Fun Hoong-Kun, Loh Wan-Sin, Kalluraya Balakrishna
Acta Crystallogr Sect E Struct Rep Online. 2011 May 1;67(Pt 5):o1175-6. doi: 10.1107/S1600536811013900. Epub 2011 Apr 22.
The title compound, C(19)H(15)ClN(6)O(3)S, exists in trans and cis configurations with respect to the acyclic C=N bonds. The 3,6-dihydro-2H-1,3,4-thia-diazine ring adopts a half-boat conformation. The sydnone ring is approximately planar [maximum deviation = 0.013 (1) Å] and forms dihedral angles of 34.76 (4) and 48.67 (4)° with the benzene rings. An intra-molecular C-H⋯O hydrogen bond stabilizes the mol-ecular structure and forms an S(6) ring motif. In the crystal packing, inter-molecular N-H⋯N hydrogen bonds link centrosymmetrically related mol-ecules into dimers, generating R(2) (2)(8) ring motifs. The dimers are then linked into a three-dimensional network by inter-molecular C-H⋯O and C-H⋯Cl hydrogen bonds, and by C-H⋯π inter-actions. Further stabilization is provided by π-π inter-actions involving the sydnone rings, with centroid-centroid separations of 3.4198 (5) Å.
标题化合物C(19)H(15)ClN(6)O(3)S相对于无环C=N键存在反式和顺式构型。3,6-二氢-2H-1,3,4-噻二嗪环呈半船式构象。斯德酮环近似平面[最大偏差 = 0.013 (1) Å]，与苯环形成的二面角分别为34.76 (4)°和48.67 (4)°。分子内C-H⋯O氢键使分子结构稳定，并形成S(6)环模式。在晶体堆积中，分子间N-H⋯N氢键将中心对称相关的分子连接成二聚体，形成R(2) (2)(8)环模式。然后，二聚体通过分子间C-H⋯O和C-H⋯Cl氢键以及C-H⋯π相互作用连接成三维网络。涉及斯德酮环的π-π相互作用进一步提供了稳定性，质心间距为3.4198 (5) Å。
