2-(3-Methylphenyl)-1,2-benzoselenazol-3(2H)-one

• Main Authors: Liyun Wang, Ying Xu, Zhiqiang Guo, Xuehong Wei
• Format: Article
• Language: English
• Published: International Union of Crystallography 2017-04-01
• Series: IUCrData
• Subjects: crystal structure; ebselen analogue; benzisoselenazole; short Se...O contact; C—H...O hydrogen bonds; offset π–π interactions
• Online Access: http://scripts.iucr.org/cgi-bin/paper?S2414314617005326

In the title ebselen derivative, C14H11NOSe, the nine-membered benzisoselenazolyl ring system is approximately planar (r.m.s. deviation = 0.021 Å). The dihedral angle between its mean plane and that of the 3-methylphenyl ring is 5.37 (11)°. The five-membered isoselenazolyl ring is severely strained at the Se atom: Se—N = 1.889 (2) Å, Se—Car = 1.882 (3) Å and N—Se—Car = 83.30 (10)°. In the crystal, molecules are linked by C—H...O hydrogen bonds and short intermolecular Se...O contacts of 2.6917 (19) Å, forming chains along the c-axis direction. Neighbouring molecules are linked by offset π–π interactions [intercentroid distance = 3.535 (2) Å]. The chains are also linked by C—H...π interactions, forming a three-dimensional structure.