A crystallographic study of a novel tetrazolyl-substituted nitronyl nitroxide radical

Standard

A crystallographic study of a novel tetrazolyl-substituted nitronyl nitroxide radical. / Romanov, Vasily E.; Bagryanskaya, Irina Yu; Gorbunov, Dmitry E. et al.

In: Crystals, Vol. 8, No. 9, 334, 01.09.2018.

Research output: Contribution to journal › Article › peer-review

Harvard

Romanov, VE, Bagryanskaya, IY, Gorbunov, DE , Gritsan, NP, Zaytseva, EV, Luneau, D & Tretyakov, EV 2018, 'A crystallographic study of a novel tetrazolyl-substituted nitronyl nitroxide radical', Crystals, vol. 8, no. 9, 334. https://doi.org/10.3390/cryst8090334

APA

Romanov, V. E., Bagryanskaya, I. Y., Gorbunov, D. E., Gritsan, N. P., Zaytseva, E. V., Luneau, D., & Tretyakov, E. V. (2018). A crystallographic study of a novel tetrazolyl-substituted nitronyl nitroxide radical. Crystals, 8(9), [334]. https://doi.org/10.3390/cryst8090334

Vancouver

Romanov VE, Bagryanskaya IY, Gorbunov DE , Gritsan NP, Zaytseva EV, Luneau D et al. A crystallographic study of a novel tetrazolyl-substituted nitronyl nitroxide radical. Crystals. 2018 Sept 1;8(9):334. doi: 10.3390/cryst8090334

Author

Romanov, Vasily E. ; Bagryanskaya, Irina Yu ; Gorbunov, Dmitry E. et al. / A crystallographic study of a novel tetrazolyl-substituted nitronyl nitroxide radical. In: Crystals. 2018 ; Vol. 8, No. 9.

BibTeX

@article{89f68b2dd7ce442882ce40faa6d3410d,

title = "A crystallographic study of a novel tetrazolyl-substituted nitronyl nitroxide radical",

abstract = "Spin-labelled compounds are widely used in chemistry, physics, biology, and material sciences, but the directed synthesis of some functionalized organic radicals is still a challenge. We succeeded in the preparation of a tetrazolyl-substituted nitronyl nitroxide radical in pure crystalline form. According to the single-crystal X-ray data, intra-(NH… O, 2.43 {\AA}) and inter-molecular hydrogen bonds (NH… O, 1.91 {\AA}) are formed between NH groups of the tetrazole cycles and O atoms of the paramagnetic moieties. The intermolecular H-bonds connect the molecules forming chains along the a-axis. Moreover, there are short intermolecular contacts between the O atoms (3.096 {\AA}) and between the O and C atoms (3.096 {\AA}) of the nitronyl nitroxide moieties within the chain. The spin-unrestricted broken-symmetry calculations performed at the BS-UB3LYP/def2-TZVP level of theory predicted a sufficient ferromagnetic interaction (J ≈ 20 cm–1) between the adjacent radicals inside the chain, but a weak antiferromagnetic interaction (−J ≤0.2 cm−1) between the nearest radicals belonging to the different chains. Thus, a rare case when stable radicals, the tetrazolyl-substituted nitronyl nitroxides, are ordered into ferromagnetic chains was revealed; an investigation of the magneto-structural correlations inherent in the nitroxide radical will demand a special experiment in the sub-Kelvin regime.",

keywords = "Crystal structure, Density functional theory, Exchange interaction, Hydrogen bonding, Nitronyl nitroxides, Stable radicals, Tetrazoles, MANGANESE(II), nitronyl nitroxides, MOLECULE, COMPLEXES, stable radicals, exchange interaction, NEUTRON-DIFFRACTION, 3-OXIDE, SALTS, DENSITY, TRANSITION, hydrogen bonding, tetrazoles, density functional theory, crystal structure, MAGNETIC-PROPERTIES, EXCHANGE",

author = "Romanov, {Vasily E.} and Bagryanskaya, {Irina Yu} and Gorbunov, {Dmitry E.} and Gritsan, {Nina P.} and Zaytseva, {Elena V.} and Dominique Luneau and Tretyakov, {Evgeny V.}",

note = "Publisher Copyright: {\textcopyright} 2018 by the authors. Licensee MDPI, Basel, Switzerland.",

year = "2018",

month = sep,

day = "1",

doi = "10.3390/cryst8090334",

language = "English",

volume = "8",

journal = "Crystals",

issn = "2073-4352",

publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",

number = "9",

}

RIS

TY - JOUR

T1 - A crystallographic study of a novel tetrazolyl-substituted nitronyl nitroxide radical

AU - Romanov, Vasily E.

AU - Bagryanskaya, Irina Yu

AU - Gorbunov, Dmitry E.

AU - Gritsan, Nina P.

AU - Zaytseva, Elena V.

AU - Luneau, Dominique

AU - Tretyakov, Evgeny V.

PY - 2018/9/1

Y1 - 2018/9/1

N2 - Spin-labelled compounds are widely used in chemistry, physics, biology, and material sciences, but the directed synthesis of some functionalized organic radicals is still a challenge. We succeeded in the preparation of a tetrazolyl-substituted nitronyl nitroxide radical in pure crystalline form. According to the single-crystal X-ray data, intra-(NH… O, 2.43 Å) and inter-molecular hydrogen bonds (NH… O, 1.91 Å) are formed between NH groups of the tetrazole cycles and O atoms of the paramagnetic moieties. The intermolecular H-bonds connect the molecules forming chains along the a-axis. Moreover, there are short intermolecular contacts between the O atoms (3.096 Å) and between the O and C atoms (3.096 Å) of the nitronyl nitroxide moieties within the chain. The spin-unrestricted broken-symmetry calculations performed at the BS-UB3LYP/def2-TZVP level of theory predicted a sufficient ferromagnetic interaction (J ≈ 20 cm–1) between the adjacent radicals inside the chain, but a weak antiferromagnetic interaction (−J ≤0.2 cm−1) between the nearest radicals belonging to the different chains. Thus, a rare case when stable radicals, the tetrazolyl-substituted nitronyl nitroxides, are ordered into ferromagnetic chains was revealed; an investigation of the magneto-structural correlations inherent in the nitroxide radical will demand a special experiment in the sub-Kelvin regime.

AB - Spin-labelled compounds are widely used in chemistry, physics, biology, and material sciences, but the directed synthesis of some functionalized organic radicals is still a challenge. We succeeded in the preparation of a tetrazolyl-substituted nitronyl nitroxide radical in pure crystalline form. According to the single-crystal X-ray data, intra-(NH… O, 2.43 Å) and inter-molecular hydrogen bonds (NH… O, 1.91 Å) are formed between NH groups of the tetrazole cycles and O atoms of the paramagnetic moieties. The intermolecular H-bonds connect the molecules forming chains along the a-axis. Moreover, there are short intermolecular contacts between the O atoms (3.096 Å) and between the O and C atoms (3.096 Å) of the nitronyl nitroxide moieties within the chain. The spin-unrestricted broken-symmetry calculations performed at the BS-UB3LYP/def2-TZVP level of theory predicted a sufficient ferromagnetic interaction (J ≈ 20 cm–1) between the adjacent radicals inside the chain, but a weak antiferromagnetic interaction (−J ≤0.2 cm−1) between the nearest radicals belonging to the different chains. Thus, a rare case when stable radicals, the tetrazolyl-substituted nitronyl nitroxides, are ordered into ferromagnetic chains was revealed; an investigation of the magneto-structural correlations inherent in the nitroxide radical will demand a special experiment in the sub-Kelvin regime.

KW - Crystal structure

KW - Density functional theory

KW - Exchange interaction

KW - Hydrogen bonding

KW - Nitronyl nitroxides

KW - Stable radicals

KW - Tetrazoles

KW - MANGANESE(II)

KW - nitronyl nitroxides

KW - MOLECULE

KW - COMPLEXES

KW - stable radicals

KW - exchange interaction

KW - NEUTRON-DIFFRACTION

KW - 3-OXIDE

KW - SALTS

KW - DENSITY

KW - TRANSITION

KW - hydrogen bonding

KW - tetrazoles

KW - density functional theory

KW - crystal structure

KW - MAGNETIC-PROPERTIES

KW - EXCHANGE

UR - http://www.scopus.com/inward/record.url?scp=85052619978&partnerID=8YFLogxK

U2 - 10.3390/cryst8090334

DO - 10.3390/cryst8090334

M3 - Article

AN - SCOPUS:85052619978

VL - 8

JO - Crystals

JF - Crystals

SN - 2073-4352

IS - 9

M1 - 334

ER -

ID: 16330419