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Crystal structure of a 2:1 co-crystal of meloxicam with acetylendicarboxylic acid. / Tantardini, Christian; Arkhipov, Sergey G.; Cherkashina, Ksenya A. et al.

In: Acta Crystallographica Section E: Crystallographic Communications, Vol. 72, 01.01.2016, p. 1856-1859.

Research output: Contribution to journal › Article › peer-review

Harvard

Tantardini, C, Arkhipov, SG, Cherkashina, KA, Kil'Met'Ev, AS & Boldyreva, EV 2016, 'Crystal structure of a 2:1 co-crystal of meloxicam with acetylendicarboxylic acid', Acta Crystallographica Section E: Crystallographic Communications, vol. 72, pp. 1856-1859. https://doi.org/10.1107/S2056989016018909

APA

Tantardini, C., Arkhipov, S. G., Cherkashina, K. A., Kil'Met'Ev, A. S., & Boldyreva, E. V. (2016). Crystal structure of a 2:1 co-crystal of meloxicam with acetylendicarboxylic acid. Acta Crystallographica Section E: Crystallographic Communications, 72, 1856-1859. https://doi.org/10.1107/S2056989016018909

Vancouver

Tantardini C, Arkhipov SG, Cherkashina KA, Kil'Met'Ev AS, Boldyreva EV. Crystal structure of a 2:1 co-crystal of meloxicam with acetylendicarboxylic acid. Acta Crystallographica Section E: Crystallographic Communications. 2016 Jan 1;72:1856-1859. doi: 10.1107/S2056989016018909

Author

Tantardini, Christian ; Arkhipov, Sergey G. ; Cherkashina, Ksenya A. et al. / Crystal structure of a 2:1 co-crystal of meloxicam with acetylendicarboxylic acid. In: Acta Crystallographica Section E: Crystallographic Communications. 2016 ; Vol. 72. pp. 1856-1859.

BibTeX

@article{3200f2a590ad4db8a3a1dcc0325205b4,
title = "Crystal structure of a 2:1 co-crystal of meloxicam with acetylendicarboxylic acid",
abstract = "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 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 hydroxy groups belonging to the MXM molecule are involved in an intramolecular O - H⋯O hydrogen bond. The structure-forming motif includes two MXM molecules linked via an ACA conformer through N - H⋯O and O - H⋯N hydrogen bonds, similar to MXM co-crystals with other dicarboxylic acids.",
keywords = "acetylenedicarboxylic acid, co-crystal, crystal structure, dicarboxylic acid, drugs, hydrogen bonds, meloxicam, oxicam",
author = "Christian Tantardini and Arkhipov, {Sergey G.} and Cherkashina, {Ksenya A.} and Kil'Met'Ev, {Alexander S.} and Boldyreva, {Elena V.}",
year = "2016",
month = jan,
day = "1",
doi = "10.1107/S2056989016018909",
language = "English",
volume = "72",
pages = "1856--1859",
journal = "Acta Crystallographica Section E: Crystallographic Communications",
issn = "2056-9890",
publisher = "International Union of Crystallography",

}

RIS

TY - JOUR

T1 - Crystal structure of a 2:1 co-crystal of meloxicam with acetylendicarboxylic acid

AU - Tantardini, Christian

AU - Arkhipov, Sergey G.

AU - Cherkashina, Ksenya A.

AU - Kil'Met'Ev, Alexander S.

AU - Boldyreva, Elena V.

PY - 2016/1/1

Y1 - 2016/1/1

N2 - 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 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 hydroxy groups belonging to the MXM molecule are involved in an intramolecular O - H⋯O hydrogen bond. The structure-forming motif includes two MXM molecules linked via an ACA conformer through N - H⋯O and O - H⋯N hydrogen bonds, similar to MXM co-crystals with other dicarboxylic acids.

AB - 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 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 hydroxy groups belonging to the MXM molecule are involved in an intramolecular O - H⋯O hydrogen bond. The structure-forming motif includes two MXM molecules linked via an ACA conformer through N - H⋯O and O - H⋯N hydrogen bonds, similar to MXM co-crystals with other dicarboxylic acids.

KW - acetylenedicarboxylic acid

KW - co-crystal

KW - crystal structure

KW - dicarboxylic acid

KW - drugs

KW - hydrogen bonds

KW - meloxicam

KW - oxicam

UR - http://www.scopus.com/inward/record.url?scp=85003587490&partnerID=8YFLogxK

U2 - 10.1107/S2056989016018909

DO - 10.1107/S2056989016018909

M3 - Article

AN - SCOPUS:85003587490

VL - 72

SP - 1856

EP - 1859

JO - Acta Crystallographica Section E: Crystallographic Communications

JF - Acta Crystallographica Section E: Crystallographic Communications

SN - 2056-9890

ER -

ID: 23333728