Structural, spectral and thermal studies of N-2-(4-picolyl)- and N-2-(6-picolyl)-N′-(2-chlorophenyl)thioureas and N-2-(6-picolyl)-N′-(2-bromophenyl)thiourea

被引:9
|
作者
Kelman, DR
Szczepura, LF
Goldberg, KI
Kaminsky, W
Hermetet, AK
Ackerman, LJ
Swearingen, JK
West, DX
机构
[1] Univ Washington, Dept Chem, Seattle, WA 98195 USA
[2] Illinois State Univ, Dept Chem, Normal, IL 61790 USA
关键词
2-pyridylthioureas; chlorophenylthioureas; bromophenylthiourea; crystal structures; hydrogen bonding; enthalpy of fusion;
D O I
10.1016/S0022-2860(02)00020-0
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
N-2-(4-picolyl)-N'-2-chlorophenylthiourea, 4PicTu2Cl, monoclinic, P2(1)/c, a = 10.068(5), b = 11.715(2), c = 11.185(6) Angstrom, beta = 96.88(4)degrees, V = 1309.8(2)Angstrom(3) and Z = 4; N-2-(6-picolyl)-N'-2-chlorophenylthiourea, 6PicTu2Cl, triclinic, P-1, a = 7.4250(8), b = 7.5690(16), c = 12.664(3) Angstrom, alpha = 105.706(17), beta = 103.181(13), gamma = 90.063(13), V = 665.6(2) Angstrom(3) and Z = 2 and N-2-(6-picolyl)-N'-2-bromophenylthiourea, 6PicTu2Br, triclinic, P-1, a = 7.512(4), b = 7.535(6), c = 12.575(4) Angstrom, a = 103.14(3), beta = 105.67(3), gamma = 90.28(4), V = 665.7(2) Angstrom(3) and Z = 2. The intramolecular hydrogen bonding between N'H and the pyridine nitrogen and intermolecular hydrogen bonding involving the thione sulfur and the NH hydrogen, as well as the planarity of the molecules, are affected by the position of the methyl substituent on the pyridine ring. The enthalpies of fusion and melting points of these thioureas are also affected. H-1 NMR studies in CDCl3 show the. NH' hydrogen resonance considerably downfield from other resonances in their spectra. (C) 2002 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:143 / 150
页数:8
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