#------------------------------------------------------------------------------
#$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2012161.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_2012161
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2001
_journal_volume  57
_journal_page_first  946
_journal_page_last  948
_publ_section_title
;
Hydrogen-bonded chains in 2-nitrodiphenylamine
;
loop_
_publ_author_name
  'McWilliam, Susan A.'
  'Skakle, Janet M. S.'
  'Wardell, James L.'
  'Low, John Nicolson'
  'Glidewell, Christopher'
_chemical_formula_moiety  'C12 H10 N2 O2'
_chemical_formula_sum  'C12 H10 N2 O2'
_chemical_formula_weight  214.22
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P c a 21'
_symmetry_space_group_name_Hall  'P 2c -2ac'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, z+1/2'
  'x+1/2, -y, z'
  '-x+1/2, y, z+1/2'
_cell_length_a  14.7077(5)
_cell_length_b  10.1602(4)
_cell_length_c  6.7878(2)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  1014.32(6)
_cell_formula_units_Z  4
_cell_measurement_temperature  150(2)
_exptl_crystal_density_diffrn  1.403
_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
  C11  .10776(15)  .6247(2)  .2121(4)  .0220(5) Uani d . 1 . . C
  N1  .08211(14)  .74980(18)  .2639(4)  .0268(5) Uani d . 1 . . N
  C12  .19915(16)  .5831(2)  .2064(4)  .0234(5) Uani d . 1 . . C
  N2  .27326(12)  .6698(2)  .2587(3)  .0268(5) Uani d . 1 . . N
  O1  .25536(13)  .77348(15)  .3512(3)  .0325(5) Uani d . 1 . . O
  O2  .35155(11)  .63978(18)  .2152(3)  .0384(5) Uani d . 1 . . O
  C13  .22414(16)  .4559(2)  .1465(4)  .0268(6) Uani d . 1 . . C
  C14  .15829(16)  .3664(2)  .0961(4)  .0280(6) Uani d . 1 . . C
  C15  .06768(16)  .4027(2)  .1096(4)  .0265(6) Uani d . 1 . . C
  C16  .04220(16)  .5275(2)  .1662(4)  .0251(6) Uani d . 1 . . C
  C21  -.00247(15)  .8114(2)  .2271(4)  .0242(5) Uani d . 1 . . C
  C22  -.05434(12)  .78654(16)  .0613(3)  .0296(6) Uani d . 1 . . C
  C23  -.13509(12)  .85409(16)  .0307(3)  .0340(6) Uani d . 1 . . C
  C24  -.16349(17)  .9484(2)  .1644(5)  .0344(7) Uani d . 1 . . C
  C25  -.11106(17)  .9761(2)  .3274(5)  .0333(7) Uani d . 1 . . C
  C26  -.03084(17)  .9069(2)  .3609(4)  .0277(6) Uani d . 1 . . C
  H1  .1229  .7971  .3271  .032 Uiso calc R 1 . . H
  H13  .2865  .4318  .1409  .032 Uiso calc R 1 . . H
  H14  .1746  .2807  .0525  .034 Uiso calc R 1 . . H
  H15  .0220  .3398  .0791  .032 Uiso calc R 1 . . H
  H16  -.0206  .5487  .1746  .030 Uiso calc R 1 . . H
  H22  -.0346  .7230  -.0320  .035 Uiso calc R 1 . . H
  H23  -.1710  .8356  -.0824  .041 Uiso calc R 1 . . H
  H24  -.2191  .9939  .1439  .041 Uiso calc R 1 . . H
  H25  -.1297 1.0426  .4171  .040 Uiso calc R 1 . . H
  H26  .0045  .9249  .4748  .033 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
  C11  .0242(12)  .0182(11)  .0235(13)  -.0009(8)  .0014(11)  .0008(10)
  N1  .0216(10)  .0206(10)  .0384(14)  -.0002(7)  -.0034(9)  -.0036(9)
  C12  .0230(12)  .0224(11)  .0248(14)  .0007(9)  -.0004(10)  .0026(11)
  N2  .0237(12)  .0267(10)  .0301(12)  -.0015(7)  -.0007(10)  .0050(10)
  O1  .0314(9)  .0248(8)  .0412(13)  -.0042(8)  -.0027(9)  .0004(9)
  O2  .0211(9)  .0434(11)  .0507(13)  .0007(7)  .0041(9)  .0007(10)
  C13  .0259(14)  .0262(12)  .0284(14)  .0041(8)  .0008(10)  .0036(11)
  C14  .0327(13)  .0215(11)  .0298(14)  .0039(9)  .0007(11)  -.0009(10)
  C15  .0333(14)  .0211(11)  .0251(14)  -.0012(9)  .0008(11)  .0021(11)
  C16  .0224(12)  .0234(11)  .0295(14)  -.0008(8)  .0011(10)  -.0015(11)
  C21  .0217(12)  .0174(11)  .0336(14)  -.0001(8)  .0019(11)  .0017(11)
  C22  .0315(13)  .0223(11)  .0349(15)  .0023(9)  -.0016(13)  -.0018(12)
  C23  .0314(13)  .0277(12)  .0429(17)  -.0005(10)  -.0090(13)  .0026(13)
  C24  .0232(13)  .0267(13)  .0531(19)  .0031(9)  -.0022(12)  .0011(13)
  C25  .0311(14)  .0226(12)  .0463(18)  .0055(9)  .0044(13)  -.0016(13)
  C26  .0310(13)  .0195(12)  .0327(15)  -.0002(9)  -.0006(12)  -.0026(11)
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
  C11 C12 . 1.409(3) y
  C12 C13 . 1.404(3) y
  C13 C14 . 1.372(3) y
  C14 C15 . 1.386(3) y
  C15 C16 . 1.377(3) y
  C16 C11 . 1.415(3) y
  C12 N2 . 1.446(3) y
  N2 O1 . 1.254(3) y
  N2 O2 . 1.227(2) y
  C21 C22 . 1.383(3) y
  C22 C23 . 1.387(2) y
  C23 C24 . 1.384(4) y
  C24 C25 . 1.378(5) y
  C25 C26 . 1.392(3) y
  C26 C21 . 1.393(4) y
  N1 C11 . 1.372(3) y
  N1 C21 . 1.415(3) y
  N1 H1 .  .8800 no
  C13 H13 .  .9500 no
  C14 H14 .  .9500 no
  C15 H15 .  .9500 no
  C16 H16 .  .9500 no
  C22 H22 .  .9500 no
  C23 H23 .  .9500 no
  C24 H24 .  .9500 no
  C25 H25 .  .9500 no
  C26 H26 .  .9500 no