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2-{3-Cyano-4-[2-(4-diethylamino-2-hy­droxyphenyl)ethenyl]-5,5-dimethyl-2,5-dihydrofuran-2-ylidene}malononitrile acetone 0.25-solvate

In the title compound, C(22)H(22)N(4)O(2)·0.25C(3)H(6)O, the disordered acetone mol­ecule lies with partial occupancy about the 2 axis. The mol­ecule of the malononitrile derivative is essentially planar excluding the methyl groups, with the largest deviation from the mean plane through the non-H at...

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Detalles Bibliográficos
Autores principales: Gainsford, Graeme J., Ashraf, Mohamed, Kay, Andrew J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3470352/
https://www.ncbi.nlm.nih.gov/pubmed/23125765
http://dx.doi.org/10.1107/S1600536812039736
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author Gainsford, Graeme J.
Ashraf, Mohamed
Kay, Andrew J.
author_facet Gainsford, Graeme J.
Ashraf, Mohamed
Kay, Andrew J.
author_sort Gainsford, Graeme J.
collection PubMed
description In the title compound, C(22)H(22)N(4)O(2)·0.25C(3)H(6)O, the disordered acetone mol­ecule lies with partial occupancy about the 2 axis. The mol­ecule of the malononitrile derivative is essentially planar excluding the methyl groups, with the largest deviation from the mean plane through the non-H atoms being 0.1955 (13) Å. Two rotamers with different orientations of the benzene ring are observed in the ratio of 0.919 (2):0.081 (2), and as a result the OH group is disordered over two sets of sites. In the crystal, the mol­ecules form ribbons along (101) utilizing a strong O—H⋯N(cyano) hydrogen bond. Inter­leaving of the nearly planar ribbons is provided by the twofold disordered acetone molecule through C—H⋯O inter­actions.
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spelling pubmed-34703522012-11-02 2-{3-Cyano-4-[2-(4-diethylamino-2-hy­droxyphenyl)ethenyl]-5,5-dimethyl-2,5-dihydrofuran-2-ylidene}malononitrile acetone 0.25-solvate Gainsford, Graeme J. Ashraf, Mohamed Kay, Andrew J. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(22)H(22)N(4)O(2)·0.25C(3)H(6)O, the disordered acetone mol­ecule lies with partial occupancy about the 2 axis. The mol­ecule of the malononitrile derivative is essentially planar excluding the methyl groups, with the largest deviation from the mean plane through the non-H atoms being 0.1955 (13) Å. Two rotamers with different orientations of the benzene ring are observed in the ratio of 0.919 (2):0.081 (2), and as a result the OH group is disordered over two sets of sites. In the crystal, the mol­ecules form ribbons along (101) utilizing a strong O—H⋯N(cyano) hydrogen bond. Inter­leaving of the nearly planar ribbons is provided by the twofold disordered acetone molecule through C—H⋯O inter­actions. International Union of Crystallography 2012-09-26 /pmc/articles/PMC3470352/ /pubmed/23125765 http://dx.doi.org/10.1107/S1600536812039736 Text en © Gainsford et al. 2012 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
Gainsford, Graeme J.
Ashraf, Mohamed
Kay, Andrew J.
2-{3-Cyano-4-[2-(4-diethylamino-2-hy­droxyphenyl)ethenyl]-5,5-dimethyl-2,5-dihydrofuran-2-ylidene}malononitrile acetone 0.25-solvate
title 2-{3-Cyano-4-[2-(4-diethylamino-2-hy­droxyphenyl)ethenyl]-5,5-dimethyl-2,5-dihydrofuran-2-ylidene}malononitrile acetone 0.25-solvate
title_full 2-{3-Cyano-4-[2-(4-diethylamino-2-hy­droxyphenyl)ethenyl]-5,5-dimethyl-2,5-dihydrofuran-2-ylidene}malononitrile acetone 0.25-solvate
title_fullStr 2-{3-Cyano-4-[2-(4-diethylamino-2-hy­droxyphenyl)ethenyl]-5,5-dimethyl-2,5-dihydrofuran-2-ylidene}malononitrile acetone 0.25-solvate
title_full_unstemmed 2-{3-Cyano-4-[2-(4-diethylamino-2-hy­droxyphenyl)ethenyl]-5,5-dimethyl-2,5-dihydrofuran-2-ylidene}malononitrile acetone 0.25-solvate
title_short 2-{3-Cyano-4-[2-(4-diethylamino-2-hy­droxyphenyl)ethenyl]-5,5-dimethyl-2,5-dihydrofuran-2-ylidene}malononitrile acetone 0.25-solvate
title_sort 2-{3-cyano-4-[2-(4-diethylamino-2-hy­droxyphenyl)ethenyl]-5,5-dimethyl-2,5-dihydrofuran-2-ylidene}malononitrile acetone 0.25-solvate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3470352/
https://www.ncbi.nlm.nih.gov/pubmed/23125765
http://dx.doi.org/10.1107/S1600536812039736
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