#------------------------------------------------------------------------------
#$Date: 2011-01-02 20:00:31 +0000 (Sun, 02 Jan 2011) $
#$Revision: 5310 $
#$URL: svn://www.crystallography.net/cod/cif/2/2011394.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_2011394
loop_
_publ_author_name
'Ghosh, Sutapa'
'Jennissen, Jason D.'
'Zheng, Yaguo'
'Uckun, Fatih M.'
_publ_section_title
;
Three leflunomide metabolite analogs
;
_journal_name_full               'Acta Crystallographica, Section C'
_journal_page_first              1254
_journal_page_last               1257
_journal_volume                  56
_journal_year                    2000
_chemical_formula_moiety         'C12 H8 Br F3 N2 O3'
_chemical_formula_sum            'C12 H8 Br F3 N2 O3'
_chemical_formula_weight         365.11
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                69.0090(10)
_cell_angle_beta                 81.0850(10)
_cell_angle_gamma                83.2380(10)
_cell_formula_units_Z            2
_cell_length_a                   5.2834(4)
_cell_length_b                   10.8265(8)
_cell_length_c                   13.1634(10)
_cell_measurement_temperature    295(2)
_cell_volume                     692.91(9)
_diffrn_ambient_temperature      295(2)
_exptl_crystal_density_diffrn    1.750
_exptl_crystal_density_meas      1.76(2)
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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               2011394
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
Br1 .18630(13) .49058(6) .37570(5) .1136(4) Uani d . 1 . . Br
F1 -.2881(9) .0828(5) .5088(3) .1625(17) Uani d . 1 . . F
F2 -.3853(8) .2333(4) .5740(3) .1645(17) Uani d . 1 . . F
F3 -.0019(9) .1602(5) .5507(3) .1481(16) Uani d . 1 . . F
O4 -.1978(6) .2863(4) .4107(3) .0898(10) Uani d . 1 . . O
O7 .5577(5) .1190(3) .0302(2) .0699(9) Uani d . 1 . . O
O9 .8665(6) .0708(3) -.1182(3) .0754(10) Uani d . 1 . . O
H9 .727(10) .068(5) -.070(5) .109(19) Uiso d . 1 . . H
N1 .6152(7) .2897(4) .0847(3) .0552(9) Uani d . 1 . . N
H1 .696(7) .355(3) .070(3) .042(11) Uiso d . 1 . . H
N11 1.1555(8) .4453(4) -.0794(3) .0810(12) Uani d . 1 . . N
C1 .4079(7) .2789(4) .1688(3) .0515(10) Uani d . 1 . . C
C2 .2253(8) .1866(4) .1979(3) .0601(11) Uani d . 1 . . C
H2 .2345 .1250 .1630 .072 Uiso calc R 1 . . H
C3 .0286(8) .1882(5) .2803(3) .0700(12) Uani d . 1 . . C
H3 -.0972 .1278 .2997 .084 Uiso calc R 1 . . H
C4 .0153(8) .2761(5) .3334(3) .0666(12) Uani d . 1 . . C
C5 .1969(9) .3664(4) .3048(3) .0652(12) Uani d . 1 . . C
C6 .3926(8) .3670(4) .2232(3) .0611(11) Uani d . 1 . . C
H6 .5170 .4280 .2045 .073 Uiso calc R 1 . . H
C7 .6795(7) .2146(4) .0208(3) .0518(10) Uani d . 1 . . C
C8 .9063(7) .2481(4) -.0615(3) .0507(10) Uani d . 1 . . C
C9 .9902(8) .1735(4) -.1260(3) .0582(11) Uani d . 1 . . C
C10 1.2180(9) .1980(5) -.2098(4) .0747(13) Uani d . 1 . . C
H10A 1.2344 .1339 -.2458 .112 Uiso calc PR .29(5) . . H
H10B 1.3690 .1904 -.1752 .112 Uiso calc PR .29(5) . . H
H10C 1.1982 .2856 -.2628 .112 Uiso calc PR .29(5) . . H
H10D 1.3000 .2727 -.2101 .112 Uiso calc PR .71(5) . . H
H10E 1.1654 .2162 -.2807 .112 Uiso calc PR .71(5) . . H
H10F 1.3362 .1211 -.1931 .112 Uiso calc PR .71(5) . . H
C11 1.0481(8) .3575(4) -.0728(3) .0568(11) Uani d . 1 . . C
C12 -.2141(14) .1923(7) .5082(6) .0981(19) 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
_atom_site_aniso_type_symbol
Br1 .1548(7) .1008(5) .0998(5) -.0162(4) .0380(4) -.0721(4) Br
F1 .192(4) .161(4) .140(3) -.090(3) .061(3) -.068(3) F
F2 .175(3) .192(4) .109(3) -.017(3) .084(3) -.072(3) F
F3 .137(3) .218(5) .070(2) -.035(3) -.002(2) -.025(3) F
O4 .076(2) .117(3) .068(2) .0010(19) .0266(18) -.039(2) O
O7 .0687(18) .078(2) .079(2) -.0349(17) .0287(15) -.0525(17) O
O9 .071(2) .084(2) .091(2) -.0331(18) .0266(19) -.0607(19) O
N1 .057(2) .060(2) .057(2) -.0201(19) .0132(17) -.0339(19) N
N11 .088(3) .084(3) .081(3) -.038(2) .017(2) -.041(2) N
C1 .050(2) .061(3) .047(2) -.011(2) .0060(19) -.025(2) C
C2 .058(3) .071(3) .060(3) -.017(2) .010(2) -.036(2) C
C3 .067(3) .087(3) .059(3) -.026(2) .019(2) -.033(3) C
C4 .059(3) .082(3) .053(3) .000(3) .016(2) -.026(2) C
C5 .077(3) .066(3) .057(3) .000(2) .011(2) -.036(2) C
C6 .072(3) .061(3) .057(3) -.018(2) .014(2) -.033(2) C
C7 .049(2) .061(3) .051(2) -.015(2) .0087(19) -.027(2) C
C8 .050(2) .056(2) .049(2) -.0156(19) .0088(19) -.025(2) C
C9 .060(3) .064(3) .055(3) -.014(2) .008(2) -.030(2) C
C10 .073(3) .088(3) .068(3) -.020(3) .024(2) -.042(3) C
C11 .060(3) .064(3) .052(3) -.020(2) .011(2) -.028(2) C
C12 .096(5) .129(5) .074(4) -.035(4) .033(4) -.050(4) C
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
Br1 C5 . . 1.884(4) yes
F1 C12 . . 1.288(7) yes
F2 C12 . . 1.305(6) yes
F3 C12 . . 1.286(7) yes
O4 C12 . . 1.319(7) yes
O4 C4 . . 1.418(5) yes
O7 C7 . . 1.241(5) yes
O9 C9 . . 1.320(5) yes
N1 C7 . . 1.349(5) yes
N1 C1 . . 1.415(5) yes
N11 C11 . . 1.134(5) yes
C1 C6 . . 1.372(5) no
C1 C2 . . 1.383(5) no
C2 C3 . . 1.384(6) no
C3 C4 . . 1.358(6) no
C4 C5 . . 1.365(6) no
C5 C6 . . 1.368(5) no
C7 C8 . . 1.469(5) yes
C8 C9 . . 1.364(5) yes
C8 C11 . . 1.427(6) yes
C9 C10 . . 1.479(6) yes