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Spectral Analysis of 3-(Adamantan-1-yl)-4-Ethyl-1-[(4-Phenylpiperazin-1-yl) Methyl]-1H-1,2,4-Triazole-5(4H)-Thione

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Journal of Applied Spectroscopy Aims and scope

Vibrational IR (3200–650 cm–1) and Raman spectra (3200–150 cm–1) of adamantane-containing 3-(adamantan-1-yl)-4-ethyl-1-[(4-phenylpiperazin-1-yl)methyl]-1H-1,2,4-triazole-5(4H)-thione, which is promising for drug design, were examined. The UV/Vis spectrum (450–200 nm) of the compound in EtOH was measured. Full geometry optimization using density functional theory (DFT) in the B3LYP/cc-pVDZ approximation allowed the equilibrium configuration of the molecule to be determined and IR and Raman spectra to be calculated. Based on these, the experimental vibrational IR and Raman spectra were interpreted and the biological activity indices were predicted. The UV/Vis spectrum of the title compound was simulated at the time-dependent DFT/CAM-B3LYP/cc-pVDZ level with and without solvent effects and at the ab initio multi-reference perturbation theory XMCQDPT2 level. The UV/Vis spectrum that was simulated using the multi-reference XMCQDPT2 approximation agreed very successfully with the experimental data, in contrast to the single-reference DFT method. This was probably a consequence of intramolecular charge transfer.

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Authors and Affiliations

  1. Belarusian State University, 4 Nezavisimost′ Ave., 220030, Minsk, Belarus

    Y. L. Mindarava, M. B. Shundalau & S. V. Gaponenko

  2. A. N. Sevchenko Institute of Applied Physical Problems, Belarusian State University, Minsk, Belarus

    M. B. Shundalau

  3. College of Sciences, Princess Nourah Bint Abdulrahman University, Riyadh, 11671, Saudi Arabia

    L. H. Al-Wahaibi

  4. College of Pharmacy, King Saud University, Riyadh, 11451, Saudi Arabia

    A. A. El-Emam

  5. B. I. Stepanov Institute of Physics of the National Academy of Sciences of Belarus, Minsk, Belarus

    A. S. Matsukovich & S. V. Gaponenko

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  1. Y. L. Mindarava
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  2. M. B. Shundalau
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  3. L. H. Al-Wahaibi
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  4. A. A. El-Emam
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  5. A. S. Matsukovich
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  6. S. V. Gaponenko
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Correspondence to M. B. Shundalau.

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Translated from Zhurnal Prikladnoi Spektroskopii, Vol. 85, No. 2, pp. 181–193, March–April, 2018.

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Mindarava, Y.L., Shundalau, M.B., Al-Wahaibi, L.H. et al. Spectral Analysis of 3-(Adamantan-1-yl)-4-Ethyl-1-[(4-Phenylpiperazin-1-yl) Methyl]-1H-1,2,4-Triazole-5(4H)-Thione. J Appl Spectrosc 85, 203–215 (2018). https://doi.org/10.1007/s10812-018-0633-5

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  • DOI: https://doi.org/10.1007/s10812-018-0633-5

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