2006
DOI: 10.1107/s1600536806000985
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Double π–π stacking in 2-[(E)-(3,5-dimethylisoxazol-4-yl)diazenyl]benzoic acid

Abstract: Key indicatorsSingle-crystal X-ray study T = 298 K Mean (C-C) = 0.004 Å R factor = 0.043 wR factor = 0.074 Data-to-parameter ratio = 9.5For details of how these key indicators were automatically derived from the article, seeMolecules of the title compound, C 12 H 11 N 3 O 3 , are linked into zigzag chains by O-HÁ Á ÁN hydrogen bonds. The crystal structure is further stabilized bystacking interactions.

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Cited by 4 publications
(10 citation statements)
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“…For related background and the biological activity of isoxazol, see: Howell & Kimmel (2008); Bartlett & Schleyerbach (1985); Lamani et al (2009); Jayashankar et al (2009). For related structures, see: Alvarez-Thon et al (2006); Tahir et al (2008); Shad et al (2008); Fun et al (2010). For details of hydrogenbond motifs, see: Bernstein et al (1995).…”
Section: Related Literaturementioning
confidence: 99%
“…For related background and the biological activity of isoxazol, see: Howell & Kimmel (2008); Bartlett & Schleyerbach (1985); Lamani et al (2009); Jayashankar et al (2009). For related structures, see: Alvarez-Thon et al (2006); Tahir et al (2008); Shad et al (2008); Fun et al (2010). For details of hydrogenbond motifs, see: Bernstein et al (1995).…”
Section: Related Literaturementioning
confidence: 99%
“…as a mimetic peroxidase in the catalytic oxidation of phenol by H 2 O 2 (Li et al, 2004) or as a source of cross-linking in polymers that contain a Schiff base at the side chain (Campillos et al, 1996). On the other hand, we have used -diketohydrazones of the type (CH 3 CO) 2 C NNHC 6 H 4 -R (Yao, 1964) for obtaining organic functions as isoxazoles (Alvarez-Thon et al, 2006) and pyrazoles (Bustos et al, 2006). The title compound represents a case where the -diketohydrazone ligands or its derivatives can be used as metal extracting agents.…”
Section: Commentmentioning
confidence: 99%
“…The method reported here allows us to obtain isoxazoles under mild conditions by reacting b-diketohydrazones with hydroxylammonium chloride. In this work, we present an extensive report on the synthesis and characterization of a new series of 3,4,5-trisubstituted isoxazoles using 3-(2-(4-R-phenyl)hydrazinylidene)pentane-2,4-diones [23][24][25][26][27] as precursors, where R = 4-N(CH 3 ) 2 (1), 4-OH(2), 4-CH 3 (3), 4-OCH 3 (4), 4-H(5), 4-Cl(6), 4-Br (7), 4-CO 2 H(8), 4-CO 2 CH 2 CH 3 (9), 4-COCH 3 (10), 4-CN (11), 4-NO 2 (12), 4-CH 2 CO 2 -CH 2 CH 3 (13), , 2-OH (15), 2-Cl( 16), 2-NO 2 (17), 2-CO 2 H (18). Crystals suitable for X-ray diffraction were also obtained for two of the studied compounds, (7) and (17).…”
Section: Introductionmentioning
confidence: 99%