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Experimental and molecular modeling study of a novel arylsulfonamide chalcone

  • Vitor S. DuarteEmail author
  • Giulio D. C. D’Oliveira
  • Jean M. F. Custodio
  • Solemar S. Oliveira
  • Caridad Noda Perez
  • Hamilton B. NapolitanoEmail author
Original Paper
  • 74 Downloads
Part of the following topical collections:
  1. VII Symposium on Electronic Structure and Molecular Dynamics – VII SeedMol

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.

Keywords

Arylsulfonamide chalcone Hirshfeld surfaces CPMD DFT 

Notes

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).

Supplementary material

894_2019_4082_MOESM1_ESM.docx (1.1 mb)
ESM 1 (DOCX 1171 kb)

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© Springer-Verlag GmbH Germany, part of Springer Nature 2019

Authors and Affiliations

  1. 1.Grupo de Química Teórica e Estrutural de AnápolisUniversidade Estadual de GoiásAnápolisBrazil
  2. 2.Instituto de QuímicaUniversidade Federal de GoiásGoiâniaBrazil
  3. 3.Laboratório de Novos MateriaisCentro Universitário de AnápolisAnápolisBrazil

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