Date Published: August 01, 2009
Publisher: International Union of Crystallography
Author(s): Muhammad Shafiq, Islam Ullah Khan, Muhammad Nadeem Arshad, Muneeb Hayat Khan, Jim Simpson.
The title compound, C8H10NO2+·H2PO4−, is a derivative of the naturally occurring compound methylanthranilate. The asymmetric unit comprises the 2-(methoxycarbonyl)anilinium cation and the dihydrogen phosphate anion. In the cation, the dihedral angle between the benzene ring plane and that through the methyl ester substituent is 22.94 (9)°. In the crystal, adjacent cations and anions form dimers through N—H⋯O and O—H⋯O hydrogen bonds, respectively. Additional N—H⋯O and C—H⋯O contacts result in a network of cation and anion dimers stacked down the b axis.
For thiazine-related heterocycles see: Shafiq et al. (2009a ▶). For related structures, see: Gel’mbol’dt et al. (2006 ▶); Ma et al. (2005 ▶); Shafiq et al. (2008 ▶, 2009b ▶).