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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...

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Autores principales: Wink, Christoph, Schollmeyer, Dieter, Detert, Heiner
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
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).
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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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