#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2010476.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_2010476
_journal_name_full  'Acta Crystallographica'
_journal_year  1995
_journal_volume  C51
_journal_page_first  293
_journal_page_last  295
_publ_section_title
;
(E)-\a-Acetophenone O-4-(2,3,5,6-Tetrafluoro)pyridyloxime,
Formed by 2-Substitution of Pentafluoropyridine by (E)-Acetophenone Oximate
;
loop_
_publ_author_name
  'Banks, R. E.'
  'Jondi, W. J.'
  'Pritchard, R. G.'
  'Tipping, A. E.'
_chemical_formula_moiety  ' C13 H8 F4 N2 O1 '
_chemical_formula_sum  ' C13 H8 F4 N2 O1 '
_chemical_formula_structural  ' C13 H8 F4 N2 O1 '
_chemical_formula_weight  284.21
_chemical_melting_point  '389-391 K'
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
loop_
_symmetry_equiv_pos_as_xyz
  'x,y,z'
  1/2+x,1/2-y,1/2+z
  1/2-x,1/2+y,1/2-z
  -x,-y,-z
_cell_length_a  13.579(3)
_cell_length_b  11.107(2)
_cell_length_c  8.2990(10)
_cell_angle_alpha  90
_cell_angle_beta  105.900(10)
_cell_angle_gamma  90
_cell_volume  1203.8(8)
_cell_formula_units_Z  4
_cell_measurement_temperature  296
_exptl_crystal_density_diffrn  1.568
_diffrn_ambient_temperature  296
_refine_ls_R_factor_obs  0.034
_refine_ls_wR_factor_obs  0.029
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
  F3 0.42929(10) 0.37950(10)
  -0.02900(10)
  0.0699(7)
  F4 0.43380(10) 0.13710(10)
  -0.0695(2) 0.0806(7)
  F5 0.39120(10)
  -0.01040(10)
  0.1653(2) 0.0918(8)
  F6 0.34470(10)
  0.09390(10)
  0.4300(2) 0.0897(8)
  O7 0.38910(10)
  0.47140(10)
  0.2387(2) 0.0587(7)
  N1 0.36330(10)
  0.2798(2) 0.3369(2) 0.0513(9)
  N8 0.36360(10)
  0.5144(2) 0.3851(2) 0.0527(9)
  C2 0.3854(2) 0.3498(2) 0.2242(3) 0.0460(10)
  C3 0.4082(2) 0.3051(2) 0.0837(3) 0.0470(10)
  C4 0.4102(2) 0.1838(2) 0.0629(3) 0.0540(10)
  C5 0.3888(2) 0.1097(2) 0.1801(3) 0.0580(10)
  C6 0.3659(2) 0.1636(2) 0.3123(3) 0.0570(10)
  C9 0.3877(2) 0.6256(2) 0.4070(2) 0.0440(10)
  C10 0.3632(2) 0.6812(2) 0.5532(2) 0.0420(10)
  C11 0.3428(2) 0.6106(2) 0.6786(3) 0.0520(10)
  C12 0.3172(2) 0.6620(2) 0.8118(3) 0.0610(10)
  C13 0.3114(2) 0.7852(2) 0.8237(3) 0.0640(10)
  C14 0.3322(2) 0.8563(2) 0.7027(3) 0.0630(10)
  C15 0.3582(2) 0.8052(2) 0.5682(3) 0.0520(10)
  C16 0.4367(3) 0.6974(3) 0.2990(4) 0.0780(10)
  H11 0.3470(10)
  0.527(2) 0.669(2) 0.057(6)
  H12 0.3050(10)
  0.611(2) 0.895(3) 0.068(7)
  H13 0.2940(10)
  0.817(2) 0.914(3) 0.066(7)
  H14 0.3310(10)
  0.940(2) 0.710(3) 0.070(7)
  H15 0.3730(10)
  0.857(2) 0.486(2) 0.050(6)
  H16A 0.462(3) 0.662(3) 0.234(4) 0.150(10)
  H16B 0.390(2) 0.734(3) 0.222(4) 0.16(2)
  H16C 0.468(2) 0.765(3) 0.346(4) 0.140(10)
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
  F3 0.0940(10)
  0.0681(9) 0.0585(8) 0.0014(8) 0.0402(8) 0.0032(7)
  F4 0.0980(10)
  0.0750(10)
  0.0806(10) 0.0029(8) 0.0443(8) -0.0286(8)
  F5 0.1180(10)
  0.0422(9) 0.1280(10)
  0.0005(8) 0.0560(10)
  -0.0146(8)
  F6 0.1350(10)
  0.0564(9) 0.0950(10)
  -0.0058(8) 0.0615(10) 0.0130(8)
  O7 0.0910(10)
  0.0419(9) 0.0543(10) 0.0016(8) 0.0387(8) -0.0055(7)
  N1 0.0640(10)
  0.0440(10)
  0.0520(10)
  -0.0016(9) 0.0257(10) -0.0026(9)
  N8 0.0720(10)
  0.0450(10)
  0.0490(10)
  0.0023(10) 0.0314(10) -0.0058(9)
  C2 0.0480(10)
  0.0430(10)
  0.0480(10)
  0.0000(10)
  0.0150(10)
  -0.0050(10)
  C3 0.0500(10)
  0.0480(10)
  0.0470(10)
  0.0000(10)
  0.0200(10)
  -0.0030(10)
  C4 0.051(2) 0.059(2) 0.056(2) 0.0030(10)
  0.0210(10)
  -0.0170(10)
  C5 0.059(2) 0.0400(10)
  0.079(2) 0.0010(10)
  0.0240(10)
  -0.0100(10)
  C6 0.064(2) 0.0490(10)
  0.062(2) -0.0050(10)
  0.0260(10)
  0.0050(10)
  C9 0.0500(10)
  0.0410(10)
  0.0430(10)
  0.0030(10)
  0.0120(10)
  0.0020(10)
  C10 0.0430(10)
  0.0410(10)
  0.0410(10)
  0.0003(10) 0.0110(10)
  -0.0010(10)
  C11 0.065(2) 0.0430(10)
  0.0510(10)
  -0.0030(10)
  0.0220(10)
  -0.0040(10)
  C12 0.076(2) 0.062(2) 0.052(2) -0.0080(10)
  0.0290(10)
  -0.0050(10)
  C13 0.070(2) 0.071(2) 0.052(2) 0.0060(10)
  0.0190(10)
  -0.0170(10)
  C14 0.076(2) 0.046(2) 0.066(2) 0.0090(10)
  0.0170(10)
  -0.0090(10)
  C15 0.062(2) 0.0420(10)
  0.0510(10)
  0.0030(10)
  0.0160(10)
  0.0000(10)
  C16 0.132(3) 0.057(2) 0.061(2) -0.018(2) 0.054(2) -0.004(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  F3 C3 . . 1.336(2) ?
  F4 C4 . . 1.331(2) ?
  F5 C5 . . 1.342(2) ?
  F6 C6 . . 1.337(2) ?
  O7 N8 . . 1.434(2) yes
  O7 C2 . . 1.357(2) yes
  N1 C2 . . 1.312(2) yes
  N1 C6 . . 1.309(3) yes
  N8 C9 . . 1.278(2) yes
  C2 C3 . . 1.378(3) yes
  C3 C4 . . 1.360(3) yes
  C4 C5 . . 1.364(3) yes
  C5 C6 . . 1.359(3) yes
  C9 C10 . . 1.478(3) yes
  C9 C16 . . 1.486(3) yes
  C10 C11 . . 1.390(3) ?
  C10 C15 . . 1.386(3) ?
  C11 C12 . . 1.371(3) ?
  C12 C13 . . 1.375(3) ?
  C13 C14 . . 1.367(3) ?
  C14 C15 . . 1.381(3) ?
  C11 H11 . . 0.94(2) ?
  C12 H12 . . 0.94(2) ?
  C13 H13 . . 0.92(2) ?
  C14 H14 . . 0.93(2) ?
  C15 H15 . . 0.95(2) ?
  C16 H16A . . 0.81(3) ?
  C16 H16B . . 0.87(3) ?
  C16 H16C . . 0.90(3) ?