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Features of Crystallization of Indoline Spiropyran with a Cationic Substituent

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Abstract

Features of the crystal structure of 2-{2-(6′-bromo-1,3,3-trimethylspiro[indoline-2,2′-chromene]-8′-yl)ethenyl}-1,3,3-trimethyl-3Н-indolium perchlorate have been investigated. The studied crystals have been grown under different temperature conditions and using different solvent mixtures. Intermolecular interactions and cavities in the crystals have been studied using CrystalExplorer v21.5 software package.

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REFERENCES

  1. Bouas-Laurent, H. and Dürr, H., Pure Appl. Chem., 2001, vol. 73, no. 4, p. 639. https://doi.org/10.1351/pac200173040639

  2. Klajn, R., Chem. Soc. Rev., 2014, vol. 43, no. 1, p. 148. https://doi.org/10.1039/C3CS60181A

  3. Feringa, B.L., Angew. Chem. Int. Ed., 2017, vol. 56, no. 37, p. 11060. https://doi.org/10.1002/anie.201702979

  4. Pugachev, A.D., Mukhanov, E.L., Ozhogin, I.V., Kozlenko, A.S., Metelitsa, A.V., and Lukyanov, B.S., Chem. Heterocycl. Compd., 2021, vol. 57, no. 2, p. 122. https://doi.org/10.1007/s10593-021-02881-y

  5. Leinem, M.B., Klein, P., Sebastian, F.L., Zorn, N.F., Adamczyk, S., Scherf, U., and Zaumseil, J., Adv. Electron. Mater., 2020, vol. 6, no. 11, p. 2000717. https://doi.org/10.1002/aelm.202000717

  6. Masahiro, I., Tuyoshi, F., Kenji, M., and Seiya, K., Chem. Rev., 2014, vol. 114, no. 24, p. 12174. https://doi.org/10.1021/cr500249

  7. Znang, X., Zhou, Q., Liu, H., and Liu, H., Soft Matter., 2014, vol. 10, no. 21, p. 3748. https://doi.org/10.1039/C4SM00218K

  8. Frolova, L.A., Rezvanova, A.A., Lukyanov, B.S., Sanina, N.A., Troshina, P.A., and Aldoshin, S.M., J. Mater. Chem. C, 2015, vol. 3, no. 44, p. 11675. https://doi.org/10.1039/C5TC02100F

    Article  CAS  Google Scholar 

  9. Sekine, A., J. Photochem. Photobiol. (C), 2021, vol. 51, p. 100480. https://doi.org/10.1016/j.jphotochemrev.2021.100480

    Article  CAS  Google Scholar 

  10. Funasako, Y., Ason, M., Takebayashi, J., and Inokuchi, M., Cryst. Growth Des., 2019, vol. 19, no. 12, p. 7308. https://doi.org/10.1021/acs.cgd.9b01185

  11. Aldoshin, S.M., Sanina, N.A., Minkin, V.I., Voloshin, N.A., Ikorskii, V.N., Ovcharenko, V.I., Smirnov, V.A., and Nagaeva, N.K., J. Mol. Struct., 2007, vol. 826, nos. 2–3, p. 69. https://doi.org/10.1016/j.molstruc.2006.04.008

    Article  CAS  Google Scholar 

  12. Wu, Z., Wang, Q., Li, P., Fang, B., and Yin, M., J. Mater. Chem. C, 2021, vol. 9, p. 6290. https://doi.org/10.1039/D1TC00974E

    Article  CAS  Google Scholar 

  13. Seiler, V.S., Tumanov, N., Robeyns, K., Wouters, J., Champagne, B., and Leyssens, T., Crystals, 2017, vol. 7, no. 3, p. 84. https://doi.org/10.3390/cryst7030084

    Article  CAS  Google Scholar 

  14. Pugachev, A.D., Lukyanova, M.B., Tkachev, V.V., Lukyanov, B.S., Makarova, N.I., Shilov, G.V., Rostovtseva, I.A., Lapshina, L.S., Minkin, V.I., and Aldoshin, S.M., Doklady Chem., 2019, vol. 484, no. 2, p. 58. https://doi.org/10.1134/S0012500819020113

    Article  CAS  Google Scholar 

  15. Pugachev, A.D., Ozhogin, I.V., Lukyanova, M.B., Lukyanov, B.S., Rostovtseva, I.A., Dorogan, I.V., Makarova, N.I., Tkachev, V.V., Metelitsa, A.V., and Aldoshin, S.M., Spectrochim. Acta A: Mol. Biomol. Spectrosc., 2020, vol. 230, p. 118041. https://doi.org/10.1016/j.saa.2020.118041

    Article  CAS  Google Scholar 

  16. Pugachev, A.D., Tkachev, V.V., Ozhogin, I.V., Lukyanova, M.B., Aldoshin, S.M., Minkin, V.I., Mukhanov, E.L., Metelitsa, A.V., Stankevich, N.V., and Lukyanov, B.S., Russ. Chem. Bull., 2021, vol. 70, no. 11, p. 2090. https://doi.org/10.1007/s11172-021-3320-2

    Article  CAS  Google Scholar 

  17. Pugachev, A.D., Tkachev, V.V., Aldoshin, S.M., Makarova, N.I., Rostovtseva, I.A., Metelitsa, A.V., Stankevich, N.V., Shilov, G.V., and Lukyanov, B.S., Russ. J. Gen. Chem., 2021, vol. 91, no. 7, p. 1297. https://doi.org/10.1134/S1070363221070069

    Article  CAS  Google Scholar 

  18. Spackman, M.A. and Jayatilaka, D., CrystEngComm., 2009, vol. 11, no. 1, p. 19. https://doi.org/10.1039/B818330A

    Article  CAS  Google Scholar 

  19. Sheldrick, G.M., SHELXTL v. 6.14, Structure Determination Software Suite, Bruker AXS, Madison, Wisconsin, USA, 2000.

  20. Spackman, P.R., Turner, M.J., McKinnon, J.J., Wolff, S.K., Grimwood, D.J., Jayatilaka, D., and Spackman, M.A., J. Appl. Crystallogr., 2021, vol. 54, no. 3, p. 1006. https://doi.org/10.1107/S1600576721002910

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  21. Macrae, C.F., Sovago, I., Cottrell, S.J., Galek, P.T.A., McCabe, P., Pidcock, E., Platings, M., Shields, G.P., Stevens, J.S., Towler, M. and Wood, P.A., J. Appl. Crystallogr., 2020, vol. 53, no. 1, p. 226. https://doi.org/10.1107/S1600576719014092

    Article  CAS  PubMed  PubMed Central  Google Scholar 

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Funding

This study was financially supported by the Russian Foundation for Basic Research (grant no. 20-03-00214 А) and President of RF (grant no. MK-4645.2021.1.3). X-ray diffraction analysis was performed in the scope of the State Task (state registration no. AAAA-A19-119092390076-7, V.V. Tkachev and S.M. Aldoshin).

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Pugachev, A.D., Tkachev, V.V., Kozlenko, A.S. et al. Features of Crystallization of Indoline Spiropyran with a Cationic Substituent. Russ J Gen Chem 92, 1384–1391 (2022). https://doi.org/10.1134/S1070363222080047

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