# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Pierre Thuery' _publ_contact_author_email PIERRE.THUERY@CEA.FR _publ_section_title ; The first uranyl/lanthanide heterometallic complexes: metal-organic frameworks with DOTA and oxalato ligands ; _publ_author_name 'Pierre Thuery' # Attachment 'CIF1.txt' # # The first uranyl/lanthanide heterometallic complexes: metal--organic # frameworks with DOTA and oxalato ligands. # # P. Thu\'ery # data_1 _database_code_depnum_ccdc_archive 'CCDC 685651' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H33 Gd N4 O21 U2' _chemical_formula_weight 1274.79 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' U U -9.6767 9.6646 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Gd Gd -0.1653 3.9035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.1806(4) _cell_length_b 12.3357(4) _cell_length_c 15.9290(8) _cell_angle_alpha 73.757(3) _cell_angle_beta 83.508(2) _cell_angle_gamma 83.782(3) _cell_volume 1528.43(12) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 69064 _cell_measurement_theta_min 2.93 _cell_measurement_theta_max 25.68 _exptl_crystal_description platelet _exptl_crystal_colour 'translucent light yellow' _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.770 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1170 _exptl_absorpt_coefficient_mu 12.809 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.207 _exptl_absorpt_correction_T_max 0.527 _exptl_absorpt_process_details 'SCALEPACK (Otwinowski & Minor, 1997)' _exptl_special_details 'crystal-to-detector distance 30 mm' _diffrn_ambient_temperature 100(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 'Nonius Kappa-CCD area-detector diffractometer' _diffrn_measurement_method 'two \f and nine \w scans with 2\% steps (516 frames)' _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 69064 _diffrn_reflns_av_R_equivalents 0.0414 _diffrn_reflns_av_sigmaI/netI 0.0478 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 25.68 _reflns_number_total 5761 _reflns_number_gt 5122 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1998)' _computing_cell_refinement 'HKL2000 (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL2000 (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1999)' _computing_publication_material 'SHELXTL (Sheldrick, 1999); PLATON (Spek, 2003)' _refine_special_details ; Structure solved by Patterson map interpretation and subsequent Fourier-difference synthesis. All non-hydrogen atoms were refined with anisotropic displacement parameters. The water solvent molecules were affected with partial occupancy parameters of 0.75 or 0.50 in order to retain acceptable displacement parameters and to account for too short contacts between some of them; they were refined with restraints on displacement parameters. The H atoms bound to O13 and O18 were found on a Fourier-difference map and all the others (except those of the water solvent molecules, which were not found) were introduced at calculated positions. All were treated as riding atoms with an isotropic displacement parameter equal to 1.2 times that of the parent atom. 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^)+(0.0421P)^2^+6.8076P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _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 5761 _refine_ls_number_parameters 433 _refine_ls_number_restraints 30 _refine_ls_R_factor_all 0.0379 _refine_ls_R_factor_gt 0.0318 _refine_ls_wR_factor_ref 0.0875 _refine_ls_wR_factor_gt 0.0853 _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_restrained_S_all 1.083 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.68 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 2.849 _refine_diff_density_min -1.993 _refine_diff_density_rms 0.238 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 U1 U 0.86664(3) 0.23847(2) -0.122099(16) 0.01487(9) Uani 1 1 d . . . U2 U 0.09817(4) 0.24720(2) 0.614776(17) 0.01795(9) Uani 1 1 d . . . Gd Gd 0.45954(4) 0.23773(3) 0.23983(2) 0.01346(10) Uani 1 1 d . . . O1 O 0.6669(6) 0.2715(4) 0.1214(3) 0.0154(10) Uani 1 1 d . . . O2 O 0.7584(6) 0.3379(4) -0.0190(3) 0.0172(11) Uani 1 1 d . . . O3 O 0.6597(6) 0.0992(4) 0.3158(3) 0.0166(10) Uani 1 1 d . . . O4 O 0.8340(6) -0.0533(4) 0.3243(3) 0.0186(11) Uani 1 1 d . . . O5 O 0.3817(6) 0.2622(4) 0.3819(3) 0.0158(10) Uani 1 1 d . . . O6 O 0.3294(6) 0.1949(4) 0.5262(3) 0.0183(11) Uani 1 1 d . . . O7 O 0.3856(7) 0.4343(4) 0.1850(3) 0.0198(11) Uani 1 1 d . . . O8 O 0.2300(7) 0.5860(4) 0.2051(3) 0.0245(12) Uani 1 1 d . . . O9 O 1.0679(6) 0.2829(4) -0.1314(3) 0.0208(11) Uani 1 1 d . . . O10 O 0.6693(6) 0.1866(4) -0.1081(3) 0.0204(11) Uani 1 1 d . . . O11 O 0.2375(7) 0.2850(4) 0.6768(3) 0.0254(12) Uani 1 1 d . . . O12 O -0.0390(7) 0.2082(4) 0.5505(3) 0.0237(12) Uani 1 1 d . . . O13 O 0.6628(6) 0.3483(4) 0.2739(3) 0.0236(12) Uani 1 1 d . . . H13A H 0.6575 0.4280 0.2390 0.028 Uiso 1 1 d R . . H13B H 0.6901 0.3414 0.3307 0.028 Uiso 1 1 d R . . O14 O 0.9711(7) 0.0404(4) -0.1114(3) 0.0202(11) Uani 1 1 d . . . O15 O 0.9263(7) 0.1248(4) 0.0260(3) 0.0206(11) Uani 1 1 d . . . O16 O -0.0870(8) 0.4232(4) 0.6005(3) 0.0298(14) Uani 1 1 d . . . O17 O 0.1668(8) 0.4038(5) 0.4854(3) 0.0314(14) Uani 1 1 d . . . O18 O 0.9013(6) 0.2204(4) -0.2654(3) 0.0177(11) Uani 1 1 d . . . H18 H 0.8031 0.2002 -0.2806 0.021 Uiso 1 1 d R . . N1 N 0.3463(7) 0.2717(5) 0.0839(4) 0.0171(13) Uani 1 1 d . . . N2 N 0.4996(8) 0.0524(5) 0.1866(4) 0.0186(13) Uani 1 1 d . . . N3 N 0.2920(8) 0.0716(5) 0.3470(4) 0.0181(13) Uani 1 1 d . . . N4 N 0.1382(8) 0.2916(5) 0.2448(4) 0.0190(13) Uani 1 1 d . . . C1 C 0.3324(9) 0.1625(6) 0.0642(5) 0.0210(16) Uani 1 1 d . . . H1A H 0.3232 0.1764 0.0019 0.025 Uiso 1 1 calc R . . H1B H 0.2326 0.1300 0.0953 0.025 Uiso 1 1 calc R . . C2 C 0.4800(10) 0.0781(6) 0.0905(5) 0.0204(16) Uani 1 1 d . . . H2A H 0.4658 0.0085 0.0761 0.024 Uiso 1 1 calc R . . H2B H 0.5793 0.1088 0.0573 0.024 Uiso 1 1 calc R . . C3 C 0.3822(10) -0.0326(6) 0.2344(5) 0.0211(16) Uani 1 1 d . . . H3A H 0.4242 -0.1063 0.2270 0.025 Uiso 1 1 calc R . . H3B H 0.2771 -0.0126 0.2090 0.025 Uiso 1 1 calc R . . C4 C 0.3550(10) -0.0403(6) 0.3328(5) 0.0206(16) Uani 1 1 d . . . H4A H 0.2765 -0.0957 0.3610 0.025 Uiso 1 1 calc R . . H4B H 0.4584 -0.0652 0.3594 0.025 Uiso 1 1 calc R . . C5 C 0.1147(9) 0.0919(6) 0.3312(5) 0.0221(16) Uani 1 1 d . . . H5A H 0.0517 0.0434 0.3799 0.027 Uiso 1 1 calc R . . H5B H 0.0993 0.0711 0.2784 0.027 Uiso 1 1 calc R . . C6 C 0.0480(9) 0.2139(6) 0.3213(5) 0.0194(15) Uani 1 1 d . . . H6A H -0.0686 0.2217 0.3127 0.023 Uiso 1 1 calc R . . H6B H 0.0602 0.2348 0.3745 0.023 Uiso 1 1 calc R . . C7 C 0.0681(9) 0.2873(6) 0.1634(5) 0.0199(15) Uani 1 1 d . . . H7A H -0.0385 0.3304 0.1591 0.024 Uiso 1 1 calc R . . H7B H 0.0510 0.2093 0.1674 0.024 Uiso 1 1 calc R . . C8 C 0.1795(9) 0.3343(6) 0.0809(5) 0.0192(15) Uani 1 1 d . . . H8A H 0.1290 0.3290 0.0301 0.023 Uiso 1 1 calc R . . H8B H 0.1909 0.4137 0.0746 0.023 Uiso 1 1 calc R . . C9 C 0.4642(9) 0.3397(6) 0.0171(4) 0.0178(15) Uani 1 1 d . . . H9A H 0.4332 0.4195 0.0106 0.021 Uiso 1 1 calc R . . H9B H 0.4573 0.3249 -0.0390 0.021 Uiso 1 1 calc R . . C10 C 0.6424(9) 0.3124(6) 0.0419(5) 0.0161(15) Uani 1 1 d . . . C11 C 0.6702(9) 0.0058(6) 0.2025(4) 0.0170(15) Uani 1 1 d . . . H11A H 0.7444 0.0453 0.1546 0.020 Uiso 1 1 calc R . . H11B H 0.6807 -0.0734 0.2030 0.020 Uiso 1 1 calc R . . C12 C 0.7226(9) 0.0159(6) 0.2887(5) 0.0178(15) Uani 1 1 d . . . C13 C 0.3143(9) 0.0694(6) 0.4386(4) 0.0186(15) Uani 1 1 d . . . H13C H 0.4088 0.0175 0.4582 0.022 Uiso 1 1 calc R . . H13D H 0.2178 0.0411 0.4762 0.022 Uiso 1 1 calc R . . C14 C 0.3404(8) 0.1855(7) 0.4481(4) 0.0185(16) Uani 1 1 d . . . C15 C 0.1131(10) 0.4091(6) 0.2552(5) 0.0220(16) Uani 1 1 d . . . H15A H 0.1024 0.4052 0.3172 0.026 Uiso 1 1 calc R . . H15B H 0.0109 0.4454 0.2312 0.026 Uiso 1 1 calc R . . C16 C 0.2531(10) 0.4807(6) 0.2101(5) 0.0204(16) Uani 1 1 d . . . C17 C 1.0124(9) -0.0239(6) -0.0396(5) 0.0186(15) Uani 1 1 d . . . C18 C -0.0716(12) 0.5047(6) 0.5329(5) 0.030(2) Uani 1 1 d . . . O19 O 0.6005(10) 0.3265(6) -0.3315(6) 0.040(2) Uani 0.75 1 d PU . . O20 O 0.3557(11) 0.4193(7) -0.2083(6) 0.041(2) Uani 0.75 1 d PU . . O21 O 0.7690(14) 0.3674(9) -0.5792(7) 0.029(3) Uani 0.50 1 d PU . . O22 O 0.5885(15) 0.3720(10) -0.5399(7) 0.033(3) Uani 0.50 1 d PU . . O23 O 0.4889(14) 0.4160(10) -0.4888(7) 0.029(3) Uani 0.50 1 d PU . . 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 U1 0.01846(15) 0.01319(15) 0.01218(14) -0.00373(11) -0.00010(10) 0.00163(10) U2 0.02702(17) 0.01301(15) 0.01204(14) -0.00327(11) 0.00189(11) 0.00216(11) Gd 0.01538(19) 0.01244(18) 0.01241(18) -0.00393(14) 0.00010(14) -0.00027(13) O1 0.017(3) 0.015(2) 0.013(2) -0.003(2) 0.000(2) -0.001(2) O2 0.020(3) 0.015(2) 0.016(2) -0.007(2) 0.003(2) 0.003(2) O3 0.024(3) 0.010(2) 0.016(2) -0.0017(19) -0.002(2) -0.001(2) O4 0.020(3) 0.016(3) 0.016(3) 0.001(2) -0.001(2) 0.001(2) O5 0.021(3) 0.013(2) 0.014(2) -0.007(2) 0.001(2) 0.000(2) O6 0.022(3) 0.019(3) 0.015(2) -0.008(2) 0.000(2) 0.000(2) O7 0.026(3) 0.012(2) 0.022(3) -0.005(2) -0.003(2) 0.000(2) O8 0.040(3) 0.018(3) 0.013(3) -0.003(2) -0.001(2) 0.006(2) O9 0.018(3) 0.028(3) 0.017(3) -0.009(2) 0.000(2) 0.002(2) O10 0.024(3) 0.019(3) 0.020(3) -0.007(2) -0.003(2) -0.003(2) O11 0.037(3) 0.022(3) 0.020(3) -0.010(2) 0.000(2) -0.006(2) O12 0.029(3) 0.024(3) 0.015(3) -0.004(2) -0.001(2) 0.005(2) O13 0.025(3) 0.023(3) 0.023(3) -0.003(2) -0.006(2) -0.005(2) O14 0.028(3) 0.016(3) 0.014(2) -0.005(2) -0.003(2) 0.007(2) O15 0.028(3) 0.015(3) 0.017(3) -0.004(2) -0.001(2) 0.003(2) O16 0.046(4) 0.016(3) 0.020(3) -0.001(2) 0.010(3) 0.007(2) O17 0.049(4) 0.022(3) 0.016(3) -0.002(2) 0.010(3) 0.006(3) O18 0.019(3) 0.019(3) 0.014(2) -0.003(2) -0.003(2) 0.003(2) N1 0.017(3) 0.016(3) 0.017(3) -0.004(2) 0.000(2) 0.000(2) N2 0.023(3) 0.019(3) 0.015(3) -0.004(2) 0.000(3) -0.008(3) N3 0.022(3) 0.020(3) 0.013(3) -0.007(2) 0.000(2) -0.003(3) N4 0.021(3) 0.018(3) 0.019(3) -0.008(3) 0.001(3) -0.002(3) C1 0.022(4) 0.021(4) 0.023(4) -0.009(3) -0.004(3) -0.006(3) C2 0.031(4) 0.016(4) 0.015(4) -0.005(3) -0.002(3) -0.003(3) C3 0.028(4) 0.016(4) 0.018(4) -0.003(3) -0.002(3) -0.003(3) C4 0.025(4) 0.014(4) 0.022(4) -0.003(3) 0.002(3) -0.002(3) C5 0.017(4) 0.022(4) 0.028(4) -0.006(3) -0.002(3) -0.004(3) C6 0.011(3) 0.025(4) 0.022(4) -0.005(3) -0.004(3) 0.001(3) C7 0.020(4) 0.025(4) 0.017(4) -0.007(3) -0.006(3) -0.003(3) C8 0.014(4) 0.028(4) 0.016(4) -0.007(3) -0.004(3) 0.002(3) C9 0.023(4) 0.019(4) 0.011(3) -0.003(3) 0.002(3) -0.004(3) C10 0.020(4) 0.011(3) 0.019(4) -0.002(3) -0.003(3) -0.011(3) C11 0.024(4) 0.011(3) 0.015(3) -0.004(3) -0.002(3) 0.005(3) C12 0.018(4) 0.019(4) 0.015(4) -0.002(3) -0.001(3) -0.001(3) C13 0.023(4) 0.021(4) 0.009(3) 0.002(3) 0.001(3) -0.007(3) C14 0.005(3) 0.035(4) 0.014(4) -0.007(3) 0.003(3) 0.002(3) C15 0.024(4) 0.021(4) 0.021(4) -0.007(3) -0.002(3) 0.002(3) C16 0.035(5) 0.014(4) 0.012(3) -0.004(3) -0.005(3) 0.005(3) C17 0.023(4) 0.014(4) 0.016(4) 0.000(3) -0.003(3) 0.003(3) C18 0.051(6) 0.012(4) 0.021(4) 0.000(3) 0.005(4) 0.006(4) O19 0.033(4) 0.023(3) 0.059(4) 0.009(3) -0.026(3) -0.011(3) O20 0.046(4) 0.031(4) 0.049(4) -0.005(3) -0.020(3) -0.010(3) O21 0.030(6) 0.030(5) 0.027(5) -0.005(4) -0.004(4) -0.009(5) O22 0.044(6) 0.038(6) 0.020(5) -0.013(5) -0.002(5) -0.007(5) O23 0.023(5) 0.036(6) 0.031(5) -0.010(5) -0.002(4) -0.009(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag U1 O9 1.769(5) . ? U1 O10 1.769(5) . ? U1 O8 2.307(5) 2_665 ? U1 O18 2.339(5) . ? U1 O2 2.355(4) . ? U1 O15 2.456(5) . ? U1 O14 2.465(5) . ? U2 O11 1.766(5) . ? U2 O12 1.787(6) . ? U2 O18 2.326(5) 1_456 ? U2 O4 2.347(5) 2_656 ? U2 O6 2.372(5) . ? U2 O17 2.458(5) . ? U2 O16 2.480(5) . ? Gd O1 2.367(5) . ? Gd O7 2.372(5) . ? Gd O5 2.373(4) . ? Gd O3 2.398(5) . ? Gd O13 2.456(5) . ? Gd N2 2.629(6) . ? Gd N4 2.639(6) . ? Gd N1 2.657(6) . ? Gd N3 2.668(6) . ? O1 C10 1.255(8) . ? O2 C10 1.275(8) . ? O3 C12 1.261(8) . ? O4 C12 1.248(9) . ? O4 U2 2.347(5) 2_656 ? O5 C14 1.246(8) . ? O6 C14 1.274(8) . ? O7 C16 1.248(9) . ? O8 C16 1.275(9) . ? O8 U1 2.307(5) 2_665 ? O13 H13A 0.9832 . ? O13 H13B 0.9344 . ? O14 C17 1.254(9) . ? O15 C17 1.259(9) 2_755 ? O16 C18 1.255(9) . ? O17 C18 1.282(10) 2_566 ? O18 U2 2.326(5) 1_654 ? O18 H18 0.9415 . ? N1 C1 1.484(9) . ? N1 C9 1.487(9) . ? N1 C8 1.492(9) . ? N2 C11 1.473(9) . ? N2 C3 1.486(9) . ? N2 C2 1.497(9) . ? N3 C5 1.482(9) . ? N3 C13 1.483(9) . ? N3 C4 1.488(9) . ? N4 C7 1.492(9) . ? N4 C15 1.495(9) . ? N4 C6 1.498(9) . ? C1 C2 1.522(10) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.536(10) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.515(10) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.520(10) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.531(10) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C11 C12 1.524(10) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C13 C14 1.520(10) . ? C13 H13C 0.9700 . ? C13 H13D 0.9700 . ? C15 C16 1.512(11) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C17 O15 1.259(9) 2_755 ? C17 C17 1.522(14) 2_755 ? C18 O17 1.282(10) 2_566 ? C18 C18 1.499(16) 2_566 ? 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 O9 U1 O10 176.6(2) . . ? O9 U1 O8 91.5(2) . 2_665 ? O10 U1 O8 91.9(2) . 2_665 ? O9 U1 O18 91.5(2) . . ? O10 U1 O18 89.8(2) . . ? O8 U1 O18 76.50(17) 2_665 . ? O9 U1 O2 94.7(2) . . ? O10 U1 O2 85.6(2) . . ? O8 U1 O2 75.12(17) 2_665 . ? O18 U1 O2 151.07(17) . . ? O9 U1 O15 85.9(2) . . ? O10 U1 O15 91.1(2) . . ? O8 U1 O15 145.01(17) 2_665 . ? O18 U1 O15 138.37(16) . . ? O2 U1 O15 70.36(16) . . ? O9 U1 O14 92.6(2) . . ? O10 U1 O14 84.8(2) . . ? O8 U1 O14 149.82(17) 2_665 . ? O18 U1 O14 73.51(16) . . ? O2 U1 O14 134.18(16) . . ? O15 U1 O14 65.15(16) . . ? O11 U2 O12 178.7(2) . . ? O11 U2 O18 90.1(2) . 1_456 ? O12 U2 O18 91.1(2) . 1_456 ? O11 U2 O4 91.9(2) . 2_656 ? O12 U2 O4 87.8(2) . 2_656 ? O18 U2 O4 82.37(16) 1_456 2_656 ? O11 U2 O6 88.0(2) . . ? O12 U2 O6 90.7(2) . . ? O18 U2 O6 155.70(17) 1_456 . ? O4 U2 O6 73.48(17) 2_656 . ? O11 U2 O17 92.2(2) . . ? O12 U2 O17 87.3(2) . . ? O18 U2 O17 136.03(17) 1_456 . ? O4 U2 O17 141.34(17) 2_656 . ? O6 U2 O17 68.27(17) . . ? O11 U2 O16 94.9(2) . . ? O12 U2 O16 85.9(2) . . ? O18 U2 O16 71.24(16) 1_456 . ? O4 U2 O16 152.70(17) 2_656 . ? O6 U2 O16 133.06(17) . . ? O17 U2 O16 64.82(17) . . ? O1 Gd O7 83.55(17) . . ? O1 Gd O5 143.64(17) . . ? O7 Gd O5 86.72(16) . . ? O1 Gd O3 85.26(16) . . ? O7 Gd O3 144.94(17) . . ? O5 Gd O3 82.90(16) . . ? O1 Gd O13 72.14(17) . . ? O7 Gd O13 69.82(18) . . ? O5 Gd O13 71.61(17) . . ? O3 Gd O13 75.13(17) . . ? O1 Gd N2 74.40(17) . . ? O7 Gd N2 139.70(18) . . ? O5 Gd N2 130.15(17) . . ? O3 Gd N2 66.93(18) . . ? O13 Gd N2 130.69(18) . . ? O1 Gd N4 130.96(18) . . ? O7 Gd N4 66.02(18) . . ? O5 Gd N4 74.54(17) . . ? O3 Gd N4 140.72(17) . . ? O13 Gd N4 124.88(18) . . ? N2 Gd N4 104.40(19) . . ? O1 Gd N1 66.23(17) . . ? O7 Gd N1 71.99(17) . . ? O5 Gd N1 141.97(17) . . ? O3 Gd N1 131.83(17) . . ? O13 Gd N1 125.50(17) . . ? N2 Gd N1 68.35(18) . . ? N4 Gd N1 68.14(18) . . ? O1 Gd N3 141.47(17) . . ? O7 Gd N3 131.36(18) . . ? O5 Gd N3 65.87(17) . . ? O3 Gd N3 73.35(18) . . ? O13 Gd N3 129.22(18) . . ? N2 Gd N3 67.85(17) . . ? N4 Gd N3 68.21(19) . . ? N1 Gd N3 105.17(18) . . ? C10 O1 Gd 125.6(5) . . ? C10 O2 U1 128.4(4) . . ? C12 O3 Gd 123.1(5) . . ? C12 O4 U2 142.8(5) . 2_656 ? C14 O5 Gd 125.1(4) . . ? C14 O6 U2 130.5(5) . . ? C16 O7 Gd 122.3(5) . . ? C16 O8 U1 145.3(5) . 2_665 ? Gd O13 H13A 113.6 . . ? Gd O13 H13B 123.9 . . ? H13A O13 H13B 111.0 . . ? C17 O14 U1 120.3(4) . . ? C17 O15 U1 121.1(4) 2_755 . ? C18 O16 U2 120.2(5) . . ? C18 O17 U2 120.6(5) 2_566 . ? U2 O18 U1 139.6(2) 1_654 . ? U2 O18 H18 110.0 1_654 . ? U1 O18 H18 110.3 . . ? C1 N1 C9 109.9(5) . . ? C1 N1 C8 108.0(6) . . ? C9 N1 C8 109.6(5) . . ? C1 N1 Gd 111.0(4) . . ? C9 N1 Gd 107.6(4) . . ? C8 N1 Gd 110.8(4) . . ? C11 N2 C3 110.0(6) . . ? C11 N2 C2 108.9(5) . . ? C3 N2 C2 108.1(6) . . ? C11 N2 Gd 105.6(4) . . ? C3 N2 Gd 112.9(4) . . ? C2 N2 Gd 111.4(4) . . ? C5 N3 C13 110.5(6) . . ? C5 N3 C4 108.6(6) . . ? C13 N3 C4 108.7(6) . . ? C5 N3 Gd 110.0(4) . . ? C13 N3 Gd 107.9(4) . . ? C4 N3 Gd 111.1(4) . . ? C7 N4 C15 110.3(6) . . ? C7 N4 C6 107.8(6) . . ? C15 N4 C6 108.8(5) . . ? C7 N4 Gd 112.1(4) . . ? C15 N4 Gd 106.2(4) . . ? C6 N4 Gd 111.6(4) . . ? N1 C1 C2 112.3(6) . . ? N1 C1 H1A 109.1 . . ? C2 C1 H1A 109.1 . . ? N1 C1 H1B 109.1 . . ? C2 C1 H1B 109.1 . . ? H1A C1 H1B 107.9 . . ? N2 C2 C1 111.6(6) . . ? N2 C2 H2A 109.3 . . ? C1 C2 H2A 109.3 . . ? N2 C2 H2B 109.3 . . ? C1 C2 H2B 109.3 . . ? H2A C2 H2B 108.0 . . ? N2 C3 C4 112.5(6) . . ? N2 C3 H3A 109.1 . . ? C4 C3 H3A 109.1 . . ? N2 C3 H3B 109.1 . . ? C4 C3 H3B 109.1 . . ? H3A C3 H3B 107.8 . . ? N3 C4 C3 110.8(6) . . ? N3 C4 H4A 109.5 . . ? C3 C4 H4A 109.5 . . ? N3 C4 H4B 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 108.1 . . ? N3 C5 C6 113.1(6) . . ? N3 C5 H5A 109.0 . . ? C6 C5 H5A 109.0 . . ? N3 C5 H5B 109.0 . . ? C6 C5 H5B 109.0 . . ? H5A C5 H5B 107.8 . . ? N4 C6 C5 110.7(6) . . ? N4 C6 H6A 109.5 . . ? C5 C6 H6A 109.5 . . ? N4 C6 H6B 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 108.1 . . ? N4 C7 C8 112.5(6) . . ? N4 C7 H7A 109.1 . . ? C8 C7 H7A 109.1 . . ? N4 C7 H7B 109.1 . . ? C8 C7 H7B 109.1 . . ? H7A C7 H7B 107.8 . . ? N1 C8 C7 111.6(6) . . ? N1 C8 H8A 109.3 . . ? C7 C8 H8A 109.3 . . ? N1 C8 H8B 109.3 . . ? C7 C8 H8B 109.3 . . ? H8A C8 H8B 108.0 . . ? N1 C9 C10 112.3(6) . . ? N1 C9 H9A 109.2 . . ? C10 C9 H9A 109.2 . . ? N1 C9 H9B 109.2 . . ? C10 C9 H9B 109.2 . . ? H9A C9 H9B 107.9 . . ? O1 C10 O2 123.3(7) . . ? O1 C10 C9 118.5(6) . . ? O2 C10 C9 118.0(6) . . ? N2 C11 C12 113.2(5) . . ? N2 C11 H11A 108.9 . . ? C12 C11 H11A 108.9 . . ? N2 C11 H11B 108.9 . . ? C12 C11 H11B 108.9 . . ? H11A C11 H11B 107.7 . . ? O4 C12 O3 124.1(7) . . ? O4 C12 C11 118.1(6) . . ? O3 C12 C11 117.6(6) . . ? N3 C13 C14 112.7(6) . . ? N3 C13 H13C 109.0 . . ? C14 C13 H13C 109.0 . . ? N3 C13 H13D 109.0 . . ? C14 C13 H13D 109.0 . . ? H13C C13 H13D 107.8 . . ? O5 C14 O6 123.9(7) . . ? O5 C14 C13 119.7(6) . . ? O6 C14 C13 116.2(6) . . ? N4 C15 C16 112.7(6) . . ? N4 C15 H15A 109.1 . . ? C16 C15 H15A 109.1 . . ? N4 C15 H15B 109.1 . . ? C16 C15 H15B 109.1 . . ? H15A C15 H15B 107.8 . . ? O7 C16 O8 123.8(7) . . ? O7 C16 C15 119.7(6) . . ? O8 C16 C15 116.3(7) . . ? O14 C17 O15 126.7(7) . 2_755 ? O14 C17 C17 117.3(8) . 2_755 ? O15 C17 C17 116.0(8) 2_755 2_755 ? O16 C18 O17 126.2(7) . 2_566 ? O16 C18 C18 117.5(9) . 2_566 ? O17 C18 C18 116.3(8) 2_566 2_566 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O13 H13A O20 0.98 1.80 2.756(10) 162.3 2_665 O13 H13B O21 0.93 1.76 2.663(12) 162.3 1_556 O18 H18 O19 0.94 2.21 2.827(9) 122.5 . #===END data_2 _database_code_depnum_ccdc_archive 'CCDC 685652' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H33 Eu N4 O21 U2' _chemical_formula_weight 1269.50 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' U U -9.6767 9.6646 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.1894(8) _cell_length_b 12.3511(10) _cell_length_c 15.9186(16) _cell_angle_alpha 73.824(6) _cell_angle_beta 83.730(5) _cell_angle_gamma 83.882(6) _cell_volume 1532.2(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 69396 _cell_measurement_theta_min 2.94 _cell_measurement_theta_max 25.68 _exptl_crystal_description parallelepiped _exptl_crystal_colour 'translucent light yellow' _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.752 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1168 _exptl_absorpt_coefficient_mu 12.660 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.511 _exptl_absorpt_correction_T_max 0.603 _exptl_absorpt_process_details 'SCALEPACK (Otwinowski & Minor, 1997)' _exptl_special_details 'crystal-to-detector distance 30 mm' _diffrn_ambient_temperature 100(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 'Nonius Kappa-CCD area-detector diffractometer' _diffrn_measurement_method 'two \f and nine \w scans with 2\% steps (527 frames)' _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 69396 _diffrn_reflns_av_R_equivalents 0.0418 _diffrn_reflns_av_sigmaI/netI 0.0542 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 25.68 _reflns_number_total 5773 _reflns_number_gt 4552 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1998)' _computing_cell_refinement 'HKL2000 (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL2000 (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1999)' _computing_publication_material 'SHELXTL (Sheldrick, 1999); PLATON (Spek, 2003)' _refine_special_details ; Structure solved by Patterson map interpretation and subsequent Fourier-difference synthesis. All non-hydrogen atoms were refined with anisotropic displacement parameters. The water solvent molecules were affected with partial occupancy parameters of 0.75 or 0.50 in order to retain acceptable displacement parameters and to account for too short contacts between some of them; they were refined with restraints on displacement parameters. The H atoms bound to O13 and O18 were found on a Fourier-difference map and all the others (except those of the water solvent molecules, which were not found) were introduced at calculated positions. All were treated as riding atoms with an isotropic displacement parameter equal to 1.2 times that of the parent atom. 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^)+(0.0319P)^2^+1.4712P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _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 5773 _refine_ls_number_parameters 433 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0475 _refine_ls_R_factor_gt 0.0326 _refine_ls_wR_factor_ref 0.0731 _refine_ls_wR_factor_gt 0.0688 _refine_ls_goodness_of_fit_ref 1.008 _refine_ls_restrained_S_all 1.009 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.68 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.232 _refine_diff_density_min -1.939 _refine_diff_density_rms 0.186 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 U1 U 0.86645(4) 0.23806(2) -0.122218(17) 0.02201(9) Uani 1 1 d . . . U2 U 0.09718(4) 0.24737(2) 0.614776(17) 0.02395(9) Uani 1 1 d . . . Eu Eu 0.46097(5) 0.23837(3) 0.23998(2) 0.02070(10) Uani 1 1 d . . . O1 O 0.6677(6) 0.2725(4) 0.1215(3) 0.0237(12) Uani 1 1 d . . . O2 O 0.7587(6) 0.3374(4) -0.0182(3) 0.0247(12) Uani 1 1 d . . . O3 O 0.6610(6) 0.0977(4) 0.3164(3) 0.0242(11) Uani 1 1 d . . . O4 O 0.8354(6) -0.0540(4) 0.3243(3) 0.0241(11) Uani 1 1 d . . . O5 O 0.3832(6) 0.2615(4) 0.3825(3) 0.0259(12) Uani 1 1 d . . . O6 O 0.3263(6) 0.1948(4) 0.5268(3) 0.0238(11) Uani 1 1 d . . . O7 O 0.3874(7) 0.4356(4) 0.1848(3) 0.0275(12) Uani 1 1 d . . . O8 O 0.2320(8) 0.5855(4) 0.2047(3) 0.0366(15) Uani 1 1 d . . . O9 O 1.0676(6) 0.2831(4) -0.1312(3) 0.0281(12) Uani 1 1 d . . . O10 O 0.6684(6) 0.1864(4) -0.1084(3) 0.0248(11) Uani 1 1 d . . . O11 O 0.2367(7) 0.2846(4) 0.6777(3) 0.0308(13) Uani 1 1 d . . . O12 O -0.0382(7) 0.2082(4) 0.5498(3) 0.0294(12) Uani 1 1 d . . . O13 O 0.6640(7) 0.3509(4) 0.2748(3) 0.0314(13) Uani 1 1 d . . . H13A H 0.6587 0.4305 0.2398 0.038 Uiso 1 1 d R . . H13B H 0.6913 0.3439 0.3315 0.038 Uiso 1 1 d R . . O14 O 0.9708(6) 0.0403(4) -0.1114(3) 0.0258(12) Uani 1 1 d . . . O15 O 0.9256(6) 0.1244(4) 0.0263(3) 0.0262(12) Uani 1 1 d . . . O16 O -0.0886(7) 0.4232(4) 0.6000(3) 0.0317(13) Uani 1 1 d . . . O17 O 0.1631(7) 0.4050(4) 0.4851(3) 0.0350(14) Uani 1 1 d . . . O18 O 0.9024(7) 0.2201(4) -0.2659(3) 0.0263(12) Uani 1 1 d . . . H18 H 0.8042 0.1999 -0.2811 0.032 Uiso 1 1 d R . . N1 N 0.3483(8) 0.2719(5) 0.0836(4) 0.0235(14) Uani 1 1 d . . . N2 N 0.4996(7) 0.0531(4) 0.1868(4) 0.0209(13) Uani 1 1 d . . . N3 N 0.2925(8) 0.0721(5) 0.3467(4) 0.0241(14) Uani 1 1 d . . . N4 N 0.1379(8) 0.2935(5) 0.2437(4) 0.0270(14) Uani 1 1 d . . . C1 C 0.3333(10) 0.1625(6) 0.0633(5) 0.0275(17) Uani 1 1 d . . . H1A H 0.3253 0.1765 0.0008 0.033 Uiso 1 1 calc R . . H1B H 0.2330 0.1305 0.0937 0.033 Uiso 1 1 calc R . . C2 C 0.4789(10) 0.0783(6) 0.0905(5) 0.0262(17) Uani 1 1 d . . . H2A H 0.4640 0.0086 0.0765 0.031 Uiso 1 1 calc R . . H2B H 0.5784 0.1083 0.0573 0.031 Uiso 1 1 calc R . . C3 C 0.3827(10) -0.0328(6) 0.2353(5) 0.0254(17) Uani 1 1 d . . . H3A H 0.4257 -0.1065 0.2286 0.030 Uiso 1 1 calc R . . H3B H 0.2776 -0.0140 0.2097 0.030 Uiso 1 1 calc R . . C4 C 0.3558(10) -0.0389(6) 0.3325(5) 0.0274(17) Uani 1 1 d . . . H4A H 0.2779 -0.0945 0.3609 0.033 Uiso 1 1 calc R . . H4B H 0.4592 -0.0633 0.3592 0.033 Uiso 1 1 calc R . . C5 C 0.1142(10) 0.0935(6) 0.3312(5) 0.0293(18) Uani 1 1 d . . . H5A H 0.0509 0.0464 0.3803 0.035 Uiso 1 1 calc R . . H5B H 0.0971 0.0720 0.2788 0.035 Uiso 1 1 calc R . . C6 C 0.0517(10) 0.2155(6) 0.3202(5) 0.0276(17) Uani 1 1 d . . . H6A H -0.0654 0.2239 0.3127 0.033 Uiso 1 1 calc R . . H6B H 0.0663 0.2365 0.3731 0.033 Uiso 1 1 calc R . . C7 C 0.0686(9) 0.2910(6) 0.1617(5) 0.0289(18) Uani 1 1 d . . . H7A H -0.0365 0.3357 0.1568 0.035 Uiso 1 1 calc R . . H7B H 0.0488 0.2137 0.1653 0.035 Uiso 1 1 calc R . . C8 C 0.1812(9) 0.3361(6) 0.0806(5) 0.0294(18) Uani 1 1 d . . . H8A H 0.1307 0.3315 0.0294 0.035 Uiso 1 1 calc R . . H8B H 0.1942 0.4152 0.0744 0.035 Uiso 1 1 calc R . . C9 C 0.4656(9) 0.3396(6) 0.0177(5) 0.0267(17) Uani 1 1 d . . . H9A H 0.4342 0.4193 0.0112 0.032 Uiso 1 1 calc R . . H9B H 0.4588 0.3249 -0.0386 0.032 Uiso 1 1 calc R . . C10 C 0.6443(10) 0.3132(5) 0.0424(5) 0.0252(17) Uani 1 1 d . . . C11 C 0.6710(9) 0.0042(6) 0.2026(5) 0.0254(17) Uani 1 1 d . . . H11A H 0.7455 0.0419 0.1542 0.031 Uiso 1 1 calc R . . H11B H 0.6790 -0.0753 0.2043 0.031 Uiso 1 1 calc R . . C12 C 0.7241(9) 0.0160(6) 0.2877(5) 0.0256(17) Uani 1 1 d . . . C13 C 0.3122(10) 0.0702(6) 0.4388(4) 0.0238(16) Uani 1 1 d . . . H13C H 0.4041 0.0167 0.4598 0.029 Uiso 1 1 calc R . . H13D H 0.2137 0.0439 0.4752 0.029 Uiso 1 1 calc R . . C14 C 0.3417(9) 0.1846(6) 0.4487(5) 0.0243(17) Uani 1 1 d . . . C15 C 0.1158(10) 0.4105(6) 0.2542(5) 0.0283(18) Uani 1 1 d . . . H15A H 0.1061 0.4065 0.3163 0.034 Uiso 1 1 calc R . . H15B H 0.0139 0.4475 0.2303 0.034 Uiso 1 1 calc R . . C16 C 0.2553(10) 0.4801(6) 0.2095(5) 0.0268(18) Uani 1 1 d . . . C17 C 1.0141(9) -0.0244(6) -0.0402(5) 0.0236(17) Uani 1 1 d . . . C18 C -0.0733(11) 0.5046(6) 0.5335(5) 0.035(2) Uani 1 1 d . . . O19 O 0.6003(9) 0.3262(6) -0.3319(5) 0.040(2) Uani 0.75 1 d PU . . O20 O 0.3559(11) 0.4169(6) -0.2082(5) 0.048(2) Uani 0.75 1 d P . . O21 O 0.7730(16) 0.3697(10) -0.5797(7) 0.046(3) Uani 0.50 1 d P . . O22 O 0.5904(16) 0.3720(10) -0.5383(8) 0.046(3) Uani 0.50 1 d P . . O23 O 0.4922(15) 0.4145(10) -0.4897(8) 0.046(3) Uani 0.50 1 d P . . 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 U1 0.02616(17) 0.01918(14) 0.01825(15) -0.00363(11) 0.00073(11) 0.00253(11) U2 0.03172(18) 0.01910(15) 0.01804(15) -0.00341(11) 0.00181(12) 0.00298(12) Eu 0.0233(2) 0.01885(18) 0.01849(18) -0.00432(14) 0.00005(15) 0.00099(15) O1 0.031(3) 0.022(3) 0.016(3) -0.003(2) -0.001(2) 0.001(2) O2 0.027(3) 0.023(3) 0.022(3) -0.006(2) 0.004(2) 0.004(2) O3 0.025(3) 0.024(3) 0.022(3) -0.004(2) -0.005(2) 0.004(2) O4 0.028(3) 0.014(2) 0.027(3) -0.001(2) -0.003(2) 0.001(2) O5 0.027(3) 0.026(3) 0.025(3) -0.009(2) 0.005(2) -0.002(2) O6 0.028(3) 0.028(3) 0.014(2) -0.005(2) 0.000(2) -0.002(2) O7 0.034(3) 0.018(2) 0.027(3) -0.006(2) 0.001(2) 0.006(2) O8 0.058(4) 0.024(3) 0.020(3) 0.000(2) 0.003(3) 0.008(3) O9 0.023(3) 0.036(3) 0.025(3) -0.009(2) -0.001(2) -0.002(2) O10 0.025(3) 0.027(3) 0.024(3) -0.010(2) 0.003(2) -0.002(2) O11 0.045(4) 0.031(3) 0.018(3) -0.010(2) 0.004(2) -0.008(3) O12 0.033(3) 0.029(3) 0.024(3) -0.006(2) -0.002(2) 0.004(2) O13 0.033(3) 0.030(3) 0.031(3) -0.005(2) -0.003(2) -0.007(2) O14 0.033(3) 0.022(3) 0.019(3) -0.004(2) -0.003(2) 0.009(2) O15 0.035(3) 0.022(3) 0.020(3) -0.005(2) -0.002(2) 0.003(2) O16 0.039(3) 0.021(3) 0.025(3) 0.001(2) 0.007(3) 0.008(2) O17 0.046(4) 0.026(3) 0.027(3) -0.003(2) 0.006(3) 0.006(3) O18 0.031(3) 0.024(3) 0.022(3) -0.005(2) -0.001(2) 0.003(2) N1 0.025(4) 0.021(3) 0.023(3) -0.006(3) 0.003(3) 0.001(3) N2 0.027(4) 0.017(3) 0.018(3) -0.004(2) -0.001(3) -0.003(3) N3 0.024(4) 0.023(3) 0.024(3) -0.007(3) 0.002(3) 0.000(3) N4 0.032(4) 0.026(3) 0.022(3) -0.006(3) -0.003(3) 0.003(3) C1 0.035(5) 0.025(4) 0.025(4) -0.011(3) -0.006(3) 0.001(3) C2 0.030(4) 0.026(4) 0.025(4) -0.010(3) -0.005(3) 0.000(3) C3 0.027(4) 0.020(4) 0.027(4) -0.004(3) 0.002(3) -0.005(3) C4 0.033(5) 0.023(4) 0.025(4) -0.006(3) 0.002(3) -0.004(3) C5 0.026(4) 0.037(4) 0.024(4) -0.007(3) 0.005(3) -0.011(4) C6 0.025(4) 0.030(4) 0.026(4) -0.009(3) 0.001(3) 0.003(3) C7 0.021(4) 0.035(4) 0.031(4) -0.011(3) -0.004(3) 0.005(3) C8 0.027(4) 0.032(4) 0.028(4) -0.005(3) -0.007(3) 0.000(4) C9 0.027(4) 0.030(4) 0.022(4) -0.009(3) -0.002(3) 0.004(3) C10 0.036(5) 0.012(3) 0.029(4) -0.008(3) -0.004(4) 0.000(3) C11 0.027(4) 0.023(4) 0.024(4) -0.008(3) 0.002(3) 0.009(3) C12 0.025(4) 0.025(4) 0.022(4) 0.000(3) 0.005(3) -0.006(3) C13 0.032(4) 0.022(4) 0.015(3) -0.002(3) 0.000(3) -0.002(3) C14 0.020(4) 0.023(4) 0.027(4) -0.005(3) -0.004(3) 0.007(3) C15 0.030(5) 0.030(4) 0.024(4) -0.012(3) -0.001(3) 0.012(3) C16 0.036(5) 0.019(4) 0.019(4) 0.001(3) -0.002(3) 0.009(3) C17 0.022(4) 0.020(4) 0.025(4) -0.004(3) 0.002(3) 0.005(3) C18 0.049(6) 0.028(4) 0.021(4) -0.003(3) 0.011(4) 0.006(4) O19 0.025(4) 0.019(3) 0.062(5) 0.018(3) -0.017(3) -0.003(3) O20 0.058(6) 0.028(4) 0.059(5) -0.001(4) -0.031(5) -0.011(4) O21 0.045(8) 0.057(8) 0.039(7) -0.024(6) -0.007(6) 0.013(6) O22 0.053(8) 0.044(7) 0.039(7) -0.014(6) 0.011(6) -0.010(6) O23 0.035(7) 0.057(8) 0.049(8) -0.017(7) -0.005(6) -0.008(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 U1 O10 1.775(5) . ? U1 O9 1.773(5) . ? U1 O8 2.320(5) 2_665 ? U1 O18 2.343(5) . ? U1 O2 2.367(4) . ? U1 O15 2.460(5) . ? U1 O14 2.466(4) . ? U2 O11 1.772(5) . ? U2 O12 1.782(5) . ? U2 O18 2.315(5) 1_456 ? U2 O4 2.344(4) 2_656 ? U2 O6 2.362(5) . ? U2 O17 2.467(5) . ? U2 O16 2.485(5) . ? Eu O1 2.369(5) . ? Eu O5 2.376(5) . ? Eu O7 2.383(5) . ? Eu O3 2.415(5) . ? Eu O13 2.475(5) . ? Eu N2 2.631(5) . ? Eu N1 2.658(6) . ? Eu N4 2.659(6) . ? Eu N3 2.675(6) . ? O1 C10 1.247(8) . ? O2 C10 1.265(9) . ? O3 C12 1.259(8) . ? O4 C12 1.259(8) . ? O4 U2 2.344(4) 2_656 ? O5 C14 1.250(8) . ? O6 C14 1.274(8) . ? O7 C16 1.236(9) . ? O8 C16 1.278(8) . ? O8 U1 2.320(5) 2_665 ? O13 H13A 0.9848 . ? O13 H13B 0.9332 . ? O14 C17 1.253(8) . ? O15 C17 1.249(8) 2_755 ? O16 C18 1.246(9) . ? O17 C18 1.250(9) 2_566 ? O18 U2 2.315(5) 1_654 ? O18 H18 0.9411 . ? N1 C9 1.479(9) . ? N1 C1 1.495(9) . ? N1 C8 1.505(9) . ? N2 C11 1.487(9) . ? N2 C3 1.496(9) . ? N2 C2 1.501(8) . ? N3 C4 1.483(9) . ? N3 C13 1.485(9) . ? N3 C5 1.491(9) . ? N4 C7 1.488(9) . ? N4 C6 1.488(9) . ? N4 C15 1.490(9) . ? C1 C2 1.512(10) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.521(10) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.507(10) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.509(10) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.534(10) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C11 C12 1.516(10) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C13 C14 1.512(10) . ? C13 H13C 0.9700 . ? C13 H13D 0.9700 . ? C15 C16 1.497(11) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C17 O15 1.249(8) 2_755 ? C17 C17 1.547(14) 2_755 ? C18 O17 1.250(9) 2_566 ? C18 C18 1.534(15) 2_566 ? 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 O10 U1 O9 176.8(2) . . ? O10 U1 O8 91.6(2) . 2_665 ? O9 U1 O8 91.5(2) . 2_665 ? O10 U1 O18 90.2(2) . . ? O9 U1 O18 91.3(2) . . ? O8 U1 O18 77.01(17) 2_665 . ? O10 U1 O2 85.52(19) . . ? O9 U1 O2 94.5(2) . . ? O8 U1 O2 74.84(17) 2_665 . ? O18 U1 O2 151.38(16) . . ? O10 U1 O15 91.0(2) . . ? O9 U1 O15 86.0(2) . . ? O8 U1 O15 144.56(17) 2_665 . ? O18 U1 O15 138.32(15) . . ? O2 U1 O15 70.15(15) . . ? O10 U1 O14 84.97(19) . . ? O9 U1 O14 92.8(2) . . ? O8 U1 O14 150.27(17) 2_665 . ? O18 U1 O14 73.49(15) . . ? O2 U1 O14 133.99(16) . . ? O15 U1 O14 65.13(15) . . ? O11 U2 O12 178.3(2) . . ? O11 U2 O18 89.8(2) . 1_456 ? O12 U2 O18 91.7(2) . 1_456 ? O11 U2 O4 91.7(2) . 2_656 ? O12 U2 O4 87.6(2) . 2_656 ? O18 U2 O4 82.13(16) 1_456 2_656 ? O11 U2 O6 88.3(2) . . ? O12 U2 O6 90.0(2) . . ? O18 U2 O6 155.35(16) 1_456 . ? O4 U2 O6 73.38(16) 2_656 . ? O11 U2 O17 92.8(2) . . ? O12 U2 O17 86.8(2) . . ? O18 U2 O17 135.78(16) 1_456 . ? O4 U2 O17 141.80(16) 2_656 . ? O6 U2 O17 68.87(16) . . ? O11 U2 O16 95.3(2) . . ? O12 U2 O16 86.0(2) . . ? O18 U2 O16 71.45(16) 1_456 . ? O4 U2 O16 152.60(17) 2_656 . ? O6 U2 O16 133.19(16) . . ? O17 U2 O16 64.35(17) . . ? O1 Eu O5 143.89(18) . . ? O1 Eu O7 83.34(16) . . ? O5 Eu O7 87.09(17) . . ? O1 Eu O3 85.49(16) . . ? O5 Eu O3 82.92(16) . . ? O7 Eu O3 145.40(18) . . ? O1 Eu O13 72.36(17) . . ? O5 Eu O13 71.68(17) . . ? O7 Eu O13 69.35(18) . . ? O3 Eu O13 76.06(17) . . ? O1 Eu N2 74.64(17) . . ? O5 Eu N2 129.68(16) . . ? O7 Eu N2 139.71(17) . . ? O3 Eu N2 66.52(17) . . ? O13 Eu N2 131.31(18) . . ? O1 Eu N1 66.01(18) . . ? O5 Eu N1 142.22(18) . . ? O7 Eu N1 72.12(17) . . ? O3 Eu N1 131.31(16) . . ? O13 Eu N1 125.38(18) . . ? N2 Eu N1 68.20(17) . . ? O1 Eu N4 130.52(17) . . ? O5 Eu N4 74.75(18) . . ? O7 Eu N4 65.83(18) . . ? O3 Eu N4 140.78(18) . . ? O13 Eu N4 124.34(17) . . ? N2 Eu N4 104.31(19) . . ? N1 Eu N4 68.05(18) . . ? O1 Eu N3 141.55(16) . . ? O5 Eu N3 65.63(17) . . ? O7 Eu N3 131.37(17) . . ? O3 Eu N3 73.13(18) . . ? O13 Eu N3 129.46(18) . . ? N2 Eu N3 67.64(17) . . ? N1 Eu N3 105.02(19) . . ? N4 Eu N3 68.40(18) . . ? C10 O1 Eu 126.1(5) . . ? C10 O2 U1 129.2(4) . . ? C12 O3 Eu 122.6(5) . . ? C12 O4 U2 143.1(5) . 2_656 ? C14 O5 Eu 125.3(4) . . ? C14 O6 U2 132.3(5) . . ? C16 O7 Eu 121.5(5) . . ? C16 O8 U1 145.6(5) . 2_665 ? Eu O13 H13A 113.9 . . ? Eu O13 H13B 123.8 . . ? H13A O13 H13B 111.0 . . ? C17 O14 U1 120.9(4) . . ? C17 O15 U1 121.4(4) 2_755 . ? C18 O16 U2 120.6(5) . . ? C18 O17 U2 122.2(5) 2_566 . ? U2 O18 U1 140.0(3) 1_654 . ? U2 O18 H18 110.0 1_654 . ? U1 O18 H18 109.9 . . ? C9 N1 C1 110.0(5) . . ? C9 N1 C8 109.2(5) . . ? C1 N1 C8 108.3(6) . . ? C9 N1 Eu 107.4(4) . . ? C1 N1 Eu 111.4(4) . . ? C8 N1 Eu 110.4(4) . . ? C11 N2 C3 108.8(5) . . ? C11 N2 C2 108.7(5) . . ? C3 N2 C2 108.1(6) . . ? C11 N2 Eu 106.5(4) . . ? C3 N2 Eu 113.1(4) . . ? C2 N2 Eu 111.5(4) . . ? C4 N3 C13 109.1(5) . . ? C4 N3 C5 109.4(6) . . ? C13 N3 C5 109.1(6) . . ? C4 N3 Eu 110.9(4) . . ? C13 N3 Eu 108.3(4) . . ? C5 N3 Eu 110.0(4) . . ? C7 N4 C6 109.3(6) . . ? C7 N4 C15 110.0(6) . . ? C6 N4 C15 109.6(5) . . ? C7 N4 Eu 112.2(4) . . ? C6 N4 Eu 110.2(4) . . ? C15 N4 Eu 105.5(5) . . ? N1 C1 C2 111.9(6) . . ? N1 C1 H1A 109.2 . . ? C2 C1 H1A 109.2 . . ? N1 C1 H1B 109.2 . . ? C2 C1 H1B 109.2 . . ? H1A C1 H1B 107.9 . . ? N2 C2 C1 112.2(6) . . ? N2 C2 H2A 109.2 . . ? C1 C2 H2A 109.2 . . ? N2 C2 H2B 109.2 . . ? C1 C2 H2B 109.2 . . ? H2A C2 H2B 107.9 . . ? N2 C3 C4 112.3(6) . . ? N2 C3 H3A 109.1 . . ? C4 C3 H3A 109.1 . . ? N2 C3 H3B 109.1 . . ? C4 C3 H3B 109.1 . . ? H3A C3 H3B 107.9 . . ? N3 C4 C3 111.5(6) . . ? N3 C4 H4A 109.3 . . ? C3 C4 H4A 109.3 . . ? N3 C4 H4B 109.3 . . ? C3 C4 H4B 109.3 . . ? H4A C4 H4B 108.0 . . ? N3 C5 C6 112.7(6) . . ? N3 C5 H5A 109.1 . . ? C6 C5 H5A 109.1 . . ? N3 C5 H5B 109.1 . . ? C6 C5 H5B 109.1 . . ? H5A C5 H5B 107.8 . . ? N4 C6 C5 112.6(6) . . ? N4 C6 H6A 109.1 . . ? C5 C6 H6A 109.1 . . ? N4 C6 H6B 109.1 . . ? C5 C6 H6B 109.1 . . ? H6A C6 H6B 107.8 . . ? N4 C7 C8 112.7(7) . . ? N4 C7 H7A 109.1 . . ? C8 C7 H7A 109.1 . . ? N4 C7 H7B 109.1 . . ? C8 C7 H7B 109.1 . . ? H7A C7 H7B 107.8 . . ? N1 C8 C7 112.4(6) . . ? N1 C8 H8A 109.1 . . ? C7 C8 H8A 109.1 . . ? N1 C8 H8B 109.1 . . ? C7 C8 H8B 109.1 . . ? H8A C8 H8B 107.9 . . ? N1 C9 C10 112.8(6) . . ? N1 C9 H9A 109.0 . . ? C10 C9 H9A 109.0 . . ? N1 C9 H9B 109.0 . . ? C10 C9 H9B 109.0 . . ? H9A C9 H9B 107.8 . . ? O1 C10 O2 124.0(7) . . ? O1 C10 C9 117.9(7) . . ? O2 C10 C9 118.1(6) . . ? N2 C11 C12 112.4(5) . . ? N2 C11 H11A 109.1 . . ? C12 C11 H11A 109.1 . . ? N2 C11 H11B 109.1 . . ? C12 C11 H11B 109.1 . . ? H11A C11 H11B 107.9 . . ? O3 C12 O4 123.1(7) . . ? O3 C12 C11 118.9(6) . . ? O4 C12 C11 117.9(6) . . ? N3 C13 C14 113.0(6) . . ? N3 C13 H13C 109.0 . . ? C14 C13 H13C 109.0 . . ? N3 C13 H13D 109.0 . . ? C14 C13 H13D 109.0 . . ? H13C C13 H13D 107.8 . . ? O5 C14 O6 123.9(7) . . ? O5 C14 C13 119.8(6) . . ? O6 C14 C13 116.3(6) . . ? N4 C15 C16 112.8(6) . . ? N4 C15 H15A 109.0 . . ? C16 C15 H15A 109.0 . . ? N4 C15 H15B 109.0 . . ? C16 C15 H15B 109.0 . . ? H15A C15 H15B 107.8 . . ? O7 C16 O8 123.1(8) . . ? O7 C16 C15 121.2(6) . . ? O8 C16 C15 115.6(6) . . ? O15 C17 O14 127.6(6) 2_755 . ? O15 C17 C17 116.1(8) 2_755 2_755 ? O14 C17 C17 116.2(7) . 2_755 ? O16 C18 O17 127.5(7) . 2_566 ? O16 C18 C18 117.2(8) . 2_566 ? O17 C18 C18 115.2(8) 2_566 2_566 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O13 H13A O20 0.98 1.80 2.761(9) 162.8 2_665 O13 H13B O21 0.93 1.75 2.648(13) 161.8 1_556 O18 H18 O19 0.94 2.22 2.838(9) 122.6 .