(6-Methoxy-2-oxo-2H-chromen-4-yl)methyl pyrrolidine-1-carbodithioate

In the title compound, C16H17NO3S2, the 2H-chromene ring is close to being planar [maximum deviation = 0.034 (2) Å] and the pyrrolidine ring is twisted about the C—C bond opposite the N atom. The dihedral angle between the ring-system planes is 75.24 (16)° and an intramolecular C—H⋯S interaction occurs. In the crystal, molecules are linked by C—H⋯O hydrogen bonds and the packing also exhibits π–π interactions, with a distance of 3.6106 (13) Å between the centroids of the benzene rings of neighbouring molecules.

In the title compound, C 16 H 17 NO 3 S 2 , the 2H-chromene ring is close to being planar [maximum deviation = 0.034 (2) Å ] and the pyrrolidine ring is twisted about the C-C bond opposite the N atom. The dihedral angle between the ring-system planes is 75.24 (16) and an intramolecular C-HÁ Á ÁS interaction occurs. In the crystal, molecules are linked by C-HÁ Á ÁO hydrogen bonds and the packing also exhibitsinteractions, with a distance of 3.6106 (13) Å between the centroids of the benzene rings of neighbouring molecules.

Related literature
For a related structure and background to the properties of coumarins, see: Kant et al. (2012). For further synthetic details, see: Shastri et al. (2004); Vasilliev et al. (2000).

Devarajegowda Comment
In continuation of our interest on crystal structures of coumarin derivatives (Kant et al., 2012), we now report the crystal structure of the title compound.

Refinement
All H atoms were positioned at calculated positions C-H = 0.93 Å for aromatic H, C-H = 0.97 Å for methelene H and C-H = 0.96 Å for methyl H and refined using a riding model with U iso (H) = 1.5U eq (C)for methyl H and U iso (H) = 1.2U eq (C)for other H.

Figure 2
The packing of the molecules in the title structure. where P = (F o 2 + 2F c 2 )/3 (Δ/σ) max < 0.001 Δρ max = 0.51 e Å −3 Δρ min = −0.27 e Å −3 Special details Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > 2σ(F 2 ) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.