#------------------------------------------------------------------------------ #$Date: 2016-03-22 11:46:30 +0200 (Tue, 22 Mar 2016) $ #$Revision: 178915 $ #$URL: file:///home/coder/svn-repositories/cod/cif/4/11/44/4114436.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_4114436 loop_ _publ_author_name 'Cecilia H. Marzabadi' 'J. Edgar Anderson' 'Jorge Gonzalez-Outeirino' 'Piers R. J. Gaffney' 'Christopher G. H. White' 'Derek A. Tocher' 'Louis J. Todaro' _publ_section_title ; Why Are Silyl Ethers Conformationally Different from Alkyl Ethers? Chair-Chair Conformational Equilibria in Silyloxycyclohexanes and Their Dependence on the Substituents on Silicon. The Wider Roles of Eclipsing, of 1,3-Repulsive Steric Interactions, and of Attractive Steric Interactions ; _journal_name_full 'Journal of the American Chemical Society' _journal_page_first 15163 _journal_page_last 15173 _journal_paper_doi 10.1021/ja035936x _journal_volume 125 _journal_year 2003 _chemical_formula_sum 'C42 H40 O2 Si2' _chemical_formula_weight 632.92 _chemical_name_systematic ; ? ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 82.283(2) _cell_angle_beta 85.747(2) _cell_angle_gamma 74.337(2) _cell_formula_units_Z 1 _cell_length_a 7.2034(8) _cell_length_b 9.7662(10) _cell_length_c 12.7749(14) _cell_measurement_temperature 293(2) _cell_volume 856.83(16) _computing_cell_refinement 'Bruker SAINT' _computing_data_collection 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL and local programs' _computing_structure_refinement 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _diffrn_ambient_temperature 566(2) _diffrn_measured_fraction_theta_full 0.979 _diffrn_measured_fraction_theta_max 0.908 _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0127 _diffrn_reflns_av_sigmaI/netI 0.0338 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_number 5511 _diffrn_reflns_theta_full 26.00 _diffrn_reflns_theta_max 28.28 _diffrn_reflns_theta_min 1.61 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.139 _exptl_absorpt_correction_T_max 0.9808 _exptl_absorpt_correction_T_min 0.9336 _exptl_absorpt_correction_type multi-scan _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.227 _exptl_crystal_description needle _exptl_crystal_F_000 336 _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.14 _refine_diff_density_max 0.726 _refine_diff_density_min -0.307 _refine_diff_density_rms 0.057 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.855 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 208 _refine_ls_number_reflns 3844 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.855 _refine_ls_R_factor_all 0.0675 _refine_ls_R_factor_gt 0.0566 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1852 _refine_ls_wR_factor_ref 0.2081 _reflns_number_gt 3127 _reflns_number_total 3844 _reflns_threshold_expression I>2\s(I) _cod_data_source_file ja035936xsi20030904_095615.cif _cod_data_source_block str0002 _cod_database_code 4114436 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' 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 Si1 Si 0.36212(7) 0.86964(5) 0.72400(4) 0.0380(2) Uani 1 1 d . O1 O 0.23263(19) 0.91163(16) 0.62023(11) 0.0502(4) Uani 1 1 d . C1 C 0.5815(3) 0.72603(19) 0.69148(15) 0.0416(4) Uani 1 1 d . C13 C 0.4247(3) 1.03416(19) 0.75383(15) 0.0417(4) Uani 1 1 d . C7 C 0.2342(3) 0.79654(19) 0.84251(14) 0.0407(4) Uani 1 1 d . C12 C 0.0657(3) 0.8808(2) 0.88674(17) 0.0518(5) Uani 1 1 d . H12A H 0.0162 0.9747 0.8567 0.062 Uiso 1 1 calc R C8 C 0.3024(3) 0.6567(2) 0.89179(18) 0.0551(5) Uani 1 1 d . H8A H 0.4142 0.5972 0.8648 0.066 Uiso 1 1 calc R C5 C 0.9013(3) 0.5750(2) 0.7283(2) 0.0596(6) Uani 1 1 d . H5A H 1.0100 0.5509 0.7688 0.072 Uiso 1 1 calc R C2 C 0.5813(3) 0.6485(2) 0.60765(18) 0.0540(5) Uani 1 1 d . H2A H 0.4749 0.6732 0.5653 0.065 Uiso 1 1 calc R C14 C 0.5115(4) 1.0359(2) 0.84780(17) 0.0576(6) Uani 1 1 d . H14A H 0.5336 0.9553 0.8977 0.069 Uiso 1 1 calc R C17 C 0.4450(4) 1.2772(2) 0.7030(2) 0.0664(7) Uani 1 1 d . H17A H 0.4207 1.3592 0.6543 0.080 Uiso 1 1 calc R C6 C 0.7454(3) 0.6881(2) 0.75063(17) 0.0512(5) Uani 1 1 d . H6A H 0.7511 0.7392 0.8062 0.061 Uiso 1 1 calc R C18 C 0.3927(3) 1.1573(2) 0.6825(2) 0.0565(5) Uani 1 1 d . H18A H 0.3348 1.1595 0.6194 0.068 Uiso 1 1 calc R C9 C 0.2071(4) 0.6052(3) 0.9797(2) 0.0699(7) Uani 1 1 d . H9A H 0.2558 0.5121 1.0116 0.084 Uiso 1 1 calc R C16 C 0.5330(4) 1.2748(2) 0.7957(2) 0.0640(6) Uani 1 1 d . H16A H 0.5704 1.3546 0.8091 0.077 Uiso 1 1 calc R C11 C -0.0285(4) 0.8274(3) 0.97403(19) 0.0618(6) Uani 1 1 d . H11A H -0.1409 0.8854 1.0016 0.074 Uiso 1 1 calc R C10 C 0.0411(4) 0.6907(3) 1.0203(2) 0.0690(7) Uani 1 1 d . H10A H -0.0236 0.6555 1.0792 0.083 Uiso 1 1 calc R C15 C 0.5651(4) 1.1551(3) 0.8678(2) 0.0663(6) Uani 1 1 d . H15A H 0.6233 1.1538 0.9307 0.080 Uiso 1 1 calc R C3 C 0.7366(4) 0.5352(3) 0.5862(2) 0.0665(6) Uani 1 1 d . H3A H 0.7330 0.4837 0.5306 0.080 Uiso 1 1 calc R C4 C 0.8951(3) 0.4990(2) 0.6467(2) 0.0643(7) Uani 1 1 d . H4A H 0.9989 0.4225 0.6324 0.077 Uiso 1 1 calc R C19 C 0.0311(3) 0.9275(2) 0.60789(17) 0.0540(5) Uani 1 1 d . H19A H -0.0244 0.8887 0.6739 0.065 Uiso 1 1 calc R C21 C -0.0684(4) 1.0866(3) 0.5850(2) 0.0657(6) Uani 1 1 d . H21A H -0.2069 1.0999 0.5858 0.079 Uiso 1 1 calc R H21B H -0.0411 1.1368 0.6402 0.079 Uiso 1 1 calc R C20 C 0.0023(4) 0.8499(2) 0.5205(2) 0.0677(7) Uani 1 1 d . H20A H -0.1334 0.8538 0.5187 0.081 Uiso 1 1 calc R H20B H 0.0737 0.7501 0.5338 0.081 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 0.0405(3) 0.0366(3) 0.0377(3) -0.0041(2) -0.0096(2) -0.0094(2) O1 0.0430(7) 0.0638(9) 0.0424(8) 0.0015(6) -0.0131(6) -0.0126(6) C1 0.0429(10) 0.0394(9) 0.0439(10) -0.0052(7) -0.0050(7) -0.0121(7) C13 0.0421(10) 0.0396(9) 0.0448(10) -0.0080(7) -0.0038(7) -0.0112(7) C7 0.0461(10) 0.0392(9) 0.0396(9) -0.0056(7) -0.0096(7) -0.0132(7) C12 0.0567(12) 0.0500(11) 0.0467(11) -0.0051(8) -0.0058(9) -0.0100(9) C8 0.0602(13) 0.0435(10) 0.0608(13) 0.0016(9) -0.0096(10) -0.0139(9) C5 0.0427(11) 0.0571(12) 0.0739(15) 0.0046(11) -0.0102(10) -0.0080(9) C2 0.0542(12) 0.0530(11) 0.0565(12) -0.0173(9) -0.0086(9) -0.0100(9) C14 0.0814(16) 0.0508(12) 0.0453(11) -0.0067(9) -0.0160(10) -0.0214(11) C17 0.0733(16) 0.0427(11) 0.0849(17) 0.0059(11) -0.0187(13) -0.0203(10) C6 0.0500(11) 0.0524(11) 0.0519(11) -0.0044(9) -0.0115(9) -0.0129(9) C18 0.0615(13) 0.0474(11) 0.0629(13) 0.0020(9) -0.0204(10) -0.0176(9) C9 0.0878(19) 0.0570(13) 0.0667(15) 0.0141(11) -0.0130(13) -0.0296(13) C16 0.0710(15) 0.0449(11) 0.0842(17) -0.0216(11) -0.0061(12) -0.0214(10) C11 0.0587(13) 0.0764(15) 0.0535(12) -0.0148(11) 0.0035(10) -0.0214(11) C10 0.0798(17) 0.0851(17) 0.0523(13) 0.0036(12) -0.0031(12) -0.0445(14) C15 0.0834(17) 0.0644(14) 0.0609(14) -0.0192(11) -0.0150(12) -0.0272(12) C3 0.0716(15) 0.0538(12) 0.0746(16) -0.0260(11) 0.0035(13) -0.0103(11) C4 0.0549(13) 0.0450(11) 0.0863(18) -0.0080(11) 0.0075(12) -0.0044(9) C19 0.0550(12) 0.0669(13) 0.0462(11) 0.0110(9) -0.0159(9) -0.0310(10) C21 0.0596(14) 0.0705(15) 0.0634(14) -0.0281(12) -0.0107(11) 0.0008(11) C20 0.0889(18) 0.0416(11) 0.0774(16) 0.0016(10) -0.0367(14) -0.0206(11) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 O1 Si1 C1 106.68(8) . . O1 Si1 C7 112.59(8) . . C1 Si1 C7 107.93(8) . . O1 Si1 C13 108.37(8) . . C1 Si1 C13 112.05(8) . . C7 Si1 C13 109.25(8) . . C19 O1 Si1 131.57(13) . . C6 C1 C2 117.41(18) . . C6 C1 Si1 122.59(15) . . C2 C1 Si1 119.95(15) . . C18 C13 C14 117.24(17) . . C18 C13 Si1 121.51(15) . . C14 C13 Si1 121.22(15) . . C12 C7 C8 116.68(19) . . C12 C7 Si1 121.14(14) . . C8 C7 Si1 122.18(15) . . C11 C12 C7 121.3(2) . . C9 C8 C7 121.3(2) . . C4 C5 C6 120.1(2) . . C3 C2 C1 121.2(2) . . C15 C14 C13 121.2(2) . . C16 C17 C18 119.9(2) . . C1 C6 C5 121.1(2) . . C17 C18 C13 121.5(2) . . C10 C9 C8 120.3(2) . . C15 C16 C17 119.8(2) . . C10 C11 C12 120.8(2) . . C11 C10 C9 119.6(2) . . C16 C15 C14 120.3(2) . . C4 C3 C2 120.1(2) . . C3 C4 C5 120.1(2) . . O1 C19 C20 110.9(2) . . O1 C19 C21 108.38(17) . . C20 C19 C21 110.20(18) . . C20 C21 C19 111.77(19) 2_576 . C19 C20 C21 111.76(19) . 2_576 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 Si1 O1 1.6205(14) . Si1 C1 1.8706(19) . Si1 C7 1.8731(19) . Si1 C13 1.8736(18) . O1 C19 1.436(2) . C1 C6 1.387(3) . C1 C2 1.392(3) . C13 C18 1.384(3) . C13 C14 1.398(3) . C7 C12 1.398(3) . C7 C8 1.398(3) . C12 C11 1.378(3) . C8 C9 1.381(3) . C5 C4 1.368(4) . C5 C6 1.389(3) . C2 C3 1.385(3) . C14 C15 1.381(3) . C17 C16 1.379(4) . C17 C18 1.384(3) . C9 C10 1.372(4) . C16 C15 1.366(4) . C11 C10 1.362(4) . C3 C4 1.365(4) . C19 C20 1.486(3) . C19 C21 1.524(3) . C21 C20 1.506(4) 2_576 C20 C21 1.506(4) 2_576 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_4 C1 Si1 O1 C19 131.33(18) . C7 Si1 O1 C19 13.1(2) . C13 Si1 O1 C19 -107.84(19) . O1 Si1 C1 C6 164.06(16) . C7 Si1 C1 C6 -74.71(18) . C13 Si1 C1 C6 45.61(19) . O1 Si1 C1 C2 -18.66(19) . C7 Si1 C1 C2 102.58(17) . C13 Si1 C1 C2 -137.10(17) . O1 Si1 C13 C18 -11.6(2) . C1 Si1 C13 C18 105.84(18) . C7 Si1 C13 C18 -134.61(18) . O1 Si1 C13 C14 170.53(17) . C1 Si1 C13 C14 -72.03(19) . C7 Si1 C13 C14 47.52(19) . O1 Si1 C7 C12 -63.66(17) . C1 Si1 C7 C12 178.86(15) . C13 Si1 C7 C12 56.79(17) . O1 Si1 C7 C8 117.04(17) . C1 Si1 C7 C8 -0.44(18) . C13 Si1 C7 C8 -122.51(17) . C8 C7 C12 C11 -0.5(3) . Si1 C7 C12 C11 -179.88(17) . C12 C7 C8 C9 0.0(3) . Si1 C7 C8 C9 179.37(18) . C6 C1 C2 C3 1.9(3) . Si1 C1 C2 C3 -175.56(17) . C18 C13 C14 C15 -0.8(3) . Si1 C13 C14 C15 177.21(19) . C2 C1 C6 C5 -1.4(3) . Si1 C1 C6 C5 175.97(16) . C4 C5 C6 C1 0.1(3) . C16 C17 C18 C13 0.8(4) . C14 C13 C18 C17 0.2(3) . Si1 C13 C18 C17 -177.76(19) . C7 C8 C9 C10 0.5(4) . C18 C17 C16 C15 -1.2(4) . C7 C12 C11 C10 0.5(4) . C12 C11 C10 C9 0.1(4) . C8 C9 C10 C11 -0.6(4) . C17 C16 C15 C14 0.6(4) . C13 C14 C15 C16 0.3(4) . C1 C2 C3 C4 -1.0(4) . C2 C3 C4 C5 -0.3(4) . C6 C5 C4 C3 0.8(3) . Si1 O1 C19 C20 -132.16(17) . Si1 O1 C19 C21 106.72(19) . O1 C19 C21 C20 66.5(2) 2_576 C20 C19 C21 C20 -55.1(3) 2_576 O1 C19 C20 C21 -65.0(2) 2_576 C21 C19 C20 C21 55.1(3) 2_576