Supplementary Material (ESI) for Organic & Biomolecular Chemistry This journal is (c) The Royal Society of Chemistry 2005 data_global #============================================================================== #============================================================================== # SUBMISSION DETAILS _journal_coden_Cambridge 177 loop_ _publ_author_name 'D. Jean Burnell' 'David O. Miller' 'Christopher F. Morrison' 'Jamie P. Vaters' _publ_contact_author_name 'D. Jean Burnell' _publ_contact_author_address ; Department of Chemistry Dalhousie University Halifax Nova Scotia B3H 4J3 CANADA ; _publ_requested_journal ' Organic and Biomolecular Chemistry' _publ_requested_category ' CHOOSE FI FM FO CI CM CO or AD' _publ_requested_coeditor_name ? _publ_contact_author_phone ' 902-494-1664 ' _publ_contact_author_fax ' 902-949-1310 ' _publ_contact_author_email ' Jean.Burnell@dal.ca ' _publ_section_references ; ENTER OTHER REFERENCES Molecular Structure Corporation. (1997-1998). teXsan for Windows version 1.03. Single Crystal Structure Analysis Software. Version 1.04. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. Zachariasen, W. H. (1967). Acta Cryst. 23, 558-564. Sheldrick, G.M. (1997). ; _publ_section_title ; Facial selectivity in the 4 + 2 reactions of a diene derived from carvone ; #============================================================================== data_cfm5-18-1 _database_code_depnum_ccdc_archive 'CCDC 290629' _audit_creation_date 1999-11-23 _audit_creation_method 'by teXsan for Windows v1.0' _audit_update_record ; ? ; #============================================================================== _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan for Windows (MSC, 1997)' _computing_structure_solution ; SHELX97 (Sheldrick, 1997) ; _computing_structure_refinement 'teXsan for Windows (MSC, 1997)' _computing_publication_material 'teXsan for Windows (MSC, 1997)' #------------------------------------------------------------------------------ _cell_length_a 7.4112(4) _cell_length_b 15.3453(8) _cell_length_c 19.811(1) _cell_angle_alpha 90 _cell_angle_beta 90.000(1) _cell_angle_gamma 90 _cell_volume 2253.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 193.2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 23.8 _cell_measurement_theta_max 29.6 #------------------------------------------------------------------------------ _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21 ' _symmetry_Int_Tables_number 19 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' '1/2-x, -y,1/2+z' '1/2+x,1/2-y, -z' ' -x,1/2+y,1/2-z' #------------------------------------------------------------------------------ _publ_section_exptl_prep ; ENTER EXPERIMENTAL SECTION ; _exptl_crystal_description fragment _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _exptl_crystal_density_diffrn 1.157 _exptl_crystal_density_meas 'not measured' _chemical_formula_weight 392.57 _chemical_formula_analytical ? _chemical_formula_sum 'C22 H28 N4 O Si ' _chemical_formula_moiety 'C22 H28 N4 O Si ' _chemical_formula_structural ? _chemical_compound_source ? _exptl_crystal_F_000 840.00 _exptl_absorpt_coefficient_mu 0.123 _exptl_absorpt_correction_type none _exptl_special_details ; The scan width was (1.05+0.14tan\q)\% with an \w scan speed of 4\% per minute (up to 6 scans to achieve I/\s(I) > 10). Stationary background counts were recorded at each end of the scan, and the scan time:background time ratio was 2:1. ; #============================================================================== # EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 193.2 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device 'Rigaku CCD' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% -1.01 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? ? ? ? ? ? ? _diffrn_reflns_number 12262 _reflns_number_total 2673 _reflns_number_gt 2192 _reflns_threshold_expression I>2.00\s(I) _diffrn_reflns_av_R_equivalents 0.03310 _diffrn_reflns_av_sigmaI/netI 0.076 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.03 _diffrn_reflns_theta_max 26.37 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 0.00000 _diffrn_orient_matrix_UB_12 0.00000 _diffrn_orient_matrix_UB_13 0.00000 _diffrn_orient_matrix_UB_21 0.00000 _diffrn_orient_matrix_UB_22 0.00000 _diffrn_orient_matrix_UB_23 0.00000 _diffrn_orient_matrix_UB_31 0.00000 _diffrn_orient_matrix_UB_32 0.00000 _diffrn_orient_matrix_UB_33 0.00000 #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0 88 0.002 0.002 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; H 0 112 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; N 0 16 0.004 0.003 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O 0 4 0.008 0.006 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; Si 0 4 0.072 0.071 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_refinement_flags _atom_site_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom Si -0.0175(1) -0.11044(4) 0.36665(3) 0.0324(2) 1.000 . Uani d ? O -0.0845(2) -0.0972(1) 0.28671(7) 0.0345(5) 1.000 . Uani d ? N(1) 0.1665(4) 0.0440(2) 0.0710(1) 0.0565(8) 1.000 . Uani d ? N(2) -0.0471(4) -0.1693(1) -0.0398(1) 0.0582(8) 1.000 . Uani d ? N(3) -0.2556(3) 0.0625(1) 0.1667(1) 0.0433(7) 1.000 . Uani d ? N(4) -0.4730(3) -0.1260(1) 0.0410(1) 0.0430(6) 1.000 . Uani d ? C(1) -0.0390(3) -0.1285(1) 0.2250(1) 0.0274(6) 1.000 . Uani d ? C(2) 0.1217(3) -0.1301(2) 0.1958(1) 0.0309(7) 1.000 . Uani d ? C(3) 0.1149(4) -0.1677(2) 0.1249(1) 0.0333(7) 1.000 . Uani d ? C(4) -0.0041(4) -0.1044(1) 0.0814(1) 0.0314(6) 1.000 . Uani d ? C(5) -0.1954(3) -0.0944(1) 0.1189(1) 0.0265(6) 1.000 . Uani d ? C(6) -0.1926(4) -0.1579(2) 0.1813(1) 0.0267(7) 1.000 . Uani d ? C(7) -0.1656(3) -0.2527(2) 0.1551(1) 0.0297(7) 1.000 . Uani d ? C(8) 0.0258(4) -0.2582(2) 0.1263(1) 0.0364(7) 1.000 . Uani d ? C(9) 0.2965(4) -0.0963(2) 0.2235(2) 0.0467(9) 1.000 . Uani d ? C(10) 0.0895(4) -0.0196(2) 0.0750(1) 0.0389(8) 1.000 . Uani d ? C(11) -0.0285(4) -0.1402(2) 0.0122(1) 0.0389(7) 1.000 . Uani d ? C(12) -0.2239(3) -0.0041(2) 0.1452(1) 0.0285(7) 1.000 . Uani d ? C(13) -0.3501(4) -0.1126(2) 0.0737(1) 0.0325(7) 1.000 . Uani d ? C(14) -0.2147(4) -0.3158(2) 0.2114(1) 0.0360(8) 1.000 . Uani d ? C(15) -0.4113(5) -0.3356(2) 0.2176(2) 0.053(1) 1.000 . Uani d ? C(16) -0.0946(5) -0.3509(2) 0.2527(2) 0.0508(9) 1.000 . Uani d ? C(17) 0.1324(5) -0.2055(2) 0.3745(2) 0.055(1) 1.000 . Uani d ? C(18) 0.0990(5) -0.0094(2) 0.3944(2) 0.052(1) 1.000 . Uani d ? C(19) -0.2340(4) -0.1256(2) 0.4145(1) 0.0404(8) 1.000 . Uani d ? C(20) -0.3632(6) -0.0511(3) 0.3987(2) 0.075(1) 1.000 . Uani d ? C(21) -0.3245(6) -0.2102(3) 0.3950(2) 0.074(1) 1.000 . Uani d ? C(22) -0.1925(6) -0.1251(3) 0.4909(2) 0.071(1) 1.000 . Uani d ? H(1) 0.238(4) -0.172(1) 0.103(1) 0.039 1.000 . Uiso d ? H(2) -0.302(3) -0.152(1) 0.202(1) 0.032 1.000 . Uiso d ? H(3) -0.249(4) -0.259(1) 0.120(1) 0.036 1.000 . Uiso d ? H(4) 0.023(4) -0.287(1) 0.081(1) 0.043 1.000 . Uiso d ? H(5) 0.100(4) -0.294(2) 0.153(1) 0.043 1.000 . Uiso d ? H(6) 0.284(4) -0.065(2) 0.262(2) 0.058 1.000 . Uiso d ? H(7) 0.368(4) -0.148(2) 0.235(1) 0.058 1.000 . Uiso d ? H(8) 0.353(4) -0.068(2) 0.190(2) 0.058 1.000 . Uiso d ? H(9) -0.431(4) -0.365(2) 0.260(2) 0.065 1.000 . Uiso d ? H(10) -0.476(4) -0.282(2) 0.220(1) 0.065 1.000 . Uiso d ? H(11) -0.454(4) -0.365(2) 0.176(1) 0.065 1.000 . Uiso d ? H(12) -0.127(4) -0.385(2) 0.291(1) 0.058 1.000 . Uiso d ? H(13) 0.034(5) -0.336(2) 0.248(1) 0.058 1.000 . Uiso d ? H(14) 0.179(4) -0.204(2) 0.413(2) 0.067 1.000 . Uiso d ? H(15) 0.087(4) -0.259(2) 0.366(2) 0.067 1.000 . Uiso d ? H(16) 0.245(5) -0.201(2) 0.346(2) 0.067 1.000 . Uiso d ? H(17) 0.125(4) -0.016(2) 0.442(2) 0.063 1.000 . Uiso d ? H(18) 0.209(4) 0.002(2) 0.370(2) 0.063 1.000 . Uiso d ? H(19) 0.019(5) 0.037(2) 0.392(1) 0.063 1.000 . Uiso d ? H(20) -0.485(6) -0.057(2) 0.425(2) 0.093 1.000 . Uiso d ? H(21) -0.294(5) 0.006(2) 0.411(2) 0.093 1.000 . Uiso d ? H(22) -0.378(5) -0.048(2) 0.348(2) 0.093 1.000 . Uiso d ? H(23) -0.440(5) -0.223(2) 0.423(2) 0.089 1.000 . Uiso d ? H(24) -0.353(5) -0.220(2) 0.350(2) 0.089 1.000 . Uiso d ? H(25) -0.251(6) -0.260(2) 0.412(2) 0.089 1.000 . Uiso d ? H(26) -0.295(5) -0.136(2) 0.513(2) 0.083 1.000 . Uiso d ? H(27) -0.105(5) -0.185(2) 0.503(2) 0.083 1.000 . Uiso d ? H(28) -0.134(5) -0.079(2) 0.504(2) 0.083 1.000 . Uiso d ? loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Si 0.0394(4) 0.0337(3) 0.0241(3) 0.0029(3) -0.0038(3) 0.0012(3) O 0.039(1) 0.044(1) 0.0204(9) 0.0106(8) -0.0017(8) -0.0038(8) N(1) 0.060(2) 0.049(1) 0.060(2) -0.014(1) 0.013(1) 0.003(1) N(2) 0.088(2) 0.056(1) 0.031(1) 0.012(1) 0.006(1) -0.006(1) N(3) 0.049(1) 0.036(1) 0.046(1) 0.001(1) -0.001(1) -0.006(1) N(4) 0.048(1) 0.048(1) 0.033(1) -0.008(1) -0.010(1) 0.002(1) C(1) 0.035(1) 0.028(1) 0.020(1) 0.004(1) -0.001(1) -0.002(1) C(2) 0.029(1) 0.035(1) 0.029(1) 0.004(1) 0.000(1) 0.002(1) C(3) 0.031(1) 0.039(1) 0.030(1) 0.006(1) 0.007(1) -0.004(1) C(4) 0.039(1) 0.032(1) 0.023(1) -0.001(1) 0.007(1) -0.002(1) C(5) 0.029(1) 0.029(1) 0.021(1) -0.003(1) 0.001(1) -0.000(1) C(6) 0.028(1) 0.029(1) 0.024(1) 0.001(1) 0.003(1) 0.004(1) C(7) 0.034(1) 0.029(1) 0.027(1) 0.001(1) -0.004(1) 0.000(1) C(8) 0.047(2) 0.032(1) 0.031(1) 0.006(1) 0.005(1) -0.002(1) C(9) 0.032(2) 0.062(2) 0.046(2) -0.002(1) 0.000(1) -0.005(2) C(10) 0.040(2) 0.042(2) 0.034(2) 0.001(1) 0.011(1) -0.001(1) C(11) 0.052(2) 0.038(1) 0.027(1) 0.003(1) 0.011(1) -0.001(1) C(12) 0.029(1) 0.033(1) 0.023(1) -0.000(1) 0.003(1) 0.005(1) C(13) 0.042(2) 0.028(1) 0.027(1) -0.002(1) 0.001(1) 0.005(1) C(14) 0.049(2) 0.026(1) 0.033(2) -0.000(1) 0.003(1) -0.000(1) C(15) 0.058(2) 0.048(2) 0.051(2) -0.014(2) 0.003(2) 0.009(2) C(16) 0.067(2) 0.042(2) 0.043(2) 0.002(2) -0.002(2) 0.014(1) C(17) 0.056(2) 0.056(2) 0.052(2) 0.018(2) -0.011(2) 0.007(2) C(18) 0.067(2) 0.053(2) 0.037(2) -0.008(2) -0.007(2) -0.004(2) C(19) 0.049(2) 0.045(2) 0.028(1) 0.001(1) 0.006(1) 0.006(1) C(20) 0.068(3) 0.091(3) 0.066(3) 0.032(2) 0.026(2) 0.009(2) C(21) 0.069(3) 0.076(3) 0.076(3) -0.027(2) 0.023(2) -0.011(2) C(22) 0.083(3) 0.096(3) 0.032(2) -0.011(2) 0.014(2) 0.008(2) #============================================================================== # REFINEMENT DATA _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00002|Fo|^2^]' _refine_ls_hydrogen_treatment refxyz _refine_ls_extinction_method 'Zachariasen (1967)' _refine_ls_extinction_coef 0.00000033(8) _refine_ls_extinction_expression 'equ(3) Acta Cryst.(1968) A24, p213.' _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 2192 _refine_ls_number_parameters 338 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0508 _refine_ls_R_factor_gt 0.0390 _refine_ls_wR_factor_all 0.0390 _refine_ls_wR_factor_ref 0.0370 _refine_ls_goodness_of_fit_all 1.353 _refine_ls_goodness_of_fit_ref 1.430 _refine_ls_shift/su_max 0.0000 _refine_ls_shift/su_mean 0.0000 _refine_diff_density_min -0.19 _refine_diff_density_max 0.00 #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Si O 1.672(2) . . ? Si C(17) 1.840(4) . . ? Si C(18) 1.858(4) . . ? Si C(19) 1.878(4) . . ? O C(1) 1.356(3) . . ? N(1) C(10) 1.133(4) . . ? N(2) C(11) 1.132(4) . . ? N(3) C(12) 1.132(3) . . ? N(4) C(13) 1.137(4) . . ? C(1) C(2) 1.324(4) . . ? C(1) C(6) 1.500(4) . . ? C(2) C(3) 1.519(4) . . ? C(2) C(9) 1.499(4) . . ? C(3) C(4) 1.569(4) . . ? C(3) C(8) 1.538(4) . . ? C(3) H(1) 1.01(3) . . no C(4) C(5) 1.608(4) . . ? C(4) C(10) 1.481(4) . . ? C(4) C(11) 1.488(4) . . ? C(5) C(6) 1.573(4) . . ? C(5) C(12) 1.496(4) . . ? C(5) C(13) 1.481(4) . . ? C(6) C(7) 1.557(4) . . ? C(6) H(2) 0.92(3) . . no C(7) C(8) 1.532(4) . . ? C(7) C(14) 1.521(4) . . ? C(7) H(3) 0.94(3) . . no C(8) H(4) 0.99(3) . . no C(8) H(5) 0.94(3) . . no C(9) H(6) 0.92(3) . . no C(9) H(7) 0.98(3) . . no C(9) H(8) 0.89(4) . . no C(14) C(15) 1.493(5) . . ? C(14) C(16) 1.323(5) . . ? C(15) H(9) 0.96(4) . . no C(15) H(10) 0.95(3) . . no C(15) H(11) 0.99(3) . . no C(16) H(12) 0.96(3) . . no C(16) H(13) 0.98(4) . . no C(17) H(14) 0.84(4) . . no C(17) H(15) 0.91(4) . . no C(17) H(16) 1.01(4) . . no C(18) H(17) 0.97(4) . . no C(18) H(18) 0.97(4) . . no C(18) H(19) 0.93(3) . . no C(19) C(20) 1.523(5) . . ? C(19) C(21) 1.512(5) . . ? C(19) C(22) 1.545(5) . . ? C(20) H(20) 1.05(5) . . no C(20) H(21) 1.04(4) . . no C(20) H(22) 1.01(4) . . no C(21) H(23) 1.04(4) . . no C(21) H(24) 0.92(4) . . no C(21) H(25) 0.99(4) . . no C(22) H(26) 0.90(4) . . no C(22) H(27) 1.14(4) . . no C(22) H(28) 0.87(4) . . no #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O Si C(17) 110.9(2) . . . ? O Si C(18) 108.5(2) . . . ? O Si C(19) 103.9(1) . . . ? C(17) Si C(18) 110.8(2) . . . ? C(17) Si C(19) 112.0(2) . . . ? C(18) Si C(19) 110.5(2) . . . ? Si O C(1) 137.4(2) . . . ? O C(1) C(2) 128.6(3) . . . ? O C(1) C(6) 116.0(2) . . . ? C(2) C(1) C(6) 115.1(2) . . . ? C(1) C(2) C(3) 112.4(3) . . . ? C(1) C(2) C(9) 127.7(3) . . . ? C(3) C(2) C(9) 119.9(3) . . . ? C(2) C(3) C(4) 106.9(2) . . . ? C(2) C(3) C(8) 110.0(3) . . . ? C(2) C(3) H(1) 113(2) . . . no C(4) C(3) C(8) 109.1(3) . . . ? C(4) C(3) H(1) 109(2) . . . no C(8) C(3) H(1) 109(2) . . . no C(3) C(4) C(5) 107.5(2) . . . ? C(3) C(4) C(10) 109.2(3) . . . ? C(3) C(4) C(11) 110.3(2) . . . ? C(5) C(4) C(10) 111.6(2) . . . ? C(5) C(4) C(11) 110.7(3) . . . ? C(10) C(4) C(11) 107.6(2) . . . ? C(4) C(5) C(6) 107.0(2) . . . ? C(4) C(5) C(12) 111.9(2) . . . ? C(4) C(5) C(13) 112.7(2) . . . ? C(6) C(5) C(12) 107.6(2) . . . ? C(6) C(5) C(13) 111.6(2) . . . ? C(12) C(5) C(13) 106.0(2) . . . ? C(1) C(6) C(5) 106.1(2) . . . ? C(1) C(6) C(7) 112.0(2) . . . ? C(1) C(6) H(2) 112(2) . . . no C(5) C(6) C(7) 108.6(2) . . . ? C(5) C(6) H(2) 106(2) . . . no C(7) C(6) H(2) 111(2) . . . no C(6) C(7) C(8) 107.2(2) . . . ? C(6) C(7) C(14) 108.7(2) . . . ? C(6) C(7) H(3) 105(2) . . . no C(8) C(7) C(14) 117.4(3) . . . ? C(8) C(7) H(3) 109(2) . . . no C(14) C(7) H(3) 109(2) . . . no C(3) C(8) C(7) 110.7(2) . . . ? C(3) C(8) H(4) 113(2) . . . no C(3) C(8) H(5) 106(2) . . . no C(7) C(8) H(4) 110(2) . . . no C(7) C(8) H(5) 111(2) . . . no H(4) C(8) H(5) 105(3) . . . no C(2) C(9) H(6) 114(2) . . . no C(2) C(9) H(7) 106(2) . . . no C(2) C(9) H(8) 108(3) . . . no H(6) C(9) H(7) 107(3) . . . no H(6) C(9) H(8) 114(3) . . . no H(7) C(9) H(8) 108(3) . . . no N(1) C(10) C(4) 177.5(4) . . . ? N(2) C(11) C(4) 178.4(3) . . . ? N(3) C(12) C(5) 175.6(3) . . . ? N(4) C(13) C(5) 177.4(3) . . . ? C(7) C(14) C(15) 115.0(3) . . . ? C(7) C(14) C(16) 123.5(3) . . . ? C(15) C(14) C(16) 121.5(3) . . . ? C(14) C(15) H(9) 108(2) . . . no C(14) C(15) H(10) 109(2) . . . no C(14) C(15) H(11) 110(2) . . . no H(9) C(15) H(10) 107(3) . . . no H(9) C(15) H(11) 117(3) . . . no H(10) C(15) H(11) 105(3) . . . no C(14) C(16) H(12) 123(2) . . . no C(14) C(16) H(13) 120(2) . . . no H(12) C(16) H(13) 116(3) . . . no Si C(17) H(14) 107(3) . . . no Si C(17) H(15) 119(2) . . . no Si C(17) H(16) 113(2) . . . no H(14) C(17) H(15) 111(4) . . . no H(14) C(17) H(16) 100(3) . . . no H(15) C(17) H(16) 105(3) . . . no Si C(18) H(17) 107(2) . . . no Si C(18) H(18) 113(2) . . . no Si C(18) H(19) 110(2) . . . no H(17) C(18) H(18) 110(3) . . . no H(17) C(18) H(19) 105(3) . . . no H(18) C(18) H(19) 111(3) . . . no Si C(19) C(20) 109.9(3) . . . ? Si C(19) C(21) 110.9(3) . . . ? Si C(19) C(22) 108.9(3) . . . ? C(20) C(19) C(21) 108.2(4) . . . ? C(20) C(19) C(22) 108.8(4) . . . ? C(21) C(19) C(22) 110.1(3) . . . ? C(19) C(20) H(20) 112(2) . . . no C(19) C(20) H(21) 106(3) . . . no C(19) C(20) H(22) 108(3) . . . no H(20) C(20) H(21) 112(3) . . . no H(20) C(20) H(22) 114(4) . . . no H(21) C(20) H(22) 104(4) . . . no C(19) C(21) H(23) 113(2) . . . no C(19) C(21) H(24) 119(3) . . . no C(19) C(21) H(25) 109(3) . . . no H(23) C(21) H(24) 106(4) . . . no H(23) C(21) H(25) 98(3) . . . no H(24) C(21) H(25) 108(4) . . . no C(19) C(22) H(26) 108(3) . . . no C(19) C(22) H(27) 108(2) . . . no C(19) C(22) H(28) 114(3) . . . no H(26) C(22) H(27) 103(3) . . . no H(26) C(22) H(28) 115(4) . . . no H(27) C(22) H(28) 108(4) . . . no #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag N(2) N(4) 3.188(4) . 3_545 no N(3) C(16) 3.324(5) . 4 no N(4) C(3) 3.535(4) . 1_455 no #------------------------------------------------------------------------------ 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag Si O C(1) C(2) . . . . -53.4(4) no Si O C(1) C(6) . . . . 132.8(2) no O Si C(19) C(20) . . . . -52.6(3) no O Si C(19) C(21) . . . . 67.0(3) no O Si C(19) C(22) . . . . -171.8(3) no O C(1) C(2) C(3) . . . . -177.8(3) no O C(1) C(2) C(9) . . . . -0.8(5) no O C(1) C(6) C(5) . . . . 114.9(3) no O C(1) C(6) C(7) . . . . -126.7(2) no N(1) C(10) C(4) C(3) . . . . 11(8) no N(1) C(10) C(4) C(5) . . . . 130(8) no N(1) C(10) C(4) C(11) . . . . -108(8) no N(2) C(11) C(4) C(3) . . . . 34(15) no N(2) C(11) C(4) C(5) . . . . -85(15) no N(2) C(11) C(4) C(10) . . . . 153(15) no N(3) C(12) C(5) C(4) . . . . -179(4) no N(3) C(12) C(5) C(6) . . . . -61(4) no N(3) C(12) C(5) C(13) . . . . 58(4) no N(4) C(13) C(5) C(4) . . . . 178(7) no N(4) C(13) C(5) C(6) . . . . 58(7) no N(4) C(13) C(5) C(12) . . . . -59(7) no C(1) O Si C(17) . . . . -12.5(3) no C(1) O Si C(18) . . . . 109.4(3) no C(1) O Si C(19) . . . . -132.9(3) no C(1) C(2) C(3) C(4) . . . . 64.0(3) no C(1) C(2) C(3) C(8) . . . . -54.3(3) no C(1) C(6) C(5) C(4) . . . . 60.3(3) no C(1) C(6) C(5) C(12) . . . . -60.1(3) no C(1) C(6) C(5) C(13) . . . . -176.0(2) no C(1) C(6) C(7) C(8) . . . . -49.0(3) no C(1) C(6) C(7) C(14) . . . . 78.8(3) no C(2) C(1) C(6) C(5) . . . . -59.7(3) no C(2) C(1) C(6) C(7) . . . . 58.6(3) no C(2) C(3) C(4) C(5) . . . . -55.1(3) no C(2) C(3) C(4) C(10) . . . . 66.1(3) no C(2) C(3) C(4) C(11) . . . . -175.9(3) no C(2) C(3) C(8) C(7) . . . . 58.7(3) no C(3) C(2) C(1) C(6) . . . . -3.9(4) no C(3) C(4) C(5) C(6) . . . . -4.4(3) no C(3) C(4) C(5) C(12) . . . . 113.2(3) no C(3) C(4) C(5) C(13) . . . . -127.4(2) no C(3) C(8) C(7) C(6) . . . . -6.9(3) no C(3) C(8) C(7) C(14) . . . . -129.4(3) no C(4) C(3) C(2) C(9) . . . . -113.2(3) no C(4) C(3) C(8) C(7) . . . . -58.2(3) no C(4) C(5) C(6) C(7) . . . . -60.3(3) no C(5) C(4) C(3) C(8) . . . . 63.7(3) no C(5) C(6) C(7) C(8) . . . . 67.9(3) no C(5) C(6) C(7) C(14) . . . . -164.4(2) no C(6) C(1) C(2) C(9) . . . . 173.1(3) no C(6) C(5) C(4) C(10) . . . . -124.1(2) no C(6) C(5) C(4) C(11) . . . . 116.1(2) no C(6) C(7) C(14) C(15) . . . . 83.4(4) no C(6) C(7) C(14) C(16) . . . . -96.1(4) no C(7) C(6) C(5) C(12) . . . . 179.3(2) no C(7) C(6) C(5) C(13) . . . . 63.4(3) no C(8) C(3) C(2) C(9) . . . . 128.5(3) no C(8) C(3) C(4) C(10) . . . . -175.0(2) no C(8) C(3) C(4) C(11) . . . . -57.0(3) no C(8) C(7) C(14) C(15) . . . . -154.9(3) no C(8) C(7) C(14) C(16) . . . . 25.6(4) no C(10) C(4) C(5) C(12) . . . . -6.5(3) no C(10) C(4) C(5) C(13) . . . . 112.9(3) no C(11) C(4) C(5) C(12) . . . . -126.3(2) no C(11) C(4) C(5) C(13) . . . . -6.9(3) no C(17) Si C(19) C(20) . . . . -172.3(3) no C(17) Si C(19) C(21) . . . . -52.7(4) no C(17) Si C(19) C(22) . . . . 68.5(3) no C(18) Si C(19) C(20) . . . . 63.6(3) no C(18) Si C(19) C(21) . . . . -176.8(3) no C(18) Si C(19) C(22) . . . . -55.6(3) no #------------------------------------------------------------------------------ #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== # Attachment 'Burnell CIF compound 14.txt' data_cfm-5-18-2 _database_code_depnum_ccdc_archive 'CCDC 290630' _audit_creation_date 2001-06-11 _audit_creation_method 'by teXsan for Windows v1.06' _audit_update_record ; ? ; _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan for Windows 1.06 (MSC, 1997-1999)' _computing_structure_solution ; SIR92 (Altomare, et. al. 1994) ; _computing_structure_refinement 'teXsan for Windows 1.06 (MSC, 1997-1999)' _computing_publication_material 'teXsan for Windows 1.06 (MSC, 1997-1999)' #------------------------------------------------------------------------------ _cell_length_a 17.488(1) _cell_length_b 17.514(1) _cell_length_c 7.601(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2328.0(5) _cell_formula_units_Z 4 _cell_measurement_temperature 299.2 _cell_measurement_reflns_used 24 _cell_measurement_theta_min 27.9 _cell_measurement_theta_max 30.0 #------------------------------------------------------------------------------ _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21 ' _symmetry_Int_Tables_number 19 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' '1/2-x, -y,1/2+z' '1/2+x,1/2-y, -z' ' -x,1/2+y,1/2-z' #------------------------------------------------------------------------------ _publ_section_exptl_prep ; ENTER EXPERIMENTAL SECTION ; _exptl_crystal_description irreg. _exptl_crystal_colour colorless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.25 _exptl_crystal_density_diffrn 1.120 _exptl_crystal_density_meas 'not measured' _chemical_formula_weight 392.57 _chemical_formula_analytical ? _chemical_formula_sum 'C22 H28 N4 O Si ' _chemical_formula_moiety 'C22 H28 N4 O Si ' _chemical_formula_structural ? _chemical_compound_source ? _exptl_crystal_F_000 840.00 _exptl_absorpt_coefficient_mu 1.025 _exptl_absorpt_correction_type ; \y scans (North,Phillips & Matthews, 1968) ; _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.926 _exptl_special_details ; The scan width was (1.05+0.14tan\q)\% with an \w scan speed of 4\% per minute (up to 9 scans to achieve I/\s(I) > 10). Stationary background counts were recorded at each end of the scan, and the scan time:background time ratio was 2:1. ; #============================================================================== # EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 299.2 _diffrn_radiation_wavelength 1.5418 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device 'Rigaku AFC6S' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 2.97 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 1 -1 2 -1 -1 2 -2 -1 2 _diffrn_reflns_number 2026 _reflns_number_total 2026 _reflns_number_gt 1841 _reflns_threshold_expression I>2.00\s(I) _diffrn_reflns_av_R_equivalents 0.00000 _diffrn_reflns_av_sigmaI/netI 0.039 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 2.53 _diffrn_reflns_theta_max 60.03 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 -0.03173 _diffrn_orient_matrix_UB_12 0.03449 _diffrn_orient_matrix_UB_13 0.07524 _diffrn_orient_matrix_UB_21 -0.04719 _diffrn_orient_matrix_UB_22 -0.02776 _diffrn_orient_matrix_UB_23 -0.03780 _diffrn_orient_matrix_UB_31 0.00597 _diffrn_orient_matrix_UB_32 -0.03605 _diffrn_orient_matrix_UB_33 0.10110 #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0 88 0.017 0.009 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; H 0 112 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O 0 4 0.047 0.032 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; N 0 16 0.029 0.018 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; Si 0 4 0.244 0.330 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_refinement_flags _atom_site_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom Si(1) 0.34008(3) 0.15199(4) 0.7034(1) 0.0686(2) 1.000 . Uani d ? O(1) 0.41869(7) 0.11840(7) 0.7973(2) 0.0565(4) 1.000 . Uani d ? N(1) 0.5575(1) 0.2547(1) 0.6650(4) 0.1051(9) 1.000 . Uani d ? N(2) 0.5397(1) 0.1418(2) 1.1499(3) 0.0974(9) 1.000 . Uani d ? N(3) 0.7202(1) 0.1416(1) 0.5444(4) 0.112(1) 1.000 . Uani d ? N(4) 0.7132(1) 0.0431(1) 1.0390(3) 0.0945(9) 1.000 . Uani d ? C(1) 0.4811(1) 0.0742(1) 0.7485(3) 0.0497(6) 1.000 . Uani d ? C(2) 0.5549(1) 0.1208(1) 0.8107(3) 0.0539(6) 1.000 . Uani d ? C(3) 0.6295(1) 0.0710(1) 0.7631(3) 0.0568(6) 1.000 . Uani d ? C(4) 0.6013(1) -0.0064(1) 0.6813(3) 0.0546(6) 1.000 . Uani d ? C(5) 0.5474(1) -0.0415(1) 0.8095(3) 0.0548(6) 1.000 . Uani d ? C(6) 0.4850(1) -0.0017(1) 0.8443(3) 0.0511(6) 1.000 . Uani d ? C(7) 0.4892(1) 0.0606(1) 0.5497(3) 0.0594(7) 1.000 . Uani d ? C(8) 0.5591(1) 0.0105(1) 0.5060(3) 0.0585(6) 1.000 . Uani d ? C(9) 0.5569(1) 0.1967(1) 0.7293(4) 0.0676(7) 1.000 . Uani d ? C(10) 0.5478(1) 0.1325(2) 1.0038(4) 0.0665(8) 1.000 . Uani d ? C(11) 0.6798(1) 0.1122(1) 0.6401(4) 0.0713(8) 1.000 . Uani d ? C(12) 0.6761(1) 0.0559(1) 0.9212(4) 0.0699(8) 1.000 . Uani d ? C(13) 0.4227(1) -0.0255(1) 0.9665(4) 0.0777(8) 1.000 . Uani d ? C(14) 0.5424(1) -0.0626(1) 0.4070(3) 0.0671(7) 1.000 . Uani d ? C(15) 0.5945(2) -0.0848(2) 0.2784(4) 0.091(1) 1.000 . Uani d ? C(16) 0.4784(2) -0.1085(2) 0.4457(5) 0.107(1) 1.000 . Uani d ? C(17) 0.3648(2) 0.2207(2) 0.5278(5) 0.130(1) 1.000 . Uani d ? C(18) 0.2837(2) 0.0717(2) 0.6095(6) 0.146(2) 1.000 . Uani d ? C(19) 0.2874(1) 0.1981(1) 0.8896(4) 0.0824(9) 1.000 . Uani d ? C(20) 0.2097(2) 0.2279(2) 0.8272(6) 0.137(1) 1.000 . Uani d ? C(21) 0.3334(2) 0.2659(2) 0.9577(7) 0.190(2) 1.000 . Uani d ? C(22) 0.2734(2) 0.1417(2) 1.0367(5) 0.153(2) 1.000 . Uani d ? H(1) 0.6437 -0.0396 0.6615 0.066 1.000 . Uiso c ? H(2) 0.5570 -0.0897 0.8631 0.065 1.000 . Uiso c ? H(3) 0.4445 0.0361 0.5076 0.072 1.000 . Uiso c ? H(4) 0.4949 0.1087 0.4929 0.072 1.000 . Uiso c ? H(5) 0.5926 0.0403 0.4350 0.069 1.000 . Uiso c ? H(6) 0.4158 0.0078 1.0646 0.095 1.000 . Uiso c ? H(7) 0.3773 -0.0226 0.8969 0.095 1.000 . Uiso c ? H(8) 0.4276 -0.0740 1.0017 0.095 1.000 . Uiso c ? H(9) 0.6382 -0.0543 0.2555 0.107 1.000 . Uiso c ? H(10) 0.5862 -0.1304 0.2134 0.107 1.000 . Uiso c ? H(11) 0.4720 -0.1120 0.5697 0.128 1.000 . Uiso c ? H(12) 0.4338 -0.0865 0.3951 0.128 1.000 . Uiso c ? H(13) 0.4857 -0.1583 0.3986 0.128 1.000 . Uiso c ? H(14) 0.3818 0.2669 0.5791 0.155 1.000 . Uiso c ? H(15) 0.4036 0.1997 0.4558 0.155 1.000 . Uiso c ? H(16) 0.3203 0.2303 0.4583 0.155 1.000 . Uiso c ? H(17) 0.2618 0.0428 0.7018 0.174 1.000 . Uiso c ? H(18) 0.2439 0.0920 0.5371 0.174 1.000 . Uiso c ? H(19) 0.3160 0.0404 0.5404 0.174 1.000 . Uiso c ? H(20) 0.1791 0.2403 0.9263 0.167 1.000 . Uiso c ? H(21) 0.2168 0.2720 0.7565 0.167 1.000 . Uiso c ? H(22) 0.1849 0.1893 0.7599 0.167 1.000 . Uiso c ? H(23) 0.3337 0.2650 1.0825 0.233 1.000 . Uiso c ? H(24) 0.3841 0.2628 0.9146 0.233 1.000 . Uiso c ? H(25) 0.3104 0.3119 0.9180 0.233 1.000 . Uiso c ? H(26) 0.2788 0.1667 1.1469 0.185 1.000 . Uiso c ? H(27) 0.2233 0.1214 1.0265 0.185 1.000 . Uiso c ? H(28) 0.3097 0.1013 1.0289 0.185 1.000 . Uiso c ? loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Si(1) 0.0534(3) 0.0642(4) 0.0881(5) 0.0118(3) -0.0146(4) -0.0000(4) O(1) 0.0453(7) 0.0556(8) 0.0686(9) 0.0065(6) -0.0030(8) 0.0030(8) N(1) 0.115(2) 0.060(1) 0.140(2) -0.006(1) 0.005(2) 0.028(2) N(2) 0.092(2) 0.126(2) 0.073(2) -0.003(2) -0.004(1) -0.007(2) N(3) 0.084(2) 0.115(2) 0.137(2) -0.030(1) 0.030(2) 0.033(2) N(4) 0.068(1) 0.102(2) 0.114(2) -0.003(1) -0.031(2) 0.015(2) C(1) 0.039(1) 0.050(1) 0.061(1) 0.0033(9) -0.002(1) 0.007(1) C(2) 0.049(1) 0.050(1) 0.063(1) -0.0043(9) -0.004(1) 0.010(1) C(3) 0.042(1) 0.058(1) 0.070(2) -0.003(1) 0.001(1) 0.011(1) C(4) 0.039(1) 0.055(1) 0.069(1) 0.0022(9) 0.005(1) 0.008(1) C(5) 0.049(1) 0.050(1) 0.065(1) 0.001(1) -0.003(1) 0.017(1) C(6) 0.042(1) 0.052(1) 0.059(1) -0.0044(9) -0.003(1) 0.011(1) C(7) 0.059(1) 0.060(1) 0.059(1) 0.005(1) -0.008(1) 0.010(1) C(8) 0.056(1) 0.060(1) 0.060(1) 0.001(1) 0.008(1) 0.010(1) C(9) 0.060(1) 0.054(1) 0.088(2) -0.006(1) -0.001(1) 0.005(1) C(10) 0.050(1) 0.077(2) 0.073(2) -0.005(1) -0.008(1) 0.001(1) C(11) 0.051(1) 0.070(1) 0.093(2) -0.008(1) 0.007(1) 0.013(1) C(12) 0.048(1) 0.073(2) 0.088(2) -0.005(1) -0.010(1) 0.012(1) C(13) 0.059(1) 0.077(2) 0.097(2) -0.001(1) 0.019(1) 0.030(2) C(14) 0.067(1) 0.068(1) 0.067(2) 0.006(1) -0.004(1) 0.007(1) C(15) 0.108(2) 0.088(2) 0.077(2) 0.009(2) 0.014(2) -0.013(2) C(16) 0.104(2) 0.098(2) 0.119(3) -0.019(2) 0.003(2) -0.026(2) C(17) 0.126(3) 0.146(3) 0.118(3) 0.064(2) 0.006(2) 0.060(3) C(18) 0.087(2) 0.129(3) 0.223(4) 0.013(2) -0.066(3) -0.078(3) C(19) 0.067(1) 0.065(2) 0.115(2) 0.013(1) 0.013(2) 0.003(2) C(20) 0.079(2) 0.128(3) 0.203(4) 0.044(2) 0.034(3) 0.034(3) C(21) 0.137(3) 0.146(3) 0.286(6) -0.027(3) 0.052(4) -0.130(4) C(22) 0.160(3) 0.166(4) 0.134(3) 0.076(3) 0.062(3) 0.047(3) #============================================================================== # REFINEMENT DATA _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00002|Fo|^2^]' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method 'Zachariasen (1967)' _refine_ls_extinction_coef 0.0000181(2) _refine_ls_extinction_expression 'equ(3) Acta Cryst.(1968) A24, p213.' _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 1841 _refine_ls_number_parameters 254 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0464 _refine_ls_R_factor_gt 0.0390 _refine_ls_wR_factor_all 0.0430 _refine_ls_wR_factor_ref 0.0420 _refine_ls_goodness_of_fit_all 2.546 _refine_ls_goodness_of_fit_ref 2.630 _refine_ls_shift/su_max 0.0000 _refine_ls_shift/su_mean 0.0000 _refine_diff_density_min -0.14 _refine_diff_density_max 0.12 #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag SI1 O1 1.657(2) . . ? SI1 C17 1.848(5) . . ? SI1 C18 1.859(5) . . ? SI1 C19 1.872(5) . . ? O1 C1 1.389(4) . . ? N1 C9 1.128(4) . . ? N2 C10 1.131(5) . . ? N3 C11 1.136(5) . . ? N4 C12 1.129(5) . . ? C1 C2 1.598(4) . . ? C1 C6 1.517(4) . . ? C1 C7 1.536(5) . . ? C2 C3 1.611(4) . . ? C2 C9 1.466(5) . . ? C2 C10 1.487(6) . . ? C3 C4 1.572(4) . . ? C3 C11 1.472(5) . . ? C3 C12 1.475(5) . . ? C4 C5 1.489(4) . . ? C4 C8 1.552(5) . . ? C4 H1 0.95 . . no C5 C6 1.321(4) . . ? C5 H2 0.95 . . no C6 C13 1.492(4) . . ? C7 C8 1.541(5) . . ? C7 H3 0.95 . . no C7 H4 0.95 . . no C8 C14 1.514(5) . . ? C8 H5 0.95 . . no C13 H6 0.95 . . no C13 H7 0.96 . . no C13 H8 0.90 . . no C14 C15 1.392(5) . . ? C14 C16 1.410(5) . . ? C15 H9 0.95 . . no C15 H10 0.95 . . no C16 H11 0.95 . . no C16 H12 0.95 . . no C16 H13 0.95 . . no C17 H14 0.95 . . no C17 H15 0.95 . . no C17 H16 0.95 . . no C18 H17 0.95 . . no C18 H18 0.96 . . no C18 H19 0.95 . . no C19 C20 1.532(6) . . ? C19 C21 1.524(7) . . ? C19 C22 1.512(7) . . ? C20 H20 0.95 . . no C20 H21 0.95 . . no C20 H22 0.95 . . no C21 H23 0.95 . . no C21 H24 0.95 . . no C21 H25 0.95 . . no C22 H26 0.95 . . no C22 H27 0.95 . . no C22 H28 0.95 . . no #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 SI1 C17 110.4(2) . . . ? O1 SI1 C18 109.7(2) . . . ? O1 SI1 C19 103.6(2) . . . ? C17 SI1 C18 109.8(3) . . . ? C17 SI1 C19 112.4(2) . . . ? C18 SI1 C19 110.8(2) . . . ? SI1 O1 C1 137.3(2) . . . ? O1 C1 C2 105.7(3) . . . ? O1 C1 C6 113.3(3) . . . ? O1 C1 C7 114.9(3) . . . ? C2 C1 C6 105.6(3) . . . ? C2 C1 C7 107.2(3) . . . ? C6 C1 C7 109.4(3) . . . ? C1 C2 C3 108.1(3) . . . ? C1 C2 C9 111.0(3) . . . ? C1 C2 C10 107.2(3) . . . ? C3 C2 C9 112.1(3) . . . ? C3 C2 C10 111.3(3) . . . ? C9 C2 C10 107.1(3) . . . ? C2 C3 C4 107.5(2) . . . ? C2 C3 C11 111.2(3) . . . ? C2 C3 C12 111.2(3) . . . ? C4 C3 C11 111.1(3) . . . ? C4 C3 C12 109.9(3) . . . ? C11 C3 C12 106.0(3) . . . ? C3 C4 C5 107.3(3) . . . ? C3 C4 C8 108.9(3) . . . ? C3 C4 H1 110.1 . . . no C5 C4 C8 109.9(3) . . . ? C5 C4 H1 110.2 . . . no C8 C4 H1 110.6 . . . no C4 C5 C6 115.8(3) . . . ? C4 C5 H2 122.3 . . . no C6 C5 H2 121.9 . . . no C1 C6 C5 113.8(3) . . . ? C1 C6 C13 120.7(3) . . . ? C5 C6 C13 125.4(3) . . . ? C1 C7 C8 111.9(3) . . . ? C1 C7 H3 109.1 . . . no C1 C7 H4 108.6 . . . no C8 C7 H3 108.9 . . . no C8 C7 H4 108.8 . . . no H3 C7 H4 109.5 . . . no C4 C8 C7 107.5(3) . . . ? C4 C8 C14 110.9(3) . . . ? C4 C8 H5 107.4 . . . no C7 C8 C14 115.8(3) . . . ? C7 C8 H5 107.4 . . . no C14 C8 H5 107.4 . . . no N1 C9 C2 178.8(5) . . . ? N2 C10 C2 177.6(5) . . . ? N3 C11 C3 177.4(4) . . . ? N4 C12 C3 177.9(5) . . . ? C6 C13 H6 114.1 . . . no C6 C13 H7 104.4 . . . no C6 C13 H8 112.4 . . . no H6 C13 H7 107.3 . . . no H6 C13 H8 111.0 . . . no H7 C13 H8 107.1 . . . no C8 C14 C15 117.3(4) . . . ? C8 C14 C16 122.2(4) . . . ? C15 C14 C16 120.4(4) . . . ? C14 C15 H9 119.9 . . . no C14 C15 H10 120.0 . . . no H9 C15 H10 120.1 . . . no C14 C16 H11 109.7 . . . no C14 C16 H12 109.5 . . . no C14 C16 H13 109.8 . . . no H11 C16 H12 109.3 . . . no H11 C16 H13 109.3 . . . no H12 C16 H13 109.3 . . . no SI1 C17 H14 109.4 . . . no SI1 C17 H15 109.4 . . . no SI1 C17 H16 108.9 . . . no H14 C17 H15 110.2 . . . no H14 C17 H16 109.4 . . . no H15 C17 H16 109.4 . . . no SI1 C18 H17 109.6 . . . no SI1 C18 H18 109.1 . . . no SI1 C18 H19 109.6 . . . no H17 C18 H18 109.2 . . . no H17 C18 H19 110.1 . . . no H18 C18 H19 109.2 . . . no SI1 C19 C20 110.5(4) . . . ? SI1 C19 C21 109.5(4) . . . ? SI1 C19 C22 110.9(3) . . . ? C20 C19 C21 107.9(4) . . . ? C20 C19 C22 107.9(4) . . . ? C21 C19 C22 110.1(6) . . . ? C19 C20 H20 109.5 . . . no C19 C20 H21 109.7 . . . no C19 C20 H22 109.1 . . . no H20 C20 H21 109.8 . . . no H20 C20 H22 109.4 . . . no H21 C20 H22 109.4 . . . no C19 C21 H23 109.3 . . . no C19 C21 H24 109.4 . . . no C19 C21 H25 109.3 . . . no H23 C21 H24 109.8 . . . no H23 C21 H25 109.5 . . . no H24 C21 H25 109.6 . . . no C19 C22 H26 109.6 . . . no C19 C22 H27 109.5 . . . no C19 C22 H28 109.3 . . . no H26 C22 H27 109.6 . . . no H26 C22 H28 109.4 . . . no H27 C22 H28 109.4 . . . no #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag N2 C7 3.470(6) . 1_556 no N2 C8 3.568(5) . 1_556 no N3 N4 3.439(6) . 2_654 no N3 C17 3.538(6) . 3_556 no N4 C11 3.391(5) . 2_655 no N4 C4 3.480(4) . 2_655 no N4 C15 3.554(6) . 1_556 no C15 C21 3.530(8) . 4_646 no #------------------------------------------------------------------------------ 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag SI1 O1 C1 C2 . . . . 129.7(3) no SI1 O1 C1 C6 . . . . -115.1(3) no SI1 O1 C1 C7 . . . . 11.7(5) no O1 SI1 C19 C20 . . . . -176.2(3) no O1 SI1 C19 C21 . . . . 65.1(5) no O1 SI1 C19 C22 . . . . -56.6(4) no O1 C1 C2 C3 . . . . 178.3(3) no O1 C1 C2 C9 . . . . -58.5(4) no O1 C1 C2 C10 . . . . 58.1(4) no O1 C1 C6 C5 . . . . -174.9(3) no O1 C1 C6 C13 . . . . 4.5(4) no O1 C1 C7 C8 . . . . -179.4(2) no N1 C9 C2 C1 . . . . -8(23) no N1 C9 C2 C3 . . . . 113(23) no N1 C9 C2 C10 . . . . -125(23) no N2 C10 C2 C1 . . . . -38(13) no N2 C10 C2 C3 . . . . -156(12) no N2 C10 C2 C9 . . . . 81(13) no N3 C11 C3 C2 . . . . -171(10) no N3 C11 C3 C4 . . . . -51(10) no N3 C11 C3 C12 . . . . 68(10) no N4 C12 C3 C2 . . . . 178(12) no N4 C12 C3 C4 . . . . 59(12) no N4 C12 C3 C11 . . . . -61(12) no C1 O1 SI1 C17 . . . . -64.9(4) no C1 O1 SI1 C18 . . . . 56.2(4) no C1 O1 SI1 C19 . . . . 174.6(3) no C1 C2 C3 C4 . . . . -2.6(4) no C1 C2 C3 C11 . . . . 119.2(3) no C1 C2 C3 C12 . . . . -123.0(3) no C1 C6 C5 C4 . . . . -1.3(5) no C1 C7 C8 C4 . . . . -2.8(4) no C1 C7 C8 C14 . . . . 121.8(3) no C2 C1 C6 C5 . . . . -59.6(4) no C2 C1 C6 C13 . . . . 119.8(3) no C2 C1 C7 C8 . . . . 63.4(4) no C2 C3 C4 C5 . . . . -54.7(3) no C2 C3 C4 C8 . . . . 64.1(3) no C3 C2 C1 C6 . . . . 57.9(3) no C3 C2 C1 C7 . . . . -58.7(3) no C3 C4 C5 C6 . . . . 61.9(4) no C3 C4 C8 C7 . . . . -61.9(3) no C3 C4 C8 C14 . . . . 170.5(3) no C4 C3 C2 C9 . . . . -125.3(3) no C4 C3 C2 C10 . . . . 114.9(3) no C4 C5 C6 C13 . . . . 179.4(3) no C4 C8 C14 C15 . . . . -95.2(4) no C4 C8 C14 C16 . . . . 82.7(5) no C5 C4 C3 C11 . . . . -176.5(3) no C5 C4 C3 C12 . . . . 66.5(3) no C5 C4 C8 C7 . . . . 55.3(4) no C5 C4 C8 C14 . . . . -72.3(4) no C5 C6 C1 C7 . . . . 55.5(4) no C6 C1 C2 C9 . . . . -178.8(3) no C6 C1 C2 C10 . . . . -62.2(4) no C6 C1 C7 C8 . . . . -50.6(4) no C6 C5 C4 C8 . . . . -56.3(4) no C7 C1 C2 C9 . . . . 64.6(4) no C7 C1 C2 C10 . . . . -178.8(3) no C7 C1 C6 C13 . . . . -125.1(4) no C7 C8 C14 C15 . . . . 141.9(4) no C7 C8 C14 C16 . . . . -40.2(5) no C8 C4 C3 C11 . . . . -57.7(3) no C8 C4 C3 C12 . . . . -174.7(3) no C9 C2 C3 C11 . . . . -3.5(4) no C9 C2 C3 C12 . . . . 114.4(4) no C10 C2 C3 C11 . . . . -123.4(4) no C10 C2 C3 C12 . . . . -5.5(4) no C17 SI1 C19 C20 . . . . 64.6(4) no C17 SI1 C19 C21 . . . . -54.0(5) no C17 SI1 C19 C22 . . . . -175.7(4) no C18 SI1 C19 C20 . . . . -58.7(4) no C18 SI1 C19 C21 . . . . -177.3(5) no C18 SI1 C19 C22 . . . . 61.0(5) no #------------------------------------------------------------------------------ #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== # Attachment 'Burnell CIF compound 15.txt' data_cfm3-72-1 _database_code_depnum_ccdc_archive 'CCDC 290631' _audit_creation_date 2001-06-05 _audit_creation_method 'by teXsan for Windows v1.06' _audit_update_record ; ? ; _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan for Windows 1.06 (MSC, 1997-1999)' _computing_structure_solution ; SIR92 (Altomare, et. al. 1994) ; _computing_structure_refinement 'teXsan for Windows 1.06 (MSC, 1997-1999)' _computing_publication_material 'teXsan for Windows 1.06 (MSC, 1997-1999)' #------------------------------------------------------------------------------ _cell_length_a 8.087(1) _cell_length_b 11.369(1) _cell_length_c 14.0678(9) _cell_angle_alpha 90 _cell_angle_beta 104.498(7) _cell_angle_gamma 90 _cell_volume 1252.1(2) _cell_formula_units_Z 2 _cell_measurement_temperature 299.2 _cell_measurement_reflns_used 24 _cell_measurement_theta_min 29.5 _cell_measurement_theta_max 30.0 #------------------------------------------------------------------------------ _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21 ' _symmetry_Int_Tables_number 4 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' ' -x,1/2+y, -z' #------------------------------------------------------------------------------ _publ_section_exptl_prep ; ENTER EXPERIMENTAL SECTION ; _exptl_crystal_description irregular _exptl_crystal_colour colourless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.25 _exptl_crystal_density_diffrn 1.166 _exptl_crystal_density_meas 'not measured' _chemical_formula_weight 439.63 _chemical_formula_analytical ? _chemical_formula_sum 'C24 H33 N3 O3 Si ' _chemical_formula_moiety 'C24 H33 N3 O3 Si ' _chemical_formula_structural ? _chemical_compound_source ? _exptl_crystal_F_000 472.00 _exptl_absorpt_coefficient_mu 1.052 _exptl_absorpt_correction_type ; \y scans (North,Phillips & Matthews, 1968) ; _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.832 _exptl_special_details ; The scan width was (1.68+0.14tan\q)\% with an \w scan speed of 8\% per minute (up to 11 scans to achieve I/\s(I) > 10). Stationary background counts were recorded at each end of the scan, and the scan time:background time ratio was 2:1. ; #============================================================================== # EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 299.2 _diffrn_radiation_wavelength 1.5418 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device 'Rigaku AFC6S' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 0.30 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 1 2 2 0 3 2 1 -2 2 _diffrn_reflns_number 2128 _reflns_number_total 1974 _reflns_number_gt 1900 _reflns_threshold_expression I>2.00\s(I) _diffrn_reflns_av_R_equivalents 0.01527 _diffrn_reflns_av_sigmaI/netI 0.025 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.24 _diffrn_reflns_theta_max 60.05 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 0.02106 _diffrn_orient_matrix_UB_12 0.00296 _diffrn_orient_matrix_UB_13 0.07310 _diffrn_orient_matrix_UB_21 0.03837 _diffrn_orient_matrix_UB_22 -0.08388 _diffrn_orient_matrix_UB_23 0.00426 _diffrn_orient_matrix_UB_31 0.12000 _diffrn_orient_matrix_UB_32 0.02630 _diffrn_orient_matrix_UB_33 0.00538 #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0 48 0.017 0.009 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; H 0 66 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; Si 0 2 0.244 0.330 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; N 0 6 0.029 0.018 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O 0 6 0.047 0.032 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_refinement_flags _atom_site_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom Si(1) 0.86734(7) 0.1400 0.79044(4) 0.0574(2) 1.000 . Uani d ? O(1) 0.9554(2) 0.3786(2) 0.5922(1) 0.0698(5) 1.000 . Uani d ? O(2) 0.6948(2) 0.2224(1) 0.7761(1) 0.0629(5) 1.000 . Uani d ? O(3) 0.4352(2) 0.2996(2) 0.3817(1) 0.0708(5) 1.000 . Uani d ? N(1) 0.7210(2) 0.3382(2) 0.4604(1) 0.0517(5) 1.000 . Uani d ? N(2) 0.6802(2) 0.4337(2) 0.5902(1) 0.0553(5) 1.000 . Uani d ? N(3) 0.5175(2) 0.4106(2) 0.5230(1) 0.0557(6) 1.000 . Uani d ? C(1) 0.8052(3) 0.3814(2) 0.5529(2) 0.0546(6) 1.000 . Uani d ? C(2) 0.6730(2) 0.4176(2) 0.6937(2) 0.0556(6) 1.000 . Uani d ? C(3) 0.6081(3) 0.2945(2) 0.7032(2) 0.0537(6) 1.000 . Uani d ? C(4) 0.4589(2) 0.2698(2) 0.6419(2) 0.0544(6) 1.000 . Uani d ? C(5) 0.3880(2) 0.3744(2) 0.5781(2) 0.0583(7) 1.000 . Uani d ? C(6) 0.5438(3) 0.3430(2) 0.4472(2) 0.0561(7) 1.000 . Uani d ? C(7) 0.5440(3) 0.5091(2) 0.7110(2) 0.0636(7) 1.000 . Uani d ? C(8) 0.3692(3) 0.4782(2) 0.6427(2) 0.0715(8) 1.000 . Uani d ? C(9) 0.5476(3) 0.5241(2) 0.8185(2) 0.0732(9) 1.000 . Uani d ? C(10) 0.6172(4) 0.6184(3) 0.8664(2) 0.111(1) 1.000 . Uani d ? C(11) 0.4786(5) 0.4316(4) 0.8693(3) 0.137(2) 1.000 . Uani d ? C(12) 0.8516(3) 0.0393(3) 0.8945(2) 0.0757(8) 1.000 . Uani d ? C(13) 0.8452(4) 0.1129(3) 0.9846(2) 0.107(1) 1.000 . Uani d ? C(14) 0.6915(5) -0.0347(3) 0.8662(2) 0.121(1) 1.000 . Uani d ? C(15) 1.0138(5) -0.0381(4) 0.9213(3) 0.151(2) 1.000 . Uani d ? C(16) 1.0616(3) 0.2340(3) 0.8231(2) 0.0892(9) 1.000 . Uani d ? C(17) 0.8598(3) 0.0598(3) 0.6740(2) 0.0826(9) 1.000 . Uani d ? C(18) 0.3619(3) 0.1577(2) 0.6335(2) 0.0733(8) 1.000 . Uani d ? C(19) 0.8042(2) 0.2890(2) 0.3903(1) 0.0515(6) 1.000 . Uani d ? C(20) 0.9539(3) 0.2270(2) 0.4217(2) 0.0589(6) 1.000 . Uani d ? C(21) 1.0323(3) 0.1817(2) 0.3538(2) 0.0751(8) 1.000 . Uani d ? C(22) 0.9586(3) 0.1942(3) 0.2558(2) 0.0814(9) 1.000 . Uani d ? C(23) 0.8088(3) 0.2531(3) 0.2251(2) 0.089(1) 1.000 . Uani d ? C(24) 0.7313(3) 0.3039(3) 0.2917(2) 0.0718(8) 1.000 . Uani d ? H(1) 0.7848 0.4303 0.7378 0.063 1.000 . Uiso c ? H(2) 0.2777 0.3534 0.5302 0.064 1.000 . Uiso c ? H(3) 0.5763 0.5753 0.6932 0.071 1.000 . Uiso c ? H(4) 0.3180 0.5379 0.6006 0.078 1.000 . Uiso c ? H(5) 0.2759 0.4671 0.6828 0.078 1.000 . Uiso c ? H(6) 0.6487 0.6700 0.8344 0.053 1.000 . Uiso c ? H(7) 0.6125 0.6386 0.9376 0.053 1.000 . Uiso c ? H(8) 0.3603 0.4343 0.8477 0.165 1.000 . Uiso c ? H(9) 0.5147 0.4498 0.9379 0.165 1.000 . Uiso c ? H(10) 0.5249 0.3608 0.8560 0.165 1.000 . Uiso c ? H(11) 0.7854 0.1840 0.9648 0.128 1.000 . Uiso c ? H(12) 0.9582 0.1298 1.0213 0.128 1.000 . Uiso c ? H(13) 0.7879 0.0692 1.0247 0.128 1.000 . Uiso c ? H(14) 0.6029 0.0089 0.8215 0.142 1.000 . Uiso c ? H(15) 0.6529 -0.0526 0.9231 0.142 1.000 . Uiso c ? H(16) 0.7129 -0.1045 0.8354 0.142 1.000 . Uiso c ? H(17) 0.9914 -0.1090 0.8824 0.184 1.000 . Uiso c ? H(18) 1.0378 -0.0584 0.9882 0.184 1.000 . Uiso c ? H(19) 1.1057 0.0020 0.9066 0.184 1.000 . Uiso c ? H(20) 1.0382 0.3074 0.7902 0.111 0.500 S Uiso d ? H(21) 1.0677 0.2813 0.7502 0.053 0.500 S Uiso d ? H(22) 1.1523 0.1959 0.8047 0.111 0.500 S Uiso d ? H(23) 1.1713 0.1599 0.8362 0.053 0.500 S Uiso d ? H(24) 1.0915 0.2473 0.8923 0.111 0.500 S Uiso d ? H(25) 1.0295 0.2832 0.8580 0.053 0.500 S Uiso d ? H(26) 0.8523 -0.0221 0.6840 0.099 1.000 . Uiso c ? H(27) 0.9624 0.0759 0.6536 0.099 1.000 . Uiso c ? H(28) 0.7647 0.0855 0.6242 0.099 1.000 . Uiso c ? H(29) 0.3449 0.1376 0.6953 0.094 0.500 S Uiso d ? H(30) 0.4139 0.1023 0.6818 0.053 0.500 S Uiso d ? H(31) 0.4292 0.0975 0.6130 0.094 0.500 S Uiso d ? H(32) 0.3388 0.1075 0.5692 0.053 0.500 S Uiso d ? H(33) 0.2577 0.1659 0.5864 0.094 0.500 S Uiso d ? H(34) 0.2189 0.1897 0.6445 0.053 0.500 S Uiso d ? H(35) 1.0089 0.2196 0.4988 0.067 1.000 . Uiso c ? H(36) 1.1292 0.1400 0.3774 0.082 1.000 . Uiso c ? H(37) 0.9952 0.1626 0.2154 0.091 1.000 . Uiso c ? H(38) 0.7489 0.2631 0.1593 0.100 1.000 . Uiso c ? H(39) 0.6280 0.3390 0.2760 0.079 1.000 . Uiso c ? loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Si(1) 0.0590(3) 0.0553(3) 0.0560(3) 0.0003(3) 0.0110(3) -0.0052(3) O(1) 0.0398(8) 0.090(1) 0.078(1) -0.0089(8) 0.0118(7) -0.016(1) O(2) 0.0616(9) 0.064(1) 0.0659(9) 0.0075(8) 0.0217(7) 0.0028(8) O(3) 0.0483(9) 0.082(1) 0.076(1) -0.0012(9) 0.0057(8) -0.008(1) N(1) 0.0378(9) 0.053(1) 0.064(1) -0.0000(8) 0.0117(8) -0.0036(9) N(2) 0.0425(9) 0.054(1) 0.071(1) -0.0056(9) 0.0170(8) -0.003(1) N(3) 0.0415(9) 0.052(1) 0.072(1) 0.0016(9) 0.0124(9) 0.001(1) C(1) 0.047(1) 0.052(1) 0.069(1) -0.005(1) 0.021(1) -0.001(1) C(2) 0.047(1) 0.051(1) 0.071(1) -0.006(1) 0.017(1) -0.011(1) C(3) 0.049(1) 0.050(1) 0.066(1) 0.001(1) 0.022(1) -0.001(1) C(4) 0.046(1) 0.050(1) 0.072(1) -0.002(1) 0.022(1) -0.003(1) C(5) 0.040(1) 0.056(1) 0.080(2) -0.001(1) 0.017(1) -0.003(1) C(6) 0.047(1) 0.052(1) 0.069(1) 0.002(1) 0.013(1) 0.008(1) C(7) 0.066(1) 0.048(1) 0.082(2) 0.002(1) 0.030(1) -0.006(1) C(8) 0.055(1) 0.066(2) 0.097(2) 0.010(1) 0.026(1) -0.006(1) C(9) 0.068(2) 0.065(2) 0.095(2) 0.010(1) 0.036(1) -0.011(2) C(10) 0.137(3) 0.109(3) 0.085(2) -0.025(2) 0.026(2) -0.028(2) C(11) 0.186(3) 0.127(3) 0.136(3) -0.025(3) 0.113(3) -0.029(3) C(12) 0.101(2) 0.061(1) 0.061(1) -0.002(2) 0.013(1) -0.003(1) C(13) 0.166(3) 0.096(2) 0.063(2) -0.018(2) 0.035(2) -0.006(2) C(14) 0.178(3) 0.100(3) 0.075(2) -0.060(2) 0.014(2) 0.003(2) C(15) 0.182(4) 0.132(3) 0.129(3) 0.073(3) 0.023(3) 0.048(3) C(16) 0.069(2) 0.100(2) 0.095(2) -0.010(2) 0.015(1) -0.013(2) C(17) 0.106(2) 0.073(2) 0.072(2) 0.007(2) 0.029(1) -0.014(1) C(18) 0.063(1) 0.067(2) 0.086(2) -0.012(1) 0.012(1) 0.002(2) C(19) 0.046(1) 0.049(1) 0.061(1) -0.006(1) 0.017(1) 0.000(1) C(20) 0.051(1) 0.060(1) 0.067(1) 0.004(1) 0.017(1) 0.003(1) C(21) 0.059(1) 0.076(2) 0.093(2) 0.011(1) 0.027(1) -0.006(2) C(22) 0.077(2) 0.093(2) 0.083(2) -0.001(2) 0.036(1) -0.019(2) C(23) 0.078(2) 0.128(3) 0.063(2) -0.004(2) 0.019(1) -0.001(2) C(24) 0.056(1) 0.091(2) 0.069(1) 0.006(1) 0.015(1) 0.012(1) #============================================================================== # REFINEMENT DATA _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00001|Fo|^2^]' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method 'Zachariasen (1967)' _refine_ls_extinction_coef 0.0000225(3) _refine_ls_extinction_expression 'equ(3) Acta Cryst.(1968) A24, p213.' _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 1900 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0374 _refine_ls_R_factor_gt 0.0360 _refine_ls_wR_factor_all 0.0380 _refine_ls_wR_factor_ref 0.0380 _refine_ls_goodness_of_fit_all 3.701 _refine_ls_goodness_of_fit_ref 3.770 _refine_ls_shift/su_max 0.0000 _refine_ls_shift/su_mean 0.0000 _refine_diff_density_min -0.13 _refine_diff_density_max 0.11 #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Si(1) O(2) 1.650(3) . . ? Si(1) C(12) 1.888(5) . . ? Si(1) C(16) 1.860(5) . . ? Si(1) C(17) 1.863(5) . . ? O(1) C(1) 1.203(4) . . ? O(2) C(3) 1.362(4) . . ? O(3) C(6) 1.207(5) . . ? N(1) C(1) 1.399(5) . . ? N(1) C(6) 1.399(4) . . ? N(1) C(19) 1.439(4) . . ? N(2) N(3) 1.439(4) . . ? N(2) C(1) 1.385(4) . . ? N(2) C(2) 1.482(5) . . ? N(3) C(5) 1.508(5) . . ? N(3) C(6) 1.374(5) . . ? C(2) C(3) 1.512(6) . . ? C(2) C(7) 1.535(5) . . ? C(2) H(1) 0.97 . . no C(3) C(4) 1.325(5) . . ? C(4) C(5) 1.513(5) . . ? C(4) C(18) 1.486(6) . . ? C(5) C(8) 1.521(6) . . ? C(5) H(2) 1.00 . . no C(7) C(8) 1.538(6) . . ? C(7) C(9) 1.516(6) . . ? C(7) H(3) 0.85 . . no C(8) H(4) 0.93 . . no C(8) H(5) 1.06 . . no C(9) C(10) 1.316(7) . . ? C(9) C(11) 1.458(8) . . ? C(10) H(6) 0.82 . . no C(10) H(7) 1.04 . . no C(11) H(8) 0.93 . . no C(11) H(9) 0.96 . . no C(11) H(10) 0.93 . . no C(12) C(13) 1.530(7) . . ? C(12) C(14) 1.511(7) . . ? C(12) C(15) 1.546(8) . . ? C(13) H(11) 0.95 . . no C(13) H(12) 0.95 . . no C(13) H(13) 0.95 . . no C(14) H(14) 0.96 . . no C(14) H(15) 0.95 . . no C(14) H(16) 0.94 . . no C(15) H(17) 0.97 . . no C(15) H(18) 0.94 . . no C(15) H(19) 0.94 . . no C(16) H(20) 0.95 . . no C(16) H(21) 1.17 . . no C(16) H(22) 0.94 . . no C(16) H(23) 1.20 . . no C(16) H(24) 0.95 . . no C(16) H(25) 0.83 . . no C(17) H(26) 0.95 . . no C(17) H(27) 0.96 . . no C(17) H(28) 0.95 . . no C(18) H(29) 0.94 . . no C(18) H(30) 0.94 . . no C(18) H(31) 0.96 . . no C(18) H(32) 1.05 . . no C(18) H(33) 0.94 . . no C(18) H(34) 1.26 . . no C(19) C(20) 1.375(5) . . ? C(19) C(24) 1.375(5) . . ? C(20) C(21) 1.372(5) . . ? C(20) H(35) 1.07 . . no C(21) C(22) 1.366(6) . . ? C(21) H(36) 0.90 . . no C(22) C(23) 1.357(7) . . ? C(22) H(37) 0.79 . . no C(23) C(24) 1.378(6) . . ? C(23) H(38) 0.94 . . no C(24) H(39) 0.90 . . no #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O(2) Si(1) C(12) 102.7(2) . . . ? O(2) Si(1) C(16) 109.9(2) . . . ? O(2) Si(1) C(17) 109.2(2) . . . ? C(12) Si(1) C(16) 111.9(2) . . . ? C(12) Si(1) C(17) 113.0(2) . . . ? C(16) Si(1) C(17) 109.8(2) . . . ? Si(1) O(2) C(3) 134.0(2) . . . ? C(1) N(1) C(6) 110.7(3) . . . ? C(1) N(1) C(19) 124.9(3) . . . ? C(6) N(1) C(19) 124.3(3) . . . ? N(3) N(2) C(1) 107.8(3) . . . ? N(3) N(2) C(2) 111.6(3) . . . ? C(1) N(2) C(2) 122.1(3) . . . ? N(2) N(3) C(5) 110.5(3) . . . ? N(2) N(3) C(6) 108.6(3) . . . ? C(5) N(3) C(6) 120.5(3) . . . ? O(1) C(1) N(1) 128.2(4) . . . ? O(1) C(1) N(2) 126.0(4) . . . ? N(1) C(1) N(2) 105.8(3) . . . ? N(2) C(2) C(3) 107.5(3) . . . ? N(2) C(2) C(7) 105.5(3) . . . ? N(2) C(2) H(1) 110.5 . . . no C(3) C(2) C(7) 110.4(3) . . . ? C(3) C(2) H(1) 111.7 . . . no C(7) C(2) H(1) 111.0 . . . no O(2) C(3) C(2) 119.9(4) . . . ? O(2) C(3) C(4) 125.1(4) . . . ? C(2) C(3) C(4) 114.7(4) . . . ? C(3) C(4) C(5) 111.6(4) . . . ? C(3) C(4) C(18) 127.6(4) . . . ? C(5) C(4) C(18) 120.8(4) . . . ? N(3) C(5) C(4) 108.1(3) . . . ? N(3) C(5) C(8) 106.4(3) . . . ? N(3) C(5) H(2) 109.5 . . . no C(4) C(5) C(8) 109.6(4) . . . ? C(4) C(5) H(2) 110.7 . . . no C(8) C(5) H(2) 112.4 . . . no O(3) C(6) N(1) 127.6(4) . . . ? O(3) C(6) N(3) 126.6(4) . . . ? N(1) C(6) N(3) 105.7(4) . . . ? C(2) C(7) C(8) 107.5(4) . . . ? C(2) C(7) C(9) 113.0(4) . . . ? C(2) C(7) H(3) 106.3 . . . no C(8) C(7) C(9) 115.7(4) . . . ? C(8) C(7) H(3) 108.6 . . . no C(9) C(7) H(3) 105.2 . . . no C(5) C(8) C(7) 109.7(3) . . . ? C(5) C(8) H(4) 106.3 . . . no C(5) C(8) H(5) 114.8 . . . no C(7) C(8) H(4) 115.1 . . . no C(7) C(8) H(5) 111.2 . . . no H(4) C(8) H(5) 99.5 . . . no C(7) C(9) C(10) 120.1(5) . . . ? C(7) C(9) C(11) 119.6(5) . . . ? C(10) C(9) C(11) 120.2(5) . . . ? C(9) C(10) H(6) 117.0 . . . no C(9) C(10) H(7) 124.1 . . . no H(6) C(10) H(7) 117.8 . . . no C(9) C(11) H(8) 107.8 . . . no C(9) C(11) H(9) 106.3 . . . no C(9) C(11) H(10) 107.7 . . . no H(8) C(11) H(9) 110.5 . . . no H(8) C(11) H(10) 113.5 . . . no H(9) C(11) H(10) 110.8 . . . no Si(1) C(12) C(13) 109.4(4) . . . ? Si(1) C(12) C(14) 110.7(3) . . . ? Si(1) C(12) C(15) 108.5(4) . . . ? C(13) C(12) C(14) 108.5(5) . . . ? C(13) C(12) C(15) 108.1(5) . . . ? C(14) C(12) C(15) 111.5(5) . . . ? C(12) C(13) H(11) 110.1 . . . no C(12) C(13) H(12) 109.5 . . . no C(12) C(13) H(13) 109.1 . . . no H(11) C(13) H(12) 109.7 . . . no H(11) C(13) H(13) 109.3 . . . no H(12) C(13) H(13) 109.1 . . . no C(12) C(14) H(14) 109.5 . . . no C(12) C(14) H(15) 109.8 . . . no C(12) C(14) H(16) 110.2 . . . no H(14) C(14) H(15) 108.2 . . . no H(14) C(14) H(16) 109.0 . . . no H(15) C(14) H(16) 110.1 . . . no C(12) C(15) H(17) 108.0 . . . no C(12) C(15) H(18) 109.4 . . . no C(12) C(15) H(19) 109.9 . . . no H(17) C(15) H(18) 108.9 . . . no H(17) C(15) H(19) 109.1 . . . no H(18) C(15) H(19) 111.4 . . . no Si(1) C(16) H(20) 109.3 . . . no Si(1) C(16) H(21) 105.4 . . . no Si(1) C(16) H(22) 109.6 . . . no Si(1) C(16) H(23) 100.4 . . . no Si(1) C(16) H(24) 109.0 . . . no Si(1) C(16) H(25) 99.4 . . . no H(20) C(16) H(21) 38.4 . . . no H(20) C(16) H(22) 110.1 . . . no H(20) C(16) H(23) 137.6 . . . no H(20) C(16) H(24) 109.0 . . . no H(20) C(16) H(25) 69.0 . . . no H(21) C(16) H(22) 76.3 . . . no H(21) C(16) H(23) 105.4 . . . no H(21) C(16) H(24) 140.0 . . . no H(21) C(16) H(25) 107.3 . . . no H(22) C(16) H(23) 29.0 . . . no H(22) C(16) H(24) 109.8 . . . no H(22) C(16) H(25) 148.8 . . . no H(23) C(16) H(24) 88.1 . . . no H(23) C(16) H(25) 135.3 . . . no H(24) C(16) H(25) 47.5 . . . no Si(1) C(17) H(26) 109.9 . . . no Si(1) C(17) H(27) 109.2 . . . no Si(1) C(17) H(28) 109.9 . . . no H(26) C(17) H(27) 109.0 . . . no H(26) C(17) H(28) 110.1 . . . no H(27) C(17) H(28) 108.8 . . . no C(4) C(18) H(29) 109.4 . . . no C(4) C(18) H(30) 112.6 . . . no C(4) C(18) H(31) 107.9 . . . no C(4) C(18) H(32) 120.9 . . . no C(4) C(18) H(33) 109.6 . . . no C(4) C(18) H(34) 103.1 . . . no H(29) C(18) H(30) 46.8 . . . no H(29) C(18) H(31) 109.1 . . . no H(29) C(18) H(32) 129.0 . . . no H(29) C(18) H(33) 111.4 . . . no H(29) C(18) H(34) 66.8 . . . no H(30) C(18) H(31) 63.8 . . . no H(30) C(18) H(32) 102.0 . . . no H(30) C(18) H(33) 137.2 . . . no H(30) C(18) H(34) 111.2 . . . no H(31) C(18) H(32) 49.0 . . . no H(31) C(18) H(33) 109.4 . . . no H(31) C(18) H(34) 148.0 . . . no H(32) C(18) H(33) 60.5 . . . no H(32) C(18) H(34) 107.0 . . . no H(33) C(18) H(34) 50.8 . . . no N(1) C(19) C(20) 120.3(3) . . . ? N(1) C(19) C(24) 119.2(4) . . . ? C(20) C(19) C(24) 120.6(4) . . . ? C(19) C(20) C(21) 119.5(4) . . . ? C(19) C(20) H(35) 118.5 . . . no C(21) C(20) H(35) 122.0 . . . no C(20) C(21) C(22) 120.2(4) . . . ? C(20) C(21) H(36) 116.8 . . . no C(22) C(21) H(36) 122.9 . . . no C(21) C(22) C(23) 120.2(4) . . . ? C(21) C(22) H(37) 122.1 . . . no C(23) C(22) H(37) 117.5 . . . no C(22) C(23) C(24) 120.8(4) . . . ? C(22) C(23) H(38) 125.0 . . . no C(24) C(23) H(38) 114.2 . . . no C(19) C(24) C(23) 118.8(4) . . . ? C(19) C(24) H(39) 116.0 . . . no C(23) C(24) H(39) 124.8 . . . no #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag O(1) C(8) 3.434(5) . 1_655 no O(1) C(21) 3.524(6) . 2_756 no O(1) C(5) 3.553(4) . 1_655 no O(3) C(21) 3.454(5) . 1_455 no O(3) C(7) 3.570(5) . 2_646 no #------------------------------------------------------------------------------ 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag Si(1) O(2) C(3) C(2) . . . . -79.7(5) no Si(1) O(2) C(3) C(4) . . . . 106.2(4) no O(1) C(1) N(1) C(6) . . . . 171.4(4) no O(1) C(1) N(1) C(19) . . . . -5.2(7) no O(1) C(1) N(2) N(3) . . . . -176.5(4) no O(1) C(1) N(2) C(2) . . . . -45.4(6) no O(2) Si(1) C(12) C(13) . . . . -58.2(4) no O(2) Si(1) C(12) C(14) . . . . 61.4(4) no O(2) Si(1) C(12) C(15) . . . . -176.0(4) no O(2) C(3) C(2) N(2) . . . . 129.4(4) no O(2) C(3) C(2) C(7) . . . . -116.1(4) no O(2) C(3) C(4) C(5) . . . . 173.1(3) no O(2) C(3) C(4) C(18) . . . . -5.3(7) no O(3) C(6) N(1) C(1) . . . . -169.9(4) no O(3) C(6) N(1) C(19) . . . . 6.7(7) no O(3) C(6) N(3) N(2) . . . . 173.9(4) no O(3) C(6) N(3) C(5) . . . . 45.1(6) no N(1) C(1) N(2) N(3) . . . . 5.8(4) no N(1) C(1) N(2) C(2) . . . . 137.0(3) no N(1) C(6) N(3) N(2) . . . . -7.9(4) no N(1) C(6) N(3) C(5) . . . . -136.7(3) no N(1) C(19) C(20) C(21) . . . . -179.4(4) no N(1) C(19) C(24) C(23) . . . . -177.8(5) no N(2) N(3) C(5) C(4) . . . . -55.5(4) no N(2) N(3) C(5) C(8) . . . . 62.1(4) no N(2) C(1) N(1) C(6) . . . . -11.1(4) no N(2) C(1) N(1) C(19) . . . . 172.4(4) no N(2) C(2) C(3) C(4) . . . . -55.9(4) no N(2) C(2) C(7) C(8) . . . . 63.6(4) no N(2) C(2) C(7) C(9) . . . . -167.5(4) no N(3) N(2) C(2) C(3) . . . . 55.5(4) no N(3) N(2) C(2) C(7) . . . . -62.3(4) no N(3) C(5) C(4) C(3) . . . . 57.6(5) no N(3) C(5) C(4) C(18) . . . . -123.9(4) no N(3) C(5) C(8) C(7) . . . . -57.6(5) no N(3) C(6) N(1) C(1) . . . . 11.9(4) no N(3) C(6) N(1) C(19) . . . . -171.6(3) no C(1) N(1) C(19) C(20) . . . . 33.2(6) no C(1) N(1) C(19) C(24) . . . . -147.3(4) no C(1) N(2) N(3) C(5) . . . . 135.6(3) no C(1) N(2) N(3) C(6) . . . . 1.3(4) no C(1) N(2) C(2) C(3) . . . . -74.1(4) no C(1) N(2) C(2) C(7) . . . . 168.1(4) no C(2) N(2) N(3) C(5) . . . . -1.1(4) no C(2) N(2) N(3) C(6) . . . . -135.4(3) no C(2) C(3) C(4) C(5) . . . . -1.3(5) no C(2) C(3) C(4) C(18) . . . . -179.7(4) no C(2) C(7) C(8) C(5) . . . . -3.8(5) no C(2) C(7) C(9) C(10) . . . . 105.8(6) no C(2) C(7) C(9) C(11) . . . . -72.1(6) no C(3) O(2) Si(1) C(12) . . . . -163.7(4) no C(3) O(2) Si(1) C(16) . . . . 77.0(4) no C(3) O(2) Si(1) C(17) . . . . -43.5(4) no C(3) C(2) C(7) C(8) . . . . -52.3(5) no C(3) C(2) C(7) C(9) . . . . 76.6(5) no C(3) C(4) C(5) C(8) . . . . -58.0(5) no C(4) C(3) C(2) C(7) . . . . 58.6(5) no C(4) C(5) N(3) C(6) . . . . 72.5(4) no C(4) C(5) C(8) C(7) . . . . 59.1(5) no C(5) C(8) C(7) C(9) . . . . -131.2(4) no C(6) N(1) C(19) C(20) . . . . -142.9(4) no C(6) N(1) C(19) C(24) . . . . 36.6(6) no C(6) N(3) C(5) C(8) . . . . -169.9(4) no C(8) C(5) C(4) C(18) . . . . 120.6(4) no C(8) C(7) C(9) C(10) . . . . -129.6(6) no C(8) C(7) C(9) C(11) . . . . 52.4(7) no C(13) C(12) Si(1) C(16) . . . . 59.7(5) no C(13) C(12) Si(1) C(17) . . . . -175.8(4) no C(14) C(12) Si(1) C(16) . . . . 179.2(4) no C(14) C(12) Si(1) C(17) . . . . -56.2(5) no C(15) C(12) Si(1) C(16) . . . . -58.1(5) no C(15) C(12) Si(1) C(17) . . . . 66.5(5) no C(19) C(20) C(21) C(22) . . . . -2.5(7) no C(19) C(24) C(23) C(22) . . . . -3.1(9) no C(20) C(19) C(24) C(23) . . . . 1.6(8) no C(20) C(21) C(22) C(23) . . . . 1.0(9) no C(21) C(20) C(19) C(24) . . . . 1.2(7) no C(21) C(22) C(23) C(24) . . . . 1.8(9) no #------------------------------------------------------------------------------ #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #==============================================================================