Skip to main content
Log in

X-ray mapping in heterocyclic design: XV. Tricyclic heterocycles based on 2-oxo-2,5,6,7-tetrahydro-1H-cyclopenta[b]pyridine-3-carbonitrile

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

Abstract

The structures of five compounds are studied using single-crystal X-ray diffraction: 2-oxo-2,5,6,7-tetrahydro-1H-cyclopenta[b]pyridine-3-carbonitrile [a = 15.641(8) Å, b = 9.373(5) Å, c = 7.387(4) Å, β = 92.91(5)°, Z = 4, space group P21/c]; 1-[2-(4-chlorophenyl)-2-oxoethyl]-2-oxo-2,5,6,7-tetrahydro-1H-cyclopenta[b]pyridine-3-carbonitrile [a = 4.728(4) Å, b = 28.035(11) Å, c = 11.184(3) Å, Z = 4, space group P212121]; 2-[2-(4-chlorophenyl)-2-oxoethoxy]-6,7-dihydro-5H-cyclopenta[b]pyridine-3-carbonitrile [a = 10.1202(13) Å, b = 11.2484(18) Å, c = 13.4323(19) Å, β = 102.05(1)°, Z = 4, space group P21/c]; 2-(4-chlorophenyl)-3a, 6,7,8-tetrahydrocyclopenta[e][1.3]oxazolo[3.2-a]pyridine-4-carboxamide perchlorate [a = 7.702(2) Å, b = 9.599(3) Å, c = 23.798(5) Å, β = 93.44(2)°, Z = 4, space group P21/c]; and (3-amino-6,7-dihydro-5H-cyclopenta[b]furo[3.2-e]pyridin-2-yl)(4-chlorophenyl)methanone [a = 7.3273(2) Å, b = 13.390(3) Å, c = 28.792(8) Å, Z = 8, space group Pbca]. The structures are solved using direct methods and refined by the full-matrix least-squares procedure in the anisotropic approximation to R = 0.0580, 0.0724, 0.0469, 0.0477, and 0.0418, respectively.

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. K. Gewald, J. Prakt. Chem. 318, 313 (1976).

    Google Scholar 

  2. C.-F. Lin, Y.-F. Lin, Y.-C. Lo, et al., Heterocycles 53, 15 (2000).

    Google Scholar 

  3. O. S. Mazina, V. B. Rybakov, V. V. Chernyshev, E. V. Babaev, and L. A. Aslanov, Kristallografiya 49 (2004) (in press).

  4. V. Boekelheide and K. Fahrenholtz, J. Am. Chem. Soc. 83, 458 (1961).

    Google Scholar 

  5. J. B. Paine, J. Heterocycl. Chem. 24, 351 (1987).

    Google Scholar 

  6. E. V. Babaev, A. V. Efimov, D. A. Maiboroda, and K. Jug, Eur. J. Org. Chem. 193 (1998).

  7. X-RED-1.07: STOE Data Reduction Program (STOE and CIE, Darmstadt, Germany, 1996).

  8. Enraf-Nonius CAD4 Software: Version 5.0 (Enraf-Nonius, Delft, Netherlands, 1989).

  9. L. J. Farrugia, J. Appl. Crystallogr. 32, 837 (1999).

    Article  Google Scholar 

  10. G. M. Sheldrick, SHELX97: Program for the Solution and Refinement of Crystal Structures (Univ. of Göttingen, Germany, 1997).

    Google Scholar 

  11. M. N. Burnett and C. K. Johnson, ORTEP. Report ORNL 6895 (Oak Ridge National Laboratory, Tennessee, USA, 1996).

    Google Scholar 

  12. L. J. Farrugia, J. Appl. Crystallogr. 30, 565 (1997).

    Article  Google Scholar 

  13. A. L. Spek, PLUTON97 (Univ. of Utrecht, Netherlands, 1997).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

__________

Translated from Kristallografiya, Vol. 50, No. 1, 2005, pp. 68–78.

Original Russian Text Copyright © 2005 by Mazina, Rybakov, Troyanov, Babaev, Aslanov.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Mazina, O.S., Rybakov, V.B., Troyanov, S.I. et al. X-ray mapping in heterocyclic design: XV. Tricyclic heterocycles based on 2-oxo-2,5,6,7-tetrahydro-1H-cyclopenta[b]pyridine-3-carbonitrile. Crystallogr. Rep. 50, 61–71 (2005). https://doi.org/10.1134/1.1857247

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1134/1.1857247

Keywords

Navigation