Crystal structure of ethyl (4R)-2-amino-7-hy-droxy-4-phenyl-4H-chromene-3-carboxyl-ate

Joel T Mague; Shaaban K Mohamed; Mehmet Akkurt; Sabry H H Younes; Mustafa R Albayati

doi:10.1107/S2056989015012013

Crystal structure of ethyl (4R)-2-amino-7-hy-droxy-4-phenyl-4H-chromene-3-carboxyl-ate

Acta Crystallogr E Crystallogr Commun. 2015 Jun 27;71(Pt 7):o519-20. doi: 10.1107/S2056989015012013. eCollection 2015 Jul 1.

Authors

Joel T Mague¹, Shaaban K Mohamed², Mehmet Akkurt³, Sabry H H Younes⁴, Mustafa R Albayati⁵

Affiliations

¹ Department of Chemistry, Tulane University, New Orleans, LA 70118, USA.
² Faculty of Science & Engineering, School of Healthcare Science, Manchester Metropolitan University, Manchester M1 5GD, England ; Chemistry Department, Faculty of Science, Minia University, 61519 El-Minia, Egypt.
³ Department of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey.
⁴ Chemistry Department, Faculty of Science, Sohag University, 82524 Sohag, Egypt.
⁵ Kirkuk University, College of Education, Department of Chemistry, Kirkuk, Iraq.

Abstract

In the title compound, C18H17NO4, the dihedral angle between the phenyl ring and the fused six-membered ring is 77.65 (4)°. The conformation of the mol-ecule is determined in part by an intra-molecular N-H⋯O hydrogen bond between the amino H atom and the carbonyl O atom, forming an S(6) motif. In the crystal, mol-ecules are linked into N-H⋯O hydrogen-bonded inversion dimers which are then connected into chains along [001], forming a two-dimensional network parallel to (100) via O-H⋯O hydrogen bonds. C-H⋯O interactions further contribute to the crystal stability. The ethyl group is disordered over two sets of sites in a 0.801 (5):0.199 (5) ratio.

Keywords: 4H-chromene; amino chromenes; crystal structure; hydrogen bonding.