(S)-(+)-N-Benzylidene-1-(1-naphthyl)ethylamine

(S)-(+)-N-Benzylidene-1-(1-naphthyl)ethylamine

In the title chiral aldimine, C19H17N, the azomethine group is not fully conjugated with the phenyl substituent: the dihedral angle between phenyl and C*—N=C mean planes is ϕ3 = 23.0 (2)°. Compared with the earlier DFT-B3LYP/6–31&am...

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Main Authors: Sylvain Bernès, Guadalupe Hernández, Jaime Vázquez, Alejandra Tovar, René Gutiérrez
Format: Article
Language:English
Published: International Union of Crystallography 2011-05-01
Series:Acta Crystallographica Section E
Online Access:http://scripts.iucr.org/cgi-bin/paper?S1600536811012980
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spelling doaj-6a7e465e48484cb382b9781392053d822020-11-24T20:55:58ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682011-05-01675o1257o125710.1107/S1600536811012980(S)-(+)-N-Benzylidene-1-(1-naphthyl)ethylamineSylvain BernèsGuadalupe HernándezJaime VázquezAlejandra TovarRené GutiérrezIn the title chiral aldimine, C19H17N, the azomethine group is not fully conjugated with the phenyl substituent: the dihedral angle between phenyl and C*—N=C mean planes is ϕ3 = 23.0 (2)°. Compared with the earlier DFT-B3LYP/6–31 G(d) computations from the literature, the C=N—C*—C(naphthyl) torsion angle, found at ϕ2 = −118.0 (2)° in the X-ray structure, does not match the angle calculated for the potential minimum energy at ϕ2 = 0°. However, this angle is close to the second potential energy minimum at ϕ2 = −120° which is ca. 8.5 kJ mol−1 above the global energy minimum. Thus, the reported X-ray structure corresponds to the second most likely (according to DFT) conformer, allowing the existence of other polymorphs to be anticipated.http://scripts.iucr.org/cgi-bin/paper?S1600536811012980
collection DOAJ
language English
format Article
sources DOAJ
author Sylvain Bernès
Guadalupe Hernández
Jaime Vázquez
Alejandra Tovar
René Gutiérrez
spellingShingle Sylvain Bernès
Guadalupe Hernández
Jaime Vázquez
Alejandra Tovar
René Gutiérrez
(S)-(+)-N-Benzylidene-1-(1-naphthyl)ethylamine
Acta Crystallographica Section E
author_facet Sylvain Bernès
Guadalupe Hernández
Jaime Vázquez
Alejandra Tovar
René Gutiérrez
author_sort Sylvain Bernès
title (S)-(+)-N-Benzylidene-1-(1-naphthyl)ethylamine
title_short (S)-(+)-N-Benzylidene-1-(1-naphthyl)ethylamine
title_full (S)-(+)-N-Benzylidene-1-(1-naphthyl)ethylamine
title_fullStr (S)-(+)-N-Benzylidene-1-(1-naphthyl)ethylamine
title_full_unstemmed (S)-(+)-N-Benzylidene-1-(1-naphthyl)ethylamine
title_sort (s)-(+)-n-benzylidene-1-(1-naphthyl)ethylamine
publisher International Union of Crystallography
series Acta Crystallographica Section E
issn 1600-5368
publishDate 2011-05-01
description In the title chiral aldimine, C19H17N, the azomethine group is not fully conjugated with the phenyl substituent: the dihedral angle between phenyl and C*—N=C mean planes is ϕ3 = 23.0 (2)°. Compared with the earlier DFT-B3LYP/6–31 G(d) computations from the literature, the C=N—C*—C(naphthyl) torsion angle, found at ϕ2 = −118.0 (2)° in the X-ray structure, does not match the angle calculated for the potential minimum energy at ϕ2 = 0°. However, this angle is close to the second potential energy minimum at ϕ2 = −120° which is ca. 8.5 kJ mol−1 above the global energy minimum. Thus, the reported X-ray structure corresponds to the second most likely (according to DFT) conformer, allowing the existence of other polymorphs to be anticipated.
url http://scripts.iucr.org/cgi-bin/paper?S1600536811012980
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