Bis[2-(4-hy­droxy­phen­yl)acetato-κO]bis­(1,10-phenanthroline-κ2 N,N′)cadmium penta­hydrate

Yu-Ye Yu

doi:10.1107/S1600536811001747

. 2011 Jan 22;67(Pt 2):m246. doi: 10.1107/S1600536811001747

Bis[2-(4-hydroxyphenyl)acetato-κO]bis(1,10-phenanthroline-κ² N,N′)cadmium pentahydrate

Yu-Ye Yu ^a,^*

PMCID: PMC3051641 PMID: 21522901

Abstract

In the title compound, [Cd(C₈H₇O₃)₂(C₁₂H₈N₂)₂]·5H₂O, the Cd^II ion is six-coordinated by two carboxylate O atoms of monodentate 2-(4-hydroxyphenyl)acetate ligands and by four N atoms from two chelating 1,10-phenantroline ligands in a distorted trigonal–prismatic geometry. O—H⋯O hydrogen bonds between water molecules and the complex molecules result in the formation of a three-dimensional network. Four water molecules act as single acceptors and double donors while the fifth water molecule is involved as a single acceptor and single donor in an O—H⋯O interaction and as a donor in an O—H⋯π interaction.

Related literature

For metal complexes derived from carboxylic acids, see: Fang & Zhang (2006 ▶); Pan et al. (2006 ▶); Wang & Sevov (2008 ▶); Wang et al. (2010 ▶); Liu et al. (2010 ▶).

Experimental

Crystal data

[Cd(C₈H₇O₃)₂(C₁₂H₈N₂)₂]·5H₂O
M _r = 865.17
Triclinic,
a = 11.020 (1) Å
b = 11.341 (1) Å
c = 16.554 (2) Å
α = 86.170 (1)°
β = 77.537 (1)°
γ = 70.836 (1)°
V = 1908.2 (3) Å³
Z = 2
Mo Kα radiation
μ = 0.64 mm⁻¹
T = 296 K
0.31 × 0.29 × 0.11 mm

Data collection

Bruker APEXII area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T _min = 0.823, T _max = 0.930
28812 measured reflections
8705 independent reflections
7876 reflections with I > 2σ(I)
R _int = 0.020

Refinement

R[F ² > 2σ(F ²)] = 0.026
wR(F ²) = 0.067
S = 1.04
8705 reflections
505 parameters
7 restraints
H-atom parameters constrained
Δρ_max = 0.60 e Å⁻³
Δρ_min = −0.30 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: SHELXTL.

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811001747/gk2315sup1.cif

e-67-0m246-sup1.cif^{(41.2KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811001747/gk2315Isup2.hkl

e-67-0m246-Isup2.hkl^{(425.8KB, hkl)}

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

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

Cg5 is the centroid of the C3–C8 ring.

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H3A⋯O4ⁱ	0.82	1.82	2.641 (2)	175
O6—H6A⋯O4Wⁱⁱ	0.82	1.87	2.670 (3)	164
O1W—H1WA⋯O5ⁱⁱⁱ	0.83	1.93	2.756 (2)	177
O1W—H1WB⋯O6ⁱⁱ	0.77	2.03	2.798 (3)	177
O2W—H2WA⋯O1^iv	0.81	2.01	2.812 (2)	168
O2W—H2WB⋯O1W	0.76	2.04	2.769 (3)	160
O3W—H3WA⋯O3ⁱ	0.84	2.02	2.817 (3)	158
O3W—H3WB⋯O2W	0.82	1.94	2.712 (3)	155
O4W—H4WB⋯O5W	0.87	1.82	2.682 (3)	168
O5W—H5WB⋯O2	0.84	1.92	2.756 (2)	176
O5W—H5WA⋯O3W	0.92	1.87	2.737 (3)	157
O4W—H4WA⋯Cg5^v	0.82	2.85	3.583 (2)	151

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

supplementary crystallographic information

Comment

The design and synthesis of carboxylic metal-organic complexes have been of increasing interest for decades owing to their potential practical applications including fluorescence and magnetism (Wang, et al., 2010; Fang, et al., 2006; Wang, et al., 2008). We have worked at it before (Liu, et al., 2010). In the paper, we report the crystal structure of a new cadmiun(II) complex with p- hydroxyphenylacetic acid and 1,10-phenanthroline.

The structure of the complex is shown in Fig.1, which shows that the Cd(II) atom is coordinated by two p-hydroxyphenylacetate(PAA) anions and two 1,10-phenanthroline (phen)ligands. The monodentate PAA anions coordinate to the Cd(II) ion in an approximate trans configuration, their benzene rings being nearly parallel to each other. The phen acts as a chelate ligand via the N atoms, while the carboxylate ligand has one carboxylate groups,behaving as a monodentate site through the deprotonated O atom. The coordination geometry can be described as a distorted trigonal prism. The coordination compound is built up by a pair of PAA anions using carboxylate oxygen atoms (Cd—O2=2.3222 (15) Å,Cd—O5=2.3676 (16) Å) and by a pair of neutral 1,10-phenanthroline molecules using nitrogen atoms(Cd—N1= 2.4522 (17) Å,Cd—N2=2.3577 (16) Å,Cd—N3=2.4472 (17) Å,Cd—N4=2.3786 (18) Å)in trans positions(Pan, et al., 2006).

The packing plot is shown in Fig.2. The most significant forces contribulting the formation and stabilization of the crystal are O—H···O hydrogen bonds and weak π···π aromatic interactions between phen molecules and aromatic rings of the carboxylate ligands.

Experimental

All reagents were of analytical grade and were used without further purification. 4-Hydroxyphenylacetic acid (0.152 g, 1 mmol) and 1,10- phenanthroline (0.1982 g, 1 mmol) were added to a solution of Cd(OH)₂ (0.146 g,1 mmol) in 10 ml e thanol. The solution was stirred at 343 K for 12 days, and then 10 ml of ethanol were added. A wite deposit was formed within a few minutes that was kept for 12 days at 313 K. The deposit was filtered off and colorless solution was slowly evaporated resulting in formation of colorless single crystals of the title compound within 5 days.