#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/72/2007225.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_2007225 loop_ _publ_author_name 'Jeyakanthan, Jeyaraman' 'Velmurugan, D.' 'Panneerselvam, K.' 'Soriano-Garcia, Manuel' 'Perumal, S.' 'Chandrasekaran, R.' _publ_section_title ; Three Diphenyl Sulfones ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 630 _journal_page_last 633 _journal_paper_doi 10.1107/S0108270197016831 _journal_volume 54 _journal_year 1998 _chemical_formula_moiety 'C15 H16 O2 S' _chemical_formula_sum 'C15 H16 O2 S' _chemical_formula_weight 260.34 _chemical_name_systematic ; Crystal structures of three diphenylsulphones ; _space_group_IT_number 15 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 126.80(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 20.339(7) _cell_length_b 11.024(4) _cell_length_c 15.220(7) _cell_measurement_reflns_used 21 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 30 _cell_measurement_theta_min 15 _cell_volume 2733(2) _computing_cell_refinement 'Enraf-Nonius CAD-4 system' _computing_data_collection 'Enraf-Nonius CAD-4 system (Frenz, 1978)' _computing_data_reduction 'SDP (Frenz, 1978)' _computing_molecular_graphics 'ORTEP92 (Vickovic, 1994)' _computing_publication_material 'PARST (Nardelli, 1983)' _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device 'Enraf Nonius CAD4' _diffrn_measurement_method \w/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.0372 _diffrn_reflns_av_sigmaI/netI 0.0328 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 2257 _diffrn_reflns_theta_max 56.63 _diffrn_reflns_theta_min 4.84 _diffrn_standards_decay_% <4 _diffrn_standards_interval_count 200 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 2.0 _exptl_absorpt_correction_T_max 0.666 _exptl_absorpt_correction_T_min 0.518 _exptl_absorpt_correction_type 'empirical(DIFABS, Walker & Stuart, 1983)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.266 _exptl_crystal_density_method 'not measured' _exptl_crystal_description Tabular _exptl_crystal_F_000 1104 _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.2 _refine_diff_density_max 0.21 _refine_diff_density_min -0.34 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 0.921 _refine_ls_goodness_of_fit_obs 0.924 _refine_ls_hydrogen_treatment "H atoms fixed (H atoms on C7' riding)" _refine_ls_matrix_type fullcycle _refine_ls_number_parameters 215 _refine_ls_number_reflns 1822 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.921 _refine_ls_restrained_S_obs 0.924 _refine_ls_R_factor_all 0.0508 _refine_ls_R_factor_obs .045 _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^)+(0.0904P)^2^+3.072P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.133 _refine_ls_wR_factor_obs .1246 _reflns_number_observed 1616 _reflns_number_total 1822 _reflns_observed_criterion >2sigma(I) _cod_data_source_file fr1058.cif _cod_data_source_block II _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.0904P)^2^+3.072P] 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^)+(0.0904P)^2^+3.072P] 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 2732.6(19) _cod_original_sg_symbol_H-M 'C 2/c' _cod_database_code 2007225 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, 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 S .0483(4) .0500(5) .0616(5) .0044(3) .0373(4) .0041(3) O1 .0404(11) .0736(13) .0923(15) -.0011(9) .0365(11) .0097(11) O2 .096(2) .0634(13) .0782(13) .0145(11) .0654(13) .0035(10) C1 .0399(13) .054(2) .0536(14) .0080(11) .0285(12) .0090(12) C2 .0477(15) .085(2) .051(2) .0126(14) .0285(13) .0079(15) C3 .070(2) .126(3) .062(2) .013(2) .044(2) .021(2) C4 .081(2) .126(3) .094(3) .021(2) .062(2) .049(3) C5 .073(2) .069(2) .123(3) .004(2) .063(2) .028(2) C6 .053(2) .054(2) .082(2) .0060(13) .042(2) .0089(14) C7 .080(2) .109(3) .069(2) -.011(2) .044(2) -.028(2) C8 .115(3) .060(2) .143(3) -.027(2) .092(3) -.031(2) C1' .0458(14) .0464(15) .0523(14) .0008(12) .0307(12) -.0015(12) C2' .051(2) .054(2) .066(2) -.0044(13) .0315(14) -.0047(13) C3' .071(2) .045(2) .077(2) -.0019(14) .041(2) -.0063(14) C4' .067(2) .057(2) .069(2) .0154(15) .037(2) .0045(14) C5' .046(2) .074(2) .088(2) .006(2) .023(2) .005(2) C6' .050(2) .053(2) .080(2) -.0059(13) .027(2) -.0016(15) C7' .092(3) .086(3) .107(3) .037(2) .048(2) .012(2) loop_ _atom_site_label _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_occupancy _atom_site_disorder_group _atom_site_type_symbol H3 .330(2) .091(3) .431(3) .110(11) Uiso d . 1 . H H4 .399(2) .285(4) .495(3) .142(13) Uiso d . 1 . H H5 .419(2) .368(3) .653(3) .090(10) Uiso d . 1 . H H81 .415(2) .372(3) .789(3) .106(11) Uiso d . 1 . H H82 .331(2) .322(4) .766(3) .116(12) Uiso d . 1 . H H83 .414(2) .252(3) .842(3) .112(10) Uiso d . 1 . H H2' .288(2) -.213(3) .708(3) .085(10) Uiso d . 1 . H H3' .3777(17) -.376(3) .784(2) .070(8) Uiso d . 1 . H H5' .564(2) -.138(3) .940(3) .091(10) Uiso d . 1 . H H6' .474(2) .024(3) .866(3) .078(10) Uiso d . 1 . H H71 .2671(15) -.077(2) .442(2) .088(7) Uiso d . 1 . H H72 .2200(16) -.044(2) .483(2) .101(7) Uiso d . 1 . H H73 .2971(16) -.118(2) .552(2) .092(7) Uiso d . 1 . H S .30030(4) .04141(6) .71623(5) .0505(3) Uani d . 1 . S O1 .21858(11) -.0059(2) .6400(2) .0708(6) Uani d . 1 . O O2 .31565(13) .1129(2) .8055(2) .0708(6) Uani d . 1 . O C1 .32964(14) .1236(2) .6440(2) .0487(6) Uani d . 1 . C C2 .3139(2) .0682(3) .5494(2) .0621(8) Uani d . 1 . C C3 .3403(2) .1294(4) .4954(3) .0837(11) Uani d . 1 . C C4 .3770(2) .2400(5) .5295(3) .0944(13) Uani d . 1 . C C5 .3905(2) .2934(3) .6203(4) .0858(11) Uani d . 1 . C C6 .3678(2) .2376(3) .6809(2) .0622(8) Uani d . 1 . C C7 .2723(2) -.0512(4) .5027(3) .0865(11) Uani d . 1 . C C8 .3860(3) .3058(3) .7794(4) .0970(12) Uani d . 1 . C C1' .36975(15) -.0822(2) .7740(2) .0473(6) Uani d . 1 . C C2' .3417(2) -.1994(2) .7515(2) .0586(7) Uani d . 1 . C C3' .3968(2) -.2944(2) .7993(3) .0663(8) Uani d . 1 . C C4' .4807(2) -.2735(3) .8704(2) .0665(8) Uani d . 1 . C C5' .5077(2) -.1546(3) .8939(3) .0797(10) Uani d . 1 . C C6' .4530(2) -.0580(3) .8470(3) .0682(8) Uani d . 1 . C C7' .5411(2) -.3774(3) .9209(3) .1025(13) Uani d . 1 . C H71' .5118(2) -.4530(3) .8958(3) .080 Uiso calc R 1 . H H72' .5730(2) -.3732(3) .9994(3) .080 Uiso calc R 1 . H H73' .5770(2) -.3722(3) .8997(3) .080 Uiso calc R 1 . H loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 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' 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 O2 S O1 117.01(15) yes O2 S C1' 107.22(14) yes O1 S C1' 108.32(14) yes O2 S C1 109.99(15) yes O1 S C1 109.80(14) yes C1' S C1 103.61(13) yes C6 C1 C2 121.8(3) ? C6 C1 S 121.2(2) yes C2 C1 S 117.0(2) yes C3 C2 C1 117.3(4) ? C3 C2 C7 117.0(3) yes C1 C2 C7 125.7(3) yes C4 C3 C2 121.7(4) ? C4 C3 H3 121.(2) ? C2 C3 H3 117.(2) ? C3 C4 C5 120.2(4) ? C3 C4 H4 124.(2) ? C5 C4 H4 116.(2) ? C4 C5 C6 122.1(4) ? C4 C5 H5 126.(2) ? C6 C5 H5 112.(2) ? C1 C6 C5 116.9(3) ? C1 C6 C8 126.1(3) yes C5 C6 C8 117.0(3) yes C2 C7 H71 116.6(16) ? C2 C7 H72 107.0(15) ? H71 C7 H72 106.(2) ? C2 C7 H73 115.2(15) ? H71 C7 H73 104.(2) ? H72 C7 H73 107.(2) ? C6 C8 H81 108.(2) ? C6 C8 H82 108.(2) ? H81 C8 H82 115.(3) ? C6 C8 H83 109.(2) ? H81 C8 H83 114.(3) ? H82 C8 H83 103.(3) ? C2' C1' C6' 120.5(3) ? C2' C1' S 120.8(2) yes C6' C1' S 118.6(2) yes C1' C2' C3' 119.9(3) ? C1' C2' H2' 119.(2) ? C3' C2' H2' 121.(2) ? C2' C3' C4' 121.0(3) ? C2' C3' H3' 120.4(17) ? C4' C3' H3' 118.6(17) ? C5' C4' C3' 118.1(3) ? C5' C4' C7' 120.8(4) yes C3' C4' C7' 121.1(4) yes C4' C5' C6' 121.5(3) ? C4' C5' H5' 120.(2) ? C6' C5' H5' 119.(2) ? C5' C6' C1' 118.8(3) ? C5' C6' H6' 119.(2) ? C1' C6' H6' 122.(2) ? C4' C7' H71' 109.5(3) ? C4' C7' H72' 109.5(2) ? H71' C7' H72' 109.5 ? C4' C7' H73' 109.5(3) ? H71' C7' H73' 109.5 ? H72' C7' H73' 109.5 ? 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 S O2 . 1.434(2) yes S O1 . 1.439(2) yes S C1' . 1.771(3) yes S C1 . 1.781(3) yes C1 C6 . 1.405(5) ? C1 C2 . 1.413(4) ? C2 C3 . 1.396(5) ? C2 C7 . 1.495(5) yes C3 C4 . 1.359(7) ? C4 C5 . 1.370(7) ? C5 C6 . 1.397(5) ? C6 C8 . 1.512(5) yes C1' C2' . 1.371(4) ? C1' C6' . 1.386(4) ? C2' C3' . 1.380(4) ? C3' C4' . 1.388(5) ? C4' C5' . 1.382(5) ? C4' C7' . 1.511(5) yes C5' C6' . 1.388(5) ? C7' H71' . .96 ? C7' H72' . .96 ? C7' H73' . .96 ? 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 O2 S C1 C6 4.5(3) O1 S C1 C6 134.6(2) C1' S C1 C6 -109.8(2) O2 S C1 C2 -176.4(2) O1 S C1 C2 -46.3(3) C1' S C1 C2 69.2(2) C6 C1 C2 C3 2.1(5) S C1 C2 C3 -177.0(2) C6 C1 C2 C7 -178.8(3) S C1 C2 C7 2.2(4) C1 C2 C3 C4 -2.5(5) C7 C2 C3 C4 178.3(4) C2 C3 C4 C5 1.5(6) C3 C4 C5 C6 0.0(6) C2 C1 C6 C5 -0.7(5) S C1 C6 C5 178.3(2) C2 C1 C6 C8 178.8(3) S C1 C6 C8 -2.2(5) C4 C5 C6 C1 -0.4(6) C4 C5 C6 C8 -180.0(4) O2 S C1' C2' 121.2(3) O1 S C1' C2' -5.9(3) C1 S C1' C2' -122.5(3) O2 S C1' C6' -55.5(3) O1 S C1' C6' 177.3(3) C1 S C1' C6' 60.8(3) C6' C1' C2' C3' -1.9(5) S C1' C2' C3' -178.5(3) C1' C2' C3' C4' 0.1(5) C2' C3' C4' C5' 1.3(6) C2' C3' C4' C7' -178.7(4) C3' C4' C5' C6' -1.0(6) C7' C4' C5' C6' 179.0(4) C4' C5' C6' C1' -0.7(6) C2' C1' C6' C5' 2.1(5) S C1' C6' C5' 178.9(3) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 539939 2 PubChem 621374