# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Dr Mary Neu' _publ_contact_author_address ; C-SIC, Chemistry Division Los Alamos National Laboratory Mail Stop J-514 Los Alamos New Mexico NM 87545 UNITED STATES OF AMERICA ; _publ_contact_author_email MNEU@LANL.GOV _publ_section_title ; Homoleptic uranium(III) imidodiphoshinochalcogenides including the first structurally characterised molecular trivalent actinide-Se bond ; loop_ _publ_author_name A.J.Gaunt B.L.Scott M.P.Neu data_ccd793 _database_code_depnum_ccdc_archive 'CCDC 264688' #Los Alamos LAUR 05-13-23 _audit_creation_method SHELXL-97 _chemical_name_systematic ; tris(iminobis(diphenylphosphinoselenido)-N, Se, Se')-uranium(iii) benzene solvate ; _chemical_name_common ; tris(iminobis(diphenylphosphinoselenido)-N, Se, Se')- uranium(iii) benzene solvate ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C78 H60 D6 N3 P6 Se6 U' _chemical_formula_weight 1948.99 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Se Se -0.0929 2.2259 '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 -3c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'y, x, -z+1/2' 'x-y, -y, -z+1/2' '-x, -x+y, -z+1/2' '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' 'y+2/3, x+1/3, -z+5/6' 'x-y+2/3, -y+1/3, -z+5/6' '-x+2/3, -x+y+1/3, -z+5/6' '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' 'y+1/3, x+2/3, -z+7/6' 'x-y+1/3, -y+2/3, -z+7/6' '-x+1/3, -x+y+2/3, -z+7/6' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-y, -x, z-1/2' '-x+y, y, z-1/2' 'x, x-y, z-1/2' '-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' '-y+2/3, -x+1/3, z-1/6' '-x+y+2/3, y+1/3, z-1/6' 'x+2/3, x-y+1/3, z-1/6' '-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' '-y+1/3, -x+2/3, z+1/6' '-x+y+1/3, y+2/3, z+1/6' 'x+1/3, x-y+2/3, z+1/6' _cell_length_a 15.1699(10) _cell_length_b 15.1699(10) _cell_length_c 56.846(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 11329.1(18) _cell_formula_units_Z 6 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description irregular _exptl_crystal_colour black _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.709 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5646 _exptl_crystal_preparation 'crystallized from benzene D6' _exptl_absorpt_coefficient_mu 5.212 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3231 _exptl_absorpt_correction_T_max 0.3677 _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 with SMART 1k CCD' _diffrn_measurement_method '\f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% '< 2' _diffrn_reflns_number 26588 _diffrn_reflns_av_R_equivalents 0.0337 _diffrn_reflns_av_sigmaI/netI 0.0197 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -75 _diffrn_reflns_limit_l_max 56 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 28.49 _reflns_number_total 3004 _reflns_number_gt 2600 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens SMART (v. 4.202, Siemens 1996)' _computing_cell_refinement 'Bruker SAINT (v. 5.00, Bruker 1998)' _computing_data_reduction 'Bruker SAINT (v. 5.00, Bruker 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker AXS SHEXTL (v. 5.10)' _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. Solvent benzene, atom C13, was refined isotropically. ; _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^)+(0.0351P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3004 _refine_ls_number_parameters 138 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0360 _refine_ls_R_factor_gt 0.0270 _refine_ls_wR_factor_ref 0.0708 _refine_ls_wR_factor_gt 0.0678 _refine_ls_goodness_of_fit_ref 1.379 _refine_ls_restrained_S_all 1.379 _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 U1 U 0.0000 0.0000 0.2500 0.01977(8) Uani 1 6 d S . . Se1 Se 0.03286(2) -0.12347(2) 0.211306(5) 0.03126(10) Uani 1 1 d . . . P1 P 0.17110(5) -0.07889(5) 0.230015(13) 0.02326(16) Uani 1 1 d . . . C1 C 0.1732(2) -0.1889(2) 0.24194(6) 0.0287(6) Uani 1 1 d . . . C2 C 0.1817(3) -0.2549(2) 0.22622(7) 0.0403(8) Uani 1 1 d . . . H2 H 0.1846 -0.2427 0.2101 0.048 Uiso 1 1 calc R . . C3 C 0.1859(3) -0.3374(3) 0.23444(7) 0.0472(9) Uani 1 1 d . . . H3 H 0.1930 -0.3803 0.2239 0.057 Uiso 1 1 calc R . . C4 C 0.1796(3) -0.3576(3) 0.25811(8) 0.0508(10) Uani 1 1 d . . . H4 H 0.1824 -0.4140 0.2635 0.061 Uiso 1 1 calc R . . C5 C 0.1693(3) -0.2943(3) 0.27374(7) 0.0468(9) Uani 1 1 d . . . H5 H 0.1650 -0.3081 0.2898 0.056 Uiso 1 1 calc R . . C6 C 0.1654(3) -0.2103(2) 0.26579(6) 0.0356(7) Uani 1 1 d . . . H6 H 0.1575 -0.1682 0.2764 0.043 Uiso 1 1 calc R . . C7 C 0.2797(2) -0.0256(2) 0.21001(5) 0.0270(6) Uani 1 1 d . . . C8 C 0.2749(3) 0.0150(2) 0.18845(6) 0.0363(7) Uani 1 1 d . . . H8 H 0.2162 0.0156 0.1841 0.044 Uiso 1 1 calc R . . C9 C 0.3584(3) 0.0545(3) 0.17357(7) 0.0480(9) Uani 1 1 d . . . H9 H 0.3561 0.0829 0.1592 0.058 Uiso 1 1 calc R . . C10 C 0.4443(3) 0.0521(3) 0.17986(7) 0.0533(10) Uani 1 1 d . . . H10 H 0.4993 0.0773 0.1696 0.064 Uiso 1 1 calc R . . C11 C 0.4499(2) 0.0129(3) 0.20109(7) 0.0423(8) Uani 1 1 d . . . H11 H 0.5088 0.0121 0.2053 0.051 Uiso 1 1 calc R . . C12 C 0.3679(2) -0.0256(2) 0.21632(6) 0.0333(7) Uani 1 1 d . . . H12 H 0.3719 -0.0516 0.2308 0.040 Uiso 1 1 calc R . . N1 N 0.1781(2) 0.0000 0.2500 0.0228(7) Uani 1 2 d S . . C13 C 0.2358(4) -0.3485(4) 0.16669(9) 0.0677(12) Uiso 1 1 d . . . H13 H 0.1700 -0.3587 0.1668 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 0.02111(9) 0.02111(9) 0.01711(13) 0.000 0.000 0.01055(5) Se1 0.02680(15) 0.03772(17) 0.02840(18) -0.01233(13) -0.00415(12) 0.01548(13) P1 0.0238(3) 0.0223(3) 0.0239(4) -0.0009(3) 0.0026(3) 0.0117(3) C1 0.0267(14) 0.0236(13) 0.0359(17) 0.0032(12) 0.0053(12) 0.0127(12) C2 0.0469(19) 0.0311(16) 0.043(2) -0.0025(15) 0.0087(16) 0.0194(15) C3 0.051(2) 0.0310(17) 0.064(3) -0.0026(17) 0.0117(19) 0.0236(16) C4 0.053(2) 0.0322(17) 0.073(3) 0.0120(18) 0.010(2) 0.0253(17) C5 0.058(2) 0.0370(18) 0.046(2) 0.0126(16) 0.0072(18) 0.0241(17) C6 0.0407(17) 0.0279(15) 0.0376(18) 0.0039(13) 0.0072(14) 0.0166(13) C7 0.0303(14) 0.0236(13) 0.0258(15) 0.0004(11) 0.0067(12) 0.0125(11) C8 0.0376(17) 0.0392(17) 0.0331(18) 0.0050(14) 0.0052(14) 0.0201(14) C9 0.053(2) 0.053(2) 0.0340(19) 0.0163(17) 0.0134(17) 0.0239(18) C10 0.0384(19) 0.063(2) 0.049(2) 0.011(2) 0.0224(18) 0.0181(18) C11 0.0278(15) 0.049(2) 0.047(2) 0.0012(17) 0.0068(15) 0.0175(14) C12 0.0300(15) 0.0350(16) 0.0334(18) 0.0021(14) 0.0033(13) 0.0152(13) N1 0.0236(11) 0.0239(15) 0.0211(17) 0.0000(13) 0.0000(7) 0.0120(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. Solvent benzene carbon atom positions refined isotropically ; 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 N1 2.701(3) 3 ? U1 N1 2.701(3) . ? U1 N1 2.701(3) 2 ? U1 Se1 3.0869(4) 3 ? U1 Se1 3.0869(4) 5 ? U1 Se1 3.0869(4) . ? U1 Se1 3.0869(4) 2 ? U1 Se1 3.0869(4) 6 ? U1 Se1 3.0869(4) 4 ? Se1 P1 2.1372(8) . ? P1 N1 1.6149(12) . ? P1 C1 1.817(3) . ? P1 C7 1.825(3) . ? C1 C6 1.385(5) . ? C1 C2 1.395(4) . ? C2 C3 1.367(5) . ? C3 C4 1.373(6) . ? C4 C5 1.374(5) . ? C5 C6 1.381(5) . ? C7 C12 1.385(4) . ? C7 C8 1.390(4) . ? C8 C9 1.385(5) . ? C9 C10 1.370(5) . ? C10 C11 1.367(5) . ? C11 C12 1.383(4) . ? N1 P1 1.6149(12) 5 ? C13 C13 1.380(5) 27_445 ? C13 C13 1.380(5) 26 ? 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 U1 N1 120.0 3 . ? N1 U1 N1 120.0 3 2 ? N1 U1 N1 120.000(1) . 2 ? N1 U1 Se1 62.297(6) 3 3 ? N1 U1 Se1 133.435(7) . 3 ? N1 U1 Se1 77.136(6) 2 3 ? N1 U1 Se1 133.435(7) 3 5 ? N1 U1 Se1 62.297(6) . 5 ? N1 U1 Se1 77.136(6) 2 5 ? Se1 U1 Se1 154.272(11) 3 5 ? N1 U1 Se1 77.136(6) 3 . ? N1 U1 Se1 62.297(6) . . ? N1 U1 Se1 133.435(7) 2 . ? Se1 U1 Se1 74.834(11) 3 . ? Se1 U1 Se1 124.594(12) 5 . ? N1 U1 Se1 133.435(7) 3 2 ? N1 U1 Se1 77.136(6) . 2 ? N1 U1 Se1 62.297(6) 2 2 ? Se1 U1 Se1 74.834(11) 3 2 ? Se1 U1 Se1 93.131(15) 5 2 ? Se1 U1 Se1 74.834(11) . 2 ? N1 U1 Se1 62.297(6) 3 6 ? N1 U1 Se1 77.136(6) . 6 ? N1 U1 Se1 133.435(7) 2 6 ? Se1 U1 Se1 124.594(12) 3 6 ? Se1 U1 Se1 74.834(11) 5 6 ? Se1 U1 Se1 93.131(15) . 6 ? Se1 U1 Se1 154.272(11) 2 6 ? N1 U1 Se1 77.136(6) 3 4 ? N1 U1 Se1 133.435(7) . 4 ? N1 U1 Se1 62.297(6) 2 4 ? Se1 U1 Se1 93.131(15) 3 4 ? Se1 U1 Se1 74.834(11) 5 4 ? Se1 U1 Se1 154.272(12) . 4 ? Se1 U1 Se1 124.594(12) 2 4 ? Se1 U1 Se1 74.834(11) 6 4 ? P1 Se1 U1 83.34(2) . . ? N1 P1 C1 113.20(12) . . ? N1 P1 C7 113.58(12) . . ? C1 P1 C7 102.28(13) . . ? N1 P1 Se1 105.95(11) . . ? C1 P1 Se1 111.12(10) . . ? C7 P1 Se1 110.85(10) . . ? C6 C1 C2 119.1(3) . . ? C6 C1 P1 122.8(2) . . ? C2 C1 P1 118.1(3) . . ? C3 C2 C1 120.1(4) . . ? C2 C3 C4 120.7(3) . . ? C3 C4 C5 119.8(3) . . ? C4 C5 C6 120.4(4) . . ? C5 C6 C1 119.9(3) . . ? C12 C7 C8 119.6(3) . . ? C12 C7 P1 119.8(2) . . ? C8 C7 P1 120.7(2) . . ? C9 C8 C7 119.4(3) . . ? C10 C9 C8 120.3(3) . . ? C11 C10 C9 120.7(3) . . ? C10 C11 C12 119.8(3) . . ? C11 C12 C7 120.2(3) . . ? P1 N1 P1 144.5(2) . 5 ? P1 N1 U1 107.77(11) . . ? P1 N1 U1 107.77(11) 5 . ? C13 C13 C13 120.003(8) 27_445 26 ? _diffrn_measured_fraction_theta_max 0.938 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.269 _refine_diff_density_min -0.447 _refine_diff_density_rms 0.097 data_apx104s _database_code_depnum_ccdc_archive 'CCDC 264689' #Los Alamos LAUR 05-13-23 _audit_creation_method SHELXL-97 _chemical_name_systematic ; tris(iminobis(diphenylphosphinosulfido)-N, S, S')-uranium(iii) toluene solvate ; _chemical_name_common ;tris(iminobis(diphenylphosphinosulfido)-N, S, S')- uranium(iii) toluene solvate ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C79 H68 N3 P6 S6 U' _chemical_formula_weight 1675.63 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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 trigonal _symmetry_space_group_name_H-M 'R -3c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'y, x, -z+1/2' '-x, -x+y, -z+1/2' 'x-y, -y, -z+1/2' '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' 'y+2/3, x+1/3, -z+5/6' '-x+2/3, -x+y+1/3, -z+5/6' 'x-y+2/3, -y+1/3, -z+5/6' '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' 'y+1/3, x+2/3, -z+7/6' '-x+1/3, -x+y+2/3, -z+7/6' 'x-y+1/3, -y+2/3, -z+7/6' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-y, -x, z-1/2' 'x, x-y, z-1/2' '-x+y, y, z-1/2' '-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' '-y+2/3, -x+1/3, z-1/6' 'x+2/3, x-y+1/3, z-1/6' '-x+y+2/3, y+1/3, z-1/6' '-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' '-y+1/3, -x+2/3, z+1/6' 'x+1/3, x-y+2/3, z+1/6' '-x+y+1/3, y+2/3, z+1/6' _cell_length_a 15.0066(9) _cell_length_b 15.0066(9) _cell_length_c 56.107(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 10942.4(12) _cell_formula_units_Z 6 _cell_measurement_temperature 141(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.526 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5045 _exptl_crystal_preparation 'crystallized from thf/toluene' _exptl_absorpt_coefficient_mu 2.575 _exptl_absorpt_correction_type multiscan _exptl_absorpt_correction_T_min 0.6543 _exptl_absorpt_correction_T_max 0.8205 _exptl_absorpt_process_details 'SADABS 2.03 (Sheldrick, 2001)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 141(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 SMART APEXII CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% '< 2' _diffrn_reflns_number 38545 _diffrn_reflns_av_R_equivalents 0.0579 _diffrn_reflns_av_sigmaI/netI 0.0281 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -76 _diffrn_reflns_limit_l_max 75 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 28.98 _reflns_number_total 3129 _reflns_number_gt 2594 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX II, v. 1.08 (Bruker AXS, 2003)' _computing_cell_refinement 'SAINT+, v. 7.06 (Bruker AXS, 2001)' _computing_data_reduction 'SAINT+, v. 7.06 (Bruker AXS, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL, v. 6.10, (Bruker AXS, 2000)' _computing_publication_material 'SHELXTL, v. 6.10, (Bruker AXS, 2000)' _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. The electron density for six toluene molecules per unit cell (304 electrons and 1550\%A^3^) were removed using the program PLATON/SQUEEZE (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^)+(0.0366P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3129 _refine_ls_number_parameters 134 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0321 _refine_ls_R_factor_gt 0.0234 _refine_ls_wR_factor_ref 0.0579 _refine_ls_wR_factor_gt 0.0564 _refine_ls_goodness_of_fit_ref 1.009 _refine_ls_restrained_S_all 1.009 _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 U1 U 0.6667 0.3333 0.0833 0.01544(6) Uani 1 6 d S . . S1 S 0.51055(4) 0.21213(4) 0.045787(9) 0.02411(12) Uani 1 1 d . . . P1 P 0.42128(4) 0.25357(4) 0.062855(9) 0.01849(11) Uani 1 1 d . . . N1 N 0.49129(15) 0.3333 0.0833 0.0183(5) Uani 1 2 d S . . C1 C 0.30712(17) 0.14302(15) 0.07464(4) 0.0233(4) Uani 1 1 d . . . C2 C 0.29279(19) 0.12093(18) 0.09892(4) 0.0284(5) Uani 1 1 d . . . H2 H 0.3434 0.1631 0.1097 0.034 Uiso 1 1 calc R . . C3 C 0.20328(19) 0.03624(18) 0.10699(4) 0.0369(6) Uani 1 1 d . . . H3 H 0.1932 0.0225 0.1232 0.044 Uiso 1 1 calc R . . C4 C 0.12844(19) -0.02828(19) 0.09087(5) 0.0390(6) Uani 1 1 d . . . H4 H 0.0686 -0.0855 0.0963 0.047 Uiso 1 1 calc R . . C5 C 0.14281(19) -0.00756(18) 0.06687(5) 0.0371(6) Uani 1 1 d . . . H5 H 0.0924 -0.0505 0.0561 0.045 Uiso 1 1 calc R . . C6 C 0.23187(18) 0.07684(18) 0.05872(4) 0.0305(5) Uani 1 1 d . . . H6 H 0.2417 0.0896 0.0424 0.037 Uiso 1 1 calc R . . C7 C 0.36743(16) 0.30819(15) 0.04235(3) 0.0220(4) Uani 1 1 d . . . C8 C 0.41452(17) 0.34915(17) 0.02057(4) 0.0258(5) Uani 1 1 d . . . H8 H 0.4740 0.3485 0.0162 0.031 Uiso 1 1 calc R . . C9 C 0.3720(2) 0.3913(2) 0.00527(4) 0.0360(6) Uani 1 1 d . . . H9 H 0.4032 0.4187 -0.0093 0.043 Uiso 1 1 calc R . . C10 C 0.2837(2) 0.3923(2) 0.01175(4) 0.0410(6) Uani 1 1 d . . . H10 H 0.2555 0.4203 0.0015 0.049 Uiso 1 1 calc R . . C11 C 0.2371(2) 0.3517(2) 0.03338(4) 0.0359(6) Uani 1 1 d . . . H11 H 0.1775 0.3523 0.0376 0.043 Uiso 1 1 calc R . . C12 C 0.27886(17) 0.31031(17) 0.04876(4) 0.0281(5) Uani 1 1 d . . . H12 H 0.2477 0.2838 0.0634 0.034 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 0.01675(7) 0.01675(7) 0.01283(9) 0.000 0.000 0.00837(4) S1 0.0274(3) 0.0281(3) 0.0211(2) -0.0079(2) -0.0062(2) 0.0170(2) P1 0.0191(3) 0.0179(3) 0.0181(2) -0.0012(2) -0.0028(2) 0.0089(2) N1 0.0184(9) 0.0187(12) 0.0178(11) -0.0003(9) -0.0001(5) 0.0093(6) C1 0.0200(10) 0.0194(10) 0.0281(11) -0.0002(8) -0.0034(9) 0.0082(8) C2 0.0291(12) 0.0242(11) 0.0263(11) 0.0013(9) -0.0041(10) 0.0093(10) C3 0.0368(14) 0.0287(13) 0.0334(13) 0.0063(10) 0.0008(11) 0.0077(11) C4 0.0304(13) 0.0260(12) 0.0483(15) 0.0070(11) -0.0007(11) 0.0049(11) C5 0.0305(13) 0.0253(12) 0.0440(14) -0.0048(10) -0.0136(11) 0.0053(10) C6 0.0310(12) 0.0236(11) 0.0299(12) 0.0005(10) -0.0069(10) 0.0085(10) C7 0.0238(11) 0.0203(10) 0.0216(10) 0.0001(8) -0.0040(8) 0.0107(9) C8 0.0267(11) 0.0279(11) 0.0241(10) 0.0019(9) 0.0004(9) 0.0146(10) C9 0.0444(15) 0.0400(14) 0.0256(12) 0.0083(10) 0.0013(11) 0.0226(13) C10 0.0505(16) 0.0513(16) 0.0336(13) 0.0099(12) -0.0062(12) 0.0348(14) C11 0.0380(14) 0.0465(15) 0.0338(12) 0.0047(11) -0.0003(11) 0.0291(12) C12 0.0297(12) 0.0308(12) 0.0256(11) 0.0009(9) -0.0010(9) 0.0165(10) _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 N1 2.632(2) 2_655 ? U1 N1 2.632(2) 3_665 ? U1 N1 2.632(2) . ? U1 S1 2.9954(5) 18_554 ? U1 S1 2.9955(5) 16_544 ? U1 S1 2.9955(5) 17_654 ? U1 S1 2.9956(5) 2_655 ? U1 S1 2.9956(5) . ? U1 S1 2.9956(5) 3_665 ? S1 P1 1.9828(7) . ? P1 N1 1.6122(8) . ? P1 C1 1.812(2) . ? P1 C7 1.819(2) . ? N1 P1 1.6120(8) 18_554 ? C1 C6 1.392(3) . ? C1 C2 1.393(3) . ? C2 C3 1.385(3) . ? C3 C4 1.389(3) . ? C4 C5 1.375(3) . ? C5 C6 1.381(3) . ? C7 C8 1.391(3) . ? C7 C12 1.393(3) . ? C8 C9 1.395(3) . ? C9 C10 1.381(4) . ? C10 C11 1.381(3) . ? C11 C12 1.382(3) . ? 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 U1 N1 120.0 2_655 3_665 ? N1 U1 N1 120.0 2_655 . ? N1 U1 N1 120.0 3_665 . ? N1 U1 S1 133.999(11) 2_655 18_554 ? N1 U1 S1 77.517(10) 3_665 18_554 ? N1 U1 S1 61.412(10) . 18_554 ? N1 U1 S1 61.410(10) 2_655 16_544 ? N1 U1 S1 133.999(11) 3_665 16_544 ? N1 U1 S1 77.519(10) . 16_544 ? S1 U1 S1 76.010(17) 18_554 16_544 ? N1 U1 S1 77.517(10) 2_655 17_654 ? N1 U1 S1 61.412(10) 3_665 17_654 ? N1 U1 S1 134.000(11) . 17_654 ? S1 U1 S1 76.009(17) 18_554 17_654 ? S1 U1 S1 76.008(17) 16_544 17_654 ? N1 U1 S1 61.413(10) 2_655 2_655 ? N1 U1 S1 77.518(11) 3_665 2_655 ? N1 U1 S1 133.998(11) . 2_655 ? S1 U1 S1 155.04(2) 18_554 2_655 ? S1 U1 S1 122.82(2) 16_544 2_655 ? S1 U1 S1 92.00(2) 17_654 2_655 ? N1 U1 S1 77.518(10) 2_655 . ? N1 U1 S1 133.998(11) 3_665 . ? N1 U1 S1 61.413(10) . . ? S1 U1 S1 122.83(2) 18_554 . ? S1 U1 S1 92.00(2) 16_544 . ? S1 U1 S1 155.03(2) 17_654 . ? S1 U1 S1 76.006(17) 2_655 . ? N1 U1 S1 133.998(11) 2_655 3_665 ? N1 U1 S1 61.413(10) 3_665 3_665 ? N1 U1 S1 77.518(10) . 3_665 ? S1 U1 S1 92.00(2) 18_554 3_665 ? S1 U1 S1 155.04(2) 16_544 3_665 ? S1 U1 S1 122.82(2) 17_654 3_665 ? S1 U1 S1 76.006(17) 2_655 3_665 ? S1 U1 S1 76.006(17) . 3_665 ? P1 S1 U1 85.17(2) . . ? N1 P1 C1 112.74(8) . . ? N1 P1 C7 112.80(8) . . ? C1 P1 C7 102.34(10) . . ? N1 P1 S1 106.59(8) . . ? C1 P1 S1 111.52(7) . . ? C7 P1 S1 110.96(7) . . ? P1 N1 P1 147.43(16) 18_554 . ? P1 N1 U1 106.28(8) 18_554 . ? P1 N1 U1 106.28(8) . . ? C6 C1 C2 118.9(2) . . ? C6 C1 P1 118.53(17) . . ? C2 C1 P1 122.52(17) . . ? C3 C2 C1 120.1(2) . . ? C2 C3 C4 120.1(2) . . ? C5 C4 C3 120.0(2) . . ? C4 C5 C6 120.1(2) . . ? C5 C6 C1 120.7(2) . . ? C8 C7 C12 119.75(19) . . ? C8 C7 P1 120.83(16) . . ? C12 C7 P1 119.41(16) . . ? C7 C8 C9 119.6(2) . . ? C10 C9 C8 120.1(2) . . ? C11 C10 C9 120.2(2) . . ? C10 C11 C12 120.2(2) . . ? C11 C12 C7 120.1(2) . . ? _diffrn_measured_fraction_theta_max 0.963 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.954 _refine_diff_density_min -0.413 _refine_diff_density_rms 0.079