#------------------------------------------------------------------------------
#$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $
#$Revision: 481 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006200.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_2006200
_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 11.3440(10)
_cell_length_b 7.4370(10)
_cell_length_c 15.542(2)
_cell_angle_alpha 90.00
_cell_angle_beta 108.390(10)
_cell_angle_gamma 90.00
_cell_volume 1244.2(3)
_cell_formula_units_Z 4
_cell_measurement_temperature 293(2)
_exptl_crystal_density_diffrn 1.443
_diffrn_ambient_temperature 293(2)
_refine_ls_R_factor_obs  .0288
_refine_ls_wR_factor_obs  .0721
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  .18702(4)  .16143(7)  .88279(3)  .0530(2) Uani d . 1 . S
 C1  .26677(15)  .1370(2) 1.00589(11)  .0421(4) Uani d . 1 . C
 H1  .2740(14)  .011(2)   1.0239(10)  .044(4) Uiso d . 1 . H
 N2  .38922(12)  .2087(2) 1.01575(9)  .0429(3) Uani d . 1 . N
 C8  .4282(2)  .2206(2)  .94137(10)  .0424(4) Uani d . 1 . C
 C9  .3301(2)  .1789(3)  .85411(12)  .0486(4) Uani d . 1 . C
 H9A  .3477(16)  .068(3) .8309(12)  .065(6) Uiso d . 1 . H
 H9B  .3238(16)  .279(3) .8133(13)  .058(5) Uiso d . 1 . H
 C2  .49157(15)  .2442(2) 1.09088(11)  .0419(4) Uani d . 1 . C
 C7  .58748(15)  .2798(2) 1.05429(11)  .0429(4) Uani d . 1 . C
 N1  .54515(13)  .2628(2)  .95962(9)  .0469(4) Uani d . 1 . N
 C3  .5086(2)  .2514(3) 1.18328(12)  .0546(5) Uani d . 1 . C
 H3  .4408(18)  .221(3)   1.2035(13)  .061(5) Uiso d . 1 . H
 C4  .6257(2)  .2968(3) 1.23876(13)  .0602(5) Uani d . 1 . C
 H4  .6391(17)  .302(2)   1.3007(13)  .063(6) Uiso d . 1 . H
 C5  .7221(2)  .3333(3) 1.20367(14)  .0592(5) Uani d . 1 . C
 H5  .8033(16)  .365(2)   1.2454(12)  .058(5) Uiso d . 1 . H
 C6  .7048(2)  .3249(3) 1.11212(13)  .0546(5) Uani d . 1 . C
 H6  .7689(18)  .350(2)   1.0882(13)  .066(6) Uiso d . 1 . H
 C10  .19690(14)  .2368(2) 1.05871(10)  .0367(4) Uani d . 1 . C
 C11  .2062(2)  .4213(2) 1.07216(12)  .0487(4) Uani d . 1 . C
 H11  .2600(16)  .481(2)   1.0509(12)  .063(6) Uiso d . 1 . H
 C12  .1338(2)  .5098(3) 1.11504(13)  .0543(5) Uani d . 1 . C
 H12  .1360(18)  .641(3)   1.1196(13)  .071(6) Uiso d . 1 . H
 C13  .0521(2)  .4147(3) 1.14720(12)  .0531(5) Uani d . 1 . C
 H13  .0017(17)  .471(3)   1.1791(12)  .066(6) Uiso d . 1 . H
 C14  .0429(2)  .2317(3) 1.13713(12)  .0502(4) Uani d . 1 . C
 H14  -.0104(19)  .164(3)   1.1585(14)  .071(6) Uiso d . 1 . H
 C15  .11506(14)  .1474(2) 1.09288(10)  .0395(4) Uani d . 1 . C
 F  .10416(9)  -.03414(13) 1.08143(7)  .0581(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  .0462(3)  .0676(3)  .0467(3)  -.0037(2)  .0167(2)  -.0069(2)
 C1  .0435(9)  .0394(9)  .0478(9)  .0008(7)  .0206(7)  .0034(7)
 N2  .0388(7)  .0525(8)  .0424(7)  .0032(6)  .0199(6)  .0028(6)
 C8  .0464(10)  .0431(9)  .0432(9)  .0084(7)  .0219(7)  .0047(7)
 C9  .0518(10)  .0559(11)  .0432(9)  .0063(9)  .0224(8)  .0007(9)
 C2  .0414(8)  .0437(9)  .0434(9)  .0071(7)  .0176(7)  .0024(7)
 C7  .0424(9)  .0417(9)  .0482(9)  .0073(7)  .0194(7)  .0064(7)
 N1  .0438(8)  .0541(8)  .0496(8)  .0046(6)  .0241(6)  .0066(6)
 C3  .0518(11)  .0685(12)  .0491(10)  .0102(9)  .0240(9)  .0021(9)
 C4  .0624(12)  .0694(13)  .0438(11)  .0103(10)  .0098(9)  -.0042(9)
 C5  .0513(11)  .0603(12)  .0594(12)  .0004(9)  .0079(10)  -.0001(9)
 C6  .0451(10)  .0563(11)  .0642(12)  .0001(9)  .0195(9)  .0097(9)
 C10  .0351(8)  .0392(8)  .0375(8)  .0016(6)  .0137(6)  .0032(6)
 C11  .0517(10)  .0418(10)  .0575(11)  -.0036(8)  .0243(8)  .0027(8)
 C12  .0570(11)  .0447(11)  .0601(11)  .0039(9)  .0168(9)  -.0099(8)
 C13  .0430(10)  .0673(13)  .0512(10)  .0068(9)  .0178(8)  -.0093(9)
 C14  .0390(9)  .0634(12)  .0534(11)  -.0032(8)  .0218(8)  .0028(9)
 C15  .0373(8)  .0384(9)  .0407(8)  -.0013(7)  .0095(7)  .0037(7)
 F  .0619(6)  .0412(5)  .0761(7)  -.0070(5)  .0286(5)  .0056(5)
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 . 1.818(2) yes
 S C1 . 1.849(2) yes
 C1 N2 . 1.450(2) yes
 C1 C10 . 1.504(2) no
 N2 C8 . 1.364(2) yes
 N2 C2 . 1.388(2) yes
 C8 N1 . 1.305(2) yes
 C8 C9 . 1.490(2) yes
 C2 C3 . 1.388(2) ?
 C2 C7 . 1.403(2) yes
 C7 C6 . 1.391(2) ?
 C7 N1 . 1.402(2) yes
 C3 C4 . 1.378(3) ?
 C4 C5 . 1.394(3) ?
 C5 C6 . 1.375(3) ?
 C10 C15 . 1.377(2) ?
 C10 C11 . 1.387(2) ?
 C11 C12 . 1.377(3) ?
 C12 C13 . 1.379(3) ?
 C13 C14 . 1.370(3) ?
 C14 C15 . 1.375(2) ?
 C15 F . 1.362(2) no