%0 Generic
%A Saha, Binoy K.
%A Nangia, Ashwini
%A Nicoud, Jean-François
%D 2006
%T Using Halogen···Halogen Interactions to Direct Noncentrosymmetric Crystal
Packing in Dipolar Organic Molecules
%U https://acs.figshare.com/articles/dataset/Using_Halogen_Halogen_Interactions_to_Direct_Noncentrosymmetric_Crystal_Packing_in_Dipolar_Organic_Molecules/3077275
%R 10.1021/cg060117k.s010
%2 https://acs.figshare.com/ndownloader/files/4783072
%K noncentrosymmetric space groups
%K 5.0 D
%K alignment
%K nonlinear
%K probability
%K crystallization
%K achiral molecules
%K Br
%K Interaction
%K Direct Noncentrosymmetric Crystal Packing
%K material
%K moment
%K Dipolar Organic MoleculesHalogen atoms Cl
%K interhalogen interactions
%K interhalogen interaction
%K antiparallel
%X Halogen atoms Cl, Br, and I steer crystallization of 2-halo-3-hydroxypyridine 1, pyridine-N-oxides 2, and 2-halo-3-aminopyridine 3 in noncentrosymmetric space groups efficient for nonlinear optical materials. Whereas the strong hydrogen-bond chains
are aligned antiparallel, the L- or V-geometry of weak interhalogen interaction steers polar alignment in the solid state, even for high dipole
moment (μ) halogenated N-oxides 2 (μ > 5.0 D). Six out of seven structures evaluated crystallize in polar/chiral space groups due to
interhalogen interactions compared to the one in six probability of noncentrosymmetric packing for achiral molecules.
%I ACS Publications