Crystal structure, Hirshfeld surface analysis and DFT studies of (E)-2-{[(3-chloro-4-methyl­phen­yl)imino]­meth­yl}-4-methyl­phenol

The title compound, C(15)H(14)ClNO, was synthesized by condensation reaction of 2-hy­droxy-5-methyl­benzaldehyde and 3-chloro-4-methyl­aniline, and crystallizes in the monoclinic space group P2(1)/c. The 3-chloro­benzene ring is inclined to the phenol ring by 9.38 (11)°. The configuration about the C=N bond is E and an intra­molecular O—H⋯N hydrogen bond forms an S(6) ring motif. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the packing arrangement are from H⋯H (43.8%) and C⋯H/H⋯C (26.7%) inter­actions. The density functional theory (DFT) optimized structure at the B3LYP/ 6–311 G(d,p) level is compared with the experimentally determined mol­ecular structure and the HOMO–LUMO energy gap is provided.