Solvates and a monohydrate of N-4-acetylsulfamerazine: Structural, thermochemical, and computational analysis

Aitipamula, S; Chow, PS; Tan, RBH

HERO ID

1108759

Reference Type

Journal Article

Year

2011

HERO ID 1108759
In Press No
Year 2011
Title Solvates and a monohydrate of N-4-acetylsulfamerazine: Structural, thermochemical, and computational analysis
Authors Aitipamula, S; Chow, PS; Tan, RBH
Journal Journal of Molecular Structure: Theochem
Volume 1005
Issue 1-3
Page Numbers 134-140
Abstract A monohydrate, and three solvates of a metabolite of an antibacterial agent, sulfamerazine, N-4-acetylsulfamerazine (NSMZ), were identified and characterized by nuclear magnetic resonance spectroscopy, differential scanning calorimetry, thermogravimetric analysis, and single crystal X-ray diffraction. The solvates were obtained with the solvents: acetic acid, methanol, and 1,4-dioxane. All the crystal structures belong to the triclinic. P (1) over bar space group. Analysis of hydrogen bonding in the crystal structures revealed that the NSMZ molecules form a dimer via a pair of intermolecular N-H center dot center dot center dot N hydrogen bonds. These dimers are interconnected to each other via the solvent molecules forming extended hydrogen bonded networks. The conformations of the NSMZ in the hydrate/solvates are found to be significantly different. Thermal analysis established the stability and confirmed molar ratios of the reported hydrate/solvates, whereas crystal lattice energies and competitive crystallization experiments confirmed the stability of methanol solvate over the hydrate and other solvates. (C) 2011 Elsevier B.V. All rights reserved.
Doi 10.1016/j.molstruc.2011.08.038
Wosid WOS:000297893300019
Url https://linkinghub.elsevier.com/retrieve/pii/S0022286011006910
Is Certified Translation No
Dupe Override No
Comments Source: Web of Science 000297893300019
Is Public Yes
Keyword N-4-Acetylsulfamerazine; Hydrate; Solvate; Conformational analysis; Hydrogen bond; Thermal analysis
Is Qa No