Synthesis, crystal structure, TD/DFT calculations and Hirshfeld surface analysis of 1-(4-((Benzo)dioxo1-5-ylmethyleneamino)phenyl) ethanone oxime

1-(4-((Benzo)dioxol-5-ylmethyleneamino)phenyl)ethanone oxime was synthesized using piperonal and characterized by H-1 and C-13 NMR spectrum, elemental analysis and UV-Vis spectroscopy, as well as by single-crystal X-ray crystallography. In the crystal structure, with the help of hydrogen bonds, C-H center dot center dot center dot pi and pi center dot center dot center dot pi stacking interactions, a self-assembling two-dimensional (2-D) and three-dimensional (3-D) supramolecular frameworks were formed. The geometry of the compound had been optimized by the DFT method and the results were compared with the X-ray diffraction data. The calculated HOMO and LUMO energies showed the character of the title compound. The electronic transitions and spectral features were performed by TD-DFT calculations. The Electrostatic Potentials (ESP) analysis was utilized to visualize the charge distribution on the molecule, and the mapping demonstrated the reactive sites, which confirmed the observation of the optimized structure formed in the crystals by hydrogen bonds. In addition, the noncovalent supramolecular interactions among the compound were quantified by feat of Hirshfeld surface analysis. (C) 2019 Elsevier B.V. All rights reserved.