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Symmetrisation in the Interaction of Chloro[2‐(dimethylaminomethyl)phenyl‐C 1 ]mercury(II) with Thiosemicarbazone Derivatives of Pyridine‐2‐carboxamide and Pyrazin‐2‐carboxamide
Author(s) -
Abram Ulrich,
Castiñeiras Alfonso,
GarcíaSantos Isabel,
RodríguezRiobó Raul
Publication year - 2006
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.200600282
Subject(s) - chemistry , pyridine , semicarbazone , protonation , deprotonation , carboxamide , hydrogen bond , medicinal chemistry , chelation , crystal structure , pyrazine , stereochemistry , crystallography , molecule , inorganic chemistry , organic chemistry , ion
Pyridine‐ and pyrazine‐2‐carboxamide thiosemicarbazones (HAm4DH and HAmpz4DH) or their N 4 , N 4 ‐dimethyl derivatives (HAm4DM and HAmpz4DM) react with chloro[2‐(dimethylaminomethyl)phenyl‐C 1 ]mercury(II), [Hg(damp)Cl], to give the tetrahedral [Hg(TSC) 2 ] complexes [TSC = Am4DH ( 1 ), Am4DM ( 2 ), Ampz4DH ( 3 ) or Ampz4DM ( 4 )]. Spectroscopic studies and a X‐ray structural analysis show that the potentially tridentate thiosemicarbazones adopt S,N coordination modes, with each deprotonated thiosemicarbazone binding to the Hg II centre through the azomethine nitrogen and the thiolate sulfur atoms, whereas the heterocyclic nitrogen atoms are free of coordination. Intra‐ and intermolecular hydrogen bonding in all complexes and specific C–H ··· π interactions with the chelate or pyridyl rings of the complexes 1 and 2 were found in the crystal structures. Furthermore, [Hg(damp)Cl] undergoes symmetrisation to give the symmetric unit [Hg(Hdamp) 2 ] 2+ in which the Hdamp is protonated at the nitrogen. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)