J. Pecaut et al., STRUCTURAL EVIDENCE IN 2-AMINO-5-NITROPYRIDINIUM HALIDES (CL-, BR-) OF HERRINGBONE MOTIFS FAVORABLE TO EFFICIENT QUADRATIC NONLINEAR-OPTICAL PROPERTIES, Journal of materials chemistry, 3(10), 1993, pp. 999-1003
2-Amino-5-nitropyridinium halides have been synthesized and their crys
tal structures determined. The structures of acentric phases reveal ne
tworks of non-linear chromophores arranged in herringbone motifs. Thei
r second-harmonic generation responses vary in magnitude between that
of 3-methyl-4-nitropyridine N-oxide and 2-methyl-2,4-dinitrophenyl ami
nopropanoate molecular compounds. Chained anions screen favourably the
interactions between the non-linear cations in acentric phases, while
the reverse situation is observed in the centric phase of 2-amino-5-n
itropyiridinium bromide built up with open pseudo-hexagonal anionic la
yers.