Bis(triethano-lamine)nickel(II) sulfate.

The title compound, [Ni(C(6)H(15)NO(3))(2)]SO(4), contains two triethano-lamine (TEA) ligands bound to an Ni(2+) metal centre, which lies on a crystallographic inversion centre, and one sulfate anion located on a twofold rotation axis such that the asymmetric unit contains one-half molecule of the cation and of the anion. The triethano-lamine ligands coordinate via each axial N atom and two of the three O atoms, while the third arm of the ligand has the hydroxyl group pointing away from the metal centre. The sulfate anions are hydrogen bonded to the coordinated hydroxyl groups and also to the free arm, forming a two-dimensional supra-molecular hydrogen-bonded network expanding parallel to (010).

Related literature

For background to metal-ion-containing supra­molecular compounds, see: Venkataraman et al. (1995 ▶); Kepert & Rosseinsky (1999 ▶); Fujita et al. (1994 ▶). For magnetic materials, see: Kahn (1993 ▶). For other TEA compounds, see: Krabbes et al. (2000 ▶); Topcu et al. (2001 ▶); Ucar et al. (2004 ▶); Haukka et al. (2005 ▶). For similar structures, see: İçbudak et al. (1995 ▶); Yeşilel et al. (2004 ▶).

Experimental

Crystal data

[Ni(C6H15NO3)2]SO4

M = 453.15

Monoclinic,

a = 10.316 (2) Å

b = 11.234 (2) Å

c = 15.498 (3) Å

β = 90.04 (3)°

V = 1796.0 (6) Å3

Z = 4

Mo Kα radiation

μ = 1.25 mm−1

T = 293 K

0.41 × 0.21 × 0.11 mm

Data collection

Siemens SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.741, T max = 0.879

8633 measured reflections

2042 independent reflections

1905 reflections with I > 2σ(I)

R int = 0.029

Refinement

R[F 2 > 2σ(F 2)] = 0.030

wR(F 2) = 0.085

S = 1.02

2042 reflections

120 parameters

3 restraints

H-atom parameters constrained

Δρmax = 0.66 e Å−3

Δρmin = −0.65 e Å−3

Data collection: SMART (Siemens, 1994 ▶); cell refinement: SAINT (Siemens, 1994 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809023046/pk2167sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809023046/pk2167Isup2.hkl

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

[Ni(C6H15NO3)2]SO4	F(000) = 960
Mr = 453.15	Dx = 1.676 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 8633 reflections
a = 10.316 (2) Å	θ = 3.6–27.5°
b = 11.234 (2) Å	µ = 1.25 mm−1
c = 15.498 (3) Å	T = 293 K
β = 90.04 (3)°	Block, blue
V = 1796.0 (6) Å3	0.41 × 0.21 × 0.11 mm
Z = 4

Siemens SMART CCD area-detector diffractometer	2042 independent reflections
Radiation source: fine-focus sealed tube	1905 reflections with I > 2σ(I)
graphite	Rint = 0.029
ω scans	θmax = 27.5°, θmin = 3.6°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −13→13
Tmin = 0.741, Tmax = 0.879	k = −14→14
8633 measured reflections	l = −20→18

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.030	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.085	H-atom parameters constrained
S = 1.02	w = 1/[σ2(Fo2) + (0.053P)2 + 2.3273P] where P = (Fo2 + 2Fc2)/3
2042 reflections	(Δ/σ)max < 0.001
120 parameters	Δρmax = 0.66 e Å−3
3 restraints	Δρmin = −0.65 e Å−3

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 of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) 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.

	x	y	z	Uiso*/Ueq
Ni1	0.2500	0.7500	1.0000	0.01765 (12)
N1	0.40821 (14)	0.71956 (14)	0.91696 (9)	0.0218 (3)
O1	0.15355 (12)	0.64708 (12)	0.90906 (8)	0.0255 (3)
H1C	0.0790	0.6254	0.8997	0.038*
O2	0.22752 (12)	0.90445 (11)	0.92788 (8)	0.0242 (3)
H2C	0.1762	0.9553	0.9113	0.036*
O3	0.70194 (16)	0.79446 (17)	0.87607 (13)	0.0512 (5)
H3C	0.7766	0.7847	0.8594	0.077*
O4	0.89097 (13)	0.89514 (14)	0.72175 (9)	0.0351 (3)
O5	0.95708 (14)	0.74424 (13)	0.82252 (10)	0.0337 (3)
C1	0.37671 (18)	0.60337 (18)	0.87593 (13)	0.0303 (4)
H1A	0.3897	0.5400	0.9176	0.036*
H1B	0.4354	0.5898	0.8281	0.036*
C2	0.23847 (19)	0.59917 (19)	0.84339 (12)	0.0317 (4)
H2A	0.2307	0.6456	0.7909	0.038*
H2B	0.2143	0.5176	0.8305	0.038*
C3	0.40912 (18)	0.81992 (18)	0.85289 (12)	0.0293 (4)
H3A	0.3573	0.7986	0.8030	0.035*
H3B	0.4971	0.8347	0.8337	0.035*
C4	0.35485 (18)	0.93041 (17)	0.89416 (12)	0.0288 (4)
H4A	0.4114	0.9565	0.9405	0.035*
H4B	0.3493	0.9938	0.8518	0.035*
C5	0.53313 (17)	0.71242 (18)	0.96482 (12)	0.0265 (4)
H5A	0.5251	0.6503	1.0080	0.032*
H5B	0.5454	0.7870	0.9953	0.032*
C6	0.65530 (18)	0.68791 (18)	0.91236 (14)	0.0321 (4)
H6A	0.7212	0.6534	0.9493	0.039*
H6B	0.6360	0.6314	0.8668	0.039*
S1	1.0000	0.82070 (6)	0.7500	0.02289 (15)

	U11	U22	U33	U12	U13	U23
Ni1	0.01652 (17)	0.02186 (18)	0.01456 (17)	0.00161 (10)	0.00033 (11)	0.00006 (10)
N1	0.0191 (7)	0.0284 (7)	0.0179 (7)	0.0031 (6)	0.0008 (5)	0.0003 (6)
O1	0.0212 (6)	0.0335 (7)	0.0218 (6)	−0.0002 (5)	−0.0017 (5)	−0.0050 (5)
O2	0.0245 (6)	0.0257 (6)	0.0225 (6)	0.0044 (5)	−0.0008 (5)	0.0038 (5)
O3	0.0272 (8)	0.0572 (10)	0.0693 (12)	0.0037 (7)	0.0176 (8)	0.0185 (9)
O4	0.0287 (7)	0.0462 (8)	0.0303 (7)	0.0102 (6)	−0.0100 (6)	−0.0027 (6)
O5	0.0230 (7)	0.0524 (9)	0.0258 (7)	−0.0012 (5)	0.0023 (6)	0.0106 (6)
C1	0.0275 (9)	0.0335 (10)	0.0299 (9)	0.0064 (7)	0.0008 (7)	−0.0095 (8)
C2	0.0300 (10)	0.0393 (10)	0.0259 (9)	0.0030 (8)	−0.0013 (7)	−0.0127 (8)
C3	0.0249 (9)	0.0428 (11)	0.0201 (8)	0.0031 (7)	0.0028 (7)	0.0069 (7)
C4	0.0265 (9)	0.0304 (9)	0.0294 (9)	−0.0040 (7)	−0.0016 (7)	0.0081 (7)
C5	0.0208 (8)	0.0364 (9)	0.0223 (8)	0.0031 (7)	−0.0005 (7)	0.0024 (7)
C6	0.0221 (9)	0.0359 (10)	0.0383 (10)	0.0063 (7)	0.0015 (7)	−0.0019 (8)
S1	0.0172 (3)	0.0350 (3)	0.0165 (3)	0.000	−0.0021 (2)	0.000

Ni1—O1i	2.0762 (13)	C1—C2	1.513 (3)
Ni1—O1	2.0762 (13)	C1—H1A	0.9700
Ni1—O2i	2.0768 (12)	C1—H1B	0.9700
Ni1—O2	2.0768 (12)	C2—H2A	0.9700
Ni1—N1	2.1072 (16)	C2—H2B	0.9700
Ni1—N1i	2.1072 (16)	C3—C4	1.505 (3)
N1—C1	1.488 (2)	C3—H3A	0.9700
N1—C5	1.489 (2)	C3—H3B	0.9700
N1—C3	1.502 (2)	C4—H4A	0.9700
O1—C2	1.447 (2)	C4—H4B	0.9700
O1—H1C	0.8200	C5—C6	1.525 (3)
O2—C4	1.444 (2)	C5—H5A	0.9700
O2—H2C	0.8200	C5—H5B	0.9700
O3—C6	1.407 (3)	C6—H6A	0.9700
O3—H3C	0.8200	C6—H6B	0.9700
O4—S1	1.4681 (14)	S1—O4ii	1.4681 (14)
O5—S1	1.4825 (14)	S1—O5ii	1.4825 (14)
O1i—Ni1—O1	180.0	O1—C2—H2A	109.9
O1i—Ni1—O2i	92.68 (5)	C1—C2—H2A	109.9
O1—Ni1—O2i	87.32 (5)	O1—C2—H2B	109.9
O1i—Ni1—O2	87.32 (5)	C1—C2—H2B	109.9
O1—Ni1—O2	92.68 (5)	H2A—C2—H2B	108.3
O2i—Ni1—O2	180.0	N1—C3—C4	109.61 (14)
O1i—Ni1—N1	97.70 (6)	N1—C3—H3A	109.7
O1—Ni1—N1	82.30 (5)	C4—C3—H3A	109.7
O2i—Ni1—N1	96.14 (5)	N1—C3—H3B	109.7
O2—Ni1—N1	83.86 (6)	C4—C3—H3B	109.7
O1i—Ni1—N1i	82.30 (5)	H3A—C3—H3B	108.2
O1—Ni1—N1i	97.70 (6)	O2—C4—C3	109.04 (15)
O2i—Ni1—N1i	83.86 (6)	O2—C4—H4A	109.9
O2—Ni1—N1i	96.14 (5)	C3—C4—H4A	109.9
N1—Ni1—N1i	180.0	O2—C4—H4B	109.9
C1—N1—C5	110.76 (15)	C3—C4—H4B	109.9
C1—N1—C3	112.18 (14)	H4A—C4—H4B	108.3
C5—N1—C3	111.34 (15)	N1—C5—C6	117.35 (15)
C1—N1—Ni1	103.56 (11)	N1—C5—H5A	108.0
C5—N1—Ni1	112.02 (11)	C6—C5—H5A	108.0
C3—N1—Ni1	106.69 (11)	N1—C5—H5B	108.0
C2—O1—Ni1	113.23 (10)	C6—C5—H5B	108.0
C2—O1—H1C	109.5	H5A—C5—H5B	107.2
Ni1—O1—H1C	137.3	O3—C6—C5	110.01 (16)
C4—O2—Ni1	105.21 (10)	O3—C6—H6A	109.7
C4—O2—H2C	109.5	C5—C6—H6A	109.7
Ni1—O2—H2C	145.3	O3—C6—H6B	109.7
C6—O3—H3C	109.5	C5—C6—H6B	109.7
N1—C1—C2	112.04 (15)	H6A—C6—H6B	108.2
N1—C1—H1A	109.2	O4ii—S1—O4	110.56 (13)
C2—C1—H1A	109.2	O4ii—S1—O5	109.46 (8)
N1—C1—H1B	109.2	O4—S1—O5	109.09 (9)
C2—C1—H1B	109.2	O4ii—S1—O5ii	109.09 (9)
H1A—C1—H1B	107.9	O4—S1—O5ii	109.46 (8)
O1—C2—C1	108.96 (15)	O5—S1—O5ii	109.18 (13)
O1i—Ni1—N1—C1	152.13 (11)	O1i—Ni1—O2—C4	72.48 (11)
O1—Ni1—N1—C1	−27.87 (11)	O1—Ni1—O2—C4	−107.52 (11)
O2i—Ni1—N1—C1	58.58 (11)	O2i—Ni1—O2—C4	−86 (100)
O2—Ni1—N1—C1	−121.42 (11)	N1—Ni1—O2—C4	−25.56 (11)
N1i—Ni1—N1—C1	−20 (100)	N1i—Ni1—O2—C4	154.44 (11)
O1i—Ni1—N1—C5	32.74 (13)	C5—N1—C1—C2	167.69 (16)
O1—Ni1—N1—C5	−147.26 (13)	C3—N1—C1—C2	−67.2 (2)
O2i—Ni1—N1—C5	−60.81 (13)	Ni1—N1—C1—C2	47.43 (17)
O2—Ni1—N1—C5	119.19 (13)	Ni1—O1—C2—C1	18.77 (19)
N1i—Ni1—N1—C5	−139 (100)	N1—C1—C2—O1	−45.3 (2)
O1i—Ni1—N1—C3	−89.34 (12)	C1—N1—C3—C4	143.10 (16)
O1—Ni1—N1—C3	90.66 (12)	C5—N1—C3—C4	−92.14 (18)
O2i—Ni1—N1—C3	177.11 (11)	Ni1—N1—C3—C4	30.37 (17)
O2—Ni1—N1—C3	−2.89 (11)	Ni1—O2—C4—C3	49.91 (15)
N1i—Ni1—N1—C3	98 (100)	N1—C3—C4—O2	−55.33 (19)
O1i—Ni1—O1—C2	29 (100)	C1—N1—C5—C6	63.6 (2)
O2i—Ni1—O1—C2	−91.17 (12)	C3—N1—C5—C6	−61.9 (2)
O2—Ni1—O1—C2	88.83 (12)	Ni1—N1—C5—C6	178.71 (13)
N1—Ni1—O1—C2	5.39 (12)	N1—C5—C6—O3	82.7 (2)
N1i—Ni1—O1—C2	−174.61 (12)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1C···O5iii	0.82	2.19	2.663 (2)	117
O2—H2C···O4iv	0.82	2.28	2.6227 (19)	106
O3—H3C···O5	0.82	2.00	2.818 (2)	174
C3—H3B···O3	0.97	2.26	3.055 (3)	139

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1C⋯O5i	0.82	2.19	2.663 (2)	117
O2—H2C⋯O4ii	0.82	2.28	2.6227 (19)	106
O3—H3C⋯O5	0.82	2.00	2.818 (2)	174
C3—H3B⋯O3	0.97	2.26	3.055 (3)	139

Symmetry codes: (i) ; (ii) .