Salam M A, Hussein Mouayed A, Tiekink Edward R T
Bangladesh Petroleum Exploration and Production Co. Ltd (BAPEX), 4 Karwan Bazar, BAPEX Bhabon, Dhaka 1215, Bangladesh.
Department of Chemistry, College of Science, University of Basrah, Basra 61004, Iraq.
Acta Crystallogr E Crystallogr Commun. 2015 Jan 1;71(Pt 1):58-61. doi: 10.1107/S2056989014026498.
The title compound, C9H11N3O2S, is a second monoclinic (P21/c) polymorph of the previously reported Cc form [Tan et al. (2008b ▶). Acta Cryst. E64, o2224]. The mol-ecule is non-planar, with the dihedral angle between the N3CS residue (r.m.s. deviation = 0.0816 Å) and the benzene ring being 21.36 (4)°. The conformation about the C=N bond [1.292 (2) Å] is E, the two N-bound H atoms are anti, and the inner hy-droxy O-bound and outer amide N-bound H atoms form intra-molecular hydrogen bonds to the imine N atom. Crucially, the H atom of the outer hy-droxy group is approximately syn to the H atom of the benzene C atom connecting the two C atoms bearing the hy-droxy substituents. This arrangement enables the formation of supra-molecular tubes aligned along [010] and sustained by N-H⋯O, O-H⋯S and N-H⋯S hydrogen bonds; the tubes pack with no specific inter-actions between them. While the mol-ecular structure in the Cc form is comparable, the H atom of the outer hy-droxy group is approximately anti, rather than syn. This different orientation leads to the formation a three-dimensional architecture based on N-H⋯O and O-H⋯S hydrogen bonds.
标题化合物C9H11N3O2S是先前报道的Cc晶型[Tan等人，(2008b ▶)。Acta Cryst. E64, o2224]的第二种单斜晶系(P21/c)多晶型物。分子是非平面的，N3CS残基（均方根偏差 = 0.0816 Å）与苯环之间的二面角为21.36 (4)°。C=N键[1.292 (2) Å]的构象为E型，两个与N相连的H原子呈反式，内部羟基O相连的H原子和外部酰胺N相连的H原子与亚胺N原子形成分子内氢键。至关重要的是，外部羟基的H原子与连接两个带有羟基取代基的C原子的苯C原子的H原子近似顺式。这种排列使得能够形成沿[010]排列并由N-H⋯O、O-H⋯S和N-H⋯S氢键维持的超分子管；这些管之间没有特定的相互作用。虽然Cc晶型中的分子结构具有可比性，但外部羟基的H原子近似反式，而非顺式。这种不同的取向导致基于N-H⋯O和O-H⋯S氢键形成三维结构。
