Skip to main content
SpringerLink
Log in

Characteristic features of intra- and intermolecular interactions in crystals of pyrrole-2-carbaldehyde isonicotinoylhydrazone and its hydrate

  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

Pyrrole-2-carbaldehyde isonicotinoylhydrazone (1) and its hydrate [1·H2O] (2) were studied by single-crystal X-ray diffraction analysis. The introduction of the pyrrole substituent into N"-substituted isonicotinic hydrazide (INH) causes the intramolecular redistribution of the electron density compared to those in INHs studied earlier, which increases the basicity of the hydrazone nitrogen atom (N") involved in intermolecular hydrogen bonding. This effect has not been observed in the structures of N"-substituted INHs and benzhydrazides studied previously. Intermolecular hydrogen bonds play a decisive role in the formation of the crystal structures of 1 and 2.

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. J. C. MacDonald and G. M. Whitesides, Chem. Rev., 1994, 94, 2383.

    Google Scholar 

  2. E. Hadjoudis, in Photochromism: Molecules and Systems, Eds. H. Durr and H. Bouas-Laurent, Elsevier, Amsterdam, 1990, Ch. 17, 708.

    Google Scholar 

  3. Yu. P. Kitaev and B. I. Buzykin, in Gidrazony [Hydrazones], Nauka, Moscow, 1974, 381 pp. (in Russian).

    Google Scholar 

  4. E. G. Atovmyan, I. I. Chuev, L. A. Nikonova, A. N. Utenyshev, and S. M. Aldoshin, Izv. Akad. Nauk, Ser. Khim., 1998, 1369 [Russ. Chem. Bull., 1998, 47, 1331 (Engl. Transl.)].

    Google Scholar 

  5. S. M. Aldoshin, L. A. Nikonova, E. G. Atovmyan, A. N. Utenyshev, and D. B. Frolov, Izv. Akad. Nauk, Ser. Khim., 1996, 2263 [Russ. Chem. Bull., 1996, 45, 2148 (Engl. Transl.)].

    Google Scholar 

  6. E. G. Atovmyan, L. A. Nikonova, O. S. Filipenko, T. N. Fedotova, and S. M. Aldoshin, Izv. Akad. Nauk, Ser. Khim., 2002, 96 [Russ. Chem. Bull., Int. Ed., 2002, 51, 99].

    Google Scholar 

  7. I. I. Chuev, S. M. Aldoshin, E. G. Atovmyan, D. B. Frolov, and A. N. Utenyshev, Izv. Akad. Nauk, Ser. Khim., 1996, 896 [Russ. Chem. Bull., 1996, 45, 851 (Engl. Transl.)].

    Google Scholar 

  8. Y. G. Atovmyan, L. A. Nikonova, I. I. Chuev, A. N. Utenyshev, M. Z. Aldoshina, and S. M. Aldoshin, J. Mol. Struct., 1999, 474, 167.

    Google Scholar 

  9. G. M. Sheldrix, SHELXL-97, Program for Refinement of Crystal Structures, University of Göttingen, Göttingen (Germany), 1997.

    Google Scholar 

  10. L. N. Kuleshova and P. M. Zorkii, Acta Crystallogr., 1981, B37, 1363.

    Google Scholar 

  11. Yu. V. Zefirov, Kristallografiya, 1977, 42, 936; 1998, 63, 313 [Sov. Phys. Crystallogr., 1977, 42; Crystallogr. Repts., 1998, 63 (Engl. Transl.)].

    Google Scholar 

  12. E. G. Atovmyan, Zh. Prikl. Spektrosk., 1990, 52, 130 [J. Appl. Spectrosc., 1990, 52 (Engl. Transl.)].

    Google Scholar 

  13. J. Kroon, J. Intern. Union Crystallogr. (IUCr), 1996, 4, 19.

    Google Scholar 

  14. S. M. Aldoshin, E. G. Atovmyan, L. A. Nikonova, A. N. Utenyshev, and I. I. Chuev, Izv. Akad. Nauk, Ser. Khim., 1996, 2501 [Russ. Chem. Bull., 1996, 45, 2373 (Engl. Transl.)].

    Google Scholar 

  15. Y. G. Atovmyan, S. M. Aldoshin, and L. O. Atovmyan, Mol. Cryst. Liq. Cryst., 1990, 178, 231.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Russian Academy of Sciences, Institute of Problems of Chemical Physics, 18 Institutskii prosp., 143432, Chernogolovka, Moscow Region, Russian Federation

    B. B. Safoklov, E. G. Atovmyan, L. A. Nikonova, V. V. Tkachev & S. M. Aldoshin

Authors
  1. B. B. Safoklov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. E. G. Atovmyan
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. L. A. Nikonova
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. V. V. Tkachev
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. S. M. Aldoshin
    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

Safoklov, B.B., Atovmyan, E.G., Nikonova, L.A. et al. Characteristic features of intra- and intermolecular interactions in crystals of pyrrole-2-carbaldehyde isonicotinoylhydrazone and its hydrate. Russian Chemical Bulletin 51, 2224–2229 (2002). https://doi.org/10.1023/A:1022179117472

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1022179117472

Search

Navigation