#------------------------------------------------------------------------------
#$Date: 2018-10-05 15:19:55 +0300 (Fri, 05 Oct 2018) $
#$Revision: 211332 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/06/7050676.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7050676
loop_
_publ_author_name
'Elsegood, Mark R. J.'
'Holmes, Kathryn E.'
'Kelly, Paul F.'
'Parr, Jonathan'
'Stonehouse, Julia M.'
_publ_section_title
;
 The preparation and structure of novel sulfimide systems; X-ray
 crystal structures of 1,4-(PhS{NH})2C6H4 (and dihydrate),
 1,2-(PhS{NH})(PhS)C6H4·H2O and of [Ph2SNH] and its hydrate
;
_journal_issue                   2
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              202
_journal_paper_doi               10.1039/b103502a
_journal_volume                  26
_journal_year                    2002
_chemical_formula_sum            'C12 H11 N S'
_chemical_formula_weight         201.28
_chemical_name_systematic
;
?
;
_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'
_atom_sites_solution_hydrogens   'geom except NH coords freely refined'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.970(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   5.6702(4)
_cell_length_b                   8.9745(6)
_cell_length_c                   40.530(3)
_cell_measurement_reflns_used    8920
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.71
_cell_measurement_theta_min      2.32
_cell_volume                     2062.2(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL and local programs'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.912
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD diffractometer'
_diffrn_measurement_method       'ω rotation with narrow frames'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0257
_diffrn_reflns_av_sigmaI/netI    0.0262
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       51
_diffrn_reflns_limit_l_min       -52
_diffrn_reflns_number            16687
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.71
_diffrn_reflns_theta_min         2.01
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.270
_exptl_absorpt_correction_T_max  0.984
_exptl_absorpt_correction_T_min  0.821
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.76
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.415
_refine_diff_density_min         -0.340
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.167
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     259
_refine_ls_number_reflns         4872
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.167
_refine_ls_R_factor_all          0.0581
_refine_ls_R_factor_gt           0.0479
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0192P)²+1.8910P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0940
_refine_ls_wR_factor_ref         0.0973
_reflns_number_gt                4159
_reflns_number_total             4872
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b103502a.txt
_cod_data_source_block           3b
_cod_original_cell_volume        2062.2(2)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7050676
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.4157(4) 0.4947(2) 0.16010(5) 0.0321(4) Uani 1 1 d . . .
H1A H 0.272(5) 0.502(3) 0.1580(7) 0.048 Uiso 1 1 d . . .
S1 S 0.49362(9) 0.35550(6) 0.181224(12) 0.02646(12) Uani 1 1 d . . .
C1 C 0.3444(3) 0.3457(2) 0.22028(5) 0.0263(4) Uani 1 1 d . . .
C2 C 0.1452(4) 0.4296(3) 0.22591(6) 0.0342(5) Uani 1 1 d . . .
H2 H 0.0868 0.4965 0.2096 0.041 Uiso 1 1 calc R . .
C3 C 0.0309(4) 0.4148(3) 0.25589(6) 0.0411(6) Uani 1 1 d . . .
H3 H -0.1061 0.4723 0.2601 0.049 Uiso 1 1 calc R . .
C4 C 0.1159(5) 0.3169(3) 0.27955(6) 0.0411(6) Uani 1 1 d . . .
H4 H 0.0354 0.3061 0.2998 0.049 Uiso 1 1 calc R . .
C5 C 0.3172(5) 0.2345(3) 0.27395(5) 0.0395(6) Uani 1 1 d . . .
H5 H 0.3757 0.1678 0.2904 0.047 Uiso 1 1 calc R . .
C6 C 0.4336(4) 0.2493(2) 0.24433(5) 0.0326(5) Uani 1 1 d . . .
H6 H 0.5733 0.1940 0.2405 0.039 Uiso 1 1 calc R . .
C7 C 0.3693(3) 0.1832(2) 0.16557(4) 0.0238(4) Uani 1 1 d . . .
C8 C 0.4912(4) 0.0519(2) 0.17111(5) 0.0314(5) Uani 1 1 d . . .
H8 H 0.6398 0.0533 0.1823 0.038 Uiso 1 1 calc R . .
C9 C 0.3949(5) -0.0823(3) 0.16024(5) 0.0374(5) Uani 1 1 d . . .
H9 H 0.4772 -0.1730 0.1641 0.045 Uiso 1 1 calc R . .
C10 C 0.1795(4) -0.0834(3) 0.14379(5) 0.0343(5) Uani 1 1 d . . .
H10 H 0.1126 -0.1751 0.1366 0.041 Uiso 1 1 calc R . .
C11 C 0.0612(4) 0.0487(3) 0.13785(5) 0.0342(5) Uani 1 1 d . . .
H11 H -0.0858 0.0472 0.1263 0.041 Uiso 1 1 calc R . .
C12 C 0.1543(4) 0.1840(2) 0.14860(5) 0.0296(4) Uani 1 1 d . . .
H12 H 0.0728 0.2748 0.1444 0.035 Uiso 1 1 calc R . .
N2 N 0.8929(3) 0.5709(2) 0.12903(4) 0.0311(4) Uani 1 1 d . . .
H2A H 0.747(5) 0.557(3) 0.1341(6) 0.047 Uiso 1 1 d . . .
S2 S 0.92893(9) 0.54884(6) 0.091096(13) 0.02644(12) Uani 1 1 d . . .
C13 C 0.6967(3) 0.6389(2) 0.06693(5) 0.0245(4) Uani 1 1 d . . .
C14 C 0.6987(4) 0.6321(2) 0.03266(5) 0.0340(5) Uani 1 1 d . . .
H14 H 0.8202 0.5794 0.0218 0.041 Uiso 1 1 calc R . .
C15 C 0.5220(4) 0.7028(3) 0.01449(5) 0.0364(5) Uani 1 1 d . . .
H15 H 0.5210 0.6978 -0.0089 0.044 Uiso 1 1 calc R . .
C16 C 0.3463(4) 0.7811(2) 0.03057(5) 0.0312(5) Uani 1 1 d . . .
H16 H 0.2252 0.8294 0.0181 0.037 Uiso 1 1 calc R . .
C17 C 0.3476(4) 0.7890(2) 0.06461(5) 0.0285(4) Uani 1 1 d . . .
H17 H 0.2279 0.8432 0.0755 0.034 Uiso 1 1 calc R . .
C18 C 0.5240(4) 0.7177(2) 0.08303(5) 0.0259(4) Uani 1 1 d . . .
H18 H 0.5253 0.7232 0.1064 0.031 Uiso 1 1 calc R . .
C19 C 0.8597(3) 0.3622(2) 0.07704(5) 0.0237(4) Uani 1 1 d . . .
C20 C 0.6561(3) 0.2897(2) 0.08662(5) 0.0264(4) Uani 1 1 d . . .
H20 H 0.5457 0.3384 0.1003 0.032 Uiso 1 1 calc R . .
C21 C 0.6158(4) 0.1444(2) 0.07586(5) 0.0299(4) Uani 1 1 d . . .
H21 H 0.4773 0.0932 0.0823 0.036 Uiso 1 1 calc R . .
C22 C 0.7777(4) 0.0742(2) 0.05572(5) 0.0321(5) Uani 1 1 d . . .
H22 H 0.7486 -0.0246 0.0483 0.039 Uiso 1 1 calc R . .
C23 C 0.9809(4) 0.1474(2) 0.04648(5) 0.0325(5) Uani 1 1 d . . .
H23 H 1.0914 0.0988 0.0328 0.039 Uiso 1 1 calc R . .
C24 C 1.0232(4) 0.2926(2) 0.05726(5) 0.0287(4) Uani 1 1 d . . .
H24 H 1.1628 0.3433 0.0511 0.034 Uiso 1 1 calc R . .
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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 S1 C1 112.54(10) . . ?
N1 S1 C7 112.56(10) . . ?
C1 S1 C7 94.60(9) . . ?
C2 C1 C6 120.8(2) . . ?
C2 C1 S1 120.97(16) . . ?
C6 C1 S1 118.22(16) . . ?
C1 C2 C3 119.1(2) . . ?
C4 C3 C2 120.3(2) . . ?
C3 C4 C5 120.4(2) . . ?
C4 C5 C6 119.8(2) . . ?
C5 C6 C1 119.6(2) . . ?
C8 C7 C12 121.10(19) . . ?
C8 C7 S1 118.74(15) . . ?
C12 C7 S1 120.16(16) . . ?
C7 C8 C9 119.6(2) . . ?
C10 C9 C8 119.9(2) . . ?
C11 C10 C9 120.0(2) . . ?
C10 C11 C12 120.9(2) . . ?
C7 C12 C11 118.4(2) . . ?
N2 S2 C19 113.25(9) . . ?
N2 S2 C13 111.54(10) . . ?
C19 S2 C13 95.21(9) . . ?
C18 C13 C14 120.82(19) . . ?
C18 C13 S2 119.11(15) . . ?
C14 C13 S2 120.04(16) . . ?
C15 C14 C13 119.5(2) . . ?
C14 C15 C16 119.9(2) . . ?
C17 C16 C15 120.2(2) . . ?
C16 C17 C18 120.2(2) . . ?
C13 C18 C17 119.38(18) . . ?
C24 C19 C20 121.28(19) . . ?
C24 C19 S2 117.13(15) . . ?
C20 C19 S2 121.55(15) . . ?
C19 C20 C21 118.98(19) . . ?
C22 C21 C20 120.2(2) . . ?
C23 C22 C21 120.3(2) . . ?
C22 C23 C24 119.9(2) . . ?
C19 C24 C23 119.31(19) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 S1 1.5735(19) . ?
S1 C1 1.810(2) . ?
S1 C7 1.810(2) . ?
C1 C2 1.379(3) . ?
C1 C6 1.392(3) . ?
C2 C3 1.393(3) . ?
C3 C4 1.382(4) . ?
C4 C5 1.382(4) . ?
C5 C6 1.386(3) . ?
C7 C8 1.383(3) . ?
C7 C12 1.390(3) . ?
C8 C9 1.391(3) . ?
C9 C10 1.382(3) . ?
C10 C11 1.382(3) . ?
C11 C12 1.391(3) . ?
N2 S2 1.5670(19) . ?
S2 C19 1.810(2) . ?
S2 C13 1.817(2) . ?
C13 C18 1.381(3) . ?
C13 C14 1.391(3) . ?
C14 C15 1.387(3) . ?
C15 C16 1.390(3) . ?
C16 C17 1.381(3) . ?
C17 C18 1.393(3) . ?
C19 C24 1.385(3) . ?
C19 C20 1.387(3) . ?
C20 C21 1.392(3) . ?
C21 C22 1.390(3) . ?
C22 C23 1.384(3) . ?
C23 C24 1.394(3) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A N2 0.82(3) 2.51(3) 3.274(3) 156(3) 1_455
N2 H2A N1 0.86(3) 2.24(3) 3.080(3) 164(2) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 528866
