Abstract

The title mol-ecular salts, C16H16NO+·PF6 -, (I), and C21H21N2 +·PF6 -, (II), are pyridine derivatives. In compound (I), the cation comprises a methyl N-substituted pyridine ring and a meth-oxy-substituted benzene ring connected by a C=C double bond. The F atoms of the PF6 - anion are disordered over two sets of sites with refined occupancy factors of 0.614 (7):0.386 (7). In compound (II), the cation comprises a pyridine ring attached to unsubstituted phenyl ring and a di-methyl-aniline ring, which are connected by a C=C double bond. The anion is PF6 -. In both salts, the cation adopts an E configuration with respect to the C=C bond. The pyridine ring makes a dihedral angle of 9.86 (12)° with the meth-oxy-substituted benzene ring in compound (I) and 11.2 (3)° with the di-methyl-amine-substituted benzene ring in compound (II). In compound (I), the crystal packing is stabilized by weak C-H⋯F inter-molecular inter-actions which result in R 4 3(14) ring motifs, forming mol-ecular sheets running parallel to (03). These are further stabilized by weak P-F⋯π interactions. In compound (II), the crystal packing is stabilized by C-H⋯F inter-actions, which result in R 6 6(40) ring motifs, forming mol-ecular sheets running parallel to (101) and these are further connected by π-π inter-actions.

Highlights

  • Stilbene-based compounds are the basic element for a number of biologically active natural and synthetic compounds

  • Pyridine and its derivatives play an important role in developing anticancer drugs (Ghattas et al, 2017) and show antibacterial activities (Chanawanno et al, 2010)

  • Pyridine derivatives have shown antichagasic activity against Chagas disease, a parasitic infection caused by Trypanosoma cruzi, a parasite that is widely spread in central and South America (Dorigo et al, 1993)

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Summary

Chemical context

Stilbene-based compounds are the basic element for a number of biologically active natural and synthetic compounds. These compounds have a wide range of biological activities including anti-inflammatory, anticancer, antiviral, antioxidant and more recently neuroprotective effect (Giacomini et al, 2016). Pyridine and its derivatives play an important role in developing anticancer drugs (Ghattas et al, 2017) and show antibacterial activities (Chanawanno et al, 2010). Pyridine is the parent ring system of a large number of naturally occurring products and important industrial, pharmaceutical and agricultural chemicals. Pyridine derivatives have shown antichagasic activity against Chagas disease, a parasitic infection caused by Trypanosoma cruzi, a parasite that is widely spread in central and South America (Dorigo et al, 1993). Symmetry codes: (i) Àx þ 1; y À 12; Àz þ 1; (ii) x À 2; y; z À 1; (iii) x À 2; y À 1; z À 1; (iv) Àx À 1; y À 12; Àz; (v) Àx; y À 12; Àz

Structural commentary
Supramolecular features
Database survey
Synthesis and crystallization
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