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2024 | OriginalPaper | Chapter

3. Drastic Rearrangement of Self-Assembled Hydrogen-Bonded Tapes in a Molecular Crystal

Author : Dr. Masaki Donoshita

Published in: Design of Crystal Structures Using Hydrogen Bonds on Molecular-Layered Cocrystals and Proton–Electron Mixed Conductor

Publisher: Springer Nature Singapore

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Abstract

For the first time, a two-step single-crystal-to-single-crystal (SCSC) transformation at varying temperatures is reported for a 2:1 hydrogen-bonded (H-bonded) crystal of 2-pyrrolidone (Py) and chloranilic acid (CA). Crystallographic studies revealed that sheets composed of H-bonded tapes exhibited a drastic translation of approximately 7 Å in the first SCSC transition, which was triggered by the freezing of the out-of-plane thermal motion of Py. The second SCSC transition was primarily caused by competing intersheet interactions between CA···CA and Py···Py, which resulted in a sheet translation of approximately 2 Å. Anisotropic and collective translations, which were accompanied by morphological changes in the crystal, were attributed to the selective and directional characteristics of H-bonds.

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previous chapter Rational Construction of Molecular Electron-Conducting Nanowires Encapsulated in Proton-Conducting Matrix in a Charge-Transfer Salt

next chapter Various Stacking Patterns of Two-Dimensional Molecular Assemblies in Hydrogen-Bonded Cocrystals: Insight into Competitive Intermolecular Interactions and Control of Stacking Patterns

Nath NK, Panda MK, Sahoo SC, Naumov P (2014) CrystEngComm 16:1850–1858CrossRef

Naumov P, Chizhik S, Panda MK, Nath NK, Boldyreva E (2015) Chem Rev 115:12440–12490CrossRefPubMed

Commins P, Desta IT, Karothu DP, Panda MK, Naumov P (2016) Chem Commun 52:13941–13954CrossRef

Seki T, Ito H (2016) Chem Eur J 22:4322–4329

Chaudhary A, Mohammad A, Mobin SM (2017) Cryst Growth Des 17:2893–2910CrossRef

Morimoto M, Irie M (2010) J Am Chem Soc 132:14172–14178CrossRefPubMed

Liu G, Liu J, Liu Y, Tao X (2014) J Am Chem Soc 136:590–593CrossRefPubMed

Yao Z-S, Mito M, Kamachi T, Shiota Y, Yoshizawa K, Azuma N, Miyazaki Y, Takahashi K, Zhang K, Nakanishi T, Kang S, Kanegawa S, Sato O (2014) Nat Chem 6:1079–1083CrossRefPubMed

Taniguchi T, Sugiyama H, Uekusa H, Shiro M, Asahi T, Koshima H (2018) Nat Commun 9:538CrossRefPubMedPubMedCentral

10.

McGrady GS, Odlyha M, Prince PD, Steed JW (2002) CrystEngComm 4:271–276CrossRef

11.

Boldyreva EV (2003) Cryst Eng 6:235–254CrossRef

12.

Dobrzycki L, Zielinski T, Jurczak J, Wozniak K (2005) J Phys Org Chem 18:864–869CrossRef

13.

Das D, Engel E, Barbour LJ (2010) Chem Commun 46:1676–1678CrossRef

14.

Takahashi H, Ito Y (2010) CrystEngComm 12:1628–1634CrossRef

15.

Marelli E, Casati N, Gozzo F, Macchi P, Simoncic P, Sironi A (2011) CrystEngComm 13:6845–6849CrossRef

16.

Asghar MA, Sun Z, Khan T, Ji C, Zhang S, Liu S, Li L, Zhao S, Luo J (2016) Cryst Growth Des 16:895–899CrossRef

17.

Jeffrey GA (1997) An introduction to hydrogen bonding, 1st edn. Oxford University Press, New York

18.

Desiraju GR, Steiner T (eds) (1991) The weak hydrogen bond, Oxford University Press, New York

19.

Steiner T (2002) Angew Chem Int Ed 41:48–76

20.

Horiuchi S, Kumai R, Tokura Y (2007) Chem Commun 2321–2329

21.

Horiuchi S, Tokura Y (2008) Nat Mater 7:357–366CrossRefPubMed

22.

Horiuchi S, Tokunaga Y, Giovannetti G, Picozzi S, Itoh H, Shimano R, Kumai R, Tokura Y (2010) Nature 463:789–792CrossRefPubMed

23.

Zhang W, Xiong R-G (2012) Chem Rev 112:1163–1195CrossRefPubMed

24.

Tayi AS, Kaeser A, Matsumoto M, Aida T, Stupp SI (2015) Nat Chem 7:281–294CrossRefPubMed

25.

Akutagawa T (2018) Mater Chem Front 2:1064–1073CrossRef

26.

Davydov AS (1991) Solitons in molecular systems, 2nd ed. Kluwer Academic Publishers, Dordrecht, (English translation)

27.

Kashimori Y, Kikuchi T, Nishimoto K (1982) J Chem Phys 77:1904–1907CrossRef

28.

Yomosa S (1982) J Phys Soc Jpn 51:3318–3324CrossRef

29.

Pnevmatikos S (1988) Phys Rev Lett 60:1534–1537CrossRefPubMed

30.

Takasu I, Sugawara T, Mochida T (2004) J Phys Chem B 108:18495–18499CrossRef

31.

Sheldrick GM (2015) Acta Crystallogr A 71:3–8CrossRef

32.

Sheldrick GM (2008) Acta Crystallogr A 64:112–122CrossRefPubMed

33.

CrystalStructure 4.2.5: Crystal Structure Analysis Package, Rigaku Corporation, Tokyo, Japan

34.

Gotoh K, Ishida H (2011) Acta Crystallogr C 67:o500–o504CrossRefPubMed

35.

Bondi A (1964) J Phys Chem 68:441–451CrossRef

36.

Prasanna MD, Guru Row TN (2000) Cryst Eng 3:135–154

37.

Saraogi I, Vijay VG, Das S, Sekar K, Guru Row TN (2003) Cryst Eng 6:69–77

38.

Matter H, Nazaré M, Güssregen S, Will DW, Schreuder H, Bauer A, Urmann M, Ritter K, Wagner M, Wehner V (2009) Angew Chem Int Ed 48:2911–2916

39.

Davey RJ, Maginn SJ, Andrews SJ, Black SN, Buckley AM, Cottier D, Dempsey P, Plowman R, Rout JE, Stanley DR, Taylor A (1994) Mol Cryst Liq Cryst 242:79–90CrossRef

40.

Karothu DP, Weston J, Desta IT (2016) P. Naumov. J Am Chem Soc 138:13298–13306CrossRefPubMed

41.

The dynamic nature of the out-of-plane thermal motion was confirmed by nuclear quadrupole resonance measurements, as demonstrated in Chapter 4

42.

Donoshita M, Hayashi M, Ikeda R, Yoshida Y, Morikawa S, Sugimoto K, Kitagawa H (2018) Chem Commun 54:8571–8574CrossRef

Title: Drastic Rearrangement of Self-Assembled Hydrogen-Bonded Tapes in a Molecular Crystal
Author: Dr. Masaki Donoshita
Publisher: Springer Nature Singapore
Book: Design of Crystal Structures Using Hydrogen Bonds on Molecular-Layered Cocrystals and Proton–Electron Mixed Conductor
Print ISBN: 978-981-9970-61-2

Electronic ISBN: 978-981-9970-62-9

Copyright Year: 2024
DOI: https://doi.org/10.1007/978-981-99-7062-9_3