COMPLEXATION WITH DIOL HOST COMPOUNDS .15. CRYSTALLINE INCLUSION-COMPOUNDS OF SUBSTITUTED 2,2'-BIS(9-HYDROXYFLUOREN-9-YL)BIPHENYLS - SYNTHESIS, X-RAY CRYSTAL-STRUCTURES AND THERMAL-ANALYSIS STUDY OF INCLUSION-COMPOUNDS WITH BUTYRONITRILE, CYCLOHEXANONE, CYCLOPENTANOL AND DIMETHYLFORMAMIDE
Sa. Bourne et al., COMPLEXATION WITH DIOL HOST COMPOUNDS .15. CRYSTALLINE INCLUSION-COMPOUNDS OF SUBSTITUTED 2,2'-BIS(9-HYDROXYFLUOREN-9-YL)BIPHENYLS - SYNTHESIS, X-RAY CRYSTAL-STRUCTURES AND THERMAL-ANALYSIS STUDY OF INCLUSION-COMPOUNDS WITH BUTYRONITRILE, CYCLOHEXANONE, CYCLOPENTANOL AND DIMETHYLFORMAMIDE, Perkin transactions. 2, (6), 1994, pp. 1215-1222
The syntheses of s(2,7-di-tert-butyl-9-hydroxyfluoren-9-yl)biphenyl (2
), 2'-bis(2,7-dichloro-9-hydroxyfluoren-9-yl)biphenyl (3) and ,2'-bis(
2,7-dibromo-9-hydroxyfluoren-9-yl)biphenyl (4) are reported. Inclusion
compounds were prepared with these hosts: 5 = 2.butyronitrite (1:1),
6 = 3.cyclohexanone (1:2), 7 = 3.cyclopentanol (1:2), 8 = 4.dimethylfo
rmamide (1:2). Crystal data: 5, monoclinic, C2/c with a = 17.174(2), b
= 17.985(3), c = 17.333(3) angstrom, beta = 113.73(1)-degrees, Z = 4,
D(c) = 1.10 g cm-3; 6, monoclinic, P2(1)/n with a = 15.048(3), b = 16
.106(4), c = 19.10(1) angstrom, beta = 112.97(4)-degrees, Z = 4, D(c)
= 1.32 g cm-3; 7, monoclinic, P2(1)/c with a = 14.576(2), b = 15.783(4
), c = 19.561 (4) angstrom, beta = 111.72(1)-degrees, Z = 4, D(c) = 1.
31 g cm-3; 8, triclinic, P1BAR with a = 11.52(1), b = 11.825(1), c = 1
7.836(1) angstrom, alpha = 79.19 (5), beta = 71.15 (7), gamma = 60.85
(7)-degrees, Z = 4, D(c) = 1.62 g CM-3 . Final R values for the four s
tructures were 0.071, 0.062, 0.077 and 0.096 for 2489, 3270, 3432 and
3802 reflections, respectively. Host ... guest hydrogen bonds are obse
rved in all four structures and there is an intramolecular hydrogen bo
nd in the hosts 5-7. In addition, in compounds 6-8 there are a number
of O ... Cl, Cl ... Cl, N ... Br and Br ... Br interactions. Thermal a
nalysis was used to study the binding of the guest molecules and indic
ated that the guests in 5-7 were more strongly held than that in 8.