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198 Topics in Current Chemistry Editorial Board: A. de Meijere KN ...

198 Topics in Current Chemistry Editorial Board: A. de Meijere KN ...

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124 R.E. Melén<strong>de</strong>z · A.D. Hamilton<br />

a<br />

b<br />

45<br />

46<br />

Fig. 30. Formation of sheets stabilized by C-H◊◊◊N (45) and C-H◊◊◊O (46) hydrogen bonds<br />

tapes stabilized by CN◊◊◊Cl <strong>in</strong>teractions [77, 78]. Eight compounds of this type<br />

have been studied crystallographically. The structure of the prototype 2,3-dicyano-5,6-dichlorobenzene<br />

consists of molecular tapes which are l<strong>in</strong>ked by a<br />

“dimeric loop” synthon (Fig. 31a). When methoxy groups are <strong>in</strong> the 1,4-positions<br />

the same pattern is observed; however, as the bulk of the alkoxy groups is<br />

<strong>in</strong>creased, the CN◊◊◊Cl <strong>in</strong>teractions become distorted to the po<strong>in</strong>t that hydrophobic<br />

<strong>in</strong>teractions of the alkoxy cha<strong>in</strong>s are the major <strong>de</strong>term<strong>in</strong>ants of the struc-

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