Abstract

The title mol-ecular salts, (C18H23N2)2[CdI4], (I), and C18H23N2 +·C7H7O4S-·H2O, (II), are stilbazole, or 4-styryl-pyridine, derivatives. The cation, (E)-4-[4-(di-ethyl-amino)-styr-yl]-1-methyl-pyridin-1-ium, has a methyl group attached to pyridine ring and a diethyl amine group attached to the benzene ring. The asymmetric unit of salt (I), comprises one cationic mol-ecule and half a CdI4 dianion. The Cd atom is situated on a twofold rotation axis and has a slightly distorted tetra-hedral coordination sphere. In (II), the anion consists of a 4-meth-oxy-benzene-sulfonate and it crystallizes as a monohydrate. In both salts, the cations adopt an E configuration with respect to the C=C bond and the pyridine and benzene rings are inclined to each other by 10.7 (4)° in (I) and 4.6 (2)° in (II). In the crystals of both salts, the packing is consolidated by offset π-π stacking inter-actions involving the pyridinium and benzene rings, with centroid-centroid distances of 3.627 (4) Å in (I) and 3.614 (3) Å in (II). In the crystal of (II), a pair of 4-meth-oxy-benzene-sulfonate anions are bridged by Owater-H⋯Osulfonate hydrogen bonds, forming loops with an R 2 4(8) motif. These four-membered units are then linked to the cations by a number of C-H⋯O hydrogen bonds, forming slabs lying parallel to the ab plane.

Highlights

  • The title molecular salts, (C18H23N2)2[CdI4], (I), and C18H23N2+ÁC7H7O4SÀÁH2O, (II), are stilbazole, or 4-styrylpyridine, derivatives

  • The cation, (E)-4-[4(diethylamino)styryl]-1-methylpyridin-1-ium, has a methyl group attached to pyridine ring and a diethyl amine group attached to the benzene ring

  • In the crystals of both salts, the packing is consolidated by offset – stacking interactions involving the pyridinium and benzene rings, with centroid–centroid distances of 3.627 (4) Ain (I) and 3.614 (3) Ain (II)

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Summary

Chemical context

Stilbene-based compounds have been reported to possess a wide range of biological applications including antibacterial (Chanawanno et al, 2010) and antioxidant (Frombaum et al, 2012) activities. Pyridine and its derivatives play an important role in drugs including antiviral, antifungal, antibacterial, antiinflammatory, antimicrobial, anticancer, antioxidant and antidiabetic agents (Ghattas et al, 2017) They have a variety of biological activities and a number of such compounds are in clinical use (Altaf et al, 2015). This shows that both compounds exhibit very good anticancer activity, which implies that they may be suitable for biomedical applications. The title salts exhibit structural similarities with related structures, as described in the Database survey below

Structural commentary
Supramolecular features
Database survey
Synthesis and crystallization
Refinement
C16 H16A H16B H16C C17 H17A H17B H17C C18 H18A H18B N1 N2 Cd1 I1 I2
H16A H16B H16C C2 H15 C3 H14 C4 C5 H18 C6 H17 C7 H12 x
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