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

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) wasprepared and its molecular structure examined usingthe single crystal X-ray diffraction study and the H...

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Bibliographic Details
Main Author: İlkay Gumus
Format: Article
Language:English
Published: Sakarya University 2019-06-01
Series:Sakarya Üniversitesi Fen Bilimleri Enstitüsü Dergisi
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Online Access:https://dergipark.org.tr/tr/download/article-file/649401
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Summary: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) wasprepared and its molecular structure examined usingthe single crystal X-ray diffraction study and the Hirshfeld surface analysis.This co-crystal was designed to explore the supramolecular synthons andintermolecular interactions diversity between the components of co-crystal. Theanalysis of the crystal structure and packing revealed that the CBT:AcOH co-crystalare formed by a strong O–H⋯S andC-H···O hydrogen bonding interactions between components ofco-crystal. In addition, its’ structure is further stabilized by strong C-H···πstacking interactions and N-H···O and N-H···S homosynthonsbetween CBT molecules. The Hirshfeld surfaces and associated two-dimensional fingerprint plots of theco-crystal were also analyzed to clarify the nature of the hydrogen bondinteractions and close intermolecular interactions in the crystal structure.The Hirshfeld surfaces and the associated two-dimensional fingerprint plotsanalysis revealed that the majority of close contacts forming supramolecularstructure 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 rolein molecular crystal packing.
ISSN:2147-835X