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Crystal structure of (S)-5,7-diphenyl-4,7-di­hydro­tetra­zolo[1,5-a]pyrimidine

The title compound, C(16)H(13)N(5), was synthesized by coupling amino­tetra­zole with chalcone in the presence of an amine organocatalyst derived from chincona alkaloid. There are two mol­ecules, A and B, in the asymmetric unit. In mol­ecule A, the dihedral angles between the partly hydrogenated pyr...

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Autores principales: Price, Ivy K., Rougeot, Celine, Hein, Jason E.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4438826/
https://www.ncbi.nlm.nih.gov/pubmed/26029423
http://dx.doi.org/10.1107/S2056989015002996
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author Price, Ivy K.
Rougeot, Celine
Hein, Jason E.
author_facet Price, Ivy K.
Rougeot, Celine
Hein, Jason E.
author_sort Price, Ivy K.
collection PubMed
description The title compound, C(16)H(13)N(5), was synthesized by coupling amino­tetra­zole with chalcone in the presence of an amine organocatalyst derived from chincona alkaloid. There are two mol­ecules, A and B, in the asymmetric unit. In mol­ecule A, the dihedral angles between the partly hydrogenated pyrimidine ring system (r.m.s. deviation = 0.056 Å) and the sp (2)- and sp (3)-bonded phenyl groups are 33.32 (11) and 86.53 (11)°, respectively. The equivalent data for mol­ecule B are 0.049 Å, and 27.05 (10) and 85.27 (11)°, respectively. In the crystal, A+B dimers linked by pairs of N—H⋯N hydrogen bonds generate R (2) (2)(8) loops. The dimers are linked by aromatic π–π stacking inter­actions [shortest centroid–centroid separation = 3.5367 (15) Å], which results in a three-dimensional network.
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spelling pubmed-44388262015-05-30 Crystal structure of (S)-5,7-diphenyl-4,7-di­hydro­tetra­zolo[1,5-a]pyrimidine Price, Ivy K. Rougeot, Celine Hein, Jason E. Acta Crystallogr E Crystallogr Commun Data Reports The title compound, C(16)H(13)N(5), was synthesized by coupling amino­tetra­zole with chalcone in the presence of an amine organocatalyst derived from chincona alkaloid. There are two mol­ecules, A and B, in the asymmetric unit. In mol­ecule A, the dihedral angles between the partly hydrogenated pyrimidine ring system (r.m.s. deviation = 0.056 Å) and the sp (2)- and sp (3)-bonded phenyl groups are 33.32 (11) and 86.53 (11)°, respectively. The equivalent data for mol­ecule B are 0.049 Å, and 27.05 (10) and 85.27 (11)°, respectively. In the crystal, A+B dimers linked by pairs of N—H⋯N hydrogen bonds generate R (2) (2)(8) loops. The dimers are linked by aromatic π–π stacking inter­actions [shortest centroid–centroid separation = 3.5367 (15) Å], which results in a three-dimensional network. International Union of Crystallography 2015-03-04 /pmc/articles/PMC4438826/ /pubmed/26029423 http://dx.doi.org/10.1107/S2056989015002996 Text en © Price et al. 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 Data Reports
Price, Ivy K.
Rougeot, Celine
Hein, Jason E.
Crystal structure of (S)-5,7-diphenyl-4,7-di­hydro­tetra­zolo[1,5-a]pyrimidine
title Crystal structure of (S)-5,7-diphenyl-4,7-di­hydro­tetra­zolo[1,5-a]pyrimidine
title_full Crystal structure of (S)-5,7-diphenyl-4,7-di­hydro­tetra­zolo[1,5-a]pyrimidine
title_fullStr Crystal structure of (S)-5,7-diphenyl-4,7-di­hydro­tetra­zolo[1,5-a]pyrimidine
title_full_unstemmed Crystal structure of (S)-5,7-diphenyl-4,7-di­hydro­tetra­zolo[1,5-a]pyrimidine
title_short Crystal structure of (S)-5,7-diphenyl-4,7-di­hydro­tetra­zolo[1,5-a]pyrimidine
title_sort crystal structure of (s)-5,7-diphenyl-4,7-di­hydro­tetra­zolo[1,5-a]pyrimidine
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4438826/
https://www.ncbi.nlm.nih.gov/pubmed/26029423
http://dx.doi.org/10.1107/S2056989015002996
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