Synthesis and redetermination of the crystal structure of salicylaldehyde N (4)-morpholinothiosemicarbazone

• Published in: Acta crystallographica. Section E, Crystallographic communications Vol. 75; no. 9; pp. 1389 - 1393
• Main Authors: Tran Buu, Dang, Duong Ba, Vu, Khoi Nguyen Hoang, Minh, Vu Quoc, Trung, Duong Khanh, Linh, Oanh Doan Thi, Yen, Van Meervelt, Luc
• Format: Journal Article
• Language: English
• Published: International Union of Crystallography 01.09.2019
• Subjects: crystal structure; Hirshfeld analysis; hydrogen bonding; thiosemicarbazone
• ISSN: 2056-9890; 2056-9890
• DOI: 10.1107/S2056989019011812

The structure of the title compound (systematic name: N -{[(2-hydroxyphenyl)methylidene]amino}morpholine-4-carbothioamide), C 12 H 15 N 3 O 2 S, was previously determined (Koo et al. , 1977) 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.