Crystal structure and DFT study of (E)-4-[({4-[(pyri-din-2-yl-methyl-idene)amino]-phen-yl}amino)-meth-yl]phenol.

In the title Schiff base compound, C19H17N3O, the configuration about the C=N bond is E. The mol-ecule is non-planar, with the phenolic and pyridine rings being inclined to the central benzene ring by 56.59 (4) and 15.13 (14)°, respectively. In the crystal, mol-ecules are linked by pairs of O-H⋯N hydrogen bonds, forming inversion dimers. The dimers are connected to neighbouring dimers by N-H⋯O hydrogen bonds and C-H⋯π inter-actions, forming layers parallel to the bc plane. The layers are linked by offset π-π inter-actions [inter-centroid distance = 3.779 (2) Å], forming a three-dimensional supra-molecular structure. Quantum chemical calculations of the mol-ecule are in good agreement with the solid-state structure.