Synthesis and THF accompanied crystal structure of 11H-naphtho[1′, 2′:5,6]- Pyrano[2,3-d]pyrimidin-11(10H)-one

8,9,12-Trihydro-9,9-pentamethylene-12-(3-nitrophenyl)-11H-naphtho[1′, 25,6]-pyrano[2,3-d]pyrimidin-11(10H)-one 1, another conversion product of Friedländler reaction, has been synthesized by the reaction of 2-amino-4-(3-nitrophenyl)-4H-benzo[f]chromene-3-carbonitrile 2 with cyclohexanone in the presence of Lewis acid catalysts. The crystal of the title compound 1 THF solvate, C₆₀H₆₂N₆O₁₀, was obtained and determined by X-ray diffraction method. The crystal is of triclinic, space group P1̄ with a = 11.4633(11), b = 12.6247(12), c = 19.658(2) Å, α = 72.642(8), β = 89.045(9), γ = 68.340(5)°, V= 2509.6(4), Z = 2, D_c = 1.359 g/cm³, F(000) = 1088, M_r = 1027.16, the final R = 0.0674 and wR = 0.1869 with I > 2σ(I) and the goodness-of-fit S = 1.045 on F². The pyrimidine ring has an envelope conformation, linked with a six-membered ring through a spiro C atom. The crystal packing of 1 THF solvate is stabilized by N-H-O hydrogen bonds, and π-π stacking interaction occurs between two adjacent nearly planar molecules of 1.