Skip to main content
SpringerLink
Log in

Crystal structures and intermolecular interactions of two novel antioxidant triazolyl-benzimidazole compounds

  • Structure of Organic Compounds
  • Published:
Crystallography Reports Aims and scope Submit manuscript

Abstract

The crystal structures of 5-(2-(p-chlorophenylbenzimidazol-1-yl-methyl)-4-(3-fluorophenyl)-2,4-dihydro-[1,2,4]-triazole-3-thione (G6C) and 5-(2-(p-chlorophenylbenzimidazol-1-yl-methyl)-4-(2-methylphenyl)-2,4-dihydro-[1,2,4]-triazole-3-thione (G4C) have been determined by single-crystal X-ray diffraction. Benzimidazole ring systems in both molecules are planar. The triazole part is almost perpendicular to the phenyl and the benzimidazole parts of the molecules in order to avoid steric interactions between the rings. The crystal structures are stabilized by intermolecular hydrogen bonds between the amino group of the triazole and the nitrogen atom of benzimidazole of a neighboring molecule.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. C. Kus and G. Ayhan-Kilcigil, Arch. Pharm. Res. 27, 156 (2004).

    Article  Google Scholar 

  2. G. Ayhan-Kilcigil, C.Kus, et al., J. Enzyme Inhib. Med. Chem. 19, 129 (2004).

    Article  Google Scholar 

  3. G. Ayhan-Kilcigil, C. Kus, et al., J. Enzyme Inhib. Med. Chem., 20, 503 (2005).

    Article  Google Scholar 

  4. G. Ayhan-Kilcigil, C. Kus, et al., Arch. Pharm. Chem. Life Sci. 340, 607 (2007).

    Article  Google Scholar 

  5. I. Kerimov, G. Ayhan-Kilcigil, et al., J. Enzyme Inhib. Med. Chem. 22, 696 (2007).

    Article  Google Scholar 

  6. C. Kus, G. Ayhan-Kilcigil, et al., Bioorg. Med. Chem. 16, 4294 (2008).

    Article  Google Scholar 

  7. C. Kus, G. Ayhan-Kilcigil, et al., I LDDD, 6, 374 (2009).

    Google Scholar 

  8. I. Kerimov, G. Ayhan-Kilcigil, et al., Arch. Pharm. Chem. Life Sci. 345, 549 (2012).

    Article  Google Scholar 

  9. S. Ozbey, S. Ide, et al., J. Mol. Struct. 442, 23 (1998).

    Article  ADS  Google Scholar 

  10. E. Kendi, S. Ozbey, et al., Acta Crystallogr. C 55, 243 (1999).

    Article  Google Scholar 

  11. H. Goker, G. Ayhan-Kilcigil, et al., Heterocycles 51, 2561 (1999).

    Article  Google Scholar 

  12. S. Ozbey, F. B. Kaynak, et al., Acta Crystallogr. E58, o1062 (2002).

    Google Scholar 

  13. F. B. Kaynak, S. Ozbey, et al., Struct. Chem. 19: 477 (2008).

  14. Enraf-Nonius, CAD4 Express Software. Version 1.1 (Delft, Netherlands, 1993).

    Google Scholar 

  15. G. M. Sheldrick, SHELXS97 (Univ. of Göttingen, Göttingen, Germany, 1997).

    Google Scholar 

  16. G. M. Sheldrick, SHELXL97 (Univ. of Göttingen, Göttingen, Germany, 1997).

    Google Scholar 

  17. L. J. Farrugia, Appl. Crystallogr. 32, 837 (1999).

    Article  Google Scholar 

  18. C. K. Johnson, ORTEP, Report ORNL-3794, Oak Ridge National Laboratory, Tenessee, USA (1965).

    Google Scholar 

  19. A. L. Spek, PLATON. Multipurpose Crystallographic Tool (Utrech University, 1998).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Physics Engineering Department, Hacettepe University, 06800, Ankara, Turkey

    A. Karayel & S. Özbey

  2. Department of Physics, Faculty of Arts and Sciences, Hitit University, 19030, Corum, Turkey

    A. Karayel

  3. Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Ankara University, 06100, Ankara, Turkey

    G. Ayhan-Kılcıgil & C. Kuş

Authors
  1. A. Karayel
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. S. Özbey
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. G. Ayhan-Kılcıgil
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. C. Kuş
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to A. Karayel.

Additional information

The article is published in the original.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Karayel, A., Özbey, S., Ayhan-Kılcıgil, G. et al. Crystal structures and intermolecular interactions of two novel antioxidant triazolyl-benzimidazole compounds. Crystallogr. Rep. 60, 1084–1088 (2015). https://doi.org/10.1134/S1063774515070111

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1063774515070111

Keywords

Search

Navigation