Syntheses, crystal structures, luminescence, Hirshfeld surface analyses and thermal properties of biphenyl carbazole derivatives

Two biphenyl carbazole-based derivative, namely, 9-(4'-bromo-[1,1'-biphenyl]-4-yl)-9H-carbazole (1) and 9-(4'-bromo-[1,1'-biphenyl]-4-yl)-3,6-diiodo-9H-carbazole (2) have been obtained. Compound 2 was prepared through the iodination on 9-(4'-bromo-[1,1'-biphenyl]-4-yl)-9H-carbazole (1). Two compounds were characterized by FI-IR, UV-Vis spectra, elemental analyses and single-crystal X-ray diffraction. Compound 1 crystallizes in the formation of the space group P2(1)/n. There exist C-H center dot center dot center dot pi stacking interactions among aromatic rings. Compound 2 belongs to the space group P-1, and it occurs intermolecular C-H center dot center dot center dot pi and pi center dot center dot center dot pi packing interactions among aromatic rings. Thermogravimetric analyses (TGA) of two compounds exhibit high thermal stabilities, in which the decomposition temperature for 1 and 2 are 298 and 368 degrees C, respectively. Additionally, the maximal peaks of compounds 1 and 2 are 386 and 410 nm, respectively. The Hirshfeld analyses reveal that the intermolecular contacts of Br center dot center dot center dot C, I center dot center dot center dot C and C center dot center dot center dot C are responsible for the maximal bands. (C) 2021 Published by Elsevier B.V.

Automated summary

Two biphenyl carbazole-based derivatives, compound 1 and compound 2, were synthesized and characterized. Both compounds showed high thermal stabilities and exhibited various intermolecular packing interactions. The maximum absorption peaks and thermal decomposition temperatures were different for each compound, with distinct intermolecular contacts responsible for the maximal bands.