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. 2020 Mar 17;5(Pt 3):x200385.
doi: 10.1107/S2414314620003855. eCollection 2020 Mar.

4-Amino-6-(piperidin-1-yl)pyrimidine-5-carbo-nitrile

Radhika Bhat  1 , K N Shraddha  1 , Noor Shahina Begum  1
Affiliations

4-Amino-6-(piperidin-1-yl)pyrimidine-5-carbo-nitrile

Radhika Bhat et al. IUCrdata. .

Abstract

In the title compound, C10H13N5, the piperidine ring adopts a chair conformation with the exocyclic N-C bond in an axial orientation, and the dihedral angle between the mean planes of piperidine and pyrimidine rings is 49.57 (11)°. A short intra-molecular C-H⋯N contact generates an S(7) ring. In the crystal, N-H⋯N hydrogen bonds link the mol-ecules into (100) sheets and a weak aromatic π-π stacking inter-action is observed [centroid-centroid separation = 3.5559 (11) Å] between inversion-related pyrimidine rings.

Keywords: N—H⋯N hydrogen bonds; crystal structure; pyrimidine.

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Figures

Figure 1
Figure 1
The mol­ecular structure of the title compound with displacement ellipsoids drawn at the 50% probability level. The short C—H⋯N contact is indicated by a double-dashed line.
Figure 2
Figure 2
Unit-cell packing of the title compound showing N—H⋯N inter­actions as dotted green and purple lines. H atoms not involved in hydrogen bonding have been excluded.
Figure 3
Figure 3
A fragment of the packing depicting the π–π inter­action as a dashed line.
See this image and copyright information in PMC

References

    1. Bruker. (1998). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
    1. Fang, Y., Xiong, L., Hu, J., Zhang, S., Xie, S., Tu, L., Wan, Y., Jin, Y., Li, X., Hu, S. & Yang, Z. (2019). Bioorg. Chem. 86, 103–111. - PubMed
    1. Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849–854.
    1. Hassan, A. S., Mady, M. F., Awad, H. M. & Hafez, T. S. (2017). Chin. Chem. Lett. 28, 388–393.
    1. Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. - PubMed

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