data_global _journal_name_full Org.Biomol.Chem. _journal_coden_Cambridge 0177 loop_ _publ_author_name 'Bernard Luke Flynn' 'Jason H.Chaplin' 'Alison J.Edwards' _publ_contact_author_name 'Dr Bernard Luke Flynn' _publ_contact_author_address ; Department of Medicinal Chemistry Victorian College of Pharmacy, Monash University 381 Royal Pde Parkville VIC 3052 AUSTRALIA ; _publ_contact_author_email BERNARD.FLYNN@VCP.MONASH.EDU.AU _publ_section_title ; An enantioselective double Diels-Alder approach to the tetracyclic framework of colombiasin A ; data_bfjc3z _database_code_CSD 199385 _audit_creation_date 01-23-08 _audit_creation_method 'maXus +CRYSTALS_ver_12-03-99' _chemical_compound_source 'Local laboratory' _exptl_crystal_description prism _exptl_crystal_colour Colourless _cell_measurement_temperature 200 _refine_ls_hydrogen_treatment refU _diffrn_measurement_device KappaCCD _computing_data_collection KappaCCD _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 loop_ _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_wavelength_id all _diffrn_orient_matrix_type X=UH _diffrn_orient_matrix_UB_11 -0.07036 _diffrn_orient_matrix_UB_12 0.03721 _diffrn_orient_matrix_UB_13 0.02287 _diffrn_orient_matrix_UB_21 -0.02732 _diffrn_orient_matrix_UB_22 -0.00215 _diffrn_orient_matrix_UB_23 -0.08056 _diffrn_orient_matrix_UB_31 -0.04397 _diffrn_orient_matrix_UB_32 -0.04246 _diffrn_orient_matrix_UB_33 0.01604 _cell_formula_units_Z 4 _exptl_crystal_density_diffrn 1.200 _exptl_crystal_density_method 'not measured' _exptl_special_details ; ? ; _chemical_formula_weight 434.652 _diffrn_radiation_type ' MoK\a' loop_ _symmetry_equiv_pos_as_xyz +X,+Y,+Z -X,-Y,-Z '-X+ 1/2,+Y+ 1/2,-Z' '+X+ 1/2,-Y+ 1/2,+Z' _symmetry_space_group_name_H-M 'P 21/a ' _symmetry_cell_setting Monoclinic _chemical_formula_moiety 'C27 H34 O3 Si ' _chemical_formula_sum 'C27 H34 O3 Si ' _chemical_name_systematic ; ? ; _cell_length_a 12.9389(2) _cell_length_b 11.7515(3) _cell_length_c 16.9570(4) _cell_angle_alpha 90.00 _cell_angle_beta 111.0549(8) _cell_angle_gamma 90.00 _cell_volume 2406.20(9) _diffrn_reflns_number 64739 _diffrn_reflns_theta_max 27.46 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_max 0.997 _cell_measurement_reflns_used 34347 _cell_measurement_theta_min 27.45 _cell_measurement_theta_max 3.08 _diffrn_measurement_method CCD _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' # Absorption correction loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 1 -1 0.250 0 -1 1 0.250 0 1 1 0.280 0 -1 -1 0.280 1 0 0 0.300 -1 0 0 0.300 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.922 _exptl_absorpt_correction_T_max 0.957 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _diffrn_reflns_av_R_equivalents 0.064 _exptl_absorpt_coefficient_mu 0.123 _exptl_crystal_F_000 936 _exptl_crystal_size_min 0.50 _exptl_crystal_size_mid 0.56 _exptl_crystal_size_max 0.60 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 International_Tables_Vol_IV_Table_2.2B 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7997 0.0030 International_Tables_Vol_IV_Table_2.2B 'O ' 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 International_Tables_Vol_IV_Table_2.2B 'Si ' 0.0720 0.0710 6.2915 2.4386 3.0353 32.3337 1.9891 0.6785 1.5410 81.6937 1.1407 International_Tables_Vol_IV_Table_2.2B # Refinement statistics _reflns_d_resolution_low 1.82 _reflns_d_resolution_high 0.62 _reflns_limit_h_min -16 _reflns_limit_h_max 15 _reflns_limit_k_min 0 _reflns_limit_k_max 15 _reflns_limit_l_min 0 _reflns_limit_l_max 22 _refine_ls_matrix_type full _reflns_number_total 5633 _reflns_threshold_expression >3.00\s(I) _reflns_number_gt 3445 _refine_ls_number_reflns 3445 _refine_ls_number_parameters 314 _refine_ls_R_factor_gt 0.0349 _refine_ls_wR_factor_ref 0.0409 _refine_ls_goodness_of_fit_ref 1.0528 _refine_ls_shift/su_max 0.000590 _refine_ls_structure_factor_coef F _refine_diff_density_min -0.23 _refine_diff_density_max 0.21 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Chebychev polynomial with 3 parameters, Carruthers & Watkin , 1979, 1.22 0.650 0.526 ; _computing_structure_solution ; SIR92 (Altomare et al, 1994) ; _computing_structure_refinement ; CRYSTALS (Watkin et al 2001) ; _computing_publication_material ; CRYSTALS (Watkin et al 2001) + maXus(Mackay et al., 1999) ; _computing_molecular_graphics ; CAMERON (Watkin et al 1996) ; _publ_section_references ; Mackay, S., Gilmore, C. J.,Edwards, C., Stewart, N. & Shankland, K. (1999). maXus Computer Program for the Solution and Refinement of Crystal Structures. Bruker Nonius, The Netherlands, MacScience, Japan & The University of Glasgow. Otwinowski, Z. and Minor, W, (1997). In Methods in Enzymology, 276, edited by C.W. Carter, Jr. & R.M. Sweet pp. 307-326, New York:Academic Press. Altomare, A., Burla, M.C., Camalli, M., Cascarano, G.L., Giacovazzo, C., Guagliardi, A., Moliterni, A.G.G & Spagna, R. (1999). J. Appl. Cryst. 32, 115-119. Coppens, P. (1970). In Crystallographic Computing, edited by F.R. Ahmed, S.R.Hall & C.P.Huber, pp 255-270. Copenhagen: Munksgaard. Carruthers, J.R. and Watkin, D.J. (1979), Acta Cryst, A35, 698-699 Watkin, D.J., Prout, C.K., Carruthers, J.R., Betteridge, P.W. & Cooper R.I. (2001) CRYSTALS Issue 11. Chemical Crystallography Laboratory, OXFORD, UK. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996) CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. ; # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 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_occupancy _atom_site_adp_type Si1 si 0.59816(4) 0.58253(4) 0.33519(3) 0.0428 1.0000 Uani O1 o 0.44975(11) 0.39869(11) 0.09740(9) 0.0564 1.0000 Uani O2 o 0.3375(1) -0.0142(1) 0.16845(7) 0.0478 1.0000 Uani O3 o 0.62275(9) 0.4435(1) 0.34869(8) 0.0442 1.0000 Uani C1 c 0.45119(11) 0.15176(12) 0.22385(9) 0.0303 1.0000 Uani C2 c 0.50864(11) 0.22657(12) 0.17717(9) 0.0307 1.0000 Uani C3 c 0.59742(12) 0.30105(13) 0.2406(1) 0.0355 1.0000 Uani C4 c 0.55745(12) 0.35483(12) 0.3045(1) 0.0365 1.0000 Uani C5 c 0.47228(13) 0.31759(14) 0.3228(1) 0.0395 1.0000 Uani C6 c 0.40230(12) 0.21607(13) 0.28198(9) 0.0337 1.0000 Uani C7 c 0.39970(14) 0.12354(15) 0.3471(1) 0.0421 1.0000 Uani C8 c 0.47686(14) 0.02537(14) 0.3420(1) 0.0407 1.0000 Uani C9 c 0.53669(12) 0.07434(13) 0.28663(9) 0.0342 1.0000 Uani C10 c 0.59342(13) 0.00039(13) 0.2424(1) 0.0399 1.0000 Uani C11 c 0.60634(13) 0.03408(13) 0.1717(1) 0.0393 1.0000 Uani C12 c 0.56158(12) 0.14623(13) 0.1288(1) 0.0365 1.0000 Uani C13 c 0.66448(18) -0.03667(17) 0.12617(13) 0.0572 1.0000 Uani C14 c 0.42607(12) 0.30276(13) 0.1112(1) 0.0367 1.0000 Uani C15 c 0.31509(12) 0.25334(13) 0.06179(9) 0.0366 1.0000 Uani C16 c 0.28127(12) 0.15064(13) 0.08647(9) 0.0349 1.0000 Uani C17 c 0.35607(12) 0.08556(12) 0.16022(9) 0.0334 1.0000 Uani C18 c 0.24475(15) 0.30971(16) -0.00972(11) 0.0480 1.0000 Uani C19 c 0.14124(16) 0.26467(18) -0.05546(11) 0.0550 1.0000 Uani C20 c 0.10699(15) 0.16497(17) -0.02954(11) 0.0514 1.0000 Uani C21 c 0.17602(13) 0.10750(14) 0.0408(1) 0.0421 1.0000 Uani C22 c 0.44870(18) 0.6129(2) 0.3104(2) 0.0823 1.0000 Uani C23 c 0.6392(2) 0.6316(2) 0.24644(13) 0.0699 1.0000 Uani C24 c 0.68739(14) 0.64644(13) 0.4390(1) 0.0413 1.0000 Uani C25 c 0.6649(2) 0.77410(16) 0.44013(14) 0.0744 1.0000 Uani C26 c 0.6630(2) 0.5898(2) 0.51160(13) 0.0659 1.0000 Uani C27 c 0.80983(16) 0.6283(2) 0.45339(13) 0.0624 1.0000 Uani H31 h 0.66359(12) 0.25304(13) 0.2710(1) 0.044(5) 1.0000 Uiso H32 h 0.61901(12) 0.36268(13) 0.2089(1) 0.044(5) 1.0000 Uiso H51 h 0.45410(13) 0.35911(14) 0.3677(1) 0.056(6) 1.0000 Uiso H61 h 0.32754(12) 0.24924(13) 0.25076(9) 0.035(4) 1.0000 Uiso H71 h 0.42722(14) 0.15644(15) 0.4054(1) 0.050(5) 1.0000 Uiso H72 h 0.32239(14) 0.09493(15) 0.3332(1) 0.055(6) 1.0000 Uiso H81 h 0.53080(14) 0.00486(14) 0.3992(1) 0.038(4) 1.0000 Uiso H82 h 0.43272(14) -0.04338(14) 0.3151(1) 0.051(5) 1.0000 Uiso H91 h 0.60418(12) 0.11185(13) 0.32732(9) 0.054(6) 1.0000 Uiso H101 h 0.62216(13) -0.07586(13) 0.2666(1) 0.054(5) 1.0000 Uiso H121 h 0.62384(12) 0.18788(13) 0.1199(1) 0.045(5) 1.0000 Uiso H122 h 0.50320(12) 0.12838(13) 0.0729(1) 0.051(5) 1.0000 Uiso H131 h 0.69202(18) -0.10881(17) 0.15809(13) 0.069(7) 1.0000 Uiso H132 h 0.72856(18) 0.00778(17) 0.12261(13) 0.084(8) 1.0000 Uiso H133 h 0.61233(18) -0.05516(17) 0.06789(13) 0.088(8) 1.0000 Uiso H181 h 0.26922(15) 0.38294(16) -0.02748(11) 0.053(5) 1.0000 Uiso H191 h 0.09213(16) 0.30391(18) -0.10785(11) 0.068(6) 1.0000 Uiso H201 h 0.03123(15) 0.13458(17) -0.06144(11) 0.070(7) 1.0000 Uiso H211 h 0.15141(13) 0.03473(14) 0.0591(1) 0.059(6) 1.0000 Uiso H221 h 0.43528(18) 0.6966(2) 0.3024(2) 0.11(1) 1.0000 Uiso H222 h 0.42728(18) 0.5862(2) 0.3584(2) 0.105(11) 1.0000 Uiso H223 h 0.40328(18) 0.5720(2) 0.2576(2) 0.11(1) 1.0000 Uiso H231 h 0.6247(2) 0.7151(2) 0.23767(13) 0.125(12) 1.0000 Uiso H232 h 0.7199(2) 0.6166(2) 0.26064(13) 0.124(12) 1.0000 Uiso H233 h 0.5956(2) 0.5898(2) 0.19357(13) 0.119(11) 1.0000 Uiso H251 h 0.7133(2) 0.80693(16) 0.49549(14) 0.074(7) 1.0000 Uiso H252 h 0.6816(2) 0.81195(16) 0.39324(14) 0.079(8) 1.0000 Uiso H253 h 0.5854(2) 0.78693(16) 0.43233(14) 0.121(12) 1.0000 Uiso H261 h 0.7116(2) 0.6243(2) 0.56625(13) 0.077(7) 1.0000 Uiso H262 h 0.5836(2) 0.6015(2) 0.50434(13) 0.085(8) 1.0000 Uiso H263 h 0.6787(2) 0.5064(2) 0.51199(13) 0.112(11) 1.0000 Uiso H271 h 0.85692(16) 0.6624(2) 0.50866(13) 0.072(7) 1.0000 Uiso H272 h 0.82749(16) 0.6653(2) 0.40662(13) 0.080(8) 1.0000 Uiso H273 h 0.82497(16) 0.5448(2) 0.45392(13) 0.10(1) 1.0000 Uiso 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 0.0393(2) 0.0350(2) 0.0427(2) -0.00783(18) 0.00093(18) 0.00416(18) O1 0.0457(7) 0.0399(6) 0.0743(9) 0.0177(6) 0.0101(6) -0.0025(5) O2 0.0546(7) 0.0346(6) 0.0429(6) 0.0007(5) 0.0037(5) -0.0126(5) O3 0.0358(5) 0.0343(5) 0.0533(7) -0.0135(5) 0.0047(5) -0.0030(4) C1 0.0272(6) 0.0303(6) 0.0306(7) -0.0017(5) 0.0071(5) -0.0006(5) C2 0.0282(6) 0.0306(6) 0.0325(7) -0.0018(5) 0.0100(5) -0.0001(5) C3 0.0276(6) 0.0339(7) 0.0437(8) -0.0043(6) 0.0113(6) -0.0034(5) C4 0.0306(7) 0.0318(7) 0.0409(8) -0.0088(6) 0.0055(6) -0.0014(6) C5 0.0373(8) 0.0402(8) 0.0410(8) -0.0111(6) 0.0140(6) 0.0008(6) C6 0.0278(6) 0.0378(7) 0.0353(7) -0.0038(6) 0.0111(5) -0.0009(6) C7 0.0389(8) 0.0507(9) 0.0386(8) 0.0017(7) 0.0161(6) -0.0012(7) C8 0.0427(8) 0.0431(8) 0.0334(7) 0.0037(6) 0.0103(6) -0.0006(7) C9 0.0310(7) 0.0348(7) 0.0317(7) 0.0002(6) 0.0052(5) 0.0012(6) C10 0.0398(8) 0.0337(7) 0.0426(8) 0.0007(6) 0.0105(6) 0.0080(6) C11 0.0387(8) 0.0356(7) 0.0425(8) -0.0053(6) 0.0131(7) 0.0058(6) C12 0.0376(7) 0.0379(8) 0.0356(7) -0.0024(6) 0.0150(6) 0.0029(6) C13 0.0679(12) 0.050(1) 0.0594(12) -0.0046(9) 0.030(1) 0.0178(9) C14 0.0364(7) 0.0334(7) 0.0406(8) 0.0034(6) 0.0143(6) 0.0016(6) C15 0.0359(7) 0.0383(7) 0.0325(7) -0.0001(6) 0.0087(6) 0.0024(6) C16 0.0338(7) 0.0361(7) 0.0311(7) -0.0041(6) 0.0070(6) -0.0002(6) C17 0.0333(7) 0.0327(7) 0.0324(7) -0.0029(6) 0.0096(6) -0.0029(6) C18 0.0498(9) 0.0472(9) 0.0407(9) 0.0075(7) 0.0084(7) 0.0045(8) C19 0.052(1) 0.0593(11) 0.0386(9) 0.0034(8) -0.0024(8) 0.0072(9) C20 0.0428(9) 0.054(1) 0.0424(9) -0.0088(8) -0.0024(7) -0.0006(7) C21 0.0381(8) 0.0414(8) 0.0391(8) -0.0082(7) 0.0044(6) -0.0030(6) C22 0.0433(11) 0.0653(14) 0.114(2) -0.0186(15) -0.0011(12) 0.016(1) C23 0.1014(19) 0.0580(12) 0.040(1) 0.0041(9) 0.0128(11) 0.0085(12) C24 0.0485(9) 0.0324(7) 0.0373(8) -0.0058(6) 0.0086(7) 0.0017(6) C25 0.109(2) 0.0338(9) 0.0588(13) -0.0110(9) 0.0038(12) 0.007(1) C26 0.0844(16) 0.0681(14) 0.0503(11) -0.005(1) 0.0302(11) -0.0037(11) C27 0.047(1) 0.0803(14) 0.047(1) -0.014(1) 0.0024(8) -0.004(1) _refine_ls_extinction_method None loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Si1 . O3 . 1.6650(12) yes Si1 . C22 . 1.860(2) yes Si1 . C23 . 1.858(2) yes Si1 . C24 . 1.8797(16) yes O1 . C14 . 1.2128(19) yes O2 . C17 . 1.2146(18) yes O3 . C4 . 1.3804(17) yes C1 . C2 . 1.5411(19) yes C1 . C6 . 1.546(2) yes C1 . C9 . 1.5293(19) yes C1 . C17 . 1.5264(18) yes C2 . C3 . 1.5344(19) yes C2 . C12 . 1.5606(19) yes C2 . C14 . 1.528(2) yes C3 . C4 . 1.498(2) yes C3 . H31 . 1.000 no C3 . H32 . 1.000 no C4 . C5 . 1.323(2) yes C5 . C6 . 1.507(2) yes C5 . H51 . 1.000 no C6 . C7 . 1.558(2) yes C6 . H61 . 1.000 no C7 . C8 . 1.548(2) yes C7 . H71 . 1.000 no C7 . H72 . 1.000 no C8 . C9 . 1.528(2) yes C8 . H81 . 1.000 no C8 . H82 . 1.000 no C9 . C10 . 1.501(2) yes C9 . H91 . 1.000 no C10 . C11 . 1.328(2) yes C10 . H101 . 1.000 no C11 . C12 . 1.516(2) yes C11 . C13 . 1.507(2) yes C12 . H121 . 1.000 no C12 . H122 . 1.000 no C13 . H131 . 1.000 no C13 . H132 . 1.000 no C13 . H133 . 1.000 no C14 . C15 . 1.496(2) yes C15 . C16 . 1.398(2) yes C15 . C18 . 1.394(2) yes C16 . C17 . 1.489(2) yes C16 . C21 . 1.398(2) yes C18 . C19 . 1.389(3) yes C18 . H181 . 1.000 no C19 . C20 . 1.379(3) yes C19 . H191 . 1.000 no C20 . C21 . 1.382(2) yes C20 . H201 . 1.000 no C21 . H211 . 1.000 no C22 . H221 . 1.000 no C22 . H222 . 1.000 no C22 . H223 . 1.000 no C23 . H231 . 1.000 no C23 . H232 . 1.000 no C23 . H233 . 1.000 no C24 . C25 . 1.530(2) yes C24 . C26 . 1.529(3) yes C24 . C27 . 1.529(3) yes C25 . H251 . 1.000 no C25 . H252 . 1.000 no C25 . H253 . 1.000 no C26 . H261 . 1.000 no C26 . H262 . 1.000 no C26 . H263 . 1.000 no C27 . H271 . 1.000 no C27 . H272 . 1.000 no C27 . H273 . 1.000 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O3 . Si1 . C22 . 110.6(1) yes O3 . Si1 . C23 . 108.66(9) yes C22 . Si1 . C23 . 109.51(14) yes O3 . Si1 . C24 . 103.93(7) yes C22 . Si1 . C24 . 111.95(11) yes C23 . Si1 . C24 . 112.1(1) yes Si1 . O3 . C4 . 128.1(1) yes C2 . C1 . C6 . 115.59(11) yes C2 . C1 . C9 . 109.58(11) yes C6 . C1 . C9 . 101.90(11) yes C2 . C1 . C17 . 110.06(11) yes C6 . C1 . C17 . 106.81(11) yes C9 . C1 . C17 . 112.75(12) yes C1 . C2 . C3 . 110.07(11) yes C1 . C2 . C12 . 107.95(11) yes C3 . C2 . C12 . 110.73(11) yes C1 . C2 . C14 . 111.76(11) yes C3 . C2 . C14 . 109.23(12) yes C12 . C2 . C14 . 107.06(12) yes C2 . C3 . C4 . 112.43(12) yes C2 . C3 . H31 . 109.04(8) no C4 . C3 . H31 . 108.61(8) no C2 . C3 . H32 . 108.63(8) no C4 . C3 . H32 . 108.61(8) no H31 . C3 . H32 . 109.467 no O3 . C4 . C3 . 114.10(13) yes O3 . C4 . C5 . 121.40(14) yes C3 . C4 . C5 . 124.33(13) yes C4 . C5 . C6 . 124.58(14) yes C4 . C5 . H51 . 117.45(9) no C6 . C5 . H51 . 117.97(8) no C1 . C6 . C5 . 111.34(12) yes C1 . C6 . C7 . 103.21(12) yes C5 . C6 . C7 . 112.89(13) yes C1 . C6 . H61 . 113.10(7) no C5 . C6 . H61 . 104.00(8) no C7 . C6 . H61 . 112.59(8) no C6 . C7 . C8 . 107.59(12) yes C6 . C7 . H71 . 109.85(8) no C8 . C7 . H71 . 109.58(8) no C6 . C7 . H72 . 110.02(8) no C8 . C7 . H72 . 110.30(9) no H71 . C7 . H72 . 109.466 no C7 . C8 . C9 . 103.45(12) yes C7 . C8 . H81 . 111.41(8) no C9 . C8 . H81 . 110.86(8) no C7 . C8 . H82 . 110.70(9) no C9 . C8 . H82 . 110.86(8) no H81 . C8 . H82 . 109.466 no C1 . C9 . C8 . 104.62(12) yes C1 . C9 . C10 . 110.96(12) yes C8 . C9 . C10 . 122.41(13) yes C1 . C9 . H91 . 116.88(7) no C8 . C9 . H91 . 104.57(8) no C10 . C9 . H91 . 97.90(8) no C9 . C10 . C11 . 121.40(14) yes C9 . C10 . H101 . 119.34(8) no C11 . C10 . H101 . 119.26(9) no C10 . C11 . C12 . 122.80(14) yes C10 . C11 . C13 . 123.07(15) yes C12 . C11 . C13 . 114.11(15) yes C2 . C12 . C11 . 115.98(12) yes C2 . C12 . H121 . 108.26(8) no C11 . C12 . H121 . 107.99(8) no C2 . C12 . H122 . 107.51(7) no C11 . C12 . H122 . 107.53(8) no H121 . C12 . H122 . 109.466 no C11 . C13 . H131 . 109.7(1) no C11 . C13 . H132 . 108.68(11) no H131 . C13 . H132 . 109.476 no C11 . C13 . H133 . 110.0(1) no H131 . C13 . H133 . 109.476 no H132 . C13 . H133 . 109.476 no O1 . C14 . C2 . 121.81(14) yes O1 . C14 . C15 . 120.73(14) yes C2 . C14 . C15 . 117.43(13) yes C14 . C15 . C16 . 120.55(13) yes C14 . C15 . C18 . 119.87(15) yes C16 . C15 . C18 . 119.58(15) yes C15 . C16 . C17 . 121.06(13) yes C15 . C16 . C21 . 119.65(14) yes C17 . C16 . C21 . 119.29(14) yes O2 . C17 . C1 . 123.58(13) yes O2 . C17 . C16 . 119.78(13) yes C1 . C17 . C16 . 116.60(12) yes C15 . C18 . C19 . 120.12(17) yes C15 . C18 . H181 . 119.5(1) no C19 . C18 . H181 . 120.39(11) no C18 . C19 . C20 . 120.10(16) yes C18 . C19 . H191 . 119.86(11) no C20 . C19 . H191 . 120.0(1) no C19 . C20 . C21 . 120.53(16) yes C19 . C20 . H201 . 119.7(1) no C21 . C20 . H201 . 119.74(11) no C16 . C21 . C20 . 119.98(16) yes C16 . C21 . H211 . 119.6(1) no C20 . C21 . H211 . 120.44(11) no Si1 . C22 . H221 . 109.58(9) no Si1 . C22 . H222 . 109.02(11) no H221 . C22 . H222 . 109.475 no Si1 . C22 . H223 . 109.81(9) no H221 . C22 . H223 . 109.476 no H222 . C22 . H223 . 109.475 no Si1 . C23 . H231 . 109.39(7) no Si1 . C23 . H232 . 109.13(8) no H231 . C23 . H232 . 109.475 no Si1 . C23 . H233 . 109.87(8) no H231 . C23 . H233 . 109.476 no H232 . C23 . H233 . 109.477 no Si1 . C24 . C25 . 110.38(13) yes Si1 . C24 . C26 . 110.18(13) yes C25 . C24 . C26 . 108.74(17) yes Si1 . C24 . C27 . 110.30(12) yes C25 . C24 . C27 . 109.03(18) yes C26 . C24 . C27 . 108.18(16) yes C24 . C25 . H251 . 109.4(1) no C24 . C25 . H252 . 109.23(13) no H251 . C25 . H252 . 109.476 no C24 . C25 . H253 . 109.74(13) no H251 . C25 . H253 . 109.475 no H252 . C25 . H253 . 109.477 no C24 . C26 . H261 . 109.09(11) no C24 . C26 . H262 . 109.93(11) no H261 . C26 . H262 . 109.475 no C24 . C26 . H263 . 109.38(11) no H261 . C26 . H263 . 109.475 no H262 . C26 . H263 . 109.477 no C24 . C27 . H271 . 110.0(1) no C24 . C27 . H272 . 109.35(11) no H271 . C27 . H272 . 109.476 no C24 . C27 . H273 . 109.07(11) no H271 . C27 . H273 . 109.476 no H272 . C27 . H273 . 109.477 no