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Crystal structure and Hirshfeld surface analysis of ethyl (3E)-5-(4-chlorophenyl)-3-{[(4-chlorophenyl)formamido]imino}-7-methyl-2H,3H,5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
In the title molecule, C(23)H(20)Cl(2)N(4)O(3)S, the thiazole ring is planar while the pyrimidine unit fused to it adopts a screw-boat conformation. In the crystal, thick sheets parallel to the bc plane are formed by N—H⋯N, C—H⋯N and C—H⋯O hydrogen bonds together with π–π interactions between the...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9361367/ https://www.ncbi.nlm.nih.gov/pubmed/35974819 http://dx.doi.org/10.1107/S205698902200603X |
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author | Mohamed, Shaaban K. Mague, Joel T. Akkurt, Mehmet Alfayomy, Abdallah M. Seri, Sahar M. Abou Abdel-Raheem, Shaban A. A. Ul-Malik, Mokhtar A. Abd |
author_facet | Mohamed, Shaaban K. Mague, Joel T. Akkurt, Mehmet Alfayomy, Abdallah M. Seri, Sahar M. Abou Abdel-Raheem, Shaban A. A. Ul-Malik, Mokhtar A. Abd |
author_sort | Mohamed, Shaaban K. |
collection | PubMed |
description | In the title molecule, C(23)H(20)Cl(2)N(4)O(3)S, the thiazole ring is planar while the pyrimidine unit fused to it adopts a screw-boat conformation. In the crystal, thick sheets parallel to the bc plane are formed by N—H⋯N, C—H⋯N and C—H⋯O hydrogen bonds together with π–π interactions between the formamido carbonyl groups and the thiazole rings. Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H⋯H (30.9%), Cl⋯H/H⋯Cl (20.7%), C⋯H/H⋯C (16.8%) and O⋯H/H⋯O (11.4%) interactions. |
format | Online Article Text |
id | pubmed-9361367 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-93613672022-08-15 Crystal structure and Hirshfeld surface analysis of ethyl (3E)-5-(4-chlorophenyl)-3-{[(4-chlorophenyl)formamido]imino}-7-methyl-2H,3H,5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate Mohamed, Shaaban K. Mague, Joel T. Akkurt, Mehmet Alfayomy, Abdallah M. Seri, Sahar M. Abou Abdel-Raheem, Shaban A. A. Ul-Malik, Mokhtar A. Abd Acta Crystallogr E Crystallogr Commun Research Communications In the title molecule, C(23)H(20)Cl(2)N(4)O(3)S, the thiazole ring is planar while the pyrimidine unit fused to it adopts a screw-boat conformation. In the crystal, thick sheets parallel to the bc plane are formed by N—H⋯N, C—H⋯N and C—H⋯O hydrogen bonds together with π–π interactions between the formamido carbonyl groups and the thiazole rings. Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H⋯H (30.9%), Cl⋯H/H⋯Cl (20.7%), C⋯H/H⋯C (16.8%) and O⋯H/H⋯O (11.4%) interactions. International Union of Crystallography 2022-07-26 /pmc/articles/PMC9361367/ /pubmed/35974819 http://dx.doi.org/10.1107/S205698902200603X Text en © Mohamed 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 Mohamed, Shaaban K. Mague, Joel T. Akkurt, Mehmet Alfayomy, Abdallah M. Seri, Sahar M. Abou Abdel-Raheem, Shaban A. A. Ul-Malik, Mokhtar A. Abd Crystal structure and Hirshfeld surface analysis of ethyl (3E)-5-(4-chlorophenyl)-3-{[(4-chlorophenyl)formamido]imino}-7-methyl-2H,3H,5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate |
title | Crystal structure and Hirshfeld surface analysis of ethyl (3E)-5-(4-chlorophenyl)-3-{[(4-chlorophenyl)formamido]imino}-7-methyl-2H,3H,5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate |
title_full | Crystal structure and Hirshfeld surface analysis of ethyl (3E)-5-(4-chlorophenyl)-3-{[(4-chlorophenyl)formamido]imino}-7-methyl-2H,3H,5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate |
title_fullStr | Crystal structure and Hirshfeld surface analysis of ethyl (3E)-5-(4-chlorophenyl)-3-{[(4-chlorophenyl)formamido]imino}-7-methyl-2H,3H,5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate |
title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of ethyl (3E)-5-(4-chlorophenyl)-3-{[(4-chlorophenyl)formamido]imino}-7-methyl-2H,3H,5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate |
title_short | Crystal structure and Hirshfeld surface analysis of ethyl (3E)-5-(4-chlorophenyl)-3-{[(4-chlorophenyl)formamido]imino}-7-methyl-2H,3H,5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate |
title_sort | crystal structure and hirshfeld surface analysis of ethyl (3e)-5-(4-chlorophenyl)-3-{[(4-chlorophenyl)formamido]imino}-7-methyl-2h,3h,5h-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9361367/ https://www.ncbi.nlm.nih.gov/pubmed/35974819 http://dx.doi.org/10.1107/S205698902200603X |
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