Synthesis, crystal structure and Hirshfeld surface analysis of 5,5-diphenyl-3-(prop-2-yn-1-yl)imidazolidine-2,4-dione

IF 0.5 Q4 CRYSTALLOGRAPHY

Acta Crystallographica Section E: Crystallographic Communications Pub Date : 2025-05-01 DOI:10.1107/S2056989025003391

Abderrazzak El Moutaouakil Ala Allah , Chiara Massera , Walid Guerrab , Abdulsalam Alsubari , Joel T. Mague , Youssef Ramli

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Abstract

The molecular structure and crystal packing of 5,5-diphenyl-3-(2-propyn-1-yl)imidazolidine-2,4-dione were studied using single-crystal X-ray diffraction and Hirshfeld surface analysis..

The new phenytoin analogue 5,5-diphenyl-3-(2-propyn-1-yl)imidazolidine-2,4-dione, C₁₈H₁₄N₂O₂ (3), was obtained through an alkylation reaction with propargyl bromide via the phase-transfer catalysis method, and its structure was determined via single-crystal X-ray diffraction analysis. The asymmetric unit of 3 consists of two independent molecules differing mainly in the orientation of the propynyl group. Each molecule forms an inversion dimer through pairs of N2—H2⋯O2 hydrogen bonds. The crystal structure is further consolidated by C—H⋯O and C—H⋯π interactions. The contributions of the different interactions towards the crystal packing were further analysed using Hirshfeld surface and fingerprint plots, showing that the largest contribution comes from the H⋯H contacts (45%).

查看原文本刊更多论文

5,5-二苯基-3-（丙-2-炔-1-基）咪唑烷-2,4-二酮的合成、晶体结构和Hirshfeld表面分析。

通过相转移催化法与丙炔溴烷基化反应得到了新的苯妥英类似物5,5-二苯基-3-（2-丙基-1-基）咪唑烷-2,4-二酮C18H14N2O2(3)，并通过单晶x射线衍射分析确定了其结构。3的不对称单元由两个独立的分子组成，主要区别在于丙基的取向。每个分子通过一对对N2-H2⋯O2氢键形成倒置二聚体。C-H⋯O和C-H⋯π的相互作用进一步巩固了晶体结构。利用Hirshfeld表面和指纹图进一步分析了不同相互作用对晶体堆积的贡献，表明最大的贡献来自H⋯H接触（45%）。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Acta Crystallographica Section E: Crystallographic Communications Chemistry-Chemistry (all)

CiteScore

1.90

自引率

0.00%

发文量

351

审稿时长

3 weeks

期刊介绍： Acta Crystallographica Section E: Crystallographic Communications is the IUCr''s open-access structural communications journal. It provides a fast, simple and easily accessible publication mechanism for crystal structure determinations of inorganic, metal-organic and organic compounds. The electronic submission, validation, refereeing and publication facilities of the journal ensure rapid and high-quality publication of fully validated structures. The primary article category is Research Communications; these are peer-reviewed articles describing one or more structure determinations with appropriate discussion of the science.