[Diphenyldi(pyrazol-1-yl)methane]dinitratocobalt(II)

In the title compound, [Co(NO3)2(C19H16N4)], the diphenyldipyrazolylmethane ligand coordinates to CoII in a bidentate fashion forming a six-membered ring with an approximate boat configuration. The mean planes of the two pyrazolyl rings are separated by an angle of 39.6 (2)°. The coordination at the CoII center is best described as distorted octahedral with two NO3 − anions serving as bidentate ligands for charge balance. The dihedral angle between the mean planes of the two nitrate rings is 85.0 (1)° and that between the mean planes of the two phenyl rings is 73.7 (1)°. The crystal structure is stabilized by weak intermolecular C—H⋯O and intramolecular C—H⋯N hydrogen-bond interactions.

In the title compound, [Co(NO 3 ) 2 (C 19 H 16 N 4 )], the diphenyldipyrazolylmethane ligand coordinates to Co II in a bidentate fashion forming a six-membered ring with an approximate boat configuration. The mean planes of the two pyrazolyl rings are separated by an angle of 39.6 (2) . The coordination at the Co II center is best described as distorted octahedral with two NO 3 À anions serving as bidentate ligands for charge balance. The dihedral angle between the mean planes of the two nitrate rings is 85.0 (1) and that between the mean planes of the two phenyl rings is 73.7 (1) . The crystal structure is stabilized by weak intermolecular C-HÁ Á ÁO and intramolecular C-HÁ Á ÁN hydrogen-bond interactions.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: JJ2017).

Comment
The metal chemistry of diphenyldipyrazolylmethane ligands was first explored by Shiu et al. (1993) who crystallized two complexes of the 3,5-dimethylpyrazolyl variant with molybdenum. Similar complexes with Pd II were synthesized by Tsuji et al. (1999) and Reger et al. (2004) who generated complexes with Ag I . More recently, compounds with diphenyldipyrazolylmethane ligands complexed with Cu I/II (Shaw et al. 2004;2005), Ni II (Baho & Zargarian, 2007a;2007b), and Zn II (Shaw et al. 2009) have appeared in the literature.
In the title compound, Co(C 19 H 16 N 4 )(NO 3 ) 2 , the diphenyldipyrazolylmethane ligand coordinates to the Co II in a bidentate fashion forming a six-membered ring with an approximate boat configuration (Fig. 1). The mean planes of the two pyrazolyl rings are separated by 39.55 (12)°. The geometry at the Co II is best described as a distorted octahedral with two NO 3 anions serving as bidentate ligands for charge balance. The N2 and N4 atoms are the bidentate groups that form a heteroscorpionate type structure coordinated to a d 2 sp 3 hybridized Co II ion. The dihedral angle between the mean planes of the two nitrato rings is 84.52 (10)° and between the mean planes of the two phenyl rings is 73.71 (6)°. The crystal structure is stabilized by weak intermolecular C-H···O and intramolecular C-H···N hydrogen bond interactions ( Fig. 2; Table 1).

Experimental
The title compound was prepared by reacting cobalt(II) nitrate hexahydrate (1.64 mmoles) with diphenyldipyrazolylmethane (1.97 mmoles) in ethanol (100 ml). After 24 h of stirring, the solution was evaporated under reduced pressure to afford a red solid. Crystals were isolated by redissolving the solid in dichloromethane and layering with hexanes.

Refinement
All hydrogen atoms were refined using a riding model. C-H values were set from 0.93 to 0.97 Å with U iso (H) = 1.2U eq (C). Fig. 1

Special details
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 Rfactors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors 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.