#------------------------------------------------------------------------------
#$Date: 2010-01-30 15:59:17 +0200 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2012495.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_2012495
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  m89
_journal_page_last  m91
_publ_section_title
;
1-Acetylferrocene-1'-carboxylic acid: an instance of hydrogen bonding
in the rare dimeric acid-to-ketone mode
;
_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
  'Newman, Jacob M.'
  'Papadakis, Markos M.'
  'Thompson, Hugh W.'
  'Lalancette, Roger A.'
_chemical_formula_moiety  'C13 H12 Fe O3'
_chemical_formula_sum  'C13 H12 Fe O3'
_chemical_formula_iupac  '[Fe (C6 H5 O2) (C7 H7 O)]'
_chemical_formula_weight  272.08
_chemical_melting_point  431
_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  9.331(5)
_cell_length_b  8.769(5)
_cell_length_c  13.616(8)
_cell_angle_alpha  90.00
_cell_angle_beta  92.290(16)
_cell_angle_gamma  90.00
_cell_volume  1113.2(11)
_cell_formula_units_Z  4
_cell_measurement_temperature  296(2)
_exptl_crystal_density_diffrn  1.623
_diffrn_ambient_temperature  296(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
  Fe1  .30043(6)  .14200(6)  .84878(4)  .02607(18) Uani d . 1 . . Fe
  O1  .0382(3)  .2786(3) 1.0421(2)  .0432(7) Uani d . 1 . . O
  O2  .3090(3)  .5335(4)  .9714(2)  .0606(10) Uani d . 1 . . O
  O3  .1319(3)  .5328(3)  .85491(19)  .0430(8) Uani d . 1 . . O
  C1  .1279(4)  .0974(4)  .9329(3)  .0290(9) Uani d . 1 . . C
  C2  .1219(4)  .0065(5)  .8436(3)  .0356(10) Uani d . 1 . . C
  C3  .2457(5)  -.0860(5)  .8445(3)  .0375(10) Uani d . 1 . . C
  C4  .3299(5)  -.0548(4)  .9306(3)  .0362(10) Uani d . 1 . . C
  C5  .2599(4)  .0596(4)  .9858(3)  .0325(9) Uani d . 1 . . C
  C6  .3286(4)  .3709(4)  .8323(2)  .0312(9) Uani d . 1 . . C
  C7  .2763(5)  .3046(5)  .7421(3)  .0361(10) Uani d . 1 . . C
  C8  .3794(5)  .1943(5)  .7131(3)  .0424(11) Uani d . 1 . . C
  C9  .4925(5)  .1923(5)  .7861(3)  .0438(11) Uani d . 1 . . C
  C10  .4631(4)  .3014(5)  .8596(3)  .0376(10) Uani d . 1 . . C
  C11  .0244(4)  .2142(5)  .9612(3)  .0338(9) Uani d . 1 . . C
  C12  -.0973(4)  .2525(5)  .8903(3)  .0468(11) Uani d . 1 . . C
  C13  .2584(4)  .4872(5)  .8935(3)  .0343(9) Uani d . 1 . . C
  H3A  .0929  .5888  .8940  .064 Uiso calc R 1 . . H
  H2  .0449  .0079  .7925  .043 Uiso calc R 1 . . H
  H3  .2704  -.1583  .7930  .045 Uiso calc R 1 . . H
  H4  .4226  -.1017  .9486  .043 Uiso calc R 1 . . H
  H5  .2944  .1030 1.0487  .039 Uiso calc R 1 . . H
  H7  .1869  .3311  .7059  .043 Uiso calc R 1 . . H
  H8  .3724  .1302  .6542  .051 Uiso calc R 1 . . H
  H9  .5766  .1253  .7862  .053 Uiso calc R 1 . . H
  H10  .5233  .3243  .9183  .045 Uiso calc R 1 . . H
  H12A  -.1419  .3456  .9103  .056 Uiso calc R 1 . . H
  H12B  -.1666  .1715  .8895  .056 Uiso calc R 1 . . H
  H12C  -.0615  .2651  .8257  .056 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
  Fe1  .0265(3)  .0264(3)  .0253(3)  -.0008(3)  .0019(2)  -.0006(3)
  O1  .0424(18)  .0471(18)  .0405(16)  .0076(16)  .0054(14)  -.0065(15)
  O2  .049(2)  .068(2)  .0631(19)  .0134(19)  -.0179(17)  -.0315(19)
  O3  .0418(18)  .0424(18)  .0443(15)  .0145(15)  -.0039(14)  -.0077(14)
  C1  .027(2)  .033(2)  .0277(18)  -.0047(18)  .0039(16)  .0008(16)
  C2  .037(2)  .033(2)  .037(2)  -.011(2)  .0012(18)  -.0031(19)
  C3  .042(2)  .026(2)  .044(2)  -.003(2)  .005(2)  -.0039(18)
  C4  .038(2)  .029(2)  .041(2)  .006(2)  .0020(19)  .0089(19)
  C5  .035(2)  .034(2)  .0281(18)  .000(2)  .0019(17)  .0048(18)
  C6  .034(2)  .027(2)  .033(2)  -.002(2)  .0005(17)  .0007(18)
  C7  .046(3)  .035(2)  .0270(19)  -.006(2)  .0067(18)  .0071(17)
  C8  .058(3)  .037(2)  .032(2)  -.001(2)  .015(2)  .0004(19)
  C9  .036(3)  .043(2)  .054(3)  .003(2)  .019(2)  .002(2)
  C10  .027(2)  .038(2)  .049(2)  -.007(2)  .0062(19)  -.002(2)
  C11  .033(2)  .035(2)  .034(2)  -.003(2)  .0058(18)  .0080(19)
  C12  .034(2)  .052(3)  .054(3)  .006(2)  .000(2)  .004(2)
  C13  .030(2)  .033(2)  .040(2)  -.007(2)  .0015(19)  .0014(19)
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
  Fe1 C6 . 2.038(4) ?
  Fe1 C7 . 2.042(4) ?
  Fe1 C2 . 2.046(4) ?
  Fe1 C5 . 2.050(4) ?
  Fe1 C1 . 2.050(4) ?
  Fe1 C9 . 2.063(4) ?
  Fe1 C10 . 2.064(4) ?
  Fe1 C3 . 2.064(4) ?
  Fe1 C4 . 2.066(4) ?
  Fe1 C8 . 2.067(4) ?
  O1 C11 . 1.240(5) ?
  O2 C13 . 1.214(4) y
  O3 C13 . 1.334(5) y
  C1 C5 . 1.440(5) ?
  C1 C2 . 1.453(5) ?
  C1 C11 . 1.469(6) ?
  C2 C3 . 1.412(6) ?
  C3 C4 . 1.412(5) ?
  C4 C5 . 1.427(5) ?
  C6 C7 . 1.428(5) ?
  C6 C10 . 1.430(5) ?
  C6 C13 . 1.485(5) ?
  C7 C8 . 1.430(6) ?
  C8 C9 . 1.420(6) ?
  C9 C10 . 1.419(6) ?
  C11 C12 . 1.500(5) ?
  O3 H3A .  .8200 ?
  C2 H2 .  .9800 ?
  C3 H3 .  .9800 ?
  C4 H4 .  .9800 ?
  C5 H5 .  .9800 ?
  C7 H7 .  .9800 ?
  C8 H8 .  .9800 ?
  C9 H9 .  .9800 ?
  C10 H10 .  .9800 ?
  C12 H12A .  .9600 ?
  C12 H12B .  .9600 ?
  C12 H12C .  .9600 ?
_cod_database_code 2012495