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

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, C14H16N4O2S, 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)...

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Main Authors: Irvin Booysen, Ismail Muhammed, Anna Soares, Thomas Gerber, Eric Hosten, Richard Betz
Format: Article
Language:English
Published: International Union of Crystallography 2011-08-01
Series:Acta Crystallographica Section E
Online Access:http://scripts.iucr.org/cgi-bin/paper?S1600536811027322
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spelling doaj-e769212c435a4ffca1c65dcee3d159722020-11-25T00:14:00ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682011-08-01678o2025o202610.1107/S1600536811027322A second monoclinic polymorph of 6-amino-1,3-dimethyl-5-[(E)-2-(methylsulfanyl)benzylideneamino]pyrimidine-2,4(1H,3H)-dioneIrvin BooysenIsmail MuhammedAnna SoaresThomas GerberEric HostenRichard BetzA new monoclinic form of the title compound, C14H16N4O2S, 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.http://scripts.iucr.org/cgi-bin/paper?S1600536811027322
collection DOAJ
language English
format Article
sources DOAJ
author Irvin Booysen
Ismail Muhammed
Anna Soares
Thomas Gerber
Eric Hosten
Richard Betz
spellingShingle Irvin Booysen
Ismail Muhammed
Anna Soares
Thomas Gerber
Eric Hosten
Richard Betz
A second monoclinic polymorph of 6-amino-1,3-dimethyl-5-[(E)-2-(methylsulfanyl)benzylideneamino]pyrimidine-2,4(1H,3H)-dione
Acta Crystallographica Section E
author_facet Irvin Booysen
Ismail Muhammed
Anna Soares
Thomas Gerber
Eric Hosten
Richard Betz
author_sort Irvin Booysen
title 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_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_sort second monoclinic polymorph of 6-amino-1,3-dimethyl-5-[(e)-2-(methylsulfanyl)benzylideneamino]pyrimidine-2,4(1h,3h)-dione
publisher International Union of Crystallography
series Acta Crystallographica Section E
issn 1600-5368
publishDate 2011-08-01
description A new monoclinic form of the title compound, C14H16N4O2S, 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.
url http://scripts.iucr.org/cgi-bin/paper?S1600536811027322
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