Skip to main content
SpringerLink
Log in

Synthesis and crystal structure of N-(6methoxylbenzothiazol-2-yl)-1-(4-fluorophenyl)O,O-dipropyl-α-aminophosphonate

  • Published:
Journal of Chemical Crystallography Aims and scope Submit manuscript

Abstract

Molecular and crystal structure of N-(6-methoxybenzothiazol-2-yl)-1-(4-fluorophenyl)-O,O-dipropyl-α-aminophosphonate, C21H26FN2O4PS, have been determined by single-crystal X-ray diffraction study. The title compound is tetragonal, with a = 21.35(3) Å, c = 20.16(5) Å, Z = 16, D x = 1.308 Mg/m3, μ(MoKα) = 0.247 mm−1, and space group is I41/a. The structure was solved by direct method and refined to a final R = 0.0687 for 2370 reflections with I > 2σ(I). The compound shows a fully delocalized benzothiazole system with a sp2 hybridization of the N(2). There is a strong intermolecular hydrogen bond between P=O and NH. The crystal structure is stabilized by a strong intermolecular N–H⋅sO hydrogen bond.

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. Cheng, R.Y.; Dai, Q.; Zhang, D.K.; Yang, X.F. Sci. China (Ser. B) 1995, 25, 591.

    Google Scholar 

  2. Li, Z.G.; Huang, R.Q. Chin. J. Appl. Chem. 1999, 16, 90.

    CAS  Google Scholar 

  3. Grassert, I.; Schmidt, U.; Ziegler, S.; Fischer, C.; Oehme, G. Tetrahedron: Asymmetry 1998, 9, 4193.

    Article  CAS  Google Scholar 

  4. Song, B.A.; Jiang M.G. Chin. J. Org. Chem. 2004, 24, 843.

    CAS  Google Scholar 

  5. Chen, R.Y.; Mao, L.J.; Zhang, M. Sci. China (B). 1995, 25, 240.

    Google Scholar 

  6. Allen, J.G.; Atherton, F.R.; Hall M.J.; Hassall, C.H.; Holmes, S.W.; Lambert, R.W.; Nisbet, L.J.; Ringrose, P.S. Nature 1978, 272, 56.

    Article  CAS  Google Scholar 

  7. Bartlett, P.A.; Kezer, W.B. J. Am. Chem. Soc. 1984, 106, 4282.

    CAS  Google Scholar 

  8. Huang, J.M.; Chen, R.Y. Heteroatom Chem. 2000, 11(7), 480.

    Article  CAS  Google Scholar 

  9. Lu, S.M.; Chen, R.Y. Heteroatom Chem. 2000, 11(5), 317.

    Article  CAS  Google Scholar 

  10. Song, B.A.; Wu, Y.L.; He, X.Q.; Hu, D.Y.; Liu, G.; Yang, S.; Jin, L.H.; Jiang, M.G. Chin. J. Org. Chem. 2003, 9, 933.

    Google Scholar 

  11. Song, B.A.; Wu, Y.L.; Yang, S.; Hu, D.Y.; He, X.Q.; Jin, L.H. Molecules 2003, 8, 186.

    Article  CAS  Google Scholar 

  12. Song, B.A.; Jiang, M.G.; Wu, Y.L.; He, X.Q.; Yang, S.; Jin, L.H.; Liu, G.; Hu, D.Y. Chin. J. Org. Chem. 2003, 9, 967.

    Google Scholar 

  13. Sheldrick, G.M. Acta Crystallogr. 1990, A46, 467.

    CAS  Google Scholar 

  14. Sheldrick, G.M. SHELXL97, Program for the Refinement of Crystal Structures; University of Göttingen: Germany, 1997.

  15. Chen, R.Y.; Li, Y.G. Organic Phosphorus Chemistry. High Education Press in China: Beijing, 1987, p. 38.

  16. Sasada, Y. Molecular and crystal structures. In Chemistry Handbook, 3rd ed. Tokyo; The Chemical Society of Japan, Maruzen, 1984.

  17. Low, J.N.; Cobo, J.; Nogueras, M.; Sanchez, A.; Hernandezc, P.; Quirogac, J. Acta Crystallogr. 2002, E58, o57.

    CAS  Google Scholar 

  18. Peeters, O.M.; Blaton, N.M.; Ranter, C.J. Acta Crystallogr. 2001, E57, o723.

    CAS  Google Scholar 

  19. Allen, F.H.; Kennard, O.; Watson, D.G.; Brammer, L.; Orpen, A.G.; Taylor, R. J. Chem. Soc., Perkin Trans. II, 1987, S1.

Download references

Author information

Authors and Affiliations

  1. Centre for Research and Development of Fine Chemicals, Guizhou University, Guiyang, 550025, People's Republic of China

    Song Yang, Baoan Song, Yanpin Hong, Linhong Jin & Deyu Hu

  2. Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang, 550025, People's Republic of China

    Song Yang, Baoan Song, Linhong Jin & Deyu Hu

Authors
  1. Song Yang
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Baoan Song
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Yanpin Hong
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Linhong Jin
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Deyu Hu
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Baoan Song.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Yang, S., Song, B., Hong, Y. et al. Synthesis and crystal structure of N-(6methoxylbenzothiazol-2-yl)-1-(4-fluorophenyl)O,O-dipropyl-α-aminophosphonate. J Chem Crystallogr 35, 891–895 (2005). https://doi.org/10.1007/s10870-005-5134-8

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10870-005-5134-8

Keywords

Search

Navigation