Tris(pyridin-2-yl-methanol)nickel(II) hexa-fluoridophosphate trifluoro-acetate.

In the crystal structure of the title complex, [Ni(C(6)H(7)NO)(3)](PF(6))(C(2)F(3)O(2)), the Ni(II) ion is in a slightly distorted octa-hedral NiO(3)N(3) coordination geometry with each of the three N and three O atoms in a meridional coordination. In the crystal, the complex mol-ecules and the trifluoro-acetate anions are connected via O-H⋯O hydrogen bonding into layers parallel to the ab plane.

Related literature

For related complexes, see: Ito & Onaka (2004 ▶); Kermagoret & Braunstein (2008 ▶).

Experimental

Crystal data

[Ni(C6H7NO)3](PF6)(C2F3O2)

M = 644.08

Triclinic,

a = 9.6381 (2) Å

b = 11.9668 (4) Å

c = 11.9892 (3) Å

α = 109.950 (1)°

β = 95.348 (1)°

γ = 101.411 (1)°

V = 1254.60 (6) Å3

Z = 2

Mo Kα radiation

μ = 0.94 mm−1

T = 200 K

0.40 × 0.30 × 0.20 mm

Data collection

Rigaku R-AXIS RAPID diffractometer

Absorption correction: multi-scan (ABSCOR; Rigaku, 1995 ▶) T min = 0.813, T max = 1.000

12517 measured reflections

5736 independent reflections

5234 reflections with I > 2σ(I)

R int = 0.018

Refinement

R[F 2 > 2σ(F 2)] = 0.033

wR(F 2) = 0.088

S = 1.05

5736 reflections

376 parameters

9 restraints

H-atom parameters constrained

Δρmax = 0.50 e Å−3

Δρmin = −0.45 e Å−3

Data collection: RAPID-AUTO (Rigaku, 2002 ▶); cell refinement: RAPID-AUTO; data reduction: RAPID-AUTO; program(s) used to solve structure: SIR2004 (Burla et al., 2005 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: Yadokari-XG (Wakita, 2001 ▶; Kabuto et al., 2009 ▶), ORTEP-3 for Windows (Farrugia, 1997 ▶) and Mercury (Macrae et al., 2008 ▶); software used to prepare material for publication: Yadokari-XG and publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S160053681104431X/nc2249sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S160053681104431X/nc2249Isup2.hkl

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

[Ni(C6H7NO)3](PF6)(C2F3O2)	V = 1254.60 (6) Å3
Mr = 644.08	Z = 2
Triclinic, P1	F(000) = 652
Hall symbol: -P 1	Dx = 1.705 Mg m−3
a = 9.6381 (2) Å	Mo Kα radiation, λ = 0.71075 Å
b = 11.9668 (4) Å	µ = 0.94 mm−1
c = 11.9892 (3) Å	T = 200 K
α = 109.950 (1)°	Block, blue
β = 95.348 (1)°	0.40 × 0.30 × 0.20 mm
γ = 101.411 (1)°

Rigaku R-AXIS RAPID diffractometer	5234 reflections with I > 2σ(I)
graphite	Rint = 0.018
ω scans	θmax = 27.5°, θmin = 3.1°
Absorption correction: multi-scan (ABSCOR; Rigaku, 1995)	h = −12→11
Tmin = 0.813, Tmax = 1.000	k = −15→15
12517 measured reflections	l = −15→15
5736 independent 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)] = 0.033	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.088	H-atom parameters constrained
S = 1.05	w = 1/[σ2(Fo2) + (0.0486P)2 + 0.5841P] where P = (Fo2 + 2Fc2)/3
5736 reflections	(Δ/σ)max = 0.001
376 parameters	Δρmax = 0.50 e Å−3
9 restraints	Δρmin = −0.45 e Å−3

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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	Occ. (<1)
Ni1	0.18393 (2)	0.369025 (18)	0.808996 (17)	0.02212 (7)
O1	0.00845 (13)	0.39356 (12)	0.88953 (12)	0.0304 (3)
H1	−0.0596	0.4198	0.8609	0.046*
O2	0.35252 (13)	0.32008 (12)	0.72559 (12)	0.0337 (3)
H2	0.4425	0.3733	0.7547	0.051*
O3	0.33165 (14)	0.49798 (11)	0.95482 (11)	0.0316 (3)
H3	0.3431	0.5104	1.0408	0.047*
N1	0.16982 (15)	0.24566 (12)	0.89561 (13)	0.0257 (3)
N2	0.07694 (15)	0.24685 (13)	0.64160 (13)	0.0264 (3)
N3	0.20297 (15)	0.52595 (13)	0.76794 (12)	0.0255 (3)
C1	0.26677 (19)	0.17914 (16)	0.90061 (18)	0.0338 (4)
H4	0.3381	0.1775	0.8509	0.041*
C2	0.2656 (2)	0.11372 (19)	0.9755 (2)	0.0447 (5)
H5	0.3343	0.0670	0.9765	0.054*
C3	0.1636 (3)	0.1169 (2)	1.0488 (2)	0.0530 (6)
H6	0.1624	0.0740	1.1025	0.064*
C4	0.0627 (2)	0.1836 (2)	1.0432 (2)	0.0458 (5)
H7	−0.0093	0.1864	1.0924	0.055*
C5	0.06813 (18)	0.24611 (15)	0.96467 (16)	0.0286 (3)
C6	−0.04137 (18)	0.31692 (16)	0.95294 (17)	0.0297 (4)
H8	−0.1347	0.2596	0.9086	0.036*
H9	−0.0553	0.3674	1.0338	0.036*
C7	−0.06644 (19)	0.20268 (16)	0.60926 (16)	0.0306 (4)
H10	−0.1254	0.2263	0.6681	0.037*
C8	−0.1309 (2)	0.12438 (17)	0.49383 (18)	0.0377 (4)
H11	−0.2324	0.0945	0.4734	0.045*
C9	−0.0448 (2)	0.09037 (18)	0.40852 (18)	0.0418 (5)
H12	−0.0866	0.0372	0.3282	0.050*
C10	0.1021 (2)	0.13424 (19)	0.44087 (17)	0.0400 (4)
H13	0.1628	0.1117	0.3833	0.048*
C11	0.1602 (2)	0.21193 (17)	0.55887 (16)	0.0317 (4)
C12	0.3203 (2)	0.2616 (2)	0.59846 (19)	0.0488 (6)
H14	0.3690	0.1939	0.5724	0.059*
H15	0.3558	0.3211	0.5607	0.059*
C13	0.1246 (2)	0.53539 (18)	0.67400 (16)	0.0345 (4)
H16	0.0528	0.4656	0.6217	0.041*
C14	0.1440 (2)	0.6415 (2)	0.6504 (2)	0.0446 (5)
H17	0.0860	0.6451	0.5838	0.054*
C15	0.2493 (2)	0.7428 (2)	0.7254 (2)	0.0459 (5)
H18	0.2664	0.8168	0.7102	0.055*
C16	0.3291 (2)	0.73469 (18)	0.82255 (19)	0.0375 (4)
H19	0.4015	0.8034	0.8757	0.045*
C17	0.30264 (17)	0.62549 (15)	0.84201 (15)	0.0255 (3)
C18	0.38677 (18)	0.61428 (15)	0.94787 (16)	0.0282 (3)
H20	0.4892	0.6238	0.9393	0.034*
H21	0.3805	0.6801	1.0230	0.034*
P1	0.59552 (5)	0.02974 (4)	0.74358 (4)	0.03228 (11)
F4	0.5841 (2)	0.0626 (2)	0.88218 (15)	0.0891 (6)
F5	0.61092 (18)	0.00030 (18)	0.60798 (13)	0.0725 (5)
F6	0.76632 (13)	0.04945 (12)	0.77770 (13)	0.0494 (3)
F7	0.61897 (16)	0.17125 (12)	0.76545 (17)	0.0680 (5)
F8	0.42616 (14)	0.01136 (14)	0.71068 (15)	0.0597 (4)
F9	0.57607 (18)	−0.10966 (14)	0.7258 (2)	0.0789 (5)
F1A	0.2162 (3)	0.4114 (5)	0.3777 (4)	0.0633 (9)	0.60
F2A	0.4293 (6)	0.4201 (7)	0.3364 (5)	0.0959 (18)	0.60
F3A	0.3715 (5)	0.5861 (4)	0.4479 (2)	0.0956 (15)	0.60
F1B	0.2326 (11)	0.3584 (9)	0.3289 (9)	0.075 (3)*	0.24
F2B	0.4556 (11)	0.4729 (9)	0.3644 (10)	0.048 (2)*	0.24
F3B	0.3095 (15)	0.5496 (11)	0.4460 (11)	0.097 (4)*	0.24
F1C	0.3378 (19)	0.3456 (13)	0.2889 (13)	0.091 (4)*	0.16
F2C	0.4376 (13)	0.5252 (12)	0.4082 (13)	0.063 (3)*	0.16
F3C	0.2240 (13)	0.4706 (12)	0.4110 (11)	0.054 (3)*	0.16
O4	0.15453 (15)	0.51056 (17)	0.21720 (16)	0.0494 (4)
O5	0.38100 (14)	0.53211 (14)	0.18470 (12)	0.0372 (3)
C19	0.28069 (19)	0.50937 (18)	0.23870 (16)	0.0320 (4)
C20	0.3227 (3)	0.4746 (3)	0.3470 (2)	0.0605 (7)

	U11	U22	U33	U12	U13	U23
Ni1	0.01984 (11)	0.02370 (12)	0.02007 (11)	0.00408 (8)	0.00167 (7)	0.00581 (8)
O1	0.0279 (6)	0.0369 (7)	0.0343 (7)	0.0153 (5)	0.0108 (5)	0.0175 (6)
O2	0.0225 (6)	0.0426 (7)	0.0292 (6)	0.0059 (5)	0.0058 (5)	0.0058 (5)
O3	0.0354 (7)	0.0307 (6)	0.0223 (6)	−0.0020 (5)	−0.0054 (5)	0.0102 (5)
N1	0.0229 (6)	0.0228 (6)	0.0273 (7)	0.0037 (5)	−0.0003 (5)	0.0064 (5)
N2	0.0275 (7)	0.0248 (7)	0.0227 (7)	0.0042 (5)	0.0015 (5)	0.0055 (5)
N3	0.0244 (7)	0.0279 (7)	0.0217 (7)	0.0032 (5)	0.0020 (5)	0.0085 (5)
C1	0.0264 (8)	0.0289 (9)	0.0426 (10)	0.0080 (7)	0.0000 (7)	0.0099 (8)
C2	0.0370 (10)	0.0365 (10)	0.0634 (14)	0.0103 (8)	−0.0038 (9)	0.0243 (10)
C3	0.0543 (13)	0.0514 (13)	0.0652 (15)	0.0095 (10)	0.0025 (11)	0.0402 (12)
C4	0.0453 (12)	0.0497 (12)	0.0522 (13)	0.0087 (9)	0.0137 (10)	0.0313 (11)
C5	0.0263 (8)	0.0252 (8)	0.0304 (8)	0.0019 (6)	0.0023 (6)	0.0085 (7)
C6	0.0247 (8)	0.0284 (8)	0.0344 (9)	0.0035 (6)	0.0079 (7)	0.0105 (7)
C7	0.0280 (8)	0.0312 (9)	0.0293 (9)	0.0016 (7)	−0.0013 (7)	0.0117 (7)
C8	0.0383 (10)	0.0316 (9)	0.0357 (10)	−0.0020 (7)	−0.0101 (8)	0.0131 (8)
C9	0.0574 (13)	0.0314 (9)	0.0267 (9)	0.0082 (9)	−0.0084 (8)	0.0040 (8)
C10	0.0544 (12)	0.0372 (10)	0.0248 (9)	0.0169 (9)	0.0052 (8)	0.0044 (8)
C11	0.0346 (9)	0.0300 (9)	0.0269 (8)	0.0094 (7)	0.0046 (7)	0.0051 (7)
C12	0.0325 (10)	0.0682 (15)	0.0309 (10)	0.0091 (9)	0.0099 (8)	0.0007 (10)
C13	0.0352 (9)	0.0379 (10)	0.0258 (8)	0.0003 (7)	−0.0039 (7)	0.0132 (7)
C14	0.0460 (11)	0.0492 (12)	0.0394 (11)	0.0012 (9)	−0.0067 (9)	0.0269 (10)
C15	0.0483 (12)	0.0403 (11)	0.0511 (13)	0.0000 (9)	−0.0021 (10)	0.0282 (10)
C16	0.0339 (9)	0.0326 (9)	0.0414 (10)	−0.0022 (7)	−0.0023 (8)	0.0159 (8)
C17	0.0210 (7)	0.0298 (8)	0.0247 (8)	0.0049 (6)	0.0050 (6)	0.0092 (7)
C18	0.0257 (8)	0.0256 (8)	0.0283 (8)	0.0018 (6)	−0.0021 (6)	0.0080 (7)
P1	0.0319 (2)	0.0294 (2)	0.0314 (2)	0.00634 (18)	0.00592 (18)	0.00648 (19)
F4	0.0957 (13)	0.1473 (19)	0.0426 (9)	0.0587 (13)	0.0304 (9)	0.0368 (11)
F5	0.0719 (10)	0.1113 (14)	0.0344 (7)	0.0355 (10)	0.0129 (7)	0.0187 (8)
F6	0.0357 (6)	0.0454 (7)	0.0592 (8)	0.0106 (5)	0.0001 (5)	0.0114 (6)
F7	0.0577 (9)	0.0331 (7)	0.1023 (13)	0.0123 (6)	−0.0049 (8)	0.0157 (8)
F8	0.0328 (7)	0.0575 (8)	0.0740 (10)	0.0086 (6)	0.0046 (6)	0.0086 (7)
F9	0.0600 (9)	0.0381 (7)	0.1392 (17)	0.0055 (7)	0.0159 (10)	0.0374 (9)
F1A	0.0651 (18)	0.089 (3)	0.061 (2)	0.0150 (19)	0.0181 (15)	0.059 (2)
F2A	0.082 (3)	0.167 (5)	0.110 (4)	0.085 (4)	0.032 (3)	0.105 (4)
F3A	0.075 (2)	0.159 (4)	0.0224 (12)	−0.018 (3)	−0.0068 (13)	0.0261 (17)
O4	0.0281 (7)	0.0754 (11)	0.0610 (10)	0.0183 (7)	0.0077 (6)	0.0425 (9)
O5	0.0281 (6)	0.0558 (8)	0.0263 (6)	0.0041 (6)	0.0028 (5)	0.0171 (6)
C19	0.0276 (8)	0.0416 (10)	0.0291 (9)	0.0093 (7)	0.0032 (7)	0.0158 (8)
C20	0.0362 (11)	0.114 (2)	0.0521 (14)	0.0214 (13)	0.0112 (10)	0.0533 (16)

Ni1—O1	2.0461 (12)	C10—C11	1.389 (3)
Ni1—N2	2.0601 (14)	C10—H13	0.9500
Ni1—O2	2.0647 (12)	C11—C12	1.506 (3)
Ni1—N1	2.0662 (14)	C12—H14	0.9900
Ni1—O3	2.0714 (12)	C12—H15	0.9900
Ni1—N3	2.0769 (14)	C13—C14	1.374 (3)
O1—C6	1.421 (2)	C13—H16	0.9500
O1—H1	0.8716	C14—C15	1.381 (3)
O2—C12	1.417 (2)	C14—H17	0.9500
O2—H2	0.9235	C15—C16	1.377 (3)
O3—C18	1.422 (2)	C15—H18	0.9500
O3—H3	0.9822	C16—C17	1.384 (3)
N1—C5	1.340 (2)	C16—H19	0.9500
N1—C1	1.352 (2)	C17—C18	1.501 (2)
N2—C11	1.342 (2)	C18—H20	0.9900
N2—C7	1.346 (2)	C18—H21	0.9900
N3—C17	1.340 (2)	P1—F5	1.5697 (15)
N3—C13	1.347 (2)	P1—F9	1.5777 (15)
C1—C2	1.377 (3)	P1—F7	1.5881 (14)
C1—H4	0.9500	P1—F4	1.5915 (16)
C2—C3	1.376 (4)	P1—F8	1.5960 (14)
C2—H5	0.9500	P1—F6	1.6087 (13)
C3—C4	1.385 (3)	F1A—C20	1.308 (4)
C3—H6	0.9500	F2A—C20	1.316 (4)
C4—C5	1.387 (3)	F3A—C20	1.417 (5)
C4—H7	0.9500	F1B—C20	1.420 (10)
C5—C6	1.503 (2)	F2B—C20	1.284 (11)
C6—H8	0.9900	F3B—C20	1.255 (12)
C6—H9	0.9900	F1C—C20	1.505 (14)
C7—C8	1.380 (3)	F2C—C20	1.188 (11)
C7—H10	0.9500	F3C—C20	1.279 (12)
C8—C9	1.381 (3)	O4—C19	1.223 (2)
C8—H11	0.9500	O5—C19	1.249 (2)
C9—C10	1.376 (3)	C19—C20	1.536 (3)
C9—H12	0.9500
O1—Ni1—N2	98.09 (6)	N2—C11—C10	121.78 (18)
O1—Ni1—O2	172.33 (5)	N2—C11—C12	117.35 (16)
O1—Ni1—N1	78.11 (5)	C10—C11—C12	120.87 (18)
N2—Ni1—O2	78.53 (5)	O2—C12—C11	109.50 (16)
N2—Ni1—N1	97.35 (6)	O2—C12—H14	109.8
O2—Ni1—N1	95.41 (6)	C11—C12—H14	109.8
O1—Ni1—O3	95.00 (5)	O2—C12—H15	109.8
N2—Ni1—O3	166.15 (6)	C11—C12—H15	109.8
O2—Ni1—O3	89.01 (5)	H14—C12—H15	108.2
N1—Ni1—O3	89.74 (5)	N3—C13—C14	122.91 (17)
O1—Ni1—N3	93.77 (5)	N3—C13—H16	118.5
N2—Ni1—N3	96.49 (6)	C14—C13—H16	118.5
O2—Ni1—N3	93.45 (6)	C13—C14—C15	118.77 (18)
N1—Ni1—N3	164.81 (6)	C13—C14—H17	120.6
O3—Ni1—N3	78.09 (5)	C15—C14—H17	120.6
C6—O1—Ni1	118.49 (10)	C16—C15—C14	118.86 (18)
C6—O1—H1	112.8	C16—C15—H18	120.6
Ni1—O1—H1	122.2	C14—C15—H18	120.6
C12—O2—Ni1	115.90 (11)	C15—C16—C17	119.37 (18)
C12—O2—H2	114.4	C15—C16—H19	120.3
Ni1—O2—H2	118.1	C17—C16—H19	120.3
C18—O3—Ni1	117.12 (10)	N3—C17—C16	122.05 (16)
C18—O3—H3	106.7	N3—C17—C18	117.36 (15)
Ni1—O3—H3	130.7	C16—C17—C18	120.58 (15)
C5—N1—C1	118.61 (16)	O3—C18—C17	110.11 (13)
C5—N1—Ni1	116.13 (11)	O3—C18—H20	109.6
C1—N1—Ni1	124.57 (13)	C17—C18—H20	109.6
C11—N2—C7	118.69 (15)	O3—C18—H21	109.6
C11—N2—Ni1	115.61 (12)	C17—C18—H21	109.6
C7—N2—Ni1	125.69 (12)	H20—C18—H21	108.2
C17—N3—C13	118.01 (15)	F5—P1—F9	90.77 (11)
C17—N3—Ni1	116.35 (11)	F5—P1—F7	90.50 (11)
C13—N3—Ni1	125.64 (12)	F9—P1—F7	178.09 (10)
N1—C1—C2	122.16 (19)	F5—P1—F4	178.33 (12)
N1—C1—H4	118.9	F9—P1—F4	90.26 (12)
C2—C1—H4	118.9	F7—P1—F4	88.43 (12)
C3—C2—C1	119.20 (19)	F5—P1—F8	90.97 (9)
C3—C2—H5	120.4	F9—P1—F8	91.58 (9)
C1—C2—H5	120.4	F7—P1—F8	89.83 (8)
C2—C3—C4	119.1 (2)	F4—P1—F8	90.31 (10)
C2—C3—H6	120.5	F5—P1—F6	89.37 (8)
C4—C3—H6	120.5	F9—P1—F6	88.81 (8)
C3—C4—C5	119.1 (2)	F7—P1—F6	89.77 (7)
C3—C4—H7	120.5	F4—P1—F6	89.35 (9)
C5—C4—H7	120.5	F8—P1—F6	179.48 (9)
N1—C5—C4	121.87 (17)	O4—C19—O5	129.17 (18)
N1—C5—C6	117.09 (15)	O4—C19—C20	115.85 (17)
C4—C5—C6	121.03 (17)	O5—C19—C20	114.97 (16)
O1—C6—C5	108.67 (14)	F2C—C20—F3C	111.5 (9)
O1—C6—H8	110.0	F3B—C20—F2B	102.8 (7)
C5—C6—H8	110.0	F1A—C20—F2A	109.8 (4)
O1—C6—H9	110.0	F1A—C20—F3A	104.4 (3)
C5—C6—H9	110.0	F2A—C20—F3A	106.6 (4)
H8—C6—H9	108.3	F3B—C20—F1B	108.1 (7)
N2—C7—C8	122.40 (18)	F2B—C20—F1B	110.5 (6)
N2—C7—H10	118.8	F2C—C20—F1C	102.0 (9)
C8—C7—H10	118.8	F3C—C20—F1C	107.2 (8)
C7—C8—C9	118.65 (18)	F2C—C20—C19	118.3 (6)
C7—C8—H11	120.7	F3B—C20—C19	113.8 (6)
C9—C8—H11	120.7	F3C—C20—C19	113.1 (6)
C10—C9—C8	119.43 (18)	F2B—C20—C19	113.3 (5)
C10—C9—H12	120.3	F1A—C20—C19	115.0 (2)
C8—C9—H12	120.3	F2A—C20—C19	113.6 (3)
C9—C10—C11	119.03 (19)	F3A—C20—C19	106.5 (3)
C9—C10—H13	120.5	F1B—C20—C19	108.2 (4)
C11—C10—H13	120.5	F1C—C20—C19	103.1 (6)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···O4i	0.87	1.76	2.6003 (19)	162.5
O2—H2···O5ii	0.92	1.77	2.6965 (18)	175.8
O3—H3···O5iii	0.98	1.65	2.6267 (18)	173.8

Ni1—O1	2.0461 (12)
Ni1—N2	2.0601 (14)
Ni1—O2	2.0647 (12)
Ni1—N1	2.0662 (14)
Ni1—O3	2.0714 (12)
Ni1—N3	2.0769 (14)

O1—Ni1—N1	78.11 (5)
N2—Ni1—O2	78.53 (5)
O3—Ni1—N3	78.09 (5)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1⋯O4i	0.87	1.76	2.6003 (19)	162.5
O2—H2⋯O5ii	0.92	1.77	2.6965 (18)	175.8
O3—H3⋯O5iii	0.98	1.65	2.6267 (18)	173.8

Symmetry codes: (i) ; (ii) ; (iii) .