#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006390.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_2006390
_journal_name_full  'Acta Crystallographica'
_journal_year  1997
_journal_volume  C53
_journal_page_first  1143
_journal_page_last  1145
_publ_section_title
;
2-[2-(Hydroxyethyl)phenoxy]benzoic Acid
;
loop_
_publ_author_name
 'Damas, Ana M.'
 'Roleira, Fernanda F.'
 'Pinto, Madalena M. M.'
_chemical_formula_moiety  'C15 H14 O4'
_chemical_formula_sum  'C15 H14 O4'
_chemical_formula_weight  258.26
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
loop_
_symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, -y, -z'
_cell_length_a  4.832(2)
_cell_length_b  10.222(6)
_cell_length_c  13.426(6)
_cell_angle_alpha  73.30(4)
_cell_angle_beta  81.43(3)
_cell_angle_gamma  88.83(4)
_cell_volume  627.9(5)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.366
_diffrn_ambient_temperature  293(2)
_refine_ls_R_factor_obs   .0389
_refine_ls_wR_factor_obs   .0932
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  .3352(2)  .30986(10)  .75662(8)  .0462(3) Uani d . 1 . O
 O2  -.4105(2)  .30628(10)  .96657(9)  .0559(3) Uani d . 1 . O
 HO2  -.4861(2)  .23185(10)  .99833(9)  .084 Uiso calc R 1 . H
 O3  -.0899(3)  .17571(10)  .91005(10)  .0631(3) Uani d . 1 . O
 O4  .6427(2)  -.07489(10)  .90811(8)  .0500(3) Uani d . 1 . O
 HO4  .7548(2)  -.01846(10)  .91261(8)  .075 Uiso calc R 1 . H
 C2  .2157(3)  .42700(13)  .77530(11)  .0420(3) Uani d . 1 . C
 C3  .3493(4)  .5516(2)  .72072(14)  .0539(4) Uani d . 1 . C
 C4  .2492(4)  .6704(2)  .7402(2)  .0605(4) Uani d . 1 . C
 C5  .0171(4)  .6662(2)  .81449(15)  .0593(4) Uani d . 1 . C
 C6  -.1168(4)  .5421(2)  .86860(14)  .0510(4) Uani d . 1 . C
 C1  -.0211(3)  .41977(13)  .85030(11)  .0420(3) Uani d . 1 . C
 C7  -.1721(3)  .28812(14)  .91079(11)  .0439(3) Uani d . 1 . C
 C1'  .2595(3)  .26730(13)  .67531(10)  .0407(3) Uani d . 1 . C
 C6'  .0796(4)  .3388(2)  .60868(12)  .0491(4) Uani d . 1 . C
 C5'  .0168(4)  .2896(2)  .52836(13)  .0572(4) Uani d . 1 . C
 C4'  .1311(4)  .1703(2)  .51512(13)  .0616(5) Uani d . 1 . C
 C3'  .3081(4)  .0994(2)  .58289(12)  .0561(4) Uani d . 1 . C
 C2'  .3794(3)  .14581(14)  .66378(11)  .0444(3) Uani d . 1 . C
 C8  .5791(3)  .0689(2)  .73438(12)  .0487(4) Uani d . 1 . C
 C9  .4397(3)  -.0065(2)  .84358(12)  .0483(4) Uani d . 1 . C
 H3  .510(4) .5520(18)  .6685(15)  .066(5) Uiso d . 1 . H
 H4  .344(4) .755(2) .7009(15)  .071(5) Uiso d . 1 . H
 H5  -.058(4) .753(2) .8273(15)  .070(5) Uiso d . 1 . H
 H6  -.278(4) .5365(17)  .9226(14)  .057(5) Uiso d . 1 . H
 H6'  -.005(4) .4239(19)  .6213(14)  .063(5) Uiso d . 1 . H
 H5'  -.112(4) .3392(19)  .4837(15)  .066(5) Uiso d . 1 . H
 H4'  .093(5) .133(2) .4586(17)  .084(6) Uiso d . 1 . H
 H3'  .392(4) .014(2) .5735(15)  .069(5) Uiso d . 1 . H
 H81  .720(4) .1334(18)  .7422(13)  .057(5) Uiso d . 1 . H
 H82  .681(4) -.0013(19)  .7036(15)  .068(5) Uiso d . 1 . H
 H91  .332(4) .0581(17)  .8761(14)  .056(5) Uiso d . 1 . H
 H92  .314(4) -.081(2) .8411(15)  .070(5) Uiso d . 1 . H
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  .0531(7)  .0427(5)  .0468(5)  .0091(4)  -.0115(4)  -.0177(4)
 O2  .0562(7)  .0433(6)  .0606(7)  .0055(5)  .0061(5)  -.0108(5)
 O3  .0562(8)  .0372(6)  .0902(9)  .0016(5)  .0073(6)  -.0188(5)
 O4  .0481(7)  .0409(5)  .0577(6)  .0013(4)  -.0081(5)  -.0088(4)
 C2  .0464(9)  .0362(7)  .0468(7)  .0040(5)  -.0124(6)  -.0146(6)
 C3  .0555(11)  .0460(8)  .0569(9)  -.0020(7)  -.0057(8)  -.0110(7)
 C4  .0677(12)  .0382(8)  .0738(11)  -.0057(7)  -.0122(9)  -.0119(7)
 C5  .0675(12)  .0392(8)  .0765(11)  .0040(7)  -.0157(9)  -.0225(8)
 C6  .0549(10)  .0425(8)  .0594(9)  .0055(6)  -.0095(7)  -.0206(7)
 C1  .0460(9)  .0368(7)  .0460(7)  .0037(5)  -.0120(6)  -.0142(6)
 C7  .0449(9)  .0410(7)  .0476(8)  .0046(6)  -.0089(6)  -.0151(6)
 C1'  .0442(8)  .0386(7)  .0364(6)  -.0048(5)  .0005(5)  -.0091(5)
 C6'  .0563(10)  .0410(7)  .0467(8)  -.0024(6)  -.0085(7)  -.0069(6)
 C5'  .0684(12)  .0532(9)  .0462(8)  -.0094(7)  -.0149(8)  -.0042(7)
 C4'  .0809(13)  .0614(10)  .0437(8)  -.0128(9)  -.0069(8)  -.0173(7)
 C3'  .0700(12)  .0516(9)  .0470(8)  -.0014(7)  .0019(7)  -.0197(7)
 C2'  .0453(9)  .0428(7)  .0416(7)  -.0016(6)  .0037(6)  -.0116(6)
 C8  .0470(10)  .0452(8)  .0506(8)  .0046(6)  .0026(6)  -.0138(6)
 C9  .0452(9)  .0424(8)  .0522(8)  .0010(6)  -.0020(6)  -.0080(6)
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' . 1.383(2) yes
 O1 C2 . 1.390(2) yes
 O2 C7 . 1.318(2) yes
 O2 HO2 .  .82 ?
 O3 C7 . 1.210(2) yes
 O4 C9 . 1.442(2) yes
 O4 HO4 .  .82 ?
 C2 C3 . 1.390(2) yes
 C2 C1 . 1.395(2) yes
 C3 C4 . 1.378(2) yes
 C3 H3 .  .96(2) ?
 C4 C5 . 1.377(3) yes
 C4 H4 .  .96(2) ?
 C5 C6 . 1.385(3) yes
 C5 H5 . 1.01(2) ?
 C6 C1 . 1.399(2) yes
 C6 H6 .  .97(2) ?
 C1 C7 . 1.496(2) yes
 C1' C6' . 1.386(2) yes
 C1' C2' . 1.399(2) yes
 C6' C5' . 1.387(2) yes
 C6' H6' . 1.00(2) ?
 C5' C4' . 1.376(3) yes
 C5' H5' .  .96(2) ?
 C4' C3' . 1.383(3) yes
 C4' H4' .  .98(2) ?
 C3' C2' . 1.392(2) yes
 C3' H3' .  .99(2) ?
 C2' C8 . 1.504(2) yes
 C8 C9 . 1.508(2) yes
 C8 H81 .  .99(2) ?
 C8 H82 . 1.01(2) ?
 C9 H91 .  .99(2) ?
 C9 H92 . 1.00(2) ?