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Structural Characterization of 11-Ethyl-6,11-Dihydro-5H-Dibenzo[b,e]Azepine

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Abstract

The title compound C16H17N, a potential pharmaceutical agent, crystallizes in the monoclinic P21/n space group with unit cell parameters a = 9.911(7) Å, b = 5.542(3) Å, c = 23.245(16) Å, β = 96.25(2)°. The dibenzazepine ring adopts a twist-boat conformation. The crystal packing is entirely dominated by cohesive weak N–H⋯Cg(π) and Cg(π)⋯Cg(π) interactions among the neighboring molecules producing an efficient packing with 66.4% of the occupied space.

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References

  1. J. Ashby and B. M. Elliott. In: Comprehensive Heterocyclic Chemistry / Eds. A. R. Katritzky, C. W. Rees and O. Meth–Cohn. Oxford: Pergamon Press, 1984.

  2. N. Baindur, J. L. Neumeyer, H. B. Niznik, et al. J. Med. Chem., 1998, 31(11), 2069–2071.

    Article  Google Scholar 

  3. S. J. Coote, S. G. Davies, D. Middlemiss, et al. Tetrahedron Asymmetry, 1990, 1(1), 33–56.

    Article  CAS  Google Scholar 

  4. H. A. Dondas, M. Frederickson, R. Grigg, et al. Tetrahedron, 1997, 53(42), 14339–14354.

    Article  CAS  Google Scholar 

  5. J. T. Welch. Tetrahedron, 1981, 43(14), 3123–3197.

    Article  Google Scholar 

  6. A. Palma, J. J. Barajas, V. V. Kouznetsov, et al. Synlett., 2004, 15, 2721–2724.

    Google Scholar 

  7. S. L. Gómez, E. Stashenko, A. Palma, et al. Synlett., 2006, 14, 2275–2277.

    Google Scholar 

  8. A. F. Yépes, A. Palma, E. Stashenko, et al. Tetrahedron Lett., 2006, 47, 5825–5828.

    Article  CAS  Google Scholar 

  9. L.M. Acosta, A. Palma, M. Nogueras et al. Synthesis, 2012, 24, 3765–3782.

    Google Scholar 

  10. A. Palma, A. F. Yépes, S. M. Leal, et al. Bioorg. Med. Chem. Lett., 2009, 19(8), 2360–2363.

    Article  CAS  PubMed  Google Scholar 

  11. Crystal Clear. Crystal Structure, Rigaku/MSC. Texas, USA, 2004.

  12. G. M. Sheldrick. Acta Crystallogr., 2008, A64(1), 112–122.

    Google Scholar 

  13. G. M. Sheldrick. Acta Crystallogr., 2015, C71(1), 3–8.

    Google Scholar 

  14. A. L. Spek. J. Appl. Crystallogr., 2003, 36(1), 7–13.

    Article  CAS  Google Scholar 

  15. C. R. Groom and F. H. Allen. Angew. Chem. Int. Ed., 2014, 53(3), 662–671.

    Article  CAS  Google Scholar 

  16. D. Cremer and J. A. Pople. J. Am. Chem. Soc., 1975, 97(6), 1354–1358.

    Article  CAS  Google Scholar 

  17. J. F. Griffin, W. Duax, and M. Weeks. Atlas of Steroid Structure. USA, New York: Plenum Publishing Corporation, 1984.

    Book  Google Scholar 

Download references

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Authors and Affiliations

  1. Laboratorio de Cristalografía, Departamento de Química, Facultad de Ciencias, Universidad de Los Andes, Mérida, Venezuela

    G. E. Delgado, E. Osal & A. J. Mora

  2. Centro de Química, Instituto Venezolano de Investigaciones Científicas, Caracas, Venezuela

    T. González

  3. Laboratorio de Síntesis Orgánica, Escuela de Química, Universidad Industrial de Santander, Bucaramanga, Colombia

    A. Palma

  4. Laboratorio de Resonancia Magnética Nuclear, Departamento de Química, Universidad de Los Andes, Mérida, Venezuela

    A. Bahsas

Authors
  1. G. E. Delgado
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  2. E. Osal
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  3. A. J. Mora
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  4. T. González
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  5. A. Palma
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  6. A. Bahsas
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Corresponding author

Correspondence to G. E. Delgado.

Additional information

Original Russian Text © 2018 G. E. Delgado, E. Osal, A. J. Mora, T. González, A. Palma, A. Bahsas.

The text was submitted by the authors in English. Zhurnal Strukturnoi Khimii, Vol. 59, No. 5, pp. 1249–1253, June-July, 2018.

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Delgado, G.E., Osal, E., Mora, A.J. et al. Structural Characterization of 11-Ethyl-6,11-Dihydro-5H-Dibenzo[b,e]Azepine. J Struct Chem 59, 1210–1214 (2018). https://doi.org/10.1134/S0022476618050281

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  • DOI: https://doi.org/10.1134/S0022476618050281

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