(E)-N-Benzylideneadamantan-1-amine

In the title compound, C17H21N, the dihedral angle between the benzene ring and the imine group (—N=) is 5.1 (4)°. In the adamantane group, the C—C—C bond angles range from 107.88 (19) to 111.33 (17)°. Only weak van der Waals interactions contribute to the contribute to the packing of the molecules in the crystal..

In the title compound, C 17 H 21 N, the dihedral angle between the benzene ring and the imine group (-N ) is 5.1 (4) . In the adamantane group, the C-C-C bond angles range from 107.88 (19) to 111.33 (17) . Only weak van der Waals interactions contribute to the contribute to the packing of the molecules in the crystal..

Comment
The field of Schiff bases and their complexes was rapidly developing mainly owing to facile synthesis and technological applications in many areas, such as biological activity (Jin et al., 2011). As an extension of our work on the structural characterization of Schiff base compounds containing an adamantane group, we synthesized the title compound (Fig.2).
In the crystal of title compound (see Fig.2

Experimental
Amantadine hydrochloride (0.56 g, 3.0 mmol) and KOH (0.17 g, 3.0 mmol) in 50 ml anhydrous alcohol were stirred for 2 h. The produce white precipitate was filtered out and the transparent liquid was added dropwise to benzaldehyde (0.32 g, 3.0 mmol) in 30 ml anhydrous alcohol under constant stirring. The resulting solution was refluxed for ca. 4 h, concentrated to about 20 ml through reduced pressure distillation and then stood at room temperature. Colorless plateshaped crystals suitable for X-ray analysis were obtained after one week by the slow solvent evaporation method.

Refinement
The C-bound H atoms were positioned geometrically with C-H = 0.93-0.98 Å, and allowed to ride on their parent atoms with U iso (H) = 1.2 U eq (C).   The molecular structure of the title compound with displacement ellipsoids drawn at the 30% probability level.

(E)-N-Benzylideneadamantan-1-amine
Crystal data C 17 H 21 N M r = 239.35 Orthorhombic, P2 1 2 1 2 1 Hall symbol: P 2ac 2ab a = 6.480 (2)  Special details Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s 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 > σ(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.