Diverse supramolecular arrangement of substituted oxopyrrolidine analogues influenced by weak intermolecular interactions (CH⋯O/CH⋯π/H⋯H)
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- 作者：Marivel Samipillai ; Nilay Bhatt ; Hendrik G. Kruger ; Thavendran Govender ; Tricia Naicker ; Naickert1@ukzn.ac.za" class="auth_mail" title="E-mail the corresponding author
- 关键词：Oxopyrrolidine analogues ; Supramolecular assemblies ; Weak interactions ; Hirshfeld surface analysis
- 刊名：Journal of Molecular Structure
- 出版年：2016
- 出版时间：15 October 2016
- 年：2016
- 卷：1122
- 期：Complete
- 页码：37-47
- 全文大小：2722 K
文摘
Three analogues of 3-oxopyrrolidines; (S)-1-tert-butyl 2-ethyl-2-((S)-2-nitro-1-p-tolylethyl)-3-oxopyrrolidine-1,2-dicarboxylate, 1, (S)-1-tert-butyl 2-ethyl 2-((S)-1-(4-methoxyphenyl)-2-nitroethyl)-3-oxopyrrolidine-1,2-dicarboxylate 2, and Ethyl 1-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanoyl)-2-(2-nitro-1-phenylethyl)-3-oxopyrrolidine-2-carboxylate 3, were synthesized and crystallized in suitable solvents. Crystal structure analysis was carried out by single crystal X-ray diffraction to provide a detailed investigation of the packing and supramolecular arrangement of these analogues. The weak interactions such as C
H⋯O/CH⋯π present in the crystal structure of all these analogues (1–3) played a vital role in controlling the conformation of the molecules and construction of dissimilar supramolecular assemblies. This study provides some insight; that even though these oxopyrrolidine analogues, lack a hydrogen bond donor and acceptor system, that upon bulky substitutions, this scaffold can still form fascinating supramolecular assemblies through various weak interactions. The surface interaction was carried out by means of Hirshfeld surface analysis, which depicted the significant intermolecular interactions of a molecule with its neighbor within the structures.
H⋯O/CH⋯π present in the crystal structure of all these analogues (1–3) played a vital role in controlling the conformation of the molecules and construction of dissimilar supramolecular assemblies. This study provides some insight; that even though these oxopyrrolidine analogues, lack a hydrogen bond donor and acceptor system, that upon bulky substitutions, this scaffold can still form fascinating supramolecular assemblies through various weak interactions. The surface interaction was carried out by means of Hirshfeld surface analysis, which depicted the significant intermolecular interactions of a molecule with its neighbor within the structures.