Title of article :
6-Chloro-1-phenylindoline-2,3-dione: absolute structure, non-linear optical and charge-transport properties
Author/Authors :
Wang, Bing State Key Laboratory of Crystal Materials - Shandong University, People's Republic of China , Lu, Qing State Key Laboratory of Crystal Materials - Shandong University, People's Republic of China , Fang, Qi State Key Laboratory of Crystal Materials - Shandong University, People's Republic of China , Zhang, Ting-ting School of Chemistry and Chemical Engineering - Shandong University, People's Republic of China , Jin, Ying-ying State Key Laboratory of Crystal Materials - Shandong University, People's Republic of China
Abstract :
In the title compound, C14H8ClNO2, the dihedral angle between the isatin moiety (r.m.s. deviation = 0.014 Å) and the phenyl ring is 51.8 (1)°. All molecules have the same `frozen chiral' conformation in the non-centrosymmetric P212121 space group. A polycrystalline sample of the title compound exhibits a considerable second-order non-linear optical effect (frequency doubling of 1064 nm light to output 532 nm light). In the crystal, molecules are linked by C—H⋯O hydrogen bonds, generating chains along the [100] direction. Based on a DFT calculation, [100] proves to be the most favourable direction for charge transport and the title crystal could be used as a hole-transport material because of its high hole mobility.
Keywords :
charge-transport property , SHG effect , crystal structure , absolute structure , isatin derivatives , frozen chiral conformation
Journal title :
Acta Crystallographica Section E: Crystallographic Communications
