Tris(1,10-phenanthroline-κ2 N,N′)zinc(II) chloride 2-phenyl-4-selenazole-5-car­box­yl­ate decahydrate

Jin-Bei Shen; Xin Lv; Ji-Fei Chen; Yu-Feng Zhou; Guo-Liang Zhao

doi:10.1107/S1600536811000729

. 2011 Jan 15;67(Pt 2):m186–m187. doi: 10.1107/S1600536811000729

Tris(1,10-phenanthroline-κ² N,N′)zinc(II) chloride 2-phenyl-4-selenazole-5-carboxylate decahydrate

Jin-Bei Shen ^a, Xin Lv ^a, Ji-Fei Chen ^a, Yu-Feng Zhou ^a, Guo-Liang Zhao ^a,^b,^*

PMCID: PMC3051608 PMID: 21522857

Abstract

The asymmetric unit of the title salt, [Zn(C₁₂H₈N₂)₃](C₁₀H₆NO₂Se)Cl·10H₂O, contains a [Zn(phen)₃]²⁺ cation (phen is 1,10-phenanthroline), uncoordinated chloride and 2-phenyl-4-selenazole-5-carboxylate anions and ten uncoordinated water molecules. The central Zn^II ion is six-coordinated by six N atoms from three phen ligands in a distorted octahedral geometry. An extensive O—H⋯O, O—H⋯N and O—H⋯Cl hydrogen-bonding network stabilizes the crystal structure.

Related literature

For the synthesis of the organic ligand, 2-phenyl-4-selenazole-5-carboxylic acid, see: Zhao et al. (2010 ▶). For related structures, see: Srivastava & Robins (1983 ▶); Boritzki et al. (1985 ▶); Wang et al. (2006 ▶).

Experimental

Crystal data

[Zn(C₁₂H₈N₂)₃](C₁₀H₆NO₂Se)Cl·10H₂O
M _r = 1072.71
Triclinic,
a = 12.4837 (9) Å
b = 13.8935 (10) Å
c = 15.8221 (12) Å
α = 77.618 (4)°
β = 89.642 (4)°
γ = 63.375 (4)°
V = 2383.4 (3) Å³
Z = 2
Mo Kα radiation
μ = 1.40 mm⁻¹
T = 296 K
0.64 × 0.35 × 0.17 mm

Data collection

Bruker APEXII area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T _min = 0.562, T _max = 0.790
33787 measured reflections
8371 independent reflections
6305 reflections with I > 2σ(I)
R _int = 0.038

Refinement

R[F ² > 2σ(F ²)] = 0.047
wR(F ²) = 0.140
S = 1.06
8371 reflections
613 parameters
30 restraints
H-atom parameters constrained
Δρ_max = 0.81 e Å⁻³
Δρ_min = −0.74 e Å⁻³

Data collection: APEX2 (Bruker, 2006 ▶); cell refinement: SAINT (Bruker, 2006 ▶); 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: SHELXL97.

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811000729/hg2778sup1.cif

e-67-0m186-sup1.cif^{(39KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811000729/hg2778Isup2.hkl

e-67-0m186-Isup2.hkl^{(409.4KB, 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
O1W—H1WA⋯O2Wⁱ	0.85	2.05	2.898 (5)	179
O1W—H1WB⋯O9Wⁱⁱ	0.85	1.98	2.830 (6)	180
O4W—H4WA⋯N7ⁱⁱ	0.85	2.22	3.044 (5)	163
O4W—H4WA⋯O1ⁱⁱ	0.85	2.40	2.921 (7)	120
O5W—H5WA⋯O6Wⁱⁱⁱ	0.85	1.91	2.762 (6)	178
O6W—H6WA⋯Cl1ⁱⁱⁱ	0.85	2.24	3.076 (5)	168
O7W—H7WB⋯Cl1^iv	0.85	2.54	3.391 (5)	179
O8W—H8WB⋯O7W^v	0.85	1.97	2.817 (7)	180
O2W—H2WA⋯O9W^vi	0.85	1.96	2.806 (5)	179
O2W—H2WB⋯Cl1^vii	0.85	2.28	3.129 (3)	180
O4W—H4WB⋯O1	0.85	1.98	2.809 (6)	166
O5W—H5WB⋯O3W	0.85	2.07	2.915 (6)	173
O6W—H6WB⋯O2	0.85	2.05	2.892 (6)	171
O7W—H7WA⋯Cl1	0.85	2.24	3.006 (5)	150
O8W—H8WA⋯O2	0.85	1.97	2.819 (5)	172
O9W—H9WA⋯O8W	0.85	2.05	2.864 (8)	161
O9W—H9WB⋯O10W	0.85	2.18	3.030 (8)	178
O10W—H10W⋯O4W	0.85	2.02	2.866 (8)	173
O10W—H10E⋯O2	0.85	2.08	2.925 (6)	171

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

Acknowledgments

This project was supported by the Natural Science of Fundation of Zhejiang (Y4080256) and the Zhejiang students’ science and technology innovation plan (young talent plan).

supplementary crystallographic information

Comment

Derivatives of selenazole are important in chemistry and biochemistry due to their biological activity (Srivastava et al., 1983; Boritzki et al., 1985). Interested in this field, we have been engaged in a major effort directed toward the development of syntheses of new selenazole carboxylic acid and their transition metal complexes. We have reported our partial research results previously (Zhao et al., 2010). Herein, we describe the structure of the title Zn^II complex.

The local coordination geometry around each Zn center (Fig. 1 and Fig. 2) is a slightly distorted octahedron defined by six nitrogen atoms from three different 1,10-phenanthroline (phen) ligands while the organic ligand 2-phenyl-4- selenazole carboxylic acid (HL) loses its one proton and changes to L which fail to coordinate to zinc atom.That is, the compound consists of [Zn(phen)₃]²⁺ cations, two un-coordinating anions: Cl^-and L and ten water molecules. The bonds between Zn^II and N atoms from 1, 10-phenanthroline are 2.155 (3)Å - 2.185 (3)Å, which are similar to related compounds in the literatures (Wang et al. 2006). The three phen ligands around zinc is respectively plane,the four N atoms of phen form the equatorial plane, and N4 and N5 atoms occupy the apical positions.

The hydrogen bonds and π···π weak non-covalent interactions lend stability to the structure. The hydrogen bonds are listed in Table 2 and the stacking plot of this compound is shown in Fig. 3. Complex molecules are linked in a line through water molecules by hydrogen bonds and different lines are interlocked with benzene rings using π···π stacking.

Experimental

Reagents and solvents used were of commercially available quality and without purification before using. The compound (1) was obtained by adding ZnCl₂ (0.136 g,1 mmol) to 2-phenyl-4-selenazole carboxylic acid (0.252 g,1 mmol),1,10- phenanthroline (0.396 g, 2 mmol) in ethanol solution. The mixture was stirred at room temperature for 8 h to obtain a colourless solution which was filtered and the filtrate kept for evaporating. colourless crystal of the title complex formed after 40 days.