Open AccessThree ethyl 5‐amino‐1‐aryl‐1 H ‐imidazole‐4‐carboxylates: hydrogen‐bonded supramolecular structures in one, two and three dimensions
Author(s) -
Costa Marilia S.,
Boechat Nubia,
Wardell Solange M. S. V.,
Ferreira Vitor F.,
Low John N.,
Glidewell Christopher
Publication year - 2007
Publication title -
acta crystallographica section c
Language(s) - English
Resource type - Journals
eISSN - 1600-5759
pISSN - 0108-2701
DOI - 10.1107/s0108270106048402
Subject(s) - imidazole , hydrogen bond , chemistry , supramolecular chemistry , ethyl ester , aryl , stereochemistry , medicinal chemistry , molecule , organic chemistry , alkyl
The molecules of ethyl 5‐amino‐1‐(4‐cyanophenyl)‐1 H ‐imidazole‐4‐carboxylate, C 13 H 12 N 4 O 2 , are linked into a chain of alternating R 2 2 (10) and R 4 4 (34) rings by a combination of N—H⋯N and C—H⋯N hydrogen bonds. In ethyl 5‐amino‐1‐(4‐chlorophenyl)‐1 H ‐imidazole‐4‐carboxylate, C 12 H 12 ClN 3 O 2 , where the ethyl group is disordered over two sets of sites, a combination of N—H⋯O, N—H⋯N, C—H⋯N and C—H⋯π(arene) hydrogen bonds links the molecules into complex sheets. Two intermolecular hydrogen bonds, one each of N—H⋯N and C—H⋯O types, link the molecules of ethyl 5‐amino‐1‐(2,6‐difluorophenyl)‐1 H ‐imidazole‐4‐carboxylate, C 12 H 11 F 2 N 3 O 2 , into a continuous three‐dimensional framework structure.