Crystal and molecular structure of S,S‐[sulfonylbis(1,4‐phenylene)] di(thiobenzoate) as a model compound for the respective polymers

Abstract

The molecular and crystal structure of S,S-[sulfonylbis(l,4-phenylene)] di(thiobenzoate) (1) was determined from X-ray diffractometer data. The crystals are monoclinic, P2, /a, with Z = 4 in a unit cell of the dimensions: a = 14,050 A, b = 10,404 A, c = 16,734 A and B = 110,57". The structure was resolved by direct methods and refined by least-squares techniques up to R = 0,049 for 2466 independent reflections. The molecules of 1 are asymmetric: the thiobenzoate substituents are syn and anti with relation to the central sulfonyl group and the thiocarbonyl groups do not lie in the planes of the phenylene rings. Three aromatic rings are nearly perpendicular. From energetic calculations the possibility for a rotation around the S 1 -C 8 bond was evidenced. The results allow to explain the low crystallinity of the polymer consisting of 1 segments. 0025-1 16X/84/$03.00 A) and S 3 -C20 (1,780 A) are longer than those between S and C of the phenyl rings (S 1 -C8: 1,769 A) and (C 17 -S 3: 1,771 A). Similarly, the bonds between Cri, and S of the sulfone group appeared to be unequal. However, in general, all S-C bonds and C-S-Cangles lie within the range of the values found for similar compoundsl.z*'O~ l l ) .*) The list of structure factors may be obtained on request from the author.