Crystal structure of tris(2-methyl-1H-imidazol-3-ium) benzene-1,3,5-tricarboxylate

The structure of the title salt, 3C4H7N2+·C9H3O63− (1), is reported. The compound is formed with three 2-methylimidazolium cations and a fully deprotonated trimesic acid. The structure is disordered over two orientations, which were refined using a split model (90.99: 9.01occupancy ratio). Analysis...

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Main Authors: Weronika Łukaszczyk, Allegra Lohse, Julia Leibing, Sudem Yildizbas, Irwana Rizvanovic, Simone Techert, Jose de Jesus Velazquez-Garcia
Format: Article
Language:English
Published: International Union of Crystallography 2025-07-01
Series:Acta Crystallographica Section E: Crystallographic Communications
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Online Access:https://journals.iucr.org/paper?S2056989025004748
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author Weronika Łukaszczyk
Allegra Lohse
Julia Leibing
Sudem Yildizbas
Irwana Rizvanovic
Simone Techert
Jose de Jesus Velazquez-Garcia
author_facet Weronika Łukaszczyk
Allegra Lohse
Julia Leibing
Sudem Yildizbas
Irwana Rizvanovic
Simone Techert
Jose de Jesus Velazquez-Garcia
author_sort Weronika Łukaszczyk
collection DOAJ
description The structure of the title salt, 3C4H7N2+·C9H3O63− (1), is reported. The compound is formed with three 2-methylimidazolium cations and a fully deprotonated trimesic acid. The structure is disordered over two orientations, which were refined using a split model (90.99: 9.01occupancy ratio). Analysis of bond distances and angles reveals the differences and similarities between compound 1 and the previously published 2-methyl-1H-imidazol-3-ium 3,5-dicarboxybenzoate structure [Baletska et al., (2023). Acta Cryst. E79, 1088–1092] and tris(2-methyl-1H- imidazol-3-ium) 5-carboxybenzene-1,3-dicarboxylate 3,5-dicarboxybenzoate [Asprilla-Herrera et al. (2025). Acta Cryst. E81, 303–309], as well as the neutral counterparts of the ions [Tothadi et al. (2020). ACS Appl. Mater. Interfaces, 12, 15588–15594; Hachuła et al. (2010). J. Chem. Crystallogr. 40, 201–206]. The crystal packing analysis reveals the formation of hydrogen-bonded two-dimensional networks perpendicular to the [111] vector, where neighbouring planes interact via extensive π–π stacking.
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spelling doaj-art-aeff2c8af8e14942aa1338f3c8ccf6f02025-08-20T03:50:12ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902025-07-0181757358110.1107/S2056989025004748jq2040Crystal structure of tris(2-methyl-1H-imidazol-3-ium) benzene-1,3,5-tricarboxylateWeronika Łukaszczyk0Allegra Lohse1Julia Leibing2Sudem Yildizbas3Irwana Rizvanovic4Simone Techert5Jose de Jesus Velazquez-Garcia6Faculty of Chemistry, Jagiellonian University in Kraków, Gronostajowa 2, 30-387, Kraków, PolandGymnasium Altona, Hohenzollernring 57-61, 22763 Hamburg, GermanyBS 06 Berufliche Schule Chemie, Biologie, Pharmazie, Agrarwirtschaft, Ladenbeker Furtweg 151, 21033 Hamburg, GermanyBS 06 Berufliche Schule Chemie, Biologie, Pharmazie, Agrarwirtschaft, Ladenbeker Furtweg 151, 21033 Hamburg, GermanyBS 06 Berufliche Schule Chemie, Biologie, Pharmazie, Agrarwirtschaft, Ladenbeker Furtweg 151, 21033 Hamburg, GermanyDeutsches Elektronen-Synchrotron DESY, Notkestr. 85, 22607 Hamburg, GermanyDeutsches Elektronen-Synchrotron DESY, Notkestr. 85, 22607 Hamburg, GermanyThe structure of the title salt, 3C4H7N2+·C9H3O63− (1), is reported. The compound is formed with three 2-methylimidazolium cations and a fully deprotonated trimesic acid. The structure is disordered over two orientations, which were refined using a split model (90.99: 9.01occupancy ratio). Analysis of bond distances and angles reveals the differences and similarities between compound 1 and the previously published 2-methyl-1H-imidazol-3-ium 3,5-dicarboxybenzoate structure [Baletska et al., (2023). Acta Cryst. E79, 1088–1092] and tris(2-methyl-1H- imidazol-3-ium) 5-carboxybenzene-1,3-dicarboxylate 3,5-dicarboxybenzoate [Asprilla-Herrera et al. (2025). Acta Cryst. E81, 303–309], as well as the neutral counterparts of the ions [Tothadi et al. (2020). ACS Appl. Mater. Interfaces, 12, 15588–15594; Hachuła et al. (2010). J. Chem. Crystallogr. 40, 201–206]. The crystal packing analysis reveals the formation of hydrogen-bonded two-dimensional networks perpendicular to the [111] vector, where neighbouring planes interact via extensive π–π stacking.https://journals.iucr.org/paper?S2056989025004748crystal structuretrimesic acid2-methylimidazolium
spellingShingle Weronika Łukaszczyk
Allegra Lohse
Julia Leibing
Sudem Yildizbas
Irwana Rizvanovic
Simone Techert
Jose de Jesus Velazquez-Garcia
Crystal structure of tris(2-methyl-1H-imidazol-3-ium) benzene-1,3,5-tricarboxylate
Acta Crystallographica Section E: Crystallographic Communications
crystal structure
trimesic acid
2-methylimidazolium
title Crystal structure of tris(2-methyl-1H-imidazol-3-ium) benzene-1,3,5-tricarboxylate
title_full Crystal structure of tris(2-methyl-1H-imidazol-3-ium) benzene-1,3,5-tricarboxylate
title_fullStr Crystal structure of tris(2-methyl-1H-imidazol-3-ium) benzene-1,3,5-tricarboxylate
title_full_unstemmed Crystal structure of tris(2-methyl-1H-imidazol-3-ium) benzene-1,3,5-tricarboxylate
title_short Crystal structure of tris(2-methyl-1H-imidazol-3-ium) benzene-1,3,5-tricarboxylate
title_sort crystal structure of tris 2 methyl 1h imidazol 3 ium benzene 1 3 5 tricarboxylate
topic crystal structure
trimesic acid
2-methylimidazolium
url https://journals.iucr.org/paper?S2056989025004748
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