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4-[2-(2,2-Dimethyl-4,6-dioxo-1,3-dioxan-5-yl­idene)hydrazin-1-yl]benzo­nitrile

In the title compound, C(13)H(11)N(3)O(4), the dioxane ring adopts an envelope conformation with the C atom bonded to the dimethyl group in the flap position [deviation = 0.613 (1) Å]. The nitrile group and the attached benzene ring are roughly coplanar [maximum deviation = 0.087 (1) Å]. An intra­mo...

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Detalles Bibliográficos
Autores principales: Çolak, Naki, Yıldırır, Yılmaz, Tercan, Barış, Ermiş, Emel, Hökelek, Tuncer
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007023/
https://www.ncbi.nlm.nih.gov/pubmed/21587996
http://dx.doi.org/10.1107/S1600536810024025
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author Çolak, Naki
Yıldırır, Yılmaz
Tercan, Barış
Ermiş, Emel
Hökelek, Tuncer
author_facet Çolak, Naki
Yıldırır, Yılmaz
Tercan, Barış
Ermiş, Emel
Hökelek, Tuncer
author_sort Çolak, Naki
collection PubMed
description In the title compound, C(13)H(11)N(3)O(4), the dioxane ring adopts an envelope conformation with the C atom bonded to the dimethyl group in the flap position [deviation = 0.613 (1) Å]. The nitrile group and the attached benzene ring are roughly coplanar [maximum deviation = 0.087 (1) Å]. An intra­molecular N—H⋯O hydrogen bond involving the hydrazinyl group generates an S(6) ring. The N—N and C—N bond lengths indicate that the compound may be a mixture of the azo and hydrazone tautomeric forms but the presence of the N-bound H atom supports the hydrazone form. The crystal structure is stabilized by weak inter­molecular C—H⋯O, C—H⋯N and C—H⋯π inter­actions.
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spelling pubmed-30070232010-12-30 4-[2-(2,2-Dimethyl-4,6-dioxo-1,3-dioxan-5-yl­idene)hydrazin-1-yl]benzo­nitrile Çolak, Naki Yıldırır, Yılmaz Tercan, Barış Ermiş, Emel Hökelek, Tuncer Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(13)H(11)N(3)O(4), the dioxane ring adopts an envelope conformation with the C atom bonded to the dimethyl group in the flap position [deviation = 0.613 (1) Å]. The nitrile group and the attached benzene ring are roughly coplanar [maximum deviation = 0.087 (1) Å]. An intra­molecular N—H⋯O hydrogen bond involving the hydrazinyl group generates an S(6) ring. The N—N and C—N bond lengths indicate that the compound may be a mixture of the azo and hydrazone tautomeric forms but the presence of the N-bound H atom supports the hydrazone form. The crystal structure is stabilized by weak inter­molecular C—H⋯O, C—H⋯N and C—H⋯π inter­actions. International Union of Crystallography 2010-06-26 /pmc/articles/PMC3007023/ /pubmed/21587996 http://dx.doi.org/10.1107/S1600536810024025 Text en © Çolak et al. 2010 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
Çolak, Naki
Yıldırır, Yılmaz
Tercan, Barış
Ermiş, Emel
Hökelek, Tuncer
4-[2-(2,2-Dimethyl-4,6-dioxo-1,3-dioxan-5-yl­idene)hydrazin-1-yl]benzo­nitrile
title 4-[2-(2,2-Dimethyl-4,6-dioxo-1,3-dioxan-5-yl­idene)hydrazin-1-yl]benzo­nitrile
title_full 4-[2-(2,2-Dimethyl-4,6-dioxo-1,3-dioxan-5-yl­idene)hydrazin-1-yl]benzo­nitrile
title_fullStr 4-[2-(2,2-Dimethyl-4,6-dioxo-1,3-dioxan-5-yl­idene)hydrazin-1-yl]benzo­nitrile
title_full_unstemmed 4-[2-(2,2-Dimethyl-4,6-dioxo-1,3-dioxan-5-yl­idene)hydrazin-1-yl]benzo­nitrile
title_short 4-[2-(2,2-Dimethyl-4,6-dioxo-1,3-dioxan-5-yl­idene)hydrazin-1-yl]benzo­nitrile
title_sort 4-[2-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl­idene)hydrazin-1-yl]benzo­nitrile
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007023/
https://www.ncbi.nlm.nih.gov/pubmed/21587996
http://dx.doi.org/10.1107/S1600536810024025
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AT yıldırıryılmaz 4222dimethyl46dioxo13dioxan5ylidenehydrazin1ylbenzonitrile
AT tercanbarıs 4222dimethyl46dioxo13dioxan5ylidenehydrazin1ylbenzonitrile
AT ermisemel 4222dimethyl46dioxo13dioxan5ylidenehydrazin1ylbenzonitrile
AT hokelektuncer 4222dimethyl46dioxo13dioxan5ylidenehydrazin1ylbenzonitrile