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4-Bromo-N-(diethyl­carbamothio­yl)­benzamide

The synthesis of the title compound, C(12)H(15)BrN(2)OS, involves the reaction of 4-bromo­benzoyl chloride with potassium thio­cyanate in dry acetone, followed by condensation of 4-bromo­benzoyl isothio­cyanate with diethyl­amine. The carbonyl and thio­carbonyl bond lengths indicate that these corre...

Descripción completa

Detalles Bibliográficos
Autores principales: Binzet, Gün, Flörke, Ulrich, Külcü, Nevzat, Arslan, Hakan
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968358/
https://www.ncbi.nlm.nih.gov/pubmed/21582014
http://dx.doi.org/10.1107/S1600536809003183
Descripción
Sumario:The synthesis of the title compound, C(12)H(15)BrN(2)OS, involves the reaction of 4-bromo­benzoyl chloride with potassium thio­cyanate in dry acetone, followed by condensation of 4-bromo­benzoyl isothio­cyanate with diethyl­amine. The carbonyl and thio­carbonyl bond lengths indicate that these correspond to double bonds. The short C—N bond lengths reveal the effects of resonance in this part of the mol­ecule. The conformation of the mol­ecule with respect to the thio­carbonyl and carbonyl units is twisted, with torsion angles of −5.7 (3) and 87.2 (2)°. The N atom of the diethyl­amine group is sp (2)-hybridized: the sum of the angles around the N atom is 359.97 (14)°. The two diethyl groups are twisted in + and − anti­periplanar conformations with angles of −179.89 and 179.92°. In the crystal structure, the mol­ecules form infinite chains via an inter­molecular N—H⋯O inter­action.