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Low-temperature redetermination of benzofurazan 1-oxide

In the six-membered ring of the low-temperature crystal structure of benzofurazan 1-oxide, C(6)H(4)N(2)O(2), the two C atoms adjacent to the N atoms are linked by a delocalized aromatic bond [1.402 (2) Å]; each is connected to its neighbour by a longer, more localized, bond [1.420 (2), 1.430 (2) Å]....

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Autor principal: Ng, Seik Weng
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969705/
https://www.ncbi.nlm.nih.gov/pubmed/21583137
http://dx.doi.org/10.1107/S1600536809017036
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author Ng, Seik Weng
author_facet Ng, Seik Weng
author_sort Ng, Seik Weng
collection PubMed
description In the six-membered ring of the low-temperature crystal structure of benzofurazan 1-oxide, C(6)H(4)N(2)O(2), the two C atoms adjacent to the N atoms are linked by a delocalized aromatic bond [1.402 (2) Å]; each is connected to its neighbour by a longer, more localized, bond [1.420 (2), 1.430 (2) Å]. However, the next two bonds in the ring approximate double bonds [1.357 (2), 1.366 (2) Å]. As such, the six-membered ring is better described as a cyclo­hexa­diene system, in contrast to the description in the room-temperature structure reported by Britton & Olson (1979 ▶) [Acta Cryst. B35, 3076–3078].
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spelling pubmed-29697052010-12-30 Low-temperature redetermination of benzofurazan 1-oxide Ng, Seik Weng Acta Crystallogr Sect E Struct Rep Online Organic Papers In the six-membered ring of the low-temperature crystal structure of benzofurazan 1-oxide, C(6)H(4)N(2)O(2), the two C atoms adjacent to the N atoms are linked by a delocalized aromatic bond [1.402 (2) Å]; each is connected to its neighbour by a longer, more localized, bond [1.420 (2), 1.430 (2) Å]. However, the next two bonds in the ring approximate double bonds [1.357 (2), 1.366 (2) Å]. As such, the six-membered ring is better described as a cyclo­hexa­diene system, in contrast to the description in the room-temperature structure reported by Britton & Olson (1979 ▶) [Acta Cryst. B35, 3076–3078]. International Union of Crystallography 2009-05-14 /pmc/articles/PMC2969705/ /pubmed/21583137 http://dx.doi.org/10.1107/S1600536809017036 Text en © Seik Weng Ng 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
Ng, Seik Weng
Low-temperature redetermination of benzofurazan 1-oxide
title Low-temperature redetermination of benzofurazan 1-oxide
title_full Low-temperature redetermination of benzofurazan 1-oxide
title_fullStr Low-temperature redetermination of benzofurazan 1-oxide
title_full_unstemmed Low-temperature redetermination of benzofurazan 1-oxide
title_short Low-temperature redetermination of benzofurazan 1-oxide
title_sort low-temperature redetermination of benzofurazan 1-oxide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969705/
https://www.ncbi.nlm.nih.gov/pubmed/21583137
http://dx.doi.org/10.1107/S1600536809017036
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