Fluorination promotes chalcogen bonding in crystalline solids

Susanta K. Nayak, Vijith Kumar, Jane S. Murray, Peter Politzer, Giancarlo Terraneo, Tullio Pilati, Pierangelo Metrangolo, Giuseppe Resnati

Research output: Contribution to journalArticleScientificpeer-review

17 Citations (Scopus)

Abstract

Single crystal X-ray analysis shows that intermolecular C-S⋯F chalcogen bonds are by far the shortest contacts in the crystal structure of 2,2,4,4-tetrafluoro-1,3-dithietane. Analysis of the molecular surface electrostatic potentials indicates that these contacts result from the attraction between the negative potentials of fluorines and the positive regions resulting from the overlapping of sulfur and carbon positive σ-holes. In contrast, the lattice structure of 2,2,4,4-tetrachloro-1,3-dithietane is controlled by intermolecular C-Cl⋯Cl halogen bonds. The lattices of the two systems are thus controlled by two different σ-hole interactions.

Original languageEnglish
Pages (from-to)4955-4959
Number of pages5
JournalCrystEngComm
Volume19
Issue number34
DOIs
Publication statusPublished - 1 Jan 2017
MoE publication typeA1 Journal article-refereed

Fingerprint

Chalcogens
Fluorination
Halogens
fluorination
Fluorine
X ray analysis
Sulfur
Electrostatics
Carbon
Crystal structure
Single crystals
Crystalline materials
halogens
attraction
fluorine
sulfur
electrostatics
crystal structure
carbon
single crystals

Cite this

Nayak, S. K., Kumar, V., Murray, J. S., Politzer, P., Terraneo, G., Pilati, T., ... Resnati, G. (2017). Fluorination promotes chalcogen bonding in crystalline solids. CrystEngComm, 19(34), 4955-4959. https://doi.org/10.1039/c7ce01070b
Nayak, Susanta K. ; Kumar, Vijith ; Murray, Jane S. ; Politzer, Peter ; Terraneo, Giancarlo ; Pilati, Tullio ; Metrangolo, Pierangelo ; Resnati, Giuseppe. / Fluorination promotes chalcogen bonding in crystalline solids. In: CrystEngComm. 2017 ; Vol. 19, No. 34. pp. 4955-4959.
@article{2cc96c9a78554418903756f7c9437666,
title = "Fluorination promotes chalcogen bonding in crystalline solids",
abstract = "Single crystal X-ray analysis shows that intermolecular C-S⋯F chalcogen bonds are by far the shortest contacts in the crystal structure of 2,2,4,4-tetrafluoro-1,3-dithietane. Analysis of the molecular surface electrostatic potentials indicates that these contacts result from the attraction between the negative potentials of fluorines and the positive regions resulting from the overlapping of sulfur and carbon positive σ-holes. In contrast, the lattice structure of 2,2,4,4-tetrachloro-1,3-dithietane is controlled by intermolecular C-Cl⋯Cl halogen bonds. The lattices of the two systems are thus controlled by two different σ-hole interactions.",
author = "Nayak, {Susanta K.} and Vijith Kumar and Murray, {Jane S.} and Peter Politzer and Giancarlo Terraneo and Tullio Pilati and Pierangelo Metrangolo and Giuseppe Resnati",
year = "2017",
month = "1",
day = "1",
doi = "10.1039/c7ce01070b",
language = "English",
volume = "19",
pages = "4955--4959",
journal = "CrystEngComm",
issn = "1466-8033",
publisher = "Royal Society of Chemistry RSC",
number = "34",

}

Nayak, SK, Kumar, V, Murray, JS, Politzer, P, Terraneo, G, Pilati, T, Metrangolo, P & Resnati, G 2017, 'Fluorination promotes chalcogen bonding in crystalline solids', CrystEngComm, vol. 19, no. 34, pp. 4955-4959. https://doi.org/10.1039/c7ce01070b

Fluorination promotes chalcogen bonding in crystalline solids. / Nayak, Susanta K.; Kumar, Vijith; Murray, Jane S.; Politzer, Peter; Terraneo, Giancarlo; Pilati, Tullio; Metrangolo, Pierangelo; Resnati, Giuseppe.

In: CrystEngComm, Vol. 19, No. 34, 01.01.2017, p. 4955-4959.

Research output: Contribution to journalArticleScientificpeer-review

TY - JOUR

T1 - Fluorination promotes chalcogen bonding in crystalline solids

AU - Nayak, Susanta K.

AU - Kumar, Vijith

AU - Murray, Jane S.

AU - Politzer, Peter

AU - Terraneo, Giancarlo

AU - Pilati, Tullio

AU - Metrangolo, Pierangelo

AU - Resnati, Giuseppe

PY - 2017/1/1

Y1 - 2017/1/1

N2 - Single crystal X-ray analysis shows that intermolecular C-S⋯F chalcogen bonds are by far the shortest contacts in the crystal structure of 2,2,4,4-tetrafluoro-1,3-dithietane. Analysis of the molecular surface electrostatic potentials indicates that these contacts result from the attraction between the negative potentials of fluorines and the positive regions resulting from the overlapping of sulfur and carbon positive σ-holes. In contrast, the lattice structure of 2,2,4,4-tetrachloro-1,3-dithietane is controlled by intermolecular C-Cl⋯Cl halogen bonds. The lattices of the two systems are thus controlled by two different σ-hole interactions.

AB - Single crystal X-ray analysis shows that intermolecular C-S⋯F chalcogen bonds are by far the shortest contacts in the crystal structure of 2,2,4,4-tetrafluoro-1,3-dithietane. Analysis of the molecular surface electrostatic potentials indicates that these contacts result from the attraction between the negative potentials of fluorines and the positive regions resulting from the overlapping of sulfur and carbon positive σ-holes. In contrast, the lattice structure of 2,2,4,4-tetrachloro-1,3-dithietane is controlled by intermolecular C-Cl⋯Cl halogen bonds. The lattices of the two systems are thus controlled by two different σ-hole interactions.

UR - http://www.scopus.com/inward/record.url?scp=85026289943&partnerID=8YFLogxK

U2 - 10.1039/c7ce01070b

DO - 10.1039/c7ce01070b

M3 - Article

VL - 19

SP - 4955

EP - 4959

JO - CrystEngComm

JF - CrystEngComm

SN - 1466-8033

IS - 34

ER -

Nayak SK, Kumar V, Murray JS, Politzer P, Terraneo G, Pilati T et al. Fluorination promotes chalcogen bonding in crystalline solids. CrystEngComm. 2017 Jan 1;19(34):4955-4959. https://doi.org/10.1039/c7ce01070b