2,6-Bis(1-isopropyl-5-phenyl-1H-pyrazol-3-yl)pyridine

In the title compound, C29H29N5, the central pyridine ring and the two pyrazole rings are approximately coplanar, the dihedral angles between the pyridine and pyrazole rings being 3.94 (12) and 14.84 (12)°. The pyrazole and phenyl rings on each side of the molecule are twisted with dihedral angles of 46.72 (8) and 73.39 (8)°. One phenyl ring interacts with a pyrazole ring of a neighbouring molecule via a weak intermolecular C—H⋯π interaction, which stabilizes the molecular packing.

In the title compound, C 29 H 29 N 5 , the central pyridine ring and the two pyrazole rings are approximately coplanar, the dihedral angles between the pyridine and pyrazole rings being 3.94 (12) and 14.84 (12) . The pyrazole and phenyl rings on each side of the molecule are twisted with dihedral angles of 46.72 (8) and 73.39 (8) . One phenyl ring interacts with a pyrazole ring of a neighbouring molecule via a weak intermolecular C-HÁ Á Á interaction, which stabilizes the molecular packing.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: IS2264). bpipp), is a potentially tridentate pincer ligand by N-alkylation of a bispyrazolyl ligand.
The asymmetric unit of the title compound contains only one bpipp molecule (Fig. 1). The pyrazole and pyridine rings are near-coplanar [inter-ring dihedral angles 3.94 (12) and 14.84 (12)°], whereas the pyrazole rings are twisted from the phenyl rings with the two dihedral angles 46.72 (8) and 73.39 (8)°. The phenyl ring interacts with the pyrazole ring of the neighbouring molecule to afford a weak intermolecular C-H··· π interaction (Table 1; Cg1 is the centroid of the C6-C8/N2/N3 pyrazole ring) which stabilizes the molecular packing. The centroid to centroid distance between stacked pyridine rings is ca 4.88 Å, which is very long and prevents π-π stacking (Fig. 2). All bond lengths and angles are normal.

S3. Refinement
H atoms were positioned geometrically and treated as riding, with C-H bonding lengths constrained to 0.93 (aromatic CH), 0.98 (methylene CH), or 0.96 Å (methyl CH 3 ), and with U iso (H) = 1.2U eq (C) or 1.5U eq (methyl C).   A packing view of the title compound along the b axis. H atoms have been omitted for clarity.

2,6-Bis(1-isopropyl-5-phenyl-1H-pyrazol-3-yl)pyridine
Special details Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. Refinement. Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > σ(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. Rfactors based on F^2^ are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.