Synthesis, crystal structure, Hirshfeld surface analyses, and DFT studies of (S)-2-(3,5-di‑tert‑butyl‑4-hydroxyphenyl)-3,3-diethoxy-1-phenylpropan-1-one

• Published in: Journal of molecular structure Vol. 1313; p. 138652
• Main Authors: Khalilov, Ali N., Cisterna, Jonathan, Cárdenas, Alejandro, Tuzun, Burak, Erkan, Sultan, Gurbanov, Atash V., Brito, Iván
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 05.10.2024
• Subjects: Energy framework; Hirshfeld surface analyses; Ketal; Topology; X-ray diffraction; X-ray diffraction; Topology; Ketal; Hirshfeld surface analyses; Energy framework
• ISSN: 0022-2860; 1872-8014
• DOI: 10.1016/j.molstruc.2024.138652

•The successful ketalization of 2‑bromo-3-(3,5-di‑tert‑butyl‑4-hydroxyphenyl)−1-phenylprop-2-en-1-one in the presence of an amine.•The obtained compound, 2-(3,5-di‑tert‑butyl‑4-hydroxyphenyl)−3,3-diethoxy-1-phenylpropan-1-one, was fully characterized using IR, MS, 1H and 13C NMR, as well as X-ray diffraction techniques.•Comparative analysis was conducted with computational results and the obtained experimental data.•The systematic studies various methods such as Hirshfeld surface analyses, topology, energy framework, molecular docking, and ADME/T analysis in order to the understanding of solid-state interactions. An important finding is that the ketalization of 2‑bromo-3-(3,5-di‑tert‑butyl‑4-hydroxyphenyl)-1-phenylprop-2-en-1-one in the presence of amine has been presented. The structure of obtained 2-(3,5-di‑tert‑butyl‑4-hydroxyphenyl)-3,3-diethoxy-1-phenylpropan-1-one is fully characterized by IR, MS, 1H, 13C NMR spectrometry, as well as X-ray diffractometry. Experimental spectrum values of the molecule were compared with experimental data. Optimized structures of the molecule were obtained on the B3LYP, HF, M062X methods and 6–31++G(d,p) basis set. Additionally, Hirshfeld surface analyses was performed in order to obtain information about the interactions in the crystal packing. [Display omitted]