μ-Benzene-1,2,4,5-tetra­carboxyl­ato-bis­[tri­aqua(2,2′-bi­pyridine)­nickel(II)] dihydrate

In the title compound, [Ni₂(C₁₀H₂O₈)(C₁₀H₈N₂)₂(H₂O)₆].2H₂O, the benzene­tetra­carboxyl­ate anion, which lies on a center of symmetry, is monodentate to two bi­pyridine-chelated water-coordinated Ni atoms. The geometry of the Ni atom is that of an octahedron. The coordinated and uncoordinated water mol­ecules are linked by hydrogen bonds into a network structure.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.029
• wR factor = 0.078
• Data-to-parameter ratio = 11.7

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       3.38 Ratio
PLAT222_ALERT_3_C Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       3.09 Ratio
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Ni1    -   O1W      =       5.66 su
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          8
PLAT731_ALERT_1_C Bond    Calc     0.84(2), Rep    0.844(9) ......       2.22 su-Rat
              O1W  -H1W1    1.555   1.555
PLAT731_ALERT_1_C Bond    Calc     0.85(2), Rep    0.848(7) ......       2.86 su-Rat
              O2W  -H2W2    1.555   1.555
PLAT731_ALERT_1_C Bond    Calc     0.85(2), Rep    0.844(9) ......       2.22 su-Rat
              O3W  -H3W2    1.555   1.555
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd.  #          2
              H2 O

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   9 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   4 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   2 ALERT type 2 Indicator that the structure model may be wrong or deficient
   1 ALERT type 3 Indicator that the structure quality may be low
   2 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2002); software used to prepare material for publication: SHELXL97.

µ-Benzene-1,2,4,5-tetracarboxylato-bis[triaqua(2,2'-bipyridine)nickel(II)] dihydrate

Crystal data

[Ni2(C10H2O8)(C10H8N2)2(H2O)6]·2H2O	Z = 1
Mr = 824.03	F(000) = 426
Triclinic, P1	Dx = 1.617 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.5839 (4) Å	Cell parameters from 4405 reflections
b = 9.7257 (6) Å	θ = 2.5–25.2°
c = 11.9698 (7) Å	µ = 1.19 mm^−1
α = 76.927 (1)°	T = 298 K
β = 87.388 (1)°	Prism, green
γ = 79.807 (1)°	0.35 × 0.32 × 0.17 mm
V = 846.41 (8) Å^3

Data collection

Bruker APEX area-detector diffractometer	3036 independent reflections
Radiation source: fine-focus sealed tube	2903 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.013
φ and ω scans	θmax = 25.2°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Bruker, 2002)	h = −9→9
Tmin = 0.680, Tmax = 0.823	k = −11→11
6271 measured reflections	l = −14→14

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)] = 0.029	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.078	H atoms treated by a mixture of independent and constrained refinement
S = 1.02	w = 1/[σ^2(Fo^2) + (0.0459P)^2 + 0.4734P] where P = (Fo^2 + 2Fc^2)/3
3036 reflections	(Δ/σ)max < 0.001
259 parameters	Δρmax = 0.27 e Å^−3
12 restraints	Δρmin = −0.31 e Å^−3

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

	x	y	z	Uiso*/Ueq
Ni1	0.76992 (3)	0.95545 (2)	0.726032 (19)	0.02501 (10)
O1	0.82261 (18)	0.77865 (15)	0.65552 (12)	0.0306 (3)
O2	1.1004 (2)	0.68798 (17)	0.71627 (14)	0.0418 (4)
O3	0.55015 (19)	0.72201 (16)	0.48432 (14)	0.0398 (4)
O4	0.74530 (19)	0.86276 (15)	0.40825 (13)	0.0360 (3)
O1w	0.7452 (2)	1.07114 (17)	0.55743 (13)	0.0371 (3)
H1w1	0.750 (3)	1.0091 (19)	0.5177 (19)	0.044*
H1w2	0.650 (2)	1.1327 (19)	0.542 (2)	0.044*
O2w	0.50095 (19)	0.94274 (17)	0.73220 (13)	0.0351 (3)
H2w1	0.487 (3)	0.8614 (18)	0.728 (2)	0.042*
H2w2	0.433 (3)	1.0063 (18)	0.6851 (17)	0.042*
O3w	1.04139 (19)	0.96637 (16)	0.72852 (13)	0.0346 (3)
H3w1	1.092 (3)	0.8821 (11)	0.725 (2)	0.041*
H3w2	1.088 (3)	1.0265 (17)	0.6791 (17)	0.041*
O4w	1.4545 (2)	0.6821 (2)	0.71499 (17)	0.0531 (5)
H4w1	1.3435 (15)	0.677 (3)	0.714 (2)	0.064*
H4w2	1.499 (3)	0.676 (3)	0.6495 (14)	0.064*
N1	0.7863 (2)	0.84966 (18)	0.89611 (14)	0.0294 (4)
N2	0.7255 (2)	1.12748 (19)	0.80412 (16)	0.0357 (4)
C1	0.8152 (3)	0.7082 (2)	0.9368 (2)	0.0420 (5)
H1	0.8287	0.6486	0.8852	0.050*
C2	0.8256 (4)	0.6472 (3)	1.0523 (2)	0.0601 (7)
H2	0.8448	0.5481	1.0784	0.072*
C3	0.8069 (5)	0.7354 (4)	1.1277 (2)	0.0767 (10)
H3	0.8167	0.6969	1.2061	0.092*
C4	0.7737 (5)	0.8806 (3)	1.0872 (2)	0.0646 (8)
H4	0.7579	0.9416	1.1380	0.078*
C5	0.7640 (3)	0.9359 (2)	0.97050 (18)	0.0351 (5)
C6	0.7300 (3)	1.0912 (2)	0.9193 (2)	0.0385 (5)
C7	0.7052 (4)	1.1939 (3)	0.9844 (3)	0.0645 (8)
H7	0.7066	1.1670	1.0640	0.077*
C8	0.6786 (5)	1.3356 (4)	0.9301 (4)	0.0828 (11)
H8	0.6606	1.4059	0.9727	0.099*
C9	0.6783 (5)	1.3737 (3)	0.8129 (4)	0.0794 (11)
H9	0.6628	1.4696	0.7749	0.095*
C10	0.7018 (4)	1.2667 (3)	0.7519 (3)	0.0565 (7)
H10	0.7010	1.2921	0.6722	0.068*
C11	0.9704 (3)	0.6966 (2)	0.65284 (16)	0.0276 (4)
C12	0.9859 (2)	0.5992 (2)	0.56987 (16)	0.0250 (4)
C13	0.8569 (2)	0.6166 (2)	0.48559 (16)	0.0245 (4)
C14	0.7051 (3)	0.7444 (2)	0.45946 (16)	0.0276 (4)
C15	0.8717 (3)	0.5159 (2)	0.41881 (16)	0.0263 (4)
H15	0.7838	0.5252	0.3646	0.032*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ni1	0.02586 (16)	0.02447 (15)	0.02405 (15)	0.00147 (10)	−0.00248 (10)	−0.00809 (10)
O1	0.0269 (7)	0.0326 (7)	0.0342 (8)	0.0049 (6)	−0.0037 (6)	−0.0180 (6)
O2	0.0324 (8)	0.0483 (9)	0.0479 (9)	0.0096 (7)	−0.0145 (7)	−0.0273 (8)
O3	0.0242 (8)	0.0334 (8)	0.0589 (10)	0.0026 (6)	−0.0043 (7)	−0.0096 (7)
O4	0.0342 (8)	0.0261 (7)	0.0415 (8)	0.0028 (6)	−0.0024 (6)	−0.0004 (6)
O1w	0.0375 (8)	0.0369 (8)	0.0309 (8)	0.0067 (7)	−0.0040 (6)	−0.0049 (6)
O2w	0.0275 (8)	0.0364 (8)	0.0381 (8)	0.0024 (6)	−0.0040 (6)	−0.0070 (7)
O3w	0.0304 (8)	0.0313 (8)	0.0429 (9)	−0.0049 (6)	−0.0015 (6)	−0.0103 (7)
O4w	0.0391 (9)	0.0456 (10)	0.0702 (13)	−0.0063 (8)	0.0059 (9)	−0.0056 (9)
N1	0.0295 (9)	0.0320 (9)	0.0262 (8)	−0.0010 (7)	−0.0012 (7)	−0.0083 (7)
N2	0.0369 (10)	0.0271 (9)	0.0435 (11)	0.0023 (7)	−0.0071 (8)	−0.0133 (8)
C1	0.0481 (13)	0.0354 (12)	0.0392 (12)	−0.0015 (10)	−0.0007 (10)	−0.0059 (10)
C2	0.078 (2)	0.0474 (15)	0.0445 (15)	−0.0075 (14)	−0.0039 (13)	0.0094 (12)
C3	0.118 (3)	0.080 (2)	0.0274 (13)	−0.022 (2)	−0.0041 (15)	0.0028 (14)
C4	0.095 (2)	0.074 (2)	0.0312 (13)	−0.0206 (17)	0.0033 (14)	−0.0213 (13)
C5	0.0345 (11)	0.0449 (12)	0.0299 (11)	−0.0077 (10)	0.0018 (9)	−0.0165 (9)
C6	0.0359 (12)	0.0424 (13)	0.0433 (13)	−0.0048 (10)	0.0012 (10)	−0.0241 (10)
C7	0.078 (2)	0.0630 (19)	0.0653 (18)	−0.0091 (15)	0.0051 (15)	−0.0437 (16)
C8	0.096 (3)	0.056 (2)	0.109 (3)	0.0030 (18)	−0.008 (2)	−0.056 (2)
C9	0.090 (2)	0.0297 (14)	0.120 (3)	0.0089 (14)	−0.032 (2)	−0.0280 (17)
C10	0.0677 (18)	0.0301 (12)	0.0695 (18)	0.0032 (12)	−0.0220 (14)	−0.0111 (12)
C11	0.0274 (10)	0.0267 (10)	0.0283 (10)	0.0014 (8)	−0.0010 (8)	−0.0097 (8)
C12	0.0249 (9)	0.0242 (9)	0.0247 (9)	0.0016 (8)	0.0001 (7)	−0.0074 (7)
C13	0.0230 (9)	0.0232 (9)	0.0245 (9)	0.0027 (7)	−0.0001 (7)	−0.0050 (7)
C14	0.0286 (10)	0.0270 (10)	0.0260 (10)	0.0054 (8)	−0.0053 (8)	−0.0102 (8)
C15	0.0253 (10)	0.0265 (9)	0.0255 (9)	0.0025 (8)	−0.0048 (7)	−0.0067 (8)

Geometric parameters (Å, º)

Ni1—N1	2.061 (2)	C1—H1	0.9300
Ni1—N2	2.065 (2)	C2—C3	1.367 (4)
Ni1—O1	2.052 (1)	C2—H2	0.9300
Ni1—O1w	2.075 (2)	C3—C4	1.367 (4)
Ni1—O2w	2.062 (2)	C3—H3	0.9300
Ni1—O3w	2.082 (2)	C4—C5	1.379 (3)
O1—C11	1.259 (2)	C4—H4	0.9300
O2—C11	1.251 (2)	C5—C6	1.477 (3)
O3—C14	1.243 (3)	C6—C7	1.383 (3)
O4—C14	1.258 (2)	C7—C8	1.368 (5)
O1w—H1w1	0.844 (9)	C7—H7	0.9300
O1w—H1w2	0.851 (9)	C8—C9	1.367 (5)
O2w—H2w1	0.83 (2)	C8—H8	0.9300
O2w—H2w2	0.848 (7)	C9—C10	1.384 (4)
O3w—H3w1	0.850 (9)	C9—H9	0.9300
O3w—H3w2	0.844 (9)	C10—H10	0.9300
O4w—H4w1	0.852 (10)	C11—C12	1.507 (3)
O4w—H4w2	0.850 (10)	C12—C15^i	1.399 (3)
N1—C1	1.333 (3)	C12—C13	1.399 (3)
N1—C5	1.341 (3)	C13—C15	1.385 (3)
N2—C10	1.340 (3)	C13—C14	1.523 (2)
N2—C6	1.344 (3)	C15—C12^i	1.399 (3)
C1—C2	1.375 (4)	C15—H15	0.9300
N1—Ni1—N2	79.65 (7)	C4—C3—H3	120.2
N1—Ni1—O1	97.78 (6)	C2—C3—H3	120.2
N1—Ni1—O1w	176.98 (6)	C3—C4—C5	119.4 (3)
N1—Ni1—O2w	88.26 (6)	C3—C4—H4	120.3
N1—Ni1—O3w	89.09 (6)	C5—C4—H4	120.3
N2—Ni1—O1	176.99 (6)	N1—C5—C4	121.1 (2)
N2—Ni1—O1w	97.59 (7)	N1—C5—C6	115.85 (18)
N2—Ni1—O2w	91.80 (7)	C4—C5—C6	123.0 (2)
N2—Ni1—O3w	86.85 (7)	N2—C6—C7	121.5 (2)
O1—Ni1—O1w	85.00 (6)	N2—C6—C5	115.62 (18)
O1—Ni1—O2w	89.71 (6)	C7—C6—C5	122.8 (2)
O1—Ni1—O3w	91.54 (6)	C8—C7—C6	119.1 (3)
O1w—Ni1—O2w	90.60 (6)	C8—C7—H7	120.4
O1w—Ni1—O3w	92.01 (6)	C6—C7—H7	120.4
O2w—Ni1—O3w	177.20 (6)	C9—C8—C7	119.8 (3)
C11—O1—Ni1	127.42 (13)	C9—C8—H8	120.1
Ni1—O1w—H1w1	105.1 (17)	C7—C8—H8	120.1
Ni1—O1w—H1w2	115.9 (17)	C8—C9—C10	118.7 (3)
H1w1—O1w—H1w2	109.4 (15)	C8—C9—H9	120.7
Ni1—O2w—H2w1	110.0 (17)	C10—C9—H9	120.7
Ni1—O2w—H2w2	116.9 (17)	N2—C10—C9	122.1 (3)
H2w1—O2w—H2w2	111.2 (19)	N2—C10—H10	119.0
Ni1—O3w—H3w1	103.0 (16)	C9—C10—H10	119.0
Ni1—O3w—H3w2	121.7 (17)	O2—C11—O1	124.51 (18)
H3w1—O3w—H3w2	109.4 (14)	O2—C11—C12	118.86 (17)
H4w1—O4w—H4w2	108.3 (15)	O1—C11—C12	116.58 (17)
C1—N1—C5	118.85 (19)	C15^i—C12—C13	119.09 (17)
C1—N1—Ni1	126.66 (15)	C15^i—C12—C11	119.03 (17)
C5—N1—Ni1	114.49 (14)	C13—C12—C11	121.81 (17)
C10—N2—C6	118.7 (2)	C15—C13—C12	118.61 (17)
C10—N2—Ni1	126.82 (18)	C15—C13—C14	117.91 (16)
C6—N2—Ni1	114.38 (14)	C12—C13—C14	123.43 (17)
N1—C1—C2	122.5 (2)	O3—C14—O4	125.05 (18)
N1—C1—H1	118.7	O3—C14—C13	117.53 (17)
C2—C1—H1	118.7	O4—C14—C13	117.28 (17)
C3—C2—C1	118.4 (3)	C13—C15—C12^i	122.27 (18)
C3—C2—H2	120.8	C13—C15—H15	118.9
C1—C2—H2	120.8	C12^i—C15—H15	118.9
C4—C3—C2	119.7 (3)
N1—Ni1—O1—C11	−72.00 (17)	C10—N2—C6—C7	2.1 (4)
O2w—Ni1—O1—C11	−160.21 (17)	Ni1—N2—C6—C7	179.1 (2)
O1w—Ni1—O1—C11	109.16 (17)	C10—N2—C6—C5	−177.6 (2)
O3w—Ni1—O1—C11	17.28 (17)	Ni1—N2—C6—C5	−0.5 (2)
O1—Ni1—N1—C1	−2.61 (19)	N1—C5—C6—N2	0.0 (3)
O2w—Ni1—N1—C1	86.85 (19)	C4—C5—C6—N2	179.7 (2)
N2—Ni1—N1—C1	179.0 (2)	N1—C5—C6—C7	−179.6 (2)
O3w—Ni1—N1—C1	−94.04 (19)	C4—C5—C6—C7	0.0 (4)
O1—Ni1—N1—C5	177.79 (14)	N2—C6—C7—C8	−1.1 (4)
O2w—Ni1—N1—C5	−92.74 (15)	C5—C6—C7—C8	178.5 (3)
N2—Ni1—N1—C5	−0.60 (15)	C6—C7—C8—C9	−0.6 (5)
O3w—Ni1—N1—C5	86.37 (15)	C7—C8—C9—C10	1.3 (6)
N1—Ni1—N2—C10	177.4 (2)	C6—N2—C10—C9	−1.3 (4)
O2w—Ni1—N2—C10	−94.7 (2)	Ni1—N2—C10—C9	−177.9 (2)
O1w—Ni1—N2—C10	−3.9 (2)	C8—C9—C10—N2	−0.4 (5)
O3w—Ni1—N2—C10	87.8 (2)	Ni1—O1—C11—O2	18.2 (3)
N1—Ni1—N2—C6	0.61 (15)	Ni1—O1—C11—C12	−164.19 (13)
O2w—Ni1—N2—C6	88.52 (16)	O2—C11—C12—C15^i	12.5 (3)
O1w—Ni1—N2—C6	179.36 (15)	O1—C11—C12—C15^i	−165.26 (18)
O3w—Ni1—N2—C6	−89.03 (16)	O2—C11—C12—C13	−170.81 (19)
C5—N1—C1—C2	−1.0 (4)	O1—C11—C12—C13	11.5 (3)
Ni1—N1—C1—C2	179.4 (2)	C15^i—C12—C13—C15	2.2 (3)
N1—C1—C2—C3	−0.5 (4)	C11—C12—C13—C15	−174.52 (17)
C1—C2—C3—C4	1.8 (5)	C15^i—C12—C13—C14	−174.92 (18)
C2—C3—C4—C5	−1.6 (5)	C11—C12—C13—C14	8.3 (3)
C1—N1—C5—C4	1.2 (3)	C15—C13—C14—O3	71.3 (2)
Ni1—N1—C5—C4	−179.2 (2)	C12—C13—C14—O3	−111.6 (2)
C1—N1—C5—C6	−179.1 (2)	C15—C13—C14—O4	−104.7 (2)
Ni1—N1—C5—C6	0.5 (2)	C12—C13—C14—O4	72.5 (2)
C3—C4—C5—N1	0.1 (4)	C12—C13—C15—C12^i	−2.3 (3)
C3—C4—C5—C6	−179.6 (3)	C14—C13—C15—C12^i	175.01 (18)

Symmetry code: (i) −x+2, −y+1, −z+1.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1w—H1w1···O4	0.84 (1)	2.15 (1)	2.989 (2)	176 (2)
O1w—H1w2···O3^ii	0.85 (1)	1.87 (1)	2.714 (2)	174 (2)
O2w—H2w2···O4^ii	0.85 (1)	1.90 (1)	2.737 (2)	172 (2)
O2w—H2w1···O4w^iii	0.83 (2)	1.85 (2)	2.674 (2)	178 (2)
O3w—H3w1···O2	0.85 (1)	1.90 (1)	2.701 (2)	156 (2)
O3w—H3w2···O4^iv	0.84 (1)	1.93 (1)	2.746 (2)	163 (2)
O4w—H4w1···O2	0.85 (1)	1.83 (1)	2.676 (2)	173 (3)
O4w—H4w2···O3^v	0.85 (1)	1.96 (1)	2.781 (3)	161 (3)

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