# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Khairul, Wan' 'Fox, Mark' 'Yufit, Dimitrii S.' 'Albesa-Jove, David' 'Howard, Judith' 'Low, Paul' _publ_contact_author_name 'Low, Paul' _publ_contact_author_email p.j.low@durham.ac.uk _publ_section_title ; The electronic structures of di-ruthenium complexes containing an oligo(phenylene ethynylene) bridging ligand ; # Attachment '- 3forDalton.cif' data_compound2_s142 _database_code_depnum_ccdc_archive 'CCDC 783636' #TrackingRef '- 3forDalton.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H18 O2' _chemical_formula_sum 'C28 H18 O2' _chemical_formula_weight 386.42 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1 ' _symmetry_space_group_name_Hall '-P 2ybc ' _symmetry_int_tables_number 14 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 12.0449(3) _cell_length_b 7.1061(2) _cell_length_c 12.6949(3) _cell_angle_alpha 90.00 _cell_angle_beta 115.26(1) _cell_angle_gamma 90.00 _cell_volume 982.70(9) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 5642 _cell_measurement_theta_min 3.23 _cell_measurement_theta_max 33.19 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.306 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 404 _exptl_absorpt_coefficient_mu 0.081 _exptl_absorpt_correction_type none _exptl_absorpt_process_details ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD 6000' _diffrn_measurement_method '0.30\% \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12310 _diffrn_reflns_av_R_equivalents 0.0351 _diffrn_reflns_av_sigmaI/netI 0.0228 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 27.99 _reflns_number_total 2380 _reflns_number_gt 1987 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART Ver. 5.630 (Bruker-AXS, 2003)' _computing_cell_refinement 'SAINT Ver. 6.45 (Bruker-AXS, 2003)' _computing_data_reduction 'SAINT Ver. 6.45' _computing_structure_solution 'SHELXTL Ver. 6.14 (Bruker-AXS, 2003)' _computing_structure_refinement 'SHELXTL Ver. 6.14' _computing_molecular_graphics 'SHELXTL Ver. 6.14' _computing_publication_material 'SHELXTL Ver. 6.14' _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^)+(0.0900P)^2^+0.2000P] 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 refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2380 _refine_ls_number_parameters 172 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0538 _refine_ls_R_factor_gt 0.0455 _refine_ls_wR_factor_ref 0.1405 _refine_ls_wR_factor_gt 0.1333 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.064 _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 O1 O 0.40088(8) 0.30935(13) 0.62951(8) 0.0248(2) Uani 1 1 d . . . C1 C 1.25003(14) 0.1116(2) 0.28994(14) 0.0357(4) Uani 1 1 d . . . C2 C 1.17613(12) 0.12326(19) 0.32246(11) 0.0258(3) Uani 1 1 d . . . C3 C 1.07361(11) 0.14659(18) 0.35645(11) 0.0230(3) Uani 1 1 d . . . C4 C 0.95203(11) 0.10609(19) 0.27570(12) 0.0236(3) Uani 1 1 d . . . C5 C 0.85597(12) 0.1465(2) 0.30516(12) 0.0252(3) Uani 1 1 d . . . C6 C 0.87747(11) 0.22834(18) 0.41236(11) 0.0224(3) Uani 1 1 d . . . C7 C 0.99857(12) 0.2616(2) 0.49327(12) 0.0246(3) Uani 1 1 d . . . C8 C 1.09593(11) 0.22297(18) 0.46662(11) 0.0222(3) Uani 1 1 d . . . C9 C 0.77583(12) 0.28795(18) 0.43765(11) 0.0242(3) Uani 1 1 d . . . C10 C 0.69521(12) 0.34740(19) 0.45684(11) 0.0237(3) Uani 1 1 d . . . C11 C 0.59589(10) 0.42378(18) 0.47859(10) 0.0211(3) Uani 1 1 d . . . C12 C 0.54684(11) 0.32261(18) 0.54349(11) 0.0213(3) Uani 1 1 d . . . C13 C 0.45195(11) 0.39771(18) 0.56529(10) 0.0204(3) Uani 1 1 d . . . C14 C 0.43604(14) 0.1189(2) 0.66258(15) 0.0320(3) Uani 1 1 d . . . H1 H 1.308(3) 0.104(4) 0.245(3) 0.099(9) Uiso 1 1 d . . . H4 H 0.9412(14) 0.056(3) 0.2099(15) 0.029(4) Uiso 1 1 d . . . H5 H 0.7743(16) 0.122(3) 0.2482(15) 0.032(4) Uiso 1 1 d . . . H7 H 1.0172(15) 0.322(2) 0.5693(15) 0.031(4) Uiso 1 1 d . . . H8 H 1.1735(16) 0.243(2) 0.5187(15) 0.029(4) Uiso 1 1 d . . . H12 H 0.5806(14) 0.200(2) 0.5724(14) 0.024(4) Uiso 1 1 d . . . H141 H 0.3879(16) 0.078(3) 0.7071(16) 0.041(5) Uiso 1 1 d . . . H142 H 0.5262(19) 0.113(3) 0.7175(18) 0.049(5) Uiso 1 1 d . . . H143 H 0.4140(17) 0.041(3) 0.5924(17) 0.043(5) 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 O1 0.0248(5) 0.0271(5) 0.0289(5) 0.0037(4) 0.0176(4) 0.0009(3) C1 0.0343(8) 0.0348(8) 0.0423(8) 0.0057(6) 0.0202(7) 0.0061(6) C2 0.0341(7) 0.0215(6) 0.0230(6) 0.0025(5) 0.0133(5) 0.0038(5) C3 0.0233(6) 0.0232(6) 0.0282(6) 0.0021(5) 0.0165(5) 0.0030(4) C4 0.0257(6) 0.0234(6) 0.0270(7) -0.0033(5) 0.0162(5) -0.0019(5) C5 0.0207(6) 0.0298(7) 0.0265(6) 0.0003(5) 0.0115(5) -0.0001(5) C6 0.0221(6) 0.0224(6) 0.0271(6) 0.0023(5) 0.0147(5) 0.0020(4) C7 0.0244(6) 0.0273(7) 0.0249(6) -0.0024(5) 0.0132(5) 0.0017(5) C8 0.0177(6) 0.0234(6) 0.0251(6) 0.0001(5) 0.0087(5) 0.0003(4) C9 0.0249(6) 0.0235(7) 0.0235(6) 0.0021(5) 0.0097(5) -0.0011(5) C10 0.0232(6) 0.0259(6) 0.0229(6) 0.0013(5) 0.0108(5) -0.0016(5) C11 0.0171(5) 0.0262(6) 0.0215(6) -0.0022(5) 0.0096(4) -0.0003(4) C12 0.0196(6) 0.0236(6) 0.0218(6) 0.0005(4) 0.0098(5) 0.0012(4) C13 0.0175(5) 0.0257(6) 0.0202(6) -0.0007(4) 0.0102(4) -0.0019(4) C14 0.0357(8) 0.0295(7) 0.0395(8) 0.0079(6) 0.0245(7) 0.0031(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 O1 C13 1.3658(14) . yes O1 C14 1.4264(17) . yes C1 C2 1.1327(19) . yes C1 H1 1.08(3) . ? C2 C3 1.4810(17) . yes C3 C4 1.4132(18) . yes C3 C8 1.4150(18) . yes C4 C5 1.3895(16) . yes C4 H4 0.865(18) . ? C5 C6 1.3986(18) . yes C5 H5 0.956(18) . ? C6 C7 1.4000(18) . yes C6 C9 1.4549(17) . yes C7 C8 1.3796(17) . yes C7 H7 0.992(17) . ? C8 H8 0.895(18) . ? C9 C10 1.1759(18) . yes C10 C11 1.4435(16) . yes C11 C12 1.4000(17) . yes C11 C13 1.4062(18) 3_666 yes C12 C13 1.3920(16) . yes C12 H12 0.965(17) . ? C13 C11 1.4062(18) 3_666 ? C14 H141 1.010(18) . ? C14 H142 1.01(2) . ? C14 H143 0.98(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 C13 O1 C14 117.33(10) . . yes C2 C1 H1 170.5(17) . . ? C1 C2 C3 175.51(15) . . yes C4 C3 C8 119.74(11) . . yes C4 C3 C2 120.04(11) . . yes C8 C3 C2 120.04(11) . . yes C5 C4 C3 119.13(12) . . yes C5 C4 H4 123.1(10) . . ? C3 C4 H4 117.8(10) . . ? C4 C5 C6 121.21(12) . . yes C4 C5 H5 117.7(10) . . ? C6 C5 H5 121.0(10) . . ? C5 C6 C7 119.10(11) . . yes C5 C6 C9 120.79(11) . . yes C7 C6 C9 120.03(11) . . yes C8 C7 C6 121.01(12) . . yes C8 C7 H7 117.6(10) . . ? C6 C7 H7 121.3(10) . . ? C7 C8 C3 119.72(11) . . yes C7 C8 H8 121.1(11) . . ? C3 C8 H8 119.2(11) . . ? C10 C9 C6 175.85(14) . . yes C9 C10 C11 178.72(14) . . yes C12 C11 C13 119.46(11) . 3_666 yes C12 C11 C10 120.78(12) . . yes C13 C11 C10 119.76(11) 3_666 . yes C13 C12 C11 120.57(12) . . yes C13 C12 H12 121.3(9) . . ? C11 C12 H12 118.2(9) . . ? O1 C13 C12 124.02(12) . . yes O1 C13 C11 116.00(10) . 3_666 yes C12 C13 C11 119.97(11) . 3_666 yes O1 C14 H141 105.5(11) . . ? O1 C14 H142 110.0(12) . . ? H141 C14 H142 107.8(15) . . ? O1 C14 H143 109.6(11) . . ? H141 C14 H143 110.4(16) . . ? H142 C14 H143 113.3(15) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.99 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.476 _refine_diff_density_min -0.197 _refine_diff_density_rms 0.053 # File processed with modiCIFer Dec. 16,2005. I.A.Guzei, UW-Madison. #==END data_compound3_028 _database_code_depnum_ccdc_archive 'CCDC 783637' #TrackingRef '- 3forDalton.cif' _audit_creation_method SHELXL-97 _chemical_formula_moiety '2(C32 H23 Au O P), 4(C0.5 H Cl1.5)' _chemical_formula_sum 'C66 H50 Au2 Cl6 O2 P2' _chemical_formula_weight 1543.63 _chemical_melting_point ? _chemical_name_common ? _chemical_name_systematic ? 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' Au Au -2.0133 8.8022 '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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y+1/2, -z+1/2' 3 '-x, -y, -z' 4 'x, -y-1/2, z-1/2' _cell_angle_alpha 90.00 _cell_angle_beta 116.550(7) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 14.424(2) _cell_length_b 13.1309(19) _cell_length_c 21.740(3) _cell_measurement_reflns_used 985 _cell_measurement_temperature 120 _cell_measurement_theta_max 30.12 _cell_measurement_theta_min 2.52 _cell_volume 3683.3(9) _exptl_absorpt_coefficient_mu 4.276 _exptl_absorpt_correction_T_max 0.723 _exptl_absorpt_correction_T_min 0.446 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details SADABS _exptl_crystal_F_000 1504 _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.392 _exptl_crystal_density_meas 0.0 _exptl_crystal_density_method 'not measured' _exptl_crystal_description irregular _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.08 _exptl_special_details ? _diffrn_ambient_temperature 120 _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device_type 'Bruker ProteumM APEX CCD' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'Bede microsource' _diffrn_radiation_type 'MO K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0363 _diffrn_reflns_av_sigmaI/netI 0.0494 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_number 25475 _diffrn_reflns_theta_full 28.00 _diffrn_reflns_theta_max 28.00 _diffrn_reflns_theta_min 1.58 _diffrn_source_current 40.0 _diffrn_source_power 2.0 _diffrn_source_voltage 50.0 _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 6621 _reflns_number_total 8876 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART V5.625 (Bruker, 2001)' _computing_cell_refinement 'SMART V5.625 (Bruker, 2001)' _computing_data_reduction 'SAINT V6.45 (Bruker, 2003)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_molecular_graphics ; OLEX2: a complete structure solution, refinement and analysis program. Dolomanov et al., J. Appl. Cryst. (2009). 42, 339-341 ; _computing_publication_material ; OLEX2: a complete structure solution, refinement and analysis program. Dolomanov et al., J. Appl. Cryst. (2009). 42, 339-341 ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _refine_diff_density_max 3.515 _refine_diff_density_min -1.067 _refine_diff_density_rms 0.274 _refine_ls_R_factor_all 0.0775 _refine_ls_R_factor_gt 0.0618 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 375 _refine_ls_number_reflns 8876 _refine_ls_number_restraints 48 _refine_ls_restrained_S_all 1.062 _refine_ls_shift/su_max 0.008 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_wR_factor_gt 0.1791 _refine_ls_wR_factor_ref 0.1876 _refine_ls_weighting_details ; calc w=1/[\s^2^(Fo^2^)+(0.1300P)^2^+3.0000P] where P=(Fo^2^+2Fc^2^)/3 ; _refine_ls_weighting_scheme calc _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. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 Au1 Au 0.72824(2) 0.793379(19) 0.681964(14) 0.02986(13) Uani 1 1 d . . . P2 P 0.75656(17) 0.69031(14) 0.60810(10) 0.0286(4) Uani 1 1 d . . . O1 O 0.6412(5) 1.3546(4) 1.0778(3) 0.0393(14) Uani 1 1 d . . . C1 C 0.7000(6) 0.8863(5) 0.7443(4) 0.0297(15) Uani 1 1 d . . . C2 C 0.6787(6) 0.9476(6) 0.7763(4) 0.0308(16) Uani 1 1 d . . . C3 C 0.6536(6) 1.0291(5) 0.8122(4) 0.0285(15) Uani 1 1 d . . . C4 C 0.7210(7) 1.0539(6) 0.8796(4) 0.0358(17) Uani 1 1 d . . . H4 H 0.7830 1.0159 0.9034 0.043 Uiso 1 1 calc R . . C5 C 0.6987(6) 1.1334(5) 0.9123(4) 0.0299(15) Uani 1 1 d . . . H5 H 0.7460 1.1507 0.9581 0.036 Uiso 1 1 calc R . . C6 C 0.5624(7) 1.0825(6) 0.7787(4) 0.0338(16) Uani 1 1 d . . . H6 H 0.5149 1.0644 0.7331 0.041 Uiso 1 1 calc R . . C7 C 0.5397(6) 1.1618(6) 0.8110(4) 0.0298(15) Uani 1 1 d . . . H7 H 0.4772 1.1989 0.7869 0.036 Uiso 1 1 calc R . . C8 C 0.6068(6) 1.1886(5) 0.8783(4) 0.0266(15) Uani 1 1 d . . . C9 C 0.5814(6) 1.2695(5) 0.9114(4) 0.0283(15) Uani 1 1 d . . . C10 C 0.5564(7) 1.3385(5) 0.9380(4) 0.0312(16) Uani 1 1 d . . . C11 C 0.5265(6) 1.4200(5) 0.9691(4) 0.0290(15) Uani 1 1 d . . . C12 C 0.5714(6) 1.4294(5) 1.0412(4) 0.0297(15) Uani 1 1 d . . . C13 C 0.4552(7) 1.4917(5) 0.9286(4) 0.0309(16) Uani 1 1 d . . . H13 H 0.4248 1.4864 0.8799 0.037 Uiso 1 1 calc R . . C14 C 0.6872(10) 1.3609(7) 1.1510(5) 0.058(3) Uani 1 1 d . . . H14A H 0.7262 1.2984 1.1709 0.087 Uiso 1 1 calc R . . H14B H 0.6328 1.3692 1.1659 0.087 Uiso 1 1 calc R . . H14C H 0.7342 1.4195 1.1665 0.087 Uiso 1 1 calc R . . C21 C 0.6890(6) 0.5693(5) 0.5956(4) 0.0296(15) Uani 1 1 d . . . C22 C 0.5954(7) 0.5689(6) 0.5984(4) 0.0387(18) Uani 1 1 d . . . H22 H 0.5694 0.6301 0.6082 0.046 Uiso 1 1 calc R . . C23 C 0.5389(8) 0.4793(7) 0.5869(5) 0.046(2) Uani 1 1 d . . . H23 H 0.4737 0.4791 0.5880 0.056 Uiso 1 1 calc R . . C24 C 0.5786(7) 0.3902(7) 0.5738(5) 0.0432(19) Uani 1 1 d . . . H24 H 0.5401 0.3288 0.5662 0.052 Uiso 1 1 calc R . . C25 C 0.6722(7) 0.3884(6) 0.5716(4) 0.0372(18) Uani 1 1 d . . . H25 H 0.6984 0.3263 0.5631 0.045 Uiso 1 1 calc R . . C26 C 0.7281(7) 0.4777(5) 0.5817(4) 0.0332(16) Uani 1 1 d . . . H26 H 0.7923 0.4776 0.5793 0.040 Uiso 1 1 calc R . . C31 C 0.7137(7) 0.7444(6) 0.5230(4) 0.0350(17) Uani 1 1 d . . . C32 C 0.6899(9) 0.6818(8) 0.4659(5) 0.051(2) Uani 1 1 d . . . H32 H 0.6951 0.6100 0.4714 0.061 Uiso 1 1 calc R . . C33 C 0.6592(10) 0.7239(10) 0.4019(5) 0.061(3) Uani 1 1 d . . . H33 H 0.6398 0.6815 0.3627 0.074 Uiso 1 1 calc R . . C34 C 0.6567(9) 0.8305(10) 0.3951(6) 0.064(3) Uani 1 1 d . . . H34 H 0.6367 0.8594 0.3509 0.077 Uiso 1 1 calc R . . C35 C 0.6818(12) 0.8926(9) 0.4496(7) 0.080(4) Uani 1 1 d . . . H35 H 0.6813 0.9645 0.4446 0.096 Uiso 1 1 calc R . . C36 C 0.7088(11) 0.8478(8) 0.5142(6) 0.063(3) Uani 1 1 d . . . H36 H 0.7241 0.8905 0.5528 0.076 Uiso 1 1 calc R . . C41 C 0.8911(6) 0.6584(5) 0.6361(4) 0.0307(15) Uani 1 1 d . . . C42 C 0.9449(7) 0.6858(7) 0.5995(5) 0.0416(19) Uani 1 1 d . . . H42 H 0.9100 0.7212 0.5571 0.050 Uiso 1 1 calc R . . C43 C 1.0504(8) 0.6618(8) 0.6242(5) 0.050(2) Uani 1 1 d . . . H43 H 1.0876 0.6815 0.5994 0.060 Uiso 1 1 calc R . . C44 C 1.0999(8) 0.6081(8) 0.6866(5) 0.053(2) Uani 1 1 d . . . H44 H 1.1706 0.5890 0.7033 0.063 Uiso 1 1 calc R . . C45 C 1.0478(8) 0.5835(8) 0.7231(5) 0.052(2) Uani 1 1 d . . . H45 H 1.0829 0.5491 0.7659 0.062 Uiso 1 1 calc R . . C46 C 0.9428(8) 0.6081(8) 0.6988(5) 0.048(2) Uani 1 1 d . . . H46 H 0.9070 0.5905 0.7249 0.058 Uiso 1 1 calc R . . Cl1 Cl 0.9701(7) 0.4157(6) 0.5557(4) 0.023(2) Uiso 0.25 1 d PD A 1 Cl6 Cl 0.2378(4) 0.4433(3) 0.2120(2) 0.0383(9) Uani 0.50 1 d PDU B 1 Cl2 Cl 0.9819(5) 0.2987(4) 0.6661(3) 0.0579(13) Uani 0.50 1 d PDU A 1 Cl4 Cl 0.1383(6) 0.6184(8) 0.2341(6) 0.037(3) Uiso 0.25 1 d PD B 1 Cl5 Cl 0.3140(7) 0.6540(6) 0.2126(5) 0.0408(19) Uiso 0.25 1 d PD B 1 Cl3 Cl 1.1238(7) 0.2597(7) 0.5983(4) 0.0394(17) Uiso 0.25 1 d PD A 1 C2S C 0.2589(8) 0.5663(5) 0.2451(8) 0.029(3) Uiso 0.50 1 d PD . . H2S H 0.3047 0.5611 0.2956 0.034 Uiso 1 1 calc R B 1 C1S C 1.0480(9) 0.3346(7) 0.6209(6) 0.031(3) Uiso 0.50 1 d PD . . H1S H 1.1001 0.3830 0.6538 0.038 Uiso 1 1 calc R A 1 Cl1A Cl 0.9877(8) 0.4182(7) 0.5539(4) 0.033(3) Uiso 0.25 1 d PD A 2 Cl3A Cl 1.0802(11) 0.2266(8) 0.5880(6) 0.068(3) Uiso 0.25 1 d PD A 2 Cl4A Cl 0.1475(8) 0.6319(11) 0.2264(8) 0.062(5) Uiso 0.25 1 d PD B 2 Cl5A Cl 0.3441(10) 0.6253(10) 0.2181(7) 0.077(4) Uiso 0.25 1 d PD 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 Au1 0.0453(2) 0.02263(16) 0.03109(18) -0.00335(10) 0.02551(14) 0.00380(12) P2 0.0388(11) 0.0247(8) 0.0294(9) -0.0033(7) 0.0216(8) 0.0034(8) O1 0.063(4) 0.025(2) 0.029(3) 0.002(2) 0.020(3) 0.020(3) C1 0.046(4) 0.023(3) 0.027(3) -0.002(3) 0.022(3) 0.004(3) C2 0.043(4) 0.031(4) 0.026(3) 0.001(3) 0.022(3) 0.002(3) C3 0.041(4) 0.027(3) 0.026(3) -0.006(3) 0.023(3) 0.000(3) C4 0.050(5) 0.034(4) 0.033(4) 0.000(3) 0.027(4) 0.009(4) C5 0.040(4) 0.030(3) 0.022(3) -0.007(3) 0.017(3) -0.001(3) C6 0.044(5) 0.033(4) 0.028(4) -0.006(3) 0.019(3) 0.006(3) C7 0.037(4) 0.029(3) 0.025(3) -0.002(3) 0.016(3) 0.007(3) C8 0.045(4) 0.016(3) 0.030(3) -0.001(2) 0.027(3) 0.002(3) C9 0.042(4) 0.023(3) 0.028(3) -0.004(3) 0.022(3) 0.000(3) C10 0.046(5) 0.025(3) 0.033(4) 0.001(3) 0.027(4) 0.004(3) C11 0.041(4) 0.023(3) 0.026(3) -0.004(3) 0.017(3) 0.003(3) C12 0.045(4) 0.022(3) 0.023(3) 0.000(3) 0.016(3) 0.008(3) C13 0.051(5) 0.017(3) 0.028(3) 0.001(3) 0.020(3) 0.006(3) C14 0.091(8) 0.038(5) 0.034(5) -0.001(4) 0.017(5) 0.029(5) C21 0.038(4) 0.027(3) 0.027(3) -0.003(3) 0.018(3) 0.009(3) C22 0.046(5) 0.028(4) 0.044(4) -0.004(3) 0.022(4) 0.006(3) C23 0.045(5) 0.040(5) 0.060(6) -0.002(4) 0.029(5) -0.007(4) C24 0.042(5) 0.039(4) 0.048(5) -0.002(4) 0.020(4) -0.002(4) C25 0.061(5) 0.026(3) 0.035(4) -0.001(3) 0.031(4) -0.001(4) C26 0.049(5) 0.024(3) 0.036(4) -0.003(3) 0.027(4) 0.005(3) C31 0.039(4) 0.039(4) 0.035(4) 0.008(3) 0.024(4) 0.011(4) C32 0.072(7) 0.047(5) 0.037(5) -0.004(4) 0.027(5) -0.015(5) C33 0.069(7) 0.080(8) 0.032(5) 0.000(5) 0.020(5) -0.013(6) C34 0.065(7) 0.085(8) 0.058(6) 0.028(6) 0.041(6) 0.019(6) C35 0.133(12) 0.058(6) 0.091(9) 0.033(6) 0.088(9) 0.052(7) C36 0.111(10) 0.045(5) 0.056(6) 0.011(4) 0.058(7) 0.030(6) C41 0.039(4) 0.025(3) 0.038(4) -0.004(3) 0.026(4) 0.002(3) C42 0.038(5) 0.054(5) 0.035(4) 0.003(4) 0.018(4) 0.004(4) C43 0.044(5) 0.065(6) 0.044(5) 0.004(4) 0.021(4) 0.006(5) C44 0.046(5) 0.058(6) 0.052(5) -0.016(5) 0.019(5) 0.005(5) C45 0.053(6) 0.057(6) 0.044(5) 0.008(4) 0.021(5) 0.013(5) C46 0.047(5) 0.057(5) 0.040(5) 0.006(4) 0.019(4) 0.005(5) Cl6 0.061(3) 0.0305(17) 0.0365(19) -0.0098(14) 0.0332(19) -0.0015(17) Cl2 0.072(3) 0.068(3) 0.048(2) 0.011(2) 0.039(2) -0.017(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 Au1 P2 2.2724(17) . ? Au1 C1 1.997(6) . ? P2 C21 1.819(8) . ? P2 C31 1.813(8) . ? P2 C41 1.804(8) . ? O1 C12 1.376(9) . ? O1 C14 1.428(10) . ? C1 C2 1.190(10) . ? C2 C3 1.461(9) . ? C3 C4 1.387(11) . ? C3 C6 1.377(11) . ? C4 H4 0.9500 . ? C4 C5 1.379(10) . ? C5 H5 0.9500 . ? C5 C8 1.397(11) . ? C6 H6 0.9500 . ? C6 C7 1.374(9) . ? C7 H7 0.9500 . ? C7 C8 1.392(10) . ? C8 C9 1.420(9) . ? C9 C10 1.214(10) . ? C10 C11 1.430(9) . ? C11 C12 1.409(9) . ? C11 C13 1.382(10) . ? C12 C13 1.371(9) 3_687 ? C13 C12 1.371(9) 3_687 ? C13 H13 0.9500 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C21 C22 1.379(11) . ? C21 C26 1.417(9) . ? C22 H22 0.9500 . ? C22 C23 1.389(12) . ? C23 H23 0.9500 . ? C23 C24 1.388(13) . ? C24 H24 0.9500 . ? C24 C25 1.372(13) . ? C25 H25 0.9500 . ? C25 C26 1.385(11) . ? C26 H26 0.9500 . ? C31 C32 1.397(13) . ? C31 C36 1.368(13) . ? C32 H32 0.9500 . ? C32 C33 1.374(14) . ? C33 H33 0.9500 . ? C33 C34 1.406(18) . ? C34 H34 0.9500 . ? C34 C35 1.349(18) . ? C35 H35 0.9500 . ? C35 C36 1.407(14) . ? C36 H36 0.9500 . ? C41 C42 1.386(11) . ? C41 C46 1.393(12) . ? C42 H42 0.9500 . ? C42 C43 1.405(13) . ? C43 H43 0.9500 . ? C43 C44 1.407(14) . ? C44 H44 0.9500 . ? C44 C45 1.355(14) . ? C45 H45 0.9500 . ? C45 C46 1.400(14) . ? C46 H46 0.9500 . ? Cl1 C1S 1.727(8) . ? Cl6 C2S 1.738(7) . ? Cl2 C1S 1.712(7) . ? Cl4 C2S 1.783(8) . ? Cl5 C2S 1.720(8) . ? Cl3 C1S 1.699(7) . ? C2S H2S 1.0000 . ? C2S Cl4A 1.705(9) . ? C2S Cl5A 1.759(8) . ? C1S H1S 1.0000 . ? C1S Cl1A 1.718(8) . ? C1S Cl3A 1.743(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C12 C11 115.7(6) . . ? O1 C12 C13 123.5(6) . 3_687 ? O1 C14 H14A 109.5 . . ? O1 C14 H14B 109.5 . . ? O1 C14 H14C 109.5 . . ? C1 Au1 P2 178.2(2) . . ? C1 C2 C3 175.5(7) . . ? C2 C1 Au1 173.8(7) . . ? C3 C4 H4 119.8 . . ? C3 C4 C5 120.5(8) . . ? C3 C6 H6 119.8 . . ? C3 C6 C7 120.4(7) . . ? C4 C3 C2 120.8(7) . . ? C4 C3 C6 119.4(6) . . ? C4 C5 H5 119.8 . . ? C4 C5 C8 120.3(7) . . ? C5 C4 H4 119.8 . . ? C5 C8 C9 121.3(7) . . ? C6 C3 C2 119.8(7) . . ? C6 C7 H7 119.5 . . ? C7 C6 H6 119.8 . . ? C7 C8 C5 118.3(6) . . ? C7 C8 C9 120.4(7) . . ? C8 C5 H5 119.8 . . ? C8 C7 C6 121.0(7) . . ? C8 C7 H7 119.5 . . ? C9 C10 C11 179.7(11) . . ? C10 C9 C8 177.9(9) . . ? C11 C13 C12 119.9(7) . 3_687 ? C11 C13 H13 120.1 . . ? C12 O1 C14 117.3(6) . . ? C12 C11 C10 120.3(7) . . ? C12 C13 H13 120.1 3_687 . ? C13 C11 C10 120.3(6) . . ? C13 C11 C12 119.4(6) . . ? C13 C12 C11 120.8(7) 3_687 . ? H14A C14 H14B 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C21 P2 Au1 111.9(2) . . ? C21 C22 H22 119.9 . . ? C21 C22 C23 120.2(7) . . ? C21 C26 H26 120.2 . . ? C22 C21 P2 117.8(5) . . ? C22 C21 C26 119.8(7) . . ? C22 C23 H23 120.4 . . ? C23 C22 H22 119.9 . . ? C23 C24 H24 119.2 . . ? C23 C24 C25 121.6(8) . . ? C24 C23 C22 119.2(8) . . ? C24 C23 H23 120.4 . . ? C24 C25 H25 120.2 . . ? C24 C25 C26 119.5(8) . . ? C25 C24 H24 119.2 . . ? C25 C26 C21 119.6(7) . . ? C25 C26 H26 120.2 . . ? C26 C21 P2 122.4(6) . . ? C26 C25 H25 120.2 . . ? C31 P2 Au1 113.6(3) . . ? C31 P2 C21 105.9(4) . . ? C31 C32 H32 119.9 . . ? C31 C36 C35 122.0(10) . . ? C31 C36 H36 119.0 . . ? C32 C31 P2 120.8(7) . . ? C32 C33 H33 120.4 . . ? C32 C33 C34 119.3(10) . . ? C33 C32 C31 120.2(10) . . ? C33 C32 H32 119.9 . . ? C33 C34 H34 119.2 . . ? C34 C33 H33 120.4 . . ? C34 C35 H35 121.0 . . ? C34 C35 C36 118.0(11) . . ? C35 C34 C33 121.7(10) . . ? C35 C34 H34 119.2 . . ? C35 C36 H36 119.0 . . ? C36 C31 P2 120.3(7) . . ? C36 C31 C32 118.8(8) . . ? C36 C35 H35 121.0 . . ? C41 P2 Au1 113.9(3) . . ? C41 P2 C21 105.7(3) . . ? C41 P2 C31 105.1(4) . . ? C41 C42 H42 119.6 . . ? C41 C42 C43 120.7(8) . . ? C41 C46 C45 119.6(9) . . ? C41 C46 H46 120.2 . . ? C42 C41 P2 122.7(6) . . ? C42 C43 H43 120.7 . . ? C43 C42 H42 119.6 . . ? C43 C44 H44 119.7 . . ? C44 C43 C42 118.5(9) . . ? C44 C43 H43 120.7 . . ? C44 C45 H45 119.5 . . ? C44 C45 C46 120.9(9) . . ? C45 C44 C43 120.6(10) . . ? C45 C44 H44 119.7 . . ? C45 C46 H46 120.2 . . ? C46 C41 P2 117.7(6) . . ? C46 C41 C42 119.5(8) . . ? C46 C45 H45 119.5 . . ? Cl1 C1S H1S 101.5 . . ? Cl1 C1S Cl3A 111.1(8) . . ? Cl6 C2S Cl4 108.7(6) . . ? Cl6 C2S H2S 107.4 . . ? Cl6 C2S Cl5A 106.9(6) . . ? Cl2 C1S Cl1 108.4(6) . . ? Cl2 C1S H1S 101.5 . . ? Cl2 C1S Cl1A 117.5(6) . . ? Cl2 C1S Cl3A 109.3(7) . . ? Cl4 C2S H2S 107.4 . . ? Cl5 C2S Cl6 118.7(7) . . ? Cl5 C2S Cl4 106.9(7) . . ? Cl5 C2S H2S 107.3 . . ? Cl5 C2S Cl5A 18.0(5) . . ? Cl3 C1S Cl1 112.7(6) . . ? Cl3 C1S Cl2 127.0(6) . . ? Cl3 C1S H1S 101.5 . . ? Cl3 C1S Cl1A 105.8(6) . . ? Cl3 C1S Cl3A 23.9(5) . . ? Cl1A C1S Cl1 9.2(5) . . ? Cl1A C1S H1S 97.7 . . ? Cl1A C1S Cl3A 107.4(7) . . ? Cl3A C1S H1S 123.9 . . ? Cl4A C2S Cl6 113.5(8) . . ? Cl4A C2S Cl4 9.9(7) . . ? Cl4A C2S Cl5 97.1(8) . . ? Cl4A C2S H2S 112.7 . . ? Cl4A C2S Cl5A 115.0(8) . . ? Cl5A C2S Cl4 124.9(8) . . ? Cl5A C2S H2S 100.4 . . ? #==END #3. data data_compound5_s278 _database_code_depnum_ccdc_archive 'CCDC 783638' #TrackingRef '- 3forDalton.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C13 H14 Si' _chemical_formula_sum 'C13 H14 Si' _chemical_formula_weight 198.33 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 'C 1 2/c 1 ' _symmetry_space_group_name_Hall '-C 2yc ' _symmetry_int_tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 18.262(2) _cell_length_b 8.7436(9) _cell_length_c 16.429(2) _cell_angle_alpha 90.00 _cell_angle_beta 110.704(4) _cell_angle_gamma 90.00 _cell_volume 2453.9(5) _cell_formula_units_Z 8 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 4219 _cell_measurement_theta_min 2.61 _cell_measurement_theta_max 30.32 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.074 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 848 _exptl_absorpt_coefficient_mu 0.153 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS (Bruker-AXS, 2003) ; _exptl_absorpt_correction_T_min 0.9207 _exptl_absorpt_correction_T_max 0.9672 _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_radiation_source 'Bede Microsource' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker CCD Proteum M' _diffrn_measurement_method '0.30\% \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12479 _diffrn_reflns_av_R_equivalents 0.0275 _diffrn_reflns_av_sigmaI/netI 0.0249 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.38 _diffrn_reflns_theta_max 29.50 _reflns_number_total 3379 _reflns_number_gt 2921 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART Ver. 5.630 (Bruker-AXS, 2003)' _computing_cell_refinement 'SAINT Ver. 6.45 (Bruker-AXS, 2003)' _computing_data_reduction 'SAINT Ver. 6.45' _computing_structure_solution 'SHELXTL Ver. 6.14 (Bruker-AXS, 2003)' _computing_structure_refinement 'SHELXTL Ver. 6.14' _computing_molecular_graphics 'SHELXTL Ver. 6.14' _computing_publication_material 'SHELXTL Ver. 6.14' _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^)+(0.0500P)^2^+1.3000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3379 _refine_ls_number_parameters 183 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0483 _refine_ls_R_factor_gt 0.0409 _refine_ls_wR_factor_ref 0.1047 _refine_ls_wR_factor_gt 0.1005 _refine_ls_goodness_of_fit_ref 1.100 _refine_ls_restrained_S_all 1.100 _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 0.405987(19) 0.36951(4) 0.09696(2) 0.02255(11) Uani 1 1 d . . . C1 C 0.34266(8) 1.17337(15) 0.48997(9) 0.0285(3) Uani 1 1 d . . . C2 C 0.34981(7) 1.08970(14) 0.43633(8) 0.0221(2) Uani 1 1 d . . . C3 C 0.35882(7) 0.98342(13) 0.37369(7) 0.0191(2) Uani 1 1 d . . . C4 C 0.43306(7) 0.92779(14) 0.38229(8) 0.0232(2) Uani 1 1 d . . . C5 C 0.44151(7) 0.81701(14) 0.32633(8) 0.0225(2) Uani 1 1 d . . . C6 C 0.37607(6) 0.76021(12) 0.25953(7) 0.0184(2) Uani 1 1 d . . . C7 C 0.30204(7) 0.82002(14) 0.24858(8) 0.0216(2) Uani 1 1 d . . . C8 C 0.29355(7) 0.92958(14) 0.30545(8) 0.0223(2) Uani 1 1 d . . . C9 C 0.38478(6) 0.63902(13) 0.20465(8) 0.0189(2) Uani 1 1 d . . . C10 C 0.39317(6) 0.53378(13) 0.16131(8) 0.0207(2) Uani 1 1 d . . . C11 C 0.50864(8) 0.37423(18) 0.10033(11) 0.0329(3) Uani 1 1 d . . . C12 C 0.33495(9) 0.39443(18) -0.01565(10) 0.0345(3) Uani 1 1 d . . . C13 C 0.38611(9) 0.19148(16) 0.14760(11) 0.0347(3) Uani 1 1 d . . . H1 H 0.3372(11) 1.236(2) 0.5324(12) 0.048(5) Uiso 1 1 d . . . H4 H 0.4782(9) 0.9653(18) 0.4288(10) 0.030(4) Uiso 1 1 d . . . H5 H 0.4920(9) 0.7778(18) 0.3342(10) 0.032(4) Uiso 1 1 d . . . H7 H 0.2569(9) 0.7851(18) 0.2022(10) 0.032(4) Uiso 1 1 d . . . H8 H 0.2434(9) 0.9654(18) 0.3001(10) 0.030(4) Uiso 1 1 d . . . H111 H 0.5439(13) 0.357(2) 0.1584(14) 0.058(6) Uiso 1 1 d . . . H112 H 0.5198(11) 0.473(2) 0.0815(13) 0.054(5) Uiso 1 1 d . . . H113 H 0.5172(11) 0.302(2) 0.0620(13) 0.054(5) Uiso 1 1 d . . . H121 H 0.3474(11) 0.484(2) -0.0427(12) 0.048(5) Uiso 1 1 d . . . H122 H 0.2819(12) 0.408(2) -0.0169(12) 0.050(5) Uiso 1 1 d . . . H123 H 0.3346(12) 0.311(3) -0.0520(13) 0.059(6) Uiso 1 1 d . . . H131 H 0.3350(12) 0.192(2) 0.1511(12) 0.054(5) Uiso 1 1 d . . . H132 H 0.3855(12) 0.103(2) 0.1137(14) 0.061(6) Uiso 1 1 d . . . H133 H 0.4263(12) 0.175(2) 0.2050(14) 0.056(6) 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 Si1 0.02299(18) 0.02038(18) 0.02420(19) -0.00694(12) 0.00822(13) 0.00048(12) C1 0.0334(7) 0.0251(6) 0.0288(7) -0.0044(5) 0.0132(5) 0.0008(5) C2 0.0237(6) 0.0193(5) 0.0239(6) 0.0000(4) 0.0092(5) 0.0009(4) C3 0.0229(5) 0.0159(5) 0.0199(5) -0.0001(4) 0.0093(4) 0.0007(4) C4 0.0196(6) 0.0269(6) 0.0212(6) -0.0057(5) 0.0048(4) -0.0008(4) C5 0.0171(5) 0.0272(6) 0.0227(6) -0.0040(5) 0.0064(4) 0.0022(4) C6 0.0207(5) 0.0168(5) 0.0193(5) -0.0006(4) 0.0089(4) -0.0002(4) C7 0.0178(5) 0.0205(5) 0.0245(6) -0.0034(4) 0.0047(4) -0.0007(4) C8 0.0188(5) 0.0199(5) 0.0282(6) -0.0021(5) 0.0084(5) 0.0026(4) C9 0.0166(5) 0.0201(5) 0.0207(5) -0.0005(4) 0.0073(4) -0.0018(4) C10 0.0180(5) 0.0216(5) 0.0229(6) -0.0022(4) 0.0076(4) -0.0024(4) C11 0.0281(7) 0.0393(8) 0.0345(8) -0.0047(6) 0.0147(6) 0.0054(6) C12 0.0358(8) 0.0344(7) 0.0278(7) -0.0102(6) 0.0046(6) 0.0026(6) C13 0.0382(8) 0.0233(6) 0.0407(8) -0.0046(6) 0.0114(7) -0.0042(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 Si1 C10 1.8467(12) . yes Si1 C11 1.8562(15) . yes Si1 C12 1.8591(15) . yes Si1 C13 1.8604(15) . yes C1 C2 1.1876(18) . yes C1 H1 0.921(19) . ? C2 C3 1.4385(16) . yes C3 C8 1.3980(16) . yes C3 C4 1.3997(16) . yes C4 C5 1.3811(17) . yes C4 H4 0.962(16) . ? C5 C6 1.3971(16) . yes C5 H5 0.950(16) . ? C6 C7 1.4006(15) . yes C6 C9 1.4362(15) . yes C7 C8 1.3846(17) . yes C7 H7 0.954(16) . ? C8 H8 0.941(16) . ? C9 C10 1.2060(16) . yes C11 H111 0.96(2) . ? C11 H112 0.97(2) . ? C11 H113 0.94(2) . ? C12 H121 0.97(2) . ? C12 H122 0.97(2) . ? C12 H123 0.94(2) . ? C13 H131 0.95(2) . ? C13 H132 0.95(2) . ? C13 H133 0.98(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 C10 Si1 C11 107.26(6) . . yes C10 Si1 C12 107.07(6) . . yes C11 Si1 C12 111.67(7) . . yes C10 Si1 C13 108.08(6) . . yes C11 Si1 C13 111.10(7) . . yes C12 Si1 C13 111.42(7) . . yes C2 C1 H1 178.6(12) . . ? C1 C2 C3 177.75(13) . . yes C8 C3 C4 119.00(10) . . yes C8 C3 C2 120.70(10) . . yes C4 C3 C2 120.26(11) . . yes C5 C4 C3 120.58(11) . . yes C5 C4 H4 120.1(9) . . ? C3 C4 H4 119.3(9) . . ? C4 C5 C6 120.42(11) . . yes C4 C5 H5 119.6(10) . . ? C6 C5 H5 119.9(10) . . ? C5 C6 C7 119.14(10) . . yes C5 C6 C9 120.11(10) . . yes C7 C6 C9 120.73(10) . . yes C8 C7 C6 120.33(11) . . yes C8 C7 H7 119.3(9) . . ? C6 C7 H7 120.4(9) . . ? C7 C8 C3 120.47(11) . . yes C7 C8 H8 120.2(10) . . ? C3 C8 H8 119.2(10) . . ? C10 C9 C6 177.52(13) . . yes C9 C10 Si1 178.67(11) . . yes Si1 C11 H111 110.1(12) . . ? Si1 C11 H112 109.6(11) . . ? H111 C11 H112 108.5(17) . . ? Si1 C11 H113 111.7(12) . . ? H111 C11 H113 110.4(16) . . ? H112 C11 H113 106.4(16) . . ? Si1 C12 H121 111.0(11) . . ? Si1 C12 H122 112.1(11) . . ? H121 C12 H122 106.7(15) . . ? Si1 C12 H123 112.8(13) . . ? H121 C12 H123 106.5(16) . . ? H122 C12 H123 107.3(16) . . ? Si1 C13 H131 112.0(12) . . ? Si1 C13 H132 112.5(13) . . ? H131 C13 H132 103.1(17) . . ? Si1 C13 H133 110.9(12) . . ? H131 C13 H133 110.9(16) . . ? H132 C13 H133 107.1(17) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 29.50 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.472 _refine_diff_density_min -0.185 _refine_diff_density_rms 0.052 # File processed with modiCIFer Dec. 16,2005. I.A.Guzei, UW-Madison.