Polymorphism, Intermolecular Interactions, and Spectroscopic Properties in Crystal Structures of Sulfonamides

C. Ignacio Sainz-Díaz, Misaela Francisco-Márquez, Catalina Soriano-Correa

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6 Citations (Scopus)

Abstract

© 2018 American Pharmacists Association® The antibiotics family of sulfonamides has been used worldwide intensively in human therapeutics and farm livestock during decades. Intermolecular interactions of these sulfamides are important to understand their bioactivity and biodegradation. These interactions are also responsible for their supramolecular structures. The intermolecular interactions in the crystal polymorphs of the sulfonamides, sulfamethoxypyridazine, and sulfamethoxydiazine, as models of sulfonamides, have been studied by using quantum mechanical calculations. Different conformations in the sulphonamide molecules have been detected in the crystal polymorphs. Several intermolecular patterns have been studied to understand the molecular packing behavior in these antibiotics. Strong intermolecular hydrogen bonds and π-π interactions are the main driving forces for crystal packing in these sulfonamides. Different stability between polymorphs can explain the experimental behavior of these crystal forms. The calculated infrared spectroscopy frequencies explain the main intermolecular interactions in these crystals.
Original languageAmerican English
Pages (from-to)273-285
Number of pages244
JournalJournal of Pharmaceutical Sciences
DOIs
StatePublished - 1 Jan 2018

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Sulfonamides
Sulfameter
Sulfamethoxypyridazine
Anti-Bacterial Agents
Livestock
Hydrogen
Spectrum Analysis

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abstract = "{\circledC} 2018 American Pharmacists Association{\circledR} The antibiotics family of sulfonamides has been used worldwide intensively in human therapeutics and farm livestock during decades. Intermolecular interactions of these sulfamides are important to understand their bioactivity and biodegradation. These interactions are also responsible for their supramolecular structures. The intermolecular interactions in the crystal polymorphs of the sulfonamides, sulfamethoxypyridazine, and sulfamethoxydiazine, as models of sulfonamides, have been studied by using quantum mechanical calculations. Different conformations in the sulphonamide molecules have been detected in the crystal polymorphs. Several intermolecular patterns have been studied to understand the molecular packing behavior in these antibiotics. Strong intermolecular hydrogen bonds and π-π interactions are the main driving forces for crystal packing in these sulfonamides. Different stability between polymorphs can explain the experimental behavior of these crystal forms. The calculated infrared spectroscopy frequencies explain the main intermolecular interactions in these crystals.",
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Polymorphism, Intermolecular Interactions, and Spectroscopic Properties in Crystal Structures of Sulfonamides. / Sainz-Díaz, C. Ignacio; Francisco-Márquez, Misaela; Soriano-Correa, Catalina.

In: Journal of Pharmaceutical Sciences, 01.01.2018, p. 273-285.

Research output: Contribution to journalArticle

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