Structural and spectral studies of N-(2-pyridyl)-N′-tolylthioureas

被引:32
作者
Valdés-Martínez, J
Hernàndez-Ortega, S
West, DX [1 ]
Ackerman, LJ
Swearingen, JK
Hermetet, AK
机构
[1] Illinois State Univ, Dept Chem, Normal, IL 61790 USA
[2] Natl Autonomous Univ Mexico, Inst Quim, Mexico City 04510, DF, Mexico
基金
美国国家科学基金会;
关键词
heterocyclic thioureas; hydrogen bonding; crystal structure;
D O I
10.1016/S0022-2860(98)00746-7
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-pyridyl)-N'-o-tolylthiourea, monoclinic, P2(1)/c, a=5.127(1), b=19.854(2), c=12.077(2) Angstrom, beta=94.96(1)degrees, V = 1224.7(2) Angstrom(3), Z = 4, mu = 2.177 mm(-1), N-(2-pyridyl)-N'-m-tolylthiourea, triclinic, P - 1, a = 9.811(2), b = 9.887(4), c = 13.595(3) Angstrom, alpha = 74.91(3), beta = 83.58(2), gamma = 76.27(2)degrees, V = 1235.(7) Angstrom, Z = 4, in = 2.469 mm(-1) and N-(2-pyridyl)-N'-p-tolylthiourea, triclinic,P - I,a = 9.935(2), b = 11.488(2), c = 12.569(2) Angstrom, alpha = 63.91(2), beta = 88.60(2), gamma = 75.04(2)degrees, V = 1238.1(2) Angstrom(3), Z = 4, mu = 2.154 mm(-1) all have an intramolecular hydrogen bond between N'H and the pyridyl nitrogen, as well as intermolecular hydrogen bonding between NH and a thione sulfur of a second molecule to form centrosymmetric dimers. Solution H-1 NMR studies (CDCI3) show the N'H resonance considerably downfield for each thiourea and its position, as well as that of NH, are affected by substituents on the phenyl ring. (C) 1999 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:219 / 226
页数:8
相关论文
共 15 条
[1]   1-benzoyl-3-(4-methoxyphenyl)thiourea [J].
Cao, Y ;
Zhao, B ;
Zhang, YQ ;
Zhang, DC .
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1996, 52 :1772-1774
[2]   STRUCTURE OF 1-BENZOYL-3-PROPYLTHIOUREA [J].
DAGO, A ;
SHEPELEV, Y ;
FAJARDO, F ;
ALVAREZ, F ;
POMES, R .
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1989, 45 :1192-1194
[3]  
DAGO A, 1988, KRISTALLOGRAFIYA+, V33, P1021
[4]  
DAGO A, 1987, KRISTALLOGRAFIYA+, V32, P1024
[5]  
KACHERES A, 1991, J HETROCYCLIC CHEM, V28, P2057
[6]   HYDROPHILIC PLATINUM COMPLEXES OF N-2-HYDROXYETHYL-N'-BENZOYLTHIOUREA AND N,N-DI(2-HYDROXYETHYL)-N'-BENZOYLTHIOUREA LIGANDS - CRYSTAL AND MOLECULAR-STRUCTURE OF N,N-DI(2-HYDROXYETHYL)N'-BENZOYLTHIOUREA [J].
KOCH, KR ;
SACHT, C ;
BOURNE, S .
INORGANICA CHIMICA ACTA, 1995, 232 (1-2) :109-115
[7]  
RAMANATHAN A, 1995, ACTA CRYSTALLOGR C, V51, P1627
[8]   1,3-dibenzylthiourea and 1,3-dicyclohexylthiourea [J].
Ramnathan, A ;
Sivakumar, K ;
Subramanian, K ;
Meerarani, D ;
Ramadas, K ;
Fun, HK .
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1996, 52 (52) :139-142
[9]   1-cyclohexyl-3-phenylthiourea [J].
Ramnathan, A ;
Sivakumar, K ;
Subramanian, K ;
Srinivasan, N ;
Ramadas, K ;
Fun, HK .
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1996, 52 :656-658
[10]   Unsymmetrically substituted thioureas. 1,1-Dimethyl-3-o-tolylthiourea and 1,1-diethyl-3-o-tolylthiourea [J].
Ramnathan, A ;
Sivakumar, K ;
Janarthanan, N ;
Meerarani, D ;
Ramadas, K ;
Fun, HK .
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1996, 52 :411-414