Dichlorido[N-(N,N-dimethylcarbamimidoyl)-N′,N′,4-trimethylbenzohydrazonamide]platinum(II) nitromethane hemisolvate

In the title compound, [PtCl2(C13H21N5)]·0.5CH3NO2, the PtII atom is coordinated in a slightly distorted square-planar geometry by two Cl atoms and two N atoms of the bidentate ligand. The (1,3,5-triazapentadiene)PtII metalla ring is slightly bent and does not conjugate with the aromatic ring. In the crystal, N—H⋯Cl hydrogen bonds link the complex molecules, forming chains along [001]. The nitromethane solvent molecule shows half-occupancy and is disordered over two sets of sites about an inversion centre.

In the title compound, [PtCl 2 (C 13 H 21 N 5 )]Á0.5CH 3 NO 2 , the Pt II atom is coordinated in a slightly distorted square-planar geometry by two Cl atoms and two N atoms of the bidentate ligand. The (1,3,5-triazapentadiene)Pt II metalla ring is slightly bent and does not conjugate with the aromatic ring. In the crystal, N-HÁ Á ÁCl hydrogen bonds link the complex molecules, forming chains along [001]. The nitromethane solvent molecule shows half-occupancy and is disordered over two sets of sites about an inversion centre.

Introduction
The title complex (I) was obtained in the framework of our project devoted to the intramolecular rearrangement of carbamimidoylamidoxime and dialkylcyanamide ligands to furnish amidrazone complexes (Bolotin et al., 2013). The luminescent properties of 1,3,5-triazapentadiene metal complexes and the catalytic activity of some related complexes have been reported in the literature (Gushchin et al., 2008;Kopylovich et al., 2011;Sarova et al., 2006).

Synthesis and crystallization
The platinum complex was synthesized by the described method (Bolotin et al., 2013). Crystals of I suitable for X-ray diffraction were obtained by a slow evaporation of a nitromethane solution of the complex at room temperature in air.

Refinement
Crystal data, data collection and structure refinement details are summarized in Table 1. The solvent of crystallization (MeNO 2 ) was disordered over two sites about an inversion centre with equal occupancies. The NH hydrogen atoms were located from the difference Fourier map but constrained to ride on their parent atom, with U iso = 1.5 U eq (parent atom).
Other hydrogen atoms were positioned geometrically and constrained to ride on their parent atoms, with C-H = 0.95-0.98 Å, and U iso = 1.2-1.5 U eq (parent atom). The highest peak is located 0.68 Å from atom Pt1 and the deepest hole is located 0.64 Å from atom Pt1.

Results and discussion
Compound I crystallizes from MeNO 2 as hemisolvate [PtCl 2 (C 13 H 21 N 5 )].0.5MeNO 2 . Nitromethane molecules incorporated in the crystals lattice are disordered over two sites with equal occupancies. The coordination polyhedron of platinum exhibits a typical square-planar geometry. All bond angles around the Pt II center are close to 90°. The Pt-Cl distances (2.3223 (3) and 2.3279 (3) Å) are specific for the Pt II -Cl bonds, the Pt-N imine bond length of 1.9809 (11) Å is a characteristic value in (imine)Pt II species, while the Pt-N hydrazone bond length (2.0309 (11) Å) is characteristic for Pt II -N sp2 complexes (Orpen et al., 1989).  et al., 1987). The N-N distance of 1.4402 (16) Å is specific for a normal single N sp2 -N sp3 bond (Allen et al., 1987).
In the molecular structure, the (1,3,5-triazapentadiene)Pt II ring is slightly bent and does not conjugate with the aromatic ring. The dihedral angle between the mean plane of the aromatic ring C4/C10 and the atoms N1/C3/N3 is 73.76 (9)°. All supplementary materials bond angles in this metallacycle are close to 120°, except the (N=C) imine -N-(C=N) hydrazone angle, which is equal to 127.96 (11)° and the N-Pt-N angle, which is close to 90° [88.49 (5)°]. Weak intermolecular H-bondings between the amidoxime amide group and one of the chlorine atoms were observed in the crystal structure.

Figure 1
View of the title complex. Thermal ellipsoids are drawn at the 50% probability level. Pt atoms are pale blue, chlorine, carbon, and nitrogen atoms are green, grey, and blue, respectively. The disordered nitromethane of crystallization has been omitted for clarity. 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. 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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å 2 )
x y z U iso */U eq Occ. (