Crystal structure of a 2:1 co-crystal of meloxicam with acetylendicarboxylic acid

Crystal structure of a 2:1 co-crystal of meloxicam with acetylendicarboxylic acid Full article

Journal

Acta Crystallographica Section E: Crystallographic Communications
ISSN: 2056-9890

Output data

Year: 2016, Volume: 72, Pages: 1856-+ Pages count : DOI: 10.1107/S2056989016018909

Tags

crystal structure; oxicam; meloxicam; co-crystal; dicarboxylic acid; acetylenedicarboxylic acid; hydrogen bonds; drugs

Authors

Tantardini Christian ¹ , Arkhipov Sergey G. ^1,2 , Cherkashina Ksenya A. ^1,2 , Kil'met'ev Alexander S. ^1,3 , Boldyreva Elena V. ²

Affiliations

1	(Данные Web of science) Novosibirsk State Univ, Pirogova Str 2, Novosibirsk 630090, Russia
2	(Данные Web of science) Inst Solid State Chem & Mechanochem SB RAS, Kutateladze Str 18, Novosibirsk 630128, Russia
3	(Данные Web of science) NN Vorozhtsov Novosibirsk Inst Organ Chem, Lavrentiev Str 9, Novosibirsk 630090, Russia

The pharmaceutical 2:1 co-crystal of meloxicam [MXM; systematic name: 4-hydroxy-2-methyl-N-(5-methylthiazol-2-yl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide] with acetylenedicarboxylic acid (ACA; systematic name: but-2-ynedioic acid), crystallizes with one MXM molecule and half an ACA molecule in the asymmetric unit, C14H13N3O4S2 center dot 0.5C(4)H(2)O(4). The mid-point of the triple bond of ACA is located on an inversion centre. In the crystal, the two stereoisomers of MXM with respect to the N atom of the sulfonamide group are related by the inversion centre. The carbonyl and hydroxy groups belonging to the MXM molecule are involved in an intramolecular O-H center dot center dot center dot O hydrogen bond. The structure-forming motif includes two MXM molecules linked via an ACA conformer through N-H center dot center dot center dot O and O-H center dot center dot center dot N hydrogen bonds, similar to MXM co-crystals with other dicarboxylic acids.

Tantardini C. , Arkhipov S.G. , Cherkashina K.A. , Kil'met'ev A.S. , Boldyreva E.V.
Crystal structure of a 2:1 co-crystal of meloxicam with acetylendicarboxylic acid

Acta Crystallographica Section E: Crystallographic Communications. 2016. V.72. P.1856-+. DOI: 10.1107/S2056989016018909 WOS Scopus РИНЦ

Full text from publisher

Published online:	Nov 29, 2016
Published print:	Dec 1, 2016

Web of science	WOS:000390315400042
Scopus	2-s2.0-85003587490
Elibrary	29463888
OpenAlex	W2559147521