Received 17 April 2013
In the title compound, C15H11N, the mean planes of the aromatic moieties are inclined to one another by 72.9 (1)°. The crystal is stabilized by - stacking interactions between the pyridine rings of inversion-related molecules, with a centroid-centroid distance of 3.772 (2) Å. In addition, C-H contacts involving an -C-H group of the pyridine ring and the nonsubstituted ring of the naphthalene unit are observed, giving rise to a herringbone-type supramolecular architecture of the naphthalene moiety being contained in the molecule.
For preparative methods and the characterization of the title compound, see: Miyaura et al. (1981); Broutin & Colobert (2005); Molander & Beaumard (2010). For - stacking interactions, see: James (2004). For C-H interactions, see: Nishio et al. (2009). For non-classic hydrogen bonds, see: Desiraju & Steiner (1999). For related structures, see: Boeyens et al. (1988); Fabbiani et al. (2006); Suthar et al. (2005). For aspects of organic crystal engineering, see: Tiekink et al. (2010).
Data collection: SMART (Bruker, 2007); cell refinement: SAINT-NT (Bruker, 2007); data reduction: SAINT-NT; 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); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: FJ2629 ).
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