data_2003743 _journal_name_full 'Acta Crystallographica' _journal_year 1995 _journal_volume C51 _journal_page_first 1648 _journal_page_last 1651 _publ_section_title ; Bis(phenylsulfonyl)methane, (PhSO~2~)~2~CH~2~, and Dibromobis(phenylsulfonyl)methane, (PhSO~2~)~2~CBr~2~ ; _chemical_formula_sum 'C13 H10 Br2 O4 S2 ' _chemical_formula_weight 454.15 _symmetry_cell_setting monoclinic loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' '1/2-x,1/2+y,1/2-z' ' -x, -y, -z' '1/2+x,1/2-y,1/2+z' _symmetry_space_group_name_H-M 'P 21/n' _cell_length_a 8.215(1) _cell_length_b 10.234(1) _cell_length_c 18.589(1) _cell_angle_alpha 90 _cell_angle_beta 93.72(1) _cell_angle_gamma 90 _cell_volume 1559.6(3) _cell_formula_units_Z 4 _exptl_crystal_density_diffrn 1.934 _exptl_crystal_density_meas ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.7107 _cell_measurement_reflns_used 20 _cell_measurement_theta_min 23.5 _cell_measurement_theta_max 26.4 _exptl_absorpt_coefficient_mu 5.491 _cell_measurement_temperature 293.2 _exptl_crystal_description 'block' _exptl_crystal_size_max 0.600 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.200 _exptl_crystal_colour 'colourless' _chemical_compound_source ? _diffrn_measurement_device 'AFC7S' _diffrn_measurement_method '\w/2\q' _exptl_absorpt_correction_type ;\y scan (North, Phillips & Mathews, 1968) ; _exptl_absorpt_correction_T_min 0.925 _exptl_absorpt_correction_T_max 0.999 _diffrn_reflns_number 3718 _reflns_number_total 1749 _reflns_number_observed 1370 _reflns_observed_criterion 'I>=3\s(I)' _diffrn_reflns_av_R_equivalents 0.045 _diffrn_reflns_theta_max 22.70 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% -10.2 _refine_ls_structure_factor_coef F _refine_ls_R_factor_obs 0.0290 _refine_ls_wR_factor_obs 0.0300 _refine_ls_wR_factor_all ? _refine_ls_goodness_of_fit_obs 2.860 _refine_ls_goodness_of_fit_all ? _refine_ls_number_reflns 1370 _refine_ls_number_parameters 191 _refine_ls_hydrogen_treatment noref _refine_ls_weighting_scheme sigma _refine_ls_shift/esd_max 8.6510 _refine_diff_density_max 0.81 _refine_diff_density_min -0.60 _refine_ls_extinction_method ;type II, Gaussian, isotropic (Zachariasen, 1967) ; _refine_ls_extinction_coef 1.34 loop_ _atom_type_symbol _atom_type_scat_source _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag C 'International Tables' 0.003 0.002 H 'International Tables' 0.000 0.000 Br 'International Tables' -0.290 2.459 S 'International Tables' 0.125 0.123 O 'International Tables' 0.011 0.006 _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv Br(1) 0.75772(7) 0.34804(7) 0.26208(3) 0.0706 Br(2) 1.00733(8) 0.14360(6) 0.20734(4) 0.0730 S(1) 0.8121(2) 0.3119(1) 0.10071(7) 0.0444 S(2) 1.0824(2) 0.4359(2) 0.20297(8) 0.0537 O(11) 0.9405(4) 0.2990(3) 0.0531(2) 0.0541 O(12) 0.6903(4) 0.2122(3) 0.1034(2) 0.0596 O(21) 1.0079(5) 0.5589(4) 0.1896(2) 0.0897 O(22) 1.2060(5) 0.3915(5) 0.1590(2) 0.0920 C(1) 0.9151(5) 0.3144(4) 0.1935(3) 0.0376 C(11) 0.7159(6) 0.4644(5) 0.0865(2) 0.0385 C(12) 0.7994(6) 0.5618(5) 0.0525(3) 0.0448 C(13) 0.7194(7) 0.6774(6) 0.0372(3) 0.0568 C(14) 0.5604(8) 0.6935(6) 0.0555(3) 0.0604 C(15) 0.4793(7) 0.5962(7) 0.0881(3) 0.0572 C(16) 0.5557(6) 0.4788(6) 0.1040(3) 0.0487 C(21) 1.1581(6) 0.4293(5) 0.2938(3) 0.0411 C(22) 1.2849(7) 0.3458(5) 0.3133(3) 0.0546 C(23) 1.3496(8) 0.3491(6) 0.3835(4) 0.0746 C(24) 1.2886(9) 0.4343(7) 0.4322(3) 0.0782 C(25) 1.1619(8) 0.5163(7) 0.4115(4) 0.0755 C(26) 1.0948(7) 0.5148(6) 0.3416(3) 0.0583 H(121) 0.9116 0.5503 0.0396 0.0566 H(131) 0.7719 0.7461 0.0120 0.0653 H(141) 0.5019 0.7763 0.0431 0.0678 H(151) 0.3724 0.6138 0.1017 0.0668 H(161) 0.4982 0.4107 0.1285 0.0551 H(221) 1.3285 0.2866 0.2774 0.0468 H(231) 1.4393 0.2917 0.4000 0.0789 H(241) 1.3361 0.4359 0.4817 0.0897 H(251) 1.1163 0.5717 0.4480 0.0851 H(261) 1.0072 0.5758 0.3238 0.0710 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_22 _atom_site_aniso_U_23 _atom_site_aniso_U_33 Br(1) 0.0490(4) 0.0052(4) 0.0127(3) 0.1170(6) -0.0016(4) 0.0471(4) Br(2) 0.0930(6) 0.0081(4) -0.0095(4) 0.0374(4) 0.0056(3) 0.0867(5) S(1) 0.0476(9) -0.0055(8) 0.0066(7) 0.0432(9) -0.0028(7) 0.0431(9) S(2) 0.056(1) -0.0188(9) -0.0042(8) 0.050(1) 0.0088(8) 0.0534(10) O(11) 0.062(2) 0.004(2) 0.017(2) 0.056(2) -0.007(2) 0.046(2) O(12) 0.059(3) -0.021(2) -0.001(2) 0.053(2) -0.002(2) 0.066(3) O(21) 0.120(4) -0.020(3) -0.058(3) 0.037(3) 0.025(2) 0.103(3) O(22) 0.062(3) -0.045(3) 0.023(2) 0.153(5) -0.017(3) 0.064(3) C(1) 0.036(3) 0.000(3) 0.004(3) 0.029(3) 0.005(3) 0.048(3) C(11) 0.039(3) 0.002(3) 0.002(3) 0.046(4) 0.003(3) 0.031(3) C(12) 0.042(3) -0.001(3) 0.003(3) 0.050(4) 0.007(3) 0.042(3) C(13) 0.061(4) -0.004(4) 0.000(3) 0.055(4) 0.013(3) 0.054(4) C(14) 0.066(5) 0.015(4) -0.005(3) 0.058(4) 0.003(3) 0.056(4) C(15) 0.044(4) 0.013(4) 0.001(3) 0.079(5) -0.001(4) 0.048(4) C(16) 0.040(4) -0.009(3) 0.007(3) 0.068(4) -0.001(3) 0.039(3) C(21) 0.040(3) -0.005(3) -0.003(3) 0.033(3) -0.001(3) 0.050(3) C(22) 0.052(4) -0.001(3) -0.006(3) 0.039(4) -0.003(3) 0.071(4) C(23) 0.073(5) -0.010(4) -0.035(4) 0.045(4) 0.016(4) 0.100(6) C(24) 0.104(6) -0.037(5) -0.026(4) 0.065(5) 0.013(4) 0.061(5) C(25) 0.092(5) -0.018(4) 0.006(4) 0.069(5) -0.022(4) 0.066(5) C(26) 0.061(4) -0.006(3) -0.008(4) 0.047(4) -0.006(3) 0.065(4)