# Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full J.Mater.Chem. _journal_coden_Cambridge 1145 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Chan Park' _publ_contact_author_email CEP@POSTECH.AC.KR _publ_section_title ; High Mobility Organic Single Crystal Transistors Based on Soluble Triisopropylsilylethynyl Anthracene Derivatives ; loop_ _publ_author_name 'Chan Park.' 'Dae Sung Chung.' 'Se Hyun Kim.' 'Soon-Ki Kwon.' ; Dong Hoon Lee ; 'Sooji Nam.' 'Jong Won Park.' # Attachment 'bt.cif' data_bt _database_code_depnum_ccdc_archive 'CCDC 713123' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H29 S2 Si' _chemical_formula_sum 'C52 H58 S4 Si2' _chemical_formula_weight 867.40 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' S S 0.1246 0.1234 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.2340(16) _cell_length_b 11.958(2) _cell_length_c 12.198(2) _cell_angle_alpha 81.48(3) _cell_angle_beta 85.50(3) _cell_angle_gamma 87.63(3) _cell_volume 1183.6(4) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 22417 _cell_measurement_theta_min 2.73 _cell_measurement_theta_max 33.78 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.217 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 462 _exptl_absorpt_coefficient_mu 0.286 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9398 _exptl_absorpt_correction_T_max 0.9915 _exptl_absorpt_process_details 'HKL2000 Scalepack' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.75000 _diffrn_radiation_type synchrotron _diffrn_radiation_source 'Fixed gap multiple wiggler beamline' _diffrn_radiation_monochromator 'Si(111) double crystal monochromator' _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7087 _diffrn_reflns_av_R_equivalents 0.0347 _diffrn_reflns_av_sigmaI/netI 0.0385 _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 2.73 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3595 _reflns_number_gt 3392 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'PAL ADSC Quantum-210 ADX Program' _computing_cell_refinement HKL2000 _computing_data_reduction HKL2000 _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Diamond 3.2' _computing_publication_material WinGX _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^)+(0.0998P)^2^+0.3577P] 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 3595 _refine_ls_number_parameters 269 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0538 _refine_ls_R_factor_gt 0.0517 _refine_ls_wR_factor_ref 0.1540 _refine_ls_wR_factor_gt 0.1513 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _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 Si1 Si 0.82125(7) 0.26232(5) 0.86445(4) 0.0495(2) Uani 1 1 d . . . S1 S 0.29699(7) 0.20770(4) 0.34584(4) 0.0519(2) Uani 1 1 d . A . C1 C 0.7021(2) 0.12655(15) 0.51387(15) 0.0425(4) Uani 1 1 d . . . H1 H 0.6789 0.1688 0.5736 0.051 Uiso 1 1 calc R . . C2 C 0.5895(2) 0.12805(15) 0.43629(16) 0.0422(4) Uani 1 1 d . . . C3 C 0.6259(3) 0.06460(17) 0.34719(17) 0.0480(5) Uani 1 1 d . . . H3 H 0.5494 0.0649 0.2928 0.058 Uiso 1 1 calc R . . C4 C 0.7678(3) 0.00367(16) 0.33825(16) 0.0456(5) Uani 1 1 d . . . H4 H 0.7886 -0.0378 0.2777 0.055 Uiso 1 1 calc R . . C5 C 0.8865(2) 0.00052(14) 0.41794(15) 0.0392(4) Uani 1 1 d . . . C6 C 0.8515(2) 0.06411(14) 0.50785(14) 0.0389(4) Uani 1 1 d . . . C7 C 0.9666(2) 0.06310(14) 0.58888(15) 0.0395(4) Uani 1 1 d . . . C8 C 0.4356(2) 0.19346(16) 0.44695(16) 0.0437(5) Uani 1 1 d . . . C9 C 0.3760(3) 0.24884(19) 0.53286(19) 0.0548(5) Uani 1 1 d . . . H9 H 0.4337 0.2513 0.5969 0.066 Uiso 1 1 calc R . . C10 C 0.2222(3) 0.30164(18) 0.51811(19) 0.0543(5) Uani 1 1 d . A . H10 H 0.1658 0.3429 0.5709 0.065 Uiso 1 1 calc R . . C11 C 0.1619(3) 0.28742(16) 0.41969(17) 0.0472(5) Uani 1 1 d . . . S2A S -0.06420(12) 0.30446(8) 0.26344(7) 0.0708(4) Uani 0.663(3) 1 d P A 1 C12A C 0.0056(3) 0.32904(17) 0.38059(18) 0.0515(5) Uani 0.663(3) 1 d P A 1 C13A C -0.11869(17) 0.39978(12) 0.44294(13) 0.0740(6) Uani 0.663(3) 1 d P A 1 H13A H -0.1092 0.4258 0.5120 0.089 Uiso 0.663(3) 1 calc PR A 1 C14A C -0.2546(4) 0.4182(2) 0.3726(3) 0.0822(9) Uani 0.663(3) 1 d P A 1 H14A H -0.3505 0.4599 0.3922 0.099 Uiso 0.663(3) 1 calc PR A 1 C15A C -0.2363(4) 0.3734(3) 0.2802(3) 0.0858(9) Uani 0.663(3) 1 d P A 1 H15A H -0.3169 0.3807 0.2277 0.103 Uiso 0.663(3) 1 calc PR A 1 S2B S -0.11869(17) 0.39978(12) 0.44294(13) 0.0740(6) Uani 0.337(3) 1 d P A 2 C12B C 0.0056(3) 0.32904(17) 0.38059(18) 0.0515(5) Uani 0.337(3) 1 d P A 2 C13B C -0.06420(12) 0.30446(8) 0.26344(7) 0.0708(4) Uani 0.337(3) 1 d P A 2 H13B H -0.0193 0.2641 0.2062 0.085 Uiso 0.337(3) 1 calc PR A 2 C14B C -0.2363(4) 0.3734(3) 0.2802(3) 0.0858(9) Uani 0.337(3) 1 d P A 2 H14B H -0.3169 0.3807 0.2277 0.103 Uiso 0.337(3) 1 calc PR A 2 C15B C -0.2546(4) 0.4182(2) 0.3726(3) 0.0822(9) Uani 0.337(3) 1 d P A 2 H15B H -0.3505 0.4599 0.3922 0.099 Uiso 0.337(3) 1 calc PR A 2 C16 C 0.9307(2) 0.12844(16) 0.67789(16) 0.0441(5) Uani 1 1 d . . . C17 C 0.8957(3) 0.18442(18) 0.75088(17) 0.0501(5) Uani 1 1 d . . . C18 C 0.7631(3) 0.4107(2) 0.7998(2) 0.0663(6) Uani 1 1 d . . . H18 H 0.8642 0.4413 0.7569 0.080 Uiso 1 1 calc R . . C19 C 0.6362(4) 0.4183(3) 0.7164(3) 0.0917(9) Uani 1 1 d . . . H19A H 0.5300 0.3988 0.7550 0.138 Uiso 1 1 calc R . . H19B H 0.6660 0.3655 0.6634 0.138 Uiso 1 1 calc R . . H19C H 0.6299 0.4956 0.6764 0.138 Uiso 1 1 calc R . . C20 C 0.7185(6) 0.4909(3) 0.8858(3) 0.1112(13) Uani 1 1 d . . . H20A H 0.6999 0.5677 0.8473 0.167 Uiso 1 1 calc R . . H20B H 0.8079 0.4905 0.9343 0.167 Uiso 1 1 calc R . . H20C H 0.6191 0.4655 0.9305 0.167 Uiso 1 1 calc R . . C21 C 0.9941(3) 0.2701(2) 0.9547(2) 0.0654(6) Uani 1 1 d . . . H21 H 0.9521 0.3141 1.0152 0.078 Uiso 1 1 calc R . . C22 C 1.1355(4) 0.3354(3) 0.8905(3) 0.0998(11) Uani 1 1 d . . . H22A H 1.2229 0.3388 0.9399 0.150 Uiso 1 1 calc R . . H22B H 1.0976 0.4123 0.8625 0.150 Uiso 1 1 calc R . . H22C H 1.1767 0.2970 0.8279 0.150 Uiso 1 1 calc R . . C23 C 1.0532(5) 0.1545(3) 1.0113(3) 0.0959(10) Uani 1 1 d . . . H23A H 1.0988 0.1095 0.9547 0.144 Uiso 1 1 calc R . . H23B H 0.9614 0.1153 1.0542 0.144 Uiso 1 1 calc R . . H23C H 1.1373 0.1647 1.0612 0.144 Uiso 1 1 calc R . . C24 C 0.6522(4) 0.1743(3) 0.9411(2) 0.0818(8) Uani 1 1 d . . . H24 H 0.7107 0.1033 0.9727 0.098 Uiso 1 1 calc R . . C25 C 0.5740(5) 0.2181(4) 1.0431(3) 0.1068(12) Uani 1 1 d . . . H25A H 0.5223 0.2926 1.0214 0.160 Uiso 1 1 calc R . . H25B H 0.6575 0.2248 1.0946 0.160 Uiso 1 1 calc R . . H25C H 0.4915 0.1655 1.0796 0.160 Uiso 1 1 calc R . . C26 C 0.5347(5) 0.1329(4) 0.8698(3) 0.1104(13) Uani 1 1 d . . . H26A H 0.4547 0.0854 0.9169 0.166 Uiso 1 1 calc R . . H26B H 0.5940 0.0884 0.8174 0.166 Uiso 1 1 calc R . . H26C H 0.4784 0.1977 0.8286 0.166 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 0.0526(4) 0.0557(4) 0.0448(3) -0.0265(3) -0.0002(2) 0.0077(3) S1 0.0491(4) 0.0588(4) 0.0501(3) -0.0169(2) -0.0094(2) 0.0141(2) C1 0.0417(11) 0.0431(10) 0.0448(10) -0.0162(8) -0.0005(8) 0.0058(8) C2 0.0410(11) 0.0404(9) 0.0464(10) -0.0117(8) -0.0023(8) 0.0040(8) C3 0.0466(12) 0.0522(11) 0.0485(11) -0.0170(8) -0.0103(8) 0.0079(9) C4 0.0486(12) 0.0482(10) 0.0439(10) -0.0201(8) -0.0068(8) 0.0075(9) C5 0.0411(11) 0.0375(9) 0.0407(9) -0.0130(7) -0.0018(7) 0.0037(7) C6 0.0411(11) 0.0359(9) 0.0411(9) -0.0123(7) -0.0017(8) 0.0031(7) C7 0.0430(12) 0.0381(9) 0.0393(9) -0.0153(7) -0.0004(7) 0.0042(8) C8 0.0409(12) 0.0426(10) 0.0492(10) -0.0125(8) -0.0063(8) 0.0068(8) C9 0.0482(13) 0.0626(12) 0.0581(12) -0.0233(10) -0.0119(9) 0.0136(10) C10 0.0477(13) 0.0566(12) 0.0622(13) -0.0245(10) -0.0048(9) 0.0131(9) C11 0.0430(12) 0.0429(10) 0.0559(11) -0.0096(8) -0.0048(9) 0.0076(8) S2A 0.0667(7) 0.0851(7) 0.0656(6) -0.0250(4) -0.0201(4) 0.0185(5) C12A 0.0474(13) 0.0450(10) 0.0616(12) -0.0055(9) -0.0081(9) 0.0033(9) C13A 0.0552(9) 0.0736(9) 0.0984(11) -0.0296(7) -0.0162(7) 0.0191(6) C14A 0.0529(17) 0.0685(16) 0.125(3) -0.0139(16) -0.0132(15) 0.0158(12) C15A 0.075(2) 0.0860(19) 0.098(2) 0.0009(16) -0.0450(17) -0.0016(15) S2B 0.0552(9) 0.0736(9) 0.0984(11) -0.0296(7) -0.0162(7) 0.0191(6) C12B 0.0474(13) 0.0450(10) 0.0616(12) -0.0055(9) -0.0081(9) 0.0033(9) C13B 0.0667(7) 0.0851(7) 0.0656(6) -0.0250(4) -0.0201(4) 0.0185(5) C14B 0.075(2) 0.0860(19) 0.098(2) 0.0009(16) -0.0450(17) -0.0016(15) C15B 0.0529(17) 0.0685(16) 0.125(3) -0.0139(16) -0.0132(15) 0.0158(12) C16 0.0418(11) 0.0485(10) 0.0452(10) -0.0192(8) -0.0047(8) 0.0078(8) C17 0.0470(12) 0.0577(12) 0.0504(11) -0.0255(9) -0.0042(9) 0.0074(9) C18 0.0725(17) 0.0609(13) 0.0677(15) -0.0236(11) -0.0014(12) 0.0147(12) C19 0.087(2) 0.089(2) 0.099(2) -0.0079(17) -0.0253(17) 0.0201(17) C20 0.167(4) 0.0704(18) 0.098(2) -0.0392(17) 0.006(2) 0.037(2) C21 0.0739(17) 0.0718(14) 0.0579(13) -0.0323(11) -0.0147(11) 0.0118(12) C22 0.076(2) 0.111(3) 0.120(3) -0.031(2) -0.0234(19) -0.0134(19) C23 0.099(3) 0.097(2) 0.095(2) -0.0200(18) -0.0334(19) 0.0248(19) C24 0.077(2) 0.104(2) 0.0676(16) -0.0291(15) 0.0138(14) -0.0139(16) C25 0.102(3) 0.152(3) 0.0676(19) -0.034(2) 0.0272(18) -0.018(2) C26 0.091(3) 0.147(3) 0.101(2) -0.041(2) 0.012(2) -0.045(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 C17 1.834(2) . ? Si1 C21 1.880(3) . ? Si1 C24 1.883(3) . ? Si1 C18 1.891(3) . ? S1 C11 1.723(2) . ? S1 C8 1.731(2) . ? C1 C2 1.373(3) . ? C1 C6 1.415(3) . ? C2 C3 1.422(3) . ? C2 C8 1.469(3) . ? C3 C4 1.357(3) . ? C4 C5 1.427(3) . ? C5 C7 1.406(3) 2_756 ? C5 C6 1.429(2) . ? C6 C7 1.420(3) . ? C7 C5 1.406(3) 2_756 ? C7 C16 1.435(2) . ? C8 C9 1.370(3) . ? C9 C10 1.404(3) . ? C10 C11 1.370(3) . ? C11 C12A 1.450(3) . ? S2A C15A 1.624(4) . ? S2A C12A 1.651(2) . ? C12A C13A 1.529(3) . ? C13A C14A 1.453(3) . ? C14A C15A 1.313(5) . ? C16 C17 1.202(3) . ? C18 C19 1.506(4) . ? C18 C20 1.536(3) . ? C21 C22 1.526(5) . ? C21 C23 1.529(4) . ? C24 C26 1.495(4) . ? C24 C25 1.509(4) . ? 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 C17 Si1 C21 108.00(11) . . ? C17 Si1 C24 104.37(12) . . ? C21 Si1 C24 111.42(14) . . ? C17 Si1 C18 107.32(11) . . ? C21 Si1 C18 108.56(12) . . ? C24 Si1 C18 116.72(15) . . ? C11 S1 C8 92.77(10) . . ? C2 C1 C6 122.23(17) . . ? C1 C2 C3 118.31(18) . . ? C1 C2 C8 120.05(17) . . ? C3 C2 C8 121.63(18) . . ? C4 C3 C2 121.35(19) . . ? C3 C4 C5 121.38(18) . . ? C7 C5 C4 122.37(16) 2_756 . ? C7 C5 C6 119.78(17) 2_756 . ? C4 C5 C6 117.85(17) . . ? C1 C6 C7 121.60(16) . . ? C1 C6 C5 118.88(17) . . ? C7 C6 C5 119.52(17) . . ? C5 C7 C6 120.70(16) 2_756 . ? C5 C7 C16 120.42(17) 2_756 . ? C6 C7 C16 118.88(17) . . ? C9 C8 C2 128.44(18) . . ? C9 C8 S1 109.60(15) . . ? C2 C8 S1 121.94(15) . . ? C8 C9 C10 114.15(19) . . ? C11 C10 C9 113.02(19) . . ? C10 C11 C12A 126.8(2) . . ? C10 C11 S1 110.46(16) . . ? C12A C11 S1 122.77(17) . . ? C15A S2A C12A 95.23(15) . . ? C11 C12A C13A 124.84(19) . . ? C11 C12A S2A 124.61(18) . . ? C13A C12A S2A 110.54(15) . . ? C14A C13A C12A 104.33(18) . . ? C15A C14A C13A 115.7(2) . . ? C14A C15A S2A 114.2(2) . . ? C17 C16 C7 177.8(2) . . ? C16 C17 Si1 173.87(19) . . ? C19 C18 C20 110.9(3) . . ? C19 C18 Si1 115.13(19) . . ? C20 C18 Si1 113.3(2) . . ? C22 C21 C23 110.8(3) . . ? C22 C21 Si1 111.4(2) . . ? C23 C21 Si1 113.5(2) . . ? C26 C24 C25 114.5(3) . . ? C26 C24 Si1 115.6(2) . . ? C25 C24 Si1 115.0(2) . . ? _diffrn_measured_fraction_theta_max 0.908 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.908 _refine_diff_density_max 0.341 _refine_diff_density_min -0.248 _refine_diff_density_rms 0.043 # Attachment 'na.cif' data_NA _database_code_depnum_ccdc_archive 'CCDC 744809' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H31 Si' _chemical_formula_sum 'C56 H62 Si2' _chemical_formula_weight 791.24 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.1903(16) _cell_length_b 11.438(2) _cell_length_c 12.144(2) _cell_angle_alpha 78.37(3) _cell_angle_beta 88.17(3) _cell_angle_gamma 85.10(3) _cell_volume 1110.1(4) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 20220 _cell_measurement_theta_min 1.92 _cell_measurement_theta_max 33.85 _exptl_crystal_description needle _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.184 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 426 _exptl_absorpt_coefficient_mu 0.117 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9746 _exptl_absorpt_correction_T_max 0.9942 _exptl_absorpt_process_details 'HKL2000 Scalepack' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.75000 _diffrn_radiation_type synchrotron _diffrn_radiation_source 'bending magnet beamline' _diffrn_radiation_monochromator 'Si(111) double crystal monochromator' _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5557 _diffrn_reflns_av_R_equivalents 0.0377 _diffrn_reflns_av_sigmaI/netI 0.0442 _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 3.14 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3408 _reflns_number_gt 2971 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'ADSC Quantum-210 ADX Program (v1.96)' _computing_cell_refinement HKL2000 _computing_data_reduction HKL2000 _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Diamond 3.1e' _computing_publication_material WinGX _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^)+(0.0654P)^2^+0.8311P] 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 3408 _refine_ls_number_parameters 268 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0532 _refine_ls_R_factor_gt 0.0429 _refine_ls_wR_factor_ref 0.1359 _refine_ls_wR_factor_gt 0.1104 _refine_ls_goodness_of_fit_ref 1.096 _refine_ls_restrained_S_all 1.096 _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 Si1 Si 0.18960(7) 0.73317(5) 0.64225(5) 0.01271(19) Uani 1 1 d . . . C1 C 0.3125(2) 0.87355(17) 0.99202(16) 0.0125(4) Uani 1 1 d . . . H1 H 0.3370 0.8318 0.9326 0.015 Uiso 1 1 calc R . . C2 C 0.1565(2) 0.93658(17) 0.99528(16) 0.0113(4) Uani 1 1 d . . . C3 C 0.1164(2) 0.99882(17) 1.08405(16) 0.0119(4) Uani 1 1 d . . . C4 C 0.2391(2) 0.99470(17) 1.16616(17) 0.0137(4) Uani 1 1 d . . . H4 H 0.2161 1.0352 1.2266 0.016 Uiso 1 1 calc R . . C5 C 0.3875(2) 0.93419(17) 1.15960(17) 0.0144(4) Uani 1 1 d . . . H5 H 0.4661 0.9342 1.2155 0.017 Uiso 1 1 calc R . . C6 C 0.4301(2) 0.87030(17) 1.07150(16) 0.0124(4) Uani 1 1 d . . . C7 C 0.7084(2) 0.79524(18) 1.14908(17) 0.0145(4) Uani 1 1 d . . . H7 H 0.6816 0.8317 1.2117 0.017 Uiso 1 1 calc R . . C8 C 0.5927(2) 0.80380(17) 1.06652(17) 0.0132(4) Uani 1 1 d . . . C9 C 0.6382(2) 0.74732(18) 0.97432(17) 0.0153(4) Uani 1 1 d . . . H9 H 0.5613 0.7515 0.9164 0.018 Uiso 1 1 calc R . . C10 C 0.7876(3) 0.68773(18) 0.96648(18) 0.0159(4) Uani 1 1 d . . . H10 H 0.8123 0.6510 0.9037 0.019 Uiso 1 1 calc R . . C11 C 1.0654(2) 0.62125(17) 1.04308(19) 0.0165(5) Uani 1 1 d . . . H11 H 1.0947 0.5855 0.9803 0.020 Uiso 1 1 calc R . . C12 C 1.1768(3) 0.61612(18) 1.12599(19) 0.0196(5) Uani 1 1 d . . . H12 H 1.2826 0.5763 1.1208 0.024 Uiso 1 1 calc R . . C13 C 1.1353(3) 0.6695(2) 1.21873(19) 0.0215(5) Uani 1 1 d . . . H13 H 1.2132 0.6650 1.2760 0.026 Uiso 1 1 calc R . . C14 C 0.9840(3) 0.7277(2) 1.22754(18) 0.0202(5) Uani 1 1 d . . . H14 H 0.9581 0.7640 1.2904 0.024 Uiso 1 1 calc R . . C15 C 0.8651(3) 0.73408(18) 1.14330(17) 0.0152(4) Uani 1 1 d . . . C16 C 0.9072(2) 0.67933(17) 1.05031(17) 0.0140(4) Uani 1 1 d . . . C17 C 0.0375(2) 0.93792(17) 0.91162(17) 0.0124(4) Uani 1 1 d . . . C18 C 0.0766(2) 0.87290(17) 0.82401(16) 0.0126(4) Uani 1 1 d . . . C19 C 0.1119(2) 0.81511(17) 0.75146(17) 0.0140(4) Uani 1 1 d . . . C20 C 0.0126(3) 0.72378(19) 0.54891(17) 0.0180(5) Uani 1 1 d . . . H20 H 0.0572 0.6860 0.4856 0.022 Uiso 1 1 calc R . . C21 C -0.1151(3) 0.6437(2) 0.6133(2) 0.0296(6) Uani 1 1 d . . . H21A H -0.1542 0.6750 0.6797 0.044 Uiso 1 1 calc R . . H21B H -0.0649 0.5619 0.6370 0.044 Uiso 1 1 calc R . . H21C H -0.2077 0.6432 0.5643 0.044 Uiso 1 1 calc R . . C22 C -0.0678(3) 0.8480(2) 0.4980(2) 0.0241(5) Uani 1 1 d . . . H22A H -0.1637 0.8394 0.4549 0.036 Uiso 1 1 calc R . . H22B H 0.0110 0.8936 0.4481 0.036 Uiso 1 1 calc R . . H22C H -0.1022 0.8905 0.5584 0.036 Uiso 1 1 calc R . . C23 C 0.3481(3) 0.82926(19) 0.56145(18) 0.0175(5) Uani 1 1 d . . . H23 H 0.2869 0.9066 0.5264 0.021 Uiso 1 1 calc R . . C24 C 0.4767(3) 0.8620(2) 0.6371(2) 0.0259(5) Uani 1 1 d . . . H24A H 0.5479 0.7903 0.6679 0.039 Uiso 1 1 calc R . . H24B H 0.4213 0.8938 0.6989 0.039 Uiso 1 1 calc R . . H24C H 0.5428 0.9227 0.5928 0.039 Uiso 1 1 calc R . . C25 C 0.4303(3) 0.7791(2) 0.4644(2) 0.0290(6) Uani 1 1 d . . . H25A H 0.5032 0.8367 0.4227 0.043 Uiso 1 1 calc R . . H25B H 0.3463 0.7649 0.4140 0.043 Uiso 1 1 calc R . . H25C H 0.4942 0.7035 0.4941 0.043 Uiso 1 1 calc R . . C26 C 0.2644(3) 0.57659(18) 0.71470(18) 0.0182(5) Uani 1 1 d . . . H26 H 0.1670 0.5410 0.7558 0.022 Uiso 1 1 calc R . . C27 C 0.3205(4) 0.4953(2) 0.6326(2) 0.0392(7) Uani 1 1 d . . . H27A H 0.4228 0.5213 0.5951 0.059 Uiso 1 1 calc R . . H27B H 0.2359 0.5001 0.5762 0.059 Uiso 1 1 calc R . . H27C H 0.3388 0.4125 0.6739 0.059 Uiso 1 1 calc R . . C28 C 0.3947(3) 0.5708(2) 0.8044(2) 0.0290(6) Uani 1 1 d . . . H28A H 0.4116 0.4887 0.8474 0.044 Uiso 1 1 calc R . . H28B H 0.3576 0.6246 0.8552 0.044 Uiso 1 1 calc R . . H28C H 0.4980 0.5956 0.7677 0.044 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 0.0142(3) 0.0134(3) 0.0113(3) -0.0055(2) 0.0011(2) 0.0020(2) C1 0.0135(10) 0.0118(10) 0.0120(10) -0.0032(8) 0.0026(8) 0.0008(8) C2 0.0130(10) 0.0084(9) 0.0123(10) -0.0012(8) 0.0010(8) -0.0029(7) C3 0.0143(10) 0.0090(9) 0.0118(10) -0.0011(8) 0.0025(8) -0.0006(8) C4 0.0161(10) 0.0131(10) 0.0128(10) -0.0051(8) -0.0011(9) 0.0000(8) C5 0.0150(10) 0.0143(10) 0.0137(10) -0.0023(8) -0.0033(8) -0.0004(8) C6 0.0144(10) 0.0091(9) 0.0132(10) -0.0006(8) 0.0001(8) -0.0027(8) C7 0.0161(10) 0.0150(10) 0.0122(10) -0.0033(8) 0.0012(9) 0.0010(8) C8 0.0152(10) 0.0100(9) 0.0134(10) -0.0004(8) 0.0021(8) -0.0013(8) C9 0.0145(10) 0.0164(10) 0.0154(10) -0.0042(8) -0.0042(9) -0.0005(8) C10 0.0169(10) 0.0155(10) 0.0161(10) -0.0065(8) 0.0007(9) 0.0023(8) C11 0.0146(10) 0.0114(10) 0.0226(11) -0.0025(8) 0.0027(9) 0.0002(8) C12 0.0140(10) 0.0139(10) 0.0293(12) -0.0008(9) -0.0020(9) 0.0012(8) C13 0.0182(11) 0.0227(11) 0.0225(12) -0.0025(9) -0.0059(9) 0.0013(9) C14 0.0213(11) 0.0222(11) 0.0170(11) -0.0051(9) -0.0031(9) 0.0029(9) C15 0.0166(10) 0.0126(10) 0.0149(10) 0.0000(8) -0.0004(9) 0.0006(8) C16 0.0144(10) 0.0094(9) 0.0171(11) 0.0003(8) 0.0003(9) -0.0012(8) C17 0.0143(10) 0.0106(9) 0.0119(10) -0.0017(8) 0.0017(8) -0.0006(8) C18 0.0125(10) 0.0119(9) 0.0126(10) -0.0009(8) -0.0021(8) 0.0006(8) C19 0.0118(10) 0.0147(10) 0.0151(10) -0.0027(8) -0.0025(8) 0.0008(8) C20 0.0208(11) 0.0201(11) 0.0148(10) -0.0087(9) -0.0014(9) 0.0013(9) C21 0.0252(12) 0.0317(13) 0.0325(13) -0.0052(11) -0.0065(11) -0.0071(10) C22 0.0253(12) 0.0248(12) 0.0225(12) -0.0062(10) -0.0074(10) 0.0031(9) C23 0.0178(10) 0.0177(10) 0.0166(11) -0.0035(9) 0.0021(9) 0.0008(8) C24 0.0253(12) 0.0317(13) 0.0237(12) -0.0097(10) 0.0036(10) -0.0110(10) C25 0.0281(13) 0.0422(15) 0.0190(12) -0.0111(11) 0.0069(10) -0.0074(11) C26 0.0207(11) 0.0146(10) 0.0189(11) -0.0052(9) 0.0047(9) 0.0030(8) C27 0.0671(19) 0.0173(12) 0.0308(14) -0.0069(11) 0.0149(14) 0.0098(12) C28 0.0213(12) 0.0246(12) 0.0363(14) 0.0036(10) -0.0055(11) 0.0034(9) _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 C19 1.840(2) . ? Si1 C26 1.889(2) . ? Si1 C20 1.892(2) . ? Si1 C23 1.893(2) . ? C1 C6 1.378(3) . ? C1 C2 1.415(3) . ? C2 C3 1.423(3) . ? C2 C17 1.427(3) . ? C3 C17 1.404(3) 2_577 ? C3 C4 1.429(3) . ? C4 C5 1.355(3) . ? C5 C6 1.431(3) . ? C6 C8 1.482(3) . ? C7 C8 1.385(3) . ? C7 C15 1.415(3) . ? C8 C9 1.426(3) . ? C9 C10 1.359(3) . ? C10 C16 1.419(3) . ? C11 C12 1.369(3) . ? C11 C16 1.413(3) . ? C12 C13 1.405(3) . ? C13 C14 1.367(3) . ? C14 C15 1.422(3) . ? C15 C16 1.418(3) . ? C17 C3 1.404(3) 2_577 ? C17 C18 1.430(3) . ? C18 C19 1.218(3) . ? C20 C22 1.532(3) . ? C20 C21 1.539(3) . ? C23 C25 1.526(3) . ? C23 C24 1.537(3) . ? C26 C27 1.530(3) . ? C26 C28 1.537(3) . ? 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 C26 107.74(10) . . ? C19 Si1 C20 107.96(10) . . ? C26 Si1 C20 108.77(10) . . ? C19 Si1 C23 104.45(9) . . ? C26 Si1 C23 116.77(10) . . ? C20 Si1 C23 110.72(10) . . ? C6 C1 C2 122.70(19) . . ? C1 C2 C3 119.63(18) . . ? C1 C2 C17 121.22(18) . . ? C3 C2 C17 119.14(18) . . ? C17 C3 C2 120.38(19) 2_577 . ? C17 C3 C4 122.38(18) 2_577 . ? C2 C3 C4 117.24(18) . . ? C5 C4 C3 121.38(19) . . ? C4 C5 C6 122.32(18) . . ? C1 C6 C5 116.73(18) . . ? C1 C6 C8 121.86(18) . . ? C5 C6 C8 121.41(18) . . ? C8 C7 C15 122.25(19) . . ? C7 C8 C9 116.89(18) . . ? C7 C8 C6 122.13(18) . . ? C9 C8 C6 120.98(18) . . ? C10 C9 C8 122.25(18) . . ? C9 C10 C16 121.21(19) . . ? C12 C11 C16 120.4(2) . . ? C11 C12 C13 120.27(19) . . ? C14 C13 C12 120.8(2) . . ? C13 C14 C15 120.4(2) . . ? C7 C15 C16 119.65(18) . . ? C7 C15 C14 121.78(19) . . ? C16 C15 C14 118.55(19) . . ? C11 C16 C15 119.56(19) . . ? C11 C16 C10 122.68(19) . . ? C15 C16 C10 117.75(18) . . ? C3 C17 C2 120.48(18) 2_577 . ? C3 C17 C18 120.47(18) 2_577 . ? C2 C17 C18 119.06(18) . . ? C19 C18 C17 178.3(2) . . ? C18 C19 Si1 173.34(17) . . ? C22 C20 C21 110.59(19) . . ? C22 C20 Si1 111.76(14) . . ? C21 C20 Si1 111.05(15) . . ? C25 C23 C24 110.82(18) . . ? C25 C23 Si1 114.16(15) . . ? C24 C23 Si1 113.33(15) . . ? C27 C26 C28 110.7(2) . . ? C27 C26 Si1 113.21(16) . . ? C28 C26 Si1 114.62(15) . . ? _diffrn_measured_fraction_theta_max 0.913 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.913 _refine_diff_density_max 0.256 _refine_diff_density_min -0.390 _refine_diff_density_rms 0.061