Results of crystal structure analyses of seven 1,ELdisubstituted naphthalenes -8-hydroxynaphthalene-1-carboxamide) with a nucleophilic centre (N(CH3)2, OCH3, OH) at one of the peri positions and an electrophilic centre (carbonyl C ) at the other are described. All seven molecules show a characteristic distortion pattern: the exocyclic bond to the electrophilic centre is splayed outward, and the one to the nucleophilic centre is splayed inward; the carbonyl C is displaced from the plane of its three bonded atoms towards the nucleophile. This distortion pattern differs from that found in other 1,s-disubstituted naphthalenes and is interpreted as an expression of incipient nucleophilic addition to a carbonyl group. The crystal structure of 2b contains an ordered arrangement of equal numbers of amino acid and zwitterionic molecules. I) 2, 3,

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