# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry, 1999 # CCDC Number: 186/1543 data_1BR2 _audit_creation_method SHELXL-93 _chemical_name_systematic ; 4,5-Bis(methylthio)-1,3-dithiole-2-thione dibromine ; _chemical_name_common ? _chemical_formula_moiety C5H6S5.Br2 _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C5 H6 Br2 S5' _chemical_formula_weight 386.22 _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' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Br' 'Br' -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P-1 (no. 2)' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.9403(9) _cell_length_b 8.3128(14) _cell_length_c 10.554(4) _cell_angle_alpha 69.042(13) _cell_angle_beta 87.146(11) _cell_angle_gamma 87.880(8) _cell_volume 567.8(2) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 250 _cell_measurement_theta_min 2.62 _cell_measurement_theta_max 24.87 _exptl_crystal_description prism _exptl_crystal_colour orange-brown _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.259 _exptl_crystal_density_method ? _exptl_crystal_F_000 372 _exptl_absorpt_coefficient_mu 8.003 _exptl_absorpt_correction_type DIFABS _exptl_absorpt_correction_T_min 0.818 _exptl_absorpt_correction_T_max 0.998 _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode generator' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'FAST area detector diffractometer' _diffrn_measurement_method 'Darr, Drake, Hursthouse & Malik, 1993)' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 1581 _diffrn_reflns_av_R_equivalents 0.0778 _diffrn_reflns_av_sigmaI/netI 0.1124 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 4 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.62 _diffrn_reflns_theta_max 24.87 _reflns_number_total 1181 _reflns_number_observed 882 _reflns_observed_criterion >2sigma(I) _computing_data_collection MADNES _computing_cell_refinement 'REFINE in MADNES' _computing_data_reduction 'ABSMAD (Karaulov, 1991)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'SNOOPI (Davies, 1983)' _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. Atoms C(1), C(2), C(3), C(4) and C(5) were refined with isotropic restraint ISOR = 0.006 to keep these atoms 'approximately isotropic'. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0607P)^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 'Calculated positions (riding model)' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1181 _refine_ls_number_parameters 105 _refine_ls_number_restraints 30 _refine_ls_R_factor_all 0.0590 _refine_ls_R_factor_obs 0.0492 _refine_ls_wR_factor_all 0.1346 _refine_ls_wR_factor_obs 0.1325 _refine_ls_goodness_of_fit_all 0.975 _refine_ls_goodness_of_fit_obs 1.125 _refine_ls_restrained_S_all 0.965 _refine_ls_restrained_S_obs 1.108 _refine_ls_shift/esd_max -0.001 _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 Br1 Br 0.2509(2) 0.1652(2) 0.2399(2) 0.0161(5) Uani 1 d . . Br2 Br 0.2041(2) 0.7942(2) 0.1171(2) 0.0142(5) Uani 1 d . . S1 S 0.2462(4) 0.7061(4) -0.1365(4) 0.0081(8) Uani 1 d . . S2 S 0.2762(4) 0.3391(4) -0.0638(4) 0.0093(9) Uani 1 d . . S3 S 0.3045(5) 0.7906(5) -0.4326(4) 0.0147(9) Uani 1 d . . S4 S 0.3476(5) 0.3639(5) -0.3554(4) 0.0176(10) Uani 1 d . . S5 S 0.2273(4) 0.4861(5) 0.1600(4) 0.0103(9) Uani 1 d . . C1 C 0.2516(16) 0.5069(18) -0.0105(16) 0.0081(8) Uani 1 d U . C2 C 0.2818(16) 0.6340(18) -0.2715(16) 0.009(3) Uani 1 d U . C3 C 0.2973(17) 0.4623(18) -0.2369(16) 0.009(3) Uani 1 d U . C4 C 0.0852(18) 0.7605(20) -0.5103(16) 0.019(4) Uani 1 d U . H4A H 0.0982(55) 0.8164(98) -0.6071(18) 0.028 Uiso 1 calc R . H4B H -0.0234(26) 0.8096(106) -0.4761(72) 0.028 Uiso 1 calc R . H4C H 0.0660(73) 0.6396(20) -0.4884(76) 0.028 Uiso 1 calc R . C5 C 0.3202(18) 0.1321(19) -0.2540(17) 0.017(3) Uani 1 d U . H5A H 0.3649(103) 0.0649(19) -0.3074(30) 0.025 Uiso 1 calc R . H5B H 0.1866(25) 0.1091(26) -0.2277(70) 0.025 Uiso 1 calc R . H5C H 0.3947(92) 0.1020(30) -0.1743(42) 0.025 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 Br1 0.0196(7) 0.0103(8) 0.0130(11) 0.0025(8) -0.0018(6) 0.0007(6) Br2 0.0171(7) 0.0144(9) 0.0160(11) -0.0112(8) -0.0022(6) -0.0013(6) S1 0.0125(15) 0.005(2) 0.009(2) -0.005(2) -0.0026(14) -0.0031(13) S2 0.011(2) 0.005(2) 0.011(2) -0.002(2) -0.001(2) 0.0011(14) S3 0.025(2) 0.008(2) 0.008(2) 0.003(2) -0.002(2) -0.006(2) S4 0.032(2) 0.010(2) 0.013(3) -0.007(2) 0.003(2) -0.001(2) S5 0.011(2) 0.012(2) 0.007(2) -0.003(2) -0.0022(15) 0.0013(14) C1 0.0125(15) 0.005(2) 0.009(2) -0.005(2) -0.0026(14) -0.0031(13) C2 0.008(5) 0.011(5) 0.007(6) -0.003(5) -0.003(4) -0.001(4) C3 0.010(5) 0.009(5) 0.009(6) -0.005(5) 0.002(4) -0.002(4) C4 0.023(5) 0.022(6) 0.016(6) -0.010(5) -0.006(4) -0.009(4) C5 0.018(5) 0.015(6) 0.016(6) -0.005(5) 0.005(4) -0.001(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 Br1 S5 2.496(4) . ? Br2 S5 2.437(4) . ? S1 C1 1.71(2) . ? S1 C2 1.736(14) . ? S2 C1 1.680(12) . ? S2 C3 1.75(2) . ? S3 C2 1.74(2) . ? S3 C4 1.830(12) . ? S4 C3 1.738(13) . ? S4 C5 1.85(2) . ? S5 C1 1.745(15) . ? C2 C3 1.34(2) . ? 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 S1 C2 96.5(7) . . ? C1 S2 C3 96.1(7) . . ? C2 S3 C4 101.7(7) . . ? C3 S4 C5 103.1(7) . . ? C1 S5 Br2 95.7(5) . . ? C1 S5 Br1 92.7(5) . . ? Br2 S5 Br1 171.6(2) . . ? S2 C1 S1 115.4(8) . . ? S2 C1 S5 123.9(9) . . ? S1 C1 S5 120.7(7) . . ? C3 C2 S1 115.2(13) . . ? C3 C2 S3 127.9(12) . . ? S1 C2 S3 116.8(8) . . ? C2 C3 S4 122.6(13) . . ? C2 C3 S2 116.8(11) . . ? S4 C3 S2 120.5(8) . . ? 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 C3 S2 C1 S1 2.8(7) . . . . ? C3 S2 C1 S5 -178.5(8) . . . . ? C2 S1 C1 S2 -2.5(8) . . . . ? C2 S1 C1 S5 178.8(7) . . . . ? Br2 S5 C1 S2 179.9(7) . . . . ? Br1 S5 C1 S2 0.7(7) . . . . ? Br2 S5 C1 S1 -1.5(7) . . . . ? Br1 S5 C1 S1 179.3(6) . . . . ? C1 S1 C2 C3 0.9(11) . . . . ? C1 S1 C2 S3 -176.0(7) . . . . ? C4 S3 C2 C3 70.5(12) . . . . ? C4 S3 C2 S1 -113.0(7) . . . . ? S1 C2 C3 S4 -176.1(6) . . . . ? S3 C2 C3 S4 0.5(17) . . . . ? S1 C2 C3 S2 0.9(13) . . . . ? S3 C2 C3 S2 177.5(7) . . . . ? C5 S4 C3 C2 -173.0(10) . . . . ? C5 S4 C3 S2 10.2(9) . . . . ? C1 S2 C3 C2 -2.2(10) . . . . ? C1 S2 C3 S4 174.8(8) . . . . ? _refine_diff_density_max 1.009 _refine_diff_density_min -0.900 _refine_diff_density_rms 0.245 data_1.I2 _audit_creation_method SHELXL-93 _chemical_name_systematic ; 4,4-bis(methylthio)-1,3-dithiole-2-thione-diiodine ; _chemical_name_common ? _chemical_formula_moiety C5H6S5,I2 _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C5 H6 I2 S5' _chemical_formula_weight 480.20 _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' 'S' 'S' 0.1246 0.1234 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.037(3) _cell_length_b 9.606(2) _cell_length_c 13.906(5) _cell_angle_alpha 90.00 _cell_angle_beta 98.57(2) _cell_angle_gamma 90.00 _cell_volume 1193.7(6) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 250 _cell_measurement_theta_min 2.53 _cell_measurement_theta_max 25.27 _exptl_crystal_description prism _exptl_crystal_colour brown _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.672 _exptl_crystal_density_method ? _exptl_crystal_F_000 888 _exptl_absorpt_coefficient_mu 6.092 _exptl_absorpt_correction_type DIFABS _exptl_absorpt_correction_T_min 0.873 _exptl_absorpt_correction_T_max 1.015 _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode generator' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'FAST area detector diffractometer' _diffrn_measurement_method 'Darr, Drake, Hursthouse & Malik, 1993' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3811 _diffrn_reflns_av_R_equivalents 0.0646 _diffrn_reflns_av_sigmaI/netI 0.0790 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.53 _diffrn_reflns_theta_max 25.27 _reflns_number_total 1729 _reflns_number_observed 1323 _reflns_observed_criterion >2sigma(I) _computing_data_collection MADNES _computing_cell_refinement 'REFINE in MADNES ' _computing_data_reduction 'ABSMAD (Karaulov, 1992)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-92 (Sheldrick, 1993)' _computing_molecular_graphics 'SNOOPI (Davies, 1983)' _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. One atom C(2) was refined with an ISOR = 0.007 restraint to keep this atom 'approximately isotropic'. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0585P)^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 'calculated positions, riding model ' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1729 _refine_ls_number_parameters 111 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0675 _refine_ls_R_factor_obs 0.0514 _refine_ls_wR_factor_all 0.1258 _refine_ls_wR_factor_obs 0.1187 _refine_ls_goodness_of_fit_all 1.038 _refine_ls_goodness_of_fit_obs 1.129 _refine_ls_restrained_S_all 1.037 _refine_ls_restrained_S_obs 1.127 _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 I1 I 0.26320(8) 0.30138(7) -0.02715(6) 0.0227(3) Uani 1 d . . I2 I 0.07789(9) 0.22759(8) 0.10984(6) 0.0303(3) Uani 1 d . . S1 S 0.3227(3) 0.6324(3) -0.1063(2) 0.0243(7) Uani 1 d . . S2 S 0.5230(3) 0.6254(3) -0.2453(2) 0.0249(7) Uani 1 d . . S3 S 0.3006(4) 0.9414(3) -0.1083(2) 0.0277(8) Uani 1 d . . S4 S 0.5308(4) 0.9380(3) -0.2611(2) 0.0271(8) Uani 1 d . . S5 S 0.4383(3) 0.3624(3) -0.1642(2) 0.0244(7) Uani 1 d . . C1 C 0.4254(13) 0.5353(12) -0.1702(9) 0.025(3) Uani 1 d . . C2 C 0.3737(13) 0.7907(11) -0.1457(9) 0.019(3) Uani 1 d U . C3 C 0.4665(13) 0.7885(11) -0.2096(8) 0.022(3) Uani 1 d . . C4 C 0.3158(14) 0.9105(12) 0.0186(8) 0.025(3) Uani 1 d . . H4A H 0.2601(69) 0.8285(44) 0.0298(9) 0.038 Uiso 1 calc R . H4B H 0.2766(77) 0.9888(34) 0.0494(11) 0.038 Uiso 1 calc R . H4C H 0.4191(16) 0.8974(77) 0.0453(12) 0.038 Uiso 1 calc R . C5 C 0.6457(14) 0.8687(13) -0.3428(9) 0.032(3) Uani 1 d . . H5A H 0.7013(69) 0.9427(17) -0.3671(46) 0.047 Uiso 1 calc R . H5B H 0.5840(15) 0.8241(74) -0.3962(32) 0.047 Uiso 1 calc R . H5C H 0.7139(63) 0.8020(63) -0.3094(18) 0.047 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 I1 0.0293(5) 0.0125(4) 0.0272(5) 0.0000(3) 0.0069(4) 0.0008(3) I2 0.0331(5) 0.0229(5) 0.0378(6) 0.0038(4) 0.0145(4) 0.0015(3) S1 0.032(2) 0.0131(15) 0.031(2) 0.0007(13) 0.014(2) -0.0002(12) S2 0.035(2) 0.016(2) 0.026(2) -0.0022(13) 0.0133(15) -0.0011(13) S3 0.039(2) 0.0137(15) 0.032(2) -0.0004(13) 0.012(2) 0.0064(13) S4 0.038(2) 0.0162(15) 0.030(2) -0.0003(13) 0.015(2) -0.0039(13) S5 0.039(2) 0.0094(14) 0.029(2) 0.0007(13) 0.017(2) 0.0036(12) C1 0.034(8) 0.016(6) 0.025(7) 0.005(5) 0.003(6) -0.006(5) C2 0.025(5) 0.020(5) 0.015(5) -0.001(4) 0.012(4) -0.002(4) C3 0.026(7) 0.015(6) 0.023(7) -0.001(5) -0.004(6) 0.001(5) C4 0.037(8) 0.015(6) 0.027(7) -0.007(5) 0.011(6) -0.005(5) C5 0.031(7) 0.028(7) 0.034(8) 0.004(6) -0.003(6) 0.004(6) _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 I1 S5 2.716(3) . ? I1 I2 2.8083(14) . ? S1 C1 1.663(13) . ? S1 C2 1.703(11) . ? S2 C1 1.701(12) . ? S2 C3 1.742(11) . ? S3 C2 1.704(11) . ? S3 C4 1.775(12) . ? S4 C3 1.743(12) . ? S4 C5 1.779(13) . ? S5 C1 1.666(11) . ? C2 C3 1.31(2) . ? 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 S5 I1 I2 177.46(7) . . ? C1 S1 C2 97.5(6) . . ? C1 S2 C3 94.7(6) . . ? C2 S3 C4 100.7(6) . . ? C3 S4 C5 102.5(6) . . ? C1 S5 I1 101.9(4) . . ? S1 C1 S5 125.0(7) . . ? S1 C1 S2 115.1(7) . . ? S5 C1 S2 119.9(7) . . ? C3 C2 S1 115.8(9) . . ? C3 C2 S3 122.5(9) . . ? S1 C2 S3 121.6(7) . . ? C2 C3 S2 116.9(9) . . ? C2 C3 S4 123.5(9) . . ? S2 C3 S4 119.6(8) . . ? 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 I2 I1 S5 C1 143.4(16) . . . . ? C2 S1 C1 S5 177.0(8) . . . . ? C2 S1 C1 S2 -2.5(8) . . . . ? I1 S5 C1 S1 -1.5(9) . . . . ? I1 S5 C1 S2 177.9(6) . . . . ? C3 S2 C1 S1 2.6(8) . . . . ? C3 S2 C1 S5 -176.9(7) . . . . ? C1 S1 C2 C3 1.3(10) . . . . ? C1 S1 C2 S3 178.2(7) . . . . ? C4 S3 C2 C3 -137.3(10) . . . . ? C4 S3 C2 S1 45.9(9) . . . . ? S1 C2 C3 S2 0.4(13) . . . . ? S3 C2 C3 S2 -176.5(6) . . . . ? S1 C2 C3 S4 178.9(6) . . . . ? S3 C2 C3 S4 2.0(15) . . . . ? C1 S2 C3 C2 -1.8(10) . . . . ? C1 S2 C3 S4 179.6(7) . . . . ? C5 S4 C3 C2 -178.3(10) . . . . ? C5 S4 C3 S2 0.2(8) . . . . ? _refine_diff_density_max 2.227 _refine_diff_density_min -1.173 _refine_diff_density_rms 0.288 data_1.IBr _audit_creation_method SHELXL-93 _chemical_name_systematic ; 4,5,-bis(methylthio)-1,3-dithiole-2-thione iodine monobromide ; _chemical_name_common ? _chemical_formula_moiety C5H6S5.IBr _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C5 H6 Br I S5' _chemical_formula_weight 433.21 _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' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Br' 'Br' -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'I' 'I' -0.4742 1.8119 '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 (no. 2)' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.5933(12) _cell_length_b 8.601(2) _cell_length_c 10.8848(14) _cell_angle_alpha 110.710(8) _cell_angle_beta 91.227(9) _cell_angle_gamma 111.989(13) _cell_volume 606.8(2) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 250 _cell_measurement_theta_min 2.03 _cell_measurement_theta_max 25.05 _exptl_crystal_description prism _exptl_crystal_colour orange-brown _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.371 _exptl_crystal_density_method ? _exptl_crystal_F_000 408 _exptl_absorpt_coefficient_mu 6.741 _exptl_absorpt_correction_type 'DIFABS (Walker & Stuart, 1983)' _exptl_absorpt_correction_T_min 0.866 _exptl_absorpt_correction_T_max 1.019 _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode generator' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'FAST area detector' _diffrn_measurement_method 'Darr, Drake, Hursthouse & Malik, 1993' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2681 _diffrn_reflns_av_R_equivalents 0.0674 _diffrn_reflns_av_sigmaI/netI 0.0601 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 25.05 _reflns_number_total 1694 _reflns_number_observed 1482 _reflns_observed_criterion >2sigma(I) _computing_data_collection MADNES _computing_cell_refinement 'REFINE in MADNES' _computing_data_reduction 'ABSMAD (Karaulov, 1991)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-92 (Sheldrick, 1993)' _computing_molecular_graphics 'SNOOPI (Davies, 1983)' _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^)+(0.0569P)^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 'calculated positions (riding model)' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1694 _refine_ls_number_parameters 111 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0418 _refine_ls_R_factor_obs 0.0382 _refine_ls_wR_factor_all 0.1042 _refine_ls_wR_factor_obs 0.1031 _refine_ls_goodness_of_fit_all 1.071 _refine_ls_goodness_of_fit_obs 1.137 _refine_ls_restrained_S_all 1.071 _refine_ls_restrained_S_obs 1.137 _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 I1 I 0.22978(6) 0.35167(6) 0.34970(5) 0.0162(2) Uani 1 d . . Br1 Br 0.22004(11) 0.63686(10) 0.30075(8) 0.0212(3) Uani 1 d . . S1 S 0.2434(3) 0.3003(3) 0.6603(2) 0.0181(5) Uani 1 d . . S2 S 0.2919(3) -0.0310(3) 0.6035(2) 0.0172(5) Uani 1 d . . S3 S 0.2592(3) 0.3908(3) 0.9541(2) 0.0225(5) Uani 1 d . . S4 S 0.3357(3) 0.0148(3) 0.8920(2) 0.0263(5) Uani 1 d . . S5 S 0.2408(3) 0.0685(3) 0.3774(2) 0.0184(5) Uani 1 d . . C1 C 0.2578(10) 0.1159(9) 0.5427(8) 0.017(2) Uani 1 d . . C2 C 0.2725(11) 0.2483(10) 0.7969(8) 0.016(2) Uani 1 d . . C3 C 0.2968(10) 0.0928(10) 0.7691(8) 0.017(2) Uani 1 d . . C4 C 0.0117(11) 0.2652(11) 0.9635(9) 0.026(2) Uani 1 d . . H4A H -0.0136(24) 0.3219(43) 1.0504(18) 0.039 Uiso 1 calc R . H4B H -0.0088(23) 0.1422(23) 0.9481(53) 0.039 Uiso 1 calc R . H4C H -0.0737(11) 0.2648(60) 0.8970(34) 0.039 Uiso 1 calc R . C5 C 0.3228(11) -0.2081(11) 0.7952(9) 0.024(2) Uani 1 d . . H5A H 0.3269(77) -0.2691(29) 0.8533(11) 0.036 Uiso 1 calc R . H5B H 0.4302(43) -0.1975(11) 0.7489(41) 0.036 Uiso 1 calc R . H5C H 0.2045(36) -0.2770(26) 0.7317(37) 0.036 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 I1 0.0138(3) 0.0168(3) 0.0199(3) 0.0095(2) 0.0031(2) 0.0061(2) Br1 0.0267(5) 0.0156(4) 0.0231(5) 0.0079(4) 0.0029(4) 0.0104(3) S1 0.0198(11) 0.0167(10) 0.0212(12) 0.0091(9) 0.0071(9) 0.0095(8) S2 0.0205(11) 0.0178(10) 0.0172(11) 0.0091(9) 0.0040(8) 0.0097(8) S3 0.0222(12) 0.0195(11) 0.0206(12) 0.0040(9) 0.0067(9) 0.0066(9) S4 0.0378(14) 0.0235(12) 0.0192(12) 0.0110(10) 0.0018(10) 0.0118(10) S5 0.0229(11) 0.0156(10) 0.0202(12) 0.0094(9) 0.0034(9) 0.0092(8) C1 0.008(4) 0.018(4) 0.025(5) 0.009(4) 0.006(3) 0.004(3) C2 0.017(4) 0.017(4) 0.018(4) 0.012(3) 0.006(3) 0.005(3) C3 0.010(4) 0.024(5) 0.019(5) 0.014(4) 0.005(3) 0.003(3) C4 0.019(5) 0.024(4) 0.024(5) 0.004(4) 0.002(4) 0.003(4) C5 0.016(4) 0.034(5) 0.031(5) 0.019(4) 0.007(4) 0.015(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 I1 S5 2.589(2) . ? I1 Br1 2.7138(11) . ? S1 C1 1.693(7) . ? S1 C2 1.728(8) . ? S2 C1 1.712(8) . ? S2 C3 1.730(8) . ? S3 C2 1.749(8) . ? S3 C4 1.810(8) . ? S4 C3 1.759(8) . ? S4 C5 1.795(8) . ? S5 C1 1.688(8) . ? C2 C3 1.348(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 S5 I1 Br1 175.63(5) . . ? C1 S1 C2 97.6(4) . . ? C1 S2 C3 96.2(4) . . ? C2 S3 C4 99.8(4) . . ? C3 S4 C5 102.9(4) . . ? C1 S5 I1 105.5(3) . . ? S5 C1 S1 126.1(5) . . ? S5 C1 S2 119.6(4) . . ? S1 C1 S2 114.3(5) . . ? C3 C2 S1 114.9(6) . . ? C3 C2 S3 125.8(6) . . ? S1 C2 S3 119.3(4) . . ? C2 C3 S2 117.0(6) . . ? C2 C3 S4 123.3(6) . . ? S2 C3 S4 119.8(4) . . ? 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 Br1 I1 S5 C1 172.9(6) . . . . ? I1 S5 C1 S1 6.5(5) . . . . ? I1 S5 C1 S2 -173.8(3) . . . . ? C2 S1 C1 S5 179.8(5) . . . . ? C2 S1 C1 S2 0.1(5) . . . . ? C3 S2 C1 S5 179.8(5) . . . . ? C3 S2 C1 S1 -0.4(5) . . . . ? C1 S1 C2 C3 0.5(6) . . . . ? C1 S1 C2 S3 -177.1(5) . . . . ? C4 S3 C2 C3 -79.3(7) . . . . ? C4 S3 C2 S1 98.0(5) . . . . ? S1 C2 C3 S2 -0.9(8) . . . . ? S3 C2 C3 S2 176.5(4) . . . . ? S1 C2 C3 S4 178.2(4) . . . . ? S3 C2 C3 S4 -4.4(10) . . . . ? C1 S2 C3 C2 0.8(7) . . . . ? C1 S2 C3 S4 -178.3(5) . . . . ? C5 S4 C3 C2 172.1(6) . . . . ? C5 S4 C3 S2 -8.8(6) . . . . ? _refine_diff_density_max 1.225 _refine_diff_density_min -1.202 _refine_diff_density_rms 0.266 data_compd2 _audit_creation_method SHELXL-93 _chemical_name_systematic ; 2-Bromo-4,5-bis(methylthio)-1,3-dithiolium tribromide, Bromine (2:1) ; _chemical_name_common ? _chemical_formula_moiety 'C5H6BrS4, Br3, 0.5(Br2)' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C5 H6 Br5 S4' _chemical_formula_weight 593.89 _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' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Br' 'Br' -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P-1 (no. 2)' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.4872(6) _cell_length_b 7.0403(9) _cell_length_c 17.166(4) _cell_angle_alpha 84.060(10) _cell_angle_beta 80.958(9) _cell_angle_gamma 69.198(9) _cell_volume 722.8(2) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 250 _cell_measurement_theta_min 2.41 _cell_measurement_theta_max 24.92 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.729 _exptl_crystal_density_method ? _exptl_crystal_F_000 550 _exptl_absorpt_coefficient_mu 14.440 _exptl_absorpt_correction_type DIFABS _exptl_absorpt_correction_T_min 0.839 _exptl_absorpt_correction_T_max 1.021 _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode generator' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'FAST area detector' _diffrn_measurement_method 'Darr, Drake, Hursthouse & Malik, 1993' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3011 _diffrn_reflns_av_R_equivalents 0.0615 _diffrn_reflns_av_sigmaI/netI 0.0670 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.41 _diffrn_reflns_theta_max 24.92 _reflns_number_total 1973 _reflns_number_observed 1577 _reflns_observed_criterion >2sigma(I) _computing_data_collection MADNES _computing_cell_refinement 'REFINE in MADNES' _computing_data_reduction 'ABSMAD (Karaulov, 1991)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'SNOOPI (Davies, 1983)' _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^)+(0.0608P)^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 'calculated positions (riding model)' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1973 _refine_ls_number_parameters 129 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0534 _refine_ls_R_factor_obs 0.0450 _refine_ls_wR_factor_all 0.1136 _refine_ls_wR_factor_obs 0.1116 _refine_ls_goodness_of_fit_all 1.021 _refine_ls_goodness_of_fit_obs 1.131 _refine_ls_restrained_S_all 1.021 _refine_ls_restrained_S_obs 1.131 _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 Br1 Br -0.5319(2) 0.55332(15) 0.22527(7) 0.0247(3) Uani 1 d . . Br2 Br 0.0014(2) 0.8358(2) 0.08152(6) 0.0243(3) Uani 1 d . . Br3 Br -0.0516(2) 0.80503(14) 0.22983(6) 0.0167(3) Uani 1 d . . Br4 Br -0.0929(2) 0.7744(2) 0.38065(6) 0.0260(3) Uani 1 d . . Br5 Br 0.3530(2) 0.5781(2) 0.46318(7) 0.0336(3) Uani 1 d . . S1 S -0.0627(4) 0.3363(4) 0.1424(2) 0.0210(6) Uani 1 d . . S2 S -0.1276(4) 0.3076(4) 0.3100(2) 0.0196(6) Uani 1 d . . S3 S 0.4327(4) 0.1007(4) 0.1324(2) 0.0245(6) Uani 1 d . . S4 S 0.3598(4) 0.0711(4) 0.3209(2) 0.0239(6) Uani 1 d . . C1 C -0.2337(16) 0.3910(14) 0.2253(7) 0.022(2) Uani 1 d . . C2 C 0.1733(16) 0.2137(14) 0.1865(6) 0.019(2) Uani 1 d . . C3 C 0.1404(16) 0.1976(13) 0.2669(6) 0.017(2) Uani 1 d . . C4 C 0.4119(19) 0.2574(16) 0.0440(6) 0.033(3) Uani 1 d . . H4A H 0.3124(88) 0.2323(77) 0.0138(20) 0.049 Uiso 1 calc R . H4B H 0.5561(26) 0.2268(72) 0.0135(19) 0.049 Uiso 1 calc R . H4C H 0.3559(107) 0.3978(16) 0.0567(6) 0.049 Uiso 1 calc R . C5 C 0.2270(18) 0.1273(16) 0.4184(6) 0.028(3) Uani 1 d . . H5A H 0.3374(19) 0.1036(87) 0.4530(8) 0.042 Uiso 1 calc R . H5B H 0.1404(83) 0.0414(68) 0.4357(15) 0.042 Uiso 1 calc R . H5C H 0.1315(79) 0.2672(31) 0.4193(9) 0.042 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 Br1 0.0109(5) 0.0216(7) 0.0368(7) -0.0035(5) -0.0031(5) 0.0008(4) Br2 0.0194(6) 0.0295(7) 0.0189(6) -0.0008(4) 0.0009(5) -0.0040(5) Br3 0.0106(5) 0.0165(6) 0.0208(6) 0.0000(4) -0.0025(4) -0.0022(4) Br4 0.0262(6) 0.0327(7) 0.0189(6) 0.0015(5) -0.0050(5) -0.0099(5) Br5 0.0354(7) 0.0295(7) 0.0347(7) 0.0020(5) -0.0037(6) -0.0110(5) S1 0.0148(14) 0.024(2) 0.023(2) -0.0005(11) -0.0037(11) -0.0036(11) S2 0.0119(13) 0.022(2) 0.021(2) -0.0021(11) 0.0014(11) -0.0018(11) S3 0.0132(14) 0.026(2) 0.027(2) -0.0028(12) 0.0026(12) 0.0006(11) S4 0.0152(14) 0.029(2) 0.023(2) 0.0012(12) -0.0037(12) -0.0018(11) C1 0.008(5) 0.006(6) 0.045(7) 0.000(5) 0.001(5) 0.004(4) C2 0.014(5) 0.015(6) 0.024(7) 0.004(4) -0.001(5) -0.002(4) C3 0.021(6) 0.007(6) 0.023(7) -0.005(4) -0.004(5) -0.001(4) C4 0.025(6) 0.042(7) 0.022(7) 0.005(5) 0.006(5) -0.006(5) C5 0.036(7) 0.026(7) 0.021(6) -0.009(5) -0.001(5) -0.010(5) _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 Br1 C1 1.865(9) . ? Br2 Br3 2.512(2) . ? Br3 Br4 2.555(2) . ? Br5 Br5 2.329(2) 2_666 ? S1 C1 1.648(11) . ? S1 C2 1.719(10) . ? S2 C1 1.668(11) . ? S2 C3 1.711(10) . ? S3 C2 1.743(10) . ? S3 C4 1.776(10) . ? S4 C3 1.739(10) . ? S4 C5 1.773(10) . ? C2 C3 1.361(15) . ? 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 Br2 Br3 Br4 178.14(5) . . ? C1 S1 C2 95.9(5) . . ? C1 S2 C3 95.4(5) . . ? C2 S3 C4 101.9(5) . . ? C3 S4 C5 100.8(5) . . ? S1 C1 S2 117.7(6) . . ? S1 C1 Br1 121.5(6) . . ? S2 C1 Br1 120.7(6) . . ? C3 C2 S1 115.2(8) . . ? C3 C2 S3 122.2(8) . . ? S1 C2 S3 122.5(6) . . ? C2 C3 S2 115.8(8) . . ? C2 C3 S4 121.2(8) . . ? S2 C3 S4 123.0(6) . . ? 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 C2 S1 C1 S2 -2.4(7) . . . . ? C2 S1 C1 Br1 174.0(6) . . . . ? C3 S2 C1 S1 1.7(7) . . . . ? C3 S2 C1 Br1 -174.7(6) . . . . ? C1 S1 C2 C3 2.4(8) . . . . ? C1 S1 C2 S3 177.6(6) . . . . ? C4 S3 C2 C3 -154.5(8) . . . . ? C4 S3 C2 S1 30.7(7) . . . . ? S1 C2 C3 S2 -1.7(10) . . . . ? S3 C2 C3 S2 -176.9(5) . . . . ? S1 C2 C3 S4 178.0(5) . . . . ? S3 C2 C3 S4 2.7(12) . . . . ? C1 S2 C3 C2 0.1(8) . . . . ? C1 S2 C3 S4 -179.6(6) . . . . ? C5 S4 C3 C2 172.9(8) . . . . ? C5 S4 C3 S2 -7.5(7) . . . . ? _refine_diff_density_max 1.256 _refine_diff_density_min -0.979 _refine_diff_density_rms 0.251