# Copyright The Royal Society of Chemistry, 1998 data_global # TITLE AND AUTHOR LIST _publ_section_title ; Formation of thiolate versus dithiolate species from TTBEO. X-ray structures of [Au(ddtCO~2~Et)PPh~3~] and [Sn(ddtCO~2~Et)~2~Me~2~] (TTBEO = 2,5,6,7-tetrathiabicicle[4.3.0.]non-1(6)-eno-8-one; ddtCO~2~Et = 3-(ethoxycarbonilthio)-5,6-dihidro-1,4-dithiin- 3-thiolate). ; loop_ _publ_author_name _publ_author_address 'Cerrada, Elena' ; Instituto de Ciencia de Materiales de Arag\'on, Universidad de Zaragoza-CSIC, 50009-Zaragoza. Spain ; 'Garc\'ia. J. Felipe' ; Instituto de Ciencia de Materiales de Arag\'on, Universidad de Zaragoza-CSIC, 50009-Zaragoza. Spain ; 'Laguna, Mariano' ; Instituto de Ciencia de Materiales de Arag\'on, Universidad de Zaragoza-CSIC, 50009-Zaragoza. Spain ; 'Terroba, Raquel' ; Departamento de qu\'imica, Universidad de La Rioja, La Rioja. Spain ; 'Villacampa, M. Dolores' ; Instituto de Ciencia de Materiales de Arag\'on, Universidad de Zaragoza-CSIC, 50009-Zaragoza. Spain ; _publ_contact_author ; For X-ray structures: Villacampa, M. Dolores dvilla@posta.unizar.es ; data_lola8a _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C25 H24 Au O2 P S4' _chemical_formula_weight 712.62 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Au' 'Au' -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.202(5) _cell_length_b 11.495(6) _cell_length_c 13.921(7) _cell_angle_alpha 70.85(4) _cell_angle_beta 87.05(4) _cell_angle_gamma 74.24(2) _cell_volume 1337.6(12) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 48 _cell_measurement_theta_min 7.5 _cell_measurement_theta_max 13.5 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.769 _exptl_crystal_density_method ? _exptl_crystal_F_000 696 _exptl_absorpt_coefficient_mu 5.892 _exptl_absorpt_correction_type Psi-scan _exptl_absorpt_correction_T_min 0.619 _exptl_absorpt_correction_T_max 0.809 _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens Stoe AED-2' _diffrn_measurement_method Omega-theta _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 0 _diffrn_reflns_number 4526 _diffrn_reflns_av_R_equivalents 0.0705 _diffrn_reflns_av_sigmaI/netI 0.1140 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 1 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.08 _diffrn_reflns_theta_max 24.01 _reflns_number_total 4193 _reflns_number_observed 2897 _reflns_observed_criterion >2sigma(I) _computing_data_collection Dif4 _computing_cell_refinement Dif4 _computing_data_reduction Redu4 _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens xp' _computing_publication_material SHELXL-93 _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0278P)^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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4193 _refine_ls_number_parameters 298 _refine_ls_number_restraints 207 _refine_ls_R_factor_all 0.1020 _refine_ls_R_factor_obs 0.0541 _refine_ls_wR_factor_all 0.0919 _refine_ls_wR_factor_obs 0.0789 _refine_ls_goodness_of_fit_all 1.013 _refine_ls_goodness_of_fit_obs 1.064 _refine_ls_restrained_S_all 0.993 _refine_ls_restrained_S_obs 1.031 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Au Au 0.80365(6) 0.01154(5) 0.20011(4) 0.0353(2) Uani 1 d . . P P 0.8859(3) 0.1842(3) 0.1158(2) 0.0352(8) Uani 1 d . . S1 S 0.7071(3) -0.1587(3) 0.2814(2) 0.0388(8) Uani 1 d . . S2 S 0.7965(3) -0.0611(3) 0.4341(2) 0.0402(7) Uani 1 d . . S3 S 0.6223(4) -0.2661(3) 0.6105(2) 0.0544(9) Uani 1 d . . S4 S 0.5677(3) -0.3557(3) 0.4498(2) 0.0404(8) Uani 1 d . . O1 O 0.3281(9) -0.1528(8) 0.4056(6) 0.061(2) Uani 1 d U . O2 O 0.3063(8) -0.3377(7) 0.3977(6) 0.052(2) Uani 1 d U . C1 C 0.7085(11) -0.1657(9) 0.4104(7) 0.030(2) Uani 1 d U . C2 C 0.8202(13) -0.1161(11) 0.5715(8) 0.048(3) Uani 1 d U . H2A H 0.8984(13) -0.1990(11) 0.5941(8) 0.058 Uiso 1 calc R . H2B H 0.8554(13) -0.0538(11) 0.5927(8) 0.058 Uiso 1 calc R . C3 C 0.6720(13) -0.1320(10) 0.6228(8) 0.051(3) Uani 1 d U . H3A H 0.5899(13) -0.0535(10) 0.5916(8) 0.061 Uiso 1 calc R . H3B H 0.6826(13) -0.1430(10) 0.6959(8) 0.061 Uiso 1 calc R . C4 C 0.6427(11) -0.2468(9) 0.4800(7) 0.030(2) Uani 1 d U . C5 C 0.3765(12) -0.2607(11) 0.4123(8) 0.033(3) Uani 1 d U . C6 C 0.1424(13) -0.2861(12) 0.3743(10) 0.069(4) Uani 1 d U . H6A H 0.0970(13) -0.2306(12) 0.4155(10) 0.083 Uiso 1 calc R . H6B H 0.1231(13) -0.2343(12) 0.3014(10) 0.083 Uiso 1 calc R . C11 C 1.0813(12) 0.1516(9) 0.0816(7) 0.036(3) Uani 1 d DU . C12 C 1.1272(12) 0.2149(11) -0.0118(8) 0.055(3) Uani 1 d DU . H12 H 1.0544(12) 0.2715(11) -0.0640(8) 0.066 Uiso 1 calc R . C13 C 1.2812(14) 0.1956(13) -0.0297(9) 0.067(4) Uani 1 d DU . H13 H 1.3135(14) 0.2377(13) -0.0946(9) 0.081 Uiso 1 calc R . C14 C 1.3860(14) 0.1157(12) 0.0468(8) 0.059(3) Uani 1 d DU . H14 H 1.4906(14) 0.1052(12) 0.0348(8) 0.071 Uiso 1 calc R . C15 C 1.3420(12) 0.0509(11) 0.1403(9) 0.056(3) Uani 1 d DU . H15 H 1.4148(12) -0.0042(11) 0.1930(9) 0.067 Uiso 1 calc R . C16 C 1.1883(12) 0.0680(10) 0.1560(8) 0.045(3) Uani 1 d DU . H16 H 1.1562(12) 0.0210(10) 0.2192(8) 0.054 Uiso 1 calc R . C21 C 0.8748(11) 0.2891(10) 0.1894(7) 0.039(3) Uani 1 d DU . C22 C 0.9674(12) 0.3693(10) 0.1727(8) 0.046(3) Uani 1 d DU . H22 H 1.0423(12) 0.3671(10) 0.1233(8) 0.056 Uiso 1 calc R . C23 C 0.9529(13) 0.4523(10) 0.2267(9) 0.055(3) Uani 1 d DU . H23 H 1.0189(13) 0.5059(10) 0.2154(9) 0.066 Uiso 1 calc R . C24 C 0.8415(13) 0.4580(11) 0.2982(8) 0.053(3) Uani 1 d DU . H24 H 0.8280(13) 0.5183(11) 0.3333(8) 0.064 Uiso 1 calc R . C25 C 0.7509(13) 0.3752(11) 0.3175(8) 0.048(3) Uani 1 d DU . H25 H 0.6777(13) 0.3760(11) 0.3682(8) 0.058 Uiso 1 calc R . C26 C 0.7663(11) 0.2920(10) 0.2637(7) 0.039(2) Uani 1 d DU . H26 H 0.7031(11) 0.2359(10) 0.2769(7) 0.047 Uiso 1 calc R . C31 C 0.7721(12) 0.2799(11) -0.0024(8) 0.045(3) Uani 1 d DU . C32 C 0.7242(12) 0.4107(11) -0.0299(8) 0.058(3) Uani 1 d DU . H32 H 0.7493(12) 0.4537(11) 0.0120(8) 0.070 Uiso 1 calc R . C33 C 0.6387(15) 0.4794(13) -0.1195(9) 0.078(4) Uani 1 d DU . H33 H 0.6046(15) 0.5700(13) -0.1400(9) 0.093 Uiso 1 calc R . C34 C 0.6038(14) 0.4153(12) -0.1782(10) 0.073(4) Uani 1 d DU . H34 H 0.5467(14) 0.4629(12) -0.2403(10) 0.088 Uiso 1 calc R . C35 C 0.6483(14) 0.2855(13) -0.1505(8) 0.064(4) Uani 1 d DU . H35 H 0.6206(14) 0.2431(13) -0.1919(8) 0.077 Uiso 1 calc R . C36 C 0.7344(12) 0.2159(11) -0.0612(8) 0.052(3) Uani 1 d DU . H36 H 0.7670(12) 0.1252(11) -0.0407(8) 0.062 Uiso 1 calc R . C7 C 0.0791(14) -0.3884(12) 0.3970(13) 0.103(6) Uani 1 d U . H7A H -0.0301(14) -0.3561(12) 0.3819(13) 0.123 Uiso 1 calc R . H7B H 0.0984(14) -0.4388(12) 0.4693(13) 0.123 Uiso 1 calc R . H7C H 0.1245(14) -0.4426(12) 0.3557(13) 0.123 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 Au 0.0321(3) 0.0381(3) 0.0291(2) -0.0031(2) 0.0030(2) -0.0090(2) P 0.027(2) 0.038(2) 0.030(2) -0.0038(14) 0.0061(14) -0.003(2) S1 0.047(2) 0.039(2) 0.032(2) -0.0071(14) -0.0003(14) -0.019(2) S2 0.048(2) 0.037(2) 0.037(2) -0.0074(14) 0.0017(14) -0.019(2) S3 0.070(2) 0.054(2) 0.038(2) -0.009(2) 0.017(2) -0.027(2) S4 0.033(2) 0.028(2) 0.056(2) -0.0091(14) 0.0032(15) -0.0079(14) O1 0.051(6) 0.047(6) 0.086(7) -0.025(5) 0.003(5) -0.011(5) O2 0.032(5) 0.036(5) 0.084(6) -0.010(4) -0.011(4) -0.009(4) C1 0.029(6) 0.023(6) 0.034(6) -0.005(5) -0.002(5) -0.008(5) C2 0.048(7) 0.053(8) 0.041(7) -0.014(6) -0.001(6) -0.011(6) C3 0.066(8) 0.042(7) 0.045(7) -0.011(6) 0.015(6) -0.021(7) C4 0.027(6) 0.025(6) 0.029(6) -0.002(5) -0.001(5) -0.001(5) C5 0.035(7) 0.031(7) 0.038(6) -0.009(6) 0.010(5) -0.020(6) C6 0.040(8) 0.059(8) 0.100(11) -0.015(8) -0.016(8) -0.008(7) C11 0.033(6) 0.033(6) 0.033(6) -0.009(5) -0.005(5) 0.004(5) C12 0.035(6) 0.076(9) 0.036(6) -0.012(6) 0.000(6) 0.006(7) C13 0.046(6) 0.108(12) 0.047(7) -0.031(8) 0.023(7) -0.019(8) C14 0.031(6) 0.103(11) 0.063(8) -0.056(8) 0.005(7) -0.016(7) C15 0.033(6) 0.066(9) 0.060(7) -0.022(7) -0.008(6) 0.002(7) C16 0.036(6) 0.049(8) 0.048(6) -0.016(6) 0.004(6) -0.009(6) C21 0.033(6) 0.043(6) 0.035(6) -0.006(5) 0.011(5) -0.012(5) C22 0.039(6) 0.043(7) 0.060(7) -0.019(5) 0.017(6) -0.014(5) C23 0.051(7) 0.043(6) 0.066(8) -0.009(6) 0.010(7) -0.018(6) C24 0.069(8) 0.042(6) 0.049(7) -0.027(5) 0.007(7) 0.000(6) C25 0.046(7) 0.048(7) 0.042(6) -0.011(5) 0.012(6) -0.005(6) C26 0.030(6) 0.044(6) 0.042(6) -0.009(5) 0.011(5) -0.016(5) C31 0.031(7) 0.056(6) 0.038(6) -0.007(5) 0.016(5) -0.009(6) C32 0.054(8) 0.057(6) 0.044(6) -0.011(6) 0.003(6) 0.011(7) C33 0.078(11) 0.075(8) 0.046(8) 0.009(7) -0.004(8) 0.001(8) C34 0.043(8) 0.085(8) 0.050(7) 0.017(7) -0.019(7) 0.006(8) C35 0.057(9) 0.083(7) 0.039(6) 0.001(7) -0.012(6) -0.019(8) C36 0.048(8) 0.062(6) 0.039(6) 0.003(6) -0.007(6) -0.027(6) C7 0.037(9) 0.056(9) 0.213(18) -0.030(11) -0.031(10) -0.021(7) _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 Au P 2.255(3) . y Au S1 2.299(3) . y P C21 1.803(11) . ? P C11 1.806(11) . ? P C31 1.837(12) . y S1 C1 1.772(10) . y S2 C1 1.740(10) . y S2 C2 1.811(10) . y S3 C4 1.763(10) . y S3 C3 1.783(11) . y S4 C4 1.750(10) . y S4 C5 1.799(11) . y O1 C5 1.172(11) . y O2 C5 1.298(11) . y O2 C6 1.473(12) . y C1 C4 1.352(12) . y C2 C3 1.533(14) . y C6 C7 1.391(14) . y C11 C12 1.374(12) . ? C11 C16 1.380(12) . ? C12 C13 1.396(13) . ? C13 C14 1.375(14) . ? C14 C15 1.374(13) . ? C15 C16 1.390(13) . ? C21 C22 1.377(12) . ? C21 C26 1.402(12) . ? C22 C23 1.372(13) . ? C23 C24 1.396(13) . ? C24 C25 1.383(13) . ? C25 C26 1.372(12) . ? C31 C32 1.372(13) . ? C31 C36 1.376(13) . ? C32 C33 1.384(14) . ? C33 C34 1.365(15) . ? C34 C35 1.360(14) . ? C35 C36 1.385(13) . ? 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 P Au S1 176.85(12) . . y C21 P C11 103.2(5) . . ? C21 P C31 106.7(5) . . ? C11 P C31 106.9(5) . . ? C21 P Au 112.5(3) . . ? C11 P Au 115.9(3) . . ? C31 P Au 111.0(4) . . ? C1 S1 Au 103.2(3) . . y C1 S2 C2 103.7(5) . . y C4 S3 C3 103.3(5) . . y C4 S4 C5 100.6(5) . . y C5 O2 C6 116.5(9) . . y C4 C1 S2 126.0(8) . . y C4 C1 S1 119.7(8) . . y S2 C1 S1 114.3(5) . . y C3 C2 S2 111.5(8) . . y C2 C3 S3 112.0(8) . . y C1 C4 S4 122.4(8) . . y C1 C4 S3 128.2(8) . . y S4 C4 S3 109.4(5) . . y O1 C5 O2 128.6(11) . . y O1 C5 S4 125.9(9) . . y O2 C5 S4 105.5(8) . . y C7 C6 O2 108.1(10) . . y C12 C11 C16 119.4(10) . . ? C12 C11 P 122.5(8) . . ? C16 C11 P 117.8(8) . . ? C11 C12 C13 119.7(10) . . ? C14 C13 C12 119.9(11) . . ? C15 C14 C13 121.1(12) . . ? C14 C15 C16 118.3(11) . . ? C11 C16 C15 121.5(10) . . ? C22 C21 C26 119.0(10) . . ? C22 C21 P 121.7(8) . . ? C26 C21 P 119.3(8) . . ? C23 C22 C21 120.8(10) . . ? C22 C23 C24 120.1(11) . . ? C25 C24 C23 119.4(11) . . ? C26 C25 C24 120.2(10) . . ? C25 C26 C21 120.4(10) . . ? C32 C31 C36 121.3(11) . . ? C32 C31 P 120.9(9) . . ? C36 C31 P 117.8(8) . . ? C31 C32 C33 119.1(12) . . ? C34 C33 C32 119.3(13) . . ? C35 C34 C33 122.0(12) . . ? C34 C35 C36 119.2(12) . . ? C31 C36 C35 119.1(11) . . ? _refine_diff_density_max 1.053 _refine_diff_density_min -1.225 _refine_diff_density_rms 0.171 # =============================END # lola16 is compound 4 in the MS. data_lola16 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C16 H24 O4 S8 Sn' _chemical_formula_weight 655.52 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.623(3) _cell_length_b 20.585(4) _cell_length_c 17.012(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.53(4) _cell_angle_gamma 90.00 _cell_volume 2669.4(13) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 48 _cell_measurement_theta_min 7.5 _cell_measurement_theta_max 17 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.64 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.631 _exptl_crystal_density_method ? _exptl_crystal_F_000 1320 _exptl_absorpt_coefficient_mu 1.603 _exptl_absorpt_correction_type Psi-scans _exptl_absorpt_correction_T_min 0.738 _exptl_absorpt_correction_T_max 0.970 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens Stoe AED-2' _diffrn_measurement_method Omega/Theta _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 0 _diffrn_reflns_number 5826 _diffrn_reflns_av_R_equivalents 0.0574 _diffrn_reflns_av_sigmaI/netI 0.0934 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 2 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.08 _diffrn_reflns_theta_max 25.07 _reflns_number_total 4687 _reflns_number_observed 2764 _reflns_observed_criterion >2sigma(I) _computing_data_collection Dif4 _computing_cell_refinement Dif4 _computing_data_reduction Redu4 _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens xp' _computing_publication_material SHELXL-93 _refine_special_details ; Refinement on F^2^ for ALL reflections except for 1 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0315P)^2^+2.1387P] 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 'methyls bonded to tin as rigid groups, others riding' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4686 _refine_ls_number_parameters 264 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1185 _refine_ls_R_factor_obs 0.0540 _refine_ls_wR_factor_all 0.1014 _refine_ls_wR_factor_obs 0.0833 _refine_ls_goodness_of_fit_all 1.012 _refine_ls_goodness_of_fit_obs 1.105 _refine_ls_restrained_S_all 1.014 _refine_ls_restrained_S_obs 1.105 _refine_ls_shift/esd_max -0.002 _refine_ls_shift/esd_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Sn Sn 0.30649(6) 0.31428(3) 0.80646(3) 0.0444(2) Uani 1 d . . S1 S 0.5453(3) 0.16184(11) 0.79439(12) 0.0644(6) Uani 1 d . . S2 S 0.4861(3) 0.09056(11) 0.97630(11) 0.0635(6) Uani 1 d . . S3 S 0.1331(2) 0.13786(9) 0.97055(12) 0.0517(5) Uani 1 d . . S4 S 0.1840(2) 0.20410(9) 0.79973(11) 0.0550(5) Uani 1 d . . S5 S 0.0698(3) 0.37436(11) 0.86898(11) 0.0591(6) Uani 1 d . . S6 S -0.1253(3) 0.36060(10) 0.72424(12) 0.0582(6) Uani 1 d . . S7 S -0.0832(3) 0.52630(10) 0.69759(14) 0.0698(6) Uani 1 d . . S8 S 0.1143(3) 0.53009(11) 0.84216(14) 0.0736(7) Uani 1 d . . O1 O 0.2272(7) 0.2607(2) 0.9961(3) 0.066(2) Uani 1 d . . O2 O -0.0359(7) 0.2258(2) 1.0367(3) 0.0638(15) Uani 1 d . . O3 O 0.3937(6) 0.4723(3) 0.7823(3) 0.080(2) Uani 1 d . . O4 O 0.4281(6) 0.5441(3) 0.8812(3) 0.069(2) Uani 1 d . . C1 C 0.7108(10) 0.1359(5) 0.8639(5) 0.077(3) Uani 1 d . . H1A H 0.8186(10) 0.1269(5) 0.8360(5) 0.092 Uiso 1 calc R . H1B H 0.7343(10) 0.1709(5) 0.9007(5) 0.092 Uiso 1 calc R . C2 C 0.6582(10) 0.0771(4) 0.9082(5) 0.075(3) Uani 1 d . . H2A H 0.7597(10) 0.0605(4) 0.9365(5) 0.090 Uiso 1 calc R . H2B H 0.6210(10) 0.0440(4) 0.8710(5) 0.090 Uiso 1 calc R . C3 C 0.3562(8) 0.1637(3) 0.8509(4) 0.039(2) Uani 1 d . . C4 C 0.3358(8) 0.1363(3) 0.9218(4) 0.036(2) Uani 1 d . . C5 C 0.1212(10) 0.2200(4) 1.0035(4) 0.050(2) Uani 1 d . . C6 C -0.0791(12) 0.2898(4) 1.0673(5) 0.084(3) Uani 1 d . . H6A H -0.0722(12) 0.3220(4) 1.0258(5) 0.101 Uiso 1 calc R . H6B H 0.0032(12) 0.3018(4) 1.1087(5) 0.101 Uiso 1 calc R . C7 C -0.2574(12) 0.2876(4) 1.0985(5) 0.095(3) Uani 1 d . . H7A H -0.2881(12) 0.3295(4) 1.1190(5) 0.114 Uiso 1 calc R . H7B H -0.2629(12) 0.2558(4) 1.1398(5) 0.114 Uiso 1 calc R . H7C H -0.3382(12) 0.2759(4) 1.0572(5) 0.114 Uiso 1 calc R . C8 C -0.2412(13) 0.4694(5) 0.6539(5) 0.095(3) Uani 1 d . . H8A H -0.3389(13) 0.4644(5) 0.6895(5) 0.114 Uiso 1 calc R . H8B H -0.2866(13) 0.4880(5) 0.6055(5) 0.114 Uiso 1 calc R . C9 C -0.1717(12) 0.4072(4) 0.6373(5) 0.078(3) Uani 1 d . . H9A H -0.0645(12) 0.4122(4) 0.6076(5) 0.093 Uiso 1 calc R . H9B H -0.2549(12) 0.3835(4) 0.6047(5) 0.093 Uiso 1 calc R . C10 C -0.0135(8) 0.4153(3) 0.7850(4) 0.042(2) Uani 1 d . . C11 C 0.0049(8) 0.4793(3) 0.7739(4) 0.044(2) Uani 1 d . . C12 C 0.3372(10) 0.5101(4) 0.8293(5) 0.057(2) Uani 1 d . . C13 C 0.6169(10) 0.5360(5) 0.8791(6) 0.094(3) Uani 1 d . . H13A H 0.6465(10) 0.4904(5) 0.8845(6) 0.113 Uiso 1 calc R . H13B H 0.6613(10) 0.5512(5) 0.8290(6) 0.113 Uiso 1 calc R . C14 C 0.6938(12) 0.5714(7) 0.9402(7) 0.186(8) Uani 1 d . . H14A H 0.8188(12) 0.5661(7) 0.9389(7) 0.223 Uiso 1 calc R . H14B H 0.6503(12) 0.5559(7) 0.9896(7) 0.223 Uiso 1 calc R . H14C H 0.6651(12) 0.6166(7) 0.9342(7) 0.223 Uiso 1 calc R . C15 C 0.5250(8) 0.3196(4) 0.8847(4) 0.060(2) Uani 1 d . . H15A H 0.5019(24) 0.2941(16) 0.9307(12) 0.072 Uiso 1 calc R . H15B H 0.5445(33) 0.3640(4) 0.8996(19) 0.072 Uiso 1 calc R . H15C H 0.6274(14) 0.3031(18) 0.8590(9) 0.072 Uiso 1 calc R . C16 C 0.3401(9) 0.3413(4) 0.6880(4) 0.060(2) Uani 1 d . . H16A H 0.2515(35) 0.3723(15) 0.6732(8) 0.072 Uiso 1 calc R . H16B H 0.3300(53) 0.3035(5) 0.6551(4) 0.072 Uiso 1 calc R . H16C H 0.4540(23) 0.3604(18) 0.6816(6) 0.072 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 Sn 0.0450(3) 0.0444(3) 0.0436(3) 0.0054(3) -0.0052(2) 0.0015(3) S1 0.0598(13) 0.075(2) 0.0592(13) -0.0019(11) 0.0169(10) -0.0016(12) S2 0.0619(13) 0.0705(15) 0.0578(13) 0.0090(12) -0.0118(11) 0.0213(12) S3 0.0492(12) 0.0448(12) 0.0614(13) -0.0027(10) 0.0114(9) -0.0048(10) S4 0.0552(12) 0.0472(13) 0.0624(12) 0.0104(10) -0.0228(10) -0.0049(10) S5 0.0612(13) 0.0707(15) 0.0453(11) 0.0105(10) 0.0036(10) 0.0186(12) S6 0.0614(13) 0.0498(12) 0.0632(13) 0.0043(10) -0.0128(10) -0.0097(11) S7 0.0691(15) 0.0476(13) 0.093(2) 0.0205(13) -0.0072(12) 0.0044(12) S8 0.0456(12) 0.066(2) 0.109(2) -0.0360(14) -0.0060(12) 0.0054(12) O1 0.075(4) 0.048(3) 0.077(4) -0.015(3) 0.019(3) -0.013(3) O2 0.064(4) 0.042(3) 0.086(4) -0.007(3) 0.026(3) 0.003(3) O3 0.040(3) 0.109(5) 0.092(4) -0.041(4) 0.006(3) -0.001(3) O4 0.043(3) 0.084(4) 0.080(4) -0.027(3) -0.006(3) -0.002(3) C1 0.039(5) 0.096(7) 0.096(7) -0.001(6) 0.008(4) 0.010(5) C2 0.055(5) 0.071(6) 0.098(7) 0.001(6) -0.001(5) 0.023(5) C3 0.039(4) 0.037(4) 0.042(4) -0.003(3) -0.007(3) -0.002(3) C4 0.035(4) 0.031(4) 0.044(4) -0.001(3) -0.006(3) 0.003(3) C5 0.050(5) 0.053(5) 0.048(5) 0.002(4) -0.005(4) -0.003(4) C6 0.104(7) 0.052(6) 0.097(7) -0.006(5) 0.049(6) 0.013(5) C7 0.108(8) 0.070(7) 0.107(8) -0.007(6) 0.028(6) 0.032(6) C8 0.112(8) 0.088(8) 0.086(7) -0.005(6) -0.033(6) 0.011(7) C9 0.104(7) 0.059(6) 0.070(6) -0.003(5) -0.027(5) 0.008(6) C10 0.033(4) 0.046(4) 0.047(4) 0.007(4) -0.004(3) 0.006(4) C11 0.034(4) 0.036(4) 0.061(5) -0.004(4) -0.001(3) -0.002(4) C12 0.047(5) 0.051(5) 0.073(6) -0.019(4) -0.005(4) -0.003(4) C13 0.045(5) 0.125(9) 0.112(8) -0.046(7) -0.006(5) -0.003(6) C14 0.058(7) 0.334(21) 0.165(12) -0.145(13) -0.002(7) -0.045(10) C15 0.051(4) 0.066(5) 0.062(5) -0.002(5) -0.012(4) -0.011(5) C16 0.057(5) 0.069(5) 0.054(5) 0.001(4) -0.005(4) -0.005(4) _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 Sn C16 2.109(6) . y Sn C15 2.125(6) . y Sn S5 2.440(2) . y Sn S4 2.455(2) . y S1 C3 1.740(7) . y S1 C1 1.802(8) . y S2 C4 1.744(6) . y S2 C2 1.780(8) . y S3 C4 1.760(6) . y S3 C5 1.785(8) . y S4 C3 1.775(6) . y S5 C10 1.772(6) . y S6 C10 1.745(7) . y S6 C9 1.795(8) . y S7 C11 1.749(7) . y S7 C8 1.833(9) . y S8 C12 1.763(8) . y S8 C11 1.765(7) . y O1 C5 1.171(8) . y O2 C5 1.334(8) . y O2 C6 1.457(8) . y O3 C12 1.200(8) . y O4 C12 1.318(8) . y O4 C13 1.450(8) . y C1 C2 1.482(10) . y C3 C4 1.343(8) . y C6 C7 1.464(10) . ? C8 C9 1.415(10) . y C10 C11 1.339(9) . y C13 C14 1.395(11) . ? 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 C16 Sn C15 118.9(3) . . y C16 Sn S5 112.3(2) . . y C15 Sn S5 106.2(2) . . y C16 Sn S4 104.4(2) . . y C15 Sn S4 111.9(2) . . y S5 Sn S4 101.90(8) . . y C3 S1 C1 102.9(3) . . ? C4 S2 C2 102.9(4) . . ? C4 S3 C5 102.2(3) . . ? C3 S4 Sn 97.5(2) . . ? C10 S5 Sn 98.7(2) . . ? C10 S6 C9 103.6(4) . . ? C11 S7 C8 101.2(4) . . ? C12 S8 C11 103.3(4) . . ? C5 O2 C6 116.0(6) . . ? C12 O4 C13 116.0(6) . . ? C2 C1 S1 112.6(6) . . ? C1 C2 S2 114.1(6) . . ? C4 C3 S1 126.2(5) . . y C4 C3 S4 123.1(5) . . y S1 C3 S4 110.6(4) . . y C3 C4 S2 128.6(5) . . y C3 C4 S3 121.7(5) . . y S2 C4 S3 109.6(4) . . y O1 C5 O2 127.2(8) . . y O1 C5 S3 127.4(6) . . y O2 C5 S3 105.4(6) . . y O2 C6 C7 108.4(7) . . ? C9 C8 S7 114.5(7) . . ? C8 C9 S6 113.0(7) . . ? C11 C10 S6 127.1(5) . . y C11 C10 S5 123.0(6) . . y S6 C10 S5 109.9(4) . . y C10 C11 S7 127.5(6) . . y C10 C11 S8 122.7(6) . . y S7 C11 S8 109.7(4) . . y O3 C12 O4 127.0(7) . . y O3 C12 S8 125.9(6) . . y O4 C12 S8 107.2(6) . . y C14 C13 O4 109.3(8) . . ? _refine_diff_density_max 0.592 _refine_diff_density_min -0.424 _refine_diff_density_rms 0.096 #==============================END