Synthesis, structural studies and Hirshfeld surface analysis of 2-[(4-phenyl-1H-1,2,3-triazol-1-yl)methyl]pyridin-1-ium hexakis(nitrato-κ2O,O′)thorate(IV)

The complex 2-[(4-phenyl-1H-1,2,3-triazol-1-yl)methyl]pyridin-1-ium hexakis(nitrato-O,O′)thorate was synthesized from layered solutions of Th(NO3)4·5H2O and 2-[(4-phenyl-1H-1,2,3-triazol-1-yl)methyl]pyridine (L).


Supramolecular features and Hirshfeld Surface Analysis
In the crystal, N-H� � �N and C-H� � �O hydrogen-bonding interactions are observed (Table 2).The packing also features C-H� � ��(ring

Refinement
Crystal data, data collection and refinement details are given in Table 3. C-bound hydrogen atoms were placed in calculated positions (C-H = 0.95-0.99A ˚) and refined using a riding model with U iso (H) = 1.2U eq (C).The N-bound H atom H4 was refined with the distance restraint N-H = 0.89�0.02A ˚.

Special details
Experimental.A crystal of 1 suitable for X-ray analysis was mounted on a Cryoloop with a drop of Paratone oil and placed in the cold nitrogen stream of the Kryoflex attachment of the Bruker APEX-II CCD diffractometer.The raw data was reduced with SAINT V8.40A (Bruker, 2019).The absorption correction was done with SADABS2016/2 (Bruker, 2016/2).Structural solutions were obtained with SHELXT (Sheldrick, 2015a) and refined using full matrix least-squares against F 2 using SHELXL (Sheldrick, 2015b), in conjunction with the Olex2 (Dolomanov et al., 2009) graphical user interface.
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. Fractional

1
Figure 1 Molecular structure of 1: (a) Asymmetric unit of 1 showing the atom-labelling scheme, (b) perspective view of complex 1 and (c) coordination polyhedron around the Th IV atom in 1.The hydrogen atoms are omitted for clarity except for the pyridinium hydrogen.Displacement ellipsoids are drawn at the 30% probability level.

Figure 3
Figure 3The three-dimensional Hirshfeld surface of the title compound 1, plotted over d norm in the range.The hydrogen bonds are shown as dashed lines.

Figure 2 (
Figure 2 (a) The packing of complex 1 showing the [C 14 H 13 N 4 ] + cations in face-centered positions and [Th(NO 3 ) 6 ] 2À anions at the corners and in body-centered locations and (b) packing diagram showing intermolecular C-H� � �O hydrogen-bonding interactions (blue dotted lines).

Figure 4
Figure 4 Hirshfeld surface of 1 mapped over d norm (left images of each pair) with the corresponding two-dimensional fingerprint plots (right images of each pair).The d i and d e values are the closest internal and external distances (in A ˚) from given points on the Hirshfeld surface.

Table 3
Experimental details.