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LABILE CRYSTAL STRUCTURE OF N1- (DIPHENYLPHOSPHORYL)ACETYL- THIOSEMICARBAZIDE

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Abstract

N1-(diphenylphosphoryl)acetyl-thiosemicarbazide in individual form composes a double corrugated layer in the crystal due to a branched system of N–H…O/S hydrogen bonds. A similar supramolecular organization is observed in methanol and ethanol crystal solvates containing solvent molecules inside 1D channels. It is shown that the dimensionality of the cavities and the layered type of the supramolecular organization of the molecules of the main substance in crystals provide the possibility for the solvent molecules to of freely leave the crystal, while the supramolecular structure and crystallinity of the studied phase is preserved. It is established that single crystals of the individual compound can be obtained only as a result of a solid-phase “single crystal–single crystal” transition from the solvate with methanol rather than by direct crystallization, since any solvent yields the corresponding crystal solvate. It is established for a number of cases that solid-phase “polycrystal–polycrystal” transitions are reversible, can be initiated by the solvent vapors, and are accompanied by the formation of the corresponding crystalline solvate.

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Funding

The single-crystal crystallographic studies and quantum chemical calculations were funded by the Russian Foundation for Basic Research, project No. 19-33-60032 (A. I. Samigullina). The powder XRD experiments were carried out within the State Assignment for FRC KSC RAS (A. T. Gubaidullin). The synthesis of diphenylphosphorylacetyl thiosemicarbazide derivatives was funded by the Russian Science Foundation (No. 14-23-00073-p).

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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, D. V. Zakharychev & A. T. Gubaidullin

  2. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow, Russia

    A. I. Samigullina

  3. Kazan National Research Technological University, Kazan, Russia

    A. O. Isaeva, I. A. Krutov, R. N. Burangulova & E. L. Gavrilova

Authors
  1. A. I. Samigullina
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  2. A. O. Isaeva
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  3. I. A. Krutov
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  4. R. N. Burangulova
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  5. E. L. Gavrilova
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  6. D. V. Zakharychev
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  7. A. T. Gubaidullin
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Correspondence to A. I. Samigullina.

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Russian Text © The Author(s), 2023, published in Zhurnal Strukturnoi Khimii, 2023, Vol. 64, No. 2, 106195.https://doi.org/10.26902/JSC_id106195

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Samigullina, A.I., Isaeva, A.O., Krutov, I.A. et al. LABILE CRYSTAL STRUCTURE OF N1- (DIPHENYLPHOSPHORYL)ACETYL- THIOSEMICARBAZIDE. J Struct Chem 64, 276–287 (2023). https://doi.org/10.1134/S0022476623020129

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