Received 9 October 2013
In the title compound, C19H19N5, the piperidine ring adopts a chair conformation. The pyridine ring is essentially planar, with a maximum deviation of 0.039 (2) Å for a C atom substituted with a carbonitrile group. The mean plane of the central pyridine ring makes the dihedral angles of 37.90 (14) and 56.10 (12)° with the piperidine and benzene rings, respectively. In the crystal, molecules are linked via N-HN and C-HN hydrogen bonds, forming chains along , and enclosing R22(17) ring motifs. The chains are linked by further C-HN hydrogen bonds, forming two-dimensional networks lying parallel to (10-1), and enclosing inversion dimers with R22(20) ring motifs.
For background to pyridine derivatives and their biological activity, see: Chaubey & Pandeya (2011). For puckering parameters, see: Cremer & Pople (1975). For graph-set notation, see: Bernstein et al. (1995). For a related structure, see: Inglebert et al. (2011).
Data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012) and Mercury (Macrae et al., 2008); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2009).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: RK2416 ).
The authors gratefully acknowledge Dr Babu Varghese, SAIF, IIT, Chennai, India, for the data collection.
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