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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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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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]. |
format | Online Article Text |
id | pubmed-3588508 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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