Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2003 data_global _publ_contact_author_email ODOM@CEM.MSU.EDU _publ_contact_author_name 'Prof Aaron Odom' _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_address ; Department of Chemistry Michigan State University East Lansing MI 48824 UNITED STATES OF AMERICA ; _publ_section_title ; Synthesis and Structure of an Imido-Tethered Schrock Carbene of Molybdenum ; loop_ _publ_author_name 'Aaron Odom' 'Changsheng Cao' 'James T. Ciszewski' 'Baohan Xie' data_jtcx2 _database_code_CSD 217504 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H25 F6 Mo N O8 S2' _chemical_formula_weight 657.45 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' F F 0.0171 0.0103 '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' Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 12.669(3) _cell_length_b 15.745(5) _cell_length_c 12.809(4) _cell_angle_alpha 90.00 _cell_angle_beta 92.648(6) _cell_angle_gamma 90.00 _cell_volume 2552.3(12) _cell_formula_units_Z 4 _cell_measurement_temperature 176(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.37 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.711 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1328 _exptl_absorpt_coefficient_mu 0.764 _exptl_absorpt_correction_type 'Shelx sadabs' _exptl_absorpt_correction_T_min 0.337 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 176(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11563 _diffrn_reflns_av_R_equivalents 0.2814 _diffrn_reflns_av_sigmaI/netI 0.2669 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 23.37 _reflns_number_total 3698 _reflns_number_gt 1698 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. ; _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^)+(0.1687P)^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 SHELXL _refine_ls_extinction_coef 0.0000(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3698 _refine_ls_number_parameters 326 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2107 _refine_ls_R_factor_gt 0.1088 _refine_ls_wR_factor_ref 0.3341 _refine_ls_wR_factor_gt 0.2494 _refine_ls_goodness_of_fit_ref 0.971 _refine_ls_restrained_S_all 0.971 _refine_ls_shift/su_max 0.104 _refine_ls_shift/su_mean 0.013 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 Mo Mo 0.90780(11) 0.46160(11) 0.77182(11) 0.0284(6) Uani 1 1 d . . . S1 S 1.1522(4) 0.4720(4) 0.7048(4) 0.0424(15) Uani 1 1 d . . . S2 S 0.6498(4) 0.4296(4) 0.7546(4) 0.0444(15) Uani 1 1 d . . . O11 O 1.0686(9) 0.5022(8) 0.7765(8) 0.031(3) Uani 1 1 d . . . O12 O 1.1292(11) 0.4959(12) 0.5980(9) 0.070(5) Uani 1 1 d . . . O13 O 1.1958(10) 0.3947(10) 0.7289(11) 0.060(4) Uani 1 1 d . . . O21 O 0.7450(8) 0.4831(8) 0.7855(8) 0.031(3) Uani 1 1 d . . . O22 O 0.6689(11) 0.3384(14) 0.7530(13) 0.085(6) Uani 1 1 d . . . O23 O 0.5899(13) 0.4679(14) 0.6697(13) 0.106(8) Uani 1 1 d . . . O31 O 0.9096(8) 0.5791(9) 0.8898(8) 0.035(3) Uani 1 1 d . . . O32 O 0.8904(8) 0.5847(8) 0.6778(8) 0.035(3) Uani 1 1 d . . . N1 N 0.9135(10) 0.3794(12) 0.8607(9) 0.041(5) Uani 1 1 d . . . F11 F 1.2246(8) 0.6256(9) 0.7405(9) 0.056(3) Uani 1 1 d . . . F12 F 1.3377(9) 0.5329(9) 0.6920(9) 0.071(4) Uani 1 1 d . . . F13 F 1.2847(8) 0.5318(8) 0.8492(9) 0.060(4) Uani 1 1 d . . . F21 F 0.6201(12) 0.4185(13) 0.9520(11) 0.109(6) Uani 1 1 d . . . F22 F 0.5493(12) 0.5289(13) 0.8763(15) 0.118(7) Uani 1 1 d . . . F23 F 0.4805(8) 0.4052(8) 0.8518(11) 0.073(4) Uani 1 1 d . . . C1 C 0.9111(13) 0.4039(12) 0.6483(13) 0.035(5) Uani 1 1 d . . . H1A H 0.9171 0.4418 0.5932 0.042 Uiso 1 1 calc R . . C1' C 1.2563(15) 0.5423(18) 0.7495(14) 0.054(7) Uani 1 1 d . . . C2 C 0.9069(14) 0.3057(13) 0.6042(14) 0.039(5) Uani 1 1 d . . . C2' C 0.5707(17) 0.4508(19) 0.865(2) 0.064(7) Uani 1 1 d . . . C3 C 0.9007(14) 0.2429(14) 0.6923(13) 0.044(5) Uani 1 1 d . . . H3A H 0.8869 0.1874 0.6619 0.053 Uiso 1 1 calc R . . H3B H 0.8400 0.2577 0.7321 0.053 Uiso 1 1 calc R . . C4 C 0.9998(15) 0.2346(17) 0.7719(14) 0.058(7) Uani 1 1 d . . . H4A H 1.0375 0.1823 0.7588 0.069 Uiso 1 1 calc R . . H4B H 1.0477 0.2818 0.7628 0.069 Uiso 1 1 calc R . . C11 C 0.9142(14) 0.3077(15) 0.9222(13) 0.039(6) Uani 1 1 d . . . C12 C 0.8681(13) 0.3081(15) 1.0174(13) 0.040(6) Uani 1 1 d . . . H12B H 0.8357 0.3568 1.0417 0.049 Uiso 1 1 calc R . . C13 C 0.8712(15) 0.2346(15) 1.0756(14) 0.044(5) Uani 1 1 d . . . H13B H 0.8378 0.2344 1.1387 0.053 Uiso 1 1 calc R . . C14 C 0.9224(14) 0.1597(16) 1.0449(14) 0.049(6) Uani 1 1 d . . . H14A H 0.9274 0.1122 1.0880 0.059 Uiso 1 1 calc R . . C15 C 0.9656(15) 0.1605(15) 0.9456(15) 0.050(6) Uani 1 1 d . . . H15A H 0.9975 0.1116 0.9213 0.060 Uiso 1 1 calc R . . C16 C 0.9618(14) 0.2345(16) 0.8814(14) 0.046(6) Uani 1 1 d . . . C21 C 1.0067(16) 0.2954(17) 0.5411(14) 0.069(8) Uani 1 1 d . . . H21A H 1.0090 0.2389 0.5131 0.103 Uiso 1 1 calc R . . H21B H 1.0683 0.3051 0.5860 0.103 Uiso 1 1 calc R . . H21C H 1.0051 0.3358 0.4849 0.103 Uiso 1 1 calc R . . C22 C 0.8103(17) 0.2998(14) 0.5265(14) 0.054(6) Uani 1 1 d . . . H22B H 0.8044 0.2430 0.4997 0.082 Uiso 1 1 calc R . . H22C H 0.8190 0.3387 0.4698 0.082 Uiso 1 1 calc R . . H22D H 0.7474 0.3140 0.5617 0.082 Uiso 1 1 calc R . . C31' C 0.8847(15) 0.6558(14) 0.8405(13) 0.042(5) Uani 1 1 d . . . H31A H 0.9145 0.7028 0.8811 0.051 Uiso 1 1 calc R . . H31B H 0.8087 0.6630 0.8341 0.051 Uiso 1 1 calc R . . C31 C 0.8589(17) 0.5660(15) 0.9878(14) 0.055(6) Uani 1 1 d . . . H31C H 0.8643 0.6170 1.0290 0.082 Uiso 1 1 calc R . . H31D H 0.8931 0.5202 1.0255 0.082 Uiso 1 1 calc R . . H31E H 0.7858 0.5523 0.9739 0.082 Uiso 1 1 calc R . . C32' C 0.9289(13) 0.6545(14) 0.7362(13) 0.039(5) Uani 1 1 d . . . H32A H 0.9101 0.7067 0.6995 0.047 Uiso 1 1 calc R . . H32B H 1.0053 0.6515 0.7434 0.047 Uiso 1 1 calc R . . C32 C 0.7943(14) 0.6024(15) 0.6149(13) 0.050(6) Uani 1 1 d . . . H32C H 0.8009 0.6563 0.5808 0.075 Uiso 1 1 calc R . . H32D H 0.7352 0.6039 0.6592 0.075 Uiso 1 1 calc R . . H32E H 0.7834 0.5587 0.5633 0.075 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 Mo 0.0156(8) 0.0436(12) 0.0263(9) 0.0019(8) 0.0051(6) -0.0014(8) S1 0.020(2) 0.070(5) 0.039(3) -0.008(3) 0.015(2) 0.003(3) S2 0.022(3) 0.058(4) 0.053(3) -0.002(3) 0.008(2) -0.007(2) O11 0.034(7) 0.021(7) 0.037(7) 0.003(5) 0.001(5) -0.001(6) O12 0.053(10) 0.134(16) 0.025(8) -0.001(8) 0.007(7) -0.037(9) O13 0.026(8) 0.064(12) 0.091(11) -0.006(9) 0.024(7) 0.019(8) O21 0.025(7) 0.031(9) 0.037(7) 0.002(5) 0.006(5) -0.002(5) O22 0.031(9) 0.116(19) 0.110(14) -0.026(12) 0.029(8) -0.013(10) O23 0.062(11) 0.16(2) 0.091(13) 0.071(13) -0.050(10) -0.078(12) O31 0.015(6) 0.067(11) 0.024(7) 0.008(6) 0.008(5) -0.003(6) O32 0.019(6) 0.053(10) 0.034(7) 0.015(6) -0.010(5) 0.001(6) N1 0.020(8) 0.098(16) 0.005(7) -0.001(8) 0.006(6) 0.004(8) F11 0.038(7) 0.053(10) 0.079(9) -0.011(7) 0.026(6) -0.006(6) F12 0.035(7) 0.114(13) 0.065(8) -0.018(7) 0.027(6) -0.019(7) F13 0.033(6) 0.084(11) 0.062(8) -0.008(7) -0.003(5) 0.001(6) F21 0.073(10) 0.19(2) 0.063(10) 0.020(10) 0.020(8) -0.043(11) F22 0.071(11) 0.097(16) 0.195(19) -0.036(13) 0.083(11) -0.015(10) F23 0.019(6) 0.054(10) 0.147(12) 0.003(8) 0.026(7) -0.010(6) C1 0.030(10) 0.029(13) 0.047(12) 0.030(9) 0.015(8) 0.002(9) C1' 0.028(11) 0.11(2) 0.029(12) -0.022(12) 0.018(9) -0.017(13) C2 0.034(11) 0.050(15) 0.035(11) -0.009(9) 0.022(9) -0.001(9) C2' 0.028(13) 0.08(2) 0.086(19) 0.008(16) 0.039(12) 0.007(13) C3 0.039(12) 0.069(17) 0.024(10) 0.002(10) 0.001(9) -0.017(11) C4 0.026(11) 0.09(2) 0.054(14) -0.004(12) 0.004(10) -0.009(11) C11 0.024(10) 0.079(18) 0.014(10) 0.016(10) 0.003(8) -0.007(10) C12 0.021(10) 0.078(18) 0.023(10) -0.003(10) 0.006(8) -0.003(10) C13 0.038(12) 0.061(17) 0.036(12) 0.013(11) 0.012(9) -0.008(11) C14 0.025(11) 0.09(2) 0.034(12) 0.006(11) -0.016(9) -0.017(11) C15 0.037(12) 0.060(17) 0.055(14) -0.011(12) 0.002(10) -0.021(11) C16 0.023(11) 0.078(19) 0.037(12) 0.013(12) -0.006(9) -0.005(11) C21 0.054(15) 0.12(2) 0.035(13) -0.015(12) 0.019(11) -0.032(14) C22 0.077(16) 0.053(17) 0.034(12) -0.007(10) 0.013(11) -0.014(12) C31' 0.038(12) 0.062(17) 0.027(11) 0.011(10) 0.002(9) -0.003(11) C31 0.055(14) 0.075(19) 0.035(12) 0.002(10) 0.013(10) 0.002(12) C32' 0.021(10) 0.063(16) 0.032(11) -0.013(10) -0.003(8) -0.013(10) C32 0.025(11) 0.09(2) 0.032(12) -0.003(11) -0.009(9) -0.004(11) _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 Mo N1 1.723(16) . ? Mo C1 1.827(19) . ? Mo O21 2.105(11) . ? Mo O11 2.133(11) . ? Mo O32 2.287(12) . ? Mo O31 2.389(13) . ? S1 O13 1.366(15) . ? S1 O12 1.435(13) . ? S1 O11 1.511(12) . ? S1 C1' 1.79(2) . ? S2 O23 1.431(15) . ? S2 O22 1.46(2) . ? S2 O21 1.509(12) . ? S2 C2' 1.80(2) . ? O31 C31' 1.39(2) . ? O31 C31 1.45(2) . ? O32 C32' 1.40(2) . ? O32 C32 1.456(19) . ? N1 C11 1.38(2) . ? F11 C1' 1.38(3) . ? F12 C1' 1.30(2) . ? F13 C1' 1.32(2) . ? F21 C2' 1.36(3) . ? F22 C2' 1.27(3) . ? F23 C2' 1.35(3) . ? C1 C2 1.65(3) . ? C2 C3 1.51(3) . ? C2 C22 1.54(3) . ? C2 C21 1.54(2) . ? C3 C4 1.59(2) . ? C4 C16 1.50(2) . ? C11 C12 1.38(2) . ? C11 C16 1.41(3) . ? C12 C13 1.38(3) . ? C13 C14 1.41(3) . ? C14 C15 1.41(3) . ? C15 C16 1.43(3) . ? C31' C32' 1.47(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 Mo C1 101.4(7) . . ? N1 Mo O21 94.4(5) . . ? C1 Mo O21 102.3(6) . . ? N1 Mo O11 101.3(5) . . ? C1 Mo O11 96.5(6) . . ? O21 Mo O11 152.5(5) . . ? N1 Mo O32 169.9(6) . . ? C1 Mo O32 88.3(6) . . ? O21 Mo O32 80.6(4) . . ? O11 Mo O32 80.2(4) . . ? N1 Mo O31 99.5(6) . . ? C1 Mo O31 159.0(6) . . ? O21 Mo O31 78.7(4) . . ? O11 Mo O31 76.6(4) . . ? O32 Mo O31 71.0(4) . . ? O13 S1 O12 120.8(10) . . ? O13 S1 O11 115.5(8) . . ? O12 S1 O11 112.3(8) . . ? O13 S1 C1' 101.1(11) . . ? O12 S1 C1' 104.9(10) . . ? O11 S1 C1' 97.9(8) . . ? O23 S2 O22 119.2(12) . . ? O23 S2 O21 110.7(9) . . ? O22 S2 O21 115.0(8) . . ? O23 S2 C2' 102.9(13) . . ? O22 S2 C2' 107.0(12) . . ? O21 S2 C2' 99.1(10) . . ? S1 O11 Mo 125.7(7) . . ? S2 O21 Mo 131.5(8) . . ? C31' O31 C31 114.5(15) . . ? C31' O31 Mo 112.9(10) . . ? C31 O31 Mo 116.5(12) . . ? C32' O32 C32 113.9(15) . . ? C32' O32 Mo 111.1(10) . . ? C32 O32 Mo 120.8(11) . . ? C11 N1 Mo 173.3(14) . . ? C2 C1 Mo 139.7(12) . . ? F12 C1' F13 110.2(18) . . ? F12 C1' F11 107.2(19) . . ? F13 C1' F11 105.3(17) . . ? F12 C1' S1 109.8(15) . . ? F13 C1' S1 113.3(16) . . ? F11 C1' S1 110.7(14) . . ? C3 C2 C22 112.1(16) . . ? C3 C2 C21 113.3(18) . . ? C22 C2 C21 107.6(15) . . ? C3 C2 C1 111.2(14) . . ? C22 C2 C1 106.9(15) . . ? C21 C2 C1 105.3(16) . . ? F22 C2' F21 111(2) . . ? F22 C2' F23 110.1(19) . . ? F21 C2' F23 105(2) . . ? F22 C2' S2 113.7(19) . . ? F21 C2' S2 109.0(16) . . ? F23 C2' S2 107.7(18) . . ? C2 C3 C4 118.0(16) . . ? C16 C4 C3 108.7(15) . . ? N1 C11 C12 121(2) . . ? N1 C11 C16 116.7(16) . . ? C12 C11 C16 123(2) . . ? C11 C12 C13 118(2) . . ? C12 C13 C14 123.6(19) . . ? C13 C14 C15 117(2) . . ? C14 C15 C16 122(2) . . ? C11 C16 C15 117.2(19) . . ? C11 C16 C4 120.4(19) . . ? C15 C16 C4 122(2) . . ? O31 C31' C32' 108.2(17) . . ? O32 C32' C31' 110.9(16) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 23.37 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.528 _refine_diff_density_min -2.874 _refine_diff_density_rms 0.243