In the title compound [systematic name: 1-(2,2-dimethylpropionyl)-3-(4-nitrophenyl)thiourea], C 12 H 15 N 3 O 3 S, the molecule exists in the thione form with typical thiourea C-S and C-O bonds, as well as shortened C-N bond lengths. The planes containing the thiourea N atoms form dihedral angles of
1-(2,4-Dichlorophenyl)-3-pivaloylthiourea
✍ Scribed by Saeed, Aamer ;Flörke, Ulrich
- Publisher
- International Union of Crystallography
- Year
- 2007
- Tongue
- English
- Weight
- 511 KB
- Volume
- 63
- Category
- Article
- ISSN
- 1600-5368
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✦ Synopsis
Experimental
A freshly distilled solution of pivaloyl chloride (1.20 g, 10 mmol) in acetone (50 ml) was added dropwise to a suspension of potassium thiocyanate (0.97 g, 10 mmol) in acetone (30 ml) and the reaction mixture was refluxed for 30 min. After cooling to room temperature, a solution of 2,4-dichloroaniline (10 mmol) in acetone (10 ml) was added and the resulting mixture refluxed for 2.0 h. The reaction mixture was poured into cold water when the thiourea was precipitated as a solid.
Recrystallized from aqueous ethanol as colourless crystals (2.47 g, 81.0 mmol, 81%). IR (KBr) cm -1 : 3351 (free NH),
📜 SIMILAR VOLUMES
View of the molecule of (I), showing the atom-labeling scheme. Displacement ellipsoids are drawn at the 30% probability level.
The title compound, C 14 H 8 Cl 4 N 2 OS, shows the typical geometric parameters of substituted thiourea derivatives. The dihedral angle formed by the two benzene ring planes is 38.39 (7) . The crystal packing is characterized by N-HÁ Á ÁO and N-HÁ Á ÁS hydrogen bonds.
The crystal structure of the title compound, C 12 H 15 BrN 2 OS, is composed of discrete molecules with bond lengths and angles quite typical for thiourea compounds of this class. The molecule exists in the solid state in its thione form with typical thiourea C-S and C-O bonds lengths, as well as sh
Single-crystal X-ray study T = 293 K Mean '(C±C) = 0.003 A Ê R factor = 0.038 wR factor = 0.111 Data-to-parameter ratio = 13.7 For details of how these key indicators were automatically derived from the article, see http://journals.iucr.org/e.