10.1021/acs.cgd.5b00168.s002
Christina
A. Capacci-Daniel
Christina
A.
Capacci-Daniel
Cameron Mohammadi
Cameron
Mohammadi
Jessica H. Urbelis
Jessica H.
Urbelis
Katrina Heyrana
Katrina
Heyrana
Natasha M. Khatri
Natasha M.
Khatri
Marina A. Solomos
Marina A.
Solomos
Jennifer A. Swift
Jennifer A.
Swift
Structural Diversity in 1,3-Bis(<i>m</i>‑cyanophenyl)urea
American Chemical Society
2015
growth solvents
cocrystal phases
urea
crystal structures
polymorph
Structural Diversity
latter morphology
grain boundary migration
title compound
dimethyl sulfoxide
bi
supramolecular structures
triphenylphosphine oxide
mCyPU
phosphine oxide functionalities
2015-05-06 00:00:00
Dataset
https://acs.figshare.com/articles/dataset/Structural_Diversity_in_1_3_Bis_i_m_i_cyanophenyl_urea/2169178
Hydrogen
bonding between 1,3-bis ureas is a commonly used motif
in the assembly of supramolecular structures such as gels, capsules
and crystals. The title compound, 1,3-bis(<i>m</i>-cyanophenyl)urea
(<b>mCyPU</b>), has previously been shown to crystallize in
both an anhydrous and monohydrate phase (α and H–I).
An expanded search for polymorphs and cocrystals of <b>mCyPU</b> revealed a much greater diversity of solid forms including three
additional polymorphs (β, δ, ε), a second hydrate
(H–II) and two cocrystal phases with dimethyl sulfoxide and
triphenylphosphine oxide. Analysis of the single crystal structures
obtained in this study shows that the typical 1-dimensional H-bonding
between 1,3-bis urea groups is disrupted by the presence of other
H-bond acceptors including cyano, water, sulfoxide and phosphine oxide
functionalities. Re-examination of <b>α-mCyPU</b> additionally
showed both blade and plate-like morphologies could be obtained from
different growth solvents, with crystals of the latter morphology
exhibiting a grain boundary migration prior to melting.