Designing a cocrystal of gamma-amino butyric acid.
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Biomedical subjects
Publications and source records attributed to Joel Bernstein.
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The single crystal X-ray structure of the acetic acid solvate of trimesic acid shows the complete disruption of the hydrogen-bonded hexagonal networks of TMA by bonding to an acetic acid molecule.
The search for a co-crystal of benzidine as a bifunctional hydrogen-bond donor with potential hydrogen-bond acceptors has instead revealed four polymorphs of the source material benzidine for which, somewhat surprisingly, no structure has been reported as of the November 2005 update of the CSD. All four structures are characterized by a rather unusual number of molecules in the asymmetric unit (Z' = 1.5, 3, and 4.5), which are found in only 0.25%, 0.4%, and 0.002% of structures in the CSD. Forms I and IV (Z' = 4.5) exhibit very similar crystal habits and are not distinguishable visually. In all forms except Form II (Z' = 3), one of the molecules lies on a crystallographic inversion center, requiring the molecule to be planar; other molecules are nonplanar. Spectroscopic and thermodynamic characterizations of the system, including at least two possible additional forms of benzidine obtained by HT polymorph screening are reported.
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The two polymorphs (Forms I and II) of [R,S]-ethambutol dihydrochloride transform enantiotropically and reversibly in a single-crystal-to-single-crystal phase transformation mode. These structurally very similar forms have been characterized and their thermodynamic relationship has been investigated by variable-temperature solid-state carbon-13 nuclear magnetic resonance, variable-temperature powder X-ray diffraction, differential scanning calorimetry, and optical microscopy. The nuclear magnetic resonance results are compared with those for the two polymorphs of the [S,S] diastereomer with known structures.