Cocrystals of Gallic Acid with Urea and Propionamide: Supramolecular Structures, Hirshfeld Surface Analysis, and DFT Studies

Jyothi, KL and Gautam, R and Swain, D and Guru Row, Guru Row and Lokanath, NK (2019) Cocrystals of Gallic Acid with Urea and Propionamide: Supramolecular Structures, Hirshfeld Surface Analysis, and DFT Studies. In: Crystal Research and Technology, 54 (8).

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Abstract

The exploitation of new crystal forms with controlled properties of the active pharmaceutical ingredients (APIs) has a significant role in the pharmaceutical industry. Cocrystallization technique is a powerful strategy to modify the physicochemical properties of APIs. In the present work, two pharmaceutical cocrystals—gallic acid-urea (GA-UR) and gallic acid-propionamide (GA-PR)—have been obtained by mechanochemical grinding method. Novel cocrystals are characterized by powder X-ray diffraction, Fourier-transform infrared spectroscopy, and their structures are confirmed by single crystal X-ray diffraction method. The structural analysis confirms the formation of various supramolecular architectures. Thermal gravimetric analysis is carried out to investigate the presence of water/solvent molecules in the cocrystals. Further, the intermolecular interactions in stabilizing the cocrystals are analyzed using Hirshfeld surfaces. Furthermore, the coordinates of cocrystals are optimized by density functional theory (DFT) calculations using B3LYP hybrid functional with 6–31+G(d,p) level basis set. Frontier molecular orbitals (HOMO-LUMO), energy gap, and related molecular properties are also analyzed.

Item Type:	Journal Article
Publication:	Crystal Research and Technology
Publisher:	Wiley-VCH Verlag
Additional Information:	The copyright for this article belongs to Wiley-VCH Verlag
Keywords:	Fourier transform infrared spectroscopy; Gravimetric analysis; Metabolism; Molecular orbitals; Physicochemical properties; Single crystals; Supramolecular chemistry; Surface analysis; Thermogravimetric analysis; Urea; X ray diffraction, Active pharmaceutical ingredients; Co-crystals; Hirshfeld surfaces; HOMO/LUMO energies; Intermolecular interactions; Single crystal X-ray diffraction method; Supramolecular architectures; Thermal gravimetric analysis, Density functional theory
Department/Centre:	Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Date Deposited:	07 Jan 2023 10:16
Last Modified:	07 Jan 2023 10:16
URI:	https://eprints.iisc.ac.in/id/eprint/78880

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