#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/49/2004942.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2004942 loop_ _publ_author_name 'Glidewell, C.' 'Ferguson, G.' 'Nikas, S.' 'Varvoglis, A.' _publ_section_title ; Accurate Redetermination of Diiodobis(phenylsulfonyl)methane, (PhSO~2~)~2~CI~2~ ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1488 _journal_page_last 1490 _journal_paper_doi 10.1107/S0108270195016647 _journal_volume 52 _journal_year 1996 _chemical_formula_moiety 'C13 H10 I2 O4 S2 ' _chemical_formula_sum 'C13 H10 I2 O4 S2' _chemical_formula_weight 548.13 _chemical_name_systematic ; Diiodobis(phenylsulfonyl)methane ; _space_group_IT_number 19 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 6.9936(6) _cell_length_b 13.1255(12) _cell_length_c 17.988(6) _cell_measurement_reflns_used 25 _cell_measurement_temperature 294.0(10) _cell_measurement_theta_max 19.60 _cell_measurement_theta_min 12.60 _cell_volume 1651.2(6) _computing_cell_refinement DIFRAC _computing_data_collection 'DIFRAC (Gabe & White, 1993)' _computing_data_reduction 'DATRD2 in NRCVAX94 (Gabe, Le Page, Charland, Lee & White, 1989)' _computing_molecular_graphics ; NRCVAX94, PLATON (Spek, 1995a), PLUTON (Spek 1995b), and ORTEPII( (Johnson, 1976) as implemented in PLATON ; _computing_publication_material 'NRCVAX94, SHELXL93 and WordPerfect macro PREPCIF' _computing_structure_refinement 'NRCVAX94 and SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'Patterson heavy-atom method and NRCVAX94' _diffrn_ambient_temperature 294.0(10) _diffrn_measurement_device 'Enraf-Nonius CAD-4' _diffrn_measurement_method \q/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type 'Molybdenum K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_reflns_av_R_equivalents 0.038 _diffrn_reflns_av_sigmaI/netI 0.0950 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 4000 _diffrn_reflns_theta_max 26.88 _diffrn_reflns_theta_min 2.26 _diffrn_standards_decay_% 'no decay, variation 1.0' _diffrn_standards_interval_time 120 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 4.03 _exptl_absorpt_correction_T_max 0.7731 _exptl_absorpt_correction_T_min 0.6205 _exptl_absorpt_correction_type 'numerical by gaussian integration' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 2.205 _exptl_crystal_density_meas ? _exptl_crystal_description needle _exptl_crystal_F_000 1032 _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.07 _refine_diff_density_max 0.780 _refine_diff_density_min -0.548 _refine_ls_abs_structure_details 'Flack (1983)' _refine_ls_abs_structure_Flack 0.02(5) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 0.961 _refine_ls_goodness_of_fit_obs 1.125 _refine_ls_hydrogen_treatment 'H atoms riding [SHELXL93 (Sheldrick, 1993) defaults, C-H = 0.93\%A]' _refine_ls_matrix_type full _refine_ls_number_parameters 190 _refine_ls_number_reflns 3577 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.961 _refine_ls_restrained_S_obs 1.125 _refine_ls_R_factor_all 0.0964 _refine_ls_R_factor_obs 0.0481 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0504P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.1115 _refine_ls_wR_factor_obs 0.1001 _reflns_number_observed 2172 _reflns_number_total 3577 _reflns_observed_criterion >2\s(I) _cod_data_source_file ab1343.cif _cod_data_source_block 9595 _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.0504P)^2^] where P=(Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(Fo^2^)+(0.0504P)^2^] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 1651.2(5) _cod_database_code 2004942 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x+1/2, -y, z+1/2' loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 I1 0.0272(3) 0.0559(5) 0.0586(4) -0.0043(4) 0.0006(3) -0.0002(4) I2 0.0564(5) 0.0554(5) 0.0502(4) -0.0106(4) -0.0079(4) -0.0127(4) S1 0.0289(12) 0.0428(14) 0.048(2) -0.0004(12) -0.0044(13) 0.0048(13) S2 0.037(2) 0.0376(15) 0.0403(15) 0.0004(13) 0.0013(12) 0.0003(11) O11 0.036(5) 0.050(5) 0.088(6) 0.000(4) -0.013(4) 0.007(5) O12 0.056(5) 0.054(5) 0.040(4) 0.003(4) -0.004(4) 0.002(4) O21 0.072(5) 0.038(4) 0.040(4) 0.002(5) 0.003(4) 0.003(4) O22 0.038(4) 0.062(5) 0.063(5) -0.003(5) 0.009(4) 0.011(4) C1 0.030(5) 0.035(6) 0.041(5) 0.002(4) 0.000(5) 0.003(5) C11 0.038(6) 0.032(6) 0.040(6) 0.001(5) -0.007(5) 0.019(5) C12 0.046(7) 0.049(7) 0.059(7) 0.004(6) 0.008(7) 0.014(6) C13 0.086(12) 0.059(8) 0.069(9) 0.019(9) 0.026(9) 0.000(8) C14 0.099(13) 0.064(9) 0.054(8) 0.012(10) -0.018(9) -0.004(7) C15 0.042(7) 0.045(7) 0.098(10) -0.010(6) 0.009(8) -0.028(7) C16 0.049(7) 0.041(6) 0.057(7) -0.003(6) 0.012(6) 0.001(5) C21 0.032(6) 0.045(7) 0.039(6) 0.002(5) -0.006(5) -0.009(5) C22 0.059(8) 0.055(7) 0.045(7) -0.002(7) -0.018(6) -0.008(6) C23 0.124(14) 0.039(7) 0.041(7) 0.003(8) -0.002(8) -0.012(6) C24 0.101(12) 0.051(8) 0.054(8) 0.008(9) 0.008(9) 0.000(7) C25 0.055(8) 0.076(10) 0.068(9) 0.032(8) -0.010(7) 0.010(7) C26 0.051(7) 0.047(7) 0.048(7) -0.001(7) 0.008(6) 0.012(5) loop_ _atom_site_label _atom_site_occupancy _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_calc_flag _atom_site_refinement_flags _atom_site_type_symbol I1 1 -.03715(10) .45206(6) .69784(4) .0473(2) Uani d . I I2 1 .36708(12) .56682(6) .78267(4) .0540(2) Uani d . I S1 1 .3804(4) .3456(2) .7135(2) .0399(6) Uani d . S S2 1 .3417(4) .5246(2) .60340(15) .0383(6) Uani d . S O11 1 .5807(10) .3623(6) .7088(5) .058(2) Uani d . O O12 1 .3009(11) .3112(5) .7812(4) .050(2) Uani d . O O21 1 .2668(11) .4584(5) .5479(4) .050(2) Uani d . O O22 1 .5423(11) .5410(6) .6072(4) .054(2) Uani d . O C1 1 .2678(13) .4710(7) .6940(5) .036(2) Uani d . C C11 1 .3181(15) .2594(7) .6432(6) .037(3) Uani d . C C12 1 .4463(17) .2432(9) .5857(7) .051(3) Uani d . C C13 1 .408(2) .1680(11) .5339(8) .071(4) Uani d . C C14 1 .244(2) .1121(11) .5393(7) .072(4) Uani d . C C15 1 .1216(18) .1279(9) .5964(7) .061(4) Uani d . C C16 1 .1569(17) .2025(8) .6484(6) .049(3) Uani d . C C21 1 .2253(15) .6418(8) .5965(6) .039(3) Uani d . C C22 1 .3205(18) .7311(8) .6210(6) .053(3) Uani d . C C23 1 .222(3) .8232(10) .6158(7) .068(4) Uani d . C C24 1 .038(3) .8246(10) .5880(7) .069(4) Uani d . C C25 1 -.051(2) .7383(11) .5650(7) .066(4) Uani d . C C26 1 .0441(18) .6467(9) .5687(6) .049(3) Uani d . C H12 1 .5568 .2823 .5819 .062 Uiso calc R H H13 1 .4931 .1556 .4954 .085 Uiso calc R H H14 1 .2160 .0630 .5037 .087 Uiso calc R H H15 1 .0124 .0879 .6007 .074 Uiso calc R H H16 1 .0706 .2138 .6868 .059 Uiso calc R H H22 1 .4442 .7283 .6399 .064 Uiso calc R H H23 1 .2800 .8834 .6310 .081 Uiso calc R H H24 1 -0.0274 .8863 .5850 .082 Uiso calc R H H25 1 -0.1754 .7409 .5468 .080 Uiso calc R H H26 1 -0.0156 .5876 .5521 .058 Uiso calc R H 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' I I -0.4742 1.8119 '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' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 0 5 5 0 5 -5 -1 6 0 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag O11 S1 O12 119.3(5) yes O11 S1 C1 105.7(4) yes O11 S1 C11 107.5(5) yes O12 S1 C1 106.2(5) yes O12 S1 C11 108.5(5) yes C1 S1 C11 109.3(4) yes O21 S2 O22 119.3(5) yes O21 S2 C1 106.4(4) yes O21 S2 C21 108.5(5) yes O22 S2 C1 106.9(4) yes O22 S2 C21 109.3(5) yes C1 S2 C21 105.5(5) yes I1 C1 I2 111.4(4) yes I1 C1 S1 108.2(4) yes I1 C1 S2 110.5(5) yes I2 C1 S1 104.0(4) yes I2 C1 S2 110.0(4) yes S1 C1 S2 112.7(5) yes S1 C11 C12 118.5(9) ? S1 C11 C16 120.8(9) ? C12 C11 C16 120.3(11) ? C11 C12 C13 119.0(12) ? C12 C13 C14 120.0(13) ? C13 C14 C15 120.1(13) ? C14 C15 C16 120.8(13) ? C11 C16 C15 119.6(11) ? S2 C21 C22 119.2(8) ? S2 C21 C26 120.1(9) ? C22 C21 C26 120.8(11) ? C21 C22 C23 117.6(11) ? C22 C23 C24 119.8(13) ? C23 C24 C25 121.7(14) ? C24 C25 C26 119.6(13) ? C21 C26 C25 120.6(12) ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag I1 C1 . 2.148(9) yes I2 C1 . 2.146(10) yes S1 O11 . 1.420(7) yes S1 O12 . 1.412(8) yes S1 C11 . 1.753(11) yes S1 C1 . 1.857(9) yes S2 O21 . 1.424(7) yes S2 O22 . 1.421(8) yes S2 C21 . 1.745(11) yes S2 C1 . 1.850(10) yes C11 C12 . 1.385(14) ? C11 C16 . 1.356(14) ? C12 C13 . 1.38(2) ? C13 C14 . 1.36(2) ? C14 C15 . 1.35(2) ? C15 C16 . 1.375(15) ? C21 C22 . 1.418(15) ? C21 C26 . 1.36(2) ? C22 C23 . 1.39(2) ? C23 C24 . 1.38(2) ? C24 C25 . 1.36(2) ? C25 C26 . 1.38(2) ? I1 O11 1_455 2.927(7) ? 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_publ_flag O22 S2 C1 S1 -62.6(6) yes O21 S2 C1 S1 65.9(6) yes C21 S2 C1 S1 -179.0(5) yes O22 S2 C1 I2 52.8(6) ? O21 S2 C1 I2 -178.6(5) ? C21 S2 C1 I2 -63.5(6) ? O22 S2 C1 I1 176.2(5) ? O21 S2 C1 I1 -55.2(5) ? C21 S2 C1 I1 59.9(6) ? O12 S1 C1 S2 -175.9(5) yes O11 S1 C1 S2 56.4(6) yes C11 S1 C1 S2 -59.0(6) yes O12 S1 C1 I2 65.1(5) ? O11 S1 C1 I2 -62.6(6) ? C11 S1 C1 I2 -178.0(4) ? O12 S1 C1 I1 -53.5(6) ? O11 S1 C1 I1 178.8(5) ? C11 S1 C1 I1 63.4(6) ? O12 S1 C11 C16 26.8(10) ? O11 S1 C11 C16 157.2(8) ? C1 S1 C11 C16 -88.6(9) ? O12 S1 C11 C12 -146.8(8) ? O11 S1 C11 C12 -16.5(9) ? C1 S1 C11 C12 97.8(8) ? C16 C11 C12 C13 -0.1(16) ? S1 C11 C12 C13 173.6(9) ? C11 C12 C13 C14 0.9(19) ? C12 C13 C14 C15 -2.(2) ? C13 C14 C15 C16 2.(2) ? C12 C11 C16 C15 0.4(16) ? S1 C11 C16 C15 -173.2(9) ? C14 C15 C16 C11 -1.4(19) ? O22 S2 C21 C26 158.9(9) ? O21 S2 C21 C26 27.4(10) ? C1 S2 C21 C26 -86.4(9) ? O22 S2 C21 C22 -21.9(10) ? O21 S2 C21 C22 -153.4(8) ? C1 S2 C21 C22 92.8(9) ? C26 C21 C22 C23 0.2(17) ? S2 C21 C22 C23 -179.0(9) ? C21 C22 C23 C24 0.4(18) ? C22 C23 C24 C25 -0.(2) ? C23 C24 C25 C26 -0.(2) ? C22 C21 C26 C25 -1.0(17) ? S2 C21 C26 C25 178.2(9) ? C24 C25 C26 C21 1.1(19) ? loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 13539337