Insight into the Role of Hydrogen Bonding in the Molecular Self-Assembly Process of Sulfamethazine Solvates

Abstract

The new solid forms screening of sulfamethazine was conducted in 16 kinds of different pure solvents. Four new sulfamethazine solvates were reported for the first time, and three crystal structures of solvates were successfully determined from single-crystal X-ray diffraction data. The results showed that sulfamethazine solvate formation directly depended on the solvents used in the experiments. The solvent properties were used to evaluate the effects of solvent on solvate formation. It was found that the H-bond acceptor ability of the solvent was the main factor that governed the solvate formation. The H-bonded motifs in the structures of solvates have been fully characterized. The results revealed that sulfamethazine solvate formation was mainly driven by molecular self-assembly through hydrogen bonding between solvent and solute molecules. Meanwhile, the crystal structures results also showed that the sulfamethazine molecule had flexible conformation. Furthermore, the principles of different sulfamethazine molecules packing in different crystal structures were discussed from the view of molecular intermolecular interactions and the molecular conformation.

Combinations of Tautomeric Forms and Neutral-Cationic Forms in the Cocrystals of Sulfamethazine with Carboxylic Acids

“…The cyclic assemblies are formed because of the change in shape of the SM molecules, which adopt a propeller shape in lieu of the regularly observed V-shape geometry. 34…”

Monohydrate and anhydrate of nylon 5I monomer 1,5-pentanediamine–isophthalate

“…Associated 2D ngerprint plots were enabled to further quantify the level of contact interactions between the molecules by highlighting their particular close contacts. 51 The HSs maps ( Fig. S3 and S4 †) show the intermolecular contacts as red-colored spots, which indicate the closer contacts of the N-H/O and O-H/O hydrogen bonds.…”

Toward an Understanding of the Formation and Desolvation of Methanol Solvate, and Structure of Methanolysis Product: A Case Study of Nicosulfuron

“…Moreover, the d norm surface is shown as transparent, which allows the NS group to be visible and highlights the acceptor and donor equally. With respect to NS-MeOH (Figure 8a), the results suggested that the close contacts O7-H7A•••O6 and N3-H3A•••O7 were formed between NS and the methanol molecule, where the deeply red spots on the surfaces indicated the H-bonding contacts [47]. In addition, for further investigation of the interactions among NS and methanol molecules, 2D-fingerprint plots were performed.…”