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Crystal structure of (3E)-3-[(4-nitro­phen­oxy)­meth­yl]-4-phenyl­but-3-en-2-one

In the title compound, C(17)H(15)NO(4), the conformation about the C=C double bond [1.348 (2) Å] is E with the ketone group almost co-planar [C—C—C—C torsion angle = 7.2 (2)°] but the phenyl group twisted away [C—C—C—C = 160.93 (17)°]. The terminal aromatic rings are almost perpendicular to each oth...

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Autores principales: Zukerman-Schpector, Julio, Maganhi, Stella H., Moran, Paulo J. S., de Paula, Bruno R. S., Nucci, Paulo R., Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4186193/
https://www.ncbi.nlm.nih.gov/pubmed/25309202
http://dx.doi.org/10.1107/S1600536814018327
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author Zukerman-Schpector, Julio
Maganhi, Stella H.
Moran, Paulo J. S.
de Paula, Bruno R. S.
Nucci, Paulo R.
Tiekink, Edward R. T.
author_facet Zukerman-Schpector, Julio
Maganhi, Stella H.
Moran, Paulo J. S.
de Paula, Bruno R. S.
Nucci, Paulo R.
Tiekink, Edward R. T.
author_sort Zukerman-Schpector, Julio
collection PubMed
description In the title compound, C(17)H(15)NO(4), the conformation about the C=C double bond [1.348 (2) Å] is E with the ketone group almost co-planar [C—C—C—C torsion angle = 7.2 (2)°] but the phenyl group twisted away [C—C—C—C = 160.93 (17)°]. The terminal aromatic rings are almost perpendicular to each other [dihedral angle = 81.61 (9)°] giving the mol­ecule an overall U-shape. The crystal packing feature benzene-C—H⋯O(ketone) contacts that lead to supra­molecular helical chains along the b axis. These are connected by π–π inter­actions between benzene and phenyl rings [inter-centroid distance = 3.6648 (14) Å], resulting in the formation of a supra­molecular layer in the bc plane.
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spelling pubmed-41861932014-10-12 Crystal structure of (3E)-3-[(4-nitro­phen­oxy)­meth­yl]-4-phenyl­but-3-en-2-one Zukerman-Schpector, Julio Maganhi, Stella H. Moran, Paulo J. S. de Paula, Bruno R. S. Nucci, Paulo R. Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Data Reports In the title compound, C(17)H(15)NO(4), the conformation about the C=C double bond [1.348 (2) Å] is E with the ketone group almost co-planar [C—C—C—C torsion angle = 7.2 (2)°] but the phenyl group twisted away [C—C—C—C = 160.93 (17)°]. The terminal aromatic rings are almost perpendicular to each other [dihedral angle = 81.61 (9)°] giving the mol­ecule an overall U-shape. The crystal packing feature benzene-C—H⋯O(ketone) contacts that lead to supra­molecular helical chains along the b axis. These are connected by π–π inter­actions between benzene and phenyl rings [inter-centroid distance = 3.6648 (14) Å], resulting in the formation of a supra­molecular layer in the bc plane. International Union of Crystallography 2014-08-16 /pmc/articles/PMC4186193/ /pubmed/25309202 http://dx.doi.org/10.1107/S1600536814018327 Text en © Zukerman-Schpector 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 Data Reports
Zukerman-Schpector, Julio
Maganhi, Stella H.
Moran, Paulo J. S.
de Paula, Bruno R. S.
Nucci, Paulo R.
Tiekink, Edward R. T.
Crystal structure of (3E)-3-[(4-nitro­phen­oxy)­meth­yl]-4-phenyl­but-3-en-2-one
title Crystal structure of (3E)-3-[(4-nitro­phen­oxy)­meth­yl]-4-phenyl­but-3-en-2-one
title_full Crystal structure of (3E)-3-[(4-nitro­phen­oxy)­meth­yl]-4-phenyl­but-3-en-2-one
title_fullStr Crystal structure of (3E)-3-[(4-nitro­phen­oxy)­meth­yl]-4-phenyl­but-3-en-2-one
title_full_unstemmed Crystal structure of (3E)-3-[(4-nitro­phen­oxy)­meth­yl]-4-phenyl­but-3-en-2-one
title_short Crystal structure of (3E)-3-[(4-nitro­phen­oxy)­meth­yl]-4-phenyl­but-3-en-2-one
title_sort crystal structure of (3e)-3-[(4-nitro­phen­oxy)­meth­yl]-4-phenyl­but-3-en-2-one
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4186193/
https://www.ncbi.nlm.nih.gov/pubmed/25309202
http://dx.doi.org/10.1107/S1600536814018327
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