#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2200894.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_2200894
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2002
_journal_volume  58
_journal_page_first  o282
_journal_page_last  o284
_publ_section_title
;
N-Phenyl-2-nitrobenzamide, an acridone alkaloid precursor
;
loop_
_publ_author_name
  'Jackson, Roxanne Jean'
  'Parvez, Masood'
  'Nizami, Shaikh S.'
  'Khan, Reem Y.'
_chemical_name_common  '2-Nitrobenzanilide'
_chemical_formula_moiety  'C13 H10 N2 O3'
_chemical_formula_sum  'C13 H10 N2 O3'
_chemical_formula_iupac  'C13 H10 N2 O3'
_chemical_formula_weight  242.23
_chemical_melting_point  '426-428 K'
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P b c a'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, -y, z+1/2'
  'x+1/2, -y+1/2, -z'
  '-x, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x-1/2, y, -z-1/2'
  '-x-1/2, y-1/2, z'
  'x, -y-1/2, z-1/2'
_cell_length_a  7.94060(10)
_cell_length_b  9.4695(2)
_cell_length_c  31.1671(5)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  2343.56(7)
_cell_formula_units_Z  8
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.373
_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
  O1  .67464(14)  .25815(9)  .12636(4)  .0575(3) Uani d . 1 . . O
  O2  .81040(19)  -.15887(15)  .02559(5)  .0861(5) Uani d . 1 . . O
  O3  .87071(15)  .04153(13)  .05372(4)  .0671(4) Uani d . 1 . . O
  N1  .77326(17)  -.05512(13)  .04633(4)  .0515(3) Uani d . 1 . . N
  N2  .80030(15)  .05103(11)  .14434(4)  .0444(3) Uani d . 1 . . N
  H2  .7933  -.0389  .1410  .053 Uiso calc R 1 . . H
  C1  .56302(18)  .04938(13)  .09612(4)  .0406(3) Uani d . 1 . . C
  C2  .39453(19)  .06428(16)  .10733(5)  .0550(4) Uani d . 1 . . C
  H2A  .3649  .1262  .1292  .066 Uiso calc R 1 . . H
  C3  .2705(2)  -.0113(2)  .08651(7)  .0682(5) Uani d . 1 . . C
  H3  .1583  .0010  .0942  .082 Uiso calc R 1 . . H
  C4  .3113(2)  -.1047(2)  .05447(6)  .0666(5) Uani d . 1 . . C
  H4  .2273  -.1569  .0411  .080 Uiso calc R 1 . . H
  C5  .4765(2)  -.12086(17)  .04223(5)  .0567(4) Uani d . 1 . . C
  H5  .5047  -.1834  .0204  .068 Uiso calc R 1 . . H
  C6  .60025(18)  -.04335(13)  .06269(4)  .0422(3) Uani d . 1 . . C
  C7  .68841(17)  .13027(13)  .12274(5)  .0406(3) Uani d . 1 . . C
  C8  .92844(17)  .10094(13)  .17196(4)  .0397(3) Uani d . 1 . . C
  C9 1.0050(2)  .23047(15)  .16618(5)  .0524(4) Uani d . 1 . . C
  H9  .9736  .2880  .1434  .063 Uiso calc R 1 . . H
  C10 1.1289(2)  .27446(17)  .19454(6)  .0654(5) Uani d . 1 . . C
  H10 1.1797  .3620  .1907  .078 Uiso calc R 1 . . H
  C11 1.1772(2)  .19029(18)  .22815(6)  .0650(5) Uani d . 1 . . C
  H11 1.2595  .2208  .2472  .078 Uiso calc R 1 . . H
  C12 1.1025(2)  .05965(17)  .23334(5)  .0588(4) Uani d . 1 . . C
  H12 1.1353  .0018  .2560  .071 Uiso calc R 1 . . H
  C13  .9798(2)  .01447(15)  .20530(5)  .0492(4) Uani d . 1 . . C
  H13  .9315  -.0742  .2088  .059 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
  O1  .0644(7)  .0268(5)  .0813(8)  .0038(4)  -.0136(6)  -.0095(5)
  O2  .0914(10)  .0793(9)  .0877(10)  .0056(7)  .0279(8)  -.0350(7)
  O3  .0525(7)  .0706(8)  .0782(8)  -.0103(6)  .0071(6)  -.0048(6)
  N1  .0571(8)  .0501(7)  .0474(7)  .0016(6)  .0041(6)  -.0052(6)
  N2  .0535(7)  .0254(5)  .0541(7)  -.0007(5)  -.0108(5)  -.0064(4)
  C1  .0432(8)  .0298(6)  .0488(7)  .0017(5)  -.0046(6)  -.0015(5)
  C2  .0467(9)  .0514(8)  .0669(10)  .0075(7)  -.0033(7)  -.0115(7)
  C3  .0427(9)  .0787(12)  .0831(12)  -.0004(8)  -.0076(8)  -.0063(10)
  C4  .0562(11)  .0696(11)  .0739(11)  -.0136(8)  -.0184(9)  -.0073(9)
  C5  .0672(11)  .0510(8)  .0518(9)  -.0066(8)  -.0107(7)  -.0102(7)
  C6  .0471(8)  .0350(7)  .0444(7)  .0003(6)  -.0025(6)  -.0013(5)
  C7  .0455(8)  .0279(6)  .0484(7)  .0007(5)  .0000(6)  -.0047(5)
  C8  .0418(7)  .0332(6)  .0440(7)  .0030(5)  -.0008(6)  -.0085(5)
  C9  .0586(9)  .0403(8)  .0582(9)  -.0066(7)  -.0121(7)  .0013(6)
  C10  .0621(10)  .0458(9)  .0883(13)  -.0085(8)  -.0219(9)  -.0066(8)
  C11  .0612(10)  .0593(10)  .0746(12)  .0082(8)  -.0261(9)  -.0183(8)
  C12  .0595(10)  .0591(10)  .0577(9)  .0151(8)  -.0126(8)  -.0017(7)
  C13  .0495(9)  .0400(7)  .0582(9)  .0054(6)  -.0011(7)  .0005(6)
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
  O1 C7 . 1.2212(15) y
  O2 N1 . 1.2124(16) y
  O3 N1 . 1.2205(17) y
  N1 C6 . 1.470(2) y
  N2 C7 . 1.3436(17) y
  N2 C8 . 1.4142(17) y
  N2 H2 .  .8600 n
  C1 C2 . 1.390(2) n
  C1 C6 . 1.3942(19) n
  C1 C7 . 1.5056(19) n
  C2 C3 . 1.380(2) n
  C2 H2A .  .9300 n
  C3 C4 . 1.372(3) n
  C3 H3 .  .9300 n
  C4 C5 . 1.375(3) n
  C4 H4 .  .9300 n
  C5 C6 . 1.383(2) n
  C5 H5 .  .9300 n
  C8 C9 . 1.3808(19) n
  C8 C13 . 1.385(2) n
  C9 C10 . 1.387(2) n
  C9 H9 .  .9300 n
  C10 C11 . 1.371(2) n
  C10 H10 .  .9300 n
  C11 C12 . 1.382(3) n
  C11 H11 .  .9300 n
  C12 C13 . 1.376(2) n
  C12 H12 .  .9300 n
  C13 H13 .  .9300 n