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A new isostructural halogenated chalcone with optical properties

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Abstract

Chalcones are organic compounds that present a number of properties. This study presents a comprehensive structural description of a new derivative of a chlorine-substituted chalcone in comparison with a bromine chalcone. Also, supermolecule and sum-over-state approach were used to describe the optical properties of these structures regarding the substitution of the bromine by the chlorine atom. In addition, the electrical properties, dipole moment, linear polarizability, and second IDRI hyperpolarizability were calculated. The linear refractive index and the third-order nonlinear macroscopic susceptibility were evaluated as a function of the applied electric field frequency. Furthermore, the quantum mechanics calculations that were implemented at the M06-2X/6-311++G(d,p) level of the theory for these isostructural chalcones indicate that the change in halogen atoms does not cause meaningful changes in their conformation. Finally, we can postulate that side-to-side and the antiparallel interactions are the interaction forces that drive the crystal growth for new isostructural chalcones. The NLO properties showed title compounds that are good candidates for use as NLO materials.

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Data availability

CCDC code 2019801 was available at Cambridge Crystallography Data Center.

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Acknowledgements

The authors thank the High Performance Computing Center of the Universidade Estadual de Goiás (UEG). We also thank the organizers of the American Crystallographic Association 2019 Summer Course in Chemical Crystallography.

Funding

This research was funded by the Brazilian agencies Fundação de Amparo à Pesquisa do Estado de Goiás (FAPEG), Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq), and Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES, Finance Code 001).

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Authors and Affiliations

  1. Grupo de Química Teórica e Estrutural de Anápolis, Universidade Estadual de Goiás, Anápolis, GO, 75001-970, Brazil

    Gabriela S. Ludovico, Itallo H. S. Barros, Loide O. Sallum, Clodoaldo Valverde, Ademir J. Camargo & Hamilton B. Napolitano

  2. Faculdade do Instituto Brasil de Ciência e Tecnologia, Anápolis, GO, 75133-050, Brazil

    Rosa S. Lima

  3. Laboratório de Modelagem Molecular Aplicada e Simulação, Universidade Paulista, Goiânia, GO, 74845-090, Brazil

    Clodoaldo Valverde

  4. Instituto de Física, Universidade Federal de Goiás, Goiânia, GO, 74690-900, Brazil

    Basílio Baseia

  5. Departamento de Física, Universidade Federal da Paraíba, João Pessoa, PB, 58051-970, Brazil

    Basílio Baseia

Authors
  1. Gabriela S. Ludovico
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  2. Itallo H. S. Barros
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  3. Loide O. Sallum
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  4. Rosa S. Lima
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  5. Clodoaldo Valverde
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  6. Ademir J. Camargo
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  7. Basílio Baseia
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  8. Hamilton B. Napolitano
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Contributions

Introduction: G.S. Ludovico, I.H.S. Barros, L.O. Sallum, R.S. Lima, C. Valverde, A.J. Camargo, B..Baseia, and H.B. Napolitano. Synthesis and crystallization: G.S. Ludovico and R.S. Lima. Crystallographic characterization: G.S. Ludovico, L.O. Sallum, and H.B. Napolitano. Theoretical and computational procedures: L.O. Sallum, A.J. Camargo, and H.B. Napolitano. Nonlinear optical properties: I.H.S. Barros, C. Valverde, and B..Baseia. Results and discussion: G.S. Ludovico, I.H.S. Barros, L.O. Sallum, R.S. Lima, C. Valverde, A.J. Camargo, B..Baseia, and H.B. Napolitano. Conclusions: G.S. Ludovico, I.H.S. Barros, L.O. Sallum, R.S. Lima, C. Valverde, A.J. Camargo, B. Baseia, and H.B. Napolitano.

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Correspondence to Hamilton B. Napolitano.

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Ludovico, G.S., Barros, I.H.S., Sallum, L.O. et al. A new isostructural halogenated chalcone with optical properties. J Mol Model 27, 52 (2021). https://doi.org/10.1007/s00894-021-04673-9

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