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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...

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Autores principales: Herbig, Marcus, Böhme, Uwe
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2023
Materias:
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.
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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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