data_global _journal_name_full Org.Biomol.Chem. _journal_coden_Cambridge 0177 _publ_contact_author_name 'Zhenfeng Xi' _publ_contact_author_address ; Chemistry Peking University Beijing 100871 CHINA ; _publ_contact_author_email ZFXI@PKU.EDU.CN _publ_section_title ; Formation of stable enols from 1,4-dilithio-1,3-dienes and acid chlorides via de-aromatization/Michael addition/re-aromatization domino process ; loop_ _publ_author_name 'Zhenfeng Xi' 'Qiaoshu Hu' 'Dongzhen Li' 'Chao Wang' data_a _database_code_depnum_ccdc_archive 'CCDC 633783' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H31 Cl3 O Si2' _chemical_formula_weight 558.07 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' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.237(2) _cell_length_b 11.608(2) _cell_length_c 13.253(3) _cell_angle_alpha 68.38(3) _cell_angle_beta 84.74(3) _cell_angle_gamma 66.43(3) _cell_volume 1470.0(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 10269 _cell_measurement_theta_min 2.37 _cell_measurement_theta_max 25.03 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.45 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.261 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 584 _exptl_absorpt_coefficient_mu 0.414 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.813 _exptl_absorpt_correction_T_max 0.940 _exptl_absorpt_process_details ; HIGASHI, T. (1995). Abscor-Empirical Absorption Correction based on Fourier Series Approximation. Rigaku Corporation,Tokyo,Japan. ; _diffrn_ambient_temperature 293(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 'Rigaku RAXIS RAPID IP' _diffrn_measurement_method \W _diffrn_detector_area_resol_mean 10.00 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 10269 _diffrn_reflns_av_R_equivalents 0.0580 _diffrn_reflns_av_sigmaI/netI 0.0516 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.37 _diffrn_reflns_theta_max 25.03 _reflns_number_total 5090 _reflns_number_gt 3220 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Rapid-AUTO (Rigaku,2000)' _computing_cell_refinement Rapid-AUTO _computing_data_reduction 'CrystalStructure (Rigaku/MSC,2000)' _computing_structure_solution SHELXS-97,(Sheldrick,1997) _computing_structure_refinement SHELXL-97,(Sheldrick,1997) _computing_molecular_graphics 'Siemens SHELXTL V4.2,(Sheldrick,1990)' _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. ; _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^)+(0.0688P)^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 or difmap' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.025(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5090 _refine_ls_number_parameters 321 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0790 _refine_ls_R_factor_gt 0.0491 _refine_ls_wR_factor_ref 0.1280 _refine_ls_wR_factor_gt 0.1193 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl -0.03230(8) 1.01278(8) 0.34288(7) 0.0654(3) Uani 1 1 d . . . Cl2 Cl 0.39796(8) 0.60989(8) 0.58702(7) 0.0680(3) Uani 1 1 d . . . Cl3 Cl -0.07022(10) 0.59321(10) 0.67320(8) 0.0835(3) Uani 1 1 d . . . Si1 Si 0.27601(9) 0.77253(8) 0.22758(7) 0.0524(3) Uani 1 1 d . . . Si2 Si 0.48690(9) 1.22686(8) 0.18703(7) 0.0555(3) Uani 1 1 d . . . O1 O 0.2918(2) 0.9424(2) 0.45259(18) 0.0591(6) Uani 1 1 d . . . HO1 H 0.340(4) 0.979(4) 0.418(3) 0.110(16) Uiso 1 1 d . . . C1 C 0.3069(3) 0.8675(2) 0.3041(2) 0.0397(7) Uani 1 1 d . . . C2 C 0.3989(3) 0.9350(3) 0.2541(2) 0.0423(7) Uani 1 1 d . . . C3 C 0.3761(3) 1.0536(3) 0.1700(2) 0.0432(7) Uani 1 1 d . . . C4 C 0.4987(3) 1.0800(3) 0.1468(2) 0.0470(7) Uani 1 1 d . . . H4 H 0.5180 1.0967 0.0703 0.056 Uiso 1 1 calc R . . C5 C 0.5388(3) 0.8697(3) 0.2879(2) 0.0427(7) Uani 1 1 d . . . C6 C 0.6105(3) 0.7476(3) 0.3695(2) 0.0535(8) Uani 1 1 d . . . H6 H 0.5694 0.6944 0.4155 0.064 Uiso 1 1 calc R . . C7 C 0.7432(3) 0.7071(3) 0.3806(3) 0.0646(9) Uani 1 1 d . . . H7 H 0.7920 0.6264 0.4353 0.078 Uiso 1 1 calc R . . C8 C 0.8043(3) 0.7842(3) 0.3120(3) 0.0659(9) Uani 1 1 d . . . H8 H 0.8944 0.7536 0.3194 0.079 Uiso 1 1 calc R . . C9 C 0.7343(3) 0.9074(3) 0.2315(3) 0.0585(8) Uani 1 1 d . . . H9 H 0.7765 0.9596 0.1860 0.070 Uiso 1 1 calc R . . C10 C 0.6005(3) 0.9510(3) 0.2205(2) 0.0454(7) Uani 1 1 d . . . C11 C 0.2505(3) 1.1498(3) 0.1087(2) 0.0473(7) Uani 1 1 d . . . C12 C 0.1373(3) 1.1880(3) 0.1616(3) 0.0597(9) Uani 1 1 d . . . H12 H 0.1404 1.1516 0.2371 0.072 Uiso 1 1 calc R . . C13 C 0.0205(4) 1.2787(3) 0.1047(3) 0.0791(11) Uani 1 1 d . . . H13 H -0.0545 1.3039 0.1414 0.095 Uiso 1 1 calc R . . C14 C 0.0155(5) 1.3322(4) -0.0078(4) 0.0940(14) Uani 1 1 d . . . H14 H -0.0636 1.3924 -0.0466 0.113 Uiso 1 1 calc R . . C15 C 0.1261(5) 1.2973(4) -0.0626(3) 0.0887(13) Uani 1 1 d . . . H15 H 0.1222 1.3351 -0.1381 0.106 Uiso 1 1 calc R . . C16 C 0.2438(4) 1.2054(3) -0.0048(3) 0.0677(10) Uani 1 1 d . . . H16 H 0.3186 1.1807 -0.0419 0.081 Uiso 1 1 calc R . . C17 C 0.4292(4) 0.7065(4) 0.1608(3) 0.0746(10) Uani 1 1 d . . . H17A H 0.4504 0.7803 0.1138 0.112 Uiso 1 1 calc R . . H17B H 0.4170 0.6596 0.1188 0.112 Uiso 1 1 calc R . . H17C H 0.4989 0.6456 0.2154 0.112 Uiso 1 1 calc R . . C18 C 0.1408(4) 0.8846(4) 0.1203(3) 0.1038(15) Uani 1 1 d . . . H18A H 0.1582 0.9613 0.0739 0.156 Uiso 1 1 calc R . . H18B H 0.0606 0.9146 0.1538 0.156 Uiso 1 1 calc R . . H18C H 0.1341 0.8357 0.0779 0.156 Uiso 1 1 calc R . . C19 C 0.2402(4) 0.6251(3) 0.3175(3) 0.0768(11) Uani 1 1 d . . . H19A H 0.3100 0.5662 0.3724 0.115 Uiso 1 1 calc R . . H19B H 0.2316 0.5772 0.2750 0.115 Uiso 1 1 calc R . . H19C H 0.1605 0.6561 0.3515 0.115 Uiso 1 1 calc R . . C20 C 0.3575(4) 1.3866(3) 0.0999(3) 0.0820(11) Uani 1 1 d . . . H20A H 0.3800 1.4075 0.0255 0.123 Uiso 1 1 calc R . . H20B H 0.3495 1.4585 0.1230 0.123 Uiso 1 1 calc R . . H20C H 0.2762 1.3763 0.1062 0.123 Uiso 1 1 calc R . . C21 C 0.6444(3) 1.2479(4) 0.1693(3) 0.0811(11) Uani 1 1 d . . . H21A H 0.6634 1.2696 0.0941 0.122 Uiso 1 1 calc R . . H21B H 0.7126 1.1654 0.2126 0.122 Uiso 1 1 calc R . . H21C H 0.6382 1.3194 0.1921 0.122 Uiso 1 1 calc R . . C22 C 0.4463(4) 1.1860(4) 0.3324(3) 0.0812(11) Uani 1 1 d . . . H22A H 0.5138 1.1036 0.3767 0.122 Uiso 1 1 calc R . . H22B H 0.3651 1.1754 0.3402 0.122 Uiso 1 1 calc R . . H22C H 0.4393 1.2578 0.3552 0.122 Uiso 1 1 calc R . . C23 C 0.2634(3) 0.8724(3) 0.3998(2) 0.0431(7) Uani 1 1 d . . . C24 C 0.1781(3) 0.8067(3) 0.4676(2) 0.0425(7) Uani 1 1 d . . . C25 C 0.0436(3) 0.8606(3) 0.4491(2) 0.0471(7) Uani 1 1 d . . . C26 C -0.0336(3) 0.7976(3) 0.5123(2) 0.0516(8) Uani 1 1 d . . . H26 H -0.1233 0.8360 0.4977 0.062 Uiso 1 1 calc R . . C27 C 0.0242(3) 0.6777(3) 0.5969(2) 0.0553(8) Uani 1 1 d . . . C28 C 0.1570(3) 0.6213(3) 0.6214(2) 0.0527(8) Uani 1 1 d . . . H28 H 0.1953 0.5411 0.6802 0.063 Uiso 1 1 calc R . . C29 C 0.2312(3) 0.6861(3) 0.5571(2) 0.0492(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 Cl1 0.0485(5) 0.0620(5) 0.0736(6) -0.0091(4) -0.0106(4) -0.0211(4) Cl2 0.0495(5) 0.0641(5) 0.0746(6) -0.0064(4) -0.0101(4) -0.0211(4) Cl3 0.0771(7) 0.0902(7) 0.0910(7) -0.0200(5) 0.0221(5) -0.0560(6) Si1 0.0565(6) 0.0543(5) 0.0584(5) -0.0217(4) -0.0021(4) -0.0314(4) Si2 0.0553(6) 0.0510(5) 0.0686(6) -0.0194(4) -0.0004(4) -0.0305(4) O1 0.0665(15) 0.0738(15) 0.0647(14) -0.0363(12) 0.0110(12) -0.0461(13) C1 0.0360(16) 0.0373(14) 0.0466(17) -0.0114(13) -0.0041(13) -0.0175(12) C2 0.0438(17) 0.0419(15) 0.0458(16) -0.0132(13) -0.0024(13) -0.0229(13) C3 0.0444(17) 0.0469(16) 0.0445(16) -0.0161(13) -0.0022(13) -0.0234(14) C4 0.0460(17) 0.0543(17) 0.0449(16) -0.0143(14) 0.0057(13) -0.0279(14) C5 0.0428(17) 0.0389(15) 0.0517(17) -0.0196(13) -0.0021(13) -0.0173(13) C6 0.053(2) 0.0447(17) 0.062(2) -0.0139(15) -0.0057(15) -0.0209(15) C7 0.055(2) 0.0552(19) 0.080(2) -0.0217(18) -0.0168(18) -0.0165(17) C8 0.0405(19) 0.069(2) 0.092(3) -0.039(2) -0.0065(18) -0.0139(17) C9 0.0483(19) 0.068(2) 0.075(2) -0.0357(18) 0.0115(17) -0.0308(17) C10 0.0416(17) 0.0488(16) 0.0531(18) -0.0211(14) 0.0030(14) -0.0228(14) C11 0.0515(19) 0.0394(15) 0.0548(19) -0.0137(14) -0.0095(15) -0.0220(14) C12 0.056(2) 0.0508(18) 0.064(2) -0.0112(16) -0.0100(17) -0.0192(16) C13 0.056(2) 0.065(2) 0.101(3) -0.024(2) -0.011(2) -0.0109(18) C14 0.080(3) 0.071(3) 0.107(4) -0.023(3) -0.043(3) -0.005(2) C15 0.103(3) 0.074(3) 0.067(2) -0.013(2) -0.033(2) -0.017(2) C16 0.078(3) 0.064(2) 0.053(2) -0.0159(17) -0.0109(18) -0.0220(19) C17 0.093(3) 0.088(3) 0.067(2) -0.038(2) 0.025(2) -0.055(2) C18 0.111(4) 0.092(3) 0.114(3) -0.043(3) -0.053(3) -0.028(3) C19 0.088(3) 0.081(2) 0.101(3) -0.054(2) 0.035(2) -0.059(2) C20 0.076(3) 0.052(2) 0.118(3) -0.028(2) -0.007(2) -0.0254(19) C21 0.067(2) 0.077(2) 0.115(3) -0.031(2) 0.001(2) -0.046(2) C22 0.103(3) 0.090(3) 0.079(3) -0.042(2) 0.012(2) -0.057(2) C23 0.0385(16) 0.0415(15) 0.0513(18) -0.0139(13) -0.0065(13) -0.0183(13) C24 0.0411(16) 0.0440(15) 0.0482(16) -0.0181(13) 0.0035(13) -0.0214(13) C25 0.0442(17) 0.0473(16) 0.0528(18) -0.0188(14) -0.0005(14) -0.0196(14) C26 0.0401(17) 0.0622(19) 0.062(2) -0.0271(17) 0.0080(15) -0.0261(15) C27 0.061(2) 0.0593(19) 0.060(2) -0.0261(17) 0.0157(16) -0.0364(17) C28 0.055(2) 0.0526(17) 0.0531(19) -0.0162(15) 0.0069(15) -0.0275(16) C29 0.0441(17) 0.0528(17) 0.0552(18) -0.0210(15) 0.0006(14) -0.0217(15) _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 Cl1 C25 1.735(3) . ? Cl2 C29 1.733(3) . ? Cl3 C27 1.736(3) . ? Si1 C19 1.863(3) . ? Si1 C18 1.864(4) . ? Si1 C17 1.871(4) . ? Si1 C1 1.887(3) . ? Si2 C21 1.863(3) . ? Si2 C20 1.860(3) . ? Si2 C22 1.866(4) . ? Si2 C4 1.919(3) . ? O1 C23 1.384(3) . ? O1 HO1 0.82(4) . ? C1 C23 1.330(4) . ? C1 C2 1.503(4) . ? C2 C3 1.359(4) . ? C2 C5 1.474(4) . ? C3 C11 1.476(4) . ? C3 C4 1.508(4) . ? C4 C10 1.504(4) . ? C4 H4 0.9800 . ? C5 C6 1.395(4) . ? C5 C10 1.399(4) . ? C6 C7 1.376(4) . ? C6 H6 0.9300 . ? C7 C8 1.370(5) . ? C7 H7 0.9300 . ? C8 C9 1.390(4) . ? C8 H8 0.9300 . ? C9 C10 1.384(4) . ? C9 H9 0.9300 . ? C11 C12 1.385(4) . ? C11 C16 1.398(4) . ? C12 C13 1.376(4) . ? C12 H12 0.9300 . ? C13 C14 1.384(5) . ? C13 H13 0.9300 . ? C14 C15 1.373(6) . ? C14 H14 0.9300 . ? C15 C16 1.389(5) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 C24 1.494(4) . ? C24 C25 1.391(4) . ? C24 C29 1.400(4) . ? C25 C26 1.383(4) . ? C26 C27 1.371(4) . ? C26 H26 0.9300 . ? C27 C28 1.383(4) . ? C28 C29 1.374(4) . ? C28 H28 0.9300 . ? 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 C19 Si1 C18 108.92(19) . . ? C19 Si1 C17 107.50(16) . . ? C18 Si1 C17 108.66(19) . . ? C19 Si1 C1 113.25(14) . . ? C18 Si1 C1 111.73(15) . . ? C17 Si1 C1 106.58(15) . . ? C21 Si2 C20 108.49(17) . . ? C21 Si2 C22 110.51(18) . . ? C20 Si2 C22 110.13(19) . . ? C21 Si2 C4 110.27(15) . . ? C20 Si2 C4 110.17(15) . . ? C22 Si2 C4 107.28(14) . . ? C23 O1 HO1 112(3) . . ? C23 C1 C2 117.7(2) . . ? C23 C1 Si1 126.8(2) . . ? C2 C1 Si1 115.3(2) . . ? C3 C2 C5 108.5(2) . . ? C3 C2 C1 129.3(2) . . ? C5 C2 C1 122.0(2) . . ? C2 C3 C11 126.9(3) . . ? C2 C3 C4 110.7(2) . . ? C11 C3 C4 122.4(2) . . ? C10 C4 C3 102.8(2) . . ? C10 C4 Si2 109.47(19) . . ? C3 C4 Si2 111.0(2) . . ? C10 C4 H4 111.1 . . ? C3 C4 H4 111.1 . . ? Si2 C4 H4 111.1 . . ? C6 C5 C10 120.5(3) . . ? C6 C5 C2 130.8(3) . . ? C10 C5 C2 108.7(2) . . ? C7 C6 C5 118.8(3) . . ? C7 C6 H6 120.6 . . ? C5 C6 H6 120.6 . . ? C8 C7 C6 120.8(3) . . ? C8 C7 H7 119.6 . . ? C6 C7 H7 119.6 . . ? C7 C8 C9 121.3(3) . . ? C7 C8 H8 119.4 . . ? C9 C8 H8 119.4 . . ? C10 C9 C8 118.8(3) . . ? C10 C9 H9 120.6 . . ? C8 C9 H9 120.6 . . ? C9 C10 C5 119.9(3) . . ? C9 C10 C4 131.3(3) . . ? C5 C10 C4 108.8(2) . . ? C12 C11 C16 118.5(3) . . ? C12 C11 C3 121.3(3) . . ? C16 C11 C3 120.2(3) . . ? C13 C12 C11 121.4(3) . . ? C13 C12 H12 119.3 . . ? C11 C12 H12 119.3 . . ? C12 C13 C14 119.4(4) . . ? C12 C13 H13 120.3 . . ? C14 C13 H13 120.3 . . ? C15 C14 C13 120.7(4) . . ? C15 C14 H14 119.7 . . ? C13 C14 H14 119.7 . . ? C14 C15 C16 119.8(4) . . ? C14 C15 H15 120.1 . . ? C16 C15 H15 120.1 . . ? C15 C16 C11 120.3(4) . . ? C15 C16 H16 119.8 . . ? C11 C16 H16 119.8 . . ? Si1 C17 H17A 109.5 . . ? Si1 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? Si1 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? Si1 C18 H18A 109.5 . . ? Si1 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? Si1 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? Si1 C19 H19A 109.5 . . ? Si1 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? Si1 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? Si2 C20 H20A 109.5 . . ? Si2 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? Si2 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? Si2 C21 H21A 109.5 . . ? Si2 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? Si2 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? Si2 C22 H22A 109.5 . . ? Si2 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? Si2 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C1 C23 O1 123.9(3) . . ? C1 C23 C24 127.3(3) . . ? O1 C23 C24 108.8(2) . . ? C25 C24 C29 115.9(3) . . ? C25 C24 C23 123.5(2) . . ? C29 C24 C23 120.6(2) . . ? C26 C25 C24 122.6(3) . . ? C26 C25 Cl1 117.9(2) . . ? C24 C25 Cl1 119.5(2) . . ? C27 C26 C25 118.9(3) . . ? C27 C26 H26 120.6 . . ? C25 C26 H26 120.6 . . ? C26 C27 C28 121.2(3) . . ? C26 C27 Cl3 119.5(3) . . ? C28 C27 Cl3 119.3(2) . . ? C29 C28 C27 118.6(3) . . ? C29 C28 H28 120.7 . . ? C27 C28 H28 120.7 . . ? C28 C29 C24 122.8(3) . . ? C28 C29 Cl2 117.4(2) . . ? C24 C29 Cl2 119.7(2) . . ? 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 C19 Si1 C1 C23 -25.3(3) . . . . ? C18 Si1 C1 C23 98.1(3) . . . . ? C17 Si1 C1 C23 -143.3(3) . . . . ? C19 Si1 C1 C2 149.6(2) . . . . ? C18 Si1 C1 C2 -86.9(3) . . . . ? C17 Si1 C1 C2 31.6(2) . . . . ? C23 C1 C2 C3 -104.7(3) . . . . ? Si1 C1 C2 C3 79.9(3) . . . . ? C23 C1 C2 C5 80.6(3) . . . . ? Si1 C1 C2 C5 -94.8(3) . . . . ? C5 C2 C3 C11 178.0(3) . . . . ? C1 C2 C3 C11 2.7(5) . . . . ? C5 C2 C3 C4 -3.9(3) . . . . ? C1 C2 C3 C4 -179.1(3) . . . . ? C2 C3 C4 C10 6.9(3) . . . . ? C11 C3 C4 C10 -174.8(2) . . . . ? C2 C3 C4 Si2 -110.1(2) . . . . ? C11 C3 C4 Si2 68.2(3) . . . . ? C21 Si2 C4 C10 62.2(2) . . . . ? C20 Si2 C4 C10 -178.1(2) . . . . ? C22 Si2 C4 C10 -58.2(2) . . . . ? C21 Si2 C4 C3 175.0(2) . . . . ? C20 Si2 C4 C3 -65.3(2) . . . . ? C22 Si2 C4 C3 54.6(2) . . . . ? C3 C2 C5 C6 -179.8(3) . . . . ? C1 C2 C5 C6 -4.1(5) . . . . ? C3 C2 C5 C10 -1.1(3) . . . . ? C1 C2 C5 C10 174.6(2) . . . . ? C10 C5 C6 C7 -1.6(4) . . . . ? C2 C5 C6 C7 177.0(3) . . . . ? C5 C6 C7 C8 -0.9(5) . . . . ? C6 C7 C8 C9 2.1(5) . . . . ? C7 C8 C9 C10 -0.8(5) . . . . ? C8 C9 C10 C5 -1.6(4) . . . . ? C8 C9 C10 C4 176.4(3) . . . . ? C6 C5 C10 C9 2.9(4) . . . . ? C2 C5 C10 C9 -176.1(3) . . . . ? C6 C5 C10 C4 -175.6(3) . . . . ? C2 C5 C10 C4 5.5(3) . . . . ? C3 C4 C10 C9 174.4(3) . . . . ? Si2 C4 C10 C9 -67.6(4) . . . . ? C3 C4 C10 C5 -7.4(3) . . . . ? Si2 C4 C10 C5 110.6(2) . . . . ? C2 C3 C11 C12 46.1(4) . . . . ? C4 C3 C11 C12 -131.9(3) . . . . ? C2 C3 C11 C16 -134.5(3) . . . . ? C4 C3 C11 C16 47.5(4) . . . . ? C16 C11 C12 C13 -0.2(5) . . . . ? C3 C11 C12 C13 179.3(3) . . . . ? C11 C12 C13 C14 0.5(5) . . . . ? C12 C13 C14 C15 -1.1(6) . . . . ? C13 C14 C15 C16 1.3(6) . . . . ? C14 C15 C16 C11 -1.0(6) . . . . ? C12 C11 C16 C15 0.4(5) . . . . ? C3 C11 C16 C15 -179.1(3) . . . . ? C2 C1 C23 O1 3.9(4) . . . . ? Si1 C1 C23 O1 178.78(19) . . . . ? C2 C1 C23 C24 -176.3(2) . . . . ? Si1 C1 C23 C24 -1.4(4) . . . . ? C1 C23 C24 C25 -81.2(4) . . . . ? O1 C23 C24 C25 98.7(3) . . . . ? C1 C23 C24 C29 100.5(3) . . . . ? O1 C23 C24 C29 -79.6(3) . . . . ? C29 C24 C25 C26 -2.2(4) . . . . ? C23 C24 C25 C26 179.5(3) . . . . ? C29 C24 C25 Cl1 177.9(2) . . . . ? C23 C24 C25 Cl1 -0.5(4) . . . . ? C24 C25 C26 C27 0.3(4) . . . . ? Cl1 C25 C26 C27 -179.7(2) . . . . ? C25 C26 C27 C28 1.8(5) . . . . ? C25 C26 C27 Cl3 -177.0(2) . . . . ? C26 C27 C28 C29 -1.8(5) . . . . ? Cl3 C27 C28 C29 176.9(2) . . . . ? C27 C28 C29 C24 -0.1(5) . . . . ? C27 C28 C29 Cl2 -177.8(2) . . . . ? C25 C24 C29 C28 2.1(4) . . . . ? C23 C24 C29 C28 -179.5(3) . . . . ? C25 C24 C29 Cl2 179.7(2) . . . . ? C23 C24 C29 Cl2 -1.9(4) . . . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 0.240 _refine_diff_density_min -0.355 _refine_diff_density_rms 0.055