data_2012013
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2001
_journal_volume  57
_journal_page_first  730
_journal_page_last  734
_publ_section_title
;
Comparison of conventional and synchrotron X-ray structure determinations of
the adduct 1,2,4,5-tetrahydroxybenzene-2,5-dihydroxy-1,4-benzoquinone (1/1) and
a conventional X-ray structure determination of 1,2,4,5-tetrahydroxybenzene
monohydrate
;
loop_
_publ_author_name
  'Jene, Paul G.'
  'Pernin, Christopher G.'
  'Ibers, James A.'
_chemical_formula_moiety  'C6 H6 O4 , H2 O'
_chemical_formula_sum  'C6 H8 O5'
_chemical_formula_weight  160.12
_chemical_melting_point  '490-491'
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 2/n'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, y, -z+1/2'
  '-x, -y, -z'
  'x-1/2, -y, z-1/2'
_cell_length_a  13.487(3)
_cell_length_b  3.6470(10)
_cell_length_c  13.506(3)
_cell_angle_alpha  90
_cell_angle_beta  102.33(3)
_cell_angle_gamma  90
_cell_volume  649.1(2)
_cell_formula_units_Z  4
_cell_measurement_temperature  203(2)
_exptl_crystal_density_diffrn  1.639
_diffrn_ambient_temperature  203(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 0.20737(11)  .4354(5) 0.57575(12)  .0246(4) Uani d . 1 . . O
  H1 0.2390  .4655 0.5300  .033(8) Uiso calc R 1 . . H
  O2 0.07215(12)  .2709(5) 0.69800(12)  .0258(4) Uani d . 1 . . O
  H2 0.1271  .1621 0.7036  .069(13) Uiso calc R 1 . . H
  O3 -0.07741(11) 1.1076(5) 0.79534(11)  .0230(4) Uani d . 1 . . O
  H3A -0.0308 1.1273 0.7643  .042(9) Uiso calc R 1 . . H
  O4 0.19309(11)  .7111(5) 1.06635(12)  .0225(4) Uani d . 1 . . O
  H4 0.1986  .6191 1.1235  .044(10) Uiso calc R 1 . . H
  O5 1/4  .3507(7) 1/4  .0243(5) Uani d S 1 . . O
  H5A 0.298(2)  .221(11) 0.250(3)  .051(11) Uiso d . 1 . . H
  O6 1/4  .8880(8) 3/4  .0261(5) Uani d S 1 . . O
  H6A 0.251(4)  .738(16) 0.692(3)  .102(18) Uiso d . 1 . . H
  C1 0.10420(16)  .4680(6) 0.53592(16)  .0190(5) Uani d . 1 . . C
  C2 0.03826(16)  .3815(6) 0.59895(16)  .0188(5) Uani d . 1 . . C
  C3 -0.06586(16)  .4139(6) 0.56214(16)  .0199(5) Uani d . 1 . . C
  H3B -0.1107  .3549 0.6043  .019(6) Uiso calc R 1 . . H
  C4 -0.03683(16) 1.0535(6) 0.89710(16)  .0176(4) Uani d . 1 . . C
  C5 0.05936(16)  .9069(6) 0.93179(16)  .0186(5) Uani d . 1 . . C
  H5B 0.0993  .8431 0.8853  .019(6) Uiso calc R 1 . . H
  C6 0.09686(15)  .8541(6) 1.03462(16)  .0180(5) Uani d . 1 . . C
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  .0151(7)  .0399(10)  .0192(8)  -.0018(7)  .0047(6)  .0044(7)
  O2  .0193(8)  .0400(10)  .0187(8)  .0036(7)  .0055(6)  .0094(7)
  O3  .0171(7)  .0380(10)  .0144(8)  .0021(7)  .0048(6)  .0043(7)
  O4  .0162(7)  .0336(9)  .0185(8)  .0060(7)  .0056(6)  .0038(7)
  O5  .0187(11)  .0305(13)  .0232(12) 0  .0031(9) 0
  O6  .0215(11)  .0355(14)  .0210(12) 0  .0037(9) 0
  C1  .0150(9)  .0230(11)  .0194(10)  -.0008(8)  .0045(8)  .0008(9)
  C2  .0189(10)  .0216(11)  .0158(10)  -.0011(8)  .0036(8)  .0016(8)
  C3  .0179(10)  .0255(12)  .0178(11)  -.0017(9)  .0074(8)  .0030(9)
  C4  .0170(10)  .0218(11)  .0144(9)  -.0012(8)  .0045(8)  .0012(8)
  C5  .0166(10)  .0229(11)  .0182(10)  .0007(8)  .0082(8)  -.0004(8)
  C6  .0144(9)  .0195(10)  .0202(11)  .0002(8)  .0042(8)  .0012(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 C1 . 1.386(2) yes
  O1 H1 .  .8300 n
  O2 C2 . 1.378(3) yes
  O2 H2 .  .8300 n
  O3 C4 . 1.381(3) yes
  O3 H3A .  .8300 n
  O4 C6 . 1.379(3) yes
  O4 H4 .  .8300 n
  O5 H5A 2  .80(4) yes
  O5 H5A .  .80(4) yes
  O6 H6A .  .95(5) yes
  O6 H6A 2_556  .95(5) yes
  C1 C3 3_566 1.384(3) yes
  C1 C2 . 1.392(3) yes
  C2 C3 . 1.391(3) yes
  C3 C1 3_566 1.384(3) yes
  C3 H3B .  .9400 n
  C4 C5 . 1.389(3) yes
  C4 C6 3_577 1.392(3) yes
  C5 C6 . 1.386(3) yes
  C5 H5B .  .9400 n
  C6 C4 3_577 1.392(3) yes