#------------------------------------------------------------------------------
#$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012933.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_2012933
_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 O4'
_chemical_formula_sum  'C9 H12 O4'
_chemical_formula_iupac  'C9 H12 O4'
_chemical_formula_weight  184.19
_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  4.6556(5)
_cell_length_b  14.5930(15)
_cell_length_c  12.4616(9)
_cell_angle_alpha  90.00
_cell_angle_beta  96.658(4)
_cell_angle_gamma  90.00
_cell_volume  840.92(14)
_cell_formula_units_Z  4
_cell_measurement_temperature  100(2)
_exptl_crystal_density_diffrn  1.455
_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 0.9721(3) 0.46012(9) 0.60068(10) 0.0254(3) Uani d . 1 . . O
  H1 1.0360 0.4419 0.6681 0.030 Uiso d R 1 . . H
  O2 1.0713(3) 0.35196(9) 0.40032(10) 0.0240(3) Uani d . 1 . . O
  H2 1.0394 0.4156 0.4251 0.029 Uiso d R 1 . . H
  O3 1.1581(3) 0.08398(9) 0.30709(11) 0.0276(4) Uani d . 1 . . O
  H3 1.2766 0.0534 0.3613 0.033 Uiso d R 1 . . H
  O4 0.5570(3) 0.07497(9) 0.61347(10) 0.0243(3) Uani d . 1 . . O
  C1 0.7737(4) 0.30994(13) 0.54130(15) 0.0212(4) Uani d . 1 . . C
  C2 0.9414(4) 0.28799(13) 0.45892(15) 0.0208(4) Uani d . 1 . . C
  C3 0.9789(4) 0.19647(13) 0.42988(14) 0.0198(4) Uani d . 1 . . C
  C4 0.8456(4) 0.12738(13) 0.48285(15) 0.0208(4) Uani d . 1 . . C
  H4 0.8663 0.0666 0.4627 0.025 Uiso calc R 1 . . H
  C5 0.6809(4) 0.14876(13) 0.56609(15) 0.0210(4) Uani d . 1 . . C
  C6 0.6460(4) 0.23931(13) 0.59494(15) 0.0217(4) Uani d . 1 . . C
  H6 0.5364 0.2533 0.6506 0.026 Uiso calc R 1 . . H
  C7 0.7160(4) 0.40828(13) 0.56661(17) 0.0253(4) Uani d . 1 . . C
  H7A 0.6151 0.4370 0.5029 0.030 Uiso calc R 1 . . H
  H7B 0.5895 0.4104 0.6231 0.030 Uiso calc R 1 . . H
  C8 1.1611(4) 0.17773(13) 0.33988(15) 0.0221(4) Uani d . 1 . . C
  H8A 1.0916 0.2153 0.2781 0.026 Uiso calc R 1 . . H
  H8B 1.3590 0.1957 0.3634 0.026 Uiso calc R 1 . . H
  C9 0.4065(4) 0.09498(14) 0.70529(16) 0.0275(5) Uani d . 1 . . C
  H9A 0.5369 0.1237 0.7606 0.041 Uiso calc R 1 . . H
  H9B 0.3344 0.0391 0.7327 0.041 Uiso calc R 1 . . H
  H9C 0.2478 0.1355 0.6838 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 0.0342(8) 0.0186(7) 0.0234(7) -0.0036(6) 0.0038(6) 0.0008(5)
  O2 0.0302(7) 0.0169(7) 0.0261(7) -0.0015(5) 0.0082(6) 0.0007(5)
  O3 0.0390(8) 0.0214(7) 0.0223(7) 0.0073(6) 0.0024(6) -0.0019(6)
  O4 0.0292(7) 0.0194(7) 0.0258(7) 0.0005(5) 0.0095(6) 0.0012(5)
  C1 0.0209(9) 0.0200(10) 0.0222(9) 0.0014(7) 0.0004(8) -0.0014(8)
  C2 0.0192(9) 0.0209(10) 0.0216(9) -0.0014(7) 0.0002(8) 0.0000(8)
  C3 0.0187(9) 0.0201(10) 0.0201(9) 0.0023(7) -0.0005(8) -0.0005(7)
  C4 0.0227(10) 0.0172(9) 0.0219(9) 0.0021(7) 0.0000(8) -0.0014(7)
  C5 0.0203(9) 0.0204(10) 0.0218(9) -0.0005(7) 0.0009(8) 0.0029(7)
  C6 0.0223(9) 0.0225(10) 0.0204(9) 0.0024(8) 0.0030(8) -0.0005(8)
  C7 0.0243(10) 0.0218(10) 0.0299(10) 0.0012(8) 0.0039(9) -0.0013(8)
  C8 0.0249(10) 0.0206(10) 0.0210(9) 0.0026(8) 0.0037(8) -0.0005(7)
  C9 0.0304(11) 0.0277(11) 0.0260(10) -0.0007(8) 0.0102(9) 0.0024(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 . 1.434(2) ?
  O1 H1 . 0.8983 ?
  O2 C2 . 1.369(2) ?
  O2 H2 . 0.9946 ?
  O3 C8 . 1.427(2) ?
  O3 H3 . 0.9341 ?
  O4 C5 . 1.386(2) ?
  O4 C9 . 1.439(2) ?
  C1 C2 . 1.397(3) ?
  C1 C6 . 1.398(3) ?
  C1 C7 . 1.500(3) ?
  C2 C3 . 1.400(3) ?
  C3 C4 . 1.390(3) ?
  C3 C8 . 1.508(2) ?
  C4 C5 . 1.395(3) ?
  C4 H4 . 0.9300 ?
  C5 C6 . 1.384(3) ?
  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 ?
_cod_database_code 2012933