N-[4-(Morpholinodiazen­yl)phen­yl]acetamide

The title compound, C(12)H(16)N(4)O(2), is a member of a family of morpholine-substituted aromatic diazenes. Conjugation of the diazene group π-system and the lone pair of electrons of the morpholine N atom is evidenced by a lengthened N=N double bond of 1.2707 (19) Å and a shortened N—N single bond...

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Detalles Bibliográficos
Autores principales: Chin, Taylor, Fronczek, Frank R., Isovitsch, Ralph
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2972161/
https://www.ncbi.nlm.nih.gov/pubmed/21578914
http://dx.doi.org/10.1107/S160053680904937X
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author Chin, Taylor
Fronczek, Frank R.
Isovitsch, Ralph
author_facet Chin, Taylor
Fronczek, Frank R.
Isovitsch, Ralph
author_sort Chin, Taylor
collection PubMed
description The title compound, C(12)H(16)N(4)O(2), is a member of a family of morpholine-substituted aromatic diazenes. Conjugation of the diazene group π-system and the lone pair of electrons of the morpholine N atom is evidenced by a lengthened N=N double bond of 1.2707 (19) Å and a shortened N—N single bond of 1.346 (2) Å. The bond angles at the morpholine N atom range from 113.52 (14) to 121.12 (14)°, indicating some degree of sp (2) hybridization. The morpholine ring adopts a conventional chair conformation with the diazenyl group in the equatorial position. The diazenyl and acetamido groups are both twisted relative to the plane of the benzene ring by 12.3 (2) and 25.5 (3)°, respectively.
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spelling pubmed-29721612010-12-30 N-[4-(Morpholinodiazen­yl)phen­yl]acetamide Chin, Taylor Fronczek, Frank R. Isovitsch, Ralph Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(12)H(16)N(4)O(2), is a member of a family of morpholine-substituted aromatic diazenes. Conjugation of the diazene group π-system and the lone pair of electrons of the morpholine N atom is evidenced by a lengthened N=N double bond of 1.2707 (19) Å and a shortened N—N single bond of 1.346 (2) Å. The bond angles at the morpholine N atom range from 113.52 (14) to 121.12 (14)°, indicating some degree of sp (2) hybridization. The morpholine ring adopts a conventional chair conformation with the diazenyl group in the equatorial position. The diazenyl and acetamido groups are both twisted relative to the plane of the benzene ring by 12.3 (2) and 25.5 (3)°, respectively. International Union of Crystallography 2009-11-25 /pmc/articles/PMC2972161/ /pubmed/21578914 http://dx.doi.org/10.1107/S160053680904937X Text en © Chin et al. 2009 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
Chin, Taylor
Fronczek, Frank R.
Isovitsch, Ralph
N-[4-(Morpholinodiazen­yl)phen­yl]acetamide
title N-[4-(Morpholinodiazen­yl)phen­yl]acetamide
title_full N-[4-(Morpholinodiazen­yl)phen­yl]acetamide
title_fullStr N-[4-(Morpholinodiazen­yl)phen­yl]acetamide
title_full_unstemmed N-[4-(Morpholinodiazen­yl)phen­yl]acetamide
title_short N-[4-(Morpholinodiazen­yl)phen­yl]acetamide
title_sort n-[4-(morpholinodiazen­yl)phen­yl]acetamide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2972161/
https://www.ncbi.nlm.nih.gov/pubmed/21578914
http://dx.doi.org/10.1107/S160053680904937X
work_keys_str_mv AT chintaylor n4morpholinodiazenylphenylacetamide
AT fronczekfrankr n4morpholinodiazenylphenylacetamide
AT isovitschralph n4morpholinodiazenylphenylacetamide

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