Wang Bing, Lu Qing, Fang Qi, Zhang Ting-Ting, Jin Ying-Ying
State Key Laboratory of Crystal Materials, Shandong University, Jinan 250100, Shandong Province, People's Republic of China.
School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, Shandong Province, People's Republic of China.
Acta Crystallogr E Crystallogr Commun. 2017 May 31;73(Pt 6):908-912. doi: 10.1107/S2056989017007630. eCollection 2017 Jun 1.
In the title compound, CHClNO, 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 222 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.
在标题化合物CHClNO中，异吲哚酮部分（均方根偏差 = 0.014 Å）与苯环之间的二面角为51.8 (1)°。在非中心对称的222空间群中，所有分子具有相同的“冻结手性”构象。标题化合物的多晶样品表现出相当大的二阶非线性光学效应（将1064 nm光倍频输出532 nm光）。在晶体中，分子通过C—H⋯O氢键相连，沿[100]方向形成链。基于密度泛函理论计算，[100]方向被证明是最有利于电荷传输的方向，并且由于其高空穴迁移率，标题晶体可用作空穴传输材料。
