data_2006990
_journal_name_full  'Acta Crystallographica'
_journal_year  1998
_journal_volume  C54
_journal_page_first  251
_journal_page_last  253
_publ_section_title
;
Electronic Effects on C---O---C Ether Bonds in 3-Aryloxy
Derivatives of Benzisothiazole 1,1-Dioxides: Rapid Ethanolysis of
3-(4-Nitrophenoxy)-1,2-benzisothiazole 1,1-Dioxide, (1), to give 3-
Ethoxy-1,2-benzisothiazole 1,1-Dioxide, (2)
;
loop_
_publ_author_name
  ' Brigas, Amadeu F. '
  'Goncalves, Pedro M.'
  'Johnstone, Robert A.W.'
_chemical_formula_sum  'C9 H9 N O3 S'
_chemical_formula_weight  211.23
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x-1/2, -y-1/2, z-1/2'
_cell_length_a  7.149(4)
_cell_length_b  8.178(5)
_cell_length_c  16.556(3)
_cell_angle_alpha  90.00
_cell_angle_beta  93.15(3)
_cell_angle_gamma  90.00
_cell_volume  966.5(8)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.452
_diffrn_ambient_temperature  293(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
  S1  .25157(12)  .72651(9)  .61628(5)  .0468(3) Uani d . 1 . . S
  O1  .2763(3)  .7788(2)  .39651(12)  .0465(5) Uani d . 1 . . O
  O2  .4197(4)  .6894(3)  .66264(14)  .0692(8) Uani d . 1 . . O
  O3  .0806(4)  .6666(3)  .64597(14)  .0667(7) Uani d . 1 . . O
  N1  .2698(4)  .6635(3)  .52269(15)  .0445(7) Uani d . 1 . . N
  C1  .2668(4)  .7887(4)  .47522(18)  .0384(7) Uani d . 1 . . C
  C2  .2883(5)  .6136(4)  .3628(2)  .0576(9) Uani d . 1 . . C
  H2A  .1805  .5493  .3766  .069 Uiso calc R 1 . . H
  H2B  .4007  .5592  .3845  .069 Uiso calc R 1 . . H
  C3  .2931(7)  .6302(5)  .2739(2)  .0802(13) Uani d . 1 . . C
  H3A  .3015  .5237  .2499  .120 Uiso calc R 1 . . H
  H3B  .4001  .6941  .2610  .120 Uiso calc R 1 . . H
  H3C  .1809  .6835  .2531  .120 Uiso calc R 1 . . H
  C4  .2508(4)  .9522(3)  .51095(17)  .0358(7) Uani d . 1 . . C
  C5  .2390(4)  .9367(3)  .59378(18)  .0394(7) Uani d . 1 . . C
  C6  .2208(5) 1.0692(4)  .6434(2)  .0533(9) Uani d . 1 . . C
  H6  .2126 1.0574  .6989  .064 Uiso calc R 1 . . H
  C7  .2152(5) 1.2217(4)  .6068(2)  .0601(9) Uani d . 1 . . C
  H7  .2026 1.3147  .6384  .072 Uiso calc R 1 . . H
  C8  .2280(5) 1.2380(4)  .5245(2)  .0571(9) Uani d . 1 . . C
  H8  .2243 1.3419  .5016  .068 Uiso calc R 1 . . H
  C9  .2461(4) 1.1038(4)  .4752(2)  .0460(8) Uani d . 1 . . C
  H9  .2548 1.1154  .4197  .055 Uiso calc R 1 . . H
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  .0642(5)  .0356(4)  .0409(4)  .0034(4)  .0045(4)  .0038(4)
  O1  .0608(14)  .0398(11)  .0394(12)  .0049(11)  .0070(10)  -.0007(10)
  O2  .0848(18)  .0640(17)  .0563(15)  .0232(14)  -.0182(13)  .0075(12)
  O3  .0854(18)  .0559(15)  .0613(16)  -.0154(13)  .0264(13)  .0071(12)
  N1  .0606(18)  .0310(14)  .0421(16)  .0029(12)  .0048(13)  .0022(12)
  C1  .0362(16)  .0369(16)  .0420(17)  .0013(13)  .0032(13)  .0008(14)
  C2  .076(3)  .044(2)  .053(2)  .0083(17)  .0109(18)  -.0060(16)
  C3  .129(4)  .066(3)  .045(2)  .021(2)  .005(2)  -.0090(19)
  C4  .0320(16)  .0325(16)  .0427(18)  .0007(12)  .0010(13)  .0006(13)
  C5  .0379(17)  .0341(17)  .0458(19)  .0017(13)  -.0003(14)  .0013(13)
  C6  .067(2)  .043(2)  .049(2)  .0021(16)  .0010(16)  -.0097(16)
  C7  .070(2)  .0362(18)  .073(3)  .0001(17)  -.0041(19)  -.0138(19)
  C8  .062(2)  .0339(19)  .075(2)  -.0012(16)  -.0027(18)  .0066(18)
  C9  .050(2)  .0374(18)  .051(2)  .0003(15)  .0030(15)  .0058(16)
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 O2 . 1.423(2) ?
  S1 O3 . 1.429(2) ?
  S1 N1 . 1.645(3) y
  S1 C5 . 1.760(3) y
  O1 C1 . 1.311(3) y
  O1 C2 . 1.466(4) y
  N1 C1 . 1.291(4) y
  C1 C4 . 1.469(4) y
  C2 C3 . 1.481(5) y
  C4 C9 . 1.373(4) ?
  C4 C5 . 1.384(4) y
  C5 C6 . 1.370(4) ?
  C6 C7 . 1.386(5) ?
  C7 C8 . 1.378(5) ?
  C8 C9 . 1.377(4) ?