N-(3-Chlorophenyl)-3-nitropyridin-2-amine

N-(3-Chlorophenyl)-3-nitropyridin-2-amine

The dihedral angle between the benzene and pyridyl rings in the title compound, C11H8ClN3O2, is 22.65 (10)°, indicating a twisted molecule. The amine H and nitro O atoms form a donor–acceptor pair for an intramolecular N—H...O hydrogen bond so t...

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Main Authors: Aina Mardia Akhmad Aznan, Zanariah Abdullah, Seik Weng Ng, Edward R. T. Tiekink
Format: Article
Language:English
Published: International Union of Crystallography 2011-11-01
Series:Acta Crystallographica Section E
Online Access:http://scripts.iucr.org/cgi-bin/paper?S1600536811044011
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spelling doaj-75e657baf4424045ba10f9f32fec55b12020-11-24T21:26:06ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682011-11-016711o3076o307610.1107/S1600536811044011N-(3-Chlorophenyl)-3-nitropyridin-2-amineAina Mardia Akhmad AznanZanariah AbdullahSeik Weng NgEdward R. T. TiekinkThe dihedral angle between the benzene and pyridyl rings in the title compound, C11H8ClN3O2, is 22.65 (10)°, indicating a twisted molecule. The amine H and nitro O atoms form a donor–acceptor pair for an intramolecular N—H...O hydrogen bond so that the nitro group is almost coplanar with the pyridine ring to which it is connected [O—N—C—C torsion angle = 7.4 (3)°]. The pyridine N and Cl atoms are approximately syn. The crystal packing features C—H...Cl interactions that lead to undulating supramolecular chains along [101]. These are connected into sheets by π–π interactions occurring between the benzene rings and between the pyridine rings of translationally related molecules along the b axis [centroid–centroid distances = length of b axis = 3.7157 (2) Å].http://scripts.iucr.org/cgi-bin/paper?S1600536811044011
collection DOAJ
language English
format Article
sources DOAJ
author Aina Mardia Akhmad Aznan
Zanariah Abdullah
Seik Weng Ng
Edward R. T. Tiekink
spellingShingle Aina Mardia Akhmad Aznan
Zanariah Abdullah
Seik Weng Ng
Edward R. T. Tiekink
N-(3-Chlorophenyl)-3-nitropyridin-2-amine
Acta Crystallographica Section E
author_facet Aina Mardia Akhmad Aznan
Zanariah Abdullah
Seik Weng Ng
Edward R. T. Tiekink
author_sort Aina Mardia Akhmad Aznan
title N-(3-Chlorophenyl)-3-nitropyridin-2-amine
title_short N-(3-Chlorophenyl)-3-nitropyridin-2-amine
title_full N-(3-Chlorophenyl)-3-nitropyridin-2-amine
title_fullStr N-(3-Chlorophenyl)-3-nitropyridin-2-amine
title_full_unstemmed N-(3-Chlorophenyl)-3-nitropyridin-2-amine
title_sort n-(3-chlorophenyl)-3-nitropyridin-2-amine
publisher International Union of Crystallography
series Acta Crystallographica Section E
issn 1600-5368
publishDate 2011-11-01
description The dihedral angle between the benzene and pyridyl rings in the title compound, C11H8ClN3O2, is 22.65 (10)°, indicating a twisted molecule. The amine H and nitro O atoms form a donor–acceptor pair for an intramolecular N—H...O hydrogen bond so that the nitro group is almost coplanar with the pyridine ring to which it is connected [O—N—C—C torsion angle = 7.4 (3)°]. The pyridine N and Cl atoms are approximately syn. The crystal packing features C—H...Cl interactions that lead to undulating supramolecular chains along [101]. These are connected into sheets by π–π interactions occurring between the benzene rings and between the pyridine rings of translationally related molecules along the b axis [centroid–centroid distances = length of b axis = 3.7157 (2) Å].
url http://scripts.iucr.org/cgi-bin/paper?S1600536811044011
work_keys_str_mv AT ainamardiaakhmadaznan n3chlorophenyl3nitropyridin2amine
AT zanariahabdullah n3chlorophenyl3nitropyridin2amine
AT seikwengng n3chlorophenyl3nitropyridin2amine
AT edwardrttiekink n3chlorophenyl3nitropyridin2amine
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