data_2014744
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2005
_journal_volume  61
_journal_page_first  o145
_journal_page_last  o147
_publ_section_title
;
2-Iodo-6-methoxy-4-nitroaniline: tripartite ribbons built from N---H...O
hydrogen bonds and iodo--nitro interactions are \p-stacked into sheets
;
loop_
_publ_author_name
  'Garden, Simon J.'
  'Glidewell, Christopher'
  'Low, John N.'
  'Skakle, Janet M. S.'
  'Wardell, James L.'
_chemical_formula_moiety  'C7 H7 I N2 O3'
_chemical_formula_sum  'C7 H7 I N2 O3'
_chemical_formula_iupac  'C7 H7 I N2 O3'
_chemical_formula_weight  294.05
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  8.0671(3)
_cell_length_b  8.0739(4)
_cell_length_c  8.6212(5)
_cell_angle_alpha  112.616(2)
_cell_angle_beta  115.060(3)
_cell_angle_gamma  93.810(3)
_cell_volume  451.55(4)
_cell_formula_units_Z  2
_cell_measurement_temperature  120(2)
_exptl_crystal_density_diffrn  2.163
_diffrn_ambient_temperature  120(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
  I2 0.21628(2) 0.90838(2) 0.66781(3) 0.02135(8) Uani d . 1 . . I
  O1 0.7476(3) 0.6384(3) 1.0752(3) 0.0265(5) Uani d . 1 . . O
  O2 0.7049(3) 0.3445(3) 0.9016(3) 0.0256(5) Uani d . 1 . . O
  O6 0.1721(3) 0.1987(3) 0.2458(3) 0.0194(4) Uani d . 1 . . O
  N1 0.0624(3) 0.5013(4) 0.2886(3) 0.0235(6) Uani d . 1 . . N
  N4 0.6613(3) 0.4922(3) 0.9212(3) 0.0190(5) Uani d . 1 . . N
  C1 0.2056(4) 0.5048(4) 0.4476(4) 0.0151(6) Uani d . 1 . . C
  C2 0.2989(4) 0.6607(4) 0.6293(4) 0.0149(6) Uani d . 1 . . C
  C3 0.4480(4) 0.6571(4) 0.7856(4) 0.0169(6) Uani d . 1 . . C
  C4 0.5038(4) 0.4954(4) 0.7597(4) 0.0151(6) Uani d . 1 . . C
  C5 0.4153(4) 0.3347(4) 0.5824(4) 0.0156(6) Uani d . 1 . . C
  C6 0.2686(4) 0.3417(4) 0.4282(4) 0.0162(6) Uani d . 1 . . C
  C61 0.2159(4) 0.0240(4) 0.2147(4) 0.0224(6) Uani d . 1 . . C
  H3 0.5103 0.7640 0.9079 0.020 Uiso calc R 1 . . H
  H5 0.4550 0.2241 0.5686 0.019 Uiso calc R 1 . . H
  H11 0.0225 0.6014 0.2957 0.028 Uiso calc R 1 . . H
  H12 0.0094 0.3989 0.1783 0.028 Uiso calc R 1 . . H
  H61A 0.3503 0.0405 0.2487 0.034 Uiso calc R 1 . . H
  H61B 0.1361 -0.0667 0.0789 0.034 Uiso calc R 1 . . H
  H61C 0.1914 -0.0217 0.2952 0.034 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
  I2 0.02230(12) 0.01713(12) 0.02269(12) 0.01023(8) 0.00859(8) 0.00921(9)
  O1 0.0306(11) 0.0176(11) 0.0140(11) 0.0105(9) 0.0000(9) 0.0026(9)
  O2 0.0318(11) 0.0166(11) 0.0202(11) 0.0142(9) 0.0055(9) 0.0077(9)
  O6 0.0186(9) 0.0146(10) 0.0142(10) 0.0055(8) 0.0014(8) 0.0037(8)
  N1 0.0224(12) 0.0182(13) 0.0171(13) 0.0084(10) 0.0008(10) 0.0055(11)
  N4 0.0206(12) 0.0185(13) 0.0141(12) 0.0070(10) 0.0052(10) 0.0073(11)
  C1 0.0137(13) 0.0180(14) 0.0155(14) 0.0042(11) 0.0066(11) 0.0099(12)
  C2 0.0170(13) 0.0107(13) 0.0174(14) 0.0061(11) 0.0081(11) 0.0068(11)
  C3 0.0184(13) 0.0149(14) 0.0149(14) 0.0035(11) 0.0067(11) 0.0062(12)
  C4 0.0132(12) 0.0187(15) 0.0088(13) 0.0039(11) 0.0018(10) 0.0059(11)
  C5 0.0169(13) 0.0154(14) 0.0155(14) 0.0053(11) 0.0071(11) 0.0087(12)
  C6 0.0156(13) 0.0134(14) 0.0127(14) 0.0020(11) 0.0043(11) 0.0028(11)
  C61 0.0247(15) 0.0134(15) 0.0168(15) 0.0040(12) 0.0045(12) 0.0021(12)
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 N1 . 1.356(3) no
  C1 C2 . 1.401(4) no
  C1 C6 . 1.418(4) no
  N1 H11 . 0.88 no
  N1 H12 . 0.88 no
  C2 C3 . 1.388(4) no
  C2 I2 . 2.100(3) no
  C3 C4 . 1.377(4) no
  C3 H3 . 0.95 no
  C4 C5 . 1.399(4) no
  C4 N4 . 1.445(3) no
  N4 O2 . 1.234(3) no
  N4 O1 . 1.242(3) no
  C5 C6 . 1.381(4) no
  C5 H5 . 0.95 no
  C6 O6 . 1.363(3) no
  O6 C61 . 1.429(4) no
  C61 H61A . 0.98 no
  C61 H61B . 0.98 no
  C61 H61C . 0.98 no