Synthesis, crystal structure and Hirshfeld surface analysis of 2-azido-N-(2,6-di­methyl­phen­yl)acetamide

El Moutaouakil Ala Allah, Abderrazzak, Kariuki, Benson M. ORCID: https://orcid.org/0000-0002-8658-3897, Al-Sulami, Ahlam I., Basha, Maram T., Allehyani, Basmah H., Alsubari, Abdulsalam, Mague, Joel T. and Ramli, Youssef 2025. Synthesis, crystal structure and Hirshfeld surface analysis of 2-azido-N-(2,6-di­methyl­phen­yl)acetamide. Acta Crystallographica Section E: Crystallographic Communications 81 (Pt 7) , pp. 627-631. 10.1107/s2056989025004530

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Abstract

The asymmetric unit of the title compound, C10H12N4O, consists of two independent mol-ecules differing in the rotational orientation of the 2-azido-acetamido group. In the crystal, inspection of the contacts of the methyl groups shows an intra-molecular H⋯O distance of 2.47 Å in one mol-ecule and inter-molecular H⋯N distances of 2.75 Å in both independent mol-ecules. Both are definitely van der Waals contacts with the latter quite short as the H⋯O distance is 0.39 Å less than the sum of the respective van der Waals radii. A Hirshfeld surface analysis indicates that the H⋯H contacts make the largest contribution. In the absence of any specific C-H⋯N hydrogen bonds, the significant contribution of N⋯H/H⋯N contacts (24.7%) might seem surprising, but with the azide group projecting away from the rest of the mol-ecule, there is considerable opportunity for such contacts to occur.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Schools > Chemistry
Additional Information:	License information from Publisher: LICENSE 1: Title: cc by, Type: cc by
Publisher:	International Union of Crystallography
ISSN:	2056-9890
Date of First Compliant Deposit:	21 July 2025
Date of Acceptance:	21 May 2025
Last Modified:	21 Jul 2025 13:15
URI:	https://orca.cardiff.ac.uk/id/eprint/179931

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