Assembly of Imidazolyl-Substituted Nitronyl Nitroxides into Ferromagnetically Coupled Chains
New nitronyl nitroxides, namely, 2-(4,5-dimethylimidazol-2-yl)- and 2-(4,5-dichloroimidazol-2-yl)-4,4,5,5-tetramethyl-4,5-dihydro-1<i>H</i>-imidazol-3-oxide-1-oxyl, were prepared in crystalline form. According to single-crystal X-ray data, intra- and intermolecular hydrogen bonds are for...
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| Format: | Article |
| Language: | English |
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MDPI AG
2019-04-01
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| Series: | Crystals |
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| Online Access: | https://www.mdpi.com/2073-4352/9/4/219 |
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| author | Vasily Romanov Irina Bagryanskaya Nina Gritsan Dmitry Gorbunov Yulia Vlasenko Mehman Yusubov Elena Zaytseva Dominique Luneau Evgeny Tretyakov |
| author_facet | Vasily Romanov Irina Bagryanskaya Nina Gritsan Dmitry Gorbunov Yulia Vlasenko Mehman Yusubov Elena Zaytseva Dominique Luneau Evgeny Tretyakov |
| author_sort | Vasily Romanov |
| collection | DOAJ |
| description | New nitronyl nitroxides, namely, 2-(4,5-dimethylimidazol-2-yl)- and 2-(4,5-dichloroimidazol-2-yl)-4,4,5,5-tetramethyl-4,5-dihydro-1<i>H</i>-imidazol-3-oxide-1-oxyl, were prepared in crystalline form. According to single-crystal X-ray data, intra- and intermolecular hydrogen bonds are formed between NH groups of the imidazole cycles and O atoms of the nitroxide moieties. The intermolecular H-bonds contribute to the alignment of molecules into chains along the a-axis; this alignment causes short intrachain contacts between O and C atoms carrying spin density of opposite signs. Such an arrangement of nitroxides induces ferromagnetic intrachain interactions (<i>J</i> ≈ 10 cm<sup>−1</sup>) between neighboring radicals. |
| first_indexed | 2024-04-13T08:45:18Z |
| format | Article |
| id | doaj.art-395e84aff68d45fa8ec20fa965b8ddab |
| institution | Directory Open Access Journal |
| issn | 2073-4352 |
| language | English |
| last_indexed | 2024-04-13T08:45:18Z |
| publishDate | 2019-04-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Crystals |
| spelling | doaj.art-395e84aff68d45fa8ec20fa965b8ddab2022-12-22T02:53:40ZengMDPI AGCrystals2073-43522019-04-019421910.3390/cryst9040219cryst9040219Assembly of Imidazolyl-Substituted Nitronyl Nitroxides into Ferromagnetically Coupled ChainsVasily Romanov0Irina Bagryanskaya1Nina Gritsan2Dmitry Gorbunov3Yulia Vlasenko4Mehman Yusubov5Elena Zaytseva6Dominique Luneau7Evgeny Tretyakov8N. N. Vorozhtsov Institute of Organic Chemistry, 9 Ac. Lavrentiev Avenue, Novosibirsk 630090, RussiaN. N. Vorozhtsov Institute of Organic Chemistry, 9 Ac. Lavrentiev Avenue, Novosibirsk 630090, RussiaInstitute of Chemical Kinetics and Combustion, 3 Institutskaya Str., Novosibirsk 63009, RussiaInstitute of Chemical Kinetics and Combustion, 3 Institutskaya Str., Novosibirsk 63009, RussiaResearch School of Chemistry & Applied Biomedical Sciences, Tomsk Polytechnic University, Tomsk 634050, RussiaResearch School of Chemistry & Applied Biomedical Sciences, Tomsk Polytechnic University, Tomsk 634050, RussiaN. N. Vorozhtsov Institute of Organic Chemistry, 9 Ac. Lavrentiev Avenue, Novosibirsk 630090, RussiaUniversité Claude Bernard Lyon-1, Campus de La Doua, 69622 Villeurbanne Cedex, FranceN. N. Vorozhtsov Institute of Organic Chemistry, 9 Ac. Lavrentiev Avenue, Novosibirsk 630090, RussiaNew nitronyl nitroxides, namely, 2-(4,5-dimethylimidazol-2-yl)- and 2-(4,5-dichloroimidazol-2-yl)-4,4,5,5-tetramethyl-4,5-dihydro-1<i>H</i>-imidazol-3-oxide-1-oxyl, were prepared in crystalline form. According to single-crystal X-ray data, intra- and intermolecular hydrogen bonds are formed between NH groups of the imidazole cycles and O atoms of the nitroxide moieties. The intermolecular H-bonds contribute to the alignment of molecules into chains along the a-axis; this alignment causes short intrachain contacts between O and C atoms carrying spin density of opposite signs. Such an arrangement of nitroxides induces ferromagnetic intrachain interactions (<i>J</i> ≈ 10 cm<sup>−1</sup>) between neighboring radicals.https://www.mdpi.com/2073-4352/9/4/219nitronyl nitroxidesimidazolecrystal structurehydrogen bondingexchange interactiondensity functional theory |
| spellingShingle | Vasily Romanov Irina Bagryanskaya Nina Gritsan Dmitry Gorbunov Yulia Vlasenko Mehman Yusubov Elena Zaytseva Dominique Luneau Evgeny Tretyakov Assembly of Imidazolyl-Substituted Nitronyl Nitroxides into Ferromagnetically Coupled Chains Crystals nitronyl nitroxides imidazole crystal structure hydrogen bonding exchange interaction density functional theory |
| title | Assembly of Imidazolyl-Substituted Nitronyl Nitroxides into Ferromagnetically Coupled Chains |
| title_full | Assembly of Imidazolyl-Substituted Nitronyl Nitroxides into Ferromagnetically Coupled Chains |
| title_fullStr | Assembly of Imidazolyl-Substituted Nitronyl Nitroxides into Ferromagnetically Coupled Chains |
| title_full_unstemmed | Assembly of Imidazolyl-Substituted Nitronyl Nitroxides into Ferromagnetically Coupled Chains |
| title_short | Assembly of Imidazolyl-Substituted Nitronyl Nitroxides into Ferromagnetically Coupled Chains |
| title_sort | assembly of imidazolyl substituted nitronyl nitroxides into ferromagnetically coupled chains |
| topic | nitronyl nitroxides imidazole crystal structure hydrogen bonding exchange interaction density functional theory |
| url | https://www.mdpi.com/2073-4352/9/4/219 |
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