#------------------------------------------------------------------------------
#$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $
#$Revision: 481 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006201.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_2006201
_journal_name_full 'Acta Crystallographica Section C'
_journal_year 1997
_journal_volume 53
_journal_page_first 764
_journal_page_last 767
_publ_section_title
;
1-(2-Fluorophenyl)- and 1-(3-Fluorophenyl)-1H,3H-thiazolo[3,4-a]benzimidazole
;
loop_
_publ_author_name
 'Bruno, Giuseppe'
 'Grasso, Silvana'
 'Monforte, Pietro'
 "Nicol\'o, Francesco"
 'Scopelliti, Rosario'
_chemical_formula_moiety 'C15 H11 F N2 S'
_chemical_formula_sum 'C15 H11 F N2 S'
_chemical_formula_weight 270.32
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
_symmetry_space_group_name_Hall '-P 2ybc'
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 11.2490(10)
_cell_length_b 7.4210(10)
_cell_length_c 15.867(2)
_cell_angle_alpha 90.00
_cell_angle_beta 107.560(10)
_cell_angle_gamma 90.00
_cell_volume 1262.8(3)
_cell_formula_units_Z 4
_cell_measurement_temperature 293(2)
_exptl_crystal_density_diffrn 1.422
_diffrn_ambient_temperature 293(2)
_refine_ls_R_factor_obs  .0347
_refine_ls_wR_factor_obs  .0977
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
 S  .18680(5)  .16815(8)  .38107(3)  .0612(2) Uani d . 1 . S
 C1  .2597(2)  .1348(3)  .50089(13)  .0482(4) Uani d . 1 . C
 H1  .2636(16)  .008(3) .5143(11)  .050(5) Uiso d . 1 . H
 N2  .38563(13)  .2012(2)  .51430(10)  .0477(4) Uani d . 1 . N
 C8  .4290(2)  .2227(3)  .44368(12)  .0491(5) Uani d . 1 . C
 C9  .3341(2)  .1898(3)  .35653(14)  .0582(5) Uani d . 1 . C
 H9A  .3527(17)  .078(3) .3292(13)  .069(6) Uiso d . 1 . H
 H9B  .3246(19)  .292(3) .3181(15)  .065(6) Uiso d . 1 . H
 C2  .4845(2)  .2321(2)  .58946(12)  .0469(4) Uani d . 1 . C
 C7  .5843(2)  .2725(3)  .55698(13)  .0499(5) Uani d . 1 . C
 N1  .54717(14)  .2649(2)  .46475(11)  .0552(4) Uani d . 1 . N
 C3  .4965(2)  .2292(3)  .67920(14)  .0599(6) Uani d . 1 . C
 H3  .427(2) .197(3) .7009(14)  .063(6) Uiso d . 1 . H
 C4  .6121(2)  .2707(3)  .7366(2)  .0676(6) Uani d . 1 . C
 H4  .625(2) .267(3) .7989(17)  .080(7) Uiso d . 1 . H
 C5  .7128(2)  .3126(3)  .7054(2)  .0676(6) Uani d . 1 . C
 H5  .799(2) .340(3) .7466(15)  .074(7) Uiso d . 1 . H
 C6  .7007(2)  .3137(3)  .6162(2)  .0634(6) Uani d . 1 . C
 H6  .773(2) .344(3) .5991(14)  .061(6) Uiso d . 1 . H
 C10  .18906(15)  .2346(2)  .55306(11)  .0415(4) Uani d . 1 . C
 C11  .1945(2)  .4209(3)  .55921(12)  .0485(5) Uani d . 1 . C
 H11  .2464(18)  .486(3) .5357(13)  .069(6) Uiso d . 1 . H
 C12  .1224(2)  .5063(3)  .60242(12)  .0501(5) Uani d . 1 . C
 F  .12369(13)  .6896(2)  .60389(9)  .0810(4) Uani d . 1 . F
 C13  .0480(2)  .4180(3)  .64257(13)  .0585(5) Uani d . 1 . C
 H13  -.0003(18)  .478(3) .6736(13)  .071(6) Uiso d . 1 . H
 C14  .0441(2)  .2336(3)  .63808(14)  .0622(6) Uani d . 1 . C
 H14  -.0113(18)  .166(3) .6700(13)  .060(6) Uiso d . 1 . H
 C15  .1141(2)  .1413(3)  .59308(14)  .0520(5) Uani d . 1 . C
 H15  .1070(16)  .017(3) .5875(12)  .056(6) Uiso d . 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
 S  .0550(3)  .0737(4)  .0549(3)  .0053(3)  .0163(2)  -.0075(3)
 C1  .0502(10)  .0389(10)  .0592(12)  .0039(8)  .0222(9)  .0036(9)
 N2  .0437(8)  .0559(10)  .0486(8)  .0083(7)  .0216(7)  .0044(7)
 C8  .0539(11)  .0494(11)  .0497(10)  .0152(9)  .0245(9)  .0063(9)
 C9  .0647(12)  .0648(14)  .0504(11)  .0175(11)  .0253(10)  .0032(11)
 C2  .0480(10)  .0473(11)  .0492(10)  .0110(8)  .0201(8)  .0038(9)
 C7  .0482(10)  .0473(11)  .0584(11)  .0086(8)  .0222(9)  .0082(9)
 N1  .0524(9)  .0628(11)  .0584(10)  .0109(8)  .0286(8)  .0126(8)
 C3  .0588(12)  .0718(15)  .0543(12)  .0131(11)  .0248(10)  .0043(11)
 C4  .0734(15)  .072(2)  .0531(13)  .0150(12)  .0126(11)  -.0038(12)
 C5  .0609(13)  .0665(14)  .0687(14)  -.0001(11)  .0092(12)  .0020(11)
 C6  .0523(12)  .0603(13)  .079(2)  -.0001(10)  .0217(11)  .0127(11)
 C10  .0384(9)  .0417(10)  .0451(9)  .0044(7)  .0136(7)  .0034(8)
 C11  .0489(10)  .0426(11)  .0570(11)  .0011(9)  .0206(9)  .0051(9)
 C12  .0504(10)  .0401(11)  .0537(10)  .0078(8)  .0063(8)  -.0049(9)
 F  .0939(10)  .0475(8)  .0976(10)  .0120(6)  .0229(8)  -.0130(7)
 C13  .0482(10)  .072(2)  .0574(12)  .0113(10)  .0193(9)  -.0072(11)
 C14  .0532(11)  .076(2)  .0670(13)  -.0023(11)  .0326(10)  .0062(11)
 C15  .0528(11)  .0451(12)  .0620(12)  -.0012(9)  .0230(9)  .0059(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
 S C9 . 1.820(2) y
 S C1 . 1.846(2) y
 C1 N2 . 1.453(2) y
 C1 C10 . 1.504(2) n
 N2 C8 . 1.359(2) y
 N2 C2 . 1.382(2) y
 C8 N1 . 1.308(2) y
 C8 C9 . 1.490(3) y
 C2 C3 . 1.389(3) ?
 C2 C7 . 1.402(3) y
 C7 C6 . 1.396(3) ?
 C7 N1 . 1.396(3) y
 C3 C4 . 1.378(3) ?
 C4 C5 . 1.402(3) ?
 C5 C6 . 1.380(3) ?
 C10 C15 . 1.384(3) ?
 C10 C11 . 1.386(3) ?
 C11 C12 . 1.366(3) ?
 C12 F . 1.360(2) n
 C12 C13 . 1.364(3) ?
 C13 C14 . 1.370(3) ?
 C14 C15 . 1.392(3) ?