# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Chun-Sen Liu' _publ_contact_author_email CHUNSENLIU@ZZULI.EDU.CN _publ_section_title ; Metal-Organic Coordination Polymers Based on a Flexible Tetrahydrofuran-2,3,4,5-tetracarboxylic acid Ligand: Syntheses, Crystal Structures, and Magnetic/Photoluminescent Properties ; loop_ _publ_author_name 'Shaoming Fang' 'Li-Jun Gao' 'Liang-Qi Guo' 'Min Hu' 'Chun-Sen Liu' ; Song-Tao Ma ; 'Li-Ming Zhou' # Attachment 'revised_Complex1.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 725232' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H8.83 Cu2 O11.42' _chemical_formula_weight 414.73 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Cubic _symmetry_space_group_name_H-M Pa-3 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' 'z, x, y' 'z+1/2, -x+1/2, -y' '-z+1/2, -x, y+1/2' '-z, x+1/2, -y+1/2' 'y, z, x' '-y, z+1/2, -x+1/2' 'y+1/2, -z+1/2, -x' '-y+1/2, -z, x+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' '-z, -x, -y' '-z-1/2, x-1/2, y' 'z-1/2, x, -y-1/2' 'z, -x-1/2, y-1/2' '-y, -z, -x' 'y, -z-1/2, x-1/2' '-y-1/2, z-1/2, x' 'y-1/2, z, -x-1/2' _cell_length_a 20.276(2) _cell_length_b 20.276(2) _cell_length_c 20.276(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8335.5(16) _cell_formula_units_Z 24 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 18975 _cell_measurement_theta_min 2.8413 _cell_measurement_theta_max 26.0074 _exptl_crystal_description cuboctahedral _exptl_crystal_colour blue _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.983 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4948 _exptl_absorpt_coefficient_mu 3.118 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6038 _exptl_absorpt_correction_T_max 0.6694 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 78092 _diffrn_reflns_av_R_equivalents 0.0591 _diffrn_reflns_av_sigmaI/netI 0.0146 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.84 _diffrn_reflns_theta_max 24.99 _reflns_number_total 2414 _reflns_number_gt 2411 _reflns_threshold_expression i>2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The isor instruction was used for O1W, O3W, and O6W to improve the final refinement quality of crystal data. ; _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^)+(0.0979P)^2^+39.5824P] 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 2414 _refine_ls_number_parameters 214 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0456 _refine_ls_R_factor_gt 0.0456 _refine_ls_wR_factor_ref 0.1529 _refine_ls_wR_factor_gt 0.1528 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.087 _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 Cu1 Cu 0.13910(3) 0.34507(3) -0.10641(3) 0.0157(2) Uani 1 1 d . . . Cu2 Cu 0.27044(3) 0.49576(3) 0.05222(3) 0.0195(3) Uani 1 1 d . . . C1 C 0.3095(2) 0.2938(2) 0.0313(2) 0.0133(9) Uani 1 1 d . . . H1A H 0.3330 0.3083 -0.0084 0.016 Uiso 1 1 calc R . . C2 C 0.3579(2) 0.2681(2) 0.0833(2) 0.0157(10) Uani 1 1 d . . . H2A H 0.3705 0.3050 0.1119 0.019 Uiso 1 1 calc R . . C3 C 0.2683(2) 0.1934(2) 0.0818(2) 0.0146(9) Uani 1 1 d . . . H3A H 0.2259 0.1984 0.1046 0.018 Uiso 1 1 calc R . . C4 C 0.2664(2) 0.2324(2) 0.0166(2) 0.0150(10) Uani 1 1 d . . . H4A H 0.2894 0.2060 -0.0168 0.018 Uiso 1 1 calc R . . C5 C 0.2717(2) 0.3513(2) 0.0627(2) 0.0159(10) Uani 1 1 d . . . C6 C 0.4208(2) 0.2369(2) 0.0559(2) 0.0181(10) Uani 1 1 d . . . C7 C 0.2818(3) 0.1208(2) 0.0705(2) 0.0197(11) Uani 1 1 d . . . C8 C 0.1977(2) 0.2488(2) -0.0106(2) 0.0160(10) Uani 1 1 d . . . O1 O 0.22074(18) 0.33860(17) 0.09453(19) 0.0230(8) Uani 1 1 d . . . O1W O 0.3849(5) 0.5137(6) 0.0405(7) 0.068(3) Uani 0.50 1 d PU . . H1WA H 0.4113 0.4811 0.0402 0.068 Uiso 0.50 1 d PR . . H1WB H 0.3998 0.5528 0.0376 0.068 Uiso 0.50 1 d PR . . O2 O 0.29844(19) 0.40616(17) 0.0545(2) 0.0289(9) Uani 1 1 d . . . O2W O 0.0580(2) 0.3507(3) -0.0327(2) 0.0379(11) Uani 1 1 d . . . H2WB H 0.0615 0.3582 0.0084 0.046 Uiso 1 1 d R . . H2WA H 0.0178 0.3447 -0.0426 0.046 Uiso 1 1 d R . . O3 O 0.2375(2) 0.09010(18) 0.0403(2) 0.0276(9) Uani 1 1 d . . . O3W O 0.3819(6) 0.3952(6) 0.1900(8) 0.079(4) Uani 0.50 1 d PU . . H3WA H 0.3550 0.4254 0.1792 0.095 Uiso 0.50 1 d PR . . H3WB H 0.4189 0.4112 0.2014 0.095 Uiso 0.50 1 d PR . . O4 O 0.33466(17) 0.09526(17) 0.09028(18) 0.0215(8) Uani 1 1 d . . . O4W O 0.2798(11) 0.2798(11) 0.2798(11) 0.053(9) Uani 0.25 3 d SP . . H4WB H 0.2495 0.2713 0.3075 0.064 Uiso 0.08 1 d PR . . H4WA H 0.3040 0.3040 0.3040 0.064 Uiso 0.25 3 d SPR . . O5 O 0.43935(18) 0.18257(18) 0.07888(19) 0.0244(8) Uani 1 1 d . . . O5W O 0.9133(13) 0.4133(13) 0.0867(13) 0.062(10) Uani 0.25 3 d SP . . H5WB H 0.9375 0.4375 0.0625 0.075 Uiso 0.25 3 d SPR . . H5WA H 0.9191 0.3729 0.0807 0.075 Uiso 0.08 1 d PR . . O6 O 0.45237(18) 0.2697(2) 0.0141(2) 0.0292(9) Uani 1 1 d . . . O6W O 0.4513(15) 0.4188(15) 0.0955(16) 0.086(8) Uani 0.25 1 d PU . . H6WA H 0.4264 0.3930 0.1172 0.103 Uiso 0.25 1 d PR . . H6WB H 0.4405 0.4200 0.0550 0.103 Uiso 0.25 1 d PR . . O7 O 0.19936(19) 0.2890(2) -0.05842(19) 0.0293(9) Uani 1 1 d . . . O8 O 0.14857(18) 0.22194(18) 0.01283(18) 0.0229(8) Uani 1 1 d . . . O9 O 0.31973(16) 0.22220(16) 0.12161(16) 0.0144(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 Cu1 0.0156(3) 0.0174(4) 0.0141(3) 0.0031(2) -0.0030(2) -0.0040(2) Cu2 0.0323(4) 0.0112(3) 0.0151(4) -0.0015(2) 0.0016(2) 0.0015(2) C1 0.017(2) 0.010(2) 0.013(2) -0.0002(17) 0.0010(18) 0.0001(18) C2 0.017(2) 0.014(2) 0.016(2) 0.0001(18) 0.0026(19) -0.0002(18) C3 0.014(2) 0.014(2) 0.015(2) 0.0013(18) -0.0022(18) -0.0004(18) C4 0.018(2) 0.011(2) 0.017(2) 0.0015(18) -0.0011(19) 0.0010(18) C5 0.016(2) 0.016(2) 0.016(2) 0.0010(19) -0.0042(18) 0.0026(19) C6 0.015(2) 0.021(2) 0.018(2) 0.001(2) -0.0014(19) -0.001(2) C7 0.027(3) 0.017(2) 0.015(2) 0.003(2) -0.002(2) -0.004(2) C8 0.022(3) 0.013(2) 0.013(2) -0.0017(18) -0.0045(19) 0.001(2) O1 0.0223(19) 0.0183(18) 0.0284(19) -0.0026(15) 0.0108(16) 0.0005(15) O1W 0.037(5) 0.060(6) 0.106(8) 0.012(6) 0.001(5) -0.001(5) O2 0.026(2) 0.0101(17) 0.051(3) -0.0003(16) 0.0085(18) -0.0019(15) O2W 0.020(2) 0.076(3) 0.018(2) -0.002(2) 0.0033(16) -0.010(2) O3 0.035(2) 0.0167(18) 0.031(2) 0.0034(16) -0.0185(18) -0.0060(16) O3W 0.064(6) 0.065(6) 0.109(8) -0.036(6) -0.033(6) 0.010(5) O4 0.0226(19) 0.0144(17) 0.0274(19) 0.0001(14) -0.0073(16) 0.0013(14) O4W 0.053(9) 0.053(9) 0.053(9) 0.003(10) 0.003(10) 0.003(10) O5 0.0198(18) 0.0223(19) 0.031(2) 0.0083(16) 0.0057(15) 0.0080(15) O5W 0.062(10) 0.062(10) 0.062(10) -0.002(12) -0.002(12) 0.002(12) O6 0.0187(19) 0.033(2) 0.036(2) 0.0183(18) 0.0084(16) 0.0073(16) O6W 0.085(11) 0.082(11) 0.091(11) -0.004(9) -0.008(9) 0.009(9) O7 0.025(2) 0.034(2) 0.029(2) 0.0154(17) -0.0077(16) -0.0006(17) O8 0.0188(18) 0.0264(19) 0.0235(19) 0.0044(16) -0.0046(15) -0.0005(15) O9 0.0154(16) 0.0143(16) 0.0136(16) 0.0008(13) -0.0027(13) -0.0016(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 Cu1 O7 1.932(4) . ? Cu1 O1 1.960(4) 20_565 ? Cu1 O4 1.984(4) 22_565 ? Cu1 O5 2.004(4) 22_565 ? Cu1 O2W 2.224(4) . ? Cu1 O9 2.353(3) 22_565 ? Cu2 O2 1.904(4) . ? Cu2 O3 1.935(4) 16_665 ? Cu2 O8 1.990(4) 23_665 ? Cu2 O6 2.035(4) 22_565 ? C1 C2 1.531(7) . ? C1 C5 1.533(6) . ? C1 C4 1.550(6) . ? C1 H1A 0.9800 . ? C2 O9 1.438(6) . ? C2 C6 1.529(7) . ? C2 H2A 0.9800 . ? C3 O9 1.441(6) . ? C3 C7 1.516(7) . ? C3 C4 1.541(6) . ? C3 H3A 0.9800 . ? C4 C8 1.535(6) . ? C4 H4A 0.9800 . ? C5 O1 1.246(6) . ? C5 O2 1.248(6) . ? C6 O6 1.253(6) . ? C6 O5 1.253(6) . ? C7 O3 1.253(6) . ? C7 O4 1.256(6) . ? C8 O8 1.231(6) . ? C8 O7 1.266(6) . ? O1 Cu1 1.960(4) 23_665 ? O1W H1WA 0.8500 . ? O1W H1WB 0.8501 . ? O2W H2WB 0.8501 . ? O2W H2WA 0.8500 . ? O3 Cu2 1.935(4) 16_655 ? O3W H3WA 0.8501 . ? O3W H3WB 0.8499 . ? O4 Cu1 1.984(4) 19_656 ? O4W H4WB 0.8501 . ? O4W H4WA 0.8498 . ? O5 Cu1 2.004(4) 19_656 ? O5W H5WB 0.8502 . ? O5W H5WA 0.8371 . ? O6 Cu2 2.035(4) 19_656 ? O6W H6WA 0.8501 . ? O6W H6WB 0.8501 . ? O8 Cu2 1.990(4) 20_565 ? O9 Cu1 2.353(3) 19_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 O7 Cu1 O1 100.20(17) . 20_565 ? O7 Cu1 O4 167.31(15) . 22_565 ? O1 Cu1 O4 84.30(15) 20_565 22_565 ? O7 Cu1 O5 86.66(17) . 22_565 ? O1 Cu1 O5 171.99(16) 20_565 22_565 ? O4 Cu1 O5 88.14(16) 22_565 22_565 ? O7 Cu1 O2W 99.15(17) . . ? O1 Cu1 O2W 94.39(16) 20_565 . ? O4 Cu1 O2W 92.28(16) 22_565 . ? O5 Cu1 O2W 88.53(16) 22_565 . ? O7 Cu1 O9 92.10(14) . 22_565 ? O1 Cu1 O9 99.42(13) 20_565 22_565 ? O4 Cu1 O9 75.40(13) 22_565 22_565 ? O5 Cu1 O9 76.05(13) 22_565 22_565 ? O2W Cu1 O9 160.36(16) . 22_565 ? O2 Cu2 O3 166.20(16) . 16_665 ? O2 Cu2 O8 96.83(17) . 23_665 ? O3 Cu2 O8 87.53(16) 16_665 23_665 ? O2 Cu2 O6 86.13(18) . 22_565 ? O3 Cu2 O6 88.42(17) 16_665 22_565 ? O8 Cu2 O6 174.03(15) 23_665 22_565 ? C2 C1 C5 107.0(4) . . ? C2 C1 C4 102.7(4) . . ? C5 C1 C4 114.1(4) . . ? C2 C1 H1A 110.9 . . ? C5 C1 H1A 110.9 . . ? C4 C1 H1A 110.9 . . ? O9 C2 C6 112.2(4) . . ? O9 C2 C1 104.3(4) . . ? C6 C2 C1 115.2(4) . . ? O9 C2 H2A 108.3 . . ? C6 C2 H2A 108.3 . . ? C1 C2 H2A 108.3 . . ? O9 C3 C7 110.3(4) . . ? O9 C3 C4 106.9(4) . . ? C7 C3 C4 111.8(4) . . ? O9 C3 H3A 109.2 . . ? C7 C3 H3A 109.2 . . ? C4 C3 H3A 109.2 . . ? C8 C4 C3 116.2(4) . . ? C8 C4 C1 113.9(4) . . ? C3 C4 C1 103.5(4) . . ? C8 C4 H4A 107.6 . . ? C3 C4 H4A 107.6 . . ? C1 C4 H4A 107.6 . . ? O1 C5 O2 127.8(5) . . ? O1 C5 C1 118.2(4) . . ? O2 C5 C1 113.9(4) . . ? O6 C6 O5 124.4(5) . . ? O6 C6 C2 116.9(4) . . ? O5 C6 C2 118.6(4) . . ? O3 C7 O4 124.3(5) . . ? O3 C7 C3 115.3(4) . . ? O4 C7 C3 120.4(4) . . ? O8 C8 O7 127.0(5) . . ? O8 C8 C4 120.0(4) . . ? O7 C8 C4 113.0(4) . . ? C5 O1 Cu1 133.4(3) . 23_665 ? H1WA O1W H1WB 120.0 . . ? C5 O2 Cu2 136.4(3) . . ? Cu1 O2W H2WB 127.3 . . ? Cu1 O2W H2WA 122.9 . . ? H2WB O2W H2WA 109.8 . . ? C7 O3 Cu2 119.3(3) . 16_655 ? H3WA O3W H3WB 111.2 . . ? C7 O4 Cu1 122.7(3) . 19_656 ? H4WB O4W H4WA 98.8 . . ? C6 O5 Cu1 122.3(3) . 19_656 ? H5WB O5W H5WA 113.7 . . ? C6 O6 Cu2 125.3(3) . 19_656 ? H6WA O6W H6WB 111.4 . . ? C8 O7 Cu1 138.3(4) . . ? C8 O8 Cu2 133.9(3) . 20_565 ? C2 O9 C3 110.4(3) . . ? C2 O9 Cu1 106.0(3) . 19_656 ? C3 O9 Cu1 109.3(2) . 19_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 C5 C1 C2 O9 85.4(4) . . . . ? C4 C1 C2 O9 -35.1(4) . . . . ? C5 C1 C2 C6 -151.2(4) . . . . ? C4 C1 C2 C6 88.4(5) . . . . ? O9 C3 C4 C8 -138.3(4) . . . . ? C7 C3 C4 C8 100.8(5) . . . . ? O9 C3 C4 C1 -12.6(5) . . . . ? C7 C3 C4 C1 -133.5(4) . . . . ? C2 C1 C4 C8 155.8(4) . . . . ? C5 C1 C4 C8 40.4(5) . . . . ? C2 C1 C4 C3 28.7(4) . . . . ? C5 C1 C4 C3 -86.8(4) . . . . ? C2 C1 C5 O1 -87.7(5) . . . . ? C4 C1 C5 O1 25.2(6) . . . . ? C2 C1 C5 O2 89.9(5) . . . . ? C4 C1 C5 O2 -157.2(4) . . . . ? O9 C2 C6 O6 169.8(4) . . . . ? C1 C2 C6 O6 50.6(6) . . . . ? O9 C2 C6 O5 -14.0(6) . . . . ? C1 C2 C6 O5 -133.1(5) . . . . ? O9 C3 C7 O3 175.1(4) . . . . ? C4 C3 C7 O3 -66.0(6) . . . . ? O9 C3 C7 O4 -5.4(6) . . . . ? C4 C3 C7 O4 113.4(5) . . . . ? C3 C4 C8 O8 -12.3(6) . . . . ? C1 C4 C8 O8 -132.6(5) . . . . ? C3 C4 C8 O7 170.1(4) . . . . ? C1 C4 C8 O7 49.8(6) . . . . ? O2 C5 O1 Cu1 6.1(8) . . . 23_665 ? C1 C5 O1 Cu1 -176.7(3) . . . 23_665 ? O1 C5 O2 Cu2 -27.8(9) . . . . ? C1 C5 O2 Cu2 154.8(4) . . . . ? O3 Cu2 O2 C5 -164.5(7) 16_665 . . . ? O8 Cu2 O2 C5 87.7(6) 23_665 . . . ? O6 Cu2 O2 C5 -97.5(6) 22_565 . . . ? O4 C7 O3 Cu2 25.0(7) . . . 16_655 ? C3 C7 O3 Cu2 -155.6(3) . . . 16_655 ? O3 C7 O4 Cu1 -165.4(4) . . . 19_656 ? C3 C7 O4 Cu1 15.2(6) . . . 19_656 ? O6 C6 O5 Cu1 170.8(4) . . . 19_656 ? C2 C6 O5 Cu1 -5.1(6) . . . 19_656 ? O5 C6 O6 Cu2 -30.2(8) . . . 19_656 ? C2 C6 O6 Cu2 145.8(4) . . . 19_656 ? O8 C8 O7 Cu1 17.7(9) . . . . ? C4 C8 O7 Cu1 -164.9(4) . . . . ? O1 Cu1 O7 C8 -77.1(5) 20_565 . . . ? O4 Cu1 O7 C8 173.0(6) 22_565 . . . ? O5 Cu1 O7 C8 107.1(5) 22_565 . . . ? O2W Cu1 O7 C8 19.1(6) . . . . ? O9 Cu1 O7 C8 -177.1(5) 22_565 . . . ? O7 C8 O8 Cu2 -4.9(8) . . . 20_565 ? C4 C8 O8 Cu2 177.9(3) . . . 20_565 ? C6 C2 O9 C3 -96.7(4) . . . . ? C1 C2 O9 C3 28.6(5) . . . . ? C6 C2 O9 Cu1 21.6(4) . . . 19_656 ? C1 C2 O9 Cu1 147.0(3) . . . 19_656 ? C7 C3 O9 C2 111.9(4) . . . . ? C4 C3 O9 C2 -9.9(5) . . . . ? C7 C3 O9 Cu1 -4.3(4) . . . 19_656 ? C4 C3 O9 Cu1 -126.2(3) . . . 19_656 ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.873 _refine_diff_density_min -0.380 _refine_diff_density_rms 0.134 # Attachment 'revised_Complex2.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 725233' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H20 Cu2 N2 O13' _chemical_formula_weight 599.44 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' 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 Cc loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 12.2599(13) _cell_length_b 22.356(2) _cell_length_c 8.8705(9) _cell_angle_alpha 90.00 _cell_angle_beta 92.1120(10) _cell_angle_gamma 90.00 _cell_volume 2429.6(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4718 _cell_measurement_theta_min 2.93 _cell_measurement_theta_max 27.91 _exptl_crystal_description Prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas NONE _exptl_crystal_density_diffrn 1.639 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1216 _exptl_absorpt_coefficient_mu 1.818 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.5528 _exptl_absorpt_correction_T_max 0.8682 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 8635 _diffrn_reflns_av_R_equivalents 0.0190 _diffrn_reflns_av_sigmaI/netI 0.0278 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4167 _reflns_number_gt 4013 _reflns_threshold_expression I>2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The simu instruction was used the carbon atoms of C9, C10, C11, C12, and C13 in 2,2'-bipyridine molecule to improve the final refinement quality of crystal data. ; _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^)+(0.0541P)^2^+1.9314P] 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 0.192(13) _refine_ls_number_reflns 4167 _refine_ls_number_parameters 326 _refine_ls_number_restraints 26 _refine_ls_R_factor_all 0.0304 _refine_ls_R_factor_gt 0.0292 _refine_ls_wR_factor_ref 0.0852 _refine_ls_wR_factor_gt 0.0842 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.096 _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 0.80746(4) 0.637545(19) 1.00593(5) 0.02094(12) Uani 1 1 d . . . Cu2 Cu 0.69131(4) 0.71667(2) 0.49426(4) 0.02463(13) Uani 1 1 d . . . C1 C 1.0203(3) 0.71765(16) 0.6080(4) 0.0167(7) Uani 1 1 d . . . H1A H 1.0047 0.6749 0.5947 0.020 Uiso 1 1 calc R . . C2 C 0.9158(3) 0.74828(17) 0.6526(4) 0.0184(8) Uani 1 1 d . . . H2A H 0.9340 0.7830 0.7163 0.022 Uiso 1 1 calc R . . C3 C 0.9230(3) 0.75153(17) 0.3887(4) 0.0188(8) Uani 1 1 d . . . H3A H 0.9205 0.7845 0.3158 0.023 Uiso 1 1 calc R . . C4 C 1.0410(3) 0.74471(17) 0.4499(4) 0.0182(7) Uani 1 1 d . . . H4A H 1.0791 0.7154 0.3889 0.022 Uiso 1 1 calc R . . C5 C 1.1139(3) 0.72392(19) 0.7284(5) 0.0246(9) Uani 1 1 d . . . C6 C 0.8461(3) 0.70512(18) 0.7396(5) 0.0220(8) Uani 1 1 d . . . C7 C 0.8745(3) 0.69546(19) 0.3111(4) 0.0208(8) Uani 1 1 d . . . C8 C 1.1047(3) 0.80360(18) 0.4534(4) 0.0202(8) Uani 1 1 d . . . C9 C 0.9900(5) 0.5666(3) 0.8825(7) 0.0543(13) Uani 1 1 d U . . H9A H 1.0216 0.6029 0.8570 0.065 Uiso 1 1 calc R . . C10 C 1.0394(6) 0.5121(3) 0.8384(8) 0.0688(14) Uani 1 1 d U . . H10A H 1.1027 0.5124 0.7839 0.083 Uiso 1 1 calc R . . C11 C 0.9927(6) 0.4604(3) 0.8769(8) 0.0710(15) Uani 1 1 d U . . H11A H 1.0232 0.4244 0.8469 0.085 Uiso 1 1 calc R . . C12 C 0.9026(5) 0.4598(3) 0.9583(7) 0.0587(13) Uani 1 1 d U . . H12A H 0.8714 0.4238 0.9864 0.070 Uiso 1 1 calc R . . C13 C 0.8569(5) 0.5135(2) 0.9996(6) 0.0437(12) Uani 1 1 d U . . C14 C 0.7581(4) 0.5187(2) 1.0933(6) 0.0403(11) Uani 1 1 d . . . C15 C 0.7041(5) 0.4712(2) 1.1576(7) 0.0547(15) Uani 1 1 d . . . H15A H 0.7263 0.4322 1.1389 0.066 Uiso 1 1 calc R . . C16 C 0.6194(6) 0.4813(3) 1.2475(7) 0.0603(16) Uani 1 1 d . . . H16A H 0.5840 0.4494 1.2922 0.072 Uiso 1 1 calc R . . C17 C 0.5859(5) 0.5393(2) 1.2723(6) 0.0521(14) Uani 1 1 d . . . H17A H 0.5279 0.5472 1.3342 0.063 Uiso 1 1 calc R . . C18 C 0.6409(4) 0.5859(2) 1.2025(5) 0.0368(11) Uani 1 1 d . . . H18A H 0.6185 0.6251 1.2174 0.044 Uiso 1 1 calc R . . N1 N 0.7248(3) 0.57526(16) 1.1150(4) 0.0283(8) Uani 1 1 d . . . N2 N 0.9000(3) 0.56631(17) 0.9591(4) 0.0348(9) Uani 1 1 d . . . O1 O 0.7962(2) 0.66974(13) 0.3703(3) 0.0262(6) Uani 1 1 d . . . O1W O 0.8401(3) 0.81180(18) 1.0062(5) 0.0580(11) Uani 1 1 d . . . H1WA H 0.8406 0.7763 0.9720 0.087 Uiso 1 1 d R . . H1WB H 0.7901 0.8135 1.0699 0.087 Uiso 1 1 d R . . O2 O 0.9176(2) 0.67872(13) 0.1918(3) 0.0275(6) Uani 1 1 d . . . O2W O 0.7301(6) 0.8734(3) 0.7627(10) 0.054(2) Uani 0.50 1 d P . . H2WA H 0.7885 0.8699 0.8166 0.081 Uiso 0.50 1 d PR . . H2WB H 0.7352 0.9052 0.7111 0.081 Uiso 0.50 1 d PR . . O3 O 1.1986(2) 0.79908(12) 0.5183(3) 0.0241(6) Uani 1 1 d . . . O3W O 1.3404(7) 0.5954(4) 0.8835(16) 0.095(4) Uani 0.50 1 d P . . H3WA H 1.2937 0.6233 0.8733 0.142 Uiso 0.50 1 d PR . . H3WB H 1.4038 0.6108 0.8896 0.142 Uiso 0.50 1 d PR . . O4 O 1.0653(3) 0.84901(13) 0.3943(4) 0.0311(7) Uani 1 1 d . . . O5 O 1.1033(2) 0.76863(14) 0.8170(3) 0.0280(6) Uani 1 1 d . . . O6 O 1.1877(3) 0.68620(16) 0.7348(4) 0.0419(8) Uani 1 1 d . . . O7 O 0.7574(2) 0.68628(15) 0.6848(3) 0.0322(7) Uani 1 1 d . . . O8 O 0.8875(2) 0.68905(13) 0.8662(3) 0.0259(6) Uani 1 1 d . . . O9 O 0.8610(2) 0.76838(12) 0.5149(3) 0.0216(6) Uani 1 1 d . . . O10 O 0.6248(3) 0.78845(17) 0.5985(4) 0.0453(9) Uani 1 1 d . . . H10B H 0.5627 0.8045 0.5811 0.068 Uiso 1 1 d R . . H10C H 0.6650 0.8099 0.6568 0.068 Uiso 1 1 d R . . O11 O 0.5571(3) 0.65278(17) 0.5633(4) 0.0416(8) Uani 1 1 d . . . H11B H 0.5700 0.6530 0.6582 0.062 Uiso 1 1 d R . . H11C H 0.4932 0.6668 0.5475 0.062 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0202(2) 0.0215(2) 0.0210(2) 0.00139(19) 0.00073(17) 0.00145(19) Cu2 0.0166(2) 0.0422(3) 0.0149(2) 0.0017(2) -0.00146(17) 0.0003(2) C1 0.0153(18) 0.0204(19) 0.0145(17) -0.0009(14) 0.0021(14) -0.0021(14) C2 0.0175(18) 0.024(2) 0.0136(18) 0.0002(14) -0.0004(14) -0.0006(15) C3 0.0176(18) 0.026(2) 0.0127(17) 0.0021(14) 0.0007(15) -0.0002(15) C4 0.0193(18) 0.0217(19) 0.0134(18) -0.0007(14) -0.0010(14) -0.0014(15) C5 0.019(2) 0.035(2) 0.020(2) 0.0068(17) -0.0002(16) -0.0044(17) C6 0.0157(19) 0.030(2) 0.0202(19) -0.0021(16) 0.0034(15) 0.0035(15) C7 0.0162(19) 0.027(2) 0.0183(19) 0.0006(16) -0.0045(15) -0.0018(15) C8 0.0189(19) 0.028(2) 0.0141(18) 0.0007(15) 0.0033(14) -0.0006(16) C9 0.045(3) 0.049(3) 0.070(3) -0.009(3) 0.010(3) 0.015(2) C10 0.056(3) 0.066(3) 0.085(3) -0.016(3) 0.007(3) 0.023(2) C11 0.071(3) 0.052(3) 0.089(3) -0.025(3) -0.007(3) 0.022(3) C12 0.064(3) 0.037(2) 0.075(3) -0.018(2) -0.011(2) 0.010(2) C13 0.052(3) 0.027(2) 0.050(3) -0.009(2) -0.017(2) 0.008(2) C14 0.054(3) 0.027(2) 0.038(3) 0.002(2) -0.019(2) -0.008(2) C15 0.073(4) 0.027(3) 0.063(4) 0.007(2) -0.013(3) -0.012(3) C16 0.078(4) 0.045(3) 0.058(4) 0.018(3) 0.002(3) -0.027(3) C17 0.059(3) 0.054(3) 0.044(3) 0.013(3) 0.005(3) -0.022(3) C18 0.039(3) 0.036(3) 0.035(3) 0.005(2) -0.002(2) -0.006(2) N1 0.0325(19) 0.0257(19) 0.0264(18) 0.0056(15) -0.0052(15) -0.0052(15) N2 0.036(2) 0.030(2) 0.038(2) -0.0020(16) -0.0033(17) 0.0080(17) O1 0.0218(14) 0.0315(16) 0.0256(15) -0.0023(12) 0.0035(12) -0.0050(12) O1W 0.057(3) 0.061(2) 0.058(2) -0.013(2) 0.020(2) -0.0182(19) O2 0.0238(14) 0.0363(17) 0.0224(15) -0.0088(12) 0.0020(12) -0.0059(12) O2W 0.045(4) 0.040(4) 0.076(6) -0.021(4) -0.027(4) 0.000(3) O3 0.0185(13) 0.0313(15) 0.0223(15) -0.0017(11) 0.0007(11) -0.0041(12) O3W 0.039(5) 0.038(5) 0.208(13) -0.016(6) 0.014(6) -0.007(4) O4 0.0312(16) 0.0265(15) 0.0354(17) 0.0036(13) -0.0016(13) -0.0034(13) O5 0.0237(15) 0.0383(17) 0.0213(15) -0.0020(13) -0.0069(12) -0.0021(12) O6 0.0268(17) 0.057(2) 0.0410(19) -0.0009(16) -0.0076(14) 0.0179(16) O7 0.0235(15) 0.053(2) 0.0203(14) 0.0081(13) -0.0033(12) -0.0141(14) O8 0.0211(14) 0.0384(17) 0.0181(14) 0.0069(12) 0.0002(11) 0.0012(12) O9 0.0184(13) 0.0304(15) 0.0158(13) 0.0014(11) -0.0011(11) 0.0029(11) O10 0.0257(17) 0.063(2) 0.048(2) -0.0223(17) 0.0045(15) 0.0040(15) O11 0.0290(17) 0.060(2) 0.0352(18) 0.0079(16) -0.0013(14) -0.0027(15) _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 1.952(3) 4_465 ? Cu1 O8 1.978(3) . ? Cu1 N1 1.993(4) . ? Cu1 N2 2.008(4) . ? Cu1 O2 2.286(3) 1_556 ? Cu2 O5 1.903(3) 4_464 ? Cu2 O7 1.968(3) . ? Cu2 O1 2.016(3) . ? Cu2 O10 2.038(3) . ? Cu2 O11 2.280(3) . ? Cu2 O9 2.381(3) . ? C1 C2 1.518(5) . ? C1 C5 1.545(5) . ? C1 C4 1.557(5) . ? C1 H1A 0.9800 . ? C2 O9 1.444(4) . ? C2 C6 1.518(5) . ? C2 H2A 0.9800 . ? C3 O9 1.427(4) . ? C3 C4 1.533(5) . ? C3 C7 1.539(6) . ? C3 H3A 0.9800 . ? C4 C8 1.530(5) . ? C4 H4A 0.9800 . ? C5 O6 1.237(5) . ? C5 O5 1.280(5) . ? C6 O7 1.248(5) . ? C6 O8 1.267(5) . ? C7 O1 1.252(5) . ? C7 O2 1.257(5) . ? C8 O4 1.233(5) . ? C8 O3 1.273(5) . ? C9 N2 1.317(7) . ? C9 C10 1.421(8) . ? C9 H9A 0.9300 . ? C10 C11 1.341(10) . ? C10 H10A 0.9300 . ? C11 C12 1.342(9) . ? C11 H11A 0.9300 . ? C12 C13 1.379(7) . ? C12 H12A 0.9300 . ? C13 N2 1.348(7) . ? C13 C14 1.498(8) . ? C14 N1 1.345(6) . ? C14 C15 1.384(7) . ? C15 C16 1.351(9) . ? C15 H15A 0.9300 . ? C16 C17 1.381(9) . ? C16 H16A 0.9300 . ? C17 C18 1.399(7) . ? C17 H17A 0.9300 . ? C18 N1 1.333(6) . ? C18 H18A 0.9300 . ? O1W O2W 2.858(9) . ? O1W O8 3.076(5) . ? O1W H1WA 0.8501 . ? O1W H1WB 0.8500 . ? O2 Cu1 2.286(3) 1_554 ? O2W H2WA 0.8500 . ? O2W H2WB 0.8500 . ? O3 Cu1 1.952(3) 4_564 ? O3W O6 3.032(11) . ? O3W H3WA 0.8499 . ? O3W H3WB 0.8500 . ? O5 Cu2 1.903(3) 4_565 ? O10 H10B 0.8499 . ? O10 H10C 0.8500 . ? O11 H11B 0.8500 . ? O11 H11C 0.8500 . ? 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 O8 88.20(12) 4_465 . ? O3 Cu1 N1 96.83(14) 4_465 . ? O8 Cu1 N1 169.49(14) . . ? O3 Cu1 N2 168.52(14) 4_465 . ? O8 Cu1 N2 92.00(14) . . ? N1 Cu1 N2 81.24(16) . . ? O3 Cu1 O2 93.10(11) 4_465 1_556 ? O8 Cu1 O2 85.64(11) . 1_556 ? N1 Cu1 O2 103.23(13) . 1_556 ? N2 Cu1 O2 98.36(14) . 1_556 ? O5 Cu2 O7 166.51(13) 4_464 . ? O5 Cu2 O1 89.57(12) 4_464 . ? O7 Cu2 O1 92.18(13) . . ? O5 Cu2 O10 90.85(14) 4_464 . ? O7 Cu2 O10 92.36(15) . . ? O1 Cu2 O10 158.62(13) . . ? O5 Cu2 O11 86.43(12) 4_464 . ? O7 Cu2 O11 80.29(12) . . ? O1 Cu2 O11 107.55(12) . . ? O10 Cu2 O11 93.81(14) . . ? O5 Cu2 O9 116.53(11) 4_464 . ? O7 Cu2 O9 76.74(11) . . ? O1 Cu2 O9 73.85(10) . . ? O10 Cu2 O9 86.90(12) . . ? O11 Cu2 O9 157.03(11) . . ? C2 C1 C5 113.0(3) . . ? C2 C1 C4 103.1(3) . . ? C5 C1 C4 116.5(3) . . ? C2 C1 H1A 107.9 . . ? C5 C1 H1A 107.9 . . ? C4 C1 H1A 107.9 . . ? O9 C2 C6 112.0(3) . . ? O9 C2 C1 106.9(3) . . ? C6 C2 C1 110.0(3) . . ? O9 C2 H2A 109.3 . . ? C6 C2 H2A 109.3 . . ? C1 C2 H2A 109.3 . . ? O9 C3 C4 105.8(3) . . ? O9 C3 C7 110.9(3) . . ? C4 C3 C7 114.9(3) . . ? O9 C3 H3A 108.3 . . ? C4 C3 H3A 108.3 . . ? C7 C3 H3A 108.3 . . ? C8 C4 C3 113.3(3) . . ? C8 C4 C1 114.6(3) . . ? C3 C4 C1 100.1(3) . . ? C8 C4 H4A 109.5 . . ? C3 C4 H4A 109.5 . . ? C1 C4 H4A 109.5 . . ? O6 C5 O5 126.5(4) . . ? O6 C5 C1 119.5(4) . . ? O5 C5 C1 113.9(3) . . ? O7 C6 O8 124.3(4) . . ? O7 C6 C2 121.0(4) . . ? O8 C6 C2 114.6(3) . . ? O1 C7 O2 124.7(4) . . ? O1 C7 C3 118.4(3) . . ? O2 C7 C3 116.9(3) . . ? O4 C8 O3 126.3(4) . . ? O4 C8 C4 120.5(3) . . ? O3 C8 C4 113.2(3) . . ? N2 C9 C10 120.7(6) . . ? N2 C9 H9A 119.6 . . ? C10 C9 H9A 119.6 . . ? C11 C10 C9 118.7(6) . . ? C11 C10 H10A 120.7 . . ? C9 C10 H10A 120.7 . . ? C10 C11 C12 120.8(6) . . ? C10 C11 H11A 119.6 . . ? C12 C11 H11A 119.6 . . ? C11 C12 C13 119.1(6) . . ? C11 C12 H12A 120.5 . . ? C13 C12 H12A 120.5 . . ? N2 C13 C12 121.6(6) . . ? N2 C13 C14 114.4(4) . . ? C12 C13 C14 124.0(5) . . ? N1 C14 C15 120.6(5) . . ? N1 C14 C13 114.0(4) . . ? C15 C14 C13 125.3(5) . . ? C16 C15 C14 120.4(5) . . ? C16 C15 H15A 119.8 . . ? C14 C15 H15A 119.8 . . ? C15 C16 C17 119.4(5) . . ? C15 C16 H16A 120.3 . . ? C17 C16 H16A 120.3 . . ? C16 C17 C18 118.5(5) . . ? C16 C17 H17A 120.7 . . ? C18 C17 H17A 120.7 . . ? N1 C18 C17 121.4(5) . . ? N1 C18 H18A 119.3 . . ? C17 C18 H18A 119.3 . . ? C18 N1 C14 119.7(4) . . ? C18 N1 Cu1 125.1(3) . . ? C14 N1 Cu1 115.2(3) . . ? C9 N2 C13 119.1(5) . . ? C9 N2 Cu1 126.4(4) . . ? C13 N2 Cu1 114.2(3) . . ? C7 O1 Cu2 120.3(3) . . ? O2W O1W O8 102.46(19) . . ? O2W O1W H1WA 100.9 . . ? O8 O1W H1WA 11.2 . . ? O2W O1W H1WB 98.6 . . ? O8 O1W H1WB 117.3 . . ? H1WA O1W H1WB 107.0 . . ? C7 O2 Cu1 118.2(2) . 1_554 ? O1W O2W H2WA 33.5 . . ? O1W O2W H2WB 140.2 . . ? H2WA O2W H2WB 107.5 . . ? C8 O3 Cu1 121.8(3) . 4_564 ? O6 O3W H3WA 19.7 . . ? O6 O3W H3WB 107.7 . . ? H3WA O3W H3WB 108.6 . . ? C5 O5 Cu2 125.1(3) . 4_565 ? C5 O6 O3W 156.3(4) . . ? C6 O7 Cu2 122.9(3) . . ? C6 O8 Cu1 121.9(3) . . ? C6 O8 O1W 91.7(2) . . ? Cu1 O8 O1W 99.27(12) . . ? C3 O9 C2 109.7(3) . . ? C3 O9 Cu2 107.5(2) . . ? C2 O9 Cu2 107.0(2) . . ? Cu2 O10 H10B 128.3 . . ? Cu2 O10 H10C 119.2 . . ? H10B O10 H10C 111.6 . . ? Cu2 O11 H11B 98.8 . . ? Cu2 O11 H11C 113.2 . . ? H11B O11 H11C 107.4 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 C1 C2 O9 148.9(3) . . . . ? C4 C1 C2 O9 22.2(4) . . . . ? C5 C1 C2 C6 -89.3(4) . . . . ? C4 C1 C2 C6 144.0(3) . . . . ? O9 C3 C4 C8 -85.8(4) . . . . ? C7 C3 C4 C8 151.4(3) . . . . ? O9 C3 C4 C1 36.6(4) . . . . ? C7 C3 C4 C1 -86.2(3) . . . . ? C2 C1 C4 C8 86.6(4) . . . . ? C5 C1 C4 C8 -37.8(5) . . . . ? C2 C1 C4 C3 -34.9(3) . . . . ? C5 C1 C4 C3 -159.3(3) . . . . ? C2 C1 C5 O6 155.1(4) . . . . ? C4 C1 C5 O6 -85.8(5) . . . . ? C2 C1 C5 O5 -22.7(5) . . . . ? C4 C1 C5 O5 96.4(4) . . . . ? O9 C2 C6 O7 6.7(5) . . . . ? C1 C2 C6 O7 -112.0(4) . . . . ? O9 C2 C6 O8 -175.7(3) . . . . ? C1 C2 C6 O8 65.6(4) . . . . ? O9 C3 C7 O1 -5.2(5) . . . . ? C4 C3 C7 O1 114.7(4) . . . . ? O9 C3 C7 O2 175.1(3) . . . . ? C4 C3 C7 O2 -65.0(5) . . . . ? C3 C4 C8 O4 -8.3(5) . . . . ? C1 C4 C8 O4 -122.2(4) . . . . ? C3 C4 C8 O3 173.2(3) . . . . ? C1 C4 C8 O3 59.3(4) . . . . ? N2 C9 C10 C11 -0.3(10) . . . . ? C9 C10 C11 C12 -1.4(11) . . . . ? C10 C11 C12 C13 1.2(10) . . . . ? C11 C12 C13 N2 0.7(9) . . . . ? C11 C12 C13 C14 -178.5(6) . . . . ? N2 C13 C14 N1 3.4(6) . . . . ? C12 C13 C14 N1 -177.4(5) . . . . ? N2 C13 C14 C15 -175.1(5) . . . . ? C12 C13 C14 C15 4.2(9) . . . . ? N1 C14 C15 C16 -2.2(8) . . . . ? C13 C14 C15 C16 176.1(5) . . . . ? C14 C15 C16 C17 1.2(9) . . . . ? C15 C16 C17 C18 0.3(9) . . . . ? C16 C17 C18 N1 -0.7(8) . . . . ? C17 C18 N1 C14 -0.3(7) . . . . ? C17 C18 N1 Cu1 178.6(4) . . . . ? C15 C14 N1 C18 1.8(7) . . . . ? C13 C14 N1 C18 -176.7(4) . . . . ? C15 C14 N1 Cu1 -177.2(4) . . . . ? C13 C14 N1 Cu1 4.3(5) . . . . ? O3 Cu1 N1 C18 -17.6(4) 4_465 . . . ? O8 Cu1 N1 C18 -135.7(7) . . . . ? N2 Cu1 N1 C18 173.9(4) . . . . ? O2 Cu1 N1 C18 77.3(4) 1_556 . . . ? O3 Cu1 N1 C14 161.4(3) 4_465 . . . ? O8 Cu1 N1 C14 43.2(10) . . . . ? N2 Cu1 N1 C14 -7.2(3) . . . . ? O2 Cu1 N1 C14 -103.8(3) 1_556 . . . ? C10 C9 N2 C13 2.1(8) . . . . ? C10 C9 N2 Cu1 -170.8(5) . . . . ? C12 C13 N2 C9 -2.3(8) . . . . ? C14 C13 N2 C9 176.9(5) . . . . ? C12 C13 N2 Cu1 171.5(4) . . . . ? C14 C13 N2 Cu1 -9.3(5) . . . . ? O3 Cu1 N2 C9 101.2(8) 4_465 . . . ? O8 Cu1 N2 C9 10.4(5) . . . . ? N1 Cu1 N2 C9 -177.6(5) . . . . ? O2 Cu1 N2 C9 -75.4(5) 1_556 . . . ? O3 Cu1 N2 C13 -72.0(8) 4_465 . . . ? O8 Cu1 N2 C13 -162.8(3) . . . . ? N1 Cu1 N2 C13 9.1(3) . . . . ? O2 Cu1 N2 C13 111.3(3) 1_556 . . . ? O2 C7 O1 Cu2 -151.3(3) . . . . ? C3 C7 O1 Cu2 29.0(5) . . . . ? O5 Cu2 O1 C7 89.9(3) 4_464 . . . ? O7 Cu2 O1 C7 -103.5(3) . . . . ? O10 Cu2 O1 C7 -1.4(5) . . . . ? O11 Cu2 O1 C7 176.0(3) . . . . ? O9 Cu2 O1 C7 -28.0(3) . . . . ? O1 C7 O2 Cu1 35.1(5) . . . 1_554 ? C3 C7 O2 Cu1 -145.2(3) . . . 1_554 ? O4 C8 O3 Cu1 -10.1(5) . . . 4_564 ? C4 C8 O3 Cu1 168.3(2) . . . 4_564 ? O6 C5 O5 Cu2 -7.0(6) . . . 4_565 ? C1 C5 O5 Cu2 170.7(2) . . . 4_565 ? O5 C5 O6 O3W 48.5(10) . . . . ? C1 C5 O6 O3W -129.0(7) . . . . ? O8 C6 O7 Cu2 175.6(3) . . . . ? C2 C6 O7 Cu2 -7.0(5) . . . . ? O5 Cu2 O7 C6 173.7(5) 4_464 . . . ? O1 Cu2 O7 C6 76.4(3) . . . . ? O10 Cu2 O7 C6 -82.7(3) . . . . ? O11 Cu2 O7 C6 -176.1(4) . . . . ? O9 Cu2 O7 C6 3.6(3) . . . . ? O7 C6 O8 Cu1 -6.8(5) . . . . ? C2 C6 O8 Cu1 175.6(2) . . . . ? O7 C6 O8 O1W -108.9(4) . . . . ? C2 C6 O8 O1W 73.6(3) . . . . ? O3 Cu1 O8 C6 -62.5(3) 4_465 . . . ? N1 Cu1 O8 C6 56.3(9) . . . . ? N2 Cu1 O8 C6 106.0(3) . . . . ? O2 Cu1 O8 C6 -155.8(3) 1_556 . . . ? O3 Cu1 O8 O1W 35.35(13) 4_465 . . . ? N1 Cu1 O8 O1W 154.2(7) . . . . ? N2 Cu1 O8 O1W -156.13(16) . . . . ? O2 Cu1 O8 O1W -57.90(13) 1_556 . . . ? O2W O1W O8 C6 2.3(3) . . . . ? O2W O1W O8 Cu1 -120.4(2) . . . . ? C4 C3 O9 C2 -24.4(4) . . . . ? C7 C3 O9 C2 100.8(3) . . . . ? C4 C3 O9 Cu2 -140.4(2) . . . . ? C7 C3 O9 Cu2 -15.2(3) . . . . ? C6 C2 O9 C3 -119.6(3) . . . . ? C1 C2 O9 C3 1.0(4) . . . . ? C6 C2 O9 Cu2 -3.3(3) . . . . ? C1 C2 O9 Cu2 117.3(2) . . . . ? O5 Cu2 O9 C3 -59.4(2) 4_464 . . . ? O7 Cu2 O9 C3 118.1(2) . . . . ? O1 Cu2 O9 C3 21.8(2) . . . . ? O10 Cu2 O9 C3 -148.8(2) . . . . ? O11 Cu2 O9 C3 118.8(3) . . . . ? O5 Cu2 O9 C2 -177.1(2) 4_464 . . . ? O7 Cu2 O9 C2 0.4(2) . . . . ? O1 Cu2 O9 C2 -95.9(2) . . . . ? O10 Cu2 O9 C2 93.5(2) . . . . ? O11 Cu2 O9 C2 1.1(4) . . . . ? 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 0.301 0.471 0.060 52 2 ' ' 2 0.801 0.971 0.060 52 2 ' ' 3 0.298 0.531 0.560 50 2 ' ' 4 0.798 0.031 0.560 50 2 ' ' _platon_squeeze_details ; ? ; _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.566 _refine_diff_density_min -0.223 _refine_diff_density_rms 0.072 # Attachment 'revised_Complex3.cif' data_3 _database_code_depnum_ccdc_archive 'CCDC 725234' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20.25 H20 Cu2 N2 O12.75' _chemical_formula_weight 622.46 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' Cu Cu 0.3201 1.2651 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 8.8222(18) _cell_length_b 23.392(5) _cell_length_c 15.038(5) _cell_angle_alpha 90.00 _cell_angle_beta 124.92(2) _cell_angle_gamma 90.00 _cell_volume 2544.6(11) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5766 _cell_measurement_theta_min 2.8159 _cell_measurement_theta_max 26.0143 _exptl_crystal_description PRISM _exptl_crystal_colour BLUE _exptl_crystal_size_max 0.09 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.625 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1262 _exptl_absorpt_coefficient_mu 1.738 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8592 _exptl_absorpt_correction_T_max 0.9497 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 25588 _diffrn_reflns_av_R_equivalents 0.0400 _diffrn_reflns_av_sigmaI/netI 0.0300 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.82 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4486 _reflns_number_gt 4134 _reflns_threshold_expression i>2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. In order to improve the refinement quality of this crystal data, the Simu, Isor, and Dfix instructions were used for the relevant carbon and oxygen atoms of C21, O2W, and O12 in the free water and methanol molecules in course of the final refinement. ; _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^)+(0.0914P)^2^+7.5056P] 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 4486 _refine_ls_number_parameters 353 _refine_ls_number_restraints 25 _refine_ls_R_factor_all 0.0619 _refine_ls_R_factor_gt 0.0566 _refine_ls_wR_factor_ref 0.1707 _refine_ls_wR_factor_gt 0.1653 _refine_ls_goodness_of_fit_ref 1.116 _refine_ls_restrained_S_all 1.117 _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 1.27855(8) 0.64390(3) -0.06436(5) 0.0232(2) Uani 1 1 d . . . Cu2 Cu 0.67225(8) 0.77524(3) 0.31500(5) 0.0264(2) Uani 1 1 d . . . C1 C 0.8928(6) 0.7224(2) 0.1448(4) 0.0206(10) Uani 1 1 d . . . H1A H 0.8917 0.6818 0.1282 0.025 Uiso 1 1 calc R . . C2 C 0.7398(6) 0.7523(2) 0.0402(4) 0.0209(10) Uani 1 1 d . . . H2A H 0.6927 0.7846 0.0591 0.025 Uiso 1 1 calc R . . C3 C 1.0129(6) 0.7577(2) 0.0489(4) 0.0225(10) Uani 1 1 d . . . H3A H 1.0844 0.7894 0.0478 0.027 Uiso 1 1 calc R . . C4 C 1.0703(6) 0.7494(2) 0.1651(4) 0.0209(10) Uani 1 1 d . . . H4A H 1.1722 0.7219 0.2026 0.025 Uiso 1 1 calc R . . C5 C 0.8636(7) 0.7266(2) 0.2355(4) 0.0276(12) Uani 1 1 d . . . C6 C 0.5822(6) 0.7115(2) -0.0315(4) 0.0214(10) Uani 1 1 d . . . C7 C 1.0407(7) 0.7051(2) -0.0003(4) 0.0224(10) Uani 1 1 d . . . C8 C 1.1273(6) 0.8054(2) 0.2300(4) 0.0243(11) Uani 1 1 d . . . C9 C 0.9062(8) 0.5895(3) -0.2251(5) 0.0420(14) Uani 1 1 d . . . H9A H 0.8692 0.6242 -0.2621 0.050 Uiso 1 1 calc R . . C10 C 0.7796(10) 0.5447(3) -0.2652(6) 0.060(2) Uani 1 1 d . . . H10A H 0.6608 0.5495 -0.3275 0.072 Uiso 1 1 calc R . . C11 C 0.8332(11) 0.4929(3) -0.2108(7) 0.061(2) Uani 1 1 d . . . H11C H 0.7509 0.4623 -0.2371 0.073 Uiso 1 1 calc R . . C12 C 1.0121(10) 0.4866(3) -0.1158(6) 0.0465(16) Uani 1 1 d . . . C13 C 1.0819(12) 0.4358(3) -0.0505(7) 0.0553(18) Uani 1 1 d . . . H13A H 1.0056 0.4040 -0.0710 0.066 Uiso 1 1 calc R . . C14 C 1.2488(13) 0.4334(3) 0.0364(8) 0.061(2) Uani 1 1 d . . . H14A H 1.2897 0.3994 0.0755 0.073 Uiso 1 1 calc R . . C15 C 1.3734(10) 0.4813(3) 0.0748(6) 0.0488(17) Uani 1 1 d . . . C16 C 1.5565(12) 0.4813(3) 0.1708(7) 0.063(2) Uani 1 1 d . . . H16A H 1.6056 0.4486 0.2134 0.075 Uiso 1 1 calc R . . C17 C 1.6591(11) 0.5305(3) 0.1994(6) 0.060(2) Uani 1 1 d . . . H17A H 1.7786 0.5314 0.2623 0.073 Uiso 1 1 calc R . . C18 C 1.5838(9) 0.5797(3) 0.1337(5) 0.0437(15) Uani 1 1 d . . . H18A H 1.6546 0.6128 0.1549 0.052 Uiso 1 1 calc R . . C19 C 1.3126(8) 0.5319(2) 0.0145(5) 0.0357(13) Uani 1 1 d . . . C20 C 1.1300(8) 0.5343(2) -0.0821(5) 0.0349(13) Uani 1 1 d . . . C21 C 0.854(3) 0.9134(9) 1.0129(19) 0.047(6) Uani 0.25 1 d PDU . . H21A H 0.8983 0.9505 1.0453 0.070 Uiso 0.25 1 calc PR . . H21B H 0.8744 0.8867 1.0671 0.070 Uiso 0.25 1 calc PR . . H21C H 0.7248 0.9155 0.9563 0.070 Uiso 0.25 1 calc PR . . N1 N 1.0778(6) 0.58504(19) -0.1364(4) 0.0308(10) Uani 1 1 d . . . N2 N 1.4145(6) 0.58001(19) 0.0423(4) 0.0309(10) Uani 1 1 d . . . O1 O 0.7569(5) 0.76676(16) 0.2245(3) 0.0304(8) Uani 1 1 d . . . O1W O 0.3132(7) 0.6902(2) 0.4678(4) 0.0585(13) Uani 1 1 d . . . H1 H 0.3475 0.7248 0.4842 0.088 Uiso 1 1 d R . . H2 H 0.2001 0.6942 0.4158 0.088 Uiso 1 1 d R . . O2 O 0.9359(6) 0.69099(19) 0.3090(3) 0.0420(10) Uani 1 1 d . . . O2W O 0.4542(12) 0.8697(4) 0.8616(6) 0.041(2) Uani 0.50 1 d PU . . H3 H 0.5475 0.8741 0.8592 0.062 Uiso 0.50 1 d PR . . H4 H 0.3933 0.8423 0.8638 0.062 Uiso 0.50 1 d PR . . O3 O 1.1551(4) 0.79937(15) 0.3224(3) 0.0264(8) Uani 1 1 d . . . O4 O 1.1501(5) 0.85022(16) 0.1950(3) 0.0341(9) Uani 1 1 d . . . O5 O 0.9016(5) 0.68079(15) -0.0803(3) 0.0266(8) Uani 1 1 d . . . O6 O 1.2033(5) 0.68795(17) 0.0427(3) 0.0315(9) Uani 1 1 d . . . O7 O 0.5412(5) 0.69762(17) -0.1227(3) 0.0309(8) Uani 1 1 d . . . O8 O 0.5018(5) 0.69233(16) 0.0103(3) 0.0280(8) Uani 1 1 d . . . O9 O 0.8216(4) 0.77383(14) -0.0130(3) 0.0222(7) Uani 1 1 d . . . O10 O 0.5069(5) 0.7074(2) 0.2470(3) 0.0445(11) Uani 1 1 d . . . H10B H 0.5032 0.6892 0.1969 0.067 Uiso 1 1 d R . . H10C H 0.4402 0.6968 0.2681 0.067 Uiso 1 1 d R . . O11 O 0.4714(6) 0.8443(2) 0.1870(3) 0.0482(11) Uani 1 1 d . . . H11A H 0.4740 0.8515 0.1324 0.072 Uiso 1 1 d R . . H11B H 0.3965 0.8622 0.1954 0.072 Uiso 1 1 d R . . O12 O 0.952(3) 0.8950(7) 0.9687(14) 0.054(4) Uani 0.25 1 d PDU . . H12 H 0.9975 0.9225 0.9581 0.082 Uiso 0.25 1 d 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 Cu1 0.0212(3) 0.0265(4) 0.0210(3) 0.0025(2) 0.0116(3) -0.0009(2) Cu2 0.0186(3) 0.0454(4) 0.0178(3) -0.0026(3) 0.0120(3) -0.0012(3) C1 0.017(2) 0.026(2) 0.019(2) -0.0004(19) 0.010(2) -0.0006(19) C2 0.017(2) 0.029(3) 0.020(2) 0.002(2) 0.013(2) 0.0009(19) C3 0.015(2) 0.033(3) 0.019(2) -0.002(2) 0.010(2) -0.003(2) C4 0.015(2) 0.030(3) 0.018(2) 0.0009(19) 0.0096(19) 0.0005(19) C5 0.019(2) 0.045(3) 0.018(3) -0.003(2) 0.011(2) -0.008(2) C6 0.017(2) 0.032(3) 0.017(2) 0.0050(19) 0.010(2) 0.0053(19) C7 0.022(2) 0.035(3) 0.016(2) 0.001(2) 0.014(2) -0.001(2) C8 0.013(2) 0.037(3) 0.022(3) -0.004(2) 0.010(2) -0.002(2) C9 0.036(3) 0.047(4) 0.041(3) -0.005(3) 0.021(3) -0.008(3) C10 0.041(4) 0.065(5) 0.062(5) -0.021(4) 0.023(4) -0.019(3) C11 0.059(5) 0.054(4) 0.079(5) -0.025(4) 0.045(4) -0.025(4) C12 0.060(4) 0.033(3) 0.071(5) -0.009(3) 0.052(4) -0.009(3) C13 0.071(5) 0.031(3) 0.087(6) -0.004(3) 0.059(5) -0.011(3) C14 0.092(6) 0.027(3) 0.101(6) 0.014(4) 0.077(6) 0.009(4) C15 0.068(5) 0.039(3) 0.068(5) 0.020(3) 0.055(4) 0.018(3) C16 0.077(5) 0.056(4) 0.066(5) 0.031(4) 0.047(4) 0.026(4) C17 0.056(4) 0.070(5) 0.050(4) 0.027(4) 0.027(4) 0.022(4) C18 0.045(4) 0.046(4) 0.042(4) 0.013(3) 0.027(3) 0.012(3) C19 0.045(3) 0.032(3) 0.044(3) 0.006(2) 0.034(3) 0.008(2) C20 0.042(3) 0.030(3) 0.045(3) -0.003(2) 0.033(3) 0.000(2) C21 0.046(9) 0.024(8) 0.043(8) 0.009(7) 0.009(6) -0.002(7) N1 0.033(2) 0.028(2) 0.036(3) -0.0036(19) 0.022(2) -0.0052(19) N2 0.031(2) 0.034(2) 0.028(2) 0.0031(19) 0.016(2) 0.0026(19) O1 0.0265(19) 0.047(2) 0.0228(19) -0.0024(16) 0.0169(16) 0.0022(16) O1W 0.045(3) 0.056(3) 0.065(3) 0.012(2) 0.026(2) 0.002(2) O2 0.043(2) 0.057(3) 0.029(2) 0.0154(19) 0.0222(19) 0.005(2) O2W 0.057(5) 0.043(4) 0.034(4) 0.007(3) 0.032(4) 0.023(4) O3 0.0222(18) 0.038(2) 0.0197(18) -0.0075(15) 0.0123(15) -0.0047(15) O4 0.040(2) 0.030(2) 0.033(2) -0.0014(16) 0.0215(19) -0.0052(17) O5 0.0212(17) 0.035(2) 0.0220(18) -0.0034(15) 0.0117(15) -0.0019(15) O6 0.0185(18) 0.050(2) 0.0225(18) -0.0065(16) 0.0095(15) 0.0051(16) O7 0.0210(18) 0.052(2) 0.0234(19) -0.0098(16) 0.0152(15) -0.0102(16) O8 0.0222(17) 0.044(2) 0.0181(17) 0.0016(15) 0.0118(15) -0.0052(15) O9 0.0178(16) 0.0322(19) 0.0197(17) 0.0050(14) 0.0125(14) 0.0021(13) O10 0.031(2) 0.069(3) 0.029(2) -0.009(2) 0.0143(18) -0.017(2) O11 0.036(2) 0.073(3) 0.036(2) 0.009(2) 0.022(2) 0.008(2) O12 0.062(8) 0.025(6) 0.052(8) 0.006(6) 0.018(6) 0.003(6) _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 1.930(3) 4_575 ? Cu1 O8 1.973(3) 1_655 ? Cu1 N1 2.002(4) . ? Cu1 N2 2.011(4) . ? Cu1 O6 2.306(4) . ? Cu2 O1 1.901(3) . ? Cu2 O7 1.965(3) 4_576 ? Cu2 O10 1.996(4) . ? Cu2 O5 1.996(4) 4_576 ? Cu2 O11 2.357(4) . ? Cu2 O9 2.417(3) 4_576 ? C1 C5 1.530(7) . ? C1 C2 1.535(6) . ? C1 C4 1.549(6) . ? C1 H1A 0.9800 . ? C2 O9 1.440(5) . ? C2 C6 1.513(7) . ? C2 H2A 0.9800 . ? C3 O9 1.435(6) . ? C3 C7 1.526(7) . ? C3 C4 1.527(6) . ? C3 H3A 0.9800 . ? C4 C8 1.535(7) . ? C4 H4A 0.9800 . ? C5 O2 1.231(7) . ? C5 O1 1.272(6) . ? C6 O7 1.244(6) . ? C6 O8 1.269(6) . ? C7 O6 1.255(6) . ? C7 O5 1.259(6) . ? C8 O4 1.240(6) . ? C8 O3 1.273(6) . ? C9 N1 1.331(7) . ? C9 C10 1.393(9) . ? C9 H9A 0.9300 . ? C10 C11 1.386(11) . ? C10 H10A 0.9300 . ? C11 C12 1.404(11) . ? C11 H11C 0.9300 . ? C12 C20 1.407(8) . ? C12 C13 1.437(10) . ? C13 C14 1.294(11) . ? C13 H13A 0.9300 . ? C14 C15 1.439(11) . ? C14 H14A 0.9300 . ? C15 C19 1.398(8) . ? C15 C16 1.423(11) . ? C16 C17 1.373(11) . ? C16 H16A 0.9300 . ? C17 C18 1.411(9) . ? C17 H17A 0.9300 . ? C18 N2 1.330(8) . ? C18 H18A 0.9300 . ? C19 N2 1.348(7) . ? C19 C20 1.425(8) . ? C20 N1 1.362(7) . ? C21 O12 1.424(5) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? O1W H1 0.8500 . ? O1W H2 0.8499 . ? O2W H3 0.8500 . ? O2W H4 0.8500 . ? O3 Cu1 1.930(3) 4_576 ? O5 Cu2 1.996(3) 4_575 ? O7 Cu2 1.965(3) 4_575 ? O8 Cu1 1.973(3) 1_455 ? O9 Cu2 2.417(3) 4_575 ? O10 H10B 0.8500 . ? O10 H10C 0.8499 . ? O11 H11A 0.8499 . ? O11 H11B 0.8499 . ? O12 H12 0.8201 . ? 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 O8 89.00(15) 4_575 1_655 ? O3 Cu1 N1 96.77(17) 4_575 . ? O8 Cu1 N1 171.30(17) 1_655 . ? O3 Cu1 N2 173.12(17) 4_575 . ? O8 Cu1 N2 91.58(17) 1_655 . ? N1 Cu1 N2 81.91(19) . . ? O3 Cu1 O6 93.81(14) 4_575 . ? O8 Cu1 O6 86.49(14) 1_655 . ? N1 Cu1 O6 99.56(16) . . ? N2 Cu1 O6 93.07(16) . . ? O1 Cu2 O7 162.77(16) . 4_576 ? O1 Cu2 O10 91.24(17) . . ? O7 Cu2 O10 92.52(18) 4_576 . ? O1 Cu2 O5 89.00(15) . 4_576 ? O7 Cu2 O5 93.71(15) 4_576 4_576 ? O10 Cu2 O5 158.02(16) . 4_576 ? O1 Cu2 O11 84.62(16) . . ? O7 Cu2 O11 78.21(15) 4_576 . ? O10 Cu2 O11 98.02(17) . . ? O5 Cu2 O11 103.88(15) 4_576 . ? O1 Cu2 O9 121.32(14) . 4_576 ? O7 Cu2 O9 75.64(13) 4_576 4_576 ? O10 Cu2 O9 87.78(15) . 4_576 ? O5 Cu2 O9 73.44(13) 4_576 4_576 ? O11 Cu2 O9 153.43(13) . 4_576 ? C5 C1 C2 112.8(4) . . ? C5 C1 C4 117.8(4) . . ? C2 C1 C4 102.3(4) . . ? C5 C1 H1A 107.9 . . ? C2 C1 H1A 107.9 . . ? C4 C1 H1A 107.9 . . ? O9 C2 C6 111.9(4) . . ? O9 C2 C1 107.6(4) . . ? C6 C2 C1 110.6(4) . . ? O9 C2 H2A 108.9 . . ? C6 C2 H2A 108.9 . . ? C1 C2 H2A 108.9 . . ? O9 C3 C7 110.7(4) . . ? O9 C3 C4 105.8(4) . . ? C7 C3 C4 114.4(4) . . ? O9 C3 H3A 108.6 . . ? C7 C3 H3A 108.6 . . ? C4 C3 H3A 108.6 . . ? C3 C4 C8 113.1(4) . . ? C3 C4 C1 101.0(4) . . ? C8 C4 C1 113.5(4) . . ? C3 C4 H4A 109.6 . . ? C8 C4 H4A 109.6 . . ? C1 C4 H4A 109.6 . . ? O2 C5 O1 125.6(5) . . ? O2 C5 C1 119.5(5) . . ? O1 C5 C1 114.9(4) . . ? O7 C6 O8 124.1(5) . . ? O7 C6 C2 121.3(4) . . ? O8 C6 C2 114.6(4) . . ? O6 C7 O5 123.4(5) . . ? O6 C7 C3 117.4(4) . . ? O5 C7 C3 119.2(4) . . ? O4 C8 O3 125.4(5) . . ? O4 C8 C4 121.7(4) . . ? O3 C8 C4 112.9(4) . . ? N1 C9 C10 123.0(6) . . ? N1 C9 H9A 118.5 . . ? C10 C9 H9A 118.5 . . ? C11 C10 C9 119.0(7) . . ? C11 C10 H10A 120.5 . . ? C9 C10 H10A 120.5 . . ? C10 C11 C12 119.8(6) . . ? C10 C11 H11C 120.1 . . ? C12 C11 H11C 120.1 . . ? C11 C12 C20 116.9(6) . . ? C11 C12 C13 125.0(6) . . ? C20 C12 C13 118.1(7) . . ? C14 C13 C12 121.4(6) . . ? C14 C13 H13A 119.3 . . ? C12 C13 H13A 119.3 . . ? C13 C14 C15 122.5(7) . . ? C13 C14 H14A 118.7 . . ? C15 C14 H14A 118.7 . . ? C19 C15 C16 116.7(6) . . ? C19 C15 C14 118.6(7) . . ? C16 C15 C14 124.7(7) . . ? C17 C16 C15 118.6(6) . . ? C17 C16 H16A 120.7 . . ? C15 C16 H16A 120.7 . . ? C16 C17 C18 120.2(7) . . ? C16 C17 H17A 119.9 . . ? C18 C17 H17A 119.9 . . ? N2 C18 C17 121.9(7) . . ? N2 C18 H18A 119.0 . . ? C17 C18 H18A 119.0 . . ? N2 C19 C15 124.4(6) . . ? N2 C19 C20 116.6(5) . . ? C15 C19 C20 118.9(6) . . ? N1 C20 C12 123.3(6) . . ? N1 C20 C19 116.2(5) . . ? C12 C20 C19 120.5(6) . . ? O12 C21 H21A 109.5 . . ? O12 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? O12 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C9 N1 C20 118.0(5) . . ? C9 N1 Cu1 129.4(4) . . ? C20 N1 Cu1 112.6(4) . . ? C18 N2 C19 118.1(5) . . ? C18 N2 Cu1 129.3(4) . . ? C19 N2 Cu1 112.7(4) . . ? C5 O1 Cu2 123.3(3) . . ? H1 O1W H2 101.4 . . ? H3 O2W H4 137.9 . . ? C8 O3 Cu1 123.1(3) . 4_576 ? C7 O5 Cu2 121.0(3) . 4_575 ? C7 O6 Cu1 118.9(3) . . ? C6 O7 Cu2 124.2(3) . 4_575 ? C6 O8 Cu1 125.5(3) . 1_455 ? C3 O9 C2 109.0(3) . . ? C3 O9 Cu2 106.7(3) . 4_575 ? C2 O9 Cu2 106.8(3) . 4_575 ? Cu2 O10 H10B 120.0 . . ? Cu2 O10 H10C 120.0 . . ? H10B O10 H10C 120.0 . . ? Cu2 O11 H11A 120.0 . . ? Cu2 O11 H11B 120.0 . . ? H11A O11 H11B 120.0 . . ? C21 O12 H12 110.3 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 C1 C2 O9 148.6(4) . . . . ? C4 C1 C2 O9 21.1(5) . . . . ? C5 C1 C2 C6 -89.0(5) . . . . ? C4 C1 C2 C6 143.6(4) . . . . ? O9 C3 C4 C8 -84.6(4) . . . . ? C7 C3 C4 C8 153.3(4) . . . . ? O9 C3 C4 C1 37.1(5) . . . . ? C7 C3 C4 C1 -85.0(4) . . . . ? C5 C1 C4 C3 -158.6(4) . . . . ? C2 C1 C4 C3 -34.4(4) . . . . ? C5 C1 C4 C8 -37.2(6) . . . . ? C2 C1 C4 C8 87.0(5) . . . . ? C2 C1 C5 O2 156.9(5) . . . . ? C4 C1 C5 O2 -84.3(6) . . . . ? C2 C1 C5 O1 -20.3(6) . . . . ? C4 C1 C5 O1 98.4(5) . . . . ? O9 C2 C6 O7 3.4(6) . . . . ? C1 C2 C6 O7 -116.6(5) . . . . ? O9 C2 C6 O8 -178.3(4) . . . . ? C1 C2 C6 O8 61.7(5) . . . . ? O9 C3 C7 O6 176.5(4) . . . . ? C4 C3 C7 O6 -64.1(6) . . . . ? O9 C3 C7 O5 -4.2(6) . . . . ? C4 C3 C7 O5 115.2(5) . . . . ? C3 C4 C8 O4 -10.3(6) . . . . ? C1 C4 C8 O4 -124.6(5) . . . . ? C3 C4 C8 O3 172.6(4) . . . . ? C1 C4 C8 O3 58.3(5) . . . . ? N1 C9 C10 C11 0.0(11) . . . . ? C9 C10 C11 C12 1.0(11) . . . . ? C10 C11 C12 C20 -1.2(10) . . . . ? C10 C11 C12 C13 177.9(7) . . . . ? C11 C12 C13 C14 -179.8(7) . . . . ? C20 C12 C13 C14 -0.7(10) . . . . ? C12 C13 C14 C15 1.5(12) . . . . ? C13 C14 C15 C19 -1.3(11) . . . . ? C13 C14 C15 C16 178.6(7) . . . . ? C19 C15 C16 C17 1.4(10) . . . . ? C14 C15 C16 C17 -178.4(7) . . . . ? C15 C16 C17 C18 -0.6(11) . . . . ? C16 C17 C18 N2 -1.0(11) . . . . ? C16 C15 C19 N2 -0.8(9) . . . . ? C14 C15 C19 N2 179.0(6) . . . . ? C16 C15 C19 C20 -179.7(6) . . . . ? C14 C15 C19 C20 0.2(8) . . . . ? C11 C12 C20 N1 0.4(9) . . . . ? C13 C12 C20 N1 -178.7(5) . . . . ? C11 C12 C20 C19 178.8(6) . . . . ? C13 C12 C20 C19 -0.4(9) . . . . ? N2 C19 C20 N1 0.1(7) . . . . ? C15 C19 C20 N1 179.1(5) . . . . ? N2 C19 C20 C12 -178.4(5) . . . . ? C15 C19 C20 C12 0.6(8) . . . . ? C10 C9 N1 C20 -0.8(9) . . . . ? C10 C9 N1 Cu1 -178.9(5) . . . . ? C12 C20 N1 C9 0.6(8) . . . . ? C19 C20 N1 C9 -177.8(5) . . . . ? C12 C20 N1 Cu1 179.0(4) . . . . ? C19 C20 N1 Cu1 0.6(6) . . . . ? O3 Cu1 N1 C9 -9.4(5) 4_575 . . . ? O8 Cu1 N1 C9 -140.7(10) 1_655 . . . ? N2 Cu1 N1 C9 177.5(5) . . . . ? O6 Cu1 N1 C9 85.7(5) . . . . ? O3 Cu1 N1 C20 172.4(4) 4_575 . . . ? O8 Cu1 N1 C20 41.1(12) 1_655 . . . ? N2 Cu1 N1 C20 -0.8(4) . . . . ? O6 Cu1 N1 C20 -92.6(4) . . . . ? C17 C18 N2 C19 1.6(9) . . . . ? C17 C18 N2 Cu1 -179.6(5) . . . . ? C15 C19 N2 C18 -0.7(8) . . . . ? C20 C19 N2 C18 178.2(5) . . . . ? C15 C19 N2 Cu1 -179.7(4) . . . . ? C20 C19 N2 Cu1 -0.8(6) . . . . ? O3 Cu1 N2 C18 102.6(14) 4_575 . . . ? O8 Cu1 N2 C18 7.8(5) 1_655 . . . ? N1 Cu1 N2 C18 -178.0(5) . . . . ? O6 Cu1 N2 C18 -78.7(5) . . . . ? O3 Cu1 N2 C19 -78.5(15) 4_575 . . . ? O8 Cu1 N2 C19 -173.4(4) 1_655 . . . ? N1 Cu1 N2 C19 0.8(4) . . . . ? O6 Cu1 N2 C19 100.1(4) . . . . ? O2 C5 O1 Cu2 -5.5(7) . . . . ? C1 C5 O1 Cu2 171.6(3) . . . . ? O7 Cu2 O1 C5 -174.3(5) 4_576 . . . ? O10 Cu2 O1 C5 -71.7(4) . . . . ? O5 Cu2 O1 C5 86.4(4) 4_576 . . . ? O11 Cu2 O1 C5 -169.6(4) . . . . ? O9 Cu2 O1 C5 16.5(4) 4_576 . . . ? O4 C8 O3 Cu1 -10.9(7) . . . 4_576 ? C4 C8 O3 Cu1 166.1(3) . . . 4_576 ? O6 C7 O5 Cu2 -151.9(4) . . . 4_575 ? C3 C7 O5 Cu2 28.9(6) . . . 4_575 ? O5 C7 O6 Cu1 31.7(6) . . . . ? C3 C7 O6 Cu1 -149.0(3) . . . . ? O3 Cu1 O6 C7 45.9(4) 4_575 . . . ? O8 Cu1 O6 C7 134.7(4) 1_655 . . . ? N1 Cu1 O6 C7 -51.6(4) . . . . ? N2 Cu1 O6 C7 -133.9(4) . . . . ? O8 C6 O7 Cu2 -177.3(4) . . . 4_575 ? C2 C6 O7 Cu2 0.8(7) . . . 4_575 ? O7 C6 O8 Cu1 -7.4(7) . . . 1_455 ? C2 C6 O8 Cu1 174.3(3) . . . 1_455 ? C7 C3 O9 C2 99.4(4) . . . . ? C4 C3 O9 C2 -25.1(5) . . . . ? C7 C3 O9 Cu2 -15.6(4) . . . 4_575 ? C4 C3 O9 Cu2 -140.0(3) . . . 4_575 ? C6 C2 O9 C3 -119.7(4) . . . . ? C1 C2 O9 C3 2.0(5) . . . . ? C6 C2 O9 Cu2 -4.8(4) . . . 4_575 ? C1 C2 O9 Cu2 116.9(3) . . . 4_575 ? 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 0.500 0.500 0.500 90 4 ' ' 2 0.500 1.000 1.000 90 4 ' ' _platon_squeeze_details ; ? ; _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.225 _refine_diff_density_min -0.990 _refine_diff_density_rms 0.123 # Attachment 'revised_Complex4.cif' data_4 _database_code_depnum_ccdc_archive 'CCDC 725235' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H26 Mn2 N4 O12' _chemical_formula_weight 768.45 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' Mn Mn 0.3368 0.7283 '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 10.194(2) _cell_length_b 13.637(3) _cell_length_c 21.570(4) _cell_angle_alpha 90.00 _cell_angle_beta 98.92(3) _cell_angle_gamma 90.00 _cell_volume 2962.3(10) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5982 _cell_measurement_theta_min 2.5140 _cell_measurement_theta_max 26.0177 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas NONE _exptl_crystal_density_diffrn 1.723 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1568 _exptl_absorpt_coefficient_mu 0.931 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.8730 _exptl_absorpt_correction_T_max 0.9045 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 31964 _diffrn_reflns_av_R_equivalents 0.0658 _diffrn_reflns_av_sigmaI/netI 0.0553 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.51 _diffrn_reflns_theta_max 26.03 _reflns_number_total 5833 _reflns_number_gt 4886 _reflns_threshold_expression I>2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0620P)^2^+0.3068P] 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 5833 _refine_ls_number_parameters 451 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0839 _refine_ls_R_factor_gt 0.0660 _refine_ls_wR_factor_ref 0.1439 _refine_ls_wR_factor_gt 0.1340 _refine_ls_goodness_of_fit_ref 1.166 _refine_ls_restrained_S_all 1.166 _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 Mn1 Mn 0.71983(6) 0.13694(4) 0.15335(3) 0.02752(18) Uani 1 1 d . . . Mn2 Mn 0.50381(6) 0.11051(4) 0.32334(3) 0.02728(18) Uani 1 1 d . . . C1 C 0.5055(4) 0.4014(3) 0.26285(17) 0.0231(8) Uani 1 1 d . . . H1A H 0.4160 0.4195 0.2426 0.028 Uiso 1 1 calc R . . C2 C 0.5523(3) 0.4728(3) 0.31697(17) 0.0242(8) Uani 1 1 d . . . H2A H 0.5328 0.4439 0.3561 0.029 Uiso 1 1 calc R . . C3 C 0.7347(3) 0.4392(3) 0.26421(16) 0.0227(8) Uani 1 1 d . . . H3A H 0.7778 0.3756 0.2740 0.027 Uiso 1 1 calc R . . C4 C 0.6065(3) 0.4242(3) 0.21841(16) 0.0224(8) Uani 1 1 d . . . H4A H 0.5820 0.4871 0.1978 0.027 Uiso 1 1 calc R . . C5 C 0.5062(4) 0.2952(3) 0.28522(18) 0.0268(8) Uani 1 1 d . . . C6 C 0.4895(4) 0.5748(3) 0.30945(18) 0.0284(9) Uani 1 1 d . . . C7 C 0.8297(4) 0.5074(3) 0.23906(17) 0.0265(8) Uani 1 1 d . . . C8 C 0.6168(4) 0.3477(3) 0.16702(18) 0.0271(8) Uani 1 1 d . . . C9 C 0.2268(4) 0.1328(3) 0.3775(2) 0.0389(10) Uani 1 1 d . . . H9A H 0.1896 0.1312 0.3353 0.047 Uiso 1 1 calc R . . C10 C 0.1414(4) 0.1424(3) 0.4223(2) 0.0431(11) Uani 1 1 d . . . H10A H 0.0500 0.1459 0.4100 0.052 Uiso 1 1 calc R . . C11 C 0.1950(4) 0.1464(3) 0.4843(2) 0.0392(11) Uani 1 1 d . . . H11A H 0.1401 0.1535 0.5147 0.047 Uiso 1 1 calc R . . C12 C 0.3331(4) 0.1399(3) 0.5021(2) 0.0326(9) Uani 1 1 d . . . C13 C 0.3977(5) 0.1430(3) 0.5660(2) 0.0415(11) Uani 1 1 d . . . H13A H 0.3467 0.1509 0.5979 0.050 Uiso 1 1 calc R . . C14 C 0.5292(5) 0.1347(3) 0.5808(2) 0.0427(11) Uani 1 1 d . . . H14A H 0.5680 0.1375 0.6227 0.051 Uiso 1 1 calc R . . C15 C 0.6118(4) 0.1218(3) 0.53325(19) 0.0319(9) Uani 1 1 d . . . C16 C 0.7502(5) 0.1107(3) 0.5466(2) 0.0437(12) Uani 1 1 d . . . H16A H 0.7935 0.1127 0.5878 0.052 Uiso 1 1 calc R . . C17 C 0.8201(4) 0.0969(3) 0.4985(2) 0.0448(11) Uani 1 1 d . . . H17A H 0.9118 0.0892 0.5067 0.054 Uiso 1 1 calc R . . C18 C 0.7538(4) 0.0944(3) 0.4368(2) 0.0402(11) Uani 1 1 d . . . H18A H 0.8031 0.0842 0.4045 0.048 Uiso 1 1 calc R . . C19 C 0.5530(4) 0.1197(3) 0.47025(18) 0.0288(9) Uani 1 1 d . . . C20 C 0.4114(4) 0.1296(3) 0.45440(18) 0.0280(9) Uani 1 1 d . . . C21 C 0.8665(5) 0.1096(3) 0.0292(2) 0.0411(11) Uani 1 1 d . . . H21A H 0.9442 0.1079 0.0581 0.049 Uiso 1 1 calc R . . C22 C 0.8784(5) 0.1061(3) -0.0342(2) 0.0518(13) Uani 1 1 d . . . H22A H 0.9612 0.1019 -0.0470 0.062 Uiso 1 1 calc R . . C23 C 0.7640(5) 0.1088(3) -0.0771(2) 0.0483(12) Uani 1 1 d . . . H23A H 0.7688 0.1071 -0.1198 0.058 Uiso 1 1 calc R . . C24 C 0.6408(5) 0.1141(3) -0.0571(2) 0.0390(10) Uani 1 1 d . . . C25 C 0.5183(5) 0.1227(3) -0.0991(2) 0.0496(13) Uani 1 1 d . . . H25A H 0.5187 0.1200 -0.1421 0.060 Uiso 1 1 calc R . . C26 C 0.4018(5) 0.1349(3) -0.0774(2) 0.0487(13) Uani 1 1 d . . . H26A H 0.3239 0.1427 -0.1057 0.058 Uiso 1 1 calc R . . C27 C 0.3970(4) 0.1359(3) -0.0116(2) 0.0372(10) Uani 1 1 d . . . C28 C 0.2788(5) 0.1475(3) 0.0139(2) 0.0470(12) Uani 1 1 d . . . H28A H 0.1983 0.1554 -0.0125 0.056 Uiso 1 1 calc R . . C29 C 0.2827(4) 0.1470(3) 0.0772(2) 0.0449(12) Uani 1 1 d . . . H29A H 0.2050 0.1542 0.0944 0.054 Uiso 1 1 calc R . . C30 C 0.4042(4) 0.1357(3) 0.1162(2) 0.0400(11) Uani 1 1 d . . . H30A H 0.4053 0.1348 0.1594 0.048 Uiso 1 1 calc R . . C31 C 0.5151(4) 0.1258(3) 0.03158(18) 0.0294(9) Uani 1 1 d . . . C32 C 0.6396(4) 0.1170(3) 0.00797(18) 0.0293(9) Uani 1 1 d . . . N1 N 0.3578(3) 0.1259(2) 0.39210(16) 0.0311(8) Uani 1 1 d . . . N2 N 0.6235(3) 0.1060(2) 0.42241(16) 0.0310(8) Uani 1 1 d . . . N3 N 0.7529(3) 0.1153(2) 0.05125(15) 0.0320(8) Uani 1 1 d . . . N4 N 0.5179(3) 0.1262(2) 0.09447(16) 0.0308(8) Uani 1 1 d . . . O1 O 0.5660(3) 0.64762(19) 0.31610(14) 0.0369(7) Uani 1 1 d . . . O1W O 0.3578(4) 0.8096(2) 0.25885(18) 0.0680(11) Uani 1 1 d . . . H1WA H 0.2810 0.7838 0.2526 0.082 Uiso 1 1 d R . . H1WB H 0.4129 0.7648 0.2739 0.082 Uiso 1 1 d R . . O2 O 0.3673(3) 0.5794(2) 0.29989(18) 0.0574(10) Uani 1 1 d . . . O2W O 0.8772(4) 0.1913(3) 0.31243(17) 0.0730(11) Uani 1 1 d . . . H2WA H 0.7946 0.2073 0.3079 0.088 Uiso 1 1 d R . . H2WB H 0.8913 0.2073 0.2759 0.088 Uiso 1 1 d R . . O3 O 0.5516(3) 0.3594(2) 0.11517(14) 0.0471(8) Uani 1 1 d . . . O4 O 0.6966(3) 0.27700(19) 0.18403(13) 0.0375(7) Uani 1 1 d . . . O5 O 0.8667(3) 0.4854(2) 0.18863(13) 0.0370(7) Uani 1 1 d . . . O6 O 0.8678(3) 0.58455(19) 0.26841(14) 0.0371(7) Uani 1 1 d . . . O7 O 0.6007(3) 0.26560(19) 0.32496(14) 0.0398(7) Uani 1 1 d . . . O8 O 0.4107(3) 0.23975(19) 0.26440(14) 0.0376(7) Uani 1 1 d . . . O9 O 0.6951(2) 0.47996(17) 0.32044(11) 0.0239(6) Uani 1 1 d . . . O10 O 0.3571(3) 0.0133(2) 0.26900(14) 0.0450(8) Uani 1 1 d . . . H10B H 0.3133 0.0330 0.2345 0.054 Uiso 1 1 d R . . H10C H 0.3441 -0.0439 0.2825 0.054 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.0277(3) 0.0269(3) 0.0276(3) 0.0011(2) 0.0033(3) 0.0039(2) Mn2 0.0262(3) 0.0271(3) 0.0293(3) 0.0006(3) 0.0064(3) 0.0018(2) C1 0.0198(18) 0.0241(19) 0.025(2) -0.0001(15) 0.0023(15) -0.0008(15) C2 0.0214(19) 0.0254(19) 0.027(2) 0.0013(16) 0.0067(16) -0.0041(16) C3 0.0226(19) 0.0261(19) 0.0187(18) -0.0032(15) 0.0010(15) 0.0021(16) C4 0.0249(19) 0.0217(18) 0.0211(19) 0.0034(15) 0.0045(15) -0.0007(15) C5 0.024(2) 0.030(2) 0.029(2) -0.0003(17) 0.0128(17) 0.0013(17) C6 0.027(2) 0.033(2) 0.027(2) -0.0009(17) 0.0085(17) 0.0036(18) C7 0.0230(19) 0.031(2) 0.024(2) 0.0002(17) -0.0002(16) -0.0043(17) C8 0.0241(19) 0.030(2) 0.028(2) -0.0008(17) 0.0071(17) -0.0035(17) C9 0.031(2) 0.041(3) 0.043(3) 0.005(2) 0.002(2) 0.0042(19) C10 0.029(2) 0.044(3) 0.057(3) 0.005(2) 0.010(2) 0.005(2) C11 0.040(3) 0.034(2) 0.048(3) -0.001(2) 0.021(2) -0.001(2) C12 0.041(2) 0.024(2) 0.036(2) 0.0031(17) 0.017(2) -0.0019(18) C13 0.058(3) 0.038(2) 0.031(2) -0.0008(19) 0.018(2) -0.002(2) C14 0.062(3) 0.042(3) 0.023(2) 0.0001(19) 0.004(2) -0.004(2) C15 0.039(2) 0.026(2) 0.029(2) 0.0036(17) 0.0019(18) -0.0010(18) C16 0.051(3) 0.038(2) 0.036(3) 0.006(2) -0.014(2) -0.011(2) C17 0.034(2) 0.047(3) 0.050(3) 0.004(2) -0.003(2) -0.004(2) C18 0.033(2) 0.044(3) 0.044(3) 0.003(2) 0.006(2) -0.002(2) C19 0.036(2) 0.026(2) 0.024(2) 0.0017(16) 0.0054(17) -0.0028(17) C20 0.034(2) 0.025(2) 0.026(2) 0.0034(16) 0.0073(17) -0.0010(17) C21 0.041(3) 0.046(3) 0.037(3) -0.001(2) 0.009(2) 0.004(2) C22 0.055(3) 0.061(3) 0.044(3) -0.007(2) 0.023(3) 0.000(3) C23 0.064(3) 0.049(3) 0.034(3) -0.008(2) 0.015(2) -0.004(2) C24 0.054(3) 0.030(2) 0.033(2) 0.0020(18) 0.007(2) -0.003(2) C25 0.070(4) 0.045(3) 0.030(3) -0.003(2) -0.004(2) 0.000(2) C26 0.059(3) 0.044(3) 0.036(3) -0.003(2) -0.014(2) -0.006(2) C27 0.036(2) 0.028(2) 0.043(3) 0.0003(19) -0.008(2) -0.0053(18) C28 0.035(3) 0.044(3) 0.057(3) -0.001(2) -0.009(2) -0.002(2) C29 0.030(2) 0.040(3) 0.064(3) 0.001(2) 0.005(2) -0.003(2) C30 0.035(2) 0.037(2) 0.049(3) -0.001(2) 0.008(2) -0.004(2) C31 0.038(2) 0.0189(19) 0.029(2) 0.0001(16) -0.0002(18) -0.0020(17) C32 0.037(2) 0.023(2) 0.028(2) -0.0014(16) 0.0050(18) -0.0006(17) N1 0.0285(18) 0.0348(19) 0.0295(19) 0.0016(15) 0.0031(15) 0.0024(15) N2 0.0263(17) 0.0311(18) 0.035(2) 0.0004(15) 0.0022(15) -0.0016(14) N3 0.0344(19) 0.0315(18) 0.0303(19) 0.0000(15) 0.0053(16) 0.0018(15) N4 0.0269(18) 0.0297(18) 0.035(2) -0.0020(14) 0.0024(15) -0.0009(14) O1 0.0313(16) 0.0270(15) 0.0507(19) -0.0012(13) 0.0006(14) -0.0037(13) O1W 0.069(2) 0.039(2) 0.089(3) -0.0018(18) -0.012(2) -0.0045(17) O2 0.0257(17) 0.0446(19) 0.099(3) -0.0284(19) -0.0002(17) 0.0017(14) O2W 0.066(3) 0.091(3) 0.059(2) -0.001(2) 0.000(2) 0.006(2) O3 0.053(2) 0.055(2) 0.0283(17) -0.0081(14) -0.0083(15) 0.0092(16) O4 0.0421(17) 0.0299(15) 0.0386(17) -0.0059(13) 0.0006(14) 0.0067(13) O5 0.0380(16) 0.0462(17) 0.0300(16) -0.0076(13) 0.0153(13) -0.0144(14) O6 0.0381(16) 0.0303(15) 0.0469(18) -0.0088(13) 0.0191(14) -0.0125(13) O7 0.0388(17) 0.0322(16) 0.0469(19) 0.0125(14) 0.0016(14) -0.0006(13) O8 0.0347(16) 0.0239(14) 0.0535(19) -0.0017(13) 0.0044(14) -0.0100(13) O9 0.0213(13) 0.0262(13) 0.0242(13) -0.0041(11) 0.0032(11) 0.0000(11) O10 0.0372(17) 0.0347(16) 0.058(2) 0.0001(15) -0.0094(15) -0.0017(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 Mn1 O4 2.047(3) . ? Mn1 O6 2.150(3) 2_645 ? Mn1 O1 2.186(3) 2_645 ? Mn1 N4 2.250(3) . ? Mn1 N3 2.298(3) . ? Mn1 O9 2.345(2) 2_645 ? Mn2 O10 2.196(3) . ? Mn2 O5 2.197(3) 2_645 ? Mn2 N1 2.268(3) . ? Mn2 O8 2.291(3) . ? Mn2 N2 2.292(3) . ? Mn2 O7 2.332(3) . ? C1 C5 1.526(5) . ? C1 C2 1.538(5) . ? C1 C4 1.544(5) . ? C1 H1A 0.9800 . ? C2 O9 1.450(4) . ? C2 C6 1.530(5) . ? C2 H2A 0.9800 . ? C3 O9 1.447(4) . ? C3 C7 1.503(5) . ? C3 C4 1.524(5) . ? C3 H3A 0.9800 . ? C4 C8 1.537(5) . ? C4 H4A 0.9800 . ? C5 O7 1.253(5) . ? C5 O8 1.260(4) . ? C6 O2 1.232(4) . ? C6 O1 1.257(5) . ? C7 O5 1.242(4) . ? C7 O6 1.258(4) . ? C8 O3 1.220(5) . ? C8 O4 1.277(4) . ? C9 N1 1.327(5) . ? C9 C10 1.403(6) . ? C9 H9A 0.9300 . ? C10 C11 1.366(6) . ? C10 H10A 0.9300 . ? C11 C12 1.403(6) . ? C11 H11A 0.9300 . ? C12 C20 1.404(5) . ? C12 C13 1.433(6) . ? C13 C14 1.333(6) . ? C13 H13A 0.9300 . ? C14 C15 1.436(6) . ? C14 H14A 0.9300 . ? C15 C19 1.398(5) . ? C15 C16 1.403(6) . ? C16 C17 1.358(6) . ? C16 H16A 0.9300 . ? C17 C18 1.398(6) . ? C17 H17A 0.9300 . ? C18 N2 1.326(5) . ? C18 H18A 0.9300 . ? C19 N2 1.359(5) . ? C19 C20 1.437(5) . ? C20 N1 1.371(5) . ? C21 N3 1.321(5) . ? C21 C22 1.391(6) . ? C21 H21A 0.9300 . ? C22 C23 1.373(7) . ? C22 H22A 0.9300 . ? C23 C24 1.392(6) . ? C23 H23A 0.9300 . ? C24 C32 1.406(6) . ? C24 C25 1.429(6) . ? C25 C26 1.352(7) . ? C25 H25A 0.9300 . ? C26 C27 1.429(6) . ? C26 H26A 0.9300 . ? C27 C28 1.408(6) . ? C27 C31 1.410(5) . ? C28 C29 1.361(7) . ? C28 H28A 0.9300 . ? C29 C30 1.392(6) . ? C29 H29A 0.9300 . ? C30 N4 1.322(5) . ? C30 H30A 0.9300 . ? C31 N4 1.353(5) . ? C31 C32 1.443(6) . ? C32 N3 1.369(5) . ? O1 Mn1 2.186(3) 2_655 ? O1W H1WA 0.8500 . ? O1W H1WB 0.8592 . ? O2W H2WA 0.8606 . ? O2W H2WB 0.8500 . ? O5 Mn2 2.197(3) 2_655 ? O6 Mn1 2.150(3) 2_655 ? O9 Mn1 2.345(2) 2_655 ? O10 H10B 0.8499 . ? O10 H10C 0.8500 . ? 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 Mn1 O6 88.46(11) . 2_645 ? O4 Mn1 O1 90.04(11) . 2_645 ? O6 Mn1 O1 107.62(11) 2_645 2_645 ? O4 Mn1 N4 95.83(11) . . ? O6 Mn1 N4 88.07(12) 2_645 . ? O1 Mn1 N4 163.43(12) 2_645 . ? O4 Mn1 N3 118.10(12) . . ? O6 Mn1 N3 148.22(12) 2_645 . ? O1 Mn1 N3 90.54(12) 2_645 . ? N4 Mn1 N3 73.02(12) . . ? O4 Mn1 O9 146.15(10) . 2_645 ? O6 Mn1 O9 71.97(9) 2_645 2_645 ? O1 Mn1 O9 70.95(9) 2_645 2_645 ? N4 Mn1 O9 110.37(10) . 2_645 ? N3 Mn1 O9 90.60(10) . 2_645 ? O10 Mn2 O5 80.82(11) . 2_645 ? O10 Mn2 N1 86.76(12) . . ? O5 Mn2 N1 128.03(11) 2_645 . ? O10 Mn2 O8 88.78(11) . . ? O5 Mn2 O8 137.48(10) 2_645 . ? N1 Mn2 O8 91.95(11) . . ? O10 Mn2 N2 134.56(12) . . ? O5 Mn2 N2 81.13(11) 2_645 . ? N1 Mn2 N2 72.63(12) . . ? O8 Mn2 N2 130.79(11) . . ? O10 Mn2 O7 143.80(11) . . ? O5 Mn2 O7 116.43(11) 2_645 . ? N1 Mn2 O7 103.04(11) . . ? O8 Mn2 O7 56.56(10) . . ? N2 Mn2 O7 81.22(11) . . ? C5 C1 C2 112.0(3) . . ? C5 C1 C4 114.6(3) . . ? C2 C1 C4 100.7(3) . . ? C5 C1 H1A 109.7 . . ? C2 C1 H1A 109.7 . . ? C4 C1 H1A 109.7 . . ? O9 C2 C6 110.2(3) . . ? O9 C2 C1 105.8(3) . . ? C6 C2 C1 114.8(3) . . ? O9 C2 H2A 108.6 . . ? C6 C2 H2A 108.6 . . ? C1 C2 H2A 108.6 . . ? O9 C3 C7 110.1(3) . . ? O9 C3 C4 105.8(3) . . ? C7 C3 C4 112.6(3) . . ? O9 C3 H3A 109.4 . . ? C7 C3 H3A 109.4 . . ? C4 C3 H3A 109.4 . . ? C3 C4 C8 114.3(3) . . ? C3 C4 C1 102.2(3) . . ? C8 C4 C1 116.0(3) . . ? C3 C4 H4A 108.0 . . ? C8 C4 H4A 108.0 . . ? C1 C4 H4A 108.0 . . ? O7 C5 O8 121.3(4) . . ? O7 C5 C1 119.2(3) . . ? O8 C5 C1 119.4(3) . . ? O2 C6 O1 124.9(4) . . ? O2 C6 C2 117.4(3) . . ? O1 C6 C2 117.6(3) . . ? O5 C7 O6 122.0(3) . . ? O5 C7 C3 117.8(3) . . ? O6 C7 C3 120.1(3) . . ? O3 C8 O4 126.5(4) . . ? O3 C8 C4 118.9(3) . . ? O4 C8 C4 114.6(3) . . ? N1 C9 C10 123.5(4) . . ? N1 C9 H9A 118.2 . . ? C10 C9 H9A 118.2 . . ? C11 C10 C9 118.8(4) . . ? C11 C10 H10A 120.6 . . ? C9 C10 H10A 120.6 . . ? C10 C11 C12 119.8(4) . . ? C10 C11 H11A 120.1 . . ? C12 C11 H11A 120.1 . . ? C11 C12 C20 117.8(4) . . ? C11 C12 C13 123.6(4) . . ? C20 C12 C13 118.6(4) . . ? C14 C13 C12 121.6(4) . . ? C14 C13 H13A 119.2 . . ? C12 C13 H13A 119.2 . . ? C13 C14 C15 121.2(4) . . ? C13 C14 H14A 119.4 . . ? C15 C14 H14A 119.4 . . ? C19 C15 C16 117.6(4) . . ? C19 C15 C14 119.1(4) . . ? C16 C15 C14 123.3(4) . . ? C17 C16 C15 119.2(4) . . ? C17 C16 H16A 120.4 . . ? C15 C16 H16A 120.4 . . ? C16 C17 C18 119.8(4) . . ? C16 C17 H17A 120.1 . . ? C18 C17 H17A 120.1 . . ? N2 C18 C17 122.6(4) . . ? N2 C18 H18A 118.7 . . ? C17 C18 H18A 118.7 . . ? N2 C19 C15 122.9(4) . . ? N2 C19 C20 117.5(3) . . ? C15 C19 C20 119.5(4) . . ? N1 C20 C12 122.5(4) . . ? N1 C20 C19 117.6(3) . . ? C12 C20 C19 120.0(4) . . ? N3 C21 C22 124.8(5) . . ? N3 C21 H21A 117.6 . . ? C22 C21 H21A 117.6 . . ? C23 C22 C21 117.9(5) . . ? C23 C22 H22A 121.1 . . ? C21 C22 H22A 121.1 . . ? C22 C23 C24 120.3(4) . . ? C22 C23 H23A 119.8 . . ? C24 C23 H23A 119.8 . . ? C23 C24 C32 117.3(4) . . ? C23 C24 C25 123.3(4) . . ? C32 C24 C25 119.2(4) . . ? C26 C25 C24 121.3(4) . . ? C26 C25 H25A 119.4 . . ? C24 C25 H25A 119.4 . . ? C25 C26 C27 120.8(4) . . ? C25 C26 H26A 119.6 . . ? C27 C26 H26A 119.6 . . ? C28 C27 C31 116.6(4) . . ? C28 C27 C26 123.5(4) . . ? C31 C27 C26 119.8(4) . . ? C29 C28 C27 119.8(4) . . ? C29 C28 H28A 120.1 . . ? C27 C28 H28A 120.1 . . ? C28 C29 C30 119.4(4) . . ? C28 C29 H29A 120.3 . . ? C30 C29 H29A 120.3 . . ? N4 C30 C29 123.0(4) . . ? N4 C30 H30A 118.5 . . ? C29 C30 H30A 118.5 . . ? N4 C31 C27 123.0(4) . . ? N4 C31 C32 118.1(4) . . ? C27 C31 C32 118.9(4) . . ? N3 C32 C24 122.9(4) . . ? N3 C32 C31 117.1(3) . . ? C24 C32 C31 119.9(4) . . ? C9 N1 C20 117.6(4) . . ? C9 N1 Mn2 126.1(3) . . ? C20 N1 Mn2 116.3(2) . . ? C18 N2 C19 117.9(4) . . ? C18 N2 Mn2 126.2(3) . . ? C19 N2 Mn2 115.9(3) . . ? C21 N3 C32 116.8(4) . . ? C21 N3 Mn1 128.3(3) . . ? C32 N3 Mn1 114.7(3) . . ? C30 N4 C31 118.2(4) . . ? C30 N4 Mn1 124.7(3) . . ? C31 N4 Mn1 116.2(3) . . ? C6 O1 Mn1 123.7(2) . 2_655 ? H1WA O1W H1WB 107.2 . . ? H2WA O2W H2WB 97.6 . . ? C8 O4 Mn1 135.4(3) . . ? C7 O5 Mn2 100.7(2) . 2_655 ? C7 O6 Mn1 122.6(2) . 2_655 ? C5 O7 Mn2 90.2(2) . . ? C5 O8 Mn2 91.9(2) . . ? C3 O9 C2 109.8(3) . . ? C3 O9 Mn1 114.35(19) . 2_655 ? C2 O9 Mn1 113.86(19) . 2_655 ? Mn2 O10 H10B 119.9 . . ? Mn2 O10 H10C 120.0 . . ? H10B O10 H10C 120.0 . . ? 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 C5 C1 C2 O9 89.3(3) . . . . ? C4 C1 C2 O9 -32.9(3) . . . . ? C5 C1 C2 C6 -148.9(3) . . . . ? C4 C1 C2 C6 88.9(3) . . . . ? O9 C3 C4 C8 -157.8(3) . . . . ? C7 C3 C4 C8 81.9(4) . . . . ? O9 C3 C4 C1 -31.6(3) . . . . ? C7 C3 C4 C1 -152.0(3) . . . . ? C5 C1 C4 C3 -81.8(4) . . . . ? C2 C1 C4 C3 38.6(3) . . . . ? C5 C1 C4 C8 43.2(4) . . . . ? C2 C1 C4 C8 163.6(3) . . . . ? C2 C1 C5 O7 -40.7(5) . . . . ? C4 C1 C5 O7 73.2(4) . . . . ? C2 C1 C5 O8 137.8(3) . . . . ? C4 C1 C5 O8 -108.3(4) . . . . ? O9 C2 C6 O2 173.3(3) . . . . ? C1 C2 C6 O2 53.9(5) . . . . ? O9 C2 C6 O1 -9.6(5) . . . . ? C1 C2 C6 O1 -129.0(4) . . . . ? O9 C3 C7 O5 -175.8(3) . . . . ? C4 C3 C7 O5 -57.9(4) . . . . ? O9 C3 C7 O6 3.2(5) . . . . ? C4 C3 C7 O6 121.1(4) . . . . ? C3 C4 C8 O3 -146.9(4) . . . . ? C1 C4 C8 O3 94.6(4) . . . . ? C3 C4 C8 O4 32.5(4) . . . . ? C1 C4 C8 O4 -86.1(4) . . . . ? N1 C9 C10 C11 1.1(6) . . . . ? C9 C10 C11 C12 -0.7(6) . . . . ? C10 C11 C12 C20 0.2(6) . . . . ? C10 C11 C12 C13 -179.7(4) . . . . ? C11 C12 C13 C14 178.8(4) . . . . ? C20 C12 C13 C14 -1.1(6) . . . . ? C12 C13 C14 C15 -0.4(6) . . . . ? C13 C14 C15 C19 1.2(6) . . . . ? C13 C14 C15 C16 -178.6(4) . . . . ? C19 C15 C16 C17 -1.1(6) . . . . ? C14 C15 C16 C17 178.8(4) . . . . ? C15 C16 C17 C18 0.3(6) . . . . ? C16 C17 C18 N2 0.7(7) . . . . ? C16 C15 C19 N2 1.1(6) . . . . ? C14 C15 C19 N2 -178.8(4) . . . . ? C16 C15 C19 C20 179.3(3) . . . . ? C14 C15 C19 C20 -0.6(5) . . . . ? C11 C12 C20 N1 0.0(5) . . . . ? C13 C12 C20 N1 179.9(3) . . . . ? C11 C12 C20 C19 -178.1(3) . . . . ? C13 C12 C20 C19 1.8(5) . . . . ? N2 C19 C20 N1 -0.9(5) . . . . ? C15 C19 C20 N1 -179.2(3) . . . . ? N2 C19 C20 C12 177.4(3) . . . . ? C15 C19 C20 C12 -0.9(5) . . . . ? N3 C21 C22 C23 0.1(7) . . . . ? C21 C22 C23 C24 -0.6(7) . . . . ? C22 C23 C24 C32 0.4(6) . . . . ? C22 C23 C24 C25 176.4(4) . . . . ? C23 C24 C25 C26 -175.1(4) . . . . ? C32 C24 C25 C26 0.8(6) . . . . ? C24 C25 C26 C27 -2.3(7) . . . . ? C25 C26 C27 C28 -179.5(4) . . . . ? C25 C26 C27 C31 1.1(6) . . . . ? C31 C27 C28 C29 -0.9(6) . . . . ? C26 C27 C28 C29 179.6(4) . . . . ? C27 C28 C29 C30 0.4(7) . . . . ? C28 C29 C30 N4 0.7(6) . . . . ? C28 C27 C31 N4 0.4(6) . . . . ? C26 C27 C31 N4 179.9(4) . . . . ? C28 C27 C31 C32 -177.9(4) . . . . ? C26 C27 C31 C32 1.6(6) . . . . ? C23 C24 C32 N3 0.3(6) . . . . ? C25 C24 C32 N3 -175.8(4) . . . . ? C23 C24 C32 C31 178.0(4) . . . . ? C25 C24 C32 C31 1.8(6) . . . . ? N4 C31 C32 N3 -3.6(5) . . . . ? C27 C31 C32 N3 174.8(3) . . . . ? N4 C31 C32 C24 178.6(3) . . . . ? C27 C31 C32 C24 -3.0(5) . . . . ? C10 C9 N1 C20 -0.8(6) . . . . ? C10 C9 N1 Mn2 -179.9(3) . . . . ? C12 C20 N1 C9 0.3(5) . . . . ? C19 C20 N1 C9 178.5(3) . . . . ? C12 C20 N1 Mn2 179.4(3) . . . . ? C19 C20 N1 Mn2 -2.3(4) . . . . ? O10 Mn2 N1 C9 -38.9(3) . . . . ? O5 Mn2 N1 C9 -114.6(3) 2_645 . . . ? O8 Mn2 N1 C9 49.8(3) . . . . ? N2 Mn2 N1 C9 -177.9(3) . . . . ? O7 Mn2 N1 C9 105.8(3) . . . . ? O10 Mn2 N1 C20 142.0(3) . . . . ? O5 Mn2 N1 C20 66.3(3) 2_645 . . . ? O8 Mn2 N1 C20 -129.4(3) . . . . ? N2 Mn2 N1 C20 3.0(2) . . . . ? O7 Mn2 N1 C20 -73.3(3) . . . . ? C17 C18 N2 C19 -0.7(6) . . . . ? C17 C18 N2 Mn2 177.0(3) . . . . ? C15 C19 N2 C18 -0.2(6) . . . . ? C20 C19 N2 C18 -178.4(3) . . . . ? C15 C19 N2 Mn2 -178.1(3) . . . . ? C20 C19 N2 Mn2 3.6(4) . . . . ? O10 Mn2 N2 C18 111.8(3) . . . . ? O5 Mn2 N2 C18 44.1(3) 2_645 . . . ? N1 Mn2 N2 C18 178.7(3) . . . . ? O8 Mn2 N2 C18 -104.2(3) . . . . ? O7 Mn2 N2 C18 -74.6(3) . . . . ? O10 Mn2 N2 C19 -70.5(3) . . . . ? O5 Mn2 N2 C19 -138.1(3) 2_645 . . . ? N1 Mn2 N2 C19 -3.5(2) . . . . ? O8 Mn2 N2 C19 73.6(3) . . . . ? O7 Mn2 N2 C19 103.2(3) . . . . ? C22 C21 N3 C32 0.5(6) . . . . ? C22 C21 N3 Mn1 -173.4(3) . . . . ? C24 C32 N3 C21 -0.7(5) . . . . ? C31 C32 N3 C21 -178.5(3) . . . . ? C24 C32 N3 Mn1 174.0(3) . . . . ? C31 C32 N3 Mn1 -3.7(4) . . . . ? O4 Mn1 N3 C21 92.6(3) . . . . ? O6 Mn1 N3 C21 -123.9(3) 2_645 . . . ? O1 Mn1 N3 C21 2.3(3) 2_645 . . . ? N4 Mn1 N3 C21 -179.8(4) . . . . ? O9 Mn1 N3 C21 -68.7(3) 2_645 . . . ? O4 Mn1 N3 C32 -81.4(3) . . . . ? O6 Mn1 N3 C32 62.1(3) 2_645 . . . ? O1 Mn1 N3 C32 -171.7(3) 2_645 . . . ? N4 Mn1 N3 C32 6.2(2) . . . . ? O9 Mn1 N3 C32 117.3(3) 2_645 . . . ? C29 C30 N4 C31 -1.2(6) . . . . ? C29 C30 N4 Mn1 167.5(3) . . . . ? C27 C31 N4 C30 0.6(5) . . . . ? C32 C31 N4 C30 179.0(3) . . . . ? C27 C31 N4 Mn1 -169.1(3) . . . . ? C32 C31 N4 Mn1 9.3(4) . . . . ? O4 Mn1 N4 C30 -59.4(3) . . . . ? O6 Mn1 N4 C30 28.8(3) 2_645 . . . ? O1 Mn1 N4 C30 -169.7(3) 2_645 . . . ? N3 Mn1 N4 C30 -177.0(3) . . . . ? O9 Mn1 N4 C30 98.8(3) 2_645 . . . ? O4 Mn1 N4 C31 109.5(3) . . . . ? O6 Mn1 N4 C31 -162.3(3) 2_645 . . . ? O1 Mn1 N4 C31 -0.8(5) 2_645 . . . ? N3 Mn1 N4 C31 -8.1(2) . . . . ? O9 Mn1 N4 C31 -92.3(3) 2_645 . . . ? O2 C6 O1 Mn1 170.6(3) . . . 2_655 ? C2 C6 O1 Mn1 -6.3(5) . . . 2_655 ? O3 C8 O4 Mn1 -22.2(6) . . . . ? C4 C8 O4 Mn1 158.4(3) . . . . ? O6 Mn1 O4 C8 -104.2(4) 2_645 . . . ? O1 Mn1 O4 C8 148.2(4) 2_645 . . . ? N4 Mn1 O4 C8 -16.3(4) . . . . ? N3 Mn1 O4 C8 57.6(4) . . . . ? O9 Mn1 O4 C8 -157.6(3) 2_645 . . . ? O6 C7 O5 Mn2 0.0(4) . . . 2_655 ? C3 C7 O5 Mn2 179.0(3) . . . 2_655 ? O5 C7 O6 Mn1 169.1(3) . . . 2_655 ? C3 C7 O6 Mn1 -9.9(5) . . . 2_655 ? O8 C5 O7 Mn2 1.3(4) . . . . ? C1 C5 O7 Mn2 179.8(3) . . . . ? O10 Mn2 O7 C5 18.3(3) . . . . ? O5 Mn2 O7 C5 130.4(2) 2_645 . . . ? N1 Mn2 O7 C5 -84.3(2) . . . . ? O8 Mn2 O7 C5 -0.7(2) . . . . ? N2 Mn2 O7 C5 -154.1(2) . . . . ? O7 C5 O8 Mn2 -1.3(4) . . . . ? C1 C5 O8 Mn2 -179.8(3) . . . . ? O10 Mn2 O8 C5 -168.2(2) . . . . ? O5 Mn2 O8 C5 -93.3(3) 2_645 . . . ? N1 Mn2 O8 C5 105.1(2) . . . . ? N2 Mn2 O8 C5 36.5(3) . . . . ? O7 Mn2 O8 C5 0.7(2) . . . . ? C7 C3 O9 C2 133.2(3) . . . . ? C4 C3 O9 C2 11.2(3) . . . . ? C7 C3 O9 Mn1 3.8(3) . . . 2_655 ? C4 C3 O9 Mn1 -118.2(2) . . . 2_655 ? C6 C2 O9 C3 -110.6(3) . . . . ? C1 C2 O9 C3 14.1(4) . . . . ? C6 C2 O9 Mn1 19.1(3) . . . 2_655 ? C1 C2 O9 Mn1 143.8(2) . . . 2_655 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.03 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.296 _refine_diff_density_min -0.376 _refine_diff_density_rms 0.072 # Attachment 'revised_Complex5.cif' data_5 _database_code_depnum_ccdc_archive 'CCDC 725236' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H26 Cd2 N4 O12' _chemical_formula_weight 883.37 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' Cd Cd -0.8075 1.2024 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 10.292(12) _cell_length_b 13.955(16) _cell_length_c 22.615(18) _cell_angle_alpha 90.00 _cell_angle_beta 108.06(4) _cell_angle_gamma 90.00 _cell_volume 3088(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2246 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 20.49 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.900 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1752 _exptl_absorpt_coefficient_mu 1.452 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7599 _exptl_absorpt_correction_T_max 0.8337 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 21565 _diffrn_reflns_av_R_equivalents 0.1797 _diffrn_reflns_av_sigmaI/netI 0.1780 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.39 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5444 _reflns_number_gt 2938 _reflns_threshold_expression i>2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0940P)^2^+0.4951P] 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 5444 _refine_ls_number_parameters 451 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1564 _refine_ls_R_factor_gt 0.0825 _refine_ls_wR_factor_ref 0.2395 _refine_ls_wR_factor_gt 0.1871 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _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 0.82055(9) 0.38368(7) 0.82415(4) 0.0396(3) Uani 1 1 d . . . Cd2 Cd 0.43229(9) 0.35368(7) 0.64977(4) 0.0392(3) Uani 1 1 d . . . C1 C 0.2365(12) 0.5899(9) 0.7357(6) 0.037(3) Uani 1 1 d . . . H1A H 0.1683 0.5723 0.7559 0.044 Uiso 1 1 calc R . . C2 C 0.2322(12) 0.5187(9) 0.6819(5) 0.034(3) Uani 1 1 d . . . H2A H 0.1754 0.5470 0.6427 0.041 Uiso 1 1 calc R . . C3 C 0.4654(12) 0.5514(9) 0.7352(5) 0.034(3) Uani 1 1 d . . . H3A H 0.4972 0.6132 0.7244 0.040 Uiso 1 1 calc R . . C4 C 0.3852(11) 0.5686(9) 0.7798(5) 0.032(3) Uani 1 1 d . . . H4A H 0.3833 0.5089 0.8024 0.038 Uiso 1 1 calc R . . C5 C 0.2164(13) 0.6938(10) 0.7127(7) 0.042(3) Uani 1 1 d . . . C6 C 0.1739(13) 0.4201(11) 0.6890(7) 0.048(4) Uani 1 1 d . . . C7 C 0.5885(13) 0.4867(10) 0.7621(6) 0.038(3) Uani 1 1 d . . . C8 C 0.4462(12) 0.6504(10) 0.8288(6) 0.039(3) Uani 1 1 d . . . C9 C 1.1554(15) 0.3666(10) 0.8797(7) 0.055(4) Uani 1 1 d . . . H9A H 1.1488 0.3685 0.8377 0.066 Uiso 1 1 calc R . . C10 C 1.2865(13) 0.3576(11) 0.9245(8) 0.056(4) Uani 1 1 d . . . H10A H 1.3644 0.3522 0.9122 0.067 Uiso 1 1 calc R . . C11 C 1.2960(14) 0.3571(10) 0.9860(8) 0.057(4) Uani 1 1 d . . . H11A H 1.3811 0.3535 1.0162 0.069 Uiso 1 1 calc R . . C12 C 1.1806(13) 0.3618(9) 1.0032(6) 0.043(3) Uani 1 1 d . . . C13 C 1.1769(16) 0.3627(10) 1.0678(7) 0.057(4) Uani 1 1 d . . . H13A H 1.2599 0.3590 1.0994 0.068 Uiso 1 1 calc R . . C14 C 1.0626(17) 0.3684(11) 1.0845(7) 0.061(4) Uani 1 1 d . . . H14A H 1.0674 0.3656 1.1262 0.073 Uiso 1 1 calc R . . C15 C 0.9325(14) 0.3791(10) 1.0370(6) 0.044(3) Uani 1 1 d . . . C16 C 0.8082(17) 0.3894(11) 1.0512(7) 0.060(4) Uani 1 1 d . . . H16A H 0.8089 0.3911 1.0924 0.072 Uiso 1 1 calc R . . C17 C 0.6900(17) 0.3966(12) 1.0050(9) 0.070(5) Uani 1 1 d . . . H17A H 0.6076 0.4009 1.0136 0.084 Uiso 1 1 calc R . . C18 C 0.6927(15) 0.3975(11) 0.9421(7) 0.056(4) Uani 1 1 d . . . H18A H 0.6107 0.4053 0.9103 0.067 Uiso 1 1 calc R . . C19 C 0.9246(13) 0.3801(10) 0.9735(6) 0.041(3) Uani 1 1 d . . . C20 C 1.0513(14) 0.3717(10) 0.9573(6) 0.044(3) Uani 1 1 d . . . C21 C 0.7136(16) 0.3614(10) 0.6108(7) 0.054(4) Uani 1 1 d . . . H21A H 0.7559 0.3590 0.6536 0.065 Uiso 1 1 calc R . . C22 C 0.7936(17) 0.3571(12) 0.5722(8) 0.066(5) Uani 1 1 d . . . H22A H 0.8881 0.3537 0.5891 0.079 Uiso 1 1 calc R . . C23 C 0.7356(19) 0.3578(11) 0.5100(10) 0.072(5) Uani 1 1 d . . . H23A H 0.7899 0.3521 0.4841 0.086 Uiso 1 1 calc R . . C24 C 0.5932(15) 0.3670(10) 0.4841(7) 0.047(4) Uani 1 1 d . . . C25 C 0.520(2) 0.3702(11) 0.4173(8) 0.070(5) Uani 1 1 d . . . H25A H 0.5684 0.3643 0.3889 0.084 Uiso 1 1 calc R . . C26 C 0.387(2) 0.3812(12) 0.3972(8) 0.067(5) Uani 1 1 d . . . H26A H 0.3435 0.3873 0.3546 0.080 Uiso 1 1 calc R . . C27 C 0.3044(16) 0.3842(11) 0.4391(6) 0.052(4) Uani 1 1 d . . . C28 C 0.1610(19) 0.3885(13) 0.4180(8) 0.077(5) Uani 1 1 d . . . H28A H 0.1143 0.3927 0.3757 0.092 Uiso 1 1 calc R . . C29 C 0.0896(17) 0.3866(13) 0.4611(8) 0.078(6) Uani 1 1 d . . . H29A H -0.0054 0.3887 0.4477 0.093 Uiso 1 1 calc R . . C30 C 0.1613(15) 0.3815(12) 0.5246(7) 0.061(4) Uani 1 1 d . . . H30A H 0.1129 0.3793 0.5531 0.073 Uiso 1 1 calc R . . C31 C 0.3694(14) 0.3792(9) 0.5038(6) 0.040(3) Uani 1 1 d . . . C32 C 0.5178(14) 0.3739(9) 0.5268(6) 0.041(3) Uani 1 1 d . . . N1 N 1.0423(10) 0.3722(8) 0.8955(5) 0.042(3) Uani 1 1 d . . . N2 N 0.8070(11) 0.3878(7) 0.9271(5) 0.041(3) Uani 1 1 d . . . N3 N 0.5779(11) 0.3690(8) 0.5895(5) 0.044(3) Uani 1 1 d . . . N4 N 0.2991(11) 0.3799(8) 0.5454(5) 0.046(3) Uani 1 1 d . . . O1 O 0.6706(8) 0.5110(7) 0.8128(4) 0.047(2) Uani 1 1 d . . . O1W O 0.9154(11) 0.4884(8) 0.7686(5) 0.070(3) Uani 1 1 d . . . H1 H 0.9659 0.4723 0.7468 0.105 Uiso 1 1 d R . . H2 H 0.9114 0.5489 0.7642 0.105 Uiso 1 1 d R . . O2 O 0.6054(8) 0.4141(7) 0.7324(4) 0.046(2) Uani 1 1 d . . . O2W O 0.0967(13) 0.1899(8) 0.7409(6) 0.087(4) Uani 1 1 d . . . H3 H 0.1805 0.1868 0.7626 0.130 Uiso 1 1 d R . . H4 H 0.0478 0.2357 0.7211 0.130 Uiso 1 1 d R . . O3 O 0.2386(9) 0.3459(7) 0.6820(5) 0.048(2) Uani 1 1 d . . . O3W O 0.4391(13) 0.3090(9) 0.8120(5) 0.089(4) Uani 1 1 d . . . H5 H 0.4887 0.2642 0.8052 0.134 Uiso 1 1 d R . . H6 H 0.4351 0.3486 0.7829 0.134 Uiso 1 1 d R . . O4 O 0.0618(11) 0.4188(8) 0.6979(6) 0.078(4) Uani 1 1 d . . . O5 O 0.5076(9) 0.7151(6) 0.8063(4) 0.048(2) Uani 1 1 d . . . O6 O 0.4340(11) 0.6443(7) 0.8802(5) 0.060(3) Uani 1 1 d . . . O7 O 0.2707(10) 0.7215(7) 0.6717(5) 0.059(3) Uani 1 1 d . . . O8 O 0.1493(9) 0.7505(7) 0.7355(4) 0.048(2) Uani 1 1 d . . . O9 O 0.3698(7) 0.5098(6) 0.6791(3) 0.0310(19) 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 0.0416(6) 0.0372(7) 0.0381(6) -0.0006(5) 0.0097(4) 0.0017(4) Cd2 0.0474(6) 0.0353(6) 0.0342(6) 0.0003(5) 0.0117(4) 0.0038(4) C1 0.031(6) 0.036(8) 0.038(7) -0.003(6) 0.004(5) -0.002(5) C2 0.041(7) 0.024(8) 0.032(7) 0.006(6) 0.002(5) 0.001(5) C3 0.046(7) 0.023(7) 0.027(6) -0.008(6) 0.005(5) -0.003(5) C4 0.038(7) 0.035(8) 0.026(6) 0.003(6) 0.014(5) 0.004(5) C5 0.036(7) 0.035(9) 0.049(9) 0.015(7) 0.004(6) -0.004(6) C6 0.030(7) 0.054(10) 0.057(9) -0.005(8) 0.010(6) 0.005(7) C7 0.046(7) 0.035(9) 0.038(8) 0.001(7) 0.020(6) 0.002(6) C8 0.030(7) 0.047(9) 0.044(8) 0.009(7) 0.016(6) 0.008(6) C9 0.058(9) 0.051(11) 0.055(10) 0.003(8) 0.013(7) 0.013(7) C10 0.033(7) 0.067(12) 0.073(11) -0.006(9) 0.024(7) 0.000(7) C11 0.036(8) 0.051(11) 0.073(12) -0.011(9) -0.002(7) -0.004(6) C12 0.041(8) 0.039(9) 0.041(8) -0.007(7) 0.002(6) -0.001(6) C13 0.063(10) 0.048(10) 0.043(9) 0.011(7) -0.007(7) -0.001(7) C14 0.082(12) 0.060(12) 0.036(8) -0.003(8) 0.009(8) 0.000(9) C15 0.061(9) 0.031(9) 0.045(8) -0.001(7) 0.022(7) -0.004(7) C16 0.090(12) 0.047(11) 0.048(9) -0.007(8) 0.028(9) -0.009(9) C17 0.068(11) 0.070(13) 0.078(13) -0.013(10) 0.031(10) -0.006(9) C18 0.049(9) 0.056(11) 0.061(10) -0.019(8) 0.013(7) -0.019(7) C19 0.051(8) 0.038(9) 0.036(8) -0.010(6) 0.012(6) -0.003(6) C20 0.060(9) 0.037(9) 0.036(8) -0.001(6) 0.015(6) 0.000(6) C21 0.072(11) 0.040(10) 0.054(10) -0.004(7) 0.023(8) -0.008(7) C22 0.061(10) 0.081(14) 0.059(11) 0.012(10) 0.022(8) -0.017(9) C23 0.081(13) 0.055(12) 0.101(15) 0.001(11) 0.061(11) -0.007(9) C24 0.071(10) 0.044(10) 0.043(8) 0.004(7) 0.041(7) -0.003(7) C25 0.126(17) 0.047(11) 0.047(10) 0.005(8) 0.043(11) -0.007(10) C26 0.106(14) 0.053(12) 0.047(10) 0.003(8) 0.031(10) -0.004(10) C27 0.072(10) 0.043(10) 0.036(8) 0.003(7) 0.011(7) -0.004(7) C28 0.090(13) 0.085(15) 0.040(9) 0.003(9) -0.001(9) 0.009(10) C29 0.049(10) 0.099(16) 0.069(13) -0.001(11) -0.005(9) 0.023(9) C30 0.057(10) 0.087(13) 0.042(9) 0.006(8) 0.019(7) 0.011(8) C31 0.057(8) 0.030(8) 0.036(7) -0.006(6) 0.019(6) -0.007(6) C32 0.064(9) 0.025(8) 0.042(8) 0.014(6) 0.026(7) 0.008(6) N1 0.038(6) 0.041(8) 0.047(7) 0.001(6) 0.013(5) 0.004(5) N2 0.052(7) 0.023(6) 0.042(7) -0.002(5) 0.007(5) 0.000(5) N3 0.048(7) 0.041(8) 0.041(7) 0.000(5) 0.013(5) -0.006(5) N4 0.053(7) 0.044(8) 0.037(6) 0.006(5) 0.011(5) 0.003(5) O1 0.048(5) 0.049(6) 0.037(5) -0.010(5) 0.001(4) 0.015(4) O1W 0.103(8) 0.039(7) 0.087(9) 0.016(6) 0.058(7) 0.010(6) O2 0.044(5) 0.038(6) 0.051(6) -0.009(5) 0.007(4) 0.009(4) O2W 0.121(10) 0.050(8) 0.088(9) -0.004(7) 0.031(8) 0.006(7) O3 0.057(6) 0.033(6) 0.062(6) 0.004(5) 0.029(5) 0.003(5) O3W 0.123(10) 0.079(10) 0.067(8) 0.007(7) 0.033(7) 0.002(8) O4 0.064(7) 0.056(8) 0.134(11) -0.045(7) 0.059(7) -0.022(6) O5 0.072(6) 0.028(6) 0.044(6) -0.008(4) 0.019(5) -0.011(5) O6 0.088(8) 0.054(7) 0.039(6) -0.002(5) 0.022(5) -0.003(5) O7 0.072(7) 0.038(6) 0.074(8) 0.015(6) 0.031(6) 0.009(5) O8 0.053(6) 0.031(6) 0.063(7) -0.008(5) 0.020(5) 0.012(4) O9 0.029(4) 0.035(5) 0.029(5) -0.004(4) 0.008(3) 0.000(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 O1 2.314(9) . ? Cd1 O1W 2.330(10) . ? Cd1 N1 2.357(11) . ? Cd1 O8 2.373(10) 2_646 ? Cd1 N2 2.376(11) . ? Cd1 O7 2.464(10) 2_646 ? Cd1 O2 2.557(8) . ? Cd2 O5 2.175(9) 2_646 ? Cd2 O2 2.305(9) . ? Cd2 N3 2.327(11) . ? Cd2 O3 2.328(9) . ? Cd2 N4 2.362(11) . ? Cd2 O9 2.422(8) . ? C1 C5 1.533(19) . ? C1 C2 1.561(17) . ? C1 C4 1.575(15) . ? C1 H1A 0.9800 . ? C2 O9 1.442(13) . ? C2 C6 1.529(19) . ? C2 H2A 0.9800 . ? C3 O9 1.463(12) . ? C3 C4 1.508(15) . ? C3 C7 1.521(16) . ? C3 H3A 0.9800 . ? C4 C8 1.580(18) . ? C4 H4A 0.9800 . ? C5 O8 1.259(16) . ? C5 O7 1.282(16) . ? C6 O4 1.230(15) . ? C6 O3 1.267(16) . ? C7 O1 1.242(14) . ? C7 O2 1.257(15) . ? C8 O6 1.210(15) . ? C8 O5 1.292(15) . ? C9 N1 1.322(17) . ? C9 C10 1.42(2) . ? C9 H9A 0.9300 . ? C10 C11 1.36(2) . ? C10 H10A 0.9300 . ? C11 C12 1.36(2) . ? C11 H11A 0.9300 . ? C12 C20 1.418(18) . ? C12 C13 1.47(2) . ? C13 C14 1.35(2) . ? C13 H13A 0.9300 . ? C14 C15 1.44(2) . ? C14 H14A 0.9300 . ? C15 C19 1.413(18) . ? C15 C16 1.42(2) . ? C16 C17 1.34(2) . ? C16 H16A 0.9300 . ? C17 C18 1.43(2) . ? C17 H17A 0.9300 . ? C18 N2 1.330(17) . ? C18 H18A 0.9300 . ? C19 N2 1.338(16) . ? C19 C20 1.464(19) . ? C20 N1 1.371(16) . ? C21 N3 1.333(18) . ? C21 C22 1.37(2) . ? C21 H21A 0.9300 . ? C22 C23 1.35(2) . ? C22 H22A 0.9300 . ? C23 C24 1.40(2) . ? C23 H23A 0.9300 . ? C24 C32 1.416(18) . ? C24 C25 1.47(2) . ? C25 C26 1.31(2) . ? C25 H25A 0.9300 . ? C26 C27 1.46(2) . ? C26 H26A 0.9300 . ? C27 C28 1.40(2) . ? C27 C31 1.410(18) . ? C28 C29 1.39(2) . ? C28 H28A 0.9300 . ? C29 C30 1.40(2) . ? C29 H29A 0.9300 . ? C30 N4 1.349(17) . ? C30 H30A 0.9300 . ? C31 N4 1.353(16) . ? C31 C32 1.454(19) . ? C32 N3 1.363(17) . ? O1W H1 0.8500 . ? O1W H2 0.8500 . ? O2W H3 0.8501 . ? O2W H4 0.8501 . ? O3W H5 0.8500 . ? O3W H6 0.8502 . ? O5 Cd2 2.175(9) 2_656 ? O7 Cd1 2.464(10) 2_656 ? O8 Cd1 2.373(10) 2_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 O1 Cd1 O1W 80.5(4) . . ? O1 Cd1 N1 126.8(3) . . ? O1W Cd1 N1 86.2(4) . . ? O1 Cd1 O8 137.6(3) . 2_646 ? O1W Cd1 O8 92.0(4) . 2_646 ? N1 Cd1 O8 93.8(3) . 2_646 ? O1 Cd1 N2 81.4(3) . . ? O1W Cd1 N2 132.5(4) . . ? N1 Cd1 N2 70.7(4) . . ? O8 Cd1 N2 129.3(3) 2_646 . ? O1 Cd1 O7 117.4(4) . 2_646 ? O1W Cd1 O7 145.6(4) . 2_646 ? N1 Cd1 O7 102.2(4) . 2_646 ? O8 Cd1 O7 54.6(3) 2_646 2_646 ? N2 Cd1 O7 81.2(4) . 2_646 ? O1 Cd1 O2 53.3(3) . . ? O1W Cd1 O2 82.0(4) . . ? N1 Cd1 O2 167.9(4) . . ? O8 Cd1 O2 84.3(3) 2_646 . ? N2 Cd1 O2 119.5(3) . . ? O7 Cd1 O2 86.5(3) 2_646 . ? O5 Cd2 O2 85.2(3) 2_646 . ? O5 Cd2 N3 101.8(4) 2_646 . ? O2 Cd2 N3 88.0(4) . . ? O5 Cd2 O3 88.0(3) 2_646 . ? O2 Cd2 O3 106.5(3) . . ? N3 Cd2 O3 163.2(4) . . ? O5 Cd2 N4 126.1(4) 2_646 . ? O2 Cd2 N4 144.8(4) . . ? N3 Cd2 N4 71.4(4) . . ? O3 Cd2 N4 91.9(4) . . ? O5 Cd2 O9 137.5(3) 2_646 . ? O2 Cd2 O9 69.7(3) . . ? N3 Cd2 O9 110.6(3) . . ? O3 Cd2 O9 68.3(3) . . ? N4 Cd2 O9 90.8(3) . . ? C5 C1 C2 111.7(11) . . ? C5 C1 C4 113.3(10) . . ? C2 C1 C4 99.3(9) . . ? C5 C1 H1A 110.7 . . ? C2 C1 H1A 110.7 . . ? C4 C1 H1A 110.7 . . ? O9 C2 C6 110.4(10) . . ? O9 C2 C1 107.3(9) . . ? C6 C2 C1 114.1(11) . . ? O9 C2 H2A 108.3 . . ? C6 C2 H2A 108.3 . . ? C1 C2 H2A 108.3 . . ? O9 C3 C4 106.4(9) . . ? O9 C3 C7 111.3(10) . . ? C4 C3 C7 112.8(10) . . ? O9 C3 H3A 108.7 . . ? C4 C3 H3A 108.7 . . ? C7 C3 H3A 108.7 . . ? C3 C4 C1 103.4(9) . . ? C3 C4 C8 113.8(10) . . ? C1 C4 C8 113.9(10) . . ? C3 C4 H4A 108.5 . . ? C1 C4 H4A 108.5 . . ? C8 C4 H4A 108.5 . . ? O8 C5 O7 121.6(13) . . ? O8 C5 C1 119.3(13) . . ? O7 C5 C1 119.1(13) . . ? O4 C6 O3 124.3(14) . . ? O4 C6 C2 116.7(13) . . ? O3 C6 C2 118.9(12) . . ? O1 C7 O2 123.0(12) . . ? O1 C7 C3 116.8(12) . . ? O2 C7 C3 120.1(11) . . ? O6 C8 O5 129.5(14) . . ? O6 C8 C4 119.0(12) . . ? O5 C8 C4 111.4(11) . . ? N1 C9 C10 122.2(15) . . ? N1 C9 H9A 118.9 . . ? C10 C9 H9A 118.9 . . ? C11 C10 C9 118.7(13) . . ? C11 C10 H10A 120.6 . . ? C9 C10 H10A 120.6 . . ? C12 C11 C10 119.9(13) . . ? C12 C11 H11A 120.1 . . ? C10 C11 H11A 120.1 . . ? C11 C12 C20 120.0(13) . . ? C11 C12 C13 125.2(13) . . ? C20 C12 C13 114.7(12) . . ? C14 C13 C12 124.9(13) . . ? C14 C13 H13A 117.5 . . ? C12 C13 H13A 117.5 . . ? C13 C14 C15 119.3(14) . . ? C13 C14 H14A 120.4 . . ? C15 C14 H14A 120.4 . . ? C19 C15 C16 117.2(13) . . ? C19 C15 C14 120.4(13) . . ? C16 C15 C14 122.4(14) . . ? C17 C16 C15 119.7(15) . . ? C17 C16 H16A 120.1 . . ? C15 C16 H16A 120.1 . . ? C16 C17 C18 118.9(15) . . ? C16 C17 H17A 120.5 . . ? C18 C17 H17A 120.5 . . ? N2 C18 C17 123.0(14) . . ? N2 C18 H18A 118.5 . . ? C17 C18 H18A 118.5 . . ? N2 C19 C15 123.4(13) . . ? N2 C19 C20 118.0(12) . . ? C15 C19 C20 118.6(12) . . ? N1 C20 C12 119.8(12) . . ? N1 C20 C19 118.1(12) . . ? C12 C20 C19 122.1(12) . . ? N3 C21 C22 122.7(15) . . ? N3 C21 H21A 118.6 . . ? C22 C21 H21A 118.6 . . ? C23 C22 C21 120.3(16) . . ? C23 C22 H22A 119.9 . . ? C21 C22 H22A 119.9 . . ? C22 C23 C24 120.2(15) . . ? C22 C23 H23A 119.9 . . ? C24 C23 H23A 119.9 . . ? C23 C24 C32 116.3(14) . . ? C23 C24 C25 124.6(15) . . ? C32 C24 C25 119.0(15) . . ? C26 C25 C24 120.5(16) . . ? C26 C25 H25A 119.7 . . ? C24 C25 H25A 119.7 . . ? C25 C26 C27 122.3(16) . . ? C25 C26 H26A 118.8 . . ? C27 C26 H26A 118.8 . . ? C28 C27 C31 117.7(14) . . ? C28 C27 C26 122.9(15) . . ? C31 C27 C26 119.3(14) . . ? C29 C28 C27 119.3(14) . . ? C29 C28 H28A 120.3 . . ? C27 C28 H28A 120.3 . . ? C28 C29 C30 119.7(15) . . ? C28 C29 H29A 120.2 . . ? C30 C29 H29A 120.2 . . ? N4 C30 C29 121.5(15) . . ? N4 C30 H30A 119.2 . . ? C29 C30 H30A 119.2 . . ? N4 C31 C27 122.5(13) . . ? N4 C31 C32 118.7(12) . . ? C27 C31 C32 118.8(12) . . ? N3 C32 C24 122.5(13) . . ? N3 C32 C31 117.5(12) . . ? C24 C32 C31 119.8(12) . . ? C9 N1 C20 119.3(12) . . ? C9 N1 Cd1 124.4(10) . . ? C20 N1 Cd1 116.3(8) . . ? C18 N2 C19 117.7(13) . . ? C18 N2 Cd1 125.3(9) . . ? C19 N2 Cd1 116.9(9) . . ? C21 N3 C32 117.8(12) . . ? C21 N3 Cd2 125.0(10) . . ? C32 N3 Cd2 116.6(9) . . ? C30 N4 C31 119.3(12) . . ? C30 N4 Cd2 125.0(10) . . ? C31 N4 Cd2 115.1(8) . . ? C7 O1 Cd1 97.6(8) . . ? Cd1 O1W H1 125.5 . . ? Cd1 O1W H2 132.3 . . ? H1 O1W H2 102.2 . . ? C7 O2 Cd2 121.8(8) . . ? C7 O2 Cd1 85.9(7) . . ? Cd2 O2 Cd1 148.7(4) . . ? H3 O2W H4 132.1 . . ? C6 O3 Cd2 122.4(9) . . ? H5 O3W H6 103.1 . . ? C8 O5 Cd2 123.1(9) . 2_656 ? C5 O7 Cd1 89.6(8) . 2_656 ? C5 O8 Cd1 94.3(8) . 2_656 ? C2 O9 C3 109.5(8) . . ? C2 O9 Cd2 115.9(6) . . ? C3 O9 Cd2 115.5(6) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 C1 C2 O9 89.3(11) . . . . ? C4 C1 C2 O9 -30.5(12) . . . . ? C5 C1 C2 C6 -148.1(10) . . . . ? C4 C1 C2 C6 92.2(11) . . . . ? O9 C3 C4 C1 -30.9(12) . . . . ? C7 C3 C4 C1 -153.3(10) . . . . ? O9 C3 C4 C8 -155.0(10) . . . . ? C7 C3 C4 C8 82.6(13) . . . . ? C5 C1 C4 C3 -82.0(13) . . . . ? C2 C1 C4 C3 36.5(12) . . . . ? C5 C1 C4 C8 42.0(15) . . . . ? C2 C1 C4 C8 160.6(10) . . . . ? C2 C1 C5 O8 143.4(12) . . . . ? C4 C1 C5 O8 -105.5(13) . . . . ? C2 C1 C5 O7 -38.0(15) . . . . ? C4 C1 C5 O7 73.1(15) . . . . ? O9 C2 C6 O4 173.2(12) . . . . ? C1 C2 C6 O4 52.3(16) . . . . ? O9 C2 C6 O3 -10.6(16) . . . . ? C1 C2 C6 O3 -131.6(12) . . . . ? O9 C3 C7 O1 -173.9(11) . . . . ? C4 C3 C7 O1 -54.4(16) . . . . ? O9 C3 C7 O2 8.1(16) . . . . ? C4 C3 C7 O2 127.6(12) . . . . ? C3 C4 C8 O6 -147.8(12) . . . . ? C1 C4 C8 O6 94.0(14) . . . . ? C3 C4 C8 O5 30.3(14) . . . . ? C1 C4 C8 O5 -87.9(12) . . . . ? N1 C9 C10 C11 -2(2) . . . . ? C9 C10 C11 C12 2(2) . . . . ? C10 C11 C12 C20 -3(2) . . . . ? C10 C11 C12 C13 -179.4(14) . . . . ? C11 C12 C13 C14 179.2(15) . . . . ? C20 C12 C13 C14 3(2) . . . . ? C12 C13 C14 C15 -3(2) . . . . ? C13 C14 C15 C19 2(2) . . . . ? C13 C14 C15 C16 -177.5(14) . . . . ? C19 C15 C16 C17 2(2) . . . . ? C14 C15 C16 C17 -178.3(16) . . . . ? C15 C16 C17 C18 -2(2) . . . . ? C16 C17 C18 N2 3(2) . . . . ? C16 C15 C19 N2 -2(2) . . . . ? C14 C15 C19 N2 178.6(13) . . . . ? C16 C15 C19 C20 178.7(12) . . . . ? C14 C15 C19 C20 -1(2) . . . . ? C11 C12 C20 N1 3(2) . . . . ? C13 C12 C20 N1 179.8(12) . . . . ? C11 C12 C20 C19 -178.0(13) . . . . ? C13 C12 C20 C19 -1.2(19) . . . . ? N2 C19 C20 N1 0.0(18) . . . . ? C15 C19 C20 N1 179.6(12) . . . . ? N2 C19 C20 C12 -179.0(13) . . . . ? C15 C19 C20 C12 1(2) . . . . ? N3 C21 C22 C23 -2(2) . . . . ? C21 C22 C23 C24 3(3) . . . . ? C22 C23 C24 C32 -1(2) . . . . ? C22 C23 C24 C25 178.9(15) . . . . ? C23 C24 C25 C26 -178.4(16) . . . . ? C32 C24 C25 C26 1(2) . . . . ? C24 C25 C26 C27 -4(3) . . . . ? C25 C26 C27 C28 -174.9(17) . . . . ? C25 C26 C27 C31 3(2) . . . . ? C31 C27 C28 C29 -1(2) . . . . ? C26 C27 C28 C29 176.9(16) . . . . ? C27 C28 C29 C30 1(3) . . . . ? C28 C29 C30 N4 1(3) . . . . ? C28 C27 C31 N4 -1(2) . . . . ? C26 C27 C31 N4 -178.8(13) . . . . ? C28 C27 C31 C32 179.5(14) . . . . ? C26 C27 C31 C32 2(2) . . . . ? C23 C24 C32 N3 -2(2) . . . . ? C25 C24 C32 N3 178.3(13) . . . . ? C23 C24 C32 C31 -177.2(13) . . . . ? C25 C24 C32 C31 2.9(19) . . . . ? N4 C31 C32 N3 0.5(18) . . . . ? C27 C31 C32 N3 -180.0(12) . . . . ? N4 C31 C32 C24 176.1(12) . . . . ? C27 C31 C32 C24 -4.4(19) . . . . ? C10 C9 N1 C20 2(2) . . . . ? C10 C9 N1 Cd1 -178.6(11) . . . . ? C12 C20 N1 C9 -2.2(19) . . . . ? C19 C20 N1 C9 178.7(12) . . . . ? C12 C20 N1 Cd1 177.9(10) . . . . ? C19 C20 N1 Cd1 -1.2(15) . . . . ? O1 Cd1 N1 C9 -116.0(11) . . . . ? O1W Cd1 N1 C9 -40.9(11) . . . . ? O8 Cd1 N1 C9 50.9(11) 2_646 . . . ? N2 Cd1 N1 C9 -178.6(12) . . . . ? O7 Cd1 N1 C9 105.4(11) 2_646 . . . ? O2 Cd1 N1 C9 -30(2) . . . . ? O1 Cd1 N1 C20 63.9(10) . . . . ? O1W Cd1 N1 C20 139.0(9) . . . . ? O8 Cd1 N1 C20 -129.3(9) 2_646 . . . ? N2 Cd1 N1 C20 1.2(9) . . . . ? O7 Cd1 N1 C20 -74.7(9) 2_646 . . . ? O2 Cd1 N1 C20 150.0(14) . . . . ? C17 C18 N2 C19 -2(2) . . . . ? C17 C18 N2 Cd1 178.0(11) . . . . ? C15 C19 N2 C18 2(2) . . . . ? C20 C19 N2 C18 -178.6(12) . . . . ? C15 C19 N2 Cd1 -178.4(10) . . . . ? C20 C19 N2 Cd1 1.2(15) . . . . ? O1 Cd1 N2 C18 44.4(11) . . . . ? O1W Cd1 N2 C18 113.1(11) . . . . ? N1 Cd1 N2 C18 178.4(11) . . . . ? O8 Cd1 N2 C18 -102.9(11) 2_646 . . . ? O7 Cd1 N2 C18 -75.2(11) 2_646 . . . ? O2 Cd1 N2 C18 5.6(12) . . . . ? O1 Cd1 N2 C19 -135.3(10) . . . . ? O1W Cd1 N2 C19 -66.7(11) . . . . ? N1 Cd1 N2 C19 -1.3(9) . . . . ? O8 Cd1 N2 C19 77.4(10) 2_646 . . . ? O7 Cd1 N2 C19 105.0(10) 2_646 . . . ? O2 Cd1 N2 C19 -174.1(9) . . . . ? C22 C21 N3 C32 -1(2) . . . . ? C22 C21 N3 Cd2 170.2(11) . . . . ? C24 C32 N3 C21 2.8(19) . . . . ? C31 C32 N3 C21 178.2(12) . . . . ? C24 C32 N3 Cd2 -169.1(10) . . . . ? C31 C32 N3 Cd2 6.3(15) . . . . ? O5 Cd2 N3 C21 -54.0(11) 2_646 . . . ? O2 Cd2 N3 C21 30.7(11) . . . . ? O3 Cd2 N3 C21 -179.0(11) . . . . ? N4 Cd2 N3 C21 -178.3(12) . . . . ? O9 Cd2 N3 C21 98.1(11) . . . . ? O5 Cd2 N3 C32 117.2(9) 2_646 . . . ? O2 Cd2 N3 C32 -158.1(9) . . . . ? O3 Cd2 N3 C32 -7.8(19) . . . . ? N4 Cd2 N3 C32 -7.1(9) . . . . ? O9 Cd2 N3 C32 -90.7(9) . . . . ? C29 C30 N4 C31 -3(2) . . . . ? C29 C30 N4 Cd2 -172.6(13) . . . . ? C27 C31 N4 C30 3(2) . . . . ? C32 C31 N4 C30 -177.8(13) . . . . ? C27 C31 N4 Cd2 173.6(11) . . . . ? C32 C31 N4 Cd2 -6.9(15) . . . . ? O5 Cd2 N4 C30 86.3(12) 2_646 . . . ? O2 Cd2 N4 C30 -125.4(11) . . . . ? N3 Cd2 N4 C30 177.5(13) . . . . ? O3 Cd2 N4 C30 -2.7(12) . . . . ? O9 Cd2 N4 C30 -70.9(12) . . . . ? O5 Cd2 N4 C31 -84.0(10) 2_646 . . . ? O2 Cd2 N4 C31 64.4(11) . . . . ? N3 Cd2 N4 C31 7.3(8) . . . . ? O3 Cd2 N4 C31 -172.9(9) . . . . ? O9 Cd2 N4 C31 118.8(9) . . . . ? O2 C7 O1 Cd1 -2.8(15) . . . . ? C3 C7 O1 Cd1 179.2(9) . . . . ? O1W Cd1 O1 C7 88.5(9) . . . . ? N1 Cd1 O1 C7 166.4(8) . . . . ? O8 Cd1 O1 C7 6.0(11) 2_646 . . . ? N2 Cd1 O1 C7 -135.7(9) . . . . ? O7 Cd1 O1 C7 -60.4(9) 2_646 . . . ? O2 Cd1 O1 C7 1.5(8) . . . . ? O1 C7 O2 Cd2 167.1(10) . . . . ? C3 C7 O2 Cd2 -15.0(16) . . . . ? O1 C7 O2 Cd1 2.6(13) . . . . ? C3 C7 O2 Cd1 -179.5(11) . . . . ? O5 Cd2 O2 C7 -133.7(10) 2_646 . . . ? N3 Cd2 O2 C7 124.3(10) . . . . ? O3 Cd2 O2 C7 -47.1(10) . . . . ? N4 Cd2 O2 C7 71.5(12) . . . . ? O9 Cd2 O2 C7 11.4(9) . . . . ? O5 Cd2 O2 Cd1 15.6(8) 2_646 . . . ? N3 Cd2 O2 Cd1 -86.5(8) . . . . ? O3 Cd2 O2 Cd1 102.1(8) . . . . ? N4 Cd2 O2 Cd1 -139.2(8) . . . . ? O9 Cd2 O2 Cd1 160.7(9) . . . . ? O1 Cd1 O2 C7 -1.4(7) . . . . ? O1W Cd1 O2 C7 -85.5(8) . . . . ? N1 Cd1 O2 C7 -96.6(17) . . . . ? O8 Cd1 O2 C7 -178.3(8) 2_646 . . . ? N2 Cd1 O2 C7 49.2(8) . . . . ? O7 Cd1 O2 C7 126.9(8) 2_646 . . . ? O1 Cd1 O2 Cd2 -155.6(10) . . . . ? O1W Cd1 O2 Cd2 120.3(8) . . . . ? N1 Cd1 O2 Cd2 109.2(17) . . . . ? O8 Cd1 O2 Cd2 27.5(8) 2_646 . . . ? N2 Cd1 O2 Cd2 -105.0(8) . . . . ? O7 Cd1 O2 Cd2 -27.2(8) 2_646 . . . ? O4 C6 O3 Cd2 169.9(12) . . . . ? C2 C6 O3 Cd2 -5.9(16) . . . . ? O5 Cd2 O3 C6 156.6(10) 2_646 . . . ? O2 Cd2 O3 C6 72.2(10) . . . . ? N3 Cd2 O3 C6 -76.7(17) . . . . ? N4 Cd2 O3 C6 -77.4(10) . . . . ? O9 Cd2 O3 C6 12.7(10) . . . . ? O6 C8 O5 Cd2 -15.4(19) . . . 2_656 ? C4 C8 O5 Cd2 166.7(7) . . . 2_656 ? O8 C5 O7 Cd1 -0.1(13) . . . 2_656 ? C1 C5 O7 Cd1 -178.7(10) . . . 2_656 ? O7 C5 O8 Cd1 0.2(13) . . . 2_656 ? C1 C5 O8 Cd1 178.7(9) . . . 2_656 ? C6 C2 O9 C3 -112.0(11) . . . . ? C1 C2 O9 C3 12.9(12) . . . . ? C6 C2 O9 Cd2 20.9(11) . . . . ? C1 C2 O9 Cd2 145.8(7) . . . . ? C4 C3 O9 C2 11.6(12) . . . . ? C7 C3 O9 C2 134.9(10) . . . . ? C4 C3 O9 Cd2 -121.5(8) . . . . ? C7 C3 O9 Cd2 1.8(12) . . . . ? O5 Cd2 O9 C2 -78.5(8) 2_646 . . . ? O2 Cd2 O9 C2 -136.1(7) . . . . ? N3 Cd2 O9 C2 144.2(7) . . . . ? O3 Cd2 O9 C2 -17.8(7) . . . . ? N4 Cd2 O9 C2 73.9(7) . . . . ? O5 Cd2 O9 C3 51.6(9) 2_646 . . . ? O2 Cd2 O9 C3 -6.0(7) . . . . ? N3 Cd2 O9 C3 -85.7(8) . . . . ? O3 Cd2 O9 C3 112.3(8) . . . . ? N4 Cd2 O9 C3 -156.0(8) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.506 _refine_diff_density_min -2.376 _refine_diff_density_rms 0.187 # Attachment 'revised_ComplexS1.cif' data_6 _database_code_depnum_ccdc_archive 'CCDC 725238' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H8.67 O11.33 Zn2' _chemical_formula_weight 416.89 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 Cubic _symmetry_space_group_name_H-M Pa-3 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' 'z, x, y' 'z+1/2, -x+1/2, -y' '-z+1/2, -x, y+1/2' '-z, x+1/2, -y+1/2' 'y, z, x' '-y, z+1/2, -x+1/2' 'y+1/2, -z+1/2, -x' '-y+1/2, -z, x+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' '-z, -x, -y' '-z-1/2, x-1/2, y' 'z-1/2, x, -y-1/2' 'z, -x-1/2, y-1/2' '-y, -z, -x' 'y, -z-1/2, x-1/2' '-y-1/2, z-1/2, x' 'y-1/2, z, -x-1/2' _cell_length_a 20.5223(6) _cell_length_b 20.5223(6) _cell_length_c 20.5223(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8643.3(4) _cell_formula_units_Z 24 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3777 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 23.26 _exptl_crystal_description BLOCK _exptl_crystal_colour YELLOW _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas NONE _exptl_crystal_density_diffrn 1.922 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4976 _exptl_absorpt_coefficient_mu 3.384 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.4850 _exptl_absorpt_correction_T_max 0.6869 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 38793 _diffrn_reflns_av_R_equivalents 0.0872 _diffrn_reflns_av_sigmaI/netI 0.0340 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.22 _diffrn_reflns_theta_max 24.99 _reflns_number_total 2551 _reflns_number_gt 2129 _reflns_threshold_expression I>2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0517P)^2^+2.6060P] 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 2551 _refine_ls_number_parameters 203 _refine_ls_number_restraints 9 _refine_ls_R_factor_all 0.0442 _refine_ls_R_factor_gt 0.0328 _refine_ls_wR_factor_ref 0.0901 _refine_ls_wR_factor_gt 0.0858 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.077 _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 0.14202(2) 0.16283(2) 0.39913(2) 0.01674(15) Uani 1 1 d . . . Zn2 Zn 0.27718(2) 0.00549(2) 0.56126(2) 0.02015(15) Uani 1 1 d D . . C1 C 0.31638(18) 0.20876(18) 0.54158(19) 0.0171(8) Uani 1 1 d . A . H1 H 0.3388 0.1926 0.5027 0.020 Uiso 1 1 calc R . . C2 C 0.36616(17) 0.23550(18) 0.59070(18) 0.0152(8) Uani 1 1 d . . . H2 H 0.3781 0.2001 0.6205 0.018 Uiso 1 1 calc R . . C3 C 0.27830(18) 0.31038(18) 0.58758(18) 0.0161(8) Uani 1 1 d . . . H3 H 0.2369 0.3058 0.6109 0.019 Uiso 1 1 calc R . . C4 C 0.27624(18) 0.26881(18) 0.52475(18) 0.0167(8) Uani 1 1 d . . . H4 H 0.3005 0.2928 0.4914 0.020 Uiso 1 1 calc R . . C5 C 0.27876(18) 0.15341(19) 0.57436(19) 0.0181(9) Uani 1 1 d . . . C6 C 0.29074(19) 0.38207(19) 0.57383(19) 0.0189(9) Uani 1 1 d . . . C7 C 0.42865(19) 0.2629(2) 0.56111(19) 0.0200(9) Uani 1 1 d . . . C8 C 0.20934(18) 0.2534(2) 0.49598(19) 0.0187(9) Uani 1 1 d . . . O1 O 0.22765(14) 0.16639(13) 0.60451(14) 0.0266(7) Uani 1 1 d . A . O2 O 0.30419(15) 0.09908(14) 0.57060(19) 0.0429(9) Uani 1 1 d . A . O3 O 0.24543(16) 0.41045(14) 0.54304(14) 0.0327(8) Uani 1 1 d . . . O4 O 0.34190(13) 0.40845(12) 0.59259(13) 0.0220(6) Uani 1 1 d . . . O5 O 0.44776(13) 0.31826(13) 0.57961(14) 0.0231(6) Uani 1 1 d . . . O6 O 0.45805(15) 0.22745(16) 0.52193(17) 0.0381(9) Uani 1 1 d . . . O7 O 0.21053(14) 0.21397(14) 0.44910(14) 0.0277(7) Uani 1 1 d . . . O8 O 0.15979(13) 0.28095(14) 0.51853(14) 0.0275(7) Uani 1 1 d . . . O9 O 0.33076(12) 0.28392(12) 0.62742(12) 0.0150(6) Uani 1 1 d . . . O1W O 0.3735(5) -0.0087(15) 0.5358(14) 0.060(4) Uani 0.47(5) 1 d PDU A 1 H1WA H 0.3964 -0.0318 0.5614 0.072 Uiso 0.47(5) 1 d PR A 1 H1WB H 0.3815 0.0313 0.5429 0.072 Uiso 0.47(5) 1 d PR A 1 O1W' O 0.3747(4) -0.0183(14) 0.5552(14) 0.060(4) Uani 0.53(5) 1 d PD A 2 H1WC H 0.3942 0.0011 0.5862 0.072 Uiso 0.53(5) 1 d PR A 2 H1WD H 0.3744 -0.0585 0.5652 0.072 Uiso 0.53(5) 1 d PR A 2 O2W O 0.06740(13) 0.17170(14) 0.46642(13) 0.0199(6) Uani 1 1 d D . . H2WA H 0.069(2) 0.165(2) 0.5070(6) 0.024 Uiso 1 1 d D . . H2WB H 0.0281(8) 0.167(2) 0.455(2) 0.024 Uiso 1 1 d D . . O10 O 0.3678(3) 0.8678(3) 0.6322(3) 0.096(3) Uani 1 3 d S . . H1W H 0.3321 0.8888 0.6330 0.115 Uiso 0.33 1 d PR . . H2W H 0.3999 0.8939 0.6343 0.115 Uiso 0.33 1 d 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 Zn1 0.0162(3) 0.0187(3) 0.0153(2) -0.00230(19) -0.00115(17) 0.00267(18) Zn2 0.0230(3) 0.0157(3) 0.0217(3) 0.00207(19) 0.0019(2) 0.00037(19) C1 0.014(2) 0.017(2) 0.020(2) -0.0013(16) 0.0016(16) -0.0023(15) C2 0.015(2) 0.0134(19) 0.017(2) -0.0020(15) 0.0016(15) 0.0025(15) C3 0.0115(19) 0.019(2) 0.018(2) 0.0020(16) -0.0052(16) 0.0027(15) C4 0.020(2) 0.017(2) 0.0130(19) 0.0011(16) -0.0007(16) -0.0039(16) C5 0.015(2) 0.019(2) 0.020(2) -0.0028(16) -0.0034(16) -0.0033(16) C6 0.023(2) 0.018(2) 0.015(2) -0.0044(16) -0.0047(17) 0.0047(17) C7 0.017(2) 0.026(2) 0.017(2) -0.0002(17) -0.0025(16) 0.0029(17) C8 0.017(2) 0.020(2) 0.019(2) 0.0045(17) -0.0036(17) -0.0030(17) O1 0.0253(16) 0.0203(15) 0.0343(17) 0.0010(13) 0.0080(13) -0.0042(13) O2 0.0297(18) 0.0128(16) 0.086(3) 0.0043(16) 0.0140(18) 0.0001(14) O3 0.045(2) 0.0177(16) 0.0353(18) -0.0045(13) -0.0231(16) 0.0064(14) O4 0.0229(15) 0.0148(14) 0.0282(16) -0.0007(12) -0.0051(13) -0.0016(12) O5 0.0188(15) 0.0195(15) 0.0308(16) -0.0039(12) 0.0028(12) -0.0058(12) O6 0.0233(17) 0.043(2) 0.048(2) -0.0246(17) 0.0140(15) -0.0114(14) O7 0.0242(16) 0.0290(17) 0.0300(17) -0.0105(14) -0.0062(13) -0.0015(13) O8 0.0182(15) 0.0326(17) 0.0315(17) -0.0068(14) -0.0043(13) 0.0001(13) O9 0.0143(13) 0.0145(13) 0.0163(14) -0.0020(11) -0.0010(11) 0.0023(11) O1W 0.041(2) 0.066(6) 0.074(9) 0.000(7) -0.013(3) 0.029(2) O1W' 0.041(2) 0.066(6) 0.074(9) 0.000(7) -0.013(3) 0.029(2) O2W 0.0175(14) 0.0266(16) 0.0155(14) 0.0020(12) -0.0008(12) 0.0025(12) O10 0.096(3) 0.096(3) 0.096(3) -0.007(3) -0.007(3) 0.007(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O7 2.032(3) . ? Zn1 O1 2.042(3) 19_556 ? Zn1 O2W 2.070(3) . ? Zn1 O4 2.128(3) 23_655 ? Zn1 O5 2.139(3) 23_655 ? Zn1 O9 2.192(2) 23_655 ? Zn2 O2 2.008(3) . ? Zn2 O3 2.040(3) 16_655 ? Zn2 O1W' 2.064(6) . ? Zn2 O1W 2.065(7) . ? Zn2 O8 2.083(3) 22_566 ? Zn2 O6 2.147(3) 23_655 ? Zn2 O2W 2.244(3) 22_566 ? C1 C4 1.522(5) . ? C1 C5 1.529(5) . ? C1 C2 1.537(5) . ? C1 H1 0.9800 . ? C2 O9 1.443(4) . ? C2 C7 1.526(5) . ? C2 H2 0.9800 . ? C3 O9 1.457(4) . ? C3 C6 1.520(5) . ? C3 C4 1.547(5) . ? C3 H3 0.9800 . ? C4 C8 1.528(5) . ? C4 H4 0.9800 . ? C5 O2 1.233(5) . ? C5 O1 1.247(4) . ? C6 O4 1.243(5) . ? C6 O3 1.266(5) . ? C7 O6 1.241(5) . ? C7 O5 1.261(5) . ? C8 O8 1.252(5) . ? C8 O7 1.257(5) . ? O1 Zn1 2.042(3) 22_566 ? O3 Zn2 2.040(3) 16_665 ? O4 Zn1 2.128(3) 20_566 ? O5 Zn1 2.139(3) 20_566 ? O6 Zn2 2.147(3) 20_566 ? O8 Zn2 2.083(3) 19_556 ? O9 Zn1 2.192(2) 20_566 ? O1W H1WA 0.8499 . ? O1W H1WB 0.8501 . ? O1W H1WC 1.1362 . ? O1W H1WD 1.1864 . ? O1W' H1WA 0.5402 . ? O1W' H1WB 1.0581 . ? O1W' H1WC 0.8500 . ? O1W' H1WD 0.8499 . ? O2W Zn2 2.244(3) 19_556 ? O2W H2WA 0.846(10) . ? O2W H2WB 0.848(10) . ? O10 H1W 0.8500 . ? O10 H2W 0.8499 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O7 Zn1 O1 104.86(12) . 19_556 ? O7 Zn1 O2W 97.46(11) . . ? O1 Zn1 O2W 95.92(11) 19_556 . ? O7 Zn1 O4 164.78(11) . 23_655 ? O1 Zn1 O4 83.94(11) 19_556 23_655 ? O2W Zn1 O4 93.88(11) . 23_655 ? O7 Zn1 O5 85.03(11) . 23_655 ? O1 Zn1 O5 166.12(11) 19_556 23_655 ? O2W Zn1 O5 92.35(10) . 23_655 ? O4 Zn1 O5 84.39(11) 23_655 23_655 ? O7 Zn1 O9 90.83(10) . 23_655 ? O1 Zn1 O9 93.20(10) 19_556 23_655 ? O2W Zn1 O9 165.68(10) . 23_655 ? O4 Zn1 O9 76.10(10) 23_655 23_655 ? O5 Zn1 O9 76.69(10) 23_655 23_655 ? O2 Zn2 O3 174.24(13) . 16_655 ? O2 Zn2 O1W' 87.9(8) . . ? O3 Zn2 O1W' 89.1(8) 16_655 . ? O2 Zn2 O1W 84.0(9) . . ? O3 Zn2 O1W 92.1(9) 16_655 . ? O1W' Zn2 O1W 12.4(10) . . ? O2 Zn2 O8 97.10(14) . 22_566 ? O3 Zn2 O8 87.71(12) 16_655 22_566 ? O1W' Zn2 O8 88.1(8) . 22_566 ? O1W Zn2 O8 100.2(8) . 22_566 ? O2 Zn2 O6 87.48(15) . 23_655 ? O3 Zn2 O6 87.67(13) 16_655 23_655 ? O1W' Zn2 O6 91.2(8) . 23_655 ? O1W Zn2 O6 79.3(8) . 23_655 ? O8 Zn2 O6 175.33(12) 22_566 23_655 ? O2 Zn2 O2W 90.87(11) . 22_566 ? O3 Zn2 O2W 92.09(11) 16_655 22_566 ? O1W' Zn2 O2W 178.8(8) . 22_566 ? O1W Zn2 O2W 166.9(9) . 22_566 ? O8 Zn2 O2W 92.41(11) 22_566 22_566 ? O6 Zn2 O2W 88.42(11) 23_655 22_566 ? C4 C1 C5 115.3(3) . . ? C4 C1 C2 102.7(3) . . ? C5 C1 C2 108.2(3) . . ? C4 C1 H1 110.1 . . ? C5 C1 H1 110.1 . . ? C2 C1 H1 110.1 . . ? O9 C2 C7 112.2(3) . . ? O9 C2 C1 104.7(3) . . ? C7 C2 C1 115.4(3) . . ? O9 C2 H2 108.1 . . ? C7 C2 H2 108.1 . . ? C1 C2 H2 108.1 . . ? O9 C3 C6 109.9(3) . . ? O9 C3 C4 106.4(3) . . ? C6 C3 C4 112.6(3) . . ? O9 C3 H3 109.3 . . ? C6 C3 H3 109.3 . . ? C4 C3 H3 109.3 . . ? C1 C4 C8 114.0(3) . . ? C1 C4 C3 104.0(3) . . ? C8 C4 C3 117.5(3) . . ? C1 C4 H4 106.9 . . ? C8 C4 H4 106.9 . . ? C3 C4 H4 106.9 . . ? O2 C5 O1 125.5(4) . . ? O2 C5 C1 115.5(3) . . ? O1 C5 C1 119.0(3) . . ? O4 C6 O3 125.1(4) . . ? O4 C6 C3 120.4(3) . . ? O3 C6 C3 114.5(3) . . ? O6 C7 O5 124.9(4) . . ? O6 C7 C2 116.8(4) . . ? O5 C7 C2 118.2(3) . . ? O8 C8 O7 126.1(4) . . ? O8 C8 C4 119.5(3) . . ? O7 C8 C4 114.3(3) . . ? C5 O1 Zn1 126.5(3) . 22_566 ? C5 O2 Zn2 138.9(3) . . ? C6 O3 Zn2 121.0(3) . 16_665 ? C6 O4 Zn1 117.6(2) . 20_566 ? C7 O5 Zn1 116.0(2) . 20_566 ? C7 O6 Zn2 127.4(3) . 20_566 ? C8 O7 Zn1 134.8(3) . . ? C8 O8 Zn2 133.2(3) . 19_556 ? C2 O9 C3 109.6(3) . . ? C2 O9 Zn1 109.2(2) . 20_566 ? C3 O9 Zn1 113.6(2) . 20_566 ? Zn2 O1W H1WA 116.8 . . ? Zn2 O1W H1WB 90.3 . . ? H1WA O1W H1WB 109.1 . . ? Zn2 O1W H1WC 95.9 . . ? H1WA O1W H1WC 47.9 . . ? H1WB O1W H1WC 66.5 . . ? Zn2 O1W H1WD 90.4 . . ? H1WA O1W H1WD 36.5 . . ? H1WB O1W H1WD 137.9 . . ? H1WC O1W H1WD 71.6 . . ? Zn2 O1W' H1WA 155.1 . . ? Zn2 O1W' H1WB 85.1 . . ? H1WA O1W' H1WB 116.3 . . ? Zn2 O1W' H1WC 107.5 . . ? H1WA O1W' H1WC 71.2 . . ? H1WB O1W' H1WC 70.5 . . ? Zn2 O1W' H1WD 102.0 . . ? H1WA O1W' H1WD 56.6 . . ? H1WB O1W' H1WD 172.8 . . ? H1WC O1W' H1WD 106.1 . . ? Zn1 O2W Zn2 107.33(12) . 19_556 ? Zn1 O2W H2WA 128(3) . . ? Zn2 O2W H2WA 85(3) 19_556 . ? Zn1 O2W H2WB 120(3) . . ? Zn2 O2W H2WB 97(3) 19_556 . ? H2WA O2W H2WB 107(4) . . ? H1W O10 H2W 110.3 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C4 C1 C2 O9 35.6(4) . . . . ? C5 C1 C2 O9 -86.8(3) . . . . ? C4 C1 C2 C7 -88.2(4) . . . . ? C5 C1 C2 C7 149.4(3) . . . . ? C5 C1 C4 C8 -42.2(5) . . . . ? C2 C1 C4 C8 -159.7(3) . . . . ? C5 C1 C4 C3 86.9(4) . . . . ? C2 C1 C4 C3 -30.5(4) . . . . ? O9 C3 C4 C1 15.3(4) . . . . ? C6 C3 C4 C1 135.8(3) . . . . ? O9 C3 C4 C8 142.3(3) . . . . ? C6 C3 C4 C8 -97.2(4) . . . . ? C4 C1 C5 O2 159.2(4) . . . . ? C2 C1 C5 O2 -86.5(4) . . . . ? C4 C1 C5 O1 -23.9(5) . . . . ? C2 C1 C5 O1 90.4(4) . . . . ? O9 C3 C6 O4 4.1(5) . . . . ? C4 C3 C6 O4 -114.3(4) . . . . ? O9 C3 C6 O3 -175.5(3) . . . . ? C4 C3 C6 O3 66.0(4) . . . . ? O9 C2 C7 O6 -171.1(3) . . . . ? C1 C2 C7 O6 -51.2(5) . . . . ? O9 C2 C7 O5 11.3(5) . . . . ? C1 C2 C7 O5 131.1(4) . . . . ? C1 C4 C8 O8 131.0(4) . . . . ? C3 C4 C8 O8 9.0(5) . . . . ? C1 C4 C8 O7 -50.9(5) . . . . ? C3 C4 C8 O7 -173.0(3) . . . . ? O2 C5 O1 Zn1 -11.9(6) . . . 22_566 ? C1 C5 O1 Zn1 171.5(2) . . . 22_566 ? O1 C5 O2 Zn2 38.7(7) . . . . ? C1 C5 O2 Zn2 -144.6(4) . . . . ? O3 Zn2 O2 C5 116.9(13) 16_655 . . . ? O1W' Zn2 O2 C5 175.5(10) . . . . ? O1W Zn2 O2 C5 163.8(10) . . . . ? O8 Zn2 O2 C5 -96.7(5) 22_566 . . . ? O6 Zn2 O2 C5 84.2(5) 23_655 . . . ? O2W Zn2 O2 C5 -4.1(5) 22_566 . . . ? O4 C6 O3 Zn2 -34.5(6) . . . 16_665 ? C3 C6 O3 Zn2 145.1(3) . . . 16_665 ? O3 C6 O4 Zn1 165.1(3) . . . 20_566 ? C3 C6 O4 Zn1 -14.6(5) . . . 20_566 ? O6 C7 O5 Zn1 -166.5(3) . . . 20_566 ? C2 C7 O5 Zn1 11.0(4) . . . 20_566 ? O5 C7 O6 Zn2 29.4(6) . . . 20_566 ? C2 C7 O6 Zn2 -148.0(3) . . . 20_566 ? O8 C8 O7 Zn1 -13.4(7) . . . . ? C4 C8 O7 Zn1 168.6(3) . . . . ? O1 Zn1 O7 C8 81.3(4) 19_556 . . . ? O2W Zn1 O7 C8 -16.8(4) . . . . ? O4 Zn1 O7 C8 -154.6(4) 23_655 . . . ? O5 Zn1 O7 C8 -108.6(4) 23_655 . . . ? O9 Zn1 O7 C8 174.9(4) 23_655 . . . ? O7 C8 O8 Zn2 0.6(6) . . . 19_556 ? C4 C8 O8 Zn2 178.5(2) . . . 19_556 ? C7 C2 O9 C3 98.8(3) . . . . ? C1 C2 O9 C3 -27.0(4) . . . . ? C7 C2 O9 Zn1 -26.2(3) . . . 20_566 ? C1 C2 O9 Zn1 -152.1(2) . . . 20_566 ? C6 C3 O9 C2 -114.7(3) . . . . ? C4 C3 O9 C2 7.4(4) . . . . ? C6 C3 O9 Zn1 7.7(4) . . . 20_566 ? C4 C3 O9 Zn1 129.8(2) . . . 20_566 ? O7 Zn1 O2W Zn2 48.46(13) . . . 19_556 ? O1 Zn1 O2W Zn2 -57.43(13) 19_556 . . 19_556 ? O4 Zn1 O2W Zn2 -141.72(11) 23_655 . . 19_556 ? O5 Zn1 O2W Zn2 133.75(12) 23_655 . . 19_556 ? O9 Zn1 O2W Zn2 173.3(3) 23_655 . . 19_556 ? 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 0.500 573 167 ' ' 2 0.000 0.500 0.000 573 167 ' ' 3 0.500 0.000 1.000 573 167 ' ' 4 0.500 0.500 0.500 573 167 ' ' _platon_squeeze_details ;? ; _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.611 _refine_diff_density_min -0.989 _refine_diff_density_rms 0.093