doi:10.3390/ma14164550engMoyano S.Diosdado B.San Felices L.Elduque A.Giménez R.Structural diversity of hydrogen-bonded 4-aryl-3, 5-dimethylpyrazoles for supramolecular materialsART-2021-126174The 1H-pyrazoles have high versatility and ability to form hydrogen-bonded supramolecu-lar materials. In this study, the thermal stability, fluorescence, and H-bonding ability of the studied 3, 5-dimethyl-4-(4-X-phenyl)-1H-pyrazoles showed large differences depending on the terminal sub-stituent. Supramolecular structures were analyzed using X-ray diffraction and Hirshfeld surface calculations. Compounds were found to arrange in different hydrogen-bonded structures, depending on the substitution at the para position of the phenyl ring (X = OCH3, NO2, NH2 ). The methoxy-substituted compounds arranged in dimers through methanol bridges, the nitro-substituted compound formed supramolecular polymers or catemers, and the amino-substituted compound gave rise to a new structure based on a 2D hydrogen-bonded network.2021http://zaguan.unizar.es/record/15196510.3390/ma14164550http://zaguan.unizar.es/record/151965oai:zaguan.unizar.es:151965info:eu-repo/grantAgreement/ES/DGA/E47-20Rinfo:eu-repo/grantAgreement/ES/DGA/E50-20Dinfo:eu-repo/grantAgreement/ES/MCIU-FEDER/PGC2018-093761-B-C31info:eu-repo/grantAgreement/ES/MICIU-FEDER/CTQ2017-83421-PMaterials 14, 16 (2021), 4550 [14 pp.]byhttps://creativecommons.org/licenses/by/4.0/deed.esinfo:eu-repo/semantics/openAccess