#------------------------------------------------------------------------------
#$Date: 2011-09-17 23:27:16 +0300 (Sat, 17 Sep 2011) $
#$Revision: 26029 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2012159.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_2012159
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2001
_journal_volume  57
_journal_page_first  942
_journal_page_last  945
_publ_section_title
;
Triclinic and orthorhombic polymorphs of 2-iodo-4-nitroaniline: interplay
of hydrogen bonds, nitro...I interactions and aromatic \p...\p
stacking interactions
;
loop_
_publ_author_name
  'McWilliam, Susan A.'
  'Skakle, Janet M.S.'
  'Low, John N.'
  'Wardell, James L.'
  'Garden, Simon J.'
  'Pinto, Angelo C.'
  'Torres, Jose C.'
  'Glidewell, Christopher'
_chemical_formula_moiety  'C6 H5 I N2 O2'
_chemical_formula_sum  'C6 H5 I N2 O2'
_chemical_formula_weight  264.02
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  7.1647(4)
_cell_length_b  7.9572(4)
_cell_length_c  8.0489(5)
_cell_angle_alpha  67.905(3)
_cell_angle_beta  86.956(3)
_cell_angle_gamma  65.744(2)
_cell_volume  384.84(4)
_cell_formula_units_Z  2
_cell_measurement_temperature  150(2)
_exptl_crystal_density_diffrn  2.278
_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
  N1  .5600(9) 1.1211(8)  .1092(7)  .0313(11) Uani d . 1 . . N
  C1  .5549(9)  .9692(8)  .2561(7)  .0235(11) Uani d . 1 . . C
  C2  .3716(9)  .9557(8)  .3118(7)  .0236(11) Uani d . 1 . . C
  I2  .08930(6) 1.17350(5)  .15765(5)  .03361(19) Uani d . 1 . . I
  C3  .3701(9)  .8046(8)  .4684(8)  .0244(11) Uani d . 1 . . C
  C4  .5571(9)  .6618(8)  .5699(7)  .0223(11) Uani d . 1 . . C
  O1  .3910(7)  .5031(6)  .7809(6)  .0339(10) Uani d . 1 . . O
  O2  .7239(7)  .3786(6)  .8240(6)  .0350(10) Uani d . 1 . . O
  N4  .5571(8)  .5051(7)  .7357(6)  .0253(10) Uani d . 1 . . N
  C5  .7436(9)  .6646(8)  .5181(7)  .0237(11) Uani d . 1 . . C
  C6  .7417(9)  .8177(8)  .3609(8)  .0259(11) Uani d . 1 . . C
  H11  .4444 1.2177  .0434  .038 Uiso calc R 1 . . H
  H12  .6790 1.1237  .0790  .038 Uiso calc R 1 . . H
  H3  .2441  .7986  .5057  .029 Uiso calc R 1 . . H
  H5  .8699  .5637  .5889  .028 Uiso calc R 1 . . H
  H6  .8686  .8208  .3229  .031 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
  N1  .044(3)  .026(2)  .025(2)  -.020(2)  .003(2)  -.004(2)
  C1  .036(3)  .018(2)  .016(2)  -.011(2)  .002(2)  -.006(2)
  C2  .028(3)  .014(2)  .022(3)  -.004(2)  -.003(2)  -.004(2)
  I2  .0321(3)  .0226(2)  .0316(3)  -.00509(18)  -.00796(17)  -.00137(18)
  C3  .027(3)  .018(2)  .023(3)  -.005(2)  -.001(2)  -.007(2)
  C4  .035(3)  .015(2)  .012(2)  -.009(2)  .002(2)  -.0015(19)
  O1  .034(2)  .025(2)  .031(2)  -.0097(18)  .0073(18)  -.0022(18)
  O2  .034(2)  .024(2)  .028(2)  -.0086(18)  -.0084(18)  .0064(17)
  N4  .033(3)  .018(2)  .020(2)  -.010(2)  .0020(19)  -.0043(19)
  C5  .024(3)  .020(2)  .022(3)  -.005(2)  -.001(2)  -.008(2)
  C6  .026(3)  .021(3)  .030(3)  -.011(2)  .005(2)  -.008(2)
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
  N1 C1 . 1.348(7) no
  N1 H11 .  .8800 no
  N1 H12 .  .8800 no
  C1 C2 . 1.399(8) no
  C1 C6 . 1.409(8) no
  C2 C3 . 1.380(8) no
  C2 I2 . 2.098(5) no
  C3 C4 . 1.386(8) no
  C3 H3 .  .9500 no
  C4 C5 . 1.385(8) no
  C4 N4 . 1.444(7) no
  O1 N4 . 1.230(7) no
  O2 N4 . 1.229(6) no
  C5 C6 . 1.384(8) no
  C5 H5 .  .9500 no
  C6 H6 .  .9500 no
_cod_database_code 2012159