#------------------------------------------------------------------------------
#$Date: 2025-08-19 01:52:38 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301791 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/76/2007604.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_2007604
loop_
_publ_author_name
'Briggs, Andrew D.'
'Clegg, William'
'Elsegood, Mark R.J.'
'Frampton, Christopher S.'
'Jackson, Richard F.W.'
_publ_section_title
;
 Conformational Variations in Vinylsulfoximines
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1335
_journal_page_last               1341
_journal_paper_doi               10.1107/S0108270198004508
_journal_volume                  54
_journal_year                    1998
_chemical_formula_moiety         'C15 H15 N O3 S2'
_chemical_formula_sum            'C15 H15 N O3 S2'
_chemical_formula_weight         321.40
_chemical_name_systematic
;
 S-(ethenyl)-S-phenyl-N-(p-tolylsulfonyl)sulfoximine
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 107.535(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.8782(11)
_cell_length_b                   5.7840(9)
_cell_length_c                   17.1481(9)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      19.45
_cell_measurement_theta_min      17.50
_cell_volume                     1501.7(3)
_computing_cell_refinement       MSC/AFC
_computing_data_collection       MSC/AFC
_computing_data_reduction        MSC/AFC
_computing_molecular_graphics    SHELXTL
_computing_publication_material  'SHELXTL and local programs'
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Sheldrick, 1994)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.908
_diffrn_measured_fraction_theta_max 0.908
_diffrn_measurement_device_type  'Rigaku AFC7R diffractometer'
_diffrn_measurement_method       'ω/2θ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.000
_diffrn_reflns_av_sigmaI/netI    0.028
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            3271
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27
_diffrn_reflns_theta_min         2.60
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.363
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.946
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al., 1968)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.333
_refine_diff_density_min         -0.286
_refine_ls_extinction_coef       0.0004(5)
_refine_ls_extinction_method     SHELXTL
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    'H atoms riding'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         3271
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.040
_refine_ls_R_factor_gt           0.030
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0325P)²+0.7403P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.081
_reflns_number_gt                2818
_reflns_number_total             3271
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fg1428.cif
_cod_data_source_block           csf25
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value '\y scan' was replaced with
the value 'psi-scan' as specified in the replacement file
'src/cod-tools/trunk/data/replacement-values/replacement_values.lst'.

Automatic conversion script
Id: cif_fix_values 5376 2017-05-30 11:51:03Z andrius 
;
_cod_original_sg_symbol_H-M      'P 21/a'
_cod_database_code               2007604
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x-1/2, -y-1/2, z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
S2 .38872(2) .09391(6) .20588(2) .01768(10) Uani d . . . S
O1 .63894(8) .0186(2) .27398(7) .0311(3) Uani d . . . O
O2 .54815(8) .3402(2) .19861(7) .0281(3) Uani d . . . O
C1 .58984(10) .3343(3) .35819(9) .0200(3) Uani d . . . C
C2 .55054(10) .5478(3) .35811(10) .0250(3) Uani d . . . C
H2 .5153 .6116 .3094 .030 Uiso calc R . . H
C3 .56418(11) .6654(3) .43114(11) .0279(4) Uani d . . . C
H3 .5372 .8080 .4313 .033 Uiso calc R . . H
C4 .61771(11) .5737(3) .50444(10) .0273(4) Uani d . . . C
C5 .65724(11) .3606(3) .50273(10) .0288(4) Uani d . . . C
H5 .6935 .2980 .5512 .035 Uiso calc R . . H
C6 .64379(10) .2391(3) .43037(10) .0256(3) Uani d . . . C
H6 .6705 .0960 .4301 .031 Uiso calc R . . H
C7 .63250(14) .7066(4) .58317(11) .0392(5) Uani d . . . C
H7A .6614 .6088 .6286 .059 Uiso calc R . . H
H7B .5767 .7566 .5881 .059 Uiso calc R . . H
H7C .6689 .8390 .5829 .059 Uiso calc R . . H
N .48065(8) .0270(2) .26486(8) .0218(3) Uani d . . . N
S1 .56756(2) .17840(7) .26571(2) .02151(11) Uani d . . . S
O3 .35277(7) .32168(19) .20926(7) .0245(2) Uani d . . . O
C8 .38379(10) .0346(3) .10307(9) .0208(3) Uani d . . . C
C9 .42034(11) -.1682(3) .08464(11) .0290(4) Uani d . . . C
H9 .4489 -.2718 .1255 .035 Uiso calc R . . H
C10 .41300(12) -.2118(4) .00291(12) .0391(5) Uani d . . . C
H10 .4361 -.3476 -.0113 .047 Uiso calc R . . H
C11 .37178(12) -.0554(4) -.05700(11) .0426(5) Uani d . . . C
H11 .3674 -.0862 -.1113 .051 Uiso calc R . . H
C12 .33688(13) .1467(4) -.03700(11) .0401(5) Uani d . . . C
H12 .3099 .2523 -.0778 .048 Uiso calc R . . H
C13 .34188(11) .1933(3) .04365(10) .0289(4) Uani d . . . C
H13 .3176 .3279 .0574 .035 Uiso calc R . . H
C14 .32157(10) -.1186(3) .23009(9) .0225(3) Uani d . . . C
H14 .3372 -.2740 .2319 .027 Uiso calc R . . H
C15 .24937(11) -.0542(3) .24547(10) .0292(4) Uani d . . . C
H15A .2344 .1015 .2435 .035 Uiso calc R . . H
H15B .2130 -.1641 .2584 .035 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'
N N 0.0061 0.0033 '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_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O3 S2 N 120.43(7)
O3 S2 C14 110.70(7)
N S2 C14 100.94(7)
O3 S2 C8 108.46(7)
N S2 C8 110.49(7)
C14 S2 C8 104.55(7)
C2 C1 C6 120.78(14)
C2 C1 S1 119.13(12)
C6 C1 S1 120.06(12)
C1 C2 C3 119.36(15)
C2 C3 C4 121.07(16)
C5 C4 C3 118.43(15)
C5 C4 C7 121.47(17)
C3 C4 C7 120.09(17)
C6 C5 C4 121.40(15)
C5 C6 C1 118.95(16)
S2 N S1 119.90(8)
O1 S1 O2 117.96(7)
O1 S1 N 107.21(7)
O2 S1 N 111.38(7)
O1 S1 C1 107.55(7)
O2 S1 C1 108.79(8)
N S1 C1 102.85(7)
C13 C8 C9 122.32(15)
C13 C8 S2 118.09(13)
C9 C8 S2 119.59(13)
C8 C9 C10 117.92(17)
C11 C10 C9 120.54(18)
C10 C11 C12 120.46(16)
C11 C12 C13 120.34(18)
C8 C13 C12 118.40(18)
C15 C14 S2 118.72(14)
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
S2 O3 . 1.4439(12) ?
S2 N . 1.5538(13) ?
S2 C14 . 1.7570(16) ?
S2 C8 . 1.7745(15) ?
O1 S1 . 1.4358(12) ?
O2 S1 . 1.4428(12) ?
C1 C2 . 1.383(2) ?
C1 C6 . 1.389(2) ?
C1 S1 . 1.7649(15) ?
C2 C3 . 1.384(2) ?
C3 C4 . 1.393(2) ?
C4 C5 . 1.388(3) ?
C4 C7 . 1.509(2) ?
C5 C6 . 1.386(2) ?
N S1 . 1.6308(13) ?
C8 C13 . 1.384(2) ?
C8 C9 . 1.387(2) ?
C9 C10 . 1.394(2) ?
C10 C11 . 1.377(3) ?
C11 C12 . 1.381(3) ?
C12 C13 . 1.388(2) ?
C14 C15 . 1.306(2) ?
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
C6 C1 C2 C3 -1.1(2)
S1 C1 C2 C3 176.72(13)
C1 C2 C3 C4 0.9(2)
C2 C3 C4 C5 -0.1(2)
C2 C3 C4 C7 179.23(16)
C3 C4 C5 C6 -0.5(2)
C7 C4 C5 C6 -179.80(16)
C4 C5 C6 C1 0.3(2)
C2 C1 C6 C5 0.5(2)
S1 C1 C6 C5 -177.27(12)
O3 S2 N S1 -57.71(12)
C14 S2 N S1 -179.79(9)
C8 S2 N S1 69.99(11)
S2 N S1 O1 -140.18(9)
S2 N S1 O2 -9.77(12)
S2 N S1 C1 106.59(10)
C2 C1 S1 O1 157.63(12)
C6 C1 S1 O1 -24.56(15)
C2 C1 S1 O2 28.80(14)
C6 C1 S1 O2 -153.39(13)
C2 C1 S1 N -89.40(13)
C6 C1 S1 N 88.42(14)
O3 S2 C8 C13 -5.54(15)
N S2 C8 C13 -139.55(13)
C14 S2 C8 C13 112.61(14)
O3 S2 C8 C9 175.42(12)
N S2 C8 C9 41.41(15)
C14 S2 C8 C9 -66.44(14)
C13 C8 C9 C10 -0.8(2)
S2 C8 C9 C10 178.23(13)
C8 C9 C10 C11 1.0(3)
C9 C10 C11 C12 -0.2(3)
C10 C11 C12 C13 -0.9(3)
C9 C8 C13 C12 -0.2(3)
S2 C8 C13 C12 -179.27(13)
C11 C12 C13 C8 1.1(3)
O3 S2 C14 C15 1.77(15)
N S2 C14 C15 130.43(13)
C8 S2 C14 C15 -114.83(14)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139056166
