4'-Acetyl-3''-carbamoyl-[1,1':3',1''-terphen-yl]-2-carb-oxy-lic acid

Abstract

In the title m-terphenyl derivative, C22H17NO4, the dihedral angles between the aromatic rings of the benzoic acid-acetophenone, acetophenone-benzamide and benzoic acid-benzamide units are 45.39 (8), 48.02 (8) and 42.93 (8)°, respectively. The carbamoyl and carboxyl groups are disordered with a refined occupancy ratio of 0.558 (15):0.442 (15). In the crystal, mol-ecules are linked through O-H⋯O and N-H⋯O hydrogen bonds between terminal carboxyl and carbamoyl groups in a bidentate manner, and anti-parallel helices are formed which extend along the b-axis direction.

Fig. 1.

The molecular structure of the title compound, with displacement ellipsoids drawn at the 50% probability level. Hydrogen atoms are shown as small spheres of arbitrary radius. Disordered atoms are discriminated with A/B notation, and the minor disordered form B is drawn as dashed bonds.

Fig. 2.

A crystal packing view of the title compound. Intermolecular O–H···O and N–H···O hydrogen bonds are represented by dashed lines only for the disordered form A for clarity.

Fig. 3.

A crystal packing view of the title compound represented by a sphere model. Anti-parallel helices align parallel to the b axis. The disordered form B is not shown for clarity.