Structure of fulvoplumierin at 138 K

Hossain, M. B.; Helm, D. van der

doi:10.1107/s0108270187093302

Cited by 1 publication

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“…Such small deviations of carboxylic group (either as an acid or ester functionality) from the planarity of 2H-pyran-2-one [28][29][30][31][32][33][34] or benzene ring [35][36][37][38][39][40][41][42][43] are often observed. When a bulky substituent is present in the ortho position to the carboxylic group much larger twist angles ranging from *20°up to *80°are observed in the cases of 2H-pyran-2-one [44][45][46][47][48] or benzene ring [49][50][51][52][53][54][55][56][57][58].…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Crystal Structures of Methyl 3-(Benzoylamino)-6-methyl-2-oxo-2H-pyran-5-carboxylate and N-[5-(3,4-Dimethoxyphenyl)-6-methyl-2-oxo-2H-pyran-3-yl]benzamide

et al. 2012

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The compounds methyl 3-(benzoylamino)-6-methyl-2-oxo-2H-pyran-5-carboxylate (1), C 15 H 13 NO 5 , and N-[5-(3,4-dimethoxyphenyl)-6-methyl-2-oxo-2H-pyran-3-yl] benzamide (2), C 21 H 19 NO 5 , crystallize as a centrosymmetric hydrogen-bonded dimer facilitated by N-HÁÁÁO interactions involving the amide and carbonyl moiety of the lactone group of adjacent molecules. Supramolecular aggregation in 1 is controlled by a combination of p-p interactions [centroid-centroid distance = 4.0745(11) Å ] and weak C-HÁÁÁO hydrogen bonding between the phenyl ring of the benzoylamino group and the carbonyl atom of the methoxycarbonyl group and in 2 by a combination of p-p interactions [centroidcentroid distance = 4.0699(8) and 4.1556(10) Å ], weak C-HÁÁÁO interactions between the methoxy substituents of the adjacent dimethoxyphenyl group and weak C-HÁÁÁ p interactions.

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