I. Takasu et al., DIELECTRIC PROPERTY OF HYDROGEN-BONDED SQUARIC ACID-DERIVATIVES, Molecular crystals and liquid crystals science and technology. Section A, Molecular crystals and liquid crystals, 285, 1996, pp. 275-280
The crystal of squaric acid (SQ) shows dielectric property caused by t
automerization coupled with intermolecular proton transfer. We prepare
d a squaric acid derivative, 1,4-phenylenebis(squaric acid) (PBSQ), an
d determined its crystal structure. In the unit cell one PBSQ molecule
and two water molecules are incorporated. There are one dimensional h
ydrogen-bonded chains PBSQ molecules. The distance between hydrogen-bo
nded O...O is very short (2.48 Angstrom). The result suggests that PBS
A exists as mono deprotonated species accompanied by a counter cation
of protonated 2H(2)O molecules (O...O distance of 2.45 Angstrom).