Three ethyl 5-amino-1-aryl-1H-imidazole-4-carboxylates: Hydrogen-bonded supramolecular structures in one, two and three dimensions

M. S. Costa, N. Boechat, S. M. S. V. Wardell, V. F. Ferreira, John N Low, C. Glidewell

Research output: Contribution to journalArticle

2 Citations (Scopus)

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 center dot center dot center dot N and C-H center dot center dot center dot 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 center dot center dot center dot O, N-H center dot center dot center dot N, C-H center dot center dot center dot N and C-H center dot center dot center dot pi(arene) hydrogen bonds links the molecules into complex sheets. Two intermolecular hydrogen bonds, one each of N-H center dot center dot center dot N and C-H center dot center dot center dot 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.

Original languageEnglish
Pages (from-to)o33-o37
Number of pages5
JournalActa Crystallographica Section C, Crystal Structure Communications
Volume63
Issue number1
DOIs
Publication statusPublished - Jan 2007

Keywords

  • derivatives
  • agents

Cite this

Three ethyl 5-amino-1-aryl-1H-imidazole-4-carboxylates : Hydrogen-bonded supramolecular structures in one, two and three dimensions. / Costa, M. S.; Boechat, N.; Wardell, S. M. S. V.; Ferreira, V. F.; Low, John N; Glidewell, C.

In: Acta Crystallographica Section C, Crystal Structure Communications, Vol. 63, No. 1, 01.2007, p. o33-o37.

Research output: Contribution to journalArticle

Costa, M. S. ; Boechat, N. ; Wardell, S. M. S. V. ; Ferreira, V. F. ; Low, John N ; Glidewell, C. / Three ethyl 5-amino-1-aryl-1H-imidazole-4-carboxylates : Hydrogen-bonded supramolecular structures in one, two and three dimensions. In: Acta Crystallographica Section C, Crystal Structure Communications. 2007 ; Vol. 63, No. 1. pp. o33-o37.
@article{d56d43becf424c3b8d8e53381f4c4fe2,
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 center dot center dot center dot N and C-H center dot center dot center dot 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 center dot center dot center dot O, N-H center dot center dot center dot N, C-H center dot center dot center dot N and C-H center dot center dot center dot pi(arene) hydrogen bonds links the molecules into complex sheets. Two intermolecular hydrogen bonds, one each of N-H center dot center dot center dot N and C-H center dot center dot center dot 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.",
keywords = "derivatives, agents",
author = "Costa, {M. S.} and N. Boechat and Wardell, {S. M. S. V.} and Ferreira, {V. F.} and Low, {John N} and C. Glidewell",
year = "2007",
month = "1",
doi = "10.1107/S0108270106048402",
language = "English",
volume = "63",
pages = "o33--o37",
journal = "Acta Crystallographica Section C, Crystal Structure Communications",
issn = "0108-2701",
publisher = "Wiley-Blackwell",
number = "1",

}

TY - JOUR

T1 - Three ethyl 5-amino-1-aryl-1H-imidazole-4-carboxylates

T2 - Hydrogen-bonded supramolecular structures in one, two and three dimensions

AU - Costa, M. S.

AU - Boechat, N.

AU - Wardell, S. M. S. V.

AU - Ferreira, V. F.

AU - Low, John N

AU - Glidewell, C.

PY - 2007/1

Y1 - 2007/1

N2 - 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 center dot center dot center dot N and C-H center dot center dot center dot 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 center dot center dot center dot O, N-H center dot center dot center dot N, C-H center dot center dot center dot N and C-H center dot center dot center dot pi(arene) hydrogen bonds links the molecules into complex sheets. Two intermolecular hydrogen bonds, one each of N-H center dot center dot center dot N and C-H center dot center dot center dot 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.

AB - 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 center dot center dot center dot N and C-H center dot center dot center dot 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 center dot center dot center dot O, N-H center dot center dot center dot N, C-H center dot center dot center dot N and C-H center dot center dot center dot pi(arene) hydrogen bonds links the molecules into complex sheets. Two intermolecular hydrogen bonds, one each of N-H center dot center dot center dot N and C-H center dot center dot center dot 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.

KW - derivatives

KW - agents

U2 - 10.1107/S0108270106048402

DO - 10.1107/S0108270106048402

M3 - Article

VL - 63

SP - o33-o37

JO - Acta Crystallographica Section C, Crystal Structure Communications

JF - Acta Crystallographica Section C, Crystal Structure Communications

SN - 0108-2701

IS - 1

ER -