Bedeković Nikola, Fotović Luka, Stilinović Vladimir, Cinčić Dominik
University of Zagreb, Faculty of Science, Department of Chemistry, Horvatovac 102a 10000 Zagreb, Croatia.
Cryst Growth Des. 2022 Feb 2;22(2):987-992. doi: 10.1021/acs.cgd.1c01424. Epub 2022 Jan 10.
Seven cocrystals of pyridone and perfluorinated halocarbons have been prepared. In all cases pairs of pyridone molecules are connected into dimers by two N-H···O hydrogen bonds, forming the characteristic pyridone homosynthon of R (8) topology. These dimers further act as acceptors of halogen bonds through the two pyridone oxygen atoms, forming two (in six cases) or three (in one case) halogen bonds with the donor molecules. The stoichiometry of the cocrystals obtained and the overall topology of the supramolecular architecture depend primarily on the topicity of the halogen bond donor, with the monotopic donor yielding a cocrystal of 1:1 stoichiometry comprising discrete supramolecular complexes, the ditopic donors cocrystals of 1:2 stoichiometry comprising chains, and the tritopic donor a cocrystal of 1:2 stoichiometry comprising hydrogen- and halogen-bonded layers. The results indicate that the pyridone homosynthon is a robust and reliable supramolecular synthon that is conserved in halogen-bonded cocrystals of pyridone.
已制备出七种吡啶酮与全氟卤代烃的共晶体。在所有情况下，吡啶酮分子对通过两个N-H···O氢键连接成二聚体，形成具有R(8)拓扑结构的特征性吡啶酮同合成子。这些二聚体进一步通过两个吡啶酮氧原子作为卤键的受体，与供体分子形成两个（六种情况下）或三个（一种情况下）卤键。所得共晶体的化学计量比和超分子结构的整体拓扑结构主要取决于卤键供体的连接性，单连接供体产生化学计量比为1:1的共晶体，由离散的超分子复合物组成；双连接供体产生化学计量比为1:2的共晶体，由链组成；三连接供体产生化学计量比为1:2的共晶体，由氢键和卤键连接的层组成。结果表明，吡啶酮同合成子是一种强大且可靠的超分子合成子，在吡啶酮的卤键共晶体中得以保留。
