Crystal structure and Hirshfeld surface analysis of 2-[(1,3-benzoxazol-2-yl)sulfanyl]-N-(2-methoxyphenyl)acetamide


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Aydin A., Celikesir S. T. , AKKURT M. , Saylam M., Pabuccuoglu V.

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, cilt.75, ss.1531-1540, 2019 (ESCI İndekslerine Giren Dergi) identifier identifier identifier

  • Cilt numarası: 75
  • Basım Tarihi: 2019
  • Doi Numarası: 10.1107/s2056989019012908
  • Dergi Adı: ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS
  • Sayfa Sayıları: ss.1531-1540

Özet

In the title compound, C16H14N2O3S, the 1,3-benzoxazole ring system is essentially planar (r.m.s deviation = 0.004 angstrom) and makes a dihedral angle of 66.16 (17)degrees with the benzene ring of the methoxyphenyl group. Two intramolecular N -H center dot center dot center dot O and N -H center dot center dot center dot N hydrogen bonds occur, forming S(5) and S(7) ring motifs, respectively. In the crystal, pairs of C-H center dot center dot center dot O hydrogen bonds link the molecules into inversion dimers with R-2(2)(14) ring motifs, stacked along the b-axis direction. The inversion dimers are linked by C-H center dot center dot center dot-pi and pi-pi-stacking interactions [centroid-to-centroid distances = 3.631 (2) and 3.631 (2) angstrom], 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 center dot center dot center dot H (39.3%), C center dot center dot center dot-H/H center dot center dot center dot C (18.0%), O center dot center dot center dot H/H center dot center dot center dot O (15.6) and S center dot center dot center dot H/H center dot center dot center dot S (10.2%) interactions.