6-Methyl-1-({[(2E)-2-methyl-3-phenylprop-2-en-1-yl]oxy}methyl)-1,2,3, 4-tetrahydroquinazoline-2,4-dione

Abstract

In the title compound, C20H20N2O 3, the ten atoms comprising the quinazoline ring are essentially planar (r.m.s. deviation = 0.024 Å), and this plane is almost orthogonal to the terminal phenyl ring [dihedral angle = 82.87 (7)°]. The conformation about the ethylene bond [1.335 (2) Å] is E and there is a significant twist between this residue and the adjacent phenyl ring [C - C - C - torsion angle = -48.4 (3)°]. The crystal structure features centrosymmetric dimeric units linked by pairs of N - H⋯O hydrogen bonds between the amide groups which lead to eight-membered {⋯HNCO}2 synthons. These are consolidated into a three-dimensional architecture by C - H⋯O, C - H⋯π and π-π interactions [centroid-centroid distances = 3.5087 (8) and 3.5645 (9) Å].