data_2012271
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2001
_journal_volume  57
_journal_page_first  1209
_journal_page_last  1211
_publ_section_title
;
Hydrogen bonding in nitroaniline analogues: a three-dimensional
framework in 2-amino-6-nitrobenzothiazole
;
loop_
_publ_author_name
  'Glidewell, Christopher'
  'Low, John N.'
  'McWilliam, Susan A.'
  'Skakle, Janet M. S.'
  'Wardell, James L.'
_chemical_formula_moiety  'C7 H5 N3 O2 S'
_chemical_formula_sum  'C7 H5 N3 O2 S'
_chemical_formula_iupac  'C7 H5 N3 O2 S'
_chemical_formula_weight  195.20
_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  3.7715(2)
_cell_length_b  15.6399(8)
_cell_length_c  13.3484(9)
_cell_angle_alpha  90
_cell_angle_beta  93.252(2)
_cell_angle_gamma  90
_cell_volume  786.10(8)
_cell_formula_units_Z  4
_cell_measurement_temperature  150(2)
_exptl_crystal_density_diffrn  1.649
_diffrn_ambient_temperature  150(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  .13369(14)  .59656(4)  .73695(4)  .0212(2) Uani d . 1 . . S
  C2  .2747(5)  .55738(15)  .62235(16)  .0194(5) Uani d . 1 . . C
  N2  .4038(4)  .60932(12)  .55432(13)  .0222(4) Uani d . 1 . . N
  N3  .2508(5)  .47380(11)  .60927(13)  .0191(4) Uani d . 1 . . N
  C4  .1075(5)  .43604(14)  .69082(15)  .0168(5) Uani d . 1 . . C
  C5  .0369(5)  .34875(14)  .69966(16)  .0200(5) Uani d . 1 . . C
  C6  -.1067(5)  .31891(14)  .78566(16)  .0204(5) Uani d . 1 . . C
  C7  -.1796(5)  .37582(15)  .86222(15)  .0181(5) Uani d . 1 . . C
  N7  -.3315(5)  .34311(13)  .95236(13)  .0238(5) Uani d . 1 . . N
  O71  -.3864(4)  .26500(11)  .95848(12)  .0351(5) Uani d . 1 . . O
  O72  -.4024(4)  .39324(11) 1.01911(12)  .0324(4) Uani d . 1 . . O
  C8  -.1189(5)  .46298(14)  .85607(15)  .0173(5) Uani d . 1 . . C
  C9  .0242(5)  .49212(14)  .76966(16)  .0173(5) Uani d . 1 . . C
  H21  .4774  .5883  .4980  .027 Uiso calc R 1 . . H
  H22  .4155  .6647  .5657  .027 Uiso calc R 1 . . H
  H5  .0872  .3105  .6471  .024 Uiso calc R 1 . . H
  H6  -.1558  .2597  .7928  .025 Uiso calc R 1 . . H
  H8  -.1731  .5008  .9088  .021 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  .0260(3)  .0155(3)  .0226(3)  .0001(2)  .0053(2)  -.0009(2)
  C2  .0147(11)  .0208(14)  .0224(12)  .0009(9)  -.0011(9)  .0011(10)
  N2  .0311(11)  .0167(11)  .0196(10)  -.0021(8)  .0084(8)  -.0023(8)
  N3  .0205(10)  .0184(11)  .0187(10)  .0008(7)  .0027(7)  -.0005(8)
  C4  .0145(11)  .0167(13)  .0193(12)  .0007(8)  .0005(8)  -.0005(9)
  C5  .0216(12)  .0175(13)  .0208(12)  .0019(9)  .0009(9)  -.0025(9)
  C6  .0213(13)  .0155(13)  .0246(13)  .0020(9)  .0015(9)  .0009(10)
  C7  .0154(11)  .0198(13)  .0194(11)  .0009(9)  .0028(8)  .0021(9)
  N7  .0236(11)  .0231(12)  .0249(11)  .0010(8)  .0033(8)  .0028(9)
  O71  .0518(11)  .0170(10)  .0382(11)  -.0036(8)  .0164(8)  .0056(8)
  O72  .0478(11)  .0251(10)  .0256(9)  .0002(8)  .0136(8)  -.0038(8)
  C8  .0169(11)  .0192(13)  .0159(11)  .0023(9)  .0011(8)  -.0021(9)
  C9  .0155(11)  .0142(12)  .0218(12)  .0008(8)  -.0016(9)  -.0008(9)
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 C2 . 1.758(2) y
  C2 N3 . 1.321(3) y
  N3 C4 . 1.376(3) y
  C4 C5 . 1.397(3) y
  C5 C6 . 1.378(3) y
  C6 C7 . 1.394(3) y
  C7 C8 . 1.386(3) y
  C8 C9 . 1.378(3) y
  C9 S1 . 1.746(2) y
  C4 C9 . 1.419(3) y
  C2 N2 . 1.331(3) y
  C7 N7 . 1.455(3) y
  N7 O71 . 1.243(2) y
  N7 O72 . 1.228(2) y
  N2 H21 .  .8800 no
  N2 H22 .  .8800 no
  C5 H5 .  .9500 no
  C6 H6 .  .9500 no
  C8 H8 .  .9500 no