The role of chloro substituents in solid inclusion formation. Crystal structures formed by a bulky hydroxy host with ethyl acetate (2 : 1) and cyclohexylamine (1 : 2) as guest
I. Csoregh et al., The role of chloro substituents in solid inclusion formation. Crystal structures formed by a bulky hydroxy host with ethyl acetate (2 : 1) and cyclohexylamine (1 : 2) as guest, SUPRAMOL CH, 10(2), 1998, pp. 133-142
Two inclusion compounds of the 11-[bis(p-chlorophenyl)hydroxymethyl]-9,10-d
ihydro-9,10-ethanoan-thracene host (1) have been studied by X-ray diffracti
on in order to find an explanation of the exceptional clathrate formation a
bility of the present chloro-containing host as compared with that of close
ly related chlorine-free host analogues. Crystal data: 1 ethyl acetate (2:1
), C29H22OCl2. 1/2(C4H8O2), M-w=501.45 P2(1)/c, a=8.9060(5), b=11.1109(6),
c = 25.642(1) Angstrom, beta = 99.03(1)degrees, Z = 4, R = 0.047 for 2029 F
values with I>2 sigma(I); 1 cyclohexylamine (1:2), 2[C29H22OCl2. 2(C6H13N)
], M-w=1311.50, Pc, a=12.144(2), b=12.689(3), c=23.119(8)Angstrom, beta=91.
68(1)degrees, Z=2, R=0.054 for 3073 F values with I>2 sigma(I). Although th
e two solid inclusion compounds differ in host-guest stoichiometry, space g
roup symmetry and also in host-guest recognition mode, both co-crystals are
held together by numerous C-H ... X(X=O, N or Cl) interactions, in which t
he chloro-substituents of 1 play a very active role. The observed frequent
participation of chlorine in intermolecular interactions in these compounds
suggests an ability of the (C-)Cl substituents to effectively enhance the
crystal formation in the absence of more dominant forces.