#Supplementary Material (ESI) for Chemical Communications #This journal is (c) The Royal Society of Chemistry 2001 data_global _journal_coden_Cambridge 182 _journal_volume ? _journal_year ? _journal_page_first ? _audit_creation_method SHELXL-97 _publ_contact_author 'Warren J. Oldham' _publ_contact_author_address ; Nuclear Materials & Technology Division Los Alamos National Laboratory MS J514 Los Alamos New Mexico 87545 UNITED STATES OF AMERICA ; _publ_contact_author_email 'woldham@lanl.gov' loop_ _publ_author_name 'Oldham Jr.,Warren J. ' 'Susan M. Oldham' 'Brian L. Scott' 'Kent D. Abney' 'Wayne H. Smith' 'David A. Costa' _publ_requested_journal 'Chemical Communications' data_ccd434s _database_code_CSD 160347 _chemical_name_systematic ; trans-bis(1,3-dimesityl-imidazol-2-ylidine)dichlorodioxouranium(VI) ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C66 H96 Cl2 N4 O8 U' _chemical_formula_weight 1382.40 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' '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' _symmetry_cell_setting trigonal _symmetry_space_group_name_H-M 'R -3' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 29.330(1) _cell_length_b 29.330(1) _cell_length_c 18.879(1) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 14065(1) _cell_formula_units_Z 9 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'multifaceted block' _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.469 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 6390 _exptl_crystal_preparation 'crystallized from THF' _exptl_absorpt_coefficient_mu 2.74 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(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 P4/CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28962 _diffrn_reflns_av_R_equivalents 0.1008 _diffrn_reflns_av_sigmaI/netI 0.0715 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -34 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.34 _diffrn_reflns_theta_max 25.03 _reflns_number_total 5533 _reflns_number_gt 4529 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART 4.210 (Bruker, 1996)' _computing_cell_refinement 'SAINT 4.05 (Bruker, 1996)' _computing_data_reduction 'SAINT 4.05 (Bruker, 1996)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1985)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Three disordered, independent toluene solvent molecules (36 per unit cell) were eliminated from the refinement using SQUEEZE/PLATON [Spek, A.L. (1990), Acta Cryst. A46, C-34]. ; _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^)+(0.0650P)^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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5533 _refine_ls_number_parameters 232 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0848 _refine_ls_R_factor_gt 0.0656 _refine_ls_wR_factor_ref 0.1374 _refine_ls_wR_factor_gt 0.1311 _refine_ls_goodness_of_fit_ref 1.147 _refine_ls_restrained_S_all 1.147 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group U1 U 0.0000 0.5000 0.0000 0.03504(15) Uani 1 2 d S . . Cl1 Cl 0.00144(9) 0.56254(8) -0.10270(11) 0.0664(6) Uani 1 1 d . . . N1 N 0.0811(2) 0.6114(2) 0.1127(3) 0.0374(13) Uani 1 1 d . . . N2 N 0.0027(2) 0.5982(2) 0.1186(3) 0.0381(13) Uani 1 1 d . . . O1 O 0.06598(17) 0.51958(18) -0.0196(3) 0.0475(12) Uani 1 1 d . . . C1 C 0.0317(3) 0.5785(3) 0.0897(4) 0.0411(17) Uani 1 1 d . . . C2 C 0.1268(2) 0.6062(2) 0.0977(4) 0.0350(16) Uani 1 1 d . . . C3 C 0.1561(3) 0.6289(3) 0.0368(4) 0.0434(18) Uani 1 1 d . . . C4 C 0.1992(3) 0.6226(3) 0.0244(4) 0.053(2) Uani 1 1 d . . . H4 H 0.2194 0.6376 -0.0159 0.063 Uiso 1 1 calc R . . C5 C 0.2132(3) 0.5946(3) 0.0704(4) 0.0484(19) Uani 1 1 d . . . C6 C 0.1832(3) 0.5734(3) 0.1310(4) 0.0495(19) Uani 1 1 d . . . H6 H 0.1926 0.5553 0.1630 0.059 Uiso 1 1 calc R . . C7 C 0.1395(3) 0.5786(3) 0.1450(3) 0.0410(17) Uani 1 1 d . . . C8 C 0.1404(3) 0.6589(3) -0.0149(4) 0.055(2) Uani 1 1 d . . . H8A H 0.1100 0.6594 0.0028 0.083 Uiso 1 1 calc R . . H8B H 0.1325 0.6418 -0.0603 0.083 Uiso 1 1 calc R . . H8C H 0.1690 0.6944 -0.0198 0.083 Uiso 1 1 calc R . . C9 C 0.2600(3) 0.5890(3) 0.0561(5) 0.079(3) Uani 1 1 d . . . H9A H 0.2759 0.6060 0.0121 0.118 Uiso 1 1 calc R . . H9B H 0.2494 0.5524 0.0531 0.118 Uiso 1 1 calc R . . H9C H 0.2851 0.6051 0.0938 0.118 Uiso 1 1 calc R . . C10 C 0.1076(3) 0.5546(3) 0.2107(4) 0.056(2) Uani 1 1 d . . . H10A H 0.1222 0.5368 0.2367 0.084 Uiso 1 1 calc R . . H10B H 0.0719 0.5298 0.1978 0.084 Uiso 1 1 calc R . . H10C H 0.1082 0.5818 0.2397 0.084 Uiso 1 1 calc R . . C11 C 0.0830(3) 0.6511(3) 0.1533(4) 0.051(2) Uani 1 1 d . . . H11 H 0.1128 0.6786 0.1741 0.061 Uiso 1 1 calc R . . C12 C 0.0338(3) 0.6424(3) 0.1571(4) 0.051(2) Uani 1 1 d . . . H12 H 0.0228 0.6627 0.1815 0.061 Uiso 1 1 calc R . . C13 C -0.0533(3) 0.5747(3) 0.1151(4) 0.052(2) Uani 1 1 d . . . C14 C -0.0841(3) 0.5328(3) 0.1604(4) 0.060(2) Uani 1 1 d . . . C15 C -0.1386(3) 0.5103(4) 0.1568(6) 0.081(3) Uani 1 1 d . . . H15 H -0.1599 0.4826 0.1869 0.097 Uiso 1 1 calc R . . C16 C -0.1609(4) 0.5288(5) 0.1091(8) 0.099(4) Uani 1 1 d . . . C17 C -0.1304(4) 0.5703(5) 0.0672(6) 0.091(4) Uani 1 1 d . . . H17 H -0.1466 0.5833 0.0374 0.109 Uiso 1 1 calc R . . C18 C -0.0751(4) 0.5949(4) 0.0670(5) 0.066(2) Uani 1 1 d . . . C19 C -0.0596(4) 0.5126(4) 0.2103(5) 0.077(3) Uani 1 1 d . . . H19A H -0.0220 0.5328 0.2055 0.115 Uiso 1 1 calc R . . H19B H -0.0715 0.4763 0.1999 0.115 Uiso 1 1 calc R . . H19C H -0.0693 0.5156 0.2579 0.115 Uiso 1 1 calc R . . C20 C -0.2207(4) 0.5074(6) 0.1061(9) 0.186(8) Uani 1 1 d . . . H20A H -0.2382 0.4780 0.1378 0.279 Uiso 1 1 calc R . . H20B H -0.2331 0.4962 0.0587 0.279 Uiso 1 1 calc R . . H20C H -0.2280 0.5345 0.1200 0.279 Uiso 1 1 calc R . . C21 C -0.0393(5) 0.6415(4) 0.0187(5) 0.100(4) Uani 1 1 d . . . H21A H -0.0606 0.6500 -0.0109 0.149 Uiso 1 1 calc R . . H21B H -0.0185 0.6321 -0.0104 0.149 Uiso 1 1 calc R . . H21C H -0.0166 0.6714 0.0473 0.149 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 U1 0.0324(2) 0.0334(2) 0.0410(2) -0.00984(16) -0.00849(16) 0.01770(18) Cl1 0.0798(16) 0.0627(14) 0.0642(14) 0.0032(11) -0.0139(11) 0.0413(12) N1 0.037(3) 0.035(3) 0.036(3) -0.006(3) -0.006(3) 0.015(3) N2 0.037(3) 0.037(3) 0.043(3) -0.004(3) -0.005(3) 0.021(3) O1 0.035(3) 0.052(3) 0.058(3) -0.020(2) -0.007(2) 0.024(2) C1 0.046(4) 0.034(4) 0.043(4) 0.001(3) 0.000(3) 0.020(4) C2 0.022(3) 0.024(3) 0.053(4) -0.004(3) -0.005(3) 0.007(3) C3 0.033(4) 0.032(4) 0.057(5) -0.001(3) -0.010(4) 0.011(3) C4 0.037(4) 0.039(4) 0.061(5) 0.003(4) 0.008(4) 0.004(4) C5 0.034(4) 0.037(4) 0.073(6) 0.002(4) -0.002(4) 0.017(4) C6 0.044(5) 0.035(4) 0.068(5) 0.008(4) 0.003(4) 0.019(4) C7 0.040(4) 0.036(4) 0.037(4) -0.007(3) -0.010(3) 0.013(3) C8 0.049(5) 0.058(5) 0.057(5) 0.010(4) 0.000(4) 0.024(4) C9 0.056(6) 0.069(6) 0.116(8) 0.000(6) 0.015(5) 0.035(5) C10 0.054(5) 0.055(5) 0.050(5) 0.008(4) -0.007(4) 0.021(4) C11 0.055(5) 0.032(4) 0.057(5) -0.016(3) -0.005(4) 0.015(4) C12 0.052(5) 0.058(5) 0.049(5) -0.026(4) -0.011(4) 0.032(4) C13 0.056(5) 0.060(5) 0.053(5) -0.020(4) -0.005(4) 0.039(5) C14 0.058(6) 0.067(6) 0.059(5) -0.021(5) 0.003(4) 0.034(5) C15 0.039(5) 0.078(7) 0.114(8) -0.028(6) 0.002(5) 0.021(5) C16 0.036(6) 0.105(9) 0.146(12) -0.068(8) -0.016(7) 0.029(6) C17 0.076(8) 0.125(10) 0.111(9) -0.052(8) -0.040(7) 0.079(8) C18 0.076(7) 0.085(7) 0.061(6) -0.021(5) -0.015(5) 0.057(6) C19 0.073(6) 0.072(6) 0.078(7) 0.009(5) 0.027(5) 0.031(5) C20 0.050(7) 0.240(18) 0.275(19) -0.130(15) -0.053(9) 0.078(10) C21 0.144(10) 0.138(10) 0.070(7) 0.005(7) -0.014(7) 0.111(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag U1 O1 1.761(4) 10_565 ? U1 O1 1.761(4) . ? U1 C1 2.626(7) . ? U1 C1 2.626(7) 10_565 ? U1 Cl1 2.655(2) 10_565 ? U1 Cl1 2.655(2) . ? N1 C1 1.350(8) . ? N1 C11 1.370(8) . ? N1 C2 1.451(8) . ? N2 C1 1.357(8) . ? N2 C12 1.363(8) . ? N2 C13 1.431(9) . ? C2 C7 1.376(9) . ? C2 C3 1.389(9) . ? C3 C4 1.388(10) . ? C3 C8 1.531(9) . ? C4 C5 1.388(10) . ? C5 C6 1.387(10) . ? C5 C9 1.488(10) . ? C6 C7 1.390(9) . ? C7 C10 1.501(9) . ? C11 C12 1.338(10) . ? C13 C14 1.397(11) . ? C13 C18 1.400(11) . ? C14 C15 1.391(11) . ? C14 C19 1.476(12) . ? C15 C16 1.376(16) . ? C16 C17 1.348(15) . ? C16 C20 1.539(13) . ? C17 C18 1.409(13) . ? C18 C21 1.537(13) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 U1 O1 180.0(3) 10_565 . ? O1 U1 C1 90.0(2) 10_565 . ? O1 U1 C1 90.0(2) . . ? O1 U1 C1 90.0(2) 10_565 10_565 ? O1 U1 C1 90.0(2) . 10_565 ? C1 U1 C1 180.0 . 10_565 ? O1 U1 Cl1 89.20(17) 10_565 10_565 ? O1 U1 Cl1 90.80(17) . 10_565 ? C1 U1 Cl1 90.63(15) . 10_565 ? C1 U1 Cl1 89.37(15) 10_565 10_565 ? O1 U1 Cl1 90.80(17) 10_565 . ? O1 U1 Cl1 89.20(17) . . ? C1 U1 Cl1 89.37(15) . . ? C1 U1 Cl1 90.63(15) 10_565 . ? Cl1 U1 Cl1 180.00(10) 10_565 . ? C1 N1 C11 111.2(6) . . ? C1 N1 C2 125.4(6) . . ? C11 N1 C2 123.4(6) . . ? C1 N2 C12 110.8(6) . . ? C1 N2 C13 126.1(6) . . ? C12 N2 C13 122.9(6) . . ? N1 C1 N2 104.1(6) . . ? N1 C1 U1 128.1(5) . . ? N2 C1 U1 127.6(5) . . ? C7 C2 C3 122.3(6) . . ? C7 C2 N1 118.1(6) . . ? C3 C2 N1 119.5(6) . . ? C4 C3 C2 117.5(6) . . ? C4 C3 C8 121.6(7) . . ? C2 C3 C8 120.9(6) . . ? C3 C4 C5 122.1(7) . . ? C6 C5 C4 118.3(7) . . ? C6 C5 C9 120.8(7) . . ? C4 C5 C9 120.8(7) . . ? C5 C6 C7 121.3(7) . . ? C2 C7 C6 118.5(7) . . ? C2 C7 C10 121.6(7) . . ? C6 C7 C10 119.9(7) . . ? C12 C11 N1 106.6(6) . . ? C11 C12 N2 107.3(6) . . ? C14 C13 C18 122.6(8) . . ? C14 C13 N2 118.5(7) . . ? C18 C13 N2 118.9(8) . . ? C15 C14 C13 118.2(9) . . ? C15 C14 C19 121.0(9) . . ? C13 C14 C19 120.9(8) . . ? C16 C15 C14 120.3(10) . . ? C17 C16 C15 120.6(9) . . ? C17 C16 C20 116.9(14) . . ? C15 C16 C20 122.2(14) . . ? C16 C17 C18 122.5(10) . . ? C13 C18 C17 115.7(9) . . ? C13 C18 C21 120.5(8) . . ? C17 C18 C21 123.8(9) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.887 _refine_diff_density_min -5.648 _refine_diff_density_rms 0.127 data_ccd430s _database_code_CSD 160348 _chemical_name_systematic ; trans-bis(1,3-dimesityl-4,5-dichloro-imidazol-2-ylidine)dichlorodioxouranium(VI) ; _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H60 Cl6 N4 O4 U' _chemical_formula_weight 1231.75 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' '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' _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 10.5163(5) _cell_length_b 17.3511(8) _cell_length_c 13.6466(6) _cell_angle_alpha 90.00 _cell_angle_beta 95.162(1) _cell_angle_gamma 90.00 _cell_volume 2480.0(2) _cell_formula_units_Z 2 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'multifaceted block' _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.650 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1228 _exptl_crystal_preparation 'crystallized from THF' _exptl_absorpt_coefficient_mu 3.644 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6689 _exptl_absorpt_correction_T_max 0.7592 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(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 P4/CCD' _diffrn_measurement_method '\w and \p scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17638 _diffrn_reflns_av_R_equivalents 0.0405 _diffrn_reflns_av_sigmaI/netI 0.0502 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 28.45 _reflns_number_total 5583 _reflns_number_gt 4209 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART 4.210 (Bruker, 1996)' _computing_cell_refinement 'SAINT 4.05 (Bruker, 1996)' _computing_data_reduction 'SAINT 4.05 (Bruker, 1996)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1985)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. One disordered, independent THF solvent molecule (2 per unit cell) was eliminated from the refinement using SQUEEZE/PLATON [Spek, A.L. (1990), Acta Cryst. A46, C-34]. ; _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^)+(0.0341P)^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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5583 _refine_ls_number_parameters 250 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0732 _refine_ls_R_factor_gt 0.0456 _refine_ls_wR_factor_ref 0.0913 _refine_ls_wR_factor_gt 0.0855 _refine_ls_goodness_of_fit_ref 1.285 _refine_ls_restrained_S_all 1.285 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group U1 U 0.0000 0.0000 0.0000 0.02736(8) Uani 1 2 d S . . Cl1 Cl 0.32071(13) 0.18985(8) 0.33296(10) 0.0460(3) Uani 1 1 d . . . Cl2 Cl 0.11330(14) 0.07093(9) 0.45321(9) 0.0515(4) Uani 1 1 d . . . Cl3 Cl -0.17326(14) 0.11120(9) -0.01129(12) 0.0586(4) Uani 1 1 d . . . N1 N 0.1956(3) 0.1051(2) 0.1864(3) 0.0267(8) Uani 1 1 d . . . N2 N 0.0681(3) 0.0339(2) 0.2602(3) 0.0264(8) Uani 1 1 d . . . O1 O 0.1027(3) 0.0586(2) -0.0598(2) 0.0411(9) Uani 1 1 d . . . C1 C 0.1033(4) 0.0503(3) 0.1690(3) 0.0243(10) Uani 1 1 d . . . C2 C 0.2740(4) 0.1360(3) 0.1132(3) 0.0278(10) Uani 1 1 d . . . C3 C 0.3884(4) 0.0981(3) 0.0998(3) 0.0310(11) Uani 1 1 d . . . C4 C 0.4619(5) 0.1276(3) 0.0300(4) 0.0380(12) Uani 1 1 d . . . H4 H 0.5394 0.1041 0.0209 0.046 Uiso 1 1 calc R . . C5 C 0.4247(5) 0.1907(3) -0.0267(4) 0.0435(13) Uani 1 1 d . . . C6 C 0.3102(5) 0.2267(3) -0.0112(4) 0.0409(13) Uani 1 1 d . . . H6 H 0.2852 0.2700 -0.0483 0.049 Uiso 1 1 calc R . . C7 C 0.2321(4) 0.1998(3) 0.0582(3) 0.0319(11) Uani 1 1 d . . . C8 C 0.4284(5) 0.0266(3) 0.1577(4) 0.0443(14) Uani 1 1 d . . . H8A H 0.3653 0.0146 0.2020 0.066 Uiso 1 1 calc R . . H8B H 0.5091 0.0356 0.1945 0.066 Uiso 1 1 calc R . . H8C H 0.4360 -0.0157 0.1133 0.066 Uiso 1 1 calc R . . C9 C 0.5081(6) 0.2217(4) -0.1029(5) 0.071(2) Uani 1 1 d . . . H9A H 0.4674 0.2655 -0.1352 0.107 Uiso 1 1 calc R . . H9B H 0.5204 0.1823 -0.1505 0.107 Uiso 1 1 calc R . . H9C H 0.5894 0.2369 -0.0710 0.107 Uiso 1 1 calc R . . C10 C 0.1063(5) 0.2384(3) 0.0731(4) 0.0482(14) Uani 1 1 d . . . H10A H 0.0940 0.2816 0.0293 0.072 Uiso 1 1 calc R . . H10B H 0.1072 0.2559 0.1399 0.072 Uiso 1 1 calc R . . H10C H 0.0380 0.2022 0.0594 0.072 Uiso 1 1 calc R . . C11 C 0.2158(4) 0.1217(3) 0.2859(3) 0.0323(11) Uani 1 1 d . . . C12 C 0.1350(4) 0.0780(3) 0.3320(3) 0.0293(11) Uani 1 1 d . . . C13 C -0.0181(5) -0.0294(3) 0.2807(3) 0.0271(10) Uani 1 1 d . . . C14 C -0.1473(5) -0.0143(3) 0.2810(3) 0.0333(13) Uani 1 1 d . . . C15 C -0.2251(5) -0.0781(4) 0.2983(4) 0.0477(15) Uani 1 1 d . . . H15 H -0.3128 -0.0710 0.2973 0.057 Uiso 1 1 calc R . . C16 C -0.1754(6) -0.1508(3) 0.3166(4) 0.0446(14) Uani 1 1 d . . . C17 C -0.0464(6) -0.1612(3) 0.3161(4) 0.0451(14) Uani 1 1 d . . . H17 H -0.0125 -0.2101 0.3287 0.054 Uiso 1 1 calc R . . C18 C 0.0348(5) -0.1016(3) 0.2977(3) 0.0371(12) Uani 1 1 d . . . C19 C -0.2009(5) 0.0647(3) 0.2613(4) 0.0499(15) Uani 1 1 d . . . H19A H -0.2917 0.0635 0.2643 0.075 Uiso 1 1 calc R . . H19B H -0.1821 0.0812 0.1970 0.075 Uiso 1 1 calc R . . H19C H -0.1633 0.0999 0.3098 0.075 Uiso 1 1 calc R . . C20 C -0.2616(6) -0.2174(4) 0.3379(5) 0.074(2) Uani 1 1 d . . . H20A H -0.3484 -0.1998 0.3355 0.111 Uiso 1 1 calc R . . H20B H -0.2362 -0.2377 0.4022 0.111 Uiso 1 1 calc R . . H20C H -0.2549 -0.2571 0.2896 0.111 Uiso 1 1 calc R . . C21 C 0.1773(5) -0.1150(3) 0.2960(5) 0.0542(16) Uani 1 1 d . . . H21A H 0.2183 -0.0673 0.2821 0.081 Uiso 1 1 calc R . . H21B H 0.1918 -0.1520 0.2459 0.081 Uiso 1 1 calc R . . H21C H 0.2118 -0.1341 0.3588 0.081 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 U1 0.02752(12) 0.03138(15) 0.02304(12) -0.00401(14) 0.00147(8) -0.00294(14) Cl1 0.0483(7) 0.0485(9) 0.0406(7) -0.0130(6) 0.0016(6) -0.0211(7) Cl2 0.0684(9) 0.0640(10) 0.0228(6) -0.0060(6) 0.0086(6) -0.0195(8) Cl3 0.0510(8) 0.0528(10) 0.0696(10) -0.0143(8) -0.0070(7) 0.0196(7) N1 0.0253(18) 0.031(2) 0.0236(19) -0.0010(17) 0.0012(15) -0.0026(17) N2 0.029(2) 0.027(2) 0.0233(19) -0.0023(17) 0.0046(16) -0.0010(17) O1 0.045(2) 0.049(2) 0.0296(18) -0.0042(16) 0.0046(15) -0.0162(17) C1 0.025(2) 0.026(3) 0.023(2) -0.0006(19) 0.0023(17) 0.0018(19) C2 0.029(2) 0.028(3) 0.026(2) -0.005(2) 0.0034(18) -0.008(2) C3 0.026(2) 0.035(3) 0.032(3) -0.002(2) 0.0006(19) -0.002(2) C4 0.027(2) 0.049(4) 0.039(3) -0.008(3) 0.007(2) -0.002(2) C5 0.041(3) 0.055(4) 0.036(3) 0.002(3) 0.010(2) -0.013(3) C6 0.045(3) 0.032(3) 0.045(3) 0.012(2) 0.001(2) -0.010(2) C7 0.030(2) 0.028(3) 0.038(3) 0.001(2) -0.001(2) -0.006(2) C8 0.035(3) 0.046(3) 0.053(3) 0.003(3) 0.008(2) 0.013(2) C9 0.065(4) 0.088(5) 0.066(4) 0.021(4) 0.029(3) -0.015(4) C10 0.043(3) 0.030(3) 0.072(4) 0.007(3) 0.005(3) 0.004(3) C11 0.034(3) 0.032(3) 0.031(3) -0.008(2) 0.000(2) -0.004(2) C12 0.035(2) 0.031(3) 0.022(2) -0.003(2) 0.0034(19) 0.000(2) C13 0.037(3) 0.023(2) 0.022(2) 0.0016(19) 0.0044(19) -0.008(2) C14 0.037(2) 0.039(4) 0.025(2) 0.000(2) 0.0079(19) -0.007(2) C15 0.041(3) 0.072(5) 0.032(3) -0.003(3) 0.009(2) -0.022(3) C16 0.061(4) 0.042(4) 0.030(3) 0.004(2) 0.000(3) -0.022(3) C17 0.071(4) 0.028(3) 0.036(3) 0.004(2) 0.000(3) -0.008(3) C18 0.047(3) 0.036(3) 0.027(3) 0.004(2) -0.001(2) -0.006(2) C19 0.041(3) 0.049(4) 0.063(4) 0.002(3) 0.020(3) 0.001(3) C20 0.084(5) 0.063(5) 0.075(5) 0.005(4) 0.009(4) -0.037(4) C21 0.055(4) 0.041(4) 0.066(4) 0.009(3) 0.002(3) 0.008(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag U1 O1 1.739(3) 3 ? U1 O1 1.739(3) . ? U1 C1 2.609(4) . ? U1 C1 2.609(4) 3 ? U1 Cl3 2.6488(14) . ? U1 Cl3 2.6488(14) 3 ? Cl1 C11 1.703(5) . ? Cl2 C12 1.694(4) . ? N1 C1 1.365(5) . ? N1 C11 1.386(5) . ? N1 C2 1.455(5) . ? N2 C1 1.360(5) . ? N2 C12 1.384(6) . ? N2 C13 1.467(6) . ? C2 C7 1.386(6) . ? C2 C3 1.398(6) . ? C3 C4 1.378(7) . ? C3 C8 1.509(7) . ? C4 C5 1.378(7) . ? C5 C6 1.389(7) . ? C5 C9 1.518(7) . ? C6 C7 1.389(6) . ? C7 C10 1.513(7) . ? C11 C12 1.337(6) . ? C13 C18 1.383(7) . ? C13 C14 1.385(7) . ? C14 C15 1.410(7) . ? C14 C19 1.496(7) . ? C15 C16 1.379(8) . ? C16 C17 1.369(8) . ? C16 C20 1.514(7) . ? C17 C18 1.378(7) . ? C18 C21 1.518(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 U1 O1 180.0(3) 3 . ? O1 U1 C1 90.42(14) 3 . ? O1 U1 C1 89.58(14) . . ? O1 U1 C1 89.58(14) 3 3 ? O1 U1 C1 90.42(14) . 3 ? C1 U1 C1 180.00(19) . 3 ? O1 U1 Cl3 90.04(13) 3 . ? O1 U1 Cl3 89.97(13) . . ? C1 U1 Cl3 92.15(10) . . ? C1 U1 Cl3 87.85(10) 3 . ? O1 U1 Cl3 89.96(13) 3 3 ? O1 U1 Cl3 90.03(13) . 3 ? C1 U1 Cl3 87.85(10) . 3 ? C1 U1 Cl3 92.15(10) 3 3 ? Cl3 U1 Cl3 180.00(6) . 3 ? C1 N1 C11 111.0(4) . . ? C1 N1 C2 125.2(4) . . ? C11 N1 C2 123.4(4) . . ? C1 N2 C12 111.7(4) . . ? C1 N2 C13 123.7(4) . . ? C12 N2 C13 124.2(4) . . ? N2 C1 N1 103.5(4) . . ? N2 C1 U1 127.8(3) . . ? N1 C1 U1 128.3(3) . . ? C7 C2 C3 122.8(4) . . ? C7 C2 N1 119.6(4) . . ? C3 C2 N1 117.6(4) . . ? C4 C3 C2 117.2(5) . . ? C4 C3 C8 121.4(4) . . ? C2 C3 C8 121.4(4) . . ? C5 C4 C3 122.4(5) . . ? C4 C5 C6 118.5(5) . . ? C4 C5 C9 120.9(5) . . ? C6 C5 C9 120.5(5) . . ? C7 C6 C5 121.8(5) . . ? C2 C7 C6 117.3(4) . . ? C2 C7 C10 121.3(4) . . ? C6 C7 C10 121.4(5) . . ? C12 C11 N1 107.2(4) . . ? C12 C11 Cl1 129.4(4) . . ? N1 C11 Cl1 123.4(4) . . ? C11 C12 N2 106.5(4) . . ? C11 C12 Cl2 130.3(4) . . ? N2 C12 Cl2 123.1(4) . . ? C18 C13 C14 123.5(4) . . ? C18 C13 N2 117.7(4) . . ? C14 C13 N2 118.9(4) . . ? C13 C14 C15 115.8(5) . . ? C13 C14 C19 121.8(4) . . ? C15 C14 C19 122.4(5) . . ? C16 C15 C14 122.2(5) . . ? C17 C16 C15 118.6(5) . . ? C17 C16 C20 120.7(6) . . ? C15 C16 C20 120.6(6) . . ? C16 C17 C18 122.2(5) . . ? C17 C18 C13 117.6(5) . . ? C17 C18 C21 121.2(5) . . ? C13 C18 C21 121.2(5) . . ? _diffrn_measured_fraction_theta_max 0.893 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.978 _refine_diff_density_min -0.483 _refine_diff_density_rms 0.120