2-Amino-5-(3,4-dimethoxybenzylidene)-1-methylimidazol-4(5H)-one N,N-dimethylformamide monosolvate.
The crystal structure of the title compound, C(13)H(15)N(3)O(3) x C(3)H(7)NO, was determined as part of a larger project focusing on creatinine derivatives as potential pharmaceuticals. The molecule is essentially planar, in part because of intramolecular hydrogen bonding. Inversion-related pairs of molecules result from intermolecular hydrogen bonding. The pi systems of 2-amino-5-(3,4-dimethoxybenzylidene)-1-methylimidazol-4(5H)-one and an inversion-related molecule overlap slightly, indicating a small amount of pi-pi stacking. Bond lengths, angles and torsion angles are consistent with similar structures, except in the imidazolone ring near the doubly bonded C atom, where significant differences occur.
Tvedte
Laura M
LM
Department of Chemistry, Truman State University, Kirksville, MO 63501-4221, USA.
Smith
Kenneth L
KL
Patterson
Eric V
EV
Baughman
Russell G
RG
D001665:Binding Sites; D018360:Crystallography, X-Ray; D005559:Formamides / Q000737:chemistry*; D006860:Hydrogen Bonding; D007093:Imidazoles / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
C548557:2-amino-5-(3,4-dimethoxybenzylidene)-1-methylimidazol-4(5H)-one N,N-dimethylformamide; D005559:Formamides; D007093:Imidazoles; C117197:imidazolone