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Crystal structure and Hirshfeld surface analysis of 4-{[(anthracen-9-yl)meth­yl]amino}­benzoic acid di­methyl­formamide monosolvate

The title compound, C(22)H(17)NO(2)·C(3)H(7)NO, was synthesized by condensation of an aromatic aldehyde with a secondary amine and subsequent reduction. It was crystallized from a di­methyl­formamide solution as a monosolvate, C(22)H(17)NO(2)·C(3)H(7)NO. The aromatic mol­ecule is non-planar with a d...

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Autores principales: Ahmed, Adeeba, Ahmad, Aiman, Ahmad, Musheer, Kalibabchuk, Valentina A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7199275/
https://www.ncbi.nlm.nih.gov/pubmed/32431941
http://dx.doi.org/10.1107/S2056989020005393
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author Ahmed, Adeeba
Ahmad, Aiman
Ahmad, Musheer
Kalibabchuk, Valentina A.
author_facet Ahmed, Adeeba
Ahmad, Aiman
Ahmad, Musheer
Kalibabchuk, Valentina A.
author_sort Ahmed, Adeeba
collection PubMed
description The title compound, C(22)H(17)NO(2)·C(3)H(7)NO, was synthesized by condensation of an aromatic aldehyde with a secondary amine and subsequent reduction. It was crystallized from a di­methyl­formamide solution as a monosolvate, C(22)H(17)NO(2)·C(3)H(7)NO. The aromatic mol­ecule is non-planar with a dihedral angle between the mean planes of the aniline moiety and the methyl anthracene moiety of 81.36 (8)°. The torsion angle of the C(ar­yl)—CH(2)—NH—C(ar­yl) backbone is 175.9 (2)°. The crystal structure exhibits a three-dimensional supra­molecular network, resulting from hydrogen-bonding inter­actions between the carb­oxy­lic OH group and the solvent O atom as well as between the amine functionality and the O atom of the carb­oxy­lic group and additional C—H⋯π inter­actions. Hirshfeld surface analysis was performed to qu­antify the inter­molecular inter­actions.
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spelling pubmed-71992752020-05-19 Crystal structure and Hirshfeld surface analysis of 4-{[(anthracen-9-yl)meth­yl]amino}­benzoic acid di­methyl­formamide monosolvate Ahmed, Adeeba Ahmad, Aiman Ahmad, Musheer Kalibabchuk, Valentina A. Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(22)H(17)NO(2)·C(3)H(7)NO, was synthesized by condensation of an aromatic aldehyde with a secondary amine and subsequent reduction. It was crystallized from a di­methyl­formamide solution as a monosolvate, C(22)H(17)NO(2)·C(3)H(7)NO. The aromatic mol­ecule is non-planar with a dihedral angle between the mean planes of the aniline moiety and the methyl anthracene moiety of 81.36 (8)°. The torsion angle of the C(ar­yl)—CH(2)—NH—C(ar­yl) backbone is 175.9 (2)°. The crystal structure exhibits a three-dimensional supra­molecular network, resulting from hydrogen-bonding inter­actions between the carb­oxy­lic OH group and the solvent O atom as well as between the amine functionality and the O atom of the carb­oxy­lic group and additional C—H⋯π inter­actions. Hirshfeld surface analysis was performed to qu­antify the inter­molecular inter­actions. International Union of Crystallography 2020-04-24 /pmc/articles/PMC7199275/ /pubmed/32431941 http://dx.doi.org/10.1107/S2056989020005393 Text en © Ahmed et al. 2020 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
Ahmed, Adeeba
Ahmad, Aiman
Ahmad, Musheer
Kalibabchuk, Valentina A.
Crystal structure and Hirshfeld surface analysis of 4-{[(anthracen-9-yl)meth­yl]amino}­benzoic acid di­methyl­formamide monosolvate
title Crystal structure and Hirshfeld surface analysis of 4-{[(anthracen-9-yl)meth­yl]amino}­benzoic acid di­methyl­formamide monosolvate
title_full Crystal structure and Hirshfeld surface analysis of 4-{[(anthracen-9-yl)meth­yl]amino}­benzoic acid di­methyl­formamide monosolvate
title_fullStr Crystal structure and Hirshfeld surface analysis of 4-{[(anthracen-9-yl)meth­yl]amino}­benzoic acid di­methyl­formamide monosolvate
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of 4-{[(anthracen-9-yl)meth­yl]amino}­benzoic acid di­methyl­formamide monosolvate
title_short Crystal structure and Hirshfeld surface analysis of 4-{[(anthracen-9-yl)meth­yl]amino}­benzoic acid di­methyl­formamide monosolvate
title_sort crystal structure and hirshfeld surface analysis of 4-{[(anthracen-9-yl)meth­yl]amino}­benzoic acid di­methyl­formamide monosolvate
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7199275/
https://www.ncbi.nlm.nih.gov/pubmed/32431941
http://dx.doi.org/10.1107/S2056989020005393
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