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Crystal Structure, Spectroscopic and DFT Computational Studies of N-(4-Fluorophenyl)-1-(5-Nitrothiophen-2-yl)methanimine

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Abstract

A novel Schiff base compound was synthesized and characterized by IR spectroscopy and X-ray diffraction method. The compound crystallizes in monoclinic space group P21/c with Z = 4 in the unit cell. The ring systems are perfectly planar but the whole molecule is not planar. The dihedral angle between the thiophene and phenyl rings is 38.7(3)°. In the crystal, intermolecular C–H⋅⋅⋅O interactions link the molecules into a C(7) chain along the [20\(\bar {1}\)] direction. The crystal packing is also stabilized by N–O⋅⋅⋅π interaction. The molecular structure and vibrational frequencies of the title compound were calculated using the DFT/B3LYP method with the 6-311++G(d,p) basis set. The calculated results show that the optimized geometry can well reproduce the crystal structure, and the theoretical vibrational frequencies show good agreement with experimental results.

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Funding

This study was supported financially by the Research Centre of Ondokuz Mayıs University (project no. PYO.FEN.1904.18.003).

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Authors and Affiliations

  1. Department of Physics, Faculty of Arts and Sciences, Amasya University, 05100, Amasya, Turkey

    Hasan Tanak & Şadiye Karataş

  2. Boyabat Vocational School, Sinop University, Sinop, Turkey

    Seher Meral

  3. Department of Chemistry, Faculty of Arts and Sciences, Ondokuz Mayıs University, Samsun, Turkey

    Ayşen Alaman Ağar

Authors
  1. Hasan Tanak
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  2. Şadiye Karataş
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  3. Seher Meral
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  4. Ayşen Alaman Ağar
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Correspondence to Hasan Tanak.

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Hasan Tanak, Karataş, Ş., Meral, S. et al. Crystal Structure, Spectroscopic and DFT Computational Studies of N-(4-Fluorophenyl)-1-(5-Nitrothiophen-2-yl)methanimine. Crystallogr. Rep. 65, 1221–1225 (2020). https://doi.org/10.1134/S1063774520070263

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  • DOI: https://doi.org/10.1134/S1063774520070263

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