#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/07/4020727.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_4020727
loop_
_publ_author_name
'Tsutomu Konno'
'Jungha Chae'
'Tomotsugu Miyabe'
'Takashi Ishihara'
_publ_section_title
;
 Regioselective One-Step Synthesis of 4-Fluoroalkylated Isoquinolines
 via Carbopalladation Reaction of Fluorine-Containing Alkynes
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              10172
_journal_page_last               10174
_journal_paper_doi               10.1021/jo051700v
_journal_volume                  70
_journal_year                    2005
_chemical_formula_moiety         'C17 H12 F3 N O '
_chemical_formula_sum            'C17 H12 F3 N O'
_chemical_formula_weight         303.28
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_cell_angle_alpha                90
_cell_angle_beta                 93.066(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   30.895(3)
_cell_length_b                   5.5887(7)
_cell_length_c                   7.818(1)
_cell_measurement_temperature    198.1
_cell_volume                     1348.0(3)
_exptl_crystal_density_diffrn    1.494
_cod_original_sg_symbol_H-M      'P 21/a'
_cod_original_formula_sum        'C17 H12 F3 N O '
_cod_database_code               4020727
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,-Z
3 -X,-Y,-Z
4 1/2+X,1/2-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 0.7695 0.1865 0.1007 0.0447(3) Uani 1.00 1 d . . .
F2 F 0.8192 0.3918 -0.0065 0.0472(3) Uani 1.00 1 d . . .
F3 F 0.8141 0.0156 -0.0615 0.0520(3) Uani 1.00 1 d . . .
O1 O 0.9749 0.8141 -0.1785 0.0468(3) Uani 1.00 1 d . . .
N1 N 0.9001 0.2199 0.4173 0.0342(3) Uani 1.00 1 d . . .
C1 C 0.8403 0.1214 0.2202 0.0293(3) Uani 1.00 1 d . . .
C2 C 0.8786 0.2428 0.2590 0.0295(3) Uani 1.00 1 d . . .
C3 C 0.8853 0.0645 0.5252 0.0343(4) Uani 1.00 1 d . . .
C4 C 0.8501 -0.0908 0.4910 0.0308(3) Uani 1.00 1 d . . .
C5 C 0.8390 -0.2711 0.6074 0.0357(4) Uani 1.00 1 d . . .
C6 C 0.8055 -0.4233 0.5677 0.0396(4) Uani 1.00 1 d . . .
C7 C 0.7818 -0.3994 0.4094 0.0391(4) Uani 1.00 1 d . . .
C8 C 0.7915 -0.2246 0.2946 0.0347(3) Uani 1.00 1 d . . .
C9 C 0.8260 -0.0626 0.3318 0.0290(3) Uani 1.00 1 d . . .
C10 C 0.8114 0.1790 0.0638 0.0351(4) Uani 1.00 1 d . . .
C11 C 0.9019 0.3958 0.1393 0.0296(3) Uani 1.00 1 d . . .
C12 C 0.9095 0.3165 -0.0250 0.0341(3) Uani 1.00 1 d . . .
C13 C 0.9339 0.4500 -0.1346 0.0357(3) Uani 1.00 1 d . . .
C14 C 0.9510 0.6673 -0.0800 0.0340(3) Uani 1.00 1 d . . .
C15 C 0.9443 0.7492 0.0852 0.0366(4) Uani 1.00 1 d . . .
C16 C 0.9201 0.6137 0.1927 0.0336(3) Uani 1.00 1 d . . .
C17 C 0.9860 0.7267 -0.3411 0.0467(4) Uani 1.00 1 d . . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
F1 C10 1.3423 ? . .
F2 C10 1.3379 ? . .
F3 C10 1.3455 ? . .
O1 C14 1.3677 ? . .
O1 C17 1.4211 ? . .
N1 C2 1.3795 ? . .
N1 C3 1.3096 ? . .
C1 C2 1.3839 ? . .
C1 C9 1.4335 ? . .
C1 C10 1.5092 ? . .
C2 C11 1.4835 ? . .
C3 C4 1.4069 ? . .
C4 C5 1.4118 ? . .
C4 C9 1.4244 ? . .
C5 C6 1.3634 ? . .
C6 C7 1.4097 ? . .
C7 C8 1.3707 ? . .
C8 C9 1.4157 ? . .
C11 C12 1.3902 ? . .
C11 C16 1.3947 ? . .
C12 C13 1.3891 ? . .
C13 C14 1.3833 ? . .
C14 C15 1.3963 ? . .
C15 C16 1.3813 ? . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9834203
