#------------------------------------------------------------------------------
#$Date: 2008-01-13 23:15:36 +0100 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012908.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_2012908
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o463
_journal_page_last  o466
_publ_section_title
;
2,6-Diiodo-4-nitrophenol, 2,6-diiodo-4-nitrophenyl acetate and
2,6-diiodo-4-nitroanisole: interplay of hydrogen bonds, iodo...nitro
interactions and aromatic \p...\p stacking interactions to give
supramolecular structures in one, two and three dimensions
;
loop_
_publ_author_name
  'Garden, Simon J.'
  'da Cunha, Fernanda R. '
  'Wardell, James L.'
  'Skakle, Janet M. S.'
  'Low, John N.'
  'Glidewell, Christopher'
_chemical_formula_moiety  'C8 H5 I2 N O4'
_chemical_formula_sum  'C8 H5 I2 N O4'
_chemical_formula_weight  432.93
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, -y, z+1/2'
  'x+1/2, -y+1/2, -z+1/2'
  '-x, y+1/2, -z'
  '-x, -y, -z'
  'x+1/2, y, -z+1/2'
  '-x+1/2, y+1/2, z+1/2'
  'x, -y+1/2, z'
_cell_length_a  8.0608(9)
_cell_length_b  12.4501(14)
_cell_length_c  11.6790(13)
_cell_angle_alpha  90
_cell_angle_beta  90
_cell_angle_gamma  90
_cell_volume  1172.1(2)
_cell_formula_units_Z  4
_cell_measurement_temperature  292(2)
_exptl_crystal_density_diffrn  2.453
_diffrn_ambient_temperature  292(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
  C1 0.1503(5) 0.2500 0.1689(3) 0.0376(7) Uani d S 1 . . C
  O1 0.1962(3) 0.2500 0.0539(2) 0.0406(6) Uani d S 1 . . O
  C11 0.0705(6) 0.2500 -0.0268(3) 0.0447(9) Uani d S 1 . . C
  O12 -0.0711(5) 0.2500 0.0010(3) 0.0801(14) Uani d S 1 . . O
  C12 0.1402(6) 0.2500 -0.1442(3) 0.0548(12) Uani d S 1 . . C
  C2 0.1341(3) 0.3471(2) 0.2269(2) 0.0407(6) Uani d . 1 . . C
  I2 0.16877(4) 0.49229(2) 0.14194(2) 0.06767(17) Uani d . 1 . . I
  C3 0.1006(4) 0.3473(3) 0.3440(2) 0.0444(6) Uani d . 1 . . C
  C4 0.0833(5) 0.2500 0.3985(3) 0.0436(9) Uani d S 1 . . C
  N4 0.0485(5) 0.2500 0.5223(3) 0.0540(10) Uani d S 1 . . N
  O4 0.0328(4) 0.3362(3) 0.5705(2) 0.0765(9) Uani d . 1 . . O
  H12A 0.0605 0.2202 -0.1963 0.082 Uiso calc PR 0.50 . . H
  H12B 0.2395 0.2075 -0.1457 0.082 Uiso calc PR 0.50 . . H
  H12C 0.1657 0.3223 -0.1666 0.082 Uiso calc PR 0.50 . . H
  H3 0.0903 0.4114 0.3842 0.053 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
  C1 0.0379(18) 0.048(2) 0.0274(15) 0.000 0.0006(13) 0.000
  O1 0.0390(14) 0.0558(17) 0.0270(12) 0.000 0.0029(10) 0.000
  C11 0.052(2) 0.051(2) 0.0312(17) 0.000 0.0005(16) 0.000
  O12 0.0437(18) 0.150(5) 0.0464(19) 0.000 -0.0016(15) 0.000
  C12 0.064(3) 0.072(3) 0.0288(18) 0.000 -0.0013(17) 0.000
  C2 0.0430(14) 0.0448(14) 0.0344(12) 0.0022(11) -0.0010(10) 0.0007(10)
  I2 0.1028(3) 0.04586(18) 0.0543(2) 0.00141(11) 0.00652(12) 0.00583(9)
  C3 0.0461(14) 0.0547(17) 0.0323(12) 0.0030(13) -0.0015(11) -0.0046(11)
  C4 0.0371(19) 0.068(3) 0.0255(15) 0.000 -0.0045(14) 0.000
  N4 0.0471(19) 0.089(3) 0.0262(15) 0.000 -0.0035(13) 0.000
  O4 0.088(2) 0.103(2) 0.0381(12) -0.0214(16) 0.0074(12) -0.0237(14)
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
  C1 C2 8_555 1.392(3) no
  C1 C2 . 1.392(3) no
  C1 O1 . 1.393(4) no
  O1 C11 . 1.385(5) no
  C11 O12 . 1.186(6) no
  C11 C12 . 1.481(6) no
  C12 H12A . 0.9600 no
  C12 H12B . 0.9600 no
  C12 H12C . 0.9600 no
  C2 C3 . 1.394(4) no
  C2 I2 . 2.080(3) no
  C3 C4 . 1.375(4) no
  C3 H3 . 0.9300 no
  C4 C3 8_555 1.375(4) no
  C4 N4 . 1.474(5) no
  N4 O4 . 1.218(3) no
  N4 O4 8_555 1.218(3) no