title: Three ethyl 5-amino-1-aryl-1H-imidazole-4-carboxylates: hydrogen-bonded supramolecular structures in one, two and three dimensions.
abstract: The molecules of ethyl 5-amino-1-(4-cyanophenyl)-1H-imidazole-4-carboxylate, C13H12N4O2, 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)-1H-imidazole-4-carboxylate, C12H12ClN3O2, 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...pi(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)-1H-imidazole-4-carboxylate, C12H11F2N3O2, into a continuous three-dimensional framework structure.
authors.affiliation: Fundação Oswaldo Cruz, Instituto de Tecnologia em Fármacos, Departamento de Síntese Orgânica, Far-Manguinhos, FIOCRUZ, 21041-250 Rio de Janeiro, RJ, Brazil.
authors.forename: Marilia S
authors.initials: MS
authors.lastname: Costa
authors.forename: Nubia
authors.initials: N
authors.lastname: Boechat
authors.forename: Solange M S V
authors.initials: SM
authors.lastname: Wardell
authors.forename: Vitor F
authors.initials: VF
authors.lastname: Ferreira
authors.forename: John N
authors.initials: JN
authors.lastname: Low
authors.forename: Christopher
authors.initials: C
authors.lastname: Glidewell
mesh_terms: D000586:Amination; D002264:Carboxylic Acids / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D007093:Imidazoles / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation
chemical_list: D002264:Carboxylic Acids; D007093:Imidazoles