TY - JOUR
T1 - Conformational origins of polymorphism in two forms of flufenamic acid
AU - Delaney, Sean P.
AU - Smith, Tiffany M.
AU - Korter, Timothy M.
N1 - Publisher Copyright:
© 2014 Elsevier Ltd. All rights reserved.
PY - 2014
Y1 - 2014
N2 - Flufenamic acid is the most polymorphic rich molecular solid currently known. Here, the origins of the two most common polymorphs of flufenamic acid (Form I and Form III) were investigated using terahertz spectroscopy and solid-state density functional theory. Terahertz spectroscopy probes the low-frequency vibrations that are sensitive to both the intermolecular and intramolecular interactions of molecules in the solid-state. This ability makes terahertz spectroscopy a particularly useful tool for characterizing polymorphic systems, where slight changes in packing arrangements distinguish different polymorphs. Solid-state density functional theory provides a means to achieve better understanding of the chemical origins of the low-frequency vibrations, while also revealing the energetic details of the polymorph relative stabilities. The exploration of these flufenamic acid polymorphs revealed that molecular conformation drives the formation of these particular forms, specifically the magnitude and orientation of the molecular dipoles dictate the preferred solid-state packing arrangements.
AB - Flufenamic acid is the most polymorphic rich molecular solid currently known. Here, the origins of the two most common polymorphs of flufenamic acid (Form I and Form III) were investigated using terahertz spectroscopy and solid-state density functional theory. Terahertz spectroscopy probes the low-frequency vibrations that are sensitive to both the intermolecular and intramolecular interactions of molecules in the solid-state. This ability makes terahertz spectroscopy a particularly useful tool for characterizing polymorphic systems, where slight changes in packing arrangements distinguish different polymorphs. Solid-state density functional theory provides a means to achieve better understanding of the chemical origins of the low-frequency vibrations, while also revealing the energetic details of the polymorph relative stabilities. The exploration of these flufenamic acid polymorphs revealed that molecular conformation drives the formation of these particular forms, specifically the magnitude and orientation of the molecular dipoles dictate the preferred solid-state packing arrangements.
KW - Conformational energy
KW - Far-infrared
KW - Low-frequency vibrations
KW - Molecular binding forces
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U2 - 10.1016/j.molstruc.2014.02.001
DO - 10.1016/j.molstruc.2014.02.001
M3 - Article
AN - SCOPUS:84908363911
SN - 0022-2860
VL - 1078
SP - 83
EP - 89
JO - Journal of Molecular Structure
JF - Journal of Molecular Structure
ER -