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N-(4-Methyl­phen­yl)-3-nitro­pyridin-2-amine

Two independent mol­ecules comprise the asymmetric unit of the title compound, C(12)H(11)N(3)O(2). These differ in terms of the relative orientations of the benzene rings as seen in the respective dihedral angles formed between the pyridine and benzene rings [17.42 (16) and 34.64 (16)°]. Both mol­ec...

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Autores principales: Aznan Akhmad, Mardia Aina, Abdullah, Zanariah, Fairuz, Zainal A., Ng, Seik Weng, Tiekink, Edward R. T.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3008084/
https://www.ncbi.nlm.nih.gov/pubmed/21588732
http://dx.doi.org/10.1107/S1600536810033040
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author Aznan Akhmad, Mardia Aina
Abdullah, Zanariah
Fairuz, Zainal A.
Ng, Seik Weng
Tiekink, Edward R. T.
author_facet Aznan Akhmad, Mardia Aina
Abdullah, Zanariah
Fairuz, Zainal A.
Ng, Seik Weng
Tiekink, Edward R. T.
author_sort Aznan Akhmad, Mardia Aina
collection PubMed
description Two independent mol­ecules comprise the asymmetric unit of the title compound, C(12)H(11)N(3)O(2). These differ in terms of the relative orientations of the benzene rings as seen in the respective dihedral angles formed between the pyridine and benzene rings [17.42 (16) and 34.64 (16)°]. Both mol­ecules are twisted about the amine–tolyl N—C bonds [respective torsion angles = 22.3 (5) and 35.9 (5)°] but only about the amine–pyridine N—C bond in the first independent mol­ecule [respective torsion angles = −11.7 (5) and 0.8 (5)°]. Intra­molecular N—H⋯O hydrogen bonds preclude the amine H atoms from forming significant inter­molecular inter­actions. The crystal packing features inter­molecular C—H⋯O and C—H⋯π and π–π [centroid–centroid distance: pyridine–benzene = 3.6442 (19) Å and pyridine–pyridine = 3.722 (2) Å] contacts.
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spelling pubmed-30080842010-12-30 N-(4-Methyl­phen­yl)-3-nitro­pyridin-2-amine Aznan Akhmad, Mardia Aina Abdullah, Zanariah Fairuz, Zainal A. Ng, Seik Weng Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers Two independent mol­ecules comprise the asymmetric unit of the title compound, C(12)H(11)N(3)O(2). These differ in terms of the relative orientations of the benzene rings as seen in the respective dihedral angles formed between the pyridine and benzene rings [17.42 (16) and 34.64 (16)°]. Both mol­ecules are twisted about the amine–tolyl N—C bonds [respective torsion angles = 22.3 (5) and 35.9 (5)°] but only about the amine–pyridine N—C bond in the first independent mol­ecule [respective torsion angles = −11.7 (5) and 0.8 (5)°]. Intra­molecular N—H⋯O hydrogen bonds preclude the amine H atoms from forming significant inter­molecular inter­actions. The crystal packing features inter­molecular C—H⋯O and C—H⋯π and π–π [centroid–centroid distance: pyridine–benzene = 3.6442 (19) Å and pyridine–pyridine = 3.722 (2) Å] contacts. International Union of Crystallography 2010-08-25 /pmc/articles/PMC3008084/ /pubmed/21588732 http://dx.doi.org/10.1107/S1600536810033040 Text en © Aznan Akhmad 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
Aznan Akhmad, Mardia Aina
Abdullah, Zanariah
Fairuz, Zainal A.
Ng, Seik Weng
Tiekink, Edward R. T.
N-(4-Methyl­phen­yl)-3-nitro­pyridin-2-amine
title N-(4-Methyl­phen­yl)-3-nitro­pyridin-2-amine
title_full N-(4-Methyl­phen­yl)-3-nitro­pyridin-2-amine
title_fullStr N-(4-Methyl­phen­yl)-3-nitro­pyridin-2-amine
title_full_unstemmed N-(4-Methyl­phen­yl)-3-nitro­pyridin-2-amine
title_short N-(4-Methyl­phen­yl)-3-nitro­pyridin-2-amine
title_sort n-(4-methyl­phen­yl)-3-nitro­pyridin-2-amine
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3008084/
https://www.ncbi.nlm.nih.gov/pubmed/21588732
http://dx.doi.org/10.1107/S1600536810033040
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