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6,7-Difluoro-1,2,3,4-tetra­hydro­quin­oxa­line-5,8-dicarbonitrile

In the title compound, C(10)H(6)F(2)N(4), the C(ar)—N bonds are slightly shortened with respect to a standard aniline C—N bond [1.3580 (16) and 1.3618 (16) versus 1.39 Å], thus indicating some π–π conjgation with the electron-acceptor CN groups. The mol­ecule, except for two C atom of the ethyl­ene...

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Autores principales: Qu, Bao-Hua, Jia, Xiao-Chuan, Li, Jing, He, Ming-Yang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588508/
https://www.ncbi.nlm.nih.gov/pubmed/23476563
http://dx.doi.org/10.1107/S1600536813003206
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author Qu, Bao-Hua
Jia, Xiao-Chuan
Li, Jing
He, Ming-Yang
author_facet Qu, Bao-Hua
Jia, Xiao-Chuan
Li, Jing
He, Ming-Yang
author_sort Qu, Bao-Hua
collection PubMed
description In the title compound, C(10)H(6)F(2)N(4), the C(ar)—N bonds are slightly shortened with respect to a standard aniline C—N bond [1.3580 (16) and 1.3618 (16) versus 1.39 Å], thus indicating some π–π conjgation with the electron-acceptor CN groups. The mol­ecule, except for two C atom of the ethyl­ene bridge, is nearly planar, the largest deviation of the other non-H atoms from the mean plane being 0.309 (2) Å. The N—C—C—N torsion angle involving the ethyl­ene bridge is 50.23 (18)°. In the crystal, mol­ecules are connected by pairs of N—H⋯N hydrogen bonds into chains along [21-1].
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spelling pubmed-35885082013-03-08 6,7-Difluoro-1,2,3,4-tetra­hydro­quin­oxa­line-5,8-dicarbonitrile Qu, Bao-Hua Jia, Xiao-Chuan Li, Jing He, Ming-Yang Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(10)H(6)F(2)N(4), the C(ar)—N bonds are slightly shortened with respect to a standard aniline C—N bond [1.3580 (16) and 1.3618 (16) versus 1.39 Å], thus indicating some π–π conjgation with the electron-acceptor CN groups. The mol­ecule, except for two C atom of the ethyl­ene bridge, is nearly planar, the largest deviation of the other non-H atoms from the mean plane being 0.309 (2) Å. The N—C—C—N torsion angle involving the ethyl­ene bridge is 50.23 (18)°. In the crystal, mol­ecules are connected by pairs of N—H⋯N hydrogen bonds into chains along [21-1]. International Union of Crystallography 2013-02-13 /pmc/articles/PMC3588508/ /pubmed/23476563 http://dx.doi.org/10.1107/S1600536813003206 Text en © Qu 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
Qu, Bao-Hua
Jia, Xiao-Chuan
Li, Jing
He, Ming-Yang
6,7-Difluoro-1,2,3,4-tetra­hydro­quin­oxa­line-5,8-dicarbonitrile
title 6,7-Difluoro-1,2,3,4-tetra­hydro­quin­oxa­line-5,8-dicarbonitrile
title_full 6,7-Difluoro-1,2,3,4-tetra­hydro­quin­oxa­line-5,8-dicarbonitrile
title_fullStr 6,7-Difluoro-1,2,3,4-tetra­hydro­quin­oxa­line-5,8-dicarbonitrile
title_full_unstemmed 6,7-Difluoro-1,2,3,4-tetra­hydro­quin­oxa­line-5,8-dicarbonitrile
title_short 6,7-Difluoro-1,2,3,4-tetra­hydro­quin­oxa­line-5,8-dicarbonitrile
title_sort 6,7-difluoro-1,2,3,4-tetra­hydro­quin­oxa­line-5,8-dicarbonitrile
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588508/
https://www.ncbi.nlm.nih.gov/pubmed/23476563
http://dx.doi.org/10.1107/S1600536813003206
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