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5,5′-Bis(naphthalen-2-yl)-2,2′-bi(1,3,4-oxadiazole)

The title mol­ecule, C(24)H(14)N(4)O(2), lies on an inversion centre and the asymmetric unit containg one half-mol­ecule. The naphthalene ring systems are twisted slightly with respect to the oxadiazole rings, making a dihedral angle of 1.36 (6)°. These mol­ecules are π-stacked along the crystallogr...

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Detalles Bibliográficos
Autores principales: Wang, Haitao, Jia, Xiaoshi, Qu, Songnan, Bai, Binglian, Li, Min
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3239005/
https://www.ncbi.nlm.nih.gov/pubmed/22199854
http://dx.doi.org/10.1107/S1600536811048513
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author Wang, Haitao
Jia, Xiaoshi
Qu, Songnan
Bai, Binglian
Li, Min
author_facet Wang, Haitao
Jia, Xiaoshi
Qu, Songnan
Bai, Binglian
Li, Min
author_sort Wang, Haitao
collection PubMed
description The title mol­ecule, C(24)H(14)N(4)O(2), lies on an inversion centre and the asymmetric unit containg one half-mol­ecule. The naphthalene ring systems are twisted slightly with respect to the oxadiazole rings, making a dihedral angle of 1.36 (6)°. These mol­ecules are π-stacked along the crystallographic a axis, with an inter­planar distance of 3.337 (1) Å. Adjacent mol­ecules are slipped from the ‘ideal’ cofacial π-stack in both the long and short mol­ecular axis (the long mol­ecular axis is defined as the line through the naphthalene C atom in the 6-position and the mol­ecular center, the short mol­ecular axis is in the mol­ecular plane perpendicular to it). The slip distance along the long mol­ecular axis (S (1)) is 7.064 (1) Å, nearly a two-ring-length displacement. The side slip (S (2), along the short mol­ecular axis) is 1.159 (8) Å.
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spelling pubmed-32390052011-12-23 5,5′-Bis(naphthalen-2-yl)-2,2′-bi(1,3,4-oxadiazole) Wang, Haitao Jia, Xiaoshi Qu, Songnan Bai, Binglian Li, Min Acta Crystallogr Sect E Struct Rep Online Organic Papers The title mol­ecule, C(24)H(14)N(4)O(2), lies on an inversion centre and the asymmetric unit containg one half-mol­ecule. The naphthalene ring systems are twisted slightly with respect to the oxadiazole rings, making a dihedral angle of 1.36 (6)°. These mol­ecules are π-stacked along the crystallographic a axis, with an inter­planar distance of 3.337 (1) Å. Adjacent mol­ecules are slipped from the ‘ideal’ cofacial π-stack in both the long and short mol­ecular axis (the long mol­ecular axis is defined as the line through the naphthalene C atom in the 6-position and the mol­ecular center, the short mol­ecular axis is in the mol­ecular plane perpendicular to it). The slip distance along the long mol­ecular axis (S (1)) is 7.064 (1) Å, nearly a two-ring-length displacement. The side slip (S (2), along the short mol­ecular axis) is 1.159 (8) Å. International Union of Crystallography 2011-11-19 /pmc/articles/PMC3239005/ /pubmed/22199854 http://dx.doi.org/10.1107/S1600536811048513 Text en © Wang et al. 2011 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
Wang, Haitao
Jia, Xiaoshi
Qu, Songnan
Bai, Binglian
Li, Min
5,5′-Bis(naphthalen-2-yl)-2,2′-bi(1,3,4-oxadiazole)
title 5,5′-Bis(naphthalen-2-yl)-2,2′-bi(1,3,4-oxadiazole)
title_full 5,5′-Bis(naphthalen-2-yl)-2,2′-bi(1,3,4-oxadiazole)
title_fullStr 5,5′-Bis(naphthalen-2-yl)-2,2′-bi(1,3,4-oxadiazole)
title_full_unstemmed 5,5′-Bis(naphthalen-2-yl)-2,2′-bi(1,3,4-oxadiazole)
title_short 5,5′-Bis(naphthalen-2-yl)-2,2′-bi(1,3,4-oxadiazole)
title_sort 5,5′-bis(naphthalen-2-yl)-2,2′-bi(1,3,4-oxadiazole)
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3239005/
https://www.ncbi.nlm.nih.gov/pubmed/22199854
http://dx.doi.org/10.1107/S1600536811048513
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