#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/31/2223136.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_2223136
loop_
_publ_author_name
'Saravanan, R. R.'
'Dhayalan, V.'
'Mohanakrishnan, A. K.'
'Chakkaravarthi, G.'
'Manivannan, V.'
_publ_section_title
;
 N-(2-Acetylphenyl)benzenesulfonamide
;
_journal_coeditor_code           IS2453
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2241
_journal_paper_doi               10.1107/S1600536809033273
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C14 H13 N O3 S'
_chemical_formula_moiety         'C14 H13 N O3 S'
_chemical_formula_sum            'C14 H13 N O3 S'
_chemical_formula_weight         275.31
_chemical_name_systematic
;
N-(2-Acetylphenyl)benzenesulfonamide
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                88.016(2)
_cell_angle_beta                 68.673(3)
_cell_angle_gamma                83.424(2)
_cell_formula_units_Z            2
_cell_length_a                   7.9909(3)
_cell_length_b                   8.6860(4)
_cell_length_c                   10.0701(4)
_cell_measurement_reflns_used    8349
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      33.4
_cell_measurement_theta_min      2.2
_cell_volume                     646.79(5)
_computing_cell_refinement       'SAINT (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker Kappa APEX2'
_diffrn_measurement_method       'ω and φ'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0227
_diffrn_reflns_av_sigmaI/netI    0.0209
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            18690
_diffrn_reflns_theta_full        33.64
_diffrn_reflns_theta_max         33.64
_diffrn_reflns_theta_min         2.17
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.253
_exptl_absorpt_correction_T_max  0.9511
_exptl_absorpt_correction_T_min  0.9418
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.414
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             288
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.346
_refine_diff_density_min         -0.410
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         5104
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0451
_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)+(0.0792P)²+0.0784P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1280
_refine_ls_wR_factor_ref         0.1417
_reflns_number_gt                3886
_reflns_number_total             5104
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            is2453.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_geom_hbond_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (5 times).

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 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_geom_hbond_publ_flag' value 'Y' changed to 'y'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (5
times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2223136
_cod_database_fobs_code          2223136
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_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
S S1 0.21195(4) 0.73664(3) -0.31916(3) 0.04029(10) Uani d . 1 . .
O O1 0.07767(14) 0.86458(13) -0.26435(13) 0.0585(3) Uani d . 1 . .
O O2 0.21545(16) 0.65492(13) -0.44094(11) 0.0551(3) Uani d . 1 . .
O O3 0.3126(2) 0.31720(13) -0.18266(13) 0.0665(3) Uani d . 1 . .
N N1 0.18906(16) 0.60455(13) -0.19706(11) 0.0434(2) Uani d . 1 . .
H H1 0.1726 0.5138 -0.2181 0.052 Uiso d R 1 . .
C C1 0.42453(17) 0.80008(14) -0.35373(12) 0.0382(2) Uani d . 1 . .
C C2 0.4361(2) 0.95013(16) -0.31914(15) 0.0486(3) Uani d . 1 . .
H H2 0.3324 1.0179 -0.2762 0.058 Uiso calc R 1 . .
C C3 0.6061(3) 0.9970(2) -0.35014(18) 0.0661(5) Uani d . 1 . .
H H3 0.6175 1.0975 -0.3282 0.079 Uiso calc R 1 . .
C C4 0.7578(3) 0.8955(3) -0.4131(2) 0.0755(6) Uani d . 1 . .
H H4 0.8714 0.9279 -0.4334 0.091 Uiso calc R 1 . .
C C5 0.7442(2) 0.7457(3) -0.4469(2) 0.0717(5) Uani d . 1 . .
H H5 0.8481 0.6780 -0.4893 0.086 Uiso calc R 1 . .
C C6 0.5762(2) 0.69662(19) -0.41754(16) 0.0528(3) Uani d . 1 . .
H H6 0.5653 0.5963 -0.4401 0.063 Uiso calc R 1 . .
C C7 0.19359(15) 0.62435(14) -0.06059(12) 0.0378(2) Uani d . 1 . .
C C8 0.24861(16) 0.49460(15) 0.00745(12) 0.0396(2) Uani d . 1 . .
C C9 0.2463(2) 0.51504(19) 0.14513(14) 0.0522(3) Uani d . 1 . .
H H9 0.2818 0.4304 0.1916 0.063 Uiso calc R 1 . .
C C10 0.1932(2) 0.6560(2) 0.21426(16) 0.0603(4) Uani d . 1 . .
H H10 0.1927 0.6662 0.3060 0.072 Uiso calc R 1 . .
C C11 0.1410(2) 0.7816(2) 0.14616(17) 0.0626(4) Uani d . 1 . .
H H11 0.1061 0.8776 0.1920 0.075 Uiso calc R 1 . .
C C12 0.1396(2) 0.76713(18) 0.01025(16) 0.0523(3) Uani d . 1 . .
H H12 0.1025 0.8529 -0.0341 0.063 Uiso calc R 1 . .
C C13 0.30558(19) 0.34007(16) -0.06119(15) 0.0468(3) Uani d . 1 . .
C C14 0.3558(3) 0.2063(2) 0.0194(2) 0.0679(5) Uani d . 1 . .
H H14A 0.3861 0.1139 -0.0380 0.102 Uiso calc R 1 . .
H H14B 0.2557 0.1924 0.1059 0.102 Uiso calc R 1 . .
H H14C 0.4581 0.2265 0.0420 0.102 Uiso calc R 1 . .
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 S1 O2 . . 118.85(7) ?
O1 S1 N1 . . 109.49(6) ?
O2 S1 N1 . . 104.32(6) ?
O1 S1 C1 . . 108.17(7) ?
O2 S1 C1 . . 109.31(6) ?
N1 S1 C1 . . 105.96(6) ?
C7 N1 S1 . . 126.34(9) ?
C7 N1 H1 . . 116.8 ?
S1 N1 H1 . . 116.8 ?
C2 C1 C6 . . 122.22(13) ?
C2 C1 S1 . . 119.85(11) ?
C6 C1 S1 . . 117.93(10) ?
C1 C2 C3 . . 118.27(15) ?
C1 C2 H2 . . 120.9 ?
C3 C2 H2 . . 120.9 ?
C4 C3 C2 . . 120.15(16) ?
C4 C3 H3 . . 119.9 ?
C2 C3 H3 . . 119.9 ?
C3 C4 C5 . . 120.96(15) ?
C3 C4 H4 . . 119.5 ?
C5 C4 H4 . . 119.5 ?
C6 C5 C4 . . 119.90(18) ?
C6 C5 H5 . . 120.0 ?
C4 C5 H5 . . 120.0 ?
C5 C6 C1 . . 118.50(16) ?
C5 C6 H6 . . 120.7 ?
C1 C6 H6 . . 120.7 ?
C12 C7 N1 . . 121.74(12) ?
C12 C7 C8 . . 119.64(12) ?
N1 C7 C8 . . 118.58(11) ?
C9 C8 C7 . . 117.87(12) ?
C9 C8 C13 . . 119.87(12) ?
C7 C8 C13 . . 122.26(11) ?
C10 C9 C8 . . 122.23(14) ?
C10 C9 H9 . . 118.9 ?
C8 C9 H9 . . 118.9 ?
C11 C10 C9 . . 119.21(14) ?
C11 C10 H10 . . 120.4 ?
C9 C10 H10 . . 120.4 ?
C10 C11 C12 . . 120.77(15) ?
C10 C11 H11 . . 119.6 ?
C12 C11 H11 . . 119.6 ?
C11 C12 C7 . . 120.27(15) ?
C11 C12 H12 . . 119.9 ?
C7 C12 H12 . . 119.9 ?
O3 C13 C8 . . 122.15(12) ?
O3 C13 C14 . . 118.48(14) ?
C8 C13 C14 . . 119.37(13) ?
C13 C14 H14A . . 109.5 ?
C13 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C13 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 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
S1 O1 . 1.4246(11) ?
S1 O2 . 1.4280(10) ?
S1 N1 . 1.6274(11) ?
S1 C1 . 1.7555(13) ?
O3 C13 . 1.2260(17) ?
N1 C7 . 1.4049(15) ?
N1 H1 . 0.8597 ?
C1 C2 . 1.3824(18) ?
C1 C6 . 1.3834(19) ?
C2 C3 . 1.385(2) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.373(3) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.382(3) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.380(2) ?
C5 H5 . 0.9300 ?
C6 H6 . 0.9300 ?
C7 C12 . 1.3957(19) ?
C7 C8 . 1.4090(17) ?
C8 C9 . 1.3969(17) ?
C8 C13 . 1.4772(19) ?
C9 C10 . 1.374(2) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.374(3) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.383(2) ?
C11 H11 . 0.9300 ?
C12 H12 . 0.9300 ?
C13 C14 . 1.495(2) ?
C14 H14A . 0.9600 ?
C14 H14B . 0.9600 ?
C14 H14C . 0.9600 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1 O3 . 0.86 2.03 2.596(2) 123 y
C2 H2 O1 . 0.93 2.52 2.893(2) 104 y
C12 H12 O1 . 0.93 2.40 3.057(2) 128 y
C11 H11 O1 2_575 0.93 2.51 3.380(2) 156 y
C14 H14C Cg1 2_665 0.96 2.96 3.763(2) 142 y
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1 S1 N1 C7 . . . . -57.47(12) ?
O2 S1 N1 C7 . . . . 174.32(11) ?
C1 S1 N1 C7 . . . . 58.98(12) ?
O1 S1 C1 C2 . . . . 3.58(12) ?
O2 S1 C1 C2 . . . . 134.36(10) ?
N1 S1 C1 C2 . . . . -113.75(10) ?
O1 S1 C1 C6 . . . . -175.46(10) ?
O2 S1 C1 C6 . . . . -44.68(12) ?
N1 S1 C1 C6 . . . . 67.21(11) ?
C6 C1 C2 C3 . . . . 0.07(19) ?
S1 C1 C2 C3 . . . . -178.93(10) ?
C1 C2 C3 C4 . . . . -0.2(2) ?
C2 C3 C4 C5 . . . . 0.1(2) ?
C3 C4 C5 C6 . . . . 0.2(3) ?
C4 C5 C6 C1 . . . . -0.3(2) ?
C2 C1 C6 C5 . . . . 0.2(2) ?
S1 C1 C6 C5 . . . . 179.21(12) ?
S1 N1 C7 C12 . . . . 29.02(17) ?
S1 N1 C7 C8 . . . . -153.13(10) ?
C12 C7 C8 C9 . . . . 0.11(18) ?
N1 C7 C8 C9 . . . . -177.78(11) ?
C12 C7 C8 C13 . . . . 179.40(12) ?
N1 C7 C8 C13 . . . . 1.50(17) ?
C7 C8 C9 C10 . . . . -0.2(2) ?
C13 C8 C9 C10 . . . . -179.52(14) ?
C8 C9 C10 C11 . . . . -0.2(2) ?
C9 C10 C11 C12 . . . . 0.7(3) ?
C10 C11 C12 C7 . . . . -0.8(3) ?
N1 C7 C12 C11 . . . . 178.19(13) ?
C8 C7 C12 C11 . . . . 0.4(2) ?
C9 C8 C13 O3 . . . . -178.77(14) ?
C7 C8 C13 O3 . . . . 2.0(2) ?
C9 C8 C13 C14 . . . . 1.5(2) ?
C7 C8 C13 C14 . . . . -177.78(14) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 2720106
