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Chirality-dependent halogen bonds in axially chiral quinazolin-4-one derivatives bearing -halophenyl groups

In the crystals prepared from racemic axially chiral 3-( ortho -halophenyl)-2-methylquinazolin-4-one derivatives, the formation of intermolecular halogen bonding (C&z.dbd;O X) between the carbonyl oxygen and ortho -halogen atom (X = Cl, Br, I) was found, while in the crystals prepared from their...

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Bibliographic Details
Published in:CrystEngComm 2019-06, Vol.21 (22), p.3385-3389
Main Authors: Imai, Tomomi, Niijima, Erina, Terada, Shumpei, Wzorek, Alicja, Soloshonok, Vadim A, Hori, Akiko, Kitagawa, Osamu
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Summary:In the crystals prepared from racemic axially chiral 3-( ortho -halophenyl)-2-methylquinazolin-4-one derivatives, the formation of intermolecular halogen bonding (C&z.dbd;O X) between the carbonyl oxygen and ortho -halogen atom (X = Cl, Br, I) was found, while in the crystals prepared from their optically pure forms, such halogen bonding was not detected. In the crystals of racemic axially chiral quinazolinones, the formation of intermolecular halogen bonds was detected.
ISSN:1466-8033
DOI:10.1039/c9ce00320g