μ-Oxo-κ²O:O-bis­[bis­(1,10-phenanthroline-κ²N,N′)(sulfato-κO)iron(III)] octa­hydrate

In the crystal structure of the title binuclear iron(III) complex, [FeO(SO₄)₂(C₁₂H₈N₂)₄]·8H₂O, the Fe atoms are connected by an O atom, which lies on a twofold axis. Each Fe atom is also coordinated by four N atoms of two 1,10-phenanthroline ligands and one O atom of a sulfate ion, resulting in a distorted octa­hedral geometry. The Fe...Fe separation is 3.5552 (21) Å and the Fe—O—Fe bridge angle is 172.81 (12)°. The crystal packing is stabilized by a network of O—H...O hydrogen bonds.

Key indicators

• Single-crystal X-ray study
• T = 296 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.037
• wR factor = 0.116
• Data-to-parameter ratio = 16.5

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT417_ALERT_2_B Short Inter D-H..H-D       H6A    ..  H9A     ..       1.99 Ang.

Alert level C
ABSTM02_ALERT_3_C  The ratio of expected to reported Tmax/Tmin(RR') is < 0.90
            Tmin and Tmax reported:      0.610     0.928
            Tmin' and Tmax expected:      0.794     0.928
            RR' =      0.768
            Please check that your absorption correction is appropriate.
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large .............       0.76
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density ....       2.23
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Fe1    -   N2      ..       5.92 su
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         O2
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         S1
PLAT417_ALERT_2_C Short Inter D-H..H-D       H6B    ..  H8A     ..       2.11 Ang.

   0 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
   8 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   6 ALERT type 2 Indicator that the structure model may be wrong or deficient
   2 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: PROCESS-AUTO (Rigaku Corporation, 1998); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997) and ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97 and CrystalStructure.

µ-Oxo-κ²O:O-bis[bis(1,10-phenanthroline-κ²N,N')(sulfato-κO)iron(III)] octahydrate

Crystal data

[Fe2O(SO4)2(C12H8N2)4]·8H2O	F(000) = 2448
Mr = 1184.78	Dx = 1.573 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.7107 Å
Hall symbol: -C 2yc	Cell parameters from 19250 reflections
a = 21.645 (8) Å	θ = 3.1–27.5°
b = 14.15 (1) Å	µ = 0.75 mm^−1
c = 16.48 (1) Å	T = 296 K
β = 97.51 (3)°	Platelet, red
V = 5004 (5) Å^3	0.30 × 0.30 × 0.10 mm
Z = 4

Data collection

Rigaku R-AXIS RAPID diffractometer	4674 reflections with F^2 > 2σ(F^2)
Detector resolution: 10 pixels mm^-1	Rint = 0.028
ω scans	θmax = 27.5°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −28→27
Tmin = 0.610, Tmax = 0.928	k = −16→18
24059 measured reflections	l = −21→21
5762 independent reflections

Refinement

Refinement on F	H-atom parameters constrained
R[F^2 > 2σ(F^2)] = 0.037	w = 1/[σ^2(Fo^2) + (0.0707P)^2] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.116	(Δ/σ)max < 0.001
S = 1.12	Δρmax = 0.72 e Å^−3
5746 reflections	Δρmin = −0.32 e Å^−3
348 parameters

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 using reflections with F² > 3.0 σ(F²). The weighted R-factor(wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F² > 2.0 σ(F²) is used only for calculating R-factor (gt).

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

	x	y	z	Uiso*/Ueq
Fe1	0.448197 (11)	0.235241 (19)	0.156925 (16)	0.02674 (10)
S1	0.33439 (2)	0.07580 (4)	0.16860 (3)	0.03617 (14)
N1	0.50709 (7)	0.15796 (11)	0.08668 (10)	0.0316 (4)
N2	0.39983 (8)	0.24332 (12)	0.02855 (11)	0.0361 (4)
N3	0.38934 (7)	0.34715 (12)	0.19106 (11)	0.0349 (4)
N4	0.49446 (7)	0.36811 (12)	0.12191 (10)	0.0330 (4)
C1	0.55980 (9)	0.11569 (15)	0.11758 (13)	0.0379 (5)
H1	0.5724	0.1188	0.1737	0.045*
C2	0.59674 (10)	0.06677 (16)	0.06834 (16)	0.0467 (6)
H2	0.6334	0.0378	0.0918	0.056*
C3	0.57940 (10)	0.06134 (16)	−0.01335 (16)	0.0483 (6)
H3	0.6041	0.0290	−0.0463	0.058*
C4	0.52396 (10)	0.10473 (16)	−0.04812 (13)	0.0414 (5)
C5	0.48887 (9)	0.15285 (14)	0.00502 (12)	0.0335 (4)
C6	0.50031 (13)	0.10071 (19)	−0.13326 (15)	0.0555 (6)
H6	0.5234	0.0704	−0.1693	0.067*
C7	0.44525 (13)	0.1399 (2)	−0.16210 (14)	0.0569 (7)
H7	0.4307	0.1351	−0.2176	0.068*
C8	0.43076 (9)	0.19677 (15)	−0.02613 (12)	0.0361 (4)
C9	0.40845 (11)	0.18881 (17)	−0.10965 (13)	0.0468 (5)
C10	0.35023 (12)	0.2316 (2)	−0.13589 (16)	0.0586 (7)
H10	0.3332	0.2282	−0.1906	0.070*
C11	0.31907 (12)	0.2776 (2)	−0.08130 (18)	0.0627 (8)
H11	0.2806	0.3053	−0.0983	0.075*
C12	0.34557 (10)	0.28289 (19)	0.00071 (16)	0.0503 (6)
H12	0.3242	0.3156	0.0373	0.060*
C13	0.33782 (9)	0.33558 (17)	0.22652 (16)	0.0476 (6)
H13	0.3239	0.2746	0.2349	0.057*
C14	0.30446 (10)	0.4118 (2)	0.25121 (18)	0.0592 (7)
H14	0.2686	0.4013	0.2753	0.071*
C15	0.32394 (10)	0.50133 (19)	0.24034 (16)	0.0558 (7)
H15	0.3018	0.5523	0.2574	0.067*
C16	0.37786 (10)	0.51648 (16)	0.20316 (14)	0.0440 (5)
C17	0.40940 (9)	0.43640 (14)	0.17970 (12)	0.0345 (4)
C18	0.40167 (12)	0.60826 (17)	0.18858 (17)	0.0570 (7)
H18	0.3807	0.6616	0.2035	0.068*
C19	0.45428 (12)	0.61850 (17)	0.15343 (16)	0.0566 (7)
H19	0.4686	0.6790	0.1440	0.068*
C20	0.46562 (9)	0.44764 (14)	0.14281 (12)	0.0328 (4)
C21	0.48838 (10)	0.53868 (16)	0.13038 (14)	0.0429 (5)
C22	0.54391 (11)	0.54478 (17)	0.09527 (15)	0.0506 (6)
H22	0.5607	0.6037	0.0858	0.061*
C23	0.57324 (11)	0.46508 (18)	0.07511 (15)	0.0498 (6)
H23	0.6103	0.4688	0.0524	0.060*
C24	0.54687 (9)	0.37721 (16)	0.08908 (13)	0.0404 (5)
H24	0.5670	0.3228	0.0747	0.048*
O1	0.5000	0.22734 (14)	0.2500	0.0327 (4)
O2	0.39301 (6)	0.13249 (12)	0.17751 (10)	0.0480 (4)
O3	0.30950 (9)	0.07463 (16)	0.08207 (12)	0.0716 (6)
O4	0.29129 (8)	0.12199 (14)	0.21557 (12)	0.0662 (5)
O5	0.35047 (10)	−0.01839 (14)	0.19729 (14)	0.0755 (6)
O6	0.65923 (10)	0.27704 (16)	0.01107 (14)	0.0785 (6)
H6A	0.6823	0.3352	0.0144	0.118*
H6B	0.6817	0.2517	0.0621	0.118*
O7	0.33012 (10)	0.80290 (14)	0.14348 (13)	0.0800 (6)
H7A	0.3356	0.8059	0.0878	0.120*
H7B	0.3302	0.8670	0.1569	0.120*
O8	0.26628 (9)	0.17109 (16)	0.36922 (12)	0.0776 (6)
H8A	0.2407	0.2220	0.3499	0.116*
H8B	0.2818	0.1517	0.3214	0.116*
O9	0.71972 (11)	0.45814 (19)	−0.01203 (15)	0.0986 (8)
H9A	0.7332	0.4198	−0.0469	0.148*
H9B	0.7507	0.4852	0.0306	0.148*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Fe1	0.02583 (15)	0.02842 (17)	0.02706 (16)	0.00099 (10)	0.00752 (11)	−0.00065 (10)
S1	0.0329 (2)	0.0355 (3)	0.0412 (3)	−0.00635 (19)	0.0092 (2)	−0.0055 (2)
N1	0.0323 (8)	0.0320 (9)	0.0318 (8)	0.0010 (6)	0.0089 (6)	−0.0042 (7)
N2	0.0327 (8)	0.0392 (10)	0.0360 (9)	0.0005 (7)	0.0036 (7)	0.0019 (7)
N3	0.0314 (8)	0.0341 (9)	0.0411 (9)	0.0030 (7)	0.0112 (7)	−0.0027 (7)
N4	0.0342 (8)	0.0319 (9)	0.0341 (9)	−0.0002 (6)	0.0086 (7)	0.0027 (7)
C1	0.0341 (10)	0.0379 (12)	0.0419 (11)	0.0039 (8)	0.0059 (8)	−0.0031 (9)
C2	0.0359 (10)	0.0409 (13)	0.0655 (16)	0.0046 (9)	0.0148 (10)	−0.0056 (11)
C3	0.0517 (12)	0.0399 (13)	0.0593 (15)	−0.0017 (10)	0.0302 (11)	−0.0097 (11)
C4	0.0523 (12)	0.0355 (12)	0.0405 (12)	−0.0083 (9)	0.0215 (10)	−0.0070 (9)
C5	0.0391 (10)	0.0305 (10)	0.0326 (10)	−0.0070 (8)	0.0113 (8)	−0.0013 (8)
C6	0.0783 (17)	0.0548 (15)	0.0377 (12)	−0.0127 (13)	0.0243 (12)	−0.0094 (11)
C7	0.0822 (18)	0.0607 (17)	0.0292 (11)	−0.0199 (14)	0.0122 (11)	−0.0073 (11)
C8	0.0410 (10)	0.0350 (11)	0.0330 (10)	−0.0079 (8)	0.0069 (8)	0.0012 (9)
C9	0.0581 (13)	0.0462 (14)	0.0350 (11)	−0.0157 (11)	0.0014 (10)	0.0039 (10)
C10	0.0607 (16)	0.0711 (18)	0.0401 (13)	−0.0165 (13)	−0.0085 (12)	0.0099 (12)
C11	0.0408 (13)	0.080 (2)	0.0618 (17)	−0.0010 (12)	−0.0122 (12)	0.0198 (15)
C12	0.0366 (11)	0.0614 (16)	0.0525 (14)	0.0024 (10)	0.0039 (10)	0.0064 (12)
C13	0.0385 (11)	0.0454 (13)	0.0630 (15)	−0.0012 (9)	0.0216 (10)	−0.0086 (11)
C14	0.0372 (11)	0.0631 (18)	0.082 (2)	0.0068 (11)	0.0257 (12)	−0.0130 (15)
C15	0.0450 (12)	0.0544 (16)	0.0687 (17)	0.0204 (11)	0.0101 (11)	−0.0133 (13)
C16	0.0452 (11)	0.0373 (12)	0.0487 (13)	0.0125 (9)	0.0036 (10)	−0.0044 (10)
C17	0.0357 (9)	0.0328 (11)	0.0341 (10)	0.0063 (8)	0.0013 (8)	−0.0012 (8)
C18	0.0664 (15)	0.0302 (12)	0.0734 (17)	0.0130 (11)	0.0051 (13)	−0.0060 (12)
C19	0.0765 (17)	0.0261 (12)	0.0656 (17)	0.0011 (11)	0.0035 (14)	0.0031 (11)
C20	0.0361 (9)	0.0308 (10)	0.0306 (10)	0.0003 (8)	0.0005 (8)	0.0030 (8)
C21	0.0515 (12)	0.0344 (11)	0.0412 (12)	−0.0040 (9)	−0.0003 (10)	0.0047 (9)
C22	0.0590 (14)	0.0398 (13)	0.0522 (14)	−0.0160 (11)	0.0041 (11)	0.0087 (11)
C23	0.0454 (12)	0.0561 (15)	0.0496 (14)	−0.0136 (11)	0.0124 (10)	0.0065 (11)
C24	0.0364 (10)	0.0419 (12)	0.0447 (12)	−0.0034 (9)	0.0124 (9)	0.0029 (10)
O1	0.0343 (10)	0.0362 (11)	0.0278 (10)	0.000	0.0051 (8)	0.000
O2	0.0380 (8)	0.0503 (10)	0.0575 (10)	−0.0141 (7)	0.0128 (7)	0.0011 (8)
O3	0.0689 (12)	0.0874 (16)	0.0540 (11)	−0.0039 (10)	−0.0088 (9)	−0.0179 (10)
O4	0.0576 (10)	0.0730 (14)	0.0757 (13)	−0.0106 (9)	0.0379 (9)	−0.0194 (10)
O5	0.0836 (13)	0.0445 (11)	0.0975 (16)	−0.0049 (9)	0.0084 (11)	0.0160 (10)
O6	0.0705 (13)	0.0822 (16)	0.0861 (16)	0.0051 (11)	0.0228 (11)	0.0063 (12)
O7	0.1130 (17)	0.0476 (12)	0.0805 (14)	−0.0060 (11)	0.0166 (12)	0.0011 (11)
O8	0.0810 (13)	0.0933 (17)	0.0595 (12)	0.0179 (12)	0.0134 (10)	−0.0048 (11)
O9	0.0826 (15)	0.117 (2)	0.0934 (18)	−0.0277 (14)	0.0011 (13)	−0.0303 (15)

Geometric parameters (Å, º)

Fe1—O1	1.7811 (11)	C10—H10	0.9300
Fe1—O2	1.9393 (19)	C11—C12	1.399 (4)
Fe1—N1	2.1320 (18)	C11—H11	0.9300
Fe1—N3	2.152 (2)	C12—H12	0.9300
Fe1—N2	2.237 (2)	C13—C14	1.388 (3)
Fe1—N4	2.240 (2)	C13—H13	0.9300
S1—O5	1.441 (2)	C14—C15	1.354 (4)
S1—O4	1.4438 (18)	C14—H14	0.9300
S1—O3	1.457 (2)	C15—C16	1.404 (3)
S1—O2	1.4920 (16)	C15—H15	0.9300
N1—C1	1.329 (3)	C16—C17	1.403 (3)
N1—C5	1.354 (3)	C16—C18	1.429 (4)
N2—C12	1.328 (3)	C17—C20	1.438 (3)
N2—C8	1.361 (3)	C18—C19	1.351 (4)
N3—C13	1.335 (3)	C18—H18	0.9300
N3—C17	1.356 (3)	C19—C21	1.427 (4)
N4—C24	1.325 (3)	C19—H19	0.9300
N4—C20	1.353 (3)	C20—C21	1.404 (3)
C1—C2	1.395 (3)	C21—C22	1.403 (3)
C1—H1	0.9300	C22—C23	1.356 (4)
C2—C3	1.352 (4)	C22—H22	0.9300
C2—H2	0.9300	C23—C24	1.399 (3)
C3—C4	1.402 (3)	C23—H23	0.9300
C3—H3	0.9300	C24—H24	0.9300
C4—C5	1.408 (3)	O1—Fe1^i	1.7811 (11)
C4—C6	1.430 (3)	O6—H6A	0.961
C5—C8	1.436 (3)	O6—H6B	0.982
C6—C7	1.344 (4)	O7—H7A	0.941
C6—H6	0.9300	O7—H7B	0.934
C7—C9	1.428 (4)	O8—H8A	0.938
C7—H7	0.9300	O8—H8B	0.937
C8—C9	1.402 (3)	O9—H9A	0.868
C9—C10	1.413 (4)	O9—H9B	0.983
C10—C11	1.359 (4)
O1—Fe1—O2	97.77 (8)	C9—C8—C5	119.3 (2)
O1—Fe1—N1	94.68 (7)	C8—C9—C10	116.4 (2)
O2—Fe1—N1	97.83 (9)	C8—C9—C7	119.0 (2)
O1—Fe1—N3	98.55 (7)	C10—C9—C7	124.6 (2)
O2—Fe1—N3	96.11 (9)	C11—C10—C9	120.2 (2)
N1—Fe1—N3	159.28 (7)	C11—C10—H10	119.9
O1—Fe1—N2	168.97 (5)	C9—C10—H10	119.9
O2—Fe1—N2	88.90 (7)	C10—C11—C12	119.2 (2)
N1—Fe1—N2	75.64 (8)	C10—C11—H11	120.4
N3—Fe1—N2	89.41 (7)	C12—C11—H11	120.4
O1—Fe1—N4	91.27 (7)	N2—C12—C11	122.9 (2)
O2—Fe1—N4	168.56 (6)	N2—C12—H12	118.5
N1—Fe1—N4	88.36 (8)	C11—C12—H12	118.5
N3—Fe1—N4	75.52 (9)	N3—C13—C14	122.0 (2)
N2—Fe1—N4	83.30 (7)	N3—C13—H13	119.0
O5—S1—O4	112.82 (14)	C14—C13—H13	119.0
O5—S1—O3	110.67 (13)	C15—C14—C13	120.3 (2)
O4—S1—O3	110.34 (13)	C15—C14—H14	119.8
O5—S1—O2	107.39 (12)	C13—C14—H14	119.8
O4—S1—O2	107.74 (11)	C14—C15—C16	119.4 (2)
O3—S1—O2	107.66 (12)	C14—C15—H15	120.3
C1—N1—C5	118.73 (17)	C16—C15—H15	120.3
C1—N1—Fe1	124.54 (14)	C17—C16—C15	117.3 (2)
C5—N1—Fe1	116.73 (13)	C17—C16—C18	119.2 (2)
C12—N2—C8	117.7 (2)	C15—C16—C18	123.4 (2)
C12—N2—Fe1	129.18 (17)	N3—C17—C16	122.5 (2)
C8—N2—Fe1	113.05 (13)	N3—C17—C20	117.72 (17)
C13—N3—C17	118.39 (18)	C16—C17—C20	119.8 (2)
C13—N3—Fe1	125.52 (15)	C19—C18—C16	120.8 (2)
C17—N3—Fe1	115.95 (14)	C19—C18—H18	119.6
C24—N4—C20	118.10 (18)	C16—C18—H18	119.6
C24—N4—Fe1	128.45 (15)	C18—C19—C21	121.5 (2)
C20—N4—Fe1	113.30 (14)	C18—C19—H19	119.2
N1—C1—C2	121.9 (2)	C21—C19—H19	119.2
N1—C1—H1	119.0	N4—C20—C21	122.9 (2)
C2—C1—H1	119.0	N4—C20—C17	117.36 (17)
C3—C2—C1	120.1 (2)	C21—C20—C17	119.71 (19)
C3—C2—H2	119.9	C22—C21—C20	116.9 (2)
C1—C2—H2	119.9	C22—C21—C19	124.2 (2)
C2—C3—C4	119.6 (2)	C20—C21—C19	118.9 (2)
C2—C3—H3	120.2	C23—C22—C21	120.2 (2)
C4—C3—H3	120.2	C23—C22—H22	119.9
C3—C4—C5	117.4 (2)	C21—C22—H22	119.9
C3—C4—C6	124.1 (2)	C22—C23—C24	119.0 (2)
C5—C4—C6	118.4 (2)	C22—C23—H23	120.5
N1—C5—C4	122.23 (19)	C24—C23—H23	120.5
N1—C5—C8	117.39 (18)	N4—C24—C23	122.9 (2)
C4—C5—C8	120.36 (19)	N4—C24—H24	118.6
C7—C6—C4	121.2 (2)	C23—C24—H24	118.6
C7—C6—H6	119.4	Fe1—O1—Fe1^i	172.81 (12)
C4—C6—H6	119.4	S1—O2—Fe1	157.08 (11)
C6—C7—C9	121.7 (2)	H6A—O6—H6B	93.92
C6—C7—H7	119.2	H7A—O7—H7B	100.92
C9—C7—H7	119.2	H8A—O8—H8B	101.50
N2—C8—C9	123.6 (2)	H9A—O9—H9B	117.35
N2—C8—C5	117.15 (18)
O1—Fe1—N1—C1	5.99 (17)	N1—C5—C8—N2	2.6 (3)
O2—Fe1—N1—C1	−92.53 (17)	C4—C5—C8—N2	−178.99 (18)
N3—Fe1—N1—C1	135.61 (19)	N1—C5—C8—C9	−176.57 (18)
N2—Fe1—N1—C1	−179.37 (17)	C4—C5—C8—C9	1.9 (3)
N4—Fe1—N1—C1	97.13 (17)	N2—C8—C9—C10	−0.7 (3)
O1—Fe1—N1—C5	−173.65 (14)	C5—C8—C9—C10	178.4 (2)
O2—Fe1—N1—C5	87.83 (14)	N2—C8—C9—C7	178.8 (2)
N3—Fe1—N1—C5	−44.0 (2)	C5—C8—C9—C7	−2.2 (3)
N2—Fe1—N1—C5	0.99 (13)	C6—C7—C9—C8	0.6 (4)
N4—Fe1—N1—C5	−82.51 (14)	C6—C7—C9—C10	−180.0 (2)
O1—Fe1—N2—C12	−153.6 (4)	C8—C9—C10—C11	0.2 (4)
O2—Fe1—N2—C12	78.9 (2)	C7—C9—C10—C11	−179.2 (3)
N1—Fe1—N2—C12	177.3 (2)	C9—C10—C11—C12	0.6 (4)
N3—Fe1—N2—C12	−17.2 (2)	C8—N2—C12—C11	0.8 (3)
N4—Fe1—N2—C12	−92.7 (2)	Fe1—N2—C12—C11	−176.04 (19)
O1—Fe1—N2—C8	29.5 (5)	C10—C11—C12—N2	−1.2 (4)
O2—Fe1—N2—C8	−98.01 (16)	C17—N3—C13—C14	0.5 (3)
N1—Fe1—N2—C8	0.36 (13)	Fe1—N3—C13—C14	175.98 (18)
N3—Fe1—N2—C8	165.87 (14)	N3—C13—C14—C15	−0.5 (4)
N4—Fe1—N2—C8	90.38 (15)	C13—C14—C15—C16	0.6 (4)
O1—Fe1—N3—C13	−89.78 (19)	C14—C15—C16—C17	−0.6 (4)
O2—Fe1—N3—C13	9.05 (19)	C14—C15—C16—C18	179.5 (2)
N1—Fe1—N3—C13	141.15 (19)	C13—N3—C17—C16	−0.5 (3)
N2—Fe1—N3—C13	97.89 (19)	Fe1—N3—C17—C16	−176.45 (15)
N4—Fe1—N3—C13	−178.9 (2)	C13—N3—C17—C20	178.86 (19)
O1—Fe1—N3—C17	85.83 (15)	Fe1—N3—C17—C20	2.9 (2)
O2—Fe1—N3—C17	−175.34 (14)	C15—C16—C17—N3	0.6 (3)
N1—Fe1—N3—C17	−43.2 (2)	C18—C16—C17—N3	−179.5 (2)
N2—Fe1—N3—C17	−86.50 (15)	C15—C16—C17—C20	−178.8 (2)
N4—Fe1—N3—C17	−3.27 (13)	C18—C16—C17—C20	1.1 (3)
O1—Fe1—N4—C24	80.27 (18)	C17—C16—C18—C19	−0.7 (4)
O2—Fe1—N4—C24	−137.4 (3)	C15—C16—C18—C19	179.2 (2)
N1—Fe1—N4—C24	−14.37 (17)	C16—C18—C19—C21	−0.7 (4)
N3—Fe1—N4—C24	178.77 (18)	C24—N4—C20—C21	0.7 (3)
N2—Fe1—N4—C24	−90.10 (18)	Fe1—N4—C20—C21	176.75 (15)
O1—Fe1—N4—C20	−95.23 (13)	C24—N4—C20—C17	−178.91 (18)
O2—Fe1—N4—C20	47.1 (4)	Fe1—N4—C20—C17	−2.9 (2)
N1—Fe1—N4—C20	170.13 (13)	N3—C17—C20—N4	0.1 (3)
N3—Fe1—N4—C20	3.27 (12)	C16—C17—C20—N4	179.51 (18)
N2—Fe1—N4—C20	94.40 (14)	N3—C17—C20—C21	−179.56 (18)
C5—N1—C1—C2	0.2 (3)	C16—C17—C20—C21	−0.2 (3)
Fe1—N1—C1—C2	−179.40 (16)	N4—C20—C21—C22	−0.6 (3)
N1—C1—C2—C3	0.1 (3)	C17—C20—C21—C22	179.07 (19)
C1—C2—C3—C4	−0.3 (3)	N4—C20—C21—C19	179.17 (19)
C2—C3—C4—C5	0.3 (3)	C17—C20—C21—C19	−1.2 (3)
C2—C3—C4—C6	−177.9 (2)	C18—C19—C21—C22	−178.6 (2)
C1—N1—C5—C4	−0.3 (3)	C18—C19—C21—C20	1.6 (3)
Fe1—N1—C5—C4	179.38 (15)	C20—C21—C22—C23	−0.2 (3)
C1—N1—C5—C8	178.14 (18)	C19—C21—C22—C23	−179.9 (2)
Fe1—N1—C5—C8	−2.2 (2)	C21—C22—C23—C24	0.7 (4)
C3—C4—C5—N1	0.0 (3)	C20—N4—C24—C23	−0.2 (3)
C6—C4—C5—N1	178.29 (19)	Fe1—N4—C24—C23	−175.48 (15)
C3—C4—C5—C8	−178.34 (18)	C22—C23—C24—N4	−0.5 (3)
C6—C4—C5—C8	−0.1 (3)	O5—S1—O2—Fe1	159.1 (3)
C3—C4—C6—C7	176.7 (2)	O4—S1—O2—Fe1	−79.1 (3)
C5—C4—C6—C7	−1.5 (3)	O3—S1—O2—Fe1	39.9 (3)
C4—C6—C7—C9	1.2 (4)	O1—Fe1—O2—S1	158.1 (3)
C12—N2—C8—C9	0.2 (3)	N1—Fe1—O2—S1	−106.0 (3)
Fe1—N2—C8—C9	177.48 (16)	N3—Fe1—O2—S1	58.6 (3)
C12—N2—C8—C5	−178.93 (19)	N2—Fe1—O2—S1	−30.7 (3)
Fe1—N2—C8—C5	−1.6 (2)	N4—Fe1—O2—S1	16.2 (6)

Symmetry code: (i) −x+1, y, −z+1/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O6—H6A···O9	0.96	1.99	2.925 (4)	164
O6—H6B···O8^i	0.98	1.88	2.812 (3)	158
O7—H7A···O6^ii	0.94	2.02	2.823 (4)	142
O7—H7B···O5^iii	0.93	1.79	2.696 (4)	164
O8—H8A···O7^iv	0.94	1.93	2.786 (3)	151
O8—H8B···O4	0.94	1.83	2.747 (3)	165
O9—H9A···O8^v	0.87	2.08	2.950 (4)	179
O9—H9B···O3^vi	0.98	1.91	2.847 (3)	158

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