Propane-1,2-diaminium bis­(pyridine-2,6-dicarboxyl­ato-κ3 O 2,N,O 6)cadmate dihydrate

Hossein Aghabozorg; Zeynab Khazaie; Ali Akbar Agah; Maryam Saemi; Behrouz Notash

doi:10.1107/S160053681102438X

. 2011 Jun 25;67(Pt 7):m982. doi: 10.1107/S160053681102438X

Propane-1,2-diaminium bis(pyridine-2,6-dicarboxylato-κ³ O ²,N,O ⁶)cadmate dihydrate

Hossein Aghabozorg ^a, Zeynab Khazaie ^a, Ali Akbar Agah ^a,^*, Maryam Saemi ^a, Behrouz Notash ^b

PMCID: PMC3151907 PMID: 21836956

Abstract

The reaction of cadmium nitrate dihydrate, propane-1,2-diamine and pyridine-2,6-dicarboxylic acid in a 1:1:2 molar ratio in an aqueous solution resulted in the formation of the title compound, (C₃H₁₂N₂)[Cd(C₇H₃NO₄)₂]·2H₂O or (p-1,2-daH₂)-[Cd(pydc)₂]·2H₂O (where p-1,2-da is propane-1,2-diamine and pydcH₂ is pyridine-2,6-dicarboxylic acid). The Cd^II ion is coordinated by four O and two N atoms of two pydc ligands in a distorted octahedral environment. The structure also contains two uncoordinated water molecules. In the crystal, there are several intermolecular N—H⋯O, O—H⋯O and weak C—H⋯O hydrogen bonds. There are also π–π stacking interactions between the pyridine rings of pydc units, with centroid–centroid distances of 3.4708 (16) Å.

Related literature

For related proton-transfer compounds reported by our group, see: Aghabozorg et al. (2008a ▶,b ▶,c ▶,d ▶); Pasdar et al. (2011 ▶).

Experimental

Crystal data

(C₃H₁₂N₂)[Cd(C₇H₃NO₄)₂]·2H₂O
M _r = 554.80
Triclinic,
a = 8.6227 (17) Å
b = 10.133 (2) Å
c = 13.448 (3) Å
α = 81.36 (3)°
β = 76.73 (3)°
γ = 65.38 (3)°
V = 1037.7 (5) Å³
Z = 2
Mo Kα radiation
μ = 1.12 mm⁻¹
T = 298 K
0.30 × 0.20 × 0.15 mm

Data collection

Stoe IPDS 2T diffractometer
Absorption correction: numerical (X-SHAPE and X-RED32; Stoe & Cie, 2005 ▶)T _min = 0.764, T _max = 0.842
11690 measured reflections
5554 independent reflections
4562 reflections with I > 2σ(I)
R _int = 0.035

Refinement

R[F ² > 2σ(F ²)] = 0.030
wR(F ²) = 0.063
S = 1.02
5554 reflections
330 parameters
1 restraint
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.50 e Å⁻³
Δρ_min = −0.37 e Å⁻³

Data collection: X-AREA (Stoe & Cie, 2005 ▶); cell refinement: X-AREA; data reduction: X-AREA; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶).

Supplementary Material

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S160053681102438X/bt5545sup1.cif

e-67-0m982-sup1.cif^{(24.3KB, cif)}

Structure factors: contains datablock(s) I. DOI: 10.1107/S160053681102438X/bt5545Isup2.hkl

e-67-0m982-Isup2.hkl^{(271.9KB, 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
N3—H3A⋯O10ⁱ	0.89 (3)	1.90 (3)	2.780 (3)	172 (3)
N3—H3B⋯O3ⁱⁱ	0.86 (3)	2.04 (3)	2.899 (3)	177 (3)
N3—H3C⋯O2ⁱ	0.92 (2)	1.89 (2)	2.790 (3)	164 (3)
N4—H4A⋯O8ⁱⁱ	0.91 (3)	1.96 (3)	2.870 (3)	176 (3)
N4—H4B⋯O5	0.83 (3)	2.06 (3)	2.889 (3)	172 (3)
N4—H4C⋯O9ⁱⁱ	0.91 (3)	1.90 (3)	2.803 (3)	170 (3)
O9—H9A⋯O4ⁱⁱⁱ	0.76 (4)	1.96 (4)	2.708 (3)	170 (4)
O9—H9B⋯O2^iv	0.84 (4)	2.00 (4)	2.827 (3)	165 (4)
O10—H10A⋯O6^v	0.88 (6)	2.04 (6)	2.848 (4)	151 (6)
O10—H10B⋯O8^vi	0.74 (4)	2.19 (4)	2.835 (3)	147 (4)
C10—H10⋯O3^vii	0.93	2.54	3.298 (3)	139
C12—H12⋯O1^vi	0.93	2.44	3.200 (3)	139

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

Acknowledgments

We are grateful to Tarbiat Moallem University for financial support.

supplementary crystallographic information

Comment

Our group has previously reported some proton transfer systems, using pyridine-2,6-dicarboxylic acid(pydcH₂), propane-1,2-diamine(p-1,2-da) and propane-1,3-diamine (p-1,3-da) which formed the proton transfer compounds (pnH₂)(pydcH)₂.2H₂O(Aghabozorg, et al., 2008d), (p-1,3daH₂)[Cd(pydc)₂]. 3.5H₂O (Aghabozorg, et al., 2008b), (C₃H₁₂N₂)[Ni(C₇H₃NO₄)₂].4H₂O (Hossein Aghabozorg et al., 2008c), (pnH₂)[Hg(hypydc)Cl(H₂O)]₂.4H₂O (Aghabozorg, et al., 2008a) and (p-1,2-daH₂)[Zr(pydc)₃].3H₂O(Pasdar, et al., 2011).

The crystal structure of the title compound is shown in Fig. 1. The Cd(II) ion is six coordinated by two (pydc)^2- groups in a distorted octahedral environment. The torsion angles O(5)—Cd(1)—O(3)—C(7) and O(3)—Cd(1)—O(5)—C(8) are 67.86 (15)° and 108.19 (17)° respectively, and also the angles O(7)—Cd(1)—O(1) and O(3)—Cd(1)—O(5) are 103.92 (7)° and 105.44 (6)° respectively, indicate that the two (pydc)^2- units are not perpendicular to one another. In the crystal structure of the title compound, there are several intermolecular N—H···O, O—H···O and weak C—H···O hydrogen bonding (Table 1 & Fig. 2). There are also π–π stacking interactions between the pyridine rings of pydc moieties with a centroid to centroid distance of 3.4708 (16) Å (Fig. 3).

Experimental

An aqueous solution (30 ml) of propane-1,2-diamine(1 mmol), pyridine-2,6-dicarboxylic acid (2 mmol) and cadmium(II) nitrate dihydrate(1 mmol) were stirred at room temperature. Colorless crystals of the title compound were obtained after three weeks at room temperature.