Skip to main content
SpringerLink
Log in

The crystal structure of 2-amino-5,5′-bis(β-cyanoethyl)-1,2-pyrrolenineN-oxide monohydrate

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

Abstract

2-Amino-5,5′-di(β-cyanoethyl)-1,2-pyrrolenineN-oxide monohydrate, C10H14N4O·H2O, crystallizes from MeCN in space group P212121 witha=7.0007(5),b=8.2998(6),c=20.8418(13) Å,V=1211.0(2) Å3,Z=4. The structure was refined toR=0.034 andR w=0.044 for 2325 observed reflections. The pyrrolenine ring adopts a nearly planar conformation, with maximum deviation from planarity 0.089(2) Å. The N−O distance is 1.345(2) Å. The water molecule bridges two pyrrolenine molecules via hydrogen bonds to theirN-oxide oxygen atoms, and also accepts a hydrogen bond from the NH2 group of another pyrrolenine molecule.

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. Newkome, G. R.; Weis, C. D.J. Org. Chem. 1991,56, 4798.

    Google Scholar 

  2. Newkome, G. R.; Moorefield, C. N.; Baker, G. R.Aldrichim. Acta 1992,25, 31.

    Google Scholar 

  3. Newkome, G. R.; Moorefield, C. N.; Baker, G. R.; Behera, R. K.; Johnson, A. L.Angew. Chem. Int. Ed. Engl. 1991,30, 1176.

    Google Scholar 

  4. Newkome, G. R.; Moorefield, C. N.; Baker, G. R.; Grossman, S. H.Angew. Chem., Int. Ed. Engl. 1991,30, 1178.

    Google Scholar 

  5. Weis, C. D.; Newkome, G. R.Synthesis 1995, 1053.

  6. Newkome, G. R.; Behera, R. K.; Moorefield, C. N.; Baker, G. R.J. Org. Chem. 1991,56, 7162.

    Google Scholar 

  7. Butler, D. F. U. S. Pat. 4,454,327;Chem. Abstr. 1984,101, 171084p.

    Google Scholar 

  8. Buckley, G. D.; Elliot, T. J.J. Chem. Soc. 1974, 1508.

  9. Elderfield, R. C.; Hageman, H. A.J. Org. Chem. 1949,14, 605.

    Google Scholar 

  10. Fair, C. K. MolEN, An Interactive Structure Solution Procedure, Delft, the Netherlands,1990.

  11. Main, P.; Fiske, S. J.; Hull, S. E.; Lessinger, L.; Germain, G.; Declercq, J. P.; Woolfson, M. M. MULTAN-80, A System of Computer Programs for the Automatic Solution of Crystal Structures from X-ray Diffraction Data, Universities of York, England, and Louvain, Belgium,1980.

    Google Scholar 

  12. Allen, F. H.; Kennard, O.; Taylor, R.Acc. Chem. Res. 1983,16, 146.

    Google Scholar 

  13. Hesse, B. R.; Vincent, A. Linden, private communication to Cambridge Crystallographic Data Center.

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

  15. Black, D. St. C.; Craig, D. C.; Deb-Das, R. B.; Kumar, N.Aust. J. Chem. 1992,45, 1879.

    Google Scholar 

  16. Hanson, A. W.; Huml, K.Acta Crystallogr. 1969,B25, 1766.

    Google Scholar 

  17. Desiderato, R.; Terry, J. C.J. Heterocycl. Chem. 1971,8, 617.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Center for Molecular Design and Recognition, Department of Chemistry, University of South Florida, 33620, Tampa, Florida

    George R. Newkome & Claus D. Weis

  2. Department of Chemistry, Louisiana State University, 70803-1804, Baton Rouge, Louisiana

    Frank R. Fronczek

Authors
  1. George R. Newkome
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Claus D. Weis
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Frank R. Fronczek
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Newkome, G.R., Weis, C.D. & Fronczek, F.R. The crystal structure of 2-amino-5,5′-bis(β-cyanoethyl)-1,2-pyrrolenineN-oxide monohydrate. J Chem Crystallogr 25, 569–571 (1995). https://doi.org/10.1007/BF01667025

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01667025

Key Words

Search

Navigation