Syntheses, crystal structure, Hirshfeld Surface Analyzes of cocrystals and salt of a flexible imidazole tethered naphthalenediimide with some organic acids.

One salt and three cocrystals of 2,7-bis(3-(1H-imidazol-1-yl)propyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone (L) have been synthesized and reported. 3-Nitro benzoic acid (3NBA) forms salt with L and 4-Nitro benzoic acid (4NBA), 4-Hydroxy benzoic acid (4HBA) and 4-Amino benzoic acid (4ABA) forms cocrystals with L. L forms 1:1 salt with 3-NBA and 1:1 cocrystal with 4-NBA, 4-HBA and 4-ABA respectively. All the complexes were formed in a warm solvent condition. The solid-state structures were determined by single crystal X-ray diffraction method. Salt 1, exhibit zig zag tetrameric water cluster in the solid-state structure. Various types of supramolecular interactions such as OH…O, CH…O, π…π, and CH…π were observed in the x-ray structures and all these interactions guide the formation of 3D supramolecular architecture in the solid-state of all the complexes. Besides these, the 2D-fingerprint (2D-FP) and Hirshfeld surface analysis (HSA) computations were served to prove the 2D-network packed crystal lattice interactions.