Author/Authors :
Zhang,Ting-ting School of Chemistry and Chemical Engineering - Shandong University, People's Republic of China , 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 , Zhao, Jun-fang Technical Institute of Physics and Chemistry - Chinese Academy of Science, People's Republic of China , Lei, Hong 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
Abstract :
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).
Keywords :
synthesis , centrosymmetric dimer , hydrogen bonding , indole derivative , crystal structure
