data_global _journal_coden_Cambridge 1145 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'Dmitrii Perepichka' 'Francine Belanger-Gariepy' 'Jonathan Hiltz' 'Marc Lepeltier' 'Tobias Lockwood' _publ_contact_author_name ' Dmitrii Perepichka' _publ_contact_author_email DMITRII.PEREPICHKA@MCGILL.CA _publ_section_title ; Towards crystal engineering of solid state polymerization in dibromothiophenes ; # Attachment '4a.cif' data_4A _database_code_depnum_ccdc_archive 'CCDC 722202' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H8 Br2 O2 S' _chemical_formula_sum 'C8 H8 Br2 O2 S' _chemical_formula_weight 328.02 _chemical_compound_source 'Synthesized by the authors. See text' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca _symmetry_space_group_name_hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 8.7321(3) _cell_length_b 14.2816(4) _cell_length_c 16.6582(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2077.42(11) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 22011 _cell_measurement_theta_min 8.15 _cell_measurement_theta_max 142.99 _exptl_crystal_description chunk _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.098 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1264 _exptl_absorpt_coefficient_mu 11.515 _exptl_absorpt_correction_Type multi-scan _exptl_absorpt_correction_T_min 0.6200 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'Sadabs (Sheldrick,2004)' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Rotating Anode' _diffrn_radiation_monochromator 'Montel 200 optics' _diffrn_measurement_device_type 'Bruker Smart 6000' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 5.5 _diffrn_standards_number 5 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 42435 _diffrn_reflns_av_R_equivalents 0.035 _diffrn_reflns_av_sigmaI/netI 0.0125 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 5.31 _diffrn_reflns_theta_max 71.76 _reflns_number_total 2026 _reflns_number_gt 1949 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'APEX2 (Bruker, 2006)' _computing_cell_refinement 'APEX2 (Bruker, 2006)' _computing_data_reduction 'SAINT (Bruker, 2006)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 1997)' _computing_publication_material 'UdMX (local program)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0391P)^2^+0.8160P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2026 _refine_ls_number_parameters 120 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0234 _refine_ls_R_factor_gt 0.0226 _refine_ls_wR_factor_ref 0.0638 _refine_ls_wR_factor_gt 0.0628 _refine_ls_goodness_of_fit_ref 1.186 _refine_ls_restrained_S_all 1.186 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_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_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Br2 Br 0.59048(3) 0.742365(17) 0.260281(14) 0.02997(10) Uani 1 1 d . . . Br5 Br 0.17985(3) 0.412388(16) 0.340424(15) 0.03568(10) Uani 1 1 d . . . S1 S 0.40120(7) 0.55642(4) 0.25940(3) 0.03109(14) Uani 1 1 d . . . O3 O 0.42544(18) 0.73233(10) 0.43749(9) 0.0275(3) Uani 1 1 d . . . O4 O 0.21705(19) 0.57930(10) 0.47114(9) 0.0301(3) Uani 1 1 d . . . C2 C 0.4615(2) 0.65512(14) 0.30970(12) 0.0265(4) Uani 1 1 d . . . C3 C 0.3982(2) 0.66241(14) 0.38395(12) 0.0252(4) Uani 1 1 d . . . C4 C 0.2965(2) 0.58657(14) 0.40139(13) 0.0264(4) Uani 1 1 d . . . C5 C 0.2883(3) 0.52504(15) 0.33975(12) 0.0291(4) Uani 1 1 d . . . C6 C 0.3466(3) 0.81497(17) 0.55495(14) 0.0349(5) Uani 1 1 d . . . H6A H 0.4398 0.7955 0.5831 0.052 Uiso 1 1 calc R . . H6B H 0.2640 0.8245 0.5939 0.052 Uiso 1 1 calc R . . H6C H 0.3660 0.8736 0.5262 0.052 Uiso 1 1 calc R . . C7 C 0.3003(3) 0.73989(15) 0.49578(13) 0.0273(4) Uani 1 1 d . . . H7 H 0.2059 0.7610 0.4670 0.033 Uiso 1 1 calc R . . C8 C 0.2692(3) 0.64428(15) 0.53338(13) 0.0293(4) Uani 1 1 d . . . H8 H 0.1837 0.6520 0.5728 0.035 Uiso 1 1 calc R . . C9 C 0.4033(3) 0.60058(17) 0.57746(15) 0.0388(6) Uani 1 1 d . . . H9A H 0.3744 0.5382 0.5968 0.058 Uiso 1 1 calc R . . H9B H 0.4316 0.6401 0.6232 0.058 Uiso 1 1 calc R . . H9C H 0.4908 0.5951 0.5409 0.058 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Br2 0.03127(16) 0.03320(15) 0.02545(15) 0.00283(8) 0.00434(8) 0.00346(8) Br5 0.03846(16) 0.02411(15) 0.04448(17) -0.00011(9) -0.00758(10) -0.00003(9) S1 0.0392(3) 0.0281(3) 0.0259(3) -0.00378(19) -0.0002(2) 0.0058(2) O3 0.0299(8) 0.0292(7) 0.0233(7) -0.0027(6) 0.0043(6) -0.0029(6) O4 0.0328(8) 0.0316(8) 0.0260(7) 0.0003(6) 0.0017(7) -0.0047(6) C2 0.0267(10) 0.0277(10) 0.0252(9) -0.0001(8) 0.0008(8) 0.0028(8) C3 0.0254(10) 0.0253(10) 0.0249(10) -0.0002(8) -0.0027(8) 0.0033(8) C4 0.0278(10) 0.0253(10) 0.0261(10) 0.0035(8) -0.0019(8) 0.0029(8) C5 0.0329(11) 0.0243(10) 0.0300(11) 0.0012(8) -0.0038(9) 0.0027(9) C6 0.0413(13) 0.0350(12) 0.0283(10) -0.0053(9) 0.0065(10) -0.0021(10) C7 0.0262(10) 0.0314(11) 0.0244(10) -0.0014(8) 0.0043(8) 0.0013(8) C8 0.0316(11) 0.0311(10) 0.0251(10) -0.0016(8) 0.0023(9) 0.0002(9) C9 0.0439(14) 0.0375(13) 0.0351(13) 0.0032(10) -0.0070(11) 0.0019(10) _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_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Br2 C2 . . 1.870(2) Y Br5 C5 . . 1.867(2) Y S1 C5 . . 1.722(2) Y S1 C2 . . 1.722(2) Y O3 C3 . . 1.360(2) Y O3 C7 . . 1.466(3) Y O4 C4 . . 1.357(3) Y O4 C8 . . 1.464(3) Y C2 C3 . . 1.359(3) Y C3 C4 . . 1.430(3) Y C4 C5 . . 1.353(3) Y C6 C7 . . 1.512(3) Y C6 H6a . . 0.98 ? C6 H6b . . 0.98 ? C6 H6c . . 0.98 ? C7 C8 . . 1.527(3) Y C7 H7 . . 1 ? C8 C9 . . 1.517(3) Y C8 H8 . . 1 ? C9 H9a . . 0.98 ? C9 H9b . . 0.98 ? C9 H9c . . 0.98 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C5 S1 C2 . . . 90.58(10) Y C3 O3 C7 . . . 110.97(16) Y C4 O4 C8 . . . 113.51(16) Y C3 C2 S1 . . . 112.38(16) Y C3 C2 BR2 . . . 126.50(16) Y S1 C2 BR2 . . . 121.02(12) Y C2 C3 O3 . . . 125.57(19) Y C2 C3 C4 . . . 112.31(19) Y O3 C3 C4 . . . 122.12(18) Y C5 C4 O4 . . . 124.9(2) Y C5 C4 C3 . . . 111.8(2) Y O4 C4 C3 . . . 123.30(19) Y C4 C5 S1 . . . 112.98(18) Y C4 C5 BR5 . . . 125.59(17) Y S1 C5 BR5 . . . 121.29(12) Y C7 C6 H6A . . . 109.5 ? C7 C6 H6B . . . 109.5 ? H6A C6 H6B . . . 109.5 ? C7 C6 H6C . . . 109.5 ? H6A C6 H6C . . . 109.5 ? H6B C6 H6C . . . 109.5 ? O3 C7 C6 . . . 106.54(18) Y O3 C7 C8 . . . 109.79(17) Y C6 C7 C8 . . . 114.49(18) Y O3 C7 H7 . . . 108.6 ? C6 C7 H7 . . . 108.6 ? C8 C7 H7 . . . 108.6 ? O4 C8 C9 . . . 108.78(18) Y O4 C8 C7 . . . 109.37(17) Y C9 C8 C7 . . . 115.4(2) Y O4 C8 H8 . . . 107.7 ? C9 C8 H8 . . . 107.7 ? C7 C8 H8 . . . 107.7 ? C8 C9 H9A . . . 109.5 ? C8 C9 H9B . . . 109.5 ? H9A C9 H9B . . . 109.5 ? C8 C9 H9C . . . 109.5 ? H9A C9 H9C . . . 109.5 ? H9B C9 H9C . . . 109.5 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C5 S1 C2 C3 . . . . 0.24(17) Y C5 S1 C2 BR2 . . . . -176.25(14) Y S1 C2 C3 O3 . . . . 179.40(16) Y BR2 C2 C3 O3 . . . . -4.3(3) Y S1 C2 C3 C4 . . . . -0.4(2) Y BR2 C2 C3 C4 . . . . 175.86(15) Y C7 O3 C3 C2 . . . . 157.9(2) Y C7 O3 C3 C4 . . . . -22.3(3) Y C8 O4 C4 C5 . . . . 168.6(2) Y C8 O4 C4 C3 . . . . -12.5(3) Y C2 C3 C4 C5 . . . . 0.4(3) Y O3 C3 C4 C5 . . . . -179.42(19) Y C2 C3 C4 O4 . . . . -178.62(19) Y O3 C3 C4 O4 . . . . 1.6(3) Y O4 C4 C5 S1 . . . . 178.78(16) Y C3 C4 C5 S1 . . . . -0.2(2) Y O4 C4 C5 BR5 . . . . -5.5(3) Y C3 C4 C5 BR5 . . . . 175.52(15) Y C2 S1 C5 C4 . . . . -0.02(18) Y C2 S1 C5 BR5 . . . . -175.94(14) Y C3 O3 C7 C6 . . . . 176.57(18) Y C3 O3 C7 C8 . . . . 52.1(2) Y C4 O4 C8 C9 . . . . -84.9(2) Y C4 O4 C8 C7 . . . . 42.0(2) Y O3 C7 C8 O4 . . . . -63.5(2) Y C6 C7 C8 O4 . . . . 176.76(19) Y O3 C7 C8 C9 . . . . 59.5(2) Y C6 C7 C8 C9 . . . . -60.2(3) Y _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 71.76 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.380 _refine_diff_density_min -0.790 _refine_diff_density_rms 0.121 # Attachment '4b.cif' data_4B _database_code_depnum_ccdc_archive 'CCDC 722203' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H6 Br2 O3 S' _chemical_formula_sum 'C8 H6 Br2 O3 S' _chemical_formula_weight 342.01 _chemical_compound_source 'Synthesized by the authors. See text' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca _symmetry_space_group_name_hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 7.3511(2) _cell_length_b 12.1366(4) _cell_length_c 21.9075(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1954.53(10) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 11499 _cell_measurement_theta_min 8.05 _cell_measurement_theta_max 143.1 _exptl_crystal_description chunk _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.325 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1312 _exptl_absorpt_coefficient_mu 12.363 _exptl_absorpt_correction_Type multi-scan _exptl_absorpt_correction_T_min 0.6300 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'Sadabs (Sheldrick, 2004)' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Rotating Anode' _diffrn_radiation_monochromator 'Montel 200 optics' _diffrn_measurement_device_type 'Bruker Smart 6000' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 5.5 _diffrn_standards_number 5 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 23675 _diffrn_reflns_av_R_equivalents 0.042 _diffrn_reflns_av_sigmaI/netI 0.0186 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 4.04 _diffrn_reflns_theta_max 72.01 _reflns_number_total 1916 _reflns_number_gt 1809 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'APEX2 (Bruker, 2004)' _computing_cell_refinement 'APEX2 (Bruker, 2004)' _computing_data_reduction 'SAINT (Bruker, 2004)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 1997)' _computing_publication_material 'UdMX (local program)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1041P)^2^+8.5338P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1916 _refine_ls_number_parameters 127 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0485 _refine_ls_R_factor_gt 0.0471 _refine_ls_wR_factor_ref 0.1644 _refine_ls_wR_factor_gt 0.1630 _refine_ls_goodness_of_fit_ref 1.182 _refine_ls_restrained_S_all 1.182 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_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_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Br2 Br 1.20961(9) 0.68208(6) 0.50542(3) 0.0319(3) Uani 1 1 d . . . Br5 Br 1.23103(9) 0.28558(5) 0.34113(3) 0.0284(3) Uani 1 1 d . . . S1 S 1.30291(16) 0.46598(10) 0.44016(6) 0.0173(3) Uani 1 1 d . . . O3 O 0.8647(5) 0.6386(3) 0.41389(15) 0.0181(7) Uani 1 1 d . . . O4 O 0.8839(5) 0.4491(3) 0.33283(15) 0.0146(7) Uani 1 1 d . . . O5 O 0.6760(5) 0.6126(3) 0.26158(17) 0.0228(8) Uani 1 1 d . . . C2 C 1.1526(6) 0.5725(4) 0.4514(2) 0.0139(9) Uani 1 1 d . . . C3 C 1.0060(6) 0.5660(4) 0.4140(2) 0.0133(9) Uani 1 1 d . . . C4 C 1.0133(6) 0.4726(4) 0.3747(2) 0.0122(9) Uani 1 1 d . . . C5 C 1.1671(7) 0.4120(4) 0.3836(2) 0.0149(9) Uani 1 1 d . . . C6 C 0.7690(7) 0.6756(4) 0.3079(3) 0.0197(11) Uani 1 1 d . . . H6A H 0.7228 0.7522 0.3090 0.024 Uiso 1 1 calc R . . H6B H 0.9015 0.6774 0.2998 0.024 Uiso 1 1 calc R . . C7 C 0.7298(6) 0.6173(4) 0.3673(2) 0.0158(10) Uani 1 1 d . . . H7 H 0.6095 0.6439 0.3827 0.019 Uiso 1 1 calc R . . C8 C 0.7084(6) 0.4985(4) 0.3479(2) 0.0156(10) Uani 1 1 d . . . H8 H 0.6388 0.4539 0.3784 0.019 Uiso 1 1 calc R . . C9 C 0.6063(7) 0.5122(4) 0.2885(2) 0.0197(10) Uani 1 1 d . . . H9A H 0.6285 0.4486 0.2612 0.024 Uiso 1 1 calc R . . H9B H 0.4739 0.5184 0.2960 0.024 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Br2 0.0396(5) 0.0300(4) 0.0260(4) -0.0029(2) -0.0031(2) -0.0026(3) Br5 0.0307(4) 0.0257(4) 0.0286(4) -0.0019(2) -0.0006(2) 0.0080(2) S1 0.0138(6) 0.0206(6) 0.0177(6) 0.0006(4) -0.0027(4) 0.0019(4) O3 0.0169(17) 0.0204(17) 0.0169(17) -0.0086(13) -0.0046(13) 0.0076(14) O4 0.0121(16) 0.0163(16) 0.0153(16) -0.0043(12) -0.0023(13) 0.0043(13) O5 0.0272(19) 0.0249(19) 0.0162(18) 0.0031(14) -0.0065(15) -0.0036(16) C2 0.015(2) 0.014(2) 0.013(2) -0.0024(16) 0.0020(17) -0.0026(18) C3 0.014(2) 0.014(2) 0.012(2) 0.0010(17) 0.0003(17) 0.0007(18) C4 0.013(2) 0.015(2) 0.009(2) -0.0003(16) 0.0026(17) 0.0001(16) C5 0.014(2) 0.016(2) 0.015(2) -0.0001(18) -0.0004(18) 0.0025(18) C6 0.020(2) 0.015(2) 0.024(3) 0.001(2) -0.001(2) 0.0018(19) C7 0.011(2) 0.020(3) 0.016(2) -0.0028(19) -0.0034(17) 0.0039(17) C8 0.012(2) 0.020(3) 0.015(2) -0.0011(19) 0.0015(16) 0.0026(19) C9 0.017(2) 0.020(2) 0.022(2) 0.0001(19) -0.005(2) 0.0014(19) _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_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Br2 C2 . . 1.829(5) Y Br5 C5 . . 1.855(5) Y S1 C2 . . 1.718(5) Y S1 C5 . . 1.721(5) Y O3 C3 . . 1.363(6) Y O3 C7 . . 1.447(6) Y O4 C4 . . 1.351(6) Y O4 C8 . . 1.460(5) Y O5 C6 . . 1.443(7) Y O5 C9 . . 1.447(6) Y C2 C3 . . 1.356(7) Y C3 C4 . . 1.426(6) Y C4 C5 . . 1.363(7) Y C6 C7 . . 1.508(7) Y C6 H6a . . 0.99 ? C6 H6b . . 0.99 ? C7 C8 . . 1.512(7) Y C7 H7 . . 1 ? C8 C9 . . 1.512(7) Y C8 H8 . . 1 ? C9 H9a . . 0.99 ? C9 H9b . . 0.99 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C2 S1 C5 . . . 91.0(2) Y C3 O3 C7 . . . 114.1(3) Y C4 O4 C8 . . . 112.5(4) Y C6 O5 C9 . . . 109.1(4) Y C3 C2 S1 . . . 112.3(3) Y C3 C2 BR2 . . . 128.0(4) Y S1 C2 BR2 . . . 119.5(3) Y C2 C3 O3 . . . 124.7(4) Y C2 C3 C4 . . . 112.5(4) Y O3 C3 C4 . . . 122.8(4) Y O4 C4 C5 . . . 124.6(4) Y O4 C4 C3 . . . 123.5(4) Y C5 C4 C3 . . . 111.9(4) Y C4 C5 S1 . . . 112.3(4) Y C4 C5 BR5 . . . 125.8(4) Y S1 C5 BR5 . . . 121.9(3) Y O5 C6 C7 . . . 105.5(4) Y O5 C6 H6A . . . 110.6 ? C7 C6 H6A . . . 110.6 ? O5 C6 H6B . . . 110.6 ? C7 C6 H6B . . . 110.6 ? H6A C6 H6B . . . 108.8 ? O3 C7 C6 . . . 113.2(4) Y O3 C7 C8 . . . 116.1(4) Y C6 C7 C8 . . . 103.0(4) Y O3 C7 H7 . . . 108 ? C6 C7 H7 . . . 108 ? C8 C7 H7 . . . 108 ? O4 C8 C7 . . . 111.3(4) Y O4 C8 C9 . . . 106.8(4) Y C7 C8 C9 . . . 100.8(4) Y O4 C8 H8 . . . 112.4 ? C7 C8 H8 . . . 112.4 ? C9 C8 H8 . . . 112.4 ? O5 C9 C8 . . . 105.6(4) Y O5 C9 H9A . . . 110.6 ? C8 C9 H9A . . . 110.6 ? O5 C9 H9B . . . 110.6 ? C8 C9 H9B . . . 110.6 ? H9A C9 H9B . . . 108.8 ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C5 S1 C2 C3 . . . . 0.4(4) Y C5 S1 C2 BR2 . . . . -175.5(3) Y S1 C2 C3 O3 . . . . 179.0(4) Y BR2 C2 C3 O3 . . . . -5.5(7) Y S1 C2 C3 C4 . . . . -0.1(5) Y BR2 C2 C3 C4 . . . . 175.4(3) Y C7 O3 C3 C2 . . . . 176.6(4) Y C7 O3 C3 C4 . . . . -4.4(6) Y C8 O4 C4 C5 . . . . 157.9(5) Y C8 O4 C4 C3 . . . . -23.5(6) Y C2 C3 C4 O4 . . . . -179.2(4) Y O3 C3 C4 O4 . . . . 1.7(7) Y C2 C3 C4 C5 . . . . -0.5(6) Y O3 C3 C4 C5 . . . . -179.6(4) Y O4 C4 C5 S1 . . . . 179.5(4) Y C3 C4 C5 S1 . . . . 0.8(5) Y O4 C4 C5 BR5 . . . . -0.3(7) Y C3 C4 C5 BR5 . . . . -179.1(3) Y C2 S1 C5 C4 . . . . -0.7(4) Y C2 S1 C5 BR5 . . . . 179.1(3) Y C9 O5 C6 C7 . . . . -8.2(5) Y C3 O3 C7 C6 . . . . -89.9(5) Y C3 O3 C7 C8 . . . . 29.0(6) Y O5 C6 C7 O3 . . . . 156.3(4) Y O5 C6 C7 C8 . . . . 30.1(5) Y C4 O4 C8 C7 . . . . 45.6(5) Y C4 O4 C8 C9 . . . . 154.7(4) Y O3 C7 C8 O4 . . . . -50.6(6) Y C6 C7 C8 O4 . . . . 73.7(5) Y O3 C7 C8 C9 . . . . -163.5(4) Y C6 C7 C8 C9 . . . . -39.2(5) Y C6 O5 C9 C8 . . . . -17.1(5) Y O4 C8 C9 O5 . . . . -81.4(5) Y C7 C8 C9 O5 . . . . 34.9(5) Y _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 72.01 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.145 _refine_diff_density_min -2.123 _refine_diff_density_rms 0.364 # Attachment '4c.cif' data_4C _database_code_depnum_ccdc_archive 'CCDC 722204' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H6 Br2 O2 S2' _chemical_formula_sum 'C8 H6 Br2 O2 S2' _chemical_formula_weight 358.07 _chemical_compound_source 'Synthesized by the authors. See text' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca _symmetry_space_group_name_hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 9.3142(3) _cell_length_b 11.3466(4) _cell_length_c 19.4858(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2059.35(12) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 12389 _cell_measurement_theta_min 4.54 _cell_measurement_theta_max 142.8 _exptl_crystal_description CHUNK _exptl_crystal_colour blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.310 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1376 _exptl_absorpt_coefficient_mu 13.546 _exptl_absorpt_correction_Type multi-scan _exptl_absorpt_correction_T_min 0.2000 _exptl_absorpt_correction_T_max 0.4300 _exptl_absorpt_process_details 'Sadabs (Sheldrick,1996)' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Rotating Anode' _diffrn_radiation_monochromator 'Montel 200 optics' _diffrn_measurement_device_type 'Bruker Smart 6000' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 5.5 _diffrn_standards_number 5 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 24995 _diffrn_reflns_av_R_equivalents 0.069 _diffrn_reflns_av_sigmaI/netI 0.0226 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 4.54 _diffrn_reflns_theta_max 72.00 _reflns_number_total 2010 _reflns_number_gt 1940 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 2003)' _computing_cell_refinement 'SMART (Bruker, 2003)' _computing_data_reduction 'SAINT (Bruker, 2004)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 1997)' _computing_publication_material 'UdMX (local program)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0676P)^2^+11.4001P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2010 _refine_ls_number_parameters 127 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0505 _refine_ls_R_factor_gt 0.0492 _refine_ls_wR_factor_ref 0.1418 _refine_ls_wR_factor_gt 0.1409 _refine_ls_goodness_of_fit_ref 1.229 _refine_ls_restrained_S_all 1.229 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_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_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Br2 Br 1.17979(7) 0.49009(6) 0.41074(3) 0.0324(2) Uani 1 1 d . . . Br5 Br 1.04313(8) 0.94561(6) 0.25740(4) 0.0352(2) Uani 1 1 d . . . S1 S 1.19249(15) 0.72117(13) 0.32270(8) 0.0256(3) Uani 1 1 d . . . S5 S 0.57258(17) 0.67712(14) 0.49250(8) 0.0317(4) Uani 1 1 d . . . O3 O 0.8498(4) 0.5878(4) 0.4056(2) 0.0254(8) Uani 1 1 d . . . O4 O 0.7892(4) 0.8068(4) 0.3340(2) 0.0253(9) Uani 1 1 d . . . C2 C 1.0940(6) 0.6210(5) 0.3699(3) 0.0217(11) Uani 1 1 d . . . C3 C 0.9529(6) 0.6505(5) 0.3726(3) 0.0207(11) Uani 1 1 d . . . C4 C 0.9237(6) 0.7589(5) 0.3379(3) 0.0205(11) Uani 1 1 d . . . C5 C 1.0409(6) 0.8046(5) 0.3079(3) 0.0226(11) Uani 1 1 d . . . C6 C 0.5995(7) 0.5642(5) 0.4269(3) 0.0311(13) Uani 1 1 d . . . H6A H 0.6347 0.4904 0.4481 0.037 Uiso 1 1 calc R . . H6B H 0.5079 0.5473 0.4030 0.037 Uiso 1 1 calc R . . C7 C 0.7087(6) 0.6112(5) 0.3767(3) 0.0255(12) Uani 1 1 d . . . H7 H 0.6976 0.5741 0.3305 0.031 Uiso 1 1 calc R . . C8 C 0.6831(6) 0.7443(5) 0.3739(3) 0.0246(12) Uani 1 1 d . . . H8 H 0.5873 0.7579 0.3521 0.029 Uiso 1 1 calc R . . C9 C 0.6756(6) 0.7881(5) 0.4469(3) 0.0264(12) Uani 1 1 d . . . H9A H 0.6271 0.8657 0.4491 0.032 Uiso 1 1 calc R . . H9B H 0.7730 0.7958 0.4668 0.032 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Br2 0.0335(4) 0.0278(4) 0.0360(4) 0.0046(3) 0.0020(3) 0.0067(2) Br5 0.0425(4) 0.0306(4) 0.0323(4) 0.0068(3) 0.0101(3) 0.0052(3) S1 0.0242(7) 0.0238(7) 0.0288(7) 0.0040(6) 0.0071(5) 0.0018(5) S5 0.0361(8) 0.0278(8) 0.0313(8) 0.0013(6) 0.0104(6) -0.0011(6) O3 0.0210(19) 0.0225(19) 0.033(2) 0.0076(17) 0.0015(16) -0.0010(16) O4 0.0199(19) 0.026(2) 0.030(2) 0.0114(17) 0.0020(15) 0.0016(16) C2 0.026(3) 0.018(3) 0.022(3) 0.003(2) 0.003(2) 0.002(2) C3 0.023(3) 0.019(3) 0.020(2) 0.000(2) 0.002(2) 0.000(2) C4 0.021(3) 0.021(3) 0.020(2) 0.001(2) -0.001(2) 0.001(2) C5 0.031(3) 0.016(2) 0.021(3) 0.004(2) 0.000(2) -0.001(2) C6 0.032(3) 0.026(3) 0.034(3) -0.001(2) 0.003(3) -0.008(3) C7 0.024(3) 0.025(3) 0.027(3) -0.002(2) -0.001(2) -0.003(2) C8 0.020(3) 0.023(3) 0.031(3) 0.007(2) -0.001(2) 0.000(2) C9 0.029(3) 0.019(3) 0.031(3) 0.002(2) 0.002(2) 0.000(2) _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_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Br2 C2 . . 1.865(5) Y Br5 C5 . . 1.879(5) Y S1 C5 . . 1.724(6) Y S1 C2 . . 1.726(6) Y S5 C9 . . 1.815(6) Y S5 C6 . . 1.827(6) Y O3 C3 . . 1.357(7) Y O3 C7 . . 1.454(7) Y O4 C4 . . 1.368(7) Y O4 C8 . . 1.443(7) Y C2 C3 . . 1.357(8) Y C3 C4 . . 1.430(8) Y C4 C5 . . 1.342(8) Y C6 C7 . . 1.508(8) Y C6 H6a . . 0.99 ? C6 H6b . . 0.99 ? C7 C8 . . 1.530(8) Y C7 H7 . . 1 ? C8 C9 . . 1.509(9) Y C8 H8 . . 1 ? C9 H9a . . 0.99 ? C9 H9b . . 0.99 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C5 S1 C2 . . . 90.9(3) Y C9 S5 C6 . . . 94.1(3) Y C3 O3 C7 . . . 111.1(4) Y C4 O4 C8 . . . 113.8(4) Y C3 C2 S1 . . . 111.9(4) Y C3 C2 BR2 . . . 126.5(4) Y S1 C2 BR2 . . . 121.6(3) Y O3 C3 C2 . . . 125.0(5) Y O3 C3 C4 . . . 122.8(5) Y C2 C3 C4 . . . 112.2(5) Y C5 C4 O4 . . . 124.6(5) Y C5 C4 C3 . . . 112.6(5) Y O4 C4 C3 . . . 122.8(5) Y C4 C5 S1 . . . 112.4(4) Y C4 C5 BR5 . . . 124.4(4) Y S1 C5 BR5 . . . 123.1(3) Y C7 C6 S5 . . . 107.4(4) Y C7 C6 H6A . . . 110.2 ? S5 C6 H6A . . . 110.2 ? C7 C6 H6B . . . 110.2 ? S5 C6 H6B . . . 110.2 ? H6A C6 H6B . . . 108.5 ? O3 C7 C6 . . . 107.1(5) Y O3 C7 C8 . . . 109.5(5) Y C6 C7 C8 . . . 105.5(5) Y O3 C7 H7 . . . 111.5 ? C6 C7 H7 . . . 111.5 ? C8 C7 H7 . . . 111.5 ? O4 C8 C9 . . . 112.2(5) Y O4 C8 C7 . . . 113.4(5) Y C9 C8 C7 . . . 107.4(5) Y O4 C8 H8 . . . 107.9 ? C9 C8 H8 . . . 107.9 ? C7 C8 H8 . . . 107.9 ? C8 C9 S5 . . . 104.9(4) Y C8 C9 H9A . . . 110.8 ? S5 C9 H9A . . . 110.8 ? C8 C9 H9B . . . 110.8 ? S5 C9 H9B . . . 110.8 ? H9A C9 H9B . . . 108.8 ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C5 S1 C2 C3 . . . . 0.9(5) Y C5 S1 C2 BR2 . . . . -179.0(4) Y C7 O3 C3 C2 . . . . -156.1(5) Y C7 O3 C3 C4 . . . . 25.8(7) Y S1 C2 C3 O3 . . . . 179.6(4) Y BR2 C2 C3 O3 . . . . -0.6(9) Y S1 C2 C3 C4 . . . . -2.1(6) Y BR2 C2 C3 C4 . . . . 177.8(4) Y C8 O4 C4 C5 . . . . -176.8(5) Y C8 O4 C4 C3 . . . . 5.9(8) Y O3 C3 C4 C5 . . . . -179.0(5) Y C2 C3 C4 C5 . . . . 2.7(7) Y O3 C3 C4 O4 . . . . -1.3(8) Y C2 C3 C4 O4 . . . . -179.7(5) Y O4 C4 C5 S1 . . . . -179.6(5) Y C3 C4 C5 S1 . . . . -2.0(6) Y O4 C4 C5 BR5 . . . . 2.1(8) Y C3 C4 C5 BR5 . . . . 179.7(4) Y C2 S1 C5 C4 . . . . 0.7(5) Y C2 S1 C5 BR5 . . . . 179.0(4) Y C9 S5 C6 C7 . . . . 9.1(5) Y C3 O3 C7 C6 . . . . -165.6(5) Y C3 O3 C7 C8 . . . . -51.7(6) Y S5 C6 C7 O3 . . . . 83.2(5) Y S5 C6 C7 C8 . . . . -33.4(6) Y C4 O4 C8 C9 . . . . 87.9(6) Y C4 O4 C8 C7 . . . . -33.9(7) Y O3 C7 C8 O4 . . . . 58.3(6) Y C6 C7 C8 O4 . . . . 173.3(5) Y O3 C7 C8 C9 . . . . -66.2(6) Y C6 C7 C8 C9 . . . . 48.8(6) Y O4 C8 C9 S5 . . . . -166.2(4) Y C7 C8 C9 S5 . . . . -40.9(5) Y C6 S5 C9 C8 . . . . 18.2(4) Y _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 72.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.460 _refine_diff_density_min -1.283 _refine_diff_density_rms 0.221