Crystal structure, Hirshfeld surface and computational study of 1-(9,10-dioxo-9,10-dihydroanthracen-1-yl)-3-propanoylthiourea

Abstract

The title compound, C18H14N2O3S, crystallizes in the orthorhombic crystal system and Pbca space group. The thiourea chromophore is planar to an r.m.s deviation of 0.032 Å with the thiolate sulfur atom being the most deviated. Bifurcated N—H...O intramolecular hydrogen bonds result in an S(6) supramolecular synthon. In the crystal, molecules are linked by N—H...O intermolecular hydrogen-bonding interactions and stabilized by C—H...π and π–π interactions. Hirshfeld surface analysis and fingerprint plot indicate the H...H intermolecular contacts as the highest contributor to the overall surface contacts (38%) and this is supported by the high dispersive and electrostatic interaction energies.

Keywords

• anthraquinone
• thiourea
• crystal structure
• hirshfeld surface
• computational study