Crystal structure and Hirshfeld surface analysis of N-(4-nitrophenyl)-2-(piperidin-1-yl)acetamide (lidocaine analogue)

IF 0.5 Q4 CRYSTALLOGRAPHY

Acta Crystallographica Section E: Crystallographic Communications Pub Date : 2025-01-01 DOI:10.1107/S205698902401185X

Imane Maimoune , Benson M. Kariuki , Abderrazzak El Moutaouakil Ala Allah , Intissar Nchioua , Abdulsalam Alsubari , Joel T. Mague , Abdelkader Zarrouk , Youssef Ramli

{"title":"Crystal structure and Hirshfeld surface analysis of N-(4-nitrophenyl)-2-(piperidin-1-yl)acetamide (lidocaine analogue)","authors":"Imane Maimoune , Benson M. Kariuki , Abderrazzak El Moutaouakil Ala Allah , Intissar Nchioua , Abdulsalam Alsubari , Joel T. Mague , Abdelkader Zarrouk , Youssef Ramli","doi":"10.1107/S205698902401185X","DOIUrl":null,"url":null,"abstract":"<div><div>The substituents on the phenyl ring are rotated slightly out of the mean plane of the ring while the piperidine moiety is nearly perpendicular to that plane. In the crystal, C—H⋯O hydrogen bonds form chains of molecules extending along the <em>c</em>-axis direction, which are linked by C=O⋯π(ring) interactions. A Hirshfeld surface analysis showed the majority of intermolecular interactions to be H⋯H contacts while O⋯H/H⋯O contacts are the second most numerous.</div></div><div><div>In the title molecule, C<sub>13</sub>H<sub>17</sub>N<sub>3</sub>O<sub>3</sub>, the substituents on the phenyl ring are rotated slightly out of the mean plane of the ring but the piperidine moiety is nearly perpendicular to that plane. In the crystal, C—H⋯O hydrogen bonds form chains of molecules extending along the <em>c</em>-axis direction, which are linked by C=O⋯π(ring) interactions. A Hirshfeld surface analysis showed the majority of intermolecular interactions to be H⋯H contacts while O⋯H/H⋯O contacts are the second most numerous.</div></div>","PeriodicalId":7367,"journal":{"name":"Acta Crystallographica Section E: Crystallographic Communications","volume":"81 1","pages":"Pages 69-73"},"PeriodicalIF":0.5000,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11701775/pdf/","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Acta Crystallographica Section E: Crystallographic Communications","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2056989025000118","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CRYSTALLOGRAPHY","Score":null,"Total":0}

引用次数: 0

Abstract

The substituents on the phenyl ring are rotated slightly out of the mean plane of the ring while the piperidine moiety is nearly perpendicular to that plane. In the crystal, C—H⋯O hydrogen bonds form chains of molecules extending along the c-axis direction, which are linked by C=O⋯π(ring) interactions. A Hirshfeld surface analysis showed the majority of intermolecular interactions to be H⋯H contacts while O⋯H/H⋯O contacts are the second most numerous.

In the title molecule, C₁₃H₁₇N₃O₃, the substituents on the phenyl ring are rotated slightly out of the mean plane of the ring but the piperidine moiety is nearly perpendicular to that plane. In the crystal, C—H⋯O hydrogen bonds form chains of molecules extending along the c-axis direction, which are linked by C=O⋯π(ring) interactions. A Hirshfeld surface analysis showed the majority of intermolecular interactions to be H⋯H contacts while O⋯H/H⋯O contacts are the second most numerous.

查看原文本刊更多论文

N-（4-硝基-苯基）-2-（哌啶-1-基）乙酰胺（利多卡因类似物）的晶体结构和Hirshfeld表面分析。

在标题分子C13H17N3O3中，苯基环上的取代基略微旋转出环的平均平面，但哌啶部分几乎垂直于环的平均平面。在晶体中，C- h⋯O氢键形成沿C轴方向延伸的分子链，这些分子链由C=O⋯π（环）相互作用连接。Hirshfeld表面分析显示，大多数分子间相互作用是H⋯H接触，而O⋯H/H⋯O接触是第二多的。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

求助全文

约1分钟内获得全文求助全文

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.

Crystal structure and Hirshfeld surface analysis of N-(4-nitro­phen­yl)-2-(piperidin-1-yl)acetamide (lidocaine analogue)

Abstract

Crystal structure and Hirshfeld surface analysis of N-(4-nitrophenyl)-2-(piperidin-1-yl)acetamide (lidocaine analogue)