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Molecular and supramolecular structures of new 5-phenyl-1H-pyrrol-2-carbonyl azide

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Abstract

Using X-ray diffraction, IR spectroscopy, and quantum chemistry [B3LYP/6–311 +  + G**, AIM], the molecular and supramolecular structures and association of 5-phenyl-1H-pyrrole-2-carbonyl azide were studied in detail. The motives for the formation of supramolecular and crystal structures have been established. A topological analysis of non-valent interactions in the crystal was carried out. A probable reason has been established for the relatively low sensitivity of 5-phenyl-1H-pyrrole-2-carbonyl azide to ionizing ultraviolet and X-ray radiation compared to other pyrrole-2-carbonyl azides. Indeed, the relative stability of the new pyrrolazide lies in the organization of associative dimeric structures, in the formation of which the nitrogen atoms of the azide fragment participate through hydrogen bonds.

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Acknowledgements

The work was carried out using the material and technical base of the Baikal Analytical Center for Collective Use of the SB RAS. This work was carried out within the framework of the research project of the Russian Academy of Sciences № 122041100024-7.

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This research did not receive any specific grant from funding agencies in the public, commercial, or not-for-profit sectors.

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Authors and Affiliations

  1. A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky Street, 664033, Irkutsk, Russian Federation

    Tatiana N. Borodina, Vladimir I. Smirnov, Tatiana E. Fedorova, Elena A. Gyrgenova & Andrey V. Ivanov

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  1. Tatiana N. Borodina
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  2. Vladimir I. Smirnov
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  3. Tatiana E. Fedorova
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  4. Elena A. Gyrgenova
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Contributions

Writing—original draft preparation, review and editing: Tatiana N. Borodina, Tatiana E. Fedorova, Vladimir I. Smirnov; writing—review and editing: Andrey V. Ivanov, Elena A. Gyrgenova; synthesis and growing of crystals: Andrey V. Ivanov, Elena A. Gyrgenova; X-ray diffraction analysis: Tatiana N. Borodina; infrared spectroscopy: Tatiana E. Fedorova; quantum chemical calculations: Tatiana N. Borodina, Tatiana E. Fedorova.

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Correspondence to Tatiana N. Borodina.

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Borodina, T.N., Smirnov, V.I., Fedorova, T.E. et al. Molecular and supramolecular structures of new 5-phenyl-1H-pyrrol-2-carbonyl azide. Struct Chem (2024). https://doi.org/10.1007/s11224-024-02302-8

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