Advertisement

Journal of Structural Chemistry

, Volume 50, Issue 3, pp 500–504 | Cite as

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

  • A. I. Smolentsev
  • L. G. Lavrenova
  • V. N. Elokhina
  • A. S. Nakhmanovich
  • L. I. Larina
Article

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.

Keywords

perchlorate triflate pyridine-4-aldehyde thiosemicarbazone synthesis XRD NMR spectra 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1.
    T. S. Lobana, S. Khanna, R. Sharma et al., Cryst. Growth Des. (Spain), 8, No. 4, 1203–1212 (2008).CrossRefGoogle Scholar
  2. 2.
    P. Souza, A. I. Matesanz, and V. Fernandez, J. Chem. Soc. Dalton Trans., 14, 3011–3014 (1996).CrossRefGoogle Scholar
  3. 3.
    D. Kovala-Demertzi, N. Konrkonmelis, D. X. West, et al., Eur. J. Inorg. Chem., 6, 861–864 (1998).CrossRefGoogle Scholar
  4. 4.
    V. A. Jadhav, J. Indian Chem. Soc., 72, No. 9, 651–656 (1995).Google Scholar
  5. 5.
    J. L. J. Dearling, J. S. Lewis, D. W. Mc Carthy, et al., Chem. Commun., 22, 2531–2535 (1998).CrossRefGoogle Scholar
  6. 6.
    O. E. Offiong, Spectrochim. Acta A, 50, No. 13, 2167–2176 (1994).CrossRefGoogle Scholar
  7. 7.
    A. Diaz, R. Cao, and A. Garcia, Monatsh. Chem., 125, Nos. 8/9, 823–826 (1994).CrossRefGoogle Scholar
  8. 8.
    H. H. Fox, USA Patent 2676178, 1954 [Chem. Abstr., 49, 7604 (1955)].Google Scholar
  9. 9.
    H. H. Fox, J. Org. Chem., 17, 555–558 (1952).CrossRefGoogle Scholar
  10. 10.
    V. S. Jolly and K. P. Sharma, J. Indian Chem. Soc., 67, 412–416 (1990).Google Scholar
  11. 11.
    W. O. Foye, A. R. Banijamali, and G. Patarapanich, J. Pharm. Sci., 75, 1180–1184 (1986).CrossRefGoogle Scholar
  12. 12.
    V. E. Ivanov, N. G. Tikhomirova, A. B. Tomchin, et al., Khim.-Farm. Zh., 23, 588–592 (1989).Google Scholar
  13. 13.
    R. P. Gupta and N. L. Narayna, Pharm. Acta Helv., 72, 43–45 (1997).CrossRefGoogle Scholar
  14. 14.
    H. Wei-xiao, Sun Nan, Yang Zhong-yu., J. Med. Chem. (China), 11, No. 3, 129–133 (2001).Google Scholar
  15. 15.
    M. Liu, T. Lin, P. Penketh, and A. C. Sartorelli, J. Med. Chem., 38, 4234–4240 (1995).CrossRefGoogle Scholar
  16. 16.
    D. L. Klayman, J. P. Scovill, and J. F. Bartosevich, Eur. J. Med. Chem. Ther., 16, 317–320 (1981).Google Scholar
  17. 17.
    L. I. Larina, V. N. Elokhina, T. I. Yaroshenko, et al., Magn. Res. Chem., 45, No. 8, 667–673 (2007).CrossRefGoogle Scholar
  18. 18.
    T. N. Komarova, R. V. Karnaukhova, M. V. Sigalov, et al., Izv. Akad. Nauk SSSR, Ser. Khim., 1176–1179 (1990).Google Scholar
  19. 19.
    A. S. Nakhmanovich, R. V. Karnaukhova, T. N. Komarova, et al., Khim. Geterotsikl. Soedin., 123–125 (1988).Google Scholar
  20. 20.
    R. E. Hadenbach and H. Gysin, Experientia, 8, 184–189 (1952).CrossRefGoogle Scholar
  21. 21.
    A. K. Nandi, S. Chudhuri, S. K. Mazumda, et al., J. Chem. Soc. Perkin II, 1729–1733 (1964).Google Scholar
  22. 22.
    R. Restivo and G. J. Pakenik, Acta Crystallogr., 26, 1397–1402 (1970).CrossRefGoogle Scholar
  23. 23.
    I. C. Mendes, L. R. Teixeira, R. Lima, et al., J. Mol. Struct., 559, 355–360 (2001).CrossRefGoogle Scholar
  24. 24.
    L. I. Larina, R. V. Karnaukhova, A. S. Nakhmanovich, et al., ibid., 604, 165–176 (2002).CrossRefGoogle Scholar
  25. 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.Google Scholar

Copyright information

© Pleiades Publishing, Ltd. 2009

Authors and Affiliations

  • A. I. Smolentsev
    • 1
  • L. G. Lavrenova
    • 1
  • V. N. Elokhina
    • 2
  • A. S. Nakhmanovich
    • 2
  • L. I. Larina
    • 2
  1. 1.A. V. Nikolaev Institute of Inorganic Chemistry, Siberian DivisionRussian Academy of SciencesNovosibirskRussia
  2. 2.A. E. Favorskii Institute of Chemistry, Siberian DivisionRussian Academy of SciencesIrkutskRussia

Personalised recommendations