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Apart from well\u2010known cyclic (\n                    <jats:bold>I<\/jats:bold>\n                    ) and open (\n                    <jats:bold>II<\/jats:bold>\n                    ) acetic acid (AA) dimers, two new structures were located on DFT\u2010PCM potential energy surface (PES) for 3\u2010IAA named quasicyclic A (\n                    <jats:bold>III<\/jats:bold>\n                    ) and quasicyclic B (\n                    <jats:bold>IV<\/jats:bold>\n                    ), the last one having N\u2013H\u2026O hydrogen bond (instead of O\u2013H\u2026O). In addition, four other structures having \u03c0\u2013\u03c0 type interactions named\n                    <jats:bold>V<\/jats:bold>\n                    ,\n                    <jats:bold>VI<\/jats:bold>\n                    ,\n                    <jats:bold>VII<\/jats:bold>\n                    , and\n                    <jats:bold>VIII<\/jats:bold>\n                    were also obtained completing the sample on the PES. Our theoretical results and experimental\n                    <jats:sup>1<\/jats:sup>\n                    H NMR data (CDCl\n                    <jats:sub>3<\/jats:sub>\n                    ) strongly indicate that 3\u2010IAA should exist in a quasicyclic form (\n                    <jats:bold>III<\/jats:bold>\n                    ) in a chloroform solution different from AA. Solute\u2013solvent interactions play a key role in O\u2013H and N\u2013H chemical shifts. The strong H\u2010bond formation between the S=O and O\u2013H and N\u2013H groups produces large chemical shift value THAT masquerades the identification of dimer formation in DMSO solution based on\n                    <jats:sup>1<\/jats:sup>\n                    H NMR chemical shift changes. However, analysis of\n                    <jats:sup>13<\/jats:sup>\n                    C NMR and relative energy DFT\u2010PCM\u2010\n                    <jats:italic>n<\/jats:italic>\n                    DMSO results strongly indicate the presence of parallel ring interacting dimer having OH\u2026benzene ring bond (\n                    <jats:bold>VI<\/jats:bold>\n                    ). There can be a competition between solute\u2013solute and solute\u2013solvent interactions, and polar DMSO solvent can break the quasicyclic dimers (\n                    <jats:bold>III<\/jats:bold>\n                    and\n                    <jats:bold>IV<\/jats:bold>\n                    ) intermolecular O\u2013H\u2026O and N\u2013H\u2026O bonds yielding two solvated monomeric species hydrogen bonded to O=S(CH\n                    <jats:sub>3<\/jats:sub>\n                    )\n                    <jats:sub>2<\/jats:sub>\n                    groups, what may take place for other organic molecules in solution. However, it did not happen for the \u03c0\u2013\u03c0 interacting dimers and structure\n                    <jats:bold>VI<\/jats:bold>\n                    survived in DMSO solution.\n                  <\/jats:p>","DOI":"10.1002\/mrc.5511","type":"journal-article","created":{"date-parts":[[2025,1,26]],"date-time":"2025-01-26T18:25:28Z","timestamp":1737915928000},"page":"292-313","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":3,"title":["Quantum Chemical NMR Spectroscopic Structural Analysis in Solution: The Investigation of 3\u2010Indoleacetic Acid Dimer Formation in Chloroform and DMSO Solution"],"prefix":"10.1002","volume":"63","author":[{"given":"Haroldo\u00a0C.","family":"Da\u00a0Silva","sequence":"first","affiliation":[{"name":"Laborat\u00f3rio de Qu\u00edmica Computacional e Modelagem Molecular (LQC\u2010MM), Departamento de Qu\u00edmica Inorg\u00e2nica, Instituto de Qu\u00edmica Universidade Federal Fluminense (UFF)  Niter\u00f3i Rio de Janeiro Brazil"},{"name":"Departamento de F\u00edsico\u2010Qu\u00edmica, Instituto de Qu\u00edmica, Pavilh\u00e3o Haroldo Lisboa da Cunha Universidade do Estado do Rio de Janeiro (UERJ)  Rio de Janeiro Rio de Janeiro Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Isabel\u00a0S.","family":"Hernandes","sequence":"additional","affiliation":[{"name":"Laborat\u00f3rio de Qu\u00edmica Computacional e Modelagem Molecular (LQC\u2010MM), Departamento de Qu\u00edmica Inorg\u00e2nica, Instituto de Qu\u00edmica Universidade Federal Fluminense (UFF)  Niter\u00f3i Rio de Janeiro Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0785-2284","authenticated-orcid":false,"given":"Wagner\u00a0B.","family":"De\u00a0Almeida","sequence":"additional","affiliation":[{"name":"Laborat\u00f3rio de Qu\u00edmica Computacional e Modelagem Molecular (LQC\u2010MM), Departamento de Qu\u00edmica Inorg\u00e2nica, Instituto de Qu\u00edmica Universidade Federal Fluminense (UFF)  Niter\u00f3i Rio de Janeiro Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2025,1,26]]},"reference":[{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.3311\/PPch.11004"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.5194\/acp\u201011\u20101989\u20102011"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.1021\/jp991501d"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.1021\/j100149a017"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.1021\/jp973414w"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.1039\/c2cp23015a"},{"key":"e_1_2_8_8_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jcim.8b00835"},{"key":"e_1_2_8_9_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jpca.7b03324"},{"key":"e_1_2_8_10_1","doi-asserted-by":"publisher","DOI":"10.1021\/jp027637k"},{"key":"e_1_2_8_11_1","doi-asserted-by":"publisher","DOI":"10.1021\/ct5000692"},{"key":"e_1_2_8_12_1","doi-asserted-by":"publisher","DOI":"10.1021\/ct200751e"},{"key":"e_1_2_8_13_1","doi-asserted-by":"publisher","DOI":"10.1021\/ct500513b"},{"key":"e_1_2_8_14_1","doi-asserted-by":"publisher","DOI":"10.1021\/jp509100u"},{"key":"e_1_2_8_15_1","doi-asserted-by":"publisher","DOI":"10.1039\/c4cp05684a"},{"key":"e_1_2_8_16_1","doi-asserted-by":"publisher","DOI":"10.1021\/jp106720v"},{"key":"e_1_2_8_17_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jpca.6b04470"},{"key":"e_1_2_8_18_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.comptc.2013.08.017"},{"key":"e_1_2_8_19_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.comptc.2020.113029"},{"key":"e_1_2_8_20_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0009\u20102614(02)01348\u20109"},{"key":"e_1_2_8_21_1","doi-asserted-by":"publisher","DOI":"10.1007\/s41742\u2010019\u201000197\u20106"},{"key":"e_1_2_8_22_1","doi-asserted-by":"publisher","DOI":"10.1007\/s11104\u2010008\u20109560\u20101"},{"key":"e_1_2_8_23_1","doi-asserted-by":"publisher","DOI":"10.1063\/1.446832"},{"key":"e_1_2_8_24_1","doi-asserted-by":"publisher","DOI":"10.1016\/B978-0-12-386454-3.00839-3"},{"key":"e_1_2_8_25_1","doi-asserted-by":"publisher","DOI":"10.1016\/B978-0-12-386454-3.00479-6"},{"key":"e_1_2_8_26_1","unstructured":"Spectral Database for Organic Compounds (SDBS) \u201c1H NMR Spectrum; 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