N,N′-Bis(2-aminophenyl)-3,4-diphenylthiophene-2,5-dicarboxamide acetonitrile solvate

Abstract

In the title solvate, C30H24N4O2S·CH3CN, the substituted thiophene possesses approximate Cs(m) intrinsic symmetry, with the mirror plane passing through the S atom and the mid-point of the (Ph)C—C(Ph) bond. Despite the main backbone of the molecule being a long chain of conjugated bonds, it adopts a non-planar conformation due to the presence of various intra- and intermolecular hydrogen bonds. The hydrogen bonds result in twist configurations for both the amido and aminophenyl fragments relative to the central thiophene ring. There are two intramolecular Namine—H...O hydrogen bonds within the thiophene-2,5-dicarboxamide molecule that form seven-membered rings. In the crystal, the thiophene-2,5-dicarboxamide molecules form inversion dimers by four amide–amine N—H...N hydrogen bonds. The dimers are further linked into layers propagating in (100) both directly (via Namine—H...O hydrogen bonds) and through the acetonitrile solvate molecules (via amine–cyano N—H...N and CMe—H...O interactions).