Different N—H⋯π inter­actions in two indole derivatives

Acta Crystallographica Section E: Crystallographic Communications

Kerr, J.R.²  Trembleau, L.²  Wardell, J.L.²  Storey, J.M.D.²  Harrison, W.T.A.³ 

[1] ãDepartment of Chemistry, University of Aberdeen, Meston Walk, Aberdeen AB24 3UE, Scotland;Fundaço Oswaldo Cruz, Instituto de Tecnologia em Fármacos-Far Manguinhos, 21041-250 Rio de Janeiro, RJ, Brazil

关键词: CRYSTAL STRUCTURE;    INDOLE;    N-H...[PI] INTERACTION;    CHAINS;    INVERSION DIMERS;   

DOI  :  10.1107/S2056989016006162

学科分类：数学（综合）

来源: International Union of Crystallography

【 摘 要 】

We describe the syntheses and crystal structures of two indole derivatives, namely 6-isopropyl-3-(2-nitro-1-phenyl­eth­yl)-1H-indole, C19H20N2O2, (I), and 2-(4-meth­oxy­phen­yl)-3-(2-nitro-1-phenyl­eth­yl)-1H-indole, C23H20N2O3, (II); the latter crystallizes with two mol­ecules (A and B) with similar conformations (r.m.s. overlay fit = 0.139 Å) in the asymmetric unit. Despite the presence of O atoms as potential acceptors for classical hydrogen bonds, the dominant inter­molecular inter­action in each crystal is an N—H⋯π bond, which generates chains in (I) and A+A and B+B inversion dimers in (II). A different aromatic ring acts as the acceptor in each case. The packing is consolidated by C—H⋯π inter­actions in each case but aromatic π–π stacking inter­actions are absent.

【 授权许可】

CC BY