Skip to main content
SpringerLink
Log in

Crystal structures of N-phenyl-2-(1,4,7,10-tetraoxa-13-azacyclopentadecane-13-carbonyl)benzamide and N-(4-ethoxyphenyl)-2-(1,4,7,10-tetraoxa-13-azacyclopentadecane-13-carbonyl)benzamide

  • Structure of Organic Compounds
  • Published:
Crystallography Reports Aims and scope Submit manuscript

Abstract

The crystal structures of two monoaza-15-crown-5 macrocycles substituted at the nitrogen atom are determined by X-ray diffraction. The structures of these crystals are characterized by the intramolecular and intermolecular N-H⋯O and C-H⋯O interactions. The conformation of the 15-membered rings and the specific features of the molecular packing in the crystals are discussed.

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. M. Hiraoka, Crown Compounds (Kodansha, Tokyo, 1982; Mir, Moscow, 1986).

    Google Scholar 

  2. Synthesis of Macrocycles: The Design of Selective Complexing Agents, in Progress in Macrocyclic Chemistry, Ed. R. M. Izatt and J. J. Christensen (Wiley, New York, 1987), Vol. 3, p. 337.

  3. Host Guest Complex Chemistry Macrocycles, Ed. by F. Vögtle and E. Weber (Springer-Verlag, Berlin, 1985; Mir, Moscow, 1988).

    Google Scholar 

  4. U. Elben, H. Fuchs, and K. Frensch, Liebigs Ann. Chem., No. 8, 1102 (1979).

  5. W. Weber and G. Gokel, Phase Transfer Catalysis in Organic Synthesis (Springer-Verlag, Berlin, 1977; Mir, Moscow, 1986).

    Google Scholar 

  6. G. W. Gokel and O. F. Schall, in Comprehensive Supramolecular Chemistry, Ed. by G. W. Gokel (Pergamon, New York, 1996), Vol. 1, No. 4, p. 97.

    Google Scholar 

  7. P. L. Kio, M. Miki, I. Ikeda, and M. Okahara, J. Am. Oil Chem. Soc. 57, 227 (1980).

    Google Scholar 

  8. R. A. Schultz, D. M. Dishong, and G. M. Golkel, J. Am. Chem. Soc. 104(2), 625 (1982).

    Article  Google Scholar 

  9. E. Sonveaux, Bull. Soc. Chim. Belg. 91(1), 91 (1982).

    Google Scholar 

  10. F. Vogtle and U. Elben, Chem. Ber. 111(4), 1434 (1978).

    Google Scholar 

  11. G. W. Gokel, D. M. Dishong, and C. J. Diamond, J. Chem. Soc. Chem. Commun., 1053 (1980).

  12. S. T. Malinovskii, Yu. A. Simonov, É. V. Ganin, et al., Izv. Akad. Nauk Mold. SSR, Ser. Fiz.-Tekh. Mat. Nauk, No. 3, 45 (1989).

  13. Yu. A. Simonov, M. S. Fonar’, Yu. A. Popkov, et al., Dokl. Akad. Nauk SSSR 301(4), 913 (1988).

    Google Scholar 

  14. S. T. Malinovskii, Yu. A. Simonov, É. V. Ganin, et al., Zh. Strukt. Khim. 30(5), 129 (1989).

    Google Scholar 

  15. S. T. Malinovskii, Yu. A. Simonov, É. V. Ganin, et al., Zh. Strukt. Khim. 32(3), 133 (1991).

    Google Scholar 

  16. V. I. Kal’chenko, Yu. A. Simonov, A. A. Dvorkin, et al., Zh. Obshch. Khim. 62(7), 1542 (1992).

    Google Scholar 

  17. J. Lipkowski, K. Udachin, Yu. A. Simonov, and D. Soldatov, in Current Challenges on Large Supramolecular Assemblies, Ed. by G. Tsoncaris (Kluwer, Dordrecht, 1999), NATO ASI Ser., Ser. C 519, 157 (1999).

    Google Scholar 

  18. Yu. A. Simonov, A. A. Dvorkin, S. I. Lindeman, et al., Kristallografiya 33(4), 878 (1988) [Sov. Phys. Crystallogr. 33, 518 (1988)].

    Google Scholar 

  19. Yu. A. Simonov, S. T. Malinovskii, D. M. Rudkevich, and V. I. Kal’chenko, Kristallografiya 36(4), 887 (1991) [Sov. Phys. Crystallogr. 36, 497 (1991)].

    Google Scholar 

  20. É. V. Ganin, V. F. Makarov, N. G. Luk’yanenko, and S. A. Kotlyar, Khim. Geterotsikl. Soedin., No. 1, 536 (1987).

  21. É. V. Ganin, V. F. Makarov, and V. I. Nikitin, Ukr. Khim. Zh. (Russ. Ed.) 53(9), 964 (1987).

    Google Scholar 

  22. V. K. Pecharskii, P. O. Zavalii, L. G. Aksel’rud, et al., Vestn. L’vov. Gos. Univ., No. 25, 60 (1984).

  23. J. Dale, Acta Chem. Scand., No. 6, 1115 (1973).

  24. N. R. Strel’tsova, A. A. Varnek, A. S. Glebov, and V. K. Bel’skii, in Problems of Crystal Chemistry, Ed. by M. A. Porai-Koshits (Nauka, Moscow, 1989), p. 47.

    Google Scholar 

  25. F. H. Allen and O. Kennard, Chemical Design Automat. News 8(1), 31 (1993).

    Google Scholar 

  26. B. S. Muehl, Shen Bing-Jahn, S. A. Burns, et al., Coord. Chem. 35, 359 (1995).

    Google Scholar 

  27. G. W. Gokel, J. C. Hernández, A. M. Viscariello, et al., J. Org. Chem. 52, 2963 (1987).

    Article  Google Scholar 

  28. W. Klynew and V. Prelog, Experientia 16, 521 (1960).

    Google Scholar 

  29. Yu. G. Ganin, É. V. Ganin, Yu. A. Simonov, et al., Zh. Strukt. Khim. 23(6), 103 (1982).

    Google Scholar 

  30. R. Taylor and O. Kennard, J. Am. Chem. Soc. 104, 5063 (1982).

    Google Scholar 

  31. T. Steiner, Crystallogr. Rev. 6, 1 (1996).

    MATH  MathSciNet  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institute of Chemistry, Academy of Sciences of Moldova, Academiei 3, Chisinau, 20-28, Moldova

    S. T. Malinovskii

  2. Institute of Applied Physics, Academy of Sciences of Moldova, Academiei 5, Chisinau, 20-28, Moldova

    Yu. A. Simonov

  3. Physicochemical Institute for Human and Environmental Protection Odessa State University, Education Department, National Academy of Sciences of Ukraine, Odessa, Ukraine

    É. V. Ganin

Authors
  1. S. T. Malinovskii
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Yu. A. Simonov
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. É. V. Ganin
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

__________

Translated from Kristallografiya, Vol. 46, No. 3, 2001, pp. 469–474.

Original Russian Text Copyright © 2001 by Malinovski\(\overset{\lower0.5em\hbox{$\smash{\scriptscriptstyle\smile}$}}{l} \), Simonov, Ganin.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Malinovskii, S.T., Simonov, Y.A. & Ganin, É.V. Crystal structures of N-phenyl-2-(1,4,7,10-tetraoxa-13-azacyclopentadecane-13-carbonyl)benzamide and N-(4-ethoxyphenyl)-2-(1,4,7,10-tetraoxa-13-azacyclopentadecane-13-carbonyl)benzamide. Crystallogr. Rep. 46, 419–424 (2001). https://doi.org/10.1134/1.1376472

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1134/1.1376472

Keywords

Search

Navigation