N-(2-Chloro-eth-yl)morpholine-4-carbox-amide

Abstract

The title compound, C7H13ClN2O2, synthesized by the reaction of 2-chloro-ethyl iso-cyanate and morpholine, crystallizes with four molecules in the asymmetric unit, which have similar conformations and comprise two pairs each related by approximate non-crystallographic inversion centres. Two of them have a modest orientational disorder of the 2-chloro-ethyl fragments [occupancy ratio of 0.778 (4):0.222 (4)]. In the crystal, mol-ecules are linked by N-H⋯O=C hydrogen bonds, forming three crystallographically different kinds of infinite hydrogen-bonded chains extending along [001].

Fig. 1.

The molecular structure and atom numbering of one of the four independent molecules of the title compound with displacement parameters drawn at the 40% probability level for non-H atoms.

Fig. 2.

Crystal structure of the compound showing the four different intermolecular N—H···O═C hydrogen bonds (dotted lines) within the three different hydrogen bond chains along [001]. C-bonded H atoms omitted for clarity.

Fig. 3.

Packing diagram of the title compound viewed along [001], the hydrogen bond chain direction. Symmetry equivalent molecules are colour coded and only Cl atoms were labeled. H atoms omitted for clarity.