Skip to main content
Log in

Crystal structures of pyridine-4-aldehyde thiosemicarbazone perchlorate and trifluoromethane sulfonate

  • Published:
Journal of Structural Chemistry Aims and scope Submit manuscript

Abstract

The new salts of pyridine-4-aldehyde thiosemicarbazone: perchlorate (I) and trifluoromethane sulfonate (II) HN+C5H4-CH=N-NH-C(S)-NH2·X (X = ClO4, CF3SO3) were synthesized and studied by IR and NMR spectroscopy and X-ray diffraction analysis. The compounds were synthesized by a reaction of pyridine-4-aldehyde thiosemicarbazone with chloric or trifluoromethane sulfonic acid, respectively. Compound I crystallized in the triclinic crystal system, space group P-1, a = 6.8691(2) Å, b = 9.5406(4) Å, c = 9.6348(4) Å, α = 78.838(1)°, β = 77.618(1)°, γ = 69.661(1)°, Z = 2. Compound II crystallized in the monoclinic crystal system, space group P21/c, a = 7.3149(8) Å, b = 11.9830(16) Å, c = 15.143(2) Å, β= 96.949(4)°, Z = 4. The structures are formed by hydrogen-bonded ions. Moreover, the cations are linked in “dimmers” due to the weak N-H...S hydrogen bonds.

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. T. S. Lobana, S. Khanna, R. Sharma et al., Cryst. Growth Des. (Spain), 8, No. 4, 1203–1212 (2008).

    Article  CAS  Google Scholar 

  2. P. Souza, A. I. Matesanz, and V. Fernandez, J. Chem. Soc. Dalton Trans., 14, 3011–3014 (1996).

    Article  Google Scholar 

  3. D. Kovala-Demertzi, N. Konrkonmelis, D. X. West, et al., Eur. J. Inorg. Chem., 6, 861–864 (1998).

    Article  Google Scholar 

  4. V. A. Jadhav, J. Indian Chem. Soc., 72, No. 9, 651–656 (1995).

    CAS  Google Scholar 

  5. J. L. J. Dearling, J. S. Lewis, D. W. Mc Carthy, et al., Chem. Commun., 22, 2531–2535 (1998).

    Article  Google Scholar 

  6. O. E. Offiong, Spectrochim. Acta A, 50, No. 13, 2167–2176 (1994).

    Article  Google Scholar 

  7. A. Diaz, R. Cao, and A. Garcia, Monatsh. Chem., 125, Nos. 8/9, 823–826 (1994).

    Article  CAS  Google Scholar 

  8. H. H. Fox, USA Patent 2676178, 1954 [Chem. Abstr., 49, 7604 (1955)].

    Google Scholar 

  9. H. H. Fox, J. Org. Chem., 17, 555–558 (1952).

    Article  CAS  Google Scholar 

  10. V. S. Jolly and K. P. Sharma, J. Indian Chem. Soc., 67, 412–416 (1990).

    CAS  Google Scholar 

  11. W. O. Foye, A. R. Banijamali, and G. Patarapanich, J. Pharm. Sci., 75, 1180–1184 (1986).

    Article  CAS  Google Scholar 

  12. V. E. Ivanov, N. G. Tikhomirova, A. B. Tomchin, et al., Khim.-Farm. Zh., 23, 588–592 (1989).

    CAS  Google Scholar 

  13. R. P. Gupta and N. L. Narayna, Pharm. Acta Helv., 72, 43–45 (1997).

    Article  CAS  Google Scholar 

  14. H. Wei-xiao, Sun Nan, Yang Zhong-yu., J. Med. Chem. (China), 11, No. 3, 129–133 (2001).

    Google Scholar 

  15. M. Liu, T. Lin, P. Penketh, and A. C. Sartorelli, J. Med. Chem., 38, 4234–4240 (1995).

    Article  CAS  Google Scholar 

  16. D. L. Klayman, J. P. Scovill, and J. F. Bartosevich, Eur. J. Med. Chem. Ther., 16, 317–320 (1981).

    CAS  Google Scholar 

  17. L. I. Larina, V. N. Elokhina, T. I. Yaroshenko, et al., Magn. Res. Chem., 45, No. 8, 667–673 (2007).

    Article  CAS  Google Scholar 

  18. T. N. Komarova, R. V. Karnaukhova, M. V. Sigalov, et al., Izv. Akad. Nauk SSSR, Ser. Khim., 1176–1179 (1990).

  19. A. S. Nakhmanovich, R. V. Karnaukhova, T. N. Komarova, et al., Khim. Geterotsikl. Soedin., 123–125 (1988).

  20. R. E. Hadenbach and H. Gysin, Experientia, 8, 184–189 (1952).

    Article  Google Scholar 

  21. A. K. Nandi, S. Chudhuri, S. K. Mazumda, et al., J. Chem. Soc. Perkin II, 1729–1733 (1964).

  22. R. Restivo and G. J. Pakenik, Acta Crystallogr., 26, 1397–1402 (1970).

    Article  CAS  Google Scholar 

  23. I. C. Mendes, L. R. Teixeira, R. Lima, et al., J. Mol. Struct., 559, 355–360 (2001).

    Article  CAS  Google Scholar 

  24. L. I. Larina, R. V. Karnaukhova, A. S. Nakhmanovich, et al., ibid., 604, 165–176 (2002).

    Article  CAS  Google Scholar 

  25. Bruker (2004). APEX2 (Version 1.08), SAINT (Version 7.03), SADABS (Version 2.11) and SHELXTL (Version 6.12). Bruker AXS Inc., Madison, WI, USA.

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to A. I. Smolentsev.

Additional information

Original Russian Text Copyright © 2009 by A. I. Smolentsev, L. G. Lavrenova, V. N. Elokhina, A. S. Nakhmanovich, and L. I. Larina

__________

Translated from Zhurnal Strukturnoi Khimii, Vol. 50, No. 3, pp. 522–526, May–June, 2009.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Smolentsev, A.I., Lavrenova, L.G., Elokhina, V.N. et al. Crystal structures of pyridine-4-aldehyde thiosemicarbazone perchlorate and trifluoromethane sulfonate. J Struct Chem 50, 500–504 (2009). https://doi.org/10.1007/s10947-009-0076-1

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10947-009-0076-1

Keywords

Navigation