Synthesis of New Heteroatomic Podands from Ethyl 2-[(2-Aminophenylamino)Methylidene]-3-Oxoalkanoates and Thiophene-2,5-Dicarboxaldehyde

2,5-Bis{[(−)-(S)-1-(4-bromophenyl)ethyl]iminomethyl}thiophene

“…and as a consequence the Br-aldimines groups are placed opposite to the central thiophene ring. Only some previous reports of 2,5-thiophene compounds with achiral or chiral substituents have showed C 2 crystallographic symmetry like title compound (Kudyakova et al, 2012, space group C2/c; Bernès et al, 2013, space group P22 1 2 1 ). The crystal packing does not feature any particular interactions (intra or intermolecular) and the supramolecular arrangement in the solid state shows a chevron-like pattern viewed along the b axis (Fig.…”

“…For the structure of a chiral bis-aldimine compound, see: Espinosa Leija et al (2009). For structures of thiophenes substituted in positions 2 and 5 by imine functionalities, see: Bernè s et al (2013); Kudyakova et al (2012). Absolute structure: Flack (1983), 914 Friedel pairs Absolute structure parameter: 0.011 8Data collection: CrysAlis PRO (Agilent, 2013); cell refinement: CrysAlis PRO; data reduction: CrysAlis RED (Agilent, 2013); program(s) used to solve structure: SHELXS2013 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2013 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: WinGX (Farrugia, 2012).…”

Crystal structures of four chiral imine-substituted thiophene derivatives

“…Many thiophenes substituted in the 2 and 5 positions by imine groups have been characterized; however, almost all were achiral compounds. X-ray structures have been reported mostly in space group C2/c (Suganya et al, 2014;Kudyakova et al, 2011Kudyakova et al, , 2012Bolduc et al, 2013b). Other represented space groups for achiral molecules are P2 1 (Skene & Dufresne, 2006) and P2 1 /c (Wiedermann et al, 2005).…”

2,5-Bis{[(–)-(S)-1-(4-methylphenyl)ethyl]iminomethyl}thiophene

“…For the structure of a chiral bis-aldimine compound, see: Espinosa Leija et al (2009). For structures of thiophenes substituted in positions 2 and 5 by imine functionalities, see: Skene & Dufresne (2006); Fridman & Kaftory (2007); de Lima et al (2010); Kudyakova et al (2011Kudyakova et al ( , 2012.…”

“…Other thiophenes substituted in positions 2 and 5 by imine groups have been characterized (e.g. Skene & Dufresne, 2006;Fridman & Kaftory, 2007;de Lima et al, 2010;Kudyakova et al, 2011Kudyakova et al, , 2012. However, all were achiral compounds, and only one actually presented a crystallographic C 2 symmetry (space group C2/c, Kudyakova et al, 2011), as in the title compound.…”