Received 7 May 2013
The benzoic acid molecule of the title adduct, C10H11N5·C7H6O2, is approximately planar, with a dihedral angle of 7.2 (3)° between the carboxylic acid group and the benzene ring. In the triazine molecule, the plane of the triazine ring makes a dihedral angle of 28.85 (9)° with that of the adjacent benzene ring. In the crystal, the two components are linked by N-HO and O-HN hydrogen bonds with an R22(8) motif, thus generating a 1 + 1 unit of triazine and benzoic acid molecules. The acid-base units are further connected by N-HN hydrogen bonds with R22(8) motifs, forming a supramolecular ribbon along . The crystal structure also features weak - [centroid-centroid distances = 3.7638 (12) and 3.6008 (12) Å] and C-H interactions.
For the biological activity of triazine derivatives, see: Bork et al. (2003). For related structures, see: Thanigaimani et al. (2007, 2012a,b). For hydrogen-bond motifs, see: Bernstein et al. (1995). For bond-length data, see: Allen et al. (1987). For stability of the temperature controller used for the data collection, see: Cosier & Glazer (1986).
Data collection: APEX2 (Bruker, 2009); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2009).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: IS5271 ).
The authors thank the Malaysian Government and Universiti Sains Malaysia (USM) for the research facilities and USM Short Term Grant (No. 304/PFIZIK/6312078) to conduct this work. KT thanks The Academy of Sciences for the Developing World and USM for a TWAS-USM fellowship.
Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-19.
Bernstein, J., Davis, R. E., Shimoni, L. & Chang, N.-L. (1995). Angew. Chem. Int. Ed. Engl. 34, 1555-1573.
Bork, J. T., Lee, J. W., Khersonsky, S. M., Moon, H. S. & Chang, Y. T. (2003). Org. Lett. 5, 117-120.
Bruker (2009). SADABS, APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Cosier, J. & Glazer, A. M. (1986). J. Appl. Cryst. 19, 105-107.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2009). Acta Cryst. D65, 148-155.
Thanigaimani, K., Muthiah, P. T. & Lynch, D. E. (2007). Acta Cryst. E63, o4450-o4451.
Thanigaimani, K., Razak, I. A., Arshad, S., Jagatheesan, R. & Santhanaraj, K. J. (2012a). Acta Cryst. E68, o2910.
Thanigaimani, K., Razak, I. A., Arshad, S., Jagatheesan, R. & Santhanaraj, K. J. (2012b). Acta Cryst. E68, o2938-o2939.