Halogen Bonding as a Supramolecular Modulator of Crystal Packing and Exchange Interactions in Nitronyl Nitroxides

Halogen Bonding as a Supramolecular Modulator of Crystal Packing and Exchange Interactions in Nitronyl Nitroxides Научная публикация

Журнал

Crystal Growth & Design
ISSN: 1528-7483 , E-ISSN: 1528-7505

Вых. Данные

Год: 2024, Том: 24, Номер: 5, Страницы: 2104-2116 Страниц : 13 DOI: 10.1021/acs.cgd.3c01442

Авторы

Petunin Pavel V. ¹ , Tretyakov Evgeny V. ² , Shurikov Matvey K. ¹ , Votkina Daria E. ¹ , Romanenko Galina V. ³ , Dmitriev Alexey A. ⁴ , Gritsan Nina P. ⁴ , Ivanov Daniil M. ^5,1 , Gomila Rosa M. ⁶ , Frontera Antonio ⁶ , Resnati Giuseppe ⁷ , Kukushkin Vadim Yu. ^8,5 , Postnikov Pavel S. ¹

Организации

1	Research School of Chemistry & Applied Biomedical Sciences, Tomsk Polytechnic University, Lenin Avenue 30, Tomsk 634050, Russian Federation
2	N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Avenue 47, Moscow 119991, Russian Federation
3	International Tomography Center, Siberian Branch of Russian Academy of Sciences, Institutskaya Str. 3a, Novosibirsk 630090, Russian Federation
4	V. V. Voevodsky Institute of Chemical Kinetics and Combustion, Siberian Branch of the Russian Academy of Sciences, Institutskaya Str. 3, Novosibirsk 630090, Russian Federation
5	Institute of Chemistry, Saint Petersburg State University, Universitetskaya Nab. 7/9, Saint Petersburg 199034, Russian Federation
6	Departament de Química, Universitat de les Illes Balears, Crta de Valldemossa km 7.5, 07122 Palma de Mallorca (Baleares), Spain
7	NFMLab, Department of Chemistry, Materials and Chemical Engineering “Giulio Natta”, Politecnico di Milano, via Mancinelli 7, Milano I-20131, Italy
8	Institute of Chemistry and Pharmaceutical Technologies, Altai State University, Barnaul 656049, Russian Federation

Through the interaction of a halogen bond donor (1,4-diiodotetrafluorobenzene; 1,4-FIB) with isomers of pyridyl-substituted nitronyl nitroxides (Py-NN), five novel cocrystals were constructed via halogen bonding. The cocrystals (pPy-NN)n·1,4-FIB (n = 1, 2, 4) and (mPy-NN)n·1,4-FIB (n = 1, 2) are represented by the discrete clusters Py-NN·1,4-FIB·NN-Py, cyclic tetrameric structures (pPy-NN)4·(1,4-FIB)4, or one-dimensional (1D) zigzag chains. Density functional theory calculations were used to analyze the nature of the halogen bonds and to compare the strengths of I···NPy and I···ONO interactions. The halogen bonds were shown to be quite strong, ranging from 6.4 to 9.0 kcal/mol, according to the QTAIM analysis. In addition, quantum chemical analyses revealed relatively weak exchange interactions of both ferromagnetic and antiferromagnetic nature, indicating a modulating effect of the halogen bonding on magnetic properties. These findings point to the potential usefulness of halogen bonding interactions for promoting the self-assembly of stable organic radicals for further use in the preparation of exchange-coupled organic spin systems.

Petunin P.V. , Tretyakov E.V. , Shurikov M.K. , Votkina D.E. , Romanenko G.V. , Dmitriev A.A. , Gritsan N.P. , Ivanov D.M. , Gomila R.M. , Frontera A. , Resnati G. , Kukushkin V.Y. , Postnikov P.S.
Halogen Bonding as a Supramolecular Modulator of Crystal Packing and Exchange Interactions in Nitronyl Nitroxides
Crystal Growth & Design. 2024. V.24. N5. P.2104-2116. DOI: 10.1021/acs.cgd.3c01442 WOS Scopus OpenAlex

Web of science:	WOS:001174711000001
Scopus:	2-s2.0-85185571865
OpenAlex:	W4391809987

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