A second monoclinic polymorph of 6-amino-1,3-dimethyl-5-[(E)-2-(methyl­sulfan­yl)benzyl­idene­amino]­pyrimidine-2,4(1H,3H)-dione

A new monoclinic form of the title compound, C(14)H(16)N(4)O(2)S, has been identified unexpectedly during an attempt to synthesize a coordination compound. The heterocyclic ring is essentially planar (r.m.s. deviation = 0.005 Å) and makes a dihedral angle of 8.77 (5)° with the benzene ring. This is...

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Autores principales: Booysen, Irvin, Muhammed, Ismail, Soares, Anna, Gerber, Thomas, Hosten, Eric, Betz, Richard
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3213476/
https://www.ncbi.nlm.nih.gov/pubmed/22091055
http://dx.doi.org/10.1107/S1600536811027322
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author Booysen, Irvin
Muhammed, Ismail
Soares, Anna
Gerber, Thomas
Hosten, Eric
Betz, Richard
author_facet Booysen, Irvin
Muhammed, Ismail
Soares, Anna
Gerber, Thomas
Hosten, Eric
Betz, Richard
author_sort Booysen, Irvin
collection PubMed
description A new monoclinic form of the title compound, C(14)H(16)N(4)O(2)S, has been identified unexpectedly during an attempt to synthesize a coordination compound. The heterocyclic ring is essentially planar (r.m.s. deviation = 0.005 Å) and makes a dihedral angle of 8.77 (5)° with the benzene ring. This is in contrast to 12.24 (7)° reported for the first monoclinic polymorph [Booysen et al. (2011 ▶). Acta Cryst. E67, o1592]. An intra­molecular N—H⋯S hydrogen bond is observed. In the crystal, inter­molecular N—H⋯O hydrogen bonds link the mol­ecules into zigzag chains along the b axis. The closest distance between the centroids of symmetry-related heterocyclic rings is 3.5161 (6) Å.
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spelling pubmed-32134762011-11-16 A second monoclinic polymorph of 6-amino-1,3-dimethyl-5-[(E)-2-(methyl­sulfan­yl)benzyl­idene­amino]­pyrimidine-2,4(1H,3H)-dione Booysen, Irvin Muhammed, Ismail Soares, Anna Gerber, Thomas Hosten, Eric Betz, Richard Acta Crystallogr Sect E Struct Rep Online Organic Papers A new monoclinic form of the title compound, C(14)H(16)N(4)O(2)S, has been identified unexpectedly during an attempt to synthesize a coordination compound. The heterocyclic ring is essentially planar (r.m.s. deviation = 0.005 Å) and makes a dihedral angle of 8.77 (5)° with the benzene ring. This is in contrast to 12.24 (7)° reported for the first monoclinic polymorph [Booysen et al. (2011 ▶). Acta Cryst. E67, o1592]. An intra­molecular N—H⋯S hydrogen bond is observed. In the crystal, inter­molecular N—H⋯O hydrogen bonds link the mol­ecules into zigzag chains along the b axis. The closest distance between the centroids of symmetry-related heterocyclic rings is 3.5161 (6) Å. International Union of Crystallography 2011-07-13 /pmc/articles/PMC3213476/ /pubmed/22091055 http://dx.doi.org/10.1107/S1600536811027322 Text en © Booysen et al. 2011 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
Booysen, Irvin
Muhammed, Ismail
Soares, Anna
Gerber, Thomas
Hosten, Eric
Betz, Richard
A second monoclinic polymorph of 6-amino-1,3-dimethyl-5-[(E)-2-(methyl­sulfan­yl)benzyl­idene­amino]­pyrimidine-2,4(1H,3H)-dione
title A second monoclinic polymorph of 6-amino-1,3-dimethyl-5-[(E)-2-(methyl­sulfan­yl)benzyl­idene­amino]­pyrimidine-2,4(1H,3H)-dione
title_full A second monoclinic polymorph of 6-amino-1,3-dimethyl-5-[(E)-2-(methyl­sulfan­yl)benzyl­idene­amino]­pyrimidine-2,4(1H,3H)-dione
title_fullStr A second monoclinic polymorph of 6-amino-1,3-dimethyl-5-[(E)-2-(methyl­sulfan­yl)benzyl­idene­amino]­pyrimidine-2,4(1H,3H)-dione
title_full_unstemmed A second monoclinic polymorph of 6-amino-1,3-dimethyl-5-[(E)-2-(methyl­sulfan­yl)benzyl­idene­amino]­pyrimidine-2,4(1H,3H)-dione
title_short A second monoclinic polymorph of 6-amino-1,3-dimethyl-5-[(E)-2-(methyl­sulfan­yl)benzyl­idene­amino]­pyrimidine-2,4(1H,3H)-dione
title_sort second monoclinic polymorph of 6-amino-1,3-dimethyl-5-[(e)-2-(methyl­sulfan­yl)benzyl­idene­amino]­pyrimidine-2,4(1h,3h)-dione
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3213476/
https://www.ncbi.nlm.nih.gov/pubmed/22091055
http://dx.doi.org/10.1107/S1600536811027322
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