# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 #TrackingRef '- strohmann_r,s,s-8.cif' # #------------------------------------------------------------------------- #2 Person making the deposition # _publ_contact_author_name 'Carsten Strohmann' _publ_contact_author_address ; Anorganische Chemie Technische Universit\"at Dortmund Otto-Hahn-Strasse 44227 Dortmund Germany ; _publ_contact_author_email mail@carsten-strohmann.de _publ_contact_author_fax '0049 231 755 3807' _publ_contact_author_phone '0049 231 888 3797' _journal_volume ? _journal_page_first ? _journal_page_last ? _journal_year ? _publ_requested_category FM loop_ _publ_author_name 'Christian Unkelbach' 'Bors C. Abele' 'Klaus Lehmen' 'Benedikt Waerder' 'Kerstin Wild' 'Carsten Strohmann' data_1286 _database_code_depnum_ccdc_archive 'CCDC 836557' #TrackingRef '- strohmann_r,s,s-8.cif' _audit_creation_date 2011-06-29T11:19:49-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C25 H40 I N O Si Sn' _chemical_formula_weight 644.26 _chemical_absolute_configuration rmad #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 10.3994(2) _cell_length_b 12.5653(2) _cell_length_c 21.0997(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2757.13(8) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_diffrn 1.552 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1288 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.106 #_exptl_absorpt_correction_type none _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'CrysAlis Red (Oxford Diffraction 2006)' #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_reflns_av_R_equivalents 0.0474 _diffrn_reflns_av_unetI/netI 0.0331 _diffrn_reflns_number 61579 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 26 _diffrn_reflns_theta_full 26 _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 1 _reflns_number_total 5405 _reflns_number_gt 4876 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0226P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 5405 _refine_ls_number_parameters 281 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0253 _refine_ls_R_factor_gt 0.0207 _refine_ls_wR_factor_ref 0.0421 _refine_ls_wR_factor_gt 0.0417 _refine_ls_goodness_of_fit_ref 1.009 _refine_ls_restrained_S_all 1.009 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.027(14) _refine_diff_density_max 0.619 _refine_diff_density_min -0.304 _refine_diff_density_rms 0.067 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 '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' Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 H1 H 0.816(3) 1.163(2) 0.4342(13) 0.020(8) Uiso 1 1 d . . . Sn1 Sn 0.70034(2) 1.083369(18) 0.533015(10) 0.02313(6) Uani 1 1 d . . . I1 I 0.67170(2) 0.362654(16) 0.370912(10) 0.02442(6) Uani 1 1 d . . . Si1 Si 0.76262(8) 1.00186(7) 0.38223(4) 0.01540(18) Uani 1 1 d . . . O1 O 0.3308(2) 0.94477(18) 0.36673(10) 0.0305(5) Uani 1 1 d . . . N1 N 0.5399(2) 1.04682(19) 0.29547(12) 0.0162(6) Uani 1 1 d . . . C8 C 0.9994(3) 1.1200(3) 0.24044(17) 0.0292(8) Uani 1 1 d . . . H8 H 1.0302 1.1881 0.228 0.035 Uiso 1 1 calc R . . C12 C 0.7475(3) 0.8594(3) 0.40725(13) 0.0182(6) Uani 1 1 d . . . C17 C 0.6313(3) 0.8128(3) 0.42525(14) 0.0221(8) Uani 1 1 d . . . H17 H 0.5546 0.8536 0.4228 0.026 Uiso 1 1 calc R . . C1 C 0.8196(3) 1.0871(3) 0.44833(13) 0.0199(6) Uani 1 1 d . . . C10 C 0.9850(3) 0.9332(3) 0.22179(15) 0.0267(8) Uani 1 1 d . . . H10 H 1.0065 0.872 0.1976 0.032 Uiso 1 1 calc R . . C20 C 0.6041(3) 1.1223(3) 0.24954(14) 0.0216(7) Uani 1 1 d . . . H20A H 0.6854 1.0919 0.2332 0.026 Uiso 1 1 calc R . . H20B H 0.6226 1.1916 0.27 0.026 Uiso 1 1 calc R . . C9 C 1.0307(3) 1.0307(3) 0.20437(16) 0.0276(8) Uani 1 1 d . . . H9 H 1.0835 1.0377 0.1679 0.033 Uiso 1 1 calc R . . C18 C 0.5968(3) 1.0564(2) 0.36162(13) 0.0173(7) Uani 1 1 d . . . H18A H 0.5351 1.0225 0.391 0.021 Uiso 1 1 calc R . . H18B H 0.598 1.1332 0.3722 0.021 Uiso 1 1 calc R . . C24 C 0.3017(3) 0.9991(3) 0.30914(14) 0.0251(7) Uani 1 1 d . . . H24A H 0.2151 1.0314 0.3122 0.03 Uiso 1 1 calc R . . H24B H 0.3011 0.9477 0.2736 0.03 Uiso 1 1 calc R . . C23 C 0.3995(3) 1.0847(3) 0.29616(15) 0.0206(7) Uani 1 1 d . . . H23 H 0.3907 1.1408 0.3295 0.025 Uiso 1 1 calc R . . C11 C 0.9071(3) 0.9235(3) 0.27480(14) 0.0226(7) Uani 1 1 d . . . H11 H 0.8755 0.8552 0.2862 0.027 Uiso 1 1 calc R . . C13 C 0.8568(3) 0.7954(3) 0.41389(14) 0.0236(8) Uani 1 1 d . . . H13 H 0.9385 0.8244 0.4035 0.028 Uiso 1 1 calc R . . C21 C 0.5057(3) 1.1350(3) 0.19650(15) 0.0256(7) Uani 1 1 d . . . H21A H 0.5101 1.0745 0.1665 0.031 Uiso 1 1 calc R . . H21B H 0.5201 1.202 0.1729 0.031 Uiso 1 1 calc R . . C16 C 0.6248(4) 0.7086(3) 0.44666(15) 0.0303(9) Uani 1 1 d . . . H16 H 0.5441 0.6794 0.4585 0.036 Uiso 1 1 calc R . . C19 C 0.5515(3) 0.9353(2) 0.27097(14) 0.0211(7) Uani 1 1 d . . . H19A H 0.5012 0.9281 0.2319 0.032 Uiso 1 1 calc R . . H19B H 0.5189 0.8854 0.3029 0.032 Uiso 1 1 calc R . . H19C H 0.642 0.9195 0.2621 0.032 Uiso 1 1 calc R . . C15 C 0.7329(4) 0.6477(3) 0.45084(15) 0.0327(9) Uani 1 1 d . . . H15 H 0.7271 0.5758 0.4645 0.039 Uiso 1 1 calc R . . C14 C 0.8500(4) 0.6903(3) 0.43535(15) 0.0323(9) Uani 1 1 d . . . H14 H 0.926 0.6488 0.4392 0.039 Uiso 1 1 calc R . . C7 C 0.9237(3) 1.1103(2) 0.29425(15) 0.0227(8) Uani 1 1 d . . . H7 H 0.9056 1.1714 0.3193 0.027 Uiso 1 1 calc R . . C6 C 0.8737(3) 1.0111(3) 0.31199(15) 0.0186(7) Uani 1 1 d . . . C22 C 0.3765(3) 1.1372(3) 0.23081(15) 0.0290(8) Uani 1 1 d . . . H22A H 0.3111 1.097 0.2065 0.035 Uiso 1 1 calc R . . H22B H 0.3462 1.2114 0.2361 0.035 Uiso 1 1 calc R . . C25 C 0.2407(3) 0.8616(3) 0.37807(18) 0.0435(10) Uani 1 1 d . . . H25A H 0.1556 0.8923 0.386 0.065 Uiso 1 1 calc R . . H25B H 0.2678 0.8202 0.4151 0.065 Uiso 1 1 calc R . . H25C H 0.2367 0.8149 0.3409 0.065 Uiso 1 1 calc R . . C2 C 0.9608(3) 1.0636(3) 0.46653(17) 0.0320(8) Uani 1 1 d . . . H2A H 0.9674 0.9909 0.4831 0.048 Uiso 1 1 calc R . . H2B H 0.9889 1.1141 0.4991 0.048 Uiso 1 1 calc R . . H2C H 1.0156 1.0708 0.429 0.048 Uiso 1 1 calc R . . C5 C 0.7350(4) 0.9344(3) 0.57951(16) 0.0386(10) Uani 1 1 d . . . H5A H 0.8248 0.9312 0.5934 0.058 Uiso 1 1 calc R . . H5B H 0.7179 0.8759 0.55 0.058 Uiso 1 1 calc R . . H5C H 0.6782 0.9281 0.6164 0.058 Uiso 1 1 calc R . . C3 C 0.4986(3) 1.1037(3) 0.51566(16) 0.0364(10) Uani 1 1 d . . . H3A H 0.454 1.1155 0.556 0.055 Uiso 1 1 calc R . . H3B H 0.4643 1.0396 0.4953 0.055 Uiso 1 1 calc R . . H3C H 0.4854 1.1651 0.4878 0.055 Uiso 1 1 calc R . . C4 C 0.7646(4) 1.2089(3) 0.59388(18) 0.0456(11) Uani 1 1 d . . . H4A H 0.749 1.2777 0.5734 0.068 Uiso 1 1 calc R . . H4B H 0.8568 1.2006 0.6021 0.068 Uiso 1 1 calc R . . H4C H 0.7173 1.2059 0.634 0.068 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 Sn1 0.02234(13) 0.02757(11) 0.01948(10) -0.00435(10) -0.00064(9) 0.00049(10) I1 0.02977(13) 0.01955(9) 0.02393(10) 0.00123(9) -0.00439(9) 0.00044(9) Si1 0.0144(5) 0.0153(4) 0.0165(4) 0.0003(3) 0.0001(3) -0.0007(3) O1 0.0243(12) 0.0432(14) 0.0241(11) 0.0096(11) -0.0009(11) -0.0088(11) N1 0.0160(15) 0.0158(13) 0.0167(13) -0.0030(11) -0.0015(10) 0.0009(11) C8 0.0241(19) 0.0274(19) 0.036(2) 0.0104(17) 0.0002(15) -0.0068(15) C12 0.0254(18) 0.0169(15) 0.0122(14) -0.0006(14) -0.0015(12) -0.0033(14) C17 0.020(2) 0.0251(18) 0.0210(17) 0.0003(15) -0.0028(13) -0.0033(14) C1 0.0193(18) 0.0206(15) 0.0198(14) -0.0007(14) -0.0050(12) -0.0035(16) C10 0.026(2) 0.031(2) 0.0232(17) 0.0009(16) 0.0026(14) 0.0084(16) C20 0.0210(18) 0.0235(19) 0.0204(16) 0.0027(15) 0.0012(13) -0.0030(14) C9 0.0170(19) 0.046(2) 0.0196(17) 0.0052(17) 0.0037(14) -0.0016(16) C18 0.0182(17) 0.0204(16) 0.0135(15) -0.0002(13) -0.0006(12) 0.0002(12) C24 0.0199(19) 0.0325(18) 0.0230(16) 0.0027(14) 0.0018(15) -0.0021(16) C23 0.0142(18) 0.0211(16) 0.0264(17) -0.0042(16) -0.0011(13) 0.0048(15) C11 0.0248(19) 0.0181(16) 0.0250(17) 0.0016(15) 0.0001(13) 0.0010(15) C13 0.023(2) 0.0270(18) 0.0210(16) 0.0021(14) 0.0017(13) 0.0031(14) C21 0.027(2) 0.0258(17) 0.0240(17) 0.0040(17) -0.0036(14) -0.0001(17) C16 0.040(2) 0.028(2) 0.0226(18) 0.0046(16) -0.0026(15) -0.0176(17) C19 0.0229(19) 0.0173(17) 0.0231(17) -0.0036(14) -0.0057(14) 0.0000(13) C15 0.055(3) 0.0194(17) 0.0236(18) 0.0031(15) -0.0038(16) -0.0043(18) C14 0.048(3) 0.0253(18) 0.0236(17) 0.0011(15) -0.0003(16) 0.0119(18) C7 0.0181(19) 0.0226(19) 0.0273(17) 0.0022(14) 0.0024(14) -0.0002(13) C6 0.0108(17) 0.0216(17) 0.0234(17) 0.0012(14) -0.0014(13) 0.0027(13) C22 0.027(2) 0.0283(18) 0.0319(19) 0.0087(18) -0.0045(14) 0.0067(17) C25 0.038(2) 0.052(2) 0.040(2) 0.012(2) 0.0034(18) -0.012(2) C2 0.0223(19) 0.042(2) 0.0322(18) -0.0068(19) -0.0085(16) -0.0019(15) C5 0.046(2) 0.045(2) 0.0242(18) 0.0088(18) 0.0000(15) 0.0075(19) C3 0.019(2) 0.059(3) 0.031(2) -0.0004(19) 0.0035(14) 0.0069(17) C4 0.050(3) 0.051(3) 0.037(2) -0.024(2) 0.0069(18) -0.017(2) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 Sn1 C4 2.141(3) . ? Sn1 C3 2.145(3) . ? Sn1 C5 2.143(4) . ? Sn1 C1 2.176(3) . ? Si1 C1 1.856(3) . ? Si1 C12 1.872(3) . ? Si1 C6 1.883(3) . ? Si1 C18 1.906(3) . ? O1 C24 1.426(4) . ? O1 C25 1.424(4) . ? N1 C19 1.498(4) . ? N1 C20 1.512(4) . ? N1 C18 1.521(4) . ? N1 C23 1.536(4) . ? C8 C9 1.395(5) . ? C8 C7 1.387(5) . ? C12 C13 1.400(4) . ? C12 C17 1.395(4) . ? C17 C16 1.387(5) . ? C1 C2 1.546(4) . ? C10 C9 1.365(5) . ? C10 C11 1.386(4) . ? C20 C21 1.525(4) . ? C24 C23 1.505(4) . ? C23 C22 1.547(4) . ? C11 C6 1.396(4) . ? C13 C14 1.398(5) . ? C21 C22 1.527(4) . ? C16 C15 1.363(5) . ? C15 C14 1.370(5) . ? C7 C6 1.402(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 C4 Sn1 C3 108.66(15) . . ? C4 Sn1 C5 108.43(15) . . ? C3 Sn1 C5 110.27(15) . . ? C4 Sn1 C1 107.38(13) . . ? C3 Sn1 C1 114.52(12) . . ? C5 Sn1 C1 107.39(13) . . ? C1 Si1 C12 111.51(13) . . ? C1 Si1 C6 111.09(14) . . ? C12 Si1 C6 109.41(14) . . ? C1 Si1 C18 104.64(14) . . ? C12 Si1 C18 109.41(13) . . ? C6 Si1 C18 110.70(13) . . ? C24 O1 C25 110.8(2) . . ? C19 N1 C20 109.3(2) . . ? C19 N1 C18 111.1(2) . . ? C20 N1 C18 111.5(2) . . ? C19 N1 C23 111.7(2) . . ? C20 N1 C23 103.4(2) . . ? C18 N1 C23 109.7(2) . . ? C9 C8 C7 120.5(3) . . ? C13 C12 C17 115.8(3) . . ? C13 C12 Si1 120.6(2) . . ? C17 C12 Si1 123.4(2) . . ? C16 C17 C12 121.8(3) . . ? C2 C1 Si1 112.3(2) . . ? C2 C1 Sn1 109.5(2) . . ? Si1 C1 Sn1 114.99(15) . . ? C9 C10 C11 120.0(3) . . ? N1 C20 C21 103.9(2) . . ? C10 C9 C8 119.6(3) . . ? N1 C18 Si1 122.2(2) . . ? O1 C24 C23 110.8(3) . . ? C24 C23 N1 115.0(3) . . ? C24 C23 C22 111.2(3) . . ? N1 C23 C22 105.7(2) . . ? C10 C11 C6 122.0(3) . . ? C12 C13 C14 122.3(3) . . ? C20 C21 C22 104.2(2) . . ? C15 C16 C17 120.7(3) . . ? C14 C15 C16 119.9(3) . . ? C15 C14 C13 119.5(3) . . ? C8 C7 C6 120.5(3) . . ? C11 C6 C7 117.3(3) . . ? C11 C6 Si1 123.1(2) . . ? C7 C6 Si1 119.5(2) . . ? C21 C22 C23 106.2(2) . . ? # Attachment '- strohmann_r,s-6.cif' data_cu080208 _database_code_depnum_ccdc_archive 'CCDC 836558' #TrackingRef '- strohmann_r,s-6.cif' _audit_creation_date 2009-08-20T13:55:42-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C42 H56 Li2 N2 O2 Si2' _chemical_formula_weight 690.94 _chemical_absolute_configuration ad #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _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 20.016(5) _cell_length_b 11.190(2) _cell_length_c 9.266(2) _cell_angle_alpha 90.00 _cell_angle_beta 95.48(3) _cell_angle_gamma 90.00 _cell_volume 2066.0(9) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4238 _cell_measurement_theta_min 1.5 _cell_measurement_theta_max 25 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_diffrn 1.111 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 744 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_correction_T_min 0.90996 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_coefficient_mu 0.121 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details 'FACEIT in IPDS (Stoe & Cie, 1999)' #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Stoe IPDS' _diffrn_measurement_method phi-scans _diffrn_reflns_av_R_equivalents 0.1016 _diffrn_reflns_av_sigmaI/netI 0.0768 _diffrn_reflns_number 6866 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.86 _diffrn_reflns_theta_max 27.96 _diffrn_reflns_theta_full 27.96 _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 1 _reflns_number_total 4871 _reflns_number_gt 4444 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Expose in IPDS (Stoe & Cie, 1999)' _computing_cell_refinement 'Cell in IPDS (Stoe & Cie, 1999)' _computing_data_reduction 'Integrate in IPDS (Stoe & Cie, 1999)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Schakal99 (Keller, 1999)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0378P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.13(11) _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 4871 _refine_ls_number_parameters 230 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0526 _refine_ls_R_factor_obs 0.0476 _refine_ls_wR_factor_all 0.1293 _refine_ls_wR_factor_obs 0.1253 _refine_ls_goodness_of_fit_all 1.058 _refine_ls_restrained_S_all 1.058 _refine_ls_shift/esd_max 0.003 _refine_ls_shift/esd_mean 0.000 _refine_diff_density_max 0.392 _refine_diff_density_min -0.482 _refine_diff_density_rms 0.058 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Si Si 0.36017(2) 0.47461(4) 0.36832(4) 0.02407(12) Uani 1 d . . O O 0.41927(8) 0.7385(2) 0.6901(2) 0.0405(4) Uani 1 d . . N N 0.37283(8) 0.5084(2) 0.6728(2) 0.0310(4) Uani 1 d . . Li Li 0.4574(2) 0.5936(3) 0.5893(3) 0.0297(6) Uani 1 d . . C1 C 0.42891(8) 0.5783(2) 0.3457(2) 0.0250(3) Uani 1 d . . H1 H 0.4578(13) 0.5515(24) 0.2672(27) 0.033(6) Uiso 1 d . . C2 C 0.40406(12) 0.7053(2) 0.2995(3) 0.0396(5) Uani 1 d . . H2A H 0.44277(12) 0.7571(2) 0.2890(3) 0.048 Uiso 1 calc R . H2B H 0.37752(12) 0.7383(2) 0.3737(3) 0.048 Uiso 1 calc R . H2C H 0.37618(12) 0.7006(2) 0.2068(3) 0.048 Uiso 1 calc R . C3 C 0.38690(9) 0.3130(2) 0.3687(2) 0.0284(4) Uani 1 d . . C4 C 0.44876(12) 0.2788(2) 0.3282(3) 0.0442(5) Uani 1 d . . H4 H 0.48017(12) 0.3386(2) 0.3076(3) 0.053 Uiso 1 calc R . C5 C 0.46631(15) 0.1583(3) 0.3167(4) 0.0562(7) Uani 1 d . . H5 H 0.50884(15) 0.1370(3) 0.2869(4) 0.067 Uiso 1 calc R . C6 C 0.42181(14) 0.0708(2) 0.3486(3) 0.0482(6) Uani 1 d . . H6 H 0.43358(14) -0.0110(2) 0.3410(3) 0.058 Uiso 1 calc R . C7 C 0.36080(14) 0.1016(2) 0.3912(4) 0.0539(7) Uani 1 d . . H7 H 0.33011(14) 0.0411(2) 0.4136(4) 0.065 Uiso 1 calc R . C8 C 0.34348(12) 0.2211(2) 0.4018(3) 0.0454(5) Uani 1 d . . H8 H 0.30091(12) 0.2411(2) 0.4323(3) 0.054 Uiso 1 calc R . C9 C 0.28473(9) 0.4829(2) 0.2263(2) 0.0316(4) Uani 1 d . . C10 C 0.27609(11) 0.3999(2) 0.1133(2) 0.0396(5) Uani 1 d . . H10 H 0.30656(11) 0.3349(2) 0.1114(2) 0.047 Uiso 1 calc R . C11 C 0.22341(13) 0.4102(3) 0.0023(2) 0.0548(8) Uani 1 d . . H11 H 0.21836(13) 0.3532(3) -0.0739(2) 0.066 Uiso 1 calc R . C12 C 0.17880(14) 0.5051(3) 0.0060(3) 0.0662(10) Uani 1 d . . H12 H 0.14305(14) 0.5131(3) -0.0685(3) 0.079 Uiso 1 calc R . C13 C 0.1859(2) 0.5873(3) 0.1160(4) 0.0694(9) Uani 1 d . . H13 H 0.1552(2) 0.6520(3) 0.1175(4) 0.083 Uiso 1 calc R . C14 C 0.23833(13) 0.5756(3) 0.2259(3) 0.0517(6) Uani 1 d . . H14 H 0.24244(13) 0.6324(3) 0.3025(3) 0.062 Uiso 1 calc R . C15 C 0.32256(9) 0.5105(2) 0.5448(2) 0.0307(4) Uani 1 d . . H15A H 0.30161(9) 0.5907(2) 0.5368(2) 0.037 Uiso 1 calc R . H15B H 0.28682(9) 0.4518(2) 0.5593(2) 0.037 Uiso 1 calc R . C16 C 0.35563(12) 0.5852(3) 0.7945(2) 0.0465(6) Uani 1 d . . H16 H 0.30905(12) 0.5662(3) 0.8178(2) 0.056 Uiso 1 calc R . C17 C 0.40607(15) 0.5426(4) 0.9199(2) 0.0603(9) Uani 1 d . . H17A H 0.44813(15) 0.5895(4) 0.9233(2) 0.072 Uiso 1 calc R . H17B H 0.38689(15) 0.5508(4) 1.0140(2) 0.072 Uiso 1 calc R . C18 C 0.41907(13) 0.4125(3) 0.8871(2) 0.0574(8) Uani 1 d . . H18A H 0.40265(13) 0.3600(3) 0.9622(2) 0.069 Uiso 1 calc R . H18B H 0.46763(13) 0.3979(3) 0.8829(2) 0.069 Uiso 1 calc R . C19 C 0.38010(11) 0.3892(3) 0.7388(2) 0.0415(5) Uani 1 d . . H19A H 0.40547(11) 0.3352(3) 0.6793(2) 0.050 Uiso 1 calc R . H19B H 0.33569(11) 0.3533(3) 0.7501(2) 0.050 Uiso 1 calc R . C20 C 0.35978(12) 0.7164(3) 0.7577(3) 0.0542(7) Uani 1 d . . H20A H 0.32014(12) 0.7398(3) 0.6916(3) 0.065 Uiso 1 calc R . H20B H 0.35999(12) 0.7648(3) 0.8472(3) 0.065 Uiso 1 calc R . C21 C 0.4286(2) 0.8619(3) 0.6658(4) 0.0632(8) Uani 1 d . . H21A H 0.4700(2) 0.8738(3) 0.6191(4) 0.076 Uiso 1 calc R . H21B H 0.4318(2) 0.9045(3) 0.7587(4) 0.076 Uiso 1 calc R . H21C H 0.3904(2) 0.8929(3) 0.6028(4) 0.076 Uiso 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 Si 0.0206(2) 0.0307(2) 0.0200(2) 0.0002(2) -0.00284(13) -0.0003(2) O 0.0357(8) 0.0444(8) 0.0419(8) -0.0105(7) 0.0060(6) -0.0002(6) N 0.0244(7) 0.0497(10) 0.0188(6) -0.0031(6) 0.0018(5) -0.0045(6) Li 0.0262(14) 0.041(2) 0.0211(13) -0.0039(12) 0.0000(10) -0.0016(12) C1 0.0237(8) 0.0306(9) 0.0201(7) 0.0004(6) -0.0016(6) -0.0011(6) C2 0.0395(11) 0.0330(10) 0.0444(11) 0.0050(9) -0.0061(9) -0.0011(9) C3 0.0294(9) 0.0305(9) 0.0243(8) 0.0011(7) -0.0037(6) -0.0012(7) C4 0.0367(11) 0.0369(11) 0.0601(14) 0.0066(10) 0.0108(9) 0.0011(9) C5 0.0455(14) 0.0458(13) 0.079(2) 0.0051(14) 0.0160(13) 0.0129(11) C6 0.0519(13) 0.0311(10) 0.0583(14) -0.0012(10) -0.0122(10) 0.0056(10) C7 0.0451(13) 0.0333(12) 0.081(2) 0.0079(11) -0.0080(12) -0.0079(9) C8 0.0306(10) 0.0409(13) 0.0641(15) 0.0066(11) 0.0016(9) -0.0054(9) C9 0.0257(7) 0.0420(10) 0.0261(7) 0.0046(8) -0.0027(6) -0.0061(9) C10 0.0322(10) 0.0614(14) 0.0241(8) 0.0008(9) -0.0026(7) -0.0144(9) C11 0.0455(13) 0.092(2) 0.0237(9) 0.0052(11) -0.0111(9) -0.0319(14) C12 0.0459(14) 0.102(3) 0.0449(13) 0.0308(15) -0.0261(10) -0.0186(14) C13 0.049(2) 0.077(2) 0.075(2) 0.024(2) -0.0312(14) 0.0078(14) C14 0.0427(12) 0.0528(14) 0.0545(13) 0.0030(11) -0.0223(10) 0.0084(11) C15 0.0203(8) 0.0460(10) 0.0253(8) 0.0001(7) 0.0003(6) 0.0002(7) C16 0.0356(10) 0.076(2) 0.0300(9) -0.0177(11) 0.0148(8) -0.0126(11) C17 0.056(2) 0.106(3) 0.0190(9) -0.0070(12) 0.0064(9) -0.030(2) C18 0.0393(12) 0.112(3) 0.0207(9) 0.0124(12) -0.0002(8) -0.0067(14) C19 0.0317(10) 0.0638(14) 0.0281(9) 0.0104(9) -0.0012(8) -0.0078(9) C20 0.0352(12) 0.071(2) 0.0578(15) -0.0335(14) 0.0144(10) -0.0002(11) C21 0.065(2) 0.0452(14) 0.080(2) -0.0067(14) 0.0096(15) 0.0071(13) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 Si C1 1.827(2) . ? Si C3 1.886(2) . ? Si C15 1.908(2) . ? Si C9 1.908(2) . ? Si Li 2.998(3) . ? O C21 1.414(4) . ? O C20 1.419(3) . ? O Li 2.054(4) . ? N C19 1.468(3) . ? N C15 1.480(2) . ? N C16 1.485(3) . ? N Li 2.150(4) . ? Li C1 2.281(3) . ? Li C1 2.305(4) 2_656 ? Li Li 2.488(6) 2_656 ? C1 C2 1.552(3) . ? C1 Li 2.305(4) 2_656 ? C3 C4 1.382(3) . ? C3 C8 1.399(3) . ? C4 C5 1.400(4) . ? C5 C6 1.374(4) . ? C6 C7 1.363(4) . ? C7 C8 1.387(4) . ? C9 C14 1.392(4) . ? C9 C10 1.398(3) . ? C10 C11 1.405(3) . ? C11 C12 1.390(5) . ? C12 C13 1.370(5) . ? C13 C14 1.398(3) . ? C16 C20 1.511(5) . ? C16 C17 1.540(4) . ? C17 C18 1.516(5) . ? C18 C19 1.536(3) . ? 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 Si C3 113.14(8) . . ? C1 Si C15 109.14(9) . . ? C3 Si C15 109.59(9) . . ? C1 Si C9 116.41(8) . . ? C3 Si C9 104.68(9) . . ? C15 Si C9 103.31(8) . . ? C1 Si Li 49.45(8) . . ? C3 Si Li 105.01(9) . . ? C15 Si Li 66.69(9) . . ? C9 Si Li 150.30(10) . . ? C21 O C20 111.7(2) . . ? C21 O Li 129.6(2) . . ? C20 O Li 115.3(2) . . ? C19 N C15 112.4(2) . . ? C19 N C16 103.3(2) . . ? C15 N C16 114.2(2) . . ? C19 N Li 120.2(2) . . ? C15 N Li 101.71(13) . . ? C16 N Li 105.3(2) . . ? O Li N 81.22(13) . . ? O Li C1 116.1(2) . . ? N Li C1 101.08(14) . . ? O Li C1 109.86(15) . 2_656 ? N Li C1 131.7(2) . 2_656 ? C1 Li C1 113.60(14) . 2_656 ? O Li Li 127.62(11) . 2_656 ? N Li Li 148.52(14) . 2_656 ? C1 Li Li 57.60(12) . 2_656 ? C1 Li Li 56.69(13) 2_656 2_656 ? O Li Si 114.59(13) . . ? N Li Si 64.34(9) . . ? C1 Li Si 37.49(7) . . ? C1 Li Si 134.91(14) 2_656 . ? Li Li Si 89.27(13) 2_656 . ? C2 C1 Si 112.84(13) . . ? C2 C1 Li 104.3(2) . . ? Si C1 Li 93.06(11) . . ? C2 C1 Li 106.68(15) . 2_656 ? Si C1 Li 138.81(12) . 2_656 ? Li C1 Li 65.71(14) . 2_656 ? C4 C3 C8 116.6(2) . . ? C4 C3 Si 121.7(2) . . ? C8 C3 Si 121.6(2) . . ? C3 C4 C5 121.7(2) . . ? C6 C5 C4 119.8(2) . . ? C7 C6 C5 120.0(2) . . ? C6 C7 C8 120.0(2) . . ? C7 C8 C3 121.9(2) . . ? C14 C9 C10 117.3(2) . . ? C14 C9 Si 121.4(2) . . ? C10 C9 Si 121.2(2) . . ? C9 C10 C11 121.6(3) . . ? C12 C11 C10 118.9(3) . . ? C13 C12 C11 120.7(2) . . ? C12 C13 C14 119.8(3) . . ? C9 C14 C13 121.7(3) . . ? N C15 Si 112.93(12) . . ? N C16 C20 111.7(2) . . ? N C16 C17 102.2(2) . . ? C20 C16 C17 115.1(2) . . ? C18 C17 C16 105.0(2) . . ? C17 C18 C19 105.1(2) . . ? N C19 C18 103.9(2) . . ? O C20 C16 109.6(2) . . ?