Date Published: July 01, 2012
Publisher: International Union of Crystallography
Author(s): Abdullah M. Asiri, Hassan M. Faidallah, Khalid A. Alamry, Seik Weng Ng, Edward R. T. Tiekink.
In the title compound, C14H11ClN2O2, two independent molecules (A and B) comprise the asymmetric unit with the main difference between them being the relative orientation of the pendent phenyl ring with respect to the fused-ring system [dihedral angles = 8.32 (8)° (A) and 28.32 (8)° (B)]. In the crystal, the A molecules are connected into a linear supramolecular chain along the a axis via C—H⋯O interactions and linked to this via C—H⋯Cl interactions are the B molecules. The chains are connected into layers in the ab plane by π–π interactions between pyrazole (A) and pyran (B) rings, and between pyrazole (B) and pyran (A) rings [centroid–centroid distances = 3.5442 (11) and 3.4022 (10) Å, respectively].
For the analgesic and anti-inflammatory activity of pyrano[2,3-c]pyrazole derivatives, see: Kuo et al. (1984 ▶). For the synthesis, see: Gelin et al. (1983 ▶). For the structure of the derivative without a chloro substituent, see: Asiri et al. (2012 ▶).