Acta Crystallographica Section C

Crystal Structure Communications

Volume 65, Part 8 (August 2009)

organic compounds

 

2-Oxo-2-phenyl-N-[(R)-1-phenylethyl]acetamide and N,N-dimethyl-2-(1-naphthyl)-2-oxoacetamide: possibility of Yang photocyclization in a crystal

J. Bakowicz and I. Turowska-Tyrk

Abstract: The crystal structures of 2-oxo-2-phenyl-N-[(R)-1-phenylethyl]acetamide, C₁₆H₁₅NO₂, (I), and N,N-dimethyl-2-(1-naphthyl)-2-oxoacetamide, C₁₄H₁₃NO₂, (II), were determined in an attempt to understand the reason for the lack of Yang photocyclization in their respective crystals. In the case of (I), the long distance between the O atom of the carbonyl group and the -H atom, and between the C atom of the carbonyl group and the -C atom, preclude Yang photocyclization. For (II), the deviation of the -H atom from the plane of the carbonyl group and interactions between the naphthalene rings are regarded as possible reasons for the chemical inertia. The two independent molecules of (I) differ in their conformation. N-HO hydrogen bonds link molecules of (I) into chains extended along the b axis.

Formula: C₁₆H₁₅NO₂ and C₁₄H₁₃NO₂

	Structure factor file (CIF format) (110.5 kbytes) [ doi:10.1107/S0108270109025451/sk3330Isup2.hkl ] Contains datablock I
	Structure factor file (CIF format) (101.3 kbytes) [ doi:10.1107/S0108270109025451/sk3330IIsup3.hkl ] Contains datablock II

To open or display or play some files, you may need to set your browser up to use the appropriate software. See the full list of file types for an explanation of the different file types and their related mime types and, where available links to sites from where the appropriate software may be obtained.

The download button will force most browsers to prompt for a file name to store the data on your hard disk.

Where possible, images are represented by thumbnails.

Copyright © International Union of Crystallography
IUCr Webmaster