# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Hegen Zheng' _publ_contact_author_email ZHENGHG@NJU.EDU.CN _publ_section_title ; Organic-inorganic hybrid coordination polymers based on 5-oxyacetate isophthalic acid (H3OABDC) ligand: Syntheses, structures, and magnetic and Luminescent Properties ; loop_ _publ_author_name 'Hegen Zheng.' 'Stuart Batten' 'Zi-Jian Guo.' 'Chang-Chun Ji.' 'Jing Li.' ; Yi-Zhi Li ; 'Zhen-Zhong Lu.' 'You Song.' 'Tian-Wei Wang.' # Attachment '1.cif' data_81015am _database_code_depnum_ccdc_archive 'CCDC 763952' #TrackingRef '1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H15 O12 Sm, 2(H2 O)' _chemical_formula_sum 'C10 H19 O14 Sm' _chemical_formula_weight 513.60 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' Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 8.5891(12) _cell_length_b 10.7816(15) _cell_length_c 18.136(2) _cell_angle_alpha 90.00 _cell_angle_beta 100.141(2) _cell_angle_gamma 90.00 _cell_volume 1653.2(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2497 _cell_measurement_theta_min 2.21 _cell_measurement_theta_max 26.68 _exptl_crystal_description block _exptl_crystal_colour 'Straw yellow' _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.064 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1012 _exptl_absorpt_coefficient_mu 3.625 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.423 _exptl_absorpt_correction_T_max 0.696 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _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 ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8631 _diffrn_reflns_av_R_equivalents 0.0772 _diffrn_reflns_av_sigmaI/netI 0.0794 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3238 _reflns_number_gt 2683 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement 'SMART (Bruker, 2000)' _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0202P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment conster _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3238 _refine_ls_number_parameters 226 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0515 _refine_ls_R_factor_gt 0.0408 _refine_ls_wR_factor_ref 0.0795 _refine_ls_wR_factor_gt 0.0764 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.050 _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 O13 O 0.6312(6) 0.5429(6) 0.7871(3) 0.0667(19) Uani 1 1 d . . . H13D H 0.5863 0.5980 0.8095 0.080 Uiso 1 1 d R . . H13C H 0.5970 0.4717 0.7965 0.100 Uiso 1 1 d R . . O11 O 0.2403(5) 0.6128(4) 0.7787(2) 0.0285(11) Uani 1 1 d . . . H11B H 0.1598 0.6592 0.7664 0.043 Uiso 1 1 d R . . H11C H 0.2964 0.6401 0.8187 0.043 Uiso 1 1 d R . . O6 O -0.5625(5) -0.3460(4) 0.9733(2) 0.0325(11) Uani 1 1 d . . . O4 O -0.0385(5) 0.0172(4) 1.1907(2) 0.0247(10) Uani 1 1 d . . . O3 O 0.0548(5) 0.2033(4) 1.1783(2) 0.0240(10) Uani 1 1 d . . . C10 C -0.0251(7) 0.1120(6) 1.1507(3) 0.0195(13) Uani 1 1 d . . . C4 C -0.0977(7) 0.1110(5) 1.0698(3) 0.0173(13) Uani 1 1 d . . . C3 C -0.0439(7) 0.1929(5) 1.0215(3) 0.0187(13) Uani 1 1 d . . . H3 H 0.0333 0.2509 1.0401 0.022 Uiso 1 1 d R . . C2 C -0.1034(7) 0.1887(5) 0.9453(3) 0.0164(13) Uani 1 1 d . . . C5 C -0.2116(7) 0.0233(6) 1.0416(3) 0.0207(14) Uani 1 1 d . . . H5 H -0.2474 -0.0323 1.0741 0.025 Uiso 1 1 d R . . Sm1 Sm 0.15193(4) 0.40152(3) 0.800009(15) 0.01666(11) Uani 1 1 d U . . O1 O 0.0950(5) 0.3268(4) 0.9204(2) 0.0225(10) Uani 1 1 d . . . O2 O -0.0857(5) 0.2765(4) 0.8249(2) 0.0246(10) Uani 1 1 d . . . C7 C -0.2187(7) 0.1027(6) 0.9179(3) 0.0213(14) Uani 1 1 d . . . H7 H -0.2606 0.1008 0.8670 0.026 Uiso 1 1 d R . . C1 C -0.0285(7) 0.2694(5) 0.8945(3) 0.0200(13) Uani 1 1 d . . . C8 C -0.4084(8) -0.1665(6) 0.9812(3) 0.0240(15) Uani 1 1 d . . . H8A H -0.4653 -0.1363 1.0193 0.029 Uiso 1 1 d R . . H8B H -0.3088 -0.2013 1.0062 0.029 Uiso 1 1 d R . . C9 C -0.5050(8) -0.2654(6) 0.9354(4) 0.0278(15) Uani 1 1 d . . . C6 C -0.2710(7) 0.0185(6) 0.9664(3) 0.0192(13) Uani 1 1 d . . . O5 O -0.3783(5) -0.0665(4) 0.9342(2) 0.0285(11) Uani 1 1 d . . . O7 O -0.5187(6) -0.2645(4) 0.8658(2) 0.0419(14) Uani 1 1 d . . . O10 O 0.3759(5) 0.3806(4) 0.7353(2) 0.0350(12) Uani 1 1 d U . . H10A H 0.3893 0.4477 0.7126 0.052 Uiso 1 1 d RD . . H10C H 0.3572 0.3219 0.7037 0.052 Uiso 1 1 d R . . O8 O 0.2437(5) 0.1842(4) 0.8161(2) 0.0292(11) Uani 1 1 d . . . H8C H 0.3185 0.1728 0.7918 0.044 Uiso 1 1 d R . . H8E H 0.1675 0.1357 0.7996 0.044 Uiso 1 1 d R . . O12 O -0.0087(6) 0.5482(4) 0.8562(2) 0.0375(13) Uani 1 1 d . . . H12A H 0.0071 0.6211 0.8412 0.056 Uiso 1 1 d R . . H12B H -0.1058 0.5295 0.8430 0.056 Uiso 1 1 d R . . O14 O 0.2020(6) 1.0045(5) 0.5405(2) 0.0450(14) Uani 1 1 d . . . H14A H 0.2979 0.9813 0.5455 0.068 Uiso 1 1 d R . . H14C H 0.1883 1.0688 0.5131 0.068 Uiso 1 1 d R . . O9 O 0.3827(5) 0.4465(4) 0.8948(2) 0.0260(10) Uani 1 1 d U . . H9B H 0.3546 0.4892 0.9296 0.039 Uiso 1 1 d R . . H9C H 0.4234 0.3787 0.9127 0.039 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 O13 0.061(4) 0.092(5) 0.050(4) 0.003(3) 0.020(3) -0.033(4) O11 0.033(3) 0.022(3) 0.026(2) 0.003(2) -0.0066(19) -0.001(2) O6 0.043(3) 0.025(3) 0.028(2) 0.004(2) 0.004(2) -0.014(2) O4 0.036(3) 0.020(3) 0.016(2) 0.0050(19) 0.0006(19) -0.007(2) O3 0.036(3) 0.019(2) 0.015(2) -0.0020(19) -0.0009(18) -0.006(2) C10 0.021(3) 0.022(4) 0.014(3) 0.001(3) 0.000(2) 0.006(3) C4 0.024(3) 0.017(3) 0.011(3) -0.003(3) 0.004(2) 0.002(3) C3 0.023(3) 0.015(3) 0.018(3) -0.002(3) 0.004(3) -0.003(3) C2 0.025(3) 0.012(3) 0.012(3) 0.002(2) 0.005(2) 0.002(3) C5 0.027(4) 0.019(3) 0.017(3) 0.004(3) 0.005(3) -0.004(3) Sm1 0.02260(18) 0.01556(17) 0.01188(16) 0.00065(14) 0.00322(12) -0.00186(15) O1 0.026(2) 0.026(3) 0.015(2) 0.0011(19) 0.0021(18) -0.010(2) O2 0.039(3) 0.023(3) 0.011(2) 0.0011(18) 0.0043(19) -0.008(2) C7 0.026(3) 0.022(3) 0.016(3) 0.000(3) 0.003(3) 0.004(3) C1 0.025(3) 0.015(3) 0.021(3) 0.003(3) 0.006(3) 0.002(3) C8 0.034(4) 0.018(4) 0.021(3) 0.002(3) 0.007(3) -0.007(3) C9 0.029(4) 0.023(4) 0.029(4) -0.001(3) 0.000(3) -0.004(3) C6 0.021(3) 0.020(3) 0.018(3) 0.002(3) 0.006(3) -0.002(3) O5 0.035(3) 0.029(3) 0.018(2) 0.0031(19) -0.004(2) -0.017(2) O7 0.063(4) 0.039(3) 0.020(2) -0.001(2) -0.001(2) -0.027(3) O10 0.043(3) 0.035(3) 0.033(2) -0.010(2) 0.021(2) -0.011(2) O8 0.033(3) 0.026(3) 0.031(2) 0.002(2) 0.010(2) 0.003(2) O12 0.060(4) 0.018(3) 0.040(3) 0.003(2) 0.025(3) -0.001(2) O14 0.045(3) 0.057(4) 0.038(3) 0.017(3) 0.022(2) 0.013(3) O9 0.030(2) 0.023(2) 0.023(2) -0.0011(19) 0.0011(16) -0.0048(19) _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 O13 H13D 0.8500 . ? O13 H13C 0.8500 . ? O11 Sm1 2.454(4) . ? O11 H11B 0.8500 . ? O11 H11C 0.8500 . ? O6 C9 1.261(7) . ? O4 C10 1.270(7) . ? O4 Sm1 2.496(4) 4_566 ? O3 C10 1.253(7) . ? O3 Sm1 2.489(4) 4_566 ? C10 C4 1.490(7) . ? C10 Sm1 2.866(5) 4_566 ? C4 C3 1.379(8) . ? C4 C5 1.391(8) . ? C3 C2 1.388(7) . ? C3 H3 0.9301 . ? C2 C7 1.384(8) . ? C2 C1 1.493(8) . ? C5 C6 1.370(8) . ? C5 H5 0.9302 . ? Sm1 O9 2.432(4) . ? Sm1 O10 2.434(4) . ? Sm1 O12 2.437(4) . ? Sm1 O1 2.456(4) . ? Sm1 O8 2.473(4) . ? Sm1 O3 2.489(4) 4_565 ? Sm1 O4 2.496(4) 4_565 ? Sm1 O2 2.552(4) . ? Sm1 C10 2.866(5) 4_565 ? Sm1 C1 2.881(6) . ? O1 C1 1.247(7) . ? O2 C1 1.273(6) . ? C7 C6 1.394(8) . ? C7 H7 0.9300 . ? C8 O5 1.427(7) . ? C8 C9 1.507(8) . ? C8 H8A 0.9701 . ? C8 H8B 0.9699 . ? C9 O7 1.247(7) 1 ? C9 O7 1.247(7) . ? C6 O5 1.357(7) . ? O7 O7 0.000(16) 1 ? O10 H10A 0.8500 . ? O10 H10C 0.8500 . ? O8 H8C 0.8501 . ? O8 H8E 0.8501 . ? O12 H12A 0.8500 . ? O12 H12B 0.8500 . ? O14 H14A 0.8499 . ? O14 H14C 0.8501 . ? O9 H9B 0.8500 . ? O9 H9C 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 H13D O13 H13C 109.5 . . ? Sm1 O11 H11B 109.1 . . ? Sm1 O11 H11C 109.3 . . ? H11B O11 H11C 109.5 . . ? C10 O4 Sm1 93.4(3) . 4_566 ? C10 O3 Sm1 94.1(3) . 4_566 ? O3 C10 O4 120.2(5) . . ? O3 C10 C4 120.2(5) . . ? O4 C10 C4 119.5(5) . . ? O3 C10 Sm1 60.1(3) . 4_566 ? O4 C10 Sm1 60.4(3) . 4_566 ? C4 C10 Sm1 172.1(4) . 4_566 ? C3 C4 C5 119.6(5) . . ? C3 C4 C10 119.5(5) . . ? C5 C4 C10 120.8(5) . . ? C4 C3 C2 120.4(6) . . ? C4 C3 H3 119.8 . . ? C2 C3 H3 119.8 . . ? C7 C2 C3 119.7(5) . . ? C7 C2 C1 121.8(5) . . ? C3 C2 C1 118.2(5) . . ? C6 C5 C4 120.5(6) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 119.6 . . ? O9 Sm1 O10 75.18(14) . . ? O9 Sm1 O12 91.49(16) . . ? O10 Sm1 O12 144.63(15) . . ? O9 Sm1 O11 71.96(14) . . ? O10 Sm1 O11 73.57(15) . . ? O12 Sm1 O11 71.15(14) . . ? O9 Sm1 O1 72.67(13) . . ? O10 Sm1 O1 134.14(15) . . ? O12 Sm1 O1 67.97(14) . . ? O11 Sm1 O1 124.07(13) . . ? O9 Sm1 O8 84.39(14) . . ? O10 Sm1 O8 72.94(14) . . ? O12 Sm1 O8 139.26(13) . . ? O11 Sm1 O8 142.88(15) . . ? O1 Sm1 O8 72.16(14) . . ? O9 Sm1 O3 145.20(14) . 4_565 ? O10 Sm1 O3 72.57(14) . 4_565 ? O12 Sm1 O3 122.65(15) . 4_565 ? O11 Sm1 O3 110.27(13) . 4_565 ? O1 Sm1 O3 123.46(14) . 4_565 ? O8 Sm1 O3 74.02(13) . 4_565 ? O9 Sm1 O4 146.04(14) . 4_565 ? O10 Sm1 O4 96.47(14) . 4_565 ? O12 Sm1 O4 76.36(14) . 4_565 ? O11 Sm1 O4 74.11(14) . 4_565 ? O1 Sm1 O4 128.02(14) . 4_565 ? O8 Sm1 O4 125.26(13) . 4_565 ? O3 Sm1 O4 52.04(13) 4_565 4_565 ? O9 Sm1 O2 123.91(12) . . ? O10 Sm1 O2 139.58(14) . . ? O12 Sm1 O2 74.89(15) . . ? O11 Sm1 O2 142.90(14) . . ? O1 Sm1 O2 51.60(12) . . ? O8 Sm1 O2 74.16(14) . . ? O3 Sm1 O2 76.31(13) 4_565 . ? O4 Sm1 O2 83.87(14) 4_565 . ? O9 Sm1 C10 155.26(15) . 4_565 ? O10 Sm1 C10 82.68(16) . 4_565 ? O12 Sm1 C10 100.54(17) . 4_565 ? O11 Sm1 C10 91.45(15) . 4_565 ? O1 Sm1 C10 131.90(15) . 4_565 ? O8 Sm1 C10 99.70(16) . 4_565 ? O3 Sm1 C10 25.85(15) 4_565 4_565 ? O4 Sm1 C10 26.27(15) 4_565 4_565 ? O2 Sm1 C10 80.36(15) . 4_565 ? O9 Sm1 C1 97.77(15) . . ? O10 Sm1 C1 142.62(16) . . ? O12 Sm1 C1 70.66(16) . . ? O11 Sm1 C1 140.06(15) . . ? O1 Sm1 C1 25.47(14) . . ? O8 Sm1 C1 69.82(15) . . ? O3 Sm1 C1 99.85(15) 4_565 . ? O4 Sm1 C1 107.45(16) 4_565 . ? O2 Sm1 C1 26.21(14) . . ? C10 Sm1 C1 106.57(17) 4_565 . ? C1 O1 Sm1 96.7(3) . . ? C1 O2 Sm1 91.5(4) . . ? C2 C7 C6 119.9(5) . . ? C2 C7 H7 120.0 . . ? C6 C7 H7 120.1 . . ? O1 C1 O2 119.9(5) . . ? O1 C1 C2 119.1(5) . . ? O2 C1 C2 120.9(5) . . ? O1 C1 Sm1 57.8(3) . . ? O2 C1 Sm1 62.3(3) . . ? C2 C1 Sm1 172.1(4) . . ? O5 C8 C9 110.2(5) . . ? O5 C8 H8A 109.8 . . ? C9 C8 H8A 109.4 . . ? O5 C8 H8B 109.5 . . ? C9 C8 H8B 109.8 . . ? H8A C8 H8B 108.1 . . ? O7 C9 O7 0.000(2) 1 . ? O7 C9 O6 125.4(6) 1 . ? O7 C9 O6 125.4(6) . . ? O7 C9 C8 119.8(6) 1 . ? O7 C9 C8 119.8(6) . . ? O6 C9 C8 114.7(5) . . ? O5 C6 C5 124.1(5) . . ? O5 C6 C7 115.9(5) . . ? C5 C6 C7 119.9(6) . . ? C6 O5 C8 115.7(4) . . ? O7 O7 C9 0(10) 1 . ? Sm1 O10 H10A 109.9 . . ? Sm1 O10 H10C 108.8 . . ? H10A O10 H10C 109.5 . . ? Sm1 O8 H8C 109.3 . . ? Sm1 O8 H8E 109.3 . . ? H8C O8 H8E 109.5 . . ? Sm1 O12 H12A 109.4 . . ? Sm1 O12 H12B 109.1 . . ? H12A O12 H12B 109.5 . . ? H14A O14 H14C 109.5 . . ? Sm1 O9 H9B 109.3 . . ? Sm1 O9 H9C 109.2 . . ? H9B O9 H9C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O13 H13C O10 0.85 2.25 2.833(6) 125.9 . O11 H11B O2 0.85 2.09 2.743(6) 133.0 2_556 O11 H11C O7 0.85 1.96 2.717(6) 148.1 1_665 O10 H10A O5 0.85 2.65 3.129(6) 116.9 2_556 O10 H10C O7 0.85 2.24 2.848(6) 128.9 2_556 O8 H8C O13 0.85 2.10 2.772(6) 135.6 2_646 O8 H8E O4 0.85 2.01 2.786(6) 151.0 3_557 O12 H12A O3 0.85 1.98 2.763(6) 152.5 3_567 O12 H12B O13 0.85 2.31 3.127(7) 160.5 1_455 O14 H14A O6 0.85 2.41 3.060(6) 133.2 4_665 O14 H14C O1 0.85 2.06 2.862(6) 156.4 4_575 O9 H9B O6 0.85 2.02 2.649(6) 129.8 1_665 O9 H9B O14 0.85 2.59 3.335(6) 147.2 4_576 O9 H9C O6 0.85 2.23 2.826(6) 127.5 3_557 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.197 _refine_diff_density_min -1.070 _refine_diff_density_rms 0.175 # Attachment '2.cif' data_aa _database_code_depnum_ccdc_archive 'CCDC 763953' #TrackingRef '2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H15 Eu O12, 2(H2 O)' _chemical_formula_sum 'C10 H19 Eu O14' _chemical_formula_weight 515.21 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' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 8.5764(8) _cell_length_b 10.7704(11) _cell_length_c 18.0954(17) _cell_angle_alpha 90.00 _cell_angle_beta 100.167(2) _cell_angle_gamma 90.00 _cell_volume 1645.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4803 _cell_measurement_theta_min 2.21 _cell_measurement_theta_max 28.22 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.080 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1016 _exptl_absorpt_coefficient_mu 3.886 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.356 _exptl_absorpt_correction_T_max 0.425 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _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 ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8544 _diffrn_reflns_av_R_equivalents 0.0929 _diffrn_reflns_av_sigmaI/netI 0.0695 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3208 _reflns_number_gt 2876 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement 'SMART (Bruker, 2000)' _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0600P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment conster _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3208 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0436 _refine_ls_R_factor_gt 0.0395 _refine_ls_wR_factor_ref 0.1051 _refine_ls_wR_factor_gt 0.1020 _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_restrained_S_all 1.014 _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 O2 O 0.8731(6) 0.4568(7) 0.2144(3) 0.0683(17) Uani 1 1 d . . . H2B H 0.9639 0.4231 0.2250 0.102 Uiso 1 1 d R . . H2C H 0.8686 0.5010 0.1751 0.102 Uiso 1 1 d R . . O4 O -0.0616(5) -0.3460(4) 0.9734(2) 0.0342(9) Uani 1 1 d . . . O3 O -0.0180(5) -0.2650(4) 0.8655(2) 0.0418(11) Uani 1 1 d . . . C7 C 0.4565(6) 0.1941(5) 1.0215(3) 0.0195(10) Uani 1 1 d . . . H7 H 0.5335 0.2523 1.0401 0.023 Uiso 1 1 d R . . O6 O 0.4628(5) 0.0174(3) 1.19122(19) 0.0247(8) Uani 1 1 d . . . O7 O 0.5545(4) 0.2034(3) 1.17888(18) 0.0240(8) Uani 1 1 d . . . C8 C 0.4749(6) 0.1112(4) 1.1509(3) 0.0179(11) Uani 1 1 d . . . C6 C 0.4018(6) 0.1119(4) 1.0695(3) 0.0181(11) Uani 1 1 d . . . C5 C 0.2889(6) 0.0234(5) 1.0424(3) 0.0209(11) Uani 1 1 d . . . H5 H 0.2531 -0.0319 1.0751 0.025 Uiso 1 1 d R . . C9 C 0.0903(6) -0.1674(5) 0.9807(3) 0.0237(11) Uani 1 1 d . . . H9A H 0.0338 -0.1370 1.0191 0.028 Uiso 1 1 d R . . H9B H 0.1899 -0.2027 1.0056 0.028 Uiso 1 1 d R . . Eu1 Eu 0.65161(3) 0.40150(2) 0.800120(12) 0.01571(13) Uani 1 1 d . . . O8 O 0.5955(4) 0.3260(3) 0.92046(17) 0.0220(8) Uani 1 1 d . . . O14 O 0.7417(4) 0.1857(4) 0.81629(19) 0.0269(8) Uani 1 1 d . . . H14A H 0.8165 0.1740 0.7919 0.040 Uiso 1 1 d R . . H14C H 0.6651 0.1373 0.7997 0.040 Uiso 1 1 d R . . O11 O 0.7386(5) 0.6117(3) 0.7794(2) 0.0278(9) Uani 1 1 d . . . H11B H 0.6579 0.6581 0.7673 0.042 Uiso 1 1 d R . . H11C H 0.7950 0.6387 0.8196 0.042 Uiso 1 1 d R . . O9 O 0.4143(4) 0.2763(3) 0.82469(18) 0.0232(8) Uani 1 1 d . . . O13 O 0.8827(4) 0.4465(4) 0.89440(19) 0.0257(8) Uani 1 1 d . . . H13B H 0.8550 0.4894 0.9294 0.039 Uiso 1 1 d R . . H13C H 0.9239 0.3788 0.9124 0.039 Uiso 1 1 d R . . C3 C 0.2808(6) 0.1033(4) 0.9174(3) 0.0185(11) Uani 1 1 d . . . H3 H 0.2383 0.1023 0.8664 0.022 Uiso 1 1 d R . . O12 O 0.8753(5) 0.3822(4) 0.7354(2) 0.0337(10) Uani 1 1 d . . . H12B H 0.9585 0.3670 0.7672 0.051 Uiso 1 1 d R . . H12C H 0.8583 0.3230 0.7039 0.051 Uiso 1 1 d R . . C1 C 0.4711(6) 0.2698(4) 0.8938(3) 0.0187(10) Uani 1 1 d . . . O5 O 0.1214(5) -0.0671(4) 0.93384(19) 0.0279(9) Uani 1 1 d . . . O10 O 0.4897(5) 0.5486(4) 0.8552(2) 0.0377(10) Uani 1 1 d . . . H10A H 0.5054 0.6215 0.8400 0.057 Uiso 1 1 d R . . H10B H 0.3925 0.5298 0.8419 0.057 Uiso 1 1 d R . . C2 C 0.3965(6) 0.1886(4) 0.9455(2) 0.0154(10) Uani 1 1 d . . . C10 C -0.0047(7) -0.2654(5) 0.9353(3) 0.0272(12) Uani 1 1 d . . . C4 C 0.2289(6) 0.0189(5) 0.9657(3) 0.0193(10) Uani 1 1 d . . . O1 O 0.2959(5) 0.9943(5) 0.4581(2) 0.0455(12) Uani 1 1 d . . . H1D H 0.3293 0.9385 0.4902 0.055 Uiso 1 1 d R . . H1C H 0.2595 1.0549 0.4799 0.068 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 O2 0.047(3) 0.114(5) 0.044(3) 0.010(3) 0.011(2) -0.034(3) O4 0.040(2) 0.033(2) 0.029(2) 0.0041(18) 0.0044(18) -0.015(2) O3 0.062(3) 0.045(3) 0.016(2) -0.0017(17) 0.0009(19) -0.023(2) C7 0.022(3) 0.021(3) 0.015(2) 0.0000(19) 0.004(2) -0.002(2) O6 0.036(2) 0.023(2) 0.0137(17) 0.0039(14) 0.0016(15) -0.0105(17) O7 0.036(2) 0.0229(19) 0.0108(16) 0.0009(14) -0.0014(15) -0.0079(17) C8 0.018(3) 0.023(3) 0.012(2) 0.0025(18) 0.003(2) 0.001(2) C6 0.021(3) 0.022(3) 0.012(2) 0.0006(18) 0.005(2) 0.001(2) C5 0.027(3) 0.023(3) 0.013(2) 0.0007(19) 0.005(2) -0.006(2) C9 0.027(3) 0.027(3) 0.017(3) 0.003(2) 0.004(2) -0.006(2) Eu1 0.01996(19) 0.01813(18) 0.00935(18) 0.00054(8) 0.00340(12) -0.00201(9) O8 0.0240(19) 0.028(2) 0.0131(17) 0.0026(14) 0.0015(14) -0.0086(16) O14 0.030(2) 0.027(2) 0.026(2) 0.0011(15) 0.0108(16) 0.0006(17) O11 0.032(2) 0.025(2) 0.022(2) 0.0034(14) -0.0059(17) -0.0021(16) O9 0.032(2) 0.029(2) 0.0086(16) 0.0001(14) 0.0014(15) -0.0085(17) O13 0.031(2) 0.027(2) 0.0178(18) 0.0006(15) 0.0011(16) -0.0039(18) C3 0.021(3) 0.023(3) 0.012(2) -0.0014(18) 0.004(2) -0.0022(19) O12 0.033(2) 0.044(3) 0.027(2) -0.0097(18) 0.0148(18) -0.0075(19) C1 0.023(3) 0.019(3) 0.016(2) 0.0005(19) 0.008(2) 0.002(2) O5 0.035(2) 0.029(2) 0.0164(18) 0.0049(15) -0.0041(16) -0.0178(18) O10 0.058(3) 0.023(2) 0.039(2) 0.0015(18) 0.027(2) 0.002(2) C2 0.020(2) 0.017(2) 0.011(2) -0.0005(18) 0.0057(18) 0.001(2) C10 0.030(3) 0.021(3) 0.030(3) -0.002(2) 0.003(2) -0.004(2) C4 0.024(3) 0.020(3) 0.013(2) 0.0009(18) 0.001(2) -0.005(2) O1 0.052(3) 0.057(3) 0.034(2) 0.008(2) 0.024(2) 0.014(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O2 H2B 0.8500 . ? O2 H2C 0.8500 . ? O4 C10 1.259(7) . ? O3 C10 1.249(6) . ? C7 C6 1.380(7) . ? C7 C2 1.381(6) . ? C7 H7 0.9300 . ? O6 C8 1.261(6) . ? O6 Eu1 2.478(3) 4_566 ? O7 C8 1.260(6) . ? O7 Eu1 2.478(3) 4_566 ? C8 C6 1.495(7) . ? C8 Eu1 2.857(5) 4_566 ? C6 C5 1.385(7) . ? C5 C4 1.392(6) . ? C5 H5 0.9297 . ? C9 O5 1.427(6) . ? C9 C10 1.489(7) . ? C9 H9A 0.9708 . ? C9 H9B 0.9700 . ? Eu1 O13 2.425(4) . ? Eu1 O12 2.427(4) . ? Eu1 O11 2.433(4) . ? Eu1 O10 2.433(4) . ? Eu1 O14 2.451(4) . ? Eu1 O8 2.451(3) . ? Eu1 O7 2.478(3) 4_565 ? Eu1 O6 2.478(4) 4_565 ? Eu1 O9 2.545(3) . ? Eu1 C8 2.857(5) 4_565 ? O8 C1 1.247(6) . ? O14 H14A 0.8500 . ? O14 H14C 0.8501 . ? O11 H11B 0.8501 . ? O11 H11C 0.8500 . ? O9 C1 1.261(6) . ? O13 H13B 0.8502 . ? O13 H13C 0.8501 . ? C3 C2 1.381(7) . ? C3 C4 1.389(7) . ? C3 H3 0.9297 . ? O12 H12B 0.8500 . ? O12 H12C 0.8501 . ? C1 C2 1.504(6) . ? O5 C4 1.362(6) . ? O10 H10A 0.8503 . ? O10 H10B 0.8500 . ? O1 H1D 0.8498 . ? O1 H1C 0.8501 . ? 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 H2B O2 H2C 109.5 . . ? C6 C7 C2 119.4(5) . . ? C6 C7 H7 120.2 . . ? C2 C7 H7 120.4 . . ? C8 O6 Eu1 94.0(3) . 4_566 ? C8 O7 Eu1 94.0(3) . 4_566 ? O6 C8 O7 119.5(5) . . ? O6 C8 C6 120.7(4) . . ? O7 C8 C6 119.7(4) . . ? O6 C8 Eu1 59.9(3) . 4_566 ? O7 C8 Eu1 59.9(3) . 4_566 ? C6 C8 Eu1 172.5(3) . 4_566 ? C7 C6 C5 120.8(5) . . ? C7 C6 C8 119.6(5) . . ? C5 C6 C8 119.4(4) . . ? C6 C5 C4 119.3(4) . . ? C6 C5 H5 120.2 . . ? C4 C5 H5 120.4 . . ? O5 C9 C10 110.5(4) . . ? O5 C9 H9A 109.8 . . ? C10 C9 H9A 109.9 . . ? O5 C9 H9B 109.3 . . ? C10 C9 H9B 109.2 . . ? H9A C9 H9B 108.1 . . ? O13 Eu1 O12 74.87(14) . . ? O13 Eu1 O11 71.81(13) . . ? O12 Eu1 O11 73.46(14) . . ? O13 Eu1 O10 92.10(14) . . ? O12 Eu1 O10 144.14(14) . . ? O11 Eu1 O10 70.73(14) . . ? O13 Eu1 O14 84.51(13) . . ? O12 Eu1 O14 73.57(12) . . ? O11 Eu1 O14 143.34(14) . . ? O10 Eu1 O14 139.41(12) . . ? O13 Eu1 O8 72.88(12) . . ? O12 Eu1 O8 134.16(14) . . ? O11 Eu1 O8 124.01(13) . . ? O10 Eu1 O8 68.67(13) . . ? O14 Eu1 O8 71.73(12) . . ? O13 Eu1 O7 145.02(12) . 4_565 ? O12 Eu1 O7 72.80(13) . 4_565 ? O11 Eu1 O7 110.62(12) . 4_565 ? O10 Eu1 O7 122.18(14) . 4_565 ? O14 Eu1 O7 73.89(12) . 4_565 ? O8 Eu1 O7 123.19(12) . 4_565 ? O13 Eu1 O6 145.82(13) . 4_565 ? O12 Eu1 O6 96.18(14) . 4_565 ? O11 Eu1 O6 74.02(13) . 4_565 ? O10 Eu1 O6 75.88(13) . 4_565 ? O14 Eu1 O6 125.24(12) . 4_565 ? O8 Eu1 O6 128.32(12) . 4_565 ? O7 Eu1 O6 52.14(11) 4_565 4_565 ? O13 Eu1 O9 124.24(11) . . ? O12 Eu1 O9 139.78(12) . . ? O11 Eu1 O9 142.77(13) . . ? O10 Eu1 O9 75.03(13) . . ? O14 Eu1 O9 73.83(12) . . ? O8 Eu1 O9 51.71(11) . . ? O7 Eu1 O9 76.04(11) 4_565 . ? O6 Eu1 O9 83.98(12) 4_565 . ? O13 Eu1 C8 154.93(13) . 4_565 ? O12 Eu1 C8 82.66(15) . 4_565 ? O11 Eu1 C8 91.41(13) . 4_565 ? O10 Eu1 C8 99.92(14) . 4_565 ? O14 Eu1 C8 99.84(13) . 4_565 ? O8 Eu1 C8 132.02(13) . 4_565 ? O7 Eu1 C8 26.11(12) 4_565 4_565 ? O6 Eu1 C8 26.12(12) 4_565 4_565 ? O9 Eu1 C8 80.37(13) . 4_565 ? C1 O8 Eu1 96.1(3) . . ? Eu1 O14 H14A 109.2 . . ? Eu1 O14 H14C 109.3 . . ? H14A O14 H14C 109.5 . . ? Eu1 O11 H11B 109.2 . . ? Eu1 O11 H11C 109.2 . . ? H11B O11 H11C 109.5 . . ? C1 O9 Eu1 91.2(3) . . ? Eu1 O13 H13B 109.3 . . ? Eu1 O13 H13C 109.3 . . ? H13B O13 H13C 109.4 . . ? C2 C3 C4 119.5(5) . . ? C2 C3 H3 120.3 . . ? C4 C3 H3 120.2 . . ? Eu1 O12 H12B 109.3 . . ? Eu1 O12 H12C 109.3 . . ? H12B O12 H12C 109.5 . . ? O8 C1 O9 120.7(4) . . ? O8 C1 C2 118.0(4) . . ? O9 C1 C2 121.1(4) . . ? C4 O5 C9 116.5(4) . . ? Eu1 O10 H10A 109.5 . . ? Eu1 O10 H10B 109.3 . . ? H10A O10 H10B 109.4 . . ? C7 C2 C3 120.8(4) . . ? C7 C2 C1 118.0(4) . . ? C3 C2 C1 120.9(4) . . ? O3 C10 O4 125.5(5) . . ? O3 C10 C9 120.0(5) . . ? O4 C10 C9 114.5(5) . . ? O5 C4 C3 116.6(4) . . ? O5 C4 C5 123.3(4) . . ? C3 C4 C5 120.1(5) . . ? H1D O1 H1C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O2 H2B O3 0.85 2.46 2.921(8) 114.7 3_656 O2 H2B O11 0.85 2.59 3.393(7) 157.2 3_766 O2 H2C O1 0.85 2.57 3.226(6) 134.8 2_645 O14 H14A O2 0.85 2.10 2.786(6) 136.9 4_566 O14 H14C O6 0.85 2.02 2.792(5) 151.0 3_657 O11 H11B O9 0.85 2.10 2.745(5) 132.3 2_656 O11 H11C O3 0.85 1.97 2.721(6) 147.1 1_665 O13 H13B O4 0.85 2.02 2.650(6) 130.0 1_665 O13 H13B O1 0.85 2.60 3.343(5) 146.9 2_646 O13 H13C O4 0.85 2.22 2.821(5) 127.6 3_657 O12 H12B O2 0.85 2.37 2.792(7) 111.0 3_766 O12 H12C O3 0.85 2.23 2.851(5) 130.3 2_656 O10 H10A O7 0.85 1.97 2.752(5) 152.7 3_667 O1 H1D O8 0.85 2.03 2.874(6) 170.7 2_656 O1 H1C O4 0.85 2.29 3.068(5) 152.4 2_566 _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.744 _refine_diff_density_min -1.672 _refine_diff_density_rms 0.182 # Attachment '3.cif' data_81108am _database_code_depnum_ccdc_archive 'CCDC 763954' #TrackingRef '3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H15 Dy O12, 2(H2 O)' _chemical_formula_sum 'C10 H19 Dy O14' _chemical_formula_weight 525.75 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' Dy Dy -0.1892 4.4098 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 8.5537(9) _cell_length_b 10.7371(11) _cell_length_c 18.0139(18) _cell_angle_alpha 90.00 _cell_angle_beta 100.193(2) _cell_angle_gamma 90.00 _cell_volume 1628.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4625 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 28.04 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.145 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1028 _exptl_absorpt_coefficient_mu 4.663 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.257 _exptl_absorpt_correction_T_max 0.327 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _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 ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8499 _diffrn_reflns_av_R_equivalents 0.0812 _diffrn_reflns_av_sigmaI/netI 0.0678 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.22 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3194 _reflns_number_gt 2768 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement 'SMART (Bruker, 2000)' _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0317P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3194 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0341 _refine_ls_R_factor_gt 0.0296 _refine_ls_wR_factor_ref 0.0737 _refine_ls_wR_factor_gt 0.0726 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _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 O1 O 0.0970(3) 0.6721(3) 0.42067(17) 0.0225(7) Uani 1 1 d . . . C9 C -0.5039(5) 1.2671(5) 0.4348(3) 0.0270(11) Uani 1 1 d . . . O4 O -0.5625(4) 1.3471(3) 0.47375(19) 0.0335(8) Uani 1 1 d . . . C8 C -0.4101(5) 1.1670(4) 0.4811(3) 0.0235(10) Uani 1 1 d . . . H8A H -0.3103 1.2013 0.5069 0.028 Uiso 1 1 d R . . H8B H -0.4687 1.1366 0.5188 0.028 Uiso 1 1 d R . . O2 O -0.0846(3) 0.7219(3) 0.32408(17) 0.0235(7) Uani 1 1 d . . . C1 C -0.0286(5) 0.7297(4) 0.3936(2) 0.0174(9) Uani 1 1 d . . . C7 C -0.2197(5) 0.8960(4) 0.4173(3) 0.0212(10) Uani 1 1 d . . . H7 H -0.2623 0.8975 0.3661 0.025 Uiso 1 1 d R . . O5 O -0.3791(4) 1.0668(3) 0.43364(19) 0.0295(8) Uani 1 1 d . . . Dy1 Dy 0.15091(2) 0.901809(18) 0.800418(11) 0.01598(9) Uani 1 1 d . . . C4 C -0.0978(5) 0.8874(4) 0.5704(3) 0.0181(10) Uani 1 1 d . . . O6 O -0.0360(4) 0.9831(3) 0.69223(18) 0.0240(7) Uani 1 1 d . . . O8 O 0.2377(4) 1.1091(3) 0.77898(19) 0.0267(8) Uani 1 1 d . . . H8C H 0.2968 1.1358 0.8188 0.040 Uiso 1 1 d R . . H8E H 0.1572 1.1563 0.7679 0.040 Uiso 1 1 d R . . O10 O 0.3800(4) 0.9440(3) 0.89312(18) 0.0264(7) Uani 1 1 d . . . H10A H 0.3601 0.9271 0.9366 0.040 Uiso 1 1 d R . . H10C H 0.4039 1.0206 0.8912 0.040 Uiso 1 1 d R . . O11 O 0.2420(4) 0.6883(3) 0.81718(18) 0.0280(8) Uani 1 1 d . . . H11B H 0.1623 0.6399 0.8124 0.042 Uiso 1 1 d R . . H11C H 0.2978 0.6708 0.7839 0.042 Uiso 1 1 d R . . C10 C -0.0236(5) 0.8887(4) 0.6522(2) 0.0166(9) Uani 1 1 d . . . C2 C -0.1027(5) 0.8095(4) 0.4459(2) 0.0183(9) Uani 1 1 d . . . C3 C -0.0432(5) 0.8055(4) 0.5222(2) 0.0188(9) Uani 1 1 d . . . H2 H 0.0338 0.7471 0.5412 0.023 Uiso 1 1 d R . . O12 O 0.3728(4) 0.8811(3) 0.7363(2) 0.0340(9) Uani 1 1 d . . . H12B H 0.3652 0.8129 0.7120 0.051 Uiso 1 1 d R . . H12C H 0.3729 0.9415 0.7058 0.051 Uiso 1 1 d R . . O9 O -0.0076(4) 1.0468(3) 0.8553(2) 0.0370(9) Uani 1 1 d . . . H9B H -0.0122 1.1152 0.8313 0.055 Uiso 1 1 d R . . H9C H -0.1008 1.0174 0.8526 0.055 Uiso 1 1 d R . . C5 C -0.2104(5) 0.9761(4) 0.5425(3) 0.0218(10) Uani 1 1 d . . . H5 H -0.2467 1.0318 0.5751 0.026 Uiso 1 1 d R . . C6 C -0.2705(5) 0.9798(4) 0.4660(3) 0.0196(9) Uani 1 1 d . . . O14 O 0.2041(4) -0.0063(4) 0.0428(2) 0.0427(9) Uani 1 1 d . . . H14A H 0.2503 0.0552 0.0263 0.064 Uiso 1 1 d R . . H14C H 0.1445 -0.0422 0.0063 0.064 Uiso 1 1 d R . . O13 O 0.3744(5) 0.9564(5) 0.2163(3) 0.0684(15) Uani 1 1 d . . . H13A H 0.3518 0.9585 0.1684 0.103 Uiso 1 1 d R . . H13B H 0.3829 1.0303 0.2335 0.103 Uiso 1 1 d R . . O3 O -0.5179(4) 1.2663(3) 0.36497(19) 0.0417(10) Uani 1 1 d . . . O7 O 0.0553(3) 0.7958(3) 0.68071(17) 0.0229(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 O1 0.0226(16) 0.0230(18) 0.0204(17) -0.0023(14) -0.0004(13) 0.0085(13) C9 0.022(2) 0.026(3) 0.031(3) 0.000(2) -0.003(2) 0.005(2) O4 0.0384(19) 0.0265(19) 0.034(2) -0.0029(17) 0.0011(16) 0.0143(16) C8 0.022(2) 0.023(3) 0.025(3) -0.003(2) 0.0021(19) 0.0050(19) O2 0.0295(17) 0.0240(18) 0.0157(17) -0.0025(14) -0.0003(13) 0.0062(14) C1 0.019(2) 0.013(2) 0.020(2) -0.0008(18) 0.0041(18) -0.0029(17) C7 0.022(2) 0.025(3) 0.016(2) 0.0002(19) 0.0019(18) 0.0024(19) O5 0.0343(18) 0.0288(19) 0.0218(18) -0.0057(15) -0.0049(15) 0.0168(15) Dy1 0.01769(13) 0.01553(13) 0.01397(13) 0.00054(8) 0.00076(8) -0.00177(8) C4 0.018(2) 0.020(2) 0.015(2) 0.0000(18) -0.0023(18) -0.0027(18) O6 0.0308(17) 0.0202(17) 0.0191(17) -0.0041(14) -0.0004(13) 0.0060(14) O8 0.0266(17) 0.0234(18) 0.027(2) 0.0049(14) -0.0038(14) -0.0028(13) O10 0.0293(17) 0.0251(18) 0.0228(18) 0.0054(15) -0.0006(14) -0.0094(14) O11 0.0330(18) 0.0221(18) 0.0308(19) 0.0036(15) 0.0109(14) 0.0029(15) C10 0.018(2) 0.020(2) 0.011(2) 0.0008(18) 0.0006(17) -0.0034(18) C2 0.020(2) 0.017(2) 0.018(2) -0.0020(19) 0.0031(17) -0.0008(18) C3 0.018(2) 0.017(2) 0.021(2) 0.0025(19) 0.0028(17) 0.0047(18) O12 0.039(2) 0.030(2) 0.037(2) -0.0066(16) 0.0180(16) -0.0093(16) O9 0.053(2) 0.0212(19) 0.042(2) 0.0060(17) 0.0238(18) 0.0053(17) C5 0.024(2) 0.020(2) 0.021(2) -0.002(2) 0.0011(19) 0.0067(19) C6 0.021(2) 0.018(2) 0.019(2) 0.0004(19) 0.0015(18) 0.0037(19) O14 0.047(2) 0.048(2) 0.037(2) -0.0071(19) 0.0179(17) -0.0116(19) O13 0.057(3) 0.103(4) 0.046(3) -0.004(3) 0.009(2) -0.043(3) O3 0.063(2) 0.035(2) 0.022(2) 0.0020(16) -0.0042(18) 0.0227(19) O7 0.0286(16) 0.0179(16) 0.0191(17) -0.0004(14) -0.0039(13) 0.0059(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.261(5) . ? O1 Dy1 2.427(3) 4_575 ? C9 O3 1.242(6) . ? C9 O4 1.267(6) . ? C9 C8 1.502(6) . ? C8 O5 1.427(5) . ? C8 H8A 0.9700 . ? C8 H8B 0.9701 . ? O2 C1 1.262(5) . ? O2 Dy1 2.512(3) 4_575 ? C1 C2 1.495(6) . ? C1 Dy1 2.842(4) 4_575 ? C7 C6 1.380(6) . ? C7 C2 1.395(6) . ? C7 H7 0.9301 . ? O5 C6 1.372(5) . ? Dy1 O10 2.382(3) . ? Dy1 O9 2.390(3) . ? Dy1 O8 2.399(3) . ? Dy1 O12 2.401(3) . ? Dy1 O11 2.423(3) . ? Dy1 O1 2.427(3) 4_576 ? Dy1 O7 2.448(3) . ? Dy1 O6 2.452(3) . ? Dy1 O2 2.512(3) 4_576 ? Dy1 C1 2.842(4) 4_576 ? C4 C3 1.375(6) . ? C4 C5 1.383(6) . ? C4 C10 1.499(6) . ? O6 C10 1.260(5) . ? O8 H8C 0.8501 . ? O8 H8E 0.8499 . ? O10 H10A 0.8499 . ? O10 H10C 0.8500 . ? O11 H11B 0.8501 . ? O11 H11C 0.8500 . ? C10 O7 1.261(5) . ? C2 C3 1.379(6) . ? C3 H2 0.9299 . ? O12 H12B 0.8500 . ? O12 H12C 0.8500 . ? O9 H9B 0.8501 . ? O9 H9C 0.8500 . ? C5 C6 1.384(6) . ? C5 H5 0.9300 . ? O14 H14A 0.8500 . ? O14 H14C 0.8500 . ? O13 H13A 0.8500 . ? O13 H13B 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 C1 O1 Dy1 95.6(2) . 4_575 ? O3 C9 O4 126.0(4) . . ? O3 C9 C8 120.2(4) . . ? O4 C9 C8 113.7(4) . . ? O5 C8 C9 110.1(4) . . ? O5 C8 H8A 109.5 . . ? C9 C8 H8A 109.4 . . ? O5 C8 H8B 109.8 . . ? C9 C8 H8B 109.8 . . ? H8A C8 H8B 108.1 . . ? C1 O2 Dy1 91.6(2) . 4_575 ? O1 C1 O2 120.0(4) . . ? O1 C1 C2 117.7(4) . . ? O2 C1 C2 122.3(4) . . ? O1 C1 Dy1 58.2(2) . 4_575 ? O2 C1 Dy1 62.0(2) . 4_575 ? C2 C1 Dy1 172.1(3) . 4_575 ? C6 C7 C2 119.0(4) . . ? C6 C7 H7 120.5 . . ? C2 C7 H7 120.5 . . ? C6 O5 C8 116.3(3) . . ? O10 Dy1 O9 92.45(12) . . ? O10 Dy1 O8 72.36(11) . . ? O9 Dy1 O8 71.14(12) . . ? O10 Dy1 O12 74.48(12) . . ? O9 Dy1 O12 144.50(12) . . ? O8 Dy1 O12 73.45(12) . . ? O10 Dy1 O11 83.46(11) . . ? O9 Dy1 O11 139.30(12) . . ? O8 Dy1 O11 142.75(11) . . ? O12 Dy1 O11 73.02(11) . . ? O10 Dy1 O1 72.49(10) . 4_576 ? O9 Dy1 O1 68.45(12) . 4_576 ? O8 Dy1 O1 124.08(11) . 4_576 ? O12 Dy1 O1 133.66(12) . 4_576 ? O11 Dy1 O1 71.75(11) . 4_576 ? O10 Dy1 O7 144.21(11) . . ? O9 Dy1 O7 122.80(11) . . ? O8 Dy1 O7 110.75(11) . . ? O12 Dy1 O7 72.68(11) . . ? O11 Dy1 O7 73.72(10) . . ? O1 Dy1 O7 123.21(10) 4_576 . ? O10 Dy1 O6 146.01(11) . . ? O9 Dy1 O6 76.05(12) . . ? O8 Dy1 O6 73.66(11) . . ? O12 Dy1 O6 96.35(12) . . ? O11 Dy1 O6 125.87(10) . . ? O1 Dy1 O6 128.73(10) 4_576 . ? O7 Dy1 O6 52.86(10) . . ? O10 Dy1 O2 124.51(10) . 4_576 ? O9 Dy1 O2 75.13(12) . 4_576 ? O8 Dy1 O2 142.96(11) . 4_576 ? O12 Dy1 O2 139.37(11) . 4_576 ? O11 Dy1 O2 74.24(10) . 4_576 ? O1 Dy1 O2 52.46(9) 4_576 4_576 ? O7 Dy1 O2 75.56(10) . 4_576 ? O6 Dy1 O2 83.87(10) . 4_576 ? O10 Dy1 C1 98.27(12) . 4_576 ? O9 Dy1 C1 70.98(12) . 4_576 ? O8 Dy1 C1 140.42(12) . 4_576 ? O12 Dy1 C1 142.53(12) . 4_576 ? O11 Dy1 C1 69.62(11) . 4_576 ? O1 Dy1 C1 26.19(10) 4_576 4_576 ? O7 Dy1 C1 99.09(12) . 4_576 ? O6 Dy1 C1 107.56(11) . 4_576 ? O2 Dy1 C1 26.34(10) 4_576 4_576 ? C3 C4 C5 120.2(4) . . ? C3 C4 C10 119.7(4) . . ? C5 C4 C10 119.8(4) . . ? C10 O6 Dy1 93.4(2) . . ? Dy1 O8 H8C 109.3 . . ? Dy1 O8 H8E 109.3 . . ? H8C O8 H8E 109.5 . . ? Dy1 O10 H10A 109.3 . . ? Dy1 O10 H10C 109.2 . . ? H10A O10 H10C 109.5 . . ? Dy1 O11 H11B 109.4 . . ? Dy1 O11 H11C 109.3 . . ? H11B O11 H11C 109.5 . . ? O6 C10 O7 119.8(4) . . ? O6 C10 C4 120.4(4) . . ? O7 C10 C4 119.8(4) . . ? C3 C2 C7 120.2(4) . . ? C3 C2 C1 119.2(4) . . ? C7 C2 C1 120.3(4) . . ? C4 C3 C2 120.2(4) . . ? C4 C3 H2 119.8 . . ? C2 C3 H2 120.0 . . ? Dy1 O12 H12B 109.4 . . ? Dy1 O12 H12C 109.3 . . ? H12B O12 H12C 109.5 . . ? Dy1 O9 H9B 109.3 . . ? Dy1 O9 H9C 109.3 . . ? H9B O9 H9C 109.5 . . ? C4 C5 C6 119.6(4) . . ? C4 C5 H5 120.1 . . ? C6 C5 H5 120.3 . . ? O5 C6 C7 116.1(4) . . ? O5 C6 C5 123.1(4) . . ? C7 C6 C5 120.7(4) . . ? H14A O14 H14C 109.5 . . ? H13A O13 H13B 109.5 . . ? C10 O7 Dy1 93.6(2) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O13 H13B O12 0.85 2.27 2.792(5) 119.6 3_676 O13 H13A O14 0.85 2.42 3.231(6) 160.2 1_565 O14 H14C O1 0.85 2.07 2.853(5) 153.6 4_565 O14 H14A O4 0.85 2.26 3.056(5) 156.4 4_675 O9 H9C O13 0.85 2.46 3.174(5) 141.6 3_576 O9 H9C O14 0.85 2.22 2.733(5) 118.8 3_566 O9 H9B O7 0.85 1.98 2.764(5) 153.3 2_556 O12 H12C O5 0.85 2.52 3.122(5) 128.2 3_576 O12 H12B O3 0.85 2.23 2.859(5) 130.4 3_576 O11 H11C O13 0.85 2.02 2.780(5) 149.2 4_576 O11 H11B O6 0.85 1.99 2.807(4) 160.0 2_546 O10 H10C O3 0.85 2.45 3.294(5) 170.6 4_686 O10 H10C O4 0.85 2.04 2.670(5) 130.4 4_686 O10 H10A O14 0.85 2.62 3.356(5) 145.7 1_566 O10 H10A O4 0.85 2.31 2.819(4) 118.4 2_546 O8 H8E O7 0.85 2.65 3.387(5) 146.5 2_556 O8 H8E O2 0.85 2.12 2.755(4) 131.7 3_576 O8 H8C O3 0.85 1.96 2.723(4) 148.6 4_686 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.324 _refine_diff_density_min -2.241 _refine_diff_density_rms 0.162 # Attachment '4.cif' data_aa4 _database_code_depnum_ccdc_archive 'CCDC 763955' #TrackingRef '4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H20 Ni4 O20, 4(H2 O)' _chemical_formula_sum 'C20 H28 Ni4 O24' _chemical_formula_weight 887.26 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 12.4166(16) _cell_length_b 19.045(3) _cell_length_c 13.6377(18) _cell_angle_alpha 90.00 _cell_angle_beta 111.917(2) _cell_angle_gamma 90.00 _cell_volume 2991.8(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4215 _cell_measurement_theta_min 2.18 _cell_measurement_theta_max 28.00 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.970 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1808 _exptl_absorpt_coefficient_mu 2.581 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.431 _exptl_absorpt_correction_T_max 0.552 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _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 ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15907 _diffrn_reflns_av_R_equivalents 0.0659 _diffrn_reflns_av_sigmaI/netI 0.0677 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 26.00 _reflns_number_total 5868 _reflns_number_gt 4633 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement 'SMART (Bruker, 2000)' _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0672P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5868 _refine_ls_number_parameters 427 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0643 _refine_ls_R_factor_gt 0.0491 _refine_ls_wR_factor_ref 0.1306 _refine_ls_wR_factor_gt 0.1231 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.013 _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 C1 C 1.3730(4) 0.7096(2) 0.7585(4) 0.0185(10) Uani 1 1 d . . . H1 H 1.4485 0.7270 0.7822 0.022 Uiso 1 1 d R . . C2 C 1.3536(4) 0.6389(2) 0.7388(4) 0.0187(10) Uani 1 1 d . . . C3 C 1.2405(4) 0.6130(2) 0.7010(3) 0.0177(10) Uani 1 1 d . . . H3 H 1.2265 0.5655 0.6854 0.021 Uiso 1 1 d R . . C4 C 1.1488(4) 0.6582(2) 0.6867(4) 0.0185(10) Uani 1 1 d . . . C5 C 1.1679(4) 0.7291(2) 0.7079(3) 0.0165(10) Uani 1 1 d . . . H5 H 1.1055 0.7590 0.6979 0.020 Uiso 1 1 d R . . C6 C 1.2806(4) 0.7557(2) 0.7436(3) 0.0178(10) Uani 1 1 d . . . C7 C 0.9882(4) 0.5989(3) 0.5583(4) 0.0333(13) Uani 1 1 d . . . H7A H 0.9723 0.6332 0.5021 0.040 Uiso 1 1 d R . . H7B H 1.0448 0.5659 0.5522 0.040 Uiso 1 1 d R . . C8 C 0.8785(4) 0.5602(2) 0.5458(4) 0.0246(11) Uani 1 1 d . . . C9 C 1.3025(4) 0.8329(2) 0.7649(4) 0.0178(10) Uani 1 1 d . . . C10 C 1.4522(4) 0.5885(2) 0.7536(4) 0.0196(10) Uani 1 1 d . . . C11 C 0.8556(4) 0.8902(2) 0.7530(3) 0.0180(10) Uani 1 1 d . . . C12 C 0.8769(4) 0.8192(2) 0.7685(4) 0.0189(10) Uani 1 1 d . . . H12 H 0.9521 0.8023 0.7869 0.023 Uiso 1 1 d R . . C13 C 0.7862(4) 0.7726(2) 0.7573(4) 0.0192(10) Uani 1 1 d . . . C14 C 0.6745(4) 0.7983(2) 0.7311(4) 0.0188(10) Uani 1 1 d . . . H14 H 0.6137 0.7680 0.7252 0.023 Uiso 1 1 d R . . C15 C 0.6541(4) 0.8693(2) 0.7135(3) 0.0177(10) Uani 1 1 d . . . C16 C 0.7427(4) 0.9154(2) 0.7230(3) 0.0188(10) Uani 1 1 d . . . H16 H 0.7271 0.9629 0.7094 0.023 Uiso 1 1 d R . . C17 C 0.4835(5) 0.9108(3) 0.5798(4) 0.033 Uani 1 1 d . . . H17A H 0.5353 0.9377 0.5559 0.040 Uiso 1 1 d R . . H17B H 0.4638 0.8678 0.5387 0.040 Uiso 1 1 d R . . C18 C 0.3749(4) 0.9523(3) 0.5611(4) 0.0255(11) Uani 1 1 d . . . C19 C 0.9537(4) 0.9406(2) 0.7670(4) 0.0191(10) Uani 1 1 d . . . C20 C 0.8101(4) 0.6954(2) 0.7687(4) 0.0188(10) Uani 1 1 d . . . Ni1 Ni 0.70932(5) 0.56187(3) 0.81497(5) 0.01750(16) Uani 1 1 d . . . Ni2 Ni 0.79504(5) 0.46399(3) 0.68138(4) 0.01602(16) Uani 1 1 d . . . Ni3 Ni 0.53052(5) 0.44804(3) 0.71000(5) 0.01588(16) Uani 1 1 d . . . Ni4 Ni 0.97072(5) 0.58197(3) 0.77030(5) 0.01660(16) Uani 1 1 d . . . O1 O 1.0353(3) 0.63383(16) 0.6580(2) 0.0189(7) Uani 1 1 d . . . O2 O 0.8226(3) 0.5344(2) 0.4595(3) 0.0394(10) Uani 1 1 d . . . O3 O 0.8488(3) 0.55724(15) 0.6256(2) 0.0190(7) Uani 1 1 d . . . O4 O 1.2154(3) 0.87224(16) 0.7438(3) 0.0232(8) Uani 1 1 d . . . O5 O 1.4059(3) 0.85184(15) 0.8036(2) 0.0221(7) Uani 1 1 d . . . O6 O 1.5537(3) 0.60757(16) 0.8094(3) 0.0251(8) Uani 1 1 d . . . O7 O 1.4252(3) 0.53000(16) 0.7078(3) 0.0267(8) Uani 1 1 d . . . O8 O 0.9118(3) 0.67592(16) 0.7906(3) 0.0288(8) Uani 1 1 d . . . O9 O 0.7237(3) 0.65575(16) 0.7528(3) 0.0318(9) Uani 1 1 d . . . O10 O 1.0552(3) 0.91826(16) 0.8145(3) 0.0240(8) Uani 1 1 d . . . O11 O 0.9255(3) 1.00139(16) 0.7300(3) 0.0249(8) Uani 1 1 d . . . O12 O 0.5412(3) 0.89388(16) 0.6873(2) 0.0205(7) Uani 1 1 d . . . O13 O 0.3156(3) 0.9695(2) 0.4696(3) 0.0361(9) Uani 1 1 d . . . O14 O 0.3518(3) 0.96783(16) 0.6415(2) 0.0196(7) Uani 1 1 d . . . O15 O 0.7821(3) 0.59160(19) 0.9737(3) 0.0328(9) Uani 1 1 d . . . H15B H 0.7900 0.5538 1.0089 0.039 Uiso 1 1 d R . . H15C H 0.7300 0.6153 0.9852 0.039 Uiso 1 1 d R . . O16 O 0.7152(3) 0.41725(18) 0.5314(2) 0.0329(9) Uani 1 1 d . . . H16C H 0.6471 0.4109 0.5307 0.040 Uiso 1 1 d R . . H16B H 0.7344 0.3753 0.5245 0.040 Uiso 1 1 d R . . O17 O 0.6434(3) 0.50799(15) 0.6731(2) 0.0175(7) Uani 1 1 d . . . H17C H 0.6119 0.5341 0.6194 0.021 Uiso 1 1 d R . . O18 O 1.1130(3) 0.61339(18) 0.9025(3) 0.0309(8) Uani 1 1 d . . . H18A H 1.1056 0.5981 0.9582 0.037 Uiso 1 1 d R . . H18C H 1.1749 0.5969 0.8985 0.037 Uiso 1 1 d R . . O19 O 0.4076(3) 0.42914(19) 0.5652(3) 0.0366(10) Uani 1 1 d . . . H19A H 0.3546 0.4035 0.5718 0.044 Uiso 1 1 d R . . H19C H 0.3784 0.4679 0.5366 0.044 Uiso 1 1 d R . . O20 O 0.8640(3) 0.52290(15) 0.8181(2) 0.0171(7) Uani 1 1 d . . . H20C H 0.8997 0.4984 0.8727 0.021 Uiso 1 1 d R . . O21 O 0.4679(6) 0.3318(3) 0.4471(4) 0.110(3) Uani 1 1 d . . . H21A H 0.4352 0.3380 0.3807 0.132 Uiso 1 1 d R . . H21D H 0.4531 0.3665 0.4792 0.132 Uiso 1 1 d R . . O22 O 0.3651(6) 0.2197(4) 0.5302(4) 0.127(3) Uani 1 1 d . . . H22B H 0.3764 0.2430 0.4819 0.153 Uiso 1 1 d R . . H22C H 0.4172 0.1900 0.5565 0.153 Uiso 1 1 d R . . O23 O 0.8220(6) 0.2400(3) 0.0475(4) 0.133(3) Uani 1 1 d . . . H23A H 0.7821 0.2739 0.0113 0.159 Uiso 1 1 d R . . H23B H 0.8897 0.2546 0.0850 0.159 Uiso 1 1 d R . . O24 O 0.9810(3) 0.3946(2) 0.9420(3) 0.0557(13) Uani 1 1 d . . . H24B H 1.0286 0.4150 0.9199 0.067 Uiso 1 1 d R . . H24D H 0.9502 0.3629 0.8967 0.067 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 C1 0.012(2) 0.012(2) 0.032(3) -0.0021(19) 0.008(2) -0.0026(18) C2 0.015(2) 0.017(2) 0.026(2) -0.0012(19) 0.009(2) 0.0011(19) C3 0.015(2) 0.012(2) 0.027(2) 0.0003(18) 0.008(2) -0.0015(18) C4 0.012(2) 0.018(2) 0.027(3) -0.0009(19) 0.007(2) -0.0037(18) C5 0.015(2) 0.011(2) 0.026(2) -0.0003(18) 0.011(2) 0.0021(17) C6 0.016(2) 0.013(2) 0.023(2) -0.0020(18) 0.006(2) -0.0003(18) C7 0.022(3) 0.045(4) 0.031(3) -0.008(2) 0.007(2) -0.016(2) C8 0.022(3) 0.020(3) 0.030(3) 0.000(2) 0.008(2) -0.002(2) C9 0.017(3) 0.012(2) 0.025(2) -0.0035(18) 0.008(2) -0.0022(19) C10 0.016(3) 0.014(2) 0.031(3) 0.000(2) 0.011(2) 0.0019(19) C11 0.021(3) 0.013(2) 0.023(2) -0.0032(18) 0.010(2) -0.0002(19) C12 0.013(2) 0.015(2) 0.029(3) 0.0013(19) 0.008(2) 0.0015(18) C13 0.018(3) 0.011(2) 0.031(3) 0.0016(19) 0.011(2) -0.0001(18) C14 0.015(2) 0.013(2) 0.031(3) 0.0014(19) 0.011(2) -0.0032(18) C15 0.012(2) 0.014(2) 0.026(3) 0.0000(18) 0.0058(19) 0.0024(17) C16 0.018(3) 0.010(2) 0.030(3) 0.0012(19) 0.011(2) 0.0019(18) C17 0.031 0.033 0.030 0.004 0.002 0.012 C18 0.015(3) 0.026(3) 0.031(3) -0.004(2) 0.005(2) -0.005(2) C19 0.022(3) 0.012(2) 0.026(3) -0.0020(18) 0.012(2) 0.0005(19) C20 0.017(3) 0.009(2) 0.030(3) 0.0020(19) 0.009(2) 0.0027(18) Ni1 0.0124(3) 0.0105(3) 0.0294(3) -0.0021(2) 0.0077(3) -0.0012(2) Ni2 0.0118(3) 0.0095(3) 0.0265(3) -0.0005(2) 0.0069(3) -0.0003(2) Ni3 0.0106(3) 0.0091(3) 0.0267(3) -0.0011(2) 0.0055(2) 0.0001(2) Ni4 0.0121(3) 0.0093(3) 0.0282(3) -0.0011(2) 0.0074(2) 0.0002(2) O1 0.0117(17) 0.0183(17) 0.0275(17) -0.0023(13) 0.0081(14) -0.0035(13) O2 0.032(2) 0.055(3) 0.027(2) -0.0120(18) 0.0068(17) -0.0171(19) O3 0.0169(18) 0.0131(16) 0.0261(18) 0.0016(13) 0.0069(14) -0.0033(13) O4 0.0152(18) 0.0110(16) 0.041(2) -0.0067(14) 0.0070(15) 0.0021(13) O5 0.0160(18) 0.0083(15) 0.040(2) -0.0006(14) 0.0079(15) -0.0038(13) O6 0.0124(18) 0.0172(17) 0.044(2) -0.0091(15) 0.0086(15) -0.0010(13) O7 0.0153(18) 0.0123(17) 0.049(2) -0.0100(15) 0.0084(16) -0.0008(13) O8 0.0183(19) 0.0102(17) 0.059(2) -0.0039(15) 0.0157(17) 0.0017(14) O9 0.019(2) 0.0106(17) 0.063(2) 0.0083(16) 0.0131(17) -0.0001(14) O10 0.0130(18) 0.0151(17) 0.042(2) 0.0052(15) 0.0087(15) -0.0005(13) O11 0.0161(18) 0.0109(17) 0.048(2) 0.0046(15) 0.0124(16) -0.0010(13) O12 0.0138(17) 0.0192(17) 0.0294(18) 0.0027(14) 0.0089(14) 0.0053(13) O13 0.023(2) 0.055(3) 0.026(2) 0.0069(18) 0.0045(16) 0.0108(18) O14 0.0172(18) 0.0174(17) 0.0250(17) 0.0020(13) 0.0090(14) 0.0057(13) O15 0.028(2) 0.036(2) 0.034(2) -0.0101(16) 0.0112(17) -0.0003(16) O16 0.033(2) 0.028(2) 0.036(2) -0.0097(16) 0.0107(17) 0.0003(16) O17 0.0164(17) 0.0119(16) 0.0253(17) 0.0054(13) 0.0089(14) 0.0028(13) O18 0.019(2) 0.043(2) 0.0288(19) -0.0031(16) 0.0070(15) 0.0021(16) O19 0.026(2) 0.028(2) 0.042(2) -0.0045(17) -0.0025(17) 0.0069(16) O20 0.0138(17) 0.0130(16) 0.0242(17) 0.0008(13) 0.0068(13) 0.0015(12) O21 0.163(7) 0.072(4) 0.060(3) -0.025(3) 0.001(4) 0.021(4) O22 0.156(7) 0.142(7) 0.072(4) 0.027(4) 0.029(4) -0.039(5) O23 0.211(9) 0.108(6) 0.086(4) -0.037(4) 0.063(5) -0.070(6) O24 0.037(3) 0.086(4) 0.039(2) 0.001(2) 0.008(2) -0.024(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.376(6) . ? C1 C6 1.398(6) . ? C1 H1 0.9303 . ? C2 C3 1.394(6) . ? C2 C10 1.509(6) . ? C3 C4 1.381(6) . ? C3 H3 0.9303 . ? C4 C5 1.382(6) . ? C4 O1 1.394(5) . ? C5 C6 1.395(6) . ? C5 H5 0.9301 . ? C6 C9 1.504(6) . ? C7 O1 1.427(5) . ? C7 C8 1.501(7) . ? C7 H7A 0.9702 . ? C7 H7B 0.9700 . ? C8 O2 1.224(6) . ? C8 O3 1.275(6) . ? C9 O5 1.245(5) . ? C9 O4 1.258(5) . ? C10 O6 1.259(5) . ? C10 O7 1.260(5) . ? C11 C12 1.379(6) . ? C11 C16 1.391(6) . ? C11 C19 1.507(6) . ? C12 C13 1.396(6) . ? C12 H12 0.9302 . ? C13 C14 1.387(6) . ? C13 C20 1.497(6) . ? C14 C15 1.379(6) . ? C14 H14 0.9298 . ? C15 C16 1.375(6) . ? C15 O12 1.393(5) . ? C16 H16 0.9299 . ? C17 O12 1.408(5) . ? C17 C18 1.501(7) . ? C17 H17A 0.9696 . ? C17 H17B 0.9702 . ? C18 O13 1.232(6) . ? C18 O14 1.269(6) . ? C19 O10 1.257(5) . ? C19 O11 1.259(5) . ? C20 O8 1.240(5) . ? C20 O9 1.263(5) . ? Ni1 O9 2.015(3) . ? Ni1 O20 2.045(3) . ? Ni1 O17 2.070(3) . ? Ni1 O15 2.088(3) . ? Ni1 O6 2.094(3) 1_455 ? Ni1 O14 2.114(3) 2_646 ? Ni2 O17 2.025(3) . ? Ni2 O10 2.035(3) 2_746 ? Ni2 O4 2.052(3) 2_746 ? Ni2 O20 2.068(3) . ? Ni2 O16 2.109(3) . ? Ni2 O3 2.135(3) . ? Ni3 O17 2.012(3) . ? Ni3 O19 2.027(3) . ? Ni3 O7 2.029(3) 1_455 ? Ni3 O5 2.031(3) 2_746 ? Ni3 O14 2.042(3) 2_646 ? Ni3 O12 2.179(3) 2_646 ? Ni4 O8 1.991(3) . ? Ni4 O11 2.005(3) 2_746 ? Ni4 O20 2.023(3) . ? Ni4 O3 2.044(3) . ? Ni4 O18 2.086(3) . ? Ni4 O1 2.210(3) . ? O4 Ni2 2.052(3) 2_756 ? O5 Ni3 2.031(3) 2_756 ? O6 Ni1 2.094(3) 1_655 ? O7 Ni3 2.029(3) 1_655 ? O10 Ni2 2.035(3) 2_756 ? O11 Ni4 2.005(3) 2_756 ? O12 Ni3 2.179(3) 2_656 ? O14 Ni3 2.042(3) 2_656 ? O14 Ni1 2.114(3) 2_656 ? O15 H15B 0.8501 . ? O15 H15C 0.8499 . ? O16 H16C 0.8498 . ? O16 H16B 0.8497 . ? O17 H17C 0.8499 . ? O18 H18A 0.8500 . ? O18 H18C 0.8500 . ? O19 H19A 0.8497 . ? O19 H19C 0.8505 . ? O20 H20C 0.8501 . ? O21 H21A 0.8500 . ? O21 H21D 0.8500 . ? O22 H22B 0.8492 . ? O22 H22C 0.8330 . ? O23 H23A 0.8500 . ? O23 H23B 0.8503 . ? O24 H24B 0.8501 . ? O24 H24D 0.8460 . ? 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 C2 C1 C6 120.8(4) . . ? C2 C1 H1 119.7 . . ? C6 C1 H1 119.6 . . ? C1 C2 C3 119.8(4) . . ? C1 C2 C10 121.5(4) . . ? C3 C2 C10 118.6(4) . . ? C4 C3 C2 119.7(4) . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.3 . . ? C3 C4 C5 120.8(4) . . ? C3 C4 O1 121.7(4) . . ? C5 C4 O1 117.4(4) . . ? C4 C5 C6 120.0(4) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.1 . . ? C5 C6 C1 119.0(4) . . ? C5 C6 C9 120.6(4) . . ? C1 C6 C9 120.4(4) . . ? O1 C7 C8 111.7(4) . . ? O1 C7 H7A 109.3 . . ? C8 C7 H7A 109.4 . . ? O1 C7 H7B 109.3 . . ? C8 C7 H7B 109.1 . . ? H7A C7 H7B 108.0 . . ? O2 C8 O3 124.2(5) . . ? O2 C8 C7 118.2(5) . . ? O3 C8 C7 117.6(4) . . ? O5 C9 O4 125.9(4) . . ? O5 C9 C6 116.7(4) . . ? O4 C9 C6 117.4(4) . . ? O6 C10 O7 125.2(4) . . ? O6 C10 C2 118.4(4) . . ? O7 C10 C2 116.4(4) . . ? C12 C11 C16 119.9(4) . . ? C12 C11 C19 120.4(4) . . ? C16 C11 C19 119.8(4) . . ? C11 C12 C13 120.4(4) . . ? C11 C12 H12 119.8 . . ? C13 C12 H12 119.8 . . ? C14 C13 C12 119.5(4) . . ? C14 C13 C20 121.0(4) . . ? C12 C13 C20 119.5(4) . . ? C15 C14 C13 119.5(4) . . ? C15 C14 H14 120.2 . . ? C13 C14 H14 120.3 . . ? C16 C15 C14 121.4(4) . . ? C16 C15 O12 120.2(4) . . ? C14 C15 O12 118.4(4) . . ? C15 C16 C11 119.4(4) . . ? C15 C16 H16 120.3 . . ? C11 C16 H16 120.4 . . ? O12 C17 C18 111.9(4) . . ? O12 C17 H17A 109.2 . . ? C18 C17 H17A 109.3 . . ? O12 C17 H17B 109.2 . . ? C18 C17 H17B 109.2 . . ? H17A C17 H17B 107.9 . . ? O13 C18 O14 124.8(5) . . ? O13 C18 C17 118.1(5) . . ? O14 C18 C17 117.0(4) . . ? O10 C19 O11 126.4(4) . . ? O10 C19 C11 117.2(4) . . ? O11 C19 C11 116.3(4) . . ? O8 C20 O9 125.9(4) . . ? O8 C20 C13 117.6(4) . . ? O9 C20 C13 116.5(4) . . ? O9 Ni1 O20 95.81(13) . . ? O9 Ni1 O17 96.50(13) . . ? O20 Ni1 O17 83.13(12) . . ? O9 Ni1 O15 97.08(15) . . ? O20 Ni1 O15 92.12(13) . . ? O17 Ni1 O15 166.00(13) . . ? O9 Ni1 O6 80.86(13) . 1_455 ? O20 Ni1 O6 176.63(13) . 1_455 ? O17 Ni1 O6 97.74(12) . 1_455 ? O15 Ni1 O6 87.77(13) . 1_455 ? O9 Ni1 O14 165.23(13) . 2_646 ? O20 Ni1 O14 96.84(12) . 2_646 ? O17 Ni1 O14 77.53(12) . 2_646 ? O15 Ni1 O14 90.04(13) . 2_646 ? O6 Ni1 O14 86.53(13) 1_455 2_646 ? O17 Ni2 O10 178.27(13) . 2_746 ? O17 Ni2 O4 98.61(12) . 2_746 ? O10 Ni2 O4 81.30(13) 2_746 2_746 ? O17 Ni2 O20 83.64(12) . . ? O10 Ni2 O20 98.09(12) 2_746 . ? O4 Ni2 O20 95.46(12) 2_746 . ? O17 Ni2 O16 91.72(13) . . ? O10 Ni2 O16 86.56(13) 2_746 . ? O4 Ni2 O16 91.66(13) 2_746 . ? O20 Ni2 O16 172.01(13) . . ? O17 Ni2 O3 92.51(12) . . ? O10 Ni2 O3 87.82(13) 2_746 . ? O4 Ni2 O3 166.38(12) 2_746 . ? O20 Ni2 O3 77.91(12) . . ? O16 Ni2 O3 95.86(13) . . ? O17 Ni3 O19 101.48(15) . . ? O17 Ni3 O7 93.72(13) . 1_455 ? O19 Ni3 O7 82.83(13) . 1_455 ? O17 Ni3 O5 99.11(13) . 2_746 ? O19 Ni3 O5 85.86(13) . 2_746 ? O7 Ni3 O5 164.35(13) 1_455 2_746 ? O17 Ni3 O14 80.53(12) . 2_646 ? O19 Ni3 O14 177.29(15) . 2_646 ? O7 Ni3 O14 95.26(13) 1_455 2_646 ? O5 Ni3 O14 95.65(13) 2_746 2_646 ? O17 Ni3 O12 156.80(12) . 2_646 ? O19 Ni3 O12 101.66(14) . 2_646 ? O7 Ni3 O12 87.61(13) 1_455 2_646 ? O5 Ni3 O12 84.12(12) 2_746 2_646 ? O14 Ni3 O12 76.29(12) 2_646 2_646 ? O8 Ni4 O11 163.33(13) . 2_746 ? O8 Ni4 O20 97.81(13) . . ? O11 Ni4 O20 94.23(13) 2_746 . ? O8 Ni4 O3 99.38(13) . . ? O11 Ni4 O3 93.83(13) 2_746 . ? O20 Ni4 O3 81.08(12) . . ? O8 Ni4 O18 81.89(14) . . ? O11 Ni4 O18 83.31(13) 2_746 . ? O20 Ni4 O18 109.04(13) . . ? O3 Ni4 O18 169.61(14) . . ? O8 Ni4 O1 86.68(13) . . ? O11 Ni4 O1 86.61(13) 2_746 . ? O20 Ni4 O1 157.39(12) . . ? O3 Ni4 O1 76.32(12) . . ? O18 Ni4 O1 93.51(13) . . ? C4 O1 C7 115.8(4) . . ? C4 O1 Ni4 123.0(3) . . ? C7 O1 Ni4 109.0(3) . . ? C8 O3 Ni4 117.9(3) . . ? C8 O3 Ni2 124.7(3) . . ? Ni4 O3 Ni2 93.75(12) . . ? C9 O4 Ni2 127.0(3) . 2_756 ? C9 O5 Ni3 126.6(3) . 2_756 ? C10 O6 Ni1 127.1(3) . 1_655 ? C10 O7 Ni3 128.4(3) . 1_655 ? C20 O8 Ni4 129.0(3) . . ? C20 O9 Ni1 131.4(3) . . ? C19 O10 Ni2 126.8(3) . 2_756 ? C19 O11 Ni4 128.4(3) . 2_756 ? C15 O12 C17 114.6(4) . . ? C15 O12 Ni3 127.5(3) . 2_656 ? C17 O12 Ni3 113.0(3) . 2_656 ? C18 O14 Ni3 120.4(3) . 2_656 ? C18 O14 Ni1 131.3(3) . 2_656 ? Ni3 O14 Ni1 94.43(13) 2_656 2_656 ? Ni1 O15 H15B 105.7 . . ? Ni1 O15 H15C 105.7 . . ? H15B O15 H15C 106.3 . . ? Ni2 O16 H16C 100.1 . . ? Ni2 O16 H16B 117.0 . . ? H16C O16 H16B 100.6 . . ? Ni3 O17 Ni2 118.12(14) . . ? Ni3 O17 Ni1 96.73(13) . . ? Ni2 O17 Ni1 96.78(12) . . ? Ni3 O17 H17C 114.1 . . ? Ni2 O17 H17C 114.1 . . ? Ni1 O17 H17C 114.2 . . ? Ni4 O18 H18A 109.6 . . ? Ni4 O18 H18C 109.4 . . ? H18A O18 H18C 109.5 . . ? Ni3 O19 H19A 109.3 . . ? Ni3 O19 H19C 109.3 . . ? H19A O19 H19C 109.5 . . ? Ni4 O20 Ni1 120.97(14) . . ? Ni4 O20 Ni2 96.40(12) . . ? Ni1 O20 Ni2 96.22(12) . . ? Ni4 O20 H20C 113.4 . . ? Ni1 O20 H20C 113.4 . . ? Ni2 O20 H20C 113.4 . . ? H21A O21 H21D 109.4 . . ? H22B O22 H22C 111.2 . . ? H23A O23 H23B 109.4 . . ? H24B O24 H24D 104.6 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O15 H15B O13 0.85 2.16 2.860(5) 139.2 2_646 O15 H15C O22 0.85 2.28 3.036(7) 148.1 2_656 O16 H16C O21 0.85 2.57 3.280(7) 141.2 . O16 H16B O23 0.85 2.42 3.250(7) 166.3 4_566 O17 H17C O19 0.85 2.54 3.296(5) 149.3 3_666 O18 H18A O24 0.85 2.03 2.781(5) 146.8 3_767 O18 H18C O13 0.85 2.08 2.817(5) 144.7 4_676 O19 H19A O2 0.85 2.39 2.836(5) 113.2 3_666 O19 H19C O16 0.85 2.49 3.334(5) 173.7 3_666 O20 H20C O24 0.85 2.26 3.017(5) 148.4 . O21 H21A O9 0.85 2.13 2.882(6) 147.1 3_666 O21 H21D O19 0.85 1.90 2.738(6) 167.8 . O22 H22B O21 0.85 2.19 2.926(9) 145.4 . O22 H22C O6 0.83 2.33 2.951(7) 131.5 2_746 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.376 _refine_diff_density_min -0.759 _refine_diff_density_rms 0.128 # Attachment '5.cif' data_81031bm _database_code_depnum_ccdc_archive 'CCDC 763956' #TrackingRef '5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C15 H10 Cu2 N O8' _chemical_formula_sum 'C15 H10 Cu2 N O8' _chemical_formula_weight 459.32 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 Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.318(2) _cell_length_b 10.011(2) _cell_length_c 10.856(3) _cell_angle_alpha 62.661(4) _cell_angle_beta 72.166(5) _cell_angle_gamma 75.526(5) _cell_volume 757.9(3) _cell_formula_units_Z 2 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 445 _cell_measurement_theta_min 2.59 _cell_measurement_theta_max 20.24 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.013 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 458 _exptl_absorpt_coefficient_mu 2.855 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.417 _exptl_absorpt_correction_T_max 0.534 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(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 ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3795 _diffrn_reflns_av_R_equivalents 0.0269 _diffrn_reflns_av_sigmaI/netI 0.0702 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.17 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2617 _reflns_number_gt 1894 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement 'SMART (Bruker, 2000)' _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0600P)^2^+1.9900P] 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 2617 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0860 _refine_ls_R_factor_gt 0.0610 _refine_ls_wR_factor_ref 0.1329 _refine_ls_wR_factor_gt 0.1279 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _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 C1 C 0.1362(9) 0.6751(8) 0.4421(8) 0.0389(17) Uani 1 1 d . . . C2 C 0.1071(10) 0.8304(8) 0.3720(8) 0.0449(19) Uani 1 1 d . . . H2 H 0.0590 0.8895 0.4231 0.054 Uiso 1 1 calc R . . C3 C 0.1511(9) 0.9001(8) 0.2206(8) 0.0392(17) Uani 1 1 d . . . C4 C 0.2233(9) 0.8069(8) 0.1483(8) 0.045(2) Uani 1 1 d . . . H4 H 0.2563 0.8501 0.0496 0.054 Uiso 1 1 calc R . . C5 C 0.2462(11) 0.6511(9) 0.2221(9) 0.049(2) Uani 1 1 d . . . C6 C 0.2064(10) 0.5845(8) 0.3662(8) 0.0409(17) Uani 1 1 d . . . H6 H 0.2254 0.4796 0.4144 0.049 Uiso 1 1 calc R . . C7 C 0.0997(10) 0.6017(9) 0.6031(8) 0.048(2) Uani 1 1 d . . . C8 C 0.1175(10) 1.0688(8) 0.1407(8) 0.0431(19) Uani 1 1 d . . . C9 C 0.4283(9) 0.4407(8) 0.1811(8) 0.0410(18) Uani 1 1 d . . . H9A H 0.4415 0.3842 0.1253 0.049 Uiso 1 1 calc R . . H9B H 0.3861 0.3759 0.2800 0.049 Uiso 1 1 calc R . . C10 C 0.6014(9) 0.4798(8) 0.1643(7) 0.0352(16) Uani 1 1 d . . . C11 C 0.2667(10) 0.0624(9) 0.7521(9) 0.0441(18) Uani 1 1 d . . . H11 H 0.1783 0.0251 0.8303 0.053 Uiso 1 1 calc R . . C12 C 0.3298(10) -0.0127(8) 0.6664(8) 0.0386(17) Uani 1 1 d . . . H12 H 0.2828 -0.0970 0.6852 0.046 Uiso 1 1 calc R . . C13 C 0.4631(10) 0.0371(10) 0.5521(8) 0.048(2) Uani 1 1 d . . . C14 C 0.5268(10) 0.1628(9) 0.5310(8) 0.0416(18) Uani 1 1 d . . . H14 H 0.6175 0.2005 0.4553 0.050 Uiso 1 1 calc R . . C15 C 0.4542(10) 0.2321(8) 0.6236(8) 0.0378(17) Uani 1 1 d . . . H15 H 0.4998 0.3152 0.6094 0.045 Uiso 1 1 calc R . . Cu1 Cu 0.01236(10) 0.63577(9) 0.85802(9) 0.0302(2) Uani 1 1 d . . . Cu2 Cu 0.18574(11) 0.30742(9) 0.84323(9) 0.0343(3) Uani 1 1 d . . . N1 N 0.3235(7) 0.1856(7) 0.7311(7) 0.0388(14) Uani 1 1 d . . . O1 O 0.0527(7) 1.1458(5) 0.2062(6) 0.0431(13) Uani 1 1 d . . . O2 O 0.1681(7) 1.1139(6) 0.0066(6) 0.0472(14) Uani 1 1 d . . . O3 O 0.7159(6) 0.3672(5) 0.1935(5) 0.0401(12) Uani 1 1 d . . . O4 O 0.6209(6) 0.6148(5) 0.1209(5) 0.0404(12) Uani 1 1 d . . . O5 O 0.1764(7) 0.4700(6) 0.6541(6) 0.0542(15) Uani 1 1 d . . . O6 O 0.0019(7) 0.6733(6) 0.6695(5) 0.0503(14) Uani 1 1 d . . . O7 O -0.0009(7) 0.4132(5) 0.9417(5) 0.0412(12) Uani 1 1 d . . . H7A H -0.0955 0.4003 0.9366 0.049 Uiso 1 1 d R . . O8 O 0.3062(7) 0.5711(6) 0.1372(6) 0.0454(13) 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 C1 0.039(4) 0.030(4) 0.036(4) -0.005(3) -0.010(3) 0.001(3) C2 0.049(5) 0.027(4) 0.046(5) -0.017(3) 0.014(4) -0.009(3) C3 0.027(4) 0.032(4) 0.047(4) -0.014(3) -0.003(3) 0.005(3) C4 0.035(4) 0.029(4) 0.039(4) 0.005(3) -0.001(3) 0.001(3) C5 0.047(5) 0.035(4) 0.050(5) -0.017(4) 0.007(4) -0.003(3) C6 0.043(4) 0.027(4) 0.045(4) -0.007(3) -0.015(4) 0.000(3) C7 0.038(4) 0.040(5) 0.040(4) -0.006(4) 0.007(4) -0.003(3) C8 0.035(4) 0.033(4) 0.044(5) -0.009(4) -0.010(4) 0.013(3) C9 0.030(4) 0.034(4) 0.042(4) -0.006(3) 0.002(3) -0.009(3) C10 0.026(4) 0.033(4) 0.034(4) -0.007(3) -0.004(3) -0.003(3) C11 0.032(4) 0.048(5) 0.047(5) -0.022(4) -0.004(3) 0.001(3) C12 0.048(5) 0.036(4) 0.037(4) -0.021(3) -0.006(3) -0.007(3) C13 0.043(5) 0.055(5) 0.040(4) -0.020(4) -0.005(4) -0.003(4) C14 0.034(4) 0.052(5) 0.031(4) -0.021(4) -0.001(3) 0.007(3) C15 0.045(4) 0.026(4) 0.049(4) -0.020(3) -0.015(4) -0.003(3) Cu1 0.0256(4) 0.0203(4) 0.0358(5) -0.0094(3) -0.0023(4) 0.0018(3) Cu2 0.0377(5) 0.0180(4) 0.0347(5) -0.0087(4) 0.0005(4) 0.0018(3) N1 0.028(3) 0.031(3) 0.044(4) -0.013(3) -0.002(3) 0.005(2) O1 0.048(3) 0.025(3) 0.048(3) -0.018(2) -0.003(3) 0.006(2) O2 0.039(3) 0.034(3) 0.041(3) -0.007(2) 0.001(2) 0.009(2) O3 0.032(3) 0.038(3) 0.032(3) -0.014(2) 0.011(2) 0.003(2) O4 0.041(3) 0.037(3) 0.042(3) -0.013(2) -0.015(2) -0.003(2) O5 0.042(3) 0.047(3) 0.050(3) -0.008(3) -0.009(3) 0.009(3) O6 0.051(3) 0.046(3) 0.031(3) -0.015(2) 0.008(3) 0.007(3) O7 0.039(3) 0.024(2) 0.036(3) -0.003(2) 0.003(2) 0.002(2) O8 0.038(3) 0.044(3) 0.041(3) -0.010(2) -0.006(2) -0.003(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.376(10) . ? C1 C6 1.404(11) . ? C1 C7 1.514(11) . ? C2 C3 1.425(11) . ? C2 H2 0.9300 . ? C3 C4 1.396(11) . ? C3 C8 1.500(10) . ? C4 C5 1.382(10) . ? C4 H4 0.9300 . ? C5 C6 1.355(11) . ? C5 O8 1.391(10) . ? C6 H6 0.9300 . ? C7 O6 1.233(9) . ? C7 O5 1.256(9) . ? C8 O1 1.205(9) . ? C8 O2 1.271(9) . ? C9 O8 1.423(9) . ? C9 C10 1.522(9) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 O4 1.246(8) . ? C10 O3 1.264(8) . ? C11 N1 1.327(10) . ? C11 C12 1.361(10) . ? C11 H11 0.9300 . ? C12 C13 1.373(11) . ? C12 H12 0.9300 . ? C13 C14 1.382(12) . ? C13 C13 1.525(16) 2_656 ? C14 C15 1.384(10) . ? C14 H14 0.9300 . ? C15 N1 1.318(10) . ? C15 H15 0.9300 . ? Cu1 O6 1.929(6) . ? Cu1 O1 1.949(5) 2_576 ? Cu1 O7 1.973(5) 2_567 ? Cu1 O7 2.001(5) . ? Cu1 O3 2.152(5) 2_666 ? Cu1 Cu1 3.0213(17) 2_567 ? Cu2 O2 1.936(5) 1_546 ? Cu2 O5 1.959(5) . ? Cu2 O7 1.969(5) . ? Cu2 N1 2.023(6) . ? Cu2 O4 2.152(5) 2_666 ? O1 Cu1 1.949(5) 2_576 ? O2 Cu2 1.936(5) 1_564 ? O3 Cu1 2.152(5) 2_666 ? O4 Cu2 2.152(5) 2_666 ? O7 Cu1 1.973(5) 2_567 ? O7 H7A 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 C2 C1 C6 120.8(7) . . ? C2 C1 C7 119.5(7) . . ? C6 C1 C7 119.6(6) . . ? C1 C2 C3 119.5(7) . . ? C1 C2 H2 120.3 . . ? C3 C2 H2 120.3 . . ? C4 C3 C2 118.3(6) . . ? C4 C3 C8 120.8(7) . . ? C2 C3 C8 120.9(7) . . ? C5 C4 C3 120.6(7) . . ? C5 C4 H4 119.7 . . ? C3 C4 H4 119.7 . . ? C6 C5 C4 121.2(8) . . ? C6 C5 O8 123.9(7) . . ? C4 C5 O8 114.8(7) . . ? C5 C6 C1 119.5(7) . . ? C5 C6 H6 120.3 . . ? C1 C6 H6 120.3 . . ? O6 C7 O5 127.1(8) . . ? O6 C7 C1 119.0(7) . . ? O5 C7 C1 113.9(7) . . ? O1 C8 O2 127.4(7) . . ? O1 C8 C3 119.2(7) . . ? O2 C8 C3 113.4(7) . . ? O8 C9 C10 112.9(6) . . ? O8 C9 H9A 109.0 . . ? C10 C9 H9A 109.0 . . ? O8 C9 H9B 109.0 . . ? C10 C9 H9B 109.0 . . ? H9A C9 H9B 107.8 . . ? O4 C10 O3 125.9(7) . . ? O4 C10 C9 119.6(6) . . ? O3 C10 C9 114.5(6) . . ? N1 C11 C12 124.1(8) . . ? N1 C11 H11 117.9 . . ? C12 C11 H11 117.9 . . ? C11 C12 C13 119.5(7) . . ? C11 C12 H12 120.3 . . ? C13 C12 H12 120.3 . . ? C12 C13 C14 117.1(7) . . ? C12 C13 C13 122.8(9) . 2_656 ? C14 C13 C13 120.1(9) . 2_656 ? C13 C14 C15 119.4(7) . . ? C13 C14 H14 120.3 . . ? C15 C14 H14 120.3 . . ? N1 C15 C14 123.0(7) . . ? N1 C15 H15 118.5 . . ? C14 C15 H15 118.5 . . ? O6 Cu1 O1 84.2(2) . 2_576 ? O6 Cu1 O7 173.9(2) . 2_567 ? O1 Cu1 O7 97.8(2) 2_576 2_567 ? O6 Cu1 O7 95.2(2) . . ? O1 Cu1 O7 161.8(2) 2_576 . ? O7 Cu1 O7 81.0(2) 2_567 . ? O6 Cu1 O3 94.4(2) . 2_666 ? O1 Cu1 O3 98.2(2) 2_576 2_666 ? O7 Cu1 O3 91.0(2) 2_567 2_666 ? O7 Cu1 O3 99.9(2) . 2_666 ? O6 Cu1 Cu1 135.23(18) . 2_567 ? O1 Cu1 Cu1 135.88(16) 2_576 2_567 ? O7 Cu1 Cu1 40.85(14) 2_567 2_567 ? O7 Cu1 Cu1 40.17(15) . 2_567 ? O3 Cu1 Cu1 97.22(13) 2_666 2_567 ? O2 Cu2 O5 161.8(3) 1_546 . ? O2 Cu2 O7 92.9(2) 1_546 . ? O5 Cu2 O7 93.7(2) . . ? O2 Cu2 N1 85.7(2) 1_546 . ? O5 Cu2 N1 83.3(2) . . ? O7 Cu2 N1 164.2(2) . . ? O2 Cu2 O4 99.9(2) 1_546 2_666 ? O5 Cu2 O4 96.6(2) . 2_666 ? O7 Cu2 O4 93.0(2) . 2_666 ? N1 Cu2 O4 102.8(2) . 2_666 ? C15 N1 C11 116.8(7) . . ? C15 N1 Cu2 123.7(5) . . ? C11 N1 Cu2 118.8(5) . . ? C8 O1 Cu1 131.2(5) . 2_576 ? C8 O2 Cu2 136.4(5) . 1_564 ? C10 O3 Cu1 128.8(5) . 2_666 ? C10 O4 Cu2 125.7(4) . 2_666 ? C7 O5 Cu2 137.2(6) . . ? C7 O6 Cu1 122.8(5) . . ? Cu2 O7 Cu1 118.8(2) . 2_567 ? Cu2 O7 Cu1 112.4(2) . . ? Cu1 O7 Cu1 99.0(2) 2_567 . ? Cu2 O7 H7A 109.0 . . ? Cu1 O7 H7A 108.1 2_567 . ? Cu1 O7 H7A 108.9 . . ? C5 O8 C9 117.4(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 C6 C1 C2 C3 -0.9(12) . . . . ? C7 C1 C2 C3 176.2(7) . . . . ? C1 C2 C3 C4 -0.1(12) . . . . ? C1 C2 C3 C8 178.6(7) . . . . ? C2 C3 C4 C5 2.0(11) . . . . ? C8 C3 C4 C5 -176.7(7) . . . . ? C3 C4 C5 C6 -2.9(13) . . . . ? C3 C4 C5 O8 174.9(7) . . . . ? C4 C5 C6 C1 1.8(13) . . . . ? O8 C5 C6 C1 -175.9(7) . . . . ? C2 C1 C6 C5 0.2(12) . . . . ? C7 C1 C6 C5 -177.0(7) . . . . ? C2 C1 C7 O6 20.5(12) . . . . ? C6 C1 C7 O6 -162.3(8) . . . . ? C2 C1 C7 O5 -159.4(8) . . . . ? C6 C1 C7 O5 17.8(11) . . . . ? C4 C3 C8 O1 178.9(7) . . . . ? C2 C3 C8 O1 0.1(11) . . . . ? C4 C3 C8 O2 -3.1(11) . . . . ? C2 C3 C8 O2 178.2(7) . . . . ? O8 C9 C10 O4 2.5(10) . . . . ? O8 C9 C10 O3 -175.6(6) . . . . ? N1 C11 C12 C13 1.6(12) . . . . ? C11 C12 C13 C14 0.2(11) . . . . ? C11 C12 C13 C13 -177.8(9) . . . 2_656 ? C12 C13 C14 C15 -0.4(11) . . . . ? C13 C13 C14 C15 177.7(9) 2_656 . . . ? C13 C14 C15 N1 -1.3(11) . . . . ? C14 C15 N1 C11 3.0(11) . . . . ? C14 C15 N1 Cu2 -167.2(5) . . . . ? C12 C11 N1 C15 -3.2(11) . . . . ? C12 C11 N1 Cu2 167.5(6) . . . . ? O2 Cu2 N1 C15 -144.3(6) 1_546 . . . ? O5 Cu2 N1 C15 50.1(6) . . . . ? O7 Cu2 N1 C15 130.1(8) . . . . ? O4 Cu2 N1 C15 -45.1(6) 2_666 . . . ? O2 Cu2 N1 C11 45.6(6) 1_546 . . . ? O5 Cu2 N1 C11 -119.9(6) . . . . ? O7 Cu2 N1 C11 -40.0(11) . . . . ? O4 Cu2 N1 C11 144.9(6) 2_666 . . . ? O2 C8 O1 Cu1 3.1(13) . . . 2_576 ? C3 C8 O1 Cu1 -179.2(5) . . . 2_576 ? O1 C8 O2 Cu2 4.4(14) . . . 1_564 ? C3 C8 O2 Cu2 -173.5(5) . . . 1_564 ? O4 C10 O3 Cu1 -13.7(11) . . . 2_666 ? C9 C10 O3 Cu1 164.2(5) . . . 2_666 ? O3 C10 O4 Cu2 -25.0(11) . . . 2_666 ? C9 C10 O4 Cu2 157.1(5) . . . 2_666 ? O6 C7 O5 Cu2 3.4(15) . . . . ? C1 C7 O5 Cu2 -176.8(5) . . . . ? O2 Cu2 O5 C7 118.1(10) 1_546 . . . ? O7 Cu2 O5 C7 6.8(9) . . . . ? N1 Cu2 O5 C7 171.2(9) . . . . ? O4 Cu2 O5 C7 -86.7(9) 2_666 . . . ? O5 C7 O6 Cu1 25.6(13) . . . . ? C1 C7 O6 Cu1 -154.2(6) . . . . ? O1 Cu1 O6 C7 144.8(7) 2_576 . . . ? O7 Cu1 O6 C7 -53.4(7) . . . . ? O3 Cu1 O6 C7 47.0(7) 2_666 . . . ? Cu1 Cu1 O6 C7 -57.9(7) 2_567 . . . ? O2 Cu2 O7 Cu1 41.8(3) 1_546 . . 2_567 ? O5 Cu2 O7 Cu1 -155.1(3) . . . 2_567 ? N1 Cu2 O7 Cu1 126.4(8) . . . 2_567 ? O4 Cu2 O7 Cu1 -58.4(3) 2_666 . . 2_567 ? O2 Cu2 O7 Cu1 156.5(3) 1_546 . . . ? O5 Cu2 O7 Cu1 -40.4(3) . . . . ? N1 Cu2 O7 Cu1 -118.9(8) . . . . ? O4 Cu2 O7 Cu1 56.4(3) 2_666 . . . ? O6 Cu1 O7 Cu2 58.6(3) . . . . ? O1 Cu1 O7 Cu2 146.0(6) 2_576 . . . ? O7 Cu1 O7 Cu2 -126.3(4) 2_567 . . . ? O3 Cu1 O7 Cu2 -36.8(3) 2_666 . . . ? Cu1 Cu1 O7 Cu2 -126.3(4) 2_567 . . . ? O6 Cu1 O7 Cu1 -175.1(2) . . . 2_567 ? O1 Cu1 O7 Cu1 -87.7(7) 2_576 . . 2_567 ? O7 Cu1 O7 Cu1 0.0 2_567 . . 2_567 ? O3 Cu1 O7 Cu1 89.5(2) 2_666 . . 2_567 ? C6 C5 O8 C9 -41.4(11) . . . . ? C4 C5 O8 C9 140.9(7) . . . . ? C10 C9 O8 C5 -70.5(8) . . . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.848 _refine_diff_density_min -0.938 _refine_diff_density_rms 0.117