Diethyl 4-(2,5-dimethoxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate, conformational change with solvent of crystallization

• Published in: Acta crystallographica. Section C, Crystal structure communications Vol. 57; no. Pt 8; pp. 934 - 935
• Main Authors: CAIGNAN, Gregori A, HOLT, Elizabeth M
• Format: Journal Article
• Language: English
• Published: Oxford Blackwell 01.08.2001
• Subjects: Biological and medical sciences; Carboxylic Acids - chemistry; Cardiovascular system; Condensed matter: structure, mechanical and thermal properties; Crystallography, X-Ray; Exact sciences and technology; Heterocyclic compounds; Hydrogen Bonding; Medical sciences; Miscellaneous; Models, Molecular; Molecular Conformation; Organic compounds; Pharmacology. Drug treatments; Physics; Pyridines - chemistry; Solvents; Structure of solids and liquids; crystallography; Structure of specific crystalline solids; Molecular structure; Nitrogen heterocycle; Organic solvents; Calcium antagonist; Esters; XRD; Experimental study; Hydrogen bonds; Six membered ring; Benzenic compound; Dihydropyridine derivatives; Ethers; Rotational isomers; Organic compounds; Conformation; Solvent effects; Crystal structure
• ISSN: 0108-2701; 1600-5759
• DOI: 10.1107/S0108270101006916

The title compound, C(21)H(27)NO(6), has been crystallized from ethanol containing nitrobenzene and shows the phenyl ring, B, in an ap conformation. This structure may be compared with that of the molecule crystallized from ethanol alone, in which the B ring is seen in an sp conformation. The isolation of this rotamer has implications for the understanding of the docking of calcium beta-blocking dihydropyridine molecules with their receptor site.