A purple odyssey: synthesis and structure of 3-amino-4-hy-droxy-6-oxo-cyclo-hexa-2,4-dien-1-iminium chloride monohydrate

M John Plater; William T A Harrison

doi:10.1107/S2056989016005107

A purple odyssey: synthesis and structure of 3-amino-4-hy-droxy-6-oxo-cyclo-hexa-2,4-dien-1-iminium chloride monohydrate

Acta Crystallogr E Crystallogr Commun. 2016 Apr 5;72(Pt 5):604-7. doi: 10.1107/S2056989016005107. eCollection 2016 May 1.

Authors

M John Plater¹, William T A Harrison¹

Affiliation

¹ Department of Chemistry, University of Aberdeen, Aberdeen AB24 3UE, Scotland.

Abstract

In the cation of the title hydrated mol-ecular salt, C6H7N2O2 (+)·Cl(-)·H2O, the six-membered ring shows unequal bond lengths consistent with delocalization of electrons over two separate 6π systems with single bonds between them. In the crystal, the components are linked by N-H⋯Cl, N-H⋯O, O-H⋯Cl and O-H⋯O hydrogen bonds, generating double layers propagating in (100).

Keywords: anti-aromatic; conjugation; crystal structure; hydrogen bonds; layered structure.