dc.contributor.author
Luger, Peter
dc.contributor.author
Dittrich, Birger
dc.date.accessioned
2022-08-31T12:31:37Z
dc.date.available
2022-08-31T12:31:37Z
dc.identifier.uri
https://refubium.fu-berlin.de/handle/fub188/33621
dc.identifier.uri
http://dx.doi.org/10.17169/refubium-33341
dc.description.abstract
The electron density distribution (EDD) of a tetrasaccharide composed of four benzoylated fructopyranosyl units was obtained by refinement with scattering factors from the invariom library. X-ray diffraction data was downloaded from the Cambridge Structural Database (CSD). Bond topological and atomic properties were obtained by application of Bader’s QTAIM formalism. From a large number of 105 C–C bonds in the molecule average bond orders for 33 single and 72 aromatic bonds were calculated yielding values of 1.33 and 1.61. Molecular Hirshfeld and electrostatic potential (ESP) surfaces show that only weak non-covalent interactions exist. The phenyl rings of the benzoyl fragments in the outer regions of the molecule generate a positive ESP shell with repulsive properties between adjacent molecules. Weak surface interactions result in a rather unusual low density around 1.3 g cm−3, which is understandable when compared to other carbohydrates where strong O–H⋯O hydrogen bonds allow a 20% more dense packing with densities >1.5 g cm−3 as determined by single crystal X-ray diffraction.
en
dc.format.extent
8 Seiten
dc.rights.uri
https://creativecommons.org/licenses/by/4.0/
dc.subject
carbohydrates
en
dc.subject
electron density
en
dc.subject
invariom formalism
en
dc.subject
topological analysis
en
dc.subject.ddc
500 Naturwissenschaften und Mathematik::540 Chemie::540 Chemie und zugeordnete Wissenschaften
dc.title
Electron density of a benzoylated tetrafructopyranose
dc.type
Wissenschaftlicher Artikel
dcterms.bibliographicCitation.doi
10.1515/znb-2021-0178
dcterms.bibliographicCitation.journaltitle
Zeitschrift für Naturforschung B
dcterms.bibliographicCitation.number
7-8
dcterms.bibliographicCitation.pagestart
487
dcterms.bibliographicCitation.pageend
494
dcterms.bibliographicCitation.volume
77
dcterms.bibliographicCitation.url
https://doi.org/10.1515/znb-2021-0178
refubium.affiliation
Biologie, Chemie, Pharmazie
refubium.affiliation.other
Institut für Chemie und Biochemie
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refubium.funding
Open Access in Konsortiallizenz - de Gruyter
refubium.note.author
Die Publikation wurde aus Open Access Publikationsgeldern der Freien Universität Berlin gefördert.
refubium.resourceType.isindependentpub
no
dcterms.accessRights.openaire
open access
dcterms.isPartOf.eissn
1865-7117