Synthesis and structure of 1-(2-bromo­phen­yl)-2-chloro-3-(2-chloracet­yl)-1H-indole

Acta Crystallographica Section E: Crystallographic Communications

Zhang, T.¹  Wang, B.²  Lei, H.²  Fang, Q.²  Lu, Q.²  Zhao, J.³ 

[1] School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, People's Republic of China;State Key Laboratory of Crystal Materials, Shandong University, Jinan 250100, People's Republic of China;Technical Institute of Physics and Chemistry, Chinese Academy of Science, Beijing 100190, People's Republic of China

关键词: SYNTHESIS;    CRYSTAL STRUCTURE;    INDOLE DERIVATIVE;    HYDROGEN BONDING;    CENTROSYMMETRIC DIMER;   

DOI  :  10.1107/S2056989016018880

学科分类：数学（综合）

来源: International Union of Crystallography

【 摘 要 】

In the title indole derivative, C16H10BrCl2NO, the dihedral angle between the mean plane of the indole ring system and the mean plane of the disordered 2-bromo­phenyl ring is 77.6 (1)°. The non-H atoms of the chloracetyl group are essentially coplanar with the indole core. In the crystal, pairs of mol­ecules are face-to-face embraced via two weak C—H⋯O hydrogen bonds, forming inversion dimers with an inter­planar distance between two parallel indole planes of 3.360 (3) Å. These dimers are connected by head-to-head Cl⋯Cl inter­molecular contacts to build a two-dimensional mol­ecular sheet parallel to (101). Neighbouring mol­ecular sheets are stacked together to construct the three-dimensional structure by further short Cl⋯Cl inter­molecular contacts. The atoms of the bromo­phenyl group were refined as disordered over two sets of sites with refined occupancies of 0.61 (2) and 0.39 (2).

【 授权许可】

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