Crystal Structure and Hirshfeld Surface Analysis of 6,6′-((1E,1′E)-{[1,4-Phenylenebis(methylene)]bis

Abstract

The Schiff base compound, C24H24N2O4, was synthesized by the interaction of 2-hydroxy-3-methoxy benzaldehyde and 1,4-benzene dimethanamine in ethanol, and crystallizes in the monoclinic space group P2(1)/n with Z' = 0.5. The molecule is not planar, the 1,4-diethylbenzene and the phenol rings are twisted with respect to each other, making a dihedral angle of 74.27 (5)degrees. The molecular structure is stabilized by an O-H center dot center dot center dot N hydrogen bond, forming an S(6) ring motif. In the crystal, molecules are linked by C-H center dot center dot center dot O hydrogen bonds, resulting in the formation of sheets parallel to the be plane. A Hirshfeld surface analysis was undertaken to investigate the various intermolecular contacts controlling the supramolecular topology, suggesting the H center dot center dot center dot O (18%) contacts to be the most significant interactions, whereas the H center dot center dot center dot H (50.5%) and C center dot center dot center dot H (24.3%) interactions are less significant.