# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_jun24d_26f_33b_25b_34c_31b_45c_28b _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 #TrackingRef '- jun24d_26f_33b_25b_34c_31b_45c_28b_.cif' _publ_contact_author ; Reinhold Tacke Institut f\"ur Anorganische Chemie Bayerische Julius-Maximilians-Universit\"at W\"urzburg Am Hubland D-97074 W\"urzburg Germany ; _publ_contact_author_phone '049 931 3185250' _publ_contact_author_fax '049 931 3184609' _publ_contact_author_email r.tacke@mail.uni-wuerzburg.de _publ_section_title ; Novel neutral hexacoordinate benzamidinatosilicon(IV) complexes with SiN3OF2,SiN3OCl2,SiN3OBr2,SiN5O and SiN3O3 skeletons ; loop_ _publ_author_name _publ_author_address K.Junold ; Institut f\"ur Anorganische Chemie Bayerische Julius-Maximilians-Universit\"at W\"urzburg Am Hubland D-97074 W\"urzburg Germany ; C.Burschka ; Institut f\"ur Anorganische Chemie Bayerische Julius-Maximilians-Universit\"at W\"urzburg Am Hubland D-97074 W\"urzburg Germany ; R.Bertermann ; Institut f\"ur Anorganische Chemie Julius-Maximilians-Universit\"at W\"urzburg Am Hubland D-97074 W\"urzburg Germany ; R.Tacke ; Institut f\"ur Anorganische Chemie Bayerische Julius-Maximilians-Universit\"at W\"urzburg Am Hubland D-97074 W\"urzburg Germany ; _publ_contact_author_name 'Reinhold Tacke' data_jun24fu _database_code_depnum_ccdc_archive 'CCDC 825851' #TrackingRef '- jun24d_26f_33b_25b_34c_31b_45c_28b_.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H25 Cl2 N3 O Si' _chemical_formula_sum 'C22 H25 Cl2 N3 O Si' _chemical_formula_weight 446.44 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c 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 15.6475(14) _cell_length_b 9.7128(8) _cell_length_c 15.3985(16) _cell_angle_alpha 90.00 _cell_angle_beta 107.087(11) _cell_angle_gamma 90.00 _cell_volume 2237.0(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4666 _cell_measurement_theta_min 7.15 _cell_measurement_theta_max 26.85 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max .5 _exptl_crystal_size_mid .4 _exptl_crystal_size_min .2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.326 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 936 _exptl_absorpt_coefficient_mu 0.362 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_absorpt_correction_T_min 0.7764 _exptl_absorpt_correction_T_max 0.8562 _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 image_plate_STOE_IPDS _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 31467 _diffrn_reflns_av_R_equivalents 0.0425 _diffrn_reflns_av_sigmaI/netI 0.0276 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.51 _diffrn_reflns_theta_max 29.08 _reflns_number_total 5956 _reflns_number_gt 4643 _reflns_threshold_expression >2sigma(I) _computing_data_collection Stoe-IPDS _computing_cell_refinement Stoe-IPDS _computing_data_reduction Stoe-IPDS _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics Ortep/Povray _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^)+(0.0522P)^2^+0.7972P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5956 _refine_ls_number_parameters 266 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0530 _refine_ls_R_factor_gt 0.0386 _refine_ls_wR_factor_ref 0.1029 _refine_ls_wR_factor_gt 0.0967 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _refine_ls_shift/su_max 0.002 _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 C1 C 0.15947(10) 0.75470(15) 0.94826(9) 0.0208(3) Uani 1 1 d . . . C2 C 0.07023(10) 0.77043(16) 0.88043(10) 0.0235(3) Uani 1 1 d . . . C3 C 0.05121(12) 0.7106(2) 0.79497(11) 0.0341(4) Uani 1 1 d . . . H3 H 0.0957 0.6591 0.7786 0.041 Uiso 1 1 calc R . . C4 C -0.03377(14) 0.7264(2) 0.73321(13) 0.0461(5) Uani 1 1 d . . . H4 H -0.0472 0.6850 0.6748 0.055 Uiso 1 1 calc R . . C5 C -0.09821(13) 0.8022(2) 0.75694(14) 0.0461(5) Uani 1 1 d . . . H5 H -0.1557 0.8133 0.7146 0.055 Uiso 1 1 calc R . . C6 C -0.07959(13) 0.8621(2) 0.84194(16) 0.0463(5) Uani 1 1 d . . . H6 H -0.1242 0.9141 0.8578 0.056 Uiso 1 1 calc R . . C7 C 0.00466(12) 0.8459(2) 0.90417(13) 0.0364(4) Uani 1 1 d . . . H7 H 0.0175 0.8863 0.9628 0.044 Uiso 1 1 calc R . . C8 C 0.12336(11) 0.55400(16) 1.03105(11) 0.0260(3) Uani 1 1 d . . . H8 H 0.0614 0.5726 0.9913 0.031 Uiso 1 1 calc R . . C9 C 0.15168(17) 0.4145(2) 1.00444(19) 0.0536(6) Uani 1 1 d . . . H9A H 0.1567 0.4192 0.9426 0.080 Uiso 1 1 calc R . . H9B H 0.1069 0.3452 1.0070 0.080 Uiso 1 1 calc R . . H9C H 0.2097 0.3890 1.0466 0.080 Uiso 1 1 calc R . . C10 C 0.12100(18) 0.5560(3) 1.12832(14) 0.0567(6) Uani 1 1 d . . . H10A H 0.1811 0.5381 1.1690 0.085 Uiso 1 1 calc R . . H10B H 0.0799 0.4847 1.1369 0.085 Uiso 1 1 calc R . . H10C H 0.1005 0.6464 1.1422 0.085 Uiso 1 1 calc R . . C11 C 0.22874(10) 0.96303(16) 0.90350(10) 0.0253(3) Uani 1 1 d . . . H11 H 0.1708 0.9651 0.8539 0.030 Uiso 1 1 calc R . . C12 C 0.30384(12) 0.97154(19) 0.85877(13) 0.0351(4) Uani 1 1 d . . . H12A H 0.3618 0.9697 0.9057 0.053 Uiso 1 1 calc R . . H12B H 0.2982 1.0574 0.8241 0.053 Uiso 1 1 calc R . . H12C H 0.2996 0.8930 0.8178 0.053 Uiso 1 1 calc R . . C13 C 0.23008(14) 1.08789(17) 0.96443(13) 0.0360(4) Uani 1 1 d . . . H13A H 0.1779 1.0848 0.9873 0.054 Uiso 1 1 calc R . . H13B H 0.2284 1.1725 0.9293 0.054 Uiso 1 1 calc R . . H13C H 0.2848 1.0863 1.0157 0.054 Uiso 1 1 calc R . . C14 C 0.33285(11) 0.59416(17) 0.90035(10) 0.0264(3) Uani 1 1 d . . . H14 H 0.3059 0.6677 0.8612 0.032 Uiso 1 1 calc R . . C15 C 0.36432(11) 0.47772(18) 0.86359(11) 0.0294(3) Uani 1 1 d . . . H15 H 0.3573 0.4731 0.8002 0.035 Uiso 1 1 calc R . . C16 C 0.40500(11) 0.37119(17) 0.91945(11) 0.0288(3) Uani 1 1 d . . . H16 H 0.4260 0.2930 0.8948 0.035 Uiso 1 1 calc R . . C17 C 0.41544(10) 0.37873(16) 1.01403(11) 0.0252(3) Uani 1 1 d . . . C18 C 0.45702(12) 0.27903(18) 1.08058(12) 0.0329(4) Uani 1 1 d . . . H18 H 0.4809 0.1971 1.0633 0.040 Uiso 1 1 calc R . . C19 C 0.46250(13) 0.3020(2) 1.17022(12) 0.0369(4) Uani 1 1 d . . . H19 H 0.4917 0.2357 1.2143 0.044 Uiso 1 1 calc R . . C20 C 0.42594(12) 0.42146(19) 1.19929(11) 0.0327(4) Uani 1 1 d . . . H20 H 0.4309 0.4346 1.2617 0.039 Uiso 1 1 calc R . . C21 C 0.38336(10) 0.51758(16) 1.13576(10) 0.0247(3) Uani 1 1 d . . . C22 C 0.38076(9) 0.49759(16) 1.04394(10) 0.0222(3) Uani 1 1 d . . . Cl1 Cl 0.41859(3) 0.86268(4) 1.07924(3) 0.03027(10) Uani 1 1 d . . . Cl2 Cl 0.24838(3) 0.87581(4) 1.15240(3) 0.03134(10) Uani 1 1 d . . . N1 N 0.18149(8) 0.66359(13) 1.01504(8) 0.0221(2) Uani 1 1 d . . . N2 N 0.23134(8) 0.83308(13) 0.95434(8) 0.0212(2) Uani 1 1 d . . . N3 N 0.34009(8) 0.60300(13) 0.98817(8) 0.0215(2) Uani 1 1 d . . . O O 0.34210(8) 0.63253(12) 1.15248(7) 0.0270(2) Uani 1 1 d . . . Si Si 0.29720(3) 0.74316(4) 1.06153(3) 0.02133(10) 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 0.0218(6) 0.0216(7) 0.0184(6) -0.0020(5) 0.0048(5) 0.0031(5) C2 0.0213(7) 0.0237(7) 0.0235(7) 0.0031(6) 0.0034(5) 0.0009(5) C3 0.0290(8) 0.0444(10) 0.0266(8) -0.0032(7) 0.0045(6) -0.0001(7) C4 0.0381(10) 0.0652(14) 0.0273(8) 0.0003(9) -0.0024(7) -0.0091(10) C5 0.0253(8) 0.0619(13) 0.0420(10) 0.0188(10) -0.0043(7) -0.0012(9) C6 0.0297(9) 0.0507(12) 0.0560(12) 0.0109(10) 0.0089(8) 0.0162(9) C7 0.0320(9) 0.0393(10) 0.0362(9) -0.0014(7) 0.0071(7) 0.0112(7) C8 0.0262(7) 0.0268(7) 0.0249(7) 0.0027(6) 0.0074(6) 0.0000(6) C9 0.0584(13) 0.0281(9) 0.0863(17) -0.0092(10) 0.0397(13) -0.0076(9) C10 0.0730(16) 0.0701(15) 0.0350(10) -0.0057(10) 0.0286(11) -0.0311(13) C11 0.0262(7) 0.0224(7) 0.0251(7) 0.0032(6) 0.0042(6) 0.0018(6) C12 0.0370(9) 0.0364(9) 0.0345(9) 0.0080(7) 0.0146(7) 0.0014(7) C13 0.0464(10) 0.0228(8) 0.0386(9) 0.0007(7) 0.0121(8) 0.0047(7) C14 0.0277(7) 0.0294(8) 0.0207(7) 0.0010(6) 0.0052(6) 0.0056(6) C15 0.0310(8) 0.0341(8) 0.0218(7) -0.0036(6) 0.0058(6) 0.0062(7) C16 0.0267(7) 0.0286(8) 0.0301(8) -0.0058(6) 0.0068(6) 0.0040(6) C17 0.0210(7) 0.0256(7) 0.0280(7) 0.0002(6) 0.0055(6) 0.0022(6) C18 0.0326(8) 0.0264(8) 0.0393(9) 0.0037(7) 0.0097(7) 0.0093(7) C19 0.0383(9) 0.0364(9) 0.0350(9) 0.0139(7) 0.0091(7) 0.0158(8) C20 0.0325(8) 0.0412(9) 0.0236(7) 0.0076(7) 0.0069(6) 0.0095(7) C21 0.0213(7) 0.0281(7) 0.0236(7) 0.0014(6) 0.0049(5) 0.0046(6) C22 0.0195(6) 0.0241(7) 0.0217(7) 0.0016(5) 0.0039(5) 0.0020(5) Cl1 0.02280(18) 0.0322(2) 0.03096(19) -0.00414(15) 0.00044(14) -0.00043(14) Cl2 0.0352(2) 0.0341(2) 0.02289(18) -0.00732(15) 0.00562(15) 0.00901(16) N1 0.0222(6) 0.0232(6) 0.0198(6) 0.0006(5) 0.0044(5) 0.0015(5) N2 0.0212(6) 0.0210(6) 0.0194(6) 0.0004(4) 0.0031(4) 0.0020(5) N3 0.0209(6) 0.0230(6) 0.0195(6) -0.0004(5) 0.0042(5) 0.0038(5) O 0.0293(6) 0.0313(6) 0.0187(5) 0.0007(4) 0.0044(4) 0.0092(5) Si 0.02124(19) 0.0234(2) 0.01745(18) -0.00167(14) 0.00275(14) 0.00393(15) _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 N1 1.3233(19) . ? C1 N2 1.3384(19) . ? C1 C2 1.486(2) . ? C1 Si 2.3432(15) . ? C2 C3 1.388(2) . ? C2 C7 1.394(2) . ? C3 C4 1.398(3) . ? C4 C5 1.382(3) . ? C5 C6 1.383(3) . ? C6 C7 1.392(3) . ? C8 N1 1.467(2) . ? C8 C10 1.509(2) . ? C8 C9 1.519(3) . ? C11 N2 1.4795(19) . ? C11 C12 1.529(2) . ? C11 C13 1.530(2) . ? C14 N3 1.3263(19) . ? C14 C15 1.416(2) . ? C15 C16 1.376(2) . ? C16 C17 1.419(2) . ? C17 C22 1.409(2) . ? C17 C18 1.421(2) . ? C18 C19 1.376(3) . ? C19 C20 1.423(3) . ? C20 C21 1.375(2) . ? C21 O 1.3518(19) . ? C21 C22 1.416(2) . ? C22 N3 1.3673(19) . ? Cl1 Si 2.1738(6) . ? Cl2 Si 2.1977(5) . ? N1 Si 1.9043(13) . ? N2 Si 1.8840(13) . ? N3 Si 2.0062(13) . ? O Si 1.7411(12) . ? 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 N1 C1 N2 107.72(13) . . ? N1 C1 C2 126.27(13) . . ? N2 C1 C2 125.98(13) . . ? N1 C1 Si 54.34(8) . . ? N2 C1 Si 53.48(7) . . ? C2 C1 Si 175.70(11) . . ? C3 C2 C7 119.95(15) . . ? C3 C2 C1 121.25(14) . . ? C7 C2 C1 118.80(14) . . ? C2 C3 C4 119.67(17) . . ? C5 C4 C3 120.07(19) . . ? C4 C5 C6 120.49(17) . . ? C5 C6 C7 119.83(18) . . ? C6 C7 C2 119.99(18) . . ? N1 C8 C10 110.78(14) . . ? N1 C8 C9 110.95(14) . . ? C10 C8 C9 111.91(18) . . ? N2 C11 C12 112.28(13) . . ? N2 C11 C13 111.01(13) . . ? C12 C11 C13 111.08(14) . . ? N3 C14 C15 121.58(14) . . ? C16 C15 C14 120.12(15) . . ? C15 C16 C17 119.69(14) . . ? C22 C17 C16 116.01(14) . . ? C22 C17 C18 117.46(14) . . ? C16 C17 C18 126.53(15) . . ? C19 C18 C17 119.56(15) . . ? C18 C19 C20 122.39(15) . . ? C21 C20 C19 119.05(15) . . ? O C21 C20 125.74(14) . . ? O C21 C22 115.36(13) . . ? C20 C21 C22 118.90(14) . . ? N3 C22 C17 124.12(13) . . ? N3 C22 C21 113.33(13) . . ? C17 C22 C21 122.54(14) . . ? C1 N1 C8 125.66(13) . . ? C1 N1 Si 91.29(9) . . ? C8 N1 Si 143.05(10) . . ? C1 N2 C11 123.80(12) . . ? C1 N2 Si 91.70(9) . . ? C11 N2 Si 141.44(10) . . ? C14 N3 C22 118.45(13) . . ? C14 N3 Si 132.49(11) . . ? C22 N3 Si 109.00(9) . . ? C21 O Si 117.32(10) . . ? O Si N2 168.06(6) . . ? O Si N1 99.57(6) . . ? N2 Si N1 69.14(6) . . ? O Si N3 84.92(5) . . ? N2 Si N3 90.50(5) . . ? N1 Si N3 87.21(5) . . ? O Si Cl1 95.60(5) . . ? N2 Si Cl1 95.47(4) . . ? N1 Si Cl1 164.39(4) . . ? N3 Si Cl1 90.49(4) . . ? O Si Cl2 89.04(4) . . ? N2 Si Cl2 94.76(4) . . ? N1 Si Cl2 90.42(4) . . ? N3 Si Cl2 173.05(4) . . ? Cl1 Si Cl2 93.52(2) . . ? O Si C1 133.92(6) . . ? N2 Si C1 34.82(5) . . ? N1 Si C1 34.37(5) . . ? N3 Si C1 90.00(5) . . ? Cl1 Si C1 130.28(4) . . ? Cl2 Si C1 91.73(4) . . ? 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 N1 C1 C2 C3 -97.00(19) . . . . ? N2 C1 C2 C3 85.1(2) . . . . ? Si C1 C2 C3 166.4(14) . . . . ? N1 C1 C2 C7 82.4(2) . . . . ? N2 C1 C2 C7 -95.45(19) . . . . ? Si C1 C2 C7 -14.1(16) . . . . ? C7 C2 C3 C4 0.0(3) . . . . ? C1 C2 C3 C4 179.38(17) . . . . ? C2 C3 C4 C5 0.5(3) . . . . ? C3 C4 C5 C6 -0.5(3) . . . . ? C4 C5 C6 C7 0.0(3) . . . . ? C5 C6 C7 C2 0.5(3) . . . . ? C3 C2 C7 C6 -0.5(3) . . . . ? C1 C2 C7 C6 -179.90(17) . . . . ? N3 C14 C15 C16 -1.2(3) . . . . ? C14 C15 C16 C17 -0.1(3) . . . . ? C15 C16 C17 C22 1.1(2) . . . . ? C15 C16 C17 C18 -178.91(17) . . . . ? C22 C17 C18 C19 -0.5(2) . . . . ? C16 C17 C18 C19 179.51(17) . . . . ? C17 C18 C19 C20 1.5(3) . . . . ? C18 C19 C20 C21 0.2(3) . . . . ? C19 C20 C21 O 176.89(16) . . . . ? C19 C20 C21 C22 -2.8(3) . . . . ? C16 C17 C22 N3 -0.9(2) . . . . ? C18 C17 C22 N3 179.10(15) . . . . ? C16 C17 C22 C21 177.76(15) . . . . ? C18 C17 C22 C21 -2.2(2) . . . . ? O C21 C22 N3 3.0(2) . . . . ? C20 C21 C22 N3 -177.27(15) . . . . ? O C21 C22 C17 -175.79(14) . . . . ? C20 C21 C22 C17 3.9(2) . . . . ? N2 C1 N1 C8 -177.30(13) . . . . ? C2 C1 N1 C8 4.5(2) . . . . ? Si C1 N1 C8 179.26(16) . . . . ? N2 C1 N1 Si 3.44(11) . . . . ? C2 C1 N1 Si -174.74(13) . . . . ? C10 C8 N1 C1 -129.11(18) . . . . ? C9 C8 N1 C1 105.95(19) . . . . ? C10 C8 N1 Si 49.7(2) . . . . ? C9 C8 N1 Si -75.3(2) . . . . ? N1 C1 N2 C11 -167.50(13) . . . . ? C2 C1 N2 C11 10.7(2) . . . . ? Si C1 N2 C11 -164.02(15) . . . . ? N1 C1 N2 Si -3.48(11) . . . . ? C2 C1 N2 Si 174.71(13) . . . . ? C12 C11 N2 C1 -133.53(15) . . . . ? C13 C11 N2 C1 101.46(17) . . . . ? C12 C11 N2 Si 72.7(2) . . . . ? C13 C11 N2 Si -52.3(2) . . . . ? C15 C14 N3 C22 1.4(2) . . . . ? C15 C14 N3 Si -175.55(12) . . . . ? C17 C22 N3 C14 -0.3(2) . . . . ? C21 C22 N3 C14 -179.12(14) . . . . ? C17 C22 N3 Si 177.28(12) . . . . ? C21 C22 N3 Si -1.50(15) . . . . ? C20 C21 O Si 177.07(14) . . . . ? C22 C21 O Si -3.23(18) . . . . ? C21 O Si N2 69.6(3) . . . . ? C21 O Si N1 88.14(12) . . . . ? C21 O Si N3 1.84(11) . . . . ? C21 O Si Cl1 -88.16(11) . . . . ? C21 O Si Cl2 178.40(11) . . . . ? C21 O Si C1 86.93(12) . . . . ? C1 N2 Si O 22.1(3) . . . . ? C11 N2 Si O -179.5(2) . . . . ? C1 N2 Si N1 2.46(8) . . . . ? C11 N2 Si N1 160.93(17) . . . . ? C1 N2 Si N3 89.29(9) . . . . ? C11 N2 Si N3 -112.25(16) . . . . ? C1 N2 Si Cl1 179.83(8) . . . . ? C11 N2 Si Cl1 -21.70(16) . . . . ? C1 N2 Si Cl2 -86.17(8) . . . . ? C11 N2 Si Cl2 72.30(16) . . . . ? C11 N2 Si C1 158.5(2) . . . . ? C1 N1 Si O -178.46(9) . . . . ? C8 N1 Si O 2.54(18) . . . . ? C1 N1 Si N2 -2.49(8) . . . . ? C8 N1 Si N2 178.51(18) . . . . ? C1 N1 Si N3 -94.09(9) . . . . ? C8 N1 Si N3 86.91(17) . . . . ? C1 N1 Si Cl1 -12.3(2) . . . . ? C8 N1 Si Cl1 168.72(13) . . . . ? C1 N1 Si Cl2 92.45(8) . . . . ? C8 N1 Si Cl2 -86.55(17) . . . . ? C8 N1 Si C1 -179.0(2) . . . . ? C14 N3 Si O 177.04(15) . . . . ? C22 N3 Si O -0.12(10) . . . . ? C14 N3 Si N2 8.09(15) . . . . ? C22 N3 Si N2 -169.07(10) . . . . ? C14 N3 Si N1 77.17(15) . . . . ? C22 N3 Si N1 -99.99(10) . . . . ? C14 N3 Si Cl1 -87.38(15) . . . . ? C22 N3 Si Cl1 95.46(10) . . . . ? C14 N3 Si Cl2 147.3(3) . . . . ? C22 N3 Si Cl2 -29.8(4) . . . . ? C14 N3 Si C1 42.90(15) . . . . ? C22 N3 Si C1 -134.26(10) . . . . ? N1 C1 Si O 2.11(12) . . . . ? N2 C1 Si O -173.81(9) . . . . ? C2 C1 Si O 101.8(15) . . . . ? N1 C1 Si N2 175.92(13) . . . . ? C2 C1 Si N2 -84.4(15) . . . . ? N2 C1 Si N1 -175.92(13) . . . . ? C2 C1 Si N1 99.6(15) . . . . ? N1 C1 Si N3 85.05(9) . . . . ? N2 C1 Si N3 -90.87(9) . . . . ? C2 C1 Si N3 -175.3(15) . . . . ? N1 C1 Si Cl1 175.70(8) . . . . ? N2 C1 Si Cl1 -0.22(10) . . . . ? C2 C1 Si Cl1 -84.7(15) . . . . ? N1 C1 Si Cl2 -88.21(8) . . . . ? N2 C1 Si Cl2 95.86(8) . . . . ? C2 C1 Si Cl2 11.4(15) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 29.08 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.372 _refine_diff_density_min -0.398 _refine_diff_density_rms 0.058 data_jun26fu _database_code_depnum_ccdc_archive 'CCDC 825852' #TrackingRef '- jun24d_26f_33b_25b_34c_31b_45c_28b_.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H25 Br2 N3 O Si' _chemical_formula_sum 'C22 H25 Br2 N3 O Si' _chemical_formula_weight 535.36 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 8.1749(16) _cell_length_b 9.919(2) _cell_length_c 14.424(3) _cell_angle_alpha 94.61(3) _cell_angle_beta 102.42(3) _cell_angle_gamma 95.80(3) _cell_volume 1130.1(4) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3298 _cell_measurement_theta_min 7.8 _cell_measurement_theta_max 26.75 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max .5 _exptl_crystal_size_mid .2 _exptl_crystal_size_min .2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.573 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 540 _exptl_absorpt_coefficient_mu 3.658 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_absorpt_correction_T_min 0.1963 _exptl_absorpt_correction_T_max 0.2718 _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 image_plate_Stoe-IPDS _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 16443 _diffrn_reflns_av_R_equivalents 0.0448 _diffrn_reflns_av_sigmaI/netI 0.0383 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.41 _diffrn_reflns_theta_max 29.11 _reflns_number_total 5566 _reflns_number_gt 4435 _reflns_threshold_expression >2sigma(I) _computing_data_collection Stoe-IPDs _computing_cell_refinement Stoe-IPDS _computing_data_reduction Stoe-IPDS _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics Ortep/Povray _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^)+(0.0722P)^2^+0.5002P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5566 _refine_ls_number_parameters 266 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0524 _refine_ls_R_factor_gt 0.0381 _refine_ls_wR_factor_ref 0.1191 _refine_ls_wR_factor_gt 0.1014 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.077 _refine_ls_shift/su_max 0.001 _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 Br1 Br 0.38591(4) 0.58231(3) 0.24914(2) 0.02651(10) Uani 1 1 d . . . Br2 Br 0.66117(4) 0.34799(4) 0.30779(2) 0.02941(11) Uani 1 1 d . . . C1 C 0.2741(4) 0.1636(3) 0.2922(2) 0.0210(6) Uani 1 1 d . . . C2 C 0.1927(4) 0.0495(3) 0.3338(2) 0.0221(6) Uani 1 1 d . . . C3 C 0.2818(5) -0.0568(4) 0.3676(3) 0.0353(8) Uani 1 1 d . . . H3 H 0.3985 -0.0539 0.3681 0.042 Uiso 1 1 calc R . . C4 C 0.1988(6) -0.1667(4) 0.4004(3) 0.0395(9) Uani 1 1 d . . . H4 H 0.2593 -0.2386 0.4235 0.047 Uiso 1 1 calc R . . C5 C 0.0300(6) -0.1715(4) 0.3997(3) 0.0392(9) Uani 1 1 d . . . H5 H -0.0258 -0.2467 0.4221 0.047 Uiso 1 1 calc R . . C6 C -0.0599(5) -0.0661(4) 0.3661(3) 0.0374(9) Uani 1 1 d . . . H6 H -0.1768 -0.0701 0.3652 0.045 Uiso 1 1 calc R . . C7 C 0.0220(5) 0.0449(3) 0.3338(3) 0.0291(7) Uani 1 1 d . . . H7 H -0.0387 0.1173 0.3119 0.035 Uiso 1 1 calc R . . C11 C 0.2956(4) 0.3685(3) 0.4137(2) 0.0228(6) Uani 1 1 d . . . H11 H 0.3846 0.4482 0.4219 0.027 Uiso 1 1 calc R . . C13 C 0.3538(5) 0.2821(4) 0.4950(3) 0.0356(8) Uani 1 1 d . . . H13A H 0.2658 0.2066 0.4935 0.053 Uiso 1 1 calc R . . H13B H 0.3752 0.3387 0.5563 0.053 Uiso 1 1 calc R . . H13C H 0.4577 0.2457 0.4874 0.053 Uiso 1 1 calc R . . C12 C 0.1329(5) 0.4271(4) 0.4210(3) 0.0326(8) Uani 1 1 d . . . H12A H 0.1045 0.4871 0.3707 0.049 Uiso 1 1 calc R . . H12B H 0.1483 0.4792 0.4835 0.049 Uiso 1 1 calc R . . H12C H 0.0412 0.3525 0.4134 0.049 Uiso 1 1 calc R . . C8 C 0.3419(5) 0.0228(3) 0.1570(3) 0.0308(8) Uani 1 1 d . . . H8 H 0.2848 -0.0535 0.1843 0.037 Uiso 1 1 calc R . . C9 C 0.2497(11) 0.0252(4) 0.0557(3) 0.080(2) Uani 1 1 d . . . H9A H 0.1330 0.0419 0.0541 0.120 Uiso 1 1 calc R . . H9B H 0.2500 -0.0627 0.0195 0.120 Uiso 1 1 calc R . . H9C H 0.3056 0.0980 0.0272 0.120 Uiso 1 1 calc R . . C10 C 0.5233(8) -0.0014(6) 0.1637(6) 0.083(2) Uani 1 1 d . . . H10A H 0.5777 0.0660 0.1303 0.125 Uiso 1 1 calc R . . H10B H 0.5270 -0.0932 0.1342 0.125 Uiso 1 1 calc R . . H10C H 0.5830 0.0074 0.2309 0.125 Uiso 1 1 calc R . . C14 C -0.0005(4) 0.3370(3) 0.1525(2) 0.0194(6) Uani 1 1 d . . . H14 H -0.0111 0.3388 0.2169 0.023 Uiso 1 1 calc R . . C15 C -0.1459(4) 0.3297(3) 0.0797(2) 0.0210(6) Uani 1 1 d . . . H15 H -0.2536 0.3273 0.0949 0.025 Uiso 1 1 calc R . . C16 C -0.1328(4) 0.3262(3) -0.0142(2) 0.0203(6) Uani 1 1 d . . . H16 H -0.2314 0.3199 -0.0640 0.024 Uiso 1 1 calc R . . C17 C 0.0294(4) 0.3321(3) -0.0362(2) 0.0167(5) Uani 1 1 d . . . C18 C 0.0624(4) 0.3305(3) -0.1295(2) 0.0228(6) Uani 1 1 d . . . H18 H -0.0277 0.3216 -0.1845 0.027 Uiso 1 1 calc R . . C19 C 0.2283(4) 0.3421(3) -0.1381(2) 0.0231(6) Uani 1 1 d . . . H19 H 0.2503 0.3429 -0.2002 0.028 Uiso 1 1 calc R . . C20 C 0.3661(4) 0.3529(3) -0.0592(2) 0.0208(6) Uani 1 1 d . . . H20 H 0.4782 0.3620 -0.0682 0.025 Uiso 1 1 calc R . . C21 C 0.3371(4) 0.3502(3) 0.0317(2) 0.0172(5) Uani 1 1 d . . . C22 C 0.1668(4) 0.3419(3) 0.0414(2) 0.0185(6) Uani 1 1 d . . . N2 N 0.2842(3) 0.2976(2) 0.31841(18) 0.0187(5) Uani 1 1 d . . . N1 N 0.3374(3) 0.1509(2) 0.21497(19) 0.0202(5) Uani 1 1 d . . . N3 N 0.1534(3) 0.3414(2) 0.13398(17) 0.0153(5) Uani 1 1 d . . . O O 0.4536(3) 0.3510(2) 0.11333(15) 0.0197(4) Uani 1 1 d . . . Si Si 0.38106(11) 0.34301(8) 0.21783(6) 0.01721(17) 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 0.0281(2) 0.02745(16) 0.02459(17) 0.00153(11) 0.00832(15) 0.00178(12) Br2 0.01838(18) 0.04358(19) 0.02705(18) 0.00515(14) 0.00558(15) 0.00520(13) C1 0.0164(15) 0.0262(13) 0.0232(15) 0.0063(11) 0.0082(13) 0.0051(11) C2 0.0213(16) 0.0255(13) 0.0209(14) 0.0052(11) 0.0068(14) 0.0031(11) C3 0.035(2) 0.0355(17) 0.043(2) 0.0162(16) 0.0168(19) 0.0114(15) C4 0.048(3) 0.0321(17) 0.046(2) 0.0183(16) 0.018(2) 0.0111(16) C5 0.048(3) 0.0348(18) 0.040(2) 0.0136(15) 0.022(2) -0.0005(16) C6 0.031(2) 0.0400(19) 0.047(2) 0.0136(17) 0.019(2) 0.0005(15) C7 0.0269(19) 0.0330(16) 0.0308(18) 0.0098(13) 0.0113(16) 0.0042(13) C11 0.0203(16) 0.0324(15) 0.0145(13) -0.0003(11) 0.0046(13) -0.0013(12) C13 0.038(2) 0.049(2) 0.0190(16) 0.0066(14) 0.0023(17) 0.0060(17) C12 0.030(2) 0.0431(19) 0.0264(17) -0.0052(14) 0.0116(17) 0.0092(15) C8 0.044(2) 0.0195(13) 0.0339(18) 0.0010(12) 0.0212(18) 0.0047(13) C9 0.169(7) 0.0232(18) 0.035(2) -0.0094(16) 0.000(3) 0.005(3) C10 0.056(4) 0.066(3) 0.133(6) -0.033(4) 0.044(4) 0.020(3) C14 0.0166(15) 0.0215(12) 0.0227(14) 0.0031(11) 0.0085(13) 0.0044(10) C15 0.0146(15) 0.0222(12) 0.0286(16) 0.0031(11) 0.0092(14) 0.0032(10) C16 0.0161(15) 0.0202(12) 0.0252(15) 0.0034(11) 0.0050(13) 0.0034(10) C17 0.0115(14) 0.0181(11) 0.0193(13) 0.0007(10) 0.0017(12) 0.0012(10) C18 0.0255(17) 0.0251(13) 0.0168(14) -0.0001(11) 0.0041(14) 0.0014(12) C19 0.0283(18) 0.0257(14) 0.0176(14) 0.0022(11) 0.0099(14) 0.0038(12) C20 0.0212(16) 0.0219(12) 0.0224(15) 0.0008(11) 0.0122(14) 0.0025(11) C21 0.0163(15) 0.0176(11) 0.0182(13) 0.0003(10) 0.0057(12) 0.0011(10) C22 0.0253(16) 0.0146(11) 0.0191(14) 0.0007(10) 0.0136(13) 0.0017(10) N2 0.0176(13) 0.0236(11) 0.0173(12) 0.0035(9) 0.0079(11) 0.0037(9) N1 0.0192(13) 0.0209(11) 0.0237(13) 0.0038(9) 0.0097(12) 0.0054(9) N3 0.0108(12) 0.0190(10) 0.0158(11) 0.0003(8) 0.0030(10) 0.0021(8) O 0.0164(11) 0.0255(10) 0.0185(10) 0.0015(8) 0.0080(9) 0.0012(8) Si 0.0160(4) 0.0214(3) 0.0161(4) 0.0017(3) 0.0076(3) 0.0024(3) _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 Si 2.3750(10) . ? Br2 Si 2.3703(12) . ? C1 N1 1.327(4) . ? C1 N2 1.342(4) . ? C1 C2 1.488(4) . ? C1 Si 2.340(3) . ? C2 C7 1.392(5) . ? C2 C3 1.401(4) . ? C3 C4 1.395(5) . ? C4 C5 1.374(6) . ? C5 C6 1.396(6) . ? C6 C7 1.394(5) . ? C11 N2 1.473(4) . ? C11 C12 1.524(5) . ? C11 C13 1.530(5) . ? C8 N1 1.471(4) . ? C8 C9 1.497(6) . ? C8 C10 1.510(6) . ? C14 N3 1.338(4) . ? C14 C15 1.398(5) . ? C15 C16 1.380(4) . ? C16 C17 1.425(4) . ? C17 C22 1.394(5) . ? C17 C18 1.428(4) . ? C18 C19 1.382(5) . ? C19 C20 1.408(5) . ? C20 C21 1.383(4) . ? C21 O 1.344(4) . ? C21 C22 1.423(4) . ? C22 N3 1.364(4) . ? N2 Si 1.861(2) . ? N1 Si 1.899(3) . ? N3 Si 1.987(3) . ? O Si 1.739(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 N1 C1 N2 106.8(2) . . ? N1 C1 C2 125.3(3) . . ? N2 C1 C2 127.6(3) . . ? N1 C1 Si 54.21(15) . . ? N2 C1 Si 52.59(14) . . ? C2 C1 Si 175.3(2) . . ? C7 C2 C3 119.7(3) . . ? C7 C2 C1 118.9(3) . . ? C3 C2 C1 121.3(3) . . ? C4 C3 C2 119.9(4) . . ? C5 C4 C3 120.4(3) . . ? C4 C5 C6 120.2(3) . . ? C7 C6 C5 120.0(4) . . ? C2 C7 C6 119.9(3) . . ? N2 C11 C12 112.0(3) . . ? N2 C11 C13 113.3(3) . . ? C12 C11 C13 112.0(3) . . ? N1 C8 C9 111.2(3) . . ? N1 C8 C10 109.2(4) . . ? C9 C8 C10 111.6(5) . . ? N3 C14 C15 121.8(3) . . ? C16 C15 C14 119.9(3) . . ? C15 C16 C17 119.6(3) . . ? C22 C17 C16 116.2(3) . . ? C22 C17 C18 118.0(3) . . ? C16 C17 C18 125.9(3) . . ? C19 C18 C17 118.5(3) . . ? C18 C19 C20 123.0(3) . . ? C21 C20 C19 119.6(3) . . ? O C21 C20 126.8(3) . . ? O C21 C22 115.4(2) . . ? C20 C21 C22 117.8(3) . . ? N3 C22 C17 124.1(3) . . ? N3 C22 C21 112.7(3) . . ? C17 C22 C21 123.2(3) . . ? C1 N2 C11 129.1(3) . . ? C1 N2 Si 92.46(18) . . ? C11 N2 Si 132.1(2) . . ? C1 N1 C8 126.3(3) . . ? C1 N1 Si 91.25(19) . . ? C8 N1 Si 142.2(2) . . ? C14 N3 C22 118.3(3) . . ? C14 N3 Si 132.1(2) . . ? C22 N3 Si 109.5(2) . . ? C21 O Si 117.11(18) . . ? O Si N2 167.93(12) . . ? O Si N1 99.13(11) . . ? N2 Si N1 69.48(11) . . ? O Si N3 85.17(11) . . ? N2 Si N3 90.43(11) . . ? N1 Si N3 88.62(12) . . ? O Si C1 133.55(11) . . ? N2 Si C1 34.94(11) . . ? N1 Si C1 34.54(10) . . ? N3 Si C1 89.35(11) . . ? O Si Br2 90.58(9) . . ? N2 Si Br2 93.85(9) . . ? N1 Si Br2 92.59(10) . . ? N3 Si Br2 175.71(8) . . ? C1 Si Br2 93.98(9) . . ? O Si Br1 95.18(8) . . ? N2 Si Br1 95.85(8) . . ? N1 Si Br1 164.78(8) . . ? N3 Si Br1 87.44(8) . . ? C1 Si Br1 130.67(8) . . ? Br2 Si Br1 92.42(5) . . ? 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 N1 C1 C2 C7 -114.9(4) . . . . ? N2 C1 C2 C7 58.4(5) . . . . ? Si C1 C2 C7 -33(3) . . . . ? N1 C1 C2 C3 61.4(5) . . . . ? N2 C1 C2 C3 -125.3(4) . . . . ? Si C1 C2 C3 144(3) . . . . ? C7 C2 C3 C4 0.4(6) . . . . ? C1 C2 C3 C4 -175.8(4) . . . . ? C2 C3 C4 C5 0.1(7) . . . . ? C3 C4 C5 C6 -0.1(7) . . . . ? C4 C5 C6 C7 -0.5(7) . . . . ? C3 C2 C7 C6 -1.0(6) . . . . ? C1 C2 C7 C6 175.4(3) . . . . ? C5 C6 C7 C2 1.0(6) . . . . ? N3 C14 C15 C16 0.4(4) . . . . ? C14 C15 C16 C17 -0.9(4) . . . . ? C15 C16 C17 C22 -0.3(4) . . . . ? C15 C16 C17 C18 -179.5(3) . . . . ? C22 C17 C18 C19 -1.6(4) . . . . ? C16 C17 C18 C19 177.5(3) . . . . ? C17 C18 C19 C20 1.3(4) . . . . ? C18 C19 C20 C21 0.9(4) . . . . ? C19 C20 C21 O 175.7(3) . . . . ? C19 C20 C21 C22 -2.5(4) . . . . ? C16 C17 C22 N3 2.3(4) . . . . ? C18 C17 C22 N3 -178.4(3) . . . . ? C16 C17 C22 C21 -179.3(2) . . . . ? C18 C17 C22 C21 -0.1(4) . . . . ? O C21 C22 N3 2.3(3) . . . . ? C20 C21 C22 N3 -179.3(2) . . . . ? O C21 C22 C17 -176.2(2) . . . . ? C20 C21 C22 C17 2.2(4) . . . . ? N1 C1 N2 C11 -153.9(3) . . . . ? C2 C1 N2 C11 31.9(5) . . . . ? Si C1 N2 C11 -154.0(4) . . . . ? N1 C1 N2 Si 0.2(3) . . . . ? C2 C1 N2 Si -174.1(3) . . . . ? C12 C11 N2 C1 -108.6(4) . . . . ? C13 C11 N2 C1 19.2(5) . . . . ? C12 C11 N2 Si 107.5(3) . . . . ? C13 C11 N2 Si -124.6(3) . . . . ? N2 C1 N1 C8 -175.5(3) . . . . ? C2 C1 N1 C8 -1.1(5) . . . . ? Si C1 N1 C8 -175.4(4) . . . . ? N2 C1 N1 Si -0.2(3) . . . . ? C2 C1 N1 Si 174.3(3) . . . . ? C9 C8 N1 C1 121.0(5) . . . . ? C10 C8 N1 C1 -115.4(5) . . . . ? C9 C8 N1 Si -51.5(6) . . . . ? C10 C8 N1 Si 72.1(6) . . . . ? C15 C14 N3 C22 1.5(4) . . . . ? C15 C14 N3 Si -176.7(2) . . . . ? C17 C22 N3 C14 -2.9(4) . . . . ? C21 C22 N3 C14 178.6(2) . . . . ? C17 C22 N3 Si 175.6(2) . . . . ? C21 C22 N3 Si -2.9(3) . . . . ? C20 C21 O Si -178.6(2) . . . . ? C22 C21 O Si -0.4(3) . . . . ? C21 O Si N2 67.9(6) . . . . ? C21 O Si N1 86.8(2) . . . . ? C21 O Si N3 -1.03(19) . . . . ? C21 O Si C1 83.5(2) . . . . ? C21 O Si Br2 179.51(18) . . . . ? C21 O Si Br1 -88.01(19) . . . . ? C1 N2 Si O 19.8(7) . . . . ? C11 N2 Si O 172.6(5) . . . . ? C1 N2 Si N1 -0.11(19) . . . . ? C11 N2 Si N1 152.6(3) . . . . ? C1 N2 Si N3 88.3(2) . . . . ? C11 N2 Si N3 -119.0(3) . . . . ? C11 N2 Si C1 152.7(4) . . . . ? C1 N2 Si Br2 -91.44(19) . . . . ? C11 N2 Si Br2 61.3(3) . . . . ? C1 N2 Si Br1 175.72(18) . . . . ? C11 N2 Si Br1 -31.6(3) . . . . ? C1 N1 Si O -175.7(2) . . . . ? C8 N1 Si O -1.9(4) . . . . ? C1 N1 Si N2 0.11(19) . . . . ? C8 N1 Si N2 174.0(4) . . . . ? C1 N1 Si N3 -90.9(2) . . . . ? C8 N1 Si N3 83.0(4) . . . . ? C8 N1 Si C1 173.9(5) . . . . ? C1 N1 Si Br2 93.25(19) . . . . ? C8 N1 Si Br2 -92.9(4) . . . . ? C1 N1 Si Br1 -15.9(5) . . . . ? C8 N1 Si Br1 158.0(3) . . . . ? C14 N3 Si O -179.5(3) . . . . ? C22 N3 Si O 2.24(18) . . . . ? C14 N3 Si N2 11.8(3) . . . . ? C22 N3 Si N2 -166.51(18) . . . . ? C14 N3 Si N1 81.2(3) . . . . ? C22 N3 Si N1 -97.04(19) . . . . ? C14 N3 Si C1 46.7(3) . . . . ? C22 N3 Si C1 -131.58(19) . . . . ? C14 N3 Si Br2 -172.3(9) . . . . ? C22 N3 Si Br2 9.4(11) . . . . ? C14 N3 Si Br1 -84.1(2) . . . . ? C22 N3 Si Br1 97.66(17) . . . . ? N1 C1 Si O 5.8(3) . . . . ? N2 C1 Si O -174.4(2) . . . . ? C2 C1 Si O -80(3) . . . . ? N1 C1 Si N2 -179.8(3) . . . . ? C2 C1 Si N2 95(3) . . . . ? N2 C1 Si N1 179.8(3) . . . . ? C2 C1 Si N1 -85(3) . . . . ? N1 C1 Si N3 88.5(2) . . . . ? N2 C1 Si N3 -91.7(2) . . . . ? C2 C1 Si N3 3(3) . . . . ? N1 C1 Si Br2 -88.79(19) . . . . ? N2 C1 Si Br2 91.02(19) . . . . ? C2 C1 Si Br2 -174(3) . . . . ? N1 C1 Si Br1 174.56(17) . . . . ? N2 C1 Si Br1 -5.6(2) . . . . ? C2 C1 Si Br1 89(3) . . . . ? _diffrn_measured_fraction_theta_max 0.917 _diffrn_reflns_theta_full 29.11 _diffrn_measured_fraction_theta_full 0.917 _refine_diff_density_max 0.644 _refine_diff_density_min -0.936 _refine_diff_density_rms 0.120 data_jun33du _database_code_depnum_ccdc_archive 'CCDC 825853' #TrackingRef '- jun24d_26f_33b_25b_34c_31b_45c_28b_.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H25 F2 N3 O Si' _chemical_formula_sum 'C22 H25 F2 N3 O Si' _chemical_formula_weight 413.54 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' F F 0.0171 0.0103 '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 P21/c 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 14.657(2) _cell_length_b 9.7605(8) _cell_length_c 15.470(2) _cell_angle_alpha 90.00 _cell_angle_beta 110.049(16) _cell_angle_gamma 90.00 _cell_volume 2079.0(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5000 _cell_measurement_theta_min 6.45 _cell_measurement_theta_max 26.35 _exptl_crystal_description block _exptl_crystal_colour light_yellow _exptl_crystal_size_max .5 _exptl_crystal_size_mid .4 _exptl_crystal_size_min .3 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.321 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 872 _exptl_absorpt_coefficient_mu 0.149 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 image_plate_Stoe-IPDS _diffrn_measurement_method omega_scan _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 15548 _diffrn_reflns_av_R_equivalents 0.0369 _diffrn_reflns_av_sigmaI/netI 0.0324 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.51 _diffrn_reflns_theta_max 27.88 _reflns_number_total 4918 _reflns_number_gt 3770 _reflns_threshold_expression >2sigma(I) _computing_data_collection Stoe-IPDS _computing_cell_refinement Stoe-IPDS _computing_data_reduction Stoe-IPDS _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics Ortep/Povray _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^)+(0.0553P)^2^+0.5034P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4918 _refine_ls_number_parameters 266 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0515 _refine_ls_R_factor_gt 0.0371 _refine_ls_wR_factor_ref 0.1025 _refine_ls_wR_factor_gt 0.0952 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _refine_ls_shift/su_max 0.001 _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 C1 C 0.33950(9) 0.26634(14) 0.54597(9) 0.0195(3) Uani 1 1 d . . . C2 C 0.43407(9) 0.29357(14) 0.61644(10) 0.0217(3) Uani 1 1 d . . . C3 C 0.48603(11) 0.40153(18) 0.60055(12) 0.0338(4) Uani 1 1 d . . . H3 H 0.4607 0.4588 0.5481 0.041 Uiso 1 1 calc R . . C4 C 0.57629(11) 0.4222(2) 0.66419(14) 0.0430(4) Uani 1 1 d . . . H4 H 0.6156 0.4945 0.6553 0.052 Uiso 1 1 calc R . . C5 C 0.61256(11) 0.3372(2) 0.74392(13) 0.0429(4) Uani 1 1 d . . . H5 H 0.6755 0.3550 0.7868 0.051 Uiso 1 1 calc R . . C6 C 0.56036(12) 0.23196(19) 0.76061(13) 0.0421(4) Uani 1 1 d . . . H6 H 0.5847 0.1771 0.8144 0.050 Uiso 1 1 calc R . . C7 C 0.47105(11) 0.20897(17) 0.69603(11) 0.0318(3) Uani 1 1 d . . . H7 H 0.4327 0.1350 0.7043 0.038 Uiso 1 1 calc R . . C11 C 0.25979(9) 0.47135(14) 0.58124(10) 0.0244(3) Uani 1 1 d . . . H11 H 0.3216 0.4827 0.6344 0.029 Uiso 1 1 calc R . . C12 C 0.17779(11) 0.48196(17) 0.61656(13) 0.0336(3) Uani 1 1 d . . . H12A H 0.1162 0.4730 0.5653 0.050 Uiso 1 1 calc R . . H12B H 0.1801 0.5711 0.6463 0.050 Uiso 1 1 calc R . . H12C H 0.1830 0.4088 0.6614 0.050 Uiso 1 1 calc R . . C13 C 0.25614(11) 0.58525(16) 0.50866(13) 0.0343(4) Uani 1 1 d . . . H13A H 0.3152 0.5807 0.4926 0.051 Uiso 1 1 calc R . . H13B H 0.2518 0.6755 0.5348 0.051 Uiso 1 1 calc R . . H13C H 0.1992 0.5708 0.4533 0.051 Uiso 1 1 calc R . . C8 C 0.37962(9) 0.07099(15) 0.45943(10) 0.0241(3) Uani 1 1 d . . . H8 H 0.4453 0.0800 0.5077 0.029 Uiso 1 1 calc R . . C9 C 0.34749(13) -0.07532(18) 0.46002(19) 0.0542(6) Uani 1 1 d . . . H9A H 0.3405 -0.0958 0.5194 0.081 Uiso 1 1 calc R . . H9B H 0.3961 -0.1366 0.4504 0.081 Uiso 1 1 calc R . . H9C H 0.2850 -0.0888 0.4106 0.081 Uiso 1 1 calc R . . C10 C 0.38993(16) 0.1098(2) 0.36305(14) 0.0535(5) Uani 1 1 d . . . H10A H 0.3259 0.1065 0.3147 0.080 Uiso 1 1 calc R . . H10B H 0.4335 0.0444 0.3488 0.080 Uiso 1 1 calc R . . H10C H 0.4168 0.2025 0.3665 0.080 Uiso 1 1 calc R . . C14 C 0.17378(9) 0.09601(15) 0.61183(10) 0.0229(3) Uani 1 1 d . . . H14 H 0.2045 0.1727 0.6479 0.028 Uiso 1 1 calc R . . C15 C 0.14237(9) -0.01220(15) 0.65590(10) 0.0252(3) Uani 1 1 d . . . H15 H 0.1522 -0.0101 0.7199 0.030 Uiso 1 1 calc R . . C16 C 0.09674(9) -0.12094(15) 0.60088(11) 0.0257(3) Uani 1 1 d . . . H16 H 0.0737 -0.1951 0.6274 0.031 Uiso 1 1 calc R . . C17 C 0.08266(9) -0.12474(14) 0.49969(10) 0.0233(3) Uani 1 1 d . . . C18 C 0.03561(10) -0.22823(15) 0.43268(12) 0.0294(3) Uani 1 1 d . . . H18 H 0.0100 -0.3071 0.4522 0.035 Uiso 1 1 calc R . . C19 C 0.02601(10) -0.21587(16) 0.33590(12) 0.0316(3) Uani 1 1 d . . . H19 H -0.0063 -0.2872 0.2950 0.038 Uiso 1 1 calc R . . C20 C 0.06222(10) -0.10325(16) 0.29958(11) 0.0286(3) Uani 1 1 d . . . H20 H 0.0551 -0.0971 0.2363 0.034 Uiso 1 1 calc R . . C21 C 0.10897(9) -0.00201(15) 0.36306(10) 0.0227(3) Uani 1 1 d . . . C22 C 0.11778(8) -0.01274(14) 0.46238(9) 0.0205(3) Uani 1 1 d . . . F1 F 0.09320(5) 0.30938(9) 0.41599(6) 0.0286(2) Uani 1 1 d . . . F2 F 0.21661(6) 0.33345(9) 0.34918(6) 0.0300(2) Uani 1 1 d . . . N2 N 0.26310(7) 0.33659(12) 0.53796(8) 0.0212(2) Uani 1 1 d . . . N1 N 0.31639(7) 0.16703(12) 0.48096(8) 0.0214(2) Uani 1 1 d . . . N3 N 0.16209(7) 0.09640(12) 0.51738(8) 0.0203(2) Uani 1 1 d . . . O O 0.14770(7) 0.10949(11) 0.33918(7) 0.0248(2) Uani 1 1 d . . . Si Si 0.19182(2) 0.23491(4) 0.42804(3) 0.02057(10) 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 0.0157(5) 0.0204(6) 0.0226(6) 0.0032(5) 0.0067(5) -0.0010(5) C2 0.0144(5) 0.0236(7) 0.0266(7) -0.0040(5) 0.0062(5) 0.0009(5) C3 0.0223(7) 0.0391(9) 0.0392(9) 0.0028(7) 0.0095(6) -0.0070(6) C4 0.0212(7) 0.0490(10) 0.0584(11) -0.0145(9) 0.0131(7) -0.0124(7) C5 0.0173(6) 0.0506(11) 0.0512(10) -0.0199(9) -0.0006(6) 0.0022(7) C6 0.0294(8) 0.0433(10) 0.0400(9) -0.0013(8) -0.0054(7) 0.0096(7) C7 0.0242(7) 0.0292(8) 0.0363(8) 0.0014(6) 0.0031(6) 0.0018(6) C11 0.0191(6) 0.0198(7) 0.0335(7) -0.0031(6) 0.0079(5) 0.0005(5) C12 0.0289(7) 0.0284(8) 0.0490(9) -0.0038(7) 0.0203(7) 0.0018(6) C13 0.0313(7) 0.0220(7) 0.0526(10) 0.0049(7) 0.0183(7) 0.0018(6) C8 0.0174(6) 0.0243(7) 0.0309(7) -0.0026(6) 0.0085(5) 0.0022(5) C9 0.0313(8) 0.0244(8) 0.1100(18) -0.0077(10) 0.0281(10) 0.0012(7) C10 0.0554(11) 0.0681(14) 0.0496(11) 0.0102(10) 0.0343(9) 0.0273(10) C14 0.0172(6) 0.0248(7) 0.0251(7) -0.0017(6) 0.0051(5) 0.0008(5) C15 0.0204(6) 0.0293(7) 0.0258(7) 0.0031(6) 0.0075(5) 0.0028(5) C16 0.0173(6) 0.0241(7) 0.0358(8) 0.0055(6) 0.0091(5) 0.0023(5) C17 0.0122(5) 0.0218(7) 0.0339(7) 0.0005(6) 0.0057(5) 0.0018(5) C18 0.0173(6) 0.0231(7) 0.0455(9) -0.0020(6) 0.0077(6) -0.0022(5) C19 0.0193(6) 0.0285(8) 0.0427(9) -0.0121(7) 0.0050(6) -0.0031(5) C20 0.0179(6) 0.0358(8) 0.0292(7) -0.0078(6) 0.0041(5) 0.0000(5) C21 0.0130(5) 0.0263(7) 0.0274(7) -0.0021(6) 0.0050(5) 0.0013(5) C22 0.0105(5) 0.0213(6) 0.0272(7) -0.0017(5) 0.0033(5) 0.0012(4) F1 0.0154(4) 0.0305(5) 0.0351(5) 0.0026(4) 0.0026(3) 0.0034(3) F2 0.0257(4) 0.0314(5) 0.0309(4) 0.0076(4) 0.0070(3) -0.0018(3) N2 0.0145(5) 0.0189(6) 0.0293(6) 0.0001(5) 0.0062(4) 0.0009(4) N1 0.0142(5) 0.0226(6) 0.0264(6) -0.0015(5) 0.0058(4) 0.0004(4) N3 0.0123(4) 0.0216(6) 0.0258(6) -0.0011(5) 0.0052(4) -0.0001(4) O 0.0197(4) 0.0297(5) 0.0238(5) 0.0002(4) 0.0059(4) -0.0027(4) Si 0.01476(16) 0.02247(19) 0.02253(19) 0.00199(15) 0.00387(13) 0.00012(13) _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 N2 1.2823(16) . ? C1 N1 1.3536(18) . ? C1 C2 1.4644(18) . ? C1 Si 2.3239(14) . ? C2 C3 1.371(2) . ? C2 C7 1.426(2) . ? C3 C4 1.366(2) . ? C4 C5 1.429(3) . ? C5 C6 1.358(3) . ? C6 C7 1.366(2) . ? C11 N2 1.4842(18) . ? C11 C12 1.485(2) . ? C11 C13 1.568(2) . ? C8 N1 1.4353(17) . ? C8 C9 1.505(2) . ? C8 C10 1.595(2) . ? C14 N3 1.4115(19) . ? C14 C15 1.417(2) . ? C15 C16 1.381(2) . ? C16 C17 1.508(2) . ? C17 C22 1.4131(19) . ? C17 C18 1.442(2) . ? C18 C19 1.460(2) . ? C19 C20 1.418(2) . ? C20 C21 1.396(2) . ? C21 O 1.3367(17) . ? C21 C22 1.501(2) . ? C22 N3 1.3790(17) . ? F1 Si 1.5708(9) . ? F2 Si 1.6880(9) . ? N2 Si 1.9364(12) . ? N1 Si 1.8488(11) . ? N3 Si 2.0834(12) . ? O Si 1.7881(11) . ? 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 N2 C1 N1 108.86(11) . . ? N2 C1 C2 123.18(13) . . ? N1 C1 C2 127.95(12) . . ? N2 C1 Si 56.44(7) . . ? N1 C1 Si 52.68(6) . . ? C2 C1 Si 176.05(10) . . ? C3 C2 C7 121.99(13) . . ? C3 C2 C1 116.63(13) . . ? C7 C2 C1 121.34(13) . . ? C4 C3 C2 116.40(16) . . ? C3 C4 C5 121.18(16) . . ? C6 C5 C4 122.43(14) . . ? C5 C6 C7 116.52(17) . . ? C6 C7 C2 121.44(16) . . ? N2 C11 C12 112.55(12) . . ? N2 C11 C13 107.68(12) . . ? C12 C11 C13 112.39(12) . . ? N1 C8 C9 112.96(12) . . ? N1 C8 C10 109.71(12) . . ? C9 C8 C10 111.18(17) . . ? N3 C14 C15 123.77(13) . . ? C16 C15 C14 116.42(13) . . ? C15 C16 C17 121.58(13) . . ? C22 C17 C18 113.55(13) . . ? C22 C17 C16 117.75(12) . . ? C18 C17 C16 128.69(13) . . ? C17 C18 C19 122.24(13) . . ? C20 C19 C18 123.56(13) . . ? C21 C20 C19 115.48(14) . . ? O C21 C20 122.31(13) . . ? O C21 C22 116.37(12) . . ? C20 C21 C22 121.32(13) . . ? N3 C22 C17 120.40(13) . . ? N3 C22 C21 115.77(12) . . ? C17 C22 C21 123.82(12) . . ? C1 N2 C11 126.35(11) . . ? C1 N2 Si 90.07(9) . . ? C11 N2 Si 139.38(9) . . ? C1 N1 C8 128.54(11) . . ? C1 N1 Si 91.72(8) . . ? C8 N1 Si 138.55(9) . . ? C22 N3 C14 120.06(12) . . ? C22 N3 Si 104.68(9) . . ? C14 N3 Si 135.21(9) . . ? C21 O Si 114.89(9) . . ? F1 Si F2 93.90(5) . . ? F1 Si O 98.63(5) . . ? F2 Si O 86.86(5) . . ? F1 Si N1 161.31(5) . . ? F2 Si N1 95.72(5) . . ? O Si N1 97.87(5) . . ? F1 Si N2 93.70(5) . . ? F2 Si N2 99.07(5) . . ? O Si N2 165.94(5) . . ? N1 Si N2 68.97(5) . . ? F1 Si N3 89.19(5) . . ? F2 Si N3 174.25(5) . . ? O Si N3 87.88(5) . . ? N1 Si N3 82.71(5) . . ? N2 Si N3 85.56(5) . . ? F1 Si C1 127.13(5) . . ? F2 Si C1 96.82(5) . . ? O Si C1 133.47(5) . . ? N1 Si C1 35.61(5) . . ? N2 Si C1 33.49(5) . . ? N3 Si C1 85.13(5) . . ? 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 N2 C1 C2 C3 -78.18(18) . . . . ? N1 C1 C2 C3 102.65(17) . . . . ? Si C1 C2 C3 5.0(16) . . . . ? N2 C1 C2 C7 103.69(17) . . . . ? N1 C1 C2 C7 -75.5(2) . . . . ? Si C1 C2 C7 -173.2(14) . . . . ? C7 C2 C3 C4 1.3(2) . . . . ? C1 C2 C3 C4 -176.80(15) . . . . ? C2 C3 C4 C5 -1.5(3) . . . . ? C3 C4 C5 C6 0.3(3) . . . . ? C4 C5 C6 C7 1.2(3) . . . . ? C5 C6 C7 C2 -1.4(3) . . . . ? C3 C2 C7 C6 0.2(2) . . . . ? C1 C2 C7 C6 178.22(15) . . . . ? N3 C14 C15 C16 -0.97(19) . . . . ? C14 C15 C16 C17 0.90(19) . . . . ? C15 C16 C17 C22 -0.04(18) . . . . ? C15 C16 C17 C18 -178.85(13) . . . . ? C22 C17 C18 C19 -0.09(18) . . . . ? C16 C17 C18 C19 178.77(13) . . . . ? C17 C18 C19 C20 0.5(2) . . . . ? C18 C19 C20 C21 0.1(2) . . . . ? C19 C20 C21 O 179.31(12) . . . . ? C19 C20 C21 C22 -1.08(18) . . . . ? C18 C17 C22 N3 178.14(11) . . . . ? C16 C17 C22 N3 -0.85(17) . . . . ? C18 C17 C22 C21 -0.94(18) . . . . ? C16 C17 C22 C21 -179.93(11) . . . . ? O C21 C22 N3 2.14(16) . . . . ? C20 C21 C22 N3 -177.50(11) . . . . ? O C21 C22 C17 -178.74(11) . . . . ? C20 C21 C22 C17 1.62(19) . . . . ? N1 C1 N2 C11 -166.03(12) . . . . ? C2 C1 N2 C11 14.7(2) . . . . ? Si C1 N2 C11 -160.63(15) . . . . ? N1 C1 N2 Si -5.40(11) . . . . ? C2 C1 N2 Si 175.29(12) . . . . ? C12 C11 N2 C1 -139.40(15) . . . . ? C13 C11 N2 C1 96.18(16) . . . . ? C12 C11 N2 Si 71.24(18) . . . . ? C13 C11 N2 Si -53.19(17) . . . . ? N2 C1 N1 C8 174.95(13) . . . . ? C2 C1 N1 C8 -5.8(2) . . . . ? Si C1 N1 C8 169.29(16) . . . . ? N2 C1 N1 Si 5.66(11) . . . . ? C2 C1 N1 Si -175.08(13) . . . . ? C9 C8 N1 C1 126.78(17) . . . . ? C10 C8 N1 C1 -108.56(17) . . . . ? C9 C8 N1 Si -69.5(2) . . . . ? C10 C8 N1 Si 55.1(2) . . . . ? C17 C22 N3 C14 0.82(17) . . . . ? C21 C22 N3 C14 179.97(11) . . . . ? C17 C22 N3 Si -176.78(9) . . . . ? C21 C22 N3 Si 2.36(12) . . . . ? C15 C14 N3 C22 0.12(18) . . . . ? C15 C14 N3 Si 176.83(9) . . . . ? C20 C21 O Si 173.26(10) . . . . ? C22 C21 O Si -6.37(14) . . . . ? C21 O Si F1 -82.68(9) . . . . ? C21 O Si F2 -176.15(9) . . . . ? C21 O Si N1 88.51(9) . . . . ? C21 O Si N2 68.3(2) . . . . ? C21 O Si N3 6.17(9) . . . . ? C21 O Si C1 87.43(10) . . . . ? C1 N1 Si F1 -26.8(2) . . . . ? C8 N1 Si F1 165.85(15) . . . . ? C1 N1 Si F2 93.74(8) . . . . ? C8 N1 Si F2 -73.57(15) . . . . ? C1 N1 Si O -178.65(8) . . . . ? C8 N1 Si O 14.04(15) . . . . ? C1 N1 Si N2 -3.80(7) . . . . ? C8 N1 Si N2 -171.11(16) . . . . ? C1 N1 Si N3 -91.83(8) . . . . ? C8 N1 Si N3 100.86(15) . . . . ? C8 N1 Si C1 -167.31(19) . . . . ? C1 N2 Si F1 176.79(8) . . . . ? C11 N2 Si F1 -27.45(14) . . . . ? C1 N2 Si F2 -88.67(9) . . . . ? C11 N2 Si F2 67.10(14) . . . . ? C1 N2 Si O 25.5(2) . . . . ? C11 N2 Si O -178.76(17) . . . . ? C1 N2 Si N1 4.01(8) . . . . ? C11 N2 Si N1 159.78(15) . . . . ? C1 N2 Si N3 87.89(8) . . . . ? C11 N2 Si N3 -116.34(14) . . . . ? C11 N2 Si C1 155.77(19) . . . . ? C22 N3 Si F1 94.04(8) . . . . ? C14 N3 Si F1 -83.02(12) . . . . ? C22 N3 Si F2 -28.4(5) . . . . ? C14 N3 Si F2 154.5(4) . . . . ? C22 N3 Si O -4.62(8) . . . . ? C14 N3 Si O 178.32(12) . . . . ? C22 N3 Si N1 -102.84(8) . . . . ? C14 N3 Si N1 80.10(12) . . . . ? C22 N3 Si N2 -172.18(8) . . . . ? C14 N3 Si N2 10.76(12) . . . . ? C22 N3 Si C1 -138.58(8) . . . . ? C14 N3 Si C1 44.36(12) . . . . ? N2 C1 Si F1 -4.02(11) . . . . ? N1 C1 Si F1 169.54(8) . . . . ? C2 C1 Si F1 -89.8(15) . . . . ? N2 C1 Si F2 96.14(9) . . . . ? N1 C1 Si F2 -90.30(8) . . . . ? C2 C1 Si F2 10.4(15) . . . . ? N2 C1 Si O -171.72(8) . . . . ? N1 C1 Si O 1.84(11) . . . . ? C2 C1 Si O 102.5(15) . . . . ? N2 C1 Si N1 -173.57(13) . . . . ? C2 C1 Si N1 100.7(15) . . . . ? N1 C1 Si N2 173.57(13) . . . . ? C2 C1 Si N2 -85.7(15) . . . . ? N2 C1 Si N3 -89.30(9) . . . . ? N1 C1 Si N3 84.26(8) . . . . ? C2 C1 Si N3 -175.1(15) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.88 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.307 _refine_diff_density_min -0.301 _refine_diff_density_rms 0.050 data_jun25bu _database_code_depnum_ccdc_archive 'CCDC 825854' #TrackingRef '- jun24d_26f_33b_25b_34c_31b_45c_28b_.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H25 N9 O Si' _chemical_formula_sum 'C22 H25 N9 O Si' _chemical_formula_weight 459.60 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' _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 9.3090(19) _cell_length_b 9.898(2) _cell_length_c 14.013(3) _cell_angle_alpha 109.12(3) _cell_angle_beta 94.07(3) _cell_angle_gamma 98.48(3) _cell_volume 1196.8(4) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5000 _cell_measurement_theta_min 9.05 _cell_measurement_theta_max 26.75 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max .5 _exptl_crystal_size_mid .5 _exptl_crystal_size_min .5 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.275 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 484 _exptl_absorpt_coefficient_mu 0.132 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 image_plate_Stoe-IPDS _diffrn_measurement_method omega_scan _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 13488 _diffrn_reflns_av_R_equivalents 0.0328 _diffrn_reflns_av_sigmaI/netI 0.0326 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.10 _diffrn_reflns_theta_max 29.13 _reflns_number_total 5854 _reflns_number_gt 4859 _reflns_threshold_expression >2sigma(I) _computing_data_collection Stoe-IPDS _computing_cell_refinement Stoe-IPDS _computing_data_reduction Stoe-IPDS _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics Ortep/Povray _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^)+(0.0544P)^2^+0.4103P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5854 _refine_ls_number_parameters 302 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0503 _refine_ls_R_factor_gt 0.0401 _refine_ls_wR_factor_ref 0.1196 _refine_ls_wR_factor_gt 0.1040 _refine_ls_goodness_of_fit_ref 1.102 _refine_ls_restrained_S_all 1.102 _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 C1 C 0.22572(16) 0.47332(14) 0.17862(10) 0.0232(3) Uani 1 1 d . . . C2 C 0.25358(17) 0.32539(14) 0.12174(11) 0.0265(3) Uani 1 1 d . . . C3 C 0.1669(2) 0.23954(17) 0.03044(13) 0.0383(4) Uani 1 1 d . . . H3 H 0.0920 0.2763 0.0024 0.046 Uiso 1 1 calc R . . C4 C 0.1913(3) 0.09878(19) -0.01938(17) 0.0529(5) Uani 1 1 d . . . H4 H 0.1323 0.0394 -0.0813 0.064 Uiso 1 1 calc R . . C5 C 0.3013(3) 0.04593(19) 0.02132(18) 0.0561(6) Uani 1 1 d . . . H5 H 0.3171 -0.0499 -0.0126 0.067 Uiso 1 1 calc R . . C6 C 0.3878(3) 0.1312(2) 0.11055(17) 0.0563(6) Uani 1 1 d . . . H6 H 0.4639 0.0946 0.1375 0.068 Uiso 1 1 calc R . . C7 C 0.3643(2) 0.2713(2) 0.16173(13) 0.0416(4) Uani 1 1 d . . . H7 H 0.4237 0.3297 0.2237 0.050 Uiso 1 1 calc R . . C8 C 0.09188(19) 0.40618(15) 0.30775(11) 0.0298(3) Uani 1 1 d . . . H8 H 0.1033 0.3061 0.2655 0.036 Uiso 1 1 calc R . . C10 C -0.0709(2) 0.4081(2) 0.31068(17) 0.0508(5) Uani 1 1 d . . . H10A H -0.0848 0.5062 0.3501 0.076 Uiso 1 1 calc R . . H10B H -0.1125 0.3394 0.3427 0.076 Uiso 1 1 calc R . . H10C H -0.1204 0.3799 0.2411 0.076 Uiso 1 1 calc R . . C9 C 0.1725(3) 0.4416(2) 0.41406(14) 0.0481(5) Uani 1 1 d . . . H9A H 0.2769 0.4402 0.4097 0.072 Uiso 1 1 calc R . . H9B H 0.1322 0.3690 0.4433 0.072 Uiso 1 1 calc R . . H9C H 0.1601 0.5383 0.4575 0.072 Uiso 1 1 calc R . . C11 C 0.32704(17) 0.60371(14) 0.06576(10) 0.0260(3) Uani 1 1 d . . . H11 H 0.3486 0.5060 0.0270 0.031 Uiso 1 1 calc R . . C12 C 0.46893(19) 0.71358(18) 0.09011(12) 0.0347(3) Uani 1 1 d . . . H12A H 0.4521 0.8092 0.1324 0.052 Uiso 1 1 calc R . . H12B H 0.5024 0.7196 0.0266 0.052 Uiso 1 1 calc R . . H12C H 0.5437 0.6828 0.1270 0.052 Uiso 1 1 calc R . . C13 C 0.2126(2) 0.63977(17) -0.00189(11) 0.0335(3) Uani 1 1 d . . . H13A H 0.1232 0.5663 -0.0182 0.050 Uiso 1 1 calc R . . H13B H 0.2514 0.6404 -0.0650 0.050 Uiso 1 1 calc R . . H13C H 0.1902 0.7357 0.0343 0.050 Uiso 1 1 calc R . . C14 C 0.49180(18) 0.72064(16) 0.35382(11) 0.0301(3) Uani 1 1 d . . . H14 H 0.5151 0.6748 0.2873 0.036 Uiso 1 1 calc R . . C15 C 0.60147(19) 0.75925(18) 0.43771(12) 0.0349(3) Uani 1 1 d . . . H15 H 0.6964 0.7375 0.4273 0.042 Uiso 1 1 calc R . . C16 C 0.5712(2) 0.82831(17) 0.53447(12) 0.0343(3) Uani 1 1 d . . . H16 H 0.6451 0.8547 0.5910 0.041 Uiso 1 1 calc R . . C17 C 0.42932(19) 0.85980(15) 0.54942(11) 0.0293(3) Uani 1 1 d . . . C18 C 0.3809(2) 0.93182(17) 0.64383(11) 0.0352(4) Uani 1 1 d . . . H18 H 0.4467 0.9655 0.7051 0.042 Uiso 1 1 calc R . . C19 C 0.2385(2) 0.95234(17) 0.64575(11) 0.0364(4) Uani 1 1 d . . . H19 H 0.2082 1.0019 0.7093 0.044 Uiso 1 1 calc R . . C20 C 0.13406(19) 0.90272(16) 0.55676(11) 0.0312(3) Uani 1 1 d . . . H20 H 0.0358 0.9173 0.5611 0.037 Uiso 1 1 calc R . . C21 C 0.17845(17) 0.83305(14) 0.46420(10) 0.0249(3) Uani 1 1 d . . . C22 C 0.32576(17) 0.81436(14) 0.46123(10) 0.0245(3) Uani 1 1 d . . . N1 N 0.15478(14) 0.50764(12) 0.25909(8) 0.0247(2) Uani 1 1 d . . . N2 N 0.26962(13) 0.59559(11) 0.15934(8) 0.0221(2) Uani 1 1 d . . . N3 N 0.35751(14) 0.74644(12) 0.36517(8) 0.0242(2) Uani 1 1 d . . . N4 N 0.24700(14) 0.88162(12) 0.24970(9) 0.0262(2) Uani 1 1 d . . . N5 N 0.00592(14) 0.67522(13) 0.18094(9) 0.0270(2) Uani 1 1 d . . . N6 N 0.16206(15) 0.96223(13) 0.24682(10) 0.0300(3) Uani 1 1 d . . . N7 N 0.0877(2) 1.04328(18) 0.24472(17) 0.0572(5) Uani 1 1 d . . . N8 N -0.11303(15) 0.66746(14) 0.20970(9) 0.0312(3) Uani 1 1 d . . . N9 N -0.22977(19) 0.6567(2) 0.23006(13) 0.0531(4) Uani 1 1 d . . . O O 0.09292(12) 0.77751(10) 0.37363(7) 0.0262(2) Uani 1 1 d . . . Si Si 0.17828(4) 0.70558(4) 0.26499(3) 0.02125(10) 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 0.0255(8) 0.0246(6) 0.0217(5) 0.0090(4) 0.0053(5) 0.0077(5) C2 0.0323(9) 0.0246(6) 0.0278(6) 0.0118(5) 0.0129(6) 0.0099(5) C3 0.0341(10) 0.0320(7) 0.0411(8) 0.0023(6) 0.0079(7) 0.0049(6) C4 0.0539(14) 0.0309(8) 0.0581(11) -0.0048(7) 0.0231(10) -0.0026(8) C5 0.0825(17) 0.0274(7) 0.0716(13) 0.0202(8) 0.0515(13) 0.0232(9) C6 0.0848(17) 0.0586(11) 0.0588(12) 0.0408(10) 0.0415(12) 0.0519(12) C7 0.0551(12) 0.0495(9) 0.0340(8) 0.0215(7) 0.0154(7) 0.0305(9) C8 0.0390(9) 0.0276(6) 0.0277(6) 0.0137(5) 0.0121(6) 0.0076(6) C10 0.0412(12) 0.0627(12) 0.0613(12) 0.0389(10) 0.0159(9) 0.0038(9) C9 0.0633(14) 0.0509(10) 0.0379(9) 0.0281(8) 0.0027(8) 0.0062(9) C11 0.0331(9) 0.0255(6) 0.0222(6) 0.0088(5) 0.0114(5) 0.0084(5) C12 0.0295(9) 0.0465(8) 0.0335(7) 0.0193(6) 0.0113(6) 0.0075(7) C13 0.0387(10) 0.0376(7) 0.0233(6) 0.0121(5) 0.0017(6) 0.0008(6) C14 0.0288(9) 0.0343(7) 0.0288(7) 0.0106(5) 0.0065(6) 0.0103(6) C15 0.0271(9) 0.0396(8) 0.0388(8) 0.0140(6) -0.0001(6) 0.0088(6) C16 0.0349(10) 0.0342(7) 0.0317(7) 0.0115(6) -0.0068(6) 0.0044(6) C17 0.0360(9) 0.0259(6) 0.0251(6) 0.0099(5) -0.0004(6) 0.0028(6) C18 0.0469(11) 0.0335(7) 0.0206(6) 0.0065(5) -0.0018(6) 0.0019(6) C19 0.0504(11) 0.0336(7) 0.0206(6) 0.0037(5) 0.0083(6) 0.0045(7) C20 0.0368(9) 0.0305(6) 0.0253(6) 0.0067(5) 0.0102(6) 0.0069(6) C21 0.0300(8) 0.0230(6) 0.0212(6) 0.0065(4) 0.0055(5) 0.0048(5) C22 0.0312(8) 0.0218(5) 0.0204(6) 0.0069(4) 0.0040(5) 0.0048(5) N1 0.0306(7) 0.0222(5) 0.0233(5) 0.0086(4) 0.0092(5) 0.0064(4) N2 0.0260(7) 0.0218(5) 0.0198(5) 0.0073(4) 0.0069(4) 0.0068(4) N3 0.0264(7) 0.0258(5) 0.0212(5) 0.0080(4) 0.0047(4) 0.0070(4) N4 0.0257(7) 0.0234(5) 0.0298(6) 0.0086(4) 0.0048(5) 0.0061(4) N5 0.0246(7) 0.0308(6) 0.0239(5) 0.0067(4) 0.0034(4) 0.0059(5) N6 0.0315(8) 0.0237(5) 0.0367(6) 0.0104(5) 0.0112(5) 0.0073(5) N7 0.0483(12) 0.0393(8) 0.1009(15) 0.0363(9) 0.0272(10) 0.0230(8) N8 0.0278(8) 0.0365(6) 0.0278(6) 0.0067(5) 0.0034(5) 0.0113(5) N9 0.0265(10) 0.0844(12) 0.0478(9) 0.0175(8) 0.0088(7) 0.0183(8) O 0.0250(6) 0.0298(5) 0.0217(4) 0.0049(4) 0.0051(4) 0.0070(4) Si 0.0226(2) 0.02209(16) 0.01922(16) 0.00600(12) 0.00487(13) 0.00611(13) _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 N1 1.3206(17) . ? C1 N2 1.3374(17) . ? C1 C2 1.4912(18) . ? C1 Si 2.3448(15) . ? C2 C7 1.393(2) . ? C2 C3 1.396(2) . ? C3 C4 1.400(2) . ? C3 H3 0.9500 . ? C4 C5 1.385(4) . ? C4 H4 0.9500 . ? C5 C6 1.375(4) . ? C5 H5 0.9500 . ? C6 C7 1.395(2) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 N1 1.4656(17) . ? C8 C10 1.522(3) . ? C8 C9 1.525(2) . ? C8 H8 1.0000 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C11 N2 1.4723(16) . ? C11 C12 1.521(2) . ? C11 C13 1.533(2) . ? C11 H11 1.0000 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 N3 1.323(2) . ? C14 C15 1.411(2) . ? C14 H14 0.9500 . ? C15 C16 1.374(2) . ? C15 H15 0.9500 . ? C16 C17 1.416(2) . ? C16 H16 0.9500 . ? C17 C22 1.413(2) . ? C17 C18 1.423(2) . ? C18 C19 1.370(3) . ? C18 H18 0.9500 . ? C19 C20 1.424(2) . ? C19 H19 0.9500 . ? C20 C21 1.3795(18) . ? C20 H20 0.9500 . ? C21 O 1.3482(18) . ? C21 C22 1.412(2) . ? C22 N3 1.3688(17) . ? N1 Si 1.9126(12) . ? N2 Si 1.8698(13) . ? N3 Si 2.0037(15) . ? N4 N6 1.2109(17) . ? N4 Si 1.8512(13) . ? N5 N8 1.2054(18) . ? N5 Si 1.8465(15) . ? N6 N7 1.140(2) . ? N8 N9 1.142(2) . ? O Si 1.7563(11) . ? 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 N1 C1 N2 107.40(11) . . ? N1 C1 C2 125.80(12) . . ? N2 C1 C2 126.79(12) . . ? N1 C1 Si 54.64(7) . . ? N2 C1 Si 52.82(6) . . ? C2 C1 Si 178.74(11) . . ? C7 C2 C3 119.95(14) . . ? C7 C2 C1 119.56(14) . . ? C3 C2 C1 120.46(14) . . ? C2 C3 C4 119.38(18) . . ? C2 C3 H3 120.3 . . ? C4 C3 H3 120.3 . . ? C5 C4 C3 120.2(2) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? C6 C5 C4 120.41(16) . . ? C6 C5 H5 119.8 . . ? C4 C5 H5 119.8 . . ? C5 C6 C7 120.26(19) . . ? C5 C6 H6 119.9 . . ? C7 C6 H6 119.9 . . ? C2 C7 C6 119.83(19) . . ? C2 C7 H7 120.1 . . ? C6 C7 H7 120.1 . . ? N1 C8 C10 109.86(13) . . ? N1 C8 C9 111.06(14) . . ? C10 C8 C9 111.45(15) . . ? N1 C8 H8 108.1 . . ? C10 C8 H8 108.1 . . ? C9 C8 H8 108.1 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N2 C11 C12 111.28(12) . . ? N2 C11 C13 110.81(12) . . ? C12 C11 C13 110.81(12) . . ? N2 C11 H11 107.9 . . ? C12 C11 H11 107.9 . . ? C13 C11 H11 107.9 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N3 C14 C15 121.87(13) . . ? N3 C14 H14 119.1 . . ? C15 C14 H14 119.1 . . ? C16 C15 C14 120.12(15) . . ? C16 C15 H15 119.9 . . ? C14 C15 H15 119.9 . . ? C15 C16 C17 119.60(15) . . ? C15 C16 H16 120.2 . . ? C17 C16 H16 120.2 . . ? C22 C17 C16 116.30(13) . . ? C22 C17 C18 117.07(15) . . ? C16 C17 C18 126.63(15) . . ? C19 C18 C17 119.56(14) . . ? C19 C18 H18 120.2 . . ? C17 C18 H18 120.2 . . ? C18 C19 C20 122.91(14) . . ? C18 C19 H19 118.5 . . ? C20 C19 H19 118.5 . . ? C21 C20 C19 118.65(15) . . ? C21 C20 H20 120.7 . . ? C19 C20 H20 120.7 . . ? O C21 C20 125.98(14) . . ? O C21 C22 115.22(12) . . ? C20 C21 C22 118.80(14) . . ? N3 C22 C21 113.50(13) . . ? N3 C22 C17 123.52(14) . . ? C21 C22 C17 122.97(13) . . ? C1 N1 C8 125.34(11) . . ? C1 N1 Si 91.09(8) . . ? C8 N1 Si 143.56(9) . . ? C1 N2 C11 125.55(11) . . ? C1 N2 Si 92.44(8) . . ? C11 N2 Si 139.42(9) . . ? C14 N3 C22 118.56(13) . . ? C14 N3 Si 132.20(10) . . ? C22 N3 Si 109.23(10) . . ? N6 N4 Si 119.09(11) . . ? N8 N5 Si 123.28(10) . . ? N7 N6 N4 176.72(17) . . ? N9 N8 N5 175.28(16) . . ? C21 O Si 117.33(9) . . ? O Si N5 91.19(6) . . ? O Si N4 96.30(6) . . ? N5 Si N4 92.96(6) . . ? O Si N2 167.73(5) . . ? N5 Si N2 92.93(6) . . ? N4 Si N2 95.02(6) . . ? O Si N1 99.23(6) . . ? N5 Si N1 93.70(7) . . ? N4 Si N1 162.95(6) . . ? N2 Si N1 68.98(5) . . ? O Si N3 84.43(5) . . ? N5 Si N3 175.59(5) . . ? N4 Si N3 87.01(6) . . ? N2 Si N3 91.46(6) . . ? N1 Si N3 87.53(6) . . ? O Si C1 133.48(5) . . ? N5 Si C1 92.96(6) . . ? N4 Si C1 129.65(5) . . ? N2 Si C1 34.74(5) . . ? N1 Si C1 34.27(5) . . ? N3 Si C1 90.44(6) . . ? 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 N1 C1 C2 C7 -77.8(2) . . . . ? N2 C1 C2 C7 100.89(18) . . . . ? Si C1 C2 C7 172(5) . . . . ? N1 C1 C2 C3 100.42(18) . . . . ? N2 C1 C2 C3 -80.9(2) . . . . ? Si C1 C2 C3 -9(5) . . . . ? C7 C2 C3 C4 0.8(2) . . . . ? C1 C2 C3 C4 -177.39(15) . . . . ? C2 C3 C4 C5 -0.5(3) . . . . ? C3 C4 C5 C6 -0.3(3) . . . . ? C4 C5 C6 C7 0.8(3) . . . . ? C3 C2 C7 C6 -0.3(2) . . . . ? C1 C2 C7 C6 177.93(15) . . . . ? C5 C6 C7 C2 -0.6(3) . . . . ? N3 C14 C15 C16 -1.3(2) . . . . ? C14 C15 C16 C17 0.3(2) . . . . ? C15 C16 C17 C22 1.0(2) . . . . ? C15 C16 C17 C18 -179.17(15) . . . . ? C22 C17 C18 C19 0.7(2) . . . . ? C16 C17 C18 C19 -179.05(15) . . . . ? C17 C18 C19 C20 0.9(2) . . . . ? C18 C19 C20 C21 -1.1(2) . . . . ? C19 C20 C21 O 178.72(13) . . . . ? C19 C20 C21 C22 -0.3(2) . . . . ? O C21 C22 N3 2.05(17) . . . . ? C20 C21 C22 N3 -178.80(12) . . . . ? O C21 C22 C17 -177.10(12) . . . . ? C20 C21 C22 C17 2.0(2) . . . . ? C16 C17 C22 N3 -1.5(2) . . . . ? C18 C17 C22 N3 178.69(12) . . . . ? C16 C17 C22 C21 177.58(13) . . . . ? C18 C17 C22 C21 -2.2(2) . . . . ? N2 C1 N1 C8 -178.14(14) . . . . ? C2 C1 N1 C8 0.7(2) . . . . ? Si C1 N1 C8 179.27(17) . . . . ? N2 C1 N1 Si 2.59(12) . . . . ? C2 C1 N1 Si -178.54(14) . . . . ? C10 C8 N1 C1 -123.37(17) . . . . ? C9 C8 N1 C1 112.86(17) . . . . ? C10 C8 N1 Si 55.4(2) . . . . ? C9 C8 N1 Si -68.4(2) . . . . ? N1 C1 N2 C11 -167.42(13) . . . . ? C2 C1 N2 C11 13.7(2) . . . . ? Si C1 N2 C11 -164.77(16) . . . . ? N1 C1 N2 Si -2.65(12) . . . . ? C2 C1 N2 Si 178.49(14) . . . . ? C12 C11 N2 C1 -130.90(15) . . . . ? C13 C11 N2 C1 105.33(16) . . . . ? C12 C11 N2 Si 72.90(19) . . . . ? C13 C11 N2 Si -50.9(2) . . . . ? C15 C14 N3 C22 0.9(2) . . . . ? C15 C14 N3 Si -179.49(11) . . . . ? C21 C22 N3 C14 -178.61(12) . . . . ? C17 C22 N3 C14 0.5(2) . . . . ? C21 C22 N3 Si 1.69(13) . . . . ? C17 C22 N3 Si -179.16(10) . . . . ? Si N4 N6 N7 167(3) . . . . ? Si N5 N8 N9 -169(2) . . . . ? C20 C21 O Si 175.43(11) . . . . ? C22 C21 O Si -5.49(15) . . . . ? C21 O Si N5 -174.41(10) . . . . ? C21 O Si N4 -81.30(10) . . . . ? C21 O Si N2 75.9(3) . . . . ? C21 O Si N1 91.64(10) . . . . ? C21 O Si N3 5.06(9) . . . . ? C21 O Si C1 90.37(11) . . . . ? N8 N5 Si O -20.56(12) . . . . ? N8 N5 Si N4 -116.94(13) . . . . ? N8 N5 Si N2 147.87(12) . . . . ? N8 N5 Si N1 78.76(13) . . . . ? N8 N5 Si N3 -27.3(8) . . . . ? N8 N5 Si C1 113.09(12) . . . . ? N6 N4 Si O -52.67(12) . . . . ? N6 N4 Si N5 38.85(12) . . . . ? N6 N4 Si N2 132.06(12) . . . . ? N6 N4 Si N1 151.76(17) . . . . ? N6 N4 Si N3 -136.73(12) . . . . ? N6 N4 Si C1 135.17(11) . . . . ? C1 N2 Si O 18.5(3) . . . . ? C11 N2 Si O 179.3(2) . . . . ? C1 N2 Si N5 -90.97(9) . . . . ? C11 N2 Si N5 69.85(16) . . . . ? C1 N2 Si N4 175.79(9) . . . . ? C11 N2 Si N4 -23.39(16) . . . . ? C1 N2 Si N1 1.87(8) . . . . ? C11 N2 Si N1 162.69(17) . . . . ? C1 N2 Si N3 88.66(9) . . . . ? C11 N2 Si N3 -110.52(16) . . . . ? C11 N2 Si C1 160.8(2) . . . . ? C1 N1 Si O -178.36(9) . . . . ? C8 N1 Si O 2.65(19) . . . . ? C1 N1 Si N5 89.83(10) . . . . ? C8 N1 Si N5 -89.16(19) . . . . ? C1 N1 Si N4 -23.0(2) . . . . ? C8 N1 Si N4 158.03(19) . . . . ? C1 N1 Si N2 -1.89(9) . . . . ? C8 N1 Si N2 179.1(2) . . . . ? C1 N1 Si N3 -94.41(10) . . . . ? C8 N1 Si N3 86.60(18) . . . . ? C8 N1 Si C1 -179.0(2) . . . . ? C14 N3 Si O 176.69(14) . . . . ? C22 N3 Si O -3.67(9) . . . . ? C14 N3 Si N5 -176.5(6) . . . . ? C22 N3 Si N5 3.1(7) . . . . ? C14 N3 Si N4 -86.67(14) . . . . ? C22 N3 Si N4 92.97(9) . . . . ? C14 N3 Si N2 8.28(13) . . . . ? C22 N3 Si N2 -172.08(9) . . . . ? C14 N3 Si N1 77.17(14) . . . . ? C22 N3 Si N1 -103.19(9) . . . . ? C14 N3 Si C1 43.01(14) . . . . ? C22 N3 Si C1 -137.35(9) . . . . ? N1 C1 Si O 2.23(12) . . . . ? N2 C1 Si O -174.67(9) . . . . ? C2 C1 Si O 113(5) . . . . ? N1 C1 Si N5 -92.22(10) . . . . ? N2 C1 Si N5 90.88(9) . . . . ? C2 C1 Si N5 18(5) . . . . ? N1 C1 Si N4 171.45(10) . . . . ? N2 C1 Si N4 -5.45(12) . . . . ? C2 C1 Si N4 -78(5) . . . . ? N1 C1 Si N2 176.90(14) . . . . ? C2 C1 Si N2 -72(5) . . . . ? N2 C1 Si N1 -176.90(14) . . . . ? C2 C1 Si N1 111(5) . . . . ? N1 C1 Si N3 84.97(10) . . . . ? N2 C1 Si N3 -91.93(9) . . . . ? C2 C1 Si N3 -164(5) . . . . ? _diffrn_measured_fraction_theta_max 0.909 _diffrn_reflns_theta_full 29.13 _diffrn_measured_fraction_theta_full 0.909 _refine_diff_density_max 0.412 _refine_diff_density_min -0.390 _refine_diff_density_rms 0.050 data_jun34gu _database_code_depnum_ccdc_archive 'CCDC 825855' #TrackingRef '- jun24d_26f_33b_25b_34c_31b_45c_28b_.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H25 N5 O3 Si' _chemical_formula_sum 'C24 H25 N5 O3 Si' _chemical_formula_weight 459.58 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' _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 8.4742(17) _cell_length_b 10.239(2) _cell_length_c 13.933(3) _cell_angle_alpha 94.55(3) _cell_angle_beta 101.63(3) _cell_angle_gamma 95.44(3) _cell_volume 1172.8(4) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3424 _cell_measurement_theta_min 7.4 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max .5 _exptl_crystal_size_mid .5 _exptl_crystal_size_min .4 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.301 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 484 _exptl_absorpt_coefficient_mu 0.136 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 image_plate_Stoe-IPDS _diffrn_measurement_method omega_scan _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 16905 _diffrn_reflns_av_R_equivalents 0.0348 _diffrn_reflns_av_sigmaI/netI 0.0309 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 29.09 _reflns_number_total 5726 _reflns_number_gt 4425 _reflns_threshold_expression >2sigma(I) _computing_data_collection Stoe-IPDS _computing_cell_refinement Stoe-IPDS _computing_data_reduction Stoe-IPDS _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics Ortep/Povray _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^)+(0.0549P)^2^+0.3588P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5726 _refine_ls_number_parameters 302 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0580 _refine_ls_R_factor_gt 0.0429 _refine_ls_wR_factor_ref 0.1236 _refine_ls_wR_factor_gt 0.1101 _refine_ls_goodness_of_fit_ref 1.087 _refine_ls_restrained_S_all 1.087 _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 C1 C 0.25246(19) 0.33597(14) 0.70754(11) 0.0329(3) Uani 1 1 d . . . C2 C 0.3172(2) 0.45041(14) 0.66153(12) 0.0359(3) Uani 1 1 d . . . C3 C 0.2116(3) 0.53359(18) 0.61377(15) 0.0495(4) Uani 1 1 d . . . H3 H 0.0980 0.5162 0.6091 0.059 Uiso 1 1 calc R . . C4 C 0.2740(3) 0.6415(2) 0.57328(17) 0.0604(6) Uani 1 1 d . . . H4 H 0.2027 0.6974 0.5400 0.072 Uiso 1 1 calc R . . C5 C 0.4388(3) 0.66793(18) 0.58119(16) 0.0586(6) Uani 1 1 d . . . H5 H 0.4806 0.7425 0.5538 0.070 Uiso 1 1 calc R . . C6 C 0.5440(3) 0.58677(18) 0.62869(17) 0.0556(5) Uani 1 1 d . . . H6 H 0.6575 0.6057 0.6339 0.067 Uiso 1 1 calc R . . C7 C 0.4832(2) 0.47716(16) 0.66884(14) 0.0449(4) Uani 1 1 d . . . H7 H 0.5552 0.4209 0.7011 0.054 Uiso 1 1 calc R . . C11 C 0.2897(2) 0.16142(15) 0.58333(11) 0.0359(3) Uani 1 1 d . . . H11 H 0.3864 0.2183 0.5733 0.043 Uiso 1 1 calc R . . C13 C 0.1474(3) 0.1750(2) 0.49844(14) 0.0520(5) Uani 1 1 d . . . H13A H 0.0483 0.1270 0.5099 0.078 Uiso 1 1 calc R . . H13B H 0.1705 0.1381 0.4363 0.078 Uiso 1 1 calc R . . H13C H 0.1326 0.2684 0.4949 0.078 Uiso 1 1 calc R . . C12 C 0.3305(2) 0.01930(17) 0.58135(13) 0.0453(4) Uani 1 1 d . . . H12A H 0.4197 0.0118 0.6369 0.068 Uiso 1 1 calc R . . H12B H 0.3630 -0.0056 0.5194 0.068 Uiso 1 1 calc R . . H12C H 0.2349 -0.0394 0.5865 0.068 Uiso 1 1 calc R . . C8 C 0.1574(2) 0.46309(15) 0.84051(14) 0.0449(4) Uani 1 1 d . . . H8 H 0.1986 0.5400 0.8090 0.054 Uiso 1 1 calc R . . C10 C -0.0235(3) 0.4669(2) 0.8326(3) 0.0837(9) Uani 1 1 d . . . H10A H -0.0778 0.4615 0.7631 0.126 Uiso 1 1 calc R . . H10B H -0.0421 0.5496 0.8669 0.126 Uiso 1 1 calc R . . H10C H -0.0672 0.3922 0.8628 0.126 Uiso 1 1 calc R . . C9 C 0.2517(5) 0.4743(2) 0.94607(18) 0.0867(10) Uani 1 1 d . . . H9A H 0.2094 0.4027 0.9799 0.130 Uiso 1 1 calc R . . H9B H 0.2400 0.5594 0.9798 0.130 Uiso 1 1 calc R . . H9C H 0.3665 0.4679 0.9467 0.130 Uiso 1 1 calc R . . C14 C 0.51876(18) 0.16613(14) 0.85135(11) 0.0323(3) Uani 1 1 d . . . H14 H 0.5322 0.1660 0.7853 0.039 Uiso 1 1 calc R . . C15 C 0.65780(19) 0.17204(14) 0.92833(12) 0.0350(3) Uani 1 1 d . . . H15 H 0.7627 0.1751 0.9136 0.042 Uiso 1 1 calc R . . C16 C 0.6405(2) 0.17332(15) 1.02448(12) 0.0371(3) Uani 1 1 d . . . H16 H 0.7335 0.1787 1.0763 0.045 Uiso 1 1 calc R . . C17 C 0.4835(2) 0.16654(14) 1.04608(11) 0.0343(3) Uani 1 1 d . . . C18 C 0.4453(2) 0.16654(17) 1.14101(12) 0.0442(4) Uani 1 1 d . . . H18 H 0.5293 0.1735 1.1984 0.053 Uiso 1 1 calc R . . C19 C 0.2860(3) 0.15639(19) 1.14865(13) 0.0482(4) Uani 1 1 d . . . H19 H 0.2621 0.1557 1.2124 0.058 Uiso 1 1 calc R . . C20 C 0.1547(2) 0.14679(17) 1.06572(13) 0.0422(4) Uani 1 1 d . . . H20 H 0.0459 0.1388 1.0742 0.051 Uiso 1 1 calc R . . C21 C 0.18760(19) 0.14919(13) 0.97297(12) 0.0328(3) Uani 1 1 d . . . C22 C 0.35195(19) 0.15822(13) 0.96423(11) 0.0303(3) Uani 1 1 d . . . C24 C -0.1811(2) 0.17566(16) 0.67938(12) 0.0367(3) Uani 1 1 d . . . C23 C 0.0931(2) -0.12945(14) 0.74686(11) 0.0329(3) Uani 1 1 d . . . N2 N 0.25558(16) 0.20801(12) 0.67919(9) 0.0319(3) Uani 1 1 d . . . N1 N 0.18571(17) 0.34239(11) 0.78523(10) 0.0336(3) Uani 1 1 d . . . N3 N 0.37043(15) 0.16075(11) 0.86910(9) 0.0288(3) Uani 1 1 d . . . N5 N -0.05238(17) 0.14686(14) 0.70559(12) 0.0433(3) Uani 1 1 d . . . N4 N 0.15675(17) -0.02120(12) 0.75631(11) 0.0381(3) Uani 1 1 d . . . O1 O 0.07747(13) 0.14699(10) 0.88776(8) 0.0358(2) Uani 1 1 d . . . O3 O -0.31412(19) 0.2024(2) 0.64978(14) 0.0786(5) Uani 1 1 d . . . O2 O 0.0363(2) -0.24077(12) 0.73881(11) 0.0588(4) Uani 1 1 d . . . Si Si 0.15165(5) 0.15427(4) 0.77888(3) 0.03056(12) 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 0.0321(8) 0.0298(7) 0.0360(7) 0.0054(5) 0.0038(6) 0.0061(5) C2 0.0406(9) 0.0305(7) 0.0391(8) 0.0049(6) 0.0128(7) 0.0061(6) C3 0.0508(11) 0.0440(9) 0.0599(11) 0.0202(8) 0.0162(9) 0.0141(8) C4 0.0793(16) 0.0452(10) 0.0675(13) 0.0262(9) 0.0271(12) 0.0195(10) C5 0.0894(17) 0.0346(9) 0.0641(12) 0.0105(8) 0.0438(12) 0.0051(9) C6 0.0574(12) 0.0410(9) 0.0751(14) 0.0007(9) 0.0352(11) -0.0018(8) C7 0.0452(10) 0.0354(8) 0.0564(10) 0.0049(7) 0.0157(8) 0.0051(7) C11 0.0369(8) 0.0372(7) 0.0319(7) 0.0007(6) 0.0045(6) 0.0035(6) C13 0.0540(11) 0.0567(11) 0.0385(9) 0.0029(8) -0.0059(8) 0.0067(8) C12 0.0514(11) 0.0412(8) 0.0434(9) -0.0051(7) 0.0113(8) 0.0111(7) C8 0.0610(12) 0.0265(7) 0.0547(10) 0.0041(6) 0.0282(9) 0.0082(7) C10 0.0811(18) 0.0455(11) 0.147(3) 0.0030(13) 0.073(2) 0.0179(11) C9 0.163(3) 0.0331(9) 0.0568(13) -0.0103(9) 0.0153(16) 0.0041(13) C14 0.0303(7) 0.0305(6) 0.0364(7) 0.0052(5) 0.0074(6) 0.0033(5) C15 0.0284(7) 0.0322(7) 0.0441(8) 0.0076(6) 0.0055(7) 0.0029(5) C16 0.0347(8) 0.0315(7) 0.0415(8) 0.0058(6) -0.0010(7) 0.0028(6) C17 0.0391(8) 0.0264(6) 0.0357(7) 0.0033(5) 0.0041(6) 0.0040(5) C18 0.0525(11) 0.0450(9) 0.0333(8) 0.0026(6) 0.0052(7) 0.0064(7) C19 0.0608(12) 0.0510(10) 0.0369(8) 0.0053(7) 0.0177(8) 0.0102(8) C20 0.0450(10) 0.0414(8) 0.0446(9) 0.0053(7) 0.0184(8) 0.0066(7) C21 0.0339(8) 0.0255(6) 0.0408(8) 0.0036(5) 0.0110(7) 0.0049(5) C22 0.0354(8) 0.0219(6) 0.0339(7) 0.0029(5) 0.0078(6) 0.0030(5) C24 0.0315(8) 0.0457(8) 0.0332(7) 0.0032(6) 0.0068(6) 0.0075(6) C23 0.0406(8) 0.0286(7) 0.0299(7) 0.0043(5) 0.0073(6) 0.0049(6) N2 0.0345(7) 0.0284(6) 0.0325(6) 0.0033(4) 0.0052(5) 0.0063(5) N1 0.0368(7) 0.0260(5) 0.0398(7) 0.0042(5) 0.0109(6) 0.0059(5) N3 0.0278(6) 0.0251(5) 0.0334(6) 0.0036(4) 0.0060(5) 0.0037(4) N5 0.0320(7) 0.0434(7) 0.0519(8) 0.0052(6) 0.0014(7) 0.0073(6) N4 0.0358(7) 0.0305(6) 0.0466(7) 0.0027(5) 0.0057(6) 0.0038(5) O1 0.0308(6) 0.0351(5) 0.0421(6) 0.0066(4) 0.0080(5) 0.0036(4) O3 0.0416(8) 0.1098(14) 0.0804(11) -0.0006(10) -0.0036(8) 0.0317(8) O2 0.0775(10) 0.0316(6) 0.0669(9) 0.0046(6) 0.0200(8) -0.0056(6) Si 0.0274(2) 0.02680(19) 0.0365(2) 0.00366(15) 0.00394(17) 0.00421(14) _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 N1 1.319(2) . ? C1 N2 1.3424(19) . ? C1 C2 1.491(2) . ? C1 Si 2.3481(17) . ? C2 C7 1.389(3) . ? C2 C3 1.401(2) . ? C3 C4 1.388(3) . ? C4 C5 1.378(3) . ? C5 C6 1.383(3) . ? C6 C7 1.394(3) . ? C11 N2 1.475(2) . ? C11 C12 1.527(2) . ? C11 C13 1.534(2) . ? C8 N1 1.469(2) . ? C8 C9 1.515(3) . ? C8 C10 1.519(3) . ? C14 N3 1.326(2) . ? C14 C15 1.417(2) . ? C15 C16 1.376(2) . ? C16 C17 1.419(3) . ? C17 C22 1.416(2) . ? C17 C18 1.423(2) . ? C18 C19 1.370(3) . ? C19 C20 1.423(3) . ? C20 C21 1.377(2) . ? C21 O1 1.3514(19) . ? C21 C22 1.417(2) . ? C22 N3 1.3676(19) . ? C24 N5 1.152(2) . ? C24 O3 1.186(2) . ? C23 N4 1.1712(19) . ? C23 O2 1.1821(19) . ? N2 Si 1.8789(15) . ? N1 Si 1.9128(13) . ? N3 Si 2.0114(14) . ? N5 Si 1.8136(15) . ? N4 Si 1.8054(14) . ? O1 Si 1.7594(13) . ? 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 N1 C1 N2 107.61(13) . . ? N1 C1 C2 126.07(14) . . ? N2 C1 C2 126.30(15) . . ? N1 C1 Si 54.53(8) . . ? N2 C1 Si 53.10(8) . . ? C2 C1 Si 179.39(13) . . ? C7 C2 C3 119.86(16) . . ? C7 C2 C1 119.88(14) . . ? C3 C2 C1 120.23(16) . . ? C4 C3 C2 119.6(2) . . ? C5 C4 C3 120.30(19) . . ? C4 C5 C6 120.49(18) . . ? C5 C6 C7 120.0(2) . . ? C2 C7 C6 119.80(18) . . ? N2 C11 C12 111.52(13) . . ? N2 C11 C13 111.29(15) . . ? C12 C11 C13 110.42(14) . . ? N1 C8 C9 110.72(16) . . ? N1 C8 C10 109.73(17) . . ? C9 C8 C10 113.0(2) . . ? N3 C14 C15 121.76(15) . . ? C16 C15 C14 119.83(16) . . ? C15 C16 C17 119.91(14) . . ? C22 C17 C16 116.14(15) . . ? C22 C17 C18 117.14(16) . . ? C16 C17 C18 126.72(15) . . ? C19 C18 C17 119.21(16) . . ? C18 C19 C20 123.15(17) . . ? C21 C20 C19 119.08(17) . . ? O1 C21 C20 126.23(15) . . ? O1 C21 C22 115.58(14) . . ? C20 C21 C22 118.17(15) . . ? N3 C22 C17 123.57(15) . . ? N3 C22 C21 113.19(13) . . ? C17 C22 C21 123.23(15) . . ? N5 C24 O3 177.9(2) . . ? N4 C23 O2 176.68(19) . . ? C1 N2 C11 122.84(13) . . ? C1 N2 Si 92.06(10) . . ? C11 N2 Si 142.39(10) . . ? C1 N1 C8 126.37(13) . . ? C1 N1 Si 91.32(10) . . ? C8 N1 Si 142.28(12) . . ? C14 N3 C22 118.75(13) . . ? C14 N3 Si 131.72(11) . . ? C22 N3 Si 109.53(10) . . ? C24 N5 Si 158.70(15) . . ? C23 N4 Si 150.63(14) . . ? C21 O1 Si 117.29(10) . . ? O1 Si N4 95.71(7) . . ? O1 Si N5 91.27(7) . . ? N4 Si N5 92.79(7) . . ? O1 Si N2 164.30(6) . . ? N4 Si N2 98.18(7) . . ? N5 Si N2 95.32(7) . . ? O1 Si N1 96.52(6) . . ? N4 Si N1 166.42(7) . . ? N5 Si N1 92.82(7) . . ? N2 Si N1 68.98(6) . . ? O1 Si N3 84.40(6) . . ? N4 Si N3 87.34(7) . . ? N5 Si N3 175.66(7) . . ? N2 Si N3 88.95(6) . . ? N1 Si N3 87.99(6) . . ? O1 Si C1 130.51(6) . . ? N4 Si C1 132.94(7) . . ? N5 Si C1 94.28(7) . . ? N2 Si C1 34.84(6) . . ? N1 Si C1 34.15(6) . . ? N3 Si C1 88.79(6) . . ? 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 N1 C1 C2 C7 110.23(19) . . . . ? N2 C1 C2 C7 -67.8(2) . . . . ? Si C1 C2 C7 -62(12) . . . . ? N1 C1 C2 C3 -67.7(2) . . . . ? N2 C1 C2 C3 114.3(2) . . . . ? Si C1 C2 C3 120(12) . . . . ? C7 C2 C3 C4 0.6(3) . . . . ? C1 C2 C3 C4 178.51(18) . . . . ? C2 C3 C4 C5 -1.0(3) . . . . ? C3 C4 C5 C6 0.6(3) . . . . ? C4 C5 C6 C7 0.1(3) . . . . ? C3 C2 C7 C6 0.1(3) . . . . ? C1 C2 C7 C6 -177.83(17) . . . . ? C5 C6 C7 C2 -0.4(3) . . . . ? N3 C14 C15 C16 -0.5(2) . . . . ? C14 C15 C16 C17 1.0(2) . . . . ? C15 C16 C17 C22 0.2(2) . . . . ? C15 C16 C17 C18 179.85(15) . . . . ? C22 C17 C18 C19 1.1(2) . . . . ? C16 C17 C18 C19 -178.53(16) . . . . ? C17 C18 C19 C20 -0.5(3) . . . . ? C18 C19 C20 C21 -0.8(3) . . . . ? C19 C20 C21 O1 -176.86(14) . . . . ? C19 C20 C21 C22 1.4(2) . . . . ? C16 C17 C22 N3 -2.1(2) . . . . ? C18 C17 C22 N3 178.19(13) . . . . ? C16 C17 C22 C21 179.23(13) . . . . ? C18 C17 C22 C21 -0.4(2) . . . . ? O1 C21 C22 N3 -1.14(17) . . . . ? C20 C21 C22 N3 -179.58(13) . . . . ? O1 C21 C22 C17 177.61(12) . . . . ? C20 C21 C22 C17 -0.8(2) . . . . ? N1 C1 N2 C11 166.79(13) . . . . ? C2 C1 N2 C11 -14.9(2) . . . . ? Si C1 N2 C11 165.18(16) . . . . ? N1 C1 N2 Si 1.61(12) . . . . ? C2 C1 N2 Si 179.93(14) . . . . ? C12 C11 N2 C1 164.65(14) . . . . ? C13 C11 N2 C1 -71.56(19) . . . . ? C12 C11 N2 Si -40.1(2) . . . . ? C13 C11 N2 Si 83.67(19) . . . . ? N2 C1 N1 C8 -179.86(15) . . . . ? C2 C1 N1 C8 1.8(3) . . . . ? Si C1 N1 C8 -178.27(18) . . . . ? N2 C1 N1 Si -1.58(12) . . . . ? C2 C1 N1 Si -179.90(14) . . . . ? C9 C8 N1 C1 -118.0(2) . . . . ? C10 C8 N1 C1 116.6(2) . . . . ? C9 C8 N1 Si 64.9(3) . . . . ? C10 C8 N1 Si -60.5(3) . . . . ? C15 C14 N3 C22 -1.3(2) . . . . ? C15 C14 N3 Si 179.02(10) . . . . ? C17 C22 N3 C14 2.7(2) . . . . ? C21 C22 N3 C14 -178.53(12) . . . . ? C17 C22 N3 Si -177.55(11) . . . . ? C21 C22 N3 Si 1.20(14) . . . . ? O3 C24 N5 Si 171(6) . . . . ? O2 C23 N4 Si -154(3) . . . . ? C20 C21 O1 Si 178.75(12) . . . . ? C22 C21 O1 Si 0.46(16) . . . . ? C21 O1 Si N4 86.94(11) . . . . ? C21 O1 Si N5 179.88(10) . . . . ? C21 O1 Si N2 -65.2(2) . . . . ? C21 O1 Si N1 -87.13(11) . . . . ? C21 O1 Si N3 0.19(10) . . . . ? C21 O1 Si C1 -83.39(12) . . . . ? C23 N4 Si O1 52.5(3) . . . . ? C23 N4 Si N5 -39.0(3) . . . . ? C23 N4 Si N2 -134.8(3) . . . . ? C23 N4 Si N1 -153.3(3) . . . . ? C23 N4 Si N3 136.6(3) . . . . ? C23 N4 Si C1 -137.5(2) . . . . ? C24 N5 Si O1 56.1(4) . . . . ? C24 N5 Si N4 151.9(4) . . . . ? C24 N5 Si N2 -109.7(4) . . . . ? C24 N5 Si N1 -40.5(4) . . . . ? C24 N5 Si N3 60.2(10) . . . . ? C24 N5 Si C1 -74.7(4) . . . . ? C1 N2 Si O1 -24.6(2) . . . . ? C11 N2 Si O1 176.02(18) . . . . ? C1 N2 Si N4 -176.55(9) . . . . ? C11 N2 Si N4 24.08(17) . . . . ? C1 N2 Si N5 89.85(10) . . . . ? C11 N2 Si N5 -69.53(17) . . . . ? C1 N2 Si N1 -1.14(8) . . . . ? C11 N2 Si N1 -160.51(18) . . . . ? C1 N2 Si N3 -89.38(10) . . . . ? C11 N2 Si N3 111.24(17) . . . . ? C11 N2 Si C1 -159.4(2) . . . . ? C1 N1 Si O1 174.93(9) . . . . ? C8 N1 Si O1 -7.3(2) . . . . ? C1 N1 Si N4 20.9(3) . . . . ? C8 N1 Si N4 -161.4(2) . . . . ? C1 N1 Si N5 -93.47(10) . . . . ? C8 N1 Si N5 84.3(2) . . . . ? C1 N1 Si N2 1.16(9) . . . . ? C8 N1 Si N2 178.9(2) . . . . ? C1 N1 Si N3 90.80(10) . . . . ? C8 N1 Si N3 -91.47(19) . . . . ? C8 N1 Si C1 177.7(2) . . . . ? C14 N3 Si O1 178.89(13) . . . . ? C22 N3 Si O1 -0.80(9) . . . . ? C14 N3 Si N4 82.89(14) . . . . ? C22 N3 Si N4 -96.80(10) . . . . ? C14 N3 Si N5 174.8(7) . . . . ? C22 N3 Si N5 -4.9(8) . . . . ? C14 N3 Si N2 -15.34(13) . . . . ? C22 N3 Si N2 164.97(9) . . . . ? C14 N3 Si N1 -84.35(13) . . . . ? C22 N3 Si N1 95.96(10) . . . . ? C14 N3 Si C1 -50.19(13) . . . . ? C22 N3 Si C1 130.12(10) . . . . ? N1 C1 Si O1 -6.63(12) . . . . ? N2 C1 Si O1 171.48(9) . . . . ? C2 C1 Si O1 166(12) . . . . ? N1 C1 Si N4 -173.44(10) . . . . ? N2 C1 Si N4 4.67(12) . . . . ? C2 C1 Si N4 -1(12) . . . . ? N1 C1 Si N5 88.72(11) . . . . ? N2 C1 Si N5 -93.17(10) . . . . ? C2 C1 Si N5 -99(12) . . . . ? N1 C1 Si N2 -178.11(14) . . . . ? C2 C1 Si N2 -5(12) . . . . ? N2 C1 Si N1 178.11(14) . . . . ? C2 C1 Si N1 173(100) . . . . ? N1 C1 Si N3 -88.21(10) . . . . ? N2 C1 Si N3 89.91(10) . . . . ? C2 C1 Si N3 84(12) . . . . ? _diffrn_measured_fraction_theta_max 0.912 _diffrn_reflns_theta_full 29.09 _diffrn_measured_fraction_theta_full 0.912 _refine_diff_density_max 0.350 _refine_diff_density_min -0.400 _refine_diff_density_rms 0.046 #TrackingRef '- jun24d_26f_33b_25b_34c_31b_45c_28b_.cif' data_jun31bu _database_code_depnum_ccdc_archive 'CCDC 825856' #TrackingRef '- jun24d_26f_33b_25b_34c_31b_45c_28b_.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H25 N5 O S2 Si' _chemical_formula_sum 'C24 H25 N5 O S2 Si' _chemical_formula_weight 491.70 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c 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 11.5619(18) _cell_length_b 13.4356(18) _cell_length_c 16.906(3) _cell_angle_alpha 90.00 _cell_angle_beta 109.346(18) _cell_angle_gamma 90.00 _cell_volume 2478.0(7) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5000 _cell_measurement_theta_min 5.0 _cell_measurement_theta_max 25.8 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max .5 _exptl_crystal_size_mid .5 _exptl_crystal_size_min .2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.318 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1032 _exptl_absorpt_coefficient_mu 0.290 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 image_plate_Stoe-IPDS _diffrn_measurement_method omega_scan _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 35139 _diffrn_reflns_av_R_equivalents 0.0457 _diffrn_reflns_av_sigmaI/netI 0.0312 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.42 _diffrn_reflns_theta_max 29.10 _reflns_number_total 6609 _reflns_number_gt 4696 _reflns_threshold_expression >2sigma(I) _computing_data_collection Stoe-IPDS _computing_cell_refinement Stoe-IPDS _computing_data_reduction Stoe-IPDS _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics Ortep/Povray _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^)+(0.0541P)^2^+0.8993P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6609 _refine_ls_number_parameters 302 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0657 _refine_ls_R_factor_gt 0.0424 _refine_ls_wR_factor_ref 0.1159 _refine_ls_wR_factor_gt 0.1050 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _refine_ls_shift/su_max 0.001 _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 C1 C 0.54885(14) 0.76341(12) -0.02274(9) 0.0254(3) Uani 1 1 d . . . C2 C 0.42419(14) 0.75059(12) -0.08500(10) 0.0281(3) Uani 1 1 d . . . C3 C 0.39895(16) 0.78481(13) -0.16694(10) 0.0339(4) Uani 1 1 d . . . H3 H 0.4609 0.8176 -0.1826 0.041 Uiso 1 1 calc R . . C4 C 0.28286(17) 0.77087(16) -0.22588(11) 0.0427(4) Uani 1 1 d . . . H4 H 0.2647 0.7962 -0.2811 0.051 Uiso 1 1 calc R . . C5 C 0.19399(17) 0.71996(18) -0.20370(13) 0.0506(5) Uani 1 1 d . . . H5 H 0.1156 0.7091 -0.2443 0.061 Uiso 1 1 calc R . . C6 C 0.21859(18) 0.6849(2) -0.12293(14) 0.0530(5) Uani 1 1 d . . . H6 H 0.1572 0.6500 -0.1083 0.064 Uiso 1 1 calc R . . C7 C 0.33348(17) 0.70074(16) -0.06291(12) 0.0408(4) Uani 1 1 d . . . H7 H 0.3499 0.6776 -0.0072 0.049 Uiso 1 1 calc R . . C11 C 0.65625(16) 0.64700(14) -0.08962(11) 0.0350(4) Uani 1 1 d . . . H11 H 0.5733 0.6443 -0.1335 0.042 Uiso 1 1 calc R . . C12 C 0.74845(18) 0.6708(2) -0.13407(12) 0.0510(5) Uani 1 1 d . . . H12A H 0.7285 0.7353 -0.1622 0.077 Uiso 1 1 calc R . . H12B H 0.7448 0.6190 -0.1756 0.077 Uiso 1 1 calc R . . H12C H 0.8312 0.6732 -0.0929 0.077 Uiso 1 1 calc R . . C13 C 0.6795(2) 0.54567(15) -0.04663(14) 0.0520(5) Uani 1 1 d . . . H13A H 0.7608 0.5452 -0.0036 0.078 Uiso 1 1 calc R . . H13B H 0.6755 0.4938 -0.0882 0.078 Uiso 1 1 calc R . . H13C H 0.6170 0.5328 -0.0204 0.078 Uiso 1 1 calc R . . C8 C 0.49737(14) 0.86626(12) 0.08436(10) 0.0282(3) Uani 1 1 d . . . H8 H 0.4174 0.8766 0.0386 0.034 Uiso 1 1 calc R . . C10 C 0.47345(18) 0.80681(15) 0.15439(11) 0.0388(4) Uani 1 1 d . . . H10A H 0.4364 0.7426 0.1323 0.058 Uiso 1 1 calc R . . H10B H 0.4175 0.8441 0.1760 0.058 Uiso 1 1 calc R . . H10C H 0.5511 0.7956 0.1998 0.058 Uiso 1 1 calc R . . C9 C 0.55103(16) 0.96789(14) 0.11650(11) 0.0355(4) Uani 1 1 d . . . H9A H 0.6265 0.9592 0.1643 0.053 Uiso 1 1 calc R . . H9B H 0.4916 1.0060 0.1342 0.053 Uiso 1 1 calc R . . H9C H 0.5696 1.0038 0.0717 0.053 Uiso 1 1 calc R . . C14 C 0.76772(15) 0.92990(14) -0.04586(11) 0.0335(4) Uani 1 1 d . . . H14 H 0.7214 0.8900 -0.0918 0.040 Uiso 1 1 calc R . . C15 C 0.81352(17) 1.02209(15) -0.06149(13) 0.0423(4) Uani 1 1 d . . . H15 H 0.7962 1.0445 -0.1175 0.051 Uiso 1 1 calc R . . C16 C 0.88351(18) 1.07998(16) 0.00431(15) 0.0472(5) Uani 1 1 d . . . H16 H 0.9149 1.1420 -0.0063 0.057 Uiso 1 1 calc R . . C17 C 0.90845(16) 1.04670(15) 0.08765(13) 0.0413(4) Uani 1 1 d . . . C18 C 0.98202(19) 1.09483(18) 0.16234(17) 0.0554(6) Uani 1 1 d . . . H18 H 1.0219 1.1558 0.1592 0.067 Uiso 1 1 calc R . . C19 C 0.99535(19) 1.0533(2) 0.23874(16) 0.0579(6) Uani 1 1 d . . . H19 H 1.0453 1.0865 0.2878 0.069 Uiso 1 1 calc R . . C20 C 0.93833(16) 0.96361(18) 0.24777(12) 0.0467(5) Uani 1 1 d . . . H20 H 0.9478 0.9380 0.3019 0.056 Uiso 1 1 calc R . . C21 C 0.86844(14) 0.91336(15) 0.17685(11) 0.0354(4) Uani 1 1 d . . . C22 C 0.85562(14) 0.95501(13) 0.09741(11) 0.0326(4) Uani 1 1 d . . . C23 C 0.97718(14) 0.68420(13) 0.06704(9) 0.0294(3) Uani 1 1 d . . . C24 C 0.67303(16) 0.60543(14) 0.16854(10) 0.0338(4) Uani 1 1 d . . . N2 N 0.65250(12) 0.72630(10) -0.03003(8) 0.0267(3) Uani 1 1 d . . . N1 N 0.57939(11) 0.81158(10) 0.04962(8) 0.0265(3) Uani 1 1 d . . . N3 N 0.78778(12) 0.89733(11) 0.03196(8) 0.0294(3) Uani 1 1 d . . . N4 N 0.89011(12) 0.72073(12) 0.07496(9) 0.0331(3) Uani 1 1 d . . . N5 N 0.71421(13) 0.65999(12) 0.13086(9) 0.0352(3) Uani 1 1 d . . . O O 0.80819(11) 0.82697(10) 0.17484(7) 0.0349(3) Uani 1 1 d . . . S1 S 1.09528(5) 0.63286(5) 0.05528(4) 0.05307(16) Uani 1 1 d . . . S2 S 0.61565(6) 0.53078(5) 0.21975(4) 0.05440(16) Uani 1 1 d . . . Si Si 0.74436(4) 0.77027(4) 0.07751(3) 0.02699(11) 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 0.0271(7) 0.0260(7) 0.0229(7) 0.0021(6) 0.0081(5) 0.0031(6) C2 0.0260(7) 0.0290(8) 0.0276(7) -0.0036(6) 0.0066(6) 0.0032(6) C3 0.0344(8) 0.0363(9) 0.0290(8) -0.0002(7) 0.0079(6) 0.0046(7) C4 0.0393(9) 0.0527(12) 0.0292(8) -0.0026(8) 0.0020(7) 0.0097(9) C5 0.0284(8) 0.0733(15) 0.0423(10) -0.0161(10) 0.0012(7) 0.0022(9) C6 0.0333(9) 0.0761(16) 0.0490(11) -0.0110(11) 0.0131(8) -0.0151(10) C7 0.0355(9) 0.0528(11) 0.0338(9) -0.0027(8) 0.0111(7) -0.0065(8) C11 0.0317(8) 0.0408(10) 0.0300(8) -0.0101(7) 0.0068(6) 0.0076(7) C12 0.0395(10) 0.0821(16) 0.0323(9) -0.0184(10) 0.0131(8) 0.0051(10) C13 0.0592(13) 0.0380(11) 0.0529(12) -0.0102(9) 0.0109(10) 0.0150(9) C8 0.0274(7) 0.0329(8) 0.0252(7) 0.0001(6) 0.0098(6) 0.0065(6) C10 0.0435(10) 0.0432(10) 0.0360(9) 0.0021(8) 0.0218(8) 0.0043(8) C9 0.0376(9) 0.0361(9) 0.0335(8) -0.0032(7) 0.0127(7) 0.0067(7) C14 0.0287(8) 0.0401(9) 0.0319(8) 0.0044(7) 0.0102(6) 0.0043(7) C15 0.0362(9) 0.0435(11) 0.0500(11) 0.0114(9) 0.0179(8) 0.0062(8) C16 0.0388(10) 0.0371(10) 0.0726(14) 0.0027(9) 0.0278(10) -0.0001(8) C17 0.0292(8) 0.0400(10) 0.0582(12) -0.0120(9) 0.0190(8) -0.0012(7) C18 0.0374(10) 0.0545(13) 0.0789(16) -0.0311(12) 0.0252(10) -0.0132(9) C19 0.0344(9) 0.0779(16) 0.0611(14) -0.0399(12) 0.0155(9) -0.0114(10) C20 0.0275(8) 0.0730(15) 0.0370(9) -0.0213(9) 0.0071(7) 0.0011(9) C21 0.0230(7) 0.0491(11) 0.0325(8) -0.0104(7) 0.0070(6) 0.0040(7) C22 0.0224(7) 0.0380(9) 0.0371(8) -0.0090(7) 0.0093(6) 0.0014(6) C23 0.0291(7) 0.0333(8) 0.0232(7) 0.0026(6) 0.0054(6) -0.0007(7) C24 0.0343(8) 0.0368(9) 0.0263(7) 0.0003(7) 0.0048(6) 0.0060(7) N2 0.0249(6) 0.0312(7) 0.0233(6) -0.0022(5) 0.0071(5) 0.0040(5) N1 0.0255(6) 0.0320(7) 0.0223(6) -0.0008(5) 0.0083(5) 0.0046(5) N3 0.0247(6) 0.0341(7) 0.0286(6) -0.0005(5) 0.0079(5) 0.0027(5) N4 0.0271(6) 0.0431(8) 0.0276(7) 0.0022(6) 0.0072(5) 0.0080(6) N5 0.0352(7) 0.0399(8) 0.0307(7) 0.0082(6) 0.0113(6) 0.0086(6) O 0.0317(6) 0.0471(7) 0.0239(5) -0.0019(5) 0.0067(4) 0.0029(5) S1 0.0349(2) 0.0743(4) 0.0518(3) -0.0090(3) 0.0169(2) 0.0154(2) S2 0.0653(4) 0.0536(3) 0.0465(3) 0.0110(2) 0.0216(3) -0.0111(3) Si 0.0248(2) 0.0342(2) 0.02128(19) 0.00106(16) 0.00666(15) 0.00502(17) _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 N1 1.3243(19) . ? C1 N2 1.3409(19) . ? C1 C2 1.487(2) . ? C1 Si 2.3351(16) . ? C2 C7 1.396(2) . ? C2 C3 1.396(2) . ? C3 C4 1.394(2) . ? C4 C5 1.385(3) . ? C5 C6 1.382(3) . ? C6 C7 1.395(3) . ? C11 N2 1.477(2) . ? C11 C13 1.525(3) . ? C11 C12 1.528(3) . ? C8 N1 1.4673(19) . ? C8 C9 1.524(2) . ? C8 C10 1.528(2) . ? C14 N3 1.332(2) . ? C14 C15 1.406(3) . ? C15 C16 1.379(3) . ? C16 C17 1.414(3) . ? C17 C22 1.409(3) . ? C17 C18 1.423(3) . ? C18 C19 1.368(4) . ? C19 C20 1.406(4) . ? C20 C21 1.380(2) . ? C21 O 1.348(2) . ? C21 C22 1.417(3) . ? C22 N3 1.366(2) . ? C23 N4 1.167(2) . ? C23 S1 1.5999(17) . ? C24 N5 1.171(2) . ? C24 S2 1.6051(19) . ? N2 Si 1.8717(14) . ? N1 Si 1.8901(13) . ? N3 Si 2.0038(15) . ? N4 Si 1.8256(14) . ? N5 Si 1.8272(16) . ? O Si 1.7401(13) . ? 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 N1 C1 N2 107.08(13) . . ? N1 C1 C2 127.59(14) . . ? N2 C1 C2 125.32(14) . . ? N1 C1 Si 54.02(8) . . ? N2 C1 Si 53.24(7) . . ? C2 C1 Si 175.50(12) . . ? C7 C2 C3 119.68(15) . . ? C7 C2 C1 120.29(15) . . ? C3 C2 C1 119.97(15) . . ? C4 C3 C2 120.03(17) . . ? C5 C4 C3 119.85(18) . . ? C6 C5 C4 120.48(17) . . ? C5 C6 C7 120.1(2) . . ? C6 C7 C2 119.83(18) . . ? N2 C11 C13 111.06(15) . . ? N2 C11 C12 111.58(16) . . ? C13 C11 C12 112.31(17) . . ? N1 C8 C9 110.52(13) . . ? N1 C8 C10 110.82(13) . . ? C9 C8 C10 110.43(14) . . ? N3 C14 C15 121.45(17) . . ? C16 C15 C14 120.15(19) . . ? C15 C16 C17 119.81(19) . . ? C22 C17 C16 116.11(17) . . ? C22 C17 C18 116.6(2) . . ? C16 C17 C18 127.2(2) . . ? C19 C18 C17 120.0(2) . . ? C18 C19 C20 122.82(19) . . ? C21 C20 C19 119.1(2) . . ? O C21 C20 126.30(18) . . ? O C21 C22 115.16(14) . . ? C20 C21 C22 118.53(19) . . ? N3 C22 C17 123.79(17) . . ? N3 C22 C21 113.30(16) . . ? C17 C22 C21 122.90(17) . . ? N4 C23 S1 179.13(17) . . ? N5 C24 S2 179.61(18) . . ? C1 N2 C11 124.06(13) . . ? C1 N2 Si 91.73(9) . . ? C11 N2 Si 139.02(11) . . ? C1 N1 C8 127.19(13) . . ? C1 N1 Si 91.44(10) . . ? C8 N1 Si 141.24(10) . . ? C14 N3 C22 118.64(16) . . ? C14 N3 Si 132.50(12) . . ? C22 N3 Si 108.77(11) . . ? C23 N4 Si 173.87(14) . . ? C24 N5 Si 162.69(15) . . ? C21 O Si 117.03(11) . . ? O Si N4 94.37(6) . . ? O Si N5 88.78(7) . . ? N4 Si N5 92.55(7) . . ? O Si N2 169.47(6) . . ? N4 Si N2 95.34(6) . . ? N5 Si N2 94.81(7) . . ? O Si N1 100.62(6) . . ? N4 Si N1 164.64(6) . . ? N5 Si N1 91.12(7) . . ? N2 Si N1 69.47(6) . . ? O Si N3 84.76(6) . . ? N4 Si N3 87.18(6) . . ? N5 Si N3 173.50(7) . . ? N2 Si N3 91.68(6) . . ? N1 Si N3 90.83(6) . . ? O Si C1 135.15(6) . . ? N4 Si C1 130.37(6) . . ? N5 Si C1 91.67(6) . . ? N2 Si C1 35.03(5) . . ? N1 Si C1 34.54(5) . . ? N3 Si C1 93.45(6) . . ? 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 N1 C1 C2 C7 -61.5(2) . . . . ? N2 C1 C2 C7 117.78(19) . . . . ? Si C1 C2 C7 47.8(15) . . . . ? N1 C1 C2 C3 121.16(19) . . . . ? N2 C1 C2 C3 -59.5(2) . . . . ? Si C1 C2 C3 -129.5(14) . . . . ? C7 C2 C3 C4 1.2(3) . . . . ? C1 C2 C3 C4 178.58(16) . . . . ? C2 C3 C4 C5 -2.2(3) . . . . ? C3 C4 C5 C6 1.6(3) . . . . ? C4 C5 C6 C7 0.1(4) . . . . ? C5 C6 C7 C2 -1.1(3) . . . . ? C3 C2 C7 C6 0.4(3) . . . . ? C1 C2 C7 C6 -176.93(18) . . . . ? N3 C14 C15 C16 1.7(3) . . . . ? C14 C15 C16 C17 -0.4(3) . . . . ? C15 C16 C17 C22 -1.5(3) . . . . ? C15 C16 C17 C18 177.59(19) . . . . ? C22 C17 C18 C19 -2.0(3) . . . . ? C16 C17 C18 C19 178.9(2) . . . . ? C17 C18 C19 C20 -0.4(3) . . . . ? C18 C19 C20 C21 1.8(3) . . . . ? C19 C20 C21 O 179.98(17) . . . . ? C19 C20 C21 C22 -0.8(3) . . . . ? C16 C17 C22 N3 2.5(2) . . . . ? C18 C17 C22 N3 -176.67(16) . . . . ? C16 C17 C22 C21 -177.73(16) . . . . ? C18 C17 C22 C21 3.1(3) . . . . ? O C21 C22 N3 -2.6(2) . . . . ? C20 C21 C22 N3 178.07(15) . . . . ? O C21 C22 C17 177.63(15) . . . . ? C20 C21 C22 C17 -1.7(3) . . . . ? N1 C1 N2 C11 163.46(15) . . . . ? C2 C1 N2 C11 -16.0(2) . . . . ? Si C1 N2 C11 158.76(18) . . . . ? N1 C1 N2 Si 4.70(13) . . . . ? C2 C1 N2 Si -174.72(14) . . . . ? C13 C11 N2 C1 -98.08(19) . . . . ? C12 C11 N2 C1 135.78(17) . . . . ? C13 C11 N2 Si 48.4(2) . . . . ? C12 C11 N2 Si -77.7(2) . . . . ? N2 C1 N1 C8 178.71(14) . . . . ? C2 C1 N1 C8 -1.9(3) . . . . ? Si C1 N1 C8 -176.64(18) . . . . ? N2 C1 N1 Si -4.65(13) . . . . ? C2 C1 N1 Si 174.75(15) . . . . ? C9 C8 N1 C1 -132.91(16) . . . . ? C10 C8 N1 C1 104.33(18) . . . . ? C9 C8 N1 Si 52.5(2) . . . . ? C10 C8 N1 Si -70.3(2) . . . . ? C15 C14 N3 C22 -0.7(2) . . . . ? C15 C14 N3 Si -176.93(13) . . . . ? C17 C22 N3 C14 -1.4(2) . . . . ? C21 C22 N3 C14 178.81(14) . . . . ? C17 C22 N3 Si 175.60(13) . . . . ? C21 C22 N3 Si -4.15(16) . . . . ? S1 C23 N4 Si -17(13) . . . . ? S2 C24 N5 Si 54(28) . . . . ? C20 C21 O Si -171.25(15) . . . . ? C22 C21 O Si 9.49(18) . . . . ? C21 O Si N4 77.42(12) . . . . ? C21 O Si N5 169.89(12) . . . . ? C21 O Si N2 -79.9(4) . . . . ? C21 O Si N1 -99.19(12) . . . . ? C21 O Si N3 -9.33(11) . . . . ? C21 O Si C1 -98.96(13) . . . . ? C23 N4 Si O 170.4(14) . . . . ? C23 N4 Si N5 81.5(14) . . . . ? C23 N4 Si N2 -13.6(14) . . . . ? C23 N4 Si N1 -22.2(15) . . . . ? C23 N4 Si N3 -105.0(14) . . . . ? C23 N4 Si C1 -12.9(14) . . . . ? C24 N5 Si O 70.6(5) . . . . ? C24 N5 Si N4 165.0(5) . . . . ? C24 N5 Si N2 -99.5(5) . . . . ? C24 N5 Si N1 -30.0(5) . . . . ? C24 N5 Si N3 77.5(8) . . . . ? C24 N5 Si C1 -64.5(5) . . . . ? C1 N2 Si O -23.6(4) . . . . ? C11 N2 Si O -176.4(3) . . . . ? C1 N2 Si N4 179.06(10) . . . . ? C11 N2 Si N4 26.30(18) . . . . ? C1 N2 Si N5 86.04(10) . . . . ? C11 N2 Si N5 -66.73(18) . . . . ? C1 N2 Si N1 -3.36(9) . . . . ? C11 N2 Si N1 -156.12(19) . . . . ? C1 N2 Si N3 -93.62(10) . . . . ? C11 N2 Si N3 113.62(18) . . . . ? C11 N2 Si C1 -152.8(2) . . . . ? C1 N1 Si O 179.71(10) . . . . ? C8 N1 Si O -4.58(19) . . . . ? C1 N1 Si N4 12.5(3) . . . . ? C8 N1 Si N4 -171.8(2) . . . . ? C1 N1 Si N5 -91.32(10) . . . . ? C8 N1 Si N5 84.40(18) . . . . ? C1 N1 Si N2 3.40(9) . . . . ? C8 N1 Si N2 179.12(19) . . . . ? C1 N1 Si N3 94.88(10) . . . . ? C8 N1 Si N3 -89.40(18) . . . . ? C8 N1 Si C1 175.7(2) . . . . ? C14 N3 Si O -176.14(15) . . . . ? C22 N3 Si O 7.38(11) . . . . ? C14 N3 Si N4 89.20(15) . . . . ? C22 N3 Si N4 -87.27(11) . . . . ? C14 N3 Si N5 177.0(5) . . . . ? C22 N3 Si N5 0.5(6) . . . . ? C14 N3 Si N2 -6.07(15) . . . . ? C22 N3 Si N2 177.46(11) . . . . ? C14 N3 Si N1 -75.55(15) . . . . ? C22 N3 Si N1 107.97(11) . . . . ? C14 N3 Si C1 -41.09(15) . . . . ? C22 N3 Si C1 142.43(11) . . . . ? N1 C1 Si O -0.41(14) . . . . ? N2 C1 Si O 174.04(10) . . . . ? C2 C1 Si O -112.9(14) . . . . ? N1 C1 Si N4 -175.67(11) . . . . ? N2 C1 Si N4 -1.22(13) . . . . ? C2 C1 Si N4 71.8(15) . . . . ? N1 C1 Si N5 89.55(10) . . . . ? N2 C1 Si N5 -96.00(11) . . . . ? C2 C1 Si N5 -22.9(15) . . . . ? N1 C1 Si N2 -174.45(15) . . . . ? C2 C1 Si N2 73.1(14) . . . . ? N2 C1 Si N1 174.45(15) . . . . ? C2 C1 Si N1 -112.5(15) . . . . ? N1 C1 Si N3 -86.45(10) . . . . ? N2 C1 Si N3 88.00(10) . . . . ? C2 C1 Si N3 161.1(14) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 29.10 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.346 _refine_diff_density_min -0.410 _refine_diff_density_rms 0.054 data_jun45d2 _database_code_depnum_ccdc_archive 'CCDC 825857' #TrackingRef '- jun24d_26f_33b_25b_34c_31b_45c_28b_.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H25 F6 N3 O7 S2 Si' _chemical_formula_sum 'C24 H25 F6 N3 O7 S2 Si' _chemical_formula_weight 673.68 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' F F 0.0171 0.0103 '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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 23.2733(16) _cell_length_b 16.3163(10) _cell_length_c 30.800(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 11695.7(16) _cell_formula_units_Z 16 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5000 _cell_measurement_theta_min 5.75 _cell_measurement_theta_max 26.05 _exptl_crystal_description prism _exptl_crystal_colour light_yellow _exptl_crystal_size_max .50 _exptl_crystal_size_mid .25 _exptl_crystal_size_min .25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.530 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5536 _exptl_absorpt_coefficient_mu 0.309 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 image_plate_Stoe-IPDS _diffrn_measurement_method omega-scan _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 148865 _diffrn_reflns_av_R_equivalents 0.0584 _diffrn_reflns_av_sigmaI/netI 0.0266 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -40 _diffrn_reflns_limit_l_max 40 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 28.10 _reflns_number_total 14160 _reflns_number_gt 10806 _reflns_threshold_expression >2sigma(I) _computing_data_collection Stoe-IPDS _computing_cell_refinement Stoe-IPDS _computing_data_reduction Stoe-IPDS _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics Ortep/POVRAY _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. Peaks in the difference electron density indicated a minor disorder in 3 of the 4 the triflate groups which could not be completely resolved. ; _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^)+(0.0610P)^2^+5.5732P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 14160 _refine_ls_number_parameters 798 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.0596 _refine_ls_R_factor_gt 0.0439 _refine_ls_wR_factor_ref 0.1211 _refine_ls_wR_factor_gt 0.1138 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.064 _refine_ls_shift/su_max 0.001 _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 C1 C 0.51039(8) 0.04043(11) 0.22380(6) 0.0264(3) Uani 1 1 d . . . C2 C 0.56263(8) 0.00901(12) 0.20194(6) 0.0293(4) Uani 1 1 d . . . C3 C 0.58495(10) -0.06682(14) 0.21291(7) 0.0370(4) Uani 1 1 d . . . H3 H 0.5682 -0.0976 0.2358 0.044 Uiso 1 1 calc R . . C4 C 0.63174(10) -0.09785(17) 0.19050(8) 0.0471(6) Uani 1 1 d . . . H4 H 0.6477 -0.1492 0.1987 0.057 Uiso 1 1 calc R . . C5 C 0.65515(10) -0.05511(19) 0.15664(8) 0.0525(6) Uani 1 1 d . . . H5 H 0.6871 -0.0769 0.1413 0.063 Uiso 1 1 calc R . . C6 C 0.63252(11) 0.01909(19) 0.14494(9) 0.0537(6) Uani 1 1 d . . . H6 H 0.6484 0.0481 0.1211 0.064 Uiso 1 1 calc R . . C7 C 0.58664(10) 0.05234(15) 0.16754(8) 0.0421(5) Uani 1 1 d . . . H7 H 0.5717 0.1044 0.1596 0.051 Uiso 1 1 calc R . . C8 C 0.54913(9) 0.14328(14) 0.27762(7) 0.0393(5) Uani 1 1 d . . . H8 H 0.5300 0.1885 0.2941 0.047 Uiso 1 1 calc R . . C9 C 0.57416(11) 0.08420(19) 0.31100(8) 0.0551(7) Uani 1 1 d . . . H9A H 0.5437 0.0660 0.3308 0.083 Uiso 1 1 calc R . . H9B H 0.6043 0.1120 0.3276 0.083 Uiso 1 1 calc R . . H9C H 0.5906 0.0366 0.2961 0.083 Uiso 1 1 calc R . . C10 C 0.59687(11) 0.18243(16) 0.24993(10) 0.0529(6) Uani 1 1 d . . . H10A H 0.6200 0.1392 0.2364 0.079 Uiso 1 1 calc R . . H10B H 0.6214 0.2164 0.2685 0.079 Uiso 1 1 calc R . . H10C H 0.5795 0.2166 0.2273 0.079 Uiso 1 1 calc R . . C11 C 0.44239(9) -0.04506(12) 0.18130(6) 0.0315(4) Uani 1 1 d . . . H11 H 0.4787 -0.0596 0.1658 0.038 Uiso 1 1 calc R . . C12 C 0.41661(12) -0.12406(14) 0.19817(8) 0.0486(6) Uani 1 1 d . . . H12A H 0.4444 -0.1516 0.2171 0.073 Uiso 1 1 calc R . . H12B H 0.4071 -0.1599 0.1737 0.073 Uiso 1 1 calc R . . H12C H 0.3816 -0.1118 0.2147 0.073 Uiso 1 1 calc R . . C13 C 0.40381(10) -0.00165(15) 0.14886(7) 0.0411(5) Uani 1 1 d . . . H13A H 0.3679 0.0145 0.1632 0.062 Uiso 1 1 calc R . . H13B H 0.3952 -0.0387 0.1247 0.062 Uiso 1 1 calc R . . H13C H 0.4234 0.0473 0.1378 0.062 Uiso 1 1 calc R . . C14 C 0.45136(9) -0.05813(12) 0.31152(7) 0.0338(4) Uani 1 1 d . . . H14 H 0.4584 -0.0918 0.2869 0.041 Uiso 1 1 calc R . . C15 C 0.45965(10) -0.09058(14) 0.35331(7) 0.0398(5) Uani 1 1 d . . . H15 H 0.4726 -0.1454 0.3566 0.048 Uiso 1 1 calc R . . C16 C 0.44906(10) -0.04345(14) 0.38928(7) 0.0376(4) Uani 1 1 d . . . H16 H 0.4552 -0.0654 0.4175 0.045 Uiso 1 1 calc R . . C17 C 0.42912(9) 0.03731(13) 0.38442(6) 0.0323(4) Uani 1 1 d . . . C18 C 0.41527(10) 0.09365(14) 0.41808(7) 0.0385(5) Uani 1 1 d . . . H18 H 0.4191 0.0779 0.4476 0.046 Uiso 1 1 calc R . . C19 C 0.39650(10) 0.17014(14) 0.40785(7) 0.0396(5) Uani 1 1 d . . . H19 H 0.3863 0.2064 0.4307 0.048 Uiso 1 1 calc R . . C20 C 0.39157(9) 0.19796(13) 0.36439(7) 0.0360(4) Uani 1 1 d . . . H20 H 0.3788 0.2521 0.3583 0.043 Uiso 1 1 calc R . . C21 C 0.40547(9) 0.14569(12) 0.33137(6) 0.0301(4) Uani 1 1 d . . . C22 C 0.42303(8) 0.06544(12) 0.34146(6) 0.0287(4) Uani 1 1 d . . . C23 C 0.25382(10) -0.00144(19) 0.22553(8) 0.0559(7) Uani 1 1 d D . . C24 C 0.37291(14) 0.29013(16) 0.17982(9) 0.0574(7) Uani 1 1 d . . . C31 C 0.38877(8) 0.77942(11) 0.02745(6) 0.0266(4) Uani 1 1 d . . . C32 C 0.43313(8) 0.83581(12) 0.04519(6) 0.0291(4) Uani 1 1 d . . . C33 C 0.47768(11) 0.80534(15) 0.07038(8) 0.0464(6) Uani 1 1 d . . . H33 H 0.4790 0.7488 0.0778 0.056 Uiso 1 1 calc R . . C34 C 0.52027(11) 0.85812(17) 0.08462(9) 0.0549(7) Uani 1 1 d . . . H34 H 0.5507 0.8377 0.1021 0.066 Uiso 1 1 calc R . . C35 C 0.51910(10) 0.93947(16) 0.07372(8) 0.0467(5) Uani 1 1 d . . . H35 H 0.5492 0.9748 0.0829 0.056 Uiso 1 1 calc R . . C36 C 0.47450(11) 0.96965(15) 0.04957(8) 0.0453(5) Uani 1 1 d . . . H36 H 0.4734 1.0263 0.0424 0.054 Uiso 1 1 calc R . . C37 C 0.43096(9) 0.91816(13) 0.03552(7) 0.0363(4) Uani 1 1 d . . . H37 H 0.3997 0.9396 0.0193 0.044 Uiso 1 1 calc R . . C38 C 0.43452(8) 0.73755(13) -0.04388(6) 0.0323(4) Uani 1 1 d . . . H38 H 0.4229 0.6944 -0.0652 0.039 Uiso 1 1 calc R . . C39 C 0.43152(11) 0.81894(16) -0.06803(8) 0.0465(5) Uani 1 1 d . . . H39A H 0.3920 0.8287 -0.0777 0.070 Uiso 1 1 calc R . . H39B H 0.4571 0.8171 -0.0933 0.070 Uiso 1 1 calc R . . H39C H 0.4435 0.8633 -0.0486 0.070 Uiso 1 1 calc R . . C40 C 0.49570(10) 0.71770(17) -0.03045(9) 0.0491(6) Uani 1 1 d . . . H40A H 0.5103 0.7612 -0.0115 0.074 Uiso 1 1 calc R . . H40B H 0.5200 0.7136 -0.0564 0.074 Uiso 1 1 calc R . . H40C H 0.4963 0.6654 -0.0148 0.074 Uiso 1 1 calc R . . C41 C 0.32037(9) 0.78819(14) 0.08892(6) 0.0349(4) Uani 1 1 d . . . H41 H 0.3538 0.8170 0.1025 0.042 Uiso 1 1 calc R . . C42 C 0.30789(13) 0.71244(17) 0.11599(7) 0.0523(6) Uani 1 1 d . . . H42A H 0.2750 0.6832 0.1036 0.078 Uiso 1 1 calc R . . H42B H 0.2990 0.7288 0.1459 0.078 Uiso 1 1 calc R . . H42C H 0.3416 0.6765 0.1159 0.078 Uiso 1 1 calc R . . C43 C 0.27003(12) 0.84700(16) 0.08903(8) 0.0480(6) Uani 1 1 d . . . H43A H 0.2811 0.8980 0.0745 0.072 Uiso 1 1 calc R . . H43B H 0.2588 0.8589 0.1190 0.072 Uiso 1 1 calc R . . H43C H 0.2376 0.8221 0.0736 0.072 Uiso 1 1 calc R . . C44 C 0.26958(9) 0.85172(12) -0.02916(7) 0.0330(4) Uani 1 1 d . . . H44 H 0.2712 0.8721 -0.0003 0.040 Uiso 1 1 calc R . . C45 C 0.24885(10) 0.90242(14) -0.06245(7) 0.0391(5) Uani 1 1 d . . . H45 H 0.2361 0.9564 -0.0560 0.047 Uiso 1 1 calc R . . C46 C 0.24697(10) 0.87402(15) -0.10427(8) 0.0423(5) Uani 1 1 d . . . H46 H 0.2329 0.9084 -0.1268 0.051 Uiso 1 1 calc R . . C47 C 0.26576(9) 0.79417(14) -0.11407(7) 0.0364(4) Uani 1 1 d . . . C48 C 0.26764(11) 0.75607(17) -0.15541(7) 0.0471(6) Uani 1 1 d . . . H48 H 0.2560 0.7856 -0.1805 0.056 Uiso 1 1 calc R . . C49 C 0.28616(11) 0.67704(17) -0.15923(7) 0.0480(6) Uani 1 1 d . . . H49 H 0.2872 0.6529 -0.1873 0.058 Uiso 1 1 calc R . . C50 C 0.30387(9) 0.62943(15) -0.12304(7) 0.0392(5) Uani 1 1 d . . . H50 H 0.3161 0.5743 -0.1267 0.047 Uiso 1 1 calc R . . C51 C 0.30293(8) 0.66490(13) -0.08286(6) 0.0305(4) Uani 1 1 d . . . C52 C 0.28474(8) 0.74685(13) -0.07873(6) 0.0296(4) Uani 1 1 d . . . C53 C 0.14478(11) 0.66254(19) 0.03757(14) 0.0774(11) Uani 1 1 d D . . C54 C 0.37335(11) 0.46981(13) 0.06263(9) 0.0486(6) Uani 1 1 d D . . F1 F 0.26030(8) 0.01948(17) 0.18482(5) 0.0923(7) Uani 1 1 d . A . F2 F 0.26891(9) -0.07956(12) 0.23028(8) 0.0867(6) Uani 1 1 d . A . F3 F 0.19903(7) 0.00593(16) 0.23578(6) 0.0841(6) Uani 1 1 d . A . F4 F 0.34025(11) 0.25112(15) 0.15194(7) 0.1005(8) Uani 1 1 d . . . F5 F 0.38808(12) 0.36235(13) 0.16389(9) 0.1093(9) Uani 1 1 d . . . F6 F 0.34262(8) 0.30386(11) 0.21496(7) 0.0740(5) Uani 1 1 d . . . F31 F 0.14164(8) 0.74150(12) 0.03484(13) 0.1376(13) Uani 1 1 d . B . F32 F 0.09452(7) 0.63068(14) 0.02571(11) 0.1139(10) Uani 1 1 d . B . F33 F 0.15548(12) 0.64211(19) 0.07807(9) 0.1193(10) Uani 1 1 d . B . F34 F 0.34202(9) 0.42819(10) 0.03395(7) 0.0744(5) Uani 1 1 d . B . F35 F 0.34128(8) 0.48390(11) 0.09715(5) 0.0640(4) Uani 1 1 d . . . F36 F 0.41719(8) 0.42332(11) 0.07441(7) 0.0768(6) Uani 1 1 d . . . N1 N 0.50444(7) 0.10308(10) 0.25109(5) 0.0293(3) Uani 1 1 d . . . N2 N 0.45802(7) 0.00934(10) 0.21771(5) 0.0266(3) Uani 1 1 d . . . N3 N 0.43401(7) 0.01837(10) 0.30569(5) 0.0289(3) Uani 1 1 d . . . N31 N 0.39296(6) 0.73321(10) -0.00801(5) 0.0258(3) Uani 1 1 d . . . N32 N 0.33699(7) 0.76580(10) 0.04416(5) 0.0276(3) Uani 1 1 d . . . N33 N 0.28700(7) 0.77582(10) -0.03721(5) 0.0279(3) Uani 1 1 d . . . O1 O 0.40404(6) 0.16287(8) 0.28853(4) 0.0327(3) Uani 1 1 d . . . O2 O 0.35499(6) 0.04389(9) 0.24435(4) 0.0316(3) Uani 1 1 d . . . O3 O 0.41054(6) 0.15566(8) 0.20909(4) 0.0308(3) Uani 1 1 d . . . O4 O 0.28800(8) 0.03351(14) 0.30370(5) 0.0578(5) Uani 1 1 d . . . O5 O 0.27802(9) 0.14521(13) 0.25135(8) 0.0679(6) Uani 1 1 d . . . O6 O 0.46733(7) 0.27929(9) 0.22367(5) 0.0424(4) Uani 1 1 d . . . O7 O 0.46541(10) 0.21734(13) 0.15199(6) 0.0650(6) Uani 1 1 d . . . O31 O 0.31733(6) 0.62818(8) -0.04497(4) 0.0308(3) Uani 1 1 d . . . O32 O 0.24939(6) 0.67049(9) 0.02004(5) 0.0336(3) Uani 1 1 d . . . O33 O 0.34285(6) 0.60443(9) 0.03162(4) 0.0314(3) Uani 1 1 d . . . O34 O 0.18363(10) 0.64646(18) -0.04032(8) 0.0855(8) Uani 1 1 d . . . O35 O 0.20386(9) 0.53749(11) 0.01165(8) 0.0630(5) Uani 1 1 d . . . O36 O 0.42795(7) 0.54143(10) -0.00015(5) 0.0451(4) Uani 1 1 d . . . O37 O 0.43209(7) 0.60353(11) 0.07211(5) 0.0452(4) Uani 1 1 d . . . S1 S 0.29606(2) 0.06345(4) 0.261296(18) 0.0359(2) Uani 0.930(3) 1 d PD A 1 S1B S 0.3084(4) 0.0136(9) 0.2666(3) 0.059(4) Uiso 0.070(3) 1 d PD A 2 S2 S 0.43763(2) 0.23183(3) 0.192087(16) 0.03397(11) Uani 1 1 d . A . S31 S 0.19976(2) 0.62146(4) 0.00213(2) 0.0393(2) Uani 0.960(3) 1 d PD B 5 S31B S 0.2087(7) 0.6004(14) 0.0306(9) 0.078(8) Uiso 0.040(3) 1 d PD B 6 S32 S 0.40012(2) 0.56434(3) 0.038904(16) 0.02842(16) Uani 0.949(2) 1 d PD B 3 S32B S 0.3666(8) 0.5298(10) 0.0134(4) 0.076(6) Uiso 0.051(2) 1 d PD B 4 Si1 Si 0.42515(2) 0.08660(3) 0.253657(16) 0.02594(11) Uani 1 1 d . A . Si2 Si 0.32002(2) 0.69087(3) -0.000010(16) 0.02565(11) Uani 1 1 d . B . 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 0.0281(9) 0.0241(8) 0.0269(8) 0.0024(7) -0.0014(7) -0.0009(7) C2 0.0251(8) 0.0331(10) 0.0298(9) -0.0012(7) -0.0005(7) -0.0025(7) C3 0.0397(11) 0.0362(11) 0.0352(10) 0.0004(8) 0.0025(8) 0.0037(9) C4 0.0408(12) 0.0523(14) 0.0481(13) -0.0097(11) -0.0028(10) 0.0153(11) C5 0.0269(10) 0.083(2) 0.0479(13) -0.0095(13) 0.0040(9) 0.0081(11) C6 0.0347(12) 0.0760(19) 0.0504(14) 0.0078(13) 0.0131(10) -0.0047(12) C7 0.0337(11) 0.0456(13) 0.0470(12) 0.0110(10) 0.0052(9) -0.0021(9) C8 0.0328(10) 0.0397(11) 0.0453(11) -0.0143(9) -0.0062(9) -0.0039(9) C9 0.0436(13) 0.0784(19) 0.0431(13) -0.0030(12) -0.0147(10) -0.0058(13) C10 0.0430(13) 0.0455(13) 0.0702(16) -0.0089(12) -0.0035(12) -0.0125(11) C11 0.0316(9) 0.0316(10) 0.0313(9) -0.0081(8) 0.0004(7) -0.0026(8) C12 0.0652(16) 0.0336(11) 0.0469(13) -0.0067(9) -0.0084(11) -0.0120(11) C13 0.0452(12) 0.0498(13) 0.0284(9) -0.0069(9) -0.0043(8) -0.0014(10) C14 0.0411(11) 0.0262(9) 0.0341(10) 0.0003(8) 0.0040(8) 0.0046(8) C15 0.0471(12) 0.0324(11) 0.0400(11) 0.0089(9) 0.0042(9) 0.0066(9) C16 0.0410(11) 0.0380(11) 0.0337(10) 0.0069(8) 0.0022(8) 0.0012(9) C17 0.0314(9) 0.0363(10) 0.0291(9) 0.0003(8) -0.0001(7) -0.0015(8) C18 0.0443(12) 0.0439(12) 0.0274(9) -0.0025(8) 0.0008(8) -0.0018(9) C19 0.0465(12) 0.0407(11) 0.0316(10) -0.0101(8) 0.0008(9) -0.0010(9) C20 0.0402(11) 0.0321(10) 0.0358(10) -0.0061(8) -0.0028(8) 0.0028(8) C21 0.0335(9) 0.0297(9) 0.0271(9) -0.0017(7) -0.0023(7) 0.0024(8) C22 0.0290(9) 0.0295(9) 0.0277(8) -0.0034(7) 0.0009(7) 0.0010(7) C23 0.0344(12) 0.083(2) 0.0503(14) -0.0053(13) 0.0020(10) -0.0037(12) C24 0.0740(19) 0.0424(14) 0.0557(15) 0.0089(11) -0.0196(14) 0.0095(13) C31 0.0259(8) 0.0283(9) 0.0257(8) 0.0024(7) -0.0029(6) 0.0017(7) C32 0.0260(9) 0.0331(10) 0.0281(8) -0.0034(7) -0.0003(7) -0.0006(7) C33 0.0449(12) 0.0350(11) 0.0593(14) -0.0024(10) -0.0228(11) 0.0014(10) C34 0.0434(13) 0.0524(15) 0.0687(17) -0.0116(13) -0.0275(12) 0.0037(11) C35 0.0352(11) 0.0487(13) 0.0562(14) -0.0160(11) -0.0046(10) -0.0087(10) C36 0.0466(13) 0.0368(12) 0.0523(13) -0.0031(10) 0.0000(10) -0.0094(10) C37 0.0352(10) 0.0348(11) 0.0389(10) -0.0006(8) -0.0037(8) 0.0010(8) C38 0.0280(9) 0.0374(10) 0.0315(9) -0.0051(8) 0.0060(7) -0.0023(8) C39 0.0473(13) 0.0546(14) 0.0375(11) 0.0107(10) 0.0117(10) -0.0014(11) C40 0.0287(10) 0.0588(15) 0.0599(14) 0.0028(12) 0.0076(10) 0.0018(10) C41 0.0336(10) 0.0454(12) 0.0257(9) -0.0024(8) 0.0026(7) 0.0028(9) C42 0.0679(17) 0.0580(15) 0.0310(10) 0.0106(10) 0.0103(10) 0.0174(13) C43 0.0561(14) 0.0483(13) 0.0397(11) 0.0000(10) 0.0141(10) 0.0145(11) C44 0.0309(9) 0.0308(10) 0.0372(10) 0.0006(8) -0.0053(8) 0.0022(8) C45 0.0374(11) 0.0328(10) 0.0472(12) 0.0073(9) -0.0090(9) 0.0024(9) C46 0.0402(11) 0.0419(12) 0.0448(12) 0.0149(9) -0.0138(9) -0.0050(9) C47 0.0330(10) 0.0426(11) 0.0336(10) 0.0060(8) -0.0086(8) -0.0059(9) C48 0.0511(13) 0.0587(15) 0.0314(10) 0.0072(10) -0.0127(9) -0.0054(12) C49 0.0514(14) 0.0620(16) 0.0306(10) -0.0058(10) -0.0084(9) -0.0073(12) C50 0.0353(10) 0.0437(12) 0.0387(11) -0.0078(9) -0.0047(8) -0.0049(9) C51 0.0261(8) 0.0351(10) 0.0303(9) -0.0002(7) -0.0060(7) -0.0047(8) C52 0.0246(8) 0.0351(10) 0.0292(9) 0.0020(7) -0.0054(7) -0.0038(7) C53 0.0331(13) 0.0485(16) 0.150(4) -0.0165(19) 0.0280(18) -0.0067(11) C54 0.0463(13) 0.0390(12) 0.0603(15) 0.0136(11) 0.0030(11) 0.0076(10) F1 0.0578(11) 0.179(2) 0.0397(8) -0.0068(11) -0.0079(7) -0.0161(13) F2 0.0672(12) 0.0651(12) 0.1276(18) -0.0232(12) -0.0121(12) -0.0132(10) F3 0.0285(7) 0.1411(19) 0.0828(12) -0.0147(12) 0.0019(8) -0.0090(10) F4 0.1098(17) 0.0984(16) 0.0933(15) -0.0145(12) -0.0689(13) 0.0274(13) F5 0.138(2) 0.0602(12) 0.130(2) 0.0560(13) -0.0223(16) 0.0133(13) F6 0.0573(10) 0.0637(11) 0.1011(14) -0.0134(10) -0.0029(10) 0.0264(8) F31 0.0450(10) 0.0449(11) 0.323(4) -0.0352(17) 0.0281(17) 0.0058(8) F32 0.0295(8) 0.0805(14) 0.232(3) -0.0311(17) 0.0228(13) -0.0159(9) F33 0.1012(18) 0.145(2) 0.1121(19) -0.0421(18) 0.0682(16) -0.0332(16) F34 0.0815(12) 0.0437(9) 0.0981(14) -0.0029(9) -0.0027(11) -0.0234(9) F35 0.0677(10) 0.0623(10) 0.0620(9) 0.0291(8) 0.0192(8) 0.0062(8) F36 0.0680(11) 0.0526(10) 0.1099(15) 0.0369(10) 0.0038(10) 0.0247(8) N1 0.0294(8) 0.0265(8) 0.0321(8) -0.0041(6) -0.0036(6) -0.0018(6) N2 0.0277(7) 0.0253(7) 0.0269(7) -0.0036(6) 0.0000(6) -0.0019(6) N3 0.0322(8) 0.0267(8) 0.0279(7) -0.0010(6) 0.0005(6) 0.0026(6) N31 0.0249(7) 0.0284(8) 0.0242(7) -0.0010(6) 0.0004(5) 0.0005(6) N32 0.0250(7) 0.0334(8) 0.0243(7) -0.0005(6) 0.0006(6) 0.0024(6) N33 0.0252(7) 0.0303(8) 0.0282(7) 0.0028(6) -0.0045(6) -0.0006(6) O1 0.0425(8) 0.0268(7) 0.0289(7) -0.0020(5) -0.0030(6) 0.0059(6) O2 0.0275(7) 0.0336(7) 0.0337(7) -0.0046(6) 0.0024(5) 0.0009(5) O3 0.0315(7) 0.0291(7) 0.0317(7) 0.0025(5) -0.0035(5) -0.0001(5) O4 0.0520(10) 0.0876(14) 0.0337(8) 0.0004(8) 0.0130(7) -0.0085(10) O5 0.0573(12) 0.0558(12) 0.0905(15) -0.0048(11) 0.0129(11) 0.0175(10) O6 0.0467(9) 0.0309(8) 0.0495(9) -0.0019(7) -0.0031(7) -0.0044(7) O7 0.0840(15) 0.0633(12) 0.0475(10) -0.0088(9) 0.0328(10) -0.0164(11) O31 0.0316(7) 0.0293(7) 0.0316(7) -0.0011(5) -0.0062(5) 0.0005(5) O32 0.0237(6) 0.0375(8) 0.0396(7) 0.0042(6) 0.0005(6) -0.0017(6) O33 0.0273(6) 0.0317(7) 0.0354(7) 0.0080(6) -0.0014(5) 0.0015(5) O34 0.0555(12) 0.129(2) 0.0723(14) 0.0300(14) -0.0300(11) -0.0405(13) O35 0.0594(12) 0.0327(9) 0.0967(15) -0.0081(9) 0.0114(11) -0.0055(8) O36 0.0449(9) 0.0463(9) 0.0441(8) -0.0035(7) 0.0106(7) 0.0074(7) O37 0.0380(8) 0.0528(10) 0.0449(9) -0.0029(7) -0.0135(7) -0.0010(7) S1 0.0281(3) 0.0472(4) 0.0324(3) -0.0035(2) 0.0056(2) 0.0020(2) S2 0.0424(3) 0.0291(2) 0.0304(2) 0.00186(18) 0.00566(19) -0.0004(2) S31 0.0271(3) 0.0385(3) 0.0522(4) 0.0031(2) -0.0001(2) -0.0070(2) S32 0.0265(2) 0.0277(3) 0.0310(3) 0.00245(18) -0.00183(18) 0.00186(18) Si1 0.0285(2) 0.0237(2) 0.0256(2) -0.00144(18) -0.00102(18) 0.00077(19) Si2 0.0232(2) 0.0273(2) 0.0265(2) 0.00216(19) -0.00248(18) 0.00028(19) _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 N1 1.331(2) . ? C1 N2 1.334(2) . ? C1 C2 1.481(3) . ? C1 Si1 2.3129(19) . ? C2 C3 1.384(3) . ? C2 C7 1.391(3) . ? C3 C4 1.385(3) . ? C3 H3 0.9500 . ? C4 C5 1.368(4) . ? C4 H4 0.9500 . ? C5 C6 1.369(4) . ? C5 H5 0.9500 . ? C6 C7 1.385(3) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 N1 1.476(2) . ? C8 C9 1.525(4) . ? C8 C10 1.540(3) . ? C8 H8 1.0000 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 N2 1.476(2) . ? C11 C12 1.514(3) . ? C11 C13 1.519(3) . ? C11 H11 1.0000 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 N3 1.324(3) . ? C14 C15 1.405(3) . ? C14 H14 0.9500 . ? C15 C16 1.371(3) . ? C15 H15 0.9500 . ? C16 C17 1.405(3) . ? C16 H16 0.9500 . ? C17 C22 1.408(3) . ? C17 C18 1.423(3) . ? C18 C19 1.359(3) . ? C18 H18 0.9500 . ? C19 C20 1.418(3) . ? C19 H19 0.9500 . ? C20 C21 1.366(3) . ? C20 H20 0.9500 . ? C21 O1 1.349(2) . ? C21 C22 1.406(3) . ? C22 N3 1.367(2) . ? C23 F1 1.308(3) . ? C23 F3 1.319(3) . ? C23 F2 1.330(4) . ? C23 S1B 1.809(2) . ? C23 S1 1.817(2) . ? C24 F6 1.311(4) . ? C24 F4 1.312(3) . ? C24 F5 1.324(3) . ? C24 S2 1.821(3) . ? C31 N32 1.329(2) . ? C31 N31 1.331(2) . ? C31 C32 1.487(3) . ? C31 Si2 2.3160(19) . ? C32 C37 1.377(3) . ? C32 C33 1.387(3) . ? C33 C34 1.384(3) . ? C33 H33 0.9500 . ? C34 C35 1.369(4) . ? C34 H34 0.9500 . ? C35 C36 1.369(4) . ? C35 H35 0.9500 . ? C36 C37 1.386(3) . ? C36 H36 0.9500 . ? C37 H37 0.9500 . ? C38 N31 1.470(2) . ? C38 C40 1.518(3) . ? C38 C39 1.524(3) . ? C38 H38 1.0000 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 N32 1.478(2) . ? C41 C43 1.514(3) . ? C41 C42 1.519(3) . ? C41 H41 1.0000 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 0.9800 . ? C44 N33 1.326(3) . ? C44 C45 1.403(3) . ? C44 H44 0.9500 . ? C45 C46 1.369(3) . ? C45 H45 0.9500 . ? C46 C47 1.407(3) . ? C46 H46 0.9500 . ? C47 C52 1.406(3) . ? C47 C48 1.418(3) . ? C48 C49 1.365(4) . ? C48 H48 0.9500 . ? C49 C50 1.420(3) . ? C49 H49 0.9500 . ? C50 C51 1.366(3) . ? C50 H50 0.9500 . ? C51 O31 1.354(2) . ? C51 C52 1.408(3) . ? C52 N33 1.364(2) . ? C53 F31 1.293(4) . ? C53 F33 1.315(5) . ? C53 F32 1.331(4) . ? C53 S31 1.810(2) . ? C53 S31B 1.813(2) . ? C54 F35 1.319(3) . ? C54 F36 1.322(3) . ? C54 F34 1.332(3) . ? C54 S32B 1.812(2) . ? C54 S32 1.8169(19) . ? F2 S1B 2.099(10) . ? F33 S31B 2.032(19) . ? F34 S32B 1.865(13) . ? N1 Si1 1.8666(17) . ? N2 Si1 1.8439(16) . ? N3 Si1 1.9622(17) . ? N31 Si2 1.8493(16) . ? N32 Si2 1.8713(17) . ? N33 Si2 1.9556(16) . ? O1 Si1 1.7157(14) . ? O2 S1B 1.374(11) . ? O2 S1 1.5018(14) . ? O2 Si1 1.7984(14) . ? O3 S2 1.4888(14) . ? O3 Si1 1.8081(14) . ? O4 S1B 1.279(11) . ? O4 S1 1.4070(18) . ? O5 S1 1.432(2) . ? O6 S2 1.4226(16) . ? O7 S2 1.4138(17) . ? O31 Si2 1.7228(14) . ? O32 S31 1.5094(15) . ? O32 S31B 1.52(3) . ? O32 Si2 1.7872(14) . ? O33 S32B 1.450(19) . ? O33 S32 1.5015(14) . ? O33 Si2 1.7945(14) . ? O34 S31 1.420(2) . ? O35 S31B 1.19(2) . ? O35 S31 1.404(2) . ? O36 S32 1.4165(16) . ? O36 S32B 1.500(19) . ? O37 S32 1.4171(16) . ? 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 N1 C1 N2 106.61(16) . . ? N1 C1 C2 129.68(17) . . ? N2 C1 C2 123.69(16) . . ? N1 C1 Si1 53.79(10) . . ? N2 C1 Si1 52.82(9) . . ? C2 C1 Si1 175.94(14) . . ? C3 C2 C7 119.31(19) . . ? C3 C2 C1 120.44(17) . . ? C7 C2 C1 120.00(18) . . ? C2 C3 C4 120.0(2) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C5 C4 C3 120.4(2) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C4 C5 C6 119.9(2) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C5 C6 C7 120.7(2) . . ? C5 C6 H6 119.6 . . ? C7 C6 H6 119.6 . . ? C6 C7 C2 119.6(2) . . ? C6 C7 H7 120.2 . . ? C2 C7 H7 120.2 . . ? N1 C8 C9 111.19(19) . . ? N1 C8 C10 112.72(19) . . ? C9 C8 C10 111.1(2) . . ? N1 C8 H8 107.2 . . ? C9 C8 H8 107.2 . . ? C10 C8 H8 107.2 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N2 C11 C12 110.44(16) . . ? N2 C11 C13 111.42(16) . . ? C12 C11 C13 112.87(19) . . ? N2 C11 H11 107.3 . . ? C12 C11 H11 107.3 . . ? C13 C11 H11 107.3 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N3 C14 C15 121.42(19) . . ? N3 C14 H14 119.3 . . ? C15 C14 H14 119.3 . . ? C16 C15 C14 120.3(2) . . ? C16 C15 H15 119.9 . . ? C14 C15 H15 119.9 . . ? C15 C16 C17 119.95(19) . . ? C15 C16 H16 120.0 . . ? C17 C16 H16 120.0 . . ? C16 C17 C22 116.05(18) . . ? C16 C17 C18 127.10(19) . . ? C22 C17 C18 116.84(19) . . ? C19 C18 C17 119.81(19) . . ? C19 C18 H18 120.1 . . ? C17 C18 H18 120.1 . . ? C18 C19 C20 122.6(2) . . ? C18 C19 H19 118.7 . . ? C20 C19 H19 118.7 . . ? C21 C20 C19 118.9(2) . . ? C21 C20 H20 120.5 . . ? C19 C20 H20 120.5 . . ? O1 C21 C20 126.32(18) . . ? O1 C21 C22 114.63(16) . . ? C20 C21 C22 119.05(18) . . ? N3 C22 C21 113.53(16) . . ? N3 C22 C17 123.75(18) . . ? C21 C22 C17 122.72(18) . . ? F1 C23 F3 108.5(2) . . ? F1 C23 F2 109.0(2) . . ? F3 C23 F2 108.4(2) . . ? F1 C23 S1B 123.6(4) . . ? F3 C23 S1B 119.9(4) . . ? F2 C23 S1B 82.4(5) . . ? F1 C23 S1 111.51(19) . . ? F3 C23 S1 108.95(18) . . ? F2 C23 S1 110.42(18) . . ? S1B C23 S1 28.0(5) . . ? F6 C24 F4 108.2(3) . . ? F6 C24 F5 107.3(3) . . ? F4 C24 F5 110.1(2) . . ? F6 C24 S2 111.27(18) . . ? F4 C24 S2 111.2(2) . . ? F5 C24 S2 108.7(2) . . ? N32 C31 N31 106.82(16) . . ? N32 C31 C32 126.21(17) . . ? N31 C31 C32 126.97(17) . . ? N32 C31 Si2 53.89(9) . . ? N31 C31 Si2 52.94(9) . . ? C32 C31 Si2 179.62(16) . . ? C37 C32 C33 119.87(19) . . ? C37 C32 C31 119.92(17) . . ? C33 C32 C31 120.19(18) . . ? C34 C33 C32 119.3(2) . . ? C34 C33 H33 120.3 . . ? C32 C33 H33 120.3 . . ? C35 C34 C33 120.7(2) . . ? C35 C34 H34 119.6 . . ? C33 C34 H34 119.6 . . ? C36 C35 C34 119.8(2) . . ? C36 C35 H35 120.1 . . ? C34 C35 H35 120.1 . . ? C35 C36 C37 120.4(2) . . ? C35 C36 H36 119.8 . . ? C37 C36 H36 119.8 . . ? C32 C37 C36 119.8(2) . . ? C32 C37 H37 120.1 . . ? C36 C37 H37 120.1 . . ? N31 C38 C40 113.70(17) . . ? N31 C38 C39 112.26(17) . . ? C40 C38 C39 111.22(19) . . ? N31 C38 H38 106.4 . . ? C40 C38 H38 106.4 . . ? C39 C38 H38 106.4 . . ? C38 C39 H39A 109.5 . . ? C38 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C38 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C38 C40 H40A 109.5 . . ? C38 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C38 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? N32 C41 C43 111.18(17) . . ? N32 C41 C42 111.16(18) . . ? C43 C41 C42 111.49(19) . . ? N32 C41 H41 107.6 . . ? C43 C41 H41 107.6 . . ? C42 C41 H41 107.6 . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C41 C43 H43A 109.5 . . ? C41 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C41 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? N33 C44 C45 121.27(19) . . ? N33 C44 H44 119.4 . . ? C45 C44 H44 119.4 . . ? C46 C45 C44 119.9(2) . . ? C46 C45 H45 120.0 . . ? C44 C45 H45 120.0 . . ? C45 C46 C47 120.3(2) . . ? C45 C46 H46 119.8 . . ? C47 C46 H46 119.8 . . ? C52 C47 C46 116.10(19) . . ? C52 C47 C48 116.4(2) . . ? C46 C47 C48 127.5(2) . . ? C49 C48 C47 120.1(2) . . ? C49 C48 H48 119.9 . . ? C47 C48 H48 119.9 . . ? C48 C49 C50 122.7(2) . . ? C48 C49 H49 118.6 . . ? C50 C49 H49 118.6 . . ? C51 C50 C49 118.3(2) . . ? C51 C50 H50 120.8 . . ? C49 C50 H50 120.8 . . ? O31 C51 C50 126.1(2) . . ? O31 C51 C52 114.63(17) . . ? C50 C51 C52 119.26(19) . . ? N33 C52 C47 123.21(19) . . ? N33 C52 C51 113.70(17) . . ? C47 C52 C51 123.08(18) . . ? F31 C53 F33 109.0(3) . . ? F31 C53 F32 108.7(3) . . ? F33 C53 F32 109.1(3) . . ? F31 C53 S31 111.7(2) . . ? F33 C53 S31 110.1(2) . . ? F32 C53 S31 108.1(2) . . ? F31 C53 S31B 126.6(9) . . ? F33 C53 S31B 79.3(10) . . ? F32 C53 S31B 118.1(9) . . ? S31 C53 S31B 30.9(9) . . ? F35 C54 F36 108.4(2) . . ? F35 C54 F34 108.3(2) . . ? F36 C54 F34 108.2(2) . . ? F35 C54 S32B 122.1(6) . . ? F36 C54 S32B 127.3(6) . . ? F34 C54 S32B 70.9(6) . . ? F35 C54 S32 111.73(17) . . ? F36 C54 S32 109.44(17) . . ? F34 C54 S32 110.73(17) . . ? S32B C54 S32 40.0(6) . . ? C23 F2 S1B 58.7(3) . . ? C53 F33 S31B 61.2(7) . . ? C54 F34 S32B 66.6(5) . . ? C1 N1 C8 128.14(17) . . ? C1 N1 Si1 91.09(12) . . ? C8 N1 Si1 137.48(14) . . ? C1 N2 C11 124.12(16) . . ? C1 N2 Si1 91.99(11) . . ? C11 N2 Si1 139.93(13) . . ? C14 N3 C22 118.51(17) . . ? C14 N3 Si1 132.65(14) . . ? C22 N3 Si1 108.65(12) . . ? C31 N31 C38 129.62(16) . . ? C31 N31 Si2 92.02(11) . . ? C38 N31 Si2 136.22(13) . . ? C31 N32 C41 123.87(16) . . ? C31 N32 Si2 91.10(11) . . ? C41 N32 Si2 141.67(14) . . ? C44 N33 C52 119.12(17) . . ? C44 N33 Si2 132.26(14) . . ? C52 N33 Si2 108.59(13) . . ? C21 O1 Si1 117.02(12) . . ? S1B O2 S1 35.2(6) . . ? S1B O2 Si1 140.89(19) . . ? S1 O2 Si1 133.74(9) . . ? S2 O3 Si1 135.04(9) . . ? S1B O4 S1 37.8(6) . . ? C51 O31 Si2 116.04(12) . . ? S31 O32 S31B 37.2(10) . . ? S31 O32 Si2 132.55(10) . . ? S31B O32 Si2 141.9(3) . . ? S32B O33 S32 49.7(7) . . ? S32B O33 Si2 124.25(19) . . ? S32 O33 Si2 133.34(9) . . ? S31B O35 S31 42.7(13) . . ? S32 O36 S32B 50.3(6) . . ? O4 S1 O5 118.88(13) . . ? O4 S1 O2 111.75(11) . . ? O5 S1 O2 113.04(11) . . ? O4 S1 C23 106.76(13) . . ? O5 S1 C23 104.75(15) . . ? O2 S1 C23 99.18(10) . . ? O4 S1B O2 130.3(7) . . ? O4 S1B C23 113.5(6) . . ? O2 S1B C23 104.7(5) . . ? O4 S1B F2 119.8(7) . . ? O2 S1B F2 109.9(6) . . ? C23 S1B F2 38.9(2) . . ? O7 S2 O6 117.78(12) . . ? O7 S2 O3 111.18(10) . . ? O6 S2 O3 114.81(9) . . ? O7 S2 C24 106.52(14) . . ? O6 S2 C24 105.04(12) . . ? O3 S2 C24 99.13(11) . . ? O35 S31 O34 119.37(16) . . ? O35 S31 O32 112.87(11) . . ? O34 S31 O32 112.73(11) . . ? O35 S31 C53 106.46(15) . . ? O34 S31 C53 105.19(19) . . ? O32 S31 C53 97.14(12) . . ? O35 S31B O32 127.1(18) . . ? O35 S31B C53 117.6(15) . . ? O32 S31B C53 96.7(10) . . ? O35 S31B F33 125.9(17) . . ? O32 S31B F33 106.4(11) . . ? C53 S31B F33 39.5(3) . . ? O36 S32 O37 119.45(11) . . ? O36 S32 O33 113.21(9) . . ? O37 S32 O33 112.17(9) . . ? O36 S32 C54 105.92(12) . . ? O37 S32 C54 105.83(12) . . ? O33 S32 C54 97.21(10) . . ? O33 S32B O36 111.4(12) . . ? O33 S32B C54 99.4(8) . . ? O36 S32B C54 102.6(8) . . ? O33 S32B F34 119.9(10) . . ? O36 S32B F34 119.9(10) . . ? C54 S32B F34 42.4(2) . . ? O1 Si1 O2 96.95(7) . . ? O1 Si1 O3 88.24(7) . . ? O2 Si1 O3 87.11(7) . . ? O1 Si1 N2 172.11(8) . . ? O2 Si1 N2 90.92(7) . . ? O3 Si1 N2 92.77(7) . . ? O1 Si1 N1 101.83(7) . . ? O2 Si1 N1 161.22(7) . . ? O3 Si1 N1 93.68(7) . . ? N2 Si1 N1 70.30(7) . . ? O1 Si1 N3 86.00(7) . . ? O2 Si1 N3 90.33(7) . . ? O3 Si1 N3 173.38(7) . . ? N2 Si1 N3 93.38(7) . . ? N1 Si1 N3 90.71(7) . . ? O1 Si1 C1 136.95(7) . . ? O2 Si1 C1 126.10(7) . . ? O3 Si1 C1 93.58(7) . . ? N2 Si1 C1 35.19(7) . . ? N1 Si1 C1 35.12(7) . . ? N3 Si1 C1 92.86(7) . . ? O31 Si2 O32 97.70(7) . . ? O31 Si2 O33 88.88(7) . . ? O32 Si2 O33 86.48(7) . . ? O31 Si2 N31 98.51(7) . . ? O32 Si2 N31 163.71(7) . . ? O33 Si2 N31 95.40(7) . . ? O31 Si2 N32 168.52(7) . . ? O32 Si2 N32 93.70(7) . . ? O33 Si2 N32 93.23(7) . . ? N31 Si2 N32 70.06(7) . . ? O31 Si2 N33 86.31(7) . . ? O32 Si2 N33 88.45(7) . . ? O33 Si2 N33 172.49(7) . . ? N31 Si2 N33 91.02(7) . . ? N32 Si2 N33 92.62(7) . . ? O31 Si2 C31 133.56(7) . . ? O32 Si2 C31 128.71(7) . . ? O33 Si2 C31 95.02(7) . . ? N31 Si2 C31 35.05(6) . . ? N32 Si2 C31 35.01(7) . . ? N33 Si2 C31 92.48(7) . . ? 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 N1 C1 C2 C3 112.0(2) . . . . ? N2 C1 C2 C3 -70.2(3) . . . . ? Si1 C1 C2 C3 -100(2) . . . . ? N1 C1 C2 C7 -73.7(3) . . . . ? N2 C1 C2 C7 104.1(2) . . . . ? Si1 C1 C2 C7 74(2) . . . . ? C7 C2 C3 C4 1.8(3) . . . . ? C1 C2 C3 C4 176.1(2) . . . . ? C2 C3 C4 C5 -1.9(4) . . . . ? C3 C4 C5 C6 0.4(4) . . . . ? C4 C5 C6 C7 1.2(4) . . . . ? C5 C6 C7 C2 -1.3(4) . . . . ? C3 C2 C7 C6 -0.2(3) . . . . ? C1 C2 C7 C6 -174.6(2) . . . . ? N3 C14 C15 C16 0.9(4) . . . . ? C14 C15 C16 C17 0.8(3) . . . . ? C15 C16 C17 C22 -2.0(3) . . . . ? C15 C16 C17 C18 179.0(2) . . . . ? C16 C17 C18 C19 179.9(2) . . . . ? C22 C17 C18 C19 0.8(3) . . . . ? C17 C18 C19 C20 -2.0(4) . . . . ? C18 C19 C20 C21 0.9(3) . . . . ? C19 C20 C21 O1 -178.9(2) . . . . ? C19 C20 C21 C22 1.3(3) . . . . ? O1 C21 C22 N3 -1.7(3) . . . . ? C20 C21 C22 N3 178.07(19) . . . . ? O1 C21 C22 C17 177.64(18) . . . . ? C20 C21 C22 C17 -2.6(3) . . . . ? C16 C17 C22 N3 1.6(3) . . . . ? C18 C17 C22 N3 -179.22(19) . . . . ? C16 C17 C22 C21 -177.72(19) . . . . ? C18 C17 C22 C21 1.5(3) . . . . ? N32 C31 C32 C37 -83.4(3) . . . . ? N31 C31 C32 C37 96.5(2) . . . . ? Si2 C31 C32 C37 172(100) . . . . ? N32 C31 C32 C33 98.6(3) . . . . ? N31 C31 C32 C33 -81.6(3) . . . . ? Si2 C31 C32 C33 -6(25) . . . . ? C37 C32 C33 C34 -1.6(4) . . . . ? C31 C32 C33 C34 176.5(2) . . . . ? C32 C33 C34 C35 -0.7(4) . . . . ? C33 C34 C35 C36 2.0(4) . . . . ? C34 C35 C36 C37 -1.0(4) . . . . ? C33 C32 C37 C36 2.5(3) . . . . ? C31 C32 C37 C36 -175.5(2) . . . . ? C35 C36 C37 C32 -1.2(4) . . . . ? N33 C44 C45 C46 -0.7(3) . . . . ? C44 C45 C46 C47 0.0(3) . . . . ? C45 C46 C47 C52 1.3(3) . . . . ? C45 C46 C47 C48 -178.8(2) . . . . ? C52 C47 C48 C49 1.2(3) . . . . ? C46 C47 C48 C49 -178.7(2) . . . . ? C47 C48 C49 C50 0.3(4) . . . . ? C48 C49 C50 C51 -0.9(4) . . . . ? C49 C50 C51 O31 178.8(2) . . . . ? C49 C50 C51 C52 -0.2(3) . . . . ? C46 C47 C52 N33 -2.0(3) . . . . ? C48 C47 C52 N33 178.08(19) . . . . ? C46 C47 C52 C51 177.67(19) . . . . ? C48 C47 C52 C51 -2.3(3) . . . . ? O31 C51 C52 N33 2.4(2) . . . . ? C50 C51 C52 N33 -178.53(18) . . . . ? O31 C51 C52 C47 -177.29(18) . . . . ? C50 C51 C52 C47 1.8(3) . . . . ? F1 C23 F2 S1B 123.0(4) . . . . ? F3 C23 F2 S1B -119.1(4) . . . . ? S1 C23 F2 S1B 0.2(4) . . . . ? F31 C53 F33 S31B -125.2(9) . . . . ? F32 C53 F33 S31B 116.2(9) . . . . ? S31 C53 F33 S31B -2.4(9) . . . . ? F35 C54 F34 S32B 118.5(7) . . . . ? F36 C54 F34 S32B -124.2(7) . . . . ? S32 C54 F34 S32B -4.3(7) . . . . ? N2 C1 N1 C8 161.38(19) . . . . ? C2 C1 N1 C8 -20.5(3) . . . . ? Si1 C1 N1 C8 162.2(2) . . . . ? N2 C1 N1 Si1 -0.85(15) . . . . ? C2 C1 N1 Si1 177.32(18) . . . . ? C9 C8 N1 C1 -63.9(3) . . . . ? C10 C8 N1 C1 61.6(3) . . . . ? C9 C8 N1 Si1 89.3(2) . . . . ? C10 C8 N1 Si1 -145.23(19) . . . . ? N1 C1 N2 C11 162.39(17) . . . . ? C2 C1 N2 C11 -15.9(3) . . . . ? Si1 C1 N2 C11 161.5(2) . . . . ? N1 C1 N2 Si1 0.86(15) . . . . ? C2 C1 N2 Si1 -177.45(16) . . . . ? C12 C11 N2 C1 124.7(2) . . . . ? C13 C11 N2 C1 -109.0(2) . . . . ? C12 C11 N2 Si1 -84.7(2) . . . . ? C13 C11 N2 Si1 41.6(3) . . . . ? C15 C14 N3 C22 -1.3(3) . . . . ? C15 C14 N3 Si1 173.19(17) . . . . ? C21 C22 N3 C14 179.40(18) . . . . ? C17 C22 N3 C14 0.0(3) . . . . ? C21 C22 N3 Si1 3.7(2) . . . . ? C17 C22 N3 Si1 -175.70(16) . . . . ? N32 C31 N31 C38 164.64(18) . . . . ? C32 C31 N31 C38 -15.2(3) . . . . ? Si2 C31 N31 C38 165.2(2) . . . . ? N32 C31 N31 Si2 -0.60(15) . . . . ? C32 C31 N31 Si2 179.54(17) . . . . ? C40 C38 N31 C31 65.7(3) . . . . ? C39 C38 N31 C31 -61.7(3) . . . . ? C40 C38 N31 Si2 -135.90(19) . . . . ? C39 C38 N31 Si2 96.7(2) . . . . ? N31 C31 N32 C41 163.90(17) . . . . ? C32 C31 N32 C41 -16.2(3) . . . . ? Si2 C31 N32 C41 163.3(2) . . . . ? N31 C31 N32 Si2 0.59(14) . . . . ? C32 C31 N32 Si2 -179.55(17) . . . . ? C43 C41 N32 C31 120.7(2) . . . . ? C42 C41 N32 C31 -114.5(2) . . . . ? C43 C41 N32 Si2 -86.9(3) . . . . ? C42 C41 N32 Si2 37.9(3) . . . . ? C45 C44 N33 C52 0.1(3) . . . . ? C45 C44 N33 Si2 177.73(16) . . . . ? C47 C52 N33 C44 1.3(3) . . . . ? C51 C52 N33 C44 -178.39(17) . . . . ? C47 C52 N33 Si2 -176.83(16) . . . . ? C51 C52 N33 Si2 3.48(19) . . . . ? C20 C21 O1 Si1 178.67(17) . . . . ? C22 C21 O1 Si1 -1.6(2) . . . . ? C50 C51 O31 Si2 172.84(17) . . . . ? C52 C51 O31 Si2 -8.2(2) . . . . ? S1B O4 S1 O5 -178.4(5) . . . . ? S1B O4 S1 O2 -43.8(5) . . . . ? S1B O4 S1 C23 63.6(5) . . . . ? S1B O2 S1 O4 43.2(4) . . . . ? Si1 O2 S1 O4 -77.20(16) . . . . ? S1B O2 S1 O5 -179.5(4) . . . . ? Si1 O2 S1 O5 60.10(17) . . . . ? S1B O2 S1 C23 -69.0(4) . . . . ? Si1 O2 S1 C23 170.53(15) . . . . ? F1 C23 S1 O4 -177.4(2) . . . . ? F3 C23 S1 O4 62.9(3) . . . . ? F2 C23 S1 O4 -56.1(2) . . . . ? S1B C23 S1 O4 -55.7(8) . . . . ? F1 C23 S1 O5 55.6(2) . . . . ? F3 C23 S1 O5 -64.1(2) . . . . ? F2 C23 S1 O5 176.9(2) . . . . ? S1B C23 S1 O5 177.4(8) . . . . ? F1 C23 S1 O2 -61.3(2) . . . . ? F3 C23 S1 O2 179.0(2) . . . . ? F2 C23 S1 O2 60.0(2) . . . . ? S1B C23 S1 O2 60.5(8) . . . . ? S1 O4 S1B O2 67.2(13) . . . . ? S1 O4 S1B C23 -69.9(6) . . . . ? S1 O4 S1B F2 -113.1(6) . . . . ? S1 O2 S1B O4 -66.6(13) . . . . ? Si1 O2 S1B O4 32.5(19) . . . . ? S1 O2 S1B C23 73.1(5) . . . . ? Si1 O2 S1B C23 172.2(2) . . . . ? S1 O2 S1B F2 113.6(4) . . . . ? Si1 O2 S1B F2 -147.3(3) . . . . ? F1 C23 S1B O4 143.3(7) . . . . ? F3 C23 S1B O4 -2.0(12) . . . . ? F2 C23 S1B O4 -109.0(9) . . . . ? S1 C23 S1B O4 71.5(10) . . . . ? F1 C23 S1B O2 -4.2(11) . . . . ? F3 C23 S1B O2 -149.5(6) . . . . ? F2 C23 S1B O2 103.5(8) . . . . ? S1 C23 S1B O2 -76.0(9) . . . . ? F1 C23 S1B F2 -107.8(4) . . . . ? F3 C23 S1B F2 106.9(4) . . . . ? S1 C23 S1B F2 -179.6(7) . . . . ? C23 F2 S1B O4 91.2(8) . . . . ? C23 F2 S1B O2 -89.0(7) . . . . ? Si1 O3 S2 O7 109.24(16) . . . . ? Si1 O3 S2 O6 -27.64(17) . . . . ? Si1 O3 S2 C24 -138.97(15) . . . . ? F6 C24 S2 O7 177.3(2) . . . . ? F4 C24 S2 O7 56.7(3) . . . . ? F5 C24 S2 O7 -64.7(2) . . . . ? F6 C24 S2 O6 -57.0(2) . . . . ? F4 C24 S2 O6 -177.6(2) . . . . ? F5 C24 S2 O6 61.0(2) . . . . ? F6 C24 S2 O3 61.9(2) . . . . ? F4 C24 S2 O3 -58.7(2) . . . . ? F5 C24 S2 O3 179.9(2) . . . . ? S31B O35 S31 O34 -176.9(11) . . . . ? S31B O35 S31 O32 47.1(11) . . . . ? S31B O35 S31 C53 -58.3(11) . . . . ? S31B O32 S31 O35 -40.0(6) . . . . ? Si2 O32 S31 O35 83.93(16) . . . . ? S31B O32 S31 O34 -178.9(7) . . . . ? Si2 O32 S31 O34 -55.0(2) . . . . ? S31B O32 S31 C53 71.3(6) . . . . ? Si2 O32 S31 C53 -164.80(17) . . . . ? F31 C53 S31 O35 173.1(3) . . . . ? F33 C53 S31 O35 51.9(3) . . . . ? F32 C53 S31 O35 -67.3(3) . . . . ? S31B C53 S31 O35 47.4(16) . . . . ? F31 C53 S31 O34 -59.3(3) . . . . ? F33 C53 S31 O34 179.5(2) . . . . ? F32 C53 S31 O34 60.3(3) . . . . ? S31B C53 S31 O34 175.0(16) . . . . ? F31 C53 S31 O32 56.7(3) . . . . ? F33 C53 S31 O32 -64.6(2) . . . . ? F32 C53 S31 O32 176.3(3) . . . . ? S31B C53 S31 O32 -69.1(16) . . . . ? S31 O35 S31B O32 -57(2) . . . . ? S31 O35 S31B C53 66.9(14) . . . . ? S31 O35 S31B F33 112.7(15) . . . . ? S31 O32 S31B O35 61(2) . . . . ? Si2 O32 S31B O35 -36(3) . . . . ? S31 O32 S31B C53 -70.9(6) . . . . ? Si2 O32 S31B C53 -168.5(4) . . . . ? S31 O32 S31B F33 -110.0(6) . . . . ? Si2 O32 S31B F33 152.4(5) . . . . ? F31 C53 S31B O35 -140.3(16) . . . . ? F33 C53 S31B O35 114(2) . . . . ? F32 C53 S31B O35 8(3) . . . . ? S31 C53 S31B O35 -70(2) . . . . ? F31 C53 S31B O32 -2.0(19) . . . . ? F33 C53 S31B O32 -107.8(13) . . . . ? F32 C53 S31B O32 146.1(9) . . . . ? S31 C53 S31B O32 67.9(15) . . . . ? F31 C53 S31B F33 105.8(8) . . . . ? F32 C53 S31B F33 -106.1(6) . . . . ? S31 C53 S31B F33 175.7(16) . . . . ? C53 F33 S31B O35 -91.3(19) . . . . ? C53 F33 S31B O32 80.4(11) . . . . ? S32B O36 S32 O37 179.1(5) . . . . ? S32B O36 S32 O33 -45.4(5) . . . . ? S32B O36 S32 C54 60.0(5) . . . . ? S32B O33 S32 O36 47.9(5) . . . . ? Si2 O33 S32 O36 -54.46(16) . . . . ? S32B O33 S32 O37 -173.3(5) . . . . ? Si2 O33 S32 O37 84.34(15) . . . . ? S32B O33 S32 C54 -62.9(5) . . . . ? Si2 O33 S32 C54 -165.26(14) . . . . ? F35 C54 S32 O36 -173.53(18) . . . . ? F36 C54 S32 O36 66.4(2) . . . . ? F34 C54 S32 O36 -52.7(2) . . . . ? S32B C54 S32 O36 -59.0(10) . . . . ? F35 C54 S32 O37 58.7(2) . . . . ? F36 C54 S32 O37 -61.3(2) . . . . ? F34 C54 S32 O37 179.50(18) . . . . ? S32B C54 S32 O37 173.2(10) . . . . ? F35 C54 S32 O33 -56.8(2) . . . . ? F36 C54 S32 O33 -176.88(19) . . . . ? F34 C54 S32 O33 63.95(19) . . . . ? S32B C54 S32 O33 57.7(10) . . . . ? S32 O33 S32B O36 -43.8(6) . . . . ? Si2 O33 S32B O36 76.9(9) . . . . ? S32 O33 S32B C54 63.8(5) . . . . ? Si2 O33 S32B C54 -175.4(3) . . . . ? S32 O33 S32B F34 103.7(7) . . . . ? Si2 O33 S32B F34 -135.6(4) . . . . ? S32 O36 S32B O33 46.7(6) . . . . ? S32 O36 S32B C54 -58.8(5) . . . . ? S32 O36 S32B F34 -100.8(6) . . . . ? F35 C54 S32B O33 24.5(13) . . . . ? F36 C54 S32B O33 -136.7(7) . . . . ? F34 C54 S32B O33 124.6(10) . . . . ? S32 C54 S32B O33 -61.6(8) . . . . ? F35 C54 S32B O36 139.1(7) . . . . ? F36 C54 S32B O36 -22.1(14) . . . . ? F34 C54 S32B O36 -120.8(10) . . . . ? S32 C54 S32B O36 52.9(8) . . . . ? F35 C54 S32B F34 -100.1(5) . . . . ? F36 C54 S32B F34 98.7(6) . . . . ? S32 C54 S32B F34 173.8(10) . . . . ? C54 F34 S32B O33 -69.5(9) . . . . ? C54 F34 S32B O36 75.2(9) . . . . ? C21 O1 Si1 O2 92.77(15) . . . . ? C21 O1 Si1 O3 179.65(14) . . . . ? C21 O1 Si1 N2 -82.8(6) . . . . ? C21 O1 Si1 N1 -86.96(15) . . . . ? C21 O1 Si1 N3 2.93(14) . . . . ? C21 O1 Si1 C1 -86.98(17) . . . . ? S1B O2 Si1 O1 -53.6(10) . . . . ? S1 O2 Si1 O1 -1.68(14) . . . . ? S1B O2 Si1 O3 -141.5(10) . . . . ? S1 O2 Si1 O3 -89.56(13) . . . . ? S1B O2 Si1 N2 125.8(10) . . . . ? S1 O2 Si1 N2 177.71(13) . . . . ? S1B O2 Si1 N1 125.5(10) . . . . ? S1 O2 Si1 N1 177.50(18) . . . . ? S1B O2 Si1 N3 32.4(10) . . . . ? S1 O2 Si1 N3 84.33(13) . . . . ? S1B O2 Si1 C1 126.1(10) . . . . ? S1 O2 Si1 C1 178.11(11) . . . . ? S2 O3 Si1 O1 69.94(14) . . . . ? S2 O3 Si1 O2 166.99(13) . . . . ? S2 O3 Si1 N2 -102.24(13) . . . . ? S2 O3 Si1 N1 -31.81(14) . . . . ? S2 O3 Si1 N3 99.6(6) . . . . ? S2 O3 Si1 C1 -67.00(13) . . . . ? C1 N2 Si1 O1 -4.9(6) . . . . ? C11 N2 Si1 O1 -160.9(5) . . . . ? C1 N2 Si1 O2 179.45(11) . . . . ? C11 N2 Si1 O2 23.5(2) . . . . ? C1 N2 Si1 O3 92.29(11) . . . . ? C11 N2 Si1 O3 -63.7(2) . . . . ? C1 N2 Si1 N1 -0.62(11) . . . . ? C11 N2 Si1 N1 -156.6(2) . . . . ? C1 N2 Si1 N3 -90.17(11) . . . . ? C11 N2 Si1 N3 113.9(2) . . . . ? C11 N2 Si1 C1 -156.0(3) . . . . ? C1 N1 Si1 O1 -179.97(11) . . . . ? C8 N1 Si1 O1 20.8(2) . . . . ? C1 N1 Si1 O2 0.8(3) . . . . ? C8 N1 Si1 O2 -158.3(2) . . . . ? C1 N1 Si1 O3 -91.00(12) . . . . ? C8 N1 Si1 O3 109.8(2) . . . . ? C1 N1 Si1 N2 0.63(11) . . . . ? C8 N1 Si1 N2 -158.6(2) . . . . ? C1 N1 Si1 N3 93.96(12) . . . . ? C8 N1 Si1 N3 -65.2(2) . . . . ? C8 N1 Si1 C1 -159.2(3) . . . . ? C14 N3 Si1 O1 -178.6(2) . . . . ? C22 N3 Si1 O1 -3.69(13) . . . . ? C14 N3 Si1 O2 84.5(2) . . . . ? C22 N3 Si1 O2 -100.62(13) . . . . ? C14 N3 Si1 O3 151.7(6) . . . . ? C22 N3 Si1 O3 -33.4(7) . . . . ? C14 N3 Si1 N2 -6.5(2) . . . . ? C22 N3 Si1 N2 168.44(13) . . . . ? C14 N3 Si1 N1 -76.8(2) . . . . ? C22 N3 Si1 N1 98.13(13) . . . . ? C14 N3 Si1 C1 -41.7(2) . . . . ? C22 N3 Si1 C1 133.20(13) . . . . ? N1 C1 Si1 O1 0.04(16) . . . . ? N2 C1 Si1 O1 179.01(12) . . . . ? C2 C1 Si1 O1 -149(2) . . . . ? N1 C1 Si1 O2 -179.66(12) . . . . ? N2 C1 Si1 O2 -0.68(14) . . . . ? C2 C1 Si1 O2 31(2) . . . . ? N1 C1 Si1 O3 91.30(12) . . . . ? N2 C1 Si1 O3 -89.72(11) . . . . ? C2 C1 Si1 O3 -58(2) . . . . ? N1 C1 Si1 N2 -178.98(18) . . . . ? C2 C1 Si1 N2 31.5(19) . . . . ? N2 C1 Si1 N1 178.98(18) . . . . ? C2 C1 Si1 N1 -149(2) . . . . ? N1 C1 Si1 N3 -87.17(12) . . . . ? N2 C1 Si1 N3 91.81(12) . . . . ? C2 C1 Si1 N3 123(2) . . . . ? C51 O31 Si2 O32 96.03(13) . . . . ? C51 O31 Si2 O33 -177.68(13) . . . . ? C51 O31 Si2 N31 -82.38(14) . . . . ? C51 O31 Si2 N32 -76.9(4) . . . . ? C51 O31 Si2 N33 8.10(13) . . . . ? C51 O31 Si2 C31 -81.81(15) . . . . ? S31 O32 Si2 O31 -5.51(14) . . . . ? S31B O32 Si2 O31 48.9(17) . . . . ? S31 O32 Si2 O33 -93.90(13) . . . . ? S31B O32 Si2 O33 -39.5(17) . . . . ? S31 O32 Si2 N31 168.9(2) . . . . ? S31B O32 Si2 N31 -136.7(18) . . . . ? S31 O32 Si2 N32 173.09(13) . . . . ? S31B O32 Si2 N32 -132.5(17) . . . . ? S31 O32 Si2 N33 80.56(13) . . . . ? S31B O32 Si2 N33 135.0(17) . . . . ? S31 O32 Si2 C31 172.49(10) . . . . ? S31B O32 Si2 C31 -133.1(17) . . . . ? S32B O33 Si2 O31 18.3(9) . . . . ? S32 O33 Si2 O31 82.66(13) . . . . ? S32B O33 Si2 O32 116.1(9) . . . . ? S32 O33 Si2 O32 -179.56(13) . . . . ? S32B O33 Si2 N31 -80.1(9) . . . . ? S32 O33 Si2 N31 -15.79(14) . . . . ? S32B O33 Si2 N32 -150.4(9) . . . . ? S32 O33 Si2 N32 -86.04(13) . . . . ? S32B O33 Si2 N33 68.5(11) . . . . ? S32 O33 Si2 N33 132.9(5) . . . . ? S32B O33 Si2 C31 -115.3(9) . . . . ? S32 O33 Si2 C31 -50.98(14) . . . . ? C31 N31 Si2 O31 179.27(11) . . . . ? C38 N31 Si2 O31 15.8(2) . . . . ? C31 N31 Si2 O32 4.9(3) . . . . ? C38 N31 Si2 O32 -158.6(2) . . . . ? C31 N31 Si2 O33 -91.05(11) . . . . ? C38 N31 Si2 O33 105.43(19) . . . . ? C31 N31 Si2 N32 0.43(10) . . . . ? C38 N31 Si2 N32 -163.1(2) . . . . ? C31 N31 Si2 N33 92.85(11) . . . . ? C38 N31 Si2 N33 -70.67(19) . . . . ? C38 N31 Si2 C31 -163.5(2) . . . . ? C31 N32 Si2 O31 -6.2(4) . . . . ? C41 N32 Si2 O31 -163.6(3) . . . . ? C31 N32 Si2 O32 -179.18(11) . . . . ? C41 N32 Si2 O32 23.4(2) . . . . ? C31 N32 Si2 O33 94.14(11) . . . . ? C41 N32 Si2 O33 -63.2(2) . . . . ? C31 N32 Si2 N31 -0.43(10) . . . . ? C41 N32 Si2 N31 -157.8(2) . . . . ? C31 N32 Si2 N33 -90.57(11) . . . . ? C41 N32 Si2 N33 112.0(2) . . . . ? C41 N32 Si2 C31 -157.4(3) . . . . ? C44 N33 Si2 O31 175.81(19) . . . . ? C52 N33 Si2 O31 -6.39(13) . . . . ? C44 N33 Si2 O32 78.00(19) . . . . ? C52 N33 Si2 O32 -104.20(13) . . . . ? C44 N33 Si2 O33 125.5(5) . . . . ? C52 N33 Si2 O33 -56.7(6) . . . . ? C44 N33 Si2 N31 -85.72(19) . . . . ? C52 N33 Si2 N31 92.08(13) . . . . ? C44 N33 Si2 N32 -15.64(19) . . . . ? C52 N33 Si2 N32 162.16(13) . . . . ? C44 N33 Si2 C31 -50.69(19) . . . . ? C52 N33 Si2 C31 127.11(13) . . . . ? N32 C31 Si2 O31 178.30(11) . . . . ? N31 C31 Si2 O31 -0.99(15) . . . . ? C32 C31 Si2 O31 -77(24) . . . . ? N32 C31 Si2 O32 1.04(14) . . . . ? N31 C31 Si2 O32 -178.25(11) . . . . ? C32 C31 Si2 O32 106(24) . . . . ? N32 C31 Si2 O33 -88.46(12) . . . . ? N31 C31 Si2 O33 92.25(11) . . . . ? C32 C31 Si2 O33 16(24) . . . . ? N32 C31 Si2 N31 179.29(17) . . . . ? C32 C31 Si2 N31 -76(24) . . . . ? N31 C31 Si2 N32 -179.29(17) . . . . ? C32 C31 Si2 N32 105(24) . . . . ? N32 C31 Si2 N33 91.04(12) . . . . ? N31 C31 Si2 N33 -88.25(11) . . . . ? C32 C31 Si2 N33 -164(100) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 28.10 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.666 _refine_diff_density_min -0.626 _refine_diff_density_rms 0.057 data_jun28bu _database_code_depnum_ccdc_archive 'CCDC 825858' #TrackingRef '- jun24d_26f_33b_25b_34c_31b_45c_28b_.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H29 N3 O3 Si' _chemical_formula_sum 'C28 H29 N3 O3 Si' _chemical_formula_weight 483.63 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' _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 10.9237(17) _cell_length_b 18.318(2) _cell_length_c 13.7567(19) _cell_angle_alpha 90.00 _cell_angle_beta 111.285(16) _cell_angle_gamma 90.00 _cell_volume 2564.9(6) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5000 _cell_measurement_theta_min 6.3 _cell_measurement_theta_max 26.5 _exptl_crystal_description plate _exptl_crystal_colour slightly_yellow _exptl_crystal_size_max .5 _exptl_crystal_size_mid .3 _exptl_crystal_size_min .1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.252 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1024 _exptl_absorpt_coefficient_mu 0.126 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 image_plate_Stoe-IPDS _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 21567 _diffrn_reflns_av_R_equivalents 0.0801 _diffrn_reflns_av_sigmaI/netI 0.0647 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.73 _diffrn_reflns_theta_max 27.88 _reflns_number_total 6122 _reflns_number_gt 4203 _reflns_threshold_expression >2sigma(I) _computing_data_collection Stoe-IPDs _computing_cell_refinement Stoe-IPDS _computing_data_reduction Stoe-IPDS _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics Ortep/Povray _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^)+(0.0669P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6122 _refine_ls_number_parameters 320 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0712 _refine_ls_R_factor_gt 0.0438 _refine_ls_wR_factor_ref 0.1159 _refine_ls_wR_factor_gt 0.1056 _refine_ls_goodness_of_fit_ref 0.945 _refine_ls_restrained_S_all 0.945 _refine_ls_shift/su_max 0.001 _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 C1 C 0.11846(14) 0.26201(9) 0.11903(11) 0.0195(3) Uani 1 1 d . . . C2 C 0.14744(15) 0.27668(8) 0.02267(12) 0.0202(3) Uani 1 1 d . . . C3 C 0.04335(16) 0.27977(10) -0.07360(13) 0.0263(3) Uani 1 1 d . . . H3 H -0.0438 0.2697 -0.0780 0.032 Uiso 1 1 calc R . . C4 C 0.06847(19) 0.29774(11) -0.16315(14) 0.0343(4) Uani 1 1 d . . . H4 H -0.0022 0.3009 -0.2285 0.041 Uiso 1 1 calc R . . C5 C 0.19597(19) 0.31096(11) -0.15742(14) 0.0345(4) Uani 1 1 d . . . H5 H 0.2122 0.3234 -0.2187 0.041 Uiso 1 1 calc R . . C6 C 0.30001(17) 0.30602(10) -0.06225(14) 0.0302(4) Uani 1 1 d . . . H6 H 0.3874 0.3140 -0.0588 0.036 Uiso 1 1 calc R . . C7 C 0.27593(16) 0.28925(9) 0.02825(13) 0.0258(3) Uani 1 1 d . . . H7 H 0.3468 0.2864 0.0935 0.031 Uiso 1 1 calc R . . C8 C 0.19863(15) 0.38000(9) 0.20790(12) 0.0236(3) Uani 1 1 d . . . H8 H 0.2058 0.3917 0.1392 0.028 Uiso 1 1 calc R . . C10 C 0.33632(18) 0.38505(11) 0.29150(16) 0.0392(5) Uani 1 1 d . . . H10A H 0.3322 0.3737 0.3599 0.059 Uiso 1 1 calc R . . H10B H 0.3706 0.4346 0.2925 0.059 Uiso 1 1 calc R . . H10C H 0.3944 0.3501 0.2758 0.059 Uiso 1 1 calc R . . C9 C 0.10440(18) 0.43517(10) 0.22652(15) 0.0326(4) Uani 1 1 d . . . H9A H 0.0152 0.4264 0.1767 0.049 Uiso 1 1 calc R . . H9B H 0.1318 0.4848 0.2170 0.049 Uiso 1 1 calc R . . H9C H 0.1058 0.4297 0.2978 0.049 Uiso 1 1 calc R . . C11 C 0.04558(17) 0.13423(9) 0.08054(13) 0.0264(3) Uani 1 1 d . . . H11 H 0.0303 0.1458 0.0060 0.032 Uiso 1 1 calc R . . C13 C 0.1742(2) 0.09125(11) 0.12503(15) 0.0404(5) Uani 1 1 d . . . H13A H 0.2476 0.1224 0.1262 0.061 Uiso 1 1 calc R . . H13B H 0.1698 0.0484 0.0812 0.061 Uiso 1 1 calc R . . H13C H 0.1874 0.0754 0.1962 0.061 Uiso 1 1 calc R . . C12 C -0.0717(2) 0.08998(12) 0.08298(16) 0.0443(5) Uani 1 1 d . . . H12A H -0.0595 0.0782 0.1554 0.066 Uiso 1 1 calc R . . H12B H -0.0786 0.0447 0.0434 0.066 Uiso 1 1 calc R . . H12C H -0.1523 0.1186 0.0517 0.066 Uiso 1 1 calc R . . C14 C -0.19600(15) 0.27854(10) 0.13030(13) 0.0280(4) Uani 1 1 d . . . H14 H -0.1871 0.2480 0.0775 0.034 Uiso 1 1 calc R . . C15 C -0.31579(18) 0.31572(12) 0.11166(16) 0.0374(4) Uani 1 1 d . . . H15 H -0.3864 0.3098 0.0468 0.045 Uiso 1 1 calc R . . C16 C -0.33057(19) 0.36032(12) 0.18666(17) 0.0417(5) Uani 1 1 d . . . H16 H -0.4110 0.3855 0.1737 0.050 Uiso 1 1 calc R . . C17 C -0.22554(19) 0.36870(10) 0.28372(17) 0.0367(4) Uani 1 1 d . . . C18 C -0.2243(2) 0.41288(12) 0.3695(2) 0.0523(6) Uani 1 1 d . . . H18 H -0.2999 0.4404 0.3652 0.063 Uiso 1 1 calc R . . C19 C -0.1134(2) 0.41547(13) 0.4582(2) 0.0534(6) Uani 1 1 d . . . H19 H -0.1141 0.4454 0.5144 0.064 Uiso 1 1 calc R . . C20 C 0.0022(2) 0.37541(11) 0.46966(16) 0.0407(5) Uani 1 1 d . . . H20 H 0.0770 0.3786 0.5323 0.049 Uiso 1 1 calc R . . C21 C 0.00427(17) 0.33190(10) 0.38864(13) 0.0278(4) Uani 1 1 d . . . C22 C -0.10943(16) 0.32931(9) 0.29633(13) 0.0264(3) Uani 1 1 d . . . C23 C 0.08562(15) 0.11286(9) 0.36258(12) 0.0222(3) Uani 1 1 d . . . C24 C 0.05224(18) 0.04781(10) 0.39796(13) 0.0296(4) Uani 1 1 d . . . H24 H -0.0371 0.0354 0.3834 0.036 Uiso 1 1 calc R . . C25 C 0.1536(2) 0.00066(10) 0.45578(15) 0.0353(4) Uani 1 1 d . . . H25 H 0.1327 -0.0440 0.4812 0.042 Uiso 1 1 calc R . . C26 C 0.2845(2) 0.01860(10) 0.47635(14) 0.0339(4) Uani 1 1 d . . . H26 H 0.3519 -0.0136 0.5168 0.041 Uiso 1 1 calc R . . C27 C 0.31836(17) 0.08365(10) 0.43809(13) 0.0286(4) Uani 1 1 d . . . H27 H 0.4076 0.0954 0.4510 0.034 Uiso 1 1 calc R . . C28 C 0.21802(16) 0.13034(9) 0.38094(12) 0.0230(3) Uani 1 1 d . . . N1 N 0.14951(12) 0.30489(7) 0.20239(10) 0.0205(3) Uani 1 1 d . . . N2 N 0.05535(12) 0.20387(7) 0.13640(10) 0.0204(3) Uani 1 1 d . . . N3 N -0.09506(13) 0.28551(7) 0.22066(10) 0.0226(3) Uani 1 1 d . . . O1 O 0.10657(11) 0.29175(7) 0.38673(8) 0.0263(3) Uani 1 1 d . . . O2 O -0.00139(10) 0.16493(6) 0.30778(8) 0.0231(2) Uani 1 1 d . . . O3 O 0.23304(10) 0.19426(6) 0.33605(9) 0.0241(2) Uani 1 1 d . . . Si Si 0.08080(4) 0.23717(2) 0.27430(3) 0.01928(11) 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 0.0163(6) 0.0218(7) 0.0190(7) 0.0007(6) 0.0048(5) 0.0011(6) C2 0.0210(7) 0.0204(8) 0.0196(7) -0.0001(6) 0.0080(6) 0.0000(6) C3 0.0228(7) 0.0310(9) 0.0235(8) -0.0004(7) 0.0065(6) -0.0003(7) C4 0.0380(9) 0.0412(11) 0.0194(8) 0.0017(8) 0.0054(7) 0.0010(8) C5 0.0485(11) 0.0367(10) 0.0245(8) -0.0009(8) 0.0209(8) -0.0019(8) C6 0.0297(8) 0.0317(9) 0.0357(9) -0.0036(8) 0.0197(8) -0.0037(7) C7 0.0227(8) 0.0294(9) 0.0250(8) -0.0012(7) 0.0081(6) -0.0004(7) C8 0.0267(8) 0.0213(8) 0.0210(8) 0.0008(6) 0.0065(6) -0.0050(6) C10 0.0290(9) 0.0350(10) 0.0431(11) -0.0046(9) 0.0004(8) -0.0078(8) C9 0.0374(9) 0.0232(9) 0.0388(10) 0.0002(8) 0.0158(8) -0.0015(7) C11 0.0358(9) 0.0238(8) 0.0206(8) -0.0039(6) 0.0112(7) -0.0063(7) C13 0.0544(12) 0.0292(10) 0.0336(10) -0.0067(8) 0.0111(9) 0.0093(9) C12 0.0572(12) 0.0424(12) 0.0397(11) -0.0173(9) 0.0253(10) -0.0271(10) C14 0.0225(8) 0.0373(10) 0.0226(8) 0.0072(7) 0.0065(6) 0.0016(7) C15 0.0257(8) 0.0491(12) 0.0365(10) 0.0178(9) 0.0102(8) 0.0067(8) C16 0.0317(9) 0.0422(11) 0.0558(13) 0.0179(10) 0.0214(9) 0.0137(8) C17 0.0386(10) 0.0296(10) 0.0516(12) 0.0045(9) 0.0280(9) 0.0060(8) C18 0.0567(13) 0.0421(12) 0.0734(16) -0.0091(12) 0.0421(13) 0.0084(10) C19 0.0670(15) 0.0462(13) 0.0645(15) -0.0241(12) 0.0447(13) -0.0082(11) C20 0.0513(12) 0.0395(11) 0.0388(11) -0.0131(9) 0.0253(9) -0.0105(9) C21 0.0353(9) 0.0257(8) 0.0275(8) -0.0024(7) 0.0175(7) -0.0043(7) C22 0.0304(8) 0.0237(8) 0.0303(9) 0.0027(7) 0.0174(7) 0.0008(7) C23 0.0283(8) 0.0223(8) 0.0176(7) -0.0012(6) 0.0102(6) 0.0015(6) C24 0.0409(10) 0.0254(9) 0.0283(9) -0.0016(7) 0.0194(8) -0.0043(7) C25 0.0554(12) 0.0222(9) 0.0337(9) 0.0054(7) 0.0228(9) 0.0033(8) C26 0.0490(11) 0.0255(9) 0.0264(9) 0.0046(7) 0.0127(8) 0.0120(8) C27 0.0305(8) 0.0287(9) 0.0252(8) 0.0003(7) 0.0087(7) 0.0063(7) C28 0.0274(8) 0.0243(8) 0.0179(7) -0.0007(6) 0.0090(6) 0.0005(6) N1 0.0222(6) 0.0199(7) 0.0184(6) -0.0003(5) 0.0059(5) -0.0028(5) N2 0.0206(6) 0.0218(7) 0.0189(6) -0.0023(5) 0.0075(5) -0.0035(5) N3 0.0225(6) 0.0244(7) 0.0221(6) 0.0028(5) 0.0097(5) 0.0010(5) O1 0.0286(6) 0.0297(6) 0.0201(5) -0.0022(5) 0.0080(5) -0.0001(5) O2 0.0221(5) 0.0251(6) 0.0229(6) 0.0022(5) 0.0091(4) -0.0004(4) O3 0.0209(5) 0.0256(6) 0.0242(6) 0.0048(5) 0.0062(4) -0.0006(4) Si 0.01871(19) 0.0213(2) 0.0172(2) 0.00029(17) 0.00585(15) -0.00071(17) _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 N1 1.328(2) . ? C1 N2 1.336(2) . ? C1 C2 1.495(2) . ? C1 Si 2.3616(15) . ? C2 C7 1.397(2) . ? C2 C3 1.399(2) . ? C3 C4 1.395(2) . ? C4 C5 1.387(3) . ? C5 C6 1.391(3) . ? C6 C7 1.397(2) . ? C8 N1 1.469(2) . ? C8 C9 1.529(2) . ? C8 C10 1.529(2) . ? C11 N2 1.473(2) . ? C11 C12 1.527(2) . ? C11 C13 1.531(3) . ? C14 N3 1.335(2) . ? C14 C15 1.414(2) . ? C15 C16 1.371(3) . ? C16 C17 1.418(3) . ? C17 C22 1.414(2) . ? C17 C18 1.427(3) . ? C18 C19 1.373(4) . ? C19 C20 1.419(3) . ? C20 C21 1.377(2) . ? C21 O1 1.346(2) . ? C21 C22 1.419(3) . ? C22 N3 1.368(2) . ? C23 O2 1.364(2) . ? C23 C24 1.385(2) . ? C23 C28 1.412(2) . ? C24 C25 1.402(3) . ? C25 C26 1.393(3) . ? C26 C27 1.405(3) . ? C27 C28 1.388(2) . ? C28 O3 1.3612(19) . ? N1 Si 1.9026(13) . ? N2 Si 1.9144(13) . ? N3 Si 1.9975(14) . ? O1 Si 1.7762(12) . ? O2 Si 1.7520(12) . ? O3 Si 1.7548(12) . ? 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 N1 C1 N2 107.66(13) . . ? N1 C1 C2 126.11(14) . . ? N2 C1 C2 126.22(14) . . ? N1 C1 Si 53.62(8) . . ? N2 C1 Si 54.14(8) . . ? C2 C1 Si 177.85(11) . . ? C7 C2 C3 120.05(14) . . ? C7 C2 C1 120.86(14) . . ? C3 C2 C1 119.06(13) . . ? C4 C3 C2 119.51(15) . . ? C5 C4 C3 120.40(16) . . ? C4 C5 C6 120.18(16) . . ? C5 C6 C7 119.96(15) . . ? C2 C7 C6 119.86(15) . . ? N1 C8 C9 111.85(13) . . ? N1 C8 C10 109.68(14) . . ? C9 C8 C10 111.85(15) . . ? N2 C11 C12 110.54(14) . . ? N2 C11 C13 110.77(14) . . ? C12 C11 C13 111.94(17) . . ? N3 C14 C15 121.34(17) . . ? C16 C15 C14 120.32(18) . . ? C15 C16 C17 119.82(17) . . ? C22 C17 C16 116.32(17) . . ? C22 C17 C18 116.7(2) . . ? C16 C17 C18 126.97(18) . . ? C19 C18 C17 119.66(19) . . ? C18 C19 C20 122.90(19) . . ? C21 C20 C19 119.0(2) . . ? O1 C21 C20 126.15(17) . . ? O1 C21 C22 115.31(14) . . ? C20 C21 C22 118.52(17) . . ? N3 C22 C17 123.48(17) . . ? N3 C22 C21 113.32(14) . . ? C17 C22 C21 123.20(16) . . ? O2 C23 C24 125.18(15) . . ? O2 C23 C28 113.79(14) . . ? C24 C23 C28 121.03(15) . . ? C23 C24 C25 118.36(16) . . ? C26 C25 C24 120.74(17) . . ? C25 C26 C27 120.95(17) . . ? C28 C27 C26 118.28(16) . . ? O3 C28 C27 125.93(15) . . ? O3 C28 C23 113.47(14) . . ? C27 C28 C23 120.59(15) . . ? C1 N1 C8 124.92(13) . . ? C1 N1 Si 92.18(9) . . ? C8 N1 Si 142.16(10) . . ? C1 N2 C11 122.76(12) . . ? C1 N2 Si 91.41(9) . . ? C11 N2 Si 138.58(11) . . ? C14 N3 C22 118.72(14) . . ? C14 N3 Si 131.31(12) . . ? C22 N3 Si 109.85(11) . . ? C21 O1 Si 117.02(11) . . ? C23 O2 Si 110.64(9) . . ? C28 O3 Si 110.84(9) . . ? O2 Si O3 91.18(6) . . ? O2 Si O1 97.50(6) . . ? O3 Si O1 90.44(6) . . ? O2 Si N1 164.95(6) . . ? O3 Si N1 93.46(6) . . ? O1 Si N1 96.78(6) . . ? O2 Si N2 96.66(6) . . ? O3 Si N2 96.21(6) . . ? O1 Si N2 164.21(6) . . ? N1 Si N2 68.61(6) . . ? O2 Si N3 85.18(5) . . ? O3 Si N3 173.08(6) . . ? O1 Si N3 84.22(6) . . ? N1 Si N3 91.54(6) . . ? N2 Si N3 90.06(6) . . ? O2 Si C1 131.11(6) . . ? O3 Si C1 94.50(5) . . ? O1 Si C1 130.89(6) . . ? N1 Si C1 34.20(5) . . ? N2 Si C1 34.45(5) . . ? N3 Si C1 92.32(5) . . ? 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 N1 C1 C2 C7 56.4(2) . . . . ? N2 C1 C2 C7 -124.44(17) . . . . ? Si C1 C2 C7 -26(3) . . . . ? N1 C1 C2 C3 -121.80(17) . . . . ? N2 C1 C2 C3 57.4(2) . . . . ? Si C1 C2 C3 156(3) . . . . ? C7 C2 C3 C4 -2.0(3) . . . . ? C1 C2 C3 C4 176.18(16) . . . . ? C2 C3 C4 C5 1.4(3) . . . . ? C3 C4 C5 C6 0.3(3) . . . . ? C4 C5 C6 C7 -1.4(3) . . . . ? C3 C2 C7 C6 1.0(2) . . . . ? C1 C2 C7 C6 -177.18(15) . . . . ? C5 C6 C7 C2 0.7(3) . . . . ? N3 C14 C15 C16 0.2(3) . . . . ? C14 C15 C16 C17 -0.5(3) . . . . ? C15 C16 C17 C22 0.1(3) . . . . ? C15 C16 C17 C18 179.7(2) . . . . ? C22 C17 C18 C19 0.2(3) . . . . ? C16 C17 C18 C19 -179.4(2) . . . . ? C17 C18 C19 C20 -0.4(4) . . . . ? C18 C19 C20 C21 0.1(3) . . . . ? C19 C20 C21 O1 178.78(18) . . . . ? C19 C20 C21 C22 0.4(3) . . . . ? C16 C17 C22 N3 0.5(3) . . . . ? C18 C17 C22 N3 -179.08(17) . . . . ? C16 C17 C22 C21 179.95(17) . . . . ? C18 C17 C22 C21 0.3(3) . . . . ? O1 C21 C22 N3 0.3(2) . . . . ? C20 C21 C22 N3 178.81(15) . . . . ? O1 C21 C22 C17 -179.16(15) . . . . ? C20 C21 C22 C17 -0.7(3) . . . . ? O2 C23 C24 C25 -178.32(15) . . . . ? C28 C23 C24 C25 2.2(2) . . . . ? C23 C24 C25 C26 -0.5(3) . . . . ? C24 C25 C26 C27 -1.2(3) . . . . ? C25 C26 C27 C28 1.3(3) . . . . ? C26 C27 C28 O3 -178.15(15) . . . . ? C26 C27 C28 C23 0.4(2) . . . . ? O2 C23 C28 O3 -2.99(19) . . . . ? C24 C23 C28 O3 176.55(14) . . . . ? O2 C23 C28 C27 178.28(14) . . . . ? C24 C23 C28 C27 -2.2(2) . . . . ? N2 C1 N1 C8 -168.67(14) . . . . ? C2 C1 N1 C8 10.6(2) . . . . ? Si C1 N1 C8 -172.03(17) . . . . ? N2 C1 N1 Si 3.36(12) . . . . ? C2 C1 N1 Si -177.36(13) . . . . ? C9 C8 N1 C1 117.04(17) . . . . ? C10 C8 N1 C1 -118.26(17) . . . . ? C9 C8 N1 Si -49.9(2) . . . . ? C10 C8 N1 Si 74.8(2) . . . . ? N1 C1 N2 C11 -158.54(14) . . . . ? C2 C1 N2 C11 22.2(2) . . . . ? Si C1 N2 C11 -155.20(16) . . . . ? N1 C1 N2 Si -3.34(12) . . . . ? C2 C1 N2 Si 177.38(13) . . . . ? C12 C11 N2 C1 -157.71(16) . . . . ? C13 C11 N2 C1 77.63(19) . . . . ? C12 C11 N2 Si 61.6(2) . . . . ? C13 C11 N2 Si -63.0(2) . . . . ? C15 C14 N3 C22 0.4(2) . . . . ? C15 C14 N3 Si 176.07(13) . . . . ? C17 C22 N3 C14 -0.8(2) . . . . ? C21 C22 N3 C14 179.71(15) . . . . ? C17 C22 N3 Si -177.35(14) . . . . ? C21 C22 N3 Si 3.19(17) . . . . ? C20 C21 O1 Si 177.34(15) . . . . ? C22 C21 O1 Si -4.28(19) . . . . ? C24 C23 O2 Si -177.98(13) . . . . ? C28 C23 O2 Si 1.54(16) . . . . ? C27 C28 O3 Si -178.37(14) . . . . ? C23 C28 O3 Si 2.97(16) . . . . ? C23 O2 Si O3 0.11(10) . . . . ? C23 O2 Si O1 -90.49(10) . . . . ? C23 O2 Si N1 108.1(2) . . . . ? C23 O2 Si N2 96.51(10) . . . . ? C23 O2 Si N3 -174.00(10) . . . . ? C23 O2 Si C1 97.13(11) . . . . ? C28 O3 Si O2 -1.77(10) . . . . ? C28 O3 Si O1 95.74(10) . . . . ? C28 O3 Si N1 -167.44(10) . . . . ? C28 O3 Si N2 -98.60(10) . . . . ? C28 O3 Si N3 56.3(5) . . . . ? C28 O3 Si C1 -133.17(10) . . . . ? C21 O1 Si O2 -79.56(12) . . . . ? C21 O1 Si O3 -170.81(12) . . . . ? C21 O1 Si N1 95.66(12) . . . . ? C21 O1 Si N2 74.0(2) . . . . ? C21 O1 Si N3 4.79(12) . . . . ? C21 O1 Si C1 92.85(12) . . . . ? C1 N1 Si O2 -14.8(3) . . . . ? C8 N1 Si O2 154.5(2) . . . . ? C1 N1 Si O3 92.92(9) . . . . ? C8 N1 Si O3 -97.76(17) . . . . ? C1 N1 Si O1 -176.22(9) . . . . ? C8 N1 Si O1 -6.90(18) . . . . ? C1 N1 Si N2 -2.40(9) . . . . ? C8 N1 Si N2 166.92(18) . . . . ? C1 N1 Si N3 -91.86(9) . . . . ? C8 N1 Si N3 77.46(17) . . . . ? C8 N1 Si C1 169.3(2) . . . . ? C1 N2 Si O2 179.17(9) . . . . ? C11 N2 Si O2 -33.04(16) . . . . ? C1 N2 Si O3 -88.91(9) . . . . ? C11 N2 Si O3 58.88(16) . . . . ? C1 N2 Si O1 25.5(3) . . . . ? C11 N2 Si O1 173.31(19) . . . . ? C1 N2 Si N1 2.38(9) . . . . ? C11 N2 Si N1 150.17(17) . . . . ? C1 N2 Si N3 94.02(9) . . . . ? C11 N2 Si N3 -118.20(16) . . . . ? C11 N2 Si C1 147.8(2) . . . . ? C14 N3 Si O2 -82.26(15) . . . . ? C22 N3 Si O2 93.68(11) . . . . ? C14 N3 Si O3 -140.7(5) . . . . ? C22 N3 Si O3 35.3(5) . . . . ? C14 N3 Si O1 179.68(15) . . . . ? C22 N3 Si O1 -4.38(11) . . . . ? C14 N3 Si N1 83.03(15) . . . . ? C22 N3 Si N1 -101.04(11) . . . . ? C14 N3 Si N2 14.42(15) . . . . ? C22 N3 Si N2 -169.64(11) . . . . ? C14 N3 Si C1 48.81(15) . . . . ? C22 N3 Si C1 -135.25(11) . . . . ? N1 C1 Si O2 174.96(9) . . . . ? N2 C1 Si O2 -1.09(12) . . . . ? C2 C1 Si O2 -101(3) . . . . ? N1 C1 Si O3 -89.53(10) . . . . ? N2 C1 Si O3 94.42(10) . . . . ? C2 C1 Si O3 -6(3) . . . . ? N1 C1 Si O1 4.97(12) . . . . ? N2 C1 Si O1 -171.08(9) . . . . ? C2 C1 Si O1 89(3) . . . . ? N2 C1 Si N1 -176.05(14) . . . . ? C2 C1 Si N1 84(3) . . . . ? N1 C1 Si N2 176.05(14) . . . . ? C2 C1 Si N2 -100(3) . . . . ? N1 C1 Si N3 89.33(10) . . . . ? N2 C1 Si N3 -86.72(10) . . . . ? C2 C1 Si N3 173(3) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.88 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.319 _refine_diff_density_min -0.281 _refine_diff_density_rms 0.055