Growth and characterization of nitrophenol complexes with piperazine and pyridine derivatives

Abstract

1-amino-4-methyl piperazine bis (4-nitrophenol) (1A4MP4N) and 2-amino-5-methyl pyridinium 4-nitrophenolate 4-nitrophenol (2A5MP4N) have been grown as single crystals using slow evaporation solution growth technique at room temperature. The grown crystals were characterized by single crystal X-ray diffraction and its lattice parameters were determined. 1A4MP4N and 2A5MP4N were crystallized in monoclinic crystal system with P21/n and Cc space group respectively. In 1A4MP4N, piperazine ring possesses inversion symmetry and has a chair conformation. Piperazine ring linked to 4-nitrophenol molecule through O3-H3D···N2 hydrogen bond forms C(5) chain motif. In 2A5MP4N, N1 atom in 2-amino-5-methyl pyridinium cation is connected with 4-Nitrophenolate anion through N1-H1···O11 hydrogen bond thus forms C(12) chain motif. Hirshfeld surface mapping analysis is carried out for both crystal structures. The fingerprint plot for H···H intermolecular contacts cover a major portion (41 %) of the Hirshfeld area of 1A4MP4N and O···H (35.7%) intermolecular contacts play a major role in 2A5MP4N. The Taucs plot reveals that band gaps of 1A4MP4N and 2A5MP4N are 2.66 eV and 5.18 eV respectively. From Z-scan technique the third order nonlinear optical susceptibility is found to be χ3 = 1.21322 × 10−9 esu and 1.75752 × 10−9 for both crystals.