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Methyl (2Z)-2-(2-fluoro-4-methoxybenzylidene)-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
The asymmetric unit of the title compound, C(24)H(21)FN(2)O(5)S, consists of two crystallographically independent molecules. In each molecule, the central dihydropyrimidine ring is significantly puckered and adopts a conformation which is best described as an intermediate between a boat and a sc...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3212305/ https://www.ncbi.nlm.nih.gov/pubmed/22090962 http://dx.doi.org/10.1107/S1600536811025141 |
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author | Fun, Hoong-Kun Loh, Wan-Sin Sarojini, B. K. Umesha, K. Narayana, B. |
author_facet | Fun, Hoong-Kun Loh, Wan-Sin Sarojini, B. K. Umesha, K. Narayana, B. |
author_sort | Fun, Hoong-Kun |
collection | PubMed |
description | The asymmetric unit of the title compound, C(24)H(21)FN(2)O(5)S, consists of two crystallographically independent molecules. In each molecule, the central dihydropyrimidine ring is significantly puckered and adopts a conformation which is best described as an intermediate between a boat and a screw boat. The least-squares planes of the dihydropyrimidine rings are almost coplanar with the fluoro-substituted benzene rings, making dihedral angles of 9.04 (7) and 6.68 (7)°, and almost perpendicular to the methoxy-substituted benzene rings with dihedral angles of 89.23 (7) and 88.30 (7)°. In the molecular structure, S(6) ring motifs are formed by C—H⋯O and C—H⋯S hydrogen bonds. In the crystal, molecules are linked into a three-dimensional network by intermolecular C—H⋯O and C—H⋯F hydrogen bonds. The crystal structure is further stabilized by a C—H⋯π interaction. |
format | Online Article Text |
id | pubmed-3212305 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32123052011-11-16 Methyl (2Z)-2-(2-fluoro-4-methoxybenzylidene)-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate Fun, Hoong-Kun Loh, Wan-Sin Sarojini, B. K. Umesha, K. Narayana, B. Acta Crystallogr Sect E Struct Rep Online Organic Papers The asymmetric unit of the title compound, C(24)H(21)FN(2)O(5)S, consists of two crystallographically independent molecules. In each molecule, the central dihydropyrimidine ring is significantly puckered and adopts a conformation which is best described as an intermediate between a boat and a screw boat. The least-squares planes of the dihydropyrimidine rings are almost coplanar with the fluoro-substituted benzene rings, making dihedral angles of 9.04 (7) and 6.68 (7)°, and almost perpendicular to the methoxy-substituted benzene rings with dihedral angles of 89.23 (7) and 88.30 (7)°. In the molecular structure, S(6) ring motifs are formed by C—H⋯O and C—H⋯S hydrogen bonds. In the crystal, molecules are linked into a three-dimensional network by intermolecular C—H⋯O and C—H⋯F hydrogen bonds. The crystal structure is further stabilized by a C—H⋯π interaction. International Union of Crystallography 2011-07-06 /pmc/articles/PMC3212305/ /pubmed/22090962 http://dx.doi.org/10.1107/S1600536811025141 Text en © Fun 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 Fun, Hoong-Kun Loh, Wan-Sin Sarojini, B. K. Umesha, K. Narayana, B. Methyl (2Z)-2-(2-fluoro-4-methoxybenzylidene)-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate |
title | Methyl (2Z)-2-(2-fluoro-4-methoxybenzylidene)-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate |
title_full | Methyl (2Z)-2-(2-fluoro-4-methoxybenzylidene)-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate |
title_fullStr | Methyl (2Z)-2-(2-fluoro-4-methoxybenzylidene)-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate |
title_full_unstemmed | Methyl (2Z)-2-(2-fluoro-4-methoxybenzylidene)-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate |
title_short | Methyl (2Z)-2-(2-fluoro-4-methoxybenzylidene)-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate |
title_sort | methyl (2z)-2-(2-fluoro-4-methoxybenzylidene)-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5h-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3212305/ https://www.ncbi.nlm.nih.gov/pubmed/22090962 http://dx.doi.org/10.1107/S1600536811025141 |
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