The crystal and molecular structure of an addition compound of cholic acid and ethanol

Johnson, Paul L.; Schaefer, John P.

doi:10.1107/s0567740872007447

Cited by 53 publications

(13 citation statements)

References 4 publications

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“…In contrast, few studies of the inclusion behavior of cholic acid (Ia) have been published [9][10][11]. Johnson and Schaefer reported a cage-type structure of the inclusion crystal of 1a with ethanol in 1972 [14]. In 1988, Miyata, Miki and their coworkers reported a channel-type structure of the inclusion crystal of Ia with acetophenone [15][16][17].…”

Section: Methodsmentioning

confidence: 99%

Supramolecular Chirality in Crystalline Assemblies of Bile Acids and Their Derivatives; Three-Axial, Tilt, Helical, and Bundle Chirality

2007

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Abstract:Steroidal bile acids and their derivatives exhibit characteristic inclusion behaviors in the crystalline state. Their crystals present varied assemblies due to asymmetric molecular structures, which relate to supramolecular properties through cooperative weak interactions. An overview indicates that the steroidal assemblies lie in an intermediate position among various molecules and have hierarchical structures such as primary, secondary, tertiary, and host-guest assemblies like proteins. Such an interpretation brought about the idea that the assemblies with dimensionality present supramolecular chirality such as three-axial, tilt, helical, bundle, and complementary chirality. This concept of the supramolecular chirality enables us to understand formation of chiral crystals starting from the molecular chirality of the steroidal molecules.

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Section: Methodsmentioning

confidence: 99%

Supramolecular Chirality in Crystalline Assemblies of Bile Acids and Their Derivatives; Three-Axial, Tilt, Helical, and Bundle Chirality

2007

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“…(Johnson, 1976) of the partial packing diagram as viewed along the a axis. (a) The 'no-guest' crystals (this work), (b) the ethanol-including crystal (Johnson & Schaefer, 1972). Atoms are represented as Fig.…”

Section: =mentioning

confidence: 99%

“…It is also noteworthy that such a no-guest crystal form has never been observed in DCA. The crystal structures hitherto known for CA (Johnson & Schaefer, 1972;Lessinger, 1982;Miki, Masui, Kasai, Miyata, Shibakami & Takemoto, 1988) and for DCA (Giglio, 1984) always contain a variety of organic guest molecules; in DCA a crystal form including an organometallic compound, such as ferrocene, has also been obtained (Miki, Kasai, Tsutsumi, Miyata & Takemoto, 1987). The fact that such a no-guest crystal form is found only in CA implies that CA has an ability to adopt a wide variety of molecular arrangements in crystal forms.…”

Section: =mentioning

confidence: 99%

Crystal structure of cholic acid with no guest molecules

Miki¹,

Kasai²,

Shibakami³

et al. 1990

Acta Crystallogr C

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“…Many solvated structures have been reported for both cholic acid (Lessinger, 1982;Lessinger & Low, 1993;Miki et al, 1988;Miki, Kasai, Shibakami, Takemoto & Miyata, 1991;Nakano, Sada & Miyata, 1994;Caira, Nassimbeni & Scott, 1993, 1994aShibakami & Sekiya, 1994;Scott, 1995) and deoxycholic acid (Giglio, 1984). Of special note are the isostructural forms of cholic acid when solvated with methanol, ethanol and 1-propanol (Johnson & Schaefer, 1972;Jones & Nassimbeni, 1990). However, less attention has been given to cholic acid salt complexes.…”

Section: Commentmentioning

confidence: 99%