Synthesis and characterization of metal dithiocarbamate derivatives of 3-((pyridin-2-yl)methylamino)propanenitrile: Crystal structure of [3-((pyridin-2-yl)methylamino)propanenitrile dithiocarbamato] nickel (II)

被引:22
作者
Halimehjani, Azim Ziyaei [1 ]
Torabi, Saeedeh [2 ]
Amani, Vahid [3 ]
Notash, Behrouz [4 ]
Saidi, Mohammad Reza [2 ]
机构
[1] Kharazmi Univ, Fac Chem, Tehran, Iran
[2] Sharif Univ Technol, Dept Chem, Tehran, Iran
[3] Islamic Azad Univ, Dept Chem, Yadegar E Imam Khomeini RAH Branch, Tehran, Iran
[4] Shahid Beheshti Univ, Dept Chem, GC, Tehran 1983963113, Iran
关键词
Dithiocarbamate complex; Transition metals; 3-((Pyridin-2-yl)methylamino) propanenitrile; Carbon disulfide; Michael addition; ALPHA-AMINO-ACIDS; MOLECULAR-STRUCTURES; COMPLEXES SYNTHESIS; THERMAL-BEHAVIOR; KAPPA-B; ZN; ANTIBACTERIAL; PLASMA; N=2; PH;
D O I
10.1016/j.poly.2015.10.058
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Four metal dithiocarbamate complexes (Zn, Ni, Hg and Sn) based on an amine containing pyridyl and nitrite groups, 3-((pyridin-2-yl)methylamino)propanenitrile, were prepared and characterized by their elemental analysis, spectroscopic data (such as IR, H-1 and C-13 NMR), TGA analysis and X-ray crystallography of the Ni(II) complex. The presence of a band in the 1000 cm(-1) region in the IR spectra, without any splitting, confirms the symmetrical bidentate bonding mode of the dithiocarbamate ligand. Also, the short thioureide C=N distance in the X-ray analysis of the Ni complex confirms the delocalization of it electrons over the S2CN moiety and strong double bond character between the carbon and nitrogen atoms. In addition, the X-ray analysis reveals that C-H center dot center dot center dot pi contacts between the -CH2- groups and pyridine ring, and intermolecular C-H center dot center dot center dot N and C-H center dot center dot center dot S hydrogen bonds are effective in the stabilization of the crystal structure and formation of a 3D supra-molecular complex. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:643 / 648
页数:6
相关论文
共 33 条
[1]   Design and synthesis of thalidomide based dithiocarbamate Cu(II), Ni(II) and Ru(III) complexes as anticancer agents [J].
Ali, Imran ;
Wani, Waseem A. ;
Saleem, Kishwar ;
Hseih, Ming-Fa .
POLYHEDRON, 2013, 56 :134-143
[2]   Functionalised dithiocarbamate complexes: Complexes based on indoline, indole and substituted piperazine backbones - X-ray crystal structure of [Ni(S2CNC3H6C6H4)2] [J].
Anastasiadis, Charalampos ;
Hogarth, Graeme ;
Wilton-Ely, James D. E. T. .
INORGANICA CHIMICA ACTA, 2010, 363 (13) :3222-3228
[3]  
[Anonymous], 2004, X SHAPE VERS 2 05 PR
[4]  
[Anonymous], 2005, X RED VERS 1 28B PRO
[5]  
[Anonymous], 2000, X STEP32 VERS 1 07B
[6]  
Berry DJ, 2012, MINI-REV MED CHEM, V12, P1174
[7]   ORGANOTIN(4) N,N-DISUBSTITUTED DITHIOCARBAMATES [J].
BONATI, F ;
UGO, R .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1967, 10 (02) :257-&
[8]   CHEMISTRY OF DITHIOCARBAMATE DERIVATIVES OF AMINO-ACIDS .1. STUDY OF SOME DITHIOCARBAMATE DERIVATIVES OF LINEAR ALPHA-AMINO-ACIDS AND THEIR NICKEL(II) COMPLEXES [J].
CASTILLO, M ;
CRIADO, JJ ;
MACIAS, B ;
VAQUERO, MV .
INORGANICA CHIMICA ACTA-BIOINORGANIC CHEMISTRY, 1986, 124 (03) :127-132
[9]   NOVEL CHELATES OF PD(II) DITHIOCARBAMATES - SPECTROSCOPIC STUDIES AND THERMAL-BEHAVIOR [J].
CRIADO, JJ ;
FERNANDEZ, I ;
MACIAS, B ;
SALAS, JM ;
MEDARDE, M .
INORGANICA CHIMICA ACTA, 1990, 174 (01) :67-75
[10]   NEW PTS4 CHROMOPHORES OF DITHIOCARBAMATES DERIVED FROM ALPHA-AMINO-ACIDS - SYNTHESIS, CHARACTERIZATION AND THERMAL-BEHAVIOR [J].
CRIADO, JJ ;
CARRASCO, A ;
MACIAS, B ;
SALAS, JM ;
MEDARDE, M ;
CASTILLO, M .
INORGANICA CHIMICA ACTA, 1989, 160 (01) :37-42