Hemonta Kumar Saha, Tarun, Dibyendu Mallick, Upendra Kumar Pandey, Soumyajit Das
N -Annulated indenofluorene ( NIF ), a structural isomer of the well-known N -annulated perylene ( NP ), has been synthesized. While the band gap of NP is larger than that of perylene, the band gap of NIF (1.40 eV) is smaller than that of parent indeno[2,1- c ]fluorene (1.60 eV) due to the inclusion of a nearly planar 8π azepine ring in the π-conjugated backbone, enhancing the core antiaromaticity. The ground state properties are evaluated by structural (single-crystal) and spectral (NMR, UV–vis–NIR, and CV) analyses and supported by computations (NICS and ring current). NIF is an ambipolar material with good electron mobility (1.58 × 10 –3 cm 2 V –1 s –1 ) and high hole mobility (1.79 × 10 –2 cm 2 V –1 s –1 ), surpassing the hole mobility of the unipolar NP isomer.