# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2009 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name _publ_author_address A.Iida ; Department of Chemistry, Gradute School of Science, Nagoya University Furo, Chikusa, Nagoya 464-8602, Japan ; S.Yamaguchi ; Department of Chemistry, Gradute School of Science, Nagoya University Furo, Chikusa, Nagoya 464-8602, Japan ; _publ_contact_author_address ; Department of Chemistry, Gradute School of Science, Nagoya University Furo, Chikusa, Nagoya 464-8602, Japan ; _publ_contact_author_email yamaguchi@mbox.chem.nagoya-u.ac.jp _publ_contact_author_fax +81-52-789-5947 _publ_contact_author_phone +81-52-789-2291 _publ_contact_author_name 'Shigehiro Yamaguchi' data_169-2 _database_code_depnum_ccdc_archive 'CCDC 717643' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 9,10-bis(2-dimethylpentafluorophenylsilylphenyl)anthracene ; _chemical_name_common 9,10-bis(2-dimethylpentafluorophenylsilylphenyl)anthracene _chemical_melting_point 503 _chemical_formula_moiety ? _chemical_formula_sum 'C42 H28 F10 Si2' _chemical_formula_weight 778.82 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' F F 0.0171 0.0103 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.5475(13) _cell_length_b 12.9922(14) _cell_length_c 15.7118(16) _cell_angle_alpha 66.101(5) _cell_angle_beta 80.559(6) _cell_angle_gamma 78.204(6) _cell_volume 1737.0(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5351 _cell_measurement_theta_min 2.4898 _cell_measurement_theta_max 31.5050 _exptl_crystal_description block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.489 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 796 _exptl_absorpt_coefficient_mu 0.188 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9633 _exptl_absorpt_correction_T_max 0.9633 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ; Saturn70 CCD (4x4 bin mode) with MicroMax-007 ; _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11475 _diffrn_reflns_av_R_equivalents 0.0237 _diffrn_reflns_av_sigmaI/netI 0.0352 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.49 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5945 _reflns_number_gt 5001 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2000)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2000)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP 3 for windows' _computing_publication_material ? _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^)+(0.0463P)^2^+0.6527P] 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 none _refine_ls_number_reflns 5945 _refine_ls_number_parameters 491 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0463 _refine_ls_R_factor_gt 0.0369 _refine_ls_wR_factor_ref 0.0946 _refine_ls_wR_factor_gt 0.0893 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.21844(19) 0.49149(15) 0.96783(13) 0.0197(4) Uani 1 1 d . . . H1 H 0.1366 0.5174 1.0013 0.024 Uiso 1 1 calc R . . C2 C 0.1996(2) 0.44793(15) 0.90580(13) 0.0218(4) Uani 1 1 d . . . H2 H 0.1056 0.4432 0.8967 0.026 Uiso 1 1 calc R . . C3 C 0.3209(2) 0.40949(15) 0.85448(13) 0.0216(4) Uani 1 1 d . . . H3 H 0.3072 0.3808 0.8101 0.026 Uiso 1 1 calc R . . C4 C 0.45559(19) 0.41346(15) 0.86832(12) 0.0188(4) Uani 1 1 d . . . H4 H 0.5351 0.3872 0.8334 0.023 Uiso 1 1 calc R . . C5 C 0.48125(19) 0.45636(14) 0.93435(12) 0.0153(4) Uani 1 1 d . . . C6 C 0.35858(19) 0.49926(14) 0.98388(12) 0.0155(4) Uani 1 1 d . . . C7 C 0.37883(19) 0.54535(14) 1.04714(12) 0.0160(4) Uani 1 1 d . . . C8 C 0.25117(18) 0.59442(15) 1.09528(12) 0.0162(4) Uani 1 1 d . . . C9 C 0.2033(2) 0.52819(16) 1.18597(13) 0.0213(4) Uani 1 1 d . . . H5 H 0.2532 0.4536 1.2161 0.026 Uiso 1 1 calc R . . C10 C 0.0841(2) 0.56901(17) 1.23335(13) 0.0240(4) Uani 1 1 d . . . H6 H 0.0524 0.5226 1.2952 0.029 Uiso 1 1 calc R . . C11 C 0.0116(2) 0.67786(17) 1.18990(14) 0.0242(4) Uani 1 1 d . . . H7 H -0.0704 0.7064 1.2216 0.029 Uiso 1 1 calc R . . C12 C 0.05909(19) 0.74463(16) 1.10039(13) 0.0217(4) Uani 1 1 d . . . H8 H 0.0090 0.8195 1.0718 0.026 Uiso 1 1 calc R . . C13 C 0.17876(18) 0.70621(15) 1.04987(12) 0.0168(4) Uani 1 1 d . . . Si1 Si 0.23142(5) 0.80721(4) 0.92782(3) 0.01842(13) Uani 1 1 d . . . C14 C 0.1372(2) 0.95419(16) 0.90965(15) 0.0284(5) Uani 1 1 d . . . H9 H 0.1791 1.0087 0.8519 0.043 Uiso 1 1 calc R . . H10 H 0.1480 0.9725 0.9627 0.043 Uiso 1 1 calc R . . H11 H 0.0349 0.9586 0.9048 0.043 Uiso 1 1 calc R . . C15 C 0.1937(2) 0.76776(17) 0.83386(14) 0.0296(5) Uani 1 1 d . . . H12 H 0.0923 0.7587 0.8418 0.044 Uiso 1 1 calc R . . H13 H 0.2544 0.6959 0.8371 0.044 Uiso 1 1 calc R . . H14 H 0.2143 0.8278 0.7729 0.044 Uiso 1 1 calc R . . C16 C 0.43002(19) 0.81499(15) 0.91982(13) 0.0216(4) Uani 1 1 d . . . C17 C 0.4780(2) 0.84677(17) 0.98288(14) 0.0286(5) Uani 1 1 d . . . C18 C 0.6202(3) 0.84929(19) 0.98690(17) 0.0417(6) Uani 1 1 d . . . C19 C 0.7215(2) 0.8199(2) 0.92513(19) 0.0470(7) Uani 1 1 d . . . C20 C 0.6806(2) 0.78987(19) 0.85971(18) 0.0427(6) Uani 1 1 d . . . C21 C 0.5375(2) 0.78764(17) 0.85819(15) 0.0299(5) Uani 1 1 d . . . F1 F 0.38214(14) 0.87292(10) 1.04751(8) 0.0365(3) Uani 1 1 d . . . F2 F 0.65974(17) 0.87608(12) 1.05281(11) 0.0628(5) Uani 1 1 d . . . F3 F 0.86073(14) 0.81917(13) 0.92940(13) 0.0751(6) Uani 1 1 d . . . F4 F 0.78095(15) 0.76077(12) 0.79914(11) 0.0656(5) Uani 1 1 d . . . F5 F 0.50512(14) 0.75597(11) 0.79290(9) 0.0410(3) Uani 1 1 d . . . C22 C 0.54739(19) 0.66969(15) 0.55874(13) 0.0198(4) Uani 1 1 d . . . H15 H 0.4684 0.7164 0.5771 0.024 Uiso 1 1 calc R . . C23 C 0.6831(2) 0.68266(15) 0.56295(13) 0.0232(4) Uani 1 1 d . . . H16 H 0.6980 0.7378 0.5845 0.028 Uiso 1 1 calc R . . C24 C 0.8030(2) 0.61458(16) 0.53541(13) 0.0235(4) Uani 1 1 d . . . H17 H 0.8976 0.6266 0.5360 0.028 Uiso 1 1 calc R . . C25 C 0.78291(19) 0.53202(15) 0.50814(13) 0.0202(4) Uani 1 1 d . . . H18 H 0.8643 0.4857 0.4916 0.024 Uiso 1 1 calc R . . C26 C 0.64251(19) 0.51345(14) 0.50386(12) 0.0162(4) Uani 1 1 d . . . C27 C 0.52073(19) 0.58671(14) 0.52706(12) 0.0168(4) Uani 1 1 d . . . C28 C 0.38019(19) 0.57409(14) 0.52124(12) 0.0163(4) Uani 1 1 d . . . C29 C 0.25520(18) 0.65477(14) 0.54058(12) 0.0163(4) Uani 1 1 d . . . C30 C 0.1844(2) 0.62393(16) 0.62999(13) 0.0220(4) Uani 1 1 d . . . H19 H 0.2151 0.5517 0.6765 0.026 Uiso 1 1 calc R . . C31 C 0.0703(2) 0.69585(16) 0.65294(14) 0.0242(4) Uani 1 1 d . . . H20 H 0.0242 0.6734 0.7147 0.029 Uiso 1 1 calc R . . C32 C 0.0241(2) 0.80048(16) 0.58535(14) 0.0242(4) Uani 1 1 d . . . H21 H -0.0545 0.8503 0.6001 0.029 Uiso 1 1 calc R . . C33 C 0.09351(19) 0.83220(15) 0.49580(13) 0.0215(4) Uani 1 1 d . . . H22 H 0.0609 0.9043 0.4498 0.026 Uiso 1 1 calc R . . C34 C 0.21015(18) 0.76156(14) 0.47075(12) 0.0162(4) Uani 1 1 d . . . Si2 Si 0.29706(5) 0.81593(4) 0.34696(3) 0.01831(13) Uani 1 1 d . . . C35 C 0.1751(2) 0.93723(17) 0.26987(14) 0.0302(5) Uani 1 1 d . . . H23 H 0.2210 0.9641 0.2058 0.045 Uiso 1 1 calc R . . H24 H 0.1555 0.9994 0.2924 0.045 Uiso 1 1 calc R . . H25 H 0.0847 0.9120 0.2709 0.045 Uiso 1 1 calc R . . C36 C 0.3449(2) 0.70904(17) 0.29266(14) 0.0289(5) Uani 1 1 d . . . H26 H 0.2591 0.6774 0.2946 0.043 Uiso 1 1 calc R . . H27 H 0.4178 0.6477 0.3271 0.043 Uiso 1 1 calc R . . H28 H 0.3831 0.7456 0.2275 0.043 Uiso 1 1 calc R . . C37 C 0.46437(19) 0.87387(15) 0.34876(12) 0.0178(4) Uani 1 1 d . . . C38 C 0.45097(19) 0.96532(15) 0.37556(13) 0.0196(4) Uani 1 1 d . . . C39 C 0.5652(2) 1.00831(15) 0.38473(13) 0.0217(4) Uani 1 1 d . . . C40 C 0.7029(2) 0.95887(15) 0.36772(13) 0.0215(4) Uani 1 1 d . . . C41 C 0.72315(19) 0.86879(16) 0.33978(13) 0.0226(4) Uani 1 1 d . . . C42 C 0.6058(2) 0.82939(15) 0.32987(12) 0.0204(4) Uani 1 1 d . . . F6 F 0.31840(11) 1.01493(9) 0.39697(8) 0.0293(3) Uani 1 1 d . . . F7 F 0.54461(12) 1.09621(9) 0.41209(8) 0.0305(3) Uani 1 1 d . . . F8 F 0.81567(12) 0.99719(10) 0.37903(8) 0.0313(3) Uani 1 1 d . . . F9 F 0.85749(11) 0.81970(10) 0.32366(8) 0.0334(3) Uani 1 1 d . . . F10 F 0.63516(12) 0.74083(9) 0.30224(8) 0.0310(3) 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 0.0179(9) 0.0184(9) 0.0229(10) -0.0087(8) -0.0032(7) -0.0002(7) C2 0.0189(9) 0.0203(10) 0.0275(10) -0.0088(8) -0.0074(8) -0.0023(7) C3 0.0290(10) 0.0197(10) 0.0199(10) -0.0102(8) -0.0098(8) -0.0003(8) C4 0.0223(10) 0.0170(9) 0.0177(10) -0.0087(8) -0.0027(7) 0.0007(7) C5 0.0199(9) 0.0111(8) 0.0136(9) -0.0039(7) -0.0032(7) -0.0001(7) C6 0.0181(9) 0.0121(9) 0.0144(9) -0.0035(7) -0.0035(7) 0.0002(7) C7 0.0182(9) 0.0128(9) 0.0147(9) -0.0039(7) -0.0023(7) 0.0001(7) C8 0.0154(9) 0.0187(9) 0.0189(9) -0.0111(8) -0.0014(7) -0.0039(7) C9 0.0246(10) 0.0203(10) 0.0201(10) -0.0084(8) -0.0019(8) -0.0045(8) C10 0.0254(10) 0.0330(11) 0.0192(10) -0.0130(9) 0.0033(8) -0.0144(9) C11 0.0167(9) 0.0348(11) 0.0305(11) -0.0234(9) 0.0064(8) -0.0082(8) C12 0.0179(9) 0.0213(10) 0.0297(11) -0.0149(8) -0.0009(8) -0.0014(8) C13 0.0141(9) 0.0190(9) 0.0209(10) -0.0107(8) -0.0019(7) -0.0033(7) Si1 0.0157(3) 0.0170(3) 0.0209(3) -0.0060(2) -0.0024(2) -0.00116(19) C14 0.0228(10) 0.0212(10) 0.0347(12) -0.0063(9) -0.0026(9) 0.0011(8) C15 0.0351(12) 0.0288(11) 0.0244(11) -0.0051(9) -0.0079(9) -0.0104(9) C16 0.0186(9) 0.0162(9) 0.0230(10) -0.0002(8) -0.0027(8) -0.0024(7) C17 0.0295(11) 0.0236(11) 0.0257(11) 0.0014(9) -0.0084(9) -0.0077(8) C18 0.0430(14) 0.0298(12) 0.0424(14) 0.0103(10) -0.0245(12) -0.0193(10) C19 0.0196(11) 0.0351(13) 0.0606(17) 0.0143(12) -0.0116(11) -0.0118(10) C20 0.0201(11) 0.0275(12) 0.0540(15) 0.0053(11) 0.0090(10) -0.0006(9) C21 0.0252(11) 0.0208(10) 0.0317(12) -0.0011(9) 0.0029(9) -0.0011(8) F1 0.0489(8) 0.0370(7) 0.0276(7) -0.0114(5) -0.0080(6) -0.0137(6) F2 0.0721(11) 0.0514(9) 0.0636(10) 0.0046(7) -0.0444(8) -0.0327(8) F3 0.0232(7) 0.0597(10) 0.1036(13) 0.0200(9) -0.0220(8) -0.0187(7) F4 0.0305(8) 0.0483(9) 0.0846(11) -0.0069(8) 0.0280(7) -0.0001(6) F5 0.0422(8) 0.0400(7) 0.0375(7) -0.0182(6) 0.0128(6) -0.0051(6) C22 0.0218(10) 0.0148(9) 0.0224(10) -0.0080(8) -0.0048(8) 0.0015(7) C23 0.0276(10) 0.0179(10) 0.0281(11) -0.0109(8) -0.0096(8) -0.0022(8) C24 0.0184(9) 0.0218(10) 0.0314(11) -0.0097(8) -0.0077(8) -0.0023(8) C25 0.0170(9) 0.0185(9) 0.0246(10) -0.0087(8) -0.0037(7) 0.0006(7) C26 0.0177(9) 0.0141(9) 0.0151(9) -0.0040(7) -0.0029(7) -0.0009(7) C27 0.0189(9) 0.0132(9) 0.0167(9) -0.0047(7) -0.0030(7) 0.0000(7) C28 0.0180(9) 0.0131(9) 0.0139(9) -0.0023(7) -0.0021(7) 0.0004(7) C29 0.0140(9) 0.0163(9) 0.0221(10) -0.0105(8) -0.0029(7) -0.0021(7) C30 0.0234(10) 0.0198(10) 0.0210(10) -0.0067(8) -0.0024(8) -0.0015(8) C31 0.0215(10) 0.0302(11) 0.0241(10) -0.0153(9) 0.0042(8) -0.0058(8) C32 0.0180(9) 0.0248(10) 0.0346(12) -0.0190(9) 0.0014(8) -0.0009(8) C33 0.0199(9) 0.0164(9) 0.0285(11) -0.0095(8) -0.0043(8) 0.0002(7) C34 0.0152(9) 0.0148(9) 0.0201(9) -0.0079(7) -0.0023(7) -0.0023(7) Si2 0.0195(3) 0.0178(3) 0.0178(3) -0.0064(2) -0.0025(2) -0.0036(2) C35 0.0266(11) 0.0301(11) 0.0266(11) 0.0000(9) -0.0079(8) -0.0074(9) C36 0.0413(12) 0.0311(11) 0.0210(10) -0.0151(9) 0.0019(9) -0.0131(9) C37 0.0192(9) 0.0182(9) 0.0137(9) -0.0044(7) -0.0002(7) -0.0027(7) C38 0.0175(9) 0.0182(9) 0.0212(10) -0.0077(8) -0.0009(7) 0.0010(7) C39 0.0298(11) 0.0172(9) 0.0195(10) -0.0088(8) -0.0032(8) -0.0024(8) C40 0.0215(10) 0.0221(10) 0.0199(10) -0.0049(8) -0.0025(7) -0.0076(8) C41 0.0156(9) 0.0249(10) 0.0244(10) -0.0092(8) 0.0034(7) -0.0014(8) C42 0.0250(10) 0.0188(9) 0.0185(10) -0.0096(8) 0.0015(7) -0.0037(8) F6 0.0207(6) 0.0279(6) 0.0435(7) -0.0218(5) -0.0017(5) 0.0036(5) F7 0.0363(7) 0.0246(6) 0.0390(7) -0.0206(5) -0.0040(5) -0.0045(5) F8 0.0247(6) 0.0326(7) 0.0389(7) -0.0116(5) -0.0070(5) -0.0105(5) F9 0.0176(6) 0.0368(7) 0.0470(7) -0.0214(6) 0.0056(5) -0.0023(5) F10 0.0286(6) 0.0297(6) 0.0432(7) -0.0268(6) 0.0057(5) -0.0025(5) _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 C1 C2 1.359(3) . ? C1 C6 1.432(2) . ? C2 C3 1.423(3) . ? C3 C4 1.353(3) . ? C4 C5 1.433(2) . ? C5 C7 1.407(2) 2_667 ? C5 C6 1.440(2) . ? C6 C7 1.406(2) . ? C7 C5 1.407(2) 2_667 ? C7 C8 1.495(2) . ? C8 C9 1.390(3) . ? C8 C13 1.417(2) . ? C9 C10 1.388(3) . ? C10 C11 1.385(3) . ? C11 C12 1.378(3) . ? C12 C13 1.405(2) . ? C13 Si1 1.8886(18) . ? Si1 C15 1.853(2) . ? Si1 C14 1.8648(19) . ? Si1 C16 1.9004(19) . ? C16 C17 1.385(3) . ? C16 C21 1.386(3) . ? C17 F1 1.353(2) . ? C17 C18 1.377(3) . ? C18 F2 1.345(3) . ? C18 C19 1.366(4) . ? C19 F3 1.340(2) . ? C19 C20 1.371(4) . ? C20 F4 1.346(3) . ? C20 C21 1.377(3) . ? C21 F5 1.347(3) . ? C22 C23 1.355(3) . ? C22 C27 1.436(2) . ? C23 C24 1.419(3) . ? C24 C25 1.362(3) . ? C25 C26 1.426(2) . ? C26 C28 1.410(2) 2_666 ? C26 C27 1.442(2) . ? C27 C28 1.406(2) . ? C28 C26 1.410(2) 2_666 ? C28 C29 1.498(2) . ? C29 C30 1.391(3) . ? C29 C34 1.411(2) . ? C30 C31 1.385(3) . ? C31 C32 1.382(3) . ? C32 C33 1.387(3) . ? C33 C34 1.403(2) . ? C34 Si2 1.8887(18) . ? Si2 C36 1.8542(19) . ? Si2 C35 1.8633(19) . ? Si2 C37 1.9086(19) . ? C37 C38 1.390(3) . ? C37 C42 1.391(3) . ? C38 F6 1.354(2) . ? C38 C39 1.374(3) . ? C39 F7 1.344(2) . ? C39 C40 1.375(3) . ? C40 F8 1.339(2) . ? C40 C41 1.377(3) . ? C41 F9 1.344(2) . ? C41 C42 1.378(3) . ? C42 F10 1.351(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 C2 C1 C6 121.62(17) . . ? C1 C2 C3 119.95(17) . . ? C4 C3 C2 120.58(17) . . ? C3 C4 C5 121.61(17) . . ? C7 C5 C4 121.81(16) 2_667 . ? C7 C5 C6 120.21(16) 2_667 . ? C4 C5 C6 117.96(16) . . ? C7 C6 C1 121.96(16) . . ? C7 C6 C5 119.82(16) . . ? C1 C6 C5 118.22(16) . . ? C6 C7 C5 119.88(16) . 2_667 ? C6 C7 C8 119.64(16) . . ? C5 C7 C8 120.47(15) 2_667 . ? C9 C8 C13 120.02(16) . . ? C9 C8 C7 118.87(15) . . ? C13 C8 C7 121.11(15) . . ? C10 C9 C8 121.20(17) . . ? C11 C10 C9 119.56(17) . . ? C12 C11 C10 119.68(17) . . ? C11 C12 C13 122.50(17) . . ? C12 C13 C8 117.04(16) . . ? C12 C13 Si1 117.80(13) . . ? C8 C13 Si1 125.16(13) . . ? C15 Si1 C14 109.04(10) . . ? C15 Si1 C13 114.17(9) . . ? C14 Si1 C13 109.57(9) . . ? C15 Si1 C16 110.65(9) . . ? C14 Si1 C16 105.29(9) . . ? C13 Si1 C16 107.74(8) . . ? C17 C16 C21 114.42(18) . . ? C17 C16 Si1 118.92(15) . . ? C21 C16 Si1 126.62(16) . . ? F1 C17 C18 116.8(2) . . ? F1 C17 C16 119.25(18) . . ? C18 C17 C16 123.9(2) . . ? F2 C18 C19 120.3(2) . . ? F2 C18 C17 120.7(2) . . ? C19 C18 C17 119.0(2) . . ? F3 C19 C18 119.9(3) . . ? F3 C19 C20 120.2(3) . . ? C18 C19 C20 119.9(2) . . ? F4 C20 C19 119.6(2) . . ? F4 C20 C21 120.9(3) . . ? C19 C20 C21 119.5(2) . . ? F5 C21 C20 116.3(2) . . ? F5 C21 C16 120.37(18) . . ? C20 C21 C16 123.3(2) . . ? C23 C22 C27 121.25(17) . . ? C22 C23 C24 120.56(17) . . ? C25 C24 C23 120.21(17) . . ? C24 C25 C26 121.53(17) . . ? C28 C26 C25 122.22(16) 2_666 . ? C28 C26 C27 119.58(16) 2_666 . ? C25 C26 C27 118.19(16) . . ? C28 C27 C22 121.47(16) . . ? C28 C27 C26 120.39(16) . . ? C22 C27 C26 118.12(16) . . ? C27 C28 C26 119.98(16) . 2_666 ? C27 C28 C29 119.77(15) . . ? C26 C28 C29 120.24(16) 2_666 . ? C30 C29 C34 119.72(16) . . ? C30 C29 C28 118.85(16) . . ? C34 C29 C28 121.42(16) . . ? C31 C30 C29 121.65(17) . . ? C32 C31 C30 119.47(18) . . ? C31 C32 C33 119.48(17) . . ? C32 C33 C34 122.31(17) . . ? C33 C34 C29 117.36(16) . . ? C33 C34 Si2 118.09(13) . . ? C29 C34 Si2 124.54(13) . . ? C36 Si2 C35 106.83(10) . . ? C36 Si2 C34 114.93(8) . . ? C35 Si2 C34 110.29(9) . . ? C36 Si2 C37 110.17(9) . . ? C35 Si2 C37 107.11(9) . . ? C34 Si2 C37 107.26(8) . . ? C38 C37 C42 113.91(16) . . ? C38 C37 Si2 119.90(13) . . ? C42 C37 Si2 126.10(14) . . ? F6 C38 C39 116.45(16) . . ? F6 C38 C37 119.36(16) . . ? C39 C38 C37 124.16(17) . . ? F7 C39 C38 121.12(17) . . ? F7 C39 C40 119.43(17) . . ? C38 C39 C40 119.44(17) . . ? F8 C40 C39 120.41(17) . . ? F8 C40 C41 120.47(17) . . ? C39 C40 C41 119.12(17) . . ? F9 C41 C40 119.35(17) . . ? F9 C41 C42 120.98(17) . . ? C40 C41 C42 119.67(17) . . ? F10 C42 C41 115.88(16) . . ? F10 C42 C37 120.45(16) . . ? C41 C42 C37 123.65(17) . . ? 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 C6 C1 C2 C3 -0.5(3) . . . . ? C1 C2 C3 C4 1.5(3) . . . . ? C2 C3 C4 C5 -0.2(3) . . . . ? C3 C4 C5 C7 176.30(17) . . . 2_667 ? C3 C4 C5 C6 -2.1(3) . . . . ? C2 C1 C6 C7 179.29(17) . . . . ? C2 C1 C6 C5 -1.8(3) . . . . ? C7 C5 C6 C7 3.5(3) 2_667 . . . ? C4 C5 C6 C7 -178.04(15) . . . . ? C7 C5 C6 C1 -175.42(15) 2_667 . . . ? C4 C5 C6 C1 3.0(2) . . . . ? C1 C6 C7 C5 175.39(16) . . . 2_667 ? C5 C6 C7 C5 -3.5(3) . . . 2_667 ? C1 C6 C7 C8 -3.8(2) . . . . ? C5 C6 C7 C8 177.34(15) . . . . ? C6 C7 C8 C9 98.7(2) . . . . ? C5 C7 C8 C9 -80.4(2) 2_667 . . . ? C6 C7 C8 C13 -81.0(2) . . . . ? C5 C7 C8 C13 99.9(2) 2_667 . . . ? C13 C8 C9 C10 0.7(3) . . . . ? C7 C8 C9 C10 -179.04(16) . . . . ? C8 C9 C10 C11 -0.4(3) . . . . ? C9 C10 C11 C12 -0.3(3) . . . . ? C10 C11 C12 C13 0.8(3) . . . . ? C11 C12 C13 C8 -0.5(3) . . . . ? C11 C12 C13 Si1 -179.99(14) . . . . ? C9 C8 C13 C12 -0.3(3) . . . . ? C7 C8 C13 C12 179.44(16) . . . . ? C9 C8 C13 Si1 179.24(13) . . . . ? C7 C8 C13 Si1 -1.1(2) . . . . ? C12 C13 Si1 C15 -108.56(15) . . . . ? C8 C13 Si1 C15 71.95(17) . . . . ? C12 C13 Si1 C14 14.06(17) . . . . ? C8 C13 Si1 C14 -165.43(15) . . . . ? C12 C13 Si1 C16 128.11(14) . . . . ? C8 C13 Si1 C16 -51.37(17) . . . . ? C15 Si1 C16 C17 178.08(14) . . . . ? C14 Si1 C16 C17 60.41(16) . . . . ? C13 Si1 C16 C17 -56.47(16) . . . . ? C15 Si1 C16 C21 -4.52(19) . . . . ? C14 Si1 C16 C21 -122.19(17) . . . . ? C13 Si1 C16 C21 120.93(17) . . . . ? C21 C16 C17 F1 -178.62(16) . . . . ? Si1 C16 C17 F1 -0.9(2) . . . . ? C21 C16 C17 C18 -1.4(3) . . . . ? Si1 C16 C17 C18 176.32(16) . . . . ? F1 C17 C18 F2 0.3(3) . . . . ? C16 C17 C18 F2 -176.95(18) . . . . ? F1 C17 C18 C19 177.85(18) . . . . ? C16 C17 C18 C19 0.6(3) . . . . ? F2 C18 C19 F3 -0.9(3) . . . . ? C17 C18 C19 F3 -178.41(18) . . . . ? F2 C18 C19 C20 178.34(19) . . . . ? C17 C18 C19 C20 0.8(3) . . . . ? F3 C19 C20 F4 -0.7(3) . . . . ? C18 C19 C20 F4 -179.88(19) . . . . ? F3 C19 C20 C21 177.99(18) . . . . ? C18 C19 C20 C21 -1.2(3) . . . . ? F4 C20 C21 F5 -0.5(3) . . . . ? C19 C20 C21 F5 -179.15(18) . . . . ? F4 C20 C21 C16 178.95(18) . . . . ? C19 C20 C21 C16 0.3(3) . . . . ? C17 C16 C21 F5 -179.61(16) . . . . ? Si1 C16 C21 F5 2.9(3) . . . . ? C17 C16 C21 C20 0.9(3) . . . . ? Si1 C16 C21 C20 -176.56(16) . . . . ? C27 C22 C23 C24 0.4(3) . . . . ? C22 C23 C24 C25 -2.8(3) . . . . ? C23 C24 C25 C26 1.7(3) . . . . ? C24 C25 C26 C28 -177.85(18) . . . 2_666 ? C24 C25 C26 C27 1.5(3) . . . . ? C23 C22 C27 C28 -179.03(17) . . . . ? C23 C22 C27 C26 2.9(3) . . . . ? C28 C26 C27 C28 -2.5(3) 2_666 . . . ? C25 C26 C27 C28 178.11(16) . . . . ? C28 C26 C27 C22 175.63(16) 2_666 . . . ? C25 C26 C27 C22 -3.8(2) . . . . ? C22 C27 C28 C26 -175.55(16) . . . 2_666 ? C26 C27 C28 C26 2.5(3) . . . 2_666 ? C22 C27 C28 C29 5.2(3) . . . . ? C26 C27 C28 C29 -176.73(15) . . . . ? C27 C28 C29 C30 -95.0(2) . . . . ? C26 C28 C29 C30 85.7(2) 2_666 . . . ? C27 C28 C29 C34 83.7(2) . . . . ? C26 C28 C29 C34 -95.5(2) 2_666 . . . ? C34 C29 C30 C31 -0.3(3) . . . . ? C28 C29 C30 C31 178.44(17) . . . . ? C29 C30 C31 C32 0.7(3) . . . . ? C30 C31 C32 C33 -0.5(3) . . . . ? C31 C32 C33 C34 0.0(3) . . . . ? C32 C33 C34 C29 0.4(3) . . . . ? C32 C33 C34 Si2 -179.00(14) . . . . ? C30 C29 C34 C33 -0.2(3) . . . . ? C28 C29 C34 C33 -178.97(16) . . . . ? C30 C29 C34 Si2 179.15(13) . . . . ? C28 C29 C34 Si2 0.4(2) . . . . ? C33 C34 Si2 C36 -138.32(14) . . . . ? C29 C34 Si2 C36 42.32(18) . . . . ? C33 C34 Si2 C35 -17.50(17) . . . . ? C29 C34 Si2 C35 163.14(15) . . . . ? C33 C34 Si2 C37 98.81(15) . . . . ? C29 C34 Si2 C37 -80.54(16) . . . . ? C36 Si2 C37 C38 171.90(14) . . . . ? C35 Si2 C37 C38 56.06(17) . . . . ? C34 Si2 C37 C38 -62.34(16) . . . . ? C36 Si2 C37 C42 -11.70(19) . . . . ? C35 Si2 C37 C42 -127.54(17) . . . . ? C34 Si2 C37 C42 114.07(16) . . . . ? C42 C37 C38 F6 -179.16(15) . . . . ? Si2 C37 C38 F6 -2.3(2) . . . . ? C42 C37 C38 C39 -1.1(3) . . . . ? Si2 C37 C38 C39 175.73(14) . . . . ? F6 C38 C39 F7 -1.0(3) . . . . ? C37 C38 C39 F7 -179.16(16) . . . . ? F6 C38 C39 C40 177.42(16) . . . . ? C37 C38 C39 C40 -0.7(3) . . . . ? F7 C39 C40 F8 0.6(3) . . . . ? C38 C39 C40 F8 -177.93(16) . . . . ? F7 C39 C40 C41 179.94(16) . . . . ? C38 C39 C40 C41 1.5(3) . . . . ? F8 C40 C41 F9 -0.2(3) . . . . ? C39 C40 C41 F9 -179.57(16) . . . . ? F8 C40 C41 C42 179.02(16) . . . . ? C39 C40 C41 C42 -0.4(3) . . . . ? F9 C41 C42 F10 -0.8(3) . . . . ? C40 C41 C42 F10 180.00(16) . . . . ? F9 C41 C42 C37 177.59(16) . . . . ? C40 C41 C42 C37 -1.6(3) . . . . ? C38 C37 C42 F10 -179.43(16) . . . . ? Si2 C37 C42 F10 4.0(3) . . . . ? C38 C37 C42 C41 2.2(3) . . . . ? Si2 C37 C42 C41 -174.34(14) . . . . ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 0.278 _refine_diff_density_min -0.231 _refine_diff_density_rms 0.045 # Attachment 'cmpd4.cif' data_173-2 _database_code_depnum_ccdc_archive 'CCDC 717644' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 9,10-bis(2-dimethylphenylsilylphenyl)anthracene ; _chemical_name_common 9,10-bis(2-dimethylphenylsilylphenyl)anthracene _chemical_melting_point 476 _chemical_formula_moiety ? _chemical_formula_sum 'C42 H38 Si2' _chemical_formula_weight 598.90 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' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.1085(18) _cell_length_b 9.2128(14) _cell_length_c 16.355(3) _cell_angle_alpha 90.00 _cell_angle_beta 101.6544(7) _cell_angle_gamma 90.00 _cell_volume 1639.3(5) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5248 _cell_measurement_theta_min 2.2112 _cell_measurement_theta_max 31.5050 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.213 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 636 _exptl_absorpt_coefficient_mu 0.137 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9730 _exptl_absorpt_correction_T_max 0.9730 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ; Saturn70 CCD (4x4 bin mode) with MicroMax-007 ; _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10480 _diffrn_reflns_av_R_equivalents 0.0270 _diffrn_reflns_av_sigmaI/netI 0.0237 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.54 _diffrn_reflns_theta_max 24.99 _reflns_number_total 2874 _reflns_number_gt 2691 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2000)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2000)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP 3 for windows' _computing_publication_material ? _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^)+(0.1000P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef none _refine_ls_number_reflns 2874 _refine_ls_number_parameters 275 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0387 _refine_ls_R_factor_gt 0.0360 _refine_ls_wR_factor_ref 0.1364 _refine_ls_wR_factor_gt 0.1332 _refine_ls_goodness_of_fit_ref 1.183 _refine_ls_restrained_S_all 1.183 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.43129(13) -0.07897(15) 0.54927(9) 0.0139(3) Uani 1 1 d . . . C2 C 0.36246(13) -0.15340(16) 0.60172(9) 0.0169(3) Uani 1 1 d . . . H1 H 0.3149(17) -0.2319(18) 0.5778(11) 0.022(4) Uiso 1 1 d . . . C3 C 0.36727(14) -0.11131(16) 0.68205(10) 0.0198(4) Uani 1 1 d . . . H2 H 0.3179(18) -0.1590(19) 0.7143(11) 0.028(5) Uiso 1 1 d . . . C4 C 0.44326(15) 0.00538(19) 0.71670(10) 0.0213(4) Uani 1 1 d . . . H3 H 0.4454(19) 0.035(2) 0.7722(13) 0.033(5) Uiso 1 1 d . . . C5 C 0.51139(14) 0.07923(17) 0.66939(9) 0.0175(3) Uani 1 1 d . . . H4 H 0.5633(18) 0.1568(19) 0.6944(11) 0.025(4) Uiso 1 1 d . . . C6 C 0.50719(13) 0.04136(14) 0.58414(9) 0.0139(3) Uani 1 1 d . . . C7 C 0.57510(12) 0.11845(15) 0.53468(9) 0.0140(3) Uani 1 1 d . . . C8 C 0.65555(13) 0.24212(15) 0.57096(9) 0.0144(3) Uani 1 1 d . . . C9 C 0.60415(14) 0.38048(15) 0.56738(9) 0.0171(4) Uani 1 1 d . . . H5 H 0.5187(18) 0.3913(17) 0.5447(11) 0.022(4) Uiso 1 1 d . . . C10 C 0.67415(15) 0.50032(18) 0.59788(9) 0.0188(4) Uani 1 1 d . . . H6 H 0.6339(16) 0.5940(18) 0.5936(10) 0.015(4) Uiso 1 1 d . . . C11 C 0.79773(15) 0.48250(17) 0.63265(9) 0.0197(4) Uani 1 1 d . . . H7 H 0.8460(17) 0.5622(19) 0.6514(11) 0.018(4) Uiso 1 1 d . . . C12 C 0.84981(13) 0.34497(17) 0.63679(9) 0.0182(4) Uani 1 1 d . . . H8 H 0.9369(17) 0.3296(18) 0.6591(10) 0.020(4) Uiso 1 1 d . . . C13 C 0.78090(13) 0.22083(15) 0.60749(9) 0.0149(3) Uani 1 1 d . . . Si1 Si 0.85639(4) 0.03798(4) 0.63307(2) 0.0150(2) Uani 1 1 d . . . C14 C 1.02390(15) 0.0554(2) 0.63243(12) 0.0248(4) Uani 1 1 d . . . H9 H 1.063(2) -0.031(3) 0.6428(15) 0.049(7) Uiso 1 1 d . . . H10 H 1.0684(19) 0.117(2) 0.6785(12) 0.033(5) Uiso 1 1 d . . . H11 H 1.0333(19) 0.092(2) 0.5767(13) 0.039(5) Uiso 1 1 d . . . C15 C 0.79444(15) -0.11409(16) 0.56158(10) 0.0203(4) Uani 1 1 d . . . H12 H 0.793(2) -0.092(2) 0.5044(15) 0.046(6) Uiso 1 1 d . . . H13 H 0.711(2) -0.1391(19) 0.5647(12) 0.031(5) Uiso 1 1 d . . . H14 H 0.8465(18) -0.203(2) 0.5757(12) 0.033(5) Uiso 1 1 d . . . C16 C 0.83679(14) -0.00328(17) 0.74219(10) 0.0175(3) Uani 1 1 d . . . C17 C 0.88750(15) 0.09118(18) 0.80781(10) 0.0221(4) Uani 1 1 d . . . H15 H 0.9342(16) 0.1783(18) 0.7955(11) 0.018(4) Uiso 1 1 d . . . C18 C 0.87484(17) 0.06559(19) 0.88886(11) 0.0298(4) Uani 1 1 d . . . H16 H 0.9194(19) 0.137(2) 0.9349(14) 0.042(6) Uiso 1 1 d . . . C19 C 0.80928(18) -0.0545(2) 0.90727(11) 0.0317(5) Uani 1 1 d . . . H17 H 0.8008(19) -0.072(2) 0.9633(12) 0.032(5) Uiso 1 1 d . . . C20 C 0.75731(16) -0.1480(2) 0.84387(11) 0.0311(4) Uani 1 1 d . . . H18 H 0.7103(18) -0.232(2) 0.8556(12) 0.036(5) Uiso 1 1 d . . . C21 C 0.77104(15) -0.12308(18) 0.76238(10) 0.0234(4) Uani 1 1 d . . . H19 H 0.7310(16) -0.1897(19) 0.7191(11) 0.022(4) Uiso 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 0.0117(7) 0.0139(8) 0.0151(7) 0.0018(6) 0.0007(5) 0.0001(5) C2 0.0144(7) 0.0162(8) 0.0189(8) 0.0040(6) 0.0008(6) -0.0030(6) C3 0.0183(8) 0.0234(9) 0.0188(8) 0.0056(6) 0.0061(6) -0.0015(6) C4 0.0224(9) 0.0297(9) 0.0124(8) -0.0005(7) 0.0051(6) -0.0020(7) C5 0.0183(8) 0.0183(8) 0.0155(8) -0.0003(6) 0.0020(6) -0.0023(6) C6 0.0126(7) 0.0140(8) 0.0145(8) 0.0015(6) 0.0012(6) 0.0005(5) C7 0.0124(7) 0.0126(8) 0.0157(7) 0.0016(6) -0.0004(6) 0.0009(5) C8 0.0161(7) 0.0150(7) 0.0118(7) 0.0015(6) 0.0022(6) -0.0033(6) C9 0.0171(8) 0.0172(8) 0.0162(8) 0.0033(6) 0.0015(6) -0.0011(6) C10 0.0267(9) 0.0139(8) 0.0164(8) 0.0018(6) 0.0058(6) -0.0007(6) C11 0.0269(9) 0.0150(8) 0.0155(8) -0.0004(6) 0.0000(7) -0.0081(6) C12 0.0183(8) 0.0182(8) 0.0165(8) 0.0018(6) -0.0005(6) -0.0049(6) C13 0.0160(7) 0.0152(8) 0.0135(7) 0.0024(6) 0.0030(6) -0.0034(6) Si1 0.0134(3) 0.0146(3) 0.0167(3) 0.00122(15) 0.00209(19) -0.00068(14) C14 0.0154(8) 0.0294(10) 0.0301(10) 0.0015(8) 0.0060(7) -0.0003(7) C15 0.0232(9) 0.0148(8) 0.0221(9) 0.0008(6) 0.0031(7) 0.0014(6) C16 0.0153(8) 0.0184(8) 0.0186(8) 0.0031(6) 0.0028(6) 0.0059(6) C17 0.0225(8) 0.0212(9) 0.0215(8) 0.0007(7) 0.0022(7) 0.0073(6) C18 0.0344(10) 0.0314(10) 0.0228(9) -0.0027(8) 0.0037(7) 0.0159(8) C19 0.0350(10) 0.0407(11) 0.0219(9) 0.0106(8) 0.0119(8) 0.0185(8) C20 0.0305(10) 0.0349(10) 0.0308(10) 0.0133(8) 0.0130(8) 0.0064(8) C21 0.0223(8) 0.0238(9) 0.0240(9) 0.0058(7) 0.0044(7) 0.0014(6) _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 C1 C7 1.408(2) 3_656 ? C1 C2 1.434(2) . ? C1 C6 1.439(2) . ? C2 C3 1.360(2) . ? C2 H1 0.934(18) . ? C3 C4 1.413(2) . ? C3 H2 0.94(2) . ? C4 C5 1.368(2) . ? C4 H3 0.94(2) . ? C5 C6 1.429(2) . ? C5 H4 0.957(19) . ? C6 C7 1.405(2) . ? C7 C1 1.408(2) 3_656 ? C7 C8 1.4948(19) . ? C8 C9 1.393(2) . ? C8 C13 1.414(2) . ? C9 C10 1.384(2) . ? C9 H5 0.951(19) . ? C10 C11 1.385(2) . ? C10 H6 0.968(16) . ? C11 C12 1.389(2) . ? C11 H7 0.924(18) . ? C12 C13 1.405(2) . ? C12 H8 0.973(18) . ? C13 Si1 1.8905(15) . ? Si1 C15 1.8651(16) . ? Si1 C14 1.8698(17) . ? Si1 C16 1.8798(16) . ? C14 H9 0.91(2) . ? C14 H10 0.99(2) . ? C14 H11 1.00(2) . ? C15 H12 0.96(2) . ? C15 H13 0.96(2) . ? C15 H14 1.00(2) . ? C16 C21 1.399(2) . ? C16 C17 1.408(2) . ? C17 C18 1.381(2) . ? C17 H15 0.998(18) . ? C18 C19 1.391(3) . ? C18 H16 1.05(2) . ? C19 C20 1.381(3) . ? C19 H17 0.95(2) . ? C20 C21 1.391(2) . ? C20 H18 0.98(2) . ? C21 H19 0.974(18) . ? 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 C7 C1 C2 122.13(14) 3_656 . ? C7 C1 C6 119.70(13) 3_656 . ? C2 C1 C6 118.16(13) . . ? C3 C2 C1 121.32(14) . . ? C3 C2 H1 122.3(11) . . ? C1 C2 H1 116.4(11) . . ? C2 C3 C4 120.53(14) . . ? C2 C3 H2 119.5(11) . . ? C4 C3 H2 119.9(11) . . ? C5 C4 C3 120.36(14) . . ? C5 C4 H3 119.3(12) . . ? C3 C4 H3 120.3(12) . . ? C4 C5 C6 121.19(15) . . ? C4 C5 H4 118.9(11) . . ? C6 C5 H4 119.9(11) . . ? C7 C6 C5 121.52(13) . . ? C7 C6 C1 120.07(13) . . ? C5 C6 C1 118.41(13) . . ? C6 C7 C1 120.23(13) . 3_656 ? C6 C7 C8 120.28(13) . . ? C1 C7 C8 119.48(12) 3_656 . ? C9 C8 C13 120.33(13) . . ? C9 C8 C7 118.27(12) . . ? C13 C8 C7 121.39(12) . . ? C10 C9 C8 121.27(14) . . ? C10 C9 H5 120.0(10) . . ? C8 C9 H5 118.7(10) . . ? C9 C10 C11 119.43(15) . . ? C9 C10 H6 117.9(10) . . ? C11 C10 H6 122.7(10) . . ? C10 C11 C12 119.77(14) . . ? C10 C11 H7 120.2(11) . . ? C12 C11 H7 120.0(11) . . ? C11 C12 C13 122.21(13) . . ? C11 C12 H8 121.6(10) . . ? C13 C12 H8 116.2(10) . . ? C12 C13 C8 116.96(13) . . ? C12 C13 Si1 117.58(11) . . ? C8 C13 Si1 124.90(10) . . ? C15 Si1 C14 107.60(8) . . ? C15 Si1 C16 110.15(7) . . ? C14 Si1 C16 109.20(8) . . ? C15 Si1 C13 116.08(7) . . ? C14 Si1 C13 108.66(7) . . ? C16 Si1 C13 105.01(7) . . ? Si1 C14 H9 111.4(15) . . ? Si1 C14 H10 112.8(12) . . ? H9 C14 H10 102.5(18) . . ? Si1 C14 H11 108.8(12) . . ? H9 C14 H11 109.3(18) . . ? H10 C14 H11 111.9(16) . . ? Si1 C15 H12 112.4(12) . . ? Si1 C15 H13 112.5(11) . . ? H12 C15 H13 106.2(17) . . ? Si1 C15 H14 110.2(11) . . ? H12 C15 H14 107.3(18) . . ? H13 C15 H14 107.9(15) . . ? C21 C16 C17 117.08(15) . . ? C21 C16 Si1 123.34(13) . . ? C17 C16 Si1 119.57(12) . . ? C18 C17 C16 121.56(16) . . ? C18 C17 H15 119.2(10) . . ? C16 C17 H15 119.2(10) . . ? C17 C18 C19 120.19(17) . . ? C17 C18 H16 117.1(12) . . ? C19 C18 H16 122.6(12) . . ? C20 C19 C18 119.42(17) . . ? C20 C19 H17 120.8(12) . . ? C18 C19 H17 119.8(12) . . ? C19 C20 C21 120.43(17) . . ? C19 C20 H18 120.5(12) . . ? C21 C20 H18 119.1(12) . . ? C20 C21 C16 121.31(16) . . ? C20 C21 H19 118.1(11) . . ? C16 C21 H19 120.6(10) . . ? 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 C7 C1 C2 C3 -178.24(13) 3_656 . . . ? C6 C1 C2 C3 0.6(2) . . . . ? C1 C2 C3 C4 -1.6(2) . . . . ? C2 C3 C4 C5 1.2(2) . . . . ? C3 C4 C5 C6 0.4(2) . . . . ? C4 C5 C6 C7 178.77(14) . . . . ? C4 C5 C6 C1 -1.3(2) . . . . ? C7 C1 C6 C7 -0.4(2) 3_656 . . . ? C2 C1 C6 C7 -179.26(13) . . . . ? C7 C1 C6 C5 179.73(13) 3_656 . . . ? C2 C1 C6 C5 0.8(2) . . . . ? C5 C6 C7 C1 -179.73(13) . . . 3_656 ? C1 C6 C7 C1 0.4(2) . . . 3_656 ? C5 C6 C7 C8 0.8(2) . . . . ? C1 C6 C7 C8 -179.08(12) . . . . ? C6 C7 C8 C9 -88.85(17) . . . . ? C1 C7 C8 C9 91.70(16) 3_656 . . . ? C6 C7 C8 C13 91.67(17) . . . . ? C1 C7 C8 C13 -87.78(17) 3_656 . . . ? C13 C8 C9 C10 1.1(2) . . . . ? C7 C8 C9 C10 -178.36(13) . . . . ? C8 C9 C10 C11 0.0(2) . . . . ? C9 C10 C11 C12 -0.2(2) . . . . ? C10 C11 C12 C13 -0.7(2) . . . . ? C11 C12 C13 C8 1.8(2) . . . . ? C11 C12 C13 Si1 -170.05(12) . . . . ? C9 C8 C13 C12 -2.0(2) . . . . ? C7 C8 C13 C12 177.51(12) . . . . ? C9 C8 C13 Si1 169.20(11) . . . . ? C7 C8 C13 Si1 -11.3(2) . . . . ? C12 C13 Si1 C15 -156.13(11) . . . . ? C8 C13 Si1 C15 32.76(15) . . . . ? C12 C13 Si1 C14 -34.76(13) . . . . ? C8 C13 Si1 C14 154.12(13) . . . . ? C12 C13 Si1 C16 81.98(12) . . . . ? C8 C13 Si1 C16 -89.14(14) . . . . ? C15 Si1 C16 C21 -7.31(15) . . . . ? C14 Si1 C16 C21 -125.27(14) . . . . ? C13 Si1 C16 C21 118.37(14) . . . . ? C15 Si1 C16 C17 174.21(12) . . . . ? C14 Si1 C16 C17 56.25(14) . . . . ? C13 Si1 C16 C17 -60.11(13) . . . . ? C21 C16 C17 C18 1.1(2) . . . . ? Si1 C16 C17 C18 179.66(12) . . . . ? C16 C17 C18 C19 -1.0(2) . . . . ? C17 C18 C19 C20 0.2(3) . . . . ? C18 C19 C20 C21 0.5(3) . . . . ? C19 C20 C21 C16 -0.3(2) . . . . ? C17 C16 C21 C20 -0.4(2) . . . . ? Si1 C16 C21 C20 -178.95(12) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.292 _refine_diff_density_min -0.343 _refine_diff_density_rms 0.042