Tris(ethane-1,2-diamine-κ2 N,N′)nickel(II) 5-hy­droxy­isophthalate monohydrate

Shu-Hong Wang; Bin Zhang; Cheng Wang; Guo-Qiang Xu; Yang Xie

doi:10.1107/S1600536811001449

. 2011 Jan 26;67(Pt 2):m257–m258. doi: 10.1107/S1600536811001449

Tris(ethane-1,2-diamine-κ² N,N′)nickel(II) 5-hydroxyisophthalate monohydrate

Shu-Hong Wang ^a,^b, Bin Zhang ^a,^c, Cheng Wang ^b,^*, Guo-Qiang Xu ^b, Yang Xie ^b

PMCID: PMC3051561 PMID: 21522910

Abstract

The asymmetric unit of the title compound, [Ni(C₂H₈N₂)₃](C₈H₄O₅)·H₂O, contains one [Ni(en)₃]²⁺ cation (en is ethane-1,2-diamine), one 5-hydroxyisophthalate dianion and one water molecule. In the cation, the Ni²⁺ ion is coordinated by six N atoms from three ethylenediamine ligands in a distorted octahedral geometry. The complex ions and water molecules are linked by weak N—H⋯N/O and O—H⋯N/O hydrogen bonds into a three-demensional structure.

Related literature

For the construction of supramolecular networks, see: Colacio et al. (2002 ▶); Guilera & Steed (1999 ▶); Roesky & Andruh (2003 ▶). For the structures of compounds with 5-hydroxyisophthalic acid, see: Braverman & LaDuca (2007 ▶); Feller & Cheetham (2009 ▶); Li et al. (2005 ▶); Shao et al. (2009 ▶); Wang et al. (2007 ▶); Xu & Li (2004 ▶).

Experimental

Crystal data

[Ni(C₂H₈N₂)₃](C₈H₄O₅)·H₂O
M _r = 437.13
Monoclinic,
a = 8.208 (5) Å
b = 14.590 (5) Å
c = 16.581 (5) Å
β = 97.747 (5)°
V = 1967.5 (15) Å³
Z = 4
Mo Kα radiation
μ = 1.03 mm⁻¹
T = 293 K
0.10 × 0.08 × 0.06 mm

Data collection

Bruker APEX CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T _min = 0.906, T _max = 0.940
8306 measured reflections
3656 independent reflections
2997 reflections with I > 2σ(I)
R _int = 0.026

Refinement

R[F ² > 2σ(F ²)] = 0.032
wR(F ²) = 0.092
S = 1.00
3656 reflections
258 parameters
4 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.45 e Å⁻³
Δρ_min = −0.39 e Å⁻³

Data collection: SMART (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); 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/S1600536811001449/hy2388sup1.cif

e-67-0m257-sup1.cif^{(23.9KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811001449/hy2388Isup2.hkl

e-67-0m257-Isup2.hkl^{(179.3KB, hkl)}

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

Table 1. Selected bond lengths (Å).

Ni1—N5	2.112 (2)
Ni1—N4	2.120 (2)
Ni1—N2	2.123 (2)
Ni1—N3	2.129 (2)
Ni1—N6	2.135 (2)
Ni1—N1	2.139 (2)

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Table 2. Hydrogen-bond geometry (Å, °).

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O5—H4⋯O2ⁱ	0.82	1.80	2.618 (2)	174
N5—H14⋯O4ⁱⁱ	0.90	2.09	2.958 (3)	161
N5—H13⋯O4ⁱⁱⁱ	0.90	2.38	3.238 (3)	159
N5—H13⋯O3ⁱⁱⁱ	0.90	2.50	3.266 (3)	143
N4—H19⋯O6^iv	0.90	2.30	3.173 (3)	162
N4—H20⋯O3ⁱⁱⁱ	0.90	2.11	2.924 (3)	150
N3—H31⋯O4ⁱⁱ	0.90	2.14	3.011 (3)	162
N3—H32⋯O2^v	0.90	2.41	3.214 (3)	148
N2—H27⋯O6^iv	0.90	2.27	3.097 (3)	152
N2—H28⋯O1^v	0.90	2.34	3.190 (3)	157
N6—H16⋯O5^vi	0.90	2.42	3.292 (3)	164
N6—H15⋯O1^v	0.90	2.49	3.285 (3)	148
O6—H5⋯O1^v	0.82 (2)	2.28 (2)	3.076 (4)	165 (3)
O6—H6⋯O1^vi	0.83 (2)	1.94 (2)	2.749 (3)	167 (3)
N1—H26⋯O3ⁱⁱⁱ	0.92 (2)	2.08 (2)	2.953 (3)	158 (2)

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

Acknowledgments

The present study has been supported in part by the Abroad Person with Ability Foundation of Heilongjiang Province (Nos. 11551339, 2010td03), the NSFC (No. 20872030), the China Postdoctoral Foundation and the Elitist Foundation of Heilongjiang University (No. Hdtd2010-11).

supplementary crystallographic information

Comment

There has been considerable interest in the crystal engineering of supramolecular architectures organized and sustained by means of coordinate covalent supramolecular contacts (such as hydrogen bonds), aurophilicity interactions, and so on (Colacio et al., 2002; Roesky & Andruh, 2003; Guilera & Steed, 1999). As a multidentate ligand, 5-hydroxyisophthalic acid has two rigid carboxyl groups but also one exible hydroxyl group. Therefore, 5-hydroxyisophthalic acid has been widely reported as a good candidate not only in the construction of various coordination polymers but also in the construction of supramolecular networks (Braverman & LaDuca, 2007; Feller & Cheetham, 2009; Li et al., 2005; Shao et al., 2009; Wang et al., 2007; Xu & Li, 2004).

The molecular structure of the title compound is illustrated in Fig. 1, and selected geometric parameters are listed in Table 1. The asymmetric unit of the title compound, [Ni(C₂H₈N₂)₃] [C₈H₄O₅]. H₂O, contains one [Ni(en)₃]²⁺ cation, one 5-hydroxyisophthalatedianion and one water molecules. In the title compound, the Ni²⁺ ion is coordinated by six N atoms from three ethylenediamine ligands in a distorted octahedral geometry. Note that a three-dimensional supramolecular hydrogen-bonding network is observed in the crystal structure of the title compound; details are given in Table 2.

Experimental

All chemicals were purchased from commercial sources and used without further purification. A mixture of nickel nitrate (Ni(NO₃)₂. 3H₂O (0.5 mmol), 5-hydroxyisophthalic acid (0.5 mmol) and ethylenediamine (0.1 mL) were dissolved in methanol (20 mL). The reaction mixture was stirred for 2 h at 313 K. The filtrate was kept at room temperature and brown block like single crystals were obtained after 3 months.