# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Wen Dong' _publ_contact_author_email DW320@YAHOO.COM.CN _publ_section_title ; Syntheses, Structures and Properties of Seven Isomorphous 1D Ln3+Complexes Ln(BTA)(HCOO)(H2O)3 (H2BTA = bis(tetrazoly)amine, Ln = Pr, Gd, Eu, Tb, Dy, Er, Yb) and Two 3D Ln3+ Complexes Ln(HCOO)3 (Ln = Pr, Nd) ; loop_ _publ_author_name 'Wen Dong.' 'Song Gao.' 'Yang-Fan Guan.' 'Jiao-Min Lin.' 'Dong-Yao Wang.' ; Xiu-Teng Wang ; data_1 _database_code_depnum_ccdc_archive 'CCDC 671938' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H8 Er N9 O5' _chemical_formula_weight 417.44 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' Er Er -0.2586 4.9576 '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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Fmm2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-x, y, z' 'x, -y, z' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' '-x, y+1/2, z+1/2' 'x, -y+1/2, z+1/2' 'x+1/2, y, z+1/2' '-x+1/2, -y, z+1/2' '-x+1/2, y, z+1/2' 'x+1/2, -y, z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z' _cell_length_a 6.6224(7) _cell_length_b 11.2563(10) _cell_length_c 14.1921(16) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1057.93(19) _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 needle _exptl_crystal_colour lightred _exptl_crystal_size_max 0.245 _exptl_crystal_size_mid 0.165 _exptl_crystal_size_min 0.134 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.621 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 788 _exptl_absorpt_coefficient_mu 7.970 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.225 _exptl_absorpt_correction_T_max 0.344 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 'Bruker SMART APEX CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4072 _diffrn_reflns_av_R_equivalents 0.0220 _diffrn_reflns_av_sigmaI/netI 0.0150 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.87 _diffrn_reflns_theta_max 27.56 _reflns_number_total 701 _reflns_number_gt 701 _reflns_threshold_expression >2sigma(I) _computing_data_collection ' SMART (Bruker, 2001-2005) ' _computing_cell_refinement 'SAINT (Bruker, 2001-2005)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 2001-2005)' _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^)+(0.0419P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.48(4) _refine_ls_number_reflns 701 _refine_ls_number_parameters 59 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0217 _refine_ls_R_factor_gt 0.0217 _refine_ls_wR_factor_ref 0.0523 _refine_ls_wR_factor_gt 0.0523 _refine_ls_goodness_of_fit_ref 1.198 _refine_ls_restrained_S_all 1.256 _refine_ls_shift/su_max 0.009 _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 Er1 Er 0.0000 0.0000 0.4609 0.01116(12) Uani 1 4 d S . . O1 O 0.3362(8) 0.0000 0.458(3) 0.0411(17) Uani 1 2 d S . . O2 O 0.0000 0.0000 0.6242(7) 0.048(4) Uani 1 4 d SD . . H2A H 0.0000 -0.0687 0.6435 0.072 Uiso 1 2 d SRD . . O3 O 0.0000 0.1928(6) 0.5052(5) 0.0375(18) Uani 1 2 d SD . . H3A H -0.1216 0.2325 0.5143 0.056 Uiso 1 1 d RD . . N1 N 0.0000 0.1254(6) 0.3169(5) 0.0200(13) Uani 1 2 d S . . N2 N 0.0000 0.2474(7) 0.3266(6) 0.0272(16) Uani 1 2 d S . . N3 N 0.0000 0.2925(17) 0.2456(10) 0.018(4) Uani 1 2 d S . . N4 N 0.0000 0.207(2) 0.1805(15) 0.037(5) Uani 1 2 d S . . N5 N 0.0000 0.0000 0.1792(7) 0.026(2) Uani 1 4 d S . . H5 H 0.0000 0.0000 0.1186 0.031 Uiso 1 4 d SR . . C1 C 0.0000 0.1082(7) 0.2244(5) 0.0192(15) Uani 1 2 d S . . C2 C 0.5000 0.0000 0.4947(9) 0.022(2) Uani 1 4 d S . . H2 H 0.5000 0.0000 0.5602 0.027 Uiso 1 4 calc SR . . 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 Er1 0.01201(17) 0.01260(17) 0.00889(18) 0.000 0.000 0.000 O1 0.014(2) 0.051(3) 0.058(5) 0.000 -0.004(10) 0.000 O2 0.110(12) 0.017(5) 0.016(5) 0.000 0.000 0.000 O3 0.076(6) 0.018(3) 0.019(3) 0.000(3) 0.000 0.000 N1 0.031(4) 0.016(3) 0.013(3) 0.001(2) 0.000 0.000 N2 0.042(4) 0.016(3) 0.024(4) 0.005(3) 0.000 0.000 N3 0.039(10) 0.013(8) 0.000(6) 0.005(5) 0.000 0.000 N4 0.055(14) 0.024(10) 0.031(11) -0.001(7) 0.000 0.000 N5 0.057(7) 0.016(5) 0.004(4) 0.000 0.000 0.000 C1 0.024(4) 0.021(4) 0.012(3) 0.000(3) 0.000 0.000 C2 0.022(6) 0.028(6) 0.016(4) 0.000 0.000 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Er1 O1 2.227(5) 2 ? Er1 O1 2.227(5) . ? Er1 O3 2.260(7) . ? Er1 O3 2.260(7) 2 ? Er1 O2 2.318(10) . ? Er1 N1 2.483(7) 2 ? Er1 N1 2.483(7) . ? O1 C2 1.204(17) . ? O2 H2A 0.8200 . ? O3 H3A 0.9301 . ? N1 C1 1.328(10) . ? N1 N2 1.380(10) . ? N2 N3 1.257(17) . ? N3 N4 1.334(11) . ? N4 C1 1.28(3) . ? N5 C1 1.376(9) . ? N5 C1 1.376(9) 2 ? N5 H5 0.8599 . ? C2 O1 1.204(17) 2_655 ? C2 H2 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Er1 O1 177.8(19) 2 . ? O1 Er1 O3 90.3(3) 2 . ? O1 Er1 O3 90.3(3) . . ? O1 Er1 O3 90.3(3) 2 2 ? O1 Er1 O3 90.3(3) . 2 ? O3 Er1 O3 147.6(4) . 2 ? O1 Er1 O2 91.1(9) 2 . ? O1 Er1 O2 91.1(9) . . ? O3 Er1 O2 73.81(18) . . ? O3 Er1 O2 73.81(18) 2 . ? O1 Er1 N1 89.1(8) 2 2 ? O1 Er1 N1 89.1(8) . 2 ? O3 Er1 N1 140.8(2) . 2 ? O3 Er1 N1 71.5(2) 2 2 ? O2 Er1 N1 145.35(16) . 2 ? O1 Er1 N1 89.1(8) 2 . ? O1 Er1 N1 89.1(8) . . ? O3 Er1 N1 71.5(2) . . ? O3 Er1 N1 140.8(2) 2 . ? O2 Er1 N1 145.35(16) . . ? N1 Er1 N1 69.3(3) 2 . ? C2 O1 Er1 153(3) . . ? Er1 O2 H2A 109.5 . . ? Er1 O3 H3A 120.0 . . ? C1 N1 N2 104.1(7) . . ? C1 N1 Er1 136.9(6) . . ? N2 N1 Er1 118.9(5) . . ? N3 N2 N1 108.1(10) . . ? N2 N3 N4 110.0(10) . . ? C1 N4 N3 106.9(12) . . ? C1 N5 C1 124.5(10) . 2 ? C1 N5 H5 117.8 . . ? C1 N5 H5 117.8 2 . ? N4 C1 N1 110.8(12) . . ? N4 C1 N5 123.0(11) . . ? N1 C1 N5 126.2(8) . . ? O1 C2 O1 129(3) . 2_655 ? O1 C2 H2 115.7 . . ? O1 C2 H2 115.7 2_655 . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.56 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.522 _refine_diff_density_min -1.689 _refine_diff_density_rms 0.296 # Attachment 'Eu1.cif' data_EUA _database_code_depnum_ccdc_archive 'CCDC 671939' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H10 Eu N9 O5' _chemical_formula_weight 404.16 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' Eu Eu -0.1578 3.6682 '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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Fmm2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-x, y, z' 'x, -y, z' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' '-x, y+1/2, z+1/2' 'x, -y+1/2, z+1/2' 'x+1/2, y, z+1/2' '-x+1/2, -y, z+1/2' '-x+1/2, y, z+1/2' 'x+1/2, -y, z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z' _cell_length_a 11.3328(6) _cell_length_b 6.7392(6) _cell_length_c 14.2821(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1090.78(14) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 716 _cell_measurement_theta_min 2.85 _cell_measurement_theta_max 27.510 _exptl_crystal_description needle _exptl_crystal_colour lightred _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.461 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 776 _exptl_absorpt_coefficient_mu 5.787 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.319 _exptl_absorpt_correction_T_max 0.471 _exptl_absorpt_process_details ? _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 'Bruker SMART APEX CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4359 _diffrn_reflns_av_R_equivalents 0.0292 _diffrn_reflns_av_sigmaI/netI 0.0174 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.85 _diffrn_reflns_theta_max 27.51 _reflns_number_total 716 _reflns_number_gt 716 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001-2005)' _computing_cell_refinement 'SAINT (Bruker, 2001-2005)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 2001-2005)' _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^)+(0.0553P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3 ; _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.51(6) _refine_ls_number_reflns 716 _refine_ls_number_parameters 59 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0308 _refine_ls_R_factor_gt 0.0308 _refine_ls_wR_factor_ref 0.0769 _refine_ls_wR_factor_gt 0.0769 _refine_ls_goodness_of_fit_ref 1.362 _refine_ls_restrained_S_all 1.362 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Eu1 Eu 0.0000 0.5000 -0.0285 0.01107(17) Uani 1 4 d S . . O1 O 0.0000 0.1612(9) -0.037(3) 0.045(4) Uani 1 2 d S . . O2 O 0.1971(8) 0.5000 0.0153(6) 0.044(3) Uani 1 2 d S . . H2A H 0.2363 0.5000 -0.0354 0.053 Uiso 1 2 d SR . . H2B H 0.2494 0.5000 0.0579 0.053 Uiso 1 2 d SR . . O3 O 0.0000 0.5000 0.1381(9) 0.052(5) Uani 1 4 d S . . H3A H 0.0383 0.5000 0.1893 0.062 Uiso 1 2 d SR . . H3B H 0.0534 0.5000 0.0963 0.062 Uiso 1 2 d SR . . N1 N -0.1260(8) 0.5000 -0.1753(6) 0.0219(17) Uani 1 2 d S . . N2 N -0.2463(9) 0.5000 -0.1662(7) 0.030(2) Uani 1 2 d S . . N3 N -0.296(2) 0.5000 -0.2452(13) 0.031(7) Uani 1 2 d S . . N4 N -0.211(2) 0.5000 -0.3106(18) 0.029(6) Uani 1 2 d S . . N5 N 0.0000 0.5000 -0.3113(8) 0.025(3) Uani 1 4 d S . . H5 H 0.0000 0.5000 -0.3715 0.030 Uiso 1 4 d SR . . C1 C -0.1078(10) 0.5000 -0.2666(7) 0.022(2) Uani 1 2 d S . . C2 C 0.0000 0.0000 0.0087(12) 0.026(3) Uani 1 4 d S . . H2 H 0.0000 0.0000 0.0738 0.032 Uiso 1 4 calc SR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Eu1 0.0118(2) 0.0131(2) 0.0082(2) 0.000 0.000 0.000 O1 0.064(5) 0.005(3) 0.066(13) -0.002(7) 0.000 0.000 O2 0.017(4) 0.098(9) 0.017(4) 0.000 0.001(3) 0.000 O3 0.021(6) 0.120(16) 0.015(5) 0.000 0.000 0.000 N1 0.016(4) 0.035(5) 0.014(4) 0.000 -0.001(3) 0.000 N2 0.016(4) 0.051(6) 0.023(5) 0.000 -0.007(4) 0.000 N3 0.024(11) 0.065(17) 0.005(8) 0.000 -0.004(7) 0.000 N4 0.009(8) 0.043(13) 0.036(13) 0.000 -0.005(7) 0.000 N5 0.012(5) 0.057(9) 0.006(5) 0.000 0.000 0.000 C1 0.022(5) 0.030(5) 0.013(4) 0.000 0.002(4) 0.000 C2 0.029(8) 0.031(8) 0.019(6) 0.000 0.000 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Eu1 O1 2.286(7) . ? Eu1 O1 2.286(7) 2_565 ? Eu1 O2 2.320(9) . ? Eu1 O2 2.320(9) 2_565 ? Eu1 O3 2.380(13) . ? Eu1 N1 2.537(9) . ? Eu1 N1 2.537(9) 2_565 ? Eu1 H2A 2.6799 . ? Eu1 H3B 1.8818 . ? O1 C2 1.27(3) . ? O2 H2A 0.8496 . ? O2 H2B 0.8494 . ? O3 H3A 0.8506 . ? O3 H3B 0.8511 . ? N1 C1 1.319(13) . ? N1 N2 1.370(13) . ? N2 N3 1.26(2) . ? N3 N4 1.349(14) . ? N4 C1 1.32(3) . ? N5 C1 1.379(12) 2_565 ? N5 C1 1.379(12) . ? N5 H5 0.8599 . ? C2 O1 1.27(3) 2 ? C2 H2 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Eu1 O1 174(2) . 2_565 ? O1 Eu1 O2 90.8(3) . . ? O1 Eu1 O2 90.8(3) 2_565 . ? O1 Eu1 O2 90.8(3) . 2_565 ? O1 Eu1 O2 90.8(3) 2_565 2_565 ? O2 Eu1 O2 148.7(4) . 2_565 ? O1 Eu1 O3 92.9(11) . . ? O1 Eu1 O3 92.9(11) 2_565 . ? O2 Eu1 O3 74.4(2) . . ? O2 Eu1 O3 74.4(2) 2_565 . ? O1 Eu1 N1 87.6(9) . . ? O1 Eu1 N1 87.6(9) 2_565 . ? O2 Eu1 N1 139.9(3) . . ? O2 Eu1 N1 71.4(3) 2_565 . ? O3 Eu1 N1 145.8(2) . . ? O1 Eu1 N1 87.6(9) . 2_565 ? O1 Eu1 N1 87.6(9) 2_565 2_565 ? O2 Eu1 N1 71.4(3) . 2_565 ? O2 Eu1 N1 139.9(3) 2_565 2_565 ? O3 Eu1 N1 145.8(2) . 2_565 ? N1 Eu1 N1 68.5(4) . 2_565 ? O1 Eu1 H2A 89.9 . . ? O1 Eu1 H2A 89.9 2_565 . ? O2 Eu1 H2A 17.8 . . ? O2 Eu1 H2A 166.5 2_565 . ? O3 Eu1 H2A 92.1 . . ? N1 Eu1 H2A 122.1 . . ? N1 Eu1 H2A 53.6 2_565 . ? O1 Eu1 H3B 92.8 . . ? O1 Eu1 H3B 92.8 2_565 . ? O2 Eu1 H3B 55.6 . . ? O2 Eu1 H3B 93.1 2_565 . ? O3 Eu1 H3B 18.8 . . ? N1 Eu1 H3B 164.5 . . ? N1 Eu1 H3B 127.0 2_565 . ? H2A Eu1 H3B 73.4 . . ? C2 O1 Eu1 146(3) . . ? Eu1 O2 H2A 105.9 . . ? Eu1 O2 H2B 149.9 . . ? H2A O2 H2B 104.2 . . ? Eu1 O3 H3A 149.3 . . ? Eu1 O3 H3B 45.3 . . ? H3A O3 H3B 103.9 . . ? C1 N1 N2 104.4(9) . . ? C1 N1 Eu1 136.8(8) . . ? N2 N1 Eu1 118.8(6) . . ? N3 N2 N1 111.3(14) . . ? N2 N3 N4 107.1(15) . . ? C1 N4 N3 107.8(14) . . ? C1 N5 C1 124.9(12) 2_565 . ? C1 N5 H5 117.6 2_565 . ? C1 N5 H5 117.6 . . ? N1 C1 N4 109.4(14) . . ? N1 C1 N5 126.5(10) . . ? N4 C1 N5 124.0(13) . . ? O1 C2 O1 118(4) 2 . ? O1 C2 H2 120.8 2 . ? O1 C2 H2 120.8 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.673 _refine_diff_density_min -2.824 _refine_diff_density_rms 0.406 data_yb3 _database_code_depnum_ccdc_archive 'CCDC 671940' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H2 N9 O5 Yb' _chemical_formula_weight 417.18 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' Yb Yb -0.3850 5.5486 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Fmm2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x, -y, z' '-x, y, z' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' 'x, -y+1/2, z+1/2' '-x, y+1/2, z+1/2' 'x+1/2, y, z+1/2' '-x+1/2, -y, z+1/2' 'x+1/2, -y, z+1/2' '-x+1/2, y, z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z' _cell_length_a 6.5671(7) _cell_length_b 11.2158(13) _cell_length_c 14.1583(16) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1042.8(2) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 699 _cell_measurement_theta_min 2.88 _cell_measurement_theta_max 27.560 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.240 _exptl_crystal_size_mid 0.165 _exptl_crystal_size_min 0.130 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.657 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 772.0 _exptl_absorpt_coefficient_mu 9.004 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.183 _exptl_absorpt_correction_T_max 0.310 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 'Bruker SMART APEX CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4113 _diffrn_reflns_av_R_equivalents 0.0223 _diffrn_reflns_av_sigmaI/netI 0.0152 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.88 _diffrn_reflns_theta_max 27.56 _reflns_number_total 699 _reflns_number_gt 699 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001-2005)' _computing_cell_refinement 'SAINT (Bruker, 2001-2005)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 2001-2005)' _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^)+(0.0302P)^2^+1.6054P] 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 refall _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0043(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.49(3) _refine_ls_number_reflns 699 _refine_ls_number_parameters 60 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0156 _refine_ls_R_factor_gt 0.0156 _refine_ls_wR_factor_ref 0.0397 _refine_ls_wR_factor_gt 0.0397 _refine_ls_goodness_of_fit_ref 1.134 _refine_ls_restrained_S_all 1.133 _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 Yb2 Yb 1.0000 0.5000 0.35120(4) 0.01230(13) Uani 1 4 d S . . N3 N 1.0000 0.3744(5) 0.2081(4) 0.0204(10) Uani 1 2 d S . . O3 O 1.0000 0.5000 0.5141(5) 0.045(2) Uani 1 4 d S . . N5 N 1.0000 0.2025(15) 0.1362(9) 0.024(3) Uani 1 2 d S . . N6 N 1.0000 0.2881(14) 0.0701(10) 0.024(3) Uani 1 2 d S . . N4 N 1.0000 0.2528(5) 0.2176(4) 0.0254(12) Uani 1 2 d S . . C4 C 1.0000 0.3924(6) 0.1149(4) 0.0197(12) Uani 1 2 d S . . O1 O 0.6648(5) 0.5000 0.350(2) 0.0391(10) Uani 1 2 d S . . N8 N 1.0000 0.5000 0.0700(5) 0.0238(17) Uani 1 4 d S . . H8 H 1.0000 0.5000 0.0093 0.029 Uiso 1 4 calc SR . . O2 O 1.0000 0.3082(5) 0.3960(4) 0.0384(14) Uani 1 2 d S . . C3 C 0.5000 0.5000 0.3847(7) 0.0198(16) Uani 1 4 d S . . H3 H 0.5000 0.5000 0.4503 0.024 Uiso 1 4 calc SR . . 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 Yb2 0.01351(16) 0.01280(16) 0.01058(16) 0.000 0.000 0.000 N3 0.031(3) 0.016(2) 0.015(2) -0.0004(18) 0.000 0.000 O3 0.099(8) 0.019(4) 0.016(3) 0.000 0.000 0.000 N5 0.045(8) 0.016(5) 0.012(5) 0.005(3) 0.000 0.000 N6 0.041(8) 0.011(5) 0.019(6) -0.005(3) 0.000 0.000 N4 0.042(3) 0.012(2) 0.022(2) -0.003(2) 0.000 0.000 C4 0.026(3) 0.018(3) 0.015(3) 0.001(2) 0.000 0.000 O1 0.0125(17) 0.046(2) 0.059(3) 0.000 0.000(9) 0.000 N8 0.051(5) 0.010(3) 0.011(3) 0.000 0.000 0.000 O2 0.079(4) 0.019(2) 0.018(2) 0.0022(19) 0.000 0.000 C3 0.025(4) 0.017(4) 0.018(3) 0.000 0.000 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Yb2 O1 2.201(4) . ? Yb2 O1 2.201(4) 2_765 ? Yb2 O2 2.243(5) 2_765 ? Yb2 O2 2.243(5) . ? Yb2 O3 2.306(8) . ? Yb2 N3 2.468(5) 2_765 ? Yb2 N3 2.468(5) . ? N3 C4 1.334(8) . ? N3 N4 1.371(7) . ? N5 N4 1.282(16) . ? N5 N6 1.341(8) . ? N6 C4 1.330(16) . ? C4 N8 1.364(7) . ? O1 C3 1.186(13) . ? N8 C4 1.364(7) 2_765 ? C3 O1 1.186(13) 2_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 O1 Yb2 O1 179.5(15) . 2_765 ? O1 Yb2 O2 90.1(2) . 2_765 ? O1 Yb2 O2 90.1(2) 2_765 2_765 ? O1 Yb2 O2 90.1(2) . . ? O1 Yb2 O2 90.1(2) 2_765 . ? O2 Yb2 O2 147.2(3) 2_765 . ? O1 Yb2 O3 90.3(7) . . ? O1 Yb2 O3 90.3(7) 2_765 . ? O2 Yb2 O3 73.59(14) 2_765 . ? O2 Yb2 O3 73.59(13) . . ? O1 Yb2 N3 89.8(6) . 2_765 ? O1 Yb2 N3 89.8(6) 2_765 2_765 ? O2 Yb2 N3 71.61(19) 2_765 2_765 ? O2 Yb2 N3 141.20(18) . 2_765 ? O3 Yb2 N3 145.20(13) . 2_765 ? O1 Yb2 N3 89.8(6) . . ? O1 Yb2 N3 89.8(6) 2_765 . ? O2 Yb2 N3 141.20(18) 2_765 . ? O2 Yb2 N3 71.61(19) . . ? O3 Yb2 N3 145.20(13) . . ? N3 Yb2 N3 69.6(3) 2_765 . ? C4 N3 N4 104.3(5) . . ? C4 N3 Yb2 136.5(4) . . ? N4 N3 Yb2 119.1(4) . . ? N4 N5 N6 108.2(9) . . ? C4 N6 N5 107.2(7) . . ? N5 N4 N3 110.4(8) . . ? N6 C4 N3 109.8(8) . . ? N6 C4 N8 123.8(8) . . ? N3 C4 N8 126.4(6) . . ? C3 O1 Yb2 156(2) . . ? C4 N8 C4 124.5(8) 2_765 . ? O1 C3 O1 132(3) 2_665 . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.56 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.538 _refine_diff_density_min -0.429 _refine_diff_density_rms 0.109 data_cc _database_code_depnum_ccdc_archive 'CCDC 671966' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H3 Nd O6' _chemical_formula_weight 279.29 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' Nd Nd -0.1943 3.0179 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting hexagonal _symmetry_space_group_name_H-M R3m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-y, -x, z' '-x+y, y, z' 'x, x-y, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' '-y+2/3, -x+1/3, z+1/3' '-x+y+2/3, y+1/3, z+1/3' 'x+2/3, x-y+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-y+1/3, -x+2/3, z+2/3' '-x+y+1/3, y+2/3, z+2/3' 'x+1/3, x-y+2/3, z+2/3' _cell_length_a 10.5916(6) _cell_length_b 10.5916(6) _cell_length_c 4.0637(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 394.80(6) _cell_formula_units_Z 3 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max 27.430 _exptl_crystal_description block _exptl_crystal_colour lightpurple _exptl_crystal_size_max 0.261 _exptl_crystal_size_mid 0.164 _exptl_crystal_size_min 0.140 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 3.524 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 387 _exptl_absorpt_coefficient_mu 9.826 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.158 _exptl_absorpt_correction_T_max 0.253 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 'Bruker SMART APEX CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 1960 _diffrn_reflns_av_R_equivalents 0.0185 _diffrn_reflns_av_sigmaI/netI 0.0116 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -4 _diffrn_reflns_limit_l_max 5 _diffrn_reflns_theta_min 3.85 _diffrn_reflns_theta_max 27.43 _reflns_number_total 227 _reflns_number_gt 227 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001-2005)' _computing_cell_refinement 'SAINT (Bruker, 2001-2005)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 2001-2005)' _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^)+(0.0110P)^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 refall _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0075(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.14(2) _refine_ls_number_reflns 227 _refine_ls_number_parameters 23 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0075 _refine_ls_R_factor_gt 0.0075 _refine_ls_wR_factor_ref 0.0173 _refine_ls_wR_factor_gt 0.0173 _refine_ls_goodness_of_fit_ref 1.140 _refine_ls_restrained_S_all 1.138 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Nd1 Nd 0.3333 0.6667 0.4659 0.00771(11) Uani 1 6 d S . . O2 O 0.24851(12) 0.4970(2) 0.9629(5) 0.0128(4) Uani 1 2 d S . . O1 O 0.46740(14) 0.53260(14) 0.4481(6) 0.0195(5) Uani 1 2 d S . . C1 C 0.51378(18) 0.48622(18) 0.6718(8) 0.0144(6) Uani 1 2 d S . . H1 H 0.4968 0.5032 0.8875 0.017 Uiso 1 2 calc SR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Nd1 0.00803(12) 0.00803(12) 0.00709(14) 0.000 0.000 0.00401(6) O2 0.0141(8) 0.0118(10) 0.0119(10) 0.0000(7) 0.0000(4) 0.0059(5) O1 0.0269(10) 0.0269(10) 0.0140(11) 0.0008(4) -0.0008(4) 0.0204(11) C1 0.0188(11) 0.0188(11) 0.0106(12) 0.0000(5) 0.0000(5) 0.0132(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Nd1 O1 2.461(3) 3_565 ? Nd1 O1 2.461(3) 2_665 ? Nd1 O1 2.461(2) . ? Nd1 O2 2.550(2) 3_565 ? Nd1 O2 2.550(2) 2_665 ? Nd1 O2 2.550(2) . ? Nd1 O2 2.569(2) 3_564 ? Nd1 O2 2.569(2) 1_554 ? Nd1 O2 2.569(2) 2_664 ? Nd1 Nd1 4.0637(5) 1_556 ? Nd1 Nd1 4.0637(5) 1_554 ? O2 C1 1.260(4) 8 ? O2 Nd1 2.569(2) 1_556 ? O1 C1 1.245(4) . ? C1 O2 1.260(4) 15_554 ? C1 H1 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Nd1 O1 119.914(6) 3_565 2_665 ? O1 Nd1 O1 119.914(6) 3_565 . ? O1 Nd1 O1 119.914(7) 2_665 . ? O1 Nd1 O2 73.64(5) 3_565 3_565 ? O1 Nd1 O2 73.64(5) 2_665 3_565 ? O1 Nd1 O2 129.30(7) . 3_565 ? O1 Nd1 O2 129.30(7) 3_565 2_665 ? O1 Nd1 O2 73.64(5) 2_665 2_665 ? O1 Nd1 O2 73.64(5) . 2_665 ? O2 Nd1 O2 63.82(8) 3_565 2_665 ? O1 Nd1 O2 73.64(5) 3_565 . ? O1 Nd1 O2 129.30(7) 2_665 . ? O1 Nd1 O2 73.64(5) . . ? O2 Nd1 O2 63.82(8) 3_565 . ? O2 Nd1 O2 63.82(8) 2_665 . ? O1 Nd1 O2 70.96(5) 3_565 3_564 ? O1 Nd1 O2 70.96(5) 2_665 3_564 ? O1 Nd1 O2 125.60(7) . 3_564 ? O2 Nd1 O2 105.10(8) 3_565 3_564 ? O2 Nd1 O2 144.60(3) 2_665 3_564 ? O2 Nd1 O2 144.60(3) . 3_564 ? O1 Nd1 O2 70.96(5) 3_565 1_554 ? O1 Nd1 O2 125.60(7) 2_665 1_554 ? O1 Nd1 O2 70.96(5) . 1_554 ? O2 Nd1 O2 144.60(3) 3_565 1_554 ? O2 Nd1 O2 144.60(3) 2_665 1_554 ? O2 Nd1 O2 105.10(8) . 1_554 ? O2 Nd1 O2 63.28(8) 3_564 1_554 ? O1 Nd1 O2 125.60(7) 3_565 2_664 ? O1 Nd1 O2 70.96(5) 2_665 2_664 ? O1 Nd1 O2 70.96(5) . 2_664 ? O2 Nd1 O2 144.60(3) 3_565 2_664 ? O2 Nd1 O2 105.10(8) 2_665 2_664 ? O2 Nd1 O2 144.60(3) . 2_664 ? O2 Nd1 O2 63.28(8) 3_564 2_664 ? O2 Nd1 O2 63.28(8) 1_554 2_664 ? O1 Nd1 Nd1 91.69(5) 3_565 1_556 ? O1 Nd1 Nd1 91.69(5) 2_665 1_556 ? O1 Nd1 Nd1 91.69(5) . 1_556 ? O2 Nd1 Nd1 37.62(5) 3_565 1_556 ? O2 Nd1 Nd1 37.61(5) 2_665 1_556 ? O2 Nd1 Nd1 37.62(5) . 1_556 ? O2 Nd1 Nd1 142.72(5) 3_564 1_556 ? O2 Nd1 Nd1 142.72(5) 1_554 1_556 ? O2 Nd1 Nd1 142.72(5) 2_664 1_556 ? O1 Nd1 Nd1 88.31(5) 3_565 1_554 ? O1 Nd1 Nd1 88.31(5) 2_665 1_554 ? O1 Nd1 Nd1 88.31(5) . 1_554 ? O2 Nd1 Nd1 142.39(5) 3_565 1_554 ? O2 Nd1 Nd1 142.38(5) 2_665 1_554 ? O2 Nd1 Nd1 142.38(5) . 1_554 ? O2 Nd1 Nd1 37.28(5) 3_564 1_554 ? O2 Nd1 Nd1 37.28(5) 1_554 1_554 ? O2 Nd1 Nd1 37.28(5) 2_664 1_554 ? Nd1 Nd1 Nd1 180.0 1_556 1_554 ? C1 O2 Nd1 135.4(2) 8 . ? C1 O2 Nd1 119.5(2) 8 1_556 ? Nd1 O2 Nd1 105.10(8) . 1_556 ? C1 O1 Nd1 131.4(2) . . ? O1 C1 O2 125.3(3) . 15_554 ? O1 C1 H1 117.4 . . ? O2 C1 H1 117.4 15_554 . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.43 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.260 _refine_diff_density_min -0.478 _refine_diff_density_rms 0.062 data_c _database_code_depnum_ccdc_archive 'CCDC 671967' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H3 O6 Pr ' _chemical_formula_weight 275.96 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' Pr Pr -0.2180 2.8214 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting hexagonal _symmetry_space_group_name_H-M R3m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-y, -x, z' 'x, x-y, z' '-x+y, y, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' '-y+2/3, -x+1/3, z+1/3' 'x+2/3, x-y+1/3, z+1/3' '-x+y+2/3, y+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-y+1/3, -x+2/3, z+2/3' 'x+1/3, x-y+2/3, z+2/3' '-x+y+1/3, y+2/3, z+2/3' _cell_length_a 10.6344(2) _cell_length_b 10.6344(2) _cell_length_c 4.08060(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 399.651(14) _cell_formula_units_Z 3 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 235 _cell_measurement_theta_min 3.83 _cell_measurement_theta_max 27.430 _exptl_crystal_description block _exptl_crystal_colour lightgreen _exptl_crystal_size_max 0.258 _exptl_crystal_size_mid 0.154 _exptl_crystal_size_min 0.130 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 3.440 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 384 _exptl_absorpt_coefficient_mu 9.106 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.203 _exptl_absorpt_correction_T_max 0.306 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 'Bruker SMART APEX CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2074 _diffrn_reflns_av_R_equivalents 0.0246 _diffrn_reflns_av_sigmaI/netI 0.0152 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -5 _diffrn_reflns_limit_l_max 5 _diffrn_reflns_theta_min 3.83 _diffrn_reflns_theta_max 27.43 _reflns_number_total 235 _reflns_number_gt 235 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001-2005)' _computing_cell_refinement 'SAINT (Bruker, 2001-2005)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 2001-2005)' _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^)+(0.0379P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.01(8) _refine_ls_number_reflns 235 _refine_ls_number_parameters 22 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0202 _refine_ls_R_factor_gt 0.0202 _refine_ls_wR_factor_ref 0.0535 _refine_ls_wR_factor_gt 0.0535 _refine_ls_goodness_of_fit_ref 1.361 _refine_ls_restrained_S_all 1.357 _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 Pr1 Pr 0.3333 -0.3333 0.1499 0.0022(2) Uani 1 6 d S . . O1 O 0.1989(4) -0.6022(8) 0.1684(16) 0.0175(16) Uani 1 2 d S . . O2 O 0.0850(4) -0.8300(8) -0.0145(16) 0.0119(12) Uani 1 2 d S . . C1 C 0.1530(6) -0.6941(11) -0.056(2) 0.0129(16) Uani 1 2 d S . . H1 H 0.1700 -0.6599 -0.2708 0.015 Uiso 1 2 calc SR . . 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 Pr1 0.0028(2) 0.0028(2) 0.0012(3) 0.000 0.000 0.00138(12) O1 0.025(3) 0.011(3) 0.011(3) -0.004(2) -0.0018(12) 0.0056(16) O2 0.013(2) 0.009(3) 0.012(3) 0.001(2) 0.0007(12) 0.0043(14) C1 0.017(3) 0.010(4) 0.009(3) 0.000(3) 0.0001(15) 0.005(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 Pr1 O1 2.477(8) 3_655 ? Pr1 O1 2.477(8) . ? Pr1 O1 2.477(8) 2_545 ? Pr1 O2 2.565(7) 14_434 ? Pr1 O2 2.565(7) 13_554 ? Pr1 O2 2.565(7) 15_644 ? Pr1 O2 2.579(7) 13 ? Pr1 O2 2.579(7) 14_435 ? Pr1 O2 2.579(7) 15_645 ? Pr1 Pr1 4.0806 1_554 ? Pr1 Pr1 4.0806 1_556 ? O1 C1 1.248(12) . ? O2 C1 1.263(13) . ? O2 Pr1 2.565(7) 7_445 ? O2 Pr1 2.579(7) 7_444 ? C1 H1 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Pr1 O1 119.908(17) 3_655 . ? O1 Pr1 O1 119.908(17) 3_655 2_545 ? O1 Pr1 O1 119.908(17) . 2_545 ? O1 Pr1 O2 73.68(15) 3_655 14_434 ? O1 Pr1 O2 73.68(15) . 14_434 ? O1 Pr1 O2 129.4(2) 2_545 14_434 ? O1 Pr1 O2 73.68(15) 3_655 13_554 ? O1 Pr1 O2 129.4(2) . 13_554 ? O1 Pr1 O2 73.68(15) 2_545 13_554 ? O2 Pr1 O2 63.8(2) 14_434 13_554 ? O1 Pr1 O2 129.4(2) 3_655 15_644 ? O1 Pr1 O2 73.68(15) . 15_644 ? O1 Pr1 O2 73.68(15) 2_545 15_644 ? O2 Pr1 O2 63.8(2) 14_434 15_644 ? O2 Pr1 O2 63.8(2) 13_554 15_644 ? O1 Pr1 O2 70.88(15) 3_655 13 ? O1 Pr1 O2 125.6(2) . 13 ? O1 Pr1 O2 70.88(15) 2_545 13 ? O2 Pr1 O2 144.56(10) 14_434 13 ? O2 Pr1 O2 105.0(2) 13_554 13 ? O2 Pr1 O2 144.55(10) 15_644 13 ? O1 Pr1 O2 70.88(15) 3_655 14_435 ? O1 Pr1 O2 70.88(15) . 14_435 ? O1 Pr1 O2 125.6(2) 2_545 14_435 ? O2 Pr1 O2 105.0(2) 14_434 14_435 ? O2 Pr1 O2 144.56(10) 13_554 14_435 ? O2 Pr1 O2 144.55(10) 15_644 14_435 ? O2 Pr1 O2 63.4(2) 13 14_435 ? O1 Pr1 O2 125.6(2) 3_655 15_645 ? O1 Pr1 O2 70.88(15) . 15_645 ? O1 Pr1 O2 70.88(15) 2_545 15_645 ? O2 Pr1 O2 144.55(10) 14_434 15_645 ? O2 Pr1 O2 144.55(10) 13_554 15_645 ? O2 Pr1 O2 105.0(2) 15_644 15_645 ? O2 Pr1 O2 63.4(2) 13 15_645 ? O2 Pr1 O2 63.4(2) 14_435 15_645 ? O1 Pr1 Pr1 91.74(15) 3_655 1_554 ? O1 Pr1 Pr1 91.74(15) . 1_554 ? O1 Pr1 Pr1 91.74(15) 2_545 1_554 ? O2 Pr1 Pr1 37.62(15) 14_434 1_554 ? O2 Pr1 Pr1 37.62(15) 13_554 1_554 ? O2 Pr1 Pr1 37.62(15) 15_644 1_554 ? O2 Pr1 Pr1 142.62(15) 13 1_554 ? O2 Pr1 Pr1 142.62(15) 14_435 1_554 ? O2 Pr1 Pr1 142.62(15) 15_645 1_554 ? O1 Pr1 Pr1 88.26(15) 3_655 1_556 ? O1 Pr1 Pr1 88.26(15) . 1_556 ? O1 Pr1 Pr1 88.26(15) 2_545 1_556 ? O2 Pr1 Pr1 142.38(15) 14_434 1_556 ? O2 Pr1 Pr1 142.38(15) 13_554 1_556 ? O2 Pr1 Pr1 142.38(15) 15_644 1_556 ? O2 Pr1 Pr1 37.38(15) 13 1_556 ? O2 Pr1 Pr1 37.38(15) 14_435 1_556 ? O2 Pr1 Pr1 37.38(15) 15_645 1_556 ? Pr1 Pr1 Pr1 180.0 1_554 1_556 ? C1 O1 Pr1 131.0(7) . . ? C1 O2 Pr1 135.4(6) . 7_445 ? C1 O2 Pr1 119.6(6) . 7_444 ? Pr1 O2 Pr1 105.0(2) 7_445 7_444 ? O1 C1 O2 124.9(9) . . ? O1 C1 H1 117.5 . . ? O2 C1 H1 117.5 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.43 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.427 _refine_diff_density_min -1.911 _refine_diff_density_rms 0.308 data_ba _database_code_depnum_ccdc_archive 'CCDC 675131' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H2 Dy N9 O5' _chemical_formula_weight 406.64 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 Fmm2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x, -y, z' '-x, y, z' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' 'x, -y+1/2, z+1/2' '-x, y+1/2, z+1/2' 'x+1/2, y, z+1/2' '-x+1/2, -y, z+1/2' 'x+1/2, -y, z+1/2' '-x+1/2, y, z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z' _cell_length_a 6.6654(4) _cell_length_b 11.2803(6) _cell_length_c 14.2135(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1068.68(10) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max 27.460 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.224 _exptl_crystal_size_mid 0.148 _exptl_crystal_size_min 0.132 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.527 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 756 _exptl_absorpt_coefficient_mu 7.027 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.299 _exptl_absorpt_correction_T_max 0.396 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 'Bruker SMART APEX CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4036 _diffrn_reflns_av_R_equivalents 0.0303 _diffrn_reflns_av_sigmaI/netI 0.0213 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.87 _diffrn_reflns_theta_max 27.46 _reflns_number_total 701 _reflns_number_gt 701 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001-2005)' _computing_cell_refinement 'SAINT (Bruker, 2001-2005)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 2001-2005)' _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^)+(0.0343P)^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 0.0033(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.47(3) _refine_ls_number_reflns 701 _refine_ls_number_parameters 60 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0194 _refine_ls_R_factor_gt 0.0194 _refine_ls_wR_factor_ref 0.0483 _refine_ls_wR_factor_gt 0.0483 _refine_ls_goodness_of_fit_ref 1.184 _refine_ls_restrained_S_all 1.183 _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 1.0000 0.5000 0.44060(4) 0.01351(16) Uani 1 4 d S . . N5 N 1.0000 0.5000 0.7224(6) 0.0241(19) Uani 1 4 d S . . H5 H 1.0000 0.5000 0.7829 0.029 Uiso 1 4 calc SR . . N1 N 1.0000 0.6260(5) 0.5860(4) 0.0224(12) Uani 1 2 d S . . C1 C 1.0000 0.6070(6) 0.6773(5) 0.0203(13) Uani 1 2 d S . . O1 O 0.6625(7) 0.5000 0.444(2) 0.0425(16) Uani 1 2 d S . . C2 C 0.5000 0.5000 0.4056(8) 0.026(2) Uani 1 4 d S . . H2 H 0.5000 0.5000 0.3402 0.031 Uiso 1 4 calc SR . . N3 N 1.0000 0.7986(17) 0.6570(10) 0.027(4) Uani 1 2 d S . . N4 N 1.0000 0.7131(15) 0.7218(10) 0.025(4) Uani 1 2 d S . . N2 N 1.0000 0.7467(5) 0.5765(5) 0.0281(13) Uani 1 2 d S . . O2 O 1.0000 0.3053(5) 0.3958(4) 0.0410(16) Uani 1 2 d S . . O3 O 1.0000 0.5000 0.2757(6) 0.043(3) Uani 1 4 d S . . 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 0.0153(2) 0.01443(19) 0.01080(19) 0.000 0.000 0.000 N5 0.049(6) 0.014(4) 0.009(3) 0.000 0.000 0.000 N1 0.034(3) 0.014(3) 0.018(3) 0.000(2) 0.000 0.000 C1 0.029(3) 0.017(3) 0.014(3) -0.001(2) 0.000 0.000 O1 0.015(2) 0.052(3) 0.061(4) 0.000 0.008(8) 0.000 C2 0.032(6) 0.028(5) 0.018(4) 0.000 0.000 0.000 N3 0.052(9) 0.020(6) 0.010(6) 0.006(4) 0.000 0.000 N4 0.048(9) 0.006(4) 0.022(7) -0.011(4) 0.000 0.000 N2 0.042(4) 0.013(3) 0.029(3) -0.003(2) 0.000 0.000 O2 0.085(5) 0.021(3) 0.017(3) -0.001(2) 0.000 0.000 O3 0.098(9) 0.015(4) 0.017(4) 0.000 0.000 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Dy1 O1 2.250(4) 2_765 ? Dy1 O1 2.250(4) . ? Dy1 O2 2.287(6) . ? Dy1 O2 2.287(6) 2_765 ? Dy1 O3 2.344(8) . ? Dy1 N1 2.509(6) . ? Dy1 N1 2.509(6) 2_765 ? N5 C1 1.366(8) 2_765 ? N5 C1 1.366(8) . ? N5 H5 0.8600 . ? N1 C1 1.315(9) . ? N1 N2 1.368(8) . ? C1 N4 1.354(17) . ? O1 C2 1.212(16) . ? C2 O1 1.212(16) 2_665 ? C2 H2 0.9300 . ? N3 N2 1.286(17) . ? N3 N4 1.334(10) . ? 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 Dy1 O1 177.6(16) 2_765 . ? O1 Dy1 O2 90.3(2) 2_765 . ? O1 Dy1 O2 90.3(2) . . ? O1 Dy1 O2 90.3(2) 2_765 2_765 ? O1 Dy1 O2 90.3(2) . 2_765 ? O2 Dy1 O2 147.7(3) . 2_765 ? O1 Dy1 O3 91.2(8) 2_765 . ? O1 Dy1 O3 91.2(8) . . ? O2 Dy1 O3 73.84(15) . . ? O2 Dy1 O3 73.84(15) 2_765 . ? O1 Dy1 N1 89.0(6) 2_765 . ? O1 Dy1 N1 89.0(6) . . ? O2 Dy1 N1 140.7(2) . . ? O2 Dy1 N1 71.6(2) 2_765 . ? O3 Dy1 N1 145.48(14) . . ? O1 Dy1 N1 89.0(6) 2_765 2_765 ? O1 Dy1 N1 89.0(6) . 2_765 ? O2 Dy1 N1 71.6(2) . 2_765 ? O2 Dy1 N1 140.7(2) 2_765 2_765 ? O3 Dy1 N1 145.48(14) . 2_765 ? N1 Dy1 N1 69.0(3) . 2_765 ? C1 N5 C1 124.1(8) 2_765 . ? C1 N5 H5 117.9 2_765 . ? C1 N5 H5 117.9 . . ? C1 N1 N2 105.1(6) . . ? C1 N1 Dy1 136.1(5) . . ? N2 N1 Dy1 118.8(5) . . ? N1 C1 N4 108.4(9) . . ? N1 C1 N5 127.3(7) . . ? N4 C1 N5 124.2(9) . . ? C2 O1 Dy1 152(2) . . ? O1 C2 O1 127(3) . 2_665 ? O1 C2 H2 116.6 . . ? O1 C2 H2 116.6 2_665 . ? N2 N3 N4 106.6(10) . . ? N3 N4 C1 108.5(8) . . ? N3 N2 N1 111.4(9) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.833 _refine_diff_density_min -1.169 _refine_diff_density_rms 0.266 data_2a _database_code_depnum_ccdc_archive 'CCDC 675132' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H7 Gd N9 O5' _chemical_formula_weight 404.41 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Gd Gd -0.1653 3.9035 '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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Fmm2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-x, y, z' 'x, -y, z' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' '-x, y+1/2, z+1/2' 'x, -y+1/2, z+1/2' 'x+1/2, y, z+1/2' '-x+1/2, -y, z+1/2' '-x+1/2, y, z+1/2' 'x+1/2, -y, z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z' _cell_length_a 6.7214(4) _cell_length_b 11.3120(6) _cell_length_c 14.2721(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1085.14(11) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 575 _cell_measurement_theta_min 3.60 _cell_measurement_theta_max 27.490 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.246 _exptl_crystal_size_mid 0.163 _exptl_crystal_size_min 0.132 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.475 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 760 _exptl_absorpt_coefficient_mu 6.147 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.313 _exptl_absorpt_correction_T_max 0.444 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 'Bruker SMART APEX CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 1329 _diffrn_reflns_av_R_equivalents 0.0266 _diffrn_reflns_av_sigmaI/netI 0.0321 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.60 _diffrn_reflns_theta_max 27.49 _reflns_number_total 575 _reflns_number_gt 575 _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^)+(0.0461P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.32(6) _refine_ls_number_reflns 575 _refine_ls_number_parameters 59 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0269 _refine_ls_R_factor_gt 0.0269 _refine_ls_wR_factor_ref 0.0676 _refine_ls_wR_factor_gt 0.0676 _refine_ls_goodness_of_fit_ref 1.240 _refine_ls_restrained_S_all 1.256 _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 Gd1 Gd -0.5000 0.0000 -0.3929 0.01220(17) Uani 1 4 d S . . O1 O -0.1621(8) 0.0000 -0.400(3) 0.043(4) Uani 1 2 d S . . O2 O -0.5000 0.0000 -0.2259(10) 0.053(5) Uani 1 4 d SD . . H2A H -0.5000 -0.0683 -0.2067 0.064 Uiso 0.50 2 d SPRD . . O3 O -0.5000 0.1981(8) -0.3487(7) 0.042(2) Uani 1 2 d SD . . H3A H -0.6198 0.2377 -0.3399 0.051 Uiso 0.50 1 d PRD . . N1 N -0.5000 0.1257(8) -0.5383(7) 0.0216(18) Uani 1 2 d S . . N2 N -0.5000 0.2468(9) -0.5285(8) 0.030(2) Uani 1 2 d S . . N3 N -0.5000 0.300(3) -0.606(2) 0.029(6) Uani 1 2 d S . . N4 N -0.5000 0.213(2) -0.672(2) 0.024(5) Uani 1 2 d S . . N5 N -0.5000 0.0000 -0.6741(10) 0.027(3) Uani 1 4 d S . . H1 H -0.5000 0.0000 -0.7344 0.032 Uiso 1 4 d SR . . C1 C -0.5000 0.1077(9) -0.6294(8) 0.022(2) Uani 1 2 d S . . C2 C 0.0000 0.0000 -0.3564(13) 0.026(3) Uani 1 4 d S . . H2 H 0.0000 0.0000 -0.2912 0.032 Uiso 1 4 calc SR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Gd1 0.0144(2) 0.0127(2) 0.0095(3) 0.000 0.000 0.000 O1 0.004(3) 0.065(5) 0.062(14) 0.000 0.004(7) 0.000 O2 0.126(16) 0.017(6) 0.017(7) 0.000 0.000 0.000 O3 0.090(8) 0.021(4) 0.016(4) -0.003(4) 0.000 0.000 N1 0.030(4) 0.020(4) 0.015(5) 0.000(3) 0.000 0.000 N2 0.048(6) 0.015(4) 0.026(5) 0.004(4) 0.000 0.000 N3 0.053(12) 0.022(10) 0.011(10) 0.000(7) 0.000 0.000 N4 0.046(11) 0.002(5) 0.025(13) 0.002(5) 0.000 0.000 N5 0.057(9) 0.014(6) 0.009(6) 0.000 0.000 0.000 C1 0.031(5) 0.016(5) 0.019(5) 0.000(4) 0.000 0.000 C2 0.035(8) 0.023(7) 0.021(7) 0.000 0.000 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Gd1 O1 2.274(6) 2_455 ? Gd1 O1 2.274(6) . ? Gd1 O3 2.328(9) . ? Gd1 O3 2.328(9) 2_455 ? Gd1 O2 2.383(15) . ? Gd1 N1 2.516(10) 2_455 ? Gd1 N1 2.516(9) . ? O1 C2 1.26(3) . ? O2 H2A 0.8200 . ? O3 H3A 0.9300 . ? N1 C1 1.316(15) . ? N1 N2 1.377(13) . ? N2 N3 1.26(3) . ? N3 N4 1.358(17) . ? N4 C1 1.34(3) . ? N5 C1 1.375(12) . ? N5 C1 1.375(12) 2_455 ? N5 H1 0.8599 . ? C2 O1 1.26(3) 2 ? C2 H2 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Gd1 O1 175(2) 2_455 . ? O1 Gd1 O3 90.7(3) 2_455 . ? O1 Gd1 O3 90.7(3) . . ? O1 Gd1 O3 90.7(3) 2_455 2_455 ? O1 Gd1 O3 90.7(3) . 2_455 ? O3 Gd1 O3 148.6(5) . 2_455 ? O1 Gd1 O2 92.6(12) 2_455 . ? O1 Gd1 O2 92.6(12) . . ? O3 Gd1 O2 74.3(2) . . ? O3 Gd1 O2 74.3(2) 2_455 . ? O1 Gd1 N1 87.8(10) 2_455 2_455 ? O1 Gd1 N1 87.8(10) . 2_455 ? O3 Gd1 N1 140.1(3) . 2_455 ? O3 Gd1 N1 71.3(3) 2_455 2_455 ? O2 Gd1 N1 145.6(2) . 2_455 ? O1 Gd1 N1 87.8(10) 2_455 . ? O1 Gd1 N1 87.8(10) . . ? O3 Gd1 N1 71.3(3) . . ? O3 Gd1 N1 140.1(3) 2_455 . ? O2 Gd1 N1 145.6(2) . . ? N1 Gd1 N1 68.8(4) 2_455 . ? C2 O1 Gd1 147(3) . . ? Gd1 O2 H2A 109.5 . . ? Gd1 O3 H3A 120.0 . . ? C1 N1 N2 104.8(9) . . ? C1 N1 Gd1 136.7(8) . . ? N2 N1 Gd1 118.6(7) . . ? N3 N2 N1 112.6(16) . . ? N2 N3 N4 105.4(16) . . ? C1 N4 N3 109.1(15) . . ? C1 N5 C1 124.6(14) . 2_455 ? C1 N5 H1 117.7 . . ? C1 N5 H1 117.7 2_455 . ? N1 C1 N4 108.2(15) . . ? N1 C1 N5 126.6(11) . . ? N4 C1 N5 125.2(16) . . ? O1 C2 O1 120(4) . 2 ? O1 C2 H2 119.9 . . ? O1 C2 H2 119.9 2 . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.536 _refine_diff_density_min -1.675 _refine_diff_density_rms 0.249 data_2 _database_code_depnum_ccdc_archive 'CCDC 675133' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H7 N9 O5 Pr' _chemical_formula_weight 390.09 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' Pr Pr -0.2180 2.8214 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Fmm2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x, -y, z' '-x, y, z' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' 'x, -y+1/2, z+1/2' '-x, y+1/2, z+1/2' 'x+1/2, y, z+1/2' '-x+1/2, -y, z+1/2' 'x+1/2, -y, z+1/2' '-x+1/2, y, z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z' _cell_length_a 6.7411(12) _cell_length_b 11.3202(19) _cell_length_c 14.281(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1089.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 543 _cell_measurement_theta_min 3.60 _cell_measurement_theta_max 27.46 _exptl_crystal_description needle _exptl_crystal_colour lightyellow _exptl_crystal_size_max 0.251 _exptl_crystal_size_mid 0.151 _exptl_crystal_size_min 0.132 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.378 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 748 _exptl_absorpt_coefficient_mu 4.506 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.446 _exptl_absorpt_correction_T_max 0.552 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 'Bruker SMART APEX CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 1357 _diffrn_reflns_av_R_equivalents 0.0272 _diffrn_reflns_av_sigmaI/netI 0.0315 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.60 _diffrn_reflns_theta_max 27.46 _reflns_number_total 543 _reflns_number_gt 543 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001-2005)' _computing_cell_refinement 'SAINT (Bruker, 2001-2005)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 2001-2005)' _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^)+(0.0406P)^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 0.0112(13) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.40(10) _refine_ls_number_reflns 543 _refine_ls_number_parameters 60 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0257 _refine_ls_R_factor_gt 0.0257 _refine_ls_wR_factor_ref 0.0605 _refine_ls_wR_factor_gt 0.0605 _refine_ls_goodness_of_fit_ref 1.159 _refine_ls_restrained_S_all 1.860 _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 Pr1 Pr 1.0000 0.0000 0.36730(5) 0.0153(4) Uani 1 4 d S . . N4 N 1.0000 0.201(4) 0.091(3) 0.042(10) Uani 1 2 d S . . N3 N 1.0000 0.288(3) 0.154(2) 0.026(7) Uani 1 2 d S . . N2 N 1.0000 0.2463(13) 0.2297(13) 0.038(3) Uani 1 2 d S . . N1 N 1.0000 0.1243(12) 0.2197(10) 0.028(3) Uani 1 2 d S . . C1 C 1.0000 0.1079(13) 0.1285(12) 0.026(3) Uani 1 2 d S . . O2 O 1.0000 0.1990(12) 0.4093(10) 0.049(4) Uani 1 2 d SD . . H2A H 1.1195 0.2384 0.4185 0.059 Uiso 0.50 1 calc PRD . . H2B H 0.8805 0.2390 0.4168 0.059 Uiso 0.50 1 calc PRD . . O1 O 0.6590(15) 0.0000 0.370(4) 0.054(4) Uani 1 2 d S . . N5 N 1.0000 0.0000 0.0836(14) 0.030(4) Uani 1 4 d S . . H1 H 1.0000 0.0000 0.0233 0.036 Uiso 1 4 d SR . . C2 C 0.5000 0.0000 0.4028(19) 0.033(5) Uani 1 4 d S . . H2 H 0.5000 0.0000 0.4679 0.040 Uiso 1 4 calc SR . . O3 O 1.0000 0.0000 0.5331(14) 0.054(6) Uani 1 4 d SD . . H3A H 1.0000 -0.0683 0.5522 0.082 Uiso 0.50 2 d SPRD . . 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 Pr1 0.0180(5) 0.0156(5) 0.0123(5) 0.000 0.000 0.000 N4 0.063(19) 0.028(16) 0.034(18) 0.009(11) 0.000 0.000 N3 0.059(16) 0.010(10) 0.008(9) 0.008(8) 0.000 0.000 N2 0.047(9) 0.022(7) 0.045(10) 0.009(6) 0.000 0.000 N1 0.041(8) 0.024(6) 0.019(7) -0.002(5) 0.000 0.000 C1 0.036(8) 0.022(7) 0.021(8) -0.002(6) 0.000 0.000 O2 0.086(11) 0.034(7) 0.027(7) -0.007(6) 0.000 0.000 O1 0.022(6) 0.065(7) 0.074(12) 0.000 -0.024(19) 0.000 N5 0.064(13) 0.014(8) 0.013(8) 0.000 0.000 0.000 C2 0.040(15) 0.028(11) 0.032(12) 0.000 0.000 0.000 O3 0.111(19) 0.028(10) 0.025(10) 0.000 0.000 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pr1 O1 2.299(11) 2_755 ? Pr1 O1 2.299(11) . ? Pr1 O2 2.331(14) . ? Pr1 O2 2.331(14) 2_755 ? Pr1 O3 2.37(2) . ? Pr1 N1 2.534(14) 2_755 ? Pr1 N1 2.534(14) . ? N4 C1 1.18(5) . ? N4 N3 1.33(2) . ? N3 N2 1.18(4) . ? N2 N1 1.39(2) . ? N1 C1 1.32(2) . ? C1 N5 1.379(18) . ? O2 H2A 0.9300 . ? O2 H2B 0.9300 . ? O1 C2 1.17(3) . ? N5 C1 1.379(18) 2_755 ? N5 H1 0.8600 . ? C2 O1 1.17(3) 2_655 ? C2 H2 0.9300 . ? O3 H3A 0.8200 . ? 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 Pr1 O1 178(3) 2_755 . ? O1 Pr1 O2 89.8(4) 2_755 . ? O1 Pr1 O2 89.8(4) . . ? O1 Pr1 O2 89.8(4) 2_755 2_755 ? O1 Pr1 O2 89.8(4) . 2_755 ? O2 Pr1 O2 150.2(7) . 2_755 ? O1 Pr1 O3 89.1(14) 2_755 . ? O1 Pr1 O3 89.1(14) . . ? O2 Pr1 O3 75.1(4) . . ? O2 Pr1 O3 75.1(4) 2_755 . ? O1 Pr1 N1 90.8(12) 2_755 2_755 ? O1 Pr1 N1 90.8(12) . 2_755 ? O2 Pr1 N1 138.6(5) . 2_755 ? O2 Pr1 N1 71.2(5) 2_755 2_755 ? O3 Pr1 N1 146.3(3) . 2_755 ? O1 Pr1 N1 90.8(12) 2_755 . ? O1 Pr1 N1 90.8(12) . . ? O2 Pr1 N1 71.2(5) . . ? O2 Pr1 N1 138.6(5) 2_755 . ? O3 Pr1 N1 146.3(3) . . ? N1 Pr1 N1 67.5(6) 2_755 . ? C1 N4 N3 111(3) . . ? N2 N3 N4 109(2) . . ? N3 N2 N1 108(2) . . ? C1 N1 N2 104.0(14) . . ? C1 N1 Pr1 138.1(11) . . ? N2 N1 Pr1 117.9(11) . . ? N4 C1 N1 109(3) . . ? N4 C1 N5 125(3) . . ? N1 C1 N5 125.8(16) . . ? Pr1 O2 H2A 120.0 . . ? Pr1 O2 H2B 120.0 . . ? H2A O2 H2B 120.0 . . ? C2 O1 Pr1 157(4) . . ? C1 N5 C1 125(2) . 2_755 ? C1 N5 H1 117.7 . . ? C1 N5 H1 117.7 2_755 . ? O1 C2 O1 133(5) 2_655 . ? O1 C2 H2 113.7 2_655 . ? O1 C2 H2 113.7 . . ? Pr1 O3 H3A 109.5 . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 1.042 _refine_diff_density_min -0.810 _refine_diff_density_rms 0.274 data_b _database_code_depnum_ccdc_archive 'CCDC 675742' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H2 N9 O5 Tb' _chemical_formula_weight 403.07 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Fmm2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x, -y, z' '-x, y, z' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' 'x, -y+1/2, z+1/2' '-x, y+1/2, z+1/2' 'x+1/2, y, z+1/2' '-x+1/2, -y, z+1/2' 'x+1/2, -y, z+1/2' '-x+1/2, y, z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z' _cell_length_a 6.6892(2) _cell_length_b 11.2926(3) _cell_length_c 14.2428(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1075.88(5) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 493 _cell_measurement_theta_min 2.86 _cell_measurement_theta_max 27.48 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.244 _exptl_crystal_size_mid 0.159 _exptl_crystal_size_min 0.130 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.488 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 752 _exptl_absorpt_coefficient_mu 6.608 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.295 _exptl_absorpt_correction_T_max 0.424 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 'Bruker SMART APEX CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 1347 _diffrn_reflns_av_R_equivalents 0.0215 _diffrn_reflns_av_sigmaI/netI 0.0287 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.86 _diffrn_reflns_theta_max 27.48 _reflns_number_total 493 _reflns_number_gt 493 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001-2005)' _computing_cell_refinement 'SAINT (Bruker, 2001-2005)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 2001-2005)' _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^)+(0.0286P)^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 refall _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0061(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.27(4) _refine_ls_number_reflns 493 _refine_ls_number_parameters 60 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0206 _refine_ls_R_factor_gt 0.0206 _refine_ls_wR_factor_ref 0.0464 _refine_ls_wR_factor_gt 0.0464 _refine_ls_goodness_of_fit_ref 1.250 _refine_ls_restrained_S_all 1.248 _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 Tb1 Tb 1.0000 0.5000 0.1943 0.0130(2) Uani 1 4 d S . . O1 O 0.6618(8) 0.5000 0.1956(17) 0.0453(19) Uani 1 2 d S . . O2 O 1.0000 0.3046(6) 0.2398(5) 0.0408(19) Uani 1 2 d S . . N1 N 1.0000 0.3740(6) 0.0494(5) 0.0222(14) Uani 1 2 d S . . N3 N 1.0000 0.205(2) -0.0175(14) 0.027(5) Uani 1 2 d S . . N4 N 1.0000 0.2900(19) -0.0826(15) 0.027(4) Uani 1 2 d S . . N2 N 1.0000 0.2540(6) 0.0576(5) 0.0272(16) Uani 1 2 d S . . C1 C 1.0000 0.3923(7) -0.0414(5) 0.0180(15) Uani 1 2 d S . . O3 O 1.0000 0.5000 0.3611(7) 0.044(3) Uani 1 4 d S . . N5 N 1.0000 0.5000 -0.0870(7) 0.027(2) Uani 1 4 d S . . H1 H 1.0000 0.5000 -0.1473 0.033 Uiso 1 4 calc SR . . C2 C 0.5000 0.5000 0.1603(9) 0.022(2) Uani 1 4 d S . . H2 H 0.5000 0.5000 0.0950 0.027 Uiso 1 4 calc SR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Tb1 0.0150(3) 0.0137(2) 0.0103(2) 0.000 0.000 0.000 O1 0.016(3) 0.051(3) 0.069(5) 0.000 -0.028(8) 0.000 O2 0.088(6) 0.019(3) 0.015(3) 0.000(2) 0.000 0.000 N1 0.036(4) 0.016(3) 0.015(3) -0.003(2) 0.000 0.000 N3 0.059(13) 0.014(6) 0.008(5) 0.004(4) 0.000 0.000 N4 0.037(10) 0.021(7) 0.022(8) -0.004(6) 0.000 0.000 N2 0.050(5) 0.010(3) 0.022(3) -0.001(3) 0.000 0.000 C1 0.027(4) 0.015(3) 0.012(3) -0.001(3) 0.000 0.000 O3 0.101(10) 0.015(4) 0.016(4) 0.000 0.000 0.000 N5 0.060(7) 0.017(4) 0.005(4) 0.000 0.000 0.000 C2 0.023(6) 0.025(5) 0.019(4) 0.000 0.000 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Tb1 O1 2.262(6) 2_765 ? Tb1 O1 2.262(6) . ? Tb1 O2 2.300(7) 2_765 ? Tb1 O2 2.300(7) . ? Tb1 O3 2.376(10) . ? Tb1 N1 2.507(7) . ? Tb1 N1 2.507(7) 2_765 ? O1 C2 1.193(11) . ? N1 C1 1.309(10) . ? N1 N2 1.360(9) . ? N3 N2 1.20(2) . ? N3 N4 1.333(12) . ? N4 C1 1.30(2) . ? C1 N5 1.379(9) . ? N5 C1 1.379(9) 2_765 ? C2 O1 1.193(11) 2_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 O1 Tb1 O1 179.1(12) 2_765 . ? O1 Tb1 O2 89.87(17) 2_765 2_765 ? O1 Tb1 O2 89.87(17) . 2_765 ? O1 Tb1 O2 89.87(17) 2_765 . ? O1 Tb1 O2 89.87(17) . . ? O2 Tb1 O2 147.3(3) 2_765 . ? O1 Tb1 O3 89.5(6) 2_765 . ? O1 Tb1 O3 89.5(6) . . ? O2 Tb1 O3 73.63(17) 2_765 . ? O2 Tb1 O3 73.63(17) . . ? O1 Tb1 N1 90.4(5) 2_765 . ? O1 Tb1 N1 90.4(5) . . ? O2 Tb1 N1 141.0(2) 2_765 . ? O2 Tb1 N1 71.8(2) . . ? O3 Tb1 N1 145.42(16) . . ? O1 Tb1 N1 90.4(5) 2_765 2_765 ? O1 Tb1 N1 90.4(5) . 2_765 ? O2 Tb1 N1 71.8(2) 2_765 2_765 ? O2 Tb1 N1 141.0(2) . 2_765 ? O3 Tb1 N1 145.42(16) . 2_765 ? N1 Tb1 N1 69.2(3) . 2_765 ? C2 O1 Tb1 154.6(18) . . ? C1 N1 N2 104.0(7) . . ? C1 N1 Tb1 136.3(6) . . ? N2 N1 Tb1 119.6(5) . . ? N2 N3 N4 106.9(12) . . ? C1 N4 N3 108.9(12) . . ? N3 N2 N1 112.3(12) . . ? N4 C1 N1 107.9(12) . . ? N4 C1 N5 125.0(11) . . ? N1 C1 N5 127.2(8) . . ? C1 N5 C1 123.8(9) . 2_765 ? O1 C2 O1 130(3) . 2_665 ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.863 _refine_diff_density_min -1.619 _refine_diff_density_rms 0.261