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

The structure of the title salt, 3C<sub>4</sub>H<sub>7</sub>N<sub>2</sub> <sup>+</sup>·C<sub>9</sub>H<sub>3</sub>O<sub>6</sub> <sup>3-</sup> (<b>1</b>), is reported. The compound is formed with three 2-methyl-imidazolium 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 <b>1</b> and the previously published 2-methyl-1<i>H</i>-imidazol-3-ium 3,5-di-carb-oxy-benzoate structure [Baletska <i>et al.</i>, (2023 ▸). <i>Acta Cryst.</i> E<b>79</b>, 1088-1092] and tris-(2-methyl-1<i>H</i>- imidazol-3-ium) 5-carb-oxy-benzene-1,3-di-carboxyl-ate 3,5-di-carb-oxy-benzoate [Asprilla-Herrera <i>et al.</i> (2025 ▸). <i>Acta Cryst.</i> E<b>81</b>, 303-309], as well as the neutral counterparts of the ions [Tothadi <i>et al.</i> (2020 ▸). <i>ACS Appl. Mater. Inter-faces</i>, <b>12</b>, 15588-15594; Hachuła <i>et al.</i> (2010 ▸). <i>J. Chem. Crystallogr.</i> <b>40</b>, 201-206]. The crystal packing analysis reveals the formation of hydrogen-bonded two-dimensional networks perpendicular to the [111] vector, where neighbouring planes inter-act <i>via</i> extensive π-π stacking.

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Journal
Acta Crystallographica Section E Crystallographic Communications
Published
2025-06-06
DOI
https://doi.org/10.1107/s2056989025004748
Primary Topic
Metal-Organic Frameworks: Synthesis and Applications
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article
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article

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

Simone Techert, Anders Lohse, José de Jesús Velazquez-Garcia, Weronika Łukaszczyk et al.
Acta Crystallographica Section E Crystallographic Communications
Metal-Organic Frameworks: Synthesis and Applications
article

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

Simone Techert, Anders Lohse, José de Jesús Velazquez-Garcia, Weronika Łukaszczyk, Julia Leibing, Sudem Yildizbas, Irwana Rizvanovic
article en

Abstract

The structure of the title salt, 3C<sub>4</sub>H<sub>7</sub>N<sub>2</sub> <sup>+</sup>·C<sub>9</sub>H<sub>3</sub>O<sub>6</sub> <sup>3-</sup> (<b>1</b>), is reported. The compound is formed with three 2-methyl-imidazolium 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 <b>1</b> and the previously published 2-methyl-1<i>H</i>-imidazol-3-ium 3,5-di-carb-oxy-benzoate structure [Baletska <i>et al.</i>, (2023 ▸). <i>Acta Cryst.</i> E<b>79</b>, 1088-1092] and tris-(2-methyl-1<i>H</i>- imidazol-3-ium) 5-carb-oxy-benzene-1,3-di-carboxyl-ate 3,5-di-carb-oxy-benzoate [Asprilla-Herrera <i>et al.</i> (2025 ▸). <i>Acta Cryst.</i> E<b>81</b>, 303-309], as well as the neutral counterparts of the ions [Tothadi <i>et al.</i> (2020 ▸). <i>ACS Appl. Mater. Inter-faces</i>, <b>12</b>, 15588-15594; Hachuła <i>et al.</i> (2010 ▸). <i>J. Chem. Crystallogr.</i> <b>40</b>, 201-206]. The crystal packing analysis reveals the formation of hydrogen-bonded two-dimensional networks perpendicular to the [111] vector, where neighbouring planes inter-act <i>via</i> extensive π-π stacking.

Acta Crystallographica Section E Crystallographic CommunicationsVol. 81(7)
Jagiellonian University (PL), Deutsches Elektronen-Synchrotron DESY (DE), Asklepios Klinik Altona (DE), Berufsgenossenschaft für Gesundheitsdienst und Wohlfahrtspflege (DE), University of Göttingen (DE)
Deutsches Elektronen-Synchrotron
Openalex Percentile: Top 90%
Metal-Organic Frameworks: Synthesis and Applications
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Crystal structure of tris(2-methyl-1<i>H</i>-imidazol-3-ium) benzene-1,3,5-tricarboxylate — Simone Techert, Anders Lohse, et al. · Acta Crystallographica Section E Crystallographic Communications (2025) | TGRS Research Map | TGRS