Electronic Supplementary Material for CrystEngComm This Journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _publ_section_title ;Coordination behaviour and network formation with 4,4',6,6'-tetra-carboxy-2,2'-bipyridine and 4,4'-dicarboxy-2,2'-bipyridine ligands with rare and alkaline earth metals ; _publ_contact_author_name 'Paul Kruger' _publ_contact_author_email PAUL.KRUGER@TCD.IE loop_ _publ_author_name 'Paul Kruger' S.Batten S.Goetz N.R.Kelly #===END data_7 _database_code_depnum_ccdc_archive 'CCDC 648001' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 1 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H6 Ba N2 O5' _chemical_formula_weight 395.53 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' Ba Ba -0.3244 2.2819 '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 9.6960(10) _cell_length_b 19.2410(19) _cell_length_c 7.2146(7) _cell_angle_alpha 90.00 _cell_angle_beta 107.827(3) _cell_angle_gamma 90.00 _cell_volume 1281.3(2) _cell_formula_units_Z 4 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.050 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 752 _exptl_absorpt_coefficient_mu 3.120 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7684 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details TWINABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4782 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0265 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 2.12 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4782 _reflns_number_gt 4292 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXTL version 5.1 (Sheldrick, 1998)' _computing_structure_refinement 'SHELXTL version 5.1 (Sheldrick, 1998)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1163P)^2^+13.1489P] 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 4782 _refine_ls_number_parameters 184 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0746 _refine_ls_R_factor_gt 0.0694 _refine_ls_wR_factor_ref 0.1864 _refine_ls_wR_factor_gt 0.1825 _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_restrained_S_all 1.082 _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 Ba1 Ba -0.29584(4) 0.190580(18) 0.88769(6) 0.01294(18) Uani 1 1 d . . . N2 N -0.4423(7) 0.0590(3) 0.7974(9) 0.0161(13) Uani 1 1 d . . . C6 C -0.5792(8) 0.0492(3) 0.6783(11) 0.0151(14) Uani 1 1 d . . . C5 C -0.6685(8) 0.1131(4) 0.6160(12) 0.0173(15) Uani 1 1 d . . . C10 C -0.3634(8) 0.0035(4) 0.8717(12) 0.0184(15) Uani 1 1 d . . . H10A H -0.2669 0.0105 0.9530 0.022 Uiso 1 1 calc R . . N1 N -0.6107(7) 0.1720(3) 0.7100(10) 0.0170(13) Uani 1 1 d . . . C9 C -0.4145(8) -0.0642(4) 0.8368(12) 0.0192(16) Uani 1 1 d . . . H9A H -0.3563 -0.1023 0.8989 0.023 Uiso 1 1 calc R . . C2 C -0.8313(8) 0.2312(4) 0.5397(12) 0.0226(17) Uani 1 1 d . . . H2A H -0.8857 0.2731 0.5191 0.027 Uiso 1 1 calc R . . C1 C -0.6945(8) 0.2288(4) 0.6697(13) 0.0222(17) Uani 1 1 d . . . H1A H -0.6563 0.2705 0.7361 0.027 Uiso 1 1 calc R . . C4 C -0.8060(9) 0.1115(4) 0.4788(13) 0.0262(18) Uani 1 1 d . . . H4A H -0.8428 0.0695 0.4132 0.031 Uiso 1 1 calc R . . C3 C -0.8884(9) 0.1715(4) 0.4392(13) 0.0233(17) Uani 1 1 d . . . C8 C -0.5517(7) -0.0748(4) 0.7100(10) 0.0141(14) Uani 1 1 d . . . C7 C -0.6343(8) -0.0178(4) 0.6293(11) 0.0150(14) Uani 1 1 d . . . H7A H -0.7286 -0.0239 0.5404 0.018 Uiso 1 1 calc R . . C11 C -1.0417(9) 0.1734(5) 0.2890(15) 0.031(2) Uani 1 1 d . . . O1 O -1.1017(6) 0.2300(3) 0.2598(8) 0.0245(12) Uani 1 1 d . . . O2 O -1.0705(14) 0.1226(7) 0.168(2) 0.029(3) Uiso 0.50 1 d P . . O2' O -1.1040(13) 0.1145(6) 0.2392(19) 0.026(3) Uiso 0.50 1 d P . . C12 C -0.6078(8) -0.1482(4) 0.6690(11) 0.0173(15) Uani 1 1 d . . . O4 O -0.5836(6) -0.1881(2) 0.8138(8) 0.0168(12) Uani 1 1 d . . . O3 O -0.6711(7) -0.1650(3) 0.4971(8) 0.0258(13) Uani 1 1 d . . . O2W O -0.023(3) -0.0666(16) 1.203(5) 0.063(8) Uiso 0.30 1 d P . . O2W' O -0.002(3) -0.0243(14) 1.043(4) 0.058(7) Uiso 0.30 1 d P . . O1W O -0.061(3) 0.1107(15) 0.846(4) 0.085(8) Uiso 0.40 1 d P . . 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 Ba1 0.0148(3) 0.0092(2) 0.0127(3) -0.00118(15) 0.0011(2) -0.00189(14) N2 0.018(3) 0.011(3) 0.018(3) -0.004(2) 0.004(3) 0.000(2) C6 0.018(3) 0.009(3) 0.018(4) -0.001(3) 0.004(3) -0.004(3) C5 0.016(3) 0.015(3) 0.020(4) -0.002(3) 0.006(3) 0.001(3) C10 0.016(3) 0.018(3) 0.020(4) -0.002(3) 0.004(3) 0.001(3) N1 0.014(3) 0.015(3) 0.020(3) 0.002(3) 0.002(3) -0.001(2) C9 0.019(4) 0.012(3) 0.026(4) 0.005(3) 0.005(3) 0.004(3) C2 0.019(4) 0.016(4) 0.029(5) 0.003(3) 0.003(3) 0.006(3) C1 0.019(4) 0.011(3) 0.033(5) -0.004(3) 0.002(3) 0.002(3) C4 0.030(4) 0.014(4) 0.026(4) -0.004(3) -0.005(4) 0.006(3) C3 0.020(4) 0.017(4) 0.029(5) 0.001(3) 0.001(4) 0.006(3) C8 0.014(3) 0.018(3) 0.012(3) 0.000(3) 0.006(3) 0.000(3) C7 0.015(3) 0.013(3) 0.015(4) -0.005(3) 0.001(3) 0.002(3) C11 0.022(4) 0.019(4) 0.039(6) 0.000(4) -0.012(4) 0.009(3) O1 0.020(3) 0.032(3) 0.017(3) -0.002(2) 0.000(2) 0.003(2) C12 0.021(4) 0.016(3) 0.015(4) 0.000(3) 0.005(3) 0.003(3) O4 0.025(3) 0.014(3) 0.011(3) 0.0014(19) 0.006(2) 0.002(2) O3 0.046(4) 0.012(2) 0.018(3) -0.005(2) 0.007(3) -0.012(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 Ba1 O3 2.740(6) 3_456 ? Ba1 O4 2.747(6) 3_457 ? Ba1 O1 2.792(6) 4_666 ? Ba1 O4 2.809(5) 2_456 ? Ba1 O1W 2.83(3) . ? Ba1 O1 2.869(6) 1_656 ? Ba1 N2 2.878(6) . ? Ba1 O2 2.804(13) 1_656 ? Ba1 O3 2.945(5) 2_456 ? Ba1 N1 2.949(6) . ? Ba1 O2' 3.024(12) 1_656 ? Ba1 C11 3.193(9) 1_656 ? N2 C10 1.327(10) . ? N2 C6 1.355(10) . ? C6 C7 1.399(9) . ? C6 C5 1.491(10) . ? C5 N1 1.350(10) . ? C5 C4 1.397(11) . ? C10 C9 1.389(10) . ? N1 C1 1.340(10) . ? C9 C8 1.380(10) . ? C2 C1 1.371(11) . ? C2 C3 1.382(11) . ? C4 C3 1.382(11) . ? C3 C11 1.549(11) . ? C8 C7 1.378(10) . ? C8 C12 1.511(10) . ? C11 O1 1.221(10) . ? C11 O2 1.283(16) . ? C11 O2' 1.283(15) . ? C11 Ba1 3.193(9) 1_454 ? O1 Ba1 2.792(6) 4_465 ? O1 Ba1 2.869(6) 1_454 ? O2 O2' 0.705(15) . ? O2 Ba1 2.804(13) 1_454 ? O2' Ba1 3.024(12) 1_454 ? C12 O3 1.246(9) . ? C12 O4 1.258(9) . ? C12 Ba1 3.229(7) 2_446 ? O4 Ba1 2.747(5) 3_457 ? O4 Ba1 2.809(5) 2_446 ? O3 Ba1 2.740(6) 3_456 ? O3 Ba1 2.945(5) 2_446 ? O2W O1W 1.30(4) 3_557 ? O2W O2W' 1.48(4) . ? O2W' O2W' 1.13(5) 3_557 ? O1W O2W 1.30(4) 3_557 ? 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 Ba1 O4 147.70(17) 3_456 3_457 ? O3 Ba1 O1 69.21(17) 3_456 4_666 ? O4 Ba1 O1 139.49(16) 3_457 4_666 ? O3 Ba1 O4 73.96(16) 3_456 2_456 ? O4 Ba1 O4 102.17(15) 3_457 2_456 ? O1 Ba1 O4 65.77(16) 4_666 2_456 ? O3 Ba1 O1W 69.2(6) 3_456 . ? O4 Ba1 O1W 128.3(6) 3_457 . ? O1 Ba1 O1W 67.6(6) 4_666 . ? O4 Ba1 O1W 128.0(6) 2_456 . ? O3 Ba1 O1 146.66(18) 3_456 1_656 ? O4 Ba1 O1 65.52(17) 3_457 1_656 ? O1 Ba1 O1 81.32(13) 4_666 1_656 ? O4 Ba1 O1 108.33(16) 2_456 1_656 ? O1W Ba1 O1 85.6(6) . 1_656 ? O3 Ba1 N2 73.53(17) 3_456 . ? O4 Ba1 N2 82.12(17) 3_457 . ? O1 Ba1 N2 137.98(18) 4_666 . ? O4 Ba1 N2 121.05(17) 2_456 . ? O1W Ba1 N2 81.7(6) . . ? O1 Ba1 N2 125.51(18) 1_656 . ? O3 Ba1 O2 118.1(3) 3_456 1_656 ? O4 Ba1 O2 81.4(3) 3_457 1_656 ? O1 Ba1 O2 92.2(3) 4_666 1_656 ? O4 Ba1 O2 150.4(3) 2_456 1_656 ? O1W Ba1 O2 49.4(7) . 1_656 ? O1 Ba1 O2 46.0(3) 1_656 1_656 ? N2 Ba1 O2 88.5(3) . 1_656 ? O3 Ba1 O3 117.78(16) 3_456 2_456 ? O4 Ba1 O3 71.72(15) 3_457 2_456 ? O1 Ba1 O3 73.69(18) 4_666 2_456 ? O4 Ba1 O3 45.41(15) 2_456 2_456 ? O1W Ba1 O3 134.5(6) . 2_456 ? O1 Ba1 O3 65.40(16) 1_656 2_456 ? N2 Ba1 O3 143.58(17) . 2_456 ? O2 Ba1 O3 111.4(3) 1_656 2_456 ? O3 Ba1 N1 75.72(19) 3_456 . ? O4 Ba1 N1 72.92(18) 3_457 . ? O1 Ba1 N1 129.49(17) 4_666 . ? O4 Ba1 N1 70.41(17) 2_456 . ? O1W Ba1 N1 130.2(6) . . ? O1 Ba1 N1 137.23(18) 1_656 . ? N2 Ba1 N1 54.64(17) . . ? O2 Ba1 N1 137.0(3) 1_656 . ? O3 Ba1 N1 92.84(18) 2_456 . ? O3 Ba1 O2' 127.9(3) 3_456 1_656 ? O4 Ba1 O2' 68.5(3) 3_457 1_656 ? O1 Ba1 O2' 103.8(3) 4_666 1_656 ? O4 Ba1 O2' 152.6(3) 2_456 1_656 ? O1W Ba1 O2' 61.2(6) . 1_656 ? O1 Ba1 O2' 44.3(3) 1_656 1_656 ? N2 Ba1 O2' 84.2(3) . 1_656 ? O2 Ba1 O2' 13.2(3) 1_656 1_656 ? O3 Ba1 O2' 108.2(3) 2_456 1_656 ? N1 Ba1 O2' 126.5(3) . 1_656 ? O3 Ba1 C11 135.9(2) 3_456 1_656 ? O4 Ba1 C11 71.5(2) 3_457 1_656 ? O1 Ba1 C11 86.8(2) 4_666 1_656 ? O4 Ba1 C11 129.67(19) 2_456 1_656 ? O1W Ba1 C11 67.5(6) . 1_656 ? O1 Ba1 C11 22.4(2) 1_656 1_656 ? N2 Ba1 C11 107.7(2) . 1_656 ? O2 Ba1 C11 23.6(3) 1_656 1_656 ? O3 Ba1 C11 87.8(2) 2_456 1_656 ? N1 Ba1 C11 142.2(2) . 1_656 ? O2' Ba1 C11 23.6(3) 1_656 1_656 ? C10 N2 C6 118.5(6) . . ? C10 N2 Ba1 115.6(5) . . ? C6 N2 Ba1 125.8(5) . . ? N2 C6 C7 120.8(7) . . ? N2 C6 C5 116.3(6) . . ? C7 C6 C5 122.8(6) . . ? N1 C5 C4 122.3(7) . . ? N1 C5 C6 115.2(6) . . ? C4 C5 C6 122.4(6) . . ? N2 C10 C9 123.5(7) . . ? C1 N1 C5 116.4(6) . . ? C1 N1 Ba1 118.3(5) . . ? C5 N1 Ba1 122.4(5) . . ? C8 C9 C10 118.5(7) . . ? C1 C2 C3 118.6(7) . . ? N1 C1 C2 124.9(7) . . ? C3 C4 C5 119.6(7) . . ? C2 C3 C4 118.2(7) . . ? C2 C3 C11 119.4(7) . . ? C4 C3 C11 122.3(7) . . ? C9 C8 C7 118.7(7) . . ? C9 C8 C12 119.0(6) . . ? C7 C8 C12 122.3(6) . . ? C8 C7 C6 120.0(7) . . ? O1 C11 O2 124.6(9) . . ? O1 C11 O2' 125.4(9) . . ? O1 C11 C3 116.6(8) . . ? O2 C11 C3 114.8(9) . . ? O2' C11 C3 116.3(8) . . ? O1 C11 Ba1 63.7(5) . 1_454 ? O2 C11 Ba1 61.0(7) . 1_454 ? O2' C11 Ba1 70.8(7) . 1_454 ? C3 C11 Ba1 161.1(7) . 1_454 ? C11 O1 Ba1 139.9(6) . 4_465 ? C11 O1 Ba1 93.9(5) . 1_454 ? Ba1 O1 Ba1 97.96(17) 4_465 1_454 ? O2' O2 C11 74.0(17) . . ? O2' O2 Ba1 101.5(16) . 1_454 ? C11 O2 Ba1 95.5(7) . 1_454 ? O2 O2' C11 74.1(17) . . ? O2 O2' Ba1 65.3(15) . 1_454 ? C11 O2' Ba1 85.6(7) . 1_454 ? O3 C12 O4 125.3(7) . . ? O3 C12 C8 118.4(7) . . ? O4 C12 C8 116.3(6) . . ? O3 C12 Ba1 65.8(4) . 2_446 ? O4 C12 Ba1 59.6(4) . 2_446 ? C8 C12 Ba1 175.1(5) . 2_446 ? C12 O4 Ba1 130.2(5) . 3_457 ? C12 O4 Ba1 97.7(4) . 2_446 ? Ba1 O4 Ba1 100.46(17) 3_457 2_446 ? C12 O3 Ba1 157.5(6) . 3_456 ? C12 O3 Ba1 91.5(4) . 2_446 ? Ba1 O3 Ba1 97.33(16) 3_456 2_446 ? O1W O2W O2W' 84(2) 3_557 . ? O2W' O2W' O2W 157(4) 3_557 . ? O2W O1W Ba1 167(2) 3_557 . ? 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 O3 Ba1 N2 C10 107.6(6) 3_456 . . . ? O4 Ba1 N2 C10 -93.8(6) 3_457 . . . ? O1 Ba1 N2 C10 79.4(6) 4_666 . . . ? O4 Ba1 N2 C10 166.7(5) 2_456 . . . ? O1W Ba1 N2 C10 36.9(8) . . . . ? O1 Ba1 N2 C10 -41.6(6) 1_656 . . . ? O2 Ba1 N2 C10 -12.3(6) 1_656 . . . ? O3 Ba1 N2 C10 -137.7(5) 2_456 . . . ? N1 Ba1 N2 C10 -168.4(6) . . . . ? O2' Ba1 N2 C10 -24.8(6) 1_656 . . . ? C11 Ba1 N2 C10 -26.2(6) 1_656 . . . ? O3 Ba1 N2 C6 -68.1(6) 3_456 . . . ? O4 Ba1 N2 C6 90.4(6) 3_457 . . . ? O1 Ba1 N2 C6 -96.4(6) 4_666 . . . ? O4 Ba1 N2 C6 -9.1(7) 2_456 . . . ? O1W Ba1 N2 C6 -138.8(9) . . . . ? O1 Ba1 N2 C6 142.6(6) 1_656 . . . ? O2 Ba1 N2 C6 172.0(7) 1_656 . . . ? O3 Ba1 N2 C6 46.6(8) 2_456 . . . ? N1 Ba1 N2 C6 15.8(6) . . . . ? O2' Ba1 N2 C6 159.5(7) 1_656 . . . ? C11 Ba1 N2 C6 158.1(6) 1_656 . . . ? C10 N2 C6 C7 -2.2(12) . . . . ? Ba1 N2 C6 C7 173.4(5) . . . . ? C10 N2 C6 C5 173.7(7) . . . . ? Ba1 N2 C6 C5 -10.7(10) . . . . ? N2 C6 C5 N1 -10.2(11) . . . . ? C7 C6 C5 N1 165.6(7) . . . . ? N2 C6 C5 C4 173.6(8) . . . . ? C7 C6 C5 C4 -10.5(13) . . . . ? C6 N2 C10 C9 -1.3(12) . . . . ? Ba1 N2 C10 C9 -177.3(6) . . . . ? C4 C5 N1 C1 2.1(12) . . . . ? C6 C5 N1 C1 -174.0(7) . . . . ? C4 C5 N1 Ba1 -157.9(7) . . . . ? C6 C5 N1 Ba1 25.9(9) . . . . ? O3 Ba1 N1 C1 -101.3(6) 3_456 . . . ? O4 Ba1 N1 C1 86.5(6) 3_457 . . . ? O1 Ba1 N1 C1 -54.5(7) 4_666 . . . ? O4 Ba1 N1 C1 -23.6(6) 2_456 . . . ? O1W Ba1 N1 C1 -147.4(9) . . . . ? O1 Ba1 N1 C1 72.6(7) 1_656 . . . ? N2 Ba1 N1 C1 178.9(7) . . . . ? O2 Ba1 N1 C1 142.6(7) 1_656 . . . ? O3 Ba1 N1 C1 16.6(6) 2_456 . . . ? O2' Ba1 N1 C1 131.8(6) 1_656 . . . ? C11 Ba1 N1 C1 106.7(6) 1_656 . . . ? O3 Ba1 N1 C5 58.3(6) 3_456 . . . ? O4 Ba1 N1 C5 -113.8(6) 3_457 . . . ? O1 Ba1 N1 C5 105.2(6) 4_666 . . . ? O4 Ba1 N1 C5 136.1(6) 2_456 . . . ? O1W Ba1 N1 C5 12.3(10) . . . . ? O1 Ba1 N1 C5 -127.8(6) 1_656 . . . ? N2 Ba1 N1 C5 -21.4(6) . . . . ? O2 Ba1 N1 C5 -57.7(8) 1_656 . . . ? O3 Ba1 N1 C5 176.3(6) 2_456 . . . ? O2' Ba1 N1 C5 -68.5(7) 1_656 . . . ? C11 Ba1 N1 C5 -93.6(7) 1_656 . . . ? N2 C10 C9 C8 3.7(13) . . . . ? C5 N1 C1 C2 -1.0(13) . . . . ? Ba1 N1 C1 C2 159.9(7) . . . . ? C3 C2 C1 N1 -0.9(14) . . . . ? N1 C5 C4 C3 -1.3(14) . . . . ? C6 C5 C4 C3 174.6(8) . . . . ? C1 C2 C3 C4 1.8(13) . . . . ? C1 C2 C3 C11 -178.9(9) . . . . ? C5 C4 C3 C2 -0.7(14) . . . . ? C5 C4 C3 C11 180.0(9) . . . . ? C10 C9 C8 C7 -2.5(12) . . . . ? C10 C9 C8 C12 179.3(7) . . . . ? C9 C8 C7 C6 -0.8(11) . . . . ? C12 C8 C7 C6 177.4(7) . . . . ? N2 C6 C7 C8 3.2(12) . . . . ? C5 C6 C7 C8 -172.4(7) . . . . ? C2 C3 C11 O1 3.8(14) . . . . ? C4 C3 C11 O1 -176.9(9) . . . . ? C2 C3 C11 O2 162.4(11) . . . . ? C4 C3 C11 O2 -18.3(16) . . . . ? C2 C3 C11 O2' -162.2(11) . . . . ? C4 C3 C11 O2' 17.1(16) . . . . ? C2 C3 C11 Ba1 89.8(19) . . . 1_454 ? C4 C3 C11 Ba1 -90.9(19) . . . 1_454 ? O2 C11 O1 Ba1 109.7(13) . . . 4_465 ? O2' C11 O1 Ba1 70.6(16) . . . 4_465 ? C3 C11 O1 Ba1 -93.9(11) . . . 4_465 ? Ba1 C11 O1 Ba1 107.2(7) 1_454 . . 4_465 ? O2 C11 O1 Ba1 2.5(13) . . . 1_454 ? O2' C11 O1 Ba1 -36.7(13) . . . 1_454 ? C3 C11 O1 Ba1 158.8(8) . . . 1_454 ? O1 C11 O2 O2' -103.0(18) . . . . ? C3 C11 O2 O2' 100.4(17) . . . . ? Ba1 C11 O2 O2' -100.4(16) 1_454 . . . ? O1 C11 O2 Ba1 -2.6(13) . . . 1_454 ? O2' C11 O2 Ba1 100.4(16) . . . 1_454 ? C3 C11 O2 Ba1 -159.3(7) . . . 1_454 ? Ba1 O2 O2' C11 -92.5(8) 1_454 . . . ? C11 O2 O2' Ba1 92.5(8) . . . 1_454 ? O1 C11 O2' O2 100.1(18) . . . . ? C3 C11 O2' O2 -95.3(17) . . . . ? Ba1 C11 O2' O2 65.6(15) 1_454 . . . ? O1 C11 O2' Ba1 34.5(12) . . . 1_454 ? O2 C11 O2' Ba1 -65.6(15) . . . 1_454 ? C3 C11 O2' Ba1 -160.9(9) . . . 1_454 ? C9 C8 C12 O3 -135.5(8) . . . . ? C7 C8 C12 O3 46.3(11) . . . . ? C9 C8 C12 O4 43.2(10) . . . . ? C7 C8 C12 O4 -135.0(8) . . . . ? O3 C12 O4 Ba1 -109.1(8) . . . 3_457 ? C8 C12 O4 Ba1 72.2(8) . . . 3_457 ? Ba1 C12 O4 Ba1 -110.8(5) 2_446 . . 3_457 ? O3 C12 O4 Ba1 1.6(9) . . . 2_446 ? C8 C12 O4 Ba1 -177.0(5) . . . 2_446 ? O4 C12 O3 Ba1 -115.1(12) . . . 3_456 ? C8 C12 O3 Ba1 63.5(15) . . . 3_456 ? Ba1 C12 O3 Ba1 -113.5(13) 2_446 . . 3_456 ? O4 C12 O3 Ba1 -1.6(8) . . . 2_446 ? C8 C12 O3 Ba1 177.1(6) . . . 2_446 ? O1W O2W O2W' O2W' -158(11) 3_557 . . 3_557 ? O3 Ba1 O1W O2W -41(10) 3_456 . . 3_557 ? O4 Ba1 O1W O2W 107(10) 3_457 . . 3_557 ? O1 Ba1 O1W O2W -117(10) 4_666 . . 3_557 ? O4 Ba1 O1W O2W -89(10) 2_456 . . 3_557 ? O1 Ba1 O1W O2W 161(10) 1_656 . . 3_557 ? N2 Ba1 O1W O2W 34(10) . . . 3_557 ? O2 Ba1 O1W O2W 129(10) 1_656 . . 3_557 ? O3 Ba1 O1W O2W -151(10) 2_456 . . 3_557 ? N1 Ba1 O1W O2W 7(11) . . . 3_557 ? O2' Ba1 O1W O2W 122(10) 1_656 . . 3_557 ? C11 Ba1 O1W O2W 147(10) 1_656 . . 3_557 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 3.504 _refine_diff_density_min -2.306 _refine_diff_density_rms 0.227 #===END data_8 _database_code_depnum_ccdc_archive 'CCDC 648002' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 2 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H8 N2 O5 Sr' _chemical_formula_weight 347.82 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' Sr Sr -1.5307 3.2498 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M Cc loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 17.2837(14) _cell_length_b 9.9314(8) _cell_length_c 7.0022(6) _cell_angle_alpha 90.00 _cell_angle_beta 97.464(2) _cell_angle_gamma 90.00 _cell_volume 1191.75(17) _cell_formula_units_Z 4 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description colourless _exptl_crystal_colour needle _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.939 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 688 _exptl_absorpt_coefficient_mu 4.546 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7061 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5309 _diffrn_reflns_av_R_equivalents 0.0593 _diffrn_reflns_av_sigmaI/netI 0.0519 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 2.37 _diffrn_reflns_theta_max 27.00 _reflns_number_total 1302 _reflns_number_gt 1273 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXTL version 5.1 (Sheldrick, 1998)' _computing_structure_refinement 'SHELXTL version 5.1 (Sheldrick, 1998)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. No useful absolute structure parameter could be refined. Friedel-pair reflections were merged using merg 3 as the Flack parameter value obtained from the refinement with Friedel pairs was 0.0112 with esd value of 0.0078. ; _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^)+(0.0451P)^2^+1.9477P] 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 0.086(15) _refine_ls_number_reflns 1302 _refine_ls_number_parameters 180 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0365 _refine_ls_R_factor_gt 0.0357 _refine_ls_wR_factor_ref 0.0865 _refine_ls_wR_factor_gt 0.0863 _refine_ls_goodness_of_fit_ref 1.107 _refine_ls_restrained_S_all 1.106 _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 Sr1 Sr 0.75562(7) 0.11532(4) 0.75621(10) 0.00994(16) Uani 1 1 d . . . N1 N 0.7328(3) 0.3847(5) 0.7446(9) 0.0140(13) Uani 1 1 d . . . C1 C 0.7921(4) 0.4632(8) 0.7048(10) 0.0178(14) Uani 1 1 d . . . H1A H 0.8384 0.4206 0.6756 0.021 Uiso 1 1 calc R . . C2 C 0.7895(5) 0.6019(7) 0.7041(12) 0.0185(16) Uani 1 1 d . . . H2A H 0.8320 0.6530 0.6693 0.022 Uiso 1 1 calc R . . C3 C 0.7247(4) 0.6644(8) 0.7544(10) 0.0124(13) Uani 1 1 d . . . C4 C 0.6618(4) 0.5871(6) 0.8005(10) 0.0131(13) Uani 1 1 d . . . H4A H 0.6168 0.6284 0.8391 0.016 Uiso 1 1 calc R . . C5 C 0.6677(4) 0.4477(7) 0.7877(9) 0.0125(13) Uani 1 1 d . . . C6 C 0.6028(4) 0.3572(6) 0.8269(10) 0.0127(13) Uani 1 1 d . . . C7 C 0.5320(4) 0.4110(6) 0.8687(10) 0.0131(13) Uani 1 1 d . . . H7A H 0.5225 0.5051 0.8591 0.016 Uiso 1 1 calc R . . C8 C 0.4756(4) 0.3239(7) 0.9247(10) 0.0148(13) Uani 1 1 d . . . C9 C 0.4908(4) 0.1873(7) 0.9296(11) 0.0202(15) Uani 1 1 d . . . H9A H 0.4542 0.1257 0.9704 0.024 Uiso 1 1 calc R . . C10 C 0.5599(4) 0.1419(7) 0.8742(11) 0.0196(15) Uani 1 1 d . . . H10A H 0.5682 0.0475 0.8699 0.024 Uiso 1 1 calc R . . N2 N 0.6166(4) 0.2242(6) 0.8258(9) 0.0157(12) Uani 1 1 d . . . C11 C 0.7212(4) 0.8165(7) 0.7594(9) 0.0129(12) Uani 1 1 d . . . O1 O 0.7484(3) 0.8752(4) 0.6225(7) 0.0164(10) Uani 1 1 d . . . O2 O 0.6938(3) 0.8761(4) 0.8911(7) 0.0166(10) Uani 1 1 d . . . C12 C 0.3999(4) 0.3778(7) 0.9793(10) 0.0160(14) Uani 1 1 d . . . O3 O 0.3805(3) 0.4950(5) 0.9223(7) 0.0221(11) Uani 1 1 d . . . O4 O 0.3621(3) 0.3021(5) 1.0745(8) 0.0235(12) Uani 1 1 d . . . O1W O 0.4596(11) 0.2284(16) 1.435(2) 0.066(4) Uiso 0.60 1 d P . . O1W' O 0.4210(15) 0.242(2) 1.460(3) 0.061(6) Uiso 0.40 1 d P . . 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 Sr1 0.0116(2) 0.0072(2) 0.0118(2) 0.0011(4) 0.00442(16) 0.0020(4) N1 0.019(3) 0.008(3) 0.016(3) 0.000(2) 0.005(3) 0.0008(18) C1 0.014(4) 0.021(4) 0.018(3) -0.005(3) 0.002(3) 0.001(3) C2 0.027(5) 0.015(4) 0.015(4) 0.002(3) 0.005(3) -0.006(3) C3 0.006(2) 0.016(3) 0.015(3) -0.003(3) -0.001(2) 0.001(3) C4 0.015(4) 0.008(3) 0.018(3) 0.000(2) 0.005(3) -0.001(2) C5 0.016(4) 0.012(3) 0.010(3) 0.000(2) 0.003(2) -0.003(3) C6 0.013(3) 0.009(3) 0.017(3) 0.002(2) 0.007(3) 0.000(2) C7 0.013(3) 0.008(3) 0.019(3) -0.003(2) 0.006(3) -0.001(2) C8 0.016(3) 0.015(3) 0.014(3) 0.003(3) 0.005(2) -0.002(3) C9 0.017(3) 0.015(4) 0.029(4) 0.002(3) 0.007(3) -0.001(3) C10 0.021(3) 0.007(3) 0.032(4) 0.003(3) 0.005(3) -0.002(3) N2 0.019(3) 0.012(3) 0.017(3) 0.000(2) 0.004(2) -0.001(2) C11 0.013(3) 0.014(3) 0.011(3) -0.001(3) 0.000(2) 0.001(3) O1 0.027(3) 0.012(2) 0.012(2) 0.0031(18) 0.008(2) -0.0056(18) O2 0.023(3) 0.012(2) 0.016(2) -0.0001(18) 0.005(2) 0.0002(18) C12 0.012(3) 0.020(4) 0.016(3) -0.004(3) 0.000(3) -0.002(2) O3 0.016(2) 0.023(3) 0.027(3) 0.004(2) 0.003(2) 0.005(2) O4 0.020(3) 0.022(3) 0.032(3) -0.006(2) 0.015(3) -0.004(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 Sr1 O4 2.507(5) 4_554 ? Sr1 O1 2.559(5) 1_545 ? Sr1 O1 2.586(5) 2_565 ? Sr1 O3 2.605(5) 3_545 ? Sr1 O2 2.641(5) 2_564 ? Sr1 N1 2.704(5) . ? Sr1 N2 2.735(6) . ? Sr1 O2 2.818(5) 1_545 ? Sr1 C11 3.027(7) 1_545 ? Sr1 C12 3.353(7) 4_554 ? Sr1 Sr1 4.1839(5) 2_554 ? Sr1 Sr1 4.1839(5) 2 ? N1 C1 1.346(9) . ? N1 C5 1.355(9) . ? C1 C2 1.378(10) . ? C2 C3 1.366(10) . ? C3 C4 1.402(10) . ? C3 C11 1.513(10) . ? C4 C5 1.391(9) . ? C5 C6 1.490(9) . ? C6 N2 1.342(8) . ? C6 C7 1.400(9) . ? C7 C8 1.397(9) . ? C8 C9 1.382(9) . ? C8 C12 1.508(9) . ? C9 C10 1.379(10) . ? C10 N2 1.353(9) . ? C11 O2 1.241(8) . ? C11 O1 1.263(8) . ? C11 Sr1 3.027(7) 1_565 ? O1 Sr1 2.559(5) 1_565 ? O1 Sr1 2.586(5) 2_564 ? O2 Sr1 2.641(5) 2_565 ? O2 Sr1 2.818(5) 1_565 ? C12 O4 1.245(9) . ? C12 O3 1.262(8) . ? C12 Sr1 3.353(7) 4_455 ? O3 Sr1 2.605(5) 3_455 ? O4 Sr1 2.507(5) 4_455 ? O1W O1W' 0.72(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 Sr1 O1 97.10(17) 4_554 1_545 ? O4 Sr1 O1 128.66(18) 4_554 2_565 ? O1 Sr1 O1 112.98(13) 1_545 2_565 ? O4 Sr1 O3 75.90(17) 4_554 3_545 ? O1 Sr1 O3 74.60(17) 1_545 3_545 ? O1 Sr1 O3 73.62(16) 2_565 3_545 ? O4 Sr1 O2 74.32(18) 4_554 2_564 ? O1 Sr1 O2 71.43(15) 1_545 2_564 ? O1 Sr1 O2 153.28(17) 2_565 2_564 ? O3 Sr1 O2 130.90(16) 3_545 2_564 ? O4 Sr1 N1 77.01(18) 4_554 . ? O1 Sr1 N1 155.65(18) 1_545 . ? O1 Sr1 N1 88.16(17) 2_565 . ? O3 Sr1 N1 125.20(18) 3_545 . ? O2 Sr1 N1 84.25(17) 2_564 . ? O4 Sr1 N2 132.88(17) 4_554 . ? O1 Sr1 N2 115.55(17) 1_545 . ? O1 Sr1 N2 69.64(17) 2_565 . ? O3 Sr1 N2 142.91(18) 3_545 . ? O2 Sr1 N2 84.56(17) 2_564 . ? N1 Sr1 N2 59.06(18) . . ? O4 Sr1 O2 141.37(16) 4_554 1_545 ? O1 Sr1 O2 48.26(15) 1_545 1_545 ? O1 Sr1 O2 68.21(14) 2_565 1_545 ? O3 Sr1 O2 78.00(16) 3_545 1_545 ? O2 Sr1 O2 103.19(15) 2_564 1_545 ? N1 Sr1 O2 141.61(17) . 1_545 ? N2 Sr1 O2 83.89(16) . 1_545 ? O4 Sr1 C11 118.83(17) 4_554 1_545 ? O1 Sr1 C11 24.33(17) 1_545 1_545 ? O1 Sr1 C11 89.63(16) 2_565 1_545 ? O3 Sr1 C11 72.51(18) 3_545 1_545 ? O2 Sr1 C11 89.06(16) 2_564 1_545 ? N1 Sr1 C11 160.39(19) . 1_545 ? N2 Sr1 C11 102.03(18) . 1_545 ? O2 Sr1 C11 24.17(16) 1_545 1_545 ? O4 Sr1 C12 18.14(17) 4_554 4_554 ? O1 Sr1 C12 79.18(16) 1_545 4_554 ? O1 Sr1 C12 135.11(17) 2_565 4_554 ? O3 Sr1 C12 68.41(16) 3_545 4_554 ? O2 Sr1 C12 71.19(17) 2_564 4_554 ? N1 Sr1 C12 94.55(17) . 4_554 ? N2 Sr1 C12 146.25(17) . 4_554 ? O2 Sr1 C12 123.65(16) 1_545 4_554 ? C11 Sr1 C12 100.71(17) 1_545 4_554 ? O4 Sr1 Sr1 71.02(13) 4_554 2_554 ? O1 Sr1 Sr1 35.81(11) 1_545 2_554 ? O1 Sr1 Sr1 148.78(10) 2_565 2_554 ? O3 Sr1 Sr1 91.86(12) 3_545 2_554 ? O2 Sr1 Sr1 41.56(10) 2_564 2_554 ? N1 Sr1 Sr1 122.18(14) . 2_554 ? N2 Sr1 Sr1 117.45(13) . 2_554 ? O2 Sr1 Sr1 81.96(10) 1_545 2_554 ? C11 Sr1 Sr1 59.39(13) 1_545 2_554 ? C12 Sr1 Sr1 56.38(12) 4_554 2_554 ? O4 Sr1 Sr1 133.12(13) 4_554 2 ? O1 Sr1 Sr1 77.91(11) 1_545 2 ? O1 Sr1 Sr1 35.38(10) 2_565 2 ? O3 Sr1 Sr1 57.68(11) 3_545 2 ? O2 Sr1 Sr1 141.60(11) 2_564 2 ? N1 Sr1 Sr1 123.42(14) . 2 ? N2 Sr1 Sr1 88.39(13) . 2 ? O2 Sr1 Sr1 38.44(10) 1_545 2 ? C11 Sr1 Sr1 55.65(13) 1_545 2 ? C12 Sr1 Sr1 125.17(11) 4_554 2 ? Sr1 Sr1 Sr1 113.61(2) 2_554 2 ? C1 N1 C5 117.1(6) . . ? C1 N1 Sr1 117.8(5) . . ? C5 N1 Sr1 124.9(4) . . ? N1 C1 C2 123.7(7) . . ? C3 C2 C1 118.7(7) . . ? C2 C3 C4 119.8(7) . . ? C2 C3 C11 119.7(6) . . ? C4 C3 C11 120.5(6) . . ? C5 C4 C3 117.7(7) . . ? N1 C5 C4 122.9(6) . . ? N1 C5 C6 115.4(5) . . ? C4 C5 C6 121.7(6) . . ? N2 C6 C7 122.5(6) . . ? N2 C6 C5 117.0(6) . . ? C7 C6 C5 120.4(6) . . ? C8 C7 C6 118.9(6) . . ? C9 C8 C7 118.5(6) . . ? C9 C8 C12 120.7(6) . . ? C7 C8 C12 120.8(6) . . ? C10 C9 C8 118.9(6) . . ? N2 C10 C9 123.7(6) . . ? C6 N2 C10 117.3(6) . . ? C6 N2 Sr1 123.5(4) . . ? C10 N2 Sr1 119.1(4) . . ? O2 C11 O1 124.0(6) . . ? O2 C11 C3 120.9(6) . . ? O1 C11 C3 115.1(6) . . ? O2 C11 Sr1 68.4(4) . 1_565 ? O1 C11 Sr1 56.6(3) . 1_565 ? C3 C11 Sr1 166.0(5) . 1_565 ? C11 O1 Sr1 99.1(4) . 1_565 ? C11 O1 Sr1 147.1(4) . 2_564 ? Sr1 O1 Sr1 108.82(16) 1_565 2_564 ? C11 O2 Sr1 126.1(4) . 2_565 ? C11 O2 Sr1 87.4(4) . 1_565 ? Sr1 O2 Sr1 100.00(16) 2_565 1_565 ? O4 C12 O3 126.1(7) . . ? O4 C12 C8 117.1(6) . . ? O3 C12 C8 116.8(6) . . ? O3 C12 Sr1 88.7(4) . 4_455 ? C8 C12 Sr1 152.7(5) . 4_455 ? C12 O3 Sr1 137.3(5) . 3_455 ? C12 O4 Sr1 123.1(5) . 4_455 ? 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 O4 Sr1 N1 C1 -18.1(5) 4_554 . . . ? O1 Sr1 N1 C1 -96.5(6) 1_545 . . . ? O1 Sr1 N1 C1 112.3(5) 2_565 . . . ? O3 Sr1 N1 C1 43.9(6) 3_545 . . . ? O2 Sr1 N1 C1 -93.3(5) 2_564 . . . ? N2 Sr1 N1 C1 179.6(6) . . . . ? O2 Sr1 N1 C1 162.6(4) 1_545 . . . ? C11 Sr1 N1 C1 -164.0(5) 1_545 . . . ? C12 Sr1 N1 C1 -22.8(5) 4_554 . . . ? Sr1 Sr1 N1 C1 -75.5(5) 2_554 . . . ? Sr1 Sr1 N1 C1 115.4(5) 2 . . . ? O4 Sr1 N1 C5 166.2(6) 4_554 . . . ? O1 Sr1 N1 C5 87.9(7) 1_545 . . . ? O1 Sr1 N1 C5 -63.4(6) 2_565 . . . ? O3 Sr1 N1 C5 -131.8(5) 3_545 . . . ? O2 Sr1 N1 C5 91.0(6) 2_564 . . . ? N2 Sr1 N1 C5 3.9(5) . . . . ? O2 Sr1 N1 C5 -13.0(7) 1_545 . . . ? C11 Sr1 N1 C5 20.4(10) 1_545 . . . ? C12 Sr1 N1 C5 161.5(6) 4_554 . . . ? Sr1 Sr1 N1 C5 108.8(5) 2_554 . . . ? Sr1 Sr1 N1 C5 -60.3(6) 2 . . . ? C5 N1 C1 C2 -0.6(11) . . . . ? Sr1 N1 C1 C2 -176.6(6) . . . . ? N1 C1 C2 C3 2.9(12) . . . . ? C1 C2 C3 C4 -1.7(12) . . . . ? C1 C2 C3 C11 178.6(6) . . . . ? C2 C3 C4 C5 -1.7(11) . . . . ? C11 C3 C4 C5 178.1(6) . . . . ? C1 N1 C5 C4 -3.1(10) . . . . ? Sr1 N1 C5 C4 172.7(5) . . . . ? C1 N1 C5 C6 178.8(6) . . . . ? Sr1 N1 C5 C6 -5.5(8) . . . . ? C3 C4 C5 N1 4.2(11) . . . . ? C3 C4 C5 C6 -177.8(6) . . . . ? N1 C5 C6 N2 3.4(9) . . . . ? C4 C5 C6 N2 -174.8(7) . . . . ? N1 C5 C6 C7 -178.6(6) . . . . ? C4 C5 C6 C7 3.3(10) . . . . ? N2 C6 C7 C8 4.7(10) . . . . ? C5 C6 C7 C8 -173.3(6) . . . . ? C6 C7 C8 C9 -2.4(10) . . . . ? C6 C7 C8 C12 177.3(6) . . . . ? C7 C8 C9 C10 -1.7(11) . . . . ? C12 C8 C9 C10 178.5(7) . . . . ? C8 C9 C10 N2 4.2(12) . . . . ? C7 C6 N2 C10 -2.4(10) . . . . ? C5 C6 N2 C10 175.6(6) . . . . ? C7 C6 N2 Sr1 -178.0(5) . . . . ? C5 C6 N2 Sr1 0.0(8) . . . . ? C9 C10 N2 C6 -2.1(11) . . . . ? C9 C10 N2 Sr1 173.7(6) . . . . ? O4 Sr1 N2 C6 -25.7(6) 4_554 . . . ? O1 Sr1 N2 C6 -154.8(5) 1_545 . . . ? O1 Sr1 N2 C6 98.7(6) 2_565 . . . ? O3 Sr1 N2 C6 106.9(6) 3_545 . . . ? O2 Sr1 N2 C6 -88.4(5) 2_564 . . . ? N1 Sr1 N2 C6 -1.8(5) . . . . ? O2 Sr1 N2 C6 167.7(6) 1_545 . . . ? C11 Sr1 N2 C6 -176.2(5) 1_545 . . . ? C12 Sr1 N2 C6 -44.9(7) 4_554 . . . ? Sr1 Sr1 N2 C6 -114.6(5) 2_554 . . . ? Sr1 Sr1 N2 C6 129.4(5) 2 . . . ? O4 Sr1 N2 C10 158.8(5) 4_554 . . . ? O1 Sr1 N2 C10 29.7(6) 1_545 . . . ? O1 Sr1 N2 C10 -76.8(5) 2_565 . . . ? O3 Sr1 N2 C10 -68.6(6) 3_545 . . . ? O2 Sr1 N2 C10 96.2(5) 2_564 . . . ? N1 Sr1 N2 C10 -177.3(6) . . . . ? O2 Sr1 N2 C10 -7.8(5) 1_545 . . . ? C11 Sr1 N2 C10 8.3(6) 1_545 . . . ? C12 Sr1 N2 C10 139.6(5) 4_554 . . . ? Sr1 Sr1 N2 C10 69.9(6) 2_554 . . . ? Sr1 Sr1 N2 C10 -46.1(5) 2 . . . ? C2 C3 C11 O2 -138.6(8) . . . . ? C4 C3 C11 O2 41.6(10) . . . . ? C2 C3 C11 O1 40.9(10) . . . . ? C4 C3 C11 O1 -138.9(7) . . . . ? C2 C3 C11 Sr1 -9(2) . . . 1_565 ? C4 C3 C11 Sr1 170.8(15) . . . 1_565 ? O2 C11 O1 Sr1 12.4(8) . . . 1_565 ? C3 C11 O1 Sr1 -167.2(5) . . . 1_565 ? O2 C11 O1 Sr1 -135.8(7) . . . 2_564 ? C3 C11 O1 Sr1 44.7(11) . . . 2_564 ? Sr1 C11 O1 Sr1 -148.2(9) 1_565 . . 2_564 ? O1 C11 O2 Sr1 -111.6(7) . . . 2_565 ? C3 C11 O2 Sr1 67.9(8) . . . 2_565 ? Sr1 C11 O2 Sr1 -100.5(4) 1_565 . . 2_565 ? O1 C11 O2 Sr1 -11.1(7) . . . 1_565 ? C3 C11 O2 Sr1 168.4(6) . . . 1_565 ? C9 C8 C12 O4 18.3(10) . . . . ? C7 C8 C12 O4 -161.5(6) . . . . ? C9 C8 C12 O3 -161.0(7) . . . . ? C7 C8 C12 O3 19.3(10) . . . . ? C9 C8 C12 Sr1 41.5(13) . . . 4_455 ? C7 C8 C12 Sr1 -138.3(8) . . . 4_455 ? O4 C12 O3 Sr1 -46.1(11) . . . 3_455 ? C8 C12 O3 Sr1 133.1(6) . . . 3_455 ? Sr1 C12 O3 Sr1 -57.0(6) 4_455 . . 3_455 ? O3 C12 O4 Sr1 -17.5(10) . . . 4_455 ? C8 C12 O4 Sr1 163.3(4) . . . 4_455 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.153 _refine_diff_density_min -0.476 _refine_diff_density_rms 0.124 #===END #===END data_5 _database_code_depnum_ccdc_archive 'CCDC 648003' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 3 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H8 Ba2 N2 O10' _chemical_formula_weight 638.90 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ba Ba -0.3244 2.2819 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 27.5898(11) _cell_length_b 9.7108(4) _cell_length_c 13.2117(5) _cell_angle_alpha 90.00 _cell_angle_beta 117.0920(10) _cell_angle_gamma 90.00 _cell_volume 3151.3(2) _cell_formula_units_Z 8 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.693 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2384 _exptl_absorpt_coefficient_mu 5.034 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7531 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16970 _diffrn_reflns_av_R_equivalents 0.0255 _diffrn_reflns_av_sigmaI/netI 0.0235 _diffrn_reflns_limit_h_min -38 _diffrn_reflns_limit_h_max 38 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.66 _diffrn_reflns_theta_max 29.98 _reflns_number_total 4491 _reflns_number_gt 4201 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXTL version 5.1 (Sheldrick, 1998)' _computing_structure_refinement 'SHELXTL version 5.1 (Sheldrick, 1998)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0307P)^2^+7.3900P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4491 _refine_ls_number_parameters 265 _refine_ls_number_restraints 11 _refine_ls_R_factor_all 0.0255 _refine_ls_R_factor_gt 0.0227 _refine_ls_wR_factor_ref 0.0558 _refine_ls_wR_factor_gt 0.0547 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.057 _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 Ba1 Ba 0.332487(6) 0.366689(15) 0.082614(12) 0.01053(5) Uani 1 1 d . . . Ba2 Ba 0.477754(6) 0.309107(15) 0.387123(12) 0.00959(5) Uani 1 1 d . . . N1 N 0.26955(9) 0.5937(2) 0.12346(18) 0.0113(4) Uani 1 1 d . . . C1 C 0.22116(10) 0.5611(3) 0.1185(2) 0.0120(5) Uani 1 1 d . . . C2 C 0.18698(10) 0.6568(3) 0.1323(2) 0.0131(5) Uani 1 1 d . . . H2A H 0.1543 0.6285 0.1335 0.016 Uiso 1 1 calc R . . C3 C 0.20199(10) 0.7948(3) 0.1442(2) 0.0118(5) Uani 1 1 d . . . C4 C 0.25165(10) 0.8296(3) 0.1483(2) 0.0118(5) Uani 1 1 d . . . H4A H 0.2627 0.9233 0.1556 0.014 Uiso 1 1 calc R . . C5 C 0.28524(10) 0.7263(3) 0.1417(2) 0.0099(4) Uani 1 1 d . . . C6 C 0.33922(10) 0.7597(3) 0.1475(2) 0.0091(4) Uani 1 1 d . . . C7 C 0.35810(10) 0.8946(3) 0.1590(2) 0.0110(4) Uani 1 1 d . . . H7A H 0.3381 0.9675 0.1704 0.013 Uiso 1 1 calc R . . C8 C 0.40636(10) 0.9221(3) 0.1537(2) 0.0098(4) Uani 1 1 d . . . C9 C 0.43535(10) 0.8123(2) 0.1410(2) 0.0100(4) Uani 1 1 d . . . H9A H 0.4682 0.8273 0.1358 0.012 Uiso 1 1 calc R . . C10 C 0.41526(10) 0.6801(2) 0.1359(2) 0.0097(4) Uani 1 1 d . . . N2 N 0.36803(9) 0.6526(2) 0.13799(18) 0.0105(4) Uani 1 1 d . . . C11 C 0.44664(10) 0.5575(3) 0.1258(2) 0.0107(4) Uani 1 1 d . . . O1 O 0.44105(7) 0.44305(18) 0.16547(16) 0.0120(3) Uani 1 1 d . . . O2 O 0.47658(8) 0.57699(19) 0.07864(17) 0.0144(4) Uani 1 1 d . . . C12 C 0.42569(10) 1.0698(3) 0.1593(2) 0.0109(4) Uani 1 1 d . . . O3 O 0.46124(8) 1.0918(2) 0.12667(17) 0.0159(4) Uani 1 1 d . . . O4 O 0.40473(8) 1.15839(19) 0.19680(17) 0.0142(4) Uani 1 1 d . . . C13 C 0.16299(10) 0.9063(3) 0.1433(2) 0.0123(5) Uani 1 1 d . . . O5 O 0.16509(8) 1.0189(2) 0.10054(17) 0.0170(4) Uani 1 1 d . . . O6 O 0.13093(8) 0.8753(2) 0.18389(16) 0.0147(4) Uani 1 1 d . . . C14 C 0.20219(11) 0.4131(3) 0.0872(2) 0.0141(5) Uani 1 1 d . . . O7 O 0.15694(9) 0.3821(2) 0.0799(2) 0.0247(5) Uani 1 1 d . . . O8 O 0.23246(9) 0.3332(2) 0.0663(2) 0.0227(4) Uani 1 1 d . . . O1W O 0.44419(9) 0.0579(2) 0.43395(18) 0.0207(4) Uani 1 1 d D . . H1W1 H 0.4555(14) 0.019(4) 0.4971(18) 0.025 Uiso 1 1 d D . . H2W1 H 0.4260(13) 0.001(3) 0.384(2) 0.025 Uiso 1 1 d D . . O2W O 0.57780(9) 0.2916(2) 0.57757(19) 0.0222(4) Uani 1 1 d D . . H1W2 H 0.5988(12) 0.231(3) 0.572(3) 0.027 Uiso 1 1 d D . . H2W2 H 0.5967(13) 0.364(2) 0.606(3) 0.027 Uiso 1 1 d 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 Ba1 0.01008(8) 0.00902(8) 0.01195(8) -0.00016(5) 0.00454(6) -0.00146(5) Ba2 0.00887(8) 0.00864(8) 0.01216(8) -0.00044(5) 0.00556(6) 0.00004(5) N1 0.0100(10) 0.0112(10) 0.0127(10) -0.0007(8) 0.0052(8) -0.0024(8) C1 0.0099(11) 0.0127(11) 0.0120(11) 0.0011(9) 0.0037(9) -0.0020(9) C2 0.0080(11) 0.0173(12) 0.0157(12) 0.0033(10) 0.0068(10) 0.0000(9) C3 0.0082(11) 0.0183(12) 0.0102(11) 0.0018(9) 0.0053(9) 0.0007(9) C4 0.0117(11) 0.0113(11) 0.0142(12) 0.0005(9) 0.0075(10) -0.0007(9) C5 0.0088(10) 0.0112(11) 0.0099(10) 0.0001(8) 0.0044(9) -0.0009(9) C6 0.0075(10) 0.0096(11) 0.0101(10) -0.0006(8) 0.0037(8) -0.0002(8) C7 0.0108(11) 0.0094(11) 0.0131(11) -0.0013(9) 0.0057(9) 0.0004(9) C8 0.0098(11) 0.0088(11) 0.0101(10) -0.0003(8) 0.0039(9) 0.0004(8) C9 0.0082(11) 0.0097(11) 0.0114(11) -0.0012(8) 0.0037(9) -0.0015(8) C10 0.0094(11) 0.0097(11) 0.0104(11) -0.0013(8) 0.0047(9) 0.0009(8) N2 0.0105(10) 0.0092(9) 0.0117(10) -0.0005(7) 0.0050(8) -0.0009(8) C11 0.0095(11) 0.0093(11) 0.0121(11) -0.0003(9) 0.0038(9) -0.0001(8) O1 0.0118(9) 0.0089(8) 0.0161(9) 0.0016(7) 0.0070(7) 0.0002(6) O2 0.0167(9) 0.0111(9) 0.0206(9) 0.0014(7) 0.0129(8) 0.0020(7) C12 0.0098(11) 0.0090(11) 0.0109(11) 0.0010(8) 0.0022(9) -0.0015(8) O3 0.0152(9) 0.0123(9) 0.0229(10) -0.0003(7) 0.0111(8) -0.0030(7) O4 0.0165(9) 0.0092(8) 0.0172(9) -0.0024(7) 0.0078(8) -0.0006(7) C13 0.0093(11) 0.0158(12) 0.0101(11) 0.0007(9) 0.0030(9) 0.0011(9) O5 0.0193(10) 0.0151(9) 0.0186(9) 0.0050(7) 0.0103(8) 0.0045(7) O6 0.0109(9) 0.0195(10) 0.0163(9) -0.0013(7) 0.0083(7) -0.0007(7) C14 0.0141(12) 0.0132(12) 0.0117(11) -0.0002(9) 0.0028(9) -0.0045(9) O7 0.0127(10) 0.0200(11) 0.0391(13) 0.0055(9) 0.0097(9) -0.0048(8) O8 0.0239(11) 0.0167(9) 0.0318(12) -0.0110(9) 0.0163(10) -0.0083(8) O1W 0.0219(11) 0.0216(11) 0.0189(10) 0.0034(8) 0.0094(9) -0.0021(8) O2W 0.0149(10) 0.0233(11) 0.0239(11) -0.0057(9) 0.0050(9) 0.0035(8) _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 Ba1 O8 2.688(2) . ? Ba1 O5 2.6908(19) 7_565 ? Ba1 O4 2.7570(19) 1_545 ? Ba1 O8 2.764(2) 7 ? Ba1 O6 2.7760(19) 4_545 ? Ba1 O1 2.7809(18) . ? Ba1 N2 2.924(2) . ? Ba1 N1 3.003(2) . ? Ba1 C14 3.373(3) 7 ? Ba1 Ba2 4.2278(2) . ? Ba1 Ba1 4.6442(3) 7 ? Ba2 O3 2.7563(19) 2_645 ? Ba2 O2W 2.766(2) . ? Ba2 O2 2.7751(19) 6_566 ? Ba2 O1W 2.777(2) . ? Ba2 O6 2.7788(19) 4_545 ? Ba2 O4 2.8124(19) 1_545 ? Ba2 O2 2.8355(19) 2_655 ? Ba2 O1 2.9312(18) . ? Ba2 O1 2.9344(18) 2_655 ? Ba2 C11 3.243(2) 2_655 ? Ba2 Ba2 4.3227(3) 2_655 ? N1 C1 1.345(3) . ? N1 C5 1.345(3) . ? C1 C2 1.394(4) . ? C1 C14 1.521(4) . ? C2 C3 1.390(4) . ? C3 C4 1.388(3) . ? C3 C13 1.523(4) . ? C4 C5 1.395(3) . ? C5 C6 1.492(3) . ? C6 N2 1.350(3) . ? C6 C7 1.392(3) . ? C7 C8 1.391(3) . ? C8 C9 1.388(3) . ? C8 C12 1.520(3) . ? C9 C10 1.387(3) . ? C10 N2 1.343(3) . ? C10 C11 1.514(3) . ? C11 O2 1.254(3) . ? C11 O1 1.268(3) . ? C11 Ba2 3.243(2) 2_655 ? O1 Ba2 2.9344(18) 2_655 ? O2 Ba2 2.7751(19) 6_565 ? O2 Ba2 2.8355(19) 2_655 ? C12 O3 1.257(3) . ? C12 O4 1.257(3) . ? O3 Ba2 2.7563(19) 2_665 ? O4 Ba1 2.7570(19) 1_565 ? O4 Ba2 2.8124(19) 1_565 ? C13 O5 1.244(3) . ? C13 O6 1.262(3) . ? O5 Ba1 2.6908(19) 7_565 ? O6 Ba1 2.7760(19) 4 ? O6 Ba2 2.7788(19) 4 ? C14 O7 1.245(3) . ? C14 O8 1.259(3) . ? C14 Ba1 3.373(3) 7 ? O8 Ba1 2.764(2) 7 ? 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 O8 Ba1 O5 115.02(7) . 7_565 ? O8 Ba1 O4 114.53(7) . 1_545 ? O5 Ba1 O4 119.15(6) 7_565 1_545 ? O8 Ba1 O8 63.20(8) . 7 ? O5 Ba1 O8 85.60(7) 7_565 7 ? O4 Ba1 O8 86.96(6) 1_545 7 ? O8 Ba1 O6 86.16(6) . 4_545 ? O5 Ba1 O6 147.31(6) 7_565 4_545 ? O4 Ba1 O6 66.90(6) 1_545 4_545 ? O8 Ba1 O6 127.01(6) 7 4_545 ? O8 Ba1 O1 161.11(6) . . ? O5 Ba1 O1 77.32(6) 7_565 . ? O4 Ba1 O1 66.40(5) 1_545 . ? O8 Ba1 O1 134.45(6) 7 . ? O6 Ba1 O1 76.89(5) 4_545 . ? O8 Ba1 N2 110.48(6) . . ? O5 Ba1 N2 71.96(6) 7_565 . ? O4 Ba1 N2 118.89(6) 1_545 . ? O8 Ba1 N2 151.61(7) 7 . ? O6 Ba1 N2 77.45(6) 4_545 . ? O1 Ba1 N2 57.99(6) . . ? O8 Ba1 N1 56.40(6) . . ? O5 Ba1 N1 96.42(6) 7_565 . ? O4 Ba1 N1 140.65(6) 1_545 . ? O8 Ba1 N1 113.77(6) 7 . ? O6 Ba1 N1 74.07(6) 4_545 . ? O1 Ba1 N1 109.93(6) . . ? N2 Ba1 N1 54.10(6) . . ? O8 Ba1 C14 83.08(7) . 7 ? O5 Ba1 C14 81.37(6) 7_565 7 ? O4 Ba1 C14 71.85(6) 1_545 7 ? O8 Ba1 C14 20.79(6) 7 7 ? O6 Ba1 C14 127.80(6) 4_545 7 ? O1 Ba1 C14 113.89(6) . 7 ? N2 Ba1 C14 153.17(6) . 7 ? N1 Ba1 C14 134.32(6) . 7 ? O8 Ba1 Ba2 123.64(5) . . ? O5 Ba1 Ba2 120.62(4) 7_565 . ? O4 Ba1 Ba2 41.10(4) 1_545 . ? O8 Ba1 Ba2 127.64(5) 7 . ? O6 Ba1 Ba2 40.46(4) 4_545 . ? O1 Ba1 Ba2 43.64(4) . . ? N2 Ba1 Ba2 79.80(4) . . ? N1 Ba1 Ba2 107.53(4) . . ? C14 Ba1 Ba2 112.66(5) 7 . ? O8 Ba1 Ba1 32.09(4) . 7 ? O5 Ba1 Ba1 101.48(4) 7_565 7 ? O4 Ba1 Ba1 102.05(4) 1_545 7 ? O8 Ba1 Ba1 31.11(5) 7 7 ? O6 Ba1 Ba1 108.63(4) 4_545 7 ? O1 Ba1 Ba1 164.69(4) . 7 ? N2 Ba1 Ba1 136.56(4) . 7 ? N1 Ba1 Ba1 85.38(4) . 7 ? C14 Ba1 Ba1 51.23(5) 7 7 ? Ba2 Ba1 Ba1 133.170(6) . 7 ? O3 Ba2 O2W 68.09(6) 2_645 . ? O3 Ba2 O2 128.79(6) 2_645 6_566 ? O2W Ba2 O2 67.44(6) . 6_566 ? O3 Ba2 O1W 67.55(6) 2_645 . ? O2W Ba2 O1W 92.25(7) . . ? O2 Ba2 O1W 90.19(6) 6_566 . ? O3 Ba2 O6 138.78(6) 2_645 4_545 ? O2W Ba2 O6 142.90(6) . 4_545 ? O2 Ba2 O6 75.92(6) 6_566 4_545 ? O1W Ba2 O6 81.97(6) . 4_545 ? O3 Ba2 O4 75.69(6) 2_645 1_545 ? O2W Ba2 O4 142.47(6) . 1_545 ? O2 Ba2 O4 136.18(6) 6_566 1_545 ? O1W Ba2 O4 64.30(6) . 1_545 ? O6 Ba2 O4 66.11(6) 4_545 1_545 ? O3 Ba2 O2 118.19(6) 2_645 2_655 ? O2W Ba2 O2 74.00(6) . 2_655 ? O2 Ba2 O2 71.20(6) 6_566 2_655 ? O1W Ba2 O2 159.94(6) . 2_655 ? O6 Ba2 O2 100.05(6) 4_545 2_655 ? O4 Ba2 O2 134.86(6) 1_545 2_655 ? O3 Ba2 O1 102.54(5) 2_645 . ? O2W Ba2 O1 133.12(6) . . ? O2 Ba2 O1 126.29(5) 6_566 . ? O1W Ba2 O1 127.87(6) . . ? O6 Ba2 O1 74.42(5) 4_545 . ? O4 Ba2 O1 63.69(5) 1_545 . ? O2 Ba2 O1 71.25(5) 2_655 . ? O3 Ba2 O1 76.62(5) 2_645 2_655 ? O2W Ba2 O1 71.91(6) . 2_655 ? O2 Ba2 O1 111.49(5) 6_566 2_655 ? O1W Ba2 O1 144.11(6) . 2_655 ? O6 Ba2 O1 129.82(5) 4_545 2_655 ? O4 Ba2 O1 109.41(5) 1_545 2_655 ? O2 Ba2 O1 45.53(5) 2_655 2_655 ? O1 Ba2 O1 61.34(6) . 2_655 ? O3 Ba2 C11 97.99(6) 2_645 2_655 ? O2W Ba2 C11 72.19(7) . 2_655 ? O2 Ba2 C11 91.51(6) 6_566 2_655 ? O1W Ba2 C11 162.27(6) . 2_655 ? O6 Ba2 C11 115.54(6) 4_545 2_655 ? O4 Ba2 C11 123.78(6) 1_545 2_655 ? O2 Ba2 C11 22.56(6) 2_655 2_655 ? O1 Ba2 C11 63.61(6) . 2_655 ? O1 Ba2 C11 22.99(6) 2_655 2_655 ? O3 Ba2 Ba1 112.40(4) 2_645 . ? O2W Ba2 Ba1 173.94(5) . . ? O2 Ba2 Ba1 114.54(4) 6_566 . ? O1W Ba2 Ba1 93.46(5) . . ? O6 Ba2 Ba1 40.41(4) 4_545 . ? O4 Ba2 Ba1 40.13(4) 1_545 . ? O2 Ba2 Ba1 100.97(4) 2_655 . ? O1 Ba2 Ba1 40.90(3) . . ? O1 Ba2 Ba1 102.19(4) 2_655 . ? C11 Ba2 Ba1 101.85(4) 2_655 . ? O3 Ba2 Ba2 61.93(4) 2_645 2_655 ? O2W Ba2 Ba2 102.46(5) . 2_655 ? O2 Ba2 Ba2 152.86(4) 6_566 2_655 ? O1W Ba2 Ba2 115.95(5) . 2_655 ? O6 Ba2 Ba2 113.06(4) 4_545 2_655 ? O4 Ba2 Ba2 67.16(4) 1_545 2_655 ? O2 Ba2 Ba2 81.87(4) 2_655 2_655 ? O1 Ba2 Ba2 42.56(4) . 2_655 ? O1 Ba2 Ba2 42.50(4) 2_655 2_655 ? C11 Ba2 Ba2 61.39(4) 2_655 2_655 ? Ba1 Ba2 Ba2 73.167(5) . 2_655 ? C1 N1 C5 117.7(2) . . ? C1 N1 Ba1 117.47(16) . . ? C5 N1 Ba1 124.72(16) . . ? N1 C1 C2 123.6(2) . . ? N1 C1 C14 116.5(2) . . ? C2 C1 C14 119.8(2) . . ? C3 C2 C1 118.2(2) . . ? C4 C3 C2 118.5(2) . . ? C4 C3 C13 120.5(2) . . ? C2 C3 C13 120.8(2) . . ? C3 C4 C5 119.6(2) . . ? N1 C5 C4 122.0(2) . . ? N1 C5 C6 116.7(2) . . ? C4 C5 C6 121.1(2) . . ? N2 C6 C7 121.9(2) . . ? N2 C6 C5 116.4(2) . . ? C7 C6 C5 121.7(2) . . ? C8 C7 C6 119.6(2) . . ? C9 C8 C7 118.4(2) . . ? C9 C8 C12 121.5(2) . . ? C7 C8 C12 120.1(2) . . ? C10 C9 C8 118.5(2) . . ? N2 C10 C9 123.6(2) . . ? N2 C10 C11 116.4(2) . . ? C9 C10 C11 120.0(2) . . ? C10 N2 C6 117.8(2) . . ? C10 N2 Ba1 113.72(16) . . ? C6 N2 Ba1 127.64(16) . . ? O2 C11 O1 124.7(2) . . ? O2 C11 C10 117.2(2) . . ? O1 C11 C10 118.1(2) . . ? O2 C11 Ba2 60.13(13) . 2_655 ? O1 C11 Ba2 64.69(13) . 2_655 ? C10 C11 Ba2 175.60(17) . 2_655 ? C11 O1 Ba1 112.53(15) . . ? C11 O1 Ba2 138.64(16) . . ? Ba1 O1 Ba2 95.45(5) . . ? C11 O1 Ba2 92.32(14) . 2_655 ? Ba1 O1 Ba2 126.17(7) . 2_655 ? Ba2 O1 Ba2 94.95(5) . 2_655 ? C11 O2 Ba2 142.78(17) . 6_565 ? C11 O2 Ba2 97.31(15) . 2_655 ? Ba2 O2 Ba2 108.80(6) 6_565 2_655 ? O3 C12 O4 126.1(2) . . ? O3 C12 C8 117.1(2) . . ? O4 C12 C8 116.8(2) . . ? C12 O3 Ba2 138.47(17) . 2_665 ? C12 O4 Ba1 129.37(16) . 1_565 ? C12 O4 Ba2 115.94(16) . 1_565 ? Ba1 O4 Ba2 98.77(6) 1_565 1_565 ? O5 C13 O6 126.1(2) . . ? O5 C13 C3 116.8(2) . . ? O6 C13 C3 117.1(2) . . ? C13 O5 Ba1 142.75(17) . 7_565 ? C13 O6 Ba1 120.61(16) . 4 ? C13 O6 Ba2 140.25(17) . 4 ? Ba1 O6 Ba2 99.12(6) 4 4 ? O7 C14 O8 125.2(3) . . ? O7 C14 C1 117.3(2) . . ? O8 C14 C1 117.5(2) . . ? O7 C14 Ba1 77.47(16) . 7 ? O8 C14 Ba1 51.22(14) . 7 ? C1 C14 Ba1 154.20(17) . 7 ? C14 O8 Ba1 131.87(18) . . ? C14 O8 Ba1 107.99(17) . 7 ? Ba1 O8 Ba1 116.80(8) . 7 ? 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 O8 Ba1 Ba2 O3 115.11(7) . . . 2_645 ? O5 Ba1 Ba2 O3 -75.17(7) 7_565 . . 2_645 ? O4 Ba1 Ba2 O3 25.35(8) 1_545 . . 2_645 ? O8 Ba1 Ba2 O3 34.94(7) 7 . . 2_645 ? O6 Ba1 Ba2 O3 140.43(8) 4_545 . . 2_645 ? O1 Ba1 Ba2 O3 -83.27(7) . . . 2_645 ? N2 Ba1 Ba2 O3 -137.00(6) . . . 2_645 ? N1 Ba1 Ba2 O3 175.97(6) . . . 2_645 ? C14 Ba1 Ba2 O3 18.16(7) 7 . . 2_645 ? Ba1 Ba1 Ba2 O3 75.57(4) 7 . . 2_645 ? O8 Ba1 Ba2 O2 -43.79(7) . . . 6_566 ? O5 Ba1 Ba2 O2 125.92(7) 7_565 . . 6_566 ? O4 Ba1 Ba2 O2 -133.56(7) 1_545 . . 6_566 ? O8 Ba1 Ba2 O2 -123.97(7) 7 . . 6_566 ? O6 Ba1 Ba2 O2 -18.47(7) 4_545 . . 6_566 ? O1 Ba1 Ba2 O2 117.82(7) . . . 6_566 ? N2 Ba1 Ba2 O2 64.10(6) . . . 6_566 ? N1 Ba1 Ba2 O2 17.06(6) . . . 6_566 ? C14 Ba1 Ba2 O2 -140.75(6) 7 . . 6_566 ? Ba1 Ba1 Ba2 O2 -83.34(4) 7 . . 6_566 ? O8 Ba1 Ba2 O1W 48.00(7) . . . . ? O5 Ba1 Ba2 O1W -142.28(7) 7_565 . . . ? O4 Ba1 Ba2 O1W -41.76(8) 1_545 . . . ? O8 Ba1 Ba2 O1W -32.17(7) 7 . . . ? O6 Ba1 Ba2 O1W 73.32(8) 4_545 . . . ? O1 Ba1 Ba2 O1W -150.38(7) . . . . ? N2 Ba1 Ba2 O1W 155.89(6) . . . . ? N1 Ba1 Ba2 O1W 108.86(6) . . . . ? C14 Ba1 Ba2 O1W -48.95(7) 7 . . . ? Ba1 Ba1 Ba2 O1W 8.45(5) 7 . . . ? O8 Ba1 Ba2 O6 -25.32(8) . . . 4_545 ? O5 Ba1 Ba2 O6 144.40(8) 7_565 . . 4_545 ? O4 Ba1 Ba2 O6 -115.09(9) 1_545 . . 4_545 ? O8 Ba1 Ba2 O6 -105.49(8) 7 . . 4_545 ? O1 Ba1 Ba2 O6 136.30(8) . . . 4_545 ? N2 Ba1 Ba2 O6 82.57(7) . . . 4_545 ? N1 Ba1 Ba2 O6 35.54(7) . . . 4_545 ? C14 Ba1 Ba2 O6 -122.27(8) 7 . . 4_545 ? Ba1 Ba1 Ba2 O6 -64.87(6) 7 . . 4_545 ? O8 Ba1 Ba2 O4 89.76(8) . . . 1_545 ? O5 Ba1 Ba2 O4 -100.52(8) 7_565 . . 1_545 ? O8 Ba1 Ba2 O4 9.59(8) 7 . . 1_545 ? O6 Ba1 Ba2 O4 115.09(9) 4_545 . . 1_545 ? O1 Ba1 Ba2 O4 -108.62(8) . . . 1_545 ? N2 Ba1 Ba2 O4 -162.34(7) . . . 1_545 ? N1 Ba1 Ba2 O4 150.62(8) . . . 1_545 ? C14 Ba1 Ba2 O4 -7.19(8) 7 . . 1_545 ? Ba1 Ba1 Ba2 O4 50.22(6) 7 . . 1_545 ? O8 Ba1 Ba2 O2 -117.99(7) . . . 2_655 ? O5 Ba1 Ba2 O2 51.73(6) 7_565 . . 2_655 ? O4 Ba1 Ba2 O2 152.25(7) 1_545 . . 2_655 ? O8 Ba1 Ba2 O2 161.84(7) 7 . . 2_655 ? O6 Ba1 Ba2 O2 -92.67(7) 4_545 . . 2_655 ? O1 Ba1 Ba2 O2 43.63(7) . . . 2_655 ? N2 Ba1 Ba2 O2 -10.10(6) . . . 2_655 ? N1 Ba1 Ba2 O2 -57.13(6) . . . 2_655 ? C14 Ba1 Ba2 O2 145.06(6) 7 . . 2_655 ? Ba1 Ba1 Ba2 O2 -157.53(4) 7 . . 2_655 ? O8 Ba1 Ba2 O1 -161.62(8) . . . . ? O5 Ba1 Ba2 O1 8.10(7) 7_565 . . . ? O4 Ba1 Ba2 O1 108.62(8) 1_545 . . . ? O8 Ba1 Ba2 O1 118.21(8) 7 . . . ? O6 Ba1 Ba2 O1 -136.30(8) 4_545 . . . ? N2 Ba1 Ba2 O1 -53.73(7) . . . . ? N1 Ba1 Ba2 O1 -100.76(7) . . . . ? C14 Ba1 Ba2 O1 101.43(7) 7 . . . ? Ba1 Ba1 Ba2 O1 158.84(5) 7 . . . ? O8 Ba1 Ba2 O1 -164.50(6) . . . 2_655 ? O5 Ba1 Ba2 O1 5.22(6) 7_565 . . 2_655 ? O4 Ba1 Ba2 O1 105.73(7) 1_545 . . 2_655 ? O8 Ba1 Ba2 O1 115.33(7) 7 . . 2_655 ? O6 Ba1 Ba2 O1 -139.18(7) 4_545 . . 2_655 ? O1 Ba1 Ba2 O1 -2.89(5) . . . 2_655 ? N2 Ba1 Ba2 O1 -56.61(6) . . . 2_655 ? N1 Ba1 Ba2 O1 -103.64(6) . . . 2_655 ? C14 Ba1 Ba2 O1 98.55(6) 7 . . 2_655 ? Ba1 Ba1 Ba2 O1 155.95(4) 7 . . 2_655 ? O8 Ba1 Ba2 C11 -140.99(7) . . . 2_655 ? O5 Ba1 Ba2 C11 28.73(7) 7_565 . . 2_655 ? O4 Ba1 Ba2 C11 129.24(8) 1_545 . . 2_655 ? O8 Ba1 Ba2 C11 138.84(7) 7 . . 2_655 ? O6 Ba1 Ba2 C11 -115.67(8) 4_545 . . 2_655 ? O1 Ba1 Ba2 C11 20.63(7) . . . 2_655 ? N2 Ba1 Ba2 C11 -33.10(6) . . . 2_655 ? N1 Ba1 Ba2 C11 -80.13(6) . . . 2_655 ? C14 Ba1 Ba2 C11 122.06(7) 7 . . 2_655 ? Ba1 Ba1 Ba2 C11 179.46(5) 7 . . 2_655 ? O8 Ba1 Ba2 Ba2 164.08(5) . . . 2_655 ? O5 Ba1 Ba2 Ba2 -26.20(5) 7_565 . . 2_655 ? O4 Ba1 Ba2 Ba2 74.32(6) 1_545 . . 2_655 ? O8 Ba1 Ba2 Ba2 83.91(6) 7 . . 2_655 ? O6 Ba1 Ba2 Ba2 -170.59(6) 4_545 . . 2_655 ? O1 Ba1 Ba2 Ba2 -34.30(5) . . . 2_655 ? N2 Ba1 Ba2 Ba2 -88.02(4) . . . 2_655 ? N1 Ba1 Ba2 Ba2 -135.06(4) . . . 2_655 ? C14 Ba1 Ba2 Ba2 67.13(5) 7 . . 2_655 ? Ba1 Ba1 Ba2 Ba2 124.539(8) 7 . . 2_655 ? O8 Ba1 N1 C1 3.53(17) . . . . ? O5 Ba1 N1 C1 119.39(18) 7_565 . . . ? O4 Ba1 N1 C1 -85.1(2) 1_545 . . . ? O8 Ba1 N1 C1 31.4(2) 7 . . . ? O6 Ba1 N1 C1 -92.55(18) 4_545 . . . ? O1 Ba1 N1 C1 -161.80(17) . . . . ? N2 Ba1 N1 C1 -178.4(2) . . . . ? C14 Ba1 N1 C1 35.2(2) 7 . . . ? Ba2 Ba1 N1 C1 -115.65(17) . . . . ? Ba1 Ba1 N1 C1 18.33(17) 7 . . . ? O8 Ba1 N1 C5 -173.6(2) . . . . ? O5 Ba1 N1 C5 -57.7(2) 7_565 . . . ? O4 Ba1 N1 C5 97.8(2) 1_545 . . . ? O8 Ba1 N1 C5 -145.74(19) 7 . . . ? O6 Ba1 N1 C5 90.32(19) 4_545 . . . ? O1 Ba1 N1 C5 21.1(2) . . . . ? N2 Ba1 N1 C5 4.47(18) . . . . ? C14 Ba1 N1 C5 -141.93(18) 7 . . . ? Ba2 Ba1 N1 C5 67.22(19) . . . . ? Ba1 Ba1 N1 C5 -158.80(19) 7 . . . ? C5 N1 C1 C2 -0.6(4) . . . . ? Ba1 N1 C1 C2 -177.96(19) . . . . ? C5 N1 C1 C14 174.6(2) . . . . ? Ba1 N1 C1 C14 -2.7(3) . . . . ? N1 C1 C2 C3 4.4(4) . . . . ? C14 C1 C2 C3 -170.6(2) . . . . ? C1 C2 C3 C4 -3.6(4) . . . . ? C1 C2 C3 C13 171.6(2) . . . . ? C2 C3 C4 C5 -0.7(4) . . . . ? C13 C3 C4 C5 -175.9(2) . . . . ? C1 N1 C5 C4 -4.0(4) . . . . ? Ba1 N1 C5 C4 173.15(18) . . . . ? C1 N1 C5 C6 179.6(2) . . . . ? Ba1 N1 C5 C6 -3.2(3) . . . . ? C3 C4 C5 N1 4.7(4) . . . . ? C3 C4 C5 C6 -179.1(2) . . . . ? N1 C5 C6 N2 -2.3(3) . . . . ? C4 C5 C6 N2 -178.7(2) . . . . ? N1 C5 C6 C7 176.0(2) . . . . ? C4 C5 C6 C7 -0.4(4) . . . . ? N2 C6 C7 C8 4.1(4) . . . . ? C5 C6 C7 C8 -174.2(2) . . . . ? C6 C7 C8 C9 -2.3(4) . . . . ? C6 C7 C8 C12 176.5(2) . . . . ? C7 C8 C9 C10 -1.0(4) . . . . ? C12 C8 C9 C10 -179.7(2) . . . . ? C8 C9 C10 N2 2.8(4) . . . . ? C8 C9 C10 C11 -178.1(2) . . . . ? C9 C10 N2 C6 -1.2(4) . . . . ? C11 C10 N2 C6 179.7(2) . . . . ? C9 C10 N2 Ba1 169.1(2) . . . . ? C11 C10 N2 Ba1 -10.0(3) . . . . ? C7 C6 N2 C10 -2.3(4) . . . . ? C5 C6 N2 C10 176.0(2) . . . . ? C7 C6 N2 Ba1 -171.03(17) . . . . ? C5 C6 N2 Ba1 7.3(3) . . . . ? O8 Ba1 N2 C10 -173.48(17) . . . . ? O5 Ba1 N2 C10 -62.81(17) 7_565 . . . ? O4 Ba1 N2 C10 51.10(19) 1_545 . . . ? O8 Ba1 N2 C10 -102.2(2) 7 . . . ? O6 Ba1 N2 C10 105.51(17) 4_545 . . . ? O1 Ba1 N2 C10 23.26(16) . . . . ? N1 Ba1 N2 C10 -175.2(2) . . . . ? C14 Ba1 N2 C10 -56.5(2) 7 . . . ? Ba2 Ba1 N2 C10 64.27(17) . . . . ? Ba1 Ba1 N2 C10 -150.55(14) 7 . . . ? O8 Ba1 N2 C6 -4.4(2) . . . . ? O5 Ba1 N2 C6 106.3(2) 7_565 . . . ? O4 Ba1 N2 C6 -139.79(19) 1_545 . . . ? O8 Ba1 N2 C6 66.9(2) 7 . . . ? O6 Ba1 N2 C6 -85.4(2) 4_545 . . . ? O1 Ba1 N2 C6 -167.6(2) . . . . ? N1 Ba1 N2 C6 -6.10(18) . . . . ? C14 Ba1 N2 C6 112.6(2) 7 . . . ? Ba2 Ba1 N2 C6 -126.6(2) . . . . ? Ba1 Ba1 N2 C6 18.6(2) 7 . . . ? N2 C10 C11 O2 151.7(2) . . . . ? C9 C10 C11 O2 -27.5(3) . . . . ? N2 C10 C11 O1 -28.5(3) . . . . ? C9 C10 C11 O1 152.3(2) . . . . ? O2 C11 O1 Ba1 -127.4(2) . . . . ? C10 C11 O1 Ba1 52.8(2) . . . . ? Ba2 C11 O1 Ba1 -131.01(12) 2_655 . . . ? O2 C11 O1 Ba2 103.8(3) . . . . ? C10 C11 O1 Ba2 -76.0(3) . . . . ? Ba2 C11 O1 Ba2 100.2(2) 2_655 . . . ? O2 C11 O1 Ba2 3.6(3) . . . 2_655 ? C10 C11 O1 Ba2 -176.15(19) . . . 2_655 ? O8 Ba1 O1 C11 -94.7(2) . . . . ? O5 Ba1 O1 C11 38.29(16) 7_565 . . . ? O4 Ba1 O1 C11 168.31(18) 1_545 . . . ? O8 Ba1 O1 C11 108.96(17) 7 . . . ? O6 Ba1 O1 C11 -121.44(17) 4_545 . . . ? N2 Ba1 O1 C11 -38.20(16) . . . . ? N1 Ba1 O1 C11 -54.03(17) . . . . ? C14 Ba1 O1 C11 112.74(17) 7 . . . ? Ba2 Ba1 O1 C11 -148.85(19) . . . . ? Ba1 Ba1 O1 C11 125.49(17) 7 . . . ? O8 Ba1 O1 Ba2 54.2(2) . . . . ? O5 Ba1 O1 Ba2 -172.86(6) 7_565 . . . ? O4 Ba1 O1 Ba2 -42.84(5) 1_545 . . . ? O8 Ba1 O1 Ba2 -102.18(9) 7 . . . ? O6 Ba1 O1 Ba2 27.41(5) 4_545 . . . ? N2 Ba1 O1 Ba2 110.66(7) . . . . ? N1 Ba1 O1 Ba2 94.82(6) . . . . ? C14 Ba1 O1 Ba2 -98.40(6) 7 . . . ? Ba1 Ba1 O1 Ba2 -85.66(15) 7 . . . ? O8 Ba1 O1 Ba2 154.39(17) . . . 2_655 ? O5 Ba1 O1 Ba2 -72.66(8) 7_565 . . 2_655 ? O4 Ba1 O1 Ba2 57.36(8) 1_545 . . 2_655 ? O8 Ba1 O1 Ba2 -1.99(13) 7 . . 2_655 ? O6 Ba1 O1 Ba2 127.61(9) 4_545 . . 2_655 ? N2 Ba1 O1 Ba2 -149.14(10) . . . 2_655 ? N1 Ba1 O1 Ba2 -164.98(7) . . . 2_655 ? C14 Ba1 O1 Ba2 1.80(10) 7 . . 2_655 ? Ba2 Ba1 O1 Ba2 100.20(9) . . . 2_655 ? Ba1 Ba1 O1 Ba2 14.5(2) 7 . . 2_655 ? O3 Ba2 O1 C11 -116.5(2) 2_645 . . . ? O2W Ba2 O1 C11 -44.8(3) . . . . ? O2 Ba2 O1 C11 47.2(3) 6_566 . . . ? O1W Ba2 O1 C11 172.4(2) . . . . ? O6 Ba2 O1 C11 106.0(2) 4_545 . . . ? O4 Ba2 O1 C11 176.6(3) 1_545 . . . ? O2 Ba2 O1 C11 -0.6(2) 2_655 . . . ? O1 Ba2 O1 C11 -49.5(2) 2_655 . . . ? C11 Ba2 O1 C11 -23.7(2) 2_655 . . . ? Ba1 Ba2 O1 C11 133.7(3) . . . . ? Ba2 Ba2 O1 C11 -99.2(2) 2_655 . . . ? O3 Ba2 O1 Ba1 109.85(6) 2_645 . . . ? O2W Ba2 O1 Ba1 -178.55(6) . . . . ? O2 Ba2 O1 Ba1 -86.51(7) 6_566 . . . ? O1W Ba2 O1 Ba1 38.67(9) . . . . ? O6 Ba2 O1 Ba1 -27.71(5) 4_545 . . . ? O4 Ba2 O1 Ba1 42.95(5) 1_545 . . . ? O2 Ba2 O1 Ba1 -134.33(6) 2_655 . . . ? O1 Ba2 O1 Ba1 176.79(6) 2_655 . . . ? C11 Ba2 O1 Ba1 -157.36(8) 2_655 . . . ? Ba2 Ba2 O1 Ba1 127.11(7) 2_655 . . . ? O3 Ba2 O1 Ba2 -17.26(6) 2_645 . . 2_655 ? O2W Ba2 O1 Ba2 54.35(9) . . . 2_655 ? O2 Ba2 O1 Ba2 146.38(5) 6_566 . . 2_655 ? O1W Ba2 O1 Ba2 -88.44(7) . . . 2_655 ? O6 Ba2 O1 Ba2 -154.82(6) 4_545 . . 2_655 ? O4 Ba2 O1 Ba2 -84.16(6) 1_545 . . 2_655 ? O2 Ba2 O1 Ba2 98.56(6) 2_655 . . 2_655 ? O1 Ba2 O1 Ba2 49.68(6) 2_655 . . 2_655 ? C11 Ba2 O1 Ba2 75.53(6) 2_655 . . 2_655 ? Ba1 Ba2 O1 Ba2 -127.11(7) . . . 2_655 ? O1 C11 O2 Ba2 131.2(2) . . . 6_565 ? C10 C11 O2 Ba2 -49.1(4) . . . 6_565 ? Ba2 C11 O2 Ba2 134.9(3) 2_655 . . 6_565 ? O1 C11 O2 Ba2 -3.8(3) . . . 2_655 ? C10 C11 O2 Ba2 176.00(18) . . . 2_655 ? C9 C8 C12 O3 15.8(4) . . . . ? C7 C8 C12 O3 -163.0(2) . . . . ? C9 C8 C12 O4 -163.9(2) . . . . ? C7 C8 C12 O4 17.3(3) . . . . ? O4 C12 O3 Ba2 2.8(4) . . . 2_665 ? C8 C12 O3 Ba2 -176.84(16) . . . 2_665 ? O3 C12 O4 Ba1 70.9(3) . . . 1_565 ? C8 C12 O4 Ba1 -109.4(2) . . . 1_565 ? O3 C12 O4 Ba2 -57.3(3) . . . 1_565 ? C8 C12 O4 Ba2 122.40(19) . . . 1_565 ? C4 C3 C13 O5 28.7(4) . . . . ? C2 C3 C13 O5 -146.4(3) . . . . ? C4 C3 C13 O6 -152.5(2) . . . . ? C2 C3 C13 O6 32.4(4) . . . . ? O6 C13 O5 Ba1 -131.0(3) . . . 7_565 ? C3 C13 O5 Ba1 47.6(4) . . . 7_565 ? O5 C13 O6 Ba1 -103.5(3) . . . 4 ? C3 C13 O6 Ba1 77.9(3) . . . 4 ? O5 C13 O6 Ba2 74.7(4) . . . 4 ? C3 C13 O6 Ba2 -104.0(3) . . . 4 ? N1 C1 C14 O7 -178.5(2) . . . . ? C2 C1 C14 O7 -3.1(4) . . . . ? N1 C1 C14 O8 -1.3(4) . . . . ? C2 C1 C14 O8 174.2(2) . . . . ? N1 C1 C14 Ba1 -58.1(5) . . . 7 ? C2 C1 C14 Ba1 117.3(4) . . . 7 ? O7 C14 O8 Ba1 -177.1(2) . . . . ? C1 C14 O8 Ba1 5.9(4) . . . . ? Ba1 C14 O8 Ba1 158.1(3) 7 . . . ? O7 C14 O8 Ba1 24.9(3) . . . 7 ? C1 C14 O8 Ba1 -152.13(18) . . . 7 ? O5 Ba1 O8 C14 -85.9(3) 7_565 . . . ? O4 Ba1 O8 C14 130.6(2) 1_545 . . . ? O8 Ba1 O8 C14 -156.6(3) 7 . . . ? O6 Ba1 O8 C14 68.2(3) 4_545 . . . ? O1 Ba1 O8 C14 42.1(4) . . . . ? N2 Ba1 O8 C14 -6.9(3) . . . . ? N1 Ba1 O8 C14 -5.2(2) . . . . ? C14 Ba1 O8 C14 -163.0(2) 7 . . . ? Ba2 Ba1 O8 C14 84.4(3) . . . . ? Ba1 Ba1 O8 C14 -156.6(3) 7 . . . ? O5 Ba1 O8 Ba1 70.69(10) 7_565 . . 7 ? O4 Ba1 O8 Ba1 -72.79(10) 1_545 . . 7 ? O8 Ba1 O8 Ba1 0.0 7 . . 7 ? O6 Ba1 O8 Ba1 -135.22(10) 4_545 . . 7 ? O1 Ba1 O8 Ba1 -161.31(14) . . . 7 ? N2 Ba1 O8 Ba1 149.71(8) . . . 7 ? N1 Ba1 O8 Ba1 151.38(13) . . . 7 ? C14 Ba1 O8 Ba1 -6.39(9) 7 . . 7 ? Ba2 Ba1 O8 Ba1 -119.07(7) . . . 7 ? 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 O1W H1W1 O3 0.838(13) 1.964(17) 2.780(3) 164(4) 6_566 O2W H1W2 O7 0.851(13) 1.908(16) 2.748(3) 169(3) 8_556 O2W H2W2 O5 0.852(13) 2.24(3) 2.934(3) 139(3) 8_566 _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 29.98 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 1.097 _refine_diff_density_min -0.574 _refine_diff_density_rms 0.146 #===END data_6 _database_code_depnum_ccdc_archive 'CCDC 648004' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 4 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H10 Cu N2 O11 Sr' _chemical_formula_weight 533.40 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sr Sr -1.5307 3.2498 '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 9.2075(6) _cell_length_b 9.6199(6) _cell_length_c 10.2189(7) _cell_angle_alpha 107.7870(10) _cell_angle_beta 91.8570(10) _cell_angle_gamma 115.3890(10) _cell_volume 764.46(9) _cell_formula_units_Z 2 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'very pale green' _exptl_crystal_colour needle _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.317 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 526 _exptl_absorpt_coefficient_mu 4.956 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.5935 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8484 _diffrn_reflns_av_R_equivalents 0.0244 _diffrn_reflns_av_sigmaI/netI 0.0408 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 30.47 _reflns_number_total 4256 _reflns_number_gt 3564 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXTL version 5.1 (Sheldrick, 1998)' _computing_structure_refinement 'SHELXTL version 5.1 (Sheldrick, 1998)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0437P)^2^+0.3637P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4256 _refine_ls_number_parameters 280 _refine_ls_number_restraints 9 _refine_ls_R_factor_all 0.0445 _refine_ls_R_factor_gt 0.0336 _refine_ls_wR_factor_ref 0.0808 _refine_ls_wR_factor_gt 0.0769 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.17066(4) 0.82553(4) 0.18945(3) 0.01167(9) Uani 1 1 d . . . N1 N 0.1580(3) 0.6374(3) 0.2696(2) 0.0094(4) Uani 1 1 d . . . C1 C 0.1069(3) 0.4745(3) 0.2078(3) 0.0096(5) Uani 1 1 d . . . C2 C 0.0992(3) 0.3741(3) 0.2838(3) 0.0112(5) Uani 1 1 d . . . H2A H 0.0603 0.2595 0.2366 0.013 Uiso 1 1 calc R . . C3 C 0.1484(3) 0.4417(3) 0.4285(3) 0.0096(5) Uani 1 1 d . . . C4 C 0.2034(3) 0.6091(3) 0.4921(3) 0.0098(5) Uani 1 1 d . . . H4A H 0.2393 0.6600 0.5907 0.012 Uiso 1 1 calc R . . C5 C 0.2058(3) 0.7021(3) 0.4111(3) 0.0082(5) Uani 1 1 d . . . C6 C 0.2728(3) 0.8820(3) 0.4727(3) 0.0086(5) Uani 1 1 d . . . C7 C 0.3401(3) 0.9760(3) 0.6124(3) 0.0102(5) Uani 1 1 d . . . H7A H 0.3369 0.9250 0.6793 0.012 Uiso 1 1 calc R . . C8 C 0.4127(3) 1.1464(3) 0.6532(3) 0.0090(5) Uani 1 1 d . . . C9 C 0.4180(3) 1.2205(3) 0.5547(3) 0.0097(5) Uani 1 1 d . . . H9A H 0.4671 1.3368 0.5812 0.012 Uiso 1 1 calc R . . C10 C 0.3495(3) 1.1189(3) 0.4170(3) 0.0087(5) Uani 1 1 d . . . N2 N 0.2782(3) 0.9545(3) 0.3799(2) 0.0083(4) Uani 1 1 d . . . C11 C 0.3516(3) 1.1706(3) 0.2922(3) 0.0102(5) Uani 1 1 d . . . O1 O 0.2723(2) 1.0531(2) 0.1765(2) 0.0147(4) Uani 1 1 d . . . O2 O 0.4327(2) 1.3187(2) 0.3079(2) 0.0138(4) Uani 1 1 d . . . C12 C 0.4922(3) 1.2459(3) 0.8049(3) 0.0115(5) Uani 1 1 d . . . O3 O 0.5027(2) 1.3872(2) 0.85477(19) 0.0135(4) Uani 1 1 d . . . O4 O 0.5438(3) 1.1811(2) 0.8720(2) 0.0166(4) Uani 1 1 d . . . Sr1 Sr 0.59020(3) 1.40115(3) 1.11836(2) 0.01066(7) Uani 1 1 d . . . C13 C 0.1391(3) 0.3349(3) 0.5147(3) 0.0108(5) Uani 1 1 d . . . O5 O 0.2008(2) 0.4080(2) 0.64408(19) 0.0134(4) Uani 1 1 d . . . O6 O 0.0685(2) 0.1833(2) 0.4520(2) 0.0153(4) Uani 1 1 d . . . C14 C 0.0596(3) 0.4017(3) 0.0497(3) 0.0099(5) Uani 1 1 d . . . O7 O -0.0766(2) 0.2681(2) 0.00440(19) 0.0123(4) Uani 1 1 d . . . O8 O 0.1473(2) 0.4688(2) -0.02318(19) 0.0128(4) Uani 1 1 d . . . O1W O -0.0626(2) 0.8587(2) 0.2532(2) 0.0145(4) Uani 1 1 d D . . H1W1 H -0.022(4) 0.952(2) 0.314(3) 0.017 Uiso 1 1 d D . . H2W1 H -0.102(4) 0.794(3) 0.293(3) 0.017 Uiso 1 1 d D . . O2W O 0.2686(3) 1.2221(3) 1.0083(2) 0.0243(5) Uani 1 1 d D . . H1W2 H 0.205(4) 1.181(4) 0.931(2) 0.029 Uiso 1 1 d D . . H2W2 H 0.233(4) 1.151(4) 1.049(3) 0.029 Uiso 1 1 d D . . O3W O 0.6562(3) 1.1672(3) 1.1396(2) 0.0202(4) Uani 1 1 d D . . H2W3 H 0.599(4) 1.068(2) 1.117(4) 0.024 Uiso 1 1 d D . . H1W3 H 0.734(3) 1.181(4) 1.099(4) 0.024 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.01741(18) 0.00724(15) 0.00566(15) 0.00220(12) -0.00235(12) 0.00194(13) N1 0.0104(10) 0.0082(10) 0.0086(10) 0.0038(8) 0.0006(8) 0.0029(8) C1 0.0099(11) 0.0078(11) 0.0093(12) 0.0018(9) -0.0004(9) 0.0035(9) C2 0.0112(12) 0.0081(11) 0.0127(13) 0.0032(9) -0.0001(10) 0.0034(10) C3 0.0106(12) 0.0090(11) 0.0088(11) 0.0045(9) 0.0012(9) 0.0032(9) C4 0.0094(12) 0.0107(11) 0.0076(11) 0.0041(9) 0.0004(9) 0.0025(9) C5 0.0090(11) 0.0070(11) 0.0082(11) 0.0032(9) 0.0018(9) 0.0028(9) C6 0.0090(11) 0.0050(10) 0.0104(12) 0.0019(9) 0.0012(9) 0.0025(9) C7 0.0147(12) 0.0094(11) 0.0071(11) 0.0031(9) 0.0006(9) 0.0060(10) C8 0.0097(12) 0.0092(11) 0.0072(11) 0.0009(9) -0.0006(9) 0.0049(9) C9 0.0101(11) 0.0081(11) 0.0102(12) 0.0031(9) 0.0008(9) 0.0038(9) C10 0.0091(11) 0.0080(11) 0.0092(11) 0.0048(9) 0.0010(9) 0.0031(9) N2 0.0103(10) 0.0075(9) 0.0071(10) 0.0030(8) 0.0012(8) 0.0037(8) C11 0.0127(12) 0.0093(11) 0.0103(12) 0.0041(9) 0.0006(10) 0.0060(10) O1 0.0220(10) 0.0094(9) 0.0080(9) 0.0035(7) -0.0014(8) 0.0031(8) O2 0.0176(10) 0.0096(9) 0.0116(9) 0.0054(7) 0.0027(7) 0.0027(8) C12 0.0132(12) 0.0084(11) 0.0080(12) 0.0015(9) -0.0006(9) 0.0017(10) O3 0.0193(10) 0.0094(9) 0.0096(9) 0.0014(7) -0.0009(7) 0.0063(8) O4 0.0251(11) 0.0117(9) 0.0112(9) 0.0019(7) -0.0046(8) 0.0089(8) Sr1 0.01497(13) 0.00909(12) 0.00772(12) 0.00367(9) 0.00106(9) 0.00497(9) C13 0.0105(12) 0.0126(12) 0.0121(12) 0.0074(10) 0.0030(9) 0.0057(10) O5 0.0169(10) 0.0135(9) 0.0096(9) 0.0060(7) 0.0005(7) 0.0055(8) O6 0.0203(10) 0.0080(9) 0.0159(10) 0.0049(7) 0.0022(8) 0.0046(8) C14 0.0129(12) 0.0096(11) 0.0077(11) 0.0021(9) -0.0006(9) 0.0064(10) O7 0.0170(10) 0.0090(8) 0.0073(8) 0.0023(7) -0.0001(7) 0.0034(7) O8 0.0163(10) 0.0120(9) 0.0096(9) 0.0046(7) 0.0026(7) 0.0055(8) O1W 0.0167(10) 0.0132(9) 0.0113(9) 0.0049(8) 0.0018(8) 0.0045(8) O2W 0.0226(12) 0.0237(11) 0.0235(12) 0.0153(10) -0.0028(9) 0.0038(9) O3W 0.0285(12) 0.0213(11) 0.0188(11) 0.0122(9) 0.0081(9) 0.0149(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 Cu1 O7 1.9014(19) 2_565 ? Cu1 N2 1.911(2) . ? Cu1 O1 2.0279(19) . ? Cu1 N1 2.166(2) . ? Cu1 O1W 2.386(2) . ? N1 C1 1.348(3) . ? N1 C5 1.358(3) . ? C1 C2 1.395(4) . ? C1 C14 1.514(4) . ? C2 C3 1.389(4) . ? C2 H2A 0.9500 . ? C3 C4 1.383(3) . ? C3 C13 1.524(3) . ? C4 C5 1.387(3) . ? C4 H4A 0.9500 . ? C5 C6 1.472(3) . ? C6 N2 1.329(3) . ? C6 C7 1.383(3) . ? C7 C8 1.391(3) . ? C7 H7A 0.9500 . ? C8 C9 1.391(4) . ? C8 C12 1.508(3) . ? C9 C10 1.381(3) . ? C9 H9A 0.9500 . ? C10 N2 1.343(3) . ? C10 C11 1.502(4) . ? C11 O2 1.246(3) . ? C11 O1 1.276(3) . ? C11 Sr1 3.374(3) 1_554 ? O2 Sr1 2.5723(19) 1_554 ? C12 O4 1.256(3) . ? C12 O3 1.257(3) . ? C12 Sr1 3.006(3) . ? O3 Sr1 2.4737(19) 2_687 ? O3 Sr1 2.7329(19) . ? O4 Sr1 2.6272(19) . ? Sr1 O3 2.4737(19) 2_687 ? Sr1 O2 2.5723(19) 1_556 ? Sr1 O8 2.5800(19) 2_676 ? Sr1 O5 2.6290(19) 2_677 ? Sr1 O3W 2.635(2) . ? Sr1 O2W 2.688(2) . ? Sr1 C11 3.374(3) 1_556 ? Sr1 Sr1 4.1818(5) 2_687 ? Sr1 H1W3 2.91(3) . ? C13 O6 1.244(3) . ? C13 O5 1.267(3) . ? O5 Sr1 2.6290(19) 2_677 ? C14 O8 1.229(3) . ? C14 O7 1.286(3) . ? O7 Cu1 1.9014(18) 2_565 ? O8 Sr1 2.5800(19) 2_676 ? O1W H1W1 0.827(17) . ? O1W H2W1 0.809(18) . ? O2W H1W2 0.841(18) . ? O2W H2W2 0.855(18) . ? O3W H2W3 0.821(18) . ? O3W H1W3 0.822(18) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O7 Cu1 N2 170.34(8) 2_565 . ? O7 Cu1 O1 90.04(8) 2_565 . ? N2 Cu1 O1 80.31(8) . . ? O7 Cu1 N1 110.79(8) 2_565 . ? N2 Cu1 N1 78.72(8) . . ? O1 Cu1 N1 155.26(8) . . ? O7 Cu1 O1W 92.24(8) 2_565 . ? N2 Cu1 O1W 87.20(8) . . ? O1 Cu1 O1W 89.54(8) . . ? N1 Cu1 O1W 102.35(8) . . ? C1 N1 C5 117.0(2) . . ? C1 N1 Cu1 132.76(17) . . ? C5 N1 Cu1 110.21(16) . . ? N1 C1 C2 122.5(2) . . ? N1 C1 C14 117.6(2) . . ? C2 C1 C14 119.9(2) . . ? C3 C2 C1 120.0(2) . . ? C3 C2 H2A 120.0 . . ? C1 C2 H2A 120.0 . . ? C4 C3 C2 117.7(2) . . ? C4 C3 C13 121.0(2) . . ? C2 C3 C13 121.3(2) . . ? C3 C4 C5 119.6(2) . . ? C3 C4 H4A 120.2 . . ? C5 C4 H4A 120.2 . . ? N1 C5 C4 123.2(2) . . ? N1 C5 C6 115.0(2) . . ? C4 C5 C6 121.6(2) . . ? N2 C6 C7 120.2(2) . . ? N2 C6 C5 114.3(2) . . ? C7 C6 C5 125.3(2) . . ? C6 C7 C8 118.8(2) . . ? C6 C7 H7A 120.6 . . ? C8 C7 H7A 120.6 . . ? C7 C8 C9 120.4(2) . . ? C7 C8 C12 117.7(2) . . ? C9 C8 C12 121.9(2) . . ? C10 C9 C8 117.6(2) . . ? C10 C9 H9A 121.2 . . ? C8 C9 H9A 121.2 . . ? N2 C10 C9 121.2(2) . . ? N2 C10 C11 111.7(2) . . ? C9 C10 C11 127.0(2) . . ? C6 N2 C10 121.9(2) . . ? C6 N2 Cu1 120.32(17) . . ? C10 N2 Cu1 117.70(17) . . ? O2 C11 O1 126.0(2) . . ? O2 C11 C10 119.1(2) . . ? O1 C11 C10 114.9(2) . . ? O1 C11 Sr1 90.31(15) . 1_554 ? C10 C11 Sr1 144.98(17) . 1_554 ? C11 O1 Cu1 114.83(16) . . ? C11 O2 Sr1 120.07(17) . 1_554 ? O4 C12 O3 124.8(2) . . ? O4 C12 C8 117.3(2) . . ? O3 C12 C8 117.8(2) . . ? O4 C12 Sr1 60.54(14) . . ? O3 C12 Sr1 65.37(14) . . ? C8 C12 Sr1 169.05(18) . . ? C12 O3 Sr1 155.26(18) . 2_687 ? C12 O3 Sr1 89.92(15) . . ? Sr1 O3 Sr1 106.76(7) 2_687 . ? C12 O4 Sr1 94.86(16) . . ? O3 Sr1 O2 89.44(6) 2_687 1_556 ? O3 Sr1 O8 98.90(6) 2_687 2_676 ? O2 Sr1 O8 153.80(6) 1_556 2_676 ? O3 Sr1 O4 121.16(6) 2_687 . ? O2 Sr1 O4 121.08(6) 1_556 . ? O8 Sr1 O4 75.40(6) 2_676 . ? O3 Sr1 O5 88.78(6) 2_687 2_677 ? O2 Sr1 O5 75.04(6) 1_556 2_677 ? O8 Sr1 O5 80.33(6) 2_676 2_677 ? O4 Sr1 O5 143.68(6) . 2_677 ? O3 Sr1 O3W 166.69(7) 2_687 . ? O2 Sr1 O3W 77.32(7) 1_556 . ? O8 Sr1 O3W 92.54(7) 2_676 . ? O4 Sr1 O3W 68.30(6) . . ? O5 Sr1 O3W 86.44(6) 2_677 . ? O3 Sr1 O2W 76.88(7) 2_687 . ? O2 Sr1 O2W 70.72(7) 1_556 . ? O8 Sr1 O2W 135.32(7) 2_676 . ? O4 Sr1 O2W 69.87(7) . . ? O5 Sr1 O2W 142.78(7) 2_677 . ? O3W Sr1 O2W 99.69(7) . . ? O3 Sr1 O3 73.24(7) 2_687 . ? O2 Sr1 O3 134.74(6) 1_556 . ? O8 Sr1 O3 71.38(6) 2_676 . ? O4 Sr1 O3 49.05(6) . . ? O5 Sr1 O3 143.16(6) 2_677 . ? O3W Sr1 O3 117.27(6) . . ? O2W Sr1 O3 64.78(6) . . ? O3 Sr1 C12 96.75(7) 2_687 . ? O2 Sr1 C12 129.62(7) 1_556 . ? O8 Sr1 C12 74.28(7) 2_676 . ? O4 Sr1 C12 24.59(6) . . ? O5 Sr1 C12 154.55(7) 2_677 . ? O3W Sr1 C12 92.87(7) . . ? O2W Sr1 C12 62.39(7) . . ? O3 Sr1 C12 24.71(6) . . ? O3 Sr1 C11 103.11(6) 2_687 1_556 ? O2 Sr1 C11 18.65(6) 1_556 1_556 ? O8 Sr1 C11 154.90(6) 2_676 1_556 ? O4 Sr1 C11 102.72(6) . 1_556 ? O5 Sr1 C11 88.17(6) 2_677 1_556 ? O3W Sr1 C11 64.35(7) . 1_556 ? O2W Sr1 C11 62.76(7) . 1_556 ? O3 Sr1 C11 126.67(6) . 1_556 ? C12 Sr1 C11 114.43(7) . 1_556 ? O3 Sr1 Sr1 38.74(4) 2_687 2_687 ? O2 Sr1 Sr1 117.01(5) 1_556 2_687 ? O8 Sr1 Sr1 83.27(4) 2_676 2_687 ? O4 Sr1 Sr1 82.98(4) . 2_687 ? O5 Sr1 Sr1 120.69(4) 2_677 2_687 ? O3W Sr1 Sr1 151.06(5) . 2_687 ? O2W Sr1 Sr1 65.62(5) . 2_687 ? O3 Sr1 Sr1 34.50(4) . 2_687 ? C12 Sr1 Sr1 58.38(5) . 2_687 ? C11 Sr1 Sr1 121.63(4) 1_556 2_687 ? O3 Sr1 H1W3 173.9(6) 2_687 . ? O2 Sr1 H1W3 92.8(5) 1_556 . ? O8 Sr1 H1W3 76.7(4) 2_676 . ? O4 Sr1 H1W3 62.1(7) . . ? O5 Sr1 H1W3 86.4(7) 2_677 . ? O3W Sr1 H1W3 16.1(4) . . ? O2W Sr1 H1W3 109.2(6) . . ? O3 Sr1 H1W3 108.8(7) . . ? C12 Sr1 H1W3 86.1(7) . . ? C11 Sr1 H1W3 80.4(5) 1_556 . ? Sr1 Sr1 H1W3 143.0(6) 2_687 . ? O6 C13 O5 125.9(2) . . ? O6 C13 C3 116.9(2) . . ? O5 C13 C3 117.2(2) . . ? C13 O5 Sr1 162.46(18) . 2_677 ? O8 C14 O7 125.8(2) . . ? O8 C14 C1 120.8(2) . . ? O7 C14 C1 113.4(2) . . ? C14 O7 Cu1 119.41(17) . 2_565 ? C14 O8 Sr1 158.15(18) . 2_676 ? Cu1 O1W H1W1 104(2) . . ? Cu1 O1W H2W1 103(2) . . ? H1W1 O1W H2W1 107(3) . . ? Sr1 O2W H1W2 140(3) . . ? Sr1 O2W H2W2 105(2) . . ? H1W2 O2W H2W2 107(3) . . ? Sr1 O3W H2W3 132(3) . . ? Sr1 O3W H1W3 101(3) . . ? H2W3 O3W H1W3 107(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O7 Cu1 N1 C1 4.6(3) 2_565 . . . ? N2 Cu1 N1 C1 -173.6(2) . . . . ? O1 Cu1 N1 C1 -141.1(2) . . . . ? O1W Cu1 N1 C1 101.8(2) . . . . ? O7 Cu1 N1 C5 -172.12(16) 2_565 . . . ? N2 Cu1 N1 C5 9.68(17) . . . . ? O1 Cu1 N1 C5 42.2(3) . . . . ? O1W Cu1 N1 C5 -74.89(17) . . . . ? C5 N1 C1 C2 1.3(4) . . . . ? Cu1 N1 C1 C2 -175.25(19) . . . . ? C5 N1 C1 C14 -177.6(2) . . . . ? Cu1 N1 C1 C14 5.9(4) . . . . ? N1 C1 C2 C3 -1.3(4) . . . . ? C14 C1 C2 C3 177.6(2) . . . . ? C1 C2 C3 C4 0.3(4) . . . . ? C1 C2 C3 C13 179.1(2) . . . . ? C2 C3 C4 C5 0.7(4) . . . . ? C13 C3 C4 C5 -178.1(2) . . . . ? C1 N1 C5 C4 -0.3(4) . . . . ? Cu1 N1 C5 C4 177.0(2) . . . . ? C1 N1 C5 C6 175.4(2) . . . . ? Cu1 N1 C5 C6 -7.3(3) . . . . ? C3 C4 C5 N1 -0.7(4) . . . . ? C3 C4 C5 C6 -176.1(2) . . . . ? N1 C5 C6 N2 -0.8(3) . . . . ? C4 C5 C6 N2 174.9(2) . . . . ? N1 C5 C6 C7 -174.9(2) . . . . ? C4 C5 C6 C7 0.8(4) . . . . ? N2 C6 C7 C8 0.2(4) . . . . ? C5 C6 C7 C8 173.9(2) . . . . ? C6 C7 C8 C9 -0.4(4) . . . . ? C6 C7 C8 C12 -177.2(2) . . . . ? C7 C8 C9 C10 -0.1(4) . . . . ? C12 C8 C9 C10 176.5(2) . . . . ? C8 C9 C10 N2 0.9(4) . . . . ? C8 C9 C10 C11 -175.2(2) . . . . ? C7 C6 N2 C10 0.6(4) . . . . ? C5 C6 N2 C10 -173.8(2) . . . . ? C7 C6 N2 Cu1 -175.16(19) . . . . ? C5 C6 N2 Cu1 10.4(3) . . . . ? C9 C10 N2 C6 -1.2(4) . . . . ? C11 C10 N2 C6 175.5(2) . . . . ? C9 C10 N2 Cu1 174.71(19) . . . . ? C11 C10 N2 Cu1 -8.6(3) . . . . ? O1 Cu1 N2 C6 -178.0(2) . . . . ? N1 Cu1 N2 C6 -11.2(2) . . . . ? O1W Cu1 N2 C6 92.0(2) . . . . ? O1 Cu1 N2 C10 6.06(19) . . . . ? N1 Cu1 N2 C10 172.9(2) . . . . ? O1W Cu1 N2 C10 -83.96(19) . . . . ? N2 C10 C11 O2 -170.5(2) . . . . ? C9 C10 C11 O2 5.9(4) . . . . ? N2 C10 C11 O1 6.8(3) . . . . ? C9 C10 C11 O1 -176.7(3) . . . . ? N2 C10 C11 Sr1 -125.4(3) . . . 1_554 ? C9 C10 C11 Sr1 51.1(4) . . . 1_554 ? O2 C11 O1 Cu1 175.0(2) . . . . ? C10 C11 O1 Cu1 -2.1(3) . . . . ? Sr1 C11 O1 Cu1 152.70(11) 1_554 . . . ? O7 Cu1 O1 C11 177.62(19) 2_565 . . . ? N2 Cu1 O1 C11 -1.86(19) . . . . ? N1 Cu1 O1 C11 -34.2(3) . . . . ? O1W Cu1 O1 C11 85.38(19) . . . . ? O1 C11 O2 Sr1 -35.1(4) . . . 1_554 ? C10 C11 O2 Sr1 141.93(19) . . . 1_554 ? C7 C8 C12 O4 26.3(4) . . . . ? C9 C8 C12 O4 -150.4(3) . . . . ? C7 C8 C12 O3 -154.0(2) . . . . ? C9 C8 C12 O3 29.4(4) . . . . ? C7 C8 C12 Sr1 -49.7(10) . . . . ? C9 C8 C12 Sr1 133.6(9) . . . . ? O4 C12 O3 Sr1 -145.3(3) . . . 2_687 ? C8 C12 O3 Sr1 35.0(6) . . . 2_687 ? Sr1 C12 O3 Sr1 -133.3(4) . . . 2_687 ? O4 C12 O3 Sr1 -12.0(3) . . . . ? C8 C12 O3 Sr1 168.3(2) . . . . ? O3 C12 O4 Sr1 12.5(3) . . . . ? C8 C12 O4 Sr1 -167.8(2) . . . . ? C12 O4 Sr1 O3 7.63(18) . . . 2_687 ? C12 O4 Sr1 O2 118.18(16) . . . 1_556 ? C12 O4 Sr1 O8 -84.05(16) . . . 2_676 ? C12 O4 Sr1 O5 -133.70(16) . . . 2_677 ? C12 O4 Sr1 O3W 177.15(18) . . . . ? C12 O4 Sr1 O2W 67.35(16) . . . . ? C12 O4 Sr1 O3 -6.22(15) . . . . ? C12 O4 Sr1 C11 121.72(16) . . . 1_556 ? C12 O4 Sr1 Sr1 0.79(15) . . . 2_687 ? C12 O3 Sr1 O3 -161.46(19) . . . 2_687 ? Sr1 O3 Sr1 O3 0.0 2_687 . . 2_687 ? C12 O3 Sr1 O2 -89.68(17) . . . 1_556 ? Sr1 O3 Sr1 O2 71.77(10) 2_687 . . 1_556 ? C12 O3 Sr1 O8 92.77(16) . . . 2_676 ? Sr1 O3 Sr1 O8 -105.78(8) 2_687 . . 2_676 ? C12 O3 Sr1 O4 6.19(15) . . . . ? Sr1 O3 Sr1 O4 167.65(11) 2_687 . . . ? C12 O3 Sr1 O5 134.58(16) . . . 2_677 ? Sr1 O3 Sr1 O5 -63.96(12) 2_687 . . 2_677 ? C12 O3 Sr1 O3W 9.72(18) . . . . ? Sr1 O3 Sr1 O3W 171.17(7) 2_687 . . . ? C12 O3 Sr1 O2W -78.36(16) . . . . ? Sr1 O3 Sr1 O2W 83.10(9) 2_687 . . . ? Sr1 O3 Sr1 C12 161.46(19) 2_687 . . . ? C12 O3 Sr1 C11 -67.38(17) . . . 1_556 ? Sr1 O3 Sr1 C11 94.07(8) 2_687 . . 1_556 ? C12 O3 Sr1 Sr1 -161.46(19) . . . 2_687 ? O4 C12 Sr1 O3 -173.43(16) . . . 2_687 ? O3 C12 Sr1 O3 17.86(19) . . . 2_687 ? C8 C12 Sr1 O3 -91.6(10) . . . 2_687 ? O4 C12 Sr1 O2 -78.55(18) . . . 1_556 ? O3 C12 Sr1 O2 112.74(15) . . . 1_556 ? C8 C12 Sr1 O2 3.3(10) . . . 1_556 ? O4 C12 Sr1 O8 89.18(16) . . . 2_676 ? O3 C12 Sr1 O8 -79.53(16) . . . 2_676 ? C8 C12 Sr1 O8 171.0(10) . . . 2_676 ? O3 C12 Sr1 O4 -168.7(3) . . . . ? C8 C12 Sr1 O4 81.8(9) . . . . ? O4 C12 Sr1 O5 85.1(2) . . . 2_677 ? O3 C12 Sr1 O5 -83.6(2) . . . 2_677 ? C8 C12 Sr1 O5 166.9(9) . . . 2_677 ? O4 C12 Sr1 O3W -2.65(17) . . . . ? O3 C12 Sr1 O3W -171.36(16) . . . . ? C8 C12 Sr1 O3W 79.2(10) . . . . ? O4 C12 Sr1 O2W -102.08(17) . . . . ? O3 C12 Sr1 O2W 89.21(16) . . . . ? C8 C12 Sr1 O2W -20.3(9) . . . . ? O4 C12 Sr1 O3 168.7(3) . . . . ? C8 C12 Sr1 O3 -109.5(10) . . . . ? O4 C12 Sr1 C11 -65.70(17) . . . 1_556 ? O3 C12 Sr1 C11 125.59(15) . . . 1_556 ? C8 C12 Sr1 C11 16.1(10) . . . 1_556 ? O4 C12 Sr1 Sr1 -179.08(18) . . . 2_687 ? O3 C12 Sr1 Sr1 12.21(13) . . . 2_687 ? C8 C12 Sr1 Sr1 -97.2(10) . . . 2_687 ? C4 C3 C13 O6 170.8(2) . . . . ? C2 C3 C13 O6 -8.0(4) . . . . ? C4 C3 C13 O5 -7.8(4) . . . . ? C2 C3 C13 O5 173.4(2) . . . . ? O6 C13 O5 Sr1 120.6(5) . . . 2_677 ? C3 C13 O5 Sr1 -60.9(7) . . . 2_677 ? N1 C1 C14 O8 46.4(4) . . . . ? C2 C1 C14 O8 -132.6(3) . . . . ? N1 C1 C14 O7 -133.6(2) . . . . ? C2 C1 C14 O7 47.5(3) . . . . ? O8 C14 O7 Cu1 -8.2(4) . . . 2_565 ? C1 C14 O7 Cu1 171.71(16) . . . 2_565 ? O7 C14 O8 Sr1 -126.1(4) . . . 2_676 ? C1 C14 O8 Sr1 54.0(6) . . . 2_676 ? 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 O1W H1W1 O6 0.827(17) 2.015(18) 2.840(3) 175(3) 1_565 O1W H2W1 O5 0.809(18) 2.074(18) 2.870(3) 168(3) 2_566 O2W H1W2 O1W 0.841(18) 2.090(19) 2.912(3) 166(4) 2_576 O2W H2W2 O1 0.855(18) 1.94(2) 2.712(3) 150(3) 1_556 O3W H2W3 O4 0.821(18) 2.22(2) 3.014(3) 162(3) 2_677 O3W H1W3 O7 0.822(18) 2.009(19) 2.810(3) 165(4) 1_666 _diffrn_measured_fraction_theta_max 0.914 _diffrn_reflns_theta_full 25.5 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.969 _refine_diff_density_min -0.493 _refine_diff_density_rms 0.127 # Attachment 'B711469A.cif' data_H4tcbp.2H2O _database_code_depnum_ccdc_archive 'CCDC 655787' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 2 _chemical_melting_point ? _chemical_formula_moiety 'C14 H8 N2 o8, 2(H2 O)' _chemical_formula_sum 'C14 H12 N2 O10' _chemical_formula_weight 368.26 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2/C loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 9.0649(13) _cell_length_b 7.1645(11) _cell_length_c 11.7296(17) _cell_angle_alpha 90.00 _cell_angle_beta 102.472(3) _cell_angle_gamma 90.00 _cell_volume 743.81(19) _cell_formula_units_Z 2 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.644 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 380 _exptl_absorpt_coefficient_mu 0.143 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5487 _diffrn_reflns_av_R_equivalents 0.0350 _diffrn_reflns_av_sigmaI/netI 0.0323 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.30 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1314 _reflns_number_gt 937 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXTL version 5.1 (Sheldrick, 1998)' _computing_structure_refinement 'SHELXTL version 5.1 (Sheldrick, 1998)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0777P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1314 _refine_ls_number_parameters 130 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0658 _refine_ls_R_factor_gt 0.0430 _refine_ls_wR_factor_ref 0.1221 _refine_ls_wR_factor_gt 0.1099 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.028 _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 N1 N 0.39854(19) 0.2267(2) 0.10445(15) 0.0246(5) Uani 1 1 d . . . C1 C 0.4224(2) 0.2183(3) -0.00444(18) 0.0214(5) Uani 1 1 d . . . C2 C 0.5575(2) 0.2690(3) -0.03299(19) 0.0239(5) Uani 1 1 d . . . H2A H 0.5704 0.2605 -0.1111 0.029 Uiso 1 1 calc R . . C3 C 0.6735(2) 0.3328(3) 0.05631(18) 0.0241(5) Uani 1 1 d . . . C4 C 0.6528(2) 0.3366(3) 0.16941(18) 0.0234(5) Uani 1 1 d . . . H4A H 0.7320 0.3754 0.2319 0.028 Uiso 1 1 calc R . . C5 C 0.5137(2) 0.2826(3) 0.18977(18) 0.0227(5) Uani 1 1 d . . . C6 C 0.2906(3) 0.1448(3) -0.09437(19) 0.0265(5) Uani 1 1 d . . . O1 O 0.17413(17) 0.0945(3) -0.06671(13) 0.0364(5) Uani 1 1 d . . . O2 O 0.31543(17) 0.1378(3) -0.19917(13) 0.0366(5) Uani 1 1 d D . . H2 H 0.238(2) 0.085(4) -0.251(2) 0.055 Uiso 1 1 d D . . C7 C 0.8187(2) 0.4009(3) 0.02999(19) 0.0277(5) Uani 1 1 d . . . O3 O 0.84014(18) 0.3903(3) -0.07010(15) 0.0421(5) Uani 1 1 d . . . O4 O 0.91245(18) 0.4706(3) 0.11768(15) 0.0447(5) Uani 1 1 d D . . H4 H 0.995(2) 0.515(4) 0.099(3) 0.067 Uiso 1 1 d D . . O1W O 0.1160(2) 0.0450(3) 0.16337(15) 0.0425(5) Uani 1 1 d D . . H1WA H 0.027(2) -0.006(4) 0.136(3) 0.064 Uiso 1 1 d D . . H1WB H 0.151(3) 0.079(4) 0.102(2) 0.064 Uiso 1 1 d 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 N1 0.0257(10) 0.0240(11) 0.0251(10) 0.0014(8) 0.0075(8) 0.0025(8) C1 0.0231(11) 0.0181(12) 0.0231(11) 0.0016(8) 0.0054(9) 0.0043(9) C2 0.0268(11) 0.0215(12) 0.0249(12) 0.0029(9) 0.0088(9) 0.0060(9) C3 0.0241(12) 0.0196(12) 0.0295(12) 0.0043(9) 0.0077(9) 0.0050(9) C4 0.0219(11) 0.0226(12) 0.0254(12) 0.0018(9) 0.0042(9) 0.0015(9) C5 0.0222(11) 0.0200(12) 0.0255(12) 0.0029(9) 0.0043(9) 0.0032(9) C6 0.0288(12) 0.0259(14) 0.0262(12) 0.0024(9) 0.0089(9) 0.0063(10) O1 0.0247(9) 0.0539(11) 0.0311(9) -0.0023(8) 0.0075(7) -0.0043(8) O2 0.0316(9) 0.0540(13) 0.0252(9) -0.0034(8) 0.0084(7) -0.0048(8) C7 0.0249(12) 0.0295(13) 0.0294(13) 0.0034(10) 0.0075(9) 0.0044(10) O3 0.0309(9) 0.0633(13) 0.0351(10) -0.0049(9) 0.0138(7) -0.0100(8) O4 0.0291(9) 0.0660(14) 0.0395(10) -0.0029(9) 0.0084(8) -0.0162(9) O1W 0.0321(9) 0.0597(13) 0.0350(10) 0.0074(9) 0.0055(8) -0.0064(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 N1 C5 1.342(3) . ? N1 C1 1.342(3) . ? C1 C2 1.386(3) . ? C1 C6 1.508(3) . ? C2 C3 1.392(3) . ? C3 C4 1.380(3) . ? C3 C7 1.498(3) . ? C4 C5 1.388(3) . ? C5 C5 1.487(4) 2_655 ? C6 O1 1.224(3) . ? C6 O2 1.298(3) . ? C7 O3 1.233(3) . ? C7 O4 1.285(3) . ? 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 C5 N1 C1 117.63(17) . . ? N1 C1 C2 123.42(19) . . ? N1 C1 C6 114.53(18) . . ? C2 C1 C6 122.04(19) . . ? C1 C2 C3 117.89(19) . . ? C4 C3 C2 119.53(19) . . ? C4 C3 C7 119.99(19) . . ? C2 C3 C7 120.47(19) . . ? C3 C4 C5 118.48(19) . . ? N1 C5 C4 122.97(19) . . ? N1 C5 C5 116.5(2) . 2_655 ? C4 C5 C5 120.5(2) . 2_655 ? O1 C6 O2 125.2(2) . . ? O1 C6 C1 121.06(19) . . ? O2 C6 C1 113.76(19) . . ? O3 C7 O4 125.0(2) . . ? O3 C7 C3 120.2(2) . . ? O4 C7 C3 114.85(19) . . ? 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 H2 O1W 0.906(15) 1.618(16) 2.515(2) 170(3) 4 O4 H4 O3 0.887(15) 1.736(16) 2.622(2) 177(3) 3_765 O1W H1WA O1 0.881(15) 1.935(15) 2.813(2) 174(3) 3 O1W H1WB O1 0.877(15) 2.043(19) 2.881(2) 160(3) . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.266 _refine_diff_density_min -0.192 _refine_diff_density_rms 0.053 #===END data_1 _database_code_depnum_ccdc_archive 'CCDC 655788' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 3 _chemical_melting_point ? _chemical_formula_moiety 'C32 H20 N4 O16 Yb, C H4 O, H3 O, H2 O' _chemical_formula_sum 'C33 H29 N4 O19 Yb' _chemical_formula_weight 958.64 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' Yb Yb -0.3850 5.5486 '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 10.2706(9) _cell_length_b 10.8551(9) _cell_length_c 16.4870(14) _cell_angle_alpha 99.169(2) _cell_angle_beta 103.656(2) _cell_angle_gamma 94.272(2) _cell_volume 1751.2(3) _cell_formula_units_Z 2 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.818 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 954 _exptl_absorpt_coefficient_mu 2.763 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7903 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12476 _diffrn_reflns_av_R_equivalents 0.0488 _diffrn_reflns_av_sigmaI/netI 0.0723 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.91 _diffrn_reflns_theta_max 24.00 _reflns_number_total 5501 _reflns_number_gt 4586 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXTL version 5.1 (Sheldrick, 1998)' _computing_structure_refinement 'SHELXTL version 5.1 (Sheldrick, 1998)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0502P)^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 or difmap' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5501 _refine_ls_number_parameters 528 _refine_ls_number_restraints 21 _refine_ls_R_factor_all 0.0622 _refine_ls_R_factor_gt 0.0458 _refine_ls_wR_factor_ref 0.0978 _refine_ls_wR_factor_gt 0.0927 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.042 _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 0.29150(3) 0.21364(3) 0.31124(2) 0.01703(11) Uani 1 1 d . . . N1 N 0.4424(5) 0.2504(5) 0.4536(3) 0.0160(13) Uani 1 1 d . . . C1 C 0.5355(7) 0.1717(6) 0.4686(4) 0.0196(16) Uani 1 1 d . . . C2 C 0.6259(7) 0.1830(6) 0.5468(4) 0.0197(16) Uani 1 1 d . . . H2A H 0.6907 0.1255 0.5567 0.024 Uiso 1 1 calc R . . C3 C 0.6194(7) 0.2816(6) 0.6112(4) 0.0206(16) Uani 1 1 d . . . C4 C 0.5223(7) 0.3623(6) 0.5957(4) 0.0200(16) Uani 1 1 d . . . H4A H 0.5155 0.4287 0.6391 0.024 Uiso 1 1 calc R . . C5 C 0.4353(7) 0.3443(6) 0.5160(4) 0.0170(15) Uani 1 1 d . . . C6 C 0.3254(7) 0.4237(6) 0.4908(4) 0.0171(15) Uani 1 1 d . . . C7 C 0.2998(7) 0.5246(6) 0.5464(4) 0.0184(15) Uani 1 1 d . . . H7A H 0.3554 0.5490 0.6025 0.022 Uiso 1 1 calc R . . C8 C 0.1909(7) 0.5882(6) 0.5175(4) 0.0206(16) Uani 1 1 d . . . C9 C 0.1128(7) 0.5521(6) 0.4351(5) 0.0230(17) Uani 1 1 d . . . H9A H 0.0380 0.5949 0.4144 0.028 Uiso 1 1 calc R . . C10 C 0.1460(7) 0.4524(6) 0.3836(4) 0.0197(16) Uani 1 1 d . . . N2 N 0.2503(5) 0.3900(5) 0.4108(3) 0.0174(13) Uani 1 1 d . . . C11 C 0.0680(8) 0.4026(7) 0.2922(5) 0.0271(18) Uani 1 1 d . . . O1 O 0.1127(5) 0.3108(4) 0.2531(3) 0.0235(11) Uani 1 1 d . . . O2 O -0.0301(5) 0.4560(5) 0.2632(3) 0.0384(15) Uani 1 1 d . . . C12 C 0.1548(8) 0.6966(7) 0.5744(5) 0.0252(17) Uani 1 1 d . . . O3 O 0.0513(6) 0.7416(5) 0.5556(4) 0.0422(15) Uani 1 1 d . . . O4 O 0.2497(5) 0.7321(5) 0.6454(3) 0.0336(13) Uani 1 1 d . . . C13 C 0.2270(9) 0.8323(8) 0.7080(5) 0.041(2) Uani 1 1 d . . . H13A H 0.3047 0.8491 0.7575 0.061 Uiso 1 1 calc R . . H13B H 0.1456 0.8073 0.7254 0.061 Uiso 1 1 calc R . . H13C H 0.2154 0.9084 0.6833 0.061 Uiso 1 1 calc R . . C14 C 0.7177(9) 0.2966(7) 0.6957(5) 0.0319(18) Uani 1 1 d . . . O5 O 0.7104(6) 0.4011(5) 0.7481(3) 0.0352(14) Uani 1 1 d . . . O6 O 0.7716(11) 0.2120(9) 0.7236(6) 0.033(3) Uiso 0.55 1 d P . . O6' O 0.8222(13) 0.2384(11) 0.7034(8) 0.034(3) Uiso 0.45 1 d P . . C15 C 0.8026(10) 0.4244(9) 0.8324(5) 0.052(3) Uani 1 1 d . . . H15A H 0.7876 0.5036 0.8648 0.078 Uiso 1 1 calc R . . H15B H 0.8958 0.4298 0.8272 0.078 Uiso 1 1 calc R . . H15C H 0.7862 0.3554 0.8619 0.078 Uiso 1 1 calc R . . C16 C 0.5310(7) 0.0678(6) 0.3931(5) 0.0210(16) Uani 1 1 d . . . O7 O 0.6114(5) -0.0110(5) 0.4030(3) 0.0324(13) Uani 1 1 d . . . O8 O 0.4428(5) 0.0733(4) 0.3259(3) 0.0234(11) Uani 1 1 d . . . C17 C 0.4108(7) 0.2502(6) 0.1501(4) 0.0221(17) Uani 1 1 d . . . C18 C 0.4435(8) 0.2295(7) 0.0719(5) 0.0281(18) Uani 1 1 d . . . H18A H 0.5125 0.2828 0.0609 0.034 Uiso 1 1 calc R . . C19 C 0.3721(8) 0.1283(7) 0.0105(4) 0.0269(18) Uani 1 1 d . . . C20 C 0.2725(8) 0.0512(7) 0.0280(4) 0.0252(17) Uani 1 1 d . . . H20A H 0.2233 -0.0181 -0.0133 0.030 Uiso 1 1 calc R . . C21 C 0.2463(7) 0.0780(6) 0.1075(4) 0.0207(16) Uani 1 1 d . . . N3 N 0.3154(6) 0.1751(5) 0.1668(4) 0.0198(13) Uani 1 1 d . . . C22 C 0.1443(7) 0.0019(6) 0.1355(5) 0.0215(17) Uani 1 1 d . . . C23 C 0.0572(7) -0.0995(7) 0.0849(5) 0.0255(17) Uani 1 1 d . . . H23A H 0.0587 -0.1250 0.0273 0.031 Uiso 1 1 calc R . . C24 C -0.0329(8) -0.1639(7) 0.1195(5) 0.0274(18) Uani 1 1 d . . . C25 C -0.0340(8) -0.1234(7) 0.2035(5) 0.0288(18) Uani 1 1 d . . . H25A H -0.0973 -0.1624 0.2280 0.035 Uiso 1 1 calc R . . C26 C 0.0599(8) -0.0245(7) 0.2504(5) 0.0279(18) Uani 1 1 d . . . N4 N 0.1447(6) 0.0376(5) 0.2176(4) 0.0184(13) Uani 1 1 d . . . C27 C 0.0791(8) 0.0192(7) 0.3463(5) 0.0276(18) Uani 1 1 d . . . O9 O 0.1669(5) 0.1098(4) 0.3805(3) 0.0250(12) Uani 1 1 d . . . O10 O 0.0135(6) -0.0420(6) 0.3832(4) 0.0497(17) Uani 1 1 d . . . C28 C -0.1239(9) -0.2774(8) 0.0678(6) 0.039(2) Uani 1 1 d . . . O11 O -0.2129(6) -0.3165(5) 0.1051(4) 0.0494(17) Uani 1 1 d . . . C29 C -0.3020(11) -0.4320(9) 0.0621(7) 0.067(3) Uani 1 1 d . . . H29A H -0.3640 -0.4516 0.0965 0.101 Uiso 1 1 calc R . . H29B H -0.2477 -0.5015 0.0547 0.101 Uiso 1 1 calc R . . H29C H -0.3539 -0.4201 0.0064 0.101 Uiso 1 1 calc R . . O12 O -0.1116(7) -0.3267(6) -0.0026(4) 0.0568(19) Uani 1 1 d . . . C30 C 0.4006(9) 0.1004(8) -0.0749(5) 0.038(2) Uani 1 1 d . . . O13A O 0.335(4) -0.008(3) -0.122(2) 0.027(9) Uiso 0.24 1 d P . . O13B O 0.3200(17) 0.0319(15) -0.1369(9) 0.023(4) Uiso 0.38 1 d P . . O13C O 0.3791(19) 0.0021(18) -0.1200(11) 0.026(5) Uiso 0.38 1 d P . . O14 O 0.4876(7) 0.1839(7) -0.0873(4) 0.063(2) Uani 1 1 d . . . C31 C 0.5059(12) 0.1691(11) -0.1753(7) 0.078(4) Uiso 1 1 d . . . H31A H 0.5733 0.2359 -0.1782 0.080 Uiso 1 1 calc R . . H31B H 0.4198 0.1745 -0.2150 0.080 Uiso 1 1 calc R . . H31C H 0.5364 0.0871 -0.1905 0.080 Uiso 1 1 calc R . . C32 C 0.4787(7) 0.3592(7) 0.2203(5) 0.0246(17) Uani 1 1 d . . . O15 O 0.5584(5) 0.4381(5) 0.2070(3) 0.0348(14) Uani 1 1 d . . . O16 O 0.4440(5) 0.3573(4) 0.2901(3) 0.0190(11) Uani 1 1 d . . . C33 C -0.1713(11) 0.2798(10) 0.0813(7) 0.074(4) Uani 1 1 d . . . H33A H -0.1974 0.3253 0.1302 0.080 Uiso 1 1 calc R . . H33B H -0.2523 0.2379 0.0386 0.080 Uiso 1 1 calc R . . H33C H -0.1225 0.3391 0.0568 0.080 Uiso 1 1 calc R . . O17 O -0.0885(7) 0.1905(6) 0.1075(4) 0.0528(17) Uani 1 1 d D . . H17 H -0.0146 0.2268 0.1391 0.079 Uiso 1 1 calc RD . . O1W O 0.7776(6) 0.6144(6) 0.3094(4) 0.0386(14) Uani 1 1 d D . . H1W1 H 0.709(6) 0.564(7) 0.283(5) 0.058 Uiso 1 1 d D . . H2W1 H 0.848(6) 0.598(9) 0.294(6) 0.058 Uiso 1 1 d D . . O18 O 0.1816(8) 0.1616(7) 0.5603(4) 0.0510(17) Uani 1 1 d D . . H18B H 0.121(8) 0.120(9) 0.576(7) 0.077 Uiso 1 1 d D . . H18C H 0.203(11) 0.229(6) 0.597(5) 0.077 Uiso 1 1 d D . . H18D H 0.185(11) 0.156(10) 0.509(2) 0.077 Uiso 1 1 d 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 0.01661(17) 0.02001(17) 0.01188(16) -0.00218(11) 0.00168(12) 0.00286(11) N1 0.018(3) 0.019(3) 0.013(3) 0.002(2) 0.008(3) 0.006(3) C1 0.017(4) 0.023(4) 0.018(4) 0.005(3) 0.004(3) -0.003(3) C2 0.014(4) 0.023(4) 0.024(4) 0.005(3) 0.008(3) 0.003(3) C3 0.018(4) 0.019(4) 0.019(4) 0.001(3) -0.001(3) -0.004(3) C4 0.020(4) 0.017(4) 0.019(4) -0.004(3) 0.004(3) -0.002(3) C5 0.022(4) 0.014(4) 0.014(4) 0.002(3) 0.005(3) -0.004(3) C6 0.016(4) 0.017(4) 0.019(4) 0.004(3) 0.006(3) 0.000(3) C7 0.020(4) 0.021(4) 0.013(4) 0.000(3) 0.006(3) -0.002(3) C8 0.022(4) 0.015(4) 0.022(4) -0.001(3) 0.005(3) -0.001(3) C9 0.017(4) 0.025(4) 0.027(4) 0.003(3) 0.004(3) 0.005(3) C10 0.014(4) 0.023(4) 0.024(4) 0.004(3) 0.009(3) 0.003(3) N2 0.014(3) 0.026(3) 0.010(3) 0.000(2) 0.001(2) 0.001(3) C11 0.020(4) 0.040(5) 0.019(4) 0.005(4) 0.000(3) 0.004(4) O1 0.022(3) 0.028(3) 0.016(3) -0.004(2) -0.001(2) 0.010(2) O2 0.035(3) 0.045(3) 0.024(3) -0.011(3) -0.009(3) 0.019(3) C12 0.028(5) 0.024(4) 0.021(4) -0.004(3) 0.007(4) -0.002(4) O3 0.036(4) 0.045(4) 0.038(3) -0.011(3) 0.002(3) 0.023(3) O4 0.033(3) 0.034(3) 0.027(3) -0.013(2) 0.005(3) 0.007(3) C13 0.045(6) 0.043(5) 0.026(5) -0.016(4) 0.010(4) 0.008(4) C14 0.039(5) 0.026(4) 0.026(4) 0.006(3) -0.003(4) 0.012(4) O5 0.040(3) 0.039(3) 0.018(3) -0.004(2) -0.005(3) 0.009(3) C15 0.066(7) 0.052(6) 0.026(5) 0.001(4) -0.008(5) 0.004(5) C16 0.019(4) 0.018(4) 0.028(4) 0.002(3) 0.010(4) 0.005(3) O7 0.038(3) 0.031(3) 0.025(3) -0.001(2) 0.003(3) 0.012(3) O8 0.025(3) 0.024(3) 0.018(3) -0.002(2) 0.001(2) 0.010(2) C17 0.023(4) 0.022(4) 0.016(4) -0.002(3) 0.000(3) 0.004(3) C18 0.022(4) 0.037(5) 0.022(4) -0.001(3) 0.004(3) -0.001(4) C19 0.030(5) 0.033(4) 0.015(4) -0.001(3) 0.003(3) 0.008(4) C20 0.031(4) 0.025(4) 0.016(4) -0.004(3) 0.005(3) 0.000(3) C21 0.017(4) 0.024(4) 0.017(4) 0.001(3) -0.002(3) 0.002(3) N3 0.020(3) 0.016(3) 0.021(3) 0.001(3) 0.002(3) 0.000(3) C22 0.020(4) 0.018(4) 0.024(4) 0.000(3) 0.001(3) 0.010(3) C23 0.030(4) 0.030(4) 0.015(4) 0.005(3) 0.002(3) 0.005(4) C24 0.028(5) 0.021(4) 0.027(4) 0.002(3) -0.003(4) 0.003(3) C25 0.025(4) 0.028(4) 0.031(5) 0.006(4) 0.003(4) -0.002(3) C26 0.024(4) 0.030(4) 0.026(4) 0.003(3) -0.002(4) 0.010(4) N4 0.017(3) 0.018(3) 0.020(3) 0.002(2) 0.006(3) 0.001(2) C27 0.027(5) 0.029(4) 0.025(4) 0.001(4) 0.007(4) 0.001(4) O9 0.027(3) 0.029(3) 0.017(3) 0.001(2) 0.006(2) -0.003(2) O10 0.058(4) 0.055(4) 0.033(4) 0.002(3) 0.018(3) -0.019(3) C28 0.036(5) 0.042(5) 0.033(5) 0.006(4) 0.000(4) -0.002(4) O11 0.056(4) 0.045(4) 0.038(4) 0.003(3) 0.009(3) -0.029(3) C29 0.081(8) 0.055(7) 0.052(7) 0.009(5) 0.001(6) -0.031(6) O12 0.064(5) 0.043(4) 0.051(4) -0.016(3) 0.018(4) -0.025(3) C30 0.037(5) 0.045(6) 0.029(5) -0.004(4) 0.013(4) -0.001(4) O14 0.073(5) 0.082(5) 0.032(4) -0.016(3) 0.039(4) -0.030(4) C32 0.017(4) 0.026(4) 0.027(5) 0.000(3) 0.001(3) 0.004(3) O15 0.036(3) 0.034(3) 0.030(3) -0.004(2) 0.011(3) -0.016(3) O16 0.017(3) 0.021(3) 0.014(3) -0.003(2) 0.001(2) -0.002(2) C33 0.069(8) 0.080(8) 0.051(7) -0.022(6) -0.013(6) 0.037(7) O17 0.048(4) 0.057(4) 0.039(4) -0.011(3) -0.002(3) 0.002(3) O1W 0.029(4) 0.041(4) 0.040(4) -0.009(3) 0.009(3) 0.001(3) O18 0.057(5) 0.054(4) 0.043(4) 0.005(3) 0.019(4) 0.001(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 O16 2.252(5) . ? Yb1 O8 2.255(5) . ? Yb1 O9 2.259(5) . ? Yb1 O1 2.277(5) . ? Yb1 N4 2.417(5) . ? Yb1 N3 2.425(6) . ? Yb1 N1 2.442(5) . ? Yb1 N2 2.447(5) . ? Yb1 C27 3.138(8) . ? Yb1 C16 3.174(7) . ? Yb1 C32 3.178(8) . ? Yb1 C11 3.185(8) . ? N1 C1 1.335(8) . ? N1 C5 1.347(8) . ? C1 C2 1.381(10) . ? C1 C16 1.530(10) . ? C2 C3 1.399(9) . ? C3 C4 1.382(10) . ? C3 C14 1.492(10) . ? C4 C5 1.379(9) . ? C5 C6 1.493(9) . ? C6 N2 1.338(8) . ? C6 C7 1.395(9) . ? C7 C8 1.387(10) . ? C8 C9 1.383(10) . ? C8 C12 1.510(10) . ? C9 C10 1.381(9) . ? C10 N2 1.337(9) . ? C10 C11 1.520(10) . ? C11 O2 1.236(9) . ? C11 O1 1.274(8) . ? C12 O3 1.197(9) . ? C12 O4 1.315(9) . ? O4 C13 1.448(9) . ? C14 O6 1.205(12) . ? C14 O6' 1.277(14) . ? C14 O5 1.331(9) . ? O5 C15 1.456(9) . ? O6 O6' 0.743(13) . ? C16 O7 1.235(8) . ? C16 O8 1.268(8) . ? C17 N3 1.334(9) . ? C17 C18 1.395(10) . ? C17 C32 1.513(10) . ? C18 C19 1.394(10) . ? C19 C20 1.386(10) . ? C19 C30 1.493(11) . ? C20 C21 1.390(10) . ? C21 N3 1.343(9) . ? C21 C22 1.488(10) . ? C22 N4 1.347(9) . ? C22 C23 1.383(10) . ? C23 C24 1.396(10) . ? C24 C25 1.388(11) . ? C24 C28 1.495(11) . ? C25 C26 1.382(10) . ? C26 N4 1.324(9) . ? C26 C27 1.539(11) . ? C27 O10 1.232(9) . ? C27 O9 1.245(9) . ? C28 O12 1.237(10) . ? C28 O11 1.298(10) . ? O11 C29 1.467(10) . ? C30 O13C 1.173(19) . ? C30 O13B 1.245(17) . ? C30 O14 1.299(10) . ? C30 O13A 1.34(3) . ? O13A O13B 0.54(4) . ? O13B O13C 0.73(2) . ? O14 C31 1.491(12) . ? C32 O15 1.222(8) . ? C32 O16 1.285(9) . ? C33 O17 1.390(11) . ? 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 O16 Yb1 O8 91.53(17) . . ? O16 Yb1 O9 159.18(16) . . ? O8 Yb1 O9 90.41(18) . . ? O16 Yb1 O1 93.44(17) . . ? O8 Yb1 O1 160.48(16) . . ? O9 Yb1 O1 91.61(18) . . ? O16 Yb1 N4 132.56(17) . . ? O8 Yb1 N4 83.73(18) . . ? O9 Yb1 N4 68.25(18) . . ? O1 Yb1 N4 79.02(18) . . ? O16 Yb1 N3 67.93(17) . . ? O8 Yb1 N3 81.40(18) . . ? O9 Yb1 N3 132.80(18) . . ? O1 Yb1 N3 83.01(18) . . ? N4 Yb1 N3 64.68(18) . . ? O16 Yb1 N1 82.65(17) . . ? O8 Yb1 N1 67.56(17) . . ? O9 Yb1 N1 78.95(17) . . ? O1 Yb1 N1 131.82(16) . . ? N4 Yb1 N1 136.00(18) . . ? N3 Yb1 N1 136.45(18) . . ? O16 Yb1 N2 83.41(17) . . ? O8 Yb1 N2 132.10(17) . . ? O9 Yb1 N2 79.95(17) . . ? O1 Yb1 N2 67.29(17) . . ? N4 Yb1 N2 132.55(18) . . ? N3 Yb1 N2 137.30(18) . . ? N1 Yb1 N2 64.55(17) . . ? O16 Yb1 C27 178.10(17) . . ? O8 Yb1 C27 89.23(19) . . ? O9 Yb1 C27 19.03(18) . . ? O1 Yb1 C27 86.41(19) . . ? N4 Yb1 C27 49.26(19) . . ? N3 Yb1 C27 113.91(19) . . ? N1 Yb1 C27 96.04(19) . . ? N2 Yb1 C27 94.79(19) . . ? O16 Yb1 C16 89.26(17) . . ? O8 Yb1 C16 18.80(17) . . ? O9 Yb1 C16 85.93(18) . . ? O1 Yb1 C16 177.29(18) . . ? N4 Yb1 C16 98.99(18) . . ? N3 Yb1 C16 97.83(18) . . ? N1 Yb1 C16 48.77(17) . . ? N2 Yb1 C16 113.30(18) . . ? C27 Yb1 C16 90.90(19) . . ? O16 Yb1 C32 19.17(17) . . ? O8 Yb1 C32 87.84(18) . . ? O9 Yb1 C32 177.40(18) . . ? O1 Yb1 C32 90.68(18) . . ? N4 Yb1 C32 113.43(19) . . ? N3 Yb1 C32 48.77(18) . . ? N1 Yb1 C32 98.60(18) . . ? N2 Yb1 C32 99.82(18) . . ? C27 Yb1 C32 162.68(19) . . ? C16 Yb1 C32 91.80(18) . . ? O16 Yb1 C11 91.12(18) . . ? O8 Yb1 C11 177.35(18) . . ? O9 Yb1 C11 87.08(18) . . ? O1 Yb1 C11 19.10(17) . . ? N4 Yb1 C11 94.54(19) . . ? N3 Yb1 C11 99.69(19) . . ? N1 Yb1 C11 112.72(18) . . ? N2 Yb1 C11 48.21(18) . . ? C27 Yb1 C11 88.12(19) . . ? C16 Yb1 C11 161.24(18) . . ? C32 Yb1 C11 94.69(19) . . ? C1 N1 C5 119.8(6) . . ? C1 N1 Yb1 116.9(4) . . ? C5 N1 Yb1 123.4(4) . . ? N1 C1 C2 122.0(6) . . ? N1 C1 C16 114.5(6) . . ? C2 C1 C16 123.5(6) . . ? C1 C2 C3 118.2(6) . . ? C4 C3 C2 119.7(6) . . ? C4 C3 C14 121.3(6) . . ? C2 C3 C14 118.9(6) . . ? C5 C4 C3 118.6(6) . . ? N1 C5 C4 121.8(6) . . ? N1 C5 C6 114.0(6) . . ? C4 C5 C6 124.2(6) . . ? N2 C6 C7 121.8(6) . . ? N2 C6 C5 115.2(6) . . ? C7 C6 C5 123.0(6) . . ? C8 C7 C6 118.2(6) . . ? C9 C8 C7 119.8(6) . . ? C9 C8 C12 118.8(6) . . ? C7 C8 C12 121.4(6) . . ? C10 C9 C8 118.4(6) . . ? N2 C10 C9 122.3(6) . . ? N2 C10 C11 113.9(6) . . ? C9 C10 C11 123.8(6) . . ? C10 N2 C6 119.5(6) . . ? C10 N2 Yb1 117.7(4) . . ? C6 N2 Yb1 122.9(4) . . ? O2 C11 O1 126.9(7) . . ? O2 C11 C10 117.2(7) . . ? O1 C11 C10 116.0(6) . . ? O2 C11 Yb1 162.6(5) . . ? C10 C11 Yb1 80.2(4) . . ? C11 O1 Yb1 125.1(4) . . ? O3 C12 O4 125.8(7) . . ? O3 C12 C8 122.8(7) . . ? O4 C12 C8 111.4(6) . . ? C12 O4 C13 117.8(6) . . ? O6 C14 O5 119.8(8) . . ? O6' C14 O5 123.3(9) . . ? O6 C14 C3 124.3(8) . . ? O6' C14 C3 119.8(9) . . ? O5 C14 C3 113.0(6) . . ? C14 O5 C15 117.2(6) . . ? O6' O6 C14 78.0(14) . . ? O6 O6' C14 67.4(14) . . ? O7 C16 O8 127.0(6) . . ? O7 C16 C1 118.2(7) . . ? O8 C16 C1 114.8(6) . . ? O7 C16 Yb1 161.9(5) . . ? C1 C16 Yb1 79.8(4) . . ? C16 O8 Yb1 126.2(4) . . ? N3 C17 C18 121.6(6) . . ? N3 C17 C32 115.8(6) . . ? C18 C17 C32 122.6(7) . . ? C19 C18 C17 118.1(7) . . ? C20 C19 C18 120.1(7) . . ? C20 C19 C30 118.6(7) . . ? C18 C19 C30 121.3(7) . . ? C19 C20 C21 118.2(7) . . ? N3 C21 C20 121.7(7) . . ? N3 C21 C22 114.3(6) . . ? C20 C21 C22 124.0(6) . . ? C17 N3 C21 120.3(6) . . ? C17 N3 Yb1 116.2(4) . . ? C21 N3 Yb1 123.2(5) . . ? N4 C22 C23 120.9(7) . . ? N4 C22 C21 114.0(6) . . ? C23 C22 C21 125.1(6) . . ? C22 C23 C24 119.3(7) . . ? C25 C24 C23 119.1(7) . . ? C25 C24 C28 120.3(7) . . ? C23 C24 C28 120.6(7) . . ? C26 C25 C24 117.8(7) . . ? N4 C26 C25 123.2(7) . . ? N4 C26 C27 114.2(6) . . ? C25 C26 C27 122.6(7) . . ? C26 N4 C22 119.6(6) . . ? C26 N4 Yb1 116.8(5) . . ? C22 N4 Yb1 123.6(5) . . ? O10 C27 O9 125.9(7) . . ? O10 C27 C26 118.0(7) . . ? O9 C27 C26 115.9(7) . . ? O10 C27 Yb1 162.1(6) . . ? C26 C27 Yb1 79.6(4) . . ? C27 O9 Yb1 124.7(5) . . ? O12 C28 O11 125.4(8) . . ? O12 C28 C24 121.7(8) . . ? O11 C28 C24 112.9(7) . . ? C28 O11 C29 117.3(7) . . ? O13C C30 O14 117.7(12) . . ? O13B C30 O14 119.6(11) . . ? O14 C30 O13A 132.5(16) . . ? O13C C30 C19 125.9(12) . . ? O13B C30 C19 122.5(10) . . ? O14 C30 C19 113.7(7) . . ? O13A C30 C19 113.7(15) . . ? O13B O13A C30 69(4) . . ? O13A O13B C30 88(4) . . ? O13C O13B C30 67(2) . . ? O13B O13C C30 78(2) . . ? C30 O14 C31 115.6(7) . . ? O15 C32 O16 126.7(7) . . ? O15 C32 C17 119.4(7) . . ? O16 C32 C17 113.9(6) . . ? O15 C32 Yb1 161.7(5) . . ? C17 C32 Yb1 78.8(4) . . ? C32 O16 Yb1 125.7(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O16 Yb1 N1 C1 -94.9(5) . . . . ? O8 Yb1 N1 C1 -0.2(4) . . . . ? O9 Yb1 N1 C1 94.9(5) . . . . ? O1 Yb1 N1 C1 177.1(4) . . . . ? N4 Yb1 N1 C1 53.1(5) . . . . ? N3 Yb1 N1 C1 -48.2(6) . . . . ? N2 Yb1 N1 C1 178.9(5) . . . . ? C27 Yb1 N1 C1 86.5(5) . . . . ? C16 Yb1 N1 C1 0.6(4) . . . . ? C32 Yb1 N1 C1 -84.2(5) . . . . ? C11 Yb1 N1 C1 177.0(4) . . . . ? O16 Yb1 N1 C5 85.2(5) . . . . ? O8 Yb1 N1 C5 179.9(5) . . . . ? O9 Yb1 N1 C5 -85.0(5) . . . . ? O1 Yb1 N1 C5 -2.8(6) . . . . ? N4 Yb1 N1 C5 -126.8(5) . . . . ? N3 Yb1 N1 C5 132.0(5) . . . . ? N2 Yb1 N1 C5 -0.9(5) . . . . ? C27 Yb1 N1 C5 -93.4(5) . . . . ? C16 Yb1 N1 C5 -179.3(6) . . . . ? C32 Yb1 N1 C5 95.9(5) . . . . ? C11 Yb1 N1 C5 -2.9(5) . . . . ? C5 N1 C1 C2 0.2(10) . . . . ? Yb1 N1 C1 C2 -179.7(5) . . . . ? C5 N1 C1 C16 178.9(6) . . . . ? Yb1 N1 C1 C16 -1.0(7) . . . . ? N1 C1 C2 C3 -0.9(10) . . . . ? C16 C1 C2 C3 -179.5(6) . . . . ? C1 C2 C3 C4 1.4(10) . . . . ? C1 C2 C3 C14 -179.0(7) . . . . ? C2 C3 C4 C5 -1.2(10) . . . . ? C14 C3 C4 C5 179.3(7) . . . . ? C1 N1 C5 C4 0.1(9) . . . . ? Yb1 N1 C5 C4 180.0(5) . . . . ? C1 N1 C5 C6 -179.1(6) . . . . ? Yb1 N1 C5 C6 0.7(7) . . . . ? C3 C4 C5 N1 0.4(10) . . . . ? C3 C4 C5 C6 179.6(6) . . . . ? N1 C5 C6 N2 0.3(8) . . . . ? C4 C5 C6 N2 -179.0(6) . . . . ? N1 C5 C6 C7 179.0(6) . . . . ? C4 C5 C6 C7 -0.2(10) . . . . ? N2 C6 C7 C8 1.8(10) . . . . ? C5 C6 C7 C8 -176.9(6) . . . . ? C6 C7 C8 C9 -1.0(10) . . . . ? C6 C7 C8 C12 178.7(6) . . . . ? C7 C8 C9 C10 0.1(10) . . . . ? C12 C8 C9 C10 -179.6(6) . . . . ? C8 C9 C10 N2 0.2(10) . . . . ? C8 C9 C10 C11 179.5(7) . . . . ? C9 C10 N2 C6 0.5(10) . . . . ? C11 C10 N2 C6 -178.9(6) . . . . ? C9 C10 N2 Yb1 179.0(5) . . . . ? C11 C10 N2 Yb1 -0.4(7) . . . . ? C7 C6 N2 C10 -1.5(9) . . . . ? C5 C6 N2 C10 177.3(6) . . . . ? C7 C6 N2 Yb1 -179.9(5) . . . . ? C5 C6 N2 Yb1 -1.2(8) . . . . ? O16 Yb1 N2 C10 97.7(5) . . . . ? O8 Yb1 N2 C10 -176.3(4) . . . . ? O9 Yb1 N2 C10 -94.9(5) . . . . ? O1 Yb1 N2 C10 1.1(4) . . . . ? N4 Yb1 N2 C10 -47.2(6) . . . . ? N3 Yb1 N2 C10 50.7(6) . . . . ? N1 Yb1 N2 C10 -177.4(5) . . . . ? C27 Yb1 N2 C10 -83.0(5) . . . . ? C16 Yb1 N2 C10 -176.0(4) . . . . ? C32 Yb1 N2 C10 87.7(5) . . . . ? C11 Yb1 N2 C10 0.2(4) . . . . ? O16 Yb1 N2 C6 -83.9(5) . . . . ? O8 Yb1 N2 C6 2.2(6) . . . . ? O9 Yb1 N2 C6 83.6(5) . . . . ? O1 Yb1 N2 C6 179.6(5) . . . . ? N4 Yb1 N2 C6 131.2(5) . . . . ? N3 Yb1 N2 C6 -130.8(5) . . . . ? N1 Yb1 N2 C6 1.1(5) . . . . ? C27 Yb1 N2 C6 95.5(5) . . . . ? C16 Yb1 N2 C6 2.5(5) . . . . ? C32 Yb1 N2 C6 -93.8(5) . . . . ? C11 Yb1 N2 C6 178.7(6) . . . . ? N2 C10 C11 O2 179.7(7) . . . . ? C9 C10 C11 O2 0.4(11) . . . . ? N2 C10 C11 O1 -1.3(9) . . . . ? C9 C10 C11 O1 179.3(7) . . . . ? N2 C10 C11 Yb1 0.2(5) . . . . ? C9 C10 C11 Yb1 -179.1(7) . . . . ? O16 Yb1 C11 O2 101.2(19) . . . . ? O9 Yb1 C11 O2 -99.5(19) . . . . ? O1 Yb1 C11 O2 4.0(16) . . . . ? N4 Yb1 C11 O2 -31.6(19) . . . . ? N3 Yb1 C11 O2 33.4(19) . . . . ? N1 Yb1 C11 O2 -176.3(19) . . . . ? N2 Yb1 C11 O2 -179(2) . . . . ? C27 Yb1 C11 O2 -80.5(19) . . . . ? C16 Yb1 C11 O2 -167.7(16) . . . . ? C32 Yb1 C11 O2 82.4(19) . . . . ? O16 Yb1 C11 O1 97.3(6) . . . . ? O9 Yb1 C11 O1 -103.5(6) . . . . ? N4 Yb1 C11 O1 -35.6(6) . . . . ? N3 Yb1 C11 O1 29.5(6) . . . . ? N1 Yb1 C11 O1 179.8(5) . . . . ? N2 Yb1 C11 O1 177.4(7) . . . . ? C27 Yb1 C11 O1 -84.5(6) . . . . ? C16 Yb1 C11 O1 -171.7(5) . . . . ? C32 Yb1 C11 O1 78.4(6) . . . . ? O16 Yb1 C11 C10 -80.3(4) . . . . ? O9 Yb1 C11 C10 79.0(4) . . . . ? O1 Yb1 C11 C10 -177.6(8) . . . . ? N4 Yb1 C11 C10 146.9(4) . . . . ? N3 Yb1 C11 C10 -148.1(4) . . . . ? N1 Yb1 C11 C10 2.2(4) . . . . ? N2 Yb1 C11 C10 -0.2(3) . . . . ? C27 Yb1 C11 C10 98.0(4) . . . . ? C16 Yb1 C11 C10 10.7(8) . . . . ? C32 Yb1 C11 C10 -99.1(4) . . . . ? O2 C11 O1 Yb1 -178.5(6) . . . . ? C10 C11 O1 Yb1 2.7(9) . . . . ? O16 Yb1 O1 C11 -83.5(6) . . . . ? O8 Yb1 O1 C11 172.1(6) . . . . ? O9 Yb1 O1 C11 76.3(6) . . . . ? N4 Yb1 O1 C11 143.8(6) . . . . ? N3 Yb1 O1 C11 -150.7(6) . . . . ? N1 Yb1 O1 C11 -0.3(7) . . . . ? N2 Yb1 O1 C11 -2.1(5) . . . . ? C27 Yb1 O1 C11 94.6(6) . . . . ? C32 Yb1 O1 C11 -102.5(6) . . . . ? C9 C8 C12 O3 10.7(11) . . . . ? C7 C8 C12 O3 -169.1(7) . . . . ? C9 C8 C12 O4 -170.0(6) . . . . ? C7 C8 C12 O4 10.2(9) . . . . ? O3 C12 O4 C13 1.6(12) . . . . ? C8 C12 O4 C13 -177.7(6) . . . . ? C4 C3 C14 O6 153.4(10) . . . . ? C2 C3 C14 O6 -26.2(14) . . . . ? C4 C3 C14 O6' -165.7(10) . . . . ? C2 C3 C14 O6' 14.7(13) . . . . ? C4 C3 C14 O5 -7.3(11) . . . . ? C2 C3 C14 O5 173.2(7) . . . . ? O6 C14 O5 C15 18.4(13) . . . . ? O6' C14 O5 C15 -22.4(14) . . . . ? C3 C14 O5 C15 -180.0(7) . . . . ? O5 C14 O6 O6' -106.5(15) . . . . ? C3 C14 O6 O6' 94.1(16) . . . . ? O5 C14 O6' O6 95.5(16) . . . . ? C3 C14 O6' O6 -108.3(15) . . . . ? N1 C1 C16 O7 -177.8(6) . . . . ? C2 C1 C16 O7 0.9(10) . . . . ? N1 C1 C16 O8 2.4(9) . . . . ? C2 C1 C16 O8 -178.9(6) . . . . ? N1 C1 C16 Yb1 0.7(5) . . . . ? C2 C1 C16 Yb1 179.4(6) . . . . ? O16 Yb1 C16 O7 -103.9(16) . . . . ? O8 Yb1 C16 O7 -7.0(14) . . . . ? O9 Yb1 C16 O7 96.3(16) . . . . ? N4 Yb1 C16 O7 29.1(17) . . . . ? N3 Yb1 C16 O7 -36.3(17) . . . . ? N1 Yb1 C16 O7 175.2(17) . . . . ? N2 Yb1 C16 O7 173.6(16) . . . . ? C27 Yb1 C16 O7 77.9(16) . . . . ? C32 Yb1 C16 O7 -84.9(16) . . . . ? C11 Yb1 C16 O7 164.7(14) . . . . ? O16 Yb1 C16 O8 -96.9(5) . . . . ? O9 Yb1 C16 O8 103.4(5) . . . . ? N4 Yb1 C16 O8 36.1(6) . . . . ? N3 Yb1 C16 O8 -29.3(5) . . . . ? N1 Yb1 C16 O8 -177.8(6) . . . . ? N2 Yb1 C16 O8 -179.4(5) . . . . ? C27 Yb1 C16 O8 85.0(5) . . . . ? C32 Yb1 C16 O8 -77.9(5) . . . . ? C11 Yb1 C16 O8 171.8(6) . . . . ? O16 Yb1 C16 C1 80.4(4) . . . . ? O8 Yb1 C16 C1 177.3(8) . . . . ? O9 Yb1 C16 C1 -79.3(4) . . . . ? N4 Yb1 C16 C1 -146.6(4) . . . . ? N3 Yb1 C16 C1 148.0(4) . . . . ? N1 Yb1 C16 C1 -0.5(3) . . . . ? N2 Yb1 C16 C1 -2.1(4) . . . . ? C27 Yb1 C16 C1 -97.7(4) . . . . ? C32 Yb1 C16 C1 99.4(4) . . . . ? C11 Yb1 C16 C1 -10.9(8) . . . . ? O7 C16 O8 Yb1 177.3(5) . . . . ? C1 C16 O8 Yb1 -2.9(8) . . . . ? O16 Yb1 O8 C16 83.2(5) . . . . ? O9 Yb1 O8 C16 -76.1(5) . . . . ? O1 Yb1 O8 C16 -172.0(5) . . . . ? N4 Yb1 O8 C16 -144.1(6) . . . . ? N3 Yb1 O8 C16 150.6(6) . . . . ? N1 Yb1 O8 C16 1.8(5) . . . . ? N2 Yb1 O8 C16 0.7(6) . . . . ? C27 Yb1 O8 C16 -95.1(5) . . . . ? C32 Yb1 O8 C16 102.0(5) . . . . ? N3 C17 C18 C19 0.9(11) . . . . ? C32 C17 C18 C19 -178.2(7) . . . . ? C17 C18 C19 C20 -0.4(11) . . . . ? C17 C18 C19 C30 179.6(7) . . . . ? C18 C19 C20 C21 0.2(11) . . . . ? C30 C19 C20 C21 -179.9(7) . . . . ? C19 C20 C21 N3 -0.4(11) . . . . ? C19 C20 C21 C22 -178.7(7) . . . . ? C18 C17 N3 C21 -1.2(10) . . . . ? C32 C17 N3 C21 177.9(6) . . . . ? C18 C17 N3 Yb1 173.4(5) . . . . ? C32 C17 N3 Yb1 -7.5(8) . . . . ? C20 C21 N3 C17 0.9(10) . . . . ? C22 C21 N3 C17 179.4(6) . . . . ? C20 C21 N3 Yb1 -173.3(5) . . . . ? C22 C21 N3 Yb1 5.2(8) . . . . ? O16 Yb1 N3 C17 4.7(5) . . . . ? O8 Yb1 N3 C17 -90.5(5) . . . . ? O9 Yb1 N3 C17 -173.0(4) . . . . ? O1 Yb1 N3 C17 101.3(5) . . . . ? N4 Yb1 N3 C17 -177.5(5) . . . . ? N1 Yb1 N3 C17 -46.5(6) . . . . ? N2 Yb1 N3 C17 56.3(6) . . . . ? C27 Yb1 N3 C17 -175.8(5) . . . . ? C16 Yb1 N3 C17 -81.3(5) . . . . ? C32 Yb1 N3 C17 4.2(4) . . . . ? C11 Yb1 N3 C17 92.0(5) . . . . ? O16 Yb1 N3 C21 179.2(6) . . . . ? O8 Yb1 N3 C21 84.0(5) . . . . ? O9 Yb1 N3 C21 1.5(6) . . . . ? O1 Yb1 N3 C21 -84.2(5) . . . . ? N4 Yb1 N3 C21 -3.1(5) . . . . ? N1 Yb1 N3 C21 128.0(5) . . . . ? N2 Yb1 N3 C21 -129.3(5) . . . . ? C27 Yb1 N3 C21 -1.3(6) . . . . ? C16 Yb1 N3 C21 93.2(5) . . . . ? C32 Yb1 N3 C21 178.7(6) . . . . ? C11 Yb1 N3 C21 -93.6(5) . . . . ? N3 C21 C22 N4 -4.4(9) . . . . ? C20 C21 C22 N4 174.0(7) . . . . ? N3 C21 C22 C23 177.3(7) . . . . ? C20 C21 C22 C23 -4.3(11) . . . . ? N4 C22 C23 C24 1.1(10) . . . . ? C21 C22 C23 C24 179.2(7) . . . . ? C22 C23 C24 C25 0.9(11) . . . . ? C22 C23 C24 C28 -177.2(7) . . . . ? C23 C24 C25 C26 -3.3(11) . . . . ? C28 C24 C25 C26 174.7(7) . . . . ? C24 C25 C26 N4 4.2(11) . . . . ? C24 C25 C26 C27 -173.1(7) . . . . ? C25 C26 N4 C22 -2.3(11) . . . . ? C27 C26 N4 C22 175.2(6) . . . . ? C25 C26 N4 Yb1 177.0(6) . . . . ? C27 C26 N4 Yb1 -5.5(8) . . . . ? C23 C22 N4 C26 -0.5(10) . . . . ? C21 C22 N4 C26 -178.8(6) . . . . ? C23 C22 N4 Yb1 -179.7(5) . . . . ? C21 C22 N4 Yb1 2.0(8) . . . . ? O16 Yb1 N4 C26 -176.0(4) . . . . ? O8 Yb1 N4 C26 97.7(5) . . . . ? O9 Yb1 N4 C26 4.7(5) . . . . ? O1 Yb1 N4 C26 -91.5(5) . . . . ? N3 Yb1 N4 C26 -178.9(5) . . . . ? N1 Yb1 N4 C26 49.5(6) . . . . ? N2 Yb1 N4 C26 -46.9(6) . . . . ? C27 Yb1 N4 C26 3.3(5) . . . . ? C16 Yb1 N4 C26 86.6(5) . . . . ? C32 Yb1 N4 C26 -177.4(5) . . . . ? C11 Yb1 N4 C26 -80.3(5) . . . . ? O16 Yb1 N4 C22 3.2(6) . . . . ? O8 Yb1 N4 C22 -83.1(5) . . . . ? O9 Yb1 N4 C22 -176.1(6) . . . . ? O1 Yb1 N4 C22 87.7(5) . . . . ? N3 Yb1 N4 C22 0.3(5) . . . . ? N1 Yb1 N4 C22 -131.3(5) . . . . ? N2 Yb1 N4 C22 132.4(5) . . . . ? C27 Yb1 N4 C22 -177.5(6) . . . . ? C16 Yb1 N4 C22 -94.1(5) . . . . ? C32 Yb1 N4 C22 1.8(6) . . . . ? C11 Yb1 N4 C22 98.9(5) . . . . ? N4 C26 C27 O10 -172.8(7) . . . . ? C25 C26 C27 O10 4.7(11) . . . . ? N4 C26 C27 O9 2.8(10) . . . . ? C25 C26 C27 O9 -179.7(7) . . . . ? N4 C26 C27 Yb1 3.8(5) . . . . ? C25 C26 C27 Yb1 -178.6(7) . . . . ? O8 Yb1 C27 O10 85.5(19) . . . . ? O9 Yb1 C27 O10 -8.0(16) . . . . ? O1 Yb1 C27 O10 -113.5(19) . . . . ? N4 Yb1 C27 O10 168(2) . . . . ? N3 Yb1 C27 O10 165.7(18) . . . . ? N1 Yb1 C27 O10 18.2(19) . . . . ? N2 Yb1 C27 O10 -46.7(19) . . . . ? C16 Yb1 C27 O10 66.8(19) . . . . ? C32 Yb1 C27 O10 165.7(16) . . . . ? C11 Yb1 C27 O10 -94.5(19) . . . . ? O8 Yb1 C27 O9 93.5(6) . . . . ? O1 Yb1 C27 O9 -105.6(6) . . . . ? N4 Yb1 C27 O9 175.9(7) . . . . ? N3 Yb1 C27 O9 173.7(5) . . . . ? N1 Yb1 C27 O9 26.1(6) . . . . ? N2 Yb1 C27 O9 -38.7(6) . . . . ? C16 Yb1 C27 O9 74.8(6) . . . . ? C32 Yb1 C27 O9 173.7(6) . . . . ? C11 Yb1 C27 O9 -86.5(6) . . . . ? O8 Yb1 C27 C26 -84.9(4) . . . . ? O9 Yb1 C27 C26 -178.4(8) . . . . ? O1 Yb1 C27 C26 76.1(4) . . . . ? N4 Yb1 C27 C26 -2.5(4) . . . . ? N3 Yb1 C27 C26 -4.7(4) . . . . ? N1 Yb1 C27 C26 -152.3(4) . . . . ? N2 Yb1 C27 C26 142.9(4) . . . . ? C16 Yb1 C27 C26 -103.6(4) . . . . ? C32 Yb1 C27 C26 -4.7(9) . . . . ? C11 Yb1 C27 C26 95.1(4) . . . . ? O10 C27 O9 Yb1 177.0(6) . . . . ? C26 C27 O9 Yb1 1.8(9) . . . . ? O16 Yb1 O9 C27 178.2(5) . . . . ? O8 Yb1 O9 C27 -86.5(6) . . . . ? O1 Yb1 O9 C27 74.1(6) . . . . ? N4 Yb1 O9 C27 -3.4(6) . . . . ? N3 Yb1 O9 C27 -7.8(7) . . . . ? N1 Yb1 O9 C27 -153.5(6) . . . . ? N2 Yb1 O9 C27 140.7(6) . . . . ? C16 Yb1 O9 C27 -104.7(6) . . . . ? C11 Yb1 O9 C27 92.7(6) . . . . ? C25 C24 C28 O12 -169.1(8) . . . . ? C23 C24 C28 O12 8.9(13) . . . . ? C25 C24 C28 O11 10.3(11) . . . . ? C23 C24 C28 O11 -171.7(7) . . . . ? O12 C28 O11 C29 3.1(14) . . . . ? C24 C28 O11 C29 -176.4(8) . . . . ? C20 C19 C30 O13C -24.6(17) . . . . ? C18 C19 C30 O13C 155.3(14) . . . . ? C20 C19 C30 O13B 17.6(15) . . . . ? C18 C19 C30 O13B -162.4(12) . . . . ? C20 C19 C30 O14 174.6(8) . . . . ? C18 C19 C30 O14 -5.4(12) . . . . ? C20 C19 C30 O13A -8(2) . . . . ? C18 C19 C30 O13A 172(2) . . . . ? O13C C30 O13A O13B -109(8) . . . . ? O14 C30 O13A O13B -66(6) . . . . ? C19 C30 O13A O13B 117(4) . . . . ? C30 O13A O13B O13C 55(6) . . . . ? O13C C30 O13B O13A 33(4) . . . . ? O14 C30 O13B O13A 129(5) . . . . ? C19 C30 O13B O13A -75(5) . . . . ? O14 C30 O13B O13C 97(2) . . . . ? O13A C30 O13B O13C -33(4) . . . . ? C19 C30 O13B O13C -108(2) . . . . ? O13A O13B O13C C30 -118(7) . . . . ? O14 C30 O13C O13B -103(2) . . . . ? O13A C30 O13C O13B 42(6) . . . . ? C19 C30 O13C O13B 97(2) . . . . ? O13C C30 O14 C31 25.2(16) . . . . ? O13B C30 O14 C31 -14.6(15) . . . . ? O13A C30 O14 C31 10(3) . . . . ? C19 C30 O14 C31 -172.4(8) . . . . ? N3 C17 C32 O15 -173.5(7) . . . . ? C18 C17 C32 O15 5.6(11) . . . . ? N3 C17 C32 O16 6.5(9) . . . . ? C18 C17 C32 O16 -174.4(7) . . . . ? N3 C17 C32 Yb1 5.2(5) . . . . ? C18 C17 C32 Yb1 -175.7(7) . . . . ? O16 Yb1 C32 O15 -5.5(14) . . . . ? O8 Yb1 C32 O15 -106.5(17) . . . . ? O1 Yb1 C32 O15 93.0(17) . . . . ? N4 Yb1 C32 O15 171.3(16) . . . . ? N3 Yb1 C32 O15 173.1(18) . . . . ? N1 Yb1 C32 O15 -39.5(17) . . . . ? N2 Yb1 C32 O15 25.9(17) . . . . ? C27 Yb1 C32 O15 173.1(14) . . . . ? C16 Yb1 C32 O15 -88.1(17) . . . . ? C11 Yb1 C32 O15 74.3(17) . . . . ? O8 Yb1 C32 O16 -100.9(5) . . . . ? O1 Yb1 C32 O16 98.5(5) . . . . ? N4 Yb1 C32 O16 176.9(5) . . . . ? N3 Yb1 C32 O16 178.6(6) . . . . ? N1 Yb1 C32 O16 -34.0(5) . . . . ? N2 Yb1 C32 O16 31.5(5) . . . . ? C27 Yb1 C32 O16 178.6(6) . . . . ? C16 Yb1 C32 O16 -82.5(5) . . . . ? C11 Yb1 C32 O16 79.9(5) . . . . ? O16 Yb1 C32 C17 178.0(8) . . . . ? O8 Yb1 C32 C17 77.0(4) . . . . ? O1 Yb1 C32 C17 -83.5(4) . . . . ? N4 Yb1 C32 C17 -5.2(4) . . . . ? N3 Yb1 C32 C17 -3.4(4) . . . . ? N1 Yb1 C32 C17 143.9(4) . . . . ? N2 Yb1 C32 C17 -150.6(4) . . . . ? C27 Yb1 C32 C17 -3.4(9) . . . . ? C16 Yb1 C32 C17 95.4(4) . . . . ? C11 Yb1 C32 C17 -102.2(4) . . . . ? O15 C32 O16 Yb1 177.8(6) . . . . ? C17 C32 O16 Yb1 -2.2(8) . . . . ? O8 Yb1 O16 C32 79.0(5) . . . . ? O9 Yb1 O16 C32 174.1(5) . . . . ? O1 Yb1 O16 C32 -82.1(5) . . . . ? N4 Yb1 O16 C32 -3.9(6) . . . . ? N3 Yb1 O16 C32 -1.1(5) . . . . ? N1 Yb1 O16 C32 146.1(5) . . . . ? N2 Yb1 O16 C32 -148.8(5) . . . . ? C16 Yb1 O16 C32 97.6(5) . . . . ? C11 Yb1 O16 C32 -101.1(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 O17 H17 O1 0.84 2.05 2.827(7) 154.4 . O1W H1W1 O15 0.841(13) 2.01(2) 2.849(7) 171(9) . O1W H2W1 O2 0.842(13) 2.13(5) 2.869(8) 146(9) 1_655 O18 H18B O10 0.851(13) 1.881(19) 2.729(9) 174(11) 2_556 O18 H18C O1W 0.848(14) 2.07(2) 2.909(9) 170(10) 2_666 O18 H18D O9 0.850(13) 2.06(3) 2.893(8) 168(11) . _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 24.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.553 _refine_diff_density_min -0.902 _refine_diff_density_rms 0.147 #===END data_4 _database_code_depnum_ccdc_archive 'CCDC 655789' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 6 _chemical_melting_point ? _chemical_formula_moiety 'C66 H50 Cu N8 O36 Yb2, 6(C H4 O)' _chemical_formula_sum 'C72 H74 Cu N8 O42 Yb2' _chemical_formula_weight 2133.01 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Yb Yb -0.3850 5.5486 '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 10.4424(6) _cell_length_b 12.9331(7) _cell_length_c 15.4313(9) _cell_angle_alpha 79.4260(10) _cell_angle_beta 87.329(2) _cell_angle_gamma 74.2040(10) _cell_volume 1971.27(19) _cell_formula_units_Z 1 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.797 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1067 _exptl_absorpt_coefficient_mu 2.728 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7718 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD' _diffrn_measurement_method 'Omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15903 _diffrn_reflns_av_R_equivalents 0.0529 _diffrn_reflns_av_sigmaI/netI 0.0764 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.94 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6935 _reflns_number_gt 5519 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXTL version 5.1 (Sheldrick, 1998)' _computing_structure_refinement 'SHELXTL version 5.1 (Sheldrick, 1998)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0529P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6935 _refine_ls_number_parameters 573 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0632 _refine_ls_R_factor_gt 0.0433 _refine_ls_wR_factor_ref 0.1010 _refine_ls_wR_factor_gt 0.0934 _refine_ls_goodness_of_fit_ref 0.995 _refine_ls_restrained_S_all 0.995 _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 0.03717(3) 0.20586(2) 0.170140(18) 0.01829(10) Uani 1 1 d . . . N1 N 0.1674(5) 0.3367(4) 0.1209(3) 0.0191(11) Uani 1 1 d . . . C1 C 0.2437(6) 0.3536(5) 0.1803(4) 0.0218(14) Uani 1 1 d . . . C2 C 0.3167(6) 0.4291(5) 0.1609(4) 0.0235(15) Uani 1 1 d . . . H2A H 0.3715 0.4389 0.2045 0.028 Uiso 1 1 calc R . . C3 C 0.3087(6) 0.4902(5) 0.0771(4) 0.0196(14) Uani 1 1 d . . . C4 C 0.2326(6) 0.4714(5) 0.0133(4) 0.0191(13) Uani 1 1 d . . . H4A H 0.2277 0.5112 -0.0453 0.023 Uiso 1 1 calc R . . C5 C 0.1635(6) 0.3925(5) 0.0378(4) 0.0186(13) Uani 1 1 d . . . C6 C 0.0798(6) 0.3631(5) -0.0238(4) 0.0174(13) Uani 1 1 d . . . C7 C 0.0657(6) 0.4068(5) -0.1139(4) 0.0218(14) Uani 1 1 d . . . H7A H 0.1074 0.4619 -0.1396 0.026 Uiso 1 1 calc R . . C8 C -0.0102(6) 0.3681(5) -0.1646(4) 0.0206(14) Uani 1 1 d . . . C9 C -0.0732(6) 0.2890(5) -0.1254(4) 0.0191(13) Uani 1 1 d . . . H9A H -0.1260 0.2619 -0.1594 0.023 Uiso 1 1 calc R . . C10 C -0.0567(6) 0.2514(5) -0.0360(4) 0.0175(13) Uani 1 1 d . . . N2 N 0.0176(5) 0.2864(4) 0.0142(3) 0.0167(11) Uani 1 1 d . . . C11 C -0.1238(6) 0.1685(5) 0.0157(4) 0.0207(14) Uani 1 1 d . . . O1 O -0.0974(4) 0.1413(3) 0.0972(3) 0.0236(10) Uani 1 1 d . . . O2 O -0.1998(4) 0.1354(4) -0.0264(3) 0.0300(11) Uani 1 1 d . . . C12 C -0.0203(6) 0.4054(6) -0.2620(4) 0.0264(15) Uani 1 1 d . . . O3 O -0.0395(5) 0.3497(4) -0.3120(3) 0.0401(13) Uani 1 1 d . . . C13 C 0.0067(8) 0.5409(6) -0.3811(5) 0.044(2) Uani 1 1 d . . . H13A H 0.0204 0.6142 -0.3922 0.066 Uiso 1 1 calc R . . H13B H -0.0765 0.5430 -0.4092 0.066 Uiso 1 1 calc R . . H13C H 0.0812 0.4905 -0.4056 0.066 Uiso 1 1 calc R . . O4 O -0.0010(5) 0.5037(4) -0.2863(3) 0.0348(12) Uani 1 1 d . . . C14 C 0.3804(6) 0.5784(5) 0.0530(4) 0.0215(14) Uani 1 1 d . . . O5 O 0.3896(5) 0.6219(4) -0.0218(3) 0.0321(11) Uani 1 1 d . . . O6 O 0.4266(4) 0.5992(4) 0.1237(3) 0.0302(11) Uani 1 1 d . . . C15 C 0.4982(7) 0.6828(6) 0.1083(5) 0.0407(19) Uani 1 1 d . . . H15A H 0.5283 0.6924 0.1648 0.061 Uiso 1 1 calc R . . H15B H 0.4392 0.7518 0.0790 0.061 Uiso 1 1 calc R . . H15C H 0.5755 0.6604 0.0708 0.061 Uiso 1 1 calc R . . C16 C 0.2446(7) 0.2830(6) 0.2699(4) 0.0297(16) Uani 1 1 d . . . O7 O 0.3212(5) 0.2888(5) 0.3270(3) 0.0483(15) Uani 1 1 d . . . O8 O 0.1648(4) 0.2230(3) 0.2795(3) 0.0263(10) Uani 1 1 d . . . N3 N -0.1036(5) 0.1698(4) 0.2939(3) 0.0201(11) Uani 1 1 d . . . C17 C -0.2081(6) 0.2525(5) 0.3079(4) 0.0230(14) Uani 1 1 d . . . C18 C -0.2974(6) 0.2420(6) 0.3757(4) 0.0270(15) Uani 1 1 d . . . H18A H -0.3709 0.3016 0.3838 0.032 Uiso 1 1 calc R . . C19 C -0.2764(7) 0.1409(5) 0.4323(4) 0.0263(15) Uani 1 1 d . . . C20 C -0.1675(6) 0.0567(5) 0.4197(4) 0.0232(14) Uani 1 1 d . . . H20A H -0.1503 -0.0117 0.4586 0.028 Uiso 1 1 calc R . . C21 C -0.0835(6) 0.0734(5) 0.3494(4) 0.0193(14) Uani 1 1 d . . . C22 C 0.0361(6) -0.0119(5) 0.3282(4) 0.0209(14) Uani 1 1 d . . . C23 C 0.0803(6) -0.1163(5) 0.3769(4) 0.0203(14) Uani 1 1 d . . . H23A H 0.0359 -0.1378 0.4294 0.024 Uiso 1 1 calc R . . C24 C 0.1917(6) -0.1900(5) 0.3473(4) 0.0229(14) Uani 1 1 d . . . C25 C 0.2575(6) -0.1537(5) 0.2731(4) 0.0234(14) Uani 1 1 d . . . H25A H 0.3345 -0.2010 0.2525 0.028 Uiso 1 1 calc R . . C26 C 0.2105(6) -0.0491(5) 0.2299(4) 0.0193(13) Uani 1 1 d . . . N4 N 0.1013(5) 0.0210(4) 0.2548(3) 0.0164(11) Uani 1 1 d . . . C27 C 0.2808(6) 0.0007(5) 0.1505(4) 0.0231(14) Uani 1 1 d . . . O9 O 0.2183(4) 0.0974(3) 0.1139(3) 0.0241(10) Uani 1 1 d . . . O10 O 0.3910(4) -0.0516(3) 0.1290(3) 0.0254(10) Uani 1 1 d . . . C28 C 0.2384(7) -0.3050(5) 0.3996(5) 0.0275(16) Uani 1 1 d . . . O11 O 0.3255(5) -0.3680(4) 0.3531(3) 0.0341(12) Uani 1 1 d . . . O12 O 0.1988(5) -0.3323(4) 0.4718(3) 0.0359(12) Uani 1 1 d . . . C29 C 0.3765(9) -0.4829(6) 0.3932(6) 0.057(2) Uani 1 1 d . . . H29A H 0.4402 -0.5208 0.3532 0.085 Uiso 1 1 calc R . . H29B H 0.3025 -0.5166 0.4044 0.085 Uiso 1 1 calc R . . H29C H 0.4211 -0.4882 0.4490 0.085 Uiso 1 1 calc R . . C30 C -0.3731(7) 0.1300(6) 0.5059(4) 0.0298(16) Uani 1 1 d . . . O13 O -0.3536(5) 0.0268(4) 0.5460(3) 0.0385(12) Uani 1 1 d . . . C31 C -0.4438(8) 0.0049(8) 0.6177(5) 0.055(2) Uani 1 1 d . . . H31A H -0.4196 -0.0735 0.6420 0.083 Uiso 1 1 calc R . . H31B H -0.5353 0.0275 0.5953 0.083 Uiso 1 1 calc R . . H31C H -0.4370 0.0458 0.6641 0.083 Uiso 1 1 calc R . . O14 O -0.4565(5) 0.2055(4) 0.5260(3) 0.0421(13) Uani 1 1 d . . . C32 C -0.2173(7) 0.3596(5) 0.2440(4) 0.0276(15) Uani 1 1 d . . . O15 O -0.3046(5) 0.4412(4) 0.2561(3) 0.0410(13) Uani 1 1 d . . . O16 O -0.1292(4) 0.3542(3) 0.1832(3) 0.0241(10) Uani 1 1 d . . . Cu1 Cu 0.5000 0.0000 0.0000 0.0231(3) Uani 1 2 d S . . O17 O 0.6390(5) -0.1387(4) 0.0276(3) 0.0318(11) Uani 1 1 d D . . H17A H 0.695(5) -0.128(6) -0.012(3) 0.048 Uiso 1 1 d D . . H17B H 0.673(6) -0.137(6) 0.076(2) 0.048 Uiso 1 1 d D . . O18 O 0.3910(4) -0.0679(4) -0.0644(3) 0.0322(11) Uani 1 1 d . . . C33 C 0.4470(8) -0.1427(7) -0.1246(5) 0.044(2) Uani 1 1 d . . . H33A H 0.3756 -0.1656 -0.1482 0.066 Uiso 1 1 calc R . . H33B H 0.5116 -0.2070 -0.0929 0.066 Uiso 1 1 calc R . . H33C H 0.4916 -0.1061 -0.1731 0.066 Uiso 1 1 calc R . . O19 O 0.2512(7) 0.1735(5) 0.8187(4) 0.0637(17) Uani 1 1 d . . . H19 H 0.2778 0.2173 0.7797 0.096 Uiso 1 1 calc R . . C34 C 0.1948(10) 0.1063(7) 0.7783(6) 0.060(3) Uani 1 1 d . . . H34A H 0.1603 0.0574 0.8238 0.091 Uiso 1 1 calc R . . H34B H 0.2631 0.0629 0.7439 0.091 Uiso 1 1 calc R . . H34C H 0.1220 0.1521 0.7392 0.091 Uiso 1 1 calc R . . O20 O 0.1085(5) 0.1820(4) 0.4606(3) 0.0417(13) Uani 1 1 d . . . H20 H 0.1500 0.1729 0.4134 0.063 Uiso 1 1 calc R . . C35 C 0.1830(8) 0.2211(7) 0.5150(5) 0.045(2) Uani 1 1 d . . . H35A H 0.1238 0.2576 0.5578 0.067 Uiso 1 1 calc R . . H35B H 0.2251 0.2731 0.4786 0.067 Uiso 1 1 calc R . . H35C H 0.2518 0.1597 0.5463 0.067 Uiso 1 1 calc R . . C36 C 0.6464(11) -0.3403(9) 0.3513(7) 0.079(3) Uiso 1 1 d D . . H36A H 0.6888 -0.3891 0.4046 0.094 Uiso 1 1 calc R . . H36B H 0.5595 -0.3523 0.3429 0.094 Uiso 1 1 calc R . . H36C H 0.6345 -0.2643 0.3577 0.094 Uiso 1 1 calc R . . O21 O 0.7252(7) -0.3617(5) 0.2799(4) 0.0682(18) Uani 1 1 d D . . H21 H 0.705(8) -0.413(6) 0.258(5) 0.082 Uiso 1 1 d 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 0.02198(16) 0.01607(15) 0.01752(15) -0.00079(10) 0.00362(10) -0.00832(11) N1 0.020(3) 0.022(3) 0.016(3) -0.003(2) 0.000(2) -0.008(2) C1 0.024(4) 0.020(3) 0.025(4) -0.005(3) 0.003(3) -0.011(3) C2 0.027(4) 0.022(4) 0.023(4) -0.005(3) 0.000(3) -0.008(3) C3 0.020(3) 0.012(3) 0.028(4) -0.003(3) 0.003(3) -0.006(3) C4 0.017(3) 0.014(3) 0.023(3) -0.002(3) 0.008(3) -0.002(3) C5 0.019(3) 0.018(3) 0.017(3) -0.004(3) 0.005(2) -0.002(3) C6 0.022(3) 0.013(3) 0.015(3) -0.001(2) 0.001(3) -0.003(3) C7 0.027(4) 0.013(3) 0.023(3) 0.001(3) 0.004(3) -0.004(3) C8 0.020(3) 0.021(3) 0.020(3) -0.004(3) 0.001(3) -0.003(3) C9 0.019(3) 0.025(3) 0.016(3) -0.003(3) 0.001(3) -0.012(3) C10 0.017(3) 0.011(3) 0.024(3) -0.004(3) 0.001(3) -0.004(2) N2 0.015(3) 0.015(3) 0.022(3) -0.005(2) 0.006(2) -0.007(2) C11 0.026(4) 0.021(3) 0.020(3) -0.008(3) 0.004(3) -0.012(3) O1 0.025(2) 0.026(2) 0.022(2) 0.0015(19) 0.0013(19) -0.015(2) O2 0.033(3) 0.034(3) 0.028(3) -0.004(2) 0.000(2) -0.019(2) C12 0.025(4) 0.032(4) 0.024(4) 0.001(3) -0.001(3) -0.012(3) O3 0.064(4) 0.047(3) 0.020(3) -0.002(2) -0.006(2) -0.033(3) C13 0.060(5) 0.036(5) 0.033(4) 0.003(3) -0.001(4) -0.013(4) O4 0.059(3) 0.030(3) 0.019(2) 0.001(2) 0.000(2) -0.021(2) C14 0.017(3) 0.020(3) 0.028(4) -0.007(3) 0.004(3) -0.005(3) O5 0.042(3) 0.031(3) 0.029(3) -0.001(2) 0.005(2) -0.022(2) O6 0.034(3) 0.028(3) 0.036(3) -0.006(2) -0.001(2) -0.020(2) C15 0.042(5) 0.036(4) 0.049(5) -0.008(4) -0.001(4) -0.019(4) C16 0.033(4) 0.032(4) 0.024(4) 0.000(3) -0.004(3) -0.013(3) O7 0.065(4) 0.062(4) 0.026(3) 0.012(3) -0.015(3) -0.041(3) O8 0.037(3) 0.027(3) 0.020(2) 0.0018(19) 0.002(2) -0.021(2) N3 0.024(3) 0.013(3) 0.023(3) -0.002(2) 0.004(2) -0.008(2) C17 0.024(4) 0.021(3) 0.027(4) -0.007(3) 0.002(3) -0.009(3) C18 0.024(4) 0.030(4) 0.029(4) -0.010(3) 0.005(3) -0.009(3) C19 0.034(4) 0.028(4) 0.024(4) -0.007(3) 0.009(3) -0.019(3) C20 0.032(4) 0.023(4) 0.020(3) -0.004(3) 0.005(3) -0.016(3) C21 0.018(3) 0.025(4) 0.015(3) -0.004(3) -0.004(2) -0.005(3) C22 0.023(3) 0.023(3) 0.020(3) -0.003(3) 0.004(3) -0.012(3) C23 0.026(4) 0.022(3) 0.015(3) 0.000(3) 0.002(3) -0.011(3) C24 0.027(4) 0.014(3) 0.029(4) 0.000(3) -0.006(3) -0.009(3) C25 0.023(3) 0.024(4) 0.025(4) -0.002(3) 0.000(3) -0.011(3) C26 0.018(3) 0.024(3) 0.019(3) -0.006(3) 0.001(3) -0.010(3) N4 0.020(3) 0.016(3) 0.013(3) -0.001(2) 0.004(2) -0.007(2) C27 0.023(4) 0.026(4) 0.025(4) -0.009(3) 0.002(3) -0.012(3) O9 0.025(2) 0.021(2) 0.024(2) 0.0009(19) 0.0065(19) -0.007(2) O10 0.024(3) 0.021(2) 0.028(3) 0.0007(19) 0.005(2) -0.006(2) C28 0.034(4) 0.019(4) 0.035(4) -0.005(3) -0.011(3) -0.014(3) O11 0.034(3) 0.020(3) 0.042(3) 0.000(2) 0.003(2) -0.002(2) O12 0.052(3) 0.028(3) 0.026(3) 0.006(2) -0.001(2) -0.015(2) C29 0.062(6) 0.034(5) 0.066(6) -0.002(4) -0.005(5) -0.004(4) C30 0.026(4) 0.036(4) 0.029(4) -0.005(3) 0.004(3) -0.012(3) O13 0.041(3) 0.039(3) 0.034(3) -0.004(2) 0.017(2) -0.014(2) C31 0.055(6) 0.073(6) 0.036(5) 0.000(4) 0.014(4) -0.024(5) O14 0.039(3) 0.042(3) 0.038(3) -0.007(2) 0.017(2) -0.004(3) C32 0.031(4) 0.021(4) 0.028(4) -0.001(3) -0.001(3) -0.005(3) O15 0.039(3) 0.022(3) 0.050(3) 0.000(2) 0.012(2) 0.005(2) O16 0.028(3) 0.016(2) 0.024(2) 0.0029(18) 0.003(2) -0.0051(19) Cu1 0.0219(6) 0.0241(6) 0.0240(6) -0.0024(5) 0.0045(5) -0.0095(5) O17 0.032(3) 0.032(3) 0.027(3) -0.002(2) 0.009(2) -0.004(2) O18 0.034(3) 0.038(3) 0.031(3) -0.010(2) 0.004(2) -0.019(2) C33 0.053(5) 0.053(5) 0.039(5) -0.023(4) 0.013(4) -0.029(4) O19 0.073(5) 0.056(4) 0.063(4) 0.004(3) -0.027(4) -0.023(3) C34 0.081(7) 0.050(6) 0.059(6) -0.021(5) -0.017(5) -0.021(5) O20 0.047(3) 0.048(3) 0.028(3) 0.000(2) 0.010(2) -0.015(3) C35 0.059(5) 0.050(5) 0.028(4) 0.007(4) -0.003(4) -0.025(4) O21 0.078(5) 0.062(5) 0.068(5) -0.011(3) 0.009(4) -0.025(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 O16 2.244(4) . ? Yb1 O1 2.251(4) . ? Yb1 O9 2.268(4) . ? Yb1 O8 2.276(4) . ? Yb1 N3 2.410(5) . ? Yb1 N2 2.434(5) . ? Yb1 N4 2.436(5) . ? Yb1 N1 2.444(5) . ? Yb1 C11 3.158(6) . ? Yb1 C32 3.160(7) . ? Yb1 C16 3.180(7) . ? Yb1 C27 3.186(7) . ? N1 C1 1.327(8) . ? N1 C5 1.348(7) . ? C1 C2 1.379(8) . ? C1 C16 1.509(9) . ? C2 C3 1.380(8) . ? C3 C4 1.388(8) . ? C3 C14 1.511(8) . ? C4 C5 1.392(8) . ? C5 C6 1.484(8) . ? C6 N2 1.362(7) . ? C6 C7 1.399(8) . ? C7 C8 1.382(8) . ? C8 C9 1.395(8) . ? C8 C12 1.492(8) . ? C9 C10 1.378(8) . ? C10 N2 1.336(7) . ? C10 C11 1.524(8) . ? C11 O2 1.254(7) . ? C11 O1 1.264(7) . ? C12 O3 1.204(8) . ? C12 O4 1.324(8) . ? C13 O4 1.460(8) . ? C14 O5 1.200(7) . ? C14 O6 1.313(7) . ? O6 C15 1.454(8) . ? C16 O7 1.242(8) . ? C16 O8 1.272(8) . ? N3 C17 1.345(8) . ? N3 C21 1.347(8) . ? C17 C18 1.382(9) . ? C17 C32 1.529(9) . ? C18 C19 1.401(9) . ? C19 C20 1.379(9) . ? C19 C30 1.497(9) . ? C20 C21 1.387(8) . ? C21 C22 1.492(9) . ? C22 N4 1.355(7) . ? C22 C23 1.387(8) . ? C23 C24 1.405(9) . ? C24 C25 1.382(9) . ? C24 C28 1.518(9) . ? C25 C26 1.361(9) . ? C26 N4 1.339(7) . ? C26 C27 1.529(8) . ? C27 O10 1.230(7) . ? C27 O9 1.280(8) . ? O10 Cu1 2.328(4) . ? C28 O12 1.196(8) . ? C28 O11 1.324(8) . ? O11 C29 1.462(9) . ? C30 O14 1.196(8) . ? C30 O13 1.330(8) . ? O13 C31 1.458(8) . ? C32 O15 1.230(8) . ? C32 O16 1.280(8) . ? Cu1 O17 1.967(5) 2_655 ? Cu1 O17 1.967(5) . ? Cu1 O18 2.006(4) 2_655 ? Cu1 O18 2.006(4) . ? Cu1 O10 2.328(4) 2_655 ? O18 C33 1.454(8) . ? O19 C34 1.415(9) . ? O20 C35 1.413(9) . ? C36 O21 1.368(11) . ? 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 O16 Yb1 O1 90.86(16) . . ? O16 Yb1 O9 159.57(14) . . ? O1 Yb1 O9 90.26(15) . . ? O16 Yb1 O8 95.40(16) . . ? O1 Yb1 O8 160.46(14) . . ? O9 Yb1 O8 90.26(16) . . ? O16 Yb1 N3 68.49(15) . . ? O1 Yb1 N3 83.93(16) . . ? O9 Yb1 N3 131.88(16) . . ? O8 Yb1 N3 81.21(16) . . ? O16 Yb1 N2 83.13(15) . . ? O1 Yb1 N2 67.54(15) . . ? O9 Yb1 N2 78.48(15) . . ? O8 Yb1 N2 131.56(15) . . ? N3 Yb1 N2 139.39(16) . . ? O16 Yb1 N4 133.11(15) . . ? O1 Yb1 N4 84.58(15) . . ? O9 Yb1 N4 67.29(15) . . ? O8 Yb1 N4 77.63(15) . . ? N3 Yb1 N4 64.61(16) . . ? N2 Yb1 N4 135.51(15) . . ? O16 Yb1 N1 84.66(16) . . ? O1 Yb1 N1 131.97(15) . . ? O9 Yb1 N1 79.47(15) . . ? O8 Yb1 N1 67.21(15) . . ? N3 Yb1 N1 136.28(16) . . ? N2 Yb1 N1 64.44(15) . . ? N4 Yb1 N1 130.97(16) . . ? O16 Yb1 C11 88.51(16) . . ? O1 Yb1 C11 19.02(15) . . ? O9 Yb1 C11 85.95(16) . . ? O8 Yb1 C11 176.08(16) . . ? N3 Yb1 C11 100.60(16) . . ? N2 Yb1 C11 48.52(15) . . ? N4 Yb1 C11 99.94(16) . . ? N1 Yb1 C11 112.95(15) . . ? O16 Yb1 C32 19.33(15) . . ? O1 Yb1 C32 89.08(16) . . ? O9 Yb1 C32 178.68(16) . . ? O8 Yb1 C32 90.74(16) . . ? N3 Yb1 C32 49.17(16) . . ? N2 Yb1 C32 100.22(16) . . ? N4 Yb1 C32 113.78(16) . . ? N1 Yb1 C32 100.14(17) . . ? C11 Yb1 C32 93.06(17) . . ? O16 Yb1 C16 93.25(17) . . ? O1 Yb1 C16 175.86(17) . . ? O9 Yb1 C16 85.70(17) . . ? O8 Yb1 C16 19.14(15) . . ? N3 Yb1 C16 98.07(17) . . ? N2 Yb1 C16 112.43(16) . . ? N4 Yb1 C16 93.00(16) . . ? N1 Yb1 C16 48.09(16) . . ? C11 Yb1 C16 160.53(16) . . ? C32 Yb1 C16 94.97(18) . . ? O16 Yb1 C27 177.88(15) . . ? O1 Yb1 C27 90.82(15) . . ? O9 Yb1 C27 19.11(15) . . ? O8 Yb1 C27 83.43(16) . . ? N3 Yb1 C27 112.98(16) . . ? N2 Yb1 C27 96.33(16) . . ? N4 Yb1 C27 48.39(16) . . ? N1 Yb1 C27 93.25(16) . . ? C11 Yb1 C27 92.66(16) . . ? C32 Yb1 C27 162.04(17) . . ? C16 Yb1 C27 85.06(17) . . ? C1 N1 C5 119.3(5) . . ? C1 N1 Yb1 117.3(4) . . ? C5 N1 Yb1 123.3(4) . . ? N1 C1 C2 122.3(6) . . ? N1 C1 C16 114.6(5) . . ? C2 C1 C16 123.1(6) . . ? C1 C2 C3 118.8(6) . . ? C2 C3 C4 119.7(5) . . ? C2 C3 C14 121.4(6) . . ? C4 C3 C14 118.9(5) . . ? C3 C4 C5 117.9(5) . . ? N1 C5 C4 121.8(6) . . ? N1 C5 C6 114.5(5) . . ? C4 C5 C6 123.6(5) . . ? N2 C6 C7 121.3(5) . . ? N2 C6 C5 114.1(5) . . ? C7 C6 C5 124.5(5) . . ? C8 C7 C6 118.5(6) . . ? C7 C8 C9 120.0(5) . . ? C7 C8 C12 120.8(5) . . ? C9 C8 C12 119.1(5) . . ? C10 C9 C8 118.2(5) . . ? N2 C10 C9 123.0(5) . . ? N2 C10 C11 113.3(5) . . ? C9 C10 C11 123.7(5) . . ? C10 N2 C6 119.0(5) . . ? C10 N2 Yb1 117.6(4) . . ? C6 N2 Yb1 123.4(4) . . ? O2 C11 O1 127.0(5) . . ? O2 C11 C10 117.0(5) . . ? O1 C11 C10 116.0(5) . . ? O2 C11 Yb1 162.4(4) . . ? C10 C11 Yb1 80.6(3) . . ? C11 O1 Yb1 125.5(4) . . ? O3 C12 O4 124.8(6) . . ? O3 C12 C8 122.9(6) . . ? O4 C12 C8 112.3(5) . . ? C12 O4 C13 115.8(5) . . ? O5 C14 O6 126.9(6) . . ? O5 C14 C3 122.2(6) . . ? O6 C14 C3 110.9(5) . . ? C14 O6 C15 115.7(5) . . ? O7 C16 O8 126.2(6) . . ? O7 C16 C1 118.1(6) . . ? O8 C16 C1 115.7(6) . . ? O7 C16 Yb1 161.8(5) . . ? C1 C16 Yb1 79.9(4) . . ? C16 O8 Yb1 125.0(4) . . ? C17 N3 C21 118.7(5) . . ? C17 N3 Yb1 117.0(4) . . ? C21 N3 Yb1 124.3(4) . . ? N3 C17 C18 122.7(6) . . ? N3 C17 C32 114.2(5) . . ? C18 C17 C32 123.0(6) . . ? C17 C18 C19 118.0(6) . . ? C20 C19 C18 119.5(6) . . ? C20 C19 C30 122.6(6) . . ? C18 C19 C30 117.9(6) . . ? C19 C20 C21 118.9(6) . . ? N3 C21 C20 122.1(6) . . ? N3 C21 C22 114.0(5) . . ? C20 C21 C22 123.8(6) . . ? N4 C22 C23 121.0(6) . . ? N4 C22 C21 113.9(5) . . ? C23 C22 C21 125.0(5) . . ? C22 C23 C24 119.0(5) . . ? C25 C24 C23 118.6(6) . . ? C25 C24 C28 122.3(6) . . ? C23 C24 C28 119.1(6) . . ? C26 C25 C24 119.1(6) . . ? N4 C26 C25 123.3(6) . . ? N4 C26 C27 113.7(5) . . ? C25 C26 C27 123.0(6) . . ? C26 N4 C22 118.9(5) . . ? C26 N4 Yb1 118.0(4) . . ? C22 N4 Yb1 123.1(4) . . ? O10 C27 O9 125.9(6) . . ? O10 C27 C26 119.2(6) . . ? O9 C27 C26 114.8(5) . . ? O10 C27 Yb1 159.2(4) . . ? C26 C27 Yb1 79.9(3) . . ? C27 O9 Yb1 125.4(4) . . ? C27 O10 Cu1 124.0(4) . . ? O12 C28 O11 126.5(6) . . ? O12 C28 C24 123.3(6) . . ? O11 C28 C24 110.2(6) . . ? C28 O11 C29 116.9(6) . . ? O14 C30 O13 124.7(6) . . ? O14 C30 C19 123.7(7) . . ? O13 C30 C19 111.6(6) . . ? C30 O13 C31 117.0(6) . . ? O15 C32 O16 126.8(6) . . ? O15 C32 C17 118.2(6) . . ? O16 C32 C17 115.0(6) . . ? O15 C32 Yb1 162.0(5) . . ? C17 C32 Yb1 79.5(3) . . ? C32 O16 Yb1 125.2(4) . . ? O17 Cu1 O17 180.0(4) 2_655 . ? O17 Cu1 O18 91.8(2) 2_655 2_655 ? O17 Cu1 O18 88.2(2) . 2_655 ? O17 Cu1 O18 88.2(2) 2_655 . ? O17 Cu1 O18 91.8(2) . . ? O18 Cu1 O18 180.0(3) 2_655 . ? O17 Cu1 O10 91.10(17) 2_655 . ? O17 Cu1 O10 88.90(17) . . ? O18 Cu1 O10 91.61(16) 2_655 . ? O18 Cu1 O10 88.39(16) . . ? O17 Cu1 O10 88.90(17) 2_655 2_655 ? O17 Cu1 O10 91.10(17) . 2_655 ? O18 Cu1 O10 88.39(16) 2_655 2_655 ? O18 Cu1 O10 91.61(16) . 2_655 ? O10 Cu1 O10 180.0(2) . 2_655 ? C33 O18 Cu1 123.6(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O16 Yb1 N1 C1 97.2(4) . . . . ? O1 Yb1 N1 C1 -176.5(4) . . . . ? O9 Yb1 N1 C1 -95.7(4) . . . . ? O8 Yb1 N1 C1 -1.0(4) . . . . ? N3 Yb1 N1 C1 46.3(5) . . . . ? N2 Yb1 N1 C1 -177.9(5) . . . . ? N4 Yb1 N1 C1 -48.7(5) . . . . ? C11 Yb1 N1 C1 -176.7(4) . . . . ? C32 Yb1 N1 C1 85.5(4) . . . . ? C16 Yb1 N1 C1 -2.0(4) . . . . ? C27 Yb1 N1 C1 -82.4(4) . . . . ? O16 Yb1 N1 C5 -81.8(5) . . . . ? O1 Yb1 N1 C5 4.5(5) . . . . ? O9 Yb1 N1 C5 85.3(5) . . . . ? O8 Yb1 N1 C5 -180.0(5) . . . . ? N3 Yb1 N1 C5 -132.7(4) . . . . ? N2 Yb1 N1 C5 3.1(4) . . . . ? N4 Yb1 N1 C5 132.3(4) . . . . ? C11 Yb1 N1 C5 4.3(5) . . . . ? C32 Yb1 N1 C5 -93.5(5) . . . . ? C16 Yb1 N1 C5 179.0(5) . . . . ? C27 Yb1 N1 C5 98.6(5) . . . . ? C5 N1 C1 C2 2.0(9) . . . . ? Yb1 N1 C1 C2 -177.0(5) . . . . ? C5 N1 C1 C16 -177.4(5) . . . . ? Yb1 N1 C1 C16 3.5(7) . . . . ? N1 C1 C2 C3 0.9(9) . . . . ? C16 C1 C2 C3 -179.7(6) . . . . ? C1 C2 C3 C4 -2.8(9) . . . . ? C1 C2 C3 C14 176.7(6) . . . . ? C2 C3 C4 C5 1.7(9) . . . . ? C14 C3 C4 C5 -177.7(5) . . . . ? C1 N1 C5 C4 -3.1(9) . . . . ? Yb1 N1 C5 C4 175.9(4) . . . . ? C1 N1 C5 C6 177.3(5) . . . . ? Yb1 N1 C5 C6 -3.7(7) . . . . ? C3 C4 C5 N1 1.2(8) . . . . ? C3 C4 C5 C6 -179.3(5) . . . . ? N1 C5 C6 N2 1.6(7) . . . . ? C4 C5 C6 N2 -178.0(5) . . . . ? N1 C5 C6 C7 -177.1(5) . . . . ? C4 C5 C6 C7 3.4(9) . . . . ? N2 C6 C7 C8 -1.8(9) . . . . ? C5 C6 C7 C8 176.7(5) . . . . ? C6 C7 C8 C9 1.5(9) . . . . ? C6 C7 C8 C12 -175.3(6) . . . . ? C7 C8 C9 C10 -0.3(9) . . . . ? C12 C8 C9 C10 176.5(6) . . . . ? C8 C9 C10 N2 -0.7(9) . . . . ? C8 C9 C10 C11 177.6(6) . . . . ? C9 C10 N2 C6 0.4(8) . . . . ? C11 C10 N2 C6 -178.1(5) . . . . ? C9 C10 N2 Yb1 -178.6(4) . . . . ? C11 C10 N2 Yb1 2.9(6) . . . . ? C7 C6 N2 C10 0.9(8) . . . . ? C5 C6 N2 C10 -177.8(5) . . . . ? C7 C6 N2 Yb1 179.8(4) . . . . ? C5 C6 N2 Yb1 1.2(7) . . . . ? O16 Yb1 N2 C10 -95.8(4) . . . . ? O1 Yb1 N2 C10 -2.0(4) . . . . ? O9 Yb1 N2 C10 93.1(4) . . . . ? O8 Yb1 N2 C10 173.0(4) . . . . ? N3 Yb1 N2 C10 -50.9(5) . . . . ? N4 Yb1 N2 C10 53.4(5) . . . . ? N1 Yb1 N2 C10 176.8(5) . . . . ? C11 Yb1 N2 C10 -1.7(4) . . . . ? C32 Yb1 N2 C10 -86.7(4) . . . . ? C16 Yb1 N2 C10 173.5(4) . . . . ? C27 Yb1 N2 C10 86.2(4) . . . . ? O16 Yb1 N2 C6 85.2(4) . . . . ? O1 Yb1 N2 C6 179.0(5) . . . . ? O9 Yb1 N2 C6 -85.9(4) . . . . ? O8 Yb1 N2 C6 -5.9(5) . . . . ? N3 Yb1 N2 C6 130.2(4) . . . . ? N4 Yb1 N2 C6 -125.5(4) . . . . ? N1 Yb1 N2 C6 -2.1(4) . . . . ? C11 Yb1 N2 C6 179.3(5) . . . . ? C32 Yb1 N2 C6 94.3(4) . . . . ? C16 Yb1 N2 C6 -5.5(5) . . . . ? C27 Yb1 N2 C6 -92.7(4) . . . . ? N2 C10 C11 O2 177.0(5) . . . . ? C9 C10 C11 O2 -1.4(9) . . . . ? N2 C10 C11 O1 -2.3(8) . . . . ? C9 C10 C11 O1 179.2(6) . . . . ? N2 C10 C11 Yb1 -2.0(4) . . . . ? C9 C10 C11 Yb1 179.5(6) . . . . ? O16 Yb1 C11 O2 -93.7(15) . . . . ? O1 Yb1 C11 O2 3.3(12) . . . . ? O9 Yb1 C11 O2 105.9(15) . . . . ? N3 Yb1 C11 O2 -25.9(15) . . . . ? N2 Yb1 C11 O2 -175.9(16) . . . . ? N4 Yb1 C11 O2 39.9(15) . . . . ? N1 Yb1 C11 O2 -177.3(14) . . . . ? C32 Yb1 C11 O2 -74.9(15) . . . . ? C16 Yb1 C11 O2 170.8(13) . . . . ? C27 Yb1 C11 O2 88.0(15) . . . . ? O16 Yb1 C11 O1 -97.0(5) . . . . ? O9 Yb1 C11 O1 102.7(5) . . . . ? N3 Yb1 C11 O1 -29.2(5) . . . . ? N2 Yb1 C11 O1 -179.1(6) . . . . ? N4 Yb1 C11 O1 36.6(5) . . . . ? N1 Yb1 C11 O1 179.4(5) . . . . ? C32 Yb1 C11 O1 -78.2(5) . . . . ? C16 Yb1 C11 O1 167.5(5) . . . . ? C27 Yb1 C11 O1 84.8(5) . . . . ? O16 Yb1 C11 C10 83.5(3) . . . . ? O1 Yb1 C11 C10 -179.5(7) . . . . ? O9 Yb1 C11 C10 -76.8(3) . . . . ? N3 Yb1 C11 C10 151.3(3) . . . . ? N2 Yb1 C11 C10 1.4(3) . . . . ? N4 Yb1 C11 C10 -142.9(3) . . . . ? N1 Yb1 C11 C10 -0.1(4) . . . . ? C32 Yb1 C11 C10 102.3(3) . . . . ? C16 Yb1 C11 C10 -12.0(7) . . . . ? C27 Yb1 C11 C10 -94.7(3) . . . . ? O2 C11 O1 Yb1 -178.8(5) . . . . ? C10 C11 O1 Yb1 0.5(7) . . . . ? O16 Yb1 O1 C11 82.9(5) . . . . ? O9 Yb1 O1 C11 -76.7(5) . . . . ? O8 Yb1 O1 C11 -168.2(5) . . . . ? N3 Yb1 O1 C11 151.2(5) . . . . ? N2 Yb1 O1 C11 0.7(5) . . . . ? N4 Yb1 O1 C11 -143.8(5) . . . . ? N1 Yb1 O1 C11 -0.7(6) . . . . ? C32 Yb1 O1 C11 102.2(5) . . . . ? C27 Yb1 O1 C11 -95.8(5) . . . . ? C7 C8 C12 O3 151.3(7) . . . . ? C9 C8 C12 O3 -25.4(9) . . . . ? C7 C8 C12 O4 -26.4(8) . . . . ? C9 C8 C12 O4 156.8(6) . . . . ? O3 C12 O4 C13 -4.7(10) . . . . ? C8 C12 O4 C13 173.0(6) . . . . ? C2 C3 C14 O5 169.7(6) . . . . ? C4 C3 C14 O5 -10.9(9) . . . . ? C2 C3 C14 O6 -11.2(8) . . . . ? C4 C3 C14 O6 168.3(5) . . . . ? O5 C14 O6 C15 -1.1(9) . . . . ? C3 C14 O6 C15 179.8(5) . . . . ? N1 C1 C16 O7 174.9(6) . . . . ? C2 C1 C16 O7 -4.6(10) . . . . ? N1 C1 C16 O8 -5.5(9) . . . . ? C2 C1 C16 O8 175.1(6) . . . . ? N1 C1 C16 Yb1 -2.4(5) . . . . ? C2 C1 C16 Yb1 178.1(6) . . . . ? O16 Yb1 C16 O7 109.4(17) . . . . ? O9 Yb1 C16 O7 -91.1(17) . . . . ? O8 Yb1 C16 O7 12.2(14) . . . . ? N3 Yb1 C16 O7 40.6(17) . . . . ? N2 Yb1 C16 O7 -166.7(17) . . . . ? N4 Yb1 C16 O7 -24.2(17) . . . . ? N1 Yb1 C16 O7 -170.8(18) . . . . ? C11 Yb1 C16 O7 -155.9(15) . . . . ? C32 Yb1 C16 O7 90.0(17) . . . . ? C27 Yb1 C16 O7 -71.9(17) . . . . ? O16 Yb1 C16 O8 97.1(5) . . . . ? O9 Yb1 C16 O8 -103.3(5) . . . . ? N3 Yb1 C16 O8 28.4(5) . . . . ? N2 Yb1 C16 O8 -179.0(5) . . . . ? N4 Yb1 C16 O8 -36.4(5) . . . . ? N1 Yb1 C16 O8 177.0(6) . . . . ? C11 Yb1 C16 O8 -168.2(5) . . . . ? C32 Yb1 C16 O8 77.8(5) . . . . ? C27 Yb1 C16 O8 -84.2(5) . . . . ? O16 Yb1 C16 C1 -78.2(4) . . . . ? O9 Yb1 C16 C1 81.3(4) . . . . ? O8 Yb1 C16 C1 -175.4(8) . . . . ? N3 Yb1 C16 C1 -147.0(4) . . . . ? N2 Yb1 C16 C1 5.7(4) . . . . ? N4 Yb1 C16 C1 148.3(4) . . . . ? N1 Yb1 C16 C1 1.6(3) . . . . ? C11 Yb1 C16 C1 16.5(7) . . . . ? C32 Yb1 C16 C1 -97.6(4) . . . . ? C27 Yb1 C16 C1 100.5(4) . . . . ? O7 C16 O8 Yb1 -175.3(6) . . . . ? C1 C16 O8 Yb1 5.1(8) . . . . ? O16 Yb1 O8 C16 -84.3(5) . . . . ? O1 Yb1 O8 C16 167.5(5) . . . . ? O9 Yb1 O8 C16 76.0(5) . . . . ? N3 Yb1 O8 C16 -151.6(5) . . . . ? N2 Yb1 O8 C16 1.3(6) . . . . ? N4 Yb1 O8 C16 142.7(5) . . . . ? N1 Yb1 O8 C16 -2.4(5) . . . . ? C32 Yb1 O8 C16 -103.1(5) . . . . ? C27 Yb1 O8 C16 93.9(5) . . . . ? O16 Yb1 N3 C17 0.8(4) . . . . ? O1 Yb1 N3 C17 -92.6(4) . . . . ? O9 Yb1 N3 C17 -177.4(4) . . . . ? O8 Yb1 N3 C17 100.2(4) . . . . ? N2 Yb1 N3 C17 -48.1(5) . . . . ? N4 Yb1 N3 C17 -179.4(5) . . . . ? N1 Yb1 N3 C17 56.9(5) . . . . ? C11 Yb1 N3 C17 -83.4(4) . . . . ? C32 Yb1 N3 C17 1.5(4) . . . . ? C16 Yb1 N3 C17 91.1(4) . . . . ? C27 Yb1 N3 C17 179.1(4) . . . . ? O16 Yb1 N3 C21 -178.8(5) . . . . ? O1 Yb1 N3 C21 87.9(5) . . . . ? O9 Yb1 N3 C21 3.0(6) . . . . ? O8 Yb1 N3 C21 -79.4(5) . . . . ? N2 Yb1 N3 C21 132.3(4) . . . . ? N4 Yb1 N3 C21 1.0(4) . . . . ? N1 Yb1 N3 C21 -122.6(4) . . . . ? C11 Yb1 N3 C21 97.1(5) . . . . ? C32 Yb1 N3 C21 -178.1(6) . . . . ? C16 Yb1 N3 C21 -88.5(5) . . . . ? C27 Yb1 N3 C21 -0.4(5) . . . . ? C21 N3 C17 C18 -1.4(9) . . . . ? Yb1 N3 C17 C18 179.0(5) . . . . ? C21 N3 C17 C32 177.0(5) . . . . ? Yb1 N3 C17 C32 -2.5(7) . . . . ? N3 C17 C18 C19 0.6(10) . . . . ? C32 C17 C18 C19 -177.7(6) . . . . ? C17 C18 C19 C20 1.1(9) . . . . ? C17 C18 C19 C30 179.8(6) . . . . ? C18 C19 C20 C21 -2.0(9) . . . . ? C30 C19 C20 C21 179.4(6) . . . . ? C17 N3 C21 C20 0.5(9) . . . . ? Yb1 N3 C21 C20 -180.0(4) . . . . ? C17 N3 C21 C22 -179.3(5) . . . . ? Yb1 N3 C21 C22 0.3(7) . . . . ? C19 C20 C21 N3 1.2(9) . . . . ? C19 C20 C21 C22 -179.0(6) . . . . ? N3 C21 C22 N4 -2.3(8) . . . . ? C20 C21 C22 N4 177.9(5) . . . . ? N3 C21 C22 C23 177.8(6) . . . . ? C20 C21 C22 C23 -2.0(10) . . . . ? N4 C22 C23 C24 -2.4(9) . . . . ? C21 C22 C23 C24 177.5(6) . . . . ? C22 C23 C24 C25 3.3(9) . . . . ? C22 C23 C24 C28 -178.8(5) . . . . ? C23 C24 C25 C26 -1.7(9) . . . . ? C28 C24 C25 C26 -179.5(6) . . . . ? C24 C25 C26 N4 -1.1(9) . . . . ? C24 C25 C26 C27 176.3(6) . . . . ? C25 C26 N4 C22 2.1(9) . . . . ? C27 C26 N4 C22 -175.5(5) . . . . ? C25 C26 N4 Yb1 178.7(5) . . . . ? C27 C26 N4 Yb1 1.0(6) . . . . ? C23 C22 N4 C26 -0.3(9) . . . . ? C21 C22 N4 C26 179.8(5) . . . . ? C23 C22 N4 Yb1 -176.7(4) . . . . ? C21 C22 N4 Yb1 3.4(7) . . . . ? O16 Yb1 N4 C26 -178.6(4) . . . . ? O1 Yb1 N4 C26 95.3(4) . . . . ? O9 Yb1 N4 C26 2.8(4) . . . . ? O8 Yb1 N4 C26 -92.8(4) . . . . ? N3 Yb1 N4 C26 -178.8(5) . . . . ? N2 Yb1 N4 C26 45.5(5) . . . . ? N1 Yb1 N4 C26 -48.5(5) . . . . ? C11 Yb1 N4 C26 84.1(4) . . . . ? C32 Yb1 N4 C26 -178.1(4) . . . . ? C16 Yb1 N4 C26 -81.3(4) . . . . ? C27 Yb1 N4 C26 -0.6(4) . . . . ? O16 Yb1 N4 C22 -2.2(5) . . . . ? O1 Yb1 N4 C22 -88.3(5) . . . . ? O9 Yb1 N4 C22 179.2(5) . . . . ? O8 Yb1 N4 C22 83.6(5) . . . . ? N3 Yb1 N4 C22 -2.4(4) . . . . ? N2 Yb1 N4 C22 -138.2(4) . . . . ? N1 Yb1 N4 C22 127.9(4) . . . . ? C11 Yb1 N4 C22 -99.5(5) . . . . ? C32 Yb1 N4 C22 -1.7(5) . . . . ? C16 Yb1 N4 C22 95.1(5) . . . . ? C27 Yb1 N4 C22 175.8(5) . . . . ? N4 C26 C27 O10 170.7(5) . . . . ? C25 C26 C27 O10 -6.9(9) . . . . ? N4 C26 C27 O9 -7.1(8) . . . . ? C25 C26 C27 O9 175.2(6) . . . . ? N4 C26 C27 Yb1 -0.7(4) . . . . ? C25 C26 C27 Yb1 -178.3(6) . . . . ? O1 Yb1 C27 O10 120.0(13) . . . . ? O9 Yb1 C27 O10 31.6(11) . . . . ? O8 Yb1 C27 O10 -78.7(13) . . . . ? N3 Yb1 C27 O10 -156.2(12) . . . . ? N2 Yb1 C27 O10 52.5(13) . . . . ? N4 Yb1 C27 O10 -158.0(13) . . . . ? N1 Yb1 C27 O10 -12.1(13) . . . . ? C11 Yb1 C27 O10 101.1(13) . . . . ? C32 Yb1 C27 O10 -150.4(11) . . . . ? C16 Yb1 C27 O10 -59.5(13) . . . . ? O1 Yb1 C27 O9 88.4(5) . . . . ? O8 Yb1 C27 O9 -110.3(5) . . . . ? N3 Yb1 C27 O9 172.2(4) . . . . ? N2 Yb1 C27 O9 21.0(5) . . . . ? N4 Yb1 C27 O9 170.4(6) . . . . ? N1 Yb1 C27 O9 -43.7(5) . . . . ? C11 Yb1 C27 O9 69.5(5) . . . . ? C32 Yb1 C27 O9 178.0(5) . . . . ? C16 Yb1 C27 O9 -91.1(5) . . . . ? O1 Yb1 C27 C26 -81.5(3) . . . . ? O9 Yb1 C27 C26 -170.0(7) . . . . ? O8 Yb1 C27 C26 79.8(3) . . . . ? N3 Yb1 C27 C26 2.2(4) . . . . ? N2 Yb1 C27 C26 -149.0(3) . . . . ? N4 Yb1 C27 C26 0.5(3) . . . . ? N1 Yb1 C27 C26 146.4(3) . . . . ? C11 Yb1 C27 C26 -100.5(3) . . . . ? C32 Yb1 C27 C26 8.0(7) . . . . ? C16 Yb1 C27 C26 98.9(3) . . . . ? O10 C27 O9 Yb1 -166.7(5) . . . . ? C26 C27 O9 Yb1 10.9(7) . . . . ? O16 Yb1 O9 C27 175.1(5) . . . . ? O1 Yb1 O9 C27 -91.7(5) . . . . ? O8 Yb1 O9 C27 68.7(5) . . . . ? N3 Yb1 O9 C27 -9.7(6) . . . . ? N2 Yb1 O9 C27 -158.7(5) . . . . ? N4 Yb1 O9 C27 -7.7(4) . . . . ? N1 Yb1 O9 C27 135.5(5) . . . . ? C11 Yb1 O9 C27 -110.3(5) . . . . ? C16 Yb1 O9 C27 87.3(5) . . . . ? O9 C27 O10 Cu1 -11.0(9) . . . . ? C26 C27 O10 Cu1 171.4(4) . . . . ? Yb1 C27 O10 Cu1 -33.0(15) . . . . ? C25 C24 C28 O12 165.9(6) . . . . ? C23 C24 C28 O12 -11.9(9) . . . . ? C25 C24 C28 O11 -14.8(8) . . . . ? C23 C24 C28 O11 167.4(5) . . . . ? O12 C28 O11 C29 1.4(10) . . . . ? C24 C28 O11 C29 -177.8(6) . . . . ? C20 C19 C30 O14 168.7(7) . . . . ? C18 C19 C30 O14 -9.9(10) . . . . ? C20 C19 C30 O13 -10.8(9) . . . . ? C18 C19 C30 O13 170.6(6) . . . . ? O14 C30 O13 C31 2.0(11) . . . . ? C19 C30 O13 C31 -178.5(6) . . . . ? N3 C17 C32 O15 -175.0(6) . . . . ? C18 C17 C32 O15 3.5(10) . . . . ? N3 C17 C32 O16 3.8(8) . . . . ? C18 C17 C32 O16 -177.8(6) . . . . ? N3 C17 C32 Yb1 1.8(5) . . . . ? C18 C17 C32 Yb1 -179.8(6) . . . . ? O16 Yb1 C32 O15 -12.5(14) . . . . ? O1 Yb1 C32 O15 -107.7(17) . . . . ? O8 Yb1 C32 O15 91.8(16) . . . . ? N3 Yb1 C32 O15 169.5(17) . . . . ? N2 Yb1 C32 O15 -40.7(17) . . . . ? N4 Yb1 C32 O15 168.6(16) . . . . ? N1 Yb1 C32 O15 24.9(17) . . . . ? C11 Yb1 C32 O15 -89.1(16) . . . . ? C16 Yb1 C32 O15 73.1(17) . . . . ? C27 Yb1 C32 O15 162.5(14) . . . . ? O1 Yb1 C32 O16 -95.2(5) . . . . ? O8 Yb1 C32 O16 104.3(5) . . . . ? N3 Yb1 C32 O16 -178.0(6) . . . . ? N2 Yb1 C32 O16 -28.3(5) . . . . ? N4 Yb1 C32 O16 -178.9(5) . . . . ? N1 Yb1 C32 O16 37.3(5) . . . . ? C11 Yb1 C32 O16 -76.6(5) . . . . ? C16 Yb1 C32 O16 85.6(5) . . . . ? C27 Yb1 C32 O16 175.0(5) . . . . ? O16 Yb1 C32 C17 176.8(7) . . . . ? O1 Yb1 C32 C17 81.6(3) . . . . ? O8 Yb1 C32 C17 -78.9(3) . . . . ? N3 Yb1 C32 C17 -1.2(3) . . . . ? N2 Yb1 C32 C17 148.6(3) . . . . ? N4 Yb1 C32 C17 -2.1(4) . . . . ? N1 Yb1 C32 C17 -145.8(3) . . . . ? C11 Yb1 C32 C17 100.2(4) . . . . ? C16 Yb1 C32 C17 -97.6(4) . . . . ? C27 Yb1 C32 C17 -8.2(7) . . . . ? O15 C32 O16 Yb1 175.2(5) . . . . ? C17 C32 O16 Yb1 -3.5(8) . . . . ? O1 Yb1 O16 C32 84.8(5) . . . . ? O9 Yb1 O16 C32 177.8(5) . . . . ? O8 Yb1 O16 C32 -76.7(5) . . . . ? N3 Yb1 O16 C32 1.6(5) . . . . ? N2 Yb1 O16 C32 152.0(5) . . . . ? N4 Yb1 O16 C32 1.4(6) . . . . ? N1 Yb1 O16 C32 -143.1(5) . . . . ? C11 Yb1 O16 C32 103.6(5) . . . . ? C16 Yb1 O16 C32 -95.8(5) . . . . ? C27 O10 Cu1 O17 5.8(5) . . . 2_655 ? C27 O10 Cu1 O17 -174.2(5) . . . . ? C27 O10 Cu1 O18 97.6(5) . . . 2_655 ? C27 O10 Cu1 O18 -82.4(5) . . . . ? O17 Cu1 O18 C33 137.4(5) 2_655 . . . ? O17 Cu1 O18 C33 -42.6(5) . . . . ? O10 Cu1 O18 C33 -131.5(5) . . . . ? O10 Cu1 O18 C33 48.5(5) 2_655 . . . ? 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 O17 H17A O9 0.847(16) 1.81(2) 2.642(6) 166(6) 2_655 O17 H17B O19 0.848(16) 1.77(3) 2.593(7) 164(8) 2_656 O19 H19 O21 0.84 1.92 2.689(9) 152.4 2_656 O20 H20 O8 0.84 2.06 2.813(6) 148.6 . O21 H21 O15 0.87(2) 1.92(5) 2.742(8) 156(9) 1_645 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.548 _refine_diff_density_min -0.671 _refine_diff_density_rms 0.152