Visitar URL original
Exploring two distinct crystallization pathways of pyridinoyl-hydrazone derivatives of isosteviol: true and pseudosymmetric homochiral motifs | Structural Chemistry | Springer Nature Link Skip to main content
Springer Nature Link
Log in

Exploring two distinct crystallization pathways of pyridinoyl-hydrazone derivatives of isosteviol: true and pseudosymmetric homochiral motifs

  • Research
  • Published:
View saved research
Structural Chemistry Aims and scope Submit manuscript

Abstract

The coexistence of two fragments, a chiral isosteviol moiety and an achiral pyridinoyl-hydrazone moiety, in the molecules of pyridinoyl-hydrazone derivatives of isosteviol results in the realization of two distinct supramolecular motifs in their crystals, namely, a true homochiral motif and a pseudosymmetric homochiral motif.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Subscribe and save

Springer+
from $39.99 /Month
  • Starting from 10 chapters or articles per month
  • Access and download chapters and articles from more than 300k books and 2,500 journals
  • Cancel anytime
View plans

Buy Now

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Scheme 1
Scheme 2
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Scheme 3
Fig. 6
Fig. 7
Fig. 8
Fig. 9
Fig. 10
Fig. 11
Fig. 12
Fig. 13
Fig. 14
Fig. 15
Fig. 16
Fig. 17
Scheme 4

Similar content being viewed by others

Explore related subjects

Discover the latest articles, books and news in related subjects, suggested using machine learning.

Availability of data and materials

No datasets were generated or analyzed during the current study.

References

  1. Steed JW (2003) CrystEngComm 5:169

    Article  CAS  Google Scholar 

  2. Desiraju GR (2007) CrystEngComm 9:91

    Article  CAS  Google Scholar 

  3. Anderson KM, Goeta AE, Hancock KS, Steed JW (2006) Chem Commun 20:2138

    Article  Google Scholar 

  4. Anderson KM, Steed JW (2007) CrystEngComm 9:328

    Article  CAS  Google Scholar 

  5. Anderson KM, Afarinkia K, Yu HW, Goeta AE, Steed JW (2006) Cryst Growth Des 6:2109

    Article  CAS  Google Scholar 

  6. Lodochnikova OA, Startseva VA, Nikitina LE, Bodrov AV, Klimovitskii AE, Klimovitskii EN, Litvinov IA (2014) CrystEngComm 16:4314

    Article  CAS  Google Scholar 

  7. Gerasimova DP, Gilfanov IR, Pavelyev RS, Nikitina LE, Lodochnikova OA (2023) J Struct Chem 64:69

    Article  CAS  Google Scholar 

  8. Frantsuzova LV, Gerasimova DP, Lodochnikova OA (2022) J Struct Chem 63:1913

    Article  CAS  Google Scholar 

  9. Lodochnikova OA, Dobrynin AB, Andreeva OV, Strobykina IY, Kataev VE, Litvinov IA (2014) CrystEngComm 16:6234

    Article  CAS  Google Scholar 

  10. Frantsuzova LV, Gerasimova DP, Gilfanov IR, Sudarikov DV, Nikitina LE, Lodochnikova OA (2024) J Struct Chem 65:124068

    Article  Google Scholar 

  11. Lemmerer A, Govindraju S, Johnston M, Motlounga X, Saviga KL (2015) CrystEngComm 17:3591

    Article  CAS  Google Scholar 

  12. Krause L, Herbst-Irmer R, Sheldrick GM, Stalke D (2015) J Appl Crystallogr 48:3

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  13. Sheldrick GM (2015) Acta Crystallogr A 71:3

    Article  Google Scholar 

  14. Sheldrick GM (2015) Acta Crystallogr C 71:3

    Article  Google Scholar 

  15. Farrugia LJ (2012) J Appl Crystallogr 45:849

    Article  CAS  Google Scholar 

  16. Shteingolts SA, Stash AI, Tsirelson VG, Fayzullin RR (2021) Chem Eur J 27:7789

    Article  CAS  PubMed  Google Scholar 

  17. Shteingolts SA, Voronina JK, Saifina LF, Shulaeva MM, Semenov VE, Fayzullin RR (2021) Acta Crystallogr B 77:871

    Article  CAS  Google Scholar 

  18. Shteingolts SA, Stash AI, Tsirelson VG, Fayzullin RR (2022) Chem Eur J 28:e202200985

    Article  CAS  PubMed  Google Scholar 

  19. Kartashov SV, Shteingolts SA, Stash AI, Tsirelson VG, Fayzullin RR (2023) Cryst Growth Des 23:1726

    Article  CAS  Google Scholar 

  20. Saifina AF, Kartashov SV, Stash AI, Tsirelson VG, Fayzullin RR (2023) Cryst Growth Des 23:3002

    Article  CAS  Google Scholar 

  21. Saifina AF, Kartashov SV, Saifina LF, Fayzullin RR (2023) IUCrJ 10:584

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  22. Eliel EL, Wilen SH (1994) Stereochemistry of organic compounds. Wiley, New York

    Google Scholar 

  23. Alkorta I, Elguero J, Cintas P (2015) Chirality 27:339

    Article  CAS  PubMed  Google Scholar 

  24. Lodochnikova OA, Gerasimova DP, Plemenkov VV (2021) Chirality 33:409

    Article  CAS  PubMed  Google Scholar 

Download references

Funding

This work was funded by the Russian Science Foundation (project No. 22–13-00284). The synthesis of key compounds was funded by the Government assignment for the FRC Kazan Scientific Center, Russian Academy of Sciences, with the support of the Kazan Federal University Strategic Academic Leadership Program (“Priority–2030”). The diffraction studies were performed using the equipment of the Distributed Spectral-Analytical Center of Shared Facilities for Study of Structure, Composition, and Properties of Substances and Materials of FRC Kazan Scientific Center of RAS.

Author information

Authors and Affiliations

  1. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, 8 Arbuzov Street, Kazan, 420088, Russian Federation

    Daria P. Gerasimova, Robert R. Fayzullin, Olga V. Andreeva & Olga A. Lodochnikova

  2. Kazan Federal University, 18 Kremlyovskaya Street, Kazan, 420008, Russian Federation

    Olga A. Lodochnikova

Authors
  1. Daria P. Gerasimova
    View author publications

    Search author on:PubMed Google Scholar

  2. Robert R. Fayzullin
    View author publications

    Search author on:PubMed Google Scholar

  3. Olga V. Andreeva
    View author publications

    Search author on:PubMed Google Scholar

  4. Olga A. Lodochnikova
    View author publications

    Search author on:PubMed Google Scholar

Contributions

Investigation, visualization, writing-original draft: D.P.G. Investigation, conceptualization, data curation, writing-review and editing: R.R.F. Resources: O.V.A. Supervision, conceptualization, writing-original draft, writing-review and editing, funding acquisition: O.A.L. The final version of the manuscript was approved by all authors.

Corresponding author

Correspondence to Olga A. Lodochnikova.

Ethics declarations

Ethical approval

Not applicable.

Competing interests

The authors declare no competing interests.

Additional information

Publisher's Note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Rights and permissions

Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Gerasimova, D.P., Fayzullin, R.R., Andreeva, O.V. et al. Exploring two distinct crystallization pathways of pyridinoyl-hydrazone derivatives of isosteviol: true and pseudosymmetric homochiral motifs. Struct Chem 35, 1003–1019 (2024). https://doi.org/10.1007/s11224-024-02287-4

Download citation

  • Received:

  • Accepted:

  • Published:

  • Version of record:

  • Issue date:

  • DOI: https://doi.org/10.1007/s11224-024-02287-4

Keywords

Profiles

  1. Daria P. Gerasimova View author profile
  2. Robert R. Fayzullin View author profile
  3. Olga A. Lodochnikova View author profile