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One of the strongest intermolecular forces is the charge resonance in an aromatic dimer radical cation (CR, \u223c100\u00a0kJ mol\n                    <jats:sup>\u22121<\/jats:sup>\n                    ), in which the positive charge is delocalized over both molecules. It is of interest how a third unit influences the CR and binding motif of a dimer cation, including the degree of charge delocalization. Herein, we investigate the binding motifs, energies, charge distribution, and origin of the intermolecular forces of the pyrrole trimer cation (Py\n                    <jats:sub>3<\/jats:sub>\n                    <jats:sup>+<\/jats:sup>\n                    ). The NH stretch frequencies (\n                    <jats:italic>\u03bd<\/jats:italic>\n                    <jats:sub>NH<\/jats:sub>\n                    ) recorded by infrared spectroscopy provide insight into the preferred binding motifs and interaction strengths by comparison to density functional theory calculations. We extend the study to Py\n                    <jats:sub>2<\/jats:sub>\n                    <jats:sup>+<\/jats:sup>\n                    X by substituting one Py in Py\n                    <jats:sub>3<\/jats:sub>\n                    <jats:sup>+<\/jats:sup>\n                    with toluene or benzene. In both homo\u2010 and heterotrimers, the third unit solvates the CR\u2010stabilized Py\n                    <jats:sub>2<\/jats:sub>\n                    <jats:sup>+<\/jats:sup>\n                    by an NH\u2026\u03c0 ionic hydrogen bond (H\u2010bond) rather than by CR or \u03c0\u2010stacking. This NH\u2026\u03c0 H\u2010bond has only a minor effect on the CR of the Py\n                    <jats:sub>2<\/jats:sub>\n                    <jats:sup>+<\/jats:sup>\n                    core, because the positive charge is retained in the dimer core. Minor charge transfer to the third unit causes an uneven charge distribution in the Py\n                    <jats:sub>2<\/jats:sub>\n                    <jats:sup>+<\/jats:sup>\n                    core, thereby reducing its symmetry.\n                  <\/jats:p>","DOI":"10.1002\/chem.71324","type":"journal-article","created":{"date-parts":[[2026,7,1]],"date-time":"2026-07-01T20:28:11Z","timestamp":1782937691000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Charge Resonance Interaction in Aromatic Trimer Radical Cations Revealed by IR Spectroscopy: The Case of Pyrrole Homo\u2010 and Heterotrimers"],"prefix":"10.1002","volume":"32","author":[{"given":"Dashjargal","family":"Arildii","sequence":"first","affiliation":[{"name":"Institut f\u00fcr Physik und Astronomie Technische Universit\u00e4t Berlin  Berlin 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