5-[(1-Benzyl-1H-1,2,3-triazol-4-yl)methyl]-5H-dibenzo[b,f]azepine

In the title compound, C24H20N4, the azepine ring adopts a boat conformation. The dihedral angle between the benzene rings fused to the azepine ring is 49.40 (9)°. The triazole ring makes a dihedral angle of 77.88 (9)° with the terminal phenyl ring. In the crystal, molecules are linked via C—H⋯π interactions and a parallel slipped π–π interaction [centroid–centroid distance = 3.7324 (9), normal distance = 3.4060 (6) and slippage = 1.526 Å], forming a three-dimensional network.

In the title compound, C 24 H 20 N 4 , the azepine ring adopts a boat conformation. The dihedral angle between the benzene rings fused to the azepine ring is 49.40 (9) . The triazole ring makes a dihedral angle of 77.88 (9) with the terminal phenyl ring. In the crystal, molecules are linked via C-HÁ Á Á interactions and a parallel slippedinteraction [centroidcentroid distance = 3.7324 (9), normal distance = 3.4060 (6) and slippage = 1.526 Å ], forming a three-dimensional network.
The overall geometry of the title molecule is similar that of earlier reported structures (Abdoh et al., 2013;Manjunath et al., 2013).
After completion of the reaction (monitored by TLC), the reaction mixture was diluted with water (50 ml). The aqueous layer was extracted with ethyl acetate (3 × 20 ml), the combined ethyl acetate layer was washed with brine solution (2 × 25 ml). The organic layer was then dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product obtained was purified by column chromatography over silica gel (60-120 mesh) using hexane:ethyl acetate (8:2) as eluent. The pure compound was recrystallized in ethyl acetate/hexane (1:1) to obtain lightyellow block-like crystals.

Refinement
All the H atoms were fixed geometrically and allowed to ride on their parent atoms: C-H= 0.93-0.97 Å with U iso (H) = 1.2U eq (C). The benzene ring (C19-C24) was refined as a regular hexagon.

Special details
Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles 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.