6-Chloro-1-phenyl-indoline-2,3-dione: absolute structure, non-linear optical and charge-transport properties.

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 mol-ecules 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, mol-ecules 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.

SUBMITTER: Wang B 

PROVIDER: S-EPMC5458322 | biostudies-literature | 2017 Jun

REPOSITORIES: biostudies-literature