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

Abstract

In the title compound, C17H19NO3S2, the maximum deviation of atoms in the 2H-chromene ring system is 0.0097 (14) Å and the piperidine ring adopts a chair conformation. The dihedral angle between the 2H-chromene ring and the piperidine ring (all atoms) is 87.59 (8)°. In the crystal, inversion dimers linked by pairs of C—H⋯O inter­actions generate R 2 2(22) loops. Further C—H⋯O hydrogen bonds link the dimers into [110] chains and weak aromatic π–π stacking [shortest centroid–centroid distance = 3.824 (8) Å] is also observed.

Crystal structure ofS-(4-methylbenzyl) piperidinedithiocarbamate

“…The dihedral angle between the planar dithiocarbamate moiety S1/S2/N1/C6 and the planar p-tolyl frgament C7/C8/C9/C10/C11/C12/C13/C14 is 74.46 (10)°. The C7-S1-C6-S2 fragment adopts a cis conformation with the torsion angle of -6.6 (2)° comparable to previous literature (Kumar et al, 2013;Kotresh et al, 2012). The arrangement of the molecules in the crystal are dominated by the presence of the crystallographic 2-fold rotation axis.…”

“…For the synthesis and related structures, see: Nabipour (2011); Kumar et al (2013); Kotresh et al (2012). For the various applications of dithiocarbamates, see: Hogarth (2005 Data collection: APEX2 (Bruker, 2009); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT; program(s) used to solve structure: et al, 2007); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: Mercury (Macrae et al, 2008); software used to prepare material for publication: pubICIF (Westrip, 2010).…”

Crystal structure of (7-methyl-2-oxo-2H-chromen-4-yl)methyl piperidine-1-carbodithioate

“…For biological applications of dithiacarbamates, see: D'hooghe & de Kime (2006); Thorn & Ludwig (1962); Cao et al (2005). For a related structure, see: Kumar et al (2013 Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; program(s) used to solve structure: SHELXS2014 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: SHELXL2014.…”

“…The title compound compound was prepared according to a reported method (Kumar et al, 2013). Colourless needles of the title compound were grown from a mixed solution of EtOH/CHCl 3 (v/v = 1/1) by slow evaporation at room temperature.…”