Preparation and structure analysis of non-covalent interactions mediated 2D-3D supramolecular adducts from 6-methylnicotinamide and carboxylic acids

• Published in: Journal of molecular structure Vol. 1264; p. 133135
• Main Authors: Wu, Yujiu, Zhou, Jingxuan, Jin, Shouwen, Liu, Bin, Shi, Chengzhe, Wang, Daqi
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 15.09.2022
• Subjects: 6-methylnicotinamide; Carboxylic acids; Crystal structures; Nonbonding connection; Supramolecular adducts; 6-methylnicotinamide; Crystal structures; Carboxylic acids; Nonbonding connection; Supramolecular adducts
• ISSN: 0022-2860; 1872-8014
• DOI: 10.1016/j.molstruc.2022.133135

•Six adducts have been prepared and structurally characterized.•H-bonds and secondary interactions have been illuminated.•The synthons are analyzed.•The R22(7)/R22(8) have been the top encountered graphs. 6-methylnicotinamide was utilized to create co-crystal/salts for the first time. By introducing it into the co-crystallization system based on different carboxylic acids of mono- to dicarboxylic acids, a total of six novel adducts including one cocrystal (6) and five salts (1–5) were engendered. They have been featured by SCXRD, IR and EA, their m.p. were also surveyed. Their structural and supramolecular portions are fully examined. The outcome unveils that in all salts the pyridine N is the only protonated location. The crystal piling is stitched by the strong NH···O, OH···N and OH···O H-bonds. The CONH2 dimerized in 5 and 6 with the help of twain NH···O H-bonds. Deep view of the crystal packing opened that a distinct set of subsidiary CH2C, CHN, CH···O/CH3···O, CH-S, OC, OO, O···π, π···C, S-π, CH···π/CH2-π/CH3-π and π···π connections conduce to the steadiness and growth of the overall 2D-3D structures. For the exquisite equilibrium of the various non-covalent links there embedded the homo/hetero supramolecular synthons or both, the universal R22(7)/R22(8) graphs have been the top encountered ones. The present findings lay the seat for burgeoning new solids of 6-methylnicotinamide, and furnish some new views into its co-crystals/salts with the carboxylic acids. [Display omitted]