data_global _journal_coden_Cambridge 1350 loop_ _publ_author_name 'Pierre Thuery' 'Bernardo Masci' _publ_contact_author_name 'Pierre Thuery' _publ_contact_author_email THUERY@DRECAM.CEA.FR _publ_section_title ; Lanthanide-organic assemblies with pyrazinetetracarboxylic and benzophenone-3,3?,4,4?-tetracarboxylic acids ; # Attachment 'CIF.txt' data_1 _database_code_depnum_ccdc_archive 'CCDC 764299' #TrackingRef 'CIF.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H13 N6 O27.50 Tb2' _chemical_formula_weight 1143.24 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' Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting trigonal _symmetry_space_group_name_H-M 'R -3' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 13.5399(6) _cell_length_b 13.5399(6) _cell_length_c 17.0465(14) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 2706.4(3) _cell_formula_units_Z 3 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 42281 _cell_measurement_theta_min 3.01 _cell_measurement_theta_max 25.67 _exptl_crystal_description irregular _exptl_crystal_colour colourless _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.104 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1647 _exptl_absorpt_coefficient_mu 4.001 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.599 _exptl_absorpt_correction_T_max 0.787 _exptl_absorpt_process_details 'SCALEPACK (Otwinowski & Minor, 1997)' _exptl_special_details 'crystal-to-detector distance 30 mm' _diffrn_ambient_temperature 100(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 'Nonius Kappa-CCD area-detector diffractometer' _diffrn_measurement_method 'two \f and eight \w scans with 2\% steps (632 frames)' _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 42281 _diffrn_reflns_av_R_equivalents 0.0181 _diffrn_reflns_av_sigmaI/netI 0.0236 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 25.67 _reflns_number_total 1137 _reflns_number_gt 1060 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1998)' _computing_cell_refinement 'HKL2000 (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL2000 (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1999)' _computing_publication_material 'SHELXTL (Sheldrick, 1999); PLATON (Spek, 2003)' _refine_special_details ; Structure solved by Patterson map interpretation and subsequent Fourier-difference synthesis. The solvent water molecules O5 and O6 were given 1/2 and 1/12 occupancy parameters (half the site occupancy) in order to retain acceptable displacement parameters. All non-hydrogen atoms were refined with anisotropic displacement parameters, with restraints for the water oxygen atoms. The H atom bound to O2 was found on a Fourier-difference map, but not those of the water molecules. The proton was treated as a riding atom with an isotropic displacement parameter equal to 1.2 times that of the parent atom. 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^)+(0.0593P)^2^+21.8457P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _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 1137 _refine_ls_number_parameters 96 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0369 _refine_ls_R_factor_gt 0.0332 _refine_ls_wR_factor_ref 0.0939 _refine_ls_wR_factor_gt 0.0909 _refine_ls_goodness_of_fit_ref 1.097 _refine_ls_restrained_S_all 1.108 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.67 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.069 _refine_diff_density_min -0.804 _refine_diff_density_rms 0.152 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 Tb Tb 0.3333 0.6667 0.98621(3) 0.0254(2) Uani 1 3 d S . . O1 O 0.2651(3) 0.5165(3) 1.0787(2) 0.0313(9) Uani 1 1 d . . . O2 O 0.2642(3) 0.3800(3) 1.1488(2) 0.0325(9) Uani 1 1 d . . . H2 H 0.3149 0.3546 1.1609 0.039 Uiso 1 1 d R . . O3 O 0.4805(3) 0.7172(3) 0.8951(2) 0.0333(9) Uani 1 1 d . . . O4 O 0.6197(4) 0.7060(4) 0.8348(3) 0.0387(10) Uani 1 1 d . . . O5 O 0.5797(7) 0.7557(8) 0.6789(4) 0.0382(19) Uani 0.50 1 d PU . . O6 O 0.3333 0.6667 0.6667 0.026(3) Uani 0.50 6 d SPU . . N1 N 0.4378(4) 0.5532(4) 0.9923(3) 0.0258(9) Uani 1 1 d . . . C1 C 0.4085(4) 0.4714(4) 1.0473(3) 0.0246(10) Uani 1 1 d . . . C2 C 0.5284(4) 0.5837(4) 0.9454(3) 0.0254(11) Uani 1 1 d . . . C3 C 0.3054(5) 0.4542(5) 1.0952(3) 0.0287(11) Uani 1 1 d . . . C4 C 0.5445(5) 0.6763(5) 0.8874(3) 0.0286(12) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Tb 0.0193(2) 0.0193(2) 0.0376(3) 0.000 0.000 0.00966(11) O1 0.0277(19) 0.0271(19) 0.041(2) 0.0028(16) 0.0066(16) 0.0151(16) O2 0.031(2) 0.030(2) 0.039(2) 0.0011(17) 0.0083(17) 0.0164(17) O3 0.029(2) 0.029(2) 0.043(2) 0.0085(17) 0.0059(17) 0.0154(17) O4 0.039(2) 0.038(2) 0.046(2) 0.0163(19) 0.0128(19) 0.025(2) O5 0.036(4) 0.054(4) 0.015(3) 0.005(3) 0.003(3) 0.015(3) O6 0.022(3) 0.022(3) 0.034(5) 0.000 0.000 0.0112(17) N1 0.024(2) 0.021(2) 0.032(2) 0.0013(17) 0.0039(18) 0.0108(18) C1 0.022(2) 0.020(2) 0.029(3) -0.001(2) 0.000(2) 0.008(2) C2 0.021(2) 0.020(2) 0.034(3) -0.004(2) 0.003(2) 0.009(2) C3 0.030(3) 0.021(3) 0.033(3) 0.000(2) 0.001(2) 0.011(2) C4 0.024(3) 0.024(3) 0.036(3) 0.005(2) 0.004(2) 0.010(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 Tb O3 2.343(4) 2_665 ? Tb O3 2.343(4) 3_565 ? Tb O3 2.343(4) . ? Tb O1 2.365(4) 3_565 ? Tb O1 2.365(4) 2_665 ? Tb O1 2.365(4) . ? Tb N1 2.558(4) 3_565 ? Tb N1 2.558(4) 2_665 ? Tb N1 2.558(4) . ? O1 C3 1.245(7) . ? O2 C3 1.263(7) . ? O2 H2 0.9315 . ? O3 C4 1.246(7) . ? O4 C4 1.263(7) . ? N1 C2 1.344(7) . ? N1 C1 1.350(7) . ? C1 C2 1.392(7) 10_667 ? C1 C3 1.532(8) . ? C2 C1 1.392(7) 10_667 ? C2 C4 1.525(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 O3 Tb O3 80.85(15) 2_665 3_565 ? O3 Tb O3 80.85(15) 2_665 . ? O3 Tb O3 80.85(15) 3_565 . ? O3 Tb O1 84.16(14) 2_665 3_565 ? O3 Tb O1 127.05(13) 3_565 3_565 ? O3 Tb O1 145.52(14) . 3_565 ? O3 Tb O1 127.05(13) 2_665 2_665 ? O3 Tb O1 145.52(14) 3_565 2_665 ? O3 Tb O1 84.17(14) . 2_665 ? O1 Tb O1 80.44(15) 3_565 2_665 ? O3 Tb O1 145.51(14) 2_665 . ? O3 Tb O1 84.17(14) 3_565 . ? O3 Tb O1 127.05(13) . . ? O1 Tb O1 80.44(15) 3_565 . ? O1 Tb O1 80.44(15) 2_665 . ? O3 Tb N1 75.96(14) 2_665 3_565 ? O3 Tb N1 63.71(14) 3_565 3_565 ? O3 Tb N1 139.99(15) . 3_565 ? O1 Tb N1 63.42(13) 3_565 3_565 ? O1 Tb N1 135.71(14) 2_665 3_565 ? O1 Tb N1 69.55(14) . 3_565 ? O3 Tb N1 63.71(14) 2_665 2_665 ? O3 Tb N1 139.99(15) 3_565 2_665 ? O3 Tb N1 75.97(14) . 2_665 ? O1 Tb N1 69.55(14) 3_565 2_665 ? O1 Tb N1 63.42(13) 2_665 2_665 ? O1 Tb N1 135.71(14) . 2_665 ? N1 Tb N1 119.834(15) 3_565 2_665 ? O3 Tb N1 139.99(15) 2_665 . ? O3 Tb N1 75.97(14) 3_565 . ? O3 Tb N1 63.71(13) . . ? O1 Tb N1 135.71(14) 3_565 . ? O1 Tb N1 69.55(14) 2_665 . ? O1 Tb N1 63.42(13) . . ? N1 Tb N1 119.840(16) 3_565 . ? N1 Tb N1 119.839(16) 2_665 . ? C3 O1 Tb 128.2(4) . . ? C3 O2 H2 109.9 . . ? C4 O3 Tb 128.2(3) . . ? C2 N1 C1 120.9(5) . . ? C2 N1 Tb 119.0(3) . . ? C1 N1 Tb 119.8(3) . . ? N1 C1 C2 119.6(5) . 10_667 ? N1 C1 C3 111.5(5) . . ? C2 C1 C3 128.9(5) 10_667 . ? N1 C2 C1 119.5(5) . 10_667 ? N1 C2 C4 111.8(4) . . ? C1 C2 C4 128.6(5) 10_667 . ? O1 C3 O2 122.3(5) . . ? O1 C3 C1 116.9(5) . . ? O2 C3 C1 120.8(5) . . ? O3 C4 O4 124.3(5) . . ? O3 C4 C2 116.8(5) . . ? O4 C4 C2 118.9(5) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O2 H2 O4 0.93 1.48 2.395(6) 166.2 10_667 #===END data_2 _database_code_depnum_ccdc_archive 'CCDC 764300' #TrackingRef 'CIF.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H8 Eu K N2 O12' _chemical_formula_weight 515.22 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P n m a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 15.4000(10) _cell_length_b 6.7287(3) _cell_length_c 14.2520(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1476.82(16) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 35649 _cell_measurement_theta_min 3.60 _cell_measurement_theta_max 25.67 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.317 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 992 _exptl_absorpt_coefficient_mu 4.598 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.543 _exptl_absorpt_correction_T_max 0.759 _exptl_absorpt_process_details 'SCALEPACK (Otwinowski & Minor, 1997)' _exptl_special_details 'crystal-to-detector distance 40 mm' _diffrn_ambient_temperature 150(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 'Nonius Kappa-CCD area-detector diffractometer' _diffrn_measurement_method 'two \f and five \w scans with 2\% steps (477 frames)' _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 35649 _diffrn_reflns_av_R_equivalents 0.0191 _diffrn_reflns_av_sigmaI/netI 0.0224 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.60 _diffrn_reflns_theta_max 25.67 _reflns_number_total 1517 _reflns_number_gt 1384 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1998)' _computing_cell_refinement 'HKL2000 (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL2000 (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)' _refine_special_details ; Structure solved by direct methods and subsequent Fourier-difference synthesis. All non-hydrogen atoms were refined with anisotropic displacement parameters, with restraints for one bond length and for the displacement parameters of several atoms. The water molecule containg O8 was given a 0.5 occupancy factor so as to retain an acceptable displacement parameter and to account for its closeness to its image by the mirror plane. The H atom bound to O9 was found on a Fourier-difference map, but not those of O7 and O8, and it was treated as a riding atom with an isotropic displacement parameter equal to 1.2 times that of O9. 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^)+(0.0812P)^2^+19.8663P] 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 1517 _refine_ls_number_parameters 139 _refine_ls_number_restraints 25 _refine_ls_R_factor_all 0.0603 _refine_ls_R_factor_gt 0.0546 _refine_ls_wR_factor_ref 0.1489 _refine_ls_wR_factor_gt 0.1448 _refine_ls_goodness_of_fit_ref 1.081 _refine_ls_restrained_S_all 1.107 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.67 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 2.229 _refine_diff_density_min -2.506 _refine_diff_density_rms 0.258 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 Eu Eu 0.30335(4) 0.2500 0.12359(4) 0.0321(3) Uani 1 2 d S . . K K 0.2328(3) 0.2500 -0.1905(2) 0.0564(9) Uani 1 2 d S . . O1 O 0.3492(5) 0.2500 -0.0365(6) 0.0306(18) Uani 1 2 d S . . O2 O 0.4508(6) 0.2500 -0.1499(6) 0.041(2) Uani 1 2 d S . . O3 O 0.3952(7) 0.2500 0.2615(6) 0.045(2) Uani 1 2 d S . . O4 O 0.5240(10) 0.2500 0.3331(8) 0.082(4) Uani 1 2 d S . . O5 O 0.7100(6) 0.0917(11) 0.2510(7) 0.069(3) Uani 1 1 d . . . O6 O 0.6481(5) 0.0863(9) -0.1389(5) 0.0480(18) Uani 1 1 d . . . O7 O 0.1949(9) 0.043(3) 0.0599(11) 0.055(4) Uani 1 1 d U . . O8 O 0.0880(19) 0.090(4) -0.1001(16) 0.047(6) Uani 0.50 1 d PU . . O9 O 0.4044(10) 0.2500 -0.3383(8) 0.070(4) Uani 1 2 d S . . H9 H 0.4415 0.1480 -0.3478 0.084 Uiso 1 1 d R . . N1 N 0.4666(6) 0.2500 0.0948(6) 0.0208(18) Uani 1 2 d S . . N2 N 0.6421(6) 0.2500 0.0635(8) 0.031(2) Uani 1 2 d S . . C1 C 0.4967(7) 0.2500 0.0074(7) 0.0184(19) Uani 1 2 d S . . C2 C 0.5201(7) 0.2500 0.1674(7) 0.026(2) Uani 1 2 d SD . . C3 C 0.6096(8) 0.2500 0.1508(9) 0.033(3) Uani 1 2 d S . . C4 C 0.5867(7) 0.2500 -0.0076(7) 0.022(2) Uani 1 2 d S . . C5 C 0.4277(7) 0.2500 -0.0683(7) 0.024(2) Uani 1 2 d S . . C6 C 0.4773(11) 0.2500 0.2623(7) 0.049(4) Uani 1 2 d SD . . C7 C 0.6767(10) 0.2500 0.2272(11) 0.047(4) Uani 1 2 d SU . . C8 C 0.6284(8) 0.2500 -0.1041(9) 0.032(3) Uani 1 2 d SU . . 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 Eu 0.0311(4) 0.0196(4) 0.0456(4) 0.000 0.0203(3) 0.000 K 0.079(2) 0.057(2) 0.0325(14) 0.000 -0.0178(15) 0.000 O1 0.025(4) 0.035(5) 0.032(4) 0.000 -0.008(3) 0.000 O2 0.050(5) 0.053(6) 0.019(4) 0.000 0.000(4) 0.000 O3 0.058(6) 0.053(6) 0.024(4) 0.000 0.016(4) 0.000 O4 0.112(9) 0.106(10) 0.029(5) 0.000 -0.013(6) 0.000 O5 0.084(5) 0.033(4) 0.090(5) 0.010(4) -0.064(5) -0.003(4) O6 0.065(4) 0.019(3) 0.060(4) -0.003(3) 0.040(3) 0.000(3) O7 0.056(5) 0.051(5) 0.059(5) 0.004(4) 0.004(4) -0.030(4) O8 0.070(10) 0.045(10) 0.025(8) -0.002(8) -0.014(8) -0.023(9) O9 0.104(10) 0.067(8) 0.039(5) 0.000 -0.008(6) 0.000 N1 0.025(4) 0.020(4) 0.018(4) 0.000 0.004(3) 0.000 N2 0.019(4) 0.024(5) 0.050(6) 0.000 -0.007(4) 0.000 C1 0.022(5) 0.013(5) 0.021(4) 0.000 -0.001(4) 0.000 C2 0.035(6) 0.023(5) 0.020(5) 0.000 -0.004(4) 0.000 C3 0.038(6) 0.018(5) 0.043(6) 0.000 -0.018(6) 0.000 C4 0.023(5) 0.012(4) 0.030(5) 0.000 0.003(4) 0.000 C5 0.026(5) 0.024(5) 0.023(5) 0.000 -0.004(4) 0.000 C6 0.081(10) 0.048(7) 0.016(5) 0.000 -0.005(6) 0.000 C7 0.045(7) 0.038(7) 0.058(8) 0.000 -0.033(6) 0.000 C8 0.029(5) 0.019(5) 0.048(6) 0.000 0.017(5) 0.000 _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 Eu O7 2.357(14) . ? Eu O7 2.357(14) 7_565 ? Eu O1 2.388(8) . ? Eu O6 2.393(6) 5_655 ? Eu O6 2.393(6) 3_655 ? Eu O3 2.422(10) . ? Eu O5 2.529(7) 6_556 ? Eu O5 2.529(7) 4_455 ? Eu N1 2.547(9) . ? K O5 2.609(9) 5_655 ? K O5 2.609(9) 3_655 ? K O8 2.79(3) . ? K O1 2.834(8) . ? K O6 2.972(7) 6 ? K O6 2.972(7) 4_454 ? K O9 3.380(15) . ? K O2 3.407(11) . ? O1 C5 1.292(14) . ? O2 C5 1.216(14) . ? O3 C6 1.263(19) . ? O4 C6 1.239(19) . ? O5 C7 1.230(10) . ? O5 Eu 2.529(7) 6_656 ? O5 K 2.609(9) 5_655 ? O6 C8 1.245(8) . ? O6 Eu 2.393(6) 5_655 ? O6 K 2.971(7) 6_655 ? O9 H9 0.9034 . ? N1 C2 1.323(14) . ? N1 C1 1.329(13) . ? N2 C4 1.326(15) . ? N2 C3 1.341(18) . ? C1 C4 1.403(15) . ? C1 C5 1.514(14) . ? C2 C3 1.398(17) . ? C2 C6 1.505(9) . ? C3 C7 1.501(16) . ? C4 C8 1.517(15) . ? C7 O5 1.230(10) 7_565 ? C8 O6 1.245(8) 7_565 ? 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 Eu O7 72.5(9) . 7_565 ? O7 Eu O1 80.9(4) . . ? O7 Eu O1 80.9(4) 7_565 . ? O7 Eu O6 72.4(5) . 5_655 ? O7 Eu O6 144.7(5) 7_565 5_655 ? O1 Eu O6 89.69(16) . 5_655 ? O7 Eu O6 144.7(5) . 3_655 ? O7 Eu O6 72.4(5) 7_565 3_655 ? O1 Eu O6 89.69(16) . 3_655 ? O6 Eu O6 142.0(4) 5_655 3_655 ? O7 Eu O3 136.6(4) . . ? O7 Eu O3 136.6(4) 7_565 . ? O1 Eu O3 127.1(3) . . ? O6 Eu O3 75.1(2) 5_655 . ? O6 Eu O3 75.1(2) 3_655 . ? O7 Eu O5 67.7(4) . 6_556 ? O7 Eu O5 96.8(4) 7_565 6_556 ? O1 Eu O5 147.5(2) . 6_556 ? O6 Eu O5 73.4(2) 5_655 6_556 ? O6 Eu O5 120.8(2) 3_655 6_556 ? O3 Eu O5 76.0(3) . 6_556 ? O7 Eu O5 96.8(4) . 4_455 ? O7 Eu O5 67.7(4) 7_565 4_455 ? O1 Eu O5 147.5(2) . 4_455 ? O6 Eu O5 120.8(2) 5_655 4_455 ? O6 Eu O5 73.4(2) 3_655 4_455 ? O3 Eu O5 76.0(3) . 4_455 ? O5 Eu O5 49.8(3) 6_556 4_455 ? O7 Eu N1 129.6(4) . . ? O7 Eu N1 129.6(4) 7_565 . ? O1 Eu N1 63.5(3) . . ? O6 Eu N1 72.92(17) 5_655 . ? O6 Eu N1 72.92(17) 3_655 . ? O3 Eu N1 63.5(3) . . ? O5 Eu N1 132.4(3) 6_556 . ? O5 Eu N1 132.4(3) 4_455 . ? O5 K O5 123.6(5) 5_655 3_655 ? O5 K O8 94.8(7) 5_655 . ? O5 K O8 139.6(7) 3_655 . ? O5 K O1 92.44(19) 5_655 . ? O5 K O1 92.44(19) 3_655 . ? O8 K O1 98.5(5) . . ? O5 K O6 63.3(2) 5_655 6 ? O5 K O6 101.8(2) 3_655 6 ? O8 K O6 83.3(5) . 6 ? O1 K O6 155.73(17) . 6 ? O5 K O6 101.8(2) 5_655 4_454 ? O5 K O6 63.3(2) 3_655 4_454 ? O8 K O6 99.8(6) . 4_454 ? O1 K O6 155.73(17) . 4_454 ? O6 K O6 43.5(2) 6 4_454 ? O5 K O9 62.0(2) 5_655 . ? O5 K O9 62.0(2) 3_655 . ? O8 K O9 155.9(6) . . ? O1 K O9 89.3(3) . . ? O6 K O9 80.4(3) 6 . ? O6 K O9 80.4(3) 4_454 . ? O5 K O2 73.9(2) 5_655 . ? O5 K O2 73.9(2) 3_655 . ? O8 K O2 135.2(6) . . ? O1 K O2 41.0(2) . . ? O6 K O2 124.9(2) 6 . ? O6 K O2 124.9(2) 4_454 . ? O9 K O2 48.3(3) . . ? C5 O1 Eu 127.8(6) . . ? C5 O1 K 108.7(6) . . ? Eu O1 K 123.6(3) . . ? C5 O2 K 82.8(7) . . ? C6 O3 Eu 126.3(7) . . ? C7 O5 Eu 93.9(6) . 6_656 ? C7 O5 K 144.3(9) . 5_655 ? Eu O5 K 114.4(3) 6_656 5_655 ? C8 O6 Eu 151.2(8) . 5_655 ? C8 O6 K 96.0(6) . 6_655 ? Eu O6 K 106.7(2) 5_655 6_655 ? K O9 H9 126.0 . . ? C2 N1 C1 121.0(9) . . ? C2 N1 Eu 119.3(7) . . ? C1 N1 Eu 119.7(7) . . ? C4 N2 C3 118.0(10) . . ? N1 C1 C4 119.3(9) . . ? N1 C1 C5 115.0(9) . . ? C4 C1 C5 125.7(9) . . ? N1 C2 C3 118.8(9) . . ? N1 C2 C6 115.4(10) . . ? C3 C2 C6 125.8(11) . . ? N2 C3 C2 121.7(10) . . ? N2 C3 C7 114.5(12) . . ? C2 C3 C7 123.8(13) . . ? N2 C4 C1 121.2(10) . . ? N2 C4 C8 114.9(10) . . ? C1 C4 C8 123.8(10) . . ? O2 C5 O1 127.5(10) . . ? O2 C5 C1 118.5(10) . . ? O1 C5 C1 114.0(9) . . ? O4 C6 O3 126.1(12) . . ? O4 C6 C2 118.4(14) . . ? O3 C6 C2 115.5(11) . . ? O5 C7 O5 120.0(12) 7_565 . ? O5 C7 C3 119.2(6) 7_565 . ? O5 C7 C3 119.2(6) . . ? O6 C8 O6 124.3(11) . 7_565 ? O6 C8 C4 117.6(6) . . ? O6 C8 C4 117.6(6) 7_565 . ? #===END data_3 _database_code_depnum_ccdc_archive 'CCDC 764301' #TrackingRef 'CIF.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H15 Eu O13' _chemical_formula_weight 579.25 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.3656(8) _cell_length_b 10.0285(14) _cell_length_c 12.687(2) _cell_angle_alpha 73.074(7) _cell_angle_beta 83.655(9) _cell_angle_gamma 83.857(9) _cell_volume 888.3(2) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 39313 _cell_measurement_theta_min 2.13 _cell_measurement_theta_max 25.68 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.166 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 568 _exptl_absorpt_coefficient_mu 3.609 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.540 _exptl_absorpt_correction_T_max 0.866 _exptl_absorpt_process_details 'SCALEPACK (Otwinowski & Minor, 1997)' _exptl_special_details 'crystal-to-detector distance 30 mm' _diffrn_ambient_temperature 150(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 'Nonius Kappa-CCD area-detector diffractometer' _diffrn_measurement_method 'two \f and eight \w scans with 2\% steps (599 frames)' _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 39313 _diffrn_reflns_av_R_equivalents 0.0654 _diffrn_reflns_av_sigmaI/netI 0.0733 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 25.68 _reflns_number_total 3337 _reflns_number_gt 2856 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1998)' _computing_cell_refinement 'HKL2000 (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL2000 (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)' _refine_special_details ; Structure solved by direct methods and subsequent Fourier-difference synthesis. All non-hydrogen atoms were refined with anisotropic displacement parameters. The H atoms bound to O atoms were found on a Fourier-difference map (except for those of O13) and all the others were introduced at calculated positions. All were treated as riding atoms with an isotropic displacement parameter equal to 1.2 times that of the parent atom. 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^)+(0.1584P)^2^] 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 3337 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0808 _refine_ls_R_factor_gt 0.0714 _refine_ls_wR_factor_ref 0.2102 _refine_ls_wR_factor_gt 0.2030 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.077 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.68 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 3.222 _refine_diff_density_min -2.084 _refine_diff_density_rms 0.317 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 Eu Eu -0.24297(6) 0.95468(5) -0.04673(4) 0.0299(3) Uani 1 1 d . . . O1 O -0.1432(10) 0.7140(8) 0.0793(7) 0.0399(18) Uani 1 1 d . . . O2 O 0.0718(10) 0.8610(8) 0.0168(6) 0.0323(16) Uani 1 1 d . . . O3 O 0.4688(9) 0.8562(7) 0.0277(6) 0.0321(16) Uani 1 1 d . . . O4 O 0.5091(12) 0.6600(9) -0.0247(7) 0.044(2) Uani 1 1 d . . . O5 O 0.6198(12) 0.4255(11) 0.4247(8) 0.055(2) Uani 1 1 d . . . O6 O 0.5807(10) 0.0162(10) 0.7972(6) 0.043(2) Uani 1 1 d . . . O7 O 0.2769(10) 0.0540(8) 0.8502(6) 0.0340(16) Uani 1 1 d . . . O8 O 0.3057(12) -0.2005(9) 0.7663(7) 0.046(2) Uani 1 1 d . . . H8 H 0.2790 -0.2882 0.8148 0.055 Uiso 1 1 d R . . O9 O 0.0901(15) -0.1883(12) 0.6555(10) 0.064(3) Uani 1 1 d . . . O10 O -0.0550(10) 1.0552(9) -0.2134(7) 0.0420(19) Uani 1 1 d . . . H10A H 0.0563 1.0585 -0.2083 0.050 Uiso 1 1 d R . . H10B H -0.0866 1.1047 -0.2917 0.050 Uiso 1 1 d R . . O11 O -0.1812(12) 0.7700(10) -0.1458(7) 0.048(2) Uani 1 1 d . . . H11A H -0.2841 0.7365 -0.1433 0.058 Uiso 1 1 d R . . H11B H -0.1351 0.7797 -0.2183 0.058 Uiso 1 1 d R . . O12 O -0.0983(14) 1.2396(10) -0.4310(8) 0.055(2) Uani 1 1 d . . . H12A H -0.2038 1.2730 -0.4406 0.066 Uiso 1 1 d R . . H12B H -0.0582 1.2236 -0.5042 0.066 Uiso 1 1 d R . . O13 O 0.1991(13) -0.4304(9) 0.9149(7) 0.048(2) Uani 1 1 d . . . C1 C 0.1411(16) 0.6508(11) 0.1600(10) 0.037(2) Uani 1 1 d . . . C2 C 0.3333(15) 0.6531(11) 0.1429(10) 0.035(2) Uani 1 1 d . . . C3 C 0.4400(16) 0.5661(12) 0.2271(9) 0.036(2) Uani 1 1 d . . . H3 H 0.5668 0.5677 0.2185 0.043 Uiso 1 1 calc R . . C4 C 0.3562(17) 0.4774(13) 0.3235(10) 0.042(3) Uani 1 1 d . . . C5 C 0.1649(16) 0.4759(13) 0.3392(11) 0.044(3) Uani 1 1 d . . . H5 H 0.1091 0.4180 0.4031 0.053 Uiso 1 1 calc R . . C6 C 0.0577(17) 0.5647(13) 0.2554(11) 0.044(3) Uani 1 1 d . . . H6 H -0.0693 0.5650 0.2646 0.053 Uiso 1 1 calc R . . C7 C 0.0167(15) 0.7464(12) 0.0807(10) 0.034(2) Uani 1 1 d . . . C8 C 0.4419(14) 0.7271(12) 0.0374(9) 0.035(2) Uani 1 1 d . . . C9 C 0.4688(16) 0.3871(14) 0.4127(10) 0.043(3) Uani 1 1 d . . . C10 C 0.4051(16) 0.2525(14) 0.4806(10) 0.041(3) Uani 1 1 d . . . C11 C 0.4349(16) 0.2096(14) 0.5916(11) 0.044(3) Uani 1 1 d . . . H11 H 0.4927 0.2662 0.6218 0.052 Uiso 1 1 calc R . . C12 C 0.3773(16) 0.0796(12) 0.6591(9) 0.036(2) Uani 1 1 d . . . C13 C 0.2861(16) -0.0012(13) 0.6127(10) 0.039(3) Uani 1 1 d . . . C14 C 0.2591(16) 0.0417(13) 0.5011(11) 0.041(3) Uani 1 1 d . . . H14 H 0.2027 -0.0156 0.4708 0.050 Uiso 1 1 calc R . . C15 C 0.3157(17) 0.1702(14) 0.4333(10) 0.044(3) Uani 1 1 d . . . H15 H 0.2945 0.2001 0.3588 0.053 Uiso 1 1 calc R . . C16 C 0.4146(16) 0.0442(13) 0.7788(10) 0.041(3) Uani 1 1 d . . . C17 C 0.2177(18) -0.1410(14) 0.6788(11) 0.045(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Eu 0.0270(4) 0.0283(4) 0.0326(4) -0.0036(2) -0.0064(2) -0.0041(2) O1 0.029(4) 0.030(4) 0.056(5) -0.002(4) -0.013(3) -0.004(3) O2 0.030(4) 0.025(4) 0.043(4) -0.010(3) -0.011(3) -0.001(3) O3 0.028(4) 0.025(4) 0.047(4) -0.014(3) -0.010(3) -0.001(3) O4 0.047(5) 0.037(5) 0.046(5) -0.010(4) -0.001(4) -0.006(4) O5 0.044(5) 0.057(6) 0.058(6) -0.002(5) -0.017(4) -0.012(4) O6 0.025(4) 0.066(6) 0.030(4) -0.003(4) -0.005(3) 0.001(4) O7 0.037(4) 0.041(4) 0.024(3) -0.008(3) -0.004(3) -0.006(3) O8 0.059(5) 0.032(4) 0.043(5) 0.003(4) -0.017(4) -0.013(4) O9 0.064(6) 0.055(6) 0.075(7) -0.005(5) -0.028(5) -0.020(5) O10 0.026(4) 0.051(5) 0.043(4) -0.003(4) -0.001(3) -0.013(3) O11 0.049(5) 0.051(5) 0.047(5) -0.014(4) -0.008(4) -0.008(4) O12 0.058(6) 0.051(6) 0.049(5) -0.004(4) -0.010(4) 0.003(4) O13 0.058(5) 0.033(5) 0.048(5) -0.002(4) -0.009(4) -0.006(4) C1 0.041(6) 0.023(5) 0.046(6) -0.001(5) -0.012(5) -0.006(4) C2 0.036(6) 0.024(5) 0.045(6) -0.006(5) -0.011(5) -0.002(4) C3 0.038(6) 0.028(6) 0.037(6) 0.001(5) -0.011(5) -0.005(4) C4 0.045(7) 0.032(6) 0.045(7) -0.003(5) -0.009(5) -0.002(5) C5 0.038(6) 0.035(6) 0.051(7) 0.001(5) -0.002(5) -0.003(5) C6 0.039(6) 0.035(6) 0.056(7) -0.009(6) -0.004(5) -0.007(5) C7 0.029(5) 0.031(6) 0.042(6) -0.008(5) -0.008(4) -0.002(4) C8 0.031(5) 0.034(6) 0.032(5) 0.004(5) -0.012(4) -0.003(4) C9 0.037(6) 0.046(7) 0.040(6) -0.005(5) -0.002(5) -0.001(5) C10 0.035(6) 0.047(7) 0.040(6) -0.009(5) -0.009(5) -0.001(5) C11 0.036(6) 0.047(7) 0.049(7) -0.010(6) -0.011(5) -0.007(5) C12 0.037(6) 0.033(6) 0.034(6) -0.002(5) -0.006(4) -0.005(4) C13 0.041(6) 0.039(6) 0.037(6) -0.009(5) -0.004(5) -0.004(5) C14 0.039(6) 0.041(7) 0.043(6) -0.005(5) -0.012(5) -0.004(5) C15 0.047(7) 0.048(7) 0.033(6) -0.002(5) -0.009(5) -0.007(6) C16 0.037(6) 0.044(7) 0.040(6) -0.004(5) -0.012(5) -0.011(5) C17 0.047(7) 0.044(7) 0.044(7) -0.008(6) -0.008(5) -0.006(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Eu O6 2.382(7) 1_464 ? Eu O10 2.412(8) . ? Eu O3 2.416(7) 1_455 ? Eu O3 2.434(7) 2_575 ? Eu O7 2.455(7) 2_566 ? Eu O2 2.482(7) 2_575 ? Eu O11 2.503(9) . ? Eu O2 2.533(7) . ? Eu O1 2.560(8) . ? O1 C7 1.259(14) . ? O2 C7 1.276(14) . ? O2 Eu 2.482(7) 2_575 ? O3 C8 1.299(14) . ? O3 Eu 2.416(7) 1_655 ? O3 Eu 2.434(7) 2_575 ? O4 C8 1.212(15) . ? O5 C9 1.254(15) . ? O6 C16 1.258(14) . ? O6 Eu 2.382(7) 1_646 ? O7 C16 1.299(15) . ? O7 Eu 2.455(7) 2_566 ? O8 C17 1.304(15) . ? O8 H8 0.9414 . ? O9 C17 1.197(17) . ? O10 H10A 0.8342 . ? O10 H10B 1.0125 . ? O11 H11A 0.8546 . ? O11 H11B 0.9260 . ? O12 H12A 0.8196 . ? O12 H12B 0.9946 . ? C1 C6 1.388(17) . ? C1 C2 1.409(16) . ? C1 C7 1.492(15) . ? C2 C3 1.420(15) . ? C2 C8 1.514(16) . ? C3 C4 1.409(16) . ? C3 H3 0.9300 . ? C4 C5 1.402(17) . ? C4 C9 1.496(17) . ? C5 C6 1.425(17) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C9 C10 1.467(18) . ? C10 C11 1.383(17) . ? C10 C15 1.402(19) . ? C11 C12 1.415(17) . ? C11 H11 0.9300 . ? C12 C13 1.392(17) . ? C12 C16 1.504(16) . ? C13 C14 1.384(17) . ? C13 C17 1.515(18) . ? C14 C15 1.402(18) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O6 Eu O10 69.6(3) 1_464 . ? O6 Eu O3 76.5(3) 1_464 1_455 ? O10 Eu O3 145.1(3) . 1_455 ? O6 Eu O3 72.4(3) 1_464 2_575 ? O10 Eu O3 104.5(3) . 2_575 ? O3 Eu O3 71.6(3) 1_455 2_575 ? O6 Eu O7 140.0(3) 1_464 2_566 ? O10 Eu O7 139.8(3) . 2_566 ? O3 Eu O7 73.7(3) 1_455 2_566 ? O3 Eu O7 73.2(3) 2_575 2_566 ? O6 Eu O2 117.7(3) 1_464 2_575 ? O10 Eu O2 71.0(3) . 2_575 ? O3 Eu O2 135.2(2) 1_455 2_575 ? O3 Eu O2 73.4(2) 2_575 2_575 ? O7 Eu O2 70.1(3) 2_566 2_575 ? O6 Eu O11 70.8(3) 1_464 . ? O10 Eu O11 74.0(3) . . ? O3 Eu O11 87.7(3) 1_455 . ? O3 Eu O11 141.0(3) 2_575 . ? O7 Eu O11 133.0(3) 2_566 . ? O2 Eu O11 136.7(3) 2_575 . ? O6 Eu O2 143.4(3) 1_464 . ? O10 Eu O2 80.0(3) . . ? O3 Eu O2 127.2(3) 1_455 . ? O3 Eu O2 137.0(2) 2_575 . ? O7 Eu O2 76.7(3) 2_566 . ? O2 Eu O2 67.9(3) 2_575 . ? O11 Eu O2 81.8(3) . . ? O6 Eu O1 130.2(3) 1_464 . ? O10 Eu O1 119.6(3) . . ? O3 Eu O1 77.1(2) 1_455 . ? O3 Eu O1 134.9(3) 2_575 . ? O7 Eu O1 67.2(3) 2_566 . ? O2 Eu O1 110.8(2) 2_575 . ? O11 Eu O1 66.7(3) . . ? O2 Eu O1 51.3(2) . . ? C7 O1 Eu 93.2(7) . . ? C7 O2 Eu 133.0(7) . 2_575 ? C7 O2 Eu 94.0(6) . . ? Eu O2 Eu 112.1(3) 2_575 . ? C8 O3 Eu 122.6(7) . 1_655 ? C8 O3 Eu 128.2(7) . 2_575 ? Eu O3 Eu 108.4(3) 1_655 2_575 ? C16 O6 Eu 137.3(8) . 1_646 ? C16 O7 Eu 135.0(7) . 2_566 ? C17 O8 H8 122.5 . . ? Eu O10 H10A 117.9 . . ? Eu O10 H10B 131.9 . . ? H10A O10 H10B 109.9 . . ? Eu O11 H11A 105.8 . . ? Eu O11 H11B 128.2 . . ? H11A O11 H11B 102.4 . . ? H12A O12 H12B 101.0 . . ? C6 C1 C2 121.4(11) . . ? C6 C1 C7 116.5(11) . . ? C2 C1 C7 122.0(10) . . ? C1 C2 C3 118.0(10) . . ? C1 C2 C8 126.5(10) . . ? C3 C2 C8 115.1(9) . . ? C4 C3 C2 120.9(11) . . ? C4 C3 H3 119.6 . . ? C2 C3 H3 119.6 . . ? C5 C4 C3 120.5(11) . . ? C5 C4 C9 118.7(11) . . ? C3 C4 C9 120.8(11) . . ? C4 C5 C6 118.6(11) . . ? C4 C5 H5 120.7 . . ? C6 C5 H5 120.7 . . ? C1 C6 C5 120.7(11) . . ? C1 C6 H6 119.7 . . ? C5 C6 H6 119.7 . . ? O1 C7 O2 120.7(10) . . ? O1 C7 C1 119.3(10) . . ? O2 C7 C1 119.9(10) . . ? O4 C8 O3 125.6(10) . . ? O4 C8 C2 118.7(10) . . ? O3 C8 C2 115.3(10) . . ? O5 C9 C10 121.3(11) . . ? O5 C9 C4 119.1(11) . . ? C10 C9 C4 119.5(11) . . ? C11 C10 C15 121.1(12) . . ? C11 C10 C9 118.5(12) . . ? C15 C10 C9 120.4(11) . . ? C10 C11 C12 120.0(12) . . ? C10 C11 H11 120.0 . . ? C12 C11 H11 120.0 . . ? C13 C12 C11 118.9(11) . . ? C13 C12 C16 125.6(10) . . ? C11 C12 C16 115.5(11) . . ? C14 C13 C12 120.7(12) . . ? C14 C13 C17 116.6(12) . . ? C12 C13 C17 122.7(11) . . ? C13 C14 C15 120.9(12) . . ? C13 C14 H14 119.6 . . ? C15 C14 H14 119.6 . . ? C14 C15 C10 118.3(11) . . ? C14 C15 H15 120.8 . . ? C10 C15 H15 120.8 . . ? O6 C16 O7 127.1(11) . . ? O6 C16 C12 115.0(10) . . ? O7 C16 C12 117.8(10) . . ? O9 C17 O8 123.7(13) . . ? O9 C17 C13 123.2(12) . . ? O8 C17 C13 113.1(11) . . ? 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 O8 H8 O13 0.94 1.72 2.649(12) 169.1 . O10 H10A O7 0.83 1.85 2.655(10) 161.6 1_564 O10 H10B O12 1.01 1.89 2.870(12) 161.5 . O11 H11A O4 0.85 2.06 2.749(13) 137.1 1_455 O11 H11B O9 0.93 2.16 2.996(16) 150.5 1_564 O12 H12A O5 0.82 2.34 3.027(13) 141.3 1_464 O12 H12B O9 0.99 2.09 3.031(16) 156.4 2_565 #===END data_4 _database_code_depnum_ccdc_archive 'CCDC 764302' #TrackingRef 'CIF.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H15 Gd O13' _chemical_formula_weight 584.54 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Gd Gd -0.1653 3.9035 '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 triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.3390(12) _cell_length_b 10.0486(17) _cell_length_c 12.6313(19) _cell_angle_alpha 72.917(5) _cell_angle_beta 83.391(7) _cell_angle_gamma 83.719(7) _cell_volume 881.7(2) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 30851 _cell_measurement_theta_min 3.15 _cell_measurement_theta_max 25.68 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.202 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 570 _exptl_absorpt_coefficient_mu 3.840 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.601 _exptl_absorpt_correction_T_max 0.962 _exptl_absorpt_process_details 'SCALEPACK (Otwinowski & Minor, 1997)' _exptl_special_details 'crystal-to-detector distance 40 mm' _diffrn_ambient_temperature 150(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 'Nonius Kappa-CCD area-detector diffractometer' _diffrn_measurement_method 'two \f and ten \w scans with 2\% steps (755 frames)' _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 30851 _diffrn_reflns_av_R_equivalents 0.1189 _diffrn_reflns_av_sigmaI/netI 0.1418 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.15 _diffrn_reflns_theta_max 25.68 _reflns_number_total 3280 _reflns_number_gt 2305 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1998)' _computing_cell_refinement 'HKL2000 (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL2000 (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)' _refine_special_details ; Structure solved by direct methods and subsequent Fourier-difference synthesis. All non-hydrogen atoms were refined with anisotropic displacement parameters. The H atoms bound to O atoms were found on a Fourier-difference map, except for those of O13, and all the others were introduced at calculated positions. All were treated as riding atoms with an isotropic displacement parameter equal to 1.2 times that of the parent atom. The highest residual electron density peaks are located near the metal atom, probably as a result of imperfect absorption corrections. 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^)+(0.1662P)^2^] 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 3280 _refine_ls_number_parameters 280 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.1156 _refine_ls_R_factor_gt 0.0850 _refine_ls_wR_factor_ref 0.2490 _refine_ls_wR_factor_gt 0.2279 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 1.000 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 25.68 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 3.544 _refine_diff_density_min -2.265 _refine_diff_density_rms 0.329 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 Gd Gd -0.24297(9) 0.95554(7) -0.04674(6) 0.0398(3) Uani 1 1 d . . . O1 O -0.1419(13) 0.7142(10) 0.0811(9) 0.045(3) Uani 1 1 d . . . O2 O 0.0699(14) 0.8664(11) 0.0137(9) 0.046(3) Uani 1 1 d . . . O3 O 0.4665(12) 0.8598(11) 0.0249(10) 0.047(3) Uani 1 1 d . . . O4 O 0.5105(16) 0.6609(10) -0.0244(9) 0.047(3) Uani 1 1 d . . . O5 O 0.6203(16) 0.4233(12) 0.4253(10) 0.056(3) Uani 1 1 d . . . O6 O 0.5802(14) 0.0205(12) 0.7987(9) 0.049(3) Uani 1 1 d . . . O7 O 0.2779(13) 0.0519(11) 0.8498(8) 0.042(2) Uani 1 1 d . . . O8 O 0.3063(16) -0.1988(10) 0.7659(10) 0.053(3) Uani 1 1 d . . . H8 H 0.2826 -0.2652 0.8165 0.064 Uiso 1 1 d R . . O9 O 0.0897(19) -0.1888(12) 0.6575(11) 0.065(3) Uani 1 1 d . . . O10 O -0.0530(14) 1.0545(11) -0.2118(9) 0.047(3) Uani 1 1 d . . . H10A H 0.0490 1.0741 -0.2002 0.056 Uiso 1 1 d R . . H10B H -0.0389 1.0566 -0.2853 0.056 Uiso 1 1 d R . . O11 O -0.1820(15) 0.7749(11) -0.1441(10) 0.056(3) Uani 1 1 d . . . H11A H -0.2583 0.6980 -0.1370 0.067 Uiso 1 1 d R . . H11B H -0.1056 0.7730 -0.1947 0.067 Uiso 1 1 d R . . O12 O -0.0980(18) 1.2370(13) -0.4313(11) 0.067(3) Uani 1 1 d . . . H12A H -0.2035 1.2434 -0.4119 0.080 Uiso 1 1 d R . . H12B H -0.0792 1.1986 -0.4802 0.080 Uiso 1 1 d R . . O13 O 0.1983(16) -0.4313(11) 0.9161(10) 0.054(3) Uani 1 1 d . . . C1 C 0.141(2) 0.6534(15) 0.1579(15) 0.049(4) Uani 1 1 d . . . C2 C 0.330(2) 0.6560(15) 0.1400(14) 0.047(4) Uani 1 1 d . . . C3 C 0.443(2) 0.5660(13) 0.2266(12) 0.041(3) Uani 1 1 d . . . H3 H 0.5702 0.5672 0.2177 0.049 Uiso 1 1 calc R . . C4 C 0.357(2) 0.4786(14) 0.3223(15) 0.047(4) Uani 1 1 d . . . C5 C 0.165(2) 0.4767(15) 0.3386(15) 0.051(4) Uani 1 1 d . . . H5 H 0.1094 0.4171 0.4022 0.061 Uiso 1 1 calc R . . C6 C 0.057(2) 0.5675(15) 0.2564(13) 0.045(4) Uani 1 1 d . . . H6 H -0.0706 0.5702 0.2676 0.054 Uiso 1 1 calc R . . C7 C 0.014(2) 0.7440(15) 0.0852(16) 0.050(4) Uani 1 1 d . . . C8 C 0.442(2) 0.7252(17) 0.0366(16) 0.054(4) Uani 1 1 d . . . C9 C 0.473(3) 0.3901(17) 0.4124(15) 0.051(4) Uani 1 1 d . . . C10 C 0.406(2) 0.2531(18) 0.4807(15) 0.051(4) Uani 1 1 d . . . C11 C 0.435(2) 0.2053(16) 0.5937(13) 0.046(4) Uani 1 1 d . . . H11 H 0.4945 0.2595 0.6251 0.055 Uiso 1 1 calc R . . C12 C 0.3755(19) 0.0785(16) 0.6598(11) 0.044(4) Uani 1 1 d D . . C13 C 0.283(2) -0.0022(14) 0.6139(14) 0.053(4) Uani 1 1 d D . . C14 C 0.260(2) 0.0438(17) 0.5006(15) 0.050(4) Uani 1 1 d . . . H14 H 0.2047 -0.0119 0.4684 0.060 Uiso 1 1 calc R . . C15 C 0.318(2) 0.1726(18) 0.4346(13) 0.049(4) Uani 1 1 d . . . H15 H 0.2974 0.2036 0.3597 0.059 Uiso 1 1 calc R . . C16 C 0.415(2) 0.0442(14) 0.7811(11) 0.045(4) Uani 1 1 d D . . C17 C 0.218(2) -0.1429(14) 0.6830(14) 0.047(4) Uani 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 Gd 0.0347(5) 0.0373(5) 0.0495(5) -0.0146(3) -0.0085(3) -0.0005(3) O1 0.026(6) 0.041(6) 0.066(7) -0.012(5) -0.006(5) 0.001(4) O2 0.043(6) 0.058(7) 0.054(7) -0.042(6) -0.009(5) 0.004(5) O3 0.021(5) 0.065(7) 0.074(8) -0.052(6) 0.000(5) -0.001(5) O4 0.054(7) 0.034(5) 0.052(7) -0.009(5) -0.007(5) -0.003(5) O5 0.045(7) 0.062(7) 0.064(8) -0.016(6) -0.016(5) -0.011(6) O6 0.033(6) 0.066(7) 0.041(6) -0.007(5) -0.011(5) 0.003(5) O7 0.026(5) 0.058(6) 0.044(6) -0.016(5) -0.009(4) -0.005(5) O8 0.071(8) 0.033(5) 0.054(7) 0.001(5) -0.032(6) -0.003(5) O9 0.070(9) 0.045(6) 0.080(9) -0.006(6) -0.026(7) -0.015(6) O10 0.040(6) 0.057(6) 0.050(7) -0.023(5) 0.001(5) -0.013(5) O11 0.052(7) 0.056(7) 0.071(8) -0.039(6) -0.002(6) -0.002(5) O12 0.057(8) 0.070(8) 0.082(9) -0.035(7) -0.004(7) -0.004(6) O13 0.059(7) 0.038(6) 0.061(7) -0.008(5) -0.008(6) -0.005(5) C1 0.036(9) 0.038(8) 0.079(12) -0.020(8) -0.017(8) -0.002(7) C2 0.053(10) 0.034(8) 0.057(10) -0.012(7) -0.016(8) -0.007(7) C3 0.061(10) 0.020(6) 0.035(8) 0.006(6) -0.020(7) 0.000(6) C4 0.041(9) 0.028(7) 0.068(11) -0.005(7) -0.020(8) 0.004(6) C5 0.058(11) 0.024(7) 0.058(10) 0.003(7) 0.000(8) 0.006(7) C6 0.027(8) 0.044(8) 0.051(10) 0.005(7) -0.006(6) 0.009(6) C7 0.039(10) 0.030(8) 0.077(12) -0.011(8) -0.009(8) 0.007(7) C8 0.042(9) 0.047(9) 0.083(13) -0.035(10) -0.008(8) -0.003(7) C9 0.055(11) 0.042(8) 0.054(10) -0.012(8) -0.007(8) 0.008(8) C10 0.033(8) 0.058(10) 0.068(12) -0.028(9) -0.014(7) 0.003(7) C11 0.052(10) 0.046(9) 0.042(9) -0.009(7) -0.012(7) -0.017(7) C12 0.027(8) 0.047(8) 0.056(10) -0.014(7) -0.009(6) 0.008(6) C13 0.048(10) 0.054(10) 0.056(11) -0.014(8) -0.016(8) 0.002(8) C14 0.041(9) 0.052(10) 0.062(11) -0.024(8) -0.019(7) 0.006(7) C15 0.061(11) 0.062(10) 0.032(8) -0.025(8) -0.010(7) -0.001(8) C16 0.065(12) 0.032(7) 0.045(9) -0.017(7) -0.006(8) -0.011(7) C17 0.041(9) 0.044(9) 0.061(11) -0.021(8) -0.003(8) -0.005(7) _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 Gd O6 2.360(10) 1_464 ? Gd O10 2.387(10) . ? Gd O3 2.396(9) 2_575 ? Gd O3 2.405(10) 1_455 ? Gd O7 2.451(10) 2_566 ? Gd O11 2.452(10) . ? Gd O2 2.459(10) 2_575 ? Gd O2 2.492(10) . ? Gd O1 2.573(10) . ? O1 C7 1.226(19) . ? O2 C7 1.37(2) . ? O2 Gd 2.459(10) 2_575 ? O3 C8 1.347(19) . ? O3 Gd 2.396(9) 2_575 ? O3 Gd 2.405(10) 1_655 ? O4 C8 1.181(19) . ? O5 C9 1.21(2) . ? O6 C16 1.241(19) . ? O6 Gd 2.360(10) 1_646 ? O7 C16 1.264(18) . ? O7 Gd 2.451(10) 2_566 ? O8 C17 1.251(19) . ? O8 H8 0.7952 . ? O9 C17 1.205(19) . ? O10 H10A 0.8340 . ? O10 H10B 0.9163 . ? O11 H11A 0.9807 . ? O11 H11B 0.8037 . ? O12 H12A 0.7861 . ? O12 H12B 0.8105 . ? C1 C2 1.38(2) . ? C1 C6 1.41(2) . ? C1 C7 1.43(2) . ? C2 C3 1.47(2) . ? C2 C8 1.49(3) . ? C3 C4 1.40(2) . ? C3 H3 0.9300 . ? C4 C5 1.40(2) . ? C4 C9 1.51(2) . ? C5 C6 1.42(2) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C9 C10 1.49(3) . ? C10 C15 1.37(2) . ? C10 C11 1.40(2) . ? C11 C12 1.39(2) . ? C11 H11 0.9300 . ? C12 C13 1.39(2) . ? C12 C16 1.523(19) . ? C13 C14 1.39(2) . ? C13 C17 1.522(10) . ? C14 C15 1.40(2) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O6 Gd O10 70.3(4) 1_464 . ? O6 Gd O3 72.1(4) 1_464 2_575 ? O10 Gd O3 105.5(4) . 2_575 ? O6 Gd O3 75.4(4) 1_464 1_455 ? O10 Gd O3 144.7(4) . 1_455 ? O3 Gd O3 71.0(4) 2_575 1_455 ? O6 Gd O7 139.1(3) 1_464 2_566 ? O10 Gd O7 139.1(3) . 2_566 ? O3 Gd O7 72.1(4) 2_575 2_566 ? O3 Gd O7 74.7(3) 1_455 2_566 ? O6 Gd O11 71.8(4) 1_464 . ? O10 Gd O11 74.1(4) . . ? O3 Gd O11 141.5(4) 2_575 . ? O3 Gd O11 87.4(3) 1_455 . ? O7 Gd O11 133.3(4) 2_566 . ? O6 Gd O2 118.3(4) 1_464 2_575 ? O10 Gd O2 71.3(4) . 2_575 ? O3 Gd O2 74.0(3) 2_575 2_575 ? O3 Gd O2 135.5(3) 1_455 2_575 ? O7 Gd O2 68.9(3) 2_566 2_575 ? O11 Gd O2 136.6(4) . 2_575 ? O6 Gd O2 143.6(4) 1_464 . ? O10 Gd O2 78.6(4) . . ? O3 Gd O2 136.3(3) 2_575 . ? O3 Gd O2 129.1(4) 1_455 . ? O7 Gd O2 77.3(3) 2_566 . ? O11 Gd O2 82.0(3) . . ? O2 Gd O2 66.2(4) 2_575 . ? O6 Gd O1 131.3(4) 1_464 . ? O10 Gd O1 119.2(3) . . ? O3 Gd O1 134.0(4) 2_575 . ? O3 Gd O1 78.1(4) 1_455 . ? O7 Gd O1 67.4(3) 2_566 . ? O11 Gd O1 66.9(4) . . ? O2 Gd O1 109.3(4) 2_575 . ? O2 Gd O1 52.0(3) . . ? C7 O1 Gd 94.5(9) . . ? C7 O2 Gd 129.9(10) . 2_575 ? C7 O2 Gd 94.6(9) . . ? Gd O2 Gd 113.8(4) 2_575 . ? C8 O3 Gd 129.0(9) . 2_575 ? C8 O3 Gd 121.6(9) . 1_655 ? Gd O3 Gd 109.0(4) 2_575 1_655 ? C16 O6 Gd 137.7(9) . 1_646 ? C16 O7 Gd 133.7(9) . 2_566 ? C17 O8 H8 127.9 . . ? Gd O10 H10A 114.1 . . ? Gd O10 H10B 139.2 . . ? H10A O10 H10B 103.8 . . ? Gd O11 H11A 126.5 . . ? Gd O11 H11B 127.3 . . ? H11A O11 H11B 105.5 . . ? H12A O12 H12B 111.2 . . ? C2 C1 C6 121.2(15) . . ? C2 C1 C7 124.2(16) . . ? C6 C1 C7 114.4(14) . . ? C1 C2 C3 118.3(15) . . ? C1 C2 C8 128.4(15) . . ? C3 C2 C8 112.8(14) . . ? C4 C3 C2 119.4(15) . . ? C4 C3 H3 120.3 . . ? C2 C3 H3 120.3 . . ? C3 C4 C5 121.5(14) . . ? C3 C4 C9 119.0(14) . . ? C5 C4 C9 119.4(15) . . ? C4 C5 C6 118.7(14) . . ? C4 C5 H5 120.6 . . ? C6 C5 H5 120.6 . . ? C1 C6 C5 120.8(14) . . ? C1 C6 H6 119.6 . . ? C5 C6 H6 119.6 . . ? O1 C7 O2 117.7(14) . . ? O1 C7 C1 122.7(14) . . ? O2 C7 C1 119.5(14) . . ? O4 C8 O3 124.9(17) . . ? O4 C8 C2 120.5(14) . . ? O3 C8 C2 114.4(14) . . ? O5 C9 C10 120.4(15) . . ? O5 C9 C4 121.9(15) . . ? C10 C9 C4 117.6(15) . . ? C15 C10 C11 119.3(16) . . ? C15 C10 C9 121.3(17) . . ? C11 C10 C9 119.4(15) . . ? C12 C11 C10 121.1(14) . . ? C12 C11 H11 119.4 . . ? C10 C11 H11 119.4 . . ? C11 C12 C13 119.8(13) . . ? C11 C12 C16 114.0(13) . . ? C13 C12 C16 126.1(14) . . ? C14 C13 C12 118.8(13) . . ? C14 C13 C17 119.5(15) . . ? C12 C13 C17 121.5(14) . . ? C13 C14 C15 121.0(15) . . ? C13 C14 H14 119.5 . . ? C15 C14 H14 119.5 . . ? C10 C15 C14 119.8(16) . . ? C10 C15 H15 120.1 . . ? C14 C15 H15 120.1 . . ? O6 C16 O7 128.2(12) . . ? O6 C16 C12 115.5(13) . . ? O7 C16 C12 116.1(14) . . ? O9 C17 O8 126.1(13) . . ? O9 C17 C13 120.4(16) . . ? O8 C17 C13 113.4(14) . . ? 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 O8 H8 O13 0.80 1.89 2.672(15) 168.4 . O10 H10A O7 0.83 1.83 2.629(13) 160.0 1_564 O10 H10B O12 0.92 2.22 2.873(18) 127.7 . O11 H11A O4 0.98 2.08 2.730(16) 122.4 1_455 O11 H11B O9 0.80 2.18 2.976(19) 169.0 1_564 O12 H12A O5 0.79 2.66 3.014(18) 109.2 1_464 O12 H12B O9 0.81 2.28 3.028(19) 153.4 2_565 #===END data_5 _database_code_depnum_ccdc_archive 'CCDC 764303' #TrackingRef 'CIF.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H15 O13 Tb' _chemical_formula_weight 586.21 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.3207(7) _cell_length_b 10.0387(12) _cell_length_c 12.6282(18) _cell_angle_alpha 72.998(6) _cell_angle_beta 83.552(7) _cell_angle_gamma 83.817(7) _cell_volume 879.13(19) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 32048 _cell_measurement_theta_min 2.13 _cell_measurement_theta_max 25.68 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.215 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 572 _exptl_absorpt_coefficient_mu 4.101 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.696 _exptl_absorpt_correction_T_max 0.849 _exptl_absorpt_process_details 'SCALEPACK (Otwinowski & Minor, 1997)' _exptl_special_details 'crystal-to-detector distance 30 mm' _diffrn_ambient_temperature 150(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 'Nonius Kappa-CCD area-detector diffractometer' _diffrn_measurement_method 'two \f and five \w scans with 2\% steps (500 frames)' _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 32048 _diffrn_reflns_av_R_equivalents 0.0876 _diffrn_reflns_av_sigmaI/netI 0.1054 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 25.68 _reflns_number_total 3336 _reflns_number_gt 2647 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1998)' _computing_cell_refinement 'HKL2000 (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL2000 (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)' _refine_special_details ; Structure solved by direct methods and subsequent Fourier-difference synthesis. All non-hydrogen atoms were refined with anisotropic displacement parameters. The H atoms bound to O atoms were found on a Fourier-difference map (except for those of O13) and all the others were introduced at calculated positions. All were treated as riding atoms with an isotropic displacement parameter equal to 1.2 times that of the parent atom. 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^)+(0.1136P)^2^] 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 3336 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0853 _refine_ls_R_factor_gt 0.0666 _refine_ls_wR_factor_ref 0.1829 _refine_ls_wR_factor_gt 0.1737 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.68 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 2.967 _refine_diff_density_min -1.606 _refine_diff_density_rms 0.424 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 Tb Tb -0.24334(7) 0.95600(5) -0.04621(5) 0.0297(2) Uani 1 1 d . . . O1 O -0.1445(11) 0.7159(8) 0.0784(8) 0.0365(19) Uani 1 1 d . . . O2 O 0.0709(11) 0.8645(8) 0.0160(7) 0.0316(18) Uani 1 1 d . . . O3 O 0.4685(11) 0.8571(8) 0.0263(7) 0.0317(18) Uani 1 1 d . . . O4 O 0.5082(13) 0.6618(9) -0.0247(8) 0.041(2) Uani 1 1 d . . . O5 O 0.6216(13) 0.4255(10) 0.4255(9) 0.050(2) Uani 1 1 d . . . O6 O 0.5818(11) 0.0210(9) 0.7982(7) 0.039(2) Uani 1 1 d . . . O7 O 0.2785(11) 0.0528(9) 0.8510(7) 0.0350(19) Uani 1 1 d . . . O8 O 0.3054(14) -0.1998(9) 0.7665(8) 0.047(2) Uani 1 1 d . . . H8 H 0.2653 -0.2687 0.8057 0.056 Uiso 1 1 d R . . O9 O 0.0900(15) -0.1859(11) 0.6544(10) 0.059(3) Uani 1 1 d . . . O10 O -0.0546(12) 1.0520(9) -0.2105(7) 0.038(2) Uani 1 1 d . . . H10A H 0.0607 1.0803 -0.2012 0.046 Uiso 1 1 d R . . H10B H -0.0719 1.0889 -0.2791 0.046 Uiso 1 1 d R . . O11 O -0.1822(13) 0.7772(9) -0.1432(8) 0.042(2) Uani 1 1 d . . . H11A H -0.2695 0.7424 -0.1533 0.050 Uiso 1 1 d R . . H11B H -0.0972 0.7868 -0.1924 0.050 Uiso 1 1 d R . . O12 O -0.0961(16) 1.2364(11) -0.4309(10) 0.058(3) Uani 1 1 d . . . H12A H -0.2087 1.2888 -0.4466 0.070 Uiso 1 1 d R . . H12B H -0.0621 1.2190 -0.5034 0.070 Uiso 1 1 d R . . O13 O 0.1991(14) -0.4312(9) 0.9155(8) 0.045(2) Uani 1 1 d . . . C1 C 0.1412(16) 0.6524(11) 0.1582(11) 0.034(3) Uani 1 1 d . . . C2 C 0.3333(18) 0.6529(11) 0.1422(11) 0.035(3) Uani 1 1 d . . . C3 C 0.4406(17) 0.5658(12) 0.2276(10) 0.033(3) Uani 1 1 d . . . H3 H 0.5683 0.5671 0.2188 0.040 Uiso 1 1 calc R . . C4 C 0.3571(18) 0.4786(12) 0.3243(11) 0.037(3) Uani 1 1 d . . . C5 C 0.1665(18) 0.4785(12) 0.3397(12) 0.040(3) Uani 1 1 d . . . H5 H 0.1104 0.4210 0.4041 0.047 Uiso 1 1 calc R . . C6 C 0.0574(18) 0.5671(12) 0.2560(12) 0.039(3) Uani 1 1 d . . . H6 H -0.0705 0.5684 0.2666 0.046 Uiso 1 1 calc R . . C7 C 0.0169(17) 0.7459(12) 0.0805(11) 0.036(3) Uani 1 1 d . . . C8 C 0.4416(17) 0.7276(12) 0.0395(10) 0.033(3) Uani 1 1 d . . . C9 C 0.4717(19) 0.3896(14) 0.4115(12) 0.043(3) Uani 1 1 d . . . C10 C 0.4059(18) 0.2541(13) 0.4820(11) 0.037(3) Uani 1 1 d . . . C11 C 0.4380(17) 0.2085(12) 0.5917(11) 0.037(3) Uani 1 1 d . . . H11 H 0.5007 0.2629 0.6216 0.045 Uiso 1 1 calc R . . C12 C 0.3774(18) 0.0795(13) 0.6608(10) 0.036(3) Uani 1 1 d . . . C13 C 0.2861(18) -0.0014(13) 0.6141(11) 0.037(3) Uani 1 1 d . . . C14 C 0.2598(17) 0.0437(12) 0.5015(12) 0.039(3) Uani 1 1 d . . . H14 H 0.2042 -0.0125 0.4696 0.046 Uiso 1 1 calc R . . C15 C 0.3162(19) 0.1726(13) 0.4360(12) 0.041(3) Uani 1 1 d . . . H15 H 0.2935 0.2038 0.3613 0.050 Uiso 1 1 calc R . . C16 C 0.4158(17) 0.0447(12) 0.7805(10) 0.034(3) Uani 1 1 d . . . C17 C 0.2186(18) -0.1397(13) 0.6798(12) 0.039(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Tb 0.0283(3) 0.0261(3) 0.0337(4) -0.0054(2) -0.0061(2) -0.0031(2) O1 0.033(5) 0.031(4) 0.044(5) -0.008(4) -0.002(4) 0.000(3) O2 0.033(4) 0.027(4) 0.036(5) -0.009(4) -0.009(4) 0.002(3) O3 0.029(4) 0.030(4) 0.033(5) -0.005(3) 0.003(3) -0.005(3) O4 0.045(5) 0.032(4) 0.046(6) -0.013(4) -0.001(4) -0.007(4) O5 0.043(6) 0.043(5) 0.058(6) 0.000(5) -0.012(5) -0.012(4) O6 0.028(5) 0.053(5) 0.037(5) -0.011(4) -0.005(4) -0.001(4) O7 0.034(5) 0.037(4) 0.032(5) -0.005(4) -0.008(4) -0.006(4) O8 0.065(6) 0.028(4) 0.045(6) 0.002(4) -0.022(5) -0.010(4) O9 0.059(7) 0.051(6) 0.064(7) 0.002(5) -0.029(6) -0.023(5) O10 0.041(5) 0.038(5) 0.035(5) -0.007(4) -0.003(4) -0.008(4) O11 0.046(5) 0.036(5) 0.047(6) -0.021(4) 0.004(4) -0.008(4) O12 0.063(7) 0.049(6) 0.061(7) -0.011(5) -0.015(6) 0.001(5) O13 0.058(6) 0.030(4) 0.048(6) -0.007(4) -0.008(5) -0.009(4) C1 0.032(6) 0.019(5) 0.046(7) 0.001(5) -0.005(5) -0.005(4) C2 0.043(7) 0.021(5) 0.041(7) -0.005(5) -0.011(6) -0.001(5) C3 0.035(6) 0.027(6) 0.036(7) -0.001(5) -0.009(5) -0.008(5) C4 0.042(7) 0.022(5) 0.043(7) 0.001(5) -0.018(6) -0.001(5) C5 0.041(7) 0.023(6) 0.046(8) 0.005(5) -0.005(6) -0.002(5) C6 0.033(7) 0.030(6) 0.049(8) -0.002(6) -0.007(6) -0.003(5) C7 0.034(7) 0.029(6) 0.046(8) -0.007(5) -0.011(6) -0.004(5) C8 0.034(6) 0.028(6) 0.037(7) -0.009(5) -0.004(5) -0.005(5) C9 0.041(8) 0.040(7) 0.043(8) -0.004(6) -0.003(6) 0.000(6) C10 0.041(7) 0.039(7) 0.030(7) -0.009(5) -0.009(5) 0.003(5) C11 0.033(7) 0.030(6) 0.045(8) -0.004(5) -0.005(6) -0.008(5) C12 0.039(7) 0.035(6) 0.031(7) -0.005(5) -0.008(5) -0.001(5) C13 0.039(7) 0.032(6) 0.039(7) -0.010(5) -0.001(6) -0.001(5) C14 0.035(7) 0.033(6) 0.050(8) -0.011(6) -0.015(6) -0.004(5) C15 0.046(8) 0.033(6) 0.041(8) -0.004(6) -0.012(6) 0.005(6) C16 0.039(7) 0.026(6) 0.035(7) -0.005(5) 0.000(6) -0.007(5) C17 0.036(7) 0.037(7) 0.045(8) -0.012(6) -0.005(6) -0.001(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Tb O6 2.358(9) 1_464 ? Tb O10 2.370(9) . ? Tb O3 2.400(8) 1_455 ? Tb O3 2.412(8) 2_575 ? Tb O7 2.427(8) 2_566 ? Tb O11 2.431(8) . ? Tb O2 2.447(8) 2_575 ? Tb O2 2.506(8) . ? Tb O1 2.544(8) . ? O1 C7 1.255(15) . ? O2 C7 1.304(15) . ? O2 Tb 2.447(8) 2_575 ? O3 C8 1.296(14) . ? O3 Tb 2.400(8) 1_655 ? O3 Tb 2.412(8) 2_575 ? O4 C8 1.219(15) . ? O5 C9 1.238(17) . ? O6 C16 1.245(15) . ? O6 Tb 2.358(9) 1_646 ? O7 C16 1.278(15) . ? O7 Tb 2.427(8) 2_566 ? O8 C17 1.286(16) . ? O8 H8 0.7879 . ? O9 C17 1.205(16) . ? O10 H10A 0.9492 . ? O10 H10B 0.8548 . ? O11 H11A 0.7994 . ? O11 H11B 0.8206 . ? O12 H12A 0.9373 . ? O12 H12B 0.9806 . ? C1 C2 1.398(17) . ? C1 C6 1.400(18) . ? C1 C7 1.467(16) . ? C2 C3 1.427(16) . ? C2 C8 1.484(18) . ? C3 C4 1.398(18) . ? C3 H3 0.9300 . ? C4 C5 1.387(18) . ? C4 C9 1.478(17) . ? C5 C6 1.426(17) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C9 C10 1.487(19) . ? C10 C11 1.365(18) . ? C10 C15 1.386(19) . ? C11 C12 1.418(17) . ? C11 H11 0.9300 . ? C12 C13 1.393(18) . ? C12 C16 1.500(18) . ? C13 C14 1.39(2) . ? C13 C17 1.498(18) . ? C14 C15 1.393(18) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O6 Tb O10 69.6(3) 1_464 . ? O6 Tb O3 76.5(3) 1_464 1_455 ? O10 Tb O3 144.7(3) . 1_455 ? O6 Tb O3 71.9(3) 1_464 2_575 ? O10 Tb O3 105.5(3) . 2_575 ? O3 Tb O3 71.9(3) 1_455 2_575 ? O6 Tb O7 139.6(3) 1_464 2_566 ? O10 Tb O7 140.0(3) . 2_566 ? O3 Tb O7 74.2(3) 1_455 2_566 ? O3 Tb O7 72.9(3) 2_575 2_566 ? O6 Tb O11 71.5(3) 1_464 . ? O10 Tb O11 73.3(3) . . ? O3 Tb O11 87.2(3) 1_455 . ? O3 Tb O11 141.2(3) 2_575 . ? O7 Tb O11 133.2(3) 2_566 . ? O6 Tb O2 117.3(3) 1_464 2_575 ? O10 Tb O2 71.2(3) . 2_575 ? O3 Tb O2 136.2(3) 1_455 2_575 ? O3 Tb O2 73.9(3) 2_575 2_575 ? O7 Tb O2 70.1(3) 2_566 2_575 ? O11 Tb O2 136.2(3) . 2_575 ? O6 Tb O2 143.4(3) 1_464 . ? O10 Tb O2 79.0(3) . . ? O3 Tb O2 127.8(3) 1_455 . ? O3 Tb O2 136.8(3) 2_575 . ? O7 Tb O2 77.1(3) 2_566 . ? O11 Tb O2 81.8(3) . . ? O2 Tb O2 67.0(3) 2_575 . ? O6 Tb O1 130.7(3) 1_464 . ? O10 Tb O1 118.7(3) . . ? O3 Tb O1 77.0(3) 1_455 . ? O3 Tb O1 134.9(3) 2_575 . ? O7 Tb O1 67.7(3) 2_566 . ? O11 Tb O1 66.3(3) . . ? O2 Tb O1 110.7(3) 2_575 . ? O2 Tb O1 51.8(3) . . ? C7 O1 Tb 93.9(7) . . ? C7 O2 Tb 133.1(8) . 2_575 ? C7 O2 Tb 94.4(7) . . ? Tb O2 Tb 113.0(3) 2_575 . ? C8 O3 Tb 123.6(7) . 1_655 ? C8 O3 Tb 128.0(7) . 2_575 ? Tb O3 Tb 108.1(3) 1_655 2_575 ? C16 O6 Tb 137.2(8) . 1_646 ? C16 O7 Tb 134.8(8) . 2_566 ? C17 O8 H8 115.4 . . ? Tb O10 H10A 116.6 . . ? Tb O10 H10B 135.6 . . ? H10A O10 H10B 105.5 . . ? Tb O11 H11A 116.8 . . ? Tb O11 H11B 117.6 . . ? H11A O11 H11B 115.9 . . ? H12A O12 H12B 98.7 . . ? C2 C1 C6 120.3(11) . . ? C2 C1 C7 123.3(11) . . ? C6 C1 C7 116.3(11) . . ? C1 C2 C3 118.6(11) . . ? C1 C2 C8 126.2(11) . . ? C3 C2 C8 114.9(11) . . ? C4 C3 C2 121.1(11) . . ? C4 C3 H3 119.4 . . ? C2 C3 H3 119.4 . . ? C5 C4 C3 120.0(11) . . ? C5 C4 C9 120.0(12) . . ? C3 C4 C9 120.0(12) . . ? C4 C5 C6 119.5(12) . . ? C4 C5 H5 120.2 . . ? C6 C5 H5 120.2 . . ? C1 C6 C5 120.5(12) . . ? C1 C6 H6 119.7 . . ? C5 C6 H6 119.7 . . ? O1 C7 O2 119.2(11) . . ? O1 C7 C1 120.7(11) . . ? O2 C7 C1 120.0(10) . . ? O4 C8 O3 123.7(11) . . ? O4 C8 C2 118.2(10) . . ? O3 C8 C2 118.0(10) . . ? O5 C9 C4 121.0(12) . . ? O5 C9 C10 119.9(12) . . ? C4 C9 C10 119.1(12) . . ? C11 C10 C15 120.0(12) . . ? C11 C10 C9 119.9(12) . . ? C15 C10 C9 120.1(12) . . ? C10 C11 C12 121.1(12) . . ? C10 C11 H11 119.4 . . ? C12 C11 H11 119.4 . . ? C13 C12 C11 118.6(12) . . ? C13 C12 C16 125.9(11) . . ? C11 C12 C16 115.5(11) . . ? C14 C13 C12 119.9(12) . . ? C14 C13 C17 117.5(12) . . ? C12 C13 C17 122.6(12) . . ? C13 C14 C15 120.5(12) . . ? C13 C14 H14 119.8 . . ? C15 C14 H14 119.8 . . ? C10 C15 C14 120.0(13) . . ? C10 C15 H15 120.0 . . ? C14 C15 H15 120.0 . . ? O6 C16 O7 127.4(12) . . ? O6 C16 C12 115.2(11) . . ? O7 C16 C12 117.2(11) . . ? O9 C17 O8 124.2(13) . . ? O9 C17 C13 122.0(13) . . ? O8 C17 C13 113.8(11) . . ? 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 O8 H8 O13 0.79 1.87 2.654(13) 170.2 . O10 H10A O7 0.95 1.76 2.642(12) 153.9 1_564 O10 H10B O12 0.85 2.06 2.885(14) 160.8 . O11 H11A O4 0.80 2.20 2.740(13) 124.7 1_455 O11 H11B O9 0.82 2.21 3.017(16) 169.1 1_564 O12 H12A O5 0.94 2.20 3.024(14) 146.8 1_464 O12 H12B O9 0.98 2.06 3.004(17) 159.8 2_565