data_shelxl _audit_creation_method SHELXL-97 _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H34 O S4 Si' _chemical_formula_weight 422.78 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Si' 'Si' 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.7683(6) _cell_length_b 10.4783(7) _cell_length_c 12.5293(8) _cell_angle_alpha 102.548(3) _cell_angle_beta 99.034(2) _cell_angle_gamma 115.038(2) _cell_volume 1088.30(12) _cell_formula_units_Z 2 _cell_measurement_temperature 100(1) _exptl_crystal_description prism _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.24 _exptl_crystal_density_diffrn 1.290 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 456 _exptl_absorpt_coefficient_mu 0.496 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_process_details '(SADABS; Sheldrick, 2007)' _exptl_absorpt_correction_T_min 0.6954 _exptl_absorpt_correction_T_max 0.7452 _diffrn_ambient_temperature 100(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'CCD Area Detector' _diffrn_measurement_device_type 'Bruker APEXII' _diffrn_measurement_method 'phi and omega scans' _diffrn_reflns_number 35114 _diffrn_reflns_av_R_equivalents 0.0153 _diffrn_reflns_av_sigmaI/netI 0.0071 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 25.41 _reflns_number_total 3985 _reflns_number_gt 3908 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0230P)^2^+0.5332P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3985 _refine_ls_number_parameters 223 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0198 _refine_ls_R_factor_gt 0.0194 _refine_ls_wR_factor_ref 0.0506 _refine_ls_wR_factor_gt 0.0502 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.14076(15) 0.03784(16) 0.13895(12) 0.0295(3) Uani 1 1 d . . . H1a H 0.1339 -0.0350 0.1722 0.039 Uiso 1 1 calc R . . H1b H 0.0584 0.0606 0.1279 0.039 Uiso 1 1 calc R . . C2 C 0.26658(14) 0.10851(13) 0.10760(10) 0.0206(2) Uani 1 1 d . . . H2 H 0.2695 0.1807 0.0746 0.027 Uiso 1 1 calc R . . C3 C 0.40613(13) 0.08107(12) 0.12119(9) 0.0160(2) Uani 1 1 d . . . H3a H 0.4175 0.0478 0.0462 0.021 Uiso 1 1 calc R . . H3b H 0.3847 0.0009 0.1536 0.021 Uiso 1 1 calc R . . C4 C 0.56474(12) 0.21615(12) 0.19658(9) 0.0121(2) Uani 1 1 d . . . C5 C 0.61103(12) 0.35110(11) 0.15009(9) 0.0124(2) Uani 1 1 d . . . H5 H 0.5253 0.3767 0.1478 0.017 Uiso 1 1 calc R . . C6 C 0.76490(12) 0.49430(11) 0.22797(9) 0.0113(2) Uani 1 1 d . . . H6 H 0.7913 0.4835 0.3031 0.015 Uiso 1 1 calc R . . C7 C 0.52004(14) 0.12298(13) 0.39082(10) 0.0186(2) Uani 1 1 d . . . H7a H 0.5099 0.1461 0.4675 0.025 Uiso 1 1 calc R . . H7b H 0.4218 0.0376 0.3429 0.025 Uiso 1 1 calc R . . C8 C 0.65149(15) 0.08153(13) 0.39199(10) 0.0207(2) Uani 1 1 d . . . H8a H 0.6327 0.0050 0.4281 0.028 Uiso 1 1 calc R . . H8b H 0.7504 0.1678 0.4377 0.028 Uiso 1 1 calc R . . C9 C 0.66620(14) 0.02590(12) 0.27397(10) 0.0174(2) Uani 1 1 d . . . H9a H 0.5661 -0.0585 0.2277 0.023 Uiso 1 1 calc R . . H9b H 0.7440 -0.0086 0.2808 0.023 Uiso 1 1 calc R . . C10 C 0.74874(12) 0.63955(12) 0.24304(9) 0.0127(2) Uani 1 1 d . . . C11 C 0.63189(15) 0.64607(13) 0.43988(10) 0.0225(3) Uani 1 1 d . . . H11a H 0.5455 0.6419 0.4706 0.030 Uiso 1 1 calc R . . H11b H 0.6459 0.5614 0.4461 0.030 Uiso 1 1 calc R . . C12 C 0.78043(15) 0.78698(13) 0.51206(10) 0.0209(2) Uani 1 1 d . . . H12a H 0.7935 0.7934 0.5917 0.028 Uiso 1 1 calc R . . H12b H 0.7704 0.8724 0.5026 0.028 Uiso 1 1 calc R . . C13 C 0.92446(14) 0.79031(13) 0.47897(10) 0.0192(2) Uani 1 1 d . . . H13a H 0.9292 0.7010 0.4836 0.026 Uiso 1 1 calc R . . H13b H 1.0177 0.8745 0.5339 0.026 Uiso 1 1 calc R . . C14 C 0.72706(15) 0.67299(13) 0.13032(10) 0.0191(2) Uani 1 1 d . . . H14a H 0.8111 0.6758 0.0984 0.029 Uiso 1 1 calc R . . H14b H 0.7284 0.7673 0.1438 0.029 Uiso 1 1 calc R . . H14c H 0.6281 0.5968 0.0781 0.029 Uiso 1 1 calc R . . C15 C 1.21795(14) 0.71371(13) 0.23186(12) 0.0239(3) Uani 1 1 d . . . H15a H 1.1935 0.7319 0.1612 0.036 Uiso 1 1 calc R . . H15b H 1.3194 0.7177 0.2453 0.036 Uiso 1 1 calc R . . H15c H 1.2193 0.7880 0.2930 0.036 Uiso 1 1 calc R . . C16 C 1.09977(15) 0.50113(14) 0.36644(10) 0.0230(3) Uani 1 1 d . . . H16a H 1.0957 0.5778 0.4219 0.034 Uiso 1 1 calc R . . H16b H 1.2013 0.5064 0.3877 0.034 Uiso 1 1 calc R . . H16c H 1.0196 0.4059 0.3632 0.034 Uiso 1 1 calc R . . C17 C 1.08019(15) 0.38640(14) 0.11391(11) 0.0226(3) Uani 1 1 d . . . H17a H 1.0002 0.2890 0.1064 0.034 Uiso 1 1 calc R . . H17b H 1.1820 0.3925 0.1359 0.034 Uiso 1 1 calc R . . H17c H 1.0656 0.4050 0.0423 0.034 Uiso 1 1 calc R . . C18 C 0.61770(14) 0.30616(12) 0.02662(9) 0.0167(2) Uani 1 1 d . . . H18a H 0.6901 0.2667 0.0230 0.025 Uiso 1 1 calc R . . H18b H 0.6524 0.3917 0.0011 0.025 Uiso 1 1 calc R . . H18c H 0.5148 0.2320 -0.0214 0.025 Uiso 1 1 calc R . . O1 O 0.89018(9) 0.51153(8) 0.17907(6) 0.01325(16) Uani 1 1 d . . . S1 S 0.54914(3) 0.27916(3) 0.34016(2) 0.01383(7) Uani 1 1 d . . . S2 S 0.72213(3) 0.16386(3) 0.20092(2) 0.01396(7) Uani 1 1 d . . . S3 S 0.57833(3) 0.62951(3) 0.29070(3) 0.01860(7) Uani 1 1 d . . . S4 S 0.92903(3) 0.80311(3) 0.33768(2) 0.01470(7) Uani 1 1 d . . . Si1 Si 1.06617(3) 0.52703(3) 0.22433(3) 0.01343(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 0.0193(6) 0.0320(7) 0.0406(8) 0.0165(6) 0.0081(6) 0.0130(6) C2 0.0167(6) 0.0168(6) 0.0235(6) 0.0056(5) 0.0002(5) 0.0062(5) C3 0.0151(5) 0.0121(5) 0.0159(5) 0.0014(4) 0.0028(4) 0.0042(4) C4 0.0123(5) 0.0113(5) 0.0122(5) 0.0019(4) 0.0042(4) 0.0059(4) C5 0.0126(5) 0.0113(5) 0.0126(5) 0.0027(4) 0.0028(4) 0.0058(4) C6 0.0117(5) 0.0114(5) 0.0120(5) 0.0037(4) 0.0047(4) 0.0060(4) C7 0.0246(6) 0.0142(5) 0.0198(6) 0.0082(5) 0.0120(5) 0.0084(5) C8 0.0284(6) 0.0189(6) 0.0205(6) 0.0107(5) 0.0092(5) 0.0133(5) C9 0.0205(6) 0.0131(5) 0.0218(6) 0.0069(4) 0.0067(5) 0.0097(5) C10 0.0125(5) 0.0114(5) 0.0141(5) 0.0029(4) 0.0042(4) 0.0059(4) C11 0.0289(7) 0.0149(6) 0.0254(6) 0.0047(5) 0.0188(5) 0.0090(5) C12 0.0311(7) 0.0161(6) 0.0171(6) 0.0040(5) 0.0114(5) 0.0117(5) C13 0.0250(6) 0.0172(6) 0.0145(5) 0.0025(4) 0.0024(5) 0.0115(5) C14 0.0275(6) 0.0167(6) 0.0163(6) 0.0058(4) 0.0044(5) 0.0135(5) C15 0.0162(6) 0.0185(6) 0.0379(7) 0.0104(5) 0.0116(5) 0.0071(5) C16 0.0210(6) 0.0235(6) 0.0207(6) 0.0076(5) 0.0008(5) 0.0087(5) C17 0.0215(6) 0.0225(6) 0.0280(6) 0.0060(5) 0.0114(5) 0.0136(5) C18 0.0206(6) 0.0154(5) 0.0122(5) 0.0028(4) 0.0034(4) 0.0081(5) O1 0.0129(4) 0.0154(4) 0.0143(4) 0.0057(3) 0.0065(3) 0.0078(3) S1 0.01786(14) 0.01081(13) 0.01344(13) 0.00329(10) 0.00713(10) 0.00670(11) S2 0.01424(13) 0.01318(13) 0.01689(14) 0.00510(10) 0.00634(10) 0.00782(11) S3 0.01321(14) 0.01556(14) 0.02577(16) 0.00122(11) 0.00634(11) 0.00795(11) S4 0.01390(14) 0.01072(13) 0.01655(14) 0.00245(10) 0.00530(10) 0.00381(11) Si1 0.01186(15) 0.01235(15) 0.01702(15) 0.00504(12) 0.00506(12) 0.00606(12) 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 C2 1.3119(18) . ? C2 C3 1.4999(16) . ? C3 C4 1.5490(14) . ? C4 C5 1.5629(14) . ? C4 S1 1.8304(11) . ? C4 S2 1.8347(11) . ? C5 C18 1.5363(14) . ? C5 C6 1.5675(14) . ? C6 O1 1.4151(13) . ? C6 C10 1.5700(14) . ? C7 C8 1.5187(17) . ? C7 S1 1.8100(11) . ? C8 C9 1.5199(16) . ? C9 S2 1.8137(11) . ? C10 C14 1.5316(15) . ? C10 S3 1.8248(11) . ? C10 S4 1.8307(11) . ? C11 C12 1.5158(17) . ? C11 S3 1.8091(13) . ? C12 C13 1.5168(17) . ? C13 S4 1.8101(12) . ? C15 Si1 1.8586(12) . ? C16 Si1 1.8584(12) . ? C17 Si1 1.8570(12) . ? O1 Si1 1.6494(8) . ? 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 C1 C2 C3 124.60(12) . . ? C2 C3 C4 115.52(9) . . ? C3 C4 C5 112.26(9) . . ? C3 C4 S1 109.62(7) . . ? C5 C4 S1 106.85(7) . . ? C3 C4 S2 109.54(7) . . ? C5 C4 S2 107.78(7) . . ? S1 C4 S2 110.75(6) . . ? C18 C5 C4 110.66(8) . . ? C18 C5 C6 111.97(9) . . ? C4 C5 C6 114.21(8) . . ? O1 C6 C5 109.46(8) . . ? O1 C6 C10 107.46(8) . . ? C5 C6 C10 112.91(8) . . ? C8 C7 S1 114.27(8) . . ? C7 C8 C9 113.47(10) . . ? C8 C9 S2 114.25(8) . . ? C14 C10 C6 111.56(9) . . ? C14 C10 S3 104.87(7) . . ? C6 C10 S3 113.70(7) . . ? C14 C10 S4 104.23(7) . . ? C6 C10 S4 111.41(7) . . ? S3 C10 S4 110.47(6) . . ? C12 C11 S3 114.53(8) . . ? C11 C12 C13 111.38(9) . . ? C12 C13 S4 114.54(8) . . ? C6 O1 Si1 134.16(7) . . ? C7 S1 C4 102.60(5) . . ? C9 S2 C4 102.60(5) . . ? C11 S3 C10 104.60(5) . . ? C13 S4 C10 104.28(5) . . ? O1 Si1 C17 106.42(5) . . ? O1 Si1 C15 108.90(5) . . ? C17 Si1 C15 107.90(6) . . ? O1 Si1 C16 112.35(5) . . ? C17 Si1 C16 111.71(6) . . ? C15 Si1 C16 109.41(6) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.41 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.348 _refine_diff_density_min -0.189 _refine_diff_density_rms 0.037