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Synthesis, Characterization of a Novel 1,2,4‐Thiotriazine Derivative (CAMTTO), and Copper(I) and Silver(I) Complexes thereof (CAMTTO = {(4‐[(4‐Chlorobenzylidene)‐amino]‐6‐methyl‐3‐thioxo‐[1,2,4]‐triazin‐3,4‐dihydro(2H)‐5‐one)}
Author(s) -
Ghassemzadeh Mitra,
Tabatabaee Masoomeh,
Pooramini Mostafa M.,
Heravi Majid M.,
Eslami Abbas,
Neumüller Bernhard
Publication year - 2006
Publication title -
zeitschrift für anorganische und allgemeine chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.354
H-Index - 66
eISSN - 1521-3749
pISSN - 0044-2313
DOI - 10.1002/zaac.200500334
Subject(s) - triclinic crystal system , monoclinic crystal system , chemistry , chloroform , crystal structure , copper , ligand (biochemistry) , derivative (finance) , chloride , crystallography , medicinal chemistry , stereochemistry , organic chemistry , biochemistry , receptor , financial economics , economics
Abstract The reaction of 4‐amino‐6‐methyl‐1,2,4‐triazin‐thione‐5‐one (H 2 AMTTO, 1 ) with 4‐chlorobenzaldhyde led to the corresponding iminic compound {(4‐[(4‐chloro‐benzylidene)‐amino]‐6‐methyl‐3‐thioxo[1,2,4]‐triazin‐3,4‐dihydro(2H)‐5‐one), CAMTTO ( 2 ). Treatment of 2 with copper(I) chloride in chloroform gave the dimeric complex [{(CAMTTO) 2 CuCl} 2 ]·2CHCl 3 ( 3 ). Treatment of 2 with copper(I) chloride and silver(I) nitrate in the presence of the co‐ligand triphenylphophane gave the complexes [(CAMTTO)CuCl(PPh 3 ) 2 ] ( 4 ) and [(CAMTTO)Ag(PPh 3 ) 2 ]NO 3 ·2CHCl 3 ( 5 ). All compounds have been characterized by elemental analyses, 1 H NMR spectroscopy, IR spectroscopy, and partly by mass spectrometry and X‐ray diffraction studies. In addition 4 and 5 have been characterized by 31 P{ 1 H} NMR spectroscopy. Crystal data for 2 at −80 °C: monoclinic, space group P2 1 /c, a = 1370.3(1), b = 767.8(1), c = 1268.7(1) pm, β = 107.12(1)°, Z = 4, R 1 = 0.0379; for 3 at −80 °C: monoclinic, space group P2 1 /c, a = 1442.6(2), b = 878.8(1), c = 2558.7(3) pm, β = 95.31(1)°, Z = 2, R 1 = 0.0746; for 4 at −80 °C: triclinic, space group ${\rm P}{\bar 1}$ , a = 1287.9(1), b = 1291.7(1), c = 1359.5(1) pm, α = 90.44(1)°, β = 94.81(1)°, γ = 107.54(1)°, Z = 2, R 1 = 0.0359 and for 5 at −80 °C: triclinic, space group ${\rm P}{\bar 1}$ , a = 1060.5(1), b = 1578.2(2), c = 1689.6(2) pm, α = 87.70(1)°, β = 86.66(1)°, γ = 76.84(1)°, Z = 2, R 1 = 0.0487.