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Crystal structure of 7-[(2E)-2-benzyl­idene-3-oxobut­oxy]-4-methyl-2H-chromen-2-one

Two independent mol­ecules (A and B) comprise the asymmetric unit of the title compound, C(21)H(18)O(4). There are significant conformational differences between the mol­ecules relating in particular to the relative orientation of the 3-oxo-2-(phenyl­methyl­idene)but­oxy substituent with respect to...

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Autores principales: Caracelli, Ignez, Zukerman-Schpector, Julio, Moran, Paulo J. S., de Paula, Bruno R. S., Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4438806/
https://www.ncbi.nlm.nih.gov/pubmed/26029424
http://dx.doi.org/10.1107/S2056989015003084
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author Caracelli, Ignez
Zukerman-Schpector, Julio
Moran, Paulo J. S.
de Paula, Bruno R. S.
Tiekink, Edward R. T.
author_facet Caracelli, Ignez
Zukerman-Schpector, Julio
Moran, Paulo J. S.
de Paula, Bruno R. S.
Tiekink, Edward R. T.
author_sort Caracelli, Ignez
collection PubMed
description Two independent mol­ecules (A and B) comprise the asymmetric unit of the title compound, C(21)H(18)O(4). There are significant conformational differences between the mol­ecules relating in particular to the relative orientation of the 3-oxo-2-(phenyl­methyl­idene)but­oxy substituent with respect to the superimposable chromen-2-one residues. To a first approximation, the substituents are mirror images; both are approximately perpendicular to the chromen-2-one fused ring system with dihedral angles of 88.50 (7) (A) and 81.96 (7)° (B). Another difference between the independent mol­ecules is noted in the dihedral angles between the adjacent phenyl and but-3-en-2-one groups of 8.72 (12) (A) and 27.70 (10)° (B). The conformation about the ethene bond in both mol­ecules is E. The crystal packing features C—H⋯O, C—H⋯π(ar­yl) and π–π [Cg⋯Cg = 3.6657 (8) and 3.7778 (8) Å] stacking inter­actions, which generate a three-dimensional network.
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spelling pubmed-44388062015-05-30 Crystal structure of 7-[(2E)-2-benzyl­idene-3-oxobut­oxy]-4-methyl-2H-chromen-2-one Caracelli, Ignez Zukerman-Schpector, Julio Moran, Paulo J. S. de Paula, Bruno R. S. Tiekink, Edward R. T. Acta Crystallogr E Crystallogr Commun Data Reports Two independent mol­ecules (A and B) comprise the asymmetric unit of the title compound, C(21)H(18)O(4). There are significant conformational differences between the mol­ecules relating in particular to the relative orientation of the 3-oxo-2-(phenyl­methyl­idene)but­oxy substituent with respect to the superimposable chromen-2-one residues. To a first approximation, the substituents are mirror images; both are approximately perpendicular to the chromen-2-one fused ring system with dihedral angles of 88.50 (7) (A) and 81.96 (7)° (B). Another difference between the independent mol­ecules is noted in the dihedral angles between the adjacent phenyl and but-3-en-2-one groups of 8.72 (12) (A) and 27.70 (10)° (B). The conformation about the ethene bond in both mol­ecules is E. The crystal packing features C—H⋯O, C—H⋯π(ar­yl) and π–π [Cg⋯Cg = 3.6657 (8) and 3.7778 (8) Å] stacking inter­actions, which generate a three-dimensional network. International Union of Crystallography 2015-03-04 /pmc/articles/PMC4438806/ /pubmed/26029424 http://dx.doi.org/10.1107/S2056989015003084 Text en © Caracelli et al. 2015 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
Caracelli, Ignez
Zukerman-Schpector, Julio
Moran, Paulo J. S.
de Paula, Bruno R. S.
Tiekink, Edward R. T.
Crystal structure of 7-[(2E)-2-benzyl­idene-3-oxobut­oxy]-4-methyl-2H-chromen-2-one
title Crystal structure of 7-[(2E)-2-benzyl­idene-3-oxobut­oxy]-4-methyl-2H-chromen-2-one
title_full Crystal structure of 7-[(2E)-2-benzyl­idene-3-oxobut­oxy]-4-methyl-2H-chromen-2-one
title_fullStr Crystal structure of 7-[(2E)-2-benzyl­idene-3-oxobut­oxy]-4-methyl-2H-chromen-2-one
title_full_unstemmed Crystal structure of 7-[(2E)-2-benzyl­idene-3-oxobut­oxy]-4-methyl-2H-chromen-2-one
title_short Crystal structure of 7-[(2E)-2-benzyl­idene-3-oxobut­oxy]-4-methyl-2H-chromen-2-one
title_sort crystal structure of 7-[(2e)-2-benzyl­idene-3-oxobut­oxy]-4-methyl-2h-chromen-2-one
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4438806/
https://www.ncbi.nlm.nih.gov/pubmed/26029424
http://dx.doi.org/10.1107/S2056989015003084
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