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N,N′-(2,2′-Dithiodi-o-phenylene)bis(furan-2-carboxamide)
The reaction of 2,2′-dithiobis(benzenamine) with furan-2-carbonyl chloride produced the bis-amide title compound, C(22)H(16)N(2)O(4)S(2), which, in the crystal, formed a helix; the structure consists of two planar furanoylbenzenamines related by an improper rotation of 96.3° about the S—S bond. The...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2008
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2967937/ https://www.ncbi.nlm.nih.gov/pubmed/21581617 http://dx.doi.org/10.1107/S1600536808038828 |
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author | Raftery, James Lallbeeharry, Hiteyeshi Bhowon, Minu G. Laulloo, Sabina J. Joule, John A. |
author_facet | Raftery, James Lallbeeharry, Hiteyeshi Bhowon, Minu G. Laulloo, Sabina J. Joule, John A. |
author_sort | Raftery, James |
collection | PubMed |
description | The reaction of 2,2′-dithiobis(benzenamine) with furan-2-carbonyl chloride produced the bis-amide title compound, C(22)H(16)N(2)O(4)S(2), which, in the crystal, formed a helix; the structure consists of two planar furanoylbenzenamines related by an improper rotation of 96.3° about the S—S bond. The N-furanoylbenzenamine units are planar (maximum deviations = 0.316 and 0.132 Å). Each electron-deficient acylfuran stacks (centroid–centroid separations of the two pairs of π–π stacked aromatic rings are 3.918 and 3.953 Å) with the electron-rich benzenamine of the other N-furanoylbenzenamine unit, leading to a spiral structure. The conformation is stabilized by two bifurcated intramolecular N—H⋯(O,S) interactions. |
format | Text |
id | pubmed-2967937 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2008 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29679372010-12-30 N,N′-(2,2′-Dithiodi-o-phenylene)bis(furan-2-carboxamide) Raftery, James Lallbeeharry, Hiteyeshi Bhowon, Minu G. Laulloo, Sabina J. Joule, John A. Acta Crystallogr Sect E Struct Rep Online Organic Papers The reaction of 2,2′-dithiobis(benzenamine) with furan-2-carbonyl chloride produced the bis-amide title compound, C(22)H(16)N(2)O(4)S(2), which, in the crystal, formed a helix; the structure consists of two planar furanoylbenzenamines related by an improper rotation of 96.3° about the S—S bond. The N-furanoylbenzenamine units are planar (maximum deviations = 0.316 and 0.132 Å). Each electron-deficient acylfuran stacks (centroid–centroid separations of the two pairs of π–π stacked aromatic rings are 3.918 and 3.953 Å) with the electron-rich benzenamine of the other N-furanoylbenzenamine unit, leading to a spiral structure. The conformation is stabilized by two bifurcated intramolecular N—H⋯(O,S) interactions. International Union of Crystallography 2008-12-03 /pmc/articles/PMC2967937/ /pubmed/21581617 http://dx.doi.org/10.1107/S1600536808038828 Text en © Raftery et al. 2009 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 Raftery, James Lallbeeharry, Hiteyeshi Bhowon, Minu G. Laulloo, Sabina J. Joule, John A. N,N′-(2,2′-Dithiodi-o-phenylene)bis(furan-2-carboxamide) |
title |
N,N′-(2,2′-Dithiodi-o-phenylene)bis(furan-2-carboxamide) |
title_full |
N,N′-(2,2′-Dithiodi-o-phenylene)bis(furan-2-carboxamide) |
title_fullStr |
N,N′-(2,2′-Dithiodi-o-phenylene)bis(furan-2-carboxamide) |
title_full_unstemmed |
N,N′-(2,2′-Dithiodi-o-phenylene)bis(furan-2-carboxamide) |
title_short |
N,N′-(2,2′-Dithiodi-o-phenylene)bis(furan-2-carboxamide) |
title_sort | n,n′-(2,2′-dithiodi-o-phenylene)bis(furan-2-carboxamide) |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2967937/ https://www.ncbi.nlm.nih.gov/pubmed/21581617 http://dx.doi.org/10.1107/S1600536808038828 |
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