N-(4-Bromo­phen­yl)pyrazine-2-carbox­amide

The mol­ecule of the title compound, C(11)H(8)BrN(3)O, is close to planar (r.m.s. deviation of all 16 non-H atoms = 0.103 Å), a conformation stabilized by an intra­molecular N—H⋯N hydrogen bond, which generates an S(5) ring. In the crystal structure, supra­molecular chains mediated by C—H⋯O contacts...

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Detalles Bibliográficos
Autores principales: de Lima Ferreira, Marcelle, de Souza, Marcus V. N., Wardell, Solange M. S. V., Wardell, James L., Tiekink, Edward R. T.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3009118/
https://www.ncbi.nlm.nih.gov/pubmed/21588934
http://dx.doi.org/10.1107/S1600536810039036
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author de Lima Ferreira, Marcelle
de Souza, Marcus V. N.
Wardell, Solange M. S. V.
Wardell, James L.
Tiekink, Edward R. T.
author_facet de Lima Ferreira, Marcelle
de Souza, Marcus V. N.
Wardell, Solange M. S. V.
Wardell, James L.
Tiekink, Edward R. T.
author_sort de Lima Ferreira, Marcelle
collection PubMed
description The mol­ecule of the title compound, C(11)H(8)BrN(3)O, is close to planar (r.m.s. deviation of all 16 non-H atoms = 0.103 Å), a conformation stabilized by an intra­molecular N—H⋯N hydrogen bond, which generates an S(5) ring. In the crystal structure, supra­molecular chains mediated by C—H⋯O contacts (along a) are linked into a double layer via N⋯Br halogen bonds [3.207 (5) Å] and C—Br⋯π inter­actions [Br⋯ring centroid(pyrazine) = 3.446 (3) Å]. The layers stack along the b axis via weak π–π inter­actions [ring centroid(pyrazine)⋯ring centroid(benzene) distance = 3.803 (4) Å].
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spelling pubmed-30091182010-12-30 N-(4-Bromo­phen­yl)pyrazine-2-carbox­amide de Lima Ferreira, Marcelle de Souza, Marcus V. N. Wardell, Solange M. S. V. Wardell, James L. Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers The mol­ecule of the title compound, C(11)H(8)BrN(3)O, is close to planar (r.m.s. deviation of all 16 non-H atoms = 0.103 Å), a conformation stabilized by an intra­molecular N—H⋯N hydrogen bond, which generates an S(5) ring. In the crystal structure, supra­molecular chains mediated by C—H⋯O contacts (along a) are linked into a double layer via N⋯Br halogen bonds [3.207 (5) Å] and C—Br⋯π inter­actions [Br⋯ring centroid(pyrazine) = 3.446 (3) Å]. The layers stack along the b axis via weak π–π inter­actions [ring centroid(pyrazine)⋯ring centroid(benzene) distance = 3.803 (4) Å]. International Union of Crystallography 2010-10-09 /pmc/articles/PMC3009118/ /pubmed/21588934 http://dx.doi.org/10.1107/S1600536810039036 Text en © Lima Ferreira et al. 2010 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
de Lima Ferreira, Marcelle
de Souza, Marcus V. N.
Wardell, Solange M. S. V.
Wardell, James L.
Tiekink, Edward R. T.
N-(4-Bromo­phen­yl)pyrazine-2-carbox­amide
title N-(4-Bromo­phen­yl)pyrazine-2-carbox­amide
title_full N-(4-Bromo­phen­yl)pyrazine-2-carbox­amide
title_fullStr N-(4-Bromo­phen­yl)pyrazine-2-carbox­amide
title_full_unstemmed N-(4-Bromo­phen­yl)pyrazine-2-carbox­amide
title_short N-(4-Bromo­phen­yl)pyrazine-2-carbox­amide
title_sort n-(4-bromo­phen­yl)pyrazine-2-carbox­amide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3009118/
https://www.ncbi.nlm.nih.gov/pubmed/21588934
http://dx.doi.org/10.1107/S1600536810039036
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