# Supplementary Material (ESI) for New Journal of Chemistry # This journal is (c) The Royal Society of Chemistry and The Centre National de la Recherche Scientifique, 2010 data_global _journal_name_full 'New J.Chem.' _journal_coden_Cambridge 0440 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Zhen-Gang Sun' _publ_contact_author_email szg188@163.com _publ_section_title ; Synthesis, crystal structure and luminescence properties of eight new lanthanide carboxyphosphonates with a 3D framework structure ; loop_ _publ_author_name 'Na Zhang.' 'Zhen-Gang Sun.' 'Jing Zhang.' 'Lei Liu.' 'Cuiying Huang.' X.Lu ; Weinan Wang ; 'Fei Tong.' # Attachment '705906.cif.txt' data_szg106 _database_code_depnum_ccdc_archive 'CCDC 705906' #TrackingRef '705906.cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C7 H19 Ce N O9 P' _chemical_formula_weight 432.32 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' Ce Ce -0.2486 2.6331 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 5.6906(8) _cell_length_b 12.8000(18) _cell_length_c 21.550(3) _cell_angle_alpha 90.00 _cell_angle_beta 95.392(2) _cell_angle_gamma 90.00 _cell_volume 1562.7(4) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 1711 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 24.10 _exptl_crystal_description block _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.838 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 852 _exptl_absorpt_coefficient_mu 3.050 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7036 _exptl_absorpt_correction_T_max 0.8526 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'Smart Apex II CCD' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 8592 _diffrn_reflns_av_R_equivalents 0.0576 _diffrn_reflns_av_sigmaI/netI 0.0740 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 26.50 _reflns_number_total 3199 _reflns_number_gt 2233 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1038P)^2^+11.5165P] 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 3199 _refine_ls_number_parameters 172 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0982 _refine_ls_R_factor_gt 0.0643 _refine_ls_wR_factor_ref 0.1954 _refine_ls_wR_factor_gt 0.1733 _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_restrained_S_all 1.082 _refine_ls_shift/su_max 0.003 _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 Ce1 Ce 0.36845(11) 0.85624(5) 1.03100(3) 0.0238(2) Uani 1 1 d . . . P1 P 0.0954(5) 0.9750(2) 0.91596(12) 0.0230(6) Uani 1 1 d . . . O1 O 0.3155(13) 1.0183(6) 0.9540(3) 0.0255(17) Uani 1 1 d . . . O2 O 0.0416(13) 0.8709(6) 0.9450(3) 0.0274(17) Uani 1 1 d . . . O3 O -0.1091(13) 1.0478(7) 0.9079(3) 0.0316(18) Uani 1 1 d . . . O4 O -0.2986(16) 0.7641(7) 0.5768(4) 0.041(2) Uani 1 1 d . . . O5 O -0.4990(16) 0.6882(8) 0.6451(4) 0.041(2) Uani 1 1 d . . . O6 O 0.5922(15) 0.8055(8) 0.9421(4) 0.042(2) Uani 1 1 d . . . H6C H 0.6486 0.7472 0.9490 0.063 Uiso 1 1 d R . . H6D H 0.4923 0.8050 0.9089 0.063 Uiso 1 1 d R . . O7 O 0.1441(17) 0.6930(8) 1.0360(5) 0.054(3) Uani 1 1 d . . . H7A H 0.2093 0.6573 1.0662 0.080 Uiso 1 1 d R . . H7B H 0.0004 0.7067 1.0426 0.080 Uiso 1 1 d R . . O1W O 0.5414(10) 0.6040(4) 0.8647(2) 0.0064(12) Uani 1 1 d U . . H1WA H 0.6441 0.5620 0.8809 0.010 Uiso 1 1 d R . . H1WB H 0.4098 0.5744 0.8528 0.010 Uiso 1 1 d R . . O2W O 0.2981(19) 0.5698(9) 0.7329(5) 0.063(3) Uani 1 1 d U . . H2WA H 0.1992 0.5963 0.7045 0.094 Uiso 1 1 d R . . H2WB H 0.4372 0.5682 0.7201 0.094 Uiso 1 1 d R . . N1 N 0.0260(15) 0.9155(7) 0.7891(4) 0.025(2) Uani 1 1 d . . . C1 C 0.2029(18) 0.9545(9) 0.8389(5) 0.028(3) Uani 1 1 d . . . H1A H 0.2654 1.0202 0.8252 0.033 Uiso 1 1 calc R . . H1B H 0.3327 0.9052 0.8436 0.033 Uiso 1 1 calc R . . C2 C 0.115(3) 0.9262(13) 0.7276(5) 0.047(4) Uani 1 1 d . . . H2A H 0.2576 0.8851 0.7269 0.057 Uiso 1 1 calc R . . H2B H 0.1555 0.9987 0.7212 0.057 Uiso 1 1 calc R . . C3 C -0.063(2) 0.8912(11) 0.6743(5) 0.037(3) Uani 1 1 d . . . H3B H -0.1975 0.9379 0.6713 0.044 Uiso 1 1 calc R . . H3A H 0.0096 0.8951 0.6354 0.044 Uiso 1 1 calc R . . C4 C -0.148(2) 0.7782(9) 0.6841(5) 0.029(2) Uani 1 1 d . . . H4A H -0.0098 0.7324 0.6839 0.034 Uiso 1 1 calc R . . C5 C -0.233(3) 0.7708(12) 0.7471(6) 0.051(4) Uani 1 1 d . . . H5A H -0.2767 0.6990 0.7547 0.061 Uiso 1 1 calc R . . H5B H -0.3732 0.8135 0.7482 0.061 Uiso 1 1 calc R . . C6 C -0.049(3) 0.8060(11) 0.7992(6) 0.042(3) Uani 1 1 d . . . H6B H -0.1144 0.8009 0.8390 0.050 Uiso 1 1 calc R . . H6A H 0.0879 0.7604 0.8004 0.050 Uiso 1 1 calc R . . C7 C -0.323(2) 0.7431(9) 0.6330(5) 0.030(3) 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 Ce1 0.0221(4) 0.0309(4) 0.0176(3) 0.0011(3) -0.0019(2) 0.0016(3) P1 0.0200(14) 0.0319(16) 0.0165(13) -0.0013(11) -0.0018(11) 0.0032(12) O1 0.027(4) 0.033(4) 0.014(3) -0.003(3) -0.009(3) -0.002(3) O2 0.023(4) 0.038(5) 0.021(4) 0.002(3) -0.001(3) -0.002(3) O3 0.027(4) 0.047(5) 0.020(4) -0.002(4) 0.000(3) 0.006(4) O4 0.048(5) 0.049(6) 0.027(5) -0.008(4) 0.004(4) -0.020(4) O5 0.047(5) 0.051(5) 0.024(4) -0.006(4) -0.006(4) -0.020(5) O6 0.034(5) 0.055(6) 0.036(5) -0.004(4) -0.004(4) 0.007(4) O7 0.050(6) 0.055(6) 0.055(6) 0.017(5) 0.002(5) -0.009(5) O1W 0.0077(14) 0.0071(14) 0.0046(14) -0.0041(9) 0.0007(9) -0.0033(9) O2W 0.063(3) 0.063(3) 0.063(3) 0.0003(10) 0.0055(10) -0.0011(10) N1 0.024(5) 0.032(5) 0.021(5) -0.003(4) 0.002(4) -0.012(4) C1 0.018(5) 0.033(6) 0.031(6) -0.011(5) 0.003(5) -0.003(5) C2 0.057(9) 0.068(10) 0.017(6) -0.011(6) 0.006(6) -0.027(8) C3 0.043(7) 0.051(8) 0.015(5) -0.006(5) -0.005(5) -0.015(6) C4 0.033(6) 0.028(6) 0.023(6) -0.006(5) -0.007(5) 0.001(5) C5 0.055(9) 0.070(10) 0.027(7) -0.004(7) 0.002(6) -0.043(8) C6 0.054(8) 0.048(8) 0.022(6) 0.010(6) -0.008(6) -0.010(7) C7 0.037(7) 0.022(6) 0.029(6) 0.000(5) -0.004(5) 0.002(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ce1 O1 2.410(7) 3_677 ? Ce1 O3 2.406(8) 3_577 ? Ce1 O7 2.456(10) . ? Ce1 O6 2.484(9) . ? Ce1 O2 2.507(8) . ? Ce1 O4 2.566(8) 4_676 ? Ce1 O1 2.656(8) . ? Ce1 O5 2.567(8) 4_676 ? Ce1 C7 2.967(12) 4_676 ? Ce1 P1 3.185(3) . ? Ce1 Ce1 4.2362(13) 3_677 ? P1 O2 1.514(8) . ? P1 O3 1.488(8) . ? P1 O1 1.534(7) . ? P1 C1 1.841(11) . ? O1 Ce1 2.410(7) 3_677 ? O3 Ce1 2.406(8) 3_577 ? O4 C7 1.263(14) . ? O4 Ce1 2.566(8) 4_475 ? O5 C7 1.268(14) . ? O5 Ce1 2.567(8) 4_475 ? O6 H6C 0.8200 . ? O6 H6D 0.8718 . ? O7 H7A 0.8523 . ? O7 H7B 0.8614 . ? O1W H1WA 0.8450 . ? O1W H1WB 0.8569 . ? O2W H2WA 0.8616 . ? O2W H2WB 0.8623 . ? N1 C6 1.486(16) . ? N1 C2 1.469(14) . ? N1 C1 1.487(13) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C3 1.525(16) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.546(17) . ? C3 H3B 0.9700 . ? C3 H3A 0.9700 . ? C4 C5 1.487(16) . ? C4 C7 1.486(16) . ? C4 H4A 0.9800 . ? C5 C6 1.531(17) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 H6B 0.9700 . ? C6 H6A 0.9700 . ? C7 Ce1 2.967(12) 4_475 ? 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 Ce1 O3 94.3(3) 3_677 3_577 ? O1 Ce1 O7 161.0(3) 3_677 . ? O3 Ce1 O7 93.6(3) 3_577 . ? O1 Ce1 O6 81.3(3) 3_677 . ? O3 Ce1 O6 160.2(3) 3_577 . ? O7 Ce1 O6 96.7(3) . . ? O1 Ce1 O2 122.8(2) 3_677 . ? O3 Ce1 O2 85.2(3) 3_577 . ? O7 Ce1 O2 75.1(3) . . ? O6 Ce1 O2 81.2(3) . . ? O1 Ce1 O4 80.4(3) 3_677 4_676 ? O3 Ce1 O4 124.4(3) 3_577 4_676 ? O7 Ce1 O4 80.8(3) . 4_676 ? O6 Ce1 O4 74.1(3) . 4_676 ? O2 Ce1 O4 143.0(3) . 4_676 ? O1 Ce1 O1 66.6(3) 3_677 . ? O3 Ce1 O1 84.5(3) 3_577 . ? O7 Ce1 O1 131.5(3) . . ? O6 Ce1 O1 76.0(3) . . ? O2 Ce1 O1 56.4(2) . . ? O4 Ce1 O1 138.2(3) 4_676 . ? O1 Ce1 O5 82.6(3) 3_677 4_676 ? O3 Ce1 O5 74.3(3) 3_577 4_676 ? O7 Ce1 O5 82.9(3) . 4_676 ? O6 Ce1 O5 123.7(3) . 4_676 ? O2 Ce1 O5 148.9(3) . 4_676 ? O4 Ce1 O5 50.1(3) 4_676 4_676 ? O1 Ce1 O5 141.0(3) . 4_676 ? O1 Ce1 C7 78.7(3) 3_677 4_676 ? O3 Ce1 C7 99.4(3) 3_577 4_676 ? O7 Ce1 C7 82.9(3) . 4_676 ? O6 Ce1 C7 98.6(3) . 4_676 ? O2 Ce1 C7 157.8(3) . 4_676 ? O4 Ce1 C7 25.1(3) 4_676 4_676 ? O1 Ce1 C7 145.3(3) . 4_676 ? O5 Ce1 C7 25.2(3) 4_676 4_676 ? O1 Ce1 P1 95.17(18) 3_677 . ? O3 Ce1 P1 84.44(19) 3_577 . ? O7 Ce1 P1 102.8(2) . . ? O6 Ce1 P1 76.9(2) . . ? O2 Ce1 P1 27.72(18) . . ? O4 Ce1 P1 150.93(19) 4_676 . ? O1 Ce1 P1 28.67(16) . . ? O5 Ce1 P1 158.3(2) 4_676 . ? C7 Ce1 P1 172.9(2) 4_676 . ? O1 Ce1 Ce1 35.14(17) 3_677 3_677 ? O3 Ce1 Ce1 89.0(2) 3_577 3_677 ? O7 Ce1 Ce1 162.4(2) . 3_677 ? O6 Ce1 Ce1 76.2(2) . 3_677 ? O2 Ce1 Ce1 87.78(18) . 3_677 ? O4 Ce1 Ce1 111.9(2) 4_676 3_677 ? O1 Ce1 Ce1 31.48(15) . 3_677 ? O5 Ce1 Ce1 114.4(2) 4_676 3_677 ? C7 Ce1 Ce1 113.8(2) 4_676 3_677 ? P1 Ce1 Ce1 60.08(6) . 3_677 ? O2 P1 O3 114.4(5) . . ? O2 P1 O1 106.5(4) . . ? O3 P1 O1 115.2(5) . . ? O2 P1 C1 110.1(5) . . ? O3 P1 C1 107.8(5) . . ? O1 P1 C1 102.1(5) . . ? O2 P1 Ce1 50.4(3) . . ? O3 P1 Ce1 135.1(3) . . ? O1 P1 Ce1 56.2(3) . . ? C1 P1 Ce1 117.1(4) . . ? P1 O1 Ce1 150.9(4) . 3_677 ? P1 O1 Ce1 95.2(4) . . ? Ce1 O1 Ce1 113.4(3) 3_677 . ? P1 O2 Ce1 101.9(4) . . ? P1 O3 Ce1 140.3(4) . 3_577 ? C7 O4 Ce1 95.5(7) . 4_475 ? C7 O5 Ce1 95.3(7) . 4_475 ? Ce1 O6 H6C 108.6 . . ? Ce1 O6 H6D 107.1 . . ? H6C O6 H6D 110.9 . . ? Ce1 O7 H7A 107.4 . . ? Ce1 O7 H7B 109.8 . . ? H7A O7 H7B 109.5 . . ? H1WA O1W H1WB 113.1 . . ? H2WA O2W H2WB 109.9 . . ? C6 N1 C2 110.3(10) . . ? C6 N1 C1 113.2(9) . . ? C2 N1 C1 110.7(9) . . ? N1 C1 P1 116.0(7) . . ? N1 C1 H1A 108.3 . . ? P1 C1 H1A 108.3 . . ? N1 C1 H1B 108.3 . . ? P1 C1 H1B 108.3 . . ? H1A C1 H1B 107.4 . . ? N1 C2 C3 113.2(10) . . ? N1 C2 H2A 108.9 . . ? C3 C2 H2A 108.9 . . ? N1 C2 H2B 108.9 . . ? C3 C2 H2B 108.9 . . ? H2A C2 H2B 107.8 . . ? C4 C3 C2 111.4(10) . . ? C4 C3 H3B 109.3 . . ? C2 C3 H3B 109.3 . . ? C4 C3 H3A 109.3 . . ? C2 C3 H3A 109.3 . . ? H3B C3 H3A 108.0 . . ? C3 C4 C5 108.6(10) . . ? C3 C4 C7 112.2(9) . . ? C5 C4 C7 113.8(10) . . ? C3 C4 H4A 107.3 . . ? C5 C4 H4A 107.3 . . ? C7 C4 H4A 107.3 . . ? C4 C5 C6 113.0(11) . . ? C4 C5 H5A 109.0 . . ? C6 C5 H5A 109.0 . . ? C4 C5 H5B 109.0 . . ? C6 C5 H5B 109.0 . . ? H5A C5 H5B 107.8 . . ? N1 C6 C5 110.9(10) . . ? N1 C6 H6B 109.5 . . ? C5 C6 H6B 109.5 . . ? N1 C6 H6A 109.5 . . ? C5 C6 H6A 109.5 . . ? H6B C6 H6A 108.1 . . ? O5 C7 O4 118.5(11) . . ? O5 C7 C4 120.2(10) . . ? O4 C7 C4 121.3(11) . . ? O5 C7 Ce1 59.5(6) . 4_475 ? O4 C7 Ce1 59.4(6) . 4_475 ? C4 C7 Ce1 171.4(8) . 4_475 ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 4.922 _refine_diff_density_min -0.905 _refine_diff_density_rms 0.273 # Attachment '705907.cif.txt' data_szg107 _database_code_depnum_ccdc_archive 'CCDC 705907' #TrackingRef '705907.cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C7 H19 N O9 P Pr' _chemical_formula_weight 433.11 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pr Pr -0.2180 2.8214 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 5.6068(8) _cell_length_b 13.3820(18) _cell_length_c 21.192(3) _cell_angle_alpha 90.00 _cell_angle_beta 95.892(2) _cell_angle_gamma 90.00 _cell_volume 1581.6(4) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 1445 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 21.43 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.819 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 856 _exptl_absorpt_coefficient_mu 3.216 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.5892 _exptl_absorpt_correction_T_max 0.7435 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'Smart Apex II CCD' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 8789 _diffrn_reflns_av_R_equivalents 0.0536 _diffrn_reflns_av_sigmaI/netI 0.0674 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 26.50 _reflns_number_total 3266 _reflns_number_gt 2431 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0663P)^2^+9.6143P] 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 3266 _refine_ls_number_parameters 172 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0728 _refine_ls_R_factor_gt 0.0519 _refine_ls_wR_factor_ref 0.1509 _refine_ls_wR_factor_gt 0.1357 _refine_ls_goodness_of_fit_ref 1.106 _refine_ls_restrained_S_all 1.109 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.001 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 0.37031(8) 0.86404(3) 1.02895(2) 0.01918(18) Uani 1 1 d . . . P1 P 0.0896(4) 0.97697(17) 0.91339(10) 0.0196(5) Uani 1 1 d . . . O1 O 0.3143(10) 1.0174(4) 0.9530(3) 0.0212(13) Uani 1 1 d . . . O2 O 0.0384(11) 0.8769(4) 0.9426(3) 0.0234(13) Uani 1 1 d . . . O3 O -0.1201(11) 1.0475(5) 0.9074(3) 0.0270(14) Uani 1 1 d . . . O4 O -0.3019(12) 0.7570(5) 0.5718(3) 0.0332(16) Uani 1 1 d . . . O5 O -0.4949(13) 0.6852(5) 0.6432(3) 0.0387(17) Uani 1 1 d . . . O6 O 0.5829(12) 0.8114(5) 0.9374(3) 0.0364(16) Uani 1 1 d . . . H6C H 0.6393 0.7531 0.9443 0.055 Uiso 1 1 d R . . H6D H 0.4831 0.8109 0.9042 0.055 Uiso 1 1 d R . . O7 O 0.1399(12) 0.7087(5) 1.0346(3) 0.0388(17) Uani 1 1 d . . . H7A H 0.2051 0.6730 1.0649 0.058 Uiso 1 1 d R . . H7B H -0.0038 0.7224 1.0413 0.058 Uiso 1 1 d R . . O1W O 0.5216(14) 0.6124(5) 0.8718(3) 0.0434(18) Uani 1 1 d U . . H1WA H 0.6242 0.5704 0.8880 0.065 Uiso 1 1 d R . . H1WB H 0.3899 0.5828 0.8600 0.065 Uiso 1 1 d R . . O2W O 0.3238(17) 0.5722(7) 0.7400(4) 0.068(3) Uani 1 1 d . . . H2WA H 0.2249 0.5988 0.7116 0.102 Uiso 1 1 d R . . H2WB H 0.4629 0.5706 0.7272 0.102 Uiso 1 1 d R . . N1 N 0.0103(13) 0.9187(5) 0.7853(3) 0.0237(16) Uani 1 1 d . . . C1 C 0.1895(16) 0.9598(7) 0.8349(4) 0.0246(19) Uani 1 1 d . . . H1A H 0.2431 1.0240 0.8204 0.030 Uiso 1 1 calc R . . H1B H 0.3273 0.9156 0.8390 0.030 Uiso 1 1 calc R . . C2 C 0.0914(19) 0.9307(8) 0.7218(4) 0.035(2) Uani 1 1 d . . . H2A H 0.2420 0.8956 0.7204 0.042 Uiso 1 1 calc R . . H2B H 0.1197 1.0010 0.7142 0.042 Uiso 1 1 calc R . . C3 C -0.0888(19) 0.8913(7) 0.6701(5) 0.035(2) Uani 1 1 d . . . H3B H -0.0263 0.8994 0.6294 0.042 Uiso 1 1 calc R . . H3A H -0.2357 0.9298 0.6693 0.042 Uiso 1 1 calc R . . C4 C -0.1445(17) 0.7805(7) 0.6803(4) 0.029(2) Uani 1 1 d . . . H4A H 0.0052 0.7432 0.6786 0.034 Uiso 1 1 calc R . . C5 C -0.219(2) 0.7682(9) 0.7461(4) 0.041(3) Uani 1 1 d . . . H5A H -0.2425 0.6978 0.7543 0.050 Uiso 1 1 calc R . . H5B H -0.3704 0.8021 0.7486 0.050 Uiso 1 1 calc R . . C6 C -0.030(2) 0.8108(7) 0.7972(5) 0.038(3) Uani 1 1 d . . . H6B H -0.0855 0.8023 0.8387 0.046 Uiso 1 1 calc R . . H6A H 0.1191 0.7745 0.7965 0.046 Uiso 1 1 calc R . . C7 C -0.3257(17) 0.7383(7) 0.6296(4) 0.027(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pr1 0.0194(3) 0.0197(3) 0.0178(3) 0.00127(19) -0.00129(18) 0.00009(19) P1 0.0184(11) 0.0227(11) 0.0170(11) -0.0011(9) -0.0013(8) 0.0004(9) O1 0.025(3) 0.018(3) 0.019(3) 0.001(2) -0.005(2) -0.004(2) O2 0.025(3) 0.023(3) 0.022(3) -0.001(2) -0.001(3) -0.009(2) O3 0.026(3) 0.035(4) 0.019(3) -0.002(3) -0.003(3) 0.009(3) O4 0.037(4) 0.038(4) 0.024(3) -0.006(3) 0.000(3) -0.013(3) O5 0.040(4) 0.047(4) 0.028(4) -0.009(3) -0.002(3) -0.025(3) O6 0.029(4) 0.048(4) 0.032(4) -0.004(3) 0.004(3) 0.002(3) O7 0.036(4) 0.031(4) 0.049(4) 0.012(3) 0.007(3) -0.005(3) O1W 0.044(2) 0.043(2) 0.043(2) -0.0032(10) 0.0034(10) -0.0029(10) O2W 0.070(6) 0.083(7) 0.051(5) 0.009(5) 0.009(5) -0.021(5) N1 0.025(4) 0.026(4) 0.018(4) -0.003(3) -0.006(3) -0.011(3) C1 0.025(5) 0.030(5) 0.019(4) -0.005(4) 0.004(4) -0.004(4) C2 0.048(6) 0.044(6) 0.014(4) -0.004(4) 0.011(4) -0.022(5) C3 0.046(6) 0.034(6) 0.022(5) -0.004(4) -0.005(4) -0.017(5) C4 0.034(5) 0.028(5) 0.022(5) -0.005(4) -0.004(4) -0.003(4) C5 0.053(7) 0.049(7) 0.021(5) -0.006(5) -0.002(4) -0.029(5) C6 0.060(7) 0.027(5) 0.025(5) 0.004(4) -0.011(5) -0.015(5) C7 0.031(5) 0.027(5) 0.024(5) -0.005(4) -0.003(4) -0.001(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pr1 O3 2.362(6) 3_577 ? Pr1 O1 2.378(6) 3_677 ? Pr1 O7 2.457(6) . ? Pr1 O2 2.479(6) . ? Pr1 O6 2.480(6) . ? Pr1 O4 2.546(6) 4_676 ? Pr1 O5 2.548(6) 4_676 ? Pr1 O1 2.607(6) . ? Pr1 C7 2.930(9) 4_676 ? Pr1 P1 3.157(2) . ? P1 O3 1.503(6) . ? P1 O2 1.515(6) . ? P1 O1 1.538(6) . ? P1 C1 1.823(9) . ? O1 Pr1 2.378(6) 3_677 ? O3 Pr1 2.362(6) 3_577 ? O4 C7 1.272(11) . ? O4 Pr1 2.546(6) 4_475 ? O5 C7 1.243(11) . ? O5 Pr1 2.548(6) 4_475 ? O6 H6C 0.8484 . ? O6 H6D 0.8540 . ? O7 H7A 0.8515 . ? O7 H7B 0.8520 . ? O1W H1WA 0.8513 . ? O1W H1WB 0.8526 . ? O2W H2WA 0.8530 . ? O2W H2WB 0.8516 . ? N1 C2 1.472(11) . ? N1 C1 1.483(11) . ? N1 C6 1.488(12) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C3 1.507(13) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.535(13) . ? C3 H3B 0.9700 . ? C3 H3A 0.9700 . ? C4 C5 1.504(13) . ? C4 C7 1.510(12) . ? C4 H4A 0.9800 . ? C5 C6 1.542(13) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 H6B 0.9700 . ? C6 H6A 0.9700 . ? C7 Pr1 2.930(9) 4_475 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Pr1 O1 92.8(2) 3_577 3_677 ? O3 Pr1 O7 92.9(2) 3_577 . ? O1 Pr1 O7 160.6(2) 3_677 . ? O3 Pr1 O2 86.7(2) 3_577 . ? O1 Pr1 O2 124.19(19) 3_677 . ? O7 Pr1 O2 74.7(2) . . ? O3 Pr1 O6 161.9(2) 3_577 . ? O1 Pr1 O6 84.6(2) 3_677 . ? O7 Pr1 O6 95.5(2) . . ? O2 Pr1 O6 80.0(2) . . ? O3 Pr1 O4 124.4(2) 3_577 4_676 ? O1 Pr1 O4 82.5(2) 3_677 4_676 ? O7 Pr1 O4 78.9(2) . 4_676 ? O2 Pr1 O4 140.1(2) . 4_676 ? O6 Pr1 O4 73.2(2) . 4_676 ? O3 Pr1 O5 73.9(2) 3_577 4_676 ? O1 Pr1 O5 82.9(2) 3_677 4_676 ? O7 Pr1 O5 80.9(2) . 4_676 ? O2 Pr1 O5 147.9(2) . 4_676 ? O6 Pr1 O5 123.4(2) . 4_676 ? O4 Pr1 O5 50.5(2) 4_676 4_676 ? O3 Pr1 O1 85.3(2) 3_577 . ? O1 Pr1 O1 67.3(2) 3_677 . ? O7 Pr1 O1 131.7(2) . . ? O2 Pr1 O1 57.02(18) . . ? O6 Pr1 O1 77.2(2) . . ? O4 Pr1 O1 139.3(2) 4_676 . ? O5 Pr1 O1 142.7(2) 4_676 . ? O3 Pr1 C7 98.8(2) 3_577 4_676 ? O1 Pr1 C7 80.1(2) 3_677 4_676 ? O7 Pr1 C7 80.7(3) . 4_676 ? O2 Pr1 C7 155.1(2) . 4_676 ? O6 Pr1 C7 98.4(2) . 4_676 ? O4 Pr1 C7 25.6(2) 4_676 4_676 ? O5 Pr1 C7 25.0(2) 4_676 4_676 ? O1 Pr1 C7 147.3(2) . 4_676 ? O3 Pr1 P1 85.72(15) 3_577 . ? O1 Pr1 P1 96.23(14) 3_677 . ? O7 Pr1 P1 102.73(18) . . ? O2 Pr1 P1 28.02(13) . . ? O6 Pr1 P1 76.75(17) . . ? O4 Pr1 P1 149.90(15) 4_676 . ? O5 Pr1 P1 159.47(15) 4_676 . ? O1 Pr1 P1 29.00(13) . . ? C7 Pr1 P1 174.23(19) 4_676 . ? O3 P1 O2 114.2(4) . . ? O3 P1 O1 114.5(4) . . ? O2 P1 O1 105.5(3) . . ? O3 P1 C1 108.2(4) . . ? O2 P1 C1 110.5(4) . . ? O1 P1 C1 103.4(4) . . ? O3 P1 Pr1 133.6(3) . . ? O2 P1 Pr1 50.2(2) . . ? O1 P1 Pr1 55.2(2) . . ? C1 P1 Pr1 118.2(3) . . ? P1 O1 Pr1 151.2(3) . 3_677 ? P1 O1 Pr1 95.8(3) . . ? Pr1 O1 Pr1 112.7(2) 3_677 . ? P1 O2 Pr1 101.7(3) . . ? P1 O3 Pr1 140.5(4) . 3_577 ? C7 O4 Pr1 94.3(5) . 4_475 ? C7 O5 Pr1 95.0(6) . 4_475 ? Pr1 O6 H6C 109.1 . . ? Pr1 O6 H6D 108.7 . . ? H6C O6 H6D 109.7 . . ? Pr1 O7 H7A 108.9 . . ? Pr1 O7 H7B 109.7 . . ? H7A O7 H7B 109.7 . . ? H1WA O1W H1WB 109.9 . . ? H2WA O2W H2WB 109.7 . . ? C2 N1 C1 110.9(7) . . ? C2 N1 C6 109.1(7) . . ? C1 N1 C6 110.2(7) . . ? N1 C1 P1 116.4(6) . . ? N1 C1 H1A 108.2 . . ? P1 C1 H1A 108.2 . . ? N1 C1 H1B 108.2 . . ? P1 C1 H1B 108.2 . . ? H1A C1 H1B 107.3 . . ? N1 C2 C3 112.3(8) . . ? N1 C2 H2A 109.1 . . ? C3 C2 H2A 109.1 . . ? N1 C2 H2B 109.1 . . ? C3 C2 H2B 109.1 . . ? H2A C2 H2B 107.9 . . ? C2 C3 C4 111.5(8) . . ? C2 C3 H3B 109.3 . . ? C4 C3 H3B 109.3 . . ? C2 C3 H3A 109.3 . . ? C4 C3 H3A 109.3 . . ? H3B C3 H3A 108.0 . . ? C5 C4 C7 112.8(8) . . ? C5 C4 C3 108.4(8) . . ? C7 C4 C3 113.1(8) . . ? C5 C4 H4A 107.4 . . ? C7 C4 H4A 107.4 . . ? C3 C4 H4A 107.4 . . ? C4 C5 C6 112.0(8) . . ? C4 C5 H5A 109.2 . . ? C6 C5 H5A 109.2 . . ? C4 C5 H5B 109.2 . . ? C6 C5 H5B 109.2 . . ? H5A C5 H5B 107.9 . . ? N1 C6 C5 110.2(8) . . ? N1 C6 H6B 109.6 . . ? C5 C6 H6B 109.6 . . ? N1 C6 H6A 109.6 . . ? C5 C6 H6A 109.6 . . ? H6B C6 H6A 108.1 . . ? O5 C7 O4 119.6(8) . . ? O5 C7 C4 121.5(8) . . ? O4 C7 C4 118.9(8) . . ? O5 C7 Pr1 60.0(5) . 4_475 ? O4 C7 Pr1 60.0(5) . 4_475 ? C4 C7 Pr1 172.4(7) . 4_475 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 2.909 _refine_diff_density_min -1.155 _refine_diff_density_rms 0.241 # Attachment '705908.cif.txt' data_szg108 _database_code_depnum_ccdc_archive 'CCDC 705908' #TrackingRef '705908.cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C7 H19 N Nd O9 P' _chemical_formula_weight 436.44 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Nd Nd -0.1943 3.0179 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 5.5871(6) _cell_length_b 13.4240(15) _cell_length_c 21.157(2) _cell_angle_alpha 90.00 _cell_angle_beta 96.1480(10) _cell_angle_gamma 90.00 _cell_volume 1577.7(3) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 3268 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 27.90 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.837 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 860 _exptl_absorpt_coefficient_mu 3.426 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.3326 _exptl_absorpt_correction_T_max 0.7905 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'Smart Apex II CCD' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 9359 _diffrn_reflns_av_R_equivalents 0.0309 _diffrn_reflns_av_sigmaI/netI 0.0388 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 27.49 _reflns_number_total 3564 _reflns_number_gt 2964 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0562P)^2^+7.6228P] 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 3564 _refine_ls_number_parameters 172 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0480 _refine_ls_R_factor_gt 0.0390 _refine_ls_wR_factor_ref 0.1192 _refine_ls_wR_factor_gt 0.1124 _refine_ls_goodness_of_fit_ref 1.133 _refine_ls_restrained_S_all 1.140 _refine_ls_shift/su_max 0.004 _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 0.37146(5) 0.86555(2) 1.028490(14) 0.01650(12) Uani 1 1 d . . . P1 P 0.0878(3) 0.97693(11) 0.91320(7) 0.0161(3) Uani 1 1 d . . . O1 O 0.3142(7) 1.0174(3) 0.95352(19) 0.0193(9) Uani 1 1 d . . . O2 O 0.0368(8) 0.8767(3) 0.9426(2) 0.0212(9) Uani 1 1 d . . . O3 O -0.1227(8) 1.0476(3) 0.9081(2) 0.0253(10) Uani 1 1 d . . . O4 O -0.2992(8) 0.7556(4) 0.5706(2) 0.0305(11) Uani 1 1 d . . . O5 O -0.4948(9) 0.6849(4) 0.6421(2) 0.0354(12) Uani 1 1 d . . . O6 O 0.5784(8) 0.8123(4) 0.9363(2) 0.0301(11) Uani 1 1 d . . . H6C H 0.6348 0.7541 0.9432 0.045 Uiso 1 1 d R . . H6D H 0.4786 0.8119 0.9031 0.045 Uiso 1 1 d R . . O7 O 0.1402(9) 0.7106(4) 1.0344(3) 0.0359(12) Uani 1 1 d . . . H7A H 0.2055 0.6749 1.0647 0.054 Uiso 1 1 d R . . H7B H -0.0035 0.7243 1.0411 0.054 Uiso 1 1 d R . . O1W O 0.5045(14) 0.6181(5) 0.8712(3) 0.067(2) Uani 1 1 d U . . H1WA H 0.6071 0.5761 0.8874 0.101 Uiso 1 1 d R . . H1WB H 0.3728 0.5885 0.8593 0.101 Uiso 1 1 d R . . O2W O 0.3286(13) 0.5743(5) 0.7403(3) 0.0628(19) Uani 1 1 d . . . H2WA H 0.2297 0.6008 0.7119 0.094 Uiso 1 1 d R . . H2WB H 0.4678 0.5727 0.7275 0.094 Uiso 1 1 d R . . N1 N 0.0058(9) 0.9188(4) 0.7849(2) 0.0203(11) Uani 1 1 d . . . C1 C 0.1851(11) 0.9611(5) 0.8347(3) 0.0212(12) Uani 1 1 d . . . H1A H 0.2353 1.0255 0.8201 0.025 Uiso 1 1 calc R . . H1B H 0.3257 0.9182 0.8385 0.025 Uiso 1 1 calc R . . C2 C 0.0868(13) 0.9328(6) 0.7210(3) 0.0310(16) Uani 1 1 d . . . H2A H 0.2399 0.8994 0.7194 0.037 Uiso 1 1 calc R . . H2B H 0.1106 1.0032 0.7136 0.037 Uiso 1 1 calc R . . C3 C -0.0939(14) 0.8920(5) 0.6696(3) 0.0311(15) Uani 1 1 d . . . H3B H -0.0335 0.9009 0.6287 0.037 Uiso 1 1 calc R . . H3A H -0.2431 0.9290 0.6691 0.037 Uiso 1 1 calc R . . C4 C -0.1440(12) 0.7812(5) 0.6796(3) 0.0237(13) Uani 1 1 d . . . H4A H 0.0076 0.7452 0.6775 0.028 Uiso 1 1 calc R . . C5 C -0.2168(15) 0.7672(6) 0.7463(3) 0.0368(18) Uani 1 1 d . . . H5A H -0.2362 0.6967 0.7544 0.044 Uiso 1 1 calc R . . H5B H -0.3705 0.7995 0.7492 0.044 Uiso 1 1 calc R . . C6 C -0.0283(15) 0.8109(5) 0.7968(3) 0.0346(17) Uani 1 1 d . . . H6B H -0.0807 0.8017 0.8387 0.042 Uiso 1 1 calc R . . H6A H 0.1235 0.7762 0.7957 0.042 Uiso 1 1 calc R . . C7 C -0.3260(12) 0.7391(5) 0.6283(3) 0.0237(13) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Nd1 0.01677(19) 0.01764(19) 0.01429(17) 0.00116(11) -0.00200(11) 0.00008(12) P1 0.0149(7) 0.0201(8) 0.0124(7) -0.0007(5) -0.0032(5) 0.0005(6) O1 0.018(2) 0.021(2) 0.0170(19) 0.0000(16) -0.0053(16) -0.0035(17) O2 0.019(2) 0.024(2) 0.019(2) 0.0003(16) -0.0033(17) -0.0046(17) O3 0.022(2) 0.031(2) 0.022(2) -0.0012(18) -0.0023(17) 0.0062(19) O4 0.030(3) 0.042(3) 0.018(2) -0.006(2) -0.0018(18) -0.012(2) O5 0.040(3) 0.043(3) 0.022(2) -0.005(2) -0.002(2) -0.022(2) O6 0.026(2) 0.039(3) 0.026(2) -0.003(2) 0.0023(19) 0.005(2) O7 0.033(3) 0.026(3) 0.049(3) 0.008(2) 0.007(2) -0.001(2) O1W 0.086(5) 0.071(4) 0.045(3) -0.046(3) 0.013(3) -0.040(4) O2W 0.070(5) 0.084(5) 0.035(3) 0.008(3) 0.009(3) -0.018(4) N1 0.025(3) 0.024(3) 0.011(2) -0.0029(19) -0.0009(19) -0.006(2) C1 0.022(3) 0.024(3) 0.018(3) -0.003(2) 0.004(2) -0.005(2) C2 0.039(4) 0.038(4) 0.016(3) -0.005(3) 0.006(3) -0.016(3) C3 0.041(4) 0.033(4) 0.018(3) -0.002(3) -0.002(3) -0.010(3) C4 0.026(3) 0.026(3) 0.017(3) -0.006(2) -0.007(2) -0.002(3) C5 0.051(5) 0.042(4) 0.016(3) -0.003(3) -0.002(3) -0.024(4) C6 0.053(5) 0.028(4) 0.022(3) 0.000(3) -0.004(3) -0.015(3) C7 0.028(3) 0.024(3) 0.019(3) -0.006(2) 0.000(2) -0.003(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 Nd1 O3 2.343(4) 3_577 ? Nd1 O1 2.357(4) 3_677 ? Nd1 O7 2.459(5) . ? Nd1 O2 2.469(4) . ? Nd1 O6 2.476(5) . ? Nd1 O5 2.531(5) 4_676 ? Nd1 O4 2.545(4) 4_676 ? Nd1 O1 2.581(4) . ? Nd1 C7 2.919(6) 4_676 ? Nd1 P1 3.1414(15) . ? Nd1 Nd1 4.1130(7) 3_677 ? P1 O3 1.506(5) . ? P1 O2 1.521(4) . ? P1 O1 1.547(4) . ? P1 C1 1.815(6) . ? O1 Nd1 2.357(4) 3_677 ? O3 Nd1 2.343(4) 3_577 ? O4 C7 1.264(8) . ? O4 Nd1 2.545(4) 4_475 ? O5 C7 1.250(8) . ? O5 Nd1 2.531(4) 4_475 ? O6 H6C 0.8500 . ? O6 H6D 0.8499 . ? O7 H7A 0.8500 . ? O7 H7B 0.8499 . ? O1W H1WA 0.8500 . ? O1W H1WB 0.8500 . ? O2W H2WA 0.8500 . ? O2W H2WB 0.8499 . ? N1 C2 1.483(8) . ? N1 C6 1.486(9) . ? N1 C1 1.486(7) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C3 1.506(9) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.532(9) . ? C3 H3B 0.9700 . ? C3 H3A 0.9700 . ? C4 C7 1.516(8) . ? C4 C5 1.520(9) . ? C4 H4A 0.9800 . ? C5 C6 1.535(9) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 H6B 0.9700 . ? C6 H6A 0.9700 . ? C7 Nd1 2.919(6) 4_475 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Nd1 O1 93.05(16) 3_577 3_677 ? O3 Nd1 O7 92.55(17) 3_577 . ? O1 Nd1 O7 160.43(16) 3_677 . ? O3 Nd1 O2 86.69(15) 3_577 . ? O1 Nd1 O2 124.80(14) 3_677 . ? O7 Nd1 O2 74.25(16) . . ? O3 Nd1 O6 161.79(16) 3_577 . ? O1 Nd1 O6 85.22(15) 3_677 . ? O7 Nd1 O6 95.08(17) . . ? O2 Nd1 O6 79.54(15) . . ? O3 Nd1 O5 73.90(15) 3_577 4_676 ? O1 Nd1 O5 83.45(16) 3_677 4_676 ? O7 Nd1 O5 80.12(18) . 4_676 ? O2 Nd1 O5 147.00(17) . 4_676 ? O6 Nd1 O5 123.72(16) . 4_676 ? O3 Nd1 O4 124.66(15) 3_577 4_676 ? O1 Nd1 O4 82.61(16) 3_677 4_676 ? O7 Nd1 O4 78.78(17) . 4_676 ? O2 Nd1 O4 139.38(15) . 4_676 ? O6 Nd1 O4 73.16(15) . 4_676 ? O5 Nd1 O4 50.76(15) 4_676 4_676 ? O3 Nd1 O1 85.22(15) 3_577 . ? O1 Nd1 O1 67.28(15) 3_677 . ? O7 Nd1 O1 131.93(15) . . ? O2 Nd1 O1 57.68(13) . . ? O6 Nd1 O1 77.38(15) . . ? O5 Nd1 O1 143.04(15) 4_676 . ? O4 Nd1 O1 139.24(15) 4_676 . ? O3 Nd1 C7 99.13(16) 3_577 4_676 ? O1 Nd1 C7 80.81(16) 3_677 4_676 ? O7 Nd1 C7 79.78(18) . 4_676 ? O2 Nd1 C7 153.63(17) . 4_676 ? O6 Nd1 C7 98.48(17) . 4_676 ? O5 Nd1 C7 25.26(17) 4_676 4_676 ? O4 Nd1 C7 25.58(16) 4_676 4_676 ? O1 Nd1 C7 148.02(16) . 4_676 ? O3 Nd1 P1 85.79(11) 3_577 . ? O1 Nd1 P1 96.50(10) 3_677 . ? O7 Nd1 P1 102.61(13) . . ? O2 Nd1 P1 28.36(10) . . ? O6 Nd1 P1 76.43(11) . . ? O5 Nd1 P1 159.64(11) 4_676 . ? O4 Nd1 P1 149.55(11) 4_676 . ? O1 Nd1 P1 29.32(9) . . ? C7 Nd1 P1 174.48(13) 4_676 . ? O3 Nd1 Nd1 88.75(12) 3_577 3_677 ? O1 Nd1 Nd1 35.37(10) 3_677 3_677 ? O7 Nd1 Nd1 163.60(12) . 3_677 ? O2 Nd1 Nd1 89.52(10) . 3_677 ? O6 Nd1 Nd1 79.35(12) . 3_677 ? O5 Nd1 Nd1 115.85(13) 4_676 3_677 ? O4 Nd1 Nd1 113.68(12) 4_676 3_677 ? O1 Nd1 Nd1 31.91(9) . 3_677 ? C7 Nd1 Nd1 116.16(13) 4_676 3_677 ? P1 Nd1 Nd1 61.17(3) . 3_677 ? O3 P1 O2 114.0(3) . . ? O3 P1 O1 113.9(3) . . ? O2 P1 O1 105.2(2) . . ? O3 P1 C1 108.5(3) . . ? O2 P1 C1 111.0(3) . . ? O1 P1 C1 103.8(3) . . ? O3 P1 Nd1 132.88(18) . . ? O2 P1 Nd1 50.44(16) . . ? O1 P1 Nd1 54.82(16) . . ? C1 P1 Nd1 118.6(2) . . ? P1 O1 Nd1 151.0(2) . 3_677 ? P1 O1 Nd1 95.86(19) . . ? Nd1 O1 Nd1 112.72(15) 3_677 . ? P1 O2 Nd1 101.2(2) . . ? P1 O3 Nd1 141.2(3) . 3_577 ? C7 O4 Nd1 94.0(4) . 4_475 ? C7 O5 Nd1 95.0(4) . 4_475 ? Nd1 O6 H6C 109.0 . . ? Nd1 O6 H6D 109.5 . . ? H6C O6 H6D 109.5 . . ? Nd1 O7 H7A 109.3 . . ? Nd1 O7 H7B 109.6 . . ? H7A O7 H7B 109.5 . . ? H1WA O1W H1WB 109.5 . . ? H2WA O2W H2WB 109.5 . . ? C2 N1 C6 109.6(5) . . ? C2 N1 C1 110.4(5) . . ? C6 N1 C1 109.9(5) . . ? N1 C1 P1 116.6(4) . . ? N1 C1 H1A 108.1 . . ? P1 C1 H1A 108.1 . . ? N1 C1 H1B 108.1 . . ? P1 C1 H1B 108.1 . . ? H1A C1 H1B 107.3 . . ? N1 C2 C3 111.5(6) . . ? N1 C2 H2A 109.3 . . ? C3 C2 H2A 109.3 . . ? N1 C2 H2B 109.3 . . ? C3 C2 H2B 109.3 . . ? H2A C2 H2B 108.0 . . ? C2 C3 C4 111.8(6) . . ? C2 C3 H3B 109.3 . . ? C4 C3 H3B 109.3 . . ? C2 C3 H3A 109.3 . . ? C4 C3 H3A 109.3 . . ? H3B C3 H3A 107.9 . . ? C7 C4 C5 113.2(6) . . ? C7 C4 C3 112.4(5) . . ? C5 C4 C3 108.6(5) . . ? C7 C4 H4A 107.5 . . ? C5 C4 H4A 107.5 . . ? C3 C4 H4A 107.5 . . ? C4 C5 C6 111.5(6) . . ? C4 C5 H5A 109.3 . . ? C6 C5 H5A 109.3 . . ? C4 C5 H5B 109.3 . . ? C6 C5 H5B 109.3 . . ? H5A C5 H5B 108.0 . . ? N1 C6 C5 110.2(6) . . ? N1 C6 H6B 109.6 . . ? C5 C6 H6B 109.6 . . ? N1 C6 H6A 109.6 . . ? C5 C6 H6A 109.6 . . ? H6B C6 H6A 108.1 . . ? O5 C7 O4 119.9(6) . . ? O5 C7 C4 121.0(6) . . ? O4 C7 C4 119.1(6) . . ? O5 C7 Nd1 59.7(3) . 4_475 ? O4 C7 Nd1 60.4(3) . 4_475 ? C4 C7 Nd1 171.8(5) . 4_475 ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 2.715 _refine_diff_density_min -0.761 _refine_diff_density_rms 0.225 # Attachment '705909.cif.txt' data_szg109 _database_code_depnum_ccdc_archive 'CCDC 705909' #TrackingRef '705909.cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C7 H19 N O9 P Sm' _chemical_formula_weight 442.55 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' Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 5.5462(10) _cell_length_b 13.343(3) _cell_length_c 21.164(4) _cell_angle_alpha 90.00 _cell_angle_beta 96.516(3) _cell_angle_gamma 90.00 _cell_volume 1556.1(5) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 624 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 17.71 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.889 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 868 _exptl_absorpt_coefficient_mu 3.911 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6797 _exptl_absorpt_correction_T_max 0.9051 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'Smart Apex II CCD' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 6806 _diffrn_reflns_av_R_equivalents 0.0905 _diffrn_reflns_av_sigmaI/netI 0.1051 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 23.57 _reflns_number_total 2317 _reflns_number_gt 1590 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1004P)^2^+6.5154P] 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 2317 _refine_ls_number_parameters 172 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0988 _refine_ls_R_factor_gt 0.0626 _refine_ls_wR_factor_ref 0.1871 _refine_ls_wR_factor_gt 0.1643 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.048 _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 Sm1 Sm 0.37333(14) 0.86744(6) 1.02775(4) 0.0158(3) Uani 1 1 d . . . P1 P 0.0841(7) 0.9767(3) 0.91289(19) 0.0158(10) Uani 1 1 d . . . O1 O 0.3135(17) 1.0171(8) 0.9551(4) 0.014(2) Uani 1 1 d . . . O2 O 0.0374(18) 0.8761(8) 0.9419(5) 0.021(3) Uani 1 1 d . . . O3 O -0.1282(19) 1.0461(8) 0.9102(5) 0.023(3) Uani 1 1 d . . . O4 O -0.296(2) 0.7565(10) 0.5690(5) 0.031(3) Uani 1 1 d . . . O5 O -0.498(2) 0.6855(10) 0.6397(5) 0.036(3) Uani 1 1 d . . . O6 O 0.572(2) 0.8109(10) 0.9370(5) 0.032(3) Uani 1 1 d . . . H6C H 0.6287 0.7527 0.9439 0.048 Uiso 1 1 d R . . H6D H 0.4725 0.8105 0.9037 0.048 Uiso 1 1 d R . . O7 O 0.138(2) 0.7119(8) 1.0337(6) 0.032(3) Uani 1 1 d . . . H7A H 0.2030 0.6762 1.0640 0.048 Uiso 1 1 d R . . H7B H -0.0060 0.7256 1.0404 0.048 Uiso 1 1 d R . . O1W O 0.472(3) 0.6340(12) 0.8634(7) 0.072(5) Uani 1 1 d . . . H1WA H 0.5743 0.5920 0.8795 0.107 Uiso 1 1 d R . . H1WB H 0.3400 0.6044 0.8515 0.107 Uiso 1 1 d R . . O2W O 0.340(2) 0.5805(10) 0.7430(6) 0.044(4) Uani 1 1 d . . . H2WA H 0.2406 0.6070 0.7145 0.066 Uiso 1 1 d R . . H2WB H 0.4786 0.5789 0.7302 0.066 Uiso 1 1 d R . . N1 N 0.004(2) 0.9214(10) 0.7852(6) 0.019(3) Uani 1 1 d . . . C1 C 0.180(3) 0.9626(12) 0.8339(7) 0.017(4) Uani 1 1 d U . . H1A H 0.2282 1.0279 0.8197 0.021 Uiso 1 1 calc R . . H1B H 0.3223 0.9200 0.8374 0.021 Uiso 1 1 calc R . . C2 C 0.077(3) 0.9373(14) 0.7215(7) 0.027(4) Uani 1 1 d . . . H2A H 0.2354 0.9070 0.7198 0.033 Uiso 1 1 calc R . . H2B H 0.0935 1.0087 0.7145 0.033 Uiso 1 1 calc R . . C3 C -0.092(3) 0.8957(12) 0.6704(8) 0.031(5) Uani 1 1 d . . . H3B H -0.0280 0.9068 0.6302 0.038 Uiso 1 1 calc R . . H3A H -0.2447 0.9319 0.6689 0.038 Uiso 1 1 calc R . . C4 C -0.143(3) 0.7832(13) 0.6772(7) 0.021(4) Uani 1 1 d . . . H4A H 0.0112 0.7488 0.6743 0.026 Uiso 1 1 calc R . . C5 C -0.209(3) 0.7639(15) 0.7445(8) 0.030(4) Uani 1 1 d U . . H5A H -0.2100 0.6922 0.7521 0.036 Uiso 1 1 calc R . . H5B H -0.3716 0.7889 0.7476 0.036 Uiso 1 1 calc R . . C6 C -0.030(3) 0.8145(13) 0.7964(8) 0.028(4) Uani 1 1 d U . . H6B H -0.0903 0.8060 0.8374 0.034 Uiso 1 1 calc R . . H6A H 0.1258 0.7811 0.7983 0.034 Uiso 1 1 calc R . . C7 C -0.323(3) 0.7382(13) 0.6262(8) 0.022(4) 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 Sm1 0.0152(5) 0.0172(5) 0.0144(5) 0.0012(4) -0.0017(3) 0.0003(4) P1 0.013(2) 0.019(3) 0.014(2) -0.0014(17) -0.0006(17) 0.0018(17) O1 0.013(5) 0.015(6) 0.015(5) 0.001(4) -0.002(5) -0.002(4) O2 0.018(6) 0.020(7) 0.025(6) 0.005(5) 0.001(5) -0.001(5) O3 0.026(6) 0.027(7) 0.015(6) 0.002(5) 0.000(5) -0.004(5) O4 0.034(7) 0.041(8) 0.018(7) -0.002(6) -0.001(5) -0.011(6) O5 0.044(8) 0.042(9) 0.020(7) -0.006(6) 0.002(6) -0.017(7) O6 0.031(7) 0.048(9) 0.018(6) 0.002(6) 0.003(5) 0.007(6) O7 0.034(7) 0.018(7) 0.042(7) 0.011(6) -0.005(6) 0.004(5) O1W 0.110(14) 0.062(12) 0.042(9) -0.011(8) 0.007(9) -0.014(10) O2W 0.038(8) 0.059(10) 0.036(8) 0.007(7) 0.008(6) -0.014(7) N1 0.024(7) 0.017(8) 0.015(7) -0.005(6) 0.001(6) -0.009(6) C1 0.017(4) 0.017(4) 0.017(4) -0.0001(10) 0.0023(11) -0.0001(10) C2 0.032(10) 0.041(13) 0.011(9) 0.004(8) 0.011(8) -0.017(9) C3 0.049(12) 0.010(10) 0.032(10) -0.001(8) -0.008(9) -0.015(8) C4 0.018(9) 0.025(11) 0.020(9) -0.001(7) -0.007(7) 0.010(7) C5 0.030(4) 0.030(4) 0.030(4) 0.0000(10) 0.0035(11) -0.0003(10) C6 0.028(4) 0.028(4) 0.028(4) 0.0001(10) 0.0031(11) -0.0003(10) C7 0.022(9) 0.017(10) 0.028(10) 0.005(8) 0.000(8) 0.007(8) _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 Sm1 O3 2.304(11) 3_577 ? Sm1 O1 2.319(10) 3_677 ? Sm1 O7 2.464(12) . ? Sm1 O2 2.453(10) . ? Sm1 O6 2.441(11) . ? Sm1 O5 2.498(11) 4_676 ? Sm1 O4 2.550(11) 4_676 ? Sm1 O1 2.520(10) . ? Sm1 C7 2.893(17) 4_676 ? Sm1 P1 3.118(4) . ? Sm1 Sm1 4.0301(18) 3_677 ? P1 O3 1.494(12) . ? P1 O2 1.511(11) . ? P1 O1 1.565(10) . ? P1 C1 1.820(15) . ? O1 Sm1 2.319(10) 3_677 ? O3 Sm1 2.304(11) 3_577 ? O4 C7 1.260(19) . ? O4 Sm1 2.550(11) 4_475 ? O5 C7 1.26(2) . ? O5 Sm1 2.498(11) 4_475 ? O6 H6C 0.8445 . ? O6 H6D 0.8448 . ? O7 H7A 0.8458 . ? O7 H7B 0.8449 . ? O1W H1WA 0.8437 . ? O1W H1WB 0.8430 . ? O2W H2WA 0.8444 . ? O2W H2WB 0.8461 . ? N1 C1 1.444(18) . ? N1 C6 1.46(2) . ? N1 C2 1.466(19) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C3 1.46(2) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.54(2) . ? C3 H3B 0.9700 . ? C3 H3A 0.9700 . ? C4 C7 1.51(2) . ? C4 C5 1.53(2) . ? C4 H4A 0.9800 . ? C5 C6 1.55(2) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 H6B 0.9700 . ? C6 H6A 0.9700 . ? C7 Sm1 2.893(17) 4_475 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Sm1 O1 93.3(4) 3_577 3_677 ? O3 Sm1 O7 92.4(4) 3_577 . ? O1 Sm1 O7 160.7(4) 3_677 . ? O3 Sm1 O2 87.2(4) 3_577 . ? O1 Sm1 O2 125.3(3) 3_677 . ? O7 Sm1 O2 73.4(4) . . ? O3 Sm1 O6 162.2(4) 3_577 . ? O1 Sm1 O6 86.0(4) 3_677 . ? O7 Sm1 O6 94.0(4) . . ? O2 Sm1 O6 78.8(4) . . ? O3 Sm1 O5 74.0(4) 3_577 4_676 ? O1 Sm1 O5 84.9(4) 3_677 4_676 ? O7 Sm1 O5 79.0(4) . 4_676 ? O2 Sm1 O5 145.8(4) . 4_676 ? O6 Sm1 O5 123.6(4) . 4_676 ? O3 Sm1 O4 125.3(4) 3_577 4_676 ? O1 Sm1 O4 83.1(4) 3_677 4_676 ? O7 Sm1 O4 78.6(4) . 4_676 ? O2 Sm1 O4 137.8(4) . 4_676 ? O6 Sm1 O4 72.4(4) . 4_676 ? O5 Sm1 O4 51.3(4) 4_676 4_676 ? O3 Sm1 O1 84.6(4) 3_577 . ? O1 Sm1 O1 67.3(4) 3_677 . ? O7 Sm1 O1 131.7(3) . . ? O2 Sm1 O1 58.3(3) . . ? O6 Sm1 O1 78.7(4) . . ? O5 Sm1 O1 143.8(4) 4_676 . ? O4 Sm1 O1 139.7(4) 4_676 . ? O3 Sm1 C7 99.6(4) 3_577 4_676 ? O1 Sm1 C7 81.2(4) 3_677 4_676 ? O7 Sm1 C7 79.7(4) . 4_676 ? O2 Sm1 C7 152.6(4) . 4_676 ? O6 Sm1 C7 97.9(4) . 4_676 ? O5 Sm1 C7 25.7(4) 4_676 4_676 ? O4 Sm1 C7 25.8(4) 4_676 4_676 ? O1 Sm1 C7 148.4(4) . 4_676 ? O3 Sm1 P1 85.7(3) 3_577 . ? O1 Sm1 P1 97.0(3) 3_677 . ? O7 Sm1 P1 101.8(3) . . ? O2 Sm1 P1 28.4(3) . . ? O6 Sm1 P1 76.7(3) . . ? O5 Sm1 P1 159.7(3) 4_676 . ? O4 Sm1 P1 149.0(3) 4_676 . ? O1 Sm1 P1 29.9(2) . . ? C7 Sm1 P1 174.4(4) 4_676 . ? O3 Sm1 Sm1 88.5(3) 3_577 3_677 ? O1 Sm1 Sm1 35.2(2) 3_677 3_677 ? O7 Sm1 Sm1 163.5(3) . 3_677 ? O2 Sm1 Sm1 90.2(2) . 3_677 ? O6 Sm1 Sm1 80.7(3) . 3_677 ? O5 Sm1 Sm1 117.0(3) 4_676 3_677 ? O4 Sm1 Sm1 114.1(3) 4_676 3_677 ? O1 Sm1 Sm1 32.1(2) . 3_677 ? C7 Sm1 Sm1 116.4(3) 4_676 3_677 ? P1 Sm1 Sm1 61.83(8) . 3_677 ? O3 P1 O2 113.3(6) . . ? O3 P1 O1 113.2(6) . . ? O2 P1 O1 103.9(6) . . ? O3 P1 C1 109.9(7) . . ? O2 P1 C1 111.3(7) . . ? O1 P1 C1 104.9(6) . . ? O3 P1 Sm1 130.7(5) . . ? O2 P1 Sm1 50.5(4) . . ? O1 P1 Sm1 53.4(4) . . ? C1 P1 Sm1 119.4(5) . . ? P1 O1 Sm1 149.8(6) . 3_677 ? P1 O1 Sm1 96.7(5) . . ? Sm1 O1 Sm1 112.7(4) 3_677 . ? P1 O2 Sm1 101.1(5) . . ? P1 O3 Sm1 143.4(6) . 3_577 ? C7 O4 Sm1 92.5(10) . 4_475 ? C7 O5 Sm1 95.0(10) . 4_475 ? Sm1 O6 H6C 109.9 . . ? Sm1 O6 H6D 110.2 . . ? H6C O6 H6D 109.4 . . ? Sm1 O7 H7A 109.2 . . ? Sm1 O7 H7B 110.0 . . ? H7A O7 H7B 109.0 . . ? H1WA O1W H1WB 109.3 . . ? H2WA O2W H2WB 109.0 . . ? C1 N1 C6 110.1(13) . . ? C1 N1 C2 111.4(12) . . ? C6 N1 C2 110.2(12) . . ? N1 C1 P1 116.9(10) . . ? N1 C1 H1A 108.1 . . ? P1 C1 H1A 108.1 . . ? N1 C1 H1B 108.1 . . ? P1 C1 H1B 108.1 . . ? H1A C1 H1B 107.3 . . ? N1 C2 C3 113.8(14) . . ? N1 C2 H2A 108.8 . . ? C3 C2 H2A 108.8 . . ? N1 C2 H2B 108.8 . . ? C3 C2 H2B 108.8 . . ? H2A C2 H2B 107.7 . . ? C2 C3 C4 114.3(14) . . ? C2 C3 H3B 108.7 . . ? C4 C3 H3B 108.7 . . ? C2 C3 H3A 108.7 . . ? C4 C3 H3A 108.7 . . ? H3B C3 H3A 107.6 . . ? C7 C4 C5 113.0(14) . . ? C7 C4 C3 115.8(13) . . ? C5 C4 C3 108.5(14) . . ? C7 C4 H4A 106.3 . . ? C5 C4 H4A 106.3 . . ? C3 C4 H4A 106.3 . . ? C4 C5 C6 112.6(14) . . ? C4 C5 H5A 109.1 . . ? C6 C5 H5A 109.1 . . ? C4 C5 H5B 109.1 . . ? C6 C5 H5B 109.1 . . ? H5A C5 H5B 107.8 . . ? N1 C6 C5 113.2(14) . . ? N1 C6 H6B 108.9 . . ? C5 C6 H6B 108.9 . . ? N1 C6 H6A 108.9 . . ? C5 C6 H6A 108.9 . . ? H6B C6 H6A 107.7 . . ? O5 C7 O4 120.4(15) . . ? O5 C7 C4 121.7(15) . . ? O4 C7 C4 117.9(15) . . ? O5 C7 Sm1 59.3(8) . 4_475 ? O4 C7 Sm1 61.7(9) . 4_475 ? C4 C7 Sm1 173.1(11) . 4_475 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 23.57 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 4.524 _refine_diff_density_min -0.874 _refine_diff_density_rms 0.298 # Attachment '705910.cif.txt' data_szg110 _database_code_depnum_ccdc_archive 'CCDC 705910' #TrackingRef '705910.cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C7 H19 Gd N O9 P' _chemical_formula_weight 449.45 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 Monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 5.5340(10) _cell_length_b 13.436(3) _cell_length_c 20.891(4) _cell_angle_alpha 90.00 _cell_angle_beta 96.159(3) _cell_angle_gamma 90.00 _cell_volume 1544.4(5) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 725 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 19.92 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.07 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.933 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 876 _exptl_absorpt_coefficient_mu 4.433 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7615 _exptl_absorpt_correction_T_max 0.9325 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'Smart Apex II CCD' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 9215 _diffrn_reflns_av_R_equivalents 0.0929 _diffrn_reflns_av_sigmaI/netI 0.1261 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 27.50 _reflns_number_total 3517 _reflns_number_gt 2224 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0739P)^2^+2.2718P] 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 3517 _refine_ls_number_parameters 172 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.1095 _refine_ls_R_factor_gt 0.0621 _refine_ls_wR_factor_ref 0.1717 _refine_ls_wR_factor_gt 0.1460 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.040 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Gd1 Gd 0.37376(11) 0.86835(4) 1.02769(3) 0.01656(19) Uani 1 1 d . . . P1 P 0.0864(6) 0.9777(2) 0.91355(14) 0.0158(6) Uani 1 1 d . . . O1 O 0.3179(15) 1.0187(6) 0.9544(4) 0.0209(18) Uani 1 1 d . . . O2 O 0.0408(14) 0.8776(6) 0.9427(3) 0.0182(17) Uani 1 1 d . . . O3 O -0.1273(15) 1.0464(6) 0.9097(4) 0.0233(19) Uani 1 1 d . . . O4 O -0.2976(17) 0.7522(7) 0.5669(4) 0.030(2) Uani 1 1 d . . . O5 O -0.4981(17) 0.6831(7) 0.6403(4) 0.033(2) Uani 1 1 d . . . O6 O 0.5744(15) 0.8167(6) 0.9356(4) 0.027(2) Uani 1 1 d . . . H6C H 0.6308 0.7584 0.9425 0.041 Uiso 1 1 d R . . H6D H 0.4745 0.8162 0.9024 0.041 Uiso 1 1 d R . . O7 O 0.1489(17) 0.7174(6) 1.0342(4) 0.035(2) Uani 1 1 d . . . H7A H 0.2142 0.6817 1.0644 0.052 Uiso 1 1 d R . . H7B H 0.0053 0.7311 1.0408 0.052 Uiso 1 1 d R . . O1W O 0.488(2) 0.6272(9) 0.8706(5) 0.080(5) Uani 1 1 d . . . H1WA H 0.5907 0.5851 0.8868 0.120 Uiso 1 1 d R . . H1WB H 0.3564 0.5976 0.8588 0.120 Uiso 1 1 d R . . O2W O 0.333(2) 0.5760(8) 0.7413(5) 0.057(3) Uani 1 1 d . . . H2WA H 0.2341 0.6025 0.7129 0.085 Uiso 1 1 d R . . H2WB H 0.4721 0.5744 0.7285 0.085 Uiso 1 1 d R . . N1 N -0.0021(19) 0.9201(7) 0.7835(4) 0.022(2) Uani 1 1 d . . . C1 C 0.179(2) 0.9618(9) 0.8333(5) 0.021(3) Uani 1 1 d . . . H1A H 0.2293 1.0262 0.8185 0.025 Uiso 1 1 calc R . . H1B H 0.3209 0.9189 0.8367 0.025 Uiso 1 1 calc R . . C2 C 0.076(3) 0.9344(11) 0.7196(5) 0.030(3) Uani 1 1 d . . . H2A H 0.2337 0.9034 0.7182 0.036 Uiso 1 1 calc R . . H2B H 0.0941 1.0051 0.7118 0.036 Uiso 1 1 calc R . . C3 C -0.098(3) 0.8917(10) 0.6682(6) 0.031(3) Uani 1 1 d . . . H3B H -0.0363 0.9019 0.6269 0.037 Uiso 1 1 calc R . . H3A H -0.2515 0.9268 0.6673 0.037 Uiso 1 1 calc R . . C4 C -0.142(2) 0.7805(8) 0.6773(5) 0.022(3) Uani 1 1 d . . . H4A H 0.0132 0.7465 0.6752 0.027 Uiso 1 1 calc R . . C5 C -0.211(3) 0.7666(10) 0.7443(6) 0.034(3) Uani 1 1 d . . . H5A H -0.2269 0.6960 0.7526 0.040 Uiso 1 1 calc R . . H5B H -0.3684 0.7973 0.7472 0.040 Uiso 1 1 calc R . . C6 C -0.026(3) 0.8117(10) 0.7959(6) 0.032(3) Uani 1 1 d U . . H6B H -0.0790 0.8014 0.8382 0.038 Uiso 1 1 calc R . . H6A H 0.1305 0.7793 0.7950 0.038 Uiso 1 1 calc R . . C7 C -0.322(2) 0.7360(9) 0.6253(6) 0.022(3) 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 0.0163(3) 0.0184(3) 0.0144(3) 0.0007(3) -0.0011(2) 0.0003(3) P1 0.0155(16) 0.0197(15) 0.0118(14) -0.0015(12) -0.0008(12) -0.0020(12) O1 0.026(5) 0.022(4) 0.013(4) 0.002(3) -0.005(4) -0.008(4) O2 0.010(4) 0.030(5) 0.013(4) 0.000(4) -0.002(3) -0.007(3) O3 0.016(4) 0.030(5) 0.022(4) -0.004(4) -0.004(4) 0.006(4) O4 0.039(6) 0.044(6) 0.005(4) -0.003(4) -0.006(4) -0.004(4) O5 0.047(6) 0.033(5) 0.017(4) -0.003(4) 0.000(4) -0.019(5) O6 0.027(5) 0.034(5) 0.021(4) -0.003(4) 0.002(4) 0.009(4) O7 0.038(6) 0.017(5) 0.048(6) 0.006(4) 0.003(5) -0.006(4) O1W 0.089(10) 0.098(10) 0.056(7) -0.060(7) 0.017(7) -0.058(8) O2W 0.061(8) 0.077(9) 0.032(6) 0.014(6) 0.008(6) -0.004(7) N1 0.028(6) 0.029(6) 0.009(4) -0.011(4) 0.002(4) -0.008(5) C1 0.018(7) 0.024(7) 0.021(6) 0.000(5) 0.002(5) -0.004(5) C2 0.038(8) 0.047(9) 0.005(5) 0.000(5) 0.005(6) -0.009(7) C3 0.035(8) 0.042(9) 0.012(5) 0.001(6) -0.006(6) -0.017(6) C4 0.036(8) 0.013(6) 0.020(6) -0.005(5) 0.007(6) 0.001(5) C5 0.044(9) 0.032(8) 0.025(7) -0.002(6) 0.005(7) -0.017(7) C6 0.032(3) 0.032(3) 0.031(3) -0.0001(10) 0.0033(11) -0.0003(10) C7 0.020(7) 0.019(6) 0.024(6) -0.011(5) -0.002(5) -0.004(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Gd1 O1 2.284(8) 3_677 ? Gd1 O3 2.296(8) 3_577 ? Gd1 O7 2.391(8) . ? Gd1 O2 2.422(7) . ? Gd1 O6 2.423(8) . ? Gd1 O5 2.481(8) 4_676 ? Gd1 O4 2.506(9) 4_676 ? Gd1 O1 2.534(8) . ? Gd1 C7 2.868(11) 4_676 ? Gd1 P1 3.092(3) . ? Gd1 Gd1 4.0191(13) 3_677 ? P1 O3 1.495(8) . ? P1 O2 1.509(8) . ? P1 O1 1.562(8) . ? P1 C1 1.818(12) . ? O1 Gd1 2.284(8) 3_677 ? O3 Gd1 2.296(8) 3_577 ? O4 C7 1.261(14) . ? O4 Gd1 2.506(9) 4_475 ? O5 C7 1.273(14) . ? O5 Gd1 2.481(8) 4_475 ? O6 H6C 0.8494 . ? O6 H6D 0.8401 . ? O7 H7A 0.8433 . ? O7 H7B 0.8422 . ? O1W H1WA 0.8454 . ? O1W H1WB 0.8436 . ? O2W H2WA 0.8422 . ? O2W H2WB 0.8416 . ? N1 C2 1.458(14) . ? N1 C1 1.477(14) . ? N1 C6 1.488(16) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C3 1.481(16) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.530(16) . ? C3 H3B 0.9700 . ? C3 H3A 0.9700 . ? C4 C5 1.501(16) . ? C4 C7 1.513(16) . ? C4 H4A 0.9800 . ? C5 C6 1.532(18) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 H6B 0.9700 . ? C6 H6A 0.9700 . ? C7 Gd1 2.868(11) 4_475 ? 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 O3 93.1(3) 3_677 3_577 ? O1 Gd1 O7 159.8(3) 3_677 . ? O3 Gd1 O7 92.7(3) 3_577 . ? O1 Gd1 O2 125.6(3) 3_677 . ? O3 Gd1 O2 86.6(3) 3_577 . ? O7 Gd1 O2 74.1(3) . . ? O1 Gd1 O6 85.6(3) 3_677 . ? O3 Gd1 O6 161.2(3) 3_577 . ? O7 Gd1 O6 95.0(3) . . ? O2 Gd1 O6 79.0(3) . . ? O1 Gd1 O5 84.1(3) 3_677 4_676 ? O3 Gd1 O5 74.1(3) 3_577 4_676 ? O7 Gd1 O5 78.9(3) . 4_676 ? O2 Gd1 O5 145.8(3) . 4_676 ? O6 Gd1 O5 124.3(3) . 4_676 ? O1 Gd1 O4 82.7(3) 3_677 4_676 ? O3 Gd1 O4 126.2(3) 3_577 4_676 ? O7 Gd1 O4 78.3(3) . 4_676 ? O2 Gd1 O4 137.8(3) . 4_676 ? O6 Gd1 O4 72.3(3) . 4_676 ? O5 Gd1 O4 52.2(3) 4_676 4_676 ? O1 Gd1 O1 67.0(3) 3_677 . ? O3 Gd1 O1 84.5(3) 3_577 . ? O7 Gd1 O1 132.9(3) . . ? O2 Gd1 O1 58.8(3) . . ? O6 Gd1 O1 77.6(3) . . ? O5 Gd1 O1 143.0(3) 4_676 . ? O4 Gd1 O1 138.6(3) 4_676 . ? O1 Gd1 C7 80.6(3) 3_677 4_676 ? O3 Gd1 C7 100.3(3) 3_577 4_676 ? O7 Gd1 C7 79.3(3) . 4_676 ? O2 Gd1 C7 152.8(3) . 4_676 ? O6 Gd1 C7 98.0(3) . 4_676 ? O5 Gd1 C7 26.3(3) 4_676 4_676 ? O4 Gd1 C7 26.0(3) 4_676 4_676 ? O1 Gd1 C7 147.5(3) . 4_676 ? O1 Gd1 P1 97.1(2) 3_677 . ? O3 Gd1 P1 85.1(2) 3_577 . ? O7 Gd1 P1 102.7(2) . . ? O2 Gd1 P1 28.61(19) . . ? O6 Gd1 P1 76.5(2) . . ? O5 Gd1 P1 159.2(2) 4_676 . ? O4 Gd1 P1 148.69(19) 4_676 . ? O1 Gd1 P1 30.20(18) . . ? C7 Gd1 P1 174.2(3) 4_676 . ? O1 Gd1 Gd1 35.48(19) 3_677 3_677 ? O3 Gd1 Gd1 88.3(2) 3_577 3_677 ? O7 Gd1 Gd1 164.2(2) . 3_677 ? O2 Gd1 Gd1 90.26(18) . 3_677 ? O6 Gd1 Gd1 79.7(2) . 3_677 ? O5 Gd1 Gd1 116.4(2) 4_676 3_677 ? O4 Gd1 Gd1 113.6(2) 4_676 3_677 ? O1 Gd1 Gd1 31.55(18) . 3_677 ? C7 Gd1 Gd1 116.0(3) 4_676 3_677 ? P1 Gd1 Gd1 61.68(6) . 3_677 ? O3 P1 O2 114.0(5) . . ? O3 P1 O1 114.2(5) . . ? O2 P1 O1 104.9(4) . . ? O3 P1 C1 108.8(5) . . ? O2 P1 C1 110.0(5) . . ? O1 P1 C1 104.4(5) . . ? O3 P1 Gd1 132.3(4) . . ? O2 P1 Gd1 50.2(3) . . ? O1 P1 Gd1 54.7(3) . . ? C1 P1 Gd1 118.8(4) . . ? P1 O1 Gd1 151.5(5) . 3_677 ? P1 O1 Gd1 95.1(4) . . ? Gd1 O1 Gd1 113.0(3) 3_677 . ? P1 O2 Gd1 101.2(4) . . ? P1 O3 Gd1 142.4(5) . 3_577 ? C7 O4 Gd1 93.2(7) . 4_475 ? C7 O5 Gd1 94.1(7) . 4_475 ? Gd1 O6 H6C 108.7 . . ? Gd1 O6 H6D 110.0 . . ? H6C O6 H6D 109.3 . . ? Gd1 O7 H7A 109.9 . . ? Gd1 O7 H7B 109.3 . . ? H7A O7 H7B 109.7 . . ? H1WA O1W H1WB 108.9 . . ? H2WA O2W H2WB 109.6 . . ? C2 N1 C1 110.4(9) . . ? C2 N1 C6 109.2(9) . . ? C1 N1 C6 108.3(9) . . ? N1 C1 P1 117.2(8) . . ? N1 C1 H1A 108.0 . . ? P1 C1 H1A 108.0 . . ? N1 C1 H1B 108.0 . . ? P1 C1 H1B 108.0 . . ? H1A C1 H1B 107.2 . . ? N1 C2 C3 112.3(11) . . ? N1 C2 H2A 109.2 . . ? C3 C2 H2A 109.2 . . ? N1 C2 H2B 109.2 . . ? C3 C2 H2B 109.2 . . ? H2A C2 H2B 107.9 . . ? C2 C3 C4 112.9(11) . . ? C2 C3 H3B 109.0 . . ? C4 C3 H3B 109.0 . . ? C2 C3 H3A 109.0 . . ? C4 C3 H3A 109.0 . . ? H3B C3 H3A 107.8 . . ? C5 C4 C7 114.1(11) . . ? C5 C4 C3 107.3(10) . . ? C7 C4 C3 113.5(10) . . ? C5 C4 H4A 107.2 . . ? C7 C4 H4A 107.2 . . ? C3 C4 H4A 107.2 . . ? C4 C5 C6 113.0(11) . . ? C4 C5 H5A 109.0 . . ? C6 C5 H5A 109.0 . . ? C4 C5 H5B 109.0 . . ? C6 C5 H5B 109.0 . . ? H5A C5 H5B 107.8 . . ? N1 C6 C5 109.1(10) . . ? N1 C6 H6B 109.9 . . ? C5 C6 H6B 109.9 . . ? N1 C6 H6A 109.9 . . ? C5 C6 H6A 109.9 . . ? H6B C6 H6A 108.3 . . ? O4 C7 O5 119.8(11) . . ? O4 C7 C4 119.8(11) . . ? O5 C7 C4 120.4(11) . . ? O4 C7 Gd1 60.7(6) . 4_475 ? O5 C7 Gd1 59.6(6) . 4_475 ? C4 C7 Gd1 173.4(8) . 4_475 ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 2.920 _refine_diff_density_min -1.255 _refine_diff_density_rms 0.312 # Attachment '705911.cif.txt' data_szg111 _database_code_depnum_ccdc_archive 'CCDC 705911' #TrackingRef '705911.cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C7 H19 N O9 P Y' _chemical_formula_weight 381.11 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Y Y -2.7962 3.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 5.5234(10) _cell_length_b 13.349(2) _cell_length_c 20.586(4) _cell_angle_alpha 90.00 _cell_angle_beta 95.290(2) _cell_angle_gamma 90.00 _cell_volume 1511.4(5) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 1896 _cell_measurement_theta_min 2.51 _cell_measurement_theta_max 25.27 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.675 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 776 _exptl_absorpt_coefficient_mu 4.000 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.3074 _exptl_absorpt_correction_T_max 0.7508 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'Smart Apex II CCD' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 8943 _diffrn_reflns_av_R_equivalents 0.0494 _diffrn_reflns_av_sigmaI/netI 0.0697 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.82 _diffrn_reflns_theta_max 27.50 _reflns_number_total 3448 _reflns_number_gt 2432 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1218P)^2^+8.7191P] 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 3448 _refine_ls_number_parameters 172 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.1023 _refine_ls_R_factor_gt 0.0708 _refine_ls_wR_factor_ref 0.2248 _refine_ls_wR_factor_gt 0.2002 _refine_ls_goodness_of_fit_ref 1.099 _refine_ls_restrained_S_all 1.104 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Y1 Y 0.37360(12) 0.86825(5) 1.02790(3) 0.0164(2) Uani 1 1 d . . . P1 P 0.0916(3) 0.97953(14) 0.91490(9) 0.0158(4) Uani 1 1 d . . . O1 O 0.3202(9) 1.0201(4) 0.9545(2) 0.0188(11) Uani 1 1 d . . . O2 O 0.0425(9) 0.8781(4) 0.9459(3) 0.0198(11) Uani 1 1 d . . . O3 O -0.1226(10) 1.0496(4) 0.9093(3) 0.0229(12) Uani 1 1 d . . . O4 O -0.3027(10) 0.7512(4) 0.5658(3) 0.0277(13) Uani 1 1 d . . . O5 O -0.4951(11) 0.6790(5) 0.6406(3) 0.0314(14) Uani 1 1 d . . . O6 O 0.5708(10) 0.8203(4) 0.9357(3) 0.0252(12) Uani 1 1 d . . . H6C H 0.6272 0.7621 0.9426 0.038 Uiso 1 1 d R . . H6D H 0.4709 0.8199 0.9024 0.038 Uiso 1 1 d R . . O7 O 0.1594(11) 0.7192(5) 1.0352(3) 0.0335(14) Uani 1 1 d . . . H7A H 0.2247 0.6835 1.0655 0.050 Uiso 1 1 d R . . H7B H 0.0158 0.7329 1.0419 0.050 Uiso 1 1 d R . . O1W O 0.5344(10) 0.6098(4) 0.8784(3) 0.0244(12) Uani 1 1 d U . . H1WA H 0.6370 0.5677 0.8946 0.037 Uiso 1 1 d R . . H1WB H 0.4028 0.5801 0.8666 0.037 Uiso 1 1 d R . . O2W O 0.3169(16) 0.5721(7) 0.7406(4) 0.062(2) Uani 1 1 d . . . H2WA H 0.2180 0.5987 0.7122 0.093 Uiso 1 1 d R . . H2WB H 0.4561 0.5705 0.7279 0.093 Uiso 1 1 d R . . N1 N 0.0085(12) 0.9175(5) 0.7836(3) 0.0208(13) Uani 1 1 d . . . C1 C 0.1889(13) 0.9631(6) 0.8334(3) 0.0195(15) Uani 1 1 d . . . H1A H 0.2348 1.0282 0.8174 0.023 Uiso 1 1 calc R . . H1B H 0.3336 0.9216 0.8368 0.023 Uiso 1 1 calc R . . C2 C 0.0900(16) 0.9304(7) 0.7170(4) 0.0284(18) Uani 1 1 d . . . H2A H 0.2434 0.8959 0.7146 0.034 Uiso 1 1 calc R . . H2B H 0.1160 1.0010 0.7089 0.034 Uiso 1 1 calc R . . C3 C -0.0967(17) 0.8893(6) 0.6651(4) 0.0281(18) Uani 1 1 d . . . H3B H -0.0383 0.8979 0.6225 0.034 Uiso 1 1 calc R . . H3A H -0.2474 0.9265 0.6658 0.034 Uiso 1 1 calc R . . C4 C -0.1442(15) 0.7784(6) 0.6768(4) 0.0231(16) Uani 1 1 d . . . H4A H 0.0098 0.7429 0.6740 0.028 Uiso 1 1 calc R . . C5 C -0.2157(17) 0.7640(7) 0.7453(4) 0.031(2) Uani 1 1 d . . . H5A H -0.2302 0.6929 0.7539 0.038 Uiso 1 1 calc R . . H5B H -0.3735 0.7944 0.7487 0.038 Uiso 1 1 calc R . . C6 C -0.0328(17) 0.8096(6) 0.7960(4) 0.031(2) Uani 1 1 d . . . H6B H -0.0907 0.8018 0.8388 0.037 Uiso 1 1 calc R . . H6A H 0.1202 0.7739 0.7960 0.037 Uiso 1 1 calc R . . C7 C -0.3279(15) 0.7338(6) 0.6251(4) 0.0238(17) 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 Y1 0.0142(4) 0.0189(4) 0.0157(4) 0.0009(3) -0.0010(2) -0.0003(3) P1 0.0127(9) 0.0205(9) 0.0135(8) -0.0009(7) -0.0020(7) 0.0002(7) O1 0.015(3) 0.023(3) 0.017(2) -0.001(2) -0.006(2) -0.005(2) O2 0.014(3) 0.021(3) 0.023(3) 0.001(2) -0.003(2) -0.002(2) O3 0.018(3) 0.027(3) 0.023(3) 0.000(2) 0.000(2) 0.005(2) O4 0.027(3) 0.036(3) 0.020(3) -0.003(2) 0.001(2) -0.007(3) O5 0.038(4) 0.035(3) 0.020(3) -0.004(3) 0.000(3) -0.015(3) O6 0.024(3) 0.031(3) 0.020(3) -0.002(2) 0.000(2) 0.005(2) O7 0.022(3) 0.032(3) 0.046(4) 0.009(3) 0.003(3) -0.003(2) O1W 0.0264(15) 0.0232(14) 0.0233(14) -0.0052(9) 0.0004(9) -0.0025(9) O2W 0.061(5) 0.081(6) 0.044(4) 0.011(4) 0.005(4) -0.027(5) N1 0.022(3) 0.024(3) 0.016(3) -0.002(3) -0.002(3) -0.005(3) C1 0.012(3) 0.026(4) 0.021(4) -0.006(3) 0.000(3) -0.006(3) C2 0.032(5) 0.036(5) 0.017(4) -0.002(3) 0.000(3) -0.011(4) C3 0.033(5) 0.032(5) 0.019(4) -0.002(3) -0.001(3) -0.006(4) C4 0.023(4) 0.024(4) 0.021(4) -0.006(3) -0.001(3) -0.002(3) C5 0.040(5) 0.032(5) 0.022(4) -0.004(4) 0.000(4) -0.015(4) C6 0.043(5) 0.031(5) 0.018(4) 0.001(3) -0.005(4) -0.013(4) C7 0.026(4) 0.021(4) 0.024(4) -0.006(3) -0.004(3) 0.003(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 Y1 O3 2.264(5) 3_577 ? Y1 O1 2.258(5) 3_677 ? Y1 O6 2.362(5) . ? Y1 O7 2.327(6) . ? Y1 O2 2.375(5) . ? Y1 O5 2.450(6) 4_676 ? Y1 O4 2.468(6) 4_676 ? Y1 O1 2.529(5) . ? Y1 C7 2.823(8) 4_676 ? Y1 P1 3.0620(19) . ? P1 O3 1.504(5) . ? P1 O2 1.531(5) . ? P1 O1 1.537(5) . ? P1 C1 1.822(7) . ? O1 Y1 2.258(5) 3_677 ? O3 Y1 2.264(5) 3_577 ? O4 C7 1.263(10) . ? O4 Y1 2.468(6) 4_475 ? O5 C7 1.244(10) . ? O5 Y1 2.450(6) 4_475 ? O6 H6C 0.8450 . ? O6 H6D 0.8387 . ? O7 H7A 0.8388 . ? O7 H7B 0.8380 . ? O1W H1WA 0.8441 . ? O1W H1WB 0.8437 . ? O2W H2WA 0.8409 . ? O2W H2WB 0.8349 . ? N1 C2 1.491(10) . ? N1 C1 1.492(9) . ? N1 C6 1.485(11) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C3 1.517(11) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.527(11) . ? C3 H3B 0.9700 . ? C3 H3A 0.9700 . ? C4 C5 1.510(11) . ? C4 C7 1.523(10) . ? C4 H4A 0.9800 . ? C5 C6 1.513(11) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 H6B 0.9700 . ? C6 H6A 0.9700 . ? C7 Y1 2.823(8) 4_475 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Y1 O1 94.5(2) 3_577 3_677 ? O3 Y1 O6 160.4(2) 3_577 . ? O1 Y1 O6 85.04(19) 3_677 . ? O3 Y1 O7 92.0(2) 3_577 . ? O1 Y1 O7 158.7(2) 3_677 . ? O6 Y1 O7 95.5(2) . . ? O3 Y1 O2 84.65(19) 3_577 . ? O1 Y1 O2 126.40(18) 3_677 . ? O6 Y1 O2 79.97(19) . . ? O7 Y1 O2 74.4(2) . . ? O3 Y1 O5 74.16(19) 3_577 4_676 ? O1 Y1 O5 82.3(2) 3_677 4_676 ? O6 Y1 O5 125.01(19) . 4_676 ? O7 Y1 O5 80.0(2) . 4_676 ? O2 Y1 O5 146.0(2) . 4_676 ? O3 Y1 O4 126.62(19) 3_577 4_676 ? O1 Y1 O4 82.3(2) 3_677 4_676 ? O6 Y1 O4 72.83(19) . 4_676 ? O7 Y1 O4 77.6(2) . 4_676 ? O2 Y1 O4 138.46(19) . 4_676 ? O5 Y1 O4 52.54(18) 4_676 4_676 ? O3 Y1 O1 84.76(18) 3_577 . ? O1 Y1 O1 67.12(19) 3_677 . ? O6 Y1 O1 76.94(18) . . ? O7 Y1 O1 133.80(19) . . ? O2 Y1 O1 59.42(16) . . ? O5 Y1 O1 141.28(19) 4_676 . ? O4 Y1 O1 138.39(18) 4_676 . ? O3 Y1 C7 100.2(2) 3_577 4_676 ? O1 Y1 C7 79.9(2) 3_677 4_676 ? O6 Y1 C7 99.0(2) . 4_676 ? O7 Y1 C7 79.0(2) . 4_676 ? O2 Y1 C7 153.1(2) . 4_676 ? O5 Y1 C7 26.1(2) 4_676 4_676 ? O4 Y1 C7 26.5(2) 4_676 4_676 ? O1 Y1 C7 147.0(2) . 4_676 ? O3 Y1 P1 84.45(14) 3_577 . ? O1 Y1 P1 97.05(13) 3_677 . ? O6 Y1 P1 76.16(14) . . ? O7 Y1 P1 103.77(16) . . ? O2 Y1 P1 29.40(13) . . ? O5 Y1 P1 158.45(14) 4_676 . ? O4 Y1 P1 148.93(13) 4_676 . ? O1 Y1 P1 30.03(11) . . ? C7 Y1 P1 174.56(18) 4_676 . ? O3 P1 O2 114.4(3) . . ? O3 P1 O1 115.0(3) . . ? O2 P1 O1 105.0(3) . . ? O3 P1 C1 107.5(3) . . ? O2 P1 C1 110.9(3) . . ? O1 P1 C1 103.5(3) . . ? O3 P1 Y1 134.5(2) . . ? O2 P1 Y1 49.6(2) . . ? O1 P1 Y1 55.4(2) . . ? C1 P1 Y1 118.0(3) . . ? P1 O1 Y1 152.1(3) . 3_677 ? P1 O1 Y1 94.5(2) . . ? Y1 O1 Y1 112.88(19) 3_677 . ? P1 O2 Y1 101.0(3) . . ? P1 O3 Y1 140.9(3) . 3_577 ? C7 O4 Y1 92.6(5) . 4_475 ? C7 O5 Y1 94.0(5) . 4_475 ? Y1 O6 H6C 107.7 . . ? Y1 O6 H6D 109.9 . . ? H6C O6 H6D 109.5 . . ? Y1 O7 H7A 110.3 . . ? Y1 O7 H7B 108.6 . . ? H7A O7 H7B 110.5 . . ? H1WA O1W H1WB 109.4 . . ? H2WA O2W H2WB 110.5 . . ? C2 N1 C1 110.2(6) . . ? C2 N1 C6 109.5(6) . . ? C1 N1 C6 112.4(6) . . ? N1 C1 P1 116.5(5) . . ? N1 C1 H1A 108.2 . . ? P1 C1 H1A 108.2 . . ? N1 C1 H1B 108.2 . . ? P1 C1 H1B 108.2 . . ? H1A C1 H1B 107.3 . . ? N1 C2 C3 111.2(7) . . ? N1 C2 H2A 109.4 . . ? C3 C2 H2A 109.4 . . ? N1 C2 H2B 109.4 . . ? C3 C2 H2B 109.4 . . ? H2A C2 H2B 108.0 . . ? C2 C3 C4 110.8(7) . . ? C2 C3 H3B 109.5 . . ? C4 C3 H3B 109.5 . . ? C2 C3 H3A 109.5 . . ? C4 C3 H3A 109.5 . . ? H3B C3 H3A 108.1 . . ? C5 C4 C7 112.8(7) . . ? C5 C4 C3 109.5(7) . . ? C7 C4 C3 112.4(7) . . ? C5 C4 H4A 107.2 . . ? C7 C4 H4A 107.2 . . ? C3 C4 H4A 107.2 . . ? C4 C5 C6 112.2(7) . . ? C4 C5 H5A 109.2 . . ? C6 C5 H5A 109.2 . . ? C4 C5 H5B 109.2 . . ? C6 C5 H5B 109.2 . . ? H5A C5 H5B 107.9 . . ? N1 C6 C5 112.0(7) . . ? N1 C6 H6B 109.2 . . ? C5 C6 H6B 109.2 . . ? N1 C6 H6A 109.2 . . ? C5 C6 H6A 109.2 . . ? H6B C6 H6A 107.9 . . ? O4 C7 O5 120.5(7) . . ? O4 C7 C4 118.6(7) . . ? O5 C7 C4 120.8(7) . . ? O4 C7 Y1 60.8(4) . 4_475 ? O5 C7 Y1 60.0(4) . 4_475 ? C4 C7 Y1 172.9(5) . 4_475 ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 3.392 _refine_diff_density_min -0.677 _refine_diff_density_rms 0.239 # Attachment '745823.cif.txt' data_szg128 _database_code_depnum_ccdc_archive 'CCDC 745823' #TrackingRef '745823.cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C7 H19 Eu N O9 P' _chemical_formula_weight 444.16 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' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 5.5313(7) _cell_length_b 13.3960(17) _cell_length_c 20.934(3) _cell_angle_alpha 90.00 _cell_angle_beta 96.177(2) _cell_angle_gamma 90.00 _cell_volume 1542.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 934 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 19.72 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.913 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 872 _exptl_absorpt_coefficient_mu 4.206 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.5472 _exptl_absorpt_correction_T_max 0.8565 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'Smart Apex II CCD' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 7130 _diffrn_reflns_av_R_equivalents 0.0665 _diffrn_reflns_av_sigmaI/netI 0.0770 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 24.18 _reflns_number_total 2471 _reflns_number_gt 1811 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0730P)^2^+14.2177P] 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 2471 _refine_ls_number_parameters 172 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0788 _refine_ls_R_factor_gt 0.0524 _refine_ls_wR_factor_ref 0.1544 _refine_ls_wR_factor_gt 0.1337 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.079 _refine_ls_shift/su_max 0.017 _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 Eu1 Eu 0.37323(11) 0.86785(5) 1.02763(3) 0.0168(2) Uani 1 1 d . . . P1 P 0.0869(6) 0.9777(2) 0.91341(15) 0.0169(7) Uani 1 1 d . . . O1 O 0.3165(15) 1.0177(6) 0.9545(4) 0.021(2) Uani 1 1 d . . . O2 O 0.0387(14) 0.8780(6) 0.9428(4) 0.0189(19) Uani 1 1 d . . . O3 O -0.1267(15) 1.0469(7) 0.9100(4) 0.025(2) Uani 1 1 d . . . O4 O -0.2965(17) 0.7536(7) 0.5676(4) 0.033(2) Uani 1 1 d . . . O5 O -0.4973(17) 0.6835(7) 0.6402(4) 0.030(2) Uani 1 1 d . . . O6 O 0.5711(16) 0.8150(7) 0.9355(4) 0.032(2) Uani 1 1 d . . . H6C H 0.6871 0.7753 0.9475 0.048 Uiso 1 1 d R . . H6D H 0.4686 0.7856 0.9087 0.048 Uiso 1 1 d R . . O7 O 0.1469(16) 0.7143(7) 1.0337(5) 0.032(2) Uani 1 1 d . . . H7A H 0.2121 0.6786 1.0640 0.048 Uiso 1 1 d R . . H7B H 0.0032 0.7280 1.0404 0.048 Uiso 1 1 d R . . O1W O 0.482(3) 0.6324(10) 0.8682(6) 0.079(5) Uani 1 1 d . . . H1WA H 0.5846 0.5904 0.8843 0.118 Uiso 1 1 d R . . H1WB H 0.3503 0.6028 0.8563 0.118 Uiso 1 1 d R . . O2W O 0.336(2) 0.5782(8) 0.7425(5) 0.052(3) Uani 1 1 d . . . H2WA H 0.2368 0.6047 0.7141 0.078 Uiso 1 1 d R . . H2WB H 0.4749 0.5766 0.7297 0.078 Uiso 1 1 d R . . N1 N 0.0020(19) 0.9203(8) 0.7843(5) 0.022(2) Uani 1 1 d . . . C1 C 0.182(2) 0.9634(10) 0.8333(6) 0.022(3) Uani 1 1 d . . . H1A H 0.2282 1.0285 0.8184 0.027 Uiso 1 1 calc R . . H1B H 0.3259 0.9216 0.8365 0.027 Uiso 1 1 calc R . . C2 C 0.082(3) 0.9340(11) 0.7200(5) 0.028(3) Uani 1 1 d . . . H2A H 0.2379 0.9013 0.7184 0.033 Uiso 1 1 calc R . . H2B H 0.1039 1.0047 0.7122 0.033 Uiso 1 1 calc R . . C3 C -0.096(3) 0.8924(11) 0.6693(6) 0.035(4) Uani 1 1 d . . . H3B H -0.0370 0.9025 0.6278 0.042 Uiso 1 1 calc R . . H3A H -0.2485 0.9284 0.6692 0.042 Uiso 1 1 calc R . . C4 C -0.143(2) 0.7821(9) 0.6783(5) 0.021(3) Uani 1 1 d . . . H4A H 0.0123 0.7476 0.6756 0.025 Uiso 1 1 calc R . . C5 C -0.211(3) 0.7656(11) 0.7461(6) 0.033(4) Uani 1 1 d . . . H5A H -0.3693 0.7949 0.7498 0.040 Uiso 1 1 calc R . . H5B H -0.2216 0.6946 0.7543 0.040 Uiso 1 1 calc R . . C6 C -0.024(3) 0.8123(10) 0.7956(6) 0.031(4) Uani 1 1 d . . . H6B H -0.0731 0.8018 0.8382 0.037 Uiso 1 1 calc R . . H6A H 0.1317 0.7798 0.7937 0.037 Uiso 1 1 calc R . . C7 C -0.326(2) 0.7370(10) 0.6266(6) 0.021(3) 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 0.0174(4) 0.0176(4) 0.0145(4) 0.0004(3) -0.0020(2) -0.0001(3) P1 0.0169(17) 0.0210(19) 0.0118(16) -0.0013(13) -0.0034(13) 0.0014(14) O1 0.024(5) 0.020(5) 0.016(4) -0.003(4) 0.000(4) -0.005(4) O2 0.017(4) 0.022(5) 0.016(4) 0.001(4) -0.003(4) -0.003(4) O3 0.020(5) 0.035(6) 0.019(5) 0.000(4) -0.004(4) 0.005(4) O4 0.033(6) 0.042(6) 0.020(5) -0.005(4) -0.007(4) -0.011(5) O5 0.035(6) 0.034(6) 0.021(5) -0.008(4) 0.004(4) -0.019(5) O6 0.026(5) 0.044(7) 0.025(5) 0.002(5) -0.001(4) -0.002(5) O7 0.027(5) 0.022(6) 0.047(6) 0.015(4) 0.006(5) 0.001(4) O1W 0.102(11) 0.081(11) 0.053(8) -0.039(7) 0.011(8) -0.034(9) O2W 0.056(8) 0.058(8) 0.041(7) 0.009(6) 0.004(6) -0.017(6) N1 0.028(6) 0.017(6) 0.022(6) -0.004(5) 0.005(5) -0.003(5) C1 0.023(7) 0.025(8) 0.018(7) 0.002(6) -0.001(6) -0.005(6) C2 0.040(9) 0.035(9) 0.008(6) 0.001(6) 0.003(6) -0.013(7) C3 0.057(10) 0.035(10) 0.012(7) 0.000(6) -0.001(7) -0.014(7) C4 0.027(7) 0.018(7) 0.015(6) 0.002(5) -0.006(6) -0.001(6) C5 0.050(10) 0.030(9) 0.020(7) 0.005(6) 0.006(7) -0.015(7) C6 0.054(10) 0.025(9) 0.012(7) -0.005(6) -0.007(7) -0.011(7) C7 0.016(7) 0.027(8) 0.019(7) -0.009(6) -0.010(5) 0.003(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Eu1 O3 2.292(8) 3_577 ? Eu1 O1 2.301(8) 3_677 ? Eu1 O2 2.427(8) . ? Eu1 O6 2.424(9) . ? Eu1 O7 2.419(9) . ? Eu1 O5 2.485(8) 4_676 ? Eu1 O1 2.524(8) . ? Eu1 O4 2.521(9) 4_676 ? Eu1 C7 2.878(12) 4_676 ? Eu1 P1 3.095(3) . ? Eu1 P1 3.599(3) 3_577 ? Eu1 Eu1 4.0236(13) 3_677 ? P1 O3 1.497(9) . ? P1 O2 1.507(8) . ? P1 O1 1.551(9) . ? P1 C1 1.821(12) . ? P1 Eu1 3.599(3) 3_577 ? O1 Eu1 2.301(8) 3_677 ? O3 Eu1 2.292(8) 3_577 ? O4 C7 1.283(15) . ? O4 Eu1 2.521(9) 4_475 ? O5 C7 1.243(15) . ? O5 Eu1 2.485(8) 4_475 ? O6 H6C 0.8501 . ? O6 H6D 0.8500 . ? O7 H7A 0.8434 . ? O7 H7B 0.8418 . ? O1W H1WA 0.8443 . ? O1W H1WB 0.8428 . ? O2W H2WA 0.8423 . ? O2W H2WB 0.8414 . ? N1 C2 1.473(15) . ? N1 C1 1.467(15) . ? N1 C6 1.476(17) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C3 1.480(18) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.515(18) . ? C3 H3B 0.9700 . ? C3 H3A 0.9700 . ? C4 C7 1.529(16) . ? C4 C5 1.523(16) . ? C4 H4A 0.9800 . ? C5 C6 1.517(19) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 H6B 0.9700 . ? C6 H6A 0.9700 . ? C7 Eu1 2.878(12) 4_475 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Eu1 O1 93.1(3) 3_577 3_677 ? O3 Eu1 O2 86.3(3) 3_577 . ? O1 Eu1 O2 125.3(3) 3_677 . ? O3 Eu1 O6 161.2(3) 3_577 . ? O1 Eu1 O6 86.1(3) 3_677 . ? O2 Eu1 O6 78.9(3) . . ? O3 Eu1 O7 92.9(3) 3_577 . ? O1 Eu1 O7 159.9(3) 3_677 . ? O2 Eu1 O7 74.2(3) . . ? O6 Eu1 O7 94.2(3) . . ? O3 Eu1 O5 74.1(3) 3_577 4_676 ? O1 Eu1 O5 84.1(3) 3_677 4_676 ? O2 Eu1 O5 145.9(3) . 4_676 ? O6 Eu1 O5 124.4(3) . 4_676 ? O7 Eu1 O5 79.2(3) . 4_676 ? O3 Eu1 O1 84.7(3) 3_577 . ? O1 Eu1 O1 67.1(3) 3_677 . ? O2 Eu1 O1 58.4(3) . . ? O6 Eu1 O1 77.7(3) . . ? O7 Eu1 O1 132.6(3) . . ? O5 Eu1 O1 143.1(3) 4_676 . ? O3 Eu1 O4 125.9(3) 3_577 4_676 ? O1 Eu1 O4 82.8(3) 3_677 4_676 ? O2 Eu1 O4 138.4(3) . 4_676 ? O6 Eu1 O4 72.7(3) . 4_676 ? O7 Eu1 O4 78.1(3) . 4_676 ? O5 Eu1 O4 51.8(3) 4_676 4_676 ? O1 Eu1 O4 138.8(3) . 4_676 ? O3 Eu1 C7 99.5(3) 3_577 4_676 ? O1 Eu1 C7 81.1(3) 3_677 4_676 ? O2 Eu1 C7 152.8(3) . 4_676 ? O6 Eu1 C7 98.9(3) . 4_676 ? O7 Eu1 C7 79.0(3) . 4_676 ? O5 Eu1 C7 25.5(3) 4_676 4_676 ? O1 Eu1 C7 148.1(3) . 4_676 ? O4 Eu1 C7 26.4(3) 4_676 4_676 ? O3 Eu1 P1 85.2(2) 3_577 . ? O1 Eu1 P1 96.9(2) 3_677 . ? O2 Eu1 P1 28.5(2) . . ? O6 Eu1 P1 76.2(2) . . ? O7 Eu1 P1 102.7(2) . . ? O5 Eu1 P1 159.3(2) 4_676 . ? O1 Eu1 P1 29.89(19) . . ? O4 Eu1 P1 148.8(2) 4_676 . ? C7 Eu1 P1 174.9(3) 4_676 . ? O3 Eu1 P1 14.6(2) 3_577 3_577 ? O1 Eu1 P1 96.0(2) 3_677 3_577 ? O2 Eu1 P1 73.0(2) . 3_577 ? O6 Eu1 P1 146.9(2) . 3_577 ? O7 Eu1 P1 94.7(2) . 3_577 ? O5 Eu1 P1 88.6(2) 4_676 3_577 ? O1 Eu1 P1 72.83(19) . 3_577 ? O4 Eu1 P1 140.4(2) 4_676 3_577 ? C7 Eu1 P1 114.1(3) 4_676 3_577 ? P1 Eu1 P1 70.71(9) . 3_577 ? O3 Eu1 Eu1 88.4(2) 3_577 3_677 ? O1 Eu1 Eu1 35.3(2) 3_677 3_677 ? O2 Eu1 Eu1 90.14(19) . 3_677 ? O6 Eu1 Eu1 80.0(2) . 3_677 ? O7 Eu1 Eu1 164.1(2) . 3_677 ? O5 Eu1 Eu1 116.3(2) 4_676 3_677 ? O1 Eu1 Eu1 31.79(19) . 3_677 ? O4 Eu1 Eu1 113.6(2) 4_676 3_677 ? C7 Eu1 Eu1 116.4(3) 4_676 3_677 ? P1 Eu1 Eu1 61.61(6) . 3_677 ? P1 Eu1 Eu1 82.77(6) 3_577 3_677 ? O3 P1 O2 113.3(5) . . ? O3 P1 O1 114.1(5) . . ? O2 P1 O1 104.5(5) . . ? O3 P1 C1 109.0(6) . . ? O2 P1 C1 111.3(5) . . ? O1 P1 C1 104.3(5) . . ? O3 P1 Eu1 131.9(4) . . ? O2 P1 Eu1 50.3(3) . . ? O1 P1 Eu1 54.2(3) . . ? C1 P1 Eu1 119.1(4) . . ? O3 P1 Eu1 22.7(3) . 3_577 ? O2 P1 Eu1 101.9(3) . 3_577 ? O1 P1 Eu1 100.3(3) . 3_577 ? C1 P1 Eu1 131.4(4) . 3_577 ? Eu1 P1 Eu1 109.29(9) . 3_577 ? P1 O1 Eu1 150.7(5) . 3_677 ? P1 O1 Eu1 95.9(4) . . ? Eu1 O1 Eu1 112.9(3) 3_677 . ? P1 O2 Eu1 101.2(4) . . ? P1 O3 Eu1 142.7(5) . 3_577 ? C7 O4 Eu1 92.5(7) . 4_475 ? C7 O5 Eu1 95.2(7) . 4_475 ? Eu1 O6 H6C 109.8 . . ? Eu1 O6 H6D 109.5 . . ? H6C O6 H6D 109.5 . . ? Eu1 O7 H7A 109.8 . . ? Eu1 O7 H7B 109.0 . . ? H7A O7 H7B 109.5 . . ? H1WA O1W H1WB 109.0 . . ? H2WA O2W H2WB 109.5 . . ? C2 N1 C1 109.9(10) . . ? C2 N1 C6 108.2(10) . . ? C1 N1 C6 110.1(10) . . ? N1 C1 P1 116.4(8) . . ? N1 C1 H1A 108.2 . . ? P1 C1 H1A 108.2 . . ? N1 C1 H1B 108.2 . . ? P1 C1 H1B 108.2 . . ? H1A C1 H1B 107.4 . . ? N1 C2 C3 111.5(11) . . ? N1 C2 H2A 109.3 . . ? C3 C2 H2A 109.3 . . ? N1 C2 H2B 109.3 . . ? C3 C2 H2B 109.3 . . ? H2A C2 H2B 108.0 . . ? C2 C3 C4 112.7(11) . . ? C2 C3 H3B 109.0 . . ? C4 C3 H3B 109.0 . . ? C2 C3 H3A 109.0 . . ? C4 C3 H3A 109.0 . . ? H3B C3 H3A 107.8 . . ? C3 C4 C7 113.9(10) . . ? C3 C4 C5 108.7(11) . . ? C7 C4 C5 112.9(11) . . ? C3 C4 H4A 107.0 . . ? C7 C4 H4A 107.0 . . ? C5 C4 H4A 107.0 . . ? C6 C5 C4 110.9(11) . . ? C6 C5 H5A 109.5 . . ? C4 C5 H5A 109.5 . . ? C6 C5 H5B 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 108.0 . . ? N1 C6 C5 111.5(11) . . ? N1 C6 H6B 109.3 . . ? C5 C6 H6B 109.3 . . ? N1 C6 H6A 109.3 . . ? C5 C6 H6A 109.3 . . ? H6B C6 H6A 108.0 . . ? O5 C7 O4 120.0(11) . . ? O5 C7 C4 122.0(11) . . ? O4 C7 C4 117.9(11) . . ? O5 C7 Eu1 59.3(6) . 4_475 ? O4 C7 Eu1 61.0(6) . 4_475 ? C4 C7 Eu1 172.6(9) . 4_475 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.18 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 3.241 _refine_diff_density_min -0.951 _refine_diff_density_rms 0.260