# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email thuery@drecam.cea.fr _publ_contact_author_name 'Pierre Thuery' loop_ _publ_author_name 'Pierre Thuery' 'Bernardo Masci' data_1 _database_code_depnum_ccdc_archive 'CCDC 832118' #TrackingRef '- CIF.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H14 N2 O10 U' _chemical_formula_weight 584.28 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' U U -9.6767 9.6646 '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 9.2235(10) _cell_length_b 9.8300(10) _cell_length_c 10.5498(13) _cell_angle_alpha 84.376(7) _cell_angle_beta 65.630(6) _cell_angle_gamma 86.336(8) _cell_volume 866.81(17) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 22943 _cell_measurement_theta_min 2.13 _cell_measurement_theta_max 25.68 _exptl_crystal_description parallelepiped _exptl_crystal_colour 'translucent light yellow' _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.239 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 544 _exptl_absorpt_coefficient_mu 9.416 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.206 _exptl_absorpt_correction_T_max 0.429 _exptl_absorpt_process_details 'SCALEPACK (Otwinowski & Minor, 1997)' _exptl_special_details 'crystal-to-detector distance 30 mm' _diffrn_ambient_temperature 150(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 four \w scans with 2\% steps (360 frames)' _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 22943 _diffrn_reflns_av_R_equivalents 0.0642 _diffrn_reflns_av_sigmaI/netI 0.0692 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 25.68 _reflns_number_total 3212 _reflns_number_gt 3001 _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, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)' _refine_special_details ; Structure solved by direct methods and subsequent Fourier-difference synthesis. All non-hydrogen atoms were refined with anisotropic displacement parameters. The H atoms bound to O atoms were found on a Fourier-difference map and all the others 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^)+(0.0314P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0072(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3212 _refine_ls_number_parameters 227 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0335 _refine_ls_R_factor_gt 0.0282 _refine_ls_wR_factor_ref 0.0693 _refine_ls_wR_factor_gt 0.0678 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 25.68 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 1.080 _refine_diff_density_min -1.637 _refine_diff_density_rms 0.209 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 U U 0.578463(17) 0.953032(17) 0.720525(15) 0.02123(11) Uani 1 1 d . . . O1 O 0.7149(4) 1.0779(4) 0.7055(4) 0.0265(8) Uani 1 1 d . . . O2 O 0.4352(4) 0.8375(4) 0.7348(4) 0.0262(8) Uani 1 1 d . . . O3 O 0.7185(4) 0.9196(4) 0.4794(3) 0.0273(8) Uani 1 1 d . . . O4 O 0.5501(4) 0.8889(4) 0.3827(3) 0.0222(7) Uani 1 1 d . . . O5 O 0.5992(4) 0.9380(4) 0.0826(3) 0.0228(7) Uani 1 1 d . . . O6 O 0.5750(4) 0.8177(4) -0.0757(3) 0.0276(8) Uani 1 1 d . . . O7 O 0.7984(4) 0.7883(4) 0.6767(4) 0.0319(9) Uani 1 1 d . . . H7A H 0.8059 0.7446 0.7495 0.038 Uiso 1 1 d R . . H7B H 0.8703 0.7686 0.6019 0.038 Uiso 1 1 d R . . O8 O 0.8609(4) 0.5977(4) -0.1559(4) 0.0351(9) Uani 1 1 d . . . H8A H 0.8933 0.6363 -0.0998 0.042 Uiso 1 1 d R . . H8B H 0.9392 0.5632 -0.2092 0.042 Uiso 1 1 d R . . O9 O 1.0564(4) 0.7046(4) 0.4511(4) 0.0319(9) Uani 1 1 d . . . H9A H 1.1354 0.7621 0.3964 0.038 Uiso 1 1 d R . . H9B H 1.0898 0.6569 0.4906 0.038 Uiso 1 1 d R . . O10 O 0.8931(4) 0.5139(4) 0.3842(4) 0.0341(9) Uani 1 1 d . . . H10A H 0.7957 0.5159 0.3846 0.041 Uiso 1 1 d R . . H10B H 0.8933 0.5924 0.4077 0.041 Uiso 1 1 d R . . N1 N 0.9288(5) 0.7257(5) 0.0460(4) 0.0269(10) Uani 1 1 d . . . N2 N 0.6451(5) 0.5703(4) 0.2986(4) 0.0258(9) Uani 1 1 d . . . C1 C 1.0681(6) 0.7834(6) 0.0104(5) 0.0334(13) Uani 1 1 d . . . H1 H 1.1508 0.7634 -0.0738 0.040 Uiso 1 1 calc R . . C2 C 1.0969(6) 0.8703(6) 0.0903(5) 0.0298(12) Uani 1 1 d . . . H2 H 1.1971 0.9066 0.0620 0.036 Uiso 1 1 calc R . . C3 C 0.9738(5) 0.9030(6) 0.2141(5) 0.0269(11) Uani 1 1 d . . . H3 H 0.9901 0.9616 0.2708 0.032 Uiso 1 1 calc R . . C4 C 0.8264(5) 0.8476(5) 0.2525(5) 0.0248(11) Uani 1 1 d . . . C5 C 0.8077(5) 0.7574(5) 0.1667(4) 0.0193(10) Uani 1 1 d . . . C6 C 0.6642(5) 0.6757(5) 0.2033(5) 0.0206(10) Uani 1 1 d . . . C7 C 0.5655(5) 0.6994(5) 0.1318(5) 0.0223(11) Uani 1 1 d . . . C8 C 0.4496(6) 0.6074(6) 0.1555(5) 0.0272(11) Uani 1 1 d . . . H8 H 0.3855 0.6187 0.1063 0.033 Uiso 1 1 calc R . . C9 C 0.4290(6) 0.4975(6) 0.2533(5) 0.0313(12) Uani 1 1 d . . . H9 H 0.3508 0.4340 0.2718 0.038 Uiso 1 1 calc R . . C10 C 0.5283(6) 0.4849(6) 0.3228(5) 0.0296(12) Uani 1 1 d . . . H10 H 0.5127 0.4126 0.3904 0.035 Uiso 1 1 calc R . . C11 C 0.6886(6) 0.8884(5) 0.3808(5) 0.0221(10) Uani 1 1 d . . . C12 C 0.5824(5) 0.8274(5) 0.0384(5) 0.0208(10) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 U 0.02139(14) 0.02390(15) 0.01928(15) -0.00214(8) -0.00916(10) -0.00015(10) O1 0.0206(16) 0.032(2) 0.0265(19) 0.0004(16) -0.0093(15) -0.0040(17) O2 0.0225(17) 0.028(2) 0.027(2) -0.0010(16) -0.0091(16) -0.0015(17) O3 0.0269(17) 0.035(2) 0.0228(19) -0.0081(15) -0.0123(15) 0.0038(17) O4 0.0209(16) 0.026(2) 0.0204(17) -0.0015(14) -0.0098(14) 0.0009(15) O5 0.0237(17) 0.0216(19) 0.0219(18) -0.0029(14) -0.0085(14) 0.0032(15) O6 0.0331(19) 0.028(2) 0.0210(18) 0.0007(15) -0.0126(15) 0.0076(17) O7 0.0279(18) 0.039(2) 0.0225(19) -0.0023(16) -0.0054(15) 0.0097(18) O8 0.036(2) 0.041(2) 0.033(2) -0.0101(17) -0.0182(17) 0.0080(19) O9 0.0291(18) 0.034(2) 0.030(2) 0.0063(16) -0.0107(16) 0.0006(17) O10 0.0340(19) 0.036(2) 0.038(2) -0.0058(17) -0.0201(17) 0.0063(18) N1 0.024(2) 0.034(3) 0.022(2) -0.0053(18) -0.0077(18) 0.004(2) N2 0.026(2) 0.027(2) 0.025(2) -0.0063(18) -0.0099(18) 0.0029(19) C1 0.023(2) 0.048(4) 0.025(3) 0.000(2) -0.006(2) -0.002(3) C2 0.025(2) 0.036(3) 0.026(3) 0.002(2) -0.009(2) -0.007(2) C3 0.026(2) 0.037(3) 0.021(3) -0.001(2) -0.013(2) -0.001(2) C4 0.023(2) 0.025(3) 0.021(3) 0.001(2) -0.005(2) 0.002(2) C5 0.020(2) 0.023(3) 0.015(2) 0.0007(18) -0.0087(19) 0.002(2) C6 0.025(2) 0.018(3) 0.019(2) -0.0033(19) -0.009(2) 0.001(2) C7 0.021(2) 0.026(3) 0.018(2) -0.002(2) -0.0067(19) 0.001(2) C8 0.024(2) 0.034(3) 0.027(3) -0.004(2) -0.015(2) 0.003(2) C9 0.030(3) 0.029(3) 0.035(3) -0.002(2) -0.012(2) -0.009(2) C10 0.033(3) 0.026(3) 0.027(3) 0.002(2) -0.010(2) 0.000(2) C11 0.026(2) 0.019(3) 0.021(2) -0.0014(19) -0.009(2) 0.000(2) C12 0.015(2) 0.026(3) 0.020(2) -0.0042(19) -0.0059(18) 0.005(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag U O2 1.748(4) . ? U O1 1.763(4) . ? U O4 2.346(3) 2_676 ? U O5 2.355(3) 2_676 ? U O3 2.376(3) . ? U O6 2.404(3) 1_556 ? U O7 2.430(4) . ? O3 C11 1.250(6) . ? O4 C11 1.269(5) . ? O4 U 2.346(3) 2_676 ? O5 C12 1.267(6) . ? O5 U 2.355(3) 2_676 ? O6 C12 1.246(6) . ? O6 U 2.404(3) 1_554 ? O7 H7A 0.8684 . ? O7 H7B 0.8259 . ? O8 H8A 0.8873 . ? O8 H8B 0.7897 . ? O9 H9A 0.9090 . ? O9 H9B 0.7332 . ? O10 H10A 0.8960 . ? O10 H10B 0.8339 . ? N1 C1 1.329(7) . ? N1 C5 1.351(6) . ? N2 C10 1.332(7) . ? N2 C6 1.338(6) . ? C1 C2 1.366(8) . ? C1 H1 0.9300 . ? C2 C3 1.382(7) . ? C2 H2 0.9300 . ? C3 C4 1.381(7) . ? C3 H3 0.9300 . ? C4 C5 1.393(7) . ? C4 C11 1.493(7) . ? C5 C6 1.483(6) . ? C6 C7 1.400(6) . ? C7 C8 1.372(7) . ? C7 C12 1.495(6) . ? C8 C9 1.383(7) . ? C8 H8 0.9300 . ? C9 C10 1.383(7) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 U O1 176.45(13) . . ? O2 U O4 86.39(14) . 2_676 ? O1 U O4 90.31(14) . 2_676 ? O2 U O5 92.23(16) . 2_676 ? O1 U O5 85.87(15) . 2_676 ? O4 U O5 79.32(11) 2_676 2_676 ? O2 U O3 90.50(15) . . ? O1 U O3 90.07(15) . . ? O4 U O3 77.66(12) 2_676 . ? O5 U O3 156.60(12) 2_676 . ? O2 U O6 82.37(14) . 1_556 ? O1 U O6 99.87(14) . 1_556 ? O4 U O6 149.10(11) 2_676 1_556 ? O5 U O6 72.50(11) 2_676 1_556 ? O3 U O6 130.89(12) . 1_556 ? O2 U O7 96.97(16) . . ? O1 U O7 86.48(16) . . ? O4 U O7 145.14(12) 2_676 . ? O5 U O7 134.85(12) 2_676 . ? O3 U O7 67.65(11) . . ? O6 U O7 65.18(11) 1_556 . ? C11 O3 U 138.3(3) . . ? C11 O4 U 130.7(3) . 2_676 ? C12 O5 U 128.7(3) . 2_676 ? C12 O6 U 141.9(3) . 1_554 ? U O7 H7A 116.6 . . ? U O7 H7B 129.5 . . ? H7A O7 H7B 113.8 . . ? H8A O8 H8B 103.9 . . ? H9A O9 H9B 106.5 . . ? H10A O10 H10B 99.3 . . ? C1 N1 C5 118.0(5) . . ? C10 N2 C6 117.5(4) . . ? N1 C1 C2 123.8(5) . . ? N1 C1 H1 118.1 . . ? C2 C1 H1 118.1 . . ? C1 C2 C3 118.6(5) . . ? C1 C2 H2 120.7 . . ? C3 C2 H2 120.7 . . ? C4 C3 C2 119.1(5) . . ? C4 C3 H3 120.4 . . ? C2 C3 H3 120.4 . . ? C3 C4 C5 118.8(4) . . ? C3 C4 C11 120.2(5) . . ? C5 C4 C11 120.9(4) . . ? N1 C5 C4 121.7(4) . . ? N1 C5 C6 113.2(4) . . ? C4 C5 C6 124.8(4) . . ? N2 C6 C7 122.5(4) . . ? N2 C6 C5 115.5(4) . . ? C7 C6 C5 121.7(4) . . ? C8 C7 C6 118.7(4) . . ? C8 C7 C12 121.7(4) . . ? C6 C7 C12 119.5(4) . . ? C7 C8 C9 119.4(4) . . ? C7 C8 H8 120.3 . . ? C9 C8 H8 120.3 . . ? C8 C9 C10 117.9(5) . . ? C8 C9 H9 121.0 . . ? C10 C9 H9 121.0 . . ? N2 C10 C9 124.0(5) . . ? N2 C10 H10 118.0 . . ? C9 C10 H10 118.0 . . ? O3 C11 O4 124.6(4) . . ? O3 C11 C4 117.2(4) . . ? O4 C11 C4 118.2(4) . . ? O6 C12 O5 125.0(4) . . ? O6 C12 C7 117.5(5) . . ? O5 C12 C7 117.5(4) . . ? 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 O7 H7A O8 0.87 1.84 2.648(5) 154.4 1_556 O7 H7B O9 0.83 1.92 2.732(5) 168.6 . O8 H8A N1 0.89 1.99 2.870(6) 170.8 . O8 H8B O10 0.79 2.04 2.801(5) 163.1 2_765 O9 H9A O1 0.91 2.06 2.960(5) 168.7 2_776 O9 H9B O10 0.73 2.07 2.767(5) 158.5 2_766 O10 H10A N2 0.90 1.97 2.793(5) 151.7 . O10 H10B O9 0.83 2.14 2.789(6) 134.9 . #===END data_2 _database_code_depnum_ccdc_archive 'CCDC 832119' #TrackingRef '- CIF.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H14 N3 O7.50 U' _chemical_formula_weight 594.32 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' U U -9.6767 9.6646 '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 9.1796(6) _cell_length_b 9.9326(6) _cell_length_c 10.5607(6) _cell_angle_alpha 88.852(4) _cell_angle_beta 65.327(4) _cell_angle_gamma 84.468(3) _cell_volume 870.70(10) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 37545 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 25.68 _exptl_crystal_description lath _exptl_crystal_colour 'translucent light yellow' _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.267 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 554 _exptl_absorpt_coefficient_mu 9.368 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.443 _exptl_absorpt_correction_T_max 0.755 _exptl_absorpt_process_details 'SCALEPACK (Otwinowski & Minor, 1997)' _exptl_special_details 'crystal-to-detector distance 30 mm' _diffrn_ambient_temperature 150(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 eight \w scans with 2\% steps (632 frames)' _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 37545 _diffrn_reflns_av_R_equivalents 0.0583 _diffrn_reflns_av_sigmaI/netI 0.0576 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.45 _diffrn_reflns_theta_max 25.68 _reflns_number_total 3294 _reflns_number_gt 3172 _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, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)' _refine_special_details ; Structure solved by direct methods and subsequent Fourier-difference synthesis. The DMF molecule is disordered over two positions sharing the CO group and one terminal C atom, which have been refined with occupancy parameters constrained to sum to unity. The lattice solvent molecule (O8) has been given an occupancy parameter of 0.5 in order to retain an acceptable displacement parameter and so as to account for its too short contact with one of the DMF positions. All non-hydrogen atoms were refined with anisotropic displacement parameters, with restraints on bond lengths and some angles in the disordered DMF molecule. The H atoms bound to O8 were found on a Fourier-difference map and all the others were introduced at calculated positions. All were treated as riding atoms with an isotropic displacement parameter equal to 1.2 (OH~2~, CH) or 1.5 (CH~3~) 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^)+(0.0288P)^2^+0.8046P] 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 3294 _refine_ls_number_parameters 265 _refine_ls_number_restraints 9 _refine_ls_R_factor_all 0.0275 _refine_ls_R_factor_gt 0.0261 _refine_ls_wR_factor_ref 0.0657 _refine_ls_wR_factor_gt 0.0651 _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_restrained_S_all 1.088 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.68 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.367 _refine_diff_density_min -1.315 _refine_diff_density_rms 0.145 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 U U 0.576510(18) 0.942800(16) 0.718345(13) 0.02798(8) Uani 1 1 d . . . O1 O 0.7217(5) 1.0497(4) 0.7127(3) 0.0320(8) Uani 1 1 d . . . O2 O 0.4311(5) 0.8385(4) 0.7226(3) 0.0321(9) Uani 1 1 d . . . O3 O 0.7199(4) 0.9181(4) 0.4707(3) 0.0363(8) Uani 1 1 d . . . O4 O 0.5517(4) 0.8903(4) 0.3713(3) 0.0296(8) Uani 1 1 d . . . O5 O 0.6024(4) 0.9347(4) 0.0762(3) 0.0315(8) Uani 1 1 d . . . O6 O 0.5720(5) 0.8142(4) -0.0855(3) 0.0372(9) Uani 1 1 d . . . O7 O 0.7887(4) 0.7564(4) 0.6519(3) 0.0426(9) Uani 1 1 d D . . O8 O 0.9480(17) 0.5360(13) 0.8089(10) 0.105(6) Uani 0.50 1 d P . . H8A H 0.9917 0.5734 0.8677 0.126 Uiso 0.50 1 d PR . . H8B H 0.8744 0.5997 0.8088 0.126 Uiso 0.50 1 d PR . . N1 N 0.9421(6) 0.7168(6) 0.0190(4) 0.0447(11) Uani 1 1 d . . . N2 N 0.6653(6) 0.5693(5) 0.2628(4) 0.0411(10) Uani 1 1 d . . . N3A N 1.0584(5) 0.7100(13) 0.5383(9) 0.067(4) Uani 0.524(10) 1 d PD . . N3B N 1.0422(5) 0.6786(7) 0.6164(11) 0.054(3) Uani 0.476(10) 1 d PD . . C1 C 1.0804(7) 0.7726(8) -0.0119(5) 0.0559(18) Uani 1 1 d . . . H1 H 1.1651 0.7514 -0.0983 0.067 Uiso 1 1 calc R . . C2 C 1.1044(7) 0.8586(8) 0.0754(5) 0.0561(19) Uani 1 1 d . . . H2 H 1.2033 0.8930 0.0494 0.067 Uiso 1 1 calc R . . C3 C 0.9786(6) 0.8933(7) 0.2032(5) 0.0455(14) Uani 1 1 d . . . H3 H 0.9921 0.9507 0.2652 0.055 Uiso 1 1 calc R . . C4 C 0.8324(6) 0.8415(6) 0.2373(4) 0.0368(12) Uani 1 1 d . . . C5 C 0.8205(6) 0.7519(6) 0.1429(4) 0.0349(11) Uani 1 1 d . . . C6 C 0.6765(6) 0.6744(5) 0.1769(4) 0.0311(10) Uani 1 1 d . . . C7 C 0.5744(6) 0.7008(5) 0.1119(4) 0.0283(10) Uani 1 1 d . . . C8 C 0.4558(6) 0.6135(5) 0.1310(4) 0.0356(11) Uani 1 1 d . . . H8 H 0.3870 0.6278 0.0867 0.043 Uiso 1 1 calc R . . C9 C 0.4449(7) 0.5049(6) 0.2183(5) 0.0457(14) Uani 1 1 d . . . H9 H 0.3696 0.4434 0.2325 0.055 Uiso 1 1 calc R . . C10 C 0.5468(8) 0.4900(6) 0.2833(5) 0.0504(15) Uani 1 1 d . . . H10 H 0.5332 0.4202 0.3460 0.060 Uiso 1 1 calc R . . C11 C 0.6906(6) 0.8854(5) 0.3696(4) 0.0305(10) Uani 1 1 d . . . C12 C 0.5839(6) 0.8253(5) 0.0275(4) 0.0305(10) Uani 1 1 d . . . C13 C 0.9266(5) 0.7752(5) 0.6311(8) 0.081(2) Uani 1 1 d D . . H13A H 0.9392 0.8431 0.6879 0.098 Uiso 0.524(10) 1 d PR . . H13B H 0.9516 0.8669 0.6282 0.098 Uiso 0.476(10) 1 d PR . . C14 C 1.2079(6) 0.7103(9) 0.5534(7) 0.068(2) Uani 1 1 d D . . H14A H 1.1888 0.7470 0.6427 0.103 Uiso 0.524(10) 1 d PR . . H14B H 1.2507 0.6175 0.5460 0.103 Uiso 0.524(10) 1 d PR . . H14C H 1.2835 0.7605 0.4818 0.103 Uiso 0.524(10) 1 d PR . . H14D H 1.2165 0.7922 0.5028 0.103 Uiso 0.476(10) 1 d PR . . H14E H 1.2434 0.7212 0.6255 0.103 Uiso 0.476(10) 1 d PR . . H14F H 1.2738 0.6378 0.4914 0.103 Uiso 0.476(10) 1 d PR . . C15A C 1.0504(16) 0.6690(15) 0.4112(8) 0.065(4) Uani 0.524(10) 1 d PD . . H15A H 1.1005 0.5784 0.3855 0.097 Uiso 0.524(10) 1 calc PR . . H15B H 1.1056 0.7291 0.3381 0.097 Uiso 0.524(10) 1 calc PR . . H15C H 0.9397 0.6724 0.4254 0.097 Uiso 0.524(10) 1 calc PR . . C15B C 1.000(2) 0.5569(13) 0.6955(18) 0.069(5) Uani 0.476(10) 1 d PD . . H15D H 0.9029 0.5254 0.6984 0.103 Uiso 0.476(10) 1 d PR . . H15E H 0.9842 0.5812 0.7878 0.103 Uiso 0.476(10) 1 d PR . . H15F H 1.0863 0.4867 0.6581 0.103 Uiso 0.476(10) 1 d PR . . 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 U 0.02920(13) 0.03107(14) 0.02578(10) -0.00192(7) -0.01301(8) -0.00511(10) O1 0.035(2) 0.034(2) 0.0323(15) -0.0032(13) -0.0187(14) -0.0030(17) O2 0.037(2) 0.031(2) 0.0314(15) -0.0026(14) -0.0166(15) -0.0062(18) O3 0.0307(19) 0.051(2) 0.0274(14) -0.0065(14) -0.0127(13) -0.0006(17) O4 0.0251(17) 0.037(2) 0.0267(13) -0.0001(13) -0.0106(12) -0.0038(16) O5 0.0333(18) 0.032(2) 0.0285(14) -0.0011(13) -0.0118(13) -0.0043(16) O6 0.055(2) 0.033(2) 0.0281(14) -0.0011(13) -0.0227(15) -0.0013(18) O7 0.038(2) 0.042(2) 0.0436(17) 0.0001(15) -0.0135(15) -0.0033(18) O8 0.173(14) 0.107(11) 0.054(5) 0.003(6) -0.051(7) -0.080(11) N1 0.031(2) 0.060(3) 0.0342(19) -0.0104(19) -0.0070(18) 0.004(2) N2 0.055(3) 0.033(3) 0.0391(19) -0.0026(17) -0.024(2) 0.002(2) N3A 0.041(6) 0.065(9) 0.094(9) -0.016(8) -0.030(6) 0.004(6) N3B 0.063(8) 0.049(8) 0.052(6) -0.005(5) -0.027(6) -0.009(6) C1 0.029(3) 0.092(5) 0.038(2) -0.012(3) -0.006(2) -0.003(3) C2 0.033(3) 0.096(6) 0.038(2) -0.005(3) -0.012(2) -0.015(3) C3 0.030(3) 0.074(4) 0.037(2) -0.004(2) -0.017(2) -0.010(3) C4 0.029(3) 0.050(3) 0.029(2) -0.002(2) -0.0091(19) -0.005(3) C5 0.030(3) 0.045(3) 0.029(2) -0.0042(19) -0.0116(19) 0.000(2) C6 0.032(3) 0.035(3) 0.0248(18) -0.0052(17) -0.0115(18) 0.005(2) C7 0.030(2) 0.028(3) 0.0231(17) -0.0074(16) -0.0076(17) 0.001(2) C8 0.039(3) 0.036(3) 0.033(2) -0.0038(19) -0.015(2) -0.009(2) C9 0.055(4) 0.034(3) 0.042(2) -0.004(2) -0.012(2) -0.011(3) C10 0.076(4) 0.034(3) 0.043(3) 0.005(2) -0.026(3) -0.010(3) C11 0.033(3) 0.030(3) 0.0281(19) -0.0008(17) -0.0119(18) -0.003(2) C12 0.029(2) 0.031(3) 0.0288(19) -0.0045(17) -0.0086(18) -0.003(2) C13 0.077(6) 0.048(5) 0.135(7) -0.005(5) -0.062(6) 0.006(4) C14 0.050(4) 0.080(6) 0.078(4) 0.003(4) -0.030(4) -0.005(4) C15A 0.050(8) 0.081(11) 0.040(5) -0.004(5) -0.002(5) 0.019(7) C15B 0.079(11) 0.035(8) 0.117(13) 0.027(8) -0.065(10) -0.012(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 U O2 1.753(3) . ? U O1 1.764(3) . ? U O4 2.350(4) 2_676 ? U O5 2.373(3) 2_676 ? U O3 2.392(3) . ? U O6 2.399(3) 1_556 ? U O7 2.435(4) . ? O3 C11 1.261(5) . ? O4 C11 1.263(6) . ? O4 U 2.350(4) 2_676 ? O5 C12 1.266(5) . ? O5 U 2.373(3) 2_676 ? O6 C12 1.251(5) . ? O6 U 2.399(3) 1_554 ? O7 C13 1.224(7) . ? O8 H8A 0.9646 . ? O8 H8B 0.8806 . ? N1 C5 1.343(6) . ? N1 C1 1.345(7) . ? N2 C10 1.346(7) . ? N2 C6 1.353(6) . ? N3A C13 1.314(2) . ? N3A C15A 1.443(2) . ? N3A C14 1.447(2) . ? N3B C13 1.319(2) . ? N3B C15B 1.445(2) . ? N3B C14 1.447(2) . ? C1 C2 1.365(8) . ? C1 H1 0.9300 . ? C2 C3 1.384(8) . ? C2 H2 0.9300 . ? C3 C4 1.385(6) . ? C3 H3 0.9300 . ? C4 C5 1.395(6) . ? C4 C11 1.494(6) . ? C5 C6 1.502(6) . ? C6 C7 1.379(7) . ? C7 C8 1.404(6) . ? C7 C12 1.497(7) . ? C8 C9 1.388(7) . ? C8 H8 0.9300 . ? C9 C10 1.368(9) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C13 H13A 0.9576 . ? C13 H13B 0.9575 . ? C14 H14A 0.9570 . ? C14 H14B 0.9573 . ? C14 H14C 0.9570 . ? C14 H14D 0.9565 . ? C14 H14E 0.9569 . ? C14 H14F 0.9578 . ? C15A H15A 0.9600 . ? C15A H15B 0.9600 . ? C15A H15C 0.9600 . ? C15B H15D 0.9579 . ? C15B H15E 0.9568 . ? C15B H15F 0.9578 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 U O1 179.10(14) . . ? O2 U O4 86.62(16) . 2_676 ? O1 U O4 92.48(15) . 2_676 ? O2 U O5 93.42(14) . 2_676 ? O1 U O5 86.49(14) . 2_676 ? O4 U O5 78.33(12) 2_676 2_676 ? O2 U O3 92.52(12) . . ? O1 U O3 87.16(12) . . ? O4 U O3 75.15(12) 2_676 . ? O5 U O3 152.40(14) 2_676 . ? O2 U O6 83.98(14) . 1_556 ? O1 U O6 96.84(14) . 1_556 ? O4 U O6 148.36(12) 2_676 1_556 ? O5 U O6 72.18(12) 2_676 1_556 ? O3 U O6 135.30(13) . 1_556 ? O2 U O7 93.07(16) . . ? O1 U O7 87.59(16) . . ? O4 U O7 143.32(11) 2_676 . ? O5 U O7 138.17(12) 2_676 . ? O3 U O7 68.22(13) . . ? O6 U O7 67.51(12) 1_556 . ? C11 O3 U 137.2(3) . . ? C11 O4 U 128.6(3) . 2_676 ? C12 O5 U 128.4(3) . 2_676 ? C12 O6 U 141.8(3) . 1_554 ? C13 O7 U 121.1(3) . . ? H8A O8 H8B 103.8 . . ? C5 N1 C1 116.7(4) . . ? C10 N2 C6 116.3(5) . . ? C13 N3A C15A 115.8(7) . . ? C13 N3A C14 119.4(5) . . ? C15A N3A C14 123.3(7) . . ? C13 N3B C15B 118.5(9) . . ? C13 N3B C14 119.0(5) . . ? C15B N3B C14 120.4(8) . . ? N1 C1 C2 124.2(5) . . ? N1 C1 H1 117.9 . . ? C2 C1 H1 117.9 . . ? C1 C2 C3 118.6(5) . . ? C1 C2 H2 120.7 . . ? C3 C2 H2 120.7 . . ? C2 C3 C4 119.0(5) . . ? C2 C3 H3 120.5 . . ? C4 C3 H3 120.5 . . ? C3 C4 C5 118.2(4) . . ? C3 C4 C11 120.4(4) . . ? C5 C4 C11 121.4(4) . . ? N1 C5 C4 123.2(4) . . ? N1 C5 C6 113.6(4) . . ? C4 C5 C6 122.8(4) . . ? N2 C6 C7 123.0(4) . . ? N2 C6 C5 115.3(4) . . ? C7 C6 C5 121.3(4) . . ? C6 C7 C8 119.4(5) . . ? C6 C7 C12 120.5(4) . . ? C8 C7 C12 120.0(5) . . ? C9 C8 C7 117.7(5) . . ? C9 C8 H8 121.2 . . ? C7 C8 H8 121.2 . . ? C10 C9 C8 118.9(5) . . ? C10 C9 H9 120.6 . . ? C8 C9 H9 120.6 . . ? N2 C10 C9 124.7(5) . . ? N2 C10 H10 117.7 . . ? C9 C10 H10 117.7 . . ? O3 C11 O4 124.9(4) . . ? O3 C11 C4 116.7(4) . . ? O4 C11 C4 118.3(4) . . ? O6 C12 O5 124.7(5) . . ? O6 C12 C7 117.8(4) . . ? O5 C12 C7 117.6(4) . . ? O7 C13 N3A 125.7(3) . . ? O7 C13 N3B 124.9(3) . . ? O7 C13 H13A 116.9 . . ? N3A C13 H13A 117.4 . . ? O7 C13 H13B 117.5 . . ? N3B C13 H13B 117.6 . . ? N3A C14 H14A 110.6 . . ? N3A C14 H14B 106.0 . . ? H14A C14 H14B 109.6 . . ? N3A C14 H14C 111.8 . . ? H14A C14 H14C 109.4 . . ? H14B C14 H14C 109.4 . . ? N3B C14 H14D 110.2 . . ? N3B C14 H14E 108.8 . . ? H14D C14 H14E 109.4 . . ? N3B C14 H14F 109.6 . . ? H14D C14 H14F 109.5 . . ? H14E C14 H14F 109.5 . . ? N3A C15A H15A 109.5 . . ? N3A C15A H15B 109.5 . . ? H15A C15A H15B 109.5 . . ? N3A C15A H15C 109.5 . . ? H15A C15A H15C 109.5 . . ? H15B C15A H15C 109.5 . . ? N3B C15B H8B 103.3 . . ? N3B C15B H15D 113.2 . . ? N3B C15B H15E 104.9 . . ? H15D C15B H15E 109.5 . . ? N3B C15B H15F 110.1 . . ? H15D C15B H15F 109.5 . . ? H15E C15B H15F 109.5 . . ? 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 O8 H8A N1 0.96 2.04 2.862(10) 142.4 1_556 O8 H8B O7 0.88 2.56 3.309(16) 143.7 . #===END data_3 _database_code_depnum_ccdc_archive 'CCDC 832120' #TrackingRef '- CIF.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H16 N4 O11 U' _chemical_formula_weight 774.44 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' U U -9.6767 9.6646 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/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 8.9172(6) _cell_length_b 27.7936(18) _cell_length_c 10.6743(5) _cell_angle_alpha 90.00 _cell_angle_beta 113.777(4) _cell_angle_gamma 90.00 _cell_volume 2421.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 56757 _cell_measurement_theta_min 2.92 _cell_measurement_theta_max 25.68 _exptl_crystal_description platelet _exptl_crystal_colour 'translucent light yellow' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.125 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1472 _exptl_absorpt_coefficient_mu 6.778 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.363 _exptl_absorpt_correction_T_max 0.581 _exptl_absorpt_process_details 'SCALEPACK (Otwinowski & Minor, 1997)' _exptl_special_details 'crystal-to-detector distance 40 mm' _diffrn_ambient_temperature 150(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 four \w scans with 2\% steps (460 frames)' _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 56757 _diffrn_reflns_av_R_equivalents 0.0369 _diffrn_reflns_av_sigmaI/netI 0.0438 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.92 _diffrn_reflns_theta_max 25.68 _reflns_number_total 4576 _reflns_number_gt 3943 _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, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)' _refine_special_details ; Structure solved by direct methods and subsequent Fourier-difference synthesis. All non-hydrogen atoms were refined with anisotropic displacement parameters. The H atoms bound to O and N atoms were found on a Fourier-difference map and all the others 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^)+(0.0227P)^2^] 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 4576 _refine_ls_number_parameters 361 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0300 _refine_ls_R_factor_gt 0.0212 _refine_ls_wR_factor_ref 0.0484 _refine_ls_wR_factor_gt 0.0465 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.68 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.775 _refine_diff_density_min -1.016 _refine_diff_density_rms 0.131 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 U U 0.957276(14) 0.526744(4) 0.235424(11) 0.01654(6) Uani 1 1 d . . . O1 O 1.1507(3) 0.54854(8) 0.2547(2) 0.0213(5) Uani 1 1 d . . . O2 O 0.7702(3) 0.50109(8) 0.2224(2) 0.0212(5) Uani 1 1 d . . . O3 O 1.0181(3) 0.46153(7) 0.1186(2) 0.0183(5) Uani 1 1 d . . . O4 O 1.1881(3) 0.46102(7) 0.0113(2) 0.0196(5) Uani 1 1 d . . . O5 O 1.0888(3) 0.47256(7) 0.4187(2) 0.0192(5) Uani 1 1 d . . . O6 O 1.0076(3) 0.43051(7) 0.5591(2) 0.0220(5) Uani 1 1 d . . . O7 O 0.8525(3) 0.60465(7) 0.1814(2) 0.0233(5) Uani 1 1 d . . . O8 O 0.8355(3) 0.67624(8) 0.2675(2) 0.0245(5) Uani 1 1 d . . . O9 O 0.3761(3) 0.80012(8) 0.0768(2) 0.0288(6) Uani 1 1 d . . . H9 H 0.3416 0.8077 0.0008 0.035 Uiso 1 1 d R . . O10 O 0.4142(3) 0.72614(8) 0.0123(2) 0.0272(6) Uani 1 1 d . . . O11 O 0.1651(3) 0.80839(9) -0.1678(2) 0.0377(6) Uani 1 1 d . . . H11A H 0.2076 0.8257 -0.2202 0.045 Uiso 1 1 d R . . H11B H 0.0730 0.8204 -0.1735 0.045 Uiso 1 1 d R . . N1 N 1.3816(3) 0.39212(9) 0.4505(2) 0.0200(6) Uani 1 1 d . . . N2 N 1.0729(3) 0.34531(9) 0.2016(2) 0.0199(6) Uani 1 1 d . . . N3 N 0.3361(3) 0.65164(9) 0.1813(3) 0.0221(6) Uani 1 1 d . . . N4 N 0.6594(3) 0.69538(9) 0.4343(2) 0.0219(6) Uani 1 1 d . . . H4 H 0.6663 0.6684 0.4656 0.026 Uiso 1 1 d R . . C1 C 1.5307(4) 0.41255(11) 0.4900(3) 0.0243(8) Uani 1 1 d . . . H1 H 1.6115 0.4038 0.5743 0.029 Uiso 1 1 calc R . . C2 C 1.5695(4) 0.44580(12) 0.4118(3) 0.0261(8) Uani 1 1 d . . . H2 H 1.6737 0.4593 0.4432 0.031 Uiso 1 1 calc R . . C3 C 1.4513(4) 0.45867(12) 0.2865(3) 0.0232(8) Uani 1 1 d . . . H3 H 1.4754 0.4803 0.2306 0.028 Uiso 1 1 calc R . . C4 C 1.2949(4) 0.43894(10) 0.2443(3) 0.0172(7) Uani 1 1 d . . . C5 C 1.2641(4) 0.40596(11) 0.3290(3) 0.0181(7) Uani 1 1 d . . . C6 C 1.1050(4) 0.38130(11) 0.2937(3) 0.0187(7) Uani 1 1 d . . . C7 C 1.0045(4) 0.39169(10) 0.3619(3) 0.0165(7) Uani 1 1 d . . . C8 C 0.8693(4) 0.36238(11) 0.3381(3) 0.0232(8) Uani 1 1 d . . . H8 H 0.8030 0.3676 0.3853 0.028 Uiso 1 1 calc R . . C9 C 0.8342(4) 0.32541(12) 0.2434(3) 0.0259(8) Uani 1 1 d . . . H9A H 0.7437 0.3056 0.2249 0.031 Uiso 1 1 calc R . . C10 C 0.9373(4) 0.31885(11) 0.1772(3) 0.0247(8) Uani 1 1 d . . . H10 H 0.9117 0.2947 0.1117 0.030 Uiso 1 1 calc R . . C11 C 1.1566(4) 0.45502(11) 0.1144(3) 0.0187(7) Uani 1 1 d . . . C12 C 1.0363(4) 0.43464(11) 0.4543(3) 0.0201(7) Uani 1 1 d . . . C13 C 0.2647(4) 0.61479(12) 0.0958(3) 0.0252(8) Uani 1 1 d . . . H13 H 0.1532 0.6096 0.0705 0.030 Uiso 1 1 calc R . . C14 C 0.3475(4) 0.58450(11) 0.0442(3) 0.0264(8) Uani 1 1 d . . . H14 H 0.2925 0.5600 -0.0162 0.032 Uiso 1 1 calc R . . C15 C 0.5130(4) 0.59105(11) 0.0833(3) 0.0253(8) Uani 1 1 d . . . H15 H 0.5716 0.5705 0.0509 0.030 Uiso 1 1 calc R . . C16 C 0.5933(4) 0.62881(11) 0.1723(3) 0.0192(7) Uani 1 1 d . . . C17 C 0.4968(4) 0.65827(11) 0.2154(3) 0.0192(7) Uani 1 1 d . . . C18 C 0.5685(4) 0.70203(11) 0.3005(3) 0.0186(7) Uani 1 1 d . . . C19 C 0.5476(4) 0.74808(12) 0.2468(3) 0.0187(7) Uani 1 1 d . . . C20 C 0.6352(4) 0.78556(11) 0.3317(3) 0.0228(8) Uani 1 1 d . . . H20 H 0.6212 0.8169 0.2982 0.027 Uiso 1 1 calc R . . C21 C 0.7424(4) 0.77663(11) 0.4648(3) 0.0257(8) Uani 1 1 d . . . H21 H 0.8095 0.8008 0.5188 0.031 Uiso 1 1 calc R . . C22 C 0.7472(4) 0.73108(12) 0.5157(3) 0.0253(8) Uani 1 1 d . . . H22 H 0.8119 0.7249 0.6073 0.030 Uiso 1 1 calc R . . C23 C 0.7734(4) 0.63755(12) 0.2125(3) 0.0202(7) Uani 1 1 d . . . C24 C 0.4380(4) 0.75654(12) 0.0990(3) 0.0217(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 U 0.01706(9) 0.01776(9) 0.01530(8) 0.00001(4) 0.00704(6) -0.00007(5) O1 0.0176(13) 0.0226(12) 0.0219(12) -0.0020(10) 0.0062(10) 0.0006(10) O2 0.0193(13) 0.0242(13) 0.0211(12) -0.0007(10) 0.0091(10) -0.0029(10) O3 0.0163(13) 0.0210(12) 0.0178(11) -0.0007(9) 0.0069(10) 0.0020(10) O4 0.0201(13) 0.0244(12) 0.0145(11) 0.0036(9) 0.0072(10) 0.0057(10) O5 0.0210(13) 0.0177(12) 0.0181(12) -0.0001(8) 0.0069(11) -0.0014(9) O6 0.0322(14) 0.0194(12) 0.0202(12) -0.0004(9) 0.0166(11) -0.0010(10) O7 0.0230(14) 0.0232(12) 0.0226(12) 0.0001(9) 0.0082(11) 0.0032(11) O8 0.0227(14) 0.0228(13) 0.0279(12) -0.0039(10) 0.0103(11) -0.0007(11) O9 0.0389(16) 0.0252(13) 0.0235(12) 0.0074(10) 0.0139(12) 0.0125(12) O10 0.0317(15) 0.0214(13) 0.0228(12) -0.0017(10) 0.0050(11) 0.0018(11) O11 0.0243(15) 0.0555(17) 0.0351(14) 0.0188(12) 0.0137(12) 0.0117(13) N1 0.0163(16) 0.0224(15) 0.0185(14) -0.0018(11) 0.0041(12) 0.0018(12) N2 0.0225(16) 0.0191(15) 0.0165(14) -0.0012(11) 0.0062(12) 0.0012(12) N3 0.0203(17) 0.0236(15) 0.0213(14) 0.0044(12) 0.0073(13) -0.0007(12) N4 0.0219(16) 0.0214(15) 0.0221(15) 0.0002(12) 0.0084(13) 0.0002(13) C1 0.021(2) 0.0281(19) 0.0177(17) 0.0009(14) 0.0013(15) 0.0009(16) C2 0.0177(19) 0.032(2) 0.0261(19) -0.0014(15) 0.0062(16) -0.0036(16) C3 0.023(2) 0.0257(18) 0.0220(18) 0.0014(15) 0.0108(16) -0.0009(16) C4 0.0195(19) 0.0173(17) 0.0161(16) -0.0015(13) 0.0085(14) 0.0047(14) C5 0.0181(19) 0.0201(18) 0.0147(16) -0.0033(13) 0.0052(15) 0.0024(14) C6 0.0197(18) 0.0198(17) 0.0123(15) 0.0023(13) 0.0020(14) -0.0012(15) C7 0.0220(19) 0.0167(17) 0.0108(15) 0.0013(12) 0.0067(14) 0.0015(14) C8 0.025(2) 0.0272(19) 0.0197(17) 0.0009(14) 0.0116(15) 0.0004(16) C9 0.026(2) 0.0259(19) 0.0235(18) -0.0014(15) 0.0072(16) -0.0077(16) C10 0.029(2) 0.0212(19) 0.0205(17) -0.0054(15) 0.0066(16) -0.0018(16) C11 0.021(2) 0.0093(16) 0.0226(18) -0.0033(13) 0.0051(15) 0.0012(14) C12 0.0144(18) 0.0220(18) 0.0194(17) 0.0019(14) 0.0024(14) 0.0046(14) C13 0.022(2) 0.0266(19) 0.0217(17) 0.0075(15) 0.0036(16) -0.0019(16) C14 0.026(2) 0.0222(18) 0.0234(18) -0.0005(15) 0.0022(16) -0.0026(16) C15 0.024(2) 0.0217(19) 0.0269(18) 0.0014(14) 0.0066(16) 0.0050(15) C16 0.0220(19) 0.0158(17) 0.0192(16) 0.0034(13) 0.0077(15) 0.0017(14) C17 0.0205(19) 0.0180(18) 0.0160(16) 0.0030(13) 0.0041(15) 0.0018(15) C18 0.0148(18) 0.0244(19) 0.0193(17) -0.0004(14) 0.0096(15) 0.0016(14) C19 0.0128(18) 0.0204(18) 0.0235(17) -0.0019(13) 0.0080(15) 0.0015(14) C20 0.029(2) 0.0166(17) 0.0272(19) 0.0003(14) 0.0156(17) -0.0004(15) C21 0.024(2) 0.027(2) 0.0255(19) -0.0077(15) 0.0092(16) -0.0058(17) C22 0.021(2) 0.034(2) 0.0201(18) -0.0037(15) 0.0078(15) 0.0009(16) C23 0.0210(19) 0.0235(19) 0.0143(16) 0.0063(14) 0.0052(14) 0.0027(16) C24 0.0197(19) 0.0248(19) 0.0248(18) 0.0056(15) 0.0134(16) 0.0007(15) _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 U O1 1.760(2) . ? U O2 1.767(2) . ? U O7 2.337(2) . ? U O5 2.371(2) . ? U O3 2.383(2) . ? U O6 2.4009(19) 3_766 ? U O4 2.445(2) 3_765 ? O3 C11 1.267(4) . ? O4 C11 1.252(4) . ? O4 U 2.445(2) 3_765 ? O5 C12 1.272(4) . ? O6 C12 1.250(3) . ? O6 U 2.4009(19) 3_766 ? O7 C23 1.278(4) . ? O8 C23 1.243(4) . ? O9 C24 1.312(4) . ? O9 H9 0.7722 . ? O10 C24 1.208(4) . ? O11 H11A 0.9264 . ? O11 H11B 0.8662 . ? N1 C1 1.348(4) . ? N1 C5 1.354(4) . ? N2 C10 1.348(4) . ? N2 C6 1.350(4) . ? N3 C17 1.342(4) . ? N3 C13 1.348(4) . ? N4 C18 1.341(4) . ? N4 C22 1.343(4) . ? N4 H4 0.8130 . ? C1 C2 1.380(4) . ? C1 H1 0.9300 . ? C2 C3 1.375(4) . ? C2 H2 0.9300 . ? C3 C4 1.394(4) . ? C3 H3 0.9300 . ? C4 C5 1.390(4) . ? C4 C11 1.505(4) . ? C5 C6 1.481(4) . ? C6 C7 1.394(4) . ? C7 C8 1.391(4) . ? C7 C12 1.501(4) . ? C8 C9 1.386(4) . ? C8 H8 0.9300 . ? C9 C10 1.379(5) . ? C9 H9A 0.9300 . ? C10 H10 0.9300 . ? C13 C14 1.373(5) . ? C13 H13 0.9300 . ? C14 C15 1.375(5) . ? C14 H14 0.9300 . ? C15 C16 1.403(4) . ? C15 H15 0.9300 . ? C16 C17 1.394(4) . ? C16 C23 1.505(4) . ? C17 C18 1.498(4) . ? C18 C19 1.384(4) . ? C19 C20 1.395(4) . ? C19 C24 1.501(4) . ? C20 C21 1.378(5) . ? C20 H20 0.9300 . ? C21 C22 1.371(4) . ? C21 H21 0.9300 . ? C22 H22 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 U O2 175.89(9) . . ? O1 U O7 89.16(9) . . ? O2 U O7 94.80(9) . . ? O1 U O5 89.24(9) . . ? O2 U O5 86.91(9) . . ? O7 U O5 143.89(7) . . ? O1 U O3 84.48(9) . . ? O2 U O3 93.36(9) . . ? O7 U O3 136.75(7) . . ? O5 U O3 78.90(8) . . ? O1 U O6 87.83(8) . 3_766 ? O2 U O6 92.47(8) . 3_766 ? O7 U O6 70.06(7) . 3_766 ? O5 U O6 73.83(7) . 3_766 ? O3 U O6 151.73(7) . 3_766 ? O1 U O4 98.45(8) . 3_765 ? O2 U O4 84.11(8) . 3_765 ? O7 U O4 67.64(7) . 3_765 ? O5 U O4 148.02(7) . 3_765 ? O3 U O4 71.10(7) . 3_765 ? O6 U O4 137.07(7) 3_766 3_765 ? C11 O3 U 123.92(19) . . ? C11 O4 U 139.1(2) . 3_765 ? C12 O5 U 130.8(2) . . ? C12 O6 U 140.7(2) . 3_766 ? C23 O7 U 143.78(19) . . ? C24 O9 H9 113.8 . . ? H11A O11 H11B 111.3 . . ? C1 N1 C5 117.7(3) . . ? C10 N2 C6 117.1(3) . . ? C17 N3 C13 116.7(3) . . ? C18 N4 C22 122.1(3) . . ? C18 N4 H4 118.6 . . ? C22 N4 H4 119.2 . . ? N1 C1 C2 123.3(3) . . ? N1 C1 H1 118.3 . . ? C2 C1 H1 118.3 . . ? C3 C2 C1 118.8(3) . . ? C3 C2 H2 120.6 . . ? C1 C2 H2 120.6 . . ? C2 C3 C4 119.1(3) . . ? C2 C3 H3 120.4 . . ? C4 C3 H3 120.4 . . ? C5 C4 C3 118.9(3) . . ? C5 C4 C11 119.5(3) . . ? C3 C4 C11 121.5(3) . . ? N1 C5 C4 122.1(3) . . ? N1 C5 C6 113.8(3) . . ? C4 C5 C6 124.1(3) . . ? N2 C6 C7 122.8(3) . . ? N2 C6 C5 115.4(3) . . ? C7 C6 C5 121.5(3) . . ? C8 C7 C6 118.4(3) . . ? C8 C7 C12 120.4(3) . . ? C6 C7 C12 121.2(3) . . ? C9 C8 C7 119.4(3) . . ? C9 C8 H8 120.3 . . ? C7 C8 H8 120.3 . . ? C10 C9 C8 118.1(3) . . ? C10 C9 H9A 121.0 . . ? C8 C9 H9A 121.0 . . ? N2 C10 C9 124.1(3) . . ? N2 C10 H10 118.0 . . ? C9 C10 H10 118.0 . . ? O4 C11 O3 125.4(3) . . ? O4 C11 C4 117.3(3) . . ? O3 C11 C4 117.2(3) . . ? O6 C12 O5 125.2(3) . . ? O6 C12 C7 117.6(3) . . ? O5 C12 C7 117.2(3) . . ? N3 C13 C14 123.6(3) . . ? N3 C13 H13 118.2 . . ? C14 C13 H13 118.2 . . ? C13 C14 C15 118.8(3) . . ? C13 C14 H14 120.6 . . ? C15 C14 H14 120.6 . . ? C14 C15 C16 119.8(3) . . ? C14 C15 H15 120.1 . . ? C16 C15 H15 120.1 . . ? C17 C16 C15 116.7(3) . . ? C17 C16 C23 122.7(3) . . ? C15 C16 C23 120.6(3) . . ? N3 C17 C16 124.3(3) . . ? N3 C17 C18 115.1(3) . . ? C16 C17 C18 120.5(3) . . ? N4 C18 C19 119.4(3) . . ? N4 C18 C17 117.4(3) . . ? C19 C18 C17 123.1(3) . . ? C18 C19 C20 118.3(3) . . ? C18 C19 C24 120.1(3) . . ? C20 C19 C24 121.5(3) . . ? C21 C20 C19 120.6(3) . . ? C21 C20 H20 119.7 . . ? C19 C20 H20 119.7 . . ? C22 C21 C20 118.2(3) . . ? C22 C21 H21 120.9 . . ? C20 C21 H21 120.9 . . ? N4 C22 C21 120.6(3) . . ? N4 C22 H22 119.7 . . ? C21 C22 H22 119.7 . . ? O8 C23 O7 123.7(3) . . ? O8 C23 C16 119.6(3) . . ? O7 C23 C16 116.6(3) . . ? O10 C24 O9 125.2(3) . . ? O10 C24 C19 122.3(3) . . ? O9 C24 C19 112.5(3) . . ? 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 N4 H4 N1 0.81 2.03 2.815(4) 162.0 3_766 O9 H9 O11 0.77 1.85 2.540(3) 147.8 . O11 H11A N3 0.93 1.95 2.852(3) 165.3 4_575 O11 H11B O8 0.87 1.95 2.768(3) 156.2 4_475 #===END data_4 _database_code_depnum_ccdc_archive 'CCDC 832121' #TrackingRef '- CIF.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H16 O14 U' _chemical_formula_weight 670.32 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' 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' _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 5.5628(3) _cell_length_b 6.5429(3) _cell_length_c 13.8049(9) _cell_angle_alpha 99.877(4) _cell_angle_beta 91.181(4) _cell_angle_gamma 111.977(3) _cell_volume 457.06(5) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 21604 _cell_measurement_theta_min 3.01 _cell_measurement_theta_max 25.68 _exptl_crystal_description parallelepiped _exptl_crystal_colour 'translucent light yellow' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.435 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 316 _exptl_absorpt_coefficient_mu 8.959 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.270 _exptl_absorpt_correction_T_max 0.408 _exptl_absorpt_process_details 'SCALEPACK (Otwinowski & Minor, 1997)' _exptl_special_details 'crystal-to-detector distance 30 mm' _diffrn_ambient_temperature 150(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 (629 frames)' _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 21604 _diffrn_reflns_av_R_equivalents 0.0499 _diffrn_reflns_av_sigmaI/netI 0.0515 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 25.68 _reflns_number_total 1728 _reflns_number_gt 1720 _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, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)' _refine_special_details ; Structure solved by direct methods and subsequent Fourier-difference synthesis. All non-hydrogen atoms were refined with anisotropic displacement parameters. The H atoms bound to O atoms were found on a Fourier-difference map and all the others 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^)+(0.0262P)^2^] 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 1728 _refine_ls_number_parameters 142 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0218 _refine_ls_R_factor_gt 0.0206 _refine_ls_wR_factor_ref 0.0499 _refine_ls_wR_factor_gt 0.0498 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.058 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.68 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.630 _refine_diff_density_min -1.550 _refine_diff_density_rms 0.144 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 U U 0.5000 0.5000 0.5000 0.01538(8) Uani 1 2 d S . . O1 O 0.4069(5) 0.7123(6) 0.4677(2) 0.0227(7) Uani 1 1 d . . . O2 O 0.3676(5) 0.2993(6) 0.3282(2) 0.0224(7) Uani 1 1 d . . . O3 O 0.7786(5) 0.5189(6) 0.3588(2) 0.0192(7) Uani 1 1 d . . . O4 O 0.7618(5) 0.0500(6) 0.2865(2) 0.0213(7) Uani 1 1 d . . . O5 O 0.9888(5) -0.0143(6) 0.1607(2) 0.0213(7) Uani 1 1 d . . . H5 H 1.0289 -0.0960 0.2005 0.026 Uiso 1 1 d R . . O6 O 0.9454(5) 0.7797(6) 0.5352(2) 0.0219(7) Uani 1 1 d . . . H6A H 1.0831 0.8018 0.5003 0.026 Uiso 1 1 d R . . H6B H 1.0431 0.8609 0.5979 0.026 Uiso 1 1 d R . . O7 O 1.1911(5) -0.2251(6) 0.2614(2) 0.0230(7) Uani 1 1 d . . . H7A H 1.0857 -0.2978 0.2995 0.028 Uiso 1 1 d R . . H7B H 1.3571 -0.1370 0.3014 0.028 Uiso 1 1 d R . . C1 C 0.6202(7) 0.3454(8) 0.1895(3) 0.0173(9) Uani 1 1 d . . . C2 C 0.7527(7) 0.2119(8) 0.1457(3) 0.0177(9) Uani 1 1 d . . . C3 C 0.7909(7) 0.2025(8) 0.0463(3) 0.0200(9) Uani 1 1 d . . . H3 H 0.8829 0.1189 0.0172 0.024 Uiso 1 1 calc R . . C4 C 0.6954(7) 0.3145(8) -0.0104(3) 0.0210(10) Uani 1 1 d . . . H4 H 0.7243 0.3054 -0.0768 0.025 Uiso 1 1 calc R . . C5 C 0.5549(7) 0.4421(8) 0.0309(3) 0.0171(9) Uani 1 1 d . . . C6 C 0.5195(7) 0.4538(8) 0.1318(3) 0.0186(9) Uani 1 1 d . . . H6 H 0.4262 0.5364 0.1606 0.022 Uiso 1 1 calc R . . C7 C 0.5884(7) 0.3862(8) 0.2975(3) 0.0159(8) Uani 1 1 d . . . C8 C 0.8366(7) 0.0767(8) 0.2055(3) 0.0181(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 U 0.01577(11) 0.02095(15) 0.01088(12) 0.00252(10) 0.00198(7) 0.00889(9) O1 0.0254(13) 0.029(2) 0.0204(16) 0.0066(16) 0.0030(11) 0.0172(14) O2 0.0185(13) 0.031(2) 0.0152(15) -0.0003(15) 0.0037(11) 0.0083(13) O3 0.0187(13) 0.027(2) 0.0107(14) 0.0029(15) 0.0056(11) 0.0081(13) O4 0.0213(13) 0.029(2) 0.0161(15) 0.0064(15) 0.0045(11) 0.0121(13) O5 0.0245(13) 0.029(2) 0.0159(14) 0.0046(15) 0.0020(11) 0.0168(14) O6 0.0159(12) 0.029(2) 0.0170(15) 0.0025(15) 0.0020(10) 0.0055(13) O7 0.0208(13) 0.027(2) 0.0204(16) 0.0060(16) 0.0023(11) 0.0079(13) C1 0.0157(17) 0.019(3) 0.013(2) 0.0015(19) 0.0011(14) 0.0035(16) C2 0.0164(17) 0.021(3) 0.016(2) 0.001(2) 0.0002(14) 0.0082(17) C3 0.0203(18) 0.027(3) 0.016(2) 0.002(2) 0.0032(15) 0.0132(19) C4 0.0235(19) 0.028(3) 0.013(2) 0.004(2) 0.0048(15) 0.0110(19) C5 0.0171(16) 0.019(3) 0.0143(19) 0.004(2) 0.0009(14) 0.0058(17) C6 0.0204(18) 0.022(3) 0.015(2) 0.001(2) 0.0021(15) 0.0112(17) C7 0.0208(17) 0.016(2) 0.014(2) 0.0023(19) 0.0002(15) 0.0100(17) C8 0.0155(17) 0.019(3) 0.016(2) 0.001(2) -0.0038(14) 0.0042(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag U O1 1.772(3) . ? U O1 1.772(3) 2_666 ? U O6 2.444(3) 2_666 ? U O6 2.444(3) . ? U O2 2.455(3) . ? U O2 2.455(3) 2_666 ? U O3 2.506(2) . ? U O3 2.506(2) 2_666 ? O2 C7 1.262(5) . ? O3 C7 1.270(5) . ? O4 C8 1.218(5) . ? O5 C8 1.315(5) . ? O5 H5 0.9063 . ? O6 H6A 0.8920 . ? O6 H6B 0.9665 . ? O7 H7A 0.8577 . ? O7 H7B 0.9804 . ? C1 C6 1.388(6) . ? C1 C2 1.412(6) . ? C1 C7 1.495(6) . ? C2 C3 1.388(6) . ? C2 C8 1.491(5) . ? C3 C4 1.379(6) . ? C3 H3 0.9300 . ? C4 C5 1.406(6) . ? C4 H4 0.9300 . ? C5 C6 1.403(6) . ? C5 C5 1.491(7) 2_665 ? C6 H6 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 U O1 180 . 2_666 ? O1 U O6 92.13(13) . 2_666 ? O1 U O6 87.87(13) 2_666 2_666 ? O1 U O6 87.87(13) . . ? O1 U O6 92.13(13) 2_666 . ? O6 U O6 180.0 2_666 . ? O1 U O2 87.68(13) . . ? O1 U O2 92.32(13) 2_666 . ? O6 U O2 63.51(9) 2_666 . ? O6 U O2 116.49(9) . . ? O1 U O2 92.32(13) . 2_666 ? O1 U O2 87.68(13) 2_666 2_666 ? O6 U O2 116.49(9) 2_666 2_666 ? O6 U O2 63.51(9) . 2_666 ? O2 U O2 180.000(1) . 2_666 ? O1 U O3 90.98(11) . . ? O1 U O3 89.02(11) 2_666 . ? O6 U O3 115.40(10) 2_666 . ? O6 U O3 64.60(10) . . ? O2 U O3 52.19(9) . . ? O2 U O3 127.81(10) 2_666 . ? O1 U O3 89.02(11) . 2_666 ? O1 U O3 90.98(11) 2_666 2_666 ? O6 U O3 64.60(10) 2_666 2_666 ? O6 U O3 115.40(10) . 2_666 ? O2 U O3 127.81(9) . 2_666 ? O2 U O3 52.19(9) 2_666 2_666 ? O3 U O3 180.000(1) . 2_666 ? C7 O2 U 95.6(3) . . ? C7 O3 U 93.0(2) . . ? C8 O5 H5 108.6 . . ? U O6 H6A 130.8 . . ? U O6 H6B 129.7 . . ? H6A O6 H6B 96.1 . . ? H7A O7 H7B 107.0 . . ? C6 C1 C2 119.7(4) . . ? C6 C1 C7 116.6(4) . . ? C2 C1 C7 123.7(3) . . ? C3 C2 C1 118.6(4) . . ? C3 C2 C8 121.7(4) . . ? C1 C2 C8 119.6(4) . . ? C4 C3 C2 121.5(4) . . ? C4 C3 H3 119.3 . . ? C2 C3 H3 119.3 . . ? C3 C4 C5 120.9(4) . . ? C3 C4 H4 119.6 . . ? C5 C4 H4 119.6 . . ? C6 C5 C4 117.6(3) . . ? C6 C5 C5 121.5(5) . 2_665 ? C4 C5 C5 120.9(5) . 2_665 ? C1 C6 C5 121.7(4) . . ? C1 C6 H6 119.1 . . ? C5 C6 H6 119.1 . . ? O2 C7 O3 119.1(4) . . ? O2 C7 C1 120.1(4) . . ? O3 C7 C1 120.6(3) . . ? O4 C8 O5 124.4(4) . . ? O4 C8 C2 122.2(4) . . ? O5 C8 C2 113.4(3) . . ? 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 O5 H5 O7 0.91 1.74 2.618(4) 163.3 . O6 H6A O1 0.89 2.13 2.908(4) 145.9 1_655 O6 H6B O4 0.97 1.79 2.737(4) 166.0 2_766 O7 H7A O3 0.86 1.97 2.811(4) 165.6 1_545 O7 H7B O4 0.98 2.16 2.984(4) 141.1 1_655 #===END data_5 _database_code_depnum_ccdc_archive 'CCDC 832122' #TrackingRef '- CIF.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H50 O38 U3' _chemical_formula_weight 1660.73 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' U U -9.6767 9.6646 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.2312(4) _cell_length_b 12.9824(7) _cell_length_c 25.0960(13) _cell_angle_alpha 90.00 _cell_angle_beta 96.853(3) _cell_angle_gamma 90.00 _cell_volume 4280.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 104646 _cell_measurement_theta_min 2.27 _cell_measurement_theta_max 25.68 _exptl_crystal_description lath _exptl_crystal_colour 'translucent light yellow' _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.577 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3096 _exptl_absorpt_coefficient_mu 11.443 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.463 _exptl_absorpt_correction_T_max 0.795 _exptl_absorpt_process_details 'SCALEPACK (Otwinowski & Minor, 1997)' _exptl_special_details 'crystal-to-detector distance 40 mm' _diffrn_ambient_temperature 150(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 five \w scans with 2\% steps (475 frames)' _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 104646 _diffrn_reflns_av_R_equivalents 0.0717 _diffrn_reflns_av_sigmaI/netI 0.0781 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 2.27 _diffrn_reflns_theta_max 25.68 _reflns_number_total 8100 _reflns_number_gt 6172 _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, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)' _refine_special_details ; Structure solved by direct methods and subsequent Fourier-difference synthesis. All non-hydrogen atoms were refined with anisotropic displacement parameters. The H atoms bound to O atoms were found on a Fourier-difference map, except for those of the water molecules corresponding to O7-O10, and all the others 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^)+(0.0201P)^2^] 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 8100 _refine_ls_number_parameters 589 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0584 _refine_ls_R_factor_gt 0.0345 _refine_ls_wR_factor_ref 0.0703 _refine_ls_wR_factor_gt 0.0656 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.016 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.68 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.118 _refine_diff_density_min -1.831 _refine_diff_density_rms 0.261 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 0.989626(15) 0.04294(2) 0.240242(9) 0.01863(8) Uani 1 1 d . . . U2 U 1.0000 0.0000 0.0000 0.02097(10) Uani 1 2 d S . . O1A O 1.0182(3) 0.1523(4) 0.20260(16) 0.0248(11) Uani 1 1 d . . . O2A O 0.9610(3) -0.0663(3) 0.27705(16) 0.0232(11) Uani 1 1 d . . . O3A O 1.0774(3) 0.0171(4) 0.06111(18) 0.0444(15) Uani 1 1 d . . . O4A O 0.9245(3) -0.0597(3) 0.15744(15) 0.0210(11) Uani 1 1 d . . . O5A O 0.8141(3) 0.0318(4) 0.19423(17) 0.0268(11) Uani 1 1 d . . . O6A O 0.9175(3) -0.1480(4) 0.03904(16) 0.0252(11) Uani 1 1 d . . . O7A O 0.8421(3) 0.0006(4) 0.04640(17) 0.0246(11) Uani 1 1 d . . . O8A O 0.5959(3) -0.4472(4) 0.04461(18) 0.0445(14) Uani 1 1 d . . . H8A H 0.5759 -0.5121 0.0467 0.053 Uiso 1 1 d R . . O9A O 0.6837(3) -0.4721(4) 0.12463(19) 0.0359(13) Uani 1 1 d . . . O10A O 0.6402(3) -0.3428(4) 0.22851(16) 0.0266(11) Uani 1 1 d . . . O11A O 0.5026(3) -0.3614(4) 0.17192(16) 0.0248(11) Uani 1 1 d . . . O12A O 1.1624(3) 0.0617(4) 0.28852(16) 0.0294(12) Uani 1 1 d . . . H12A H 1.1662 0.1325 0.2891 0.035 Uiso 1 1 d R . . H12B H 1.1595 0.0429 0.3191 0.035 Uiso 1 1 d R . . O13A O 1.1209(3) -0.0557(4) 0.20162(16) 0.0271(12) Uani 1 1 d . . . H13A H 1.0790 -0.1008 0.1774 0.033 Uiso 1 1 d R . . H13B H 1.1484 -0.0199 0.1845 0.033 Uiso 1 1 d R . . O14A O 0.9258(4) 0.1720(5) 0.0094(2) 0.072(2) Uani 1 1 d . . . H14A H 0.8832 0.2084 0.0351 0.087 Uiso 1 1 d R . . H14B H 0.8728 0.1660 -0.0183 0.087 Uiso 1 1 d R . . C1A C 0.7458(4) -0.0995(5) 0.1349(2) 0.0174(15) Uani 1 1 d . . . H1C H 0.6853 -0.0554 0.1310 0.021 Uiso 1 1 calc R . . C2A C 0.7599(4) -0.1443(6) 0.0792(2) 0.0209(16) Uani 1 1 d . . . H2C H 0.6977 -0.1272 0.0557 0.025 Uiso 1 1 calc R . . C3A C 0.7638(4) -0.2641(6) 0.0820(2) 0.0233(17) Uani 1 1 d . . . H3C H 0.7826 -0.2934 0.0486 0.028 Uiso 1 1 calc R . . C4A C 0.6546(4) -0.2991(5) 0.0920(2) 0.0211(16) Uani 1 1 d . . . H4C H 0.6063 -0.2716 0.0628 0.025 Uiso 1 1 calc R . . C5A C 0.6306(4) -0.2479(5) 0.1455(2) 0.0207(15) Uani 1 1 d . . . H5C H 0.5778 -0.1959 0.1361 0.025 Uiso 1 1 calc R . . C6A C 0.7265(4) -0.1906(5) 0.1724(2) 0.0200(15) Uani 1 1 d . . . H6C H 0.7155 -0.1655 0.2081 0.024 Uiso 1 1 calc R . . C7A C 0.8339(4) -0.0384(6) 0.1618(2) 0.0204(15) Uani 1 1 d . . . C8A C 0.8454(4) -0.0942(6) 0.0546(2) 0.0181(15) Uani 1 1 d . . . C9A C 0.6474(4) -0.4146(6) 0.0901(3) 0.0230(16) Uani 1 1 d . . . C10A C 0.5903(4) -0.3213(5) 0.1835(2) 0.0213(16) Uani 1 1 d . . . C11A C 0.8181(4) -0.2612(5) 0.1760(3) 0.0202(15) Uani 1 1 d . . . H11A H 0.8569 -0.2771 0.2083 0.024 Uiso 1 1 calc R . . C12A C 0.8380(4) -0.2979(5) 0.1299(2) 0.0213(16) Uani 1 1 d . . . H12E H 0.8930 -0.3411 0.1266 0.026 Uiso 1 1 calc R . . U3 U 0.481906(16) 0.00137(2) 0.250139(9) 0.01915(8) Uani 1 1 d . . . U4 U 0.5000 0.0000 0.0000 0.02115(10) Uani 1 2 d S . . O1B O 0.5005(3) -0.1161(4) 0.21712(16) 0.0246(11) Uani 1 1 d . . . O2B O 0.4627(3) 0.1165(3) 0.28437(16) 0.0233(11) Uani 1 1 d . . . O3B O 0.5253(3) -0.0773(4) 0.05781(16) 0.0290(11) Uani 1 1 d . . . O4B O 0.4333(3) 0.0924(4) 0.16134(16) 0.0244(11) Uani 1 1 d . . . O5B O 0.3103(3) 0.0229(4) 0.19971(16) 0.0223(11) Uani 1 1 d . . . O6B O 0.3437(3) 0.0352(4) 0.03995(16) 0.0248(11) Uani 1 1 d . . . O7B O 0.4492(3) 0.1658(4) 0.04395(15) 0.0249(11) Uani 1 1 d . . . O8B O 0.2837(4) 0.5072(4) 0.0581(2) 0.0621(18) Uani 1 1 d . . . H8B H 0.3186 0.5350 0.0838 0.075 Uiso 1 1 d R . . O9B O 0.1640(4) 0.5334(5) 0.1103(2) 0.0513(15) Uani 1 1 d . . . O10B O 0.1622(3) 0.4156(4) 0.21344(16) 0.0299(12) Uani 1 1 d . . . O11B O 0.0172(3) 0.4058(4) 0.16304(16) 0.0272(11) Uani 1 1 d . . . O12B O 0.6528(3) -0.0229(4) 0.29833(16) 0.0261(11) Uani 1 1 d . . . H12C H 0.6545 -0.0894 0.3024 0.031 Uiso 1 1 d R . . H12D H 0.7118 0.0038 0.2834 0.031 Uiso 1 1 d R . . O13B O 0.6203(3) 0.0818(4) 0.20937(16) 0.0308(12) Uani 1 1 d . . . H13C H 0.6880 0.0553 0.2086 0.037 Uiso 1 1 d R . . H13D H 0.6015 0.1293 0.1778 0.037 Uiso 1 1 d R . . O14B O 0.6478(3) 0.0997(4) 0.04019(17) 0.0311(12) Uani 1 1 d . . . H14C H 0.7058 0.0736 0.0437 0.037 Uiso 1 1 d R . . H14D H 0.6386 0.1150 0.0812 0.037 Uiso 1 1 d R . . C1B C 0.2596(4) 0.1486(5) 0.1316(2) 0.0191(15) Uani 1 1 d . . . H1D H 0.1968 0.1082 0.1250 0.023 Uiso 1 1 calc R . . C2B C 0.2860(4) 0.1905(6) 0.0769(2) 0.0213(16) Uani 1 1 d . . . H2D H 0.2237 0.1815 0.0521 0.026 Uiso 1 1 calc R . . C3B C 0.3035(4) 0.3060(6) 0.0796(2) 0.0231(16) Uani 1 1 d . . . H3D H 0.3323 0.3307 0.0477 0.028 Uiso 1 1 calc R . . C4B C 0.1999(4) 0.3578(5) 0.0846(2) 0.0245(16) Uani 1 1 d . . . H4D H 0.1538 0.3417 0.0522 0.029 Uiso 1 1 calc R . . C5B C 0.1549(4) 0.3101(5) 0.1332(2) 0.0238(16) Uani 1 1 d . . . H5D H 0.1004 0.2631 0.1187 0.029 Uiso 1 1 calc R . . C6B C 0.2386(4) 0.2430(5) 0.1661(2) 0.0193(15) Uani 1 1 d . . . H6D H 0.2169 0.2216 0.2004 0.023 Uiso 1 1 calc R . . C7B C 0.3401(4) 0.0827(6) 0.1645(2) 0.0228(16) Uani 1 1 d . . . C8B C 0.3657(4) 0.1262(6) 0.0535(2) 0.0203(16) Uani 1 1 d . . . C9B C 0.2134(5) 0.4734(6) 0.0874(3) 0.0329(19) Uani 1 1 d . . . C10B C 0.1102(4) 0.3824(5) 0.1709(3) 0.0245(16) Uani 1 1 d . . . C11B C 0.3381(4) 0.3047(5) 0.1750(3) 0.0250(16) Uani 1 1 d . . . H11B H 0.3712 0.3198 0.2089 0.030 Uiso 1 1 calc R . . C12B C 0.3721(4) 0.3340(5) 0.1308(2) 0.0245(16) Uani 1 1 d . . . H12F H 0.4332 0.3692 0.1305 0.029 Uiso 1 1 calc R . . O1 O 0.5899(3) -0.6537(4) 0.02623(18) 0.0432(14) Uani 1 1 d . . . H1A H 0.6586 -0.6646 0.0393 0.052 Uiso 1 1 d R . . H1B H 0.5641 -0.7070 0.0464 0.052 Uiso 1 1 d R . . O2 O 1.2164(3) 0.2605(4) 0.30434(18) 0.0388(13) Uani 1 1 d . . . H2A H 1.1787 0.3048 0.2830 0.047 Uiso 1 1 d R . . H2B H 1.2081 0.2769 0.3370 0.047 Uiso 1 1 d R . . O3 O 1.0790(3) -0.2145(4) 0.13010(18) 0.0405(14) Uani 1 1 d . . . H3A H 1.0744 -0.2700 0.1562 0.049 Uiso 1 1 d R . . H3B H 1.1301 -0.2299 0.1111 0.049 Uiso 1 1 d R . . O4 O 0.7046(3) -0.2171(4) 0.32113(19) 0.0464(15) Uani 1 1 d . . . H4A H 0.7105 -0.2686 0.2966 0.056 Uiso 1 1 d R . . H4B H 0.6798 -0.2497 0.3505 0.056 Uiso 1 1 d R . . O5 O 0.3761(3) -0.3175(4) 0.07863(18) 0.0414(14) Uani 1 1 d . . . H5A H 0.3946 -0.3118 0.1172 0.050 Uiso 1 1 d R . . H5B H 0.3739 -0.2548 0.0697 0.050 Uiso 1 1 d R . . O6 O 1.0195(4) -0.3595(4) 0.0277(2) 0.0586(16) Uani 1 1 d . . . H6A H 1.0700 -0.3806 0.0565 0.070 Uiso 1 1 d R . . H6B H 1.0287 -0.4028 0.0042 0.070 Uiso 1 1 d R . . O7 O 0.7976(4) 0.2904(5) 0.0638(2) 0.0614(18) Uani 1 1 d . . . O8 O 0.6088(3) 0.2206(4) 0.12968(19) 0.0473(15) Uani 1 1 d . . . O9 O 0.2688(3) -0.1395(4) 0.09131(19) 0.0432(14) Uani 1 1 d . . . O10 O -0.0752(4) 0.4600(5) 0.0629(2) 0.0584(16) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 U1 0.01543(12) 0.02167(17) 0.01886(13) -0.00208(12) 0.00237(9) 0.00092(11) U2 0.01743(17) 0.0271(2) 0.01857(18) 0.00146(16) 0.00307(14) -0.00396(15) O1A 0.025(2) 0.023(3) 0.027(2) -0.001(2) 0.0043(19) -0.002(2) O2A 0.025(2) 0.017(3) 0.028(2) -0.001(2) 0.0042(18) 0.0007(19) O3A 0.039(3) 0.069(5) 0.023(3) -0.003(3) -0.002(2) -0.023(3) O4A 0.014(2) 0.026(3) 0.024(2) -0.007(2) 0.0041(17) -0.0002(19) O5A 0.019(2) 0.033(3) 0.029(3) -0.009(2) 0.0022(19) -0.001(2) O6A 0.023(2) 0.030(3) 0.024(2) 0.002(2) 0.0093(18) 0.000(2) O7A 0.021(2) 0.029(3) 0.023(2) 0.006(2) -0.0003(18) -0.003(2) O8A 0.063(3) 0.031(4) 0.034(3) -0.002(3) -0.015(2) -0.008(3) O9A 0.040(3) 0.030(4) 0.035(3) 0.001(3) -0.006(2) 0.002(2) O10A 0.022(2) 0.032(3) 0.025(3) 0.008(2) 0.0002(19) -0.005(2) O11A 0.019(2) 0.031(3) 0.025(2) 0.009(2) 0.0046(18) -0.004(2) O12A 0.035(2) 0.027(4) 0.026(2) -0.003(2) 0.0020(19) -0.002(2) O13A 0.019(2) 0.036(4) 0.028(2) -0.005(2) 0.0066(18) -0.006(2) O14A 0.062(3) 0.050(5) 0.117(5) 0.001(4) 0.062(4) 0.015(3) C1A 0.015(3) 0.021(5) 0.017(3) 0.001(3) 0.006(2) 0.000(3) C2A 0.016(3) 0.029(5) 0.018(3) 0.001(3) 0.001(3) -0.004(3) C3A 0.023(3) 0.029(5) 0.020(4) -0.004(3) 0.009(3) 0.005(3) C4A 0.018(3) 0.023(5) 0.021(3) 0.011(3) 0.001(3) -0.002(3) C5A 0.023(3) 0.023(4) 0.017(3) -0.001(3) 0.004(3) -0.002(3) C6A 0.021(3) 0.020(4) 0.020(3) -0.003(3) 0.006(3) -0.001(3) C7A 0.033(4) 0.019(4) 0.011(3) 0.005(3) 0.008(3) 0.004(3) C8A 0.022(3) 0.017(5) 0.014(3) 0.003(3) -0.004(3) -0.002(3) C9A 0.011(3) 0.032(5) 0.026(4) 0.001(4) 0.003(3) 0.004(3) C10A 0.026(4) 0.022(5) 0.016(3) -0.003(3) 0.006(3) 0.004(3) C11A 0.015(3) 0.018(4) 0.027(4) 0.001(3) -0.003(3) -0.003(3) C12A 0.015(3) 0.022(4) 0.026(4) 0.004(3) 0.000(3) 0.000(3) U3 0.01599(12) 0.02182(17) 0.01982(13) 0.00109(11) 0.00292(9) -0.00032(10) U4 0.02031(18) 0.0243(2) 0.01920(18) 0.00078(16) 0.00382(14) 0.00303(15) O1B 0.028(2) 0.022(3) 0.026(2) -0.001(2) 0.0093(19) 0.0014(19) O2B 0.028(2) 0.018(3) 0.025(2) 0.000(2) 0.0062(18) -0.005(2) O3B 0.034(2) 0.029(3) 0.025(2) 0.005(2) 0.0085(19) 0.007(2) O4B 0.014(2) 0.029(3) 0.030(3) 0.009(2) 0.0035(18) -0.0004(19) O5B 0.022(2) 0.026(3) 0.019(2) 0.007(2) 0.0006(18) -0.0005(19) O6B 0.020(2) 0.027(3) 0.028(3) -0.006(2) 0.0046(18) -0.002(2) O7B 0.021(2) 0.031(3) 0.024(2) -0.002(2) 0.0090(18) -0.001(2) O8B 0.087(4) 0.042(5) 0.068(4) -0.004(3) 0.051(3) -0.003(3) O9B 0.059(3) 0.040(4) 0.061(4) -0.008(3) 0.031(3) 0.002(3) O10B 0.018(2) 0.042(4) 0.028(3) -0.011(2) -0.0015(19) 0.002(2) O11B 0.021(2) 0.036(3) 0.025(2) -0.005(2) 0.0021(18) 0.002(2) O12B 0.028(2) 0.018(3) 0.034(3) 0.006(2) 0.009(2) -0.0070(19) O13B 0.014(2) 0.041(4) 0.038(3) 0.014(3) 0.0058(19) 0.002(2) O14B 0.024(2) 0.033(4) 0.036(3) 0.000(2) 0.0054(19) 0.005(2) C1B 0.017(3) 0.024(5) 0.017(3) 0.001(3) 0.006(3) -0.006(3) C2B 0.014(3) 0.034(5) 0.016(3) 0.001(3) 0.003(3) -0.002(3) C3B 0.021(3) 0.030(5) 0.019(3) -0.001(3) 0.003(3) 0.005(3) C4B 0.031(3) 0.020(5) 0.022(4) 0.000(3) 0.001(3) -0.005(3) C5B 0.031(3) 0.019(5) 0.022(4) -0.005(3) 0.005(3) 0.001(3) C6B 0.016(3) 0.019(4) 0.022(4) 0.001(3) 0.001(3) 0.007(3) C7B 0.029(4) 0.021(4) 0.018(3) -0.005(3) -0.001(3) -0.001(3) C8B 0.019(3) 0.028(5) 0.014(3) 0.003(3) 0.004(3) 0.002(3) C9B 0.028(4) 0.039(6) 0.032(4) 0.008(4) 0.005(3) 0.004(3) C10B 0.021(3) 0.017(5) 0.037(4) 0.010(3) 0.008(3) -0.002(3) C11B 0.029(4) 0.021(5) 0.024(4) -0.005(3) 0.000(3) 0.002(3) C12B 0.020(3) 0.021(5) 0.034(4) -0.005(3) 0.011(3) 0.004(3) O1 0.051(3) 0.031(4) 0.045(3) 0.008(3) -0.003(2) -0.007(3) O2 0.052(3) 0.032(4) 0.030(3) -0.002(2) -0.005(2) -0.002(3) O3 0.030(2) 0.046(4) 0.045(3) -0.006(3) 0.005(2) 0.001(2) O4 0.054(3) 0.036(4) 0.046(3) -0.006(3) -0.005(3) 0.004(3) O5 0.049(3) 0.038(4) 0.038(3) 0.004(3) 0.004(2) -0.002(3) O6 0.078(3) 0.045(4) 0.054(4) -0.002(3) 0.011(3) 0.005(3) O7 0.065(4) 0.056(5) 0.065(4) -0.012(3) 0.018(3) 0.005(3) O8 0.056(3) 0.049(5) 0.035(3) 0.012(3) 0.000(2) -0.006(3) O9 0.044(3) 0.042(4) 0.045(3) 0.005(3) 0.012(2) 0.003(3) O10 0.060(3) 0.073(5) 0.041(3) 0.001(3) 0.002(3) 0.001(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 U1 O2A 1.758(4) . ? U1 O1A 1.771(4) . ? U1 O13A 2.449(4) . ? U1 O10A 2.468(4) 2_655 ? U1 O5A 2.471(4) . ? U1 O12A 2.468(4) . ? U1 O11A 2.521(4) 2_655 ? U1 O4A 2.532(4) . ? U2 O3A 1.754(4) . ? U2 O3A 1.754(4) 3_755 ? U2 O14A 2.462(6) 3_755 ? U2 O14A 2.462(6) . ? U2 O6A 2.470(4) . ? U2 O6A 2.470(4) 3_755 ? U2 O7A 2.511(4) . ? U2 O7A 2.511(4) 3_755 ? O4A C7A 1.249(6) . ? O5A C7A 1.268(8) . ? O6A C8A 1.280(7) . ? O7A C8A 1.249(7) . ? O8A C9A 1.326(7) . ? O8A H8A 0.8863 . ? O9A C9A 1.201(7) . ? O10A C10A 1.269(7) . ? O10A U1 2.468(4) 2_645 ? O11A C10A 1.274(7) . ? O11A U1 2.521(4) 2_645 ? O12A H12A 0.9200 . ? O12A H12B 0.8100 . ? O13A H13A 0.9699 . ? O13A H13B 0.7554 . ? O14A H14A 1.0213 . ? O14A H14B 0.9292 . ? C1A C7A 1.503(8) . ? C1A C2A 1.546(8) . ? C1A C6A 1.551(8) . ? C1A H1C 0.9800 . ? C2A C8A 1.500(8) . ? C2A C3A 1.558(9) . ? C2A H2C 0.9800 . ? C3A C12A 1.522(8) . ? C3A C4A 1.564(8) . ? C3A H3C 0.9800 . ? C4A C9A 1.503(9) . ? C4A C5A 1.564(8) . ? C4A H4C 0.9800 . ? C5A C10A 1.490(9) . ? C5A C6A 1.554(8) . ? C5A H5C 0.9800 . ? C6A C11A 1.513(8) . ? C6A H6C 0.9800 . ? C10A U1 2.893(6) 2_645 ? C11A C12A 1.308(8) . ? C11A H11A 0.9300 . ? C12A H12E 0.9300 . ? U3 O2B 1.758(4) . ? U3 O1B 1.767(4) . ? U3 O13B 2.437(4) . ? U3 O12B 2.454(4) . ? U3 O10B 2.475(4) 2_545 ? U3 O5B 2.479(4) . ? U3 O11B 2.506(4) 2_545 ? U3 O4B 2.537(4) . ? U4 O3B 1.763(4) 3_655 ? U4 O3B 1.763(4) . ? U4 O6B 2.446(4) . ? U4 O6B 2.446(4) 3_655 ? U4 O14B 2.459(4) 3_655 ? U4 O14B 2.459(4) . ? U4 O7B 2.546(4) . ? U4 O7B 2.546(4) 3_655 ? O4B C7B 1.251(6) . ? O5B C7B 1.274(7) . ? O6B C8B 1.253(8) . ? O7B C8B 1.266(7) . ? O8B C9B 1.328(8) . ? O8B H8B 0.8286 . ? O9B C9B 1.206(8) . ? O10B C10B 1.273(7) . ? O10B U3 2.475(4) 2 ? O11B C10B 1.260(6) . ? O11B U3 2.506(4) 2 ? O12B H12C 0.8690 . ? O12B H12D 0.9691 . ? O13B H13C 0.9617 . ? O13B H13D 1.0112 . ? O14B H14C 0.8336 . ? O14B H14D 1.0700 . ? C1B C7B 1.529(8) . ? C1B C6B 1.545(9) . ? C1B C2B 1.555(8) . ? C1B H1D 0.9800 . ? C2B C3B 1.517(9) . ? C2B C8B 1.518(8) . ? C2B H2D 0.9800 . ? C3B C12B 1.526(8) . ? C3B C4B 1.546(8) . ? C3B H3D 0.9800 . ? C4B C9B 1.512(10) . ? C4B C5B 1.548(8) . ? C4B H4D 0.9800 . ? C5B C10B 1.505(9) . ? C5B C6B 1.565(8) . ? C5B H5D 0.9800 . ? C6B C11B 1.534(8) . ? C6B H6D 0.9800 . ? C10B U3 2.893(7) 2 ? C11B C12B 1.302(8) . ? C11B H11B 0.9300 . ? C12B H12F 0.9300 . ? O1 H1A 0.9392 . ? O1 H1B 0.9447 . ? O2 H2A 0.8953 . ? O2 H2B 0.8669 . ? O3 H3A 0.9806 . ? O3 H3B 0.8943 . ? O4 H4A 0.9196 . ? O4 H4B 0.9426 . ? O5 H5A 0.9712 . ? O5 H5B 0.8435 . ? O6 H6A 0.9643 . ? O6 H6B 0.8334 . ? 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 O2A U1 O1A 179.47(19) . . ? O2A U1 O13A 89.65(16) . . ? O1A U1 O13A 90.09(17) . . ? O2A U1 O10A 96.66(16) . 2_655 ? O1A U1 O10A 83.59(17) . 2_655 ? O13A U1 O10A 173.56(15) . 2_655 ? O2A U1 O5A 87.07(16) . . ? O1A U1 O5A 92.63(16) . . ? O13A U1 O5A 117.11(13) . . ? O10A U1 O5A 62.14(14) 2_655 . ? O2A U1 O12A 93.82(16) . . ? O1A U1 O12A 86.49(16) . . ? O13A U1 O12A 65.60(13) . . ? O10A U1 O12A 115.08(14) 2_655 . ? O5A U1 O12A 177.18(15) . . ? O2A U1 O11A 85.78(17) . 2_655 ? O1A U1 O11A 94.74(17) . 2_655 ? O13A U1 O11A 130.28(12) . 2_655 ? O10A U1 O11A 51.95(12) 2_655 2_655 ? O5A U1 O11A 112.06(13) . 2_655 ? O12A U1 O11A 65.37(13) . 2_655 ? O2A U1 O4A 86.17(16) . . ? O1A U1 O4A 93.30(16) . . ? O13A U1 O4A 65.65(12) . . ? O10A U1 O4A 113.32(12) 2_655 . ? O5A U1 O4A 51.46(13) . . ? O12A U1 O4A 131.25(13) . . ? O11A U1 O4A 162.05(12) 2_655 . ? O3A U2 O3A 180 . 3_755 ? O3A U2 O14A 90.0(2) . 3_755 ? O3A U2 O14A 90.0(2) 3_755 3_755 ? O3A U2 O14A 90.0(2) . . ? O3A U2 O14A 90.0(2) 3_755 . ? O14A U2 O14A 180.0(3) 3_755 . ? O3A U2 O6A 89.49(19) . . ? O3A U2 O6A 90.52(19) 3_755 . ? O14A U2 O6A 62.12(16) 3_755 . ? O14A U2 O6A 117.88(16) . . ? O3A U2 O6A 90.51(19) . 3_755 ? O3A U2 O6A 89.48(19) 3_755 3_755 ? O14A U2 O6A 117.88(16) 3_755 3_755 ? O14A U2 O6A 62.12(16) . 3_755 ? O6A U2 O6A 180.0(2) . 3_755 ? O3A U2 O7A 91.48(17) . . ? O3A U2 O7A 88.52(17) 3_755 . ? O14A U2 O7A 114.26(17) 3_755 . ? O14A U2 O7A 65.74(17) . . ? O6A U2 O7A 52.18(14) . . ? O6A U2 O7A 127.82(14) 3_755 . ? O3A U2 O7A 88.52(17) . 3_755 ? O3A U2 O7A 91.48(17) 3_755 3_755 ? O14A U2 O7A 65.74(17) 3_755 3_755 ? O14A U2 O7A 114.26(17) . 3_755 ? O6A U2 O7A 127.82(14) . 3_755 ? O6A U2 O7A 52.18(14) 3_755 3_755 ? O7A U2 O7A 180.00(17) . 3_755 ? C7A O4A U1 92.7(4) . . ? C7A O5A U1 95.0(3) . . ? C8A O6A U2 94.4(4) . . ? C8A O7A U2 93.3(4) . . ? C9A O8A H8A 112.3 . . ? C10A O10A U1 96.1(4) . 2_645 ? C10A O11A U1 93.5(3) . 2_645 ? U1 O12A H12A 98.7 . . ? U1 O12A H12B 106.8 . . ? H12A O12A H12B 107.3 . . ? U1 O13A H13A 100.7 . . ? U1 O13A H13B 108.5 . . ? H13A O13A H13B 107.0 . . ? U2 O14A H14A 137.4 . . ? U2 O14A H14B 97.2 . . ? H14A O14A H14B 95.1 . . ? C7A C1A C2A 115.7(4) . . ? C7A C1A C6A 107.8(5) . . ? C2A C1A C6A 107.9(5) . . ? C7A C1A H1C 108.4 . . ? C2A C1A H1C 108.4 . . ? C6A C1A H1C 108.4 . . ? C8A C2A C1A 112.9(5) . . ? C8A C2A C3A 115.4(5) . . ? C1A C2A C3A 110.0(5) . . ? C8A C2A H2C 105.9 . . ? C1A C2A H2C 105.9 . . ? C3A C2A H2C 105.9 . . ? C12A C3A C2A 109.8(5) . . ? C12A C3A C4A 108.1(5) . . ? C2A C3A C4A 105.7(5) . . ? C12A C3A H3C 111.0 . . ? C2A C3A H3C 111.0 . . ? C4A C3A H3C 111.0 . . ? C9A C4A C5A 115.7(5) . . ? C9A C4A C3A 109.9(5) . . ? C5A C4A C3A 107.5(5) . . ? C9A C4A H4C 107.8 . . ? C5A C4A H4C 107.8 . . ? C3A C4A H4C 107.8 . . ? C10A C5A C6A 111.3(5) . . ? C10A C5A C4A 113.7(6) . . ? C6A C5A C4A 109.7(4) . . ? C10A C5A H5C 107.3 . . ? C6A C5A H5C 107.3 . . ? C4A C5A H5C 107.3 . . ? C11A C6A C1A 108.0(5) . . ? C11A C6A C5A 110.1(5) . . ? C1A C6A C5A 106.7(5) . . ? C11A C6A H6C 110.7 . . ? C1A C6A H6C 110.7 . . ? C5A C6A H6C 110.7 . . ? O4A C7A O5A 119.3(6) . . ? O4A C7A C1A 123.0(6) . . ? O5A C7A C1A 117.4(5) . . ? O7A C8A O6A 120.0(6) . . ? O7A C8A C2A 118.8(6) . . ? O6A C8A C2A 121.0(6) . . ? O9A C9A O8A 122.9(7) . . ? O9A C9A C4A 125.3(6) . . ? O8A C9A C4A 111.7(6) . . ? O10A C10A O11A 118.4(6) . . ? O10A C10A C5A 121.5(5) . . ? O11A C10A C5A 120.1(5) . . ? C12A C11A C6A 114.4(5) . . ? C12A C11A H11A 122.8 . . ? C6A C11A H11A 122.8 . . ? C11A C12A C3A 114.4(5) . . ? C11A C12A H12E 122.8 . . ? C3A C12A H12E 122.8 . . ? O2B U3 O1B 178.58(19) . . ? O2B U3 O13B 90.03(17) . . ? O1B U3 O13B 91.12(17) . . ? O2B U3 O12B 92.69(16) . . ? O1B U3 O12B 87.04(15) . . ? O13B U3 O12B 64.38(13) . . ? O2B U3 O10B 92.25(17) . 2_545 ? O1B U3 O10B 86.64(17) . 2_545 ? O13B U3 O10B 176.80(14) . 2_545 ? O12B U3 O10B 117.72(13) . 2_545 ? O2B U3 O5B 88.65(16) . . ? O1B U3 O5B 91.63(15) . . ? O13B U3 O5B 115.18(13) . . ? O12B U3 O5B 178.58(14) . . ? O10B U3 O5B 62.65(13) 2_545 . ? O2B U3 O11B 88.96(17) . 2_545 ? O1B U3 O11B 89.66(17) . 2_545 ? O13B U3 O11B 130.64(12) . 2_545 ? O12B U3 O11B 66.38(13) . 2_545 ? O10B U3 O11B 51.70(12) 2_545 2_545 ? O5B U3 O11B 114.13(13) . 2_545 ? O2B U3 O4B 89.82(17) . . ? O1B U3 O4B 91.45(17) . . ? O13B U3 O4B 63.64(12) . . ? O12B U3 O4B 127.96(12) . . ? O10B U3 O4B 114.09(12) 2_545 . ? O5B U3 O4B 51.55(12) . . ? O11B U3 O4B 165.65(12) 2_545 . ? O3B U4 O3B 180 3_655 . ? O3B U4 O6B 98.29(16) 3_655 . ? O3B U4 O6B 81.70(16) . . ? O3B U4 O6B 81.71(16) 3_655 3_655 ? O3B U4 O6B 98.30(16) . 3_655 ? O6B U4 O6B 180.00(17) . 3_655 ? O3B U4 O14B 84.18(17) 3_655 3_655 ? O3B U4 O14B 95.82(17) . 3_655 ? O6B U4 O14B 66.22(14) . 3_655 ? O6B U4 O14B 113.78(14) 3_655 3_655 ? O3B U4 O14B 95.82(17) 3_655 . ? O3B U4 O14B 84.18(17) . . ? O6B U4 O14B 113.78(14) . . ? O6B U4 O14B 66.22(14) 3_655 . ? O14B U4 O14B 180.0(3) 3_655 . ? O3B U4 O7B 80.87(17) 3_655 . ? O3B U4 O7B 99.13(17) . . ? O6B U4 O7B 52.00(14) . . ? O6B U4 O7B 128.00(14) 3_655 . ? O14B U4 O7B 112.62(13) 3_655 . ? O14B U4 O7B 67.38(13) . . ? O3B U4 O7B 99.13(17) 3_655 3_655 ? O3B U4 O7B 80.87(17) . 3_655 ? O6B U4 O7B 128.00(14) . 3_655 ? O6B U4 O7B 52.00(14) 3_655 3_655 ? O14B U4 O7B 67.38(13) 3_655 3_655 ? O14B U4 O7B 112.62(13) . 3_655 ? O7B U4 O7B 180.0(2) . 3_655 ? C7B O4B U3 92.7(4) . . ? C7B O5B U3 94.8(3) . . ? C8B O6B U4 96.1(3) . . ? C8B O7B U4 91.1(4) . . ? C9B O8B H8B 94.3 . . ? C10B O10B U3 95.7(3) . 2 ? C10B O11B U3 94.6(4) . 2 ? U3 O12B H12C 101.2 . . ? U3 O12B H12D 120.1 . . ? H12C O12B H12D 113.0 . . ? U3 O13B H13C 127.1 . . ? U3 O13B H13D 117.6 . . ? H13C O13B H13D 110.1 . . ? U4 O14B H14C 120.4 . . ? U4 O14B H14D 108.4 . . ? H14C O14B H14D 100.6 . . ? C7B C1B C6B 107.6(5) . . ? C7B C1B C2B 117.2(5) . . ? C6B C1B C2B 106.9(5) . . ? C7B C1B H1D 108.3 . . ? C6B C1B H1D 108.3 . . ? C2B C1B H1D 108.3 . . ? C3B C2B C8B 116.8(5) . . ? C3B C2B C1B 110.9(5) . . ? C8B C2B C1B 112.9(5) . . ? C3B C2B H2D 105.0 . . ? C8B C2B H2D 105.0 . . ? C1B C2B H2D 105.0 . . ? C2B C3B C12B 110.2(5) . . ? C2B C3B C4B 107.5(5) . . ? C12B C3B C4B 105.7(5) . . ? C2B C3B H3D 111.1 . . ? C12B C3B H3D 111.1 . . ? C4B C3B H3D 111.1 . . ? C9B C4B C3B 109.6(5) . . ? C9B C4B C5B 114.6(6) . . ? C3B C4B C5B 108.6(5) . . ? C9B C4B H4D 108.0 . . ? C3B C4B H4D 108.0 . . ? C5B C4B H4D 108.0 . . ? C10B C5B C4B 117.6(6) . . ? C10B C5B C6B 108.7(5) . . ? C4B C5B C6B 108.9(5) . . ? C10B C5B H5D 107.1 . . ? C4B C5B H5D 107.1 . . ? C6B C5B H5D 107.1 . . ? C11B C6B C1B 106.7(5) . . ? C11B C6B C5B 109.1(5) . . ? C1B C6B C5B 107.9(5) . . ? C11B C6B H6D 111.0 . . ? C1B C6B H6D 111.0 . . ? C5B C6B H6D 111.0 . . ? O4B C7B O5B 119.6(6) . . ? O4B C7B C1B 122.6(6) . . ? O5B C7B C1B 117.5(5) . . ? O6B C8B O7B 120.8(6) . . ? O6B C8B C2B 118.3(5) . . ? O7B C8B C2B 120.7(6) . . ? O9B C9B O8B 120.4(8) . . ? O9B C9B C4B 126.5(6) . . ? O8B C9B C4B 112.9(6) . . ? O11B C10B O10B 118.0(6) . . ? O11B C10B C5B 120.1(6) . . ? O10B C10B C5B 121.7(5) . . ? C12B C11B C6B 114.0(6) . . ? C12B C11B H11B 123.0 . . ? C6B C11B H11B 123.0 . . ? C11B C12B C3B 114.6(6) . . ? C11B C12B H12F 122.7 . . ? C3B C12B H12F 122.7 . . ? H1A O1 H1B 95.7 . . ? H2A O2 H2B 106.5 . . ? H3A O3 H3B 107.6 . . ? H4A O4 H4B 105.3 . . ? H5A O5 H5B 100.7 . . ? H6A O6 H6B 101.1 . . ? 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 O8A H8A O1 0.89 1.92 2.720(7) 148.6 . O12A H12A O2 0.92 1.81 2.695(7) 159.4 . O13A H13A O3 0.97 1.89 2.746(6) 145.2 . O13A H13B O5B 0.76 2.20 2.712(5) 125.6 1_655 O14A H14A O7 1.02 1.77 2.767(7) 164.5 . O8B H8B O5 0.83 2.07 2.605(8) 121.9 1_565 O12B H12C O4 0.87 1.83 2.656(7) 159.3 . O13B H13C O5A 0.96 1.78 2.716(5) 165.0 . O13B H13D O8 1.01 1.70 2.682(7) 161.8 . O14B H14C O7A 0.83 2.03 2.861(6) 174.5 . O14B H14D O8 1.07 1.90 2.838(7) 143.5 . O1 H1A O7 0.94 1.96 2.889(7) 171.2 1_545 O1 H1B O7B 0.94 2.24 3.058(7) 144.4 1_545 O2 H2A O10B 0.90 2.25 3.063(7) 150.4 1_655 O2 H2B O9 0.87 2.09 2.908(7) 156.8 2_655 O3 H3A O2B 0.98 2.19 3.164(7) 170.0 2_645 O4 H4A O10A 0.92 2.08 2.884(7) 145.2 . O4 H4B O7 0.94 2.20 2.894(7) 129.8 2_645 O5 H5A O11A 0.97 1.97 2.770(6) 138.1 . O5 H5B O9 0.84 2.16 2.751(7) 127.3 . O6 H6A O9B 0.96 2.05 2.990(8) 163.5 1_645 O6 H6B O10 0.83 2.00 2.796(8) 158.3 3_655