# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_coden_ASTM ? _journal_coeditor_code ? _journal_coeditor_name ? _journal_coeditor_notes ? _journal_date_accepted ? _journal_date_from_coeditor ? _journal_date_printers_final ? _journal_date_printers_first ? _journal_date_proofs_in ? _journal_date_proofs_out ? #================================================================= # 2. PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? _journal_techeditor_code ? _journal_techeditor_notes ? _journal_volume ? _journal_year ? loop_ _publ_author_address ; School of Chemistry and Environment South China Normal University Guangzhou 510006 P.R. China ; #TrackingRef '- 1-4.cif' #==================================================================== # 1. SUBMISSION DETAILS _publ_contact_author # Name and address of author for correspondence ; Hong Deng School of Chemistry and Environment South China Nomal University Guangzhou 510006 P. R. China ; _publ_contact_author_email dh@scnu.edu.cn _publ_contact_author_fax '86 20 33381880' _publ_contact_author_phone '86 20 33381880' _publ_contact_letter ; Dear Sir or Madam: Please consider this CIF as supplmentary data for a manuscript submitted to CrystEngComm. Deng Hong ; _publ_requested_coeditor_name ? #======================================================= # 3. TITLE AND AUTHOR LIST _publ_section_title ; ? ; _publ_contact_author_name 'Hong Deng' _publ_author_name 'Hong Deng' data_4a _database_code_depnum_ccdc_archive 'CCDC 848407' #TrackingRef '- 1-4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H11 Dy N2 O8' _chemical_formula_sum 'C8 H11 Dy N2 O8' _chemical_formula_weight 425.69 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 '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 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.7051(11) _cell_length_b 8.2473(12) _cell_length_c 18.664(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1186.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.384 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 812 _exptl_absorpt_coefficient_mu 6.340 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.332 _exptl_absorpt_correction_T_max 0.530 _exptl_absorpt_process_details 'Apex2 (Bruker, 2005)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6135 _diffrn_reflns_av_R_equivalents 0.0363 _diffrn_reflns_av_sigmaI/netI 0.0453 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 25.40 _reflns_number_total 2171 _reflns_number_gt 2108 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0064P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _chemical_absolute_configuration ad _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.005(14) _refine_ls_number_reflns 2171 _refine_ls_number_parameters 172 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0208 _refine_ls_R_factor_gt 0.0198 _refine_ls_wR_factor_ref 0.0445 _refine_ls_wR_factor_gt 0.0440 _refine_ls_goodness_of_fit_ref 0.979 _refine_ls_restrained_S_all 0.979 _refine_ls_shift/su_max 0.020 _refine_ls_shift/su_mean 0.002 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 1.2559(7) 0.4586(6) 0.8621(3) 0.0222(12) Uani 1 1 d . . . C2 C 1.1391(6) 0.5547(6) 0.9115(3) 0.0274(13) Uani 1 1 d . . . H2A H 1.2092 0.6131 0.9461 0.033 Uiso 1 1 calc R . . H2B H 1.0741 0.6335 0.8838 0.033 Uiso 1 1 calc R . . C3 C 0.8667(7) 0.5272(6) 0.9801(3) 0.0262(13) Uani 1 1 d . . . H3A H 0.8194 0.6044 0.9461 0.031 Uiso 1 1 calc R . . H3B H 0.9000 0.5858 1.0230 0.031 Uiso 1 1 calc R . . C4 C 0.7310(6) 0.4014(6) 0.9984(3) 0.0196(11) Uani 1 1 d . . . C5 C 0.6962(6) -0.0402(6) 0.8481(3) 0.0179(10) Uani 1 1 d . . . C6 C 0.6053(6) -0.1858(6) 0.8165(3) 0.0209(11) Uani 1 1 d . . . H6A H 0.6893 -0.2492 0.7898 0.025 Uiso 1 1 calc R . . H6B H 0.5623 -0.2530 0.8553 0.025 Uiso 1 1 calc R . . C7 C 0.3126(7) -0.0627(6) 0.8046(3) 0.0215(11) Uani 1 1 d . . . H7A H 0.3526 0.0404 0.8234 0.026 Uiso 1 1 calc R . . H7B H 0.2750 -0.1284 0.8448 0.026 Uiso 1 1 calc R . . Dy1 Dy 0.94072(3) 0.20023(2) 0.877471(11) 0.01314(7) Uani 1 1 d . . . N1 N 1.0185(5) 0.4475(5) 0.9492(2) 0.0182(9) Uani 1 1 d . . . H1 H 1.0794 0.4093 0.9874 0.022 Uiso 1 1 calc R . . N2 N 0.4582(5) -0.1446(4) 0.7684(2) 0.0184(9) Uani 1 1 d . . . H2C H 0.4187 -0.2365 0.7480 0.022 Uiso 1 1 calc R . . H2D H 0.4976 -0.0801 0.7330 0.022 Uiso 1 1 calc R . . O1 O 1.2098(4) 0.3143(4) 0.84725(19) 0.0242(8) Uani 1 1 d . . . O2 O 1.3863(5) 0.5271(5) 0.8381(2) 0.0333(10) Uani 1 1 d . . . O3 O 0.7395(5) 0.2663(4) 0.9659(2) 0.0260(9) Uani 1 1 d . . . O4 O 0.6186(4) 0.4372(4) 1.0439(2) 0.0262(9) Uani 1 1 d . . . O5 O 0.8043(5) -0.0677(4) 0.8961(2) 0.0326(10) Uani 1 1 d . . . O6 O 0.6686(4) 0.0986(4) 0.82300(19) 0.0234(8) Uani 1 1 d . . . C8 C 0.1606(6) -0.0335(6) 0.7557(3) 0.0181(10) Uani 1 1 d . . . O7 O 0.1644(4) -0.0939(4) 0.69374(18) 0.0234(8) Uani 1 1 d . . . O8 O 0.0367(5) 0.0493(5) 0.7794(2) 0.0304(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.022(3) 0.027(3) 0.018(3) -0.001(2) 0.003(2) -0.003(2) C2 0.020(3) 0.025(3) 0.038(3) -0.004(2) 0.010(2) -0.010(2) C3 0.027(3) 0.023(2) 0.028(3) -0.003(2) 0.016(2) 0.000(2) C4 0.015(3) 0.027(3) 0.016(3) 0.002(2) 0.003(2) 0.002(2) C5 0.015(3) 0.018(2) 0.020(2) -0.002(2) 0.000(2) -0.002(2) C6 0.013(2) 0.016(2) 0.033(3) -0.005(2) -0.010(2) 0.002(2) C7 0.017(3) 0.029(3) 0.018(3) -0.005(2) 0.000(2) -0.002(2) Dy1 0.01043(11) 0.01547(10) 0.01353(11) -0.00089(9) -0.00069(10) -0.00128(8) N1 0.018(2) 0.020(2) 0.016(2) 0.0020(17) 0.0040(17) -0.0014(16) N2 0.011(2) 0.0183(19) 0.026(2) -0.0018(16) -0.0044(19) -0.0030(16) O1 0.0183(18) 0.0195(16) 0.035(2) -0.0058(16) 0.0071(16) -0.0051(15) O2 0.024(2) 0.034(2) 0.042(2) -0.0076(19) 0.0178(18) -0.0172(16) O3 0.025(2) 0.0240(18) 0.029(2) -0.0048(16) 0.0124(17) -0.0035(14) O4 0.024(2) 0.0254(19) 0.029(2) -0.0009(17) 0.0151(17) 0.0024(15) O5 0.034(2) 0.0258(19) 0.038(2) 0.0082(17) -0.022(2) -0.0110(18) O6 0.020(2) 0.0166(17) 0.034(2) 0.0042(15) -0.0087(17) -0.0006(16) C8 0.016(3) 0.017(2) 0.021(3) -0.001(2) 0.002(2) -0.005(2) O7 0.022(2) 0.0270(18) 0.0216(19) -0.0107(16) -0.0032(16) 0.0039(17) O8 0.014(2) 0.041(2) 0.036(2) -0.0186(18) -0.0015(18) 0.0050(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O2 1.237(6) . ? C1 O1 1.272(6) . ? C1 C2 1.513(7) . ? C2 N1 1.463(6) . ? C3 N1 1.460(6) . ? C3 C4 1.512(7) . ? C4 O4 1.249(6) . ? C4 O3 1.270(6) . ? C5 O5 1.244(6) . ? C5 O6 1.255(5) . ? C5 C6 1.510(6) . ? C6 N2 1.485(6) . ? C7 N2 1.474(6) . ? C7 C8 1.504(7) . ? Dy1 O7 2.303(3) 3_656 ? Dy1 O4 2.306(3) 4_557 ? Dy1 O3 2.330(3) . ? Dy1 O8 2.334(3) 1_655 ? Dy1 O1 2.345(3) . ? Dy1 O6 2.476(3) . ? Dy1 O5 2.472(3) . ? Dy1 N1 2.512(4) . ? O4 Dy1 2.306(3) 4_457 ? C8 O8 1.255(6) . ? C8 O7 1.260(6) . ? O7 Dy1 2.303(3) 3_646 ? O8 Dy1 2.334(3) 1_455 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 C1 O1 125.1(5) . . ? O2 C1 C2 117.7(4) . . ? O1 C1 C2 117.2(5) . . ? N1 C2 C1 110.8(4) . . ? N1 C3 C4 109.5(4) . . ? O4 C4 O3 124.6(4) . . ? O4 C4 C3 118.1(4) . . ? O3 C4 C3 117.3(4) . . ? O5 C5 O6 123.2(5) . . ? O5 C5 C6 116.6(4) . . ? O6 C5 C6 120.1(4) . . ? N2 C6 C5 114.1(4) . . ? N2 C7 C8 112.8(4) . . ? O7 Dy1 O4 159.83(12) 3_656 4_557 ? O7 Dy1 O3 90.14(13) 3_656 . ? O4 Dy1 O3 93.42(14) 4_557 . ? O7 Dy1 O8 92.98(13) 3_656 1_655 ? O4 Dy1 O8 92.78(13) 4_557 1_655 ? O3 Dy1 O8 153.08(13) . 1_655 ? O7 Dy1 O1 82.90(12) 3_656 . ? O4 Dy1 O1 79.91(12) 4_557 . ? O3 Dy1 O1 131.66(12) . . ? O8 Dy1 O1 75.24(12) 1_655 . ? O7 Dy1 O6 73.44(11) 3_656 . ? O4 Dy1 O6 126.73(12) 4_557 . ? O3 Dy1 O6 78.86(12) . . ? O8 Dy1 O6 76.45(12) 1_655 . ? O1 Dy1 O6 141.76(12) . . ? O7 Dy1 O5 126.20(12) 3_656 . ? O4 Dy1 O5 73.96(12) 4_557 . ? O3 Dy1 O5 80.00(13) . . ? O8 Dy1 O5 76.61(13) 1_655 . ? O1 Dy1 O5 140.22(13) . . ? O6 Dy1 O5 52.77(12) . . ? O7 Dy1 N1 78.06(13) 3_656 . ? O4 Dy1 N1 85.30(13) 4_557 . ? O3 Dy1 N1 65.85(12) . . ? O8 Dy1 N1 140.84(13) 1_655 . ? O1 Dy1 N1 65.90(12) . . ? O6 Dy1 N1 134.08(12) . . ? O5 Dy1 N1 138.77(13) . . ? C2 N1 C3 115.2(4) . . ? C2 N1 Dy1 112.7(3) . . ? C3 N1 Dy1 112.6(3) . . ? C6 N2 C7 114.1(4) . . ? C1 O1 Dy1 124.7(3) . . ? C4 O3 Dy1 125.3(3) . . ? C4 O4 Dy1 136.8(3) . 4_457 ? C5 O5 Dy1 91.2(3) . . ? C5 O6 Dy1 90.7(3) . . ? O8 C8 O7 123.8(5) . . ? O8 C8 C7 117.8(4) . . ? O7 C8 C7 118.4(4) . . ? C8 O7 Dy1 144.4(3) . 3_646 ? C8 O8 Dy1 143.9(3) . 1_455 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.40 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.694 _refine_diff_density_min -1.139 _refine_diff_density_rms 0.109 data_3 _database_code_depnum_ccdc_archive 'CCDC 848408' #TrackingRef '- 1-4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H11 N2 O8 Tb' _chemical_formula_sum 'C8 H11 N2 O8 Tb ' _chemical_formula_weight 422.12 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 ' P 21 21 21 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.6961(15) _cell_length_b 8.2458(17) _cell_length_c 18.737(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1189.1(4) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4629 _cell_measurement_theta_min 2.70 _cell_measurement_theta_max 27.94 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.358 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 808.0 _exptl_absorpt_coefficient_mu 5.987 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.354 _exptl_absorpt_correction_T_max 0.550 _exptl_absorpt_process_details 'Apex2 (Bruker, 2005)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6106 _diffrn_reflns_av_R_equivalents 0.0433 _diffrn_reflns_av_sigmaI/netI 0.0507 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.17 _diffrn_reflns_theta_max 25.40 _reflns_number_total 2186 _reflns_number_gt 2118 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0204P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _chemical_absolute_configuration ad _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.04(2) _refine_ls_number_reflns 2186 _refine_ls_number_parameters 172 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0299 _refine_ls_R_factor_gt 0.0278 _refine_ls_wR_factor_ref 0.0612 _refine_ls_wR_factor_gt 0.0604 _refine_ls_goodness_of_fit_ref 1.081 _refine_ls_restrained_S_all 1.081 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.7566(10) 0.0403(9) 0.1388(3) 0.0237(17) Uani 1 1 d . . . C2 C 0.6390(10) -0.0549(9) 0.0886(4) 0.0302(19) Uani 1 1 d . . . H2A H 0.7099 -0.1135 0.0544 0.036 Uiso 1 1 calc R . . H2B H 0.5730 -0.1336 0.1159 0.036 Uiso 1 1 calc R . . C3 C 0.3681(10) -0.0273(10) 0.0202(4) 0.0294(18) Uani 1 1 d . . . H3A H 0.3195 -0.1033 0.0543 0.035 Uiso 1 1 calc R . . H3B H 0.4007 -0.0869 -0.0224 0.035 Uiso 1 1 calc R . . C4 C 0.2340(10) 0.1000(9) 0.0015(3) 0.0253(17) Uani 1 1 d . . . C5 C 0.1962(10) 0.5405(8) 0.1519(4) 0.0211(15) Uani 1 1 d . . . C6 C 0.1067(9) 0.6882(9) 0.1838(4) 0.0243(16) Uani 1 1 d . . . H6A H 0.1912 0.7509 0.2105 0.029 Uiso 1 1 calc R . . H6B H 0.0636 0.7561 0.1453 0.029 Uiso 1 1 calc R . . N1 N 0.5202(7) 0.0508(7) 0.0506(3) 0.0214(14) Uani 1 1 d . . . H1 H 0.5815 0.0886 0.0126 0.026 Uiso 1 1 calc R . . N2 N -0.0410(8) 0.6451(6) 0.2319(3) 0.0210(13) Uani 1 1 d . . . H2C H -0.0010 0.5809 0.2671 0.025 Uiso 1 1 calc R . . H2D H -0.0819 0.7364 0.2522 0.025 Uiso 1 1 calc R . . O1 O 0.7116(6) 0.1841(6) 0.1531(2) 0.0251(11) Uani 1 1 d . . . O2 O 0.8857(7) -0.0295(7) 0.1621(3) 0.0379(15) Uani 1 1 d . . . O3 O 0.2405(7) 0.2328(6) 0.0338(3) 0.0281(12) Uani 1 1 d . . . O4 O 0.1203(7) 0.0616(6) -0.0436(3) 0.0279(13) Uani 1 1 d . . . O5 O 0.3037(8) 0.5673(6) 0.1037(3) 0.0323(13) Uani 1 1 d . . . O6 O 0.1676(7) 0.4019(6) 0.1770(3) 0.0272(12) Uani 1 1 d . . . Tb1 Tb 0.44109(4) 0.29995(3) 0.122476(15) 0.01492(10) Uani 1 1 d . . . C8 C -0.3407(9) 0.5348(8) 0.2431(3) 0.0204(15) Uani 1 1 d . . . C7 C -0.1867(10) 0.5610(9) 0.1952(4) 0.0251(17) Uani 1 1 d . . . H7A H -0.1463 0.4568 0.1778 0.030 Uiso 1 1 calc R . . H7B H -0.2225 0.6248 0.1543 0.030 Uiso 1 1 calc R . . O8 O -0.3354(7) 0.5943(6) 0.3061(2) 0.0256(11) Uani 1 1 d . . . O7 O -0.4619(7) 0.4504(7) 0.2201(3) 0.0340(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 C1 0.020(4) 0.033(4) 0.018(4) -0.002(3) 0.004(3) 0.008(3) C2 0.024(4) 0.026(4) 0.040(4) -0.004(3) -0.010(4) 0.003(3) C3 0.026(4) 0.024(4) 0.037(4) -0.006(4) -0.015(4) 0.001(3) C4 0.021(4) 0.035(4) 0.020(4) 0.001(3) -0.002(3) 0.008(4) C5 0.016(4) 0.017(4) 0.031(4) 0.000(3) 0.000(3) 0.005(3) C6 0.019(4) 0.018(3) 0.036(4) 0.000(3) 0.006(3) 0.003(3) N1 0.019(3) 0.018(3) 0.027(3) -0.001(2) -0.003(2) 0.003(2) N2 0.017(3) 0.015(3) 0.030(3) 0.001(2) 0.004(3) 0.006(3) O1 0.023(3) 0.018(2) 0.034(3) -0.005(2) -0.004(2) 0.003(2) O2 0.025(3) 0.041(3) 0.047(3) -0.007(3) -0.015(2) 0.018(3) O3 0.026(3) 0.023(3) 0.034(3) -0.006(2) -0.010(2) 0.004(2) O4 0.028(3) 0.023(3) 0.032(3) 0.001(2) -0.016(2) -0.003(2) O5 0.034(3) 0.026(3) 0.037(3) 0.009(2) 0.021(3) 0.011(3) O6 0.021(3) 0.017(3) 0.044(3) 0.001(2) 0.008(2) 0.002(2) Tb1 0.01179(15) 0.01547(14) 0.01750(15) -0.00095(14) 0.00088(14) 0.00168(14) C8 0.014(4) 0.019(4) 0.029(4) -0.002(3) -0.004(3) 0.006(3) C7 0.023(4) 0.031(4) 0.021(4) -0.003(3) 0.002(3) 0.002(4) O8 0.026(3) 0.023(3) 0.028(3) -0.009(2) 0.004(2) -0.007(3) O7 0.020(3) 0.044(3) 0.038(3) -0.014(2) 0.003(3) -0.004(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 C1 O2 1.228(9) . ? C1 O1 1.264(8) . ? C1 C2 1.524(10) . ? C2 N1 1.450(9) . ? C3 N1 1.452(9) . ? C3 C4 1.512(10) . ? C4 O3 1.252(8) . ? C4 O4 1.257(8) . ? C5 O5 1.245(8) . ? C5 O6 1.256(8) . ? C5 C6 1.522(9) . ? C6 N2 1.494(8) . ? N1 Tb1 2.531(5) . ? N2 C7 1.487(9) . ? O1 Tb1 2.361(5) . ? O3 Tb1 2.334(5) . ? O4 Tb1 2.322(5) 4_455 ? O5 Tb1 2.470(5) . ? O6 Tb1 2.486(5) . ? Tb1 O8 2.308(5) 3_545 ? Tb1 O4 2.322(5) 4 ? Tb1 O7 2.332(5) 1_655 ? C8 O7 1.241(8) . ? C8 O8 1.279(7) . ? C8 C7 1.502(9) . ? O8 Tb1 2.308(5) 3 ? O7 Tb1 2.332(5) 1_455 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 C1 O1 125.9(7) . . ? O2 C1 C2 117.3(6) . . ? O1 C1 C2 116.8(7) . . ? N1 C2 C1 111.6(6) . . ? N1 C3 C4 109.5(6) . . ? O3 C4 O4 125.0(7) . . ? O3 C4 C3 117.9(6) . . ? O4 C4 C3 117.1(6) . . ? O5 C5 O6 123.4(7) . . ? O5 C5 C6 116.4(6) . . ? O6 C5 C6 120.1(6) . . ? N2 C6 C5 113.0(6) . . ? C2 N1 C3 115.8(5) . . ? C2 N1 Tb1 112.2(4) . . ? C3 N1 Tb1 112.0(4) . . ? C7 N2 C6 114.0(5) . . ? C1 O1 Tb1 124.8(5) . . ? C4 O3 Tb1 125.3(4) . . ? C4 O4 Tb1 135.9(5) . 4_455 ? C5 O5 Tb1 91.3(4) . . ? C5 O6 Tb1 90.3(4) . . ? O8 Tb1 O4 160.00(16) 3_545 4 ? O8 Tb1 O7 92.81(18) 3_545 1_655 ? O4 Tb1 O7 92.71(19) 4 1_655 ? O8 Tb1 O3 90.31(17) 3_545 . ? O4 Tb1 O3 93.23(19) 4 . ? O7 Tb1 O3 153.61(18) 1_655 . ? O8 Tb1 O1 82.69(17) 3_545 . ? O4 Tb1 O1 80.19(17) 4 . ? O7 Tb1 O1 75.08(17) 1_655 . ? O3 Tb1 O1 131.29(16) . . ? O8 Tb1 O5 125.98(17) 3_545 . ? O4 Tb1 O5 74.01(17) 4 . ? O7 Tb1 O5 76.96(19) 1_655 . ? O3 Tb1 O5 80.03(17) . . ? O1 Tb1 O5 140.63(19) . . ? O8 Tb1 O6 73.25(16) 3_545 . ? O4 Tb1 O6 126.75(17) 4 . ? O7 Tb1 O6 76.64(18) 1_655 . ? O3 Tb1 O6 79.22(17) . . ? O1 Tb1 O6 141.58(16) . . ? O5 Tb1 O6 52.74(17) . . ? O8 Tb1 N1 78.28(18) 3_545 . ? O4 Tb1 N1 85.28(18) 4 . ? O7 Tb1 N1 140.53(19) 1_655 . ? O3 Tb1 N1 65.66(17) . . ? O1 Tb1 N1 65.71(16) . . ? O5 Tb1 N1 138.72(17) . . ? O6 Tb1 N1 134.17(18) . . ? O7 C8 O8 124.1(7) . . ? O7 C8 C7 117.7(6) . . ? O8 C8 C7 118.1(6) . . ? N2 C7 C8 112.7(5) . . ? C8 O8 Tb1 143.7(4) . 3 ? C8 O7 Tb1 144.3(5) . 1_455 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.40 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.092 _refine_diff_density_min -1.083 _refine_diff_density_rms 0.129 data_1 _database_code_depnum_ccdc_archive 'CCDC 848409' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H11 Eu N2 O8' _chemical_formula_sum 'C8 H11 Eu N2 O8' _chemical_formula_weight 415.16 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 Orthorhombic _symmetry_space_group_name_H-M ' P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.7735(18) _cell_length_b 8.2482(19) _cell_length_c 18.816(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1206.5(5) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.286 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 800 _exptl_absorpt_coefficient_mu 5.238 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.405 _exptl_absorpt_correction_T_max 0.592 _exptl_absorpt_process_details 'Apex2 (Bruker, 2005)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6021 _diffrn_reflns_av_R_equivalents 0.0497 _diffrn_reflns_av_sigmaI/netI 0.0527 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.16 _diffrn_reflns_theta_max 25.40 _reflns_number_total 2218 _reflns_number_gt 2191 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0231P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0191(8) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _chemical_absolute_configuration ad _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.01(2) _refine_ls_number_reflns 2218 _refine_ls_number_parameters 173 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0286 _refine_ls_R_factor_gt 0.0281 _refine_ls_wR_factor_ref 0.0674 _refine_ls_wR_factor_gt 0.0672 _refine_ls_goodness_of_fit_ref 1.127 _refine_ls_restrained_S_all 1.127 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 1.2567(9) 0.4579(7) 0.8618(3) 0.0194(14) Uani 1 1 d . . . C2 C 1.1393(9) 0.5540(8) 0.9109(4) 0.0277(16) Uani 1 1 d . . . H2A H 1.2088 0.6146 0.9444 0.033 Uiso 1 1 calc R . . H2B H 1.0736 0.6311 0.8830 0.033 Uiso 1 1 calc R . . C3 C 0.8708(9) 0.5313(9) 0.9813(4) 0.0268(16) Uani 1 1 d . . . H3A H 0.8241 0.6094 0.9479 0.032 Uiso 1 1 calc R . . H3B H 0.9050 0.5889 1.0239 0.032 Uiso 1 1 calc R . . C4 C 0.7352(8) 0.4059(8) 0.9993(3) 0.0206(13) Uani 1 1 d . . . C5 C 0.6936(8) -0.0417(7) 0.8479(3) 0.0195(13) Uani 1 1 d . . . C6 C 0.6064(8) -0.1870(8) 0.8146(3) 0.0241(14) Uani 1 1 d . . . H6A H 0.6912 -0.2476 0.7877 0.029 Uiso 1 1 calc R . . H6B H 0.5646 -0.2571 0.8522 0.029 Uiso 1 1 calc R . . Eu1 Eu 0.94080(3) 0.19734(3) 0.878251(12) 0.01264(14) Uani 1 1 d . . . N1 N 1.0216(7) 0.4498(6) 0.9497(3) 0.0177(11) Uani 1 1 d . . . H1 H 1.0833 0.4121 0.9873 0.021 Uiso 1 1 calc R . . N2 N 0.4603(7) -0.1461(6) 0.7669(3) 0.0187(11) Uani 1 1 d . . . H2C H 0.4985 -0.0806 0.7321 0.022 Uiso 1 1 calc R . . H2D H 0.4214 -0.2377 0.7465 0.022 Uiso 1 1 calc R . . O1 O 1.2119(6) 0.3163(5) 0.8471(2) 0.0238(10) Uani 1 1 d . . . O2 O 1.3830(7) 0.5289(7) 0.8367(3) 0.0367(13) Uani 1 1 d . . . O3 O 0.7426(6) 0.2704(5) 0.9686(2) 0.0270(11) Uani 1 1 d . . . O4 O 0.6234(6) 0.4454(6) 1.0435(2) 0.0293(12) Uani 1 1 d . . . O5 O 0.7983(7) -0.0706(6) 0.8967(2) 0.0330(12) Uani 1 1 d . . . O6 O 0.6658(6) 0.0959(5) 0.8237(2) 0.0227(10) Uani 1 1 d . . . C8 C 0.1616(8) -0.0362(7) 0.7562(3) 0.0182(13) Uani 1 1 d . . . C7 C 0.3154(9) -0.0651(8) 0.8042(3) 0.0223(14) Uani 1 1 d . . . H7A H 0.3548 0.0381 0.8229 0.027 Uiso 1 1 calc R . . H7B H 0.2801 -0.1317 0.8441 0.027 Uiso 1 1 calc R . . O7 O 0.0398(6) 0.0429(6) 0.7801(2) 0.0311(11) Uani 1 1 d . . . O8 O 0.1673(6) -0.0948(5) 0.6938(2) 0.0240(10) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.027(3) 0.014(3) 0.017(3) 0.000(2) 0.008(2) -0.001(3) C2 0.034(4) 0.012(3) 0.037(4) -0.007(3) 0.014(3) -0.002(3) C3 0.031(4) 0.021(4) 0.029(3) -0.003(3) 0.015(3) -0.003(3) C4 0.023(3) 0.017(3) 0.021(3) 0.006(3) 0.006(2) -0.001(3) C5 0.016(3) 0.018(3) 0.025(3) 0.001(2) 0.003(3) -0.006(3) C6 0.020(3) 0.016(3) 0.037(3) -0.002(3) -0.007(3) 0.002(3) Eu1 0.01499(18) 0.00868(18) 0.01424(17) -0.00071(10) -0.00082(11) -0.00151(12) N1 0.018(3) 0.017(3) 0.018(2) -0.001(2) 0.001(2) -0.003(2) N2 0.020(3) 0.011(2) 0.025(2) -0.0023(19) -0.001(2) -0.007(2) O1 0.028(2) 0.012(2) 0.031(2) -0.0059(19) 0.0136(19) -0.004(2) O2 0.036(3) 0.029(3) 0.046(3) -0.007(2) 0.019(2) -0.015(2) O3 0.026(3) 0.018(2) 0.037(3) -0.0074(19) 0.012(2) -0.006(2) O4 0.033(3) 0.020(3) 0.035(2) 0.004(2) 0.020(2) 0.005(2) O5 0.044(3) 0.016(2) 0.039(3) 0.012(2) -0.025(2) -0.013(2) O6 0.026(3) 0.011(2) 0.031(2) -0.0005(18) -0.0029(19) -0.001(2) C8 0.017(3) 0.015(3) 0.022(3) -0.006(2) 0.004(3) -0.004(3) C7 0.022(3) 0.027(4) 0.017(3) -0.004(3) -0.001(3) -0.004(3) O7 0.021(3) 0.038(3) 0.035(2) -0.015(2) -0.001(2) 0.007(2) O8 0.028(3) 0.019(2) 0.025(2) -0.0101(18) -0.0036(19) 0.003(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 C1 O2 1.237(8) . ? C1 O1 1.250(8) . ? C1 C2 1.521(8) . ? C2 N1 1.452(8) . ? C3 N1 1.477(8) . ? C3 C4 1.515(9) . ? C4 O4 1.247(7) . ? C4 O3 1.260(7) . ? C5 O6 1.242(7) . ? C5 O5 1.250(8) . ? C5 C6 1.513(9) . ? C6 N2 1.487(8) . ? Eu1 O8 2.341(4) 3_656 ? Eu1 O4 2.359(4) 4_557 ? Eu1 O3 2.372(4) . ? Eu1 O7 2.373(4) 1_655 ? Eu1 O1 2.397(5) . ? Eu1 O5 2.496(5) . ? Eu1 O6 2.515(5) . ? Eu1 N1 2.556(5) . ? N2 C7 1.486(8) . ? O4 Eu1 2.359(4) 4_457 ? C8 O7 1.234(7) . ? C8 O8 1.271(7) . ? C8 C7 1.518(8) . ? O7 Eu1 2.373(4) 1_455 ? O8 Eu1 2.341(4) 3_646 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 C1 O1 125.4(6) . . ? O2 C1 C2 117.5(5) . . ? O1 C1 C2 117.0(6) . . ? N1 C2 C1 112.0(5) . . ? N1 C3 C4 109.4(5) . . ? O4 C4 O3 124.8(6) . . ? O4 C4 C3 117.2(6) . . ? O3 C4 C3 118.1(5) . . ? O6 C5 O5 123.9(6) . . ? O6 C5 C6 119.6(5) . . ? O5 C5 C6 116.4(5) . . ? N2 C6 C5 114.4(5) . . ? O8 Eu1 O4 160.44(16) 3_656 4_557 ? O8 Eu1 O3 89.74(16) 3_656 . ? O4 Eu1 O3 94.05(18) 4_557 . ? O8 Eu1 O7 93.39(16) 3_656 1_655 ? O4 Eu1 O7 91.29(18) 4_557 1_655 ? O3 Eu1 O7 154.86(16) . 1_655 ? O8 Eu1 O1 82.79(17) 3_656 . ? O4 Eu1 O1 80.08(17) 4_557 . ? O3 Eu1 O1 129.94(15) . . ? O7 Eu1 O1 75.19(15) 1_655 . ? O8 Eu1 O5 124.72(15) 3_656 . ? O4 Eu1 O5 74.84(15) 4_557 . ? O3 Eu1 O5 80.62(17) . . ? O7 Eu1 O5 77.11(18) 1_655 . ? O1 Eu1 O5 141.85(18) . . ? O8 Eu1 O6 72.68(15) 3_656 . ? O4 Eu1 O6 126.87(16) 4_557 . ? O3 Eu1 O6 79.92(15) . . ? O7 Eu1 O6 77.25(16) 1_655 . ? O1 Eu1 O6 141.60(14) . . ? O5 Eu1 O6 52.05(15) . . ? O8 Eu1 N1 78.22(17) 3_656 . ? O4 Eu1 N1 86.03(16) 4_557 . ? O3 Eu1 N1 64.91(15) . . ? O7 Eu1 N1 140.07(17) 1_655 . ? O1 Eu1 N1 65.10(15) . . ? O5 Eu1 N1 139.20(16) . . ? O6 Eu1 N1 133.98(16) . . ? C2 N1 C3 115.6(5) . . ? C2 N1 Eu1 111.9(4) . . ? C3 N1 Eu1 112.8(4) . . ? C7 N2 C6 113.3(5) . . ? C1 O1 Eu1 125.0(4) . . ? C4 O3 Eu1 125.7(4) . . ? C4 O4 Eu1 134.9(4) . 4_457 ? C5 O5 Eu1 91.0(4) . . ? C5 O6 Eu1 90.3(4) . . ? O7 C8 O8 124.3(6) . . ? O7 C8 C7 118.1(5) . . ? O8 C8 C7 117.6(5) . . ? N2 C7 C8 112.7(4) . . ? C8 O7 Eu1 144.7(4) . 1_455 ? C8 O8 Eu1 143.2(4) . 3_646 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.40 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 2.729 _refine_diff_density_min -1.184 _refine_diff_density_rms 0.155 data_2 _database_code_depnum_ccdc_archive 'CCDC 848410' #TrackingRef '- 1-4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H11 Gd N2 O8 ' _chemical_formula_sum 'C8 H11 Gd N2 O8 ' _chemical_formula_weight 420.44 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 Orthorhombic _symmetry_space_group_name_H-M ' P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.7305(10) _cell_length_b 8.2593(11) _cell_length_c 18.791(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1199.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.328 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 804 _exptl_absorpt_coefficient_mu 5.567 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.408 _exptl_absorpt_correction_T_max 0.573 _exptl_absorpt_process_details 'Apex2 (Bruker, 2005)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6219 _diffrn_reflns_av_R_equivalents 0.0194 _diffrn_reflns_av_sigmaI/netI 0.0268 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.17 _diffrn_reflns_theta_max 25.39 _reflns_number_total 2204 _reflns_number_gt 2181 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0145P)^2^+0.1867P] 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 ? _chemical_absolute_configuration ad _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.016(14) _refine_ls_number_reflns 2202 _refine_ls_number_parameters 172 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0164 _refine_ls_R_factor_gt 0.0161 _refine_ls_wR_factor_ref 0.0412 _refine_ls_wR_factor_gt 0.0411 _refine_ls_goodness_of_fit_ref 1.216 _refine_ls_restrained_S_all 1.216 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.2566(6) 0.9592(5) 0.1387(2) 0.0224(9) Uani 1 1 d . . . C2 C -0.1393(6) 1.0552(5) 0.0891(3) 0.0295(11) Uani 1 1 d . . . H2A H -0.2096 1.1148 0.0553 0.035 Uiso 1 1 calc R . . H2B H -0.0732 1.1329 0.1167 0.035 Uiso 1 1 calc R . . C3 C 0.1302(6) 1.0293(5) 0.0192(2) 0.0267(10) Uani 1 1 d . . . H3A H 0.1774 1.1070 0.0527 0.032 Uiso 1 1 calc R . . H3B H 0.0961 1.0870 -0.0235 0.032 Uiso 1 1 calc R . . C4 C 0.2661(6) 0.9032(5) 0.0011(2) 0.0222(9) Uani 1 1 d . . . C5 C 0.3053(6) 0.4573(5) 0.1524(2) 0.0207(9) Uani 1 1 d . . . C6 C 0.3942(6) 0.3120(5) 0.1848(2) 0.0242(9) Uani 1 1 d . . . H6A H 0.3098 0.2499 0.2115 0.029 Uiso 1 1 calc R . . H6B H 0.4372 0.2435 0.1468 0.029 Uiso 1 1 calc R . . C7 C 0.6866(6) 0.4354(5) 0.1957(2) 0.0221(9) Uani 1 1 d . . . H7A H 0.6472 0.5385 0.1770 0.027 Uiso 1 1 calc R . . H7B H 0.7232 0.3693 0.1558 0.027 Uiso 1 1 calc R . . C8 C 0.8389(5) 0.4639(5) 0.2441(2) 0.0189(9) Uani 1 1 d . . . Gd1 Gd 0.05922(2) 0.69814(2) 0.122072(9) 0.01353(6) Uani 1 1 d . . . N1 N -0.0203(4) 0.9485(4) 0.05052(17) 0.0182(8) Uani 1 1 d . . . H1 H -0.0823 0.9108 0.0128 0.022 Uiso 1 1 calc R . . N2 N 0.5400(4) 0.3540(4) 0.23255(17) 0.0186(7) Uani 1 1 d . . . H2C H 0.5793 0.2628 0.2532 0.022 Uiso 1 1 calc R . . H2D H 0.5007 0.4194 0.2672 0.022 Uiso 1 1 calc R . . O1 O 0.2581(4) 0.7679(3) 0.03208(16) 0.0267(7) Uani 1 1 d . . . O2 O 0.3784(4) 0.9426(4) -0.04347(16) 0.0296(8) Uani 1 1 d . . . O3 O -0.2117(4) 0.8145(4) 0.15308(15) 0.0250(6) Uani 1 1 d . . . O4 O -0.3848(5) 1.0281(4) 0.16257(17) 0.0370(9) Uani 1 1 d . . . O5 O 0.1986(5) 0.4296(4) 0.10381(16) 0.0326(8) Uani 1 1 d . . . O6 O 0.3336(4) 0.5960(3) 0.17669(15) 0.0249(7) Uani 1 1 d . . . O7 O 0.8335(4) 0.4047(3) 0.30598(14) 0.0247(7) Uani 1 1 d . . . O8 O 0.9614(4) 0.5455(4) 0.22018(16) 0.0326(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 C1 0.022(2) 0.024(2) 0.022(2) 0.0015(17) 0.0040(18) 0.0064(19) C2 0.028(3) 0.022(2) 0.039(2) 0.0060(19) 0.015(2) 0.008(2) C3 0.027(3) 0.021(2) 0.032(2) 0.0025(18) 0.014(2) 0.001(2) C4 0.019(2) 0.029(2) 0.018(2) -0.0020(18) 0.0049(17) 0.000(2) C5 0.018(2) 0.017(2) 0.027(2) -0.0010(15) 0.0029(19) 0.0048(19) C6 0.020(2) 0.020(2) 0.032(2) 0.0030(18) -0.0087(18) 0.000(2) C7 0.018(2) 0.030(2) 0.0182(19) 0.0037(16) 0.0005(19) 0.002(2) C8 0.020(2) 0.013(2) 0.023(2) 0.0040(15) 0.0037(19) 0.0057(18) Gd1 0.01264(9) 0.01367(9) 0.01428(9) 0.00078(7) -0.00090(8) 0.00155(8) N1 0.0179(19) 0.0182(18) 0.0184(16) 0.0014(13) 0.0041(14) 0.0028(15) N2 0.0183(19) 0.0138(15) 0.0238(16) 0.0035(12) -0.0035(16) 0.0034(15) O1 0.0277(17) 0.0197(15) 0.0327(16) 0.0059(12) 0.0134(14) 0.0057(13) O2 0.0286(18) 0.0258(17) 0.0343(17) -0.0014(13) 0.0172(15) -0.0041(14) O3 0.0227(16) 0.0200(14) 0.0323(15) 0.0070(13) 0.0081(13) 0.0042(15) O4 0.032(2) 0.0340(18) 0.0446(19) 0.0063(15) 0.0189(16) 0.0172(16) O5 0.0348(19) 0.0259(16) 0.0371(18) -0.0084(13) -0.0217(16) 0.0114(16) O6 0.0235(17) 0.0184(15) 0.0328(16) -0.0050(12) -0.0073(14) 0.0034(15) O7 0.0274(17) 0.0244(15) 0.0222(14) 0.0089(12) -0.0037(13) -0.0057(16) O8 0.0184(17) 0.0433(19) 0.0362(17) 0.0185(14) -0.0004(15) -0.0067(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O4 1.228(5) . ? C1 O3 1.273(5) . ? C1 C2 1.523(6) . ? C2 N1 1.466(5) . ? C3 N1 1.465(5) . ? C3 C4 1.518(6) . ? C4 O2 1.250(5) . ? C4 O1 1.261(5) . ? C5 O5 1.251(5) . ? C5 O6 1.252(5) . ? C5 C6 1.512(6) . ? C6 N2 1.482(5) . ? C7 N2 1.489(5) . ? C7 C8 1.507(6) . ? C8 O8 1.246(5) . ? C8 O7 1.262(4) . ? Gd1 O7 2.329(3) 3_655 ? Gd1 O2 2.343(3) 4_465 ? Gd1 O1 2.357(3) . ? Gd1 O8 2.358(3) 1_455 ? Gd1 O3 2.377(3) . ? Gd1 O5 2.489(3) . ? Gd1 O6 2.503(3) . ? Gd1 N1 2.542(3) . ? O2 Gd1 2.343(3) 4_565 ? O7 Gd1 2.329(3) 3_645 ? O8 Gd1 2.358(3) 1_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 C1 O3 125.3(4) . . ? O4 C1 C2 117.5(4) . . ? O3 C1 C2 117.2(4) . . ? N1 C2 C1 111.3(3) . . ? N1 C3 C4 109.1(3) . . ? O2 C4 O1 125.0(4) . . ? O2 C4 C3 116.9(4) . . ? O1 C4 C3 118.1(4) . . ? O5 C5 O6 123.3(4) . . ? O5 C5 C6 116.7(4) . . ? O6 C5 C6 120.0(4) . . ? N2 C6 C5 113.9(3) . . ? N2 C7 C8 112.6(3) . . ? O8 C8 O7 124.6(4) . . ? O8 C8 C7 117.4(3) . . ? O7 C8 C7 118.0(4) . . ? O7 Gd1 O2 160.37(10) 3_655 4_465 ? O7 Gd1 O1 90.29(10) 3_655 . ? O2 Gd1 O1 93.34(11) 4_465 . ? O7 Gd1 O8 92.98(11) 3_655 1_455 ? O2 Gd1 O8 92.08(12) 4_465 1_455 ? O1 Gd1 O8 154.28(11) . 1_455 ? O7 Gd1 O3 82.84(11) 3_655 . ? O2 Gd1 O3 80.18(11) 4_465 . ? O1 Gd1 O3 130.67(10) . . ? O8 Gd1 O3 75.04(10) 1_455 . ? O7 Gd1 O5 125.34(10) 3_655 . ? O2 Gd1 O5 74.28(10) 4_465 . ? O1 Gd1 O5 80.60(11) . . ? O8 Gd1 O5 76.72(11) 1_455 . ? O3 Gd1 O5 140.84(12) . . ? O7 Gd1 O6 72.98(10) 3_655 . ? O2 Gd1 O6 126.65(10) 4_465 . ? O1 Gd1 O6 79.85(10) . . ? O8 Gd1 O6 76.76(10) 1_455 . ? O3 Gd1 O6 141.50(10) . . ? O5 Gd1 O6 52.37(10) . . ? O7 Gd1 N1 78.31(11) 3_655 . ? O2 Gd1 N1 85.74(11) 4_465 . ? O1 Gd1 N1 65.13(10) . . ? O8 Gd1 N1 140.43(11) 1_455 . ? O3 Gd1 N1 65.64(10) . . ? O5 Gd1 N1 139.15(10) . . ? O6 Gd1 N1 134.12(11) . . ? C3 N1 C2 115.0(3) . . ? C3 N1 Gd1 113.0(2) . . ? C2 N1 Gd1 112.3(2) . . ? C6 N2 C7 113.8(3) . . ? C4 O1 Gd1 125.4(3) . . ? C4 O2 Gd1 135.1(3) . 4_565 ? C1 O3 Gd1 124.6(3) . . ? C5 O5 Gd1 91.3(2) . . ? C5 O6 Gd1 90.6(3) . . ? C8 O7 Gd1 143.8(3) . 3_645 ? C8 O8 Gd1 144.6(3) . 1_655 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.39 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.393 _refine_diff_density_min -0.978 _refine_diff_density_rms 0.119 data_4b _database_code_depnum_ccdc_archive 'CCDC 873332' #TrackingRef '- 1-4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H11 Dy N2 O8' _chemical_formula_sum 'C8 H11 Dy N2 O8 ' _chemical_formula_weight 425.69 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' 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 ' P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.7028(10) _cell_length_b 8.2418(10) _cell_length_c 18.692(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1186.7(2) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.383 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 812.0 _exptl_absorpt_coefficient_mu 6.336 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.550 _exptl_absorpt_correction_T_max 0.728 _exptl_absorpt_process_details 'Apex2 (Bruker, 2005)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6089 _diffrn_reflns_av_R_equivalents 0.0401 _diffrn_reflns_av_sigmaI/netI 0.0456 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 25.38 _reflns_number_total 2180 _reflns_number_gt 2126 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0519P)^2^+10.3777P] 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 ? _chemical_absolute_configuration ad _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.04(2) _refine_ls_number_reflns 2180 _refine_ls_number_parameters 172 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0384 _refine_ls_R_factor_gt 0.0376 _refine_ls_wR_factor_ref 0.0955 _refine_ls_wR_factor_gt 0.0950 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.051 _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 Dy1 Dy 0.05939(5) 0.79986(5) 0.12248(2) 0.01200(14) Uani 1 1 d . . . O1 O -0.2107(9) 0.6857(9) 0.1536(4) 0.0243(16) Uani 1 1 d . . . N1 N -0.0187(10) 0.5527(10) 0.0510(5) 0.0183(18) Uani 1 1 d . . . H1 H -0.0803 0.5907 0.0130 0.022 Uiso 1 1 calc R . . O6 O 0.3304(10) 0.9016(9) 0.1771(4) 0.0235(16) Uani 1 1 d . . . O3 O 0.2608(9) 0.7335(9) 0.0335(4) 0.0268(17) Uani 1 1 d . . . O5 O 0.1944(11) 1.0675(9) 0.1041(4) 0.033(2) Uani 1 1 d . . . C5 C 0.3043(12) 1.0413(12) 0.1522(5) 0.018(2) Uani 1 1 d . . . C4 C 0.2686(12) 0.5986(13) 0.0014(5) 0.019(2) Uani 1 1 d . . . C1 C -0.2537(13) 0.5412(12) 0.1388(5) 0.022(2) Uani 1 1 d . . . C2 C -0.1378(14) 0.4454(14) 0.0890(7) 0.029(3) Uani 1 1 d . . . H2A H -0.0720 0.3665 0.1163 0.034 Uiso 1 1 calc R . . H2B H -0.2087 0.3870 0.0547 0.034 Uiso 1 1 calc R . . C3 C 0.1333(14) 0.4720(14) 0.0198(6) 0.025(2) Uani 1 1 d . . . H3A H 0.0996 0.4135 -0.0230 0.030 Uiso 1 1 calc R . . H3B H 0.1810 0.3948 0.0537 0.030 Uiso 1 1 calc R . . O2 O -0.3868(11) 0.4731(11) 0.1624(5) 0.039(2) Uani 1 1 d . . . C6 C 0.3931(12) 1.1869(14) 0.1835(6) 0.024(2) Uani 1 1 d . . . H6A H 0.4351 1.2548 0.1449 0.028 Uiso 1 1 calc R . . H6B H 0.3089 1.2494 0.2106 0.028 Uiso 1 1 calc R . . N2 N 0.5420(10) 1.1452(10) 0.2314(4) 0.0175(17) Uani 1 1 d . . . H2C H 0.5822 1.2370 0.2515 0.021 Uiso 1 1 calc R . . H2D H 0.5031 1.0808 0.2669 0.021 Uiso 1 1 calc R . . C7 C 0.6870(13) 1.0625(13) 0.1948(5) 0.020(2) Uani 1 1 d . . . H7A H 0.7246 1.1280 0.1546 0.024 Uiso 1 1 calc R . . H7B H 0.6467 0.9592 0.1763 0.024 Uiso 1 1 calc R . . O4 O 0.3809(10) 0.5623(9) -0.0440(4) 0.0281(18) Uani 1 1 d . . . O8 O 0.9629(10) 0.9501(10) 0.2204(4) 0.0289(18) Uani 1 1 d . . . C8 C 0.8399(11) 1.0337(12) 0.2443(5) 0.015(2) Uani 1 1 d . . . O7 O 0.8349(9) 1.0949(9) 0.3057(4) 0.0240(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 Dy1 0.0107(2) 0.0127(2) 0.0126(2) -0.00077(17) -0.00069(17) -0.00146(16) O1 0.021(4) 0.022(4) 0.030(4) -0.005(3) 0.004(3) -0.006(3) N1 0.015(4) 0.018(4) 0.022(4) -0.001(3) 0.006(3) -0.003(3) O6 0.022(4) 0.019(4) 0.030(4) 0.003(3) -0.007(3) -0.003(3) O3 0.021(4) 0.028(4) 0.032(4) -0.009(3) 0.015(3) -0.006(3) O5 0.034(4) 0.026(4) 0.040(5) 0.010(3) -0.021(4) -0.017(4) C5 0.009(4) 0.019(5) 0.028(5) 0.006(4) 0.001(4) -0.004(4) C4 0.015(5) 0.026(6) 0.017(5) 0.004(4) 0.006(4) 0.002(4) C1 0.021(5) 0.024(6) 0.020(5) -0.002(4) -0.001(4) -0.009(4) C2 0.025(6) 0.023(6) 0.039(7) 0.002(5) 0.013(5) -0.008(5) C3 0.025(6) 0.021(5) 0.030(6) -0.003(5) 0.013(5) -0.005(4) O2 0.033(5) 0.033(5) 0.051(5) -0.008(4) 0.020(4) -0.016(4) C6 0.014(4) 0.025(6) 0.032(6) 0.000(5) -0.009(4) 0.002(4) N2 0.013(4) 0.017(4) 0.023(4) -0.003(3) 0.000(3) -0.003(3) C7 0.014(5) 0.027(6) 0.018(5) -0.001(4) 0.000(4) -0.003(4) O4 0.026(4) 0.026(4) 0.033(4) -0.001(3) 0.013(3) 0.004(3) O8 0.020(4) 0.034(4) 0.033(4) -0.017(3) 0.001(3) 0.006(3) C8 0.011(5) 0.016(5) 0.018(5) -0.005(4) 0.003(4) -0.003(4) O7 0.026(4) 0.026(4) 0.020(4) -0.008(3) -0.003(3) 0.004(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 Dy1 O7 2.306(7) 3_645 ? Dy1 O4 2.309(8) 4_465 ? Dy1 O8 2.332(7) 1_455 ? Dy1 O3 2.339(7) . ? Dy1 O1 2.356(7) . ? Dy1 O5 2.463(7) . ? Dy1 O6 2.471(7) . ? Dy1 N1 2.509(8) . ? O1 C1 1.266(12) . ? N1 C2 1.458(13) . ? N1 C3 1.468(13) . ? O6 C5 1.258(12) . ? O3 C4 1.265(12) . ? O5 C5 1.254(13) . ? C5 C6 1.500(14) . ? C4 O4 1.248(12) . ? C4 C3 1.514(14) . ? C1 O2 1.250(13) . ? C1 C2 1.512(15) . ? C6 N2 1.495(12) . ? N2 C7 1.477(13) . ? C7 C8 1.516(13) . ? O4 Dy1 2.309(8) 4_565 ? O8 C8 1.253(12) . ? O8 Dy1 2.332(7) 1_655 ? C8 O7 1.255(12) . ? O7 Dy1 2.306(7) 3_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O7 Dy1 O4 160.1(3) 3_645 4_465 ? O7 Dy1 O8 92.6(3) 3_645 1_455 ? O4 Dy1 O8 92.7(3) 4_465 1_455 ? O7 Dy1 O3 90.5(3) 3_645 . ? O4 Dy1 O3 93.4(3) 4_465 . ? O8 Dy1 O3 153.3(3) 1_455 . ? O7 Dy1 O1 82.8(3) 3_645 . ? O4 Dy1 O1 80.1(3) 4_465 . ? O8 Dy1 O1 74.7(3) 1_455 . ? O3 Dy1 O1 131.9(2) . . ? O7 Dy1 O5 126.0(3) 3_645 . ? O4 Dy1 O5 73.9(3) 4_465 . ? O8 Dy1 O5 76.6(3) 1_455 . ? O3 Dy1 O5 80.2(3) . . ? O1 Dy1 O5 139.9(3) . . ? O7 Dy1 O6 73.1(2) 3_645 . ? O4 Dy1 O6 126.8(3) 4_465 . ? O8 Dy1 O6 76.4(3) 1_455 . ? O3 Dy1 O6 79.2(3) . . ? O1 Dy1 O6 141.2(2) . . ? O5 Dy1 O6 52.9(3) . . ? O7 Dy1 N1 78.4(3) 3_645 . ? O4 Dy1 N1 85.3(3) 4_465 . ? O8 Dy1 N1 140.6(3) 1_455 . ? O3 Dy1 N1 65.8(2) . . ? O1 Dy1 N1 66.1(2) . . ? O5 Dy1 N1 138.9(3) . . ? O6 Dy1 N1 134.3(3) . . ? C1 O1 Dy1 123.5(7) . . ? C2 N1 C3 114.9(8) . . ? C2 N1 Dy1 112.6(7) . . ? C3 N1 Dy1 112.8(6) . . ? C5 O6 Dy1 91.3(6) . . ? C4 O3 Dy1 125.1(6) . . ? C5 O5 Dy1 91.7(6) . . ? O5 C5 O6 122.1(9) . . ? O5 C5 C6 116.7(9) . . ? O6 C5 C6 121.0(9) . . ? O4 C4 O3 124.5(9) . . ? O4 C4 C3 117.8(9) . . ? O3 C4 C3 117.7(8) . . ? O2 C1 O1 124.1(10) . . ? O2 C1 C2 117.8(9) . . ? O1 C1 C2 118.1(9) . . ? N1 C2 C1 110.8(9) . . ? N1 C3 C4 109.1(8) . . ? N2 C6 C5 113.6(9) . . ? C7 N2 C6 114.1(8) . . ? N2 C7 C8 112.2(8) . . ? C4 O4 Dy1 136.6(7) . 4_565 ? C8 O8 Dy1 144.3(7) . 1_655 ? O8 C8 O7 124.7(9) . . ? O8 C8 C7 117.2(8) . . ? O7 C8 C7 118.1(8) . . ? C8 O7 Dy1 144.7(7) . 3_655 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.38 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.850 _refine_diff_density_min -1.302 _refine_diff_density_rms 0.164