Synthesis, crystal structure and Hirshfeld surface analysis of (1H-benzimidazol-2-yl)(morpholin-4-yl)methanethione

Abstract

The title compound, C12H13N3OS, was synthesized via the Willgerodt–Kindler method. The benzimidozole moiety is essentially planar (r.m.s. deviation = 0.0084 Å). The thioamide group is inclined by 54.80 (14)° to the benzimidazole ring system. The morpholine ring is disordered over two sets of sites [ratio 0.841 (11):0.159 (11)], with chair conformations for both components. In the crystal, molecules are linked into N—H...N hydrogen-bonded chains running parallel to the c axis. Hirshfeld surface analysis was used to quantify the intermolecular interactions.

Keywords

• (1h-benzimidazol-2-yl)(morpholin-4-yl)methanethione
• crystal structure
• hirshfeld surface analysis
• wilgerodt–kindler reaction