3-{(E)-[1-(2-Hydroxyphenyl)ethylidene]-amino}-1-(2-methylphenyl)thiourea

• Main Authors: Abdus, Salam, Md. Abu, Affan, Mohd Razip, Asaruddin, Tiekink, Edward
• Format: E-Article
• Language: English
• Published: IUCR 2011
• Subjects: QD Chemistry
• Online Access: http://ir.unimas.my/id/eprint/14381/1/3-%7B%28E%29-%5B1-%282-Hydroxyphenyl%29ethylidene%5D-amino%7D-1-%282-methylphenyl%29thiourea%20%28abstract%29.pdf; http://ir.unimas.my/id/eprint/14381/; https://www.researchgate.net/publication/216577206_3-E-1-2-Hydroxyphenylethylidene-amino-1-2-methylphenylthiourea?origin=publication_list

In the title thiourea derivative, C16H17N3OS, the hydroxy-and methyl-substituted benzene rings form dihedral angles of 9.62 (12) and 55.69 (6)degrees, respectively, with the central CN3S chromophore (r.m.s. deviation = 0.0117 angstrom). An intramolecular O-H center dot center dot center dot N hydrogen bond ensures the coplanarity of the central atoms. The H atoms of the NH groups are syn and the conformation about the N = C double bond [1.295 (4) angstrom] is E. In the crystal, helical supramolecular chains sustained primarily by N-H center dot center dot center dot S hydrogen bonds are found. Additional stabilization is provided by C-H center dot center dot center dot pi and pi-pi [ring centroid(hydroxybenzene)center dot center dot center dot ring centroid(methylbenzene) = 3.8524 (18) angstrom] interactions.