Hydrogen-bonded assemblages in 2,6-bis(hydroxymethyl)-4-R-phenol, with R = methyl, methoxy, phenoxy and 1-(4-methoxyphenyl)-1-methylethyl.
Four derivatives of 2,6-bis(hydroxymethyl)phenol, with various para substituents, have been investigated; these are 2,6-bis(hydroxymethyl)-4-methylphenol, C(9)H(12)O(3), (I), 2,6-bis(hydroxymethyl)-4-methoxyphenol, C(9)H(12)O(4), (II), 2,6-bis(hydroxymethyl)-4-phenoxyphenol, C(14)H(14)O(4), (III), and 2,6-bis(hydroxymethyl)-4-[1-(4-methoxyphenyl)-1-methylethyl]phenol, C(18)H(22)O(4), (IV). All four structures display hydrogen-bonding networks resulting in sheets, with possible weak inter-sheet pi-pi interactions in one case. In all the structures but one, the molecules form centrosymmetric dimeric subunits held together by two hydrogen bonds between the hydroxymethyl groups and, in two cases, by probable pi-pi interactions.
Dipartimento di Chimica, Università 'La Sapienza', Box 34, Roma 62, Ple Aldo Moro 5, 00185 Roma, Italy.
Bernardo
B
Masci
Pierre
P
Thuéry