Poly[tetrakis(μ-1,1,1,3,3,3-hexafluoropropan-2-olato)iron(II)dipotassium]

Purdy, A.P.; Butcher, R.J.

doi:10.1107/S1600536813034946

metal-organic compounds

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Volume 70| Part 2| February 2014| Pages m32-m33

doi:10.1107/S1600536813034946

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Poly[tetrakis(μ-1,1,1,3,3,3-hexafluoropropan-2-olato)iron(II)dipotassium]

Andrew P. Purdy ^a ^* and Ray J. Butcher ^b

^aNaval Research Laboratory, Chemistry Division, Code 6100, 4555 Overlook Av, SW, Washington DC 20375, USA, and ^bDepartment of Chemistry, Howard University, 525 College Street NW, Washington DC, 20059, USA
^*Correspondence e-mail: andrew.purdy@nrl.navy.mil

(Received 13 October 2013; accepted 30 December 2013; online 8 January 2014)

The title compound, [K₂Fe{OCH(CF₃)₂}₄]_n, was formed from the reaction of potassium hexafluoroisopropoxide with iron(II) chloride in toluene. The Fe^II atom has a highly distorted tetrahedral coordination environment. All four of the non-equivalent hexafluoroisopropoxy O atoms link the Fe^II atoms to one of the K⁺ atoms in an alternating chain of Fe—O—K—O fused four-membered rings, with K—Fe distances of 3.715 (2) and 3.717 (2) Å. This K⁺ atom is also bridged to eight of the F atoms. The other K⁺ atom is bonded to only two of the O atoms, but has seven short K⋯F contacts, one of which links the chains into a three-dimensional arrangement. Weak hydrogen bonding between the lone H atoms on the hexafluoroisopropoxy groups and F atoms is also present. The crystal studied was refined as an inversion twin.

CCDC reference: 979172

Related literature

For alkali or alkaline earth metal fluoroalkoxides with short F—A distances, see: Zheng et al. (2009 ); Yamashita et al. (2005 ); Bernhardt et al. (2007 ); Purdy & George (1991 , 1994 ); Samuels et al. (1993 ); Purdy et al. (1991 ). For iron(II) fluoroalkoxides, see: Konefal et al. (1986 ); Cantalupo et al. (2010 , 2012 ).

Experimental

Crystal data

[FeK₂(C₃HF₆O)₄]
M_r = 802.20
Orthorhombic, P 2₁ 2₁ 2₁
a = 9.7368 (2) Å
b = 13.4345 (4) Å
c = 18.3933 (4) Å
V = 2406.02 (10) Å³
Z = 4
Cu Kα radiation
μ = 10.15 mm⁻¹
T = 123 K
0.43 × 0.21 × 0.17 mm

Data collection

Agilent Xcalibur (Ruby, Gemini) diffractometer
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2012 ) T_min = 0.254, T_max = 1.000
16099 measured reflections
4923 independent reflections
4190 reflections with I > 2σ(I)
R_int = 0.100

Refinement

R[F² > 2σ(F²)] = 0.068
wR(F²) = 0.182
S = 1.02
4923 reflections
389 parameters
144 restraints
H-atom parameters constrained
Δρ_max = 1.63 e Å⁻³
Δρ_min = −1.29 e Å⁻³
Absolute structure: Refined as an inversion twin
Absolute structure parameter: 0.205 (11)

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C1A—H1AA⋯F3Bⁱ	1.00	2.54	3.236 (10)	126
C1B—H1BA⋯F2C	1.00	2.56	3.199 (11)	122
C1C—H1CA⋯F4Dⁱⁱ	1.00	2.56	3.201 (11)	122
C1D—H1DA⋯F2Aⁱⁱⁱ	1.00	2.46	3.361 (11)	150
C1D—H1DA⋯F3A	1.00	2.42	3.093 (11)	124
Symmetry codes: (i) $[-x+1, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]$ ; (ii) $[-x+1, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]$ ; (iii) $[x-{\script{1\over 2}}, -y+{\script{1\over 2}}, -z+1]$ .

Data collection: CrysAlis PRO (Agilent, 2012); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL2013 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supporting information

CCDC reference: 979172

Crystal structure: contains datablocks I, New_Global_Publ_Block. DOI: 10.1107/S1600536813034946/nk2215sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536813034946/nk2215Isup2.hkl

checkCIF report

Comment top

The iron atoms have a highly distorted tetrahedral coordination by the four O atoms of the hexafluoroisopropoxide ligands, with the O—Fe—O angles ranging from 93.9 (2) to 143.1 (2) °. The two longest Fe—O bonds (2.047 (6) and 2.048 (6) Å) are to the O atoms O1A and O1C, which are also bridged to both K1 and K2. The shorter Fe—O bonds (1.948 (6) and 1.950 (6) Å) are to O1B and O1D, which are bridged only to K1 atoms. While the metal atoms are linked in a zigzag chain along b by coordination to these O atoms, coordination of the fluorine atoms to the potassium atoms completes the potassium coordination spheres. K2 is 9-coordinate and is linked to O1A and O1C (2.689 (6) and 2.698 (7) Å), and 7 fluorine atoms on the HFIP groups, with K—F contacts ranging from 2.798 (8) to 3.088 (7) Å. One fluorine atom, F6C, links K2 to a symmetry equivalent chain. K1 is 12-coordinate with two short K—O bonds of 2.674 (6) and 2.692 (7) Å and two longer K—O bonds of 2.891 (6) and 2.863 (7). The eight K—F contacts range from 2.861 (6) to 3.221 (7) Å. Close contacts between alkali or alkaline earth cations and the fluorine atoms of a fluoroalkoxy ligand are very common and occur in many compounds that have been structurally characterized. Some examples include Na₂Cu(OCH(CF₃)₂)₄ (Purdy, et al. 1991), BaCu(OCH(CF₃)₂)₄(THF)₄ (Purdy and George, 1994), (18-Crown-6)-(1,1-bis(trifluoromethyl)-1H-anthra(1,9-bc)furan-10-olato-F, O)-potassium (Yamashita, et al., 2005), and some potassium perfluoroalkoxyborates (Bernhardt, et al., 2007). The nature of the bonding between fluorines on fluoroalkoxy groups and electropositive metal ions was explained by a combination of orbital overlap and electrostatics (Samuels et al., 1993). Weak C—H···F hydrogen bonding is also present with all the hexafluoroisopropoxy protons.

Related literature top

For alkali or alkaline earth metal fluoroalkoxides with short F—A distances, see: Zheng et al. (2009); Yamashita et al. (2005); Bernhardt et al. (2007); Purdy & George (1991, 1994); Samuels et al. (1993); Purdy et al. (1991). For iron(II) fluoroalkoxides, see: Konefal et al. (1986); Cantalupo et al. (2010, 2012).

Experimental top

All manipulations were performed under inert atmosphere (Ar). Sublimed FeCl₂ (0.66 g, 5.21 mmol) and potassium hexafluoroisopropoxide (2.16 g, 10.48 mmol) were combined in 20 ml toluene in an H-tube equipped with a fine frit, and sonicated for a week. Mixture was filtered and rewashed 3x with recondensed hot toluene. Some product is slightly soluble in toluene and that solution was allowed to evaporate slowly in a flask in the drybox. Pale yellow crystals resulted, and a crystal of the title compound was obtained from this sample. (The crystals looked pale yellow in bulk but individual crystals appeared almost colorless.) A total of 0.56 g was isolated. NMR: ¹⁹F (THF solution, CFCl₃ ref) -37.89.

Structure description top

For alkali or alkaline earth metal fluoroalkoxides with short F—A distances, see: Zheng et al. (2009); Yamashita et al. (2005); Bernhardt et al. (2007); Purdy & George (1991, 1994); Samuels et al. (1993); Purdy et al. (1991). For iron(II) fluoroalkoxides, see: Konefal et al. (1986); Cantalupo et al. (2010, 2012).

Computing details top

Data collection: CrysAlis PRO (Agilent, 2012); cell refinement: CrysAlis PRO (Agilent, 2012); data reduction: CrysAlis PRO (Agilent, 2012); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2013 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. Structure of the repeat unit of [K₂Fe(OCH(CF₃)₂)₄]. Ellipsoids are at the 30% probability level.
	Fig. 2. Diagram showing the potassium coordination environment.
	Fig. 3. Packing diagram depicting some of the hydrogen bonding.

Poly[tetrakis(µ-1,1,1,3,3,3-hexafluoropropan-2-olato)iron(II)dipotassium] top

Crystal data top

[FeK₂(C₃HF₆O)₄]	D_x = 2.215 Mg m⁻³
M_r = 802.20	Cu Kα radiation, λ = 1.54184 Å
Orthorhombic, P2₁2₁2₁	Cell parameters from 8115 reflections
a = 9.7368 (2) Å	θ = 3.3–75.5°
b = 13.4345 (4) Å	µ = 10.15 mm⁻¹
c = 18.3933 (4) Å	T = 123 K
V = 2406.02 (10) Å³	Prism, colorless
Z = 4	0.43 × 0.21 × 0.17 mm
F(000) = 1552

Data collection top

Agilent Xcalibur (Ruby, Gemini) diffractometer	4923 independent reflections
Radiation source: Enhance (Cu) X-ray Source	4190 reflections with I > 2σ(I)
Detector resolution: 10.5081 pixels mm^-1	R_int = 0.100
ω scans	θ_max = 75.7°, θ_min = 4.1°
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2012)	h = −12→8
T_min = 0.254, T_max = 1.000	k = −16→16
16099 measured reflections	l = −22→17

Refinement top

Refinement on F²	Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: full	H-atom parameters constrained
R[F² > 2σ(F²)] = 0.068	w = 1/[σ²(F_o²) + (0.1306P)²] where P = (F_o² + 2F_c²)/3
wR(F²) = 0.182	(Δ/σ)_max < 0.001
S = 1.02	Δρ_max = 1.63 e Å⁻³
4923 reflections	Δρ_min = −1.29 e Å⁻³
389 parameters	Absolute structure: Refined as an inversion twin
144 restraints	Absolute structure parameter: 0.205 (11)

Crystal data top

[FeK₂(C₃HF₆O)₄]	V = 2406.02 (10) Å³
M_r = 802.20	Z = 4
Orthorhombic, P2₁2₁2₁	Cu Kα radiation
a = 9.7368 (2) Å	µ = 10.15 mm⁻¹
b = 13.4345 (4) Å	T = 123 K
c = 18.3933 (4) Å	0.43 × 0.21 × 0.17 mm

Data collection top

Agilent Xcalibur (Ruby, Gemini) diffractometer	4923 independent reflections
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2012)	4190 reflections with I > 2σ(I)
T_min = 0.254, T_max = 1.000	R_int = 0.100
16099 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.068	H-atom parameters constrained
wR(F²) = 0.182	Δρ_max = 1.63 e Å⁻³
S = 1.02	Δρ_min = −1.29 e Å⁻³
4923 reflections	Absolute structure: Refined as an inversion twin
389 parameters	Absolute structure parameter: 0.205 (11)
144 restraints

Special details top

Experimental. Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.

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. Refined as a 2-component inversion twin. The structure was a racemic twin with a BASF component of 0.20906. In spite of the fact that the data was collected at -150 ° C the CF₃ groups had some problems. Disorder was looked at without success but the best solution was to restrain using ISOR compound for some (but not all) F's.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Fe	0.41997 (13)	0.23850 (10)	0.28502 (6)	0.0109 (3)
K1	0.41988 (19)	0.48834 (14)	0.19850 (9)	0.0162 (4)
K2	0.69671 (19)	0.23877 (16)	0.16065 (9)	0.0196 (4)
O1A	0.6217 (6)	0.1993 (5)	0.2983 (3)	0.0152 (12)
C1A	0.6962 (9)	0.2291 (6)	0.3584 (4)	0.0145 (16)
H1AA	0.6995	0.3035	0.3588	0.017*
C2A	0.6316 (10)	0.1946 (7)	0.4284 (5)	0.0186 (18)
C3A	0.8423 (10)	0.1903 (8)	0.3490 (5)	0.024 (2)
F1A	0.6251 (7)	0.0950 (4)	0.4340 (3)	0.0284 (14)
F2A	0.6983 (7)	0.2266 (5)	0.4876 (3)	0.0347 (15)
F3A	0.5028 (6)	0.2283 (5)	0.4341 (3)	0.0272 (13)
F4A	0.8480 (7)	0.0916 (5)	0.3445 (4)	0.0320 (14)
F5A	0.9267 (7)	0.2178 (6)	0.4034 (4)	0.0449 (18)
F6A	0.8971 (6)	0.2258 (6)	0.2876 (4)	0.0378 (16)
O1B	0.3535 (7)	0.1029 (5)	0.2980 (4)	0.0181 (13)
C1B	0.2276 (9)	0.0657 (7)	0.3165 (5)	0.0170 (18)
H1BA	0.1580	0.1204	0.3163	0.020*
C2B	0.1877 (11)	−0.0141 (8)	0.2603 (5)	0.025 (2)
C3B	0.2342 (11)	0.0183 (8)	0.3922 (6)	0.026 (2)
F1B	0.1707 (8)	0.0271 (6)	0.1949 (3)	0.0406 (17)
F2B	0.0739 (8)	−0.0631 (6)	0.2766 (4)	0.047 (2)
F3B	0.2873 (7)	−0.0833 (5)	0.2517 (3)	0.0323 (14)
F4B	0.1165 (8)	−0.0222 (6)	0.4141 (4)	0.0458 (19)
F5B	0.3307 (8)	−0.0548 (5)	0.3957 (3)	0.0351 (15)
F6B	0.2697 (9)	0.0858 (6)	0.4414 (4)	0.0445 (19)
O1C	0.4260 (6)	0.2752 (4)	0.1770 (3)	0.0139 (11)
C1C	0.3268 (9)	0.2457 (7)	0.1284 (4)	0.0144 (16)
H1CA	0.3238	0.1713	0.1277	0.017*
C2C	0.1858 (9)	0.2841 (7)	0.1495 (5)	0.0175 (17)
C3C	0.3700 (10)	0.2821 (7)	0.0534 (5)	0.0177 (18)
F1C	0.1787 (6)	0.3837 (5)	0.1504 (3)	0.0304 (14)
F2C	0.1552 (6)	0.2545 (5)	0.2178 (3)	0.0260 (12)
F3C	0.0838 (6)	0.2516 (6)	0.1074 (3)	0.0341 (14)
F4C	0.3812 (7)	0.3802 (5)	0.0496 (3)	0.0325 (15)
F5C	0.4927 (6)	0.2443 (5)	0.0362 (3)	0.0295 (13)
F6C	0.2830 (7)	0.2540 (6)	0.0002 (3)	0.0342 (14)
O1D	0.3927 (7)	0.3754 (5)	0.3173 (3)	0.0165 (12)
C1D	0.3404 (10)	0.4119 (7)	0.3802 (5)	0.0171 (18)
H1DA	0.3309	0.3563	0.4160	0.020*
C2D	0.4377 (10)	0.4903 (8)	0.4112 (5)	0.023 (2)
C3D	0.1970 (12)	0.4569 (8)	0.3651 (5)	0.024 (2)
F1D	0.2019 (6)	0.5245 (5)	0.3110 (3)	0.0318 (14)
F2D	0.1412 (7)	0.5024 (6)	0.4213 (3)	0.0421 (19)
F3D	0.1113 (7)	0.3866 (6)	0.3436 (4)	0.0391 (17)
F4D	0.4577 (7)	0.5661 (5)	0.3630 (4)	0.0351 (15)
F5D	0.3921 (8)	0.5317 (6)	0.4723 (4)	0.046 (2)
F6D	0.5606 (7)	0.4520 (6)	0.4243 (4)	0.0359 (16)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Fe	0.0062 (5)	0.0223 (7)	0.0041 (5)	0.0004 (5)	−0.0009 (4)	0.0011 (5)
K1	0.0121 (8)	0.0246 (9)	0.0119 (7)	−0.0017 (7)	0.0010 (7)	0.0019 (6)
K2	0.0133 (8)	0.0323 (10)	0.0134 (7)	0.0013 (8)	0.0029 (7)	0.0011 (7)
O1A	0.010 (2)	0.024 (3)	0.011 (2)	0.003 (2)	−0.002 (2)	0.002 (2)
C1A	0.014 (2)	0.0158 (19)	0.0142 (19)	−0.0003 (13)	−0.0017 (13)	0.0004 (13)
C2A	0.018 (3)	0.023 (3)	0.015 (3)	0.000 (3)	−0.006 (3)	−0.002 (3)
C3A	0.015 (4)	0.040 (5)	0.017 (4)	−0.001 (4)	−0.009 (4)	0.000 (4)
F1A	0.041 (4)	0.031 (3)	0.014 (2)	0.001 (3)	−0.003 (2)	0.003 (2)
F2A	0.041 (3)	0.050 (4)	0.012 (2)	0.001 (3)	−0.016 (2)	−0.002 (2)
F3A	0.022 (3)	0.048 (4)	0.012 (2)	0.010 (3)	0.005 (2)	0.002 (2)
F4A	0.019 (3)	0.039 (4)	0.038 (3)	0.009 (3)	−0.004 (3)	−0.002 (3)
F5A	0.021 (3)	0.069 (4)	0.045 (4)	−0.002 (3)	−0.023 (3)	−0.010 (3)
F6A	0.012 (3)	0.062 (4)	0.039 (4)	−0.001 (3)	0.009 (2)	0.008 (3)
O1B	0.010 (2)	0.021 (3)	0.023 (3)	−0.001 (2)	0.004 (2)	0.000 (2)
C1B	0.013 (3)	0.021 (3)	0.017 (3)	0.002 (3)	0.004 (3)	0.001 (3)
C2B	0.020 (5)	0.033 (5)	0.021 (4)	−0.006 (4)	0.000 (4)	0.003 (4)
C3B	0.023 (4)	0.032 (4)	0.022 (3)	−0.001 (3)	0.008 (3)	−0.004 (3)
F1B	0.042 (4)	0.060 (4)	0.019 (3)	−0.006 (3)	−0.013 (3)	0.005 (3)
F2B	0.026 (4)	0.073 (5)	0.042 (4)	−0.031 (4)	0.008 (3)	−0.011 (3)
F3B	0.035 (4)	0.036 (3)	0.026 (3)	0.003 (3)	−0.002 (3)	−0.009 (3)
F4B	0.030 (4)	0.075 (5)	0.033 (3)	−0.017 (3)	0.017 (3)	0.008 (3)
F5B	0.036 (4)	0.046 (4)	0.022 (3)	0.008 (3)	0.000 (3)	0.007 (3)
F6B	0.049 (5)	0.063 (5)	0.022 (3)	−0.004 (4)	0.006 (3)	−0.016 (3)
O1C	0.0133 (16)	0.0168 (16)	0.0114 (15)	0.0003 (12)	−0.0011 (12)	0.0006 (12)
C1C	0.014 (3)	0.020 (3)	0.009 (3)	0.001 (3)	−0.002 (2)	0.001 (3)
C2C	0.011 (3)	0.029 (3)	0.013 (3)	0.000 (3)	0.001 (3)	−0.002 (3)
C3C	0.014 (3)	0.027 (3)	0.012 (3)	0.002 (3)	−0.002 (3)	0.002 (3)
F1C	0.017 (3)	0.042 (3)	0.032 (3)	0.009 (3)	0.005 (2)	0.004 (3)
F2C	0.016 (2)	0.048 (3)	0.014 (2)	0.001 (2)	0.0067 (19)	0.004 (2)
F3C	0.014 (2)	0.064 (4)	0.025 (3)	−0.004 (3)	−0.007 (2)	−0.008 (3)
F4C	0.037 (4)	0.046 (4)	0.014 (2)	0.002 (3)	0.000 (2)	0.010 (2)
F5C	0.024 (2)	0.048 (3)	0.017 (2)	0.007 (2)	0.0095 (19)	0.002 (2)
F6C	0.033 (3)	0.055 (3)	0.014 (2)	−0.003 (3)	−0.009 (2)	−0.002 (2)
O1D	0.0175 (17)	0.0181 (16)	0.0141 (16)	0.0006 (12)	0.0022 (12)	−0.0007 (12)
C1D	0.014 (3)	0.024 (3)	0.013 (3)	0.000 (3)	0.000 (3)	0.001 (3)
C2D	0.021 (5)	0.037 (6)	0.012 (4)	0.004 (4)	−0.003 (3)	−0.004 (4)
C3D	0.024 (4)	0.031 (4)	0.018 (3)	−0.001 (3)	0.004 (3)	0.000 (3)
F1D	0.023 (3)	0.052 (4)	0.021 (3)	0.006 (3)	0.000 (2)	0.011 (3)
F2D	0.028 (3)	0.082 (5)	0.016 (3)	0.021 (4)	0.005 (2)	−0.012 (3)
F3D	0.020 (3)	0.066 (5)	0.032 (3)	−0.010 (3)	−0.001 (3)	−0.003 (3)
F4D	0.029 (4)	0.035 (4)	0.041 (4)	−0.010 (3)	−0.006 (3)	0.003 (3)
F5D	0.034 (4)	0.076 (5)	0.026 (3)	0.001 (4)	−0.001 (3)	−0.031 (3)
F6D	0.020 (3)	0.054 (4)	0.035 (3)	0.005 (3)	−0.015 (3)	−0.006 (3)

Geometric parameters (Å, º) top

Fe—O1B	1.948 (6)	F1A—K1ⁱ	2.861 (6)
Fe—O1D	1.950 (6)	F4A—K1ⁱ	3.058 (7)
Fe—O1C	2.047 (6)	O1B—C1B	1.367 (11)
Fe—O1A	2.048 (6)	O1B—K1ⁱ	2.692 (7)
Fe—K2	3.535 (2)	C1B—C3B	1.532 (13)
Fe—K1	3.715 (2)	C1B—C2B	1.540 (13)
Fe—K1ⁱ	3.717 (2)	C1B—H1BA	1.0000
K1—O1D	2.674 (6)	C2B—F2B	1.323 (12)
K1—O1Bⁱⁱ	2.692 (7)	C2B—F1B	1.335 (11)
K1—F1Aⁱⁱ	2.861 (6)	C2B—F3B	1.353 (13)
K1—O1Aⁱⁱ	2.863 (7)	C3B—F6B	1.326 (13)
K1—F1C	2.877 (7)	C3B—F4B	1.331 (12)
K1—O1C	2.891 (6)	C3B—F5B	1.361 (13)
K1—F1D	3.003 (6)	F3B—K2ⁱ	2.888 (7)
K1—F5Bⁱⁱ	3.039 (7)	F3B—K1ⁱ	3.145 (7)
K1—F4Aⁱⁱ	3.058 (7)	F5B—K2ⁱ	2.973 (7)
K1—F4C	3.123 (6)	F5B—K1ⁱ	3.039 (7)
K1—F3Bⁱⁱ	3.145 (7)	O1C—C1C	1.375 (10)
K1—F4D	3.221 (7)	C1C—C2C	1.517 (12)
K2—O1A	2.689 (6)	C1C—C3C	1.522 (11)
K2—O1C	2.698 (7)	C1C—H1CA	1.0000
K2—F4Dⁱ	2.798 (8)	C2C—F3C	1.334 (11)
K2—F3Bⁱⁱ	2.888 (7)	C2C—F1C	1.340 (12)
K2—F5Bⁱⁱ	2.973 (7)	C2C—F2C	1.349 (10)
K2—F5C	3.032 (6)	C3C—F4C	1.324 (12)
K2—F6A	3.048 (7)	C3C—F5C	1.336 (11)
K2—F6Cⁱⁱⁱ	3.077 (6)	C3C—F6C	1.349 (10)
K2—F1Dⁱ	3.088 (7)	F6C—K2^iv	3.077 (6)
K2—K1ⁱ	4.395 (3)	O1D—C1D	1.356 (10)
O1A—C1A	1.381 (10)	C1D—C2D	1.528 (13)
O1A—K1ⁱ	2.863 (6)	C1D—C3D	1.547 (14)
C1A—C2A	1.507 (12)	C1D—H1DA	1.0000
C1A—C3A	1.524 (13)	C2D—F6D	1.325 (12)
C1A—H1AA	1.0000	C2D—F5D	1.330 (11)
C2A—F3A	1.337 (12)	C2D—F4D	1.365 (12)
C2A—F2A	1.338 (10)	C3D—F2D	1.319 (11)
C2A—F1A	1.344 (12)	C3D—F3D	1.321 (13)
C3A—F4A	1.330 (13)	C3D—F1D	1.348 (11)
C3A—F6A	1.337 (12)	F1D—K2ⁱⁱ	3.088 (7)
C3A—F5A	1.347 (11)	F4D—K2ⁱⁱ	2.798 (8)

O1B—Fe—O1D	143.0 (3)	F1Dⁱ—K2—Fe	97.66 (13)
O1B—Fe—O1C	110.7 (3)	O1A—K2—K1	80.40 (13)
O1D—Fe—O1C	94.1 (2)	O1C—K2—K1	40.37 (13)
O1B—Fe—O1A	93.6 (3)	F4Dⁱ—K2—K1	109.28 (15)
O1D—Fe—O1A	109.7 (3)	F3Bⁱⁱ—K2—K1	46.14 (14)
O1C—Fe—O1A	98.7 (2)	F5Bⁱⁱ—K2—K1	44.14 (14)
O1B—Fe—K2	109.49 (19)	F5C—K2—K1	72.34 (13)
O1D—Fe—K2	107.45 (19)	F6A—K2—K1	108.52 (14)
O1C—Fe—K2	49.45 (18)	F6Cⁱⁱⁱ—K2—K1	107.35 (15)
O1A—Fe—K2	49.21 (17)	F1Dⁱ—K2—K1	152.62 (13)
O1B—Fe—K1	153.8 (2)	Fe—K2—K1	54.96 (4)
O1D—Fe—K1	43.83 (18)	O1A—K2—K1ⁱ	39.07 (14)
O1C—Fe—K1	50.70 (17)	O1C—K2—K1ⁱ	79.67 (13)
O1A—Fe—K1	106.50 (18)	F4Dⁱ—K2—K1ⁱ	47.01 (15)
K2—Fe—K1	73.86 (5)	F3Bⁱⁱ—K2—K1ⁱ	108.57 (13)
O1B—Fe—K1ⁱ	44.28 (19)	F5Bⁱⁱ—K2—K1ⁱ	153.69 (15)
O1D—Fe—K1ⁱ	152.21 (19)	F5C—K2—K1ⁱ	107.12 (14)
O1C—Fe—K1ⁱ	106.55 (17)	F6A—K2—K1ⁱ	70.74 (13)
O1A—Fe—K1ⁱ	49.86 (18)	F6Cⁱⁱⁱ—K2—K1ⁱ	131.40 (15)
K2—Fe—K1ⁱ	74.57 (5)	F1Dⁱ—K2—K1ⁱ	43.05 (12)
K1—Fe—K1ⁱ	148.42 (4)	Fe—K2—K1ⁱ	54.61 (4)
O1D—K1—O1Bⁱⁱ	112.7 (2)	K1—K2—K1ⁱ	109.57 (4)
O1D—K1—F1Aⁱⁱ	164.9 (2)	C1A—O1A—Fe	121.7 (5)
O1Bⁱⁱ—K1—F1Aⁱⁱ	81.9 (2)	C1A—O1A—K2	123.6 (5)
O1D—K1—O1Aⁱⁱ	122.10 (19)	Fe—O1A—K2	95.6 (2)
O1Bⁱⁱ—K1—O1Aⁱⁱ	63.20 (18)	C1A—O1A—K1ⁱ	110.2 (5)
F1Aⁱⁱ—K1—O1Aⁱⁱ	60.00 (17)	Fe—O1A—K1ⁱ	97.0 (2)
O1D—K1—F1C	83.88 (19)	K2—O1A—K1ⁱ	104.6 (2)
O1Bⁱⁱ—K1—F1C	163.0 (2)	O1A—C1A—C2A	112.0 (7)
F1Aⁱⁱ—K1—F1C	81.81 (19)	O1A—C1A—C3A	107.5 (7)
O1Aⁱⁱ—K1—F1C	112.00 (19)	C2A—C1A—C3A	112.4 (8)
O1D—K1—O1C	63.35 (18)	O1A—C1A—H1AA	108.3
O1Bⁱⁱ—K1—O1C	123.56 (19)	C2A—C1A—H1AA	108.3
F1Aⁱⁱ—K1—O1C	112.51 (17)	C3A—C1A—H1AA	108.3
O1Aⁱⁱ—K1—O1C	170.39 (18)	F3A—C2A—F2A	106.5 (8)
F1C—K1—O1C	59.39 (18)	F3A—C2A—F1A	106.7 (8)
O1D—K1—F1D	57.24 (18)	F2A—C2A—F1A	106.3 (7)
O1Bⁱⁱ—K1—F1D	118.1 (2)	F3A—C2A—C1A	110.7 (8)
F1Aⁱⁱ—K1—F1D	113.43 (19)	F2A—C2A—C1A	113.2 (8)
O1Aⁱⁱ—K1—F1D	74.11 (18)	F1A—C2A—C1A	113.1 (8)
F1C—K1—F1D	73.39 (18)	F4A—C3A—F6A	106.6 (9)
O1C—K1—F1D	105.59 (19)	F4A—C3A—F5A	107.1 (8)
O1D—K1—F5Bⁱⁱ	115.9 (2)	F6A—C3A—F5A	106.6 (8)
O1Bⁱⁱ—K1—F5Bⁱⁱ	57.84 (19)	F4A—C3A—C1A	112.7 (8)
F1Aⁱⁱ—K1—F5Bⁱⁱ	74.45 (19)	F6A—C3A—C1A	110.3 (8)
O1Aⁱⁱ—K1—F5Bⁱⁱ	108.25 (19)	F5A—C3A—C1A	113.0 (8)
F1C—K1—F5Bⁱⁱ	112.55 (18)	C2A—F1A—K1ⁱ	116.1 (5)
O1C—K1—F5Bⁱⁱ	73.54 (18)	C3A—F4A—K1ⁱ	115.7 (6)
F1D—K1—F5Bⁱⁱ	171.23 (18)	C3A—F6A—K2	114.3 (5)
O1D—K1—F4Aⁱⁱ	112.61 (19)	C1B—O1B—Fe	132.1 (6)
O1Bⁱⁱ—K1—F4Aⁱⁱ	116.48 (19)	C1B—O1B—K1ⁱ	121.3 (5)
F1Aⁱⁱ—K1—F4Aⁱⁱ	54.69 (19)	Fe—O1B—K1ⁱ	105.4 (3)
O1Aⁱⁱ—K1—F4Aⁱⁱ	55.65 (17)	O1B—C1B—C3B	110.0 (7)
F1C—K1—F4Aⁱⁱ	56.36 (17)	O1B—C1B—C2B	108.3 (7)
O1C—K1—F4Aⁱⁱ	115.57 (18)	C3B—C1B—C2B	109.3 (8)
F1D—K1—F4Aⁱⁱ	60.14 (17)	O1B—C1B—H1BA	109.7
F5Bⁱⁱ—K1—F4Aⁱⁱ	128.35 (19)	C3B—C1B—H1BA	109.7
O1D—K1—F4C	116.14 (18)	C2B—C1B—H1BA	109.7
O1Bⁱⁱ—K1—F4C	112.7 (2)	F2B—C2B—F1B	107.9 (9)
F1Aⁱⁱ—K1—F4C	57.82 (16)	F2B—C2B—F3B	106.6 (9)
O1Aⁱⁱ—K1—F4C	117.47 (17)	F1B—C2B—F3B	105.5 (8)
F1C—K1—F4C	53.42 (18)	F2B—C2B—C1B	113.9 (8)
O1C—K1—F4C	54.68 (16)	F1B—C2B—C1B	110.3 (8)
F1D—K1—F4C	126.43 (19)	F3B—C2B—C1B	112.1 (8)
F5Bⁱⁱ—K1—F4C	60.50 (18)	F6B—C3B—F4B	107.3 (8)
F4Aⁱⁱ—K1—F4C	83.19 (19)	F6B—C3B—F5B	106.3 (9)
O1D—K1—F3Bⁱⁱ	71.22 (18)	F4B—C3B—F5B	106.5 (9)
O1Bⁱⁱ—K1—F3Bⁱⁱ	54.89 (18)	F6B—C3B—C1B	110.3 (9)
F1Aⁱⁱ—K1—F3Bⁱⁱ	122.69 (19)	F4B—C3B—C1B	114.2 (9)
O1Aⁱⁱ—K1—F3Bⁱⁱ	115.15 (17)	F5B—C3B—C1B	111.8 (8)
F1C—K1—F3Bⁱⁱ	132.85 (19)	C2B—F3B—K2ⁱ	122.8 (6)
O1C—K1—F3Bⁱⁱ	73.62 (18)	C2B—F3B—K1ⁱ	114.0 (6)
F1D—K1—F3Bⁱⁱ	119.30 (17)	K2ⁱ—F3B—K1ⁱ	92.40 (19)
F5Bⁱⁱ—K1—F3Bⁱⁱ	51.94 (17)	C3B—F5B—K2ⁱ	126.5 (6)
F4Aⁱⁱ—K1—F3Bⁱⁱ	170.79 (18)	C3B—F5B—K1ⁱ	112.8 (6)
F4C—K1—F3Bⁱⁱ	102.85 (19)	K2ⁱ—F5B—K1ⁱ	92.91 (19)
O1D—K1—F4D	55.11 (18)	C1C—O1C—Fe	122.8 (5)
O1Bⁱⁱ—K1—F4D	72.43 (19)	C1C—O1C—K2	124.2 (5)
F1Aⁱⁱ—K1—F4D	130.92 (18)	Fe—O1C—K2	95.3 (2)
O1Aⁱⁱ—K1—F4D	71.10 (18)	C1C—O1C—K1	111.1 (5)
F1C—K1—F4D	122.75 (18)	Fe—O1C—K1	96.1 (2)
O1C—K1—F4D	116.56 (17)	K2—O1C—K1	102.4 (2)
F1D—K1—F4D	51.80 (18)	O1C—C1C—C2C	111.8 (7)
F5Bⁱⁱ—K1—F4D	120.40 (19)	O1C—C1C—C3C	107.6 (7)
F4Aⁱⁱ—K1—F4D	101.14 (19)	C2C—C1C—C3C	111.9 (7)
F4C—K1—F4D	171.16 (18)	O1C—C1C—H1CA	108.5
F3Bⁱⁱ—K1—F4D	73.87 (18)	C2C—C1C—H1CA	108.5
O1A—K2—O1C	70.43 (17)	C3C—C1C—H1CA	108.5
O1A—K2—F4Dⁱ	80.6 (2)	F3C—C2C—F1C	107.1 (8)
O1C—K2—F4Dⁱ	69.08 (19)	F3C—C2C—F2C	106.3 (7)
O1A—K2—F3Bⁱⁱ	69.64 (18)	F1C—C2C—F2C	105.8 (7)
O1C—K2—F3Bⁱⁱ	80.8 (2)	F3C—C2C—C1C	114.5 (7)
F4Dⁱ—K2—F3Bⁱⁱ	143.3 (2)	F1C—C2C—C1C	112.9 (8)
O1A—K2—F5Bⁱⁱ	119.22 (19)	F2C—C2C—C1C	109.8 (7)
O1C—K2—F5Bⁱⁱ	77.4 (2)	F4C—C3C—F5C	107.0 (8)
F4Dⁱ—K2—F5Bⁱⁱ	132.1 (2)	F4C—C3C—F6C	106.9 (8)
F3Bⁱⁱ—K2—F5Bⁱⁱ	55.06 (17)	F5C—C3C—F6C	106.5 (7)
O1A—K2—F5C	122.54 (18)	F4C—C3C—C1C	113.0 (7)
O1C—K2—F5C	55.93 (17)	F5C—C3C—C1C	109.9 (7)
F4Dⁱ—K2—F5C	63.32 (19)	F6C—C3C—C1C	113.2 (8)
F3Bⁱⁱ—K2—F5C	115.89 (19)	C2C—F1C—K1	116.7 (5)
F5Bⁱⁱ—K2—F5C	69.82 (18)	C3C—F4C—K1	115.3 (5)
O1A—K2—F6A	56.03 (17)	C3C—F5C—K2	114.6 (5)
O1C—K2—F6A	123.39 (17)	C3C—F6C—K2^iv	149.4 (6)
F4Dⁱ—K2—F6A	114.6 (2)	C1D—O1D—Fe	130.7 (6)
F3Bⁱⁱ—K2—F6A	65.49 (19)	C1D—O1D—K1	121.9 (5)
F5Bⁱⁱ—K2—F6A	112.2 (2)	Fe—O1D—K1	105.8 (2)
F5C—K2—F6A	177.8 (2)	O1D—C1D—C2D	109.6 (8)
O1A—K2—F6Cⁱⁱⁱ	170.4 (2)	O1D—C1D—C3D	109.1 (7)
O1C—K2—F6Cⁱⁱⁱ	111.62 (18)	C2D—C1D—C3D	110.9 (8)
F4Dⁱ—K2—F6Cⁱⁱⁱ	91.4 (2)	O1D—C1D—H1DA	109.1
F3Bⁱⁱ—K2—F6Cⁱⁱⁱ	119.7 (2)	C2D—C1D—H1DA	109.1
F5Bⁱⁱ—K2—F6Cⁱⁱⁱ	70.11 (19)	C3D—C1D—H1DA	109.1
F5C—K2—F6Cⁱⁱⁱ	56.78 (16)	F6D—C2D—F5D	108.1 (8)
F6A—K2—F6Cⁱⁱⁱ	124.30 (18)	F6D—C2D—F4D	106.2 (8)
O1A—K2—F1Dⁱ	75.14 (17)	F5D—C2D—F4D	106.5 (9)
O1C—K2—F1Dⁱ	117.56 (18)	F6D—C2D—C1D	111.1 (9)
F4Dⁱ—K2—F1Dⁱ	54.91 (17)	F5D—C2D—C1D	113.4 (9)
F3Bⁱⁱ—K2—F1Dⁱ	131.32 (18)	F4D—C2D—C1D	111.1 (7)
F5Bⁱⁱ—K2—F1Dⁱ	163.23 (19)	F2D—C3D—F3D	107.8 (9)
F5C—K2—F1Dⁱ	111.10 (18)	F2D—C3D—F1D	106.4 (8)
F6A—K2—F1Dⁱ	67.20 (18)	F3D—C3D—F1D	106.5 (8)
F6Cⁱⁱⁱ—K2—F1Dⁱ	96.01 (18)	F2D—C3D—C1D	114.3 (8)
O1A—K2—Fe	35.22 (13)	F3D—C3D—C1D	110.1 (8)
O1C—K2—Fe	35.22 (12)	F1D—C3D—C1D	111.4 (8)
F4Dⁱ—K2—Fe	71.94 (15)	C3D—F1D—K1	115.1 (6)
F3Bⁱⁱ—K2—Fe	71.37 (14)	C3D—F1D—K2ⁱⁱ	121.0 (6)
F5Bⁱⁱ—K2—Fe	99.10 (15)	K1—F1D—K2ⁱⁱ	92.36 (18)
F5C—K2—Fe	89.38 (11)	C2D—F4D—K2ⁱⁱ	130.0 (6)
F6A—K2—Fe	89.56 (12)	C2D—F4D—K1	110.6 (5)
F6Cⁱⁱⁱ—K2—Fe	146.14 (14)	K2ⁱⁱ—F4D—K1	93.5 (2)

Fe—O1A—C1A—C2A	58.2 (9)	K1—O1C—C1C—C2C	−52.8 (8)
K2—O1A—C1A—C2A	−178.7 (5)	Fe—O1C—C1C—C3C	−177.0 (5)
K1ⁱ—O1A—C1A—C2A	−54.1 (8)	K2—O1C—C1C—C3C	−52.3 (8)
Fe—O1A—C1A—C3A	−177.8 (6)	K1—O1C—C1C—C3C	70.5 (7)
K2—O1A—C1A—C3A	−54.7 (8)	O1C—C1C—C2C—F3C	−175.2 (7)
K1ⁱ—O1A—C1A—C3A	69.8 (7)	C3C—C1C—C2C—F3C	64.0 (10)
O1A—C1A—C2A—F3A	−57.5 (10)	O1C—C1C—C2C—F1C	61.9 (10)
C3A—C1A—C2A—F3A	−178.7 (8)	C3C—C1C—C2C—F1C	−58.9 (10)
O1A—C1A—C2A—F2A	−177.0 (7)	O1C—C1C—C2C—F2C	−55.9 (10)
C3A—C1A—C2A—F2A	61.8 (10)	C3C—C1C—C2C—F2C	−176.7 (7)
O1A—C1A—C2A—F1A	62.1 (10)	O1C—C1C—C3C—F4C	−60.8 (10)
C3A—C1A—C2A—F1A	−59.1 (11)	C2C—C1C—C3C—F4C	62.4 (10)
O1A—C1A—C3A—F4A	−60.4 (10)	O1C—C1C—C3C—F5C	58.6 (9)
C2A—C1A—C3A—F4A	63.3 (10)	C2C—C1C—C3C—F5C	−178.2 (8)
O1A—C1A—C3A—F6A	58.6 (10)	O1C—C1C—C3C—F6C	177.5 (8)
C2A—C1A—C3A—F6A	−177.7 (8)	C2C—C1C—C3C—F6C	−59.3 (10)
O1A—C1A—C3A—F5A	177.9 (8)	F3C—C2C—F1C—K1	−162.6 (5)
C2A—C1A—C3A—F5A	−58.4 (11)	F2C—C2C—F1C—K1	84.4 (7)
F3A—C2A—F1A—K1ⁱ	87.7 (7)	C1C—C2C—F1C—K1	−35.7 (8)
F2A—C2A—F1A—K1ⁱ	−159.0 (5)	F5C—C3C—F4C—K1	−100.1 (6)
C1A—C2A—F1A—K1ⁱ	−34.2 (10)	F6C—C3C—F4C—K1	146.1 (5)
F6A—C3A—F4A—K1ⁱ	−100.7 (7)	C1C—C3C—F4C—K1	20.9 (9)
F5A—C3A—F4A—K1ⁱ	145.5 (6)	F4C—C3C—F5C—K2	82.7 (7)
C1A—C3A—F4A—K1ⁱ	20.5 (9)	F6C—C3C—F5C—K2	−163.3 (5)
F4A—C3A—F6A—K2	84.6 (8)	C1C—C3C—F5C—K2	−40.3 (9)
F5A—C3A—F6A—K2	−161.2 (6)	F4C—C3C—F6C—K2^iv	50.4 (15)
C1A—C3A—F6A—K2	−38.1 (9)	F5C—C3C—F6C—K2^iv	−63.7 (14)
Fe—O1B—C1B—C3B	−111.6 (8)	C1C—C3C—F6C—K2^iv	175.4 (8)
K1ⁱ—O1B—C1B—C3B	54.1 (9)	Fe—O1D—C1D—C2D	130.2 (7)
Fe—O1B—C1B—C2B	129.0 (7)	K1—O1D—C1D—C2D	−66.0 (9)
K1ⁱ—O1B—C1B—C2B	−65.4 (8)	Fe—O1D—C1D—C3D	−108.2 (8)
O1B—C1B—C2B—F2B	173.4 (8)	K1—O1D—C1D—C3D	55.6 (9)
C3B—C1B—C2B—F2B	53.6 (11)	O1D—C1D—C2D—F6D	−59.5 (10)
O1B—C1B—C2B—F1B	−65.1 (10)	C3D—C1D—C2D—F6D	179.9 (7)
C3B—C1B—C2B—F1B	175.1 (8)	O1D—C1D—C2D—F5D	178.5 (8)
O1B—C1B—C2B—F3B	52.2 (10)	C3D—C1D—C2D—F5D	58.0 (11)
C3B—C1B—C2B—F3B	−67.6 (10)	O1D—C1D—C2D—F4D	58.5 (10)
O1B—C1B—C3B—F6B	60.7 (10)	C3D—C1D—C2D—F4D	−62.0 (10)
C2B—C1B—C3B—F6B	179.4 (9)	O1D—C1D—C3D—F2D	−174.5 (9)
O1B—C1B—C3B—F4B	−178.5 (8)	C2D—C1D—C3D—F2D	−53.7 (11)
C2B—C1B—C3B—F4B	−59.7 (11)	O1D—C1D—C3D—F3D	64.0 (10)
O1B—C1B—C3B—F5B	−57.4 (11)	C2D—C1D—C3D—F3D	−175.2 (7)
C2B—C1B—C3B—F5B	61.4 (11)	O1D—C1D—C3D—F1D	−53.9 (10)
F2B—C2B—F3B—K2ⁱ	−36.4 (10)	C2D—C1D—C3D—F1D	66.9 (10)
F1B—C2B—F3B—K2ⁱ	−151.0 (5)	F2D—C3D—F1D—K1	154.9 (6)
C1B—C2B—F3B—K2ⁱ	88.9 (8)	F3D—C3D—F1D—K1	−90.3 (8)
F2B—C2B—F3B—K1ⁱ	−146.4 (6)	C1D—C3D—F1D—K1	29.8 (9)
F1B—C2B—F3B—K1ⁱ	99.1 (7)	F2D—C3D—F1D—K2ⁱⁱ	45.4 (10)
C1B—C2B—F3B—K1ⁱ	−21.1 (9)	F3D—C3D—F1D—K2ⁱⁱ	160.2 (5)
F6B—C3B—F5B—K2ⁱ	161.5 (6)	C1D—C3D—F1D—K2ⁱⁱ	−79.8 (8)
F4B—C3B—F5B—K2ⁱ	47.3 (10)	F6D—C2D—F4D—K2ⁱⁱ	−153.1 (5)
C1B—C3B—F5B—K2ⁱ	−78.1 (9)	F5D—C2D—F4D—K2ⁱⁱ	−38.1 (11)
F6B—C3B—F5B—K1ⁱ	−86.2 (8)	C1D—C2D—F4D—K2ⁱⁱ	85.9 (9)
F4B—C3B—F5B—K1ⁱ	159.6 (6)	F6D—C2D—F4D—K1	93.2 (7)
C1B—C3B—F5B—K1ⁱ	34.2 (9)	F5D—C2D—F4D—K1	−151.8 (6)
Fe—O1C—C1C—C2C	59.7 (9)	C1D—C2D—F4D—K1	−27.8 (9)
K2—O1C—C1C—C2C	−175.5 (5)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C1A—H1AA···F3Bⁱⁱ	1.00	2.54	3.236 (10)	126
C1B—H1BA···F2C	1.00	2.56	3.199 (11)	122
C1C—H1CA···F4Dⁱ	1.00	2.56	3.201 (11)	122
C1D—H1DA···F2A^v	1.00	2.46	3.361 (11)	150
C1D—H1DA···F3A	1.00	2.42	3.093 (11)	124

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C1A—H1AA···F3Bⁱ	1.00	2.54	3.236 (10)	126.4
C1B—H1BA···F2C	1.00	2.56	3.199 (11)	121.9
C1C—H1CA···F4Dⁱⁱ	1.00	2.56	3.201 (11)	121.8
C1D—H1DA···F2Aⁱⁱⁱ	1.00	2.46	3.361 (11)	149.5
C1D—H1DA···F3A	1.00	2.42	3.093 (11)	123.8

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

Acknowledgements

We thank the Office of Naval Research for financial support. RJB wishes to acknowledge the NSF–MRI program (grant CHE-0619278) for funds to purchase the diffractometer.

References

Agilent (2012). CrysAlis PRO. Agilent Technologies, Yarnton, UK. Google Scholar
Bernhardt, E., Brauer, D. J., Köckerling, M. & Pawelke, G. (2007). Z. Anorg. Allg. Chem. 633, 947–954. Web of Science CSD CrossRef CAS Google Scholar
Cantalupo, S. A., Fiedler, S. R., Shores, M. P., Rheingold, A. L. & Doerrer, L. H. (2012). Angew. Chem. Int. Ed. 51, 1000–1005. Web of Science CSD CrossRef CAS Google Scholar
Cantalupo, S. A., Lum, J. S., Buzzeo, M. C., Moore, C., DiPasquale, A. G., Rheingold, A. L. & Doerrer, L. H. (2010). Dalton Trans. 39, 374–383. Web of Science CSD CrossRef CAS Google Scholar
Konefal, E., Loeb, S. J., Willis, C. J. & Stephan, D. W. (1986). Inorg. Chim. Acta, 115, 147–151. CSD CrossRef CAS Web of Science Google Scholar
Purdy, A. P. & George, C. F. (1991). Inorg. Chem. 30, 1970–1972. Google Scholar
Purdy, A. P. & George, C. F. (1994). ACS Symposium Series, Vol. 555, Inorganic Fluorine Chemistry, edited by Joseph S . Thrasher & Steven H. Strauss, ch. 26, pp. 405–420, . Washington, DC: American Chemical Society. Google Scholar
Purdy, A. P., George, C. F. & Callahan, J. H. (1991). Inorg. Chem. 30, 2812–2819. CSD CrossRef CAS Web of Science Google Scholar
Samuels, J. A., Lobkovsky, E. B., Streib, W. E., Folting, K., Huffman, J. C., Zwanziger, J. W. & Caulton, K. G. (1993). J. Am. Chem. Soc. 115, 5093–5104. CSD CrossRef CAS Web of Science Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Yamashita, M. Y., Yamamoto, Y., Akiba, K., Hashizume, D., Iwasaki, F., Takagi, N. & Nagase, S. (2005). J. Am. Chem. Soc. 127, 4354–4371. Web of Science CSD CrossRef PubMed CAS Google Scholar
Zheng, B., Miranda, M. O., DiPasquale, A. G., Golen, J. A., Rheingold, A. L. & Doerrer, L. H. (2009). Inorg. Chem. 48, 4274–4276. Web of Science CSD CrossRef PubMed CAS Google Scholar