Effect of Crystal Packing on the Thermosalient Effect of the Pincer-Type Diester Naphthalene-2,3-diyl-bis(4-fluorobenzoate): A New Class II Thermosalient Solid

Majid I. Tamboli, Durga Prasad Karothu, Mysore S. Shashidhar, Rajesh G. Gonnade, Pance Naumov

Research output: Contribution to journalArticle


The pincer-like double ester naphthalene-2,3-diyl-bis(4-fluorobenzoate) (2) is pentamorphic. Upon heating crystals of form I to below their melting point (441–443 K), they undergo a phase transition accompanied by a thermosalient effect, that is, rare and visually striking motility whereby the crystals jump or disintegrate. The phase transition and the thermosalient effect are reversible. Analysis of the crystal structure revealed that form I is a class II thermosalient solid. Crystals of form III also underwent a reversible phase transition in the temperature range of 160 to 170 K; however, they were not thermosalient. Comparison of the structures and the mechanical responses of the two polymorphs revealed that the thermosalient effect of form I was due to reversible closing and opening of the arms of the diester molecules in a tweezer-like action.

Original languageEnglish (US)
Pages (from-to)4133-4139
Number of pages7
JournalChemistry - A European Journal
Issue number16
StatePublished - Mar 15 2018



  • diesters
  • jumping crystals
  • phase transitions
  • polymorphism
  • thermosalient effect

ASJC Scopus subject areas

  • Chemistry(all)

Cite this