Skip to main content
SpringerLink
Log in

1-Methyl-2-((1E,3E)-4-phenylbuta-1,3-dienyl)pyridinium iodide: Synthesis, characterization, and X-ray analysis

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

Abstract

1-Methyl-2-((1E,3E)-4-phenylbuta-1,3-dienyl)pyridinium iodide (1) is synthesized and characterized by UV-Vis, FT-IR, 1H and 13C NMR, and single crystal X-ray diffraction. Compound 1 crystallizes in an orthorhombic Iba2 space group with the unit cell parameters a = 12.8236(11) Å, b = 20.1216(17) Å, c = 11.2071(10) Å, V = 2891.8(4) Å3 and Z = 8. X-ray diffraction indicates that the molecule of 1 displays E,E configurations with respect to the two middle C=C double bonds. The molecular structure of 1 is twisted and the dihedral angle between the pyridinium and phenyl rings is 15.0(2)°. In the crystal packing, cations form stacks in an anti-parallel V-shaped manner along the a axis through π-π interactions between pyridinium and phenyl rings.

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. L. Massi, F. Guitard, S. Geribaldi, et al., Int. J. Antimicrob. Agents, 21, 20–26 (2003).

    Article  CAS  Google Scholar 

  2. P. R. Soprey and R. B. Maxcy, J. Food Sci., 33, 536–540 (1968).

    Article  CAS  Google Scholar 

  3. T. Yabuhara, T. Maeda, H. Nagamune, et al., Biocontrol Sci., 9, 95–103 (2004).

    Article  CAS  Google Scholar 

  4. K. Chanawanno, S. Chantrapromma, T. Anantapong, et al., Eur. J. Med. Chem., 45, 4199–4208 (2010).

    Article  CAS  Google Scholar 

  5. Bruker APEX2, SAINT and SADABS, Bruker AXS Inc., Madison, Wisconsin, USA (2009).

  6. G. M. Sheldrick, Acta Crystallogr., A64, 112 (2008).

    Article  Google Scholar 

  7. A. L. Spek, Acta Crystallogr., D65, 148 (2009).

    Google Scholar 

  8. C. F. Macrae, P. R. Edginton, P. McCabe, et al., Appl. Crystallogr., 39, 453–457 (2006).

    Article  CAS  Google Scholar 

  9. F. H. Allen, O. Kennard, D. G. Watson, et al., J. Chem. Soc. Perkin Trans., 2, S1–19 (1987).

    Article  Google Scholar 

  10. J. P. Jasinski, J. M. Jasinski, and D. J. Crosby, Acta Crystallogr., E58, o1283/o1284 (2002).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Prince of Songkla University, Hat-Yai, Songkhla, Thailand

    S. Chantrapromma, N. Kaewmanee & P. Ruanwas

  2. Faculty of Traditional Thai Medicine, Prince of Songkla University, Hat-Yai, Songkhla, Thailand

    N. Boonnak

  3. Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh, Saudi Arabia

    H. -K. Fun

  4. X-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, Penang, Malaysia

    H. -K. Fun

Authors
  1. S. Chantrapromma
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. N. Boonnak
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. N. Kaewmanee
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. P. Ruanwas
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. H. -K. Fun
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to S. Chantrapromma.

Additional information

Original Russian Text © 2014 S. Chantrapromma, N. Boonnak, N. Kaewmanee, P. Ruanwas, H.-K. Fun.

The text was submitted by the authors in English. Zhurnal Strukturnoi Khimii, Vol. 55, No. 4, pp. 747–750, July–August, 2014.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Chantrapromma, S., Boonnak, N., Kaewmanee, N. et al. 1-Methyl-2-((1E,3E)-4-phenylbuta-1,3-dienyl)pyridinium iodide: Synthesis, characterization, and X-ray analysis. J Struct Chem 55, 713–716 (2014). https://doi.org/10.1134/S0022476614040180

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S0022476614040180

Keywords

Search

Navigation