Abstract
The title compounds benzyl-ammonium phenyl-acetate, C7H10N+·C8H7O2 - (1), and its monohydrate, C7H10N+·C8H7O2 -·H2O (2), can be obtained by evaporating methano-lic solutions containing equimolar amounts of benzyl-amine and phenyl-acetic acid in the absence and presence of water, respectively. N-H⋯O hydrogen bonds in the crystal structure of 1 lead to the formation of hydro-philic channels running along the b-axis direction. The hydrogen-bonding system is best described by fused R 3 4(10) ring patterns, often observed in ammonium carboxyl-ate salts. In 2, the presence of the crystal water leads to the formation of a two-dimensional hydrogen-bonding network. The benzyl moieties in 1 and 2 form hydro-phobic layers in the crystal structures with the aromatic rings adopting edge-to-face arrangements.
Highlights
The title compounds benzylammonium phenylacetate, C7H10N+ÁC8H7O2À (1), and its monohydrate, C7H10N+ÁC8H7O2ÀÁH2O (2), can be obtained by evaporating methanolic solutions containing equimolar amounts of benzylamine and phenylacetic acid in the absence and presence of water, respectively
N— HÁ Á ÁO hydrogen bonds in the crystal structure of 1 lead to the formation of hydrophilic channels running along the b-axis direction
We report the crystal structures of benzylammonium phenylacetate and its hydrate. Both show a similar crystal packing to the zwitterionic form of l-phenylalanine reported by Mossou et al (2014). This resemblance raises the question of whether a system such as benzylammonium phenylacetate is capable of forming nanofilaments
Summary
Many proteins can self-assemble into insoluble aggregates, socalled amyloids, with a high content of -strands. Oligopeptides (Ozbas et al, 2004) down to simple dipeptides (Reches & Gazit, 2003) and even the amino acid phenylalanine (Mossou et al, 2014; Do et al, 2015) can self-assemble into stable nanofilaments in aqueous solution. Hydrogen bonds between ammonium and carboxylate groups, as well as the presence of hydrophobic residues (e.g. aromatic residues) play an important role in the formation of self-assembled structures of (di)peptides or amino acids (Gorbitz, 2010; Mossou et al, 2014; Reches & Gazit, 2003). Both show a similar crystal packing to the zwitterionic form of l-phenylalanine reported by Mossou et al (2014) This resemblance raises the question of whether a system such as benzylammonium phenylacetate is capable of forming nanofilaments
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