(6-Fluoro-2-oxo-2H-chromen-4-yl)methyl di­ethyl­carbamodi­thio­ate

2017 
The title compound, C15H16FNO2S2, crystallizes with two independent mol­ecules (A and B) in the asymmetric unit. They differ essentially in the orientation of the ethyl groups. The chromene rings are planar (r.m.s. deviations = 0.013 A for both mol­ecules), with the maximum deviation from the ring planes being 0.014 (2) and 0.018 (2) A for atoms C9A and C9B, respectively. The mean plane of the chromene ring makes dihedral angles of 80.01 (7) and 76.97 (8)° with the carbamodi­thio­ate moiety [(N—C(=S)—S] of mol­ecules A and B, respectively. In the crystal, the two mol­ecules are linked by C—H⋯S hydrogen bonds, forming a ladder-like arrangement propagating along the a-axis direction. Within the ladders there are offset π–π inter­actions involving the coumarins rings of the B mol­ecules [inter­centroid distances vary from 3.705 (2) to 3.860 (1) A]. Neighbouring ladders are linked via offset π–π inter­actions involving the coumarins rings of the A mol­ecules [inter­centroid distances vary from 3.539 (1) to 3.601 (1) A]. These latter inter­actions lead to the formation of layers parallel to the ac plane.
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