani 1 1 d . . . C1 C 0.6547(6) 0.6432(5) 0.2618(4) 0.0211(9) Uani 1 1 d U . . C2 C 0.4649(7) 0.6483(6) 0.2760(4) 0.0237(9) Uani 1 1 d U . . C3 C 0.3521(5) 0.7638(4) 0.2085(3) 0.0365(12) Uani 1 1 d RU . . H3A H 0.2928 0.7107 0.1735 0.044 Uiso 1 1 d R . . H3B H 0.2514 0.8129 0.2459 0.044 Uiso 1 1 d R . . C4A C 0.4646(10) 0.8865(9) 0.1400(6) 0.0422(9) Uani 0.80 1 d PU . . H4A H 0.3948 0.9377 0.0878 0.051 Uiso 0.80 1 calc PR . . H4B H 0.4840 0.9612 0.1727 0.051 Uiso 0.80 1 calc PR . . C4B C 0.490(4) 0.802(4) 0.099(2) 0.0422(9) Uani 0.20 1 d PU . . H4C H 0.4902 0.7171 0.0707 0.051 Uiso 0.20 1 calc PR . . H4D H 0.4347 0.8917 0.0570 0.051 Uiso 0.20 1 calc PR . . C5 C 0.6512(5) 0.8230(5) 0.1004(3) 0.0422(9) Uani 1 1 d RU . . H5A H 0.7201 0.8053 0.0405 0.051 Uiso 1 1 d R . . H5B H 0.6542 0.9311 0.0943 0.051 Uiso 1 1 d R . . C6 C 0.7726(7) 0.7406(6) 0.1761(4) 0.0295(11) Uani 1 1 d U . . H6A H 0.8729 0.6771 0.1489 0.035 Uiso 1 1 calc R . . H6B H 0.8316 0.8147 0.1961 0.035 Uiso 1 1 calc R . . C7 C 0.7721(6) 0.5363(5) 0.3312(4) 0.0190(9) Uani 1 1 d U . . C8 C 0.3551(6) 0.5451(5) 0.3612(4) 0.0209(9) Uani 1 1 d U . . C9 C 0.7592(6) 0.1451(5) 0.2401(4) 0.0218(9) Uani 1 1 d U C . C10 C 0.5916(7) 0.2201(6) 0.2249(4) 0.0234(9) Uani 1 1 d U C . C11 C 0.5661(5) 0.3276(5) 0.1295(3) 0.0351(11) Uani 1 1 d U . . H11A H 0.5523 0.4314 0.1358 0.042 Uiso 0.50 1 calc PR B 2 H11B H 0.4496 0.3075 0.1114 0.042 Uiso 0.50 1 calc PR B 2 H11C H 0.4980 0.2787 0.0957 0.042 Uiso 0.50 1 d PR B 1 H11D H 0.4886 0.4172 0.1403 0.042 Uiso 0.50 1 d PR B 1 C12A C 0.7503(17) 0.3766(14) 0.0658(9) 0.0345(13) Uani 0.50 1 d PU C 1 H12A H 0.7408 0.3681 0.0022 0.041 Uiso 0.50 1 calc PR C 1 H12B H 0.7555 0.4842 0.0605 0.041 Uiso 0.50 1 calc PR C 1 C12B C 0.7330(17) 0.3142(14) 0.0487(9) 0.0345(13) Uani 0.50 1 d PU C 2 H12C H 0.6850 0.2715 0.0044 0.041 Uiso 0.50 1 calc PR C 2 H12D H 0.7653 0.4171 0.0139 0.041 Uiso 0.50 1 calc PR C 2 C13A C 0.9201(16) 0.3082(14) 0.0867(9) 0.0344(13) Uani 0.50 1 d PU C 1 H13A H 0.9861 0.3821 0.1031 0.041 Uiso 0.50 1 calc PR C 1 H13B H 0.9921 0.2900 0.0276 0.041 Uiso 0.50 1 calc PR C 1 C13B C 0.8832(16) 0.2402(14) 0.0669(8) 0.0344(13) Uani 0.50 1 d PU C 2 H13C H 0.9829 0.3090 0.0355 0.041 Uiso 0.50 1 calc PR C 2 H13D H 0.8985 0.1620 0.0323 0.041 Uiso 0.50 1 calc PR C 2 C14 C 0.9348(5) 0.1608(4) 0.1643(3) 0.0294(10) Uani 1 1 d U . . H14A H 1.0247 0.2188 0.1796 0.035 Uiso 0.50 1 calc PR A 2 H14B H 0.9951 0.0606 0.1635 0.035 Uiso 0.50 1 calc PR A 2 H14C H 1.0463 0.1589 0.1937 0.035 Uiso 0.50 1 d PR A 1 H14D H 0.9499 0.0752 0.1359 0.035 Uiso 0.50 1 d PR A 1 C15 C 0.7922(6) 0.0377(5) 0.3336(4) 0.0221(10) Uani 1 1 d U . . C16 C 0.4197(7) 0.2012(6) 0.2998(4) 0.0251(10) 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 0.0168(4) 0.0208(4) 0.0231(5) -0.0074(3) -0.0050(3) 0.0039(3) Zn2 0.0174(3) 0.0192(3) 0.0320(4) 0.0030(3) -0.0086(2) -0.0007(2) Zn3 0.0228(3) 0.0237(4) 0.0241(4) -0.0079(3) -0.0083(3) 0.0024(2) O1 0.0283(18) 0.0265(19) 0.031(2) -0.0159(16) -0.0123(16) 0.0115(15) O2 0.0169(15) 0.0180(17) 0.0256(19) -0.0062(14) -0.0061(14) 0.0007(12) O3 0.0192(16) 0.0196(17) 0.028(2) 0.0013(15) -0.0033(15) -0.0018(13) O4 0.0136(16) 0.037(2) 0.034(2) -0.0030(18) -0.0013(15) 0.0037(14) O5 0.0262(17) 0.0182(18) 0.032(2) 0.0010(16) -0.0043(16) -0.0026(14) O6 0.0326(19) 0.028(2) 0.030(2) -0.0020(17) -0.0119(16) -0.0088(15) O7 0.0252(17) 0.0235(19) 0.033(2) -0.0037(16) 0.0043(16) 0.0032(14) O8 0.0188(17) 0.051(2) 0.029(2) -0.0126(19) -0.0075(16) 0.0080(16) O9 0.0159(15) 0.0223(17) 0.0179(17) -0.0069(14) -0.0032(13) -0.0017(12) O10 0.0208(17) 0.033(2) 0.032(2) -0.0070(17) -0.0040(16) 0.0008(15) C1 0.0226(18) 0.0219(19) 0.0201(19) -0.0056(17) -0.0072(17) 0.0001(16) C2 0.0235(19) 0.023(2) 0.024(2) -0.0040(17) -0.0073(17) 0.0018(16) C3 0.030(2) 0.039(2) 0.032(2) 0.006(2) -0.011(2) 0.0048(19) C4A 0.0378(16) 0.0427(17) 0.0317(17) 0.0096(15) -0.0022(15) 0.0038(15) C4B 0.0378(16) 0.0427(17) 0.0317(17) 0.0096(15) -0.0022(15) 0.0038(15) C5 0.0378(16) 0.0427(17) 0.0317(17) 0.0096(15) -0.0022(15) 0.0038(15) C6 0.029(2) 0.032(2) 0.023(2) -0.0013(19) -0.0038(19) -0.0015(18) C7 0.0168(17) 0.0193(19) 0.0213(19) -0.0035(17) -0.0060(16) -0.0025(15) C8 0.0199(18) 0.024(2) 0.0220(19) -0.0081(17) -0.0106(16) 0.0013(16) C9 0.0219(18) 0.020(2) 0.023(2) -0.0040(17) -0.0038(17) -0.0033(16) C10 0.0261(18) 0.0229(19) 0.0220(19) -0.0057(17) -0.0073(17) -0.0001(16) C11 0.032(2) 0.035(2) 0.032(2) -0.0019(19) -0.0033(19) 0.0034(18) C12A 0.037(2) 0.032(2) 0.028(2) 0.000(2) -0.0009(19) -0.002(2) C12B 0.037(2) 0.032(2) 0.028(2) 0.000(2) -0.0009(19) -0.002(2) C13A 0.035(2) 0.034(2) 0.030(2) -0.004(2) 0.002(2) -0.003(2) C13B 0.035(2) 0.034(2) 0.030(2) -0.004(2) 0.002(2) -0.003(2) C14 0.026(2) 0.033(2) 0.026(2) -0.0042(19) -0.0020(19) -0.0014(18) C15 0.0169(18) 0.021(2) 0.026(2) -0.0045(18) 0.0014(17) -0.0003(16) C16 0.0254(19) 0.022(2) 0.029(2) -0.0075(18) -0.0069(18) 0.0003(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O4 2.010(3) 1_655 ? Zn1 O4 2.010(3) 2_666 ? Zn1 O9 2.100(3) . ? Zn1 O9 2.100(3) 2_766 ? Zn1 O2 2.162(3) . ? Zn1 O2 2.162(3) 2_766 ? Zn1 Zn2 3.0626(5) 2_766 ? Zn1 Zn2 3.0626(5) . ? Zn2 O3 2.007(3) 2_666 ? Zn2 O9 2.038(3) 2_766 ? Zn2 O10 2.045(3) . ? Zn2 O5 2.093(3) 1_565 ? Zn2 O2 2.156(3) . ? Zn3 O8 1.924(3) 1_655 ? Zn3 O9 1.941(3) . ? Zn3 O1 1.946(3) . ? Zn3 O6 1.980(3) . ? O9 Zn2 2.038(3) 2_766 ? O9 H9 0.9800 . ? O1 C7 1.253(6) . ? O2 C7 1.259(6) . ? O5 C15 1.246(6) . ? O5 Zn2 2.093(3) 1_545 ? O6 C15 1.276(6) . ? C7 C1 1.507(6) . ? C15 C9 1.490(7) . ? C10 C9 1.338(7) . ? C10 C16 1.485(7) . ? C10 C11 1.499(6) . ? C1 C2 1.335(7) . ? C1 C6 1.501(7) . ? C9 C14 1.511(6) . ? C2 C8 1.493(7) . ? C2 C3 1.506(6) . ? C6 C5 1.515(6) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C14 C13B 1.502(12) . ? C14 C13A 1.512(12) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C14 H14C 0.9700 . ? C14 H14D 0.9700 . ? C3 C4A 1.485(8) . ? C3 C4B 1.70(3) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C11 C12A 1.506(12) . ? C11 C12B 1.542(12) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C11 H11C 0.9700 . ? C11 H11D 0.9700 . ? C5 C4B 1.20(3) . ? C5 C4A 1.480(8) . ? C5 H5B 0.9700 . ? C5 H5A 0.9700 . ? C4A H4A 0.9700 . ? C4A H4B 0.9700 . ? O7 C16 1.258(6) . ? O8 C16 1.269(6) . ? O8 Zn3 1.924(3) 1_455 ? O3 C8 1.261(6) . ? O3 Zn2 2.007(3) 2_666 ? O4 C8 1.245(5) . ? O4 Zn1 2.010(3) 1_455 ? C12A C13A 1.350(16) . ? C12A H12A 0.9700 . ? C12A H12B 0.9700 . ? C12B C13B 1.236(17) . ? C12B H12C 0.9700 . ? C12B H12D 0.9700 . ? C13A H13A 0.9700 . ? C13A H13B 0.9700 . ? C13B H13C 0.9700 . ? C13B H13D 0.9700 . ? C4B H4C 0.9700 . ? C4B H4D 0.9700 . ? 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 O4 180 1_655 2_666 ? O4 Zn1 O9 91.00(13) 1_655 . ? O4 Zn1 O9 89.00(13) 2_666 . ? O4 Zn1 O9 89.00(13) 1_655 2_766 ? O4 Zn1 O9 91.00(13) 2_666 2_766 ? O9 Zn1 O9 180 . 2_766 ? O4 Zn1 O2 85.81(13) 1_655 . ? O4 Zn1 O2 94.19(13) 2_666 . ? O9 Zn1 O2 98.79(12) . . ? O9 Zn1 O2 81.21(12) 2_766 . ? O4 Zn1 O2 94.19(13) 1_655 2_766 ? O4 Zn1 O2 85.81(13) 2_666 2_766 ? O9 Zn1 O2 81.21(12) . 2_766 ? O9 Zn1 O2 98.79(12) 2_766 2_766 ? O2 Zn1 O2 180 . 2_766 ? O4 Zn1 Zn2 77.41(9) 1_655 2_766 ? O4 Zn1 Zn2 102.59(9) 2_666 2_766 ? O9 Zn1 Zn2 41.50(8) . 2_766 ? O9 Zn1 Zn2 138.50(8) 2_766 2_766 ? O2 Zn1 Zn2 135.26(8) . 2_766 ? O2 Zn1 Zn2 44.74(8) 2_766 2_766 ? O4 Zn1 Zn2 102.59(9) 1_655 . ? O4 Zn1 Zn2 77.41(9) 2_666 . ? O9 Zn1 Zn2 138.50(8) . . ? O9 Zn1 Zn2 41.50(8) 2_766 . ? O2 Zn1 Zn2 44.74(8) . . ? O2 Zn1 Zn2 135.26(8) 2_766 . ? Zn2 Zn1 Zn2 180 2_766 . ? O3 Zn2 O9 98.20(13) 2_666 2_766 ? O3 Zn2 O10 89.77(14) 2_666 . ? O9 Zn2 O10 160.23(14) 2_766 . ? O3 Zn2 O5 170.44(14) 2_666 1_565 ? O9 Zn2 O5 90.76(13) 2_766 1_565 ? O10 Zn2 O5 82.80(14) . 1_565 ? O3 Zn2 O2 87.97(13) 2_666 . ? O9 Zn2 O2 82.77(12) 2_766 . ? O10 Zn2 O2 115.74(13) . . ? O5 Zn2 O2 89.85(13) 1_565 . ? O3 Zn2 Zn1 77.95(9) 2_666 . ? O9 Zn2 Zn1 43.05(9) 2_766 . ? O10 Zn2 Zn1 156.60(11) . . ? O5 Zn2 Zn1 106.85(9) 1_565 . ? O2 Zn2 Zn1 44.90(8) . . ? O8 Zn3 O9 113.71(14) 1_655 . ? O8 Zn3 O1 105.41(15) 1_655 . ? O9 Zn3 O1 111.87(14) . . ? O8 Zn3 O6 115.51(16) 1_655 . ? O9 Zn3 O6 105.53(14) . . ? O1 Zn3 O6 104.57(15) . . ? Zn3 O9 Zn2 119.07(15) . 2_766 ? Zn3 O9 Zn1 110.06(14) . . ? Zn2 O9 Zn1 95.45(13) 2_766 . ? Zn3 O9 H9 110.4 . . ? Zn2 O9 H9 110.4 2_766 . ? Zn1 O9 H9 110.4 . . ? C7 O1 Zn3 131.7(3) . . ? C7 O2 Zn2 136.5(3) . . ? C7 O2 Zn1 130.2(3) . . ? Zn2 O2 Zn1 90.36(12) . . ? C15 O5 Zn2 134.5(3) . 1_545 ? C15 O6 Zn3 131.1(3) . . ? O1 C7 O2 124.6(4) . . ? O1 C7 C1 115.6(4) . . ? O2 C7 C1 119.5(4) . . ? O5 C15 O6 122.8(5) . . ? O5 C15 C9 118.1(4) . . ? O6 C15 C9 119.0(4) . . ? C9 C10 C16 122.7(5) . . ? C9 C10 C11 121.4(4) . . ? C16 C10 C11 115.9(4) . . ? C2 C1 C6 124.1(4) . . ? C2 C1 C7 122.7(4) . . ? C6 C1 C7 113.2(4) . . ? C10 C9 C15 123.5(4) . . ? C10 C9 C14 123.4(4) . . ? C15 C9 C14 113.0(4) . . ? C1 C2 C8 121.8(4) . . ? C1 C2 C3 121.1(4) . . ? C8 C2 C3 117.1(4) . . ? C1 C6 C5 110.8(4) . . ? C1 C6 H6A 109.5 . . ? C5 C6 H6A 109.5 . . ? C1 C6 H6B 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 108.1 . . ? C13B C14 C13A 32.3(6) . . ? C13B C14 C9 110.4(5) . . ? C13A C14 C9 111.0(5) . . ? C13B C14 H14A 109.6 . . ? C13A C14 H14A 79.7 . . ? C9 C14 H14A 109.6 . . ? C13B C14 H14B 109.6 . . ? C13A C14 H14B 132.8 . . ? C9 C14 H14B 109.6 . . ? H14A C14 H14B 108.1 . . ? C13B C14 H14C 133.2 . . ? C13A C14 H14C 109.2 . . ? C9 C14 H14C 109.7 . . ? H14A C14 H14C 32.6 . . ? H14B C14 H14C 78.0 . . ? C13B C14 H14D 80.1 . . ? C13A C14 H14D 109.6 . . ? C9 C14 H14D 109.2 . . ? H14A C14 H14D 133.0 . . ? H14B C14 H14D 32.5 . . ? H14C C14 H14D 108.1 . . ? C4A C3 C2 114.4(4) . . ? C4A C3 C4B 39.3(12) . . ? C2 C3 C4B 106.8(10) . . ? C4A C3 H3A 110.0 . . ? C2 C3 H3A 108.6 . . ? C4B C3 H3A 77.3 . . ? C4A C3 H3B 107.0 . . ? C2 C3 H3B 109.0 . . ? C4B C3 H3B 139.7 . . ? H3A C3 H3B 107.7 . . ? C10 C11 C12A 113.8(5) . . ? C10 C11 C12B 113.2(5) . . ? C12A C11 C12B 27.0(6) . . ? C10 C11 H11A 108.9 . . ? C12A C11 H11A 84.1 . . ? C12B C11 H11A 108.9 . . ? C10 C11 H11B 108.9 . . ? C12A C11 H11B 128.7 . . ? C12B C11 H11B 108.9 . . ? H11A C11 H11B 107.7 . . ? C10 C11 H11C 109.0 . . ? C12A C11 H11C 108.2 . . ? C12B C11 H11C 83.8 . . ? H11A C11 H11C 130.3 . . ? H11B C11 H11C 28.4 . . ? C10 C11 H11D 108.8 . . ? C12A C11 H11D 109.2 . . ? C12B C11 H11D 129.6 . . ? H11A C11 H11D 28.4 . . ? H11B C11 H11D 81.5 . . ? H11C C11 H11D 107.7 . . ? C4B C5 C4A 46.5(17) . . ? C4B C5 C6 127.3(14) . . ? C4A C5 C6 113.9(4) . . ? C4B C5 H5B 106.3 . . ? C4A C5 H5B 69.0 . . ? C6 C5 H5B 106.6 . . ? C4B C5 H5A 103.7 . . ? C4A C5 H5A 140.4 . . ? C6 C5 H5A 105.2 . . ? H5B C5 H5A 106.2 . . ? C5 C4A C3 110.7(6) . . ? C5 C4A H5B 38.6 . . ? C3 C4A H5B 145.2 . . ? C5 C4A H4A 109.5 . . ? C3 C4A H4A 109.5 . . ? H5B C4A H4A 99.3 . . ? C5 C4A H4B 109.5 . . ? C3 C4A H4B 109.5 . . ? H5B C4A H4B 78.3 . . ? H4A C4A H4B 108.1 . . ? C16 O8 Zn3 121.4(4) . 1_455 ? O7 C16 O8 122.5(5) . . ? O7 C16 C10 121.3(4) . . ? O8 C16 C10 116.2(5) . . ? C8 O3 Zn2 128.0(3) . 2_666 ? C8 O4 Zn1 128.1(3) . 1_455 ? O4 C8 O3 125.9(5) . . ? O4 C8 C2 116.3(4) . . ? O3 C8 C2 117.7(4) . . ? C13A C12A C11 121.9(9) . . ? C13A C12A H12A 106.8 . . ? C11 C12A H12A 106.8 . . ? C13A C12A H12B 106.8 . . ? C11 C12A H12B 106.8 . . ? H12A C12A H12B 106.7 . . ? C13B C12B C11 121.2(11) . . ? C13B C12B H12C 107.0 . . ? C11 C12B H12C 107.0 . . ? C13B C12B H12D 107.0 . . ? C11 C12B H12D 107.0 . . ? H12C C12B H12D 106.8 . . ? C12A C13A C14 121.7(9) . . ? C12A C13A H13A 106.9 . . ? C14 C13A H13A 106.9 . . ? C12A C13A H13B 106.9 . . ? C14 C13A H13B 106.9 . . ? H13A C13A H13B 106.7 . . ? C12B C13B C14 127.5(11) . . ? C12B C13B H13C 105.4 . . ? C14 C13B H13C 105.4 . . ? C12B C13B H13D 105.4 . . ? C14 C13B H13D 105.4 . . ? H13C C13B H13D 106.0 . . ? C5 C4B C3 114(2) . . ? C5 C4B H4C 108.8 . . ? C3 C4B H4C 108.8 . . ? C5 C4B H4D 108.8 . . ? C3 C4B H4D 108.8 . . ? H4C C4B H4D 107.7 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.056 _refine_diff_density_min -1.027 _refine_diff_density_rms 0.159 #======================================================================= data_20101119-3 _database_code_depnum_ccdc_archive 'CCDC 848603' #TrackingRef '- 20101119-3.cif' _audit_creation_method 'CrysAlis RED(Oxford Diffraction 2007)' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H18 N2 O5 Zn' _chemical_formula_weight 407.70 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 Trigonal _symmetry_space_group_name_H-M R32 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'y, x, -z' '-x, -x+y, -z' 'x-y, -y, -z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'y+2/3, x+1/3, -z+1/3' '-x+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, -y+1/3, -z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' 'y+1/3, x+2/3, -z+2/3' '-x+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, -y+2/3, -z+2/3' _cell_length_a 18.2300(4) _cell_length_b 18.2300(4) _cell_length_c 17.1118(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 4924.9(2) _cell_formula_units_Z 9 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3001 _cell_measurement_theta_min 2.5200 _cell_measurement_theta_max 28.9157 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.237 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1800 _exptl_absorpt_coefficient_mu 1.141 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.83571 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'CrysAlis RED(Oxford Diffraction 2009)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur/Sapphire3' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 1843 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0270 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.71 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1843 _reflns_number_gt 1606 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD(Oxford Diffraction, 2009)' _computing_cell_refinement 'CrysAlis RED(Oxford Diffraction, 2009)' _computing_data_reduction 'CrysAlis RED(Oxford Diffraction, 2009)' _computing_structure_solution 'SHELXTL (Sheldrick, 2008)' _computing_structure_refinement 'SHELXTL (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'publCIF (Westrip, 2010)' _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^)+(0.1760P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.07(5) _refine_ls_number_reflns 1843 _refine_ls_number_parameters 90 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0847 _refine_ls_R_factor_gt 0.0794 _refine_ls_wR_factor_ref 0.2198 _refine_ls_wR_factor_gt 0.2133 _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_restrained_S_all 1.117 _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 0.63560(5) 1.0000 0.0501(4) Uani 1 2 d S . . N1 N 0.9302(4) 0.5252(4) 0.9372(3) 0.0511(14) Uani 1 1 d . . . O1 O 0.9457(8) 0.6459(10) 1.0921(7) 0.174(4) Uani 1 1 d D . . O2 O 0.8847(8) 0.6624(11) 0.9962(6) 0.174(4) Uani 1 1 d D . . C1 C 0.8237(8) 0.6548(10) 1.1296(6) 0.117(3) Uani 1 1 d D . . C2 C 0.7416(8) 0.6375(11) 1.0876(7) 0.117(3) Uani 1 1 d . . . H2A H 0.7571 0.6674 1.0381 0.140 Uiso 1 1 calc R . . H2B H 0.7089 0.5774 1.0760 0.140 Uiso 1 1 calc R . . C3 C 0.6879(8) 0.6612(10) 1.1291(8) 0.117(3) Uani 1 1 d . . . H3A H 0.6967 0.7135 1.1060 0.140 Uiso 1 1 calc R . . H3B H 0.6299 0.6183 1.1179 0.140 Uiso 1 1 calc R . . C4 C 0.8832(11) 0.6524(15) 1.0706(9) 0.174(4) Uani 1 1 d D . . C5 C 0.9493(4) 0.5197(4) 0.8626(4) 0.0520(15) Uani 1 1 d . . . H5 H 0.9944 0.5668 0.8395 0.062 Uiso 1 1 calc R . . C6 C 0.9042(5) 0.4464(4) 0.8183(4) 0.0544(15) Uani 1 1 d . . . H6 H 0.9156 0.4460 0.7654 0.065 Uiso 1 1 calc R . . C7 C 0.8428(4) 0.3748(5) 0.8544(4) 0.0534(16) Uani 1 1 d . . . C8 C 0.8227(6) 0.3793(5) 0.9322(4) 0.066(2) Uani 1 1 d . . . H8 H 0.7800 0.3325 0.9579 0.080 Uiso 1 1 calc R . . C9 C 0.8684(6) 0.4556(5) 0.9689(5) 0.0652(19) Uani 1 1 d . . . H9 H 0.8548 0.4588 1.0207 0.078 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0623(7) 0.0492(5) 0.0432(7) -0.0023(2) -0.0045(5) 0.0311(4) N1 0.057(3) 0.054(3) 0.048(3) -0.012(2) -0.011(2) 0.032(3) O1 0.133(5) 0.226(8) 0.168(7) -0.075(7) 0.002(6) 0.093(6) O2 0.133(5) 0.226(8) 0.168(7) -0.075(7) 0.002(6) 0.093(6) C1 0.097(4) 0.198(8) 0.089(5) -0.026(5) -0.020(4) 0.098(5) C2 0.097(4) 0.198(8) 0.089(5) -0.026(5) -0.020(4) 0.098(5) C3 0.097(4) 0.198(8) 0.089(5) -0.026(5) -0.020(4) 0.098(5) C4 0.133(5) 0.226(8) 0.168(7) -0.075(7) 0.002(6) 0.093(6) C5 0.058(4) 0.041(3) 0.059(4) 0.004(3) 0.016(3) 0.026(3) C6 0.071(4) 0.060(3) 0.044(4) -0.007(3) -0.008(3) 0.041(4) C7 0.056(4) 0.062(4) 0.046(4) -0.002(3) -0.004(3) 0.033(3) C8 0.080(5) 0.065(4) 0.049(4) -0.005(3) 0.010(4) 0.032(4) C9 0.077(5) 0.060(4) 0.057(4) -0.008(3) -0.003(4) 0.033(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 1.919(10) 5_767 ? Zn1 O1 1.919(10) . ? Zn1 N1 2.065(5) . ? Zn1 N1 2.065(5) 5_767 ? Zn1 O2 2.385(12) 5_767 ? Zn1 O2 2.385(12) . ? Zn1 C4 2.596(14) 5_767 ? N1 C9 1.321(10) . ? N1 C5 1.339(9) . ? O1 C4 1.258(15) . ? O2 C4 1.284(15) . ? C4 C1 1.499(14) . ? C1 C1 1.32(2) 12_567 ? C1 C2 1.543(15) . ? C2 C3 1.440(16) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C3 1.30(3) 12_567 ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C5 C6 1.393(9) . ? C5 H5 0.9300 . ? C6 C7 1.370(10) . ? C6 H6 0.9300 . ? C7 C8 1.394(11) . ? C7 C7 1.494(15) 18_556 ? C8 C9 1.365(11) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? 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 138.3(9) 5_767 . ? O1 Zn1 N1 92.8(4) 5_767 . ? O1 Zn1 N1 115.2(5) . . ? O1 Zn1 N1 115.2(5) 5_767 5_767 ? O1 Zn1 N1 92.8(4) . 5_767 ? N1 Zn1 N1 96.4(3) . 5_767 ? O1 Zn1 O2 56.8(4) 5_767 5_767 ? O1 Zn1 O2 95.1(6) . 5_767 ? N1 Zn1 O2 148.4(3) . 5_767 ? N1 Zn1 O2 90.5(4) 5_767 5_767 ? O1 Zn1 O2 95.1(6) 5_767 . ? O1 Zn1 O2 56.8(4) . . ? N1 Zn1 O2 90.5(4) . . ? N1 Zn1 O2 148.4(3) 5_767 . ? O2 Zn1 O2 99.6(8) 5_767 . ? O1 Zn1 C4 27.5(4) 5_767 5_767 ? O1 Zn1 C4 120.8(7) . 5_767 ? N1 Zn1 C4 119.3(4) . 5_767 ? N1 Zn1 C4 102.4(5) 5_767 5_767 ? O2 Zn1 C4 29.5(4) 5_767 5_767 ? O2 Zn1 C4 100.9(7) . 5_767 ? C9 N1 C5 116.6(6) . . ? C9 N1 Zn1 122.4(5) . . ? C5 N1 Zn1 120.8(4) . . ? C4 O1 Zn1 107.8(9) . . ? C4 O2 Zn1 84.4(8) . . ? O1 C4 O2 110.3(12) . . ? O1 C4 C1 120.6(13) . . ? O2 C4 C1 128.9(14) . . ? C1 C1 C4 130.8(9) 12_567 . ? C1 C1 C2 119.8(6) 12_567 . ? C4 C1 C2 108.8(10) . . ? C3 C2 C1 116.3(11) . . ? C3 C2 H2A 108.2 . . ? C1 C2 H2A 108.2 . . ? C3 C2 H2B 108.2 . . ? C1 C2 H2B 108.2 . . ? H2A C2 H2B 107.4 . . ? C3 C3 C2 121.6(9) 12_567 . ? C3 C3 H3A 106.9 12_567 . ? C2 C3 H3A 106.9 . . ? C3 C3 H3B 106.9 12_567 . ? C2 C3 H3B 106.9 . . ? H3A C3 H3B 106.7 . . ? N1 C5 C6 122.7(6) . . ? N1 C5 H5 118.7 . . ? C6 C5 H5 118.7 . . ? C7 C6 C5 118.6(6) . . ? C7 C6 H6 120.7 . . ? C5 C6 H6 120.7 . . ? C6 C7 C8 119.2(7) . . ? C6 C7 C7 120.3(8) . 18_556 ? C8 C7 C7 120.4(8) . 18_556 ? C9 C8 C7 117.1(7) . . ? C9 C8 H8 121.5 . . ? C7 C8 H8 121.5 . . ? N1 C9 C8 125.6(7) . . ? N1 C9 H9 117.2 . . ? C8 C9 H9 117.2 . . ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 0.000 504 54 ' ' 2 0.667 0.333 0.333 502 54 ' ' 3 0.333 0.667 0.167 9 0 ' ' 4 0.333 0.667 0.667 502 54 ' ' 5 0.000 0.000 0.500 9 0 ' ' 6 0.667 0.333 0.833 9 0 ' ' _platon_squeeze_details ; 162 electrons were removed from the unit cell, corresponding to 9 water molecules in the unit cell. The number of molecules in the unit cell is 9, indicating the formula unit of complex 1 contains one water molecule. ; _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 1.200 _refine_diff_density_min -0.844 _refine_diff_density_rms 0.136 #===END data_20110107-1 _database_code_depnum_ccdc_archive 'CCDC 848604' #TrackingRef '- 20101119-3.cif' _audit_creation_method 'CrysAlis RED(Oxford Diffraction 2007)' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H12 Cu N O4' _chemical_formula_weight 309.78 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' Cu Cu 0.3201 1.2651 '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 10.0635(5) _cell_length_b 6.1226(2) _cell_length_c 19.9763(9) _cell_angle_alpha 90.00 _cell_angle_beta 103.340(5) _cell_angle_gamma 90.00 _cell_volume 1197.62(9) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3331 _cell_measurement_theta_min 2.5307 _cell_measurement_theta_max 28.7683 _exptl_crystal_description cubic _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.718 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 632 _exptl_absorpt_coefficient_mu 1.832 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.73578 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'CrysAlis RED(Oxford Diffraction 2009)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur/Sapphire3' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5122 _diffrn_reflns_av_R_equivalents 0.0255 _diffrn_reflns_av_sigmaI/netI 0.0361 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.59 _diffrn_reflns_theta_max 25.01 _reflns_number_total 2102 _reflns_number_gt 1733 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD(Oxford Diffraction, 2009)' _computing_cell_refinement 'CrysAlis RED(Oxford Diffraction, 2009)' _computing_data_reduction 'CrysAlis RED(Oxford Diffraction, 2009)' _computing_structure_solution 'SHELXTL (Sheldrick, 2008)' _computing_structure_refinement 'SHELXTL (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'publCIF (Westrip, 2010)' _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^)+(0.0547P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2102 _refine_ls_number_parameters 172 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0412 _refine_ls_R_factor_gt 0.0308 _refine_ls_wR_factor_ref 0.0821 _refine_ls_wR_factor_gt 0.0799 _refine_ls_goodness_of_fit_ref 0.993 _refine_ls_restrained_S_all 0.993 _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 Cu1 Cu 0.64434(4) 0.34716(5) 0.530162(18) 0.02780(14) Uani 1 1 d . . . N1 N 0.7751(2) 0.5722(4) 0.51760(12) 0.0274(5) Uani 1 1 d . . . O1 O 0.5626(2) 0.0909(3) 0.56981(11) 0.0364(5) Uani 1 1 d . . . O2 O 0.7677(2) 0.2060(3) 0.61180(11) 0.0406(5) Uani 1 1 d . . . O3 O 0.49461(19) -0.3812(3) 0.55467(9) 0.0256(4) Uani 1 1 d . . . O4 O 0.3664(2) -0.2449(4) 0.62150(11) 0.0423(5) Uani 1 1 d . . . C1 C 0.6956(3) -0.1011(4) 0.66766(15) 0.0301(7) Uani 1 1 d . . . C2 C 0.6058(3) -0.2646(4) 0.66571(14) 0.0271(6) Uani 1 1 d . . . C3 C 0.6264(3) -0.4403(5) 0.71994(15) 0.0380(7) Uani 1 1 d . . . H3A H 0.6015 -0.5805 0.6980 0.046 Uiso 1 1 calc R . . H3B H 0.5663 -0.4127 0.7506 0.046 Uiso 1 1 calc R . . C4 C 0.7732(4) -0.4510(6) 0.76181(19) 0.0577(10) Uani 1 1 d . . . H4A H 0.7776 -0.5409 0.8022 0.069 Uiso 1 1 calc R . . H4B H 0.8302 -0.5182 0.7344 0.069 Uiso 1 1 calc R . . C5 C 0.8256(4) -0.2306(6) 0.78322(18) 0.0606(11) Uani 1 1 d . . . H5A H 0.9183 -0.2429 0.8107 0.073 Uiso 1 1 calc R . . H5B H 0.7703 -0.1665 0.8119 0.073 Uiso 1 1 calc R . . C6 C 0.8248(4) -0.0810(5) 0.72321(17) 0.0450(8) Uani 1 1 d . . . H6A H 0.8347 0.0688 0.7394 0.054 Uiso 1 1 calc R . . H6B H 0.9024 -0.1151 0.7039 0.054 Uiso 1 1 calc R . . C7 C 0.6729(3) 0.0707(4) 0.61388(15) 0.0288(6) Uani 1 1 d . . . C8 C 0.4769(3) -0.2907(4) 0.61017(14) 0.0257(6) Uani 1 1 d . . . C9 C 0.8997(3) 0.5884(5) 0.56001(17) 0.0405(8) Uani 1 1 d . . . H9 H 0.9259 0.4848 0.5946 0.049 Uiso 1 1 calc R . . C10 C 0.9892(3) 0.7509(5) 0.55419(17) 0.0422(8) Uani 1 1 d . . . H10 H 1.0749 0.7548 0.5841 0.051 Uiso 1 1 calc R . . C11 C 0.9534(3) 0.9094(4) 0.50426(14) 0.0243(6) Uani 1 1 d . . . C12 C 0.8250(3) 0.8930(5) 0.46131(16) 0.0362(7) Uani 1 1 d . . . H12 H 0.7956 0.9961 0.4269 0.043 Uiso 1 1 calc R . . C13 C 0.7409(3) 0.7241(5) 0.46965(16) 0.0358(7) Uani 1 1 d . . . H13 H 0.6550 0.7159 0.4400 0.043 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 Cu1 0.0259(2) 0.0273(2) 0.0272(2) 0.00747(14) -0.00007(14) -0.01024(15) N1 0.0232(13) 0.0284(11) 0.0290(14) 0.0046(10) 0.0025(10) -0.0082(10) O1 0.0347(13) 0.0328(10) 0.0357(12) 0.0146(9) -0.0042(10) -0.0124(9) O2 0.0346(13) 0.0374(11) 0.0429(13) 0.0162(10) -0.0053(10) -0.0164(10) O3 0.0257(11) 0.0270(10) 0.0212(10) 0.0001(8) -0.0004(8) -0.0072(8) O4 0.0338(14) 0.0513(13) 0.0429(14) 0.0020(11) 0.0113(11) 0.0037(11) C1 0.0351(18) 0.0281(14) 0.0242(16) 0.0026(12) 0.0008(12) -0.0065(13) C2 0.0360(18) 0.0247(13) 0.0201(15) 0.0013(12) 0.0050(12) -0.0031(13) C3 0.048(2) 0.0332(15) 0.0300(18) 0.0095(14) 0.0027(14) -0.0107(14) C4 0.070(3) 0.049(2) 0.041(2) 0.0197(17) -0.0137(18) -0.0108(19) C5 0.068(3) 0.059(2) 0.040(2) 0.0175(19) -0.0192(18) -0.015(2) C6 0.051(2) 0.0358(16) 0.0363(19) 0.0062(15) -0.0135(15) -0.0153(16) C7 0.0341(18) 0.0225(13) 0.0270(16) 0.0010(12) 0.0010(13) -0.0070(13) C8 0.0330(18) 0.0189(12) 0.0244(16) 0.0038(11) 0.0047(12) -0.0063(12) C9 0.0330(18) 0.0384(16) 0.043(2) 0.0215(15) -0.0054(14) -0.0124(14) C10 0.0257(17) 0.0440(17) 0.045(2) 0.0197(16) -0.0155(14) -0.0165(15) C11 0.0217(15) 0.0235(12) 0.0269(15) 0.0011(11) 0.0043(12) -0.0068(12) C12 0.0258(17) 0.0385(16) 0.0391(19) 0.0178(14) -0.0030(13) -0.0090(13) C13 0.0223(16) 0.0399(16) 0.0388(19) 0.0165(14) -0.0061(13) -0.0099(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 Cu1 O3 1.9434(19) 3_656 ? Cu1 N1 1.961(2) . ? Cu1 O2 2.004(2) . ? Cu1 O1 2.0165(18) . ? Cu1 C7 2.350(3) . ? Cu1 O3 2.3701(18) 1_565 ? O1 C7 1.254(4) . ? O2 C7 1.272(3) . ? C8 O4 1.218(3) . ? C8 O3 1.288(3) . ? C8 C2 1.508(4) . ? C13 N1 1.323(4) . ? C13 C12 1.370(4) . ? C13 H13 0.9300 . ? C11 C10 1.379(4) . ? C11 C12 1.380(4) . ? C11 C11 1.487(5) 3_776 ? C12 H12 0.9300 . ? C2 C1 1.343(4) . ? C2 C3 1.507(4) . ? C3 C4 1.522(5) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C7 C1 1.483(4) . ? C1 C6 1.507(4) . ? C10 C9 1.365(4) . ? C10 H10 0.9300 . ? C6 C5 1.507(4) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C4 C5 1.476(5) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C9 N1 1.345(4) . ? C9 H9 0.9300 . ? O3 Cu1 1.9434(19) 3_656 ? O3 Cu1 2.3701(18) 1_545 ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? 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 Cu1 N1 100.50(9) 3_656 . ? O3 Cu1 O2 160.41(8) 3_656 . ? N1 Cu1 O2 95.68(9) . . ? O3 Cu1 O1 98.58(8) 3_656 . ? N1 Cu1 O1 160.65(9) . . ? O2 Cu1 O1 64.98(8) . . ? O3 Cu1 C7 130.01(9) 3_656 . ? N1 Cu1 C7 128.43(10) . . ? O2 Cu1 C7 32.75(9) . . ? O1 Cu1 C7 32.23(9) . . ? O3 Cu1 O3 75.00(8) 3_656 1_565 ? N1 Cu1 O3 90.62(8) . 1_565 ? O2 Cu1 O3 116.03(8) . 1_565 ? O1 Cu1 O3 97.39(8) . 1_565 ? C7 Cu1 O3 109.73(8) . 1_565 ? C7 O1 Cu1 88.69(16) . . ? C7 O2 Cu1 88.78(17) . . ? O4 C8 O3 124.9(3) . . ? O4 C8 C2 120.4(3) . . ? O3 C8 C2 114.3(2) . . ? N1 C13 C12 123.6(3) . . ? N1 C13 H13 118.2 . . ? C12 C13 H13 118.2 . . ? C10 C11 C12 116.7(2) . . ? C10 C11 C11 122.8(3) . 3_776 ? C12 C11 C11 120.5(3) . 3_776 ? C13 C12 C11 119.7(3) . . ? C13 C12 H12 120.1 . . ? C11 C12 H12 120.1 . . ? C1 C2 C3 122.1(3) . . ? C1 C2 C8 124.0(2) . . ? C3 C2 C8 113.9(2) . . ? C2 C3 C4 112.4(3) . . ? C2 C3 H3A 109.1 . . ? C4 C3 H3A 109.1 . . ? C2 C3 H3B 109.1 . . ? C4 C3 H3B 109.1 . . ? H3A C3 H3B 107.9 . . ? O1 C7 O2 117.5(3) . . ? O1 C7 C1 122.8(3) . . ? O2 C7 C1 119.6(3) . . ? O1 C7 Cu1 59.08(14) . . ? O2 C7 Cu1 58.47(14) . . ? C1 C7 Cu1 178.1(2) . . ? C2 C1 C7 121.2(3) . . ? C2 C1 C6 122.9(3) . . ? C7 C1 C6 116.0(2) . . ? C9 C10 C11 120.5(3) . . ? C9 C10 H10 119.7 . . ? C11 C10 H10 119.7 . . ? C1 C6 C5 112.4(3) . . ? C1 C6 H6A 109.1 . . ? C5 C6 H6A 109.1 . . ? C1 C6 H6B 109.1 . . ? C5 C6 H6B 109.1 . . ? H6A C6 H6B 107.9 . . ? C5 C4 C3 110.9(3) . . ? C5 C4 H4A 109.5 . . ? C3 C4 H4A 109.5 . . ? C5 C4 H4B 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 108.0 . . ? N1 C9 C10 122.5(3) . . ? N1 C9 H9 118.8 . . ? C10 C9 H9 118.8 . . ? C8 O3 Cu1 119.33(18) . 3_656 ? C8 O3 Cu1 134.46(18) . 1_545 ? Cu1 O3 Cu1 105.00(8) 3_656 1_545 ? C13 N1 C9 117.0(2) . . ? C13 N1 Cu1 121.1(2) . . ? C9 N1 Cu1 121.77(19) . . ? C4 C5 C6 112.9(3) . . ? C4 C5 H5A 109.0 . . ? C6 C5 H5A 109.0 . . ? C4 C5 H5B 109.0 . . ? C6 C5 H5B 109.0 . . ? H5A C5 H5B 107.8 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.681 _refine_diff_density_min -0.376 _refine_diff_density_rms 0.085