# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_1 _database_code_depnum_ccdc_archive 'CCDC 885835' #TrackingRef '15043_web_deposit_cif_file_0_Cheng-HuiZeng_1351564369.1.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H15 O7 Tb' _chemical_formula_sum 'C16 H15 O7 Tb' _chemical_formula_weight 478.20 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Tb Tb -9.1472 9.1891 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 16.7495(10) _cell_length_b 8.6700(5) _cell_length_c 10.8419(6) _cell_angle_alpha 90.00 _cell_angle_beta 91.787(5) _cell_angle_gamma 90.00 _cell_volume 1573.68(16) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 2089 _cell_measurement_theta_min 2.6370 _cell_measurement_theta_max 62.5019 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.018 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 928 _exptl_absorpt_coefficient_mu 22.438 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2125 _exptl_absorpt_correction_T_max 0.2125 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'multiwire proportional' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% ? _diffrn_reflns_number 4000 _diffrn_reflns_av_R_equivalents 0.0378 _diffrn_reflns_av_sigmaI/netI 0.0533 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.64 _diffrn_reflns_theta_max 62.59 _reflns_number_total 2445 _reflns_number_gt 2229 _reflns_threshold_expression I>2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _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^)+(0.0713P)^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 2445 _refine_ls_number_parameters 183 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0462 _refine_ls_R_factor_gt 0.0421 _refine_ls_wR_factor_ref 0.1108 _refine_ls_wR_factor_gt 0.1062 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _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 Tb1 Tb 0.962626(17) 1.06590(3) 0.65687(3) 0.00976(16) Uani 1 1 d . . . O1 O 0.8202(2) 1.0334(5) 0.6634(4) 0.016 Uani 1 1 d . . . O2 O 0.8740(2) 1.1621(5) 0.8183(4) 0.0165(9) Uani 1 1 d . . . O3 O 0.6700(2) 0.9691(5) 0.6488(4) 0.0212(9) Uani 1 1 d . . . H3 H 0.7166 0.9662 0.6278 0.032 Uiso 1 1 calc R . . O4 O 0.9623(2) 0.7975(5) 0.7064(4) 0.016 Uani 1 1 d . . . O5 O 0.9404(3) 0.5489(4) 0.6807(4) 0.0142(9) Uani 1 1 d . . . O6 O 0.9313(2) 0.9387(4) 0.4739(4) 0.016 Uani 1 1 d . . . O7 O 0.9250(2) 1.2886(5) 0.5519(4) 0.0186(9) Uani 1 1 d . . . H7A H 0.9158 1.3635 0.6001 0.028 Uiso 1 1 d R . . H7B H 0.9157 1.3200 0.4787 0.028 Uiso 1 1 d R . . C1 C 0.8119(3) 1.1106(7) 0.7626(5) 0.0145(12) Uani 1 1 d . . . C2 C 0.7308(3) 1.1362(7) 0.8059(5) 0.0170(13) Uani 1 1 d . . . C3 C 0.6639(4) 1.0645(7) 0.7471(6) 0.0167(13) Uani 1 1 d . . . C4 C 0.5879(4) 1.0871(8) 0.7925(6) 0.0213(14) Uani 1 1 d . . . H4 H 0.5443 1.0402 0.7529 0.026 Uiso 1 1 calc R . . C5 C 0.5761(4) 1.1768(8) 0.8940(6) 0.0240(14) Uani 1 1 d . . . C6 C 0.6415(4) 1.2470(8) 0.9527(6) 0.0250(15) Uani 1 1 d . . . H6 H 0.6339 1.3082 1.0218 0.030 Uiso 1 1 calc R . . C7 C 0.7171(4) 1.2270(8) 0.9097(6) 0.0204(13) Uani 1 1 d . . . H7 H 0.7600 1.2748 0.9505 0.024 Uiso 1 1 calc R . . C8 C 0.4933(4) 1.2000(10) 0.9439(7) 0.0336(17) Uani 1 1 d . . . H8A H 0.4748 1.3019 0.9236 0.050 Uiso 1 1 calc R . . H8B H 0.4955 1.1875 1.0319 0.050 Uiso 1 1 calc R . . H8C H 0.4574 1.1253 0.9077 0.050 Uiso 1 1 calc R . . C9 C 0.9249(3) 0.6896(7) 0.6490(5) 0.016 Uani 1 1 d . . . C10 C 0.8628(3) 0.7187(7) 0.5538(5) 0.016 Uani 1 1 d . . . C11 C 0.8663(3) 0.8451(7) 0.4720(5) 0.0132(12) Uani 1 1 d . . . C12 C 0.8017(3) 0.8786(7) 0.3944(5) 0.0142(11) Uani 1 1 d . . . H12 H 0.8056 0.9590 0.3382 0.017 Uiso 1 1 calc R . . C13 C 0.7309(3) 0.7951(7) 0.3982(5) 0.0146(12) Uani 1 1 d . . . C14 C 0.7279(3) 0.6678(7) 0.4758(5) 0.016 Uani 1 1 d . . . H14 H 0.6814 0.6094 0.4777 0.019 Uiso 1 1 calc R . . C15 C 0.7932(3) 0.6263(7) 0.5504(5) 0.0159(12) Uani 1 1 d . . . H15 H 0.7912 0.5375 0.5983 0.019 Uiso 1 1 calc R . . C16 C 0.6580(3) 0.8433(8) 0.3226(6) 0.0224(14) Uani 1 1 d . . . H16A H 0.6382 0.9394 0.3533 0.034 Uiso 1 1 calc R . . H16B H 0.6174 0.7657 0.3283 0.034 Uiso 1 1 calc R . . H16C H 0.6719 0.8555 0.2379 0.034 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Tb1 0.0087(2) 0.0072(2) 0.0132(2) -0.00033(11) -0.00185(14) -0.00008(10) O1 0.015 0.013 0.019 -0.002 0.001 -0.005 O2 0.0116(18) 0.020(2) 0.018(2) -0.0051(17) 0.0004(15) -0.0028(16) O3 0.0159(19) 0.027(2) 0.021(2) -0.0077(19) 0.0007(17) -0.0020(18) O4 0.015 0.013 0.019 -0.002 0.001 -0.005 O5 0.0177(19) 0.007(2) 0.017(2) -0.0001(15) -0.0093(17) -0.0034(15) O6 0.015 0.013 0.019 -0.002 0.001 -0.005 O7 0.030(2) 0.011(2) 0.015(2) -0.0011(16) -0.0071(17) 0.0047(17) C1 0.020(3) 0.010(3) 0.013(3) 0.005(2) 0.001(2) 0.004(2) C2 0.015(3) 0.017(3) 0.019(3) 0.002(2) 0.001(2) -0.001(2) C3 0.017(3) 0.013(3) 0.020(3) 0.003(2) -0.005(3) 0.000(2) C4 0.014(3) 0.026(4) 0.023(4) 0.001(3) -0.002(3) 0.000(2) C5 0.019(3) 0.028(4) 0.025(3) 0.001(3) 0.004(2) 0.006(3) C6 0.025(3) 0.027(4) 0.023(3) -0.005(3) 0.007(3) 0.005(3) C7 0.021(3) 0.017(3) 0.023(3) -0.004(3) 0.002(2) -0.005(2) C8 0.018(3) 0.049(5) 0.034(4) 0.002(3) 0.004(3) 0.014(3) C9 0.015 0.013 0.019 -0.002 0.001 -0.005 C10 0.015 0.013 0.019 -0.002 0.001 -0.005 C11 0.012(2) 0.012(3) 0.015(3) -0.007(2) -0.001(2) 0.000(2) C12 0.015(3) 0.013(3) 0.014(3) -0.002(2) -0.002(2) -0.001(2) C13 0.013(3) 0.014(3) 0.016(3) -0.007(2) -0.002(2) 0.001(2) C14 0.015 0.013 0.019 -0.002 0.001 -0.005 C15 0.013(3) 0.014(3) 0.020(3) -0.002(2) 0.000(2) -0.004(2) C16 0.012(3) 0.026(4) 0.028(3) 0.003(3) -0.008(2) 0.000(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 Tb1 O6 2.307(4) 3_776 ? Tb1 O6 2.315(4) . ? Tb1 O7 2.319(4) . ? Tb1 O5 2.363(4) 2_756 ? Tb1 O4 2.388(4) . ? Tb1 O1 2.406(4) . ? Tb1 O2 2.475(4) . ? Tb1 O4 2.774(4) 2_756 ? Tb1 C1 2.832(6) . ? Tb1 C9 2.980(6) 2_756 ? Tb1 Tb1 3.8353(6) 3_776 ? O1 C1 1.277(8) . ? O2 C1 1.267(7) . ? O3 C3 1.355(8) . ? O3 H3 0.8200 . ? O4 C9 1.276(7) . ? O4 Tb1 2.774(4) 2_746 ? O5 C9 1.291(7) . ? O5 Tb1 2.363(4) 2_746 ? O6 C11 1.358(7) . ? O6 Tb1 2.307(4) 3_776 ? O7 H7A 0.8500 . ? O7 H7B 0.8483 . ? C1 C2 1.468(8) . ? C2 C7 1.399(9) . ? C2 C3 1.416(9) . ? C3 C4 1.392(10) . ? C4 C5 1.367(10) . ? C4 H4 0.9300 . ? C5 C6 1.389(10) . ? C5 C8 1.517(9) . ? C6 C7 1.374(9) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 C10 1.465(8) . ? C9 Tb1 2.980(6) 2_746 ? C10 C11 1.413(9) . ? C10 C15 1.413(8) . ? C11 C12 1.381(8) . ? C12 C13 1.391(8) . ? C12 H12 0.9300 . ? C13 C14 1.390(9) . ? C13 C16 1.508(8) . ? C14 C15 1.388(8) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O6 Tb1 O6 67.86(16) 3_776 . ? O6 Tb1 O7 85.17(14) 3_776 . ? O6 Tb1 O7 85.71(14) . . ? O6 Tb1 O5 86.12(15) 3_776 2_756 ? O6 Tb1 O5 137.80(14) . 2_756 ? O7 Tb1 O5 126.01(14) . 2_756 ? O6 Tb1 O4 97.39(13) 3_776 . ? O6 Tb1 O4 74.14(14) . . ? O7 Tb1 O4 156.81(14) . . ? O5 Tb1 O4 77.17(14) 2_756 . ? O6 Tb1 O1 143.05(14) 3_776 . ? O6 Tb1 O1 76.79(14) . . ? O7 Tb1 O1 81.77(15) . . ? O5 Tb1 O1 129.07(15) 2_756 . ? O4 Tb1 O1 82.53(14) . . ? O6 Tb1 O2 158.56(13) 3_776 . ? O6 Tb1 O2 129.90(13) . . ? O7 Tb1 O2 84.63(14) . . ? O5 Tb1 O2 84.72(14) 2_756 . ? O4 Tb1 O2 99.41(14) . . ? O1 Tb1 O2 53.20(13) . . ? O6 Tb1 O4 89.77(12) 3_776 2_756 ? O6 Tb1 O4 152.77(13) . 2_756 ? O7 Tb1 O4 76.78(13) . 2_756 ? O5 Tb1 O4 50.00(13) 2_756 2_756 ? O4 Tb1 O4 126.11(6) . 2_756 ? O1 Tb1 O4 120.17(13) . 2_756 ? O2 Tb1 O4 69.55(12) . 2_756 ? O6 Tb1 C1 164.63(16) 3_776 . ? O6 Tb1 C1 103.36(16) . . ? O7 Tb1 C1 81.50(16) . . ? O5 Tb1 C1 107.94(16) 2_756 . ? O4 Tb1 C1 91.94(15) . . ? O1 Tb1 C1 26.68(17) . . ? O2 Tb1 C1 26.55(16) . . ? O4 Tb1 C1 94.58(15) 2_756 . ? O6 Tb1 C9 87.63(14) 3_776 2_756 ? O6 Tb1 C9 153.86(14) . 2_756 ? O7 Tb1 C9 101.73(16) . 2_756 ? O5 Tb1 C9 24.69(15) 2_756 2_756 ? O4 Tb1 C9 101.40(15) . 2_756 ? O1 Tb1 C9 128.82(14) . 2_756 ? O2 Tb1 C9 76.08(13) . 2_756 ? O4 Tb1 C9 25.31(14) 2_756 2_756 ? C1 Tb1 C9 102.52(16) . 2_756 ? O6 Tb1 Tb1 34.00(10) 3_776 3_776 ? O6 Tb1 Tb1 33.86(10) . 3_776 ? O7 Tb1 Tb1 84.50(10) . 3_776 ? O5 Tb1 Tb1 113.99(11) 2_756 3_776 ? O4 Tb1 Tb1 84.97(10) . 3_776 ? O1 Tb1 Tb1 110.04(10) . 3_776 ? O2 Tb1 Tb1 161.29(9) . 3_776 ? O4 Tb1 Tb1 122.31(8) 2_756 3_776 ? C1 Tb1 Tb1 136.01(12) . 3_776 ? C9 Tb1 Tb1 121.14(10) 2_756 3_776 ? C1 O1 Tb1 95.6(3) . . ? C1 O2 Tb1 92.6(3) . . ? C3 O3 H3 109.5 . . ? C9 O4 Tb1 127.5(4) . . ? C9 O4 Tb1 86.4(3) . 2_746 ? Tb1 O4 Tb1 145.21(16) . 2_746 ? C9 O5 Tb1 105.5(3) . 2_746 ? C11 O6 Tb1 127.8(3) . 3_776 ? C11 O6 Tb1 117.2(3) . . ? Tb1 O6 Tb1 112.14(16) 3_776 . ? Tb1 O7 H7A 112.7 . . ? Tb1 O7 H7B 139.9 . . ? H7A O7 H7B 107.3 . . ? O2 C1 O1 118.5(5) . . ? O2 C1 C2 123.2(5) . . ? O1 C1 C2 118.3(5) . . ? O2 C1 Tb1 60.8(3) . . ? O1 C1 Tb1 57.7(3) . . ? C2 C1 Tb1 174.8(4) . . ? C7 C2 C3 117.5(5) . . ? C7 C2 C1 121.3(5) . . ? C3 C2 C1 121.2(6) . . ? O3 C3 C4 117.1(6) . . ? O3 C3 C2 122.9(6) . . ? C4 C3 C2 119.9(6) . . ? C5 C4 C3 121.4(6) . . ? C5 C4 H4 119.3 . . ? C3 C4 H4 119.3 . . ? C4 C5 C6 119.1(6) . . ? C4 C5 C8 121.3(6) . . ? C6 C5 C8 119.6(6) . . ? C7 C6 C5 120.7(6) . . ? C7 C6 H6 119.6 . . ? C5 C6 H6 119.6 . . ? C6 C7 C2 121.3(6) . . ? C6 C7 H7 119.3 . . ? C2 C7 H7 119.3 . . ? C5 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C5 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? O4 C9 O5 118.1(5) . . ? O4 C9 C10 123.0(5) . . ? O5 C9 C10 118.8(5) . . ? O4 C9 Tb1 68.3(3) . 2_746 ? O5 C9 Tb1 49.8(3) . 2_746 ? C10 C9 Tb1 168.3(4) . 2_746 ? C11 C10 C15 118.3(5) . . ? C11 C10 C9 122.2(5) . . ? C15 C10 C9 119.2(5) . . ? O6 C11 C12 119.8(5) . . ? O6 C11 C10 120.3(5) . . ? C12 C11 C10 119.8(5) . . ? C11 C12 C13 121.8(6) . . ? C11 C12 H12 119.1 . . ? C13 C12 H12 119.1 . . ? C14 C13 C12 118.5(5) . . ? C14 C13 C16 120.4(5) . . ? C12 C13 C16 121.1(5) . . ? C15 C14 C13 121.1(5) . . ? C15 C14 H14 119.4 . . ? C13 C14 H14 119.4 . . ? C14 C15 C10 120.2(6) . . ? C14 C15 H15 119.9 . . ? C10 C15 H15 119.9 . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O6 Tb1 O1 C1 -157.9(3) 3_776 . . . ? O6 Tb1 O1 C1 -174.9(4) . . . . ? O7 Tb1 O1 C1 -87.4(3) . . . . ? O5 Tb1 O1 C1 42.9(4) 2_756 . . . ? O4 Tb1 O1 C1 109.7(3) . . . . ? O2 Tb1 O1 C1 2.0(3) . . . . ? O4 Tb1 O1 C1 -18.0(4) 2_756 . . . ? C9 Tb1 O1 C1 11.0(4) 2_756 . . . ? Tb1 Tb1 O1 C1 -168.5(3) 3_776 . . . ? O6 Tb1 O2 C1 143.6(4) 3_776 . . . ? O6 Tb1 O2 C1 1.9(4) . . . . ? O7 Tb1 O2 C1 81.7(4) . . . . ? O5 Tb1 O2 C1 -151.3(4) 2_756 . . . ? O4 Tb1 O2 C1 -75.2(4) . . . . ? O1 Tb1 O2 C1 -2.0(3) . . . . ? O4 Tb1 O2 C1 159.6(4) 2_756 . . . ? C9 Tb1 O2 C1 -174.8(4) 2_756 . . . ? Tb1 Tb1 O2 C1 27.0(6) 3_776 . . . ? O6 Tb1 O4 C9 -88.8(4) 3_776 . . . ? O6 Tb1 O4 C9 -24.4(4) . . . . ? O7 Tb1 O4 C9 6.2(6) . . . . ? O5 Tb1 O4 C9 -173.1(4) 2_756 . . . ? O1 Tb1 O4 C9 53.9(4) . . . . ? O2 Tb1 O4 C9 104.5(4) . . . . ? O4 Tb1 O4 C9 176.0(4) 2_756 . . . ? C1 Tb1 O4 C9 78.9(4) . . . . ? C9 Tb1 O4 C9 -177.9(3) 2_756 . . . ? Tb1 Tb1 O4 C9 -57.1(4) 3_776 . . . ? O6 Tb1 O4 Tb1 76.2(3) 3_776 . . 2_746 ? O6 Tb1 O4 Tb1 140.6(3) . . . 2_746 ? O7 Tb1 O4 Tb1 171.2(3) . . . 2_746 ? O5 Tb1 O4 Tb1 -8.1(3) 2_756 . . 2_746 ? O1 Tb1 O4 Tb1 -141.1(3) . . . 2_746 ? O2 Tb1 O4 Tb1 -90.4(3) . . . 2_746 ? O4 Tb1 O4 Tb1 -18.9(3) 2_756 . . 2_746 ? C1 Tb1 O4 Tb1 -116.0(3) . . . 2_746 ? C9 Tb1 O4 Tb1 -12.8(3) 2_756 . . 2_746 ? Tb1 Tb1 O4 Tb1 107.9(3) 3_776 . . 2_746 ? O6 Tb1 O6 C11 162.4(5) 3_776 . . . ? O7 Tb1 O6 C11 -111.1(4) . . . . ? O5 Tb1 O6 C11 106.3(4) 2_756 . . . ? O4 Tb1 O6 C11 57.3(4) . . . . ? O1 Tb1 O6 C11 -28.5(4) . . . . ? O2 Tb1 O6 C11 -31.7(4) . . . . ? O4 Tb1 O6 C11 -160.7(3) 2_756 . . . ? C1 Tb1 O6 C11 -30.9(4) . . . . ? C9 Tb1 O6 C11 140.9(4) 2_756 . . . ? Tb1 Tb1 O6 C11 162.4(5) 3_776 . . . ? O6 Tb1 O6 Tb1 0.0 3_776 . . 3_776 ? O7 Tb1 O6 Tb1 86.53(18) . . . 3_776 ? O5 Tb1 O6 Tb1 -56.1(3) 2_756 . . 3_776 ? O4 Tb1 O6 Tb1 -105.06(18) . . . 3_776 ? O1 Tb1 O6 Tb1 169.1(2) . . . 3_776 ? O2 Tb1 O6 Tb1 165.85(15) . . . 3_776 ? O4 Tb1 O6 Tb1 36.8(4) 2_756 . . 3_776 ? C1 Tb1 O6 Tb1 166.73(18) . . . 3_776 ? C9 Tb1 O6 Tb1 -21.5(4) 2_756 . . 3_776 ? Tb1 O2 C1 O1 3.5(6) . . . . ? Tb1 O2 C1 C2 -176.1(5) . . . . ? Tb1 O1 C1 O2 -3.6(6) . . . . ? Tb1 O1 C1 C2 176.0(5) . . . . ? O6 Tb1 C1 O2 -125.2(6) 3_776 . . . ? O6 Tb1 C1 O2 -178.5(3) . . . . ? O7 Tb1 C1 O2 -95.0(3) . . . . ? O5 Tb1 C1 O2 30.2(4) 2_756 . . . ? O4 Tb1 C1 O2 107.3(3) . . . . ? O1 Tb1 C1 O2 176.4(6) . . . . ? O4 Tb1 C1 O2 -19.1(3) 2_756 . . . ? C9 Tb1 C1 O2 5.2(4) 2_756 . . . ? Tb1 Tb1 C1 O2 -167.9(3) 3_776 . . . ? O6 Tb1 C1 O1 58.4(8) 3_776 . . . ? O6 Tb1 C1 O1 5.1(4) . . . . ? O7 Tb1 C1 O1 88.6(3) . . . . ? O5 Tb1 C1 O1 -146.2(3) 2_756 . . . ? O4 Tb1 C1 O1 -69.1(3) . . . . ? O2 Tb1 C1 O1 -176.4(6) . . . . ? O4 Tb1 C1 O1 164.5(3) 2_756 . . . ? C9 Tb1 C1 O1 -171.2(3) 2_756 . . . ? Tb1 Tb1 C1 O1 15.7(4) 3_776 . . . ? O6 Tb1 C1 C2 17(5) 3_776 . . . ? O6 Tb1 C1 C2 -37(5) . . . . ? O7 Tb1 C1 C2 47(5) . . . . ? O5 Tb1 C1 C2 172(5) 2_756 . . . ? O4 Tb1 C1 C2 -111(5) . . . . ? O1 Tb1 C1 C2 -42(5) . . . . ? O2 Tb1 C1 C2 142(5) . . . . ? O4 Tb1 C1 C2 123(5) 2_756 . . . ? C9 Tb1 C1 C2 147(5) 2_756 . . . ? Tb1 Tb1 C1 C2 -26(5) 3_776 . . . ? O2 C1 C2 C7 3.3(9) . . . . ? O1 C1 C2 C7 -176.3(6) . . . . ? Tb1 C1 C2 C7 -136(5) . . . . ? O2 C1 C2 C3 -174.0(6) . . . . ? O1 C1 C2 C3 6.4(9) . . . . ? Tb1 C1 C2 C3 46(5) . . . . ? C7 C2 C3 O3 -177.3(6) . . . . ? C1 C2 C3 O3 0.1(9) . . . . ? C7 C2 C3 C4 0.6(9) . . . . ? C1 C2 C3 C4 178.1(6) . . . . ? O3 C3 C4 C5 177.6(6) . . . . ? C2 C3 C4 C5 -0.5(10) . . . . ? C3 C4 C5 C6 0.2(10) . . . . ? C3 C4 C5 C8 -179.4(6) . . . . ? C4 C5 C6 C7 0.0(11) . . . . ? C8 C5 C6 C7 179.6(7) . . . . ? C5 C6 C7 C2 0.2(11) . . . . ? C3 C2 C7 C6 -0.5(10) . . . . ? C1 C2 C7 C6 -177.9(6) . . . . ? Tb1 O4 C9 O5 171.2(4) . . . . ? Tb1 O4 C9 O5 -0.3(5) 2_746 . . . ? Tb1 O4 C9 C10 -12.1(7) . . . . ? Tb1 O4 C9 C10 176.4(5) 2_746 . . . ? Tb1 O4 C9 Tb1 171.5(4) . . . 2_746 ? Tb1 O5 C9 O4 0.4(6) 2_746 . . . ? Tb1 O5 C9 C10 -176.5(4) 2_746 . . . ? O4 C9 C10 C11 34.9(8) . . . . ? O5 C9 C10 C11 -148.4(6) . . . . ? Tb1 C9 C10 C11 -161.7(16) 2_746 . . . ? O4 C9 C10 C15 -139.1(6) . . . . ? O5 C9 C10 C15 37.6(8) . . . . ? Tb1 C9 C10 C15 24(2) 2_746 . . . ? Tb1 O6 C11 C12 -84.1(6) 3_776 . . . ? Tb1 O6 C11 C12 116.7(5) . . . . ? Tb1 O6 C11 C10 99.5(6) 3_776 . . . ? Tb1 O6 C11 C10 -59.8(6) . . . . ? C15 C10 C11 O6 178.7(5) . . . . ? C9 C10 C11 O6 4.6(8) . . . . ? C15 C10 C11 C12 2.2(8) . . . . ? C9 C10 C11 C12 -171.9(5) . . . . ? O6 C11 C12 C13 -173.5(5) . . . . ? C10 C11 C12 C13 3.0(9) . . . . ? C11 C12 C13 C14 -4.9(8) . . . . ? C11 C12 C13 C16 173.5(6) . . . . ? C12 C13 C14 C15 1.6(9) . . . . ? C16 C13 C14 C15 -176.9(6) . . . . ? C13 C14 C15 C10 3.6(9) . . . . ? C11 C10 C15 C14 -5.4(8) . . . . ? C9 C10 C15 C14 168.8(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 O3 H3 O1 0.82 1.86 2.577(5) 145.3 . O7 H7A O5 0.85 1.87 2.662(6) 154.5 1_565 O7 H7B O2 0.85 1.86 2.682(6) 162.4 4_585 _diffrn_measured_fraction_theta_max 0.972 _diffrn_reflns_theta_full 62.59 _diffrn_measured_fraction_theta_full 0.972 _refine_diff_density_max 1.916 _refine_diff_density_min -1.233 _refine_diff_density_rms 0.180 data_2 _database_code_depnum_ccdc_archive 'CCDC 885836' #TrackingRef '15044_web_deposit_cif_file_1_Cheng-HuiZeng_1351564369.2.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H13 Nd O7' _chemical_formula_weight 461.50 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Nd Nd -0.1943 3.0179 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/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 16.7262(10) _cell_length_b 8.7327(5) _cell_length_c 10.9737(7) _cell_angle_alpha 90.00 _cell_angle_beta 91.995(6) _cell_angle_gamma 90.00 _cell_volume 1601.90(17) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour 'Faint blue' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.914 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 900 _exptl_absorpt_coefficient_mu 3.276 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5603 _exptl_absorpt_correction_T_max 0.7353 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _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 'Agilent Technologies SuperNova Dual diffractometer with Atlas detector' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7704 _diffrn_reflns_av_R_equivalents 0.0486 _diffrn_reflns_av_sigmaI/netI 0.0703 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.44 _diffrn_reflns_theta_max 27.49 _reflns_number_total 3566 _reflns_number_gt 2992 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis PRO (Agilent, 2011)' _computing_cell_refinement 'CrysAlis PRO (Agilent, 2011)' _computing_data_reduction 'CrysAlis PRO (Agilent, 2011)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour, 2001)' _computing_publication_material 'publCIF (Westrip, 2010)' _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^)+(0.0781P)^2^+52.8419P] 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 3566 _refine_ls_number_parameters 220 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0806 _refine_ls_R_factor_gt 0.0680 _refine_ls_wR_factor_ref 0.1959 _refine_ls_wR_factor_gt 0.1885 _refine_ls_goodness_of_fit_ref 1.111 _refine_ls_restrained_S_all 1.111 _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 Nd1 Nd 0.46228(3) 1.06812(6) 0.65922(5) 0.0089(2) Uani 1 1 d . . . O1 O 0.4365(5) 0.5461(8) 0.6766(7) 0.0143(15) Uani 1 1 d . . . O2 O 0.4606(4) 0.7913(8) 0.7074(6) 0.0115(14) Uani 1 1 d . . . O3 O 0.4305(4) 0.9358(8) 0.4761(7) 0.0126(15) Uani 1 1 d . . . A3 O 0.4226(5) 1.2932(9) 0.5462(7) 0.0180(16) Uani 1 1 d . . . O4 O 0.3691(4) 1.1685(9) 0.8159(7) 0.0161(16) Uani 1 1 d . . . O5 O 0.3148(4) 1.0389(9) 0.6654(7) 0.0143(15) Uani 1 1 d . . . O6 O 0.1661(5) 0.9708(10) 0.6499(8) 0.0192(17) Uani 1 1 d . . . H6 H 0.2103 0.9852 0.6177 0.029 Uiso 1 1 calc R . . C1 C 0.4226(6) 0.6853(12) 0.6480(9) 0.012(2) Uani 1 1 d . . . C2 C 0.3604(6) 0.7198(12) 0.5534(10) 0.013(2) Uani 1 1 d . . . C3 C 0.3652(6) 0.8453(12) 0.4744(9) 0.011(2) Uani 1 1 d . . . C4 C 0.2998(6) 0.8796(13) 0.3956(9) 0.013(2) Uani 1 1 d . . . H4 H 0.3038 0.9620 0.3397 0.016 Uiso 1 1 calc R . . C5 C 0.2297(6) 0.7964(13) 0.3975(10) 0.016(2) Uani 1 1 d . . . C6 C 0.2263(6) 0.6682(14) 0.4733(10) 0.016(2) Uani 1 1 d . . . H6A H 0.1791 0.6078 0.4732 0.019 Uiso 1 1 calc R . . C7 C 0.2911(6) 0.6286(12) 0.5482(9) 0.012(2) Uani 1 1 d . . . H7 H 0.2888 0.5388 0.5967 0.015 Uiso 1 1 calc R . . C8 C 0.1581(6) 0.8449(15) 0.3203(11) 0.021(2) Uani 1 1 d . . . H8A H 0.1277 0.9222 0.3641 0.031 Uiso 1 1 calc R . . H8B H 0.1239 0.7558 0.3031 0.031 Uiso 1 1 calc R . . H8C H 0.1759 0.8882 0.2435 0.031 Uiso 1 1 calc R . . C9 C 0.3076(6) 1.1147(12) 0.7620(10) 0.013(2) Uani 1 1 d . . . C10 C 0.2255(6) 1.1380(13) 0.8051(10) 0.015(2) Uani 1 1 d . . . C11 C 0.1594(6) 1.0654(12) 0.7446(11) 0.015(2) Uani 1 1 d . . . C12 C 0.0831(7) 1.0862(13) 0.7906(11) 0.020(2) Uani 1 1 d . . . H12 H 0.0383 1.0392 0.7503 0.024 Uiso 1 1 calc R . . C13 C 0.0718(7) 1.1731(14) 0.8925(10) 0.019(2) Uani 1 1 d . . . C14 C 0.1377(7) 1.2449(14) 0.9514(10) 0.020(2) Uani 1 1 d . . . H14 H 0.1298 1.3059 1.0217 0.024 Uiso 1 1 calc R . . C15 C 0.2131(7) 1.2279(13) 0.9088(10) 0.018(2) Uani 1 1 d . . . H15 H 0.2571 1.2770 0.9494 0.022 Uiso 1 1 calc R . . C16 C -0.0101(7) 1.1928(17) 0.9430(12) 0.028(3) Uani 1 1 d . . . H16A H -0.0474 1.1208 0.9027 0.041 Uiso 1 1 calc R . . H16B H -0.0287 1.2979 0.9283 0.041 Uiso 1 1 calc R . . H16C H -0.0076 1.1725 1.0309 0.041 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Nd1 0.0126(3) 0.0074(3) 0.0065(3) -0.0003(2) -0.00015(19) -0.0001(2) O1 0.027(4) 0.007(3) 0.009(3) 0.004(3) -0.002(3) 0.003(3) O2 0.016(3) 0.011(3) 0.008(3) 0.000(3) 0.000(3) 0.001(3) O3 0.015(4) 0.011(3) 0.012(4) -0.001(3) 0.000(3) 0.000(3) A3 0.026(4) 0.009(3) 0.018(4) -0.002(3) -0.006(3) 0.005(3) O4 0.017(4) 0.021(4) 0.011(4) -0.005(3) 0.001(3) -0.004(3) O5 0.014(3) 0.018(4) 0.011(4) -0.002(3) 0.002(3) -0.005(3) O6 0.016(4) 0.023(4) 0.019(4) -0.005(3) 0.003(3) -0.002(3) C1 0.016(5) 0.015(5) 0.006(4) -0.002(4) 0.004(4) -0.002(4) C2 0.011(5) 0.016(5) 0.013(5) -0.009(4) -0.004(4) -0.002(4) C3 0.011(4) 0.012(5) 0.012(5) -0.003(4) -0.007(4) -0.002(4) C4 0.015(5) 0.017(5) 0.007(5) 0.000(4) -0.004(4) 0.005(4) C5 0.011(5) 0.017(5) 0.018(5) -0.005(5) 0.004(4) 0.001(4) C6 0.013(5) 0.024(6) 0.012(5) -0.001(4) 0.001(4) -0.005(4) C7 0.015(5) 0.012(5) 0.009(5) -0.004(4) 0.006(4) -0.001(4) C8 0.013(5) 0.027(6) 0.021(6) -0.001(5) -0.002(4) 0.003(5) C9 0.016(5) 0.012(5) 0.011(5) 0.001(4) 0.001(4) 0.000(4) C10 0.014(5) 0.015(5) 0.016(5) 0.005(4) 0.007(4) 0.004(4) C11 0.016(5) 0.010(5) 0.019(5) 0.006(4) 0.001(4) 0.000(4) C12 0.014(5) 0.021(6) 0.025(6) 0.003(5) -0.004(4) -0.003(4) C13 0.018(5) 0.025(6) 0.016(5) 0.002(5) 0.000(4) 0.004(5) C14 0.025(6) 0.024(6) 0.011(5) 0.000(5) 0.005(4) 0.005(5) C15 0.024(6) 0.018(5) 0.014(5) 0.002(4) 0.001(4) 0.001(5) C16 0.020(6) 0.040(7) 0.024(6) 0.004(6) 0.007(5) 0.004(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 Nd1 O3 2.362(7) . ? Nd1 O3 2.368(7) 3_676 ? Nd1 A3 2.406(8) . ? Nd1 O1 2.437(7) 4_667 ? Nd1 O2 2.475(7) . ? Nd1 O5 2.483(7) . ? Nd1 O4 2.518(7) . ? Nd1 O2 2.734(7) 4_667 ? Nd1 C1 2.991(10) 4_667 ? Nd1 Nd1 3.9403(11) 3_676 ? O1 C1 1.275(13) . ? O1 Nd1 2.437(7) 4_657 ? O2 C1 1.287(13) . ? O2 Nd1 2.734(7) 4_657 ? O3 C3 1.348(12) . ? O3 Nd1 2.368(7) 3_676 ? O4 C9 1.259(13) . ? O5 C9 1.260(13) . ? O6 C11 1.335(14) . ? O6 H6 0.8400 . ? C1 C2 1.475(14) . ? C1 Nd1 2.991(10) 4_657 ? C2 C7 1.406(14) . ? C2 C3 1.401(15) . ? C3 C4 1.404(13) . ? C4 C5 1.379(15) . ? C4 H4 0.9500 . ? C5 C6 1.397(16) . ? C5 C8 1.504(15) . ? C6 C7 1.381(15) . ? C6 H6A 0.9500 . ? C7 H7 0.9500 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10 1.481(14) . ? C10 C15 1.403(16) . ? C10 C11 1.420(15) . ? C11 C12 1.400(16) . ? C12 C13 1.370(17) . ? C12 H12 0.9500 . ? C13 C14 1.405(16) . ? C13 C16 1.506(16) . ? C14 C15 1.369(16) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? 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 Nd1 O3 67.2(3) . 3_676 ? O3 Nd1 A3 84.9(3) . . ? O3 Nd1 A3 83.7(3) 3_676 . ? O3 Nd1 O1 136.1(3) . 4_667 ? O3 Nd1 O1 86.6(3) 3_676 4_667 ? A3 Nd1 O1 128.2(3) . 4_667 ? O3 Nd1 O2 72.5(2) . . ? O3 Nd1 O2 97.7(2) 3_676 . ? A3 Nd1 O2 154.6(2) . . ? O1 Nd1 O2 77.2(2) 4_667 . ? O3 Nd1 O5 77.2(3) . . ? O3 Nd1 O5 142.2(2) 3_676 . ? A3 Nd1 O5 80.9(3) . . ? O1 Nd1 O5 129.6(3) 4_667 . ? O2 Nd1 O5 82.8(2) . . ? O3 Nd1 O4 128.7(2) . . ? O3 Nd1 O4 159.0(3) 3_676 . ? A3 Nd1 O4 84.3(3) . . ? O1 Nd1 O4 87.3(3) 4_667 . ? O2 Nd1 O4 100.5(2) . . ? O5 Nd1 O4 51.6(2) . . ? O3 Nd1 O2 153.1(2) . 4_667 ? O3 Nd1 O2 89.6(2) 3_676 4_667 ? A3 Nd1 O2 79.0(2) . 4_667 ? O1 Nd1 O2 50.0(2) 4_667 4_667 ? O2 Nd1 O2 126.20(10) . 4_667 ? O5 Nd1 O2 120.6(2) . 4_667 ? O4 Nd1 O2 71.2(2) . 4_667 ? O3 Nd1 C1 152.8(3) . 4_667 ? O3 Nd1 C1 88.0(3) 3_676 4_667 ? A3 Nd1 C1 104.1(3) . 4_667 ? O1 Nd1 C1 24.6(3) 4_667 4_667 ? O2 Nd1 C1 101.2(3) . 4_667 ? O5 Nd1 C1 129.2(3) . 4_667 ? O4 Nd1 C1 78.3(3) . 4_667 ? O2 Nd1 C1 25.5(3) 4_667 4_667 ? O3 Nd1 Nd1 33.64(18) . 3_676 ? O3 Nd1 Nd1 33.55(18) 3_676 3_676 ? A3 Nd1 Nd1 83.14(19) . 3_676 ? O1 Nd1 Nd1 113.33(19) 4_667 3_676 ? O2 Nd1 Nd1 84.31(17) . 3_676 ? O5 Nd1 Nd1 110.00(17) . 3_676 ? O4 Nd1 Nd1 159.32(17) . 3_676 ? O2 Nd1 Nd1 122.03(15) 4_667 3_676 ? C1 Nd1 Nd1 120.81(19) 4_667 3_676 ? C1 O1 Nd1 102.9(6) . 4_657 ? C1 O2 Nd1 127.1(6) . . ? C1 O2 Nd1 88.5(6) . 4_657 ? Nd1 O2 Nd1 143.4(3) . 4_657 ? C3 O3 Nd1 117.2(6) . . ? C3 O3 Nd1 127.9(6) . 3_676 ? Nd1 O3 Nd1 112.8(3) . 3_676 ? C9 O4 Nd1 93.7(6) . . ? C9 O5 Nd1 95.3(6) . . ? C11 O6 H6 109.5 . . ? O1 C1 O2 118.6(9) . . ? O1 C1 C2 119.1(9) . . ? O2 C1 C2 122.3(9) . . ? O1 C1 Nd1 52.6(5) . 4_657 ? O2 C1 Nd1 66.0(5) . 4_657 ? C2 C1 Nd1 171.3(7) . 4_657 ? C7 C2 C3 118.9(9) . . ? C7 C2 C1 118.3(10) . . ? C3 C2 C1 122.7(9) . . ? O3 C3 C4 119.8(9) . . ? O3 C3 C2 120.9(8) . . ? C4 C3 C2 119.2(9) . . ? C5 C4 C3 121.5(10) . . ? C5 C4 H4 119.2 . . ? C3 C4 H4 119.2 . . ? C4 C5 C6 118.9(10) . . ? C4 C5 C8 120.3(10) . . ? C6 C5 C8 120.8(10) . . ? C7 C6 C5 120.5(10) . . ? C7 C6 H6A 119.8 . . ? C5 C6 H6A 119.8 . . ? C6 C7 C2 120.8(10) . . ? C6 C7 H7 119.6 . . ? C2 C7 H7 119.6 . . ? C5 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C5 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? O4 C9 O5 119.4(10) . . ? O4 C9 C10 123.3(10) . . ? O5 C9 C10 117.3(9) . . ? C15 C10 C11 119.6(10) . . ? C15 C10 C9 120.1(10) . . ? C11 C10 C9 120.3(10) . . ? O6 C11 C12 117.5(10) . . ? O6 C11 C10 123.7(10) . . ? C12 C11 C10 118.6(11) . . ? C13 C12 C11 121.3(11) . . ? C13 C12 H12 119.4 . . ? C11 C12 H12 119.4 . . ? C12 C13 C14 119.6(10) . . ? C12 C13 C16 121.1(11) . . ? C14 C13 C16 119.3(11) . . ? C15 C14 C13 120.8(11) . . ? C15 C14 H14 119.6 . . ? C13 C14 H14 119.6 . . ? C14 C15 C10 120.1(11) . . ? C14 C15 H15 119.9 . . ? C10 C15 H15 119.9 . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 Nd1 O2 C1 -24.2(8) . . . . ? O3 Nd1 O2 C1 -87.3(8) 3_676 . . . ? A3 Nd1 O2 C1 4.2(11) . . . . ? O1 Nd1 O2 C1 -172.0(8) 4_667 . . . ? O5 Nd1 O2 C1 54.5(8) . . . . ? O4 Nd1 O2 C1 103.2(8) . . . . ? O2 Nd1 O2 C1 177.5(8) 4_667 . . . ? C1 Nd1 O2 C1 -176.8(6) 4_667 . . . ? Nd1 Nd1 O2 C1 -56.5(8) 3_676 . . . ? O3 Nd1 O2 Nd1 139.8(6) . . . 4_657 ? O3 Nd1 O2 Nd1 76.7(5) 3_676 . . 4_657 ? A3 Nd1 O2 Nd1 168.3(5) . . . 4_657 ? O1 Nd1 O2 Nd1 -8.0(5) 4_667 . . 4_657 ? O5 Nd1 O2 Nd1 -141.4(5) . . . 4_657 ? O4 Nd1 O2 Nd1 -92.7(5) . . . 4_657 ? O2 Nd1 O2 Nd1 -18.4(4) 4_667 . . 4_657 ? C1 Nd1 O2 Nd1 -12.8(5) 4_667 . . 4_657 ? Nd1 Nd1 O2 Nd1 107.6(5) 3_676 . . 4_657 ? O3 Nd1 O3 C3 164.7(8) 3_676 . . . ? A3 Nd1 O3 C3 -110.0(7) . . . . ? O1 Nd1 O3 C3 106.7(7) 4_667 . . . ? O2 Nd1 O3 C3 58.1(6) . . . . ? O5 Nd1 O3 C3 -28.3(6) . . . . ? O4 Nd1 O3 C3 -31.5(8) . . . . ? O2 Nd1 O3 C3 -163.3(6) 4_667 . . . ? C1 Nd1 O3 C3 138.7(7) 4_667 . . . ? Nd1 Nd1 O3 C3 164.7(8) 3_676 . . . ? O3 Nd1 O3 Nd1 0.0 3_676 . . 3_676 ? A3 Nd1 O3 Nd1 85.3(3) . . . 3_676 ? O1 Nd1 O3 Nd1 -58.0(5) 4_667 . . 3_676 ? O2 Nd1 O3 Nd1 -106.6(3) . . . 3_676 ? O5 Nd1 O3 Nd1 167.0(4) . . . 3_676 ? O4 Nd1 O3 Nd1 163.8(3) . . . 3_676 ? O2 Nd1 O3 Nd1 32.0(7) 4_667 . . 3_676 ? C1 Nd1 O3 Nd1 -26.0(7) 4_667 . . 3_676 ? O3 Nd1 O4 C9 3.3(8) . . . . ? O3 Nd1 O4 C9 137.5(8) 3_676 . . . ? A3 Nd1 O4 C9 82.1(6) . . . . ? O1 Nd1 O4 C9 -149.1(6) 4_667 . . . ? O2 Nd1 O4 C9 -72.7(6) . . . . ? O5 Nd1 O4 C9 -0.7(6) . . . . ? O2 Nd1 O4 C9 162.4(7) 4_667 . . . ? C1 Nd1 O4 C9 -172.2(7) 4_667 . . . ? Nd1 Nd1 O4 C9 29.2(10) 3_676 . . . ? O3 Nd1 O5 C9 -176.1(7) . . . . ? O3 Nd1 O5 C9 -156.3(6) 3_676 . . . ? A3 Nd1 O5 C9 -89.2(6) . . . . ? O1 Nd1 O5 C9 43.6(7) 4_667 . . . ? O2 Nd1 O5 C9 110.3(6) . . . . ? O4 Nd1 O5 C9 0.7(6) . . . . ? O2 Nd1 O5 C9 -17.8(7) 4_667 . . . ? C1 Nd1 O5 C9 11.6(8) 4_667 . . . ? Nd1 Nd1 O5 C9 -168.4(6) 3_676 . . . ? Nd1 O1 C1 O2 -0.7(10) 4_657 . . . ? Nd1 O1 C1 C2 -177.2(8) 4_657 . . . ? Nd1 O2 C1 O1 171.2(7) . . . . ? Nd1 O2 C1 O1 0.6(9) 4_657 . . . ? Nd1 O2 C1 C2 -12.4(13) . . . . ? Nd1 O2 C1 C2 177.0(9) 4_657 . . . ? Nd1 O2 C1 Nd1 170.6(7) . . . 4_657 ? O1 C1 C2 C7 36.7(14) . . . . ? O2 C1 C2 C7 -139.6(10) . . . . ? Nd1 C1 C2 C7 22(5) 4_657 . . . ? O1 C1 C2 C3 -147.7(10) . . . . ? O2 C1 C2 C3 35.9(15) . . . . ? Nd1 C1 C2 C3 -162(4) 4_657 . . . ? Nd1 O3 C3 C4 116.1(9) . . . . ? Nd1 O3 C3 C4 -81.8(11) 3_676 . . . ? Nd1 O3 C3 C2 -61.6(11) . . . . ? Nd1 O3 C3 C2 100.4(10) 3_676 . . . ? C7 C2 C3 O3 -180.0(9) . . . . ? C1 C2 C3 O3 4.5(16) . . . . ? C7 C2 C3 C4 2.3(15) . . . . ? C1 C2 C3 C4 -173.3(10) . . . . ? O3 C3 C4 C5 -175.2(10) . . . . ? C2 C3 C4 C5 2.6(16) . . . . ? C3 C4 C5 C6 -4.9(16) . . . . ? C3 C4 C5 C8 174.3(10) . . . . ? C4 C5 C6 C7 2.3(16) . . . . ? C8 C5 C6 C7 -176.9(10) . . . . ? C5 C6 C7 C2 2.6(16) . . . . ? C3 C2 C7 C6 -4.9(15) . . . . ? C1 C2 C7 C6 170.9(10) . . . . ? Nd1 O4 C9 O5 1.3(10) . . . . ? Nd1 O4 C9 C10 -177.4(9) . . . . ? Nd1 O5 C9 O4 -1.3(11) . . . . ? Nd1 O5 C9 C10 177.5(8) . . . . ? O4 C9 C10 C15 2.0(16) . . . . ? O5 C9 C10 C15 -176.8(10) . . . . ? O4 C9 C10 C11 -175.7(10) . . . . ? O5 C9 C10 C11 5.5(15) . . . . ? C15 C10 C11 O6 -176.0(10) . . . . ? C9 C10 C11 O6 1.8(16) . . . . ? C15 C10 C11 C12 0.2(16) . . . . ? C9 C10 C11 C12 177.9(10) . . . . ? O6 C11 C12 C13 175.6(10) . . . . ? C10 C11 C12 C13 -0.8(17) . . . . ? C11 C12 C13 C14 1.0(18) . . . . ? C11 C12 C13 C16 -178.8(11) . . . . ? C12 C13 C14 C15 -0.6(18) . . . . ? C16 C13 C14 C15 179.2(11) . . . . ? C13 C14 C15 C10 0.0(17) . . . . ? C11 C10 C15 C14 0.2(16) . . . . ? C9 C10 C15 C14 -177.5(10) . . . . ? 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 O6 H6 O5 0.84 1.87 2.558(10) 138.5 . _diffrn_measured_fraction_theta_max 0.969 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.969 _refine_diff_density_max 6.000 _refine_diff_density_min -1.599 _refine_diff_density_rms 0.330 data_3 _database_code_depnum_ccdc_archive 'CCDC 885837' #TrackingRef '15045_web_deposit_cif_file_2_Cheng-HuiZeng_1351564369.3.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H15 Eu O7' _chemical_formula_sum 'C16 H15 Eu O7' _chemical_formula_weight 471.24 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 16.6908(7) _cell_length_b 8.6945(3) _cell_length_c 10.8897(4) _cell_angle_alpha 90.00 _cell_angle_beta 91.970(4) _cell_angle_gamma 90.00 _cell_volume 1579.36(10) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3621 _cell_measurement_theta_min 2.3377 _cell_measurement_theta_max 27.5015 _exptl_crystal_description prism _exptl_crystal_colour baby-pink _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.982 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 920 _exptl_absorpt_coefficient_mu 4.007 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5848 _exptl_absorpt_correction_T_max 0.8248 _exptl_absorpt_process_details 'CrysAlis PRO (Agilent, 2011)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'SuperNova (Mo) X-ray Source' _diffrn_radiation_monochromator Mirror _diffrn_measurement_device_type 'Agilent Technologies SuperNova Dual diffractometer with Atlas detector' _diffrn_detector_area_resol_mean 10.4041 _diffrn_measurement_method '\w scan' _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 10361 _diffrn_reflns_av_R_equivalents 0.0341 _diffrn_reflns_av_sigmaI/netI 0.0385 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.44 _diffrn_reflns_theta_max 27.56 _reflns_number_total 3651 _reflns_number_gt 3164 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'CrysAlis PRO (Agilent, 2011)' _computing_cell_refinement 'CrysAlis PRO (Agilent, 2011)' _computing_data_reduction 'CrysAlis PRO (Agilent, 2011)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'X-Seed (Barbour, 2001)' _computing_publication_material 'publCIF (Westrip, 2010)' _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^)+(0.0430P)^2^+7.8434P] 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 3651 _refine_ls_number_parameters 207 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0430 _refine_ls_R_factor_gt 0.0348 _refine_ls_wR_factor_ref 0.0913 _refine_ls_wR_factor_gt 0.0856 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.068 _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 Eu1 Eu 0.462538(13) 0.56661(2) 0.157886(19) 0.00830(9) Uani 1 1 d . . . O1 O 0.5614(2) 0.5475(4) 0.3213(3) 0.0135(7) Uani 1 1 d . . . O2 O 0.53823(19) 0.7942(4) 0.2942(3) 0.0114(6) Uani 1 1 d . . . O3 O 0.5686(2) 0.9374(3) 0.5256(3) 0.0092(6) Uani 1 1 d . . . O4 O 0.3721(2) 0.6653(4) 0.3173(3) 0.0154(7) Uani 1 1 d . . . O5 O 0.3190(2) 0.5340(4) 0.1638(3) 0.0144(7) Uani 1 1 d . . . O6 O 0.1683(2) 0.4706(4) 0.1481(3) 0.0163(7) Uani 1 1 d . . . H6 H 0.2164 0.4661 0.1278 0.024 Uiso 1 1 calc R . . O7 O 0.4233(2) 0.7893(4) 0.0495(3) 0.0171(7) Uani 1 1 d . . . H7A H 0.4167 0.8738 0.0867 0.026 Uiso 1 1 d R . . H7B H 0.4070 0.8023 -0.0245 0.026 Uiso 1 1 d R . . C1 C 0.5761(3) 0.6869(5) 0.3507(4) 0.010 Uani 1 1 d . . . C2 C 0.6389(3) 0.7190(5) 0.4470(4) 0.0105(9) Uani 1 1 d . . . C3 C 0.6340(3) 0.8458(5) 0.5270(4) 0.010 Uani 1 1 d . . . C4 C 0.6998(3) 0.8802(5) 0.6057(4) 0.0112(9) Uani 1 1 d . . . H4 H 0.6962 0.9630 0.6622 0.013 Uiso 1 1 calc R . . C5 C 0.7701(3) 0.7950(6) 0.6025(4) 0.0146(10) Uani 1 1 d . . . C6 C 0.7732(3) 0.6680(5) 0.5256(4) 0.0141(9) Uani 1 1 d . . . H6A H 0.8206 0.6077 0.5243 0.017 Uiso 1 1 calc R . . C7 C 0.7080(3) 0.6285(5) 0.4511(4) 0.0118(9) Uani 1 1 d . . . H7 H 0.7100 0.5384 0.4019 0.014 Uiso 1 1 calc R . . C8 C 0.8424(3) 0.8449(6) 0.6796(5) 0.0185(10) Uani 1 1 d . . . H8A H 0.8728 0.9216 0.6345 0.028 Uiso 1 1 calc R . . H8B H 0.8766 0.7556 0.6979 0.028 Uiso 1 1 calc R . . H8C H 0.8248 0.8900 0.7566 0.028 Uiso 1 1 calc R . . C9 C 0.3098(3) 0.6113(5) 0.2615(4) 0.0120(9) Uani 1 1 d . . . C10 C 0.2285(3) 0.6373(5) 0.3051(4) 0.0133(9) Uani 1 1 d . . . C11 C 0.1622(3) 0.5646(5) 0.2454(5) 0.0138(10) Uani 1 1 d . . . C12 C 0.0855(3) 0.5852(6) 0.2913(5) 0.0177(10) Uani 1 1 d . . . H12 H 0.0409 0.5363 0.2513 0.021 Uiso 1 1 calc R . . C13 C 0.0734(3) 0.6754(6) 0.3940(5) 0.0194(11) Uani 1 1 d . . . C14 C 0.1393(3) 0.7459(6) 0.4521(5) 0.0182(11) Uani 1 1 d . . . H14 H 0.1318 0.8073 0.5230 0.022 Uiso 1 1 calc R . . C15 C 0.2153(3) 0.7278(6) 0.4080(5) 0.0174(10) Uani 1 1 d . . . H15 H 0.2593 0.7779 0.4486 0.021 Uiso 1 1 calc R . . C16 C -0.0091(3) 0.6960(7) 0.4431(5) 0.0267(13) Uani 1 1 d . . . H16A H -0.0315 0.7942 0.4141 0.040 Uiso 1 1 calc R . . H16B H -0.0057 0.6956 0.5331 0.040 Uiso 1 1 calc R . . H16C H -0.0437 0.6117 0.4140 0.040 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Eu1 0.01093(14) 0.00694(13) 0.00705(13) -0.00025(8) 0.00054(8) -0.00003(8) O1 0.0206(19) 0.0073(15) 0.0124(16) -0.0021(12) -0.0048(14) -0.0017(13) O2 0.0109(16) 0.0078(15) 0.0153(16) 0.0016(13) -0.0045(12) -0.0004(12) O3 0.0104(16) 0.0073(15) 0.0098(15) -0.0007(11) 0.0000(12) 0.0011(12) O4 0.0165(18) 0.0186(18) 0.0113(16) -0.0032(13) 0.0014(13) -0.0022(14) O5 0.0168(18) 0.0168(17) 0.0098(16) -0.0047(13) 0.0024(13) 0.0002(14) O6 0.0111(17) 0.0218(18) 0.0160(17) -0.0053(14) 0.0019(13) -0.0025(14) O7 0.030(2) 0.0109(16) 0.0099(16) -0.0038(13) -0.0019(14) 0.0042(15) C1 0.011 0.011 0.009 0.002 0.000 0.002 C2 0.011(2) 0.012(2) 0.009(2) 0.0023(17) 0.0000(16) 0.0025(17) C3 0.011 0.011 0.009 0.002 0.000 0.002 C4 0.013(2) 0.014(2) 0.006(2) 0.0021(17) 0.0002(17) -0.0035(19) C5 0.015(2) 0.018(2) 0.011(2) 0.0043(19) -0.0002(18) -0.0007(19) C6 0.014(2) 0.014(2) 0.014(2) 0.0035(18) 0.0021(18) 0.0044(19) C7 0.014(2) 0.011(2) 0.010(2) -0.0009(17) 0.0015(18) -0.0006(18) C8 0.018(3) 0.020(3) 0.018(2) 0.000(2) -0.004(2) -0.001(2) C9 0.016(2) 0.010(2) 0.010(2) 0.0025(17) 0.0002(18) 0.0003(18) C10 0.017(3) 0.011(2) 0.012(2) 0.0029(17) 0.0010(18) 0.0031(18) C11 0.014(2) 0.013(2) 0.013(2) 0.0025(18) 0.0001(18) 0.0006(18) C12 0.015(3) 0.020(3) 0.018(3) 0.001(2) 0.003(2) 0.000(2) C13 0.018(3) 0.021(3) 0.019(2) 0.004(2) 0.006(2) 0.005(2) C14 0.020(3) 0.021(3) 0.014(2) -0.0055(19) 0.006(2) 0.003(2) C15 0.020(3) 0.016(2) 0.017(2) -0.0022(19) 0.002(2) -0.002(2) C16 0.015(3) 0.041(3) 0.024(3) 0.001(3) 0.007(2) 0.008(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Eu1 O3 2.321(3) 4_575 ? Eu1 O3 2.335(3) 2_645 ? Eu1 O7 2.349(3) . ? Eu1 O1 2.391(3) . ? Eu1 O5 2.415(4) . ? Eu1 O2 2.425(3) 2_645 ? Eu1 O4 2.492(3) . ? Eu1 O2 2.754(3) . ? Eu1 C9 2.850(5) . ? Eu1 C3 3.180(5) 2_645 ? Eu1 Eu1 3.8763(4) 3_665 ? O1 C1 1.275(5) . ? O2 C1 1.274(5) . ? O2 Eu1 2.425(3) 2_655 ? O3 C3 1.350(5) . ? O3 Eu1 2.321(3) 4_576 ? O3 Eu1 2.335(3) 2_655 ? O4 C9 1.275(6) . ? O5 C9 1.273(6) . ? O6 C11 1.345(6) . ? O6 H6 0.8400 . ? O7 H7A 0.8481 . ? O7 H7B 0.8497 . ? C1 C2 1.483(6) . ? C2 C7 1.395(7) . ? C2 C3 1.409(6) . ? C3 C4 1.402(7) . ? C3 Eu1 3.180(5) 2_655 ? C4 C5 1.389(7) . ? C4 H4 0.9500 . ? C5 C6 1.388(7) . ? C5 C8 1.510(7) . ? C6 C7 1.379(7) . ? C6 H6A 0.9500 . ? C7 H7 0.9500 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10 1.471(7) . ? C10 C15 1.393(7) . ? C10 C11 1.413(7) . ? C11 C12 1.403(7) . ? C12 C13 1.386(7) . ? C12 H12 0.9500 . ? C13 C14 1.392(8) . ? C13 C16 1.504(7) . ? C14 C15 1.381(7) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? 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 Eu1 O3 67.29(13) 4_575 2_645 ? O3 Eu1 O7 84.59(11) 4_575 . ? O3 Eu1 O7 85.22(11) 2_645 . ? O3 Eu1 O1 86.52(12) 4_575 . ? O3 Eu1 O1 136.98(11) 2_645 . ? O7 Eu1 O1 127.20(11) . . ? O3 Eu1 O5 142.48(11) 4_575 . ? O3 Eu1 O5 76.95(11) 2_645 . ? O7 Eu1 O5 81.42(12) . . ? O1 Eu1 O5 129.19(12) . . ? O3 Eu1 O2 97.39(10) 4_575 2_645 ? O3 Eu1 O2 73.24(11) 2_645 2_645 ? O7 Eu1 O2 155.46(12) . 2_645 ? O1 Eu1 O2 77.33(11) . 2_645 ? O5 Eu1 O2 82.35(11) . 2_645 ? O3 Eu1 O4 158.59(11) 4_575 . ? O3 Eu1 O4 129.73(11) 2_645 . ? O7 Eu1 O4 84.32(12) . . ? O1 Eu1 O4 85.69(12) . . ? O5 Eu1 O4 52.89(11) . . ? O2 Eu1 O4 100.29(11) 2_645 . ? O3 Eu1 O2 89.99(10) 4_575 . ? O3 Eu1 O2 153.04(10) 2_645 . ? O7 Eu1 O2 78.07(11) . . ? O1 Eu1 O2 49.96(10) . . ? O5 Eu1 O2 120.47(10) . . ? O2 Eu1 O2 126.25(4) 2_645 . ? O4 Eu1 O2 69.81(10) . . ? O3 Eu1 C9 163.68(12) 4_575 . ? O3 Eu1 C9 103.20(13) 2_645 . ? O7 Eu1 C9 81.31(13) . . ? O1 Eu1 C9 108.59(13) . . ? O5 Eu1 C9 26.36(13) . . ? O2 Eu1 C9 92.10(12) 2_645 . ? O4 Eu1 C9 26.55(13) . . ? O2 Eu1 C9 95.08(12) . . ? O3 Eu1 C3 88.77(11) 4_575 2_645 ? O3 Eu1 C3 22.29(11) 2_645 2_645 ? O7 Eu1 C3 93.04(12) . 2_645 ? O1 Eu1 C3 138.69(11) . 2_645 ? O5 Eu1 C3 57.62(11) . 2_645 ? O2 Eu1 C3 62.64(12) 2_645 2_645 ? O4 Eu1 C3 110.06(11) . 2_645 ? O2 Eu1 C3 171.10(11) . 2_645 ? C9 Eu1 C3 83.82(13) . 2_645 ? O3 Eu1 Eu1 33.76(8) 4_575 3_665 ? O3 Eu1 Eu1 33.53(8) 2_645 3_665 ? O7 Eu1 Eu1 83.88(8) . 3_665 ? O1 Eu1 Eu1 113.83(9) . 3_665 ? O5 Eu1 Eu1 109.81(8) . 3_665 ? O2 Eu1 Eu1 84.45(8) 2_645 3_665 ? O4 Eu1 Eu1 160.48(8) . 3_665 ? O2 Eu1 Eu1 122.46(7) . 3_665 ? C9 Eu1 Eu1 135.42(10) . 3_665 ? C3 Eu1 Eu1 55.23(8) 2_645 3_665 ? C1 O1 Eu1 104.1(3) . . ? C1 O2 Eu1 128.1(3) . 2_655 ? C1 O2 Eu1 86.9(3) . . ? Eu1 O2 Eu1 144.28(14) 2_655 . ? C3 O3 Eu1 128.1(3) . 4_576 ? C3 O3 Eu1 116.7(3) . 2_655 ? Eu1 O3 Eu1 112.71(13) 4_576 2_655 ? C9 O4 Eu1 92.6(3) . . ? C9 O5 Eu1 96.2(3) . . ? C11 O6 H6 109.5 . . ? Eu1 O7 H7A 120.8 . . ? Eu1 O7 H7B 131.4 . . ? H7A O7 H7B 107.2 . . ? O2 C1 O1 119.1(4) . . ? O2 C1 C2 122.0(4) . . ? O1 C1 C2 118.8(4) . . ? C7 C2 C3 119.2(4) . . ? C7 C2 C1 118.6(4) . . ? C3 C2 C1 122.0(4) . . ? O3 C3 C4 119.8(4) . . ? O3 C3 C2 121.2(4) . . ? C4 C3 C2 118.9(4) . . ? O3 C3 Eu1 40.99(19) . 2_655 ? C4 C3 Eu1 128.9(3) . 2_655 ? C2 C3 Eu1 96.9(3) . 2_655 ? C5 C4 C3 121.0(4) . . ? C5 C4 H4 119.5 . . ? C3 C4 H4 119.5 . . ? C6 C5 C4 119.2(5) . . ? C6 C5 C8 121.3(4) . . ? C4 C5 C8 119.5(4) . . ? C7 C6 C5 120.6(4) . . ? C7 C6 H6A 119.7 . . ? C5 C6 H6A 119.7 . . ? C6 C7 C2 120.9(4) . . ? C6 C7 H7 119.6 . . ? C2 C7 H7 119.6 . . ? C5 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C5 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? O5 C9 O4 118.2(4) . . ? O5 C9 C10 119.4(4) . . ? O4 C9 C10 122.4(4) . . ? O5 C9 Eu1 57.4(2) . . ? O4 C9 Eu1 60.9(2) . . ? C10 C9 Eu1 175.5(3) . . ? C15 C10 C11 118.7(5) . . ? C15 C10 C9 121.3(5) . . ? C11 C10 C9 119.9(4) . . ? O6 C11 C12 116.9(5) . . ? O6 C11 C10 123.8(4) . . ? C12 C11 C10 119.3(5) . . ? C13 C12 C11 121.3(5) . . ? C13 C12 H12 119.3 . . ? C11 C12 H12 119.3 . . ? C12 C13 C14 118.8(5) . . ? C12 C13 C16 120.9(5) . . ? C14 C13 C16 120.3(5) . . ? C15 C14 C13 120.9(5) . . ? C15 C14 H14 119.6 . . ? C13 C14 H14 119.6 . . ? C14 C15 C10 121.1(5) . . ? C14 C15 H15 119.5 . . ? C10 C15 H15 119.5 . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 Eu1 O1 C1 92.4(3) 4_575 . . . ? O3 Eu1 O1 C1 143.2(3) 2_645 . . . ? O7 Eu1 O1 C1 11.9(3) . . . . ? O5 Eu1 O1 C1 -100.3(3) . . . . ? O2 Eu1 O1 C1 -169.2(3) 2_645 . . . ? O4 Eu1 O1 C1 -67.7(3) . . . . ? O2 Eu1 O1 C1 -0.5(3) . . . . ? C9 Eu1 O1 C1 -81.3(3) . . . . ? C3 Eu1 O1 C1 176.5(3) 2_645 . . . ? Eu1 Eu1 O1 C1 112.7(3) 3_665 . . . ? O3 Eu1 O2 C1 -84.9(3) 4_575 . . . ? O3 Eu1 O2 C1 -116.5(3) 2_645 . . . ? O7 Eu1 O2 C1 -169.4(3) . . . . ? O1 Eu1 O2 C1 0.5(2) . . . . ? O5 Eu1 O2 C1 118.1(3) . . . . ? O2 Eu1 O2 C1 14.2(2) 2_645 . . . ? O4 Eu1 O2 C1 102.3(3) . . . . ? C9 Eu1 O2 C1 110.6(3) . . . . ? C3 Eu1 O2 C1 -166.9(6) 2_645 . . . ? Eu1 Eu1 O2 C1 -94.7(2) 3_665 . . . ? O3 Eu1 O2 Eu1 105.7(2) 4_575 . . 2_655 ? O3 Eu1 O2 Eu1 74.1(3) 2_645 . . 2_655 ? O7 Eu1 O2 Eu1 21.2(2) . . . 2_655 ? O1 Eu1 O2 Eu1 -168.8(3) . . . 2_655 ? O5 Eu1 O2 Eu1 -51.2(3) . . . 2_655 ? O2 Eu1 O2 Eu1 -155.1(3) 2_645 . . 2_655 ? O4 Eu1 O2 Eu1 -67.0(2) . . . 2_655 ? C9 Eu1 O2 Eu1 -58.7(2) . . . 2_655 ? C3 Eu1 O2 Eu1 23.8(8) 2_645 . . 2_655 ? Eu1 Eu1 O2 Eu1 96.0(2) 3_665 . . 2_655 ? O3 Eu1 O4 C9 141.0(3) 4_575 . . . ? O3 Eu1 O4 C9 3.0(3) 2_645 . . . ? O7 Eu1 O4 C9 81.9(3) . . . . ? O1 Eu1 O4 C9 -150.0(3) . . . . ? O5 Eu1 O4 C9 -1.6(3) . . . . ? O2 Eu1 O4 C9 -73.7(3) 2_645 . . . ? O2 Eu1 O4 C9 161.3(3) . . . . ? C3 Eu1 O4 C9 -9.3(3) 2_645 . . . ? Eu1 Eu1 O4 C9 28.9(4) 3_665 . . . ? O3 Eu1 O5 C9 -157.1(3) 4_575 . . . ? O3 Eu1 O5 C9 -174.8(3) 2_645 . . . ? O7 Eu1 O5 C9 -87.7(3) . . . . ? O1 Eu1 O5 C9 44.0(3) . . . . ? O2 Eu1 O5 C9 110.8(3) 2_645 . . . ? O4 Eu1 O5 C9 1.6(3) . . . . ? O2 Eu1 O5 C9 -17.1(3) . . . . ? C3 Eu1 O5 C9 173.1(3) 2_645 . . . ? Eu1 Eu1 O5 C9 -168.0(3) 3_665 . . . ? Eu1 O2 C1 O1 171.2(3) 2_655 . . . ? Eu1 O2 C1 O1 -0.9(4) . . . . ? Eu1 O2 C1 C2 -10.8(6) 2_655 . . . ? Eu1 O2 C1 C2 177.1(4) . . . . ? Eu1 O1 C1 O2 1.0(5) . . . . ? Eu1 O1 C1 C2 -177.0(3) . . . . ? O2 C1 C2 C7 -140.1(5) . . . . ? O1 C1 C2 C7 37.9(6) . . . . ? O2 C1 C2 C3 34.3(6) . . . . ? O1 C1 C2 C3 -147.7(4) . . . . ? Eu1 O3 C3 C4 -82.9(5) 4_576 . . . ? Eu1 O3 C3 C4 116.3(4) 2_655 . . . ? Eu1 O3 C3 C2 99.8(4) 4_576 . . . ? Eu1 O3 C3 C2 -61.0(5) 2_655 . . . ? Eu1 O3 C3 Eu1 160.8(4) 4_576 . . 2_655 ? C7 C2 C3 O3 179.5(4) . . . . ? C1 C2 C3 O3 5.1(7) . . . . ? C7 C2 C3 C4 2.1(6) . . . . ? C1 C2 C3 C4 -172.3(4) . . . . ? C7 C2 C3 Eu1 144.1(4) . . . 2_655 ? C1 C2 C3 Eu1 -30.2(4) . . . 2_655 ? O3 C3 C4 C5 -175.0(4) . . . . ? C2 C3 C4 C5 2.4(7) . . . . ? Eu1 C3 C4 C5 -126.0(4) 2_655 . . . ? C3 C4 C5 C6 -4.2(7) . . . . ? C3 C4 C5 C8 174.0(4) . . . . ? C4 C5 C6 C7 1.5(7) . . . . ? C8 C5 C6 C7 -176.7(4) . . . . ? C5 C6 C7 C2 3.0(7) . . . . ? C3 C2 C7 C6 -4.8(7) . . . . ? C1 C2 C7 C6 169.8(4) . . . . ? Eu1 O5 C9 O4 -2.9(5) . . . . ? Eu1 O5 C9 C10 176.3(4) . . . . ? Eu1 O4 C9 O5 2.8(4) . . . . ? Eu1 O4 C9 C10 -176.3(4) . . . . ? O3 Eu1 C9 O5 57.7(6) 4_575 . . . ? O3 Eu1 C9 O5 5.2(3) 2_645 . . . ? O7 Eu1 C9 O5 88.2(3) . . . . ? O1 Eu1 C9 O5 -145.4(3) . . . . ? O2 Eu1 C9 O5 -68.0(3) 2_645 . . . ? O4 Eu1 C9 O5 -177.1(5) . . . . ? O2 Eu1 C9 O5 165.3(3) . . . . ? C3 Eu1 C9 O5 -5.8(3) 2_645 . . . ? Eu1 Eu1 C9 O5 16.2(3) 3_665 . . . ? O3 Eu1 C9 O4 -125.2(4) 4_575 . . . ? O3 Eu1 C9 O4 -177.7(3) 2_645 . . . ? O7 Eu1 C9 O4 -94.7(3) . . . . ? O1 Eu1 C9 O4 31.7(3) . . . . ? O5 Eu1 C9 O4 177.1(5) . . . . ? O2 Eu1 C9 O4 109.1(3) 2_645 . . . ? O2 Eu1 C9 O4 -17.6(3) . . . . ? C3 Eu1 C9 O4 171.3(3) 2_645 . . . ? Eu1 Eu1 C9 O4 -166.7(2) 3_665 . . . ? O3 Eu1 C9 C10 12(5) 4_575 . . . ? O3 Eu1 C9 C10 -41(4) 2_645 . . . ? O7 Eu1 C9 C10 42(4) . . . . ? O1 Eu1 C9 C10 169(4) . . . . ? O5 Eu1 C9 C10 -46(4) . . . . ? O2 Eu1 C9 C10 -114(4) 2_645 . . . ? O4 Eu1 C9 C10 137(4) . . . . ? O2 Eu1 C9 C10 119(4) . . . . ? C3 Eu1 C9 C10 -52(4) 2_645 . . . ? Eu1 Eu1 C9 C10 -30(4) 3_665 . . . ? O5 C9 C10 C15 -176.7(4) . . . . ? O4 C9 C10 C15 2.4(7) . . . . ? Eu1 C9 C10 C15 -133(4) . . . . ? O5 C9 C10 C11 6.0(7) . . . . ? O4 C9 C10 C11 -174.9(4) . . . . ? Eu1 C9 C10 C11 50(4) . . . . ? C15 C10 C11 O6 -177.6(4) . . . . ? C9 C10 C11 O6 -0.2(7) . . . . ? C15 C10 C11 C12 -0.1(7) . . . . ? C9 C10 C11 C12 177.3(4) . . . . ? O6 C11 C12 C13 177.7(4) . . . . ? C10 C11 C12 C13 0.0(7) . . . . ? C11 C12 C13 C14 -0.2(8) . . . . ? C11 C12 C13 C16 -179.6(5) . . . . ? C12 C13 C14 C15 0.6(8) . . . . ? C16 C13 C14 C15 179.9(5) . . . . ? C13 C14 C15 C10 -0.7(8) . . . . ? C11 C10 C15 C14 0.5(7) . . . . ? C9 C10 C15 C14 -176.9(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 O6 H6 O5 0.84 1.84 2.575(5) 145.0 . O7 H7A O1 0.85 1.84 2.657(5) 160.6 2_655 O7 H7B O4 0.85 1.82 2.671(5) 178.7 4_575 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.56 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 4.058 _refine_diff_density_min -1.546 _refine_diff_density_rms 0.187 data_4 _database_code_depnum_ccdc_archive 'CCDC 885838' #TrackingRef '15046_web_deposit_cif_file_3_Cheng-HuiZeng_1351564369.4.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H15 Gd O7' _chemical_formula_sum 'C16 H15 Gd O7' _chemical_formula_weight 476.53 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 16.6988(8) _cell_length_b 8.6735(4) _cell_length_c 10.8705(5) _cell_angle_alpha 90.00 _cell_angle_beta 91.910(4) _cell_angle_gamma 90.00 _cell_volume 1573.58(13) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 3745 _cell_measurement_theta_min 2.2660 _cell_measurement_theta_max 27.4925 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.011 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 924 _exptl_absorpt_coefficient_mu 4.250 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5681 _exptl_absorpt_correction_T_max 0.8831 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 'multiwire proportional' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% ? _diffrn_reflns_number 8224 _diffrn_reflns_av_R_equivalents 0.1311 _diffrn_reflns_av_sigmaI/netI 0.0975 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.44 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2775 _reflns_number_gt 2271 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _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^)+(0.1561P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2775 _refine_ls_number_parameters 219 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0982 _refine_ls_R_factor_gt 0.0882 _refine_ls_wR_factor_ref 0.2332 _refine_ls_wR_factor_gt 0.2123 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.079 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Gd1 Gd 0.46252(3) 0.56591(6) 0.15752(4) 0.0185(3) Uani 1 1 d . . . O1 O 0.5599(5) 0.5468(8) 0.3210(7) 0.0226(17) Uani 1 1 d . . . O2 O 0.5388(4) 0.7974(8) 0.2972(8) 0.0256(16) Uani 1 1 d . . . O3 O 0.5687(5) 0.9374(6) 0.5264(7) 0.0195(17) Uani 1 1 d . . . O4 O 0.3733(4) 0.6653(8) 0.3185(6) 0.0261(16) Uani 1 1 d . . . O5 O 0.3198(5) 0.5337(8) 0.1632(6) 0.0238(16) Uani 1 1 d . . . O6 O 0.1683(5) 0.4699(9) 0.1475(7) 0.0295(17) Uani 1 1 d . . . H6 H 0.2156 0.4485 0.1388 0.044 Uiso 1 1 calc R . . O7 O 0.4241(5) 0.7897(8) 0.0519(6) 0.0294(18) Uani 1 1 d . . . H7A H 0.4287 0.8865 0.0745 0.044 Uiso 1 1 d R . . H7B H 0.4087 0.8027 -0.0250 0.044 Uiso 1 1 d R . . C1 C 0.5760(6) 0.6870(11) 0.3504(9) 0.018(2) Uani 1 1 d . . . C2 C 0.6385(6) 0.7175(11) 0.4476(8) 0.021(2) Uani 1 1 d . . . C3 C 0.6341(6) 0.8441(13) 0.5267(9) 0.026(2) Uani 1 1 d . . . C4 C 0.6989(6) 0.8769(13) 0.6046(9) 0.025(2) Uani 1 1 d . . . H4 H 0.6952 0.9576 0.6603 0.030 Uiso 1 1 calc R . . C5 C 0.7700(7) 0.7921(12) 0.6019(9) 0.027(2) Uani 1 1 d . . . C6 C 0.7722(6) 0.6690(12) 0.5256(9) 0.026(2) Uani 1 1 d . . . H6A H 0.8187 0.6104 0.5234 0.031 Uiso 1 1 calc R . . C7 C 0.7085(6) 0.6288(12) 0.4522(9) 0.024(2) Uani 1 1 d . . . H7 H 0.7114 0.5405 0.4040 0.029 Uiso 1 1 calc R . . C8 C 0.8436(7) 0.8459(14) 0.6781(11) 0.037(3) Uani 1 1 d . . . H8A H 0.8762 0.7583 0.7005 0.056 Uiso 1 1 calc R . . H8B H 0.8266 0.8966 0.7513 0.056 Uiso 1 1 calc R . . H8C H 0.8742 0.9163 0.6304 0.056 Uiso 1 1 calc R . . C9 C 0.3101(7) 0.6120(12) 0.2615(9) 0.023(2) Uani 1 1 d . . . C10 C 0.2292(6) 0.6384(11) 0.3047(9) 0.024(2) Uani 1 1 d . . . C11 C 0.1615(8) 0.5636(9) 0.2469(10) 0.023(2) Uani 1 1 d . . . C12 C 0.0864(8) 0.5838(12) 0.2921(11) 0.032(3) Uani 1 1 d . . . H12 H 0.0430 0.5350 0.2529 0.039 Uiso 1 1 calc R . . C13 C 0.0732(7) 0.6755(13) 0.3951(10) 0.033(3) Uani 1 1 d . . . C14 C 0.1400(7) 0.7457(13) 0.4523(10) 0.030(2) Uani 1 1 d . . . H14 H 0.1333 0.8065 0.5216 0.036 Uiso 1 1 calc R . . C15 C 0.2154(7) 0.7264(14) 0.4078(9) 0.031(3) Uani 1 1 d . . . H15 H 0.2585 0.7740 0.4485 0.037 Uiso 1 1 calc R . . C16 C -0.0087(7) 0.6972(13) 0.4413(10) 0.037(3) Uani 1 1 d . . . H16A H -0.0068 0.6927 0.5296 0.056 Uiso 1 1 calc R . . H16B H -0.0432 0.6172 0.4092 0.056 Uiso 1 1 calc R . . H16C H -0.0291 0.7957 0.4150 0.056 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Gd1 0.0173(5) 0.0192(5) 0.0189(5) -0.00057(15) -0.0025(3) -0.00023(17) O1 0.026(4) 0.015(4) 0.026(4) -0.007(3) -0.008(3) 0.000(3) O2 0.014(4) 0.014(3) 0.049(5) 0.003(3) 0.001(3) 0.000(3) O3 0.014(4) 0.022(4) 0.022(4) -0.004(2) -0.002(3) 0.002(3) O4 0.022(4) 0.031(4) 0.024(4) -0.001(3) -0.007(3) 0.003(3) O5 0.029(4) 0.023(3) 0.019(4) -0.004(3) 0.002(3) -0.001(3) O6 0.025(4) 0.035(4) 0.028(4) -0.002(3) -0.002(3) 0.006(4) O7 0.043(5) 0.027(4) 0.018(4) -0.003(3) -0.006(3) 0.007(4) C1 0.010(5) 0.020(5) 0.026(5) -0.003(4) 0.004(4) 0.002(4) C2 0.018(5) 0.026(5) 0.018(5) 0.011(4) -0.002(4) -0.007(4) C3 0.019(5) 0.038(6) 0.020(5) 0.005(4) -0.002(4) 0.008(5) C4 0.022(6) 0.033(6) 0.019(5) 0.003(4) -0.005(4) -0.011(5) C5 0.025(6) 0.035(6) 0.022(5) 0.010(5) -0.001(4) 0.002(5) C6 0.019(5) 0.034(6) 0.025(6) 0.004(4) 0.001(4) 0.012(5) C7 0.024(6) 0.027(5) 0.021(5) -0.001(4) 0.003(4) -0.004(5) C8 0.038(7) 0.038(7) 0.036(7) 0.006(5) -0.001(5) -0.007(6) C9 0.031(6) 0.021(5) 0.017(5) 0.004(4) -0.008(4) -0.001(5) C10 0.027(6) 0.021(5) 0.023(6) 0.005(4) -0.003(4) -0.001(5) C11 0.033(7) 0.019(6) 0.016(5) 0.006(3) -0.001(5) 0.001(4) C12 0.033(7) 0.033(6) 0.031(7) 0.007(5) 0.004(5) -0.005(5) C13 0.031(6) 0.037(6) 0.029(6) -0.004(5) 0.001(5) 0.003(5) C14 0.028(6) 0.033(6) 0.028(6) -0.002(4) 0.003(5) 0.000(5) C15 0.028(7) 0.044(7) 0.021(5) -0.003(5) -0.005(5) -0.010(5) C16 0.040(7) 0.044(7) 0.027(6) -0.006(5) -0.001(5) 0.011(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 Gd1 O3 2.312(8) 4_575 ? Gd1 O3 2.332(7) 2_645 ? Gd1 O7 2.335(7) . ? Gd1 O1 2.374(7) . ? Gd1 O2 2.381(7) 2_645 ? Gd1 O5 2.403(8) . ? Gd1 O4 2.490(7) . ? Gd1 O2 2.798(8) . ? Gd1 C9 2.847(12) . ? Gd1 C1 2.970(9) . ? Gd1 Gd1 3.8583(9) 3_665 ? O1 C1 1.283(11) . ? O2 C1 1.269(12) . ? O2 Gd1 2.381(7) 2_655 ? O3 C3 1.359(13) . ? O3 Gd1 2.312(8) 4_576 ? O3 Gd1 2.332(7) 2_655 ? O4 C9 1.291(13) . ? O5 C9 1.281(13) . ? O6 C11 1.359(13) . ? O6 H6 0.8200 . ? O7 H7A 0.8775 . ? O7 H7B 0.8736 . ? C1 C2 1.484(13) . ? C2 C3 1.398(15) . ? C2 C7 1.400(15) . ? C3 C4 1.382(14) . ? C4 C5 1.397(16) . ? C4 H4 0.9300 . ? C5 C6 1.354(15) . ? C5 C8 1.531(15) . ? C6 C7 1.353(14) . ? C6 H6A 0.9300 . ? C7 H7 0.9300 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 C10 1.464(16) . ? C10 C15 1.382(15) . ? C10 C11 1.430(15) . ? C11 C12 1.373(19) . ? C12 C13 1.397(16) . ? C12 H12 0.9300 . ? C13 C14 1.398(15) . ? C13 C16 1.486(17) . ? C14 C15 1.373(16) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Gd1 O3 67.7(3) 4_575 2_645 ? O3 Gd1 O7 84.9(3) 4_575 . ? O3 Gd1 O7 85.7(2) 2_645 . ? O3 Gd1 O1 86.6(3) 4_575 . ? O3 Gd1 O1 137.4(3) 2_645 . ? O7 Gd1 O1 126.6(2) . . ? O3 Gd1 O2 97.3(2) 4_575 2_645 ? O3 Gd1 O2 72.9(3) 2_645 2_645 ? O7 Gd1 O2 155.6(2) . 2_645 ? O1 Gd1 O2 77.8(3) . 2_645 ? O3 Gd1 O5 142.8(2) 4_575 . ? O3 Gd1 O5 76.9(3) 2_645 . ? O7 Gd1 O5 81.5(3) . . ? O1 Gd1 O5 128.9(3) . . ? O2 Gd1 O5 82.3(2) 2_645 . ? O3 Gd1 O4 157.9(2) 4_575 . ? O3 Gd1 O4 130.2(2) 2_645 . ? O7 Gd1 O4 84.1(3) . . ? O1 Gd1 O4 84.8(3) . . ? O2 Gd1 O4 100.6(3) 2_645 . ? O5 Gd1 O4 53.5(2) . . ? O3 Gd1 O2 90.0(2) 4_575 . ? O3 Gd1 O2 153.2(2) 2_645 . ? O7 Gd1 O2 77.5(2) . . ? O1 Gd1 O2 49.9(2) . . ? O2 Gd1 O2 126.65(10) 2_645 . ? O5 Gd1 O2 120.2(2) . . ? O4 Gd1 O2 69.0(2) . . ? O3 Gd1 C9 163.9(3) 4_575 . ? O3 Gd1 C9 103.3(3) 2_645 . ? O7 Gd1 C9 81.0(3) . . ? O1 Gd1 C9 108.1(3) . . ? O2 Gd1 C9 92.3(3) 2_645 . ? O5 Gd1 C9 26.6(3) . . ? O4 Gd1 C9 26.9(3) . . ? O2 Gd1 C9 94.6(3) . . ? O3 Gd1 C1 87.4(2) 4_575 . ? O3 Gd1 C1 153.3(3) 2_645 . ? O7 Gd1 C1 102.2(3) . . ? O1 Gd1 C1 24.7(2) . . ? O2 Gd1 C1 102.1(3) 2_645 . ? O5 Gd1 C1 129.3(2) . . ? O4 Gd1 C1 76.4(2) . . ? O2 Gd1 C1 25.2(2) . . ? C9 Gd1 C1 103.1(3) . . ? O3 Gd1 Gd1 34.00(17) 4_575 3_665 ? O3 Gd1 Gd1 33.66(19) 2_645 3_665 ? O7 Gd1 Gd1 84.36(18) . 3_665 ? O1 Gd1 Gd1 114.2(2) . 3_665 ? O2 Gd1 Gd1 84.2(2) 2_645 3_665 ? O5 Gd1 Gd1 109.86(16) . 3_665 ? O4 Gd1 Gd1 161.04(15) . 3_665 ? O2 Gd1 Gd1 122.63(17) . 3_665 ? C9 Gd1 Gd1 135.6(2) . 3_665 ? C1 Gd1 Gd1 120.87(18) . 3_665 ? C1 O1 Gd1 104.6(6) . . ? C1 O2 Gd1 130.6(7) . 2_655 ? C1 O2 Gd1 85.0(5) . . ? Gd1 O2 Gd1 143.8(3) 2_655 . ? C3 O3 Gd1 128.6(6) . 4_576 ? C3 O3 Gd1 116.3(6) . 2_655 ? Gd1 O3 Gd1 112.3(3) 4_576 2_655 ? C9 O4 Gd1 92.2(6) . . ? C9 O5 Gd1 96.4(6) . . ? C11 O6 H6 109.5 . . ? Gd1 O7 H7A 129.6 . . ? Gd1 O7 H7B 130.2 . . ? H7A O7 H7B 99.5 . . ? O2 C1 O1 120.4(9) . . ? O2 C1 C2 120.8(8) . . ? O1 C1 C2 118.8(8) . . ? O2 C1 Gd1 69.8(5) . . ? O1 C1 Gd1 50.7(5) . . ? C2 C1 Gd1 169.2(7) . . ? C3 C2 C7 118.1(9) . . ? C3 C2 C1 121.9(9) . . ? C7 C2 C1 119.7(9) . . ? O3 C3 C4 119.5(10) . . ? O3 C3 C2 121.6(9) . . ? C4 C3 C2 118.8(10) . . ? C3 C4 C5 121.9(10) . . ? C3 C4 H4 119.0 . . ? C5 C4 H4 119.0 . . ? C6 C5 C4 117.8(9) . . ? C6 C5 C8 122.3(10) . . ? C4 C5 C8 119.7(10) . . ? C7 C6 C5 121.9(10) . . ? C7 C6 H6A 119.0 . . ? C5 C6 H6A 119.0 . . ? C6 C7 C2 121.2(10) . . ? C6 C7 H7 119.4 . . ? C2 C7 H7 119.4 . . ? C5 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C5 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? O5 C9 O4 117.8(10) . . ? O5 C9 C10 119.6(9) . . ? O4 C9 C10 122.6(9) . . ? O5 C9 Gd1 57.0(6) . . ? O4 C9 Gd1 60.9(6) . . ? C10 C9 Gd1 175.2(7) . . ? C15 C10 C11 117.1(10) . . ? C15 C10 C9 121.8(9) . . ? C11 C10 C9 120.9(9) . . ? O6 C11 C12 117.5(10) . . ? O6 C11 C10 122.3(11) . . ? C12 C11 C10 120.2(10) . . ? C11 C12 C13 122.0(12) . . ? C11 C12 H12 119.0 . . ? C13 C12 H12 119.0 . . ? C12 C13 C14 117.4(11) . . ? C12 C13 C16 121.0(11) . . ? C14 C13 C16 121.6(10) . . ? C15 C14 C13 121.1(10) . . ? C15 C14 H14 119.4 . . ? C13 C14 H14 119.4 . . ? C14 C15 C10 122.2(10) . . ? C14 C15 H15 118.9 . . ? C10 C15 H15 118.9 . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 Gd1 O1 C1 91.3(6) 4_575 . . . ? O3 Gd1 O1 C1 142.4(6) 2_645 . . . ? O7 Gd1 O1 C1 10.2(8) . . . . ? O2 Gd1 O1 C1 -170.5(7) 2_645 . . . ? O5 Gd1 O1 C1 -101.1(6) . . . . ? O4 Gd1 O1 C1 -68.4(7) . . . . ? O2 Gd1 O1 C1 -1.5(5) . . . . ? C9 Gd1 O1 C1 -82.0(7) . . . . ? Gd1 Gd1 O1 C1 111.7(6) 3_665 . . . ? O3 Gd1 O2 C1 -84.1(6) 4_575 . . . ? O3 Gd1 O2 C1 -116.4(7) 2_645 . . . ? O7 Gd1 O2 C1 -168.9(6) . . . . ? O1 Gd1 O2 C1 1.5(5) . . . . ? O2 Gd1 O2 C1 15.0(5) 2_645 . . . ? O5 Gd1 O2 C1 118.9(6) . . . . ? O4 Gd1 O2 C1 102.8(6) . . . . ? C9 Gd1 O2 C1 111.4(6) . . . . ? Gd1 Gd1 O2 C1 -94.0(6) 3_665 . . . ? O3 Gd1 O2 Gd1 105.0(6) 4_575 . . 2_655 ? O3 Gd1 O2 Gd1 72.7(8) 2_645 . . 2_655 ? O7 Gd1 O2 Gd1 20.2(6) . . . 2_655 ? O1 Gd1 O2 Gd1 -169.4(8) . . . 2_655 ? O2 Gd1 O2 Gd1 -155.9(7) 2_645 . . 2_655 ? O5 Gd1 O2 Gd1 -52.1(7) . . . 2_655 ? O4 Gd1 O2 Gd1 -68.2(6) . . . 2_655 ? C9 Gd1 O2 Gd1 -59.5(6) . . . 2_655 ? C1 Gd1 O2 Gd1 -170.9(10) . . . 2_655 ? Gd1 Gd1 O2 Gd1 95.0(5) 3_665 . . 2_655 ? O3 Gd1 O4 C9 142.1(7) 4_575 . . . ? O3 Gd1 O4 C9 2.6(7) 2_645 . . . ? O7 Gd1 O4 C9 81.9(6) . . . . ? O1 Gd1 O4 C9 -150.4(6) . . . . ? O2 Gd1 O4 C9 -74.0(6) 2_645 . . . ? O5 Gd1 O4 C9 -2.0(6) . . . . ? O2 Gd1 O4 C9 160.7(6) . . . . ? C1 Gd1 O4 C9 -174.0(6) . . . . ? Gd1 Gd1 O4 C9 29.2(9) 3_665 . . . ? O3 Gd1 O5 C9 -156.7(6) 4_575 . . . ? O3 Gd1 O5 C9 -174.5(6) 2_645 . . . ? O7 Gd1 O5 C9 -86.9(6) . . . . ? O1 Gd1 O5 C9 44.0(7) . . . . ? O2 Gd1 O5 C9 111.4(6) 2_645 . . . ? O4 Gd1 O5 C9 2.0(6) . . . . ? O2 Gd1 O5 C9 -16.8(7) . . . . ? C1 Gd1 O5 C9 12.0(7) . . . . ? Gd1 Gd1 O5 C9 -167.7(6) 3_665 . . . ? Gd1 O2 C1 O1 170.5(7) 2_655 . . . ? Gd1 O2 C1 O1 -2.5(9) . . . . ? Gd1 O2 C1 C2 -9.3(14) 2_655 . . . ? Gd1 O2 C1 C2 177.7(8) . . . . ? Gd1 O2 C1 Gd1 173.0(8) 2_655 . . . ? Gd1 O1 C1 O2 3.0(11) . . . . ? Gd1 O1 C1 C2 -177.2(7) . . . . ? O3 Gd1 C1 O2 95.3(6) 4_575 . . . ? O3 Gd1 C1 O2 116.2(6) 2_645 . . . ? O7 Gd1 C1 O2 11.1(6) . . . . ? O1 Gd1 C1 O2 -177.3(10) . . . . ? O2 Gd1 C1 O2 -167.7(4) 2_645 . . . ? O5 Gd1 C1 O2 -77.8(6) . . . . ? O4 Gd1 C1 O2 -69.6(6) . . . . ? C9 Gd1 C1 O2 -72.4(6) . . . . ? Gd1 Gd1 C1 O2 101.8(5) 3_665 . . . ? O3 Gd1 C1 O1 -87.4(7) 4_575 . . . ? O3 Gd1 C1 O1 -66.5(9) 2_645 . . . ? O7 Gd1 C1 O1 -171.6(7) . . . . ? O2 Gd1 C1 O1 9.5(7) 2_645 . . . ? O5 Gd1 C1 O1 99.4(7) . . . . ? O4 Gd1 C1 O1 107.7(7) . . . . ? O2 Gd1 C1 O1 177.3(10) . . . . ? C9 Gd1 C1 O1 104.9(7) . . . . ? Gd1 Gd1 C1 O1 -80.9(7) 3_665 . . . ? O3 Gd1 C1 C2 -74(4) 4_575 . . . ? O3 Gd1 C1 C2 -53(4) 2_645 . . . ? O7 Gd1 C1 C2 -158(3) . . . . ? O1 Gd1 C1 C2 13(3) . . . . ? O2 Gd1 C1 C2 23(4) 2_645 . . . ? O5 Gd1 C1 C2 113(3) . . . . ? O4 Gd1 C1 C2 121(4) . . . . ? O2 Gd1 C1 C2 -170(4) . . . . ? C9 Gd1 C1 C2 118(4) . . . . ? Gd1 Gd1 C1 C2 -68(4) 3_665 . . . ? O2 C1 C2 C3 32.3(14) . . . . ? O1 C1 C2 C3 -147.5(10) . . . . ? Gd1 C1 C2 C3 -159(3) . . . . ? O2 C1 C2 C7 -140.2(10) . . . . ? O1 C1 C2 C7 40.0(13) . . . . ? Gd1 C1 C2 C7 28(4) . . . . ? Gd1 O3 C3 C4 -83.2(11) 4_576 . . . ? Gd1 O3 C3 C4 117.2(9) 2_655 . . . ? Gd1 O3 C3 C2 98.6(10) 4_576 . . . ? Gd1 O3 C3 C2 -61.0(11) 2_655 . . . ? C7 C2 C3 O3 178.9(9) . . . . ? C1 C2 C3 O3 6.3(15) . . . . ? C7 C2 C3 C4 0.7(14) . . . . ? C1 C2 C3 C4 -171.9(9) . . . . ? O3 C3 C4 C5 -174.9(9) . . . . ? C2 C3 C4 C5 3.3(15) . . . . ? C3 C4 C5 C6 -4.2(15) . . . . ? C3 C4 C5 C8 172.1(10) . . . . ? C4 C5 C6 C7 0.9(15) . . . . ? C8 C5 C6 C7 -175.3(10) . . . . ? C5 C6 C7 C2 3.2(15) . . . . ? C3 C2 C7 C6 -3.9(14) . . . . ? C1 C2 C7 C6 168.9(9) . . . . ? Gd1 O5 C9 O4 -3.5(10) . . . . ? Gd1 O5 C9 C10 176.1(8) . . . . ? Gd1 O4 C9 O5 3.4(10) . . . . ? Gd1 O4 C9 C10 -176.3(9) . . . . ? O3 Gd1 C9 O5 59.5(13) 4_575 . . . ? O3 Gd1 C9 O5 5.5(6) 2_645 . . . ? O7 Gd1 C9 O5 89.0(6) . . . . ? O1 Gd1 C9 O5 -145.3(6) . . . . ? O2 Gd1 C9 O5 -67.4(6) 2_645 . . . ? O4 Gd1 C9 O5 -176.5(10) . . . . ? O2 Gd1 C9 O5 165.5(6) . . . . ? C1 Gd1 C9 O5 -170.5(6) . . . . ? Gd1 Gd1 C9 O5 16.7(8) 3_665 . . . ? O3 Gd1 C9 O4 -124.0(9) 4_575 . . . ? O3 Gd1 C9 O4 -178.0(5) 2_645 . . . ? O7 Gd1 C9 O4 -94.6(6) . . . . ? O1 Gd1 C9 O4 31.1(6) . . . . ? O2 Gd1 C9 O4 109.0(6) 2_645 . . . ? O5 Gd1 C9 O4 176.5(10) . . . . ? O2 Gd1 C9 O4 -18.0(6) . . . . ? C1 Gd1 C9 O4 6.0(6) . . . . ? Gd1 Gd1 C9 O4 -166.9(4) 3_665 . . . ? O3 Gd1 C9 C10 15(10) 4_575 . . . ? O3 Gd1 C9 C10 -39(9) 2_645 . . . ? O7 Gd1 C9 C10 44(9) . . . . ? O1 Gd1 C9 C10 170(9) . . . . ? O2 Gd1 C9 C10 -112(9) 2_645 . . . ? O5 Gd1 C9 C10 -45(9) . . . . ? O4 Gd1 C9 C10 139(9) . . . . ? O2 Gd1 C9 C10 121(9) . . . . ? C1 Gd1 C9 C10 145(9) . . . . ? Gd1 Gd1 C9 C10 -28(9) 3_665 . . . ? O5 C9 C10 C15 -177.8(10) . . . . ? O4 C9 C10 C15 1.8(16) . . . . ? Gd1 C9 C10 C15 -135(9) . . . . ? O5 C9 C10 C11 7.3(15) . . . . ? O4 C9 C10 C11 -173.1(9) . . . . ? Gd1 C9 C10 C11 50(10) . . . . ? C15 C10 C11 O6 -177.6(9) . . . . ? C9 C10 C11 O6 -2.4(14) . . . . ? C15 C10 C11 C12 1.7(14) . . . . ? C9 C10 C11 C12 176.9(9) . . . . ? O6 C11 C12 C13 178.8(9) . . . . ? C10 C11 C12 C13 -0.5(16) . . . . ? C11 C12 C13 C14 -0.7(16) . . . . ? C11 C12 C13 C16 179.2(10) . . . . ? C12 C13 C14 C15 0.7(17) . . . . ? C16 C13 C14 C15 -179.2(11) . . . . ? C13 C14 C15 C10 0.5(18) . . . . ? C11 C10 C15 C14 -1.7(16) . . . . ? C9 C10 C15 C14 -176.8(10) . . . . ? 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 O6 H6 O5 0.82 1.90 2.590(11) 141.0 . O7 H7A O1 0.88 1.80 2.633(10) 157.2 2_655 O7 H7B O4 0.87 1.80 2.677(10) 177.5 4_575 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 5.917 _refine_diff_density_min -2.464 _refine_diff_density_rms 0.471 data_8 _database_code_depnum_ccdc_archive 'CCDC 885839' #TrackingRef '15047_web_deposit_cif_file_4_Cheng-HuiZeng_1351564369.8.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H19 Eu O8' _chemical_formula_sum 'C24 H19 Eu O8' _chemical_formula_weight 587.35 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Eu Eu -8.9294 11.1857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21' _symmetry_space_group_name_Hall 'P 2yb ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 10.3393(12) _cell_length_b 7.2348(6) _cell_length_c 14.4078(15) _cell_angle_alpha 90.00 _cell_angle_beta 100.337(13) _cell_angle_gamma 90.00 _cell_volume 1060.25(19) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 1662 _cell_measurement_theta_min 4.8714 _cell_measurement_theta_max 62.4675 _exptl_crystal_description needle _exptl_crystal_colour yellowish _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.840 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 580 _exptl_absorpt_coefficient_mu 21.618 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1654 _exptl_absorpt_correction_T_max 0.3570 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'multiwire proportional' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% ? _diffrn_reflns_number 3214 _diffrn_reflns_av_R_equivalents 0.0348 _diffrn_reflns_av_sigmaI/netI 0.0474 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 4 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 4.88 _diffrn_reflns_theta_max 62.55 _reflns_number_total 2159 _reflns_number_gt 2079 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _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^)+(0.0825P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.017(7) _refine_ls_number_reflns 2159 _refine_ls_number_parameters 270 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0422 _refine_ls_R_factor_gt 0.0408 _refine_ls_wR_factor_ref 0.1105 _refine_ls_wR_factor_gt 0.1083 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.065 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Eu1 Eu 0.41901(4) 0.52206(11) 0.46970(3) 0.01232(18) Uani 1 1 d . . . O1 O 0.5293(7) 0.7158(11) 0.5936(4) 0.024 Uani 1 1 d . . . O2 O 0.5723(7) 0.3534(10) 0.5734(5) 0.024 Uani 1 1 d . . . O3 O 0.6646(7) 0.1866(10) 0.6928(4) 0.0231(15) Uani 1 1 d . . . O4 O 0.3753(6) 0.0573(8) 0.5899(4) 0.0142(16) Uani 1 1 d . . . O5 O 0.3045(7) 0.3492(10) 0.5749(5) 0.0200(16) Uani 1 1 d . . . O6 O 0.1154(7) 0.4595(10) 0.6563(5) 0.0284(19) Uani 1 1 d . . . H6B H 0.1709 0.4674 0.6224 0.043 Uiso 1 1 calc R . . O7 O 0.2085(6) 0.4194(10) 0.3758(5) 0.0245(16) Uani 1 1 d . . . O8 O 0.2519(7) 0.7176(10) 0.5351(5) 0.0222(16) Uani 1 1 d . . . C1 C 0.6175(10) 0.3409(15) 0.6602(7) 0.020(2) Uani 1 1 d . . . C2 C 0.6098(8) 0.502(2) 0.7231(6) 0.020 Uani 1 1 d . . . C3 C 0.6501(9) 0.4759(14) 0.8186(6) 0.020(2) Uani 1 1 d . . . H3A H 0.6813 0.3600 0.8397 0.024 Uiso 1 1 calc R . . C4 C 0.6463(10) 0.6173(15) 0.8859(7) 0.022(2) Uani 1 1 d . . . C5 C 0.5961(9) 0.7931(14) 0.8506(7) 0.018(2) Uani 1 1 d . . . C6 C 0.5567(9) 0.8195(14) 0.7523(6) 0.017(2) Uani 1 1 d . . . H6A H 0.5249 0.9344 0.7298 0.020 Uiso 1 1 calc R . . C7 C 0.5646(10) 0.6753(15) 0.6877(7) 0.020 Uani 1 1 d . . . C8 C 0.6861(10) 0.5940(16) 0.9833(7) 0.023(2) Uani 1 1 d . . . H8A H 0.7176 0.4799 1.0070 0.028 Uiso 1 1 calc R . . C9 C 0.6792(10) 0.7369(14) 1.0437(7) 0.020 Uani 1 1 d . . . H9A H 0.7085 0.7208 1.1081 0.024 Uiso 1 1 calc R . . C10 C 0.5889(9) 0.9361(15) 0.9148(7) 0.023(2) Uani 1 1 d . . . H10A H 0.5571 1.0513 0.8928 0.028 Uiso 1 1 calc R . . C11 C 0.6279(9) 0.9087(15) 1.0092(7) 0.023(2) Uani 1 1 d . . . H11A H 0.6205 1.0042 1.0511 0.028 Uiso 1 1 calc R . . C12 C 0.3050(8) 0.1883(13) 0.6092(6) 0.0127(19) Uani 1 1 d . . . C13 C 0.2134(8) 0.1514(14) 0.6767(7) 0.017(2) Uani 1 1 d . . . C14 C 0.2175(9) -0.0134(19) 0.7219(6) 0.020(2) Uani 1 1 d . . . H14A H 0.2791 -0.1007 0.7110 0.024 Uiso 1 1 calc R . . C15 C 0.1320(10) -0.0579(14) 0.7846(6) 0.020(2) Uani 1 1 d . . . C16 C 0.0381(10) 0.0745(14) 0.8002(7) 0.021(2) Uani 1 1 d . . . C17 C 0.0365(10) 0.2479(17) 0.7555(7) 0.024(2) Uani 1 1 d . . . H17A H -0.0243 0.3363 0.7665 0.029 Uiso 1 1 calc R . . C18 C 0.1217(10) 0.2895(15) 0.6966(7) 0.020(2) Uani 1 1 d . . . C19 C -0.0508(9) 0.029(3) 0.8620(7) 0.031(3) Uani 1 1 d . . . H19A H -0.1140 0.1144 0.8723 0.037 Uiso 1 1 calc R . . C20 C -0.0441(12) -0.137(2) 0.9059(8) 0.038(3) Uani 1 1 d . . . H20A H -0.1012 -0.1632 0.9472 0.046 Uiso 1 1 calc R . . C21 C 0.0495(11) -0.2725(19) 0.8896(8) 0.035(3) Uani 1 1 d . . . H21A H 0.0518 -0.3866 0.9196 0.041 Uiso 1 1 calc R . . C22 C 0.1351(11) -0.2365(17) 0.8307(7) 0.028(2) Uani 1 1 d . . . H22A H 0.1954 -0.3259 0.8200 0.033 Uiso 1 1 calc R . . C23 C 0.1293(11) 0.7765(18) 0.4822(8) 0.034(3) Uani 1 1 d . . . H23A H 0.0840 0.8506 0.5215 0.051 Uiso 1 1 calc R . . H23B H 0.0768 0.6704 0.4603 0.051 Uiso 1 1 calc R . . H23C H 0.1443 0.8483 0.4291 0.051 Uiso 1 1 calc R . . C24 C 0.1414(11) 0.2422(17) 0.3669(9) 0.032(3) Uani 1 1 d . . . H24A H 0.0481 0.2619 0.3561 0.049 Uiso 1 1 calc R . . H24B H 0.1671 0.1724 0.4239 0.049 Uiso 1 1 calc R . . H24C H 0.1646 0.1750 0.3148 0.049 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Eu1 0.0132(3) 0.0152(3) 0.0093(3) 0.0005(3) 0.00396(17) -0.0008(3) O1 0.035 0.023 0.014 -0.003 0.003 -0.001 O2 0.035 0.023 0.014 -0.003 0.003 -0.001 O3 0.035(4) 0.022(4) 0.012(3) -0.002(3) 0.003(3) 0.000(3) O4 0.018(3) 0.014(5) 0.014(3) 0.001(2) 0.013(2) 0.000(2) O5 0.019(4) 0.017(4) 0.026(4) 0.013(3) 0.010(3) 0.005(3) O6 0.027(3) 0.030(5) 0.033(4) 0.004(3) 0.020(3) 0.011(3) O7 0.016(3) 0.027(4) 0.029(4) 0.006(3) 0.000(3) -0.002(3) O8 0.017(3) 0.022(4) 0.029(4) -0.005(4) 0.008(3) 0.002(3) C1 0.023(5) 0.023(6) 0.014(5) 0.006(4) 0.006(4) 0.010(5) C2 0.023 0.018 0.021 -0.002 0.008 -0.002 C3 0.023(4) 0.019(7) 0.020(4) 0.000(4) 0.008(3) -0.002(4) C4 0.016(5) 0.029(6) 0.023(5) -0.003(5) 0.010(4) -0.005(5) C5 0.015(5) 0.022(5) 0.017(5) -0.002(4) 0.005(4) 0.002(4) C6 0.020(5) 0.020(5) 0.012(4) 0.005(4) 0.007(4) 0.003(4) C7 0.023 0.018 0.021 -0.002 0.008 -0.002 C8 0.020(5) 0.029(5) 0.020(5) 0.000(5) 0.003(4) 0.003(4) C9 0.023 0.018 0.021 -0.002 0.008 -0.002 C10 0.022(5) 0.027(5) 0.019(5) -0.010(4) 0.002(4) 0.002(4) C11 0.019(5) 0.032(6) 0.018(5) -0.016(5) 0.002(4) -0.004(5) C12 0.013(4) 0.018(5) 0.007(4) 0.001(4) 0.002(3) 0.002(4) C13 0.011(4) 0.021(5) 0.017(5) -0.002(4) 0.000(4) 0.005(4) C14 0.020(4) 0.027(8) 0.015(4) -0.003(5) 0.004(3) -0.006(6) C15 0.020(5) 0.026(5) 0.016(4) 0.001(4) 0.010(4) -0.006(4) C16 0.018(5) 0.026(6) 0.017(5) -0.004(4) 0.001(4) -0.008(4) C17 0.018(5) 0.038(7) 0.019(5) 0.001(5) 0.007(4) 0.007(5) C18 0.016(5) 0.028(6) 0.019(5) -0.004(4) 0.008(4) -0.003(4) C19 0.021(5) 0.050(8) 0.024(5) -0.012(7) 0.009(4) -0.012(7) C20 0.034(7) 0.055(8) 0.029(6) -0.001(6) 0.013(5) -0.008(6) C21 0.036(6) 0.047(8) 0.022(5) 0.012(6) 0.010(5) -0.009(6) C22 0.037(6) 0.032(6) 0.017(5) -0.005(5) 0.012(5) -0.004(5) C23 0.030(6) 0.040(7) 0.032(6) 0.006(5) 0.005(5) 0.000(6) C24 0.025(6) 0.033(7) 0.039(6) 0.011(6) 0.004(5) -0.002(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 Eu1 O2 2.320(7) . ? Eu1 O1 2.392(7) . ? Eu1 O5 2.430(7) . ? Eu1 O4 2.445(6) 2_656 ? Eu1 O7 2.462(7) . ? Eu1 O2 2.482(7) 2_656 ? Eu1 O1 2.491(8) 2_646 ? Eu1 O8 2.542(7) . ? Eu1 O3 2.631(6) 2_656 ? Eu1 C1 2.952(11) 2_656 ? O1 C7 1.371(12) . ? O1 Eu1 2.491(8) 2_656 ? O2 C1 1.257(12) . ? O2 Eu1 2.482(7) 2_646 ? O3 C1 1.274(13) . ? O3 Eu1 2.631(6) 2_646 ? O4 C12 1.255(11) . ? O4 Eu1 2.445(6) 2_646 ? O5 C12 1.264(12) . ? O6 C18 1.356(13) . ? O6 H6B 0.8200 . ? O7 C24 1.453(14) . ? O8 C23 1.422(13) . ? C1 C2 1.489(17) . ? C1 Eu1 2.952(11) 2_646 ? C2 C3 1.378(12) . ? C2 C7 1.399(17) . ? C3 C4 1.415(14) . ? C3 H3A 0.9300 . ? C4 C8 1.401(14) . ? C4 C5 1.432(15) . ? C5 C10 1.399(14) . ? C5 C6 1.414(13) . ? C6 C7 1.410(15) . ? C6 H6A 0.9300 . ? C8 C9 1.361(15) . ? C8 H8A 0.9300 . ? C9 C11 1.407(15) . ? C9 H9A 0.9300 . ? C10 C11 1.362(14) . ? C10 H10A 0.9300 . ? C11 H11A 0.9300 . ? C12 C13 1.499(13) . ? C13 C14 1.355(16) . ? C13 C18 1.441(14) . ? C14 C15 1.410(13) . ? C14 H14A 0.9300 . ? C15 C16 1.410(14) . ? C15 C22 1.451(16) . ? C16 C17 1.409(16) . ? C16 C19 1.429(14) . ? C17 C18 1.361(15) . ? C17 H17A 0.9300 . ? C19 C20 1.35(2) . ? C19 H19A 0.9300 . ? C20 C21 1.426(19) . ? C20 H20A 0.9300 . ? C21 C22 1.356(16) . ? C21 H21A 0.9300 . ? C22 H22A 0.9300 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Eu1 O1 69.4(2) . . ? O2 Eu1 O5 71.4(2) . . ? O1 Eu1 O5 93.2(3) . . ? O2 Eu1 O4 75.2(2) . 2_656 ? O1 Eu1 O4 82.7(2) . 2_656 ? O5 Eu1 O4 145.5(2) . 2_656 ? O2 Eu1 O7 129.0(2) . . ? O1 Eu1 O7 147.4(3) . . ? O5 Eu1 O7 72.9(2) . . ? O4 Eu1 O7 125.3(2) 2_656 . ? O2 Eu1 O2 128.16(18) . 2_656 ? O1 Eu1 O2 65.6(2) . 2_656 ? O5 Eu1 O2 134.2(2) . 2_656 ? O4 Eu1 O2 74.8(2) 2_656 2_656 ? O7 Eu1 O2 102.8(2) . 2_656 ? O2 Eu1 O1 66.5(2) . 2_646 ? O1 Eu1 O1 133.62(15) . 2_646 ? O5 Eu1 O1 86.1(2) . 2_646 ? O4 Eu1 O1 72.9(2) 2_656 2_646 ? O7 Eu1 O1 75.9(2) . 2_646 ? O2 Eu1 O1 138.4(3) 2_656 2_646 ? O2 Eu1 O8 119.0(2) . . ? O1 Eu1 O8 70.2(2) . . ? O5 Eu1 O8 67.4(2) . . ? O4 Eu1 O8 139.8(2) 2_656 . ? O7 Eu1 O8 77.2(2) . . ? O2 Eu1 O8 67.2(2) 2_656 . ? O1 Eu1 O8 146.7(2) 2_646 . ? O2 Eu1 O3 152.7(2) . 2_656 ? O1 Eu1 O3 115.8(2) . 2_656 ? O5 Eu1 O3 132.0(2) . 2_656 ? O4 Eu1 O3 78.9(2) 2_656 2_656 ? O7 Eu1 O3 62.0(2) . 2_656 ? O2 Eu1 O3 50.3(2) 2_656 2_656 ? O1 Eu1 O3 97.7(2) 2_646 2_656 ? O8 Eu1 O3 86.6(2) . 2_656 ? O2 Eu1 C1 144.5(3) . 2_656 ? O1 Eu1 C1 90.3(2) . 2_656 ? O5 Eu1 C1 140.9(3) . 2_656 ? O4 Eu1 C1 73.5(2) 2_656 2_656 ? O7 Eu1 C1 83.5(3) . 2_656 ? O2 Eu1 C1 24.9(2) 2_656 2_656 ? O1 Eu1 C1 118.3(2) 2_646 2_656 ? O8 Eu1 C1 77.4(3) . 2_656 ? O3 Eu1 C1 25.6(2) 2_656 2_656 ? O2 Eu1 Eu1 97.11(19) . 2_656 ? O1 Eu1 Eu1 35.47(17) . 2_656 ? O5 Eu1 Eu1 123.97(19) . 2_656 ? O4 Eu1 Eu1 68.12(13) 2_656 2_656 ? O7 Eu1 Eu1 133.17(17) . 2_656 ? O2 Eu1 Eu1 32.01(16) 2_656 2_656 ? O1 Eu1 Eu1 140.57(17) 2_646 2_656 ? O8 Eu1 Eu1 72.71(16) . 2_656 ? O3 Eu1 Eu1 80.99(16) 2_656 2_656 ? C1 Eu1 Eu1 55.58(19) 2_656 2_656 ? O2 Eu1 Eu1 34.54(18) . 2_646 ? O1 Eu1 Eu1 103.96(18) . 2_646 ? O5 Eu1 Eu1 68.39(17) . 2_646 ? O4 Eu1 Eu1 79.35(13) 2_656 2_646 ? O7 Eu1 Eu1 98.10(17) . 2_646 ? O2 Eu1 Eu1 153.12(18) 2_656 2_646 ? O1 Eu1 Eu1 33.87(15) 2_646 2_646 ? O8 Eu1 Eu1 134.87(17) . 2_646 ? O3 Eu1 Eu1 131.20(16) 2_656 2_646 ? C1 Eu1 Eu1 147.4(2) 2_656 2_646 ? Eu1 Eu1 Eu1 128.52(2) 2_656 2_646 ? C7 O1 Eu1 128.3(6) . . ? C7 O1 Eu1 121.0(6) . 2_656 ? Eu1 O1 Eu1 110.7(3) . 2_656 ? C1 O2 Eu1 140.1(7) . . ? C1 O2 Eu1 99.0(6) . 2_646 ? Eu1 O2 Eu1 113.5(3) . 2_646 ? C1 O3 Eu1 91.5(6) . 2_646 ? C12 O4 Eu1 137.0(5) . 2_646 ? C12 O5 Eu1 138.5(6) . . ? C18 O6 H6B 109.5 . . ? C24 O7 Eu1 132.5(6) . . ? C23 O8 Eu1 124.6(7) . . ? O2 C1 O3 118.6(10) . . ? O2 C1 C2 119.8(9) . . ? O3 C1 C2 121.5(8) . . ? O2 C1 Eu1 56.2(5) . 2_646 ? O3 C1 Eu1 63.0(5) . 2_646 ? C2 C1 Eu1 169.7(7) . 2_646 ? C3 C2 C7 120.6(11) . . ? C3 C2 C1 117.3(11) . . ? C7 C2 C1 122.1(8) . . ? C2 C3 C4 122.9(11) . . ? C2 C3 H3A 118.5 . . ? C4 C3 H3A 118.5 . . ? C8 C4 C3 124.1(10) . . ? C8 C4 C5 119.0(9) . . ? C3 C4 C5 116.8(9) . . ? C10 C5 C6 121.5(9) . . ? C10 C5 C4 118.7(9) . . ? C6 C5 C4 119.8(9) . . ? C7 C6 C5 121.3(9) . . ? C7 C6 H6A 119.3 . . ? C5 C6 H6A 119.3 . . ? O1 C7 C2 124.3(9) . . ? O1 C7 C6 117.2(9) . . ? C2 C7 C6 118.5(9) . . ? C9 C8 C4 120.7(11) . . ? C9 C8 H8A 119.7 . . ? C4 C8 H8A 119.7 . . ? C8 C9 C11 120.3(9) . . ? C8 C9 H9A 119.8 . . ? C11 C9 H9A 119.8 . . ? C11 C10 C5 120.7(10) . . ? C11 C10 H10A 119.6 . . ? C5 C10 H10A 119.6 . . ? C10 C11 C9 120.5(9) . . ? C10 C11 H11A 119.8 . . ? C9 C11 H11A 119.8 . . ? O4 C12 O5 124.8(8) . . ? O4 C12 C13 117.9(8) . . ? O5 C12 C13 117.3(8) . . ? C14 C13 C18 118.6(9) . . ? C14 C13 C12 120.0(9) . . ? C18 C13 C12 121.4(9) . . ? C13 C14 C15 122.7(10) . . ? C13 C14 H14A 118.7 . . ? C15 C14 H14A 118.7 . . ? C14 C15 C16 118.4(10) . . ? C14 C15 C22 122.1(10) . . ? C16 C15 C22 119.4(9) . . ? C17 C16 C15 118.9(9) . . ? C17 C16 C19 122.3(11) . . ? C15 C16 C19 118.8(11) . . ? C18 C17 C16 121.7(10) . . ? C18 C17 H17A 119.1 . . ? C16 C17 H17A 119.1 . . ? O6 C18 C17 118.7(9) . . ? O6 C18 C13 121.8(9) . . ? C17 C18 C13 119.5(10) . . ? C20 C19 C16 120.7(13) . . ? C20 C19 H19A 119.6 . . ? C16 C19 H19A 119.6 . . ? C19 C20 C21 120.8(11) . . ? C19 C20 H20A 119.6 . . ? C21 C20 H20A 119.6 . . ? C22 C21 C20 120.6(12) . . ? C22 C21 H21A 119.7 . . ? C20 C21 H21A 119.7 . . ? C21 C22 C15 119.6(11) . . ? C21 C22 H22A 120.2 . . ? C15 C22 H22A 120.2 . . ? O8 C23 H23A 109.5 . . ? O8 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? O8 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? O7 C24 H24A 109.5 . . ? O7 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? O7 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 Eu1 O1 C7 -40.2(8) . . . . ? O5 Eu1 O1 C7 28.6(8) . . . . ? O4 Eu1 O1 C7 -117.0(8) 2_656 . . . ? O7 Eu1 O1 C7 91.2(9) . . . . ? O2 Eu1 O1 C7 166.3(9) 2_656 . . . ? O1 Eu1 O1 C7 -59.1(7) 2_646 . . . ? O8 Eu1 O1 C7 93.1(8) . . . . ? O3 Eu1 O1 C7 169.1(8) 2_656 . . . ? C1 Eu1 O1 C7 169.6(8) 2_656 . . . ? Eu1 Eu1 O1 C7 -179.1(10) 2_656 . . . ? Eu1 Eu1 O1 C7 -40.0(8) 2_646 . . . ? O2 Eu1 O1 Eu1 139.0(3) . . . 2_656 ? O5 Eu1 O1 Eu1 -152.3(3) . . . 2_656 ? O4 Eu1 O1 Eu1 62.1(3) 2_656 . . 2_656 ? O7 Eu1 O1 Eu1 -89.6(5) . . . 2_656 ? O2 Eu1 O1 Eu1 -14.5(2) 2_656 . . 2_656 ? O1 Eu1 O1 Eu1 120.1(4) 2_646 . . 2_656 ? O8 Eu1 O1 Eu1 -87.7(3) . . . 2_656 ? O3 Eu1 O1 Eu1 -11.8(4) 2_656 . . 2_656 ? C1 Eu1 O1 Eu1 -11.2(3) 2_656 . . 2_656 ? Eu1 Eu1 O1 Eu1 139.2(2) 2_646 . . 2_656 ? O1 Eu1 O2 C1 38.0(11) . . . . ? O5 Eu1 O2 C1 -63.0(11) . . . . ? O4 Eu1 O2 C1 125.6(11) 2_656 . . . ? O7 Eu1 O2 C1 -110.7(11) . . . . ? O2 Eu1 O2 C1 69.1(10) 2_656 . . . ? O1 Eu1 O2 C1 -156.9(12) 2_646 . . . ? O8 Eu1 O2 C1 -13.6(12) . . . . ? O3 Eu1 O2 C1 144.7(10) 2_656 . . . ? C1 Eu1 O2 C1 96.8(13) 2_656 . . . ? Eu1 Eu1 O2 C1 60.5(11) 2_656 . . . ? Eu1 Eu1 O2 C1 -141.7(13) 2_646 . . . ? O1 Eu1 O2 Eu1 179.7(4) . . . 2_646 ? O5 Eu1 O2 Eu1 78.7(3) . . . 2_646 ? O4 Eu1 O2 Eu1 -92.7(3) 2_656 . . 2_646 ? O7 Eu1 O2 Eu1 31.0(5) . . . 2_646 ? O2 Eu1 O2 Eu1 -149.2(4) 2_656 . . 2_646 ? O1 Eu1 O2 Eu1 -15.2(2) 2_646 . . 2_646 ? O8 Eu1 O2 Eu1 128.1(3) . . . 2_646 ? O3 Eu1 O2 Eu1 -73.6(6) 2_656 . . 2_646 ? C1 Eu1 O2 Eu1 -121.5(4) 2_656 . . 2_646 ? Eu1 Eu1 O2 Eu1 -157.8(2) 2_656 . . 2_646 ? O2 Eu1 O5 C12 -44.1(9) . . . . ? O1 Eu1 O5 C12 -111.1(9) . . . . ? O4 Eu1 O5 C12 -29.3(12) 2_656 . . . ? O7 Eu1 O5 C12 99.0(10) . . . . ? O2 Eu1 O5 C12 -169.6(8) 2_656 . . . ? O1 Eu1 O5 C12 22.5(9) 2_646 . . . ? O8 Eu1 O5 C12 -178.1(10) . . . . ? O3 Eu1 O5 C12 119.3(9) 2_656 . . . ? C1 Eu1 O5 C12 154.5(8) 2_656 . . . ? Eu1 Eu1 O5 C12 -130.1(9) 2_656 . . . ? Eu1 Eu1 O5 C12 -7.3(9) 2_646 . . . ? O2 Eu1 O7 C24 0.0(10) . . . . ? O1 Eu1 O7 C24 -115.3(9) . . . . ? O5 Eu1 O7 C24 -47.2(9) . . . . ? O4 Eu1 O7 C24 99.8(9) 2_656 . . . ? O2 Eu1 O7 C24 -179.8(9) 2_656 . . . ? O1 Eu1 O7 C24 43.0(9) 2_646 . . . ? O8 Eu1 O7 C24 -117.1(9) . . . . ? O3 Eu1 O7 C24 149.8(9) 2_656 . . . ? C1 Eu1 O7 C24 164.4(9) 2_656 . . . ? Eu1 Eu1 O7 C24 -168.0(8) 2_656 . . . ? Eu1 Eu1 O7 C24 17.2(9) 2_646 . . . ? O2 Eu1 O8 C23 -158.0(8) . . . . ? O1 Eu1 O8 C23 150.8(8) . . . . ? O5 Eu1 O8 C23 -106.8(8) . . . . ? O4 Eu1 O8 C23 100.2(8) 2_656 . . . ? O7 Eu1 O8 C23 -30.2(8) . . . . ? O2 Eu1 O8 C23 79.8(8) 2_656 . . . ? O1 Eu1 O8 C23 -67.2(9) 2_646 . . . ? O3 Eu1 O8 C23 31.8(8) 2_656 . . . ? C1 Eu1 O8 C23 55.9(8) 2_656 . . . ? Eu1 Eu1 O8 C23 113.4(8) 2_656 . . . ? Eu1 Eu1 O8 C23 -119.0(8) 2_646 . . . ? Eu1 O2 C1 O3 153.2(8) . . . . ? Eu1 O2 C1 O3 8.4(11) 2_646 . . . ? Eu1 O2 C1 C2 -24.0(16) . . . . ? Eu1 O2 C1 C2 -168.9(8) 2_646 . . . ? Eu1 O2 C1 Eu1 144.9(11) . . . 2_646 ? Eu1 O3 C1 O2 -7.8(10) 2_646 . . . ? Eu1 O3 C1 C2 169.4(9) 2_646 . . . ? O2 C1 C2 C3 174.3(9) . . . . ? O3 C1 C2 C3 -2.8(14) . . . . ? Eu1 C1 C2 C3 110(4) 2_646 . . . ? O2 C1 C2 C7 -6.2(16) . . . . ? O3 C1 C2 C7 176.7(9) . . . . ? Eu1 C1 C2 C7 -70(4) 2_646 . . . ? C7 C2 C3 C4 1.2(14) . . . . ? C1 C2 C3 C4 -179.3(9) . . . . ? C2 C3 C4 C8 179.7(9) . . . . ? C2 C3 C4 C5 0.8(14) . . . . ? C8 C4 C5 C10 0.2(14) . . . . ? C3 C4 C5 C10 179.1(8) . . . . ? C8 C4 C5 C6 179.4(9) . . . . ? C3 C4 C5 C6 -1.7(14) . . . . ? C10 C5 C6 C7 179.7(9) . . . . ? C4 C5 C6 C7 0.6(14) . . . . ? Eu1 O1 C7 C2 36.9(14) . . . . ? Eu1 O1 C7 C2 -142.1(8) 2_656 . . . ? Eu1 O1 C7 C6 -144.2(7) . . . . ? Eu1 O1 C7 C6 36.7(11) 2_656 . . . ? C3 C2 C7 O1 176.4(9) . . . . ? C1 C2 C7 O1 -3.0(16) . . . . ? C3 C2 C7 C6 -2.4(14) . . . . ? C1 C2 C7 C6 178.1(8) . . . . ? C5 C6 C7 O1 -177.4(9) . . . . ? C5 C6 C7 C2 1.5(14) . . . . ? C3 C4 C8 C9 -179.8(9) . . . . ? C5 C4 C8 C9 -1.0(14) . . . . ? C4 C8 C9 C11 2.0(15) . . . . ? C6 C5 C10 C11 -179.7(9) . . . . ? C4 C5 C10 C11 -0.5(14) . . . . ? C5 C10 C11 C9 1.6(15) . . . . ? C8 C9 C11 C10 -2.3(15) . . . . ? Eu1 O4 C12 O5 23.2(14) 2_646 . . . ? Eu1 O4 C12 C13 -157.7(6) 2_646 . . . ? Eu1 O5 C12 O4 -3.0(15) . . . . ? Eu1 O5 C12 C13 177.8(6) . . . . ? O4 C12 C13 C14 6.4(13) . . . . ? O5 C12 C13 C14 -174.4(9) . . . . ? O4 C12 C13 C18 -174.8(8) . . . . ? O5 C12 C13 C18 4.4(13) . . . . ? C18 C13 C14 C15 2.6(14) . . . . ? C12 C13 C14 C15 -178.5(8) . . . . ? C13 C14 C15 C16 0.5(14) . . . . ? C13 C14 C15 C22 178.4(9) . . . . ? C14 C15 C16 C17 -2.3(14) . . . . ? C22 C15 C16 C17 179.6(10) . . . . ? C14 C15 C16 C19 178.6(9) . . . . ? C22 C15 C16 C19 0.6(14) . . . . ? C15 C16 C17 C18 1.1(15) . . . . ? C19 C16 C17 C18 -179.9(10) . . . . ? C16 C17 C18 O6 -179.6(9) . . . . ? C16 C17 C18 C13 2.0(16) . . . . ? C14 C13 C18 O6 177.8(9) . . . . ? C12 C13 C18 O6 -1.0(14) . . . . ? C14 C13 C18 C17 -3.8(15) . . . . ? C12 C13 C18 C17 177.3(9) . . . . ? C17 C16 C19 C20 -178.1(10) . . . . ? C15 C16 C19 C20 0.9(15) . . . . ? C16 C19 C20 C21 -1.7(17) . . . . ? C19 C20 C21 C22 1.0(18) . . . . ? C20 C21 C22 C15 0.5(17) . . . . ? C14 C15 C22 C21 -179.2(10) . . . . ? C16 C15 C22 C21 -1.3(15) . . . . ? 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 O6 H6B O5 0.82 1.86 2.581(9) 146.6 . O6 H6B O8 0.82 2.44 3.068(10) 134.5 . _diffrn_measured_fraction_theta_max 0.969 _diffrn_reflns_theta_full 62.55 _diffrn_measured_fraction_theta_full 0.969 _refine_diff_density_max 1.997 _refine_diff_density_min -1.207 _refine_diff_density_rms 0.150