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Methyl 1-acetonyl-4-hydr­oxy-2-oxo-1,2-dihydro­quinoline-3-carboxyl­ate

✍ Scribed by Shishkina, Svetlana V. ;Shishkin, Oleg V. ;Ukrainets, Igor V. ;Sidorenko, Lyudmila V.

Publisher
International Union of Crystallography
Year
2005
Tongue
English
Weight
180 KB
Volume
61
Category
Article
ISSN
1600-5368

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✦ Synopsis

The title compound, C 14 H 13 NO 5 , exhibits a resonance-assisted hydrogen bond O-HÁ Á ÁO C [2.505 (4) A ˚], which leads to a lengthening of the carbonyl C O bond, a shortening of the C-OH bond and delocalization of the electron density within the dihydropyridine ring.

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The non-H atoms of the title molecule, C~13~H~14~N~2~O~3~, are approximately coplanar. The molecules are linked into a two-dimensional network parallel to the __bc__ plane by intermolecular N—H...O, C—H...O and C—H...π interactions.

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Single-crystal X-ray study T = 150 K Mean '(C±C) = 0.002 A Ê R factor = 0.058 wR factor = 0.124 Data-to-parameter ratio = 21.3 For details of how these key indicators were automatically derived from the article, see http://journals.iucr.org/e.