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Mechanochemical synthesis of N-salicylidene-aniline: thermosalient effect of polymorphic crystals.


ABSTRACT: Polymorphs of the dichloro derivative of N-salicylideneaniline exhibit mechanical responses such as jumping (Forms I and III) and exploding (Form II) in its three polymorphs. The molecules are connected via the amide N-H?O dimer synthon and C-Cl?O halogen bond in the three crystal structures. A fourth high-temperature Form IV was confirmed by variable-temperature single-crystal X-ray diffraction at 180°C. The behaviour of jumping exhibited by the polymorphic crystals of Forms I and III is due to the layered sheet morphology and the transmission of thermal stress in a single direction, compared with the corrugated sheet structure of Form II such that heat dissipation is more isotropic causing blasting. The role of weak C-Cl?O interactions in the thermal response of molecular crystals is discussed.

SUBMITTER: Mittapalli S 

PROVIDER: S-EPMC5414398 | biostudies-literature | 2017 May

REPOSITORIES: biostudies-literature

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Mechanochemical synthesis of <i>N</i>-salicylidene-aniline: thermosalient effect of polymorphic crystals.

Mittapalli Sudhir S   Sravanakumar Perumalla D D   Nangia Ashwini A  

IUCrJ 20170327 Pt 3


Polymorphs of the dichloro derivative of <i>N</i>-salicylideneaniline exhibit mechanical responses such as jumping (Forms I and III) and exploding (Form II) in its three polymorphs. The molecules are connected <i>via</i> the amide N-H⋯O dimer synthon and C-Cl⋯O halogen bond in the three crystal structures. A fourth high-temperature Form IV was confirmed by variable-temperature single-crystal X-ray diffraction at 180°C. The behaviour of jumping exhibited by the polymorphic crystals of Forms I and  ...[more]

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