#------------------------------------------------------------------------------
#$Date: 2011-09-17 23:27:16 +0300 (Sat, 17 Sep 2011) $
#$Revision: 26029 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2012883.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_2012883
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o487
_journal_page_last  o490
_publ_section_title
;
2-Iodo-N-(3-nitrobenzyl)aniline and 3-iodo-N-(3-nitrobenzyl)aniline
exhibit entirely different patterns of supramolecular aggregation
;
loop_
_publ_author_name
  'Glidewell, Christopher'
  'Low, John N.'
  'Skakle, Janet M, S.'
  'Wardell, Solange M. S. V.'
  'Wardell, James L.'
_chemical_formula_moiety  'C13 H11 I N2 O2'
_chemical_formula_sum  'C13 H11 I N2 O2'
_chemical_formula_weight  354.14
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
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  7.9024(5)
_cell_length_b  28.7265(15)
_cell_length_c  11.3019(6)
_cell_angle_alpha  90
_cell_angle_beta  90
_cell_angle_gamma  90
_cell_volume  2565.6(3)
_cell_formula_units_Z  8
_cell_measurement_temperature  120(2)
_exptl_crystal_density_diffrn  1.834
_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
  C1 0.2440(3) 0.35278(8) 0.55834(17) 0.0177(4) Uani d . 1 . . C
  N1 0.3957(3) 0.37589(7) 0.57762(15) 0.0210(4) Uani d . 1 . . N
  C2 0.2252(3) 0.32010(7) 0.46661(19) 0.0174(4) Uani d . 1 . . C
  C3 0.0710(3) 0.29732(8) 0.45373(19) 0.0183(4) Uani d . 1 . . C
  I3 0.04055(2) 0.249097(4) 0.315030(14) 0.02199(8) Uani d . 1 . . I
  C4 -0.0658(3) 0.30543(8) 0.5284(2) 0.0228(5) Uani d . 1 . . C
  C5 -0.0449(3) 0.33769(9) 0.6187(2) 0.0238(5) Uani d . 1 . . C
  C6 0.1063(3) 0.36102(8) 0.63407(19) 0.0225(5) Uani d . 1 . . C
  C11 0.4734(3) 0.40475(8) 0.3760(2) 0.0190(5) Uani d . 1 . . C
  C12 0.3905(3) 0.44716(7) 0.38475(19) 0.0195(5) Uani d . 1 . . C
  C13 0.3455(3) 0.47019(8) 0.2813(2) 0.0202(5) Uani d . 1 . . C
  N13 0.2565(3) 0.51451(8) 0.28992(18) 0.0260(5) Uani d . 1 . . N
  O131 0.1950(3) 0.53116(6) 0.19910(15) 0.0363(5) Uani d . 1 . . O
  O132 0.2435(3) 0.53339(6) 0.38672(16) 0.0435(5) Uani d . 1 . . O
  C14 0.3807(3) 0.45262(8) 0.1692(2) 0.0237(5) Uani d . 1 . . C
  C15 0.4641(3) 0.41029(9) 0.1622(2) 0.0262(5) Uani d . 1 . . C
  C16 0.5097(3) 0.38687(8) 0.2645(2) 0.0234(5) Uani d . 1 . . C
  C17 0.5257(3) 0.37839(8) 0.4873(2) 0.0211(5) Uani d . 1 . . C
  H1 0.4134 0.3894 0.6464 0.025 Uiso calc R 1 . . H
  H2 0.3163 0.3137 0.4143 0.021 Uiso calc R 1 . . H
  H4 -0.1700 0.2894 0.5179 0.027 Uiso calc R 1 . . H
  H5 -0.1364 0.3439 0.6709 0.029 Uiso calc R 1 . . H
  H6 0.1173 0.3829 0.6966 0.027 Uiso calc R 1 . . H
  H12 0.3650 0.4602 0.4599 0.023 Uiso calc R 1 . . H
  H14 0.3487 0.4691 0.0999 0.028 Uiso calc R 1 . . H
  H15 0.4900 0.3973 0.0871 0.031 Uiso calc R 1 . . H
  H16 0.5671 0.3579 0.2584 0.028 Uiso calc R 1 . . H
  H17A 0.5583 0.3463 0.4647 0.025 Uiso calc R 1 . . H
  H17B 0.6269 0.3936 0.5214 0.025 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 0.0213(11) 0.0171(10) 0.0147(10) 0.0033(9) -0.0041(9) 0.0034(8)
  N1 0.0261(11) 0.0223(10) 0.0145(9) -0.0014(9) -0.0050(8) -0.0017(7)
  C2 0.0178(11) 0.0191(10) 0.0153(10) 0.0020(9) 0.0001(9) 0.0021(8)
  C3 0.0204(11) 0.0180(11) 0.0165(10) 0.0031(9) -0.0014(9) 0.0014(8)
  I3 0.01802(12) 0.02279(12) 0.02518(13) -0.00249(6) -0.00290(5) -0.00465(5)
  C4 0.0181(11) 0.0250(12) 0.0252(12) 0.0012(9) 0.0013(10) 0.0061(10)
  C5 0.0255(13) 0.0285(13) 0.0173(11) 0.0075(10) 0.0060(9) 0.0046(9)
  C6 0.0307(13) 0.0222(11) 0.0144(10) 0.0064(10) -0.0009(10) 0.0017(8)
  C11 0.0175(11) 0.0190(11) 0.0206(11) -0.0050(9) -0.0010(9) -0.0012(8)
  C12 0.0225(12) 0.0189(11) 0.0170(11) -0.0036(9) 0.0005(9) -0.0022(8)
  C13 0.0247(12) 0.0167(11) 0.0192(11) -0.0038(9) -0.0002(10) -0.0018(8)
  N13 0.0353(13) 0.0200(9) 0.0228(10) -0.0017(8) -0.0010(9) 0.0034(8)
  O131 0.0543(13) 0.0272(10) 0.0273(10) 0.0065(9) -0.0071(9) 0.0086(7)
  O132 0.0754(16) 0.0288(10) 0.0262(10) 0.0177(10) -0.0014(10) -0.0046(8)
  C14 0.0281(13) 0.0266(12) 0.0163(11) -0.0074(10) -0.0002(10) 0.0026(9)
  C15 0.0279(14) 0.0321(13) 0.0186(11) -0.0021(10) 0.0039(10) -0.0083(10)
  C16 0.0226(11) 0.0204(12) 0.0271(13) -0.0016(10) 0.0029(10) -0.0056(9)
  C17 0.0191(11) 0.0201(11) 0.0240(12) -0.0008(9) -0.0042(9) -0.0012(9)
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 . 1.388(3) no
  C1 C6 . 1.404(3) no
  C1 C2 . 1.406(3) no
  N1 C17 . 1.450(3) no
  N1 H1 . 0.8800 no
  C2 C3 . 1.391(3) no
  C2 H2 . 0.9500 no
  C3 C4 . 1.391(3) no
  C3 I3 . 2.106(2) no
  C4 C5 . 1.388(3) no
  C4 H4 . 0.9500 no
  C5 C6 . 1.381(3) no
  C5 H5 . 0.9500 no
  C6 H6 . 0.9500 no
  C11 C12 . 1.387(3) no
  C11 C16 . 1.390(3) no
  C11 C17 . 1.525(3) no
  C12 C13 . 1.389(3) no
  C12 H12 . 0.9500 no
  C13 C14 . 1.392(3) no
  C13 N13 . 1.458(3) no
  N13 O132 . 1.225(3) no
  N13 O131 . 1.232(3) no
  C14 C15 . 1.385(3) no
  C14 H14 . 0.9500 no
  C15 C16 . 1.385(3) no
  C15 H15 . 0.9500 no
  C16 H16 . 0.9500 no
  C17 H17A . 0.9900 no
  C17 H17B . 0.9900 no
_cod_database_code 2012883