Co-crystal of carbazole-based thiourea derivative compound with acetic acid: Crystallography and Hirshfeld surface analysis

Year 2019, , 368 - 381, 01.06.2019

İlkay Gumus

https://doi.org/10.16984/saufenbilder.420679

Abstract

Co-crystal of the N,N´-(((3,6-dichloro-9H-carbazole-1,8-diyl)bis(azanediyl))bis(carbonothioyl))bis(2,2-dimethylpropanamide)
as a carbazole-based thiourea derivative (CBT) with acetic acid (AcOH) was
prepared and its molecular structure examined using
the single crystal X-ray diffraction study and the Hirshfeld surface analysis.
This co-crystal was designed to explore the supramolecular synthons and
intermolecular interactions diversity between the components of co-crystal. The
analysis of the crystal structure and packing revealed that the CBT:AcOH co-crystal
are formed by a strong O–H⋯S and
C-H···O hydrogen bonding interactions between components of
co-crystal. In addition, its’ structure is further stabilized by strong C-H···π
stacking interactions and N-H···O and N-H···S homosynthons
between CBT molecules. The Hirshfeld surfaces and associated two-dimensional fingerprint plots of the
co-crystal were also analyzed to clarify the nature of the hydrogen bond
interactions and close intermolecular interactions in the crystal structure.
The Hirshfeld surfaces and the associated two-dimensional fingerprint plots
analysis revealed that the majority of close contacts forming supramolecular
structure were associated with relatively weak interactions such as H···H, C···H and N···H. So, it can be said that these interactions play a major role
in molecular crystal packing.

Keywords

Carbazole-based thiourea derivative, Cocrystal, Hirshfeld surface analyses, Crystal structure

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