Cargando…

4-(2-Nitro­benz­yl)-3-phenyl-3,4-di­hydro-2H-1,4-benzoxazin-2-ol

The title compound, C(21)H(18)N(2)O(4), crystallizes with two independent mol­ecules (A and B) in the asymmetric unit. In both mol­ecules the oxazine ring has an envelope conformation with the hydroxyl-substituted C atom as the flap. The nitro­benzyl ring and the phenyl ring are almost normal to the...

Descripción completa

Detalles Bibliográficos
Autores principales: Chouguiat, Louisa, Boulcina, Raouf, Bouacida, Sofiane, Merazig, Hocine, Debache, Abdelmadjid
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4158540/
https://www.ncbi.nlm.nih.gov/pubmed/25249912
http://dx.doi.org/10.1107/S1600536814015645
_version_ 1782334070657646592
author Chouguiat, Louisa
Boulcina, Raouf
Bouacida, Sofiane
Merazig, Hocine
Debache, Abdelmadjid
author_facet Chouguiat, Louisa
Boulcina, Raouf
Bouacida, Sofiane
Merazig, Hocine
Debache, Abdelmadjid
author_sort Chouguiat, Louisa
collection PubMed
description The title compound, C(21)H(18)N(2)O(4), crystallizes with two independent mol­ecules (A and B) in the asymmetric unit. In both mol­ecules the oxazine ring has an envelope conformation with the hydroxyl-substituted C atom as the flap. The nitro­benzyl ring and the phenyl ring are almost normal to the mean plane of the benzooxazine ring system with dihdral angles of 85.72 (15) and 82.69 (15)°, respectively, in mol­ecule A, and 85.79 (15) and 87.72 (15)°, respectively, in mol­ecule B. The main difference in the conformation of the two mol­ecules concerns the dihedral angle between the nitro­benzyl ring and the phenyl ring, viz. 79.67 (18) in mol­ecule A and 71.13 (18)° in mol­ecule B. In the crystal, the A and B mol­ecules are linked by an O—H⋯O hydrogen bond. These units are then linked via C—H⋯O hydrogen bonds, forming sheets lying parallel to (010). Further C—H⋯O hydrogen bonds link the sheets to form a three-dimensional network. There are also O—H⋯π and C—H⋯π inter­actions present, reinforcing the three-dimensional structure.
format Online
Article
Text
id pubmed-4158540
institution National Center for Biotechnology Information
language English
publishDate 2014
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-41585402014-09-23 4-(2-Nitro­benz­yl)-3-phenyl-3,4-di­hydro-2H-1,4-benzoxazin-2-ol Chouguiat, Louisa Boulcina, Raouf Bouacida, Sofiane Merazig, Hocine Debache, Abdelmadjid Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(21)H(18)N(2)O(4), crystallizes with two independent mol­ecules (A and B) in the asymmetric unit. In both mol­ecules the oxazine ring has an envelope conformation with the hydroxyl-substituted C atom as the flap. The nitro­benzyl ring and the phenyl ring are almost normal to the mean plane of the benzooxazine ring system with dihdral angles of 85.72 (15) and 82.69 (15)°, respectively, in mol­ecule A, and 85.79 (15) and 87.72 (15)°, respectively, in mol­ecule B. The main difference in the conformation of the two mol­ecules concerns the dihedral angle between the nitro­benzyl ring and the phenyl ring, viz. 79.67 (18) in mol­ecule A and 71.13 (18)° in mol­ecule B. In the crystal, the A and B mol­ecules are linked by an O—H⋯O hydrogen bond. These units are then linked via C—H⋯O hydrogen bonds, forming sheets lying parallel to (010). Further C—H⋯O hydrogen bonds link the sheets to form a three-dimensional network. There are also O—H⋯π and C—H⋯π inter­actions present, reinforcing the three-dimensional structure. International Union of Crystallography 2014-07-11 /pmc/articles/PMC4158540/ /pubmed/25249912 http://dx.doi.org/10.1107/S1600536814015645 Text en © Chouguiat et al. 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
Chouguiat, Louisa
Boulcina, Raouf
Bouacida, Sofiane
Merazig, Hocine
Debache, Abdelmadjid
4-(2-Nitro­benz­yl)-3-phenyl-3,4-di­hydro-2H-1,4-benzoxazin-2-ol
title 4-(2-Nitro­benz­yl)-3-phenyl-3,4-di­hydro-2H-1,4-benzoxazin-2-ol
title_full 4-(2-Nitro­benz­yl)-3-phenyl-3,4-di­hydro-2H-1,4-benzoxazin-2-ol
title_fullStr 4-(2-Nitro­benz­yl)-3-phenyl-3,4-di­hydro-2H-1,4-benzoxazin-2-ol
title_full_unstemmed 4-(2-Nitro­benz­yl)-3-phenyl-3,4-di­hydro-2H-1,4-benzoxazin-2-ol
title_short 4-(2-Nitro­benz­yl)-3-phenyl-3,4-di­hydro-2H-1,4-benzoxazin-2-ol
title_sort 4-(2-nitro­benz­yl)-3-phenyl-3,4-di­hydro-2h-1,4-benzoxazin-2-ol
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4158540/
https://www.ncbi.nlm.nih.gov/pubmed/25249912
http://dx.doi.org/10.1107/S1600536814015645
work_keys_str_mv AT chouguiatlouisa 42nitrobenzyl3phenyl34dihydro2h14benzoxazin2ol
AT boulcinaraouf 42nitrobenzyl3phenyl34dihydro2h14benzoxazin2ol
AT bouacidasofiane 42nitrobenzyl3phenyl34dihydro2h14benzoxazin2ol
AT merazighocine 42nitrobenzyl3phenyl34dihydro2h14benzoxazin2ol
AT debacheabdelmadjid 42nitrobenzyl3phenyl34dihydro2h14benzoxazin2ol