Bis(1,2,3,4-tetrahydroquinolin-6-yl)methane

The asymmetric unit of the title compound, C19H22N2, contains one half-molecule. The 1,2,3,4-tetrahydroquinoline units are linked by a methylene bridge, which lies on a twofold rotation axis. The non-aromatic ring adopts a flattened-boat conformation. The dihedral angle between the two symmetry-related benzene rings is 64.03 (7)°.

The asymmetric unit of the title compound, C 19 H 22 N 2 , contains one half-molecule. The 1,2,3,4-tetrahydroquinoline units are linked by a methylene bridge, which lies on a twofold rotation axis. The non-aromatic ring adopts a flattened-boat conformation. The dihedral angle between the two symmetryrelated benzene rings is 64.03 (7) .

Comment
Nitrogen heterocyclic compounds show diverse biological activities such as antiproliferative (Xiao et al., 2008a,b), antibacterial (Xiao et al., 2007a;Xue et al., 2007;Xiao et al., 2008c), and urease inhibitory (Xiao et al., 2007b) activities. The title compound is a heterocyclic compound, which may be used for screening the biological activities. We report herein its crystal structure.
The resulting product (1 g) was subsequently heated with Sn (5.5 g) and HCl (22 ml, 32%) in a water bath for 8 h, addition of water, precipitation of the Sn as Sn(OH) 2 by NaOH, taking up in ether, and drying with K 2 CO 3 , gives the title compound (yield; 0.9 g), which was recrystallized from petroleum ether-ethyl acetate to give colorless prisms.

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.
Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > 2sigma(F 2 ) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.