Crystal structure of ethyl 5-(3-fluoro­phen­yl)-2-[(4-fluoro­phen­yl)methyl­idene]-7-methyl-3-oxo-2H,3H,5H-[1,3]thia­zolo[3,2-a]pyrimidine-6-carboxyl­ate

In the title mol­ecule, C(23)H(18)F(2)N(2)O(3)S, the pyrimidine ring is in a half-chair conformation and the 3-fluoro­phenyl group is in the axial position. The thia­zole ring (r.m.s. deviation = 0.0252 Å) forms dihedral angles of 84.8 (7) and 9.6 (7)° with the 3-fluoro-substituted and 4-fluoro-subs...

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Autores principales: Krishnamurthy, M. S., Nagarajaiah, H., Begum, Noor Shahina
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Data Reports
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257247/
https://www.ncbi.nlm.nih.gov/pubmed/25484821
http://dx.doi.org/10.1107/S1600536814023010
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author Krishnamurthy, M. S.
Nagarajaiah, H.
Begum, Noor Shahina
author_facet Krishnamurthy, M. S.
Nagarajaiah, H.
Begum, Noor Shahina
author_sort Krishnamurthy, M. S.
collection PubMed
description In the title mol­ecule, C(23)H(18)F(2)N(2)O(3)S, the pyrimidine ring is in a half-chair conformation and the 3-fluoro­phenyl group is in the axial position. The thia­zole ring (r.m.s. deviation = 0.0252 Å) forms dihedral angles of 84.8 (7) and 9.6 (7)° with the 3-fluoro-substituted and 4-fluoro-substituted benzene rings, respectively. In the crystal, weak C—H⋯F and C—H⋯O hydrogen bonds connect mol­ecules, forming zigzag chains along the b axis. In addition π–π stacking inter­actions with a centroid–centroid distance of 3.7633 (9) Å connect these chains into ladders via inversion-related 4-fluoro­phenyl groups.
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spelling pubmed-42572472014-12-05 Crystal structure of ethyl 5-(3-fluoro­phen­yl)-2-[(4-fluoro­phen­yl)methyl­idene]-7-methyl-3-oxo-2H,3H,5H-[1,3]thia­zolo[3,2-a]pyrimidine-6-carboxyl­ate Krishnamurthy, M. S. Nagarajaiah, H. Begum, Noor Shahina Acta Crystallogr Sect E Struct Rep Online Data Reports In the title mol­ecule, C(23)H(18)F(2)N(2)O(3)S, the pyrimidine ring is in a half-chair conformation and the 3-fluoro­phenyl group is in the axial position. The thia­zole ring (r.m.s. deviation = 0.0252 Å) forms dihedral angles of 84.8 (7) and 9.6 (7)° with the 3-fluoro-substituted and 4-fluoro-substituted benzene rings, respectively. In the crystal, weak C—H⋯F and C—H⋯O hydrogen bonds connect mol­ecules, forming zigzag chains along the b axis. In addition π–π stacking inter­actions with a centroid–centroid distance of 3.7633 (9) Å connect these chains into ladders via inversion-related 4-fluoro­phenyl groups. International Union of Crystallography 2014-10-24 /pmc/articles/PMC4257247/ /pubmed/25484821 http://dx.doi.org/10.1107/S1600536814023010 Text en © Krishnamurthy et al. 2014 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
Krishnamurthy, M. S.
Nagarajaiah, H.
Begum, Noor Shahina
Crystal structure of ethyl 5-(3-fluoro­phen­yl)-2-[(4-fluoro­phen­yl)methyl­idene]-7-methyl-3-oxo-2H,3H,5H-[1,3]thia­zolo[3,2-a]pyrimidine-6-carboxyl­ate
title Crystal structure of ethyl 5-(3-fluoro­phen­yl)-2-[(4-fluoro­phen­yl)methyl­idene]-7-methyl-3-oxo-2H,3H,5H-[1,3]thia­zolo[3,2-a]pyrimidine-6-carboxyl­ate
title_full Crystal structure of ethyl 5-(3-fluoro­phen­yl)-2-[(4-fluoro­phen­yl)methyl­idene]-7-methyl-3-oxo-2H,3H,5H-[1,3]thia­zolo[3,2-a]pyrimidine-6-carboxyl­ate
title_fullStr Crystal structure of ethyl 5-(3-fluoro­phen­yl)-2-[(4-fluoro­phen­yl)methyl­idene]-7-methyl-3-oxo-2H,3H,5H-[1,3]thia­zolo[3,2-a]pyrimidine-6-carboxyl­ate
title_full_unstemmed Crystal structure of ethyl 5-(3-fluoro­phen­yl)-2-[(4-fluoro­phen­yl)methyl­idene]-7-methyl-3-oxo-2H,3H,5H-[1,3]thia­zolo[3,2-a]pyrimidine-6-carboxyl­ate
title_short Crystal structure of ethyl 5-(3-fluoro­phen­yl)-2-[(4-fluoro­phen­yl)methyl­idene]-7-methyl-3-oxo-2H,3H,5H-[1,3]thia­zolo[3,2-a]pyrimidine-6-carboxyl­ate
title_sort crystal structure of ethyl 5-(3-fluoro­phen­yl)-2-[(4-fluoro­phen­yl)methyl­idene]-7-methyl-3-oxo-2h,3h,5h-[1,3]thia­zolo[3,2-a]pyrimidine-6-carboxyl­ate
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257247/
https://www.ncbi.nlm.nih.gov/pubmed/25484821
http://dx.doi.org/10.1107/S1600536814023010
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