Crystal Structure of 2-Exo-Phenyl-2,3,4,5-Tetrahydro-1,4-Epoxinafto[1,2-b]azepine

Abstract

The title compound, C₂₀H₁₇NO, crystallizes in the orthorhombic P2₁2₁2₁ space group with unit cell parameters a = 7.6903(7) Å, b = 18.979(2) Å, c = 19.753(2) Å, with two crystallographically independent molecules in the asymmetric unit, which differ from one another in the slight rotation of the phenyl ring; this allows the formation of three internal hydrogen bonds, two of the type C–H···N and one of the type C–H···O, in one of the molecules, in contrast with only two of the type C–H···N in the other. The compound is rich in aromatic π rings and therefore the crystal packing is entirely dominated by cohesive weak C–H···π interactions among neighboring molecules producing an efficient packing with 71.2% of occupied space.

Graphical Abstract

The molecules of the title compound, C₂₀H₁₇NO, are joined by C–H···N and C–H···O hydrogen bonds. The compound is rich in aromatic π rings and therefore the crystal packing is entirely dominated by cohesive weak C–H···π interactions among neighboring molecules producing an efficient packing with 71.2% of occupied space.