Crystal structure of morpholin-4-ium cinnamate.

Graham Smith

doi:10.1107/s2056989015019179

Abstract

In the anhydrous salt formed from the reaction of morpholine with cinnamic acid, C4H10NO+·C9H7O2 −, the acid side chain in the trans-cinnamate anion is significantly rotated out of the benzene plane [C—C—C— C torsion angle = 158.54 (17)°]. In the crystal, one of the the aminium H atoms is involved in an asymmetric three-centre cation–anion N—H⋯(O,O′) R 1 2(4) hydrogen-bonding interaction with the two carboxylate O-atom acceptors of the anion. The second aminium-H atom forms an inter-species N—H⋯Ocarboxylate hydrogen bond. The result of the hydrogen bonding is the formation of a chain structure extending along [100]. Chains are linked by C—H⋯O interactions, forming a supramolecular layer parallel to (01-1).

Highlights

In the anhydrous salt formed from the reaction of morpholine with cinnamic acid, C4H10NO+C9H7O2, the acid side chain in the trans-cinnamate anion is significantly rotated out of the benzene plane [C—C—C— C torsion angle = 158.54 (17) ]
One of the the aminium H atoms is involved in an asymmetric three-centre cation–anion N—H (O,O0 ) R21(4)
The result of the hydrogen bonding is the formation of a chain structure extending along [100]

Summary

Introduction

Science and Engineering Faculty, Queensland University of Technology, GPO Box Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2014) In the anhydrous salt formed from the reaction of morpholine with cinnamic acid, C4H10NO+C9H7O2, the acid side chain in the trans-cinnamate anion is significantly rotated out of the benzene plane [C—C—C— C torsion angle = 158.54 (17) ].

Results

Conclusion