Near-perfect Dipole Parallel-alignment in the Highly Anisotropic Crystal Structure of 4-iodoacetophenone-(4-methoxyphenylethylidene) Hydrazone
The title compound crystallizes in the space group Pna2(1) with cell parameters a = 6.4606(3), b = 7.2155(3) and c = 33.5878(16) Å. The azine shows a gauche conformation about the N-N bond and there is an angle of 58.1° between the benzene rings of each azine. This conformation allows for two intermolecular arene-arene T-contacts between pairs of benzene rings. The characteristic structural motif features T-contact formation between like-substituted arene rings and this architecture results in a highly dipole-parallel aligned lattice. All azines are perfectly colinear within each layer and the orientations of the azines in different layers are nearly the same. The surfaces of the layers exhibit a quadrilateral kite-shaped arrangement of I-atoms and of OCH3-substituents. The layers pack such that the OCH3-carbon atoms are placed above the interstices between the I-atoms in the adjacent layer.
M. A. Lewis et al., "Near-perfect Dipole Parallel-alignment in the Highly Anisotropic Crystal Structure of 4-iodoacetophenone-(4-methoxyphenylethylidene) Hydrazone," Journal of Chemical Crystallography, vol. 30, no. 7, pp. 489-496, Springer Verlag, Jul 2000.
The definitive version is available at https://doi.org/10.1023/A:1011311918880
Keywords and Phrases
Dipole parallel-alignment; anisotropy; arene-arene contacts; intermolecular interactions; nonlinear optics; azines
International Standard Serial Number (ISSN)
Article - Journal
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