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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...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2010
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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. |
format | Text |
id | pubmed-3007023 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT colaknaki 4222dimethyl46dioxo13dioxan5ylidenehydrazin1ylbenzonitrile AT yıldırıryılmaz 4222dimethyl46dioxo13dioxan5ylidenehydrazin1ylbenzonitrile AT tercanbarıs 4222dimethyl46dioxo13dioxan5ylidenehydrazin1ylbenzonitrile AT ermisemel 4222dimethyl46dioxo13dioxan5ylidenehydrazin1ylbenzonitrile AT hokelektuncer 4222dimethyl46dioxo13dioxan5ylidenehydrazin1ylbenzonitrile |