2-(2-Amino-4-nitro­phen­yl)-7-nitro-4H-3,1-benzoxazin-4-one

In the title compound, C(14)H(8)N(4)O(6), the benzoxazin-4-one fused-ring system (r.m.s. deviation = 0.018 Å) is coplanar with the attached benzene ring [dihedral angle = 0.81 (4)°], there being an intra­molecular N—H⋯N hydrogen bond between them. Each nitro group is twisted out of the plane of the...

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Detalles Bibliográficos
Autores principales: Tiekink, Edward R. T., Wardell, James L.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998318/
https://www.ncbi.nlm.nih.gov/pubmed/24764879
http://dx.doi.org/10.1107/S1600536814000609
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author Tiekink, Edward R. T.
Wardell, James L.
author_facet Tiekink, Edward R. T.
Wardell, James L.
author_sort Tiekink, Edward R. T.
collection PubMed
description In the title compound, C(14)H(8)N(4)O(6), the benzoxazin-4-one fused-ring system (r.m.s. deviation = 0.018 Å) is coplanar with the attached benzene ring [dihedral angle = 0.81 (4)°], there being an intra­molecular N—H⋯N hydrogen bond between them. Each nitro group is twisted out of the plane of the attached benzene ring [O—N—C—C torsion angles = 167.94 (11) and 170.38 (11)°]. In the crystal, amine–nitro N—H⋯O hydrogen bonds lead to centrosymmetric dimeric aggregates that are connected into a three-dimensional architecture by oxazin­yl–nitro C—H⋯O and π–π inter­actions [inter-centroid distance between the oxazinyl and terminal benzene rings = 3.5069 (7) Å].
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spelling pubmed-39983182014-04-24 2-(2-Amino-4-nitro­phen­yl)-7-nitro-4H-3,1-benzoxazin-4-one Tiekink, Edward R. T. Wardell, James L. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(14)H(8)N(4)O(6), the benzoxazin-4-one fused-ring system (r.m.s. deviation = 0.018 Å) is coplanar with the attached benzene ring [dihedral angle = 0.81 (4)°], there being an intra­molecular N—H⋯N hydrogen bond between them. Each nitro group is twisted out of the plane of the attached benzene ring [O—N—C—C torsion angles = 167.94 (11) and 170.38 (11)°]. In the crystal, amine–nitro N—H⋯O hydrogen bonds lead to centrosymmetric dimeric aggregates that are connected into a three-dimensional architecture by oxazin­yl–nitro C—H⋯O and π–π inter­actions [inter-centroid distance between the oxazinyl and terminal benzene rings = 3.5069 (7) Å]. International Union of Crystallography 2014-01-18 /pmc/articles/PMC3998318/ /pubmed/24764879 http://dx.doi.org/10.1107/S1600536814000609 Text en © Tiekink and Wardell 2014 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
Tiekink, Edward R. T.
Wardell, James L.
2-(2-Amino-4-nitro­phen­yl)-7-nitro-4H-3,1-benzoxazin-4-one
title 2-(2-Amino-4-nitro­phen­yl)-7-nitro-4H-3,1-benzoxazin-4-one
title_full 2-(2-Amino-4-nitro­phen­yl)-7-nitro-4H-3,1-benzoxazin-4-one
title_fullStr 2-(2-Amino-4-nitro­phen­yl)-7-nitro-4H-3,1-benzoxazin-4-one
title_full_unstemmed 2-(2-Amino-4-nitro­phen­yl)-7-nitro-4H-3,1-benzoxazin-4-one
title_short 2-(2-Amino-4-nitro­phen­yl)-7-nitro-4H-3,1-benzoxazin-4-one
title_sort 2-(2-amino-4-nitro­phen­yl)-7-nitro-4h-3,1-benzoxazin-4-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998318/
https://www.ncbi.nlm.nih.gov/pubmed/24764879
http://dx.doi.org/10.1107/S1600536814000609
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