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Spectroscopic (FT-IR, NMR) and Computational Investigation of 2-(2-Aminoethyl)-1,2,3,4,9-Tetrahydrocarbazole: NBO, NLO, FMO, MEP Analysis

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Abstract

The FT-IR, 1H and 13C NMR spectroscopic characterization of the title molecule is assessed by quantum chemical simulations in detail and compared with the observed values. First, the possible structures of the substituted carbazole compound are determined by the PES scan in the gas phase at the B3LYP/6-31G(d,p) level. Then, all conformers of the title compound are re-optimized with 6-31G(d,p) and 6-311++G(d,p) basis sets at the B3LYP level in both gas phase and water, and used for the further simulations, including NBO, NLO, FMO, and MEP analyses. The polarized continuum model is used to conduct all calculations simulated in water. This work reveals that the biggest contribution to a decrease in the molecular stabilization energy comes from n → π* and π → π* interactions for all conformers. In addition, the NLO properties imply that this compound can be a suitable candidate for the use in optoelectronic devices.

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Funding

This work was supported by the Scientific and Technological Research Council of Turkey (TUBITAK Project No. 112T503) and Sivas Cumhuriyet University, Scientific Research Projects Department (Project No: CUBAP: E(GT-072). All calculations have been carried out at TUBITAK ULAKBIM, High Performance and Grid Computing Center (TR-Grid e-Infrastructure).

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Authors and Affiliations

  1. Department of Math. Sci. Education, Cumhuriyet University, Sivas, Turkey

    G. Serdaroğlu

  2. Department of Chemistry, Namık Kemal University, Tekirdag, Turkey

    N. Uludağ

Authors
  1. G. Serdaroğlu
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  2. N. Uludağ
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Correspondence to G. Serdaroğlu or N. Uludağ.

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Conflict of Interests

The authors declare that they have no conflict of interests.

Supplementary materials are available for this article at 10.1134/S0022476619080079 and are accessible for authorized users.

Russian Text © The Author(s), 2019, published in Zhurnal Strukturnoi Khimii, 2019, Vol. 60, No. 8, pp. 1321–1337.

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10947_2019_1246_MOESM1_ESM.pdf

Supplementary Materials To: Spectroscopic (FT-IR, NMR) and Computational Investigation of 2-(2-Aminoethyl)-1,2,3,4,9-Tetrahydrocarbazole: NBO, NLO, FMO, MEP Analysis

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Serdaroğlu, G., Uludağ, N. Spectroscopic (FT-IR, NMR) and Computational Investigation of 2-(2-Aminoethyl)-1,2,3,4,9-Tetrahydrocarbazole: NBO, NLO, FMO, MEP Analysis. J Struct Chem 60, 1267–1284 (2019). https://doi.org/10.1134/S0022476619080079

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