#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:31:46 +0200 (vie 13 de oct de 2017) $
#$Revision: 201979 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/42/2234234.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_2234234
loop_
_publ_author_name
'Asiri, Abdullah M.'
'Faidallah, Hassan M.'
'Sobahi, Tariq R.'
'Ng, Seik Weng'
'Tiekink, Edward R. T.'
_publ_section_title
;
 N-(4-Sulfamoylphenyl)acetamide
;
_journal_coeditor_code           HB6682
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1155
_journal_paper_doi               10.1107/S1600536812011701
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          'C8 H10 N2 O3 S'
_chemical_formula_moiety         'C8 H10 N2 O3 S'
_chemical_formula_sum            'C8 H10 N2 O3 S'
_chemical_formula_weight         214.24
_chemical_name_systematic
;
N-(4-Sulfamoylphenyl)acetamide
;
_space_group_IT_number           114
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  'P -4 2n'
_symmetry_space_group_name_H-M   'P -4 21 c'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   15.2631(4)
_cell_length_b                   15.2631
_cell_length_c                   8.0571(4)
_cell_measurement_reflns_used    2081
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.4982
_cell_measurement_theta_min      2.6636
_cell_volume                     1877.00(11)
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2011)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2011)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2011)'
_computing_molecular_graphics
'ORTEP-3 (Farrugia, 1997) and DIAMOND (Brandenburg, 2006)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4041
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type
'Agilent SuperNova Dual diffractometer with an Atlas detector'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  Mirror
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0284
_diffrn_reflns_av_sigmaI/netI    0.0384
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            3827
_diffrn_reflns_theta_full        27.56
_diffrn_reflns_theta_max         27.56
_diffrn_reflns_theta_min         2.67
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.327
_exptl_absorpt_correction_T_max  0.9838
_exptl_absorpt_correction_T_min  0.8804
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrysAlis PRO; Agilent, 2011)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.516
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.245
_refine_diff_density_min         -0.267
_refine_ls_abs_structure_details 'Flack (1983), 625 Friedel pairs'
_refine_ls_abs_structure_Flack   0.48(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     140
_refine_ls_number_reflns         1862
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0381
_refine_ls_R_factor_gt           0.0318
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0379P)²+0.7254P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0751
_refine_ls_wR_factor_ref         0.0791
_reflns_number_gt                1698
_reflns_number_total             1862
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb6682.cif
_cod_data_source_block           I
_cod_database_code               2234234
_cod_database_fobs_code          2234234
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'y, -x, -z'
'-y, x, -z'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-y+1/2, -x+1/2, z+1/2'
'y+1/2, x+1/2, z+1/2'
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_symmetry_multiplicity
S S1 0.42050(3) 0.72593(3) 0.79689(8) 0.01459(14) Uani d . 1 1
O O1 0.38712(11) 0.72467(12) 0.6291(2) 0.0220(4) Uani d . 1 1
O O2 0.43783(11) 0.64415(10) 0.8775(2) 0.0212(4) Uani d . 1 1
O O3 0.71401(10) 1.06596(10) 0.73297(19) 0.0184(4) Uani d . 1 1
N N1 0.34929(12) 0.77773(13) 0.9064(3) 0.0165(4) Uani d D 1 1
H H1 0.364(2) 0.783(2) 1.0119(16) 0.038(9) Uiso d D 1 1
H H2 0.329(2) 0.8243(14) 0.853(4) 0.053(11) Uiso d D 1 1
N N2 0.75181(12) 0.92922(13) 0.8186(2) 0.0165(4) Uani d D 1 1
H H3 0.7976(12) 0.8991(16) 0.852(3) 0.025(8) Uiso d D 1 1
C C1 0.51900(14) 0.78616(14) 0.7979(3) 0.0153(4) Uani d . 1 1
C C2 0.59105(15) 0.75505(15) 0.8838(3) 0.0163(5) Uani d . 1 1
H H2A 0.5884 0.7002 0.9394 0.020 Uiso calc R 1 1
C C3 0.66665(15) 0.80408(14) 0.8881(3) 0.0164(5) Uani d . 1 1
H H3A 0.7165 0.7826 0.9459 0.020 Uiso calc R 1 1
C C4 0.67072(14) 0.88484(15) 0.8086(3) 0.0155(5) Uani d . 1 1
C C5 0.59846(15) 0.91651(16) 0.7215(4) 0.0227(5) Uani d . 1 1
H H5 0.6011 0.9714 0.6662 0.027 Uiso calc R 1 1
C C6 0.52250(16) 0.86653(15) 0.7170(4) 0.0226(5) Uani d . 1 1
H H6 0.4727 0.8873 0.6583 0.027 Uiso calc R 1 1
C C7 0.77054(15) 1.01386(14) 0.7821(3) 0.0158(4) Uani d . 1 1
C C8 0.86506(15) 1.03931(15) 0.8005(3) 0.0196(5) Uani d . 1 1
H H8A 0.8689 1.1001 0.8392 0.029 Uiso calc R 1 1
H H8B 0.8946 1.0339 0.6930 0.029 Uiso calc R 1 1
H H8C 0.8934 1.0006 0.8813 0.029 Uiso calc R 1 1
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
S1 0.0124(3) 0.0141(3) 0.0172(2) -0.0010(2) 0.0011(2) -0.0006(3)
O1 0.0201(8) 0.0260(9) 0.0199(8) -0.0028(8) -0.0005(7) -0.0042(8)
O2 0.0197(9) 0.0116(8) 0.0323(9) -0.0012(7) 0.0006(8) 0.0017(7)
O3 0.0197(8) 0.0153(8) 0.0202(8) 0.0024(6) 0.0016(7) 0.0017(7)
N1 0.0122(9) 0.0199(10) 0.0176(9) 0.0014(8) 0.0033(9) 0.0026(9)
N2 0.0103(9) 0.0147(9) 0.0247(10) 0.0011(7) 0.0004(8) 0.0038(9)
C1 0.0129(10) 0.0167(10) 0.0163(9) -0.0010(9) 0.0012(10) -0.0009(11)
C2 0.0174(11) 0.0119(10) 0.0197(11) 0.0028(9) 0.0001(10) 0.0017(9)
C3 0.0138(11) 0.0140(11) 0.0215(11) 0.0039(9) -0.0002(10) 0.0041(10)
C4 0.0119(10) 0.0148(10) 0.0197(11) 0.0010(8) 0.0020(10) -0.0012(10)
C5 0.0167(11) 0.0188(11) 0.0326(13) -0.0003(9) -0.0011(11) 0.0109(12)
C6 0.0147(11) 0.0237(12) 0.0296(12) 0.0015(10) -0.0034(12) 0.0107(12)
C7 0.0180(11) 0.0145(10) 0.0150(10) 0.0012(9) 0.0035(10) -0.0010(10)
C8 0.0188(11) 0.0186(11) 0.0214(11) -0.0034(9) 0.0003(11) 0.0012(11)
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
O2 S1 O1 118.55(11)
O2 S1 N1 107.74(11)
O1 S1 N1 106.36(10)
O2 S1 C1 107.16(10)
O1 S1 C1 108.19(11)
N1 S1 C1 108.52(11)
S1 N1 H1 114(2)
S1 N1 H2 111(2)
H1 N1 H2 119(3)
C7 N2 C4 128.99(19)
C7 N2 H3 113.4(18)
C4 N2 H3 117.6(18)
C2 C1 C6 120.5(2)
C2 C1 S1 120.10(17)
C6 C1 S1 119.40(18)
C3 C2 C1 119.5(2)
C3 C2 H2A 120.2
C1 C2 H2A 120.2
C2 C3 C4 120.5(2)
C2 C3 H3A 119.7
C4 C3 H3A 119.7
C3 C4 C5 120.3(2)
C3 C4 N2 115.9(2)
C5 C4 N2 123.8(2)
C6 C5 C4 118.9(2)
C6 C5 H5 120.5
C4 C5 H5 120.5
C5 C6 C1 120.3(2)
C5 C6 H6 119.9
C1 C6 H6 119.9
O3 C7 N2 122.3(2)
O3 C7 C8 122.33(19)
N2 C7 C8 115.34(19)
C7 C8 H8A 109.5
C7 C8 H8B 109.5
H8A C8 H8B 109.5
C7 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 O2 1.4316(17)
S1 O1 1.4446(17)
S1 N1 1.608(2)
S1 C1 1.762(2)
O3 C7 1.238(3)
N1 H1 0.880(10)
N1 H2 0.885(10)
N2 C7 1.355(3)
N2 C4 1.413(3)
N2 H3 0.878(10)
C1 C2 1.384(3)
C1 C6 1.390(3)
C2 C3 1.376(3)
C2 H2A 0.9500
C3 C4 1.391(3)
C3 H3A 0.9500
C4 C5 1.394(3)
C5 C6 1.388(3)
C5 H5 0.9500
C6 H6 0.9500
C7 C8 1.501(3)
C8 H8A 0.9800
C8 H8B 0.9800
C8 H8C 0.9800
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
N1 H1 O3 7_665 0.880(10) 2.080(10) 2.935(3) 163(3)
N1 H2 O3 2_675 0.890(10) 2.040(10) 2.929(3) 178(3)
N2 H3 O1 6_566 0.880(10) 2.34(2) 3.156(3) 155(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
O2 S1 C1 C2 -6.7(2)
O1 S1 C1 C2 -135.60(19)
N1 S1 C1 C2 109.4(2)
O2 S1 C1 C6 175.7(2)
O1 S1 C1 C6 46.8(2)
N1 S1 C1 C6 -68.2(2)
C6 C1 C2 C3 -0.3(4)
S1 C1 C2 C3 -177.88(19)
C1 C2 C3 C4 0.7(3)
C2 C3 C4 C5 -0.8(4)
C2 C3 C4 N2 -179.1(2)
C7 N2 C4 C3 -166.2(2)
C7 N2 C4 C5 15.6(4)
C3 C4 C5 C6 0.5(4)
N2 C4 C5 C6 178.6(2)
C4 C5 C6 C1 -0.1(4)
C2 C1 C6 C5 0.0(4)
S1 C1 C6 C5 177.6(2)
C4 N2 C7 O3 0.5(4)
C4 N2 C7 C8 -177.7(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 8169
