# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Hilke Wolf' _publ_contact_author_email hilke.wolf@chemie.uni-goettingen.de _publ_author_name H.Roesky data_p21n_a _database_code_depnum_ccdc_archive 'CCDC 866116' #TrackingRef 'p21n_a.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H50 N2 Si4' _chemical_formula_sum 'C25 H50 N2 Si4' _chemical_formula_weight 491.03 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' 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 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' 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 14.7600(10) _cell_length_b 12.2020(10) _cell_length_c 17.706(2) _cell_angle_alpha 90.00 _cell_angle_beta 112.04(2) _cell_angle_gamma 90.00 _cell_volume 2955.8(5) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9880 _cell_measurement_theta_min 2.236 _cell_measurement_theta_max 27.107 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.103 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1080 _exptl_absorpt_coefficient_mu 0.216 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9580 _exptl_absorpt_correction_T_max 0.9580 _exptl_absorpt_process_details SADABS-2008/2 _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Smart APEX II Ultra' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 50349 _diffrn_reflns_av_R_equivalents 0.0277 _diffrn_reflns_av_sigmaI/netI 0.0156 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 27.11 _reflns_number_total 6530 _reflns_number_gt 5862 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 v2011.2' _computing_cell_refinement 'SAINT V7.68A' _computing_data_reduction 'SAINT V7.68A' _computing_structure_solution 'SHELXS in SHELXTL Version 2008/3' _computing_structure_refinement 'SHELXL in SHELXTL Version 2008/3' _computing_molecular_graphics 'XSHELL in SHELXTL-97' _computing_publication_material 'XSHELL in SHELXTL-97' _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^)+(0.0349P)^2^+1.2843P] 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 6530 _refine_ls_number_parameters 295 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0325 _refine_ls_R_factor_gt 0.0278 _refine_ls_wR_factor_ref 0.0740 _refine_ls_wR_factor_gt 0.0715 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _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 Si1 Si 0.05772(2) 0.04200(3) 0.721308(19) 0.01417(7) Uani 1 1 d . . . N1 N 0.11727(7) -0.03247(8) 0.82324(6) 0.01568(19) Uani 1 1 d . . . C1 C 0.08437(8) -0.12954(10) 0.78932(7) 0.0157(2) Uani 1 1 d . . . Si2 Si -0.16601(2) 0.11157(3) 0.632894(19) 0.01569(8) Uani 1 1 d . . . N2 N 0.02033(7) -0.11117(8) 0.71309(6) 0.01518(19) Uani 1 1 d . . . C2 C 0.10801(9) -0.23931(10) 0.83041(7) 0.0185(2) Uani 1 1 d . . . Si3 Si -0.01262(2) 0.28401(3) 0.72104(2) 0.01693(8) Uani 1 1 d . . . C3 C 0.18869(9) -0.30281(10) 0.83549(7) 0.0208(2) Uani 1 1 d . . . H3 H 0.2337 -0.2761 0.8130 0.025 Uiso 1 1 calc R . . C4 C 0.20376(10) -0.40471(11) 0.87312(8) 0.0255(3) Uani 1 1 d . . . H4 H 0.2585 -0.4478 0.8758 0.031 Uiso 1 1 calc R . . Si4 Si -0.08865(2) 0.11827(3) 0.820015(19) 0.01579(8) Uani 1 1 d . . . C5 C 0.13897(11) -0.44372(11) 0.90690(8) 0.0268(3) Uani 1 1 d . . . H5 H 0.1495 -0.5133 0.9328 0.032 Uiso 1 1 calc R . . C6 C 0.05900(10) -0.38101(11) 0.90279(8) 0.0262(3) Uani 1 1 d . . . H6 H 0.0149 -0.4074 0.9262 0.031 Uiso 1 1 calc R . . C7 C 0.04334(9) -0.27969(10) 0.86452(8) 0.0224(3) Uani 1 1 d . . . H7 H -0.0119 -0.2373 0.8615 0.027 Uiso 1 1 calc R . . C8 C -0.00149(8) -0.19511(10) 0.64642(7) 0.0175(2) Uani 1 1 d . . . C9 C -0.05746(10) -0.29351(11) 0.66065(9) 0.0281(3) Uani 1 1 d . . . H9A H -0.0802 -0.3397 0.6118 0.042 Uiso 1 1 calc R . . H9B H -0.1138 -0.2676 0.6722 0.042 Uiso 1 1 calc R . . H9C H -0.0142 -0.3362 0.7070 0.042 Uiso 1 1 calc R . . C10 C 0.09318(9) -0.23361(11) 0.63792(8) 0.0233(3) Uani 1 1 d . . . H10A H 0.0771 -0.2783 0.5886 0.035 Uiso 1 1 calc R . . H10B H 0.1314 -0.2774 0.6856 0.035 Uiso 1 1 calc R . . H10C H 0.1315 -0.1697 0.6341 0.035 Uiso 1 1 calc R . . C11 C -0.06324(9) -0.14044(11) 0.56643(7) 0.0235(3) Uani 1 1 d . . . H11A H -0.0763 -0.1929 0.5217 0.035 Uiso 1 1 calc R . . H11B H -0.0280 -0.0771 0.5570 0.035 Uiso 1 1 calc R . . H11C H -0.1252 -0.1160 0.5690 0.035 Uiso 1 1 calc R . . C12 C 0.20381(8) -0.01318(10) 0.89973(7) 0.0184(2) Uani 1 1 d . . . C13 C 0.29673(9) -0.06303(13) 0.89479(9) 0.0302(3) Uani 1 1 d . . . H13A H 0.3011 -0.0434 0.8426 0.045 Uiso 1 1 calc R . . H13B H 0.2945 -0.1430 0.8991 0.045 Uiso 1 1 calc R . . H13C H 0.3541 -0.0346 0.9395 0.045 Uiso 1 1 calc R . . C14 C 0.18800(10) -0.05724(12) 0.97484(8) 0.0275(3) Uani 1 1 d . . . H14A H 0.1280 -0.0258 0.9772 0.041 Uiso 1 1 calc R . . H14B H 0.2437 -0.0369 1.0241 0.041 Uiso 1 1 calc R . . H14C H 0.1821 -0.1373 0.9713 0.041 Uiso 1 1 calc R . . C15 C 0.21892(9) 0.11003(11) 0.90693(8) 0.0245(3) Uani 1 1 d . . . H15A H 0.2335 0.1370 0.8606 0.037 Uiso 1 1 calc R . . H15B H 0.2736 0.1272 0.9578 0.037 Uiso 1 1 calc R . . H15C H 0.1594 0.1454 0.9071 0.037 Uiso 1 1 calc R . . C16 C -0.05157(8) 0.13550(9) 0.72833(7) 0.0143(2) Uani 1 1 d . . . C17 C -0.09339(9) -0.02894(10) 0.84909(8) 0.0202(2) Uani 1 1 d . . . H17A H -0.1121 -0.0749 0.8002 0.030 Uiso 1 1 calc R . . H17B H -0.1416 -0.0373 0.8745 0.030 Uiso 1 1 calc R . . H17C H -0.0289 -0.0515 0.8877 0.030 Uiso 1 1 calc R . . C18 C -0.00894(10) 0.19258(11) 0.91560(8) 0.0243(3) Uani 1 1 d . . . H18A H 0.0208 0.2567 0.9007 0.037 Uiso 1 1 calc R . . H18B H 0.0426 0.1432 0.9496 0.037 Uiso 1 1 calc R . . H18C H -0.0489 0.2164 0.9460 0.037 Uiso 1 1 calc R . . C19 C -0.21365(9) 0.17259(11) 0.80563(8) 0.0223(3) Uani 1 1 d . . . H19A H -0.2179 0.2501 0.7901 0.033 Uiso 1 1 calc R . . H19B H -0.2245 0.1652 0.8567 0.033 Uiso 1 1 calc R . . H19C H -0.2635 0.1308 0.7627 0.033 Uiso 1 1 calc R . . C20 C 0.11798(9) 0.31902(11) 0.78385(8) 0.0226(3) Uani 1 1 d . . . H20A H 0.1615 0.2709 0.7686 0.034 Uiso 1 1 calc R . . H20B H 0.1300 0.3089 0.8417 0.034 Uiso 1 1 calc R . . H20C H 0.1306 0.3955 0.7740 0.034 Uiso 1 1 calc R . . C21 C -0.08690(10) 0.38833(11) 0.75123(9) 0.0260(3) Uani 1 1 d . . . H21A H -0.0650 0.4622 0.7445 0.039 Uiso 1 1 calc R . . H21B H -0.0782 0.3771 0.8083 0.039 Uiso 1 1 calc R . . H21C H -0.1561 0.3800 0.7166 0.039 Uiso 1 1 calc R . . C22 C -0.02180(10) 0.32657(11) 0.61630(8) 0.0248(3) Uani 1 1 d . . . H22A H 0.0163 0.2760 0.5969 0.037 Uiso 1 1 calc R . . H22B H 0.0039 0.4011 0.6185 0.037 Uiso 1 1 calc R . . H22C H -0.0904 0.3248 0.5789 0.037 Uiso 1 1 calc R . . C23 C -0.23115(9) -0.01769(10) 0.64128(8) 0.0208(2) Uani 1 1 d . . . H23A H -0.2785 -0.0379 0.5874 0.031 Uiso 1 1 calc R . . H23B H -0.2654 -0.0055 0.6785 0.031 Uiso 1 1 calc R . . H23C H -0.1835 -0.0769 0.6624 0.031 Uiso 1 1 calc R . . C24 C -0.13936(9) 0.10881(11) 0.53648(7) 0.0210(2) Uani 1 1 d . . . H24A H -0.1729 0.0463 0.5029 0.032 Uiso 1 1 calc R . . H24B H -0.0688 0.1018 0.5506 0.032 Uiso 1 1 calc R . . H24C H -0.1626 0.1769 0.5060 0.032 Uiso 1 1 calc R . . C25 C -0.26360(9) 0.22078(11) 0.60770(8) 0.0236(3) Uani 1 1 d . . . H25A H -0.2373 0.2903 0.5971 0.035 Uiso 1 1 calc R . . H25B H -0.2845 0.2299 0.6537 0.035 Uiso 1 1 calc R . . H25C H -0.3197 0.1989 0.5592 0.035 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Si1 0.01252(14) 0.01740(16) 0.01422(15) 0.00016(12) 0.00689(11) -0.00019(12) N1 0.0130(4) 0.0195(5) 0.0141(4) 0.0006(4) 0.0046(4) 0.0000(4) C1 0.0128(5) 0.0201(6) 0.0175(5) 0.0005(4) 0.0094(4) 0.0017(4) Si2 0.01313(15) 0.01901(16) 0.01544(15) 0.00179(12) 0.00595(12) 0.00015(12) N2 0.0151(5) 0.0166(5) 0.0148(4) -0.0009(4) 0.0066(4) -0.0005(4) C2 0.0196(6) 0.0194(6) 0.0159(5) -0.0002(4) 0.0059(5) 0.0003(5) Si3 0.01656(16) 0.01631(16) 0.01977(16) 0.00033(12) 0.00893(13) -0.00088(12) C3 0.0200(6) 0.0243(6) 0.0177(6) -0.0008(5) 0.0065(5) 0.0022(5) C4 0.0279(7) 0.0245(7) 0.0201(6) -0.0005(5) 0.0046(5) 0.0078(5) Si4 0.01528(15) 0.01902(16) 0.01593(15) 0.00016(12) 0.00913(12) 0.00107(12) C5 0.0377(7) 0.0192(6) 0.0204(6) 0.0025(5) 0.0072(5) 0.0032(5) C6 0.0335(7) 0.0232(6) 0.0246(6) 0.0017(5) 0.0140(6) -0.0022(5) C7 0.0234(6) 0.0218(6) 0.0245(6) 0.0009(5) 0.0119(5) 0.0015(5) C8 0.0171(5) 0.0191(6) 0.0177(5) -0.0033(4) 0.0081(5) -0.0003(4) C9 0.0300(7) 0.0269(7) 0.0294(7) -0.0072(5) 0.0134(6) -0.0111(6) C10 0.0218(6) 0.0308(7) 0.0196(6) -0.0023(5) 0.0103(5) 0.0059(5) C11 0.0218(6) 0.0289(7) 0.0180(6) -0.0037(5) 0.0054(5) 0.0039(5) C12 0.0138(5) 0.0246(6) 0.0149(5) -0.0009(5) 0.0032(4) 0.0005(5) C13 0.0147(6) 0.0408(8) 0.0311(7) -0.0095(6) 0.0041(5) 0.0029(6) C14 0.0286(7) 0.0351(7) 0.0158(6) 0.0024(5) 0.0049(5) -0.0039(6) C15 0.0207(6) 0.0264(7) 0.0226(6) -0.0033(5) 0.0039(5) -0.0037(5) C16 0.0133(5) 0.0168(5) 0.0146(5) 0.0003(4) 0.0073(4) -0.0004(4) C17 0.0208(6) 0.0229(6) 0.0213(6) 0.0035(5) 0.0130(5) 0.0015(5) C18 0.0247(6) 0.0315(7) 0.0198(6) -0.0048(5) 0.0118(5) -0.0012(5) C19 0.0208(6) 0.0264(6) 0.0253(6) 0.0025(5) 0.0151(5) 0.0046(5) C20 0.0212(6) 0.0213(6) 0.0256(6) -0.0020(5) 0.0092(5) -0.0048(5) C21 0.0262(7) 0.0186(6) 0.0368(7) -0.0004(5) 0.0158(6) 0.0015(5) C22 0.0250(6) 0.0257(7) 0.0241(6) 0.0050(5) 0.0096(5) -0.0056(5) C23 0.0176(6) 0.0245(6) 0.0208(6) -0.0003(5) 0.0077(5) -0.0043(5) C24 0.0216(6) 0.0254(6) 0.0165(6) 0.0019(5) 0.0076(5) 0.0000(5) C25 0.0184(6) 0.0279(7) 0.0242(6) 0.0053(5) 0.0076(5) 0.0051(5) _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 Si1 N1 1.9145(11) . ? Si1 N2 1.9387(10) . ? Si1 C16 2.0173(11) . ? Si1 C1 2.3730(12) . ? N1 C1 1.3343(15) . ? N1 C12 1.4910(15) . ? C1 N2 1.3446(15) . ? C1 C2 1.5014(16) . ? Si2 C23 1.8818(13) . ? Si2 C25 1.8887(13) . ? Si2 C24 1.8905(12) . ? Si2 C16 1.9109(13) . ? N2 C8 1.5036(15) . ? C2 C3 1.3951(17) . ? C2 C7 1.3968(17) . ? Si3 C20 1.8778(13) . ? Si3 C22 1.8811(13) . ? Si3 C21 1.8836(13) . ? Si3 C16 1.9200(12) . ? C3 C4 1.3886(18) . ? C4 C5 1.389(2) . ? Si4 C17 1.8771(13) . ? Si4 C19 1.8857(12) . ? Si4 C18 1.8911(14) . ? Si4 C16 1.9095(12) . ? C5 C6 1.385(2) . ? C6 C7 1.3869(18) . ? C8 C11 1.5209(17) . ? C8 C9 1.5309(17) . ? C8 C10 1.5343(16) . ? C12 C15 1.5181(18) . ? C12 C14 1.5313(17) . ? C12 C13 1.5326(17) . ? 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 Si1 N2 68.30(4) . . ? N1 Si1 C16 107.77(5) . . ? N2 Si1 C16 109.77(4) . . ? N1 Si1 C1 34.19(4) . . ? N2 Si1 C1 34.51(4) . . ? C16 Si1 C1 116.86(4) . . ? C1 N1 C12 126.30(10) . . ? C1 N1 Si1 92.08(7) . . ? C12 N1 Si1 135.65(8) . . ? N1 C1 N2 107.69(10) . . ? N1 C1 C2 126.49(10) . . ? N2 C1 C2 125.67(11) . . ? N1 C1 Si1 53.73(6) . . ? N2 C1 Si1 54.78(6) . . ? C2 C1 Si1 175.49(8) . . ? C23 Si2 C25 104.07(6) . . ? C23 Si2 C24 109.99(6) . . ? C25 Si2 C24 101.42(6) . . ? C23 Si2 C16 111.51(5) . . ? C25 Si2 C16 116.35(6) . . ? C24 Si2 C16 112.75(5) . . ? C1 N2 C8 122.50(10) . . ? C1 N2 Si1 90.71(7) . . ? C8 N2 Si1 133.36(8) . . ? C3 C2 C7 118.78(11) . . ? C3 C2 C1 124.34(11) . . ? C7 C2 C1 116.87(11) . . ? C20 Si3 C22 101.49(6) . . ? C20 Si3 C21 104.81(6) . . ? C22 Si3 C21 105.01(6) . . ? C20 Si3 C16 116.21(5) . . ? C22 Si3 C16 114.47(6) . . ? C21 Si3 C16 113.45(5) . . ? C4 C3 C2 120.48(12) . . ? C5 C4 C3 120.10(12) . . ? C17 Si4 C19 103.77(6) . . ? C17 Si4 C18 106.75(6) . . ? C19 Si4 C18 101.59(6) . . ? C17 Si4 C16 112.99(5) . . ? C19 Si4 C16 115.12(6) . . ? C18 Si4 C16 115.31(5) . . ? C6 C5 C4 119.93(12) . . ? C5 C6 C7 120.03(13) . . ? C6 C7 C2 120.67(12) . . ? N2 C8 C11 108.02(10) . . ? N2 C8 C9 112.01(10) . . ? C11 C8 C9 108.99(10) . . ? N2 C8 C10 110.55(10) . . ? C11 C8 C10 107.01(10) . . ? C9 C8 C10 110.10(11) . . ? N1 C12 C15 106.34(10) . . ? N1 C12 C14 112.06(10) . . ? C15 C12 C14 109.90(11) . . ? N1 C12 C13 111.43(10) . . ? C15 C12 C13 106.94(11) . . ? C14 C12 C13 109.97(11) . . ? Si4 C16 Si2 107.14(5) . . ? Si4 C16 Si3 110.46(6) . . ? Si2 C16 Si3 105.81(6) . . ? Si4 C16 Si1 118.75(6) . . ? Si2 C16 Si1 108.73(6) . . ? Si3 C16 Si1 105.26(5) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.11 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.354 _refine_diff_density_min -0.200 _refine_diff_density_rms 0.042 # Attachment 'sad_a.cif' data_sad_a _database_code_depnum_ccdc_archive 'CCDC 866117' #TrackingRef 'sad_a.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C38 H64 N4 O2 Si2' _chemical_formula_sum 'C38 H64 N4 O2 Si2' _chemical_formula_weight 665.11 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.878(3) _cell_length_b 10.371(4) _cell_length_c 11.472(5) _cell_angle_alpha 110.480(10) _cell_angle_beta 94.95(2) _cell_angle_gamma 116.21(2) _cell_volume 946.3(6) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9313 _cell_measurement_theta_min 2.376 _cell_measurement_theta_max 28.329 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.167 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 364 _exptl_absorpt_coefficient_mu 0.131 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9374 _exptl_absorpt_correction_T_max 0.9617 _exptl_absorpt_process_details SADABS-2008/2 _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Smart APEX II Ultra' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 27594 _diffrn_reflns_av_R_equivalents 0.0284 _diffrn_reflns_av_sigmaI/netI 0.0171 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.98 _diffrn_reflns_theta_max 28.35 _reflns_number_total 4682 _reflns_number_gt 4455 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 v2011.2' _computing_cell_refinement 'SAINT V7.68A' _computing_data_reduction 'SAINT V7.68A' _computing_structure_solution 'SHELXS in SHELXTL Version 2008/3' _computing_structure_refinement 'SHELXS in SHELXTL Version 2008/3' _computing_molecular_graphics 'XSHELL in SHELXTL-97' _computing_publication_material 'XSHELL in SHELXTL-97' _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^)+(0.0474P)^2^+0.3544P] 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 4682 _refine_ls_number_parameters 217 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0339 _refine_ls_R_factor_gt 0.0327 _refine_ls_wR_factor_ref 0.0918 _refine_ls_wR_factor_gt 0.0909 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.060 _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 Si1 Si 0.50991(3) 0.53454(3) 0.61758(2) 0.01302(8) Uani 1 1 d . . . O1 O 0.44591(8) 0.57935(8) 0.50550(6) 0.01466(14) Uani 1 1 d . . . N1 N 0.37275(9) 0.38149(10) 0.66067(8) 0.01368(16) Uani 1 1 d . . . C1 C 0.30316(11) 0.46507(11) 0.71916(9) 0.01340(18) Uani 1 1 d . . . N2 N 0.37932(9) 0.60774(10) 0.72466(8) 0.01417(16) Uani 1 1 d . . . C2 C 0.15428(11) 0.39352(11) 0.75442(9) 0.01507(18) Uani 1 1 d . . . C3 C 0.15343(12) 0.41187(12) 0.88050(10) 0.0193(2) Uani 1 1 d . . . H3 H 0.2498 0.4738 0.9480 0.023 Uiso 1 1 calc R . . C4 C 0.01162(14) 0.33951(14) 0.90757(12) 0.0258(2) Uani 1 1 d . . . H4 H 0.0112 0.3500 0.9932 0.031 Uiso 1 1 calc R . . C5 C -0.12949(14) 0.25184(14) 0.80951(13) 0.0287(3) Uani 1 1 d . . . H5 H -0.2264 0.2036 0.8285 0.034 Uiso 1 1 calc R . . C6 C -0.12942(13) 0.23444(13) 0.68423(12) 0.0255(2) Uani 1 1 d . . . H6 H -0.2262 0.1751 0.6176 0.031 Uiso 1 1 calc R . . C7 C 0.01186(12) 0.30357(12) 0.65593(10) 0.0194(2) Uani 1 1 d . . . H7 H 0.0119 0.2898 0.5696 0.023 Uiso 1 1 calc R . . C8 C 0.32704(12) 0.72637(12) 0.74867(10) 0.01654(19) Uani 1 1 d . . . C9 C 0.29270(14) 0.77186(13) 0.88039(11) 0.0236(2) Uani 1 1 d . . . H9A H 0.2768 0.8631 0.8998 0.035 Uiso 1 1 calc R . . H9B H 0.3819 0.8004 0.9483 0.035 Uiso 1 1 calc R . . H9C H 0.1975 0.6811 0.8773 0.035 Uiso 1 1 calc R . . C10 C 0.18302(13) 0.66487(14) 0.63832(11) 0.0237(2) Uani 1 1 d . . . H10A H 0.2071 0.6357 0.5551 0.035 Uiso 1 1 calc R . . H10B H 0.1565 0.7487 0.6521 0.035 Uiso 1 1 calc R . . H10C H 0.0934 0.5710 0.6373 0.035 Uiso 1 1 calc R . . C11 C 0.46182(13) 0.87548(13) 0.74946(11) 0.0230(2) Uani 1 1 d . . . H11A H 0.4888 0.8470 0.6675 0.035 Uiso 1 1 calc R . . H11B H 0.5539 0.9207 0.8221 0.035 Uiso 1 1 calc R . . H11C H 0.4291 0.9543 0.7593 0.035 Uiso 1 1 calc R . . C12 C 0.36525(11) 0.24248(11) 0.67818(9) 0.01526(18) Uani 1 1 d . . . C13 C 0.44503(14) 0.29613(13) 0.82078(10) 0.0227(2) Uani 1 1 d . . . H13A H 0.4388 0.2045 0.8323 0.034 Uiso 1 1 calc R . . H13B H 0.3914 0.3396 0.8765 0.034 Uiso 1 1 calc R . . H13C H 0.5558 0.3784 0.8445 0.034 Uiso 1 1 calc R . . C14 C 0.19608(12) 0.10371(12) 0.63672(11) 0.0216(2) Uani 1 1 d . . . H14A H 0.1411 0.0800 0.5501 0.032 Uiso 1 1 calc R . . H14B H 0.1410 0.1331 0.6990 0.032 Uiso 1 1 calc R . . H14C H 0.1980 0.0092 0.6345 0.032 Uiso 1 1 calc R . . C15 C 0.45335(12) 0.17983(12) 0.59284(10) 0.01847(19) Uani 1 1 d . . . H15A H 0.4000 0.1400 0.5013 0.028 Uiso 1 1 calc R . . H15B H 0.4549 0.0930 0.6078 0.028 Uiso 1 1 calc R . . H15C H 0.5616 0.2663 0.6148 0.028 Uiso 1 1 calc R . . C16 C 0.71358(11) 0.67888(12) 0.74291(9) 0.01668(19) Uani 1 1 d . . . C17 C 0.71141(13) 0.75040(14) 0.88450(10) 0.0232(2) Uani 1 1 d . . . H17A H 0.6619 0.8157 0.8934 0.035 Uiso 1 1 calc R . . H17B H 0.8196 0.8170 0.9418 0.035 Uiso 1 1 calc R . . H17C H 0.6513 0.6641 0.9085 0.035 Uiso 1 1 calc R . . C18 C 0.81035(13) 0.59548(14) 0.73902(11) 0.0240(2) Uani 1 1 d . . . H18A H 0.8136 0.5469 0.6499 0.036 Uiso 1 1 calc R . . H18B H 0.7612 0.5125 0.7689 0.036 Uiso 1 1 calc R . . H18C H 0.9178 0.6740 0.7958 0.036 Uiso 1 1 calc R . . C19 C 0.80415(13) 0.81697(14) 0.70534(11) 0.0257(2) Uani 1 1 d . . . H19A H 0.8109 0.7731 0.6167 0.039 Uiso 1 1 calc R . . H19B H 0.9105 0.8892 0.7656 0.039 Uiso 1 1 calc R . . H19C H 0.7483 0.8759 0.7100 0.039 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Si1 0.01393(13) 0.01475(13) 0.01243(13) 0.00685(10) 0.00508(9) 0.00791(10) O1 0.0171(3) 0.0173(3) 0.0134(3) 0.0079(3) 0.0062(3) 0.0105(3) N1 0.0154(4) 0.0152(4) 0.0146(4) 0.0080(3) 0.0067(3) 0.0094(3) C1 0.0143(4) 0.0162(4) 0.0106(4) 0.0057(3) 0.0035(3) 0.0085(3) N2 0.0160(4) 0.0154(4) 0.0138(4) 0.0070(3) 0.0060(3) 0.0093(3) C2 0.0151(4) 0.0147(4) 0.0174(4) 0.0070(4) 0.0069(3) 0.0087(4) C3 0.0222(5) 0.0205(5) 0.0185(5) 0.0093(4) 0.0088(4) 0.0122(4) C4 0.0326(6) 0.0272(5) 0.0289(6) 0.0170(5) 0.0207(5) 0.0184(5) C5 0.0231(5) 0.0224(5) 0.0456(7) 0.0165(5) 0.0210(5) 0.0122(4) C6 0.0156(5) 0.0191(5) 0.0358(6) 0.0068(4) 0.0057(4) 0.0082(4) C7 0.0177(5) 0.0190(5) 0.0205(5) 0.0064(4) 0.0047(4) 0.0102(4) C8 0.0203(5) 0.0164(4) 0.0177(4) 0.0080(4) 0.0082(4) 0.0121(4) C9 0.0342(6) 0.0239(5) 0.0215(5) 0.0105(4) 0.0156(4) 0.0199(5) C10 0.0262(5) 0.0257(5) 0.0253(5) 0.0115(4) 0.0054(4) 0.0181(5) C11 0.0278(5) 0.0173(5) 0.0285(5) 0.0114(4) 0.0131(4) 0.0129(4) C12 0.0177(4) 0.0153(4) 0.0168(4) 0.0089(4) 0.0065(3) 0.0098(4) C13 0.0315(6) 0.0253(5) 0.0176(5) 0.0113(4) 0.0066(4) 0.0179(5) C14 0.0194(5) 0.0162(5) 0.0301(5) 0.0112(4) 0.0094(4) 0.0086(4) C15 0.0228(5) 0.0187(5) 0.0219(5) 0.0111(4) 0.0103(4) 0.0143(4) C16 0.0152(4) 0.0186(4) 0.0138(4) 0.0061(4) 0.0037(3) 0.0074(4) C17 0.0230(5) 0.0260(5) 0.0164(5) 0.0063(4) 0.0035(4) 0.0117(4) C18 0.0180(5) 0.0288(5) 0.0232(5) 0.0083(4) 0.0041(4) 0.0128(4) C19 0.0201(5) 0.0241(5) 0.0254(5) 0.0119(4) 0.0051(4) 0.0045(4) _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 Si1 O1 1.6752(9) . ? Si1 O1 1.7245(9) 2_666 ? Si1 N1 1.8342(10) . ? Si1 C16 1.9209(13) . ? Si1 N2 2.0579(10) . ? Si1 C1 2.3971(12) . ? Si1 Si1 2.5025(13) 2_666 ? O1 Si1 1.7245(9) 2_666 ? N1 C1 1.3686(12) . ? N1 C12 1.4950(13) . ? C1 N2 1.3047(14) . ? C1 C2 1.4920(13) . ? N2 C8 1.4850(13) . ? C2 C3 1.3925(15) . ? C2 C7 1.3981(15) . ? C3 C4 1.3898(15) . ? C4 C5 1.3890(19) . ? C5 C6 1.3846(19) . ? C6 C7 1.3872(15) . ? C8 C11 1.5275(15) . ? C8 C9 1.5336(15) . ? C8 C10 1.5349(16) . ? C12 C15 1.5295(14) . ? C12 C14 1.5328(15) . ? C12 C13 1.5362(16) . ? C16 C17 1.5381(15) . ? C16 C18 1.5410(15) . ? C16 C19 1.5504(15) . ? 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 O1 Si1 O1 85.21(5) . 2_666 ? O1 Si1 N1 121.37(5) . . ? O1 Si1 N1 100.54(5) 2_666 . ? O1 Si1 C16 121.44(5) . . ? O1 Si1 C16 101.05(5) 2_666 . ? N1 Si1 C16 114.54(5) . . ? O1 Si1 N2 87.82(4) . . ? O1 Si1 N2 159.96(4) 2_666 . ? N1 Si1 N2 67.42(4) . . ? C16 Si1 N2 98.62(5) . . ? O1 Si1 C1 104.43(4) . . ? O1 Si1 C1 132.25(4) 2_666 . ? N1 Si1 C1 34.61(3) . . ? C16 Si1 C1 111.91(5) . . ? N2 Si1 C1 32.95(4) . . ? O1 Si1 Si1 43.37(3) . 2_666 ? O1 Si1 Si1 41.84(3) 2_666 2_666 ? N1 Si1 Si1 118.33(4) . 2_666 ? C16 Si1 Si1 118.76(4) . 2_666 ? N2 Si1 Si1 128.46(3) . 2_666 ? C1 Si1 Si1 129.06(4) . 2_666 ? Si1 O1 Si1 94.79(5) . 2_666 ? C1 N1 C12 125.20(8) . . ? C1 N1 Si1 95.82(7) . . ? C12 N1 Si1 135.65(7) . . ? N2 C1 N1 108.36(8) . . ? N2 C1 C2 127.41(9) . . ? N1 C1 C2 123.86(9) . . ? N2 C1 Si1 59.09(5) . . ? N1 C1 Si1 49.57(5) . . ? C2 C1 Si1 167.82(7) . . ? C1 N2 C8 128.01(9) . . ? C1 N2 Si1 87.96(6) . . ? C8 N2 Si1 138.71(6) . . ? C3 C2 C7 119.65(10) . . ? C3 C2 C1 122.28(9) . . ? C7 C2 C1 118.07(9) . . ? C4 C3 C2 119.98(10) . . ? C5 C4 C3 120.02(11) . . ? C6 C5 C4 120.22(10) . . ? C5 C6 C7 120.07(11) . . ? C6 C7 C2 120.03(10) . . ? N2 C8 C11 106.98(8) . . ? N2 C8 C9 111.73(8) . . ? C11 C8 C9 108.58(9) . . ? N2 C8 C10 110.88(8) . . ? C11 C8 C10 107.67(9) . . ? C9 C8 C10 110.80(9) . . ? N1 C12 C15 108.85(8) . . ? N1 C12 C14 112.56(8) . . ? C15 C12 C14 107.03(9) . . ? N1 C12 C13 109.61(8) . . ? C15 C12 C13 108.84(8) . . ? C14 C12 C13 109.85(9) . . ? C17 C16 C18 106.84(9) . . ? C17 C16 C19 108.70(9) . . ? C18 C16 C19 106.94(9) . . ? C17 C16 Si1 115.13(7) . . ? C18 C16 Si1 110.74(7) . . ? C19 C16 Si1 108.18(7) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.35 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.450 _refine_diff_density_min -0.216 _refine_diff_density_rms 0.045