1,4-Dihydrobenzo[g]quinoxaline-2,3-dione

Abstract

The title compound, C12H8N2O2, was prepared by the reaction of the diethyl ester of naphthalenebis(oxamate) with tert-BuNH2. The molecule is nearly planar, with an r.m.s. deviation of 0.017 Å from the plane through all 16 non-H atoms. In the crystal, a three-dimensional network is formed, composed of layers of molecules along the b- and c-axis directions, due to the formation of intermolecular N—H...O hydrogen bonds, as well as of chains along the a-axis direction due to parallel displaced sandwich-type π–π interactions with average distances between the interacting molecules in the range 3.35–3.40 Å.