μ-Oxo-bis(μ-2-furan­carboxyl­ato)­bis{[N-methyl-N,N-bis(2-pyridyl­methyl)­amine]iron(III)} bis­(perchlorate) methanol solvate

In the title compound, [Fe₂O(C₅H₃O₃)₂(C₁₃H₁₅N₃)₂](ClO₄)₂·CH₃OH, at 180 K, the complex lies on a twofold axis, as does the C atom of the disordered methanol molecule.

Key indicators

• Single-crystal X-ray study
• T = 180 K
• Mean [sigma](C-C) = 0.005 Å
• Disorder in solvent or counterion
• R factor = 0.043
• wR factor = 0.120
• Data-to-parameter ratio = 17.7

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT244_ALERT_4_C Low  Solvent U(eq) as Compared to Neighbors  for        Cl1
PLAT302_ALERT_4_C Anion/Solvent Disorder .........................      12.00 Perc.

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   3 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
   0 ALERT type 2 Indicator that the structure model may be wrong or deficient
   0 ALERT type 3 Indicator that the structure quality may be low
   2 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: APEX2 (Bruker-Nonius, 2004); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2000); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

µ-oxo-bis(µ-2-furancarboxylato)bis(N-methyl-N,N-bis(2-pyridylmethyl)amine) diiron(III) bis(perchlorate) methanol solvate

Crystal data

[C36H36Fe2N6O72](ClO4)2·CH4O	F(000) = 2072
Mr = 1007.35	Dx = 1.612 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 5148 reflections
a = 16.1111 (6) Å	θ = 2.5–25.1°
b = 13.7316 (5) Å	µ = 0.91 mm^−1
c = 20.1356 (10) Å	T = 180 K
β = 111.277 (1)°	Block, green
V = 4151.0 (3) Å^3	0.16 × 0.06 × 0.04 mm
Z = 4

Data collection

Bruker-Nonius X8APEX-II CCD diffractometer	5149 independent reflections
Radiation source: fine-focus sealed tube	3740 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.045
thin–slice ω and φ scans	θmax = 28.3°, θmin = 3.7°
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	h = −21→21
Tmin = 0.851, Tmax = 0.965	k = −18→18
24686 measured reflections	l = −26→26

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)] = 0.043	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.120	H-atom parameters constrained
S = 1.01	w = 1/[σ^2(Fo^2) + (0.0611P)^2 + 6.5832P] where P = (Fo^2 + 2Fc^2)/3
5149 reflections	(Δ/σ)max = 0.001
291 parameters	Δρmax = 1.32 e Å^−3
0 restraints	Δρmin = −0.70 e Å^−3

Special details

Experimental. Ratio of minimum to maximum apparent transmission: 0.882306

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.

Least-squares planes (x,y,z in crystal coordinates) and deviations from them (* indicates atom used to define plane)

0.9696(0.0310) x + 10.6582(0.0161) y + 11.3367(0.0312) z = 15.3850(0.0039)

* 0.0006 (0.0019) O4 * 0.0008 (0.0020) C15 * -0.0018 (0.0023) C16 * 0.0022 (0.0025) C17 * -0.0018 (0.0023) C18

Rms deviation of fitted atoms = 0.0016

0.9696(0.0309) x - 10.6582(0.0160) y + 11.3367(0.0310) z = 2.5896(0.0388)

Angle to previous plane (with approximate e.s.d.) = 78.18 (0.12)

* -0.0006 (0.0019) O4_$1 * -0.0008 (0.0020) C15_$1 * 0.0018 (0.0023) C16_$1 * -0.0022 (0.0025) C17_$1 * 0.0018 (0.0023) C18_$1

Rms deviation of fitted atoms = 0.0016

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)
Fe1	0.40818 (2)	0.58214 (3)	0.759402 (18)	0.02169 (11)
O1	0.5000	0.51660 (17)	0.7500	0.0235 (5)
O2	0.38474 (12)	0.67463 (13)	0.67608 (10)	0.0290 (4)
O3	0.52275 (12)	0.68904 (13)	0.67340 (10)	0.0293 (4)
O4	0.46073 (13)	0.80725 (15)	0.55882 (10)	0.0355 (5)
N1	0.40067 (14)	0.50971 (16)	0.85215 (12)	0.0272 (5)
N2	0.28760 (13)	0.64598 (16)	0.77564 (11)	0.0248 (4)
N3	0.30297 (14)	0.49689 (15)	0.69020 (11)	0.0242 (4)
C1	0.43939 (19)	0.4238 (2)	0.87779 (16)	0.0344 (6)
H1A	0.4693	0.3891	0.8522	0.041*
C2	0.4368 (2)	0.3846 (3)	0.94021 (18)	0.0453 (8)
H2A	0.4651	0.3243	0.9578	0.054*
C3	0.3926 (2)	0.4346 (3)	0.97628 (18)	0.0486 (9)
H3A	0.3907	0.4092	1.0196	0.058*
C4	0.3507 (2)	0.5221 (3)	0.94964 (16)	0.0414 (7)
H4A	0.3189	0.5566	0.9737	0.050*
C5	0.35626 (18)	0.5578 (2)	0.88720 (14)	0.0298 (6)
C6	0.31374 (18)	0.6522 (2)	0.85433 (14)	0.0296 (6)
H6A	0.2605	0.6649	0.8666	0.036*
H6B	0.3562	0.7065	0.8731	0.036*
C7	0.21118 (17)	0.5779 (2)	0.74620 (14)	0.0298 (6)
H7A	0.1553	0.6159	0.7269	0.036*
H7B	0.2074	0.5362	0.7851	0.036*
C8	0.21978 (16)	0.51450 (18)	0.68820 (13)	0.0240 (5)
C9	0.14638 (17)	0.4710 (2)	0.63702 (14)	0.0285 (6)
H9A	0.0879	0.4851	0.6353	0.034*
C10	0.15932 (18)	0.40742 (19)	0.58894 (14)	0.0292 (6)
H10A	0.1098	0.3769	0.5538	0.035*
C11	0.24521 (18)	0.3882 (2)	0.59205 (14)	0.0294 (6)
H11A	0.2555	0.3442	0.5594	0.035*
C12	0.31515 (18)	0.43404 (18)	0.64339 (14)	0.0269 (5)
H12A	0.3741	0.4209	0.6459	0.032*
C13	0.2624 (2)	0.7440 (2)	0.74408 (16)	0.0370 (7)
H13A	0.2153	0.7708	0.7588	0.055*
H13B	0.2406	0.7392	0.6920	0.055*
H13C	0.3145	0.7869	0.7606	0.055*
C14	0.44101 (17)	0.70867 (18)	0.65164 (13)	0.0237 (5)
C15	0.40502 (17)	0.77684 (19)	0.59218 (14)	0.0269 (5)
C16	0.3246 (2)	0.8170 (3)	0.56111 (19)	0.0484 (9)
H16A	0.2741	0.8074	0.5741	0.058*
C17	0.3291 (2)	0.8765 (3)	0.5051 (2)	0.0567 (10)
H17A	0.2825	0.9149	0.4734	0.068*
C18	0.4117 (2)	0.8678 (2)	0.50587 (17)	0.0433 (8)
H18A	0.4334	0.8998	0.4736	0.052*
Cl1	0.57741 (5)	0.81958 (6)	0.39015 (4)	0.04188 (19)
O1A	0.61093 (18)	0.7558 (2)	0.45045 (13)	0.0602 (7)
O1B	0.5887 (2)	0.7768 (3)	0.33031 (14)	0.0804 (10)
O1C	0.4888 (2)	0.8386 (3)	0.3761 (2)	0.1177 (16)
O1D	0.6305 (4)	0.9053 (3)	0.4059 (2)	0.1320 (18)
O1S	0.4188 (5)	0.9338 (5)	0.7078 (4)	0.090 (2)	0.50
H1S	0.4055	0.9779	0.6768	0.134*	0.50
C1S	0.5000	0.9535 (6)	0.7500	0.083 (2)
H2S	0.5152	1.0210	0.7433	0.124*	0.50
H3S	0.5413	0.9093	0.7393	0.124*	0.50
H4S	0.5046	0.9441	0.7995	0.124*	0.50

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Fe1	0.01704 (18)	0.02274 (19)	0.02523 (18)	−0.00049 (14)	0.00761 (13)	−0.00022 (14)
O1	0.0191 (12)	0.0217 (12)	0.0298 (13)	0.000	0.0090 (10)	0.000
O2	0.0220 (9)	0.0327 (10)	0.0325 (9)	0.0027 (8)	0.0102 (7)	0.0085 (8)
O3	0.0216 (9)	0.0314 (10)	0.0349 (10)	0.0037 (8)	0.0104 (8)	0.0083 (8)
O4	0.0308 (10)	0.0413 (11)	0.0371 (10)	0.0058 (9)	0.0157 (8)	0.0155 (9)
N1	0.0225 (11)	0.0279 (11)	0.0313 (11)	0.0007 (9)	0.0096 (9)	0.0028 (9)
N2	0.0212 (11)	0.0246 (11)	0.0279 (11)	0.0029 (9)	0.0080 (9)	−0.0012 (9)
N3	0.0188 (10)	0.0249 (11)	0.0291 (11)	−0.0001 (8)	0.0087 (8)	0.0011 (9)
C1	0.0282 (14)	0.0332 (15)	0.0425 (15)	0.0024 (12)	0.0137 (12)	0.0077 (13)
C2	0.0416 (18)	0.0428 (17)	0.0507 (19)	0.0043 (15)	0.0158 (15)	0.0188 (15)
C3	0.0450 (19)	0.063 (2)	0.0416 (17)	0.0035 (16)	0.0204 (15)	0.0209 (16)
C4	0.0374 (17)	0.056 (2)	0.0358 (15)	0.0020 (15)	0.0193 (13)	0.0055 (14)
C5	0.0240 (13)	0.0356 (15)	0.0301 (13)	−0.0019 (11)	0.0100 (11)	−0.0004 (11)
C6	0.0260 (13)	0.0340 (14)	0.0305 (13)	0.0025 (11)	0.0122 (11)	−0.0044 (11)
C7	0.0194 (12)	0.0361 (15)	0.0353 (14)	0.0006 (11)	0.0115 (10)	−0.0036 (12)
C8	0.0203 (12)	0.0231 (12)	0.0285 (12)	−0.0002 (10)	0.0089 (10)	0.0032 (10)
C9	0.0206 (12)	0.0304 (14)	0.0324 (13)	−0.0014 (11)	0.0071 (11)	0.0046 (11)
C10	0.0263 (13)	0.0300 (14)	0.0266 (12)	−0.0062 (11)	0.0039 (10)	0.0027 (11)
C11	0.0325 (14)	0.0266 (13)	0.0295 (13)	−0.0038 (11)	0.0119 (11)	−0.0023 (10)
C12	0.0227 (12)	0.0258 (13)	0.0335 (13)	0.0009 (10)	0.0116 (10)	−0.0002 (10)
C13	0.0394 (16)	0.0322 (15)	0.0401 (16)	0.0118 (13)	0.0153 (13)	0.0045 (12)
C14	0.0231 (12)	0.0234 (12)	0.0243 (12)	−0.0004 (10)	0.0083 (10)	−0.0026 (10)
C15	0.0242 (13)	0.0265 (13)	0.0314 (13)	−0.0013 (10)	0.0116 (10)	0.0038 (11)
C16	0.0334 (16)	0.058 (2)	0.058 (2)	0.0119 (15)	0.0206 (15)	0.0318 (17)
C17	0.0369 (18)	0.066 (2)	0.068 (2)	0.0167 (17)	0.0202 (17)	0.044 (2)
C18	0.0423 (17)	0.0447 (18)	0.0453 (17)	0.0093 (15)	0.0186 (14)	0.0239 (14)
Cl1	0.0450 (4)	0.0401 (4)	0.0437 (4)	0.0000 (3)	0.0199 (3)	−0.0051 (3)
O1A	0.0614 (17)	0.0665 (17)	0.0484 (14)	0.0106 (14)	0.0148 (12)	0.0052 (12)
O1B	0.084 (2)	0.109 (3)	0.0507 (16)	0.0340 (19)	0.0271 (15)	−0.0058 (16)
O1C	0.073 (2)	0.178 (4)	0.131 (3)	0.078 (3)	0.070 (2)	0.087 (3)
O1D	0.194 (5)	0.088 (3)	0.097 (3)	−0.072 (3)	0.033 (3)	−0.015 (2)
O1S	0.099 (5)	0.068 (4)	0.111 (6)	−0.014 (4)	0.050 (5)	−0.012 (4)
C1S	0.083 (5)	0.090 (5)	0.092 (5)	0.000	0.052 (5)	0.000

Geometric parameters (Å, º)

Fe1—O1	1.7993 (12)	C7—C8	1.503 (4)
Fe1—O2	2.0274 (18)	C7—H7A	0.990
Fe1—O3^i	2.0325 (18)	C7—H7B	0.990
Fe1—N3	2.114 (2)	C8—C9	1.390 (4)
Fe1—N1	2.158 (2)	C9—C10	1.375 (4)
Fe1—N2	2.261 (2)	C9—H9A	0.950
O1—Fe1^i	1.7993 (12)	C10—C11	1.388 (4)
O2—C14	1.267 (3)	C10—H10A	0.950
O3—C14	1.257 (3)	C11—C12	1.375 (4)
O3—Fe1^i	2.0326 (18)	C11—H11A	0.950
O4—C18	1.357 (3)	C12—H12A	0.950
O4—C15	1.367 (3)	C13—H13A	0.980
N1—C5	1.347 (3)	C13—H13B	0.980
N1—C1	1.347 (3)	C13—H13C	0.980
N2—C13	1.481 (3)	C14—C15	1.464 (3)
N2—C7	1.487 (3)	C15—C16	1.337 (4)
N2—C6	1.487 (3)	C16—C17	1.415 (4)
N3—C12	1.344 (3)	C16—H16A	0.950
N3—C8	1.348 (3)	C17—C18	1.331 (5)
C1—C2	1.381 (4)	C17—H17A	0.950
C1—H1A	0.950	C18—H18A	0.950
C2—C3	1.371 (5)	Cl1—O1C	1.376 (3)
C2—H2A	0.950	Cl1—O1B	1.410 (3)
C3—C4	1.387 (5)	Cl1—O1D	1.421 (4)
C3—H3A	0.950	Cl1—O1A	1.434 (3)
C4—C5	1.383 (4)	O1S—C1S	1.304 (8)
C4—H4A	0.950	O1S—H1S	0.840
C5—C6	1.503 (4)	C1S—H2S	0.980
C6—H6A	0.990	C1S—H3S	0.980
C6—H6B	0.990	C1S—H4S	0.980
O1—Fe1—O2	98.03 (7)	C8—C7—H7A	109.2
O1—Fe1—O3^i	99.14 (7)	N2—C7—H7B	109.2
O2—Fe1—O3^i	89.49 (8)	C8—C7—H7B	109.2
O1—Fe1—N3	98.44 (8)	H7A—C7—H7B	107.9
O2—Fe1—N3	86.42 (8)	N3—C8—C9	120.9 (2)
O3^i—Fe1—N3	162.33 (8)	N3—C8—C7	116.9 (2)
O1—Fe1—N1	99.61 (7)	C9—C8—C7	122.1 (2)
O2—Fe1—N1	162.34 (8)	C10—C9—C8	119.3 (2)
O3^i—Fe1—N1	86.89 (8)	C10—C9—H9A	120.3
N3—Fe1—N1	91.83 (8)	C8—C9—H9A	120.3
O1—Fe1—N2	172.61 (9)	C9—C10—C11	119.5 (2)
O2—Fe1—N2	87.99 (8)	C9—C10—H10A	120.2
O3^i—Fe1—N2	85.14 (7)	C11—C10—H10A	120.2
N3—Fe1—N2	77.56 (8)	C12—C11—C10	118.6 (3)
N1—Fe1—N2	74.49 (8)	C12—C11—H11A	120.7
Fe1^i—O1—Fe1	119.98 (13)	C10—C11—H11A	120.7
C14—O2—Fe1	127.42 (16)	N3—C12—C11	122.2 (2)
C14—O3—Fe1^i	129.64 (17)	N3—C12—H12A	118.9
C18—O4—C15	105.9 (2)	C11—C12—H12A	118.9
C5—N1—C1	119.3 (2)	N2—C13—H13A	109.5
C5—N1—Fe1	115.77 (17)	N2—C13—H13B	109.5
C1—N1—Fe1	124.89 (18)	H13A—C13—H13B	109.5
C13—N2—C7	110.0 (2)	N2—C13—H13C	109.5
C13—N2—C6	109.4 (2)	H13A—C13—H13C	109.5
C7—N2—C6	109.5 (2)	H13B—C13—H13C	109.5
C13—N2—Fe1	114.01 (16)	O3—C14—O2	126.3 (2)
C7—N2—Fe1	109.22 (15)	O3—C14—C15	118.4 (2)
C6—N2—Fe1	104.51 (14)	O2—C14—C15	115.3 (2)
C12—N3—C8	119.4 (2)	C16—C15—O4	110.0 (2)
C12—N3—Fe1	122.11 (17)	C16—C15—C14	132.5 (3)
C8—N3—Fe1	118.09 (17)	O4—C15—C14	117.5 (2)
N1—C1—C2	121.8 (3)	C15—C16—C17	106.8 (3)
N1—C1—H1A	119.1	C15—C16—H16A	126.6
C2—C1—H1A	119.1	C17—C16—H16A	126.6
C3—C2—C1	118.7 (3)	C18—C17—C16	106.2 (3)
C3—C2—H2A	120.7	C18—C17—H17A	126.9
C1—C2—H2A	120.7	C16—C17—H17A	126.9
C2—C3—C4	120.1 (3)	C17—C18—O4	111.0 (3)
C2—C3—H3A	119.9	C17—C18—H18A	124.5
C4—C3—H3A	119.9	O4—C18—H18A	124.5
C5—C4—C3	118.4 (3)	O1C—Cl1—O1B	110.5 (2)
C5—C4—H4A	120.8	O1C—Cl1—O1D	112.6 (3)
C3—C4—H4A	120.8	O1B—Cl1—O1D	106.4 (3)
N1—C5—C4	121.6 (3)	O1C—Cl1—O1A	109.46 (18)
N1—C5—C6	115.9 (2)	O1B—Cl1—O1A	110.07 (18)
C4—C5—C6	122.5 (3)	O1D—Cl1—O1A	107.8 (2)
N2—C6—C5	109.1 (2)	C1S—O1S—H1S	105.1
N2—C6—H6A	109.9	O1S—C1S—H2S	110.3
C5—C6—H6A	109.9	O1S—C1S—H3S	109.2
N2—C6—H6B	109.9	H2S—C1S—H3S	109.5
C5—C6—H6B	109.9	O1S—C1S—H4S	108.8
H6A—C6—H6B	108.3	H2S—C1S—H4S	109.5
N2—C7—C8	112.2 (2)	H3S—C1S—H4S	109.5
N2—C7—H7A	109.2
O2—Fe1—O1—Fe1^i	49.52 (5)	C1—C2—C3—C4	0.7 (5)
O3^i—Fe1—O1—Fe1^i	−41.25 (6)	C2—C3—C4—C5	−1.2 (5)
N3—Fe1—O1—Fe1^i	137.06 (6)	C1—N1—C5—C4	1.2 (4)
N1—Fe1—O1—Fe1^i	−129.62 (6)	Fe1—N1—C5—C4	−176.4 (2)
O1—Fe1—O2—C14	−31.2 (2)	C1—N1—C5—C6	−179.0 (2)
O3^i—Fe1—O2—C14	67.9 (2)	Fe1—N1—C5—C6	3.5 (3)
N3—Fe1—O2—C14	−129.3 (2)	C3—C4—C5—N1	0.3 (5)
N1—Fe1—O2—C14	146.0 (3)	C3—C4—C5—C6	−179.6 (3)
N2—Fe1—O2—C14	153.1 (2)	C13—N2—C6—C5	−168.8 (2)
O1—Fe1—N1—C5	161.40 (18)	C7—N2—C6—C5	70.5 (3)
O2—Fe1—N1—C5	−15.8 (4)	Fe1—N2—C6—C5	−46.4 (2)
O3^i—Fe1—N1—C5	62.65 (19)	N1—C5—C6—N2	30.7 (3)
N3—Fe1—N1—C5	−99.72 (19)	C4—C5—C6—N2	−149.4 (3)
N2—Fe1—N1—C5	−23.17 (18)	C13—N2—C7—C8	100.1 (3)
O1—Fe1—N1—C1	−16.0 (2)	C6—N2—C7—C8	−139.6 (2)
O2—Fe1—N1—C1	166.8 (2)	Fe1—N2—C7—C8	−25.7 (3)
O3^i—Fe1—N1—C1	−114.8 (2)	C12—N3—C8—C9	−2.1 (4)
N3—Fe1—N1—C1	82.9 (2)	Fe1—N3—C8—C9	170.87 (19)
N2—Fe1—N1—C1	159.4 (2)	C12—N3—C8—C7	174.3 (2)
O2—Fe1—N2—C13	−21.43 (18)	Fe1—N3—C8—C7	−12.7 (3)
O3^i—Fe1—N2—C13	68.22 (18)	N2—C7—C8—N3	26.4 (3)
N3—Fe1—N2—C13	−108.20 (18)	N2—C7—C8—C9	−157.3 (2)
N1—Fe1—N2—C13	156.34 (19)	N3—C8—C9—C10	1.5 (4)
O2—Fe1—N2—C7	102.03 (16)	C7—C8—C9—C10	−174.7 (2)
O3^i—Fe1—N2—C7	−168.31 (17)	C8—C9—C10—C11	−0.3 (4)
N3—Fe1—N2—C7	15.26 (16)	C9—C10—C11—C12	−0.3 (4)
N1—Fe1—N2—C7	−80.20 (17)	C8—N3—C12—C11	1.4 (4)
O2—Fe1—N2—C6	−140.83 (16)	Fe1—N3—C12—C11	−171.2 (2)
O3^i—Fe1—N2—C6	−51.17 (16)	C10—C11—C12—N3	−0.3 (4)
N3—Fe1—N2—C6	132.40 (17)	Fe1^i—O3—C14—O2	12.1 (4)
N1—Fe1—N2—C6	36.94 (16)	Fe1^i—O3—C14—C15	−167.63 (17)
O1—Fe1—N3—C12	−15.4 (2)	Fe1—O2—C14—O3	2.3 (4)
O2—Fe1—N3—C12	82.2 (2)	Fe1—O2—C14—C15	−178.02 (16)
O3^i—Fe1—N3—C12	159.2 (2)	C18—O4—C15—C16	0.0 (4)
N1—Fe1—N3—C12	−115.4 (2)	C18—O4—C15—C14	179.1 (2)
N2—Fe1—N3—C12	171.0 (2)	O3—C14—C15—C16	−174.3 (3)
O1—Fe1—N3—C8	171.91 (17)	O2—C14—C15—C16	5.9 (5)
O2—Fe1—N3—C8	−90.50 (18)	O3—C14—C15—O4	6.8 (4)
O3^i—Fe1—N3—C8	−13.6 (4)	O2—C14—C15—O4	−172.9 (2)
N1—Fe1—N3—C8	71.91 (18)	O4—C15—C16—C17	−0.3 (4)
N2—Fe1—N3—C8	−1.77 (17)	C14—C15—C16—C17	−179.2 (3)
C5—N1—C1—C2	−1.7 (4)	C15—C16—C17—C18	0.4 (5)
Fe1—N1—C1—C2	175.6 (2)	C16—C17—C18—O4	−0.4 (5)
N1—C1—C2—C3	0.8 (5)	C15—O4—C18—C17	0.3 (4)

Symmetry code: (i) −x+1, y, −z+3/2.