Aqua­{6,6′-dimeth­oxy-2,2′-[ethane-1,2-diylbis(nitrilo­methyl­idyne)]diphenolato}nickel(II)

Guo, Z.; Li, L.; Xu, T.; Li, J.; Wang, D.

doi:10.1107/S1600536809034278

metal-organic compounds

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ISSN: 2056-9890

Volume 65| Part 10| October 2009| Pages m1158-m1159

doi:10.1107/S1600536809034278

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Aqua{6,6′-dimethoxy-2,2′-[ethane-1,2-diylbis(nitrilomethylidyne)]diphenolato}nickel(II)

Zhenghua Guo,^a Lianzhi Li,^a ^* Tao Xu,^a Jinghong Li ^a and Daqi Wang ^a

^aSchool of Chemistry and Chemical Engineering, Liaocheng University, Shandong 252059, People's Republic of China
^*Correspondence e-mail: lilianzhi1963@yahoo.com.cn

(Received 2 August 2009; accepted 27 August 2009; online 5 September 2009)

The title complex, [Ni(C₁₈H₁₈N₂O₄)(H₂O)], lies on a mirror plane with the Ni^II ion coordinated by two N and two O atoms of a tetradentate Schiff base ligand and one water O atom in a distorted square-pyramidal enviroment. The –CH₂–CH₂– group of the ligand is disordered equally over two sites about the mirror plane. The dihedral angle between the mean planes of the two symmetry-related chelate rings is 37.16 (6)°. In the crystal structure, intermolecular O—H⋯O hydrogen bonds link complex molecules into one-dimensional chains along [100] and these chains are linked, in turn, by very weak intermolecular C—H⋯O hydrogen bonds into a two-dimensional network.

Related literature

For background to Schiff base complexes, see: Akine et al. (2005 ); Gamovski et al. (1993 ); Garg & Kumar (2003 ); Tarafder et al. (2002 ); Yang et al. (2000 ). For a related crystal structure, see: Wang et al. (2007 ).

Experimental

Crystal data

[Ni(C₁₈H₁₈N₂O₄)(H₂O)]
M_r = 403.07
Orthorhombic, P n m a
a = 9.2712 (11) Å
b = 24.763 (3) Å
c = 7.5185 (10) Å
V = 1726.1 (4) Å³
Z = 4
Mo Kα radiation
μ = 1.16 mm⁻¹
T = 298 K
0.48 × 0.42 × 0.26 mm

Data collection

Bruker SMART 1000 CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.607, T_max = 0.753
7520 measured reflections
1550 independent reflections
1368 reflections with I > 2σ(I)
R_int = 0.029

Refinement

R[F² > 2σ(F²)] = 0.031
wR(F²) = 0.078
S = 1.19
1550 reflections
131 parameters
H-atom parameters constrained
Δρ_max = 0.16 e Å⁻³
Δρ_min = −0.53 e Å⁻³

Table 1
Selected geometric parameters (Å, °)

Ni1—O1	1.9364 (16)
Ni1—N1	1.956 (2)
Ni1—O3	2.363 (2)

O1—Ni1—O1ⁱ	90.74 (10)
O1—Ni1—N1ⁱ	167.34 (9)
O1—Ni1—N1	92.11 (8)
N1ⁱ—Ni1—N1	82.55 (14)
O1—Ni1—O3	97.90 (7)
N1—Ni1—O3	93.93 (9)
Symmetry code: (i) $[x, -y+{\script{3\over 2}}, z]$ .

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H3⋯O1ⁱⁱ	0.85	2.29	3.007 (3)	142
O3—H3⋯O2ⁱⁱ	0.85	2.18	2.9313 (19)	147
C10—H10B⋯O1ⁱⁱⁱ	0.97	2.53	3.236 (7)	130
C9—H9B⋯O3ⁱⁱ	0.97	2.66	3.322 (7)	126
Symmetry codes: (ii) $[x+{\script{1\over 2}}, y, -z+{\script{3\over 2}}]$ ; (iii) $[x+{\script{1\over 2}}, -y+{\script{3\over 2}}, -z+{\script{1\over 2}}]$ .

Data collection: SMART (Siemens, 1996 ); cell refinement: SAINT (Siemens, 1996); 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.

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809034278/lh2877sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536809034278/lh2877Isup2.hkl

checkCIF report

Comment top

Schiff base complexes play an important role in the stereochemical models of transition metal coordination chemistry with their easy preparation, diversition and structural variation (Gamovski et al.,1993). They also have been intensively investigated owing to their strong coordination capability and diverse biological activities, such as antibacterial and antitumor activities (Yang et al., 2000; Tarafder et al., 2002). Therefore, synthesis of new shiff base Nickel(II) complexes is still the aim of many recent investigations (Garg & Kumar, 2003; Akine et al., 2005). As part of a series of crystal structure studies (Wang et al., 2007), we report here the synthesis and crystal structure of the title compound.

In the molecular structure (Fig. 1), The Ni^II ion is five coordinated by two N and two O atoms of a new tetradentate Schiff base ligand and one O atom of water molecule in a distorted square-pyramidal configuration. Two nitrogen atoms and two oxygen atoms of Schiff base occupy the basal plane, and the O atom of the coordinated water molecule is in the apical position. The dihedral angle between the planes of the two symmetry realted Ni/N/C/C/C/O chelate rings is 37.16 (6)°. The molecule lies on a mirror plane and the -CH₂-CH₂- group of the ligand is disordered equally over two sites about the mirror plane.

In the crystal structure, intermolecular O—H···O hydrogen bonds link complex molecules into one-dimensional chains along [100] and these chains are linked, in turn, by very weak intermolecular C—H···O hydrogen bonds into a two-dimensional network (Fig. 2).

Related literature top

For background to Schiff base complexes, see: Akine et al. (2005); Gamovski et al. (1993); Garg & Kumar (2003); Tarafder et al. (2002); Yang et al. (2000). For a related crystal structure, see: Wang et al. (2007).

Experimental top

1,2-ethylenediamine (1 mmol, 60.10 mg) was dissolved in hot methanol (10 ml) and added dropwise to a methanol solution (3 ml) of 3-methoxysalicylaldehyde (1 mmol, 152.14 mg). The mixture was then stirred at 323 K for 2 h. Subsequently, an aqueous solution (2 ml) of nickel chloride (1 mmol, 237.69 mg) was added dropwise and stirred for another 5 h. The solution was left at room temperature for 15 days, whereupon green block crystals suitable for X-ray diffraction were obtained.

Computing details top

Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT (Siemens, 1996); 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 (Sheldrick, 2008).

Figures top

	Fig. 1. The molecular structure of the title compound, showing 30% probability displacement ellipsoids and the atom-numbering scheme. The disorder is not shown [symmetry code: (i) x, -y+3/2, z].
	Fig. 2. Part of the crystal structure with hydrogen bonds shown as dashed lines. Only H atoms involved in hydrogen bonds are shown.

Aqua{6,6'-dimethoxy-2,2'-[ethane-1,2- diylbis(nitrilomethylidyne)]diphenolato}nickel(II) top

Crystal data top

[Ni(C₁₈H₁₈N₂O₄)(H₂O)]	F(000) = 840
M_r = 403.07	D_x = 1.551 Mg m⁻³
Orthorhombic, Pnma	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2n	Cell parameters from 3742 reflections
a = 9.2712 (11) Å	θ = 2.5–27.9°
b = 24.763 (3) Å	µ = 1.16 mm⁻¹
c = 7.5185 (10) Å	T = 298 K
V = 1726.1 (4) Å³	Block, green
Z = 4	0.48 × 0.42 × 0.26 mm

Data collection top

Bruker SMART 1000 CCD area-detector diffractometer	1550 independent reflections
Radiation source: fine-focus sealed tube	1368 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.029
ϕ and ω scans	θ_max = 25.0°, θ_min = 1.6°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −11→11
T_min = 0.607, T_max = 0.753	k = −29→27
7520 measured reflections	l = −5→8

Refinement top

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)] = 0.031	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.078	H-atom parameters constrained
S = 1.19	w = 1/[σ²(F_o²) + (0.0321P)² + 0.8008P] where P = (F_o² + 2F_c²)/3
1550 reflections	(Δ/σ)_max = 0.001
131 parameters	Δρ_max = 0.16 e Å⁻³
0 restraints	Δρ_min = −0.53 e Å⁻³

Crystal data top

[Ni(C₁₈H₁₈N₂O₄)(H₂O)]	V = 1726.1 (4) Å³
M_r = 403.07	Z = 4
Orthorhombic, Pnma	Mo Kα radiation
a = 9.2712 (11) Å	µ = 1.16 mm⁻¹
b = 24.763 (3) Å	T = 298 K
c = 7.5185 (10) Å	0.48 × 0.42 × 0.26 mm

Data collection top

Bruker SMART 1000 CCD area-detector diffractometer	1550 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	1368 reflections with I > 2σ(I)
T_min = 0.607, T_max = 0.753	R_int = 0.029
7520 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.031	0 restraints
wR(F²) = 0.078	H-atom parameters constrained
S = 1.19	Δρ_max = 0.16 e Å⁻³
1550 reflections	Δρ_min = −0.53 e Å⁻³
131 parameters

Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq	Occ. (<1)
Ni1	0.42518 (4)	0.7500	0.52345 (5)	0.03327 (16)
N1	0.5687 (2)	0.69791 (9)	0.4405 (3)	0.0577 (6)
O1	0.28010 (18)	0.69435 (6)	0.5505 (2)	0.0442 (4)
O2	0.04869 (19)	0.63591 (7)	0.5874 (3)	0.0602 (5)
O3	0.5119 (2)	0.7500	0.8191 (3)	0.0477 (6)
H3	0.5568	0.7224	0.8569	0.057*
C1	0.5493 (3)	0.64757 (11)	0.4103 (4)	0.0545 (7)
H1	0.6273	0.6282	0.3657	0.065*
C2	0.4180 (3)	0.61846 (10)	0.4391 (3)	0.0451 (6)
C3	0.2919 (3)	0.64343 (9)	0.5057 (3)	0.0402 (6)
C4	0.1686 (3)	0.60950 (10)	0.5265 (3)	0.0460 (6)
C5	0.1735 (3)	0.55512 (11)	0.4884 (4)	0.0587 (8)
H5	0.0919	0.5339	0.5055	0.070*
C6	0.2999 (4)	0.53165 (11)	0.4244 (4)	0.0675 (9)
H6	0.3025	0.4950	0.3984	0.081*
C7	0.4188 (3)	0.56250 (11)	0.4003 (4)	0.0592 (7)
H7	0.5028	0.5466	0.3574	0.071*
C8	−0.0821 (3)	0.60639 (13)	0.5993 (4)	0.0647 (8)
H8A	−0.1042	0.5908	0.4855	0.097*
H8B	−0.1587	0.6302	0.6344	0.097*
H8C	−0.0719	0.5782	0.6859	0.097*
C9	0.7178 (7)	0.7189 (3)	0.4502 (9)	0.0473 (14)	0.50
H9A	0.7867	0.6957	0.3901	0.057*	0.50
H9B	0.7479	0.7246	0.5723	0.057*	0.50
C10	0.6943 (7)	0.7720 (3)	0.3518 (9)	0.0544 (17)	0.50
H10A	0.7810	0.7939	0.3574	0.065*	0.50
H10B	0.6726	0.7650	0.2278	0.065*	0.50

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ni1	0.0290 (2)	0.0330 (2)	0.0378 (3)	0.000	0.00299 (18)	0.000
N1	0.0405 (12)	0.0549 (14)	0.0778 (16)	−0.0030 (10)	0.0128 (12)	−0.0225 (12)
O1	0.0373 (9)	0.0355 (9)	0.0597 (11)	−0.0010 (7)	0.0046 (8)	−0.0087 (8)
O2	0.0454 (11)	0.0488 (11)	0.0864 (14)	−0.0098 (9)	0.0128 (10)	−0.0104 (10)
O3	0.0477 (14)	0.0425 (13)	0.0530 (15)	0.000	−0.0102 (12)	0.000
C1	0.0427 (15)	0.0547 (17)	0.0660 (18)	0.0056 (13)	0.0070 (13)	−0.0214 (14)
C2	0.0498 (15)	0.0426 (14)	0.0428 (14)	0.0031 (12)	0.0001 (12)	−0.0074 (11)
C3	0.0437 (14)	0.0385 (13)	0.0386 (13)	0.0008 (11)	−0.0034 (11)	−0.0022 (10)
C4	0.0468 (15)	0.0422 (14)	0.0492 (15)	−0.0034 (11)	0.0006 (12)	−0.0051 (11)
C5	0.0609 (18)	0.0424 (15)	0.073 (2)	−0.0111 (13)	0.0024 (15)	−0.0039 (13)
C6	0.081 (2)	0.0335 (14)	0.088 (2)	0.0001 (15)	0.0074 (19)	−0.0114 (14)
C7	0.0620 (18)	0.0454 (15)	0.0703 (19)	0.0081 (14)	0.0064 (15)	−0.0127 (14)
C8	0.0517 (17)	0.075 (2)	0.0676 (19)	−0.0234 (15)	0.0137 (15)	−0.0146 (16)
C9	0.035 (3)	0.051 (3)	0.056 (4)	0.005 (2)	0.000 (3)	−0.012 (3)
C10	0.036 (3)	0.062 (4)	0.065 (4)	−0.001 (3)	0.011 (3)	0.010 (3)

Geometric parameters (Å, º) top

Ni1—O1	1.9364 (16)	C5—C6	1.393 (4)
Ni1—O1ⁱ	1.9364 (16)	C5—H5	0.9300
Ni1—N1ⁱ	1.956 (2)	C6—C7	1.353 (4)
Ni1—N1	1.956 (2)	C6—H6	0.9300
Ni1—O3	2.363 (2)	C7—H7	0.9300
N1—C1	1.280 (3)	C8—H8A	0.9600
N1—C9	1.479 (7)	C8—H8B	0.9600
N1—C10ⁱ	1.535 (7)	C8—H8C	0.9600
O1—C3	1.310 (3)	C9—C10ⁱ	0.803 (7)
O2—C4	1.369 (3)	C9—C10	1.525 (7)
O2—C8	1.419 (3)	C9—C9ⁱ	1.541 (13)
O3—H3	0.8501	C9—H9A	0.9700
C1—C2	1.431 (4)	C9—H9B	0.9700
C1—H1	0.9300	C10—C9ⁱ	0.803 (7)
C2—C3	1.414 (3)	C10—C10ⁱ	1.092 (13)
C2—C7	1.416 (4)	C10—N1ⁱ	1.535 (7)
C3—C4	1.428 (3)	C10—H10A	0.9700
C4—C5	1.377 (4)	C10—H10B	0.9700

O1—Ni1—O1ⁱ	90.74 (10)	C6—C7—H7	119.3
O1—Ni1—N1ⁱ	167.34 (9)	C2—C7—H7	119.3
O1ⁱ—Ni1—N1ⁱ	92.11 (8)	O2—C8—H8A	109.5
O1—Ni1—N1	92.11 (8)	O2—C8—H8B	109.5
O1ⁱ—Ni1—N1	167.34 (9)	H8A—C8—H8B	109.5
N1ⁱ—Ni1—N1	82.55 (14)	O2—C8—H8C	109.5
O1—Ni1—O3	97.90 (7)	H8A—C8—H8C	109.5
O1ⁱ—Ni1—O3	97.90 (7)	H8B—C8—H8C	109.5
N1ⁱ—Ni1—O3	93.93 (9)	C10ⁱ—C9—N1	78.4 (8)
N1—Ni1—O3	93.93 (9)	C10ⁱ—C9—C10	43.4 (8)
C1—N1—C9	118.9 (3)	N1—C9—C10	98.4 (5)
C1—N1—C10ⁱ	120.1 (3)	C10ⁱ—C9—C9ⁱ	73.8 (8)
C9—N1—C10ⁱ	30.8 (3)	N1—C9—C9ⁱ	110.6 (3)
C1—N1—Ni1	127.10 (19)	C10—C9—C9ⁱ	30.4 (3)
C9—N1—Ni1	112.9 (3)	C10ⁱ—C9—H9A	85.1
C10ⁱ—N1—Ni1	109.6 (3)	N1—C9—H9A	112.6
C3—O1—Ni1	126.86 (15)	C10—C9—H9A	112.2
C4—O2—C8	118.0 (2)	C9ⁱ—C9—H9A	126.2
Ni1—O3—H3	118.8	C10ⁱ—C9—H9B	155.4
N1—C1—C2	125.7 (2)	N1—C9—H9B	111.5
N1—C1—H1	117.2	C10—C9—H9B	112.0
C2—C1—H1	117.2	C9ⁱ—C9—H9B	81.6
C3—C2—C7	120.3 (2)	H9A—C9—H9B	109.8
C3—C2—C1	122.4 (2)	C9ⁱ—C10—C10ⁱ	106.2 (8)
C7—C2—C1	117.2 (2)	C9ⁱ—C10—C9	75.9 (9)
O1—C3—C2	125.5 (2)	C10ⁱ—C10—C9	30.4 (3)
O1—C3—C4	118.1 (2)	C9ⁱ—C10—N1ⁱ	70.7 (8)
C2—C3—C4	116.3 (2)	C10ⁱ—C10—N1ⁱ	119.0 (3)
O2—C4—C5	124.3 (2)	C9—C10—N1ⁱ	108.4 (5)
O2—C4—C3	113.9 (2)	C9ⁱ—C10—H10A	65.1
C5—C4—C3	121.7 (3)	C10ⁱ—C10—H10A	124.0
C4—C5—C6	120.5 (3)	C9—C10—H10A	110.1
C4—C5—H5	119.8	N1ⁱ—C10—H10A	109.8
C6—C5—H5	119.8	C9ⁱ—C10—H10B	172.9
C7—C6—C5	119.7 (3)	C10ⁱ—C10—H10B	79.6
C7—C6—H6	120.1	C9—C10—H10B	109.9
C5—C6—H6	120.1	N1ⁱ—C10—H10B	110.4
C6—C7—C2	121.4 (3)	H10A—C10—H10B	108.4

O1—Ni1—N1—C1	4.5 (3)	C8—O2—C4—C5	−5.1 (4)
O1ⁱ—Ni1—N1—C1	−98.3 (4)	C8—O2—C4—C3	175.3 (2)
N1ⁱ—Ni1—N1—C1	−163.9 (2)	O1—C3—C4—O2	2.0 (3)
O3—Ni1—N1—C1	102.6 (3)	C2—C3—C4—O2	−178.5 (2)
O1—Ni1—N1—C9	−162.9 (3)	O1—C3—C4—C5	−177.7 (2)
O1ⁱ—Ni1—N1—C9	94.2 (5)	C2—C3—C4—C5	1.8 (4)
N1ⁱ—Ni1—N1—C9	28.6 (4)	O2—C4—C5—C6	179.1 (3)
O3—Ni1—N1—C9	−64.8 (3)	C3—C4—C5—C6	−1.3 (4)
O1—Ni1—N1—C10ⁱ	164.1 (3)	C4—C5—C6—C7	0.3 (5)
O1ⁱ—Ni1—N1—C10ⁱ	61.3 (5)	C5—C6—C7—C2	0.1 (5)
N1ⁱ—Ni1—N1—C10ⁱ	−4.3 (3)	C3—C2—C7—C6	0.5 (5)
O3—Ni1—N1—C10ⁱ	−97.8 (3)	C1—C2—C7—C6	179.6 (3)
O1ⁱ—Ni1—O1—C3	162.41 (15)	C1—N1—C9—C10ⁱ	101.3 (8)
N1ⁱ—Ni1—O1—C3	59.4 (4)	Ni1—N1—C9—C10ⁱ	−90.2 (8)
N1—Ni1—O1—C3	−5.2 (2)	C1—N1—C9—C10	140.0 (4)
O3—Ni1—O1—C3	−99.51 (19)	C10ⁱ—N1—C9—C10	38.8 (7)
C9—N1—C1—C2	163.8 (4)	Ni1—N1—C9—C10	−51.4 (4)
C10ⁱ—N1—C1—C2	−160.6 (4)	C1—N1—C9—C9ⁱ	168.8 (2)
Ni1—N1—C1—C2	−2.9 (5)	C10ⁱ—N1—C9—C9ⁱ	67.6 (8)
N1—C1—C2—C3	0.2 (5)	Ni1—N1—C9—C9ⁱ	−22.6 (3)
N1—C1—C2—C7	−178.9 (3)	C10ⁱ—C9—C10—C9ⁱ	180.000 (4)
Ni1—O1—C3—C2	4.5 (3)	N1—C9—C10—C9ⁱ	116.8 (6)
Ni1—O1—C3—C4	−176.08 (17)	N1—C9—C10—C10ⁱ	−63.2 (6)
C7—C2—C3—O1	178.0 (3)	C9ⁱ—C9—C10—C10ⁱ	180.000 (10)
C1—C2—C3—O1	−1.0 (4)	C10ⁱ—C9—C10—N1ⁱ	116.3 (6)
C7—C2—C3—C4	−1.4 (4)	N1—C9—C10—N1ⁱ	53.1 (4)
C1—C2—C3—C4	179.5 (2)	C9ⁱ—C9—C10—N1ⁱ	−63.7 (6)

Symmetry code: (i) x, −y+3/2, z.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3···O1ⁱⁱ	0.85	2.29	3.007 (3)	142
O3—H3···O2ⁱⁱ	0.85	2.18	2.9313 (19)	147
C10—H10B···O1ⁱⁱⁱ	0.97	2.53	3.236 (7)	130
C9—H9B···O3ⁱⁱ	0.97	2.66	3.322 (7)	126

Symmetry codes: (ii) x+1/2, y, −z+3/2; (iii) x+1/2, −y+3/2, −z+1/2.

Experimental details

Crystal data
Chemical formula	[Ni(C₁₈H₁₈N₂O₄)(H₂O)]
M_r	403.07
Crystal system, space group	Orthorhombic, Pnma
Temperature (K)	298
a, b, c (Å)	9.2712 (11), 24.763 (3), 7.5185 (10)
V (Å³)	1726.1 (4)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.16
Crystal size (mm)	0.48 × 0.42 × 0.26

Data collection
Diffractometer	Bruker SMART 1000 CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.607, 0.753
No. of measured, independent and observed [I > 2σ(I)] reflections	7520, 1550, 1368
R_int	0.029
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.031, 0.078, 1.19
No. of reflections	1550
No. of parameters	131
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.16, −0.53

Computer programs: SMART (Siemens, 1996), SAINT (Siemens, 1996), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Selected geometric parameters (Å, º) top

Ni1—O1	1.9364 (16)	Ni1—N1	1.956 (2)
Ni1—O1ⁱ	1.9364 (16)	Ni1—O3	2.363 (2)
Ni1—N1ⁱ	1.956 (2)

O1—Ni1—O1ⁱ	90.74 (10)	N1ⁱ—Ni1—N1	82.55 (14)
O1—Ni1—N1ⁱ	167.34 (9)	O1—Ni1—O3	97.90 (7)
O1—Ni1—N1	92.11 (8)	N1—Ni1—O3	93.93 (9)

Symmetry code: (i) x, −y+3/2, z.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3···O1ⁱⁱ	0.85	2.29	3.007 (3)	142.0
O3—H3···O2ⁱⁱ	0.85	2.18	2.9313 (19)	146.8
C10—H10B···O1ⁱⁱⁱ	0.97	2.53	3.236 (7)	129.9
C9—H9B···O3ⁱⁱ	0.97	2.66	3.322 (7)	126.2

Symmetry codes: (ii) x+1/2, y, −z+3/2; (iii) x+1/2, −y+3/2, −z+1/2.

Acknowledgements

The authors thank the Natural Science Foundation of Shandong Province (No. Y2004B02) for a research grant.

References

Akine, S., Taniguchi, T., Dong, W. K., Masubuchi, S. & Nabeshima, T. (2005). J. Org. Chem. 70, 1704–1711. Web of Science CSD CrossRef PubMed CAS Google Scholar
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Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Siemens (1996). SMART and SAINT. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA. Google Scholar
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Volume 65| Part 10| October 2009| Pages m1158-m1159

doi:10.1107/S1600536809034278

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metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Aqua­{6,6′-dimeth­­oxy-2,2′-[ethane-1,2-diylbis(nitrilo­methyl­­idyne)]diphenolato}nickel(II)

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

metal-organic compounds

Aqua{6,6′-dimethoxy-2,2′-[ethane-1,2-diylbis(nitrilomethylidyne)]diphenolato}nickel(II)