#------------------------------------------------------------------------------
#$Date: 2011-09-17 21:27:16 +0100 (Sat, 17 Sep 2011) $
#$Revision: 26029 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012935.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_2012935
_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
;
loop_
_publ_author_name
  'Masci, Bernardo'
  'Thu\'ery, Pierre'
_chemical_formula_moiety  'C18 H22 O4'
_chemical_formula_sum  'C18 H22 O4'
_chemical_formula_iupac  'C18 H22 O4'
_chemical_formula_weight  302.36
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, -y, z+1/2'
  '-x, y+1/2, -z+1/2'
  'x+1/2, -y+1/2, -z'
  '-x, -y, -z'
  'x-1/2, y, -z-1/2'
  'x, -y-1/2, z-1/2'
  '-x-1/2, y-1/2, z'
_cell_length_a  7.0604(4)
_cell_length_b  16.4995(11)
_cell_length_c  25.6678(17)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  2990.1(3)
_cell_formula_units_Z  8
_cell_measurement_temperature  100(2)
_exptl_crystal_density_diffrn  1.343
_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 0.74357(17) 0.14395(7) 0.46826(5) 0.0220(3) Uani d . 1 . . O
  H1 0.6278 0.1615 0.4826 0.026 Uiso d R 1 . . H
  O2 0.77232(17) -0.10769(7) 0.46688(5) 0.0234(3) Uani d . 1 . . O
  H2 0.8181 -0.1592 0.4714 0.028 Uiso d R 1 . . H
  O3 0.93433(18) -0.23197(7) 0.52217(5) 0.0245(3) Uani d . 1 . . O
  H3 1.0579 -0.2040 0.5295 0.029 Uiso d R 1 . . H
  O4 1.12084(17) 0.34651(7) 0.68990(5) 0.0256(3) Uani d . 1 . . O
  C1 0.7401(2) 0.01371(10) 0.51532(6) 0.0191(4) Uani d . 1 . . C
  C2 0.7632(2) -0.07076(10) 0.51498(6) 0.0193(4) Uani d . 1 . . C
  C3 0.7756(2) -0.11425(10) 0.56131(7) 0.0188(4) Uani d . 1 . . C
  C4 0.7599(2) -0.07237(10) 0.60860(6) 0.0197(4) Uani d . 1 . . C
  H4 0.7698 -0.1011 0.6396 0.024 Uiso calc R 1 . . H
  C5 0.7300(2) 0.01072(10) 0.61056(6) 0.0195(4) Uani d . 1 . . C
  C6 0.7220(2) 0.05245(10) 0.56288(7) 0.0198(4) Uani d . 1 . . C
  H6 0.7038 0.1083 0.5633 0.024 Uiso calc R 1 . . H
  C7 0.7341(2) 0.05734(10) 0.46371(7) 0.0204(4) Uani d . 1 . . C
  H7A 0.8393 0.0389 0.4425 0.024 Uiso calc R 1 . . H
  H7B 0.6179 0.0429 0.4458 0.024 Uiso calc R 1 . . H
  C8 0.8006(3) -0.20532(10) 0.56110(7) 0.0220(4) Uani d . 1 . . C
  H8A 0.8439 -0.2227 0.5952 0.026 Uiso calc R 1 . . H
  H8B 0.6790 -0.2308 0.5546 0.026 Uiso calc R 1 . . H
  C9 0.6871(2) 0.05623(10) 0.66146(6) 0.0209(4) Uani d . 1 . . C
  C10 0.4733(2) 0.07601(11) 0.65992(7) 0.0258(4) Uani d . 1 . . C
  H10A 0.4365 0.1009 0.6922 0.039 Uiso calc R 1 . . H
  H10B 0.4026 0.0269 0.6550 0.039 Uiso calc R 1 . . H
  H10C 0.4481 0.1125 0.6316 0.039 Uiso calc R 1 . . H
  C11 0.7253(3) 0.00394(11) 0.71011(7) 0.0241(4) Uani d . 1 . . C
  H11A 0.8557 -0.0125 0.7104 0.036 Uiso calc R 1 . . H
  H11B 0.6456 -0.0432 0.7093 0.036 Uiso calc R 1 . . H
  H11C 0.6984 0.0350 0.7409 0.036 Uiso calc R 1 . . H
  C12 0.8054(2) 0.13376(10) 0.66671(7) 0.0209(4) Uani d . 1 . . C
  C13 0.9807(3) 0.14340(10) 0.64250(7) 0.0228(4) Uani d . 1 . . C
  H13 1.0265 0.1018 0.6215 0.027 Uiso calc R 1 . . H
  C14 1.0898(3) 0.21319(10) 0.64861(7) 0.0236(4) Uani d . 1 . . C
  H14 1.2051 0.2182 0.6314 0.028 Uiso calc R 1 . . H
  C15 1.0253(3) 0.27532(10) 0.68061(7) 0.0219(4) Uani d . 1 . . C
  C16 0.8525(3) 0.26638(10) 0.70612(7) 0.0238(4) Uani d . 1 . . C
  H16 0.8088 0.3074 0.7279 0.029 Uiso calc R 1 . . H
  C17 0.7454(3) 0.19701(10) 0.69939(7) 0.0221(4) Uani d . 1 . . C
  H17 0.6308 0.1921 0.7170 0.027 Uiso calc R 1 . . H
  C18 1.3019(3) 0.35616(11) 0.66596(8) 0.0288(4) Uani d . 1 . . C
  H18A 1.3865 0.3150 0.6786 0.043 Uiso calc R 1 . . H
  H18B 1.3519 0.4087 0.6744 0.043 Uiso calc R 1 . . H
  H18C 1.2891 0.3513 0.6289 0.043 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 0.0243(6) 0.0182(6) 0.0234(7) 0.0003(5) 0.0028(5) 0.0008(5)
  O2 0.0315(7) 0.0202(6) 0.0186(6) 0.0010(5) 0.0004(5) -0.0035(5)
  O3 0.0243(7) 0.0212(6) 0.0280(7) 0.0000(5) 0.0030(5) -0.0056(5)
  O4 0.0256(7) 0.0211(6) 0.0301(7) -0.0020(5) -0.0013(5) -0.0033(5)
  C1 0.0164(8) 0.0218(8) 0.0190(9) -0.0017(7) -0.0001(6) 0.0002(7)
  C2 0.0172(8) 0.0223(9) 0.0183(9) -0.0016(7) 0.0006(6) -0.0030(7)
  C3 0.0164(8) 0.0194(8) 0.0206(9) -0.0005(7) 0.0000(7) -0.0002(7)
  C4 0.0184(8) 0.0226(9) 0.0179(9) -0.0006(7) -0.0002(7) 0.0008(7)
  C5 0.0175(8) 0.0218(9) 0.0194(9) 0.0002(7) 0.0000(6) -0.0013(7)
  C6 0.0204(9) 0.0175(8) 0.0215(9) 0.0000(7) 0.0005(7) -0.0004(7)
  C7 0.0214(9) 0.0188(8) 0.0210(9) -0.0005(7) -0.0001(7) -0.0014(7)
  C8 0.0245(9) 0.0196(9) 0.0218(9) -0.0014(7) 0.0019(7) -0.0012(7)
  C9 0.0231(9) 0.0212(9) 0.0182(9) 0.0021(7) 0.0016(7) -0.0006(7)
  C10 0.0235(9) 0.0291(10) 0.0249(10) 0.0012(8) 0.0016(7) -0.0042(7)
  C11 0.0304(10) 0.0226(9) 0.0193(9) -0.0021(8) 0.0005(7) -0.0011(7)
  C12 0.0246(9) 0.0218(9) 0.0163(8) 0.0013(7) -0.0027(7) 0.0000(7)
  C13 0.0248(9) 0.0213(9) 0.0223(9) 0.0034(8) 0.0001(7) -0.0033(7)
  C14 0.0219(9) 0.0254(9) 0.0235(9) 0.0016(8) 0.0011(7) -0.0004(7)
  C15 0.0268(9) 0.0188(8) 0.0200(9) 0.0010(7) -0.0052(7) 0.0001(7)
  C16 0.0300(10) 0.0215(9) 0.0199(9) 0.0039(8) -0.0010(7) -0.0014(7)
  C17 0.0251(9) 0.0213(9) 0.0199(9) 0.0024(7) 0.0030(7) -0.0002(7)
  C18 0.0300(10) 0.0286(10) 0.0278(10) -0.0065(8) 0.0016(8) -0.0009(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 . 1.4353(19) ?
  O1 H1 . 0.9420 ?
  O2 C2 . 1.378(2) ?
  O2 H2 . 0.9166 ?
  O3 C8 . 1.444(2) ?
  O3 H3 . 1.0049 ?
  O4 C15 . 1.375(2) ?
  O4 C18 . 1.427(2) ?
  C1 C6 . 1.384(2) ?
  C1 C2 . 1.403(2) ?
  C1 C7 . 1.508(2) ?
  C2 C3 . 1.392(2) ?
  C3 C4 . 1.401(2) ?
  C3 C8 . 1.513(2) ?
  C4 C5 . 1.388(2) ?
  C4 H4 . 0.9300 ?
  C5 C6 . 1.405(2) ?
  C5 C9 . 1.537(2) ?
  C6 H6 . 0.9300 ?
  C7 H7A . 0.9700 ?
  C7 H7B . 0.9700 ?
  C8 H8A . 0.9700 ?
  C8 H8B . 0.9700 ?
  C9 C12 . 1.534(2) ?
  C9 C11 . 1.541(2) ?
  C9 C10 . 1.545(2) ?
  C10 H10A . 0.9600 ?
  C10 H10B . 0.9600 ?
  C10 H10C . 0.9600 ?
  C11 H11A . 0.9600 ?
  C11 H11B . 0.9600 ?
  C11 H11C . 0.9600 ?
  C12 C13 . 1.394(3) ?
  C12 C17 . 1.404(2) ?
  C13 C14 . 1.394(2) ?
  C13 H13 . 0.9300 ?
  C14 C15 . 1.390(2) ?
  C14 H14 . 0.9300 ?
  C15 C16 . 1.393(3) ?
  C16 C17 . 1.383(2) ?
  C16 H16 . 0.9300 ?
  C17 H17 . 0.9300 ?
  C18 H18A . 0.9600 ?
  C18 H18B . 0.9600 ?
  C18 H18C . 0.9600 ?
_cod_database_code 2012935