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3-{5-Bromo-2-[(triphenylphosphanylidene)amino]phenyl}-4,5-dihydro-1,2,3-oxadiazol-3-ylium-5-olate
In general, sydnone compounds are synthesized with an aromatic substituent at the N-3 position and this feature adds to the stability of the mesoionic five-membered heterocyclic ring. In the title compound, C(26)H(19)BrN(3)O(2)P, the aromatic substitutent is triphenylphosphine 4-bromophenylimide...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3793708/ https://www.ncbi.nlm.nih.gov/pubmed/24109295 http://dx.doi.org/10.1107/S1600536813017765 |
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author | Grossie, David Harrison, Leanna Turnbull, Kenneth |
author_facet | Grossie, David Harrison, Leanna Turnbull, Kenneth |
author_sort | Grossie, David |
collection | PubMed |
description | In general, sydnone compounds are synthesized with an aromatic substituent at the N-3 position and this feature adds to the stability of the mesoionic five-membered heterocyclic ring. In the title compound, C(26)H(19)BrN(3)O(2)P, the aromatic substitutent is triphenylphosphine 4-bromophenylimide. The dihedral angle between the planes of the sydnone and the attached phenyl ring is 45.98 (7)°. In the crystal, the molecules packed as pairs in which the sydnone rings lie in parallel planes separated by 0.849 Å and sandwiched between two parallel phenyl rings. The molecules interact through cyclic C—H⋯O=C hydrogen bonds. |
format | Online Article Text |
id | pubmed-3793708 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-37937082013-10-09 3-{5-Bromo-2-[(triphenylphosphanylidene)amino]phenyl}-4,5-dihydro-1,2,3-oxadiazol-3-ylium-5-olate Grossie, David Harrison, Leanna Turnbull, Kenneth Acta Crystallogr Sect E Struct Rep Online Organic Papers In general, sydnone compounds are synthesized with an aromatic substituent at the N-3 position and this feature adds to the stability of the mesoionic five-membered heterocyclic ring. In the title compound, C(26)H(19)BrN(3)O(2)P, the aromatic substitutent is triphenylphosphine 4-bromophenylimide. The dihedral angle between the planes of the sydnone and the attached phenyl ring is 45.98 (7)°. In the crystal, the molecules packed as pairs in which the sydnone rings lie in parallel planes separated by 0.849 Å and sandwiched between two parallel phenyl rings. The molecules interact through cyclic C—H⋯O=C hydrogen bonds. International Union of Crystallography 2013-07-03 /pmc/articles/PMC3793708/ /pubmed/24109295 http://dx.doi.org/10.1107/S1600536813017765 Text en © Grossie et al. 2013 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 Grossie, David Harrison, Leanna Turnbull, Kenneth 3-{5-Bromo-2-[(triphenylphosphanylidene)amino]phenyl}-4,5-dihydro-1,2,3-oxadiazol-3-ylium-5-olate |
title | 3-{5-Bromo-2-[(triphenylphosphanylidene)amino]phenyl}-4,5-dihydro-1,2,3-oxadiazol-3-ylium-5-olate |
title_full | 3-{5-Bromo-2-[(triphenylphosphanylidene)amino]phenyl}-4,5-dihydro-1,2,3-oxadiazol-3-ylium-5-olate |
title_fullStr | 3-{5-Bromo-2-[(triphenylphosphanylidene)amino]phenyl}-4,5-dihydro-1,2,3-oxadiazol-3-ylium-5-olate |
title_full_unstemmed | 3-{5-Bromo-2-[(triphenylphosphanylidene)amino]phenyl}-4,5-dihydro-1,2,3-oxadiazol-3-ylium-5-olate |
title_short | 3-{5-Bromo-2-[(triphenylphosphanylidene)amino]phenyl}-4,5-dihydro-1,2,3-oxadiazol-3-ylium-5-olate |
title_sort | 3-{5-bromo-2-[(triphenylphosphanylidene)amino]phenyl}-4,5-dihydro-1,2,3-oxadiazol-3-ylium-5-olate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3793708/ https://www.ncbi.nlm.nih.gov/pubmed/24109295 http://dx.doi.org/10.1107/S1600536813017765 |
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