4-Bromophenyl 4-toluenesulfonate: supramolecular aggregation through weak C—H...O and C—H...π interactions

Abstract

In the crystal structure of the title compound, C13H11BrO3S, the dihedral angle between the mean planes of the 4‐tol­yl and 4‐bromo­phen­yl rings is 67.3 (2)°. There are weak C—H⋯O hydrogen bonds which generate rings of graph‐set motifs S(5), S(6), R12(4), R21(6) and R22(8). The supramolecular aggregation is completed by the presence of C—H⋯π inter­actions. An R22(7) motif formed by the combination of a C—H⋯O and a C—H⋯π inter­action is a notable feature in the title compound.

(E)-1-Mercapto-1-(p-tolylsulfanyl)-N-(p-tosylmethyl) methanimine: a two-dimensional supramolecular network of S—H...O and C—H...π interactions

“…The dihedral angle between the mean planes of the two benzene rings is 70.8 (1) . This non-coplanar orientation of the two benzene rings is similar to that in other aromatic sulfonates (Manivannan et al, 2005).…”

“…The S-Csp 2 bond lengths agree with the normal S-Csp 2 bond length (1.75 Å ; Allen et al, 1987). Other S-C, S-O and S O bond lengths are comparable to those found in related structures which contain p-toluenesulfonyl groups (Manivannan et al, 2005). The dihedral angle between the mean planes of the two benzene rings is 70.8 (1) .…”

“…As part of a systematic investigation of their catalytic properties, we report here the crystal structure of the title compound, (I), which was obtained by a reaction of p-tosylmethyl isocyanide with a niobium complex. Aromatic sulfonates are used in many biological fields, and crystallographic studies of them have been undertaken in view of their biological importance (Manivannan et al, 2005, and references therein).…”

1,1,1-Tris(phenylsulfonyloxymethyl)ethane

“…S1-C6 [1.754 (2) Å], S2-C12 [1.757 (2) Å] and S3-C18 [1.756 2Å], agree with the general S-Csp 2 bond length (1.75 Å, Allen et al, 1987). Other S-C, S-O, S═O bond lengths are comparable to those found in related structures in that they all contain the p-toluenesulfonyl groups (Kakeya et al, 2006, Manivannan et al, 2005. Analysis of the crystal packing of the title compound shows the existence of the hydrogen-…”

“…Intermolecular C-HÁ Á Á interactions are also found in the crystal structure of the analogous sulfonate compound (Kakeya et al, 2006). The bond lengths and angles are comparable with those found in related aromatic sulfonates (Kakeya et al, 2006;Manivannan et al, 2005).…”