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Iclaprim mesylate displaying a hydrogen-bonded mol-ecular tape.

ABSTRACT: The title compound, 2,6-di-amino-5-[(2-cyclo-propyl-7,8-dimeth-oxy-2H-1-benzo-pyran-5-yl)meth-yl]pyrimidin-1-ium methane-sulfonate, C₁₉H₂₃N₄O₃ ⁺·CH₃O₃S^-, is a salt made up from a protonated iclaprim mol-ecule and a mesylate anion. The pyrimidine and chromene units of the iclaprim mol-ecule form an orthogonal arrangement [inter-planar angle of 89.67 (6)°], and the 3-nitro-gen position of the pyrimidine ring is protonated. Four distinct N-H⋯O inter-actions and an additional N-H⋯N hydrogen bond connect iclaprim and mesylate mol-ecules to one another, resulting in an infinite hydrogen-bonded mol-ecular tape structure. The central section of the tape is formed by a sequence of fused hydrogen-bonded rings involving four distinct ring types.

SUBMITTER: Neuner S

PROVIDER: S-EPMC9815135 | biostudies-literature | 2023 Jan

REPOSITORIES: biostudies-literature

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Iclaprim mesylate displaying a hydrogen-bonded mol-ecular tape.

Neuner Sandro S Gelbrich Thomas T Wurst Klaus K Spreitz Josef J Nerdinger Sven S Griesser Ulrich J UJ Stefinovic Marijan M Schottenberger Herwig H

Acta crystallographica. Section E, Crystallographic communications 20230101 Pt 1

The title compound, 2,6-di-amino-5-[(2-cyclo-propyl-7,8-dimeth-oxy-2H-1-benzo-pyran-5-yl)meth-yl]pyrimidin-1-ium methane-sulfonate, C19H23N4O3 +·CH3O3S-, is a salt made up from a protonated iclaprim mol-ecule and a mesylate anion. The pyrimidine and chromene units of the iclaprim mol-ecule form an orthogonal arrangement [inter-planar angle of 89.67 (6)°], and the 3-nitro-gen position of the pyrimidine ...[more]

PMID: 36628360

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