# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name R.Jones 'Xiaoping Yang' D.Lam C.Chan J.Stanley B.Holliday ; Wai-Kwok Wong ; _publ_contact_author_name 'Jones, Richard' _publ_contact_author_email rajones@mail.utexas.edu # Attachment '- Complex-1.CIF' data_complex-1 _database_code_depnum_ccdc_archive 'CCDC 828771' #TrackingRef '- Complex-1.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C16 H20 Eu N O8), 2(C H3 O0.50), 2(O)' _chemical_formula_sum 'C34 H46 Eu2 N2 O19' _chemical_formula_weight 1090.65 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' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.815(5) _cell_length_b 12.074(5) _cell_length_c 13.158(4) _cell_angle_alpha 108.260(5) _cell_angle_beta 90.776(4) _cell_angle_gamma 98.218(5) _cell_volume 1313.7(10) _cell_formula_units_Z 1 _cell_measurement_temperature 223(1) _cell_measurement_reflns_used 3846 _cell_measurement_theta_min 1.6329 _cell_measurement_theta_max 31.7418 _exptl_crystal_description Block _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.379 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 542 _exptl_absorpt_coefficient_mu 2.426 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.5752 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'DENZO and Scalepack (Otwinoski and Minor, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(1) _diffrn_radiation_wavelength 0.710747 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Sealed tube' _diffrn_radiation_monochromator 'Graphite Monochromator' _diffrn_measurement_device_type 'Mercury2 (2x2 bin mode)' _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean 13.6612 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11444 _diffrn_reflns_av_R_equivalents 0.0526 _diffrn_reflns_av_sigmaI/netI 0.0703 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4626 _reflns_number_gt 3975 _reflns_threshold_expression >2sigma(I) _publ_section_acknowledgements ; The data were collected using instrumentation purchased with funds provided by the National Science Foundation Grant No. 0741973. ; _publ_section_references ; Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. Sir97. (1999) J. Appl. Cryst. 32, 115-119. Otwinowski, Z. and Minor, W. (1997). Methods in Enzymology, 276, Macromolecular Crystallography, part A, 307-326, C. W. Carter, Jr. and R. M. Sweets, Eds., Academic Press. Sheldrick, G. M. (1998). SHELXTL/PC. Release 5.10. Siemens Analytical X-ray Instruments, Inc., Madison, WI, USA. ; _computing_data_collection 'Collect software, Nonius B.V. 1998' _computing_cell_refinement 'Collect software, Nonius B.V. 1998' _computing_data_reduction ; DENZO and Scalepack (Otwinoski and Minor, 1997) ; _computing_structure_solution ; SIR97 - Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. ; _computing_structure_refinement 'XL SHELXTL/PC, Siemens Analytical' _computing_molecular_graphics 'XP SHELXTL/PC, Siemens Analytical' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Restraints 32: The bond lengths of the uncoordinate EtOH are fixed; ISOR was applied to uncoordinate H2O and EtOH atoms to allow their Uij components approximate to isotropic behavior. Hydrogen atoms of all water molecules were not added. ; _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^)+(0.0961P)^2^+2.4904P] 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 SHELXL _refine_ls_extinction_coef 0.0124(16) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4626 _refine_ls_number_parameters 281 _refine_ls_number_restraints 32 _refine_ls_R_factor_all 0.0701 _refine_ls_R_factor_gt 0.0566 _refine_ls_wR_factor_ref 0.1857 _refine_ls_wR_factor_gt 0.1595 _refine_ls_goodness_of_fit_ref 1.190 _refine_ls_restrained_S_all 1.191 _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 Eu1 Eu 0.06791(5) 0.16489(4) 0.09532(3) 0.0327(2) Uani 1 1 d . . . N1 N 0.2123(9) 0.5235(7) 0.0258(6) 0.0375(18) Uani 1 1 d . . . O1 O -0.0398(8) 0.3127(6) 0.2688(5) 0.0422(16) Uani 1 1 d . . . O2 O 0.1017(7) 0.3693(5) 0.1134(5) 0.0377(15) Uani 1 1 d . . . O3 O 0.3539(8) 0.2264(6) 0.1002(6) 0.0476(17) Uani 1 1 d . . . O4 O 0.2554(8) 0.2071(7) 0.2479(6) 0.0534(19) Uani 1 1 d . . . O5 O 0.1138(9) 0.1456(6) -0.0879(5) 0.0451(16) Uani 1 1 d . . . O6 O 0.0725(8) -0.0471(6) -0.1876(5) 0.0439(16) Uani 1 1 d . . . O7 O -0.1835(8) 0.2044(6) 0.0400(6) 0.0441(16) Uani 1 1 d . . . O8 O -0.1610(7) 0.0182(5) -0.0315(5) 0.0383(15) Uani 1 1 d . . . C1 C -0.0717(14) 0.2902(10) 0.3696(8) 0.049(3) Uani 1 1 d . . . H1B H -0.0192 0.3545 0.4280 0.073 Uiso 1 1 calc R . . H1C H -0.0367 0.2183 0.3688 0.073 Uiso 1 1 calc R . . H1D H -0.1803 0.2832 0.3782 0.073 Uiso 1 1 calc R . . C2 C -0.0436(11) 0.4266(8) 0.2658(8) 0.038(2) Uani 1 1 d . . . C3 C -0.1125(11) 0.5117(9) 0.3389(8) 0.044(2) Uani 1 1 d . . . H3A H -0.1644 0.4941 0.3943 0.053 Uiso 1 1 calc R . . C4 C -0.1032(14) 0.6227(10) 0.3287(10) 0.060(3) Uani 1 1 d . . . H4A H -0.1509 0.6789 0.3774 0.072 Uiso 1 1 calc R . . C5 C -0.0248(13) 0.6535(9) 0.2478(9) 0.053(3) Uani 1 1 d . . . H5A H -0.0189 0.7291 0.2428 0.064 Uiso 1 1 calc R . . C6 C 0.0457(10) 0.5665(8) 0.1735(8) 0.036(2) Uani 1 1 d . . . C7 C 0.0359(10) 0.4513(8) 0.1819(7) 0.034(2) Uani 1 1 d . . . C8 C 0.1387(11) 0.5988(9) 0.0934(8) 0.044(2) Uani 1 1 d . . . H8A H 0.1460 0.6752 0.0902 0.052 Uiso 1 1 calc R . . C9 C 0.3234(11) 0.5536(9) -0.0491(9) 0.043(2) Uani 1 1 d . . . H9A H 0.3099 0.6286 -0.0575 0.051 Uiso 1 1 calc R . . H9B H 0.3059 0.4935 -0.1190 0.051 Uiso 1 1 calc R . . C10 C 0.4855(13) 0.5609(10) -0.0037(11) 0.057(3) Uani 1 1 d . . . H10A H 0.5588 0.5796 -0.0515 0.085 Uiso 1 1 d R . . H10B H 0.5009 0.6219 0.0645 0.085 Uiso 1 1 d R . . C11 C 0.5308(13) 0.2561(15) 0.2456(12) 0.079(4) Uani 1 1 d . . . H11A H 0.5525 0.3378 0.2883 0.118 Uiso 1 1 calc R . . H11B H 0.6020 0.2402 0.1901 0.118 Uiso 1 1 calc R . . H11C H 0.5408 0.2077 0.2901 0.118 Uiso 1 1 calc R . . C12 C 0.3711(12) 0.2293(10) 0.1961(9) 0.047(3) Uani 1 1 d . . . C13 C 0.2369(13) 0.0850(10) -0.2519(9) 0.053(3) Uani 1 1 d . . . H13A H 0.2779 0.1675 -0.2309 0.080 Uiso 1 1 calc R . . H13B H 0.1785 0.0625 -0.3193 0.080 Uiso 1 1 calc R . . H13C H 0.3197 0.0398 -0.2591 0.080 Uiso 1 1 calc R . . C14 C 0.1328(11) 0.0612(8) -0.1665(8) 0.038(2) Uani 1 1 d . . . C15 C -0.3882(13) 0.0805(11) -0.0839(11) 0.063(3) Uani 1 1 d . . . H15A H -0.4426 0.0044 -0.0879 0.095 Uiso 1 1 calc R . . H15B H -0.3713 0.0834 -0.1551 0.095 Uiso 1 1 calc R . . H15C H -0.4477 0.1404 -0.0482 0.095 Uiso 1 1 calc R . . C16 C -0.2344(11) 0.1018(8) -0.0216(8) 0.037(2) Uani 1 1 d . . . O9 O -0.304(2) 0.8035(17) 0.5490(14) 0.078(5) Uani 0.50 1 d PDU . . H9C H -0.2908 0.7947 0.6075 0.117 Uiso 0.50 1 calc PR . . C17 C -0.161(5) 1.034(4) 0.615(4) 0.149(18) Uani 0.50 1 d PDU . . H17A H -0.1870 1.1097 0.6177 0.223 Uiso 0.50 1 calc PR . . H17B H -0.0738 1.0196 0.5718 0.223 Uiso 0.50 1 calc PR . . H17C H -0.1353 1.0343 0.6858 0.223 Uiso 0.50 1 calc PR . . C18 C -0.299(4) 0.9366(18) 0.564(3) 0.106(11) Uani 0.50 1 d PDU . . H18B H -0.3203 0.9415 0.4931 0.127 Uiso 0.50 1 calc PR . . H18A H -0.3854 0.9604 0.6053 0.127 Uiso 0.50 1 calc PR . . O1W O 0.401(4) 0.589(3) 0.459(3) 0.165(13) Uani 0.50 1 d PU . . O1W' O 0.426(4) 0.608(3) 0.322(3) 0.143(10) Uani 0.50 1 d PU . . 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 Eu1 0.0355(3) 0.0253(3) 0.0381(3) 0.0102(2) 0.0027(2) 0.0069(2) N1 0.031(4) 0.042(4) 0.045(5) 0.019(4) 0.004(3) 0.013(3) O1 0.055(4) 0.038(4) 0.037(4) 0.012(3) 0.012(3) 0.017(3) O2 0.045(4) 0.022(3) 0.045(4) 0.009(3) 0.012(3) 0.007(3) O3 0.037(4) 0.048(4) 0.061(5) 0.019(4) 0.009(3) 0.013(3) O4 0.041(4) 0.075(5) 0.044(4) 0.016(4) -0.006(3) 0.015(4) O5 0.063(4) 0.038(4) 0.038(4) 0.014(3) 0.007(3) 0.012(3) O6 0.060(4) 0.038(4) 0.035(4) 0.016(3) 0.010(3) 0.005(3) O7 0.044(4) 0.038(4) 0.055(4) 0.016(3) -0.001(3) 0.020(3) O8 0.036(3) 0.026(3) 0.050(4) 0.007(3) -0.003(3) 0.006(3) C1 0.066(7) 0.052(6) 0.033(5) 0.017(5) 0.012(5) 0.019(5) C2 0.034(5) 0.031(5) 0.041(5) 0.004(4) -0.003(4) -0.002(4) C3 0.042(5) 0.042(6) 0.045(6) 0.007(5) 0.009(5) 0.006(5) C4 0.061(7) 0.048(7) 0.065(8) 0.002(6) 0.008(6) 0.029(6) C5 0.061(7) 0.036(6) 0.061(7) 0.007(5) 0.010(6) 0.021(5) C6 0.031(5) 0.033(5) 0.043(5) 0.010(4) -0.002(4) 0.009(4) C7 0.031(4) 0.026(4) 0.038(5) -0.002(4) -0.002(4) 0.004(4) C8 0.037(5) 0.041(5) 0.057(6) 0.019(5) -0.003(5) 0.014(4) C9 0.035(5) 0.039(5) 0.062(6) 0.027(5) 0.005(5) 0.009(4) C10 0.049(6) 0.055(7) 0.086(8) 0.045(6) 0.022(6) 0.018(5) C11 0.030(6) 0.109(12) 0.081(9) 0.015(8) -0.003(6) -0.006(7) C12 0.043(6) 0.043(6) 0.052(7) 0.007(5) 0.005(5) 0.011(5) C13 0.055(6) 0.047(6) 0.061(7) 0.022(5) 0.019(5) 0.010(5) C14 0.039(5) 0.032(5) 0.043(5) 0.014(4) -0.001(4) 0.004(4) C15 0.048(6) 0.046(7) 0.093(10) 0.013(6) -0.009(6) 0.016(5) C16 0.037(5) 0.023(5) 0.047(6) 0.010(4) -0.006(4) 0.000(4) O9 0.082(9) 0.098(9) 0.054(7) 0.019(7) -0.003(7) 0.030(7) C17 0.15(2) 0.15(2) 0.15(2) 0.057(11) 0.012(10) 0.026(10) C18 0.119(14) 0.113(14) 0.095(13) 0.046(10) 0.004(9) 0.014(9) O1W 0.150(15) 0.165(15) 0.170(15) 0.043(10) 0.029(10) 0.008(9) O1W' 0.130(13) 0.148(13) 0.147(13) 0.043(9) -0.021(9) 0.020(9) _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 Eu1 O6 2.376(6) 2 ? Eu1 O8 2.374(6) 2 ? Eu1 O2 2.378(6) . ? Eu1 O5 2.394(7) . ? Eu1 O4 2.460(7) . ? Eu1 O7 2.479(6) . ? Eu1 O3 2.518(7) . ? Eu1 O8 2.651(6) . ? Eu1 O1 2.699(6) . ? Eu1 C12 2.859(11) . ? Eu1 C16 2.936(9) . ? Eu1 Eu1 3.9846(15) 2 ? N1 C8 1.310(12) . ? N1 C9 1.486(12) . ? O1 C2 1.393(11) . ? O1 C1 1.457(11) . ? O2 C7 1.322(10) . ? O3 C12 1.258(13) . ? O4 C12 1.278(13) . ? O5 C14 1.237(11) . ? O6 C14 1.281(11) . ? O6 Eu1 2.376(6) 2 ? O7 C16 1.263(11) . ? O8 C16 1.250(11) . ? O8 Eu1 2.374(6) 2 ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C1 H1D 0.9600 . ? C2 C3 1.388(13) . ? C2 C7 1.402(14) . ? C3 C4 1.379(16) . ? C3 H3A 0.9300 . ? C4 C5 1.394(17) . ? C4 H4A 0.9300 . ? C5 C6 1.416(14) . ? C5 H5A 0.9300 . ? C6 C7 1.420(13) . ? C6 C8 1.458(14) . ? C8 H8A 0.9300 . ? C9 C10 1.521(15) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C10 1.56(2) 2_665 ? C10 H10A 0.9598 . ? C10 H10B 0.9601 . ? C11 C12 1.491(15) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C13 C14 1.529(14) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C15 C16 1.522(14) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? O9 C18 1.549(5) . ? O9 H9C 0.8200 . ? C17 C18 1.547(5) . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 H18B 0.9700 . ? C18 H18A 0.9700 . ? O1W O1W' 1.89(5) . ? 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 O6 Eu1 O8 76.4(2) 2 2 ? O6 Eu1 O2 134.0(2) 2 . ? O8 Eu1 O2 148.0(2) 2 . ? O6 Eu1 O5 135.9(2) 2 . ? O8 Eu1 O5 76.5(2) 2 . ? O2 Eu1 O5 82.6(2) . . ? O6 Eu1 O4 82.1(3) 2 . ? O8 Eu1 O4 84.8(2) 2 . ? O2 Eu1 O4 89.8(3) . . ? O5 Eu1 O4 128.8(3) . . ? O6 Eu1 O7 86.8(2) 2 . ? O8 Eu1 O7 125.4(2) 2 . ? O2 Eu1 O7 73.8(2) . . ? O5 Eu1 O7 81.4(2) . . ? O4 Eu1 O7 144.1(2) . . ? O6 Eu1 O3 128.8(2) 2 . ? O8 Eu1 O3 76.9(2) 2 . ? O2 Eu1 O3 74.9(2) . . ? O5 Eu1 O3 76.8(2) . . ? O4 Eu1 O3 52.5(3) . . ? O7 Eu1 O3 143.7(2) . . ? O6 Eu1 O8 69.5(2) 2 . ? O8 Eu1 O8 75.2(2) 2 . ? O2 Eu1 O8 119.9(2) . . ? O5 Eu1 O8 70.3(2) . . ? O4 Eu1 O8 148.3(3) . . ? O7 Eu1 O8 50.4(2) . . ? O3 Eu1 O8 140.8(2) . . ? O6 Eu1 O1 72.6(2) 2 . ? O8 Eu1 O1 143.2(2) 2 . ? O2 Eu1 O1 62.0(2) . . ? O5 Eu1 O1 140.2(2) . . ? O4 Eu1 O1 71.9(2) . . ? O7 Eu1 O1 72.2(2) . . ? O3 Eu1 O1 108.1(2) . . ? O8 Eu1 O1 110.8(2) . . ? O6 Eu1 C12 105.8(3) 2 . ? O8 Eu1 C12 79.4(3) 2 . ? O2 Eu1 C12 81.9(3) . . ? O5 Eu1 C12 102.6(3) . . ? O4 Eu1 C12 26.5(3) . . ? O7 Eu1 C12 154.7(3) . . ? O3 Eu1 C12 26.1(3) . . ? O8 Eu1 C12 154.5(3) . . ? O1 Eu1 C12 90.5(3) . . ? O6 Eu1 C16 77.9(3) 2 . ? O8 Eu1 C16 100.3(2) 2 . ? O2 Eu1 C16 96.6(2) . . ? O5 Eu1 C16 73.5(3) . . ? O4 Eu1 C16 157.5(3) . . ? O7 Eu1 C16 25.2(2) . . ? O3 Eu1 C16 149.9(3) . . ? O8 Eu1 C16 25.2(2) . . ? O1 Eu1 C16 92.2(2) . . ? C12 Eu1 C16 176.0(3) . . ? O6 Eu1 Eu1 68.14(16) 2 2 ? O8 Eu1 Eu1 40.04(15) 2 2 ? O2 Eu1 Eu1 146.89(16) . 2 ? O5 Eu1 Eu1 68.71(16) . 2 ? O4 Eu1 Eu1 120.8(2) . 2 ? O7 Eu1 Eu1 85.48(16) . 2 ? O3 Eu1 Eu1 112.39(16) . 2 ? O8 Eu1 Eu1 35.18(13) . 2 ? O1 Eu1 Eu1 135.52(15) . 2 ? C12 Eu1 Eu1 119.4(2) . 2 ? C16 Eu1 Eu1 60.27(18) . 2 ? C8 N1 C9 125.0(8) . . ? C2 O1 C1 117.5(7) . . ? C2 O1 Eu1 115.7(5) . . ? C1 O1 Eu1 126.2(6) . . ? C7 O2 Eu1 126.6(6) . . ? C12 O3 Eu1 92.2(6) . . ? C12 O4 Eu1 94.4(6) . . ? C14 O5 Eu1 133.3(6) . . ? C14 O6 Eu1 136.9(6) . 2 ? C16 O7 Eu1 98.1(5) . . ? C16 O8 Eu1 163.7(6) . 2 ? C16 O8 Eu1 90.3(5) . . ? Eu1 O8 Eu1 104.8(2) 2 . ? O1 C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C1 H1D 109.5 . . ? H1B C1 H1D 109.5 . . ? H1C C1 H1D 109.5 . . ? C3 C2 O1 125.3(9) . . ? C3 C2 C7 121.3(9) . . ? O1 C2 C7 113.3(8) . . ? C4 C3 C2 119.4(10) . . ? C4 C3 H3A 120.3 . . ? C2 C3 H3A 120.3 . . ? C3 C4 C5 122.2(10) . . ? C3 C4 H4A 118.9 . . ? C5 C4 H4A 118.9 . . ? C4 C5 C6 118.2(10) . . ? C4 C5 H5A 120.9 . . ? C6 C5 H5A 120.9 . . ? C7 C6 C5 120.5(9) . . ? C7 C6 C8 120.1(8) . . ? C5 C6 C8 119.3(9) . . ? O2 C7 C2 120.5(8) . . ? O2 C7 C6 121.1(8) . . ? C2 C7 C6 118.4(8) . . ? N1 C8 C6 122.0(9) . . ? N1 C8 H8A 119.0 . . ? C6 C8 H8A 119.0 . . ? N1 C9 C10 108.8(8) . . ? N1 C9 H9A 109.9 . . ? C10 C9 H9A 109.9 . . ? N1 C9 H9B 109.9 . . ? C10 C9 H9B 109.9 . . ? H9A C9 H9B 108.3 . . ? C9 C10 C10 111.2(12) . 2_665 ? C9 C10 H10A 109.8 . . ? C10 C10 H10A 105.4 2_665 . ? C9 C10 H10B 108.4 . . ? C10 C10 H10B 112.4 2_665 . ? H10A C10 H10B 109.5 . . ? C12 C11 H11A 109.5 . . ? C12 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C12 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? O3 C12 O4 120.8(10) . . ? O3 C12 C11 117.7(11) . . ? O4 C12 C11 121.5(11) . . ? O3 C12 Eu1 61.7(5) . . ? O4 C12 Eu1 59.1(5) . . ? C11 C12 Eu1 176.9(9) . . ? C14 C13 H13A 109.5 . . ? C14 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C14 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? O5 C14 O6 127.5(9) . . ? O5 C14 C13 118.4(9) . . ? O6 C14 C13 114.1(9) . . ? C16 C15 H15A 109.5 . . ? C16 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C16 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? O8 C16 O7 121.1(8) . . ? O8 C16 C15 119.9(8) . . ? O7 C16 C15 119.0(9) . . ? O8 C16 Eu1 64.5(5) . . ? O7 C16 Eu1 56.7(4) . . ? C15 C16 Eu1 174.5(7) . . ? C18 O9 H9C 109.5 . . ? C18 C17 H17A 109.5 . . ? C18 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C18 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C17 C18 O9 125(3) . . ? C17 C18 H18B 106.0 . . ? O9 C18 H18B 106.0 . . ? C17 C18 H18A 106.0 . . ? O9 C18 H18A 106.0 . . ? H18B C18 H18A 106.3 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.835 _refine_diff_density_min -1.059 _refine_diff_density_rms 0.317 # Attachment '- Complex-2.CIF' data_complex-2 _database_code_depnum_ccdc_archive 'CCDC 828772' #TrackingRef '- Complex-2.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C16 H20 Er N O8), 2(C H3 O0.50), 2(O)' _chemical_formula_sum 'C34 H46 Er2 N2 O19' _chemical_formula_weight 1121.25 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' Er Er -0.2586 4.9576 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.788(5) _cell_length_b 11.889(4) _cell_length_c 13.115(5) _cell_angle_alpha 107.873(5) _cell_angle_beta 91.001(5) _cell_angle_gamma 98.201(3) _cell_volume 1288.1(10) _cell_formula_units_Z 1 _cell_measurement_temperature 223(1) _cell_measurement_reflns_used 2924 _cell_measurement_theta_min 1.6349 _cell_measurement_theta_max 31.7435 _exptl_crystal_description Prism _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.445 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 552 _exptl_absorpt_coefficient_mu 3.298 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.5956 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'DENZO and Scalepack (Otwinoski and Minor, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(1) _diffrn_radiation_wavelength 0.710747 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Sealed tube' _diffrn_radiation_monochromator 'Graphite Monochromator' _diffrn_measurement_device_type 'Mercury2 (2x2 bin mode)' _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean 13.6612 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11268 _diffrn_reflns_av_R_equivalents 0.0728 _diffrn_reflns_av_sigmaI/netI 0.0969 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4529 _reflns_number_gt 3620 _reflns_threshold_expression >2sigma(I) _publ_section_acknowledgements ; The data were collected using instrumentation purchased with funds provided by the National Science Foundation Grant No. 0741973. ; _publ_section_references ; Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. Sir97. (1999) J. Appl. Cryst. 32, 115-119. Otwinowski, Z. and Minor, W. (1997). Methods in Enzymology, 276, Macromolecular Crystallography, part A, 307-326, C. W. Carter, Jr. and R. M. Sweets, Eds., Academic Press. Sheldrick, G. M. (1998). SHELXTL/PC. Release 5.10. Siemens Analytical X-ray Instruments, Inc., Madison, WI, USA. ; _computing_data_collection 'Collect software, Nonius B.V. 1998' _computing_cell_refinement 'Collect software, Nonius B.V. 1998' _computing_data_reduction ; DENZO and Scalepack (Otwinoski and Minor, 1997) ; _computing_structure_solution ; SIR97 - Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. ; _computing_structure_refinement 'XL SHELXTL/PC, Siemens Analytical' _computing_molecular_graphics 'XP SHELXTL/PC, Siemens Analytical' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Restraints 32: The bond lengths of the uncoordinate EtOH are fixed; ISOR was applied to uncoordinate disorder H2O and EtOH atoms to allow their Uij components approximate to isotropic behavior. Hydrogen atoms of all water molecules were not added. ; _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^)+(0.1131P)^2^+4.8786P] 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 SHELXL _refine_ls_extinction_coef 0.0118(17) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4529 _refine_ls_number_parameters 281 _refine_ls_number_restraints 32 _refine_ls_R_factor_all 0.0962 _refine_ls_R_factor_gt 0.0721 _refine_ls_wR_factor_ref 0.2330 _refine_ls_wR_factor_gt 0.1821 _refine_ls_goodness_of_fit_ref 1.186 _refine_ls_restrained_S_all 1.184 _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 Er1 Er 1.43321(7) 0.83704(5) 0.90474(5) 0.0372(3) Uani 1 1 d . . . O1 O 1.5428(11) 0.6932(8) 0.7315(7) 0.043(2) Uani 1 1 d . . . O2 O 1.4002(10) 0.6335(7) 0.8852(7) 0.037(2) Uani 1 1 d . . . O3 O 1.1529(11) 0.7788(9) 0.9042(9) 0.051(3) Uani 1 1 d . . . O4 O 1.2508(12) 0.7978(11) 0.7513(9) 0.060(3) Uani 1 1 d . . . O5 O 1.5732(11) 0.9553(8) 0.8182(8) 0.046(2) Uani 1 1 d . . . O6 O 1.6115(13) 1.1496(9) 0.9166(7) 0.050(3) Uani 1 1 d . . . O7 O 1.3427(11) 1.0155(8) 0.9670(8) 0.043(2) Uani 1 1 d . . . O8 O 1.3193(10) 1.2028(9) 1.0435(8) 0.045(2) Uani 1 1 d . . . N1 N 1.2893(11) 0.4779(10) 0.9748(9) 0.038(3) Uani 1 1 d . . . C1 C 1.582(2) 0.7173(16) 0.6333(13) 0.063(5) Uani 1 1 d . . . H1B H 1.5237 0.6574 0.5737 0.094 Uiso 1 1 calc R . . H1C H 1.6902 0.7158 0.6244 0.094 Uiso 1 1 calc R . . H1D H 1.5589 0.7946 0.6362 0.094 Uiso 1 1 calc R . . C2 C 1.5433(15) 0.5827(13) 0.7338(11) 0.042(3) Uani 1 1 d . . . C3 C 1.6128(17) 0.4897(12) 0.6605(13) 0.048(4) Uani 1 1 d . . . H3A H 1.6661 0.5064 0.6049 0.058 Uiso 1 1 calc R . . C4 C 1.603(2) 0.3785(18) 0.6701(14) 0.074(5) Uani 1 1 d . . . H4A H 1.6506 0.3215 0.6217 0.088 Uiso 1 1 calc R . . C5 C 1.5207(19) 0.3470(15) 0.7525(13) 0.058(4) Uani 1 1 d . . . H5A H 1.5137 0.2705 0.7586 0.070 Uiso 1 1 calc R . . C6 C 1.4496(14) 0.4371(11) 0.8256(9) 0.030(3) Uani 1 1 d . . . C7 C 1.4621(13) 0.5522(12) 0.8186(10) 0.035(3) Uani 1 1 d . . . C8 C 1.3596(16) 0.4070(12) 0.9060(12) 0.044(3) Uani 1 1 d . . . H8A H 1.3521 0.3289 0.9081 0.053 Uiso 1 1 calc R . . C9 C 1.1838(16) 0.4468(14) 1.0497(14) 0.051(4) Uani 1 1 d . . . H9A H 1.2053 0.5059 1.1201 0.062 Uiso 1 1 calc R . . H9B H 1.1974 0.3695 1.0558 0.062 Uiso 1 1 calc R . . C10 C 1.0177(17) 0.4423(15) 1.0086(15) 0.059(4) Uani 1 1 d . . . H10A H 0.9484 0.4225 1.0595 0.088 Uiso 1 1 calc R . . H10B H 0.9959 0.3781 0.9410 0.088 Uiso 1 1 calc R . . C11 C 0.970(2) 0.743(2) 0.7542(18) 0.088(7) Uani 1 1 d . . . H11A H 0.9454 0.6584 0.7193 0.133 Uiso 1 1 calc R . . H11B H 0.9605 0.7845 0.7025 0.133 Uiso 1 1 calc R . . H11C H 0.8997 0.7674 0.8093 0.133 Uiso 1 1 calc R . . C12 C 1.1318(19) 0.7731(15) 0.8036(14) 0.056(4) Uani 1 1 d . . . C13 C 1.7413(19) 1.0892(16) 0.7533(13) 0.059(4) Uani 1 1 d . . . H13A H 1.7471 1.0168 0.6962 0.089 Uiso 1 1 calc R . . H13B H 1.8420 1.1223 0.7880 0.089 Uiso 1 1 calc R . . H13C H 1.7036 1.1457 0.7244 0.089 Uiso 1 1 calc R . . C14 C 1.6303(15) 1.0612(12) 0.8361(11) 0.037(3) Uani 1 1 d . . . C15 C 1.1139(18) 1.0836(16) 0.9136(15) 0.064(5) Uani 1 1 d . . . H15A H 1.0716 1.1569 0.9326 0.096 Uiso 1 1 calc R . . H15B H 1.0421 1.0219 0.9273 0.096 Uiso 1 1 calc R . . H15C H 1.1333 1.0605 0.8387 0.096 Uiso 1 1 calc R . . C16 C 1.2681(15) 1.1023(12) 0.9819(11) 0.035(3) Uani 1 1 d . . . O9 O 1.800(3) 0.191(2) 0.4547(19) 0.071(7) Uani 0.50 1 d PDU . . H9C H 1.7843 0.1995 0.3957 0.107 Uiso 0.50 1 calc PR . . C17 C 1.702(5) -0.036(4) 0.378(4) 0.092(13) Uani 0.50 1 d PDU . . H17A H 1.7301 -0.1122 0.3717 0.138 Uiso 0.50 1 calc PR . . H17B H 1.6850 -0.0292 0.3072 0.138 Uiso 0.50 1 calc PR . . H17C H 1.6085 -0.0273 0.4147 0.138 Uiso 0.50 1 calc PR . . C18 C 1.829(6) 0.062(3) 0.440(5) 0.13(2) Uani 0.50 1 d PDU . . H18A H 1.9236 0.0509 0.4031 0.156 Uiso 0.50 1 calc PR . . H18B H 1.8462 0.0538 0.5102 0.156 Uiso 0.50 1 calc PR . . O1W O 1.068(5) 0.419(4) 0.518(4) 0.152(16) Uani 0.50 1 d PU . . O1W' O 1.129(6) 0.388(5) 0.626(4) 0.177(19) Uani 0.50 1 d PU . . 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 Er1 0.0400(4) 0.0291(4) 0.0436(5) 0.0108(3) 0.0048(3) 0.0094(3) O1 0.051(6) 0.028(5) 0.044(5) 0.004(4) 0.001(5) 0.006(4) O2 0.042(5) 0.026(5) 0.041(5) 0.006(4) 0.012(4) 0.012(4) O3 0.033(5) 0.062(7) 0.062(7) 0.022(5) 0.004(5) 0.013(5) O4 0.043(6) 0.084(9) 0.051(6) 0.018(6) -0.001(5) 0.010(6) O5 0.053(6) 0.040(6) 0.048(6) 0.019(4) 0.015(5) 0.006(4) O6 0.076(7) 0.046(6) 0.035(5) 0.021(5) 0.010(5) 0.015(5) O7 0.049(6) 0.031(5) 0.050(6) 0.012(4) 0.007(5) 0.008(4) O8 0.035(5) 0.042(6) 0.063(6) 0.019(5) 0.009(5) 0.012(4) N1 0.022(5) 0.057(7) 0.036(6) 0.014(5) 0.006(5) 0.011(5) C1 0.083(13) 0.054(10) 0.049(9) 0.018(8) 0.007(9) 0.002(9) C2 0.028(7) 0.047(9) 0.043(8) 0.001(6) 0.002(6) 0.011(6) C3 0.052(9) 0.030(7) 0.069(10) 0.017(7) 0.030(8) 0.021(6) C4 0.089(14) 0.087(14) 0.054(10) 0.017(9) 0.030(10) 0.050(11) C5 0.066(11) 0.050(10) 0.065(11) 0.024(8) -0.003(9) 0.019(8) C6 0.036(7) 0.026(6) 0.028(6) 0.004(5) -0.002(5) 0.011(5) C7 0.018(6) 0.052(8) 0.028(6) 0.000(5) 0.008(5) 0.014(5) C8 0.044(8) 0.028(7) 0.058(9) 0.013(6) -0.017(7) 0.002(6) C9 0.046(9) 0.045(9) 0.076(11) 0.029(8) 0.020(8) 0.026(7) C10 0.039(8) 0.070(11) 0.083(12) 0.046(10) 0.007(8) 0.010(7) C11 0.045(10) 0.096(16) 0.097(16) -0.010(12) 0.001(10) 0.013(10) C12 0.045(9) 0.057(10) 0.058(10) 0.004(8) -0.009(8) 0.008(7) C13 0.055(10) 0.068(11) 0.057(10) 0.026(8) -0.003(8) 0.005(8) C14 0.034(7) 0.036(8) 0.045(8) 0.019(6) 0.002(6) 0.006(6) C15 0.041(9) 0.062(11) 0.081(12) 0.011(9) -0.009(9) 0.007(8) C16 0.036(7) 0.036(8) 0.040(7) 0.015(6) 0.007(6) 0.017(6) O9 0.070(10) 0.083(10) 0.059(9) 0.020(8) -0.006(8) 0.015(8) C17 0.094(16) 0.093(15) 0.092(15) 0.036(10) -0.004(9) 0.014(10) C18 0.13(2) 0.13(2) 0.12(2) 0.047(11) 0.002(10) 0.016(10) O1W 0.149(18) 0.155(18) 0.148(18) 0.042(10) 0.017(10) 0.018(10) O1W' 0.17(2) 0.18(2) 0.18(2) 0.052(11) -0.007(10) 0.025(10) _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 Er1 O7 2.289(9) . ? Er1 O5 2.304(9) . ? Er1 O2 2.329(8) . ? Er1 O6 2.343(9) 2_877 ? Er1 O8 2.420(9) 2_877 ? Er1 O4 2.436(10) . ? Er1 O3 2.461(10) . ? Er1 O7 2.622(10) 2_877 ? Er1 O1 2.678(9) . ? Er1 C12 2.835(16) . ? Er1 C16 2.878(13) 2_877 ? Er1 Er1 3.9106(17) 2_877 ? O1 C2 1.324(17) . ? O1 C1 1.441(17) . ? O2 C7 1.281(14) . ? O3 C12 1.309(19) . ? O4 C12 1.31(2) . ? O5 C14 1.237(16) . ? O6 C14 1.273(16) . ? O6 Er1 2.343(9) 2_877 ? O7 C16 1.267(15) . ? O7 Er1 2.622(9) 2_877 ? O8 C16 1.235(16) . ? O8 Er1 2.420(9) 2_877 ? N1 C8 1.269(18) . ? N1 C9 1.454(17) . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C1 H1D 0.9600 . ? C2 C3 1.443(18) . ? C2 C7 1.442(19) . ? C3 C4 1.36(2) . ? C3 H3A 0.9300 . ? C4 C5 1.42(2) . ? C4 H4A 0.9300 . ? C5 C6 1.43(2) . ? C5 H5A 0.9300 . ? C6 C7 1.388(18) . ? C6 C8 1.431(19) . ? C8 H8A 0.9300 . ? C9 C10 1.54(2) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C10 1.53(3) 2_767 ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.50(2) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C13 C14 1.55(2) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C15 C16 1.56(2) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 Er1 2.878(13) 2_877 ? O9 C18 1.54(2) . ? O9 H9C 0.8200 . ? C17 C18 1.52(2) . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? O1W O1W' 1.67(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O7 Er1 O5 76.7(3) . . ? O7 Er1 O2 148.1(3) . . ? O5 Er1 O2 133.8(3) . . ? O7 Er1 O6 77.4(3) . 2_877 ? O5 Er1 O6 135.9(4) . 2_877 ? O2 Er1 O6 82.0(3) . 2_877 ? O7 Er1 O8 125.8(3) . 2_877 ? O5 Er1 O8 85.3(3) . 2_877 ? O2 Er1 O8 74.0(3) . 2_877 ? O6 Er1 O8 81.8(4) 2_877 2_877 ? O7 Er1 O4 84.9(4) . . ? O5 Er1 O4 82.1(4) . . ? O2 Er1 O4 90.1(4) . . ? O6 Er1 O4 129.9(4) 2_877 . ? O8 Er1 O4 142.8(4) 2_877 . ? O7 Er1 O3 76.0(3) . . ? O5 Er1 O3 130.3(4) . . ? O2 Er1 O3 75.4(3) . . ? O6 Er1 O3 75.4(4) 2_877 . ? O8 Er1 O3 143.9(3) 2_877 . ? O4 Er1 O3 54.9(4) . . ? O7 Er1 O7 74.6(4) . 2_877 ? O5 Er1 O7 69.0(3) . 2_877 ? O2 Er1 O7 120.4(3) . 2_877 ? O6 Er1 O7 70.1(3) 2_877 2_877 ? O8 Er1 O7 51.2(3) 2_877 2_877 ? O4 Er1 O7 147.6(4) . 2_877 ? O3 Er1 O7 138.5(3) . 2_877 ? O7 Er1 O1 142.6(3) . . ? O5 Er1 O1 71.9(3) . . ? O2 Er1 O1 62.6(3) . . ? O6 Er1 O1 140.0(3) 2_877 . ? O8 Er1 O1 71.5(3) 2_877 . ? O4 Er1 O1 71.3(3) . . ? O3 Er1 O1 110.1(3) . . ? O7 Er1 O1 111.1(3) 2_877 . ? O7 Er1 C12 79.3(4) . . ? O5 Er1 C12 106.7(5) . . ? O2 Er1 C12 81.8(4) . . ? O6 Er1 C12 102.7(5) 2_877 . ? O8 Er1 C12 154.6(4) 2_877 . ? O4 Er1 C12 27.4(4) . . ? O3 Er1 C12 27.5(4) . . ? O7 Er1 C12 153.9(4) 2_877 . ? O1 Er1 C12 90.7(4) . . ? O7 Er1 C16 100.7(4) . 2_877 ? O5 Er1 C16 76.6(4) . 2_877 ? O2 Er1 C16 96.6(3) . 2_877 ? O6 Er1 C16 74.0(4) 2_877 2_877 ? O8 Er1 C16 25.1(3) 2_877 2_877 ? O4 Er1 C16 156.0(4) . 2_877 ? O3 Er1 C16 149.1(4) . 2_877 ? O7 Er1 C16 26.1(3) 2_877 2_877 ? O1 Er1 C16 91.3(3) . 2_877 ? C12 Er1 C16 176.5(4) . 2_877 ? O7 Er1 Er1 40.3(2) . 2_877 ? O5 Er1 Er1 68.0(2) . 2_877 ? O2 Er1 Er1 146.7(2) . 2_877 ? O6 Er1 Er1 69.2(2) 2_877 2_877 ? O8 Er1 Er1 85.5(2) 2_877 2_877 ? O4 Er1 Er1 120.9(3) . 2_877 ? O3 Er1 Er1 111.1(3) . 2_877 ? O7 Er1 Er1 34.4(2) 2_877 2_877 ? O1 Er1 Er1 135.0(2) . 2_877 ? C12 Er1 Er1 119.6(3) . 2_877 ? C16 Er1 Er1 60.4(3) 2_877 2_877 ? C2 O1 C1 117.2(11) . . ? C2 O1 Er1 114.4(8) . . ? C1 O1 Er1 128.0(9) . . ? C7 O2 Er1 127.7(8) . . ? C12 O3 Er1 92.4(9) . . ? C12 O4 Er1 93.5(9) . . ? C14 O5 Er1 138.8(9) . . ? C14 O6 Er1 131.5(8) . 2_877 ? C16 O7 Er1 165.8(9) . . ? C16 O7 Er1 88.3(8) . 2_877 ? Er1 O7 Er1 105.4(4) . 2_877 ? C16 O8 Er1 98.7(8) . 2_877 ? C8 N1 C9 126.5(13) . . ? O1 C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C1 H1D 109.5 . . ? H1B C1 H1D 109.5 . . ? H1C C1 H1D 109.5 . . ? O1 C2 C3 127.6(13) . . ? O1 C2 C7 115.6(11) . . ? C3 C2 C7 116.8(13) . . ? C4 C3 C2 122.0(14) . . ? C4 C3 H3A 119.0 . . ? C2 C3 H3A 119.0 . . ? C3 C4 C5 121.5(15) . . ? C3 C4 H4A 119.2 . . ? C5 C4 H4A 119.2 . . ? C4 C5 C6 117.6(14) . . ? C4 C5 H5A 121.2 . . ? C6 C5 H5A 121.2 . . ? C7 C6 C5 121.6(12) . . ? C7 C6 C8 119.2(11) . . ? C5 C6 C8 119.1(12) . . ? O2 C7 C6 121.6(12) . . ? O2 C7 C2 118.0(12) . . ? C6 C7 C2 120.4(11) . . ? N1 C8 C6 125.4(12) . . ? N1 C8 H8A 117.3 . . ? C6 C8 H8A 117.3 . . ? N1 C9 C10 109.1(12) . . ? N1 C9 H9A 109.9 . . ? C10 C9 H9A 109.9 . . ? N1 C9 H9B 109.9 . . ? C10 C9 H9B 109.9 . . ? H9A C9 H9B 108.3 . . ? C9 C10 C10 115.2(17) . 2_767 ? C9 C10 H10A 108.5 . . ? C10 C10 H10A 108.5 2_767 . ? C9 C10 H10B 108.5 . . ? C10 C10 H10B 108.5 2_767 . ? H10A C10 H10B 107.5 . . ? C12 C11 H11A 109.5 . . ? C12 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C12 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? O3 C12 O4 119.2(13) . . ? O3 C12 C11 118.1(16) . . ? O4 C12 C11 122.6(16) . . ? O3 C12 Er1 60.1(7) . . ? O4 C12 Er1 59.0(8) . . ? C11 C12 Er1 177.5(13) . . ? C14 C13 H13A 109.5 . . ? C14 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C14 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? O5 C14 O6 127.1(13) . . ? O5 C14 C13 116.5(13) . . ? O6 C14 C13 116.3(12) . . ? C16 C15 H15A 109.5 . . ? C16 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C16 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? O8 C16 O7 121.7(12) . . ? O8 C16 C15 119.3(12) . . ? O7 C16 C15 118.8(13) . . ? O8 C16 Er1 56.2(7) . 2_877 ? O7 C16 Er1 65.6(7) . 2_877 ? C15 C16 Er1 172.0(11) . 2_877 ? C18 O9 H9C 109.5 . . ? C18 C17 H17A 109.5 . . ? C18 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C18 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C17 C18 O9 115(3) . . ? C17 C18 H18A 108.5 . . ? O9 C18 H18A 108.5 . . ? C17 C18 H18B 108.5 . . ? O9 C18 H18B 108.5 . . ? H18A C18 H18B 107.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 2.512 _refine_diff_density_min -1.508 _refine_diff_density_rms 0.385 # Attachment '- Complex-3.CIF' data_complex-3 _database_code_depnum_ccdc_archive 'CCDC 828773' #TrackingRef '- Complex-3.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H30 Cl N2 Ni O9 Yb' _chemical_formula_sum 'C24 H30 Cl N2 Ni O9 Yb' _chemical_formula_weight 757.70 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Yb Yb -0.3850 5.5486 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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 10.064(2) _cell_length_b 29.115(6) _cell_length_c 9.1293(18) _cell_angle_alpha 90.00 _cell_angle_beta 96.85(3) _cell_angle_gamma 90.00 _cell_volume 2656.1(9) _cell_formula_units_Z 4 _cell_measurement_temperature 223(1) _cell_measurement_reflns_used 7018 _cell_measurement_theta_min 2.0380 _cell_measurement_theta_max 31.8078 _exptl_crystal_description Prism _exptl_crystal_colour Blue _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.895 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1500 _exptl_absorpt_coefficient_mu 4.363 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.6339 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'DENZO and Scalepack (Otwinoski and Minor, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(1) _diffrn_radiation_wavelength 0.710747 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Sealed tube' _diffrn_radiation_monochromator 'Graphite Monochromator' _diffrn_measurement_device_type 'Mercury2 (2x2 bin mode)' _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean 13.6612 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13521 _diffrn_reflns_av_R_equivalents 0.0480 _diffrn_reflns_av_sigmaI/netI 0.0636 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -34 _diffrn_reflns_limit_k_max 34 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.40 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4656 _reflns_number_gt 3764 _reflns_threshold_expression >2sigma(I) _publ_section_acknowledgements ; The data were collected using instrumentation purchased with funds provided by the National Science Foundation Grant No. 0741973. ; _publ_section_references ; Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. Sir97. (1999) J. Appl. Cryst. 32, 115-119. Otwinowski, Z. and Minor, W. (1997). Methods in Enzymology, 276, Macromolecular Crystallography, part A, 307-326, C. W. Carter, Jr. and R. M. Sweets, Eds., Academic Press. Sheldrick, G. M. (1998). SHELXTL/PC. Release 5.10. Siemens Analytical X-ray Instruments, Inc., Madison, WI, USA. ; _computing_data_collection 'Collect software, Nonius B.V. 1998' _computing_cell_refinement 'Collect software, Nonius B.V. 1998' _computing_data_reduction ; DENZO and Scalepack (Otwinoski and Minor, 1997) ; _computing_structure_solution ; SIR97 - Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. ; _computing_structure_refinement 'XL SHELXTL/PC, Siemens Analytical' _computing_molecular_graphics 'XP SHELXTL/PC, Siemens Analytical' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ISOR was applied to atom C10 to allow its Uij components approximate to isotropic behavior (restraints 6). Hydrogen atomes of water molecules were not added. ; _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^)+(0.0853P)^2^+0.5994P] 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 SHELXL _refine_ls_extinction_coef 0.0040(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4656 _refine_ls_number_parameters 344 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0660 _refine_ls_R_factor_gt 0.0483 _refine_ls_wR_factor_ref 0.1672 _refine_ls_wR_factor_gt 0.1270 _refine_ls_goodness_of_fit_ref 1.204 _refine_ls_restrained_S_all 1.204 _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 Yb1 Yb 0.50248(4) 0.186598(13) 0.87827(4) 0.0263(2) Uani 1 1 d . . . Ni1 Ni 0.40183(11) 0.08296(4) 0.74795(13) 0.0259(3) Uani 1 1 d . . . Cl1 Cl 0.5229(3) 0.08870(9) 0.5306(3) 0.0422(6) Uani 1 1 d . . . O1 O 0.7463(6) 0.1712(2) 0.9414(7) 0.0336(15) Uani 1 1 d . . . O2 O 0.5600(6) 0.1126(2) 0.8732(6) 0.0258(14) Uani 1 1 d . . . O3 O 0.3446(6) 0.1506(2) 0.7211(7) 0.0321(15) Uani 1 1 d . . . O4 O 0.2938(7) 0.2309(2) 0.8216(7) 0.0362(16) Uani 1 1 d . . . O5 O 0.5752(7) 0.2610(2) 0.8379(7) 0.0342(16) Uani 1 1 d . . . O6 O 0.5509(7) 0.2771(2) 0.6012(7) 0.0357(16) Uani 1 1 d . . . O7 O 0.3027(6) 0.0832(2) 0.9403(7) 0.0303(15) Uani 1 1 d . . . O8 O 0.3661(7) 0.1536(2) 1.0297(7) 0.0326(15) Uani 1 1 d . . . O9 O 0.5962(7) 0.1834(2) 0.6541(8) 0.0332(16) Uani 1 1 d . . . H9D H 0.5524 0.1644 0.5964 0.040 Uiso 1 1 d R . . H9C H 0.5937 0.2089 0.6160 0.050 Uiso 1 1 d R . . N1 N 0.4852(8) 0.0187(3) 0.7942(8) 0.0298(18) Uani 1 1 d . . . N2 N 0.2383(8) 0.0644(3) 0.6060(9) 0.0358(19) Uani 1 1 d . . . C1 C 0.8448(14) 0.2036(5) 1.0060(18) 0.074(5) Uani 1 1 d . . . H1A H 0.8574 0.1997 1.1112 0.111 Uiso 1 1 calc R . . H1B H 0.8145 0.2343 0.9827 0.111 Uiso 1 1 calc R . . H1C H 0.9281 0.1984 0.9672 0.111 Uiso 1 1 calc R . . C2 C 0.7921(10) 0.1266(4) 0.9132(13) 0.043(3) Uani 1 1 d . . . C3 C 0.9213(10) 0.1131(4) 0.9192(12) 0.044(3) Uani 1 1 d . . . H3A H 0.9897 0.1344 0.9409 0.052 Uiso 1 1 calc R . . C4 C 0.9512(11) 0.0685(4) 0.8934(14) 0.051(3) Uani 1 1 d . . . H4A H 1.0400 0.0592 0.8982 0.061 Uiso 1 1 calc R . . C5 C 0.8498(10) 0.0371(4) 0.8603(13) 0.042(3) Uani 1 1 d . . . H5A H 0.8715 0.0066 0.8433 0.051 Uiso 1 1 calc R . . C6 C 0.7131(9) 0.0500(4) 0.8513(10) 0.032(2) Uani 1 1 d . . . C7 C 0.6825(9) 0.0953(3) 0.8770(11) 0.032(2) Uani 1 1 d . . . C8 C 0.6145(10) 0.0147(3) 0.8275(10) 0.031(2) Uani 1 1 d . . . H8A H 0.6467 -0.0153 0.8370 0.038 Uiso 1 1 calc R . . C9 C 0.4114(11) -0.0263(3) 0.7925(12) 0.038(2) Uani 1 1 d . . . H9A H 0.4424 -0.0432 0.8816 0.046 Uiso 1 1 calc R . . H9B H 0.4329 -0.0444 0.7091 0.046 Uiso 1 1 calc R . . C10 C 0.2578(10) -0.0208(3) 0.7821(12) 0.039(2) Uani 1 1 d U . . H10A H 0.2211 -0.0466 0.8311 0.046 Uiso 1 1 calc R . . H10B H 0.2376 0.0069 0.8341 0.046 Uiso 1 1 calc R . . C11 C 0.1901(11) -0.0181(4) 0.6250(12) 0.044(3) Uani 1 1 d . . . H11A H 0.2018 -0.0473 0.5768 0.053 Uiso 1 1 calc R . . H11B H 0.0949 -0.0136 0.6275 0.053 Uiso 1 1 calc R . . C12 C 0.2413(12) 0.0195(4) 0.5343(12) 0.046(3) Uani 1 1 d . . . H12A H 0.3325 0.0125 0.5176 0.055 Uiso 1 1 calc R . . H12B H 0.1872 0.0207 0.4391 0.055 Uiso 1 1 calc R . . C13 C 0.1365(12) 0.0912(4) 0.5693(12) 0.051(3) Uani 1 1 d . . . H13A H 0.0699 0.0799 0.4993 0.061 Uiso 1 1 calc R . . C14 C 0.1159(10) 0.1361(4) 0.6247(11) 0.036(2) Uani 1 1 d . . . C15 C -0.0161(11) 0.1539(4) 0.5971(15) 0.056(3) Uani 1 1 d . . . H15A H -0.0828 0.1362 0.5452 0.067 Uiso 1 1 calc R . . C16 C -0.0472(14) 0.1969(5) 0.6457(18) 0.067(4) Uani 1 1 d . . . H16A H -0.1344 0.2078 0.6272 0.080 Uiso 1 1 calc R . . C17 C 0.0540(12) 0.2250(5) 0.7244(15) 0.063(4) Uani 1 1 d . . . H17A H 0.0331 0.2540 0.7570 0.075 Uiso 1 1 calc R . . C18 C 0.1841(10) 0.2082(3) 0.7518(11) 0.033(2) Uani 1 1 d . . . C19 C 0.2191(9) 0.1629(3) 0.6983(11) 0.031(2) Uani 1 1 d . . . C20 C 0.2701(15) 0.2758(4) 0.8781(16) 0.068(4) Uani 1 1 d . . . H20A H 0.1869 0.2758 0.9199 0.103 Uiso 1 1 calc R . . H20B H 0.2657 0.2978 0.7993 0.103 Uiso 1 1 calc R . . H20C H 0.3417 0.2838 0.9528 0.103 Uiso 1 1 calc R . . C21 C 0.5865(10) 0.2881(3) 0.7351(10) 0.031(2) Uani 1 1 d . . . C22 C 0.6375(13) 0.3358(4) 0.7720(12) 0.049(3) Uani 1 1 d . . . H22A H 0.6596 0.3385 0.8769 0.074 Uiso 1 1 calc R . . H22B H 0.5696 0.3578 0.7385 0.074 Uiso 1 1 calc R . . H22C H 0.7159 0.3414 0.7242 0.074 Uiso 1 1 calc R . . C23 C 0.3064(10) 0.1158(3) 1.0349(11) 0.033(2) Uani 1 1 d . . . C24 C 0.2388(11) 0.1066(4) 1.1728(13) 0.043(3) Uani 1 1 d . . . H24A H 0.1850 0.1325 1.1925 0.065 Uiso 1 1 calc R . . H24B H 0.3058 0.1015 1.2552 0.065 Uiso 1 1 calc R . . H24C H 0.1830 0.0798 1.1574 0.065 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Yb1 0.0335(3) 0.0213(3) 0.0236(3) -0.00108(15) 0.00217(18) -0.00003(17) Ni1 0.0285(6) 0.0236(6) 0.0253(7) -0.0030(5) 0.0013(5) -0.0017(5) Cl1 0.0583(16) 0.0343(14) 0.0357(14) -0.0053(11) 0.0125(12) -0.0051(13) O1 0.030(4) 0.028(4) 0.041(4) -0.011(3) -0.003(3) -0.009(3) O2 0.026(3) 0.026(3) 0.025(3) 0.000(3) 0.003(3) -0.001(3) O3 0.030(3) 0.033(4) 0.032(4) -0.010(3) 0.000(3) 0.002(3) O4 0.049(4) 0.027(4) 0.034(4) 0.004(3) 0.010(3) 0.010(3) O5 0.052(4) 0.026(4) 0.025(4) 0.003(3) 0.002(3) -0.010(3) O6 0.048(4) 0.023(3) 0.035(4) 0.003(3) 0.001(3) 0.002(3) O7 0.035(3) 0.026(3) 0.031(4) -0.003(3) 0.009(3) -0.002(3) O8 0.047(4) 0.015(3) 0.037(4) 0.001(3) 0.009(3) -0.002(3) O9 0.045(4) 0.026(4) 0.029(4) -0.005(3) 0.007(3) -0.004(3) N1 0.034(4) 0.033(5) 0.023(4) -0.004(3) 0.006(3) -0.003(4) N2 0.040(5) 0.035(5) 0.032(5) -0.001(4) 0.003(4) -0.010(4) C1 0.054(8) 0.058(9) 0.112(13) -0.039(8) 0.013(8) -0.038(7) C2 0.027(5) 0.039(6) 0.059(7) -0.003(5) -0.012(5) -0.004(5) C3 0.029(5) 0.046(7) 0.056(7) 0.008(5) 0.007(5) -0.004(5) C4 0.031(5) 0.047(7) 0.072(9) 0.013(6) -0.002(5) 0.007(6) C5 0.030(5) 0.033(6) 0.063(7) -0.009(5) 0.002(5) 0.007(5) C6 0.027(5) 0.042(6) 0.028(5) -0.005(4) 0.007(4) 0.007(5) C7 0.026(5) 0.031(5) 0.038(6) 0.009(4) 0.000(4) -0.001(4) C8 0.046(6) 0.025(5) 0.027(5) 0.005(4) 0.017(4) 0.009(5) C9 0.056(6) 0.023(5) 0.039(6) -0.009(4) 0.017(5) -0.002(5) C10 0.033(5) 0.021(5) 0.060(6) -0.004(4) -0.001(4) -0.014(4) C11 0.051(6) 0.041(6) 0.042(6) -0.019(5) 0.015(5) -0.013(6) C12 0.059(7) 0.033(6) 0.040(6) -0.007(5) -0.017(5) -0.006(6) C13 0.045(6) 0.060(8) 0.042(7) 0.014(6) -0.016(5) -0.032(6) C14 0.033(5) 0.040(6) 0.032(6) 0.008(4) -0.005(4) -0.002(5) C15 0.043(7) 0.042(7) 0.081(9) 0.024(6) -0.001(6) 0.003(6) C16 0.040(7) 0.054(8) 0.105(12) 0.021(8) 0.001(7) 0.003(7) C17 0.048(7) 0.065(9) 0.079(10) 0.034(7) 0.018(7) 0.008(7) C18 0.039(6) 0.032(5) 0.032(6) 0.017(4) 0.015(4) 0.015(5) C19 0.033(5) 0.027(5) 0.032(5) 0.005(4) 0.002(4) 0.000(4) C20 0.090(10) 0.051(8) 0.071(10) -0.016(7) 0.033(8) 0.009(8) C21 0.041(6) 0.029(5) 0.023(5) -0.001(4) 0.006(4) 0.001(5) C22 0.073(8) 0.038(6) 0.038(6) -0.002(5) 0.013(6) -0.022(6) C23 0.034(5) 0.027(5) 0.036(6) -0.004(4) 0.000(4) -0.002(4) C24 0.046(6) 0.031(6) 0.056(7) -0.010(5) 0.018(5) -0.006(5) _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 Yb1 O2 2.233(6) . ? Yb1 O3 2.267(6) . ? Yb1 O8 2.274(6) . ? Yb1 O6 2.293(7) 4_566 ? Yb1 O5 2.330(6) . ? Yb1 O9 2.355(7) . ? Yb1 O4 2.466(7) . ? Yb1 O1 2.493(7) . ? Yb1 C19 3.192(10) . ? Yb1 Ni1 3.3556(13) . ? Yb1 H9D 2.7572 . ? Yb1 H9C 2.7423 . ? Ni1 O2 2.038(6) . ? Ni1 N2 2.042(8) . ? Ni1 O3 2.058(7) . ? Ni1 N1 2.074(8) . ? Ni1 O7 2.121(6) . ? Ni1 Cl1 2.455(3) . ? O1 C2 1.412(13) . ? O1 C1 1.444(13) . ? O2 C7 1.329(11) . ? O3 C19 1.306(11) . ? O4 C18 1.376(13) . ? O4 C20 1.436(13) . ? O5 C21 1.241(11) . ? O6 C21 1.273(11) . ? O6 Yb1 2.293(6) 4_565 ? O7 C23 1.280(11) . ? O8 C23 1.258(11) . ? O9 H9D 0.8499 . ? O9 H9C 0.8200 . ? N1 C8 1.306(12) . ? N1 C9 1.506(12) . ? N2 C13 1.299(15) . ? N2 C12 1.465(13) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.353(14) . ? C2 C7 1.437(14) . ? C3 C4 1.360(16) . ? C3 H3A 0.9300 . ? C4 C5 1.376(15) . ? C4 H4A 0.9300 . ? C5 C6 1.419(13) . ? C5 H5A 0.9300 . ? C6 C7 1.381(14) . ? C6 C8 1.428(14) . ? C8 H8A 0.9300 . ? C9 C10 1.546(14) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.514(15) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.500(15) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.426(17) . ? C13 H13A 0.9300 . ? C14 C19 1.405(14) . ? C14 C15 1.421(15) . ? C15 C16 1.38(2) . ? C15 H15A 0.9300 . ? C16 C17 1.430(19) . ? C16 H16A 0.9300 . ? C17 C18 1.392(15) . ? C17 H17A 0.9300 . ? C18 C19 1.463(14) . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 C22 1.505(14) . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 C24 1.525(14) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Yb1 O3 72.8(2) . . ? O2 Yb1 O8 77.4(2) . . ? O3 Yb1 O8 76.2(2) . . ? O2 Yb1 O6 115.8(2) . 4_566 ? O3 Yb1 O6 146.5(2) . 4_566 ? O8 Yb1 O6 74.6(2) . 4_566 ? O2 Yb1 O5 143.8(2) . . ? O3 Yb1 O5 122.7(2) . . ? O8 Yb1 O5 135.4(2) . . ? O6 Yb1 O5 71.0(2) 4_566 . ? O2 Yb1 O9 79.2(2) . . ? O3 Yb1 O9 75.8(2) . . ? O8 Yb1 O9 147.7(2) . . ? O6 Yb1 O9 136.4(2) 4_566 . ? O5 Yb1 O9 74.6(2) . . ? O2 Yb1 O4 135.8(2) . . ? O3 Yb1 O4 66.0(2) . . ? O8 Yb1 O4 77.7(2) . . ? O6 Yb1 O4 91.8(2) 4_566 . ? O5 Yb1 O4 75.9(2) . . ? O9 Yb1 O4 105.0(2) . . ? O2 Yb1 O1 65.2(2) . . ? O3 Yb1 O1 131.2(2) . . ? O8 Yb1 O1 115.6(2) . . ? O6 Yb1 O1 77.2(2) 4_566 . ? O5 Yb1 O1 83.4(2) . . ? O9 Yb1 O1 73.1(2) . . ? O4 Yb1 O1 158.9(2) . . ? O2 Yb1 C19 89.9(2) . . ? O3 Yb1 C19 19.7(2) . . ? O8 Yb1 C19 69.8(2) . . ? O6 Yb1 C19 129.7(3) 4_566 . ? O5 Yb1 C19 113.4(2) . . ? O9 Yb1 C19 88.3(2) . . ? O4 Yb1 C19 47.0(2) . . ? O1 Yb1 C19 151.0(2) . . ? O2 Yb1 Ni1 36.20(15) . . ? O3 Yb1 Ni1 36.91(16) . . ? O8 Yb1 Ni1 69.97(16) . . ? O6 Yb1 Ni1 138.77(17) 4_566 . ? O5 Yb1 Ni1 150.13(15) . . ? O9 Yb1 Ni1 77.95(15) . . ? O4 Yb1 Ni1 100.49(17) . . ? O1 Yb1 Ni1 99.62(15) . . ? C19 Yb1 Ni1 53.85(17) . . ? O2 Yb1 H9D 71.2 . . ? O3 Yb1 H9D 59.5 . . ? O8 Yb1 H9D 131.2 . . ? O6 Yb1 H9D 153.3 4_566 . ? O5 Yb1 H9D 88.5 . . ? O9 Yb1 H9D 16.9 . . ? O4 Yb1 H9D 99.9 . . ? O1 Yb1 H9D 83.7 . . ? C19 Yb1 H9D 73.7 . . ? Ni1 Yb1 H9D 62.6 . . ? O2 Yb1 H9C 95.5 . . ? O3 Yb1 H9C 80.8 . . ? O8 Yb1 H9C 156.9 . . ? O6 Yb1 H9C 127.4 4_566 . ? O5 Yb1 H9C 59.8 . . ? O9 Yb1 H9C 16.4 . . ? O4 Yb1 H9C 93.4 . . ? O1 Yb1 H9C 79.7 . . ? C19 Yb1 H9C 88.5 . . ? Ni1 Yb1 H9C 91.2 . . ? H9D Yb1 H9C 28.8 . . ? O2 Ni1 N2 169.9(3) . . ? O2 Ni1 O3 81.4(2) . . ? N2 Ni1 O3 89.1(3) . . ? O2 Ni1 N1 89.9(3) . . ? N2 Ni1 N1 99.6(3) . . ? O3 Ni1 N1 171.3(3) . . ? O2 Ni1 O7 87.0(2) . . ? N2 Ni1 O7 95.9(3) . . ? O3 Ni1 O7 86.7(3) . . ? N1 Ni1 O7 93.1(3) . . ? O2 Ni1 Cl1 89.71(18) . . ? N2 Ni1 Cl1 86.9(2) . . ? O3 Ni1 Cl1 89.87(19) . . ? N1 Ni1 Cl1 89.9(2) . . ? O7 Ni1 Cl1 175.52(19) . . ? O2 Ni1 Yb1 40.33(17) . . ? N2 Ni1 Yb1 130.5(3) . . ? O3 Ni1 Yb1 41.43(17) . . ? N1 Ni1 Yb1 129.9(2) . . ? O7 Ni1 Yb1 81.66(17) . . ? Cl1 Ni1 Yb1 93.86(7) . . ? C2 O1 C1 116.9(9) . . ? C2 O1 Yb1 117.2(5) . . ? C1 O1 Yb1 125.9(8) . . ? C7 O2 Ni1 121.0(6) . . ? C7 O2 Yb1 127.4(6) . . ? Ni1 O2 Yb1 103.5(3) . . ? C19 O3 Ni1 122.3(6) . . ? C19 O3 Yb1 124.4(6) . . ? Ni1 O3 Yb1 101.7(3) . . ? C18 O4 C20 116.4(9) . . ? C18 O4 Yb1 117.6(5) . . ? C20 O4 Yb1 125.1(8) . . ? C21 O5 Yb1 140.3(6) . . ? C21 O6 Yb1 138.0(6) . 4_565 ? C23 O7 Ni1 125.6(6) . . ? C23 O8 Yb1 135.9(6) . . ? Yb1 O9 H9D 109.5 . . ? Yb1 O9 H9C 109.7 . . ? H9D O9 H9C 109.8 . . ? C8 N1 C9 113.6(8) . . ? C8 N1 Ni1 119.7(7) . . ? C9 N1 Ni1 126.6(6) . . ? C13 N2 C12 118.6(9) . . ? C13 N2 Ni1 123.8(7) . . ? C12 N2 Ni1 117.4(7) . . ? O1 C1 H1A 109.5 . . ? O1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 O1 126.3(10) . . ? C3 C2 C7 122.2(10) . . ? O1 C2 C7 111.5(8) . . ? C2 C3 C4 120.1(11) . . ? C2 C3 H3A 120.0 . . ? C4 C3 H3A 120.0 . . ? C3 C4 C5 119.9(10) . . ? C3 C4 H4A 120.0 . . ? C5 C4 H4A 120.0 . . ? C4 C5 C6 121.6(10) . . ? C4 C5 H5A 119.2 . . ? C6 C5 H5A 119.2 . . ? C7 C6 C5 118.5(9) . . ? C7 C6 C8 123.3(8) . . ? C5 C6 C8 118.0(9) . . ? O2 C7 C6 125.6(9) . . ? O2 C7 C2 116.8(9) . . ? C6 C7 C2 117.6(9) . . ? N1 C8 C6 128.8(9) . . ? N1 C8 H8A 115.6 . . ? C6 C8 H8A 115.6 . . ? N1 C9 C10 113.4(8) . . ? N1 C9 H9A 108.9 . . ? C10 C9 H9A 108.9 . . ? N1 C9 H9B 108.9 . . ? C10 C9 H9B 108.9 . . ? H9A C9 H9B 107.7 . . ? C11 C10 C9 113.4(9) . . ? C11 C10 H10A 108.9 . . ? C9 C10 H10A 108.9 . . ? C11 C10 H10B 108.9 . . ? C9 C10 H10B 108.9 . . ? H10A C10 H10B 107.7 . . ? C12 C11 C10 114.5(8) . . ? C12 C11 H11A 108.6 . . ? C10 C11 H11A 108.6 . . ? C12 C11 H11B 108.6 . . ? C10 C11 H11B 108.6 . . ? H11A C11 H11B 107.6 . . ? N2 C12 C11 112.2(9) . . ? N2 C12 H12A 109.2 . . ? C11 C12 H12A 109.2 . . ? N2 C12 H12B 109.2 . . ? C11 C12 H12B 109.2 . . ? H12A C12 H12B 107.9 . . ? N2 C13 C14 127.0(10) . . ? N2 C13 H13A 116.5 . . ? C14 C13 H13A 116.5 . . ? C19 C14 C15 120.3(10) . . ? C19 C14 C13 123.3(9) . . ? C15 C14 C13 116.3(10) . . ? C16 C15 C14 121.2(12) . . ? C16 C15 H15A 119.4 . . ? C14 C15 H15A 119.4 . . ? C15 C16 C17 120.4(12) . . ? C15 C16 H16A 119.8 . . ? C17 C16 H16A 119.8 . . ? C18 C17 C16 119.2(13) . . ? C18 C17 H17A 120.4 . . ? C16 C17 H17A 120.4 . . ? O4 C18 C17 126.9(10) . . ? O4 C18 C19 112.0(8) . . ? C17 C18 C19 121.0(11) . . ? O3 C19 C14 124.7(9) . . ? O3 C19 C18 117.5(8) . . ? C14 C19 C18 117.8(9) . . ? O3 C19 Yb1 35.9(4) . . ? C14 C19 Yb1 158.5(7) . . ? C18 C19 Yb1 82.5(6) . . ? O4 C20 H20A 109.5 . . ? O4 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? O4 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? O5 C21 O6 121.7(9) . . ? O5 C21 C22 118.5(8) . . ? O6 C21 C22 119.7(8) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? O8 C23 O7 126.8(9) . . ? O8 C23 C24 116.6(8) . . ? O7 C23 C24 116.5(9) . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.655 _refine_diff_density_min -1.610 _refine_diff_density_rms 0.597 data_complex-4 _database_code_depnum_ccdc_archive 'CCDC 828774' #TrackingRef '- Complex-4 revised.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H22 Cl3 N2 Ni O7 Yb' _chemical_formula_sum 'C20 H22 Cl3 N2 Ni O7 Yb' _chemical_formula_weight 740.50 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Yb Yb -0.3850 5.5486 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pba2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z' _cell_length_a 16.493(3) _cell_length_b 35.431(7) _cell_length_c 8.6771(17) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5070.8(17) _cell_formula_units_Z 8 _cell_measurement_temperature 223(1) _cell_measurement_reflns_used 5942 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Block _exptl_crystal_colour Blue _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.940 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2888 _exptl_absorpt_coefficient_mu 4.767 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.6822 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'DENZO and Scalepack (Otwinoski and Minor, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(1) _diffrn_radiation_wavelength 0.710747 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Sealed tube' _diffrn_radiation_monochromator 'Graphite Monochromator' _diffrn_measurement_device_type 'Mercury2 (2x2 bin mode)' _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean 13.6612 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8296 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0771 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -41 _diffrn_reflns_limit_k_max 42 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 25.00 _reflns_number_total 8296 _reflns_number_gt 6507 _reflns_threshold_expression >2sigma(I) _publ_section_acknowledgements ; The data were collected using instrumentation purchased with funds provided by the National Science Foundation Grant No. 0741973. ; _publ_section_references ; Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. Sir97. (1999) J. Appl. Cryst. 32, 115-119. Otwinowski, Z. and Minor, W. (1997). Methods in Enzymology, 276, Macromolecular Crystallography, part A, 307-326, C. W. Carter, Jr. and R. M. Sweets, Eds., Academic Press. Sheldrick, G. M. (1998). SHELXTL/PC. Release 5.10. Siemens Analytical X-ray Instruments, Inc., Madison, WI, USA. ; _computing_data_collection 'Collect software, Nonius B.V. 1998' _computing_cell_refinement 'Collect software, Nonius B.V. 1998' _computing_data_reduction ; DENZO and Scalepack (Otwinoski and Minor, 1997) ; _computing_structure_solution ; SIR97 - Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. ; _computing_structure_refinement 'XL SHELXTL/PC, Siemens Analytical' _computing_molecular_graphics 'XP SHELXTL/PC, Siemens Analytical' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ISOR was applied to six atoms (C16, C7', C19', N2, C6 and O1) to allow their Uij components approximate to isotropic behavior (restraints 36). Hydrogen atomes of water molecules were not added. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0547P)^2^+4.9018P] 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 0.525(14) _refine_ls_number_reflns 8296 _refine_ls_number_parameters 614 _refine_ls_number_restraints 37 _refine_ls_R_factor_all 0.0762 _refine_ls_R_factor_gt 0.0505 _refine_ls_wR_factor_ref 0.1222 _refine_ls_wR_factor_gt 0.1106 _refine_ls_goodness_of_fit_ref 1.099 _refine_ls_restrained_S_all 1.098 _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 Yb1 Yb 0.78400(3) 0.084289(11) -0.01999(9) 0.02099(13) Uani 1 1 d . . . Yb1' Yb 0.20687(3) 0.076073(11) 0.48186(9) 0.02064(13) Uani 1 1 d . . . Ni1 Ni 0.69445(8) 0.15815(4) 0.19862(18) 0.0153(3) Uani 1 1 d . . . Ni1' Ni 0.27918(8) 0.15237(3) 0.71121(17) 0.0141(3) Uani 1 1 d . . . Cl1 Cl 0.84302(15) 0.01033(6) -0.0219(5) 0.0242(6) Uani 1 1 d . . . Cl2 Cl 0.74910(16) 0.12359(7) 0.4578(4) 0.0204(7) Uani 1 1 d . . . Cl3 Cl 0.63716(15) 0.18825(6) -0.0277(5) 0.0223(6) Uani 1 1 d . . . Cl1' Cl 0.15954(14) 0.00052(5) 0.4822(5) 0.0216(5) Uani 1 1 d . . . Cl2' Cl 0.32570(14) 0.18633(6) 0.4832(5) 0.0223(5) Uani 1 1 d . . . Cl3' Cl 0.23126(15) 0.11687(6) 0.9653(5) 0.0205(6) Uani 1 1 d . . . N1 N 0.5804(6) 0.1621(2) 0.2995(11) 0.018(2) Uani 1 1 d . . . N2 N 0.7462(6) 0.2082(2) 0.2655(11) 0.020(2) Uani 1 1 d U . . N1' N 0.2157(6) 0.1978(2) 0.8012(12) 0.019(2) Uani 1 1 d . . . N2' N 0.3897(6) 0.1585(2) 0.8142(12) 0.021(2) Uani 1 1 d . . . O1 O 0.6571(4) 0.05192(19) -0.0882(9) 0.0191(19) Uani 1 1 d U . . O2 O 0.6683(4) 0.10552(17) 0.1103(8) 0.0103(16) Uani 1 1 d . . . O3 O 0.8035(4) 0.14091(18) 0.1057(9) 0.0141(17) Uani 1 1 d . . . O4 O 0.9261(4) 0.10411(17) -0.0093(13) 0.0186(17) Uani 1 1 d . . . O1' O 0.0649(4) 0.09383(16) 0.4660(13) 0.0174(17) Uani 1 1 d . . . O2' O 0.1766(4) 0.13168(17) 0.6084(9) 0.0128(17) Uani 1 1 d . . . O3' O 0.3162(4) 0.10170(18) 0.6155(9) 0.0145(17) Uani 1 1 d . . . O4' O 0.3384(4) 0.04714(19) 0.4222(9) 0.020(2) Uani 1 1 d . . . C1 C 0.6533(8) 0.0205(3) -0.2013(15) 0.026(3) Uani 1 1 d . . . H1A H 0.6211 0.0003 -0.1598 0.039 Uiso 1 1 calc R . . H1B H 0.7071 0.0115 -0.2218 0.039 Uiso 1 1 calc R . . H1C H 0.6292 0.0294 -0.2953 0.039 Uiso 1 1 calc R . . C2 C 0.5846(6) 0.0655(2) -0.030(2) 0.023(3) Uani 1 1 d . . . C3 C 0.5082(7) 0.0527(3) -0.0774(15) 0.026(3) Uani 1 1 d . . . H3A H 0.5034 0.0343 -0.1536 0.031 Uiso 1 1 calc R . . C4 C 0.4382(6) 0.0683(3) -0.006(2) 0.024(3) Uani 1 1 d . . . H4A H 0.3870 0.0594 -0.0327 0.029 Uiso 1 1 calc R . . C5 C 0.4459(7) 0.0961(3) 0.1013(16) 0.027(3) Uani 1 1 d . . . H5A H 0.3999 0.1058 0.1491 0.032 Uiso 1 1 calc R . . C6 C 0.5238(7) 0.1105(3) 0.1407(14) 0.020(3) Uani 1 1 d U . . C7 C 0.5938(7) 0.0950(3) 0.0776(14) 0.015(3) Uani 1 1 d . . . C8 C 0.5241(8) 0.1404(3) 0.2593(15) 0.025(3) Uani 1 1 d . . . H8A H 0.4754 0.1435 0.3120 0.030 Uiso 1 1 calc R . . C9 C 0.5552(7) 0.1911(3) 0.4112(15) 0.030(3) Uani 1 1 d . . . H9A H 0.5102 0.1813 0.4710 0.036 Uiso 1 1 calc R . . H9B H 0.5357 0.2129 0.3548 0.036 Uiso 1 1 calc R . . C10 C 0.6206(8) 0.2038(3) 0.5206(14) 0.030(4) Uani 1 1 d . . . H10A H 0.6602 0.1837 0.5310 0.036 Uiso 1 1 calc R . . H10B H 0.5967 0.2080 0.6212 0.036 Uiso 1 1 calc R . . C11 C 0.6651(7) 0.2402(3) 0.470(2) 0.028(3) Uani 1 1 d . . . H11D H 0.6288 0.2614 0.4846 0.033 Uiso 1 1 calc R . . H11A H 0.7115 0.2440 0.5364 0.033 Uiso 1 1 calc R . . C12 C 0.6933(8) 0.2406(3) 0.3087(17) 0.031(3) Uani 1 1 d . . . H12C H 0.7229 0.2638 0.2908 0.037 Uiso 1 1 calc R . . H12D H 0.6464 0.2407 0.2414 0.037 Uiso 1 1 calc R . . C13 C 0.8223(8) 0.2153(3) 0.2673(15) 0.023(3) Uani 1 1 d . . . H13A H 0.8375 0.2391 0.3020 0.028 Uiso 1 1 calc R . . C14 C 0.8893(6) 0.1893(3) 0.2191(15) 0.019(3) Uani 1 1 d . . . C15 C 0.9671(8) 0.2021(3) 0.2474(18) 0.029(4) Uani 1 1 d . . . H15A H 0.9747 0.2239 0.3053 0.035 Uiso 1 1 calc R . . C16 C 1.0330(8) 0.1831(4) 0.1910(18) 0.034(3) Uani 1 1 d U . . H16B H 1.0850 0.1926 0.2059 0.041 Uiso 1 1 calc R . . C17 C 1.0215(7) 0.1493(3) 0.1111(14) 0.023(3) Uani 1 1 d . . . H17A H 1.0658 0.1353 0.0778 0.028 Uiso 1 1 calc R . . C18 C 0.9448(7) 0.1372(3) 0.0825(14) 0.018(3) Uani 1 1 d . . . C19 C 0.8768(7) 0.1559(3) 0.1371(14) 0.020(3) Uani 1 1 d . . . C20 C 0.9942(7) 0.0842(3) -0.0697(15) 0.026(3) Uani 1 1 d . . . H20A H 1.0259 0.1008 -0.1327 0.040 Uiso 1 1 calc R . . H20B H 0.9756 0.0633 -0.1308 0.040 Uiso 1 1 calc R . . H20C H 1.0268 0.0749 0.0137 0.040 Uiso 1 1 calc R . . C1' C 0.0013(7) 0.0701(3) 0.4067(16) 0.028(3) Uani 1 1 d . . . H1'A H -0.0331 0.0846 0.3401 0.043 Uiso 1 1 calc R . . H1'B H -0.0301 0.0603 0.4908 0.043 Uiso 1 1 calc R . . H1'C H 0.0247 0.0496 0.3497 0.043 Uiso 1 1 calc R . . C2' C 0.0382(7) 0.1257(3) 0.5502(14) 0.018(3) Uani 1 1 d . . . C3' C -0.0403(7) 0.1375(3) 0.5550(16) 0.027(3) Uani 1 1 d . . . H3'A H -0.0804 0.1241 0.5031 0.032 Uiso 1 1 calc R . . C4' C -0.0597(8) 0.1695(4) 0.6379(19) 0.041(4) Uani 1 1 d . . . H4'A H -0.1133 0.1775 0.6438 0.049 Uiso 1 1 calc R . . C5' C -0.0016(8) 0.1887(4) 0.7094(18) 0.031(4) Uani 1 1 d . . . H5'A H -0.0159 0.2104 0.7635 0.037 Uiso 1 1 calc R . . C6' C 0.0821(7) 0.1777(3) 0.7073(18) 0.025(3) Uani 1 1 d . . . C7' C 0.1015(7) 0.1455(3) 0.6241(15) 0.020(3) Uani 1 1 d U . . C8' C 0.1386(8) 0.2016(3) 0.7886(15) 0.024(3) Uani 1 1 d . . . H8'A H 0.1163 0.2224 0.8382 0.029 Uiso 1 1 calc R . . C9' C 0.2554(8) 0.2281(4) 0.8959(19) 0.041(4) Uani 1 1 d . . . H9'A H 0.2189 0.2495 0.9020 0.049 Uiso 1 1 calc R . . H9'B H 0.2630 0.2186 0.9998 0.049 Uiso 1 1 calc R . . C10' C 0.3341(9) 0.2412(3) 0.8372(18) 0.039(4) Uani 1 1 d . . . H10C H 0.3369 0.2684 0.8511 0.046 Uiso 1 1 calc R . . H10D H 0.3361 0.2363 0.7274 0.046 Uiso 1 1 calc R . . C11' C 0.4080(8) 0.2238(3) 0.9109(16) 0.031(3) Uani 1 1 d . . . H11C H 0.4205 0.2381 1.0033 0.038 Uiso 1 1 calc R . . H11B H 0.4533 0.2270 0.8407 0.038 Uiso 1 1 calc R . . C12' C 0.4032(8) 0.1826(3) 0.9543(18) 0.032(4) Uani 1 1 d . . . H12A H 0.4533 0.1751 1.0045 0.039 Uiso 1 1 calc R . . H12B H 0.3591 0.1788 1.0266 0.039 Uiso 1 1 calc R . . C13' C 0.4525(7) 0.1414(3) 0.7675(16) 0.026(3) Uani 1 1 d . . . H13B H 0.5007 0.1480 0.8163 0.031 Uiso 1 1 calc R . . C14' C 0.4595(7) 0.1124(3) 0.6453(14) 0.018(3) Uani 1 1 d . . . C15' C 0.5398(7) 0.1024(3) 0.5991(14) 0.020(3) Uani 1 1 d . . . H15B H 0.5838 0.1156 0.6389 0.023 Uiso 1 1 calc R . . C16' C 0.5519(6) 0.0745(3) 0.500(2) 0.025(3) Uani 1 1 d . . . H16A H 0.6047 0.0677 0.4748 0.030 Uiso 1 1 calc R . . C17' C 0.4867(6) 0.0547(3) 0.4321(14) 0.021(3) Uani 1 1 d . . . H17B H 0.4960 0.0356 0.3606 0.025 Uiso 1 1 calc R . . C18' C 0.4084(6) 0.0645(2) 0.475(2) 0.021(2) Uani 1 1 d . . . C19' C 0.3924(6) 0.0934(3) 0.5800(13) 0.011(2) Uani 1 1 d U . . C20' C 0.3489(8) 0.0148(3) 0.3149(16) 0.031(3) Uani 1 1 d . . . H20D H 0.3846 -0.0034 0.3604 0.046 Uiso 1 1 calc R . . H20E H 0.3718 0.0237 0.2198 0.046 Uiso 1 1 calc R . . H20F H 0.2972 0.0034 0.2951 0.046 Uiso 1 1 calc R . . O1W O 0.7366(5) 0.1308(2) -0.1957(9) 0.0213(19) Uani 1 1 d . . . O2W O 0.8201(6) 0.0693(2) -0.2808(12) 0.025(2) Uani 1 1 d . . . O3W O 0.8076(6) 0.0646(2) 0.2401(11) 0.025(2) Uani 1 1 d . . . O1W' O 0.2507(5) 0.1237(2) 0.3108(9) 0.028(2) Uani 1 1 d . . . O2W' O 0.1790(6) 0.0582(2) 0.2162(11) 0.024(2) Uani 1 1 d . . . O3W' O 0.1723(7) 0.0578(2) 0.7406(11) 0.029(3) 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 Yb1 0.0209(3) 0.0209(2) 0.0212(3) -0.0007(4) -0.0007(4) -0.00150(16) Yb1' 0.0201(2) 0.0212(2) 0.0206(3) -0.0005(4) 0.0007(4) -0.00120(16) Ni1 0.0149(7) 0.0137(7) 0.0171(9) -0.0035(6) 0.0019(7) -0.0027(5) Ni1' 0.0133(7) 0.0122(7) 0.0169(9) -0.0045(6) -0.0027(7) 0.0010(5) Cl1 0.0343(15) 0.0168(11) 0.0215(15) -0.0003(19) 0.003(2) 0.0031(9) Cl2 0.0188(14) 0.0253(13) 0.017(2) -0.0019(13) -0.0001(15) 0.0028(10) Cl3 0.0252(13) 0.0186(11) 0.0230(17) -0.0002(18) 0.001(2) 0.0014(9) Cl1' 0.0313(14) 0.0145(11) 0.0190(15) 0.0017(19) 0.003(2) -0.0063(9) Cl2' 0.0237(13) 0.0179(11) 0.0254(16) -0.0027(19) -0.001(2) -0.0018(9) Cl3' 0.0251(14) 0.0221(12) 0.0142(17) -0.0014(15) 0.0003(17) -0.0048(9) N1 0.016(5) 0.025(5) 0.013(6) 0.002(4) 0.000(4) -0.002(4) N2 0.022(5) 0.010(4) 0.027(6) -0.011(4) 0.007(4) 0.001(4) N1' 0.018(6) 0.012(5) 0.027(7) -0.006(4) -0.010(5) 0.011(4) N2' 0.015(6) 0.020(5) 0.027(7) 0.001(4) -0.002(5) -0.002(4) O1 0.016(4) 0.018(4) 0.023(5) -0.015(3) -0.003(3) -0.005(3) O2 0.006(4) 0.017(4) 0.008(5) -0.004(3) -0.001(3) 0.002(3) O3 0.010(4) 0.016(4) 0.017(5) 0.004(3) 0.003(4) 0.001(3) O4 0.008(3) 0.024(3) 0.023(5) -0.005(5) 0.010(5) 0.003(2) O1' 0.013(4) 0.018(3) 0.021(5) 0.001(5) -0.010(5) -0.005(3) O2' 0.010(4) 0.009(3) 0.020(5) 0.001(3) -0.002(3) 0.004(3) O3' 0.012(4) 0.014(4) 0.018(5) 0.004(3) -0.001(4) -0.003(3) O4' 0.007(4) 0.022(4) 0.033(6) -0.018(3) -0.002(3) 0.000(3) C1 0.032(8) 0.020(6) 0.026(8) -0.016(5) -0.010(6) -0.003(5) C2 0.026(6) 0.013(5) 0.029(8) 0.001(8) 0.005(9) 0.000(4) C3 0.024(7) 0.021(6) 0.034(9) -0.008(5) -0.004(6) -0.005(5) C4 0.017(6) 0.029(6) 0.025(8) -0.003(8) -0.003(8) -0.006(4) C5 0.018(7) 0.031(7) 0.031(9) -0.005(6) 0.011(6) -0.009(5) C6 0.015(6) 0.015(5) 0.028(7) -0.004(4) -0.003(5) -0.010(4) C7 0.018(6) 0.007(5) 0.018(7) 0.000(5) 0.005(5) -0.002(4) C8 0.025(8) 0.035(7) 0.016(8) 0.003(5) 0.016(6) 0.004(6) C9 0.016(7) 0.036(7) 0.037(9) 0.004(6) 0.010(6) 0.006(5) C10 0.032(8) 0.043(7) 0.015(10) -0.003(5) -0.002(6) 0.003(5) C11 0.032(6) 0.027(5) 0.024(8) -0.013(8) 0.000(9) 0.002(4) C12 0.035(8) 0.016(6) 0.042(10) -0.005(6) -0.008(7) -0.006(5) C13 0.037(8) 0.007(5) 0.026(8) 0.000(5) 0.003(6) -0.006(5) C14 0.009(6) 0.015(6) 0.033(8) -0.007(5) 0.003(6) -0.007(4) C15 0.018(7) 0.019(7) 0.051(10) -0.002(6) -0.012(7) -0.005(5) C16 0.023(6) 0.039(6) 0.040(8) 0.000(6) -0.006(6) -0.024(5) C17 0.021(7) 0.030(7) 0.018(8) 0.001(5) 0.005(6) 0.006(5) C18 0.018(7) 0.017(6) 0.020(8) -0.003(5) 0.006(5) -0.003(5) C19 0.018(7) 0.021(6) 0.022(8) 0.016(5) 0.001(5) -0.005(5) C20 0.025(7) 0.029(6) 0.026(10) -0.015(5) 0.011(6) 0.006(5) C1' 0.008(6) 0.028(7) 0.049(10) -0.004(6) -0.008(6) -0.001(5) C2' 0.007(6) 0.016(6) 0.029(8) 0.014(5) 0.003(5) -0.002(4) C3' 0.012(6) 0.024(7) 0.045(9) 0.004(6) 0.007(6) 0.003(5) C4' 0.018(8) 0.053(9) 0.052(12) 0.005(7) -0.007(7) 0.011(6) C5' 0.017(7) 0.039(8) 0.037(11) -0.013(7) 0.011(7) -0.005(6) C6' 0.008(6) 0.013(6) 0.054(10) 0.005(6) 0.001(7) 0.003(4) C7' 0.019(6) 0.026(5) 0.016(6) 0.014(4) -0.007(5) -0.001(4) C8' 0.035(8) 0.016(6) 0.021(9) -0.003(5) -0.002(6) 0.014(5) C9' 0.029(8) 0.048(9) 0.046(11) -0.017(7) 0.013(7) 0.006(6) C10' 0.057(10) 0.010(6) 0.049(11) -0.004(6) -0.005(8) 0.002(6) C11' 0.033(8) 0.036(8) 0.025(9) -0.009(5) -0.003(6) -0.011(6) C12' 0.037(7) 0.029(6) 0.031(11) -0.022(7) -0.012(7) -0.005(5) C13' 0.015(7) 0.024(7) 0.038(10) 0.002(6) -0.008(6) -0.011(5) C14' 0.011(6) 0.020(6) 0.023(8) 0.001(5) 0.007(5) 0.003(4) C15' 0.017(6) 0.020(6) 0.022(8) -0.002(5) -0.004(6) 0.001(5) C16' 0.010(5) 0.025(5) 0.039(10) 0.008(7) 0.008(7) 0.008(4) C17' 0.016(6) 0.014(5) 0.033(10) -0.004(4) 0.006(5) 0.005(4) C18' 0.016(5) 0.019(5) 0.027(7) -0.009(8) 0.008(9) -0.011(4) C19' 0.015(5) 0.006(4) 0.013(6) 0.005(4) -0.004(5) -0.003(4) C20' 0.042(9) 0.023(7) 0.028(9) -0.009(5) 0.009(7) 0.001(6) O1W 0.026(5) 0.018(4) 0.020(5) -0.002(3) 0.001(4) 0.009(3) O2W 0.020(5) 0.026(5) 0.028(7) 0.000(4) 0.001(5) 0.012(4) O3W 0.051(7) 0.014(4) 0.011(6) 0.005(4) 0.001(5) 0.008(4) O1W' 0.039(6) 0.025(5) 0.019(6) -0.001(4) 0.000(4) -0.006(4) O2W' 0.034(6) 0.026(5) 0.010(6) 0.009(4) -0.005(5) -0.012(4) O3W' 0.056(7) 0.015(5) 0.016(7) 0.004(4) 0.005(6) -0.012(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Yb1 O3 2.306(7) . ? Yb1 O2 2.342(7) . ? Yb1 O1W 2.378(7) . ? Yb1 O3W 2.394(9) . ? Yb1 O2W 2.399(10) . ? Yb1 O4 2.448(6) . ? Yb1 O1 2.459(7) . ? Yb1 Cl1 2.796(2) . ? Yb1 Ni1 3.5537(16) . ? Yb1' O2' 2.310(6) . ? Yb1' O3' 2.328(7) . ? Yb1' O1W' 2.360(8) . ? Yb1' O3W' 2.406(9) . ? Yb1' O1' 2.428(6) . ? Yb1' O2W' 2.434(9) . ? Yb1' O4' 2.454(7) . ? Yb1' Cl1' 2.789(2) . ? Yb1' Ni1' 3.5623(15) . ? Ni1 N2 2.051(8) . ? Ni1 O2 2.061(6) . ? Ni1 O3 2.064(7) . ? Ni1 N1 2.079(10) . ? Ni1 Cl3 2.426(4) . ? Ni1 Cl2 2.715(4) . ? Ni1' N2' 2.042(9) . ? Ni1' O2' 2.048(7) . ? Ni1' O3' 2.070(7) . ? Ni1' N1' 2.074(8) . ? Ni1' Cl2' 2.439(4) . ? Ni1' Cl3' 2.658(4) . ? N1 C8 1.256(15) . ? N1 C9 1.473(15) . ? N2 C13 1.281(15) . ? N2 C12 1.489(15) . ? N1' C8' 1.282(14) . ? N1' C9' 1.501(15) . ? N2' C13' 1.266(15) . ? N2' C12' 1.502(16) . ? O1 C2 1.382(13) . ? O1 C1 1.485(12) . ? O2 C7 1.317(12) . ? O3 C19 1.348(13) . ? O4 C20 1.427(12) . ? O4 C18 1.450(13) . ? O1' C2' 1.415(14) . ? O1' C1' 1.439(13) . ? O2' C7' 1.339(13) . ? O3' C19' 1.326(12) . ? O4' C18' 1.386(12) . ? O4' C20' 1.486(13) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.400(15) . ? C2 C7 1.412(19) . ? C3 C4 1.422(17) . ? C3 H3A 0.9300 . ? C4 C5 1.363(19) . ? C4 H4A 0.9300 . ? C5 C6 1.424(16) . ? C5 H5A 0.9300 . ? C6 C7 1.391(16) . ? C6 C8 1.475(17) . ? C8 H8A 0.9300 . ? C9 C10 1.506(17) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.549(16) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.47(2) . ? C11 H11D 0.9700 . ? C11 H11A 0.9700 . ? C12 H12C 0.9700 . ? C12 H12D 0.9700 . ? C13 C14 1.500(16) . ? C13 H13A 0.9300 . ? C14 C15 1.384(16) . ? C14 C19 1.394(16) . ? C15 C16 1.369(19) . ? C15 H15A 0.9300 . ? C16 C17 1.395(17) . ? C16 H16B 0.9300 . ? C17 C18 1.358(16) . ? C17 H17A 0.9300 . ? C18 C19 1.388(16) . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C1' H1'A 0.9600 . ? C1' H1'B 0.9600 . ? C1' H1'C 0.9600 . ? C2' C3' 1.362(15) . ? C2' C7' 1.411(16) . ? C3' C4' 1.380(18) . ? C3' H3'A 0.9300 . ? C4' C5' 1.331(19) . ? C4' H4'A 0.9300 . ? C5' C6' 1.433(17) . ? C5' H5'A 0.9300 . ? C6' C7' 1.390(17) . ? C6' C8' 1.443(17) . ? C8' H8'A 0.9300 . ? C9' C10' 1.470(19) . ? C9' H9'A 0.9700 . ? C9' H9'B 0.9700 . ? C10' C11' 1.509(18) . ? C10' H10C 0.9700 . ? C10' H10D 0.9700 . ? C11' C12' 1.512(15) . ? C11' H11C 0.9700 . ? C11' H11B 0.9700 . ? C12' H12A 0.9700 . ? C12' H12B 0.9700 . ? C13' C14' 1.481(17) . ? C13' H13B 0.9300 . ? C14' C19' 1.415(15) . ? C14' C15' 1.427(15) . ? C15' C16' 1.325(18) . ? C15' H15B 0.9300 . ? C16' C17' 1.413(16) . ? C16' H16A 0.9300 . ? C17' C18' 1.389(14) . ? C17' H17B 0.9300 . ? C18' C19' 1.397(17) . ? C20' H20D 0.9600 . ? C20' H20E 0.9600 . ? C20' H20F 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Yb1 O2 66.8(2) . . ? O3 Yb1 O1W 75.3(3) . . ? O2 Yb1 O1W 79.6(3) . . ? O3 Yb1 O3W 77.6(3) . . ? O2 Yb1 O3W 76.7(3) . . ? O1W Yb1 O3W 149.3(3) . . ? O3 Yb1 O2W 127.1(3) . . ? O2 Yb1 O2W 136.8(3) . . ? O1W Yb1 O2W 68.3(3) . . ? O3W Yb1 O2W 141.7(2) . . ? O3 Yb1 O4 66.4(2) . . ? O2 Yb1 O4 132.0(3) . . ? O1W Yb1 O4 98.1(3) . . ? O3W Yb1 O4 83.8(4) . . ? O2W Yb1 O4 82.1(3) . . ? O3 Yb1 O1 129.7(2) . . ? O2 Yb1 O1 64.7(2) . . ? O1W Yb1 O1 83.6(3) . . ? O3W Yb1 O1 103.3(3) . . ? O2W Yb1 O1 83.2(3) . . ? O4 Yb1 O1 163.3(3) . . ? O3 Yb1 Cl1 140.32(19) . . ? O2 Yb1 Cl1 125.99(17) . . ? O1W Yb1 Cl1 139.5(2) . . ? O3W Yb1 Cl1 71.1(2) . . ? O2W Yb1 Cl1 72.6(2) . . ? O4 Yb1 Cl1 86.32(15) . . ? O1 Yb1 Cl1 81.82(17) . . ? O3 Yb1 Ni1 33.37(17) . . ? O2 Yb1 Ni1 33.60(16) . . ? O1W Yb1 Ni1 72.23(19) . . ? O3W Yb1 Ni1 77.2(2) . . ? O2W Yb1 Ni1 140.3(2) . . ? O4 Yb1 Ni1 99.57(19) . . ? O1 Yb1 Ni1 96.79(17) . . ? Cl1 Yb1 Ni1 146.95(10) . . ? O2' Yb1' O3' 66.3(2) . . ? O2' Yb1' O1W' 75.9(3) . . ? O3' Yb1' O1W' 78.3(3) . . ? O2' Yb1' O3W' 74.6(3) . . ? O3' Yb1' O3W' 79.8(3) . . ? O1W' Yb1' O3W' 148.4(3) . . ? O2' Yb1' O1' 66.3(3) . . ? O3' Yb1' O1' 132.4(3) . . ? O1W' Yb1' O1' 94.3(3) . . ? O3W' Yb1' O1' 83.9(4) . . ? O2' Yb1' O2W' 129.1(3) . . ? O3' Yb1' O2W' 136.0(3) . . ? O1W' Yb1' O2W' 69.4(3) . . ? O3W' Yb1' O2W' 140.3(2) . . ? O1' Yb1' O2W' 80.3(4) . . ? O2' Yb1' O4' 130.3(2) . . ? O3' Yb1' O4' 65.4(2) . . ? O1W' Yb1' O4' 84.0(3) . . ? O3W' Yb1' O4' 107.1(3) . . ? O1' Yb1' O4' 161.5(3) . . ? O2W' Yb1' O4' 81.9(3) . . ? O2' Yb1' Cl1' 139.27(19) . . ? O3' Yb1' Cl1' 126.20(18) . . ? O1W' Yb1' Cl1' 140.6(2) . . ? O3W' Yb1' Cl1' 71.0(2) . . ? O1' Yb1' Cl1' 88.79(14) . . ? O2W' Yb1' Cl1' 72.5(2) . . ? O4' Yb1' Cl1' 81.18(17) . . ? O2' Yb1' Ni1' 32.80(18) . . ? O3' Yb1' Ni1' 33.54(17) . . ? O1W' Yb1' Ni1' 72.9(2) . . ? O3W' Yb1' Ni1' 76.2(2) . . ? O1' Yb1' Ni1' 99.08(19) . . ? O2W' Yb1' Ni1' 142.13(19) . . ? O4' Yb1' Ni1' 97.99(16) . . ? Cl1' Yb1' Ni1' 145.24(10) . . ? N2 Ni1 O2 166.9(3) . . ? N2 Ni1 O3 90.2(3) . . ? O2 Ni1 O3 76.7(3) . . ? N2 Ni1 N1 101.5(4) . . ? O2 Ni1 N1 91.6(3) . . ? O3 Ni1 N1 166.6(3) . . ? N2 Ni1 Cl3 90.7(3) . . ? O2 Ni1 Cl3 90.9(2) . . ? O3 Ni1 Cl3 98.8(2) . . ? N1 Ni1 Cl3 87.6(3) . . ? N2 Ni1 Cl2 91.0(3) . . ? O2 Ni1 Cl2 88.2(2) . . ? O3 Ni1 Cl2 84.3(2) . . ? N1 Ni1 Cl2 89.0(3) . . ? Cl3 Ni1 Cl2 176.46(11) . . ? N2 Ni1 Yb1 127.9(3) . . ? O2 Ni1 Yb1 38.95(19) . . ? O3 Ni1 Yb1 37.93(19) . . ? N1 Ni1 Yb1 130.5(3) . . ? Cl3 Ni1 Yb1 93.07(9) . . ? Cl2 Ni1 Yb1 88.39(7) . . ? N2' Ni1' O2' 165.0(3) . . ? N2' Ni1' O3' 90.2(3) . . ? O2' Ni1' O3' 76.0(3) . . ? N2' Ni1' N1' 101.8(4) . . ? O2' Ni1' N1' 91.4(3) . . ? O3' Ni1' N1' 166.8(3) . . ? N2' Ni1' Cl2' 91.3(3) . . ? O2' Ni1' Cl2' 94.8(2) . . ? O3' Ni1' Cl2' 90.6(2) . . ? N1' Ni1' Cl2' 94.7(3) . . ? N2' Ni1' Cl3' 87.3(3) . . ? O2' Ni1' Cl3' 86.9(2) . . ? O3' Ni1' Cl3' 90.6(2) . . ? N1' Ni1' Cl3' 84.5(3) . . ? Cl2' Ni1' Cl3' 178.15(12) . . ? N2' Ni1' Yb1' 128.6(3) . . ? O2' Ni1' Yb1' 37.67(18) . . ? O3' Ni1' Yb1' 38.4(2) . . ? N1' Ni1' Yb1' 129.1(3) . . ? Cl2' Ni1' Yb1' 91.52(9) . . ? Cl3' Ni1' Yb1' 90.27(7) . . ? C8 N1 C9 113.7(10) . . ? C8 N1 Ni1 120.8(8) . . ? C9 N1 Ni1 125.4(7) . . ? C13 N2 C12 114.7(9) . . ? C13 N2 Ni1 125.6(7) . . ? C12 N2 Ni1 119.6(8) . . ? C8' N1' C9' 113.9(9) . . ? C8' N1' Ni1' 123.3(7) . . ? C9' N1' Ni1' 122.7(7) . . ? C13' N2' C12' 114.1(10) . . ? C13' N2' Ni1' 122.7(9) . . ? C12' N2' Ni1' 123.2(7) . . ? C2 O1 C1 117.6(9) . . ? C2 O1 Yb1 119.1(7) . . ? C1 O1 Yb1 123.0(6) . . ? C7 O2 Ni1 122.1(6) . . ? C7 O2 Yb1 124.5(6) . . ? Ni1 O2 Yb1 107.5(3) . . ? C19 O3 Ni1 125.8(7) . . ? C19 O3 Yb1 124.4(6) . . ? Ni1 O3 Yb1 108.7(3) . . ? C20 O4 C18 115.7(8) . . ? C20 O4 Yb1 126.7(6) . . ? C18 O4 Yb1 117.2(6) . . ? C2' O1' C1' 115.1(8) . . ? C2' O1' Yb1' 118.5(6) . . ? C1' O1' Yb1' 124.9(6) . . ? C7' O2' Ni1' 126.1(7) . . ? C7' O2' Yb1' 124.0(7) . . ? Ni1' O2' Yb1' 109.5(3) . . ? C19' O3' Ni1' 124.3(6) . . ? C19' O3' Yb1' 122.1(6) . . ? Ni1' O3' Yb1' 108.0(3) . . ? C18' O4' C20' 116.8(9) . . ? C18' O4' Yb1' 118.7(6) . . ? C20' O4' Yb1' 123.9(6) . . ? O1 C1 H1A 109.5 . . ? O1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C3 124.1(13) . . ? O1 C2 C7 113.9(9) . . ? C3 C2 C7 121.9(10) . . ? C2 C3 C4 118.6(12) . . ? C2 C3 H3A 120.7 . . ? C4 C3 H3A 120.7 . . ? C5 C4 C3 120.2(10) . . ? C5 C4 H4A 119.9 . . ? C3 C4 H4A 119.9 . . ? C4 C5 C6 120.5(11) . . ? C4 C5 H5A 119.7 . . ? C6 C5 H5A 119.7 . . ? C7 C6 C5 120.8(10) . . ? C7 C6 C8 123.8(10) . . ? C5 C6 C8 115.3(10) . . ? O2 C7 C6 125.3(10) . . ? O2 C7 C2 116.9(9) . . ? C6 C7 C2 117.8(10) . . ? N1 C8 C6 129.4(11) . . ? N1 C8 H8A 115.3 . . ? C6 C8 H8A 115.3 . . ? N1 C9 C10 114.9(10) . . ? N1 C9 H9A 108.5 . . ? C10 C9 H9A 108.5 . . ? N1 C9 H9B 108.5 . . ? C10 C9 H9B 108.5 . . ? H9A C9 H9B 107.5 . . ? C9 C10 C11 114.0(11) . . ? C9 C10 H10A 108.7 . . ? C11 C10 H10A 108.7 . . ? C9 C10 H10B 108.7 . . ? C11 C10 H10B 108.7 . . ? H10A C10 H10B 107.6 . . ? C12 C11 C10 115.3(10) . . ? C12 C11 H11D 108.4 . . ? C10 C11 H11D 108.4 . . ? C12 C11 H11A 108.4 . . ? C10 C11 H11A 108.4 . . ? H11D C11 H11A 107.5 . . ? C11 C12 N2 114.7(10) . . ? C11 C12 H12C 108.6 . . ? N2 C12 H12C 108.6 . . ? C11 C12 H12D 108.6 . . ? N2 C12 H12D 108.6 . . ? H12C C12 H12D 107.6 . . ? N2 C13 C14 126.7(9) . . ? N2 C13 H13A 116.7 . . ? C14 C13 H13A 116.7 . . ? C15 C14 C19 120.5(10) . . ? C15 C14 C13 115.6(10) . . ? C19 C14 C13 123.7(10) . . ? C16 C15 C14 120.7(12) . . ? C16 C15 H15A 119.6 . . ? C14 C15 H15A 119.6 . . ? C15 C16 C17 119.4(12) . . ? C15 C16 H16B 120.3 . . ? C17 C16 H16B 120.3 . . ? C18 C17 C16 119.3(11) . . ? C18 C17 H17A 120.3 . . ? C16 C17 H17A 120.3 . . ? C17 C18 C19 122.5(11) . . ? C17 C18 O4 123.8(10) . . ? C19 C18 O4 113.7(9) . . ? O3 C19 C18 117.8(10) . . ? O3 C19 C14 124.8(10) . . ? C18 C19 C14 117.4(10) . . ? O4 C20 H20A 109.5 . . ? O4 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? O4 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? O1' C1' H1'A 109.5 . . ? O1' C1' H1'B 109.5 . . ? H1'A C1' H1'B 109.5 . . ? O1' C1' H1'C 109.5 . . ? H1'A C1' H1'C 109.5 . . ? H1'B C1' H1'C 109.5 . . ? C3' C2' C7' 122.5(11) . . ? C3' C2' O1' 123.8(10) . . ? C7' C2' O1' 113.6(9) . . ? C2' C3' C4' 119.2(12) . . ? C2' C3' H3'A 120.4 . . ? C4' C3' H3'A 120.4 . . ? C5' C4' C3' 119.8(13) . . ? C5' C4' H4'A 120.1 . . ? C3' C4' H4'A 120.1 . . ? C4' C5' C6' 123.2(13) . . ? C4' C5' H5'A 118.4 . . ? C6' C5' H5'A 118.4 . . ? C7' C6' C5' 116.9(11) . . ? C7' C6' C8' 125.9(10) . . ? C5' C6' C8' 117.2(11) . . ? O2' C7' C6' 124.5(10) . . ? O2' C7' C2' 117.2(11) . . ? C6' C7' C2' 118.3(11) . . ? N1' C8' C6' 128.4(10) . . ? N1' C8' H8'A 115.8 . . ? C6' C8' H8'A 115.8 . . ? C10' C9' N1' 115.0(11) . . ? C10' C9' H9'A 108.5 . . ? N1' C9' H9'A 108.5 . . ? C10' C9' H9'B 108.5 . . ? N1' C9' H9'B 108.5 . . ? H9'A C9' H9'B 107.5 . . ? C9' C10' C11' 115.9(12) . . ? C9' C10' H10C 108.3 . . ? C11' C10' H10C 108.3 . . ? C9' C10' H10D 108.3 . . ? C11' C10' H10D 108.3 . . ? H10C C10' H10D 107.4 . . ? C10' C11' C12' 117.3(10) . . ? C10' C11' H11C 108.0 . . ? C12' C11' H11C 108.0 . . ? C10' C11' H11B 108.0 . . ? C12' C11' H11B 108.0 . . ? H11C C11' H11B 107.2 . . ? N2' C12' C11' 110.9(12) . . ? N2' C12' H12A 109.5 . . ? C11' C12' H12A 109.5 . . ? N2' C12' H12B 109.5 . . ? C11' C12' H12B 109.5 . . ? H12A C12' H12B 108.1 . . ? N2' C13' C14' 128.7(11) . . ? N2' C13' H13B 115.7 . . ? C14' C13' H13B 115.7 . . ? C19' C14' C15' 119.7(10) . . ? C19' C14' C13' 123.7(10) . . ? C15' C14' C13' 116.5(10) . . ? C16' C15' C14' 120.5(11) . . ? C16' C15' H15B 119.7 . . ? C14' C15' H15B 119.7 . . ? C15' C16' C17' 121.8(10) . . ? C15' C16' H16A 119.1 . . ? C17' C16' H16A 119.1 . . ? C18' C17' C16' 118.1(11) . . ? C18' C17' H17B 120.9 . . ? C16' C17' H17B 120.9 . . ? O4' C18' C17' 125.1(12) . . ? O4' C18' C19' 112.6(9) . . ? C17' C18' C19' 122.3(10) . . ? O3' C19' C18' 119.5(9) . . ? O3' C19' C14' 123.0(10) . . ? C18' C19' C14' 117.5(10) . . ? O4' C20' H20D 109.5 . . ? O4' C20' H20E 109.5 . . ? H20D C20' H20E 109.5 . . ? O4' C20' H20F 109.5 . . ? H20D C20' H20F 109.5 . . ? H20E C20' H20F 109.5 . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 1.421 _refine_diff_density_min -1.293 _refine_diff_density_rms 0.183