data_2200222
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o139
_journal_page_last  o140
_publ_section_title
;
2-(Toluene-4-sulfonylamino)benzoyl fluoride
;
loop_
_publ_author_name
  'Ziemer, Burkhard'
  'Surygina, Oxana'
  'Ehwald, Max'
_chemical_formula_moiety  'C14 H12 F N O3 S'
_chemical_formula_sum  'C14 H12 F N O3 S'
_chemical_formula_iupac  'C14 H12 F N O3 S'
_chemical_formula_weight  293.31
_symmetry_cell_setting  Monoclinic
_symmetry_space_group_name_H-M  'P 21/a'
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'
_cell_length_a  11.908(3)
_cell_length_b  8.2396(14)
_cell_length_c  13.925(4)
_cell_angle_alpha  90.00
_cell_angle_beta  103.14(3)
_cell_angle_gamma  90.00
_cell_volume  1330.6(5)
_cell_formula_units_Z  4
_cell_measurement_temperature  180(2)
_exptl_crystal_density_diffrn  1.464
_diffrn_ambient_temperature  180(2)
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
  C1  .31945(11)  .16595(18)  .13239(10)  .0210(3) Uani d . 1 . . C
  C2  .41513(12)  .2625(2)  .13106(11)  .0268(3) Uani d . 1 . . C
  H2  .4496  .3263  .1868  .029 Uiso calc R 1 . . H
  C3  .45902(13)  .2639(2)  .04734(12)  .0303(4) Uani d . 1 . . C
  H3  .5247  .3288  .0462  .033 Uiso calc R 1 . . H
  C4  .40883(13)  .1720(2)  -.03582(11)  .0293(4) Uani d . 1 . . C
  C5  .31386(14)  .0759(2)  -.03227(11)  .0314(4) Uani d . 1 . . C
  H5  .2790  .0123  -.0880  .035 Uiso calc R 1 . . H
  C6  .26902(13)  .0712(2)  .05169(11)  .0272(3) Uani d . 1 . . C
  H6  .2047  .0041  .0537  .030 Uiso calc R 1 . . H
  C7  .45660(17)  .1789(3)  -.12715(13)  .0439(5) Uani d . 1 . . C
  H7A  .4336  .2812  -.1620  .057 Uiso calc R 1 . . H
  H7B  .4264  .0876  -.1704  .057 Uiso calc R 1 . . H
  H7C  .5409  .1724  -.1084  .057 Uiso calc R 1 . . H
  C8  .41828(12)  -.03038(18)  .34324(10)  .0212(3) Uani d . 1 . . C
  C9  .35881(14)  -.1752(2)  .31468(11)  .0292(4) Uani d . 1 . . C
  H9  .2790  -.1726  .2840  .032 Uiso calc R 1 . . H
  C10  .41620(15)  -.3226(2)  .33112(12)  .0345(4) Uani d . 1 . . C
  H10  .3750  -.4201  .3110  .038 Uiso calc R 1 . . H
  C11  .53272(15)  -.3304(2)  .37645(12)  .0346(4) Uani d . 1 . . C
  H11  .5708  -.4323  .3876  .038 Uiso calc R 1 . . H
  C12  .59240(13)  -.1885(2)  .40508(11)  .0293(4) Uani d . 1 . . C
  H12  .6720  -.1931  .4363  .032 Uiso calc R 1 . . H
  C13  .53704(12)  -.03778(19)  .38869(10)  .0231(3) Uani d . 1 . . C
  C14  .60319(13)  .1112(2)  .42067(10)  .0269(3) Uani d . 1 . . C
  F  .71528(8)  .08033(14)  .46345(7)  .0429(3) Uani d . 1 . . F
  N  .36022(11)  .12047(17)  .33194(9)  .0250(3) Uani d . 1 . . N
  H1  .4009(17)  .203(3)  .3561(15)  .043(6) Uiso d . 1 . . H
  O1  .16583(9)  .05831(14)  .22224(8)  .0322(3) Uani d . 1 . . O
  O2  .23569(9)  .34048(14)  .25538(8)  .0312(3) Uani d . 1 . . O
  O3  .57127(10)  .24832(15)  .41463(8)  .0356(3) Uani d . 1 . . O
  S  .25781(3)  .17382(5)  .23630(3)  .02227(13) Uani d . 1 . . S
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
  C1  .0198(6)  .0233(9)  .0200(7)  .0033(5)  .0051(5)  .0005(6)
  C2  .0233(7)  .0330(10)  .0234(8)  -.0031(6)  .0039(6)  -.0030(6)
  C3  .0238(7)  .0376(11)  .0314(8)  -.0009(6)  .0097(6)  .0042(7)
  C4  .0316(8)  .0338(10)  .0240(8)  .0150(7)  .0093(6)  .0061(6)
  C5  .0376(8)  .0321(10)  .0226(8)  .0058(7)  .0030(6)  -.0071(6)
  C6  .0247(7)  .0261(9)  .0303(8)  -.0012(6)  .0052(6)  -.0044(6)
  C7  .0539(11)  .0547(14)  .0287(9)  .0202(9)  .0211(8)  .0095(8)
  C8  .0274(7)  .0230(9)  .0145(6)  .0015(6)  .0071(5)  .0006(5)
  C9  .0308(8)  .0266(10)  .0293(8)  -.0041(6)  .0051(6)  -.0013(6)
  C10  .0463(10)  .0230(10)  .0348(9)  -.0039(7)  .0106(7)  -.0032(7)
  C11  .0468(10)  .0245(10)  .0346(9)  .0096(7)  .0132(7)  .0027(7)
  C12  .0315(8)  .0328(10)  .0244(8)  .0074(7)  .0078(6)  .0031(6)
  C13  .0283(7)  .0269(9)  .0155(7)  -.0005(6)  .0077(6)  .0008(6)
  C14  .0289(8)  .0343(11)  .0179(7)  -.0051(7)  .0061(6)  -.0002(6)
  F  .0320(5)  .0518(7)  .0395(6)  -.0102(4)  -.0029(4)  -.0004(5)
  N  .0313(7)  .0215(8)  .0213(6)  .0012(5)  .0040(5)  -.0014(5)
  O1  .0242(5)  .0370(8)  .0369(6)  -.0018(5)  .0101(5)  .0046(5)
  O2  .0385(6)  .0281(7)  .0296(6)  .0103(5)  .0134(5)  .0010(5)
  O3  .0428(7)  .0287(8)  .0357(7)  -.0083(5)  .0094(5)  -.0042(5)
  S  .02115(19)  .0249(2)  .02186(19)  .00365(14)  .00718(14)  .00199(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
  C1 C6 . 1.388(2) ?
  C1 C2 . 1.393(2) ?
  C1 S . 1.7662(15) ?
  C2 C3 . 1.382(2) ?
  C2 H2 .  .9500 ?
  C3 C4 . 1.399(2) ?
  C3 H3 .  .9500 ?
  C4 C5 . 1.391(2) ?
  C4 C7 . 1.508(2) ?
  C5 C6 . 1.392(2) ?
  C5 H5 .  .9500 ?
  C6 H6 .  .9500 ?
  C7 H7A .  .9800 ?
  C7 H7B .  .9800 ?
  C7 H7C .  .9800 ?
  C8 C9 . 1.398(2) ?
  C8 C13 . 1.413(2) ?
  C8 N . 1.414(2) ?
  C9 C10 . 1.387(2) ?
  C9 H9 .  .9500 ?
  C10 C11 . 1.389(2) ?
  C10 H10 .  .9500 ?
  C11 C12 . 1.379(3) ?
  C11 H11 .  .9500 ?
  C12 C13 . 1.400(2) ?
  C12 H12 .  .9500 ?
  C13 C14 . 1.472(2) ?
  C14 O3 . 1.189(2) ?
  C14 F . 1.3564(18) ?
  N S . 1.6481(14) ?
  N H1 .  .85(2) ?
  O1 S . 1.4305(12) ?
  O2 S . 1.4344(12) ?