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4-Bromoacetyl-3-phenylsydnone
In the title compound (systematic name: 4-bromoacetyl-1,2,3-oxadiazol-3-ylium-5-olate), C(10)H(7)BrN(2)O(3), the 1,2,3-oxadiazole ring and bromoacetyl group are essentially planar [maximum deviation = 0.010 (4) and 0.013 (3) Å respectively] and form dihedral angles of 59.31 (19) and 67.96 (11)°, re...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3393916/ https://www.ncbi.nlm.nih.gov/pubmed/22798781 http://dx.doi.org/10.1107/S1600536812026049 |
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author | Fun, Hoong-Kun Chia, Tze Shyang Nithinchandra, Kalluraya, Balakrishna Shetty, Shobhitha |
author_facet | Fun, Hoong-Kun Chia, Tze Shyang Nithinchandra, Kalluraya, Balakrishna Shetty, Shobhitha |
author_sort | Fun, Hoong-Kun |
collection | PubMed |
description | In the title compound (systematic name: 4-bromoacetyl-1,2,3-oxadiazol-3-ylium-5-olate), C(10)H(7)BrN(2)O(3), the 1,2,3-oxadiazole ring and bromoacetyl group are essentially planar [maximum deviation = 0.010 (4) and 0.013 (3) Å respectively] and form dihedral angles of 59.31 (19) and 67.96 (11)°, respectively, with the phenyl ring. The 1,2,3-oxadiazole ring is twisted slightly from the mean plane of the bromoacetyl group, forming a dihedral angle of 9.16 (24)°. In the crystal, molecules are linked by pairs of weak C—H⋯O hydrogen bonds into inversion dimers with R (2) (2)(12) ring motifs. The dimers are further connected by weak C—H⋯O hydrogen bonds into an infinite tape parallel to the b axis. In addition, π–π stacking interactions [centroid–centroid distance = 3.6569 (19) Å] and short intermolecular contacts [O⋯O = 2.827 (3) and C⋯C = 3.088 (5) Å] are observed. |
format | Online Article Text |
id | pubmed-3393916 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-33939162012-07-13 4-Bromoacetyl-3-phenylsydnone Fun, Hoong-Kun Chia, Tze Shyang Nithinchandra, Kalluraya, Balakrishna Shetty, Shobhitha Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound (systematic name: 4-bromoacetyl-1,2,3-oxadiazol-3-ylium-5-olate), C(10)H(7)BrN(2)O(3), the 1,2,3-oxadiazole ring and bromoacetyl group are essentially planar [maximum deviation = 0.010 (4) and 0.013 (3) Å respectively] and form dihedral angles of 59.31 (19) and 67.96 (11)°, respectively, with the phenyl ring. The 1,2,3-oxadiazole ring is twisted slightly from the mean plane of the bromoacetyl group, forming a dihedral angle of 9.16 (24)°. In the crystal, molecules are linked by pairs of weak C—H⋯O hydrogen bonds into inversion dimers with R (2) (2)(12) ring motifs. The dimers are further connected by weak C—H⋯O hydrogen bonds into an infinite tape parallel to the b axis. In addition, π–π stacking interactions [centroid–centroid distance = 3.6569 (19) Å] and short intermolecular contacts [O⋯O = 2.827 (3) and C⋯C = 3.088 (5) Å] are observed. International Union of Crystallography 2012-06-16 /pmc/articles/PMC3393916/ /pubmed/22798781 http://dx.doi.org/10.1107/S1600536812026049 Text en © Fun et al. 2012 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 Fun, Hoong-Kun Chia, Tze Shyang Nithinchandra, Kalluraya, Balakrishna Shetty, Shobhitha 4-Bromoacetyl-3-phenylsydnone |
title | 4-Bromoacetyl-3-phenylsydnone |
title_full | 4-Bromoacetyl-3-phenylsydnone |
title_fullStr | 4-Bromoacetyl-3-phenylsydnone |
title_full_unstemmed | 4-Bromoacetyl-3-phenylsydnone |
title_short | 4-Bromoacetyl-3-phenylsydnone |
title_sort | 4-bromoacetyl-3-phenylsydnone |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3393916/ https://www.ncbi.nlm.nih.gov/pubmed/22798781 http://dx.doi.org/10.1107/S1600536812026049 |
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