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

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 a...

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Main Authors: Imane Maimoune, Benson M. Kariuki, Abderrazzak El Moutaouakil Ala Allah, Intissar Nchioua, Abdulsalam Alsubari, Joel T. Mague, Abdelkader Zarrouk, Youssef Ramli
Format: Article
Language:English
Published: International Union of Crystallography 2025-01-01
Series:Acta Crystallographica Section E: Crystallographic Communications
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Online Access:https://journals.iucr.org/paper?S205698902401185X
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author Imane Maimoune
Benson M. Kariuki
Abderrazzak El Moutaouakil Ala Allah
Intissar Nchioua
Abdulsalam Alsubari
Joel T. Mague
Abdelkader Zarrouk
Youssef Ramli
author_facet Imane Maimoune
Benson M. Kariuki
Abderrazzak El Moutaouakil Ala Allah
Intissar Nchioua
Abdulsalam Alsubari
Joel T. Mague
Abdelkader Zarrouk
Youssef Ramli
author_sort Imane Maimoune
collection DOAJ
description 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.
format Article
id doaj-art-dd6ee61c92084743809a3ac4c7559732
institution Kabale University
issn 2056-9890
language English
publishDate 2025-01-01
publisher International Union of Crystallography
record_format Article
series Acta Crystallographica Section E: Crystallographic Communications
spelling doaj-art-dd6ee61c92084743809a3ac4c75597322025-01-06T09:23:11ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902025-01-01811697310.1107/S205698902401185Xvm2309Crystal structure and Hirshfeld surface analysis of N-(4-nitrophenyl)-2-(piperidin-1-yl)acetamide (lidocaine analogue)Imane Maimoune0Benson M. Kariuki1Abderrazzak El Moutaouakil Ala Allah2Intissar Nchioua3Abdulsalam Alsubari4Joel T. Mague5Abdelkader Zarrouk6Youssef Ramli7Laboratory of Materials Nanotechnology and Environment, Faculty of Sciences, Mohammed V University in Rabat, PO Box 1014, Rabat, MoroccoSchool of Chemistry, Cardiff University, Main Building, Park Place, Cardiff, CF10 3AT, United KingdomLaboratory of Medicinal Chemistry, Drug Sciences Research Center, Faculty of Medicine and Pharmacy, Mohammed V University, Rabat, MoroccoLaboratory of Medicinal Chemistry, Drug Sciences Research Center, Faculty of Medicine and Pharmacy, Mohammed V University, Rabat, MoroccoLaboratory of Medicinal Chemistry, Faculty of Clinical Pharmacy, 21 September University, YemenDepartment of Chemistry, Tulane University, New Orleans, LA 70118, USALaboratory of Materials Nanotechnology and Environment, Faculty of Sciences, Mohammed V University in Rabat, PO Box 1014, Rabat, MoroccoLaboratory of Medicinal Chemistry, Drug Sciences Research Center, Faculty of Medicine and Pharmacy, Mohammed V University, Rabat, MoroccoIn 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.https://journals.iucr.org/paper?S205698902401185Xcrystal structureacetamidepiperidinehydrogen bondc=o...π(ring) interaction
spellingShingle Imane Maimoune
Benson M. Kariuki
Abderrazzak El Moutaouakil Ala Allah
Intissar Nchioua
Abdulsalam Alsubari
Joel T. Mague
Abdelkader Zarrouk
Youssef Ramli
Crystal structure and Hirshfeld surface analysis of N-(4-nitrophenyl)-2-(piperidin-1-yl)acetamide (lidocaine analogue)
Acta Crystallographica Section E: Crystallographic Communications
crystal structure
acetamide
piperidine
hydrogen bond
c=o...π(ring) interaction
title Crystal structure and Hirshfeld surface analysis of N-(4-nitrophenyl)-2-(piperidin-1-yl)acetamide (lidocaine analogue)
title_full Crystal structure and Hirshfeld surface analysis of N-(4-nitrophenyl)-2-(piperidin-1-yl)acetamide (lidocaine analogue)
title_fullStr Crystal structure and Hirshfeld surface analysis of N-(4-nitrophenyl)-2-(piperidin-1-yl)acetamide (lidocaine analogue)
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of N-(4-nitrophenyl)-2-(piperidin-1-yl)acetamide (lidocaine analogue)
title_short Crystal structure and Hirshfeld surface analysis of N-(4-nitrophenyl)-2-(piperidin-1-yl)acetamide (lidocaine analogue)
title_sort crystal structure and hirshfeld surface analysis of n 4 nitrophenyl 2 piperidin 1 yl acetamide lidocaine analogue
topic crystal structure
acetamide
piperidine
hydrogen bond
c=o...π(ring) interaction
url https://journals.iucr.org/paper?S205698902401185X
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