4-[5-(3-Pyridyl)-2H-tetrazol-2-ylmethyl]benzonitrile

In the title compound, C14H10N6, the pyridine and tetrazole rings are nearly coplanar and are twisted from each other by a dihedral angle of only 0.86 (9)°. The benzene ring makes a dihedral angle of 70.55 (6)° with the tetrazole ring.

In the title compound, C 14 H 10 N 6 , the pyridine and tetrazole rings are nearly coplanar and are twisted from each other by a dihedral angle of only 0.86 (9) . The benzene ring makes a dihedral angle of 70.55 (6) with the tetrazole ring. Mo K radiation = 0.09 mm À1 T = 293 (2)  This work was supported by a Start-up Grant from Southeast University to Professor Ren-Gen Xiong.

Comment
In the past five years, we have focused on the chemistry of tetrazole derivatives because of their multiple coordination modes as ligands to metal ions and for the construction of novel metal-organic frameworks (Wang et al., 2005;Xiong et al., 2002).
There are three rings in the title compound (Fig. 1). The pyridine and tetrazole rings are nearly coplanar and are twisted from each other by a dihedral angle of only 0.86 (0.09) °.The benzene ring makes a dihedral angle of 70.55 (0.06) ° with the tetrazole ring owing to the methylene bridge which forces the two rings to be twisted twisted from each other. In the pyridine ring, the C1=N1 and C5=N1 bond distance of 1.322 and 1.332Å conforms to the value for a C=N double bond, while the C14-N6 bond length of 1.140 Å conforms to the value for a C≡N bond. The bond distances and bond angles of the tetrazole rings are within the usual ranges (Wang et al., 2005;Arp et al., 2000;Hu et al., 2007).

Refinement
All H atoms were fixed geometrically and treated as riding with C-H = 0.93 Å (aromatic) and 0.97 Å (methylene) with U iso (H) =1.2Ueq(C).

Figures
Fig . 1. A view of the title compound with the atomic numbering scheme. Displacement ellipsoids were drawn at the 30% probability level. H atoms are represented as small spheres of arbitrary radii.

Special details
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.