#------------------------------------------------------------------------------ #$Date: 2014-07-15 22:48:18 +0300 (Tue, 15 Jul 2014) $ #$Revision: 120443 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/00/03/7000306.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7000306 loop_ _publ_author_name 'Xiong, Yun' 'Yao, Shenglai' 'Driess, Matthias' _publ_section_title ; Twice silicon-induced C--H activation and tautomerisation of a \b-diketiminato ligand and formation of new types of N-heterocyclic silanes ; _journal_issue 3 _journal_name_full 'Dalton Transactions' _journal_page_first 421 _journal_page_last 423 _journal_year 2009 _chemical_formula_sum 'C21 H24 Br2 N2 Si' _chemical_formula_weight 492.33 _chemical_name_systematic ; ? ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yab' _symmetry_space_group_name_H-M 'P 1 21/a 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.10 (release 13-04-2006 CrysAlis171 .NET) (compiled Apr 13 2006,12:24:59) ; _cell_angle_alpha 90.00 _cell_angle_beta 104.903(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 14.9450(4) _cell_length_b 8.2720(2) _cell_length_c 17.7852(4) _cell_measurement_reflns_used 5635 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 28.7107 _cell_measurement_theta_min 2.9217 _cell_volume 2124.74(10) _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.10 (release 13-04-2006 CrysAlis171 .NET) (compiled Apr 13 2006,12:24:59) ; _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.29.10 (release 13-04-2006 CrysAlis171 .NET) (compiled Apr 13 2006,12:24:59) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.10 (release 13-04-2006 CrysAlis171 .NET) (compiled Apr 13 2006,12:24:59) ; _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _diffrn_ambient_temperature 150(2) _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur S Sapphire' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0370 _diffrn_reflns_av_sigmaI/netI 0.0452 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 13787 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 25.00 _diffrn_reflns_theta_min 2.93 _exptl_absorpt_coefficient_mu 3.879 _exptl_absorpt_correction_T_max 0.750 _exptl_absorpt_correction_T_min 0.358 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.10 (release 13-04-2006 CrysAlis171 .NET) (compiled Apr 13 2006,12:24:59) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.539 _exptl_crystal_density_method 'not measured' _exptl_crystal_description rod _exptl_crystal_F_000 992 _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.08 _refine_diff_density_max 0.438 _refine_diff_density_min -0.400 _refine_diff_density_rms 0.071 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.990 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 240 _refine_ls_number_reflns 3731 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.990 _refine_ls_R_factor_all 0.0565 _refine_ls_R_factor_gt 0.0305 _refine_ls_shift/su_max 0.008 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0351P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0630 _refine_ls_wR_factor_ref 0.0708 _reflns_number_gt 2656 _reflns_number_total 3731 _reflns_threshold_expression >2sigma(I) _[local]_cod_data_source_file b820285k.txt _[local]_cod_data_source_block CCDC705079 _[local]_cod_cif_authors_sg_H-M P21/a _cod_original_cell_volume 2124.73(9) _cod_database_code 7000306 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' 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 0.20271(6) 0.58350(11) 0.23187(5) 0.0187(2) Uani 1 1 d . . . Br1 Br 0.16249(3) 0.40161(4) 0.137393(19) 0.03375(12) Uani 1 1 d . . . Br2 Br 0.35648(2) 0.58292(5) 0.249717(19) 0.03318(12) Uani 1 1 d . . . N1 N 0.15653(17) 0.7695(3) 0.20082(13) 0.0173(6) Uani 1 1 d . . . N2 N 0.08605(18) 0.6222(3) 0.41115(14) 0.0234(7) Uani 1 1 d . . . H2 H 0.0595 0.7013 0.4282 0.035 Uiso 1 1 calc R . . C1 C 0.0838(2) 1.0298(4) 0.21802(19) 0.0320(9) Uani 1 1 d . . . H1A H 0.0558 1.0828 0.2542 0.048 Uiso 1 1 calc R . . H1B H 0.0398 1.0227 0.1682 0.048 Uiso 1 1 calc R . . H1C H 0.1367 1.0906 0.2131 0.048 Uiso 1 1 calc R . . C2 C 0.1136(2) 0.8641(4) 0.24674(17) 0.0195(7) Uani 1 1 d . . . C3 C 0.0981(2) 0.8096(4) 0.31409(17) 0.0208(7) Uani 1 1 d . . . H3 H 0.0717 0.8822 0.3421 0.031 Uiso 1 1 calc R . . C4 C 0.1185(2) 0.6504(4) 0.34668(17) 0.0187(7) Uani 1 1 d . . . C5 C 0.1674(2) 0.5378(4) 0.31757(17) 0.0221(8) Uani 1 1 d . . . H5 H 0.1820 0.4386 0.3422 0.033 Uiso 1 1 calc R . . C6 C 0.0928(2) 0.4734(4) 0.45186(18) 0.0228(8) Uani 1 1 d . . . C7 C 0.0407(2) 0.3407(4) 0.41701(19) 0.0278(8) Uani 1 1 d . . . C8 C 0.0484(3) 0.1981(4) 0.4590(2) 0.0337(9) Uani 1 1 d . . . H8 H 0.0149 0.1076 0.4368 0.051 Uiso 1 1 calc R . . C9 C 0.1057(3) 0.1890(5) 0.5337(2) 0.0380(10) Uani 1 1 d . . . H9 H 0.1111 0.0920 0.5610 0.057 Uiso 1 1 calc R . . C10 C 0.1542(2) 0.3222(5) 0.5676(2) 0.0331(9) Uani 1 1 d . . . H10 H 0.1907 0.3155 0.6185 0.050 Uiso 1 1 calc R . . C11 C 0.1500(2) 0.4662(4) 0.52754(19) 0.0251(8) Uani 1 1 d . . . C12 C -0.0247(2) 0.3541(5) 0.33694(19) 0.0355(9) Uani 1 1 d . . . H12A H 0.0103 0.3614 0.2988 0.053 Uiso 1 1 calc R . . H12B H -0.0623 0.4490 0.3344 0.053 Uiso 1 1 calc R . . H12C H -0.0638 0.2602 0.3268 0.053 Uiso 1 1 calc R . . C13 C 0.2048(2) 0.6118(5) 0.56418(19) 0.0381(10) Uani 1 1 d . . . H13A H 0.2428 0.6487 0.5316 0.057 Uiso 1 1 calc R . . H13B H 0.2433 0.5830 0.6144 0.057 Uiso 1 1 calc R . . H13C H 0.1631 0.6964 0.5699 0.057 Uiso 1 1 calc R . . C14 C 0.1533(2) 0.8242(4) 0.12225(17) 0.0213(8) Uani 1 1 d . . . C15 C 0.0755(2) 0.7843(4) 0.06265(18) 0.0265(8) Uani 1 1 d . . . C16 C 0.0758(3) 0.8263(5) -0.01299(19) 0.0389(10) Uani 1 1 d . . . H16 H 0.0259 0.7970 -0.0539 0.058 Uiso 1 1 calc R . . C17 C 0.1482(3) 0.9102(5) -0.0282(2) 0.0412(10) Uani 1 1 d . . . H17 H 0.1475 0.9354 -0.0793 0.062 Uiso 1 1 calc R . . C18 C 0.2218(3) 0.9572(4) 0.0314(2) 0.0369(10) Uani 1 1 d . . . H18 H 0.2696 1.0172 0.0204 0.055 Uiso 1 1 calc R . . C19 C 0.2258(2) 0.9162(4) 0.10811(18) 0.0255(8) Uani 1 1 d . . . C20 C -0.0085(2) 0.7015(5) 0.0777(2) 0.0373(10) Uani 1 1 d . . . H20A H -0.0297 0.6190 0.0393 0.056 Uiso 1 1 calc R . . H20B H -0.0568 0.7795 0.0747 0.056 Uiso 1 1 calc R . . H20C H 0.0077 0.6535 0.1285 0.056 Uiso 1 1 calc R . . C21 C 0.3051(2) 0.9776(4) 0.1722(2) 0.0363(9) Uani 1 1 d . . . H21A H 0.2905 0.9647 0.2214 0.055 Uiso 1 1 calc R . . H21B H 0.3153 1.0899 0.1637 0.055 Uiso 1 1 calc R . . H21C H 0.3600 0.9173 0.1724 0.055 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 0.0205(5) 0.0206(5) 0.0159(4) 0.0011(4) 0.0063(4) 0.0031(4) Br1 0.0499(3) 0.0257(2) 0.0271(2) -0.00584(17) 0.01249(17) -0.00486(19) Br2 0.0226(2) 0.0463(3) 0.0321(2) 0.00024(18) 0.00979(15) 0.00983(18) N1 0.0188(15) 0.0166(15) 0.0163(13) 0.0013(11) 0.0043(11) 0.0026(12) N2 0.0285(16) 0.0240(17) 0.0210(14) 0.0020(12) 0.0124(12) 0.0102(13) C1 0.037(2) 0.023(2) 0.040(2) 0.0071(17) 0.0178(18) 0.0087(17) C2 0.0152(17) 0.0193(19) 0.0226(17) 0.0001(14) 0.0022(14) -0.0007(14) C3 0.0221(19) 0.0205(19) 0.0204(17) -0.0025(15) 0.0066(14) 0.0055(15) C4 0.0176(18) 0.0212(19) 0.0172(17) 0.0007(14) 0.0040(14) -0.0015(14) C5 0.0242(19) 0.0233(19) 0.0206(17) 0.0067(14) 0.0091(15) 0.0042(15) C6 0.0218(19) 0.029(2) 0.0228(18) 0.0059(16) 0.0149(15) 0.0071(16) C7 0.025(2) 0.037(2) 0.0265(19) 0.0000(17) 0.0156(16) 0.0056(17) C8 0.034(2) 0.029(2) 0.046(2) 0.0014(18) 0.0247(19) 0.0003(17) C9 0.037(2) 0.037(3) 0.048(2) 0.020(2) 0.024(2) 0.0120(19) C10 0.026(2) 0.048(3) 0.029(2) 0.0166(19) 0.0130(16) 0.0093(19) C11 0.0187(18) 0.034(2) 0.0273(19) 0.0056(16) 0.0146(15) 0.0063(16) C12 0.033(2) 0.043(3) 0.033(2) -0.0087(18) 0.0129(17) -0.0054(18) C13 0.028(2) 0.058(3) 0.0268(19) 0.0049(19) 0.0045(16) -0.006(2) C14 0.0213(19) 0.0243(19) 0.0198(17) 0.0058(15) 0.0078(15) 0.0045(15) C15 0.025(2) 0.030(2) 0.0247(19) 0.0091(16) 0.0067(16) 0.0044(16) C16 0.038(2) 0.051(3) 0.023(2) 0.0118(18) 0.0008(17) 0.009(2) C17 0.047(3) 0.055(3) 0.026(2) 0.019(2) 0.0161(19) 0.010(2) C18 0.042(2) 0.037(2) 0.041(2) 0.0169(18) 0.026(2) 0.0060(19) C19 0.0234(18) 0.024(2) 0.0310(19) 0.0019(16) 0.0100(15) 0.0034(16) C20 0.024(2) 0.049(3) 0.033(2) 0.0066(19) -0.0041(16) -0.0052(18) C21 0.031(2) 0.029(2) 0.051(2) 0.0020(19) 0.0141(19) -0.0061(18) 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Si1 C5 106.41(14) . . ? N1 Si1 Br1 110.82(9) . . ? C5 Si1 Br1 115.00(11) . . ? N1 Si1 Br2 111.14(9) . . ? C5 Si1 Br2 113.50(11) . . ? Br1 Si1 Br2 100.03(4) . . ? C2 N1 C14 118.6(2) . . ? C2 N1 Si1 121.3(2) . . ? C14 N1 Si1 119.8(2) . . ? C4 N2 C6 125.4(3) . . ? C3 C2 N1 122.5(3) . . ? C3 C2 C1 120.4(3) . . ? N1 C2 C1 117.1(3) . . ? C2 C3 C4 126.5(3) . . ? C5 C4 N2 122.5(3) . . ? C5 C4 C3 123.4(3) . . ? N2 C4 C3 114.1(3) . . ? C4 C5 Si1 119.1(2) . . ? C7 C6 C11 121.8(3) . . ? C7 C6 N2 119.8(3) . . ? C11 C6 N2 118.3(3) . . ? C8 C7 C6 118.1(3) . . ? C8 C7 C12 121.0(3) . . ? C6 C7 C12 120.9(3) . . ? C7 C8 C9 120.6(4) . . ? C10 C9 C8 120.3(3) . . ? C9 C10 C11 121.1(3) . . ? C10 C11 C6 118.0(3) . . ? C10 C11 C13 121.2(3) . . ? C6 C11 C13 120.8(3) . . ? C15 C14 C19 121.6(3) . . ? C15 C14 N1 118.1(3) . . ? C19 C14 N1 120.3(3) . . ? C16 C15 C14 117.8(3) . . ? C16 C15 C20 119.5(3) . . ? C14 C15 C20 122.6(3) . . ? C17 C16 C15 121.1(3) . . ? C16 C17 C18 120.5(3) . . ? C17 C18 C19 120.7(3) . . ? C18 C19 C14 118.0(3) . . ? C18 C19 C21 119.1(3) . . ? C14 C19 C21 122.9(3) . . ? 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 1.718(3) . ? Si1 C5 1.777(3) . ? Si1 Br1 2.2201(9) . ? Si1 Br2 2.2375(9) . ? N1 C2 1.401(4) . ? N1 C14 1.458(4) . ? N2 C4 1.375(4) . ? N2 C6 1.418(4) . ? C1 C2 1.490(4) . ? C2 C3 1.354(4) . ? C3 C4 1.439(4) . ? C4 C5 1.365(4) . ? C6 C7 1.396(5) . ? C6 C11 1.398(4) . ? C7 C8 1.385(5) . ? C7 C12 1.510(5) . ? C8 C9 1.385(5) . ? C9 C10 1.372(5) . ? C10 C11 1.381(5) . ? C11 C13 1.507(5) . ? C14 C15 1.396(4) . ? C14 C19 1.399(4) . ? C15 C16 1.390(4) . ? C15 C20 1.513(4) . ? C16 C17 1.370(5) . ? C17 C18 1.374(5) . ? C18 C19 1.393(4) . ? C19 C21 1.506(4) . ? _journal_paper_doi 10.1039/b820285k