Synthesis and characterization of a novel asymmetric fused ladder oligomer for applications as organic semiconductor

We report herein the two step synthesis of asymmetrically substituted fused heterocyclic ladder oligomer, 11-nitrobenzo[a][1,4]benzothiazino[3,-c]phenoxazine (2) and its single crystal structure. Compound 2 crystallizes in the orthorhombic space group Fdd2 with unit cell dimensions: a = 6.7497(9) Å; b = 52.478(7) Å; c = 18.832(3) Å and α = β = γ = 90°. Each unit cell contains 16 molecules. π–π Stack distances of 3.9 and 3.39 Å and short contacts of N–O…H–C distance of 2.43 Å were observed within the unit cell. Furthermore, its optical band gap was estimated be 1.85 eV. These materials are of interest for variety of applications due to their unique optical and electrical properties. Graphical abstract: [Figure not available: see fulltext.].