Tris{2-[(3-thienyl)methylideneamino]ethyl}amine

Abstract

The title compound, C21H24N4S3, is a tripodal Schiff base that was obtained from the reaction of tris­(2-amino­eth­yl)amine (tren) and thio­phene-3-carbaldehyde. The compound forms a cavity with approximate C3 symmetry. One of the thio­phene units is disordered in a 0.764 (2):0.236 (2) ratio. In the crystal, the three thio­phene ligands are involved in intra­molecular C—H⋯π inter­actions and the mol­ecules are connected by C—H⋯N inter­actions, forming hydrogen-bonded chains.

Spectroscopic, Structural, and Theoretical Studies of Halide Complexes with a Urea-Based Tripodal Receptor

“…Two aromatic units connected to N21 and N35 are involved in CH···π interactions with a centroid···centroid distance of 3.652 Å, with two nitrogens N18 and N32 (3.715 Å) in close proximity. Similar interactions were reported before for a thiophene-based tripodal amine . Each urea unit has a usual anti – anti conformation with respect to NH and the carbonyl O.…”

“…Similar interactions were reported before for a thiophene-based tripodal amine. 54 Each urea unit has a usual anti-anti conformation with respect to NH and the carbonyl O. The aromatic planes connected to the urea units are almost co-planar with the NH groups, as indicated by torsion angles close to 180°.…”

Tris{2-[(2-aminobenzylidene)amino]ethyl}amine

“…Similar arrangements giving claw-like molecules were observed in related tertiary amines, although in less symmetric Laue groups (e.g. Weibel et al, 2002;Işıklan et al, 2010). In some instances, closely related tripodal NR 3 molecules approximate the C 3 symmetry but with R arms lying in a plane rather than forming a closed cavity (McKee et al, 2006).…”

“…For other applications, see: Zibaseresht & Hartshorn (2005); Mercs et al (2008). For similar C 3 tripodal structures, see: Weibel et al (2002); Işıklan et al (2010);McKee et al (2006); Glidewell et al (2005). The software used for analysis of the empty voids in the crystal structure was SQUEEZE in PLATON (Spek, 2009).…”

A fémion környezetének finomhangolása többfogú tripodális ligandumok segítségével

“…[49] , [50] és aromásak is, utóbbi esetben a kénatom aromás gyűrűben való helye is változhat. Ennek a koordinációs sajátságokban is jelentős szerepe van, például a háromszorosan tiofénnel szubsztituált tren esetén ha a kén 3-as helyzetben van, az nem képes koordinálni a tren-szerű helyen kötődő fémhez [51] , ugyanakkor 2-es helyzetben [52] részt vesz a koordinációban [53] , így a ligandum stabilizálja a levegőn oxidációra érzékeny alacsony oxidációs számú fémionokat, például a réz(I)-et [54][55] .…”