Chalcogen Bond versus Halogen Bond: Changing Contributions in Determining the Crystal Packing of Dihalobenzochalcogenadiazoles
1
Publication type: Journal Article
Publication date: 2022-02-15
scimago Q2
wos Q2
SJR: 0.678
CiteScore: 7.0
Impact factor: 3.8
ISSN: 00092673, 13480634
General Chemistry
Abstract
In the crystals of 4,7-dihalobenzo[c][1,2,5]chalcogenadiazoles, the molecules are connected by two competing secondary bonding interactions: chalcogen bond (ChB) and halogen bond (HaB). Because the strengths of ChB and HaB change according to the kind of chalcogen (E: S, Se, Te) and halogen (X: Cl, Br, I), their relative contributions in determining the crystal packing can also change. Six newly determined crystal structures as well as 3 previously reported structures can be categorized into two groups: ChB-dominant and HaB-dominant structures. HaB in which X = I is strong enough to dictate the crystal packing of compounds with E = S and Se, but not where E = Te, whereas HaB in which X = Cl or Br has little effect on ChB-dominant molecular networks in crystals. The observed changing contributions of ChB and HaB may be useful for designing new supramolecular synthons for crystal engineering.
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Total citations:
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Citations from 2025:
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(11.11%)
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Ishigaki Y. et al. Chalcogen Bond versus Halogen Bond: Changing Contributions in Determining the Crystal Packing of Dihalobenzochalcogenadiazoles // Bulletin of the Chemical Society of Japan. 2022. Vol. 95. No. 3. pp. 522-531.
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Ishigaki Y., Shimomura K., Asai K., Shimajiri T., Akutagawa T., Fukushima T., Suzuki T. Chalcogen Bond versus Halogen Bond: Changing Contributions in Determining the Crystal Packing of Dihalobenzochalcogenadiazoles // Bulletin of the Chemical Society of Japan. 2022. Vol. 95. No. 3. pp. 522-531.
Cite this
RIS
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TY - JOUR
DO - 10.1246/bcsj.20220008
UR - https://academic.oup.com/bcsj/article/95/3/522/7257800
TI - Chalcogen Bond versus Halogen Bond: Changing Contributions in Determining the Crystal Packing of Dihalobenzochalcogenadiazoles
T2 - Bulletin of the Chemical Society of Japan
AU - Ishigaki, Yusuke
AU - Shimomura, Kai
AU - Asai, Kota
AU - Shimajiri, Takuya
AU - Akutagawa, Tomoyuki
AU - Fukushima, Takanori
AU - Suzuki, Takanori
PY - 2022
DA - 2022/02/15
PB - Oxford University Press
SP - 522-531
IS - 3
VL - 95
SN - 0009-2673
SN - 1348-0634
ER -
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BibTex (up to 50 authors)
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@article{2022_Ishigaki,
author = {Yusuke Ishigaki and Kai Shimomura and Kota Asai and Takuya Shimajiri and Tomoyuki Akutagawa and Takanori Fukushima and Takanori Suzuki},
title = {Chalcogen Bond versus Halogen Bond: Changing Contributions in Determining the Crystal Packing of Dihalobenzochalcogenadiazoles},
journal = {Bulletin of the Chemical Society of Japan},
year = {2022},
volume = {95},
publisher = {Oxford University Press},
month = {feb},
url = {https://academic.oup.com/bcsj/article/95/3/522/7257800},
number = {3},
pages = {522--531},
doi = {10.1246/bcsj.20220008}
}
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Ishigaki, Yusuke, et al. “Chalcogen Bond versus Halogen Bond: Changing Contributions in Determining the Crystal Packing of Dihalobenzochalcogenadiazoles.” Bulletin of the Chemical Society of Japan, vol. 95, no. 3, Feb. 2022, pp. 522-531. https://academic.oup.com/bcsj/article/95/3/522/7257800.