Crystal structure of 1-[(2,3-dihydro-1H-naphtho[1,2-e][1,3] oxazin-2-yl) methyl] naphthalen-2-ol: a possible candidate for new polynaphthoxazine materials

In the title compound, C23H19NO2, an oxazine Mannich base derivative, the oxazine ring has a half-chair conformation. The 2-hydroxynaphthalen-1-yl substituent is placed in an axial position. There is an intramolecular O-H center dot center dot center dot N hydrogen bond, forming an S(6) graph-set motif. In the crystal, molecules are connected by a pair of C-H center dot center dot center dot pi interactions into an inversion dimer, which is reinforced by another pair of weak C-H center dot center dot center dot pi interactions. The dimers are linked by a pi-pi interaction [centroid-centroid distance = 3.6268 (17) angstrom], consolidating a column along the a axis. Furthermore, the columns interact with each other by a weak C-H center dot center dot center dot pi interaction, generating a three-dimensional network.