7,7-Dimethyl-2-methylamino-4-(4-methylphenyl)-3-nitro-7,8-dihydro-4H-chromen-5(6H)-one

Abstract

In the title compound, C19H22N2O4, the six-membered cyclohexenone ring of the chromene unit adopts an envelope conformation, with the dimethyl-substituted C atom as the flap, while the pyran ring has a boat conformation. These two mean planes are inclined to one another by 6.65 (13)°·The benzene ring is normal to the 4H-chromene moiety mean plane, making a dihedral angle of 89.18 (5)°. The methylamine and nitro groups are slightly twisted from the chromene moiety mean plane, with torsion angles C—N—C—O = 1.70 (18) and O—N—C—C = 0.15 (18)°. The molecular structure is characterized by an intramolecular N—H...O hydrogen bond, which generates an S(6) ring motif. In the crystal, molecules are linked via pairs of weak C—H...O hydrogen bonds, forming inversion dimers. These dimers are connected by further C—H...O hydrogen bonds, forming sheets lying parallel to (10-1).