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Interrelation of thermodynamic sublimation characteristics with crystal structure: adamantane and memantine derivatives of sulfonamide molecular crystals

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Abstract

A number of sulfonamide compounds with adamantane (tricyclo[3.3.1.13,7]decane) and memantine (3,5-dimethyladamantan-1-amine) fragments have been synthesized and characterized. Temperature dependencies of saturated vapor pressure of the new molecular crystals were measured by a precise and reproducible inert gas flow method. Based on these results, the standard enthalpies and Gibbs free energies of sublimation at 298.15 K were calculated. The effect of replacement of the adamantane fragment with a memantine one and the change of the substituent in different positions of the phenyl ring for the studied molecules on the thermodynamic characteristics of sublimation was investigated by the diagram method. Correlations between the thermodynamic characteristics of sublimation, melting points and some structural descriptors such as packing density of crystals and free molecular volume were proposed.

Graphical abstract: Interrelation of thermodynamic sublimation characteristics with crystal structure: adamantane and memantine derivatives of sulfonamide molecular crystals

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Supplementary files

Article information


Submitted
23 Jan 2020
Accepted
25 Feb 2020
First published
26 Feb 2020

CrystEngComm, 2020, Advance Article
Article type
Paper

Interrelation of thermodynamic sublimation characteristics with crystal structure: adamantane and memantine derivatives of sulfonamide molecular crystals

G. L. Perlovich and T. V. Volkova, CrystEngComm, 2020, Advance Article , DOI: 10.1039/D0CE00108B

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