Abstract
In the title compound, C12H10ClN5·CH3OH, the indazole ring system and the pyrimidine ring make a dihedral angle of 23.86 (4)°. In the crystal, the components are linked by N—H⋯O and O—H⋯N hydrogen bonds into chains propagated in [010]. Intermolecular π–π interactions [centroid–centroid distances = 3.6404 (9), 3.6725 (9) and 3.4566 (9) Å] between the rings of neighbouring chains also stabilize the crystal packing.
Highlights
In the title compound, C12H10ClN5ÁCH3OH, the indazole ring system and the pyrimidine ring make a dihedral angle of 23.86 (4)
The components are linked by N— HÁ Á ÁO and O—HÁ Á ÁN hydrogen bonds into chains propagated in [010]
Related literature The title compound was obtained in a continuation of our studies of derivatives of the antitumor agent pazopanib (systematic name 5-[[4-[(2,3-dimethyl-2H-indazol-6-yl)methylamino]-2-pyrimidinyl]amino]-2-methylbenzolsulfonamide), during which we determined the crystal structure of the related compound N-(2-chloropyrimidin-4-yl)-N,2-dimethyl2H-indazol-6-amine, see: Qi et al (2010)
Summary
Key indicators: single-crystal X-ray study; T = 113 K; mean (C–C) = 0.002 A; R factor = 0.039; wR factor = 0.102; data-to-parameter ratio = 16.7. C12H10ClN5ÁCH3OH, the indazole ring system and the pyrimidine ring make a dihedral angle of 23.86 (4). The components are linked by N— HÁ Á ÁO and O—HÁ Á ÁN hydrogen bonds into chains propagated in [010]. Intermolecular – interactions [centroid–centroid distances = 3.6404 (9), 3.6725 (9) and 3.4566 (9) A ] between the rings of neighbouring chains stabilize the crystal packing. Related literature The title compound was obtained in a continuation of our studies of derivatives of the antitumor agent pazopanib (systematic name 5-[[4-[(2,3-dimethyl-2H-indazol-6-yl)methylamino]-2-pyrimidinyl]amino]-2-methylbenzolsulfonamide), during which we determined the crystal structure of the related compound N-(2-chloropyrimidin-4-yl)-N,2-dimethyl2H-indazol-6-amine, see: Qi et al (2010)
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