Acta Crystallographica Section E

Structure Reports Online

Volume 68, Part 11 (November 2012)


organic compounds



gk2521 scheme

Acta Cryst. (2012). E68, o3169-o3170    [ doi:10.1107/S1600536812042250 ]

2-(Prop-2-enyloxy)benzamide

B. Bugenhagen, Y. Al Jasem, F. Barkhad, B. al Hindawi and T. Thiemann

Abstract: In the title molecule, C10H11NO2, the benzene ring forms dihedral angles of 33.15 (2) and 6.20 (2)° with the mean planes of the amide and propenoxy groups, respectively. The amide -NH2 group is oriented toward the propenoxy substituent and forms a weak intramolecular N-H...O hydrogen bond to the propenoxy O atom. The conformation of the propenoxy group at the Csp2-Csp3 and Csp3-O bonds is synperiplanar and antiperiplanar, respectively. In the crystal, N-H...O hydrogen bonds involving the amide groups generate C(4) and R23(7) motifs that organize the molecules into tapes along the a-axis direction. There are C-H...[pi] interactions between the propenoxy -CH2 group and the aromatic system of neighboring molecules within the tape. The mean planes of the aromatic ring and the propenoxy group belonging to molecules located on opposite sites of the tape form an angle of 83.16 (2)°.


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