Structural and spectral studies of N-2-(pyridyl)-, N-2-(4-, 5-, and 6-picolyl)- and N-2-(4,6-lutidyl)-N '-2-methoxyphenylthioureas

Citation
Dx. West et al., Structural and spectral studies of N-2-(pyridyl)-, N-2-(4-, 5-, and 6-picolyl)- and N-2-(4,6-lutidyl)-N '-2-methoxyphenylthioureas, J MOL STRUC, 562(1-3), 2001, pp. 95-105
Citations number
20
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
JOURNAL OF MOLECULAR STRUCTURE
ISSN journal
0022-2860 → ACNP
Volume
562
Issue
1-3
Year of publication
2001
Pages
95 - 105
Database
ISI
SICI code
0022-2860(20010502)562:1-3<95:SASSON>2.0.ZU;2-W
Abstract
N-2-(pyridyl)-N ' -2-methoxyphenylthiourea PyTu2OMe, monoclinic, C2/c, a=15 .727(3), b=11.251(2), c=15.026(4) Angstrom, beta = 104.78(2)degrees, V = 25 70.9(2) Angstrom (3) and 2 = 8; N-2-(4-picolyl)-N ' -2-methoxyphenylthioure a, 4PicTu2OMe, orthothombic, Pbca, a = 11.439(9), b = 15.897(6), c = 14.920 (6) Angstrom, V = 2713.0(4) Angstrom (3) and Z = 8; N-2-(5-picolyl)-N ' -2- methoxyphenylthiourea, 5PicTu2OMe. triclinic, P-1, a = 7.586(2), b = 8.505( 3), c = 11.308(5) Angstrom, alpha = 73.29(3), beta = 89.04(3), gamma = 83.3 8(3)degrees, V = 694.0(6)Angstrom (3) and Z = 2; N-2-(6-picolyl)-N ' -2-met hoxyphenylthiourea 6PicTu2OMe, monoclinic, P2(1)/c, a = 11.372(4), b = 15.8 08(4), c = 16.141(7) Angstrom, beta = 102.96(3)degrees V = 2827.8(3) Angstr om (3) and Z = 8 and N-2-(4,6-lutidyl)-N ' -2-methoxyphenylthiourea, 3,6LuT u2OMe, monoclinic, P2(1)/n, a = 7.546(4), b = 23.400(5), c = 8.927(5) Angst rom, beta = 109.42(5)degrees V = 1486.7(2) Angstrom (3) and Z = 4. Some of these molecules have a bifurcated intramolecular hydrogen bond between N 'H and the pyridyl nitrogen and the 2-methoxy oxygen, and all have intermolec ular hydrogen bonding between NH and a thione sulfur of a second molecule t o form centrosymmetric dimers. Solution H-1 NMR studies (CDCl3) show the N 'H resonance considerably downfield for each thiourea and its position, as well as that of NH, is affected by substituents on the pyridyl ring. (C) 20 01 Elsevier Science B.V. All rights reserved.