Structure Reports Online

Volume 68, Part 7 (July 2012)

organic compounds

hb6868 scheme

Acta Cryst. (2012). E68, o2260-o2261 [ doi:10.1107/S1600536812028735 ]

2-{2-[(E)-(2-Benzoylhydrazin-1-ylidene)methyl]phenoxy}acetic acid

H.-K. Fun, T. S. Chia, A. M. Alafeefy and H. A. Abdel-Aziz

Abstract: In the title compound, C₁₆H₁₄N₂O₄, the dihedral angle between the aromatic rings is 12.45 (6)°. The central C(=O)-N-N=C bridge is roughly planar (r.m.s. deviation = 0.0346 Å) and makes dihedral angles of 13.01 (7) and 0.56 (7)° with the attached phenyl and benzene rings, respectively. The acetic acid unit (r.m.s. deviation = 0.0066 Å) is twisted from its attached benzene ring [dihedral angle = 19.48 (6)°]. In the crystal, molecules are linked by O-H(O,N), N-HO and C-HO hydrogen bonds into sheets lying parallel to the bc plane. A weak aromatic [pi] - [pi] stacking interaction is also observed [centroid-centroid distance = 3.7330 (7) Å].