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

Dihydrochalcones are promising structures in medicinal chemistry. They differ from chalcones by the re-duction 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 char-acterized 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. Theoret-ical quantum chemistry calculations were performed to obtain information about the structural, vibra-tional and electronic proprieties of this crystal. The DIHYDROCHAL crystal structure at room temperature belongs to a monoclinic symmetry with space group P2(1)/c and four molecules per unit cell with the fol-lowing structural parameters: a = 9.8661(11) angstrom, b = 5.5235(6) angstrom, c = 24.930(3) angstrom. The crystal structure is stabilized by two intermolecular hydrogen bonds involving chloride and carbonyl (C2-H2 center dot center dot center dot Cl and C8-H8 center dot center dot center dot O1). It is also noted that in the crystallographic a-axis direction, the DIHYDROCHAL molecules are arranged to form layers. (C) 2022 Elsevier B.V. All rights reserved.

Automated summary

Dihydrochalcones, characterized by the reduction of unsaturated carbons, are promising structures in medicinal chemistry. In this study, a dihydrochalcone compound, DIHYDROCHAL, was synthesized and characterized using various techniques. The crystal structure of DIHYDROCHAL was found to be monoclinic with molecules arranged in layers. Theoretical quantum chemistry calculations provided insights into its structural, vibrational, and electronic properties.