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Experimental and molecular modeling study of a novel arylsulfonamide chalcone

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Abstract

Chalcones have been reported to present biological activities that are potentialized when a sulfonamide group is attached. A comprehensive structural study was performed for arylsulfonamide chalcone N-(2-(3–4-methoxyphenyl-propanoyl)-phenyl)-benzene-sulfonamide in order to describe its supramolecular arrangement and its physicochemical properties. The molecular packing arrangement was described by X-ray diffraction and Hirshfeld surfaces (HS). Theoretical calculations were performed using density functional theory (DFT), molecular electrostatic potential (MEP) mapping, ab initio Car-Parrinelo molecular dynamics (CPMD) and the quantum theory of atoms in molecules (QTAIM). The solid-state arrangement is stabilized by C– H⋯O and C–H⋯π interactions observed on HS and MEP map. The topological analysis was evaluated by QTAIM.

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Acknowledgments

The authors are grateful to the Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES), and the Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq) for the financial support. Theoretical calculations were performed in the High-Performance Computing Center of Universidade Estadual de Goiás (UEG).

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  1. Grupo de Química Teórica e Estrutural de Anápolis, Universidade Estadual de Goiás, Anápolis, GO, Brazil

    Vitor S. Duarte, Solemar S. Oliveira & Hamilton B. Napolitano

  2. Instituto de Química, Universidade Federal de Goiás, Goiânia, GO, Brazil

    Giulio D. C. D’Oliveira, Jean M. F. Custodio & Caridad Noda Perez

  3. Laboratório de Novos Materiais, Centro Universitário de Anápolis, Anápolis, GO, Brazil

    Hamilton B. Napolitano

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  1. Vitor S. Duarte
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Duarte, V.S., D’Oliveira, G.D.C., Custodio, J.M.F. et al. Experimental and molecular modeling study of a novel arylsulfonamide chalcone. J Mol Model 25, 208 (2019). https://doi.org/10.1007/s00894-019-4082-8

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