Hypervalency in organic crystals: A case study of the oxicam sulfonamide group

Christian Tantardini, Elena V. Boldyreva, Enrico Benassi

Результат исследований: Материалы для журналаСтатья

7 Цитирования (Scopus)

Выдержка

The theoretical charge density of the active pharmaceutical ingredient piroxicam (PXM) was evaluated through density functional theory with a localized basis set. To understand the electronic nature of the sulfur atom within the sulfonamide group, a highly ubiquitous functional group in pharmaceutical molecules, a theoretical charge density study was performed on PXM within the framework of Bader theory. Focus is on developing a topological description of the sulfur atom and its bonds within the sulfonamide group. It was found that sulfur d-orbitals do not participate in bonding. Instead, the existence of a strongly polarized ("ionic") bonding structure is found through a combined topological and natural bonding orbital analysis. This finding is in stark contrast to long-held theories of the bonding structure of organic sulfonamide and has important implications for the parametrization of calculations using classical approaches. (Chemical Equation Presented).

Язык оригиналаАнглийский
Страницы (с-по)10289-10296
Число страниц8
ЖурналJournal of Physical Chemistry A
Том120
Номер выпуска51
DOI
СостояниеОпубликовано - 8 дек 2016
Опубликовано для внешнего пользованияДа

Отпечаток

Sulfonamides
Sulfur
Piroxicam
Crystals
sulfur
Charge density
crystals
orbitals
Atoms
ingredients
Pharmaceutical Preparations
Functional groups
Density functional theory
atoms
density functional theory
Molecules
electronics
molecules

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry

Цитировать

Hypervalency in organic crystals : A case study of the oxicam sulfonamide group. / Tantardini, Christian; Boldyreva, Elena V.; Benassi, Enrico.

В: Journal of Physical Chemistry A, Том 120, № 51, 08.12.2016, стр. 10289-10296.

Результат исследований: Материалы для журналаСтатья

Tantardini, Christian ; Boldyreva, Elena V. ; Benassi, Enrico. / Hypervalency in organic crystals : A case study of the oxicam sulfonamide group. В: Journal of Physical Chemistry A. 2016 ; Том 120, № 51. стр. 10289-10296.
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