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

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

In the title compound, C14H8N4O6, 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 attache...

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Main Authors: Edward R. T. Tiekink, James L. Wardell
Format: Article
Language:English
Published: International Union of Crystallography 2014-02-01
Series:Acta Crystallographica Section E
Online Access:http://scripts.iucr.org/cgi-bin/paper?S1600536814000609
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spelling doaj-31a721eac56d46db8a3197f71cc604892020-11-24T21:32:32ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682014-02-01702o158o15910.1107/S1600536814000609hg53752-(2-Amino-4-nitrophenyl)-7-nitro-4H-3,1-benzoxazin-4-oneEdward R. T. Tiekink0James L. Wardell1Department of Chemistry, University of Malaya, 50603 Kuala Lumpur, MalaysiaFundação Oswaldo Cruz, Instituto de Tecnologia em, Fármacos–Farmanguinhos, R. Sizenando Nabuco, 100, Manguinhos 21041-250, Rio de Janeiro, RJ, BrazilIn the title compound, C14H8N4O6, 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].http://scripts.iucr.org/cgi-bin/paper?S1600536814000609
collection DOAJ
language English
format Article
sources DOAJ
author Edward R. T. Tiekink
James L. Wardell
spellingShingle Edward R. T. Tiekink
James L. Wardell
2-(2-Amino-4-nitrophenyl)-7-nitro-4H-3,1-benzoxazin-4-one
Acta Crystallographica Section E
author_facet Edward R. T. Tiekink
James L. Wardell
author_sort Edward R. T. Tiekink
title 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_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_sort 2-(2-amino-4-nitrophenyl)-7-nitro-4h-3,1-benzoxazin-4-one
publisher International Union of Crystallography
series Acta Crystallographica Section E
issn 1600-5368
publishDate 2014-02-01
description In the title compound, C14H8N4O6, 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].
url http://scripts.iucr.org/cgi-bin/paper?S1600536814000609
work_keys_str_mv AT edwardrttiekink 22amino4nitrophenyl7nitro4h31benzoxazin4one
AT jameslwardell 22amino4nitrophenyl7nitro4h31benzoxazin4one
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