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(E)-N,N-Diethyl-2,6-diisopropyl-4-[2-(4-nitrophenyl)ethenyl]aniline
The title compound, C(24)H(32)N(2)O(2), was prepared by Horner olefination of 4-diethylamino-3,5-diisopropylbenzaldehyde and diethyl p-nitrobenzylphosphonate. There are two independent molecules (A and B) in the asymmetric unit. Their main axes, defined by the line connecting the N atoms of...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3885052/ https://www.ncbi.nlm.nih.gov/pubmed/24454228 http://dx.doi.org/10.1107/S1600536813030948 |
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author | Wink, Christoph Schollmeyer, Dieter Detert, Heiner |
author_facet | Wink, Christoph Schollmeyer, Dieter Detert, Heiner |
author_sort | Wink, Christoph |
collection | PubMed |
description | The title compound, C(24)H(32)N(2)O(2), was prepared by Horner olefination of 4-diethylamino-3,5-diisopropylbenzaldehyde and diethyl p-nitrobenzylphosphonate. There are two independent molecules (A and B) in the asymmetric unit. Their main axes, defined by the line connecting the N atoms of the nitro and amino groups, open an angle of 79.42 (3)°. Steric hindrance around the amino group is reflected in a long aryl C—N bond [1.434 (3) Å for molecule A and 1.440 (3) Å for molecule B], a pyramidal geometry [angle sum = 350.0 (2)° for molecule A and 349.6 (2)° for molecule B], and dihedral angles between the phenylene group and the plane defined by the CH(2)—N—CH(2) unit of 86.9 (3)° for molecule A and 88.3 (3)° for molecule B. This gives structural support for the electronic decoupling of the amino group from the nearly planar nitrostilbene moiety (r.m.s. deviation for C, N and O atoms = 0.097 for molecule A and 0.107 Å for molecule B). |
format | Online Article Text |
id | pubmed-3885052 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-38850522014-01-17 (E)-N,N-Diethyl-2,6-diisopropyl-4-[2-(4-nitrophenyl)ethenyl]aniline Wink, Christoph Schollmeyer, Dieter Detert, Heiner Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(24)H(32)N(2)O(2), was prepared by Horner olefination of 4-diethylamino-3,5-diisopropylbenzaldehyde and diethyl p-nitrobenzylphosphonate. There are two independent molecules (A and B) in the asymmetric unit. Their main axes, defined by the line connecting the N atoms of the nitro and amino groups, open an angle of 79.42 (3)°. Steric hindrance around the amino group is reflected in a long aryl C—N bond [1.434 (3) Å for molecule A and 1.440 (3) Å for molecule B], a pyramidal geometry [angle sum = 350.0 (2)° for molecule A and 349.6 (2)° for molecule B], and dihedral angles between the phenylene group and the plane defined by the CH(2)—N—CH(2) unit of 86.9 (3)° for molecule A and 88.3 (3)° for molecule B. This gives structural support for the electronic decoupling of the amino group from the nearly planar nitrostilbene moiety (r.m.s. deviation for C, N and O atoms = 0.097 for molecule A and 0.107 Å for molecule B). International Union of Crystallography 2013-11-20 /pmc/articles/PMC3885052/ /pubmed/24454228 http://dx.doi.org/10.1107/S1600536813030948 Text en © Wink et al. 2013 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 Wink, Christoph Schollmeyer, Dieter Detert, Heiner (E)-N,N-Diethyl-2,6-diisopropyl-4-[2-(4-nitrophenyl)ethenyl]aniline |
title | (E)-N,N-Diethyl-2,6-diisopropyl-4-[2-(4-nitrophenyl)ethenyl]aniline |
title_full | (E)-N,N-Diethyl-2,6-diisopropyl-4-[2-(4-nitrophenyl)ethenyl]aniline |
title_fullStr | (E)-N,N-Diethyl-2,6-diisopropyl-4-[2-(4-nitrophenyl)ethenyl]aniline |
title_full_unstemmed | (E)-N,N-Diethyl-2,6-diisopropyl-4-[2-(4-nitrophenyl)ethenyl]aniline |
title_short | (E)-N,N-Diethyl-2,6-diisopropyl-4-[2-(4-nitrophenyl)ethenyl]aniline |
title_sort | (e)-n,n-diethyl-2,6-diisopropyl-4-[2-(4-nitrophenyl)ethenyl]aniline |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3885052/ https://www.ncbi.nlm.nih.gov/pubmed/24454228 http://dx.doi.org/10.1107/S1600536813030948 |
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