catena-Poly[[diaqua­bis[(4-tolyl­sulfan­yl)acetato-κO]nickel(II)]-μ-4,4′-bipyridine-κ²N:N′]

The title complex, [Ni(C₉H₉O₂S)₂(C₈H₈N₂)(H₂O)₂]_n, contains 4,4′-bipyridine ligands linking six-coordinate Ni^II ions. Each Ni^II ion is in an octa­hedral environment, coordinated by two aqua ligands, two (4-tolyl­sulfan­yl)acetate ligands and two bridging 4,4′-bipyridine ligands, generating linear chains; π–π inter­actions between adjacent chains result in a layered structure. A twofold rotation axis runs through the Ni atom and along the bridging ligand.

Key indicators

• Single-crystal X-ray study
• T = 273 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.038
• wR factor = 0.098
• Data-to-parameter ratio = 17.2

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical .          ?
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density ....       3.74
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       3.06 Ratio
PLAT380_ALERT_4_C Check Incorrectly? Oriented X(sp2)-Methyl Moiety         C1
PLAT480_ALERT_4_C Long H...A H-Bond Reported H1WA   ..  S1      ..       2.96 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          2

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

   1 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
   0 ALERT type 3 Indicator that the structure quality may be low
   3 ALERT type 4 Improvement, methodology, query or suggestion

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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.

catena-Poly[[dddiaquabis[(4-tolylsulfanyl)acetato-κO]nickel(II)]- µ-4,4'-bipyridine-κ²N:N']

Crystal data

[Ni(C9H9O2S)2(C8H8N2)]	F(000) = 1280
Mr = 613.37	Dx = 1.513 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 2318 reflections
a = 21.649 (4) Å	θ = 1.9–27.9°
b = 11.271 (2) Å	µ = 0.92 mm^−1
c = 11.050 (2) Å	T = 273 K
β = 92.59 (3)°	Prism, green
V = 2693.5 (8) Å^3	0.28 × 0.16 × 0.12 mm
Z = 4

Data collection

Bruker SMART CCD area-detector diffractometer	3198 independent reflections
Radiation source: fine-focus sealed tube	2417 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.029
φ and ω scans	θmax = 27.9°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −28→28
Tmin = 0.838, Tmax = 0.895	k = −14→13
8799 measured reflections	l = −9→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)] = 0.038	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.098	H atoms treated by a mixture of independent and constrained refinement
S = 1.01	w = 1/[σ^2(Fo^2) + (0.0586P)^2] where P = (Fo^2 + 2Fc^2)/3
3198 reflections	(Δ/σ)max < 0.001
186 parameters	Δρmax = 1.13 e Å^−3
3 restraints	Δρmin = −0.30 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 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 (Ų)

	x	y	z	Uiso*/Ueq
Ni1	0.0000	0.05002 (3)	0.2500	0.02255 (12)
S1	0.14634 (3)	0.20241 (6)	−0.05321 (6)	0.04796 (19)
N1	0.0000	0.23474 (19)	0.2500	0.0256 (5)
N2	0.0000	0.86487 (19)	0.2500	0.0253 (5)
O1	0.15004 (8)	0.1089 (2)	0.27308 (17)	0.0617 (5)
O1W	0.05634 (7)	0.05989 (13)	0.40683 (14)	0.0325 (3)
H1WA	0.0636 (11)	0.0061 (19)	0.455 (2)	0.049*
H1WB	0.0912 (9)	0.073 (2)	0.377 (2)	0.049*
O2	0.07573 (6)	0.05358 (11)	0.13888 (13)	0.0287 (3)
C1	0.19654 (15)	0.7095 (3)	0.1132 (3)	0.0719 (9)
H1A	0.1815	0.7630	0.0510	0.108*
H1B	0.2402	0.7208	0.1274	0.108*
H1C	0.1758	0.7250	0.1865	0.108*
C2	0.18418 (12)	0.5832 (3)	0.0734 (2)	0.0508 (7)
C3	0.15479 (12)	0.5561 (3)	−0.0373 (3)	0.0515 (7)
H3A	0.1423	0.6174	−0.0893	0.062*
C4	0.14359 (11)	0.4399 (2)	−0.0721 (2)	0.0463 (6)
H4A	0.1241	0.4240	−0.1471	0.056*
C5	0.16121 (10)	0.3467 (2)	0.0043 (2)	0.0404 (6)
C6	0.18997 (12)	0.3730 (3)	0.1156 (2)	0.0490 (6)
H6A	0.2013	0.3121	0.1689	0.059*
C7	0.20176 (12)	0.4891 (3)	0.1475 (2)	0.0555 (7)
H7A	0.2223	0.5048	0.2215	0.067*
C8	0.17392 (10)	0.1034 (2)	0.0652 (2)	0.0458 (6)
H8A	0.1813	0.0262	0.0299	0.055*
H8B	0.2132	0.1329	0.0983	0.055*
C9	0.13020 (10)	0.0880 (2)	0.1690 (2)	0.0351 (5)
C10	0.01972 (10)	0.29726 (18)	0.15610 (19)	0.0306 (5)
H10A	0.0331	0.2560	0.0892	0.037*
C11	0.02130 (10)	0.41928 (17)	0.15342 (19)	0.0313 (5)
H11A	0.0366	0.4582	0.0869	0.038*
C12	0.0000	0.4846 (2)	0.2500	0.0248 (6)
C13	0.0000	0.6157 (2)	0.2500	0.0236 (6)
C14	−0.03052 (11)	0.68065 (18)	0.3350 (2)	0.0363 (5)
H14A	−0.0518	0.6417	0.3945	0.044*
C15	−0.02947 (11)	0.80322 (19)	0.3318 (2)	0.0373 (5)
H15A	−0.0505	0.8446	0.3900	0.045*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ni1	0.0302 (2)	0.01702 (18)	0.02076 (19)	0.000	0.00522 (14)	0.000
S1	0.0511 (4)	0.0607 (4)	0.0328 (3)	−0.0127 (3)	0.0089 (3)	0.0039 (3)
N1	0.0311 (12)	0.0214 (12)	0.0244 (12)	0.000	0.0034 (10)	0.000
N2	0.0330 (12)	0.0224 (12)	0.0208 (12)	0.000	0.0040 (10)	0.000
O1	0.0411 (10)	0.1060 (16)	0.0380 (11)	−0.0220 (10)	0.0014 (8)	0.0084 (11)
O1W	0.0392 (8)	0.0327 (8)	0.0257 (8)	0.0000 (7)	0.0015 (6)	0.0046 (6)
O2	0.0315 (7)	0.0257 (7)	0.0294 (8)	−0.0014 (6)	0.0085 (6)	−0.0017 (6)
C1	0.073 (2)	0.079 (2)	0.066 (2)	−0.0165 (17)	0.0232 (17)	−0.0197 (18)
C2	0.0416 (13)	0.0684 (19)	0.0435 (16)	−0.0097 (13)	0.0165 (12)	−0.0103 (13)
C3	0.0509 (15)	0.0613 (18)	0.0429 (15)	0.0026 (13)	0.0100 (12)	0.0020 (13)
C4	0.0418 (13)	0.0642 (18)	0.0327 (13)	−0.0046 (12)	0.0004 (11)	−0.0003 (12)
C5	0.0285 (11)	0.0619 (16)	0.0312 (12)	−0.0069 (10)	0.0083 (10)	0.0044 (11)
C6	0.0434 (14)	0.0722 (19)	0.0315 (13)	−0.0047 (13)	0.0045 (11)	0.0043 (12)
C7	0.0451 (15)	0.089 (2)	0.0330 (14)	−0.0125 (15)	0.0046 (12)	−0.0084 (14)
C8	0.0330 (12)	0.0589 (15)	0.0465 (15)	−0.0005 (11)	0.0132 (11)	0.0066 (13)
C9	0.0330 (11)	0.0368 (12)	0.0360 (13)	0.0013 (9)	0.0053 (10)	0.0054 (10)
C10	0.0461 (12)	0.0219 (10)	0.0249 (11)	0.0038 (9)	0.0124 (9)	0.0003 (8)
C11	0.0472 (12)	0.0227 (11)	0.0252 (11)	0.0016 (9)	0.0133 (9)	0.0023 (8)
C12	0.0294 (14)	0.0211 (14)	0.0241 (14)	0.000	0.0025 (11)	0.000
C13	0.0288 (14)	0.0196 (14)	0.0223 (14)	0.000	0.0018 (11)	0.000
C14	0.0542 (14)	0.0231 (11)	0.0334 (12)	−0.0001 (9)	0.0218 (10)	0.0031 (9)
C15	0.0560 (14)	0.0233 (11)	0.0345 (13)	0.0023 (10)	0.0212 (11)	−0.0018 (9)

Geometric parameters (Å, º)

Ni1—O1W^i	2.0766 (17)	C3—C4	1.384 (3)
Ni1—O1W	2.0766 (17)	C3—H3A	0.9300
Ni1—N1	2.082 (2)	C4—C5	1.390 (3)
Ni1—N2^ii	2.087 (2)	C4—H4A	0.9300
Ni1—O2^i	2.0927 (14)	C5—C6	1.385 (3)
Ni1—O2	2.0927 (14)	C6—C7	1.375 (4)
S1—C5	1.771 (3)	C6—H6A	0.9300
S1—C8	1.801 (3)	C7—H7A	0.9300
N1—C10	1.340 (2)	C8—C9	1.530 (3)
N1—C10^i	1.340 (2)	C8—H8A	0.9700
N2—C15^i	1.327 (2)	C8—H8B	0.9700
N2—C15	1.327 (2)	C10—C11	1.376 (3)
N2—Ni1^iii	2.087 (2)	C10—H10A	0.9300
O1—C9	1.232 (3)	C11—C12	1.392 (2)
O1W—H1WA	0.817 (15)	C11—H11A	0.9300
O1W—H1WB	0.850 (15)	C12—C11^i	1.392 (2)
O2—C9	1.271 (3)	C12—C13	1.479 (4)
C1—C2	1.510 (4)	C13—C14	1.382 (2)
C1—H1A	0.9600	C13—C14^i	1.382 (2)
C1—H1B	0.9600	C14—C15	1.382 (3)
C1—H1C	0.9600	C14—H14A	0.9300
C2—C7	1.383 (4)	C15—H15A	0.9300
C2—C3	1.388 (4)
O1W^i—Ni1—O1W	173.86 (8)	C3—C4—H4A	119.8
O1W^i—Ni1—N1	86.93 (4)	C5—C4—H4A	119.8
O1W—Ni1—N1	86.93 (4)	C6—C5—C4	118.5 (2)
O1W^i—Ni1—N2^ii	93.07 (4)	C6—C5—S1	125.6 (2)
O1W—Ni1—N2^ii	93.07 (4)	C4—C5—S1	115.81 (19)
O1W^i—Ni1—O2^i	92.43 (6)	C7—C6—C5	120.1 (3)
O1W—Ni1—O2^i	87.45 (6)	C7—C6—H6A	119.9
N1—Ni1—O2^i	88.90 (4)	C5—C6—H6A	119.9
N2^ii—Ni1—O2^i	91.10 (4)	C6—C7—C2	122.3 (3)
O1W^i—Ni1—O2	87.45 (6)	C6—C7—H7A	118.8
O1W—Ni1—O2	92.43 (6)	C2—C7—H7A	118.8
N1—Ni1—O2	88.90 (4)	C9—C8—S1	114.77 (16)
N2^ii—Ni1—O2	91.10 (4)	C9—C8—H8A	108.6
O2^i—Ni1—O2	177.80 (7)	S1—C8—H8A	108.6
C5—S1—C8	105.03 (13)	C9—C8—H8B	108.6
C10—N1—C10^i	116.5 (2)	S1—C8—H8B	108.6
C10—N1—Ni1	121.73 (12)	H8A—C8—H8B	107.6
C10^i—N1—Ni1	121.73 (12)	O1—C9—O2	125.6 (2)
C15^i—N2—C15	116.8 (2)	O1—C9—C8	118.5 (2)
C15^i—N2—Ni1^iii	121.59 (12)	O2—C9—C8	115.9 (2)
C15—N2—Ni1^iii	121.59 (12)	N1—C10—C11	123.46 (19)
Ni1—O1W—H1WA	126.3 (19)	N1—C10—H10A	118.3
Ni1—O1W—H1WB	100.7 (18)	C11—C10—H10A	118.3
H1WA—O1W—H1WB	103.5 (18)	C10—C11—C12	120.16 (19)
C9—O2—Ni1	126.46 (14)	C10—C11—H11A	119.9
C2—C1—H1A	109.5	C12—C11—H11A	119.9
C2—C1—H1B	109.5	C11—C12—C11^i	116.2 (3)
H1A—C1—H1B	109.5	C11—C12—C13	121.91 (13)
C2—C1—H1C	109.5	C14—C13—C14^i	116.1 (2)
H1A—C1—H1C	109.5	C14—C13—C12	121.96 (12)
H1B—C1—H1C	109.5	C14^i—C13—C12	121.96 (12)
C7—C2—C3	117.1 (3)	C13—C14—C15	120.21 (19)
C7—C2—C1	120.7 (3)	C13—C14—H14A	119.9
C3—C2—C1	122.2 (3)	C15—C14—H14A	119.9
C4—C3—C2	121.4 (3)	N2—C15—C14	123.3 (2)
C4—C3—H3A	119.3	N2—C15—H15A	118.3
C2—C3—H3A	119.3	C14—C15—H15A	118.3
C3—C4—C5	120.5 (2)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WA···O2^iv	0.82 (2)	2.15 (2)	2.879 (2)	149 (3)
O1W—H1WA···S1^iv	0.82 (2)	2.96 (2)	3.5572 (17)	132 (2)
O1W—H1WB···O1	0.85 (2)	1.80 (2)	2.622 (2)	162 (3)

Symmetry code: (iv) x, −y, z+1/2.