# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? _publ_requested_category FO _publ_contact_author_name 'Daniel Fortin' _publ_contact_author_email Daniel.Fortin@usherbrooke.ca loop_ _publ_author_name 'Tommy Kenny' 'Shawkat M. Aly' 'Daniel Fortin' 'Pierre D. Harvey' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2009-11-20 at 11:08:02 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\wingx\files\archive.dat # CIF files read : tk172f1 data_tk172f1 _database_code_depnum_ccdc_archive 'CCDC 901520' #TrackingRef '- 8a_13.cif' _audit_creation_date 2009-11-20T11:08:02-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C18 H18 N Si' _chemical_formula_weight 276.42 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _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 5.869(2) _cell_length_b 7.691(3) _cell_length_c 18.82(2) _cell_angle_alpha 95.74(5) _cell_angle_beta 96.48(5) _cell_angle_gamma 106.40(3) _cell_volume 802.0(9) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 20 _cell_measurement_theta_min 30 _cell_measurement_theta_max 35 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description Plate _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.5 _exptl_crystal_size_min 0.05 _exptl_crystal_density_diffrn 1.145 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 294 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.19 _exptl_absorpt_correction_type Psi-scan _exptl_absorpt_process_details Empirical _exptl_absorpt_correction_T_min 0.5875 _exptl_absorpt_correction_T_max 0.9429 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54176 _diffrn_radiation_type CuK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type CAD4 _diffrn_measurement_method Omega _diffrn_standards_number 1 _diffrn_standards_interval_count 100 _diffrn_standards_decay_% 10 _diffrn_reflns_av_R_equivalents 0 _diffrn_reflns_av_unetI/netI 0.0585 _diffrn_reflns_number 2949 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.39 _diffrn_reflns_theta_max 70.11 _diffrn_reflns_theta_full 70 _diffrn_measured_fraction_theta_full 0.969 _diffrn_measured_fraction_theta_max 0.968 _reflns_number_total 2949 _reflns_number_gt 1129 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection Difrac _computing_cell_refinement Difrac _computing_data_reduction NRCVAX _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.1252P)^2^+0.0000P] 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 none _refine_ls_extinction_method none _refine_ls_number_reflns 2949 _refine_ls_number_parameters 189 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1946 _refine_ls_R_factor_gt 0.0845 _refine_ls_wR_factor_ref 0.2447 _refine_ls_wR_factor_gt 0.1968 _refine_ls_goodness_of_fit_ref 0.913 _refine_ls_restrained_S_all 0.913 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.202 _refine_diff_density_min -0.27 _refine_diff_density_rms 0.052 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 H18 H 0.692(10) 0.779(7) 0.173(3) 0.149(19) Uiso 1 1 d . . . H17 H 0.763(8) 0.880(6) 0.060(2) 0.087(13) Uiso 1 1 d . . . C1 C 0.2224(11) -0.4219(11) 0.4370(4) 0.167(3) Uani 1 1 d . . . H1A H 0.2909 -0.4943 0.4666 0.25 Uiso 1 1 calc R . . H1B H 0.0902 -0.5007 0.4031 0.25 Uiso 1 1 calc R . . H1C H 0.1664 -0.3388 0.4669 0.25 Uiso 1 1 calc R . . C2 C 0.7099(10) -0.1359(9) 0.4513(3) 0.161(3) Uani 1 1 d . . . H2A H 0.7816 -0.2071 0.4807 0.241 Uiso 1 1 calc R . . H2B H 0.6542 -0.0533 0.4816 0.241 Uiso 1 1 calc R . . H2C H 0.8268 -0.0672 0.4249 0.241 Uiso 1 1 calc R . . C3 C 0.5632(9) -0.4469(8) 0.3274(3) 0.141(2) Uani 1 1 d . . . H3A H 0.6352 -0.5193 0.3561 0.211 Uiso 1 1 calc R . . H3B H 0.6803 -0.3763 0.3015 0.211 Uiso 1 1 calc R . . H3C H 0.4307 -0.5259 0.2937 0.211 Uiso 1 1 calc R . . C4 C 0.3180(9) -0.1556(8) 0.3324(3) 0.1187(19) Uani 1 1 d . . . C5 C 0.2307(9) -0.0602(7) 0.2963(3) 0.1129(18) Uani 1 1 d . . . C6 C 0.1345(8) 0.0524(7) 0.2535(4) 0.1063(17) Uani 1 1 d . . . C7 C -0.0375(8) 0.1318(7) 0.2763(3) 0.1144(18) Uani 1 1 d . . . H7 H -0.0956 0.1065 0.3192 0.137 Uiso 1 1 calc R . . C8 C -0.1208(9) 0.2455(7) 0.2364(4) 0.1150(19) Uani 1 1 d . . . H8 H -0.2325 0.2977 0.2534 0.138 Uiso 1 1 calc R . . C9 C -0.0450(7) 0.2858(6) 0.1715(4) 0.1022(17) Uani 1 1 d . . . C10 C 0.1170(7) 0.2016(6) 0.1466(3) 0.1003(16) Uani 1 1 d . . . H10 H 0.167 0.2216 0.1021 0.12 Uiso 1 1 calc R . . C11 C 0.2036(7) 0.0891(6) 0.1871(3) 0.1035(17) Uani 1 1 d . . . H11 H 0.3129 0.0352 0.1694 0.124 Uiso 1 1 calc R . . C12 C -0.0626(9) 0.4520(7) 0.0666(4) 0.0995(16) Uani 1 1 d . . . C13 C 0.1656(8) 0.5698(6) 0.0634(4) 0.0996(16) Uani 1 1 d . . . C14 C 0.3385(9) 0.6446(6) 0.1275(3) 0.1138(19) Uani 1 1 d . . . H14 H 0.2977 0.6156 0.1721 0.137 Uiso 1 1 calc R . . C15 C 0.2285(8) 0.6193(6) -0.0051(4) 0.1012(16) Uani 1 1 d . . . C16 C 0.4625(8) 0.7427(6) -0.0044(4) 0.1163(19) Uani 1 1 d . . . H16 H 0.5081 0.7799 -0.0475 0.14 Uiso 1 1 calc R . . C17 C 0.6178(11) 0.8062(9) 0.0568(6) 0.134(3) Uani 1 1 d . . . C18 C 0.5602(11) 0.7568(8) 0.1238(5) 0.126(2) Uani 1 1 d . . . N1 N -0.1305(7) 0.4054(6) 0.1330(3) 0.1161(15) Uani 1 1 d . . . H1 H -0.2307 0.4535 0.1509 0.139 Uiso 1 1 calc R . . Si1 Si 0.4537(3) -0.2900(2) 0.38732(8) 0.1199(7) 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 C1 0.118(4) 0.249(8) 0.175(6) 0.074(6) 0.041(4) 0.097(5) C2 0.134(5) 0.196(7) 0.154(5) -0.037(5) -0.010(4) 0.083(5) C3 0.120(4) 0.147(5) 0.169(5) -0.018(4) -0.004(4) 0.086(4) C4 0.103(4) 0.134(5) 0.132(5) 0.002(4) 0.016(3) 0.062(4) C5 0.091(3) 0.102(4) 0.154(5) 0.010(4) 0.014(3) 0.047(3) C6 0.080(3) 0.096(4) 0.150(5) 0.003(4) 0.008(3) 0.046(3) C7 0.090(3) 0.115(4) 0.152(5) 0.008(3) 0.020(3) 0.054(3) C8 0.092(3) 0.112(4) 0.160(5) -0.002(4) 0.017(4) 0.069(3) C9 0.068(3) 0.085(3) 0.160(5) -0.002(3) 0.009(3) 0.042(3) C10 0.069(2) 0.088(3) 0.157(4) 0.017(3) 0.010(3) 0.047(2) C11 0.068(3) 0.086(3) 0.162(5) -0.008(3) 0.004(3) 0.044(3) C12 0.067(3) 0.077(3) 0.161(5) 0.004(4) 0.013(4) 0.038(3) C13 0.066(3) 0.062(3) 0.174(5) 0.000(3) 0.003(4) 0.034(2) C14 0.082(3) 0.072(3) 0.181(5) -0.013(3) -0.002(4) 0.030(3) C15 0.068(3) 0.074(3) 0.169(5) 0.005(4) 0.012(4) 0.038(3) C16 0.067(3) 0.074(3) 0.212(6) 0.016(4) 0.024(4) 0.027(3) C17 0.065(4) 0.076(4) 0.241(10) -0.013(5) -0.007(5) 0.011(3) C18 0.090(5) 0.081(4) 0.198(8) -0.007(5) -0.025(5) 0.037(4) N1 0.087(3) 0.108(3) 0.179(5) 0.019(3) 0.028(3) 0.067(2) Si1 0.0961(10) 0.1557(14) 0.1279(13) 0.0038(10) 0.0051(8) 0.0791(10) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 C1 Si1 1.856(7) . ? C2 Si1 1.848(6) . ? C3 Si1 1.863(5) . ? C4 C5 1.223(7) . ? C4 Si1 1.807(6) . ? C5 C6 1.425(7) . ? C6 C11 1.388(7) . ? C6 C7 1.403(6) . ? C7 C8 1.363(7) . ? C8 C9 1.380(7) . ? C9 C10 1.389(6) . ? C9 N1 1.391(6) . ? C10 C11 1.372(6) . ? C12 C15 1.381(7) 2_565 ? C12 C13 1.401(7) . ? C12 N1 1.404(7) . ? C13 C15 1.437(7) . ? C13 C14 1.440(7) . ? C14 C18 1.357(8) . ? C15 C12 1.381(7) 2_565 ? C15 C16 1.430(7) . ? C16 C17 1.340(9) . ? C17 C18 1.403(9) . ? 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 C5 C4 Si1 178.2(5) . . ? C4 C5 C6 178.6(6) . . ? C11 C6 C7 116.2(5) . . ? C11 C6 C5 122.3(4) . . ? C7 C6 C5 121.6(6) . . ? C8 C7 C6 121.0(6) . . ? C7 C8 C9 122.3(4) . . ? C8 C9 C10 117.4(5) . . ? C8 C9 N1 120.6(4) . . ? C10 C9 N1 122.0(6) . . ? C11 C10 C9 120.4(6) . . ? C10 C11 C6 122.6(4) . . ? C15 C12 C13 121.3(6) 2_565 . ? C15 C12 N1 118.0(6) 2_565 . ? C13 C12 N1 120.7(6) . . ? C12 C13 C15 119.6(5) . . ? C12 C13 C14 121.3(7) . . ? C15 C13 C14 119.1(5) . . ? C18 C14 C13 120.9(7) . . ? C12 C15 C16 124.1(7) 2_565 . ? C12 C15 C13 119.1(5) 2_565 . ? C16 C15 C13 116.8(6) . . ? C17 C16 C15 121.7(7) . . ? C16 C17 C18 122.1(7) . . ? C14 C18 C17 119.4(7) . . ? C9 N1 C12 123.8(4) . . ? C4 Si1 C2 109.4(3) . . ? C4 Si1 C1 108.1(3) . . ? C2 Si1 C1 110.4(3) . . ? C4 Si1 C3 108.8(3) . . ? C2 Si1 C3 109.4(2) . . ? C1 Si1 C3 110.7(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 Si1 C4 C5 C6 7E1(3) . . . . ? C4 C5 C6 C11 3E1(2) . . . . ? C4 C5 C6 C7 -15E1(2) . . . . ? C11 C6 C7 C8 -3.2(7) . . . . ? C5 C6 C7 C8 177.2(5) . . . . ? C6 C7 C8 C9 1.2(8) . . . . ? C7 C8 C9 C10 1.7(8) . . . . ? C7 C8 C9 N1 -178.7(4) . . . . ? C8 C9 C10 C11 -2.6(7) . . . . ? N1 C9 C10 C11 177.8(4) . . . . ? C9 C10 C11 C6 0.6(7) . . . . ? C7 C6 C11 C10 2.3(7) . . . . ? C5 C6 C11 C10 -178.1(4) . . . . ? C15 C12 C13 C15 0.7(6) 2_565 . . . ? N1 C12 C13 C15 -178.3(4) . . . . ? C15 C12 C13 C14 179.9(4) 2_565 . . . ? N1 C12 C13 C14 0.8(6) . . . . ? C12 C13 C14 C18 179.2(4) . . . . ? C15 C13 C14 C18 -1.6(6) . . . . ? C12 C13 C15 C12 -0.7(6) . . . 2_565 ? C14 C13 C15 C12 -179.9(4) . . . 2_565 ? C12 C13 C15 C16 178.8(3) . . . . ? C14 C13 C15 C16 -0.3(5) . . . . ? C12 C15 C16 C17 -179.1(5) 2_565 . . . ? C13 C15 C16 C17 1.4(6) . . . . ? C15 C16 C17 C18 -0.5(8) . . . . ? C13 C14 C18 C17 2.6(7) . . . . ? C16 C17 C18 C14 -1.6(9) . . . . ? C8 C9 N1 C12 -179.7(5) . . . . ? C10 C9 N1 C12 -0.1(7) . . . . ? C15 C12 N1 C9 107.2(5) 2_565 . . . ? C13 C12 N1 C9 -73.7(6) . . . . ? C5 C4 Si1 C2 -2(16) . . . . ? C5 C4 Si1 C1 118(16) . . . . ? C5 C4 Si1 C3 -122(15) . . . . ? data_ddaq _database_code_depnum_ccdc_archive 'CCDC 901521' #TrackingRef '- 8a_13.cif' _audit_creation_date 2008-02-04T11:43:00-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C40 H41.75 N2 O2 Si2' _chemical_formula_weight 638.71 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M p21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 15.755(6) _cell_length_b 10.225(8) _cell_length_c 23.400(11) _cell_angle_alpha 90 _cell_angle_beta 97.72(4) _cell_angle_gamma 90 _cell_volume 3735(4) _cell_formula_units_Z 4 _cell_measurement_temperature 198(2) _cell_measurement_reflns_used 20 _cell_measurement_theta_min 10 _cell_measurement_theta_max 12.5 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description Prism _exptl_crystal_colour Orange _exptl_crystal_size_max 0.6 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.3 _exptl_crystal_density_diffrn 1.136 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1359 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.13 _exptl_absorpt_correction_type Psi-Scan _exptl_absorpt_process_details Empirical _exptl_absorpt_correction_T_min 0.9263 _exptl_absorpt_correction_T_max 0.9622 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 198(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type CAD4 _diffrn_measurement_method Omega/2Theta _diffrn_standards_number 1 _diffrn_standards_interval_count 100 _diffrn_standards_decay_% 0 _diffrn_reflns_av_R_equivalents 0 _diffrn_reflns_av_unetI/netI 0.1877 _diffrn_reflns_number 6847 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.47 _diffrn_reflns_theta_max 25.57 _diffrn_reflns_theta_full 25.5 _diffrn_measured_fraction_theta_full 0.979 _diffrn_measured_fraction_theta_max 0.977 _reflns_number_total 6847 _reflns_number_gt 2735 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection Difrac _computing_cell_refinement Difrac _computing_data_reduction NRCVAX _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0851P)^2^+0.0000P] 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 none _refine_ls_extinction_method SHELXL _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_coef 0.0009(4) _refine_ls_number_reflns 6847 _refine_ls_number_parameters 426 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.2419 _refine_ls_R_factor_gt 0.0835 _refine_ls_wR_factor_ref 0.1987 _refine_ls_wR_factor_gt 0.1594 _refine_ls_goodness_of_fit_ref 0.886 _refine_ls_restrained_S_all 0.885 _refine_ls_shift/su_max 0.013 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.338 _refine_diff_density_min -0.347 _refine_diff_density_rms 0.067 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.006 0.003 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.011 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.082 0.07 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C1A C -0.6144(7) 1.8327(10) 0.1594(5) 0.0620(16) Uani 0.653(11) 1 d PD A 1 H1A1 H -0.6217 1.7694 0.1898 0.093 Uiso 0.653(11) 1 calc PR A 1 H1A2 H -0.6217 1.7884 0.1219 0.093 Uiso 0.653(11) 1 calc PR A 1 H1A3 H -0.6573 1.9022 0.1592 0.093 Uiso 0.653(11) 1 calc PR A 1 C2A C -0.4916(8) 1.9892(10) 0.2442(4) 0.0620(16) Uani 0.653(11) 1 d PD A 1 H2A1 H -0.5279 2.0674 0.2416 0.093 Uiso 0.653(11) 1 calc PR A 1 H2A2 H -0.4317 2.0145 0.2553 0.093 Uiso 0.653(11) 1 calc PR A 1 H2A3 H -0.5092 1.9295 0.2731 0.093 Uiso 0.653(11) 1 calc PR A 1 C3A C -0.4832(8) 2.0146(12) 0.1164(5) 0.0620(16) Uani 0.653(11) 1 d PD A 1 H3A1 H -0.4864 1.9655 0.0802 0.093 Uiso 0.653(11) 1 calc PR A 1 H3A2 H -0.4261 2.0533 0.1255 0.093 Uiso 0.653(11) 1 calc PR A 1 H3A3 H -0.5264 2.0842 0.1122 0.093 Uiso 0.653(11) 1 calc PR A 1 C1B C -0.6043(13) 1.8686(19) 0.1818(9) 0.0620(16) Uani 0.347(11) 1 d PD A 2 H1B1 H -0.6439 1.9167 0.1534 0.093 Uiso 0.347(11) 1 calc PR A 2 H1B2 H -0.6148 1.8926 0.2208 0.093 Uiso 0.347(11) 1 calc PR A 2 H1B3 H -0.6133 1.7744 0.1761 0.093 Uiso 0.347(11) 1 calc PR A 2 C2B C -0.4459(13) 2.0300(18) 0.2262(8) 0.0620(16) Uani 0.347(11) 1 d PD A 2 H2B1 H -0.4857 2.1002 0.233 0.093 Uiso 0.347(11) 1 calc PR A 2 H2B2 H -0.397 2.0671 0.2099 0.093 Uiso 0.347(11) 1 calc PR A 2 H2B3 H -0.4256 1.9862 0.2627 0.093 Uiso 0.347(11) 1 calc PR A 2 C3B C -0.5023(15) 1.997(2) 0.0979(8) 0.0620(16) Uani 0.347(11) 1 d PD A 2 H3B1 H -0.5347 1.9451 0.0672 0.093 Uiso 0.347(11) 1 calc PR A 2 H3B2 H -0.4431 2.007 0.09 0.093 Uiso 0.347(11) 1 calc PR A 2 H3B3 H -0.5287 2.0836 0.0994 0.093 Uiso 0.347(11) 1 calc PR A 2 C4 C -0.4338(3) 1.7637(5) 0.1740(2) 0.0388(13) Uani 1 1 d . A . C5 C -0.3963(3) 1.6609(5) 0.1730(2) 0.0391(13) Uani 1 1 d . . . C6 C -0.3538(3) 1.5364(5) 0.1695(2) 0.0314(12) Uani 1 1 d . . . C7 C -0.3869(3) 1.4466(5) 0.1259(2) 0.0385(13) Uani 1 1 d . . . H7 H -0.435 1.4695 0.0988 0.046 Uiso 1 1 calc R . . C8 C -0.3488(3) 1.3266(4) 0.1231(2) 0.0355(13) Uani 1 1 d . . . H8 H -0.3715 1.2658 0.0943 0.043 Uiso 1 1 calc R . . C9 C -0.2782(3) 1.2930(4) 0.16141(19) 0.0298(12) Uani 1 1 d . . . C10 C -0.2458(3) 1.3787(4) 0.20542(19) 0.0329(12) Uani 1 1 d . . . H10 H -0.198 1.355 0.2326 0.039 Uiso 1 1 calc R . . C11 C -0.2853(3) 1.4999(5) 0.2085(2) 0.0355(12) Uani 1 1 d . . . H11 H -0.2642 1.5587 0.2385 0.043 Uiso 1 1 calc R . . C12 C -0.1678(3) 1.1408(4) 0.15056(19) 0.0292(12) Uani 1 1 d . . . C13 C -0.1394(3) 1.0012(4) 0.15523(18) 0.0273(11) Uani 1 1 d . . . C14 C -0.2007(3) 0.9035(5) 0.14665(18) 0.0330(12) Uani 1 1 d . . . H14 H -0.2599 0.925 0.1405 0.04 Uiso 1 1 calc R . . C15 C -0.1743(4) 0.7728(5) 0.1471(2) 0.0401(14) Uani 1 1 d . . . H15 H -0.2152 0.7049 0.1388 0.048 Uiso 1 1 calc R . . C16 C -0.0894(4) 0.7436(5) 0.15947(19) 0.0389(13) Uani 1 1 d . . . H16 H -0.0721 0.6546 0.1601 0.047 Uiso 1 1 calc R . . C17 C -0.0279(3) 0.8395(4) 0.17115(19) 0.0332(12) Uani 1 1 d . . . H17 H 0.0309 0.8171 0.1801 0.04 Uiso 1 1 calc R . . C18 C -0.0542(3) 0.9707(4) 0.16952(17) 0.0289(12) Uani 1 1 d . . . C19 C 0.0101(3) 1.0800(4) 0.17882(19) 0.0288(11) Uani 1 1 d . . . C20 C -0.0168(3) 1.2006(4) 0.14521(19) 0.0301(12) Uani 1 1 d . . . C21 C 0.0451(3) 1.2811(5) 0.1269(2) 0.0420(14) Uani 1 1 d . . . H21 H 0.1041 1.2609 0.1367 0.05 Uiso 1 1 calc R . . C22 C 0.0206(4) 1.3914(5) 0.0940(2) 0.0464(15) Uani 1 1 d . . . H22 H 0.063 1.4465 0.0815 0.056 Uiso 1 1 calc R . . C23 C -0.0640(4) 1.4212(5) 0.0798(2) 0.0434(14) Uani 1 1 d . . . H23 H -0.08 1.4963 0.0569 0.052 Uiso 1 1 calc R . . C24 C -0.1271(3) 1.3432(4) 0.09826(19) 0.0349(12) Uani 1 1 d . . . H24 H -0.186 1.3644 0.0887 0.042 Uiso 1 1 calc R . . C25 C -0.1015(3) 1.2322(4) 0.13144(19) 0.0287(11) Uani 1 1 d . . . C26 C 0.1126(3) 0.9783(5) 0.2473(2) 0.0338(12) Uani 1 1 d . . . C27 C 0.0695(3) 0.9406(5) 0.2926(2) 0.0430(14) Uani 1 1 d . . . H27 H 0.016 0.9796 0.2969 0.052 Uiso 1 1 calc R . . C28 C 0.1032(3) 0.8487(5) 0.3305(2) 0.0413(14) Uani 1 1 d . . . H28 H 0.0722 0.8241 0.361 0.05 Uiso 1 1 calc R . . C29 C 0.1811(3) 0.7890(5) 0.32674(19) 0.0313(12) Uani 1 1 d . . . C30 C 0.2244(3) 0.8279(5) 0.2812(2) 0.0393(13) Uani 1 1 d . . . H30 H 0.2776 0.788 0.2769 0.047 Uiso 1 1 calc R . . C31 C 0.1920(3) 0.9216(5) 0.2428(2) 0.0398(13) Uani 1 1 d . . . H31 H 0.2236 0.9483 0.213 0.048 Uiso 1 1 calc R . . C32 C 0.2174(3) 0.6936(5) 0.3683(2) 0.0362(13) Uani 1 1 d . . . C33 C 0.2504(3) 0.6192(5) 0.4040(2) 0.0404(13) Uani 1 1 d . . . C34 C 0.2232(3) 0.4423(5) 0.5021(2) 0.0537(16) Uani 1 1 d . . . H34A H 0.1782 0.3986 0.4759 0.081 Uiso 1 1 calc R . . H34B H 0.198 0.5132 0.5223 0.081 Uiso 1 1 calc R . . H34C H 0.2504 0.379 0.5302 0.081 Uiso 1 1 calc R . . C35 C 0.3861(3) 0.6075(6) 0.5063(2) 0.0556(16) Uani 1 1 d . . . H35A H 0.4185 0.5499 0.5347 0.083 Uiso 1 1 calc R . . H35B H 0.3575 0.6755 0.5262 0.083 Uiso 1 1 calc R . . H35C H 0.4253 0.6484 0.4824 0.083 Uiso 1 1 calc R . . C36 C 0.3575(4) 0.3775(5) 0.4243(2) 0.0586(17) Uani 1 1 d . . . H36A H 0.3149 0.3327 0.3967 0.088 Uiso 1 1 calc R . . H36B H 0.383 0.3151 0.4534 0.088 Uiso 1 1 calc R . . H36C H 0.4024 0.4143 0.4039 0.088 Uiso 1 1 calc R . . N1 N -0.2437(2) 1.1647(4) 0.15963(15) 0.0308(10) Uani 1 1 d . . . N2 N 0.0828(2) 1.0812(4) 0.20940(16) 0.0346(10) Uani 1 1 d . . . Si1 Si -0.50303(10) 1.90660(14) 0.17336(7) 0.0449(4) Uani 1 1 d . . . Si3 Si 0.30491(9) 0.51063(15) 0.45988(6) 0.0417(4) Uani 1 1 d . . . C37 C 0.0237(7) 0.7898(8) 0.5071(4) 0.132(4) Uani 0.981(5) 1 d P . . H37A H -0.0021 0.8707 0.5191 0.198 Uiso 0.981(5) 1 calc PR . . H37B H 0.0079 0.7169 0.5307 0.198 Uiso 0.981(5) 1 calc PR . . H37C H 0.0028 0.7725 0.4664 0.198 Uiso 0.981(5) 1 calc PR . . C38 C 0.1165(6) 0.8035(8) 0.5144(3) 0.094(3) Uani 0.981(5) 1 d P . . H38A H 0.1436 0.7238 0.5011 0.112 Uiso 0.981(5) 1 calc PR . . H38B H 0.1389 0.8189 0.5554 0.112 Uiso 0.981(5) 1 calc PR . . C39 C 0.2143(8) 0.9576(10) 0.4810(5) 0.139(5) Uani 0.981(5) 1 d P . . C40 C 0.2251(7) 1.0641(9) 0.4433(5) 0.167(6) Uani 0.981(5) 1 d P . . H40A H 0.24 1.1432 0.4661 0.25 Uiso 0.981(5) 1 calc PR . . H40B H 0.1716 1.0786 0.4175 0.25 Uiso 0.981(5) 1 calc PR . . H40C H 0.2711 1.0436 0.4204 0.25 Uiso 0.981(5) 1 calc PR . . O1 O 0.1336(4) 0.9184(5) 0.4785(2) 0.0881(18) Uani 0.981(5) 1 d P . . O2 O 0.2673(5) 0.9051(6) 0.5161(4) 0.171(4) Uani 0.981(5) 1 d P . . 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 C1A 0.073(4) 0.040(3) 0.073(4) -0.004(3) 0.012(3) 0.012(3) C2A 0.073(4) 0.040(3) 0.073(4) -0.004(3) 0.012(3) 0.012(3) C3A 0.073(4) 0.040(3) 0.073(4) -0.004(3) 0.012(3) 0.012(3) C1B 0.073(4) 0.040(3) 0.073(4) -0.004(3) 0.012(3) 0.012(3) C2B 0.073(4) 0.040(3) 0.073(4) -0.004(3) 0.012(3) 0.012(3) C3B 0.073(4) 0.040(3) 0.073(4) -0.004(3) 0.012(3) 0.012(3) C4 0.037(3) 0.025(3) 0.056(3) -0.001(3) 0.012(3) 0.001(3) C5 0.043(3) 0.028(3) 0.049(3) -0.005(3) 0.015(3) -0.001(3) C6 0.032(3) 0.025(3) 0.042(3) 0.009(2) 0.018(2) 0.003(2) C7 0.044(3) 0.027(3) 0.044(3) 0.007(2) 0.005(3) -0.005(3) C8 0.046(3) 0.019(3) 0.041(3) -0.003(2) 0.005(3) 0.002(2) C9 0.033(3) 0.025(3) 0.034(3) 0.005(2) 0.014(2) 0.002(2) C10 0.040(3) 0.032(3) 0.027(3) 0.002(2) 0.008(2) 0.005(2) C11 0.049(3) 0.027(3) 0.034(3) -0.003(2) 0.017(2) -0.001(3) C12 0.032(3) 0.025(3) 0.031(3) 0.000(2) 0.006(2) 0.008(2) C13 0.036(3) 0.022(3) 0.023(2) 0.004(2) 0.001(2) 0.004(2) C14 0.041(3) 0.030(3) 0.029(3) 0.002(2) 0.009(2) 0.001(3) C15 0.059(4) 0.024(3) 0.039(3) 0.006(2) 0.010(3) -0.008(3) C16 0.055(4) 0.023(3) 0.039(3) 0.001(2) 0.007(3) 0.006(3) C17 0.042(3) 0.023(3) 0.034(3) 0.001(2) 0.005(2) 0.008(3) C18 0.043(3) 0.024(3) 0.020(2) 0.001(2) 0.004(2) 0.003(2) C19 0.026(3) 0.030(3) 0.032(3) -0.005(2) 0.010(2) 0.005(2) C20 0.035(3) 0.021(3) 0.035(3) -0.003(2) 0.004(2) 0.002(2) C21 0.039(3) 0.032(3) 0.056(3) 0.004(3) 0.007(3) -0.001(3) C22 0.044(4) 0.023(3) 0.075(4) 0.018(3) 0.020(3) 0.002(3) C23 0.061(4) 0.021(3) 0.052(3) 0.015(3) 0.019(3) -0.001(3) C24 0.048(3) 0.020(3) 0.038(3) 0.002(2) 0.012(2) 0.012(3) C25 0.040(3) 0.018(3) 0.032(3) -0.001(2) 0.016(2) -0.004(2) C26 0.036(3) 0.029(3) 0.037(3) 0.003(2) 0.007(2) 0.003(2) C27 0.039(3) 0.044(3) 0.049(3) 0.005(3) 0.014(3) 0.010(3) C28 0.037(3) 0.045(3) 0.042(3) 0.017(3) 0.008(3) 0.001(3) C29 0.028(3) 0.036(3) 0.029(3) 0.008(2) 0.001(2) 0.003(2) C30 0.046(3) 0.035(3) 0.038(3) 0.008(3) 0.011(3) 0.008(3) C31 0.030(3) 0.054(4) 0.037(3) 0.013(3) 0.010(2) 0.009(3) C32 0.032(3) 0.038(3) 0.039(3) -0.004(3) 0.002(2) 0.002(3) C33 0.036(3) 0.045(3) 0.042(3) 0.011(3) 0.009(2) 0.004(3) C34 0.063(4) 0.050(4) 0.051(3) 0.016(3) 0.018(3) 0.000(3) C35 0.065(4) 0.059(4) 0.044(3) 0.009(3) 0.012(3) -0.001(3) C36 0.072(4) 0.046(4) 0.062(4) 0.004(3) 0.023(3) 0.021(3) N1 0.037(3) 0.019(2) 0.036(2) 0.0018(18) 0.0049(19) 0.006(2) N2 0.026(2) 0.032(2) 0.045(2) 0.007(2) 0.004(2) -0.001(2) Si1 0.0472(10) 0.0301(8) 0.0570(10) -0.0081(8) 0.0052(8) 0.0140(8) Si3 0.0450(10) 0.0430(10) 0.0384(8) 0.0086(7) 0.0099(7) 0.0068(8) C37 0.185(11) 0.089(7) 0.111(7) 0.017(6) -0.016(7) -0.013(7) C38 0.159(9) 0.065(6) 0.056(5) -0.008(4) 0.009(5) 0.040(6) C39 0.109(9) 0.087(8) 0.200(12) -0.088(8) -0.063(9) 0.043(7) C40 0.187(11) 0.056(6) 0.245(14) 0.026(8) -0.017(9) -0.047(7) O1 0.097(4) 0.069(4) 0.092(4) -0.030(3) -0.013(3) -0.001(3) O2 0.144(7) 0.102(5) 0.242(9) -0.054(5) -0.064(6) 0.019(5) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 C1A Si1 1.897(10) . ? C2A Si1 1.847(9) . ? C3A Si1 1.791(11) . ? C1B Si1 1.679(19) . ? C2B Si1 1.905(16) . ? C3B Si1 1.995(19) . ? C4 C5 1.208(6) . ? C4 Si1 1.822(5) . ? C5 C6 1.445(7) . ? C6 C11 1.369(6) . ? C6 C7 1.417(6) . ? C7 C8 1.372(6) . ? C8 C9 1.376(6) . ? C9 C10 1.396(6) . ? C9 N1 1.423(6) . ? C10 C11 1.393(6) . ? C12 N1 1.265(5) . ? C12 C13 1.495(6) . ? C12 C25 1.514(6) . ? C13 C18 1.376(6) . ? C13 C14 1.384(6) . ? C14 C15 1.399(6) . ? C15 C16 1.363(7) . ? C16 C17 1.380(6) . ? C17 C18 1.403(6) . ? C18 C19 1.504(6) . ? C19 N2 1.267(5) . ? C19 C20 1.493(6) . ? C20 C25 1.368(6) . ? C20 C21 1.389(6) . ? C21 C22 1.390(6) . ? C22 C23 1.365(7) . ? C23 C24 1.387(7) . ? C24 C25 1.404(6) . ? C26 C27 1.389(7) . ? C26 C31 1.395(6) . ? C26 N2 1.414(6) . ? C27 C28 1.351(7) . ? C28 C29 1.384(6) . ? C29 C30 1.398(6) . ? C29 C32 1.441(6) . ? C30 C31 1.365(6) . ? C32 C33 1.196(6) . ? C33 Si3 1.838(5) . ? C34 Si3 1.860(5) . ? C35 Si3 1.850(5) . ? C36 Si3 1.848(5) . ? C37 C38 1.455(10) . ? C38 O1 1.489(9) . ? C39 O2 1.213(10) . ? C39 O1 1.327(12) . ? C39 C40 1.425(14) . ? 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 C5 C4 Si1 172.7(5) . . ? C4 C5 C6 177.4(6) . . ? C11 C6 C7 119.0(4) . . ? C11 C6 C5 122.0(5) . . ? C7 C6 C5 118.9(4) . . ? C8 C7 C6 119.6(4) . . ? C7 C8 C9 120.8(4) . . ? C8 C9 C10 120.5(4) . . ? C8 C9 N1 119.3(4) . . ? C10 C9 N1 119.8(4) . . ? C11 C10 C9 118.4(4) . . ? C6 C11 C10 121.7(5) . . ? N1 C12 C13 116.9(4) . . ? N1 C12 C25 129.5(4) . . ? C13 C12 C25 113.5(4) . . ? C18 C13 C14 120.7(4) . . ? C18 C13 C12 120.5(4) . . ? C14 C13 C12 118.8(4) . . ? C13 C14 C15 119.2(5) . . ? C16 C15 C14 119.5(5) . . ? C15 C16 C17 122.0(5) . . ? C16 C17 C18 118.5(5) . . ? C13 C18 C17 119.9(4) . . ? C13 C18 C19 118.9(4) . . ? C17 C18 C19 121.1(4) . . ? N2 C19 C20 117.5(4) . . ? N2 C19 C18 129.0(4) . . ? C20 C19 C18 113.5(4) . . ? C25 C20 C21 119.4(4) . . ? C25 C20 C19 121.2(4) . . ? C21 C20 C19 119.4(4) . . ? C20 C21 C22 119.8(5) . . ? C23 C22 C21 120.4(5) . . ? C22 C23 C24 120.9(5) . . ? C23 C24 C25 118.2(5) . . ? C20 C25 C24 121.4(4) . . ? C20 C25 C12 118.3(4) . . ? C24 C25 C12 120.3(4) . . ? C27 C26 C31 118.5(4) . . ? C27 C26 N2 121.9(4) . . ? C31 C26 N2 119.2(4) . . ? C28 C27 C26 120.3(5) . . ? C27 C28 C29 122.6(5) . . ? C28 C29 C30 116.8(4) . . ? C28 C29 C32 122.1(4) . . ? C30 C29 C32 121.1(5) . . ? C31 C30 C29 121.6(5) . . ? C30 C31 C26 120.2(5) . . ? C33 C32 C29 176.7(5) . . ? C32 C33 Si3 177.4(5) . . ? C12 N1 C9 123.8(4) . . ? C19 N2 C26 123.1(4) . . ? C1B Si1 C3A 119.6(8) . . ? C1B Si1 C4 113.0(7) . . ? C3A Si1 C4 109.7(5) . . ? C1B Si1 C2A 88.8(7) . . ? C3A Si1 C2A 112.3(5) . . ? C4 Si1 C2A 111.9(3) . . ? C1B Si1 C1A 19.5(7) . . ? C3A Si1 C1A 111.5(4) . . ? C4 Si1 C1A 102.7(4) . . ? C2A Si1 C1A 108.3(5) . . ? C1B Si1 C2B 116.8(8) . . ? C3A Si1 C2B 87.7(7) . . ? C4 Si1 C2B 107.2(6) . . ? C2A Si1 C2B 30.1(6) . . ? C1A Si1 C2B 136.1(7) . . ? C1B Si1 C3B 109.3(8) . . ? C3A Si1 C3B 14.7(7) . . ? C4 Si1 C3B 107.8(7) . . ? C2A Si1 C3B 124.8(7) . . ? C1A Si1 C3B 98.4(7) . . ? C2B Si1 C3B 102.0(8) . . ? C33 Si3 C36 108.6(2) . . ? C33 Si3 C35 108.3(3) . . ? C36 Si3 C35 110.0(3) . . ? C33 Si3 C34 108.3(2) . . ? C36 Si3 C34 110.2(3) . . ? C35 Si3 C34 111.3(3) . . ? C37 C38 O1 105.4(7) . . ? O2 C39 O1 117.6(13) . . ? O2 C39 C40 128.9(13) . . ? O1 C39 C40 113.4(9) . . ? C39 O1 C38 117.3(8) . . ? 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 Si1 C4 C5 C6 45(15) . . . . ? C4 C5 C6 C11 18E1(10) . . . . ? C4 C5 C6 C7 -6(13) . . . . ? C11 C6 C7 C8 -1.2(7) . . . . ? C5 C6 C7 C8 -178.0(5) . . . . ? C6 C7 C8 C9 -1.0(7) . . . . ? C7 C8 C9 C10 2.5(7) . . . . ? C7 C8 C9 N1 176.0(4) . . . . ? C8 C9 C10 C11 -1.6(7) . . . . ? N1 C9 C10 C11 -175.1(4) . . . . ? C7 C6 C11 C10 2.0(7) . . . . ? C5 C6 C11 C10 178.7(5) . . . . ? C9 C10 C11 C6 -0.6(7) . . . . ? N1 C12 C13 C18 -153.3(4) . . . . ? C25 C12 C13 C18 30.5(6) . . . . ? N1 C12 C13 C14 24.7(6) . . . . ? C25 C12 C13 C14 -151.4(4) . . . . ? C18 C13 C14 C15 -6.2(7) . . . . ? C12 C13 C14 C15 175.7(4) . . . . ? C13 C14 C15 C16 4.1(7) . . . . ? C14 C15 C16 C17 -0.7(7) . . . . ? C15 C16 C17 C18 -0.7(7) . . . . ? C14 C13 C18 C17 4.9(7) . . . . ? C12 C13 C18 C17 -177.0(4) . . . . ? C14 C13 C18 C19 -179.6(4) . . . . ? C12 C13 C18 C19 -1.6(6) . . . . ? C16 C17 C18 C13 -1.4(7) . . . . ? C16 C17 C18 C19 -176.8(4) . . . . ? C13 C18 C19 N2 153.8(5) . . . . ? C17 C18 C19 N2 -30.8(7) . . . . ? C13 C18 C19 C20 -28.2(6) . . . . ? C17 C18 C19 C20 147.2(4) . . . . ? N2 C19 C20 C25 -152.1(4) . . . . ? C18 C19 C20 C25 29.7(6) . . . . ? N2 C19 C20 C21 28.8(6) . . . . ? C18 C19 C20 C21 -149.4(4) . . . . ? C25 C20 C21 C22 -1.0(7) . . . . ? C19 C20 C21 C22 178.0(4) . . . . ? C20 C21 C22 C23 0.1(8) . . . . ? C21 C22 C23 C24 0.8(8) . . . . ? C22 C23 C24 C25 -0.7(7) . . . . ? C21 C20 C25 C24 1.2(7) . . . . ? C19 C20 C25 C24 -177.9(4) . . . . ? C21 C20 C25 C12 178.3(4) . . . . ? C19 C20 C25 C12 -0.7(6) . . . . ? C23 C24 C25 C20 -0.3(7) . . . . ? C23 C24 C25 C12 -177.4(4) . . . . ? N1 C12 C25 C20 155.3(5) . . . . ? C13 C12 C25 C20 -29.1(6) . . . . ? N1 C12 C25 C24 -27.5(7) . . . . ? C13 C12 C25 C24 148.1(4) . . . . ? C31 C26 C27 C28 -1.5(8) . . . . ? N2 C26 C27 C28 -174.9(5) . . . . ? C26 C27 C28 C29 0.5(8) . . . . ? C27 C28 C29 C30 -0.1(8) . . . . ? C27 C28 C29 C32 178.4(5) . . . . ? C28 C29 C30 C31 1.0(7) . . . . ? C32 C29 C30 C31 -177.6(5) . . . . ? C29 C30 C31 C26 -2.1(8) . . . . ? C27 C26 C31 C30 2.3(7) . . . . ? N2 C26 C31 C30 175.9(4) . . . . ? C28 C29 C32 C33 -104(10) . . . . ? C30 C29 C32 C33 74(10) . . . . ? C29 C32 C33 Si3 -1E1(2) . . . . ? C13 C12 N1 C9 174.8(4) . . . . ? C25 C12 N1 C9 -9.8(8) . . . . ? C8 C9 N1 C12 120.3(5) . . . . ? C10 C9 N1 C12 -66.2(6) . . . . ? C20 C19 N2 C26 174.0(4) . . . . ? C18 C19 N2 C26 -8.0(7) . . . . ? C27 C26 N2 C19 -59.7(7) . . . . ? C31 C26 N2 C19 126.9(5) . . . . ? C5 C4 Si1 C1B 20(4) . . . . ? C5 C4 Si1 C3A -116(4) . . . . ? C5 C4 Si1 C2A 119(4) . . . . ? C5 C4 Si1 C1A 3(4) . . . . ? C5 C4 Si1 C2B 150(4) . . . . ? C5 C4 Si1 C3B -101(4) . . . . ? C32 C33 Si3 C36 -109(11) . . . . ? C32 C33 Si3 C35 10(11) . . . . ? C32 C33 Si3 C34 131(11) . . . . ? O2 C39 O1 C38 -6.5(11) . . . . ? C40 C39 O1 C38 177.3(7) . . . . ? C37 C38 O1 C39 175.3(7) . . . . ?