Castro Edison, Insuasty Henry, Insuasty Braulio, Cobo Justo, Glidewell Christopher
Heterocyclic Compounds Research Group, Department of Chemistry, Universidad de Nariño, AA 1175 Pasto, Colombia.
Heterocyclic Compounds Research Group, Department of Chemistry, Universidad del Valle, AA 25360 Cali, Colombia.
Acta Crystallogr C Struct Chem. 2014 Nov;70(Pt 11):1064-8. doi: 10.1107/S205322961402244X. Epub 2014 Oct 17.
The title compound, C18H18N4OS2, was prepared by reaction of S,S-diethyl 2-thenoylimidodithiocarbonate with 5-amino-3-(4-methylphenyl)-1H-pyrazole using microwave irradiation under solvent-free conditions. In the molecule, the thiophene unit is disordered over two sets of atomic sites, with occupancies of 0.814 (4) and 0.186 (4), and the bonded distances provide evidence for polarization in the acylthiourea fragment and for aromatic type delocalization in the pyrazole ring. An intramolecular N-H···O hydrogen bond is present, forming an S(6) motif, and molecules are linked by N-H···O and N-H···N hydrogen bonds to form a ribbon in which centrosymmetric R2(2)(4) rings, built from N-H···O hydrogen bonds and flanked by inversion-related pairs of S(6) rings, alternate with centrosymmetric R2(2)(6) rings built from N-H···N hydrogen bonds.
标题化合物C₁₈H₁₈N₄OS₂是通过S,S - 二乙基2 - 噻吩甲酰亚氨基二硫代碳酸酯与5 - 氨基 - 3 - (4 - 甲基苯基)-1H - 吡唑在无溶剂条件下利用微波辐射反应制备的。在分子中，噻吩单元在两组原子位置上无序，占有率分别为0.814 (4)和0.186 (4)，键长为酰基硫脲片段中的极化和吡唑环中的芳香型离域提供了证据。存在分子内N - H···O氢键，形成S(6) motif，分子通过N - H···O和N - H···N氢键相连形成一条带，其中由N - H···O氢键构成且两侧为反演相关的S(6)环对的中心对称R₂²(4)环，与由N - H···N氢键构成的中心对称R₂²(6)环交替出现。
