# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Hao-Ling Sun' _publ_contact_author_email haolingsun@bnu.edu.cn _publ_author_name 'Hao-Ling Sun' data_Eu _database_code_depnum_ccdc_archive 'CCDC 816425' #TrackingRef 'Eu.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C9 H8 Eu N O8' _chemical_formula_weight 410.12 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 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 9.78480(10) _cell_length_b 14.84350(10) _cell_length_c 8.42240(10) _cell_angle_alpha 90.00 _cell_angle_beta 96.7490(10) _cell_angle_gamma 90.00 _cell_volume 1214.80(2) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4336 _cell_measurement_theta_min 2.51 _cell_measurement_theta_max 28.40 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.242 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 784 _exptl_absorpt_coefficient_mu 5.199 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.4229 _exptl_absorpt_correction_T_max 0.5094 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7902 _diffrn_reflns_av_R_equivalents 0.0230 _diffrn_reflns_av_sigmaI/netI 0.0264 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 3.45 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2762 _reflns_number_gt 2480 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0236P)^2^+0.4215P] 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 2762 _refine_ls_number_parameters 180 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0241 _refine_ls_R_factor_gt 0.0205 _refine_ls_wR_factor_ref 0.0482 _refine_ls_wR_factor_gt 0.0467 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.060 _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 C1 C 0.2912(3) 0.2558(2) 0.2889(4) 0.0202(6) Uani 1 1 d . . . C2 C 0.4299(3) 0.2929(2) 0.2542(4) 0.0197(6) Uani 1 1 d . . . C3 C 0.5502(3) 0.2443(2) 0.2872(4) 0.0293(8) Uani 1 1 d . . . H3 H 0.5457 0.1868 0.3301 0.035 Uiso 1 1 calc R . . C4 C 0.6777(3) 0.2780(2) 0.2587(4) 0.0267(7) Uani 1 1 d . . . H4 H 0.7572 0.2434 0.2776 0.032 Uiso 1 1 calc R . . C5 C 0.6813(3) 0.3652(2) 0.2010(4) 0.0183(6) Uani 1 1 d . . . C6 C 0.8116(3) 0.4140(2) 0.1695(3) 0.0168(6) Uani 1 1 d . . . C7 C 0.5612(3) 0.4131(2) 0.1693(4) 0.0183(6) Uani 1 1 d . . . H7 H 0.5648 0.4718 0.1315 0.022 Uiso 1 1 calc R . . C8 C -0.0831(3) 0.4355(2) -0.2733(4) 0.0203(6) Uani 1 1 d . . . C9 C -0.1761(5) 0.4690(3) -0.4147(5) 0.0552(13) Uani 1 1 d . . . H9A H -0.1510 0.5295 -0.4389 0.083 Uiso 1 1 calc R . . H9B H -0.2696 0.4679 -0.3909 0.083 Uiso 1 1 calc R . . H9C H -0.1672 0.4310 -0.5052 0.083 Uiso 1 1 calc R . . Eu1 Eu 0.113678(13) 0.386350(9) 0.002374(16) 0.01324(6) Uani 1 1 d . . . N1 N 0.4377(2) 0.37726(15) 0.1915(3) 0.0159(5) Uani 1 1 d . . . O1 O 0.3297(2) 0.42919(14) 0.1545(3) 0.0243(5) Uani 1 1 d . . . O2 O 0.1845(2) 0.28770(16) 0.2179(3) 0.0324(6) Uani 1 1 d . . . O3 O 0.2985(2) 0.19387(14) 0.3905(3) 0.0245(5) Uani 1 1 d . . . O4 O 0.9193(2) 0.36828(14) 0.1672(3) 0.0244(5) Uani 1 1 d . . . O5 O 0.7982(2) 0.49707(13) 0.1500(3) 0.0214(5) Uani 1 1 d . . . O6 O -0.0017(2) 0.37291(14) -0.2875(3) 0.0283(5) Uani 1 1 d . . . O7 O -0.0001(3) 0.24172(15) -0.0460(3) 0.0285(5) Uani 1 1 d D . . H7A H 0.016(4) 0.208(2) -0.135(3) 0.056(9) Uiso 1 1 d D . . H7B H -0.001(5) 0.203(2) 0.041(3) 0.056(9) Uiso 1 1 d D . . O8 O -0.0885(2) 0.47167(13) -0.1369(2) 0.0183(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0159(14) 0.0240(16) 0.0212(15) 0.0038(13) 0.0039(12) -0.0046(12) C2 0.0175(14) 0.0204(15) 0.0214(15) 0.0050(13) 0.0029(12) -0.0042(12) C3 0.0208(16) 0.0224(17) 0.044(2) 0.0162(16) 0.0009(14) -0.0016(13) C4 0.0141(15) 0.0242(17) 0.042(2) 0.0125(15) 0.0037(13) 0.0014(12) C5 0.0155(14) 0.0193(15) 0.0211(15) 0.0020(12) 0.0062(11) -0.0034(11) C6 0.0133(13) 0.0212(15) 0.0170(14) -0.0001(12) 0.0064(11) -0.0023(12) C7 0.0154(14) 0.0175(14) 0.0224(15) 0.0046(12) 0.0037(11) -0.0011(12) C8 0.0226(15) 0.0162(15) 0.0215(15) 0.0002(12) 0.0001(12) -0.0018(12) C9 0.067(3) 0.070(3) 0.026(2) -0.007(2) -0.0066(19) 0.037(2) Eu1 0.01102(8) 0.01164(9) 0.01753(8) 0.00051(6) 0.00362(5) 0.00017(5) N1 0.0118(11) 0.0158(12) 0.0197(12) 0.0007(10) 0.0002(9) -0.0004(9) O1 0.0136(10) 0.0175(11) 0.0406(14) -0.0007(10) -0.0013(9) 0.0032(9) O2 0.0156(11) 0.0420(15) 0.0380(14) 0.0208(12) -0.0035(10) -0.0069(10) O3 0.0179(11) 0.0244(12) 0.0313(12) 0.0128(10) 0.0029(9) -0.0021(9) O4 0.0172(11) 0.0216(12) 0.0364(13) 0.0070(10) 0.0113(9) 0.0028(9) O5 0.0188(11) 0.0153(10) 0.0316(12) 0.0039(9) 0.0099(9) -0.0014(8) O6 0.0381(14) 0.0234(12) 0.0229(12) -0.0050(9) 0.0015(10) 0.0118(10) O7 0.0434(14) 0.0212(12) 0.0217(12) -0.0019(10) 0.0074(10) -0.0113(11) O8 0.0170(10) 0.0193(11) 0.0184(10) -0.0027(9) 0.0015(8) 0.0018(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 C1 O2 1.234(4) . ? C1 O3 1.253(4) . ? C1 C2 1.524(4) . ? C2 N1 1.364(4) . ? C2 C3 1.381(4) . ? C3 C4 1.391(4) . ? C3 H3 0.9300 . ? C4 C5 1.384(4) . ? C4 H4 0.9300 . ? C5 C7 1.373(4) . ? C5 C6 1.517(4) . ? C6 O5 1.249(3) . ? C6 O4 1.256(3) . ? C7 N1 1.353(4) . ? C7 H7 0.9300 . ? C8 O6 1.238(4) . ? C8 O8 1.275(4) . ? C8 C9 1.496(5) . ? C8 Eu1 2.929(3) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? Eu1 O2 2.372(2) . ? Eu1 O5 2.376(2) 3_665 ? Eu1 O8 2.419(2) 3_565 ? Eu1 O1 2.424(2) . ? Eu1 O7 2.431(2) . ? Eu1 O3 2.445(2) 4_565 ? Eu1 O4 2.497(2) 1_455 ? Eu1 O8 2.5195(19) . ? Eu1 O6 2.574(2) . ? Eu1 Eu1 4.0389(3) 3_565 ? N1 O1 1.316(3) . ? O3 Eu1 2.445(2) 4_566 ? O4 Eu1 2.497(2) 1_655 ? O5 Eu1 2.376(2) 3_665 ? O7 H7A 0.930(18) . ? O7 H7B 0.927(18) . ? O8 Eu1 2.419(2) 3_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 O2 C1 O3 126.1(3) . . ? O2 C1 C2 119.3(3) . . ? O3 C1 C2 114.6(3) . . ? N1 C2 C3 118.2(3) . . ? N1 C2 C1 119.8(3) . . ? C3 C2 C1 122.0(3) . . ? C2 C3 C4 122.5(3) . . ? C2 C3 H3 118.7 . . ? C4 C3 H3 118.7 . . ? C5 C4 C3 117.2(3) . . ? C5 C4 H4 121.4 . . ? C3 C4 H4 121.4 . . ? C7 C5 C4 119.8(3) . . ? C7 C5 C6 115.8(3) . . ? C4 C5 C6 124.4(3) . . ? O5 C6 O4 127.3(3) . . ? O5 C6 C5 114.7(2) . . ? O4 C6 C5 118.0(3) . . ? N1 C7 C5 121.8(3) . . ? N1 C7 H7 119.1 . . ? C5 C7 H7 119.1 . . ? O6 C8 O8 119.9(3) . . ? O6 C8 C9 120.7(3) . . ? O8 C8 C9 119.4(3) . . ? O6 C8 Eu1 61.27(16) . . ? O8 C8 Eu1 58.91(14) . . ? C9 C8 Eu1 174.4(3) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? O2 Eu1 O5 140.47(7) . 3_665 ? O2 Eu1 O8 102.47(8) . 3_565 ? O5 Eu1 O8 71.45(7) 3_665 3_565 ? O2 Eu1 O1 66.37(7) . . ? O5 Eu1 O1 75.25(7) 3_665 . ? O8 Eu1 O1 69.78(7) 3_565 . ? O2 Eu1 O7 70.72(8) . . ? O5 Eu1 O7 137.82(7) 3_665 . ? O8 Eu1 O7 141.08(8) 3_565 . ? O1 Eu1 O7 132.38(8) . . ? O2 Eu1 O3 80.30(8) . 4_565 ? O5 Eu1 O3 79.33(7) 3_665 4_565 ? O8 Eu1 O3 136.52(7) 3_565 4_565 ? O1 Eu1 O3 72.12(7) . 4_565 ? O7 Eu1 O3 81.39(8) . 4_565 ? O2 Eu1 O4 71.41(7) . 1_455 ? O5 Eu1 O4 136.62(7) 3_665 1_455 ? O8 Eu1 O4 72.97(7) 3_565 1_455 ? O1 Eu1 O4 114.08(8) . 1_455 ? O7 Eu1 O4 68.55(8) . 1_455 ? O3 Eu1 O4 143.91(7) 4_565 1_455 ? O2 Eu1 O8 144.05(7) . . ? O5 Eu1 O8 72.37(7) 3_665 . ? O8 Eu1 O8 70.28(7) 3_565 . ? O1 Eu1 O8 134.61(7) . . ? O7 Eu1 O8 92.68(7) . . ? O3 Eu1 O8 129.89(7) 4_565 . ? O4 Eu1 O8 72.86(7) 1_455 . ? O2 Eu1 O6 137.25(8) . . ? O5 Eu1 O6 71.97(7) 3_665 . ? O8 Eu1 O6 117.02(6) 3_565 . ? O1 Eu1 O6 141.22(8) . . ? O7 Eu1 O6 68.38(8) . . ? O3 Eu1 O6 81.86(7) 4_565 . ? O4 Eu1 O6 103.96(8) 1_455 . ? O8 Eu1 O6 50.55(6) . . ? O2 Eu1 C8 150.02(8) . . ? O5 Eu1 C8 68.71(8) 3_665 . ? O8 Eu1 C8 93.49(8) 3_565 . ? O1 Eu1 C8 143.59(8) . . ? O7 Eu1 C8 80.88(8) . . ? O3 Eu1 C8 105.23(8) 4_565 . ? O4 Eu1 C8 89.70(8) 1_455 . ? O8 Eu1 C8 25.69(7) . . ? O6 Eu1 C8 24.95(7) . . ? O2 Eu1 Eu1 129.37(6) . 3_565 ? O5 Eu1 Eu1 67.70(5) 3_665 3_565 ? O8 Eu1 Eu1 35.96(5) 3_565 3_565 ? O1 Eu1 Eu1 103.36(5) . 3_565 ? O7 Eu1 Eu1 119.68(6) . 3_565 ? O3 Eu1 Eu1 146.58(5) 4_565 3_565 ? O4 Eu1 Eu1 68.94(5) 1_455 3_565 ? O8 Eu1 Eu1 34.32(4) . 3_565 ? O6 Eu1 Eu1 82.86(5) . 3_565 ? C8 Eu1 Eu1 58.29(6) . 3_565 ? O1 N1 C7 116.3(2) . . ? O1 N1 C2 123.3(2) . . ? C7 N1 C2 120.4(2) . . ? N1 O1 Eu1 126.72(16) . . ? C1 O2 Eu1 139.6(2) . . ? C1 O3 Eu1 129.46(18) . 4_566 ? C6 O4 Eu1 130.28(19) . 1_655 ? C6 O5 Eu1 138.71(19) . 3_665 ? C8 O6 Eu1 93.78(18) . . ? Eu1 O7 H7A 120(2) . . ? Eu1 O7 H7B 117(2) . . ? H7A O7 H7B 109(2) . . ? C8 O8 Eu1 143.77(19) . 3_565 ? C8 O8 Eu1 95.40(17) . . ? Eu1 O8 Eu1 109.72(7) 3_565 . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.853 _refine_diff_density_min -0.614 _refine_diff_density_rms 0.112 # Attachment 'Gd.cif' data_Gd _database_code_depnum_ccdc_archive 'CCDC 816426' #TrackingRef 'Gd.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C9 H8 Gd N O8' _chemical_formula_weight 415.41 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' Gd Gd -0.1653 3.9035 '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 9.7677(2) _cell_length_b 14.8211(3) _cell_length_c 8.4033(2) _cell_angle_alpha 90.00 _cell_angle_beta 96.4210(10) _cell_angle_gamma 90.00 _cell_volume 1208.90(5) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3519 _cell_measurement_theta_min 2.51 _cell_measurement_theta_max 27.64 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 2.282 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 788 _exptl_absorpt_coefficient_mu 5.522 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.4047 _exptl_absorpt_correction_T_max 0.4914 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6646 _diffrn_reflns_av_R_equivalents 0.0223 _diffrn_reflns_av_sigmaI/netI 0.0293 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.51 _diffrn_reflns_theta_max 27.68 _reflns_number_total 2781 _reflns_number_gt 2469 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0221P)^2^+0.4408P] 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 2781 _refine_ls_number_parameters 180 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0254 _refine_ls_R_factor_gt 0.0209 _refine_ls_wR_factor_ref 0.0482 _refine_ls_wR_factor_gt 0.0463 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.041 _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 C1 C 0.2900(3) 0.2569(2) 0.2888(4) 0.0201(7) Uani 1 1 d . . . C2 C 0.4287(3) 0.2935(2) 0.2537(4) 0.0205(7) Uani 1 1 d . . . C3 C 0.5482(3) 0.2448(2) 0.2881(5) 0.0288(8) Uani 1 1 d . . . H3 H 0.5434 0.1874 0.3317 0.035 Uiso 1 1 calc R . . C4 C 0.6757(3) 0.2787(2) 0.2598(4) 0.0281(8) Uani 1 1 d . . . H4 H 0.7550 0.2439 0.2788 0.034 Uiso 1 1 calc R . . C5 C 0.6808(3) 0.3659(2) 0.2025(4) 0.0175(6) Uani 1 1 d . . . C6 C 0.8118(3) 0.4146(2) 0.1701(4) 0.0168(6) Uani 1 1 d . . . C7 C 0.5607(3) 0.4135(2) 0.1686(4) 0.0180(6) Uani 1 1 d . . . H7 H 0.5645 0.4721 0.1296 0.022 Uiso 1 1 calc R . . C8 C -0.0826(3) 0.4353(2) -0.2718(4) 0.0210(7) Uani 1 1 d . . . C9 C -0.1756(5) 0.4691(3) -0.4130(5) 0.0538(13) Uani 1 1 d . . . H9A H -0.1405 0.5250 -0.4491 0.081 Uiso 1 1 calc R . . H9B H -0.2664 0.4784 -0.3825 0.081 Uiso 1 1 calc R . . H9C H -0.1795 0.4254 -0.4978 0.081 Uiso 1 1 calc R . . Gd1 Gd 0.112889(14) 0.386623(9) 0.002402(17) 0.01344(6) Uani 1 1 d . . . N1 N 0.4366(3) 0.37766(16) 0.1904(3) 0.0167(5) Uani 1 1 d . . . O1 O 0.3287(2) 0.42957(15) 0.1515(3) 0.0246(5) Uani 1 1 d . . . O2 O 0.1826(2) 0.28906(17) 0.2185(3) 0.0305(6) Uani 1 1 d . . . O3 O 0.2955(2) 0.19443(15) 0.3899(3) 0.0251(5) Uani 1 1 d . . . O4 O 0.9191(2) 0.36890(15) 0.1673(3) 0.0242(5) Uani 1 1 d . . . O5 O 0.7985(2) 0.49785(14) 0.1507(3) 0.0210(5) Uani 1 1 d . . . O6 O -0.0004(3) 0.37224(15) -0.2869(3) 0.0281(6) Uani 1 1 d . . . O7 O -0.0012(3) 0.24233(16) -0.0457(3) 0.0276(5) Uani 1 1 d D . . H7A H 0.025(5) 0.214(3) -0.135(3) 0.058(10) Uiso 1 1 d D . . H7B H 0.003(5) 0.203(2) 0.039(3) 0.058(10) Uiso 1 1 d D . . O8 O -0.0881(2) 0.47130(14) -0.1361(2) 0.0189(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0169(16) 0.0213(16) 0.0227(16) 0.0018(13) 0.0040(13) -0.0025(12) C2 0.0148(16) 0.0242(16) 0.0225(16) 0.0045(14) 0.0017(12) -0.0033(13) C3 0.0156(17) 0.0260(18) 0.045(2) 0.0148(17) 0.0028(15) -0.0007(13) C4 0.0154(17) 0.0252(17) 0.044(2) 0.0095(16) 0.0052(15) 0.0049(13) C5 0.0129(15) 0.0199(15) 0.0200(15) 0.0018(12) 0.0033(12) -0.0011(11) C6 0.0128(15) 0.0192(15) 0.0189(15) 0.0020(13) 0.0039(12) -0.0017(12) C7 0.0135(15) 0.0175(14) 0.0231(16) 0.0046(13) 0.0030(12) -0.0023(12) C8 0.0239(17) 0.0209(16) 0.0181(15) 0.0007(13) 0.0015(13) 0.0007(13) C9 0.063(3) 0.069(3) 0.025(2) -0.007(2) -0.015(2) 0.035(2) Gd1 0.00987(8) 0.01332(8) 0.01746(8) 0.00051(6) 0.00297(5) 0.00012(5) N1 0.0114(13) 0.0169(13) 0.0217(13) 0.0000(11) 0.0018(10) 0.0017(9) O1 0.0111(11) 0.0192(11) 0.0420(14) -0.0011(11) -0.0040(9) 0.0028(9) O2 0.0127(12) 0.0425(15) 0.0349(14) 0.0191(12) -0.0038(10) -0.0057(10) O3 0.0178(12) 0.0274(12) 0.0302(13) 0.0111(11) 0.0032(9) -0.0030(9) O4 0.0161(12) 0.0226(12) 0.0353(14) 0.0037(10) 0.0099(10) 0.0019(9) O5 0.0165(11) 0.0181(11) 0.0298(12) 0.0033(10) 0.0085(9) -0.0009(9) O6 0.0369(15) 0.0235(12) 0.0232(12) -0.0047(10) 0.0001(11) 0.0096(10) O7 0.0380(15) 0.0230(12) 0.0228(12) -0.0009(11) 0.0081(11) -0.0089(11) O8 0.0147(11) 0.0230(11) 0.0187(11) -0.0043(9) 0.0005(8) 0.0023(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 C1 O2 1.240(4) . ? C1 O3 1.253(4) . ? C1 C2 1.518(4) . ? C2 N1 1.362(4) . ? C2 C3 1.375(4) . ? C3 C4 1.388(5) . ? C3 H3 0.9300 . ? C4 C5 1.382(4) . ? C4 H4 0.9300 . ? C5 C7 1.371(4) . ? C5 C6 1.519(4) . ? C6 O5 1.250(4) . ? C6 O4 1.251(4) . ? C7 N1 1.354(4) . ? C7 H7 0.9300 . ? C8 O6 1.248(4) . ? C8 O8 1.266(4) . ? C8 C9 1.497(5) . ? C8 Gd1 2.914(3) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? Gd1 O2 2.361(2) . ? Gd1 O5 2.364(2) 3_665 ? Gd1 O8 2.411(2) 3_565 ? Gd1 O1 2.414(2) . ? Gd1 O7 2.424(2) . ? Gd1 O3 2.428(2) 4_565 ? Gd1 O4 2.481(2) 1_455 ? Gd1 O8 2.504(2) . ? Gd1 O6 2.565(2) . ? Gd1 Gd1 4.0174(3) 3_565 ? N1 O1 1.316(3) . ? O3 Gd1 2.428(2) 4_566 ? O4 Gd1 2.481(2) 1_655 ? O5 Gd1 2.364(2) 3_665 ? O7 H7A 0.925(18) . ? O7 H7B 0.922(18) . ? O8 Gd1 2.411(2) 3_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 O2 C1 O3 125.2(3) . . ? O2 C1 C2 119.7(3) . . ? O3 C1 C2 115.1(3) . . ? N1 C2 C3 118.6(3) . . ? N1 C2 C1 119.6(3) . . ? C3 C2 C1 121.8(3) . . ? C2 C3 C4 122.0(3) . . ? C2 C3 H3 119.0 . . ? C4 C3 H3 119.0 . . ? C5 C4 C3 117.8(3) . . ? C5 C4 H4 121.1 . . ? C3 C4 H4 121.1 . . ? C7 C5 C4 119.3(3) . . ? C7 C5 C6 115.9(3) . . ? C4 C5 C6 124.8(3) . . ? O5 C6 O4 127.4(3) . . ? O5 C6 C5 114.5(3) . . ? O4 C6 C5 118.1(3) . . ? N1 C7 C5 121.9(3) . . ? N1 C7 H7 119.1 . . ? C5 C7 H7 119.1 . . ? O6 C8 O8 120.0(3) . . ? O6 C8 C9 120.7(3) . . ? O8 C8 C9 119.3(3) . . ? O6 C8 Gd1 61.50(17) . . ? O8 C8 Gd1 58.80(16) . . ? C9 C8 Gd1 174.3(3) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? O2 Gd1 O5 140.41(8) . 3_665 ? O2 Gd1 O8 102.23(8) . 3_565 ? O5 Gd1 O8 71.52(7) 3_665 3_565 ? O2 Gd1 O1 66.57(8) . . ? O5 Gd1 O1 74.92(8) 3_665 . ? O8 Gd1 O1 69.83(7) 3_565 . ? O2 Gd1 O7 71.07(8) . . ? O5 Gd1 O7 137.54(8) 3_665 . ? O8 Gd1 O7 141.24(8) 3_565 . ? O1 Gd1 O7 132.65(8) . . ? O2 Gd1 O3 80.51(8) . 4_565 ? O5 Gd1 O3 79.44(8) 3_665 4_565 ? O8 Gd1 O3 136.86(7) 3_565 4_565 ? O1 Gd1 O3 72.28(8) . 4_565 ? O7 Gd1 O3 80.94(8) . 4_565 ? O2 Gd1 O4 71.23(8) . 1_455 ? O5 Gd1 O4 136.84(7) 3_665 1_455 ? O8 Gd1 O4 73.13(7) 3_565 1_455 ? O1 Gd1 O4 114.48(8) . 1_455 ? O7 Gd1 O4 68.57(8) . 1_455 ? O3 Gd1 O4 143.55(7) 4_565 1_455 ? O2 Gd1 O8 143.88(7) . . ? O5 Gd1 O8 72.53(7) 3_665 . ? O8 Gd1 O8 70.40(8) 3_565 . ? O1 Gd1 O8 134.64(7) . . ? O7 Gd1 O8 92.45(8) . . ? O3 Gd1 O8 129.71(7) 4_565 . ? O4 Gd1 O8 72.85(7) 1_455 . ? O2 Gd1 O6 137.29(8) . . ? O5 Gd1 O6 71.92(8) 3_665 . ? O8 Gd1 O6 117.32(7) 3_565 . ? O1 Gd1 O6 140.62(8) . . ? O7 Gd1 O6 68.11(8) . . ? O3 Gd1 O6 81.24(7) 4_565 . ? O4 Gd1 O6 104.20(8) 1_455 . ? O8 Gd1 O6 50.85(7) . . ? O2 Gd1 C8 150.09(8) . . ? O5 Gd1 C8 68.76(8) 3_665 . ? O8 Gd1 C8 93.50(8) 3_565 . ? O1 Gd1 C8 143.32(8) . . ? O7 Gd1 C8 80.69(9) . . ? O3 Gd1 C8 105.05(8) 4_565 . ? O4 Gd1 C8 89.68(8) 1_455 . ? O8 Gd1 C8 25.61(8) . . ? O6 Gd1 C8 25.32(8) . . ? O2 Gd1 Gd1 129.11(6) . 3_565 ? O5 Gd1 Gd1 67.83(5) 3_665 3_565 ? O8 Gd1 Gd1 35.96(5) 3_565 3_565 ? O1 Gd1 Gd1 103.36(5) . 3_565 ? O7 Gd1 Gd1 119.65(6) . 3_565 ? O3 Gd1 Gd1 146.75(6) 4_565 3_565 ? O4 Gd1 Gd1 69.03(5) 1_455 3_565 ? O8 Gd1 Gd1 34.43(5) . 3_565 ? O6 Gd1 Gd1 83.22(5) . 3_565 ? C8 Gd1 Gd1 58.30(6) . 3_565 ? O1 N1 C7 116.2(2) . . ? O1 N1 C2 123.6(3) . . ? C7 N1 C2 120.2(3) . . ? N1 O1 Gd1 127.10(17) . . ? C1 O2 Gd1 139.3(2) . . ? C1 O3 Gd1 130.6(2) . 4_566 ? C6 O4 Gd1 130.3(2) . 1_655 ? C6 O5 Gd1 138.4(2) . 3_665 ? C8 O6 Gd1 93.18(19) . . ? Gd1 O7 H7A 112(3) . . ? Gd1 O7 H7B 117(3) . . ? H7A O7 H7B 110(2) . . ? C8 O8 Gd1 143.6(2) . 3_565 ? C8 O8 Gd1 95.58(18) . . ? Gd1 O8 Gd1 109.60(8) 3_565 . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 27.68 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.824 _refine_diff_density_min -0.591 _refine_diff_density_rms 0.119 # Attachment 'La.cif' data_La _database_code_depnum_ccdc_archive 'CCDC 816427' #TrackingRef 'La.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C9 H8 La N O8' _chemical_formula_weight 397.07 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' La La -0.2871 2.4523 '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 9.91380(10) _cell_length_b 14.9969(2) _cell_length_c 8.55450(10) _cell_angle_alpha 90.00 _cell_angle_beta 98.5820(10) _cell_angle_gamma 90.00 _cell_volume 1257.61(3) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3013 _cell_measurement_theta_min 3.24 _cell_measurement_theta_max 27.64 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.097 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 760 _exptl_absorpt_coefficient_mu 3.431 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.4467 _exptl_absorpt_correction_T_max 0.8206 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5556 _diffrn_reflns_av_R_equivalents 0.0200 _diffrn_reflns_av_sigmaI/netI 0.0317 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 27.64 _reflns_number_total 2863 _reflns_number_gt 2522 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0291P)^2^+0.3118P] 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 2863 _refine_ls_number_parameters 180 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0294 _refine_ls_R_factor_gt 0.0247 _refine_ls_wR_factor_ref 0.0586 _refine_ls_wR_factor_gt 0.0563 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _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 C1 C 0.3075(3) 0.2477(2) 0.2908(4) 0.0248(7) Uani 1 1 d . . . C2 C 0.4414(3) 0.2871(2) 0.2559(4) 0.0221(7) Uani 1 1 d . . . C3 C 0.5603(3) 0.2375(3) 0.2790(5) 0.0323(8) Uani 1 1 d . . . H3 H 0.5581 0.1793 0.3164 0.039 Uiso 1 1 calc R . . C4 C 0.6830(3) 0.2728(2) 0.2472(4) 0.0303(8) Uani 1 1 d . . . H4 H 0.7618 0.2383 0.2589 0.036 Uiso 1 1 calc R . . C5 C 0.6852(3) 0.3605(2) 0.1980(4) 0.0196(6) Uani 1 1 d . . . C6 C 0.8120(3) 0.4094(2) 0.1659(4) 0.0192(6) Uani 1 1 d . . . C7 C 0.5654(3) 0.4081(2) 0.1765(4) 0.0206(6) Uani 1 1 d . . . H7 H 0.5668 0.4672 0.1437 0.025 Uiso 1 1 calc R . . C8 C -0.0876(3) 0.4379(2) -0.2789(4) 0.0240(7) Uani 1 1 d . . . C9 C -0.1775(5) 0.4738(4) -0.4211(5) 0.0628(15) Uani 1 1 d . . . H9A H -0.1229 0.5054 -0.4866 0.094 Uiso 1 1 calc R . . H9B H -0.2435 0.5137 -0.3879 0.094 Uiso 1 1 calc R . . H9C H -0.2236 0.4254 -0.4800 0.094 Uiso 1 1 calc R . . La1 La 0.118439(14) 0.383027(11) 0.002701(19) 0.01522(7) Uani 1 1 d . . . N1 N 0.4455(2) 0.37193(17) 0.2016(3) 0.0191(6) Uani 1 1 d . . . O1 O 0.33743(19) 0.42393(16) 0.1758(3) 0.0267(5) Uani 1 1 d . . . O2 O 0.1989(2) 0.2748(2) 0.2150(3) 0.0440(8) Uani 1 1 d . . . O3 O 0.3182(2) 0.18881(17) 0.3937(3) 0.0315(6) Uani 1 1 d . . . O4 O 0.9193(2) 0.36446(16) 0.1659(3) 0.0277(5) Uani 1 1 d . . . O5 O 0.7992(2) 0.49087(16) 0.1448(3) 0.0272(5) Uani 1 1 d . . . O6 O -0.0092(3) 0.37401(16) -0.2923(3) 0.0338(6) Uani 1 1 d . . . O7 O 0.0042(3) 0.23369(18) -0.0493(3) 0.0400(6) Uani 1 1 d D . . H7A H -0.023(5) 0.204(3) -0.146(3) 0.081(12) Uiso 1 1 d D . . H7B H 0.001(5) 0.191(3) 0.032(4) 0.081(12) Uiso 1 1 d D . . O8 O -0.09241(19) 0.47282(15) -0.1455(2) 0.0222(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0177(13) 0.0314(19) 0.0257(17) 0.0058(15) 0.0049(12) -0.0049(14) C2 0.0152(12) 0.0279(18) 0.0232(16) 0.0038(14) 0.0027(11) -0.0042(13) C3 0.0232(15) 0.0241(19) 0.049(2) 0.0179(17) 0.0034(14) -0.0026(14) C4 0.0160(13) 0.0248(19) 0.050(2) 0.0107(17) 0.0046(13) 0.0025(13) C5 0.0144(12) 0.0235(17) 0.0213(15) 0.0023(13) 0.0035(11) -0.0019(12) C6 0.0165(13) 0.0222(17) 0.0202(15) 0.0019(13) 0.0071(11) -0.0017(12) C7 0.0180(13) 0.0177(16) 0.0258(16) 0.0012(14) 0.0020(11) -0.0009(12) C8 0.0258(14) 0.0224(18) 0.0231(16) 0.0008(14) 0.0017(12) 0.0028(13) C9 0.074(3) 0.084(4) 0.027(2) -0.010(2) -0.006(2) 0.039(3) La1 0.01143(9) 0.01427(10) 0.02054(10) -0.00001(7) 0.00424(6) -0.00008(6) N1 0.0125(10) 0.0231(15) 0.0215(13) -0.0023(11) 0.0017(9) -0.0003(10) O1 0.0134(9) 0.0232(13) 0.0426(14) -0.0058(11) 0.0013(9) 0.0022(9) O2 0.0177(10) 0.059(2) 0.0526(17) 0.0322(15) -0.0043(10) -0.0106(12) O3 0.0216(10) 0.0371(15) 0.0359(14) 0.0178(12) 0.0050(9) -0.0047(10) O4 0.0171(10) 0.0264(13) 0.0422(14) 0.0092(11) 0.0130(9) 0.0030(9) O5 0.0228(10) 0.0214(13) 0.0400(14) 0.0049(11) 0.0135(9) 0.0003(10) O6 0.0454(14) 0.0303(15) 0.0246(12) -0.0059(11) 0.0017(10) 0.0161(12) O7 0.0664(17) 0.0298(15) 0.0240(14) -0.0027(12) 0.0072(12) -0.0207(14) O8 0.0187(9) 0.0266(13) 0.0209(11) -0.0065(10) 0.0020(8) 0.0018(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 C1 O2 1.239(4) . ? C1 O3 1.241(4) . ? C1 C2 1.523(4) . ? C2 N1 1.357(4) . ? C2 C3 1.383(4) . ? C3 C4 1.390(5) . ? C3 H3 0.9300 . ? C4 C5 1.381(5) . ? C4 H4 0.9300 . ? C5 C7 1.375(4) . ? C5 C6 1.516(4) . ? C6 O5 1.239(4) . ? C6 O4 1.259(4) . ? C7 N1 1.352(4) . ? C7 H7 0.9300 . ? C8 O6 1.249(4) . ? C8 O8 1.263(4) . ? C8 C9 1.497(5) . ? C8 La1 3.030(3) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? La1 O2 2.477(3) . ? La1 O5 2.479(2) 3_665 ? La1 O1 2.515(2) . ? La1 O8 2.515(2) 3_565 ? La1 O7 2.519(3) . ? La1 O3 2.550(2) 4_565 ? La1 O4 2.597(2) 1_455 ? La1 O8 2.646(2) . ? La1 O6 2.652(2) . ? La1 La1 4.2183(3) 3_565 ? N1 O1 1.317(3) . ? O3 La1 2.550(2) 4_566 ? O4 La1 2.597(2) 1_655 ? O5 La1 2.479(2) 3_665 ? O7 H7A 0.944(19) . ? O7 H7B 0.953(19) . ? O8 La1 2.515(2) 3_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 O2 C1 O3 125.5(3) . . ? O2 C1 C2 119.0(3) . . ? O3 C1 C2 115.5(3) . . ? N1 C2 C3 119.0(3) . . ? N1 C2 C1 120.1(3) . . ? C3 C2 C1 120.8(3) . . ? C2 C3 C4 121.2(3) . . ? C2 C3 H3 119.4 . . ? C4 C3 H3 119.4 . . ? C5 C4 C3 118.5(3) . . ? C5 C4 H4 120.8 . . ? C3 C4 H4 120.8 . . ? C7 C5 C4 118.9(3) . . ? C7 C5 C6 116.6(3) . . ? C4 C5 C6 124.5(3) . . ? O5 C6 O4 126.6(3) . . ? O5 C6 C5 115.7(3) . . ? O4 C6 C5 117.7(3) . . ? N1 C7 C5 122.1(3) . . ? N1 C7 H7 118.9 . . ? C5 C7 H7 118.9 . . ? O6 C8 O8 120.6(3) . . ? O6 C8 C9 120.3(3) . . ? O8 C8 C9 119.1(3) . . ? O6 C8 La1 60.66(17) . . ? O8 C8 La1 60.42(15) . . ? C9 C8 La1 173.0(3) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? O2 La1 O5 141.14(7) . 3_665 ? O2 La1 O1 64.72(8) . . ? O5 La1 O1 78.03(8) 3_665 . ? O2 La1 O8 104.63(9) . 3_565 ? O5 La1 O8 69.94(7) 3_665 3_565 ? O1 La1 O8 69.30(7) . 3_565 ? O2 La1 O7 68.52(9) . . ? O5 La1 O7 139.65(8) 3_665 . ? O1 La1 O7 130.29(9) . . ? O8 La1 O7 140.70(8) 3_565 . ? O2 La1 O3 78.96(9) . 4_565 ? O5 La1 O3 78.65(8) 3_665 4_565 ? O1 La1 O3 70.67(7) . 4_565 ? O8 La1 O3 133.02(7) 3_565 4_565 ? O7 La1 O3 85.02(9) . 4_565 ? O2 La1 O4 73.93(8) . 1_455 ? O5 La1 O4 133.64(7) 3_665 1_455 ? O1 La1 O4 111.61(7) . 1_455 ? O8 La1 O4 71.93(7) 3_565 1_455 ? O7 La1 O4 69.01(8) . 1_455 ? O3 La1 O4 147.70(8) 4_565 1_455 ? O2 La1 O8 146.08(7) . . ? O5 La1 O8 70.40(7) 3_665 . ? O1 La1 O8 135.15(7) . . ? O8 La1 O8 70.38(7) 3_565 . ? O7 La1 O8 93.77(8) . . ? O3 La1 O8 129.87(7) 4_565 . ? O4 La1 O8 72.70(7) 1_455 . ? O2 La1 O6 136.03(9) . . ? O5 La1 O6 72.61(8) 3_665 . ? O1 La1 O6 145.10(8) . . ? O8 La1 O6 115.91(7) 3_565 . ? O7 La1 O6 69.43(8) . . ? O3 La1 O6 85.23(7) 4_565 . ? O4 La1 O6 102.30(8) 1_455 . ? O8 La1 O6 48.66(7) . . ? O2 La1 C8 149.95(9) . . ? O5 La1 C8 67.82(8) 3_665 . ? O1 La1 C8 145.32(9) . . ? O8 La1 C8 92.69(8) 3_565 . ? O7 La1 C8 82.47(9) . . ? O3 La1 C8 106.98(8) 4_565 . ? O4 La1 C8 88.86(8) 1_455 . ? O8 La1 C8 24.54(7) . . ? O6 La1 C8 24.25(8) . . ? O2 La1 La1 132.14(7) . 3_565 ? O5 La1 La1 65.49(5) 3_665 3_565 ? O1 La1 La1 103.52(5) . 3_565 ? O8 La1 La1 36.21(5) 3_565 3_565 ? O7 La1 La1 120.17(7) . 3_565 ? O3 La1 La1 143.98(6) 4_565 3_565 ? O4 La1 La1 68.19(5) 1_455 3_565 ? O8 La1 La1 34.17(5) . 3_565 ? O6 La1 La1 81.16(5) . 3_565 ? C8 La1 La1 57.15(6) . 3_565 ? O1 N1 C7 116.6(3) . . ? O1 N1 C2 123.2(2) . . ? C7 N1 C2 120.2(3) . . ? N1 O1 La1 124.30(17) . . ? C1 O2 La1 139.3(2) . . ? C1 O3 La1 124.84(18) . 4_566 ? C6 O4 La1 130.7(2) . 1_655 ? C6 O5 La1 142.38(19) . 3_665 ? C8 O6 La1 95.09(19) . . ? La1 O7 H7A 130(3) . . ? La1 O7 H7B 122(3) . . ? H7A O7 H7B 106(2) . . ? C8 O8 La1 144.7(2) . 3_565 ? C8 O8 La1 95.05(18) . . ? La1 O8 La1 109.62(7) 3_565 . ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 27.64 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.766 _refine_diff_density_min -0.771 _refine_diff_density_rms 0.113 # Attachment 'Tb.cif' data_Tb _database_code_depnum_ccdc_archive 'CCDC 816428' #TrackingRef 'Tb.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C9 H8 N O8 Tb' _chemical_formula_weight 417.08 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 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 9.75670(10) _cell_length_b 14.7443(2) _cell_length_c 8.39190(10) _cell_angle_alpha 90.00 _cell_angle_beta 96.6790(10) _cell_angle_gamma 90.00 _cell_volume 1199.03(2) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2856 _cell_measurement_theta_min 2.81 _cell_measurement_theta_max 27.63 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 2.310 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 792 _exptl_absorpt_coefficient_mu 5.934 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.5362 _exptl_absorpt_correction_T_max 0.7172 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5156 _diffrn_reflns_av_R_equivalents 0.0191 _diffrn_reflns_av_sigmaI/netI 0.0294 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 3.47 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2736 _reflns_number_gt 2418 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0256P)^2^+0.9747P] 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 2736 _refine_ls_number_parameters 180 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0273 _refine_ls_R_factor_gt 0.0224 _refine_ls_wR_factor_ref 0.0525 _refine_ls_wR_factor_gt 0.0503 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.021 _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 C1 C 0.2893(3) 0.2565(2) 0.2883(4) 0.0192(7) Uani 1 1 d . . . C2 C 0.4280(3) 0.2930(2) 0.2533(4) 0.0196(7) Uani 1 1 d . . . C3 C 0.5480(4) 0.2438(3) 0.2871(5) 0.0278(9) Uani 1 1 d . . . H3 H 0.5432 0.1860 0.3305 0.033 Uiso 1 1 calc R . . C4 C 0.6756(4) 0.2776(3) 0.2587(5) 0.0272(9) Uani 1 1 d . . . H4 H 0.7549 0.2424 0.2777 0.033 Uiso 1 1 calc R . . C5 C 0.6813(3) 0.3653(2) 0.2010(4) 0.0183(7) Uani 1 1 d . . . C6 C 0.8114(3) 0.4142(2) 0.1691(4) 0.0180(7) Uani 1 1 d . . . C7 C 0.5605(3) 0.4137(2) 0.1693(4) 0.0187(7) Uani 1 1 d . . . H7 H 0.5645 0.4730 0.1323 0.022 Uiso 1 1 calc R . . C8 C -0.0826(4) 0.4359(2) -0.2735(4) 0.0200(7) Uani 1 1 d . . . C9 C -0.1750(5) 0.4698(4) -0.4148(6) 0.0522(15) Uani 1 1 d . . . H9A H -0.1537 0.5322 -0.4341 0.078 Uiso 1 1 calc R . . H9B H -0.2693 0.4649 -0.3938 0.078 Uiso 1 1 calc R . . H9C H -0.1614 0.4342 -0.5074 0.078 Uiso 1 1 calc R . . Tb1 Tb 0.112783(14) 0.386794(10) 0.002162(19) 0.01310(6) Uani 1 1 d . . . N1 N 0.4365(3) 0.37790(19) 0.1901(4) 0.0165(6) Uani 1 1 d . . . O1 O 0.3283(2) 0.43040(17) 0.1519(3) 0.0236(6) Uani 1 1 d . . . O2 O 0.1819(2) 0.28938(19) 0.2173(4) 0.0308(7) Uani 1 1 d . . . O3 O 0.2943(2) 0.19417(18) 0.3896(3) 0.0248(6) Uani 1 1 d . . . O4 O 0.9190(2) 0.36835(17) 0.1656(3) 0.0240(6) Uani 1 1 d . . . O5 O 0.7980(2) 0.49821(16) 0.1488(3) 0.0201(5) Uani 1 1 d . . . O6 O 0.0000(3) 0.37284(17) -0.2878(3) 0.0275(6) Uani 1 1 d . . . O7 O -0.0004(3) 0.24302(18) -0.0468(3) 0.0261(6) Uani 1 1 d D . . H7A H 0.016(6) 0.211(3) -0.141(4) 0.075(14) Uiso 1 1 d D . . H7B H 0.001(6) 0.199(3) 0.036(4) 0.075(14) Uiso 1 1 d D . . O8 O -0.0874(2) 0.47165(16) -0.1361(3) 0.0184(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0139(15) 0.0216(18) 0.0219(19) 0.0032(15) 0.0007(13) -0.0050(13) C2 0.0131(15) 0.0227(19) 0.0229(19) 0.0049(15) 0.0012(13) -0.0040(14) C3 0.0174(18) 0.023(2) 0.042(3) 0.0151(18) 0.0009(16) -0.0006(14) C4 0.0115(16) 0.022(2) 0.048(3) 0.0084(18) 0.0041(16) 0.0049(14) C5 0.0145(16) 0.0226(18) 0.0180(18) 0.0020(14) 0.0028(13) -0.0013(13) C6 0.0140(16) 0.0218(18) 0.0185(18) 0.0014(14) 0.0035(13) -0.0018(13) C7 0.0170(16) 0.0171(17) 0.0218(19) 0.0038(14) 0.0021(14) -0.0036(13) C8 0.0217(17) 0.0186(19) 0.0193(19) -0.0016(15) 0.0012(14) -0.0028(14) C9 0.058(3) 0.069(4) 0.025(3) -0.009(2) -0.012(2) 0.030(3) Tb1 0.00902(8) 0.01284(10) 0.01754(10) 0.00073(6) 0.00200(6) 0.00032(6) N1 0.0090(13) 0.0177(15) 0.0227(16) -0.0002(12) 0.0008(11) -0.0009(10) O1 0.0109(11) 0.0189(13) 0.0396(17) -0.0003(12) -0.0028(10) 0.0044(10) O2 0.0128(12) 0.0399(17) 0.0377(17) 0.0207(14) -0.0049(11) -0.0055(11) O3 0.0158(12) 0.0265(14) 0.0317(16) 0.0085(12) 0.0017(11) -0.0027(10) O4 0.0143(12) 0.0232(14) 0.0361(16) 0.0036(11) 0.0092(11) 0.0028(10) O5 0.0151(12) 0.0175(13) 0.0290(15) 0.0030(11) 0.0078(10) -0.0005(9) O6 0.0342(15) 0.0236(15) 0.0236(15) -0.0054(11) -0.0006(12) 0.0109(11) O7 0.0366(15) 0.0213(14) 0.0210(14) -0.0032(11) 0.0053(12) -0.0110(12) O8 0.0149(11) 0.0202(13) 0.0197(13) -0.0036(10) 0.0005(9) 0.0012(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 C1 O2 1.242(4) . ? C1 O3 1.249(4) . ? C1 C2 1.516(5) . ? C2 N1 1.366(4) . ? C2 C3 1.379(5) . ? C3 C4 1.388(5) . ? C3 H3 0.9300 . ? C4 C5 1.385(5) . ? C4 H4 0.9300 . ? C5 C7 1.377(5) . ? C5 C6 1.511(5) . ? C6 O4 1.252(4) . ? C6 O5 1.255(4) . ? C7 N1 1.350(4) . ? C7 H7 0.9300 . ? C8 O6 1.246(4) . ? C8 O8 1.274(4) . ? C8 C9 1.490(5) . ? C8 Tb1 2.913(4) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? Tb1 O5 2.344(2) 3_665 ? Tb1 O2 2.344(3) . ? Tb1 O8 2.397(2) 3_565 ? Tb1 O7 2.404(3) . ? Tb1 O1 2.408(2) . ? Tb1 O3 2.417(2) 4_565 ? Tb1 O4 2.477(3) 1_455 ? Tb1 O8 2.490(2) . ? Tb1 O6 2.560(3) . ? Tb1 Tb1 3.9963(3) 3_565 ? N1 O1 1.318(3) . ? O3 Tb1 2.417(2) 4_566 ? O4 Tb1 2.477(3) 1_655 ? O5 Tb1 2.344(2) 3_665 ? O7 H7A 0.944(19) . ? O7 H7B 0.950(19) . ? O8 Tb1 2.397(2) 3_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 O2 C1 O3 125.3(3) . . ? O2 C1 C2 119.4(3) . . ? O3 C1 C2 115.4(3) . . ? N1 C2 C3 118.3(3) . . ? N1 C2 C1 119.8(3) . . ? C3 C2 C1 122.0(3) . . ? C2 C3 C4 122.2(4) . . ? C2 C3 H3 118.9 . . ? C4 C3 H3 118.9 . . ? C5 C4 C3 118.0(3) . . ? C5 C4 H4 121.0 . . ? C3 C4 H4 121.0 . . ? C7 C5 C4 118.9(3) . . ? C7 C5 C6 115.9(3) . . ? C4 C5 C6 125.2(3) . . ? O4 C6 O5 127.2(3) . . ? O4 C6 C5 118.1(3) . . ? O5 C6 C5 114.8(3) . . ? N1 C7 C5 122.2(3) . . ? N1 C7 H7 118.9 . . ? C5 C7 H7 118.9 . . ? O6 C8 O8 119.3(3) . . ? O6 C8 C9 120.8(4) . . ? O8 C8 C9 119.9(4) . . ? O6 C8 Tb1 61.33(19) . . ? O8 C8 Tb1 58.23(17) . . ? C9 C8 Tb1 174.3(3) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? O5 Tb1 O2 140.17(8) 3_665 . ? O5 Tb1 O8 71.86(9) 3_665 3_565 ? O2 Tb1 O8 102.04(10) . 3_565 ? O5 Tb1 O7 137.53(9) 3_665 . ? O2 Tb1 O7 71.14(10) . . ? O8 Tb1 O7 141.06(9) 3_565 . ? O5 Tb1 O1 74.48(9) 3_665 . ? O2 Tb1 O1 66.80(9) . . ? O8 Tb1 O1 69.78(8) 3_565 . ? O7 Tb1 O1 132.90(9) . . ? O5 Tb1 O3 79.11(9) 3_665 4_565 ? O2 Tb1 O3 80.79(10) . 4_565 ? O8 Tb1 O3 137.19(8) 3_565 4_565 ? O7 Tb1 O3 80.82(9) . 4_565 ? O1 Tb1 O3 72.58(8) . 4_565 ? O5 Tb1 O4 137.24(8) 3_665 1_455 ? O2 Tb1 O4 71.10(9) . 1_455 ? O8 Tb1 O4 73.07(8) 3_565 1_455 ? O7 Tb1 O4 68.45(9) . 1_455 ? O1 Tb1 O4 114.65(9) . 1_455 ? O3 Tb1 O4 143.46(9) 4_565 1_455 ? O5 Tb1 O8 72.85(8) 3_665 . ? O2 Tb1 O8 143.78(9) . . ? O8 Tb1 O8 70.29(9) 3_565 . ? O7 Tb1 O8 92.50(9) . . ? O1 Tb1 O8 134.35(8) . . ? O3 Tb1 O8 129.56(8) 4_565 . ? O4 Tb1 O8 72.85(8) 1_455 . ? O5 Tb1 O6 71.92(9) 3_665 . ? O2 Tb1 O6 137.43(9) . . ? O8 Tb1 O6 117.34(8) 3_565 . ? O7 Tb1 O6 68.18(9) . . ? O1 Tb1 O6 140.36(9) . . ? O3 Tb1 O6 80.92(8) 4_565 . ? O4 Tb1 O6 104.26(9) 1_455 . ? O8 Tb1 O6 50.97(8) . . ? O5 Tb1 C8 68.93(9) 3_665 . ? O2 Tb1 C8 150.15(9) . . ? O8 Tb1 C8 93.56(9) 3_565 . ? O7 Tb1 C8 80.70(10) . . ? O1 Tb1 C8 143.03(10) . . ? O3 Tb1 C8 104.72(10) 4_565 . ? O4 Tb1 C8 89.77(9) 1_455 . ? O8 Tb1 C8 25.78(9) . . ? O6 Tb1 C8 25.27(9) . . ? O5 Tb1 Tb1 68.25(6) 3_665 3_565 ? O2 Tb1 Tb1 128.88(8) . 3_565 ? O8 Tb1 Tb1 35.91(5) 3_565 3_565 ? O7 Tb1 Tb1 119.58(7) . 3_565 ? O1 Tb1 Tb1 103.20(6) . 3_565 ? O3 Tb1 Tb1 146.80(7) 4_565 3_565 ? O4 Tb1 Tb1 69.00(6) 1_455 3_565 ? O8 Tb1 Tb1 34.38(5) . 3_565 ? O6 Tb1 Tb1 83.29(5) . 3_565 ? C8 Tb1 Tb1 58.41(7) . 3_565 ? O1 N1 C7 116.3(3) . . ? O1 N1 C2 123.4(3) . . ? C7 N1 C2 120.3(3) . . ? N1 O1 Tb1 126.58(19) . . ? C1 O2 Tb1 139.5(2) . . ? C1 O3 Tb1 131.1(2) . 4_566 ? C6 O4 Tb1 130.5(2) . 1_655 ? C6 O5 Tb1 138.4(2) . 3_665 ? C8 O6 Tb1 93.4(2) . . ? Tb1 O7 H7A 118(3) . . ? Tb1 O7 H7B 121(3) . . ? H7A O7 H7B 106(3) . . ? C8 O8 Tb1 143.3(2) . 3_565 ? C8 O8 Tb1 96.0(2) . . ? Tb1 O8 Tb1 109.71(9) 3_565 . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.119 _refine_diff_density_min -0.498 _refine_diff_density_rms 0.127