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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.

Результаты исследований: Научные публикации в периодических изданияхстатьяРецензирование

Harvard

Tantardini, C, Boldyreva, EV & Benassi, E 2016, 'Hypervalency in organic crystals: A case study of the oxicam sulfonamide group', Journal of Physical Chemistry A, Том. 120, № 51, стр. 10289-10296. https://doi.org/10.1021/acs.jpca.6b10703

APA

Tantardini, C., Boldyreva, E. V., & Benassi, E. (2016). Hypervalency in organic crystals: A case study of the oxicam sulfonamide group. Journal of Physical Chemistry A, 120(51), 10289-10296. https://doi.org/10.1021/acs.jpca.6b10703

Vancouver

Tantardini C, Boldyreva EV, Benassi E. Hypervalency in organic crystals: A case study of the oxicam sulfonamide group. Journal of Physical Chemistry A. 2016 дек. 8;120(51):10289-10296. doi: 10.1021/acs.jpca.6b10703

Author

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.

BibTeX

@article{677de0a553724aa696a39be7647f58bd,
title = "Hypervalency in organic crystals: A case study of the oxicam sulfonamide group",
abstract = "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).",
author = "Christian Tantardini and Boldyreva, {Elena V.} and Enrico Benassi",
year = "2016",
month = dec,
day = "8",
doi = "10.1021/acs.jpca.6b10703",
language = "English",
volume = "120",
pages = "10289--10296",
journal = "Journal of Physical Chemistry A",
issn = "1089-5639",
publisher = "American Chemical Society",
number = "51",

}

RIS

TY - JOUR

T1 - Hypervalency in organic crystals

T2 - A case study of the oxicam sulfonamide group

AU - Tantardini, Christian

AU - Boldyreva, Elena V.

AU - Benassi, Enrico

PY - 2016/12/8

Y1 - 2016/12/8

N2 - 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).

AB - 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).

UR - http://www.scopus.com/inward/record.url?scp=85018944582&partnerID=8YFLogxK

U2 - 10.1021/acs.jpca.6b10703

DO - 10.1021/acs.jpca.6b10703

M3 - Article

C2 - 27983840

AN - SCOPUS:85018944582

VL - 120

SP - 10289

EP - 10296

JO - Journal of Physical Chemistry A

JF - Journal of Physical Chemistry A

SN - 1089-5639

IS - 51

ER -

ID: 25459991