Abstract

The title compound, C16H16N2O, a potential antiparasitic agent, crystallizes in the orthorhombic Pca2(1) space group with unit cell parameters a= 9.912(1) angstrom, b= 9.035(1) angstrom, c= 15.681(2) angstrom. The crystalline structure is stabilized by weak C--H center dot center dot center dot O and C--H center dot center dot center dot Cg(pi) interactions among neighboring molecules producing an efficient packing with 66.0% of occupied space. The C--H center dot center dot center dot O hydrogen bond keeps the molecules linked into supramolecular chains propagating along the a axis direction with a graph-set notation C(4), which are reinforced by C--H center dot center dot center dot Cg(pi) interactions. Hirshfeld surface analysis of the intermolecular contacts reveal that the most important contributions for the crystal packing are from H center dot center dot H (55.2%) and H center dot center dot C/C center dot center dot H (27.1%) interactions. Energy framework calculations suggest that the contacts formed between molecules are slightly dispersive in nature.