Tan Sang Loon, Tiekink Edward R T
Research Centre for Crystalline Materials, School of Science and Technology, Sunway University, 47500 Bandar Sunway, Selangor Darul Ehsan, Malaysia.
Acta Crystallogr E Crystallogr Commun. 2019 Jan 1;75(Pt 1):1-7. doi: 10.1107/S2056989018017097.
The asymmetric unit of the title 1:2 co-crystal, CHOS·2CHO, comprises half a mol-ecule of di-thiodi-benzoic acid [systematic name: 2-[(2-carb-oxy-phen-yl)disulfan-yl]benzoic acid, DTBA], as the mol-ecule is located about a twofold axis of symmetry, and a mol-ecule of benzoic acid (BA). The DTBA mol-ecule is twisted about the di-sulfide bond [the C-S-S-C torsion angle is -83.19 (8)°] resulting in a near perpendicular relationship between the benzene rings [dihedral angle = 71.19 (4)°]. The carb-oxy-lic acid group is almost co-planar with the benzene ring to which it is bonded [dihedral angle = 4.82 (12)°]. A similar near co-planar relationship pertains for the BA mol-ecule [dihedral angle = 3.65 (15)°]. Three-mol-ecule aggregates are formed in the crystal whereby two BA mol-ecules are connected to a DTBA mol-ecule via hy-droxy-O-H⋯O(hydroxy) hydrogen bonds and eight-membered {⋯HOC=O} synthons. These are connected into a supra-molecular layer in the plane through C-H⋯O inter-actions. The inter-actions between layers to consolidate the three-dimensional architecture are π-π stacking inter-actions between DTBA and BA rings [inter-centroid separation = 3.8093 (10) Å] and parallel DTBA-hy-droxy-O⋯π(BA) contacts [O⋯ring centroid separation = 3.9049 (14) Å]. The importance of the specified inter-actions as well as other weaker contacts, π-π and C-H⋯S, are indicated in the analysis of the calculated Hirshfeld surface and inter-action energies.
标题为CHOS·2CHO的1:2共晶体的不对称单元包含半个二硫代二苯甲酸分子[系统名称：2-[(2-羧基苯基)二硫烷基]苯甲酸，DTBA]，因为该分子位于二重对称轴上，以及一个苯甲酸（BA）分子。DTBA分子围绕二硫键扭曲[C-S-S-C扭转角为-83.19 (8)°]，导致苯环之间形成近垂直关系[二面角 = 71.19 (4)°]。羧酸基团与其相连的苯环几乎共面[二面角 = 4.82 (12)°]。BA分子也存在类似的近共面关系[二面角 = 3.65 (15)°]。晶体中形成了三分子聚集体，其中两个BA分子通过羟基-O-H⋯O（羟基）氢键和八元{⋯HOC=O}合成子与一个DTBA分子相连。这些通过C-H⋯O相互作用在平面内连接成一个超分子层。层间相互作用巩固三维结构，包括DTBA和BA环之间的π-π堆积相互作用[质心间距 = 3.8093 (10) Å]以及平行的DTBA-羟基-O⋯π(BA)接触[O⋯环质心间距 = 3.9049 (14) Å]。在计算的Hirshfeld表面和相互作用能分析中表明了特定相互作用以及其他较弱接触（π-π和C-H⋯S）的重要性。
