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Isonicotinamide–2-naphthoic acid (1/1)

In the title 1:1 adduct, C(6)H(6)N(2)O·C(11)H(8)O(2), the amide group is slightly twisted out of the plane of the aromatic ring, with a C—C—C—N torsion angle of 25.11 (19)°, whereas the carb­oxy­lic acid group is approximately coplanar with the bicylic ring system, with a C—C—C—O torsion angle of 10...

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Autores principales: Madeley, Lee G., Levendis, Demetrius C., Lemmerer, Andreas
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3239073/
https://www.ncbi.nlm.nih.gov/pubmed/22199921
http://dx.doi.org/10.1107/S1600536811050057
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author Madeley, Lee G.
Levendis, Demetrius C.
Lemmerer, Andreas
author_facet Madeley, Lee G.
Levendis, Demetrius C.
Lemmerer, Andreas
author_sort Madeley, Lee G.
collection PubMed
description In the title 1:1 adduct, C(6)H(6)N(2)O·C(11)H(8)O(2), the amide group is slightly twisted out of the plane of the aromatic ring, with a C—C—C—N torsion angle of 25.11 (19)°, whereas the carb­oxy­lic acid group is approximately coplanar with the bicylic ring system, with a C—C—C—O torsion angle of 10.9 (2)°. The amide groups from two isonicotinamide mol­ecules form a dimer via N—H⋯O hydrogen bonds. In addition, the 2-naphthanoic acid mol­ecule is hydrogen bonded to the pyridine unit of an isonicotinamide mol­ecule via an O—H⋯N hydrogen bond. This gives rise to a centrosymmetric four-mol­ecule chain, which is cross-linked by further N—H⋯O hydrogen bonds from the amide group.
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spelling pubmed-32390732011-12-23 Isonicotinamide–2-naphthoic acid (1/1) Madeley, Lee G. Levendis, Demetrius C. Lemmerer, Andreas Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title 1:1 adduct, C(6)H(6)N(2)O·C(11)H(8)O(2), the amide group is slightly twisted out of the plane of the aromatic ring, with a C—C—C—N torsion angle of 25.11 (19)°, whereas the carb­oxy­lic acid group is approximately coplanar with the bicylic ring system, with a C—C—C—O torsion angle of 10.9 (2)°. The amide groups from two isonicotinamide mol­ecules form a dimer via N—H⋯O hydrogen bonds. In addition, the 2-naphthanoic acid mol­ecule is hydrogen bonded to the pyridine unit of an isonicotinamide mol­ecule via an O—H⋯N hydrogen bond. This gives rise to a centrosymmetric four-mol­ecule chain, which is cross-linked by further N—H⋯O hydrogen bonds from the amide group. International Union of Crystallography 2011-11-25 /pmc/articles/PMC3239073/ /pubmed/22199921 http://dx.doi.org/10.1107/S1600536811050057 Text en © Madeley et al. 2011 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
Madeley, Lee G.
Levendis, Demetrius C.
Lemmerer, Andreas
Isonicotinamide–2-naphthoic acid (1/1)
title Isonicotinamide–2-naphthoic acid (1/1)
title_full Isonicotinamide–2-naphthoic acid (1/1)
title_fullStr Isonicotinamide–2-naphthoic acid (1/1)
title_full_unstemmed Isonicotinamide–2-naphthoic acid (1/1)
title_short Isonicotinamide–2-naphthoic acid (1/1)
title_sort isonicotinamide–2-naphthoic acid (1/1)
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3239073/
https://www.ncbi.nlm.nih.gov/pubmed/22199921
http://dx.doi.org/10.1107/S1600536811050057
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