Skip to main content
Log in

Structural characterisation and photoluminescence of a pyridine–diimine compound

  • Structure of Organic Compounds: Calculations and Experiments
  • Published:
Journal of Structural Chemistry Aims and scope Submit manuscript

Abstract

A pyridine–diimine compound N,N′-[pyridine-2,6-diyldi(E)methylylidene]bis(4-chloroaniline) is synthesised by a Schiff base condensation of 2,6-diformylpyridine with 4-chloroaniline in methanol and characterised by spectroscopic and analytical techniques. The molecular structure of the compound is determined by the single crystal X-ray diffraction study. The compound crystallizes in the monoclinic crystal system, I2/c space group with unit cell parameters a = 7.0843(12) Å, b = 6.1909(11) Å, c = 36.262(6) Å, β = 91.576(3)°, V = 1589.8(5) Å3 and Z = 4. There is an intermolecular hydrogen bonding in the molecule resulting in a 1D hydrogen bonding chain and these hydrogen bonding chains are linked by Cl…HC(aromatic) interactions forming a 2D network. Crystal packing of the compound is determined by Cl…HC and π–π interactions. In the fluorescence emission spectra in CH3CN, DMF, DMSO and EtOH, the compound shows only one emission maximum.

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

Access this article

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

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. A. J. Blake, N. R. Champness, P. Hubberstey, W. S. Li, M. A. Withersby, and M. Schroder, Coord. Chem. Rev., 183, 117–138 (1999).

    Article  CAS  Google Scholar 

  2. P. Vigato and A. Tamburini, Coord. Chem. Rev., 248, 1717–2128 (2004).

    Article  CAS  Google Scholar 

  3. A. Y. Robin and K. M. Fromm, Coord. Chem. Rev., 250, 2127–2157 (2006).

    Article  CAS  Google Scholar 

  4. S. Akine and T. Abeshima, Dalton Trans., 47, 10395–10408 (2009).

    Article  Google Scholar 

  5. W. M. Singh and B. C. Dash, Pesticides, 22, 33–37 (1988).

    Google Scholar 

  6. O. Bekircan, B. Kahveci, and M. Kucuk, Turkish J. Chem., 30, 29–40 (2006).

    CAS  Google Scholar 

  7. M. T. Tarafder, A. Kasbollah, N. Saravan, K. A. Crouse, A. M. Ali, and O. K Tin, J. Biochem., Mol. Biol. Biophys., 6, 85–91 (2002).

    Article  CAS  Google Scholar 

  8. M. Tumer, H. Koksal, M. K. Sener, and S. Serin, Transition Met. Chem., 24, 414–420 (1999).

    Article  CAS  Google Scholar 

  9. V. R. Souza, H. R. Rechenberg, J. A. Bonacin, and H. Toma, Spectrochim. Acta, Part A, 71, 1296–1301 (2008).

    Article  Google Scholar 

  10. L. P. Singh and J. M. Bhatnagar, Talanta, 64, 313–319 (2004).

    Article  CAS  Google Scholar 

  11. C. M. Sharaby, Spectrochim. Acta, Part A, 66, 1271–1278 (2007).

    Article  Google Scholar 

  12. P. Pfeiffer, E. Breith, E. Lübbe, and T. Tsumaki, Justus Liebigs Ann. Chem., 503, 84–130 (1933).

    Article  CAS  Google Scholar 

  13. P. G. Cozzi, Chem. Soc. Rev., 33, 410–421 (2004).

    Article  CAS  Google Scholar 

  14. W. Zhang, J. L. Loebach, S. R. Wilson, and E. N. Jacobsen, J. Am. Chem. Soc., 112, 2801–2803 (1990).

    Article  CAS  Google Scholar 

  15. Bruker. APEX2 and SAINT, Bruker AXS Inc. (1998).

    Google Scholar 

  16. G. M. Sheldrick, Acta. Crystallogr., Sect. A, 64, 112/113 (2008).

    Article  Google Scholar 

  17. E. P. Papadopolous, A. Jarrar, and C. H. Issadorides, J. Org. Chem., 31, 615/616 (1966).

  18. W. Y. Wong, S. F. Lee, H. S. Chan, C. Thomas, W. Mak, C. H. Wong, L. S. Huang, J. F. L. Stoddart, C. F. Ken, RSC Adv., 3, 26382–26390 (2013).

    Article  CAS  Google Scholar 

  19. G. Ceyhan, M. Köse, M. Tümer, I. Demirtas, A. S. Yaglioglu, and V. McKee, J. Lumin., 143, 623–634 (2013).

    Article  CAS  Google Scholar 

  20. G. Ceyhan, M. Köse, M. Tümer, V. McKee, and S. Akar, J. Lumin., 132, 2917–2928 (2012).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to M. Köse.

Additional information

Original Russian Text © 2015 M. Köse, G. Ceyhan, S. A. Güngör, S. Purtaş, V. McKee.

The text was submitted by the authors in English. Zhurnal Strukturnoi Khimii, Vol. 56, No. 7, pp. 1415-1421, November-December, 2015.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Köse, M., Ceyhan, G., Güngör, S.A. et al. Structural characterisation and photoluminescence of a pyridine–diimine compound. J Struct Chem 56, 1353–1359 (2015). https://doi.org/10.1134/S0022476615070161

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S0022476615070161

Keywords

Navigation