Journal of Molecular Modeling

, 25:324 | Cite as

Hyperpolarizability studies and Hirshfeld surface analysis of two heterocyclic chalcones

  • Clodoaldo ValverdeEmail author
  • Adailton N. Castro
  • Rosemberg F. N. Rodrigues
  • Ricardo R. Ternavisk
  • Daphne C. Fernandes
  • Florisberto G. dos Santos
  • Hamilton B. Napolitano
  • Francisco A. P. Osório
  • Basílio Baseia
Original Paper


In this work, the nonlinear optical (NLO) properties of two heterocyclic chalcones, (E)-1-(5-chlorothiophen-2-yl)-3-(thiophen-2yl)-2-propen-1-one (CLTT) and (E)-1-(5-methylfuran-2-yl)-3-(5-methylthiophen-2-yl)prop-2en-1-one (2MFT), are investigated. Using an iterative electrostatic embedding approach via the Møller-Plesset perturbation (MP2) theory, the chalcone crystals were simulated and the polarization effects on the isolated molecules are investigated. The electrical parameters of CLTT and 2MFT as dipole moment and linear polarizability were calculated via MP2/6-311++G(d) and the second hyperpolarizability was obtained via DFT/CAM-B3-LYP/6-311++G(d) level. A significant influence of the molecular packing on the chalcone electric parameters was observed. The static linear refractive index and the third-order electric susceptibility of the compounds were calculated and compared with experimental results available for other chalcone derivatives, indicating the CLTT crystal as a promising candidate for NLO applications in photonic and optoelectronic devices. The Hirshfeld surface analysis has been used to quantify the intermolecular interactions of the molecular crystals. Additionally, the solvent medium effects on the electrical properties of the heterocyclic chalcones were also studied.


Dipole moment Linear polarizability Second hyperpolarizability Linear refractive index Third-order electric susceptibility 


Funding information

The authors would like to thank the following Brazilian agencies for financial support: agencies CAPES, CNPq, and FAPEG and the PrP/UEG for the research developed with the support of the UEG High Performance Computing Nucleus.

Compliance with ethical standards

Conflict of interest

The authors declare that they have no competing interests.

Supplementary material

894_2019_4209_MOESM1_ESM.docx (1 mb)
ESM 1 (DOCX 1052 kb)


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Copyright information

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

Authors and Affiliations

  • Clodoaldo Valverde
    • 1
    • 2
    Email author
  • Adailton N. Castro
    • 1
  • Rosemberg F. N. Rodrigues
    • 1
    • 2
  • Ricardo R. Ternavisk
    • 1
  • Daphne C. Fernandes
    • 1
  • Florisberto G. dos Santos
    • 1
  • Hamilton B. Napolitano
    • 2
  • Francisco A. P. Osório
    • 3
    • 4
  • Basílio Baseia
    • 3
    • 5
  1. 1.Laboratório de Modelagem Molecular Aplicada e Simulação (LaMMAS)Universidade PaulistaGoiâniaBrazil
  2. 2.Campus de Ciências Exatas e TecnológicasUniversidade Estadual de GoiásAnápolisBrazil
  3. 3.Instituto de FísicaUniversidade Federal de GoiásGoiâniaBrazil
  4. 4.Pontifícia Universidade Católica de GoiásGoiâniaBrazil
  5. 5.Departamento de FísicaUniversidade Federal da ParaíbaJoão PessoaBrazil

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