#Supplementary Material (ESI) for Journal of Materials Chemistry #This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_coden_Cambridge 1145 loop_ _publ_author_name 'John E Anthony' 'Thomas Nelson Jackson' 'Sung Kyu Park' 'Sean Parkin' 'Sankar Subramanian' _publ_contact_author_name 'John E Anthony' _publ_contact_author_email ANTHONY@UKY.EDU _publ_section_title ; Thin film morphology and transistor performance of alkyl-substituted triethylsilylethynyl anthradithiophenes ; # Attachment 'k05076.cif' data_k05076 _database_code_depnum_ccdc_archive 'CCDC 740226' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C40 H50 S2 Si2' _chemical_formula_sum 'C40 H50 S2 Si2' _chemical_formula_weight 651.10 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' 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_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.4155(2) _cell_length_b 11.2295(3) _cell_length_c 12.0044(3) _cell_angle_alpha 73.6103(11) _cell_angle_beta 76.7960(11) _cell_angle_gamma 74.4249(11) _cell_volume 911.11(4) _cell_formula_units_Z 1 _cell_measurement_temperature 90.0(2) _cell_measurement_reflns_used 4123 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.187 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 350 _exptl_absorpt_coefficient_mu 0.239 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.932 _exptl_absorpt_correction_T_max 0.965 _exptl_absorpt_process_details 'Scalepack (Otwinowski & Minor, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90.0(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 'Nonius KappaCCD diffractometer' _diffrn_measurement_method '\w scans at fixed \c = 55\%' _diffrn_detector_area_resol_mean 9.1 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 20541 _diffrn_reflns_av_R_equivalents 0.0440 _diffrn_reflns_av_sigmaI/netI 0.0463 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 27.45 _reflns_number_total 4154 _reflns_number_gt 3238 _reflns_threshold_expression >2\s(I) _computing_data_collection 'COLLECT (Nonius, 1998)' _computing_cell_refinement 'SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'XP in SHELXTL (Sheldrick, 2008)' _computing_publication_material ; SHELX-97 (Sheldrick, 2008) and local procedures ; _publ_section_exptl_refinement ; H atoms were found in difference Fourier maps and subsequently placed in idealized positions with constrained distances of 0.98 \%A (RCH~3~), 0.99 \%A (R~2~CH~2~), 0.95 \%A (C~Ar~H), and with U~iso~(H) values set to either 1.2U~eq~ or 1.5U~eq~ (RCH~3~) of the attached atom. ; _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. Given the nature of disorder in this crystal structure, a number of restraints were used to maintain similar geometry for the major and minor components (command "SAME" in SHELXL97). Displacement parameters for minor components relative to their major counterparts were also restrained (command "SIMU" in SHELXL97). ; _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^)+(0.0398P)^2^+0.7342P] 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 4154 _refine_ls_number_parameters 217 _refine_ls_number_restraints 17 _refine_ls_R_factor_all 0.0720 _refine_ls_R_factor_gt 0.0515 _refine_ls_wR_factor_ref 0.1300 _refine_ls_wR_factor_gt 0.1227 _refine_ls_goodness_of_fit_ref 1.152 _refine_ls_restrained_S_all 1.155 _refine_ls_shift/su_max 0.016 _refine_ls_shift/su_mean 0.001 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 Si1 Si 0.20752(9) 0.44237(6) 0.15863(5) 0.02293(16) Uani 1 1 d . . . C1 C 0.0574(3) 0.8664(2) 0.03212(18) 0.0211(4) Uani 1 1 d . . . C2 C -0.0274(3) 0.9331(2) 0.12081(18) 0.0208(4) Uani 1 1 d . B . C3 C -0.0550(3) 0.8695(2) 0.24202(18) 0.0233(5) Uani 1 1 d . . . H3 H -0.0183 0.7794 0.2649 0.028 Uiso 1 1 calc R A 1 C4 C -0.1343(3) 0.9382(2) 0.32546(18) 0.0233(5) Uani 0.727(3) 1 d PD B 1 S5 S -0.17734(15) 0.87385(8) 0.47874(8) 0.0237(3) Uani 0.727(3) 1 d PD B 1 C6 C -0.2718(18) 1.0277(9) 0.5023(5) 0.0209(12) Uani 0.727(3) 1 d PD B 1 C7 C -0.2652(12) 1.1177(6) 0.4008(7) 0.0257(10) Uani 0.727(3) 1 d PD B 1 H7 H -0.3068 1.2057 0.3997 0.031 Uiso 0.727(3) 1 calc PR B 1 C8 C -0.1919(3) 1.0739(2) 0.29381(19) 0.0225(4) Uani 0.727(3) 1 d PD B 1 C4' C -0.1343(3) 0.9382(2) 0.32546(18) 0.0233(5) Uani 0.273(3) 1 d PD B 2 C5' C -0.1756(19) 0.9099(11) 0.4520(9) 0.0237(3) Uani 0.273(3) 1 d PD B 2 H5' H -0.1546 0.8245 0.4970 0.028 Uiso 0.273(3) 1 calc PR B 2 C6' C -0.245(6) 1.008(2) 0.5050(14) 0.0209(12) Uani 0.273(3) 1 d PD B 2 S7' S -0.2925(8) 1.1557(4) 0.4034(5) 0.0257(10) Uani 0.273(3) 1 d PD B 2 C8' C -0.1919(3) 1.0739(2) 0.29381(19) 0.0225(4) Uani 0.273(3) 1 d PD B 2 C9 C -0.1699(3) 1.1372(2) 0.17765(19) 0.0239(5) Uani 1 1 d . . . H9 H -0.2111 1.2272 0.1567 0.029 Uiso 1 1 calc R B 1 C10 C -0.0860(3) 1.06980(19) 0.08835(18) 0.0198(4) Uani 1 1 d . . . C11 C 0.1137(3) 0.7301(2) 0.06540(19) 0.0241(5) Uani 1 1 d . . . C12 C 0.1576(3) 0.6155(2) 0.09719(19) 0.0271(5) Uani 1 1 d . . . C13 C 0.3112(4) 0.3586(2) 0.0372(2) 0.0306(5) Uani 1 1 d . . . H13A H 0.2239 0.3870 -0.0210 0.037 Uiso 1 1 calc R . . H13B H 0.4327 0.3831 -0.0030 0.037 Uiso 1 1 calc R . . C14 C 0.3472(4) 0.2133(2) 0.0797(2) 0.0337(5) Uani 1 1 d . . . H14A H 0.4369 0.1842 0.1355 0.051 Uiso 1 1 calc R . . H14B H 0.4005 0.1749 0.0121 0.051 Uiso 1 1 calc R . . H14C H 0.2273 0.1881 0.1186 0.051 Uiso 1 1 calc R . . C15 C 0.3789(3) 0.4045(2) 0.2627(2) 0.0288(5) Uani 1 1 d . . . H15A H 0.4113 0.3110 0.2927 0.035 Uiso 1 1 calc R . . H15B H 0.4969 0.4311 0.2178 0.035 Uiso 1 1 calc R . . C16 C 0.3128(4) 0.4651(3) 0.3681(2) 0.0406(6) Uani 1 1 d . . . H16A H 0.2814 0.5579 0.3403 0.061 Uiso 1 1 calc R . . H16B H 0.4144 0.4404 0.4154 0.061 Uiso 1 1 calc R . . H16C H 0.2001 0.4359 0.4165 0.061 Uiso 1 1 calc R . . C17 C -0.0258(3) 0.4008(2) 0.2351(2) 0.0294(5) Uani 1 1 d . . . H17A H -0.0975 0.4025 0.1743 0.035 Uiso 1 1 calc R . . H17B H 0.0000 0.3124 0.2830 0.035 Uiso 1 1 calc R . . C18 C -0.1526(4) 0.4854(3) 0.3146(3) 0.0517(8) Uani 1 1 d . . . H18A H -0.0886 0.4791 0.3797 0.078 Uiso 1 1 calc R . . H18B H -0.2725 0.4576 0.3463 0.078 Uiso 1 1 calc R . . H18C H -0.1781 0.5738 0.2691 0.078 Uiso 1 1 calc R . . C19 C -0.3308(3) 1.0328(3) 0.6287(2) 0.0369(6) Uani 1 1 d . . . H19A H -0.2226 0.9881 0.6710 0.044 Uiso 1 1 calc R B 1 H19B H -0.4354 0.9875 0.6642 0.044 Uiso 1 1 calc R B 1 C20 C -0.3966(4) 1.1690(3) 0.6449(2) 0.0465(7) Uani 1 1 d D B . H20A H -0.5016 1.2135 0.5998 0.056 Uiso 1 1 calc R C 1 H20B H -0.2904 1.2129 0.6098 0.056 Uiso 1 1 calc R C 1 C21 C -0.4641(5) 1.1834(5) 0.7716(3) 0.0346(9) Uani 0.727(3) 1 d PDU B 1 H21A H -0.5748 1.1454 0.8063 0.052 Uiso 0.727(3) 1 calc PR B 1 H21B H -0.4988 1.2738 0.7721 0.052 Uiso 0.727(3) 1 calc PR B 1 H21C H -0.3618 1.1400 0.8178 0.052 Uiso 0.727(3) 1 calc PR B 1 C21' C -0.449(2) 1.1275(12) 0.7810(5) 0.041(3) Uiso 0.273(3) 1 d PDU B 2 H21D H -0.4972 1.2031 0.8134 0.062 Uiso 0.273(3) 1 calc PR B 2 H21E H -0.3351 1.0759 0.8139 0.062 Uiso 0.273(3) 1 calc PR B 2 H21F H -0.5460 1.0773 0.8014 0.062 Uiso 0.273(3) 1 calc PR B 2 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 Si1 0.0256(3) 0.0199(3) 0.0217(3) -0.0028(2) -0.0033(2) -0.0052(2) C1 0.0195(10) 0.0202(10) 0.0252(11) -0.0042(8) -0.0056(8) -0.0066(8) C2 0.0183(10) 0.0227(11) 0.0222(10) -0.0031(8) -0.0047(8) -0.0068(8) C3 0.0209(11) 0.0234(11) 0.0247(11) -0.0019(9) -0.0054(9) -0.0061(9) C4 0.0194(10) 0.0291(12) 0.0217(10) -0.0012(9) -0.0046(8) -0.0097(9) S5 0.0258(4) 0.0233(6) 0.0199(5) -0.0004(3) -0.0038(3) -0.0069(4) C6 0.014(4) 0.025(3) 0.0213(11) -0.0011(14) -0.0054(12) -0.003(2) C7 0.0279(17) 0.027(3) 0.0221(7) -0.0043(16) -0.0042(9) -0.0068(17) C8 0.0183(10) 0.0245(11) 0.0276(11) -0.0085(9) -0.0035(8) -0.0072(9) C4' 0.0194(10) 0.0291(12) 0.0217(10) -0.0012(9) -0.0046(8) -0.0097(9) C5' 0.0258(4) 0.0233(6) 0.0199(5) -0.0004(3) -0.0038(3) -0.0069(4) C6' 0.014(4) 0.025(3) 0.0213(11) -0.0011(14) -0.0054(12) -0.003(2) S7' 0.0279(17) 0.027(3) 0.0221(7) -0.0043(16) -0.0042(9) -0.0068(17) C8' 0.0183(10) 0.0245(11) 0.0276(11) -0.0085(9) -0.0035(8) -0.0072(9) C9 0.0229(11) 0.0241(11) 0.0262(11) -0.0059(9) -0.0032(9) -0.0086(9) C10 0.0182(10) 0.0195(10) 0.0221(10) -0.0029(8) -0.0047(8) -0.0059(8) C11 0.0226(11) 0.0282(12) 0.0222(10) -0.0060(9) -0.0024(8) -0.0075(9) C12 0.0276(12) 0.0288(13) 0.0247(11) -0.0060(9) -0.0029(9) -0.0071(10) C13 0.0368(13) 0.0278(12) 0.0253(11) -0.0054(9) -0.0034(10) -0.0063(10) C14 0.0399(14) 0.0293(13) 0.0324(12) -0.0123(10) -0.0033(10) -0.0052(11) C15 0.0285(12) 0.0270(12) 0.0290(12) -0.0040(9) -0.0056(9) -0.0046(10) C16 0.0342(14) 0.0570(18) 0.0353(14) -0.0179(13) -0.0076(11) -0.0087(13) C17 0.0305(12) 0.0276(12) 0.0301(12) -0.0044(10) -0.0041(10) -0.0100(10) C18 0.0295(14) 0.076(2) 0.0593(19) -0.0377(17) 0.0090(13) -0.0187(14) C19 0.0274(12) 0.0653(18) 0.0218(11) -0.0073(11) -0.0027(9) -0.0204(12) C20 0.0327(14) 0.079(2) 0.0375(14) -0.0318(15) 0.0000(11) -0.0143(14) C21 0.0265(18) 0.052(3) 0.0321(19) -0.0262(17) -0.0003(14) -0.007(2) _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 Si1 C12 1.841(2) . ? Si1 C13 1.864(2) . ? Si1 C15 1.868(2) . ? Si1 C17 1.876(2) . ? C1 C2 1.408(3) . ? C1 C10 1.417(3) 2_575 ? C1 C11 1.437(3) . ? C2 C3 1.423(3) . ? C2 C10 1.441(3) . ? C3 C4 1.367(3) . ? C3 H3 0.9500 . ? C4 C8 1.430(3) . ? C4 S5 1.765(2) . ? S5 C6 1.759(8) . ? C6 C7 1.346(11) . ? C6 C19 1.493(6) . ? C7 C8 1.443(8) . ? C7 H7 0.9500 . ? C8 C9 1.370(3) . ? C5' C6' 1.35(2) . ? C5' H5' 0.9500 . ? C6' C19 1.549(16) . ? C6' S7' 1.77(2) . ? C9 C10 1.418(3) . ? C9 H9 0.9500 . ? C10 C1 1.417(3) 2_575 ? C11 C12 1.210(3) . ? C13 C14 1.533(3) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C16 1.526(3) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.523(3) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C20 1.529(4) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.529(4) . ? C20 C21' 1.553(6) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C21' H21D 0.9800 . ? C21' H21E 0.9800 . ? C21' H21F 0.9800 . ? 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 C12 Si1 C13 109.63(10) . . ? C12 Si1 C15 107.95(11) . . ? C13 Si1 C15 110.37(11) . . ? C12 Si1 C17 106.59(10) . . ? C13 Si1 C17 110.12(11) . . ? C15 Si1 C17 112.07(11) . . ? C2 C1 C10 121.6(2) . 2_575 ? C2 C1 C11 118.75(19) . . ? C10 C1 C11 119.63(19) 2_575 . ? C1 C2 C3 121.8(2) . . ? C1 C2 C10 119.23(18) . . ? C3 C2 C10 118.95(19) . . ? C4 C3 C2 119.9(2) . . ? C4 C3 H3 120.1 . . ? C2 C3 H3 120.1 . . ? C3 C4 C8 121.40(19) . . ? C3 C4 S5 125.38(18) . . ? C8 C4 S5 113.22(16) . . ? C4 S5 C6 90.1(2) . . ? C7 C6 C19 133.3(7) . . ? C7 C6 S5 111.9(4) . . ? C19 C6 S5 114.6(5) . . ? C6 C7 C8 116.7(5) . . ? C6 C7 H7 121.7 . . ? C8 C7 H7 121.7 . . ? C9 C8 C7 132.2(3) . . ? C9 C8 C4 119.9(2) . . ? C7 C8 C4 108.0(3) . . ? C6' C5' H5' 120.8 . . ? C5' C6' C19 140.1(19) . . ? C5' C6' S7' 112.5(11) . . ? C19 C6' S7' 106.3(11) . . ? C10 C9 C8 120.6(2) . . ? C10 C9 H9 119.7 . . ? C8 C9 H9 119.7 . . ? C1 C10 C9 121.5(2) 2_575 . ? C1 C10 C2 119.15(19) 2_575 . ? C9 C10 C2 119.30(19) . . ? C12 C11 C1 177.8(2) . . ? C11 C12 Si1 174.4(2) . . ? C14 C13 Si1 113.27(16) . . ? C14 C13 H13A 108.9 . . ? Si1 C13 H13A 108.9 . . ? C14 C13 H13B 108.9 . . ? Si1 C13 H13B 108.9 . . ? H13A C13 H13B 107.7 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C16 C15 Si1 116.51(17) . . ? C16 C15 H15A 108.2 . . ? Si1 C15 H15A 108.2 . . ? C16 C15 H15B 108.2 . . ? Si1 C15 H15B 108.2 . . ? H15A C15 H15B 107.3 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C18 C17 Si1 116.66(18) . . ? C18 C17 H17A 108.1 . . ? Si1 C17 H17A 108.1 . . ? C18 C17 H17B 108.1 . . ? Si1 C17 H17B 108.1 . . ? H17A C17 H17B 107.3 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C6 C19 C20 112.6(4) . . ? C20 C19 C6' 120.4(10) . . ? C6 C19 H19A 109.1 . . ? C20 C19 H19A 109.1 . . ? C6' C19 H19A 100.4 . . ? C6 C19 H19B 109.1 . . ? C20 C19 H19B 109.1 . . ? C6' C19 H19B 109.3 . . ? H19A C19 H19B 107.8 . . ? C19 C20 C21 116.3(3) . . ? C19 C20 C21' 94.3(5) . . ? C19 C20 H20A 108.2 . . ? C21 C20 H20A 108.2 . . ? C21' C20 H20A 117.6 . . ? C19 C20 H20B 108.2 . . ? C21 C20 H20B 108.2 . . ? C21' C20 H20B 119.5 . . ? H20A C20 H20B 107.4 . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? C20 C21' H21D 109.5 . . ? C20 C21' H21E 109.5 . . ? H21D C21' H21E 109.5 . . ? C20 C21' H21F 109.5 . . ? H21D C21' H21F 109.5 . . ? H21E C21' H21F 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C10 C1 C2 C3 -179.49(19) 2_575 . . . ? C11 C1 C2 C3 1.3(3) . . . . ? C10 C1 C2 C10 -0.3(3) 2_575 . . . ? C11 C1 C2 C10 -179.44(18) . . . . ? C1 C2 C3 C4 178.61(19) . . . . ? C10 C2 C3 C4 -0.6(3) . . . . ? C2 C3 C4 C8 0.3(3) . . . . ? C2 C3 C4 S5 -179.86(16) . . . . ? C3 C4 S5 C6 179.9(5) . . . . ? C8 C4 S5 C6 -0.3(5) . . . . ? C4 S5 C6 C7 -1.2(10) . . . . ? C4 S5 C6 C19 -177.6(9) . . . . ? C19 C6 C7 C8 178.0(11) . . . . ? S5 C6 C7 C8 2.4(14) . . . . ? C6 C7 C8 C9 178.1(8) . . . . ? C6 C7 C8 C4 -2.5(11) . . . . ? C3 C4 C8 C9 0.8(3) . . . . ? S5 C4 C8 C9 -179.05(16) . . . . ? C3 C4 C8 C7 -178.7(4) . . . . ? S5 C4 C8 C7 1.5(4) . . . . ? C7 C8 C9 C10 177.7(5) . . . . ? C4 C8 C9 C10 -1.6(3) . . . . ? C8 C9 C10 C1 -178.39(19) . . . 2_575 ? C8 C9 C10 C2 1.3(3) . . . . ? C1 C2 C10 C1 0.3(3) . . . 2_575 ? C3 C2 C10 C1 179.51(18) . . . 2_575 ? C1 C2 C10 C9 -179.43(18) . . . . ? C3 C2 C10 C9 -0.2(3) . . . . ? C12 Si1 C13 C14 -176.78(17) . . . . ? C15 Si1 C13 C14 64.4(2) . . . . ? C17 Si1 C13 C14 -59.8(2) . . . . ? C12 Si1 C15 C16 60.9(2) . . . . ? C13 Si1 C15 C16 -179.25(18) . . . . ? C17 Si1 C15 C16 -56.1(2) . . . . ? C12 Si1 C17 C18 -46.0(2) . . . . ? C13 Si1 C17 C18 -164.9(2) . . . . ? C15 Si1 C17 C18 71.8(2) . . . . ? C7 C6 C19 C20 -0.2(17) . . . . ? S5 C6 C19 C20 175.3(6) . . . . ? C7 C6 C19 C6' -146(15) . . . . ? S5 C6 C19 C6' 29(13) . . . . ? C5' C6' C19 C6 -142(18) . . . . ? S7' C6' C19 C6 25(12) . . . . ? C5' C6' C19 C20 -178(4) . . . . ? S7' C6' C19 C20 -12(3) . . . . ? C6 C19 C20 C21 178.7(6) . . . . ? C6' C19 C20 C21 -175.1(19) . . . . ? C6 C19 C20 C21' 177.7(8) . . . . ? C6' C19 C20 C21' -176(2) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.498 _refine_diff_density_min -0.310 _refine_diff_density_rms 0.058 # Attachment 'k05142.cif' data_k05142 _database_code_depnum_ccdc_archive 'CCDC 740227' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H42 S2 Si2' _chemical_formula_sum 'C36 H42 S2 Si2' _chemical_formula_weight 595.00 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S .1246 .1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si .0817 .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_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.1419(17) _cell_length_b 10.321(3) _cell_length_c 11.240(3) _cell_angle_alpha 83.808(19) _cell_angle_beta 89.24(3) _cell_angle_gamma 81.277(14) _cell_volume 814.2(4) _cell_formula_units_Z 1 _cell_measurement_temperature 90.0(2) _cell_measurement_reflns_used 3688 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _exptl_crystal_description needle _exptl_crystal_colour red _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.214 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 318 _exptl_absorpt_coefficient_mu 0.261 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.881 _exptl_absorpt_correction_T_max 0.987 _exptl_absorpt_process_details 'Scalepack (Otwinowski & Minor, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90.0(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 'Nonius KappaCCD diffractometer' _diffrn_measurement_method '\w scans at fixed \c = 55\%' _diffrn_detector_area_resol_mean 18 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 18425 _diffrn_reflns_av_R_equivalents 0.0790 _diffrn_reflns_av_sigmaI/netI 0.0786 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.82 _diffrn_reflns_theta_max 27.47 _reflns_number_total 3710 _reflns_number_gt 2336 _reflns_threshold_expression >2\s(I) _computing_data_collection 'COLLECT (Nonius, 1998)' _computing_cell_refinement 'SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'XP in SHELXTL (Sheldrick, 2008)' _computing_publication_material ; SHELX97-2 (Sheldrick, 2008) and local procedures ; _publ_section_exptl_refinement ; H atoms were found in difference Fourier maps and subsequently placed in idealized positions with constrained distances of 0.98 \%A (RCH~3~), 0.99 \%A (R~2~CH~2~), 0.95 \%A (C~Ar~H), and with U~iso~(H) values set to either 1.2U~eq~ or 1.5U~eq~ (RCH~3~) of the attached atom. ; _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. The molecule is disordered over two orientations. This only shows as two conformations for the thiophene ring ends. The "SAME" restraint in SHELXL97 was used to ensure similar geometries for the major and minor components. Likewise, retraints were also placed on the displacement parameters of the disordered groups to ensure that they refined to chemically reasonable values (mainly the command "DELU" in SHELXL97, but also a lesser number of "ISOR" restraints). ; _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^)+(0.0719P)^2^] 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 3710 _refine_ls_number_parameters 194 _refine_ls_number_restraints 93 _refine_ls_R_factor_all 0.0955 _refine_ls_R_factor_gt 0.0508 _refine_ls_wR_factor_ref 0.1426 _refine_ls_wR_factor_gt 0.1238 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.029 _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 Si1 Si -0.27205(9) 0.29014(6) 0.40806(5) 0.0248(2) Uani 1 1 d . . . C1 C -0.0517(3) 0.0673(2) 0.10142(17) 0.0228(5) Uani 1 1 d . . . C2 C 0.1076(3) 0.0967(2) 0.03358(18) 0.0234(5) Uani 1 1 d . B . C3 C 0.2166(3) 0.1920(2) 0.06458(19) 0.0246(5) Uani 1 1 d . . . H3 H 0.1822 0.2383 0.1321 0.030 Uiso 1 1 calc R A 1 C4 C 0.3707(3) 0.2179(2) -0.00199(19) 0.0265(5) Uani 0.553(2) 1 d PDU B 1 C5 C 0.5092(17) 0.3091(11) 0.0071(10) 0.0278(6) Uani 0.553(2) 1 d PDU B 1 H5 H 0.5010 0.3645 0.0697 0.033 Uiso 0.553(2) 1 calc PR B 1 C6 C 0.6444(19) 0.3118(15) -0.0736(11) 0.0249(14) Uani 0.553(2) 1 d PDU B 1 S7 S 0.6255(2) 0.20090(15) -0.18168(11) 0.0271(4) Uani 0.553(2) 1 d PDU B 1 C8 C 0.4230(3) 0.1487(2) -0.10510(18) 0.0247(5) Uani 0.553(2) 1 d PDU B 1 C19 C 0.8024(7) 0.3927(5) -0.0891(5) 0.0440(10) Uiso 0.553(2) 1 d PDU B 1 H19A H 0.8043 0.4443 -0.0210 0.066 Uiso 0.553(2) 1 calc PR B 1 H19B H 0.7827 0.4523 -0.1633 0.066 Uiso 0.553(2) 1 calc PR B 1 H19C H 0.9234 0.3341 -0.0931 0.066 Uiso 0.553(2) 1 calc PR B 1 C4' C 0.3707(3) 0.2179(2) -0.00199(19) 0.0265(5) Uani 0.447(2) 1 d PDU B 2 S5' S 0.5080(5) 0.3300(3) 0.0264(3) 0.0278(6) Uani 0.447(2) 1 d PDU B 2 C6' C 0.646(2) 0.2875(19) -0.1003(15) 0.0249(14) Uani 0.447(2) 1 d PDU B 2 C7' C 0.5852(12) 0.1923(9) -0.1513(7) 0.0271(4) Uani 0.447(2) 1 d PDU B 2 H7' H 0.6500 0.1554 -0.2169 0.033 Uiso 0.447(2) 1 calc PR B 2 C8' C 0.4230(3) 0.1487(2) -0.10510(18) 0.0247(5) Uani 0.447(2) 1 d PDU B 2 C19' C 0.8093(9) 0.3580(7) -0.1262(6) 0.0440(10) Uiso 0.447(2) 1 d PDU B 2 H19D H 0.8911 0.3144 -0.1854 0.066 Uiso 0.447(2) 1 calc PR B 2 H19E H 0.8813 0.3572 -0.0525 0.066 Uiso 0.447(2) 1 calc PR B 2 H19F H 0.7637 0.4494 -0.1582 0.066 Uiso 0.447(2) 1 calc PR B 2 C9 C 0.3210(3) 0.0569(2) -0.13709(18) 0.0241(5) Uani 1 1 d . . . H9 H 0.3579 0.0119 -0.2050 0.029 Uiso 1 1 calc R B 1 C10 C 0.1604(3) 0.0277(2) -0.07037(18) 0.0236(5) Uani 1 1 d . . . C11 C -0.1074(3) 0.1372(2) 0.20405(18) 0.0227(5) Uani 1 1 d . . . C12 C -0.1594(3) 0.1957(2) 0.28925(19) 0.0254(5) Uani 1 1 d . . . C13 C -0.4759(3) 0.2061(3) 0.4639(2) 0.0359(6) Uani 1 1 d . . . H13A H -0.4272 0.1144 0.4965 0.043 Uiso 1 1 calc R . . H13B H -0.5386 0.2522 0.5300 0.043 Uiso 1 1 calc R . . C14 C -0.6218(3) 0.2040(3) 0.3663(2) 0.0452(7) Uani 1 1 d . . . H14A H -0.6908 0.2932 0.3462 0.068 Uiso 1 1 calc R . . H14B H -0.7112 0.1445 0.3951 0.068 Uiso 1 1 calc R . . H14C H -0.5571 0.1731 0.2949 0.068 Uiso 1 1 calc R . . C15 C -0.0994(3) 0.2943(2) 0.53031(19) 0.0295(5) Uani 1 1 d . . . H15A H 0.0037 0.3411 0.4966 0.035 Uiso 1 1 calc R . . H15B H -0.1646 0.3467 0.5916 0.035 Uiso 1 1 calc R . . C16 C -0.0103(3) 0.1598(2) 0.5923(2) 0.0357(6) Uani 1 1 d . . . H16A H -0.1105 0.1119 0.6262 0.054 Uiso 1 1 calc R . . H16B H 0.0742 0.1728 0.6566 0.054 Uiso 1 1 calc R . . H16C H 0.0623 0.1088 0.5339 0.054 Uiso 1 1 calc R . . C17 C -0.3554(3) 0.4611(2) 0.3370(2) 0.0321(6) Uani 1 1 d . . . H17A H -0.4605 0.4585 0.2812 0.039 Uiso 1 1 calc R . . H17B H -0.4058 0.5168 0.4000 0.039 Uiso 1 1 calc R . . C18 C -0.1993(4) 0.5249(2) 0.2681(2) 0.0389(6) Uani 1 1 d . . . H18A H -0.0979 0.5326 0.3236 0.058 Uiso 1 1 calc R . . H18B H -0.2528 0.6128 0.2309 0.058 Uiso 1 1 calc R . . H18C H -0.1478 0.4700 0.2059 0.058 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 Si1 0.0302(4) 0.0239(4) 0.0203(3) -0.0087(3) 0.0011(3) 0.0000(3) C1 0.0324(13) 0.0179(11) 0.0156(11) -0.0044(8) -0.0007(9) 0.0061(9) C2 0.0324(13) 0.0174(11) 0.0177(11) -0.0035(9) -0.0032(9) 0.0060(9) C3 0.0337(13) 0.0185(11) 0.0204(11) -0.0054(9) -0.0043(10) 0.0031(10) C4 0.0336(13) 0.0203(11) 0.0229(12) -0.0018(9) -0.0043(10) 0.0040(10) C5 0.0347(7) 0.0230(12) 0.0265(12) -0.0055(7) -0.0024(7) -0.0045(7) C6 0.0293(14) 0.027(5) 0.018(5) -0.003(2) -0.001(3) -0.003(3) S7 0.0283(8) 0.0282(6) 0.0224(8) -0.0009(6) 0.0067(5) 0.0018(5) C8 0.0295(13) 0.0222(12) 0.0195(11) -0.0003(9) -0.0010(9) 0.0039(10) C4' 0.0336(13) 0.0203(11) 0.0229(12) -0.0018(9) -0.0043(10) 0.0040(10) S5' 0.0347(7) 0.0230(12) 0.0265(12) -0.0055(7) -0.0024(7) -0.0045(7) C6' 0.0293(14) 0.027(5) 0.018(5) -0.003(2) -0.001(3) -0.003(3) C7' 0.0283(8) 0.0282(6) 0.0224(8) -0.0009(6) 0.0067(5) 0.0018(5) C8' 0.0295(13) 0.0222(12) 0.0195(11) -0.0003(9) -0.0010(9) 0.0039(10) C9 0.0309(13) 0.0202(11) 0.0184(11) -0.0044(9) -0.0003(10) 0.0067(10) C10 0.0350(13) 0.0163(11) 0.0173(11) -0.0044(8) -0.0032(10) 0.0055(9) C11 0.0293(12) 0.0180(11) 0.0205(11) -0.0041(9) -0.0016(9) -0.0013(9) C12 0.0310(13) 0.0222(12) 0.0224(12) -0.0031(9) -0.0020(10) -0.0018(10) C13 0.0408(15) 0.0415(15) 0.0265(13) -0.0096(11) 0.0083(11) -0.0065(12) C14 0.0351(15) 0.0610(19) 0.0444(16) -0.0178(14) 0.0080(13) -0.0154(14) C15 0.0358(14) 0.0316(13) 0.0212(12) -0.0073(10) -0.0014(10) -0.0020(11) C16 0.0413(15) 0.0367(14) 0.0262(13) -0.0012(11) -0.0022(11) 0.0022(12) C17 0.0384(14) 0.0295(13) 0.0272(12) -0.0071(10) 0.0003(11) 0.0018(11) C18 0.0489(16) 0.0259(13) 0.0410(15) 0.0011(11) -0.0097(13) -0.0056(12) _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 Si1 C12 1.843(2) . ? Si1 C15 1.866(2) . ? Si1 C17 1.869(2) . ? Si1 C13 1.872(2) . ? C1 C10 1.413(3) 2 ? C1 C2 1.414(3) . ? C1 C11 1.446(3) . ? C2 C3 1.418(3) . ? C2 C10 1.449(3) . ? C3 C4 1.366(3) . ? C3 H3 0.9500 . ? C4 C8 1.442(3) . ? C4 C5 1.477(10) . ? C5 C6 1.317(12) . ? C5 H5 0.9500 . ? C6 C19 1.500(7) . ? C6 S7 1.776(7) . ? S7 C8 1.796(2) . ? C8 C9 1.359(3) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? S5' C6' 1.778(10) . ? C6' C7' 1.320(12) . ? C6' C19' 1.474(9) . ? C7' H7' 0.9500 . ? C19' H19D 0.9800 . ? C19' H19E 0.9800 . ? C19' H19F 0.9800 . ? C9 C10 1.415(3) . ? C9 H9 0.9500 . ? C10 C1 1.413(3) 2 ? C11 C12 1.211(3) . ? C13 C14 1.528(3) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C16 1.534(3) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.538(3) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? 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 C12 Si1 C15 110.77(10) . . ? C12 Si1 C17 106.81(10) . . ? C15 Si1 C17 110.04(11) . . ? C12 Si1 C13 106.23(11) . . ? C15 Si1 C13 111.52(11) . . ? C17 Si1 C13 111.30(11) . . ? C10 C1 C2 121.61(18) 2 . ? C10 C1 C11 118.87(19) 2 . ? C2 C1 C11 119.5(2) . . ? C1 C2 C3 121.65(19) . . ? C1 C2 C10 119.1(2) . . ? C3 C2 C10 119.2(2) . . ? C4 C3 C2 120.5(2) . . ? C4 C3 H3 119.8 . . ? C2 C3 H3 119.8 . . ? C3 C4 C8 120.1(2) . . ? C3 C4 C5 133.1(4) . . ? C8 C4 C5 106.8(4) . . ? C6 C5 C4 118.5(7) . . ? C6 C5 H5 120.7 . . ? C4 C5 H5 120.7 . . ? C5 C6 C19 131.2(6) . . ? C5 C6 S7 111.7(5) . . ? C19 C6 S7 117.1(5) . . ? C6 S7 C8 90.3(3) . . ? C9 C8 C4 120.8(2) . . ? C9 C8 S7 126.54(17) . . ? C4 C8 S7 112.69(17) . . ? C7' C6' C19' 131.9(9) . . ? C7' C6' S5' 111.9(6) . . ? C19' C6' S5' 116.1(6) . . ? C6' C7' H7' 121.4 . . ? C6' C19' H19D 109.5 . . ? C6' C19' H19E 109.5 . . ? H19D C19' H19E 109.5 . . ? C6' C19' H19F 109.5 . . ? H19D C19' H19F 109.5 . . ? H19E C19' H19F 109.5 . . ? C8 C9 C10 120.75(19) . . ? C8 C9 H9 119.6 . . ? C10 C9 H9 119.6 . . ? C1 C10 C9 122.02(19) 2 . ? C1 C10 C2 119.3(2) 2 . ? C9 C10 C2 118.7(2) . . ? C12 C11 C1 178.1(2) . . ? C11 C12 Si1 171.7(2) . . ? C14 C13 Si1 112.65(16) . . ? C14 C13 H13A 109.1 . . ? Si1 C13 H13A 109.1 . . ? C14 C13 H13B 109.1 . . ? Si1 C13 H13B 109.1 . . ? H13A C13 H13B 107.8 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C16 C15 Si1 115.83(16) . . ? C16 C15 H15A 108.3 . . ? Si1 C15 H15A 108.3 . . ? C16 C15 H15B 108.3 . . ? Si1 C15 H15B 108.3 . . ? H15A C15 H15B 107.4 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C18 C17 Si1 113.51(16) . . ? C18 C17 H17A 108.9 . . ? Si1 C17 H17A 108.9 . . ? C18 C17 H17B 108.9 . . ? Si1 C17 H17B 108.9 . . ? H17A C17 H17B 107.7 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C10 C1 C2 C3 179.91(19) 2 . . . ? C11 C1 C2 C3 0.9(3) . . . . ? C10 C1 C2 C10 0.0(3) 2 . . . ? C11 C1 C2 C10 -178.94(18) . . . . ? C1 C2 C3 C4 179.53(19) . . . . ? C10 C2 C3 C4 -0.6(3) . . . . ? C2 C3 C4 C8 0.4(3) . . . . ? C2 C3 C4 C5 -180.0(7) . . . . ? C3 C4 C5 C6 -179.4(11) . . . . ? C8 C4 C5 C6 0.2(14) . . . . ? C4 C5 C6 C19 179.5(14) . . . . ? C4 C5 C6 S7 0.9(18) . . . . ? C5 C6 S7 C8 -1.4(13) . . . . ? C19 C6 S7 C8 179.9(12) . . . . ? C3 C4 C8 C9 -0.3(3) . . . . ? C5 C4 C8 C9 180.0(6) . . . . ? C3 C4 C8 S7 178.43(17) . . . . ? C5 C4 C8 S7 -1.3(6) . . . . ? C6 S7 C8 C9 -179.8(7) . . . . ? C6 S7 C8 C4 1.6(7) . . . . ? C4 C8 C9 C10 0.4(3) . . . . ? S7 C8 C9 C10 -178.14(16) . . . . ? C8 C9 C10 C1 -179.96(19) . . . 2 ? C8 C9 C10 C2 -0.6(3) . . . . ? C1 C2 C10 C1 0.0(3) . . . 2 ? C3 C2 C10 C1 -179.92(18) . . . 2 ? C1 C2 C10 C9 -179.45(17) . . . . ? C3 C2 C10 C9 0.7(3) . . . . ? C12 Si1 C13 C14 -60.5(2) . . . . ? C15 Si1 C13 C14 178.70(18) . . . . ? C17 Si1 C13 C14 55.4(2) . . . . ? C12 Si1 C15 C16 -58.84(19) . . . . ? C17 Si1 C15 C16 -176.72(16) . . . . ? C13 Si1 C15 C16 59.3(2) . . . . ? C12 Si1 C17 C18 -53.23(19) . . . . ? C15 Si1 C17 C18 67.08(19) . . . . ? C13 Si1 C17 C18 -168.77(16) . . . . ? _diffrn_measured_fraction_theta_max .993 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full .993 _refine_diff_density_max .342 _refine_diff_density_min -.296 _refine_diff_density_rms .062 # Attachment 'k06071.cif' data_k06071 _database_code_depnum_ccdc_archive 'CCDC 660424' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C38 H46 S2 Si2' _chemical_formula_sum 'C38 H46 S2 Si2' _chemical_formula_weight 623.05 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si .0817 .0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S .1246 .1234 '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_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.9028(3) _cell_length_b 10.4873(4) _cell_length_c 10.8412(5) _cell_angle_alpha 76.3218(18) _cell_angle_beta 88.4391(17) _cell_angle_gamma 88.9630(19) _cell_volume 872.64(6) _cell_formula_units_Z 1 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 3803 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _exptl_crystal_description 'irregular block' _exptl_crystal_colour red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.186 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 334 _exptl_absorpt_coefficient_mu 0.246 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.930 _exptl_absorpt_correction_T_max 0.952 _exptl_absorpt_process_details 'Scalepack (Otwinowski & Minor, 1997)' _exptl_special_details ; The crystals underwent a destructive phase transition on cooling to both 90K and 120K, but remained intact on cooling to 150K. ; _diffrn_ambient_temperature 150(1) _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 'Nonius KappaCCD diffractometer' _diffrn_measurement_method '\w scans at fixed \c = 55\%' _diffrn_detector_area_resol_mean 18 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 15534 _diffrn_reflns_av_R_equivalents 0.0251 _diffrn_reflns_av_sigmaI/netI 0.0422 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 27.49 _reflns_number_total 3980 _reflns_number_gt 2746 _reflns_threshold_expression >2\s(I) _computing_data_collection 'COLLECT (Nonius, 1998)' _computing_cell_refinement 'SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'XP in SHELXTL (Sheldrick, 2008)' _computing_publication_material ; SHELX97-2 (Sheldrick, 2008) and local procedures ; _publ_section_exptl_refinement ; H atoms were found in difference Fourier maps and subsequently placed in idealized positions with constrained distances of 0.98 \%A (RCH~3~), 0.99 \%A (R~2~CH~2~), 0.95 \%A (C~Ar~H), and with U~iso~(H) values set to either 1.2U~eq~ or 1.5U~eq~ (RCH~3~) of the attached atom. ; _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 structure was extensively disordered, some of the diisorder appeared to be correlated. The geometry of the minor components are of much poorer quality than the major components. To ensure the similarity of geometry and displacement parameters for the disordered groups, a number of restraints were employed (commands "SAME", "SIMU" and "DELU" in SHELXL97). ; _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^)+(0.0805P)^2^+0.2147P] 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 3980 _refine_ls_number_parameters 270 _refine_ls_number_restraints 429 _refine_ls_R_factor_all 0.0844 _refine_ls_R_factor_gt 0.0542 _refine_ls_wR_factor_ref 0.1585 _refine_ls_wR_factor_gt 0.1401 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.082 _refine_ls_shift/su_max 0.008 _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 Si1 Si 0.78252(11) 0.29051(8) 0.37881(8) 0.0572(3) Uani 0.934(2) 1 d PDU A 1 C13 C 0.9469(6) 0.2994(3) 0.4951(3) 0.0818(11) Uani 0.934(2) 1 d PDU A 1 H13A H 1.0465 0.3452 0.4487 0.098 Uiso 0.934(2) 1 calc PR A 1 H13B H 0.9022 0.3529 0.5529 0.098 Uiso 0.934(2) 1 calc PR A 1 C14 C 1.0049(5) 0.1656(3) 0.5750(3) 0.0771(9) Uani 0.934(2) 1 d PDU A 1 H14A H 0.9087 0.1215 0.6253 0.116 Uiso 0.934(2) 1 calc PR A 1 H14B H 1.0939 0.1783 0.6320 0.116 Uiso 0.934(2) 1 calc PR A 1 H14C H 1.0492 0.1116 0.5188 0.116 Uiso 0.934(2) 1 calc PR A 1 C15 C 0.7290(5) 0.4631(3) 0.2876(3) 0.0673(8) Uani 0.934(2) 1 d PU A 1 H15A H 0.8312 0.5008 0.2386 0.081 Uiso 0.934(2) 1 calc PR A 1 H15B H 0.6411 0.4578 0.2257 0.081 Uiso 0.934(2) 1 calc PR A 1 C16 C 0.6691(5) 0.5531(3) 0.3632(3) 0.1045(13) Uani 0.934(2) 1 d PU A 1 H16A H 0.5643 0.5197 0.4090 0.157 Uiso 0.934(2) 1 calc PR A 1 H16B H 0.6472 0.6396 0.3072 0.157 Uiso 0.934(2) 1 calc PR A 1 H16C H 0.7553 0.5607 0.4242 0.157 Uiso 0.934(2) 1 calc PR A 1 C17 C 0.5903(5) 0.2018(3) 0.4564(3) 0.0870(10) Uani 0.934(2) 1 d PU A 1 H17A H 0.6249 0.1117 0.5003 0.104 Uiso 0.934(2) 1 calc PR A 1 H17B H 0.5467 0.2463 0.5221 0.104 Uiso 0.934(2) 1 calc PR A 1 C18 C 0.4448(5) 0.1925(5) 0.3678(4) 0.1005(13) Uani 0.934(2) 1 d PU A 1 H18A H 0.4062 0.2810 0.3257 0.151 Uiso 0.934(2) 1 calc PR A 1 H18B H 0.3508 0.1443 0.4176 0.151 Uiso 0.934(2) 1 calc PR A 1 H18C H 0.4847 0.1461 0.3037 0.151 Uiso 0.934(2) 1 calc PR A 1 Si1' Si 0.7701(15) 0.2323(14) 0.4379(15) 0.065(3) Uiso 0.066(2) 1 d PDU A 2 C13' C 0.959(5) 0.265(5) 0.523(7) 0.084(5) Uiso 0.066(2) 1 d PDU A 2 H13C H 1.0125 0.3476 0.4760 0.100 Uiso 0.066(2) 1 calc PR A 2 H13D H 0.9249 0.2751 0.6088 0.100 Uiso 0.066(2) 1 calc PR A 2 C14' C 1.084(5) 0.149(4) 0.533(5) 0.073(8) Uiso 0.066(2) 1 d PDU A 2 H14D H 1.0379 0.0714 0.5922 0.109 Uiso 0.066(2) 1 calc PR A 2 H14E H 1.1923 0.1716 0.5638 0.109 Uiso 0.066(2) 1 calc PR A 2 H14F H 1.1017 0.1305 0.4490 0.109 Uiso 0.066(2) 1 calc PR A 2 C15' C 0.778(4) 0.414(2) 0.403(4) 0.068(4) Uiso 0.066(2) 1 d PDU A 2 H15C H 0.7604 0.4479 0.4800 0.082 Uiso 0.066(2) 1 calc PR A 2 H15D H 0.8864 0.4480 0.3599 0.082 Uiso 0.066(2) 1 calc PR A 2 C16' C 0.626(4) 0.449(3) 0.311(3) 0.039(5) Uiso 0.066(2) 1 d PDU A 2 H16D H 0.5199 0.4245 0.3596 0.058 Uiso 0.066(2) 1 calc PR A 2 H16E H 0.6377 0.4005 0.2445 0.058 Uiso 0.066(2) 1 calc PR A 2 H16F H 0.6245 0.5434 0.2729 0.058 Uiso 0.066(2) 1 calc PR A 2 C17' C 0.562(5) 0.152(6) 0.449(5) 0.085(5) Uiso 0.066(2) 1 d PDU A 2 H17C H 0.5762 0.0551 0.4754 0.102 Uiso 0.066(2) 1 calc PR A 2 H17D H 0.4872 0.1806 0.5119 0.102 Uiso 0.066(2) 1 calc PR A 2 C18' C 0.482(7) 0.190(7) 0.316(6) 0.104(10) Uiso 0.066(2) 1 d PDU A 2 H18D H 0.4528 0.2840 0.2960 0.155 Uiso 0.066(2) 1 calc PR A 2 H18E H 0.3799 0.1390 0.3161 0.155 Uiso 0.066(2) 1 calc PR A 2 H18F H 0.5637 0.1726 0.2523 0.155 Uiso 0.066(2) 1 calc PR A 2 C1 C 0.9582(3) 0.06873(17) 0.09435(17) 0.0389(4) Uani 1 1 d U . . C2 C 0.8428(3) -0.02270(17) 0.06940(17) 0.0389(4) Uani 1 1 d U C . C3 C 0.6857(3) -0.04674(19) 0.13623(19) 0.0430(5) Uani 1 1 d U . . H3 H 0.6562 -0.0009 0.1997 0.052 Uiso 1 1 calc R B 1 C4 C 0.5761(3) -0.13580(19) 0.10966(19) 0.0449(5) Uani 0.566(3) 1 d PDU C 1 S5 S 0.37696(18) -0.17472(15) 0.19117(15) 0.0505(4) Uani 0.566(3) 1 d PDU C 1 C6 C 0.3409(14) -0.2780(14) 0.1117(11) 0.0460(15) Uani 0.566(3) 1 d PDU C 1 C7 C 0.4716(11) -0.2945(7) 0.0216(7) 0.0518(16) Uani 0.566(3) 1 d PDU C 1 H7 H 0.4648 -0.3566 -0.0292 0.062 Uiso 0.566(3) 1 calc PR C 1 C8 C 0.6185(3) -0.20618(19) 0.0147(2) 0.0468(5) Uani 0.566(3) 1 d PDU C 1 C4' C 0.5761(3) -0.13580(19) 0.10966(19) 0.0449(5) Uani 0.434(3) 1 d PDU C 2 C5' C 0.4132(10) -0.1883(7) 0.1492(6) 0.0466(15) Uani 0.434(3) 1 d PDU C 2 H5' H 0.3486 -0.1591 0.2127 0.056 Uiso 0.434(3) 1 calc PR C 2 C6' C 0.3483(19) -0.2877(18) 0.0901(15) 0.051(2) Uani 0.434(3) 1 d PDU C 2 S7' S 0.4746(3) -0.3145(3) -0.0137(2) 0.0446(5) Uani 0.434(3) 1 d PDU C 2 C8' C 0.6185(3) -0.20618(19) 0.0147(2) 0.0468(5) Uani 0.434(3) 1 d PDU C 2 C9 C 0.7687(3) -0.18409(19) -0.0521(2) 0.0458(5) Uani 1 1 d U . . H9 H 0.7951 -0.2304 -0.1157 0.055 Uiso 1 1 calc R C 1 C10 C 0.8854(3) -0.09262(17) -0.02716(17) 0.0389(4) Uani 1 1 d U . . C11 C 0.9133(3) 0.13996(18) 0.18805(18) 0.0433(5) Uani 1 1 d U A . C12 C 0.8680(3) 0.1997(2) 0.2659(2) 0.0496(5) Uani 1 1 d U . . C19 C 0.1802(16) -0.3506(9) 0.1443(7) 0.0554(15) Uani 0.566(3) 1 d PDU C -1 H19A H 0.1136 -0.3112 0.2049 0.066 Uiso 0.566(3) 1 calc PR C -1 H19B H 0.1136 -0.3396 0.0664 0.066 Uiso 0.566(3) 1 calc PR C -1 C20 C 0.2030(6) -0.4869(4) 0.1987(5) 0.0724(14) Uani 0.566(3) 1 d PDU C -1 H20A H 0.0922 -0.5290 0.2150 0.109 Uiso 0.566(3) 1 calc PR C -1 H20B H 0.2626 -0.4989 0.2788 0.109 Uiso 0.566(3) 1 calc PR C -1 H20C H 0.2697 -0.5268 0.1398 0.109 Uiso 0.566(3) 1 calc PR C -1 C19' C 0.188(2) -0.3671(11) 0.1146(11) 0.067(2) Uani 0.434(3) 1 d PDU C -2 H19C H 0.1800 -0.4055 0.2072 0.080 Uiso 0.434(3) 1 calc PR C -2 H19D H 0.0922 -0.3044 0.0936 0.080 Uiso 0.434(3) 1 calc PR C -2 C20' C 0.1616(9) -0.4643(7) 0.0572(7) 0.0765(18) Uani 0.434(3) 1 d PDU C -2 H20D H 0.0580 -0.5104 0.0923 0.115 Uiso 0.434(3) 1 calc PR C -2 H20E H 0.2578 -0.5258 0.0713 0.115 Uiso 0.434(3) 1 calc PR C -2 H20F H 0.1495 -0.4278 -0.0341 0.115 Uiso 0.434(3) 1 calc PR C -2 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 Si1 0.0974(6) 0.0405(4) 0.0367(4) -0.0157(3) -0.0098(4) 0.0188(4) C13 0.147(3) 0.0522(17) 0.0530(18) -0.0249(15) -0.0401(17) 0.0333(18) C14 0.118(3) 0.0617(18) 0.0496(15) -0.0099(13) -0.0139(16) 0.0375(18) C15 0.091(2) 0.0586(16) 0.0535(15) -0.0151(12) -0.0164(15) 0.0197(15) C16 0.162(3) 0.0608(19) 0.097(2) -0.0302(17) -0.048(2) 0.045(2) C17 0.120(3) 0.075(2) 0.0615(18) -0.0111(16) 0.0255(17) 0.0157(19) C18 0.086(2) 0.110(3) 0.103(3) -0.024(2) 0.027(2) 0.003(2) C1 0.0534(12) 0.0290(9) 0.0351(9) -0.0084(7) -0.0124(9) 0.0055(8) C2 0.0532(11) 0.0285(9) 0.0352(9) -0.0068(7) -0.0121(8) 0.0042(8) C3 0.0530(12) 0.0355(10) 0.0395(10) -0.0066(8) -0.0098(9) 0.0055(9) C4 0.0494(11) 0.0365(10) 0.0456(11) -0.0027(8) -0.0117(9) 0.0057(8) S5 0.0496(8) 0.0486(7) 0.0511(9) -0.0073(6) -0.0057(6) 0.0052(5) C6 0.050(2) 0.051(3) 0.038(3) -0.011(2) -0.006(2) 0.007(2) C7 0.061(3) 0.040(3) 0.056(4) -0.014(2) -0.013(3) 0.003(2) C8 0.0549(12) 0.0326(10) 0.0526(11) -0.0075(8) -0.0180(9) 0.0019(8) C4' 0.0494(11) 0.0365(10) 0.0456(11) -0.0027(8) -0.0117(9) 0.0057(8) C5' 0.058(3) 0.051(3) 0.033(3) -0.017(2) 0.001(2) 0.025(2) C6' 0.048(3) 0.048(3) 0.051(4) -0.002(3) -0.008(3) 0.002(3) S7' 0.0467(8) 0.0445(10) 0.0460(11) -0.0170(7) -0.0052(8) -0.0056(6) C8' 0.0549(12) 0.0326(10) 0.0526(11) -0.0075(8) -0.0180(9) 0.0019(8) C9 0.0572(12) 0.0342(10) 0.0492(11) -0.0147(9) -0.0169(10) 0.0023(9) C10 0.0533(12) 0.0277(9) 0.0364(10) -0.0083(7) -0.0143(8) 0.0047(8) C11 0.0581(12) 0.0332(10) 0.0396(10) -0.0100(8) -0.0112(9) 0.0015(9) C12 0.0698(14) 0.0384(11) 0.0430(11) -0.0135(9) -0.0107(10) 0.0026(10) C19 0.055(3) 0.074(3) 0.039(3) -0.016(2) 0.002(2) -0.003(2) C20 0.052(2) 0.057(3) 0.098(4) 0.001(2) 0.006(2) -0.003(2) C19' 0.050(4) 0.073(4) 0.069(5) 0.003(3) -0.013(4) -0.007(3) C20' 0.075(4) 0.073(4) 0.088(4) -0.033(3) 0.017(3) -0.022(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 Si1 C12 1.829(2) . ? Si1 C13 1.853(3) . ? Si1 C17 1.868(4) . ? Si1 C15 1.892(3) . ? C13 C14 1.534(4) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C16 1.455(4) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.537(6) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? Si1' C13' 1.85(2) . ? Si1' C17' 1.85(2) . ? Si1' C15' 1.859(19) . ? Si1' C12 2.099(14) . ? C13' C14' 1.54(2) . ? C13' H13C 0.9900 . ? C13' H13D 0.9900 . ? C14' H14D 0.9800 . ? C14' H14E 0.9800 . ? C14' H14F 0.9800 . ? C15' C16' 1.56(2) . ? C15' H15C 0.9900 . ? C15' H15D 0.9900 . ? C16' H16D 0.9800 . ? C16' H16E 0.9800 . ? C16' H16F 0.9800 . ? C17' C18' 1.54(2) . ? C17' H17C 0.9900 . ? C17' H17D 0.9900 . ? C18' H18D 0.9800 . ? C18' H18E 0.9800 . ? C18' H18F 0.9800 . ? C1 C2 1.411(3) . ? C1 C10 1.413(3) 2_755 ? C1 C11 1.430(3) . ? C2 C3 1.417(3) . ? C2 C10 1.443(3) . ? C3 C4 1.369(3) . ? C3 H3 0.9500 . ? C4 C8 1.431(3) . ? C4 S5 1.789(3) . ? S5 C6 1.570(10) . ? C6 C7 1.438(12) . ? C6 C19 1.483(14) . ? C7 C8 1.487(8) . ? C7 H7 0.9500 . ? C8 C9 1.368(3) . ? C5' C6' 1.454(14) . ? C5' H5' 0.9500 . ? C6' C19' 1.510(18) . ? C6' S7' 1.556(14) . ? C9 C10 1.418(3) . ? C9 H9 0.9500 . ? C10 C1 1.413(3) 2_755 ? C11 C12 1.208(3) . ? C19 C20 1.422(10) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C19' C20' 1.335(10) . ? C19' H19C 0.9900 . ? C19' H19D 0.9900 . ? C20' H20D 0.9800 . ? C20' H20E 0.9800 . ? C20' H20F 0.9800 . ? 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 C12 Si1 C13 109.07(14) . . ? C12 Si1 C17 107.17(13) . . ? C13 Si1 C17 112.14(19) . . ? C12 Si1 C15 108.11(11) . . ? C13 Si1 C15 108.56(13) . . ? C17 Si1 C15 111.68(17) . . ? C14 C13 Si1 114.3(2) . . ? C14 C13 H13A 108.7 . . ? Si1 C13 H13A 108.7 . . ? C14 C13 H13B 108.7 . . ? Si1 C13 H13B 108.7 . . ? H13A C13 H13B 107.6 . . ? C16 C15 Si1 116.1(2) . . ? C16 C15 H15A 108.3 . . ? Si1 C15 H15A 108.3 . . ? C16 C15 H15B 108.3 . . ? Si1 C15 H15B 108.3 . . ? H15A C15 H15B 107.4 . . ? C18 C17 Si1 116.0(3) . . ? C18 C17 H17A 108.3 . . ? Si1 C17 H17A 108.3 . . ? C18 C17 H17B 108.3 . . ? Si1 C17 H17B 108.3 . . ? H17A C17 H17B 107.4 . . ? C13' Si1' C17' 147(3) . . ? C13' Si1' C15' 76.1(19) . . ? C17' Si1' C15' 119(2) . . ? C13' Si1' C12 104(2) . . ? C17' Si1' C12 101.2(19) . . ? C15' Si1' C12 100.1(15) . . ? C14' C13' Si1' 108(2) . . ? C14' C13' H13C 110.0 . . ? Si1' C13' H13C 110.0 . . ? C14' C13' H13D 110.0 . . ? Si1' C13' H13D 110.0 . . ? H13C C13' H13D 108.4 . . ? C13' C14' H14D 109.5 . . ? C13' C14' H14E 109.5 . . ? H14D C14' H14E 109.5 . . ? C13' C14' H14F 109.5 . . ? H14D C14' H14F 109.5 . . ? H14E C14' H14F 109.5 . . ? C16' C15' Si1' 99.6(16) . . ? C16' C15' H15C 111.9 . . ? Si1' C15' H15C 111.9 . . ? C16' C15' H15D 111.9 . . ? Si1' C15' H15D 111.9 . . ? H15C C15' H15D 109.6 . . ? C15' C16' H16D 109.5 . . ? C15' C16' H16E 109.5 . . ? H16D C16' H16E 109.5 . . ? C15' C16' H16F 109.5 . . ? H16D C16' H16F 109.5 . . ? H16E C16' H16F 109.5 . . ? C18' C17' Si1' 108(2) . . ? Si1' C17' H17C 110.1 . . ? C18' C17' H17D 110.1 . . ? Si1' C17' H17D 110.1 . . ? H17C C17' H17D 108.4 . . ? C17' C18' H18D 109.5 . . ? C17' C18' H18E 109.5 . . ? H18D C18' H18E 109.5 . . ? C17' C18' H18F 109.5 . . ? H18D C18' H18F 109.5 . . ? H18E C18' H18F 109.5 . . ? C2 C1 C10 121.35(17) . 2_755 ? C2 C1 C11 118.87(18) . . ? C10 C1 C11 119.77(17) 2_755 . ? C1 C2 C3 121.57(17) . . ? C1 C2 C10 119.21(18) . . ? C3 C2 C10 119.22(17) . . ? C4 C3 C2 120.23(19) . . ? C4 C3 H3 119.9 . . ? C2 C3 H3 119.9 . . ? C3 C4 C8 120.7(2) . . ? C3 C4 S5 123.34(17) . . ? C8 C4 S5 115.91(16) . . ? C6 S5 C4 91.0(3) . . ? C7 C6 C19 128.6(8) . . ? C7 C6 S5 115.8(6) . . ? C19 C6 S5 115.5(6) . . ? C6 C7 C8 114.3(6) . . ? C6 C7 H7 122.8 . . ? C8 C7 H7 122.8 . . ? C9 C8 C4 120.29(18) . . ? C9 C8 C7 136.8(3) . . ? C4 C8 C7 102.9(3) . . ? C6' C5' H5' 120.8 . . ? C5' C6' C19' 131.6(11) . . ? C5' C6' S7' 110.8(7) . . ? C19' C6' S7' 117.6(10) . . ? C8 C9 C10 120.56(19) . . ? C8 C9 H9 119.7 . . ? C10 C9 H9 119.7 . . ? C1 C10 C9 121.60(18) 2_755 . ? C1 C10 C2 119.44(17) 2_755 . ? C9 C10 C2 119.0(2) . . ? C12 C11 C1 177.1(2) . . ? C11 C12 Si1 175.5(2) . . ? C11 C12 Si1' 158.8(5) . . ? C20 C19 C6 113.9(9) . . ? C20 C19 H19A 108.8 . . ? C6 C19 H19A 108.8 . . ? C20 C19 H19B 108.8 . . ? C6 C19 H19B 108.8 . . ? H19A C19 H19B 107.7 . . ? C20' C19' C6' 121.5(11) . . ? C20' C19' H19C 107.0 . . ? C6' C19' H19C 107.0 . . ? C20' C19' H19D 107.0 . . ? C6' C19' H19D 107.0 . . ? H19C C19' H19D 106.7 . . ? C19' C20' H20D 109.5 . . ? C19' C20' H20E 109.5 . . ? H20D C20' H20E 109.5 . . ? C19' C20' H20F 109.5 . . ? H20D C20' H20F 109.5 . . ? H20E C20' H20F 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C12 Si1 C13 C14 -61.6(3) . . . . ? C17 Si1 C13 C14 57.0(3) . . . . ? C15 Si1 C13 C14 -179.1(3) . . . . ? C12 Si1 C15 C16 -176.2(3) . . . . ? C13 Si1 C15 C16 -58.0(3) . . . . ? C17 Si1 C15 C16 66.2(3) . . . . ? C12 Si1 C17 C18 -61.8(3) . . . . ? C13 Si1 C17 C18 178.5(3) . . . . ? C15 Si1 C17 C18 56.4(3) . . . . ? C17' Si1' C13' C14' 85(7) . . . . ? C15' Si1' C13' C14' -152(5) . . . . ? C12 Si1' C13' C14' -55(5) . . . . ? C13' Si1' C15' C16' 177(3) . . . . ? C17' Si1' C15' C16' -35(4) . . . . ? C12 Si1' C15' C16' 74(2) . . . . ? C13' Si1' C17' C18' 176(4) . . . . ? C15' Si1' C17' C18' 65(5) . . . . ? C12 Si1' C17' C18' -43(5) . . . . ? C10 C1 C2 C3 -179.82(16) 2_755 . . . ? C11 C1 C2 C3 -1.0(3) . . . . ? C10 C1 C2 C10 -0.3(3) 2_755 . . . ? C11 C1 C2 C10 178.50(16) . . . . ? C1 C2 C3 C4 179.81(17) . . . . ? C10 C2 C3 C4 0.3(3) . . . . ? C2 C3 C4 C8 0.2(3) . . . . ? C2 C3 C4 S5 178.79(15) . . . . ? C3 C4 S5 C6 -178.4(6) . . . . ? C8 C4 S5 C6 0.2(6) . . . . ? C4 S5 C6 C7 1.2(10) . . . . ? C4 S5 C6 C19 178.2(9) . . . . ? C19 C6 C7 C8 -178.8(10) . . . . ? S5 C6 C7 C8 -2.3(13) . . . . ? C3 C4 C8 C9 -0.8(3) . . . . ? S5 C4 C8 C9 -179.47(16) . . . . ? C3 C4 C8 C7 177.3(4) . . . . ? S5 C4 C8 C7 -1.3(4) . . . . ? C6 C7 C8 C9 179.8(7) . . . . ? C6 C7 C8 C4 2.1(8) . . . . ? C4 C8 C9 C10 0.8(3) . . . . ? C7 C8 C9 C10 -176.5(5) . . . . ? C8 C9 C10 C1 179.60(17) . . . 2_755 ? C8 C9 C10 C2 -0.3(3) . . . . ? C1 C2 C10 C1 0.3(3) . . . 2_755 ? C3 C2 C10 C1 179.82(16) . . . 2_755 ? C1 C2 C10 C9 -179.80(16) . . . . ? C3 C2 C10 C9 -0.3(3) . . . . ? C13 Si1 C12 Si1' 73.4(9) . . . . ? C17 Si1 C12 Si1' -48.2(9) . . . . ? C15 Si1 C12 Si1' -168.7(9) . . . . ? C13' Si1' C12 C11 104(2) . . . . ? C17' Si1' C12 C11 -56(2) . . . . ? C15' Si1' C12 C11 -178.2(11) . . . . ? C13' Si1' C12 Si1 -89(2) . . . . ? C17' Si1' C12 Si1 112(2) . . . . ? C15' Si1' C12 Si1 -10.7(10) . . . . ? C7 C6 C19 C20 62.9(14) . . . . ? S5 C6 C19 C20 -113.6(10) . . . . ? C5' C6' C19' C20' -172.8(16) . . . . ? S7' C6' C19' C20' 5.4(19) . . . . ? _diffrn_measured_fraction_theta_max .994 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full .994 _refine_diff_density_max .381 _refine_diff_density_min -.330 _refine_diff_density_rms .045