N-Benzylformamide at 150 K.
The title compound, C(8)H(9)NO, crystallizes with Z' = 2. Each type of independent molecule links into a separate N-H...O hydrogen-bonded chain in the a-axis direction. There are also three weak C-H...O hydrogen bonds, which join the molecules into a two-dimensional sheet parallel to (001). The molecules exhibit the trans conformation of the -NHCHO group and an anti conformation around the (Ph)C-NH(CHO) bond. The formamide group in each of the symmetry-independent molecules is twisted out of the benzyl group plane, forming angles of 75.96 (10) and 65.23 (11) degrees with this plane. The significance of this study lies in the comparison drawn between the experimental and calculated data of the crystal structure of the title compound and the data of several other derivatives possessing the -CH(2)-NH-CO- group. The correlation between the IR spectrum of this compound and the hydrogen-bond energy is also discussed. This molecular system is of particular interest to biochemists because of its preventative function against toxic products of alcohols in human metabolism.
Michta
Anna
A
Institute of Chemistry, University of Silesia, Katowice, Poland. anna.michta@us.edu.pl
Nowak
Maria
M
Kusz
Joachim
J
D000426:Alcohol Dehydrogenase / Q000037:antagonists & inhibitors; D000927:Anticonvulsants / Q000737:chemistry; D003461:Crystallography; D004791:Enzyme Inhibitors / Q000737:chemistry; D005559:Formamides / Q000737:chemistry*; D006801:Humans; D015394:Molecular Structure
D000927:Anticonvulsants; D004791:Enzyme Inhibitors; D005559:Formamides; D000426:Alcohol Dehydrogenase; C500252:N-benzylformamide