#------------------------------------------------------------------------------
#$Date: 2011-01-02 22:00:31 +0200 (Sun, 02 Jan 2011) $
#$Revision: 5310 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2200236.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_2200236
loop_
_publ_author_name
'Gallagher, John F.'
'Hanlon, Keith'
'Howarth, Joshua'
'Thomas, Jean-Luc'
_publ_section_title
;
2-(3-Chlorophenyl)-1-ferrocenylmethyl-1H-1,3-benzimidazole:  an
electroactive agent for anion sensor and malarial parasite studies
;
_journal_name_full               'Acta Crystallographica, Section E'
_journal_page_first              m134
_journal_page_last               m136
_journal_volume                  57
_journal_year                    2001
_chemical_formula_iupac          '[Fe (C5 H5) (C19 H14 Cl N2)]'
_chemical_formula_moiety         'C24 H19 Cl Fe N2'
_chemical_formula_sum            'C24 H19 Cl Fe N2'
_chemical_formula_weight         426.71
_chemical_melting_point          437
_chemical_name_common            ferrocenylmethyl(chlorophenyl)benzimidazole
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90
_cell_angle_beta                 90.542(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.6838(9)
_cell_length_b                   9.9220(6)
_cell_length_c                   16.7493(14)
_cell_measurement_temperature    297.0(10)
_cell_volume                     1941.6(2)
_diffrn_ambient_temperature      297.0(10)
_exptl_crystal_density_diffrn    1.46
_[local]_cod_cif_authors_sg_H-M  'P 21/n'
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               2200236
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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 .98748(2) .19694(3) .125118(17) .04373(10) Uani d . 1 . . Fe
Cl1 .85839(6) .07059(8) .46174(5) .0889(2) Uani d . 1 . . Cl
N1 1.30022(14) .21830(17) .37891(10) .0485(4) Uani d . 1 . . N
N2 1.25195(13) .33341(16) .26794(10) .0416(3) Uani d . 1 . . N
C1 1.21910(16) .28455(18) .34126(12) .0421(4) Uani d . 1 . . C
C2 1.18019(17) .38725(19) .20396(12) .0454(4) Uani d . 1 . . C
C3 1.36474(15) .29349(19) .25859(12) .0439(4) Uani d . 1 . . C
C4 1.39374(17) .2243(2) .32843(13) .0475(5) Uani d . 1 . . C
C5 1.50397(19) .1720(3) .33798(17) .0622(6) Uani d . 1 . . C
C6 1.5807(2) .1918(3) .2781(2) .0744(8) Uani d . 1 . . C
C7 1.5508(2) .2614(3) .2087(2) .0748(8) Uani d . 1 . . C
C8 1.4415(2) .3124(2) .19671(16) .0601(6) Uani d . 1 . . C
C11 1.14627(15) .28015(19) .14477(12) .0418(4) Uani d . 1 . . C
C12 1.14919(17) .1385(2) .15682(14) .0492(5) Uani d . 1 . . C
C13 1.11425(18) .0742(2) .08476(15) .0585(6) Uani d . 1 . . C
C14 1.08948(19) .1749(3) .02825(14) .0581(6) Uani d . 1 . . C
C15 1.10874(18) .3024(2) .06444(13) .0513(5) Uani d . 1 . . C
C21 .8768(2) .2774(4) .2048(2) .0798(9) Uani d . 1 . . C
C22 .8794(2) .1419(4) .21387(16) .0776(8) Uani d . 1 . . C
C23 .8466(2) .0813(3) .14345(19) .0749(8) Uani d . 1 . . C
C24 .82292(19) .1806(4) .08709(17) .0833(10) Uani d . 1 . . C
C25 .8419(2) .3069(3) .1267(3) .0937(12) Uani d . 1 . . C
C31 1.10316(17) .3059(2) .37384(12) .0454(4) Uani d . 1 . . C
C32 1.0548(2) .4329(2) .37944(14) .0580(5) Uani d . 1 . . C
C33 .9467(2) .4477(3) .41151(16) .0688(7) Uani d . 1 . . C
C34 .8862(2) .3376(3) .43803(15) .0659(6) Uani d . 1 . . C
C35 .93509(19) .2121(2) .43191(14) .0568(5) Uani d . 1 . . C
C36 1.04353(18) .1948(2) .40115(13) .0506(5) Uani d . 1 . . C
H2A 1.2214 .4582 .1766 .055 Uiso calc R 1 . . H
H2B 1.1118 .4266 .2267 .055 Uiso calc R 1 . . H
H5 1.5246 .1249 .3839 .075 Uiso calc R 1 . . H
H6 1.6546 .1581 .2838 .089 Uiso calc R 1 . . H
H7 1.6056 .2740 .1695 .090 Uiso calc R 1 . . H
H8 1.4207 .3568 .1499 .072 Uiso calc R 1 . . H
H12 1.1704 .0951 .2039 .059 Uiso calc R 1 . . H
H13 1.1088 -.0183 .0765 .070 Uiso calc R 1 . . H
H14 1.0647 .1606 -.0240 .070 Uiso calc R 1 . . H
H15 1.0987 .3859 .0401 .062 Uiso calc R 1 . . H
H21 .8952 .3404 .2440 .096 Uiso calc R 1 . . H
H22 .9002 .0967 .2605 .093 Uiso calc R 1 . . H
H23 .8411 -.0111 .1349 .090 Uiso calc R 1 . . H
H24 .7995 .1677 .0344 .100 Uiso calc R 1 . . H
H25 .8328 .3922 .1045 .112 Uiso calc R 1 . . H
H32 1.0947 .5080 .3617 .070 Uiso calc R 1 . . H
H33 .9146 .5332 .4152 .083 Uiso calc R 1 . . H
H34 .8137 .3479 .4597 .079 Uiso calc R 1 . . H
H36 1.0760 .1093 .3988 .061 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 .03316(15) .04911(17) .04894(17) -.00090(11) .00201(11) -.00238(13)
Cl1 .0661(4) .0896(5) .1116(6) -.0184(4) .0282(4) .0133(4)
N1 .0443(9) .0493(10) .0520(9) .0046(7) -.0030(7) -.0052(8)
N2 .0342(7) .0401(8) .0505(9) -.0016(6) .0016(6) -.0032(7)
C1 .0381(9) .0387(9) .0493(10) -.0019(7) .0024(8) -.0085(8)
C2 .0429(10) .0381(9) .0553(11) .0002(8) -.0001(8) .0028(8)
C3 .0327(8) .0386(9) .0603(12) -.0037(7) .0028(8) -.0110(9)
C4 .0377(9) .0429(10) .0618(12) .0001(8) -.0040(8) -.0133(9)
C5 .0425(11) .0595(14) .0843(17) .0058(10) -.0119(11) -.0129(12)
C6 .0371(11) .0716(17) .115(2) .0059(11) .0012(13) -.0200(16)
C7 .0457(12) .0714(16) .108(2) -.0093(12) .0293(14) -.0203(16)
C8 .0494(12) .0554(13) .0757(15) -.0064(10) .0159(11) -.0065(11)
C11 .0325(8) .0439(10) .0490(10) .0012(7) .0037(7) .0019(8)
C12 .0431(10) .0413(10) .0631(12) .0062(8) -.0076(9) -.0006(9)
C13 .0471(11) .0510(12) .0773(15) .0058(9) -.0005(10) -.0187(11)
C14 .0454(11) .0792(16) .0498(11) -.0018(11) .0055(9) -.0130(11)
C15 .0429(10) .0619(13) .0493(11) -.0005(9) .0045(8) .0084(10)
C21 .0426(12) .103(2) .094(2) -.0047(13) .0126(13) -.0402(18)
C22 .0538(14) .117(3) .0624(15) -.0143(15) .0130(11) .0053(16)
C23 .0511(13) .0758(17) .098(2) -.0219(12) .0153(13) -.0169(16)
C24 .0338(11) .154(3) .0622(15) -.0081(15) -.0020(10) -.0121(18)
C25 .0369(12) .084(2) .160(4) .0166(13) .0215(17) .032(2)
C31 .0407(10) .0503(11) .0453(10) .0006(8) .0039(8) -.0067(8)
C32 .0557(12) .0498(12) .0688(14) .0031(10) .0131(10) -.0067(10)
C33 .0628(14) .0638(15) .0800(16) .0185(12) .0178(12) -.0093(13)
C34 .0468(12) .0842(17) .0669(15) .0100(12) .0164(11) -.0063(13)
C35 .0464(11) .0691(14) .0552(12) -.0054(10) .0106(9) .0015(11)
C36 .0471(11) .0508(11) .0539(11) .0004(9) .0074(9) -.0003(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
Fe1 C11 . 2.0543(18) yes
Fe1 C12 . 2.0419(19) yes
Fe1 C13 . 2.038(2) yes
Fe1 C14 . 2.034(2) yes
Fe1 C15 . 2.040(2) yes
Fe1 C21 . 2.031(3) yes
Fe1 C22 . 2.034(3) yes
Fe1 C23 . 2.032(2) yes
Fe1 C24 . 2.026(2) yes
Fe1 C25 . 2.020(3) yes
Cl1 C35 . 1.742(2) yes
N1 C1 . 1.310(3) yes
N1 C4 . 1.389(3) yes
N2 C1 . 1.378(3) yes
N2 C2 . 1.456(2) yes
N2 C3 . 1.386(2) yes
C1 C31 . 1.480(3) yes
C2 C11 . 1.504(3) yes
C3 C4 . 1.395(3) no
C3 C8 . 1.390(3) no
C4 C5 . 1.396(3) no
C5 C6 . 1.365(4) no
C6 C7 . 1.394(4) no
C7 C8 . 1.387(4) no
C11 C12 . 1.420(3) no
C11 C15 . 1.428(3) no
C12 C13 . 1.422(3) no
C13 C14 . 1.405(3) no
C14 C15 . 1.419(3) no
C21 C22 . 1.354(5) no
C21 C25 . 1.398(5) no
C22 C23 . 1.375(4) no
C23 C24 . 1.390(4) no
C24 C25 . 1.434(5) no
C31 C32 . 1.385(3) no
C31 C36 . 1.384(3) no
C32 C33 . 1.384(3) no
C33 C34 . 1.378(4) no
C34 C35 . 1.374(4) no
C35 C36 . 1.383(3) no
C2 H2A . .9700 no
C2 H2B . .9700 no
C5 H5 . .9300 no
C6 H6 . .9300 no
C7 H7 . .9300 no
C8 H8 . .9300 no
C12 H12 . .9300 no
C13 H13 . .9300 no
C14 H14 . .9300 no
C15 H15 . .9300 no
C21 H21 . .9300 no
C22 H22 . .9300 no
C23 H23 . .9300 no
C24 H24 . .9300 no
C25 H25 . .9300 no
C32 H32 . .9300 no
C33 H33 . .9300 no
C34 H34 . .9300 no
C36 H36 . .9300 no