Journal of Structural Chemistry

, Volume 58, Issue 3, pp 636–639 | Cite as

Crystal structure of 4-hydroxy-6-methyl-3-[(1E)-1-(2-phenylhydrazinylidene)ethyl]-2H-pyran-2-one

  • O. T. UjamEmail author
  • O. C. Ogbonna
  • A. Oliver
  • J. I. Ume
  • E. Janusson
  • C. C. Chime
Brief Communications


A Schiff base, 4-hydroxy-6-methyl-3-[(1E)-1-(2-phenylhydrazinylidene)ethyl]-2H-pyran-2-one, is synthesized and characterized by 1H and 13C NMR, IR spectroscopy, ESI-mass spectrometry and single crystal X-ray diffraction analysis. There are three crystallographically independent molecules in the asymmetric unit, space group C2/c, a = 30.011(2) Å, b = 17.601(2) Å, c = 13.6878(13) Å, β = 92.532(4)°, and Z = 24. The final reliable index is 0.0406 for 5997 reflections. The molecules are linked through intermolecular N–H…O hydrogen bonds into three-linked molecules forming a supramolecular ring.


single X-ray crystal structure Schiff base ESI-mass spectrometry 


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.


  1. 1.
    K. Gupta, R. Pal, and V. Beniwal, World J. Pharm. Pharm. Sci., 4, 990 (2014).Google Scholar
  2. 2.
    R. Prakash, A. Kumar, S. P. Singh, R. Aggarwal, and O. Prakash, Indian J. Chem., Sect. B, 46, 1713 (2007).Google Scholar
  3. 3.
    J. D. Edwards, J. E. Page, and M. Pianka, J. Chem. Soc. (Resumed), 5200 (1964).Google Scholar
  4. 4.
    D. M. Fouad, N. M. Ismail, M. A. El-Gahami, and S. A. Ibrahim, Spectrochim. Acta, Part A, 67, 564 (2007).CrossRefGoogle Scholar
  5. 5.
    E. Mikami, T. Goto, T. Ohno, H. Matsumoto, and M. Nishida, J. Pharm. Biomed. Anal., 28, 261 (2002).CrossRefGoogle Scholar
  6. 6.
    N. Raman, S. Thalamuthu, J. D. Raja, M. A. Neelakandan, and S. Banerjee, J. Chil. Chem. Soc., 53, 1439 (2008).Google Scholar
  7. 7.
    P. E. Hansen, Isotope Effects in Chemistry and Biology, A. Kohen and H. H. Limbach (eds.), CRC Press, Taylor & Francis Group, Boca Raton (2006), p. 253.Google Scholar
  8. 8.
    H. M. Faidallah, K. A. Khan, and A. M. Asiri, Eur. J. Chem., 2, 243 (2011).CrossRefGoogle Scholar
  9. 9.
    L. Patiny and A. Borel, J. Chem. Inf. Model., 23, 1223 (2013).CrossRefGoogle Scholar
  10. 10.
    Bruker AXS. APEX-2, Bruker Nonius AXS, Madison, Wisconsin, USA (2008).Google Scholar
  11. 11.
    G. M. Sheldrick, Acta Crystallogr., A71, 3–8 (2015).Google Scholar
  12. 12.
    G. M. Sheldrick, SHELX-97. Programs for the Solution and Refinement of Crystal Structures, University of Göttingen, Germany (2014).Google Scholar
  13. 13.
    H. Chen, L. Cai, C. Yu, and H. Li, Acta Crystallogr., Sect. E, 67, o2344 (2011).CrossRefGoogle Scholar
  14. 14.
    K. K. Upadhyay, R. K. Mishra, A. Kumar, J. Zhao, and R. Prasad, J. Mol. Struct., 963, 228 (2010).CrossRefGoogle Scholar
  15. 15.
    H. Li, L. Cai, J. Li, Y. Hu, P. Zhou, and J. Zhang, Dyes Pigm., 91, 309 (2011).CrossRefGoogle Scholar
  16. 16.
    G.-Y. Yang, J.-T. Yang, C.-X. Wang, S.-F. Fan, P.-H. Xie, and C.-L. Xu, J. Fluorine Chem., 168, 1 (2014).CrossRefGoogle Scholar

Copyright information

© Pleiades Publishing, Ltd. 2017

Authors and Affiliations

  • O. T. Ujam
    • 1
    • 4
    Email author
  • O. C. Ogbonna
    • 1
  • A. Oliver
    • 2
  • J. I. Ume
    • 3
  • E. Janusson
    • 4
  • C. C. Chime
    • 5
  1. 1.Department of Pure and Industrial ChemistryUniversity of NigeriaNsukkaNigeria
  2. 2.Department of Chemistry and BiochemistryUniversity of Notre DameNotre DameUSA
  3. 3.Department of Mechanical EngineeringUniversity of NigeriaNsukkaNigeria
  4. 4.Department of ChemistryUniversity of VictoriaVictoriaCanada
  5. 5.Department of Industrial ChemistryEnugu State University of Science and TechnologyEnuguNigeria

Personalised recommendations