# Electronic Supplementary Material (ESI) for RSC Advances # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'RSC Advances' _journal_coden_Cambridge 1500 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Deng-Ke Cao' _publ_contact_author_email dkcao@nju.edu.cn _publ_section_title ; Isostructural lanthanide oxalatophosphonates Ln(5pm8hqH3)(C2O4)1.5(H2O)x2H2O [Ln(III) = Eu, Gd, Tb, Dy] (5pm8hqH3 = 5-phosphonomethyl-8-hydroxyquinoline): structures, magnetic and fluorescent properties ; _publ_author_name 'Deng-Ke Cao' # Attachment '- Dy.cif' data_tb _database_code_depnum_ccdc_archive 'CCDC 810422' #TrackingRef '- Dy.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H16 Dy N O13 P' _chemical_formula_weight 587.74 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' P P 0.1023 0.0942 '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 Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.8235(2) _cell_length_b 9.9093(2) _cell_length_c 12.8402(3) _cell_angle_alpha 67.6210(10) _cell_angle_beta 89.7600(10) _cell_angle_gamma 80.4700(10) _cell_volume 905.88(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2342 _cell_measurement_theta_min 2.25 _cell_measurement_theta_max 27.008 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.155 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 572 _exptl_absorpt_coefficient_mu 4.286 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.722 _exptl_absorpt_correction_T_max 0.952 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Aepex 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 4887 _diffrn_reflns_av_R_equivalents 0.0617 _diffrn_reflns_av_sigmaI/netI 0.0594 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 25.25 _reflns_number_total 3240 _reflns_number_gt 2931 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0200P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3240 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0338 _refine_ls_R_factor_gt 0.0269 _refine_ls_wR_factor_ref 0.0597 _refine_ls_wR_factor_gt 0.0580 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _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 Dy1 Dy 0.71187(3) 0.67884(2) 0.586068(17) 0.01841(8) Uani 1 1 d . . . P1 P 0.67978(16) 0.46043(14) 0.88323(10) 0.0240(3) Uani 1 1 d . . . O1 O 0.6892(4) 0.5817(4) 0.7705(3) 0.0329(8) Uani 1 1 d . . . O1W O 0.9223(4) 0.8051(4) 0.6226(3) 0.0374(9) Uani 1 1 d . . . H1WB H 0.9315 0.7644 0.6942 0.045 Uiso 1 1 d R . . H1WA H 0.8899 0.8946 0.6145 0.045 Uiso 1 1 d R . . O2 O 0.7306(4) 0.5106(4) 0.9788(3) 0.0384(9) Uani 1 1 d . . . H2A H 0.6427 0.5346 1.0072 0.058 Uiso 1 1 calc R . . O2W O 0.8689(5) 0.1011(4) 0.5797(3) 0.0456(10) Uani 1 1 d . . . H2WD H 0.8993 0.1810 0.5360 0.055 Uiso 1 1 d R . . H2WC H 0.7608 0.1168 0.5876 0.068 Uiso 1 1 d R . . O3 O 0.5061(4) 0.4117(4) 0.9023(3) 0.0332(8) Uani 1 1 d . . . O3W O 0.2354(5) 0.6796(5) 0.7367(4) 0.0698(14) Uani 1 1 d . . . H3WB H 0.2084 0.7730 0.7030 0.105 Uiso 1 1 d R . . H3WA H 0.1964 0.6382 0.6971 0.105 Uiso 1 1 d R . . O4 O 0.7209(5) -0.2461(4) 1.2057(3) 0.0378(9) Uani 1 1 d . . . H4A H 0.7611 -0.2699 1.2704 0.057 Uiso 1 1 calc R . . O5 O 0.6676(4) 0.4363(4) 0.6042(3) 0.0313(8) Uani 1 1 d . . . O6 O 0.5399(4) 0.3118(3) 0.5228(3) 0.0276(8) Uani 1 1 d . . . O7 O 0.8362(4) 0.6477(4) 0.4231(2) 0.0267(8) Uani 1 1 d . . . O8 O 1.0134(4) 0.4872(4) 0.3687(2) 0.0259(8) Uani 1 1 d . . . O9 O 0.6671(4) 0.9206(3) 0.4399(3) 0.0261(8) Uani 1 1 d . . . O10 O 0.5082(4) 1.1501(3) 0.3745(2) 0.0245(7) Uani 1 1 d . . . N1 N 0.6438(5) -0.1622(4) 0.9879(3) 0.0288(9) Uani 1 1 d . . . H1A H 0.6240 -0.2444 1.0375 0.035 Uiso 1 1 calc R . . C1 C 0.6013(7) -0.1306(6) 0.8811(4) 0.0340(12) Uani 1 1 d . . . H1C H 0.5522 -0.1970 0.8607 0.041 Uiso 1 1 calc R . . C2 C 0.6296(7) 0.0005(7) 0.7998(4) 0.0392(14) Uani 1 1 d . . . H2B H 0.6013 0.0223 0.7242 0.047 Uiso 1 1 calc R . . C3 C 0.6983(6) 0.0975(6) 0.8298(4) 0.0326(12) Uani 1 1 d . . . H3A H 0.7135 0.1874 0.7744 0.039 Uiso 1 1 calc R . . C4 C 0.7480(6) 0.0654(5) 0.9438(4) 0.0259(11) Uani 1 1 d . . . C5 C 0.8245(6) 0.1611(5) 0.9812(4) 0.0264(11) Uani 1 1 d . . . C6 C 0.8644(6) 0.1159(6) 1.0946(4) 0.0326(12) Uani 1 1 d . . . H6A H 0.9136 0.1777 1.1203 0.039 Uiso 1 1 calc R . . C7 C 0.8333(7) -0.0208(6) 1.1737(4) 0.0352(13) Uani 1 1 d . . . H7A H 0.8632 -0.0476 1.2499 0.042 Uiso 1 1 calc R . . C8 C 0.7600(6) -0.1144(5) 1.1401(4) 0.0272(11) Uani 1 1 d . . . C9 C 0.7176(6) -0.0707(5) 1.0235(4) 0.0253(11) Uani 1 1 d . . . C10 C 0.8545(6) 0.3090(5) 0.8994(4) 0.0320(12) Uani 1 1 d . . . H10A H 0.8722 0.3032 0.8262 0.038 Uiso 1 1 calc R . . H10B H 0.9602 0.3302 0.9242 0.038 Uiso 1 1 calc R . . C11 C 0.5605(6) 0.4277(5) 0.5372(4) 0.0228(10) Uani 1 1 d . . . C12 C 0.9580(6) 0.5385(5) 0.4400(4) 0.0200(10) Uani 1 1 d . . . C13 C 0.5519(6) 1.0200(5) 0.4465(4) 0.0195(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 Dy1 0.02033(13) 0.01470(12) 0.01797(12) -0.00597(9) 0.00340(8) 0.00211(8) P1 0.0288(7) 0.0183(6) 0.0209(6) -0.0056(5) 0.0080(5) 0.0018(5) O1 0.041(2) 0.0258(19) 0.0203(17) -0.0006(15) 0.0099(15) 0.0053(16) O1W 0.039(2) 0.028(2) 0.042(2) -0.0094(17) -0.0005(17) -0.0054(17) O2 0.036(2) 0.050(2) 0.034(2) -0.0235(19) 0.0110(17) -0.0040(18) O2W 0.049(2) 0.031(2) 0.053(2) -0.0122(19) 0.0148(19) -0.0057(19) O3 0.030(2) 0.033(2) 0.038(2) -0.0152(17) 0.0106(16) -0.0053(16) O3W 0.050(3) 0.068(3) 0.069(3) 0.002(3) -0.006(2) -0.015(2) O4 0.049(2) 0.030(2) 0.0233(18) 0.0027(16) -0.0031(16) -0.0082(18) O5 0.036(2) 0.0202(18) 0.0340(19) -0.0068(16) -0.0086(16) -0.0034(15) O6 0.0272(18) 0.0184(18) 0.038(2) -0.0133(15) -0.0021(15) -0.0005(14) O7 0.0271(18) 0.0255(19) 0.0214(17) -0.0078(15) 0.0044(14) 0.0089(15) O8 0.0252(18) 0.030(2) 0.0212(17) -0.0138(15) -0.0018(14) 0.0095(15) O9 0.0284(18) 0.0208(18) 0.0234(17) -0.0069(14) 0.0066(14) 0.0066(14) O10 0.0296(18) 0.0172(17) 0.0222(17) -0.0065(14) 0.0054(14) 0.0054(14) N1 0.032(2) 0.022(2) 0.028(2) -0.0068(19) 0.0034(18) -0.0002(18) C1 0.038(3) 0.037(3) 0.028(3) -0.016(2) 0.001(2) -0.003(2) C2 0.045(3) 0.049(4) 0.021(3) -0.013(3) 0.005(2) -0.006(3) C3 0.038(3) 0.029(3) 0.023(3) -0.003(2) 0.010(2) -0.003(2) C4 0.024(3) 0.023(3) 0.023(2) -0.003(2) 0.007(2) 0.004(2) C5 0.024(3) 0.019(3) 0.031(3) -0.008(2) 0.006(2) 0.005(2) C6 0.036(3) 0.028(3) 0.034(3) -0.013(2) 0.001(2) -0.001(2) C7 0.038(3) 0.037(3) 0.026(3) -0.009(2) 0.000(2) 0.000(3) C8 0.027(3) 0.023(3) 0.023(2) -0.002(2) 0.003(2) 0.001(2) C9 0.025(3) 0.021(3) 0.023(2) -0.004(2) 0.005(2) 0.004(2) C10 0.029(3) 0.025(3) 0.036(3) -0.008(2) 0.009(2) 0.002(2) C11 0.021(2) 0.016(3) 0.027(3) -0.006(2) 0.004(2) 0.001(2) C12 0.019(2) 0.016(2) 0.025(2) -0.008(2) 0.0054(19) -0.0021(19) C13 0.021(2) 0.020(3) 0.021(2) -0.011(2) 0.0011(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 Dy1 O1 2.209(3) . ? Dy1 O1W 2.372(3) . ? Dy1 O9 2.385(3) . ? Dy1 O6 2.389(3) 2_666 ? Dy1 O10 2.402(3) 2_676 ? Dy1 O8 2.404(3) 2_766 ? Dy1 O7 2.408(3) . ? Dy1 O5 2.408(3) . ? P1 O1 1.500(3) . ? P1 O3 1.505(3) . ? P1 O2 1.564(4) . ? P1 C10 1.803(5) . ? O1W H1WB 0.8504 . ? O1W H1WA 0.8474 . ? O2 H2A 0.8200 . ? O2W H2WD 0.8489 . ? O2W H2WC 0.8473 . ? O3W H3WB 0.8481 . ? O3W H3WA 0.8494 . ? O4 C8 1.342(6) . ? O4 H4A 0.8200 . ? O5 C11 1.240(5) . ? O6 C11 1.265(5) . ? O6 Dy1 2.389(3) 2_666 ? O7 C12 1.267(5) . ? O8 C12 1.250(5) . ? O8 Dy1 2.404(3) 2_766 ? O9 C13 1.248(5) . ? O10 C13 1.258(5) . ? O10 Dy1 2.402(3) 2_676 ? N1 C1 1.316(6) . ? N1 C9 1.362(6) . ? N1 H1A 0.8600 . ? C1 C2 1.374(7) . ? C1 H1C 0.9300 . ? C2 C3 1.348(7) . ? C2 H2B 0.9300 . ? C3 C4 1.415(6) . ? C3 H3A 0.9300 . ? C4 C9 1.406(6) . ? C4 C5 1.423(7) . ? C5 C6 1.371(7) . ? C5 C10 1.499(6) . ? C6 C7 1.409(7) . ? C6 H6A 0.9300 . ? C7 C8 1.363(7) . ? C7 H7A 0.9300 . ? C8 C9 1.415(6) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C11 1.542(9) 2_666 ? C12 C12 1.528(9) 2_766 ? C13 C13 1.545(8) 2_676 ? 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 O1W 86.86(13) . . ? O1 Dy1 O9 137.02(11) . . ? O1W Dy1 O9 73.12(11) . . ? O1 Dy1 O6 114.17(12) . 2_666 ? O1W Dy1 O6 148.40(12) . 2_666 ? O9 Dy1 O6 75.54(11) . 2_666 ? O1 Dy1 O10 74.46(11) . 2_676 ? O1W Dy1 O10 88.28(11) . 2_676 ? O9 Dy1 O10 67.46(10) . 2_676 ? O6 Dy1 O10 76.04(11) 2_666 2_676 ? O1 Dy1 O8 83.42(11) . 2_766 ? O1W Dy1 O8 72.24(12) . 2_766 ? O9 Dy1 O8 123.33(10) . 2_766 ? O6 Dy1 O8 130.77(11) 2_666 2_766 ? O10 Dy1 O8 151.31(10) 2_676 2_766 ? O1 Dy1 O7 147.31(11) . . ? O1W Dy1 O7 97.16(12) . . ? O9 Dy1 O7 74.27(10) . . ? O6 Dy1 O7 77.99(11) 2_666 . ? O10 Dy1 O7 137.85(10) 2_676 . ? O8 Dy1 O7 67.27(10) 2_766 . ? O1 Dy1 O5 81.39(12) . . ? O1W Dy1 O5 142.15(12) . . ? O9 Dy1 O5 136.14(11) . . ? O6 Dy1 O5 67.51(11) 2_666 . ? O10 Dy1 O5 122.23(11) 2_676 . ? O8 Dy1 O5 70.74(11) 2_766 . ? O7 Dy1 O5 75.63(11) . . ? O1 P1 O3 114.2(2) . . ? O1 P1 O2 109.4(2) . . ? O3 P1 O2 110.11(19) . . ? O1 P1 C10 108.0(2) . . ? O3 P1 C10 112.3(2) . . ? O2 P1 C10 102.1(2) . . ? P1 O1 Dy1 156.1(2) . . ? Dy1 O1W H1WB 99.2 . . ? Dy1 O1W H1WA 118.0 . . ? H1WB O1W H1WA 99.4 . . ? P1 O2 H2A 109.5 . . ? H2WD O2W H2WC 109.5 . . ? H3WB O3W H3WA 109.3 . . ? C8 O4 H4A 109.5 . . ? C11 O5 Dy1 118.3(3) . . ? C11 O6 Dy1 118.6(3) . 2_666 ? C12 O7 Dy1 117.6(3) . . ? C12 O8 Dy1 117.6(3) . 2_766 ? C13 O9 Dy1 119.9(3) . . ? C13 O10 Dy1 119.8(3) . 2_676 ? C1 N1 C9 123.1(4) . . ? C1 N1 H1A 118.4 . . ? C9 N1 H1A 118.4 . . ? N1 C1 C2 119.9(5) . . ? N1 C1 H1C 120.1 . . ? C2 C1 H1C 120.1 . . ? C3 C2 C1 119.9(5) . . ? C3 C2 H2B 120.0 . . ? C1 C2 H2B 120.0 . . ? C2 C3 C4 121.4(5) . . ? C2 C3 H3A 119.3 . . ? C4 C3 H3A 119.3 . . ? C9 C4 C3 116.4(5) . . ? C9 C4 C5 119.2(4) . . ? C3 C4 C5 124.4(4) . . ? C6 C5 C4 118.0(4) . . ? C6 C5 C10 121.2(5) . . ? C4 C5 C10 120.8(4) . . ? C5 C6 C7 122.4(5) . . ? C5 C6 H6A 118.8 . . ? C7 C6 H6A 118.8 . . ? C8 C7 C6 120.8(5) . . ? C8 C7 H7A 119.6 . . ? C6 C7 H7A 119.6 . . ? O4 C8 C7 127.3(4) . . ? O4 C8 C9 114.6(4) . . ? C7 C8 C9 118.1(4) . . ? N1 C9 C4 119.2(4) . . ? N1 C9 C8 119.1(4) . . ? C4 C9 C8 121.6(5) . . ? C5 C10 P1 114.3(3) . . ? C5 C10 H10A 108.7 . . ? P1 C10 H10A 108.7 . . ? C5 C10 H10B 108.7 . . ? P1 C10 H10B 108.7 . . ? H10A C10 H10B 107.6 . . ? O5 C11 O6 126.7(4) . . ? O5 C11 C11 117.2(5) . 2_666 ? O6 C11 C11 116.1(5) . 2_666 ? O8 C12 O7 126.3(4) . . ? O8 C12 C12 117.4(5) . 2_766 ? O7 C12 C12 116.3(5) . 2_766 ? O9 C13 O10 127.2(4) . . ? O9 C13 C13 117.2(5) . 2_676 ? O10 C13 C13 115.6(5) . 2_676 ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 25.25 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.855 _refine_diff_density_min -1.623 _refine_diff_density_rms 0.173 # Attachment '- Eu.cif' data_eu _database_code_depnum_ccdc_archive 'CCDC 810423' #TrackingRef '- Eu.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H16 Eu N O13 P' _chemical_formula_weight 577.20 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 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' P P 0.1023 0.0942 '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 Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.864(3) _cell_length_b 9.964(3) _cell_length_c 12.842(4) _cell_angle_alpha 67.521(5) _cell_angle_beta 89.856(6) _cell_angle_gamma 80.711(6) _cell_volume 915.6(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2006 _cell_measurement_theta_min 2.239 _cell_measurement_theta_max 25.790 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.09 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.094 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 566 _exptl_absorpt_coefficient_mu 3.585 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.747 _exptl_absorpt_correction_T_max 0.806 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Aepex 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 4581 _diffrn_reflns_av_R_equivalents 0.0181 _diffrn_reflns_av_sigmaI/netI 0.0406 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3154 _reflns_number_gt 2857 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0473P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3154 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0357 _refine_ls_R_factor_gt 0.0317 _refine_ls_wR_factor_ref 0.0793 _refine_ls_wR_factor_gt 0.0781 _refine_ls_goodness_of_fit_ref 1.074 _refine_ls_restrained_S_all 1.074 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Eu1 Eu 0.71301(3) 0.67885(2) 0.58826(2) 0.02195(11) Uani 1 1 d . . . P1 P 0.68226(18) 0.45713(14) 0.88803(11) 0.0284(3) Uani 1 1 d . . . O1 O 0.6924(5) 0.5802(4) 0.7763(3) 0.0387(10) Uani 1 1 d . . . O1W O 0.9264(5) 0.8089(4) 0.6236(4) 0.0420(10) Uani 1 1 d . . . H1WB H 0.9356 0.7682 0.6953 0.050 Uiso 1 1 d R . . H1WA H 0.8940 0.8984 0.6156 0.050 Uiso 1 1 d R . . O2 O 0.7317(5) 0.5045(5) 0.9849(3) 0.0440(10) Uani 1 1 d . . . H2A H 0.6438 0.5283 1.0128 0.066 Uiso 1 1 calc R . . O2W O 0.8661(6) 0.1054(4) 0.5789(4) 0.0511(12) Uani 1 1 d . . . H2WD H 0.8965 0.1853 0.5351 0.061 Uiso 1 1 d R . . H2WC H 0.7580 0.1211 0.5868 0.077 Uiso 1 1 d R . . O3 O 0.5096(5) 0.4080(4) 0.9059(3) 0.0385(9) Uani 1 1 d . . . O3W O 0.2369(7) 0.6830(7) 0.7373(5) 0.0881(19) Uani 1 1 d . . . H3WB H 0.2098 0.7764 0.7036 0.132 Uiso 1 1 d R . . H3WA H 0.1979 0.6415 0.6978 0.132 Uiso 1 1 d R . . O4 O 0.7211(5) -0.2488(4) 1.2059(3) 0.0408(10) Uani 1 1 d . . . H4A H 0.7612 -0.2729 1.2706 0.061 Uiso 1 1 calc R . . O5 O 0.6657(5) 0.4361(4) 0.6050(3) 0.0364(9) Uani 1 1 d . . . O6 O 0.5392(5) 0.3132(4) 0.5230(3) 0.0330(9) Uani 1 1 d . . . O7 O 0.8383(4) 0.6452(4) 0.4228(3) 0.0289(8) Uani 1 1 d . . . O8 O 1.0106(5) 0.4866(4) 0.3691(3) 0.0308(8) Uani 1 1 d . . . O9 O 0.6668(4) 0.9228(4) 0.4402(3) 0.0289(8) Uani 1 1 d . . . O10 O 0.5055(5) 1.1483(4) 0.3726(3) 0.0288(8) Uani 1 1 d . . . N1 N 0.6421(6) -0.1618(5) 0.9883(4) 0.0350(11) Uani 1 1 d . . . H1A H 0.6222 -0.2438 1.0378 0.042 Uiso 1 1 calc R . . C1 C 0.5979(8) -0.1293(7) 0.8813(5) 0.0388(14) Uani 1 1 d . . . H1C H 0.5488 -0.1948 0.8602 0.047 Uiso 1 1 calc R . . C2 C 0.6261(8) 0.0045(7) 0.8004(5) 0.0415(15) Uani 1 1 d . . . H2B H 0.5960 0.0283 0.7246 0.050 Uiso 1 1 calc R . . C3 C 0.6965(7) 0.0996(6) 0.8309(5) 0.0357(14) Uani 1 1 d . . . H3A H 0.7120 0.1894 0.7761 0.043 Uiso 1 1 calc R . . C4 C 0.7470(7) 0.0650(6) 0.9445(4) 0.0295(12) Uani 1 1 d . . . C5 C 0.8255(7) 0.1594(6) 0.9833(5) 0.0323(13) Uani 1 1 d . . . C6 C 0.8653(7) 0.1110(6) 1.0965(5) 0.0364(13) Uani 1 1 d . . . H6A H 0.9156 0.1711 1.1231 0.044 Uiso 1 1 calc R . . C7 C 0.8339(7) -0.0264(6) 1.1756(5) 0.0354(13) Uani 1 1 d . . . H7A H 0.8641 -0.0545 1.2519 0.043 Uiso 1 1 calc R . . C8 C 0.7600(7) -0.1166(6) 1.1402(4) 0.0314(13) Uani 1 1 d . . . C9 C 0.7180(7) -0.0719(6) 1.0247(4) 0.0279(12) Uani 1 1 d . . . C10 C 0.8556(7) 0.3066(6) 0.9026(5) 0.0337(13) Uani 1 1 d . . . H10A H 0.8725 0.3023 0.8290 0.040 Uiso 1 1 calc R . . H10B H 0.9613 0.3271 0.9277 0.040 Uiso 1 1 calc R . . C11 C 0.5602(6) 0.4263(5) 0.5376(4) 0.0262(11) Uani 1 1 d . . . C12 C 0.9571(6) 0.5382(5) 0.4394(4) 0.0242(11) Uani 1 1 d . . . C13 C 0.5513(6) 1.0207(5) 0.4461(4) 0.0235(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Eu1 0.02621(16) 0.01600(15) 0.02100(16) -0.00642(11) 0.00036(10) 0.00176(10) P1 0.0373(8) 0.0197(6) 0.0235(7) -0.0056(6) 0.0078(6) 0.0011(6) O1 0.052(2) 0.025(2) 0.025(2) 0.0006(16) 0.0103(18) 0.0055(18) O1W 0.047(2) 0.031(2) 0.046(3) -0.0130(19) -0.009(2) -0.0065(19) O2 0.045(2) 0.053(3) 0.037(2) -0.023(2) 0.0045(19) -0.001(2) O2W 0.055(3) 0.032(2) 0.063(3) -0.015(2) 0.018(2) -0.006(2) O3 0.038(2) 0.034(2) 0.047(2) -0.0196(19) 0.0128(19) -0.0068(18) O3W 0.072(4) 0.082(4) 0.083(4) -0.002(3) -0.020(3) -0.015(3) O4 0.053(3) 0.033(2) 0.025(2) 0.0025(17) -0.0061(18) -0.0091(19) O5 0.045(2) 0.0223(19) 0.037(2) -0.0061(17) -0.0145(19) -0.0053(17) O6 0.031(2) 0.0218(19) 0.045(2) -0.0146(17) -0.0070(17) 0.0006(16) O7 0.032(2) 0.0244(18) 0.0204(18) -0.0049(15) -0.0008(15) 0.0123(16) O8 0.035(2) 0.032(2) 0.0239(19) -0.0143(17) -0.0020(16) 0.0083(16) O9 0.0321(19) 0.0231(18) 0.0255(19) -0.0065(15) 0.0064(15) 0.0048(16) O10 0.040(2) 0.0197(18) 0.0210(19) -0.0050(15) 0.0020(16) 0.0029(15) N1 0.041(3) 0.023(2) 0.033(3) -0.006(2) 0.004(2) 0.003(2) C1 0.049(4) 0.039(3) 0.030(3) -0.016(3) 0.001(3) -0.004(3) C2 0.054(4) 0.043(4) 0.022(3) -0.009(3) 0.000(3) -0.006(3) C3 0.042(3) 0.030(3) 0.024(3) -0.001(2) 0.006(2) 0.002(3) C4 0.036(3) 0.022(3) 0.022(3) -0.004(2) 0.005(2) 0.004(2) C5 0.035(3) 0.025(3) 0.031(3) -0.007(2) 0.005(2) 0.003(2) C6 0.043(3) 0.030(3) 0.033(3) -0.012(3) -0.002(3) -0.001(3) C7 0.039(3) 0.037(3) 0.026(3) -0.009(3) -0.003(2) -0.005(3) C8 0.035(3) 0.028(3) 0.021(3) -0.001(2) 0.004(2) 0.002(2) C9 0.029(3) 0.023(3) 0.028(3) -0.010(2) 0.001(2) 0.006(2) C10 0.038(3) 0.025(3) 0.033(3) -0.008(2) 0.010(2) -0.001(2) C11 0.026(3) 0.020(3) 0.030(3) -0.007(2) 0.002(2) -0.001(2) C12 0.021(2) 0.024(3) 0.026(3) -0.008(2) -0.004(2) -0.004(2) C13 0.028(3) 0.019(3) 0.022(3) -0.008(2) -0.002(2) -0.002(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 Eu1 O1 2.250(4) . ? Eu1 O1W 2.420(4) . ? Eu1 O9 2.417(3) . ? Eu1 O6 2.420(4) 2_666 ? Eu1 O10 2.423(3) 2_676 ? Eu1 O7 2.455(3) . ? Eu1 O8 2.429(3) 2_766 ? Eu1 O5 2.435(4) . ? Eu1 C12 3.209(5) 2_766 ? Eu1 C11 3.219(5) 2_666 ? Eu1 C13 3.234(5) 2_676 ? Eu1 H1WB 2.6825 . ? P1 O1 1.501(4) . ? P1 O3 1.504(4) . ? P1 O2 1.559(4) . ? P1 C10 1.808(5) . ? O1W H1WB 0.8499 . ? O1W H1WA 0.8531 . ? O2 H2A 0.8200 . ? O2W H2WD 0.8511 . ? O2W H2WC 0.8524 . ? O3W H3WB 0.8526 . ? O3W H3WA 0.8514 . ? O4 C8 1.349(6) . ? O4 H4A 0.8200 . ? O5 C11 1.242(6) . ? O6 C11 1.247(6) . ? O6 Eu1 2.420(4) 2_666 ? O7 C12 1.249(6) . ? O8 C12 1.240(6) . ? O8 Eu1 2.429(3) 2_766 ? O9 C13 1.246(6) . ? O10 C13 1.254(6) . ? O10 Eu1 2.423(3) 2_676 ? N1 C1 1.320(7) . ? N1 C9 1.368(7) . ? N1 H1A 0.8600 . ? C1 C2 1.393(8) . ? C1 H1C 0.9300 . ? C2 C3 1.346(8) . ? C2 H2B 0.9300 . ? C3 C4 1.407(8) . ? C3 H3A 0.9300 . ? C4 C9 1.414(7) . ? C4 C5 1.436(8) . ? C5 C6 1.363(8) . ? C5 C10 1.493(7) . ? C6 C7 1.418(8) . ? C6 H6A 0.9300 . ? C7 C8 1.355(8) . ? C7 H7A 0.9300 . ? C8 C9 1.400(7) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C11 1.567(10) 2_666 ? C11 Eu1 3.219(5) 2_666 ? C12 C12 1.547(10) 2_766 ? C12 Eu1 3.209(5) 2_766 ? C13 C13 1.551(10) 2_676 ? C13 Eu1 3.234(5) 2_676 ? 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 O1W 86.98(15) . . ? O1 Eu1 O9 136.93(13) . . ? O1W Eu1 O9 72.80(13) . . ? O1 Eu1 O6 114.94(14) . 2_666 ? O1W Eu1 O6 148.04(13) . 2_666 ? O9 Eu1 O6 75.40(12) . 2_666 ? O1 Eu1 O10 74.93(12) . 2_676 ? O1W Eu1 O10 87.75(13) . 2_676 ? O9 Eu1 O10 66.85(11) . 2_676 ? O6 Eu1 O10 76.86(12) 2_666 2_676 ? O1 Eu1 O7 146.68(12) . . ? O1W Eu1 O7 97.26(14) . . ? O9 Eu1 O7 74.96(11) . . ? O6 Eu1 O7 77.35(13) 2_666 . ? O10 Eu1 O7 138.05(11) 2_676 . ? O1 Eu1 O8 83.99(13) . 2_766 ? O1W Eu1 O8 72.61(13) . 2_766 ? O9 Eu1 O8 122.94(12) . 2_766 ? O6 Eu1 O8 129.78(12) 2_666 2_766 ? O10 Eu1 O8 151.93(12) 2_676 2_766 ? O7 Eu1 O8 66.15(11) . 2_766 ? O1 Eu1 O5 81.99(14) . . ? O1W Eu1 O5 143.01(13) . . ? O9 Eu1 O5 135.51(13) . . ? O6 Eu1 O5 66.65(12) 2_666 . ? O10 Eu1 O5 122.55(13) 2_676 . ? O7 Eu1 O5 74.83(13) . . ? O8 Eu1 O5 71.19(13) 2_766 . ? O1 Eu1 C12 100.82(13) . 2_766 ? O1W Eu1 C12 84.11(13) . 2_766 ? O9 Eu1 C12 113.96(12) . 2_766 ? O6 Eu1 C12 112.10(12) 2_666 2_766 ? O10 Eu1 C12 171.03(12) 2_676 2_766 ? O7 Eu1 C12 47.35(11) . 2_766 ? O8 Eu1 C12 19.86(12) 2_766 2_766 ? O5 Eu1 C12 63.73(13) . 2_766 ? O1 Eu1 C11 110.44(14) . 2_666 ? O1W Eu1 C11 162.29(14) . 2_666 ? O9 Eu1 C11 91.49(13) . 2_666 ? O6 Eu1 C11 19.76(12) 2_666 2_666 ? O10 Eu1 C11 93.61(13) 2_676 2_666 ? O7 Eu1 C11 70.13(13) . 2_666 ? O8 Eu1 C11 111.24(12) 2_766 2_666 ? O5 Eu1 C11 47.49(12) . 2_666 ? C12 Eu1 C11 95.29(13) 2_766 2_666 ? O1 Eu1 C13 93.94(13) . 2_676 ? O1W Eu1 C13 83.66(13) . 2_676 ? O9 Eu1 C13 47.28(11) . 2_676 ? O6 Eu1 C13 72.41(12) 2_666 2_676 ? O10 Eu1 C13 19.67(11) 2_676 2_676 ? O7 Eu1 C13 119.35(11) . 2_676 ? O8 Eu1 C13 156.25(13) 2_766 2_676 ? O5 Eu1 C13 132.09(13) . 2_676 ? C12 Eu1 C13 160.26(13) 2_766 2_676 ? C11 Eu1 C13 91.70(13) 2_666 2_676 ? O1 Eu1 H1WB 68.9 . . ? O1W Eu1 H1WB 18.3 . . ? O9 Eu1 H1WB 88.5 . . ? O6 Eu1 H1WB 159.6 2_666 . ? O10 Eu1 H1WB 85.3 2_676 . ? O7 Eu1 H1WB 111.0 . . ? O8 Eu1 H1WB 69.7 2_766 . ? O5 Eu1 H1WB 132.9 . . ? C12 Eu1 H1WB 85.7 2_766 . ? C11 Eu1 H1WB 178.9 2_666 . ? C13 Eu1 H1WB 87.5 2_676 . ? O1 P1 O3 114.4(2) . . ? O1 P1 O2 109.1(2) . . ? O3 P1 O2 110.0(2) . . ? O1 P1 C10 108.1(2) . . ? O3 P1 C10 112.0(2) . . ? O2 P1 C10 102.5(3) . . ? P1 O1 Eu1 154.8(3) . . ? Eu1 O1W H1WB 98.7 . . ? Eu1 O1W H1WA 118.1 . . ? H1WB O1W H1WA 99.4 . . ? P1 O2 H2A 109.5 . . ? H2WD O2W H2WC 109.4 . . ? H3WB O3W H3WA 109.6 . . ? C8 O4 H4A 109.5 . . ? C11 O5 Eu1 119.3(3) . . ? C11 O6 Eu1 119.3(3) . 2_666 ? C12 O7 Eu1 118.0(3) . . ? C12 O8 Eu1 118.4(3) . 2_766 ? C13 O9 Eu1 120.1(3) . . ? C13 O10 Eu1 119.8(3) . 2_676 ? C1 N1 C9 123.4(5) . . ? C1 N1 H1A 118.3 . . ? C9 N1 H1A 118.3 . . ? N1 C1 C2 119.0(6) . . ? N1 C1 H1C 120.5 . . ? C2 C1 H1C 120.5 . . ? C3 C2 C1 120.6(5) . . ? C3 C2 H2B 119.7 . . ? C1 C2 H2B 119.7 . . ? C2 C3 C4 121.0(5) . . ? C2 C3 H3A 119.5 . . ? C4 C3 H3A 119.5 . . ? C3 C4 C9 117.3(5) . . ? C3 C4 C5 124.2(5) . . ? C9 C4 C5 118.5(5) . . ? C6 C5 C4 117.3(5) . . ? C6 C5 C10 122.0(5) . . ? C4 C5 C10 120.7(5) . . ? C5 C6 C7 123.3(6) . . ? C5 C6 H6A 118.3 . . ? C7 C6 H6A 118.3 . . ? C8 C7 C6 120.1(5) . . ? C8 C7 H7A 119.9 . . ? C6 C7 H7A 119.9 . . ? O4 C8 C7 126.5(5) . . ? O4 C8 C9 115.0(5) . . ? C7 C8 C9 118.6(5) . . ? N1 C9 C4 118.8(5) . . ? N1 C9 C8 118.9(5) . . ? C4 C9 C8 122.2(5) . . ? C5 C10 P1 114.3(4) . . ? C5 C10 H10A 108.7 . . ? P1 C10 H10A 108.7 . . ? C5 C10 H10B 108.7 . . ? P1 C10 H10B 108.7 . . ? H10A C10 H10B 107.6 . . ? O5 C11 O6 127.5(5) . . ? O5 C11 C11 115.9(6) . 2_666 ? O6 C11 C11 116.6(6) . 2_666 ? O5 C11 Eu1 165.7(4) . 2_666 ? O6 C11 Eu1 41.0(2) . 2_666 ? C11 C11 Eu1 76.3(4) 2_666 2_666 ? O8 C12 O7 126.6(5) . . ? O8 C12 C12 117.4(5) . 2_766 ? O7 C12 C12 116.1(6) . 2_766 ? O8 C12 Eu1 41.7(2) . 2_766 ? O7 C12 Eu1 163.8(4) . 2_766 ? C12 C12 Eu1 77.1(4) 2_766 2_766 ? O9 C13 O10 127.0(5) . . ? O9 C13 C13 116.7(5) . 2_676 ? O10 C13 C13 116.3(5) . 2_676 ? O9 C13 Eu1 167.3(3) . 2_676 ? O10 C13 Eu1 40.6(2) . 2_676 ? C13 C13 Eu1 75.9(3) 2_676 2_676 ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 1.335 _refine_diff_density_min -0.627 _refine_diff_density_rms 0.132 # Attachment '- Gd.cif' data_gd _database_code_depnum_ccdc_archive 'CCDC 810424' #TrackingRef '- Gd.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H16 Gd N O13 P' _chemical_formula_weight 582.49 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' P P 0.1023 0.0942 '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 Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.8439(12) _cell_length_b 9.9333(15) _cell_length_c 12.839(2) _cell_angle_alpha 67.578(3) _cell_angle_beta 89.872(3) _cell_angle_gamma 80.597(2) _cell_volume 910.3(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2212 _cell_measurement_theta_min 2.253 _cell_measurement_theta_max 25.83 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.125 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 568 _exptl_absorpt_coefficient_mu 3.803 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.701 _exptl_absorpt_correction_T_max 0.766 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Aepex 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 4587 _diffrn_reflns_av_R_equivalents 0.0251 _diffrn_reflns_av_sigmaI/netI 0.0621 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 24.99 _reflns_number_total 3144 _reflns_number_gt 2694 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0020P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3144 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0340 _refine_ls_R_factor_gt 0.0288 _refine_ls_wR_factor_ref 0.0454 _refine_ls_wR_factor_gt 0.0450 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _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 0.71289(3) 0.67888(3) 0.58750(2) 0.02291(8) Uani 1 1 d . . . P1 P 0.68104(18) 0.45801(14) 0.88644(11) 0.0292(3) Uani 1 1 d . . . O1 O 0.6901(4) 0.5801(3) 0.7741(2) 0.0350(9) Uani 1 1 d . . . O1W O 0.9241(4) 0.8066(3) 0.6236(3) 0.0418(10) Uani 1 1 d . . . H1WB H 0.9333 0.7660 0.6952 0.050 Uiso 1 1 d R . . H1WA H 0.8917 0.8962 0.6155 0.050 Uiso 1 1 d R . . O2 O 0.7312(4) 0.5070(3) 0.9826(3) 0.0412(9) Uani 1 1 d . . . H2A H 0.6433 0.5308 1.0107 0.062 Uiso 1 1 calc R . . O2W O 0.8681(4) 0.1032(3) 0.5792(3) 0.0523(11) Uani 1 1 d . . . H2WD H 0.8984 0.1831 0.5355 0.063 Uiso 1 1 d R . . H2WC H 0.7599 0.1189 0.5871 0.078 Uiso 1 1 d R . . O3 O 0.5079(4) 0.4087(3) 0.9048(3) 0.0375(9) Uani 1 1 d . . . O3W O 0.2402(5) 0.6806(4) 0.7376(3) 0.0810(15) Uani 1 1 d . . . H3WB H 0.2132 0.7739 0.7039 0.122 Uiso 1 1 d R . . H3WA H 0.2012 0.6391 0.6981 0.122 Uiso 1 1 d R . . O4 O 0.7205(4) -0.2476(3) 1.2055(3) 0.0420(10) Uani 1 1 d . . . H4A H 0.7605 -0.2718 1.2703 0.063 Uiso 1 1 calc R . . O5 O 0.6664(4) 0.4366(3) 0.6051(3) 0.0350(9) Uani 1 1 d . . . O6 O 0.5394(4) 0.3127(3) 0.5229(3) 0.0335(9) Uani 1 1 d . . . O7 O 0.8373(4) 0.6467(3) 0.4233(2) 0.0297(8) Uani 1 1 d . . . O8 O 1.0112(4) 0.4862(3) 0.3697(2) 0.0290(8) Uani 1 1 d . . . O9 O 0.6667(4) 0.9229(3) 0.4397(2) 0.0288(8) Uani 1 1 d . . . O10 O 0.5060(4) 1.1503(3) 0.3733(2) 0.0287(8) Uani 1 1 d . . . N1 N 0.6425(5) -0.1613(4) 0.9885(3) 0.0320(11) Uani 1 1 d . . . H1A H 0.6229 -0.2433 1.0384 0.038 Uiso 1 1 calc R . . C1 C 0.5989(7) -0.1311(6) 0.8821(4) 0.0418(15) Uani 1 1 d . . . H1C H 0.5496 -0.1972 0.8616 0.050 Uiso 1 1 calc R . . C2 C 0.6285(7) 0.0029(6) 0.8002(4) 0.0413(15) Uani 1 1 d . . . H2B H 0.6007 0.0260 0.7242 0.050 Uiso 1 1 calc R . . C3 C 0.6974(6) 0.0979(6) 0.8319(4) 0.0379(14) Uani 1 1 d . . . H3A H 0.7116 0.1881 0.7769 0.046 Uiso 1 1 calc R . . C4 C 0.7486(6) 0.0669(5) 0.9442(4) 0.0269(12) Uani 1 1 d . . . C5 C 0.8247(6) 0.1594(5) 0.9824(4) 0.0283(12) Uani 1 1 d . . . C6 C 0.8650(6) 0.1134(5) 1.0947(4) 0.0347(13) Uani 1 1 d . . . H6A H 0.9151 0.1747 1.1203 0.042 Uiso 1 1 calc R . . C7 C 0.8339(6) -0.0252(5) 1.1757(4) 0.0371(14) Uani 1 1 d . . . H7A H 0.8640 -0.0528 1.2520 0.045 Uiso 1 1 calc R . . C8 C 0.7603(6) -0.1156(5) 1.1401(4) 0.0289(13) Uani 1 1 d . . . C9 C 0.7164(6) -0.0711(5) 1.0243(4) 0.0256(12) Uani 1 1 d . . . C10 C 0.8545(6) 0.3075(5) 0.9014(4) 0.0350(13) Uani 1 1 d . . . H10A H 0.8716 0.3030 0.8278 0.042 Uiso 1 1 calc R . . H10B H 0.9602 0.3282 0.9264 0.042 Uiso 1 1 calc R . . C11 C 0.5598(6) 0.4269(5) 0.5379(4) 0.0271(12) Uani 1 1 d . . . C12 C 0.9571(6) 0.5380(5) 0.4394(4) 0.0252(12) Uani 1 1 d . . . C13 C 0.5511(6) 1.0205(5) 0.4458(4) 0.0238(12) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Gd1 0.02708(14) 0.01737(13) 0.02039(14) -0.00523(10) 0.00071(10) 0.00157(10) P1 0.0377(9) 0.0228(7) 0.0219(8) -0.0060(6) 0.0066(6) 0.0021(6) O1 0.047(2) 0.0251(19) 0.021(2) 0.0012(15) 0.0075(17) 0.0004(16) O1W 0.054(2) 0.028(2) 0.041(2) -0.0103(17) -0.0046(19) -0.0057(17) O2 0.042(2) 0.050(2) 0.035(2) -0.0222(18) 0.0071(18) -0.0025(18) O2W 0.052(3) 0.033(2) 0.065(3) -0.0111(19) 0.018(2) -0.0116(18) O3 0.038(2) 0.032(2) 0.039(2) -0.0117(16) 0.0113(17) -0.0039(16) O3W 0.069(3) 0.079(3) 0.070(3) -0.003(2) -0.018(3) -0.011(2) O4 0.054(2) 0.038(2) 0.021(2) 0.0044(17) -0.0029(18) -0.0120(18) O5 0.039(2) 0.0217(19) 0.037(2) -0.0061(16) -0.0151(18) -0.0008(16) O6 0.037(2) 0.0198(19) 0.042(2) -0.0121(16) -0.0073(17) 0.0010(16) O7 0.032(2) 0.0239(18) 0.0204(19) -0.0018(15) -0.0020(16) 0.0138(16) O8 0.033(2) 0.0279(19) 0.024(2) -0.0136(16) 0.0015(16) 0.0083(15) O9 0.030(2) 0.0230(18) 0.024(2) -0.0043(15) 0.0047(16) 0.0085(15) O10 0.040(2) 0.0146(17) 0.0203(19) 0.0027(14) 0.0024(16) 0.0015(15) N1 0.041(3) 0.022(2) 0.024(3) -0.001(2) 0.002(2) 0.002(2) C1 0.050(4) 0.042(3) 0.032(3) -0.015(3) -0.005(3) -0.003(3) C2 0.055(4) 0.042(4) 0.021(3) -0.007(3) 0.002(3) -0.006(3) C3 0.040(3) 0.034(3) 0.027(3) -0.001(3) 0.008(3) 0.003(3) C4 0.031(3) 0.022(3) 0.021(3) -0.006(2) 0.004(2) 0.006(2) C5 0.029(3) 0.022(3) 0.029(3) -0.007(2) 0.002(2) 0.001(2) C6 0.035(3) 0.033(3) 0.038(3) -0.019(3) 0.001(3) -0.001(2) C7 0.039(3) 0.034(3) 0.028(3) -0.003(3) 0.000(3) 0.001(3) C8 0.031(3) 0.024(3) 0.023(3) -0.001(2) 0.001(2) 0.000(2) C9 0.028(3) 0.022(3) 0.023(3) -0.007(2) 0.003(2) 0.000(2) C10 0.040(3) 0.029(3) 0.031(3) -0.007(2) 0.009(3) -0.004(3) C11 0.026(3) 0.022(3) 0.029(3) -0.006(2) 0.008(2) -0.006(2) C12 0.026(3) 0.023(3) 0.023(3) -0.004(2) 0.000(2) -0.006(2) C13 0.022(3) 0.031(3) 0.025(3) -0.017(2) -0.003(2) -0.006(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 Gd1 O1 2.235(3) . ? Gd1 O9 2.411(3) . ? Gd1 O10 2.403(3) 2_676 ? Gd1 O1W 2.389(3) . ? Gd1 O6 2.409(3) 2_666 ? Gd1 O8 2.415(3) 2_766 ? Gd1 O5 2.419(3) . ? Gd1 O7 2.429(3) . ? P1 O1 1.500(3) . ? P1 O3 1.506(3) . ? P1 O2 1.562(3) . ? P1 C10 1.800(4) . ? O1W H1WB 0.8500 . ? O1W H1WA 0.8500 . ? O2 H2A 0.8200 . ? O2W H2WD 0.8500 . ? O2W H2WC 0.8500 . ? O3W H3WB 0.8500 . ? O3W H3WA 0.8500 . ? O4 C8 1.347(5) . ? O4 H4A 0.8200 . ? O5 C11 1.243(5) . ? O6 C11 1.255(5) . ? O6 Gd1 2.409(3) 2_666 ? O7 C12 1.261(5) . ? O8 C12 1.235(5) . ? O8 Gd1 2.415(3) 2_766 ? O9 C13 1.240(5) . ? O10 C13 1.261(5) . ? O10 Gd1 2.403(3) 2_676 ? N1 C1 1.315(5) . ? N1 C9 1.355(6) . ? N1 H1A 0.8600 . ? C1 C2 1.401(6) . ? C1 H1C 0.9300 . ? C2 C3 1.345(7) . ? C2 H2B 0.9300 . ? C3 C4 1.399(6) . ? C3 H3A 0.9300 . ? C4 C9 1.426(6) . ? C4 C5 1.403(6) . ? C5 C6 1.357(6) . ? C5 C10 1.498(6) . ? C6 C7 1.433(6) . ? C6 H6A 0.9300 . ? C7 C8 1.354(6) . ? C7 H7A 0.9300 . ? C8 C9 1.405(6) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C11 1.554(8) 2_666 ? C12 C12 1.544(8) 2_766 ? C13 C13 1.554(9) 2_676 ? 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 O9 137.09(11) . . ? O1 Gd1 O10 74.61(10) . 2_676 ? O9 Gd1 O10 67.21(10) . 2_676 ? O1 Gd1 O1W 87.20(11) . . ? O9 Gd1 O1W 73.04(10) . . ? O10 Gd1 O1W 88.13(11) 2_676 . ? O1 Gd1 O6 114.26(11) . 2_666 ? O9 Gd1 O6 75.46(10) . 2_666 ? O10 Gd1 O6 76.43(11) 2_676 2_666 ? O1W Gd1 O6 148.29(10) . 2_666 ? O1 Gd1 O8 84.18(10) . 2_766 ? O9 Gd1 O8 122.89(10) . 2_766 ? O10 Gd1 O8 151.92(10) 2_676 2_766 ? O1W Gd1 O8 72.40(11) . 2_766 ? O6 Gd1 O8 130.07(11) 2_666 2_766 ? O1 Gd1 O5 81.39(11) . . ? O9 Gd1 O5 135.79(10) . . ? O10 Gd1 O5 122.08(11) 2_676 . ? O1W Gd1 O5 142.70(10) . . ? O6 Gd1 O5 66.92(9) 2_666 . ? O8 Gd1 O5 71.19(10) 2_766 . ? O1 Gd1 O7 147.02(10) . . ? O9 Gd1 O7 74.60(10) . . ? O10 Gd1 O7 137.94(9) 2_676 . ? O1W Gd1 O7 97.25(11) . . ? O6 Gd1 O7 77.58(11) 2_666 . ? O8 Gd1 O7 66.43(9) 2_766 . ? O5 Gd1 O7 75.37(11) . . ? O1 P1 O3 114.09(18) . . ? O1 P1 O2 109.4(2) . . ? O3 P1 O2 110.2(2) . . ? O1 P1 C10 108.0(2) . . ? O3 P1 C10 112.1(2) . . ? O2 P1 C10 102.5(2) . . ? P1 O1 Gd1 155.7(2) . . ? Gd1 O1W H1WB 99.0 . . ? Gd1 O1W H1WA 118.1 . . ? H1WB O1W H1WA 99.4 . . ? P1 O2 H2A 109.5 . . ? H2WD O2W H2WC 109.5 . . ? H3WB O3W H3WA 109.5 . . ? C8 O4 H4A 109.5 . . ? C11 O5 Gd1 119.0(3) . . ? C11 O6 Gd1 119.0(3) . 2_666 ? C12 O7 Gd1 118.1(3) . . ? C12 O8 Gd1 118.5(3) . 2_766 ? C13 O9 Gd1 119.9(3) . . ? C13 O10 Gd1 120.0(3) . 2_676 ? C1 N1 C9 124.0(4) . . ? C1 N1 H1A 118.0 . . ? C9 N1 H1A 118.0 . . ? N1 C1 C2 118.5(5) . . ? N1 C1 H1C 120.7 . . ? C2 C1 H1C 120.7 . . ? C3 C2 C1 119.7(5) . . ? C3 C2 H2B 120.2 . . ? C1 C2 H2B 120.2 . . ? C2 C3 C4 122.9(5) . . ? C2 C3 H3A 118.6 . . ? C4 C3 H3A 118.6 . . ? C3 C4 C9 115.3(5) . . ? C3 C4 C5 125.7(4) . . ? C9 C4 C5 119.1(4) . . ? C6 C5 C4 118.3(4) . . ? C6 C5 C10 121.1(5) . . ? C4 C5 C10 120.6(4) . . ? C5 C6 C7 123.1(5) . . ? C5 C6 H6A 118.5 . . ? C7 C6 H6A 118.5 . . ? C8 C7 C6 119.3(5) . . ? C8 C7 H7A 120.3 . . ? C6 C7 H7A 120.3 . . ? O4 C8 C7 126.4(5) . . ? O4 C8 C9 114.5(4) . . ? C7 C8 C9 119.1(4) . . ? N1 C9 C8 119.1(4) . . ? N1 C9 C4 119.6(4) . . ? C8 C9 C4 121.2(5) . . ? C5 C10 P1 114.4(3) . . ? C5 C10 H10A 108.7 . . ? P1 C10 H10A 108.7 . . ? C5 C10 H10B 108.7 . . ? P1 C10 H10B 108.7 . . ? H10A C10 H10B 107.6 . . ? O5 C11 O6 127.4(4) . . ? O5 C11 C11 116.5(6) . 2_666 ? O6 C11 C11 116.1(6) . 2_666 ? O8 C12 O7 127.2(4) . . ? O8 C12 C12 117.3(5) . 2_766 ? O7 C12 C12 115.5(5) . 2_766 ? O9 C13 O10 127.3(4) . . ? O9 C13 C13 116.9(5) . 2_676 ? O10 C13 C13 115.8(5) . 2_676 ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.788 _refine_diff_density_min -0.686 _refine_diff_density_rms 0.110 # Attachment '- Tb.cif' data_dy _database_code_depnum_ccdc_archive 'CCDC 810425' #TrackingRef '- Tb.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H16 N O13 P Tb' _chemical_formula_weight 584.16 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' P P 0.1023 0.0942 '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 Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.8354(13) _cell_length_b 9.9100(17) _cell_length_c 12.852(2) _cell_angle_alpha 67.780(3) _cell_angle_beta 89.721(3) _cell_angle_gamma 80.236(3) _cell_volume 908.5(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3230 _cell_measurement_theta_min 2.252 _cell_measurement_theta_max 27.99 _exptl_crystal_description blocky _exptl_crystal_colour yellow _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.135 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 570 _exptl_absorpt_coefficient_mu 4.053 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.670 _exptl_absorpt_correction_T_max 0.774 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Aepex 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 4551 _diffrn_reflns_av_R_equivalents 0.0277 _diffrn_reflns_av_sigmaI/netI 0.0592 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 24.99 _reflns_number_total 3133 _reflns_number_gt 2722 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0070P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3133 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0336 _refine_ls_R_factor_gt 0.0287 _refine_ls_wR_factor_ref 0.0511 _refine_ls_wR_factor_gt 0.0506 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Tb1 Tb 0.71247(3) 0.67889(3) 0.58671(2) 0.02144(8) Uani 1 1 d . . . P1 P 0.68091(19) 0.45909(15) 0.88467(11) 0.0272(3) Uani 1 1 d . . . O1 O 0.6898(5) 0.5809(4) 0.7718(3) 0.0350(10) Uani 1 1 d . . . O1W O 0.9247(4) 0.8060(4) 0.6223(3) 0.0398(10) Uani 1 1 d . . . H1WB H 0.9339 0.7653 0.6940 0.048 Uiso 1 1 d R . . H1WA H 0.8923 0.8955 0.6143 0.048 Uiso 1 1 d R . . O2 O 0.7307(5) 0.5102(4) 0.9804(3) 0.0405(10) Uani 1 1 d . . . H2A H 0.6424 0.5342 1.0086 0.061 Uiso 1 1 calc R . . O2W O 0.8689(5) 0.1023(4) 0.5798(3) 0.0490(11) Uani 1 1 d . . . H2WD H 0.8993 0.1821 0.5361 0.059 Uiso 1 1 d R . . H2WC H 0.7608 0.1179 0.5877 0.073 Uiso 1 1 d R . . O3 O 0.5074(4) 0.4110(4) 0.9035(3) 0.0344(9) Uani 1 1 d . . . O3W O 0.2379(5) 0.6794(5) 0.7377(3) 0.0758(15) Uani 1 1 d . . . H3WB H 0.2109 0.7728 0.7040 0.114 Uiso 1 1 d R . . H3WA H 0.1989 0.6380 0.6981 0.114 Uiso 1 1 d R . . O4 O 0.7198(5) -0.2468(4) 1.2063(3) 0.0394(10) Uani 1 1 d . . . H4A H 0.7600 -0.2705 1.2708 0.059 Uiso 1 1 calc R . . O5 O 0.6670(5) 0.4361(3) 0.6050(3) 0.0342(10) Uani 1 1 d . . . O6 O 0.5397(4) 0.3118(3) 0.5232(3) 0.0313(9) Uani 1 1 d . . . O7 O 0.8360(4) 0.6471(4) 0.4233(3) 0.0295(9) Uani 1 1 d . . . O8 O 1.0123(4) 0.4869(4) 0.3692(3) 0.0270(8) Uani 1 1 d . . . O9 O 0.6675(4) 0.9214(3) 0.4401(3) 0.0271(8) Uani 1 1 d . . . O10 O 0.5061(4) 1.1503(3) 0.3744(3) 0.0262(8) Uani 1 1 d . . . N1 N 0.6431(5) -0.1620(4) 0.9888(3) 0.0315(11) Uani 1 1 d . . . H1A H 0.6232 -0.2436 1.0386 0.038 Uiso 1 1 calc R . . C1 C 0.6009(7) -0.1318(6) 0.8823(4) 0.0369(15) Uani 1 1 d . . . H1C H 0.5541 -0.1989 0.8615 0.044 Uiso 1 1 calc R . . C2 C 0.6276(7) 0.0022(6) 0.8015(4) 0.0396(15) Uani 1 1 d . . . H2B H 0.5960 0.0258 0.7261 0.048 Uiso 1 1 calc R . . C3 C 0.6986(7) 0.0978(6) 0.8311(4) 0.0358(14) Uani 1 1 d . . . H3A H 0.7156 0.1867 0.7759 0.043 Uiso 1 1 calc R . . C4 C 0.7474(6) 0.0659(5) 0.9434(4) 0.0248(12) Uani 1 1 d . . . C5 C 0.8244(7) 0.1593(5) 0.9820(4) 0.0281(13) Uani 1 1 d . . . C6 C 0.8649(7) 0.1140(6) 1.0952(4) 0.0320(14) Uani 1 1 d . . . H6A H 0.9146 0.1757 1.1206 0.038 Uiso 1 1 calc R . . C7 C 0.8342(7) -0.0222(6) 1.1748(4) 0.0364(15) Uani 1 1 d . . . H7A H 0.8650 -0.0491 1.2507 0.044 Uiso 1 1 calc R . . C8 C 0.7593(7) -0.1146(5) 1.1405(4) 0.0270(13) Uani 1 1 d . . . C9 C 0.7166(6) -0.0703(5) 1.0237(4) 0.0250(12) Uani 1 1 d . . . C10 C 0.8542(7) 0.3092(5) 0.9003(4) 0.0299(13) Uani 1 1 d . . . H10A H 0.8726 0.3041 0.8271 0.036 Uiso 1 1 calc R . . H10B H 0.9594 0.3301 0.9258 0.036 Uiso 1 1 calc R . . C11 C 0.5599(7) 0.4268(5) 0.5379(4) 0.0273(13) Uani 1 1 d . . . C12 C 0.9567(6) 0.5381(5) 0.4393(4) 0.0221(12) Uani 1 1 d . . . C13 C 0.5528(6) 1.0191(5) 0.4466(4) 0.0222(12) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Tb1 0.02579(15) 0.01529(13) 0.01990(14) -0.00482(10) 0.00025(10) 0.00057(10) P1 0.0344(9) 0.0205(7) 0.0214(8) -0.0045(6) 0.0053(6) 0.0006(7) O1 0.045(2) 0.023(2) 0.024(2) 0.0022(17) 0.0057(18) 0.0003(18) O1W 0.047(3) 0.026(2) 0.042(2) -0.0078(18) -0.0065(19) -0.0087(19) O2 0.042(3) 0.049(3) 0.033(2) -0.022(2) 0.0041(19) -0.002(2) O2W 0.050(3) 0.035(2) 0.058(3) -0.010(2) 0.014(2) -0.013(2) O3 0.034(2) 0.031(2) 0.039(2) -0.0150(18) 0.0093(18) -0.0048(18) O3W 0.060(3) 0.077(3) 0.068(3) -0.002(3) -0.016(3) -0.012(3) O4 0.054(3) 0.030(2) 0.020(2) 0.0073(17) -0.0078(18) -0.010(2) O5 0.042(2) 0.0186(19) 0.035(2) -0.0032(17) -0.0156(18) -0.0021(18) O6 0.033(2) 0.019(2) 0.040(2) -0.0110(17) -0.0030(18) -0.0027(17) O7 0.034(2) 0.023(2) 0.021(2) -0.0028(16) -0.0020(16) 0.0104(18) O8 0.029(2) 0.031(2) 0.021(2) -0.0139(17) -0.0018(16) 0.0048(17) O9 0.032(2) 0.022(2) 0.0209(19) -0.0041(16) 0.0055(16) 0.0015(17) O10 0.035(2) 0.0154(18) 0.0215(19) -0.0019(15) 0.0027(16) -0.0004(16) N1 0.041(3) 0.020(2) 0.025(3) -0.002(2) 0.000(2) -0.003(2) C1 0.046(4) 0.035(3) 0.030(3) -0.015(3) -0.003(3) -0.001(3) C2 0.054(4) 0.038(4) 0.022(3) -0.008(3) 0.000(3) -0.002(3) C3 0.042(4) 0.028(3) 0.026(3) -0.001(3) 0.004(3) 0.000(3) C4 0.028(3) 0.018(3) 0.020(3) -0.002(2) 0.002(2) 0.004(2) C5 0.027(3) 0.018(3) 0.032(3) -0.004(2) 0.002(3) 0.004(2) C6 0.035(4) 0.028(3) 0.035(3) -0.014(3) 0.000(3) -0.006(3) C7 0.039(4) 0.034(3) 0.027(3) -0.004(3) 0.000(3) -0.001(3) C8 0.029(3) 0.023(3) 0.019(3) 0.001(2) 0.000(2) 0.003(3) C9 0.026(3) 0.021(3) 0.024(3) -0.007(2) 0.001(2) 0.002(2) C10 0.034(3) 0.022(3) 0.029(3) -0.005(2) 0.009(3) -0.006(3) C11 0.029(3) 0.020(3) 0.029(3) -0.005(2) 0.006(3) -0.001(2) C12 0.023(3) 0.022(3) 0.020(3) -0.005(2) -0.002(2) -0.007(2) C13 0.024(3) 0.024(3) 0.022(3) -0.013(3) -0.003(2) -0.006(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Tb1 O1 2.223(3) . ? Tb1 O10 2.387(3) 2_676 ? Tb1 O1W 2.391(3) . ? Tb1 O9 2.397(3) . ? Tb1 O6 2.403(3) 2_666 ? Tb1 O8 2.404(3) 2_766 ? Tb1 O7 2.413(3) . ? Tb1 O5 2.416(3) . ? P1 O3 1.504(4) . ? P1 O1 1.506(3) . ? P1 O2 1.570(4) . ? P1 C10 1.784(5) . ? O1W H1WB 0.8522 . ? O1W H1WA 0.8467 . ? O2 H2A 0.8200 . ? O2W H2WD 0.8514 . ? O2W H2WC 0.8479 . ? O3W H3WB 0.8486 . ? O3W H3WA 0.8501 . ? O4 C8 1.350(5) . ? O4 H4A 0.8200 . ? O5 C11 1.244(6) . ? O6 C11 1.259(6) . ? O6 Tb1 2.403(3) 2_666 ? O7 C12 1.261(6) . ? O8 C12 1.236(6) . ? O8 Tb1 2.404(3) 2_766 ? O9 C13 1.232(6) . ? O10 C13 1.271(5) . ? O10 Tb1 2.387(3) 2_676 ? N1 C1 1.316(6) . ? N1 C9 1.359(6) . ? N1 H1A 0.8600 . ? C1 C2 1.391(7) . ? C1 H1C 0.9300 . ? C2 C3 1.344(7) . ? C2 H2B 0.9300 . ? C3 C4 1.396(6) . ? C3 H3A 0.9300 . ? C4 C9 1.414(6) . ? C4 C5 1.416(7) . ? C5 C6 1.371(6) . ? C5 C10 1.516(6) . ? C6 C7 1.410(7) . ? C6 H6A 0.9300 . ? C7 C8 1.367(7) . ? C7 H7A 0.9300 . ? C8 C9 1.419(6) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C11 1.553(9) 2_666 ? C12 C12 1.553(9) 2_766 ? C13 C13 1.553(9) 2_676 ? 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 O10 74.70(11) . 2_676 ? O1 Tb1 O1W 87.37(12) . . ? O10 Tb1 O1W 88.44(12) 2_676 . ? O1 Tb1 O9 137.30(12) . . ? O10 Tb1 O9 67.45(11) 2_676 . ? O1W Tb1 O9 72.91(11) . . ? O1 Tb1 O6 114.28(12) . 2_666 ? O10 Tb1 O6 76.28(11) 2_676 2_666 ? O1W Tb1 O6 148.25(11) . 2_666 ? O9 Tb1 O6 75.54(11) . 2_666 ? O1 Tb1 O8 83.63(12) . 2_766 ? O10 Tb1 O8 151.51(11) 2_676 2_766 ? O1W Tb1 O8 72.06(12) . 2_766 ? O9 Tb1 O8 122.95(11) . 2_766 ? O6 Tb1 O8 130.52(11) 2_666 2_766 ? O1 Tb1 O7 147.25(12) . . ? O10 Tb1 O7 137.63(10) 2_676 . ? O1W Tb1 O7 96.97(12) . . ? O9 Tb1 O7 74.12(11) . . ? O6 Tb1 O7 77.51(12) 2_666 . ? O8 Tb1 O7 67.20(10) 2_766 . ? O1 Tb1 O5 81.08(12) . . ? O10 Tb1 O5 122.01(12) 2_676 . ? O1W Tb1 O5 142.39(12) . . ? O9 Tb1 O5 136.08(11) . . ? O6 Tb1 O5 67.24(11) 2_666 . ? O8 Tb1 O5 71.16(11) 2_766 . ? O7 Tb1 O5 75.78(12) . . ? O3 P1 O1 114.1(2) . . ? O3 P1 O2 109.9(2) . . ? O1 P1 O2 109.2(2) . . ? O3 P1 C10 112.5(2) . . ? O1 P1 C10 108.1(2) . . ? O2 P1 C10 102.4(2) . . ? P1 O1 Tb1 156.1(2) . . ? Tb1 O1W H1WB 98.8 . . ? Tb1 O1W H1WA 117.9 . . ? H1WB O1W H1WA 99.5 . . ? P1 O2 H2A 109.5 . . ? H2WD O2W H2WC 109.7 . . ? H3WB O3W H3WA 109.3 . . ? C8 O4 H4A 109.5 . . ? C11 O5 Tb1 118.7(3) . . ? C11 O6 Tb1 118.8(3) . 2_666 ? C12 O7 Tb1 117.8(3) . . ? C12 O8 Tb1 118.1(3) . 2_766 ? C13 O9 Tb1 119.5(3) . . ? C13 O10 Tb1 120.5(3) . 2_676 ? C1 N1 C9 123.2(4) . . ? C1 N1 H1A 118.4 . . ? C9 N1 H1A 118.4 . . ? N1 C1 C2 118.8(5) . . ? N1 C1 H1C 120.6 . . ? C2 C1 H1C 120.6 . . ? C3 C2 C1 120.7(5) . . ? C3 C2 H2B 119.7 . . ? C1 C2 H2B 119.7 . . ? C2 C3 C4 121.2(5) . . ? C2 C3 H3A 119.4 . . ? C4 C3 H3A 119.4 . . ? C3 C4 C9 116.8(5) . . ? C3 C4 C5 124.9(5) . . ? C9 C4 C5 118.3(4) . . ? C6 C5 C4 118.6(5) . . ? C6 C5 C10 120.7(5) . . ? C4 C5 C10 120.6(4) . . ? C5 C6 C7 122.8(5) . . ? C5 C6 H6A 118.6 . . ? C7 C6 H6A 118.6 . . ? C8 C7 C6 120.1(5) . . ? C8 C7 H7A 120.0 . . ? C6 C7 H7A 120.0 . . ? O4 C8 C7 127.0(4) . . ? O4 C8 C9 114.8(5) . . ? C7 C8 C9 118.1(5) . . ? N1 C9 C4 119.4(4) . . ? N1 C9 C8 118.6(4) . . ? C4 C9 C8 122.1(5) . . ? C5 C10 P1 114.5(4) . . ? C5 C10 H10A 108.6 . . ? P1 C10 H10A 108.6 . . ? C5 C10 H10B 108.6 . . ? P1 C10 H10B 108.6 . . ? H10A C10 H10B 107.6 . . ? O5 C11 O6 127.1(4) . . ? O5 C11 C11 116.8(6) . 2_666 ? O6 C11 C11 116.1(6) . 2_666 ? O8 C12 O7 127.0(4) . . ? O8 C12 C12 117.4(6) . 2_766 ? O7 C12 C12 115.6(6) . 2_766 ? O9 C13 O10 127.7(5) . . ? O9 C13 C13 118.0(5) . 2_676 ? O10 C13 C13 114.3(6) . 2_676 ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 1.112 _refine_diff_density_min -0.684 _refine_diff_density_rms 0.119