#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/03/2200362.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_2200362
loop_
_publ_author_name
'Creaser, Steffen P.'
'Pyke, Simon M.'
'Tiekink, Edward R. T. '
_publ_section_title
N-(4,4-Dimethoxy-1-oxo-1λ⁶-thianylidene)-4-methyl-1-benzenesulfonamide
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o394
_journal_page_last               o395
_journal_paper_doi               10.1107/S1600536801005347
_journal_volume                  57
_journal_year                    2001
_chemical_formula_iupac          'C14 H21 N O5 S2'
_chemical_formula_moiety         'C14 H21 N O5 S2'
_chemical_formula_sum            'C14 H21 N O5 S2'
_chemical_formula_weight         347.44
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90
_cell_angle_beta                 112.17(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   19.516(8)
_cell_length_b                   6.039(2)
_cell_length_c                   14.940(7)
_cell_measurement_reflns_used    21
_cell_measurement_temperature    223
_cell_measurement_theta_max      26.0
_cell_measurement_theta_min      8.0
_cell_volume                     1630.6(12)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;
MSC/AFC Diffractometer Control Software
(Molecular Structure Corporation, 1988)
;
_computing_data_reduction
'TEXSAN (Molecular Structure Corporation, 1992)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare, et. al. 1994)'
_diffrn_ambient_temperature      223
_diffrn_measured_fraction_theta_full .998
_diffrn_measured_fraction_theta_max .998
_diffrn_measurement_device       'Rigaku AFC-6R'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rigaku rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .020
_diffrn_reflns_av_sigmaI/netI    .061
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4273
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_full        27.5
_diffrn_reflns_theta_max         27.6
_diffrn_reflns_theta_min         3.1
_diffrn_standards_decay_%        1.2
_diffrn_standards_interval_count 400
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    .35
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             736
_exptl_crystal_size_max          .44
_exptl_crystal_size_mid          .37
_exptl_crystal_size_min          .15
_refine_diff_density_max         .32
_refine_diff_density_min         -.39
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.02
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         3762
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.02
_refine_ls_R_factor_all          .088
_refine_ls_R_factor_gt           .047
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0529P)²+1.3963P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .136
_reflns_number_gt                2668
_reflns_number_total             3762
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ya6017.cif
_cod_data_source_block           I
_cod_original_cell_volume        1631.0(10)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2200362
_cod_database_fobs_code          2200362
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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
S1 .23417(4) .01127(12) .16572(5) .03030(18) Uani d . 1 . . S
S2 .23138(3) -.22891(11) .00526(4) .02696(17) Uani d . 1 . . S
O1 .15973(11) .0939(4) .13772(16) .0494(6) Uani d . 1 . . O
O2 .23315(11) -.0155(3) -.03750(14) .0364(5) Uani d . 1 . . O
O3 .28154(10) -.3964(3) -.00236(14) .0356(5) Uani d . 1 . . O
O4 .47242(10) .0390(4) .35260(15) .0398(5) Uani d . 1 . . O
O5 .38518(11) .3025(3) .35486(14) .0385(5) Uani d . 1 . . O
N1 .24813(12) -.2078(4) .11972(15) .0285(5) Uani d . 1 . . N
C2 .29228(15) .2295(5) .1580(2) .0348(6) Uani d . 1 . . C
H2A .2803 .2669 .0907 .071(3) Uiso calc R 1 . . H
H2B .2834 .3595 .1903 .071(3) Uiso calc R 1 . . H
C3 .37379(15) .1656(5) .20428(19) .0335(6) Uani d . 1 . . C
H3A .4037 .2881 .1978 .071(3) Uiso calc R 1 . . H
H3B .3829 .0399 .1699 .071(3) Uiso calc R 1 . . H
C4 .39764(14) .1060(5) .31161(19) .0309(6) Uani d . 1 . . C
C5 .35510(15) -.0923(5) .3269(2) .0337(6) Uani d . 1 . . C
H5A .3648 -.2196 .2939 .071(3) Uiso calc R 1 . . H
H5B .3731 -.1265 .3954 .071(3) Uiso calc R 1 . . H
C6 .27188(16) -.0537(5) .29020(19) .0360(6) Uani d . 1 . . C
H6A .2617 .0667 .3264 .071(3) Uiso calc R 1 . . H
H6B .2480 -.1858 .3015 .071(3) Uiso calc R 1 . . H
C7 .14086(14) -.3356(5) -.04847(18) .0277(5) Uani d . 1 . . C
C8 .08076(15) -.2028(5) -.0538(2) .0353(6) Uani d . 1 . . C
H8 .0885 -.0618 -.0267 .071(3) Uiso calc R 1 . . H
C9 .00969(16) -.2830(6) -.0996(2) .0409(7) Uani d . 1 . . C
H9 -.0303 -.1941 -.1036 .071(3) Uiso calc R 1 . . H
C10 -.00333(16) -.4939(5) -.1398(2) .0365(6) Uani d . 1 . . C
C101 -.08120(18) -.5814(7) -.1893(3) .0519(9) Uani d . 1 . . C
H10A -.1159 -.4718 -.1864 .071(3) Uiso calc R 1 . . H
H10B -.0870 -.7137 -.1572 .071(3) Uiso calc R 1 . . H
H10C -.0901 -.6144 -.2556 .071(3) Uiso calc R 1 . . H
C11 .05722(17) -.6214(5) -.1342(2) .0402(7) Uani d . 1 . . C
H11 .0493 -.7614 -.1622 .071(3) Uiso calc R 1 . . H
C12 .12923(16) -.5463(5) -.0880(2) .0339(6) Uani d . 1 . . C
H12 .1691 -.6361 -.0836 .071(3) Uiso calc R 1 . . H
C41 .52506(17) .1986(6) .3479(3) .0526(9) Uani d . 1 . . C
H41A .5741 .1386 .3773 .071(3) Uiso calc R 1 . . H
H41B .5212 .3304 .3816 .071(3) Uiso calc R 1 . . H
H41C .5152 .2338 .2815 .071(3) Uiso calc R 1 . . H
C42 .40243(19) .2942(6) .4574(2) .0490(8) Uani d . 1 . . C
H42A .3920 .4353 .4790 .071(3) Uiso calc R 1 . . H
H42B .4539 .2598 .4904 .071(3) Uiso calc R 1 . . H
H42C .3729 .1821 .4711 .071(3) 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 .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S .1246 .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
-1 1 1
-2 1 1
1 1 1
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
O1 S1 N1 119.35(13) no
O1 S1 C6 110.88(14) no
N1 S1 C6 101.70(14) no
O1 S1 C2 108.88(15) no
N1 S1 C2 112.31(13) no
C6 S1 C2 102.18(14) no
O3 S2 O2 117.43(12) no
O3 S2 N1 105.43(12) no
O2 S2 N1 111.56(12) no
O3 S2 C7 107.53(13) no
O2 S2 C7 108.16(12) no
N1 S2 C7 106.12(12) no
C4 O4 C41 115.5(2) no
C4 O5 C42 116.4(2) no
S1 N1 S2 122.15(14) no
C3 C2 S1 111.5(2) no
C2 C3 C4 112.7(2) no
O4 C4 O5 111.7(2) no
O4 C4 C5 104.0(2) no
O5 C4 C5 113.2(2) no
O4 C4 C3 112.1(2) no
O5 C4 C3 104.1(2) no
C5 C4 C3 111.9(2) no
C6 C5 C4 113.2(2) no
C5 C6 S1 112.14(19) no
C12 C7 C8 120.3(3) no
C12 C7 S2 120.3(2) no
C8 C7 S2 119.4(2) no
C9 C8 C7 119.3(3) no
C8 C9 C10 121.4(3) no
C11 C10 C9 118.0(3) no
C11 C10 C101 120.8(3) no
C9 C10 C101 121.2(3) no
C10 C11 C12 121.9(3) no
C7 C12 C11 119.0(3) no
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
S1 O1 . 1.441(2) no
S1 N1 . 1.561(2) no
S1 C6 . 1.767(3) no
S1 C2 . 1.771(3) no
S2 O3 . 1.442(2) no
S2 O2 . 1.445(2) no
S2 N1 . 1.620(2) no
S2 C7 . 1.764(3) no
O4 C4 . 1.412(3) no
O4 C41 . 1.430(4) no
O5 C4 . 1.416(3) no
O5 C42 . 1.440(3) no
C2 C3 . 1.526(4) no
C3 C4 . 1.534(4) no
C4 C5 . 1.523(4) no
C5 C6 . 1.523(4) no
C7 C12 . 1.385(4) no
C7 C8 . 1.398(4) no
C8 C9 . 1.382(4) no
C9 C10 . 1.390(4) no
C10 C11 . 1.386(4) no
C10 C101 . 1.512(4) no
C11 C12 . 1.387(4) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30654615
