#------------------------------------------------------------------------------
#$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012932.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_2012932
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o575
_journal_page_last  o579
_publ_section_title
;
Hydrogen-bonded assemblages in 2,6-bis(hydroxymethyl)-4-R-phenol with R =
methyl, methoxy, phenoxy and 1-(4-methoxyphenyl)-1-methylethyl
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
loop_
_publ_author_name
  'Masci, Bernardo'
  'Thu\'ery, Pierre'
_chemical_formula_moiety  'C9 H12 O3'
_chemical_formula_sum  'C9 H12 O3'
_chemical_formula_iupac  'C9 H12 O3'
_chemical_formula_weight  168.19
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x, -y-1/2, z-1/2'
_cell_length_a  8.4545(5)
_cell_length_b  12.5846(8)
_cell_length_c  8.4726(5)
_cell_angle_alpha  90.00
_cell_angle_beta  116.269(3)
_cell_angle_gamma  90.00
_cell_volume  808.36(9)
_cell_formula_units_Z  4
_cell_measurement_temperature  100(2)
_exptl_crystal_density_diffrn  1.382
_diffrn_ambient_temperature  100(2)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  O1 0.22982(16) 0.17630(10) 0.56654(15) 0.0215(3) Uani d . 1 . . O
  H1 0.2749 0.2348 0.6105 0.026 Uiso d R 1 . . H
  O2 0.35083(16) 0.11455(10) 0.15260(16) 0.0216(3) Uani d . 1 . . O
  H2 0.3808 0.0844 0.0666 0.026 Uiso d R 1 . . H
  O3 0.66096(17) -0.03892(10) 0.14721(16) 0.0243(3) Uani d . 1 . . O
  H3 0.6981 -0.0786 0.2577 0.029 Uiso d R 1 . . H
  C1 0.4502(2) 0.14288(13) 0.4561(2) 0.0191(4) Uani d . 1 . . C
  C2 0.4919(2) 0.11785(13) 0.3180(2) 0.0189(4) Uani d . 1 . . C
  C3 0.6659(2) 0.10044(13) 0.3483(2) 0.0206(4) Uani d . 1 . . C
  C4 0.7975(2) 0.10758(14) 0.5211(2) 0.0214(4) Uani d . 1 . . C
  H4 0.9141 0.0966 0.5427 0.026 Uiso calc R 1 . . H
  C5 0.7611(2) 0.13041(13) 0.6622(2) 0.0211(4) Uani d . 1 . . C
  C6 0.5848(2) 0.14787(13) 0.6259(2) 0.0202(4) Uani d . 1 . . C
  H6 0.5573 0.1633 0.7182 0.024 Uiso calc R 1 . . H
  C7 0.2582(2) 0.15875(14) 0.4143(2) 0.0202(4) Uani d . 1 . . C
  H7A 0.2127 0.2191 0.3358 0.024 Uiso calc R 1 . . H
  H7B 0.1920 0.0965 0.3527 0.024 Uiso calc R 1 . . H
  C8 0.7118(3) 0.06917(14) 0.2026(2) 0.0230(4) Uani d . 1 . . C
  H8A 0.6524 0.1164 0.1031 0.028 Uiso calc R 1 . . H
  H8B 0.8378 0.0769 0.2425 0.028 Uiso calc R 1 . . H
  C9 0.9037(3) 0.13202(15) 0.8491(2) 0.0272(5) Uani d . 1 . . C
  H9A 1.0153 0.1161 0.8503 0.041 Uiso calc R 1 . . H
  H9B 0.8780 0.0798 0.9172 0.041 Uiso calc R 1 . . H
  H9C 0.9087 0.2012 0.8990 0.041 Uiso calc R 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 0.0244(7) 0.0217(6) 0.0214(7) -0.0005(5) 0.0129(6) -0.0010(5)
  O2 0.0221(7) 0.0247(7) 0.0172(7) 0.0025(5) 0.0079(6) -0.0012(5)
  O3 0.0325(8) 0.0215(6) 0.0199(7) 0.0033(5) 0.0125(6) -0.0002(5)
  C1 0.0211(10) 0.0155(8) 0.0212(9) -0.0003(7) 0.0097(8) 0.0003(7)
  C2 0.0207(10) 0.0162(8) 0.0179(9) -0.0004(7) 0.0069(8) 0.0002(7)
  C3 0.0243(10) 0.0174(8) 0.0225(10) 0.0002(7) 0.0125(8) 0.0018(7)
  C4 0.0192(10) 0.0191(8) 0.0249(10) 0.0004(7) 0.0087(8) 0.0008(7)
  C5 0.0228(10) 0.0167(8) 0.0227(10) 0.0004(7) 0.0090(8) 0.0016(7)
  C6 0.0243(10) 0.0173(8) 0.0200(9) 0.0004(7) 0.0107(8) 0.0001(7)
  C7 0.0222(10) 0.0218(9) 0.0166(9) 0.0002(7) 0.0086(8) -0.0011(7)
  C8 0.0231(10) 0.0230(9) 0.0254(10) 0.0015(7) 0.0130(8) 0.0009(8)
  C9 0.0236(11) 0.0313(10) 0.0238(10) 0.0015(8) 0.0079(9) -0.0023(8)
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 C7 . 1.4297(19) ?
  O1 H1 . 0.8369 ?
  O2 C2 . 1.381(2) ?
  O2 H2 . 0.9503 ?
  O3 C8 . 1.441(2) ?
  O3 H3 . 0.9817 ?
  C1 C6 . 1.385(3) ?
  C1 C2 . 1.400(3) ?
  C1 C7 . 1.514(2) ?
  C2 C3 . 1.394(3) ?
  C3 C4 . 1.396(3) ?
  C3 C8 . 1.501(2) ?
  C4 C5 . 1.390(3) ?
  C4 H4 . 0.9300 ?
  C5 C6 . 1.399(3) ?
  C5 C9 . 1.507(2) ?
  C6 H6 . 0.9300 ?
  C7 H7A . 0.9700 ?
  C7 H7B . 0.9700 ?
  C8 H8A . 0.9700 ?
  C8 H8B . 0.9700 ?
  C9 H9A . 0.9600 ?
  C9 H9B . 0.9600 ?
  C9 H9C . 0.9600 ?