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Crystal structure and Hirshfeld surface analysis of (Z)-4-{[4-(3-methyl-3-phenyl­cyclo­but­yl)thia­zol-2-yl]amino}-4-oxobut-2-enoic acid

The title cyclo­butyl compound, C(18)H(18)N(2)O(3)S, was synthesized by the inter­action of 4-(3-methyl-3-phenyl­cyclo­but­yl)thia­zol-2-amine and maleic anhydride, and crystallizes in the ortho­rhom­bic space group P2(1)2(1)2(1) with Z′ = 1. The mol­ecular geometry is partially stabilized by an int...

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Autores principales: Simsek, Okan, Dincer, Muharrem, Dege, Necmi, Saif, Eiad, Yilmaz, Ibrahim, Cukurovali, Alaaddin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8819446/
https://www.ncbi.nlm.nih.gov/pubmed/35145736
http://dx.doi.org/10.1107/S2056989022000032
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author Simsek, Okan
Dincer, Muharrem
Dege, Necmi
Saif, Eiad
Yilmaz, Ibrahim
Cukurovali, Alaaddin
author_facet Simsek, Okan
Dincer, Muharrem
Dege, Necmi
Saif, Eiad
Yilmaz, Ibrahim
Cukurovali, Alaaddin
author_sort Simsek, Okan
collection PubMed
description The title cyclo­butyl compound, C(18)H(18)N(2)O(3)S, was synthesized by the inter­action of 4-(3-methyl-3-phenyl­cyclo­but­yl)thia­zol-2-amine and maleic anhydride, and crystallizes in the ortho­rhom­bic space group P2(1)2(1)2(1) with Z′ = 1. The mol­ecular geometry is partially stabilized by an intra­molecular N—H⋯O hydrogen bond forming an S (1) (1)(7) ring motif. The mol­ecule is non-planar with a dihedral angle of 88.29 (11)° between the thia­zole and benzene rings. In the crystal, the mol­ecules are linked by O—H⋯N hydrogen bonds, forming supra­molecular ribbons with C (1) (1)(9) chain motifs. To further analyze the inter­molecular inter­actions, a Hirshfeld surface analysis was performed. The results indicate that the most important contributions to the overall surface are from H⋯H (43%), C⋯H (18%), O⋯H (17%) and N⋯H (6%), inter­actions.
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spelling pubmed-88194462022-02-09 Crystal structure and Hirshfeld surface analysis of (Z)-4-{[4-(3-methyl-3-phenyl­cyclo­but­yl)thia­zol-2-yl]amino}-4-oxobut-2-enoic acid Simsek, Okan Dincer, Muharrem Dege, Necmi Saif, Eiad Yilmaz, Ibrahim Cukurovali, Alaaddin Acta Crystallogr E Crystallogr Commun Research Communications The title cyclo­butyl compound, C(18)H(18)N(2)O(3)S, was synthesized by the inter­action of 4-(3-methyl-3-phenyl­cyclo­but­yl)thia­zol-2-amine and maleic anhydride, and crystallizes in the ortho­rhom­bic space group P2(1)2(1)2(1) with Z′ = 1. The mol­ecular geometry is partially stabilized by an intra­molecular N—H⋯O hydrogen bond forming an S (1) (1)(7) ring motif. The mol­ecule is non-planar with a dihedral angle of 88.29 (11)° between the thia­zole and benzene rings. In the crystal, the mol­ecules are linked by O—H⋯N hydrogen bonds, forming supra­molecular ribbons with C (1) (1)(9) chain motifs. To further analyze the inter­molecular inter­actions, a Hirshfeld surface analysis was performed. The results indicate that the most important contributions to the overall surface are from H⋯H (43%), C⋯H (18%), O⋯H (17%) and N⋯H (6%), inter­actions. International Union of Crystallography 2022-01-07 /pmc/articles/PMC8819446/ /pubmed/35145736 http://dx.doi.org/10.1107/S2056989022000032 Text en © Simsek et al. 2022 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Research Communications
Simsek, Okan
Dincer, Muharrem
Dege, Necmi
Saif, Eiad
Yilmaz, Ibrahim
Cukurovali, Alaaddin
Crystal structure and Hirshfeld surface analysis of (Z)-4-{[4-(3-methyl-3-phenyl­cyclo­but­yl)thia­zol-2-yl]amino}-4-oxobut-2-enoic acid
title Crystal structure and Hirshfeld surface analysis of (Z)-4-{[4-(3-methyl-3-phenyl­cyclo­but­yl)thia­zol-2-yl]amino}-4-oxobut-2-enoic acid
title_full Crystal structure and Hirshfeld surface analysis of (Z)-4-{[4-(3-methyl-3-phenyl­cyclo­but­yl)thia­zol-2-yl]amino}-4-oxobut-2-enoic acid
title_fullStr Crystal structure and Hirshfeld surface analysis of (Z)-4-{[4-(3-methyl-3-phenyl­cyclo­but­yl)thia­zol-2-yl]amino}-4-oxobut-2-enoic acid
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of (Z)-4-{[4-(3-methyl-3-phenyl­cyclo­but­yl)thia­zol-2-yl]amino}-4-oxobut-2-enoic acid
title_short Crystal structure and Hirshfeld surface analysis of (Z)-4-{[4-(3-methyl-3-phenyl­cyclo­but­yl)thia­zol-2-yl]amino}-4-oxobut-2-enoic acid
title_sort crystal structure and hirshfeld surface analysis of (z)-4-{[4-(3-methyl-3-phenyl­cyclo­but­yl)thia­zol-2-yl]amino}-4-oxobut-2-enoic acid
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8819446/
https://www.ncbi.nlm.nih.gov/pubmed/35145736
http://dx.doi.org/10.1107/S2056989022000032
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