#------------------------------------------------------------------------------
#$Date: 2011-09-28 15:24:46 +0100 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/61/2006113.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_2006113
loop_
_publ_author_name
' William H. Ojala'
' Ramaswamy A. Iyer'
' Patrick E. Hanna'
' William B. Gleason'
_publ_section_title
;
Heterocyclic N-Acetoxyarylamines, Models for the Putative Ultimate
Carcinogens of Aromatic Amines: 2-Acetoxyamino-5-phenylpyridine
and 2-Acetoxyaminopyridine
;
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              634
_journal_page_last               637
_journal_volume                  53
_journal_year                    1997
_chemical_formula_moiety         'C13 H12 N2 O2 '
_chemical_formula_sum            'C13 H12 N2 O2'
_chemical_formula_weight         228.25
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90
_cell_angle_beta                 90.463(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.246(2)
_cell_length_b                   5.524(2)
_cell_length_c                   19.9730(10)
_cell_measurement_temperature    173(2)
_cell_volume                     1130.3(3)
_diffrn_ambient_temperature      173.2
_exptl_crystal_density_diffrn    1.341
_refine_ls_R_factor_obs          .0369
_refine_ls_wR_factor_obs         .0464
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
_[local]_cod_chemical_formula_sum_orig 'C13 H12 N2 O2 '
_cod_depositor_comments
;
The following automatic conversions were performed:

'_atom_site_thermal_displace_type' tag value 'Uij' was replaced with
'Uani' value 29 times.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               2006113
loop_
_symmetry_equiv_pos_as_xyz
'   +x,   +y,   +z'
'   -x,1/2+y,1/2-z'
'   -x,   -y,   -z'
'   +x,1/2-y,1/2+z'
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
O1 .0387(7) .0267(7) .0370(7) -.0006(6) .0076(6) .0021(6)
O2 .0564(10) .0381(9) .1010(10) -.0067(8) .0419(10) -.0140(9)
N1 .0369(8) .0269(8) .0335(8) -.0025(7) .0032(7) -.0030(7)
N2 .0366(8) .0252(8) .0343(8) -.0045(7) .0045(7) -.0011(7)
C1 .0291(8) .0260(9) .0277(8) .0021(8) -.0026(7) .0009(7)
C2 .0367(9) .0300(10) .0341(9) -.0075(8) .0001(8) -.0024(8)
C3 .0385(10) .0300(10) .0308(9) -.0027(8) -.0017(8) -.0050(8)
C4 .0276(8) .0272(9) .0275(8) .0018(8) -.0047(7) .0008(7)
C5 .0334(9) .0272(10) .0336(9) -.0034(8) .0010(7) -.0004(8)
C6 .0294(9) .0340(10) .0404(10) .0006(8) .0010(8) -.0018(9)
C7 .0380(10) .0350(10) .0480(10) -.0041(10) .0014(9) .0039(10)
C8 .0284(8) .0310(10) .0292(8) .0034(8) -.0047(7) .0018(8)
C9 .0355(10) .0430(10) .0394(10) -.0047(9) .0038(8) -.0096(9)
C10 .0440(10) .0540(10) .0390(10) .0000(10) .0041(9) -.0120(10)
C11 .0360(10) .0610(10) .0338(10) .0030(10) .0061(8) .0040(10)
C12 .0480(10) .0540(10) .0540(10) -.0140(10) .0150(10) -.0030(10)
C13 .0460(10) .0420(10) .0460(10) -.0100(10) .0096(9) -.0078(10)
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_calc_attached_atom
O1 -.18350(10) .0245(2) .49089(6) .0341(4) Uani ? ?
O2 -.3271(2) .2207(3) .55435(9) .0651(5) Uani ? ?
N1 .03617(14) .4210(3) .41417(7) .0324(4) Uani ? ?
N2 -.1320(2) .2586(3) .47407(8) .0320(4) Uani ? ?
C1 -.0440(2) .2327(3) .42134(8) .0276(4) Uani ? ?
C2 -.0461(2) .0379(3) .37751(9) .0335(5) Uani ? ?
C3 .0416(2) .0378(4) .32563(9) .0333(5) Uani ? ?
C4 .1285(2) .2297(3) .31617(8) .0275(4) Uani ? ?
C5 .1186(2) .4167(3) .36225(9) .0314(5) Uani ? ?
C6 -.2912(2) .0365(4) .52890(9) .0347(5) Uani ? ?
C7 -.3545(2) -.2045(4) .53502(11) .0401(6) Uani ? ?
C8 .2255(2) .2340(3) .26121(9) .0294(4) Uani ? ?
C9 .2244(2) .0589(4) .21118(10) .0393(5) Uani ? ?
C10 .3149(2) .0625(4) .15974(10) .0456(6) Uani ? ?
C11 .4082(2) .2410(4) .15683(10) .0434(6) Uani ? ?
C12 .4110(2) .4160(4) .20597(11) .0520(7) Uani ? ?
C13 .3211(2) .4119(4) .25737(11) .0448(6) Uani ? ?
H2 -.107(2) -.091(4) .3836(9) .0392 Uani ? ?
H2N -.097(2) .330(4) .5108(10) .0373 Uani ? ?
H3 .037(2) -.101(4) .2964(9) .0365 Uani ? ?
H5 .175(2) .558(4) .3597(9) .0358 Uani ? ?
H7A -.384(2) -.220(4) .5790(10) .0453 Uani ? ?
H7B -.431(2) -.211(4) .5070(10) .0453 Uani ? ?
H7C -.300(2) -.334(4) .5207(10) .0453 Uani ? ?
H9 .156(2) -.068(4) .2116(10) .0453 Uani ? ?
H10 .310(2) -.062(4) .1300(10) .0513 Uani ? ?
H11 .470(2) .244(4) .1210(10) .0474 Uani ? ?
H12 .480(2) .546(4) .2050(10) .0572 Uani ? ?
H13 .330(2) .533(4) .2900(10) .0527 Uani ? ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 N2 ? ? 1.437(2) yes
O1 C6 ? ? 1.346(2) yes
O2 C6 ? ? 1.197(2) yes
N1 C1 ? ? 1.334(2) yes
N1 C5 ? ? 1.343(2) yes
N2 C1 ? ? 1.399(2) yes
N2 H2N ? ? .90(2) no
C1 C2 ? ? 1.387(3) yes
C2 C3 ? ? 1.377(3) yes
C2 H2 ? ? .95(2) no
C3 C4 ? ? 1.398(3) yes
C3 H3 ? ? .97(2) no
C4 C5 ? ? 1.388(3) yes
C4 C8 ? ? 1.487(2) yes
C5 H5 ? ? .97(2) no
C6 C7 ? ? 1.486(3) yes
C7 H7A ? ? .93(2) no
C7 H7B ? ? .96(2) no
C7 H7C ? ? .96(2) no
C8 C9 ? ? 1.390(3) no
C8 C13 ? ? 1.390(3) no
C9 C10 ? ? 1.390(3) no
C9 H9 ? ? .99(2) no
C10 C11 ? ? 1.375(3) no
C10 H10 ? ? .91(2) no
C11 C12 ? ? 1.378(3) no
C11 H11 ? ? .95(2) no
C12 C13 ? ? 1.385(3) no
C12 H12 ? ? 1.00(2) no
C13 H13 ? ? .94(2) no