catena-Poly[[bis-(methanol-κO)bis-(pyridine-κN)nickel(II)]-μ-tetra-fluoro-terephthalato-κO:O'].

In the title compound, [Ni(C(8)F(4)O(4))(C(5)H(5)N)(2)(CH(4)O)(2)](n), the Ni(II) ion is located on an inversion center and is coordinated by four O atoms [Ni-O = 2.079 (4) Å] from two tetra-fluoro-terephthalate ligands and two methanol mol-ecules, and by two N atoms [Ni-N = 2.127 (4) Å] from two pyridine ligands in a distorted octa-hedral geometry. The Ni(II) ions are connected via the tetra-fluoro-terephthalate anions into a one-dimensional chain running along the crystallographic [011] direction.

Related literature

For useful applications of supra­molecular coordination polymers, see: Janiak (2003 ▶); Rao et al. (2004 ▶); James (2003 ▶); Dietzel et al. (2005 ▶); Zhang et al. (2007 ▶). For related crystal structures, see: Kim et al. (2003 ▶); Go et al. (2004 ▶); Wang et al. (2003 ▶); Śledź et al. (2001 ▶); Li et al. (2003 ▶); Rosi et al. (2005 ▶).

Experimental

Crystal data

[Ni(C8F4O4)(C5H5N)2(CH4O)2]

M = 517.07

Triclinic,

a = 7.9159 (7) Å

b = 8.8846 (8) Å

c = 9.0219 (14) Å

α = 100.442 (9)°

β = 101.559 (9)°

γ = 114.396 (6)°

V = 540.78 (11) Å3

Z = 1

Mo Kα radiation

μ = 0.97 mm−1

T = 273 (2) K

0.15 × 0.12 × 0.10 mm

Data collection

Bruker APEXII CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 2000 ▶) T min = 0.868, T max = 0.909

3004 measured reflections

1901 independent reflections

1210 reflections with I > 2σ(I)

R int = 0.045

Refinement

R[F 2 > 2σ(F 2)] = 0.065

wR(F 2) = 0.168

S = 1.03

1901 reflections

151 parameters

2 restraints

H-atom parameters constrained

Δρmax = 0.67 e Å−3

Δρmin = −0.47 e Å−3

Data collection: APEX2 (Bruker, 2005 ▶); cell refinement: APEX2; data reduction: APEX2; program(s) used to solve structure: SIR97 (Altomare et al., 1999 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: PLATON (Spek, 2003 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks I. DOI: 10.1107/S1600536808016619/cv2417sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808016619/cv2417Isup2.hkl

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

[Ni(C8F4O4)(C5H5N)2(CH4O)2]	Z = 1
Mr = 517.07	F000 = 264
Triclinic, P1	Dx = 1.588 Mg m−3
Hall symbol: -P1	Mo Kα radiation λ = 0.71073 Å
a = 7.9159 (7) Å	Cell parameters from 409 reflections
b = 8.8846 (8) Å	θ = 3.7–18.2º
c = 9.0219 (14) Å	µ = 0.97 mm−1
α = 100.442 (9)º	T = 273 (2) K
β = 101.559 (9)º	Block, green
γ = 114.396 (6)º	0.15 × 0.12 × 0.10 mm
V = 540.78 (11) Å3

Bruker APEXII CCD area-detector diffractometer	1901 independent reflections
Radiation source: fine-focus sealed tube	1210 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.045
T = 273(2) K	θmax = 25.0º
φ and ω scans	θmin = 3.7º
Absorption correction: multi-scan(SADABS; Sheldrick, 2000)	h = −9→9
Tmin = 0.868, Tmax = 0.909	k = −8→10
3004 measured reflections	l = −10→10

Refinement on F2	2 restraints
Least-squares matrix: full	H-atom parameters constrained
R[F2 > 2σ(F2)] = 0.065	w = 1/[σ^2^(Fo^2^) + (0.076P)^2^ + 0.2195P], P = (Fo^2^ + 2Fc^2^)/3
wR(F2) = 0.168	(Δ/σ)max < 0.001
S = 1.04	Δρmax = 0.67 e Å−3
1901 reflections	Δρmin = −0.46 e Å−3
151 parameters	Extinction correction: none

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	0.0000	0.0000	0.0000	0.0463 (4)
O1	−0.0204 (5)	0.1748 (4)	0.1738 (4)	0.0514 (10)
O2	0.2732 (7)	0.2924 (6)	0.3536 (5)	0.0893 (16)
O3	0.2791 (6)	0.0643 (5)	0.1351 (4)	0.0642 (12)
H3	0.2848	0.1228	0.2320	0.096*
N1	0.1405 (7)	0.2043 (5)	−0.0943 (5)	0.0495 (12)
F1	0.2568 (6)	0.6330 (4)	0.3438 (4)	0.0798 (12)
F2	−0.1649 (6)	0.1587 (4)	0.4752 (4)	0.0770 (11)
C1	0.1084 (10)	0.2749 (7)	0.3031 (7)	0.0525 (14)
C2	0.0498 (8)	0.3903 (7)	0.4030 (6)	0.0476 (13)
C3	−0.0823 (9)	0.3286 (7)	0.4841 (6)	0.0523 (14)
C4	0.1304 (8)	0.5655 (7)	0.4223 (6)	0.0538 (15)
C5	0.2384 (9)	0.1849 (8)	−0.1928 (7)	0.0636 (16)
H5	0.2395	0.0793	−0.2204	0.076*
C6	0.3374 (10)	0.3084 (10)	−0.2565 (8)	0.0781 (19)
H6	0.4006	0.2858	−0.3274	0.094*
C7	0.3426 (10)	0.4657 (10)	−0.2148 (8)	0.078 (2)
H7	0.4120	0.5537	−0.2543	0.093*
C8	0.2427 (11)	0.4911 (9)	−0.1129 (8)	0.079 (2)
H8	0.2415	0.5964	−0.0830	0.095*
C9	0.1441 (10)	0.3574 (8)	−0.0557 (7)	0.0643 (16)
H9	0.0767	0.3754	0.0133	0.077*
C10	0.3668 (15)	−0.0333 (11)	0.1774 (13)	0.148 (5)
H10A	0.3276	−0.0734	0.2628	0.222*
H10B	0.5059	0.0361	0.2107	0.222*
H10C	0.3283	−0.1308	0.0882	0.222*

	U11	U22	U33	U12	U13	U23
Ni1	0.0591 (8)	0.0449 (6)	0.0396 (6)	0.0293 (5)	0.0189 (5)	0.0065 (4)
O1	0.066 (3)	0.050 (2)	0.040 (2)	0.033 (2)	0.018 (2)	0.0029 (18)
O2	0.078 (3)	0.108 (4)	0.063 (3)	0.056 (3)	0.004 (3)	−0.029 (3)
O3	0.069 (3)	0.074 (3)	0.051 (2)	0.044 (2)	0.017 (2)	0.000 (2)
N1	0.056 (3)	0.049 (3)	0.046 (3)	0.026 (2)	0.018 (2)	0.012 (2)
F1	0.103 (3)	0.071 (2)	0.083 (3)	0.040 (2)	0.064 (2)	0.0212 (19)
F2	0.102 (3)	0.051 (2)	0.086 (3)	0.035 (2)	0.052 (2)	0.0126 (18)
C1	0.065 (4)	0.053 (3)	0.041 (3)	0.030 (3)	0.022 (3)	0.005 (3)
C2	0.054 (3)	0.047 (3)	0.038 (3)	0.025 (3)	0.015 (3)	−0.002 (2)
C3	0.064 (4)	0.044 (3)	0.046 (3)	0.027 (3)	0.019 (3)	0.003 (2)
C4	0.062 (4)	0.062 (4)	0.043 (3)	0.031 (3)	0.027 (3)	0.009 (3)
C5	0.076 (4)	0.066 (4)	0.063 (4)	0.039 (3)	0.036 (3)	0.022 (3)
C6	0.072 (4)	0.089 (5)	0.081 (4)	0.032 (4)	0.037 (4)	0.038 (4)
C7	0.067 (4)	0.077 (4)	0.074 (4)	0.014 (4)	0.016 (4)	0.039 (4)
C8	0.097 (5)	0.055 (4)	0.077 (4)	0.031 (4)	0.018 (4)	0.024 (3)
C9	0.086 (4)	0.056 (3)	0.058 (3)	0.036 (3)	0.029 (3)	0.017 (3)
C10	0.141 (8)	0.102 (6)	0.174 (10)	0.092 (7)	−0.036 (7)	−0.014 (6)

Ni1—O3	2.079 (4)	C2—C3	1.381 (7)
Ni1—O3i	2.079 (4)	C3—C4ii	1.371 (7)
Ni1—O1i	2.079 (3)	C4—C3ii	1.371 (7)
Ni1—O1	2.079 (3)	C5—C6	1.359 (8)
Ni1—N1i	2.127 (4)	C5—H5	0.9300
Ni1—N1	2.127 (4)	C6—C7	1.361 (9)
O1—C1	1.261 (6)	C6—H6	0.9300
O2—C1	1.226 (7)	C7—C8	1.373 (10)
O3—C10	1.375 (8)	C7—H7	0.9300
O3—H3	0.9147	C8—C9	1.379 (9)
N1—C5	1.323 (7)	C8—H8	0.9300
N1—C9	1.329 (7)	C9—H9	0.9300
F1—C4	1.343 (6)	C10—H10A	0.9600
F2—C3	1.354 (6)	C10—H10B	0.9600
C1—C2	1.518 (7)	C10—H10C	0.9600
C2—C4	1.377 (7)
O3—Ni1—O3i	180.0 (3)	F2—C3—C4ii	118.0 (5)
O3—Ni1—O1i	88.71 (14)	F2—C3—C2	119.6 (5)
O3i—Ni1—O1i	91.29 (14)	C4ii—C3—C2	122.3 (5)
O3—Ni1—O1	91.29 (14)	F1—C4—C3ii	119.4 (5)
O3i—Ni1—O1	88.71 (14)	F1—C4—C2	118.5 (5)
O1i—Ni1—O1	180.0 (2)	C3ii—C4—C2	122.1 (5)
O3—Ni1—N1i	94.29 (17)	N1—C5—C6	124.6 (6)
O3i—Ni1—N1i	85.71 (17)	N1—C5—H5	117.7
O1i—Ni1—N1i	89.23 (15)	C6—C5—H5	117.7
O1—Ni1—N1i	90.77 (15)	C5—C6—C7	119.0 (7)
O3—Ni1—N1	85.71 (17)	C5—C6—H6	120.5
O3i—Ni1—N1	94.29 (17)	C7—C6—H6	120.5
O1i—Ni1—N1	90.77 (15)	C6—C7—C8	118.2 (7)
O1—Ni1—N1	89.23 (15)	C6—C7—H7	120.9
N1i—Ni1—N1	180.00 (19)	C8—C7—H7	120.9
C1—O1—Ni1	127.3 (4)	C7—C8—C9	118.8 (6)
C10—O3—Ni1	132.9 (5)	C7—C8—H8	120.6
C10—O3—H3	101.1	C9—C8—H8	120.6
Ni1—O3—H3	101.3	N1—C9—C8	123.3 (6)
C5—N1—C9	116.1 (5)	N1—C9—H9	118.3
C5—N1—Ni1	119.8 (4)	C8—C9—H9	118.3
C9—N1—Ni1	124.0 (4)	O3—C10—H10A	109.5
O2—C1—O1	127.9 (5)	O3—C10—H10B	109.5
O2—C1—C2	117.6 (5)	H10A—C10—H10B	109.5
O1—C1—C2	114.4 (5)	O3—C10—H10C	109.5
C4—C2—C3	115.6 (5)	H10A—C10—H10C	109.5
C4—C2—C1	121.7 (5)	H10B—C10—H10C	109.5
C3—C2—C1	122.6 (5)
O3—Ni1—O1—C1	1.8 (5)	Ni1—O1—C1—C2	178.6 (3)
O3i—Ni1—O1—C1	−178.2 (5)	O2—C1—C2—C4	69.3 (8)
O1i—Ni1—O1—C1	−146 (100)	O1—C1—C2—C4	−108.6 (6)
N1i—Ni1—O1—C1	96.1 (5)	O2—C1—C2—C3	−108.6 (7)
N1—Ni1—O1—C1	−83.9 (5)	O1—C1—C2—C3	73.5 (7)
O3i—Ni1—O3—C10	142 (100)	C4—C2—C3—F2	−178.3 (5)
O1i—Ni1—O3—C10	−48.5 (8)	C1—C2—C3—F2	−0.3 (8)
O1—Ni1—O3—C10	131.5 (8)	C4—C2—C3—C4ii	0.1 (9)
N1i—Ni1—O3—C10	40.6 (8)	C1—C2—C3—C4ii	178.1 (5)
N1—Ni1—O3—C10	−139.4 (8)	C3—C2—C4—F1	−178.6 (5)
O3—Ni1—N1—C5	72.0 (4)	C1—C2—C4—F1	3.4 (8)
O3i—Ni1—N1—C5	−108.0 (4)	C3—C2—C4—C3ii	−0.1 (9)
O1i—Ni1—N1—C5	−16.7 (4)	C1—C2—C4—C3ii	−178.2 (5)
O1—Ni1—N1—C5	163.3 (4)	C9—N1—C5—C6	−0.8 (9)
N1i—Ni1—N1—C5	−169 (100)	Ni1—N1—C5—C6	−178.2 (5)
O3—Ni1—N1—C9	−105.2 (5)	N1—C5—C6—C7	1.8 (10)
O3i—Ni1—N1—C9	74.8 (5)	C5—C6—C7—C8	−1.7 (10)
O1i—Ni1—N1—C9	166.2 (5)	C6—C7—C8—C9	0.9 (10)
O1—Ni1—N1—C9	−13.8 (5)	C5—N1—C9—C8	0.0 (9)
N1i—Ni1—N1—C9	14 (100)	Ni1—N1—C9—C8	177.2 (5)
Ni1—O1—C1—O2	0.9 (9)	C7—C8—C9—N1	0.0 (10)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3···O2	0.92	1.74	2.581 (6)	151

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H3⋯O2	0.92	1.74	2.581 (6)	151