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Spectroscopic characterization, X-ray structure and DFT studies on 4-[3-(2,5-dimethylphenyl)-3-methylcyclobutyl]-N-methylthiazol-2-amine

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Abstract

The titled molecule 4-[3-(2,5-dimethylphenyl)-3-methylcyclobutyl]-N-methylthiazol-2-amine (C17H22N2S) is synthesized and characterized by 1H NMR, 13C NMR, IR, and X-ray single crystal determination. The compound crystallizes in the monoclinic space group P21/c with a = 6.3972(4) Å, b = 9.4988(6) Å, c = 26.016(2) Å and β = 93.496(7)°. In addition to the molecular geometry from the X-ray determination, vibrational frequencies and gauge, including the atomic orbital (GIAO), 1H and 13C NMR chemical shift values of the titled compound in the ground state are calculated using the density functional (B3LYP) method with 6-31G(d), 6-31++G(d,p) and 6-311+G(2d,p) basis sets. The calculated results show that the optimized geometries can well reproduce the crystal structure. Moreover, the theoretical vibrational frequencies and chemical shift values show good agreement with the experimental values. The predicted nonlinear optical properties of the titled compound are greater than those of urea. DFT calculations of the molecular electrostatic potentials and frontier molecular orbitals of the titled compound are carried out at the B3LYP/6-31G(d) level of theory.

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Authors and Affiliations

  1. Department of Middle Education, Educational Faculty, Ondokuz Mayis University, Kurupelit, Samsun, Turkey

    H. Saraçoğlu

  2. Department of Chemistry, Faculty of Sciences, Firat University, Elazig, Turkey

    Ö. Ekici

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  1. H. Saraçoğlu
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  2. Ö. Ekici
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Correspondence to H. Saraçoğlu.

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Original Russian Text © 2015 H. Saraçoğlu, Ö. Ekici.

The text was submitted by the authors in English. Zhurnal Strukturnoi Khimii, Vol. 56, No. 7, pp. 1405-1414, November-December, 2015.

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Saraçoğlu, H., Ekici, Ö. Spectroscopic characterization, X-ray structure and DFT studies on 4-[3-(2,5-dimethylphenyl)-3-methylcyclobutyl]-N-methylthiazol-2-amine. J Struct Chem 56, 1342–1352 (2015). https://doi.org/10.1134/S002247661507015X

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  • DOI: https://doi.org/10.1134/S002247661507015X

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