Crystal structure of 2-[2-(2,5-di-chloro-benz-yloxy)-2-(furan-2-yl)eth-yl]-2H-indazole.

In the title compound, C20H16Cl2N2O2, the indazole ring system is approximately planar [maximum deviation = 0.033 (1) Å], its mean plane is oriented at dihedral angles of 25.04 (4) and 5.10 (4)° to the furan and benzene rings, respectively. In the crystal, pairs of C-Hind⋯Obo (ind = indazole and bo = benz-yloxy) hydrogen bonds link the mol-ecules into centrosymmetric dimers with graph-set motif R22(12). Weak C-H⋯π inter-actions is also observed. Aromatic π-π stacking between the benzene and the pyrazole rings from neighbouring mol-ecules [centroid-centroid distance = 3.8894 (7) Å] further consolidates the crystal packing.

2-[2-(2,6-Di-chloro-benz-yloxy)-2-phenyl-eth-yl]-2H-indazole.

In the title compound, C22H18Cl2N2O, the indazole ring system is approximately planar [maximum deviation = 0.031 (2) Å], its mean plane is oriented at 3.17 (4) and 19.34 (4)° with respect to the phenyl and benzene rings. In the crystal, weak C-H⋯π inter-actions link the mol-ecules into supra-molecular chains running along the b-axis direction.

1-(Furan-2-yl)-2-(2H-indazol-2-yl)ethanone.

The asymmetric unit of the title compound, C13H10N2O2, contains two crystallographically independent mol-ecules (A and B). The indazole ring systems are approximately planar [maximum deviations = 0.0037 (15) and -0.0198 (15) Å], and their mean planes are oriented at 80.10 (5) and 65.97 (4)° with respect to the furan rings in mol-ecules A and B, respectively. In the crystal, pairs of C-H⋯N hydrogen bonds link the B mol-ecules, forming inversion dimers. These dimers are bridged by the A mol-ecules via C-H⋯O hydrogen bonds, forming sheets parallel to (011). There are also C-H⋯π inter-actions present, and π-π inter-actions between neighbouring furan and the indazole rings [centroid-centroid distance = 3.8708 (9) Å] of inversion-related mol-ecules, forming a three-dimensional structure.

2-(2H-Indazol-2-yl)-1-phenyl-ethanone.

The asymmetric unit of the title compound, C(15)H(12)N(2)O, contains two independent mol-ecules with different conformations, the phenyl ring and indazole mean plane in the two mol-ecules forming dihedral angles of 50.82 (5) and 89.29 (6)°. In the crystal, weak C-H⋯O and C-H⋯N hydrogen bonds and C-H⋯π inter-actions consolidate the packing.