Abstract
A heterocyclic molecule of a novel class with a multiple ring system has been synthesized using a new and simple strategy and acetic acid as catalyst. The structure of the title molecule has been determined by spectral analysis and single crystal X-ray diffraction analysis. The compound crystallizes in monoclinic system, space group P21/c, with two crystallographically independent molecules in an asymmetric unit. The two molecules show close comparable geometric parameters and a similar conformation of fused-ring systems. The crystal structure is stabilized by a combination of N–H⋅⋅⋅O and C–H⋅⋅⋅O hydrogen bonds, where independent molecules display equivalent interaction patterns.
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REFERENCES
R. M. Ghalib, R. Hashim, S. F. Alshahateet, et al., J. Mol. Struct. 1005, 152 (2011).
S. H. Mehdi, R. Hashim, R. M. Ghalib, et al., J. Mol. Struct. 1006, 318 (2011).
R. M. Ghalib, R. Hashim, S. H. Mehdi, et al., Asian J. Chem. 27, 4092 (2015).
R. M. Ghalib, R. Hashim, S. H. Mehdi, et al., Lett. Drug Des. Discov. 9, 767 (2012).
R. M. Ghalib, R. Hashim, S. F. Alshahateet, et al., J. Chem. Crystallogr. 42, 783 (2012).
R. M. Ghalib, S. H. Mehdi, R. Hashim, et al., J. Chem. Sci. 128, 1841 (2016).
R. M. Ghalib, R. Hashim, O. Sulaiman, et al., Curr. Org. Synth. 14, 127 (2017).
G. M. Ziarani, N. Lashgari, F. Azimian et al., ARKIVOC vi, 1 (2015).
L. E. Seitz, W. J. Suling, and R. C. Reynolds, J. Med. Chem. 45, 5604 (2002).
B. Le-Bourdonnec, A. J. Goodman, T. M. Graczyk, et al., J. Med. Chem. 49, 7290 (2006).
G. H. Kuo, C. Prouty, A. Wang, et al., J. Med. Chem. 48, 4892 (2005).
S. Saha, V. R. Reddy, C. Chiranjeevi, et al., B. Bioorg. Med. Chem. Lett. 23, 1013 (2013).
M. Asif, IJAST 1, 5 (2015).
Z. Hu, J. Wang, X. Bi, et al., Tetrahedron Lett. 55, 6093 (2014).
N. K. Garg, D. D. Caspi, and B. M. Stoltz, J. Am. Chem. Soc. 126, 9552 (2004).
A. E. Wright, S. A. Pomponi, and P. Mc Carthy, J. Org. Chem. 57, 4772 (1992).
N. K. Garg, R. Sarpong, and B. M. Stoltz, J. Am. Chem. Soc. 124, 13179 (2002).
C.-G. Yang, G. Liu, and B. Jiang, J. Org. Chem. 67, 9392 (2002).
A. E. Wright, K. B. Killday, D. Chakrabarti, et al., Mar. Drugs 15, 16 (2017).
SMART (Bruker AXS Inc., Madison, Wisconsin, USA, 2009).
SADABS (Bruker AXS Inc., Madison, Wisconsin, USA, 2009).
SAINT (Bruker AXS Inc., Madison, Wisconsin, USA, 2009).
G. M. Sheldrick, Acta Crystallogr. A 64, 112 (2008).
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea et al., J. Appl. Crystallogr. 42, 339 (2009).
A. L. Spek, J. Appl. Crystallogr. 36, 7 (2003).
C. F. Macrae, P. R. Edgington, P. McCabe, et al., J. Appl. Crystallogr. 39, 453 (2006).
ACKNOWLEDGMENTS
This work was funded by the Deanship of Scientific Research (DSR), University of Jeddah, Jeddah (grant no. UJ-02-050-DR). Therefore, the authors are grateful to DSR for technical and financial support. S.B.N. gratefully acknowledges the support of the Ministry of Education, Science and Technological Development of the Republic of Serbia.
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Ghalib, R.M., Mehdi, S.H., Malla, A.M. et al. Novel Indole-Pyrazine Alkaloid: Synthesis, Characterization, and Crystal Structure. Crystallogr. Rep. 66, 1279–1285 (2021). https://doi.org/10.1134/S1063774521070051
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DOI: https://doi.org/10.1134/S1063774521070051