#------------------------------------------------------------------------------
#$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $
#$Revision: 481 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006526.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_2006526
_journal_name_full 'Acta Crystallographica Section C'
_journal_year   1997
_journal_volume 53
_journal_page_first   1337
_journal_page_last   1341
_publ_section_title
;
1-Aryl-1H,3H-thiazolo[3,4-a]benzimidazole derivatives
;
loop_
_publ_author_name
  'Bruno, Giuseppe'
  'Chimirri, Alba'
  'Monforte, Anna Maria'
  "Nicol\'o, Francesco"
  'Scopelliti, Rosario'
_chemical_formula_moiety   'C15 H10 F2 N2 S'
_chemical_formula_sum   'C15 H10 F2 N2 S'
_chemical_formula_weight   288.31
_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   11.507(2)
_cell_length_b   7.3990(10)
_cell_length_c   15.802(2)
_cell_angle_alpha   90.00
_cell_angle_beta   106.830(10)
_cell_angle_gamma   90.00
_cell_volume   1287.8(3)
_cell_formula_units_Z   4
_cell_measurement_temperature   293(2)
_exptl_crystal_density_diffrn   1.487
_diffrn_ambient_temperature   293(2)
_refine_ls_R_factor_obs  .0332
_refine_ls_wR_factor_obs  .0878
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  .29601(5)  .16437(8)  .61364(3)  .0638(2) Uani d . 1 . S
  C1  .22415(15)  .1306(2)  .49443(11)  .0469(4) Uani d . 1 . C
  H1  .21835(15)  .0012(2)  .48066(11)  .070 Uiso calc R 1 . H
  N2  .10371(12)  .2055(2)  .48174(9)  .0453(3) Uani d . 1 . N
  C8  .0617(2)  .2280(2)  .55327(11)  .0466(4) Uani d . 1 . C
  C9  .1536(2)  .1920(3)  .63974(12)  .0570(5) Uani d . 1 . C
  H9A  .1333(2)  .0833(3)  .66671(12)  .070 Uiso calc R 1 . H
  H9B  .1582(2)  .2926(3)  .67998(12)  .070 Uiso calc R 1 . H
  C2  .00752(15)  .2379(2)  .40724(11)  .0449(4) Uani d . 1 . C
  C7  -.0889(2)  .2820(2)  .44101(12)  .0478(4) Uani d . 1 . C
  N1  -.05281(13)  .2739(2)  .53320(10)  .0526(4) Uani d . 1 . N
  C3  -.0038(2)  .2348(3)  .31757(12)  .0564(5) Uani d . 1 . C
  H3  .0610(2)  .2042(3)  .29633(12)  .070 Uiso calc R 1 . H
  C4  -.1162(2)  .2793(3)  .26131(13)  .0648(5) Uani d . 1 . C
  H4  -.1277(2)  .2792(3)  .20059(13)  .070 Uiso calc R 1 . H
  C5  -.2131(2)  .3245(3)  .29385(14)  .0650(5) Uani d . 1 . C
  H5  -.2876(2)  .3545(3)  .25420(14)  .070 Uiso calc R 1 . H
  C6  -.2013(2)  .3258(3)  .38253(14)  .0599(5) Uani d . 1 . C
  H6  -.2668(2)  .3553(3)  .40327(14)  .070 Uiso calc R 1 . H
  C10  .29646(14)  .2244(2)  .44190(11)  .0415(4) Uani d . 1 . C
  C11  .2891(2)  .4093(3)  .42603(13)  .0557(5) Uani d . 1 . C
  H11  .2350(2)  .4782(3)  .44635(13)  .070 Uiso calc R 1 . H
  C12  .3600(2)  .4929(3)  .38088(14)  .0608(5) Uani d . 1 . C
  H12  .3551(2)  .6170(3)  .37130(14)  .070 Uiso calc R 1 . H
  C13  .43777(15)  .3896(3)  .35045(11)  .0529(5) Uani d . 1 . C
  F1  .50729(11)  .4702(2)  .30534(8)  .0817(4) Uani d . 1 . F
  C14  .4483(2)  .2076(3)  .36283(12)  .0550(5) Uani d . 1 . C
  H14  .5012(2)  .1392(3)  .34112(12)  .070 Uiso calc R 1 . H
  C15  .37665(15)  .1298(2)  .40920(11)  .0457(4) Uani d . 1 . C
  F2  .38720(11)  -.05079(14)  .42393(8)  .0704(3) Uani d . 1 . F
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  .0567(3)  .0793(4)  .0538(3)  -.0014(3)  .0134(2)  .0074(2)
  C1  .0499(9)  .0398(9)  .0554(10)  -.0012(8)  .0222(8)  -.0009(8)
  N2  .0444(8)  .0512(8)  .0459(7)  -.0041(6)  .0220(6)  -.0035(6)
  C8  .0549(11)  .0433(9)  .0479(9)  -.0123(8)  .0251(8)  -.0052(7)
  C9  .0672(12)  .0608(12)  .0478(10)  -.0142(10)  .0246(9)  -.0024(8)
  C2  .0458(9)  .0432(9)  .0491(9)  -.0083(8)  .0191(7)  -.0036(7)
  C7  .0480(9)  .0417(9)  .0586(10)  -.0082(8)  .0235(8)  -.0065(8)
  N1  .0535(9)  .0543(9)  .0584(9)  -.0079(7)  .0295(7)  -.0088(7)
  C3  .0563(11)  .0676(13)  .0505(10)  -.0102(9)  .0235(9)  -.0022(9)
  C4  .0711(13)  .0707(13)  .0491(10)  -.0155(11)  .0121(10)  .0026(10)
  C5  .0557(11)  .0629(13)  .0693(13)  -.0024(10)  .0069(10)  .0021(10)
  C6  .0485(10)  .0561(12)  .0769(13)  -.0011(9)  .0210(9)  -.0081(10)
  C10  .0403(8)  .0382(9)  .0479(9)  -.0016(7)  .0159(7)  -.0023(7)
  C11  .0569(11)  .0423(10)  .0764(12)  .0051(9)  .0327(9)  .0007(9)
  C12  .0586(11)  .0438(10)  .0806(13)  -.0032(9)  .0209(10)  .0138(9)
  C13  .0395(9)  .0687(13)  .0515(10)  -.0095(9)  .0146(7)  .0085(9)
  F1  .0627(7)  .1077(11)  .0822(8)  -.0195(7)  .0326(6)  .0217(7)
  C14  .0446(9)  .0668(13)  .0590(11)  .0025(9)  .0235(8)  -.0085(9)
  C15  .0464(9)  .0388(9)  .0516(9)  .0018(7)  .0137(7)  -.0046(7)
  F2  .0805(8)  .0419(6)  .0972(9)  .0097(5)  .0390(7)  -.0041(6)
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 . 1.814(2) ?
  S C1 . 1.842(2) ?
  C1 N2 . 1.452(2) ?
  C1 C10 . 1.504(2) ?
  N2 C8 . 1.362(2) ?
  N2 C2 . 1.384(2) ?
  C8 N1 . 1.308(2) ?
  C8 C9 . 1.490(3) ?
  C2 C3 . 1.385(2) ?
  C2 C7 . 1.401(2) ?
  C7 C6 . 1.393(3) ?
  C7 N1 . 1.396(2) ?
  C3 C4 . 1.381(3) ?
  C4 C5 . 1.397(3) ?
  C5 C6 . 1.368(3) ?
  C10 C15 . 1.373(2) ?
  C10 C11 . 1.389(3) ?
  C11 C12 . 1.377(3) ?
  C12 C13 . 1.366(3) ?
  C13 F1 . 1.354(2) ?
  C13 C14 . 1.361(3) ?
  C14 C15 . 1.378(2) ?
  C15 F2 . 1.356(2) ?