10.1021/cg801073k.s002
Kosuke Katagiri
Kosuke
Katagiri
Takako Kato
Takako
Kato
Hyuma Masu
Hyuma
Masu
Masahide Tominaga
Masahide
Tominaga
Isao Azumaya
Isao
Azumaya
Pseudopolymorph and Infinite Hydrogen Bonding Network of Cyclic Oligomers of <i>m</i>-Aminobenzenesulfonic Acid
American Chemical Society
2009
hydrogen bonds
trimer
sulfonamide
cyclic tetramer
molecule
conformation
crystal
Infinite Hydrogen Bonding Network
2009-03-04 00:00:00
Dataset
https://acs.figshare.com/articles/dataset/Pseudopolymorph_and_Infinite_Hydrogen_Bonding_Network_of_Cyclic_Oligomers_of_i_m_i_Aminobenzenesulfonic_Acid/2874154
A cyclic trimer and a cyclic tetramer of <i>m</i>-aminobenzenesulfonic acid were obtained by one-pot synthesis using dichlorotriphenylphosphorane as a coupling reagent. Single crystal X-ray analysis revealed that all sulfonamide moieties of the cyclic sulfonamides adopted a <i>synclinal</i> conformation, and that multiple intermolecular hydrogen bonds were formed between the sulfonamide protons and the sulfonyl oxygens on the adjacent molecules. The cyclic trimer has three types of pseudopolymorph containing water, methanol, or acetonitrile molecules. The molecule in each crystal was bowl-shaped, and the enantiomeric pair of molecules existed in a discrete dimeric structure with or without a guest molecule in the cavity. Furthermore, the cyclic tetramer existed in a 1,3-alternate conformation with pseudo-<i>S</i><sub>4</sub>-symmetry, and formed an infinite network structure through intermolecular hydrogen bonds.