LAUSR

Abstract The tunable photoluminescent materials has drawn extensive attention in recent years. The position of the substituents tuned the luminescent materials are one of attractive methods. Herein, we present a feasible and facile strategy to achieve a 4-amino-1,2,4-1H-triazole-based organic materials. A set of compounds based on 4-amino-4H-1,2,4-triazole group, namely, x,x'-(4-amino-4H-1,2,4-triazole-3,5-diyl)dianiline [x ​= ​2 (1), x ​= ​3 (2), x ​= ​4 (3)] (the formulas are C14H14N6, C14H14N6 and C14H16N6O for compounds 1–3, respectively), were obtained. The title compounds 1–3 have been characterized by IR, UV–Vis, element analysis (EA), single crystal X-ray diffraction, and powder X-ray diffraction (PXRD). In these compounds, a plenty of hydrogen bonds (C/N–H⋯O/N) and C–H … π can be obviously found. The order of the packing interactions is represented as the following: 2 ​> ​3>1. The Hirshfeld surface analyses reveal that the contribution order of the H⋯H bond contacts in compounds 1–3 is listed: 2 ​> ​3>1, which is in a good agreement with that of the stacking interactions. The solid-state luminescent spectra of 1–3 show that the emission maxima are observed at 404, 377 and 457 ​nm, respectively, where the order of the peaks is represented as 3 ​> ​1>2. The Hirshfeld surface analyses show that the contribution order of the C⋯H/H⋯C close contacts is listed: 3 ​> ​1>2, which is in a good accordance with that of the fluorescent maxima.