# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_Compound1 _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H18 N2 O7 U' _chemical_melting_point ? _exptl_crystal_description cubes _exptl_crystal_colour yellow _diffrn_ambient_temperature 100(2) _chemical_formula_weight 552.3234 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' 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' H H 0.0000 0.0000 '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' _symmetry_int_tables_number 14 _chemical_absolute_configuration ? 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 9.3588(13) _cell_length_b 12.8986(18) _cell_length_c 13.0717(19) _cell_angle_alpha 90.00 _cell_angle_beta 97.534(2) _cell_angle_gamma 90.00 _cell_volume 1564.3(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 23529 _cell_measurement_theta_min 5.054 _cell_measurement_theta_max 60.778 _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas 2.345 _exptl_crystal_density_diffrn ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1032 _exptl_absorpt_coefficient_mu 10.414 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.3969 _exptl_absorpt_correction_T_max 0.7461 _exptl_absorpt_process_details 'SADABS, G Sheldrick (1999)' _exptl_special_details ; ? ; _diffrn_radiation_probe ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEXII CCD' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30194 _diffrn_reflns_av_R_equivalents 0.0264 _diffrn_reflns_av_sigmaI/netI 0.0164 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.23 _diffrn_reflns_theta_max 30.54 _reflns_number_total 4469 _reflns_number_gt 4216 _reflns_threshold_expression >2\s(I) _computing_data_collection 'SMART V5.05 (Bruker-AXS)' _computing_cell_refinement 'SAINT (Bruker-AXS)' _computing_data_reduction 'SAINT (Bruker-AXS)' _computing_structure_solution 'SHELXS-97, G. Sheldrick (1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'WINGX (Farrugia, 1998)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(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^)+(0.0115P)^2^+1.9070P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4469 _refine_ls_number_parameters 272 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0154 _refine_ls_R_factor_gt 0.0137 _refine_ls_wR_factor_ref 0.0320 _refine_ls_wR_factor_gt 0.0315 _refine_ls_goodness_of_fit_ref 1.084 _refine_ls_restrained_S_all 1.084 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.36610(19) 0.69573(14) 0.39688(14) 0.0075(3) Uani 1 1 d . . . C2 C 0.42472(19) 0.63147(15) 0.47501(14) 0.0084(3) Uani 1 1 d . . . H017 H 0.3826 0.5676 0.4850 0.010 Uiso 1 1 calc R . . C5 C 0.54224(19) 0.81895(15) 0.43748(14) 0.0081(3) Uani 1 1 d . . . C4 C 0.61018(19) 0.75952(15) 0.51764(14) 0.0088(3) Uani 1 1 d . . . H016 H 0.6947 0.7828 0.5561 0.011 Uiso 1 1 calc R . . C6 C 0.5990(2) 0.92110(15) 0.40455(15) 0.0093(3) Uani 1 1 d . . . C7 C 0.23690(19) 0.66726(15) 0.32115(14) 0.0081(3) Uani 1 1 d . . . C3 C 0.54986(19) 0.66326(15) 0.54040(14) 0.0080(3) Uani 1 1 d . . . C9 C 0.5667(3) 0.6721(2) 0.0215(2) 0.0247(5) Uani 1 1 d . . . C8 C 0.5624(2) 0.63843(18) 0.13155(18) 0.0177(4) Uani 1 1 d . . . C10 C 0.8244(2) 0.68896(17) 0.18107(18) 0.0157(4) Uani 1 1 d . . . C11 C 0.7985(3) 0.79174(18) 0.2308(2) 0.0219(5) Uani 1 1 d . . . C12 C 0.6885(2) 0.58378(18) 0.29876(18) 0.0176(4) Uani 1 1 d . . . C13 C 0.8261(3) 0.5565(2) 0.36710(19) 0.0221(5) Uani 1 1 d . . . N1 N 0.42030(16) 0.78951(13) 0.37795(12) 0.0081(3) Uani 1 1 d . . . N2 N 0.70783(19) 0.61038(14) 0.18913(14) 0.0129(3) Uani 1 1 d . . . O1 O 0.40872(15) 0.85763(11) 0.15215(11) 0.0120(3) Uani 1 1 d . . . O2 O 0.18595(15) 0.95894(12) 0.32814(11) 0.0127(3) Uani 1 1 d . . . O3 O 0.60314(15) 0.60356(11) 0.61634(11) 0.0109(3) Uani 1 1 d . . . O4 O 0.18448(15) 0.57736(10) 0.32624(11) 0.0098(3) Uani 1 1 d . . . O5 O 0.51050(15) 0.97201(11) 0.33977(11) 0.0119(3) Uani 1 1 d . . . O6 O 0.72358(15) 0.94847(12) 0.43598(11) 0.0141(3) Uani 1 1 d . . . O7 O 0.19019(14) 0.73617(11) 0.25752(10) 0.0116(3) Uani 1 1 d . . . U1 U 0.298063(7) 0.908502(5) 0.240831(5) 0.00639(2) Uani 1 1 d . . . H101 H 0.802(3) 0.538(3) 0.434(3) 0.038(9) Uiso 1 1 d . . . H102 H 0.893(3) 0.615(3) 0.379(2) 0.032(8) Uiso 1 1 d . . . H103 H 0.877(3) 0.504(3) 0.339(2) 0.035(9) Uiso 1 1 d . . . H104 H 0.641(3) 0.645(2) 0.325(2) 0.019(7) Uiso 1 1 d . . . H105 H 0.618(3) 0.532(2) 0.2946(19) 0.013(6) Uiso 1 1 d . . . H106 H 0.796(3) 0.785(2) 0.302(2) 0.020(7) Uiso 1 1 d . . . H107 H 0.709(4) 0.824(3) 0.197(3) 0.040(9) Uiso 1 1 d . . . H108 H 0.876(3) 0.836(2) 0.222(2) 0.025(7) Uiso 1 1 d . . . H109 H 0.911(3) 0.658(2) 0.211(2) 0.017(6) Uiso 1 1 d . . . H110 H 0.827(3) 0.696(2) 0.111(2) 0.020(7) Uiso 1 1 d . . . H111 H 0.609(3) 0.744(3) 0.020(2) 0.033(8) Uiso 1 1 d . . . H112 H 0.617(3) 0.621(3) -0.012(2) 0.034(8) Uiso 1 1 d . . . H301 H 0.734(3) 0.557(3) 0.157(3) 0.035(9) Uiso 1 1 d . . . H302 H 0.509(3) 0.581(2) 0.134(2) 0.025(8) Uiso 1 1 d . . . H303 H 0.522(3) 0.692(2) 0.173(2) 0.017(7) Uiso 1 1 d . . . H305 H 0.468(3) 0.670(3) -0.012(2) 0.033(8) Uiso 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 C1 0.0080(8) 0.0057(8) 0.0085(8) -0.0013(6) 0.0006(6) 0.0002(6) C2 0.0086(8) 0.0070(8) 0.0095(8) -0.0008(7) 0.0007(6) 0.0004(6) C5 0.0080(8) 0.0081(8) 0.0078(8) -0.0005(6) -0.0004(6) -0.0015(6) C4 0.0073(8) 0.0085(8) 0.0100(8) -0.0007(7) -0.0003(6) -0.0004(6) C6 0.0104(8) 0.0076(8) 0.0093(8) -0.0002(7) -0.0005(7) -0.0015(6) C7 0.0075(8) 0.0066(8) 0.0099(8) -0.0018(6) 0.0003(6) -0.0006(6) C3 0.0090(8) 0.0069(8) 0.0081(8) -0.0001(6) 0.0006(6) 0.0013(6) C9 0.0204(11) 0.0313(14) 0.0226(11) -0.0020(10) 0.0031(9) 0.0057(10) C8 0.0124(9) 0.0148(10) 0.0264(11) -0.0020(9) 0.0050(8) 0.0016(8) C10 0.0143(9) 0.0116(9) 0.0225(11) -0.0010(8) 0.0079(8) -0.0024(7) C11 0.0236(11) 0.0108(10) 0.0327(13) -0.0050(9) 0.0089(10) -0.0027(8) C12 0.0204(10) 0.0142(10) 0.0204(11) 0.0004(8) 0.0111(9) 0.0002(8) C13 0.0250(11) 0.0219(12) 0.0203(11) 0.0013(9) 0.0068(9) 0.0011(9) N1 0.0080(7) 0.0069(7) 0.0089(7) 0.0009(6) -0.0007(6) -0.0011(5) N2 0.0134(8) 0.0080(8) 0.0188(9) -0.0016(7) 0.0071(7) -0.0001(6) O1 0.0127(6) 0.0095(7) 0.0138(7) -0.0003(5) 0.0019(5) 0.0031(5) O2 0.0136(6) 0.0137(7) 0.0109(6) -0.0007(6) 0.0018(5) 0.0015(5) O3 0.0127(6) 0.0076(6) 0.0109(6) 0.0029(5) -0.0042(5) 0.0003(5) O4 0.0108(6) 0.0058(6) 0.0122(6) -0.0010(5) -0.0011(5) -0.0015(5) O5 0.0125(6) 0.0072(6) 0.0145(7) 0.0044(5) -0.0040(5) -0.0024(5) O6 0.0106(6) 0.0139(7) 0.0166(7) 0.0042(6) -0.0033(5) -0.0044(5) O7 0.0125(6) 0.0062(6) 0.0146(7) 0.0021(5) -0.0039(5) -0.0026(5) U1 0.00698(4) 0.00468(4) 0.00691(4) -0.00004(2) -0.00132(2) 0.00063(2) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 N1 1.347(2) . ? C1 C2 1.373(3) . ? C1 C7 1.504(2) . ? C2 C3 1.417(3) . ? C2 H017 0.9300 . ? C5 N1 1.349(2) . ? C5 C4 1.384(3) . ? C5 C6 1.505(3) . ? C4 C3 1.412(3) . ? C4 H016 0.9300 . ? C6 O6 1.236(2) . ? C6 O5 1.285(2) . ? C7 O7 1.256(2) . ? C7 O4 1.264(2) . ? C3 O3 1.303(2) . ? C9 C8 1.508(3) . ? C9 H111 1.00(3) . ? C9 H112 0.95(3) . ? C9 H305 0.97(3) . ? C8 N2 1.510(3) . ? C8 H302 0.90(3) . ? C8 H303 0.98(3) . ? C10 N2 1.503(3) . ? C10 C11 1.510(3) . ? C10 H109 0.94(3) . ? C10 H110 0.93(3) . ? C11 H106 0.94(3) . ? C11 H107 0.99(3) . ? C11 H108 0.94(3) . ? C12 N2 1.507(3) . ? C12 C13 1.510(3) . ? C12 H104 0.99(3) . ? C12 H105 0.94(3) . ? C13 H101 0.96(3) . ? C13 H102 0.98(3) . ? C13 H103 0.93(3) . ? N1 U1 2.5178(16) . ? N2 H301 0.86(3) . ? O1 U1 1.7781(14) . ? O2 U1 1.7721(14) . ? O3 U1 2.2851(14) 4_676 ? O4 U1 2.3615(14) 2_545 ? O5 U1 2.3711(14) . ? O7 U1 2.4629(14) . ? U1 O3 2.2852(14) 4_575 ? U1 O4 2.3615(14) 2 ? 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 N1 C1 C2 123.74(17) . . ? N1 C1 C7 112.82(16) . . ? C2 C1 C7 123.41(17) . . ? C1 C2 C3 119.49(17) . . ? C1 C2 H017 120.3 . . ? C3 C2 H017 120.3 . . ? N1 C5 C4 123.42(17) . . ? N1 C5 C6 112.67(16) . . ? C4 C5 C6 123.87(16) . . ? C5 C4 C3 119.34(17) . . ? C5 C4 H016 120.3 . . ? C3 C4 H016 120.3 . . ? O6 C6 O5 124.89(18) . . ? O6 C6 C5 120.55(17) . . ? O5 C6 C5 114.50(16) . . ? O7 C7 O4 125.46(17) . . ? O7 C7 C1 116.29(16) . . ? O4 C7 C1 118.25(16) . . ? O3 C3 C4 123.83(17) . . ? O3 C3 C2 119.48(17) . . ? C4 C3 C2 116.69(17) . . ? C8 C9 H111 110.1(18) . . ? C8 C9 H112 109(2) . . ? H111 C9 H112 114(3) . . ? C8 C9 H305 106.3(18) . . ? H111 C9 H305 112(3) . . ? H112 C9 H305 106(3) . . ? C9 C8 N2 114.19(18) . . ? C9 C8 H302 111(2) . . ? N2 C8 H302 105(2) . . ? C9 C8 H303 112.7(16) . . ? N2 C8 H303 106.1(15) . . ? H302 C8 H303 108(2) . . ? N2 C10 C11 113.76(17) . . ? N2 C10 H109 105.8(16) . . ? C11 C10 H109 111.9(17) . . ? N2 C10 H110 104.4(17) . . ? C11 C10 H110 111.6(18) . . ? H109 C10 H110 109(2) . . ? C10 C11 H106 111.7(18) . . ? C10 C11 H107 110(2) . . ? H106 C11 H107 111(3) . . ? C10 C11 H108 108.0(18) . . ? H106 C11 H108 108(2) . . ? H107 C11 H108 108(3) . . ? N2 C12 C13 114.60(19) . . ? N2 C12 H104 105.2(16) . . ? C13 C12 H104 111.7(16) . . ? N2 C12 H105 106.2(15) . . ? C13 C12 H105 114.0(16) . . ? H104 C12 H105 104(2) . . ? C12 C13 H101 108.4(19) . . ? C12 C13 H102 112.7(19) . . ? H101 C13 H102 106(3) . . ? C12 C13 H103 112(2) . . ? H101 C13 H103 111(3) . . ? H102 C13 H103 106(3) . . ? C1 N1 C5 117.22(16) . . ? C1 N1 U1 122.09(12) . . ? C5 N1 U1 120.67(12) . . ? C10 N2 C12 113.50(18) . . ? C10 N2 C8 114.73(17) . . ? C12 N2 C8 108.41(17) . . ? C10 N2 H301 104(2) . . ? C12 N2 H301 111(2) . . ? C8 N2 H301 104(2) . . ? C3 O3 U1 140.62(12) . 4_676 ? C7 O4 U1 141.28(12) . 2_545 ? C6 O5 U1 127.23(12) . . ? C7 O7 U1 125.89(12) . . ? O2 U1 O1 179.32(6) . . ? O2 U1 O3 89.93(6) . 4_575 ? O1 U1 O3 89.39(6) . 4_575 ? O2 U1 O4 88.63(6) . 2 ? O1 U1 O4 91.36(6) . 2 ? O3 U1 O4 83.46(5) 4_575 2 ? O2 U1 O5 92.68(6) . . ? O1 U1 O5 87.98(6) . . ? O3 U1 O5 161.08(5) 4_575 . ? O4 U1 O5 77.88(5) 2 . ? O2 U1 O7 89.43(6) . . ? O1 U1 O7 90.30(6) . . ? O3 U1 O7 72.75(5) 4_575 . ? O4 U1 O7 156.13(5) 2 . ? O5 U1 O7 125.99(5) . . ? O2 U1 N1 91.00(6) . . ? O1 U1 N1 89.43(6) . . ? O3 U1 N1 135.34(5) 4_575 . ? O4 U1 N1 141.21(5) 2 . ? O5 U1 N1 63.39(5) . . ? O7 U1 N1 62.61(5) . . ? _diffrn_measured_fraction_theta_max 0.932 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.734 _refine_diff_density_min -0.829 _refine_diff_density_rms 0.105 _database_code_depnum_ccdc_archive 'CCDC 956701' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_Compound2 _vrf_PLAT306_Compound2 ; RESPONSE:H-atoms on these isolated oxygen atoms (OW1, OW2, OW3, and OW4) were located in difference Fourier maps, yet could not be satisfactorily refined. ; _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H4 N2 O18 U2' _chemical_melting_point ? _exptl_crystal_description rods _exptl_crystal_colour yellow _diffrn_ambient_temperature 100(2) _chemical_formula_weight 964.25 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 orthorhombic _symmetry_space_group_name_H-M 'F d d 2' _symmetry_int_tables_number 43 _chemical_absolute_configuration ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-x+1/4, y+1/4, z+1/4' 'x+1/4, -y+1/4, z+1/4' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' '-x+1/4, y+3/4, z+3/4' 'x+1/4, -y+3/4, z+3/4' 'x+1/2, y, z+1/2' '-x+1/2, -y, z+1/2' '-x+3/4, y+1/4, z+3/4' 'x+3/4, -y+1/4, z+3/4' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z' '-x+3/4, y+3/4, z+1/4' 'x+3/4, -y+3/4, z+1/4' _cell_length_a 28.995(3) _cell_length_b 32.585(4) _cell_length_c 9.3986(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8879.9(18) _cell_formula_units_Z 16 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 30508 _cell_measurement_theta_min 4.724 _cell_measurement_theta_max 56.940 _exptl_crystal_size_max 0.02 _exptl_crystal_size_mid 0.01 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.885 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 6880 _exptl_absorpt_coefficient_mu 14.665 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.3195 _exptl_absorpt_correction_T_max 0.7457 _exptl_absorpt_process_details 'SADABS, G Sheldrick (1999)' _exptl_special_details ; ? ; _diffrn_radiation_probe ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEXII CCD' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29834 _diffrn_reflns_av_R_equivalents 0.0518 _diffrn_reflns_av_sigmaI/netI 0.0423 _diffrn_reflns_limit_h_min -38 _diffrn_reflns_limit_h_max 38 _diffrn_reflns_limit_k_min -43 _diffrn_reflns_limit_k_max 43 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 28.57 _reflns_number_total 5642 _reflns_number_gt 5194 _reflns_threshold_expression >2\s(I) _computing_data_collection 'SMART V5.05 (Bruker-AXS)' _computing_cell_refinement 'SAINT (Bruker-AXS)' _computing_data_reduction 'SAINT (Bruker-AXS)' _computing_structure_solution 'SHELXS-97, G. Sheldrick (1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'WINGX (Farrugia, 1998)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(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^)+(0.0251P)^2^+731.0432P] 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 mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.000029(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.063(17) _refine_ls_number_reflns 5642 _refine_ls_number_parameters 314 _refine_ls_number_restraints 25 _refine_ls_R_factor_all 0.0497 _refine_ls_R_factor_gt 0.0432 _refine_ls_wR_factor_ref 0.1045 _refine_ls_wR_factor_gt 0.1018 _refine_ls_goodness_of_fit_ref 1.128 _refine_ls_restrained_S_all 1.126 _refine_ls_shift/su_max 0.100 _refine_ls_shift/su_mean 0.005 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 C1 C 0.0108(4) 0.3223(4) 0.7245(15) 0.026(3) Uani 1 1 d . . . C2 C 0.0299(5) 0.3387(4) 0.8451(18) 0.036(2) Uani 1 1 d U . . H2 H 0.0448 0.3226 0.9126 0.044 Uiso 1 1 calc R . . C3 C 0.0253(6) 0.3828(4) 0.8610(19) 0.049(5) Uani 1 1 d . . . C4 C 0.0000(5) 0.4041(4) 0.7593(18) 0.036(2) Uani 1 1 d U . . H4 H -0.0041 0.4323 0.7676 0.044 Uiso 1 1 calc R . . C5 C -0.0186(4) 0.3831(3) 0.6466(18) 0.027(2) Uani 1 1 d . . . C6 C -0.0463(5) 0.4026(4) 0.5306(18) 0.035(3) Uani 1 1 d . . . C7 C 0.0148(5) 0.2771(4) 0.6932(13) 0.026(3) Uani 1 1 d . . . C8 C -0.1404(4) 0.5900(3) 0.7155(14) 0.023(2) Uani 1 1 d . . . C9 C -0.1008(4) 0.3814(4) 0.9520(15) 0.028(2) Uani 1 1 d U . . H9 H -0.0832 0.3952 1.0194 0.034 Uiso 1 1 calc R . . C10 C -0.1190(5) 0.4021(3) 0.8350(16) 0.028(3) Uani 1 1 d . . . C11 C -0.1454(4) 0.3802(4) 0.7395(16) 0.028(2) Uani 1 1 d U . . H11 H -0.1587 0.3933 0.6617 0.034 Uiso 1 1 calc R . . C12 C -0.0979(4) 0.5885(4) 0.5104(16) 0.030(3) Uani 1 1 d . . . C13 C -0.0684(5) 0.5625(4) 0.415(2) 0.043(4) Uani 1 1 d . . . C14 C -0.0935(5) 0.3138(4) 0.0895(15) 0.027(3) Uani 1 1 d . . . N1 N -0.0128(4) 0.3426(3) 0.6263(12) 0.026(2) Uani 1 1 d . . . N2 N -0.1154(4) 0.5684(3) 0.6233(11) 0.024(2) Uani 1 1 d . . . O1 O -0.0909(4) 0.2958(3) 0.4665(11) 0.033(2) Uani 1 1 d . . . O2 O 0.0183(3) 0.3224(3) 0.3308(11) 0.030(2) Uani 1 1 d . . . O3 O -0.0692(4) 0.3298(3) 0.1820(10) 0.035(2) Uani 1 1 d . . . O4 O -0.0567(3) 0.3797(3) 0.4258(12) 0.036(2) Uani 1 1 d . . . O5 O -0.0581(4) 0.4403(3) 0.5464(15) 0.049(3) Uani 1 1 d . . . O6 O -0.0010(4) 0.2647(3) 0.5750(10) 0.030(2) Uani 1 1 d . . . O7 O 0.0331(3) 0.2547(3) 0.7873(10) 0.030(2) Uani 1 1 d . . . O8 O 0.0456(5) 0.4023(4) 0.9688(17) 0.074(5) Uani 1 1 d . . . O9 O -0.0501(4) 0.5075(3) 0.7571(14) 0.044(3) Uani 1 1 d . . . O10 O -0.1482(4) 0.4815(3) 0.5611(15) 0.047(3) Uani 1 1 d . . . O11 O -0.0657(4) 0.5247(3) 0.4527(12) 0.041(3) Uani 1 1 d . . . O12 O -0.0489(6) 0.5783(4) 0.3087(18) 0.076(5) Uani 1 1 d . . . O13 O -0.1096(4) 0.4415(3) 0.8214(13) 0.044(3) Uani 1 1 d . . . O14 O -0.1434(4) 0.5269(3) 0.8383(11) 0.039(2) Uani 1 1 d . . . OW1 O 0.0985(6) 0.3514(8) 0.1105(17) 0.130(10) Uani 1 1 d . . . OW2 O -0.1046(11) 0.4781(12) 1.116(4) 0.24(2) Uani 1 1 d . . . OW3 O -0.0224(15) 0.5661(11) 0.122(2) 0.26(3) Uani 1 1 d . . . OW4 O -0.0264(11) 0.4704(11) 1.236(4) 0.187(14) Uani 1 1 d . . . U1 U -0.035876(14) 0.308794(12) 0.39831(6) 0.02288(11) Uani 1 1 d . . . U2 U -0.098446(15) 0.494101(11) 0.65841(6) 0.02757(13) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.016(6) 0.022(6) 0.040(7) -0.003(5) -0.006(5) 0.002(5) C2 0.032(5) 0.009(3) 0.069(7) -0.011(4) -0.010(5) -0.006(3) C3 0.059(10) 0.017(6) 0.070(12) -0.008(6) -0.032(9) -0.006(6) C4 0.032(5) 0.009(3) 0.069(7) -0.011(4) -0.010(5) -0.006(3) C5 0.023(5) 0.019(5) 0.040(7) -0.008(6) -0.008(6) 0.005(4) C6 0.027(7) 0.028(7) 0.051(9) -0.002(6) 0.010(6) 0.008(6) C7 0.033(7) 0.017(5) 0.027(6) 0.005(4) 0.001(5) 0.013(5) C8 0.022(6) 0.015(5) 0.032(6) 0.006(4) 0.000(5) -0.003(4) C9 0.017(4) 0.017(4) 0.051(6) 0.015(4) 0.001(4) -0.011(3) C10 0.032(7) 0.008(5) 0.045(7) 0.004(5) 0.000(6) 0.007(5) C11 0.017(4) 0.017(4) 0.051(6) 0.015(4) 0.001(4) -0.011(3) C12 0.022(6) 0.018(5) 0.051(9) 0.017(6) 0.014(6) 0.001(5) C13 0.035(7) 0.019(5) 0.075(11) 0.024(8) 0.023(9) 0.011(5) C14 0.029(7) 0.017(5) 0.036(7) 0.013(5) -0.001(5) 0.001(5) N1 0.027(5) 0.016(4) 0.034(7) 0.004(4) -0.006(5) 0.003(4) N2 0.028(5) 0.010(4) 0.034(6) 0.013(4) 0.005(4) -0.003(4) O1 0.040(6) 0.021(4) 0.038(5) -0.005(4) 0.007(4) 0.012(4) O2 0.025(5) 0.021(4) 0.045(5) 0.008(4) -0.002(4) -0.001(4) O3 0.050(6) 0.025(4) 0.031(6) 0.009(4) -0.013(5) -0.001(4) O4 0.029(5) 0.025(4) 0.053(7) 0.002(5) -0.008(5) 0.008(4) O5 0.053(7) 0.009(4) 0.084(9) 0.006(5) -0.007(6) 0.008(4) O6 0.049(6) 0.014(4) 0.027(5) 0.004(3) -0.006(4) 0.006(4) O7 0.034(5) 0.026(5) 0.028(5) 0.009(4) -0.001(4) 0.011(4) O8 0.082(10) 0.043(7) 0.096(11) -0.037(7) -0.052(9) 0.006(7) O9 0.043(6) 0.015(4) 0.074(8) -0.007(5) -0.011(6) 0.003(4) O10 0.030(6) 0.027(5) 0.083(9) 0.017(5) -0.016(6) -0.006(4) O11 0.042(6) 0.026(5) 0.054(7) 0.007(4) 0.018(5) 0.009(4) O12 0.091(11) 0.043(7) 0.093(11) 0.035(7) 0.056(9) 0.035(7) O13 0.049(7) 0.021(5) 0.062(7) 0.022(5) -0.013(6) -0.006(4) O14 0.044(6) 0.031(5) 0.041(6) 0.018(4) 0.007(5) 0.004(5) OW1 0.064(10) 0.26(3) 0.066(12) 0.067(14) -0.036(9) -0.064(14) OW2 0.20(3) 0.32(4) 0.19(3) -0.05(3) -0.07(2) 0.21(3) OW3 0.46(6) 0.27(4) 0.049(13) 0.019(16) -0.04(2) -0.30(4) OW4 0.17(3) 0.18(3) 0.21(3) -0.03(3) -0.08(3) 0.02(2) U1 0.0242(2) 0.01988(18) 0.02453(19) 0.00092(19) -0.0011(2) 0.00401(15) U2 0.0250(2) 0.00871(16) 0.0490(3) 0.0081(2) -0.0032(3) -0.00209(15) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 N1 1.328(16) . ? C1 C2 1.370(19) . ? C1 C7 1.506(17) . ? C2 C3 1.450(17) . ? C3 O8 1.333(18) . ? C3 C4 1.39(2) . ? C4 C5 1.37(2) . ? C5 N1 1.343(14) . ? C5 C6 1.50(2) . ? C6 O5 1.283(16) . ? C6 O4 1.271(19) . ? C7 O7 1.263(15) . ? C7 O6 1.267(16) . ? C8 N2 1.331(16) . ? C8 C9 1.378(16) 11_454 ? C8 C14 1.517(17) 11_455 ? C9 C8 1.378(16) 15_445 ? C9 C10 1.394(18) . ? C10 O13 1.320(15) . ? C10 C11 1.379(19) . ? C11 C12 1.386(16) 15_445 ? C12 N2 1.347(15) . ? C12 C11 1.386(16) 11_454 ? C12 C13 1.50(2) . ? C13 O12 1.26(2) . ? C13 O11 1.283(15) . ? C14 O3 1.233(16) . ? C14 O14 1.263(15) 15_444 ? C14 C8 1.517(17) 15_444 ? N1 U1 2.500(11) . ? N2 U2 2.493(9) . ? O1 U1 1.770(10) . ? O2 U1 1.752(9) . ? O3 U1 2.353(9) . ? O4 U1 2.403(9) . ? O5 U2 2.357(11) . ? O6 U1 2.417(9) . ? O7 U1 2.319(9) 6 ? O9 U2 1.737(11) . ? O10 U2 1.757(11) . ? O11 U2 2.374(10) . ? O13 U2 2.321(10) . ? O14 C14 1.263(15) 11_455 ? O14 U2 2.387(11) . ? OW3 OW4 2.13(5) 2_564 ? OW4 OW3 2.13(5) 2_566 ? U1 O7 2.319(9) 6_554 ? 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 N1 C1 C2 126.1(12) . . ? N1 C1 C7 113.0(11) . . ? C2 C1 C7 120.9(12) . . ? C1 C2 C3 115.8(14) . . ? O8 C3 C4 121.1(13) . . ? O8 C3 C2 120.6(14) . . ? C4 C3 C2 118.2(13) . . ? C5 C4 C3 119.3(12) . . ? N1 C5 C4 123.4(13) . . ? N1 C5 C6 112.4(12) . . ? C4 C5 C6 124.3(11) . . ? O5 C6 O4 126.0(15) . . ? O5 C6 C5 117.7(14) . . ? O4 C6 C5 116.4(12) . . ? O7 C7 O6 125.6(12) . . ? O7 C7 C1 117.3(12) . . ? O6 C7 C1 117.1(11) . . ? N2 C8 C9 123.8(11) . 11_454 ? N2 C8 C14 111.8(10) . 11_455 ? C9 C8 C14 124.4(12) 11_454 11_455 ? C8 C9 C10 118.6(12) 15_445 . ? O13 C10 C9 118.0(13) . . ? O13 C10 C11 123.8(12) . . ? C9 C10 C11 118.2(11) . . ? C12 C11 C10 119.5(12) 15_445 . ? N2 C12 C11 122.4(13) . 11_454 ? N2 C12 C13 114.2(11) . . ? C11 C12 C13 123.3(12) 11_454 . ? O12 C13 O11 125.6(15) . . ? O12 C13 C12 119.9(11) . . ? O11 C13 C12 114.5(13) . . ? O3 C14 O14 125.5(12) . 15_444 ? O3 C14 C8 118.6(10) . 15_444 ? O14 C14 C8 115.9(12) 15_444 15_444 ? C1 N1 C5 117.1(12) . . ? C1 N1 U1 120.9(8) . . ? C5 N1 U1 121.4(9) . . ? C12 N2 C8 117.5(10) . . ? C12 N2 U2 120.1(8) . . ? C8 N2 U2 122.3(7) . . ? C14 O3 U1 136.1(8) . . ? C6 O4 U1 125.9(9) . . ? C6 O5 U2 153.6(11) . . ? C7 O6 U1 124.3(7) . . ? C7 O7 U1 147.7(10) . 6 ? C13 O11 U2 127.0(10) . . ? C10 O13 U2 144.2(11) . . ? C14 O14 U2 126.7(9) 11_455 . ? O2 U1 O1 179.1(4) . . ? O2 U1 O7 91.8(4) . 6_554 ? O1 U1 O7 88.9(4) . 6_554 ? O2 U1 O3 89.0(4) . . ? O1 U1 O3 90.7(4) . . ? O7 U1 O3 83.4(3) 6_554 . ? O2 U1 O4 91.2(4) . . ? O1 U1 O4 88.0(4) . . ? O7 U1 O4 156.3(4) 6_554 . ? O3 U1 O4 73.1(3) . . ? O2 U1 O6 91.4(4) . . ? O1 U1 O6 89.2(4) . . ? O7 U1 O6 76.3(3) 6_554 . ? O3 U1 O6 159.8(3) . . ? O4 U1 O6 127.1(3) . . ? O2 U1 N1 87.6(4) . . ? O1 U1 N1 92.1(4) . . ? O7 U1 N1 140.3(3) 6_554 . ? O3 U1 N1 136.2(3) . . ? O4 U1 N1 63.3(3) . . ? O6 U1 N1 64.0(3) . . ? O9 U2 O10 178.5(6) . . ? O9 U2 O13 86.9(5) . . ? O10 U2 O13 93.3(5) . . ? O9 U2 O5 91.4(5) . . ? O10 U2 O5 90.1(5) . . ? O13 U2 O5 79.3(4) . . ? O9 U2 O11 90.4(5) . . ? O10 U2 O11 90.1(5) . . ? O13 U2 O11 154.6(4) . . ? O5 U2 O11 75.5(4) . . ? O9 U2 O14 87.1(5) . . ? O10 U2 O14 91.4(5) . . ? O13 U2 O14 77.7(4) . . ? O5 U2 O14 157.0(4) . . ? O11 U2 O14 127.4(3) . . ? O9 U2 N2 89.2(4) . . ? O10 U2 N2 89.8(4) . . ? O13 U2 N2 141.0(4) . . ? O5 U2 N2 139.6(4) . . ? O11 U2 N2 64.1(3) . . ? O14 U2 N2 63.3(3) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 2.558 _refine_diff_density_min -2.129 _refine_diff_density_rms 0.255 _database_code_depnum_ccdc_archive 'CCDC 956702' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_Compound3 _vrf_PLAT306_Compound3 ; RESPONSE:H-atoms on isolated oxygen atom OW1 were located in difference Fourier maps, yet could not be satisfactorily refined. ; _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C7 H2 N O13 U2' _chemical_melting_point ? _exptl_crystal_description plates _exptl_crystal_colour yellow _diffrn_ambient_temperature 100(2) _chemical_formula_weight 784.16 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' U U -9.6767 9.6646 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_int_tables_number 14 _chemical_absolute_configuration ? 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 10.327(3) _cell_length_b 12.129(3) _cell_length_c 15.073(4) _cell_angle_alpha 90.00 _cell_angle_beta 106.288(8) _cell_angle_gamma 90.00 _cell_volume 1812.3(9) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 41355 _cell_measurement_theta_min 4.380 _cell_measurement_theta_max 57.410 _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.874 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1356 _exptl_absorpt_coefficient_mu 17.906 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.2904 _exptl_absorpt_correction_T_max 0.7458 _exptl_absorpt_process_details 'SADABS, G. Sheldrick (1999)' _exptl_special_details ; ? ; _diffrn_radiation_probe ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Apex CCD II' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 39636 _diffrn_reflns_av_R_equivalents 0.0900 _diffrn_reflns_av_sigmaI/netI 0.0550 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 29.22 _reflns_number_total 4496 _reflns_number_gt 3767 _reflns_threshold_expression >2\s(I) _computing_data_collection 'SMART V5.05 (Bruker-AXS)' _computing_cell_refinement 'SAINT (Bruker-AXS)' _computing_data_reduction 'SAINT (Bruker-AXS)' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'WINGX (Farrugia, 1998)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(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^)+(0.0528P)^2^+16.0474P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4496 _refine_ls_number_parameters 208 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0524 _refine_ls_R_factor_gt 0.0381 _refine_ls_wR_factor_ref 0.1045 _refine_ls_wR_factor_gt 0.0977 _refine_ls_goodness_of_fit_ref 0.963 _refine_ls_restrained_S_all 0.963 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.5066(8) 0.1648(7) 0.4464(5) 0.0240(16) Uani 1 1 d . . . C2 C 0.5759(8) 0.2196(7) 0.5271(6) 0.0281(17) Uani 1 1 d . . . H2 H 0.6506 0.1873 0.5683 0.034 Uiso 1 1 calc R . . C3 C 0.5314(9) 0.3239(7) 0.5452(6) 0.0299(18) Uani 1 1 d . . . C4 C 0.4147(9) 0.3668(7) 0.4807(6) 0.0317(19) Uani 1 1 d . . . H4 H 0.3805 0.4353 0.4905 0.038 Uiso 1 1 calc R . . C5 C 0.3527(8) 0.3065(6) 0.4037(5) 0.0225(15) Uani 1 1 d . . . C6 C 0.2307(8) 0.3454(6) 0.3303(6) 0.0254(16) Uani 1 1 d . . . C7 C 0.5485(7) 0.0560(6) 0.4171(6) 0.0234(16) Uani 1 1 d . . . N1 N 0.3951(7) 0.2067(5) 0.3851(4) 0.0249(14) Uani 1 1 d . . . O1 O 0.1787(6) 0.0285(5) 0.3011(4) 0.0362(14) Uani 1 1 d . . . O2 O 0.3764(7) 0.1788(5) 0.1819(4) 0.0408(15) Uani 1 1 d . . . O3 O 0.4770(6) 0.0193(5) 0.3407(4) 0.0362(15) Uani 1 1 d . . . O4 O 0.1787(7) 0.2803(5) 0.2664(4) 0.0400(16) Uani 1 1 d . . . O5 O 0.1880(6) 0.4431(5) 0.3366(4) 0.0319(13) Uani 1 1 d . . . O6 O 0.6486(6) 0.0067(5) 0.4684(4) 0.0307(13) Uani 1 1 d . . . O7 O 0.8142(9) 0.0388(7) 0.3443(5) 0.055(2) Uani 1 1 d . . . O8 O 0.8583(7) -0.1786(6) 0.5090(5) 0.0493(18) Uani 1 1 d . . . O9 O 0.6339(8) -0.1645(7) 0.3283(6) 0.063(2) Uani 1 1 d . . . O10 O 0.8963(8) -0.1915(9) 0.3119(7) 0.087(3) Uani 1 1 d . . . O11 O 0.9294(6) 0.0546(6) 0.5470(5) 0.0410(16) Uani 1 1 d . . . O12 O 0.5896(6) 0.3804(5) 0.6202(4) 0.0374(16) Uani 1 1 d . . . U1 U 0.27649(3) 0.10399(2) 0.24086(2) 0.02342(10) Uani 1 1 d . . . U2 U 0.83824(3) -0.07060(3) 0.42753(2) 0.03201(11) Uani 1 1 d . . . OW1 O 0.654(2) -0.3899(13) 0.3228(12) 0.152(7) 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 C1 0.023(4) 0.029(4) 0.016(4) 0.002(3) -0.002(3) -0.001(3) C2 0.020(4) 0.028(4) 0.027(4) 0.000(3) -0.008(3) -0.001(3) C3 0.036(5) 0.025(4) 0.021(4) 0.002(3) -0.006(4) -0.006(3) C4 0.035(5) 0.020(4) 0.030(5) 0.004(3) -0.006(4) 0.000(3) C5 0.021(4) 0.024(4) 0.016(4) 0.005(3) -0.006(3) -0.001(3) C6 0.026(4) 0.019(3) 0.027(4) 0.004(3) 0.000(3) 0.002(3) C7 0.012(3) 0.029(4) 0.025(4) 0.003(3) -0.002(3) 0.002(3) N1 0.022(3) 0.026(3) 0.018(3) 0.002(2) -0.008(3) 0.002(3) O1 0.033(3) 0.038(3) 0.034(4) 0.009(3) 0.003(3) -0.007(3) O2 0.048(4) 0.033(3) 0.038(4) 0.005(3) 0.006(3) -0.017(3) O3 0.032(3) 0.031(3) 0.035(4) -0.008(3) -0.009(3) 0.008(3) O4 0.041(4) 0.030(3) 0.032(3) -0.004(3) -0.019(3) 0.006(3) O5 0.033(3) 0.027(3) 0.029(3) 0.003(2) -0.003(3) 0.004(2) O6 0.018(3) 0.036(3) 0.032(3) -0.001(2) -0.003(2) 0.007(2) O7 0.063(5) 0.065(5) 0.040(4) 0.015(4) 0.018(4) 0.006(4) O8 0.040(4) 0.044(4) 0.060(5) 0.020(4) 0.007(3) 0.004(3) O9 0.037(4) 0.065(5) 0.079(6) -0.032(5) 0.002(4) 0.005(4) O10 0.037(5) 0.106(8) 0.109(8) -0.048(6) 0.008(5) 0.021(5) O11 0.027(3) 0.051(4) 0.045(4) -0.013(3) 0.012(3) -0.004(3) O12 0.036(4) 0.028(3) 0.032(4) -0.001(2) -0.017(3) 0.002(2) U1 0.02351(17) 0.02017(15) 0.01940(17) 0.00177(10) -0.00580(12) -0.00443(10) U2 0.02226(18) 0.03488(18) 0.0363(2) -0.00031(13) 0.00403(14) 0.00321(12) OW1 0.201(18) 0.150(14) 0.130(13) -0.063(11) 0.086(13) -0.027(12) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 N1 1.356(10) . ? C1 C2 1.395(11) . ? C1 C7 1.495(11) . ? C2 C3 1.398(12) . ? C3 O12 1.315(10) . ? C3 C4 1.419(12) . ? C4 C5 1.369(11) . ? C5 N1 1.343(10) . ? C5 C6 1.501(10) . ? C6 O4 1.245(10) . ? C6 O5 1.278(9) . ? C7 O6 1.255(9) . ? C7 O3 1.262(10) . ? N1 U1 2.507(6) . ? O1 U1 1.788(6) . ? O2 U1 1.786(6) . ? O3 U1 2.420(6) . ? O4 U1 2.441(6) . ? O5 U1 2.355(6) 2 ? O6 U2 2.403(6) . ? O7 U2 1.795(7) . ? O8 U2 1.767(7) . ? O9 U2 2.494(8) . ? O10 U2 2.476(9) . ? O11 U2 2.330(6) 3_756 ? O11 U2 2.342(7) . ? O12 U1 2.258(6) 4_666 ? U1 O12 2.258(6) 4_565 ? U1 O5 2.355(6) 2_545 ? U2 O11 2.330(6) 3_756 ? U2 U2 3.8438(10) 3_756 ? 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 N1 C1 C2 123.1(7) . . ? N1 C1 C7 112.9(6) . . ? C2 C1 C7 124.0(7) . . ? C1 C2 C3 119.0(7) . . ? O12 C3 C2 122.9(7) . . ? O12 C3 C4 119.6(8) . . ? C2 C3 C4 117.5(7) . . ? C5 C4 C3 119.3(8) . . ? N1 C5 C4 123.8(7) . . ? N1 C5 C6 112.7(6) . . ? C4 C5 C6 123.5(7) . . ? O4 C6 O5 124.3(7) . . ? O4 C6 C5 117.5(7) . . ? O5 C6 C5 118.2(7) . . ? O6 C7 O3 124.4(7) . . ? O6 C7 C1 119.7(7) . . ? O3 C7 C1 115.9(6) . . ? C5 N1 C1 117.3(6) . . ? C5 N1 U1 121.3(5) . . ? C1 N1 U1 121.3(5) . . ? C7 O3 U1 126.7(5) . . ? C6 O4 U1 124.8(5) . . ? C6 O5 U1 128.8(6) . 2 ? C7 O6 U2 128.1(6) . . ? U2 O11 U2 110.7(3) 3_756 . ? C3 O12 U1 144.8(6) . 4_666 ? O1 U1 O2 179.1(3) . . ? O1 U1 O12 88.6(3) . 4_565 ? O2 U1 O12 92.3(3) . 4_565 ? O1 U1 O5 90.9(3) . 2_545 ? O2 U1 O5 89.0(3) . 2_545 ? O12 U1 O5 83.5(2) 4_565 2_545 ? O1 U1 O3 88.5(3) . . ? O2 U1 O3 90.7(3) . . ? O12 U1 O3 157.7(2) 4_565 . ? O5 U1 O3 74.4(2) 2_545 . ? O1 U1 O4 92.9(3) . . ? O2 U1 O4 87.5(3) . . ? O12 U1 O4 75.9(2) 4_565 . ? O5 U1 O4 158.9(2) 2_545 . ? O3 U1 O4 126.38(19) . . ? O1 U1 N1 91.3(3) . . ? O2 U1 N1 88.2(3) . . ? O12 U1 N1 139.1(2) 4_565 . ? O5 U1 N1 137.4(2) 2_545 . ? O3 U1 N1 63.1(2) . . ? O4 U1 N1 63.3(2) . . ? O8 U2 O7 178.9(4) . . ? O8 U2 O11 91.9(3) . 3_756 ? O7 U2 O11 89.3(3) . 3_756 ? O8 U2 O11 90.2(3) . . ? O7 U2 O11 90.3(3) . . ? O11 U2 O11 69.3(3) 3_756 . ? O8 U2 O6 93.2(3) . . ? O7 U2 O6 85.9(3) . . ? O11 U2 O6 143.3(2) 3_756 . ? O11 U2 O6 74.4(2) . . ? O8 U2 O10 92.6(4) . . ? O7 U2 O10 87.7(4) . . ? O11 U2 O10 74.0(3) 3_756 . ? O11 U2 O10 143.2(3) . . ? O6 U2 O10 141.9(2) . . ? O8 U2 O9 89.6(3) . . ? O7 U2 O9 89.5(4) . . ? O11 U2 O9 142.8(2) 3_756 . ? O11 U2 O9 148.0(2) . . ? O6 U2 O9 73.7(2) . . ? O10 U2 O9 68.8(3) . . ? O8 U2 U2 91.2(2) . 3_756 ? O7 U2 U2 89.7(3) . 3_756 ? O11 U2 U2 34.73(16) 3_756 3_756 ? O11 U2 U2 34.52(16) . 3_756 ? O6 U2 U2 108.75(14) . 3_756 ? O10 U2 U2 108.7(2) . 3_756 ? O9 U2 U2 177.4(2) . 3_756 ? _diffrn_measured_fraction_theta_max 0.914 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 2.659 _refine_diff_density_min -1.132 _refine_diff_density_rms 0.259 _database_code_depnum_ccdc_archive 'CCDC 956703' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_Compound4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H4 N2 O18 U3' _chemical_formula_weight 1202.28 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' 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' H H 0.0000 0.0000 '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 10.0704(10) _cell_length_b 8.3162(8) _cell_length_c 13.6240(13) _cell_angle_alpha 90.00 _cell_angle_beta 106.0310(10) _cell_angle_gamma 90.00 _cell_volume 1096.61(18) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8013 _cell_measurement_theta_min 5.803 _cell_measurement_theta_max 60.566 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 3.641 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1044 _exptl_absorpt_coefficient_mu 22.193 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.5382 _exptl_absorpt_correction_T_max 0.7460 _exptl_absorpt_process_details 'SADABS, G. Sheldrick (1999)' _exptl_special_details ; ? ; _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 'Bruker Apex CCD II' _diffrn_measurement_method omega _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7704 _diffrn_reflns_av_R_equivalents 0.0477 _diffrn_reflns_av_sigmaI/netI 0.0572 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.24 _diffrn_reflns_theta_max 30.32 _reflns_number_total 2836 _reflns_number_gt 2263 _reflns_threshold_expression >2\s(I) _computing_data_collection 'SMART V5.05 (Bruker-AXS)' _computing_cell_refinement 'SAINT (Bruker-AXS)' _computing_data_reduction 'SAINT (Bruker-AXS)' _computing_structure_solution 'SHELXS-97, G. Sheldrick (1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'WINGX (Farrugia, 1998)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(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^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2836 _refine_ls_number_parameters 169 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0458 _refine_ls_R_factor_gt 0.0306 _refine_ls_wR_factor_ref 0.0622 _refine_ls_wR_factor_gt 0.0572 _refine_ls_goodness_of_fit_ref 0.998 _refine_ls_restrained_S_all 0.998 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.2758(8) 0.5409(9) 0.1157(5) 0.0121(15) Uani 1 1 d . . . C2 C 0.1779(8) 0.4241(9) 0.1082(5) 0.0141(16) Uani 1 1 d . . . H1 H 0.0846 0.4492 0.0832 0.017 Uiso 1 1 calc R . . C3 C 0.2196(7) 0.2629(9) 0.1391(5) 0.0102(14) Uani 1 1 d . . . C4 C 0.3617(7) 0.2412(9) 0.1849(5) 0.0105(15) Uani 1 1 d . . . H2 H 0.3947 0.1414 0.2115 0.013 Uiso 1 1 calc R . . C5 C 0.4521(8) 0.3668(9) 0.1904(5) 0.0120(15) Uani 1 1 d . . . C6 C 0.6055(8) 0.3547(8) 0.2306(5) 0.0095(14) Uani 1 1 d . . . C7 C 0.2432(9) 0.7125(9) 0.0816(5) 0.0147(16) Uani 1 1 d . . . N1 N 0.4121(6) 0.5163(7) 0.1559(4) 0.0094(12) Uani 1 1 d . . . O1 O 0.6014(6) 0.6704(6) 0.0395(3) 0.0158(11) Uani 1 1 d . . . O2 O 0.5660(5) 0.8024(6) 0.2756(4) 0.0169(12) Uani 1 1 d . . . O3 O 0.6733(5) 0.4814(6) 0.2272(3) 0.0137(11) Uani 1 1 d . . . O4 O 0.3448(6) 0.8016(6) 0.0808(4) 0.0178(12) Uani 1 1 d . . . O5 O 0.5969(5) 1.0088(6) 0.1001(3) 0.0130(11) Uani 1 1 d . . . O6 O 0.6621(5) 0.2235(6) 0.2653(4) 0.0147(11) Uani 1 1 d . . . O7 O 0.1182(5) 0.7564(6) 0.0558(4) 0.0142(11) Uani 1 1 d . . . O8 O 0.1322(5) 0.1447(6) 0.1277(3) 0.0120(10) Uani 1 1 d . . . O9 O -0.1160(5) 0.9513(6) 0.0730(3) 0.0136(11) Uani 1 1 d . . . U1 U 0.58514(3) 0.73290(3) 0.158761(19) 0.00993(8) Uani 1 1 d . . . U2 U 0.0000 1.0000 0.0000 0.00797(9) Uani 1 2 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.012(4) 0.016(4) 0.007(3) -0.003(3) 0.000(3) 0.001(3) C2 0.006(4) 0.013(4) 0.022(4) -0.003(3) 0.003(3) -0.002(3) C3 0.003(4) 0.018(4) 0.010(3) -0.002(3) 0.003(2) -0.004(3) C4 0.009(4) 0.015(4) 0.007(3) 0.004(3) 0.002(3) -0.001(3) C5 0.013(4) 0.013(4) 0.010(3) 0.003(3) 0.003(3) 0.007(3) C6 0.014(4) 0.009(3) 0.005(3) -0.001(2) 0.003(3) 0.006(3) C7 0.019(5) 0.007(4) 0.017(3) -0.002(3) 0.004(3) 0.004(3) N1 0.006(3) 0.010(3) 0.014(3) 0.001(2) 0.005(2) 0.002(2) O1 0.016(3) 0.015(3) 0.015(2) -0.001(2) 0.004(2) 0.000(2) O2 0.009(3) 0.022(3) 0.022(3) -0.001(2) 0.009(2) -0.003(2) O3 0.008(3) 0.015(3) 0.017(2) 0.004(2) 0.0009(19) 0.002(2) O4 0.006(3) 0.011(3) 0.033(3) -0.003(2) -0.001(2) -0.003(2) O5 0.010(3) 0.014(3) 0.013(2) 0.003(2) 0.0014(19) 0.000(2) O6 0.008(3) 0.013(3) 0.020(2) 0.001(2) -0.002(2) 0.003(2) O7 0.005(3) 0.014(3) 0.021(3) 0.002(2) -0.001(2) 0.003(2) O8 0.004(3) 0.011(3) 0.019(2) 0.001(2) 0.001(2) 0.000(2) O9 0.011(3) 0.009(2) 0.021(2) 0.002(2) 0.004(2) -0.002(2) U1 0.00726(15) 0.00861(13) 0.01291(12) -0.00001(10) 0.00109(9) -0.00059(11) U2 0.0050(2) 0.00663(18) 0.01211(16) 0.00038(13) 0.00207(13) -0.00026(14) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 N1 1.345(9) . ? C1 C2 1.368(10) . ? C1 C7 1.508(10) . ? C2 C3 1.433(10) . ? C2 H1 0.9300 . ? C3 O8 1.300(8) . ? C3 C4 1.406(10) . ? C4 C5 1.374(10) . ? C4 H2 0.9300 . ? C5 N1 1.351(9) . ? C5 C6 1.493(10) . ? C6 O6 1.261(8) . ? C6 O3 1.264(8) . ? C7 O7 1.264(9) . ? C7 O4 1.266(9) . ? N1 U1 2.499(6) . ? O1 U1 1.757(5) . ? O2 U1 1.753(5) . ? O3 U1 2.361(5) . ? O4 U1 2.428(5) . ? O5 U1 2.444(5) . ? O6 U1 2.470(5) 2_645 ? O7 U2 2.367(5) . ? O8 U2 2.229(5) 1_545 ? O9 U2 1.778(5) . ? U1 O6 2.470(5) 2_655 ? U2 O9 1.778(5) 3_575 ? U2 O8 2.229(5) 3_565 ? U2 O8 2.229(5) 1_565 ? U2 O7 2.367(5) 3_575 ? 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 N1 C1 C2 123.7(7) . . ? N1 C1 C7 112.4(7) . . ? C2 C1 C7 123.9(7) . . ? C1 C2 C3 119.7(7) . . ? C1 C2 H1 120.1 . . ? C3 C2 H1 120.1 . . ? O8 C3 C4 121.9(7) . . ? O8 C3 C2 122.6(6) . . ? C4 C3 C2 115.5(6) . . ? C5 C4 C3 120.3(7) . . ? C5 C4 H2 119.8 . . ? C3 C4 H2 119.8 . . ? N1 C5 C4 123.5(7) . . ? N1 C5 C6 111.6(6) . . ? C4 C5 C6 124.9(6) . . ? O6 C6 O3 122.8(7) . . ? O6 C6 C5 120.7(7) . . ? O3 C6 C5 116.5(6) . . ? O7 C7 O4 125.0(7) . . ? O7 C7 C1 118.3(7) . . ? O4 C7 C1 116.7(7) . . ? C1 N1 C5 117.0(6) . . ? C1 N1 U1 121.7(5) . . ? C5 N1 U1 121.2(5) . . ? C6 O3 U1 127.2(5) . . ? C7 O4 U1 124.6(5) . . ? C6 O6 U1 115.9(5) . 2_645 ? C7 O7 U2 135.3(5) . . ? C3 O8 U2 137.8(4) . 1_545 ? O2 U1 O1 177.7(2) . . ? O2 U1 O3 93.3(2) . . ? O1 U1 O3 89.0(2) . . ? O2 U1 O4 88.5(2) . . ? O1 U1 O4 90.1(2) . . ? O3 U1 O4 127.04(17) . . ? O2 U1 O5 90.8(2) . . ? O1 U1 O5 87.1(2) . . ? O3 U1 O5 156.07(17) . . ? O4 U1 O5 76.60(17) . . ? O2 U1 O6 89.4(2) . 2_655 ? O1 U1 O6 91.7(2) . 2_655 ? O3 U1 O6 64.84(17) . 2_655 ? O4 U1 O6 168.04(17) . 2_655 ? O5 U1 O6 91.68(16) . 2_655 ? O2 U1 N1 90.1(2) . . ? O1 U1 N1 90.9(2) . . ? O3 U1 N1 63.41(18) . . ? O4 U1 N1 63.66(18) . . ? O5 U1 N1 140.21(17) . . ? O6 U1 N1 128.12(17) 2_655 . ? O9 U2 O9 180.0 . 3_575 ? O9 U2 O8 88.3(2) . 3_565 ? O9 U2 O8 91.7(2) 3_575 3_565 ? O9 U2 O8 91.7(2) . 1_565 ? O9 U2 O8 88.3(2) 3_575 1_565 ? O8 U2 O8 180.00(19) 3_565 1_565 ? O9 U2 O7 91.4(2) . 3_575 ? O9 U2 O7 88.6(2) 3_575 3_575 ? O8 U2 O7 94.16(17) 3_565 3_575 ? O8 U2 O7 85.84(17) 1_565 3_575 ? O9 U2 O7 88.6(2) . . ? O9 U2 O7 91.4(2) 3_575 . ? O8 U2 O7 85.84(17) 3_565 . ? O8 U2 O7 94.16(17) 1_565 . ? O7 U2 O7 180.0 3_575 . ? _diffrn_measured_fraction_theta_max 0.858 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.962 _refine_diff_density_max 1.757 _refine_diff_density_min -1.547 _refine_diff_density_rms 0.313 #===END _vrf_DIFMX01_Compound5 ; RESPONSE: We acknowledge a significant residual electron density peak at approximately 0.91 A from the SM3 site. This peak appears to be an artifact in numerous (~10) datasets collected at 100K and room temperature from multiple crystals and is present when either Cu Ka or Mo Ka radiation was used. Efforts to address what was originally believed to stem from an absorption issue include exploring a range of absorption corrections such as SADABS (multiscan) face-indexing and PSI scans. None of these proved effective in removing this residual electron density. SADABS was utilized in expert mode to explore possible wavelength over two contributions, and a dataset was collected at reduced kV- also without success. Coincidentally, a MoKa dataset collected at 40 kV and 50 mA at 293K yielded the best Rint and refinement thereof is what is reported herein. Efforts to explore non-merohedral twinning include visual inspection of harvested (un-indexed) spots and ROTAX. Merohedral twinning was explored with standard twin laws. Neither approach indicated any significant twinning and both failed toaddress the residual density despite Fobs being greater than Fcalc for the most disagreeable reflections. Checks for missing/additional symmetry in PLATON also yielded no insight. Turning to the Sm3 site specifically, the possibility of partial occupancy was explored,as was a potential site sharing with U(IV), despite the chemical unreasonableness of the latter. Adjusting occupancies using FVAR, EADP and EXYZ commands within SHELXL failed to indicate anything other than complete Sm occupancy. Finally, anomalous dispersion factors for U and Sm were added manually using the DISP command with values generated in WINGX. In sum, we conclude that the remaining residual electron density is either an unresolvable absorption or twinning artifact. Satisfactory metrics (R factors, bond precision, chemical sense) suggest the structure is correct and we feel we have exhausted all possibilities. ; _vrf_PLAT094_Compound5 ; RESPONSE: See above. ; _vrf_PLAT097_Compound5 ; RESPONSE: See above. ; _vrf_PLAT220_Compound5 ; RESPONSE: These alerts are generated by the N and O oxygen atoms of the disordered nitrate coordinated to a samarium atom. Site occupancy for these atoms have been modified to prevent coordination to its symmetry equivalent. ; _vrf_PLAT306_Compound5 ; RESPONSE: H-atoms on these isolated oxygen atoms (OW1 and OW2) were located in difference Fourier maps, yet could not be satisfactorily refined. ; _vrf_PLAT975_Compound5 ; RESPONSE: This positive residual density was originally modeled as a hydrogen atom. After susbsequent refinements this hydrogen atom did not maintain its position. Therefore, it was omitted from the refinement. ; _database_code_depnum_ccdc_archive 'CCDC 956704' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_Compound5 _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H8 N5 O48 Sm7 U2' _chemical_melting_point ? _exptl_crystal_description plate _exptl_crystal_colour yellow _diffrn_ambient_temperature 293(2) _chemical_formula_weight 2710.97 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' 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' Sm Sm -0.1638 3.4418 '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' H H 0.0000 0.0000 '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 2/c' _symmetry_int_tables_number 13 _chemical_absolute_configuration ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 12.362(2) _cell_length_b 9.9067(16) _cell_length_c 22.294(4) _cell_angle_alpha 90.00 _cell_angle_beta 98.383(2) _cell_angle_gamma 90.00 _cell_volume 2701.2(8) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 30858 _cell_measurement_theta_min 4.583 _cell_measurement_theta_max 59.910 _exptl_crystal_size_max 0.02 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 3.333 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2426 _exptl_absorpt_coefficient_mu 13.579 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.3240 _exptl_absorpt_correction_T_max 0.6483 _exptl_absorpt_process_details 'SADABS, G Sheldrick (1999)' _exptl_special_details ; ? ; _diffrn_radiation_probe ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEXII CCD' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29957 _diffrn_reflns_av_R_equivalents 0.0447 _diffrn_reflns_av_sigmaI/netI 0.0424 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 30.69 _reflns_number_total 7707 _reflns_number_gt 6639 _reflns_threshold_expression >2\s(I) _computing_data_collection 'SMART V5.05 (Bruker-AXS)' _computing_cell_refinement 'SAINT (Bruker-AXS)' _computing_data_reduction 'SAINT (Bruker-AXS)' _computing_structure_solution 'SHELXS-97, G. Sheldrick (1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'WINGX (Farrugia, 1998)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(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^)+(0.0277P)^2^+100.7477P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7707 _refine_ls_number_parameters 391 _refine_ls_number_restraints 42 _refine_ls_R_factor_all 0.0566 _refine_ls_R_factor_gt 0.0473 _refine_ls_wR_factor_ref 0.1052 _refine_ls_wR_factor_gt 0.1012 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.042 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.3829(5) 0.3902(7) 0.1217(3) 0.0174(15) Uani 1 1 d . . . C2 C 0.4903(5) 0.3615(8) 0.1401(3) 0.0200(15) Uani 1 1 d . . . H2 H 0.5179 0.3573 0.1812 0.024 Uiso 1 1 calc R . . C3 C 0.5595(5) 0.3382(7) 0.0960(3) 0.0186(15) Uani 1 1 d . . . C4 C 0.5102(5) 0.3439(7) 0.0352(3) 0.0184(15) Uani 1 1 d . . . H4 H 0.5512 0.3270 0.0042 0.022 Uiso 1 1 calc R . . C5 C 0.4009(5) 0.3747(7) 0.0220(3) 0.0156(14) Uani 1 1 d . . . C6 C 0.3027(5) 0.4115(7) 0.1657(3) 0.0155(6) Uani 1 1 d U . . C7 C 0.3432(5) 0.3852(7) -0.0430(3) 0.0155(6) Uani 1 1 d U . . C8 C 1.3002(5) 0.0562(7) 0.1510(3) 0.0128(13) Uani 1 1 d U . . C9 C 1.4114(5) 0.0485(7) 0.1552(3) 0.0164(14) Uani 1 1 d . . . H9 H 1.4548 0.0466 0.1929 0.020 Uiso 1 1 calc R . . C10 C 0.4600(5) 0.0435(7) 0.1017(3) 0.0155(6) Uani 1 1 d U . . C11 C 0.3870(5) 0.0397(7) 0.0466(3) 0.0156(14) Uani 1 1 d . . . H11 H 0.4136 0.0330 0.0098 0.019 Uiso 1 1 calc R . . C12 C 1.2770(5) 0.0462(7) 0.0482(3) 0.0155(6) Uani 1 1 d U . . C13 C 1.1974(5) 0.0394(7) -0.0095(3) 0.0115(13) Uani 1 1 d . . . C14 C 0.7548(5) 0.0655(7) 0.2928(3) 0.0155(6) Uani 1 1 d U . . N1 N 0.3358(4) 0.3978(6) 0.0637(2) 0.0159(12) Uani 1 1 d . . . N2 N 1.2320(4) 0.0558(6) 0.0988(2) 0.0115(11) Uani 1 1 d . . . O1 O 1.1009(4) 0.2805(5) 0.0351(2) 0.0211(12) Uani 1 1 d . . . O2 O 0.1765(4) 0.6341(6) 0.0397(2) 0.0259(13) Uani 1 1 d . . . O3 O 0.2058(4) 0.4447(6) 0.1419(2) 0.0247(13) Uani 1 1 d . . . O4 O 0.3320(5) 0.3953(7) 0.2209(2) 0.0362(16) Uani 1 1 d . . . O5 O 0.6638(4) 0.3110(6) 0.1106(3) 0.0266(13) Uani 1 1 d . . . O6 O 0.3887(4) 0.3490(6) -0.0853(2) 0.0283(14) Uani 1 1 d . . . O7 O 0.2466(4) 0.4373(6) -0.0473(2) 0.0217(12) Uani 1 1 d . . . O10 O 0.5636(4) 0.0409(6) 0.1022(2) 0.0196(8) Uani 1 1 d . . . O11 O 0.6965(4) 0.0713(6) 0.2426(2) 0.0196(8) Uani 1 1 d U . . O12 O 0.9683(4) 0.4992(5) 0.0540(2) 0.0190(11) Uani 1 1 d . . . O13 O 1.0235(4) 0.2931(5) 0.1589(2) 0.0185(11) Uani 1 1 d . . . O14 O 0.8558(4) 0.2142(5) 0.0774(2) 0.0154(10) Uani 1 1 d . . . O15 O 0.8339(3) 0.2738(4) 0.20456(19) 0.0108(9) Uani 1 1 d . . . O16 O 0.7273(6) -0.1468(6) 0.1720(3) 0.0379(16) Uani 1 1 d . . . O17 O 1.0761(3) 0.0267(5) 0.33005(19) 0.0111(9) Uani 1 1 d . . . O18 O 1.1418(3) 0.0671(5) 0.1974(2) 0.0145(10) Uani 1 1 d . . . O19 O 1.0555(5) -0.1575(6) 0.1022(3) 0.0297(14) Uani 1 1 d . . . O20 O 1.0997(3) 0.0134(5) -0.0045(2) 0.0161(11) Uani 1 1 d . . . O21 O 0.7399(5) 0.5462(6) 0.1895(3) 0.0352(15) Uani 1 1 d . . . O22 O 0.7670(4) -0.0531(5) 0.0590(2) 0.0196(11) Uani 1 1 d . . . O8A O 0.9248(8) 0.6612(11) 0.1531(4) 0.116(3) Uani 0.50 1 d P . . N3 N 0.9614(15) 0.668(2) 0.1989(9) 0.053(5) Uani 0.50 1 d P . . O23 O 0.994(2) 0.7621(17) 0.2317(6) 0.071(6) Uani 0.50 1 d P . . O8 O 0.9248(8) 0.6612(11) 0.1531(4) 0.116(3) Uani 0.50 1 d P . . O9 O 0.9803(13) 0.5479(16) 0.2174(8) 0.067(5) Uani 0.50 1 d P . . Sm1 Sm 0.86049(3) 0.42550(4) 0.126835(15) 0.01600(7) Uani 1 1 d . . . Sm2 Sm 1.0000 0.17671(5) 0.2500 0.00852(9) Uani 1 2 d S . . Sm3 Sm 1.02805(2) 0.09042(4) 0.091004(14) 0.01233(7) Uani 1 1 d . . . Sm4 Sm 0.73770(2) 0.09226(3) 0.140553(13) 0.01039(6) Uani 1 1 d . . . U1 U 0.134808(19) 0.46033(3) 0.035534(11) 0.01394(5) Uani 1 1 d . . . OW1 O 0.2345(11) 0.7508(10) 0.1987(5) 0.100(4) Uani 1 1 d . . . OW2 O 0.4215(15) 0.7092(16) 0.1425(11) 0.290(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 C1 0.012(3) 0.028(4) 0.012(3) -0.001(3) 0.002(2) 0.002(3) C2 0.014(3) 0.027(3) 0.017(3) 0.009(3) -0.002(2) -0.001(3) C3 0.014(3) 0.020(3) 0.022(3) 0.004(3) 0.003(2) 0.002(2) C4 0.014(3) 0.020(3) 0.021(3) 0.007(3) 0.006(2) 0.003(3) C5 0.013(3) 0.018(3) 0.016(3) 0.006(2) 0.000(2) 0.003(2) C6 0.0095(11) 0.0224(14) 0.0145(12) -0.0014(11) 0.0019(10) -0.0012(11) C7 0.0095(11) 0.0224(14) 0.0145(12) -0.0014(11) 0.0019(10) -0.0012(11) C8 0.006(2) 0.021(3) 0.011(3) -0.003(2) 0.000(2) 0.003(2) C9 0.008(3) 0.028(3) 0.012(3) -0.001(2) -0.002(2) -0.005(2) C10 0.0095(11) 0.0224(14) 0.0145(12) -0.0014(11) 0.0019(10) -0.0012(11) C11 0.006(2) 0.032(3) 0.010(3) -0.008(2) 0.004(2) -0.005(2) C12 0.0095(11) 0.0224(14) 0.0145(12) -0.0014(11) 0.0019(10) -0.0012(11) C13 0.005(2) 0.017(3) 0.013(3) -0.009(2) 0.002(2) 0.000(2) C14 0.0095(11) 0.0224(14) 0.0145(12) -0.0014(11) 0.0019(10) -0.0012(11) N1 0.010(2) 0.028(3) 0.010(2) 0.002(2) 0.0036(19) 0.003(2) N2 0.006(2) 0.022(3) 0.007(2) 0.0002(19) 0.0019(17) -0.0005(19) O1 0.020(2) 0.021(2) 0.022(2) 0.003(2) 0.0019(19) 0.000(2) O2 0.028(3) 0.023(3) 0.027(3) 0.004(2) 0.004(2) -0.004(2) O3 0.014(2) 0.041(3) 0.020(2) 0.005(2) 0.0047(19) 0.005(2) O4 0.031(3) 0.065(4) 0.012(2) 0.005(3) 0.002(2) 0.004(3) O5 0.013(2) 0.034(3) 0.032(3) 0.011(2) 0.000(2) 0.004(2) O6 0.023(2) 0.044(3) 0.017(2) -0.004(2) 0.003(2) 0.008(2) O7 0.013(2) 0.034(3) 0.017(2) 0.003(2) 0.0005(18) 0.008(2) O10 0.0099(14) 0.039(2) 0.0098(14) -0.0047(14) -0.0002(12) -0.0062(14) O11 0.0099(14) 0.039(2) 0.0098(14) -0.0047(14) -0.0002(12) -0.0062(14) O12 0.020(2) 0.026(2) 0.012(2) 0.0057(18) 0.0071(17) 0.009(2) O13 0.015(2) 0.027(3) 0.014(2) 0.0056(19) 0.0022(17) 0.0025(19) O14 0.0096(19) 0.024(2) 0.012(2) 0.0006(18) 0.0000(16) -0.0006(18) O15 0.0067(17) 0.0111(19) 0.0138(19) 0.0038(16) -0.0013(15) 0.0016(15) O16 0.061(4) 0.023(3) 0.031(3) 0.000(2) 0.011(3) 0.002(3) O17 0.0075(17) 0.015(2) 0.0111(19) 0.0044(16) 0.0021(15) 0.0048(16) O18 0.0071(18) 0.026(2) 0.0109(19) -0.0031(18) 0.0023(15) 0.0015(17) O19 0.038(3) 0.022(3) 0.031(3) -0.003(2) 0.012(2) 0.005(2) O20 0.0040(17) 0.034(3) 0.0102(19) -0.0073(18) 0.0024(15) -0.0042(18) O21 0.045(3) 0.027(3) 0.039(3) -0.004(2) 0.025(3) 0.001(3) O22 0.018(2) 0.033(3) 0.009(2) -0.0056(19) 0.0053(17) -0.004(2) O8A 0.148(6) 0.136(6) 0.081(5) -0.073(4) 0.076(5) -0.122(5) N3 0.052(10) 0.048(10) 0.061(11) -0.018(9) 0.017(9) -0.007(8) O23 0.118(14) 0.056(9) 0.040(9) -0.001(7) 0.014(13) -0.001(12) O8 0.148(6) 0.136(6) 0.081(5) -0.073(4) 0.076(5) -0.122(5) O9 0.049(9) 0.048(9) 0.097(13) -0.024(9) -0.014(9) 0.017(7) Sm1 0.01702(14) 0.01710(15) 0.01493(14) 0.00634(12) 0.00584(12) 0.00583(12) Sm2 0.00501(16) 0.0158(2) 0.00457(16) 0.000 0.00017(13) 0.000 Sm3 0.00704(12) 0.02116(15) 0.00900(13) -0.00189(11) 0.00188(10) 0.00015(11) Sm4 0.00477(11) 0.01902(15) 0.00713(12) -0.00070(11) 0.00001(10) -0.00089(11) U1 0.01157(10) 0.01719(11) 0.01302(10) 0.00420(9) 0.00164(8) 0.00348(9) OW1 0.156(10) 0.055(6) 0.095(7) 0.009(5) 0.043(7) 0.013(7) OW2 0.322(13) 0.082(10) 0.55(2) -0.042(13) 0.353(13) 0.007(11) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 N1 1.341(8) . ? C1 C2 1.361(9) . ? C1 C6 1.507(9) . ? C2 C3 1.414(10) . ? C3 O5 1.312(8) . ? C3 C4 1.402(10) . ? C4 C5 1.375(9) . ? C5 N1 1.335(9) . ? C5 C7 1.522(9) . ? C6 O4 1.241(8) . ? C6 O3 1.280(8) . ? C7 O6 1.221(8) . ? C7 O7 1.291(8) . ? C8 N2 1.335(7) . ? C8 C9 1.367(8) . ? C8 C14 1.512(9) 2_755 ? C9 C10 1.412(9) 1_655 ? C10 O10 1.280(8) . ? C10 C9 1.412(9) 1_455 ? C10 C11 1.414(8) . ? C11 C12 1.367(9) 1_455 ? C12 N2 1.333(8) . ? C12 C11 1.367(9) 1_655 ? C12 C13 1.503(8) . ? C13 O22 1.252(8) 3_755 ? C13 O20 1.256(7) . ? C14 O11 1.240(8) . ? C14 O18 1.265(7) 2_755 ? C14 C8 1.512(9) 2_755 ? N1 U1 2.549(5) . ? N2 Sm3 2.525(5) . ? O1 U1 1.830(5) 1_655 ? O1 Sm3 2.497(5) . ? O2 U1 1.796(5) . ? O3 U1 2.411(5) . ? O5 Sm4 2.408(6) . ? O5 Sm1 2.659(5) . ? O7 Sm1 2.462(5) 3_665 ? O7 U1 2.473(5) . ? O10 Sm4 2.255(4) . ? O11 Sm4 2.412(5) . ? O12 U1 2.192(5) 1_655 ? O12 U1 2.243(5) 3_665 ? O12 Sm1 2.361(5) . ? O13 Sm2 2.390(5) . ? O13 Sm1 2.424(5) . ? O13 Sm3 2.521(5) . ? O14 Sm1 2.362(5) . ? O14 Sm3 2.438(5) . ? O14 Sm4 2.484(5) . ? O15 Sm1 2.353(4) . ? O15 Sm2 2.359(4) . ? O15 Sm4 2.488(4) . ? O16 Sm4 2.479(6) . ? O17 Sm4 2.390(4) 2_755 ? O17 Sm2 2.406(4) . ? O17 Sm3 2.411(4) 2_755 ? O18 C14 1.265(7) 2_755 ? O18 Sm2 2.495(4) . ? O18 Sm3 2.586(4) . ? O19 Sm3 2.487(6) . ? O20 Sm3 2.526(4) 3_755 ? O20 Sm3 2.540(5) . ? O21 Sm1 2.492(6) . ? O22 C13 1.252(8) 3_755 ? O22 Sm4 2.389(5) . ? O8A N3 1.06(2) . ? O8A Sm1 2.508(9) . ? N3 O23 1.22(2) . ? N3 O9 1.27(3) . ? N3 O23 1.82(2) 2_755 ? O23 O23 0.81(3) 2_755 ? O23 N3 1.82(2) 2_755 ? O9 O9 1.46(4) 2_755 ? O9 Sm1 2.621(16) . ? Sm1 O7 2.462(5) 3_665 ? Sm1 Sm4 3.6649(7) . ? Sm1 U1 3.8010(7) 3_665 ? Sm2 O15 2.359(4) 2_755 ? Sm2 O13 2.390(5) 2_755 ? Sm2 O17 2.406(4) 2_755 ? Sm2 O18 2.495(4) 2_755 ? Sm2 Sm3 3.7114(7) . ? Sm2 Sm3 3.7114(6) 2_755 ? Sm2 Sm4 3.8551(6) . ? Sm2 Sm4 3.8550(6) 2_755 ? Sm3 O17 2.411(4) 2_755 ? Sm3 O20 2.526(4) 3_755 ? Sm3 Sm4 3.9065(7) . ? Sm4 O17 2.390(4) 2_755 ? U1 O1 1.830(5) 1_455 ? U1 O12 2.192(5) 1_455 ? U1 O12 2.243(5) 3_665 ? U1 U1 3.5634(7) 3_565 ? U1 Sm1 3.8010(7) 3_665 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 124.7(6) . . ? N1 C1 C6 112.7(5) . . ? C2 C1 C6 122.6(6) . . ? C1 C2 C3 119.1(6) . . ? O5 C3 C4 121.4(6) . . ? O5 C3 C2 122.2(6) . . ? C4 C3 C2 116.4(6) . . ? C5 C4 C3 119.4(6) . . ? N1 C5 C4 124.2(6) . . ? N1 C5 C7 113.9(5) . . ? C4 C5 C7 121.9(6) . . ? O4 C6 O3 124.3(6) . . ? O4 C6 C1 120.2(6) . . ? O3 C6 C1 115.5(6) . . ? O6 C7 O7 125.8(6) . . ? O6 C7 C5 120.7(6) . . ? O7 C7 C5 113.4(6) . . ? N2 C8 C9 124.1(6) . . ? N2 C8 C14 114.8(5) . 2_755 ? C9 C8 C14 121.1(5) . 2_755 ? C8 C9 C10 119.5(6) . 1_655 ? O10 C10 C9 122.8(6) . 1_455 ? O10 C10 C11 121.2(6) . . ? C9 C10 C11 116.0(6) 1_455 . ? C12 C11 C10 119.3(6) 1_455 . ? N2 C12 C11 124.3(6) . 1_655 ? N2 C12 C13 115.2(5) . . ? C11 C12 C13 120.4(6) 1_655 . ? O22 C13 O20 124.5(5) 3_755 . ? O22 C13 C12 118.6(5) 3_755 . ? O20 C13 C12 116.8(5) . . ? O11 C14 O18 126.4(6) . 2_755 ? O11 C14 C8 118.5(5) . 2_755 ? O18 C14 C8 115.1(5) 2_755 2_755 ? C5 N1 C1 116.2(5) . . ? C5 N1 U1 122.3(4) . . ? C1 N1 U1 121.4(4) . . ? C12 N2 C8 116.8(5) . . ? C12 N2 Sm3 119.2(4) . . ? C8 N2 Sm3 123.9(4) . . ? U1 O1 Sm3 146.1(3) 1_655 . ? C6 O3 U1 127.5(4) . . ? C3 O5 Sm4 125.0(5) . . ? C3 O5 Sm1 142.4(5) . . ? Sm4 O5 Sm1 92.51(16) . . ? C7 O7 Sm1 132.0(4) . 3_665 ? C7 O7 U1 126.4(4) . . ? Sm1 O7 U1 100.74(18) 3_665 . ? C10 O10 Sm4 153.8(4) . . ? C14 O11 Sm4 132.9(4) . . ? U1 O12 U1 106.93(19) 1_655 3_665 ? U1 O12 Sm1 135.6(2) 1_655 . ? U1 O12 Sm1 111.3(2) 3_665 . ? Sm2 O13 Sm1 108.24(19) . . ? Sm2 O13 Sm3 98.16(18) . . ? Sm1 O13 Sm3 110.12(17) . . ? Sm1 O14 Sm3 115.25(17) . . ? Sm1 O14 Sm4 98.23(17) . . ? Sm3 O14 Sm4 105.06(18) . . ? Sm1 O15 Sm2 111.73(17) . . ? Sm1 O15 Sm4 98.38(15) . . ? Sm2 O15 Sm4 105.37(16) . . ? Sm4 O17 Sm2 107.01(17) 2_755 . ? Sm4 O17 Sm3 108.92(17) 2_755 2_755 ? Sm2 O17 Sm3 100.79(16) . 2_755 ? C14 O18 Sm2 133.4(4) 2_755 . ? C14 O18 Sm3 124.0(4) 2_755 . ? Sm2 O18 Sm3 93.83(14) . . ? C13 O20 Sm3 121.2(4) . 3_755 ? C13 O20 Sm3 118.1(4) . . ? Sm3 O20 Sm3 120.44(17) 3_755 . ? C13 O22 Sm4 135.8(5) 3_755 . ? N3 O8A Sm1 111.1(13) . . ? O8A N3 O23 133(2) . . ? O8A N3 O9 106.8(18) . . ? O23 N3 O9 119.6(19) . . ? O8A N3 O23 152.3(18) . 2_755 ? O23 N3 O23 20.7(9) . 2_755 ? O9 N3 O23 100.7(15) . 2_755 ? O23 O23 N3 127.1(17) 2_755 . ? O23 O23 N3 32.3(11) 2_755 2_755 ? N3 O23 N3 98.6(19) . 2_755 ? N3 O9 O9 110.0(12) . 2_755 ? N3 O9 Sm1 97.3(12) . . ? O9 O9 Sm1 146.4(11) 2_755 . ? O15 Sm1 O12 149.02(16) . . ? O15 Sm1 O14 77.35(16) . . ? O12 Sm1 O14 86.05(17) . . ? O15 Sm1 O13 68.69(15) . . ? O12 Sm1 O13 80.89(16) . . ? O14 Sm1 O13 67.73(16) . . ? O15 Sm1 O7 139.90(16) . 3_665 ? O12 Sm1 O7 68.43(16) . 3_665 ? O14 Sm1 O7 100.34(16) . 3_665 ? O13 Sm1 O7 148.02(16) . 3_665 ? O15 Sm1 O21 74.59(18) . . ? O12 Sm1 O21 132.90(19) . . ? O14 Sm1 O21 135.29(18) . . ? O13 Sm1 O21 129.34(18) . . ? O7 Sm1 O21 80.56(19) 3_665 . ? O15 Sm1 O8A 119.7(2) . . ? O12 Sm1 O8A 71.4(2) . . ? O14 Sm1 O8A 156.8(2) . . ? O13 Sm1 O8A 102.3(3) . . ? O7 Sm1 O8A 76.9(3) 3_665 . ? O21 Sm1 O8A 67.5(3) . . ? O15 Sm1 O9 81.5(4) . . ? O12 Sm1 O9 94.2(4) . . ? O14 Sm1 O9 137.9(4) . . ? O13 Sm1 O9 70.8(4) . . ? O7 Sm1 O9 118.9(4) 3_665 . ? O21 Sm1 O9 70.3(4) . . ? O8A Sm1 O9 42.7(4) . . ? O15 Sm1 O5 66.71(15) . . ? O12 Sm1 O5 129.39(17) . . ? O14 Sm1 O5 66.34(17) . . ? O13 Sm1 O5 120.92(17) . . ? O7 Sm1 O5 75.67(17) 3_665 . ? O21 Sm1 O5 70.82(19) . . ? O8A Sm1 O5 132.9(3) . . ? O9 Sm1 O5 134.9(4) . . ? O15 Sm1 Sm4 42.19(10) . . ? O12 Sm1 Sm4 128.17(13) . . ? O14 Sm1 Sm4 42.14(11) . . ? O13 Sm1 Sm4 79.91(12) . . ? O7 Sm1 Sm4 111.82(13) 3_665 . ? O21 Sm1 Sm4 95.54(14) . . ? O8A Sm1 Sm4 160.1(2) . . ? O9 Sm1 Sm4 123.2(4) . . ? O5 Sm1 Sm4 41.02(12) . . ? O15 Sm1 U1 156.16(11) . 3_665 ? O12 Sm1 U1 33.36(11) . 3_665 ? O14 Sm1 U1 79.76(11) . 3_665 ? O13 Sm1 U1 108.34(11) . 3_665 ? O7 Sm1 U1 39.74(12) 3_665 3_665 ? O21 Sm1 U1 118.98(14) . 3_665 ? O8A Sm1 U1 84.1(2) . 3_665 ? O9 Sm1 U1 120.7(4) . 3_665 ? O5 Sm1 U1 97.92(12) . 3_665 ? Sm4 Sm1 U1 114.302(11) . 3_665 ? O15 Sm2 O15 131.9(2) 2_755 . ? O15 Sm2 O13 69.17(16) 2_755 2_755 ? O15 Sm2 O13 87.82(16) . 2_755 ? O15 Sm2 O13 87.82(16) 2_755 . ? O15 Sm2 O13 69.17(16) . . ? O13 Sm2 O13 122.3(2) 2_755 . ? O15 Sm2 O17 142.40(15) 2_755 2_755 ? O15 Sm2 O17 73.22(15) . 2_755 ? O13 Sm2 O17 147.73(15) 2_755 2_755 ? O13 Sm2 O17 75.56(16) . 2_755 ? O15 Sm2 O17 73.22(15) 2_755 . ? O15 Sm2 O17 142.40(15) . . ? O13 Sm2 O17 75.56(16) 2_755 . ? O13 Sm2 O17 147.73(15) . . ? O17 Sm2 O17 103.7(2) 2_755 . ? O15 Sm2 O18 127.10(14) 2_755 2_755 ? O15 Sm2 O18 75.62(15) . 2_755 ? O13 Sm2 O18 68.28(16) 2_755 2_755 ? O13 Sm2 O18 142.19(15) . 2_755 ? O17 Sm2 O18 81.61(15) 2_755 2_755 ? O17 Sm2 O18 66.95(14) . 2_755 ? O15 Sm2 O18 75.62(15) 2_755 . ? O15 Sm2 O18 127.10(14) . . ? O13 Sm2 O18 142.19(15) 2_755 . ? O13 Sm2 O18 68.28(16) . . ? O17 Sm2 O18 66.95(14) 2_755 . ? O17 Sm2 O18 81.61(15) . . ? O18 Sm2 O18 128.4(2) 2_755 . ? O15 Sm2 Sm3 107.90(11) 2_755 . ? O15 Sm2 Sm3 83.13(11) . . ? O13 Sm2 Sm3 164.29(12) 2_755 . ? O13 Sm2 Sm3 42.25(12) . . ? O17 Sm2 Sm3 39.66(10) 2_755 . ? O17 Sm2 Sm3 119.04(11) . . ? O18 Sm2 Sm3 121.22(10) 2_755 . ? O18 Sm2 Sm3 44.05(10) . . ? O15 Sm2 Sm3 83.13(11) 2_755 2_755 ? O15 Sm2 Sm3 107.90(11) . 2_755 ? O13 Sm2 Sm3 42.25(12) 2_755 2_755 ? O13 Sm2 Sm3 164.29(12) . 2_755 ? O17 Sm2 Sm3 119.04(11) 2_755 2_755 ? O17 Sm2 Sm3 39.66(10) . 2_755 ? O18 Sm2 Sm3 44.05(10) 2_755 2_755 ? O18 Sm2 Sm3 121.22(10) . 2_755 ? Sm3 Sm2 Sm3 153.367(18) . 2_755 ? O15 Sm2 Sm4 163.70(11) 2_755 . ? O15 Sm2 Sm4 38.48(11) . . ? O13 Sm2 Sm4 116.56(11) 2_755 . ? O13 Sm2 Sm4 76.25(11) . . ? O17 Sm2 Sm4 36.35(10) 2_755 . ? O17 Sm2 Sm4 122.50(10) . . ? O18 Sm2 Sm4 67.60(10) 2_755 . ? O18 Sm2 Sm4 101.08(10) . . ? Sm3 Sm2 Sm4 62.133(11) . . ? Sm3 Sm2 Sm4 111.558(12) 2_755 . ? O15 Sm2 Sm4 38.48(11) 2_755 2_755 ? O15 Sm2 Sm4 163.70(11) . 2_755 ? O13 Sm2 Sm4 76.25(11) 2_755 2_755 ? O13 Sm2 Sm4 116.56(11) . 2_755 ? O17 Sm2 Sm4 122.50(10) 2_755 2_755 ? O17 Sm2 Sm4 36.35(10) . 2_755 ? O18 Sm2 Sm4 101.08(10) 2_755 2_755 ? O18 Sm2 Sm4 67.60(10) . 2_755 ? Sm3 Sm2 Sm4 111.558(12) . 2_755 ? Sm3 Sm2 Sm4 62.133(11) 2_755 2_755 ? Sm4 Sm2 Sm4 154.933(17) . 2_755 ? O17 Sm3 O14 70.89(15) 2_755 . ? O17 Sm3 O19 75.39(17) 2_755 . ? O14 Sm3 O19 127.85(18) . . ? O17 Sm3 O1 146.24(16) 2_755 . ? O14 Sm3 O1 86.01(16) . . ? O19 Sm3 O1 137.81(18) . . ? O17 Sm3 O13 73.08(15) 2_755 . ? O14 Sm3 O13 65.05(15) . . ? O19 Sm3 O13 137.81(17) . . ? O1 Sm3 O13 74.95(16) . . ? O17 Sm3 N2 123.24(15) 2_755 . ? O14 Sm3 N2 157.24(17) . . ? O19 Sm3 N2 74.84(19) . . ? O1 Sm3 N2 73.02(17) . . ? O13 Sm3 N2 100.15(16) . . ? O17 Sm3 O20 96.29(14) 2_755 3_755 ? O14 Sm3 O20 70.89(15) . 3_755 ? O19 Sm3 O20 74.68(18) . 3_755 ? O1 Sm3 O20 99.02(16) . 3_755 ? O13 Sm3 O20 135.79(15) . 3_755 ? N2 Sm3 O20 120.27(16) . 3_755 ? O17 Sm3 O20 145.28(16) 2_755 . ? O14 Sm3 O20 116.87(15) . . ? O19 Sm3 O20 74.26(18) . . ? O1 Sm3 O20 67.21(17) . . ? O13 Sm3 O20 141.62(16) . . ? N2 Sm3 O20 63.28(15) . . ? O20 Sm3 O20 59.56(17) 3_755 . ? O17 Sm3 O18 65.40(14) 2_755 . ? O14 Sm3 O18 120.47(15) . . ? O19 Sm3 O18 76.79(17) . . ? O1 Sm3 O18 109.75(15) . . ? O13 Sm3 O18 64.95(15) . . ? N2 Sm3 O18 61.36(15) . . ? O20 Sm3 O18 149.29(16) 3_755 . ? O20 Sm3 O18 122.22(14) . . ? O17 Sm3 Sm2 39.55(10) 2_755 . ? O14 Sm3 Sm2 78.53(10) . . ? O19 Sm3 Sm2 99.30(13) . . ? O1 Sm3 Sm2 113.19(12) . . ? O13 Sm3 Sm2 39.59(11) . . ? N2 Sm3 Sm2 101.35(11) . . ? O20 Sm3 Sm2 133.45(10) 3_755 . ? O20 Sm3 Sm2 164.27(10) . . ? O18 Sm3 Sm2 42.12(10) . . ? O17 Sm3 Sm4 35.36(10) 2_755 . ? O14 Sm3 Sm4 37.89(11) . . ? O19 Sm3 Sm4 95.38(14) . . ? O1 Sm3 Sm4 123.40(12) . . ? O13 Sm3 Sm4 74.02(11) . . ? N2 Sm3 Sm4 158.51(12) . . ? O20 Sm3 Sm4 73.73(10) 3_755 . ? O20 Sm3 Sm4 133.28(9) . . ? O18 Sm3 Sm4 98.06(10) . . ? Sm2 Sm3 Sm4 60.738(7) . . ? O17 Sm3 Sm1 74.21(11) 2_755 . ? O14 Sm3 Sm1 31.80(11) . . ? O19 Sm3 Sm1 148.77(14) . . ? O1 Sm3 Sm1 73.30(12) . . ? O13 Sm3 Sm1 34.15(10) . . ? N2 Sm3 Sm1 129.16(13) . . ? O20 Sm3 Sm1 101.74(11) 3_755 . ? O20 Sm3 Sm1 131.44(11) . . ? O18 Sm3 Sm1 96.74(10) . . ? Sm2 Sm3 Sm1 60.103(9) . . ? Sm4 Sm3 Sm1 54.790(10) . . ? O10 Sm4 O22 79.49(17) . . ? O10 Sm4 O17 150.53(18) . 2_755 ? O22 Sm4 O17 78.35(15) . 2_755 ? O10 Sm4 O5 78.20(19) . . ? O22 Sm4 O5 115.12(18) . . ? O17 Sm4 O5 129.19(16) 2_755 . ? O10 Sm4 O11 90.99(16) . . ? O22 Sm4 O11 137.98(18) . . ? O17 Sm4 O11 92.59(15) 2_755 . ? O5 Sm4 O11 102.45(19) . . ? O10 Sm4 O16 78.8(2) . . ? O22 Sm4 O16 70.06(19) . . ? O17 Sm4 O16 75.55(19) 2_755 . ? O5 Sm4 O16 154.8(2) . . ? O11 Sm4 O16 67.9(2) . . ? O10 Sm4 O14 120.15(16) . . ? O22 Sm4 O14 72.24(17) . . ? O17 Sm4 O14 70.44(15) 2_755 . ? O5 Sm4 O14 68.62(17) . . ? O11 Sm4 O14 142.99(16) . . ? O16 Sm4 O14 133.1(2) . . ? O10 Sm4 O15 136.93(17) . . ? O22 Sm4 O15 139.44(16) . . ? O17 Sm4 O15 71.24(14) 2_755 . ? O5 Sm4 O15 68.83(16) . . ? O11 Sm4 O15 70.73(16) . . ? O16 Sm4 O15 124.67(17) . . ? O14 Sm4 O15 72.67(15) . . ? O10 Sm4 Sm1 123.76(14) . . ? O22 Sm4 Sm1 111.64(12) . . ? O17 Sm4 Sm1 82.73(11) 2_755 . ? O5 Sm4 Sm1 46.46(12) . . ? O11 Sm4 Sm1 107.64(13) . . ? O16 Sm4 Sm1 157.45(16) . . ? O14 Sm4 Sm1 39.63(11) . . ? O15 Sm4 Sm1 39.43(10) . . ? O10 Sm4 Sm2 163.17(12) . . ? O22 Sm4 Sm2 113.94(11) . . ? O17 Sm4 Sm2 36.64(10) 2_755 . ? O5 Sm4 Sm2 103.32(13) . . ? O11 Sm4 Sm2 72.26(11) . . ? O16 Sm4 Sm2 95.86(15) . . ? O14 Sm4 Sm2 75.13(10) . . ? O15 Sm4 Sm2 36.15(9) . . ? Sm1 Sm4 Sm2 62.415(10) . . ? O10 Sm4 Sm3 139.22(12) . . ? O22 Sm4 Sm3 62.24(12) . . ? O17 Sm4 Sm3 35.73(10) 2_755 . ? O5 Sm4 Sm3 104.64(13) . . ? O11 Sm4 Sm3 126.54(11) . . ? O16 Sm4 Sm3 99.39(16) . . ? O14 Sm4 Sm3 37.05(11) . . ? O15 Sm4 Sm3 77.50(10) . . ? Sm1 Sm4 Sm3 64.646(10) . . ? Sm2 Sm4 Sm3 57.128(12) . . ? O2 U1 O1 176.0(2) . 1_455 ? O2 U1 O12 95.3(2) . 1_455 ? O1 U1 O12 87.2(2) 1_455 1_455 ? O2 U1 O12 89.8(2) . 3_665 ? O1 U1 O12 94.0(2) 1_455 3_665 ? O12 U1 O12 73.07(19) 1_455 3_665 ? O2 U1 O3 87.1(2) . . ? O1 U1 O3 89.6(2) 1_455 . ? O12 U1 O3 92.49(17) 1_455 . ? O12 U1 O3 164.89(18) 3_665 . ? O2 U1 O7 86.6(2) . . ? O1 U1 O7 93.4(2) 1_455 . ? O12 U1 O7 143.06(16) 1_455 . ? O12 U1 O7 70.04(16) 3_665 . ? O3 U1 O7 124.44(16) . . ? O2 U1 N1 87.6(2) . . ? O1 U1 N1 88.8(2) 1_455 . ? O12 U1 N1 154.82(17) 1_455 . ? O12 U1 N1 132.05(17) 3_665 . ? O3 U1 N1 62.62(17) . . ? O7 U1 N1 62.00(16) . . ? O2 U1 U1 93.10(17) . 3_565 ? O1 U1 U1 90.77(15) 1_455 3_565 ? O12 U1 U1 37.03(12) 1_455 3_565 ? O12 U1 U1 36.04(12) 3_665 3_565 ? O3 U1 U1 129.38(12) . 3_565 ? O7 U1 U1 106.07(11) . 3_565 ? N1 U1 U1 168.00(12) . 3_565 ? O2 U1 Sm1 73.75(17) . 3_665 ? O1 U1 Sm1 108.65(16) 1_455 3_665 ? O12 U1 Sm1 105.80(12) 1_455 3_665 ? O12 U1 Sm1 35.36(13) 3_665 3_665 ? O3 U1 Sm1 154.42(13) . 3_665 ? O7 U1 Sm1 39.52(11) . 3_665 ? N1 U1 Sm1 99.04(12) . 3_665 ? U1 U1 Sm1 69.763(11) 3_565 3_665 ? _diffrn_measured_fraction_theta_max 0.919 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 17.507 _refine_diff_density_min -2.645 _refine_diff_density_rms 0.377 _database_code_depnum_ccdc_archive 'CCDC 956705' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_Compound6 _vrf_PLAT214_Compound6 ; RESPONSE: Free solvent molecule OW1 was treated with the PART command and site occupancy was also modified in order to resolve any disorder, yet these methods were not successful. ; _vrf_PLAT306_Compound6 ; RESPONSE:H-atoms on isolated oxygen atom OW1 were located in difference Fourier maps, yet could not be satisfactorily refined. ; _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H4 Cl2 N2 O15 U2' _chemical_melting_point ? _exptl_crystal_description plates _exptl_crystal_colour yellow _diffrn_ambient_temperature 100(2) _chemical_formula_weight 987.15 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' 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' Cl Cl 0.1484 0.1585 '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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_int_tables_number 19 _chemical_absolute_configuration ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 8.8835(8) _cell_length_b 9.2545(8) _cell_length_c 28.075(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2308.1(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 43356 _cell_measurement_theta_min 4.634 _cell_measurement_theta_max 57.113 _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.841 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1760 _exptl_absorpt_coefficient_mu 14.323 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.4705 _exptl_absorpt_correction_T_max 0.7457 _exptl_absorpt_process_details 'SADABS, G. Sheldrick (1999)' _exptl_special_details ; ? ; _diffrn_radiation_probe ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Apex CCD II' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 43210 _diffrn_reflns_av_R_equivalents 0.0522 _diffrn_reflns_av_sigmaI/netI 0.0329 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -37 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_theta_min 2.32 _diffrn_reflns_theta_max 28.60 _reflns_number_total 5896 _reflns_number_gt 5615 _reflns_threshold_expression >2\s(I) _computing_data_collection 'SMART V5.05 (Bruker-AXS)' _computing_cell_refinement 'SAINT (Bruker-AXS)' _computing_data_reduction 'SAINT (Bruker-AXS)' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'WINGX (Farrugia, 1998)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(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^)+(0.0197P)^2^+11.1637P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.630(7) _refine_ls_number_reflns 5896 _refine_ls_number_parameters 317 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0277 _refine_ls_R_factor_gt 0.0253 _refine_ls_wR_factor_ref 0.0559 _refine_ls_wR_factor_gt 0.0551 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.071 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.2428(7) 0.8249(7) 0.8862(2) 0.0103(12) Uani 1 1 d . . . C2 C 0.3092(7) 0.9558(7) 0.8981(2) 0.0126(12) Uani 1 1 d . . . H8 H 0.3560 0.9688 0.9274 0.015 Uiso 1 1 calc R . . C3 C 0.3036(8) 1.0665(7) 0.8650(2) 0.0155(13) Uani 1 1 d . . . C5 C 0.2288(8) 1.0477(7) 0.8213(2) 0.0177(13) Uani 1 1 d . . . H6 H 0.2205 1.1224 0.7993 0.021 Uiso 1 1 calc R . . C6 C 0.1676(7) 0.9113(7) 0.8126(2) 0.0144(13) Uani 1 1 d . . . C7 C 0.0897(7) 0.8701(7) 0.7673(2) 0.0122(12) Uani 1 1 d . . . C8 C 0.2440(7) 0.6936(7) 0.9176(2) 0.0130(13) Uani 1 1 d . . . C9 C 0.1053(8) 0.7913(8) 1.1239(2) 0.0166(14) Uani 1 1 d . . . C10 C 0.0380(7) 0.8210(7) 1.1680(2) 0.0185(14) Uani 1 1 d . . . H11 H -0.0114 0.9082 1.1731 0.022 Uiso 1 1 calc R . . C11 C 0.0462(8) 0.7195(8) 1.2034(2) 0.0192(14) Uani 1 1 d . . . C12 C 0.1284(8) 0.5905(8) 1.1954(2) 0.0203(15) Uani 1 1 d . . . H4 H 0.1414 0.5225 1.2195 0.024 Uiso 1 1 calc R . . C13 C 0.1891(7) 0.5693(8) 1.1502(2) 0.0187(14) Uani 1 1 d . . . C14 C 0.2789(9) 0.4367(9) 1.1368(2) 0.0259(16) Uani 1 1 d . . . C15 C 0.1091(8) 0.8953(8) 1.0826(2) 0.0185(14) Uani 1 1 d . . . N1 N 0.1742(6) 0.8037(6) 0.84413(18) 0.0133(11) Uani 1 1 d . . . N2 N 0.1756(6) 0.6652(6) 1.11524(19) 0.0127(11) Uani 1 1 d . . . O1 O 0.2251(6) 0.5030(5) 0.79833(15) 0.0177(10) Uani 1 1 d . . . O2 O -0.1094(5) 0.6237(5) 0.85364(16) 0.0182(10) Uani 1 1 d . . . O3 O 0.0151(6) 0.3287(5) 0.86215(18) 0.0255(12) Uani 1 1 d . . . O4 O 0.0902(5) 0.9591(5) 0.73353(15) 0.0164(10) Uani 1 1 d . . . O5 O 0.0277(6) 0.7490(5) 0.76665(15) 0.0164(10) Uani 1 1 d . . . O6 O 0.1837(5) 0.5825(5) 0.90108(15) 0.0142(10) Uani 1 1 d . . . O7 O 0.4615(6) 0.6859(6) 1.05086(16) 0.0221(11) Uani 1 1 d . . . O8 O 0.1054(6) 0.5426(6) 1.02045(17) 0.0216(11) Uani 1 1 d . . . O9 O 0.3994(7) 0.4127(5) 0.99349(19) 0.0316(14) Uani 1 1 d . . . O10 O 0.3104(5) 0.7056(5) 0.95739(15) 0.0151(10) Uani 1 1 d . . . O11 O 0.1792(6) 0.8473(5) 1.04603(16) 0.0204(11) Uani 1 1 d . . . O12 O 0.3184(7) 0.4339(6) 1.09336(17) 0.0333(14) Uani 1 1 d . . . O13 O 0.0482(8) 1.0150(6) 1.08633(17) 0.0307(13) Uani 1 1 d . . . O14 O 0.3067(7) 0.3464(6) 1.16787(18) 0.0350(15) Uani 1 1 d . . . OW1 O 0.442(4) 0.1546(14) 1.0383(4) 0.45(3) Uani 1 1 d . . . U1 U 0.05606(3) 0.56143(2) 0.826105(8) 0.00998(5) Uani 1 1 d . . . U2 U 0.28471(3) 0.61467(3) 1.035087(8) 0.01466(6) Uani 1 1 d . . . Cl1 Cl 0.3896(2) 1.22886(18) 0.87759(6) 0.0248(4) Uani 1 1 d . . . Cl2 Cl -0.0391(2) 0.7432(2) 1.25723(6) 0.0273(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.011(3) 0.012(3) 0.008(3) 0.001(2) 0.000(2) -0.001(2) C2 0.015(3) 0.014(3) 0.009(3) -0.003(2) -0.002(2) 0.000(2) C3 0.020(3) 0.012(3) 0.015(3) 0.001(2) 0.000(2) -0.009(3) C5 0.027(3) 0.013(3) 0.013(3) -0.003(3) -0.002(3) -0.002(3) C6 0.016(3) 0.017(4) 0.010(3) 0.002(2) 0.001(2) -0.001(2) C7 0.011(3) 0.010(3) 0.015(3) 0.003(2) -0.006(2) 0.001(2) C8 0.018(4) 0.012(3) 0.009(3) 0.001(2) 0.000(2) 0.001(2) C9 0.013(3) 0.020(3) 0.017(3) -0.009(3) -0.005(2) 0.003(3) C10 0.008(3) 0.021(3) 0.027(4) -0.012(3) -0.006(3) 0.006(3) C11 0.012(3) 0.033(4) 0.013(3) -0.007(3) 0.002(3) -0.005(3) C12 0.023(4) 0.025(4) 0.013(3) 0.002(3) 0.005(3) 0.004(3) C13 0.012(3) 0.028(4) 0.016(3) 0.004(3) 0.005(2) 0.007(3) C14 0.027(4) 0.027(4) 0.024(3) 0.009(3) 0.010(3) 0.017(4) C15 0.013(3) 0.026(4) 0.016(3) -0.007(3) -0.008(2) 0.005(3) N1 0.011(3) 0.018(3) 0.011(2) -0.004(2) -0.002(2) 0.002(2) N2 0.010(3) 0.014(3) 0.014(3) -0.001(2) -0.005(2) 0.003(2) O1 0.016(2) 0.025(2) 0.012(2) -0.0009(18) -0.0019(19) 0.002(2) O2 0.016(2) 0.022(2) 0.017(2) -0.005(2) 0.0021(18) -0.001(2) O3 0.035(3) 0.017(2) 0.025(3) 0.007(2) -0.013(2) -0.007(2) O4 0.020(3) 0.018(2) 0.011(2) -0.0002(18) -0.0047(17) 0.0011(19) O5 0.023(3) 0.012(2) 0.014(2) 0.0019(17) -0.0033(19) -0.004(2) O6 0.022(3) 0.010(2) 0.011(2) 0.0010(16) -0.0071(17) -0.0006(18) O7 0.022(3) 0.034(3) 0.010(2) 0.0036(19) -0.001(2) 0.005(2) O8 0.022(3) 0.022(3) 0.021(2) -0.005(2) 0.0057(19) -0.004(2) O9 0.049(4) 0.017(3) 0.029(3) -0.004(2) 0.013(3) 0.007(2) O10 0.019(3) 0.015(2) 0.011(2) 0.0009(17) -0.0051(18) -0.0019(18) O11 0.028(3) 0.015(2) 0.017(2) 0.0005(18) -0.006(2) 0.006(2) O12 0.045(4) 0.034(3) 0.021(2) 0.012(2) 0.018(2) 0.027(3) O13 0.045(4) 0.027(3) 0.020(3) -0.010(2) -0.015(3) 0.016(3) O14 0.050(4) 0.032(3) 0.023(3) 0.019(2) 0.018(3) 0.024(3) OW1 1.15(7) 0.114(10) 0.099(9) 0.084(8) 0.31(2) 0.34(2) U1 0.01193(10) 0.00918(9) 0.00881(9) -0.00116(8) -0.00219(9) -0.00026(9) U2 0.01879(12) 0.01524(11) 0.00996(10) 0.00244(9) 0.00215(9) 0.00585(10) Cl1 0.0408(11) 0.0139(8) 0.0196(8) 0.0016(6) -0.0095(7) -0.0134(7) Cl2 0.0214(9) 0.0430(11) 0.0174(8) -0.0104(7) 0.0065(7) -0.0003(8) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 N1 1.344(8) . ? C1 C2 1.388(9) . ? C1 C8 1.501(8) . ? C2 C3 1.385(9) . ? C3 C5 1.405(9) . ? C3 Cl1 1.722(7) . ? C5 C6 1.396(9) . ? C6 N1 1.334(8) . ? C6 C7 1.496(8) . ? C7 O5 1.250(8) . ? C7 O4 1.257(7) . ? C8 O6 1.249(7) . ? C8 O10 1.268(7) . ? C9 N2 1.346(8) . ? C9 C10 1.402(9) . ? C9 C15 1.507(10) . ? C10 C11 1.370(10) . ? C11 C12 1.417(10) . ? C11 Cl2 1.703(7) . ? C12 C13 1.392(8) . ? C13 N2 1.330(9) . ? C13 C14 1.511(10) . ? C14 O14 1.232(8) . ? C14 O12 1.270(8) . ? C15 O13 1.237(9) . ? C15 O11 1.281(8) . ? N1 U1 2.527(5) . ? N2 U2 2.495(5) . ? O1 U1 1.777(5) . ? O2 U1 1.758(5) . ? O3 U1 2.407(5) . ? O4 U1 2.321(4) 4_556 ? O5 U1 2.421(4) . ? O6 U1 2.399(4) . ? O7 U2 1.760(5) . ? O8 U2 1.775(5) . ? O9 U2 2.429(5) . ? O10 U2 2.349(4) . ? O11 U2 2.368(5) . ? O12 U2 2.359(5) . ? U1 O4 2.321(4) 4_546 ? 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 N1 C1 C2 122.1(6) . . ? N1 C1 C8 113.6(5) . . ? C2 C1 C8 124.2(5) . . ? C1 C2 C3 118.0(6) . . ? C2 C3 C5 120.8(6) . . ? C2 C3 Cl1 119.4(5) . . ? C5 C3 Cl1 119.8(5) . . ? C6 C5 C3 116.7(6) . . ? N1 C6 C5 122.8(6) . . ? N1 C6 C7 113.2(5) . . ? C5 C6 C7 124.0(6) . . ? O5 C7 O4 125.3(6) . . ? O5 C7 C6 116.5(5) . . ? O4 C7 C6 118.2(6) . . ? O6 C8 O10 126.8(6) . . ? O6 C8 C1 116.5(5) . . ? O10 C8 C1 116.7(5) . . ? N2 C9 C10 121.9(7) . . ? N2 C9 C15 113.8(6) . . ? C10 C9 C15 124.3(6) . . ? C11 C10 C9 119.0(6) . . ? C10 C11 C12 119.3(6) . . ? C10 C11 Cl2 122.1(6) . . ? C12 C11 Cl2 118.6(5) . . ? C13 C12 C11 117.6(6) . . ? N2 C13 C12 122.9(7) . . ? N2 C13 C14 113.9(6) . . ? C12 C13 C14 123.1(6) . . ? O14 C14 O12 127.6(7) . . ? O14 C14 C13 118.7(6) . . ? O12 C14 C13 113.7(6) . . ? O13 C15 O11 126.2(7) . . ? O13 C15 C9 119.8(6) . . ? O11 C15 C9 114.0(6) . . ? C6 N1 C1 119.6(6) . . ? C6 N1 U1 120.8(4) . . ? C1 N1 U1 119.6(4) . . ? C13 N2 C9 119.2(6) . . ? C13 N2 U2 120.4(4) . . ? C9 N2 U2 120.4(4) . . ? C7 O4 U1 144.1(4) . 4_556 ? C7 O5 U1 125.9(4) . . ? C8 O6 U1 126.5(4) . . ? C8 O10 U2 137.8(4) . . ? C15 O11 U2 127.7(5) . . ? C14 O12 U2 128.1(5) . . ? O2 U1 O1 178.6(2) . . ? O2 U1 O4 89.0(2) . 4_546 ? O1 U1 O4 91.87(19) . 4_546 ? O2 U1 O3 89.0(2) . . ? O1 U1 O3 92.3(2) . . ? O4 U1 O3 81.58(16) 4_546 . ? O2 U1 O6 89.02(19) . . ? O1 U1 O6 90.59(18) . . ? O4 U1 O6 158.53(15) 4_546 . ? O3 U1 O6 77.01(16) . . ? O2 U1 O5 88.9(2) . . ? O1 U1 O5 90.21(19) . . ? O4 U1 O5 74.74(15) 4_546 . ? O3 U1 O5 156.26(16) . . ? O6 U1 O5 126.58(15) . . ? O2 U1 N1 88.2(2) . . ? O1 U1 N1 90.4(2) . . ? O4 U1 N1 137.64(17) 4_546 . ? O3 U1 N1 140.58(17) . . ? O6 U1 N1 63.64(16) . . ? O5 U1 N1 62.95(16) . . ? O7 U2 O8 178.8(2) . . ? O7 U2 O10 90.72(19) . . ? O8 U2 O10 90.40(19) . . ? O7 U2 O12 88.7(2) . . ? O8 U2 O12 90.5(2) . . ? O10 U2 O12 152.34(17) . . ? O7 U2 O11 88.9(2) . . ? O8 U2 O11 90.9(2) . . ? O10 U2 O11 80.40(16) . . ? O12 U2 O11 127.22(17) . . ? O7 U2 O9 92.0(2) . . ? O8 U2 O9 88.6(2) . . ? O10 U2 O9 77.79(17) . . ? O12 U2 O9 74.60(18) . . ? O11 U2 O9 158.18(17) . . ? O7 U2 N2 92.9(2) . . ? O8 U2 N2 86.0(2) . . ? O10 U2 N2 143.93(17) . . ? O12 U2 N2 63.68(18) . . ? O11 U2 N2 63.81(17) . . ? O9 U2 N2 137.84(18) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 2.585 _refine_diff_density_min -1.454 _refine_diff_density_rms 0.181 _database_code_depnum_ccdc_archive 'CCDC 956706' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_Compound7 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H6 Cl2 N2 O14 U2' _chemical_formula_weight 973.17 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' 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' Cl Cl 0.1484 0.1585 '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' H H 0.0000 0.0000 '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 9.3706(5) _cell_length_b 9.2284(5) _cell_length_c 24.2878(12) _cell_angle_alpha 90.00 _cell_angle_beta 92.1280(10) _cell_angle_gamma 90.00 _cell_volume 2098.85(19) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 41933 _cell_measurement_theta_min 4.722 _cell_measurement_theta_max 60.788 _exptl_crystal_description rods _exptl_crystal_colour yellow _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 3.080 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1736 _exptl_absorpt_coefficient_mu 15.745 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.3864 _exptl_absorpt_correction_T_max 0.7461 _exptl_absorpt_process_details 'SADABS, G. Sheldrick (1999)' _exptl_special_details ; ? ; _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 'Bruker Apex CCD II' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 40597 _diffrn_reflns_av_R_equivalents 0.0336 _diffrn_reflns_av_sigmaI/netI 0.0207 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 30.56 _reflns_number_total 5986 _reflns_number_gt 5738 _reflns_threshold_expression >2\s(I) _computing_data_collection 'SMART V5.05 (Bruker-AXS)' _computing_cell_refinement 'SAINT (Bruker-AXS)' _computing_data_reduction 'SAINT (Bruker-AXS)' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'WINGX (Farrugia, 1998)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(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^)+(0.0138P)^2^+7.3909P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5986 _refine_ls_number_parameters 331 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0212 _refine_ls_R_factor_gt 0.0196 _refine_ls_wR_factor_ref 0.0445 _refine_ls_wR_factor_gt 0.0441 _refine_ls_goodness_of_fit_ref 1.186 _refine_ls_restrained_S_all 1.186 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.6375(3) 0.0403(3) 0.07918(13) 0.0070(6) Uani 1 1 d . . . C2 C 0.6202(4) -0.0914(4) 0.05208(13) 0.0082(6) Uani 1 1 d . . . C3 C 0.5527(4) -0.2021(4) 0.08027(14) 0.0081(6) Uani 1 1 d . . . C4 C 0.5019(4) -0.1783(4) 0.13255(13) 0.0075(6) Uani 1 1 d . . . C5 C 0.5231(3) -0.0426(3) 0.15546(12) 0.0059(6) Uani 1 1 d . . . C6 C 0.7141(4) 0.1679(4) 0.05544(13) 0.0080(6) Uani 1 1 d . . . C7 C 0.4752(3) 0.0010(3) 0.21179(13) 0.0065(6) Uani 1 1 d . . . C8 C 1.1143(3) 0.2545(3) -0.17179(13) 0.0052(6) Uani 1 1 d . . . C9 C 1.1744(4) 0.2104(4) -0.22084(13) 0.0070(6) Uani 1 1 d . . . C10 C 1.1157(4) 0.0886(4) -0.24657(13) 0.0076(6) Uani 1 1 d . . . C11 C 1.0037(4) 0.0142(4) -0.22332(13) 0.0082(6) Uani 1 1 d . . . C12 C 0.9526(3) 0.0660(3) -0.17439(13) 0.0059(6) Uani 1 1 d . . . C13 C 0.8353(3) -0.0082(4) -0.14395(13) 0.0071(6) Uani 1 1 d . . . C14 C 0.8400(3) 0.6131(3) 0.13968(13) 0.0056(5) Uani 1 1 d . . . N1 N 0.5917(3) 0.0641(3) 0.12975(11) 0.0055(5) Uani 1 1 d . . . N2 N 1.0058(3) 0.1835(3) -0.14937(11) 0.0059(5) Uani 1 1 d . . . O1 O 0.8052(3) 0.2359(3) 0.20466(10) 0.0100(5) Uani 1 1 d . . . O2 O 0.4788(3) 0.3748(3) 0.14866(10) 0.0102(5) Uani 1 1 d . . . O3 O 0.7271(3) 0.2777(3) 0.08621(10) 0.0116(5) Uani 1 1 d . . . O4 O 0.5121(3) 0.1248(3) 0.22853(9) 0.0086(4) Uani 1 1 d . . . O5 O 0.4020(3) -0.0888(3) 0.23755(9) 0.0081(4) Uani 1 1 d . . . O6 O 0.7526(3) 0.5290(3) 0.16119(10) 0.0087(4) Uani 1 1 d . . . O7 O 0.8000(3) 0.3733(3) -0.07618(10) 0.0106(5) Uani 1 1 d . . . O8 O 1.0618(3) 0.1158(3) -0.03443(10) 0.0104(5) Uani 1 1 d . . . O9 O 1.1046(3) 0.4034(3) -0.09347(9) 0.0081(4) Uani 1 1 d . . . O11 O 0.7587(3) 0.1554(3) 0.00801(10) 0.0100(5) Uani 1 1 d . . . O12 O 0.8016(3) 0.0572(3) -0.09995(10) 0.0105(5) Uani 1 1 d . . . O13 O 0.7824(3) -0.1220(3) -0.16181(9) 0.0086(4) Uani 1 1 d . . . OW1 O 0.7467(3) 0.7111(3) 0.93253(11) 0.0147(5) Uani 1 1 d . . . Cl1 Cl 0.53463(9) -0.36943(8) 0.04919(3) 0.01083(15) Uani 1 1 d . . . Cl2 Cl 1.18008(10) 0.02554(9) -0.30737(3) 0.01287(16) Uani 1 1 d . . . U1 U 0.641380(12) 0.305766(12) 0.177149(4) 0.00396(3) Uani 1 1 d . . . U2 U 0.926963(12) 0.242179(12) -0.053851(4) 0.00514(3) Uani 1 1 d . . . O10 O 1.0003(3) 0.3579(3) 0.03041(10) 0.0116(5) Uani 1 1 d . . . H1 H 0.447(6) -0.249(5) 0.150(2) 0.017(12) Uiso 1 1 d . . . H2 H 0.647(5) -0.109(5) 0.0139(18) 0.012(11) Uiso 1 1 d . . . H3 H 1.244(5) 0.263(5) -0.2326(19) 0.013(11) Uiso 1 1 d . . . H4 H 0.965(4) -0.066(5) -0.2394(17) 0.007(10) Uiso 1 1 d . . . H5 H 0.706(6) 0.650(7) 0.926(2) 0.026(15) Uiso 1 1 d . . . H6 H 0.744(8) 0.757(7) 0.905(3) 0.046(19) Uiso 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 C1 0.0079(14) 0.0070(14) 0.0062(13) 0.0014(11) 0.0029(11) -0.0014(11) C2 0.0088(15) 0.0099(15) 0.0062(14) -0.0011(12) 0.0032(11) -0.0010(12) C3 0.0061(14) 0.0082(14) 0.0098(14) -0.0027(12) -0.0018(11) 0.0010(11) C4 0.0069(14) 0.0062(14) 0.0095(14) 0.0008(11) 0.0019(11) -0.0020(11) C5 0.0082(14) 0.0057(13) 0.0040(13) 0.0013(11) 0.0021(11) -0.0008(11) C6 0.0100(15) 0.0084(14) 0.0058(13) 0.0005(11) 0.0029(11) -0.0022(11) C7 0.0076(14) 0.0063(14) 0.0057(13) 0.0010(11) 0.0005(11) 0.0013(11) C8 0.0057(14) 0.0049(13) 0.0050(13) 0.0006(10) 0.0010(11) 0.0000(10) C9 0.0070(14) 0.0076(14) 0.0066(14) 0.0032(11) 0.0027(11) 0.0010(11) C10 0.0098(15) 0.0098(15) 0.0032(13) 0.0004(11) 0.0020(11) 0.0019(12) C11 0.0122(16) 0.0050(14) 0.0072(14) -0.0008(11) -0.0006(12) -0.0010(11) C12 0.0073(14) 0.0050(13) 0.0055(13) 0.0001(11) -0.0006(11) -0.0003(11) C13 0.0058(14) 0.0080(14) 0.0075(14) 0.0022(11) -0.0009(11) -0.0011(11) C14 0.0059(14) 0.0053(13) 0.0056(13) 0.0021(11) -0.0007(10) -0.0002(11) N1 0.0072(12) 0.0057(12) 0.0036(11) -0.0006(9) 0.0009(9) -0.0012(9) N2 0.0072(12) 0.0063(12) 0.0043(11) -0.0001(9) 0.0009(9) -0.0009(10) O1 0.0080(11) 0.0092(11) 0.0128(11) 0.0007(9) 0.0002(9) 0.0031(9) O2 0.0086(11) 0.0129(12) 0.0092(11) 0.0019(9) -0.0001(9) -0.0011(9) O3 0.0183(13) 0.0091(11) 0.0078(11) -0.0021(9) 0.0075(9) -0.0054(9) O4 0.0132(12) 0.0065(10) 0.0064(10) -0.0009(8) 0.0031(9) -0.0032(9) O5 0.0130(12) 0.0060(10) 0.0056(10) 0.0033(8) 0.0043(8) -0.0010(9) O6 0.0104(11) 0.0082(11) 0.0077(10) 0.0004(9) 0.0037(9) -0.0044(9) O7 0.0092(11) 0.0103(11) 0.0122(11) 0.0024(9) 0.0012(9) 0.0023(9) O8 0.0125(12) 0.0064(11) 0.0125(11) 0.0017(9) 0.0013(9) 0.0017(9) O9 0.0104(11) 0.0079(11) 0.0060(10) -0.0009(8) 0.0025(8) -0.0018(9) O11 0.0143(12) 0.0097(11) 0.0064(10) -0.0021(9) 0.0056(9) -0.0043(9) O12 0.0110(12) 0.0117(11) 0.0091(11) -0.0034(9) 0.0051(9) -0.0055(9) O13 0.0104(11) 0.0081(11) 0.0075(10) -0.0017(9) 0.0017(8) -0.0044(9) OW1 0.0192(14) 0.0154(13) 0.0093(12) 0.0025(11) -0.0033(10) -0.0058(11) Cl1 0.0151(4) 0.0065(3) 0.0112(3) -0.0043(3) 0.0033(3) -0.0024(3) Cl2 0.0195(4) 0.0121(4) 0.0076(3) -0.0039(3) 0.0079(3) -0.0026(3) U1 0.00581(6) 0.00328(5) 0.00295(5) -0.00064(4) 0.00233(4) -0.00080(4) U2 0.00753(6) 0.00519(6) 0.00286(5) -0.00030(4) 0.00240(4) -0.00159(4) O10 0.0153(12) 0.0113(11) 0.0081(11) -0.0025(9) -0.0002(9) -0.0014(9) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 N1 1.334(4) . ? C1 C2 1.389(5) . ? C1 C6 1.505(4) . ? C2 C3 1.395(5) . ? C3 C4 1.390(4) . ? C3 Cl1 1.724(3) . ? C4 C5 1.382(4) . ? C5 N1 1.343(4) . ? C5 C7 1.510(4) . ? C6 O11 1.245(4) . ? C6 O3 1.262(4) . ? C7 O5 1.257(4) . ? C7 O4 1.257(4) . ? C8 N2 1.341(4) . ? C8 C9 1.397(4) . ? C8 C14 1.503(4) 3_765 ? C9 C10 1.390(5) . ? C10 C11 1.391(5) . ? C10 Cl2 1.718(3) . ? C11 C12 1.383(4) . ? C12 N2 1.331(4) . ? C12 C13 1.511(4) . ? C13 O13 1.233(4) . ? C13 O12 1.277(4) . ? C14 O6 1.256(4) . ? C14 O9 1.263(4) 3_765 ? C14 C8 1.503(4) 3_765 ? N1 U1 2.545(3) . ? N2 U2 2.520(3) . ? O1 U1 1.773(2) . ? O2 U1 1.769(2) . ? O3 U1 2.392(2) . ? O4 U1 2.434(2) . ? O5 U1 2.338(2) 2_645 ? O6 U1 2.347(2) . ? O7 U2 1.768(2) . ? O8 U2 1.771(2) . ? O9 C14 1.263(4) 3_765 ? O9 U2 2.456(2) . ? O11 U2 2.358(2) . ? O12 U2 2.335(2) . ? U1 O5 2.338(2) 2_655 ? U2 O10 2.387(2) . ? 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 N1 C1 C2 123.0(3) . . ? N1 C1 C6 113.5(3) . . ? C2 C1 C6 123.5(3) . . ? C1 C2 C3 117.1(3) . . ? C4 C3 C2 120.6(3) . . ? C4 C3 Cl1 120.7(3) . . ? C2 C3 Cl1 118.7(3) . . ? C5 C4 C3 117.5(3) . . ? N1 C5 C4 122.8(3) . . ? N1 C5 C7 112.9(3) . . ? C4 C5 C7 124.3(3) . . ? O11 C6 O3 126.4(3) . . ? O11 C6 C1 117.6(3) . . ? O3 C6 C1 116.0(3) . . ? O5 C7 O4 125.9(3) . . ? O5 C7 C5 117.5(3) . . ? O4 C7 C5 116.6(3) . . ? N2 C8 C9 122.6(3) . . ? N2 C8 C14 113.1(3) . 3_765 ? C9 C8 C14 124.2(3) . 3_765 ? C10 C9 C8 117.0(3) . . ? C11 C10 C9 120.6(3) . . ? C11 C10 Cl2 118.5(3) . . ? C9 C10 Cl2 121.0(3) . . ? C12 C11 C10 118.0(3) . . ? N2 C12 C11 122.5(3) . . ? N2 C12 C13 114.4(3) . . ? C11 C12 C13 123.1(3) . . ? O13 C13 O12 126.0(3) . . ? O13 C13 C12 120.2(3) . . ? O12 C13 C12 113.7(3) . . ? O6 C14 O9 126.2(3) . 3_765 ? O6 C14 C8 117.7(3) . 3_765 ? O9 C14 C8 116.1(3) 3_765 3_765 ? C1 N1 C5 118.9(3) . . ? C1 N1 U1 120.1(2) . . ? C5 N1 U1 121.0(2) . . ? C12 N2 C8 119.3(3) . . ? C12 N2 U2 118.5(2) . . ? C8 N2 U2 121.4(2) . . ? C6 O3 U1 127.2(2) . . ? C7 O4 U1 126.4(2) . . ? C7 O5 U1 146.2(2) . 2_645 ? C14 O6 U1 155.7(2) . . ? C14 O9 U2 125.6(2) 3_765 . ? C6 O11 U2 144.4(2) . . ? C13 O12 U2 127.7(2) . . ? O2 U1 O1 179.10(11) . . ? O2 U1 O5 91.21(10) . 2_655 ? O1 U1 O5 89.67(10) . 2_655 ? O2 U1 O6 90.04(10) . . ? O1 U1 O6 89.90(10) . . ? O5 U1 O6 82.76(8) 2_655 . ? O2 U1 O3 89.53(10) . . ? O1 U1 O3 89.58(10) . . ? O5 U1 O3 159.81(8) 2_655 . ? O6 U1 O3 77.07(8) . . ? O2 U1 O4 90.57(10) . . ? O1 U1 O4 89.85(10) . . ? O5 U1 O4 74.04(8) 2_655 . ? O6 U1 O4 156.80(8) . . ? O3 U1 O4 126.13(8) . . ? O2 U1 N1 89.90(10) . . ? O1 U1 N1 89.59(10) . . ? O5 U1 N1 136.95(8) 2_655 . ? O6 U1 N1 140.29(8) . . ? O3 U1 N1 63.22(8) . . ? O4 U1 N1 62.91(8) . . ? O7 U2 O8 176.35(11) . . ? O7 U2 O12 91.86(10) . . ? O8 U2 O12 89.28(10) . . ? O7 U2 O11 88.25(10) . . ? O8 U2 O11 95.40(10) . . ? O12 U2 O11 73.79(8) . . ? O7 U2 O10 97.22(10) . . ? O8 U2 O10 83.48(10) . . ? O12 U2 O10 149.56(8) . . ? O11 U2 O10 77.50(8) . . ? O7 U2 O9 85.61(10) . . ? O8 U2 O9 90.92(10) . . ? O12 U2 O9 126.27(8) . . ? O11 U2 O9 159.14(8) . . ? O10 U2 O9 83.52(8) . . ? O7 U2 N2 94.69(10) . . ? O8 U2 N2 82.70(10) . . ? O12 U2 N2 63.95(8) . . ? O11 U2 N2 137.70(8) . . ? O10 U2 N2 143.20(9) . . ? O9 U2 N2 62.81(8) . . ? _diffrn_measured_fraction_theta_max 0.930 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.477 _refine_diff_density_min -2.085 _refine_diff_density_rms 0.190 _database_code_depnum_ccdc_archive 'CCDC 956707' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_Compound8 _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H8 Cl4 N4 Na2 O24 U3' _chemical_melting_point ? _exptl_crystal_description plates _exptl_crystal_colour yellow _diffrn_ambient_temperature 100(2) _chemical_formula_weight 1686.25 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' 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' Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_int_tables_number 15 _chemical_absolute_configuration ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 28.157(6) _cell_length_b 10.174(2) _cell_length_c 13.230(3) _cell_angle_alpha 90.00 _cell_angle_beta 91.302(3) _cell_angle_gamma 90.00 _cell_volume 3789.0(14) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 20653 _cell_measurement_theta_min 5.235 _cell_measurement_theta_max 59.319 _exptl_crystal_size_max 0.02 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.956 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3048 _exptl_absorpt_coefficient_mu 13.199 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.4675 _exptl_absorpt_correction_T_max 0.7460 _exptl_absorpt_process_details 'SADABS, G Sheldrick (1999)' _exptl_special_details ; ? ; _diffrn_radiation_probe ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEXII CCD' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20046 _diffrn_reflns_av_R_equivalents 0.0490 _diffrn_reflns_av_sigmaI/netI 0.0466 _diffrn_reflns_limit_h_min -39 _diffrn_reflns_limit_h_max 37 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.45 _diffrn_reflns_theta_max 30.21 _reflns_number_total 5640 _reflns_number_gt 4202 _reflns_threshold_expression >2\s(I) _computing_data_collection 'SMART V5.05 (Bruker-AXS)' _computing_cell_refinement 'SAINT (Bruker-AXS)' _computing_data_reduction 'SAINT (Bruker-AXS)' _computing_structure_solution 'SHELXS-97, G. Sheldrick (1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'WINGX (Farrugia, 1998)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(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^)+(0.0407P)^2^+55.5340P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5222 _refine_ls_number_parameters 311 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0467 _refine_ls_R_factor_gt 0.0312 _refine_ls_wR_factor_ref 0.0759 _refine_ls_wR_factor_gt 0.0678 _refine_ls_goodness_of_fit_ref 0.831 _refine_ls_restrained_S_all 0.831 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.4091(2) 0.4741(5) 0.1803(5) 0.0261(12) Uani 1 1 d . . . C2 C 0.3765(2) 0.4256(5) 0.2476(4) 0.0260(13) Uani 1 1 d . . . C3 C 0.3821(2) 0.2955(5) 0.2779(4) 0.0237(12) Uani 1 1 d . . . C4 C 0.4182(2) 0.2198(6) 0.2394(5) 0.0269(12) Uani 1 1 d . . . C5 C 0.4474(2) 0.2760(5) 0.1688(5) 0.0272(13) Uani 1 1 d . . . C6 C 0.4850(2) 0.2017(6) 0.1136(6) 0.0359(16) Uani 1 1 d . . . C7 C 0.4083(2) 0.6139(5) 0.1430(5) 0.0282(13) Uani 1 1 d . . . C8 C 0.6483(2) -0.1366(5) -0.0396(4) 0.0233(12) Uani 1 1 d . . . C9 C 0.6491(2) -0.2611(5) 0.0017(4) 0.0229(11) Uani 1 1 d . . . C10 C 0.6840(2) -0.3476(5) -0.0300(4) 0.0240(12) Uani 1 1 d . . . C11 C 0.7177(2) -0.3073(5) -0.0981(4) 0.0228(12) Uani 1 1 d . . . C12 C 0.2852(2) 1.1795(5) 0.1338(4) 0.0209(11) Uani 1 1 d . . . C13 C 0.2510(2) 1.1216(5) 0.2071(4) 0.0228(12) Uani 1 1 d . . . C14 C 0.6094(2) -0.0384(6) -0.0219(5) 0.0285(13) Uani 1 1 d . . . N1 N 0.44385(17) 0.4022(5) 0.1400(4) 0.0272(11) Uani 1 1 d . . . N2 N 0.31925(18) 1.0954(4) 0.1054(3) 0.0206(9) Uani 1 1 d . . . O1 O 0.54338(16) 0.5432(4) 0.0919(4) 0.0382(12) Uani 1 1 d . . . O2 O 0.44138(17) 0.6456(4) 0.0863(4) 0.0336(10) Uani 1 1 d . . . O3 O 0.50680(15) 0.2712(4) 0.0485(4) 0.0417(13) Uani 1 1 d . . . O4 O 0.37574(18) 0.6862(4) 0.1732(4) 0.0376(11) Uani 1 1 d . . . O5 O 0.49156(15) 0.0845(4) 0.1313(4) 0.0387(12) Uani 1 1 d . . . O6 O 0.29210(17) 0.8160(4) 0.0612(3) 0.0286(9) Uani 1 1 d . . . O7 O 0.35172(18) 0.9150(4) 0.2866(3) 0.0321(10) Uani 1 1 d . . . O8 O 0.25681(17) 1.0015(4) 0.2274(3) 0.0268(9) Uani 1 1 d . . . O9 O 0.28085(17) 0.6943(4) 0.2597(3) 0.0299(10) Uani 1 1 d . . . O10 O 0.61252(15) 0.0664(4) -0.0764(3) 0.0267(9) Uani 1 1 d . . . O11 O 0.57739(19) -0.0642(5) 0.0358(4) 0.0457(14) Uani 1 1 d . . . Na1 Na 0.52939(13) 0.1275(3) -0.0831(4) 0.0817(15) Uani 1 1 d . . . Cl1 Cl 0.34334(6) 0.22824(13) 0.36299(10) 0.0304(3) Uani 1 1 d . . . Cl2 Cl 0.68541(6) -0.50684(13) 0.01402(10) 0.0300(3) Uani 1 1 d . . . U1 U 0.5000 0.5000 0.0000 0.02414(8) Uani 1 2 d S . . U2 U 0.322869(8) 0.862367(18) 0.173241(14) 0.02105(7) Uani 1 1 d . . . OW1 O 0.4638(5) 0.1669(12) -0.2106(8) 0.170(6) Uani 1 1 d . . . H1 H 0.351(2) 0.481(5) 0.270(4) 0.007(13) Uiso 1 1 d . . . H2 H 0.424(3) 0.136(8) 0.256(6) 0.05(2) Uiso 1 1 d . . . H3 H 0.627(3) -0.287(8) 0.041(6) 0.05(2) Uiso 1 1 d . . . H4 H 0.741(2) -0.362(6) -0.120(5) 0.026(18) Uiso 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 C1 0.032(3) 0.013(3) 0.033(3) 0.005(2) -0.001(3) 0.004(2) C2 0.048(4) 0.010(2) 0.020(3) 0.002(2) -0.001(3) 0.006(2) C3 0.039(3) 0.013(3) 0.018(3) 0.004(2) -0.005(2) -0.001(2) C4 0.028(3) 0.015(3) 0.037(3) 0.008(2) -0.007(2) -0.001(2) C5 0.024(3) 0.007(2) 0.050(4) 0.010(2) -0.006(3) 0.000(2) C6 0.018(3) 0.016(3) 0.074(5) 0.011(3) 0.000(3) 0.001(2) C7 0.040(4) 0.014(3) 0.030(3) 0.006(2) -0.002(3) -0.001(2) C8 0.038(3) 0.017(3) 0.016(2) 0.003(2) 0.001(2) 0.001(2) C9 0.036(3) 0.016(3) 0.017(2) 0.006(2) 0.002(2) 0.001(2) C10 0.051(4) 0.008(2) 0.013(2) 0.0041(18) 0.000(2) 0.001(2) C11 0.040(3) 0.016(3) 0.012(2) -0.0014(19) -0.001(2) 0.009(2) C12 0.036(3) 0.013(2) 0.014(2) -0.0021(18) 0.002(2) 0.000(2) C13 0.041(3) 0.014(2) 0.013(2) -0.0026(19) 0.004(2) 0.001(2) C14 0.038(4) 0.019(3) 0.029(3) 0.009(2) 0.000(3) 0.004(2) N1 0.022(2) 0.011(2) 0.048(3) 0.007(2) -0.004(2) -0.0004(18) N2 0.035(3) 0.011(2) 0.016(2) -0.0014(16) -0.0017(19) 0.0007(19) O1 0.026(2) 0.016(2) 0.072(3) 0.001(2) -0.014(2) 0.0018(17) O2 0.038(3) 0.0082(18) 0.055(3) 0.0080(18) 0.010(2) 0.0008(17) O3 0.025(2) 0.0133(19) 0.088(4) 0.015(2) 0.013(2) 0.0017(17) O4 0.053(3) 0.017(2) 0.043(3) 0.0098(19) 0.017(2) 0.011(2) O5 0.024(2) 0.0119(19) 0.080(4) 0.016(2) 0.004(2) 0.0027(17) O6 0.048(3) 0.0183(19) 0.020(2) -0.0040(16) 0.0013(18) 0.0021(18) O7 0.056(3) 0.0148(19) 0.025(2) 0.0024(16) -0.004(2) 0.0035(19) O8 0.048(3) 0.0115(18) 0.021(2) 0.0041(14) 0.0088(18) 0.0008(17) O9 0.054(3) 0.0125(18) 0.023(2) 0.0029(15) 0.0131(19) -0.0041(18) O10 0.036(2) 0.0125(19) 0.032(2) 0.0081(16) 0.0060(18) 0.0036(16) O11 0.051(3) 0.032(3) 0.056(3) 0.026(2) 0.025(3) 0.018(2) Na1 0.053(2) 0.0126(14) 0.179(5) -0.0134(19) -0.017(2) 0.0025(13) Cl1 0.0612(10) 0.0118(6) 0.0185(6) 0.0023(5) 0.0048(6) -0.0014(6) Cl2 0.0584(10) 0.0123(6) 0.0195(6) 0.0056(5) 0.0038(6) 0.0047(6) U1 0.01232(13) 0.00809(12) 0.0517(2) 0.00729(12) -0.00559(12) -0.00179(10) U2 0.04031(14) 0.00869(9) 0.01431(10) 0.00166(7) 0.00416(8) 0.00204(8) OW1 0.213(13) 0.172(11) 0.122(9) 0.075(8) -0.059(8) -0.111(10) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 N1 1.342(8) . ? C1 C2 1.383(9) . ? C1 C7 1.506(7) . ? C2 C3 1.391(7) . ? C3 C4 1.381(9) . ? C3 Cl1 1.726(6) . ? C4 C5 1.383(8) . ? C5 N1 1.343(7) . ? C5 C6 1.503(9) . ? C6 O5 1.228(7) . ? C6 O3 1.281(8) . ? C6 Na1 3.008(9) . ? C7 O2 1.250(8) . ? C7 O4 1.249(8) . ? C8 N2 1.343(7) 5_665 ? C8 C9 1.380(7) . ? C8 C14 1.505(8) . ? C9 C10 1.392(8) . ? C10 C11 1.385(8) . ? C10 Cl2 1.721(5) . ? C11 C12 1.386(7) 5_665 ? C12 N2 1.344(7) . ? C12 C11 1.386(7) 5_665 ? C12 C13 1.504(8) . ? C13 O9 1.248(7) 4 ? C13 O8 1.261(6) . ? C14 O11 1.223(8) . ? C14 O10 1.291(7) . ? C14 Na1 2.914(7) . ? N1 U1 2.655(5) . ? N2 C8 1.343(7) 5_665 ? N2 U2 2.536(4) . ? O1 U1 1.760(5) . ? O2 Na1 2.451(5) 5_665 ? O2 U1 2.512(4) . ? O3 Na1 2.371(7) . ? O3 U1 2.422(4) . ? O4 U2 2.330(4) . ? O5 Na1 2.322(5) 5_655 ? O6 U2 1.765(4) . ? O7 U2 1.772(4) . ? O8 U2 2.457(4) . ? O9 C13 1.248(7) 4_545 ? O9 U2 2.387(4) . ? O10 U2 2.362(4) 5_665 ? O10 Na1 2.421(6) . ? O11 Na1 2.829(6) . ? Na1 O5 2.322(5) 5_655 ? Na1 O2 2.451(5) 5_665 ? Na1 OW1 2.505(12) . ? Na1 OW1 2.770(13) 2_654 ? Na1 Na1 3.804(9) 5_655 ? Na1 U1 4.036(3) . ? U1 O1 1.760(5) 5_665 ? U1 O3 2.422(4) 5_665 ? U1 O2 2.512(4) 5_665 ? U1 N1 2.655(5) 5_665 ? U1 Na1 4.036(3) 5_665 ? U2 O10 2.362(4) 5_665 ? OW1 Na1 2.770(13) 2_654 ? 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 N1 C1 C2 124.2(5) . . ? N1 C1 C7 112.9(5) . . ? C2 C1 C7 122.9(5) . . ? C1 C2 C3 117.0(6) . . ? C4 C3 C2 120.2(6) . . ? C4 C3 Cl1 120.0(4) . . ? C2 C3 Cl1 119.8(5) . . ? C3 C4 C5 118.3(5) . . ? N1 C5 C4 123.0(6) . . ? N1 C5 C6 113.1(5) . . ? C4 C5 C6 123.9(5) . . ? O5 C6 O3 126.3(6) . . ? O5 C6 C5 120.0(6) . . ? O3 C6 C5 113.7(5) . . ? O5 C6 Na1 81.8(4) . . ? O3 C6 Na1 48.9(4) . . ? C5 C6 Na1 149.0(5) . . ? O2 C7 O4 127.0(5) . . ? O2 C7 C1 115.8(5) . . ? O4 C7 C1 117.1(6) . . ? N2 C8 C9 122.6(5) 5_665 . ? N2 C8 C14 113.7(5) 5_665 . ? C9 C8 C14 123.6(5) . . ? C8 C9 C10 117.7(5) . . ? C9 C10 C11 120.6(5) . . ? C9 C10 Cl2 120.3(4) . . ? C11 C10 Cl2 119.2(4) . . ? C12 C11 C10 117.6(5) 5_665 . ? N2 C12 C11 122.7(5) . 5_665 ? N2 C12 C13 113.8(5) . . ? C11 C12 C13 123.6(5) 5_665 . ? O9 C13 O8 126.1(5) 4 . ? O9 C13 C12 118.1(5) 4 . ? O8 C13 C12 115.7(5) . . ? O11 C14 O10 125.9(6) . . ? O11 C14 C8 120.3(5) . . ? O10 C14 C8 113.7(5) . . ? O11 C14 Na1 73.8(4) . . ? O10 C14 Na1 55.2(3) . . ? C8 C14 Na1 154.4(4) . . ? C5 N1 C1 117.3(5) . . ? C5 N1 U1 120.9(4) . . ? C1 N1 U1 121.6(4) . . ? C12 N2 C8 118.8(5) . 5_665 ? C12 N2 U2 121.3(4) . . ? C8 N2 U2 119.9(4) 5_665 . ? C7 O2 Na1 120.5(4) . 5_665 ? C7 O2 U1 128.8(4) . . ? Na1 O2 U1 108.8(2) 5_665 . ? C6 O3 Na1 107.1(4) . . ? C6 O3 U1 132.2(4) . . ? Na1 O3 U1 114.8(2) . . ? C7 O4 U2 158.0(4) . . ? C6 O5 Na1 144.4(5) . 5_655 ? C13 O8 U2 126.3(4) . . ? C13 O9 U2 163.8(4) 4_545 . ? C14 O10 U2 128.2(4) . 5_665 ? C14 O10 Na1 98.9(4) . . ? U2 O10 Na1 131.1(2) 5_665 . ? C14 O11 Na1 81.6(4) . . ? O5 Na1 O3 134.7(3) 5_655 . ? O5 Na1 O10 90.62(18) 5_655 . ? O3 Na1 O10 114.0(2) . . ? O5 Na1 O2 162.4(3) 5_655 5_665 ? O3 Na1 O2 61.86(17) . 5_665 ? O10 Na1 O2 85.28(18) . 5_665 ? O5 Na1 OW1 77.6(3) 5_655 . ? O3 Na1 OW1 101.0(4) . . ? O10 Na1 OW1 139.7(4) . . ? O2 Na1 OW1 94.6(3) 5_665 . ? O5 Na1 O11 68.13(19) 5_655 . ? O3 Na1 O11 98.6(2) . . ? O10 Na1 O11 49.74(15) . . ? O2 Na1 O11 120.2(2) 5_665 . ? OW1 Na1 O11 145.1(3) . . ? O5 Na1 C14 74.22(18) 5_655 . ? O3 Na1 C14 111.8(2) . . ? O10 Na1 C14 25.96(15) . . ? O2 Na1 C14 107.0(2) 5_665 . ? OW1 Na1 C14 146.4(4) . . ? O11 Na1 C14 24.52(15) . . ? O5 Na1 OW1 83.5(3) 5_655 2_654 ? O3 Na1 OW1 131.3(3) . 2_654 ? O10 Na1 OW1 89.1(3) . 2_654 ? O2 Na1 OW1 79.4(3) 5_665 2_654 ? OW1 Na1 OW1 51.6(5) . 2_654 ? O11 Na1 OW1 127.2(3) . 2_654 ? C14 Na1 OW1 106.7(3) . 2_654 ? O5 Na1 C6 111.3(2) 5_655 . ? O3 Na1 C6 24.02(16) . . ? O10 Na1 C6 117.0(2) . . ? O2 Na1 C6 85.7(2) 5_665 . ? OW1 Na1 C6 103.2(4) . . ? O11 Na1 C6 84.0(2) . . ? C14 Na1 C6 103.8(2) . . ? OW1 Na1 C6 148.8(3) 2_654 . ? O5 Na1 Na1 54.12(15) 5_655 5_655 ? O3 Na1 Na1 82.5(2) . 5_655 ? O10 Na1 Na1 103.70(18) . 5_655 ? O2 Na1 Na1 143.4(3) 5_665 5_655 ? OW1 Na1 Na1 100.1(3) . 5_655 ? O11 Na1 Na1 54.36(14) . 5_655 ? C14 Na1 Na1 77.77(17) . 5_655 ? OW1 Na1 Na1 135.1(3) 2_654 5_655 ? C6 Na1 Na1 58.44(18) . 5_655 ? O5 Na1 U1 153.46(18) 5_655 . ? O3 Na1 U1 33.01(12) . . ? O10 Na1 U1 115.79(14) . . ? O2 Na1 U1 36.08(12) 5_665 . ? OW1 Na1 U1 83.1(3) . . ? O11 Na1 U1 126.45(19) . . ? C14 Na1 U1 129.06(18) . . ? OW1 Na1 U1 98.7(2) 2_654 . ? C6 Na1 U1 55.75(13) . . ? Na1 Na1 U1 112.87(18) 5_655 . ? O1 U1 O1 180.0(2) . 5_665 ? O1 U1 O3 90.42(19) . . ? O1 U1 O3 89.58(19) 5_665 . ? O1 U1 O3 89.58(19) . 5_665 ? O1 U1 O3 90.42(19) 5_665 5_665 ? O3 U1 O3 180.0 . 5_665 ? O1 U1 O2 89.51(19) . . ? O1 U1 O2 90.49(19) 5_665 . ? O3 U1 O2 119.69(15) . . ? O3 U1 O2 60.31(15) 5_665 . ? O1 U1 O2 90.49(19) . 5_665 ? O1 U1 O2 89.51(19) 5_665 5_665 ? O3 U1 O2 60.31(15) . 5_665 ? O3 U1 O2 119.69(15) 5_665 5_665 ? O2 U1 O2 180.0(3) . 5_665 ? O1 U1 N1 88.5(2) . 5_665 ? O1 U1 N1 91.5(2) 5_665 5_665 ? O3 U1 N1 120.02(15) . 5_665 ? O3 U1 N1 59.98(15) 5_665 5_665 ? O2 U1 N1 120.27(14) . 5_665 ? O2 U1 N1 59.73(14) 5_665 5_665 ? O1 U1 N1 91.5(2) . . ? O1 U1 N1 88.5(2) 5_665 . ? O3 U1 N1 59.98(15) . . ? O3 U1 N1 120.02(15) 5_665 . ? O2 U1 N1 59.73(14) . . ? O2 U1 N1 120.27(14) 5_665 . ? N1 U1 N1 180.00(17) 5_665 . ? O1 U1 Na1 73.79(15) . 5_665 ? O1 U1 Na1 106.21(15) 5_665 5_665 ? O3 U1 Na1 147.77(15) . 5_665 ? O3 U1 Na1 32.23(15) 5_665 5_665 ? O2 U1 Na1 35.08(11) . 5_665 ? O2 U1 Na1 144.92(11) 5_665 5_665 ? N1 U1 Na1 88.12(13) 5_665 5_665 ? N1 U1 Na1 91.88(13) . 5_665 ? O1 U1 Na1 106.21(15) . . ? O1 U1 Na1 73.79(15) 5_665 . ? O3 U1 Na1 32.23(15) . . ? O3 U1 Na1 147.77(15) 5_665 . ? O2 U1 Na1 144.92(11) . . ? O2 U1 Na1 35.08(11) 5_665 . ? N1 U1 Na1 91.88(13) 5_665 . ? N1 U1 Na1 88.12(13) . . ? Na1 U1 Na1 180.00(15) 5_665 . ? O6 U2 O7 177.3(2) . . ? O6 U2 O4 95.47(19) . . ? O7 U2 O4 87.26(19) . . ? O6 U2 O10 89.76(18) . 5_665 ? O7 U2 O10 91.28(19) . 5_665 ? O4 U2 O10 74.67(14) . 5_665 ? O6 U2 O9 88.38(18) . . ? O7 U2 O9 91.93(18) . . ? O4 U2 O9 76.86(16) . . ? O10 U2 O9 151.15(14) 5_665 . ? O6 U2 O8 92.23(17) . . ? O7 U2 O8 85.09(18) . . ? O4 U2 O8 158.62(14) . . ? O10 U2 O8 125.38(13) 5_665 . ? O9 U2 O8 83.47(14) . . ? O6 U2 N2 86.43(17) . . ? O7 U2 N2 91.77(16) . . ? O4 U2 N2 137.68(16) . . ? O10 U2 N2 63.06(14) 5_665 . ? O9 U2 N2 145.40(16) . . ? O8 U2 N2 62.62(14) . . ? Na1 OW1 Na1 125.0(6) . 2_654 ? _diffrn_measured_fraction_theta_max 0.926 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.384 _refine_diff_density_min -1.877 _refine_diff_density_rms 0.192 #===END _database_code_depnum_ccdc_archive 'CCDC 956708'