The isopropyl derivative crystallizes from a mixture of carbon disulfide and benzene in the orthorhombic system: Space groupP21nb, a=17.420(3),b=17.708(3),c=18.972(3) Å,V=5852(3) Å,Z=4. Thet-butyl derivative crystallizes from benzene, but the crystal is a complex (1∶3), space groupPĪ,a=15,065(5),b=19.103(3),c=13.878(3) Å, α=106.95(2), β=102.72(2), γ=80.61(2),V=3703(2) Å3,Z=2. Refinement led toR=0.185 for 1512 reflections for the isopropyl derivative, a sufficiently high number to establish the conformation of the molecule; for thet-butyl complexR=0.12 for 7340 reflections. Intramolecular hydrogen bonds are given as well as comparison of the conformation of both compounds. Thet-butyl groups and the benzene molecules are disordered but the isopropyl groups are not.
2-hydroxymethyl-4-tert-butylphenol and 2-hydroxymethyl-4-isopropylphenol are isomorphous; they crystallize in the tetragonal system, space groupI41/a (No. 88); cell parameters area=b=25.205(4) Å, forc=6.705(2) Återt-butyl derivative anda=b=24.340(5) Å,c=6.471(1) Å for the isopropyl derivative. The structures were determined and refined usingShelx 76. The respectiveR values are 0.068 and 0.076. Thetert-butyl substituent is disordered with two possible orientations. Intramolecular interactions are due to H bonds around the 4 axis.