1-Phenyl-1H-naphtho­[1,2-e][1,3]oxazin-3(2H)-one

In the title compound, C(18)H(13)NO(2), the naphthalene (r.m.s. deviation = 0.025 Å) and benzaldehyde (r.m.s. deviation = 0.006 Å) groups are oriented at a dihedral angle of 89.48 (4)°. The oxazine group is oriented at dihedral angles of 13.36 (4) and 85.08 (5)°, respectively, with respect to the na...

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Autores principales: Gondal, Humaira Y., Bhatti, Misbah, Gohar, Azra, Ali, Muhammad, Tahir, M. Nawaz
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983264/
https://www.ncbi.nlm.nih.gov/pubmed/21587542
http://dx.doi.org/10.1107/S1600536810035841
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author Gondal, Humaira Y.
Bhatti, Misbah
Gohar, Azra
Ali, Muhammad
Tahir, M. Nawaz
author_facet Gondal, Humaira Y.
Bhatti, Misbah
Gohar, Azra
Ali, Muhammad
Tahir, M. Nawaz
author_sort Gondal, Humaira Y.
collection PubMed
description In the title compound, C(18)H(13)NO(2), the naphthalene (r.m.s. deviation = 0.025 Å) and benzaldehyde (r.m.s. deviation = 0.006 Å) groups are oriented at a dihedral angle of 89.48 (4)°. The oxazine group is oriented at dihedral angles of 13.36 (4) and 85.08 (5)°, respectively, with respect to the naphthalene and benzaldehyde fragments. In the crystal, inversion dimers linked by pairs of C—H⋯O hydrogen bonds generate R (2) (2)(8) loops. The dimers are linked into [010] chains via N—H⋯O hydrogen bonds. Weak C—H⋯π links and aromatic π–π stacking between the centroids of the naphthalene phenyl rings [centroid–centroid separation = 3.5977 (8) Å] help to consolidate the packing.
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spelling pubmed-29832642010-12-30 1-Phenyl-1H-naphtho­[1,2-e][1,3]oxazin-3(2H)-one Gondal, Humaira Y. Bhatti, Misbah Gohar, Azra Ali, Muhammad Tahir, M. Nawaz Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(18)H(13)NO(2), the naphthalene (r.m.s. deviation = 0.025 Å) and benzaldehyde (r.m.s. deviation = 0.006 Å) groups are oriented at a dihedral angle of 89.48 (4)°. The oxazine group is oriented at dihedral angles of 13.36 (4) and 85.08 (5)°, respectively, with respect to the naphthalene and benzaldehyde fragments. In the crystal, inversion dimers linked by pairs of C—H⋯O hydrogen bonds generate R (2) (2)(8) loops. The dimers are linked into [010] chains via N—H⋯O hydrogen bonds. Weak C—H⋯π links and aromatic π–π stacking between the centroids of the naphthalene phenyl rings [centroid–centroid separation = 3.5977 (8) Å] help to consolidate the packing. International Union of Crystallography 2010-09-11 /pmc/articles/PMC2983264/ /pubmed/21587542 http://dx.doi.org/10.1107/S1600536810035841 Text en © Gondal 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
Gondal, Humaira Y.
Bhatti, Misbah
Gohar, Azra
Ali, Muhammad
Tahir, M. Nawaz
1-Phenyl-1H-naphtho­[1,2-e][1,3]oxazin-3(2H)-one
title 1-Phenyl-1H-naphtho­[1,2-e][1,3]oxazin-3(2H)-one
title_full 1-Phenyl-1H-naphtho­[1,2-e][1,3]oxazin-3(2H)-one
title_fullStr 1-Phenyl-1H-naphtho­[1,2-e][1,3]oxazin-3(2H)-one
title_full_unstemmed 1-Phenyl-1H-naphtho­[1,2-e][1,3]oxazin-3(2H)-one
title_short 1-Phenyl-1H-naphtho­[1,2-e][1,3]oxazin-3(2H)-one
title_sort 1-phenyl-1h-naphtho­[1,2-e][1,3]oxazin-3(2h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983264/
https://www.ncbi.nlm.nih.gov/pubmed/21587542
http://dx.doi.org/10.1107/S1600536810035841
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