#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/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       ω/2θ
_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/[σ²(Fo²)+(0.0904P)²+3.072P] where P=(Fo²+2Fc²)/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_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
