Phenyl acridine-9-carboxylate

Abstract

The acridine ring system and the benzene ring in the title compound, C20H13NO2, are oriented at a dihedral angle of 6.4 (2)°. The carboxyl group is twisted at an angle of 83.6 (2)° relative to the acridine skeleton. The molecules in the crystal are arranged in stacks along thebaxis, with two of the acridine rings involved in multiple π–π interactions [centroid–centroid distances in the range 3.536 (2)–3.894 (2) Å]. Stacks arranged parallel are linkedviaC—H...π interactions, forming layers in theacplane that are in contact with adjacent, inversely oriented layersviaother C—H...π interactions, giving rise to double layers. The inversely oriented double layers interact dispersively. The acridine units are parallel within the parallel-oriented stacks, but inclined at an angle of 79.6 (2)° in the inversely oriented stacks.