Abstract
Amino-pyridine and phthalic acid are well known synthons for supra-molecular architectures for the synthesis of new materials for optical applications. The 2-amino-pyridinium hydrogen phthalate title salt, C5H7N2 +·C8H5O4 -, crystallizes in the non-centrosymmetric space group P21. The nitro-gen atom of the -NH2 group in the cation deviates from the fitted pyridine plane by 0.035 (7) Å. The plane of the pyridinium ring and phenyl ring of the anion are oriented at an angle of 80.5 (3)° to each other in the asymmetric unit. The anion features a strong intra-molecular O-H⋯O hydrogen bond, forming a self-associated S(7) ring motif. The crystal packing is dominated by inter-molecular N-H⋯O hydrogen bonds leading to the formation of 21 helices, with a C(11) chain motif. They propagate along the b axis and enclose R 2 2(8) ring motifs. The helices are linked by C-H⋯O hydrogen bonds, forming layers parallel to the ab plane. Hirshfeld surface analysis and two-dimensional fingerprint plots were used to investigate and qu-antify the inter-molecular inter-actions in the crystal.
Highlights
Aminopyridine and phthalic acid are well known synthons for supramolecular architectures for the synthesis of new materials for optical applications
The plane of the pyridinium ring and phenyl ring of the anion are oriented at an angle of 80.5 (3) to each other in the asymmetric unit
The hydrogen bonding present in the crystal of the title salt was substantiated by Hirshfeld surface analysis
Summary
Crystal engineering and the design of supramolecular architectures are of significant interest owing to the technological applications of the resulting materials in the electronics and optical industries. Pyridinium families are considered to be potential materials for optical applications because of their flexibility in molecular design, strength and thermal stability, which are derived from delocalized clouds of electrons. Another electronic field of research related to 2-aminopyridinium salts is focused on their optical limiting and frequency-conversion applications (Liu et al, 2015; Siva et al, 2019). The hydrogen bonding present in the crystal of the title salt was substantiated by Hirshfeld surface analysis
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