Bis[μ-4-(4-carb-oxy-phen-oxy)phthalato]bis-[triaqua-nickel(II)].

In the centrosymmetric binuclear title compound, [Ni(2)(C(15)H(8)O(7))(2)(H(2)O)(6)], the Ni(II) ion is in a distorted octa-hedral coordination geometry with O(6) donors, three from three water mol-ecules, the others from three carboxylate groups of two ligands. Extensive O-H⋯O hydrogen bonding connects the mol-ecules into a three-dimensional supra-molecular structure.

Related literature

For metal-organic coordination polymers, see: Evans et al. (1999 ▶); Li et al. (2008 ▶). For related structures, see: Wang et al. (2010 ▶); Hökelek et al. (2009 ▶).

Experimental

Crystal data

[Ni2(C15H8O7)2(H2O)6]

M = 825.90

Monoclinic,

a = 14.4173 (9) Å

b = 9.5002 (6) Å

c = 11.2857 (7) Å

β = 92.632 (1)°

V = 1544.14 (17) Å3

Z = 2

Mo Kα radiation

μ = 1.32 mm−1

T = 298 K

0.18 × 0.12 × 0.05 mm

Data collection

Bruker SMART APEX CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 2003) ▶ T min = 0.798, T max = 0.937

7457 measured reflections

2716 independent reflections

2245 reflections with I > 2σ(I)

R int = 0.030

Refinement

R[F 2 > 2σ(F 2)] = 0.030

wR(F 2) = 0.069

S = 1.02

2716 reflections

263 parameters

10 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.28 e Å−3

Δρmin = −0.31 e Å−3

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT-Plus (Bruker, 2001 ▶); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: XP (Sheldrick, 1998 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810049718/ds2071sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810049718/ds2071Isup2.hkl

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

[Ni2(C15H8O7)2(H2O)6]	F(000) = 848
Mr = 825.90	Dx = 1.776 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 2290 reflections
a = 14.4173 (9) Å	θ = 2.6–25.3°
b = 9.5002 (6) Å	µ = 1.32 mm−1
c = 11.2857 (7) Å	T = 298 K
β = 92.632 (1)°	Sheet, green
V = 1544.14 (17) Å3	0.18 × 0.12 × 0.05 mm
Z = 2

Bruker SMART APEX CCD area-detector diffractometer	2716 independent reflections
Radiation source: fine-focus sealed tube	2245 reflections with I > 2σ(I)
graphite	Rint = 0.030
Detector resolution: 0 pixels mm-1	θmax = 25.0°, θmin = 1.4°
ω scans	h = −16→17
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	k = −7→11
Tmin = 0.798, Tmax = 0.937	l = −13→13
7457 measured reflections

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) = 0.069	H atoms treated by a mixture of independent and constrained refinement
S = 1.02	w = 1/[σ2(Fo2) + (0.0295P)2 + 0.7208P] where P = (Fo2 + 2Fc2)/3
2716 reflections	(Δ/σ)max = 0.001
263 parameters	Δρmax = 0.28 e Å−3
10 restraints	Δρmin = −0.31 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
C1	1.13696 (16)	−0.0011 (3)	0.4707 (2)	0.0205 (6)
C2	1.16031 (17)	0.1901 (3)	0.2544 (2)	0.0217 (6)
C3	1.23890 (17)	0.1474 (3)	0.3408 (2)	0.0219 (6)
C4	1.22697 (16)	0.0685 (3)	0.4442 (2)	0.0210 (6)
C5	1.30275 (18)	0.0466 (3)	0.5226 (2)	0.0298 (7)
H5	1.2949	−0.0042	0.5918	0.036*
C6	1.38951 (18)	0.0989 (3)	0.4998 (2)	0.0302 (6)
H6	1.4394	0.0847	0.5536	0.036*
C7	1.40112 (17)	0.1721 (3)	0.3963 (2)	0.0263 (6)
C8	1.32712 (17)	0.1980 (3)	0.3173 (2)	0.0252 (6)
H8	1.3360	0.2490	0.2484	0.030*
C9	1.62538 (18)	0.2565 (3)	0.2812 (2)	0.0313 (7)
H9	1.6411	0.3291	0.3335	0.038*
C10	1.54081 (17)	0.1884 (3)	0.2880 (2)	0.0237 (6)
C11	1.51594 (18)	0.0824 (3)	0.2086 (2)	0.0313 (7)
H11	1.4585	0.0383	0.2118	0.038*
C12	1.57749 (18)	0.0433 (3)	0.1249 (2)	0.0306 (7)
H12	1.5612	−0.0281	0.0715	0.037*
C13	1.66329 (17)	0.1082 (3)	0.1185 (2)	0.0262 (6)
C14	1.68622 (18)	0.2165 (3)	0.1967 (2)	0.0321 (7)
H14	1.7429	0.2624	0.1921	0.039*
C15	1.73084 (18)	0.0607 (3)	0.0322 (2)	0.0283 (6)
O1	1.16730 (12)	0.1605 (2)	0.14741 (16)	0.0346 (5)
O2	1.09321 (11)	0.25998 (18)	0.29324 (15)	0.0236 (4)
O3	1.07414 (11)	−0.01111 (18)	0.38727 (14)	0.0215 (4)
O4	1.12870 (11)	−0.04895 (19)	0.57313 (15)	0.0255 (4)
O5	1.48851 (12)	0.2300 (2)	0.38073 (16)	0.0327 (5)
O6	1.70082 (14)	−0.0415 (2)	−0.03746 (19)	0.0393 (5)
O7	1.80790 (13)	0.1132 (2)	0.02540 (17)	0.0418 (6)
O8	0.95069 (13)	0.0514 (2)	0.20299 (16)	0.0283 (4)
O9	0.89424 (13)	0.3188 (2)	0.31920 (17)	0.0267 (4)
O10	1.00957 (13)	0.2419 (2)	0.52416 (15)	0.0261 (4)
Ni1	0.98127 (2)	0.15487 (3)	0.36037 (3)	0.01905 (11)
H6A	1.7430 (19)	−0.079 (4)	−0.077 (3)	0.074 (13)*
H8A	0.927 (2)	0.094 (3)	0.143 (2)	0.062 (11)*
H8B	0.918 (2)	−0.023 (3)	0.211 (3)	0.102 (17)*
H9B	0.916 (2)	0.385 (2)	0.279 (2)	0.066 (12)*
H9A	0.872 (2)	0.352 (3)	0.3811 (16)	0.048 (10)*
H10B	1.0610 (11)	0.275 (3)	0.548 (2)	0.035 (9)*
H10A	0.9937 (19)	0.176 (3)	0.569 (2)	0.062 (12)*

	U11	U22	U33	U12	U13	U23
C1	0.0208 (13)	0.0174 (13)	0.0238 (14)	0.0048 (11)	0.0051 (11)	0.0013 (11)
C2	0.0208 (13)	0.0191 (14)	0.0257 (14)	−0.0032 (11)	0.0061 (11)	0.0045 (11)
C3	0.0213 (13)	0.0217 (14)	0.0230 (13)	0.0026 (11)	0.0033 (10)	−0.0034 (11)
C4	0.0197 (13)	0.0235 (14)	0.0201 (13)	0.0017 (11)	0.0041 (10)	0.0005 (11)
C5	0.0267 (14)	0.0371 (17)	0.0256 (15)	0.0034 (13)	0.0029 (11)	0.0068 (13)
C6	0.0180 (13)	0.0408 (17)	0.0317 (15)	0.0032 (13)	−0.0004 (11)	0.0024 (13)
C7	0.0169 (13)	0.0305 (16)	0.0318 (15)	−0.0028 (12)	0.0061 (11)	−0.0077 (13)
C8	0.0238 (14)	0.0290 (15)	0.0235 (14)	−0.0010 (12)	0.0086 (11)	0.0013 (12)
C9	0.0257 (15)	0.0352 (17)	0.0333 (15)	−0.0080 (13)	0.0024 (12)	−0.0097 (13)
C10	0.0159 (12)	0.0271 (15)	0.0286 (14)	0.0013 (11)	0.0049 (11)	0.0010 (12)
C11	0.0187 (14)	0.0328 (16)	0.0426 (17)	−0.0077 (13)	0.0060 (12)	−0.0086 (14)
C12	0.0265 (15)	0.0326 (16)	0.0330 (15)	−0.0030 (13)	0.0038 (12)	−0.0081 (13)
C13	0.0191 (13)	0.0329 (16)	0.0266 (14)	0.0009 (12)	0.0027 (11)	0.0024 (12)
C14	0.0195 (14)	0.0415 (17)	0.0358 (16)	−0.0075 (13)	0.0061 (12)	−0.0023 (14)
C15	0.0255 (15)	0.0367 (17)	0.0228 (14)	0.0047 (13)	0.0010 (11)	0.0052 (13)
O1	0.0294 (10)	0.0526 (13)	0.0222 (10)	0.0137 (10)	0.0042 (8)	0.0001 (10)
O2	0.0211 (9)	0.0208 (10)	0.0296 (10)	0.0030 (8)	0.0094 (8)	0.0028 (8)
O3	0.0207 (9)	0.0230 (10)	0.0208 (9)	0.0008 (8)	−0.0002 (7)	0.0022 (8)
O4	0.0226 (9)	0.0323 (11)	0.0218 (10)	−0.0029 (8)	0.0039 (7)	0.0063 (8)
O5	0.0202 (9)	0.0427 (12)	0.0359 (11)	−0.0064 (9)	0.0083 (8)	−0.0118 (9)
O6	0.0297 (11)	0.0466 (14)	0.0424 (13)	0.0023 (10)	0.0097 (10)	−0.0129 (11)
O7	0.0266 (11)	0.0649 (16)	0.0349 (12)	−0.0102 (11)	0.0120 (9)	−0.0035 (11)
O8	0.0373 (11)	0.0276 (11)	0.0199 (10)	−0.0020 (10)	−0.0003 (8)	0.0014 (9)
O9	0.0263 (10)	0.0260 (11)	0.0284 (11)	0.0038 (8)	0.0077 (9)	0.0054 (9)
O10	0.0287 (11)	0.0273 (11)	0.0223 (10)	−0.0050 (9)	0.0018 (8)	−0.0025 (9)
Ni1	0.01854 (18)	0.02068 (18)	0.01820 (18)	0.00061 (15)	0.00355 (12)	0.00130 (14)

C1—O4	1.253 (3)	C10—O5	1.376 (3)
C1—O3	1.279 (3)	C10—C11	1.384 (4)
C1—C4	1.499 (3)	C11—C12	1.377 (4)
C2—O1	1.249 (3)	C11—H11	0.9300
C2—O2	1.268 (3)	C12—C13	1.387 (4)
C2—C3	1.516 (3)	C12—H12	0.9300
C3—C8	1.396 (3)	C13—C14	1.385 (4)
C3—C4	1.405 (3)	C13—C15	1.479 (4)
C4—C5	1.389 (3)	C14—H14	0.9300
C5—C6	1.381 (4)	C15—O7	1.223 (3)
C5—H5	0.9300	C15—O6	1.310 (3)
C6—C7	1.376 (4)	O2—Ni1	2.0708 (17)
C6—H6	0.9300	O3—Ni1	2.0817 (17)
C7—C8	1.381 (4)	O4—Ni1i	2.0491 (17)
C7—O5	1.393 (3)	O8—Ni1	2.0600 (18)
C8—H8	0.9300	O9—Ni1	2.0405 (19)
C9—C14	1.378 (4)	O10—Ni1	2.0490 (18)
C9—C10	1.386 (4)	Ni1—O4i	2.0491 (17)
C9—H9	0.9300
O4—C1—O3	123.9 (2)	C14—C13—C15	120.1 (2)
O4—C1—C4	117.6 (2)	C12—C13—C15	120.9 (3)
O3—C1—C4	118.5 (2)	C9—C14—C13	120.3 (2)
O1—C2—O2	123.3 (2)	C9—C14—H14	119.9
O1—C2—C3	118.1 (2)	C13—C14—H14	119.9
O2—C2—C3	118.5 (2)	O7—C15—O6	122.7 (3)
C8—C3—C4	119.3 (2)	O7—C15—C13	123.0 (3)
C8—C3—C2	116.5 (2)	O6—C15—C13	114.3 (2)
C4—C3—C2	124.1 (2)	C2—O2—Ni1	119.60 (15)
C5—C4—C3	119.1 (2)	C1—O3—Ni1	118.68 (16)
C5—C4—C1	118.1 (2)	C1—O4—Ni1i	128.60 (16)
C3—C4—C1	122.8 (2)	C10—O5—C7	120.9 (2)
C6—C5—C4	121.4 (2)	C15—O6—H6A	113 (3)
C6—C5—H5	119.3	Ni1—O8—H8A	122 (2)
C4—C5—H5	119.3	Ni1—O8—H8B	114 (3)
C7—C6—C5	119.1 (2)	H8A—O8—H8B	105.6 (15)
C7—C6—H6	120.4	Ni1—O9—H9B	117 (2)
C5—C6—H6	120.4	Ni1—O9—H9A	110 (2)
C6—C7—C8	121.2 (2)	H9B—O9—H9A	109.2 (16)
C6—C7—O5	116.9 (2)	Ni1—O10—H10B	125.5 (19)
C8—C7—O5	121.7 (2)	Ni1—O10—H10A	102 (2)
C7—C8—C3	120.0 (2)	H10B—O10—H10A	109.7 (16)
C7—C8—H8	120.0	O9—Ni1—O10	89.55 (8)
C3—C8—H8	120.0	O9—Ni1—O4i	88.86 (7)
C14—C9—C10	120.0 (3)	O10—Ni1—O4i	89.61 (7)
C14—C9—H9	120.0	O9—Ni1—O8	93.61 (8)
C10—C9—H9	120.0	O10—Ni1—O8	175.12 (8)
O5—C10—C11	124.5 (2)	O4i—Ni1—O8	86.73 (8)
O5—C10—C9	115.0 (2)	O9—Ni1—O2	91.72 (7)
C11—C10—C9	120.4 (2)	O10—Ni1—O2	90.52 (7)
C12—C11—C10	119.0 (2)	O4i—Ni1—O2	179.40 (7)
C12—C11—H11	120.5	O8—Ni1—O2	93.11 (7)
C10—C11—H11	120.5	O9—Ni1—O3	174.95 (7)
C11—C12—C13	121.3 (3)	O10—Ni1—O3	94.25 (7)
C11—C12—H12	119.3	O4i—Ni1—O3	94.47 (7)
C13—C12—H12	119.3	O8—Ni1—O3	82.82 (7)
C14—C13—C12	119.0 (2)	O2—Ni1—O3	84.94 (7)

D—H···A	D—H	H···A	D···A	D—H···A
O6—H6A···O1ii	0.85 (1)	1.73 (1)	2.579 (3)	176 (4)
O8—H8A···O10iii	0.85 (1)	2.41 (3)	2.967 (3)	124 (3)
O8—H8B···O2iv	0.86 (1)	2.07 (2)	2.841 (3)	150 (4)
O9—H9B···O3v	0.84 (1)	2.14 (2)	2.889 (2)	149 (3)
O8—H8A···O7vi	0.85 (1)	2.12 (2)	2.867 (3)	146 (3)
O10—H10B···O1vii	0.84 (1)	1.96 (1)	2.770 (3)	164 (3)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O6—H6A⋯O1i	0.85 (1)	1.73 (1)	2.579 (3)	176 (4)
O8—H8A⋯O10ii	0.85 (1)	2.41 (3)	2.967 (3)	124 (3)
O8—H8B⋯O2iii	0.86 (1)	2.07 (2)	2.841 (3)	150 (4)
O9—H9B⋯O3iv	0.84 (1)	2.14 (2)	2.889 (2)	149 (3)
O8—H8A⋯O7v	0.85 (1)	2.12 (2)	2.867 (3)	146 (3)
O10—H10B⋯O1vi	0.84 (1)	1.96 (1)	2.770 (3)	164 (3)

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