# Supplementary Material (ESI) for Perkin Transactions # This journal is © The Royal Society of Chemistry 2002 data_global _journal_coden_Cambridge 207 _publ_requested_journal 'Perkin Transactions 1' loop_ _publ_author_name 'Thomas, E.' 'Helliwell, Madeleine' 'Townsend, Linda A.' _publ_contact_author_name 'Prof E Thomas' _publ_contact_author_address ; The Department of Chemistry The University of Manchester Manchester M13 9PL UNITED KINGDOM ; _publ_contact_author_email 'E.J.THOMAS@MAN.AC.UK' _publ_section_title ; Synthesis of chiral organotin reagents: synthesis of enantiomerically enriched bicyclo[2.2.1]hept-2-yl tin hydrides from camphor. X-Ray crystal structures of (dimethyl)[(1R,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl]tin chloride and methyl(phenyl)bis-[(1R,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl]stannane ; _publ_section_references ; ENTER OTHER REFERENCES Molecular Structure Corporation. (1995). teXsan. Single Crystal Structure Analysis Software. Version 1.7. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. North, A.C.T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351-359. Zachariasen, W. H. (1967). Acta Cryst. 23, 558-564. Beurskens, P.T., Admiraal, G., Beurskens, G., Bosman, W.P., Garcia-Granda, S., Gould, R.O., Smits, J.M.M. and Smykalla, C. (1992). The DIRDIF program system, Technical Report of the Crystallography Laboratory, University of Nijmegen, The Netherlands. ; data_s658 _database_code_CSD 177844 #------------------------------------------------------------------------------ _audit_creation_date '19101-12-11' _audit_creation_method 'by teXsan v1.7' _audit_update_record ; ? ; #------------------------------------------------------------------------------ _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan (MSC, 1995)' _computing_structure_solution ; DIRDIF92 PATTY (Beurskens, 1992) ; _computing_structure_refinement 'teXsan (MSC, 1995)' _computing_publication_material 'teXsan (MSC, 1995)' #------------------------------------------------------------------------------ _cell_length_a 10.072(2) _cell_length_b 25.978(3) _cell_length_c 9.617(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2516.2(6) _cell_formula_units_Z 4 _cell_measurement_temperature 296.2 _cell_measurement_reflns_used 19 _cell_measurement_theta_min 31.8 _cell_measurement_theta_max 39.6 #------------------------------------------------------------------------------ _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' #------------------------------------------------------------------------------ _exptl_crystal_description 'tabular' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.12 _exptl_crystal_density_diffrn 1.281 _exptl_crystal_density_meas 'not measured' _chemical_formula_weight 485.32 _chemical_formula_analytical ? _chemical_formula_sum 'C27 H42 Sn ' _chemical_formula_moiety 'C27 H42 Sn ' _chemical_formula_structural ? _chemical_compound_source ? _exptl_crystal_F_000 1016.00 _exptl_absorpt_coefficient_mu 8.301 _exptl_absorpt_correction_type ; \y scans (North,Phillips & Matthews, 1968) ; _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.651 _exptl_special_details ; The scan width was (1.21+0.30tan\q)\% with an \w scan speed of 8\% per minute (up to 4 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. ; #------------------------------------------------------------------------------ _diffrn_special_details ; ? ; _diffrn_ambient_temperature 296.2 _diffrn_radiation_wavelength 1.5418 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device 'Rigaku AFC5R' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% -3.49 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -2 7 1 -2 -5 2 -1 6 2 _diffrn_reflns_number 2769 _reflns_number_total 2769 _reflns_number_observed 2438 _reflns_observed_criterion >2.00\s(I) _diffrn_reflns_av_R_equivalents 0.00000 _diffrn_reflns_av_sigmaI/netI 0.050 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.40 _diffrn_reflns_theta_max 79.19 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 -0.05250 _diffrn_orient_matrix_UB_12 0.01992 _diffrn_orient_matrix_UB_13 0.06994 _diffrn_orient_matrix_UB_21 -0.01805 _diffrn_orient_matrix_UB_22 -0.03246 _diffrn_orient_matrix_UB_23 0.05260 _diffrn_orient_matrix_UB_31 0.08231 _diffrn_orient_matrix_UB_32 0.00559 _diffrn_orient_matrix_UB_33 0.05615 #------------------------------------------------------------------------------ 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 0 108 0.018 0.009 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H 0 168 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; Sn 0 4 0.026 5.459 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ 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_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom Sn(1) 0.19295(3) 0.08335(1) 0.17829(3) 0.04270(7) 1.000 . Uani d ? C(1) 0.3248(5) 0.1122(2) 0.0198(4) 0.048(1) 1.000 . Uani d ? C(2) 0.4744(5) 0.1196(2) 0.0512(6) 0.061(1) 1.000 . Uani d ? C(3) 0.4863(5) 0.1535(2) 0.1849(7) 0.080(2) 1.000 . Uani d ? C(4) 0.4422(7) 0.2073(2) 0.1276(7) 0.099(2) 1.000 . Uani d ? C(5) 0.4113(6) 0.1974(2) -0.0246(7) 0.077(2) 1.000 . Uani d ? C(6) 0.2838(6) 0.1681(2) -0.0342(5) 0.064(2) 1.000 . Uani d ? C(7) 0.5197(6) 0.1567(2) -0.0649(6) 0.067(2) 1.000 . Uani d ? C(8) 0.5457(6) 0.0695(2) 0.0618(7) 0.093(2) 1.000 . Uani d ? C(9) 0.5066(7) 0.1358(2) -0.2087(6) 0.098(2) 1.000 . Uani d ? C(10) 0.6617(6) 0.1775(2) -0.0464(7) 0.106(3) 1.000 . Uani d ? C(11) 0.1231(5) 0.1475(2) 0.3062(6) 0.053(1) 1.000 . Uani d ? C(12) 0.0675(6) 0.1343(2) 0.4535(5) 0.060(2) 1.000 . Uani d ? C(13) -0.0423(6) 0.0933(2) 0.4354(6) 0.069(2) 1.000 . Uani d ? C(14) -0.1558(5) 0.1249(2) 0.3610(7) 0.089(2) 1.000 . Uani d ? C(15) -0.0963(6) 0.1788(2) 0.3521(6) 0.075(2) 1.000 . Uani d ? C(16) 0.0063(7) 0.1769(2) 0.2377(6) 0.070(2) 1.000 . Uani d ? C(17) -0.0139(6) 0.1829(2) 0.4858(6) 0.073(2) 1.000 . Uani d ? C(18) 0.1721(7) 0.1194(2) 0.5549(6) 0.103(3) 1.000 . Uani d ? C(19) 0.0673(7) 0.2328(2) 0.4947(8) 0.108(3) 1.000 . Uani d ? C(20) -0.1001(7) 0.1797(2) 0.6176(6) 0.102(3) 1.000 . Uani d ? C(21) 0.0307(5) 0.0505(2) 0.0632(5) 0.045(1) 1.000 . Uani d ? C(22) -0.0250(6) 0.0033(2) 0.1011(5) 0.064(2) 1.000 . Uani d ? C(23) -0.1209(6) -0.0200(2) 0.0236(6) 0.079(2) 1.000 . Uani d ? C(24) -0.1670(6) 0.0017(2) -0.0970(6) 0.069(2) 1.000 . Uani d ? C(25) -0.1142(5) 0.0485(2) -0.1363(5) 0.061(2) 1.000 . Uani d ? C(26) -0.0181(5) 0.0719(2) -0.0569(5) 0.053(2) 1.000 . Uani d ? C(27) 0.2736(5) 0.0198(2) 0.2951(6) 0.075(2) 1.000 . Uani d ? H(1) 0.3185 0.0894 -0.0573 0.057 1.000 . Uiso c ? H(3a) 0.4284 0.1417 0.2562 0.096 1.000 . Uiso c ? H(3b) 0.5747 0.1543 0.2189 0.096 1.000 . Uiso c ? H(4a) 0.3657 0.2194 0.1752 0.120 1.000 . Uiso c ? H(4b) 0.5118 0.2317 0.1368 0.120 1.000 . Uiso c ? H(5) 0.4133 0.2275 -0.0805 0.093 1.000 . Uiso c ? H(6a) 0.2526 0.1669 -0.1275 0.077 1.000 . Uiso c ? H(6b) 0.2175 0.1830 0.0234 0.077 1.000 . Uiso c ? H(8a) 0.5065 0.0493 0.1332 0.112 1.000 . Uiso c ? H(8b) 0.5396 0.0517 -0.0242 0.112 1.000 . Uiso c ? H(8c) 0.6364 0.0756 0.0835 0.112 1.000 . Uiso c ? H(9a) 0.4195 0.1224 -0.2213 0.118 1.000 . Uiso c ? H(9b) 0.5217 0.1625 -0.2744 0.118 1.000 . Uiso c ? H(9c) 0.5697 0.1091 -0.2224 0.118 1.000 . Uiso c ? H(10a) 0.7238 0.1506 -0.0617 0.128 1.000 . Uiso c ? H(10b) 0.6773 0.2045 -0.1112 0.128 1.000 . Uiso c ? H(10c) 0.6722 0.1905 0.0455 0.128 1.000 . Uiso c ? H(11) 0.1947 0.1709 0.3176 0.064 1.000 . Uiso c ? H(13b) -0.0711 0.0805 0.5228 0.083 1.000 . Uiso c ? H(13a) -0.0127 0.0656 0.3791 0.083 1.000 . Uiso c ? H(14b) -0.2351 0.1249 0.4145 0.107 1.000 . Uiso c ? H(14a) -0.1740 0.1115 0.2710 0.107 1.000 . Uiso c ? H(15) -0.1603 0.2054 0.3411 0.091 1.000 . Uiso c ? H(16b) -0.0265 0.1589 0.1590 0.084 1.000 . Uiso c ? H(16a) 0.0325 0.2106 0.2110 0.084 1.000 . Uiso c ? H(18a) 0.1322 0.1102 0.6407 0.124 1.000 . Uiso c ? H(18b) 0.2211 0.0911 0.5196 0.124 1.000 . Uiso c ? H(18c) 0.2306 0.1478 0.5691 0.124 1.000 . Uiso c ? H(19a) 0.1239 0.2313 0.5739 0.131 1.000 . Uiso c ? H(19b) 0.1195 0.2364 0.4132 0.131 1.000 . Uiso c ? H(19c) 0.0090 0.2613 0.5033 0.131 1.000 . Uiso c ? H(20a) -0.1555 0.2092 0.6234 0.123 1.000 . Uiso c ? H(20b) -0.1538 0.1496 0.6138 0.123 1.000 . Uiso c ? H(20c) -0.0445 0.1781 0.6974 0.123 1.000 . Uiso c ? H(22) 0.0049 -0.0131 0.1837 0.077 1.000 . Uiso c ? H(23) -0.1566 -0.0520 0.0537 0.096 1.000 . Uiso c ? H(24) -0.2327 -0.0150 -0.1516 0.083 1.000 . Uiso c ? H(25) -0.1448 0.0647 -0.2189 0.074 1.000 . Uiso c ? H(26) 0.0159 0.1042 -0.0863 0.064 1.000 . Uiso c ? H(27a) 0.2070 0.0061 0.3544 0.091 1.000 . Uiso c ? H(27b) 0.3032 -0.0062 0.2329 0.091 1.000 . Uiso c ? H(27c) 0.3464 0.0315 0.3496 0.091 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 Sn(1) 0.0456(2) 0.0363(1) 0.0462(1) 0.0000(2) 0.0006(2) 0.0056(2) C(1) 0.054(3) 0.051(2) 0.037(2) -0.002(3) 0.005(2) -0.007(2) C(2) 0.054(3) 0.071(3) 0.059(3) 0.003(3) 0.009(3) 0.006(2) C(3) 0.055(3) 0.094(4) 0.092(5) -0.004(3) -0.015(4) -0.045(4) C(4) 0.109(6) 0.077(3) 0.112(4) -0.025(4) 0.027(5) -0.051(4) C(5) 0.077(4) 0.052(3) 0.103(4) -0.005(2) 0.015(4) 0.014(3) C(6) 0.066(4) 0.063(3) 0.063(3) 0.005(3) 0.011(3) 0.021(3) C(7) 0.070(3) 0.052(3) 0.077(3) -0.015(3) 0.017(4) 0.000(3) C(8) 0.089(5) 0.081(5) 0.108(5) 0.037(4) 0.010(5) 0.022(4) C(9) 0.122(5) 0.104(5) 0.068(4) -0.048(5) 0.033(5) -0.005(4) C(10) 0.072(4) 0.105(5) 0.142(6) -0.035(4) 0.022(5) -0.004(5) C(11) 0.061(3) 0.045(2) 0.053(3) -0.005(2) 0.017(3) -0.011(2) C(12) 0.072(4) 0.057(3) 0.050(3) 0.001(2) 0.014(3) -0.005(3) C(13) 0.081(4) 0.055(4) 0.071(4) -0.012(3) 0.026(3) 0.005(3) C(14) 0.066(4) 0.081(4) 0.119(6) -0.009(3) 0.007(4) 0.006(4) C(15) 0.077(4) 0.067(3) 0.080(4) 0.014(3) 0.016(3) 0.004(4) C(16) 0.091(4) 0.050(3) 0.067(4) 0.023(3) 0.014(3) 0.012(3) C(17) 0.088(5) 0.057(3) 0.073(3) 0.006(3) 0.019(3) -0.013(3) C(18) 0.108(6) 0.141(6) 0.059(4) 0.019(5) -0.030(4) -0.003(4) C(19) 0.123(6) 0.066(4) 0.136(6) -0.026(4) 0.040(6) -0.038(5) C(20) 0.123(6) 0.103(5) 0.081(4) 0.017(5) 0.048(4) -0.010(4) C(21) 0.041(3) 0.049(2) 0.045(3) 0.001(2) 0.010(2) -0.011(2) C(22) 0.075(4) 0.057(3) 0.060(3) -0.016(3) 0.001(3) 0.009(3) C(23) 0.087(5) 0.075(4) 0.076(4) -0.040(4) -0.005(3) 0.001(3) C(24) 0.062(4) 0.073(3) 0.072(3) -0.019(3) -0.003(3) -0.023(3) C(25) 0.055(3) 0.073(3) 0.055(4) 0.006(3) -0.005(3) -0.004(3) C(26) 0.056(3) 0.048(3) 0.056(3) -0.001(3) -0.002(2) 0.002(2) C(27) 0.080(4) 0.053(3) 0.092(4) 0.025(3) -0.007(4) 0.031(3) #------------------------------------------------------------------------------ _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme 'w = 1/[\s^2^(Fo) + 0.00000|Fo|^2^]' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method 'Zachariasen (1967)' _refine_ls_extinction_coef 0.00000016(4) _refine_ls_extinction_expression 'equ(3) Acta Cryst.(1968) A24, p213.' _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack 0.019(5) _refine_ls_number_reflns 2438 _refine_ls_number_parameters 254 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0472 _refine_ls_R_factor_obs 0.0358 _refine_ls_wR_factor_all 0.0292 _refine_ls_wR_factor_obs 0.0282 _refine_ls_goodness_of_fit_all 2.086 _refine_ls_goodness_of_fit_obs 2.149 _refine_ls_shift/esd_max 0.0000 _refine_ls_shift/esd_mean 0.2580 _refine_diff_density_min -0.64 _refine_diff_density_max 0.46 #------------------------------------------------------------------------------ _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 Sn(1) C(1) 2.156(7) . . yes Sn(1) C(11) 2.187(7) . . yes Sn(1) C(21) 2.150(7) . . yes Sn(1) C(27) 2.156(6) . . yes C(1) C(2) 1.549(10) . . yes C(1) C(6) 1.598(9) . . yes C(1) H(1) 0.95 . . no C(2) C(3) 1.56(1) . . yes C(2) C(7) 1.54(1) . . yes C(2) C(8) 1.49(1) . . yes C(3) C(4) 1.57(1) . . yes C(3) H(3a) 0.95 . . no C(3) H(3b) 0.95 . . no C(4) C(5) 1.52(1) . . yes C(4) H(4a) 0.95 . . no C(4) H(4b) 0.95 . . no C(5) C(6) 1.50(1) . . yes C(5) C(7) 1.57(1) . . yes C(5) H(5) 0.95 . . no C(6) H(6a) 0.95 . . no C(6) H(6b) 0.95 . . no C(7) C(9) 1.49(1) . . yes C(7) C(10) 1.54(1) . . yes C(8) H(8a) 0.95 . . no C(8) H(8b) 0.95 . . no C(8) H(8c) 0.95 . . no C(9) H(9a) 0.95 . . no C(9) H(9b) 0.95 . . no C(9) H(9c) 0.95 . . no C(10) H(10a) 0.95 . . no C(10) H(10b) 0.95 . . no C(10) H(10c) 0.95 . . no C(11) C(12) 1.561(10) . . yes C(11) C(16) 1.55(1) . . yes C(11) H(11) 0.95 . . no C(12) C(13) 1.544(10) . . yes C(12) C(17) 1.54(1) . . yes C(12) C(18) 1.49(1) . . yes C(13) C(14) 1.58(1) . . yes C(13) H(13b) 0.95 . . no C(13) H(13a) 0.95 . . no C(14) C(15) 1.53(1) . . yes C(14) H(14b) 0.95 . . no C(14) H(14a) 0.95 . . no C(15) C(16) 1.51(1) . . yes C(15) C(17) 1.53(1) . . yes C(15) H(15) 0.95 . . no C(16) H(16b) 0.95 . . no C(16) H(16a) 0.95 . . no C(17) C(19) 1.53(1) . . yes C(17) C(20) 1.54(1) . . yes C(18) H(18a) 0.95 . . no C(18) H(18b) 0.95 . . no C(18) H(18c) 0.95 . . no C(19) H(19a) 0.95 . . no C(19) H(19b) 0.95 . . no C(19) H(19c) 0.95 . . no C(20) H(20a) 0.95 . . no C(20) H(20b) 0.95 . . no C(20) H(20c) 0.95 . . no C(21) C(22) 1.397(9) . . yes C(21) C(26) 1.372(9) . . yes C(22) C(23) 1.36(1) . . yes C(22) H(22) 0.95 . . no C(23) C(24) 1.37(1) . . yes C(23) H(23) 0.95 . . no C(24) C(25) 1.379(10) . . yes C(24) H(24) 0.95 . . no C(25) C(26) 1.375(9) . . yes C(25) H(25) 0.95 . . no C(26) H(26) 0.95 . . no C(27) H(27a) 0.95 . . no C(27) H(27b) 0.95 . . no C(27) H(27c) 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 C(1) Sn(1) C(11) 109.3(2) . . . yes C(1) Sn(1) C(21) 104.0(3) . . . yes C(1) Sn(1) C(27) 113.7(3) . . . yes C(11) Sn(1) C(21) 110.3(3) . . . yes C(11) Sn(1) C(27) 114.3(3) . . . yes C(21) Sn(1) C(27) 104.5(3) . . . yes Sn(1) C(1) C(2) 120.3(4) . . . yes Sn(1) C(1) C(6) 112.8(5) . . . yes Sn(1) C(1) H(1) 107.1 . . . no C(2) C(1) C(6) 101.6(6) . . . yes C(2) C(1) H(1) 107.1 . . . no C(6) C(1) H(1) 107.1 . . . no C(1) C(2) C(3) 107.8(6) . . . yes C(1) C(2) C(7) 102.9(6) . . . yes C(1) C(2) C(8) 111.9(7) . . . yes C(3) C(2) C(7) 102.8(7) . . . yes C(3) C(2) C(8) 113.5(6) . . . yes C(7) C(2) C(8) 116.9(6) . . . yes C(2) C(3) C(4) 101.0(7) . . . yes C(2) C(3) H(3a) 111.5 . . . no C(2) C(3) H(3b) 111.6 . . . no C(4) C(3) H(3a) 111.5 . . . no C(4) C(3) H(3b) 111.6 . . . no H(3a) C(3) H(3b) 109.5 . . . no C(3) C(4) C(5) 104.3(7) . . . yes C(3) C(4) H(4a) 110.9 . . . no C(3) C(4) H(4b) 110.8 . . . no C(5) C(4) H(4a) 110.8 . . . no C(5) C(4) H(4b) 110.8 . . . no H(4a) C(4) H(4b) 109.3 . . . no C(4) C(5) C(6) 108.8(8) . . . yes C(4) C(5) C(7) 102.1(8) . . . yes C(4) C(5) H(5) 113.7 . . . no C(6) C(5) C(7) 103.9(7) . . . yes C(6) C(5) H(5) 113.7 . . . no C(7) C(5) H(5) 113.6 . . . no C(1) C(6) C(5) 102.7(6) . . . yes C(1) C(6) H(6a) 111.2 . . . no C(1) C(6) H(6b) 111.2 . . . no C(5) C(6) H(6a) 111.1 . . . no C(5) C(6) H(6b) 111.2 . . . no H(6a) C(6) H(6b) 109.4 . . . no C(2) C(7) C(5) 92.1(6) . . . yes C(2) C(7) C(9) 114.6(7) . . . yes C(2) C(7) C(10) 114.2(8) . . . yes C(5) C(7) C(9) 114.4(9) . . . yes C(5) C(7) C(10) 112.5(7) . . . yes C(9) C(7) C(10) 108.5(8) . . . yes C(2) C(8) H(8a) 109.4 . . . no C(2) C(8) H(8b) 109.6 . . . no C(2) C(8) H(8c) 109.5 . . . no H(8a) C(8) H(8b) 109.5 . . . no H(8a) C(8) H(8c) 109.4 . . . no H(8b) C(8) H(8c) 109.6 . . . no C(7) C(9) H(9a) 109.5 . . . no C(7) C(9) H(9b) 109.5 . . . no C(7) C(9) H(9c) 109.6 . . . no H(9a) C(9) H(9b) 109.3 . . . no H(9a) C(9) H(9c) 109.5 . . . no H(9b) C(9) H(9c) 109.4 . . . no C(7) C(10) H(10a) 109.6 . . . no C(7) C(10) H(10b) 109.7 . . . no C(7) C(10) H(10c) 109.6 . . . no H(10a) C(10) H(10b) 109.4 . . . no H(10a) C(10) H(10c) 109.3 . . . no H(10b) C(10) H(10c) 109.3 . . . no Sn(1) C(11) C(12) 117.3(5) . . . yes Sn(1) C(11) C(16) 112.4(5) . . . yes Sn(1) C(11) H(11) 108.0 . . . no C(12) C(11) C(16) 102.8(6) . . . yes C(12) C(11) H(11) 108.0 . . . no C(16) C(11) H(11) 108.0 . . . no C(11) C(12) C(13) 107.9(6) . . . yes C(11) C(12) C(17) 101.2(6) . . . yes C(11) C(12) C(18) 113.5(7) . . . yes C(13) C(12) C(17) 102.0(7) . . . yes C(13) C(12) C(18) 113.7(7) . . . yes C(17) C(12) C(18) 117.2(7) . . . yes C(12) C(13) C(14) 102.2(6) . . . yes C(12) C(13) H(13b) 111.2 . . . no C(12) C(13) H(13a) 111.2 . . . no C(14) C(13) H(13b) 111.3 . . . no C(14) C(13) H(13a) 111.3 . . . no H(13b) C(13) H(13a) 109.6 . . . no C(13) C(14) C(15) 102.6(7) . . . yes C(13) C(14) H(14b) 111.3 . . . no C(13) C(14) H(14a) 111.3 . . . no C(15) C(14) H(14b) 111.0 . . . no C(15) C(14) H(14a) 111.1 . . . no H(14b) C(14) H(14a) 109.4 . . . no C(14) C(15) C(16) 106.2(7) . . . yes C(14) C(15) C(17) 103.3(8) . . . yes C(14) C(15) H(15) 114.1 . . . no C(16) C(15) C(17) 104.0(7) . . . yes C(16) C(15) H(15) 114.0 . . . no C(17) C(15) H(15) 114.1 . . . no C(11) C(16) C(15) 103.1(6) . . . yes C(11) C(16) H(16b) 111.1 . . . no C(11) C(16) H(16a) 111.1 . . . no C(15) C(16) H(16b) 111.0 . . . no C(15) C(16) H(16a) 111.0 . . . no H(16b) C(16) H(16a) 109.5 . . . no C(12) C(17) C(15) 93.5(6) . . . yes C(12) C(17) C(19) 114.9(8) . . . yes C(12) C(17) C(20) 115.0(8) . . . yes C(15) C(17) C(19) 113.2(8) . . . yes C(15) C(17) C(20) 112.4(8) . . . yes C(19) C(17) C(20) 107.5(8) . . . yes C(12) C(18) H(18a) 109.6 . . . no C(12) C(18) H(18b) 109.5 . . . no C(12) C(18) H(18c) 109.4 . . . no H(18a) C(18) H(18b) 109.6 . . . no H(18a) C(18) H(18c) 109.4 . . . no H(18b) C(18) H(18c) 109.2 . . . no C(17) C(19) H(19a) 109.4 . . . no C(17) C(19) H(19b) 109.5 . . . no C(17) C(19) H(19c) 109.5 . . . no H(19a) C(19) H(19b) 109.4 . . . no H(19a) C(19) H(19c) 109.4 . . . no H(19b) C(19) H(19c) 109.6 . . . no C(17) C(20) H(20a) 109.6 . . . no C(17) C(20) H(20b) 109.6 . . . no C(17) C(20) H(20c) 109.6 . . . no H(20a) C(20) H(20b) 109.4 . . . no H(20a) C(20) H(20c) 109.4 . . . no H(20b) C(20) H(20c) 109.3 . . . no Sn(1) C(21) C(22) 121.3(6) . . . yes Sn(1) C(21) C(26) 123.0(6) . . . yes C(22) C(21) C(26) 115.5(7) . . . yes C(21) C(22) C(23) 122.2(8) . . . yes C(21) C(22) H(22) 118.9 . . . no C(23) C(22) H(22) 118.9 . . . no C(22) C(23) C(24) 121.3(8) . . . yes C(22) C(23) H(23) 119.3 . . . no C(24) C(23) H(23) 119.3 . . . no C(23) C(24) C(25) 117.7(8) . . . yes C(23) C(24) H(24) 121.1 . . . no C(25) C(24) H(24) 121.2 . . . no C(24) C(25) C(26) 120.6(7) . . . yes C(24) C(25) H(25) 119.7 . . . no C(26) C(25) H(25) 119.8 . . . no C(21) C(26) C(25) 122.7(7) . . . yes C(21) C(26) H(26) 118.6 . . . no C(25) C(26) H(26) 118.7 . . . no Sn(1) C(27) H(27a) 109.5 . . . no Sn(1) C(27) H(27b) 109.5 . . . no Sn(1) C(27) H(27c) 109.5 . . . no H(27a) C(27) H(27b) 109.5 . . . no H(27a) C(27) H(27c) 109.4 . . . no H(27b) C(27) H(27c) 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 ? ? ? ? ? ? #------------------------------------------------------------------------------ loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Sn(1) C(1) C(2) C(3) . . . . -53.2(8) no Sn(1) C(1) C(2) C(7) . . . . -161.3(4) no Sn(1) C(1) C(2) C(8) . . . . 72.3(6) no Sn(1) C(1) C(6) C(5) . . . . 129.9(6) no Sn(1) C(11) C(12) C(13) . . . . -53.9(8) no Sn(1) C(11) C(12) C(17) . . . . -160.5(5) no Sn(1) C(11) C(12) C(18) . . . . 73.0(8) no Sn(1) C(11) C(16) C(15) . . . . 129.1(6) no Sn(1) C(21) C(22) C(23) . . . . -174.9(7) no Sn(1) C(21) C(26) C(25) . . . . 174.3(6) no C(1) Sn(1) C(11) C(12) . . . . -159.8(5) no C(1) Sn(1) C(11) C(16) . . . . 81.4(6) no C(1) Sn(1) C(21) C(22) . . . . 137.5(6) no C(1) Sn(1) C(21) C(26) . . . . -37.4(6) no C(1) C(2) C(3) C(4) . . . . -71.8(8) no C(1) C(2) C(7) C(5) . . . . 55.4(7) no C(1) C(2) C(7) C(9) . . . . -62.7(9) no C(1) C(2) C(7) C(10) . . . . 171.2(7) no C(1) C(6) C(5) C(4) . . . . -72.1(9) no C(1) C(6) C(5) C(7) . . . . 36.1(9) no C(2) C(1) Sn(1) C(11) . . . . 85.9(6) no C(2) C(1) Sn(1) C(21) . . . . -156.3(5) no C(2) C(1) Sn(1) C(27) . . . . -43.2(6) no C(2) C(1) C(6) C(5) . . . . -0.3(7) no C(2) C(3) C(4) C(5) . . . . 0.4(10) no C(2) C(7) C(5) C(4) . . . . 56.5(7) no C(2) C(7) C(5) C(6) . . . . -56.5(8) no C(3) C(2) C(1) C(6) . . . . 72.1(7) no C(3) C(2) C(7) C(5) . . . . -56.5(7) no C(3) C(2) C(7) C(9) . . . . -174.7(8) no C(3) C(2) C(7) C(10) . . . . 59.3(9) no C(3) C(4) C(5) C(6) . . . . 73.1(9) no C(3) C(4) C(5) C(7) . . . . -36.4(9) no C(4) C(3) C(2) C(7) . . . . 36.5(8) no C(4) C(3) C(2) C(8) . . . . 163.7(7) no C(4) C(5) C(7) C(9) . . . . 174.8(7) no C(4) C(5) C(7) C(10) . . . . -60.8(10) no C(5) C(7) C(2) C(8) . . . . 178.4(7) no C(6) C(1) Sn(1) C(11) . . . . -34.0(6) no C(6) C(1) Sn(1) C(21) . . . . 83.8(5) no C(6) C(1) Sn(1) C(27) . . . . -163.1(5) no C(6) C(1) C(2) C(7) . . . . -36.0(7) no C(6) C(1) C(2) C(8) . . . . -162.4(5) no C(6) C(5) C(7) C(9) . . . . 61.7(9) no C(6) C(5) C(7) C(10) . . . . -173.9(8) no C(8) C(2) C(7) C(9) . . . . 60(1) no C(8) C(2) C(7) C(10) . . . . -65.7(10) no C(11) Sn(1) C(21) C(22) . . . . -105.3(6) no C(11) Sn(1) C(21) C(26) . . . . 79.8(6) no C(11) C(12) C(13) C(14) . . . . -69.2(8) no C(11) C(12) C(17) C(15) . . . . 54.9(7) no C(11) C(12) C(17) C(19) . . . . -62.7(10) no C(11) C(12) C(17) C(20) . . . . 171.6(7) no C(11) C(16) C(15) C(14) . . . . -75.0(9) no C(11) C(16) C(15) C(17) . . . . 33.6(8) no C(12) C(11) Sn(1) C(21) . . . . 86.4(6) no C(12) C(11) Sn(1) C(27) . . . . -31.0(6) no C(12) C(11) C(16) C(15) . . . . 2.1(8) no C(12) C(13) C(14) C(15) . . . . -1.8(9) no C(12) C(17) C(15) C(14) . . . . 55.7(8) no C(12) C(17) C(15) C(16) . . . . -55.1(8) no C(13) C(12) C(11) C(16) . . . . 69.9(7) no C(13) C(12) C(17) C(15) . . . . -56.3(7) no C(13) C(12) C(17) C(19) . . . . -173.9(8) no C(13) C(12) C(17) C(20) . . . . 60.5(10) no C(13) C(14) C(15) C(16) . . . . 75.0(9) no C(13) C(14) C(15) C(17) . . . . -34.2(9) no C(14) C(13) C(12) C(17) . . . . 36.9(8) no C(14) C(13) C(12) C(18) . . . . 164.1(7) no C(14) C(15) C(17) C(19) . . . . 174.7(7) no C(14) C(15) C(17) C(20) . . . . -63.2(9) no C(15) C(17) C(12) C(18) . . . . 178.8(8) no C(16) C(11) Sn(1) C(21) . . . . -32.4(6) no C(16) C(11) Sn(1) C(27) . . . . -149.8(5) no C(16) C(11) C(12) C(17) . . . . -36.7(8) no C(16) C(11) C(12) C(18) . . . . -163.2(7) no C(16) C(15) C(17) C(19) . . . . 63.9(9) no C(16) C(15) C(17) C(20) . . . . -174.0(7) no C(18) C(12) C(17) C(19) . . . . 61(1) no C(18) C(12) C(17) C(20) . . . . -64(1) no C(21) C(22) C(23) C(24) . . . . 0(1) no C(21) C(26) C(25) C(24) . . . . 0(1) no C(22) C(21) Sn(1) C(27) . . . . 18.0(7) no C(22) C(21) C(26) C(25) . . . . 0(1) no C(22) C(23) C(24) C(25) . . . . 0(1) no C(23) C(22) C(21) C(26) . . . . 0(1) no C(23) C(24) C(25) C(26) . . . . 0(1) no C(26) C(21) Sn(1) C(27) . . . . -156.9(6) no #------------------------------------------------------------------------------ data_S688 _database_code_CSD 177845 #------------------------------------------------------------------------------ _audit_creation_date '19101-12-11' _audit_creation_method 'by teXsan v1.7' _audit_update_record ; ? ; #------------------------------------------------------------------------------ _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan (MSC, 1995)' _computing_structure_solution ; DIRDIF92 PATTY (Beurskens, 1992) ; _computing_structure_refinement 'teXsan (MSC, 1995)' _computing_publication_material 'teXsan (MSC, 1995)' #------------------------------------------------------------------------------ _cell_length_a 6.696(7) _cell_length_b 10.816(8) _cell_length_c 9.659(7) _cell_angle_alpha 90 _cell_angle_beta 93.54(7) _cell_angle_gamma 90 _cell_volume 698(1) _cell_formula_units_Z 2 _cell_measurement_temperature 296.2 _cell_measurement_reflns_used 21 _cell_measurement_theta_min 7.4 _cell_measurement_theta_max 9.8 #------------------------------------------------------------------------------ _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' #------------------------------------------------------------------------------ _exptl_crystal_description 'block' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_diffrn 1.529 _exptl_crystal_density_meas 'not measured' _chemical_formula_weight 321.46 _chemical_formula_analytical ? _chemical_formula_sum 'C12 H23 Cl Sn ' _chemical_formula_moiety 'C12 H23 Cl Sn ' _chemical_formula_structural ? _chemical_compound_source ? _exptl_crystal_F_000 324.00 _exptl_absorpt_coefficient_mu 1.997 _exptl_absorpt_correction_type ; \y scans (North,Phillips & Matthews, 1968) ; _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.884 _exptl_special_details ; The scan width was (1.10+0.30tan\q)\% with an \w scan speed of 4\% per minute (up to 4 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. ; #------------------------------------------------------------------------------ _diffrn_special_details ; ? ; _diffrn_ambient_temperature 296.2 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo 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_% -22.36 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 1 4 -1 2 2 -2 1 2 -3 _diffrn_reflns_number 1406 _reflns_number_total 1291 _reflns_number_observed 971 _reflns_observed_criterion >2.00\s(I) _diffrn_reflns_av_R_equivalents 0.09497 _diffrn_reflns_av_sigmaI/netI 0.060 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 24.98 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 0.13469 _diffrn_orient_matrix_UB_12 -0.01219 _diffrn_orient_matrix_UB_13 -0.03721 _diffrn_orient_matrix_UB_21 -0.06136 _diffrn_orient_matrix_UB_22 0.00596 _diffrn_orient_matrix_UB_23 -0.09682 _diffrn_orient_matrix_UB_31 0.02196 _diffrn_orient_matrix_UB_32 0.09146 _diffrn_orient_matrix_UB_33 0.00135 #------------------------------------------------------------------------------ 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 24 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H 0 46 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; Cl 0 2 0.148 0.159 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; Sn 0 2 -0.654 1.425 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ 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_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom Sn(1) -0.0805(1) -0.146(3) -0.01273(8) 0.0607(3) 1.000 . Uani d ? Cl(1) -0.2252(9) -0.330(3) 0.0732(7) 0.080(2) 1.000 . Uani d ? C(1) -0.087(2) -0.166(3) -0.2419(10) 0.060(3) 1.000 . Uani d ? C(2) -0.267(2) -0.105(3) -0.326(1) 0.066(4) 1.000 . Uani d ? C(3) -0.460(2) -0.162(4) -0.271(1) 0.073(5) 1.000 . Uani d ? C(4) -0.462(2) -0.297(4) -0.325(1) 0.081(5) 1.000 . Uani d ? C(5) -0.266(3) -0.302(4) -0.401(2) 0.081(6) 1.000 . Uani d ? C(6) -0.089(3) -0.304(4) -0.292(1) 0.090(6) 1.000 . Uani d ? C(7) -0.260(4) 0.031(4) -0.329(2) 0.126(9) 1.000 . Uani d ? C(8) -0.247(2) -0.168(4) -0.465(1) 0.071(5) 1.000 . Uani d ? C(9) -0.056(2) -0.146(6) -0.536(1) 0.099(5) 1.000 . Uani d ? C(10) -0.433(2) -0.143(4) -0.5666(9) 0.086(4) 1.000 . Uani d ? C(11) -0.255(3) -0.014(4) 0.067(2) 0.070(6) 1.000 . Uani d ? C(12) 0.216(1) -0.149(5) 0.0762(9) 0.066(3) 1.000 . Uiso d ? H(1) 0.0310 -0.1086 -0.2719 0.071 1.000 . Uiso c ? H(3B) -0.4554 -0.1397 -0.1730 0.087 1.000 . Uiso c ? H(3A) -0.5747 -0.0982 -0.3078 0.087 1.000 . Uiso c ? H(4A) -0.5752 -0.2921 -0.3862 0.097 1.000 . Uiso c ? H(4B) -0.4595 -0.3340 -0.2502 0.097 1.000 . Uiso c ? H(5) -0.2628 -0.3468 -0.4678 0.097 1.000 . Uiso c ? H(6A) -0.1114 -0.3397 -0.2189 0.109 1.000 . Uiso c ? H(6B) 0.0329 -0.3053 -0.3325 0.109 1.000 . Uiso c ? H(7C) -0.2841 0.0835 -0.2402 0.152 1.000 . Uiso c ? H(7A) -0.3598 0.0814 -0.3952 0.152 1.000 . Uiso c ? H(7B) -0.1320 0.0778 -0.3549 0.152 1.000 . Uiso c ? H(9A) 0.0545 -0.1554 -0.4784 0.119 1.000 . Uiso c ? H(9B) -0.0401 -0.0400 -0.5518 0.119 1.000 . Uiso c ? H(9C) -0.0607 -0.1687 -0.6220 0.119 1.000 . Uiso c ? H(10C) -0.5515 -0.1317 -0.5181 0.103 1.000 . Uiso c ? H(10A) -0.4353 -0.1804 -0.6410 0.103 1.000 . Uiso c ? H(10B) -0.4261 -0.0413 -0.6023 0.103 1.000 . Uiso c ? H(11B) -0.3888 -0.0024 0.0287 0.085 1.000 . Uiso c ? H(11C) -0.2063 0.0859 0.0442 0.085 1.000 . Uiso c ? H(11A) -0.2529 -0.0022 0.1648 0.085 1.000 . Uiso c ? H(12A) 0.3054 -0.1507 0.0074 0.080 1.000 . Uiso c ? H(12B) 0.2265 -0.1871 0.1495 0.080 1.000 . Uiso c ? H(12C) 0.2509 -0.0487 0.1116 0.080 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 Sn(1) 0.0663(5) 0.0701(6) 0.0450(4) -0.003(1) -0.0028(3) 0.000(1) Cl(1) 0.104(4) 0.073(3) 0.063(3) -0.025(3) 0.004(3) 0.009(3) C(1) 0.069(7) 0.067(10) 0.043(2) -0.025(9) 0.008(5) 0.016(7) C(2) 0.069(8) 0.066(10) 0.059(7) -0.010(8) -0.007(6) -0.013(7) C(3) 0.058(7) 0.10(1) 0.060(7) 0.01(1) 0.003(6) -0.02(1) C(4) 0.10(1) 0.078(10) 0.065(10) -0.03(1) 0.010(8) 0.038(8) C(5) 0.09(1) 0.05(1) 0.10(2) -0.01(1) 0.013(7) -0.01(1) C(6) 0.17(2) 0.071(10) 0.030(8) 0.04(1) -0.009(9) 0.009(8) C(7) 0.19(2) 0.07(1) 0.12(2) -0.01(2) -0.07(2) 0.03(1) C(8) 0.092(9) 0.07(1) 0.055(7) -0.03(1) 0.010(5) -0.003(8) C(9) 0.090(10) 0.16(1) 0.047(8) -0.02(2) 0.018(6) -0.04(2) C(10) 0.13(1) 0.076(10) 0.045(6) -0.04(2) -0.033(6) 0.03(2) C(11) 0.08(1) 0.10(2) 0.030(9) 0.04(1) -0.012(8) 0.002(9) #------------------------------------------------------------------------------ _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme 'w = 1/[\s^2^(Fo) + 0.00000|Fo|^2^]' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method 'Zachariasen (1967)' _refine_ls_extinction_coef 0.00000079(9) _refine_ls_extinction_expression 'equ(3) Acta Cryst.(1968) A24, p213.' _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack 0.12(6) _refine_ls_number_reflns 971 _refine_ls_number_parameters 123 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.1071 _refine_ls_R_factor_obs 0.0714 _refine_ls_wR_factor_all 0.0435 _refine_ls_wR_factor_obs 0.0423 _refine_ls_goodness_of_fit_all 2.607 _refine_ls_goodness_of_fit_obs 2.970 _refine_ls_shift/esd_max 0.0580 _refine_ls_shift/esd_mean 0.0000 _refine_diff_density_min -1.36 _refine_diff_density_max 1.59 #------------------------------------------------------------------------------ _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 Sn(1) Cl(1) 2.385(8) . . yes Sn(1) C(1) 2.22(2) . . yes Sn(1) C(11) 2.03(3) . . yes Sn(1) C(12) 2.12(2) . . yes C(1) C(2) 1.55(3) . . yes C(1) C(6) 1.57(4) . . yes C(1) H(1) 1.06 . . no C(2) C(3) 1.55(3) . . yes C(2) C(7) 1.48(4) . . yes C(2) C(8) 1.53(3) . . yes C(3) C(4) 1.55(5) . . yes C(3) H(3B) 0.98 . . no C(3) H(3A) 1.07 . . no C(4) C(5) 1.55(4) . . yes C(4) H(4A) 0.94 . . no C(4) H(4B) 0.82 . . no C(5) C(6) 1.54(4) . . yes C(5) C(8) 1.58(5) . . yes C(5) H(5) 0.80 . . no C(6) H(6A) 0.83 . . no C(6) H(6B) 0.92 . . no C(7) H(7C) 1.05 . . no C(7) H(7A) 1.04 . . no C(7) H(7B) 1.04 . . no C(8) C(9) 1.50(3) . . yes C(8) C(10) 1.56(3) . . yes C(9) H(9A) 0.90 . . no C(9) H(9B) 1.17 . . no C(9) H(9C) 0.87 . . no C(10) H(10C) 0.95 . . no C(10) H(10A) 0.82 . . no C(10) H(10B) 1.16 . . no C(11) H(11B) 0.95 . . no C(11) H(11C) 1.15 . . no C(11) H(11A) 0.95 . . no C(12) H(12A) 0.92 . . no C(12) H(12B) 0.82 . . no C(12) H(12C) 1.15 . . 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 Cl(1) Sn(1) C(1) 106.3(9) . . . yes Cl(1) Sn(1) C(11) 101.4(9) . . . yes Cl(1) Sn(1) C(12) 103(1) . . . yes C(1) Sn(1) C(11) 118(1) . . . yes C(1) Sn(1) C(12) 111.3(7) . . . yes C(11) Sn(1) C(12) 114(1) . . . yes Sn(1) C(1) C(2) 116(1) . . . yes Sn(1) C(1) C(6) 113(1) . . . yes Sn(1) C(1) H(1) 104.2 . . . no C(2) C(1) C(6) 104(1) . . . yes C(2) C(1) H(1) 100.3 . . . no C(6) C(1) H(1) 117.5 . . . no C(1) C(2) C(3) 107(2) . . . yes C(1) C(2) C(7) 114(2) . . . yes C(1) C(2) C(8) 99(2) . . . yes C(3) C(2) C(7) 115(3) . . . yes C(3) C(2) C(8) 104(2) . . . yes C(7) C(2) C(8) 114(2) . . . yes C(2) C(3) C(4) 104(2) . . . yes C(2) C(3) H(3B) 104.8 . . . no C(2) C(3) H(3A) 103.5 . . . no C(4) C(3) H(3B) 123.6 . . . no C(4) C(3) H(3A) 120.3 . . . no H(3B) C(3) H(3A) 98.0 . . . no C(3) C(4) C(5) 101(2) . . . yes C(3) C(4) H(4A) 98.6 . . . no C(3) C(4) H(4B) 99.8 . . . no C(5) C(4) H(4A) 112.2 . . . no C(5) C(4) H(4B) 115.5 . . . no H(4A) C(4) H(4B) 123.4 . . . no C(4) C(5) C(6) 108(2) . . . yes C(4) C(5) C(8) 104(2) . . . yes C(4) C(5) H(5) 117.9 . . . no C(6) C(5) C(8) 101(2) . . . yes C(6) C(5) H(5) 118.9 . . . no C(8) C(5) H(5) 103.3 . . . no C(1) C(6) C(5) 100(2) . . . yes C(1) C(6) H(6A) 99.9 . . . no C(1) C(6) H(6B) 98.9 . . . no C(5) C(6) H(6A) 114.7 . . . no C(5) C(6) H(6B) 112.1 . . . no H(6A) C(6) H(6B) 124.6 . . . no C(2) C(7) H(7C) 120.6 . . . no C(2) C(7) H(7A) 120.8 . . . no C(2) C(7) H(7B) 121.1 . . . no H(7C) C(7) H(7A) 95.6 . . . no H(7C) C(7) H(7B) 96.1 . . . no H(7A) C(7) H(7B) 96.4 . . . no C(2) C(8) C(5) 92(1) . . . yes C(2) C(8) C(9) 117(3) . . . yes C(2) C(8) C(10) 111(2) . . . yes C(5) C(8) C(9) 114(4) . . . yes C(5) C(8) C(10) 108(3) . . . yes C(9) C(8) C(10) 111(2) . . . yes C(8) C(9) H(9A) 113.0 . . . no C(8) C(9) H(9B) 107.5 . . . no C(8) C(9) H(9C) 114.0 . . . no H(9A) C(9) H(9B) 96.5 . . . no H(9A) C(9) H(9C) 122.9 . . . no H(9B) C(9) H(9C) 98.6 . . . no C(8) C(10) H(10C) 111.8 . . . no C(8) C(10) H(10A) 115.5 . . . no C(8) C(10) H(10B) 107.9 . . . no H(10C) C(10) H(10A) 121.4 . . . no H(10C) C(10) H(10B) 94.3 . . . no H(10A) C(10) H(10B) 101.9 . . . no Sn(1) C(11) H(11B) 119.5 . . . no Sn(1) C(11) H(11C) 114.0 . . . no Sn(1) C(11) H(11A) 119.6 . . . no H(11B) C(11) H(11C) 94.5 . . . no H(11B) C(11) H(11A) 109.0 . . . no H(11C) C(11) H(11A) 94.5 . . . no Sn(1) C(12) H(12A) 109.9 . . . no Sn(1) C(12) H(12B) 112.5 . . . no Sn(1) C(12) H(12C) 105.8 . . . no H(12A) C(12) H(12B) 126.2 . . . no H(12A) C(12) H(12C) 96.3 . . . no H(12B) C(12) H(12C) 102.4 . . . 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 ? ? ? ? ? ? #------------------------------------------------------------------------------ loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Sn(1) C(1) C(2) C(3) . . . . -57(2) no Sn(1) C(1) C(2) C(7) . . . . 71(3) no Sn(1) C(1) C(2) C(8) . . . . -165(1) no Sn(1) C(1) C(6) C(5) . . . . 129(1) no Cl(1) Sn(1) C(1) C(2) . . . . 96(2) no Cl(1) Sn(1) C(1) C(6) . . . . -25(1) no C(1) C(2) C(3) C(4) . . . . -70(2) no C(1) C(2) C(8) C(5) . . . . 58(2) no C(1) C(2) C(8) C(9) . . . . -61(4) no C(1) C(2) C(8) C(10) . . . . 169(2) no C(1) C(6) C(5) C(4) . . . . -74(2) no C(1) C(6) C(5) C(8) . . . . 35(2) no C(2) C(1) Sn(1) C(11) . . . . -16(2) no C(2) C(1) Sn(1) C(12) . . . . -151(2) no C(2) C(1) C(6) C(5) . . . . 1(2) no C(2) C(3) C(4) C(5) . . . . 0(2) no C(2) C(8) C(5) C(4) . . . . 53(2) no C(2) C(8) C(5) C(6) . . . . -59(2) no C(3) C(2) C(1) C(6) . . . . 68(2) no C(3) C(2) C(8) C(5) . . . . -52(2) no C(3) C(2) C(8) C(9) . . . . -171(4) no C(3) C(2) C(8) C(10) . . . . 59(3) no C(3) C(4) C(5) C(6) . . . . 73(3) no C(3) C(4) C(5) C(8) . . . . -34(2) no C(4) C(3) C(2) C(7) . . . . 160(2) no C(4) C(3) C(2) C(8) . . . . 34(2) no C(4) C(5) C(8) C(9) . . . . 174(2) no C(4) C(5) C(8) C(10) . . . . -60(2) no C(5) C(8) C(2) C(7) . . . . -179(2) no C(6) C(1) Sn(1) C(11) . . . . -138(2) no C(6) C(1) Sn(1) C(12) . . . . 86(2) no C(6) C(1) C(2) C(7) . . . . -161(2) no C(6) C(1) C(2) C(8) . . . . -39(2) no C(6) C(5) C(8) C(9) . . . . 62(3) no C(6) C(5) C(8) C(10) . . . . -172(2) no C(7) C(2) C(8) C(9) . . . . 61(5) no C(7) C(2) C(8) C(10) . . . . -67(3) no