Crystal structure and Hirshfeld surface analysis of 5-[(5-nitro-1H-indazol-1-yl)methyl]-3-phenyl-4,5-dihydroisoxazole

Acta Crystallographica Section E: Crystallographic Communications

Joel T. Mague¹  Sanae Lahmidi²  Mohammed Benchidmi²  Mohammed Boulhaoua²  Mohamed El Hafi²  Necmi Dege³  Sevgi Kansiz³ 

[1] Department of Chemistry, Tulane University, New Orleans, LA 70118, USA;Laboratoire de Chimie Organique Hétérocyclique, Centre de Recherche Des Sciences des Médicaments, Pôle de Compétence Pharmacochimie, Av Ibn Battouta, BP 1014, Faculté des Sciences, Université Mohammed V, Rabat, Morocco;Ondokuz Mayıs University, Faculty of Arts and Sciences, Department of Physics, 55139, Kurupelit, Samsun, Turkey;

关键词: crystal structure;    indazole;    oxazole;    hydrogen bond;    π–π-stacking;    Hirshfeld surface analysis;   

DOI  :  10.1107/S2056989018017590

来源: DOAJ

【 摘 要 】

In the title compound, C17H14N4O3, the indazole unit is planar to within 0.0171 (10) Å and makes dihedral angles of 6.50 (6) and 6.79 (4)°, respectively, with the nitro and pendant phenyl groups. The conformation of the oxazole ring is best described as an envelope. In the crystal, oblique stacks along the a-axis direction are formed by π–π stacking interactions between the indazole unit and the pendant phenyl rings of adjacent molecules. The stacks are linked into pairs through C—H...O hydrogen bonds. Hirshfeld surface analysis and two-dimensional fingerprint plots indicate that the most important contributions to the crystal packing are from H...H (36.3%), O...H/H...O (23.4%), C...H/H...C (13.4%) and N...H/H...N (11.4%) interactions.

【 授权许可】

Unknown