Bis{1,2-bis-[bis-(3-hydroxy-prop-yl)phosphino]ethane}dichloridoiron(II).

In the title compound, [FeCl(2)(C(14)H(32)O(4)P(2))(2)], the Fe(II) atom (site symmetry ) adopts a distorted trans-FeCl(2)P(4) octa-hedral geometry with two P,P'-bidentate ligands in the equatorial positions and two chloride ions in the axial positions. In the crystal, mol-ecules are linked by O-H⋯O and O-H⋯Cl hydrogen bonds, generating a three-dimensional network.

Related literature

For background to the applications of iron–diphosphine complexes, see: Lyon (1993 ▶); Miller et al. (2002 ▶). For further synthetic details, see: Baxley et al. (1996 ▶).

Experimental

Crystal data

[FeCl2(C14H32O4P2)2]

M = 779.42

Triclinic,

a = 8.7120 (4) Å

b = 10.4252 (5) Å

c = 10.7441 (5) Å

α = 96.086 (1)°

β = 104.215 (1)°

γ = 105.860 (1)°

V = 894.12 (7) Å3

Z = 1

Mo Kα radiation

μ = 0.80 mm−1

T = 173 K

0.29 × 0.26 × 0.18 mm

Data collection

Bruker APEX CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2000 ▶) T min = 0.802, T max = 0.870

10053 measured reflections

3863 independent reflections

3693 reflections with I > 2σ(I)

R int = 0.015

Refinement

R[F 2 > 2σ(F 2)] = 0.026

wR(F 2) = 0.068

S = 1.06

3863 reflections

212 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.47 e Å−3

Δρmin = −0.47 e Å−3

Data collection: SMART (Bruker, 2000 ▶); cell refinement: SAINT (Bruker, 2000 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S160053681001768X/hb5437sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S160053681001768X/hb5437Isup2.hkl

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

[FeCl2(C14H32O4P2)2]	Z = 1
Mr = 779.42	F(000) = 416
Triclinic, P1	Dx = 1.448 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.7120 (4) Å	Cell parameters from 7234 reflections
b = 10.4252 (5) Å	θ = 2.5–28.3°
c = 10.7441 (5) Å	µ = 0.80 mm−1
α = 96.086 (1)°	T = 173 K
β = 104.215 (1)°	Block, lime green
γ = 105.860 (1)°	0.29 × 0.26 × 0.18 mm
V = 894.12 (7) Å3

Bruker APEX CCD diffractometer	3863 independent reflections
Radiation source: fine-focus sealed tube	3693 reflections with I > 2σ(I)
graphite	Rint = 0.015
phi and ω scans	θmax = 27.0°, θmin = 2.0°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −11→11
Tmin = 0.802, Tmax = 0.870	k = −13→13
10053 measured reflections	l = −13→13

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)] = 0.026	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.068	H atoms treated by a mixture of independent and constrained refinement
S = 1.06	w = 1/[σ2(Fo2) + (0.0355P)2 + 0.5361P] where P = (Fo2 + 2Fc2)/3
3863 reflections	(Δ/σ)max = 0.001
212 parameters	Δρmax = 0.47 e Å−3
0 restraints	Δρmin = −0.47 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
Fe1	0.5000	0.5000	0.0000	0.01036 (8)
Cl1	0.31246 (4)	0.50199 (3)	0.12398 (3)	0.01664 (9)
P1	0.69987 (4)	0.68781 (3)	0.13091 (3)	0.01216 (9)
P2	0.40130 (4)	0.65190 (3)	−0.11033 (3)	0.01239 (9)
O1	0.68912 (15)	0.87217 (12)	0.56263 (11)	0.0248 (2)
O2	1.34336 (14)	0.95555 (12)	0.22692 (12)	0.0234 (2)
O3	−0.07362 (16)	0.74720 (14)	−0.34828 (12)	0.0309 (3)
O4	0.19987 (17)	0.52861 (13)	−0.62339 (12)	0.0335 (3)
C1	0.70197 (17)	0.82669 (14)	0.03860 (14)	0.0154 (3)
H1A	0.7685	0.9149	0.0967	0.019*
H1B	0.7522	0.8142	−0.0332	0.019*
C2	0.52256 (18)	0.82418 (14)	−0.01648 (14)	0.0158 (3)
H2A	0.5174	0.8919	−0.0741	0.019*
H2B	0.4763	0.8465	0.0554	0.019*
C3	0.65904 (18)	0.75708 (14)	0.28043 (14)	0.0168 (3)
H3A	0.5491	0.7722	0.2545	0.020*
H3B	0.6497	0.6867	0.3356	0.020*
C4	0.78515 (19)	0.88863 (15)	0.36498 (15)	0.0206 (3)
H4A	0.8880	0.8695	0.4096	0.025*
H4B	0.8144	0.9541	0.3078	0.025*
C5	0.7216 (2)	0.95323 (15)	0.46720 (15)	0.0213 (3)
H5A	0.8050	1.0417	0.5123	0.026*
H5B	0.6177	0.9709	0.4225	0.026*
C6	0.92139 (17)	0.69512 (14)	0.18114 (14)	0.0166 (3)
H6A	0.9467	0.6712	0.2690	0.020*
H6B	0.9368	0.6247	0.1202	0.020*
C7	1.04890 (17)	0.83151 (14)	0.18558 (14)	0.0168 (3)
H7A	1.0265	0.8555	0.0976	0.020*
H7B	1.0349	0.9028	0.2464	0.020*
C8	1.22756 (18)	0.82938 (15)	0.22905 (15)	0.0192 (3)
H8A	1.2522	0.8099	0.3188	0.023*
H8B	1.2409	0.7557	0.1706	0.023*
C9	0.18524 (17)	0.65570 (14)	−0.13785 (14)	0.0160 (3)
H9A	0.1138	0.5890	−0.2176	0.019*
H9B	0.1454	0.6270	−0.0634	0.019*
C10	0.16433 (19)	0.79529 (15)	−0.15321 (16)	0.0204 (3)
H10A	0.2110	0.8562	−0.0667	0.024*
H10B	0.2292	0.8347	−0.2114	0.024*
C11	−0.01607 (19)	0.78978 (15)	−0.20895 (16)	0.0215 (3)
H11A	−0.0872	0.7260	−0.1688	0.026*
H11B	−0.0269	0.8808	−0.1860	0.026*
C12	0.43480 (19)	0.67282 (16)	−0.27098 (14)	0.0197 (3)
H12A	0.4471	0.7684	−0.2800	0.024*
H12B	0.5416	0.6569	−0.2715	0.024*
C13	0.3005 (3)	0.58188 (19)	−0.39026 (16)	0.0370 (5)
H13A	0.2926	0.4861	−0.3855	0.044*
H13B	0.1920	0.5936	−0.3886	0.044*
C14	0.3314 (3)	0.6099 (2)	−0.51359 (17)	0.0419 (5)
H14A	0.3452	0.7069	−0.5168	0.050*
H14B	0.4365	0.5930	−0.5180	0.050*
H1O	0.758 (3)	0.837 (2)	0.583 (2)	0.045 (7)*
H2O	1.337 (3)	1.004 (2)	0.279 (2)	0.031 (6)*
H3O	−0.109 (3)	0.665 (3)	−0.364 (3)	0.053 (8)*
H4O	0.238 (3)	0.531 (3)	−0.688 (3)	0.059 (8)*

	U11	U22	U33	U12	U13	U23
Fe1	0.01193 (14)	0.00882 (13)	0.00954 (13)	0.00263 (10)	0.00279 (10)	0.00068 (10)
Cl1	0.01817 (17)	0.01714 (17)	0.01571 (17)	0.00498 (13)	0.00786 (13)	0.00194 (12)
P1	0.01309 (17)	0.00982 (16)	0.01179 (17)	0.00240 (13)	0.00236 (13)	0.00038 (12)
P2	0.01403 (17)	0.01074 (17)	0.01157 (17)	0.00349 (13)	0.00256 (13)	0.00212 (13)
O1	0.0274 (6)	0.0288 (6)	0.0194 (6)	0.0108 (5)	0.0071 (5)	0.0024 (5)
O2	0.0183 (5)	0.0214 (6)	0.0274 (6)	0.0007 (4)	0.0093 (5)	−0.0008 (5)
O3	0.0328 (7)	0.0297 (7)	0.0267 (6)	0.0113 (5)	−0.0006 (5)	0.0082 (5)
O4	0.0410 (7)	0.0356 (7)	0.0143 (6)	−0.0014 (6)	0.0085 (5)	−0.0019 (5)
C1	0.0158 (7)	0.0116 (6)	0.0159 (7)	0.0016 (5)	0.0022 (5)	0.0025 (5)
C2	0.0178 (7)	0.0111 (6)	0.0163 (7)	0.0037 (5)	0.0022 (5)	0.0018 (5)
C3	0.0192 (7)	0.0155 (7)	0.0136 (6)	0.0034 (5)	0.0048 (5)	−0.0009 (5)
C4	0.0207 (7)	0.0189 (7)	0.0173 (7)	0.0020 (6)	0.0045 (6)	−0.0038 (6)
C5	0.0256 (8)	0.0191 (7)	0.0166 (7)	0.0064 (6)	0.0042 (6)	−0.0024 (6)
C6	0.0146 (7)	0.0135 (7)	0.0197 (7)	0.0040 (5)	0.0023 (5)	0.0017 (5)
C7	0.0149 (7)	0.0148 (7)	0.0192 (7)	0.0037 (5)	0.0037 (5)	0.0023 (5)
C8	0.0152 (7)	0.0175 (7)	0.0223 (7)	0.0038 (5)	0.0039 (6)	0.0002 (6)
C9	0.0155 (7)	0.0134 (6)	0.0183 (7)	0.0050 (5)	0.0029 (5)	0.0033 (5)
C10	0.0186 (7)	0.0146 (7)	0.0275 (8)	0.0063 (6)	0.0040 (6)	0.0057 (6)
C11	0.0205 (7)	0.0176 (7)	0.0275 (8)	0.0087 (6)	0.0053 (6)	0.0053 (6)
C12	0.0220 (7)	0.0227 (7)	0.0154 (7)	0.0067 (6)	0.0057 (6)	0.0075 (6)
C13	0.0521 (12)	0.0281 (9)	0.0166 (8)	−0.0088 (8)	0.0096 (8)	0.0009 (7)
C14	0.0450 (11)	0.0479 (12)	0.0166 (8)	−0.0061 (9)	0.0030 (8)	0.0052 (8)

Fe1—P1i	2.2790 (3)	C4—H4A	0.9900
Fe1—P1	2.2790 (3)	C4—H4B	0.9900
Fe1—P2	2.3008 (3)	C5—H5A	0.9900
Fe1—P2i	2.3008 (3)	C5—H5B	0.9900
Fe1—Cl1i	2.3507 (3)	C6—C7	1.5344 (19)
Fe1—Cl1	2.3507 (3)	C6—H6A	0.9900
P1—C1	1.8383 (14)	C6—H6B	0.9900
P1—C3	1.8449 (14)	C7—C8	1.518 (2)
P1—C6	1.8496 (14)	C7—H7A	0.9900
P2—C9	1.8445 (14)	C7—H7B	0.9900
P2—C12	1.8452 (15)	C8—H8A	0.9900
P2—C2	1.8478 (14)	C8—H8B	0.9900
O1—C5	1.4287 (19)	C9—C10	1.5360 (19)
O1—H1O	0.79 (3)	C9—H9A	0.9900
O2—C8	1.4285 (18)	C9—H9B	0.9900
O2—H2O	0.73 (2)	C10—C11	1.521 (2)
O3—C11	1.435 (2)	C10—H10A	0.9900
O3—H3O	0.81 (3)	C10—H10B	0.9900
O4—C14	1.420 (2)	C11—H11A	0.9900
O4—H4O	0.84 (3)	C11—H11B	0.9900
C1—C2	1.5212 (19)	C12—C13	1.520 (2)
C1—H1A	0.9900	C12—H12A	0.9900
C1—H1B	0.9900	C12—H12B	0.9900
C2—H2A	0.9900	C13—C14	1.459 (2)
C2—H2B	0.9900	C13—H13A	0.9900
C3—C4	1.528 (2)	C13—H13B	0.9900
C3—H3A	0.9900	C14—H14A	0.9900
C3—H3B	0.9900	C14—H14B	0.9900
C4—C5	1.521 (2)
P1i—Fe1—P1	180.0	O1—C5—H5B	108.8
P1i—Fe1—P2	94.992 (12)	C4—C5—H5B	108.8
P1—Fe1—P2	85.008 (12)	H5A—C5—H5B	107.7
P1i—Fe1—P2i	85.008 (12)	C7—C6—P1	116.21 (10)
P1—Fe1—P2i	94.992 (12)	C7—C6—H6A	108.2
P2—Fe1—P2i	180.0	P1—C6—H6A	108.2
P1i—Fe1—Cl1i	93.761 (12)	C7—C6—H6B	108.2
P1—Fe1—Cl1i	86.239 (12)	P1—C6—H6B	108.2
P2—Fe1—Cl1i	91.646 (12)	H6A—C6—H6B	107.4
P2i—Fe1—Cl1i	88.354 (12)	C8—C7—C6	112.88 (12)
P1i—Fe1—Cl1	86.239 (12)	C8—C7—H7A	109.0
P1—Fe1—Cl1	93.761 (12)	C6—C7—H7A	109.0
P2—Fe1—Cl1	88.354 (12)	C8—C7—H7B	109.0
P2i—Fe1—Cl1	91.646 (12)	C6—C7—H7B	109.0
Cl1i—Fe1—Cl1	180.0	H7A—C7—H7B	107.8
C1—P1—C3	101.59 (7)	O2—C8—C7	111.79 (12)
C1—P1—C6	102.93 (7)	O2—C8—H8A	109.3
C3—P1—C6	105.40 (7)	C7—C8—H8A	109.3
C1—P1—Fe1	106.37 (5)	O2—C8—H8B	109.3
C3—P1—Fe1	116.80 (5)	C7—C8—H8B	109.3
C6—P1—Fe1	121.13 (5)	H8A—C8—H8B	107.9
C9—P2—C12	101.59 (7)	C10—C9—P2	114.10 (10)
C9—P2—C2	101.99 (6)	C10—C9—H9A	108.7
C12—P2—C2	99.55 (7)	P2—C9—H9A	108.7
C9—P2—Fe1	122.82 (5)	C10—C9—H9B	108.7
C12—P2—Fe1	119.70 (5)	P2—C9—H9B	108.7
C2—P2—Fe1	107.56 (5)	H9A—C9—H9B	107.6
C5—O1—H1O	110.5 (18)	C11—C10—C9	113.31 (12)
C8—O2—H2O	104.6 (17)	C11—C10—H10A	108.9
C11—O3—H3O	107.7 (19)	C9—C10—H10A	108.9
C14—O4—H4O	106.7 (19)	C11—C10—H10B	108.9
C2—C1—P1	107.68 (9)	C9—C10—H10B	108.9
C2—C1—H1A	110.2	H10A—C10—H10B	107.7
P1—C1—H1A	110.2	O3—C11—C10	112.15 (13)
C2—C1—H1B	110.2	O3—C11—H11A	109.2
P1—C1—H1B	110.2	C10—C11—H11A	109.2
H1A—C1—H1B	108.5	O3—C11—H11B	109.2
C1—C2—P2	107.90 (9)	C10—C11—H11B	109.2
C1—C2—H2A	110.1	H11A—C11—H11B	107.9
P2—C2—H2A	110.1	C13—C12—P2	116.73 (11)
C1—C2—H2B	110.1	C13—C12—H12A	108.1
P2—C2—H2B	110.1	P2—C12—H12A	108.1
H2A—C2—H2B	108.4	C13—C12—H12B	108.1
C4—C3—P1	117.88 (10)	P2—C12—H12B	108.1
C4—C3—H3A	107.8	H12A—C12—H12B	107.3
P1—C3—H3A	107.8	C14—C13—C12	113.40 (15)
C4—C3—H3B	107.8	C14—C13—H13A	108.9
P1—C3—H3B	107.8	C12—C13—H13A	108.9
H3A—C3—H3B	107.2	C14—C13—H13B	108.9
C5—C4—C3	113.34 (13)	C12—C13—H13B	108.9
C5—C4—H4A	108.9	H13A—C13—H13B	107.7
C3—C4—H4A	108.9	O4—C14—C13	112.24 (16)
C5—C4—H4B	108.9	O4—C14—H14A	109.2
C3—C4—H4B	108.9	C13—C14—H14A	109.2
H4A—C4—H4B	107.7	O4—C14—H14B	109.2
O1—C5—C4	113.85 (13)	C13—C14—H14B	109.2
O1—C5—H5A	108.8	H14A—C14—H14B	107.9
C4—C5—H5A	108.8
P2—Fe1—P1—C1	−18.86 (5)	C6—P1—C1—C2	176.02 (9)
P2i—Fe1—P1—C1	161.14 (5)	Fe1—P1—C1—C2	47.68 (10)
Cl1i—Fe1—P1—C1	73.13 (5)	P1—C1—C2—P2	−54.31 (11)
Cl1—Fe1—P1—C1	−106.87 (5)	C9—P2—C2—C1	168.04 (10)
P2—Fe1—P1—C3	93.66 (5)	C12—P2—C2—C1	−87.83 (10)
P2i—Fe1—P1—C3	−86.34 (5)	Fe1—P2—C2—C1	37.63 (10)
Cl1i—Fe1—P1—C3	−174.36 (5)	C1—P1—C3—C4	−60.57 (12)
Cl1—Fe1—P1—C3	5.64 (5)	C6—P1—C3—C4	46.50 (13)
P1i—Fe1—P1—C6	117 (100)	Fe1—P1—C3—C4	−175.77 (9)
P2—Fe1—P1—C6	−135.60 (6)	P1—C3—C4—C5	166.97 (11)
P2i—Fe1—P1—C6	44.40 (6)	C3—C4—C5—O1	63.80 (17)
Cl1i—Fe1—P1—C6	−43.61 (6)	C1—P1—C6—C7	22.64 (12)
Cl1—Fe1—P1—C6	136.39 (6)	C3—P1—C6—C7	−83.45 (12)
P1i—Fe1—P2—C9	55.49 (6)	Fe1—P1—C6—C7	141.10 (9)
P1—Fe1—P2—C9	−124.51 (6)	P1—C6—C7—C8	179.38 (10)
Cl1i—Fe1—P2—C9	149.41 (6)	C6—C7—C8—O2	177.46 (12)
Cl1—Fe1—P2—C9	−30.59 (6)	C12—P2—C9—C10	−69.66 (12)
P1i—Fe1—P2—C12	−74.53 (6)	C2—P2—C9—C10	32.86 (12)
P1—Fe1—P2—C12	105.47 (6)	Fe1—P2—C9—C10	153.12 (9)
Cl1i—Fe1—P2—C12	19.39 (6)	P2—C9—C10—C11	165.53 (11)
Cl1—Fe1—P2—C12	−160.61 (6)	C9—C10—C11—O3	−80.07 (16)
P1i—Fe1—P2—C2	173.09 (5)	C9—P2—C12—C13	−48.66 (15)
P1—Fe1—P2—C2	−6.91 (5)	C2—P2—C12—C13	−153.12 (14)
Cl1i—Fe1—P2—C2	−92.99 (5)	Fe1—P2—C12—C13	90.26 (14)
Cl1—Fe1—P2—C2	87.01 (5)	P2—C12—C13—C14	176.65 (16)
C3—P1—C1—C2	−74.99 (10)	C12—C13—C14—O4	−176.86 (17)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1O···O3ii	0.79 (3)	1.98 (3)	2.7660 (18)	174 (3)
O2—H2O···O1iii	0.73 (2)	2.12 (2)	2.8548 (17)	174 (2)
O3—H3O···O4iv	0.81 (3)	1.93 (3)	2.7370 (19)	171 (3)
O4—H4O···Cl1v	0.84 (3)	2.28 (3)	3.1150 (13)	171 (3)

Fe1—P1	2.2790 (3)
Fe1—P2	2.3008 (3)
Fe1—Cl1	2.3507 (3)

P1—Fe1—P2

85.008 (12)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1O⋯O3i	0.79 (3)	1.98 (3)	2.7660 (18)	174 (3)
O2—H2O⋯O1ii	0.73 (2)	2.12 (2)	2.8548 (17)	174 (2)
O3—H3O⋯O4iii	0.81 (3)	1.93 (3)	2.7370 (19)	171 (3)
O4—H4O⋯Cl1iv	0.84 (3)	2.28 (3)	3.1150 (13)	171 (3)

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