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Crystal structure of the α-racemate of methohexital

Mol­ecules of the title compound, C(14)H(18)N(2)O(3) [systematic name: 5-allyl-5-(hex-3-yn-2-yl)-1-methylpyrimidine-2,4,6(1H,3H,5H)-trione in the (R(b)S(h))/(S(b)R(h)) racemic form], are connected by mutual N—H⋯O=C hydrogen bonds in which the carbonyl group at the 2-position of the pyrimidine­trione...

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Detalles Bibliográficos
Autores principales: Gelbrich, Thomas, Griesser, Ulrich J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4384543/
https://www.ncbi.nlm.nih.gov/pubmed/25878820
http://dx.doi.org/10.1107/S205698901500105X
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author Gelbrich, Thomas
Griesser, Ulrich J.
author_facet Gelbrich, Thomas
Griesser, Ulrich J.
author_sort Gelbrich, Thomas
collection PubMed
description Mol­ecules of the title compound, C(14)H(18)N(2)O(3) [systematic name: 5-allyl-5-(hex-3-yn-2-yl)-1-methylpyrimidine-2,4,6(1H,3H,5H)-trione in the (R(b)S(h))/(S(b)R(h)) racemic form], are connected by mutual N—H⋯O=C hydrogen bonds in which the carbonyl group at the 2-position of the pyrimidine­trione ring is employed. These inter­actions result in an inversion dimer which displays a central R (2) (2)(8) ring motif. This dimer is topologically distinct from that of the previously reported (S(b)R(h)) form, which is, however, also based on an R (2) (2)(8) motif. The methyl group at the 1-position of the pyrimidine­trione ring in the title structure is disordered over two sets of sites in a 0.57 (2):0.43 (2) ratio.
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spelling pubmed-43845432015-04-15 Crystal structure of the α-racemate of methohexital Gelbrich, Thomas Griesser, Ulrich J. Acta Crystallogr E Crystallogr Commun Research Communications Mol­ecules of the title compound, C(14)H(18)N(2)O(3) [systematic name: 5-allyl-5-(hex-3-yn-2-yl)-1-methylpyrimidine-2,4,6(1H,3H,5H)-trione in the (R(b)S(h))/(S(b)R(h)) racemic form], are connected by mutual N—H⋯O=C hydrogen bonds in which the carbonyl group at the 2-position of the pyrimidine­trione ring is employed. These inter­actions result in an inversion dimer which displays a central R (2) (2)(8) ring motif. This dimer is topologically distinct from that of the previously reported (S(b)R(h)) form, which is, however, also based on an R (2) (2)(8) motif. The methyl group at the 1-position of the pyrimidine­trione ring in the title structure is disordered over two sets of sites in a 0.57 (2):0.43 (2) ratio. International Union of Crystallography 2015-01-24 /pmc/articles/PMC4384543/ /pubmed/25878820 http://dx.doi.org/10.1107/S205698901500105X Text en © Gelbrich and Griesser 2015 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 Research Communications
Gelbrich, Thomas
Griesser, Ulrich J.
Crystal structure of the α-racemate of methohexital
title Crystal structure of the α-racemate of methohexital
title_full Crystal structure of the α-racemate of methohexital
title_fullStr Crystal structure of the α-racemate of methohexital
title_full_unstemmed Crystal structure of the α-racemate of methohexital
title_short Crystal structure of the α-racemate of methohexital
title_sort crystal structure of the α-racemate of methohexital
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4384543/
https://www.ncbi.nlm.nih.gov/pubmed/25878820
http://dx.doi.org/10.1107/S205698901500105X
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