Title of article :
Crystal structure and Hirshfeld surface analysis of a new dithioglycoluril: 1,4-bis(4-methoxyphenyl)-3a-methyltetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dithione
Author/Authors :
Asegbeloyin, Jonnie N. Department of Pure and Industrial Chemistry - University of Nigeria, Nigeria , Ifeanyieze, Kenechukwu J. Department of Pure and Industrial Chemistry - University of Nigeria, Nigeria , Okpareke, Obinna C. Department of Pure and Industrial Chemistry - University of Nigeria, Nigeria , Oyeka, Ebube E. Department of Pure and Industrial Chemistry - University of Nigeria, Nigeria , Groutso, Tatiana V. School of Chemical Sciences - he University of Auckland Private Bag 92019, New Zealand
Abstract :
In the title dithioglycoluril derivative, C19H20N4O3S2, there is a difference in the torsion angles between the thioimidazole moiety and the methoxyphenyl groups on either side of the molecule [C—N—Car—Car = 116.9 (2) and −86.1 (3)°, respectively]. The N—C—N bond angle on one side of the dithioglycoluril moiety is slightly smaller compared to that on the opposite side, [110.9 (2)° cf. 112.0 (2)°], probably as a result of the steric effect of the methyl group. In the crystal, N—H⋯S hydrogen bonds link adjacent molecules to form chains propagating along the c-axis direction. The chains are linked by C—H⋯S hydrogen bonds, forming layers parallel to the bc plane. The layers are then linked by C—H⋯π interactions, leading to the formation of a three-dimensional supramolecular network. Hirshfeld surface analysis and two-dimensional fingerprint plots were used to investigate the molecular interactions in the crystal.
Keywords :
crystal structure , thioglycoluril , imidazole , cinnamoyl chloride , isothiocyanate , N—H⋯S hydrogen bonding , C—H⋯π interactions
Journal title :
Acta Crystallographica Section E: Crystallographic Communications