Acta Cryst. (2009). B65, 86-95 [ doi:10.1107/S0108768108041827 ]
Abstract: CD (circular dichroism) and X-ray investigations have been carried out in order to identify the prevalent conformations and define the forces that determine the molecular and supramolecular organization of the alkyl-bridged bichromophoric [NAB, ortho-(1,8-naphthalimido)benzoyl] units, each consisting of the benzoyl substituted in the ortho position with the 1,8-naphthalimide group. The results reveal that NAB bichromophores incorporated into the same molecule exist in a variety of conformation/helicity combinations. The molecular structures are largely stabilized by local 1,3-CH/CO dipole-dipole interactions, while the crystal packing besides dispersive H
H interactions is mostly governed by multiple C-H
O(=C) and C-H
interactions. The relatively small contribution of ![[pi]](/logos/entities/pi_rmgif.gif)

interactions comes from a pairwise off-face stacking between naphthalimide rings or from pairwise carbonyl
interactions. All these types of intermolecular interactions have been summarized quantitatively by means of a Hirshfeld surface analysis.
Keywords: 1,8-naphthalimides; chiral diols and amines; weak hydrogen bonds; dipole-dipole interactions; circular dichroism.
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![]() ![]() Structure factor file (CIF format) (184.8 kbytes) | |
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