Intermolecular O-H center dot center dot center dot O hydrogen bonding in the three independent molecules of (2S)-3-(4-hydroxyphenyl)-2-(1-oxoisoindolin-2-yl)- propanoic acid

The title compound, C17H15NO4, derived from l-tyrosine, crystallizes with t hree independent molecules which differ in the conformation of the asymmetr ic unit: the N-C-C-C-ipso torsion angles are -71.7 (5), -63.6 (6) and -52.5 (5)degrees, respectively. Deformations in the phenol ring hydroxy OD C-C a ngles of 116.5 (4)/123.9 (4), 121.7 (5)/118.1 (4) and 122.4 (5)/118.6 (5)de grees, respectively, result from their respective intermolecular hydrogen-b onding environments. Intermolecular O-acid-H . . .O=C-indole, O-phenol-H . . .O-H-phenol and O-phenol-H . . .O=C-indole hydrogen bonds, with O . . .O distances in the range 2.607 (4)-2.809 (4) Angstrom, are present in combina tion with C-H . . .O and C-H . . . pi (arene) interactions. The primary hyd rogen-bonding systems assemble with graph sets R-3(3)(8) and R-3(2)(22).