Cargando…

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...

Descripción completa

Detalles Bibliográficos
Autores principales: Key, Jessie A., Cairo, Christopher W., McDonald, Robert
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
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
_version_ 1782252140209635328
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
work_keys_str_mv AT keyjessiea 11213benzoxadiazol5ylmethyl1h123triazol4ylhexan1one
AT cairochristopherw 11213benzoxadiazol5ylmethyl1h123triazol4ylhexan1one
AT mcdonaldrobert 11213benzoxadiazol5ylmethyl1h123triazol4ylhexan1one