Crystal structure, DFT and MEP study of (E)-2-[(2-hydroxy-5-methoxybenzylidene)amino]benzonitrile

Abstract

The asymmetric unit of the title compound, C15H12N2O2, contains two crystallographically independent molecules in which the dihedral angles between the benzene rings in each are 13.26 (5) and 7.87 (5)degrees. An intramolecular O-H center dot center dot center dot N hydrogen bonds results in the formation of an S(6) ring motif. In the crystal, molecules are linked by weak C-H center dot center dot center dot O and C-H center dot center dot center dot N hydrogen bonds, forming layers parallel to (011). In addition, pi-pi stacking interactions with centroid-centroid distances in the range 3.693 (2)-3.931 (2) angstrom complete the three-dimensional network.