data_jfa-6-96 _audit_creation_method SHELXL-97 _publ_contact_author_name 'Prof. Ken Feldman, Joshua F. Antoline' _publ_contact_author_address ; 426 Chemistry Building Pennsylvania State University University Pak, PA, 16802, USA ; _publ_contact_author_e-mail 'ksf@chem.psu.edu' _publ_contact_author_phone '+1 (814) 863 4654' _publ_requested_journal 'Organic Letters, Journal of Organic Chemistry' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C29 H42 Br N O4 Si' _chemical_formula_sum 'C29 H42 Br N O4 Si' _chemical_formula_weight 576.64 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' 'N' 'N' 0.0061 0.0033 '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' 'Br' 'Br' -0.2901 2.4595 '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 8.533(4) _cell_length_b 12.505(5) _cell_length_c 14.664(6) _cell_angle_alpha 72.580(7) _cell_angle_beta 77.245(6) _cell_angle_gamma 78.328(6) _cell_volume 1440.3(11) _cell_formula_units_Z 2 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 2022 _cell_measurement_theta_min 2.474 _cell_measurement_theta_max 24.214 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.330 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 608 _exptl_absorpt_coefficient_mu 1.502 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.522 _exptl_absorpt_correction_T_max 0.821 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_reflns_number 21654 _diffrn_reflns_av_R_equivalents 0.0437 _diffrn_reflns_av_sigmaI/netI 0.0601 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 28.27 _reflns_number_total 7066 _reflns_number_gt 4654 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.1496P)^2^+1.4530P] 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 ride _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7066 _refine_ls_number_parameters 332 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1186 _refine_ls_R_factor_gt 0.0809 _refine_ls_wR_factor_ref 0.2617 _refine_ls_wR_factor_gt 0.2359 _refine_ls_goodness_of_fit_ref 1.096 _refine_ls_restrained_S_all 1.096 _refine_ls_shift/su_max 0.070 _refine_ls_shift/su_mean 0.002 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 Br1 Br 0.84324(8) 0.83412(6) -0.32036(4) 0.0549(2) Uani 1 1 d . . . C1 C 0.9897(6) 0.8312(4) -0.2377(3) 0.0318(9) Uani 1 1 d . . . C2 C 1.1533(6) 0.8033(4) -0.2762(4) 0.0403(11) Uani 1 1 d . . . H2 H 1.1812 0.7864 -0.3373 0.048 Uiso 1 1 calc R . . C3 C 1.2737(6) 0.8002(4) -0.2266(4) 0.0411(12) Uani 1 1 d . . . H3 H 1.3843 0.7798 -0.2525 0.049 Uiso 1 1 calc R . . C4 C 1.2331(5) 0.8268(4) -0.1385(4) 0.0353(10) Uani 1 1 d . . . H4 H 1.3156 0.8266 -0.1042 0.042 Uiso 1 1 calc R . . C5 C 1.0698(5) 0.8541(3) -0.1005(3) 0.0266(8) Uani 1 1 d . . . H5 H 1.0439 0.8741 -0.0407 0.032 Uiso 1 1 calc R . . C6 C 0.9417(5) 0.8534(3) -0.1464(3) 0.0241(8) Uani 1 1 d . . . C7 C 0.7649(4) 0.8741(3) -0.0936(3) 0.0230(8) Uani 1 1 d . . . C8 C 0.6569(5) 0.9738(4) -0.1530(4) 0.0325(10) Uani 1 1 d . . . H8A H 0.6869 0.9795 -0.2233 0.039 Uiso 1 1 calc R . . H8B H 0.5403 0.9662 -0.1316 0.039 Uiso 1 1 calc R . . C9 C 0.6966(6) 1.0764(4) -0.1292(3) 0.0320(9) Uani 1 1 d . . . H9A H 0.7935 1.1044 -0.1742 0.038 Uiso 1 1 calc R . . H9B H 0.6039 1.1387 -0.1348 0.038 Uiso 1 1 calc R . . C10 C 0.7612(4) 0.9279(3) -0.0108(3) 0.0231(8) Uani 1 1 d . . . C11 C 0.7701(4) 0.8393(3) 0.0801(3) 0.0239(8) Uani 1 1 d . . . C12 C 0.7340(4) 0.7464(3) 0.0680(3) 0.0250(8) Uani 1 1 d . . . H12 H 0.7343 0.6765 0.1169 0.030 Uiso 1 1 calc R . . C13 C 0.6924(4) 0.7624(3) -0.0307(3) 0.0241(8) Uani 1 1 d . . . H13 H 0.5717 0.7830 -0.0234 0.029 Uiso 1 1 calc R . . C14 C 0.7330(4) 0.6541(3) -0.0637(3) 0.0243(8) Uani 1 1 d . . . C15 C 0.9437(5) 0.5313(4) -0.1319(4) 0.0346(10) Uani 1 1 d . . . H15A H 1.0315 0.4752 -0.1032 0.042 Uiso 1 1 calc R . . H15B H 0.9820 0.5597 -0.2025 0.042 Uiso 1 1 calc R . . C16 C 0.6690(5) 0.5657(4) -0.1694(4) 0.0352(10) Uani 1 1 d . . . H16A H 0.7072 0.5784 -0.2402 0.042 Uiso 1 1 calc R . . H16B H 0.5619 0.5392 -0.1532 0.042 Uiso 1 1 calc R . . C17 C 0.7906(5) 0.4766(4) -0.1139(4) 0.0320(10) Uani 1 1 d . . . C18 C 0.7230(5) 0.4571(4) -0.0065(4) 0.0321(10) Uani 1 1 d . . . H18A H 0.6298 0.4147 0.0110 0.038 Uiso 1 1 calc R . . H18B H 0.8075 0.4122 0.0320 0.038 Uiso 1 1 calc R . . C19 C 0.8258(6) 0.3663(4) -0.1442(5) 0.0440(13) Uani 1 1 d . . . H19A H 0.9019 0.3115 -0.1056 0.066 Uiso 1 1 calc R . . H19B H 0.8737 0.3811 -0.2131 0.066 Uiso 1 1 calc R . . H19C H 0.7243 0.3354 -0.1331 0.066 Uiso 1 1 calc R . . C20 C 0.7990(5) 0.8567(3) 0.1718(3) 0.0272(8) Uani 1 1 d . . . H20A H 0.9073 0.8801 0.1607 0.033 Uiso 1 1 calc R . . H20B H 0.7161 0.9177 0.1907 0.033 Uiso 1 1 calc R . . C21 C 0.5803(10) 0.6039(6) 0.3707(5) 0.071(2) Uani 1 1 d . . . H21 H 0.5219 0.5832 0.4392 0.085 Uiso 1 1 calc R . . C22 C 0.4509(11) 0.6376(8) 0.3068(7) 0.086(2) Uani 1 1 d . . . H22A H 0.5027 0.6559 0.2384 0.129 Uiso 1 1 calc R . . H22B H 0.3769 0.7041 0.3204 0.129 Uiso 1 1 calc R . . H22C H 0.3896 0.5746 0.3204 0.129 Uiso 1 1 calc R . . C23 C 0.7044(14) 0.4988(7) 0.3571(7) 0.107(4) Uani 1 1 d . . . H23A H 0.6651 0.4304 0.4020 0.161 Uiso 1 1 calc R . . H23B H 0.8092 0.5054 0.3704 0.161 Uiso 1 1 calc R . . H23C H 0.7176 0.4941 0.2902 0.161 Uiso 1 1 calc R . . C24 C 0.8537(11) 0.6716(9) 0.4348(6) 0.083(2) Uani 1 1 d . . . H24 H 0.9179 0.6040 0.4140 0.100 Uiso 1 1 calc R . . C25 C 0.971(2) 0.7547(11) 0.4176(7) 0.162(7) Uani 1 1 d . . . H25A H 0.9119 0.8319 0.4067 0.243 Uiso 1 1 calc R . . H25B H 1.0541 0.7487 0.3606 0.243 Uiso 1 1 calc R . . H25C H 1.0237 0.7371 0.4746 0.243 Uiso 1 1 calc R . . C26 C 0.7844(14) 0.6292(12) 0.5437(7) 0.125(4) Uani 1 1 d . . . H26A H 0.8721 0.6119 0.5815 0.188 Uiso 1 1 calc R . . H26B H 0.7360 0.5607 0.5549 0.188 Uiso 1 1 calc R . . H26C H 0.7012 0.6882 0.5638 0.188 Uiso 1 1 calc R . . C27 C 0.5394(7) 0.8458(5) 0.3856(4) 0.0491(13) Uani 1 1 d . . . H27 H 0.4774 0.8705 0.3306 0.059 Uiso 1 1 calc R . . C28 C 0.6103(15) 0.9498(8) 0.3853(7) 0.110(4) Uani 1 1 d . . . H28A H 0.5278 1.0172 0.3741 0.166 Uiso 1 1 calc R . . H28B H 0.7050 0.9608 0.3335 0.166 Uiso 1 1 calc R . . H28C H 0.6431 0.9376 0.4480 0.166 Uiso 1 1 calc R . . C29 C 0.4189(11) 0.8195(7) 0.4755(6) 0.085(3) Uani 1 1 d . . . H29A H 0.4722 0.8040 0.5318 0.128 Uiso 1 1 calc R . . H29B H 0.3723 0.7528 0.4785 0.128 Uiso 1 1 calc R . . H29C H 0.3323 0.8843 0.4758 0.128 Uiso 1 1 calc R . . N1 N 0.7278(4) 1.0356(3) -0.0291(3) 0.0271(7) Uani 1 1 d . . . O1 O 0.6541(4) 0.6704(3) -0.1425(3) 0.0331(7) Uani 1 1 d . . . O2 O 0.6710(3) 0.5671(2) 0.0144(2) 0.0300(7) Uani 1 1 d . . . O3 O 0.9013(3) 0.6243(2) -0.0869(2) 0.0294(7) Uani 1 1 d . . . O4 O 0.7907(4) 0.7552(3) 0.2475(2) 0.0373(8) Uani 1 1 d . . . Si1 Si 0.7036(2) 0.72883(14) 0.36014(12) 0.0591(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Br1 0.0658(4) 0.0761(5) 0.0382(3) -0.0292(3) -0.0105(3) -0.0223(3) C1 0.040(2) 0.028(2) 0.032(2) -0.0138(18) -0.0043(18) -0.0071(18) C2 0.047(3) 0.033(3) 0.038(3) -0.016(2) 0.011(2) -0.009(2) C3 0.029(2) 0.034(3) 0.052(3) -0.014(2) 0.007(2) 0.0001(18) C4 0.026(2) 0.031(2) 0.047(3) -0.009(2) -0.0052(19) -0.0019(17) C5 0.0239(19) 0.023(2) 0.033(2) -0.0086(17) -0.0061(16) -0.0010(15) C6 0.0248(18) 0.0174(19) 0.032(2) -0.0099(16) -0.0050(16) -0.0014(14) C7 0.0192(17) 0.022(2) 0.031(2) -0.0106(16) -0.0089(15) 0.0011(14) C8 0.033(2) 0.026(2) 0.041(3) -0.0089(19) -0.0169(19) 0.0008(17) C9 0.035(2) 0.023(2) 0.037(2) -0.0089(18) -0.0120(19) 0.0059(17) C10 0.0171(16) 0.022(2) 0.032(2) -0.0128(17) -0.0058(15) 0.0017(14) C11 0.0186(17) 0.022(2) 0.030(2) -0.0100(16) -0.0051(15) 0.0035(14) C12 0.0185(17) 0.023(2) 0.034(2) -0.0090(17) -0.0052(15) 0.0001(14) C13 0.0157(16) 0.022(2) 0.039(2) -0.0147(17) -0.0069(15) 0.0007(14) C14 0.0166(16) 0.023(2) 0.038(2) -0.0123(17) -0.0105(16) 0.0003(14) C15 0.0221(19) 0.031(2) 0.057(3) -0.025(2) -0.0067(19) 0.0034(16) C16 0.032(2) 0.033(2) 0.050(3) -0.024(2) -0.015(2) 0.0044(18) C17 0.0234(19) 0.027(2) 0.053(3) -0.023(2) -0.0106(19) 0.0031(16) C18 0.0248(19) 0.021(2) 0.056(3) -0.015(2) -0.0139(19) -0.0014(15) C19 0.038(2) 0.034(3) 0.072(4) -0.032(3) -0.018(2) 0.004(2) C20 0.036(2) 0.020(2) 0.027(2) -0.0089(16) -0.0061(17) -0.0024(16) C21 0.096(5) 0.049(4) 0.054(4) -0.012(3) 0.009(4) -0.006(4) C22 0.086(5) 0.096(6) 0.091(6) -0.043(5) -0.005(5) -0.031(5) C23 0.153(9) 0.041(4) 0.089(6) -0.009(4) 0.028(6) 0.005(5) C24 0.086(5) 0.107(7) 0.058(4) -0.011(4) -0.031(4) -0.012(5) C25 0.311(19) 0.173(11) 0.049(5) 0.018(6) -0.062(8) -0.179(13) C26 0.121(8) 0.176(12) 0.055(5) -0.010(6) -0.028(5) 0.013(8) C27 0.052(3) 0.046(3) 0.049(3) -0.019(3) -0.005(3) 0.000(2) C28 0.183(11) 0.065(5) 0.080(6) -0.036(5) 0.032(6) -0.045(6) C29 0.101(6) 0.058(4) 0.070(5) -0.018(4) 0.026(4) 0.007(4) N1 0.0277(17) 0.0207(18) 0.0332(19) -0.0103(14) -0.0064(14) 0.0021(13) O1 0.0329(15) 0.0273(16) 0.048(2) -0.0206(14) -0.0219(14) 0.0071(12) O2 0.0272(14) 0.0220(15) 0.0454(19) -0.0164(13) -0.0041(13) -0.0048(11) O3 0.0155(12) 0.0246(15) 0.052(2) -0.0188(14) -0.0063(12) 0.0006(10) O4 0.055(2) 0.0243(16) 0.0299(17) -0.0077(13) -0.0077(15) 0.0023(14) Si1 0.0733(11) 0.0371(9) 0.0337(8) 0.0063(6) 0.0127(7) 0.0188(7) _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 Br1 C1 1.912(5) . ? C1 C2 1.401(7) . ? C1 C6 1.404(6) . ? C2 C3 1.373(8) . ? C2 H2 0.9500 . ? C3 C4 1.383(8) . ? C3 H3 0.9500 . ? C4 C5 1.395(6) . ? C4 H4 0.9500 . ? C5 C6 1.407(5) . ? C5 H5 0.9500 . ? C6 C7 1.545(5) . ? C7 C10 1.546(6) . ? C7 C8 1.550(6) . ? C7 C13 1.584(6) . ? C8 C9 1.541(6) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 N1 1.468(6) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 N1 1.276(5) . ? C10 C11 1.462(6) . ? C11 C12 1.329(6) . ? C11 C20 1.503(6) . ? C12 C13 1.512(6) . ? C12 H12 0.9500 . ? C13 C14 1.522(6) . ? C13 H13 1.0000 . ? C14 O3 1.400(5) . ? C14 O1 1.406(5) . ? C14 O2 1.412(5) . ? C15 O3 1.451(5) . ? C15 C17 1.532(6) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 O1 1.451(5) . ? C16 C17 1.531(6) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.516(7) . ? C17 C19 1.526(6) . ? C18 O2 1.459(5) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 O4 1.416(5) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.518(12) . ? C21 C23 1.545(11) . ? C21 Si1 2.005(8) . ? C21 H21 1.0000 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 C25 1.518(12) . ? C24 C26 1.544(12) . ? C24 Si1 1.769(8) . ? C24 H24 1.0000 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C29 1.476(9) . ? C27 C28 1.539(11) . ? C27 Si1 1.874(6) . ? C27 H27 1.0000 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? O4 Si1 1.619(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 C2 C1 C6 122.0(4) . . ? C2 C1 Br1 113.6(4) . . ? C6 C1 Br1 124.5(3) . . ? C3 C2 C1 120.6(5) . . ? C3 C2 H2 119.7 . . ? C1 C2 H2 119.7 . . ? C2 C3 C4 119.7(4) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? C3 C4 C5 119.3(4) . . ? C3 C4 H4 120.3 . . ? C5 C4 H4 120.3 . . ? C4 C5 C6 123.2(4) . . ? C4 C5 H5 118.4 . . ? C6 C5 H5 118.4 . . ? C1 C6 C5 115.1(4) . . ? C1 C6 C7 125.9(4) . . ? C5 C6 C7 119.0(4) . . ? C6 C7 C10 109.5(3) . . ? C6 C7 C8 113.7(4) . . ? C10 C7 C8 96.9(3) . . ? C6 C7 C13 114.4(3) . . ? C10 C7 C13 98.7(3) . . ? C8 C7 C13 120.1(3) . . ? C9 C8 C7 101.8(3) . . ? C9 C8 H8A 111.4 . . ? C7 C8 H8A 111.4 . . ? C9 C8 H8B 111.4 . . ? C7 C8 H8B 111.4 . . ? H8A C8 H8B 109.3 . . ? N1 C9 C8 106.0(4) . . ? N1 C9 H9A 110.5 . . ? C8 C9 H9A 110.5 . . ? N1 C9 H9B 110.5 . . ? C8 C9 H9B 110.5 . . ? H9A C9 H9B 108.7 . . ? N1 C10 C11 132.0(4) . . ? N1 C10 C7 117.3(4) . . ? C11 C10 C7 109.8(3) . . ? C12 C11 C10 107.4(4) . . ? C12 C11 C20 127.6(4) . . ? C10 C11 C20 124.8(4) . . ? C11 C12 C13 113.8(4) . . ? C11 C12 H12 123.1 . . ? C13 C12 H12 123.1 . . ? C12 C13 C14 113.1(3) . . ? C12 C13 C7 102.9(3) . . ? C14 C13 C7 121.7(3) . . ? C12 C13 H13 106.0 . . ? C14 C13 H13 106.0 . . ? C7 C13 H13 106.0 . . ? O3 C14 O1 112.3(4) . . ? O3 C14 O2 108.7(3) . . ? O1 C14 O2 109.2(3) . . ? O3 C14 C13 110.8(3) . . ? O1 C14 C13 108.3(3) . . ? O2 C14 C13 107.3(3) . . ? O3 C15 C17 107.3(3) . . ? O3 C15 H15A 110.3 . . ? C17 C15 H15A 110.3 . . ? O3 C15 H15B 110.3 . . ? C17 C15 H15B 110.3 . . ? H15A C15 H15B 108.5 . . ? O1 C16 C17 108.7(3) . . ? O1 C16 H16A 110.0 . . ? C17 C16 H16A 110.0 . . ? O1 C16 H16B 110.0 . . ? C17 C16 H16B 110.0 . . ? H16A C16 H16B 108.3 . . ? C18 C17 C19 111.5(4) . . ? C18 C17 C16 107.7(4) . . ? C19 C17 C16 112.5(4) . . ? C18 C17 C15 106.3(4) . . ? C19 C17 C15 112.2(4) . . ? C16 C17 C15 106.2(4) . . ? O2 C18 C17 108.4(4) . . ? O2 C18 H18A 110.0 . . ? C17 C18 H18A 110.0 . . ? O2 C18 H18B 110.0 . . ? C17 C18 H18B 110.0 . . ? H18A C18 H18B 108.4 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? O4 C20 C11 110.1(3) . . ? O4 C20 H20A 109.6 . . ? C11 C20 H20A 109.6 . . ? O4 C20 H20B 109.6 . . ? C11 C20 H20B 109.6 . . ? H20A C20 H20B 108.1 . . ? C22 C21 C23 114.7(8) . . ? C22 C21 Si1 114.3(5) . . ? C23 C21 Si1 108.2(6) . . ? C22 C21 H21 106.3 . . ? C23 C21 H21 106.3 . . ? Si1 C21 H21 106.3 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C25 C24 C26 111.4(8) . . ? C25 C24 Si1 110.8(7) . . ? C26 C24 Si1 114.0(7) . . ? C25 C24 H24 106.7 . . ? C26 C24 H24 106.7 . . ? Si1 C24 H24 106.7 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C29 C27 C28 107.3(6) . . ? C29 C27 Si1 117.8(5) . . ? C28 C27 Si1 111.5(6) . . ? C29 C27 H27 106.5 . . ? C28 C27 H27 106.5 . . ? Si1 C27 H27 106.5 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C10 N1 C9 106.4(4) . . ? C14 O1 C16 111.3(3) . . ? C14 O2 C18 110.9(3) . . ? C14 O3 C15 112.2(3) . . ? C20 O4 Si1 132.7(3) . . ? O4 Si1 C24 109.2(3) . . ? O4 Si1 C27 112.6(2) . . ? C24 Si1 C27 120.5(4) . . ? O4 Si1 C21 101.7(3) . . ? C24 Si1 C21 107.5(4) . . ? C27 Si1 C21 103.3(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 -2.0(7) . . . . ? Br1 C1 C2 C3 178.5(4) . . . . ? C1 C2 C3 C4 -1.2(7) . . . . ? C2 C3 C4 C5 1.4(7) . . . . ? C3 C4 C5 C6 1.6(7) . . . . ? C2 C1 C6 C5 4.7(6) . . . . ? Br1 C1 C6 C5 -175.9(3) . . . . ? C2 C1 C6 C7 -174.1(4) . . . . ? Br1 C1 C6 C7 5.3(6) . . . . ? C4 C5 C6 C1 -4.5(6) . . . . ? C4 C5 C6 C7 174.4(4) . . . . ? C1 C6 C7 C10 -164.1(4) . . . . ? C5 C6 C7 C10 17.1(5) . . . . ? C1 C6 C7 C8 -57.0(5) . . . . ? C5 C6 C7 C8 124.2(4) . . . . ? C1 C6 C7 C13 86.2(5) . . . . ? C5 C6 C7 C13 -92.6(4) . . . . ? C6 C7 C8 C9 -84.3(4) . . . . ? C10 C7 C8 C9 30.5(4) . . . . ? C13 C7 C8 C9 134.7(4) . . . . ? C7 C8 C9 N1 -33.0(4) . . . . ? C6 C7 C10 N1 96.1(4) . . . . ? C8 C7 C10 N1 -22.1(4) . . . . ? C13 C7 C10 N1 -144.0(3) . . . . ? C6 C7 C10 C11 -93.8(4) . . . . ? C8 C7 C10 C11 148.0(3) . . . . ? C13 C7 C10 C11 26.0(4) . . . . ? N1 C10 C11 C12 151.4(4) . . . . ? C7 C10 C11 C12 -16.7(4) . . . . ? N1 C10 C11 C20 -23.3(7) . . . . ? C7 C10 C11 C20 168.7(3) . . . . ? C10 C11 C12 C13 -1.6(5) . . . . ? C20 C11 C12 C13 172.9(4) . . . . ? C11 C12 C13 C14 151.3(3) . . . . ? C11 C12 C13 C7 18.2(4) . . . . ? C6 C7 C13 C12 91.2(4) . . . . ? C10 C7 C13 C12 -24.9(3) . . . . ? C8 C7 C13 C12 -128.1(4) . . . . ? C6 C7 C13 C14 -36.7(5) . . . . ? C10 C7 C13 C14 -152.8(3) . . . . ? C8 C7 C13 C14 104.0(4) . . . . ? C12 C13 C14 O3 -70.9(4) . . . . ? C7 C13 C14 O3 52.4(5) . . . . ? C12 C13 C14 O1 165.4(3) . . . . ? C7 C13 C14 O1 -71.3(4) . . . . ? C12 C13 C14 O2 47.6(4) . . . . ? C7 C13 C14 O2 170.9(3) . . . . ? O1 C16 C17 C18 61.8(5) . . . . ? O1 C16 C17 C19 -174.9(4) . . . . ? O1 C16 C17 C15 -51.7(5) . . . . ? O3 C15 C17 C18 -49.0(5) . . . . ? O3 C15 C17 C19 -171.1(4) . . . . ? O3 C15 C17 C16 65.5(5) . . . . ? C19 C17 C18 O2 -172.1(3) . . . . ? C16 C17 C18 O2 -48.1(4) . . . . ? C15 C17 C18 O2 65.4(4) . . . . ? C12 C11 C20 O4 3.0(6) . . . . ? C10 C11 C20 O4 176.5(3) . . . . ? C11 C10 N1 C9 -165.5(4) . . . . ? C7 C10 N1 C9 1.8(5) . . . . ? C8 C9 N1 C10 20.0(4) . . . . ? O3 C14 O1 C16 65.1(4) . . . . ? O2 C14 O1 C16 -55.6(4) . . . . ? C13 C14 O1 C16 -172.1(3) . . . . ? C17 C16 O1 C14 -9.6(5) . . . . ? O3 C14 O2 C18 -52.6(4) . . . . ? O1 C14 O2 C18 70.3(4) . . . . ? C13 C14 O2 C18 -172.5(3) . . . . ? C17 C18 O2 C14 -13.9(4) . . . . ? O1 C14 O3 C15 -50.3(5) . . . . ? O2 C14 O3 C15 70.7(4) . . . . ? C13 C14 O3 C15 -171.6(4) . . . . ? C17 C15 O3 C14 -15.1(5) . . . . ? C11 C20 O4 Si1 -135.3(4) . . . . ? C20 O4 Si1 C24 -117.3(5) . . . . ? C20 O4 Si1 C27 19.3(5) . . . . ? C20 O4 Si1 C21 129.2(5) . . . . ? C25 C24 Si1 O4 60.5(9) . . . . ? C26 C24 Si1 O4 -172.9(8) . . . . ? C25 C24 Si1 C27 -72.1(9) . . . . ? C26 C24 Si1 C27 54.5(10) . . . . ? C25 C24 Si1 C21 170.1(8) . . . . ? C26 C24 Si1 C21 -63.3(9) . . . . ? C29 C27 Si1 O4 161.8(6) . . . . ? C28 C27 Si1 O4 -73.5(6) . . . . ? C29 C27 Si1 C24 -67.0(7) . . . . ? C28 C27 Si1 C24 57.7(7) . . . . ? C29 C27 Si1 C21 52.9(7) . . . . ? C28 C27 Si1 C21 177.6(6) . . . . ? C22 C21 Si1 O4 -62.6(6) . . . . ? C23 C21 Si1 O4 66.6(6) . . . . ? C22 C21 Si1 C24 -177.3(6) . . . . ? C23 C21 Si1 C24 -48.1(7) . . . . ? C22 C21 Si1 C27 54.3(6) . . . . ? C23 C21 Si1 C27 -176.6(6) . . . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 28.27 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 2.075 _refine_diff_density_min -1.763 _refine_diff_density_rms 0.123