2-Amino-4-(4-methylphenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile

Abstract

The 4H-pyran ring of the title compound, C17H16N2O2, is nearly planar [maximum deviation = 0.077 (2) Å] and the cyclohexene ring adopts a flattened chair conformation [puckering parameters:QT= 0.435 (2) Å, θ = 122.0 (3)° and φ = 53.5 (3)°]. The 4H-pyran ring is almost perpendicular to the benzene ring [dihedral angle = 87.23 (8)°] and is almost coplanar with the mean plane of the cyclohexene ring [dihedral angle = 8.01 (8)°]. In the crystal, inversion-related molecules are linked by pairs of intermolecular N—H...N hydrogen bonds, forming inversion dimers withR22(12) ring motifs. These dimers are further connected by N—H...O and C—H...N hydrogen bonds, forming a layer structure extending parallel to (0-12). Molecules within the layers interact with each otherviaC—H...π interactions.