2-Amino-6-methylpyridine based co-crystal salt formation using succinic acid: Single-crystal analysis and computational exploration

The current work reports the formation methodology of the co-crystal between 2-amino-6methylpyridine and succinic acid, its single-crystal characterization, and the computational study. The single-crystal analysis showed that the co-crystal molecules are interlinked by N center dot center dot center dot H-O and O center dot center dot center dot H-O bonds to form R-2(2) (8) loop and D-2(2) (5) and D-2 (2) (8) finite pattern along with the formation of infinite 2D network in the (1 0 (1) over bar) plane having base vectors [1 0 1] and [0 (1) over bar 0]. Moreover, the weak interactions of the pi-pi stacking type and C-O-Cg interactions are found in the title compound helping in further strengthening of the crystal structure. The Hirshfeld surface analysis confirmed that H center dot center dot center dot H interatomic contacts are the largest contributor to entire interatomic contacts with contribution of 45.8%. The computational studies supported the presence of significantly strong hydrogen bonds within the title complex. The molecular orbital analysis suggested that both HOMO/HOMO-1 and LUMO/LUMO+1 would be able to participate in oxidative-reductive processes of the complex. The HOMO has dominating contributions from one succinate unit along with minor contributions from the H-bonded NH2-group of the neighboring 2-amino-6-methylpyridin-1-ium moiety. The calculated values of the global reactivity parameters suggest noticeable stability of the title complex. It was also shown to possess quite pronounced nonlinear optical properties. (C) 2021 Elsevier B.V. All rights reserved.

Automated summary

The study reports the formation methodology, single-crystal characterization, and computational study of the co-crystal between 2-amino-6methylpyridine and succinic acid. The molecules are interconnected by hydrogen bonds to form a 2D network in the crystal structure, with weak interactions contributing to further strengthening. Computational analysis supports the presence of strong hydrogen bonds and the molecular orbital analysis suggests stability and noticeable nonlinear optical properties of the title complex.