[2-Amino-4,6-bis­(2-pyrid­yl)-1,3,5-tri­azine-κ3 N 4,N 5,N 6]dichloridocadmium(II)

Man-Li Cao; Lei Shi

doi:10.1107/S1600536811012517

. 2011 Apr 29;67(Pt 5):m638. doi: 10.1107/S1600536811012517

[2-Amino-4,6-bis(2-pyridyl)-1,3,5-triazine-κ³ N ⁴,N ⁵,N ⁶]dichloridocadmium(II)

Man-Li Cao ^a,^*, Lei Shi ^a

PMCID: PMC3089071 PMID: 21754346

Abstract

In the title compound, [CdCl₂(C₁₃H₁₀N₆)], the 2-amino-4,6-bis(pyridin-2-yl)-1,3,5-triazine (HABPT) ligand adopts a tridentate tripyridyl coordination mode. The Cd^II atom is five-coordinated by three N atoms from the HABPT ligand and two chloride ions. In the crystal, molecules are linked via N—H⋯N, N—H⋯Cl and C—H⋯Cl hydrogen bonds into a supramolecular network.

Related literature

For asymmetric ligands containing a triazine ring, see: Drew et al. (2000 ▶); Boubals et al. (2002 ▶); Medlycott et al. (2007 ▶); Chi et al. (2006 ▶); Cao et al. (2008 ▶, 2009 ▶). For the synthesis of the HABPT ligand, see: Case & Koft (1959 ▶). For metal complexes of the HABPT ligand, see: Drew et al. (2000 ▶); Boubals et al. (2002 ▶); Cao et al. (2009 ▶). For the diverse coordination modes of rigid multidentate polypyridyl ligands containing a triazine ring as a bridge, see: Zhou, Li, Wu & Zhang (2006 ▶); Zhou, Li, Zheng, Zhang & Wu (2006 ▶).

Experimental

Crystal data

[CdCl₂(C₁₃H₁₀N₆)]
M _r = 433.58
Triclinic,
a = 8.8750 (6) Å
b = 9.2010 (7) Å
c = 10.2677 (7) Å
α = 82.5151 (9)°
β = 65.636 (1)°
γ = 82.798 (1)°
V = 754.89 (9) Å³
Z = 2
Mo Kα radiation
μ = 1.80 mm⁻¹
T = 293 K
0.34 × 0.31 × 0.28 mm

Data collection

Bruker SMART APEX CCD detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2005 ▶) T _min = 0.581, T _max = 0.636
5102 measured reflections
2588 independent reflections
2499 reflections with I > 2σ(I)
R _int = 0.014

Refinement

R[F ² > 2σ(F ²)] = 0.020
wR(F ²) = 0.056
S = 1.01
2588 reflections
199 parameters
H-atom parameters constrained
Δρ_max = 0.28 e Å⁻³
Δρ_min = −0.30 e Å⁻³

Data collection: SMART (Bruker, 2005 ▶); cell refinement: SAINT (Bruker, 2005 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811012517/zq2094sup1.cif

e-67-0m638-sup1.cif^{(18.9KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811012517/zq2094Isup2.hkl

e-67-0m638-Isup2.hkl^{(127.1KB, hkl)}

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Table 1. Hydrogen-bond geometry (Å, °).

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N6—H6A⋯N3ⁱ	0.91	2.31	3.183 (3)	162
N6—H6B⋯Cl2ⁱⁱ	0.91	2.45	3.334 (2)	165
C12—H12A⋯Cl1ⁱⁱⁱ	0.97	2.76	3.671 (2)	158
C2—H2A⋯Cl1^iv	0.97	2.75	3.705 (3)	166
C11—H11A⋯Cl2^v	0.97	2.82	3.596 (2)	138

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Symmetry codes: (i) Inline graphic ; (ii) ; (iii) ; (iv) ; (v) .

Acknowledgments

This work was supported by the National Natural Science Foundation of China (21001031) and the special research fund for PhDs of Guangdong University of Education (10ARF05).

supplementary crystallographic information

Comment

The rigid multidentate polypyridyl ligands containing a triazine ring as a bridge have attracted greatly our attention due to their coordination diversity (Zhou, Li, Wu & Zhang, 2006); Zhou, Li, Zheng, Zhang & Wu, 2006). Although coordination chemistry of the symmetrical ligands like tri(2-pyridyl)-l,3,5-triazine (TPT) has been well explored, the observations on the asymmetric ligands containing triazine ring are still rare (Drew et al., 2000; Boubals et al., 2002; Medlycott et al., 2007; Chi et al., 2006; Cao et al., 2008, 2009).

The ligand 2-amino-4,6-bis(2-pyridyl)-l,3,5-triazine (HABPT) has five potential coordinate sites, it may offer a tridentate chelating mode or bis-bidentate binding mode with the capability of bridging two metal ions in chelating way (Drew et al. 2000; Boubals et al., 2002; Cao et al., 2009). As a contribution to the synthesis and structural studies of coordination abilities of the ligand (Case et al., 1959; Drew et al., 2000; Boubals et al., 2002 and Cao et al., 2009), we present here the crystal structure of the title compound, a new cadmium(II) complex with the HABPT ligand.

Within the title compound, C₁₃H₁₀CdCl₂N₆, the Cd^II center is five-coordinated respectively by three N atoms [Cd—N1 2.387 (2), Cd—N2 2.2679 (18), Cd—N5 2.433 (2) Å] from the HABPT ligand and two Cl atoms [Cd—Cl1 2.4176 (7) and Cd—Cl2 2.4431 (7) Å]. The ligand adopts a tridentate tripyridyl mode to coordinate to the Cd^II ion. Two chloride ligands are posited up and down the plane of the ligand that further accept hydrogen bonds from other ligands, the deviations values of Cd, Cl1 and Cl2 from the least-squares plane (rms deviation 0.122 Å for all non-H atoms of the planar tridentate ligand) are -0.603 (1), 0.540 (2) and -2.997 (1) Å, respectively. Viewed from the whole crystal structure, molecules are linked by intermolecular N—H···N, N—H···Cl and C—H···Cl hydrogen bonds to form a supramolecular structure. A weak intermolecular π–π interaction between the triazine ring and one pyridyl ring is also observed with a centroid-centroid distance of 3.976 (1) Å.

Experimental

The ligand HABPT was prepared according to previously reported procedures (F.H. Case et al., 1959). To a suspension of HABPT (0.025 g, 0.1 mmol) in 7 ml of ethanol was added the solution of CdCl₂ (0.018 g, 0.1 mmol) in 7 ml distilled water. The resulting mixture was vibrated under ultrasonic condition for 20 min and then filtered. The obtained colorless filtrate was allowed to stay at ambient temperature for one week giving 0.026 g (60% yield, based on the ligand) of colourless crystals suitable for a structural determination.

Anal. Calcd. for C₁₃H₁₀Cl₂N₆Cd (%): C 36.01, H 2.31, N 19.38; found (%): C 36.12, H 2.40, N 19.31.