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
Open Access
- 26 July 2022
- journal article
- research article
- Published by International Union of Crystallography (IUCr) in Acta Crystallographica Section E: Crystallographic Communications
- Vol. 78 (8), 846-850
- https://doi.org/10.1107/s205698902200603x
Abstract
In the title molecule, C23H20Cl2N4O3S, 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 center dot center dot center dot N, C-H center dot center dot center dot N and C-H center dot center dot center dot O hydrogen bonds together with pi-pi 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 center dot center dot center dot H (30.9%), Cl center dot center dot center dot H/H center dot center dot center dot Cl (20.7%), C center dot center dot center dot H/H center dot center dot center dot C (16.8%) and O center dot center dot center dot H/H center dot center dot center dot O (11.4%) interactions.Keywords
Funding Information
- National Science Foundation (1228232)
- Tulane University
This publication has 15 references indexed in Scilit:
- The Cambridge Structural DatabaseActa crystallographica Section B, Structural science, crystal engineering and materials, 2016
- Synthesis and evaluation of benzosuberone embedded with 1,3,4-oxadiazole, 1,3,4-thiadiazole and 1,2,4-triazole moieties as new potential anti proliferative agentsBioorganic & Medicinal Chemistry Letters, 2015
- Comparison of silver and molybdenum microfocus X-ray sources for single-crystal structure determinationJournal of Applied Crystallography, 2015
- SHELXT– Integrated space-group and crystal-structure determinationActa Crystallographica Section A Foundations and Advances, 2015
- Crystal structure refinement withSHELXLActa Crystallographica Section C Structural Chemistry, 2015
- Synthesis and in vitro antiproliferative activity of new 1,3,4-oxadiazole derivatives possessing sulfonamide moietyEuropean Journal of Medicinal Chemistry, 2015
- 1,3,4-Oxadiazole-Containing Histone Deacetylase Inhibitors: Anticancer Activities in Cancer CellsJournal of Medicinal Chemistry, 2014
- WinGXandORTEP for Windows: an updateJournal of Applied Crystallography, 2012
- rac-(4R,17S,18R,26R)-Ethyl 4′-methoxycarbonyl-5′′-(4-methoxyphenyl)-1′-methyl-2,3′′-dioxo-2′′,3′′-dihydroindoline-3-spiro-2′-pyrrolidine-3′-spiro-2′′-thiazolo[3,2-a]pyrimidine-6′′-carboxylateActa Crystallographica Section E Structure Reports Online, 2009
- New Colorimetric Cytotoxicity Assay for Anticancer-Drug ScreeningJNCI Journal of the National Cancer Institute, 1990