Remember Me
Or use your Academic/Social account:


Or use your Academic/Social account:


You have just completed your registration at OpenAire.

Before you can login to the site, you will need to activate your account. An e-mail will be sent to you with the proper instructions.


Please note that this site is currently undergoing Beta testing.
Any new content you create is not guaranteed to be present to the final version of the site upon release.

Thank you for your patience,
OpenAire Dev Team.

Close This Message


Verify Password:
Verify E-mail:
*All Fields Are Required.
Please Verify You Are Human:
fbtwitterlinkedinvimeoflicker grey 14rssslideshare1
O'Leary, J; Wallis, JD (2007)
Publisher: Royal Society of Chemistry
Languages: English
Types: Article
The crystal structures of a series of 3,3’-dinitro-2,2’-bipyridine N-oxides and N,N’-dioxides consistently show 1,5 interactions between nitro oxygen atoms and aromatic carbon atoms ((ON)O---C: 2.623(2)-2.839(2) Å) while there are also 1,6 interactions between N-oxide oxygen atoms and nitro nitrogen atoms in most cases (O---N(O2): 2.737(2)-2.874(3) Å). The O---C interactions appears to be a common feature in ortho-nitro-biphenyl systems, and there is some evidence that the effect is cooperative when there are ortho nitro groups on both rings. The O---N interactions are considerably longer than the corresponding 1,5 N---O interaction measured here in 8-nitroquinoline-1-oxide (O---N(O2): 2.5418(17) Å), which in turn is longer than the corresponding N---O interaction in the corresponding 8-diazonium-1-oxide analogue.
  • The results below are discovered through our pilot algorithms. Let us know how we are doing!

    • H.B Bürgi, J.D. Dunitz, E. Schefter, J. Amer. Chem. Soc., 1973, 95, 5065; A.S. Cieplak, in “Structure Correlation” ed. H.B. Bürgi, J.D. Dunitz, VCH, Weinheim, 1994, pp 205.
    • W.B. Schweizer, G. Procter, M. Kaftory, J.D. Dunitz, Helv. Chim. Acta, 1978, 61, 2783.
    • P.C. Bell, J. O'Leary, J.D. Wallis, W.B. Schweizer, J. Chem. Soc. Perkin Trans 2, 2001, 133; P.C. Bell, J.D. Wallis, J. Chem. Soc., Chem.
    • Commun., 1999, 257.
    • D.R.W. Hodgson, A.J. Kirby, N. Feeder, J. Chem. Soc. Perkin Trans 1, 1999, 949.
    • J. Clayden, C. McCarthy, M. Helliwell, Chem. Commun., 1999, 2059.
    • J. O'Leary, W. Skranc, X. Formosa, J.D. Wallis, J. Org. Biomol. Chem., 2005, 3, 3273.
    • Commun., 2002, 2106.
    • J. O'Leary, J.D. Wallis, Chem. Eur. J., 2006, 12, 7724.
    • G. Procter, D. Britton, J.D. Dunitz, Helv. Chim Acta, 1981, 64, 471; M.
    • Parvez, I.I. Schuster, Acta Crytallogr., 1990, C46, 947.
    • Perkin Trans 2, 2002, 878.
    • K. Akiba, M. Yamashita, Y. Yamamoto, S. Nagase, J. Amer. Chem. Soc., 1999, 121, 10644; M. Yamashita, Y. Yamamoto, K. Akiba, D. Hashizume, F. Iwasaki, N. Takagi, S. Nagase, J. Amer. Chem. Soc., 2005, 127, 4354; M. Yamashita, K. Kamura, Y. Yamamoto, K. Akiba, Chem. Eur. J., 2002, QUJGEH, QUJGIL, SAJJET, SEFYEH E.G. Popova, L.A. Chetkina, A.N. Sobolev, V.K. Belk'skii, A.M.
    • USSR, 1989, 304, 127.
    • P. Holy, J. Zavada, I. Cisarova, J. Podlaha, Angew. Chem., Int .Ed. Engl., 1999, 38, 381; P. Holy, J. Zavada, J. Zezula, I. Cisarova, J. Podlaha Collect. Czech. Chem. Commun., 2001, 66, 820.
    • J. Leser, D. Rabinovich, Acta Crystallogr. 1978, B34, 2260.
    • Cryst., 1994, 24, 345; A.M. Costero, C. Andreu, R. Martinez-Manez, J.
    • Soto, L.E. Ochando, J.M. Amigo, Tetrahedron, 1998, 54, 8159.
    • C.R. Rice, J.D. Wallis, J.C.S. Chem. Commun., 1993, 572; H. S. Bengaard, S. Larsen, H.O. Sorensen, K.J. Robinson, J.D. Wallis, Acta Crystallogr., 1999, C55, 106.
    • M.P. Egorov, V.K. Bel'skii, E.S. Petrov, M.I. Terekhova, I.P. Beletskaya Russ. J. Org. Chem., 1984, 20, 2033; E.E. Knaus, H. Wynn, M.W.
    • Wolowyk, R.G. Ball Acta Crystallogr., Sect.C: Cryst. Struct. Commun., 1987, 43, 1734, M. Fourmigue, K.Boubekeur, P.Batail, J.Renouard, G.Jacob, New. J.Chem., 1998, 22, 845; A.J. Bellamy, T.P. Price, M.F.
    • Mahon, R. Drake, J. Mansell, J. Energ. Mater., 2005, 23, 33; Z. Halime, M. Lachkar, N. Matsouki, G. Charalambidis, M.di Vaira, A.G.Coutsolelos, B.Boitrel, Tetrahedron, 2006, 62, 3056; S. Parsons, G. Brown, G. Tennant, R. Johnstone, CSD, Private Comm, 2006.
    • E. Ochiai, T. Okamoto, J. Pharm. Chem. Jap., 1950, 70, 384.
    • J.D. Wallis, J.D. Dunitz, J.C.S. Chem. Commun., 1984, 671.
    • R. Glaser, C. Horan, Can. J. Chem., 1996, 74, 1200; C.J. Horan, C.L.
    • Barnes, R. Glaser, Chem. Ber., 1993, 126, 243; C.J. Horan, C.L. Barnes, R. Glaser, Acta Crystallogr., 1993, C49, 507; C.J. Horan, P. E. Haney, C.L. Barnes, R. Glaser, Acta Crystallogr., 1993, C49, 1525; R. Glaser, C.J. Horan, E.D. Nelson, M.K. Hall, J. Org. Chem., 1992, 57, 215.
    • Stoeckli-Evans, J. Eur. Inorg. Chem., 2002, 1889.
    • Grabowska, J. Mol. Struct., 1991, 248, 189.
    • G.M. Sheldrick, SHELX97, Program for the solution and refinement of crystal structures, University of Gottingen, Germany, 1997.
    • ORTEP-3 for Windows: L. J. Farrugia, J. Appl. Cryst., 1997, 30, 565.
    • PLATON: A.L.Spek, J. Appl. Cryst., 2003, 36, 7.
    • McMeeking, D.J. Parkin, Chem. Inf. Comput. Sci., 1996, 36, 746.
  • No related research data.
  • No similar publications.

Share - Bookmark

Cite this article