Abstract
In the title compound, C16H14N2O3S, the 1,3-benzoxazole ring system is essentially planar (r.m.s deviation = 0.004 Å) and makes a dihedral angle of 66.16 (17)° with the benzene ring of the meth-oxy-phenyl group. Two intra-molecular N-H⋯O and N-H⋯N hydrogen bonds occur, forming S(5) and S(7) ring motifs, respectively. In the crystal, pairs of C-H⋯O hydrogen bonds link the mol-ecules into inversion dimers with R 2 2(14) ring motifs, stacked along the b-axis direction. The inversion dimers are linked by C-H⋯π and π-π-stacking inter-actions [centroid-to-centroid distances = 3.631 (2) and 3.631 (2) Å], forming a three-dimensional network. Two-dimensional fingerprint plots associated with the Hirshfeld surface show that the largest contributions to the crystal packing come from H⋯H (39.3%), C⋯H/H⋯C (18.0%), O⋯H/H⋯O (15.6) and S⋯H/H⋯S (10.2%) inter-actions.
Highlights
As a part of our ongoing research on synthesis and screening of pharmacological activities of compounds with a benzoxazole ring, which is known to produce a wide range of biological activities (Aggarwal et al, 2017; Gautam et al, 2012), we have focused on the synthesis of 3-substituted benzoxazolone2-thione and S-substituted benzoxazole-2-thiol derivatives
Pairs of C—HÁ Á ÁO hydrogen bonds link the molecules into inversion dimers with R22(14) ring motifs, stacking along the b-axis direction
In the crystals of JARPOK and JARPUQ, molecules are linked by pairs of N—HÁ Á ÁN hydrogen bonds, forming inversion dimers with R22(8) ring motifs
Summary
As a part of our ongoing research on synthesis and screening of pharmacological activities of compounds with a benzoxazole ring, which is known to produce a wide range of biological activities (Aggarwal et al, 2017; Gautam et al, 2012), we have focused on the synthesis of 3-substituted benzoxazolone2-thione and S-substituted benzoxazole-2-thiol derivatives. It is well known that alkylation of benzoxazolone-2-thione leads to the S-alkylated derivatives instead of N-alkylated ones (Xiang et al, 2012; Rakse et al, 2013; Yurttaset al., 2015). In this manner, the title compound was synthesized as a member of the target S-substituted benzoxazole-2-thiol series. Planar (r.m.s deviation = 0.004 A ) and makes a dihedral angle of 66.16 (17) with the benzene ring (C10–C15) of the methoxyphenyl group. The two intramolecular hydrogen bonds, N2— HN2Á Á ÁO3 and N2—HN2Á Á ÁN1, form S(5) and S(7) ring motifs, respectively (Table 1, Fig. 1)
Sign-in/Register to view highlights & summary 
Published Version (
Free)
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call