Skip to main content
Log in

Crystal and molecular structure of 1-methyl-1,2-dinitroguanidine

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

Abstract

In 1-methyl-1,2-dinitroguanidine, the nitroguanyl group has planar geometry with an intramolecular hydrogen bond, although the conformation of the whole molecule is slightly nonplanar. Because of π- electron density delocalization, the C-N, N-N, and N-O bond lengths are intermediate between the corresponding values for the single and double bonds. The distinction of the crystal structure is the absence of intermolecular hydrogen bonds.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

REFERENCES

  1. F. McKay (1952) Chem. Rev. 51 IssueID2 301–346

    Google Scholar 

  2. H. A. Hageman, US Patent No. 3, 035, 094 (1962).

  3. Y. Guowei X. Qiwu W. Daozheng Y. Yongzhong (1982) J. Ind. Explos. Soc. Jpn. 43 IssueID1 2–3

    Google Scholar 

  4. B. Strauss and S. M. Moy, US Patent No. 5, 325, 782 (1994).

  5. J. H. Bryden L. A. Burkardt E. W. Hughes J. Donohue (1956) Acta Crystallogr. 9 IssueID7 573–578

    Google Scholar 

  6. C. S. Choi (1981) Acta Crystallogr. 37 1955–1957

    Google Scholar 

  7. S. Nordenson, ibid., 1543–1547.

  8. S. Nordenson, ibid., 1774–1776.

  9. S. Nordenson and J. Hvoslef, ibid., 373–378.

  10. S. Rice M. Y. Cheng R. E. Cramer et al. (1984) J. Am. Chem. Soc. 106 IssueID19 239–243

    Google Scholar 

  11. Y. Oyumi A. L. Rheingold T. B. Brill (1987) Propellants, Explosives, Pyrotechnics 12 IssueID3 46–52

    Google Scholar 

  12. A. Gao A. L. Rheingold T. B. Brill (1991) Propellants, Explosives, Pyrotechnics 16 IssueID3 97–104

    Google Scholar 

  13. A. M. Astakhov, I. V. Gelemurzina, A. D. Vasiliev, et al., Energetic Materials — Ignition, Combustion and Detonation, 32nd Inter. ICT Conf., Karlsruhe, Germany (2001), pp. 139/1–10.

  14. A. D. Vasiliev A. M. Astakhov A. A. Nefedov et al. (2001) Acta Crystallogr. C57 625–626

    Google Scholar 

  15. F. H. Allen O. Kennard (1993) Chem. Des. Autom. News 8 IssueID1 31–B37

    Google Scholar 

  16. R. H. Meen G. F. Wright (1952) J. Am. Chem. Soc. 74 IssueID8 2077–2079

    Google Scholar 

  17. G. M. Sheldrick (1998) SHELXLS-97 and SHELXL-97, Release 97-2 Univ. Göttingen Germany

    Google Scholar 

  18. V. V. Prezhdo A. S. Bykova T. Glovnyak et al. (2001) Zh. Strukt. Khim. 42 IssueID3 611–616

    Google Scholar 

  19. N.E. Kuzmina, V.S. Kuzmin,and Yu. N. Burtsev, Izv. Akad Nauk, Ser. Khim., No. 12, 2866–2869 (1990).

  20. V. S. Kuzmin and S. B. Katzer, ibid., No. 4, 922–931 (1992)

  21. A. F. McKay G. F. Wright (1947) J. Am. Chem. Soc. 69 IssueID12 3028–3030

    Google Scholar 

  22. A. F. McKay (1949) J. Am. Chem. Soc. 71 IssueID6 1968–1970

    Google Scholar 

  23. F. L. Scott F. C. Britten J. Reilly (1956) J. Org. Chem. 21 IssueID12 1519–1522

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Original Russian Text Copyright © 2004 by A. D. Vasiliev, A. M. Astakhov, M. S. Molokeev, L. A. Kruglyakova, and R. S. Stepanov

Translated from Zhurnal Strukturnoi Khimii, Vol. 45, No. 3, pp. 558–561, May–June 2004.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Vasiliev, A.D., Astakhov, A.M., Molokeev, M.S. et al. Crystal and molecular structure of 1-methyl-1,2-dinitroguanidine. J Struct Chem 45, 532–536 (2004). https://doi.org/10.1007/s10947-005-0025-6

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10947-005-0025-6

Keywords

Navigation