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Crystal structure and Hirshfeld surface analysis of 3-(cyclo­propyl­meth­oxy)-4-(di­fluoro­meth­oxy)-N-(pyridin-2-ylmeth­yl)benzamide

The title compound, C(18)H(18)F(2)N(2)O(3), crystallizes with two independent mol­ecules (A and B) in the asymmetric unit. They differ essentially in the orientation of the pyridine ring with respect to the benzene ring; these two rings are inclined to each other by 53.3 (2)° in mol­ecule A and by 7...

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Autores principales: Artheswari, G., Maheshwaran, V., Gautham, N.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6775738/
https://www.ncbi.nlm.nih.gov/pubmed/31636985
http://dx.doi.org/10.1107/S2056989019012866
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author Artheswari, G.
Maheshwaran, V.
Gautham, N.
author_facet Artheswari, G.
Maheshwaran, V.
Gautham, N.
author_sort Artheswari, G.
collection PubMed
description The title compound, C(18)H(18)F(2)N(2)O(3), crystallizes with two independent mol­ecules (A and B) in the asymmetric unit. They differ essentially in the orientation of the pyridine ring with respect to the benzene ring; these two rings are inclined to each other by 53.3 (2)° in mol­ecule A and by 72.9 (2)° in mol­ecule B. The 3-(cyclo­propyl­meth­oxy) side chain has an extended conformation in both mol­ecules. The two mol­ecules are linked by a pair of C—H⋯O hydrogen bonds and two C—H⋯π inter­actions, forming an A–B unit. In the crystal, this unit is linked by N—H⋯O hydrogen bonds, forming a zigzag –A–B–A–B– chain along [001]. The chains are linked by C—H⋯N and C—H⋯F hydrogen bonds to form layers parallel to the ac plane. Finally, the layers are linked by a third C—H⋯π inter­action, forming a three-dimensional structure. The major contributions to the Hirshfeld surface are those due to H⋯H contacts (39.7%), followed by F⋯H/H⋯F contacts (19.2%).
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spelling pubmed-67757382019-10-21 Crystal structure and Hirshfeld surface analysis of 3-(cyclo­propyl­meth­oxy)-4-(di­fluoro­meth­oxy)-N-(pyridin-2-ylmeth­yl)benzamide Artheswari, G. Maheshwaran, V. Gautham, N. Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(18)H(18)F(2)N(2)O(3), crystallizes with two independent mol­ecules (A and B) in the asymmetric unit. They differ essentially in the orientation of the pyridine ring with respect to the benzene ring; these two rings are inclined to each other by 53.3 (2)° in mol­ecule A and by 72.9 (2)° in mol­ecule B. The 3-(cyclo­propyl­meth­oxy) side chain has an extended conformation in both mol­ecules. The two mol­ecules are linked by a pair of C—H⋯O hydrogen bonds and two C—H⋯π inter­actions, forming an A–B unit. In the crystal, this unit is linked by N—H⋯O hydrogen bonds, forming a zigzag –A–B–A–B– chain along [001]. The chains are linked by C—H⋯N and C—H⋯F hydrogen bonds to form layers parallel to the ac plane. Finally, the layers are linked by a third C—H⋯π inter­action, forming a three-dimensional structure. The major contributions to the Hirshfeld surface are those due to H⋯H contacts (39.7%), followed by F⋯H/H⋯F contacts (19.2%). International Union of Crystallography 2019-09-20 /pmc/articles/PMC6775738/ /pubmed/31636985 http://dx.doi.org/10.1107/S2056989019012866 Text en © Artheswari et al. 2019 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
Artheswari, G.
Maheshwaran, V.
Gautham, N.
Crystal structure and Hirshfeld surface analysis of 3-(cyclo­propyl­meth­oxy)-4-(di­fluoro­meth­oxy)-N-(pyridin-2-ylmeth­yl)benzamide
title Crystal structure and Hirshfeld surface analysis of 3-(cyclo­propyl­meth­oxy)-4-(di­fluoro­meth­oxy)-N-(pyridin-2-ylmeth­yl)benzamide
title_full Crystal structure and Hirshfeld surface analysis of 3-(cyclo­propyl­meth­oxy)-4-(di­fluoro­meth­oxy)-N-(pyridin-2-ylmeth­yl)benzamide
title_fullStr Crystal structure and Hirshfeld surface analysis of 3-(cyclo­propyl­meth­oxy)-4-(di­fluoro­meth­oxy)-N-(pyridin-2-ylmeth­yl)benzamide
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of 3-(cyclo­propyl­meth­oxy)-4-(di­fluoro­meth­oxy)-N-(pyridin-2-ylmeth­yl)benzamide
title_short Crystal structure and Hirshfeld surface analysis of 3-(cyclo­propyl­meth­oxy)-4-(di­fluoro­meth­oxy)-N-(pyridin-2-ylmeth­yl)benzamide
title_sort crystal structure and hirshfeld surface analysis of 3-(cyclo­propyl­meth­oxy)-4-(di­fluoro­meth­oxy)-n-(pyridin-2-ylmeth­yl)benzamide
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6775738/
https://www.ncbi.nlm.nih.gov/pubmed/31636985
http://dx.doi.org/10.1107/S2056989019012866
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