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#$Date: 2016-03-21 02:22:01 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178384 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/06/4020655.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_4020655
loop_
_publ_author_name
'Hartmut Schirok'
'Cristina Alonso-Alija'
'Jordi Benet-Buchholz'
'Andreas H. Göller'
'Rolf Grosser'
'Martin Michels'
'Holger Paulsen'
_publ_section_title
;
 Efficient Regioselective Synthesis of
 6-Amino-5-benzoyl-1-Substituted 2(1H)-Pyridinones
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              9463
_journal_page_last               9469
_journal_paper_doi               10.1021/jo0515428
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C21 H18 Cl3 F N2 O4'
_chemical_formula_weight         487.72
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 104.621(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.6100(3)
_cell_length_b                   7.5434(2)
_cell_length_c                   12.8521(3)
_cell_measurement_temperature    90(2)
_cell_volume                     1089.12(5)
_diffrn_ambient_temperature      90(2)
_exptl_crystal_density_diffrn    1.487
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4020655
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -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 1.00509(19) 0.0052(4) 0.99161(17) 0.0374(6) Uani 1 1 d . . .
O1 O 0.5445(2) 0.2967(4) 0.6844(2) 0.0256(6) Uani 1 1 d . . .
N1 N 0.3073(2) -0.0945(4) 0.5169(2) 0.0150(6) Uani 1 1 d . . .
C1 C 0.4882(3) -0.0037(5) 0.6451(2) 0.0159(7) Uani 1 1 d . . .
O2 O 0.11653(17) -0.0037(4) 0.58644(17) 0.0183(5) Uani 1 1 d . . .
C2 C 0.3809(3) 0.0396(5) 0.5659(2) 0.0158(7) Uani 1 1 d . . .
N2 N 0.3493(3) 0.2067(5) 0.5404(2) 0.0209(7) Uani 1 1 d . . .
H2A H 0.287(5) 0.221(9) 0.500(5) 0.042(15) Uiso 1 1 d . . .
H2B H 0.401(4) 0.289(7) 0.571(4) 0.021(11) Uiso 1 1 d . . .
O3 O -0.1175(2) 0.0720(4) 0.21788(18) 0.0260(6) Uani 1 1 d . . .
C3 C 0.3296(3) -0.2767(5) 0.5397(3) 0.0187(7) Uani 1 1 d . . .
O4 O 0.2571(2) -0.3868(4) 0.49078(17) 0.0205(5) Uani 1 1 d . . .
C4 C 0.4346(3) -0.3169(5) 0.6219(3) 0.0202(7) Uani 1 1 d . . .
H4A H 0.450(3) -0.444(7) 0.643(3) 0.016(9) Uiso 1 1 d . . .
C5 C 0.5081(3) -0.1846(5) 0.6716(3) 0.0194(7) Uani 1 1 d . . .
H5A H 0.564(4) -0.223(8) 0.726(4) 0.032(13) Uiso 1 1 d . . .
C6 C 0.5667(3) 0.1350(5) 0.6984(3) 0.0196(7) Uani 1 1 d . . .
C7 C 0.6824(3) 0.0870(5) 0.7773(2) 0.0180(7) Uani 1 1 d . . .
C8 C 0.7116(3) 0.1783(5) 0.8749(3) 0.0212(8) Uani 1 1 d . . .
H8A H 0.654(5) 0.263(9) 0.892(5) 0.050(15) Uiso 1 1 d . . .
C9 C 0.8201(3) 0.1513(6) 0.9486(3) 0.0255(8) Uani 1 1 d . . .
H9A H 0.843(3) 0.202(6) 1.013(4) 0.017(10) Uiso 1 1 d . . .
C10 C 0.8975(3) 0.0333(6) 0.9208(3) 0.0253(9) Uani 1 1 d . . .
C11 C 0.8736(3) -0.0602(5) 0.8258(3) 0.0227(8) Uani 1 1 d . . .
H11A H 0.935(4) -0.155(7) 0.822(4) 0.034(12) Uiso 1 1 d . . .
C12 C 0.7643(3) -0.0325(5) 0.7531(3) 0.0201(7) Uani 1 1 d . . .
H12A H 0.746(3) -0.098(7) 0.692(3) 0.019(10) Uiso 1 1 d . . .
C13 C 0.1969(3) -0.0473(5) 0.4397(3) 0.0170(7) Uani 1 1 d . . .
C14 C 0.0981(3) -0.0033(5) 0.4785(2) 0.0153(6) Uani 1 1 d . . .
C15 C -0.0102(3) 0.0390(5) 0.4053(2) 0.0174(7) Uani 1 1 d . . .
H15A H -0.076(4) 0.060(7) 0.429(3) 0.027(11) Uiso 1 1 d . . .
C16 C -0.0169(3) 0.0335(5) 0.2962(3) 0.0199(7) Uani 1 1 d . . .
C17 C 0.0820(3) -0.0124(6) 0.2578(3) 0.0219(8) Uani 1 1 d . . .
H17A H 0.074(3) -0.016(6) 0.181(3) 0.013(9) Uiso 1 1 d . . .
C18 C 0.1893(3) -0.0516(5) 0.3311(3) 0.0193(7) Uani 1 1 d . . .
H18A H 0.255(4) -0.088(7) 0.305(3) 0.025(11) Uiso 1 1 d . . .
C19 C 0.0169(3) 0.0348(6) 0.6304(2) 0.0212(8) Uani 1 1 d . . .
H19A H 0.0435 0.0370 0.7091 0.032 Uiso 1 1 calc R . .
H19B H -0.0441 -0.0569 0.6078 0.032 Uiso 1 1 calc R . .
H19C H -0.0165 0.1506 0.6042 0.032 Uiso 1 1 calc R . .
C20 C -0.2212(3) 0.1248(6) 0.2513(3) 0.0246(8) Uani 1 1 d . . .
H20A H -0.270(4) 0.145(7) 0.186(4) 0.034(12) Uiso 1 1 d . . .
H20B H -0.210(4) 0.223(7) 0.290(4) 0.019(10) Uiso 1 1 d . . .
H20C H -0.246(3) 0.033(7) 0.295(3) 0.019(10) Uiso 1 1 d . . .
C1L C -0.3101(3) -0.2302(6) 0.0618(3) 0.0259(8) Uani 1 1 d . . .
H1LA H -0.249(5) -0.160(9) 0.076(5) 0.052(16) Uiso 1 1 d . . .
Cl1 Cl -0.28992(9) -0.37021(16) -0.04107(8) 0.0390(3) Uani 1 1 d . . .
Cl2 Cl -0.30605(11) -0.35163(18) 0.17923(8) 0.0466(3) Uani 1 1 d . . .
Cl3 Cl -0.44488(8) -0.11386(16) 0.02046(9) 0.0416(3) Uani 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 C10 1.363(4) . ?
O1 C6 1.250(5) . ?
N1 C2 1.370(4) . ?
N1 C3 1.415(5) . ?
N1 C13 1.454(4) . ?
C1 C5 1.411(5) . ?
C1 C2 1.434(4) . ?
C1 C6 1.442(5) . ?
O2 C14 1.350(4) . ?
O2 C19 1.439(4) . ?
C2 N2 1.330(5) . ?
O3 C16 1.368(4) . ?
O3 C20 1.433(4) . ?
C3 O4 1.236(4) . ?
C3 C4 1.429(5) . ?
C4 C5 1.363(5) . ?
C6 C7 1.509(4) . ?
C7 C8 1.395(5) . ?
C7 C12 1.400(5) . ?
C8 C9 1.388(5) . ?
C9 C10 1.375(6) . ?
C10 C11 1.376(5) . ?
C11 C12 1.389(4) . ?
C13 C18 1.377(5) . ?
C13 C14 1.401(4) . ?
C14 C15 1.404(4) . ?
C15 C16 1.386(4) . ?
C16 C17 1.402(5) . ?
C17 C18 1.391(4) . ?
C1L Cl1 1.754(4) . ?
C1L Cl2 1.756(4) . ?
C1L Cl3 1.756(4) . ?
