Crystal structure and theoretical study of (2 E)-1-[4-hy-droxy-3-(morpholin-4-ylmeth-yl)phen-yl]-3-(thio-phen-2-yl)prop-2-en-1-one

Fatma Yesilyurt; Abdullah Aydin; Halise Inci Gul; Mehmet Akkurt; Nefise Dilek Ozcelik

doi:10.1107/S2056989018008459

Crystal structure and theoretical study of (2 E)-1-[4-hy-droxy-3-(morpholin-4-ylmeth-yl)phen-yl]-3-(thio-phen-2-yl)prop-2-en-1-one

Acta Crystallogr E Crystallogr Commun. 2018 Jun 12;74(Pt 7):960-963. doi: 10.1107/S2056989018008459. eCollection 2018 Jul 1.

Authors

Fatma Yesilyurt¹, Abdullah Aydin², Halise Inci Gul¹, Mehmet Akkurt³, Nefise Dilek Ozcelik⁴

Affiliations

¹ Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Atatürk University, 25240 Erzurum, Turkey.
² Department of Mathematics and Science Education, Faculty of Education, Kastamonu University, 37200 Kastamonu, Turkey.
³ Department of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey.
⁴ Department of Physics, Faculty of Arts and Sciences, Aksaray University, 68100 Aksaray, Turkey.

Abstract

In the title compound, C₁₈H₁₉NO₃S, the morpholine ring adopts a chair conformation. The thio-phene ring forms dihedral angles of 26.04 (9) and 74.07 (10)° with the benzene ring and the mean plane of the morpholine ring, respectively. The mol-ecular conformation is stabilized by an O-H⋯N hydrogen bond. In the crystal, mol-ecules are connected through C-H⋯O hydrogen bonds, forming wave-like layers parallel to the ab plane, which are further linked into a three-dimensional network by C-H⋯π inter-actions involving the benzene rings and the methyl-ene H atoms of the morpholine rings.

Keywords: HOMO; LUMO; Mannich bases; chalcones; crystal structure; quantum-chemical calculation; theoretical study.