71196-78-6Relevant academic research and scientific papers
Structural studies of N-2-(3-picolyl)- and N-2-(4-picolyl)-N′ -tolylthioureas
Valdes-Martinez, Jesus,Hernandez-Ortega, Simon,Hermetet, Anne K.,Ackerman, Lily J.,Presto, Carmina A.,Swearingen, John K.,Kelman, Diantha R.,Goldberg, Karen I.,Kaminsky, Werner,West, Douglas X.
, p. 431 - 438 (2007/10/03)
Reactions of 2-aminopicolines with 2- and 4-tolyl isothiocyanates yielded N-2-(4-picolyl)-N′-4-tolylthiourea, 1, N-2-(3-picolyl)-N′ -4-tolylthiourea, 2, and N-2-(4-picolyl)-N′-2-tolylthiourea, 3. Compound 1 is monoclinic, of space group P21/c with a = 7.456(1) A, b = 13.135(3) A, c = 13.959(3) A, β = 104.99(3)°, and V = 1320.5(5) A3 with Z = 4, for dcalc = 1.294 g/cm 3. Compound 2 is triclinic, of space group P1 with a = 6.877(3) A, b = 7.590(5) A, c = 13.213(9) A, α = 78.38(2)°, β = 77.96(4)°, γ = 86.36(4)°, and V = 660.5(7) A 3 with Z = 2, for dcalc = 1.294 g/cm3. Compound 3 is monoclinic, of space group P21/c with a = 12.604(2) A, b = 15.592(3) A, c = 6.875(2) A, β = 91.05(2)°, and V = 1350.9(2) A3 with Z = 4, for dcalc = 1.265 g/cm3. The three thioureas are found in both solid state and solution in a conformation resulting from intramolecular N-H ... N hydrogen bonding. Compounds 1 and 3 present an intermolecular hydrogen bond involving the thione sulfur and the NH hydrogen, which is not present in 2 owing to the steric hindrance of the methyl group in the phenyl ring. The geometry of the molecule is affected by the position of the methyl groups on the pyridine and aryl rings.
