Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Professor Guo-Yu Yang' _publ_contact_author_address ; State Key Laboratory of The Structural Chemistry Fujian Institute of Research on the structure of matter Chinese Academy of Sciences Fuzhou, Fujian 350002 P. R. China ; _publ_contact_author_email 'YGY@FJIRSM.AC.CN, GUOYU.YANG@HOTMAIL.COM' _publ_contact_author_fax '86 591 3710051' _publ_contact_author_phone '86 591 3710051' _publ_requested_coeditor_name ? #========================================================================== # TITLE AND AUTHOR LIST _publ_section_title ; Lanthanide Ionic Radii Controlled Diversity of Crystal Dimensionality and Porosity Involving In Situ Oxidation CHydrolysis Reaction ; loop_ _publ_author_name _publ_author_address 'Jian-Wen Cheng' ; Current address: State Key Laboratory of The Structural Chemistry Fujian Institute of Research on the structure of matter Chinese Academy of Sciences Fuzhou, Fujian 350002 P. R. China ; 'Jie Zhang' ; State Key Laboratory of The Structural Chemistry Fujian Institute of Research on the structure of matter Chinese Academy of Sciences Fuzhou, Fujian 350002 P. R. China ; 'Shou-Tian Zheng' ; State Key Laboratory of The Structural Chemistry Fujian Institute of Research on the structure of matter Chinese Academy of Sciences Fuzhou, Fujian 350002 P. R. China ; 'Guo-Yu Yang' ; State Key Laboratory of The Structural Chemistry Fujian Institute of Research on the structure of matter Chinese Academy of Sciences Fuzhou, Fujian 350002 P. R. China ; # Attachment '8-Dy.cif' # SUBMISSION DETAILS #===================================================================== data_8 _database_code_depnum_ccdc_archive 'CCDC 635212' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C7 H5 Dy N O5' _chemical_formula_weight 345.62 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Dy Dy -0.1892 4.4098 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 7.4196(4) _cell_length_b 19.2216(13) _cell_length_c 12.3604(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1762.80(19) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3919 _cell_measurement_theta_min 3.1779 _cell_measurement_theta_max 27.4835 _exptl_crystal_description Prism _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.4000 _exptl_crystal_size_mid 0.2000 _exptl_crystal_size_min 0.0400 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.605 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1280 _exptl_absorpt_coefficient_mu 8.471 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.145 _exptl_absorpt_correction_T_max 0.713 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'mercury CCD' _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 12542 _diffrn_reflns_av_R_equivalents 0.0462 _diffrn_reflns_av_sigmaI/netI 0.0262 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.37 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2020 _reflns_number_gt 1880 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2000)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2000)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0435P)^2^+2.5570P] 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 2020 _refine_ls_number_parameters 127 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0388 _refine_ls_R_factor_gt 0.0358 _refine_ls_wR_factor_ref 0.0898 _refine_ls_wR_factor_gt 0.0875 _refine_ls_goodness_of_fit_ref 1.227 _refine_ls_restrained_S_all 1.227 _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 Dy Dy 0.23883(3) 0.265673(11) 0.958794(17) 0.01173(12) Uani 1 1 d . . . C1 C 0.2334(7) 0.4091(3) 0.9610(4) 0.0232(13) Uani 1 1 d . . . C2 C 0.2375(6) 0.4875(3) 0.9606(5) 0.0231(16) Uani 1 1 d . . . C3 C 0.1938(10) 0.5241(3) 0.8672(6) 0.0322(13) Uani 1 1 d . . . H3A H 0.1611 0.5007 0.8043 0.039 Uiso 1 1 calc R . . C4 C 0.1999(9) 0.5964(3) 0.8699(5) 0.0340(13) Uani 1 1 d . . . H4A H 0.1687 0.6206 0.8075 0.041 Uiso 1 1 calc R . . C5 C 0.2865(9) 0.5970(4) 1.0471(5) 0.0309(14) Uani 1 1 d . . . H5A H 0.3169 0.6216 1.1093 0.037 Uiso 1 1 calc R . . C6 C 0.2831(9) 0.5248(3) 1.0522(5) 0.0284(13) Uani 1 1 d . . . H6A H 0.3111 0.5019 1.1163 0.034 Uiso 1 1 calc R . . C7 C 0.0865(6) 0.2502(2) 0.7169(3) 0.0132(9) Uani 1 1 d . . . O1 O 0.1961(7) 0.3775(2) 0.8749(4) 0.0392(10) Uani 1 1 d . . . O2 O 0.2692(6) 0.3774(3) 1.0473(4) 0.0350(12) Uani 1 1 d . . . O3 O 0.2315(4) 0.2453(2) 0.7658(4) 0.0201(8) Uani 1 1 d . . . O4 O 0.0657(5) 0.25416(18) 0.6143(3) 0.0176(7) Uani 1 1 d . . . O5 O 0.5300(5) 0.25638(18) 0.9137(3) 0.0173(7) Uani 1 1 d . . . N N 0.2484(5) 0.6331(3) 0.9573(4) 0.0234(12) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Dy 0.00983(17) 0.01205(17) 0.01332(17) 0.00039(7) -0.00041(7) -0.00005(7) C1 0.024(3) 0.013(3) 0.032(3) 0.003(2) 0.000(2) 0.0015(18) C2 0.022(3) 0.013(3) 0.034(4) 0.000(2) -0.001(2) -0.0007(16) C3 0.043(3) 0.021(3) 0.032(3) -0.001(2) -0.005(3) -0.002(2) C4 0.046(3) 0.025(3) 0.032(3) 0.006(2) -0.012(3) -0.003(3) C5 0.038(3) 0.025(3) 0.030(3) -0.003(2) -0.005(3) -0.003(3) C6 0.041(3) 0.021(3) 0.023(3) 0.001(2) 0.004(3) -0.002(2) C7 0.013(2) 0.016(2) 0.011(2) -0.0021(18) -0.0004(18) 0.0016(15) O1 0.066(3) 0.0165(19) 0.035(2) 0.0019(17) -0.017(2) -0.002(2) O2 0.057(3) 0.020(2) 0.028(2) 0.0001(16) -0.0023(19) 0.0013(17) O3 0.0132(19) 0.0305(19) 0.017(2) -0.0079(14) -0.0038(13) 0.0012(13) O4 0.0135(18) 0.0284(18) 0.0109(16) 0.0011(13) 0.0014(13) 0.0030(13) O5 0.0101(17) 0.0273(18) 0.0144(16) 0.0011(13) -0.0007(14) 0.0003(13) N 0.022(3) 0.021(3) 0.027(3) 0.0012(17) -0.0031(17) 0.0007(15) _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 Dy O5 2.238(3) . ? Dy O5 2.251(4) 4_457 ? Dy O1 2.407(4) . ? Dy O3 2.419(4) . ? Dy O2 2.421(5) . ? Dy O4 2.438(3) 2 ? Dy O4 2.444(3) 3_556 ? Dy N 2.551(6) 8_655 ? Dy C1 2.757(6) . ? Dy Dy 3.8940(2) 4_457 ? Dy Dy 3.8940(2) 4_557 ? C1 O1 1.256(7) . ? C1 O2 1.257(7) . ? C1 C2 1.508(8) . ? C2 C6 1.382(9) . ? C2 C3 1.390(8) . ? C3 C4 1.391(8) . ? C4 N 1.340(8) . ? C5 N 1.338(8) . ? C5 C6 1.390(10) . ? C7 O3 1.238(6) . ? C7 O4 1.280(5) . ? C7 C7 1.522(9) 3_556 ? O4 Dy 2.438(3) 2_554 ? O4 Dy 2.444(3) 3_556 ? O5 Dy 2.251(3) 4_557 ? N Dy 2.551(6) 8_665 ? 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 O5 Dy O5 145.49(8) . 4_457 ? O5 Dy O1 95.22(16) . . ? O5 Dy O1 112.28(15) 4_457 . ? O5 Dy O3 76.28(12) . . ? O5 Dy O3 130.16(12) 4_457 . ? O1 Dy O3 73.57(14) . . ? O5 Dy O2 95.37(14) . . ? O5 Dy O2 85.10(14) 4_457 . ? O1 Dy O2 54.18(17) . . ? O3 Dy O2 126.30(15) . . ? O5 Dy O4 67.04(12) . 2 ? O5 Dy O4 80.09(12) 4_457 2 ? O1 Dy O4 123.88(13) . 2 ? O3 Dy O4 139.98(11) . 2 ? O2 Dy O4 74.16(13) . 2 ? O5 Dy O4 142.48(13) . 3_556 ? O5 Dy O4 66.75(11) 4_457 3_556 ? O1 Dy O4 78.46(14) . 3_556 ? O3 Dy O4 66.41(11) . 3_556 ? O2 Dy O4 109.48(13) . 3_556 ? O4 Dy O4 145.84(9) 2 3_556 ? O5 Dy N 83.26(12) . 8_655 ? O5 Dy N 80.93(13) 4_457 8_655 ? O1 Dy N 153.39(15) . 8_655 ? O3 Dy N 80.31(14) . 8_655 ? O2 Dy N 152.41(15) . 8_655 ? O4 Dy N 80.05(12) 2 8_655 ? O4 Dy N 86.63(12) 3_556 8_655 ? O5 Dy C1 95.53(14) . . ? O5 Dy C1 99.86(14) 4_457 . ? O1 Dy C1 27.08(14) . . ? O3 Dy C1 99.89(15) . . ? O2 Dy C1 27.11(15) . . ? O4 Dy C1 99.04(14) 2 . ? O4 Dy C1 94.63(13) 3_556 . ? N Dy C1 178.70(14) 8_655 . ? O5 Dy Dy 166.49(9) . 4_457 ? O5 Dy Dy 29.74(9) 4_457 4_457 ? O1 Dy Dy 97.20(13) . 4_457 ? O3 Dy Dy 102.22(8) . 4_457 ? O2 Dy Dy 96.18(10) . 4_457 ? O4 Dy Dy 109.65(8) 2 4_457 ? O4 Dy Dy 37.03(8) 3_556 4_457 ? N Dy Dy 83.26(8) 8_655 4_457 ? C1 Dy Dy 97.94(10) . 4_457 ? O5 Dy Dy 29.93(9) . 4_557 ? O5 Dy Dy 116.33(9) 4_457 4_557 ? O1 Dy Dy 112.10(12) . 4_557 ? O3 Dy Dy 104.73(8) . 4_557 ? O2 Dy Dy 86.01(10) . 4_557 ? O4 Dy Dy 37.14(8) 2 4_557 ? O4 Dy Dy 164.51(8) 3_556 4_557 ? N Dy Dy 79.15(9) 8_655 4_557 ? C1 Dy Dy 99.56(10) . 4_557 ? Dy Dy Dy 144.613(12) 4_457 4_557 ? O1 C1 O2 122.1(6) . . ? O1 C1 C2 119.0(5) . . ? O2 C1 C2 118.9(5) . . ? O1 C1 Dy 60.7(3) . . ? O2 C1 Dy 61.3(4) . . ? C2 C1 Dy 177.8(4) . . ? C6 C2 C3 118.4(5) . . ? C6 C2 C1 121.3(5) . . ? C3 C2 C1 120.2(5) . . ? C2 C3 C4 118.5(6) . . ? N C4 C3 123.6(6) . . ? N C5 C6 123.5(6) . . ? C2 C6 C5 119.0(6) . . ? O3 C7 O4 126.4(4) . . ? O3 C7 C7 118.1(5) . 3_556 ? O4 C7 C7 115.5(5) . 3_556 ? C1 O1 Dy 92.2(4) . . ? C1 O2 Dy 91.5(4) . . ? C7 O3 Dy 119.2(3) . . ? C7 O4 Dy 134.5(3) . 2_554 ? C7 O4 Dy 118.9(3) . 3_556 ? Dy O4 Dy 105.83(12) 2_554 3_556 ? Dy O5 Dy 120.33(16) . 4_557 ? C5 N C4 116.9(6) . . ? C5 N Dy 120.2(4) . 8_665 ? C4 N Dy 122.8(4) . 8_665 ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.502 _refine_diff_density_min -3.304 _refine_diff_density_rms 0.243 # Attachment '9-Er.cif' # SUBMISSION DETAILS data_9 _database_code_depnum_ccdc_archive 'CCDC 635213' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C7 H5 Er N O5' _chemical_formula_weight 350.38 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Er Er -0.2586 4.9576 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 7.37850(10) _cell_length_b 19.1406(3) _cell_length_c 12.3183(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1739.70(6) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 88 _cell_measurement_theta_min 2.70 _cell_measurement_theta_max 25.02 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.675 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1296 _exptl_absorpt_coefficient_mu 9.641 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_absorpt_correction_T_min 0.5276 _exptl_absorpt_correction_T_max 1.0000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Siemens SMART CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 8114 _diffrn_reflns_av_R_equivalents 0.0440 _diffrn_reflns_av_sigmaI/netI 0.0251 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 2.70 _diffrn_reflns_theta_max 25.02 _reflns_number_total 1542 _reflns_number_gt 1432 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens SMART' _computing_cell_refinement 'Siemens SMART' _computing_data_reduction 'Siemens XPREP' _computing_structure_solution 'Siemens SHELXTL' _computing_structure_refinement 'Siemens 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^)+(0.0330P)^2^+21.5151P] 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 1542 _refine_ls_number_parameters 127 _refine_ls_number_restraints 6 _refine_ls_R_factor_ref 0.0521 _refine_ls_R_factor_gt 0.0466 _refine_ls_wR_factor_ref 0.1010 _refine_ls_wR_factor_gt 0.0989 _refine_ls_goodness_of_fit_ref 1.371 _refine_ls_restrained_S_all 1.370 _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 Er Er 0.23790(5) 0.26541(2) 0.95873(3) 0.01236(18) Uani 1 1 d . . . C1 C 0.2318(12) 0.4084(6) 0.9618(9) 0.026(3) Uani 1 1 d . . . C2 C 0.2363(12) 0.4874(5) 0.9611(9) 0.022(2) Uani 1 1 d . . . C3 C 0.1930(16) 0.5237(6) 0.8657(11) 0.032(3) Uani 1 1 d . . . H3A H 0.1617 0.5002 0.8023 0.038 Uiso 1 1 calc R . . C4 C 0.1988(16) 0.5962(6) 0.8696(10) 0.034(3) Uani 1 1 d . . . H4A H 0.1672 0.6208 0.8074 0.041 Uiso 1 1 calc R . . C5 C 0.2879(15) 0.5964(6) 1.0472(9) 0.026(2) Uani 1 1 d . . . H5A H 0.3199 0.6212 1.1092 0.032 Uiso 1 1 calc R . . C6 C 0.2856(16) 0.5250(6) 1.0535(9) 0.028(2) Uani 1 1 d . . . H6A H 0.3160 0.5021 1.1176 0.033 Uiso 1 1 calc R . . C7 C 0.0868(13) 0.2501(4) 0.7165(7) 0.012(2) Uani 1 1 d . . . O1 O 0.1926(12) 0.3763(4) 0.8753(7) 0.038(2) Uani 1 1 d . . . O2 O 0.2707(11) 0.3766(4) 1.0475(6) 0.034(2) Uani 1 1 d . . . O3 O 0.2322(8) 0.2442(3) 0.7674(5) 0.0175(15) Uani 1 1 d U . . O4 O 0.0685(8) 0.2547(4) 0.6137(5) 0.0193(15) Uani 1 1 d . . . O5 O 0.5292(9) 0.2560(3) 0.9139(6) 0.0175(14) Uani 1 1 d . . . N N 0.2474(10) 0.6328(5) 0.9579(7) 0.022(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Er 0.0110(2) 0.0153(3) 0.0108(3) 0.00033(17) -0.00044(17) -0.00015(15) C1 0.010(4) 0.034(7) 0.034(6) 0.000(5) -0.001(5) 0.002(4) C2 0.020(5) 0.014(6) 0.031(7) 0.005(4) -0.001(5) 0.000(3) C3 0.037(6) 0.029(6) 0.029(7) -0.002(5) -0.002(5) 0.001(5) C4 0.048(7) 0.017(5) 0.036(7) 0.006(5) -0.014(6) -0.009(5) C5 0.040(6) 0.016(5) 0.022(6) 0.004(5) -0.001(5) -0.004(5) C6 0.044(6) 0.021(5) 0.017(6) 0.001(5) 0.008(5) 0.000(5) C7 0.024(5) 0.004(4) 0.008(5) -0.002(4) -0.005(4) 0.003(3) O1 0.064(5) 0.020(4) 0.031(5) -0.004(4) -0.019(4) -0.003(4) O2 0.057(5) 0.021(4) 0.023(4) 0.003(3) -0.006(4) 0.001(3) O3 0.016(3) 0.030(3) 0.006(3) -0.001(3) -0.006(3) 0.001(2) O4 0.013(3) 0.029(4) 0.016(4) 0.002(3) 0.000(3) 0.002(3) O5 0.019(3) 0.020(4) 0.014(3) 0.002(3) -0.001(3) -0.002(3) N 0.026(5) 0.013(4) 0.026(5) -0.006(4) -0.005(4) -0.006(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 Er O5 2.227(7) . ? Er O5 2.236(7) 4_457 ? Er O1 2.382(8) . ? Er O3 2.392(7) . ? Er O2 2.405(8) . ? Er O4 2.415(7) 2 ? Er O4 2.439(6) 3_556 ? Er N 2.540(9) 8_655 ? Er C1 2.738(12) . ? Er Er 3.8720(3) 4_557 ? Er Er 3.8720(3) 4_457 ? C1 O2 1.253(13) . ? C1 O1 1.264(13) . ? C1 C2 1.512(15) . ? C2 C6 1.394(15) . ? C2 C3 1.402(16) . ? C3 C4 1.388(15) . ? C4 N 1.343(14) . ? C5 N 1.336(14) . ? C5 C6 1.370(16) . ? C7 O3 1.248(11) . ? C7 O4 1.276(11) . ? C7 C7 1.525(19) 3_556 ? O4 Er 2.415(7) 2_554 ? O4 Er 2.439(6) 3_556 ? O5 Er 2.236(7) 4_557 ? N Er 2.540(9) 8_665 ? 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 O5 Er O5 145.47(16) . 4_457 ? O5 Er O1 95.8(3) . . ? O5 Er O1 111.7(3) 4_457 . ? O5 Er O3 76.0(2) . . ? O5 Er O3 130.4(2) 4_457 . ? O1 Er O3 74.0(3) . . ? O5 Er O2 95.0(3) . . ? O5 Er O2 85.0(3) 4_457 . ? O1 Er O2 54.7(3) . . ? O3 Er O2 126.9(2) . . ? O5 Er O4 67.2(2) . 2 ? O5 Er O4 79.8(2) 4_457 2 ? O1 Er O4 124.5(2) . 2 ? O3 Er O4 139.7(2) . 2 ? O2 Er O4 73.8(2) . 2 ? O5 Er O4 142.9(2) . 3_556 ? O5 Er O4 66.6(2) 4_457 3_556 ? O1 Er O4 77.7(3) . 3_556 ? O3 Er O4 67.0(2) . 3_556 ? O2 Er O4 109.5(3) . 3_556 ? O4 Er O4 145.48(17) 2 3_556 ? O5 Er N 82.9(2) . 8_655 ? O5 Er N 81.3(2) 4_457 8_655 ? O1 Er N 153.5(3) . 8_655 ? O3 Er N 80.0(2) . 8_655 ? O2 Er N 151.8(3) . 8_655 ? O4 Er N 79.6(2) 2 8_655 ? O4 Er N 87.4(2) 3_556 8_655 ? O5 Er C1 95.8(3) . . ? O5 Er C1 99.3(3) 4_457 . ? O1 Er C1 27.5(3) . . ? O3 Er C1 100.6(3) . . ? O2 Er C1 27.2(3) . . ? O4 Er C1 99.1(3) 2 . ? O4 Er C1 94.3(3) 3_556 . ? N Er C1 178.4(3) 8_655 . ? O5 Er Er 29.87(17) . 4_557 ? O5 Er Er 116.37(17) 4_457 4_557 ? O1 Er Er 112.5(2) . 4_557 ? O3 Er Er 104.45(14) . 4_557 ? O2 Er Er 85.38(19) . 4_557 ? O4 Er Er 37.31(15) 2 4_557 ? O4 Er Er 165.09(16) 3_556 4_557 ? N Er Er 78.93(18) 8_655 4_557 ? C1 Er Er 99.45(19) . 4_557 ? O5 Er Er 166.54(17) . 4_457 ? O5 Er Er 29.74(17) 4_457 4_457 ? O1 Er Er 96.6(2) . 4_457 ? O3 Er Er 102.49(15) . 4_457 ? O2 Er Er 96.4(2) . 4_457 ? O4 Er Er 109.37(16) 2 4_457 ? O4 Er Er 36.88(16) 3_556 4_457 ? N Er Er 83.66(17) 8_655 4_457 ? C1 Er Er 97.65(19) . 4_457 ? Er Er Er 144.65(2) 4_557 4_457 ? O2 C1 O1 121.8(11) . . ? O2 C1 C2 119.1(10) . . ? O1 C1 C2 119.1(10) . . ? O2 C1 Er 61.4(6) . . ? O1 C1 Er 60.4(6) . . ? C2 C1 Er 177.5(7) . . ? C6 C2 C3 119.2(10) . . ? C6 C2 C1 121.1(9) . . ? C3 C2 C1 119.7(10) . . ? C4 C3 C2 117.3(11) . . ? N C4 C3 124.0(11) . . ? N C5 C6 124.4(11) . . ? C5 C6 C2 118.1(10) . . ? O3 C7 O4 126.6(9) . . ? O3 C7 C7 116.7(9) . 3_556 ? O4 C7 C7 116.7(10) . 3_556 ? C1 O1 Er 92.1(7) . . ? C1 O2 Er 91.4(7) . . ? C7 O3 Er 119.7(6) . . ? C7 O4 Er 135.3(6) . 2_554 ? C7 O4 Er 117.8(6) . 3_556 ? Er O4 Er 105.8(3) 2_554 3_556 ? Er O5 Er 120.4(3) . 4_557 ? C5 N C4 117.0(10) . . ? C5 N Er 120.6(7) . 8_665 ? C4 N Er 122.5(7) . 8_665 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.733 _refine_diff_density_min -2.183 _refine_diff_density_rms 0.234 _publ_section_references ; Sheldrick G.M.(1996), SADABS, Absorption Correction Program, University of Goeltingen, German Siemens(1994), SAINT Software Reference Manual, Siemens Energy & Automation Inc., Madison, Wisconsin, USA Siemens(1996), SMART Software Reference Manual, Siemens Energy & Automation Inc., Madison, Wisconsin, USA Siemens(1994), SHELXTL^TM^ Version 5 Reference Manual, Siemens Energy & Automation Inc., Madison, Wisconsin, USA Sheldrick G.M.(1997), The SHELX-97 Manual ; # Attachment '5-Eu.cif' data_5 _database_code_depnum_ccdc_archive 'CCDC 635214' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H8 Eu N O8' _chemical_formula_weight 398.11 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 17.825(14) _cell_length_b 9.979(6) _cell_length_c 12.985(9) _cell_angle_alpha 90.00 _cell_angle_beta 112.021(14) _cell_angle_gamma 90.00 _cell_volume 2141(2) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 560 _cell_measurement_theta_min 3.1779 _cell_measurement_theta_max 27.4835 _exptl_crystal_description Prism _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.4000 _exptl_crystal_size_mid 0.3000 _exptl_crystal_size_min 0.0800 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.470 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1520 _exptl_absorpt_coefficient_mu 5.895 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.133 _exptl_absorpt_correction_T_max 0.624 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'mercury CCD' _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 8015 _diffrn_reflns_av_R_equivalents 0.0274 _diffrn_reflns_av_sigmaI/netI 0.0275 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.18 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2450 _reflns_number_gt 2298 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2000)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2000)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0223P)^2^+18.3570P] 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 2450 _refine_ls_number_parameters 163 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0367 _refine_ls_R_factor_gt 0.0331 _refine_ls_wR_factor_ref 0.0688 _refine_ls_wR_factor_gt 0.0669 _refine_ls_goodness_of_fit_ref 1.169 _refine_ls_restrained_S_all 1.169 _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 Eu Eu 0.175885(13) -0.96683(2) -0.074068(18) 0.01656(9) Uani 1 1 d . . . C1 C 0.1263(3) -0.6283(6) -0.0805(4) 0.0243(11) Uani 1 1 d . . . C2 C 0.0439(3) -0.5668(5) -0.1107(4) 0.0198(10) Uani 1 1 d . . . C3 C -0.0242(3) -0.6491(6) -0.1366(4) 0.0255(11) Uani 1 1 d . . . H3A H -0.0194 -0.7420 -0.1358 0.031 Uiso 1 1 calc R . . C4 C -0.0987(3) -0.5889(7) -0.1635(4) 0.0312(13) Uani 1 1 d . . . H4A H -0.1440 -0.6435 -0.1798 0.037 Uiso 1 1 calc R . . C5 C -0.0443(3) -0.3790(6) -0.1421(5) 0.0315(12) Uani 1 1 d . . . H5A H -0.0511 -0.2865 -0.1440 0.038 Uiso 1 1 calc R . . C6 C 0.0332(3) -0.4296(6) -0.1129(4) 0.0262(11) Uani 1 1 d . . . H6A H 0.0774 -0.3722 -0.0950 0.031 Uiso 1 1 calc R . . C7 C 0.0152(3) -1.0119(5) -0.2987(4) 0.0199(10) Uani 1 1 d . . . C8 C 0.2416(3) -1.2450(5) 0.0545(4) 0.0208(10) Uani 1 1 d . . . OW1 O 0.1709(3) -0.8805(4) 0.1011(3) 0.0325(9) Uani 1 1 d . . . O1 O 0.1303(3) -0.7477(4) -0.1055(4) 0.0373(10) Uani 1 1 d . . . OW2 O 0.2424(2) -0.8739(4) -0.1954(3) 0.0233(7) Uani 1 1 d . . . O2 O 0.1860(2) -0.5533(5) -0.0331(3) 0.0346(10) Uani 1 1 d . . . O3 O 0.0906(2) -1.0056(4) -0.2708(3) 0.0284(8) Uani 1 1 d . . . O4 O -0.0368(2) -1.0178(4) -0.3944(3) 0.0312(9) Uani 1 1 d . . . O5 O 0.1972(2) -1.1501(3) 0.0601(3) 0.0243(8) Uani 1 1 d . . . O6 O 0.2741(2) -1.3311(4) 0.1269(3) 0.0280(8) Uani 1 1 d . . . N N -0.1094(3) -0.4563(5) -0.1676(4) 0.0310(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Eu 0.01362(12) 0.01751(14) 0.01861(13) 0.00103(9) 0.00610(9) 0.00226(9) C1 0.022(2) 0.037(3) 0.016(2) 0.005(2) 0.0095(18) 0.006(2) C2 0.014(2) 0.031(3) 0.014(2) -0.0020(19) 0.0044(16) 0.0030(19) C3 0.026(3) 0.024(3) 0.031(3) -0.005(2) 0.016(2) -0.002(2) C4 0.015(2) 0.051(4) 0.027(3) -0.007(3) 0.008(2) -0.006(2) C5 0.032(3) 0.029(3) 0.039(3) 0.007(2) 0.019(2) 0.013(2) C6 0.020(2) 0.030(3) 0.030(3) -0.001(2) 0.011(2) 0.001(2) C7 0.016(2) 0.024(3) 0.019(2) -0.0001(19) 0.0067(18) 0.0030(19) C8 0.022(2) 0.015(2) 0.027(2) -0.002(2) 0.011(2) -0.0014(19) OW1 0.047(2) 0.028(2) 0.032(2) -0.0016(17) 0.0266(18) 0.0002(18) O1 0.048(2) 0.028(2) 0.044(2) 0.0106(19) 0.026(2) 0.0173(19) OW2 0.0195(16) 0.029(2) 0.0247(17) 0.0026(15) 0.0117(14) 0.0019(14) O2 0.0142(17) 0.057(3) 0.0291(19) 0.0004(19) 0.0042(15) 0.0016(17) O3 0.0150(16) 0.048(2) 0.0224(17) -0.0021(17) 0.0074(14) 0.0008(16) O4 0.0152(17) 0.055(3) 0.0225(17) -0.0029(18) 0.0060(14) 0.0039(17) O5 0.0332(19) 0.0184(18) 0.0263(18) 0.0031(15) 0.0171(15) 0.0094(15) O6 0.039(2) 0.0236(19) 0.0243(18) 0.0062(15) 0.0156(16) 0.0113(16) N 0.020(2) 0.049(3) 0.026(2) 0.001(2) 0.0103(18) 0.012(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Eu O1 2.315(4) . ? Eu O2 2.338(4) 7_535 ? Eu O6 2.407(4) 7_525 ? Eu O4 2.411(4) 2_554 ? Eu O5 2.454(4) . ? Eu OW1 2.465(4) . ? Eu O3 2.465(4) . ? Eu OW2 2.480(4) . ? Eu C8 3.196(5) 7_525 ? Eu C7 3.212(5) 2_554 ? Eu C8 3.225(5) . ? Eu C7 3.263(5) . ? C1 O1 1.245(7) . ? C1 O2 1.257(7) . ? C1 C2 1.503(7) . ? C2 C6 1.381(7) . ? C2 C3 1.398(7) . ? C3 C4 1.378(7) . ? C4 N 1.335(8) . ? C5 N 1.329(8) . ? C5 C6 1.384(7) . ? C7 O4 1.242(6) . ? C7 O3 1.255(6) . ? C7 C7 1.553(9) 2_554 ? C7 Eu 3.212(5) 2_554 ? C8 O6 1.244(6) . ? C8 O5 1.253(6) . ? C8 C8 1.557(10) 7_525 ? C8 Eu 3.196(5) 7_525 ? O2 Eu 2.338(4) 7_535 ? O4 Eu 2.411(4) 2_554 ? O6 Eu 2.407(4) 7_525 ? 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 O1 Eu O2 104.20(16) . 7_535 ? O1 Eu O6 152.18(13) . 7_525 ? O2 Eu O6 79.74(15) 7_535 7_525 ? O1 Eu O4 84.17(15) . 2_554 ? O2 Eu O4 154.84(14) 7_535 2_554 ? O6 Eu O4 104.04(14) 7_525 2_554 ? O1 Eu O5 141.20(13) . . ? O2 Eu O5 78.05(14) 7_535 . ? O6 Eu O5 66.59(12) 7_525 . ? O4 Eu O5 80.76(13) 2_554 . ? O1 Eu OW1 72.59(14) . . ? O2 Eu OW1 79.31(14) 7_535 . ? O6 Eu OW1 134.53(12) 7_525 . ? O4 Eu OW1 80.77(13) 2_554 . ? O5 Eu OW1 69.82(13) . . ? O1 Eu O3 85.77(15) . . ? O2 Eu O3 137.16(13) 7_535 . ? O6 Eu O3 73.96(13) 7_525 . ? O4 Eu O3 66.14(12) 2_554 . ? O5 Eu O3 119.33(13) . . ? OW1 Eu O3 142.16(13) . . ? O1 Eu OW2 75.81(13) . . ? O2 Eu OW2 72.47(14) 7_535 . ? O6 Eu OW2 79.37(13) 7_525 . ? O4 Eu OW2 132.64(12) 2_554 . ? O5 Eu OW2 138.20(12) . . ? OW1 Eu OW2 130.31(13) . . ? O3 Eu OW2 69.89(13) . . ? O1 Eu C8 169.88(13) . 7_525 ? O2 Eu C8 71.34(14) 7_535 7_525 ? O6 Eu C8 19.96(12) 7_525 7_525 ? O4 Eu C8 103.71(14) 2_554 7_525 ? O5 Eu C8 47.87(12) . 7_525 ? OW1 Eu C8 114.57(13) . 7_525 ? O3 Eu C8 91.58(13) . 7_525 ? OW2 Eu C8 94.10(12) . 7_525 ? O1 Eu C7 78.87(15) . 2_554 ? O2 Eu C7 174.25(13) 7_535 2_554 ? O6 Eu C7 99.85(14) 7_525 2_554 ? O4 Eu C7 19.65(12) 2_554 2_554 ? O5 Eu C7 96.49(12) . 2_554 ? OW1 Eu C7 97.20(13) . 2_554 ? O3 Eu C7 47.30(12) . 2_554 ? OW2 Eu C7 113.15(12) . 2_554 ? C8 Eu C7 106.41(13) 7_525 2_554 ? O1 Eu C8 159.98(14) . . ? O2 Eu C8 70.65(14) 7_535 . ? O6 Eu C8 47.53(12) 7_525 . ? O4 Eu C8 93.29(13) 2_554 . ? O5 Eu C8 20.24(12) . . ? OW1 Eu C8 87.40(13) . . ? O3 Eu C8 111.40(13) . . ? OW2 Eu C8 118.91(12) . . ? C8 Eu C8 28.05(17) 7_525 . ? C7 Eu C8 104.79(13) 2_554 . ? O1 Eu C7 80.81(15) . . ? O2 Eu C7 156.81(13) 7_535 . ? O6 Eu C7 85.68(13) 7_525 . ? O4 Eu C7 46.95(12) 2_554 . ? O5 Eu C7 112.48(13) . . ? OW1 Eu C7 123.37(13) . . ? O3 Eu C7 19.65(11) . . ? OW2 Eu C7 87.25(13) . . ? C8 Eu C7 99.81(13) 7_525 . ? C7 Eu C7 27.73(16) 2_554 . ? C8 Eu C7 111.78(13) . . ? O1 C1 O2 125.2(5) . . ? O1 C1 C2 117.9(5) . . ? O2 C1 C2 116.8(5) . . ? C6 C2 C3 118.5(4) . . ? C6 C2 C1 121.5(5) . . ? C3 C2 C1 120.0(5) . . ? C4 C3 C2 118.2(5) . . ? N C4 C3 123.6(5) . . ? N C5 C6 123.1(5) . . ? C2 C6 C5 118.9(5) . . ? O4 C7 O3 127.4(4) . . ? O4 C7 C7 117.3(5) . 2_554 ? O3 C7 C7 115.3(5) . 2_554 ? O4 C7 Eu 40.8(2) . 2_554 ? O3 C7 Eu 162.9(4) . 2_554 ? C7 C7 Eu 78.0(3) 2_554 2_554 ? O4 C7 Eu 167.5(4) . . ? O3 C7 Eu 41.4(2) . . ? C7 C7 Eu 74.3(3) 2_554 . ? Eu C7 Eu 147.84(16) 2_554 . ? O6 C8 O5 127.1(5) . . ? O6 C8 C8 116.7(5) . 7_525 ? O5 C8 C8 116.2(5) . 7_525 ? O6 C8 Eu 41.3(2) . 7_525 ? O5 C8 Eu 163.1(3) . 7_525 ? C8 C8 Eu 77.0(3) 7_525 7_525 ? O6 C8 Eu 164.0(4) . . ? O5 C8 Eu 42.7(2) . . ? C8 C8 Eu 75.0(4) 7_525 . ? Eu C8 Eu 151.95(17) 7_525 . ? C1 O1 Eu 155.4(4) . . ? C1 O2 Eu 148.4(4) . 7_535 ? C7 O3 Eu 119.0(3) . . ? C7 O4 Eu 119.6(3) . 2_554 ? C8 O5 Eu 117.1(3) . . ? C8 O6 Eu 118.7(3) . 7_525 ? C5 N C4 117.8(4) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 2.689 _refine_diff_density_min -1.031 _refine_diff_density_rms 0.155 # Attachment '6-Gd.cif' #===================================================================== data_6 _database_code_depnum_ccdc_archive 'CCDC 635215' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H8 Gd N O8' _chemical_formula_weight 403.40 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Gd Gd -0.1653 3.9035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 17.811(2) _cell_length_b 9.9576(12) _cell_length_c 12.9733(16) _cell_angle_alpha 90.00 _cell_angle_beta 112.198(2) _cell_angle_gamma 90.00 _cell_volume 2130.4(4) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 58 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 25.06 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.516 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1528 _exptl_absorpt_coefficient_mu 6.262 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_absorpt_correction_T_min 0.5988 _exptl_absorpt_correction_T_max 1.0000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Siemens SMART CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 3304 _diffrn_reflns_av_R_equivalents 0.0368 _diffrn_reflns_av_sigmaI/netI 0.0393 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 2.39 _diffrn_reflns_theta_max 25.06 _reflns_number_total 1854 _reflns_number_gt 1655 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0506P)^2^+65.3913P] 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 1854 _refine_ls_number_parameters 163 _refine_ls_number_restraints 0 _refine_ls_R_factor_ref 0.0543 _refine_ls_R_factor_gt 0.0467 _refine_ls_wR_factor_ref 0.1175 _refine_ls_wR_factor_gt 0.1110 _refine_ls_goodness_of_fit_ref 1.145 _refine_ls_restrained_S_all 1.145 _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 Gd Gd 0.17595(3) -0.96720(4) -0.07449(4) 0.01658(19) Uani 1 1 d . . . C1 C 0.1266(6) -0.6272(11) -0.0806(7) 0.022(2) Uani 1 1 d . . . C2 C 0.0443(6) -0.5688(11) -0.1113(8) 0.024(2) Uani 1 1 d . . . C3 C -0.0235(6) -0.6507(11) -0.1364(8) 0.023(2) Uani 1 1 d . . . H3A H -0.0186 -0.7437 -0.1350 0.028 Uiso 1 1 calc R . . C4 C -0.0984(7) -0.5902(12) -0.1633(9) 0.030(2) Uani 1 1 d . . . H4A H -0.1438 -0.6450 -0.1803 0.037 Uiso 1 1 calc R . . C5 C -0.0440(6) -0.3804(11) -0.1415(9) 0.030(2) Uani 1 1 d . . . H5A H -0.0512 -0.2878 -0.1430 0.036 Uiso 1 1 calc R . . C6 C 0.0333(6) -0.4283(11) -0.1139(9) 0.025(2) Uani 1 1 d . . . H6A H 0.0771 -0.3700 -0.0975 0.030 Uiso 1 1 calc R . . C7 C 0.0143(6) -1.0140(10) -0.2991(8) 0.020(2) Uani 1 1 d . . . C8 C 0.2409(6) -1.2451(10) 0.0555(7) 0.020(2) Uani 1 1 d . . . OW1 O 0.1703(5) -0.8801(8) 0.0996(6) 0.0351(18) Uani 1 1 d . . . O1 O 0.1301(5) -0.7486(8) -0.1065(7) 0.0367(19) Uani 1 1 d . . . OW2 O 0.2417(4) -0.8757(7) -0.1952(6) 0.0232(15) Uani 1 1 d . . . O2 O 0.1865(4) -0.5551(9) -0.0333(6) 0.0338(18) Uani 1 1 d . . . O3 O 0.0898(4) -1.0052(8) -0.2715(6) 0.0291(17) Uani 1 1 d . . . O4 O -0.0377(4) -1.0182(8) -0.3951(6) 0.0266(16) Uani 1 1 d . . . O5 O 0.1972(4) -1.1500(7) 0.0598(6) 0.0264(16) Uani 1 1 d . . . O6 O 0.2739(4) -1.3312(7) 0.1270(6) 0.0248(15) Uani 1 1 d . . . N N -0.1091(5) -0.4571(10) -0.1663(7) 0.028(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Gd 0.0124(3) 0.0187(3) 0.0167(3) 0.00108(19) 0.00325(19) 0.00183(17) C1 0.018(5) 0.038(6) 0.008(4) 0.003(4) 0.004(4) 0.005(4) C2 0.016(5) 0.036(6) 0.017(5) -0.002(4) 0.003(4) 0.002(4) C3 0.024(5) 0.027(5) 0.021(5) -0.003(4) 0.011(4) 0.002(4) C4 0.028(6) 0.043(7) 0.024(5) -0.005(5) 0.014(4) -0.006(5) C5 0.025(5) 0.031(6) 0.028(6) 0.007(5) 0.004(4) 0.011(4) C6 0.018(5) 0.031(6) 0.027(5) -0.010(4) 0.007(4) -0.007(4) C7 0.022(5) 0.022(5) 0.014(5) -0.001(4) 0.005(4) 0.001(4) C8 0.016(4) 0.027(5) 0.018(5) -0.007(4) 0.008(4) -0.008(4) OW1 0.054(5) 0.031(4) 0.024(4) -0.003(3) 0.018(4) -0.001(4) O1 0.043(5) 0.030(4) 0.042(5) 0.009(4) 0.021(4) 0.014(4) OW2 0.021(3) 0.026(4) 0.026(4) 0.002(3) 0.013(3) 0.000(3) O2 0.013(4) 0.056(5) 0.027(4) 0.010(4) 0.001(3) 0.003(3) O3 0.017(4) 0.053(5) 0.019(4) 0.001(3) 0.008(3) 0.006(3) O4 0.013(3) 0.047(5) 0.018(4) -0.004(3) 0.004(3) 0.004(3) O5 0.024(4) 0.029(4) 0.030(4) 0.000(3) 0.014(3) 0.006(3) O6 0.032(4) 0.019(3) 0.023(4) 0.005(3) 0.010(3) 0.006(3) N 0.011(4) 0.051(6) 0.021(4) 0.002(4) 0.004(3) 0.009(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Gd O1 2.307(8) . ? Gd O2 2.328(7) 7_535 ? Gd O4 2.397(7) 2_554 ? Gd O6 2.398(7) 7_525 ? Gd O5 2.449(7) . ? Gd OW1 2.457(7) . ? Gd OW2 2.457(6) . ? Gd O3 2.463(7) . ? C1 O2 1.239(13) . ? C1 O1 1.263(13) . ? C1 C2 1.484(13) . ? C2 C3 1.389(14) . ? C2 C6 1.412(15) . ? C3 C4 1.383(15) . ? C4 N 1.337(15) . ? C5 N 1.323(14) . ? C5 C6 1.371(14) . ? C7 O4 1.241(12) . ? C7 O3 1.256(12) . ? C7 C7 1.542(18) 2_554 ? C8 O6 1.237(12) . ? C8 O5 1.241(12) . ? C8 C8 1.593(17) 7_525 ? O2 Gd 2.328(7) 7_535 ? O4 Gd 2.397(7) 2_554 ? O6 Gd 2.398(7) 7_525 ? 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 O1 Gd O2 103.8(3) . 7_535 ? O1 Gd O4 84.2(3) . 2_554 ? O2 Gd O4 154.4(3) 7_535 2_554 ? O1 Gd O6 152.0(3) . 7_525 ? O2 Gd O6 80.2(3) 7_535 7_525 ? O4 Gd O6 104.2(3) 2_554 7_525 ? O1 Gd O5 141.1(3) . . ? O2 Gd O5 78.4(3) 7_535 . ? O4 Gd O5 80.3(2) 2_554 . ? O6 Gd O5 66.8(2) 7_525 . ? O1 Gd OW1 72.4(3) . . ? O2 Gd OW1 79.2(3) 7_535 . ? O4 Gd OW1 80.2(3) 2_554 . ? O6 Gd OW1 134.9(2) 7_525 . ? O5 Gd OW1 69.9(2) . . ? O1 Gd OW2 75.9(3) . . ? O2 Gd OW2 72.6(3) 7_535 . ? O4 Gd OW2 132.9(2) 2_554 . ? O6 Gd OW2 79.1(2) 7_525 . ? O5 Gd OW2 138.3(2) . . ? OW1 Gd OW2 130.5(2) . . ? O1 Gd O3 85.4(3) . . ? O2 Gd O3 137.7(3) 7_535 . ? O4 Gd O3 66.3(2) 2_554 . ? O6 Gd O3 74.3(2) 7_525 . ? O5 Gd O3 119.5(3) . . ? OW1 Gd O3 141.5(3) . . ? OW2 Gd O3 69.9(2) . . ? O2 C1 O1 124.5(9) . . ? O2 C1 C2 119.0(9) . . ? O1 C1 C2 116.6(9) . . ? C3 C2 C6 118.4(9) . . ? C3 C2 C1 121.1(10) . . ? C6 C2 C1 120.6(9) . . ? C4 C3 C2 118.3(10) . . ? N C4 C3 123.5(10) . . ? N C5 C6 124.4(10) . . ? C5 C6 C2 117.9(9) . . ? O4 C7 O3 127.0(9) . . ? O4 C7 C7 118.4(11) . 2_554 ? O3 C7 C7 114.6(10) . 2_554 ? O6 C8 O5 128.6(9) . . ? O6 C8 C8 115.7(11) . 7_525 ? O5 C8 C8 115.7(11) . 7_525 ? C1 O1 Gd 154.9(7) . . ? C1 O2 Gd 150.1(7) . 7_535 ? C7 O3 Gd 119.2(6) . . ? C7 O4 Gd 119.3(6) . 2_554 ? C8 O5 Gd 117.7(6) . . ? C8 O6 Gd 119.3(6) . 7_525 ? C5 N C4 117.6(9) . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 25.06 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 2.416 _refine_diff_density_min -2.294 _refine_diff_density_rms 0.244 #===================================================================== data_1 _database_code_depnum_ccdc_archive 'CCDC 635216' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H10 Cu La N2 O9' _chemical_formula_weight 552.69 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' La La -0.2871 2.4523 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 21.0349(19) _cell_length_b 9.3939(7) _cell_length_c 17.5535(11) _cell_angle_alpha 90.00 _cell_angle_beta 106.785(3) _cell_angle_gamma 90.00 _cell_volume 3320.8(4) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4970 _cell_measurement_theta_min 3.1929 _cell_measurement_theta_max 27.4835 _exptl_crystal_description Prism _exptl_crystal_colour red _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.211 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2128 _exptl_absorpt_coefficient_mu 3.874 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.2245 _exptl_absorpt_correction_T_max 0.3442 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'mercury CCD' _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 12250 _diffrn_reflns_av_R_equivalents 0.0157 _diffrn_reflns_av_sigmaI/netI 0.0156 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.19 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3785 _reflns_number_gt 3604 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2000)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2000)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0247P)^2^+15.1292P] 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 3785 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0255 _refine_ls_R_factor_gt 0.0240 _refine_ls_wR_factor_ref 0.0578 _refine_ls_wR_factor_gt 0.0570 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.064 _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 La La 0.014330(7) 0.682910(15) 0.073318(9) 0.01628(6) Uani 1 1 d . . . Cu Cu -0.16503(3) 0.06991(8) 0.36216(4) 0.0737(2) Uani 1 1 d . . . C1 C -0.04279(14) 0.3466(3) 0.11632(17) 0.0226(6) Uani 1 1 d . . . C2 C -0.07606(14) 0.2785(3) 0.17261(16) 0.0218(5) Uani 1 1 d . . . C3 C -0.10050(19) 0.3607(4) 0.2227(2) 0.0367(8) Uani 1 1 d . . . H3A H -0.0976 0.4595 0.2215 0.044 Uiso 1 1 calc R . . C4 C -0.1293(2) 0.2950(4) 0.2748(2) 0.0430(9) Uani 1 1 d . . . H4A H -0.1465 0.3516 0.3077 0.052 Uiso 1 1 calc R . . C5 C -0.1117(2) 0.0755(4) 0.2301(3) 0.0577(13) Uani 1 1 d . . . H5A H -0.1158 -0.0229 0.2318 0.069 Uiso 1 1 calc R . . C6 C -0.0828(2) 0.1333(4) 0.1754(3) 0.0438(9) Uani 1 1 d . . . H6A H -0.0683 0.0747 0.1411 0.053 Uiso 1 1 calc R . . C7 C 0.13111(14) 0.5212(3) 0.05146(17) 0.0226(6) Uani 1 1 d . . . C8 C 0.18552(14) 0.4892(3) 0.01361(18) 0.0265(6) Uani 1 1 d . . . C9 C 0.17809(17) 0.3832(5) -0.0422(3) 0.0487(11) Uani 1 1 d . . . H9A H 0.1424 0.3206 -0.0515 0.058 Uiso 1 1 calc R . . C10 C 0.22400(18) 0.3703(5) -0.0841(3) 0.0561(13) Uani 1 1 d . . . H10A H 0.2174 0.3001 -0.1230 0.067 Uiso 1 1 calc R . . C11 C 0.2870(2) 0.5491(5) -0.0139(3) 0.0598(13) Uani 1 1 d . . . H11A H 0.3252 0.6045 -0.0023 0.072 Uiso 1 1 calc R . . C12 C 0.24241(19) 0.5700(5) 0.0299(3) 0.0523(12) Uani 1 1 d . . . H12A H 0.2510 0.6381 0.0701 0.063 Uiso 1 1 calc R . . C13 C -0.03651(13) 0.9832(3) -0.02379(16) 0.0202(5) Uani 1 1 d . . . C14 C -0.03800(13) 0.7440(3) 0.23177(16) 0.0194(5) Uani 1 1 d . . . N1 N -0.13373(15) 0.1540(4) 0.28018(19) 0.0404(7) Uani 1 1 d . . . N2 N 0.27738(15) 0.4533(4) -0.07185(19) 0.0454(8) Uani 1 1 d . . . O1 O -0.01985(12) 0.4694(2) 0.13402(13) 0.0302(5) Uani 1 1 d . . . O2 O -0.04132(13) 0.2764(2) 0.05634(13) 0.0327(5) Uani 1 1 d . . . O3 O 0.13921(11) 0.6214(3) 0.10001(14) 0.0342(5) Uani 1 1 d . . . O4 O 0.07726(10) 0.4515(2) 0.02908(13) 0.0252(4) Uani 1 1 d . . . O5 O -0.06520(10) 1.0695(2) -0.07701(12) 0.0257(4) Uani 1 1 d . . . O6 O -0.06154(10) 0.8729(2) -0.00488(13) 0.0268(4) Uani 1 1 d . . . O7 O -0.07213(10) 0.7259(2) 0.27914(12) 0.0258(4) Uani 1 1 d . . . O8 O -0.05913(10) 0.7652(2) 0.15847(12) 0.0273(4) Uani 1 1 d . . . OW O -0.2054(2) -0.1891(5) 0.2672(3) 0.0905(13) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 La 0.02217(9) 0.01479(8) 0.01688(9) -0.00024(5) 0.01361(6) -0.00134(5) Cu 0.0453(3) 0.1236(6) 0.0685(4) 0.0585(4) 0.0421(3) 0.0149(3) C1 0.0276(14) 0.0234(13) 0.0216(13) 0.0053(11) 0.0147(11) 0.0003(11) C2 0.0268(14) 0.0244(13) 0.0182(13) 0.0023(11) 0.0128(11) -0.0025(11) C3 0.054(2) 0.0314(16) 0.0360(18) -0.0102(14) 0.0317(17) -0.0152(15) C4 0.050(2) 0.058(2) 0.0322(18) -0.0090(16) 0.0301(17) -0.0125(18) C5 0.073(3) 0.0299(18) 0.096(4) 0.027(2) 0.067(3) 0.0133(18) C6 0.062(2) 0.0238(15) 0.065(3) 0.0076(16) 0.050(2) 0.0044(16) C7 0.0205(13) 0.0283(14) 0.0223(13) 0.0011(11) 0.0113(11) 0.0022(11) C8 0.0216(13) 0.0338(15) 0.0280(15) -0.0067(12) 0.0130(12) 0.0006(12) C9 0.0244(16) 0.060(2) 0.066(3) -0.038(2) 0.0207(17) -0.0093(16) C10 0.0312(18) 0.082(3) 0.060(3) -0.050(2) 0.0208(18) -0.0103(19) C11 0.047(2) 0.075(3) 0.076(3) -0.045(3) 0.047(2) -0.030(2) C12 0.042(2) 0.067(3) 0.063(3) -0.042(2) 0.038(2) -0.0247(19) C13 0.0251(14) 0.0181(12) 0.0213(13) -0.0024(10) 0.0128(11) -0.0007(10) C14 0.0248(14) 0.0160(12) 0.0212(13) -0.0013(10) 0.0124(11) 0.0011(10) N1 0.0353(15) 0.0537(18) 0.0419(17) 0.0240(14) 0.0264(13) 0.0070(14) N2 0.0313(15) 0.069(2) 0.0445(18) -0.0259(16) 0.0237(14) -0.0031(15) O1 0.0420(12) 0.0251(11) 0.0292(11) 0.0034(9) 0.0196(10) -0.0093(9) O2 0.0541(14) 0.0277(11) 0.0275(11) 0.0011(9) 0.0294(11) -0.0009(10) O3 0.0274(11) 0.0452(13) 0.0354(12) -0.0176(11) 0.0178(10) -0.0032(10) O4 0.0230(10) 0.0260(10) 0.0308(11) 0.0014(9) 0.0147(8) -0.0014(8) O5 0.0298(10) 0.0202(9) 0.0264(10) 0.0025(8) 0.0070(8) -0.0016(8) O6 0.0250(10) 0.0217(10) 0.0353(12) 0.0067(9) 0.0111(9) -0.0037(8) O7 0.0247(10) 0.0345(11) 0.0233(10) 0.0013(9) 0.0150(8) 0.0008(9) O8 0.0280(10) 0.0375(12) 0.0186(10) -0.0012(9) 0.0104(8) 0.0050(9) OW 0.061(2) 0.097(3) 0.117(4) 0.026(3) 0.031(2) 0.010(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag La O1 2.473(2) . ? La O6 2.520(2) . ? La O2 2.529(2) 5_565 ? La O5 2.554(2) 5_575 ? La O7 2.555(2) 2 ? La O4 2.557(2) 5_565 ? La O8 2.5601(19) . ? La O3 2.597(2) . ? La O4 2.770(2) . ? La C7 3.006(3) . ? La La 4.2311(4) 5_565 ? Cu N2 1.915(3) 8_456 ? Cu N1 1.917(3) . ? C1 O2 1.251(4) . ? C1 O1 1.254(4) . ? C1 C2 1.508(4) . ? C2 C6 1.374(4) . ? C2 C3 1.377(4) . ? C3 C4 1.381(4) . ? C4 N1 1.333(5) . ? C5 N1 1.330(5) . ? C5 C6 1.385(5) . ? C7 O3 1.248(4) . ? C7 O4 1.268(3) . ? C7 C8 1.510(4) . ? C8 C9 1.374(5) . ? C8 C12 1.375(5) . ? C9 C10 1.379(5) . ? C10 N2 1.332(5) . ? C11 N2 1.328(5) . ? C11 C12 1.389(4) . ? C13 O6 1.250(3) . ? C13 O5 1.252(3) . ? C13 C13 1.554(6) 5_575 ? C14 O8 1.250(3) . ? C14 O7 1.257(3) . ? C14 C14 1.541(5) 2 ? N2 Cu 1.915(3) 8 ? O2 La 2.529(2) 5_565 ? O4 La 2.557(2) 5_565 ? O5 La 2.554(2) 5_575 ? O7 La 2.555(2) 2 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 La O6 126.28(7) . . ? O1 La O2 132.78(7) . 5_565 ? O6 La O2 70.98(7) . 5_565 ? O1 La O5 154.10(7) . 5_575 ? O6 La O5 64.12(7) . 5_575 ? O2 La O5 71.56(7) 5_565 5_575 ? O1 La O7 78.70(7) . 2 ? O6 La O7 118.76(7) . 2 ? O2 La O7 136.34(7) 5_565 2 ? O5 La O7 75.94(7) 5_575 2 ? O1 La O4 69.43(7) . 5_565 ? O6 La O4 74.74(7) . 5_565 ? O2 La O4 76.20(7) 5_565 5_565 ? O5 La O4 133.86(7) 5_575 5_565 ? O7 La O4 146.30(6) 2 5_565 ? O1 La O8 72.17(7) . . ? O6 La O8 73.14(7) . . ? O2 La O8 144.10(7) 5_565 . ? O5 La O8 91.67(7) 5_575 . ? O7 La O8 63.33(6) 2 . ? O4 La O8 95.76(7) 5_565 . ? O1 La O3 98.43(8) . . ? O6 La O3 134.78(7) . . ? O2 La O3 73.61(8) 5_565 . ? O5 La O3 78.66(7) 5_575 . ? O7 La O3 72.05(7) 2 . ? O4 La O3 122.32(7) 5_565 . ? O8 La O3 135.36(7) . . ? O1 La O4 72.92(7) . . ? O6 La O4 132.98(7) . . ? O2 La O4 67.47(7) 5_565 . ? O5 La O4 119.43(6) 5_575 . ? O7 La O4 106.39(7) 2 . ? O4 La O4 74.90(7) 5_565 . ? O8 La O4 144.94(7) . . ? O3 La O4 48.37(7) . . ? O1 La C7 89.72(8) . . ? O6 La C7 134.49(7) . . ? O2 La C7 63.73(8) 5_565 . ? O5 La C7 96.42(7) 5_575 . ? O7 La C7 92.42(7) 2 . ? O4 La C7 97.95(7) 5_565 . ? O8 La C7 151.71(7) . . ? O3 La C7 24.37(7) . . ? O4 La C7 24.95(7) . . ? O1 La La 66.14(5) . 5_565 ? O6 La La 106.69(5) . 5_565 ? O2 La La 66.73(5) 5_565 5_565 ? O5 La La 137.77(5) 5_575 5_565 ? O7 La La 133.43(5) 2 5_565 ? O4 La La 39.21(4) 5_565 5_565 ? O8 La La 126.62(5) . 5_565 ? O3 La La 83.58(5) . 5_565 ? O4 La La 35.69(4) . 5_565 ? C7 La La 59.33(6) . 5_565 ? N2 Cu N1 156.25(14) 8_456 . ? O2 C1 O1 126.3(3) . . ? O2 C1 C2 117.2(3) . . ? O1 C1 C2 116.5(2) . . ? C6 C2 C3 118.2(3) . . ? C6 C2 C1 121.1(3) . . ? C3 C2 C1 120.7(3) . . ? C2 C3 C4 119.3(3) . . ? N1 C4 C3 123.0(3) . . ? N1 C5 C6 123.2(3) . . ? C2 C6 C5 118.9(3) . . ? O3 C7 O4 122.3(2) . . ? O3 C7 C8 118.6(3) . . ? O4 C7 C8 118.9(3) . . ? O3 C7 La 59.13(15) . . ? O4 C7 La 67.09(15) . . ? C8 C7 La 155.2(2) . . ? C9 C8 C12 117.5(3) . . ? C9 C8 C7 120.9(3) . . ? C12 C8 C7 121.5(3) . . ? C8 C9 C10 119.4(3) . . ? N2 C10 C9 123.4(3) . . ? N2 C11 C12 122.9(4) . . ? C8 C12 C11 119.5(3) . . ? O6 C13 O5 125.8(3) . . ? O6 C13 C13 116.9(3) . 5_575 ? O5 C13 C13 117.3(3) . 5_575 ? O8 C14 O7 126.9(3) . . ? O8 C14 C14 116.5(3) . 2 ? O7 C14 C14 116.6(3) . 2 ? C5 N1 C4 117.3(3) . . ? C5 N1 Cu 122.0(3) . . ? C4 N1 Cu 120.5(3) . . ? C11 N2 C10 117.1(3) . . ? C11 N2 Cu 123.8(3) . 8 ? C10 N2 Cu 119.1(2) . 8 ? C1 O1 La 141.07(19) . . ? C1 O2 La 138.11(19) . 5_565 ? C7 O3 La 96.50(18) . . ? C7 O4 La 153.74(18) . 5_565 ? C7 O4 La 87.97(16) . . ? La O4 La 105.10(7) 5_565 . ? C13 O5 La 117.55(17) . 5_575 ? C13 O6 La 118.86(18) . . ? C14 O7 La 119.75(18) . 2 ? C14 O8 La 117.23(17) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.319 _refine_diff_density_min -1.783 _refine_diff_density_rms 0.094 # Attachment '3-Nd.cif' # SUBMISSION DETAILS #===================================================================== data_3 _database_code_depnum_ccdc_archive 'CCDC 635217' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H10 Cu N2 Nd O9' _chemical_formula_weight 558.02 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 '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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 21.157(2) _cell_length_b 9.2761(8) _cell_length_c 17.2671(16) _cell_angle_alpha 90.00 _cell_angle_beta 106.225(5) _cell_angle_gamma 90.00 _cell_volume 3253.7(5) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4599 _cell_measurement_theta_min 3.2386 _cell_measurement_theta_max 27.4835 _exptl_crystal_description Prism _exptl_crystal_colour Red _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.278 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2152 _exptl_absorpt_coefficient_mu 4.519 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.2651 _exptl_absorpt_correction_T_max 0.4651 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'mercury CCD' _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 11926 _diffrn_reflns_av_R_equivalents 0.0205 _diffrn_reflns_av_sigmaI/netI 0.0199 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.24 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3721 _reflns_number_gt 3471 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2000)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2000)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0278P)^2^+15.5876P] 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 3721 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0299 _refine_ls_R_factor_gt 0.0273 _refine_ls_wR_factor_ref 0.0642 _refine_ls_wR_factor_gt 0.0624 _refine_ls_goodness_of_fit_ref 1.101 _refine_ls_restrained_S_all 1.101 _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 Nd Nd 0.013530(8) 0.684068(17) 0.073062(9) 0.01683(6) Uani 1 1 d . . . Cu Cu -0.16422(3) 0.07011(10) 0.36548(5) 0.0775(3) Uani 1 1 d . . . C1 C -0.04034(16) 0.3491(4) 0.1171(2) 0.0216(6) Uani 1 1 d . . . C2 C -0.07494(17) 0.2797(4) 0.17312(19) 0.0217(6) Uani 1 1 d . . . C3 C -0.1008(2) 0.3637(4) 0.2226(2) 0.0360(9) Uani 1 1 d . . . H3A H -0.0984 0.4637 0.2207 0.043 Uiso 1 1 calc R . . C4 C -0.1304(2) 0.2972(5) 0.2750(3) 0.0429(11) Uani 1 1 d . . . H4A H -0.1487 0.3545 0.3074 0.051 Uiso 1 1 calc R . . C5 C -0.1103(3) 0.0750(5) 0.2318(4) 0.0611(16) Uani 1 1 d . . . H5A H -0.1136 -0.0247 0.2344 0.073 Uiso 1 1 calc R . . C6 C -0.0811(2) 0.1329(5) 0.1768(3) 0.0457(11) Uani 1 1 d . . . H6A H -0.0658 0.0733 0.1426 0.055 Uiso 1 1 calc R . . C7 C 0.12781(16) 0.5217(4) 0.05039(19) 0.0227(7) Uani 1 1 d . . . C8 C 0.18332(17) 0.4891(4) 0.0142(2) 0.0269(7) Uani 1 1 d . . . C9 C 0.1769(2) 0.3847(6) -0.0430(3) 0.0526(14) Uani 1 1 d . . . H9A H 0.1407 0.3232 -0.0546 0.063 Uiso 1 1 calc R . . C10 C 0.2241(2) 0.3707(6) -0.0836(3) 0.0577(15) Uani 1 1 d . . . H10A H 0.2185 0.2999 -0.1231 0.069 Uiso 1 1 calc R . . C11 C 0.2856(3) 0.5484(7) -0.0097(4) 0.0699(19) Uani 1 1 d . . . H11A H 0.3239 0.6034 0.0037 0.084 Uiso 1 1 calc R . . C12 C 0.2400(2) 0.5696(7) 0.0332(3) 0.0629(17) Uani 1 1 d . . . H12A H 0.2477 0.6376 0.0744 0.075 Uiso 1 1 calc R . . C13 C -0.03599(16) 0.9837(3) -0.02352(19) 0.0202(6) Uani 1 1 d . . . C14 C -0.03740(15) 0.7440(3) 0.23212(19) 0.0197(6) Uani 1 1 d . . . N1 N -0.13388(17) 0.1546(4) 0.2812(2) 0.0416(9) Uani 1 1 d . . . N2 N 0.27740(17) 0.4539(5) -0.0688(2) 0.0469(10) Uani 1 1 d . . . O1 O -0.01771(13) 0.4728(3) 0.13556(15) 0.0288(5) Uani 1 1 d . . . O2 O -0.03863(14) 0.2773(3) 0.05640(15) 0.0297(6) Uani 1 1 d . . . O3 O 0.13398(13) 0.6238(3) 0.09886(16) 0.0332(6) Uani 1 1 d . . . O4 O 0.07495(11) 0.4504(3) 0.02688(15) 0.0260(5) Uani 1 1 d . . . O5 O -0.06455(12) 1.0721(3) -0.07684(14) 0.0246(5) Uani 1 1 d . . . O6 O -0.06132(12) 0.8724(3) -0.00418(15) 0.0260(5) Uani 1 1 d . . . O7 O -0.07128(12) 0.7263(3) 0.28060(14) 0.0251(5) Uani 1 1 d . . . O8 O -0.05838(12) 0.7650(3) 0.15770(14) 0.0264(5) Uani 1 1 d . . . OW O -0.2052(2) -0.1912(5) 0.2673(3) 0.0916(16) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Nd 0.02316(10) 0.01540(9) 0.01630(9) -0.00028(6) 0.01271(7) -0.00138(6) Cu 0.0490(3) 0.1273(7) 0.0733(5) 0.0622(5) 0.0450(3) 0.0184(4) C1 0.0275(16) 0.0211(15) 0.0201(15) 0.0043(12) 0.0132(13) 0.0006(13) C2 0.0274(16) 0.0233(16) 0.0179(15) 0.0018(12) 0.0122(12) -0.0021(13) C3 0.054(2) 0.0302(19) 0.035(2) -0.0112(17) 0.0307(18) -0.0148(18) C4 0.050(2) 0.057(3) 0.033(2) -0.0113(19) 0.0300(19) -0.015(2) C5 0.078(4) 0.030(2) 0.102(4) 0.028(3) 0.069(3) 0.013(2) C6 0.064(3) 0.026(2) 0.066(3) 0.008(2) 0.050(3) 0.006(2) C7 0.0208(14) 0.0303(18) 0.0189(15) 0.0023(13) 0.0085(12) 0.0018(13) C8 0.0230(15) 0.0335(19) 0.0280(17) -0.0081(15) 0.0136(13) -0.0010(14) C9 0.028(2) 0.064(3) 0.070(3) -0.041(3) 0.021(2) -0.009(2) C10 0.034(2) 0.081(4) 0.063(3) -0.051(3) 0.021(2) -0.009(2) C11 0.055(3) 0.090(4) 0.086(4) -0.059(3) 0.055(3) -0.040(3) C12 0.049(3) 0.083(4) 0.073(3) -0.056(3) 0.045(3) -0.034(3) C13 0.0276(16) 0.0166(15) 0.0193(15) -0.0032(12) 0.0111(13) -0.0010(13) C14 0.0260(16) 0.0159(14) 0.0204(15) -0.0020(12) 0.0119(12) 0.0008(12) N1 0.0356(18) 0.056(2) 0.043(2) 0.0260(18) 0.0265(15) 0.0096(17) N2 0.0348(18) 0.069(3) 0.046(2) -0.0268(19) 0.0249(16) -0.0054(18) O1 0.0442(14) 0.0220(12) 0.0259(12) 0.0006(10) 0.0191(11) -0.0084(11) O2 0.0480(15) 0.0255(12) 0.0243(12) 0.0007(10) 0.0247(11) -0.0016(12) O3 0.0304(13) 0.0419(16) 0.0318(14) -0.0161(12) 0.0162(11) -0.0022(12) O4 0.0249(11) 0.0268(12) 0.0294(12) 0.0024(10) 0.0127(10) -0.0020(10) O5 0.0282(12) 0.0200(11) 0.0250(12) 0.0022(9) 0.0066(9) -0.0016(10) O6 0.0274(12) 0.0192(11) 0.0334(13) 0.0061(10) 0.0115(10) -0.0030(10) O7 0.0261(11) 0.0318(13) 0.0218(11) 0.0013(10) 0.0138(9) 0.0009(10) O8 0.0294(12) 0.0353(14) 0.0163(11) -0.0021(10) 0.0092(9) 0.0039(11) OW 0.066(3) 0.096(4) 0.111(4) 0.022(3) 0.023(3) 0.009(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 Nd O1 2.417(2) . ? Nd O2 2.464(2) 5_565 ? Nd O6 2.481(2) . ? Nd O4 2.497(2) 5_565 ? Nd O5 2.499(2) 5_575 ? Nd O8 2.501(2) . ? Nd O7 2.511(2) 2 ? Nd O3 2.524(3) . ? Nd O4 2.757(2) . ? Nd C7 2.966(3) . ? Cu N2 1.909(3) 8_456 ? Cu N1 1.914(3) . ? C1 O1 1.250(4) . ? C1 O2 1.250(4) . ? C1 C2 1.511(4) . ? C2 C6 1.371(5) . ? C2 C3 1.377(5) . ? C3 C4 1.382(5) . ? C4 N1 1.331(6) . ? C5 N1 1.327(6) . ? C5 C6 1.379(6) . ? C7 O3 1.246(4) . ? C7 O4 1.265(4) . ? C7 C8 1.507(4) . ? C8 C9 1.363(5) . ? C8 C12 1.373(6) . ? C9 C10 1.378(6) . ? C10 N2 1.330(6) . ? C11 N2 1.319(6) . ? C11 C12 1.386(6) . ? C13 O6 1.251(4) . ? C13 O5 1.255(4) . ? C13 C13 1.542(6) 5_575 ? C14 O8 1.252(4) . ? C14 O7 1.256(4) . ? C14 C14 1.530(6) 2 ? N2 Cu 1.909(3) 8 ? O2 Nd 2.464(2) 5_565 ? O4 Nd 2.497(2) 5_565 ? O5 Nd 2.499(2) 5_575 ? O7 Nd 2.511(2) 2 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Nd O2 132.70(8) . 5_565 ? O1 Nd O6 126.71(9) . . ? O2 Nd O6 71.15(8) 5_565 . ? O1 Nd O4 69.98(8) . 5_565 ? O2 Nd O4 75.85(8) 5_565 5_565 ? O6 Nd O4 74.78(8) . 5_565 ? O1 Nd O5 153.16(8) . 5_575 ? O2 Nd O5 72.00(8) 5_565 5_575 ? O6 Nd O5 65.36(8) . 5_575 ? O4 Nd O5 134.84(8) 5_565 5_575 ? O1 Nd O8 72.28(9) . . ? O2 Nd O8 143.80(9) 5_565 . ? O6 Nd O8 72.66(8) . . ? O4 Nd O8 95.32(8) 5_565 . ? O5 Nd O8 92.41(8) 5_575 . ? O1 Nd O7 78.12(8) . 2 ? O2 Nd O7 136.27(8) 5_565 2 ? O6 Nd O7 119.27(8) . 2 ? O4 Nd O7 146.47(8) 5_565 2 ? O5 Nd O7 75.36(8) 5_575 2 ? O8 Nd O7 64.50(8) . 2 ? O1 Nd O3 97.47(9) . . ? O2 Nd O3 74.30(9) 5_565 . ? O6 Nd O3 135.40(9) . . ? O4 Nd O3 122.43(8) 5_565 . ? O5 Nd O3 77.79(9) 5_575 . ? O8 Nd O3 135.42(8) . . ? O7 Nd O3 70.95(8) 2 . ? O1 Nd O4 72.62(8) . . ? O2 Nd O4 67.26(8) 5_565 . ? O6 Nd O4 132.80(8) . . ? O4 Nd O4 74.35(8) 5_565 . ? O5 Nd O4 118.95(7) 5_575 . ? O8 Nd O4 144.85(8) . . ? O7 Nd O4 106.12(8) 2 . ? O3 Nd O4 48.90(8) . . ? O1 Nd C7 88.96(9) . . ? O2 Nd C7 64.14(9) 5_565 . ? O6 Nd C7 135.06(8) . . ? O4 Nd C7 97.85(9) 5_565 . ? O5 Nd C7 95.79(9) 5_575 . ? O8 Nd C7 151.75(8) . . ? O7 Nd C7 91.53(8) 2 . ? O3 Nd C7 24.58(9) . . ? O4 Nd C7 25.20(8) . . ? N2 Cu N1 155.40(16) 8_456 . ? O1 C1 O2 127.2(3) . . ? O1 C1 C2 116.6(3) . . ? O2 C1 C2 116.3(3) . . ? C6 C2 C3 118.3(3) . . ? C6 C2 C1 121.4(3) . . ? C3 C2 C1 120.3(3) . . ? C2 C3 C4 119.0(4) . . ? N1 C4 C3 122.8(4) . . ? N1 C5 C6 123.3(4) . . ? C2 C6 C5 119.0(4) . . ? O3 C7 O4 122.0(3) . . ? O3 C7 C8 118.9(3) . . ? O4 C7 C8 118.9(3) . . ? O3 C7 Nd 57.45(17) . . ? O4 C7 Nd 68.15(18) . . ? C8 C7 Nd 156.3(2) . . ? C9 C8 C12 117.6(3) . . ? C9 C8 C7 120.8(3) . . ? C12 C8 C7 121.4(3) . . ? C8 C9 C10 119.8(4) . . ? N2 C10 C9 122.9(4) . . ? N2 C11 C12 123.2(4) . . ? C8 C12 C11 119.2(4) . . ? O6 C13 O5 125.5(3) . . ? O6 C13 C13 117.1(4) . 5_575 ? O5 C13 C13 117.4(3) . 5_575 ? O8 C14 O7 126.9(3) . . ? O8 C14 C14 116.4(3) . 2 ? O7 C14 C14 116.7(3) . 2 ? C5 N1 C4 117.5(3) . . ? C5 N1 Cu 121.9(3) . . ? C4 N1 Cu 120.4(3) . . ? C11 N2 C10 117.1(4) . . ? C11 N2 Cu 124.7(3) . 8 ? C10 N2 Cu 118.2(3) . 8 ? C1 O1 Nd 139.8(2) . . ? C1 O2 Nd 138.3(2) . 5_565 ? C7 O3 Nd 98.0(2) . . ? C7 O4 Nd 155.3(2) . 5_565 ? C7 O4 Nd 86.7(2) . . ? Nd O4 Nd 105.65(8) 5_565 . ? C13 O5 Nd 117.2(2) . 5_575 ? C13 O6 Nd 117.9(2) . . ? C14 O7 Nd 118.9(2) . 2 ? C14 O8 Nd 117.0(2) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.317 _refine_diff_density_min -1.769 _refine_diff_density_rms 0.118 # Attachment '2-Pr.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 635218' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H10 Cu N2 O9 Pr' _chemical_formula_weight 554.69 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pr Pr -0.2180 2.8214 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 21.113(6) _cell_length_b 9.306(2) _cell_length_c 17.348(5) _cell_angle_alpha 90.00 _cell_angle_beta 106.375(3) _cell_angle_gamma 90.00 _cell_volume 3270.2(15) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4402 _cell_measurement_theta_min 3.2283 _cell_measurement_theta_max 27.4835 _exptl_crystal_description Prism _exptl_crystal_colour Red _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.253 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2144 _exptl_absorpt_coefficient_mu 4.300 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.2781 _exptl_absorpt_correction_T_max 0.4801 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'mercury CCD' _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 12194 _diffrn_reflns_av_R_equivalents 0.0254 _diffrn_reflns_av_sigmaI/netI 0.0239 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.23 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3728 _reflns_number_gt 3404 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2000)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2000)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0322P)^2^+12.2199P] 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 3728 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0311 _refine_ls_R_factor_gt 0.0275 _refine_ls_wR_factor_ref 0.0669 _refine_ls_wR_factor_gt 0.0647 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.059 _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 Pr Pr 0.013735(8) 0.683773(17) 0.073138(10) 0.01756(7) Uani 1 1 d . . . Cu Cu -0.16463(3) 0.07028(10) 0.36426(4) 0.0778(3) Uani 1 1 d . . . C1 C -0.04075(17) 0.3480(4) 0.11695(19) 0.0224(7) Uani 1 1 d . . . C2 C -0.07535(17) 0.2797(4) 0.17285(19) 0.0226(7) Uani 1 1 d . . . C3 C -0.1007(2) 0.3635(4) 0.2225(2) 0.0367(9) Uani 1 1 d . . . H3A H -0.0982 0.4632 0.2209 0.044 Uiso 1 1 calc R . . C4 C -0.1301(2) 0.2964(5) 0.2747(3) 0.0447(11) Uani 1 1 d . . . H4A H -0.1481 0.3535 0.3072 0.054 Uiso 1 1 calc R . . C5 C -0.1111(3) 0.0757(5) 0.2310(4) 0.0614(16) Uani 1 1 d . . . H5A H -0.1152 -0.0236 0.2328 0.074 Uiso 1 1 calc R . . C6 C -0.0815(2) 0.1336(4) 0.1766(3) 0.0460(11) Uani 1 1 d . . . H6A H -0.0659 0.0741 0.1429 0.055 Uiso 1 1 calc R . . C7 C 0.12865(16) 0.5218(4) 0.05077(19) 0.0233(7) Uani 1 1 d . . . C8 C 0.18406(17) 0.4890(4) 0.0142(2) 0.0275(7) Uani 1 1 d . . . C9 C 0.1772(2) 0.3843(5) -0.0427(3) 0.0503(13) Uani 1 1 d . . . H9A H 0.1411 0.3226 -0.0538 0.060 Uiso 1 1 calc R . . C10 C 0.2241(2) 0.3709(6) -0.0837(3) 0.0599(15) Uani 1 1 d . . . H10A H 0.2181 0.3003 -0.1230 0.072 Uiso 1 1 calc R . . C11 C 0.2864(3) 0.5486(6) -0.0108(3) 0.0680(18) Uani 1 1 d . . . H11A H 0.3249 0.6033 0.0023 0.082 Uiso 1 1 calc R . . C12 C 0.2405(2) 0.5699(6) 0.0322(3) 0.0597(16) Uani 1 1 d . . . H12A H 0.2482 0.6385 0.0727 0.072 Uiso 1 1 calc R . . C13 C -0.03588(16) 0.9837(3) -0.02343(19) 0.0206(6) Uani 1 1 d . . . C14 C -0.03745(16) 0.7443(3) 0.23189(19) 0.0206(6) Uani 1 1 d . . . N1 N -0.13383(17) 0.1547(4) 0.2808(2) 0.0422(9) Uani 1 1 d . . . N2 N 0.27729(17) 0.4534(5) -0.0698(2) 0.0472(9) Uani 1 1 d . . . O1 O -0.01825(13) 0.4718(3) 0.13507(15) 0.0301(6) Uani 1 1 d . . . O2 O -0.03921(14) 0.2772(3) 0.05639(15) 0.0311(6) Uani 1 1 d . . . O3 O 0.13566(13) 0.6231(3) 0.09922(16) 0.0345(6) Uani 1 1 d . . . O4 O 0.07548(12) 0.4510(3) 0.02771(14) 0.0263(5) Uani 1 1 d . . . O5 O -0.06463(12) 1.0715(2) -0.07681(14) 0.0256(5) Uani 1 1 d . . . O6 O -0.06134(12) 0.8724(3) -0.00439(15) 0.0277(5) Uani 1 1 d . . . O7 O -0.07160(12) 0.7263(3) 0.28030(14) 0.0266(5) Uani 1 1 d . . . O8 O -0.05858(12) 0.7650(3) 0.15794(13) 0.0278(5) Uani 1 1 d . . . OW O -0.2051(2) -0.1905(5) 0.2675(3) 0.0919(15) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pr 0.02403(11) 0.01523(10) 0.01944(10) -0.00023(6) 0.01594(7) -0.00132(6) Cu 0.0492(4) 0.1270(7) 0.0755(5) 0.0619(5) 0.0475(3) 0.0176(4) C1 0.0303(17) 0.0210(15) 0.0212(15) 0.0047(12) 0.0162(13) -0.0009(13) C2 0.0289(17) 0.0247(16) 0.0193(15) 0.0038(13) 0.0151(13) -0.0013(14) C3 0.055(3) 0.0297(19) 0.037(2) -0.0115(17) 0.0332(19) -0.0134(18) C4 0.054(3) 0.056(3) 0.038(2) -0.012(2) 0.036(2) -0.015(2) C5 0.079(4) 0.029(2) 0.106(4) 0.028(2) 0.074(3) 0.014(2) C6 0.064(3) 0.0252(19) 0.069(3) 0.007(2) 0.053(3) 0.0044(19) C7 0.0202(15) 0.0304(18) 0.0232(15) 0.0017(13) 0.0124(12) 0.0032(13) C8 0.0238(17) 0.0331(19) 0.0308(18) -0.0070(15) 0.0161(14) -0.0003(14) C9 0.026(2) 0.060(3) 0.071(3) -0.040(3) 0.023(2) -0.0077(19) C10 0.033(2) 0.085(4) 0.068(3) -0.053(3) 0.024(2) -0.009(2) C11 0.052(3) 0.090(4) 0.083(4) -0.056(3) 0.052(3) -0.038(3) C12 0.044(3) 0.080(4) 0.072(3) -0.052(3) 0.045(2) -0.031(2) C13 0.0282(17) 0.0161(15) 0.0223(15) -0.0033(12) 0.0150(13) 0.0004(12) C14 0.0280(17) 0.0156(15) 0.0237(15) -0.0012(12) 0.0162(13) 0.0010(12) N1 0.0380(19) 0.055(2) 0.045(2) 0.0245(17) 0.0297(16) 0.0086(17) N2 0.0332(18) 0.068(3) 0.049(2) -0.0266(19) 0.0265(16) -0.0047(18) O1 0.0447(15) 0.0237(13) 0.0287(13) 0.0016(10) 0.0212(11) -0.0082(11) O2 0.0504(16) 0.0259(12) 0.0275(12) -0.0004(10) 0.0279(12) -0.0019(12) O3 0.0286(13) 0.0459(16) 0.0352(14) -0.0169(12) 0.0193(11) -0.0020(12) O4 0.0256(12) 0.0263(12) 0.0318(12) 0.0025(10) 0.0158(10) -0.0016(10) O5 0.0303(13) 0.0196(11) 0.0281(12) 0.0032(9) 0.0103(10) -0.0004(10) O6 0.0280(13) 0.0204(12) 0.0379(14) 0.0067(10) 0.0147(10) -0.0020(10) O7 0.0277(12) 0.0326(13) 0.0258(12) 0.0010(10) 0.0180(10) 0.0021(10) O8 0.0317(13) 0.0356(14) 0.0197(11) -0.0014(10) 0.0130(10) 0.0048(11) OW 0.064(3) 0.095(4) 0.117(4) 0.020(3) 0.027(3) 0.008(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 Pr O1 2.431(2) . ? Pr O2 2.480(2) 5_565 ? Pr O6 2.490(2) . ? Pr O5 2.511(2) 5_575 ? Pr O4 2.515(3) 5_565 ? Pr O8 2.517(2) . ? Pr O7 2.522(2) 2 ? Pr O3 2.548(3) . ? Pr O4 2.755(2) . ? Pr C7 2.973(3) . ? Cu N2 1.911(3) 8_456 ? Cu N1 1.915(3) . ? C1 O2 1.248(4) . ? C1 O1 1.252(4) . ? C1 C2 1.509(4) . ? C2 C6 1.369(5) . ? C2 C3 1.377(5) . ? C3 C4 1.382(5) . ? C4 N1 1.328(6) . ? C5 N1 1.323(6) . ? C5 C6 1.380(5) . ? C7 O3 1.243(4) . ? C7 O4 1.265(4) . ? C7 C8 1.510(4) . ? C8 C9 1.366(5) . ? C8 C12 1.370(5) . ? C9 C10 1.376(6) . ? C10 N2 1.326(6) . ? C11 N2 1.326(6) . ? C11 C12 1.393(5) . ? C13 O6 1.254(4) . ? C13 O5 1.256(4) . ? C13 C13 1.534(7) 5_575 ? C14 O8 1.249(4) . ? C14 O7 1.263(4) . ? C14 C14 1.528(7) 2 ? N2 Cu 1.911(3) 8 ? O2 Pr 2.480(2) 5_565 ? O4 Pr 2.515(3) 5_565 ? O5 Pr 2.511(2) 5_575 ? O7 Pr 2.522(2) 2 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Pr O2 132.64(8) . 5_565 ? O1 Pr O6 126.64(9) . . ? O2 Pr O6 71.04(8) 5_565 . ? O1 Pr O5 153.48(8) . 5_575 ? O2 Pr O5 71.92(8) 5_565 5_575 ? O6 Pr O5 64.99(8) . 5_575 ? O1 Pr O4 69.87(8) . 5_565 ? O2 Pr O4 75.76(8) 5_565 5_565 ? O6 Pr O4 74.81(8) . 5_565 ? O5 Pr O4 134.53(8) 5_575 5_565 ? O1 Pr O8 72.26(8) . . ? O2 Pr O8 143.90(9) 5_565 . ? O6 Pr O8 72.86(8) . . ? O5 Pr O8 92.22(8) 5_575 . ? O4 Pr O8 95.60(8) 5_565 . ? O1 Pr O7 78.32(8) . 2 ? O2 Pr O7 136.32(8) 5_565 2 ? O6 Pr O7 119.19(8) . 2 ? O5 Pr O7 75.53(8) 5_575 2 ? O4 Pr O7 146.55(7) 5_565 2 ? O8 Pr O7 64.21(8) . 2 ? O1 Pr O3 97.71(9) . . ? O2 Pr O3 74.16(9) 5_565 . ? O6 Pr O3 135.20(9) . . ? O5 Pr O3 78.05(9) 5_575 . ? O4 Pr O3 122.27(8) 5_565 . ? O8 Pr O3 135.38(8) . . ? O7 Pr O3 71.21(8) 2 . ? O1 Pr O4 72.62(8) . . ? O2 Pr O4 67.36(8) 5_565 . ? O6 Pr O4 132.85(8) . . ? O5 Pr O4 119.11(7) 5_575 . ? O4 Pr O4 74.39(8) 5_565 . ? O8 Pr O4 144.81(8) . . ? O7 Pr O4 106.13(8) 2 . ? O3 Pr O4 48.76(8) . . ? O1 Pr C7 89.14(9) . . ? O2 Pr C7 64.06(9) 5_565 . ? O6 Pr C7 134.87(8) . . ? O5 Pr C7 95.96(9) 5_575 . ? O4 Pr C7 97.76(9) 5_565 . ? O8 Pr C7 151.69(8) . . ? O7 Pr C7 91.71(8) 2 . ? O3 Pr C7 24.51(9) . . ? O4 Pr C7 25.15(8) . . ? N2 Cu N1 155.77(16) 8_456 . ? O2 C1 O1 126.8(3) . . ? O2 C1 C2 116.8(3) . . ? O1 C1 C2 116.4(3) . . ? C6 C2 C3 118.3(3) . . ? C6 C2 C1 121.2(3) . . ? C3 C2 C1 120.5(3) . . ? C2 C3 C4 118.6(4) . . ? N1 C4 C3 123.3(4) . . ? N1 C5 C6 123.2(4) . . ? C2 C6 C5 119.1(4) . . ? O3 C7 O4 122.3(3) . . ? O3 C7 C8 118.5(3) . . ? O4 C7 C8 119.0(3) . . ? O3 C7 Pr 58.24(17) . . ? O4 C7 Pr 67.74(17) . . ? C8 C7 Pr 156.1(2) . . ? C9 C8 C12 117.6(3) . . ? C9 C8 C7 120.7(3) . . ? C12 C8 C7 121.5(3) . . ? C8 C9 C10 119.6(4) . . ? N2 C10 C9 123.3(4) . . ? N2 C11 C12 122.4(4) . . ? C8 C12 C11 119.5(4) . . ? O6 C13 O5 125.3(3) . . ? O6 C13 C13 117.1(4) . 5_575 ? O5 C13 C13 117.5(3) . 5_575 ? O8 C14 O7 126.7(3) . . ? O8 C14 C14 116.8(3) . 2 ? O7 C14 C14 116.4(3) . 2 ? C5 N1 C4 117.4(3) . . ? C5 N1 Cu 121.9(3) . . ? C4 N1 Cu 120.5(3) . . ? C10 N2 C11 117.3(3) . . ? C10 N2 Cu 118.6(3) . 8 ? C11 N2 Cu 124.1(3) . 8 ? C1 O1 Pr 140.2(2) . . ? C1 O2 Pr 138.5(2) . 5_565 ? C7 O3 Pr 97.2(2) . . ? C7 O4 Pr 154.6(2) . 5_565 ? C7 O4 Pr 87.10(19) . . ? Pr O4 Pr 105.61(8) 5_565 . ? C13 O5 Pr 117.2(2) . 5_575 ? C13 O6 Pr 118.0(2) . . ? C14 O7 Pr 119.1(2) . 2 ? C14 O8 Pr 117.0(2) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.343 _refine_diff_density_min -1.686 _refine_diff_density_rms 0.117 # Attachment '4-Sm.cif' # SUBMISSION DETAILS data_4 _database_code_depnum_ccdc_archive 'CCDC 635219' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H8 N O8 Sm' _chemical_formula_weight 396.50 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 17.856(6) _cell_length_b 10.009(3) _cell_length_c 13.003(5) _cell_angle_alpha 90.00 _cell_angle_beta 111.870(5) _cell_angle_gamma 90.00 _cell_volume 2156.8(13) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1586 _cell_measurement_theta_min 2.3774 _cell_measurement_theta_max 27.4372 _exptl_crystal_description Prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.2800 _exptl_crystal_size_mid 0.1200 _exptl_crystal_size_min 0.0700 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.442 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1512 _exptl_absorpt_coefficient_mu 5.481 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.3090 _exptl_absorpt_correction_T_max 0.7002 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Siemens SMART CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 5507 _diffrn_reflns_av_R_equivalents 0.0247 _diffrn_reflns_av_sigmaI/netI 0.0324 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_theta_min 2.38 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2452 _reflns_number_gt 2171 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2000)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2000)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0252P)^2^+1.1411P] 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 2452 _refine_ls_number_parameters 163 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0230 _refine_ls_R_factor_gt 0.0202 _refine_ls_wR_factor_ref 0.0552 _refine_ls_wR_factor_gt 0.0546 _refine_ls_goodness_of_fit_ref 1.099 _refine_ls_restrained_S_all 1.099 _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 Sm Sm 0.175913(9) -0.966397(16) -0.073596(12) 0.01350(7) Uani 1 1 d . . . C1 C 0.1266(2) -0.6271(4) -0.0797(2) 0.0203(7) Uani 1 1 d . . . C2 C 0.04390(19) -0.5670(4) -0.1102(3) 0.0168(7) Uani 1 1 d . . . C3 C -0.0236(2) -0.6477(4) -0.1364(3) 0.0230(7) Uani 1 1 d . . . H3A H -0.0188 -0.7402 -0.1360 0.028 Uiso 1 1 calc R . . C4 C -0.0985(2) -0.5881(4) -0.1631(3) 0.0281(8) Uani 1 1 d . . . H4A H -0.1435 -0.6428 -0.1794 0.034 Uiso 1 1 calc R . . C5 C -0.0440(2) -0.3790(4) -0.1413(3) 0.0282(8) Uani 1 1 d . . . H5A H -0.0506 -0.2868 -0.1429 0.034 Uiso 1 1 calc R . . C6 C 0.0328(2) -0.4295(4) -0.1130(3) 0.0224(7) Uani 1 1 d . . . H6A H 0.0767 -0.3722 -0.0959 0.027 Uiso 1 1 calc R . . C7 C 0.0151(2) -1.0111(3) -0.2983(3) 0.0184(7) Uani 1 1 d . . . C8 C 0.24193(19) -1.2452(3) 0.0541(2) 0.0173(7) Uani 1 1 d . . . OW1 O 0.17114(16) -0.8803(3) 0.10198(19) 0.0295(6) Uani 1 1 d . . . O1 O 0.13075(17) -0.7465(3) -0.1043(2) 0.0350(7) Uani 1 1 d . . . OW2 O 0.24253(13) -0.8732(2) -0.19575(18) 0.0202(5) Uani 1 1 d . . . O2 O 0.18557(15) -0.5535(3) -0.0330(2) 0.0340(7) Uani 1 1 d . . . O3 O 0.09039(14) -1.0051(3) -0.2708(2) 0.0248(6) Uani 1 1 d . . . O4 O -0.03630(15) -1.0179(3) -0.3941(2) 0.0287(6) Uani 1 1 d . . . O5 O 0.19762(14) -1.1501(2) 0.06033(19) 0.0224(5) Uani 1 1 d . . . O6 O 0.27424(14) -1.3312(2) 0.12666(17) 0.0237(5) Uani 1 1 d . . . N N -0.10918(18) -0.4558(4) -0.1666(3) 0.0290(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sm 0.00981(10) 0.01552(11) 0.01414(10) 0.00119(6) 0.00329(7) 0.00243(6) C1 0.0191(16) 0.030(2) 0.0128(14) 0.0069(13) 0.0069(13) 0.0075(14) C2 0.0156(15) 0.0235(18) 0.0113(14) -0.0010(12) 0.0050(12) 0.0022(13) C3 0.0216(17) 0.0237(19) 0.0251(17) -0.0048(14) 0.0102(14) -0.0027(15) C4 0.0138(16) 0.046(3) 0.0249(17) -0.0080(17) 0.0075(14) -0.0073(17) C5 0.0280(19) 0.028(2) 0.0313(19) 0.0073(16) 0.0141(16) 0.0101(16) C6 0.0180(16) 0.025(2) 0.0246(17) -0.0005(14) 0.0084(14) -0.0003(15) C7 0.0163(16) 0.0201(18) 0.0191(16) -0.0015(13) 0.0069(14) 0.0013(13) C8 0.0162(15) 0.0169(17) 0.0173(15) -0.0024(13) 0.0046(12) -0.0023(13) OW1 0.0424(15) 0.0260(15) 0.0248(13) -0.0031(10) 0.0180(11) -0.0005(12) O1 0.0413(16) 0.0279(16) 0.0420(16) 0.0126(13) 0.0228(13) 0.0204(13) OW2 0.0166(11) 0.0242(14) 0.0220(11) 0.0035(10) 0.0096(9) 0.0032(10) O2 0.0110(12) 0.059(2) 0.0264(14) 0.0006(13) 0.0002(10) 0.0013(12) O3 0.0104(11) 0.0447(17) 0.0183(12) -0.0007(11) 0.0043(10) 0.0024(11) O4 0.0139(12) 0.0525(19) 0.0176(12) -0.0027(11) 0.0033(10) 0.0039(11) O5 0.0263(12) 0.0197(13) 0.0250(12) 0.0031(10) 0.0141(10) 0.0084(10) O6 0.0343(14) 0.0196(13) 0.0177(11) 0.0058(10) 0.0102(10) 0.0105(11) N 0.0165(15) 0.049(2) 0.0237(16) 0.0018(14) 0.0100(13) 0.0092(14) _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 Sm O1 2.327(3) . ? Sm O2 2.350(3) 7_535 ? Sm O6 2.414(2) 7_525 ? Sm O4 2.424(3) 2_554 ? Sm O5 2.462(2) . ? Sm OW1 2.471(3) . ? Sm O3 2.478(2) . ? Sm OW2 2.493(2) . ? C1 O2 1.243(4) . ? C1 O1 1.247(4) . ? C1 C2 1.504(4) . ? C2 C3 1.384(5) . ? C2 C6 1.389(5) . ? C3 C4 1.385(5) . ? C4 N 1.336(6) . ? C5 N 1.330(5) . ? C5 C6 1.377(5) . ? C7 O4 1.244(4) . ? C7 O3 1.257(4) . ? C7 C7 1.540(7) 2_554 ? C8 O6 1.249(4) . ? C8 O5 1.259(4) . ? C8 C8 1.541(6) 7_525 ? O2 Sm 2.350(3) 7_535 ? O4 Sm 2.424(3) 2_554 ? O6 Sm 2.414(2) 7_525 ? 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 O1 Sm O2 104.03(10) . 7_535 ? O1 Sm O6 152.35(9) . 7_525 ? O2 Sm O6 79.66(9) 7_535 7_525 ? O1 Sm O4 84.43(10) . 2_554 ? O2 Sm O4 155.31(10) 7_535 2_554 ? O6 Sm O4 103.71(9) 7_525 2_554 ? O1 Sm O5 141.34(9) . . ? O2 Sm O5 78.01(9) 7_535 . ? O6 Sm O5 66.29(8) 7_525 . ? O4 Sm O5 81.06(8) 2_554 . ? O1 Sm OW1 72.51(9) . . ? O2 Sm OW1 79.43(10) 7_535 . ? O6 Sm OW1 134.42(8) 7_525 . ? O4 Sm OW1 81.20(9) 2_554 . ? O5 Sm OW1 69.97(9) . . ? O1 Sm O3 85.99(9) . . ? O2 Sm O3 136.97(9) 7_535 . ? O6 Sm O3 73.96(8) 7_525 . ? O4 Sm O3 65.78(9) 2_554 . ? O5 Sm O3 119.28(9) . . ? OW1 Sm O3 142.23(9) . . ? O1 Sm OW2 75.75(9) . . ? O2 Sm OW2 72.36(9) 7_535 . ? O6 Sm OW2 79.50(8) 7_525 . ? O4 Sm OW2 132.30(8) 2_554 . ? O5 Sm OW2 138.02(8) . . ? OW1 Sm OW2 130.30(8) . . ? O3 Sm OW2 69.87(8) . . ? O2 C1 O1 124.9(3) . . ? O2 C1 C2 117.5(3) . . ? O1 C1 C2 117.5(3) . . ? C3 C2 C6 117.9(3) . . ? C3 C2 C1 120.7(3) . . ? C6 C2 C1 121.3(3) . . ? C2 C3 C4 118.8(4) . . ? N C4 C3 123.2(3) . . ? N C5 C6 123.1(4) . . ? C5 C6 C2 119.3(3) . . ? O4 C7 O3 126.8(3) . . ? O4 C7 C7 117.7(4) . 2_554 ? O3 C7 C7 115.5(3) . 2_554 ? O6 C8 O5 126.7(3) . . ? O6 C8 C8 117.1(4) . 7_525 ? O5 C8 C8 116.2(3) . 7_525 ? C1 O1 Sm 155.9(2) . . ? C1 O2 Sm 148.5(3) . 7_535 ? C7 O3 Sm 118.9(2) . . ? C7 O4 Sm 119.3(2) . 2_554 ? C8 O5 Sm 117.1(2) . . ? C8 O6 Sm 118.6(2) . 7_525 ? C5 N C4 117.6(3) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.747 _refine_diff_density_min -0.920 _refine_diff_density_rms 0.128 # Attachment '7-Tb.cif' data_7 _database_code_depnum_ccdc_archive 'CCDC 635220' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C7 H5 N O5 Tb' _chemical_formula_weight 342.04 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 7.4556(19) _cell_length_b 19.274(5) _cell_length_c 12.401(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1782.1(8) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4414 _cell_measurement_theta_min 3.1730 _cell_measurement_theta_max 27.4835 _exptl_crystal_description Prism _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.4000 _exptl_crystal_size_mid 0.3000 _exptl_crystal_size_min 0.1000 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.550 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1272 _exptl_absorpt_coefficient_mu 7.930 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.070 _exptl_absorpt_correction_T_max 0.452 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'mercury CCD' _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 12702 _diffrn_reflns_av_R_equivalents 0.0468 _diffrn_reflns_av_sigmaI/netI 0.0271 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.29 _diffrn_reflns_theta_max 27.47 _reflns_number_total 2044 _reflns_number_gt 1860 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2000)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2000)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0364P)^2^+1.9365P] 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 2044 _refine_ls_number_parameters 127 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0346 _refine_ls_R_factor_gt 0.0313 _refine_ls_wR_factor_ref 0.0818 _refine_ls_wR_factor_gt 0.0795 _refine_ls_goodness_of_fit_ref 1.258 _refine_ls_restrained_S_all 1.258 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Tb Tb 0.23938(2) 0.266183(11) 0.958629(16) 0.01007(11) Uani 1 1 d . . . C1 C 0.2338(6) 0.4090(3) 0.9606(4) 0.0209(12) Uani 1 1 d . . . C2 C 0.2369(6) 0.4875(3) 0.9603(4) 0.0228(15) Uani 1 1 d . . . C3 C 0.1931(9) 0.5244(3) 0.8670(5) 0.0304(12) Uani 1 1 d . . . H3A H 0.1610 0.5011 0.8042 0.037 Uiso 1 1 calc R . . C4 C 0.1986(8) 0.5962(3) 0.8697(5) 0.0335(12) Uani 1 1 d . . . H4A H 0.1666 0.6204 0.8078 0.040 Uiso 1 1 calc R . . C5 C 0.2870(8) 0.5966(3) 1.0467(5) 0.0298(13) Uani 1 1 d . . . H5A H 0.3181 0.6211 1.1086 0.036 Uiso 1 1 calc R . . C6 C 0.2836(8) 0.5249(3) 1.0516(5) 0.0279(12) Uani 1 1 d . . . H6A H 0.3124 0.5020 1.1153 0.033 Uiso 1 1 calc R . . C7 C 0.0866(5) 0.24998(18) 0.7170(3) 0.0126(8) Uani 1 1 d . . . O1 O 0.1957(6) 0.37827(19) 0.8748(3) 0.0387(9) Uani 1 1 d . . . O2 O 0.2702(5) 0.3783(3) 1.0468(3) 0.0336(11) Uani 1 1 d . . . O3 O 0.2308(4) 0.24578(19) 0.7658(3) 0.0186(7) Uani 1 1 d . . . O4 O 0.0647(4) 0.25385(16) 0.6147(2) 0.0168(7) Uani 1 1 d . . . O5 O 0.5306(4) 0.25622(16) 0.9133(3) 0.0162(6) Uani 1 1 d . . . N N 0.2475(5) 0.6327(3) 0.9572(3) 0.0226(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Tb 0.00853(15) 0.01060(17) 0.01107(16) 0.00035(7) -0.00043(6) -0.00001(6) C1 0.023(3) 0.011(3) 0.028(3) 0.0027(18) -0.0007(18) 0.0006(17) C2 0.021(3) 0.015(4) 0.033(4) 0.0008(18) -0.001(2) -0.0008(16) C3 0.042(3) 0.020(3) 0.029(3) 0.001(2) -0.008(3) -0.003(2) C4 0.043(3) 0.021(3) 0.036(3) 0.006(2) -0.011(3) -0.005(2) C5 0.036(3) 0.023(3) 0.030(3) -0.001(2) -0.003(2) -0.002(3) C6 0.038(3) 0.022(3) 0.023(3) 0.002(2) 0.002(2) -0.003(2) C7 0.014(2) 0.013(2) 0.0107(19) -0.0038(17) -0.0025(16) 0.0002(14) O1 0.064(3) 0.0154(19) 0.036(2) 0.0002(17) -0.016(2) -0.0010(19) O2 0.058(3) 0.013(2) 0.030(2) 0.0008(15) -0.0044(17) 0.0018(16) O3 0.0107(15) 0.0305(19) 0.0146(17) -0.0048(13) -0.0032(12) 0.0016(12) O4 0.0107(15) 0.0278(17) 0.0119(14) 0.0003(12) 0.0017(11) 0.0027(12) O5 0.0079(14) 0.0261(17) 0.0145(15) 0.0008(12) -0.0003(12) 0.0006(12) N 0.027(3) 0.017(3) 0.024(3) 0.0012(16) -0.0030(16) -0.0002(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Tb O5 2.251(3) . ? Tb O5 2.265(3) 4_457 ? Tb O1 2.420(4) . ? Tb O3 2.424(4) . ? Tb O2 2.432(5) . ? Tb O4 2.454(3) 3_556 ? Tb O4 2.456(3) 2 ? Tb N 2.574(6) 8_655 ? Tb C1 2.753(6) . ? Tb Tb 3.9164(9) 4_457 ? Tb Tb 3.9164(9) 4_557 ? C1 O1 1.250(6) . ? C1 O2 1.251(6) . ? C1 C2 1.514(8) . ? C2 C6 1.385(8) . ? C2 C3 1.397(8) . ? C3 C4 1.386(8) . ? C4 N 1.343(7) . ? C5 N 1.343(7) . ? C5 C6 1.385(9) . ? C7 O3 1.237(5) . ? C7 O4 1.281(5) . ? C7 C7 1.529(8) 3_556 ? O4 Tb 2.454(3) 3_556 ? O4 Tb 2.456(3) 2_554 ? O5 Tb 2.265(3) 4_557 ? N Tb 2.574(6) 8_665 ? 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 O5 Tb O5 145.24(7) . 4_457 ? O5 Tb O1 95.67(14) . . ? O5 Tb O1 112.27(14) 4_457 . ? O5 Tb O3 76.42(11) . . ? O5 Tb O3 129.99(11) 4_457 . ? O1 Tb O3 73.58(13) . . ? O5 Tb O2 95.56(12) . . ? O5 Tb O2 85.36(12) 4_457 . ? O1 Tb O2 54.04(15) . . ? O3 Tb O2 126.15(13) . . ? O5 Tb O4 142.20(11) . 3_556 ? O5 Tb O4 66.84(10) 4_457 3_556 ? O1 Tb O4 78.63(13) . 3_556 ? O3 Tb O4 66.08(10) . 3_556 ? O2 Tb O4 109.86(12) . 3_556 ? O5 Tb O4 67.02(10) . 2 ? O5 Tb O4 79.99(11) 4_457 2 ? O1 Tb O4 124.01(12) . 2 ? O3 Tb O4 140.14(10) . 2 ? O2 Tb O4 74.29(12) . 2 ? O4 Tb O4 145.74(8) 3_556 2 ? O5 Tb N 82.90(11) . 8_655 ? O5 Tb N 80.83(11) 4_457 8_655 ? O1 Tb N 153.41(13) . 8_655 ? O3 Tb N 80.32(12) . 8_655 ? O2 Tb N 152.53(13) . 8_655 ? O4 Tb N 86.32(11) 3_556 8_655 ? O4 Tb N 79.97(11) 2 8_655 ? O5 Tb C1 95.85(12) . . ? O5 Tb C1 100.03(12) 4_457 . ? O1 Tb C1 27.01(13) . . ? O3 Tb C1 99.82(13) . . ? O2 Tb C1 27.04(13) . . ? O4 Tb C1 94.95(12) 3_556 . ? O4 Tb C1 99.16(12) 2 . ? N Tb C1 178.68(12) 8_655 . ? O5 Tb Tb 165.92(8) . 4_457 ? O5 Tb Tb 29.77(8) 4_457 4_457 ? O1 Tb Tb 97.27(11) . 4_457 ? O3 Tb Tb 101.98(7) . 4_457 ? O2 Tb Tb 96.52(9) . 4_457 ? O4 Tb Tb 37.10(7) 3_556 4_457 ? O4 Tb Tb 109.55(7) 2 4_457 ? N Tb Tb 83.04(8) 8_655 4_457 ? C1 Tb Tb 98.20(9) . 4_457 ? O5 Tb Tb 29.97(8) . 4_557 ? O5 Tb Tb 116.10(8) 4_457 4_557 ? O1 Tb Tb 112.52(11) . 4_557 ? O3 Tb Tb 104.93(7) . 4_557 ? O2 Tb Tb 86.21(9) . 4_557 ? O4 Tb Tb 163.93(7) 3_556 4_557 ? O4 Tb Tb 37.08(7) 2 4_557 ? N Tb Tb 78.84(8) 8_655 4_557 ? C1 Tb Tb 99.86(9) . 4_557 ? Tb Tb Tb 144.289(15) 4_457 4_557 ? O1 C1 O2 123.5(6) . . ? O1 C1 C2 118.4(5) . . ? O2 C1 C2 118.1(5) . . ? O1 C1 Tb 61.5(3) . . ? O2 C1 Tb 62.1(3) . . ? C2 C1 Tb 178.2(3) . . ? C6 C2 C3 118.1(5) . . ? C6 C2 C1 121.4(5) . . ? C3 C2 C1 120.4(5) . . ? C4 C3 C2 118.7(5) . . ? N C4 C3 123.5(6) . . ? N C5 C6 123.3(6) . . ? C5 C6 C2 119.2(6) . . ? O3 C7 O4 126.8(4) . . ? O3 C7 C7 118.2(4) . 3_556 ? O4 C7 C7 115.0(4) . 3_556 ? C1 O1 Tb 91.5(3) . . ? C1 O2 Tb 90.9(4) . . ? C7 O3 Tb 119.7(3) . . ? C7 O4 Tb 119.4(3) . 3_556 ? C7 O4 Tb 134.1(3) . 2_554 ? Tb O4 Tb 105.82(11) 3_556 2_554 ? Tb O5 Tb 120.26(14) . 4_557 ? C4 N C5 117.1(6) . . ? C4 N Tb 122.7(4) . 8_665 ? C5 N Tb 120.2(4) . 8_665 ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.045 _refine_diff_density_min -2.549 _refine_diff_density_rms 0.244