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FEATURES OF THE CRYSTAL STRUCTURES OF THREE POLYMORPHS OF (RS,SR)-1-BENZYL- 3-(α,4-DICHLOROBENZYL)-3-HYDROXYINDOLIN-2-ONE

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Abstract

Three polymorphs of first synthesized (RS,SR)-3-(α,4-dichlorobenzyl)-3-hydroxyindolin-2-one are characterized by single crystal X-ray diffraction. Since the configuration of the 3-(α,4-dichloroоbenzyl)-3-hydroxyindolin-2-one fragment is identical in all three molecules, in one case, polymorphism is related to a conformational change due to a noticeable turn of the aromatic substituent of the molecule; in the second case, due to a change in the system of intermolecular interactions. The Hirshfeld surface analysis reveals distinctions in weak non-covalent interactions in the crystals of polymorphs. Despite that the hydrogen bonded motif is somewhat weaker in the 1b polymorph crystal, it is characterized by a closer crystal packing as compared to polymorphs 1a and 1c whose crystals have another type of the conformer.

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Funding

The work was supported by the Russian Science Foundation (grant No. 22-23-00570).

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Authors and Affiliations

  1. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Kazan, Russia

    A. I. Samigullina, V. R. Galimullina, S. F. Kadyrova, D. B. Krivolapov, V. A. Mamedov & A. T. Gubaidullin

  2. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia

    A. I. Samigullina

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  1. A. I. Samigullina
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Russian Text © The Author(s), 2023, published in Zhurnal Strukturnoi Khimii, 2023, Vol. 64, No. 2, 105403.https://doi.org/10.26902/JSC_id105403

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Samigullina, A.I., Galimullina, V.R., Kadyrova, S.F. et al. FEATURES OF THE CRYSTAL STRUCTURES OF THREE POLYMORPHS OF (RS,SR)-1-BENZYL- 3-(α,4-DICHLOROBENZYL)-3-HYDROXYINDOLIN-2-ONE. J Struct Chem 64, 179–189 (2023). https://doi.org/10.1134/S0022476623020026

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