Bis­(triethanol­amine-O,O')­nickel(II) di­acetate

The title compound, [Ni{N(CH₂CH₂OH)₃}₂](CH₃COO)₂, was prepared and the structure determined. It is isostructural with the copper(II) analogue.

S1. Comment

The Ni²⁺ cation is coordinated by two molecules of triethanolamine,forming an octahedron. This octahedron shows only a slight distortion compared with the Jahn–Teller distortion of Cu²⁺ in the isostructural compound [Cu{N(CH₂CH₂OH)₃}₂](CH₃COO)₂ (Krabbes et al., 1999). Acetate ions are linked by hydrogen bonds to the triethanolamine hydroxyl groups of the [Ni{N(CH₂CH₂OH)₃}₂]²⁺ complex cation. Each acetate ion is linked by two hydrogen bonds to the coordinated hydroxyl groups of the complex cation and by a third hydrogen bond to the free hydroxyl group of a second complex cation species. This causes the formation of chains along the a axis. Table 1 contains the interatomic distances and angles of the title compound, (I). The IR spectrum of the complex shows absorption bands of associated hydroxyl groups at 3260 and 3035 cm^-1. Between 3000 and 2400 cm^-1, the typical absorption bands of O—H···O-chelates are observed. Valence vibrations of carboxyl groups occur at 1545 (ν_as) and 1415 cm^-1 (ν_s).

S2. Experimental

The synthesis of the title compound was carried out by dissolving nickel(II) acetate tetrahydrate in a tenfold excess of triethanolamine at 423 K. Polycrystalline bis(triethanolamine)nickel(II) acetate precipitated when the solution was cooled down. After removing the excess of triethanolamine the product was washed with acetone. Single crystals of bis(triethanolamine)nickel(II) acetate were obtained by fractional crystallization from a triethanolamine solution. The IR spectrum was recorded using a potassium bromide matrix on a Perkin Elmer FT–IR 2000 spectrometer.

Computing details

Data collection: CAD-4 Software (Enraf-Nonius, 1989); cell refinement: CAD-4 Software; data reduction: HELENA (Spek, 1992); program(s) used to solve structure: SHELXS86 (Sheldrick, 1990); program(s) used to refine structure: SHELXL93 (Sheldrick, 1993); molecular graphics: DIAMOND (Branderburg, 1996); software used to prepare material for publication: DIAMOND.

Bis(triethanolamine)nickel(II) acetate

Crystal data

[Ni(C6H15NO3)2](C2H3O2)2	Dx = 1.439 Mg m^−3
Mr = 475.18	Melting point: not measured K
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 9.123 (1) Å	Cell parameters from 25 reflections
b = 13.219 (2) Å	θ = 12.4–18.7°
c = 9.820 (1) Å	µ = 0.94 mm^−1
β = 112.17 (6)°	T = 296 K
V = 1096.7 (2) Å^3	Prism, clear light blue
Z = 2	0.40 × 0.40 × 0.40 mm
F(000) = 508

Data collection

Enraf-Nonius CAD-4 diffractometer	Rint = 0.017
Radiation source: fine-focus sealed tube	θmax = 26.9°, θmin = 2.4°
Graphite monochromator	h = 0→11
ω–2θ scans	k = 0→16
2524 measured reflections	l = −12→11
2379 independent reflections	3 standard reflections every 250 reflections
2048 reflections with I > 2σ(I)	intensity decay: none

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.030	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.077	H-atom parameters constrained
S = 0.98	Calculated w = 1/[σ^2(Fo^2) + (0.0492P)^2 + 0.4638P] where P = (Fo^2 + 2Fc^2)/3
2379 reflections	(Δ/σ)max < 0.001
136 parameters	Δρmax = 0.51 e Å^−3
0 restraints	Δρmin = −0.27 e Å^−3

Special details

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement on F² for ALL reflections except for 0 with very negative F² or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The observed criterion of F² > σ(F²) is used only for calculating R-factor-obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Ni1	0.0000	0.0000	0.0000	0.02587 (10)
O1	−0.2945 (2)	−0.08394 (12)	0.34039 (15)	0.0516 (4)
H1	−0.3766	−0.1143	0.2940	0
O2	0.21979 (15)	−0.00995 (9)	0.17099 (13)	0.0344 (3)
H2	0.2757	−0.0548	0.1587	0
O3	0.01338 (14)	0.15305 (9)	0.04444 (14)	0.0342 (3)
H3	−0.0701	0.1846	0.0170	0
O4	0.4124 (2)	0.84668 (11)	0.1654 (2)	0.0549 (4)
O5	0.2379 (2)	0.74044 (11)	0.0168 (2)	0.0580 (4)
N1	−0.0782 (2)	−0.04235 (11)	0.16804 (14)	0.0302 (3)
C1	0.2085 (2)	−0.0224 (2)	0.3124 (2)	0.0422 (4)
H1A	0.2834	0.0222	0.3834	0
H1B	0.2348	−0.0915	0.3458	0
C2	0.0422 (2)	0.00191 (14)	0.3017 (2)	0.0391 (4)
H2A	0.0272	−0.02427	0.3878	0
H2B	0.0286	0.07473	0.3001	0
C3	−0.2384 (2)	−0.00026 (13)	0.1397 (2)	0.0381 (4)
H3A	−0.3150	−0.04178	0.0650	0
H3B	−0.2432	0.06687	0.0984	0
C4	−0.2912 (3)	0.0078 (2)	0.2693 (2)	0.0462 (5)
H4A	−0.2206	0.0541	0.3409	0
H4B	−0.3964	0.0372	0.2346	0
C5	0.0768 (2)	0.15532 (13)	−0.1723 (2)	0.0363 (4)
H5A	−0.0269	0.17908	−0.2365	0
H5B	0.1538	0.17929	−0.2111	0
C6	0.1162 (2)	0.19649 (13)	−0.0191 (2)	0.0382 (4)
H6A	0.2253	0.18070	0.0414	0
H6B	0.1043	0.26948	−0.0232	0
C7	0.3762 (2)	0.76707 (14)	0.0914 (2)	0.0402 (4)
C8	0.5091 (3)	0.6992 (2)	0.0898 (3)	0.0572 (6)
H8A	0.6089	0.7279	0.1511	0
H8B	0.5050	0.6932	−0.0091	0
H8C	0.4978	0.6335	0.1262	0

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ni1	0.0305 (2)	0.0236 (2)	0.0225 (2)	−0.00088 (10)	0.00886 (11)	−0.00019 (10)
O1	0.0476 (8)	0.0707 (10)	0.0385 (7)	−0.0038 (7)	0.0185 (6)	0.0085 (7)
O2	0.0351 (6)	0.0365 (7)	0.0292 (6)	0.0019 (5)	0.0093 (5)	0.0005 (5)
O3	0.0392 (6)	0.0273 (6)	0.0364 (6)	0.0015 (5)	0.0145 (5)	−0.0022 (5)
O4	0.0431 (8)	0.0475 (8)	0.0633 (9)	0.0062 (6)	0.0081 (7)	−0.0122 (7)
O5	0.0369 (7)	0.0445 (8)	0.0835 (11)	0.0044 (6)	0.0126 (7)	−0.0126 (7)
N1	0.0345 (7)	0.0287 (7)	0.0266 (6)	−0.0012 (6)	0.0105 (6)	0.0002 (5)
C1	0.0410 (10)	0.0524 (11)	0.0264 (8)	−0.0084 (8)	0.0050 (7)	0.0019 (7)
C2	0.0464 (10)	0.0448 (10)	0.0254 (8)	−0.0083 (8)	0.0128 (7)	−0.0042 (7)
C3	0.0400 (9)	0.0406 (10)	0.0355 (9)	0.0059 (7)	0.0164 (8)	0.0040 (7)
C4	0.0465 (11)	0.0544 (12)	0.0428 (10)	0.0017 (9)	0.0228 (9)	−0.0040 (8)
C5	0.0416 (9)	0.0308 (8)	0.0368 (9)	−0.0025 (7)	0.0151 (7)	0.0057 (7)
C6	0.0415 (10)	0.0293 (8)	0.0432 (10)	−0.0056 (7)	0.0153 (8)	−0.0033 (7)
C7	0.0385 (9)	0.0361 (9)	0.0459 (10)	0.0039 (7)	0.0159 (8)	0.0037 (8)
C8	0.0399 (11)	0.0516 (12)	0.078 (2)	0.0046 (9)	0.0203 (10)	−0.0091 (11)

Geometric parameters (Å, º)

Ni1—O3^i	2.0636 (12)	N1—C2	1.477 (2)
Ni1—O2^i	2.078 (2)	N1—C3	1.489 (2)
Ni1—N1^i	2.1055 (14)	N1—C5^i	1.494 (2)
Ni1—N1	2.1055 (14)	C1—C2	1.515 (3)
O1—C4	1.405 (2)	C3—C4	1.525 (3)
O2—C1	1.440 (2)	C5—N1^i	1.494 (2)
O3—C6	1.429 (2)	C5—C6	1.510 (2)
O4—C7	1.251 (2)	C7—C8	1.513 (3)
O5—C7	1.247 (2)
O3^i—Ni1—O2^i	85.93 (5)	C5^i—N1—Ni1	106.61 (10)
O3^i—Ni1—N1^i	96.05 (5)	O2—C1—C2	110.1 (2)
O2^i—Ni1—N1^i	81.88 (5)	N1—C2—C1	111.5 (2)
O3^i—Ni1—N1	83.95 (5)	N1—C3—C4	117.9 (2)
O2^i—Ni1—N1	98.12 (5)	O1—C4—C3	115.2 (2)
N1^i—Ni1—N1	180.0	N1^i—C5—C6	109.64 (14)
C2—N1—C3	111.49 (15)	O3—C6—C5	109.98 (14)
C2—N1—C5^i	112.05 (13)	O5—C7—O4	124.4 (2)
C3—N1—C5^i	112.09 (13)	O5—C7—C8	117.6 (2)
C2—N1—Ni1	103.46 (10)	O4—C7—C8	117.9 (2)
C3—N1—Ni1	110.68 (11)
O3^i—Ni1—N1—C2	125.78 (11)	C3—N1—C2—C1	−167.35 (15)
O2^i—Ni1—N1—C2	−149.22 (11)	C5^i—N1—C2—C1	66.1 (2)
N1^i—Ni1—N1—C2	−103 (3)	Ni1—N1—C2—C1	−48.4 (2)
O3^i—Ni1—N1—C3	−114.68 (12)	O2—C1—C2—N1	43.2 (2)
O2^i—Ni1—N1—C3	−29.68 (12)	C2—N1—C3—C4	−45.4 (2)
N1^i—Ni1—N1—C3	17 (3)	C5^i—N1—C3—C4	81.1 (2)
O3^i—Ni1—N1—C5^i	7.47 (10)	Ni1—N1—C3—C4	−160.03 (13)
O2^i—Ni1—N1—C5^i	92.47 (10)	N1—C3—C4—O1	−59.0 (2)
N1^i—Ni1—N1—C5^i	139 (3)	N1^i—C5—C6—O3	−53.3 (2)

Symmetry code: (i) −x, −y, −z.