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Acta Cryst. (2010). E66, m101    [ doi:10.1107/S1600536809054518 ]

Diaquahexa-[mu]2-dichloroacetato-[mu]3-oxido-tetrahydrofurandiiron(III)manganese(II)

O. Sadeghi, M. M. Amini and S. W. Ng

Abstract top

In the oxido-centered title compound, [Fe2Mn(C2HCl2O2)6O(C4H8O)(H2O)2], the central O atom is linked to three metal atoms, which are themselves each linked to four dichloroacetate anions, and is in a triangular configuration. Two of the metal atoms are each coordinated by a water molecule, whereas the third is coordinated by a tetrahydrofuran molecule. In the crystal, adjacent molecules are linked by O-H...O and O-H...Cl hydrogen bonds across centers of inversion, generating a hydrogen-bonded chain along the c axis. The MnII atoms are disordered with respect to the FeIII atoms, and the same metal site is occupied by 1/3Mn + 2/3Fe.

Related literature top

For aquabis(tetrahydrofuran)hexakis(trifluoroacetato)(µ3-oxo)metal(II)diiron(III) (metal = copper, zinc), see: Amini et al. (2004a,b).

Experimental top

Sodium bicarbonate (4.12 g, 49 mmol) was dissolved in water (50 ml) and this was mixed with dichloroacetic acid (6.19 g, 48 mmol), ferric nitrate nonahydrate (6.46 g, 16 mmol) dissolved in water (30 ml) along with manganese nitrate hexahydrate (2.36 g, 8 mmol) dissolved in water (5 ml). The mixture was stirred for 24 h. The water was removed under reduced pressure and the residue dissolved in a tetrahydrofuran and hexane mixture. The solvent was removed to give an oily residue. This was treated with hexane to remove the oil; the pure compound was obtained by recrystallization from hexane to which several drops of tetrahydrofuran were added. The brown compound melts at 435–436 K.

Refinement top

Carbon-bound H-atoms were placed in calculated positions (C–H = 0.97–0.98 Å) and were included in the refinement in the riding model approximation, with Uiso(H) set to 1.2Ueq(C). The water H-atoms were located in a difference Fourier map, and were refined with distance restraints of O–H = 0.84 (1) Å and H···H 1.37 (1) Å; their Uiso parameters were refined.

The manganese(II) atoms are disordered with respect to the iron(III) atoms, with the pair of Mn/Fe atoms occupying the same site. As the occupancy refined to nearly 1:2, the ratio was fixed as exactly 1:2.

For the THF molecule, the O—C distances were restrained to 1.45 (1) Å and the C—C distances to 1.54 (1) Å; the anisotropic displacement parameters of atoms C13, C14, C15 and C16 were restrained to be nearly isotropic.

The final difference map had a peak in the vicinity of O14.

Computing details top

Data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT (Bruker, 2008); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2010).

Figures top
[Figure 1] Fig. 1. Displacement ellipsoid plot (Barbour, 2001) of Fe2MnO(H2O)2(C4H8O)(C2HO2Cl2)6; ellipsoids are drawn at the 50% probability level and H atoms of arbitrary radius.
Diaquahexa-µ2-dichloroacetato-µ3-oxido- tetrahydrofurandiiron(III)manganese(II) top
Crystal data top
[Fe2Mn(C2HCl2O2)6O(C4H8O)(H2O)2]Z = 2
Mr = 1058.34F(000) = 1046
Triclinic, P1Dx = 1.869 Mg m−3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 9.380 (1) ÅCell parameters from 4712 reflections
b = 13.316 (1) Åθ = 2.4–27.4°
c = 15.432 (1) ŵ = 2.01 mm−1
α = 90.131 (1)°T = 295 K
β = 100.067 (1)°Block, brown
γ = 97.677 (1)°0.35 × 0.15 × 0.15 mm
V = 1880.1 (2) Å3
Data collection top
Bruker SMART APEX
diffractometer		8543 independent reflections
Radiation source: fine-focus sealed tube5788 reflections with I > 2σ(I)
graphiteRint = 0.025
ω scansθmax = 27.5°, θmin = 1.3°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		h = −12→12
Tmin = 0.540, Tmax = 0.753k = −17→17
15425 measured reflectionsl = −20→17
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.063Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.207H atoms treated by a mixture of independent and constrained refinement
S = 1.02 w = 1/[σ2(Fo2) + (0.1141P)2 + 3.6071P]
where P = (Fo2 + 2Fc2)/3
8543 reflections(Δ/σ)max = 0.001
440 parametersΔρmax = 1.64 e Å−3
35 restraintsΔρmin = −0.90 e Å−3
Crystal data top
[Fe2Mn(C2HCl2O2)6O(C4H8O)(H2O)2]γ = 97.677 (1)°
Mr = 1058.34V = 1880.1 (2) Å3
Triclinic, P1Z = 2
a = 9.380 (1) ÅMo Kα radiation
b = 13.316 (1) ŵ = 2.01 mm−1
c = 15.432 (1) ÅT = 295 K
α = 90.131 (1)°0.35 × 0.15 × 0.15 mm
β = 100.067 (1)°
Data collection top
Bruker SMART APEX
diffractometer		8543 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		5788 reflections with I > 2σ(I)
Tmin = 0.540, Tmax = 0.753Rint = 0.025
15425 measured reflectionsθmax = 27.5°
Refinement top
R[F2 > 2σ(F2)] = 0.063H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.207Δρmax = 1.64 e Å−3
S = 1.02Δρmin = −0.90 e Å−3
8543 reflectionsAbsolute structure: ?
440 parametersFlack parameter: ?
35 restraintsRogers parameter: ?
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Fe10.48559 (8)0.58734 (5)0.15449 (5)0.02900 (19)0.67
Fe20.70394 (8)0.77291 (5)0.26487 (5)0.03113 (19)0.67
Fe30.62644 (8)0.55454 (6)0.36749 (5)0.0331 (2)0.67
Mn10.48559 (8)0.58734 (5)0.15449 (5)0.02900 (19)0.33
Mn20.70394 (8)0.77291 (5)0.26487 (5)0.03113 (19)0.33
Mn30.62644 (8)0.55454 (6)0.36749 (5)0.0331 (2)0.33
Cl10.7881 (3)0.31545 (18)0.11574 (16)0.0856 (7)
Cl20.5060 (4)0.21726 (17)0.1440 (3)0.1210 (11)
Cl30.9003 (3)0.83097 (19)−0.00937 (16)0.0953 (8)
Cl40.9893 (3)0.6422 (2)0.0556 (2)0.1111 (10)
Cl50.3394 (5)0.9362 (2)0.0396 (2)0.1385 (14)
Cl60.3033 (4)0.9569 (2)0.2189 (3)0.1291 (12)
Cl70.1673 (3)0.30107 (17)0.22744 (18)0.0944 (8)
Cl80.0953 (3)0.4052 (2)0.37391 (18)0.1134 (11)
Cl90.5161 (3)0.77820 (18)0.60071 (13)0.0888 (7)
Cl100.6888 (3)0.94612 (19)0.53350 (18)0.1011 (9)
Cl111.2099 (2)0.7122 (2)0.3483 (2)0.1044 (9)
Cl121.1217 (3)0.7937 (2)0.5016 (2)0.1191 (11)
O10.5657 (5)0.4523 (3)0.1497 (3)0.0473 (10)
O20.6456 (5)0.4239 (3)0.2908 (3)0.0490 (10)
O30.6341 (4)0.6367 (3)0.0718 (3)0.0449 (9)
O40.7827 (5)0.7618 (3)0.1493 (3)0.0522 (11)
O50.3761 (4)0.7103 (3)0.1277 (3)0.0485 (10)
O60.5320 (4)0.8361 (3)0.2003 (3)0.0532 (11)
O70.3171 (4)0.5173 (3)0.2051 (3)0.0503 (10)
O80.3900 (4)0.4967 (3)0.3482 (2)0.0421 (9)
O90.6494 (6)0.8139 (3)0.3790 (3)0.0556 (11)
O100.5825 (4)0.6753 (3)0.4504 (3)0.0426 (9)
O110.8568 (4)0.6037 (3)0.4047 (3)0.0487 (10)
O120.8968 (4)0.7428 (3)0.3279 (3)0.0523 (11)
O130.6045 (4)0.6424 (2)0.2557 (2)0.0310 (7)
O140.8102 (5)0.9224 (3)0.2647 (3)0.0485 (10)
O1w0.3539 (5)0.5332 (3)0.0336 (2)0.0428 (9)
H110.354 (9)0.4734 (18)0.015 (3)0.07 (2)*
H120.336 (7)0.570 (3)−0.011 (2)0.046 (18)*
O2w0.6460 (4)0.4572 (3)0.4791 (3)0.0407 (8)
H210.580 (7)0.408 (4)0.481 (5)0.08 (3)*
H220.662 (11)0.489 (6)0.528 (3)0.13 (4)*
C10.6208 (6)0.4026 (4)0.2124 (4)0.0396 (12)
C20.6613 (9)0.2998 (5)0.1891 (5)0.0596 (18)
H20.70800.27060.24330.072*
C30.7428 (6)0.7024 (4)0.0862 (3)0.0364 (11)
C40.8391 (7)0.7079 (6)0.0146 (5)0.0615 (19)
H40.78290.6730−0.03910.074*
C50.4141 (6)0.7987 (4)0.1553 (4)0.0425 (13)
C60.3003 (8)0.8696 (5)0.1314 (7)0.079 (3)
H60.20310.82990.11700.095*
C70.3020 (6)0.4845 (4)0.2785 (4)0.0393 (12)
C80.1511 (7)0.4205 (6)0.2740 (5)0.0608 (18)
H80.07830.45250.23400.073*
C90.6017 (6)0.7685 (4)0.4403 (4)0.0374 (11)
C100.5580 (7)0.8389 (5)0.5070 (4)0.0504 (15)
H100.46820.86340.47770.061*
C110.9324 (6)0.6772 (4)0.3815 (4)0.0407 (12)
C121.0941 (7)0.6917 (6)0.4260 (5)0.0584 (17)
H12a1.11480.63030.45800.070*
C130.7881 (14)0.9875 (9)0.1903 (8)0.140 (5)
H13A0.70121.01970.19000.168*
H13B0.77690.94880.13560.168*
C140.9230 (15)1.0664 (10)0.2007 (8)0.143 (5)
H14A1.00471.04060.18160.171*
H14B0.90391.12800.17000.171*
C150.9457 (18)1.0811 (8)0.2983 (8)0.144 (5)
H15A0.87731.12290.31500.173*
H15B1.04451.11260.32130.173*
C160.9183 (18)0.9741 (9)0.3316 (9)0.165 (6)
H16A1.00690.94240.33960.198*
H16B0.88330.97440.38710.198*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Fe10.0335 (4)0.0263 (4)0.0262 (4)0.0008 (3)0.0051 (3)0.0000 (3)
Fe20.0348 (4)0.0247 (4)0.0311 (4)−0.0016 (3)0.0025 (3)0.0006 (3)
Fe30.0358 (4)0.0320 (4)0.0305 (4)0.0010 (3)0.0059 (3)0.0003 (3)
Mn10.0335 (4)0.0263 (4)0.0262 (4)0.0008 (3)0.0051 (3)0.0000 (3)
Mn20.0348 (4)0.0247 (4)0.0311 (4)−0.0016 (3)0.0025 (3)0.0006 (3)
Mn30.0358 (4)0.0320 (4)0.0305 (4)0.0010 (3)0.0059 (3)0.0003 (3)
Cl10.0947 (15)0.0943 (15)0.0880 (15)0.0563 (13)0.0386 (12)0.0159 (12)
Cl20.131 (2)0.0474 (11)0.186 (3)−0.0117 (13)0.050 (2)−0.0354 (15)
Cl30.1197 (19)0.0878 (15)0.0785 (14)−0.0301 (14)0.0511 (14)0.0132 (12)
Cl40.0769 (14)0.120 (2)0.155 (3)0.0284 (14)0.0592 (17)−0.0058 (19)
Cl50.214 (4)0.104 (2)0.098 (2)0.074 (2)−0.009 (2)0.0416 (17)
Cl60.134 (2)0.0947 (19)0.185 (3)0.0527 (18)0.072 (2)−0.010 (2)
Cl70.1038 (17)0.0655 (13)0.1057 (18)−0.0294 (12)0.0273 (14)−0.0193 (12)
Cl80.0954 (17)0.150 (3)0.0903 (17)−0.0524 (17)0.0554 (14)−0.0208 (16)
Cl90.145 (2)0.0797 (14)0.0520 (11)0.0171 (14)0.0442 (12)−0.0051 (10)
Cl100.1105 (18)0.0784 (14)0.1083 (18)−0.0314 (13)0.0369 (15)−0.0541 (14)
Cl110.0527 (11)0.142 (2)0.132 (2)0.0308 (13)0.0393 (13)0.0530 (18)
Cl120.0953 (18)0.121 (2)0.116 (2)−0.0117 (16)−0.0304 (16)−0.0442 (18)
O10.072 (3)0.033 (2)0.037 (2)0.0182 (19)0.0018 (19)−0.0010 (16)
O20.074 (3)0.042 (2)0.034 (2)0.018 (2)0.0087 (19)−0.0006 (17)
O30.044 (2)0.053 (2)0.035 (2)−0.0111 (18)0.0133 (16)−0.0022 (17)
O40.063 (3)0.046 (2)0.045 (2)−0.013 (2)0.020 (2)−0.0057 (19)
O50.048 (2)0.038 (2)0.055 (3)0.0091 (18)−0.0061 (19)0.0007 (18)
O60.043 (2)0.033 (2)0.075 (3)0.0012 (17)−0.010 (2)0.004 (2)
O70.043 (2)0.065 (3)0.035 (2)−0.0156 (19)0.0043 (17)0.0022 (19)
O80.039 (2)0.052 (2)0.033 (2)−0.0039 (17)0.0066 (16)0.0045 (17)
O90.088 (3)0.033 (2)0.048 (2)−0.005 (2)0.028 (2)−0.0066 (18)
O100.055 (2)0.036 (2)0.039 (2)0.0071 (17)0.0136 (18)−0.0020 (16)
O110.036 (2)0.049 (2)0.059 (3)0.0001 (18)0.0065 (18)0.012 (2)
O120.039 (2)0.046 (2)0.063 (3)−0.0021 (18)−0.0071 (19)0.013 (2)
O130.0362 (18)0.0248 (16)0.0294 (17)−0.0007 (13)0.0021 (14)0.0022 (13)
O140.055 (2)0.031 (2)0.054 (3)−0.0073 (17)0.003 (2)0.0038 (17)
O1w0.051 (2)0.045 (2)0.0296 (19)0.0013 (19)0.0038 (17)−0.0049 (17)
O2w0.046 (2)0.043 (2)0.032 (2)0.0025 (18)0.0067 (16)0.0062 (17)
C10.049 (3)0.035 (3)0.037 (3)0.007 (2)0.013 (2)0.000 (2)
C20.101 (5)0.039 (3)0.048 (4)0.032 (3)0.020 (4)0.004 (3)
C30.040 (3)0.038 (3)0.032 (3)0.001 (2)0.011 (2)0.002 (2)
C40.052 (4)0.080 (5)0.052 (4)−0.019 (3)0.027 (3)−0.009 (3)
C50.036 (3)0.039 (3)0.051 (3)0.004 (2)0.005 (2)0.009 (3)
C60.046 (4)0.038 (3)0.145 (8)0.011 (3)−0.010 (4)0.016 (4)
C70.030 (2)0.044 (3)0.042 (3)−0.005 (2)0.008 (2)−0.005 (2)
C80.047 (3)0.067 (4)0.065 (4)−0.015 (3)0.016 (3)0.000 (3)
C90.040 (3)0.034 (3)0.036 (3)0.002 (2)0.001 (2)−0.005 (2)
C100.060 (4)0.045 (3)0.047 (3)0.006 (3)0.013 (3)−0.012 (3)
C110.033 (3)0.043 (3)0.045 (3)0.006 (2)0.004 (2)−0.004 (2)
C120.038 (3)0.063 (4)0.069 (4)0.002 (3)−0.002 (3)0.012 (3)
C130.154 (9)0.108 (7)0.138 (8)−0.014 (7)−0.003 (7)0.030 (7)
C140.152 (8)0.112 (7)0.154 (9)−0.030 (6)0.039 (7)0.032 (7)
C150.188 (9)0.082 (6)0.136 (8)−0.059 (6)0.013 (7)0.009 (6)
C160.179 (9)0.122 (8)0.167 (9)−0.020 (7)−0.010 (8)0.010 (7)
Geometric parameters (Å, °) top
Fe1—O131.841 (3)O7—C71.239 (7)
Fe1—O72.004 (4)O8—C71.232 (7)
Fe1—O12.045 (4)O9—C91.241 (7)
Fe1—O52.052 (4)O10—C91.244 (6)
Fe1—O32.092 (4)O11—C111.222 (7)
Fe1—O1w2.116 (4)O12—C111.241 (7)
Fe2—O131.852 (3)O14—C161.419 (9)
Fe2—O121.991 (4)O14—C131.442 (8)
Fe2—O92.012 (4)O1w—H110.85 (1)
Fe2—O62.026 (4)O1w—H120.85 (1)
Fe2—O42.058 (4)O2w—H210.85 (1)
Fe2—O142.104 (4)O2w—H220.85 (1)
Fe3—O132.082 (3)C1—C21.528 (8)
Fe3—O22.146 (4)C2—H20.98
Fe3—O112.148 (4)C3—C41.541 (8)
Fe3—O2w2.155 (4)C4—H40.98
Fe3—O102.178 (4)C5—C61.516 (8)
Fe3—O82.216 (4)C6—H60.98
Cl1—C21.773 (8)C7—C81.542 (8)
Cl2—C21.740 (9)C8—H80.98
Cl3—C41.725 (8)C9—C101.534 (8)
Cl4—C41.781 (9)C10—H100.98
Cl5—C61.740 (10)C11—C121.538 (8)
Cl6—C61.774 (10)C12—H12a0.98
Cl7—C81.779 (8)C13—C141.519 (9)
Cl8—C81.717 (7)C13—H13A0.97
Cl9—C101.736 (7)C13—H13B0.97
Cl10—C101.751 (7)C14—C151.493 (9)
Cl11—C121.751 (8)C14—H14A0.97
Cl12—C121.752 (8)C14—H14B0.97
O1—C11.250 (7)C15—C161.521 (9)
O2—C11.217 (7)C15—H15A0.97
O3—C31.240 (6)C15—H15B0.97
O4—C31.226 (7)C16—H16A0.97
O5—C51.236 (7)C16—H16B0.97
O6—C51.240 (7)
O13—Fe1—O7100.17 (16)Cl2—C2—Cl1111.0 (4)
O13—Fe1—O198.93 (16)C1—C2—H2108.3
O7—Fe1—O189.64 (19)Cl2—C2—H2108.3
O13—Fe1—O595.75 (16)Cl1—C2—H2108.3
O7—Fe1—O589.80 (19)O4—C3—O3128.6 (5)
O1—Fe1—O5165.17 (16)O4—C3—C4117.0 (5)
O13—Fe1—O394.81 (15)O3—C3—C4114.4 (5)
O7—Fe1—O3164.61 (16)C3—C4—Cl3112.5 (5)
O1—Fe1—O384.53 (18)C3—C4—Cl4106.3 (5)
O5—Fe1—O392.22 (18)Cl3—C4—Cl4110.5 (4)
O13—Fe1—O1w176.02 (16)C3—C4—H4109.1
O7—Fe1—O1w83.07 (16)Cl3—C4—H4109.1
O1—Fe1—O1w83.33 (17)Cl4—C4—H4109.1
O5—Fe1—O1w81.89 (17)O5—C5—O6128.3 (5)
O3—Fe1—O1w82.11 (16)O5—C5—C6115.3 (5)
O13—Fe2—O1298.58 (16)O6—C5—C6116.4 (6)
O13—Fe2—O997.57 (16)C5—C6—Cl5107.9 (6)
O12—Fe2—O990.9 (2)C5—C6—Cl6111.4 (6)
O13—Fe2—O694.49 (16)Cl5—C6—Cl6109.1 (4)
O12—Fe2—O6166.89 (17)C5—C6—H6109.5
O9—Fe2—O688.4 (2)Cl5—C6—H6109.5
O13—Fe2—O494.61 (16)Cl6—C6—H6109.5
O12—Fe2—O487.6 (2)O8—C7—O7128.3 (5)
O9—Fe2—O4167.81 (17)O8—C7—C8121.0 (5)
O6—Fe2—O490.4 (2)O7—C7—C8110.7 (5)
O13—Fe2—O14175.47 (16)C7—C8—Cl8114.3 (5)
O12—Fe2—O1484.51 (17)C7—C8—Cl7105.4 (5)
O9—Fe2—O1485.66 (17)Cl8—C8—Cl7110.5 (4)
O6—Fe2—O1482.38 (16)C7—C8—H8108.8
O4—Fe2—O1482.17 (17)Cl8—C8—H8108.8
O13—Fe3—O291.27 (14)Cl7—C8—H8108.8
O13—Fe3—O1194.02 (15)O9—C9—O10127.3 (5)
O2—Fe3—O1196.35 (18)O9—C9—C10113.6 (5)
O13—Fe3—O2w177.25 (15)O10—C9—C10119.1 (5)
O2—Fe3—O2w86.15 (16)C9—C10—Cl9113.7 (4)
O11—Fe3—O2w87.23 (16)C9—C10—Cl10111.5 (4)
O13—Fe3—O1092.63 (14)Cl9—C10—Cl10111.7 (4)
O2—Fe3—O10172.53 (16)C9—C10—H10106.5
O11—Fe3—O1089.72 (17)Cl9—C10—H10106.5
O2w—Fe3—O1089.82 (15)Cl10—C10—H10106.5
O13—Fe3—O893.57 (14)O11—C11—O12129.2 (5)
O2—Fe3—O885.85 (17)O11—C11—C12115.5 (5)
O11—Fe3—O8172.04 (15)O12—C11—C12115.3 (5)
O2w—Fe3—O885.28 (15)C11—C12—Cl11111.3 (5)
O10—Fe3—O887.56 (15)C11—C12—Cl12107.9 (5)
C1—O1—Fe1128.2 (4)Cl11—C12—Cl12111.4 (4)
C1—O2—Fe3134.2 (4)C11—C12—H12a108.7
C3—O3—Fe1129.1 (3)Cl11—C12—H12a108.7
C3—O4—Fe2130.9 (4)Cl12—C12—H12a108.7
C5—O5—Fe1128.3 (4)O14—C13—C14106.2 (8)
C5—O6—Fe2132.2 (4)O14—C13—H13A110.5
C7—O7—Fe1134.5 (4)C14—C13—H13A110.5
C7—O8—Fe3128.0 (3)O14—C13—H13B110.5
C9—O9—Fe2135.5 (4)C14—C13—H13B110.5
C9—O10—Fe3128.8 (4)H13A—C13—H13B108.7
C11—O11—Fe3130.0 (4)C15—C14—C1397.9 (9)
C11—O12—Fe2132.6 (4)C15—C14—H14A112.2
Fe1—O13—Fe2123.79 (18)C13—C14—H14A112.2
Fe1—O13—Fe3118.50 (16)C15—C14—H14B112.2
Fe2—O13—Fe3117.70 (17)C13—C14—H14B112.2
C16—O14—C13108.7 (7)H14A—C14—H14B109.8
C16—O14—Fe2127.9 (5)C14—C15—C16103.8 (10)
C13—O14—Fe2123.3 (5)C14—C15—H15A111.0
Fe1—O1w—H11121 (4)C16—C15—H15A111.0
Fe1—O1w—H12124 (4)C14—C15—H15B111.0
H11—O1w—H12107.6 (17)C16—C15—H15B111.0
Fe3—O2w—H21119 (6)H15A—C15—H15B109.0
Fe3—O2w—H22114 (7)O14—C16—C15104.4 (8)
H21—O2w—H22107.5 (18)O14—C16—H16A110.9
O2—C1—O1129.0 (5)C15—C16—H16A110.9
O2—C1—C2114.4 (5)O14—C16—H16B110.9
O1—C1—C2116.5 (5)C15—C16—H16B110.9
C1—C2—Cl2110.8 (5)H16A—C16—H16B108.9
C1—C2—Cl1110.0 (5)
O13—Fe1—O1—C130.2 (5)O3—Fe1—O13—Fe3−134.8 (2)
O7—Fe1—O1—C1−70.1 (5)O12—Fe2—O13—Fe1−135.3 (2)
O5—Fe1—O1—C1−157.9 (6)O9—Fe2—O13—Fe1132.7 (2)
O3—Fe1—O1—C1124.2 (5)O6—Fe2—O13—Fe143.7 (3)
O1w—Fe1—O1—C1−153.2 (5)O4—Fe2—O13—Fe1−47.0 (3)
O13—Fe3—O2—C1−14.5 (6)O12—Fe2—O13—Fe345.9 (2)
O11—Fe3—O2—C1−108.7 (6)O9—Fe2—O13—Fe3−46.1 (2)
O2w—Fe3—O2—C1164.6 (6)O6—Fe2—O13—Fe3−135.1 (2)
O8—Fe3—O2—C179.0 (6)O4—Fe2—O13—Fe3134.2 (2)
O13—Fe1—O3—C3−16.7 (5)O2—Fe3—O13—Fe143.2 (2)
O7—Fe1—O3—C3176.6 (6)O11—Fe3—O13—Fe1139.6 (2)
O1—Fe1—O3—C3−115.2 (5)O10—Fe3—O13—Fe1−130.5 (2)
O5—Fe1—O3—C379.3 (5)O8—Fe3—O13—Fe1−42.8 (2)
O1w—Fe1—O3—C3160.8 (5)O2—Fe3—O13—Fe2−138.0 (2)
O13—Fe2—O4—C318.4 (6)O11—Fe3—O13—Fe2−41.5 (2)
O12—Fe2—O4—C3116.8 (6)O10—Fe3—O13—Fe248.4 (2)
O9—Fe2—O4—C3−160.3 (8)O8—Fe3—O13—Fe2136.1 (2)
O6—Fe2—O4—C3−76.2 (6)O12—Fe2—O14—C13139.5 (9)
O14—Fe2—O4—C3−158.4 (6)O9—Fe2—O14—C13−129.2 (9)
O13—Fe1—O5—C519.9 (5)O6—Fe2—O14—C13−40.2 (9)
O7—Fe1—O5—C5120.1 (5)O4—Fe2—O14—C1351.2 (9)
O1—Fe1—O5—C5−152.1 (7)Fe3—O2—C1—O1−4.6 (10)
O3—Fe1—O5—C5−75.2 (5)Fe3—O2—C1—C2176.5 (5)
O1w—Fe1—O5—C5−156.9 (5)Fe1—O1—C1—C2175.7 (4)
O13—Fe2—O6—C5−13.1 (6)O2—C1—C2—Cl2114.7 (6)
O12—Fe2—O6—C5162.4 (8)O1—C1—C2—Cl2−64.4 (7)
O9—Fe2—O6—C5−110.6 (6)O2—C1—C2—Cl1−122.3 (5)
O4—Fe2—O6—C581.6 (6)O1—C1—C2—Cl158.7 (7)
O14—Fe2—O6—C5163.6 (6)Fe2—O4—C3—C4−172.8 (5)
O13—Fe1—O7—C7−23.4 (6)Fe1—O3—C3—O4−7.7 (9)
O1—Fe1—O7—C775.7 (6)Fe1—O3—C3—C4171.8 (4)
O5—Fe1—O7—C7−119.2 (6)O4—C3—C4—Cl3−41.7 (8)
O3—Fe1—O7—C7143.2 (6)O3—C3—C4—Cl3138.7 (5)
O1w—Fe1—O7—C7159.0 (6)O4—C3—C4—Cl479.4 (6)
O13—Fe3—O8—C728.5 (5)O3—C3—C4—Cl4−100.2 (5)
O2—Fe3—O8—C7−62.6 (5)Fe1—O5—C5—C6−173.3 (5)
O2w—Fe3—O8—C7−149.0 (5)Fe2—O6—C5—C6169.0 (5)
O10—Fe3—O8—C7120.9 (5)O5—C5—C6—Cl5−97.9 (6)
O13—Fe2—O9—C918.2 (6)O6—C5—C6—Cl582.8 (7)
O12—Fe2—O9—C9−80.6 (6)O5—C5—C6—Cl6142.3 (5)
O6—Fe2—O9—C9112.5 (6)O6—C5—C6—Cl6−37.0 (8)
O4—Fe2—O9—C9−163.2 (8)Fe3—O8—C7—O7−13.7 (9)
O14—Fe2—O9—C9−165.0 (6)Fe3—O8—C7—C8165.3 (4)
O13—Fe3—O10—C9−25.7 (5)Fe1—O7—C7—C8−169.9 (5)
O11—Fe3—O10—C968.3 (5)O8—C7—C8—Cl820.3 (8)
O2w—Fe3—O10—C9155.5 (5)O7—C7—C8—Cl8−160.5 (5)
O8—Fe3—O10—C9−119.2 (5)O8—C7—C8—Cl7−101.2 (6)
O13—Fe3—O11—C1117.7 (5)O7—C7—C8—Cl778.0 (6)
O2—Fe3—O11—C11109.4 (5)Fe2—O9—C9—C10−171.7 (5)
O2w—Fe3—O11—C11−164.8 (5)Fe3—O10—C9—O91.0 (9)
O10—Fe3—O11—C11−74.9 (5)Fe3—O10—C9—C10178.3 (4)
O13—Fe2—O12—C11−30.9 (6)O9—C9—C10—Cl9−171.3 (5)
O9—Fe2—O12—C1166.9 (6)O10—C9—C10—Cl911.0 (7)
O6—Fe2—O12—C11153.6 (8)O9—C9—C10—Cl10−44.0 (7)
O4—Fe2—O12—C11−125.2 (6)O10—C9—C10—Cl10138.4 (5)
O14—Fe2—O12—C11152.4 (6)Fe3—O11—C11—C12176.9 (4)
O7—Fe1—O13—Fe2−137.2 (2)Fe2—O12—C11—C12−170.4 (4)
O1—Fe1—O13—Fe2131.6 (2)O11—C11—C12—Cl11131.1 (5)
O5—Fe1—O13—Fe2−46.3 (2)O12—C11—C12—Cl11−49.9 (7)
O3—Fe1—O13—Fe246.4 (2)O11—C11—C12—Cl12−106.4 (6)
O7—Fe1—O13—Fe341.6 (2)O12—C11—C12—Cl1272.7 (6)
O1—Fe1—O13—Fe3−49.6 (2)Fe2—O14—C13—C14−157.0 (8)
O5—Fe1—O13—Fe3132.5 (2)Fe2—O14—C16—C15−175.9 (8)
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O1w—H11···O3i0.85 (1)2.01 (3)2.809 (6)158 (5)
O2w—H22···O8ii0.85 (1)2.06 (4)2.821 (5)149 (7)
O2W—H21···O10ii0.84 (6)2.19 (7)2.950 (6)150 (6)
O1W—H12···Cl1i0.85 (3)2.47 (4)3.288 (4)160 (6)
Symmetry codes: (i) −x+1, −y+1, −z; (ii) −x+1, −y+1, −z+1.
Table 1
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O1w—H11···O3i0.85 (1)2.01 (3)2.809 (6)158 (5)
O2w—H22···O8ii0.85 (1)2.06 (4)2.821 (5)149 (7)
O2W—H21···O10ii0.84 (6)2.19 (7)2.950 (6)150 (6)
O1W—H12···Cl1i0.85 (3)2.47 (4)3.288 (4)160 (6)
Symmetry codes: (i) −x+1, −y+1, −z; (ii) −x+1, −y+1, −z+1.
Acknowledgements top

The authors thank Shahid Beheshti University and the University of Malaya for supporting this study.

references
References top

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