Solvent water tapes in two hydrates of μ-oxo-bis­[bis­(2,2′-bipyridine-κ²N,N′)(sulfato-κO)iron(III)]

The title compound, [Fe₂O(SO₄)₂(C₁₀H₈N₂)₄], crystallizes as two different hydrates, viz. 11H₂O, (I), and 15H₂O, (II). The complex is binuclear, in which the two Fe^III atoms are coordinated in an octa­hedral geometry to four N atoms from the two bipyridine ligands, to one O atom from the sulfate ion and to an oxide ion on a twofold axis, which acts as a bridge between the symmetry-related units. The Fe...Fe separation is 3.556 (4) Å and the Fe—O—Fe angle is 161.6 (2)° in (I); the corresponding values are 3.544 (1) Å and 165.8 (2)° in (II). In (II), one of the O atoms of the sulfate ion is disordered over two positions. In both compounds, the solvent water mol­ecules form slightly different one-dimensional hydrogen-bonded networks which pass along the c axis of the unit cell. In (I), three solvent water mol­ecules and, in (II), one solvent water mol­ecule, are situated on the twofold axis. In both (I) and (II), the central O atom of the metal complex lies on a twofold axis.

S1. Comment

Oxo-bridged dinuclear Fe^III complexes are of interest due to their magnetic properties resulting from superexchange via the oxo-bridge (Wernsdorfer & Sessoli, 1999). Moreover, they have been studied as potential models for several non-haem iron centres in biological systems (Feig & Lippard, 1994). Compounds with a single oxo-bridge are less common than those containing additional multi-atom bridges, notably carboxylate bridges (Kurtz, 1990). It has long been known that the treatment of Fe^III salts with 2,2'-bipyridine (bpy) or 1,10-phenanthroline (phen) in an aqueous medium results in dinuclear complexes (Khedekar et al., 1967). Several complexes having the [Fe₂O(phen)₄]⁴⁺ core have been structurally characterized to date. However, the structures of only two bpy complexes of this type (Xiang et al., 1998; Choudhury et al., 1997) and its 4,4-dimethyl-2,2'-bipyridine analogue (Collomb et al., 1999; Menage et al., 1993) have so far been reported. In this paper, we report the structures of two hydrates of the bpy complex obtained with Fe^III sulfate, [Fe₂(µ-O)(SO₄)₂(C₁₀H₈N₂)₄].11H₂O, (I), and [Fe₂(µ-O)(SO₄)₂(C₁₀H₈N₂)₄].15H₂O, (II). A previous preparation is said to have yielded a precipitate having 3.5 water molecules per dimer, but this has not been structurally characterized (Reiff et al., 1968).

We obtained both hydrates (I) and (II) in an attempt to prepare mixed-ligand complexes. Compound (I) was obtained in a reaction of ferric sulfate with bpy and sodium acetate, while (II) was obtained when 1,2-diaminoethane was used in place of sodium acetate. Both structures consist of a dinuclear molecule in which two symmetry-related Fe^III atoms are bridged by an oxide ion situated on a twofold axis (Figs. 1 and 2). Selected bond distances and angles and hydrogen-bond parameters are shown in Tables 1–4.

The coordination around each metal atom, which may be described as cis-distorted octahedral, is completed by an O atom from the sulfate ion and two chelating bpy ligands. The Fe—N bonds trans to the O atoms in the equatorial plane are significantly longer than the axial Fe—N bonds. The equatorial atoms (Fe, O1, O2, N2 and N4) are only approximately coplanar in both structures [r.m.s. deviations 0.2173 for (I) and 0.1890 Å for (II)]. The Fe—O—Feⁱ angle deviates appreciably from linearity, at 161.7 (2)° in (I) and 165.8 (2)° in (II). The Fe···Feⁱ distance is 3.556 (4) Å in (I) and 3.544 (1) Å in (II). The corresponding values in the analogous phenanthroline complex (Odoko & Okabe, 2005) are 172.8 (1)° and 3.555 (2) Å.

A comparison between the structures of the dinuclear complex molecules in the two hydrates is in order. The two pyridyl rings of bpy are appreciably twisted with respect to each other in (I), while they are nearly coplanar in (II). The C4—C5—C6—C7 and C14—C15—C16—C17 torsion angles are, respectively, 7.5 (4) and 19.3 (4)° in (I), and −2.7 (6) and 1.3 (6)° in (II). These distortions are within the normal range of 0–26° seen in coordinated bpy ligands (Xiang et al., 1998). The ligands in the two halves are disposed in such a manner as to reduce the repulsion between the sulfate ions without compromising the attractive π–π stacking interaction between the pyridyl rings. The O2—Fe—Feⁱ—O2ⁱ torsion angle is 123.4 (1)° in (I) and −116.7 (1)° in (II).

One pair of symmetry-related bpy ligands participates in intramolecular π–π stacking. This interaction is stronger in (I), with eight C···C contacts in the range 3.33–3.68 Å, while in (II) the contacts are all greater than 3.62 Å. The bpy molecules with the largest twist angle are involved in the intramolecular stacking of (I). Intermolecular stacking involving all the bpy ligands is observed in both structures, with several C···C contacts in the range 3.38–3.69 Å in (I) and 3.36–3.70 Å in (II). It is noteworthy that in (I), the bpy ligand having the highest twist angle is involved in intramolecular stacking as well as intermolecular stacking. It appears that the high twist facilitates this `conjugation' of the two types of interactions.

Considering the crystal packing, in both compounds the complex molecules assemble together to produce oval-shaped channels, with an average diameter of about 6.5 Å along the c axis. The sulfate O atoms line the inside of these channels, while the hydrophobic parts of the bpy ligands are on the outside. The solvent water molecules forming hydrogen-bonded ribbons occupy these channels. The ribbons in (I) consists of two types of six-membered rings fused together, while in (II) there are alternate six- and seven-membered rings. In (I), there is an additional water molecule hydrogen-bonded to one six-membered ring (Fig. 3). In (II), there is a cluster of three water molecules interacting with each six-membered ring (Fig. 4). In both structures, the tapes are bonded to the channels through these extra water molecules via hydrogen-bonding interactions with sulfate O atoms (Figs. 5 and 6).

It is remarkable that the presence of sodium acetate and 1,2-diaminoethane in the reaction medium led to the formation of crystals of two different hydrates of a compound which has been previously obtained only as precipitates. Other than adjusting the pH, the role of these substances which are themselves coordinating ligands, in the crystallization process is not known.

S2. Experimental

For the preparation of compound (I), ferric sulfate (0.800 g, 2.00 mmol) and sodium acetate (0.656 g, 8.00 mmol) were stirred in water (40 ml) and the mixture was heated. 2,2'-Bipyridine (0.312 g, 2.00 mmol) was dissolved in ethanol (5 ml) and added to the hot solution. The mixture was stirred continuously and heated to 353 K for 10 min. The small amount of light-brown precipitate that formed was filtered off and the brown–red solution kept for crystallization. From this solution, shiny dark-red crystals of (I) formed after 10 d. CHN analysis, calculated for C₄₀H₅₄Fe₂N₈O₂₀S₂: C 42.04, H 4.76, N 9.80, S 5.61; found C 42.03, H 4.58, N 9.81, S 5.54%. IR (KBr disk, cm⁻¹): 3400, 1645, 1599, 1495, 1474, 1440, 1317, 1109, 1022, 823, 767, 617.

Compound (II) was prepared by a similar method, but with 1,2-diaminoethane (0.165 ml, 2.36 mmol) used in place of sodium acetate. Wine-red crystals were formed after 10 d. CHN analysis, calculated for C₄₀H₆₂Fe₂N₈O₂₄S₂: C 39.55, H 5.14, N 9.22, S 5.28; found C 39.61, H 5.11, N 9.24, S 5.18%. IR (KBr disk, cm⁻¹): 3400, 1645, 1599, 1495, 1475, 1441, 1317, 1149, 1022, 825, 769, 654.

S3. Refinement

In compound (II), one of the O atoms of the sulfate ion is disordered over two positions, O4A and O4B, with occupancy factors of 0.73 and 0.27, respectively. H atoms were positioned geometrically and treated as riding, with C—H = 0.95 Å and O—H = 0.72–0.94 Å, and with U_iso(H) = 1.2U_eq(C,O). [Please check added text and correct as necessary]

Computing details

For both compounds, data collection: SMART (Bruker, 2000); cell refinement: SMART; data reduction: SAINT (Bruker, 2000); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: Mercury (Macrae et al., 2006); software used to prepare material for publication: SHELXL97.

Figures

	Fig. 1. A view of the complex in (I). Displacement ellipsoids are shown at the 50% probability level and H atoms have been omitted for clarity. Unlabelled atoms are related to labelled atoms by the symmetry operator (2 − x, y, 1/2 − z). Symmetry-generated solvent water molecules are not shown.
	Fig. 2. A view of the complex in (II). Displacement ellipsoids are shown at the 30% probability level and H atoms have been omitted for clarity. Disordered parts are indicated by broken bonds. Unlabelled atoms are related to labelled atoms by the symmetry operator (2 − x, y, 1/2 − z). Symmetry-generated solvent water molecules are not shown.
	Fig. 3. A view showing the hydrogen-bonded network of solvent water molecules in (I). Hydrogen-bond contacts are shown as dotted lines.
	Fig. 4. A view showing the hydrogen-bonded network of solvent water molecules in (II). Hydrogen-bond contacts are shown as dotted lines.
	Fig. 5. The unit-cell packing (ab plane) in compound (I). H atoms are not included. Hydrogen-bond contacts are shown as dotted lines and solvent water O atoms are shown as balls.
	Fig. 6. The unit-cell packing (ab plane) in compound (II). H atoms are not included. Hydrogen-bond contacts are shown as dotted lines and solvent water O atoms are shown as balls.

(I) µ-oxo-bis[bis(2,2'-bipyridine-κ²N,N')(sulfato-κO)iron(III)] undecahydrate

Crystal data

[Fe2O(SO4)2(C10H8N2)4]·11H2O	F(000) = 2376
Mr = 1142.73	Dx = 1.585 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 3943 reflections
a = 13.7244 (8) Å	θ = 2.2–26.7°
b = 21.6461 (13) Å	µ = 0.78 mm^−1
c = 16.1238 (9) Å	T = 100 K
β = 90.680 (1)°	Block, red
V = 4789.7 (5) Å^3	0.20 × 0.08 × 0.07 mm
Z = 4

Data collection

Bruker SMART CCD area-detector diffractometer	5757 independent reflections
Radiation source: sealed tube	4601 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.069
ϕ and ω scans	θmax = 28.3°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −18→18
Tmin = 0.783, Tmax = 0.947	k = −28→28
27533 measured reflections	l = −21→21

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.060	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.121	H-atom parameters constrained
S = 1.14	w = 1/[σ^2(Fo^2) + (0.0436P)^2 + 10.7762P] where P = (Fo^2 + 2Fc^2)/3
5757 reflections	(Δ/σ)max = 0.001
327 parameters	Δρmax = 0.70 e Å^−3
0 restraints	Δρmin = −0.42 e Å^−3

Special details

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. 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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Fe	0.89374 (3)	0.361349 (19)	0.18585 (3)	0.00755 (11)
S	0.75448 (5)	0.25781 (3)	0.27524 (5)	0.01082 (16)
C1	1.0107 (2)	0.25701 (14)	0.11149 (19)	0.0121 (6)
H1	1.0399	0.2573	0.1652	0.014*
C2	1.0491 (2)	0.21849 (14)	0.0517 (2)	0.0153 (7)
H2	1.1023	0.1920	0.0645	0.018*
C3	1.0084 (2)	0.21942 (15)	−0.0272 (2)	0.0174 (7)
H3	1.0349	0.1947	−0.0701	0.021*
C4	0.9283 (2)	0.25703 (14)	−0.0429 (2)	0.0143 (6)
H4	0.8987	0.2580	−0.0964	0.017*
C5	0.8921 (2)	0.29306 (13)	0.02067 (18)	0.0109 (6)
C6	0.8054 (2)	0.33338 (13)	0.01061 (18)	0.0099 (6)
C7	0.7472 (2)	0.33297 (14)	−0.06027 (19)	0.0131 (6)
H7	0.7618	0.3063	−0.1052	0.016*
C8	0.6671 (2)	0.37215 (14)	−0.06470 (19)	0.0135 (6)
H8	0.6262	0.3727	−0.1127	0.016*
C9	0.6478 (2)	0.41032 (15)	0.00166 (19)	0.0142 (6)
H9	0.5939	0.4378	0.0000	0.017*
C10	0.7084 (2)	0.40782 (14)	0.0706 (2)	0.0145 (6)
H10	0.6941	0.4338	0.1164	0.017*
C11	0.7553 (2)	0.45487 (15)	0.27228 (19)	0.0134 (6)
H11	0.7289	0.4191	0.2978	0.016*
C12	0.7093 (2)	0.51153 (14)	0.2843 (2)	0.0154 (6)
H12	0.6533	0.5146	0.3181	0.018*
C13	0.7472 (2)	0.56329 (14)	0.2456 (2)	0.0149 (7)
H13	0.7165	0.6023	0.2515	0.018*
C14	0.8302 (2)	0.55756 (14)	0.1986 (2)	0.0141 (6)
H14	0.8575	0.5927	0.1722	0.017*
C15	0.8732 (2)	0.50009 (13)	0.19031 (18)	0.0104 (6)
C16	0.9620 (2)	0.48979 (13)	0.14169 (18)	0.0101 (6)
C17	1.0253 (2)	0.53757 (14)	0.12081 (19)	0.0126 (6)
H17	1.0132	0.5787	0.1384	0.015*
C18	1.1059 (2)	0.52361 (15)	0.07389 (19)	0.0149 (6)
H18	1.1504	0.5552	0.0589	0.018*
C19	1.1216 (2)	0.46332 (15)	0.04878 (19)	0.0141 (6)
H19	1.1757	0.4532	0.0151	0.017*
C20	1.0572 (2)	0.41832 (14)	0.07369 (18)	0.0119 (6)
H20	1.0692	0.3768	0.0579	0.014*
N1	0.93417 (17)	0.29386 (11)	0.09689 (15)	0.0099 (5)
N2	0.78655 (17)	0.37049 (11)	0.07615 (15)	0.0103 (5)
N3	0.83536 (17)	0.44889 (11)	0.22607 (15)	0.0096 (5)
N4	0.97839 (17)	0.43057 (11)	0.11926 (15)	0.0095 (5)
O1	1.0000	0.34810 (13)	0.2500	0.0099 (6)
O2	0.78998 (15)	0.32051 (10)	0.24725 (14)	0.0147 (5)
O3	0.82641 (16)	0.21163 (10)	0.25062 (14)	0.0180 (5)
O4	0.74220 (17)	0.26031 (11)	0.36499 (14)	0.0206 (5)
O5	0.66033 (15)	0.24639 (10)	0.23353 (14)	0.0177 (5)
O1W	0.5387 (2)	0.42336 (12)	0.36311 (17)	0.0361 (7)
H1A	0.5167	0.3908	0.3294	0.047*
H1B	0.5015	0.4488	0.3496	0.047*
O2W	0.5000	0.32706 (15)	0.2500	0.0225 (8)
H2A	0.5545	0.3035	0.2401	0.029*
O3W	0.5000	0.16114 (15)	0.2500	0.0260 (8)
H3A	0.5515	0.1791	0.2484	0.034*
O4W	0.28414 (17)	0.16941 (10)	0.01046 (15)	0.0212 (5)
H4A	0.2720	0.1877	−0.0367	0.028*
H4B	0.2851	0.1956	0.0494	0.028*
O5W	0.14739 (18)	0.07350 (11)	0.00661 (18)	0.0315 (6)
H5A	0.1221	0.0809	−0.0427	0.041*
H5B	0.1848	0.1095	0.0153	0.041*
O6W	0.03174 (18)	0.04151 (12)	0.13628 (16)	0.0283 (6)
H6A	0.0657	0.0511	0.0954	0.037*
H6B	0.0212	0.0712	0.1675	0.037*
O7W	0.0000	0.14195 (14)	0.2500	0.0180 (7)
H7A	0.0477	0.1666	0.2415	0.023*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Fe	0.0084 (2)	0.0054 (2)	0.0088 (2)	−0.00001 (16)	−0.00074 (14)	−0.00033 (17)
S	0.0117 (4)	0.0088 (4)	0.0119 (4)	−0.0015 (3)	−0.0007 (3)	0.0010 (3)
C1	0.0111 (14)	0.0112 (15)	0.0138 (16)	−0.0024 (11)	−0.0016 (11)	0.0008 (12)
C2	0.0127 (15)	0.0098 (15)	0.0234 (18)	0.0009 (11)	−0.0001 (13)	−0.0015 (13)
C3	0.0206 (17)	0.0149 (16)	0.0168 (17)	0.0021 (13)	0.0049 (13)	−0.0055 (13)
C4	0.0181 (16)	0.0136 (15)	0.0113 (15)	0.0004 (12)	−0.0014 (12)	−0.0006 (12)
C5	0.0131 (15)	0.0081 (14)	0.0115 (15)	−0.0029 (11)	−0.0008 (11)	0.0005 (11)
C6	0.0114 (14)	0.0072 (14)	0.0109 (15)	−0.0040 (11)	−0.0006 (11)	0.0027 (11)
C7	0.0165 (15)	0.0111 (15)	0.0116 (15)	−0.0043 (12)	0.0001 (12)	−0.0028 (12)
C8	0.0150 (15)	0.0120 (16)	0.0133 (15)	−0.0050 (12)	−0.0043 (12)	0.0042 (12)
C9	0.0080 (14)	0.0175 (16)	0.0170 (16)	0.0015 (12)	−0.0032 (12)	0.0046 (13)
C10	0.0138 (15)	0.0142 (16)	0.0155 (16)	0.0022 (12)	−0.0004 (12)	−0.0020 (12)
C11	0.0134 (15)	0.0135 (16)	0.0131 (16)	−0.0015 (12)	−0.0022 (12)	0.0000 (12)
C12	0.0122 (15)	0.0160 (16)	0.0179 (17)	0.0021 (12)	−0.0006 (12)	−0.0027 (13)
C13	0.0165 (16)	0.0096 (15)	0.0185 (17)	0.0048 (12)	−0.0038 (12)	−0.0022 (12)
C14	0.0175 (16)	0.0079 (15)	0.0168 (16)	−0.0012 (12)	−0.0028 (12)	0.0027 (12)
C15	0.0126 (14)	0.0098 (14)	0.0086 (14)	−0.0023 (11)	−0.0028 (11)	−0.0008 (11)
C16	0.0105 (14)	0.0110 (14)	0.0086 (14)	0.0014 (11)	−0.0040 (11)	0.0015 (11)
C17	0.0167 (15)	0.0069 (14)	0.0140 (16)	−0.0008 (11)	−0.0034 (12)	0.0024 (12)
C18	0.0143 (16)	0.0143 (16)	0.0160 (16)	−0.0054 (12)	−0.0027 (12)	0.0060 (13)
C19	0.0115 (14)	0.0187 (17)	0.0121 (16)	0.0017 (12)	0.0013 (12)	0.0004 (12)
C20	0.0134 (15)	0.0101 (15)	0.0123 (15)	0.0013 (11)	−0.0018 (11)	0.0012 (12)
N1	0.0095 (12)	0.0081 (12)	0.0122 (13)	−0.0009 (9)	−0.0001 (10)	0.0008 (10)
N2	0.0087 (11)	0.0102 (13)	0.0121 (13)	−0.0004 (9)	−0.0021 (9)	−0.0001 (10)
N3	0.0107 (12)	0.0088 (12)	0.0095 (13)	−0.0001 (9)	−0.0006 (9)	−0.0023 (9)
N4	0.0103 (12)	0.0092 (12)	0.0090 (12)	0.0003 (9)	−0.0018 (9)	−0.0031 (10)
O1	0.0127 (14)	0.0065 (14)	0.0104 (15)	0.000	−0.0028 (11)	0.000
O2	0.0149 (11)	0.0084 (11)	0.0210 (12)	−0.0027 (8)	0.0053 (9)	0.0025 (9)
O3	0.0168 (12)	0.0117 (11)	0.0254 (13)	0.0017 (9)	−0.0047 (9)	−0.0022 (10)
O4	0.0242 (13)	0.0217 (13)	0.0158 (12)	−0.0038 (10)	−0.0007 (9)	0.0026 (10)
O5	0.0114 (11)	0.0212 (12)	0.0205 (12)	−0.0028 (9)	−0.0030 (9)	−0.0024 (10)
O1W	0.0453 (17)	0.0267 (15)	0.0365 (17)	−0.0030 (13)	0.0096 (13)	−0.0033 (13)
O2W	0.0162 (17)	0.0149 (17)	0.036 (2)	0.000	−0.0026 (15)	0.000
O3W	0.0160 (17)	0.0142 (17)	0.048 (2)	0.000	0.0014 (16)	0.000
O4W	0.0256 (13)	0.0146 (12)	0.0235 (13)	0.0008 (10)	0.0028 (10)	−0.0028 (10)
O5W	0.0253 (14)	0.0182 (13)	0.0512 (18)	−0.0010 (11)	0.0060 (12)	−0.0043 (12)
O6W	0.0291 (14)	0.0274 (14)	0.0283 (15)	−0.0006 (11)	−0.0022 (11)	−0.0075 (11)
O7W	0.0146 (15)	0.0105 (15)	0.0290 (19)	0.000	0.0000 (13)	0.000

Geometric parameters (Å, º)

Fe—O1	1.8009 (6)	C11—C12	1.394 (4)
Fe—O2	1.955 (2)	C11—H11	0.9500
Fe—N1	2.126 (2)	C12—C13	1.386 (4)
Fe—N3	2.160 (2)	C12—H12	0.9500
Fe—N4	2.186 (3)	C13—C14	1.382 (4)
Fe—N2	2.296 (2)	C13—H13	0.9500
S—O4	1.460 (2)	C14—C15	1.384 (4)
S—O3	1.463 (2)	C14—H14	0.9500
S—O5	1.471 (2)	C15—N3	1.356 (4)
S—O2	1.513 (2)	C15—C16	1.474 (4)
C1—N1	1.338 (4)	C16—N4	1.351 (4)
C1—C2	1.384 (4)	C16—C17	1.394 (4)
C1—H1	0.9500	C17—C18	1.382 (4)
C2—C3	1.383 (5)	C17—H17	0.9500
C2—H2	0.9500	C18—C19	1.384 (4)
C3—C4	1.389 (4)	C18—H18	0.9500
C3—H3	0.9500	C19—C20	1.378 (4)
C4—C5	1.384 (4)	C19—H19	0.9500
C4—H4	0.9500	C20—N4	1.342 (4)
C5—N1	1.352 (4)	C20—H20	0.9500
C5—C6	1.482 (4)	O1—Fe^i	1.8009 (6)
C6—N2	1.355 (4)	O1W—H1A	0.9383
C6—C7	1.387 (4)	O1W—H1B	0.7786
C7—C8	1.389 (4)	O2W—H2A	0.9206
C7—H7	0.9500	O3W—H3A	0.8076
C8—C9	1.380 (4)	O4W—H4A	0.8721
C8—H8	0.9500	O4W—H4B	0.8461
C9—C10	1.381 (4)	O5W—H5A	0.8781
C9—H9	0.9500	O5W—H5B	0.9417
C10—N2	1.345 (4)	O6W—H6A	0.8377
C10—H10	0.9500	O6W—H6B	0.8299
C11—N3	1.342 (4)	O7W—H7A	0.8572
O1—Fe—O2	103.12 (8)	C9—C10—H10	118.3
O1—Fe—N1	93.56 (9)	N3—C11—C12	122.5 (3)
O2—Fe—N1	103.21 (9)	N3—C11—H11	118.8
O1—Fe—N3	105.55 (10)	C12—C11—H11	118.8
O2—Fe—N3	88.26 (9)	C13—C12—C11	118.4 (3)
N1—Fe—N3	154.99 (10)	C13—C12—H12	120.8
O1—Fe—N4	87.69 (9)	C11—C12—H12	120.8
O2—Fe—N4	162.41 (9)	C14—C13—C12	119.4 (3)
N1—Fe—N4	89.72 (9)	C14—C13—H13	120.3
N3—Fe—N4	75.36 (9)	C12—C13—H13	120.3
O1—Fe—N2	164.45 (7)	C13—C14—C15	119.2 (3)
O2—Fe—N2	88.00 (9)	C13—C14—H14	120.4
N1—Fe—N2	73.10 (9)	C15—C14—H14	120.4
N3—Fe—N2	85.36 (9)	N3—C15—C14	121.9 (3)
N4—Fe—N2	84.37 (9)	N3—C15—C16	115.2 (3)
O4—S—O3	112.36 (14)	C14—C15—C16	122.9 (3)
O4—S—O5	110.39 (14)	N4—C16—C17	122.2 (3)
O3—S—O5	110.67 (13)	N4—C16—C15	115.3 (3)
O4—S—O2	107.70 (13)	C17—C16—C15	122.5 (3)
O3—S—O2	108.14 (13)	C18—C17—C16	118.4 (3)
O5—S—O2	107.38 (13)	C18—C17—H17	120.8
N1—C1—C2	122.8 (3)	C16—C17—H17	120.8
N1—C1—H1	118.6	C17—C18—C19	119.7 (3)
C2—C1—H1	118.6	C17—C18—H18	120.2
C3—C2—C1	118.7 (3)	C19—C18—H18	120.2
C3—C2—H2	120.7	C20—C19—C18	118.6 (3)
C1—C2—H2	120.7	C20—C19—H19	120.7
C2—C3—C4	119.0 (3)	C18—C19—H19	120.7
C2—C3—H3	120.5	N4—C20—C19	123.0 (3)
C4—C3—H3	120.5	N4—C20—H20	118.5
C5—C4—C3	119.1 (3)	C19—C20—H20	118.5
C5—C4—H4	120.5	C1—N1—C5	118.6 (3)
C3—C4—H4	120.5	C1—N1—Fe	120.1 (2)
N1—C5—C4	121.8 (3)	C5—N1—Fe	120.7 (2)
N1—C5—C6	115.2 (3)	C10—N2—C6	117.6 (3)
C4—C5—C6	123.0 (3)	C10—N2—Fe	127.3 (2)
N2—C6—C7	122.2 (3)	C6—N2—Fe	115.04 (19)
N2—C6—C5	115.1 (3)	C11—N3—C15	118.6 (3)
C7—C6—C5	122.7 (3)	C11—N3—Fe	124.1 (2)
C6—C7—C8	119.1 (3)	C15—N3—Fe	116.37 (19)
C6—C7—H7	120.4	C20—N4—C16	118.1 (3)
C8—C7—H7	120.4	C20—N4—Fe	124.8 (2)
C9—C8—C7	119.0 (3)	C16—N4—Fe	115.34 (19)
C9—C8—H8	120.5	Fe^i—O1—Fe	161.67 (17)
C7—C8—H8	120.5	S—O2—Fe	142.73 (14)
C8—C9—C10	118.8 (3)	H1A—O1W—H1B	99.5
C8—C9—H9	120.6	H4A—O4W—H4B	110.1
C10—C9—H9	120.6	H5A—O5W—H5B	101.2
N2—C10—C9	123.3 (3)	H6A—O6W—H6B	112.9
N2—C10—H10	118.3

Symmetry code: (i) −x+2, y, −z+1/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1A···O2W	0.94	1.89	2.816 (4)	167
O1W—H1B···O6W^ii	0.78	2.07	2.734 (4)	143
O2W—H2A···O5	0.92	1.91	2.824 (3)	170
O3W—H3A···O5	0.81	2.10	2.886 (3)	163
O4W—H4A···O4^iii	0.87	1.98	2.849 (3)	172
O4W—H4B···O4^iv	0.85	2.00	2.838 (3)	168
O5W—H5A···O1W^iii	0.88	1.89	2.739 (4)	161
O5W—H5B···O4W	0.94	1.88	2.799 (3)	162
O6W—H6A···O5W	0.84	1.89	2.729 (4)	177
O6W—H6B···O7W	0.83	2.05	2.880 (3)	176
O7W—H7A···O3^iv	0.86	1.99	2.820 (3)	163

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

(II) µ-oxo-bis[bis(2,2'-bipyridine-κ²N,N')(sulfato-κO)iron(III)] pentadecahydrate

Crystal data

[Fe2O(SO4)2(C10H8N2)4]·15H2O	F(000) = 2536
Mr = 1214.80	Dx = 1.502 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 2734 reflections
a = 12.8303 (18) Å	θ = 2.7–19.5°
b = 21.819 (3) Å	µ = 0.71 mm^−1
c = 19.312 (3) Å	T = 298 K
β = 96.288 (3)°	Block, red
V = 5373.6 (13) Å^3	0.30 × 0.12 × 0.12 mm
Z = 4

Data collection

Bruker SMART CCD area-detector diffractometer	5272 independent reflections
Radiation source: fine-focus sealed tube	2798 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.094
ϕ and ω scans	θmax = 26.0°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −15→15
Tmin = 0.738, Tmax = 0.919	k = −26→25
12439 measured reflections	l = −23→11

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.057	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.107	H-atom parameters constrained
S = 0.84	w = 1/[σ^2(Fo^2) + (0.0091P)^2] where P = (Fo^2 + 2Fc^2)/3
5272 reflections	(Δ/σ)max < 0.001
353 parameters	Δρmax = 0.49 e Å^−3
0 restraints	Δρmin = −0.31 e Å^−3

Special details

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. 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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Fe	0.89766 (4)	0.13570 (2)	0.18047 (3)	0.03141 (17)
S	0.73904 (9)	0.24448 (6)	0.21837 (6)	0.0486 (3)
C1	1.0379 (3)	0.23811 (18)	0.1363 (2)	0.0415 (11)
H1	1.0672	0.2348	0.1823	0.050*
C2	1.0804 (3)	0.27871 (19)	0.0938 (2)	0.0496 (12)
H2	1.1373	0.3030	0.1105	0.060*
C3	1.0367 (4)	0.2829 (2)	0.0254 (2)	0.0552 (13)
H3	1.0648	0.3100	−0.0048	0.066*
C4	0.9526 (3)	0.24746 (19)	0.0019 (2)	0.0464 (11)
H4	0.9229	0.2501	−0.0441	0.056*
C5	0.9124 (3)	0.20763 (17)	0.04782 (19)	0.0317 (9)
C6	0.8209 (3)	0.16756 (18)	0.02842 (19)	0.0346 (10)
C7	0.7653 (3)	0.16842 (19)	−0.0366 (2)	0.0438 (11)
H7	0.7848	0.1947	−0.0708	0.053*
C8	0.6813 (3)	0.1304 (2)	−0.0505 (2)	0.0543 (13)
H8	0.6429	0.1306	−0.0943	0.065*
C9	0.6538 (3)	0.0916 (2)	0.0006 (2)	0.0553 (13)
H9	0.5975	0.0648	−0.0080	0.066*
C10	0.7120 (3)	0.0937 (2)	0.0647 (2)	0.0502 (12)
H10	0.6926	0.0684	0.0999	0.060*
C11	0.7565 (3)	0.0464 (2)	0.2534 (2)	0.0512 (12)
H11	0.7271	0.0824	0.2684	0.061*
C12	0.7198 (4)	−0.0085 (2)	0.2747 (2)	0.0675 (15)
H12	0.6671	−0.0100	0.3041	0.081*
C13	0.7627 (4)	−0.0613 (2)	0.2515 (3)	0.0691 (15)
H13	0.7393	−0.0994	0.2649	0.083*
C14	0.8400 (4)	−0.0572 (2)	0.2086 (2)	0.0553 (13)
H14	0.8694	−0.0928	0.1927	0.066*
C15	0.8747 (3)	−0.00177 (19)	0.18884 (19)	0.0368 (10)
C16	0.9583 (3)	0.00621 (18)	0.14335 (19)	0.0351 (10)
C17	1.0081 (4)	−0.0425 (2)	0.1154 (2)	0.0571 (13)
H17	0.9878	−0.0826	0.1236	0.068*
C18	1.0880 (4)	−0.0310 (2)	0.0751 (3)	0.0648 (15)
H18	1.1227	−0.0634	0.0564	0.078*
C19	1.1160 (4)	0.0275 (2)	0.0629 (2)	0.0592 (13)
H19	1.1696	0.0360	0.0355	0.071*
C20	1.0632 (3)	0.0741 (2)	0.0919 (2)	0.0486 (12)
H20	1.0828	0.1143	0.0839	0.058*
N1	0.9559 (2)	0.20288 (13)	0.11433 (15)	0.0310 (8)
N2	0.7950 (2)	0.13039 (14)	0.07900 (15)	0.0339 (8)
N3	0.8341 (2)	0.05052 (15)	0.21133 (15)	0.0363 (8)
N4	0.9848 (2)	0.06455 (14)	0.13131 (15)	0.0351 (8)
O1	1.0000	0.14584 (15)	0.2500	0.0377 (9)
O2	0.7855 (2)	0.18168 (12)	0.21883 (13)	0.0486 (8)
O3	0.8176 (2)	0.28896 (13)	0.20367 (17)	0.0741 (10)
O4A	0.7127 (7)	0.2603 (3)	0.2861 (5)	0.063 (2)	0.73
O4B	0.6799 (18)	0.2344 (7)	0.2884 (12)	0.042 (5)	0.27
O5	0.6494 (2)	0.24552 (14)	0.16478 (13)	0.0586 (9)
O1W	0.5232 (3)	−0.05293 (16)	0.14043 (17)	0.1062 (13)
H1A	0.5705	−0.0694	0.1179	0.149*
H1B	0.5386	−0.0499	0.1851	0.149*
O2W	0.5439 (2)	0.31039 (13)	0.34690 (15)	0.0749 (10)
H2A	0.4952	0.2850	0.3461	0.105*
H2B	0.5790	0.2902	0.3303	0.105*
O3W	0.3343 (3)	0.06428 (16)	−0.04512 (18)	0.1130 (14)
H3A	0.3589	0.0600	−0.0100	0.158*
H3B	0.2831	0.0844	−0.0513	0.158*
O4W	0.3144 (3)	0.34396 (17)	0.03695 (18)	0.1123 (14)
H4A	0.2869	0.3385	−0.0046	0.157*
H4B	0.3405	0.3204	0.0717	0.157*
O5W	0.0000	0.35972 (19)	0.2500	0.0686 (13)
H5A	0.0400	0.3302	0.2396	0.096*
O6W	0.2770 (3)	0.1732 (2)	0.10101 (19)	0.1309 (16)
H6A	0.2831	0.1985	0.1347	0.183*
H6B	0.3112	0.1408	0.1005	0.183*
O7W	0.4279 (3)	0.05275 (18)	0.0935 (2)	0.1252 (15)
H7A	0.4825	0.0268	0.0926	0.175*
H7B	0.4611	0.0781	0.1285	0.175*
O8W	0.5046 (3)	0.15009 (18)	0.1765 (2)	0.1422 (17)
H8A	0.4501	0.1730	0.1854	0.199*
H8B	0.5313	0.1785	0.1662	0.199*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Fe	0.0316 (3)	0.0338 (3)	0.0290 (3)	−0.0002 (3)	0.0038 (2)	−0.0007 (3)
S	0.0460 (8)	0.0631 (9)	0.0356 (6)	0.0235 (7)	−0.0005 (6)	−0.0037 (6)
C1	0.044 (3)	0.038 (3)	0.040 (3)	−0.004 (2)	−0.003 (2)	−0.003 (2)
C2	0.050 (3)	0.043 (3)	0.057 (3)	−0.007 (2)	0.010 (2)	0.005 (2)
C3	0.054 (3)	0.062 (3)	0.053 (3)	−0.007 (3)	0.019 (2)	0.019 (3)
C4	0.049 (3)	0.052 (3)	0.039 (3)	−0.004 (2)	0.007 (2)	0.008 (2)
C5	0.034 (3)	0.030 (2)	0.031 (2)	0.0062 (19)	0.0041 (19)	−0.0012 (19)
C6	0.035 (3)	0.040 (3)	0.029 (2)	0.012 (2)	0.0020 (19)	−0.004 (2)
C7	0.035 (3)	0.058 (3)	0.038 (3)	0.007 (2)	0.000 (2)	0.002 (2)
C8	0.047 (3)	0.064 (3)	0.047 (3)	0.009 (3)	−0.017 (2)	−0.010 (3)
C9	0.044 (3)	0.056 (3)	0.064 (3)	−0.006 (2)	−0.008 (3)	−0.004 (3)
C10	0.048 (3)	0.057 (3)	0.046 (3)	−0.015 (2)	0.003 (2)	0.003 (2)
C11	0.049 (3)	0.055 (3)	0.053 (3)	−0.003 (3)	0.019 (2)	−0.009 (3)
C12	0.072 (4)	0.062 (4)	0.074 (4)	−0.021 (3)	0.031 (3)	0.001 (3)
C13	0.077 (4)	0.049 (3)	0.083 (4)	−0.029 (3)	0.013 (3)	0.015 (3)
C14	0.063 (4)	0.038 (3)	0.066 (3)	−0.006 (3)	0.013 (3)	−0.006 (3)
C15	0.043 (3)	0.031 (2)	0.036 (2)	−0.004 (2)	0.001 (2)	−0.002 (2)
C16	0.035 (3)	0.032 (3)	0.036 (2)	0.006 (2)	−0.0030 (19)	−0.004 (2)
C17	0.058 (4)	0.035 (3)	0.079 (3)	0.004 (2)	0.010 (3)	−0.005 (3)
C18	0.068 (4)	0.045 (3)	0.085 (4)	0.021 (3)	0.025 (3)	−0.018 (3)
C19	0.055 (3)	0.065 (4)	0.062 (3)	0.016 (3)	0.025 (3)	−0.006 (3)
C20	0.047 (3)	0.048 (3)	0.054 (3)	0.002 (2)	0.018 (2)	0.000 (2)
N1	0.036 (2)	0.0279 (19)	0.0283 (18)	−0.0061 (16)	0.0009 (15)	0.0039 (15)
N2	0.031 (2)	0.033 (2)	0.0370 (19)	−0.0007 (17)	0.0016 (15)	−0.0038 (17)
N3	0.034 (2)	0.044 (2)	0.0314 (19)	−0.0052 (17)	0.0072 (16)	−0.0005 (17)
N4	0.036 (2)	0.035 (2)	0.0344 (19)	0.0034 (17)	0.0069 (16)	−0.0034 (17)
O1	0.040 (2)	0.038 (2)	0.035 (2)	0.000	0.0009 (18)	0.000
O2	0.0440 (19)	0.0472 (18)	0.0577 (18)	0.0174 (15)	0.0191 (15)	0.0017 (15)
O3	0.065 (2)	0.045 (2)	0.108 (3)	−0.0047 (18)	−0.007 (2)	−0.007 (2)
O4A	0.076 (6)	0.075 (6)	0.040 (3)	0.021 (4)	0.015 (4)	−0.006 (4)
O4B	0.059 (13)	0.031 (10)	0.040 (7)	0.013 (7)	0.024 (8)	0.006 (8)
O5	0.0423 (19)	0.085 (2)	0.0461 (17)	0.0111 (17)	−0.0068 (15)	0.0130 (17)
O1W	0.111 (3)	0.119 (3)	0.084 (3)	−0.001 (3)	−0.011 (2)	0.001 (2)
O2W	0.065 (2)	0.064 (2)	0.100 (3)	−0.0165 (18)	0.0280 (19)	−0.022 (2)
O3W	0.124 (4)	0.102 (3)	0.114 (3)	0.009 (3)	0.018 (3)	0.020 (3)
O4W	0.110 (3)	0.139 (4)	0.085 (3)	0.028 (3)	−0.001 (2)	0.012 (3)
O5W	0.072 (3)	0.058 (3)	0.077 (3)	0.000	0.014 (3)	0.000
O6W	0.112 (3)	0.181 (4)	0.100 (3)	0.027 (3)	0.013 (3)	−0.033 (3)
O7W	0.103 (3)	0.141 (4)	0.131 (4)	−0.001 (3)	0.011 (3)	0.028 (3)
O8W	0.124 (4)	0.106 (4)	0.202 (5)	−0.015 (3)	0.038 (3)	0.026 (3)

Geometric parameters (Å, º)

Fe—O1	1.7860 (7)	C12—C13	1.374 (6)
Fe—O2	1.965 (3)	C12—H12	0.9300
Fe—N1	2.132 (3)	C13—C14	1.362 (6)
Fe—N3	2.140 (3)	C13—H13	0.9300
Fe—N4	2.190 (3)	C14—C15	1.358 (5)
Fe—N2	2.241 (3)	C14—H14	0.9300
S—O4A	1.429 (9)	C15—N3	1.346 (4)
S—O3	1.450 (3)	C15—C16	1.470 (5)
S—O5	1.461 (3)	C16—N4	1.344 (4)
S—O2	1.494 (3)	C16—C17	1.380 (5)
S—O4B	1.64 (2)	C17—C18	1.375 (6)
C1—N1	1.334 (4)	C17—H17	0.9300
C1—C2	1.361 (5)	C18—C19	1.354 (6)
C1—H1	0.9300	C18—H18	0.9300
C2—C3	1.381 (5)	C19—C20	1.375 (5)
C2—H2	0.9300	C19—H19	0.9300
C3—C4	1.364 (5)	C20—N4	1.342 (5)
C3—H3	0.9300	C20—H20	0.9300
C4—C5	1.381 (5)	O1—Fe^i	1.7860 (7)
C4—H4	0.9300	O1W—H1A	0.8618
C5—N1	1.347 (4)	O1W—H1B	0.8671
C5—C6	1.479 (5)	O2W—H2A	0.8330
C6—N2	1.339 (4)	O2W—H2B	0.7293
C6—C7	1.375 (5)	O3W—H3A	0.7218
C7—C8	1.364 (5)	O3W—H3B	0.7883
C7—H7	0.9300	O4W—H4A	0.8498
C8—C9	1.374 (6)	O4W—H4B	0.8816
C8—H8	0.9300	O5W—H5A	0.8613
C9—C10	1.376 (5)	O6W—H6A	0.8499
C9—H9	0.9300	O6W—H6B	0.8318
C10—N2	1.337 (5)	O7W—H7A	0.9019
C10—H10	0.9300	O7W—H7B	0.9381
C11—N3	1.355 (5)	O8W—H8A	0.8917
C11—C12	1.367 (6)	O8W—H8B	0.7465
C11—H11	0.9300
O1—Fe—O2	99.32 (10)	C9—C10—H10	118.4
O1—Fe—N1	95.06 (11)	N3—C11—C12	122.5 (4)
O2—Fe—N1	101.19 (11)	N3—C11—H11	118.8
O1—Fe—N3	99.75 (12)	C12—C11—H11	118.8
O2—Fe—N3	91.21 (12)	C11—C12—C13	118.3 (5)
N1—Fe—N3	158.88 (11)	C11—C12—H12	120.8
O1—Fe—N4	92.60 (11)	C13—C12—H12	120.8
O2—Fe—N4	162.84 (12)	C14—C13—C12	119.2 (5)
N1—Fe—N4	89.91 (12)	C14—C13—H13	120.4
N3—Fe—N4	74.54 (13)	C12—C13—H13	120.4
O1—Fe—N2	167.70 (9)	C15—C14—C13	120.8 (5)
O2—Fe—N2	88.36 (11)	C15—C14—H14	119.6
N1—Fe—N2	73.91 (12)	C13—C14—H14	119.6
N3—Fe—N2	89.60 (11)	N3—C15—C14	121.0 (4)
N4—Fe—N2	82.15 (11)	N3—C15—C16	115.2 (4)
O4A—S—O3	104.9 (3)	C14—C15—C16	123.8 (4)
O4A—S—O5	113.5 (4)	N4—C16—C17	121.7 (4)
O3—S—O5	111.18 (18)	N4—C16—C15	115.5 (4)
O4A—S—O2	110.5 (4)	C17—C16—C15	122.8 (4)
O3—S—O2	109.25 (17)	C18—C17—C16	119.0 (4)
O5—S—O2	107.51 (17)	C18—C17—H17	120.5
O3—S—O4B	130.3 (6)	C16—C17—H17	120.5
O5—S—O4B	100.8 (9)	C19—C18—C17	120.0 (4)
O2—S—O4B	95.3 (7)	C19—C18—H18	120.0
N1—C1—C2	122.6 (4)	C17—C18—H18	120.0
N1—C1—H1	118.7	C18—C19—C20	118.2 (4)
C2—C1—H1	118.7	C18—C19—H19	120.9
C1—C2—C3	118.2 (4)	C20—C19—H19	120.9
C1—C2—H2	120.9	N4—C20—C19	123.3 (4)
C3—C2—H2	120.9	N4—C20—H20	118.3
C4—C3—C2	120.2 (4)	C19—C20—H20	118.3
C4—C3—H3	119.9	C1—N1—C5	119.2 (3)
C2—C3—H3	119.9	C1—N1—Fe	121.5 (3)
C3—C4—C5	118.8 (4)	C5—N1—Fe	119.2 (3)
C3—C4—H4	120.6	C10—N2—C6	117.9 (3)
C5—C4—H4	120.6	C10—N2—Fe	126.1 (3)
N1—C5—C4	121.0 (4)	C6—N2—Fe	115.9 (2)
N1—C5—C6	115.5 (3)	C15—N3—C11	118.3 (3)
C4—C5—C6	123.5 (4)	C15—N3—Fe	118.3 (3)
N2—C6—C7	122.0 (4)	C11—N3—Fe	123.4 (3)
N2—C6—C5	115.3 (3)	C20—N4—C16	117.7 (4)
C7—C6—C5	122.8 (4)	C20—N4—Fe	125.8 (3)
C8—C7—C6	119.4 (4)	C16—N4—Fe	116.5 (3)
C8—C7—H7	120.3	Fe—O1—Fe^i	165.8 (2)
C6—C7—H7	120.3	S—O2—Fe	140.75 (17)
C7—C8—C9	119.5 (4)	H1A—O1W—H1B	115.9
C7—C8—H8	120.3	H2A—O2W—H2B	95.2
C9—C8—H8	120.3	H3A—O3W—H3B	119.1
C8—C9—C10	118.0 (4)	H4A—O4W—H4B	136.2
C8—C9—H9	121.0	H6A—O6W—H6B	123.7
C10—C9—H9	121.0	H7A—O7W—H7B	95.3
N2—C10—C9	123.2 (4)	H8A—O8W—H8B	88.8
N2—C10—H10	118.4

Symmetry code: (i) −x+2, y, −z+1/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1A···O3W^ii	0.86	1.96	2.744 (5)	150
O1W—H1B···O5W^iii	0.87	2.42	2.887 (4)	115
O2W—H2A···O5^iv	0.83	2.04	2.843 (4)	163
O2W—H2B···O4A	0.73	2.10	2.797 (9)	160
O3W—H3A···O7W	0.72	2.10	2.825 (5)	177
O3W—H3B···O4W^v	0.79	2.04	2.782 (5)	157
O4W—H4A···O6W^v	0.85	1.97	2.816 (5)	179
O4W—H4B···O2W^iv	0.88	2.05	2.825 (5)	146
O5W—H5A···O3^iv	0.86	2.22	2.864 (4)	132
O6W—H6A···O4A^iv	0.85	2.04	2.884 (3)	176
O6W—H6B···O7W	0.83	2.45	3.277 (6)	173
O7W—H7A···O1W	0.90	2.01	2.717 (5)	134
O7W—H7B···O8W	0.94	1.88	2.774 (6)	159
O8W—H8A···O4B^iv	0.89	2.24	3.131 (6)	176
O8W—H8B···O5	0.75	2.11	2.816 (5)	159

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