Synthesis, crystal structure and ATR-FTIR, FT-Raman and UV–Vis spectroscopic analysis of dihydrochalcone (3R)-3-(4-chlorophenyl)-3-hydroxy-1-(2-hydroxyphenyl)propan-1-one

Abstract

Dihydrochalcones are promising structures in medicinal chemistry. They differ from chalcones by the reduction of unsaturated carbons present in the chalcone structure. In this work, the dihydrochalcone 3-(4-chlorophenyl)-3-hydroxy-1-(2-hydroxyphenyl) propan-1-one (DIHYDROCHAL) was synthesized and characterized by single-crystal X-ray Diffraction (XRD), Fourier Transform Raman (FT-Raman), Attenuated Total Reflection Fourier Transform Infrared (ATR-FTIR), and Ultraviolet-visible (UV–Vis) spectroscopy. Theoretical quantum chemistry calculations were performed to obtain information about the structural, vibrational and electronic proprieties of this crystal. The DIHYDROCHAL crystal structure at room temperature belongs to a monoclinic symmetry with space group P21/c and four molecules per unit cell with the following structural parameters: a = 9.8661(11) Å, b = 5.5235(6) Å, c = 24.930(3) Å. The crystal structure is stabilized by two intermolecular hydrogen bonds involving chloride and carbonyl (C2-H2…Cl and C8-H8…O1). It is also noted that in the crystallographic a-axis direction, the DIHYDROCHAL molecules are arranged to form layers.