Cargando…

4-Anilino-3-nitro­benzonitrile

In the title compound, C(13)H(9)N(3)O(2), the aromatic rings are twisted with respect to each other, making a dihedral angle of 49.41 (9)°. The nitro group and the nitrile group are nearly in the plane of the benzonitrile ring, the largest deviation from the plane being 0.123 (1) Å. There is an intr...

Descripción completa

Detalles Bibliográficos
Autores principales: Wang, Yong, Fan, Kaiqing, Li, Chenghong, Ge, Changhua
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3011760/
https://www.ncbi.nlm.nih.gov/pubmed/21589567
http://dx.doi.org/10.1107/S1600536810043862
_version_ 1782195020460195840
author Wang, Yong
Fan, Kaiqing
Li, Chenghong
Ge, Changhua
author_facet Wang, Yong
Fan, Kaiqing
Li, Chenghong
Ge, Changhua
author_sort Wang, Yong
collection PubMed
description In the title compound, C(13)H(9)N(3)O(2), the aromatic rings are twisted with respect to each other, making a dihedral angle of 49.41 (9)°. The nitro group and the nitrile group are nearly in the plane of the benzonitrile ring, the largest deviation from the plane being 0.123 (1) Å. There is an intra­molecular N—H⋯O hydrogen bond forming an S(6) ring. Weak inter­molecular C—H⋯O hydrogen bonds link the mol­ecules into a chain parallel to the c axis. Futhermore, slipped π–π inter­actions between symmetry-related phenyl rings [centroid–centroid distance 3.808 (1) Å, inter­planar distance 3.544 (8) Å with an offset of 21.5°] stabilize the structure.
format Text
id pubmed-3011760
institution National Center for Biotechnology Information
language English
publishDate 2010
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-30117602010-12-30 4-Anilino-3-nitro­benzonitrile Wang, Yong Fan, Kaiqing Li, Chenghong Ge, Changhua Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(13)H(9)N(3)O(2), the aromatic rings are twisted with respect to each other, making a dihedral angle of 49.41 (9)°. The nitro group and the nitrile group are nearly in the plane of the benzonitrile ring, the largest deviation from the plane being 0.123 (1) Å. There is an intra­molecular N—H⋯O hydrogen bond forming an S(6) ring. Weak inter­molecular C—H⋯O hydrogen bonds link the mol­ecules into a chain parallel to the c axis. Futhermore, slipped π–π inter­actions between symmetry-related phenyl rings [centroid–centroid distance 3.808 (1) Å, inter­planar distance 3.544 (8) Å with an offset of 21.5°] stabilize the structure. International Union of Crystallography 2010-11-24 /pmc/articles/PMC3011760/ /pubmed/21589567 http://dx.doi.org/10.1107/S1600536810043862 Text en © Wang et al. 2010 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
Wang, Yong
Fan, Kaiqing
Li, Chenghong
Ge, Changhua
4-Anilino-3-nitro­benzonitrile
title 4-Anilino-3-nitro­benzonitrile
title_full 4-Anilino-3-nitro­benzonitrile
title_fullStr 4-Anilino-3-nitro­benzonitrile
title_full_unstemmed 4-Anilino-3-nitro­benzonitrile
title_short 4-Anilino-3-nitro­benzonitrile
title_sort 4-anilino-3-nitro­benzonitrile
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3011760/
https://www.ncbi.nlm.nih.gov/pubmed/21589567
http://dx.doi.org/10.1107/S1600536810043862
work_keys_str_mv AT wangyong 4anilino3nitrobenzonitrile
AT fankaiqing 4anilino3nitrobenzonitrile
AT lichenghong 4anilino3nitrobenzonitrile
AT gechanghua 4anilino3nitrobenzonitrile