trans-Bis(acetonitrile-κN)bis-{1,2-bis-[bis-(3-hydroxy-prop-yl)phosphino]ethane-κP,P'}iron(II) dichloride.

In the title compound, [Fe(CH(3)CN)(2)(C(14)H(32)O(4)P(2))(2)]Cl(2), the Fe(II) atom lies on a crystallographic inversion center and has a distorted trans-FeN(2)P(4) octa-hedral coordination environment arising from two P,P'-bidentate 1,2-bis-[bis-(3-hydroxy-prop-yl)phosphino]ethane ligands in the equatorial plane and two acetonitrile mol-ecules in the axial positions. One of the pendant -(CH(2))(3)OH groups of the ligand is disordered over two sets of sites in a 0.597 (5):0.403 (5) ratio. In the crystal, O-H⋯Cl and O-H⋯O hydrogen bonding helps to establish the packing.

Related literature

For related compounds containing bidentate phosphine ligands, see: Gilbertson et al. (2007 ▶); Miller et al. (2002 ▶); Martins et al. (1998 ▶); Barron et al. (1987 ▶); George et al. (1997 ▶); Edwards et al. (2006 ▶). For reference structural data, see: Allen et al. (1987 ▶).

Experimental

Crystal data

[Fe(C2H3N)2(C14H32O4P2)2]Cl2

M = 861.53

Orthorhombic,

a = 18.3024 (12) Å

b = 11.5220 (8) Å

c = 19.8413 (13) Å

V = 4184.1 (5) Å3

Z = 4

Mo Kα radiation

μ = 0.69 mm−1

T = 173 K

0.22 × 0.18 × 0.17 mm

Data collection

Bruker APEX CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2000 ▶) T min = 0.863, T max = 0.892

24288 measured reflections

4571 independent reflections

4122 reflections with I > 2σ(I)

R int = 0.024

Refinement

R[F 2 > 2σ(F 2)] = 0.035

wR(F 2) = 0.092

S = 1.04

4571 reflections

269 parameters

7 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.88 e Å−3

Δρmin = −1.01 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/S1600536809021758/hb2994sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809021758/hb2994Isup2.hkl

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

[Fe(C2H3N)2(C14H32O4P2)2]Cl2	F(000) = 1840
Mr = 861.53	Dx = 1.368 Mg m−3
Orthorhombic, Pbca	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2ab	Cell parameters from 5018 reflections
a = 18.3024 (12) Å	θ = 2.3–27.0°
b = 11.5220 (8) Å	µ = 0.69 mm−1
c = 19.8413 (13) Å	T = 173 K
V = 4184.1 (5) Å3	Block, yellow
Z = 4	0.22 × 0.18 × 0.17 mm

Bruker APEX CCD diffractometer	4571 independent reflections
Radiation source: fine-focus sealed tube	4122 reflections with I > 2σ(I)
graphite	Rint = 0.024
φ and ω scans	θmax = 27.0°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −22→23
Tmin = 0.863, Tmax = 0.892	k = −14→13
24288 measured reflections	l = −25→14

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)] = 0.035	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.092	H atoms treated by a mixture of independent and constrained refinement
S = 1.04	w = 1/[σ2(Fo2) + (0.0451P)2 + 3.5311P] where P = (Fo2 + 2Fc2)/3
4571 reflections	(Δ/σ)max = 0.001
269 parameters	Δρmax = 0.88 e Å−3
7 restraints	Δρmin = −1.01 e Å−3

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 takeninto account individually in the estimation of e.s.d.'s in distances, anglesand torsion angles; correlations between e.s.d.'s in cell parameters are onlyused 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	Occ. (<1)
Fe1	0.0000	0.0000	0.0000	0.01629 (10)
Cl1	0.09382 (5)	0.65273 (5)	0.16061 (4)	0.0673 (2)
P1	0.08435 (2)	0.04855 (4)	0.08033 (2)	0.01886 (11)
P2	0.08545 (2)	−0.13647 (4)	−0.03165 (2)	0.01984 (11)
O1	0.17032 (9)	0.42889 (12)	0.11886 (8)	0.0372 (3)
O2	0.01646 (10)	−0.18587 (14)	0.26912 (9)	0.0484 (4)
O3	0.15466 (8)	−0.58403 (12)	−0.01831 (8)	0.0334 (3)
N1	0.04458 (8)	0.11038 (12)	−0.05870 (7)	0.0203 (3)
C1	0.07048 (10)	0.17507 (16)	−0.09498 (9)	0.0252 (4)
C2	0.10388 (16)	0.2552 (2)	−0.14267 (12)	0.0427 (6)
C3	0.17298 (10)	0.00506 (16)	0.04511 (10)	0.0253 (4)
H3A	0.1855	0.0542	0.0059	0.030*
H3B	0.2119	0.0134	0.0794	0.030*
C4	0.16574 (9)	−0.12177 (16)	0.02359 (9)	0.0245 (4)
H4A	0.1599	−0.1718	0.0638	0.029*
H4B	0.2103	−0.1465	−0.0008	0.029*
C5	0.09772 (10)	0.19994 (15)	0.10533 (9)	0.0229 (4)
H5A	0.0970	0.2487	0.0643	0.028*
H5B	0.0559	0.2239	0.1337	0.028*
C6	0.16840 (11)	0.22501 (16)	0.14399 (11)	0.0344 (5)
H6A	0.1734	0.1686	0.1813	0.041*
H6B	0.2106	0.2145	0.1134	0.041*
C7	0.16982 (12)	0.34726 (17)	0.17253 (11)	0.0351 (5)
H7A	0.1263	0.3600	0.2012	0.042*
H7B	0.2139	0.3577	0.2008	0.042*
C8	0.08669 (10)	−0.03375 (16)	0.15970 (9)	0.0249 (4)
H8A	0.0756	−0.1158	0.1490	0.030*
H8B	0.1374	−0.0313	0.1771	0.030*
C9	0.03621 (13)	0.00366 (17)	0.21634 (10)	0.0342 (5)
H9A	−0.0150	0.0000	0.2004	0.041*
H9B	0.0470	0.0852	0.2285	0.041*
C10	0.04449 (13)	−0.07267 (18)	0.27889 (10)	0.0369 (5)
H10A	0.0969	−0.0780	0.2909	0.044*
H10B	0.0186	−0.0358	0.3171	0.044*
C11	0.06233 (10)	−0.29074 (15)	−0.02366 (10)	0.0269 (4)
H11A	0.0364	−0.3019	0.0196	0.032*
H11B	0.0277	−0.3109	−0.0602	0.032*
C12	0.12616 (10)	−0.37655 (16)	−0.02629 (11)	0.0282 (4)
H12A	0.1533	−0.3665	−0.0690	0.034*
H12B	0.1601	−0.3611	0.0115	0.034*
C13	0.09764 (11)	−0.49987 (16)	−0.02144 (11)	0.0293 (4)
H13A	0.0667	−0.5070	0.0193	0.035*
H13B	0.0665	−0.5162	−0.0611	0.035*
C14	0.12156 (11)	−0.12509 (18)	−0.11788 (9)	0.0310 (4)	0.50
H14A	0.0997	−0.1892	−0.1443	0.037*	0.50
H14B	0.1025	−0.0519	−0.1372	0.037*	0.50
C15	0.2010 (2)	−0.1272 (5)	−0.1306 (2)	0.0463 (10)	0.597 (5)
H15A	0.2242	−0.0626	−0.1057	0.056*	0.597 (5)
H15B	0.2214	−0.2007	−0.1129	0.056*	0.597 (5)
C16	0.2200 (4)	−0.1169 (9)	−0.2031 (4)	0.067 (3)	0.597 (5)
H16A	0.1934	−0.0508	−0.2234	0.081*	0.597 (5)
H16B	0.2731	−0.1026	−0.2081	0.081*	0.597 (5)
O4	0.2003 (3)	−0.2228 (4)	−0.2368 (2)	0.0724 (14)	0.597 (5)
H4O	0.165 (3)	−0.196 (3)	−0.271 (2)	0.109*	0.597 (5)
C14A	0.12156 (11)	−0.12509 (18)	−0.11788 (9)	0.0310 (4)	0.50
H14C	0.1303	−0.2044	−0.1353	0.037*	0.50
H14D	0.0838	−0.0887	−0.1467	0.037*	0.50
C15A	0.1934 (3)	−0.0543 (8)	−0.1247 (3)	0.0463 (10)	0.403 (5)
H15C	0.2321	−0.0913	−0.0972	0.056*	0.403 (5)
H15D	0.1856	0.0252	−0.1072	0.056*	0.403 (5)
C16A	0.2184 (6)	−0.0479 (10)	−0.1982 (6)	0.067 (3)	0.403 (5)
H16C	0.1794	−0.0135	−0.2264	0.081*	0.403 (5)
H16D	0.2624	0.0019	−0.2019	0.081*	0.403 (5)
O4A	0.2344 (6)	−0.1593 (11)	−0.2206 (4)	0.090 (4)	0.403 (5)
H4OA	0.229 (7)	−0.155 (4)	−0.2695 (12)	0.135*	0.403 (5)
H1O	0.1497 (16)	0.4974 (19)	0.1345 (15)	0.065 (9)*
H2O	0.0490 (18)	−0.230 (3)	0.2395 (16)	0.103 (13)*
H3O	0.1677 (14)	−0.588 (2)	0.0266 (9)	0.047 (7)*
H2A	0.130 (2)	0.217 (4)	−0.171 (2)	0.098 (13)*
H2B	0.066 (2)	0.298 (3)	−0.1631 (18)	0.086 (12)*
H2C	0.1313 (18)	0.309 (3)	−0.1215 (16)	0.068 (9)*

	U11	U22	U33	U12	U13	U23
Fe1	0.01608 (17)	0.01771 (17)	0.01507 (17)	0.00023 (12)	0.00013 (12)	0.00109 (12)
Cl1	0.1218 (7)	0.0311 (3)	0.0492 (4)	0.0262 (3)	0.0298 (4)	0.0079 (3)
P1	0.0194 (2)	0.0194 (2)	0.0178 (2)	0.00012 (15)	−0.00260 (16)	0.00053 (16)
P2	0.0183 (2)	0.0216 (2)	0.0196 (2)	0.00237 (16)	−0.00001 (16)	−0.00075 (17)
O1	0.0469 (9)	0.0247 (7)	0.0400 (8)	0.0011 (6)	0.0088 (7)	0.0019 (6)
O2	0.0623 (11)	0.0361 (8)	0.0467 (10)	0.0004 (8)	0.0149 (8)	0.0059 (7)
O3	0.0328 (7)	0.0279 (7)	0.0393 (8)	0.0114 (6)	−0.0014 (6)	−0.0036 (6)
N1	0.0204 (7)	0.0217 (7)	0.0188 (7)	0.0009 (6)	−0.0002 (6)	−0.0011 (6)
C1	0.0281 (9)	0.0263 (9)	0.0212 (8)	−0.0027 (7)	0.0001 (7)	−0.0006 (7)
C2	0.0589 (15)	0.0407 (13)	0.0285 (11)	−0.0206 (12)	0.0064 (11)	0.0062 (10)
C3	0.0185 (8)	0.0289 (9)	0.0284 (9)	−0.0001 (7)	−0.0023 (7)	−0.0027 (7)
C4	0.0197 (8)	0.0294 (9)	0.0242 (9)	0.0051 (7)	−0.0026 (7)	−0.0024 (7)
C5	0.0248 (8)	0.0202 (8)	0.0237 (9)	−0.0014 (7)	−0.0060 (7)	0.0000 (7)
C6	0.0351 (10)	0.0230 (9)	0.0450 (12)	−0.0017 (8)	−0.0191 (9)	0.0013 (9)
C7	0.0402 (11)	0.0278 (10)	0.0374 (11)	−0.0054 (8)	−0.0154 (9)	0.0006 (8)
C8	0.0321 (9)	0.0226 (8)	0.0201 (8)	0.0008 (7)	−0.0056 (7)	0.0034 (7)
C9	0.0529 (13)	0.0278 (10)	0.0219 (9)	0.0086 (9)	0.0019 (9)	0.0006 (8)
C10	0.0547 (13)	0.0342 (11)	0.0218 (9)	0.0022 (9)	−0.0004 (9)	0.0030 (8)
C11	0.0226 (8)	0.0215 (8)	0.0365 (10)	0.0027 (7)	−0.0015 (7)	−0.0006 (8)
C12	0.0226 (9)	0.0253 (9)	0.0367 (10)	0.0047 (7)	0.0002 (8)	−0.0026 (8)
C13	0.0260 (9)	0.0242 (9)	0.0378 (11)	0.0064 (7)	−0.0033 (8)	−0.0034 (8)
C14	0.0340 (10)	0.0380 (11)	0.0212 (9)	0.0044 (8)	0.0048 (8)	−0.0031 (8)
C15	0.0307 (15)	0.077 (3)	0.0314 (15)	0.009 (2)	0.0063 (12)	0.012 (2)
C16	0.045 (2)	0.107 (7)	0.050 (3)	0.016 (5)	0.0194 (18)	0.032 (6)
O4	0.090 (4)	0.082 (3)	0.045 (2)	0.043 (3)	0.024 (2)	0.000 (2)
C14A	0.0340 (10)	0.0380 (11)	0.0212 (9)	0.0044 (8)	0.0048 (8)	−0.0031 (8)
C15A	0.0307 (15)	0.077 (3)	0.0314 (15)	0.009 (2)	0.0063 (12)	0.012 (2)
C16A	0.045 (2)	0.107 (7)	0.050 (3)	0.016 (5)	0.0194 (18)	0.032 (6)
O4A	0.083 (7)	0.143 (10)	0.043 (4)	0.043 (5)	0.005 (4)	−0.008 (5)

Fe1—N1i	1.9077 (14)	C8—C9	1.517 (3)
Fe1—N1	1.9077 (14)	C8—H8A	0.9900
Fe1—P1	2.2884 (4)	C8—H8B	0.9900
Fe1—P1i	2.2884 (4)	C9—C10	1.529 (3)
Fe1—P2i	2.3049 (4)	C9—H9A	0.9900
Fe1—P2	2.3049 (4)	C9—H9B	0.9900
P1—C5	1.8300 (18)	C10—H10A	0.9900
P1—C3	1.8358 (18)	C10—H10B	0.9900
P1—C8	1.8387 (18)	C11—C12	1.531 (2)
P2—C11	1.8341 (19)	C11—H11A	0.9900
P2—C14	1.8388 (19)	C11—H11B	0.9900
P2—C4	1.8409 (18)	C12—C13	1.517 (3)
O1—C7	1.421 (2)	C12—H12A	0.9900
O1—H1O	0.928 (17)	C12—H12B	0.9900
O2—C10	1.415 (3)	C13—H13A	0.9900
O2—H2O	0.976 (18)	C13—H13B	0.9900
O3—C13	1.426 (2)	C14—C15	1.477 (4)
O3—H3O	0.924 (17)	C14—H14A	0.9900
N1—C1	1.140 (2)	C14—H14B	0.9900
C1—C2	1.457 (3)	C15—C16	1.483 (8)
C2—H2A	0.87 (4)	C15—H15A	0.9900
C2—H2B	0.94 (4)	C15—H15B	0.9900
C2—H2C	0.90 (3)	C16—O4	1.438 (10)
C3—C4	1.528 (3)	C16—H16A	0.9900
C3—H3A	0.9900	C16—H16B	0.9900
C3—H3B	0.9900	C16—H4OA	1.40 (2)
C4—H4A	0.9900	O4—H4O	0.98 (2)
C4—H4B	0.9900	O4—H4OA	1.15 (9)
C5—C6	1.531 (2)	C15A—C16A	1.531 (13)
C5—H5A	0.9900	C15A—H15C	0.9900
C5—H5B	0.9900	C15A—H15D	0.9900
C6—C7	1.518 (3)	C16A—O4A	1.390 (15)
C6—H6A	0.9900	C16A—H16C	0.9900
C6—H6B	0.9900	C16A—H16D	0.9900
C7—H7A	0.9900	O4A—H4O	1.67 (3)
C7—H7B	0.9900	O4A—H4OA	0.98 (2)
N1i—Fe1—N1	180.0	C9—C8—H8B	107.7
N1i—Fe1—P1	91.51 (4)	P1—C8—H8B	107.7
N1—Fe1—P1	88.49 (4)	H8A—C8—H8B	107.1
N1i—Fe1—P1i	88.49 (4)	C8—C9—C10	112.18 (17)
N1—Fe1—P1i	91.51 (4)	C8—C9—H9A	109.2
P1—Fe1—P1i	180.00 (3)	C10—C9—H9A	109.2
N1i—Fe1—P2i	89.90 (4)	C8—C9—H9B	109.2
N1—Fe1—P2i	90.10 (4)	C10—C9—H9B	109.2
P1—Fe1—P2i	95.813 (16)	H9A—C9—H9B	107.9
P1i—Fe1—P2i	84.187 (16)	O2—C10—C9	112.52 (17)
N1i—Fe1—P2	90.10 (4)	O2—C10—H10A	109.1
N1—Fe1—P2	89.90 (4)	C9—C10—H10A	109.1
P1—Fe1—P2	84.187 (16)	O2—C10—H10B	109.1
P1i—Fe1—P2	95.813 (16)	C9—C10—H10B	109.1
P2i—Fe1—P2	180.00 (3)	H10A—C10—H10B	107.8
C5—P1—C3	104.19 (8)	C12—C11—P2	116.53 (13)
C5—P1—C8	104.85 (8)	C12—C11—H11A	108.2
C3—P1—C8	99.48 (9)	P2—C11—H11A	108.2
C5—P1—Fe1	120.80 (6)	C12—C11—H11B	108.2
C3—P1—Fe1	105.32 (6)	P2—C11—H11B	108.2
C8—P1—Fe1	119.09 (6)	H11A—C11—H11B	107.3
C11—P2—C14	103.44 (9)	C13—C12—C11	109.88 (15)
C11—P2—C4	102.82 (9)	C13—C12—H12A	109.7
C14—P2—C4	105.10 (9)	C11—C12—H12A	109.7
C11—P2—Fe1	118.75 (6)	C13—C12—H12B	109.7
C14—P2—Fe1	116.66 (7)	C11—C12—H12B	109.7
C4—P2—Fe1	108.46 (6)	H12A—C12—H12B	108.2
C7—O1—H1O	108.1 (19)	O3—C13—C12	112.82 (16)
C10—O2—H2O	110 (2)	O3—C13—H13A	109.0
C13—O3—H3O	105.3 (17)	C12—C13—H13A	109.0
C1—N1—Fe1	178.43 (15)	O3—C13—H13B	109.0
N1—C1—C2	178.4 (2)	C12—C13—H13B	109.0
C1—C2—H2A	110 (3)	H13A—C13—H13B	107.8
C1—C2—H2B	108 (2)	C15—C14—P2	120.8 (2)
H2A—C2—H2B	113 (3)	C15—C14—H14A	107.1
C1—C2—H2C	112 (2)	P2—C14—H14A	107.1
H2A—C2—H2C	111 (3)	C15—C14—H14B	107.1
H2B—C2—H2C	104 (3)	P2—C14—H14B	107.1
C4—C3—P1	106.90 (12)	H14A—C14—H14B	106.8
C4—C3—H3A	110.3	C16—C15—C14	113.3 (4)
P1—C3—H3A	110.3	C16—C15—H15A	108.9
C4—C3—H3B	110.3	C14—C15—H15A	108.9
P1—C3—H3B	110.3	C16—C15—H15B	108.9
H3A—C3—H3B	108.6	C14—C15—H15B	108.9
C3—C4—P2	108.88 (12)	H15A—C15—H15B	107.7
C3—C4—H4A	109.9	O4—C16—C15	108.9 (6)
P2—C4—H4A	109.9	O4—C16—H16A	109.9
C3—C4—H4B	109.9	C15—C16—H16A	109.9
P2—C4—H4B	109.9	O4—C16—H16B	109.9
H4A—C4—H4B	108.3	C15—C16—H16B	109.9
C6—C5—P1	115.37 (12)	H16A—C16—H16B	108.3
C6—C5—H5A	108.4	O4—C16—H4OA	48 (4)
P1—C5—H5A	108.4	C15—C16—H4OA	157 (3)
C6—C5—H5B	108.4	H16A—C16—H4OA	85.2
P1—C5—H5B	108.4	H16B—C16—H4OA	80.6
H5A—C5—H5B	107.5	C16—O4—H4O	102.7 (19)
C7—C6—C5	112.10 (16)	C16—O4—H4OA	64.3 (16)
C7—C6—H6A	109.2	H4O—O4—H4OA	73 (5)
C5—C6—H6A	109.2	C16A—C15A—H15C	109.4
C7—C6—H6B	109.2	C16A—C15A—H15D	109.4
C5—C6—H6B	109.2	H15C—C15A—H15D	108.0
H6A—C6—H6B	107.9	O4A—C16A—C15A	108.8 (8)
O1—C7—C6	109.56 (17)	O4A—C16A—H16C	109.9
O1—C7—H7A	109.8	C15A—C16A—H16C	109.9
C6—C7—H7A	109.8	O4A—C16A—H16D	109.9
O1—C7—H7B	109.8	C15A—C16A—H16D	109.9
C6—C7—H7B	109.8	H16C—C16A—H16D	108.3
H7A—C7—H7B	108.2	C16A—O4A—H4O	105.5 (16)
C9—C8—P1	118.28 (13)	C16A—O4A—H4OA	104 (2)
C9—C8—H8A	107.7	H4O—O4A—H4OA	49 (8)
P1—C8—H8A	107.7
N1i—Fe1—P1—C5	−126.74 (8)	Fe1—P1—C3—C4	−52.35 (13)
N1—Fe1—P1—C5	53.26 (8)	P1—C3—C4—P2	52.78 (15)
P2i—Fe1—P1—C5	−36.69 (7)	C11—P2—C4—C3	−157.24 (13)
P2—Fe1—P1—C5	143.31 (7)	C14—P2—C4—C3	94.80 (14)
N1i—Fe1—P1—C3	115.91 (8)	Fe1—P2—C4—C3	−30.65 (14)
N1—Fe1—P1—C3	−64.09 (8)	C3—P1—C5—C6	−45.93 (17)
P2i—Fe1—P1—C3	−154.03 (6)	C8—P1—C5—C6	58.13 (16)
P2—Fe1—P1—C3	25.97 (6)	Fe1—P1—C5—C6	−163.84 (12)
N1i—Fe1—P1—C8	5.56 (8)	P1—C5—C6—C7	−170.84 (15)
N1—Fe1—P1—C8	−174.44 (8)	C5—C6—C7—O1	−64.9 (2)
P2i—Fe1—P1—C8	95.61 (7)	C5—P1—C8—C9	53.06 (17)
P2—Fe1—P1—C8	−84.39 (7)	C3—P1—C8—C9	160.61 (15)
N1i—Fe1—P2—C11	24.40 (9)	Fe1—P1—C8—C9	−85.84 (16)
N1—Fe1—P2—C11	−155.60 (9)	P1—C8—C9—C10	−179.89 (14)
P1—Fe1—P2—C11	115.91 (8)	C8—C9—C10—O2	−70.4 (2)
P1i—Fe1—P2—C11	−64.09 (8)	C14—P2—C11—C12	65.29 (17)
N1i—Fe1—P2—C14	149.30 (9)	C4—P2—C11—C12	−43.92 (17)
N1—Fe1—P2—C14	−30.70 (9)	Fe1—P2—C11—C12	−163.61 (12)
P1—Fe1—P2—C14	−119.19 (8)	P2—C11—C12—C13	−178.05 (14)
P1i—Fe1—P2—C14	60.81 (8)	C11—C12—C13—O3	−175.41 (17)
N1i—Fe1—P2—C4	−92.34 (8)	C11—P2—C14—C15	−97.4 (3)
N1—Fe1—P2—C4	87.66 (8)	C4—P2—C14—C15	10.1 (3)
P1—Fe1—P2—C4	−0.84 (7)	Fe1—P2—C14—C15	130.3 (3)
P1i—Fe1—P2—C4	179.16 (7)	P2—C14—C15—C16	−179.9 (5)
C5—P1—C3—C4	179.56 (12)	C14—C15—C16—O4	−71.1 (7)
C8—P1—C3—C4	71.49 (14)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1O···Cl1	0.93 (2)	2.13 (2)	3.0493 (16)	173 (3)
O2—H2O···Cl1ii	0.98 (2)	2.23 (2)	3.1777 (19)	164 (3)
O3—H3O···O1ii	0.92 (2)	1.84 (2)	2.741 (2)	164 (2)
O4—H4O···Cl1iii	0.98 (2)	1.95 (2)	2.931 (6)	177 (3)
O4A—H4OA···Cl1iii	0.98 (2)	2.84 (11)	3.490 (10)	125 (9)

Table 1

Selected bond lengths (Å)

Fe1—N1	1.9077 (14)
Fe1—P1	2.2884 (4)
Fe1—P2	2.3049 (4)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1O⋯Cl1	0.928 (17)	2.126 (18)	3.0493 (16)	173 (3)
O2—H2O⋯Cl1i	0.976 (18)	2.23 (2)	3.1777 (19)	164 (3)
O3—H3O⋯O1i	0.924 (17)	1.841 (18)	2.741 (2)	164 (2)
O4—H4O⋯Cl1ii	0.98 (2)	1.95 (2)	2.931 (6)	177 (3)
O4A—H4OA⋯Cl1ii	0.98 (2)	2.84 (11)	3.490 (10)	125 (9)

Symmetry codes: (i) ; (ii) .