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Crystallography Reports

, Volume 64, Issue 3, pp 403–406 | Cite as

Crystal structure and computational studies of (E)-1-(benzo[b]thiophen-3-yl)-N-(4-ethoxyphenyl)methanimine

  • Hakan BülbülEmail author
  • Yavuz Köysal
  • Onur Erman Doğan
  • Necmi Dege
  • Erbil Ağar
STRUCTURE OF ORGANIC COMPOUNDS

Abstract

The title compound, C17H15NOS, crystallizes in the orthorhombic sp. gr. Pca21. Two molecules in the asymmetric unit have similar structure. Crystal structure contains weak C–H···O intermolecular and C–H···N intramolecular H- bonds. Molecular parameters obtained from theoretical calculations are close to those from X-ray analysis. Molecular electrostatic potential surface shows that the most negative regions are mainly located near N and O atoms while the most positive region is mainly located on S bonded C atom.

REFERENCES

  1. 1.
    R. W. Layer, Chem. Rev. 63, 489 (1963).CrossRefGoogle Scholar
  2. 2.
    C. K. Ingold, In Structure and Mechanism in Organic Chemistry (Corn Press, Ithaca, 1969).Google Scholar
  3. 3.
    K. Kobayashi, Y. Egara, S. Fukamachi, and H. Konishi, Tetrahedron, 65, 9633 (2009).CrossRefGoogle Scholar
  4. 4.
    B. V. Asthalatha, B. Narayana, K. K. Vijaya Raj, and N. S. Kumari, Eur. J. Med. Chem. 42, 719 (2007).CrossRefGoogle Scholar
  5. 5.
    K. I. Molvi, K. K. Vasu, S. G. Yerande, V. Sudarsanam, and N. Haque, Eur. J. Med. Chem. 42, 104 (2007).CrossRefGoogle Scholar
  6. 6.
    M. Kaur, J. P. Jasinski, C. N. Kavitha, H. S. Yathirajan, and K. Byrappa, Acta Crystallogr. E 70, o476–o (2014).Google Scholar
  7. 7.
    Stoe&Cie X-AREA (Version 1.18) and X-RED32 (Ver-sion 1.04) (Stoe&Cie, Darmstadt, Germany, 2002).Google Scholar
  8. 8.
    H. D. Flack, Acta Crystallogr. A 39, 876 (1983).CrossRefGoogle Scholar
  9. 9.
    H. Inaç, N. Dege, S. Gümüş, E. Ağar, and M. S. Soylu, Acta Crystallogr. E 68, o361 (2012).CrossRefGoogle Scholar
  10. 10.
    N. K. Yağcı, N. Dege, S. Gümüş, E. Ağar, and M. S. Soylu, Acta Crystallogr. E 68, o623 (2012).CrossRefGoogle Scholar
  11. 11.
    J. Bernstein, R. E. Davies, L. Shimoni, and N.-L. Chang, Angew. Chem. Int. Ed. Engl. 34, 1555 (1995).CrossRefGoogle Scholar
  12. 12.
    M. J. Frisch, G. W. Trucks, H. B. Schlegel, et al., Gaussian 03 (Wallingford, Conn, USA, 2004).Google Scholar
  13. 13.
    R. Dennington, T. Keith, and J. Millam, GaussView4.1 (Semichem, Shawnee Mission, Kan, USA, 2007).Google Scholar
  14. 14.
    A. D. Becke, J. Chem. Phys. 98 (7), 5648 (1993).CrossRefGoogle Scholar
  15. 15.
    C. Lee, W. Yang, R. G. Parr, Phys. Rev. B 37 (2), 785 (1998).CrossRefGoogle Scholar
  16. 16.
    H. B. Schlegel, J. Comput. Chem. 3 (2), 214 (1982).CrossRefGoogle Scholar
  17. 17.
    C. Peng, P. Y. Ayala, H. B. Schlegel, and M. J. Frisch, J. Comput. Chem. 17 (1), 49 (1996).CrossRefGoogle Scholar
  18. 18.
    G. M. Sheldrick, Acta Crystallogr. A 64, 112 (2008).CrossRefGoogle Scholar
  19. 19.
    G. M. Sheldrick, Acta Crystallogr. C 71, 3 (2015).CrossRefGoogle Scholar
  20. 20.
    L. J. Farrugia, J. Appl. Crystallogr. 45, 849 (2012).CrossRefGoogle Scholar
  21. 21.
    V. Petricek and M. Dusek, JANA2000 (Inst. of Physics, Czech Acad. of Sciences, Prague, 2000).Google Scholar

Copyright information

© Pleiades Publishing, Inc. 2019

Authors and Affiliations

  • Hakan Bülbül
    • 1
    Email author
  • Yavuz Köysal
    • 2
  • Onur Erman Doğan
    • 3
  • Necmi Dege
    • 1
  • Erbil Ağar
    • 3
  1. 1.Department of Physics, Faculty of Arts and Sciences, OndokuzMayıs UniversitySamsunTurkey
  2. 2.YeşilyurtDemir-Çelik Vocational School, OndokuzMayıs UniversitySamsunTurkey
  3. 3.Department of Chemistry, Faculty of Arts and Sciences, OndokuzMayıs UniversitySamsunTurkey

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