Hydrogen Bonding in Diphenylmethanols, RCPh2OH: Structures of Monomeric (4-Biphenyl)diphenylmethanol and Diphenyl(2-pyridyl)methanol, Dimeric 1,1,3-Triphenylpropyn-1-ol, Trimeric 2-Methyl-1,1-diphenylpropan-1-ol, Tetrameric Diphenyl(2-thienyl)methanol, Hexameric Bis(pentafluorophenyl)...

Article abstract of DOI:10.1107/S0108768194013984

(4-Biphenyl)diphenylmethanol (1), C25H20O, orthorhombic, P2₁2₁2₁, a = 8.3580(11), b = 13.8976(17), c = 15.5915(12) Angstroem, Z = 4, R = 0.032 for 1146 observations 3?(I)>: the structure contains isolated monomers with no hydrogen bonding.Diphenyl(2-pyridyl)methanol (2), C18H15NO, monoclinic, P2₁/c, a = 8.1899(8), b = 14.855(2), c = 11.6069(15) Angstroem, β = 96.344(8) deg, Z = 4, R = 0.049 for 879 observations 3?(I)>: the structure consists of isolated monomers in which the intramolecular O-H...N hydrogen-bond motif has graph set S(5). 1,1,3-Triphenylpropyn-1-ol (3), C21H16O, monoclinic, P2₁/c, a = 5.9794 (12), b = 9.953(3), c = 26.420(3) Angstroem, β = 91.365(12) deg, Z = 4, R = 0.039 for 971 observations 2?(I)>: the structure contains centrosymmetric dimers held together by O-H...?(arene) hydrogen bonds involving one of the phenyl groups, rather than the propargyl group. 2-Methyl-1,1-diphenylpropan-1-ol (4), C16H18O, trigonal, P31c, a = 13.9232(17), c = 12.0200(19) Angstroem, Z = 6, R = 0.031 for 763 observations 3?(I)>: the structure consists of cyclic hydrogen-bonded trimers with crystallographic threefold symmetry and disordered hydroxyl H atoms in a motif with graph set R₃³(6): the O...O distance in the trimers is 2.864(7) Angstroem.Diphenyl(2-thienyl)methanol (5), C17H14OS, rhombohedral, R<*>, a = 19.20(1), c = 26.48(1) Angstroem, Z = 24; this compound is isomorphous and isostructural with triphenylmethanol, Ph3COH, and forms hydrogen-bonded tetrahedral tetramers.Bis(pentafluorophenyl)methanol (6), C13H2F10O, rhombohedral, R<*>, a = 26.113(3), c = 9.788(3) Angstroem (at 293 K), R = 0.068 for 1214 observations 2?(I)>; a = 26.006(4), c = 9.5941(11) Angstroem (at 173 K), R = 0.072 for 1889 observations 2?(I)>, Z = 18; the structure consits of coaxial stacks of cyclic hydrogen-bonded hexamers, each of <*> symmetry, and with a hydrogen-bond motif of graph set R₆⁶(12).Within the hexamers, the molecules are disordered over two orientations in the ratio 0.779(3):0.221(3) at 293 K and 0.776(2):0.224(2) at 173 K: the O...O distance is 2.702(4) Angstroem at 293 K and 2.683(4) Angstroem at 173 K.Diphenylmethanol (7), C13H12O, orthorhombic, P22₁2₁, a = 5.1300(10), b = 18.650(5), c = 21.168(6) Angstroem, Z = 8, R = 0.035 for 1487 observations 3?(I)>: there are two molecules in the asymmetric unit and the molecules are linked by hydrogen bonds into spiral chains having graph set C(4) and lying parallel to the a-axis; the O...O distances within the chains are 2.826(3) and 2.878(3) Angstroem.