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Hyperpolarizability studies and Hirshfeld surface analysis of two heterocyclic chalcones

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Abstract

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.

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Funding

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.

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Authors and Affiliations

  1. Laboratório de Modelagem Molecular Aplicada e Simulação (LaMMAS), Universidade Paulista, Goiânia, GO, 74845-090, Brazil

    Clodoaldo Valverde, Adailton N. Castro, Rosemberg F. N. Rodrigues, Ricardo R. Ternavisk, Daphne C. Fernandes & Florisberto G. dos Santos

  2. Campus de Ciências Exatas e Tecnológicas, Universidade Estadual de Goiás, Anápolis, GO, 75001-970, Brazil

    Clodoaldo Valverde, Rosemberg F. N. Rodrigues & Hamilton B. Napolitano

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

    Francisco A. P. Osório & Basílio Baseia

  4. Pontifícia Universidade Católica de Goiás, Goiânia, GO, 74605-010, Brazil

    Francisco A. P. Osório

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

    Basílio Baseia

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  1. Clodoaldo Valverde
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Correspondence to Clodoaldo Valverde.

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Valverde, C., Castro, A.N., Rodrigues, R.F.N. et al. Hyperpolarizability studies and Hirshfeld surface analysis of two heterocyclic chalcones. J Mol Model 25, 324 (2019). https://doi.org/10.1007/s00894-019-4209-y

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