#------------------------------------------------------------------------------
#$Date: 2010-01-30 15:59:17 +0200 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2009016.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_2009016
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1999
_journal_volume 55
_journal_page_first  1707
_journal_page_last  1710
_publ_section_title
;
Four N-(2-hydroxybenzylidene)aniline derivatives
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
loop_
_publ_author_name
  'Burgess, John'
  'Fawcett, John'
  'Russell, David R.'
  'Gilani, Syeda R.'
  'Palma, Vitor'
_chemical_formula_sum  'C14 H10 F3 N O2'
_chemical_formula_weight  281.23
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  'x, -y+1/2, z+1/2'
  '-x, -y, -z'
  '-x, y-1/2, -z-1/2'
_cell_length_a  5.6470(10)
_cell_length_b  7.977(2)
_cell_length_c  29.197(4)
_cell_angle_alpha  90.00
_cell_angle_beta  90.63(2)
_cell_angle_gamma  90.00
_cell_volume  1315.1(4)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.420
_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_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
  N1 1.2652(6)  .5811(4)  .26783(11)  .0589(10) Uani d . 1 . N
  O1 1.6301(6)  .4789(5)  .22217(11)  .0869(12) Uani d . 1 . O
  H1A 1.510(11)  .510(8)  .247(2)  .13(2)  Uiso d . 1 . H
  O2  .8755(8)  .6292(5)  .44148(12)  .1027(13) Uani d . 1 . O
  F1  .8339(10)  .7343(6)  .50863(13)  .177(2) Uani d . 1 . F
  F2  .9322(14)  .8935(6)  .45426(13)  .206(3) Uani d . 1 . F
  F3 1.1632(13)  .7297(10)  .4817(2)  .223(3) Uani d . 1 . F
  C1 1.2177(9)  .7080(6)  .14894(15)  .0715(13) Uani d . 1 . C
  H1 1.0763(9)  .7674(6)  .15047(15)  .086 Uiso calc R 1 . H
  C2 1.3298(10)  .6942(7)  .1074(2)  .0815(15) Uani d . 1 . C
  H2 1.2651(10)  .7435(7)  .0812(2)  .098 Uiso calc R 1 . H
  C3 1.5362(10)  .6073(6)  .1053(2)  .0783(15) Uani d . 1 . C
  H3 1.6114(10)  .5969(6)  .0773(2)  .094 Uiso calc R 1 . H
  C4 1.6363(9)  .5349(6)  .14311(15)  .0725(13) Uani d . 1 . C
  H4 1.7776(9)  .4759(6)  .14070(15)  .087 Uiso calc R 1 . H
  C5 1.5270(8)  .5496(5)  .18502(14)  .0618(12) Uani d . 1 . C
  C6 1.3101(7)  .6357(5)  .18863(13)  .0560(11) Uani d . 1 . C
  C7 1.1913(7)  .6524(5)  .23125(14)  .0569(11) Uani d . 1 . C
  H7 1.0551(7)  .7177(5)  .23243(14)  .068 Uiso calc R 1 . H
  C8 1.1551(7)  .6015(5)  .31073(13)  .0571(11) Uani d . 1 . C
  C9  .9436(8)  .6840(6)  .31812(14)  .0675(13) Uani d . 1 . C
  H9  .8599(8)  .7299(6)  .29356(14)  .081 Uiso calc R 1 . H
  C10  .8568(9)  .6980(6)  .3619(2)  .0753(14) Uani d . 1 . C
  H10  .7168(9)  .7559(6)  .3671(2)  .090 Uiso calc R 1 . H
  C11  .9781(9)  .6261(6)  .39749(14)  .0703(13) Uani d . 1 . C
  C12 1.1852(9)  .5421(6)  .3914(2)  .0765(14) Uani d . 1 . C
  H12 1.2654(9)  .4943(6)  .4161(2)  .092 Uiso calc R 1 . H
  C13 1.2726(8)  .5297(6)  .34777(14)  .0650(12) Uani d . 1 . C
  H13 1.4132(8)  .4720(6)  .34300(14)  .078 Uiso calc R 1 . H
  C14  .940(2)  .7469(10)  .4695(2)  .125(3) 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
  N1  .063(2)  .056(2)  .058(2)  .004(2)  .002(2)  -.001(2)
  O1  .082(2)  .104(3)  .075(2)  .036(2)  .007(2)  .014(2)
  O2  .139(3)  .098(3)  .071(2)  -.013(3)  .035(2)  -.008(2)
  F1  .273(6)  .180(4)  .080(2)  .026(4)  .065(3)  -.020(2)
  F2  .424(10)  .094(3)  .100(3)  .023(4)  -.004(4)  -.016(2)
  F3  .234(6)  .307(9)  .127(4)  .024(6)  -.041(4)  -.081(4)
  C1  .076(3)  .074(3)  .065(3)  .006(3)  -.008(2)  .001(2)
  C2  .099(4)  .085(4)  .061(3)  -.004(3)  -.004(3)  .005(3)
  C3  .099(4)  .071(3)  .065(3)  -.009(3)  .021(3)  -.005(3)
  C4  .074(3)  .072(3)  .071(3)  .005(3)  .021(2)  -.002(2)
  C5  .064(3)  .055(3)  .067(3)  .001(2)  .000(2)  .003(2)
  C6  .057(2)  .049(2)  .062(2)  -.005(2)  .002(2)  -.003(2)
  C7  .053(2)  .052(2)  .065(3)  .000(2)  .000(2)  -.004(2)
  C8  .061(3)  .051(2)  .059(2)  -.007(2)  .002(2)  -.004(2)
  C9  .065(3)  .077(3)  .060(3)  .009(2)  .004(2)  -.004(2)
  C10  .068(3)  .079(3)  .079(3)  .002(3)  .014(3)  -.004(3)
  C11  .089(3)  .065(3)  .056(3)  -.009(3)  .017(2)  -.004(2)
  C12  .092(4)  .072(3)  .065(3)  .005(3)  -.002(3)  .004(2)
  C13  .066(3)  .066(3)  .064(3)  .001(2)  .004(2)  .004(2)
  C14  .204(9)  .103(5)  .068(4)  .030(6)  .011(5)  -.007(4)
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 C7 . 1.276(5) ?
  N1 C8 . 1.414(5) ?
  O1 C5 . 1.349(5) ?
  O2 C14 . 1.293(8) ?
  O2 C11 . 1.415(5) ?
  F1 C14 . 1.299(7) ?
  F2 C14 . 1.252(7) ?
  F3 C14 . 1.316(10) ?
  C1 C2 . 1.380(6) ?
  C1 C6 . 1.391(6) ?
  C2 C3 . 1.358(7) ?
  C3 C4 . 1.363(7) ?
  C4 C5 . 1.382(6) ?
  C5 C6 . 1.409(6) ?
  C6 C7 . 1.426(5) ?
  C8 C9 . 1.382(6) ?
  C8 C13 . 1.387(6) ?
  C9 C10 . 1.378(6) ?
  C10 C11 . 1.365(6) ?
  C11 C12 . 1.361(7) ?
  C12 C13 . 1.375(6) ?
_cod_database_code 2009016