dc.contributor.author | Rautiainen, Juha Mikko | |
dc.contributor.author | Valkonen, Arto | |
dc.contributor.author | Lundell, Jan | |
dc.contributor.author | Rissanen, Kari | |
dc.contributor.author | Puttreddy, Rakesh | |
dc.date.accessioned | 2024-06-20T09:05:47Z | |
dc.date.available | 2024-06-20T09:05:47Z | |
dc.date.issued | 2024 | |
dc.identifier.citation | Rautiainen, J. M., Valkonen, A., Lundell, J., Rissanen, K., & Puttreddy, R. (2024). The Geometry and Nature of C─I···O─N Interactions in Perfluoroiodobenzene‐Pyridine <i>N</i>‐oxide Halogen‐Bonded Complexes. <i>Advanced Science</i>, <i>Early online</i>. <a href="https://doi.org/10.1002/advs.202403945" target="_blank">https://doi.org/10.1002/advs.202403945</a> | |
dc.identifier.other | CONVID_220714425 | |
dc.identifier.uri | https://jyx.jyu.fi/handle/123456789/96069 | |
dc.description.abstract | The N─Oxide oxygen in the 111 C─I···⁻O─N+ halogen bond (XB) complexes, formed by five perfluoroiodobenzene XB donors and 32 pyridine N-oxides (PyNO) XB acceptors, exhibits three XB modes: bidentate, tridentate, and monodentate. Their C─I···O XB angles range from 148° to 180°, reflecting the iodine σ-hole's structure-guiding influence. The I···⁻O─N+ angles range from 87° to 152°. On the contrary, the I···⁻O─N+ angles have a narrower range from 107° to 125° in stronger monodentate N─I···⁻O─N+ XBs of N-iodoimides and PyNOs. The C─I···⁻O─N+ systems exhibit a larger variation in I···⁻O─N+ angles due to weaker XB donor perfluoroiodoaromatics forming weak I···O XBs, which allows wider access to electron-rich N-O group regions. Density Functional Theory analysis shows that I···O interactions are attractive even when the I···⁻O─N+ angle is ≈80°. Correlation analysis of structural parameters showed that weak I···O XBs in perfluoroiodobenzene-PyNO complexes affect the C─I bond via n(O)→σ*(C─I) donation less than the N─I bond via n(O)→σ*(N─I) donation in very strong I···O XBs of N-iodoimide-PyNO complexes. This implies that PyNOs' oxygen self-tunes its XB acceptor property, dependent on the XB donor σ-hole strength affecting the bonding denticity, geometry, and interaction energies. | en |
dc.format.mimetype | application/pdf | |
dc.language.iso | eng | |
dc.publisher | Wiley | |
dc.relation.ispartofseries | Advanced Science | |
dc.rights | CC BY 4.0 | |
dc.title | The Geometry and Nature of C─I···O─N Interactions in Perfluoroiodobenzene‐Pyridine <i>N</i>‐oxide Halogen‐Bonded Complexes | |
dc.type | article | |
dc.identifier.urn | URN:NBN:fi:jyu-202406204833 | |
dc.contributor.laitos | Kemian laitos | fi |
dc.contributor.laitos | Department of Chemistry | en |
dc.type.uri | http://purl.org/eprint/type/JournalArticle | |
dc.type.coar | http://purl.org/coar/resource_type/c_2df8fbb1 | |
dc.description.reviewstatus | peerReviewed | |
dc.relation.issn | 2198-3844 | |
dc.relation.volume | Early online | |
dc.type.version | publishedVersion | |
dc.rights.copyright | © 2024 the Authors | |
dc.rights.accesslevel | openAccess | fi |
dc.relation.grantnumber | 332023 | |
dc.relation.grantnumber | 351121 | |
dc.relation.grantnumber | 338733 | |
dc.subject.yso | kompleksiyhdisteet | |
dc.subject.yso | jodi | |
dc.subject.yso | halogeenit | |
dc.subject.yso | kemialliset sidokset | |
dc.format.content | fulltext | |
jyx.subject.uri | http://www.yso.fi/onto/yso/p30190 | |
jyx.subject.uri | http://www.yso.fi/onto/yso/p18902 | |
jyx.subject.uri | http://www.yso.fi/onto/yso/p4164 | |
jyx.subject.uri | http://www.yso.fi/onto/yso/p10130 | |
dc.rights.url | https://creativecommons.org/licenses/by/4.0/ | |
dc.relation.doi | 10.1002/advs.202403945 | |
dc.relation.funder | Research Council of Finland | en |
dc.relation.funder | Research Council of Finland | en |
dc.relation.funder | Research Council of Finland | en |
dc.relation.funder | Suomen Akatemia | fi |
dc.relation.funder | Suomen Akatemia | fi |
dc.relation.funder | Suomen Akatemia | fi |
jyx.fundingprogram | Academy Project, AoF | en |
jyx.fundingprogram | Academy Project, AoF | en |
jyx.fundingprogram | Academy Project, AoF | en |
jyx.fundingprogram | Akatemiahanke, SA | fi |
jyx.fundingprogram | Akatemiahanke, SA | fi |
jyx.fundingprogram | Akatemiahanke, SA | fi |
jyx.fundinginformation | The authors gratefully acknowledge financial support from the Academy of Finland [grant numbers 351121 (K.R.), 332023 (J.L.), and 338733 (J.M.R.)] for funding. | |
dc.type.okm | A1 | |