Structure Reports Online

Volume 68, Part 4 (April 2012)

organic compounds

sj5203 scheme

Acta Cryst. (2012). E68, o959-o960 [ doi:10.1107/S1600536812008458 ]

4-Chloroanilinium 3-carboxyprop-2-enoate

R. Anitha, S. Athimoolam, S. A. Bahadur and M. Gunasekaran

Abstract: In the title compound, C₆H₇ClN⁺·C₄H₃O₄^-, the cations and anions lie on mirror planes and hence only half of the molecules are present in the asymmeric unit. The 4-chloroanilinium cation and hydrogen maleate anion in the asymmetric unit are each planar and are oriented at an angle of 15.6 (1)° to one another and perpendicular to the b axis. A characterestic intramolecular O-HO hydrogen bond, forming an S(7) motif, is observed in the maleate anion. In the crystal, the cations and anions are linked by N-HO hydrogen bonds, forming layers in the ab plane. The aromatic rings of the cations are sandwiched between hydrogen-bonded chains and rings formed through the amine group of the cation and maleate anions, leading to alternate hydrophobic (z = 0 or 1) and hydrophilic layers (z = 1/2) along the c axis.