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N,N′-Bis(3-methyl­phen­yl)propane­diamide

The mol­ecular structure of the title compound, C(17)H(18)N(2)O(2), is symmetrical around the central C atom. The two halves of the mol­ecule are related by a twofold rotation axis. In each half of the mol­ecule, the structure is stabilized by intra­molecular C—H⋯O hydrogen bonds. Furthermore, each...

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Autores principales: Gowda, B. Thimme, Tokarčík, Miroslav, Rodrigues, Vinola Z., Kožíšek, Jozef, Fuess, Hartmut
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3009026/
https://www.ncbi.nlm.nih.gov/pubmed/21589191
http://dx.doi.org/10.1107/S1600536810044089
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author Gowda, B. Thimme
Tokarčík, Miroslav
Rodrigues, Vinola Z.
Kožíšek, Jozef
Fuess, Hartmut
author_facet Gowda, B. Thimme
Tokarčík, Miroslav
Rodrigues, Vinola Z.
Kožíšek, Jozef
Fuess, Hartmut
author_sort Gowda, B. Thimme
collection PubMed
description The mol­ecular structure of the title compound, C(17)H(18)N(2)O(2), is symmetrical around the central C atom. The two halves of the mol­ecule are related by a twofold rotation axis. In each half of the mol­ecule, the structure is stabilized by intra­molecular C—H⋯O hydrogen bonds. Furthermore, each amide group is almost coplanar with the adjacent benzene ring [dihedral angle is 9.2 (2)°]. The planes of the amide groups are inclined at an angle of 68.5 (1)°, while the two benzene rings make a dihedral angle of 70.40 (3)°. In the crystal, mol­ecules are linked by inter­molecular N—H⋯O hydrogen bonds into chains running along the c axis. Neighbouring chains are weakly coupled by π–π stacking inter­actions [centroid–centroid distance = 3.7952 (8) Å].
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spelling pubmed-30090262010-12-30 N,N′-Bis(3-methyl­phen­yl)propane­diamide Gowda, B. Thimme Tokarčík, Miroslav Rodrigues, Vinola Z. Kožíšek, Jozef Fuess, Hartmut Acta Crystallogr Sect E Struct Rep Online Organic Papers The mol­ecular structure of the title compound, C(17)H(18)N(2)O(2), is symmetrical around the central C atom. The two halves of the mol­ecule are related by a twofold rotation axis. In each half of the mol­ecule, the structure is stabilized by intra­molecular C—H⋯O hydrogen bonds. Furthermore, each amide group is almost coplanar with the adjacent benzene ring [dihedral angle is 9.2 (2)°]. The planes of the amide groups are inclined at an angle of 68.5 (1)°, while the two benzene rings make a dihedral angle of 70.40 (3)°. In the crystal, mol­ecules are linked by inter­molecular N—H⋯O hydrogen bonds into chains running along the c axis. Neighbouring chains are weakly coupled by π–π stacking inter­actions [centroid–centroid distance = 3.7952 (8) Å]. International Union of Crystallography 2010-10-31 /pmc/articles/PMC3009026/ /pubmed/21589191 http://dx.doi.org/10.1107/S1600536810044089 Text en © Gowda et al. 2010 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
Gowda, B. Thimme
Tokarčík, Miroslav
Rodrigues, Vinola Z.
Kožíšek, Jozef
Fuess, Hartmut
N,N′-Bis(3-methyl­phen­yl)propane­diamide
title N,N′-Bis(3-methyl­phen­yl)propane­diamide
title_full N,N′-Bis(3-methyl­phen­yl)propane­diamide
title_fullStr N,N′-Bis(3-methyl­phen­yl)propane­diamide
title_full_unstemmed N,N′-Bis(3-methyl­phen­yl)propane­diamide
title_short N,N′-Bis(3-methyl­phen­yl)propane­diamide
title_sort n,n′-bis(3-methyl­phen­yl)propane­diamide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3009026/
https://www.ncbi.nlm.nih.gov/pubmed/21589191
http://dx.doi.org/10.1107/S1600536810044089
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