Crystal structure of 4-methyl-7-propoxy-2H-chromen-2-one

• Published in: Acta crystallographica. Section E, Structure reports online Vol. 70; no. 11; pp. 451 - 453
• Main Authors: Samuel Estrada-Soto, Amanda Sánchez-Recillas, Gabriel Navarrete-Vázquez, Hugo Tlahuext
• Format: Journal Article
• Language: English
• Published: International Union of Crystallography 01.11.2014
• Subjects: coumarin derivative; crystal structure; C—H...O interactions; offset π–π interactions
• ISSN: 1600-5368; 1600-5368
• DOI: 10.1107/S1600536814023678

The asymmetric unit of the title compound, C13H14O3, contains two independent molecules, A and B, that are interconnected through an offset π–π interaction [inter-centroid separation = 3.6087 (4) Å]. The fused benzene and pyran-2-one rings in each molecule are essentially coplanar, having dihedral angles of 1.22 (12) and 1.57 (12)° for molecules A and B, respectively. Similarly, the coumarin ring system and the 7-propoxy substituent are close to being coplanar [C—C—O—C torsion angles = 2.9 (2) and 1.4 (2)° for molecules A and B, respectively]. In the crystal, the molecules are connected by C—H...O hydrogen bonds, forming supramolecular tapes along [100] that are linked into a three-dimensional network by C—H...π interactions, as well as by the aforementioned π–π interactions.