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Synthesis and structure of (E)-N-(4-meth­oxy­phen­yl)-2-[4-(3-oxo-3-phenyl­prop-1-en-1-yl)phen­oxy]acetamide

The title compound N-(4-meth­oxy­phen­yl)-2-[4-(3-oxo-3-phenyl­prop-1-en-1-yl)phen­oxy]acetamide, C(24)H(21)NO(4), was prepared from reaction of N-(4-meth­oxy­phen­yl)-2-chloro­acetamide and (E)-3-(4-hy­droxy­phen­yl)-1-phenyl­prop-2-en-1-one, which was obtained from the reaction of 4-hy­droxy­benza...

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Autores principales: Nguyen Tien, Cong, Vu Quoc, Trung, Nguyen Dang, Dat, Le Duc, Giang, Van Meervelt, Luc
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7869538/
https://www.ncbi.nlm.nih.gov/pubmed/33614151
http://dx.doi.org/10.1107/S2056989021000864
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author Nguyen Tien, Cong
Vu Quoc, Trung
Nguyen Dang, Dat
Le Duc, Giang
Van Meervelt, Luc
author_facet Nguyen Tien, Cong
Vu Quoc, Trung
Nguyen Dang, Dat
Le Duc, Giang
Van Meervelt, Luc
author_sort Nguyen Tien, Cong
collection PubMed
description The title compound N-(4-meth­oxy­phen­yl)-2-[4-(3-oxo-3-phenyl­prop-1-en-1-yl)phen­oxy]acetamide, C(24)H(21)NO(4), was prepared from reaction of N-(4-meth­oxy­phen­yl)-2-chloro­acetamide and (E)-3-(4-hy­droxy­phen­yl)-1-phenyl­prop-2-en-1-one, which was obtained from the reaction of 4-hy­droxy­benzaldehyde and aceto­phenone. The structure of the title compound was determined by IR, (1)H-NMR, (13)C-NMR and HR–MS spectroscopic data and further characterized by single-crystal X-ray diffraction. The asymmetric unit contains four mol­ecules, each displaying an E-configuration of the C=C bond. The dihedral angle between the phenyl rings in each mol­ecule varies between 14.9 (2) and 45.8 (2)°. In the crystal, C—H⋯O hydrogen-bonding inter­actions link the mol­ecules into chains running along the [001] direction. In addition, C—H⋯π inter­actions further stabilize the crystal packing. A Hirshfeld analysis indicates that the most important contributions to the surface contacts are from H⋯H (43.6%), C⋯H/H⋯C (32.1%) and O⋯H/H⋯O (18.1%) inter­actions.
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spelling pubmed-78695382021-02-19 Synthesis and structure of (E)-N-(4-meth­oxy­phen­yl)-2-[4-(3-oxo-3-phenyl­prop-1-en-1-yl)phen­oxy]acetamide Nguyen Tien, Cong Vu Quoc, Trung Nguyen Dang, Dat Le Duc, Giang Van Meervelt, Luc Acta Crystallogr E Crystallogr Commun Research Communications The title compound N-(4-meth­oxy­phen­yl)-2-[4-(3-oxo-3-phenyl­prop-1-en-1-yl)phen­oxy]acetamide, C(24)H(21)NO(4), was prepared from reaction of N-(4-meth­oxy­phen­yl)-2-chloro­acetamide and (E)-3-(4-hy­droxy­phen­yl)-1-phenyl­prop-2-en-1-one, which was obtained from the reaction of 4-hy­droxy­benzaldehyde and aceto­phenone. The structure of the title compound was determined by IR, (1)H-NMR, (13)C-NMR and HR–MS spectroscopic data and further characterized by single-crystal X-ray diffraction. The asymmetric unit contains four mol­ecules, each displaying an E-configuration of the C=C bond. The dihedral angle between the phenyl rings in each mol­ecule varies between 14.9 (2) and 45.8 (2)°. In the crystal, C—H⋯O hydrogen-bonding inter­actions link the mol­ecules into chains running along the [001] direction. In addition, C—H⋯π inter­actions further stabilize the crystal packing. A Hirshfeld analysis indicates that the most important contributions to the surface contacts are from H⋯H (43.6%), C⋯H/H⋯C (32.1%) and O⋯H/H⋯O (18.1%) inter­actions. International Union of Crystallography 2021-01-29 /pmc/articles/PMC7869538/ /pubmed/33614151 http://dx.doi.org/10.1107/S2056989021000864 Text en © Nguyen Tien et al. 2021 http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/4.0/
spellingShingle Research Communications
Nguyen Tien, Cong
Vu Quoc, Trung
Nguyen Dang, Dat
Le Duc, Giang
Van Meervelt, Luc
Synthesis and structure of (E)-N-(4-meth­oxy­phen­yl)-2-[4-(3-oxo-3-phenyl­prop-1-en-1-yl)phen­oxy]acetamide
title Synthesis and structure of (E)-N-(4-meth­oxy­phen­yl)-2-[4-(3-oxo-3-phenyl­prop-1-en-1-yl)phen­oxy]acetamide
title_full Synthesis and structure of (E)-N-(4-meth­oxy­phen­yl)-2-[4-(3-oxo-3-phenyl­prop-1-en-1-yl)phen­oxy]acetamide
title_fullStr Synthesis and structure of (E)-N-(4-meth­oxy­phen­yl)-2-[4-(3-oxo-3-phenyl­prop-1-en-1-yl)phen­oxy]acetamide
title_full_unstemmed Synthesis and structure of (E)-N-(4-meth­oxy­phen­yl)-2-[4-(3-oxo-3-phenyl­prop-1-en-1-yl)phen­oxy]acetamide
title_short Synthesis and structure of (E)-N-(4-meth­oxy­phen­yl)-2-[4-(3-oxo-3-phenyl­prop-1-en-1-yl)phen­oxy]acetamide
title_sort synthesis and structure of (e)-n-(4-meth­oxy­phen­yl)-2-[4-(3-oxo-3-phenyl­prop-1-en-1-yl)phen­oxy]acetamide
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7869538/
https://www.ncbi.nlm.nih.gov/pubmed/33614151
http://dx.doi.org/10.1107/S2056989021000864
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