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Journal logoIUCrDATA
ISSN: 2414-3146

December 2020 issue

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Cover illustration: The title compound ircinianin, systematic name (2S,3'S,3a'R,5'R,7a'R)-5'-[(E)-5-(furan-3-yl)-2-methyl­pent-1-en-1-yl]-3-hy­droxy-3',4,7'-trimethyl-1',2',3',3a',5',7a'-hexa­hydro-5H-spiro­[furan-2,4'-inden]-5-one, belongs to the sesterterpene tetronic acid compound family and was isolated from the marine sponge Ircinia wistarii. These chemical scaffolds are pharmacologically relevant, since they represent a new class of glycine receptor modulators. See: Majer, Schollmeyer, Koch & Gross [IUCrData (2020). 5, x201578].

metal-organic compounds


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The manganese(III) atom of the title compound is coordinated by one bromide and two benzo[h]quinolin-10-olate ligands and exhibits a distorted square-pyramidal coordination environment.

organic compounds


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The title compound was prepared and fully characterized. The salicyl­aldehyde alcohol is engaged in an intra­molecular O—H⋯N hydrogen bond with the imine nitro­gen.

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In the title compound, the salicyl­aldehyde alcohol group is engaged in an intra­molecular O—H⋯N hydrogen bond with the imine nitro­gen atom, while the tertiary alcohol is engaged in a weak inter­molecular O—H⋯F hydrogen bond with an adjacent mol­ecule.

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The title compound ircinianin belongs to the sesterterpene tetronic acid compound family and was isolated from the marine sponge Ircinia wistarii. These chemical scaffolds are pharmacologically relevant, since they represent a new class of glycine receptor modulators.

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The title compound crystallizes in a non-symmetrical conformation with a dihedral angle between the heterocycles of 45.0 (3)° and a nearly strain-free tetra­methyl­ene tether.

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The title compound was synthesized by the dehydrative condensation of α-L-sorbose and ethanol.

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In the title compound, the pento­furan­ose ring has a twisted conformation while the other five-membered ring has an envelope conformation; the two hy­droxy groups C are involved in an infinite network of O—H⋯ O bonds, forming a layer parallel to the (001) plane.

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The mol­ecules of naphthalen-1-yl­methanol are linked by O—H⋯O hydrogen bonds, generating infinite chains propagating parallel to the [100] direction.

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The title compound, C21H22O2, crystallizes in its keto-form. The mol­ecules are connected via weak C—H⋯O inter­actions, forming infinite chains perpendicular to the [001] axis.
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