151965 20251017144614.0 doi 10.3390/ma14164550 sideral 126174 ART-2021-126174 eng Moyano S. Structural diversity of hydrogen-bonded 4-aryl-3, 5-dimethylpyrazoles for supramolecular materials 2021 Access copy available to the general public Unrestricted The 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. info:eu-repo/grantAgreement/ES/DGA/E47-20R info:eu-repo/grantAgreement/ES/DGA/E50-20D info:eu-repo/grantAgreement/ES/MCIU-FEDER/PGC2018-093761-B-C31 info:eu-repo/grantAgreement/ES/MICIU-FEDER/CTQ2017-83421-P info:eu-repo/semantics/openAccess by https://creativecommons.org/licenses/by/4.0/deed.es 3.748 2021 METALLURGY & METALLURGICAL ENGINEERING 18 / 79 = 0.228 2021 Q1 T1 PHYSICS, CONDENSED MATTER 28 / 69 = 0.406 2021 Q2 T2 PHYSICS, APPLIED 56 / 161 = 0.348 2021 Q2 T2 MATERIALS SCIENCE, MULTIDISCIPLINARY 177 / 344 = 0.515 2021 Q3 T2 CHEMISTRY, PHYSICAL 85 / 165 = 0.515 2021 Q3 T2 0.604 2021 Materials Science (miscellaneous) 2021 Q2 Condensed Matter Physics 2021 Q2 4.7 2021 info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion Diosdado B. (orcid)0000-0002-9512-3913 San Felices L. Elduque A. Universidad de Zaragoza (orcid)0000-0002-1373-4850 Giménez R. (orcid)0000-0002-7854-6316 2010 760 Universidad de Zaragoza Dpto. Química Inorgánica Área Química Inorgánica 14, 16 (2021), 4550 [14 pp.] Materials (Basel) Materials 1996-1944 4204491 http://zaguan.unizar.es/record/151965/files/texto_completo.pdf Versión publicada 2678892 http://zaguan.unizar.es/record/151965/files/texto_completo.jpg?subformat=icon icon Versión publicada oai:zaguan.unizar.es:151965 articulos driver 2025-10-17-14:18:34 ARTICLE