#------------------------------------------------------------------------------
#$Date: 2022-09-15 14:08:19 +0300 (Thu, 15 Sep 2022) $
#$Revision: 277870 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/04/7100402.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_7100402
loop_
_publ_author_name
'T. Hanamoto'
'Y. Koga'
'E. Kido'
'T. Kawanami'
'H. Furuno'
'J. Inanaga'
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/b419329f
_journal_year                    2005
_chemical_formula_moiety         'C11 H9 F N2 O, H2 O'
_chemical_formula_sum            'C11 H11 F N2 O2'
_chemical_formula_weight         222.22
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                76.62(7)
_cell_angle_beta                 73.46(7)
_cell_angle_gamma                82.32(7)
_cell_formula_units_Z            4
_cell_length_a                   8.329(15)
_cell_length_b                   11.137(17)
_cell_length_c                   11.87(3)
_cell_measurement_temperature    93(2)
_cell_volume                     1024(3)
_diffrn_ambient_temperature      93(2)
_exptl_crystal_density_diffrn    1.441
_cod_database_code               7100402
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.51349(18) 0.68539(12) -0.20454(13) 0.0365(4) Uani 1 1 d . . .
F2 F 0.80683(19) 0.37222(12) 0.73315(13) 0.0418(4) Uani 1 1 d . . .
O1 O 0.0305(2) 1.20283(14) 0.13318(16) 0.0371(4) Uani 1 1 d . . .
O2 O 1.4205(2) -0.07897(15) 0.37118(17) 0.0434(5) Uani 1 1 d . . .
O3 O 0.8876(3) 0.43665(17) 0.1744(2) 0.0412(5) Uani 1 1 d . . .
O4 O 0.6126(3) 0.71057(17) 0.3014(2) 0.0409(5) Uani 1 1 d . . .
N2 N 0.6905(2) 0.57939(16) 0.03500(19) 0.0320(5) Uani 1 1 d . . .
H9 H 0.7534 0.5301 0.0746 0.038 Uiso 1 1 calc R . .
N1 N 0.5940(2) 0.67703(16) 0.07296(19) 0.0312(5) Uani 1 1 d . . .
N3 N 0.8411(3) 0.43811(16) 0.42313(19) 0.0328(5) Uani 1 1 d . . .
N4 N 0.7289(3) 0.52818(17) 0.46334(19) 0.0348(5) Uani 1 1 d . . .
H20 H 0.6825 0.5856 0.4181 0.042 Uiso 1 1 calc R . .
C1 C 0.0758(3) 1.17369(19) 0.0345(2) 0.0301(5) Uani 1 1 d . . .
C2 C 0.1889(3) 1.06029(18) 0.0183(2) 0.0277(5) Uani 1 1 d . . .
C3 C 0.2448(3) 0.9915(2) 0.1157(2) 0.0297(5) Uani 1 1 d . . .
H4 H 0.2105 1.0173 0.1886 0.036 Uiso 1 1 calc R . .
C4 C 0.3505(3) 0.88532(19) 0.1056(2) 0.0290(5) Uani 1 1 d . . .
H5 H 0.3869 0.8408 0.1715 0.035 Uiso 1 1 calc R . .
C5 C 0.4031(3) 0.84443(19) -0.0026(2) 0.0280(5) Uani 1 1 d . . .
C6 C 0.3477(3) 0.91329(19) -0.1004(2) 0.0298(5) Uani 1 1 d . . .
H6 H 0.3822 0.8875 -0.1733 0.036 Uiso 1 1 calc R . .
C7 C 0.2419(3) 1.0198(2) -0.0903(2) 0.0303(5) Uani 1 1 d . . .
H7 H 0.2060 1.0646 -0.1564 0.036 Uiso 1 1 calc R . .
C8 C 0.5165(3) 0.73171(19) -0.0131(2) 0.0287(5) Uani 1 1 d . . .
C9 C 0.5661(3) 0.66403(19) -0.1043(2) 0.0302(5) Uani 1 1 d . . .
C10 C 0.6768(3) 0.5683(2) -0.0719(2) 0.0323(5) Uani 1 1 d . . .
H8 H 0.7311 0.5081 -0.1153 0.039 Uiso 1 1 calc R . .
C21 C 0.6989(3) 0.5174(2) 0.5817(2) 0.0337(6) Uani 1 1 d . . .
H19 H 0.6263 0.5686 0.6286 0.040 Uiso 1 1 calc R . .
C20 C 0.7965(3) 0.41561(19) 0.6202(2) 0.0310(5) Uani 1 1 d . . .
C19 C 0.8840(3) 0.36702(19) 0.5199(2) 0.0280(5) Uani 1 1 d . . .
C16 C 1.0017(3) 0.25669(19) 0.5092(2) 0.0276(5) Uani 1 1 d . . .
C17 C 1.0126(3) 0.1667(2) 0.6105(2) 0.0321(5) Uani 1 1 d . . .
H17 H 0.9481 0.1780 0.6859 0.039 Uiso 1 1 calc R . .
C18 C 1.1193(3) 0.0599(2) 0.6000(2) 0.0329(5) Uani 1 1 d . . .
H18 H 1.1236 -0.0005 0.6681 0.040 Uiso 1 1 calc R . .
C13 C 1.2191(3) 0.04335(19) 0.4885(2) 0.0292(5) Uani 1 1 d . . .
C14 C 1.2111(3) 0.1346(2) 0.3871(2) 0.0312(5) Uani 1 1 d . . .
H15 H 1.2787 0.1246 0.3122 0.037 Uiso 1 1 calc R . .
C15 C 1.1035(3) 0.2401(2) 0.3971(2) 0.0301(5) Uani 1 1 d . . .
H16 H 1.0990 0.3002 0.3288 0.036 Uiso 1 1 calc R . .
C12 C 1.3345(3) -0.0697(2) 0.4715(2) 0.0312(5) Uani 1 1 d . . .
C11 C 0.0152(3) 1.2501(2) -0.0697(2) 0.0330(5) Uani 1 1 d . . .
H2 H -0.0586 1.2040 -0.0897 0.049 Uiso 1 1 calc R . .
H3 H 0.1097 1.2701 -0.1377 0.049 Uiso 1 1 calc R . .
H1 H -0.0440 1.3251 -0.0483 0.049 Uiso 1 1 calc R . .
C22 C 1.3462(3) -0.1702(2) 0.5781(2) 0.0346(6) Uani 1 1 d . . .
H12 H 1.4015 -0.2438 0.5513 0.052 Uiso 1 1 calc R . .
H13 H 1.2354 -0.1870 0.6280 0.052 Uiso 1 1 calc R . .
H14 H 1.4092 -0.1440 0.6233 0.052 Uiso 1 1 calc R . .
H22 H 0.923(3) 0.367(3) 0.166(3) 0.043(8) Uiso 1 1 d . . .
H21 H 0.886(4) 0.431(3) 0.239(4) 0.054(11) Uiso 1 1 d . . .
H10 H 0.551(4) 0.777(3) 0.324(3) 0.057(9) Uiso 1 1 d . . .
H11 H 0.602(4) 0.710(3) 0.246(3) 0.048(11) Uiso 1 1 d . . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C9 1.343(4) . ?
F2 C20 1.339(4) . ?
O1 C1 1.230(4) . ?
O2 C12 1.221(4) . ?
O3 H22 0.82(3) . ?
O3 H21 0.76(4) . ?
O4 H10 0.89(3) . ?
O4 H11 0.69(4) . ?
N2 C10 1.341(4) . ?
N2 N1 1.349(3) . ?
N2 H9 0.8600 . ?
N1 C8 1.347(4) . ?
N3 C19 1.346(4) . ?
N3 N4 1.351(3) . ?
N4 C21 1.334(4) . ?
N4 H20 0.8600 . ?
C1 C2 1.487(3) . ?
C1 C11 1.504(4) . ?
C2 C3 1.393(4) . ?
C2 C7 1.398(4) . ?
C3 C4 1.384(3) . ?
C3 H4 0.9300 . ?
C4 C5 1.395(4) . ?
C4 H5 0.9300 . ?
C5 C6 1.395(4) . ?
C5 C8 1.474(4) . ?
C6 C7 1.387(3) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C9 1.396(4) . ?
C9 C10 1.372(4) . ?
C10 H8 0.9300 . ?
C21 C20 1.371(4) . ?
C21 H19 0.9300 . ?
C20 C19 1.392(4) . ?
C19 C16 1.472(3) . ?
C16 C17 1.392(4) . ?
C16 C15 1.397(4) . ?
C17 C18 1.394(3) . ?
C17 H17 0.9300 . ?
C18 C13 1.387(4) . ?
C18 H18 0.9300 . ?
C13 C14 1.395(4) . ?
C13 C12 1.495(3) . ?
C14 C15 1.386(4) . ?
C14 H15 0.9300 . ?
C15 H16 0.9300 . ?
C12 C22 1.500(4) . ?
C11 H2 0.9600 . ?
C11 H3 0.9600 . ?
C11 H1 0.9600 . ?
C22 H12 0.9600 . ?
C22 H13 0.9600 . ?
C22 H14 0.9600 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30652951
