The monoclinic form of di-μ-aqua-bis-[diaqua-bis-(thio-cyanato-κN)iron(II)]-1,4-bis-(4H-1,2,4-triazol-4-yl)benzene (1/3).

The title complex, [Fe(2)(NCS)(4)(H(2)O)(6)]·3C(10)H(8)N(6), comprises two Fe(II) atoms octahedrally coordinated and bridged by two aqua O atoms that straddle a crystallographic inversion center, forming a quadrilateral core. The water ligands of the core are involved in hydrogen bonds with the triazole N atoms of the organic mol-ecules, which generates a layer motif in the ab plane. There are π-π stacking inter-actions between benzene rings of 3.490 (6) Å, and between triazole rings of 3.543 (8) and 3.734 (7) Å in neighboring layers, forming a three-dimensional network.

Related literature

For details of compounds containing similar diiron centers, see: Hsu et al. (1999 ▶); Zheng et al. (1999 ▶); MacMurdo et al. (2000 ▶); Yoon et al. (2004 ▶). For information on multicomponent di­oxy­gen dependent enzymes including toluene monooxygenase, see: Sazinsky et al. (2004 ▶), and for those that include the R 2 subunit of ribonucleotide reductase, see: Nordlund & Eklund (1993 ▶); Stubbe & Van der Donk (1998 ▶). For the triclinic form of the title compound, see: Yang et al. (2012 ▶).

Experimental

Crystal data

[Fe2(NCS)4(H2O)6]·3C10H8N6

M = 1088.79

Monoclinic,

a = 7.828 (2) Å

b = 14.198 (4) Å

c = 19.846 (5) Å

β = 97.212 (4)°

V = 2188.3 (10) Å3

Z = 2

Mo Kα radiation

μ = 0.93 mm−1

T = 173 K

0.18 × 0.17 × 0.16 mm

Data collection

Bruker APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.851, T max = 0.866

10801 measured reflections

3865 independent reflections

2796 reflections with I > 2σ(I)

R int = 0.058

Refinement

R[F 2 > 2σ(F 2)] = 0.050

wR(F 2) = 0.132

S = 1.04

3865 reflections

309 parameters

1 restraint

H-atom parameters constrained

Δρmax = 0.89 e Å−3

Δρmin = −0.56 e Å−3

Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); 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 ▶) and DIAMOND (Brandenburg, 1999 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S160053681202613X/pk2413sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S160053681202613X/pk2413Isup2.hkl

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

[Fe2(NCS)4(H2O)6]·3C10H8N6	F(000) = 1116
Mr = 1088.79	Dx = 1.652 Mg m−3
Monoclinic, P2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yc	Cell parameters from 2057 reflections
a = 7.828 (2) Å	θ = 2.5–27.8°
b = 14.198 (4) Å	µ = 0.93 mm−1
c = 19.846 (5) Å	T = 173 K
β = 97.212 (4)°	Block, colourless
V = 2188.3 (10) Å3	0.18 × 0.17 × 0.16 mm
Z = 2

Bruker APEXII CCD diffractometer	3865 independent reflections
Radiation source: fine-focus sealed tube	2796 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.058
φ and ω scans	θmax = 25.0°, θmin = 1.4°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −8→9
Tmin = 0.851, Tmax = 0.866	k = −16→16
10801 measured reflections	l = −21→23

Refinement on F2	1 restraint
Least-squares matrix: full	H-atom parameters constrained
R[F2 > 2σ(F2)] = 0.050	w = 1/[σ2(Fo2) + (0.0585P)2 + 0.4735P] where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.132	(Δ/σ)max < 0.001
S = 1.04	Δρmax = 0.89 e Å−3
3865 reflections	Δρmin = −0.56 e Å−3
309 parameters

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	0.05963 (6)	0.16467 (3)	0.33793 (2)	0.01446 (18)
S1	0.05329 (11)	0.50871 (6)	0.35618 (5)	0.0211 (2)
S2	0.05068 (11)	−0.17806 (6)	0.35648 (5)	0.0203 (2)
O1	0.3101 (3)	0.16590 (15)	0.39010 (12)	0.0196 (5)
H1A	0.3708	0.2145	0.3972	0.029*
H1B	0.3752	0.1195	0.3998	0.029*
O2	0.1789 (3)	0.16476 (14)	0.24007 (11)	0.0161 (5)
H2A	0.2438	0.2119	0.2407	0.024*
H2B	0.2417	0.1169	0.2393	0.024*
O3	−0.0890 (3)	0.16644 (15)	0.41931 (12)	0.0203 (5)
H3A	−0.1473	0.2146	0.4255	0.030*
H3B	−0.1482	0.1196	0.4278	0.030*
N1	0.3789 (4)	0.47023 (19)	0.06694 (14)	0.0183 (7)
N2	0.2966 (4)	0.3219 (2)	0.06431 (16)	0.0258 (7)
N3	0.4698 (4)	0.3241 (2)	0.08670 (14)	0.0202 (7)
N4	0.3743 (4)	0.8658 (2)	0.05758 (14)	0.0174 (7)
N5	0.2863 (4)	1.0131 (2)	0.05359 (15)	0.0224 (7)
N6	0.4616 (4)	1.0122 (2)	0.07812 (14)	0.0209 (7)
N7	0.5000	0.8633 (3)	0.2500	0.0154 (9)
N8	0.4102 (4)	1.0106 (2)	0.24412 (14)	0.0214 (7)
N9	0.5000	0.4665 (3)	0.2500	0.0145 (9)
N10	0.4106 (4)	0.31863 (18)	0.24409 (14)	0.0168 (6)
N11	0.0567 (4)	0.3124 (2)	0.33920 (14)	0.0183 (7)
N12	0.0565 (4)	0.0182 (2)	0.34003 (14)	0.0196 (7)
C1	0.2475 (5)	0.4088 (3)	0.05327 (19)	0.0261 (9)
H1	0.1326	0.4268	0.0374	0.031*
C2	0.5163 (5)	0.4124 (3)	0.08729 (17)	0.0216 (9)
H2	0.6307	0.4339	0.1002	0.026*
C3	0.3775 (4)	0.5706 (2)	0.06257 (17)	0.0169 (8)
C4	0.2300 (5)	0.6193 (3)	0.03582 (18)	0.0198 (8)
H4	0.1292	0.5851	0.0193	0.024*
C5	0.2278 (5)	0.7155 (2)	0.03294 (18)	0.0187 (8)
H5	0.1260	0.7478	0.0147	0.022*
C6	0.3744 (4)	0.7656 (2)	0.05673 (17)	0.0158 (8)
C7	0.5252 (4)	0.7171 (3)	0.08215 (17)	0.0194 (8)
H7	0.6272	0.7513	0.0972	0.023*
C8	0.5258 (4)	0.6211 (2)	0.08527 (17)	0.0170 (8)
H8	0.6278	0.5887	0.1030	0.020*
C9	0.2403 (5)	0.9256 (2)	0.04204 (18)	0.0212 (8)
H9	0.1269	0.9063	0.0249	0.025*
C10	0.5096 (5)	0.9249 (2)	0.07933 (17)	0.0201 (8)
H10	0.6239	0.9043	0.0934	0.024*
C11	0.3611 (5)	0.9233 (2)	0.24117 (18)	0.0207 (8)
H11	0.2443	0.9034	0.2339	0.025*
C12	0.5000	0.7624 (3)	0.2500	0.0139 (10)
C13	0.3455 (4)	0.7139 (2)	0.23747 (16)	0.0151 (8)
H13	0.2401	0.7475	0.2290	0.018*
C14	0.3453 (4)	0.6164 (2)	0.23733 (17)	0.0178 (8)
H14	0.2396	0.5830	0.2286	0.021*
C15	0.5000	0.5672 (3)	0.2500	0.0161 (11)
C16	0.3622 (5)	0.4059 (2)	0.24096 (18)	0.0199 (8)
H16	0.2454	0.4256	0.2333	0.024*
C17	0.0552 (4)	0.3932 (2)	0.34653 (17)	0.0155 (8)
C18	0.0545 (4)	−0.0633 (2)	0.34701 (17)	0.0159 (8)

	U11	U22	U33	U12	U13	U23
Fe1	0.0105 (3)	0.0110 (3)	0.0222 (3)	0.0003 (2)	0.0035 (2)	−0.0001 (2)
S1	0.0128 (5)	0.0146 (5)	0.0355 (5)	0.0013 (4)	0.0016 (4)	−0.0022 (4)
S2	0.0134 (5)	0.0110 (5)	0.0363 (6)	−0.0011 (4)	0.0024 (4)	0.0023 (4)
O1	0.0137 (12)	0.0117 (12)	0.0329 (14)	0.0002 (10)	0.0011 (10)	0.0002 (10)
O2	0.0116 (11)	0.0094 (12)	0.0273 (13)	0.0001 (10)	0.0027 (10)	0.0005 (10)
O3	0.0154 (12)	0.0151 (13)	0.0318 (14)	−0.0017 (10)	0.0087 (10)	−0.0010 (10)
N1	0.0179 (16)	0.0148 (16)	0.0220 (16)	0.0038 (13)	0.0017 (13)	0.0006 (12)
N2	0.0175 (17)	0.0259 (19)	0.0356 (19)	−0.0038 (15)	0.0096 (14)	−0.0005 (15)
N3	0.0170 (16)	0.0218 (18)	0.0219 (16)	0.0009 (14)	0.0032 (13)	0.0026 (13)
N4	0.0153 (16)	0.0153 (15)	0.0220 (16)	−0.0004 (12)	0.0045 (13)	−0.0010 (12)
N5	0.0171 (16)	0.0194 (18)	0.0322 (18)	−0.0028 (14)	0.0088 (13)	−0.0003 (14)
N6	0.0216 (17)	0.0161 (17)	0.0254 (17)	−0.0034 (14)	0.0043 (13)	−0.0040 (13)
N7	0.010 (2)	0.009 (2)	0.027 (2)	0.000	0.0032 (17)	0.000
N8	0.0170 (15)	0.0242 (18)	0.0238 (16)	0.0008 (14)	0.0055 (13)	−0.0015 (14)
N9	0.012 (2)	0.015 (2)	0.017 (2)	0.000	0.0041 (16)	0.000
N10	0.0179 (15)	0.0117 (16)	0.0218 (16)	−0.0027 (12)	0.0062 (13)	−0.0014 (12)
N11	0.0131 (16)	0.0175 (18)	0.0251 (17)	0.0012 (12)	0.0056 (12)	−0.0001 (12)
N12	0.0148 (16)	0.0166 (18)	0.0276 (17)	−0.0017 (13)	0.0041 (13)	−0.0012 (13)
C1	0.016 (2)	0.026 (2)	0.037 (2)	0.0022 (17)	0.0070 (17)	0.0015 (17)
C2	0.018 (2)	0.025 (2)	0.022 (2)	0.0054 (16)	0.0028 (16)	0.0033 (16)
C3	0.0150 (19)	0.0174 (19)	0.0188 (19)	0.0012 (15)	0.0036 (15)	0.0013 (14)
C4	0.0099 (19)	0.023 (2)	0.026 (2)	−0.0004 (15)	0.0001 (15)	−0.0012 (16)
C5	0.0122 (19)	0.0158 (19)	0.028 (2)	0.0026 (15)	0.0010 (15)	0.0012 (15)
C6	0.0147 (19)	0.0156 (19)	0.0179 (18)	−0.0023 (14)	0.0055 (14)	−0.0029 (14)
C7	0.0107 (19)	0.026 (2)	0.0211 (19)	−0.0022 (15)	0.0005 (15)	−0.0027 (16)
C8	0.0112 (19)	0.021 (2)	0.0188 (19)	0.0020 (15)	0.0032 (15)	0.0015 (15)
C9	0.0134 (19)	0.020 (2)	0.031 (2)	−0.0017 (16)	0.0069 (16)	−0.0036 (16)
C10	0.017 (2)	0.019 (2)	0.025 (2)	−0.0038 (15)	0.0042 (16)	−0.0002 (15)
C11	0.018 (2)	0.020 (2)	0.025 (2)	−0.0030 (16)	0.0054 (16)	−0.0005 (15)
C12	0.014 (3)	0.013 (3)	0.015 (2)	0.000	0.005 (2)	0.000
C13	0.0118 (19)	0.0142 (19)	0.0195 (19)	0.0029 (14)	0.0034 (14)	0.0013 (14)
C14	0.0100 (19)	0.021 (2)	0.023 (2)	0.0008 (15)	0.0021 (15)	−0.0005 (15)
C15	0.017 (3)	0.015 (3)	0.016 (3)	0.000	0.004 (2)	0.000
C16	0.0164 (19)	0.021 (2)	0.022 (2)	−0.0039 (16)	0.0032 (15)	−0.0008 (15)
C17	0.0083 (18)	0.016 (2)	0.0226 (19)	−0.0017 (14)	0.0019 (14)	0.0054 (15)
C18	0.0075 (17)	0.022 (2)	0.0189 (19)	−0.0007 (15)	0.0021 (14)	−0.0040 (15)

Fe1—N12	2.080 (3)	N8—N8ii	1.396 (6)
Fe1—N11	2.098 (3)	N9—C16ii	1.374 (4)
Fe1—O1	2.099 (2)	N9—C16	1.374 (4)
Fe1—O3	2.106 (2)	N9—C15	1.430 (6)
Fe1—O2	2.258 (2)	N10—C16	1.294 (4)
Fe1—O2i	2.271 (2)	N10—N10ii	1.390 (6)
S1—C17	1.652 (4)	N11—C17	1.156 (4)
S2—C18	1.641 (4)	N12—C18	1.166 (4)
O1—H1A	0.8400	C1—H1	0.9500
O1—H1B	0.8400	C2—H2	0.9500
O2—Fe1i	2.271 (2)	C3—C8	1.390 (5)
O2—H2A	0.8401	C3—C4	1.392 (5)
O2—H2B	0.8401	C4—C5	1.367 (5)
O3—H3A	0.8399	C4—H4	0.9500
O3—H3B	0.8400	C5—C6	1.382 (5)
N1—C1	1.350 (4)	C5—H5	0.9500
N1—C2	1.373 (4)	C6—C7	1.405 (5)
N1—C3	1.428 (4)	C7—C8	1.364 (5)
N2—C1	1.303 (4)	C7—H7	0.9500
N2—N3	1.373 (4)	C8—H8	0.9500
N3—C2	1.304 (4)	C9—H9	0.9500
N4—C9	1.355 (4)	C10—H10	0.9500
N4—C10	1.378 (4)	C11—H11	0.9500
N4—C6	1.423 (4)	C12—C13	1.387 (4)
N5—C9	1.306 (4)	C12—C13ii	1.387 (4)
N5—N6	1.397 (4)	C13—C14	1.385 (5)
N6—C10	1.295 (4)	C13—H13	0.9500
N7—C11ii	1.376 (4)	C14—C15	1.393 (4)
N7—C11	1.376 (4)	C14—H14	0.9500
N7—C12	1.432 (6)	C15—C14ii	1.393 (4)
N8—C11	1.296 (4)	C16—H16	0.9500
N12—Fe1—N11	177.62 (11)	N1—C1—H1	123.9
N12—Fe1—O1	90.63 (10)	N3—C2—N1	111.4 (3)
N11—Fe1—O1	89.82 (10)	N3—C2—H2	124.3
N12—Fe1—O3	89.29 (10)	N1—C2—H2	124.3
N11—Fe1—O3	88.33 (10)	C8—C3—C4	119.1 (3)
O1—Fe1—O3	101.16 (9)	C8—C3—N1	119.7 (3)
N12—Fe1—O2	91.43 (9)	C4—C3—N1	121.2 (3)
N11—Fe1—O2	90.93 (9)	C5—C4—C3	121.2 (3)
O1—Fe1—O2	87.86 (9)	C5—C4—H4	119.4
O3—Fe1—O2	170.94 (8)	C3—C4—H4	119.4
N12—Fe1—O2i	90.20 (9)	C4—C5—C6	119.6 (3)
N11—Fe1—O2i	89.90 (9)	C4—C5—H5	120.2
O1—Fe1—O2i	166.73 (9)	C6—C5—H5	120.2
O3—Fe1—O2i	92.09 (9)	C5—C6—C7	119.7 (3)
O2—Fe1—O2i	78.88 (9)	C5—C6—N4	121.1 (3)
Fe1—O1—H1A	124.3	C7—C6—N4	119.1 (3)
Fe1—O1—H1B	127.5	C8—C7—C6	120.2 (3)
H1A—O1—H1B	107.0	C8—C7—H7	119.9
Fe1—O2—Fe1i	101.12 (9)	C6—C7—H7	119.9
Fe1—O2—H2A	107.6	C7—C8—C3	120.2 (3)
Fe1i—O2—H2A	117.0	C7—C8—H8	119.9
Fe1—O2—H2B	108.7	C3—C8—H8	119.9
Fe1i—O2—H2B	114.9	N5—C9—N4	111.5 (3)
H2A—O2—H2B	106.9	N5—C9—H9	124.2
Fe1—O3—H3A	119.0	N4—C9—H9	124.2
Fe1—O3—H3B	121.1	N6—C10—N4	111.6 (3)
H3A—O3—H3B	107.0	N6—C10—H10	124.2
C1—N1—C2	102.8 (3)	N4—C10—H10	124.2
C1—N1—C3	129.3 (3)	N8—C11—N7	111.2 (3)
C2—N1—C3	127.9 (3)	N8—C11—H11	124.4
C1—N2—N3	106.9 (3)	N7—C11—H11	124.4
C2—N3—N2	106.8 (3)	C13—C12—C13ii	120.5 (4)
C9—N4—C10	103.4 (3)	C13—C12—N7	119.8 (2)
C9—N4—C6	128.7 (3)	C13ii—C12—N7	119.8 (2)
C10—N4—C6	127.7 (3)	C14—C13—C12	119.9 (3)
C9—N5—N6	106.9 (3)	C14—C13—H13	120.1
C10—N6—N5	106.6 (3)	C12—C13—H13	120.1
C11ii—N7—C11	103.4 (4)	C13—C14—C15	120.0 (4)
C11ii—N7—C12	128.3 (2)	C13—C14—H14	120.0
C11—N7—C12	128.3 (2)	C15—C14—H14	120.0
C11—N8—N8ii	107.1 (2)	C14—C15—C14ii	119.9 (5)
C16ii—N9—C16	102.4 (4)	C14—C15—N9	120.1 (2)
C16ii—N9—C15	128.8 (2)	C14ii—C15—N9	120.1 (2)
C16—N9—C15	128.8 (2)	N10—C16—N9	111.9 (3)
C16—N10—N10ii	106.9 (2)	N10—C16—H16	124.0
C17—N11—Fe1	173.5 (3)	N9—C16—H16	124.0
C18—N12—Fe1	174.3 (3)	N11—C17—S1	179.4 (3)
N2—C1—N1	112.2 (3)	N12—C18—S2	179.7 (4)
N2—C1—H1	123.9
N12—Fe1—O2—Fe1i	89.86 (10)	C9—N4—C6—C7	−172.9 (3)
N11—Fe1—O2—Fe1i	−89.78 (10)	C10—N4—C6—C7	1.9 (5)
O1—Fe1—O2—Fe1i	−179.56 (9)	C5—C6—C7—C8	−2.0 (5)
O3—Fe1—O2—Fe1i	−4.6 (6)	N4—C6—C7—C8	176.5 (3)
O2i—Fe1—O2—Fe1i	−0.06 (11)	C6—C7—C8—C3	0.7 (5)
C1—N2—N3—C2	−0.6 (4)	C4—C3—C8—C7	0.9 (5)
C9—N5—N6—C10	0.4 (4)	N1—C3—C8—C7	−179.1 (3)
N12—Fe1—N11—C17	33 (4)	N6—N5—C9—N4	0.2 (4)
O1—Fe1—N11—C17	−67 (2)	C10—N4—C9—N5	−0.7 (4)
O3—Fe1—N11—C17	34 (2)	C6—N4—C9—N5	175.1 (3)
O2—Fe1—N11—C17	−155 (2)	N5—N6—C10—N4	−0.8 (4)
O2i—Fe1—N11—C17	126 (2)	C9—N4—C10—N6	0.9 (4)
N11—Fe1—N12—C18	−32 (5)	C6—N4—C10—N6	−174.9 (3)
O1—Fe1—N12—C18	69 (3)	N8ii—N8—C11—N7	−0.4 (4)
O3—Fe1—N12—C18	−32 (3)	C11ii—N7—C11—N8	0.16 (17)
O2—Fe1—N12—C18	157 (3)	C12—N7—C11—N8	−179.84 (17)
O2i—Fe1—N12—C18	−124 (3)	C11ii—N7—C12—C13	−177.4 (2)
N3—N2—C1—N1	0.1 (4)	C11—N7—C12—C13	2.6 (2)
C2—N1—C1—N2	0.4 (4)	C11ii—N7—C12—C13ii	2.6 (2)
C3—N1—C1—N2	−178.8 (3)	C11—N7—C12—C13ii	−177.4 (2)
N2—N3—C2—N1	1.0 (4)	C13ii—C12—C13—C14	−0.1 (2)
C1—N1—C2—N3	−0.9 (4)	N7—C12—C13—C14	179.9 (2)
C3—N1—C2—N3	178.4 (3)	C12—C13—C14—C15	0.2 (4)
C1—N1—C3—C8	174.0 (3)	C13—C14—C15—C14ii	−0.1 (2)
C2—N1—C3—C8	−5.0 (5)	C13—C14—C15—N9	179.9 (2)
C1—N1—C3—C4	−6.1 (6)	C16ii—N9—C15—C14	177.6 (3)
C2—N1—C3—C4	174.9 (3)	C16—N9—C15—C14	−2.4 (3)
C8—C3—C4—C5	−1.4 (5)	C16ii—N9—C15—C14ii	−2.4 (3)
N1—C3—C4—C5	178.6 (3)	C16—N9—C15—C14ii	177.6 (3)
C3—C4—C5—C6	0.2 (5)	N10ii—N10—C16—N9	0.1 (4)
C4—C5—C6—C7	1.5 (5)	C16ii—N9—C16—N10	−0.04 (17)
C4—C5—C6—N4	−176.9 (3)	C15—N9—C16—N10	179.96 (17)
C9—N4—C6—C5	5.5 (5)	Fe1—N11—C17—S1	176 (100)
C10—N4—C6—C5	−179.7 (3)	Fe1—N12—C18—S2	126 (70)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1A···N3ii	0.84	2.00	2.833 (4)	176
O1—H1B···N6iii	0.84	2.00	2.841 (4)	178
O2—H2A···N10	0.84	2.00	2.834 (3)	176
O2—H2B···N8iv	0.84	2.00	2.836 (4)	174
O3—H3A···N2i	0.84	1.95	2.784 (4)	176
O3—H3B···N5v	0.84	1.92	2.761 (4)	179

Table 1

Selected bond lengths (Å)

Fe1—N12	2.080 (3)
Fe1—N11	2.098 (3)
Fe1—O1	2.099 (2)
Fe1—O3	2.106 (2)
Fe1—O2	2.258 (2)
Fe1—O2i	2.271 (2)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1A⋯N3ii	0.84	2.00	2.833 (4)	176
O1—H1B⋯N6iii	0.84	2.00	2.841 (4)	178
O2—H2A⋯N10	0.84	2.00	2.834 (3)	176
O2—H2B⋯N8iv	0.84	2.00	2.836 (4)	174
O3—H3A⋯N2i	0.84	1.95	2.784 (4)	176
O3—H3B⋯N5v	0.84	1.92	2.761 (4)	179

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) .