Title of article :
Synthesis and redetermination of the crystal structure of salicylaldehyde N(4)-morpholinothiosemicarbazone
Author/Authors :
Buu, Dang Tran Faculty of Chemistry - Ho Chi Minh City University of Education, Vietnam , Ba, Vu Duong Faculty of Chemistry - Ho Chi Minh City University of Education, Vietnam , Hoang, Minh Khoi Nguyen Vietnam National University - Ho Chi Minh City High School for the Gifted, Vietnam , Vu Quoc, Trung Faculty of Chemistry - Hanoi National University of Education, Vietnam , Khanh, Linh Duong Vietnam National University - Ho Chi Minh City High School for the Gifted, Vietnam , Doan Thi, Yen Oanh Publishing House for Science and Technology, Vietnam , Meervelt, Luc Van Department of Chemistry - KU Leuven - Biomolecular Architecture, Belgium
Abstract :
The structure of the title compound (systematic name: N-{[(2-hydroxyphenyl)methylidene]amino}morpholine-4-carbothioamide), C12H15N3O2S, was previously determined (Koo et al., 1977[Koo, C. H., Kim, H. S. & Ahn, C. H. (1977). J. Korean Chem. Soc. 21, 3-15.]) using multiple-film equi-inclination Weissenberg data, but has been redetermined with higher precision to explore its conformation and the hydrogen-bonding patterns and supramolecular interactions. The molecular structure shows intramolecular O—H⋯N and C—H⋯S interactions. The configuration of the C=N bond is E. The molecule is slightly twisted about the central N—N bond. The best planes through the phenyl ring and the morpholino ring make an angle of 43.44 (17)°. In the crystal, the molecules are connected into chains by N—H⋯O and C—H⋯O hydrogen bonds, which combine to generate sheets lying parallel to (002). The most prominent contribution to the surface contacts are H⋯H contacts (51.6%), as concluded from a Hirshfeld surface analysis.
Keywords :
crystal structure , thiosemicarbazone , Hirshfeld analysis , hydrogen bonding , thiosemicarbazone
Journal title :
Acta Crystallographica Section E: Crystallographic Communications