#------------------------------------------------------------------------------
#$Date: 2011-09-28 17:24:46 +0300 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/72/2007205.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_2007205
loop_
_publ_author_name
'Dmitry Yu. Naumov'
'Marina A. Vasilchenko'
'Judith A. K. Howard'
_publ_section_title
;
The Monoclinic Form of Acetaminophen at 150 K
;
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              653
_journal_page_last               655
_journal_volume                  54
_journal_year                    1998
_chemical_formula_moiety         'C8 H9 N O2'
_chemical_formula_structural     'CH3 CO NH C6H4 OH'
_chemical_formula_sum            'C8 H9 N O2'
_chemical_formula_weight         151.16
_chemical_melting_point          171.5(5)
_chemical_name_common            Acetaminophen
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 97.6720(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.0939(6)
_cell_length_b                   9.2625(8)
_cell_length_c                   11.6570(10)
_cell_measurement_temperature    150(2)
_cell_volume                     759.09(11)
_diffrn_ambient_temperature      150(2)
_exptl_crystal_density_diffrn    1.323
_refine_ls_R_factor_obs          .0555
_refine_ls_wR_factor_obs         .1069
_[local]_cod_cif_authors_sg_H-M  'P 21/n'
_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 

The following automatic conversions were performed:

'_chemical_melting_point' value '171-172' was changed to '171.5(5)' -
the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               2007205
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
C1 .0203(8) .0229(8) .0218(7) -.0003(6) .0022(6) -.0002(6)
C2 .0190(8) .0278(9) .0281(8) .0054(6) .0010(6) -.0019(7)
C3 .0183(7) .0280(9) .0253(8) .0040(6) -.0013(6) -.0010(7)
C4 .0189(7) .0194(7) .0202(7) .0002(6) .0044(5) .0034(6)
C5 .0172(7) .0234(8) .0254(8) .0028(6) .0029(6) .0030(6)
C6 .0169(7) .0272(9) .0238(7) .0005(6) -.0005(6) .0011(7)
C7 .0235(8) .0226(8) .0229(7) .0024(6) .0065(6) .0042(6)
O2 .0189(6) .0428(8) .0296(6) .0030(5) .0056(5) -.0008(6)
C8 .0317(9) .0311(9) .0307(9) -.0008(8) .0084(7) -.0066(8)
O1 .0204(6) .0347(7) .0293(6) .0012(5) -.0005(5) -.0108(5)
N1 .0173(6) .0241(7) .0220(6) .0007(5) .0019(5) -.0013(5)
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
O1 .1649(2) .92111(14) .22312(11) .0285(3) Uani d . 1 . O
H1' .052(4) .957(3) .241(2) .067(8) Uiso d . 1 . H
C1 .1346(2) .8294(2) .12968(14) .0217(3) Uani d . 1 . C
C2 -.0365(2) .8277(2) .05496(14) .0251(4) Uani d . 1 . C
H2 -.139(2) .8907(14) .0690(3) .030 Uiso calc R 1 . H
C3 -.0585(2) .7355(2) -.03939(14) .0243(4) Uani d . 1 . C
H3 -.179(3) .7345(2) -.0914(11) .029 Uiso calc R 1 . H
C4 .0888(2) .6438(2) -.06137(13) .0193(3) Uani d . 1 . C
C5 .2581(2) .6437(2) .01497(14) .0220(3) Uani d . 1 . C
H5 .357(2) .5815(14) .0024(3) .026 Uiso calc R 1 . H
C6 .2800(2) .7362(2) .10954(14) .0229(4) Uani d . 1 . C
H6 .397(2) .7357(2) .1618(11) .028 Uiso calc R 1 . H
N1 .0528(2) .5529(2) -.15989(12) .0212(3) Uani d . 1 . N
H2' -.073(3) .544(2) -.1914(18) .035(6) Uiso d . 1 . H
C7 .1792(2) .4882(2) -.21942(14) .0227(3) Uani d . 1 . C
O2 .3532(2) .49635(15) -.19141(11) .0302(3) Uani d . 1 . O
C8 .0934(3) .4023(2) -.3234(2) .0308(4) Uani d . 1 . C
H8A -.0343(18) .4292(11) -.3436(8) .046 Uiso calc R 1 . H
H8B .1001(18) .3034(14) -.3055(5) .046 Uiso calc R 1 . H
H8C .1611(15) .4207(12) -.3858(9) .046 Uiso calc R 1 . H
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
O1 C1 . 1.375(2) yes
C1 C2 . 1.396(2) yes
C2 C3 . 1.385(2) yes
C2 H2 . .96(2) no
C3 C4 . 1.396(2) yes
C3 H3 . .98(2) no
C4 C5 . 1.396(2) yes
C5 C6 . 1.388(2) yes
C5 H5 . .93(2) no
C6 C1 . 1.389(2) yes
C6 H6 . .96(2) no
C4 N1 . 1.420(2) yes
N1 C7 . 1.346(2) yes
C7 O2 . 1.236(2) yes
C7 C8 . 1.509(2) yes
C8 H8A . .939(13) no
C8 H8B . .939(13) no
C8 H8C . .939(13) no
O1 H1' . .92(3) yes
N1 H2' . .92(2) yes