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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...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
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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. |
format | Online Article Text |
id | pubmed-4186193 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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