#------------------------------------------------------------------------------
#$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $
#$Revision: 481 $
#$URL: svn://www.crystallography.net/cod/cif/2/2009034.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_2009034
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1999
_journal_volume 55
_journal_page_first  1672
_journal_page_last  1673
_publ_section_title
;
N-(4-Chloro-2-iodophenyl)-N-methylcinnamamide
;
loop_
_publ_author_name
  'S. Renganayaki'
  'E. Subramanian'
  'S. Shanmuga Sundara Raj'
  'Hoong-Kun Fun'
_chemical_formula_sum  'C16 H13 Cl I N O'
_chemical_formula_weight  397.62
_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  9.0587(2)
_cell_length_b  10.2616(2)
_cell_length_c  10.3295(2)
_cell_angle_alpha  79.1040(10)
_cell_angle_beta  64.8980(10)
_cell_angle_gamma  65.4560(10)
_cell_volume  790.85(3)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.670
_diffrn_ambient_temperature  293(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
  I1  .36433(4)  .02306(3)  .86830(3)  .08116(14) Uani d . 1 . . I
  Cl1  .16166(15)  .52496(14)  .54081(14)  .0886(3) Uani d . 1 . . Cl
  C1  .8049(4)  .3011(4)  .9076(3)  .0523(6) Uani d . 1 . . C
  C2  .7279(6)  .4353(4)  .8562(4)  .0691(9) Uani d . 1 . . C
  H2A  .6946  .4432  .7805  .083 Uiso calc R 1 . . H
  C3  .6994(8)  .5577(5)  .9148(6)  .0956(15) Uani d . 1 . . C
  H3A  .6465  .6473  .8793  .115 Uiso calc R 1 . . H
  C4  .7500(8)  .5468(7) 1.0268(6)  .0987(16) Uani d . 1 . . C
  H4A  .7328  .6293 1.0654  .118 Uiso calc R 1 . . H
  C5  .8241(8)  .4169(7) 1.0802(5)  .0930(15) Uani d . 1 . . C
  H5A  .8554  .4107 1.1568  .112 Uiso calc R 1 . . H
  C6  .8543(5)  .2918(5) 1.0214(4)  .0693(9) Uani d . 1 . . C
  H6A  .9071  .2026 1.0578  .083 Uiso calc R 1 . . H
  C7  .8413(4)  .1692(3)  .8453(3)  .0517(6) Uani d . 1 . . C
  H7A  .9243  .0860  .8649  .062 Uiso calc R 1 . . H
  C8  .7684(4)  .1556(3)  .7637(3)  .0514(6) Uani d . 1 . . C
  H8A  .6811  .2350  .7448  .062 Uiso calc R 1 . . H
  C9  .8248(4)  .0142(3)  .7020(3)  .0542(7) Uani d . 1 . . C
  O10  .9404(4)  -.0918(3)  .7235(3)  .0749(7) Uani d . 1 . . O
  N11  .7407(4)  .0100(3)  .6216(3)  .0586(6) Uani d . 1 . . N
  C12  .7922(7)  -.1253(5)  .5556(6)  .0904(14) Uani d . 1 . . C
  H12A  .8876  -.1979  .5777  .136 Uiso calc R 1 . . H
  H12B  .8290  -.1119  .4538  .136 Uiso calc R 1 . . H
  H12C  .6937  -.1544  .5922  .136 Uiso calc R 1 . . H
  C13  .6000(4)  .1294(3)  .5992(3)  .0510(6) Uani d . 1 . . C
  C14  .6346(5)  .2191(4)  .4808(4)  .0628(8) Uani d . 1 . . C
  H14A  .7495  .1980  .4142  .075 Uiso calc R 1 . . H
  C15  .5005(5)  .3397(5)  .4604(4)  .0662(8) Uani d . 1 . . C
  H15A  .5250  .3995  .3811  .079 Uiso calc R 1 . . H
  C16  .3303(5)  .3699(4)  .5590(4)  .0568(7) Uani d . 1 . . C
  C17  .2907(4)  .2800(4)  .6747(3)  .0557(7) Uani d . 1 . . C
  H17A  .1749  .3004  .7392  .067 Uiso calc R 1 . . H
  C18  .4252(4)  .1592(3)  .6937(3)  .0511(6) Uani d . 1 . . C
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
  I1  .0754(2)  .0814(2)  .07007(19)  -.03506(15)  -.01649(13)  .01963(13)
  Cl1  .0721(6)  .1041(8)  .0940(7)  -.0320(6)  -.0490(6)  .0272(6)
  C1  .0491(15)  .0677(18)  .0441(14)  -.0295(14)  -.0145(12)  -.0009(12)
  C2  .089(3)  .065(2)  .065(2)  -.0334(19)  -.0359(19)  .0006(16)
  C3  .123(4)  .070(3)  .099(3)  -.041(3)  -.040(3)  -.008(2)
  C4  .118(4)  .109(4)  .089(3)  -.061(3)  -.029(3)  -.028(3)
  C5  .105(3)  .136(5)  .067(2)  -.067(3)  -.031(2)  -.020(3)
  C6  .069(2)  .095(3)  .0554(18)  -.039(2)  -.0277(16)  .0030(18)
  C7  .0475(14)  .0538(15)  .0495(15)  -.0195(12)  -.0168(12)  .0047(12)
  C8  .0487(15)  .0465(14)  .0558(16)  -.0138(12)  -.0199(13)  -.0046(12)
  C9  .0486(15)  .0458(14)  .0549(16)  -.0154(12)  -.0085(13)  -.0062(12)
  O10  .0645(15)  .0512(13)  .0886(18)  -.0044(11)  -.0259(14)  -.0072(12)
  N11  .0577(15)  .0483(13)  .0645(16)  -.0170(11)  -.0149(12)  -.0180(12)
  C12  .098(3)  .064(2)  .101(3)  -.025(2)  -.021(3)  -.037(2)
  C13  .0572(16)  .0542(15)  .0488(14)  -.0283(13)  -.0157(12)  -.0105(12)
  C14  .0598(18)  .079(2)  .0515(17)  -.0371(17)  -.0116(14)  -.0043(15)
  C15  .070(2)  .084(2)  .0544(18)  -.0435(19)  -.0243(16)  .0115(16)
  C16  .0628(18)  .0704(19)  .0549(16)  -.0331(16)  -.0331(15)  .0046(14)
  C17  .0536(16)  .075(2)  .0492(15)  -.0337(15)  -.0196(13)  -.0017(14)
  C18  .0569(16)  .0606(16)  .0431(13)  -.0320(14)  -.0155(12)  -.0031(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
  I1 C18 . 2.086(3) y
  Cl1 C16 . 1.736(4) y
  C1 C2 . 1.380(5) ?
  C1 C6 . 1.400(5) ?
  C1 C7 . 1.461(5) y
  C2 C3 . 1.377(6) ?
  C3 C4 . 1.386(8) ?
  C4 C5 . 1.351(8) ?
  C5 C6 . 1.398(7) ?
  C7 C8 . 1.326(4) y
  C8 C9 . 1.493(4) y
  C9 O10 . 1.220(4) y
  C9 N11 . 1.360(5) ?
  N11 C13 . 1.423(4) ?
  N11 C12 . 1.470(4) ?
  C13 C14 . 1.389(5) ?
  C13 C18 . 1.398(4) ?
  C14 C15 . 1.386(6) ?
  C15 C16 . 1.379(5) ?
  C16 C17 . 1.379(5) ?
  C17 C18 . 1.384(5) ?