Received 30 September 2013
The asymmetric unit of the title co-crystal, C12H12N2·2C7H7NO2, comprises a centrosymmetric 4-[2-(pyridin-4-yl)ethyl]pyridine molecule and a 2-aminobenzoic acid molecule in a general position. The acid has a small twist between the carboxylic acid residue and the ring [dihedral angle = 7.13 (6)°] despite the presence of an intramolecular N-HO(carbonyl) hydrogen bond. Three-molecule aggregates are formed via O-HN(pyridyl) hydrogen bonds, and these are connected into supramolecular layers in the bc plane by N-HO(carbonyl) hydrogen bonds and - interactions between pyridine and benzene rings [inter-centroid distance = 3.6332 (9) Å]. Layers are connected along the a axis by weak - interactions between benzene rings [3.9577 (10) Å].
For co-crystals of 2-aminobenzoic acid with pyridyl derivatives, see: Arman, Kaulgud et al. (2012); Arman, Miller et al. (2012). For the isostructural 4,4'-bipyridyl analogue, see: Arman & Tiekink (2013).
Data collection: CrystalClear (Molecular Structure Corporation & Rigaku, 2005); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEPII (Johnson, 1976) and DIAMOND (Brandenburg, 2006); software used to prepare material for publication: publCIF (Westrip, 2010).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: XU5744 ).
We gratefully thank the Ministry of Higher Education (Malaysia) and the University of Malaya (UM) for funding structural studies through the High-Impact Research scheme (UM·C/HIR-MOHE/SC/03).
Arman, H. D., Kaulgud, T., Miller, T. & Tiekink, E. R. T. (2012). Z. Kristallogr. Cryst. Mat. 227, 227-232.
Arman, H. D., Miller, T. & Tiekink, E. R. T. (2012). Z. Kristallogr. Cryst. Mat. 227, 825-830.
Arman, H. D. & Tiekink, E. R. T. (2013). Acta Cryst. E69, o1447.
Brandenburg, K. (2006). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan.
Johnson, C. K. (1976). ORTEPII. Report ORNL-5138. Oak Ridge National Laboratory, Tennessee, USA.
Molecular Structure Corporation & Rigaku (2005). CrystalClear. MSC, The Woodlands, Texas, USA, and Rigaku Corporation, Tokyo, Japan.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.