# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Chunming Cui Cui' 'Ling-Bin Kong' 'Hai-Bin Song' 'Jianying Zhang' _publ_contact_author_name 'Chunming Cui Cui' _publ_contact_author_email CMCUI@NANKAI.EDU.CN _publ_section_title ; N-Aryl Substituted Heterocyclic Silylenes ; # Attachment 'R80921D.cif' data_r80921d _database_code_depnum_ccdc_archive 'CCDC 719926' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H36 N2 Si' _chemical_formula_weight 404.66 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 C2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 20.089(4) _cell_length_b 6.4762(13) _cell_length_c 20.030(4) _cell_angle_alpha 90.00 _cell_angle_beta 102.71(3) _cell_angle_gamma 90.00 _cell_volume 2542.1(9) _cell_formula_units_Z 4 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 4173 _cell_measurement_theta_min 2.085 _cell_measurement_theta_max 27.884 _exptl_crystal_description sheet _exptl_crystal_colour yellow _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.057 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 880 _exptl_absorpt_coefficient_mu 0.106 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.9813 _exptl_absorpt_correction_T_max 0.9895 _exptl_absorpt_process_details crystalclear _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator confocal _diffrn_measurement_device_type 'rigaku saturn' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 12099 _diffrn_reflns_av_R_equivalents 0.0431 _diffrn_reflns_av_sigmaI/netI 0.0286 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 25.02 _reflns_number_total 2224 _reflns_number_gt 2154 _reflns_threshold_expression >2sigma(I) _computing_data_collection crystalclear _computing_cell_refinement crystalclear _computing_data_reduction crystalclear _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+10.1246P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2224 _refine_ls_number_parameters 157 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0780 _refine_ls_R_factor_gt 0.0766 _refine_ls_wR_factor_ref 0.1633 _refine_ls_wR_factor_gt 0.1628 _refine_ls_goodness_of_fit_ref 1.161 _refine_ls_restrained_S_all 1.161 _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 N1 N 0.25171(12) 0.6391(4) 0.04876(12) 0.0320(6) Uani 1 1 d . . . C1 C 0.25742(13) 0.5051(4) 0.10685(12) 0.0209(6) Uani 1 1 d . . . C2 C 0.19858(13) 0.4119(4) 0.12006(13) 0.0244(6) Uani 1 1 d . . . C3 C 0.20602(15) 0.2842(5) 0.17729(14) 0.0318(7) Uani 1 1 d . . . H3 H 0.1679 0.2184 0.1865 0.038 Uiso 1 1 calc R . . C4 C 0.26897(15) 0.2538(5) 0.22048(14) 0.0361(7) Uani 1 1 d . . . H4 H 0.2728 0.1712 0.2591 0.043 Uiso 1 1 calc R . . C5 C 0.32626(14) 0.3459(5) 0.20627(14) 0.0307(7) Uani 1 1 d . . . H5 H 0.3685 0.3234 0.2354 0.037 Uiso 1 1 calc R . . C6 C 0.32190(13) 0.4716(4) 0.14925(13) 0.0241(6) Uani 1 1 d . . . C7 C 0.38640(14) 0.5688(5) 0.13497(15) 0.0329(7) Uani 1 1 d . . . H7 H 0.3748 0.6282 0.0889 0.040 Uiso 1 1 calc R . . C8 C 0.44210(17) 0.4068(6) 0.1360(2) 0.0543(10) Uani 1 1 d . . . H8A H 0.4559 0.3502 0.1813 0.081 Uiso 1 1 calc R . . H8B H 0.4806 0.4702 0.1232 0.081 Uiso 1 1 calc R . . H8C H 0.4247 0.2983 0.1043 0.081 Uiso 1 1 calc R . . C9 C 0.41231(17) 0.7422(6) 0.1847(2) 0.0534(10) Uani 1 1 d . . . H9A H 0.3777 0.8462 0.1811 0.080 Uiso 1 1 calc R . . H9B H 0.4525 0.8015 0.1739 0.080 Uiso 1 1 calc R . . H9C H 0.4232 0.6886 0.2305 0.080 Uiso 1 1 calc R . . C10 C 0.12813(14) 0.4540(5) 0.07577(14) 0.0314(7) Uani 1 1 d . . . H10 H 0.1340 0.5038 0.0312 0.038 Uiso 1 1 calc R . . C11 C 0.09315(19) 0.6244(8) 0.1080(2) 0.0744(15) Uani 1 1 d . . . H11A H 0.0863 0.5787 0.1516 0.112 Uiso 1 1 calc R . . H11B H 0.0498 0.6561 0.0786 0.112 Uiso 1 1 calc R . . H11C H 0.1213 0.7457 0.1143 0.112 Uiso 1 1 calc R . . C12 C 0.08359(18) 0.2607(7) 0.0634(2) 0.0586(11) Uani 1 1 d . . . H12A H 0.0734 0.2163 0.1058 0.088 Uiso 1 1 calc R . . H12B H 0.1075 0.1529 0.0455 0.088 Uiso 1 1 calc R . . H12C H 0.0419 0.2913 0.0311 0.088 Uiso 1 1 calc R . . C13 C 0.2545(4) 0.5114(11) -0.0182(4) 0.0257(17) Uani 0.50 1 d PD . . C14 C 0.2531(3) 0.6409(10) -0.0718(4) 0.0316(15) Uani 0.50 1 d PD . . Si1 Si 0.25129(9) 0.8901(4) 0.03239(12) 0.0242(4) Uani 0.50 1 d P . . H14 H 0.256(3) 0.593(9) -0.1164(14) 0.026(15) Uiso 0.50 1 d PD . . H13 H 0.261(3) 0.365(2) -0.016(3) 0.026(15) Uiso 0.50 1 d PD . . 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 N1 0.0332(13) 0.0315(14) 0.0283(13) 0.0077(11) 0.0002(10) -0.0035(11) C1 0.0296(13) 0.0167(13) 0.0168(12) -0.0006(10) 0.0060(10) 0.0043(10) C2 0.0278(13) 0.0259(14) 0.0203(13) -0.0021(11) 0.0065(10) 0.0011(11) C3 0.0358(15) 0.0358(17) 0.0258(14) 0.0020(13) 0.0111(12) -0.0058(13) C4 0.0451(17) 0.0372(17) 0.0258(14) 0.0109(13) 0.0072(13) -0.0006(14) C5 0.0312(15) 0.0349(17) 0.0246(14) 0.0088(12) 0.0032(11) 0.0068(12) C6 0.0260(13) 0.0257(14) 0.0209(13) 0.0008(11) 0.0056(10) 0.0038(11) C7 0.0273(14) 0.0411(18) 0.0318(15) 0.0048(14) 0.0094(12) -0.0001(13) C8 0.0372(18) 0.060(2) 0.072(3) 0.002(2) 0.0275(17) 0.0085(17) C9 0.0369(18) 0.053(2) 0.071(2) -0.009(2) 0.0127(17) -0.0120(17) C10 0.0286(14) 0.0391(17) 0.0255(14) -0.0030(13) 0.0037(11) 0.0009(13) C11 0.045(2) 0.092(3) 0.073(3) -0.036(3) -0.0163(19) 0.037(2) C12 0.0380(18) 0.068(3) 0.063(2) -0.003(2) -0.0050(17) -0.0168(19) C13 0.053(4) 0.001(3) 0.025(4) 0.000(3) 0.014(3) 0.008(3) C14 0.055(4) 0.025(3) 0.017(3) -0.001(3) 0.012(3) 0.008(3) Si1 0.0410(10) 0.0134(12) 0.0189(12) -0.0013(9) 0.0084(8) 0.0037(8) _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 N1 C1 1.436(3) . ? N1 C14 1.508(6) 7_565 ? N1 C13 1.586(6) . ? N1 Si1 1.624(3) 7_565 ? N1 Si1 1.658(3) . ? C1 C6 1.401(4) . ? C1 C2 1.403(4) . ? C2 C3 1.394(4) . ? C2 C10 1.521(4) . ? C3 C4 1.380(4) . ? C3 H3 0.9300 . ? C4 C5 1.380(4) . ? C4 H4 0.9300 . ? C5 C6 1.390(4) . ? C5 H5 0.9300 . ? C6 C7 1.523(4) . ? C7 C9 1.515(5) . ? C7 C8 1.530(4) . ? C7 H7 0.9800 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 C11 1.526(5) . ? C10 C12 1.527(5) . ? C10 H10 0.9800 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 Si1 0.698(6) 7_565 ? C13 C14 1.358(9) . ? C13 H13 0.961(10) . ? C14 Si1 0.838(7) 7_565 ? C14 N1 1.508(6) 7_565 ? C14 H14 0.962(10) . ? Si1 C13 0.698(6) 7_565 ? Si1 C14 0.838(7) 7_565 ? Si1 N1 1.624(3) 7_565 ? Si1 Si1 2.224(4) 7_565 ? 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 C1 N1 C14 108.8(4) . 7_565 ? C1 N1 C13 111.0(4) . . ? C14 N1 C13 140.2(4) 7_565 . ? C1 N1 Si1 136.0(2) . 7_565 ? C14 N1 Si1 115.2(3) 7_565 7_565 ? C13 N1 Si1 25.1(2) . 7_565 ? C1 N1 Si1 138.5(2) . . ? C14 N1 Si1 30.2(3) 7_565 . ? C13 N1 Si1 110.1(3) . . ? Si1 N1 Si1 85.33(16) 7_565 . ? C6 C1 C2 121.6(2) . . ? C6 C1 N1 118.9(2) . . ? C2 C1 N1 119.5(2) . . ? C3 C2 C1 117.9(2) . . ? C3 C2 C10 120.2(2) . . ? C1 C2 C10 121.8(2) . . ? C4 C3 C2 121.2(3) . . ? C4 C3 H3 119.4 . . ? C2 C3 H3 119.4 . . ? C5 C4 C3 120.0(3) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C4 C5 C6 121.2(3) . . ? C4 C5 H5 119.4 . . ? C6 C5 H5 119.4 . . ? C5 C6 C1 118.2(2) . . ? C5 C6 C7 119.6(2) . . ? C1 C6 C7 122.2(2) . . ? C9 C7 C6 111.5(2) . . ? C9 C7 C8 110.8(3) . . ? C6 C7 C8 111.3(3) . . ? C9 C7 H7 107.7 . . ? C6 C7 H7 107.7 . . ? C8 C7 H7 107.7 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C2 C10 C11 109.8(2) . . ? C2 C10 C12 112.6(3) . . ? C11 C10 C12 110.7(3) . . ? C2 C10 H10 107.8 . . ? C11 C10 H10 107.8 . . ? C12 C10 H10 107.8 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? Si1 C13 C14 30.7(5) 7_565 . ? Si1 C13 N1 80.5(6) 7_565 . ? C14 C13 N1 110.4(6) . . ? Si1 C13 H13 159(3) 7_565 . ? C14 C13 H13 129(3) . . ? N1 C13 H13 121(3) . . ? Si1 C14 C13 25.2(4) 7_565 . ? Si1 C14 N1 84.8(6) 7_565 7_565 ? C13 C14 N1 109.4(6) . 7_565 ? Si1 C14 H14 147(4) 7_565 . ? C13 C14 H14 123(4) . . ? N1 C14 H14 128(4) 7_565 . ? C13 Si1 C14 124.1(8) 7_565 7_565 ? C13 Si1 N1 74.4(6) 7_565 7_565 ? C14 Si1 N1 158.0(5) 7_565 7_565 ? C13 Si1 N1 165.9(6) 7_565 . ? C14 Si1 N1 64.9(5) 7_565 . ? N1 Si1 N1 94.67(16) 7_565 . ? C13 Si1 Si1 121.8(6) 7_565 7_565 ? C14 Si1 Si1 111.2(5) 7_565 7_565 ? N1 Si1 Si1 47.98(12) 7_565 7_565 ? N1 Si1 Si1 46.70(13) . 7_565 ? 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 C14 N1 C1 C6 -84.3(4) 7_565 . . . ? C13 N1 C1 C6 94.1(4) . . . . ? Si1 N1 C1 C6 96.3(3) 7_565 . . . ? Si1 N1 C1 C6 -77.4(4) . . . . ? C14 N1 C1 C2 95.4(4) 7_565 . . . ? C13 N1 C1 C2 -86.2(4) . . . . ? Si1 N1 C1 C2 -84.0(3) 7_565 . . . ? Si1 N1 C1 C2 102.3(3) . . . . ? C6 C1 C2 C3 0.3(4) . . . . ? N1 C1 C2 C3 -179.4(2) . . . . ? C6 C1 C2 C10 177.7(2) . . . . ? N1 C1 C2 C10 -2.0(4) . . . . ? C1 C2 C3 C4 1.4(4) . . . . ? C10 C2 C3 C4 -176.1(3) . . . . ? C2 C3 C4 C5 -1.8(5) . . . . ? C3 C4 C5 C6 0.7(5) . . . . ? C4 C5 C6 C1 0.9(4) . . . . ? C4 C5 C6 C7 -179.4(3) . . . . ? C2 C1 C6 C5 -1.4(4) . . . . ? N1 C1 C6 C5 178.3(2) . . . . ? C2 C1 C6 C7 179.0(3) . . . . ? N1 C1 C6 C7 -1.3(4) . . . . ? C5 C6 C7 C9 -73.0(4) . . . . ? C1 C6 C7 C9 106.7(3) . . . . ? C5 C6 C7 C8 51.3(4) . . . . ? C1 C6 C7 C8 -129.1(3) . . . . ? C3 C2 C10 C11 82.0(4) . . . . ? C1 C2 C10 C11 -95.4(4) . . . . ? C3 C2 C10 C12 -41.9(4) . . . . ? C1 C2 C10 C12 140.7(3) . . . . ? C1 N1 C13 Si1 176.4(5) . . . 7_565 ? C14 N1 C13 Si1 -5.9(10) 7_565 . . 7_565 ? Si1 N1 C13 Si1 -9.6(7) . . . 7_565 ? C1 N1 C13 C14 -176.4(5) . . . . ? C14 N1 C13 C14 1.3(11) 7_565 . . . ? Si1 N1 C13 C14 7.2(4) 7_565 . . . ? Si1 N1 C13 C14 -2.4(6) . . . . ? N1 C13 C14 Si1 -14.0(7) . . . 7_565 ? Si1 C13 C14 N1 13.1(9) 7_565 . . 7_565 ? N1 C13 C14 N1 -0.9(7) . . . 7_565 ? C1 N1 Si1 C13 -146(3) . . . 7_565 ? C14 N1 Si1 C13 -133(3) 7_565 . . 7_565 ? C13 N1 Si1 C13 43(3) . . . 7_565 ? Si1 N1 Si1 C13 39(3) 7_565 . . 7_565 ? C1 N1 Si1 C14 -13.1(6) . . . 7_565 ? C13 N1 Si1 C14 175.3(6) . . . 7_565 ? Si1 N1 Si1 C14 171.3(5) 7_565 . . 7_565 ? C1 N1 Si1 N1 175.6(3) . . . 7_565 ? C14 N1 Si1 N1 -171.3(5) 7_565 . . 7_565 ? C13 N1 Si1 N1 4.1(3) . . . 7_565 ? Si1 N1 Si1 N1 0.0 7_565 . . 7_565 ? C1 N1 Si1 Si1 175.6(3) . . . 7_565 ? C14 N1 Si1 Si1 -171.3(5) 7_565 . . 7_565 ? C13 N1 Si1 Si1 4.1(3) . . . 7_565 ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.376 _refine_diff_density_min -0.239 _refine_diff_density_rms 0.050 # Attachment 'r81220a.cif' data_r81220a _database_code_depnum_ccdc_archive 'CCDC 719927' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C67 H92 N4 Ni Si2' _chemical_formula_weight 1068.34 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 13.558(3) _cell_length_b 18.331(4) _cell_length_c 24.290(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6037(2) _cell_formula_units_Z 4 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 3728 _cell_measurement_theta_min 2.3 _cell_measurement_theta_max 27.9 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.175 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2312 _exptl_absorpt_coefficient_mu 0.404 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9236 _exptl_absorpt_correction_T_max 0.9607 _exptl_absorpt_process_details CrystalClear _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator confocal _diffrn_measurement_device_type 'Rigaku Saturn CCD area detecto' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 7.31 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 38920 _diffrn_reflns_av_R_equivalents 0.1574 _diffrn_reflns_av_sigmaI/netI 0.1029 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 25.02 _reflns_number_total 5323 _reflns_number_gt 3765 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0593P)^2^+0.3653P] 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 5323 _refine_ls_number_parameters 354 _refine_ls_number_restraints 85 _refine_ls_R_factor_all 0.1007 _refine_ls_R_factor_gt 0.0651 _refine_ls_wR_factor_ref 0.1557 _refine_ls_wR_factor_gt 0.1403 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.061 _refine_ls_shift/su_max 0.005 _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 Ni1 Ni 0.5000 0.16523(2) 0.7500 0.01945(11) Uani 1 2 d S . . Si1 Si 0.53205(5) 0.09171(4) 0.68397(3) 0.01967(17) Uani 1 1 d . . . N1 N 0.47175(14) 0.02094(11) 0.64894(8) 0.0202(5) Uani 1 1 d . . . N2 N 0.63771(14) 0.07194(11) 0.64506(8) 0.0209(5) Uani 1 1 d . . . C1 C 0.36752(17) 0.00410(14) 0.64363(10) 0.0221(6) Uani 1 1 d . . . C2 C 0.30867(18) 0.04733(14) 0.60881(10) 0.0255(7) Uani 1 1 d . . . C3 C 0.21118(19) 0.02506(16) 0.59937(11) 0.0326(8) Uani 1 1 d . . . H3A H 0.1716 0.0519 0.5755 0.039 Uiso 1 1 calc R . . C4 C 0.17333(18) -0.03535(15) 0.62456(11) 0.0320(8) Uani 1 1 d . . . H4A H 0.1082 -0.0487 0.6182 0.038 Uiso 1 1 calc R . . C5 C 0.23072(18) -0.07664(15) 0.65932(11) 0.0309(7) Uani 1 1 d . . . H5A H 0.2039 -0.1177 0.6761 0.037 Uiso 1 1 calc R . . C6 C 0.32865(17) -0.05767(14) 0.66981(10) 0.0241(7) Uani 1 1 d . . . C7 C 0.39001(18) -0.10685(13) 0.70692(11) 0.0253(7) Uani 1 1 d . . . H7A H 0.4553 -0.0846 0.7109 0.030 Uiso 1 1 calc R . . C8 C 0.34553(19) -0.11458(16) 0.76413(11) 0.0354(8) Uani 1 1 d . . . H8A H 0.3378 -0.0672 0.7803 0.053 Uiso 1 1 calc R . . H8B H 0.3884 -0.1436 0.7867 0.053 Uiso 1 1 calc R . . H8C H 0.2823 -0.1379 0.7614 0.053 Uiso 1 1 calc R . . C9 C 0.4037(2) -0.18206(15) 0.68029(12) 0.0420(9) Uani 1 1 d . . . H9A H 0.4322 -0.1763 0.6444 0.063 Uiso 1 1 calc R . . H9B H 0.3408 -0.2058 0.6771 0.063 Uiso 1 1 calc R . . H9C H 0.4467 -0.2112 0.7027 0.063 Uiso 1 1 calc R . . C10 C 0.34847(19) 0.11287(15) 0.57734(11) 0.0290(7) Uani 1 1 d . . . H10A H 0.4099 0.1281 0.5952 0.035 Uiso 1 1 calc R . . C11 C 0.3732(2) 0.09139(16) 0.51815(11) 0.0399(8) Uani 1 1 d . . . H11A H 0.4180 0.0509 0.5184 0.060 Uiso 1 1 calc R . . H11B H 0.4033 0.1320 0.4997 0.060 Uiso 1 1 calc R . . H11C H 0.3138 0.0778 0.4992 0.060 Uiso 1 1 calc R . . C12 C 0.2777(2) 0.17745(16) 0.57863(12) 0.0389(8) Uani 1 1 d . . . H12A H 0.2636 0.1901 0.6162 0.058 Uiso 1 1 calc R . . H12B H 0.2176 0.1645 0.5602 0.058 Uiso 1 1 calc R . . H12C H 0.3075 0.2184 0.5604 0.058 Uiso 1 1 calc R . . C13 C 0.53503(17) -0.01647(14) 0.61252(10) 0.0236(7) Uani 1 1 d . . . H13A H 0.5157 -0.0569 0.5921 0.028 Uiso 1 1 calc R . . C14 C 0.62521(18) 0.01198(13) 0.61044(10) 0.0249(7) Uani 1 1 d . . . H14A H 0.6751 -0.0063 0.5881 0.030 Uiso 1 1 calc R . . C15 C 0.71941(17) 0.12099(14) 0.63348(10) 0.0231(7) Uani 1 1 d . . . C16 C 0.71638(17) 0.16214(14) 0.58479(11) 0.0248(7) Uani 1 1 d . . . C17 C 0.79422(19) 0.21062(15) 0.57432(11) 0.0335(8) Uani 1 1 d . . . H17A H 0.7930 0.2392 0.5427 0.040 Uiso 1 1 calc R . . C18 C 0.8725(2) 0.21658(16) 0.61028(11) 0.0384(8) Uani 1 1 d . . . H18A H 0.9238 0.2488 0.6028 0.046 Uiso 1 1 calc R . . C19 C 0.87465(19) 0.17457(15) 0.65747(11) 0.0327(8) Uani 1 1 d . . . H19A H 0.9280 0.1788 0.6813 0.039 Uiso 1 1 calc R . . C20 C 0.79869(18) 0.12586(14) 0.67028(10) 0.0243(7) Uani 1 1 d . . . C21 C 0.80670(18) 0.07840(14) 0.72095(11) 0.0266(7) Uani 1 1 d . . . H21A H 0.7400 0.0618 0.7302 0.032 Uiso 1 1 calc R . . C22 C 0.8476(2) 0.11808(16) 0.77115(11) 0.0366(8) Uani 1 1 d . . . H22A H 0.8075 0.1600 0.7789 0.055 Uiso 1 1 calc R . . H22B H 0.9140 0.1334 0.7639 0.055 Uiso 1 1 calc R . . H22C H 0.8470 0.0858 0.8023 0.055 Uiso 1 1 calc R . . C23 C 0.8686(2) 0.01070(16) 0.70830(12) 0.0401(9) Uani 1 1 d . . . H23A H 0.8415 -0.0141 0.6770 0.060 Uiso 1 1 calc R . . H23B H 0.8680 -0.0214 0.7395 0.060 Uiso 1 1 calc R . . H23C H 0.9352 0.0251 0.7004 0.060 Uiso 1 1 calc R . . C24 C 0.63391(19) 0.15671(15) 0.54270(11) 0.0310(7) Uani 1 1 d . . . H24A H 0.5850 0.1222 0.5569 0.037 Uiso 1 1 calc R . . C25 C 0.5817(2) 0.22905(17) 0.53286(12) 0.0453(9) Uani 1 1 d . . . H25A H 0.5567 0.2474 0.5671 0.068 Uiso 1 1 calc R . . H25B H 0.5281 0.2219 0.5076 0.068 Uiso 1 1 calc R . . H25C H 0.6275 0.2635 0.5176 0.068 Uiso 1 1 calc R . . C26 C 0.6731(2) 0.12632(18) 0.48815(11) 0.0434(9) Uani 1 1 d . . . H26A H 0.7052 0.0804 0.4947 0.065 Uiso 1 1 calc R . . H26B H 0.7195 0.1601 0.4726 0.065 Uiso 1 1 calc R . . H26C H 0.6193 0.1194 0.4630 0.065 Uiso 1 1 calc R . . C27 C 0.61818(17) 0.24002(13) 0.73753(10) 0.0225(7) Uani 1 1 d . . . H27B H 0.6603 0.2016 0.7291 0.027 Uiso 1 1 calc R . . C28 C 0.58957(18) 0.29006(14) 0.69102(11) 0.0284(7) Uani 1 1 d . . . H28A H 0.6100 0.2680 0.6565 0.034 Uiso 1 1 calc R . . H28B H 0.6252 0.3356 0.6950 0.034 Uiso 1 1 calc R . . C29 C 0.47890(18) 0.30675(15) 0.68801(11) 0.0296(7) Uani 1 1 d . . . H29A H 0.4658 0.3505 0.7093 0.036 Uiso 1 1 calc R . . H29B H 0.4618 0.3170 0.6500 0.036 Uiso 1 1 calc R . . C30 C 0.41234(18) 0.24613(14) 0.70895(11) 0.0256(7) Uani 1 1 d . . . H30A H 0.3911 0.2111 0.6839 0.031 Uiso 1 1 calc R . . C31 C 0.8961(4) 0.9259(4) 0.5670(2) 0.0529(19) Uani 0.50 1 d PDU A -1 H31A H 0.9107 0.8753 0.5611 0.079 Uiso 0.50 1 d PR A -1 H31B H 0.9120 0.9388 0.6043 0.079 Uiso 0.50 1 d PR A -1 H31C H 0.8272 0.9344 0.5606 0.079 Uiso 0.50 1 d PR A -1 C32 C 0.9571(2) 0.97099(16) 0.52789(12) 0.0335(14) Uani 0.50 1 d PGDU A -1 C33 C 1.0211(2) 0.93736(18) 0.49108(14) 0.0324(14) Uani 0.50 1 d PGU A -1 H33A H 1.0272 0.8852 0.4908 0.039 Uiso 0.50 1 d PR A -1 C34 C 1.0763(3) 0.9793(3) 0.45467(15) 0.0423(15) Uani 0.50 1 d PGU A -1 H34A H 1.1205 0.9561 0.4292 0.051 Uiso 0.50 1 d PR A -1 C35 C 1.0675(3) 1.0548(3) 0.45507(17) 0.0450(16) Uani 0.50 1 d PGU A -1 H35A H 1.1056 1.0838 0.4299 0.054 Uiso 0.50 1 d PR A -1 C36 C 1.0035(3) 1.08845(17) 0.49188(19) 0.0476(16) Uani 0.50 1 d PGU A -1 H36A H 0.9974 1.1406 0.4921 0.057 Uiso 0.50 1 d PR A -1 C37 C 0.9483(3) 1.04653(16) 0.52829(15) 0.0348(15) Uani 0.50 1 d PGU A -1 H37A H 0.9041 1.0698 0.5537 0.042 Uiso 0.50 1 d PR A -1 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 Ni1 0.0211(2) 0.0155(2) 0.0218(3) 0.000 -0.00049(19) 0.000 Si1 0.0215(3) 0.0172(3) 0.0203(4) 0.0006(3) -0.0001(3) -0.0007(3) N1 0.0162(10) 0.0200(11) 0.0245(12) 0.0002(9) -0.0018(9) -0.0010(8) N2 0.0216(10) 0.0198(11) 0.0214(12) -0.0006(9) 0.0027(9) -0.0032(8) C1 0.0160(12) 0.0262(13) 0.0241(15) -0.0004(12) 0.0001(10) -0.0024(10) C2 0.0264(13) 0.0262(14) 0.0239(15) -0.0026(12) -0.0014(11) 0.0039(11) C3 0.0265(14) 0.0395(17) 0.0319(17) -0.0013(13) -0.0093(12) 0.0082(12) C4 0.0185(13) 0.0435(17) 0.0340(17) -0.0052(14) -0.0080(12) -0.0018(12) C5 0.0261(14) 0.0296(15) 0.0369(17) -0.0040(13) 0.0014(12) -0.0071(12) C6 0.0184(12) 0.0252(14) 0.0285(16) -0.0058(12) -0.0052(11) 0.0000(10) C7 0.0213(13) 0.0189(13) 0.0355(16) 0.0024(12) -0.0003(11) -0.0025(10) C8 0.0259(14) 0.0348(16) 0.0456(19) 0.0095(14) 0.0010(13) 0.0003(12) C9 0.0437(17) 0.0289(16) 0.053(2) -0.0049(15) -0.0058(15) 0.0038(13) C10 0.0332(14) 0.0304(15) 0.0235(15) 0.0027(12) -0.0032(12) 0.0022(11) C11 0.0536(18) 0.0346(17) 0.0317(17) 0.0053(14) 0.0017(14) 0.0019(14) C12 0.0502(18) 0.0336(17) 0.0330(18) 0.0034(14) -0.0100(14) 0.0090(13) C13 0.0222(12) 0.0229(13) 0.0257(15) -0.0068(12) 0.0013(11) -0.0017(10) C14 0.0266(13) 0.0217(13) 0.0264(15) -0.0060(12) 0.0034(11) 0.0004(11) C15 0.0219(13) 0.0233(13) 0.0242(15) -0.0038(12) 0.0048(11) -0.0029(10) C16 0.0232(13) 0.0247(14) 0.0264(15) -0.0032(12) 0.0022(11) -0.0008(11) C17 0.0404(16) 0.0334(16) 0.0267(16) 0.0047(13) 0.0058(13) -0.0114(13) C18 0.0380(16) 0.0392(17) 0.0378(18) 0.0035(14) 0.0074(14) -0.0161(13) C19 0.0295(14) 0.0366(17) 0.0319(17) 0.0034(13) -0.0042(12) -0.0112(12) C20 0.0269(13) 0.0241(14) 0.0220(15) -0.0012(12) 0.0027(11) -0.0032(11) C21 0.0169(12) 0.0306(15) 0.0324(16) 0.0015(13) -0.0009(11) -0.0041(11) C22 0.0322(16) 0.0432(18) 0.0345(17) -0.0014(15) -0.0046(13) 0.0019(13) C23 0.0474(18) 0.0313(17) 0.0416(19) 0.0000(14) -0.0026(15) 0.0002(14) C24 0.0348(15) 0.0336(16) 0.0247(16) 0.0034(13) -0.0004(12) -0.0064(12) C25 0.0465(18) 0.0440(19) 0.0453(19) 0.0078(16) -0.0129(15) 0.0035(15) C26 0.0542(19) 0.0474(19) 0.0286(17) -0.0026(15) -0.0024(15) -0.0103(15) C27 0.0220(13) 0.0146(12) 0.0309(16) -0.0011(11) -0.0023(11) -0.0006(10) C28 0.0304(14) 0.0219(14) 0.0329(16) 0.0027(12) 0.0000(12) -0.0031(11) C29 0.0295(15) 0.0252(14) 0.0342(16) 0.0059(13) 0.0019(12) 0.0039(11) C30 0.0244(13) 0.0200(13) 0.0325(16) 0.0011(12) -0.0022(12) 0.0049(10) C31 0.046(3) 0.062(4) 0.051(4) -0.005(3) -0.004(3) -0.002(3) C32 0.033(2) 0.041(3) 0.026(3) 0.003(2) -0.007(2) -0.003(2) C33 0.028(3) 0.042(3) 0.027(3) -0.006(2) 0.001(2) 0.006(2) C34 0.040(3) 0.052(3) 0.034(3) -0.005(3) -0.002(2) 0.008(2) C35 0.041(3) 0.053(3) 0.041(3) 0.008(3) -0.004(3) -0.007(3) C36 0.048(3) 0.048(3) 0.047(3) 0.007(3) -0.006(3) -0.006(3) C37 0.039(3) 0.033(3) 0.033(3) 0.002(2) -0.001(2) 0.000(2) _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 Ni1 C27 2.130(2) . ? Ni1 C27 2.130(2) 3_656 ? Ni1 Si1 2.1395(8) . ? Ni1 Si1 2.1395(8) 3_656 ? Ni1 C30 2.146(2) . ? Ni1 C30 2.146(2) 3_656 ? Si1 N1 1.754(2) . ? Si1 N2 1.754(2) . ? N1 C13 1.410(3) . ? N1 C1 1.452(3) . ? N2 C14 1.394(3) . ? N2 C15 1.454(3) . ? C1 C6 1.401(3) . ? C1 C2 1.407(3) . ? C2 C3 1.402(3) . ? C2 C10 1.523(4) . ? C3 C4 1.365(4) . ? C3 H3A 0.9300 . ? C4 C5 1.375(4) . ? C4 H4A 0.9300 . ? C5 C6 1.396(3) . ? C5 H5A 0.9300 . ? C6 C7 1.522(3) . ? C7 C8 1.521(4) . ? C7 C9 1.534(4) . ? C7 H7A 0.9800 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 C12 1.524(4) . ? C10 C11 1.528(4) . ? C10 H10A 0.9800 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 C14 1.330(3) . ? C13 H13A 0.9300 . ? C14 H14A 0.9300 . ? C15 C20 1.401(3) . ? C15 C16 1.404(4) . ? C16 C17 1.403(4) . ? C16 C24 1.518(3) . ? C17 C18 1.379(4) . ? C17 H17A 0.9300 . ? C18 C19 1.381(4) . ? C18 H18A 0.9300 . ? C19 C20 1.398(4) . ? C19 H19A 0.9300 . ? C20 C21 1.511(4) . ? C21 C22 1.524(4) . ? C21 C23 1.529(4) . ? C21 H21A 0.9800 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 C25 1.522(4) . ? C24 C26 1.533(4) . ? C24 H24A 0.9800 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 C30 1.369(3) 3_656 ? C27 C28 1.506(3) . ? C27 H27B 0.9300 . ? C28 C29 1.533(3) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C30 1.519(3) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 C27 1.369(3) 3_656 ? C30 H30A 0.9300 . ? C31 C32 1.508(6) . ? C31 H31A 0.9600 . ? C31 H31B 0.9601 . ? C31 H31C 0.9600 . ? C32 C33 1.3900 . ? C32 C37 1.3900 . ? C33 C34 1.3900 . ? C33 H33A 0.9601 . ? C34 C35 1.3900 . ? C34 H34A 0.9601 . ? C35 C36 1.3900 . ? C35 H35A 0.9600 . ? C36 C37 1.3900 . ? C36 H36A 0.9600 . ? C37 H37A 0.9600 . ? 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 C27 Ni1 C27 99.89(13) . 3_656 ? C27 Ni1 Si1 98.40(7) . . ? C27 Ni1 Si1 131.66(7) 3_656 . ? C27 Ni1 Si1 131.66(7) . 3_656 ? C27 Ni1 Si1 98.40(7) 3_656 3_656 ? Si1 Ni1 Si1 101.91(4) . 3_656 ? C27 Ni1 C30 84.59(9) . . ? C27 Ni1 C30 37.34(9) 3_656 . ? Si1 Ni1 C30 101.51(7) . . ? Si1 Ni1 C30 132.15(7) 3_656 . ? C27 Ni1 C30 37.34(9) . 3_656 ? C27 Ni1 C30 84.59(9) 3_656 3_656 ? Si1 Ni1 C30 132.15(7) . 3_656 ? Si1 Ni1 C30 101.50(7) 3_656 3_656 ? C30 Ni1 C30 92.58(14) . 3_656 ? N1 Si1 N2 88.08(10) . . ? N1 Si1 Ni1 137.31(7) . . ? N2 Si1 Ni1 134.42(7) . . ? C13 N1 C1 115.7(2) . . ? C13 N1 Si1 112.36(15) . . ? C1 N1 Si1 130.84(16) . . ? C14 N2 C15 117.61(19) . . ? C14 N2 Si1 112.86(16) . . ? C15 N2 Si1 126.76(17) . . ? C6 C1 C2 121.0(2) . . ? C6 C1 N1 119.8(2) . . ? C2 C1 N1 119.0(2) . . ? C3 C2 C1 118.0(2) . . ? C3 C2 C10 118.8(2) . . ? C1 C2 C10 123.0(2) . . ? C4 C3 C2 121.1(2) . . ? C4 C3 H3A 119.4 . . ? C2 C3 H3A 119.4 . . ? C3 C4 C5 120.6(2) . . ? C3 C4 H4A 119.7 . . ? C5 C4 H4A 119.7 . . ? C4 C5 C6 120.9(3) . . ? C4 C5 H5A 119.6 . . ? C6 C5 H5A 119.6 . . ? C5 C6 C1 118.4(2) . . ? C5 C6 C7 118.7(2) . . ? C1 C6 C7 122.8(2) . . ? C8 C7 C6 112.3(2) . . ? C8 C7 C9 110.4(2) . . ? C6 C7 C9 110.4(2) . . ? C8 C7 H7A 107.8 . . ? C6 C7 H7A 107.8 . . ? C9 C7 H7A 107.8 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C2 C10 C12 112.3(2) . . ? C2 C10 C11 110.3(2) . . ? C12 C10 C11 111.0(2) . . ? C2 C10 H10A 107.7 . . ? C12 C10 H10A 107.7 . . ? C11 C10 H10A 107.7 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 N1 113.1(2) . . ? C14 C13 H13A 123.4 . . ? N1 C13 H13A 123.4 . . ? C13 C14 N2 113.4(2) . . ? C13 C14 H14A 123.3 . . ? N2 C14 H14A 123.3 . . ? C20 C15 C16 121.7(2) . . ? C20 C15 N2 120.0(2) . . ? C16 C15 N2 118.2(2) . . ? C17 C16 C15 118.1(2) . . ? C17 C16 C24 118.3(2) . . ? C15 C16 C24 123.6(2) . . ? C18 C17 C16 121.0(3) . . ? C18 C17 H17A 119.5 . . ? C16 C17 H17A 119.5 . . ? C17 C18 C19 119.8(3) . . ? C17 C18 H18A 120.1 . . ? C19 C18 H18A 120.1 . . ? C18 C19 C20 121.7(3) . . ? C18 C19 H19A 119.2 . . ? C20 C19 H19A 119.2 . . ? C19 C20 C15 117.6(2) . . ? C19 C20 C21 119.7(2) . . ? C15 C20 C21 122.6(2) . . ? C20 C21 C22 113.8(2) . . ? C20 C21 C23 110.1(2) . . ? C22 C21 C23 110.4(2) . . ? C20 C21 H21A 107.5 . . ? C22 C21 H21A 107.5 . . ? C23 C21 H21A 107.5 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C16 C24 C25 113.0(2) . . ? C16 C24 C26 110.5(2) . . ? C25 C24 C26 110.0(2) . . ? C16 C24 H24A 107.7 . . ? C25 C24 H24A 107.7 . . ? C26 C24 H24A 107.7 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C30 C27 C28 125.8(2) 3_656 . ? C30 C27 Ni1 71.96(14) 3_656 . ? C28 C27 Ni1 107.75(15) . . ? C30 C27 H27B 117.1 3_656 . ? C28 C27 H27B 117.1 . . ? Ni1 C27 H27B 90.3 . . ? C27 C28 C29 114.2(2) . . ? C27 C28 H28A 108.7 . . ? C29 C28 H28A 108.7 . . ? C27 C28 H28B 108.7 . . ? C29 C28 H28B 108.7 . . ? H28A C28 H28B 107.6 . . ? C30 C29 C28 114.8(2) . . ? C30 C29 H29A 108.6 . . ? C28 C29 H29A 108.6 . . ? C30 C29 H29B 108.6 . . ? C28 C29 H29B 108.6 . . ? H29A C29 H29B 107.5 . . ? C27 C30 C29 123.9(2) 3_656 . ? C27 C30 Ni1 70.71(14) 3_656 . ? C29 C30 Ni1 109.39(16) . . ? C27 C30 H30A 118.1 3_656 . ? C29 C30 H30A 118.1 . . ? Ni1 C30 H30A 89.9 . . ? C32 C31 H31A 108.7 . . ? C32 C31 H31B 109.7 . . ? H31A C31 H31B 109.5 . . ? C32 C31 H31C 110.0 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C33 C32 C37 120.0 . . ? C33 C32 C31 120.4(3) . . ? C37 C32 C31 119.6(3) . . ? C34 C33 C32 120.0 . . ? C34 C33 H33A 120.0 . . ? C32 C33 H33A 120.0 . . ? C33 C34 C35 120.0 . . ? C33 C34 H34A 120.0 . . ? C35 C34 H34A 120.0 . . ? C34 C35 C36 120.0 . . ? C34 C35 H35A 120.0 . . ? C36 C35 H35A 120.0 . . ? C37 C36 C35 120.0 . . ? C37 C36 H36A 120.0 . . ? C35 C36 H36A 120.0 . . ? C36 C37 C32 120.0 . . ? C36 C37 H37A 120.0 . . ? C32 C37 H37A 120.0 . . ? 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 C27 Ni1 Si1 N1 -165.83(13) . . . . ? C27 Ni1 Si1 N1 -54.50(15) 3_656 . . . ? Si1 Ni1 Si1 N1 58.30(11) 3_656 . . . ? C30 Ni1 Si1 N1 -79.68(13) . . . . ? C30 Ni1 Si1 N1 176.06(14) 3_656 . . . ? C27 Ni1 Si1 N2 20.89(12) . . . . ? C27 Ni1 Si1 N2 132.22(13) 3_656 . . . ? Si1 Ni1 Si1 N2 -114.99(11) 3_656 . . . ? C30 Ni1 Si1 N2 107.03(12) . . . . ? C30 Ni1 Si1 N2 2.78(15) 3_656 . . . ? N2 Si1 N1 C13 3.53(17) . . . . ? Ni1 Si1 N1 C13 -171.68(13) . . . . ? N2 Si1 N1 C1 -163.5(2) . . . . ? Ni1 Si1 N1 C1 21.3(3) . . . . ? N1 Si1 N2 C14 -3.22(17) . . . . ? Ni1 Si1 N2 C14 172.23(13) . . . . ? N1 Si1 N2 C15 157.3(2) . . . . ? Ni1 Si1 N2 C15 -27.2(2) . . . . ? C13 N1 C1 C6 83.0(3) . . . . ? Si1 N1 C1 C6 -110.3(3) . . . . ? C13 N1 C1 C2 -92.3(3) . . . . ? Si1 N1 C1 C2 74.4(3) . . . . ? C6 C1 C2 C3 -2.5(4) . . . . ? N1 C1 C2 C3 172.8(2) . . . . ? C6 C1 C2 C10 -177.1(2) . . . . ? N1 C1 C2 C10 -1.8(4) . . . . ? C1 C2 C3 C4 2.1(4) . . . . ? C10 C2 C3 C4 176.9(2) . . . . ? C2 C3 C4 C5 -1.0(4) . . . . ? C3 C4 C5 C6 0.2(4) . . . . ? C4 C5 C6 C1 -0.6(4) . . . . ? C4 C5 C6 C7 -177.7(2) . . . . ? C2 C1 C6 C5 1.8(4) . . . . ? N1 C1 C6 C5 -173.4(2) . . . . ? C2 C1 C6 C7 178.8(2) . . . . ? N1 C1 C6 C7 3.5(4) . . . . ? C5 C6 C7 C8 -59.2(3) . . . . ? C1 C6 C7 C8 123.8(3) . . . . ? C5 C6 C7 C9 64.6(3) . . . . ? C1 C6 C7 C9 -112.4(3) . . . . ? C3 C2 C10 C12 47.6(3) . . . . ? C1 C2 C10 C12 -137.9(3) . . . . ? C3 C2 C10 C11 -76.7(3) . . . . ? C1 C2 C10 C11 97.8(3) . . . . ? C1 N1 C13 C14 166.0(2) . . . . ? Si1 N1 C13 C14 -3.1(3) . . . . ? N1 C13 C14 N2 0.6(3) . . . . ? C15 N2 C14 C13 -160.3(2) . . . . ? Si1 N2 C14 C13 2.2(3) . . . . ? C14 N2 C15 C20 -112.7(3) . . . . ? Si1 N2 C15 C20 87.5(3) . . . . ? C14 N2 C15 C16 66.8(3) . . . . ? Si1 N2 C15 C16 -92.9(3) . . . . ? C20 C15 C16 C17 -1.9(4) . . . . ? N2 C15 C16 C17 178.6(2) . . . . ? C20 C15 C16 C24 177.7(2) . . . . ? N2 C15 C16 C24 -1.8(4) . . . . ? C15 C16 C17 C18 1.3(4) . . . . ? C24 C16 C17 C18 -178.3(3) . . . . ? C16 C17 C18 C19 -0.2(4) . . . . ? C17 C18 C19 C20 -0.4(4) . . . . ? C18 C19 C20 C15 -0.1(4) . . . . ? C18 C19 C20 C21 177.0(3) . . . . ? C16 C15 C20 C19 1.3(4) . . . . ? N2 C15 C20 C19 -179.2(2) . . . . ? C16 C15 C20 C21 -175.8(2) . . . . ? N2 C15 C20 C21 3.7(4) . . . . ? C19 C20 C21 C22 41.6(3) . . . . ? C15 C20 C21 C22 -141.4(2) . . . . ? C19 C20 C21 C23 -82.9(3) . . . . ? C15 C20 C21 C23 94.1(3) . . . . ? C17 C16 C24 C25 -59.1(3) . . . . ? C15 C16 C24 C25 121.3(3) . . . . ? C17 C16 C24 C26 64.6(3) . . . . ? C15 C16 C24 C26 -115.0(3) . . . . ? C27 Ni1 C27 C30 67.27(14) 3_656 . . 3_656 ? Si1 Ni1 C27 C30 -157.67(14) . . . 3_656 ? Si1 Ni1 C27 C30 -43.43(18) 3_656 . . 3_656 ? C30 Ni1 C27 C30 101.46(18) . . . 3_656 ? C27 Ni1 C27 C28 -55.50(14) 3_656 . . . ? Si1 Ni1 C27 C28 79.56(16) . . . . ? Si1 Ni1 C27 C28 -166.21(12) 3_656 . . . ? C30 Ni1 C27 C28 -21.32(17) . . . . ? C30 Ni1 C27 C28 -122.8(2) 3_656 . . . ? C30 C27 C28 C29 -46.8(3) 3_656 . . . ? Ni1 C27 C28 C29 33.4(3) . . . . ? C27 C28 C29 C30 -30.3(3) . . . . ? C28 C29 C30 C27 90.0(3) . . . 3_656 ? C28 C29 C30 Ni1 10.7(3) . . . . ? C27 Ni1 C30 C27 -114.12(17) . . . 3_656 ? Si1 Ni1 C30 C27 148.39(13) . . . 3_656 ? Si1 Ni1 C30 C27 30.46(18) 3_656 . . 3_656 ? C30 Ni1 C30 C27 -77.60(15) 3_656 . . 3_656 ? C27 Ni1 C30 C29 6.07(18) . . . . ? C27 Ni1 C30 C29 120.2(2) 3_656 . . . ? Si1 Ni1 C30 C29 -91.42(17) . . . . ? Si1 Ni1 C30 C29 150.65(14) 3_656 . . . ? C30 Ni1 C30 C29 42.58(14) 3_656 . . . ? C37 C32 C33 C34 0.0 . . . . ? C31 C32 C33 C34 179.2(3) . . . . ? C32 C33 C34 C35 0.0 . . . . ? C33 C34 C35 C36 0.0 . . . . ? C34 C35 C36 C37 0.0 . . . . ? C35 C36 C37 C32 0.0 . . . . ? C33 C32 C37 C36 0.0 . . . . ? C31 C32 C37 C36 -179.2(3) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.598 _refine_diff_density_min -0.500 _refine_diff_density_rms 0.072 # Attachment 'r90106c.cif' data_r90106c _database_code_depnum_ccdc_archive 'CCDC 719928' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H24 N2 Si' _chemical_formula_weight 320.50 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 P2(1)/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 8.2595(17) _cell_length_b 13.842(3) _cell_length_c 16.171(3) _cell_angle_alpha 90.00 _cell_angle_beta 97.06(3) _cell_angle_gamma 90.00 _cell_volume 1834.9(6) _cell_formula_units_Z 4 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 3463 _cell_measurement_theta_min 1.943 _cell_measurement_theta_max 27.868 _exptl_crystal_description sheet _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.160 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 688 _exptl_absorpt_coefficient_mu 0.130 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.9746 _exptl_absorpt_correction_T_max 0.9897 _exptl_absorpt_process_details crystalclear _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator confocal _diffrn_measurement_device_type 'rigaku saturn' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 13920 _diffrn_reflns_av_R_equivalents 0.0642 _diffrn_reflns_av_sigmaI/netI 0.0561 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.94 _diffrn_reflns_theta_max 25.02 _reflns_number_total 3234 _reflns_number_gt 2412 _reflns_threshold_expression >2sigma(I) _computing_data_collection crystalclear _computing_cell_refinement crystalclear _computing_data_reduction crystalclear _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0912P)^2^+0.2899P] 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 3234 _refine_ls_number_parameters 214 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0886 _refine_ls_R_factor_gt 0.0631 _refine_ls_wR_factor_ref 0.1694 _refine_ls_wR_factor_gt 0.1539 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _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 0.78801(12) 0.06976(5) 0.03658(5) 0.0478(3) Uani 1 1 d . . . N1 N 0.8798(3) 0.15271(14) 0.10945(12) 0.0299(5) Uani 1 1 d . . . N2 N 0.7514(3) 0.16609(14) -0.03258(12) 0.0320(6) Uani 1 1 d . . . C1 C 0.9549(3) 0.12984(17) 0.19236(14) 0.0261(6) Uani 1 1 d . . . C2 C 0.8571(3) 0.10912(17) 0.25430(15) 0.0266(6) Uani 1 1 d . . . C3 C 0.9329(3) 0.08405(17) 0.33339(15) 0.0288(6) Uani 1 1 d . . . H3 H 0.8689 0.0681 0.3749 0.035 Uiso 1 1 calc R . . C4 C 1.1014(3) 0.08231(17) 0.35154(15) 0.0289(6) Uani 1 1 d . . . C5 C 1.1943(3) 0.10519(18) 0.28925(15) 0.0300(6) Uani 1 1 d . . . H5 H 1.3073 0.1059 0.3015 0.036 Uiso 1 1 calc R . . C6 C 1.1253(3) 0.12721(18) 0.20875(15) 0.0292(6) Uani 1 1 d . . . C7 C 1.2320(3) 0.1428(2) 0.14072(16) 0.0414(7) Uani 1 1 d . . . H7A H 1.3418 0.1557 0.1652 0.062 Uiso 1 1 calc R . . H7B H 1.1917 0.1967 0.1070 0.062 Uiso 1 1 calc R . . H7C H 1.2305 0.0859 0.1067 0.062 Uiso 1 1 calc R . . C8 C 0.6737(3) 0.11383(19) 0.23847(17) 0.0355(7) Uani 1 1 d . . . H8A H 0.6416 0.1684 0.2037 0.053 Uiso 1 1 calc R . . H8B H 0.6300 0.1203 0.2905 0.053 Uiso 1 1 calc R . . H8C H 0.6326 0.0557 0.2111 0.053 Uiso 1 1 calc R . . C9 C 1.1796(4) 0.0562(2) 0.43861(16) 0.0423(7) Uani 1 1 d . . . H9A H 1.2961 0.0598 0.4409 0.064 Uiso 1 1 calc R . . H9B H 1.1486 -0.0083 0.4518 0.064 Uiso 1 1 calc R . . H9C H 1.1434 0.1005 0.4781 0.064 Uiso 1 1 calc R . . C10 C 0.8796(3) 0.24674(17) 0.07919(16) 0.0334(7) Uani 1 1 d . . . H10 H 0.9245 0.2989 0.1102 0.040 Uiso 1 1 calc R . . C11 C 0.8079(3) 0.25408(18) 0.00058(16) 0.0357(7) Uani 1 1 d . . . H11 H 0.7971 0.3120 -0.0287 0.043 Uiso 1 1 calc R . . C12 C 0.6683(3) 0.15914(16) -0.11614(15) 0.0269(6) Uani 1 1 d . . . C13 C 0.7575(3) 0.13740(17) -0.18170(15) 0.0286(6) Uani 1 1 d . . . C14 C 0.6704(3) 0.12309(17) -0.26068(15) 0.0304(6) Uani 1 1 d . . . H14 H 0.7274 0.1082 -0.3052 0.036 Uiso 1 1 calc R . . C15 C 0.5029(3) 0.13038(17) -0.27457(15) 0.0274(6) Uani 1 1 d . . . C16 C 0.4188(3) 0.15484(18) -0.20875(15) 0.0300(6) Uani 1 1 d . . . H16 H 0.3060 0.1617 -0.2182 0.036 Uiso 1 1 calc R . . C17 C 0.4984(3) 0.16955(16) -0.12840(15) 0.0289(6) Uani 1 1 d . . . C18 C 0.4036(4) 0.1957(2) -0.05800(17) 0.0414(7) Uani 1 1 d . . . H18A H 0.4127 0.1446 -0.0176 0.062 Uiso 1 1 calc R . . H18B H 0.2909 0.2049 -0.0792 0.062 Uiso 1 1 calc R . . H18C H 0.4465 0.2544 -0.0322 0.062 Uiso 1 1 calc R . . C19 C 0.9399(3) 0.1313(2) -0.16994(18) 0.0418(7) Uani 1 1 d . . . H19A H 0.9851 0.1951 -0.1635 0.063 Uiso 1 1 calc R . . H19B H 0.9764 0.1010 -0.2177 0.063 Uiso 1 1 calc R . . H19C H 0.9751 0.0938 -0.1211 0.063 Uiso 1 1 calc R . . C20 C 0.4142(4) 0.1109(2) -0.36092(16) 0.0416(7) Uani 1 1 d . . . H20A H 0.4517 0.1553 -0.4000 0.062 Uiso 1 1 calc R . . H20B H 0.2990 0.1193 -0.3601 0.062 Uiso 1 1 calc R . . H20C H 0.4357 0.0459 -0.3772 0.062 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 0.0800(7) 0.0259(5) 0.0303(5) 0.0031(3) -0.0222(4) -0.0068(4) N1 0.0401(13) 0.0257(11) 0.0217(11) -0.0001(8) -0.0044(10) -0.0044(9) N2 0.0442(13) 0.0261(12) 0.0229(11) 0.0003(8) -0.0072(10) -0.0036(9) C1 0.0331(15) 0.0226(12) 0.0212(12) -0.0023(9) -0.0024(11) -0.0020(10) C2 0.0284(14) 0.0236(13) 0.0273(13) -0.0036(10) 0.0010(11) 0.0014(10) C3 0.0387(15) 0.0258(13) 0.0233(12) -0.0004(10) 0.0092(11) -0.0017(11) C4 0.0336(15) 0.0309(14) 0.0206(12) -0.0018(10) -0.0032(11) 0.0007(11) C5 0.0275(14) 0.0336(14) 0.0279(13) -0.0059(11) -0.0007(11) -0.0003(11) C6 0.0348(15) 0.0302(14) 0.0229(12) -0.0022(10) 0.0041(11) -0.0033(11) C7 0.0411(17) 0.0520(18) 0.0329(15) -0.0037(13) 0.0116(13) -0.0047(14) C8 0.0322(15) 0.0330(15) 0.0413(16) 0.0016(12) 0.0048(12) -0.0008(11) C9 0.0506(18) 0.0468(17) 0.0269(14) 0.0030(12) -0.0062(13) -0.0004(14) C10 0.0473(17) 0.0228(13) 0.0280(13) 0.0011(10) -0.0031(12) -0.0045(12) C11 0.0496(17) 0.0256(14) 0.0306(14) 0.0017(11) -0.0001(13) -0.0051(12) C12 0.0353(15) 0.0212(12) 0.0223(12) 0.0038(9) -0.0043(11) -0.0028(11) C13 0.0321(14) 0.0232(13) 0.0287(13) 0.0041(10) -0.0027(11) 0.0042(10) C14 0.0397(16) 0.0276(14) 0.0240(13) 0.0016(10) 0.0043(11) 0.0014(11) C15 0.0344(15) 0.0254(13) 0.0213(12) 0.0033(10) -0.0014(11) -0.0003(11) C16 0.0271(14) 0.0306(14) 0.0310(14) 0.0028(11) -0.0020(11) -0.0025(11) C17 0.0355(15) 0.0253(13) 0.0258(13) 0.0002(10) 0.0035(11) -0.0022(11) C18 0.0462(18) 0.0453(17) 0.0342(15) -0.0020(12) 0.0114(13) -0.0035(13) C19 0.0380(17) 0.0425(17) 0.0429(17) -0.0013(13) -0.0032(14) 0.0084(13) C20 0.0523(18) 0.0412(16) 0.0282(14) 0.0000(12) -0.0074(13) 0.0005(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 Si1 N2 1.743(2) . ? Si1 N1 1.750(2) . ? N1 C10 1.390(3) . ? N1 C1 1.442(3) . ? N2 C11 1.388(3) . ? N2 C12 1.442(3) . ? C1 C2 1.392(3) . ? C1 C6 1.400(3) . ? C2 C3 1.397(3) . ? C2 C8 1.506(3) . ? C3 C4 1.387(4) . ? C3 H3 0.9300 . ? C4 C5 1.376(4) . ? C4 C9 1.519(3) . ? C5 C6 1.389(3) . ? C5 H5 0.9300 . ? C6 C7 1.507(4) . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 C11 1.339(3) . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 C13 1.396(4) . ? C12 C17 1.400(4) . ? C13 C14 1.401(3) . ? C13 C19 1.497(4) . ? C14 C15 1.377(4) . ? C14 H14 0.9300 . ? C15 C16 1.383(4) . ? C15 C20 1.519(3) . ? C16 C17 1.397(3) . ? C16 H16 0.9300 . ? C17 C18 1.504(4) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? 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 Si1 N1 87.53(10) . . ? C10 N1 C1 120.96(19) . . ? C10 N1 Si1 113.30(16) . . ? C1 N1 Si1 125.70(16) . . ? C11 N2 C12 121.29(19) . . ? C11 N2 Si1 113.56(16) . . ? C12 N2 Si1 125.15(16) . . ? C2 C1 C6 121.2(2) . . ? C2 C1 N1 119.5(2) . . ? C6 C1 N1 119.3(2) . . ? C1 C2 C3 118.4(2) . . ? C1 C2 C8 122.0(2) . . ? C3 C2 C8 119.7(2) . . ? C4 C3 C2 121.6(2) . . ? C4 C3 H3 119.2 . . ? C2 C3 H3 119.2 . . ? C5 C4 C3 118.5(2) . . ? C5 C4 C9 121.4(2) . . ? C3 C4 C9 120.1(2) . . ? C4 C5 C6 122.3(2) . . ? C4 C5 H5 118.8 . . ? C6 C5 H5 118.8 . . ? C5 C6 C1 118.1(2) . . ? C5 C6 C7 120.4(2) . . ? C1 C6 C7 121.5(2) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C2 C8 H8A 109.5 . . ? C2 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C2 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C4 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 N1 112.7(2) . . ? C11 C10 H10 123.6 . . ? N1 C10 H10 123.6 . . ? C10 C11 N2 112.9(2) . . ? C10 C11 H11 123.6 . . ? N2 C11 H11 123.6 . . ? C13 C12 C17 121.9(2) . . ? C13 C12 N2 119.4(2) . . ? C17 C12 N2 118.6(2) . . ? C12 C13 C14 117.6(2) . . ? C12 C13 C19 122.2(2) . . ? C14 C13 C19 120.3(3) . . ? C15 C14 C13 122.1(3) . . ? C15 C14 H14 119.0 . . ? C13 C14 H14 119.0 . . ? C14 C15 C16 118.8(2) . . ? C14 C15 C20 119.9(2) . . ? C16 C15 C20 121.3(2) . . ? C15 C16 C17 121.9(2) . . ? C15 C16 H16 119.1 . . ? C17 C16 H16 119.1 . . ? C16 C17 C12 117.8(2) . . ? C16 C17 C18 120.6(2) . . ? C12 C17 C18 121.6(2) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C13 C19 H19A 109.5 . . ? C13 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C13 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C15 C20 H20A 109.5 . . ? C15 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C15 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? 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 Si1 N1 C10 -0.3(2) . . . . ? N2 Si1 N1 C1 -178.3(2) . . . . ? N1 Si1 N2 C11 0.1(2) . . . . ? N1 Si1 N2 C12 -178.8(2) . . . . ? C10 N1 C1 C2 106.9(3) . . . . ? Si1 N1 C1 C2 -75.2(3) . . . . ? C10 N1 C1 C6 -74.2(3) . . . . ? Si1 N1 C1 C6 103.6(2) . . . . ? C6 C1 C2 C3 -0.9(3) . . . . ? N1 C1 C2 C3 177.9(2) . . . . ? C6 C1 C2 C8 178.5(2) . . . . ? N1 C1 C2 C8 -2.6(3) . . . . ? C1 C2 C3 C4 1.9(3) . . . . ? C8 C2 C3 C4 -177.6(2) . . . . ? C2 C3 C4 C5 -0.6(4) . . . . ? C2 C3 C4 C9 179.1(2) . . . . ? C3 C4 C5 C6 -1.8(4) . . . . ? C9 C4 C5 C6 178.5(2) . . . . ? C4 C5 C6 C1 2.7(4) . . . . ? C4 C5 C6 C7 -174.3(2) . . . . ? C2 C1 C6 C5 -1.3(4) . . . . ? N1 C1 C6 C5 179.9(2) . . . . ? C2 C1 C6 C7 175.7(2) . . . . ? N1 C1 C6 C7 -3.1(3) . . . . ? C1 N1 C10 C11 178.6(2) . . . . ? Si1 N1 C10 C11 0.5(3) . . . . ? N1 C10 C11 N2 -0.4(4) . . . . ? C12 N2 C11 C10 179.1(2) . . . . ? Si1 N2 C11 C10 0.1(3) . . . . ? C11 N2 C12 C13 93.3(3) . . . . ? Si1 N2 C12 C13 -87.8(3) . . . . ? C11 N2 C12 C17 -90.0(3) . . . . ? Si1 N2 C12 C17 88.9(3) . . . . ? C17 C12 C13 C14 -2.0(3) . . . . ? N2 C12 C13 C14 174.6(2) . . . . ? C17 C12 C13 C19 176.7(2) . . . . ? N2 C12 C13 C19 -6.7(3) . . . . ? C12 C13 C14 C15 0.4(4) . . . . ? C19 C13 C14 C15 -178.4(2) . . . . ? C13 C14 C15 C16 1.5(4) . . . . ? C13 C14 C15 C20 -178.0(2) . . . . ? C14 C15 C16 C17 -1.9(4) . . . . ? C20 C15 C16 C17 177.7(2) . . . . ? C15 C16 C17 C12 0.3(3) . . . . ? C15 C16 C17 C18 -179.8(2) . . . . ? C13 C12 C17 C16 1.7(3) . . . . ? N2 C12 C17 C16 -174.9(2) . . . . ? C13 C12 C17 C18 -178.2(2) . . . . ? N2 C12 C17 C18 5.1(3) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.323 _refine_diff_density_min -0.373 _refine_diff_density_rms 0.056 # Attachment 'R80921D.cif' data_r80921d _database_code_depnum_ccdc_archive 'CCDC 729923' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H36 N2 Si' _chemical_formula_weight 404.66 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 C2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 20.089(4) _cell_length_b 6.4762(13) _cell_length_c 20.300(4) _cell_angle_alpha 90.00 _cell_angle_beta 102.71(3) _cell_angle_gamma 90.00 _cell_volume 2576.3(9) _cell_formula_units_Z 4 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 4173 _cell_measurement_theta_min 2.085 _cell_measurement_theta_max 27.884 _exptl_crystal_description sheet _exptl_crystal_colour yellow _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.043 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 880 _exptl_absorpt_coefficient_mu 0.104 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.9815 _exptl_absorpt_correction_T_max 0.9897 _exptl_absorpt_process_details crystalclear _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Rotating anode' _diffrn_radiation_monochromator confocal _diffrn_measurement_device_type 'rigaku saturn' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 15860 _diffrn_reflns_av_R_equivalents 0.0408 _diffrn_reflns_av_sigmaI/netI 0.0495 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 27.87 _reflns_number_total 6011 _reflns_number_gt 5221 _reflns_threshold_expression >2sigma(I) _computing_data_collection crystalclear _computing_cell_refinement crystalclear _computing_data_reduction crystalclear _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0661P)^2^+0.5217P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.32(15) _refine_ls_number_reflns 6011 _refine_ls_number_parameters 304 _refine_ls_number_restraints 19 _refine_ls_R_factor_all 0.0546 _refine_ls_R_factor_gt 0.0489 _refine_ls_wR_factor_ref 0.1315 _refine_ls_wR_factor_gt 0.1272 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.059 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.001 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 0.25822(9) 0.6686(3) 0.35652(8) 0.0229(4) Uani 1 1 d D . . C2 C 0.32264(9) 0.7008(3) 0.39940(9) 0.0267(4) Uani 1 1 d . A . C3 C 0.32638(9) 0.8214(4) 0.45751(9) 0.0347(5) Uani 1 1 d . . . H3 H 0.3694 0.8423 0.4875 0.042 Uiso 1 1 calc R A . C4 C 0.26886(9) 0.9100(4) 0.47197(9) 0.0400(5) Uani 1 1 d . A . H4 H 0.2723 0.9896 0.5119 0.048 Uiso 1 1 calc R . . C5 C 0.20601(9) 0.8828(4) 0.42823(9) 0.0353(5) Uani 1 1 d . . . H5 H 0.1669 0.9485 0.4377 0.042 Uiso 1 1 calc R A . C6 C 0.19921(8) 0.7595(3) 0.37010(8) 0.0261(4) Uani 1 1 d . A . C7 C 0.38730(9) 0.6066(4) 0.38438(10) 0.0351(5) Uani 1 1 d . . . H7 H 0.3756 0.5494 0.3375 0.042 Uiso 1 1 calc R A . C8 C 0.41268(11) 0.4280(5) 0.43277(13) 0.0576(7) Uani 1 1 d . A . H8A H 0.4524 0.3636 0.4205 0.086 Uiso 1 1 calc R . . H8B H 0.3763 0.3254 0.4297 0.086 Uiso 1 1 calc R . . H8C H 0.4256 0.4807 0.4791 0.086 Uiso 1 1 calc R . . C9 C 0.44321(10) 0.7685(6) 0.38716(12) 0.0566(7) Uani 1 1 d . A . H9A H 0.4261 0.8802 0.3554 0.085 Uiso 1 1 calc R . . H9B H 0.4830 0.7043 0.3749 0.085 Uiso 1 1 calc R . . H9C H 0.4564 0.8247 0.4330 0.085 Uiso 1 1 calc R . . C10 C 0.12896(9) 0.7172(3) 0.32520(10) 0.0349(5) Uani 1 1 d . . . H10 H 0.1355 0.6679 0.2804 0.042 Uiso 1 1 calc R A . C11 C 0.09392(12) 0.5457(6) 0.35639(13) 0.0707(10) Uani 1 1 d . A . H11A H 0.1219 0.4203 0.3608 0.106 Uiso 1 1 calc R . . H11B H 0.0490 0.5176 0.3273 0.106 Uiso 1 1 calc R . . H11C H 0.0883 0.5891 0.4011 0.106 Uiso 1 1 calc R . . C12 C 0.08441(11) 0.9104(5) 0.31353(12) 0.0588(7) Uani 1 1 d . A . H12A H 0.0749 0.9563 0.3565 0.088 Uiso 1 1 calc R . . H12B H 0.0414 0.8788 0.2817 0.088 Uiso 1 1 calc R . . H12C H 0.1084 1.0201 0.2949 0.088 Uiso 1 1 calc R . . C13 C 0.24339(9) 0.1795(3) 0.14224(8) 0.0231(4) Uani 1 1 d D . . C14 C 0.30206(8) 0.0826(3) 0.12974(8) 0.0253(4) Uani 1 1 d . A . C15 C 0.29416(9) -0.0486(3) 0.07366(8) 0.0313(4) Uani 1 1 d . . . H15 H 0.3332 -0.1163 0.0647 0.038 Uiso 1 1 calc R A . C16 C 0.23093(9) -0.0826(4) 0.03078(9) 0.0341(4) Uani 1 1 d . A . H16 H 0.2269 -0.1707 -0.0073 0.041 Uiso 1 1 calc R . . C17 C 0.17386(9) 0.0139(3) 0.04441(9) 0.0312(4) Uani 1 1 d . . . H17 H 0.1306 -0.0092 0.0153 0.037 Uiso 1 1 calc R A . C18 C 0.17863(8) 0.1448(3) 0.10031(8) 0.0260(4) Uani 1 1 d . A . C19 C 0.37274(9) 0.1257(4) 0.17368(9) 0.0340(5) Uani 1 1 d . . . H19 H 0.3668 0.1808 0.2181 0.041 Uiso 1 1 calc R A . C20 C 0.41682(11) -0.0683(5) 0.18710(13) 0.0602(7) Uani 1 1 d . A . H20A H 0.3942 -0.1712 0.2101 0.090 Uiso 1 1 calc R . . H20B H 0.4614 -0.0333 0.2157 0.090 Uiso 1 1 calc R . . H20C H 0.4232 -0.1249 0.1441 0.090 Uiso 1 1 calc R . . C21 C 0.40802(12) 0.2904(7) 0.14016(14) 0.0790(11) Uani 1 1 d . A . H21A H 0.4113 0.2434 0.0951 0.118 Uiso 1 1 calc R . . H21B H 0.4539 0.3151 0.1676 0.118 Uiso 1 1 calc R . . H21C H 0.3816 0.4187 0.1362 0.118 Uiso 1 1 calc R . . C22 C 0.11449(9) 0.2441(4) 0.11462(10) 0.0355(5) Uani 1 1 d . . . H22 H 0.1268 0.3089 0.1604 0.043 Uiso 1 1 calc R A . C23 C 0.05885(10) 0.0834(5) 0.11539(13) 0.0565(7) Uani 1 1 d . A . H23A H 0.0423 0.0285 0.0697 0.085 Uiso 1 1 calc R . . H23B H 0.0209 0.1481 0.1309 0.085 Uiso 1 1 calc R . . H23C H 0.0776 -0.0295 0.1461 0.085 Uiso 1 1 calc R . . C24 C 0.08829(10) 0.4145(5) 0.06326(12) 0.0526(6) Uani 1 1 d . A . H24A H 0.1243 0.5176 0.0644 0.079 Uiso 1 1 calc R . . H24B H 0.0484 0.4807 0.0745 0.079 Uiso 1 1 calc R . . H24C H 0.0755 0.3544 0.0179 0.079 Uiso 1 1 calc R . . N1 N 0.2553(3) 0.5542(6) 0.29405(18) 0.0208(7) Uani 0.695(6) 1 d PD A 1 N2 N 0.2514(4) 0.3307(6) 0.1962(2) 0.0236(8) Uani 0.695(6) 1 d PD A 1 C25 C 0.25493(15) 0.6657(7) 0.23376(17) 0.0307(8) Uani 0.695(6) 1 d P A 1 H25 H 0.2561 0.8121 0.2313 0.037 Uiso 0.695(6) 1 calc PR A 1 C26 C 0.25268(14) 0.5361(5) 0.1787(2) 0.0276(7) Uani 0.695(6) 1 d P A 1 H26 H 0.2521 0.5834 0.1343 0.033 Uiso 0.695(6) 1 calc PR A 1 Si1 Si 0.25165(5) 0.28469(16) 0.28245(5) 0.0278(4) Uani 0.695(6) 1 d PD A 1 N1' N 0.2469(8) 0.5170(15) 0.3022(4) 0.0208(7) Uani 0.305(6) 1 d PD A 2 N2' N 0.2453(10) 0.2949(14) 0.2053(5) 0.0236(8) Uani 0.305(6) 1 d PD A 2 C25' C 0.2466(4) 0.3127(15) 0.3217(5) 0.042(2) Uani 0.305(6) 1 d PU A 2 H25' H 0.2473 0.2653 0.3661 0.050 Uiso 0.305(6) 1 calc PR A 2 C26' C 0.2453(4) 0.193(2) 0.2682(5) 0.0352(19) Uani 0.305(6) 1 d P A 2 H26' H 0.2445 0.0465 0.2714 0.042 Uiso 0.305(6) 1 calc PR A 2 Si1' Si 0.24920(10) 0.5656(4) 0.21747(13) 0.0241(11) Uani 0.305(6) 1 d PD A 2 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 0.0280(9) 0.0184(8) 0.0223(8) 0.0000(7) 0.0057(7) -0.0023(7) C2 0.0278(9) 0.0279(10) 0.0246(9) -0.0020(7) 0.0060(7) -0.0040(7) C3 0.0332(9) 0.0411(13) 0.0280(9) -0.0097(9) 0.0026(7) -0.0074(9) C4 0.0460(11) 0.0451(13) 0.0284(9) -0.0154(10) 0.0067(8) -0.0026(11) C5 0.0344(9) 0.0425(14) 0.0303(9) -0.0058(9) 0.0102(7) 0.0053(9) C6 0.0289(8) 0.0284(10) 0.0214(8) 0.0017(8) 0.0069(6) -0.0011(8) C7 0.0269(9) 0.0432(13) 0.0359(10) -0.0067(9) 0.0088(8) -0.0012(9) C8 0.0398(12) 0.0554(16) 0.0794(17) 0.0119(16) 0.0169(11) 0.0102(13) C9 0.0360(11) 0.0640(17) 0.0757(16) -0.0014(16) 0.0250(10) -0.0122(14) C10 0.0283(9) 0.0441(13) 0.0307(10) 0.0038(9) 0.0030(8) -0.0005(9) C11 0.0456(13) 0.083(2) 0.0724(17) 0.0280(18) -0.0122(12) -0.0297(16) C12 0.0387(11) 0.0654(18) 0.0655(15) 0.0046(17) -0.0035(11) 0.0143(14) C13 0.0292(9) 0.0209(9) 0.0200(8) -0.0016(7) 0.0071(7) -0.0053(7) C14 0.0277(8) 0.0269(10) 0.0218(8) 0.0032(7) 0.0067(7) 0.0003(8) C15 0.0371(10) 0.0332(12) 0.0256(9) -0.0001(8) 0.0113(7) 0.0063(8) C16 0.0443(10) 0.0321(10) 0.0265(9) -0.0062(9) 0.0092(8) -0.0006(10) C17 0.0313(9) 0.0353(11) 0.0256(9) -0.0046(8) 0.0031(7) -0.0059(8) C18 0.0272(9) 0.0265(10) 0.0251(9) 0.0000(8) 0.0078(7) -0.0035(7) C19 0.0274(9) 0.0482(14) 0.0254(9) 0.0019(9) 0.0033(7) -0.0010(9) C20 0.0369(11) 0.0683(19) 0.0677(15) 0.0006(17) -0.0052(11) 0.0170(14) C21 0.0479(14) 0.093(3) 0.0813(18) 0.040(2) -0.0167(12) -0.0385(17) C22 0.0263(9) 0.0462(14) 0.0350(10) -0.0044(9) 0.0087(7) 0.0013(9) C23 0.0376(11) 0.0606(17) 0.0788(17) 0.0001(15) 0.0293(11) -0.0046(13) C24 0.0338(11) 0.0507(14) 0.0739(15) 0.0078(14) 0.0132(10) 0.0145(12) N1 0.0255(17) 0.0140(16) 0.0244(12) -0.0016(12) 0.0086(9) -0.0077(11) N2 0.0301(16) 0.0215(16) 0.0201(14) -0.0002(12) 0.0071(11) -0.0063(14) C25 0.054(2) 0.0167(19) 0.0228(15) -0.0033(14) 0.0120(13) -0.0088(14) C26 0.0496(17) 0.0192(14) 0.0159(18) 0.0010(12) 0.0116(13) -0.0056(12) Si1 0.0429(5) 0.0212(7) 0.0205(8) 0.0000(5) 0.0096(4) -0.0053(5) N1' 0.0255(17) 0.0140(16) 0.0244(12) -0.0016(12) 0.0086(9) -0.0077(11) N2' 0.0301(16) 0.0215(16) 0.0201(14) -0.0002(12) 0.0071(11) -0.0063(14) C25' 0.063(4) 0.052(5) 0.014(4) 0.006(3) 0.016(3) -0.003(4) C26' 0.041(4) 0.023(5) 0.038(5) 0.005(4) 0.002(3) -0.004(4) Si1' 0.0345(10) 0.0209(15) 0.0172(18) 0.0042(12) 0.0064(8) -0.0001(9) _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 C6 1.404(2) . ? C1 C2 1.407(2) . ? C1 N1' 1.456(6) . ? C1 N1 1.458(3) . ? C2 C3 1.403(3) . ? C2 C7 1.525(2) . ? C3 C4 1.378(3) . ? C3 H3 0.9500 . ? C4 C5 1.386(2) . ? C4 H4 0.9500 . ? C5 C6 1.406(3) . ? C5 H5 0.9500 . ? C6 C10 1.527(2) . ? C7 C9 1.528(3) . ? C7 C8 1.530(3) . ? C7 H7 1.0000 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.525(3) . ? C10 C12 1.526(3) . ? C10 H10 1.0000 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C14 1.407(2) . ? C13 C18 1.407(2) . ? C13 N2 1.452(3) . ? C13 N2' 1.476(6) . ? C14 C15 1.401(3) . ? C14 C19 1.527(2) . ? C15 C16 1.390(2) . ? C15 H15 0.9500 . ? C16 C17 1.386(3) . ? C16 H16 0.9500 . ? C17 C18 1.403(3) . ? C17 H17 0.9500 . ? C18 C22 1.524(2) . ? C19 C21 1.522(4) . ? C19 C20 1.527(3) . ? C19 H19 1.0000 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 C23 1.530(3) . ? C22 C24 1.530(3) . ? C22 H22 1.0000 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? N1 C25 1.420(4) . ? N1 Si1 1.761(4) . ? N2 C26 1.379(4) . ? N2 Si1 1.774(4) . ? C25 C26 1.391(7) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? N1' C25' 1.382(14) . ? N1' Si1' 1.759(7) . ? N2' C26' 1.437(14) . ? N2' Si1' 1.770(8) . ? C25' C26' 1.331(19) . ? C25' H25' 0.9500 . ? C26' H26' 0.9500 . ? 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 C6 C1 C2 121.16(16) . . ? C6 C1 N1' 115.7(6) . . ? C2 C1 N1' 122.5(6) . . ? C6 C1 N1 120.6(3) . . ? C2 C1 N1 118.0(3) . . ? N1' C1 N1 14.0(4) . . ? C3 C2 C1 118.34(16) . . ? C3 C2 C7 120.03(16) . . ? C1 C2 C7 121.64(16) . . ? C4 C3 C2 121.23(16) . . ? C4 C3 H3 119.4 . . ? C2 C3 H3 119.4 . . ? C3 C4 C5 119.94(18) . . ? C3 C4 H4 120.0 . . ? C5 C4 H4 120.0 . . ? C4 C5 C6 121.09(17) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C1 C6 C5 118.20(15) . . ? C1 C6 C10 121.11(16) . . ? C5 C6 C10 120.61(16) . . ? C2 C7 C9 111.67(19) . . ? C2 C7 C8 110.63(17) . . ? C9 C7 C8 110.88(18) . . ? C2 C7 H7 107.8 . . ? C9 C7 H7 107.8 . . ? C8 C7 H7 107.8 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 C12 110.66(19) . . ? C11 C10 C6 109.49(17) . . ? C12 C10 C6 112.25(19) . . ? C11 C10 H10 108.1 . . ? C12 C10 H10 108.1 . . ? C6 C10 H10 108.1 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 C18 121.30(16) . . ? C14 C13 N2 118.6(3) . . ? C18 C13 N2 119.9(3) . . ? C14 C13 N2' 121.3(8) . . ? C18 C13 N2' 116.7(8) . . ? N2 C13 N2' 13.2(5) . . ? C15 C14 C13 117.86(15) . . ? C15 C14 C19 120.66(16) . . ? C13 C14 C19 121.42(17) . . ? C16 C15 C14 121.95(17) . . ? C16 C15 H15 119.0 . . ? C14 C15 H15 119.0 . . ? C17 C16 C15 119.05(18) . . ? C17 C16 H16 120.5 . . ? C15 C16 H16 120.5 . . ? C16 C17 C18 121.44(16) . . ? C16 C17 H17 119.3 . . ? C18 C17 H17 119.3 . . ? C17 C18 C13 118.38(16) . . ? C17 C18 C22 119.93(16) . . ? C13 C18 C22 121.69(16) . . ? C21 C19 C20 110.3(2) . . ? C21 C19 C14 109.36(17) . . ? C20 C19 C14 112.46(19) . . ? C21 C19 H19 108.2 . . ? C20 C19 H19 108.2 . . ? C14 C19 H19 108.2 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C18 C22 C23 111.43(19) . . ? C18 C22 C24 110.66(16) . . ? C23 C22 C24 110.80(17) . . ? C18 C22 H22 107.9 . . ? C23 C22 H22 107.9 . . ? C24 C22 H22 107.9 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C25 N1 C1 118.9(3) . . ? C25 N1 Si1 113.4(3) . . ? C1 N1 Si1 127.8(3) . . ? C26 N2 C13 117.4(3) . . ? C26 N2 Si1 114.9(3) . . ? C13 N2 Si1 127.4(2) . . ? C26 C25 N1 112.3(3) . . ? C26 C25 H25 123.8 . . ? N1 C25 H25 123.8 . . ? N2 C26 C25 111.9(3) . . ? N2 C26 H26 124.0 . . ? C25 C26 H26 124.0 . . ? N1 Si1 N2 87.50(17) . . ? C25' N1' C1 116.0(7) . . ? C25' N1' Si1' 117.0(6) . . ? C1 N1' Si1' 125.9(6) . . ? C26' N2' C13 122.1(8) . . ? C26' N2' Si1' 109.9(7) . . ? C13 N2' Si1' 127.9(7) . . ? C26' C25' N1' 109.0(7) . . ? C26' C25' H25' 125.5 . . ? N1' C25' H25' 125.5 . . ? C25' C26' N2' 116.9(10) . . ? C25' C26' H26' 121.6 . . ? N2' C26' H26' 121.6 . . ? N1' Si1' N2' 87.1(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 C6 C1 C2 C3 2.0(3) . . . . ? N1' C1 C2 C3 -168.5(4) . . . . ? N1 C1 C2 C3 176.2(2) . . . . ? C6 C1 C2 C7 -178.69(19) . . . . ? N1' C1 C2 C7 10.9(5) . . . . ? N1 C1 C2 C7 -4.5(3) . . . . ? C1 C2 C3 C4 -1.3(3) . . . . ? C7 C2 C3 C4 179.4(2) . . . . ? C2 C3 C4 C5 -0.8(4) . . . . ? C3 C4 C5 C6 2.3(4) . . . . ? C2 C1 C6 C5 -0.6(3) . . . . ? N1' C1 C6 C5 170.5(4) . . . . ? N1 C1 C6 C5 -174.6(2) . . . . ? C2 C1 C6 C10 -177.39(18) . . . . ? N1' C1 C6 C10 -6.3(5) . . . . ? N1 C1 C6 C10 8.6(3) . . . . ? C4 C5 C6 C1 -1.6(3) . . . . ? C4 C5 C6 C10 175.3(2) . . . . ? C3 C2 C7 C9 -51.5(3) . . . . ? C1 C2 C7 C9 129.1(2) . . . . ? C3 C2 C7 C8 72.5(3) . . . . ? C1 C2 C7 C8 -106.9(2) . . . . ? C1 C6 C10 C11 96.4(2) . . . . ? C5 C6 C10 C11 -80.3(3) . . . . ? C1 C6 C10 C12 -140.3(2) . . . . ? C5 C6 C10 C12 43.0(3) . . . . ? C18 C13 C14 C15 0.6(3) . . . . ? N2 C13 C14 C15 -174.3(2) . . . . ? N2' C13 C14 C15 170.9(5) . . . . ? C18 C13 C14 C19 177.84(17) . . . . ? N2 C13 C14 C19 3.0(3) . . . . ? N2' C13 C14 C19 -11.9(5) . . . . ? C13 C14 C15 C16 0.6(3) . . . . ? C19 C14 C15 C16 -176.70(19) . . . . ? C14 C15 C16 C17 -0.9(3) . . . . ? C15 C16 C17 C18 0.1(3) . . . . ? C16 C17 C18 C13 1.0(3) . . . . ? C16 C17 C18 C22 -178.5(2) . . . . ? C14 C13 C18 C17 -1.3(3) . . . . ? N2 C13 C18 C17 173.5(2) . . . . ? N2' C13 C18 C17 -172.0(5) . . . . ? C14 C13 C18 C22 178.16(19) . . . . ? N2 C13 C18 C22 -7.0(3) . . . . ? N2' C13 C18 C22 7.5(5) . . . . ? C15 C14 C19 C21 81.0(3) . . . . ? C13 C14 C19 C21 -96.2(3) . . . . ? C15 C14 C19 C20 -41.9(3) . . . . ? C13 C14 C19 C20 140.9(2) . . . . ? C17 C18 C22 C23 51.2(3) . . . . ? C13 C18 C22 C23 -128.3(2) . . . . ? C17 C18 C22 C24 -72.6(2) . . . . ? C13 C18 C22 C24 107.9(2) . . . . ? C6 C1 N1 C25 79.8(4) . . . . ? C2 C1 N1 C25 -94.5(5) . . . . ? N1' C1 N1 C25 153(4) . . . . ? C6 C1 N1 Si1 -100.1(5) . . . . ? C2 C1 N1 Si1 85.7(4) . . . . ? N1' C1 N1 Si1 -27(3) . . . . ? C14 C13 N2 C26 97.3(6) . . . . ? C18 C13 N2 C26 -77.6(5) . . . . ? N2' C13 N2 C26 -157(5) . . . . ? C14 C13 N2 Si1 -89.3(5) . . . . ? C18 C13 N2 Si1 95.7(6) . . . . ? N2' C13 N2 Si1 16(4) . . . . ? C1 N1 C25 C26 179.4(3) . . . . ? Si1 N1 C25 C26 -0.8(5) . . . . ? C13 N2 C26 C25 175.1(4) . . . . ? Si1 N2 C26 C25 0.9(6) . . . . ? N1 C25 C26 N2 -0.1(5) . . . . ? C25 N1 Si1 N2 1.0(5) . . . . ? C1 N1 Si1 N2 -179.1(4) . . . . ? C26 N2 Si1 N1 -1.1(5) . . . . ? C13 N2 Si1 N1 -174.6(5) . . . . ? C6 C1 N1' C25' -97.1(11) . . . . ? C2 C1 N1' C25' 73.9(11) . . . . ? N1 C1 N1' C25' 149(4) . . . . ? C6 C1 N1' Si1' 95.4(10) . . . . ? C2 C1 N1' Si1' -93.7(12) . . . . ? N1 C1 N1' Si1' -19(2) . . . . ? C14 C13 N2' C26' -77.3(15) . . . . ? C18 C13 N2' C26' 93.4(15) . . . . ? N2 C13 N2' C26' -159(6) . . . . ? C14 C13 N2' Si1' 101.5(14) . . . . ? C18 C13 N2' Si1' -87.8(13) . . . . ? N2 C13 N2' Si1' 20(3) . . . . ? C1 N1' C25' C26' -171.4(8) . . . . ? Si1' N1' C25' C26' -2.7(14) . . . . ? N1' C25' C26' N2' 0.7(14) . . . . ? C13 N2' C26' C25' -179.6(11) . . . . ? Si1' N2' C26' C25' 1.5(15) . . . . ? C25' N1' Si1' N2' 3.0(13) . . . . ? C1 N1' Si1' N2' 170.5(12) . . . . ? C26' N2' Si1' N1' -2.3(13) . . . . ? C13 N2' Si1' N1' 178.8(14) . . . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 27.87 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.404 _refine_diff_density_min -0.164 _refine_diff_density_rms 0.036