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Two polymorphs of N,N′-diphenyl-2-[1-(propylamino)ethylidene]propanediamide
Two polymorphs of the title compound, C(20)H(23)N(3)O(2), have been isolated. Polymorph (I) crystallizes in the monoclinic space group P2 (1)/n and polymorph (II) in the tetragonal space group I4 (1)/a. The main difference between the two polymorphs on the molecular level is the orientation of the...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2023
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10088299/ https://www.ncbi.nlm.nih.gov/pubmed/37057031 http://dx.doi.org/10.1107/S2056989023002141 |
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author | Herbig, Marcus Böhme, Uwe |
author_facet | Herbig, Marcus Böhme, Uwe |
author_sort | Herbig, Marcus |
collection | PubMed |
description | Two polymorphs of the title compound, C(20)H(23)N(3)O(2), have been isolated. Polymorph (I) crystallizes in the monoclinic space group P2 (1)/n and polymorph (II) in the tetragonal space group I4 (1)/a. The main difference between the two polymorphs on the molecular level is the orientation of the n-propyl group. This group is antiperiplanar in (I) and synclinal in (II). The core of the molecule consists of two carbamoyl units bound to an enamine unit. The most prominent features are intramolecular N—H⋯O hydrogen bonds in both polymorphs. Both polymorphs form dimers with graph set R (2) (2)(12) via intermolecular N—H⋯O hydrogen bonds. Adjacent dimers of (I) are connected via a weak C—H⋯O interaction, resulting in a chain parallel to the crystallographic a-axis. The dimers of (II) are connected by weak C—H⋯π interactions, forming intermolecular chains along the c-axis direction. |
format | Online Article Text |
id | pubmed-10088299 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-100882992023-04-12 Two polymorphs of N,N′-diphenyl-2-[1-(propylamino)ethylidene]propanediamide Herbig, Marcus Böhme, Uwe Acta Crystallogr E Crystallogr Commun Research Communications Two polymorphs of the title compound, C(20)H(23)N(3)O(2), have been isolated. Polymorph (I) crystallizes in the monoclinic space group P2 (1)/n and polymorph (II) in the tetragonal space group I4 (1)/a. The main difference between the two polymorphs on the molecular level is the orientation of the n-propyl group. This group is antiperiplanar in (I) and synclinal in (II). The core of the molecule consists of two carbamoyl units bound to an enamine unit. The most prominent features are intramolecular N—H⋯O hydrogen bonds in both polymorphs. Both polymorphs form dimers with graph set R (2) (2)(12) via intermolecular N—H⋯O hydrogen bonds. Adjacent dimers of (I) are connected via a weak C—H⋯O interaction, resulting in a chain parallel to the crystallographic a-axis. The dimers of (II) are connected by weak C—H⋯π interactions, forming intermolecular chains along the c-axis direction. International Union of Crystallography 2023-03-10 /pmc/articles/PMC10088299/ /pubmed/37057031 http://dx.doi.org/10.1107/S2056989023002141 Text en © Herbig and Böhme 2023 https://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. |
spellingShingle | Research Communications Herbig, Marcus Böhme, Uwe Two polymorphs of N,N′-diphenyl-2-[1-(propylamino)ethylidene]propanediamide |
title | Two polymorphs of N,N′-diphenyl-2-[1-(propylamino)ethylidene]propanediamide |
title_full | Two polymorphs of N,N′-diphenyl-2-[1-(propylamino)ethylidene]propanediamide |
title_fullStr | Two polymorphs of N,N′-diphenyl-2-[1-(propylamino)ethylidene]propanediamide |
title_full_unstemmed | Two polymorphs of N,N′-diphenyl-2-[1-(propylamino)ethylidene]propanediamide |
title_short | Two polymorphs of N,N′-diphenyl-2-[1-(propylamino)ethylidene]propanediamide |
title_sort | two polymorphs of n,n′-diphenyl-2-[1-(propylamino)ethylidene]propanediamide |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10088299/ https://www.ncbi.nlm.nih.gov/pubmed/37057031 http://dx.doi.org/10.1107/S2056989023002141 |
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