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1-[1-(2,1,3-Benzoxadiazol-5-ylmethyl)-1H-1,2,3-triazol-4-yl]hexan-1-one
The title compound, C(15)H(17)N(5)O(2), was synthesized as part of a series of benzoxadiazole analogs which were examined for fluorescent properties by Cu-catalysed azide–alkyne cycloaddition (CuAAC) of a 4-azidomethyl-benzoxadiazole substrate. The structure shows a nearly coplanar orientation of...
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/PMC3515235/ https://www.ncbi.nlm.nih.gov/pubmed/23284455 http://dx.doi.org/10.1107/S1600536812041839 |
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author | Key, Jessie A. Cairo, Christopher W. McDonald, Robert |
author_facet | Key, Jessie A. Cairo, Christopher W. McDonald, Robert |
author_sort | Key, Jessie A. |
collection | PubMed |
description | The title compound, C(15)H(17)N(5)O(2), was synthesized as part of a series of benzoxadiazole analogs which were examined for fluorescent properties by Cu-catalysed azide–alkyne cycloaddition (CuAAC) of a 4-azidomethyl-benzoxadiazole substrate. The structure shows a nearly coplanar orientation of the hexanone keto group and the 1,2,3-triazole ring [dihedral angle = 4.3 (3)°], while the benzoxadiazole and triazole groups are much more severely inclined [dihedral angle = 70.87 (4)°]. In the crystal, weak C—H⋯N interactions connect translationally-related triazole rings, while another set of C—H⋯N interactions is formed between inversion-related benzoxadiazole units, forming a three-dimensional network. The crystal studied was a non-merohedral twin with refined value of the twin fraction of 0.2289 (16). |
format | Online Article Text |
id | pubmed-3515235 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-35152352013-01-02 1-[1-(2,1,3-Benzoxadiazol-5-ylmethyl)-1H-1,2,3-triazol-4-yl]hexan-1-one Key, Jessie A. Cairo, Christopher W. McDonald, Robert Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(15)H(17)N(5)O(2), was synthesized as part of a series of benzoxadiazole analogs which were examined for fluorescent properties by Cu-catalysed azide–alkyne cycloaddition (CuAAC) of a 4-azidomethyl-benzoxadiazole substrate. The structure shows a nearly coplanar orientation of the hexanone keto group and the 1,2,3-triazole ring [dihedral angle = 4.3 (3)°], while the benzoxadiazole and triazole groups are much more severely inclined [dihedral angle = 70.87 (4)°]. In the crystal, weak C—H⋯N interactions connect translationally-related triazole rings, while another set of C—H⋯N interactions is formed between inversion-related benzoxadiazole units, forming a three-dimensional network. The crystal studied was a non-merohedral twin with refined value of the twin fraction of 0.2289 (16). International Union of Crystallography 2012-10-13 /pmc/articles/PMC3515235/ /pubmed/23284455 http://dx.doi.org/10.1107/S1600536812041839 Text en © Key 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 Key, Jessie A. Cairo, Christopher W. McDonald, Robert 1-[1-(2,1,3-Benzoxadiazol-5-ylmethyl)-1H-1,2,3-triazol-4-yl]hexan-1-one |
title | 1-[1-(2,1,3-Benzoxadiazol-5-ylmethyl)-1H-1,2,3-triazol-4-yl]hexan-1-one |
title_full | 1-[1-(2,1,3-Benzoxadiazol-5-ylmethyl)-1H-1,2,3-triazol-4-yl]hexan-1-one |
title_fullStr | 1-[1-(2,1,3-Benzoxadiazol-5-ylmethyl)-1H-1,2,3-triazol-4-yl]hexan-1-one |
title_full_unstemmed | 1-[1-(2,1,3-Benzoxadiazol-5-ylmethyl)-1H-1,2,3-triazol-4-yl]hexan-1-one |
title_short | 1-[1-(2,1,3-Benzoxadiazol-5-ylmethyl)-1H-1,2,3-triazol-4-yl]hexan-1-one |
title_sort | 1-[1-(2,1,3-benzoxadiazol-5-ylmethyl)-1h-1,2,3-triazol-4-yl]hexan-1-one |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3515235/ https://www.ncbi.nlm.nih.gov/pubmed/23284455 http://dx.doi.org/10.1107/S1600536812041839 |
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