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Crystal structure of a 2:1 co-crystal of meloxicam with acetyl-endi-carb-oxy-lic acid.

ABSTRACT: The pharmaceutical 2:1 co-crystal of meloxicam [MXM; systematic name: 4-hy-droxy-2-methyl-N-(5-methyl-thia-zol-2-yl)-2H-1,2-benzo-thia-zine-3-carboxamide 1,1-dioxide] with acetyl-enedi-carb-oxy-lic acid (ACA; systematic name: but-2-ynedioic acid), crystallizes with one MXM mol-ecule and half an ACA mol-ecule in the asymmetric unit, C₁₄H₁₃N₃O₄S₂·0.5C₄H₂O₄. 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 hy-droxy groups belonging to the MXM mol-ecule are involved in an intra-molecular O-H?O hydrogen bond. The structure-forming motif includes two MXM mol-ecules linked via an ACA conformer through N-H?O and O-H?N hydrogen bonds, similar to MXM co-crystals with other di-carb-oxy-lic acids.

SUBMITTER: Tantardini C

PROVIDER: S-EPMC5137627 | biostudies-literature | 2016 Dec

REPOSITORIES: biostudies-literature

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Crystal structure of a 2:1 co-crystal of meloxicam with acetyl-endi-carb-oxy-lic acid.

Tantardini Christian C Arkhipov Sergey G SG Cherkashina Ksenya A KA Kil'met'ev Alexander S AS Boldyreva Elena V EV

Acta crystallographica. Section E, Crystallographic communications 20161129 Pt 12

The pharmaceutical 2:1 co-crystal of meloxicam [MXM; systematic name: 4-hy-droxy-2-methyl-N-(5-methyl-thia-zol-2-yl)-2H-1,2-benzo-thia-zine-3-carboxamide 1,1-dioxide] with acetyl-enedi-carb-oxy-lic acid (ACA; systematic name: but-2-ynedioic acid), crystallizes with one MXM mol-ecule and half an ACA mol-ecule in the asymmetric unit, C14H13N3O4S2·0.5C4H2O4. The mid-point of the triple bond of ACA ...[more]

PMID: 27980849

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