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Synthesis, Characterization, Crystal Structure, and Hirshfeld Surface Analysis of Ethyl 2-(4-bromophenyl)-1-cyclohexyl-1H-benzo[d]imidazole-5-carboxylate

Crystallography Reports volume 63, pages 574–580 (2018)Cite this article

Abstract

The title compound, C22H23N2BrO2 was synthesized via one-pot reductive cyclization method and characterized by CNH analysis, FT-IR, UV-visible, mass, 1H and 13C NMR spectra, thermogravimetric analysis (TGA) and single crystal X-ray diffraction method. The compound crystallizes in monoclinic crystal system: sp. gr. P21/c, Z = 4. The crystal data reveals that the intermolecular interactions of the C–H···π and π···π type connect the molecules which was also visualized with the help of Hirshfeld surface analysis.

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References

  1. L. Keurulainen, O. Salin, A. Siiskonen, et al., J. Med. Chem. 53, 7664 (2010).

    Article  Google Scholar 

  2. B. H. Zhou, B. J. Li, W. Yi, et al., Bioorg. Med. Chem. Lett. 23, 3759 (2013).

    Article  Google Scholar 

  3. C. Gill, G. Jadhav, M. Shaikh, et al., Bioorg. Med. Chem. Lett. 18, 6244 (2008).

    Article  Google Scholar 

  4. Y. Li, C. Tan, C. Gao, et al., Bioorg. Med. Chem. 19, 4529 (2011).

    Article  Google Scholar 

  5. D. Evans, T. A. Hicks, W. R. N. Williamson, et al., Eur. J. Med. Chem. 31, 635 (1996).

    Article  Google Scholar 

  6. K. Kubo, Y. Inada, Y. Kohara, et al., J. Med. Chem. 36, 1772 (1993).

    Article  Google Scholar 

  7. G. W. Lubega and R. K. Prichard, Exp. Parasitol. 73, 203 (1991).

    Article  Google Scholar 

  8. P. L. Beaulieu, M. Bos, Y. Bousquet, et al., Bioorg. Med. Chem. Lett. 14, 967 (2004).

    Article  Google Scholar 

  9. M. Lai, C. Chen, W. Huang, et al., Angew. Chem. Int. Ed. 47, 581 (2008).

    Article  Google Scholar 

  10. V. Kumar, G. Basavarajaswamy, M. V. Rai, et al., Bioorg. Med. Chem. Lett. 25, 1420 (2015).

    Article  Google Scholar 

  11. S. Oda, H. Shimizu, Y. Aoyama, et al., Org. Process. Res. Dev. 16, 96 (2012).

    Article  Google Scholar 

  12. Rigaku, CrystalClear SM Expert 2.0 r15. Software for Data Collection and Processing (Rigaku, Tokyo, Japan, 2011).

  13. G. M. Sheldrick, Acta. Crystallogr. A 64, 112 (2008).

    Article  ADS  Google Scholar 

  14. A. L. Spek, Acta. Crystallogr. A 46, C34 (1990).

    Google Scholar 

  15. C. F. Macrae, I. J. Bruno, J. A. Chisholm, et al., J. Appl. Crystallogr. 41, 466 (2008).

    Article  Google Scholar 

  16. S. K. Wolff, D. J. Grimwood, J. J. McKinnon, et al., Crystal Explorer 3.0 (Univ. of Westren Australia, Perth, 2007).

    Google Scholar 

  17. M. A. Spackman and J. J. McKinnon, Cryst. Eng. Commun. 4, 378 (2002).

    Article  Google Scholar 

  18. S. M. Kumar, B. C. Manjunath, G. S. Lingaraju, et al., Cryst. Struct. Theor. Appl. 2, 124 (2013).

    Google Scholar 

Download references

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Authors and Affiliations

  1. Department of Studies in Chemistry, Mangalore University, Mangalagangothri, Karanataka, India

    P. Nikil & Boja Poojary

  2. PURSE Laboratory, Mangalore University, Mangalagangothri, Karanataka, India

    S. Madan Kumar

  3. Department of Materials Science, Mangalore University, Mangalagangothri, Karanataka, India

    K. Byrappa

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  1. P. Nikil
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  2. Boja Poojary
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  3. S. Madan Kumar
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  4. K. Byrappa
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Correspondence to Boja Poojary.

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Nikil, P., Poojary, B., Kumar, S.M. et al. Synthesis, Characterization, Crystal Structure, and Hirshfeld Surface Analysis of Ethyl 2-(4-bromophenyl)-1-cyclohexyl-1H-benzo[d]imidazole-5-carboxylate. Crystallogr. Rep. 63, 574–580 (2018). https://doi.org/10.1134/S1063774518040193

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  • DOI: https://doi.org/10.1134/S1063774518040193