N-(Anthracen-9-ylmethyl)adamantan-1-amine

In the crystal stucture of the of the title compound, C25H27N, stong π–π interactions are found between adjacent anthracene fragments, with a shortest centroid–centroid distance of 3.5750 (9) Å.

In the crystal stucture of the of the title compound, C 25 H 27 N, stonginteractions are found between adjacent anthracene fragments, with a shortest centroid-centroid distance of 3.5750 (9) Å .
Yellow precipitate was formed atfer string for 1 h. The yellow Schiff base was filtrated and dryed. NaBH 4 (7.56 g, 20 mmol) was added into a solution of the Schiff base in anhydrous methanol (120 ml). After 3 h, the white solid, 9-[(adamantan-1-ylamino)methyl]anthracene, was obtained by reduced pressure distillation, extraction and drying. The colourless block-shaped crystals of the title compound suitable for X-ray analysis were obtained by recrystallization from ethanol.

Refinement
H atom bonded to N was located in a difference Fourier map and refined isotropically with a bond restraint of N-H= 0.85 Å and U iso (H) = 1.5 U eq (N). Other H atoms were placed in calculated positions with C-H distances 0.93 (aromatic), 0.97 Å (methylene) and 0.97 Å (methine) and refined as riding with U iso (H) = 1.2U eq (C).  The molecular structure of the title compound. Thermal displacement ellipsoids are drawn at the 30% probability level.

Figure 2
The one-dimensional supramolecular chains linked by π-π interactions. H atoms are omitted for clarity.

N-(Anthracen-9-ylmethyl)adamantan-1-amine
Crystal data Special details Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'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.