Di-μ-aqua-bis-[diaqua-bis(thio-cyanato-κN)iron(II)] 4-(4-chloro-phen-yl)-1,2,4-triazole hexa-solvate.

The title complex, [Fe(2)(NCS)(4)(H(2)O)(6)]·6C(8)H(6)ClN(3), comprises two distorted octa-hedral iron(II) centers straddling a crystallographic inversion center and bridged by two aqua O atoms to form a quadrilateral core. The aqua O atom of the core is involved in hydrogen bonds with the triazole N atoms of the solvent mol-ecules, generating one-dimensional ladder motifs, and three inter-molecular C-H⋯S hydrogen bonds, forming a three-dimensional hydrogen-bonding network.

Related literature

For related literature, see: Hsu et al. (1999 ▶); MacMurdo et al. (2000 ▶); Nordlund & Eklund (1993 ▶); Sazinsky et al. (2004 ▶); Stubbe & Van der Donk (1998 ▶); Yoon et al. (2004 ▶); Zheng et al. (1999 ▶).

Experimental

Crystal data

[Fe2(NCS)4(H2O)6]·6C8H6ClN3

M = 1529.76

Triclinic,

a = 7.944 (3) Å

b = 11.085 (5) Å

c = 19.912 (10) Å

α = 105.613 (10)°

β = 97.750 (10)°

γ = 97.932 (7)°

V = 1645.1 (12) Å3

Z = 1

Mo Kα radiation

μ = 0.88 mm−1

T = 298 (2) K

0.25 × 0.21 × 0.17 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.810, T max = 0.865

8642 measured reflections

5705 independent reflections

2903 reflections with I > 2σ(I)

R int = 0.032

Refinement

R[F 2 > 2σ(F 2)] = 0.044

wR(F 2) = 0.076

S = 0.77

5705 reflections

439 parameters

9 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.25 e Å−3

Δρmin = −0.24 e Å−3

Data collection: SMART (Bruker, 1998 ▶); cell refinement: SAINT (Bruker, 1998 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL and PLATON (Spek, 2003 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808019326/si2093sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808019326/si2093Isup2.hkl

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

[Fe2(NCS)4(H2O)6]·6C8H6ClN3	Z = 1
Mr = 1529.76	F000 = 780
Triclinic, P1	Dx = 1.544 Mg m−3
a = 7.944 (3) Å	Mo Kα radiation λ = 0.71073 Å
b = 11.085 (5) Å	Cell parameters from 1471 reflections
c = 19.912 (10) Å	θ = 2.5–22.0º
α = 105.613 (10)º	µ = 0.88 mm−1
β = 97.750 (10)º	T = 298 (2) K
γ = 97.932 (7)º	Block, green
V = 1645.1 (12) Å3	0.25 × 0.21 × 0.17 mm

Bruker SMART CCD area-detector diffractometer	5705 independent reflections
Radiation source: fine-focus sealed tube	2903 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.032
T = 298(2) K	θmax = 25.0º
φ and ω scans	θmin = 2.4º
Absorption correction: multi-scan(SADABS; Sheldrick, 1996)	h = −9→9
Tmin = 0.811, Tmax = 0.865	k = −11→13
8642 measured reflections	l = −21→23

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.044	H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.076	w = 1/[σ2(Fo2) + (0.0191P)2] where P = (Fo2 + 2Fc2)/3
S = 0.77	(Δ/σ)max = 0.002
5705 reflections	Δρmax = 0.25 e Å−3
439 parameters	Δρmin = −0.24 e Å−3
9 restraints	Extinction correction: none
Primary atom site location: structure-invariant direct methods

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.

	x	y	z	Uiso*/Ueq
Fe1	0.53640 (6)	0.12392 (5)	0.46090 (2)	0.04255 (16)
Cl1	0.81665 (15)	0.70325 (12)	−0.09593 (6)	0.0942 (4)
Cl2	0.41822 (16)	0.88209 (11)	0.91545 (5)	0.0932 (4)
Cl3	0.28229 (14)	0.59403 (11)	1.00137 (5)	0.0879 (4)
N1	0.5944 (4)	0.2571 (3)	0.56111 (15)	0.0518 (9)
N2	0.4754 (3)	−0.0065 (3)	0.35844 (15)	0.0493 (8)
N3	1.0886 (4)	1.1192 (3)	0.31387 (16)	0.0633 (10)
N4	0.9153 (4)	1.0935 (3)	0.31608 (16)	0.0545 (9)
N5	0.9562 (4)	0.9986 (3)	0.20814 (15)	0.0469 (8)
N6	0.2192 (4)	0.4095 (3)	0.51909 (16)	0.0575 (9)
N7	0.0498 (4)	0.3852 (3)	0.53051 (17)	0.0575 (9)
N8	0.2018 (4)	0.5377 (3)	0.62253 (16)	0.0447 (8)
N9	0.1490 (4)	0.1463 (3)	0.59896 (14)	0.0468 (8)
N10	−0.0244 (4)	0.1290 (3)	0.60322 (15)	0.0461 (8)
N11	0.1199 (3)	0.2618 (3)	0.70379 (14)	0.0395 (7)
O1	0.3213 (3)	0.0112 (2)	0.49662 (13)	0.0402 (6)
O2	0.7680 (3)	0.2021 (3)	0.43624 (14)	0.0524 (7)
O3	0.3662 (3)	0.2333 (3)	0.42643 (14)	0.0517 (7)
S1	0.67311 (13)	0.44880 (10)	0.69114 (5)	0.0643 (3)
S2	0.40098 (12)	−0.15078 (10)	0.21581 (5)	0.0616 (3)
C1	0.6275 (4)	0.3375 (3)	0.61526 (19)	0.0414 (9)
C2	0.4443 (4)	−0.0668 (3)	0.29919 (19)	0.0432 (10)
C3	0.8410 (5)	1.0220 (4)	0.2526 (2)	0.0539 (11)
H7	0.7229	0.9906	0.2394	0.065*
C4	1.1071 (5)	1.0625 (4)	0.2506 (2)	0.0658 (13)
H8	1.2132	1.0651	0.2357	0.079*
C5	0.9232 (5)	0.9260 (4)	0.13488 (19)	0.0478 (10)
C6	1.0521 (5)	0.9321 (4)	0.0947 (2)	0.0678 (13)
H9	1.1598	0.9828	0.1154	0.081*
C7	1.0201 (5)	0.8626 (4)	0.0238 (2)	0.0769 (14)
H10	1.1065	0.8654	−0.0032	0.092*
C8	0.8611 (5)	0.7902 (4)	−0.00595 (19)	0.0603 (11)
C9	0.7322 (5)	0.7823 (4)	0.0331 (2)	0.0647 (12)
H11	0.6246	0.7318	0.0120	0.078*
C10	0.7645 (5)	0.8500 (4)	0.1036 (2)	0.0633 (12)
H12	0.6784	0.8446	0.1305	0.076*
C11	0.0450 (5)	0.4635 (4)	0.5915 (2)	0.0558 (11)
H13	−0.0540	0.4683	0.6115	0.067*
C12	0.3038 (5)	0.5010 (4)	0.5745 (2)	0.0594 (11)
H14	0.4198	0.5364	0.5802	0.071*
C13	0.2501 (5)	0.6260 (3)	0.69190 (19)	0.0439 (9)
C14	0.1375 (5)	0.6350 (4)	0.7392 (2)	0.0592 (11)
H15	0.0265	0.5867	0.7250	0.071*
C15	0.1885 (5)	0.7152 (4)	0.8074 (2)	0.0665 (12)
H16	0.1112	0.7220	0.8389	0.080*
C16	0.3512 (6)	0.7843 (4)	0.82879 (19)	0.0579 (11)
C17	0.4632 (5)	0.7791 (4)	0.7819 (2)	0.0668 (13)
H17	0.5730	0.8292	0.7963	0.080*
C18	0.4138 (5)	0.7001 (4)	0.7134 (2)	0.0657 (12)
H18	0.4902	0.6966	0.6817	0.079*
C19	−0.0374 (4)	0.1979 (3)	0.66556 (19)	0.0474 (10)
H19	−0.1410	0.2029	0.6821	0.057*
C20	0.2307 (5)	0.2255 (3)	0.65901 (19)	0.0497 (10)
H20	0.3497	0.2536	0.6699	0.060*
C21	0.1591 (4)	0.3441 (3)	0.77494 (18)	0.0412 (9)
C22	0.0297 (4)	0.3605 (3)	0.81508 (19)	0.0527 (11)
H21	−0.0833	0.3191	0.7954	0.063*
C23	0.0681 (5)	0.4380 (4)	0.8839 (2)	0.0591 (11)
H22	−0.0194	0.4500	0.9104	0.071*
C24	0.2350 (5)	0.4975 (4)	0.91359 (19)	0.0560 (11)
C25	0.3640 (5)	0.4839 (4)	0.8742 (2)	0.0591 (11)
H23	0.4763	0.5268	0.8941	0.071*
C26	0.3268 (4)	0.4065 (3)	0.80535 (19)	0.0524 (10)
H24	0.4147	0.3961	0.7790	0.063*
H1	0.237 (3)	−0.039 (3)	0.4646 (12)	0.094 (15)*
H2	0.276 (4)	0.058 (3)	0.5303 (14)	0.108 (18)*
H3	0.854 (3)	0.260 (3)	0.4649 (14)	0.108 (18)*
H4	0.809 (4)	0.170 (3)	0.3975 (10)	0.078 (15)*
H5	0.323 (4)	0.287 (3)	0.4580 (14)	0.100 (17)*
H6	0.279 (3)	0.192 (3)	0.3924 (12)	0.085 (15)*

	U11	U22	U33	U12	U13	U23
Fe1	0.0324 (3)	0.0523 (3)	0.0402 (3)	0.0071 (3)	0.0074 (2)	0.0088 (3)
Cl1	0.0811 (9)	0.1224 (11)	0.0619 (7)	0.0147 (8)	0.0189 (6)	−0.0027 (7)
Cl2	0.1116 (11)	0.0920 (9)	0.0594 (7)	0.0173 (8)	0.0104 (7)	−0.0025 (6)
Cl3	0.0801 (8)	0.1053 (10)	0.0563 (7)	−0.0014 (7)	0.0202 (6)	−0.0076 (7)
N1	0.043 (2)	0.057 (2)	0.050 (2)	0.0085 (17)	0.0069 (16)	0.0060 (17)
N2	0.0364 (19)	0.060 (2)	0.050 (2)	0.0120 (16)	0.0093 (16)	0.0124 (18)
N3	0.046 (2)	0.089 (3)	0.051 (2)	0.0173 (19)	0.0071 (18)	0.012 (2)
N4	0.040 (2)	0.072 (2)	0.052 (2)	0.0103 (18)	0.0118 (17)	0.0165 (18)
N5	0.0368 (19)	0.060 (2)	0.048 (2)	0.0127 (17)	0.0119 (17)	0.0190 (17)
N6	0.050 (2)	0.057 (2)	0.059 (2)	0.0136 (18)	0.0077 (18)	0.0059 (18)
N7	0.047 (2)	0.057 (2)	0.062 (2)	0.0009 (18)	0.0069 (18)	0.0117 (19)
N8	0.0355 (19)	0.046 (2)	0.051 (2)	0.0050 (16)	0.0086 (16)	0.0118 (16)
N9	0.0387 (19)	0.052 (2)	0.046 (2)	0.0069 (16)	0.0086 (16)	0.0082 (17)
N10	0.0346 (19)	0.054 (2)	0.0464 (19)	0.0113 (16)	0.0056 (15)	0.0086 (17)
N11	0.0306 (18)	0.0447 (19)	0.0417 (18)	0.0053 (15)	0.0082 (15)	0.0103 (15)
O1	0.0296 (14)	0.0511 (17)	0.0322 (14)	0.0038 (13)	0.0064 (12)	0.0007 (12)
O2	0.0385 (16)	0.0649 (19)	0.0454 (17)	−0.0036 (15)	0.0167 (14)	0.0044 (15)
O3	0.0391 (16)	0.0647 (19)	0.0468 (17)	0.0134 (15)	0.0049 (15)	0.0081 (15)
S1	0.0502 (7)	0.0720 (8)	0.0539 (6)	0.0008 (6)	0.0134 (5)	−0.0062 (6)
S2	0.0481 (7)	0.0740 (8)	0.0474 (6)	−0.0018 (6)	0.0103 (5)	−0.0020 (6)
C1	0.024 (2)	0.050 (3)	0.052 (2)	0.0080 (18)	0.0129 (18)	0.014 (2)
C2	0.026 (2)	0.048 (3)	0.051 (2)	0.0037 (18)	0.0081 (19)	0.009 (2)
C3	0.037 (2)	0.066 (3)	0.060 (3)	0.005 (2)	0.014 (2)	0.022 (2)
C4	0.036 (3)	0.095 (4)	0.060 (3)	0.004 (2)	0.005 (2)	0.019 (3)
C5	0.042 (2)	0.060 (3)	0.046 (2)	0.014 (2)	0.011 (2)	0.019 (2)
C6	0.049 (3)	0.092 (3)	0.055 (3)	−0.002 (2)	0.013 (2)	0.015 (3)
C7	0.055 (3)	0.116 (4)	0.056 (3)	0.007 (3)	0.020 (2)	0.017 (3)
C8	0.060 (3)	0.068 (3)	0.053 (3)	0.016 (2)	0.016 (2)	0.013 (2)
C9	0.048 (3)	0.075 (3)	0.062 (3)	−0.002 (2)	0.014 (2)	0.008 (2)
C10	0.046 (3)	0.077 (3)	0.060 (3)	0.002 (2)	0.016 (2)	0.012 (2)
C11	0.038 (3)	0.060 (3)	0.065 (3)	0.001 (2)	0.013 (2)	0.014 (2)
C12	0.043 (2)	0.066 (3)	0.064 (3)	0.012 (2)	0.015 (2)	0.006 (2)
C13	0.042 (2)	0.046 (2)	0.047 (2)	0.010 (2)	0.011 (2)	0.018 (2)
C14	0.048 (3)	0.062 (3)	0.070 (3)	0.008 (2)	0.019 (2)	0.021 (2)
C15	0.070 (3)	0.072 (3)	0.057 (3)	0.013 (3)	0.024 (2)	0.012 (2)
C16	0.070 (3)	0.054 (3)	0.045 (3)	0.011 (2)	0.008 (2)	0.009 (2)
C17	0.059 (3)	0.069 (3)	0.057 (3)	−0.008 (2)	0.009 (2)	0.002 (2)
C18	0.056 (3)	0.077 (3)	0.060 (3)	−0.002 (2)	0.022 (2)	0.015 (2)
C19	0.027 (2)	0.062 (3)	0.052 (2)	0.004 (2)	0.0068 (19)	0.016 (2)
C20	0.034 (2)	0.060 (3)	0.055 (3)	0.010 (2)	0.018 (2)	0.010 (2)
C21	0.034 (2)	0.046 (2)	0.045 (2)	0.0076 (18)	0.0099 (18)	0.0128 (19)
C22	0.035 (2)	0.066 (3)	0.050 (3)	0.002 (2)	0.011 (2)	0.008 (2)
C23	0.047 (3)	0.072 (3)	0.059 (3)	0.012 (2)	0.023 (2)	0.013 (2)
C24	0.063 (3)	0.055 (3)	0.046 (3)	0.007 (2)	0.013 (2)	0.007 (2)
C25	0.044 (3)	0.068 (3)	0.054 (3)	0.001 (2)	0.011 (2)	0.003 (2)
C26	0.036 (2)	0.065 (3)	0.053 (3)	0.009 (2)	0.016 (2)	0.008 (2)

Fe1—N1	2.086 (3)	S2—C2	1.633 (4)
Fe1—O2	2.100 (2)	C3—H7	0.9300
Fe1—O3	2.102 (3)	C4—H8	0.9300
Fe1—N2	2.107 (3)	C5—C10	1.378 (4)
Fe1—O1i	2.264 (3)	C5—C6	1.387 (4)
Fe1—O1	2.281 (2)	C6—C7	1.383 (5)
Cl1—C8	1.752 (4)	C6—H9	0.9300
Cl2—C16	1.738 (4)	C7—C8	1.362 (5)
Cl3—C24	1.745 (4)	C7—H10	0.9300
N1—C1	1.169 (4)	C8—C9	1.373 (4)
N2—C2	1.162 (4)	C9—C10	1.372 (4)
N3—C4	1.285 (4)	C9—H11	0.9300
N3—N4	1.376 (4)	C10—H12	0.9300
N4—C3	1.305 (4)	C11—H13	0.9300
N5—C4	1.351 (4)	C12—H14	0.9300
N5—C3	1.360 (4)	C13—C14	1.377 (4)
N5—C5	1.432 (4)	C13—C18	1.384 (4)
N6—C12	1.306 (4)	C14—C15	1.380 (4)
N6—N7	1.397 (4)	C14—H15	0.9300
N7—C11	1.298 (4)	C15—C16	1.357 (5)
N8—C12	1.352 (4)	C15—H16	0.9300
N8—C11	1.359 (4)	C16—C17	1.370 (4)
N8—C13	1.428 (4)	C17—C18	1.378 (4)
N9—C20	1.300 (4)	C17—H17	0.9300
N9—N10	1.381 (3)	C18—H18	0.9300
N10—C19	1.296 (4)	C19—H19	0.9300
N11—C19	1.361 (4)	C20—H20	0.9300
N11—C20	1.359 (4)	C21—C26	1.387 (4)
N11—C21	1.429 (4)	C21—C22	1.387 (4)
O1—Fe1i	2.264 (3)	C22—C23	1.374 (4)
O1—H1	0.869 (10)	C22—H21	0.9300
O1—H2	0.880 (10)	C23—C24	1.371 (4)
O2—H3	0.884 (10)	C23—H22	0.9300
O2—H4	0.881 (10)	C24—C25	1.372 (4)
O3—H5	0.885 (10)	C25—C26	1.375 (4)
O3—H6	0.875 (10)	C25—H23	0.9300
S1—C1	1.632 (4)	C26—H24	0.9300
N1—Fe1—O2	90.22 (11)	C8—C7—H10	120.3
N1—Fe1—O3	89.68 (12)	C6—C7—H10	120.3
O2—Fe1—O3	101.01 (10)	C7—C8—C9	121.6 (4)
N1—Fe1—N2	178.33 (12)	C7—C8—Cl1	120.2 (3)
O2—Fe1—N2	89.47 (11)	C9—C8—Cl1	118.2 (3)
O3—Fe1—N2	88.76 (11)	C8—C9—C10	119.0 (4)
N1—Fe1—O1i	90.32 (11)	C8—C9—H11	120.5
O2—Fe1—O1i	89.04 (10)	C10—C9—H11	120.5
O3—Fe1—O1i	169.95 (9)	C9—C10—C5	120.7 (4)
N2—Fe1—O1i	91.32 (11)	C9—C10—H12	119.6
N1—Fe1—O1	89.79 (10)	C5—C10—H12	119.6
O2—Fe1—O1	167.40 (10)	N7—C11—N8	111.9 (3)
O3—Fe1—O1	91.59 (10)	N7—C11—H13	124.0
N2—Fe1—O1	90.87 (10)	N8—C11—H13	124.0
O1i—Fe1—O1	78.36 (9)	N6—C12—N8	111.7 (3)
C1—N1—Fe1	175.9 (3)	N6—C12—H14	124.2
C2—N2—Fe1	172.4 (3)	N8—C12—H14	124.2
C4—N3—N4	107.0 (3)	C14—C13—C18	119.2 (4)
C3—N4—N3	105.8 (3)	C14—C13—N8	120.7 (3)
C4—N5—C3	102.1 (3)	C18—C13—N8	120.1 (3)
C4—N5—C5	129.6 (3)	C15—C14—C13	120.4 (4)
C3—N5—C5	128.4 (3)	C15—C14—H15	119.8
C12—N6—N7	106.4 (3)	C13—C14—H15	119.8
C11—N7—N6	106.3 (3)	C16—C15—C14	120.1 (4)
C12—N8—C11	103.7 (3)	C16—C15—H16	120.0
C12—N8—C13	128.3 (3)	C14—C15—H16	120.0
C11—N8—C13	127.9 (3)	C15—C16—C17	120.2 (4)
C20—N9—N10	106.8 (3)	C15—C16—Cl2	120.3 (3)
C19—N10—N9	106.9 (3)	C17—C16—Cl2	119.4 (3)
C19—N11—C20	103.5 (3)	C16—C17—C18	120.3 (4)
C19—N11—C21	128.0 (3)	C16—C17—H17	119.8
C20—N11—C21	128.5 (3)	C18—C17—H17	119.8
Fe1i—O1—Fe1	101.64 (9)	C17—C18—C13	119.7 (4)
Fe1i—O1—H1	104 (3)	C17—C18—H18	120.1
Fe1—O1—H1	119 (2)	C13—C18—H18	120.1
Fe1i—O1—H2	110 (3)	N10—C19—N11	111.4 (3)
Fe1—O1—H2	114 (2)	N10—C19—H19	124.3
H1—O1—H2	108 (2)	N11—C19—H19	124.3
Fe1—O2—H3	128 (2)	N9—C20—N11	111.3 (3)
Fe1—O2—H4	125 (2)	N9—C20—H20	124.3
H3—O2—H4	106 (2)	N11—C20—H20	124.3
Fe1—O3—H5	119 (3)	C26—C21—C22	119.0 (3)
Fe1—O3—H6	117 (2)	C26—C21—N11	120.8 (3)
H5—O3—H6	106 (2)	C22—C21—N11	120.2 (3)
N1—C1—S1	179.6 (3)	C23—C22—C21	120.1 (3)
N2—C2—S2	179.7 (3)	C23—C22—H21	119.9
N4—C3—N5	112.2 (3)	C21—C22—H21	119.9
N4—C3—H7	123.9	C24—C23—C22	120.2 (4)
N5—C3—H7	123.9	C24—C23—H22	119.9
N3—C4—N5	112.9 (4)	C22—C23—H22	119.9
N3—C4—H8	123.6	C25—C24—C23	120.4 (4)
N5—C4—H8	123.6	C25—C24—Cl3	119.9 (3)
C10—C5—C6	119.4 (4)	C23—C24—Cl3	119.7 (3)
C10—C5—N5	120.8 (3)	C24—C25—C26	119.8 (4)
C6—C5—N5	119.8 (3)	C24—C25—H23	120.1
C5—C6—C7	119.9 (4)	C26—C25—H23	120.1
C5—C6—H9	120.1	C25—C26—C21	120.4 (3)
C7—C6—H9	120.1	C25—C26—H24	119.8
C8—C7—C6	119.4 (4)	C21—C26—H24	119.8

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···N10ii	0.87 (3)	1.97 (3)	2.827 (4)	170 (3)
O1—H2···N9	0.88 (3)	1.94 (3)	2.819 (4)	173 (3)
O2—H3···N7iii	0.88 (3)	1.98 (3)	2.866 (5)	178 (3)
O2—H4···N4iv	0.88 (2)	1.97 (3)	2.853 (4)	175 (3)
O3—H5···N6	0.88 (3)	1.92 (3)	2.802 (4)	174 (3)
O3—H6···N3v	0.88 (2)	1.93 (2)	2.803 (4)	172 (3)
C3—H7···S2vi	0.93	2.72	3.624 (5)	165
C22—H21···S2ii	0.93	2.87	3.736 (5)	156
C11—H13···S1vii	0.93	2.87	3.783 (5)	167

Fe1—N1	2.086 (3)
Fe1—O2	2.100 (2)
Fe1—O3	2.102 (3)
Fe1—N2	2.107 (3)
Fe1—O1i	2.264 (3)
Fe1—O1	2.281 (2)

N1—Fe1—O2	90.22 (11)
N1—Fe1—O3	89.68 (12)
O2—Fe1—O3	101.01 (10)
N1—Fe1—N2	178.33 (12)
O2—Fe1—O1i	89.04 (10)
O3—Fe1—O1i	169.95 (9)
N2—Fe1—O1i	91.32 (11)
O1i—Fe1—O1	78.36 (9)
Fe1i—O1—Fe1	101.64 (9)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1⋯N10ii	0.87 (3)	1.97 (3)	2.827 (4)	170 (3)
O1—H2⋯N9	0.88 (3)	1.94 (3)	2.819 (4)	173 (3)
O2—H3⋯N7iii	0.88 (3)	1.98 (3)	2.866 (5)	178 (3)
O2—H4⋯N4iv	0.88 (2)	1.97 (3)	2.853 (4)	175 (3)
O3—H5⋯N6	0.88 (3)	1.92 (3)	2.802 (4)	174 (3)
O3—H6⋯N3v	0.88 (2)	1.93 (2)	2.803 (4)	172 (3)
C3—H7⋯S2vi	0.93	2.72	3.624 (5)	165
C22—H21⋯S2ii	0.93	2.87	3.736 (5)	156
C11—H13⋯S1vii	0.93	2.87	3.783 (5)	167

Symmetry codes: (ii) ; (iii) ; (iv) ; (v) ; (vi) ; (vii) .