Substituent effect on the packing architecture of adamantane and memantine derivatives of sulfonamide molecular crystals

A specific number of structures described in this paper with adamantane and memantine fragments have been synthesised and characterised. Their single crystals have been grown and their crystal structures have been determined. XPac analysis has shown that there are four sets of isostructural crystals...

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Bibliographic Details
Published in:CrystEngComm 2020-01, Vol.22 (2), p.349-36
Main Authors: Voronin, Alexander P, Volkova, Tatyana V, Ilyukhin, Andrey B, Proshin, Alexey N, Perlovich, German L
Format: Article
Language:English
Subjects:
Architecture
Crystal growth
Crystal structure
Crystallography
Crystals
Functional groups
Hydrogen bonds
Packing density
Single crystals
Sulfonamides
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Summary:A specific number of structures described in this paper with adamantane and memantine fragments have been synthesised and characterised. Their single crystals have been grown and their crystal structures have been determined. XPac analysis has shown that there are four sets of isostructural crystals based on adamantane/memantine-specific hydrogen bond patterns and packing of bulky substituents. The use of packing density analysis, QTAIMC and Hirshfeld surface analyses has allowed the elucidation of the influence of the nature and position of functional groups and molecular arrangement on the strength of non-covalent interactions in crystals and overall packing efficiency. The nature and size of a fragment in the para -position of the phenyl ring have been found to have the highest influence on the packing architecture. A specific number of structures described in this paper with adamantane and memantine fragments have been synthesised and characterised.
ISSN:1466-8033
1466-8033
DOI:10.1039/c9ce01750j