In order to fully comprehend and describe chemical, physical or biological properties of new compounds, a proper understanding on how their molecules are involved in intermolecular interactions and how these contacts affect the stabilization of their agglomerates is necessary. Therefore, the crystal structures of a family of pyrazole pro-ligands were determined by single crystal X-ray diffraction and employed in the study of intermolecular interactions established by such compounds, in terms of packing and internuclear distances. More so, a deeper understading of these interactions was achieved by analyzing each intermolecular contact as a function of the electronic density mapped around each molecule, utilizing the Hirshfeld surface. These surfaces were generated by the Crystal Explorer Software using the pre-obtained structural information, and employed in the quantitative evaluation of existing contacts among the pyrazole-based system in the solid state. The quantitative evaluation afforded a common interactive pattern in the family, highlighting that closed-shell interactions and aromatic interactions were predominant in the stabilization of the crystal packing.