Variable-temperature X-ray crystal structure determinations of {Fe[tren(6-Mepy)₃]}(ClO₄)₂ and {Zn[tren(6-Mepy)₃]}(ClO₄)₂ compounds: correlation of the structural data with magnetic and Mössbauer spectroscopy data

Variable-temperature X-ray crystal structure determinations (80–330 K) on compounds {Fe[tren(6-Mepy)₃]}(ClO₄)₂ (1-Fe) {tren(6-Mepy)₃ is tris[3-aza-4-(6-methyl-2-pyridyl)but-3-enyl]amine} and {Zn[tren(6-Mepy)₃]}(ClO₄)₂ (1-Zn) {tren(6-Mepy)₃ is tris[3-aza-4-(6-methyl-2-pyridyl)but-3-enyl]amine} were carried out together with a detailed analysis of the unit-cell volume and parameters in the spin transition region for (1-Fe). Both compounds crystallize in the monoclinic system and retained the space group P2₁/c at all measured temperatures. The Fe and Zn atoms are surrounded by six N atoms belonging to imine groups and pyridine groups of the trifurcated ligand, adopting a pseudo-octahedral symmetry. The average Fe—N bond lengths of 2.013 (1) Å (80 K) and 2.216 (2) Å (330 K) are consistent with a low-spin (LS) and a high-spin (HS) state for the iron(II) ions. In contrast to (1-Fe), the structures of (1-Zn) at low and high temperatures are similar and repeat the structural features of the high-spin structure of (1-Fe). The volume of the unit cell increases on heating from 80 to 330 K for (1-Fe) and (1-Zn). On the other hand, while the a, b and c cell parameters increase for (1-Fe), they show less variation for (1-Zn). For (1-Fe), variation of the unit-cell volume with temperature recalculated per Fe atom shows a change ΔV = 27.16 ų during the spin crossover process. Magnetic susceptibility and Mössbauer spectroscopy studies performed on (1-Fe) reveal an inversion temperature, T_1/2 of 233 K, where the molar fractions of LS and HS sites are both equal to 0.5. The variation in metal–ligand bond lengths, the distortion parameters and the cell parameters are very close to the character of the magnetic curve and the curve of γ_HS (the molar fraction of HS molecules) derived from the Mössbauer data; this result shows the correlation between structure and physical properties in (1-Fe).

Computing details

For all compounds, data collection: CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.29.2 (release 20-01-2006 CrysAlis171 .NET) (compiled Jan 20 2006,12:36:28); cell refinement: CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.2 (release 20-01-2006 CrysAlis171 .NET) (compiled Jan 20 2006,12:36:28); data reduction: CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.2 (release 20-01-2006 CrysAlis171 .NET) (compiled Jan 20 2006,12:36:28); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997).

Figures

(1_80)

Crystal data

C27H33Cl2FeN7O8	Z = 4
Mr = 710.35	F(000) = 1472
Monoclinic, P21/c	Dx = 1.623 Mg m^−3
a = 10.1545 (3) Å	Mo Kα radiation, λ = 0.71073 Å
b = 19.0923 (6) Å	µ = 0.77 mm^−1
c = 15.0033 (5) Å	T = 80 K
β = 91.566 (3)°	Polyhedron, dark red
V = 2907.65 (16) Å^3	0.48 × 0.32 × 0.12 mm

Data collection

KM4_CCD_Sapphire3 diffractometer	9683 independent reflections
Radiation source: fine-focus sealed tube	7773 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.019
Detector resolution: 16.0328 pixels mm^-1	θmax = 32.8°, θmin = 2.9°
θ–scan	h = −14→15
Absorption correction: multi-scan CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.2 (release 20-01-2006 CrysAlis171 .NET) (compiled Jan 20 2006,12:36:28) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	k = −28→19
Tmin = 0.859, Tmax = 0.915	l = −20→22
27924 measured reflections

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)] = 0.033	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.104	H-atom parameters constrained
S = 1.01	w = 1/[σ^2(Fo^2) + (0.077P)^2] where P = (Fo^2 + 2Fc^2)/3
9683 reflections	(Δ/σ)max = 0.002
409 parameters	Δρmax = 1.17 e Å^−3
0 restraints	Δρmin = −0.92 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
Fe1	0.690211 (17)	0.070335 (9)	0.738786 (12)	0.00889 (5)
Cl1	1.36072 (3)	0.317743 (16)	0.53965 (2)	0.01442 (7)
Cl2	1.22109 (3)	−0.148594 (17)	0.70315 (2)	0.01646 (7)
N1	0.59931 (11)	0.08996 (6)	0.62485 (7)	0.0119 (2)
N2	0.82478 (11)	0.14027 (5)	0.68762 (7)	0.0113 (2)
N3	0.76396 (11)	0.05570 (6)	0.86826 (7)	0.0112 (2)
N4	0.61402 (11)	0.15266 (5)	0.79509 (7)	0.0110 (2)
N5	0.55423 (10)	0.00608 (6)	0.77560 (7)	0.01085 (19)
N6	0.75700 (11)	−0.02024 (5)	0.67705 (7)	0.01080 (19)
N7	0.34716 (12)	0.11171 (6)	0.72605 (8)	0.0149 (2)
O1	1.33356 (14)	0.30786 (6)	0.63242 (8)	0.0293 (3)
O2	1.43983 (11)	0.25958 (5)	0.50878 (8)	0.0229 (2)
O3	1.23813 (11)	0.31988 (6)	0.48836 (8)	0.0237 (2)
O7	1.15883 (17)	−0.20914 (6)	0.66589 (8)	0.0427 (4)
O5	1.3114 (2)	−0.12212 (14)	0.64010 (10)	0.0885 (9)
O6	1.12703 (18)	−0.09646 (9)	0.72134 (12)	0.0588 (5)
O4	1.43043 (11)	0.38259 (5)	0.52781 (9)	0.0247 (2)
O8	1.29242 (15)	−0.16424 (8)	0.78461 (8)	0.0424 (4)
C1	0.56030 (13)	−0.05679 (7)	0.74537 (9)	0.0130 (2)
H11	0.4983	−0.0915	0.7617	0.016*
C2	0.66589 (13)	−0.07258 (6)	0.68528 (9)	0.0119 (2)
C3	0.67355 (14)	−0.13750 (7)	0.64368 (9)	0.0154 (2)
H13	0.6059	−0.1713	0.6503	0.018*
C4	0.78173 (15)	−0.15198 (7)	0.59231 (10)	0.0169 (3)
H14	0.7900	−0.1956	0.5626	0.020*
C5	0.87706 (14)	−0.10074 (7)	0.58589 (9)	0.0148 (2)
H15	0.9534	−0.1099	0.5526	0.018*
C6	0.86338 (13)	−0.03514 (7)	0.62776 (9)	0.0128 (2)
C7	0.65953 (13)	0.13179 (7)	0.57233 (9)	0.0136 (2)
H17	0.6243	0.1425	0.5146	0.016*
C8	0.78315 (13)	0.16194 (7)	0.60447 (9)	0.0131 (2)
C9	0.85223 (14)	0.20825 (7)	0.55183 (10)	0.0169 (3)
H19	0.8197	0.2207	0.4940	0.020*
C10	0.96994 (15)	0.23601 (7)	0.58552 (10)	0.0194 (3)
H110	1.0201	0.2677	0.5514	0.023*
C11	1.01183 (14)	0.21611 (7)	0.67022 (10)	0.0180 (3)
H111	1.0911	0.2351	0.6951	0.022*
C12	0.93884 (13)	0.16806 (7)	0.72018 (9)	0.0137 (2)
C13	0.64740 (13)	0.16306 (7)	0.87705 (9)	0.0134 (2)
H113	0.6225	0.2046	0.9072	0.016*
C14	0.72457 (13)	0.10914 (7)	0.92198 (9)	0.0128 (2)
C15	0.74646 (13)	0.11163 (7)	1.01357 (9)	0.0154 (2)
H115	0.7201	0.1512	1.0471	0.018*
C16	0.80780 (14)	0.05494 (8)	1.05493 (9)	0.0162 (3)
H116	0.8244	0.0545	1.1176	0.019*
C17	0.84424 (13)	−0.00103 (7)	1.00225 (9)	0.0155 (2)
H117	0.8831	−0.0412	1.0296	0.019*
C18	0.82487 (12)	0.00050 (7)	0.90929 (9)	0.0129 (2)
C19	0.52123 (13)	0.20338 (6)	0.75491 (9)	0.0129 (2)
H119	0.5387	0.2086	0.6907	0.015*
H219	0.5337	0.2496	0.7838	0.015*
C20	0.37916 (13)	0.17848 (7)	0.76650 (9)	0.0136 (2)
H120	0.3624	0.1754	0.8311	0.016*
H220	0.3188	0.2143	0.7408	0.016*
C21	0.44603 (13)	0.02260 (7)	0.83490 (9)	0.0129 (2)
H121	0.4761	0.0578	0.8794	0.015*
H221	0.4204	−0.0202	0.8674	0.015*
C22	0.32538 (13)	0.05135 (7)	0.78174 (10)	0.0145 (2)
H122	0.2897	0.0132	0.7435	0.017*
H222	0.2567	0.0635	0.8247	0.017*
C23	0.47012 (13)	0.06281 (7)	0.59391 (9)	0.0144 (2)
H123	0.4624	0.0132	0.6124	0.017*
H223	0.4652	0.0643	0.5279	0.017*
C24	0.35324 (13)	0.10451 (7)	0.63083 (9)	0.0153 (2)
H124	0.3550	0.1521	0.6046	0.018*
H224	0.2708	0.0818	0.6092	0.018*
C30	0.87636 (14)	−0.05917 (7)	0.85555 (9)	0.0154 (2)
H130	0.8023	−0.0855	0.8290	0.023*
H230	0.9292	−0.0902	0.8943	0.023*
H330	0.9313	−0.0409	0.8082	0.023*
C31	0.97310 (14)	0.01704 (7)	0.61955 (10)	0.0171 (3)
H131	0.9432	0.0561	0.5818	0.026*
H231	1.0489	−0.0057	0.5926	0.026*
H331	0.9988	0.0347	0.6788	0.026*
C32	0.99303 (14)	0.14653 (7)	0.81003 (10)	0.0166 (3)
H132	0.9410	0.1683	0.8566	0.025*
H232	1.0849	0.1618	0.8165	0.025*
H332	0.9886	0.0954	0.8156	0.025*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Fe1	0.00930 (9)	0.00897 (9)	0.00846 (9)	−0.00018 (6)	0.00173 (6)	0.00010 (6)
Cl1	0.01709 (15)	0.01223 (13)	0.01417 (14)	−0.00057 (10)	0.00453 (11)	0.00128 (10)
Cl2	0.01672 (15)	0.01946 (15)	0.01319 (14)	0.00193 (11)	0.00049 (11)	0.00028 (11)
N1	0.0130 (5)	0.0116 (5)	0.0111 (5)	0.0005 (4)	0.0012 (4)	−0.0006 (4)
N2	0.0114 (5)	0.0100 (4)	0.0128 (5)	0.0004 (4)	0.0038 (4)	0.0008 (4)
N3	0.0096 (5)	0.0136 (5)	0.0106 (5)	−0.0018 (4)	0.0008 (4)	−0.0005 (4)
N4	0.0099 (5)	0.0111 (5)	0.0123 (5)	−0.0003 (4)	0.0033 (4)	−0.0004 (4)
N5	0.0100 (5)	0.0126 (5)	0.0100 (5)	0.0002 (4)	0.0009 (4)	0.0019 (4)
N6	0.0119 (5)	0.0108 (4)	0.0097 (5)	0.0007 (4)	0.0010 (4)	0.0007 (4)
N7	0.0172 (6)	0.0137 (5)	0.0139 (5)	−0.0010 (4)	0.0013 (4)	0.0015 (4)
O1	0.0434 (7)	0.0293 (6)	0.0159 (5)	0.0131 (5)	0.0110 (5)	0.0074 (4)
O2	0.0237 (6)	0.0174 (5)	0.0283 (6)	0.0038 (4)	0.0114 (4)	−0.0012 (4)
O3	0.0188 (5)	0.0251 (5)	0.0270 (6)	−0.0008 (4)	−0.0022 (4)	−0.0053 (4)
O7	0.0888 (12)	0.0182 (6)	0.0214 (6)	−0.0189 (7)	0.0037 (7)	−0.0054 (5)
O5	0.0697 (12)	0.182 (2)	0.0147 (7)	−0.0845 (14)	0.0120 (7)	−0.0108 (10)
O6	0.0632 (11)	0.0530 (9)	0.0582 (10)	0.0433 (8)	−0.0371 (9)	−0.0330 (8)
O4	0.0237 (6)	0.0158 (5)	0.0347 (6)	−0.0062 (4)	0.0027 (5)	0.0027 (4)
O8	0.0540 (9)	0.0568 (9)	0.0158 (6)	0.0339 (7)	−0.0099 (6)	−0.0063 (6)
C1	0.0115 (6)	0.0137 (5)	0.0137 (6)	−0.0017 (4)	0.0004 (4)	0.0014 (4)
C2	0.0126 (6)	0.0116 (5)	0.0115 (6)	−0.0001 (4)	0.0003 (4)	0.0004 (4)
C3	0.0170 (6)	0.0124 (5)	0.0168 (6)	−0.0012 (5)	0.0004 (5)	−0.0020 (5)
C4	0.0202 (7)	0.0136 (6)	0.0169 (6)	0.0014 (5)	0.0013 (5)	−0.0038 (5)
C5	0.0175 (6)	0.0144 (6)	0.0128 (6)	0.0025 (5)	0.0035 (5)	−0.0015 (5)
C6	0.0142 (6)	0.0133 (5)	0.0109 (5)	0.0014 (4)	0.0028 (4)	0.0007 (4)
C7	0.0159 (6)	0.0148 (5)	0.0103 (5)	0.0013 (5)	0.0022 (4)	0.0012 (4)
C8	0.0153 (6)	0.0119 (5)	0.0122 (6)	0.0011 (4)	0.0037 (4)	0.0005 (4)
C9	0.0211 (7)	0.0147 (6)	0.0153 (6)	0.0006 (5)	0.0066 (5)	0.0035 (5)
C10	0.0200 (7)	0.0156 (6)	0.0229 (7)	−0.0014 (5)	0.0086 (5)	0.0026 (5)
C11	0.0143 (6)	0.0159 (6)	0.0240 (7)	−0.0025 (5)	0.0048 (5)	0.0013 (5)
C12	0.0121 (6)	0.0118 (5)	0.0172 (6)	0.0007 (4)	0.0030 (5)	−0.0001 (4)
C13	0.0125 (6)	0.0138 (5)	0.0141 (6)	−0.0007 (4)	0.0025 (4)	−0.0023 (4)
C14	0.0118 (6)	0.0160 (6)	0.0108 (5)	−0.0024 (4)	0.0020 (4)	−0.0013 (4)
C15	0.0126 (6)	0.0218 (6)	0.0118 (6)	−0.0024 (5)	0.0019 (4)	−0.0030 (5)
C16	0.0125 (6)	0.0266 (7)	0.0095 (6)	−0.0045 (5)	0.0004 (4)	0.0012 (5)
C17	0.0118 (6)	0.0208 (6)	0.0140 (6)	−0.0028 (5)	0.0002 (4)	0.0039 (5)
C18	0.0094 (5)	0.0154 (6)	0.0139 (6)	−0.0025 (4)	−0.0001 (4)	0.0020 (4)
C19	0.0124 (6)	0.0105 (5)	0.0159 (6)	0.0011 (4)	0.0020 (4)	0.0008 (4)
C20	0.0122 (6)	0.0132 (5)	0.0156 (6)	0.0015 (4)	0.0022 (4)	0.0014 (4)
C21	0.0117 (6)	0.0138 (5)	0.0134 (6)	0.0007 (4)	0.0044 (4)	0.0015 (4)
C22	0.0113 (6)	0.0139 (5)	0.0186 (6)	−0.0008 (4)	0.0033 (5)	0.0032 (5)
C23	0.0148 (6)	0.0168 (6)	0.0114 (6)	−0.0015 (5)	−0.0023 (4)	−0.0010 (4)
C24	0.0138 (6)	0.0175 (6)	0.0145 (6)	−0.0006 (5)	−0.0023 (5)	0.0014 (5)
C30	0.0153 (6)	0.0146 (6)	0.0162 (6)	0.0015 (5)	−0.0008 (5)	0.0017 (5)
C31	0.0157 (6)	0.0128 (6)	0.0232 (7)	0.0003 (5)	0.0086 (5)	−0.0009 (5)
C32	0.0125 (6)	0.0176 (6)	0.0197 (7)	−0.0021 (5)	−0.0008 (5)	0.0016 (5)

Geometric parameters (Å, º)

Fe1—N5	1.9387 (11)	C9—C10	1.390 (2)
Fe1—N4	1.9541 (11)	C9—H19	0.9500
Fe1—N1	1.9566 (11)	C10—C11	1.382 (2)
Fe1—N2	2.0729 (11)	C10—H110	0.9500
Fe1—N3	2.0815 (11)	C11—C12	1.4082 (19)
Fe1—N6	2.0840 (11)	C11—H111	0.9500
Cl1—O1	1.4387 (12)	C12—C32	1.4995 (19)
Cl1—O4	1.4395 (10)	C13—C14	1.4489 (19)
Cl1—O3	1.4460 (12)	C13—H113	0.9500
Cl1—O2	1.4538 (10)	C14—C15	1.3868 (18)
Cl2—O6	1.4113 (14)	C15—C16	1.387 (2)
Cl2—O7	1.4245 (12)	C15—H115	0.9500
Cl2—O5	1.4277 (15)	C16—C17	1.385 (2)
Cl2—O8	1.4349 (13)	C16—H116	0.9500
N1—C7	1.2880 (17)	C17—C18	1.4034 (18)
N1—C23	1.4738 (17)	C17—H117	0.9500
N2—C12	1.3530 (17)	C18—C30	1.4981 (19)
N2—C8	1.3702 (17)	C19—C20	1.5333 (18)
N3—C18	1.3607 (16)	C19—H119	0.9900
N3—C14	1.3668 (16)	C19—H219	0.9900
N4—C13	1.2821 (17)	C20—H120	0.9900
N4—C19	1.4689 (16)	C20—H220	0.9900
N5—C1	1.2852 (16)	C21—C22	1.5444 (19)
N5—C21	1.4669 (16)	C21—H121	0.9900
N6—C6	1.3558 (16)	C21—H221	0.9900
N6—C2	1.3696 (16)	C22—H122	0.9900
N7—C24	1.4383 (18)	C22—H222	0.9900
N7—C22	1.4440 (17)	C23—C24	1.5444 (19)
N7—C20	1.4452 (17)	C23—H123	0.9900
C1—C2	1.4513 (18)	C23—H223	0.9900
C1—H11	0.9500	C24—H124	0.9900
C2—C3	1.3909 (18)	C24—H224	0.9900
C3—C4	1.387 (2)	C30—H130	0.9800
C3—H13	0.9500	C30—H230	0.9800
C4—C5	1.381 (2)	C30—H330	0.9800
C4—H14	0.9500	C31—H131	0.9800
C5—C6	1.4098 (18)	C31—H231	0.9800
C5—H15	0.9500	C31—H331	0.9800
C6—C31	1.5021 (18)	C32—H132	0.9800
C7—C8	1.4513 (19)	C32—H232	0.9800
C7—H17	0.9500	C32—H332	0.9800
C8—C9	1.3885 (18)
N5—Fe1—N4	95.30 (4)	C10—C11—C12	121.01 (13)
N5—Fe1—N1	92.72 (5)	C10—C11—H111	119.5
N4—Fe1—N1	92.33 (5)	C12—C11—H111	119.5
N5—Fe1—N2	174.27 (4)	N2—C12—C11	121.41 (13)
N4—Fe1—N2	85.11 (4)	N2—C12—C32	120.43 (12)
N1—Fe1—N2	81.55 (5)	C11—C12—C32	118.14 (12)
N5—Fe1—N3	83.69 (4)	N4—C13—C14	117.49 (12)
N4—Fe1—N3	80.86 (4)	N4—C13—H113	121.3
N1—Fe1—N3	171.95 (4)	C14—C13—H113	121.3
N2—Fe1—N3	102.01 (4)	N3—C14—C15	124.63 (12)
N5—Fe1—N6	81.05 (4)	N3—C14—C13	114.80 (11)
N4—Fe1—N6	175.67 (4)	C15—C14—C13	120.44 (12)
N1—Fe1—N6	85.53 (4)	C16—C15—C14	118.33 (12)
N2—Fe1—N6	98.28 (4)	C16—C15—H115	120.8
N3—Fe1—N6	100.97 (4)	C14—C15—H115	120.8
O1—Cl1—O4	109.88 (8)	C17—C16—C15	118.06 (12)
O1—Cl1—O3	109.49 (8)	C17—C16—H116	121.0
O4—Cl1—O3	109.21 (7)	C15—C16—H116	121.0
O1—Cl1—O2	109.29 (7)	C16—C17—C18	121.24 (13)
O4—Cl1—O2	109.86 (7)	C16—C17—H117	119.4
O3—Cl1—O2	109.10 (7)	C18—C17—H117	119.4
O6—Cl2—O7	110.65 (11)	N3—C18—C17	121.02 (12)
O6—Cl2—O5	109.19 (15)	N3—C18—C30	120.43 (12)
O7—Cl2—O5	108.26 (10)	C17—C18—C30	118.53 (12)
O6—Cl2—O8	108.10 (8)	N4—C19—C20	110.13 (10)
O7—Cl2—O8	111.94 (9)	N4—C19—H119	109.6
O5—Cl2—O8	108.65 (11)	C20—C19—H119	109.6
C7—N1—C23	117.31 (11)	N4—C19—H219	109.6
C7—N1—Fe1	115.64 (9)	C20—C19—H219	109.6
C23—N1—Fe1	127.04 (9)	H119—C19—H219	108.1
C12—N2—C8	116.75 (11)	N7—C20—C19	115.30 (11)
C12—N2—Fe1	133.27 (9)	N7—C20—H120	108.4
C8—N2—Fe1	109.97 (9)	C19—C20—H120	108.4
C18—N3—C14	116.62 (11)	N7—C20—H220	108.4
C18—N3—Fe1	132.35 (9)	C19—C20—H220	108.4
C14—N3—Fe1	110.27 (9)	H120—C20—H220	107.5
C13—N4—C19	116.19 (11)	N5—C21—C22	111.10 (11)
C13—N4—Fe1	116.22 (9)	N5—C21—H121	109.4
C19—N4—Fe1	127.58 (9)	C22—C21—H121	109.4
C1—N5—C21	117.31 (11)	N5—C21—H221	109.4
C1—N5—Fe1	116.69 (9)	C22—C21—H221	109.4
C21—N5—Fe1	126.00 (8)	H121—C21—H221	108.0
C6—N6—C2	116.51 (11)	N7—C22—C21	116.78 (11)
C6—N6—Fe1	133.66 (9)	N7—C22—H122	108.1
C2—N6—Fe1	109.66 (8)	C21—C22—H122	108.1
C24—N7—C22	120.66 (11)	N7—C22—H222	108.1
C24—N7—C20	119.09 (11)	C21—C22—H222	108.1
C22—N7—C20	119.82 (11)	H122—C22—H222	107.3
N5—C1—C2	117.16 (12)	N1—C23—C24	113.07 (11)
N5—C1—H11	121.4	N1—C23—H123	109.0
C2—C1—H11	121.4	C24—C23—H123	109.0
N6—C2—C3	124.29 (12)	N1—C23—H223	109.0
N6—C2—C1	114.64 (11)	C24—C23—H223	109.0
C3—C2—C1	121.01 (12)	H123—C23—H223	107.8
C4—C3—C2	118.81 (13)	N7—C24—C23	117.37 (11)
C4—C3—H13	120.6	N7—C24—H124	108.0
C2—C3—H13	120.6	C23—C24—H124	108.0
C5—C4—C3	117.69 (12)	N7—C24—H224	108.0
C5—C4—H14	121.2	C23—C24—H224	108.0
C3—C4—H14	121.2	H124—C24—H224	107.2
C4—C5—C6	121.35 (13)	C18—C30—H130	109.5
C4—C5—H15	119.3	C18—C30—H230	109.5
C6—C5—H15	119.3	H130—C30—H230	109.5
N6—C6—C5	121.27 (12)	C18—C30—H330	109.5
N6—C6—C31	120.62 (11)	H130—C30—H330	109.5
C5—C6—C31	118.05 (12)	H230—C30—H330	109.5
N1—C7—C8	117.60 (12)	C6—C31—H131	109.5
N1—C7—H17	121.2	C6—C31—H231	109.5
C8—C7—H17	121.2	H131—C31—H231	109.5
N2—C8—C9	124.20 (13)	C6—C31—H331	109.5
N2—C8—C7	115.17 (11)	H131—C31—H331	109.5
C9—C8—C7	120.62 (13)	H231—C31—H331	109.5
C8—C9—C10	118.61 (13)	C12—C32—H132	109.5
C8—C9—H19	120.7	C12—C32—H232	109.5
C10—C9—H19	120.7	H132—C32—H232	109.5
C11—C10—C9	118.00 (13)	C12—C32—H332	109.5
C11—C10—H110	121.0	H132—C32—H332	109.5
C9—C10—H110	121.0	H232—C32—H332	109.5

(1_130)

Crystal data

C27H33Cl2FeN7O8	Z = 4
Mr = 710.35	F(000) = 1472
Monoclinic, P21/c	Dx = 1.617 Mg m^−3
a = 10.1834 (3) Å	Mo Kα radiation, λ = 0.71073 Å
b = 19.0720 (5) Å	µ = 0.76 mm^−1
c = 15.0304 (4) Å	T = 130 K
β = 91.467 (3)°	Polyhedron, dark red
V = 2918.21 (14) Å^3	0.34 × 0.29 × 0.10 mm

Data collection

KM4_CCD_Sapphire3 diffractometer	9866 independent reflections
Radiation source: fine-focus sealed tube	7674 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.019
Detector resolution: 16.0328 pixels mm^-1	θmax = 32.8°, θmin = 2.9°
θ–scan	h = −15→15
Absorption correction: multi-scan CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.2 (release 20-01-2006 CrysAlis171 .NET) (compiled Jan 20 2006,12:36:28) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	k = −28→21
Tmin = 0.913, Tmax = 0.930	l = −22→21
28510 measured reflections

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)] = 0.034	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.108	H-atom parameters constrained
S = 1.00	w = 1/[σ^2(Fo^2) + (0.077P)^2] where P = (Fo^2 + 2Fc^2)/3
9866 reflections	(Δ/σ)max = 0.001
409 parameters	Δρmax = 0.96 e Å^−3
0 restraints	Δρmin = −0.90 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
Fe1	0.690194 (18)	0.070631 (9)	0.738984 (12)	0.01215 (5)
Cl1	1.35960 (4)	0.317568 (17)	0.53966 (2)	0.02135 (8)
Cl2	1.22187 (4)	−0.147864 (19)	0.70178 (2)	0.02436 (8)
N1	0.60041 (12)	0.09032 (6)	0.62508 (8)	0.0164 (2)
N2	0.82476 (11)	0.14067 (6)	0.68822 (8)	0.0157 (2)
N3	0.76317 (11)	0.05579 (6)	0.86822 (8)	0.0151 (2)
N4	0.61381 (11)	0.15264 (6)	0.79526 (8)	0.0147 (2)
N5	0.55433 (11)	0.00653 (6)	0.77539 (7)	0.0148 (2)
N6	0.75697 (11)	−0.01981 (6)	0.67721 (7)	0.0144 (2)
N7	0.34861 (13)	0.11176 (6)	0.72533 (9)	0.0212 (2)
O1	1.33103 (17)	0.30785 (8)	0.63173 (9)	0.0480 (4)
O2	1.43939 (13)	0.26003 (6)	0.50936 (9)	0.0350 (3)
O3	1.23805 (13)	0.31945 (7)	0.48820 (10)	0.0381 (3)
O7	1.1604 (2)	−0.20824 (7)	0.66475 (10)	0.0569 (5)
O5	1.3108 (2)	−0.12124 (17)	0.63961 (11)	0.1193 (12)
O6	1.1269 (2)	−0.09715 (11)	0.72124 (15)	0.0827 (7)
O4	1.42766 (14)	0.38232 (6)	0.52789 (10)	0.0388 (3)
O8	1.29317 (17)	−0.16250 (9)	0.78276 (10)	0.0549 (4)
C1	0.56066 (14)	−0.05608 (7)	0.74540 (9)	0.0177 (3)
H11	0.4988	−0.0908	0.7616	0.021*
C2	0.66627 (14)	−0.07205 (7)	0.68549 (9)	0.0164 (2)
C3	0.67449 (16)	−0.13669 (7)	0.64407 (10)	0.0223 (3)
H13	0.6073	−0.1707	0.6508	0.027*
C4	0.78226 (17)	−0.15089 (8)	0.59269 (10)	0.0246 (3)
H14	0.7905	−0.1945	0.5628	0.030*
C5	0.87658 (15)	−0.10000 (7)	0.58637 (10)	0.0213 (3)
H15	0.9527	−0.1092	0.5530	0.026*
C6	0.86323 (14)	−0.03458 (7)	0.62806 (9)	0.0176 (2)
C7	0.66077 (15)	0.13217 (7)	0.57302 (9)	0.0193 (3)
H17	0.6260	0.1430	0.5154	0.023*
C8	0.78379 (14)	0.16223 (7)	0.60527 (9)	0.0184 (3)
C9	0.85269 (16)	0.20865 (8)	0.55301 (10)	0.0247 (3)
H19	0.8206	0.2212	0.4953	0.030*
C10	0.96933 (17)	0.23632 (8)	0.58677 (12)	0.0283 (3)
H110	1.0195	0.2681	0.5528	0.034*
C11	1.01077 (16)	0.21638 (8)	0.67140 (12)	0.0258 (3)
H111	1.0898	0.2354	0.6963	0.031*
C12	0.93794 (14)	0.16856 (7)	0.72111 (10)	0.0189 (3)
C13	0.64631 (14)	0.16280 (7)	0.87717 (9)	0.0183 (3)
H113	0.6210	0.2042	0.9074	0.022*
C14	0.72284 (13)	0.10896 (7)	0.92194 (9)	0.0175 (2)
C15	0.74480 (14)	0.11132 (8)	1.01323 (10)	0.0214 (3)
H115	0.7178	0.1507	1.0468	0.026*
C16	0.80676 (15)	0.05527 (9)	1.05452 (10)	0.0233 (3)
H116	0.8235	0.0549	1.1170	0.028*
C17	0.84363 (14)	−0.00033 (8)	1.00178 (10)	0.0215 (3)
H117	0.8829	−0.0404	1.0289	0.026*
C18	0.82440 (13)	0.00112 (7)	0.90909 (9)	0.0175 (2)
C19	0.52160 (14)	0.20332 (7)	0.75499 (10)	0.0178 (2)
H119	0.5399	0.2088	0.6910	0.021*
H219	0.5335	0.2496	0.7840	0.021*
C20	0.37980 (14)	0.17839 (7)	0.76561 (10)	0.0195 (3)
H120	0.3620	0.1754	0.8299	0.023*
H220	0.3200	0.2142	0.7395	0.023*
C21	0.44585 (13)	0.02294 (7)	0.83423 (9)	0.0180 (3)
H121	0.4754	0.0582	0.8787	0.022*
H221	0.4202	−0.0199	0.8666	0.022*
C22	0.32608 (14)	0.05156 (8)	0.78108 (10)	0.0208 (3)
H122	0.2906	0.0133	0.7430	0.025*
H222	0.2574	0.0640	0.8238	0.025*
C23	0.47187 (15)	0.06313 (7)	0.59398 (10)	0.0204 (3)
H123	0.4642	0.0135	0.6123	0.025*
H223	0.4674	0.0647	0.5281	0.025*
C24	0.35519 (14)	0.10445 (8)	0.63040 (10)	0.0216 (3)
H124	0.3566	0.1520	0.6041	0.026*
H224	0.2733	0.0815	0.6088	0.026*
C30	0.87639 (15)	−0.05824 (8)	0.85548 (10)	0.0212 (3)
H130	0.8029	−0.0849	0.8292	0.032*
H230	0.9296	−0.0891	0.8941	0.032*
H330	0.9307	−0.0397	0.8080	0.032*
C31	0.97215 (15)	0.01746 (8)	0.61996 (11)	0.0241 (3)
H131	0.9419	0.0570	0.5832	0.036*
H231	1.0473	−0.0050	0.5921	0.036*
H331	0.9987	0.0345	0.6793	0.036*
C32	0.99155 (15)	0.14705 (8)	0.81062 (11)	0.0236 (3)
H132	0.9383	0.1680	0.8571	0.035*
H232	1.0825	0.1632	0.8177	0.035*
H332	0.9889	0.0958	0.8157	0.035*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Fe1	0.01313 (9)	0.01160 (9)	0.01179 (9)	−0.00024 (6)	0.00187 (6)	0.00018 (6)
Cl1	0.02606 (17)	0.01719 (15)	0.02112 (16)	−0.00130 (12)	0.00661 (13)	0.00186 (11)
Cl2	0.02579 (18)	0.02477 (17)	0.02245 (17)	0.00202 (13)	−0.00119 (13)	−0.00121 (13)
N1	0.0190 (5)	0.0161 (5)	0.0142 (5)	0.0010 (4)	0.0010 (4)	−0.0007 (4)
N2	0.0161 (5)	0.0131 (5)	0.0180 (5)	0.0009 (4)	0.0047 (4)	0.0006 (4)
N3	0.0131 (5)	0.0178 (5)	0.0144 (5)	−0.0018 (4)	0.0011 (4)	0.0003 (4)
N4	0.0133 (5)	0.0136 (5)	0.0174 (5)	−0.0004 (4)	0.0035 (4)	−0.0010 (4)
N5	0.0135 (5)	0.0160 (5)	0.0148 (5)	−0.0008 (4)	0.0007 (4)	0.0020 (4)
N6	0.0168 (5)	0.0128 (5)	0.0135 (5)	0.0004 (4)	0.0012 (4)	0.0009 (4)
N7	0.0236 (6)	0.0186 (5)	0.0213 (6)	−0.0018 (4)	0.0002 (5)	0.0026 (4)
O1	0.0740 (11)	0.0454 (8)	0.0255 (6)	0.0237 (7)	0.0193 (7)	0.0134 (6)
O2	0.0373 (7)	0.0247 (6)	0.0439 (7)	0.0044 (5)	0.0178 (6)	−0.0003 (5)
O3	0.0316 (7)	0.0391 (7)	0.0433 (8)	−0.0011 (5)	−0.0041 (6)	−0.0103 (6)
O7	0.1101 (15)	0.0282 (7)	0.0324 (7)	−0.0263 (8)	0.0032 (8)	−0.0079 (6)
O5	0.1108 (18)	0.225 (3)	0.0226 (8)	−0.117 (2)	0.0156 (10)	−0.0140 (13)
O6	0.0834 (14)	0.0748 (12)	0.0872 (15)	0.0553 (11)	−0.0479 (12)	−0.0435 (11)
O4	0.0368 (7)	0.0237 (6)	0.0561 (9)	−0.0091 (5)	0.0050 (6)	0.0039 (6)
O8	0.0645 (11)	0.0722 (11)	0.0272 (7)	0.0313 (9)	−0.0112 (7)	−0.0073 (7)
C1	0.0166 (6)	0.0167 (6)	0.0200 (6)	−0.0024 (5)	0.0009 (5)	0.0021 (5)
C2	0.0184 (6)	0.0142 (5)	0.0164 (6)	−0.0010 (5)	−0.0004 (5)	0.0001 (4)
C3	0.0260 (7)	0.0154 (6)	0.0256 (7)	−0.0025 (5)	0.0005 (6)	−0.0029 (5)
C4	0.0315 (8)	0.0178 (6)	0.0245 (7)	0.0030 (6)	0.0008 (6)	−0.0066 (5)
C5	0.0264 (7)	0.0187 (6)	0.0190 (6)	0.0043 (5)	0.0045 (5)	−0.0027 (5)
C6	0.0210 (6)	0.0164 (6)	0.0155 (6)	0.0021 (5)	0.0033 (5)	0.0009 (4)
C7	0.0240 (7)	0.0194 (6)	0.0146 (6)	0.0025 (5)	0.0024 (5)	0.0018 (5)
C8	0.0221 (7)	0.0158 (6)	0.0178 (6)	0.0016 (5)	0.0065 (5)	0.0016 (5)
C9	0.0324 (8)	0.0202 (7)	0.0221 (7)	−0.0001 (6)	0.0099 (6)	0.0060 (5)
C10	0.0300 (8)	0.0222 (7)	0.0332 (8)	−0.0026 (6)	0.0130 (7)	0.0058 (6)
C11	0.0213 (7)	0.0218 (7)	0.0346 (8)	−0.0042 (5)	0.0075 (6)	0.0014 (6)
C12	0.0169 (6)	0.0157 (6)	0.0245 (7)	0.0003 (5)	0.0053 (5)	−0.0010 (5)
C13	0.0177 (6)	0.0183 (6)	0.0191 (6)	−0.0013 (5)	0.0040 (5)	−0.0035 (5)
C14	0.0155 (6)	0.0224 (6)	0.0147 (6)	−0.0031 (5)	0.0018 (5)	−0.0019 (5)
C15	0.0178 (6)	0.0305 (7)	0.0160 (6)	−0.0038 (5)	0.0021 (5)	−0.0045 (5)
C16	0.0185 (7)	0.0376 (8)	0.0137 (6)	−0.0063 (6)	0.0007 (5)	0.0021 (5)
C17	0.0159 (6)	0.0295 (7)	0.0189 (6)	−0.0027 (5)	−0.0007 (5)	0.0062 (5)
C18	0.0131 (6)	0.0215 (6)	0.0177 (6)	−0.0030 (5)	−0.0003 (5)	0.0034 (5)
C19	0.0177 (6)	0.0132 (5)	0.0227 (6)	0.0018 (5)	0.0029 (5)	0.0013 (5)
C20	0.0175 (6)	0.0175 (6)	0.0237 (7)	0.0022 (5)	0.0032 (5)	0.0017 (5)
C21	0.0161 (6)	0.0186 (6)	0.0195 (6)	0.0000 (5)	0.0057 (5)	0.0026 (5)
C22	0.0159 (6)	0.0202 (6)	0.0266 (7)	−0.0009 (5)	0.0041 (5)	0.0047 (5)
C23	0.0229 (7)	0.0217 (6)	0.0165 (6)	−0.0020 (5)	−0.0044 (5)	0.0000 (5)
C24	0.0186 (7)	0.0246 (7)	0.0215 (7)	−0.0007 (5)	−0.0042 (5)	0.0025 (5)
C30	0.0221 (7)	0.0196 (6)	0.0218 (7)	0.0028 (5)	−0.0025 (5)	0.0026 (5)
C31	0.0233 (7)	0.0174 (6)	0.0322 (8)	0.0004 (5)	0.0129 (6)	−0.0015 (5)
C32	0.0171 (6)	0.0245 (7)	0.0293 (8)	−0.0050 (5)	−0.0007 (6)	0.0019 (6)

Geometric parameters (Å, º)

Fe1—N5	1.9357 (11)	C9—C10	1.384 (2)
Fe1—N4	1.9494 (11)	C9—H19	0.9500
Fe1—N1	1.9565 (12)	C10—C11	1.383 (2)
Fe1—N2	2.0732 (11)	C10—H110	0.9500
Fe1—N3	2.0812 (11)	C11—C12	1.403 (2)
Fe1—N6	2.0814 (11)	C11—H111	0.9500
Cl1—O4	1.4293 (12)	C12—C32	1.496 (2)
Cl1—O1	1.4335 (13)	C13—C14	1.445 (2)
Cl1—O3	1.4432 (14)	C13—H113	0.9500
Cl1—O2	1.4460 (12)	C14—C15	1.3852 (19)
Cl2—O6	1.4036 (16)	C15—C16	1.381 (2)
Cl2—O5	1.4126 (18)	C15—H115	0.9500
Cl2—O7	1.4177 (14)	C16—C17	1.382 (2)
Cl2—O8	1.4287 (15)	C16—H116	0.9500
N1—C7	1.2852 (18)	C17—C18	1.4022 (19)
N1—C23	1.4730 (18)	C17—H117	0.9500
N2—C12	1.3515 (18)	C18—C30	1.494 (2)
N2—C8	1.3677 (18)	C19—C20	1.533 (2)
N3—C18	1.3542 (17)	C19—H119	0.9900
N3—C14	1.3659 (17)	C19—H219	0.9900
N4—C13	1.2814 (18)	C20—H120	0.9900
N4—C19	1.4675 (17)	C20—H220	0.9900
N5—C1	1.2785 (17)	C21—C22	1.541 (2)
N5—C21	1.4665 (17)	C21—H121	0.9900
N6—C6	1.3553 (17)	C21—H221	0.9900
N6—C2	1.3663 (17)	C22—H122	0.9900
N7—C24	1.4368 (19)	C22—H222	0.9900
N7—C20	1.4396 (18)	C23—C24	1.538 (2)
N7—C22	1.4432 (18)	C23—H123	0.9900
C1—C2	1.4526 (19)	C23—H223	0.9900
C1—H11	0.9500	C24—H124	0.9900
C2—C3	1.3847 (19)	C24—H224	0.9900
C3—C4	1.385 (2)	C30—H130	0.9800
C3—H13	0.9500	C30—H230	0.9800
C4—C5	1.371 (2)	C30—H330	0.9800
C4—H14	0.9500	C31—H131	0.9800
C5—C6	1.4044 (19)	C31—H231	0.9800
C5—H15	0.9500	C31—H331	0.9800
C6—C31	1.496 (2)	C32—H132	0.9800
C7—C8	1.450 (2)	C32—H232	0.9800
C7—H17	0.9500	C32—H332	0.9800
C8—C9	1.3862 (19)
N5—Fe1—N4	95.05 (5)	C10—C11—C12	121.03 (15)
N5—Fe1—N1	92.71 (5)	C10—C11—H111	119.5
N4—Fe1—N1	92.46 (5)	C12—C11—H111	119.5
N5—Fe1—N2	174.24 (5)	N2—C12—C11	121.22 (14)
N4—Fe1—N2	85.27 (4)	N2—C12—C32	120.61 (12)
N1—Fe1—N2	81.53 (5)	C11—C12—C32	118.12 (13)
N5—Fe1—N3	83.74 (4)	N4—C13—C14	117.57 (12)
N4—Fe1—N3	80.85 (5)	N4—C13—H113	121.2
N1—Fe1—N3	172.09 (5)	C14—C13—H113	121.2
N2—Fe1—N3	101.98 (5)	N3—C14—C15	124.50 (13)
N5—Fe1—N6	81.18 (5)	N3—C14—C13	114.77 (12)
N4—Fe1—N6	175.55 (5)	C15—C14—C13	120.64 (13)
N1—Fe1—N6	85.38 (5)	C16—C15—C14	118.71 (13)
N2—Fe1—N6	98.24 (4)	C16—C15—H115	120.6
N3—Fe1—N6	101.00 (4)	C14—C15—H115	120.6
O4—Cl1—O1	110.02 (10)	C15—C16—C17	117.66 (13)
O4—Cl1—O3	108.92 (8)	C15—C16—H116	121.2
O1—Cl1—O3	109.16 (10)	C17—C16—H116	121.2
O4—Cl1—O2	109.79 (8)	C16—C17—C18	121.45 (14)
O1—Cl1—O2	109.61 (8)	C16—C17—H117	119.3
O3—Cl1—O2	109.34 (8)	C18—C17—H117	119.3
O6—Cl2—O5	110.31 (19)	N3—C18—C17	121.13 (13)
O6—Cl2—O7	109.99 (13)	N3—C18—C30	120.27 (12)
O5—Cl2—O7	108.45 (12)	C17—C18—C30	118.58 (12)
O6—Cl2—O8	107.15 (10)	N4—C19—C20	110.32 (11)
O5—Cl2—O8	108.25 (13)	N4—C19—H119	109.6
O7—Cl2—O8	112.67 (10)	C20—C19—H119	109.6
C7—N1—C23	117.41 (12)	N4—C19—H219	109.6
C7—N1—Fe1	115.59 (10)	C20—C19—H219	109.6
C23—N1—Fe1	126.99 (9)	H119—C19—H219	108.1
C12—N2—C8	116.91 (12)	N7—C20—C19	115.37 (12)
C12—N2—Fe1	133.19 (10)	N7—C20—H120	108.4
C8—N2—Fe1	109.88 (9)	C19—C20—H120	108.4
C18—N3—C14	116.44 (12)	N7—C20—H220	108.4
C18—N3—Fe1	132.64 (9)	C19—C20—H220	108.4
C14—N3—Fe1	110.20 (9)	H120—C20—H220	107.5
C13—N4—C19	116.32 (11)	N5—C21—C22	111.19 (11)
C13—N4—Fe1	116.24 (9)	N5—C21—H121	109.4
C19—N4—Fe1	127.43 (9)	C22—C21—H121	109.4
C1—N5—C21	117.22 (11)	N5—C21—H221	109.4
C1—N5—Fe1	116.58 (10)	C22—C21—H221	109.4
C21—N5—Fe1	126.20 (9)	H121—C21—H221	108.0
C6—N6—C2	116.69 (11)	N7—C22—C21	116.58 (12)
C6—N6—Fe1	133.61 (9)	N7—C22—H122	108.1
C2—N6—Fe1	109.53 (9)	C21—C22—H122	108.1
C24—N7—C20	119.20 (12)	N7—C22—H222	108.1
C24—N7—C22	120.76 (12)	C21—C22—H222	108.1
C20—N7—C22	119.65 (12)	H122—C22—H222	107.3
N5—C1—C2	117.33 (12)	N1—C23—C24	113.26 (12)
N5—C1—H11	121.3	N1—C23—H123	108.9
C2—C1—H11	121.3	C24—C23—H123	108.9
N6—C2—C3	124.02 (13)	N1—C23—H223	108.9
N6—C2—C1	114.62 (11)	C24—C23—H223	108.9
C3—C2—C1	121.31 (13)	H123—C23—H223	107.7
C2—C3—C4	118.87 (14)	N7—C24—C23	117.34 (12)
C2—C3—H13	120.6	N7—C24—H124	108.0
C4—C3—H13	120.6	C23—C24—H124	108.0
C5—C4—C3	117.84 (13)	N7—C24—H224	108.0
C5—C4—H14	121.1	C23—C24—H224	108.0
C3—C4—H14	121.1	H124—C24—H224	107.2
C4—C5—C6	121.48 (14)	C18—C30—H130	109.5
C4—C5—H15	119.3	C18—C30—H230	109.5
C6—C5—H15	119.3	H130—C30—H230	109.5
N6—C6—C5	121.03 (13)	C18—C30—H330	109.5
N6—C6—C31	120.71 (12)	H130—C30—H330	109.5
C5—C6—C31	118.21 (13)	H230—C30—H330	109.5
N1—C7—C8	117.68 (12)	C6—C31—H131	109.5
N1—C7—H17	121.2	C6—C31—H231	109.5
C8—C7—H17	121.2	H131—C31—H231	109.5
N2—C8—C9	124.16 (14)	C6—C31—H331	109.5
N2—C8—C7	115.26 (12)	H131—C31—H331	109.5
C9—C8—C7	120.57 (14)	H231—C31—H331	109.5
C10—C9—C8	118.54 (15)	C12—C32—H132	109.5
C10—C9—H19	120.7	C12—C32—H232	109.5
C8—C9—H19	120.7	H132—C32—H232	109.5
C11—C10—C9	118.10 (14)	C12—C32—H332	109.5
C11—C10—H110	120.9	H132—C32—H332	109.5
C9—C10—H110	120.9	H232—C32—H332	109.5

(1_150)

Crystal data

C27H33Cl2FeN7O8	Z = 4
Mr = 710.35	F(000) = 1472
Monoclinic, P21/c	Dx = 1.612 Mg m^−3
a = 10.1952 (4) Å	Mo Kα radiation, λ = 0.71073 Å
b = 19.0901 (7) Å	µ = 0.76 mm^−1
c = 15.0429 (6) Å	T = 150 K
β = 91.451 (4)°	Polyhedron, dark red
V = 2926.8 (2) Å^3	0.48 × 0.32 × 0.12 mm

Data collection

KM4_CCD_Sapphire3 diffractometer	9709 independent reflections
Radiation source: fine-focus sealed tube	7234 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.019
Detector resolution: 16.0328 pixels mm^-1	θmax = 32.8°, θmin = 2.9°
θ–scan	h = −15→14
Absorption correction: multi-scan CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.2 (release 20-01-2006 CrysAlis171 .NET) (compiled Jan 20 2006,12:36:28) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	k = −29→19
Tmin = 0.847, Tmax = 0.918	l = −22→20
27839 measured reflections

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)] = 0.038	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.123	H-atom parameters constrained
S = 1.01	w = 1/[σ^2(Fo^2) + (0.087P)^2] where P = (Fo^2 + 2Fc^2)/3
9709 reflections	(Δ/σ)max = 0.001
409 parameters	Δρmax = 1.14 e Å^−3
0 restraints	Δρmin = −1.09 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
Fe1	0.69008 (2)	0.070773 (10)	0.739033 (14)	0.01446 (6)
Cl1	1.35921 (4)	0.31745 (2)	0.53970 (3)	0.02509 (9)
Cl2	1.22219 (4)	−0.14755 (2)	0.70110 (3)	0.02915 (10)
N1	0.60068 (13)	0.09047 (7)	0.62512 (9)	0.0192 (3)
N2	0.82469 (13)	0.14081 (7)	0.68851 (9)	0.0187 (3)
N3	0.76266 (12)	0.05587 (7)	0.86830 (9)	0.0175 (2)
N4	0.61365 (13)	0.15259 (7)	0.79528 (9)	0.0174 (2)
N5	0.55447 (12)	0.00673 (7)	0.77522 (8)	0.0172 (2)
N6	0.75687 (13)	−0.01963 (6)	0.67739 (8)	0.0167 (2)
N7	0.34922 (15)	0.11184 (7)	0.72486 (10)	0.0246 (3)
O1	1.3302 (2)	0.30807 (9)	0.63146 (11)	0.0574 (5)
O2	1.43906 (15)	0.26009 (7)	0.50966 (10)	0.0407 (4)
O3	1.23818 (16)	0.31940 (8)	0.48798 (12)	0.0462 (4)
O7	1.1616 (2)	−0.20778 (8)	0.66404 (11)	0.0637 (6)
O5	1.3103 (3)	−0.1212 (2)	0.63961 (13)	0.1371 (16)
O6	1.1270 (2)	−0.09737 (13)	0.72128 (18)	0.0951 (9)
O4	1.42616 (16)	0.38216 (7)	0.52783 (13)	0.0468 (4)
O8	1.2934 (2)	−0.16168 (11)	0.78202 (12)	0.0615 (5)
C1	0.56084 (16)	−0.05585 (8)	0.74523 (11)	0.0208 (3)
H11	0.4990	−0.0905	0.7614	0.025*
C2	0.66638 (16)	−0.07172 (8)	0.68559 (11)	0.0191 (3)
C3	0.67469 (18)	−0.13627 (9)	0.64420 (12)	0.0259 (3)
H13	0.6076	−0.1703	0.6509	0.031*
C4	0.78217 (19)	−0.15046 (9)	0.59295 (12)	0.0283 (4)
H14	0.7904	−0.1941	0.5632	0.034*
C5	0.87634 (18)	−0.09973 (9)	0.58644 (11)	0.0251 (3)
H15	0.9523	−0.1089	0.5530	0.030*
C6	0.86298 (16)	−0.03423 (8)	0.62822 (10)	0.0204 (3)
C7	0.66109 (17)	0.13228 (8)	0.57336 (11)	0.0227 (3)
H17	0.6265	0.1432	0.5158	0.027*
C8	0.78403 (17)	0.16240 (8)	0.60578 (11)	0.0215 (3)
C9	0.85260 (19)	0.20883 (9)	0.55362 (13)	0.0288 (4)
H19	0.8205	0.2214	0.4960	0.035*
C10	0.9688 (2)	0.23644 (10)	0.58744 (14)	0.0333 (4)
H110	1.0190	0.2681	0.5535	0.040*
C11	1.01018 (18)	0.21669 (9)	0.67207 (14)	0.0298 (4)
H111	1.0889	0.2358	0.6970	0.036*
C12	0.93768 (16)	0.16889 (8)	0.72159 (12)	0.0224 (3)
C13	0.64544 (16)	0.16261 (8)	0.87728 (11)	0.0215 (3)
H113	0.6195	0.2038	0.9076	0.026*
C14	0.72226 (15)	0.10886 (8)	0.92182 (11)	0.0202 (3)
C15	0.74386 (16)	0.11118 (9)	1.01316 (11)	0.0245 (3)
H115	0.7163	0.1504	1.0467	0.029*
C16	0.80602 (17)	0.05546 (10)	1.05428 (11)	0.0265 (3)
H116	0.8227	0.0552	1.1167	0.032*
C17	0.84330 (16)	−0.00003 (10)	1.00172 (11)	0.0248 (3)
H117	0.8827	−0.0400	1.0289	0.030*
C18	0.82427 (15)	0.00133 (8)	0.90902 (10)	0.0202 (3)
C19	0.52175 (16)	0.20328 (8)	0.75501 (11)	0.0209 (3)
H119	0.5404	0.2089	0.6911	0.025*
H219	0.5335	0.2494	0.7842	0.025*
C20	0.37997 (16)	0.17839 (8)	0.76516 (12)	0.0230 (3)
H120	0.3617	0.1754	0.8294	0.028*
H220	0.3204	0.2142	0.7389	0.028*
C21	0.44589 (15)	0.02304 (8)	0.83391 (11)	0.0210 (3)
H121	0.4752	0.0583	0.8784	0.025*
H221	0.4202	−0.0198	0.8661	0.025*
C22	0.32615 (16)	0.05166 (9)	0.78062 (13)	0.0245 (3)
H122	0.2907	0.0135	0.7425	0.029*
H222	0.2575	0.0642	0.8232	0.029*
C23	0.47264 (17)	0.06338 (9)	0.59376 (11)	0.0238 (3)
H123	0.4650	0.0137	0.6118	0.029*
H223	0.4685	0.0651	0.5280	0.029*
C24	0.35589 (17)	0.10448 (9)	0.63011 (12)	0.0257 (3)
H124	0.3571	0.1520	0.6038	0.031*
H224	0.2742	0.0814	0.6085	0.031*
C30	0.87626 (17)	−0.05792 (9)	0.85548 (12)	0.0246 (3)
H130	0.8029	−0.0844	0.8289	0.037*
H230	0.9290	−0.0888	0.8941	0.037*
H330	0.9310	−0.0394	0.8083	0.037*
C31	0.97178 (18)	0.01783 (9)	0.62010 (13)	0.0278 (4)
H131	0.9417	0.0571	0.5830	0.042*
H231	1.0471	−0.0047	0.5927	0.042*
H331	0.9977	0.0351	0.6793	0.042*
C32	0.99094 (17)	0.14725 (9)	0.81075 (13)	0.0274 (4)
H132	0.9374	0.1678	0.8572	0.041*
H232	1.0817	0.1636	0.8181	0.041*
H332	0.9887	0.0961	0.8155	0.041*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Fe1	0.01545 (11)	0.01416 (10)	0.01385 (11)	−0.00023 (7)	0.00229 (7)	0.00017 (7)
Cl1	0.0304 (2)	0.02076 (18)	0.02448 (19)	−0.00191 (14)	0.00800 (15)	0.00194 (14)
Cl2	0.0302 (2)	0.0287 (2)	0.0284 (2)	0.00211 (16)	−0.00160 (17)	−0.00208 (16)
N1	0.0215 (6)	0.0190 (6)	0.0171 (6)	0.0004 (5)	0.0009 (5)	−0.0005 (5)
N2	0.0187 (6)	0.0160 (5)	0.0217 (6)	0.0006 (5)	0.0062 (5)	0.0008 (5)
N3	0.0150 (6)	0.0207 (6)	0.0168 (6)	−0.0022 (5)	0.0009 (5)	0.0006 (5)
N4	0.0158 (6)	0.0174 (6)	0.0192 (6)	−0.0004 (4)	0.0043 (5)	−0.0012 (5)
N5	0.0156 (6)	0.0184 (6)	0.0175 (6)	−0.0002 (4)	0.0015 (5)	0.0030 (5)
N6	0.0193 (6)	0.0153 (5)	0.0157 (6)	0.0004 (4)	0.0016 (5)	0.0007 (4)
N7	0.0270 (7)	0.0218 (6)	0.0248 (7)	−0.0017 (5)	0.0004 (6)	0.0030 (5)
O1	0.0878 (14)	0.0546 (10)	0.0310 (8)	0.0291 (9)	0.0227 (9)	0.0157 (7)
O2	0.0431 (9)	0.0297 (7)	0.0503 (9)	0.0045 (6)	0.0207 (7)	−0.0007 (6)
O3	0.0365 (8)	0.0490 (9)	0.0529 (10)	−0.0010 (7)	−0.0053 (7)	−0.0127 (8)
O7	0.1189 (18)	0.0340 (8)	0.0382 (9)	−0.0292 (10)	0.0033 (10)	−0.0091 (7)
O5	0.136 (2)	0.251 (4)	0.0261 (10)	−0.136 (3)	0.0177 (13)	−0.0150 (16)
O6	0.0945 (17)	0.0869 (15)	0.1011 (19)	0.0619 (14)	−0.0523 (15)	−0.0497 (14)
O4	0.0445 (9)	0.0275 (7)	0.0687 (12)	−0.0104 (6)	0.0075 (8)	0.0049 (7)
O8	0.0708 (13)	0.0808 (13)	0.0323 (8)	0.0295 (10)	−0.0116 (8)	−0.0082 (9)
C1	0.0190 (7)	0.0198 (7)	0.0236 (8)	−0.0023 (5)	0.0007 (6)	0.0026 (6)
C2	0.0209 (7)	0.0165 (6)	0.0198 (7)	−0.0008 (5)	−0.0005 (6)	0.0003 (5)
C3	0.0292 (9)	0.0184 (7)	0.0301 (9)	−0.0026 (6)	0.0000 (7)	−0.0039 (6)
C4	0.0350 (9)	0.0214 (8)	0.0284 (9)	0.0027 (7)	0.0004 (7)	−0.0077 (6)
C5	0.0305 (9)	0.0232 (8)	0.0219 (8)	0.0051 (6)	0.0056 (6)	−0.0030 (6)
C6	0.0242 (8)	0.0201 (7)	0.0170 (7)	0.0027 (6)	0.0044 (6)	0.0007 (5)
C7	0.0280 (8)	0.0228 (7)	0.0175 (7)	0.0030 (6)	0.0032 (6)	0.0018 (6)
C8	0.0251 (8)	0.0190 (7)	0.0206 (7)	0.0019 (6)	0.0071 (6)	0.0021 (6)
C9	0.0364 (10)	0.0242 (8)	0.0263 (8)	0.0003 (7)	0.0119 (7)	0.0068 (7)
C10	0.0348 (10)	0.0250 (8)	0.0407 (11)	−0.0027 (7)	0.0160 (8)	0.0061 (7)
C11	0.0248 (8)	0.0249 (8)	0.0400 (10)	−0.0052 (7)	0.0085 (7)	0.0021 (7)
C12	0.0189 (7)	0.0188 (7)	0.0298 (8)	0.0000 (6)	0.0062 (6)	−0.0013 (6)
C13	0.0207 (7)	0.0215 (7)	0.0224 (8)	−0.0014 (6)	0.0044 (6)	−0.0049 (6)
C14	0.0177 (7)	0.0256 (7)	0.0172 (7)	−0.0035 (6)	0.0022 (5)	−0.0023 (6)
C15	0.0202 (8)	0.0355 (9)	0.0178 (7)	−0.0043 (6)	0.0026 (6)	−0.0045 (6)
C16	0.0204 (8)	0.0442 (10)	0.0150 (7)	−0.0072 (7)	0.0008 (6)	0.0015 (7)
C17	0.0187 (7)	0.0340 (9)	0.0217 (8)	−0.0037 (6)	−0.0006 (6)	0.0065 (6)
C18	0.0155 (7)	0.0247 (7)	0.0204 (7)	−0.0033 (5)	0.0001 (5)	0.0026 (6)
C19	0.0200 (7)	0.0166 (6)	0.0261 (8)	0.0019 (5)	0.0033 (6)	0.0009 (6)
C20	0.0196 (7)	0.0204 (7)	0.0291 (8)	0.0030 (6)	0.0031 (6)	0.0027 (6)
C21	0.0192 (7)	0.0224 (7)	0.0219 (8)	−0.0001 (6)	0.0067 (6)	0.0034 (6)
C22	0.0176 (7)	0.0235 (7)	0.0327 (9)	−0.0009 (6)	0.0054 (6)	0.0049 (6)
C23	0.0262 (8)	0.0261 (8)	0.0188 (7)	−0.0023 (6)	−0.0052 (6)	−0.0008 (6)
C24	0.0215 (8)	0.0287 (8)	0.0265 (8)	−0.0016 (6)	−0.0057 (6)	0.0025 (7)
C30	0.0250 (8)	0.0235 (7)	0.0251 (8)	0.0039 (6)	−0.0026 (6)	0.0027 (6)
C31	0.0278 (9)	0.0204 (7)	0.0360 (10)	0.0011 (6)	0.0150 (7)	−0.0008 (7)
C32	0.0196 (8)	0.0288 (8)	0.0337 (9)	−0.0051 (6)	−0.0009 (7)	0.0017 (7)

Geometric parameters (Å, º)

Fe1—N5	1.9341 (13)	C9—C10	1.382 (3)
Fe1—N4	1.9483 (13)	C9—H19	0.9500
Fe1—N1	1.9570 (13)	C10—C11	1.383 (3)
Fe1—N2	2.0740 (13)	C10—H110	0.9500
Fe1—N6	2.0819 (13)	C11—C12	1.401 (2)
Fe1—N3	2.0825 (13)	C11—H111	0.9500
Cl1—O4	1.4248 (14)	C12—C32	1.493 (3)
Cl1—O1	1.4303 (16)	C13—C14	1.445 (2)
Cl1—O3	1.4425 (17)	C13—H113	0.9500
Cl1—O2	1.4438 (14)	C14—C15	1.387 (2)
Cl2—O5	1.399 (2)	C15—C16	1.377 (3)
Cl2—O6	1.402 (2)	C15—H115	0.9500
Cl2—O7	1.4132 (16)	C16—C17	1.381 (3)
Cl2—O8	1.4271 (17)	C16—H116	0.9500
N1—C7	1.283 (2)	C17—C18	1.403 (2)
N1—C23	1.471 (2)	C17—H117	0.9500
N2—C12	1.354 (2)	C18—C30	1.494 (2)
N2—C8	1.365 (2)	C19—C20	1.533 (2)
N3—C18	1.354 (2)	C19—H119	0.9900
N3—C14	1.363 (2)	C19—H219	0.9900
N4—C13	1.282 (2)	C20—H120	0.9900
N4—C19	1.467 (2)	C20—H220	0.9900
N5—C1	1.279 (2)	C21—C22	1.543 (2)
N5—C21	1.467 (2)	C21—H121	0.9900
N6—C6	1.3548 (19)	C21—H221	0.9900
N6—C2	1.3641 (19)	C22—H122	0.9900
N7—C24	1.436 (2)	C22—H222	0.9900
N7—C20	1.439 (2)	C23—C24	1.538 (2)
N7—C22	1.445 (2)	C23—H123	0.9900
C1—C2	1.450 (2)	C23—H223	0.9900
C1—H11	0.9500	C24—H124	0.9900
C2—C3	1.384 (2)	C24—H224	0.9900
C3—C4	1.382 (3)	C30—H130	0.9800
C3—H13	0.9500	C30—H230	0.9800
C4—C5	1.369 (3)	C30—H330	0.9800
C4—H14	0.9500	C31—H131	0.9800
C5—C6	1.408 (2)	C31—H231	0.9800
C5—H15	0.9500	C31—H331	0.9800
C6—C31	1.497 (2)	C32—H132	0.9800
C7—C8	1.452 (2)	C32—H232	0.9800
C7—H17	0.9500	C32—H332	0.9800
C8—C9	1.385 (2)
N5—Fe1—N4	95.04 (5)	C10—C11—C12	120.95 (17)
N5—Fe1—N1	92.72 (6)	C10—C11—H111	119.5
N4—Fe1—N1	92.51 (6)	C12—C11—H111	119.5
N5—Fe1—N2	174.27 (5)	N2—C12—C11	121.20 (16)
N4—Fe1—N2	85.30 (5)	N2—C12—C32	120.50 (14)
N1—Fe1—N2	81.55 (6)	C11—C12—C32	118.25 (16)
N5—Fe1—N6	81.12 (5)	N4—C13—C14	117.45 (14)
N4—Fe1—N6	175.51 (5)	N4—C13—H113	121.3
N1—Fe1—N6	85.39 (5)	C14—C13—H113	121.3
N2—Fe1—N6	98.29 (5)	N3—C14—C15	124.48 (15)
N5—Fe1—N3	83.72 (5)	N3—C14—C13	114.92 (14)
N4—Fe1—N3	80.82 (5)	C15—C14—C13	120.49 (15)
N1—Fe1—N3	172.10 (5)	C16—C15—C14	118.70 (16)
N2—Fe1—N3	101.97 (5)	C16—C15—H115	120.7
N6—Fe1—N3	100.96 (5)	C14—C15—H115	120.7
O4—Cl1—O1	109.95 (12)	C15—C16—C17	117.75 (15)
O4—Cl1—O3	108.42 (10)	C15—C16—H116	121.1
O1—Cl1—O3	109.18 (12)	C17—C16—H116	121.1
O4—Cl1—O2	110.04 (9)	C16—C17—C18	121.44 (16)
O1—Cl1—O2	109.83 (9)	C16—C17—H117	119.3
O3—Cl1—O2	109.40 (9)	C18—C17—H117	119.3
O5—Cl2—O6	110.9 (2)	N3—C18—C17	120.97 (15)
O5—Cl2—O7	108.27 (14)	N3—C18—C30	120.34 (14)
O6—Cl2—O7	110.08 (15)	C17—C18—C30	118.67 (15)
O5—Cl2—O8	108.09 (15)	N4—C19—C20	110.38 (13)
O6—Cl2—O8	106.51 (12)	N4—C19—H119	109.6
O7—Cl2—O8	112.98 (12)	C20—C19—H119	109.6
C7—N1—C23	117.39 (14)	N4—C19—H219	109.6
C7—N1—Fe1	115.51 (11)	C20—C19—H219	109.6
C23—N1—Fe1	127.10 (11)	H119—C19—H219	108.1
C12—N2—C8	116.83 (14)	N7—C20—C19	115.32 (14)
C12—N2—Fe1	133.26 (11)	N7—C20—H120	108.4
C8—N2—Fe1	109.89 (11)	C19—C20—H120	108.4
C18—N3—C14	116.55 (14)	N7—C20—H220	108.4
C18—N3—Fe1	132.62 (11)	C19—C20—H220	108.4
C14—N3—Fe1	110.16 (10)	H120—C20—H220	107.5
C13—N4—C19	116.24 (13)	N5—C21—C22	111.20 (13)
C13—N4—Fe1	116.33 (11)	N5—C21—H121	109.4
C19—N4—Fe1	127.42 (10)	C22—C21—H121	109.4
C1—N5—C21	117.14 (13)	N5—C21—H221	109.4
C1—N5—Fe1	116.62 (11)	C22—C21—H221	109.4
C21—N5—Fe1	126.24 (10)	H121—C21—H221	108.0
C6—N6—C2	116.79 (13)	N7—C22—C21	116.41 (14)
C6—N6—Fe1	133.50 (11)	N7—C22—H122	108.2
C2—N6—Fe1	109.54 (10)	C21—C22—H122	108.2
C24—N7—C20	119.30 (14)	N7—C22—H222	108.2
C24—N7—C22	120.73 (14)	C21—C22—H222	108.2
C20—N7—C22	119.62 (15)	H122—C22—H222	107.3
N5—C1—C2	117.27 (14)	N1—C23—C24	113.28 (13)
N5—C1—H11	121.4	N1—C23—H123	108.9
C2—C1—H11	121.4	C24—C23—H123	108.9
N6—C2—C3	123.99 (15)	N1—C23—H223	108.9
N6—C2—C1	114.70 (13)	C24—C23—H223	108.9
C3—C2—C1	121.26 (15)	H123—C23—H223	107.7
C4—C3—C2	118.92 (16)	N7—C24—C23	117.36 (14)
C4—C3—H13	120.5	N7—C24—H124	108.0
C2—C3—H13	120.5	C23—C24—H124	108.0
C5—C4—C3	117.94 (15)	N7—C24—H224	108.0
C5—C4—H14	121.0	C23—C24—H224	108.0
C3—C4—H14	121.0	H124—C24—H224	107.2
C4—C5—C6	121.37 (16)	C18—C30—H130	109.5
C4—C5—H15	119.3	C18—C30—H230	109.5
C6—C5—H15	119.3	H130—C30—H230	109.5
N6—C6—C5	120.94 (15)	C18—C30—H330	109.5
N6—C6—C31	120.77 (14)	H130—C30—H330	109.5
C5—C6—C31	118.24 (15)	H230—C30—H330	109.5
N1—C7—C8	117.78 (15)	C6—C31—H131	109.5
N1—C7—H17	121.1	C6—C31—H231	109.5
C8—C7—H17	121.1	H131—C31—H231	109.5
N2—C8—C9	124.31 (16)	C6—C31—H331	109.5
N2—C8—C7	115.22 (14)	H131—C31—H331	109.5
C9—C8—C7	120.47 (16)	H231—C31—H331	109.5
C10—C9—C8	118.42 (18)	C12—C32—H132	109.5
C10—C9—H19	120.8	C12—C32—H232	109.5
C8—C9—H19	120.8	H132—C32—H232	109.5
C9—C10—C11	118.25 (16)	C12—C32—H332	109.5
C9—C10—H110	120.9	H132—C32—H332	109.5
C11—C10—H110	120.9	H232—C32—H332	109.5

(1_170)

Crystal data

C27H33Cl2FeN7O8	Z = 4
Mr = 710.35	F(000) = 1472
Monoclinic, P21/c	Dx = 1.606 Mg m^−3
a = 10.2122 (3) Å	Mo Kα radiation, λ = 0.71073 Å
b = 19.1179 (6) Å	µ = 0.76 mm^−1
c = 15.0573 (5) Å	T = 170 K
β = 91.420 (3)°	Polyhedron, dark red
V = 2938.82 (16) Å^3	0.34 × 0.29 × 0.10 mm

Data collection

KM4_CCD_Sapphire3 diffractometer	9889 independent reflections
Radiation source: fine-focus sealed tube	7336 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.020
Detector resolution: 16.0328 pixels mm^-1	θmax = 32.9°, θmin = 2.9°
θ–scan	h = −15→15
Absorption correction: multi-scan CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.2 (release 20-01-2006 CrysAlis171 .NET) (compiled Jan 20 2006,12:36:28) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	k = −28→21
Tmin = 0.892, Tmax = 0.928	l = −22→21
28521 measured reflections

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)] = 0.040	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.130	H-atom parameters constrained
S = 1.01	w = 1/[σ^2(Fo^2) + (0.0918P)^2] where P = (Fo^2 + 2Fc^2)/3
9889 reflections	(Δ/σ)max = 0.002
409 parameters	Δρmax = 1.41 e Å^−3
0 restraints	Δρmin = −1.27 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
Fe1	0.69007 (2)	0.070934 (11)	0.739112 (14)	0.01593 (7)
Cl1	1.35888 (5)	0.31737 (2)	0.53973 (3)	0.02822 (10)
Cl2	1.22249 (5)	−0.14711 (2)	0.70021 (3)	0.03350 (11)
N1	0.60134 (14)	0.09081 (7)	0.62519 (9)	0.0217 (3)
N2	0.82464 (14)	0.14115 (7)	0.68887 (9)	0.0206 (3)
N3	0.76222 (13)	0.05584 (7)	0.86833 (9)	0.0192 (3)
N4	0.61332 (13)	0.15258 (7)	0.79547 (9)	0.0194 (3)
N5	0.55448 (13)	0.00676 (7)	0.77503 (9)	0.0193 (3)
N6	0.75675 (13)	−0.01942 (7)	0.67744 (9)	0.0187 (2)
N7	0.35024 (16)	0.11189 (8)	0.72436 (11)	0.0281 (3)
O1	1.3290 (2)	0.30816 (11)	0.63110 (12)	0.0678 (6)
O2	1.43898 (17)	0.26034 (8)	0.50985 (11)	0.0464 (4)
O3	1.23812 (18)	0.31924 (10)	0.48802 (13)	0.0547 (5)
O7	1.1623 (3)	−0.20721 (9)	0.66330 (13)	0.0710 (7)
O5	1.3093 (4)	−0.1208 (2)	0.63930 (15)	0.160 (2)
O6	1.1268 (3)	−0.09788 (15)	0.7214 (2)	0.1065 (11)
O4	1.42480 (18)	0.38220 (8)	0.52801 (14)	0.0546 (5)
O8	1.2938 (2)	−0.16066 (12)	0.78080 (13)	0.0684 (6)
C1	0.56092 (17)	−0.05566 (9)	0.74515 (12)	0.0233 (3)
H11	0.4992	−0.0903	0.7612	0.028*
C2	0.66655 (17)	−0.07142 (8)	0.68560 (11)	0.0215 (3)
C3	0.67539 (19)	−0.13584 (9)	0.64444 (13)	0.0291 (4)
H13	0.6089	−0.1700	0.6514	0.035*
C4	0.7825 (2)	−0.14980 (10)	0.59299 (13)	0.0320 (4)
H14	0.7907	−0.1932	0.5629	0.038*
C5	0.8760 (2)	−0.09941 (9)	0.58678 (12)	0.0284 (4)
H15	0.9520	−0.1087	0.5536	0.034*
C6	0.86274 (17)	−0.03400 (8)	0.62827 (11)	0.0228 (3)
C7	0.66181 (18)	0.13260 (9)	0.57364 (11)	0.0255 (3)
H17	0.6275	0.1435	0.5161	0.031*
C8	0.78418 (18)	0.16272 (9)	0.60615 (11)	0.0241 (3)
C9	0.8527 (2)	0.20921 (10)	0.55435 (13)	0.0325 (4)
H19	0.8208	0.2219	0.4968	0.039*
C10	0.9685 (2)	0.23678 (10)	0.58831 (15)	0.0374 (5)
H110	1.0187	0.2686	0.5545	0.045*
C11	1.0093 (2)	0.21691 (10)	0.67251 (15)	0.0339 (4)
H111	1.0879	0.2360	0.6974	0.041*
C12	0.93709 (17)	0.16911 (9)	0.72198 (12)	0.0251 (3)
C13	0.64493 (17)	0.16235 (9)	0.87735 (11)	0.0239 (3)
H113	0.6190	0.2035	0.9077	0.029*
C14	0.72123 (16)	0.10877 (9)	0.92196 (11)	0.0223 (3)
C15	0.74295 (17)	0.11092 (10)	1.01294 (11)	0.0278 (4)
H115	0.7152	0.1500	1.0465	0.033*
C16	0.80539 (18)	0.05549 (11)	1.05406 (12)	0.0301 (4)
H116	0.8220	0.0553	1.1164	0.036*
C17	0.84302 (17)	0.00029 (10)	1.00153 (11)	0.0277 (4)
H117	0.8827	−0.0395	1.0287	0.033*
C18	0.82400 (16)	0.00157 (9)	0.90901 (11)	0.0222 (3)
C19	0.52199 (17)	0.20327 (8)	0.75512 (12)	0.0241 (3)
H119	0.5411	0.2089	0.6914	0.029*
H219	0.5335	0.2493	0.7844	0.029*
C20	0.38042 (17)	0.17840 (9)	0.76478 (13)	0.0262 (3)
H120	0.3616	0.1754	0.8289	0.031*
H220	0.3211	0.2141	0.7383	0.031*
C21	0.44566 (16)	0.02319 (9)	0.83339 (11)	0.0237 (3)
H121	0.4748	0.0583	0.8779	0.028*
H221	0.4197	−0.0196	0.8655	0.028*
C22	0.32689 (17)	0.05182 (10)	0.78008 (13)	0.0278 (4)
H122	0.2915	0.0137	0.7420	0.033*
H222	0.2582	0.0644	0.8225	0.033*
C23	0.47343 (18)	0.06360 (9)	0.59367 (12)	0.0271 (3)
H123	0.4659	0.0140	0.6117	0.032*
H223	0.4694	0.0654	0.5279	0.032*
C24	0.35694 (18)	0.10451 (10)	0.62984 (12)	0.0289 (4)
H124	0.3580	0.1519	0.6035	0.035*
H224	0.2755	0.0813	0.6083	0.035*
C30	0.87646 (19)	−0.05751 (9)	0.85550 (12)	0.0277 (4)
H130	0.8034	−0.0848	0.8301	0.042*
H230	0.9310	−0.0877	0.8938	0.042*
H330	0.9293	−0.0388	0.8075	0.042*
C31	0.97097 (19)	0.01810 (9)	0.62033 (14)	0.0314 (4)
H131	0.9402	0.0578	0.5844	0.047*
H231	1.0457	−0.0040	0.5918	0.047*
H331	0.9980	0.0346	0.6796	0.047*
C32	0.99022 (18)	0.14749 (10)	0.81105 (13)	0.0312 (4)
H132	0.9362	0.1677	0.8575	0.047*
H232	1.0805	0.1642	0.8186	0.047*
H332	0.9888	0.0964	0.8156	0.047*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Fe1	0.01740 (11)	0.01491 (11)	0.01556 (11)	−0.00025 (7)	0.00218 (7)	0.00026 (7)
Cl1	0.0343 (2)	0.02305 (19)	0.0277 (2)	−0.00234 (15)	0.00864 (17)	0.00220 (15)
Cl2	0.0345 (2)	0.0310 (2)	0.0349 (2)	0.00247 (17)	−0.00291 (18)	−0.00325 (18)
N1	0.0261 (7)	0.0207 (6)	0.0182 (6)	0.0012 (5)	0.0004 (5)	−0.0005 (5)
N2	0.0212 (6)	0.0171 (6)	0.0239 (6)	0.0012 (5)	0.0060 (5)	0.0003 (5)
N3	0.0172 (6)	0.0222 (6)	0.0182 (6)	−0.0020 (5)	0.0011 (5)	0.0010 (5)
N4	0.0176 (6)	0.0180 (6)	0.0227 (6)	0.0001 (5)	0.0044 (5)	−0.0013 (5)
N5	0.0175 (6)	0.0199 (6)	0.0205 (6)	−0.0011 (5)	0.0007 (5)	0.0035 (5)
N6	0.0226 (6)	0.0159 (5)	0.0177 (6)	0.0008 (5)	0.0015 (5)	0.0012 (4)
N7	0.0305 (8)	0.0244 (7)	0.0292 (8)	−0.0023 (6)	−0.0007 (6)	0.0035 (6)
O1	0.1039 (17)	0.0639 (12)	0.0368 (9)	0.0358 (11)	0.0279 (10)	0.0192 (8)
O2	0.0502 (10)	0.0330 (7)	0.0571 (10)	0.0049 (7)	0.0245 (8)	0.0001 (7)
O3	0.0444 (10)	0.0575 (11)	0.0617 (11)	−0.0006 (8)	−0.0076 (8)	−0.0166 (9)
O7	0.129 (2)	0.0393 (9)	0.0447 (10)	−0.0325 (11)	0.0030 (11)	−0.0102 (8)
O5	0.169 (3)	0.282 (5)	0.0295 (11)	−0.161 (3)	0.0194 (15)	−0.0188 (18)
O6	0.102 (2)	0.0984 (18)	0.116 (2)	0.0674 (16)	−0.0553 (17)	−0.0541 (17)
O4	0.0515 (10)	0.0317 (8)	0.0811 (14)	−0.0115 (7)	0.0091 (9)	0.0056 (8)
O8	0.0758 (14)	0.0899 (16)	0.0387 (9)	0.0260 (12)	−0.0115 (9)	−0.0105 (10)
C1	0.0217 (8)	0.0208 (7)	0.0275 (8)	−0.0031 (6)	0.0004 (6)	0.0029 (6)
C2	0.0244 (8)	0.0179 (7)	0.0223 (7)	−0.0007 (6)	−0.0010 (6)	0.0004 (5)
C3	0.0332 (9)	0.0193 (7)	0.0349 (9)	−0.0029 (7)	−0.0002 (7)	−0.0040 (6)
C4	0.0412 (11)	0.0228 (8)	0.0319 (9)	0.0038 (7)	0.0003 (8)	−0.0085 (7)
C5	0.0361 (10)	0.0248 (8)	0.0246 (8)	0.0054 (7)	0.0065 (7)	−0.0031 (6)
C6	0.0270 (8)	0.0215 (7)	0.0200 (7)	0.0030 (6)	0.0041 (6)	0.0010 (6)
C7	0.0320 (9)	0.0249 (8)	0.0198 (7)	0.0034 (7)	0.0025 (6)	0.0022 (6)
C8	0.0282 (8)	0.0208 (7)	0.0237 (8)	0.0024 (6)	0.0080 (6)	0.0019 (6)
C9	0.0421 (11)	0.0263 (8)	0.0298 (9)	0.0006 (8)	0.0132 (8)	0.0078 (7)
C10	0.0403 (11)	0.0278 (9)	0.0450 (12)	−0.0031 (8)	0.0179 (9)	0.0082 (8)
C11	0.0284 (9)	0.0275 (9)	0.0461 (11)	−0.0061 (7)	0.0098 (8)	0.0027 (8)
C12	0.0218 (8)	0.0208 (7)	0.0331 (9)	0.0002 (6)	0.0076 (7)	−0.0011 (6)
C13	0.0224 (8)	0.0241 (7)	0.0254 (8)	−0.0015 (6)	0.0048 (6)	−0.0058 (6)
C14	0.0194 (7)	0.0286 (8)	0.0189 (7)	−0.0042 (6)	0.0027 (6)	−0.0029 (6)
C15	0.0231 (8)	0.0410 (10)	0.0194 (7)	−0.0051 (7)	0.0029 (6)	−0.0057 (7)
C16	0.0241 (8)	0.0494 (11)	0.0167 (7)	−0.0080 (8)	0.0013 (6)	0.0017 (7)
C17	0.0205 (8)	0.0390 (10)	0.0235 (8)	−0.0035 (7)	−0.0013 (6)	0.0073 (7)
C18	0.0172 (7)	0.0270 (8)	0.0224 (7)	−0.0039 (6)	−0.0002 (6)	0.0044 (6)
C19	0.0238 (8)	0.0173 (7)	0.0313 (9)	0.0027 (6)	0.0033 (6)	0.0007 (6)
C20	0.0216 (8)	0.0233 (8)	0.0337 (9)	0.0029 (6)	0.0029 (7)	0.0029 (7)
C21	0.0213 (8)	0.0243 (7)	0.0257 (8)	−0.0003 (6)	0.0078 (6)	0.0038 (6)
C22	0.0204 (8)	0.0259 (8)	0.0373 (10)	−0.0012 (6)	0.0050 (7)	0.0057 (7)
C23	0.0304 (9)	0.0286 (8)	0.0219 (8)	−0.0020 (7)	−0.0065 (7)	−0.0004 (6)
C24	0.0256 (9)	0.0319 (9)	0.0289 (9)	−0.0012 (7)	−0.0069 (7)	0.0028 (7)
C30	0.0288 (9)	0.0258 (8)	0.0282 (9)	0.0044 (7)	−0.0033 (7)	0.0034 (6)
C31	0.0311 (9)	0.0225 (8)	0.0416 (10)	0.0005 (7)	0.0173 (8)	−0.0015 (7)
C32	0.0228 (8)	0.0332 (9)	0.0375 (10)	−0.0060 (7)	−0.0013 (7)	0.0018 (7)

Geometric parameters (Å, º)

Fe1—N5	1.9370 (13)	C9—C10	1.382 (3)
Fe1—N4	1.9504 (13)	C9—H19	0.9500
Fe1—N1	1.9572 (14)	C10—C11	1.378 (3)
Fe1—N2	2.0771 (14)	C10—H110	0.9500
Fe1—N3	2.0834 (13)	C11—C12	1.401 (2)
Fe1—N6	2.0836 (13)	C11—H111	0.9500
Cl1—O4	1.4235 (15)	C12—C32	1.493 (3)
Cl1—O1	1.4274 (17)	C13—C14	1.443 (2)
Cl1—O2	1.4416 (15)	C13—H113	0.9500
Cl1—O3	1.4425 (19)	C14—C15	1.383 (2)
Cl2—O5	1.386 (2)	C15—C16	1.376 (3)
Cl2—O6	1.399 (2)	C15—H115	0.9500
Cl2—O7	1.4107 (17)	C16—C17	1.379 (3)
Cl2—O8	1.4235 (19)	C16—H116	0.9500
N1—C7	1.283 (2)	C17—C18	1.402 (2)
N1—C23	1.474 (2)	C17—H117	0.9500
N2—C12	1.351 (2)	C18—C30	1.494 (2)
N2—C8	1.366 (2)	C19—C20	1.532 (2)
N3—C18	1.353 (2)	C19—H119	0.9900
N3—C14	1.367 (2)	C19—H219	0.9900
N4—C13	1.280 (2)	C20—H120	0.9900
N4—C19	1.466 (2)	C20—H220	0.9900
N5—C1	1.278 (2)	C21—C22	1.538 (2)
N5—C21	1.468 (2)	C21—H121	0.9900
N6—C6	1.355 (2)	C21—H221	0.9900
N6—C2	1.363 (2)	C22—H122	0.9900
N7—C24	1.433 (2)	C22—H222	0.9900
N7—C20	1.440 (2)	C23—C24	1.535 (3)
N7—C22	1.445 (2)	C23—H123	0.9900
C1—C2	1.451 (2)	C23—H223	0.9900
C1—H11	0.9500	C24—H124	0.9900
C2—C3	1.383 (2)	C24—H224	0.9900
C3—C4	1.382 (3)	C30—H130	0.9800
C3—H13	0.9500	C30—H230	0.9800
C4—C5	1.361 (3)	C30—H330	0.9800
C4—H14	0.9500	C31—H131	0.9800
C5—C6	1.406 (2)	C31—H231	0.9800
C5—H15	0.9500	C31—H331	0.9800
C6—C31	1.495 (2)	C32—H132	0.9800
C7—C8	1.450 (3)	C32—H232	0.9800
C7—H17	0.9500	C32—H332	0.9800
C8—C9	1.384 (2)
N5—Fe1—N4	95.03 (6)	C10—C11—C12	121.18 (19)
N5—Fe1—N1	92.81 (6)	C10—C11—H111	119.4
N4—Fe1—N1	92.50 (6)	C12—C11—H111	119.4
N5—Fe1—N2	174.26 (6)	N2—C12—C11	121.07 (18)
N4—Fe1—N2	85.29 (5)	N2—C12—C32	120.59 (15)
N1—Fe1—N2	81.46 (6)	C11—C12—C32	118.29 (17)
N5—Fe1—N3	83.70 (5)	N4—C13—C14	117.71 (15)
N4—Fe1—N3	80.86 (6)	N4—C13—H113	121.1
N1—Fe1—N3	172.17 (6)	C14—C13—H113	121.1
N2—Fe1—N3	101.99 (5)	N3—C14—C15	124.29 (16)
N5—Fe1—N6	80.97 (6)	N3—C14—C13	114.86 (14)
N4—Fe1—N6	175.37 (6)	C15—C14—C13	120.76 (15)
N1—Fe1—N6	85.39 (6)	C16—C15—C14	118.94 (17)
N2—Fe1—N6	98.45 (5)	C16—C15—H115	120.5
N3—Fe1—N6	100.92 (5)	C14—C15—H115	120.5
O4—Cl1—O1	109.86 (14)	C15—C16—C17	117.64 (16)
O4—Cl1—O2	110.25 (10)	C15—C16—H116	121.2
O1—Cl1—O2	110.12 (10)	C17—C16—H116	121.2
O4—Cl1—O3	108.18 (12)	C16—C17—C18	121.52 (17)
O1—Cl1—O3	108.85 (14)	C16—C17—H117	119.2
O2—Cl1—O3	109.54 (11)	C18—C17—H117	119.2
O5—Cl2—O6	111.6 (3)	N3—C18—C17	120.98 (16)
O5—Cl2—O7	108.33 (16)	N3—C18—C30	120.32 (15)
O6—Cl2—O7	109.74 (17)	C17—C18—C30	118.68 (15)
O5—Cl2—O8	107.94 (18)	N4—C19—C20	110.33 (13)
O6—Cl2—O8	105.86 (14)	N4—C19—H119	109.6
O7—Cl2—O8	113.36 (14)	C20—C19—H119	109.6
C7—N1—C23	117.46 (15)	N4—C19—H219	109.6
C7—N1—Fe1	115.58 (12)	C20—C19—H219	109.6
C23—N1—Fe1	126.96 (11)	H119—C19—H219	108.1
C12—N2—C8	116.89 (15)	N7—C20—C19	115.25 (15)
C12—N2—Fe1	133.26 (12)	N7—C20—H120	108.5
C8—N2—Fe1	109.83 (11)	C19—C20—H120	108.5
C18—N3—C14	116.52 (14)	N7—C20—H220	108.5
C18—N3—Fe1	132.78 (11)	C19—C20—H220	108.5
C14—N3—Fe1	110.05 (11)	H120—C20—H220	107.5
C13—N4—C19	116.44 (14)	N5—C21—C22	111.26 (14)
C13—N4—Fe1	116.19 (11)	N5—C21—H121	109.4
C19—N4—Fe1	127.37 (11)	C22—C21—H121	109.4
C1—N5—C21	117.19 (14)	N5—C21—H221	109.4
C1—N5—Fe1	116.74 (12)	C22—C21—H221	109.4
C21—N5—Fe1	126.07 (11)	H121—C21—H221	108.0
C6—N6—C2	116.74 (14)	N7—C22—C21	116.51 (14)
C6—N6—Fe1	133.49 (11)	N7—C22—H122	108.2
C2—N6—Fe1	109.60 (10)	C21—C22—H122	108.2
C24—N7—C20	119.45 (15)	N7—C22—H222	108.2
C24—N7—C22	120.71 (15)	C21—C22—H222	108.2
C20—N7—C22	119.52 (16)	H122—C22—H222	107.3
N5—C1—C2	117.19 (15)	N1—C23—C24	113.24 (14)
N5—C1—H11	121.4	N1—C23—H123	108.9
C2—C1—H11	121.4	C24—C23—H123	108.9
N6—C2—C3	123.88 (16)	N1—C23—H223	108.9
N6—C2—C1	114.75 (14)	C24—C23—H223	108.9
C3—C2—C1	121.31 (16)	H123—C23—H223	107.7
C4—C3—C2	118.98 (17)	N7—C24—C23	117.32 (15)
C4—C3—H13	120.5	N7—C24—H124	108.0
C2—C3—H13	120.5	C23—C24—H124	108.0
C5—C4—C3	117.91 (16)	N7—C24—H224	108.0
C5—C4—H14	121.0	C23—C24—H224	108.0
C3—C4—H14	121.0	H124—C24—H224	107.2
C4—C5—C6	121.58 (17)	C18—C30—H130	109.5
C4—C5—H15	119.2	C18—C30—H230	109.5
C6—C5—H15	119.2	H130—C30—H230	109.5
N6—C6—C5	120.84 (16)	C18—C30—H330	109.5
N6—C6—C31	120.58 (15)	H130—C30—H330	109.5
C5—C6—C31	118.53 (15)	H230—C30—H330	109.5
N1—C7—C8	117.83 (15)	C6—C31—H131	109.5
N1—C7—H17	121.1	C6—C31—H231	109.5
C8—C7—H17	121.1	H131—C31—H231	109.5
N2—C8—C9	124.20 (17)	C6—C31—H331	109.5
N2—C8—C7	115.25 (15)	H131—C31—H331	109.5
C9—C8—C7	120.55 (17)	H231—C31—H331	109.5
C10—C9—C8	118.47 (19)	C12—C32—H132	109.5
C10—C9—H19	120.8	C12—C32—H232	109.5
C8—C9—H19	120.8	H132—C32—H232	109.5
C11—C10—C9	118.16 (17)	C12—C32—H332	109.5
C11—C10—H110	120.9	H132—C32—H332	109.5
C9—C10—H110	120.9	H232—C32—H332	109.5

(1_190)

Crystal data

C27H33Cl2FeN7O8	Z = 4
Mr = 710.35	F(000) = 1472
Monoclinic, P21/c	Dx = 1.598 Mg m^−3
a = 10.2327 (4) Å	Mo Kα radiation, λ = 0.71073 Å
b = 19.1464 (7) Å	µ = 0.76 mm^−1
c = 15.0753 (6) Å	T = 190 K
β = 91.402 (4)°	Polyhedron, dark red
V = 2952.7 (2) Å^3	0.48 × 0.32 × 0.12 mm

Data collection

KM4_CCD_Sapphire3 diffractometer	9686 independent reflections
Radiation source: fine-focus sealed tube	7065 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.019
Detector resolution: 16.0328 pixels mm^-1	θmax = 32.8°, θmin = 2.9°
θ–scan	h = −14→15
Absorption correction: multi-scan CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.2 (release 20-01-2006 CrysAlis171 .NET) (compiled Jan 20 2006,12:36:28) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	k = −29→19
Tmin = 0.845, Tmax = 0.916	l = −20→22
27639 measured reflections

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)] = 0.045	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.156	H-atom parameters constrained
S = 1.00	w = 1/[σ^2(Fo^2) + (0.115P)^2] where P = (Fo^2 + 2Fc^2)/3
9686 reflections	(Δ/σ)max = 0.002
409 parameters	Δρmax = 1.57 e Å^−3
0 restraints	Δρmin = −1.44 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
Fe1	0.69024 (2)	0.071134 (12)	0.739252 (16)	0.01865 (8)
Cl1	1.35861 (5)	0.31728 (3)	0.53973 (3)	0.03263 (12)
Cl2	1.22282 (6)	−0.14667 (3)	0.69927 (4)	0.03961 (14)
N1	0.60219 (16)	0.09121 (9)	0.62516 (11)	0.0252 (3)
N2	0.82519 (16)	0.14153 (8)	0.68944 (11)	0.0243 (3)
N3	0.76184 (15)	0.05600 (8)	0.86868 (10)	0.0224 (3)
N4	0.61339 (15)	0.15257 (8)	0.79581 (11)	0.0227 (3)
N5	0.55459 (15)	0.00676 (8)	0.77462 (10)	0.0226 (3)
N6	0.75671 (15)	−0.01930 (8)	0.67750 (10)	0.0220 (3)
N7	0.35191 (19)	0.11199 (9)	0.72380 (13)	0.0331 (4)
O1	1.3283 (3)	0.30848 (13)	0.63036 (15)	0.0802 (8)
O2	1.4388 (2)	0.26056 (9)	0.51023 (14)	0.0533 (5)
O3	1.2386 (2)	0.31921 (12)	0.48774 (17)	0.0650 (6)
O7	1.1633 (3)	−0.20652 (11)	0.66224 (15)	0.0802 (8)
O5	1.3084 (5)	−0.1207 (3)	0.63907 (18)	0.181 (3)
O6	1.1268 (3)	−0.09826 (18)	0.7220 (2)	0.1196 (14)
O4	1.4233 (2)	0.38203 (10)	0.52806 (18)	0.0659 (6)
O8	1.2942 (3)	−0.15982 (15)	0.77956 (15)	0.0769 (8)
C1	0.56130 (19)	−0.05551 (10)	0.74492 (14)	0.0270 (4)
H11	0.4996	−0.0901	0.7609	0.032*
C2	0.6672 (2)	−0.07128 (9)	0.68565 (13)	0.0255 (4)
C3	0.6763 (2)	−0.13545 (11)	0.64449 (16)	0.0341 (4)
H13	0.6100	−0.1696	0.6515	0.041*
C4	0.7827 (3)	−0.14927 (11)	0.59308 (15)	0.0370 (5)
H14	0.7905	−0.1926	0.5629	0.044*
C5	0.8762 (2)	−0.09917 (11)	0.58683 (14)	0.0331 (4)
H15	0.9520	−0.1085	0.5537	0.040*
C6	0.8629 (2)	−0.03375 (10)	0.62850 (13)	0.0269 (4)
C7	0.6624 (2)	0.13310 (11)	0.57392 (13)	0.0302 (4)
H17	0.6280	0.1442	0.5165	0.036*
C8	0.7849 (2)	0.16307 (10)	0.60658 (13)	0.0288 (4)
C9	0.8528 (2)	0.20973 (11)	0.55526 (16)	0.0380 (5)
H19	0.8210	0.2226	0.4979	0.046*
C10	0.9685 (3)	0.23719 (12)	0.58953 (18)	0.0440 (6)
H110	1.0187	0.2689	0.5559	0.053*
C11	1.0090 (2)	0.21737 (12)	0.67355 (18)	0.0395 (5)
H111	1.0872	0.2365	0.6987	0.047*
C12	0.9367 (2)	0.16950 (10)	0.72256 (15)	0.0293 (4)
C13	0.64400 (19)	0.16222 (10)	0.87803 (14)	0.0281 (4)
H113	0.6173	0.2030	0.9086	0.034*
C14	0.72055 (18)	0.10868 (10)	0.92212 (13)	0.0260 (4)
C15	0.7419 (2)	0.11071 (12)	1.01331 (13)	0.0322 (4)
H115	0.7136	0.1496	1.0470	0.039*
C16	0.8049 (2)	0.05548 (13)	1.05421 (14)	0.0348 (5)
H116	0.8217	0.0553	1.1165	0.042*
C17	0.8429 (2)	0.00051 (12)	1.00173 (14)	0.0324 (4)
H117	0.8829	−0.0391	1.0288	0.039*
C18	0.82388 (18)	0.00172 (10)	0.90917 (13)	0.0257 (4)
C19	0.52212 (19)	0.20334 (10)	0.75560 (14)	0.0280 (4)
H119	0.5418	0.2095	0.6921	0.034*
H219	0.5330	0.2491	0.7854	0.034*
C20	0.3810 (2)	0.17825 (10)	0.76429 (15)	0.0307 (4)
H120	0.3613	0.1752	0.8281	0.037*
H220	0.3220	0.2138	0.7375	0.037*
C21	0.44555 (19)	0.02308 (11)	0.83258 (14)	0.0283 (4)
H121	0.4744	0.0581	0.8773	0.034*
H221	0.4194	−0.0197	0.8645	0.034*
C22	0.3272 (2)	0.05186 (11)	0.77917 (16)	0.0327 (4)
H122	0.2919	0.0139	0.7409	0.039*
H222	0.2585	0.0645	0.8214	0.039*
C23	0.4746 (2)	0.06412 (11)	0.59321 (14)	0.0323 (4)
H123	0.4670	0.0145	0.6109	0.039*
H223	0.4709	0.0661	0.5276	0.039*
C24	0.3582 (2)	0.10491 (12)	0.62942 (15)	0.0338 (4)
H124	0.3592	0.1523	0.6033	0.041*
H224	0.2769	0.0818	0.6079	0.041*
C30	0.8761 (2)	−0.05711 (11)	0.85583 (15)	0.0318 (4)
H130	0.8034	−0.0853	0.8321	0.048*
H230	0.9330	−0.0863	0.8936	0.048*
H330	0.9263	−0.0384	0.8067	0.048*
C31	0.9707 (2)	0.01836 (11)	0.62064 (17)	0.0364 (5)
H131	0.9406	0.0575	0.5835	0.055*
H231	1.0461	−0.0039	0.5935	0.055*
H331	0.9961	0.0357	0.6798	0.055*
C32	0.9897 (2)	0.14767 (12)	0.81146 (16)	0.0362 (5)
H132	0.9363	0.1680	0.8579	0.054*
H232	1.0801	0.1640	0.8188	0.054*
H332	0.9876	0.0966	0.8160	0.054*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Fe1	0.02030 (13)	0.01789 (13)	0.01785 (13)	−0.00033 (8)	0.00235 (9)	0.00037 (8)
Cl1	0.0394 (3)	0.0276 (2)	0.0313 (2)	−0.00320 (18)	0.0097 (2)	0.00232 (18)
Cl2	0.0399 (3)	0.0356 (3)	0.0431 (3)	0.0026 (2)	−0.0038 (2)	−0.0043 (2)
N1	0.0289 (8)	0.0247 (7)	0.0221 (7)	0.0016 (6)	−0.0004 (6)	−0.0009 (6)
N2	0.0243 (7)	0.0204 (7)	0.0285 (8)	0.0017 (6)	0.0070 (6)	0.0006 (6)
N3	0.0200 (7)	0.0263 (7)	0.0209 (7)	−0.0031 (5)	0.0011 (5)	0.0011 (6)
N4	0.0210 (7)	0.0216 (7)	0.0257 (7)	0.0000 (5)	0.0049 (6)	−0.0016 (6)
N5	0.0199 (7)	0.0238 (7)	0.0242 (7)	−0.0009 (5)	0.0009 (6)	0.0043 (6)
N6	0.0259 (7)	0.0200 (6)	0.0202 (7)	0.0000 (5)	0.0011 (6)	0.0015 (5)
N7	0.0374 (10)	0.0281 (8)	0.0336 (9)	−0.0030 (7)	−0.0023 (8)	0.0041 (7)
O1	0.123 (2)	0.0748 (15)	0.0443 (12)	0.0437 (15)	0.0330 (13)	0.0223 (11)
O2	0.0586 (12)	0.0376 (9)	0.0651 (13)	0.0059 (8)	0.0282 (10)	0.0000 (8)
O3	0.0514 (12)	0.0707 (14)	0.0723 (15)	−0.0008 (10)	−0.0100 (11)	−0.0201 (12)
O7	0.143 (3)	0.0455 (12)	0.0519 (13)	−0.0363 (14)	0.0052 (14)	−0.0131 (10)
O5	0.199 (4)	0.314 (6)	0.0330 (13)	−0.180 (5)	0.0228 (19)	−0.021 (2)
O6	0.114 (3)	0.111 (2)	0.131 (3)	0.073 (2)	−0.057 (2)	−0.060 (2)
O4	0.0617 (13)	0.0358 (10)	0.1007 (18)	−0.0128 (9)	0.0130 (12)	0.0067 (11)
O8	0.0838 (18)	0.101 (2)	0.0450 (12)	0.0226 (14)	−0.0113 (12)	−0.0116 (12)
C1	0.0254 (9)	0.0246 (8)	0.0308 (10)	−0.0036 (7)	0.0002 (7)	0.0041 (7)
C2	0.0290 (9)	0.0209 (8)	0.0264 (9)	−0.0018 (7)	−0.0020 (7)	0.0014 (6)
C3	0.0389 (11)	0.0226 (9)	0.0406 (12)	−0.0026 (8)	−0.0028 (9)	−0.0046 (8)
C4	0.0473 (13)	0.0276 (10)	0.0360 (11)	0.0030 (9)	−0.0001 (10)	−0.0087 (8)
C5	0.0413 (12)	0.0300 (10)	0.0283 (10)	0.0062 (8)	0.0064 (8)	−0.0034 (8)
C6	0.0327 (10)	0.0251 (8)	0.0230 (9)	0.0031 (7)	0.0054 (7)	0.0015 (7)
C7	0.0370 (11)	0.0301 (9)	0.0237 (9)	0.0045 (8)	0.0028 (8)	0.0020 (7)
C8	0.0341 (10)	0.0256 (9)	0.0271 (9)	0.0032 (7)	0.0089 (8)	0.0028 (7)
C9	0.0481 (13)	0.0315 (10)	0.0350 (11)	0.0014 (9)	0.0156 (10)	0.0082 (9)
C10	0.0467 (14)	0.0330 (11)	0.0533 (15)	−0.0021 (10)	0.0225 (12)	0.0089 (10)
C11	0.0337 (11)	0.0315 (10)	0.0539 (14)	−0.0060 (9)	0.0119 (10)	0.0015 (10)
C12	0.0255 (9)	0.0247 (8)	0.0379 (11)	0.0006 (7)	0.0075 (8)	−0.0011 (8)
C13	0.0267 (9)	0.0275 (9)	0.0302 (10)	−0.0019 (7)	0.0062 (7)	−0.0069 (7)
C14	0.0226 (9)	0.0336 (9)	0.0219 (8)	−0.0043 (7)	0.0030 (7)	−0.0037 (7)
C15	0.0270 (10)	0.0474 (12)	0.0224 (9)	−0.0057 (8)	0.0034 (7)	−0.0067 (8)
C16	0.0280 (10)	0.0572 (13)	0.0194 (9)	−0.0091 (9)	0.0016 (7)	0.0010 (9)
C17	0.0244 (9)	0.0453 (12)	0.0275 (10)	−0.0043 (8)	0.0000 (7)	0.0081 (8)
C18	0.0199 (8)	0.0311 (9)	0.0260 (9)	−0.0043 (7)	0.0004 (7)	0.0035 (7)
C19	0.0269 (9)	0.0212 (8)	0.0361 (10)	0.0021 (7)	0.0043 (8)	0.0016 (7)
C20	0.0268 (10)	0.0272 (9)	0.0383 (11)	0.0036 (7)	0.0037 (8)	0.0024 (8)
C21	0.0245 (9)	0.0299 (9)	0.0308 (10)	−0.0003 (7)	0.0090 (7)	0.0060 (7)
C22	0.0238 (9)	0.0301 (9)	0.0443 (12)	−0.0015 (7)	0.0051 (8)	0.0069 (9)
C23	0.0359 (11)	0.0342 (10)	0.0265 (9)	−0.0016 (8)	−0.0088 (8)	−0.0026 (8)
C24	0.0302 (10)	0.0358 (11)	0.0348 (11)	−0.0012 (8)	−0.0087 (8)	0.0026 (8)
C30	0.0323 (10)	0.0296 (9)	0.0333 (10)	0.0060 (8)	−0.0037 (8)	0.0032 (8)
C31	0.0356 (11)	0.0268 (9)	0.0476 (13)	0.0013 (8)	0.0190 (10)	−0.0013 (8)
C32	0.0264 (10)	0.0386 (11)	0.0436 (12)	−0.0063 (8)	−0.0021 (9)	0.0016 (9)

Geometric parameters (Å, º)

Fe1—N5	1.9406 (15)	C9—C10	1.384 (4)
Fe1—N4	1.9517 (15)	C9—H19	0.9500
Fe1—N1	1.9601 (16)	C10—C11	1.376 (4)
Fe1—N2	2.0829 (16)	C10—H110	0.9500
Fe1—N3	2.0876 (16)	C11—C12	1.400 (3)
Fe1—N6	2.0878 (15)	C11—H111	0.9500
Cl1—O1	1.418 (2)	C12—C32	1.493 (3)
Cl1—O4	1.4184 (19)	C13—C14	1.442 (3)
Cl1—O2	1.4379 (18)	C13—H113	0.9500
Cl1—O3	1.441 (2)	C14—C15	1.387 (3)
Cl2—O5	1.370 (3)	C15—C16	1.377 (3)
Cl2—O6	1.399 (3)	C15—H115	0.9500
Cl2—O7	1.407 (2)	C16—C17	1.378 (3)
Cl2—O8	1.421 (2)	C16—H116	0.9500
N1—C7	1.281 (3)	C17—C18	1.404 (3)
N1—C23	1.474 (3)	C17—H117	0.9500
N2—C12	1.345 (3)	C18—C30	1.491 (3)
N2—C8	1.370 (3)	C19—C20	1.531 (3)
N3—C18	1.355 (2)	C19—H119	0.9900
N3—C14	1.364 (2)	C19—H219	0.9900
N4—C13	1.284 (3)	C20—H120	0.9900
N4—C19	1.469 (2)	C20—H220	0.9900
N5—C1	1.276 (2)	C21—C22	1.540 (3)
N5—C21	1.468 (2)	C21—H121	0.9900
N6—C6	1.357 (2)	C21—H221	0.9900
N6—C2	1.360 (2)	C22—H122	0.9900
N7—C24	1.432 (3)	C22—H222	0.9900
N7—C20	1.436 (3)	C23—C24	1.536 (3)
N7—C22	1.448 (3)	C23—H123	0.9900
C1—C2	1.453 (3)	C23—H223	0.9900
C1—H11	0.9500	C24—H124	0.9900
C2—C3	1.381 (3)	C24—H224	0.9900
C3—C4	1.377 (3)	C30—H130	0.9800
C3—H13	0.9500	C30—H230	0.9800
C4—C5	1.360 (3)	C30—H330	0.9800
C4—H14	0.9500	C31—H131	0.9800
C5—C6	1.409 (3)	C31—H231	0.9800
C5—H15	0.9500	C31—H331	0.9800
C6—C31	1.494 (3)	C32—H132	0.9800
C7—C8	1.453 (3)	C32—H232	0.9800
C7—H17	0.9500	C32—H332	0.9800
C8—C9	1.381 (3)
N5—Fe1—N4	95.09 (6)	C10—C11—C12	121.0 (2)
N5—Fe1—N1	92.82 (7)	C10—C11—H111	119.5
N4—Fe1—N1	92.59 (7)	C12—C11—H111	119.5
N5—Fe1—N2	174.26 (7)	N2—C12—C11	121.3 (2)
N4—Fe1—N2	85.31 (6)	N2—C12—C32	120.52 (18)
N1—Fe1—N2	81.45 (7)	C11—C12—C32	118.1 (2)
N5—Fe1—N3	83.81 (6)	N4—C13—C14	117.35 (17)
N4—Fe1—N3	80.70 (6)	N4—C13—H113	121.3
N1—Fe1—N3	172.17 (7)	C14—C13—H113	121.3
N2—Fe1—N3	101.89 (6)	N3—C14—C15	124.21 (19)
N5—Fe1—N6	80.72 (6)	N3—C14—C13	115.20 (17)
N4—Fe1—N6	175.23 (6)	C15—C14—C13	120.49 (18)
N1—Fe1—N6	85.36 (6)	C16—C15—C14	118.9 (2)
N2—Fe1—N6	98.62 (6)	C16—C15—H115	120.6
N3—Fe1—N6	101.01 (6)	C14—C15—H115	120.6
O1—Cl1—O4	109.69 (18)	C15—C16—C17	117.71 (19)
O1—Cl1—O2	110.36 (12)	C15—C16—H116	121.1
O4—Cl1—O2	110.50 (13)	C17—C16—H116	121.1
O1—Cl1—O3	108.86 (18)	C16—C17—C18	121.6 (2)
O4—Cl1—O3	107.72 (15)	C16—C17—H117	119.2
O2—Cl1—O3	109.65 (13)	C18—C17—H117	119.2
O5—Cl2—O6	112.7 (3)	N3—C18—C17	120.81 (19)
O5—Cl2—O7	108.1 (2)	N3—C18—C30	120.44 (17)
O6—Cl2—O7	109.7 (2)	C17—C18—C30	118.74 (18)
O5—Cl2—O8	107.8 (2)	N4—C19—C20	110.41 (16)
O6—Cl2—O8	104.97 (17)	N4—C19—H119	109.6
O7—Cl2—O8	113.71 (16)	C20—C19—H119	109.6
C7—N1—C23	117.25 (17)	N4—C19—H219	109.6
C7—N1—Fe1	115.74 (14)	C20—C19—H219	109.6
C23—N1—Fe1	127.00 (13)	H119—C19—H219	108.1
C12—N2—C8	116.90 (17)	N7—C20—C19	115.28 (17)
C12—N2—Fe1	133.44 (14)	N7—C20—H120	108.5
C8—N2—Fe1	109.64 (13)	C19—C20—H120	108.5
C18—N3—C14	116.70 (16)	N7—C20—H220	108.5
C18—N3—Fe1	132.63 (13)	C19—C20—H220	108.5
C14—N3—Fe1	110.04 (12)	H120—C20—H220	107.5
C13—N4—C19	116.15 (16)	N5—C21—C22	111.38 (17)
C13—N4—Fe1	116.43 (13)	N5—C21—H121	109.4
C19—N4—Fe1	127.40 (13)	C22—C21—H121	109.4
C1—N5—C21	117.13 (16)	N5—C21—H221	109.4
C1—N5—Fe1	116.87 (14)	C22—C21—H221	109.4
C21—N5—Fe1	125.99 (13)	H121—C21—H221	108.0
C6—N6—C2	116.72 (16)	N7—C22—C21	116.09 (17)
C6—N6—Fe1	133.29 (13)	N7—C22—H122	108.3
C2—N6—Fe1	109.83 (12)	C21—C22—H122	108.3
C24—N7—C20	119.47 (18)	N7—C22—H222	108.3
C24—N7—C22	120.68 (18)	C21—C22—H222	108.3
C20—N7—C22	119.66 (19)	H122—C22—H222	107.4
N5—C1—C2	117.21 (17)	N1—C23—C24	113.15 (17)
N5—C1—H11	121.4	N1—C23—H123	108.9
C2—C1—H11	121.4	C24—C23—H123	108.9
N6—C2—C3	123.92 (19)	N1—C23—H223	108.9
N6—C2—C1	114.68 (16)	C24—C23—H223	108.9
C3—C2—C1	121.36 (19)	H123—C23—H223	107.8
C4—C3—C2	119.1 (2)	N7—C24—C23	117.09 (18)
C4—C3—H13	120.4	N7—C24—H124	108.0
C2—C3—H13	120.4	C23—C24—H124	108.0
C5—C4—C3	118.1 (2)	N7—C24—H224	108.0
C5—C4—H14	121.0	C23—C24—H224	108.0
C3—C4—H14	121.0	H124—C24—H224	107.3
C4—C5—C6	121.4 (2)	C18—C30—H130	109.5
C4—C5—H15	119.3	C18—C30—H230	109.5
C6—C5—H15	119.3	H130—C30—H230	109.5
N6—C6—C5	120.74 (19)	C18—C30—H330	109.5
N6—C6—C31	120.63 (17)	H130—C30—H330	109.5
C5—C6—C31	118.59 (18)	H230—C30—H330	109.5
N1—C7—C8	117.78 (18)	C6—C31—H131	109.5
N1—C7—H17	121.1	C6—C31—H231	109.5
C8—C7—H17	121.1	H131—C31—H231	109.5
N2—C8—C9	124.1 (2)	C6—C31—H331	109.5
N2—C8—C7	115.35 (17)	H131—C31—H331	109.5
C9—C8—C7	120.5 (2)	H231—C31—H331	109.5
C8—C9—C10	118.3 (2)	C12—C32—H132	109.5
C8—C9—H19	120.8	C12—C32—H232	109.5
C10—C9—H19	120.8	H132—C32—H232	109.5
C11—C10—C9	118.3 (2)	C12—C32—H332	109.5
C11—C10—H110	120.8	H132—C32—H332	109.5
C9—C10—H110	120.8	H232—C32—H332	109.5

(1_210)

Crystal data

C27H33Cl2FeN7O8	Z = 4
Mr = 710.35	F(000) = 1472
Monoclinic, P21/c	Dx = 1.584 Mg m^−3
a = 10.2747 (4) Å	Mo Kα radiation, λ = 0.71073 Å
b = 19.2019 (6) Å	µ = 0.75 mm^−1
c = 15.1011 (5) Å	T = 210 K
β = 91.399 (3)°	Polyhedron, dark red
V = 2978.46 (18) Å^3	0.34 × 0.29 × 0.10 mm

Data collection

KM4_CCD_Sapphire3 diffractometer	9941 independent reflections
Radiation source: fine-focus sealed tube	6795 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.020
Detector resolution: 16.0328 pixels mm^-1	θmax = 32.9°, θmin = 2.9°
θ–scan	h = −15→15
Absorption correction: multi-scan CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.2 (release 20-01-2006 CrysAlis171 .NET) (compiled Jan 20 2006,12:36:28) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	k = −28→21
Tmin = 0.903, Tmax = 0.934	l = −22→21
28574 measured reflections

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)] = 0.047	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.155	H-atom parameters constrained
S = 1.01	w = 1/[σ^2(Fo^2) + (0.105P)^2] where P = (Fo^2 + 2Fc^2)/3
9941 reflections	(Δ/σ)max < 0.001
409 parameters	Δρmax = 1.29 e Å^−3
0 restraints	Δρmin = −1.44 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
Fe1	0.69147 (3)	0.071352 (13)	0.739572 (17)	0.02162 (8)
Cl1	1.35871 (6)	0.31736 (3)	0.53957 (4)	0.03740 (13)
Cl2	1.22316 (6)	−0.14609 (3)	0.69809 (5)	0.04660 (15)
N1	0.60480 (18)	0.09230 (9)	0.62453 (12)	0.0314 (4)
N2	0.82687 (17)	0.14257 (8)	0.69006 (12)	0.0298 (3)
N3	0.76215 (16)	0.05587 (9)	0.87007 (11)	0.0266 (3)
N4	0.61399 (16)	0.15278 (8)	0.79725 (11)	0.0271 (3)
N5	0.55538 (16)	0.00616 (9)	0.77401 (11)	0.0281 (3)
N6	0.75846 (17)	−0.01960 (8)	0.67738 (11)	0.0271 (3)
N7	0.3571 (2)	0.11175 (10)	0.72259 (14)	0.0422 (5)
O1	1.3276 (3)	0.30839 (15)	0.62956 (16)	0.0918 (10)
O2	1.4388 (2)	0.26111 (10)	0.50998 (15)	0.0617 (6)
O3	1.2393 (2)	0.31931 (13)	0.48796 (18)	0.0776 (7)
O7	1.1642 (3)	−0.20587 (12)	0.66065 (16)	0.0887 (9)
O5	1.3044 (5)	−0.1196 (3)	0.63862 (19)	0.196 (3)
O6	1.1268 (4)	−0.09900 (19)	0.7227 (3)	0.1309 (15)
O4	1.4221 (2)	0.38221 (10)	0.52840 (19)	0.0755 (7)
O8	1.2955 (3)	−0.15927 (16)	0.77766 (16)	0.0869 (8)
C1	0.5629 (2)	−0.05570 (11)	0.74413 (15)	0.0329 (4)
H11	0.5022	−0.0899	0.7596	0.040*
C2	0.6691 (2)	−0.07146 (10)	0.68519 (14)	0.0311 (4)
C3	0.6786 (3)	−0.13558 (12)	0.64415 (17)	0.0412 (5)
H13	0.6135	−0.1694	0.6511	0.049*
C4	0.7843 (3)	−0.14908 (12)	0.59326 (17)	0.0444 (6)
H14	0.7922	−0.1918	0.5634	0.053*
C5	0.8774 (3)	−0.09913 (12)	0.58703 (15)	0.0399 (5)
H15	0.9522	−0.1083	0.5544	0.048*
C6	0.8641 (2)	−0.03394 (11)	0.62848 (13)	0.0323 (4)
C7	0.6654 (2)	0.13438 (12)	0.57438 (14)	0.0369 (5)
H17	0.6321	0.1457	0.5176	0.044*
C8	0.7870 (2)	0.16425 (11)	0.60756 (14)	0.0343 (4)
C9	0.8553 (3)	0.21061 (12)	0.55688 (18)	0.0453 (6)
H19	0.8246	0.2233	0.5000	0.054*
C10	0.9703 (3)	0.23820 (14)	0.5916 (2)	0.0531 (7)
H110	1.0197	0.2698	0.5588	0.064*
C11	1.0098 (3)	0.21807 (13)	0.6752 (2)	0.0476 (6)
H111	1.0869	0.2367	0.7003	0.057*
C12	0.9375 (2)	0.17033 (11)	0.72364 (16)	0.0350 (4)
C13	0.6442 (2)	0.16178 (11)	0.87950 (14)	0.0331 (4)
H113	0.6177	0.2018	0.9100	0.040*
C14	0.72022 (19)	0.10829 (11)	0.92347 (13)	0.0305 (4)
C15	0.7416 (2)	0.10998 (13)	1.01420 (14)	0.0379 (5)
H115	0.7135	0.1482	1.0475	0.046*
C16	0.8042 (2)	0.05535 (14)	1.05495 (15)	0.0411 (5)
H116	0.8202	0.0551	1.1165	0.049*
C17	0.8430 (2)	0.00055 (13)	1.00253 (14)	0.0377 (5)
H117	0.8830	−0.0384	1.0292	0.045*
C18	0.82386 (19)	0.00188 (11)	0.91045 (13)	0.0303 (4)
C19	0.5232 (2)	0.20353 (10)	0.75727 (16)	0.0340 (4)
H119	0.5439	0.2105	0.6949	0.041*
H219	0.5324	0.2483	0.7878	0.041*
C20	0.3836 (2)	0.17762 (11)	0.76401 (17)	0.0365 (5)
H120	0.3626	0.1740	0.8268	0.044*
H220	0.3252	0.2125	0.7373	0.044*
C21	0.4457 (2)	0.02237 (12)	0.83113 (15)	0.0348 (5)
H121	0.4734	0.0566	0.8759	0.042*
H221	0.4187	−0.0200	0.8619	0.042*
C22	0.3297 (2)	0.05161 (12)	0.77688 (18)	0.0402 (5)
H122	0.2954	0.0145	0.7383	0.048*
H222	0.2610	0.0641	0.8178	0.048*
C23	0.4778 (2)	0.06538 (12)	0.59222 (16)	0.0401 (5)
H123	0.4701	0.0163	0.6093	0.048*
H223	0.4742	0.0677	0.5274	0.048*
C24	0.3624 (2)	0.10580 (13)	0.62860 (16)	0.0403 (5)
H124	0.3636	0.1529	0.6035	0.048*
H224	0.2820	0.0833	0.6072	0.048*
C30	0.8763 (2)	−0.05662 (12)	0.85685 (16)	0.0364 (5)
H130	0.8047	−0.0848	0.8338	0.055*
H230	0.9332	−0.0852	0.8939	0.055*
H330	0.9249	−0.0379	0.8080	0.055*
C31	0.9708 (2)	0.01849 (12)	0.62099 (18)	0.0428 (6)
H131	0.9396	0.0580	0.5866	0.064*
H231	1.0442	−0.0025	0.5918	0.064*
H331	0.9980	0.0340	0.6797	0.064*
C32	0.9894 (2)	0.14836 (13)	0.81258 (17)	0.0419 (5)
H132	0.9357	0.1679	0.8583	0.063*
H232	1.0781	0.1649	0.8206	0.063*
H332	0.9882	0.0979	0.8166	0.063*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Fe1	0.02410 (14)	0.01974 (13)	0.02110 (13)	−0.00033 (9)	0.00231 (9)	0.00033 (9)
Cl1	0.0446 (3)	0.0315 (2)	0.0365 (3)	−0.0038 (2)	0.0107 (2)	0.00255 (19)
Cl2	0.0466 (3)	0.0396 (3)	0.0533 (4)	0.0031 (2)	−0.0050 (3)	−0.0058 (3)
N1	0.0363 (9)	0.0290 (8)	0.0290 (8)	0.0029 (7)	−0.0017 (7)	−0.0033 (7)
N2	0.0315 (9)	0.0246 (7)	0.0335 (9)	0.0035 (6)	0.0069 (7)	−0.0008 (6)
N3	0.0235 (8)	0.0298 (8)	0.0266 (8)	−0.0032 (6)	0.0034 (6)	−0.0001 (6)
N4	0.0243 (8)	0.0242 (7)	0.0332 (8)	−0.0001 (6)	0.0056 (6)	−0.0007 (6)
N5	0.0228 (8)	0.0305 (8)	0.0309 (8)	−0.0023 (6)	0.0010 (6)	0.0070 (6)
N6	0.0318 (8)	0.0243 (7)	0.0253 (8)	−0.0021 (6)	0.0009 (6)	0.0029 (6)
N7	0.0550 (13)	0.0315 (9)	0.0397 (10)	−0.0050 (8)	−0.0069 (9)	0.0039 (8)
O1	0.138 (3)	0.0883 (17)	0.0513 (13)	0.0499 (17)	0.0390 (15)	0.0256 (12)
O2	0.0672 (14)	0.0431 (10)	0.0763 (14)	0.0075 (9)	0.0338 (11)	0.0009 (9)
O3	0.0619 (15)	0.0859 (17)	0.0840 (17)	0.0006 (12)	−0.0140 (13)	−0.0257 (14)
O7	0.154 (3)	0.0517 (13)	0.0607 (14)	−0.0383 (15)	0.0048 (15)	−0.0149 (11)
O5	0.234 (5)	0.320 (6)	0.0363 (14)	−0.181 (5)	0.025 (2)	−0.027 (3)
O6	0.123 (3)	0.123 (3)	0.144 (3)	0.077 (2)	−0.055 (2)	−0.061 (2)
O4	0.0703 (15)	0.0417 (11)	0.115 (2)	−0.0125 (10)	0.0163 (14)	0.0066 (12)
O8	0.0902 (19)	0.115 (2)	0.0548 (14)	0.0237 (16)	−0.0133 (13)	−0.0146 (14)
C1	0.0287 (10)	0.0314 (10)	0.0387 (11)	−0.0053 (8)	−0.0009 (8)	0.0068 (8)
C2	0.0343 (10)	0.0265 (9)	0.0324 (10)	−0.0033 (8)	−0.0042 (8)	0.0041 (7)
C3	0.0474 (13)	0.0276 (10)	0.0483 (13)	−0.0053 (9)	−0.0049 (11)	−0.0035 (9)
C4	0.0589 (16)	0.0313 (11)	0.0430 (13)	0.0022 (10)	−0.0017 (11)	−0.0096 (9)
C5	0.0506 (14)	0.0361 (11)	0.0332 (11)	0.0061 (10)	0.0063 (10)	−0.0025 (9)
C6	0.0397 (11)	0.0301 (10)	0.0272 (9)	0.0021 (8)	0.0036 (8)	0.0031 (7)
C7	0.0449 (13)	0.0375 (11)	0.0282 (10)	0.0086 (9)	0.0016 (9)	0.0003 (8)
C8	0.0421 (12)	0.0299 (10)	0.0315 (10)	0.0060 (9)	0.0101 (9)	0.0024 (8)
C9	0.0583 (16)	0.0365 (12)	0.0419 (13)	0.0042 (11)	0.0166 (11)	0.0079 (10)
C10	0.0598 (17)	0.0388 (13)	0.0621 (17)	−0.0008 (12)	0.0270 (14)	0.0110 (12)
C11	0.0398 (13)	0.0374 (12)	0.0661 (17)	−0.0049 (10)	0.0123 (12)	0.0009 (11)
C12	0.0312 (10)	0.0304 (10)	0.0438 (12)	0.0026 (8)	0.0079 (9)	−0.0029 (8)
C13	0.0318 (10)	0.0329 (10)	0.0348 (11)	−0.0026 (8)	0.0072 (8)	−0.0076 (8)
C14	0.0253 (9)	0.0388 (11)	0.0277 (9)	−0.0049 (8)	0.0047 (7)	−0.0056 (8)
C15	0.0310 (11)	0.0549 (14)	0.0282 (10)	−0.0076 (10)	0.0052 (8)	−0.0083 (9)
C16	0.0318 (11)	0.0670 (15)	0.0246 (10)	−0.0102 (11)	0.0033 (8)	0.0004 (10)
C17	0.0267 (10)	0.0538 (13)	0.0326 (10)	−0.0048 (9)	0.0004 (8)	0.0092 (9)
C18	0.0236 (9)	0.0368 (10)	0.0304 (9)	−0.0055 (8)	0.0012 (7)	0.0047 (8)
C19	0.0329 (11)	0.0233 (9)	0.0458 (12)	0.0028 (8)	0.0044 (9)	0.0020 (8)
C20	0.0309 (11)	0.0322 (10)	0.0465 (13)	0.0034 (8)	0.0051 (9)	0.0020 (9)
C21	0.0281 (10)	0.0375 (10)	0.0393 (11)	0.0014 (8)	0.0110 (8)	0.0101 (9)
C22	0.0276 (10)	0.0349 (11)	0.0582 (15)	−0.0029 (8)	0.0036 (10)	0.0094 (10)
C23	0.0436 (13)	0.0413 (12)	0.0347 (11)	−0.0006 (10)	−0.0124 (9)	−0.0068 (9)
C24	0.0369 (12)	0.0421 (12)	0.0412 (12)	0.0014 (9)	−0.0107 (10)	0.0029 (9)
C30	0.0362 (11)	0.0347 (10)	0.0381 (11)	0.0054 (9)	−0.0046 (9)	0.0038 (9)
C31	0.0421 (13)	0.0306 (10)	0.0567 (15)	0.0004 (9)	0.0225 (11)	−0.0010 (10)
C32	0.0316 (11)	0.0443 (12)	0.0495 (14)	−0.0073 (9)	−0.0020 (10)	0.0012 (10)

Geometric parameters (Å, º)

Fe1—N5	1.9566 (16)	C9—C10	1.386 (4)
Fe1—N4	1.9675 (16)	C9—H19	0.9400
Fe1—N1	1.9742 (18)	C10—C11	1.372 (4)
Fe1—N2	2.1013 (18)	C10—H110	0.9400
Fe1—N3	2.1046 (17)	C11—C12	1.398 (3)
Fe1—N6	2.1064 (17)	C11—H111	0.9400
Cl1—O1	1.414 (2)	C12—C32	1.494 (3)
Cl1—O4	1.417 (2)	C13—C14	1.442 (3)
Cl1—O2	1.4355 (19)	C13—H113	0.9400
Cl1—O3	1.438 (3)	C14—C15	1.383 (3)
Cl2—O5	1.342 (3)	C15—C16	1.369 (4)
Cl2—O6	1.398 (3)	C15—H115	0.9400
Cl2—O7	1.410 (2)	C16—C17	1.381 (3)
Cl2—O8	1.420 (3)	C16—H116	0.9400
N1—C7	1.279 (3)	C17—C18	1.400 (3)
N1—C23	1.476 (3)	C17—H117	0.9400
N2—C12	1.344 (3)	C18—C30	1.493 (3)
N2—C8	1.367 (3)	C19—C20	1.524 (3)
N3—C18	1.353 (3)	C19—H119	0.9800
N3—C14	1.366 (3)	C19—H219	0.9800
N4—C13	1.285 (3)	C20—H120	0.9800
N4—C19	1.469 (3)	C20—H220	0.9800
N5—C1	1.274 (3)	C21—C22	1.535 (3)
N5—C21	1.469 (3)	C21—H121	0.9800
N6—C6	1.356 (3)	C21—H221	0.9800
N6—C2	1.362 (3)	C22—H122	0.9800
N7—C24	1.426 (3)	C22—H222	0.9800
N7—C20	1.434 (3)	C23—C24	1.530 (3)
N7—C22	1.448 (3)	C23—H123	0.9800
C1—C2	1.456 (3)	C23—H223	0.9800
C1—H11	0.9400	C24—H124	0.9800
C2—C3	1.383 (3)	C24—H224	0.9800
C3—C4	1.371 (4)	C30—H130	0.9700
C3—H13	0.9400	C30—H230	0.9700
C4—C5	1.360 (4)	C30—H330	0.9700
C4—H14	0.9400	C31—H131	0.9700
C5—C6	1.408 (3)	C31—H231	0.9700
C5—H15	0.9400	C31—H331	0.9700
C6—C31	1.495 (3)	C32—H132	0.9700
C7—C8	1.453 (3)	C32—H232	0.9700
C7—H17	0.9400	C32—H332	0.9700
C8—C9	1.377 (3)
N5—Fe1—N4	95.23 (7)	C10—C11—C12	121.1 (3)
N5—Fe1—N1	93.11 (7)	C10—C11—H111	119.4
N4—Fe1—N1	92.81 (7)	C12—C11—H111	119.4
N5—Fe1—N2	174.05 (7)	N2—C12—C11	121.2 (2)
N4—Fe1—N2	85.35 (7)	N2—C12—C32	120.5 (2)
N1—Fe1—N2	80.95 (8)	C11—C12—C32	118.3 (2)
N5—Fe1—N3	83.87 (7)	N4—C13—C14	117.68 (18)
N4—Fe1—N3	80.32 (7)	N4—C13—H113	121.2
N1—Fe1—N3	172.18 (7)	C14—C13—H113	121.2
N2—Fe1—N3	102.05 (7)	N3—C14—C15	123.9 (2)
N5—Fe1—N6	80.30 (7)	N3—C14—C13	115.34 (18)
N4—Fe1—N6	175.12 (7)	C15—C14—C13	120.70 (19)
N1—Fe1—N6	85.52 (7)	C16—C15—C14	119.3 (2)
N2—Fe1—N6	98.89 (6)	C16—C15—H115	120.4
N3—Fe1—N6	101.03 (6)	C14—C15—H115	120.4
O1—Cl1—O4	109.68 (19)	C15—C16—C17	117.7 (2)
O1—Cl1—O2	110.63 (13)	C15—C16—H116	121.1
O4—Cl1—O2	110.82 (13)	C17—C16—H116	121.1
O1—Cl1—O3	108.29 (19)	C16—C17—C18	121.3 (2)
O4—Cl1—O3	107.53 (16)	C16—C17—H117	119.3
O2—Cl1—O3	109.80 (14)	C18—C17—H117	119.3
O5—Cl2—O6	112.9 (3)	N3—C18—C17	121.0 (2)
O5—Cl2—O7	108.0 (2)	N3—C18—C30	120.24 (18)
O6—Cl2—O7	109.5 (2)	C17—C18—C30	118.76 (19)
O5—Cl2—O8	108.2 (2)	N4—C19—C20	110.21 (17)
O6—Cl2—O8	104.44 (18)	N4—C19—H119	109.6
O7—Cl2—O8	113.90 (18)	C20—C19—H119	109.6
C7—N1—C23	117.68 (19)	N4—C19—H219	109.6
C7—N1—Fe1	115.73 (15)	C20—C19—H219	109.6
C23—N1—Fe1	126.58 (15)	H119—C19—H219	108.1
C12—N2—C8	117.08 (19)	N7—C20—C19	115.29 (19)
C12—N2—Fe1	133.26 (15)	N7—C20—H120	108.5
C8—N2—Fe1	109.64 (14)	C19—C20—H120	108.5
C18—N3—C14	116.72 (17)	N7—C20—H220	108.5
C18—N3—Fe1	132.66 (14)	C19—C20—H220	108.5
C14—N3—Fe1	110.00 (13)	H120—C20—H220	107.5
C13—N4—C19	116.37 (17)	N5—C21—C22	111.13 (18)
C13—N4—Fe1	116.37 (14)	N5—C21—H121	109.4
C19—N4—Fe1	127.24 (14)	C22—C21—H121	109.4
C1—N5—C21	117.37 (18)	N5—C21—H221	109.4
C1—N5—Fe1	116.89 (15)	C22—C21—H221	109.4
C21—N5—Fe1	125.73 (14)	H121—C21—H221	108.0
C6—N6—C2	116.68 (18)	N7—C22—C21	115.76 (19)
C6—N6—Fe1	133.30 (14)	N7—C22—H122	108.3
C2—N6—Fe1	109.84 (13)	C21—C22—H122	108.3
C24—N7—C20	119.56 (19)	N7—C22—H222	108.3
C24—N7—C22	120.8 (2)	C21—C22—H222	108.3
C20—N7—C22	119.6 (2)	H122—C22—H222	107.4
N5—C1—C2	117.61 (18)	N1—C23—C24	112.97 (18)
N5—C1—H11	121.2	N1—C23—H123	109.0
C2—C1—H11	121.2	C24—C23—H123	109.0
N6—C2—C3	123.9 (2)	N1—C23—H223	109.0
N6—C2—C1	114.68 (18)	C24—C23—H223	109.0
C3—C2—C1	121.4 (2)	H123—C23—H223	107.8
C4—C3—C2	119.0 (2)	N7—C24—C23	116.53 (19)
C4—C3—H13	120.5	N7—C24—H124	108.2
C2—C3—H13	120.5	C23—C24—H124	108.2
C5—C4—C3	118.3 (2)	N7—C24—H224	108.2
C5—C4—H14	120.9	C23—C24—H224	108.2
C3—C4—H14	120.9	H124—C24—H224	107.3
C4—C5—C6	121.4 (2)	C18—C30—H130	109.5
C4—C5—H15	119.3	C18—C30—H230	109.5
C6—C5—H15	119.3	H130—C30—H230	109.5
N6—C6—C5	120.7 (2)	C18—C30—H330	109.5
N6—C6—C31	120.19 (19)	H130—C30—H330	109.5
C5—C6—C31	119.1 (2)	H230—C30—H330	109.5
N1—C7—C8	118.1 (2)	C6—C31—H131	109.5
N1—C7—H17	120.9	C6—C31—H231	109.5
C8—C7—H17	120.9	H131—C31—H231	109.5
N2—C8—C9	123.9 (2)	C6—C31—H331	109.5
N2—C8—C7	115.49 (19)	H131—C31—H331	109.5
C9—C8—C7	120.6 (2)	H231—C31—H331	109.5
C8—C9—C10	118.6 (3)	C12—C32—H132	109.5
C8—C9—H19	120.7	C12—C32—H232	109.5
C10—C9—H19	120.7	H132—C32—H232	109.5
C11—C10—C9	118.1 (2)	C12—C32—H332	109.5
C11—C10—H110	120.9	H132—C32—H332	109.5
C9—C10—H110	120.9	H232—C32—H332	109.5

(1_230)

Crystal data

C27H33Cl2FeN7O8	Z = 4
Mr = 710.35	F(000) = 1472
Monoclinic, P21/c	Dx = 1.562 Mg m^−3
a = 10.3663 (4) Å	Mo Kα radiation, λ = 0.71073 Å
b = 19.2603 (6) Å	µ = 0.74 mm^−1
c = 15.1373 (5) Å	T = 230 K
β = 91.432 (3)°	Polyhedron, dark red
V = 3021.34 (18) Å^3	0.34 × 0.29 × 0.10 mm

Data collection

KM4_CCD_Sapphire3 diffractometer	10014 independent reflections
Radiation source: fine-focus sealed tube	6362 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.020
Detector resolution: 16.0328 pixels mm^-1	θmax = 32.8°, θmin = 2.9°
θ–scan	h = −15→15
Absorption correction: multi-scan CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.2 (release 20-01-2006 CrysAlis171 .NET) (compiled Jan 20 2006,12:36:28) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	k = −28→21
Tmin = 0.892, Tmax = 0.925	l = −22→21
28711 measured reflections

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)] = 0.047	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.149	H-atom parameters constrained
S = 1.00	w = 1/[σ^2(Fo^2) + (0.0945P)^2] where P = (Fo^2 + 2Fc^2)/3
10014 reflections	(Δ/σ)max = 0.001
409 parameters	Δρmax = 1.03 e Å^−3
0 restraints	Δρmin = −1.16 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
Fe1	0.69498 (3)	0.071374 (13)	0.740110 (17)	0.02622 (8)
Cl1	1.35954 (6)	0.31774 (3)	0.53925 (4)	0.04402 (14)
Cl2	1.22325 (7)	−0.14610 (3)	0.69698 (5)	0.05437 (17)
N1	0.6118 (2)	0.09533 (10)	0.62168 (13)	0.0430 (4)
N2	0.83295 (19)	0.14510 (9)	0.69083 (12)	0.0390 (4)
N3	0.76378 (16)	0.05498 (9)	0.87417 (11)	0.0329 (4)
N4	0.61594 (16)	0.15324 (9)	0.80204 (12)	0.0353 (4)
N5	0.55747 (17)	0.00281 (10)	0.77127 (12)	0.0386 (4)
N6	0.76346 (18)	−0.02199 (9)	0.67616 (11)	0.0363 (4)
N7	0.3740 (3)	0.11039 (11)	0.71979 (15)	0.0600 (6)
O1	1.3273 (3)	0.30759 (14)	0.62829 (15)	0.0970 (9)
O2	1.4383 (2)	0.26197 (10)	0.50892 (15)	0.0728 (6)
O3	1.2410 (3)	0.31970 (13)	0.48832 (18)	0.0863 (7)
O7	1.1660 (3)	−0.20551 (12)	0.65812 (17)	0.0984 (9)
O5	1.2991 (5)	−0.1172 (3)	0.6381 (2)	0.197 (3)
O6	1.1275 (3)	−0.10034 (19)	0.7243 (2)	0.1346 (14)
O4	1.4222 (2)	0.38255 (11)	0.5289 (2)	0.0865 (7)
O8	1.2964 (3)	−0.16076 (17)	0.77537 (17)	0.1014 (9)
C1	0.5676 (2)	−0.05784 (12)	0.74110 (17)	0.0445 (5)
H11	0.5073	−0.0923	0.7553	0.053*
C2	0.6749 (2)	−0.07356 (11)	0.68346 (15)	0.0410 (5)
C3	0.6852 (3)	−0.13743 (13)	0.64240 (19)	0.0539 (6)
H13	0.6208	−0.1713	0.6488	0.065*
C4	0.7910 (3)	−0.15043 (13)	0.59222 (19)	0.0569 (7)
H14	0.7997	−0.1930	0.5626	0.068*
C5	0.8821 (3)	−0.10080 (13)	0.58630 (16)	0.0512 (6)
H15	0.9563	−0.1097	0.5537	0.061*
C6	0.8684 (2)	−0.03602 (11)	0.62791 (14)	0.0407 (5)
C7	0.6735 (3)	0.13791 (13)	0.57422 (15)	0.0478 (6)
H17	0.6416	0.1503	0.5177	0.057*
C8	0.7939 (3)	0.16710 (12)	0.60861 (15)	0.0440 (5)
C9	0.8632 (3)	0.21329 (14)	0.55939 (19)	0.0576 (7)
H19	0.8339	0.2262	0.5025	0.069*
C10	0.9764 (3)	0.24051 (15)	0.5947 (2)	0.0668 (8)
H110	1.0258	0.2722	0.5625	0.080*
C11	1.0150 (3)	0.21982 (14)	0.6789 (2)	0.0610 (7)
H111	1.0910	0.2381	0.7048	0.073*
C12	0.9424 (2)	0.17235 (12)	0.72531 (17)	0.0440 (5)
C13	0.6461 (2)	0.16056 (12)	0.88344 (15)	0.0405 (5)
H113	0.6198	0.2001	0.9145	0.049*
C14	0.7213 (2)	0.10712 (12)	0.92732 (14)	0.0380 (5)
C15	0.7420 (2)	0.10823 (14)	1.01797 (15)	0.0477 (6)
H115	0.7133	0.1460	1.0516	0.057*
C16	0.8044 (2)	0.05392 (16)	1.05778 (16)	0.0513 (6)
H116	0.8205	0.0537	1.1192	0.062*
C17	0.8435 (2)	−0.00052 (15)	1.00606 (15)	0.0467 (6)
H117	0.8831	−0.0394	1.0327	0.056*
C18	0.8249 (2)	0.00126 (12)	0.91451 (14)	0.0377 (4)
C19	0.5255 (2)	0.20399 (11)	0.76260 (18)	0.0449 (5)
H119	0.5486	0.2133	0.7014	0.054*
H219	0.5307	0.2477	0.7956	0.054*
C20	0.3890 (2)	0.17556 (12)	0.76489 (18)	0.0462 (5)
H120	0.3649	0.1696	0.8266	0.055*
H220	0.3298	0.2095	0.7377	0.055*
C21	0.4462 (2)	0.01823 (14)	0.82634 (17)	0.0517 (6)
H121	0.4721	0.0509	0.8732	0.062*
H221	0.4164	−0.0246	0.8543	0.062*
C22	0.3362 (2)	0.04968 (14)	0.7701 (2)	0.0563 (7)
H122	0.3030	0.0143	0.7290	0.068*
H222	0.2659	0.0627	0.8089	0.068*
C23	0.4863 (3)	0.06961 (14)	0.58731 (19)	0.0573 (7)
H123	0.4785	0.0201	0.6010	0.069*
H223	0.4827	0.0747	0.5229	0.069*
C24	0.3735 (3)	0.10859 (14)	0.62660 (18)	0.0540 (6)
H124	0.3740	0.1564	0.6045	0.065*
H224	0.2929	0.0869	0.6055	0.065*
C30	0.8766 (2)	−0.05660 (12)	0.85977 (16)	0.0436 (5)
H130	0.8059	−0.0859	0.8392	0.065*
H230	0.9370	−0.0840	0.8952	0.065*
H330	0.9204	−0.0375	0.8094	0.065*
C31	0.9728 (3)	0.01721 (12)	0.62131 (19)	0.0519 (6)
H131	0.9411	0.0564	0.5869	0.078*
H231	1.0465	−0.0031	0.5926	0.078*
H331	0.9985	0.0328	0.6801	0.078*
C32	0.9908 (2)	0.14948 (14)	0.81429 (18)	0.0509 (6)
H132	0.9329	0.1660	0.8590	0.076*
H232	1.0764	0.1684	0.8256	0.076*
H332	0.9947	0.0992	0.8161	0.076*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Fe1	0.03025 (15)	0.02314 (13)	0.02533 (13)	−0.00086 (10)	0.00197 (10)	0.00038 (9)
Cl1	0.0518 (3)	0.0369 (3)	0.0440 (3)	−0.0043 (2)	0.0124 (2)	0.0026 (2)
Cl2	0.0562 (4)	0.0461 (3)	0.0606 (4)	0.0038 (3)	−0.0042 (3)	−0.0068 (3)
N1	0.0472 (11)	0.0396 (10)	0.0420 (10)	0.0076 (8)	−0.0077 (8)	−0.0091 (8)
N2	0.0435 (10)	0.0324 (9)	0.0414 (10)	0.0088 (7)	0.0052 (8)	−0.0025 (7)
N3	0.0287 (8)	0.0363 (8)	0.0342 (9)	−0.0049 (6)	0.0063 (7)	−0.0019 (7)
N4	0.0301 (9)	0.0294 (8)	0.0467 (10)	−0.0003 (6)	0.0071 (7)	−0.0013 (7)
N5	0.0287 (9)	0.0456 (10)	0.0415 (10)	−0.0024 (7)	0.0012 (7)	0.0164 (8)
N6	0.0419 (10)	0.0326 (8)	0.0342 (9)	−0.0067 (7)	−0.0044 (7)	0.0079 (7)
N7	0.0922 (18)	0.0366 (10)	0.0505 (13)	−0.0124 (11)	−0.0140 (12)	0.0056 (9)
O1	0.138 (2)	0.0970 (18)	0.0583 (14)	0.0456 (17)	0.0376 (14)	0.0250 (12)
O2	0.0812 (15)	0.0495 (11)	0.0896 (16)	0.0076 (10)	0.0411 (12)	0.0010 (10)
O3	0.0748 (16)	0.0918 (18)	0.0917 (18)	−0.0023 (13)	−0.0139 (13)	−0.0233 (14)
O7	0.166 (3)	0.0569 (13)	0.0725 (15)	−0.0316 (15)	−0.0008 (16)	−0.0169 (11)
O5	0.258 (5)	0.288 (6)	0.0450 (15)	−0.155 (5)	0.033 (2)	−0.031 (2)
O6	0.130 (3)	0.134 (3)	0.137 (3)	0.077 (2)	−0.046 (2)	−0.060 (2)
O4	0.0769 (16)	0.0488 (12)	0.135 (2)	−0.0155 (11)	0.0175 (15)	0.0052 (13)
O8	0.105 (2)	0.133 (2)	0.0654 (15)	0.0349 (18)	−0.0192 (14)	−0.0187 (15)
C1	0.0350 (11)	0.0437 (12)	0.0542 (14)	−0.0098 (9)	−0.0064 (10)	0.0167 (10)
C2	0.0436 (12)	0.0359 (10)	0.0430 (12)	−0.0089 (9)	−0.0104 (9)	0.0094 (9)
C3	0.0630 (17)	0.0362 (12)	0.0617 (16)	−0.0128 (11)	−0.0122 (13)	−0.0002 (11)
C4	0.0766 (19)	0.0393 (12)	0.0544 (15)	−0.0026 (12)	−0.0064 (14)	−0.0085 (11)
C5	0.0675 (17)	0.0453 (13)	0.0408 (13)	0.0020 (12)	0.0025 (11)	−0.0006 (10)
C6	0.0501 (13)	0.0382 (11)	0.0339 (11)	−0.0016 (9)	0.0021 (9)	0.0055 (8)
C7	0.0602 (16)	0.0496 (13)	0.0334 (11)	0.0157 (11)	−0.0021 (10)	−0.0036 (10)
C8	0.0564 (14)	0.0370 (11)	0.0390 (11)	0.0129 (10)	0.0114 (10)	0.0014 (9)
C9	0.077 (2)	0.0465 (13)	0.0505 (15)	0.0124 (13)	0.0195 (14)	0.0080 (11)
C10	0.078 (2)	0.0492 (15)	0.075 (2)	0.0044 (14)	0.0338 (17)	0.0109 (14)
C11	0.0545 (16)	0.0486 (14)	0.081 (2)	−0.0025 (12)	0.0173 (14)	−0.0018 (14)
C12	0.0422 (12)	0.0366 (11)	0.0537 (14)	0.0054 (9)	0.0083 (10)	−0.0072 (9)
C13	0.0370 (11)	0.0391 (11)	0.0461 (12)	−0.0029 (9)	0.0119 (9)	−0.0126 (9)
C14	0.0306 (10)	0.0477 (12)	0.0361 (11)	−0.0066 (9)	0.0079 (8)	−0.0096 (9)
C15	0.0356 (12)	0.0700 (17)	0.0379 (12)	−0.0110 (11)	0.0094 (9)	−0.0137 (11)
C16	0.0366 (12)	0.0853 (19)	0.0321 (11)	−0.0135 (12)	0.0052 (9)	−0.0002 (11)
C17	0.0333 (12)	0.0672 (16)	0.0396 (12)	−0.0078 (11)	0.0005 (9)	0.0088 (11)
C18	0.0282 (10)	0.0463 (12)	0.0385 (11)	−0.0070 (8)	0.0008 (8)	0.0044 (9)
C19	0.0405 (12)	0.0276 (10)	0.0667 (15)	0.0030 (9)	0.0035 (11)	0.0008 (10)
C20	0.0385 (12)	0.0420 (12)	0.0585 (15)	0.0051 (9)	0.0074 (10)	0.0006 (10)
C21	0.0348 (12)	0.0609 (15)	0.0602 (15)	0.0045 (11)	0.0163 (11)	0.0255 (12)
C22	0.0350 (12)	0.0422 (12)	0.091 (2)	−0.0053 (10)	−0.0036 (13)	0.0197 (13)
C23	0.0568 (16)	0.0590 (16)	0.0548 (15)	0.0061 (12)	−0.0224 (12)	−0.0194 (12)
C24	0.0514 (15)	0.0550 (15)	0.0548 (15)	0.0090 (12)	−0.0175 (12)	0.0029 (12)
C30	0.0433 (12)	0.0408 (11)	0.0465 (13)	0.0041 (9)	−0.0064 (10)	0.0059 (9)
C31	0.0513 (15)	0.0373 (11)	0.0682 (17)	−0.0004 (10)	0.0256 (12)	0.0008 (11)
C32	0.0406 (13)	0.0533 (14)	0.0585 (15)	−0.0069 (11)	−0.0041 (11)	0.0001 (12)

Geometric parameters (Å, º)

Fe1—N5	2.0080 (18)	C9—C10	1.380 (5)
Fe1—N4	2.0186 (17)	C9—H19	0.9400
Fe1—N1	2.0233 (19)	C10—C11	1.385 (5)
Fe1—N3	2.1574 (18)	C10—H110	0.9400
Fe1—N2	2.161 (2)	C11—C12	1.386 (4)
Fe1—N6	2.1700 (19)	C11—H111	0.9400
Cl1—O1	1.410 (2)	C12—C32	1.492 (4)
Cl1—O4	1.418 (2)	C13—C14	1.443 (3)
Cl1—O2	1.432 (2)	C13—H113	0.9400
Cl1—O3	1.435 (3)	C14—C15	1.384 (3)
Cl2—O5	1.325 (3)	C15—C16	1.363 (4)
Cl2—O6	1.397 (3)	C15—H115	0.9400
Cl2—O7	1.411 (2)	C16—C17	1.376 (4)
Cl2—O8	1.420 (3)	C16—H116	0.9400
N1—C7	1.273 (3)	C17—C18	1.395 (3)
N1—C23	1.474 (3)	C17—H117	0.9400
N2—C12	1.344 (3)	C18—C30	1.496 (3)
N2—C8	1.366 (3)	C19—C20	1.518 (3)
N3—C18	1.351 (3)	C19—H119	0.9800
N3—C14	1.367 (3)	C19—H219	0.9800
N4—C13	1.272 (3)	C20—H120	0.9800
N4—C19	1.471 (3)	C20—H220	0.9800
N5—C1	1.260 (3)	C21—C22	1.530 (3)
N5—C21	1.470 (3)	C21—H121	0.9800
N6—C6	1.352 (3)	C21—H221	0.9800
N6—C2	1.359 (3)	C22—H122	0.9800
N7—C24	1.411 (3)	C22—H222	0.9800
N7—C20	1.435 (3)	C23—C24	1.523 (4)
N7—C22	1.454 (3)	C23—H123	0.9800
C1—C2	1.462 (4)	C23—H223	0.9800
C1—H11	0.9400	C24—H124	0.9800
C2—C3	1.384 (3)	C24—H224	0.9800
C3—C4	1.373 (4)	C30—H130	0.9700
C3—H13	0.9400	C30—H230	0.9700
C4—C5	1.348 (4)	C30—H330	0.9700
C4—H14	0.9400	C31—H131	0.9700
C5—C6	1.406 (3)	C31—H231	0.9700
C5—H15	0.9400	C31—H331	0.9700
C6—C31	1.496 (3)	C32—H132	0.9700
C7—C8	1.454 (4)	C32—H232	0.9700
C7—H17	0.9400	C32—H332	0.9700
C8—C9	1.375 (4)
N5—Fe1—N4	96.08 (8)	C10—C11—C12	120.5 (3)
N5—Fe1—N1	93.93 (8)	C10—C11—H111	119.7
N4—Fe1—N1	93.69 (8)	C12—C11—H111	119.7
N5—Fe1—N3	84.42 (7)	N2—C12—C11	121.7 (3)
N4—Fe1—N3	78.82 (7)	N2—C12—C32	119.8 (2)
N1—Fe1—N3	172.08 (7)	C11—C12—C32	118.5 (2)
N5—Fe1—N2	173.17 (7)	N4—C13—C14	118.95 (19)
N4—Fe1—N2	85.81 (7)	N4—C13—H113	120.5
N1—Fe1—N2	79.37 (8)	C14—C13—H113	120.5
N3—Fe1—N2	102.40 (7)	N3—C14—C15	123.4 (2)
N5—Fe1—N6	78.57 (7)	N3—C14—C13	115.57 (19)
N4—Fe1—N6	174.60 (7)	C15—C14—C13	120.9 (2)
N1—Fe1—N6	86.02 (7)	C16—C15—C14	119.1 (2)
N3—Fe1—N6	101.20 (6)	C16—C15—H115	120.4
N2—Fe1—N6	99.42 (7)	C14—C15—H115	120.4
O1—Cl1—O4	110.35 (18)	C15—C16—C17	118.5 (2)
O1—Cl1—O2	110.68 (13)	C15—C16—H116	120.8
O4—Cl1—O2	111.02 (14)	C17—C16—H116	120.8
O1—Cl1—O3	107.27 (18)	C16—C17—C18	120.8 (2)
O4—Cl1—O3	107.83 (16)	C16—C17—H117	119.6
O2—Cl1—O3	109.58 (15)	C18—C17—H117	119.6
O5—Cl2—O6	111.8 (3)	N3—C18—C17	121.3 (2)
O5—Cl2—O7	108.1 (2)	N3—C18—C30	119.38 (19)
O6—Cl2—O7	109.9 (2)	C17—C18—C30	119.3 (2)
O5—Cl2—O8	109.4 (3)	N4—C19—C20	109.64 (18)
O6—Cl2—O8	104.25 (18)	N4—C19—H119	109.7
O7—Cl2—O8	113.41 (19)	C20—C19—H119	109.7
C7—N1—C23	118.0 (2)	N4—C19—H219	109.7
C7—N1—Fe1	115.94 (17)	C20—C19—H219	109.7
C23—N1—Fe1	126.08 (18)	H119—C19—H219	108.2
C12—N2—C8	117.4 (2)	N7—C20—C19	113.2 (2)
C12—N2—Fe1	133.01 (16)	N7—C20—H120	108.9
C8—N2—Fe1	109.55 (16)	C19—C20—H120	108.9
C18—N3—C14	116.82 (19)	N7—C20—H220	108.9
C18—N3—Fe1	132.65 (14)	C19—C20—H220	108.9
C14—N3—Fe1	110.01 (14)	H120—C20—H220	107.7
C13—N4—C19	117.30 (19)	N5—C21—C22	110.4 (2)
C13—N4—Fe1	116.34 (15)	N5—C21—H121	109.6
C19—N4—Fe1	126.35 (16)	C22—C21—H121	109.6
C1—N5—C21	117.8 (2)	N5—C21—H221	109.6
C1—N5—Fe1	117.31 (16)	C22—C21—H221	109.6
C21—N5—Fe1	124.89 (17)	H121—C21—H221	108.1
C6—N6—C2	116.9 (2)	N7—C22—C21	113.8 (2)
C6—N6—Fe1	133.08 (15)	N7—C22—H122	108.8
C2—N6—Fe1	109.88 (15)	C21—C22—H122	108.8
C24—N7—C20	119.6 (2)	N7—C22—H222	108.8
C24—N7—C22	120.6 (2)	C21—C22—H222	108.8
C20—N7—C22	118.8 (2)	H122—C22—H222	107.7
N5—C1—C2	118.7 (2)	N1—C23—C24	112.1 (2)
N5—C1—H11	120.7	N1—C23—H123	109.2
C2—C1—H11	120.7	C24—C23—H123	109.2
N6—C2—C3	123.6 (2)	N1—C23—H223	109.2
N6—C2—C1	115.0 (2)	C24—C23—H223	109.2
C3—C2—C1	121.4 (2)	H123—C23—H223	107.9
C4—C3—C2	118.8 (2)	N7—C24—C23	114.7 (2)
C4—C3—H13	120.6	N7—C24—H124	108.6
C2—C3—H13	120.6	C23—C24—H124	108.6
C5—C4—C3	118.6 (2)	N7—C24—H224	108.6
C5—C4—H14	120.7	C23—C24—H224	108.6
C3—C4—H14	120.7	H124—C24—H224	107.6
C4—C5—C6	121.4 (3)	C18—C30—H130	109.5
C4—C5—H15	119.3	C18—C30—H230	109.5
C6—C5—H15	119.3	H130—C30—H230	109.5
N6—C6—C5	120.7 (2)	C18—C30—H330	109.5
N6—C6—C31	119.5 (2)	H130—C30—H330	109.5
C5—C6—C31	119.8 (2)	H230—C30—H330	109.5
N1—C7—C8	119.1 (2)	C6—C31—H131	109.5
N1—C7—H17	120.4	C6—C31—H231	109.5
C8—C7—H17	120.4	H131—C31—H231	109.5
N2—C8—C9	123.2 (3)	C6—C31—H331	109.5
N2—C8—C7	116.0 (2)	H131—C31—H331	109.5
C9—C8—C7	120.8 (2)	H231—C31—H331	109.5
C8—C9—C10	119.1 (3)	C12—C32—H132	109.5
C8—C9—H19	120.4	C12—C32—H232	109.5
C10—C9—H19	120.4	H132—C32—H232	109.5
C9—C10—C11	118.0 (3)	C12—C32—H332	109.5
C9—C10—H110	121.0	H132—C32—H332	109.5
C11—C10—H110	121.0	H232—C32—H332	109.5

(1_250)

Crystal data

C27H33Cl2FeN7O8	Z = 4
Mr = 710.35	F(000) = 1472
Monoclinic, P21/c	Dx = 1.538 Mg m^−3
a = 10.4678 (4) Å	Mo Kα radiation, λ = 0.71073 Å
b = 19.3228 (7) Å	µ = 0.73 mm^−1
c = 15.1695 (6) Å	T = 250 K
β = 91.501 (3)°	Polyhedron, dark red
V = 3067.2 (2) Å^3	0.34 × 0.29 × 0.10 mm

Data collection

KM4_CCD_Sapphire3 diffractometer	10160 independent reflections
Radiation source: fine-focus sealed tube	5998 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.021
Detector resolution: 16.0328 pixels mm^-1	θmax = 32.8°, θmin = 2.9°
θ–scan	h = −15→15
Absorption correction: multi-scan CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.2 (release 20-01-2006 CrysAlis171 .NET) (compiled Jan 20 2006,12:36:28) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	k = −29→21
Tmin = 0.914, Tmax = 0.929	l = −22→21
29034 measured reflections

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)] = 0.044	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.134	H-atom parameters constrained
S = 1.00	w = 1/[σ^2(Fo^2) + (0.0765P)^2] where P = (Fo^2 + 2Fc^2)/3
10160 reflections	(Δ/σ)max = 0.001
409 parameters	Δρmax = 0.89 e Å^−3
0 restraints	Δρmin = −0.90 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
Fe1	0.69829 (2)	0.071078 (12)	0.740454 (16)	0.03019 (8)
Cl1	1.36036 (6)	0.31807 (3)	0.53915 (4)	0.05008 (14)
Cl2	1.22314 (6)	−0.14686 (3)	0.69602 (4)	0.06039 (17)
N1	0.61993 (19)	0.09890 (10)	0.61725 (12)	0.0489 (4)
N2	0.83994 (17)	0.14758 (8)	0.69099 (11)	0.0420 (4)
N3	0.76553 (15)	0.05365 (9)	0.87879 (11)	0.0371 (4)
N4	0.61835 (16)	0.15358 (8)	0.80709 (12)	0.0411 (4)
N5	0.55955 (16)	−0.00168 (10)	0.76775 (12)	0.0437 (4)
N6	0.76904 (17)	−0.02502 (8)	0.67378 (11)	0.0400 (4)
N7	0.3922 (2)	0.10823 (10)	0.71719 (14)	0.0622 (6)
O1	1.3281 (3)	0.30701 (13)	0.62795 (14)	0.1015 (8)
O2	1.4376 (2)	0.26289 (10)	0.50812 (15)	0.0833 (7)
O3	1.2428 (2)	0.32001 (12)	0.48877 (16)	0.0925 (7)
O7	1.1681 (3)	−0.20558 (11)	0.65602 (16)	0.1040 (8)
O5	1.2979 (5)	−0.1175 (2)	0.63783 (19)	0.202 (2)
O6	1.1290 (3)	−0.10167 (17)	0.7250 (2)	0.1373 (12)
O4	1.4216 (2)	0.38287 (10)	0.52978 (18)	0.0934 (7)
O8	1.2964 (3)	−0.16264 (16)	0.77347 (16)	0.1134 (9)
C1	0.5732 (2)	−0.06154 (11)	0.73677 (16)	0.0504 (5)
H11	0.5140	−0.0965	0.7496	0.060*
C2	0.6812 (2)	−0.07661 (10)	0.68084 (15)	0.0451 (5)
C3	0.6929 (3)	−0.14004 (12)	0.63980 (19)	0.0603 (6)
H13	0.6294	−0.1740	0.6455	0.072*
C4	0.7987 (3)	−0.15260 (13)	0.59059 (18)	0.0651 (7)
H14	0.8084	−0.1951	0.5614	0.078*
C5	0.8884 (3)	−0.10268 (12)	0.58493 (16)	0.0560 (6)
H15	0.9622	−0.1110	0.5526	0.067*
C6	0.8730 (2)	−0.03875 (11)	0.62658 (13)	0.0445 (5)
C7	0.6831 (3)	0.14199 (12)	0.57293 (14)	0.0530 (6)
H17	0.6530	0.1558	0.5167	0.064*
C8	0.8024 (2)	0.17013 (11)	0.60930 (14)	0.0481 (5)
C9	0.8724 (3)	0.21651 (13)	0.56138 (18)	0.0656 (7)
H19	0.8445	0.2299	0.5045	0.079*
C10	0.9843 (3)	0.24309 (14)	0.5981 (2)	0.0737 (8)
H110	1.0337	0.2750	0.5670	0.088*
C11	1.0214 (3)	0.22152 (13)	0.6815 (2)	0.0669 (7)
H111	1.0971	0.2389	0.7078	0.080*
C12	0.9479 (2)	0.17430 (11)	0.72678 (16)	0.0489 (5)
C13	0.6480 (2)	0.15897 (11)	0.88822 (15)	0.0471 (5)
H113	0.6214	0.1978	0.9203	0.057*
C14	0.72269 (19)	0.10561 (11)	0.93131 (13)	0.0436 (5)
C15	0.7427 (2)	0.10627 (14)	1.02213 (15)	0.0560 (6)
H115	0.7140	0.1436	1.0561	0.067*
C16	0.8050 (2)	0.05180 (16)	1.06122 (15)	0.0603 (7)
H116	0.8207	0.0512	1.1225	0.072*
C17	0.8441 (2)	−0.00174 (14)	1.00967 (15)	0.0538 (6)
H117	0.8835	−0.0405	1.0361	0.065*
C18	0.82615 (19)	0.00041 (11)	0.91858 (13)	0.0422 (5)
C19	0.5278 (2)	0.20385 (10)	0.76894 (18)	0.0521 (6)
H119	0.5528	0.2160	0.7091	0.062*
H219	0.5285	0.2461	0.8046	0.062*
C20	0.3952 (2)	0.17269 (12)	0.76642 (18)	0.0541 (6)
H120	0.3681	0.1641	0.8268	0.065*
H220	0.3350	0.2056	0.7389	0.065*
C21	0.4462 (2)	0.01261 (14)	0.81960 (18)	0.0598 (7)
H121	0.4692	0.0431	0.8691	0.072*
H221	0.4129	−0.0307	0.8435	0.072*
C22	0.3441 (2)	0.04713 (13)	0.7611 (2)	0.0662 (7)
H122	0.3131	0.0139	0.7166	0.079*
H222	0.2717	0.0602	0.7972	0.079*
C23	0.4955 (3)	0.07487 (14)	0.58063 (18)	0.0662 (7)
H123	0.4877	0.0249	0.5899	0.079*
H223	0.4914	0.0836	0.5170	0.079*
C24	0.3855 (3)	0.11161 (14)	0.62390 (18)	0.0636 (7)
H124	0.3852	0.1603	0.6057	0.076*
H224	0.3049	0.0908	0.6029	0.076*
C30	0.8760 (2)	−0.05699 (11)	0.86279 (16)	0.0499 (5)
H130	0.8051	−0.0845	0.8399	0.075*
H230	0.9327	−0.0861	0.8982	0.075*
H330	0.9225	−0.0376	0.8141	0.075*
C31	0.9747 (2)	0.01544 (12)	0.62110 (18)	0.0582 (6)
H131	0.9438	0.0534	0.5845	0.087*
H231	1.0503	−0.0045	0.5955	0.087*
H331	0.9960	0.0325	0.6798	0.087*
C32	0.9929 (2)	0.15047 (13)	0.81536 (17)	0.0577 (6)
H132	0.9326	0.1651	0.8592	0.087*
H232	1.0761	0.1704	0.8291	0.087*
H332	0.9992	0.1004	0.8156	0.087*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Fe1	0.03466 (15)	0.02659 (12)	0.02938 (13)	−0.00129 (10)	0.00209 (10)	0.00048 (10)
Cl1	0.0572 (3)	0.0406 (3)	0.0532 (3)	−0.0049 (2)	0.0148 (2)	0.0020 (2)
Cl2	0.0643 (4)	0.0516 (3)	0.0649 (4)	0.0024 (3)	−0.0037 (3)	−0.0078 (3)
N1	0.0549 (11)	0.0448 (10)	0.0465 (10)	0.0096 (9)	−0.0104 (9)	−0.0092 (8)
N2	0.0477 (10)	0.0335 (8)	0.0453 (9)	0.0075 (7)	0.0070 (8)	−0.0025 (7)
N3	0.0325 (8)	0.0424 (8)	0.0368 (8)	−0.0069 (7)	0.0069 (7)	−0.0019 (7)
N4	0.0353 (9)	0.0337 (8)	0.0547 (11)	0.0004 (7)	0.0075 (7)	−0.0030 (7)
N5	0.0312 (8)	0.0514 (10)	0.0486 (10)	−0.0022 (7)	0.0013 (7)	0.0183 (8)
N6	0.0465 (10)	0.0352 (8)	0.0380 (9)	−0.0063 (7)	−0.0057 (7)	0.0072 (7)
N7	0.0835 (16)	0.0423 (10)	0.0603 (13)	−0.0106 (10)	−0.0103 (11)	0.0073 (9)
O1	0.140 (2)	0.1003 (16)	0.0660 (13)	0.0443 (15)	0.0380 (14)	0.0243 (12)
O2	0.0932 (15)	0.0544 (11)	0.1048 (16)	0.0095 (10)	0.0497 (13)	0.0040 (10)
O3	0.0825 (15)	0.0957 (17)	0.0984 (17)	−0.0077 (12)	−0.0141 (13)	−0.0197 (13)
O7	0.164 (3)	0.0642 (13)	0.0837 (15)	−0.0315 (14)	−0.0053 (15)	−0.0203 (11)
O5	0.288 (5)	0.264 (5)	0.0569 (16)	−0.157 (4)	0.048 (2)	−0.038 (2)
O6	0.135 (3)	0.143 (2)	0.131 (2)	0.077 (2)	−0.0395 (19)	−0.055 (2)
O4	0.0836 (15)	0.0538 (11)	0.144 (2)	−0.0174 (11)	0.0178 (14)	0.0014 (12)
O8	0.117 (2)	0.144 (2)	0.0778 (16)	0.0430 (17)	−0.0278 (14)	−0.0222 (15)
C1	0.0407 (12)	0.0442 (12)	0.0658 (14)	−0.0121 (9)	−0.0084 (10)	0.0173 (10)
C2	0.0486 (12)	0.0378 (10)	0.0483 (11)	−0.0077 (9)	−0.0117 (9)	0.0080 (9)
C3	0.0688 (17)	0.0383 (11)	0.0729 (16)	−0.0138 (11)	−0.0131 (13)	−0.0023 (11)
C4	0.087 (2)	0.0451 (13)	0.0631 (16)	−0.0009 (13)	−0.0070 (14)	−0.0122 (11)
C5	0.0758 (17)	0.0456 (12)	0.0467 (13)	0.0029 (12)	0.0027 (12)	−0.0007 (10)
C6	0.0545 (13)	0.0418 (11)	0.0373 (10)	−0.0002 (9)	0.0032 (9)	0.0050 (8)
C7	0.0731 (16)	0.0490 (12)	0.0369 (11)	0.0155 (11)	−0.0015 (11)	−0.0001 (9)
C8	0.0632 (14)	0.0388 (10)	0.0430 (11)	0.0121 (10)	0.0136 (10)	0.0013 (9)
C9	0.091 (2)	0.0506 (14)	0.0564 (15)	0.0141 (14)	0.0255 (14)	0.0087 (11)
C10	0.085 (2)	0.0506 (14)	0.087 (2)	−0.0013 (14)	0.0379 (17)	0.0085 (14)
C11	0.0598 (16)	0.0516 (14)	0.090 (2)	−0.0049 (12)	0.0213 (15)	−0.0035 (14)
C12	0.0468 (12)	0.0386 (10)	0.0617 (14)	0.0040 (9)	0.0100 (10)	−0.0070 (10)
C13	0.0417 (11)	0.0474 (12)	0.0529 (13)	−0.0037 (9)	0.0139 (10)	−0.0162 (10)
C14	0.0351 (10)	0.0561 (12)	0.0401 (11)	−0.0088 (9)	0.0097 (8)	−0.0111 (9)
C15	0.0424 (12)	0.0843 (18)	0.0418 (12)	−0.0138 (12)	0.0118 (10)	−0.0161 (12)
C16	0.0397 (12)	0.105 (2)	0.0361 (11)	−0.0146 (13)	0.0052 (9)	0.0001 (12)
C17	0.0402 (12)	0.0775 (16)	0.0436 (12)	−0.0097 (11)	−0.0009 (9)	0.0113 (11)
C18	0.0320 (10)	0.0535 (12)	0.0410 (11)	−0.0092 (9)	0.0002 (8)	0.0058 (9)
C19	0.0484 (13)	0.0309 (10)	0.0772 (16)	0.0060 (9)	0.0067 (11)	−0.0004 (10)
C20	0.0437 (12)	0.0488 (12)	0.0701 (16)	0.0072 (10)	0.0077 (11)	0.0015 (11)
C21	0.0399 (12)	0.0629 (14)	0.0774 (17)	0.0032 (11)	0.0191 (11)	0.0293 (13)
C22	0.0362 (12)	0.0501 (13)	0.112 (2)	−0.0063 (10)	−0.0034 (13)	0.0229 (14)
C23	0.0696 (17)	0.0670 (16)	0.0605 (15)	0.0020 (13)	−0.0268 (13)	−0.0174 (12)
C24	0.0619 (16)	0.0591 (15)	0.0685 (17)	0.0091 (12)	−0.0233 (13)	0.0061 (12)
C30	0.0490 (13)	0.0471 (12)	0.0531 (13)	0.0037 (10)	−0.0080 (10)	0.0088 (10)
C31	0.0592 (15)	0.0422 (12)	0.0746 (16)	−0.0005 (10)	0.0284 (12)	−0.0020 (11)
C32	0.0459 (13)	0.0614 (15)	0.0657 (15)	−0.0083 (11)	−0.0039 (11)	−0.0015 (12)

Geometric parameters (Å, º)

Fe1—N5	2.0710 (17)	C9—C10	1.382 (4)
Fe1—N4	2.0755 (17)	C9—H19	0.9400
Fe1—N1	2.0916 (18)	C10—C11	1.378 (4)
Fe1—N3	2.2215 (16)	C10—H110	0.9400
Fe1—N2	2.2372 (18)	C11—C12	1.387 (4)
Fe1—N6	2.2491 (18)	C11—H111	0.9400
Cl1—O1	1.414 (2)	C12—C32	1.485 (3)
Cl1—O4	1.4154 (19)	C13—C14	1.440 (3)
Cl1—O2	1.4255 (19)	C13—H113	0.9400
Cl1—O3	1.432 (2)	C14—C15	1.388 (3)
Cl2—O5	1.323 (3)	C15—C16	1.365 (4)
Cl2—O6	1.396 (3)	C15—H115	0.9400
Cl2—O7	1.403 (2)	C16—C17	1.366 (4)
Cl2—O8	1.419 (2)	C16—H116	0.9400
N1—C7	1.267 (3)	C17—C18	1.390 (3)
N1—C23	1.478 (3)	C17—H117	0.9400
N2—C12	1.344 (3)	C18—C30	1.497 (3)
N2—C8	1.362 (3)	C19—C20	1.513 (3)
N3—C18	1.344 (3)	C19—H119	0.9800
N3—C14	1.365 (3)	C19—H219	0.9800
N4—C13	1.266 (3)	C20—H120	0.9800
N4—C19	1.466 (3)	C20—H220	0.9800
N5—C1	1.258 (3)	C21—C22	1.525 (3)
N5—C21	1.467 (3)	C21—H121	0.9800
N6—C6	1.345 (3)	C21—H221	0.9800
N6—C2	1.362 (3)	C22—H122	0.9800
N7—C24	1.417 (3)	C22—H222	0.9800
N7—C20	1.452 (3)	C23—C24	1.516 (4)
N7—C22	1.452 (3)	C23—H123	0.9800
C1—C2	1.461 (3)	C23—H223	0.9800
C1—H11	0.9400	C24—H124	0.9800
C2—C3	1.381 (3)	C24—H224	0.9800
C3—C4	1.373 (4)	C30—H130	0.9700
C3—H13	0.9400	C30—H230	0.9700
C4—C5	1.351 (4)	C30—H330	0.9700
C4—H14	0.9400	C31—H131	0.9700
C5—C6	1.399 (3)	C31—H231	0.9700
C5—H15	0.9400	C31—H331	0.9700
C6—C31	1.497 (3)	C32—H132	0.9700
C7—C8	1.457 (4)	C32—H232	0.9700
C7—H17	0.9400	C32—H332	0.9700
C8—C9	1.377 (3)
N5—Fe1—N4	97.49 (7)	C10—C11—C12	120.5 (3)
N5—Fe1—N1	95.31 (7)	C10—C11—H111	119.8
N4—Fe1—N1	94.82 (7)	C12—C11—H111	119.8
N5—Fe1—N3	85.11 (6)	N2—C12—C11	121.6 (2)
N4—Fe1—N3	77.19 (7)	N2—C12—C32	119.3 (2)
N1—Fe1—N3	171.97 (6)	C11—C12—C32	119.0 (2)
N5—Fe1—N2	171.91 (7)	N4—C13—C14	119.92 (19)
N4—Fe1—N2	86.28 (6)	N4—C13—H113	120.0
N1—Fe1—N2	77.19 (7)	C14—C13—H113	120.0
N3—Fe1—N2	102.75 (6)	N3—C14—C15	122.9 (2)
N5—Fe1—N6	76.72 (7)	N3—C14—C13	116.39 (18)
N4—Fe1—N6	174.18 (6)	C15—C14—C13	120.7 (2)
N1—Fe1—N6	86.35 (6)	C16—C15—C14	118.8 (2)
N3—Fe1—N6	101.52 (6)	C16—C15—H115	120.6
N2—Fe1—N6	99.54 (6)	C14—C15—H115	120.6
O1—Cl1—O4	110.46 (17)	C15—C16—C17	118.8 (2)
O1—Cl1—O2	110.69 (13)	C15—C16—H116	120.6
O4—Cl1—O2	111.50 (13)	C17—C16—H116	120.6
O1—Cl1—O3	106.79 (16)	C16—C17—C18	120.8 (2)
O4—Cl1—O3	107.95 (14)	C16—C17—H117	119.6
O2—Cl1—O3	109.28 (14)	C18—C17—H117	119.6
O5—Cl2—O6	112.1 (3)	N3—C18—C17	121.3 (2)
O5—Cl2—O7	107.58 (18)	N3—C18—C30	118.73 (18)
O6—Cl2—O7	110.9 (2)	C17—C18—C30	120.0 (2)
O5—Cl2—O8	109.1 (3)	N4—C19—C20	109.25 (18)
O6—Cl2—O8	104.11 (17)	N4—C19—H119	109.8
O7—Cl2—O8	113.02 (17)	C20—C19—H119	109.8
C7—N1—C23	118.3 (2)	N4—C19—H219	109.8
C7—N1—Fe1	116.43 (16)	C20—C19—H219	109.8
C23—N1—Fe1	125.20 (18)	H119—C19—H219	108.3
C12—N2—C8	117.67 (19)	N7—C20—C19	111.2 (2)
C12—N2—Fe1	132.53 (15)	N7—C20—H120	109.4
C8—N2—Fe1	109.78 (15)	C19—C20—H120	109.4
C18—N3—C14	117.36 (18)	N7—C20—H220	109.4
C18—N3—Fe1	132.43 (14)	C19—C20—H220	109.4
C14—N3—Fe1	109.82 (14)	H120—C20—H220	108.0
C13—N4—C19	117.97 (18)	N5—C21—C22	109.6 (2)
C13—N4—Fe1	116.42 (15)	N5—C21—H121	109.8
C19—N4—Fe1	125.57 (15)	C22—C21—H121	109.8
C1—N5—C21	118.3 (2)	N5—C21—H221	109.8
C1—N5—Fe1	117.55 (15)	C22—C21—H221	109.8
C21—N5—Fe1	124.10 (16)	H121—C21—H221	108.2
C6—N6—C2	117.05 (18)	N7—C22—C21	112.1 (2)
C6—N6—Fe1	133.07 (14)	N7—C22—H122	109.2
C2—N6—Fe1	109.76 (14)	C21—C22—H122	109.2
C24—N7—C20	118.3 (2)	N7—C22—H222	109.2
C24—N7—C22	119.1 (2)	C21—C22—H222	109.2
C20—N7—C22	117.7 (2)	H122—C22—H222	107.9
N5—C1—C2	119.82 (19)	N1—C23—C24	111.2 (2)
N5—C1—H11	120.1	N1—C23—H123	109.4
C2—C1—H11	120.1	C24—C23—H123	109.4
N6—C2—C3	123.1 (2)	N1—C23—H223	109.4
N6—C2—C1	115.72 (19)	C24—C23—H223	109.4
C3—C2—C1	121.2 (2)	H123—C23—H223	108.0
C4—C3—C2	118.9 (2)	N7—C24—C23	113.1 (2)
C4—C3—H13	120.5	N7—C24—H124	109.0
C2—C3—H13	120.5	C23—C24—H124	109.0
C5—C4—C3	118.7 (2)	N7—C24—H224	109.0
C5—C4—H14	120.6	C23—C24—H224	109.0
C3—C4—H14	120.6	H124—C24—H224	107.8
C4—C5—C6	120.9 (2)	C18—C30—H130	109.5
C4—C5—H15	119.6	C18—C30—H230	109.5
C6—C5—H15	119.6	H130—C30—H230	109.5
N6—C6—C5	121.3 (2)	C18—C30—H330	109.5
N6—C6—C31	118.57 (19)	H130—C30—H330	109.5
C5—C6—C31	120.1 (2)	H230—C30—H330	109.5
N1—C7—C8	119.9 (2)	C6—C31—H131	109.5
N1—C7—H17	120.1	C6—C31—H231	109.5
C8—C7—H17	120.1	H131—C31—H231	109.5
N2—C8—C9	122.9 (2)	C6—C31—H331	109.5
N2—C8—C7	116.7 (2)	H131—C31—H331	109.5
C9—C8—C7	120.4 (2)	H231—C31—H331	109.5
C8—C9—C10	119.1 (3)	C12—C32—H132	109.5
C8—C9—H19	120.5	C12—C32—H232	109.5
C10—C9—H19	120.5	H132—C32—H232	109.5
C11—C10—C9	118.2 (3)	C12—C32—H332	109.5
C11—C10—H110	120.9	H132—C32—H332	109.5
C9—C10—H110	120.9	H232—C32—H332	109.5

(1_270)

Crystal data

C27H33Cl2FeN7O8	Z = 4
Mr = 710.35	F(000) = 1472
Monoclinic, P21/c	Dx = 1.523 Mg m^−3
a = 10.5290 (4) Å	Mo Kα radiation, λ = 0.71073 Å
b = 19.3683 (7) Å	µ = 0.72 mm^−1
c = 15.1933 (6) Å	T = 270 K
β = 91.541 (3)°	Polyhedron, dark red
V = 3097.2 (2) Å^3	0.34 × 0.29 × 0.10 mm

Data collection

KM4_CCD_Sapphire3 diffractometer	10242 independent reflections
Radiation source: fine-focus sealed tube	5733 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.021
Detector resolution: 16.0328 pixels mm^-1	θmax = 32.9°, θmin = 2.9°
θ–scan	h = −15→15
Absorption correction: multi-scan CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.2 (release 20-01-2006 CrysAlis171 .NET) (compiled Jan 20 2006,12:36:28) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	k = −29→21
Tmin = 0.903, Tmax = 0.933	l = −22→22
29143 measured reflections

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)] = 0.045	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.135	H-atom parameters constrained
S = 1.00	w = 1/[σ^2(Fo^2) + (0.0745P)^2] where P = (Fo^2 + 2Fc^2)/3
10242 reflections	(Δ/σ)max = 0.001
409 parameters	Δρmax = 0.84 e Å^−3
0 restraints	Δρmin = −0.82 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
Fe1	0.69950 (3)	0.070931 (13)	0.740592 (17)	0.03341 (9)
Cl1	1.36079 (6)	0.31813 (3)	0.53917 (4)	0.05571 (16)
Cl2	1.22320 (7)	−0.14734 (3)	0.69511 (5)	0.06625 (18)
N1	0.62382 (19)	0.10042 (9)	0.61542 (12)	0.0497 (4)
N2	0.84273 (17)	0.14882 (8)	0.69133 (12)	0.0437 (4)
N3	0.76614 (15)	0.05322 (9)	0.88087 (11)	0.0402 (4)
N4	0.61898 (16)	0.15360 (8)	0.80949 (12)	0.0445 (4)
N5	0.56046 (16)	−0.00365 (9)	0.76629 (12)	0.0457 (4)
N6	0.77067 (17)	−0.02642 (8)	0.67293 (10)	0.0409 (4)
N7	0.3998 (2)	0.10755 (10)	0.71596 (15)	0.0619 (5)
O1	1.3275 (3)	0.30662 (13)	0.62753 (15)	0.1104 (9)
O2	1.4372 (2)	0.26344 (10)	0.50793 (15)	0.0921 (7)
O3	1.2437 (2)	0.32010 (13)	0.48888 (18)	0.1036 (8)
O7	1.1687 (3)	−0.20537 (11)	0.65464 (16)	0.1102 (9)
O5	1.2958 (5)	−0.1176 (3)	0.6376 (2)	0.220 (2)
O6	1.1305 (3)	−0.10200 (17)	0.7251 (2)	0.1472 (13)
O4	1.4207 (2)	0.38282 (10)	0.53017 (19)	0.1007 (8)
O8	1.2956 (3)	−0.16359 (17)	0.77201 (17)	0.1263 (11)
C1	0.5755 (2)	−0.06323 (11)	0.73482 (17)	0.0521 (6)
H11	0.5174	−0.0980	0.7467	0.062*
C2	0.6835 (2)	−0.07781 (10)	0.67987 (15)	0.0469 (5)
C3	0.6959 (3)	−0.14103 (12)	0.63885 (19)	0.0631 (7)
H13	0.6337	−0.1748	0.6442	0.076*
C4	0.8018 (3)	−0.15317 (13)	0.58980 (18)	0.0687 (7)
H14	0.8120	−0.1951	0.5609	0.082*
C5	0.8900 (3)	−0.10338 (12)	0.58454 (16)	0.0585 (6)
H15	0.9626	−0.1114	0.5526	0.070*
C6	0.8746 (2)	−0.03978 (11)	0.62603 (14)	0.0467 (5)
C7	0.6874 (3)	0.14380 (12)	0.57263 (15)	0.0554 (6)
H17	0.6586	0.1581	0.5172	0.067*
C8	0.8060 (2)	0.17158 (11)	0.60998 (15)	0.0503 (5)
C9	0.8763 (3)	0.21797 (13)	0.56257 (18)	0.0691 (8)
H19	0.8492	0.2316	0.5064	0.083*
C10	0.9882 (3)	0.24398 (14)	0.6001 (2)	0.0782 (9)
H110	1.0376	0.2753	0.5697	0.094*
C11	1.0238 (3)	0.22238 (13)	0.6826 (2)	0.0701 (8)
H111	1.0981	0.2394	0.7090	0.084*
C12	0.9499 (2)	0.17508 (11)	0.72773 (17)	0.0515 (5)
C13	0.6486 (2)	0.15832 (12)	0.89051 (16)	0.0516 (5)
H113	0.6225	0.1964	0.9226	0.062*
C14	0.7230 (2)	0.10466 (12)	0.93325 (14)	0.0481 (5)
C15	0.7430 (2)	0.10498 (15)	1.02363 (15)	0.0605 (7)
H115	0.7143	0.1417	1.0572	0.073*
C16	0.8049 (2)	0.05112 (17)	1.06279 (16)	0.0667 (8)
H116	0.8203	0.0506	1.1233	0.080*
C17	0.8442 (2)	−0.00227 (15)	1.01129 (15)	0.0587 (6)
H117	0.8832	−0.0405	1.0374	0.070*
C18	0.82650 (19)	−0.00002 (12)	0.92034 (13)	0.0456 (5)
C19	0.5283 (2)	0.20370 (11)	0.77184 (18)	0.0565 (6)
H119	0.5539	0.2172	0.7135	0.068*
H219	0.5264	0.2447	0.8084	0.068*
C20	0.3981 (2)	0.17103 (12)	0.76675 (19)	0.0595 (6)
H120	0.3702	0.1612	0.8258	0.071*
H220	0.3382	0.2031	0.7396	0.071*
C21	0.4462 (2)	0.01037 (13)	0.81643 (18)	0.0610 (6)
H121	0.4675	0.0398	0.8663	0.073*
H221	0.4119	−0.0326	0.8385	0.073*
C22	0.3476 (2)	0.04588 (14)	0.7569 (2)	0.0705 (8)
H122	0.3188	0.0140	0.7113	0.085*
H222	0.2749	0.0586	0.7911	0.085*
C23	0.5000 (3)	0.07715 (14)	0.57806 (18)	0.0689 (7)
H123	0.4922	0.0276	0.5856	0.083*
H223	0.4958	0.0871	0.5155	0.083*
C24	0.3916 (3)	0.11302 (14)	0.62271 (19)	0.0677 (7)
H124	0.3913	0.1614	0.6064	0.081*
H224	0.3119	0.0930	0.6018	0.081*
C30	0.8757 (2)	−0.05668 (12)	0.86431 (16)	0.0548 (6)
H130	0.8059	−0.0835	0.8411	0.082*
H230	0.9311	−0.0858	0.8991	0.082*
H330	0.9219	−0.0373	0.8166	0.082*
C31	0.9748 (3)	0.01464 (12)	0.62108 (19)	0.0642 (7)
H131	0.9436	0.0524	0.5857	0.096*
H231	1.0491	−0.0045	0.5951	0.096*
H331	0.9960	0.0310	0.6793	0.096*
C32	0.9933 (2)	0.15104 (14)	0.81607 (18)	0.0635 (7)
H132	0.9354	0.1671	0.8593	0.095*
H232	1.0766	0.1690	0.8293	0.095*
H332	0.9959	0.1015	0.8168	0.095*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Fe1	0.03795 (15)	0.02948 (13)	0.03288 (14)	−0.00161 (11)	0.00248 (10)	0.00045 (10)
Cl1	0.0629 (4)	0.0442 (3)	0.0609 (3)	−0.0055 (2)	0.0171 (3)	0.0012 (2)
Cl2	0.0704 (4)	0.0568 (4)	0.0712 (4)	0.0010 (3)	−0.0038 (3)	−0.0087 (3)
N1	0.0580 (12)	0.0456 (10)	0.0451 (10)	0.0063 (9)	−0.0088 (9)	−0.0051 (8)
N2	0.0484 (10)	0.0344 (8)	0.0489 (10)	0.0047 (7)	0.0092 (8)	−0.0012 (7)
N3	0.0364 (9)	0.0473 (9)	0.0372 (9)	−0.0080 (7)	0.0066 (7)	−0.0008 (7)
N4	0.0389 (9)	0.0366 (8)	0.0582 (11)	0.0011 (7)	0.0078 (8)	−0.0040 (8)
N5	0.0357 (9)	0.0500 (10)	0.0513 (10)	−0.0035 (8)	0.0009 (7)	0.0145 (8)
N6	0.0485 (10)	0.0341 (8)	0.0398 (9)	−0.0036 (7)	−0.0040 (7)	0.0045 (7)
N7	0.0685 (14)	0.0468 (11)	0.0698 (14)	−0.0068 (10)	−0.0079 (11)	0.0096 (10)
O1	0.146 (2)	0.1116 (18)	0.0754 (15)	0.0468 (17)	0.0415 (15)	0.0237 (13)
O2	0.1021 (17)	0.0577 (11)	0.1193 (18)	0.0097 (11)	0.0564 (14)	0.0053 (11)
O3	0.0946 (17)	0.1055 (18)	0.1095 (19)	−0.0096 (14)	−0.0178 (14)	−0.0206 (14)
O7	0.166 (3)	0.0689 (14)	0.0950 (17)	−0.0333 (15)	−0.0075 (16)	−0.0213 (12)
O5	0.326 (6)	0.268 (5)	0.0685 (18)	−0.172 (5)	0.062 (3)	−0.047 (2)
O6	0.148 (3)	0.154 (3)	0.137 (3)	0.083 (2)	−0.043 (2)	−0.057 (2)
O4	0.0904 (16)	0.0551 (12)	0.158 (2)	−0.0176 (11)	0.0225 (15)	−0.0011 (13)
O8	0.130 (2)	0.159 (3)	0.0877 (18)	0.0465 (19)	−0.0345 (16)	−0.0254 (17)
C1	0.0437 (12)	0.0426 (12)	0.0693 (15)	−0.0118 (9)	−0.0076 (11)	0.0132 (10)
C2	0.0513 (12)	0.0391 (10)	0.0497 (12)	−0.0054 (9)	−0.0110 (10)	0.0051 (9)
C3	0.0731 (17)	0.0376 (11)	0.0778 (17)	−0.0109 (11)	−0.0116 (14)	−0.0058 (11)
C4	0.091 (2)	0.0470 (13)	0.0681 (17)	0.0020 (13)	−0.0032 (15)	−0.0165 (12)
C5	0.0777 (18)	0.0467 (13)	0.0513 (14)	0.0070 (12)	0.0058 (12)	−0.0041 (10)
C6	0.0575 (14)	0.0411 (11)	0.0417 (11)	0.0023 (10)	0.0052 (10)	0.0030 (9)
C7	0.0764 (17)	0.0518 (13)	0.0381 (11)	0.0128 (12)	0.0012 (11)	0.0036 (10)
C8	0.0659 (15)	0.0391 (11)	0.0466 (12)	0.0091 (10)	0.0161 (10)	0.0035 (9)
C9	0.097 (2)	0.0507 (14)	0.0615 (16)	0.0105 (14)	0.0305 (15)	0.0107 (12)
C10	0.089 (2)	0.0529 (15)	0.095 (2)	−0.0066 (15)	0.0415 (18)	0.0104 (15)
C11	0.0617 (16)	0.0532 (14)	0.097 (2)	−0.0088 (12)	0.0244 (15)	−0.0034 (14)
C12	0.0462 (12)	0.0400 (11)	0.0690 (15)	0.0018 (9)	0.0127 (11)	−0.0064 (10)
C13	0.0464 (12)	0.0536 (13)	0.0555 (14)	−0.0030 (10)	0.0142 (10)	−0.0175 (10)
C14	0.0397 (11)	0.0620 (14)	0.0431 (11)	−0.0096 (10)	0.0105 (9)	−0.0114 (10)
C15	0.0456 (13)	0.094 (2)	0.0430 (12)	−0.0137 (13)	0.0107 (10)	−0.0159 (13)
C16	0.0431 (13)	0.120 (2)	0.0370 (12)	−0.0158 (14)	0.0049 (10)	−0.0019 (14)
C17	0.0436 (13)	0.0867 (18)	0.0458 (12)	−0.0110 (12)	−0.0019 (10)	0.0145 (12)
C18	0.0353 (11)	0.0579 (13)	0.0435 (11)	−0.0103 (9)	−0.0003 (8)	0.0068 (10)
C19	0.0541 (14)	0.0357 (11)	0.0801 (17)	0.0082 (10)	0.0076 (12)	−0.0027 (11)
C20	0.0459 (13)	0.0516 (13)	0.0811 (18)	0.0096 (11)	0.0072 (12)	0.0020 (12)
C21	0.0441 (13)	0.0597 (14)	0.0799 (17)	0.0011 (11)	0.0189 (12)	0.0240 (13)
C22	0.0405 (13)	0.0544 (14)	0.116 (2)	−0.0056 (11)	0.0010 (13)	0.0214 (15)
C23	0.0806 (19)	0.0657 (16)	0.0586 (15)	−0.0017 (14)	−0.0296 (14)	−0.0093 (12)
C24	0.0617 (16)	0.0624 (16)	0.0775 (19)	0.0042 (13)	−0.0250 (14)	0.0104 (13)
C30	0.0557 (14)	0.0519 (13)	0.0563 (14)	0.0044 (10)	−0.0097 (11)	0.0092 (10)
C31	0.0655 (16)	0.0456 (13)	0.0830 (18)	−0.0006 (11)	0.0318 (13)	−0.0028 (12)
C32	0.0512 (14)	0.0668 (16)	0.0721 (17)	−0.0109 (12)	−0.0040 (12)	−0.0012 (13)

Geometric parameters (Å, º)

Fe1—N5	2.1006 (17)	C9—C10	1.390 (4)
Fe1—N4	2.1038 (17)	C9—H19	0.9300
Fe1—N1	2.1205 (18)	C10—C11	1.364 (4)
Fe1—N3	2.2521 (17)	C10—H110	0.9300
Fe1—N2	2.2740 (17)	C11—C12	1.394 (3)
Fe1—N6	2.2836 (17)	C11—H111	0.9300
Cl1—O4	1.411 (2)	C12—C32	1.481 (4)
Cl1—O1	1.414 (2)	C13—C14	1.445 (3)
Cl1—O2	1.4193 (19)	C13—H113	0.9300
Cl1—O3	1.434 (3)	C14—C15	1.384 (3)
Cl2—O5	1.310 (3)	C15—C16	1.359 (4)
Cl2—O7	1.397 (2)	C15—H115	0.9300
Cl2—O6	1.398 (3)	C16—C17	1.367 (4)
Cl2—O8	1.413 (2)	C16—H116	0.9300
N1—C7	1.265 (3)	C17—C18	1.390 (3)
N1—C23	1.478 (3)	C17—H117	0.9300
N2—C12	1.343 (3)	C18—C30	1.490 (3)
N2—C8	1.359 (3)	C19—C20	1.509 (3)
N3—C18	1.344 (3)	C19—H119	0.9700
N3—C14	1.361 (3)	C19—H219	0.9700
N4—C13	1.265 (3)	C20—H120	0.9700
N4—C19	1.467 (3)	C20—H220	0.9700
N5—C1	1.261 (3)	C21—C22	1.522 (4)
N5—C21	1.467 (3)	C21—H121	0.9700
N6—C6	1.347 (3)	C21—H221	0.9700
N6—C2	1.360 (3)	C22—H122	0.9700
N7—C24	1.421 (3)	C22—H222	0.9700
N7—C20	1.452 (3)	C23—C24	1.513 (4)
N7—C22	1.460 (3)	C23—H123	0.9700
C1—C2	1.457 (3)	C23—H223	0.9700
C1—H11	0.9300	C24—H124	0.9700
C2—C3	1.382 (3)	C24—H224	0.9700
C3—C4	1.378 (4)	C30—H130	0.9600
C3—H13	0.9300	C30—H230	0.9600
C4—C5	1.342 (4)	C30—H330	0.9600
C4—H14	0.9300	C31—H131	0.9600
C5—C6	1.395 (3)	C31—H231	0.9600
C5—H15	0.9300	C31—H331	0.9600
C6—C31	1.495 (3)	C32—H132	0.9600
C7—C8	1.460 (4)	C32—H232	0.9600
C7—H17	0.9300	C32—H332	0.9600
C8—C9	1.379 (3)
N5—Fe1—N4	97.97 (7)	C10—C11—C12	120.7 (3)
N5—Fe1—N1	96.02 (7)	C10—C11—H111	119.7
N4—Fe1—N1	95.43 (7)	C12—C11—H111	119.7
N5—Fe1—N3	85.43 (6)	N2—C12—C11	121.3 (3)
N4—Fe1—N3	76.38 (7)	N2—C12—C32	119.3 (2)
N1—Fe1—N3	171.80 (6)	C11—C12—C32	119.4 (2)
N5—Fe1—N2	171.49 (7)	N4—C13—C14	120.13 (19)
N4—Fe1—N2	86.48 (6)	N4—C13—H113	119.9
N1—Fe1—N2	76.27 (7)	C14—C13—H113	119.9
N3—Fe1—N2	102.71 (6)	N3—C14—C15	122.6 (2)
N5—Fe1—N6	75.80 (7)	N3—C14—C13	116.69 (19)
N4—Fe1—N6	173.66 (6)	C15—C14—C13	120.6 (2)
N1—Fe1—N6	86.48 (6)	C16—C15—C14	119.3 (2)
N3—Fe1—N6	101.69 (6)	C16—C15—H115	120.3
N2—Fe1—N6	99.85 (6)	C14—C15—H115	120.3
O4—Cl1—O1	110.78 (18)	C15—C16—C17	118.6 (2)
O4—Cl1—O2	111.79 (13)	C15—C16—H116	120.7
O1—Cl1—O2	110.91 (13)	C17—C16—H116	120.7
O4—Cl1—O3	107.77 (15)	C16—C17—C18	120.7 (2)
O1—Cl1—O3	106.19 (17)	C16—C17—H117	119.6
O2—Cl1—O3	109.19 (15)	C18—C17—H117	119.6
O5—Cl2—O7	107.46 (19)	N3—C18—C17	121.1 (2)
O5—Cl2—O6	111.5 (3)	N3—C18—C30	118.54 (18)
O7—Cl2—O6	111.5 (2)	C17—C18—C30	120.3 (2)
O5—Cl2—O8	109.8 (3)	N4—C19—C20	108.87 (18)
O7—Cl2—O8	113.00 (18)	N4—C19—H119	109.9
O6—Cl2—O8	103.63 (17)	C20—C19—H119	109.9
C7—N1—C23	118.6 (2)	N4—C19—H219	109.9
C7—N1—Fe1	116.63 (16)	C20—C19—H219	109.9
C23—N1—Fe1	124.66 (17)	H119—C19—H219	108.3
C12—N2—C8	117.84 (19)	N7—C20—C19	111.0 (2)
C12—N2—Fe1	132.30 (15)	N7—C20—H120	109.4
C8—N2—Fe1	109.85 (15)	C19—C20—H120	109.4
C18—N3—C14	117.52 (18)	N7—C20—H220	109.4
C18—N3—Fe1	132.11 (14)	C19—C20—H220	109.4
C14—N3—Fe1	109.97 (14)	H120—C20—H220	108.0
C13—N4—C19	118.21 (19)	N5—C21—C22	109.3 (2)
C13—N4—Fe1	116.55 (15)	N5—C21—H121	109.8
C19—N4—Fe1	125.19 (15)	C22—C21—H121	109.8
C1—N5—C21	118.6 (2)	N5—C21—H221	109.8
C1—N5—Fe1	117.63 (15)	C22—C21—H221	109.8
C21—N5—Fe1	123.70 (15)	H121—C21—H221	108.3
C6—N6—C2	117.37 (18)	N7—C22—C21	111.4 (2)
C6—N6—Fe1	132.68 (14)	N7—C22—H122	109.4
C2—N6—Fe1	109.84 (14)	C21—C22—H122	109.4
C24—N7—C20	117.7 (2)	N7—C22—H222	109.4
C24—N7—C22	118.1 (2)	C21—C22—H222	109.4
C20—N7—C22	117.2 (2)	H122—C22—H222	108.0
N5—C1—C2	120.18 (19)	N1—C23—C24	110.9 (2)
N5—C1—H11	119.9	N1—C23—H123	109.5
C2—C1—H11	119.9	C24—C23—H123	109.5
N6—C2—C3	122.8 (2)	N1—C23—H223	109.5
N6—C2—C1	116.20 (19)	C24—C23—H223	109.5
C3—C2—C1	121.0 (2)	H123—C23—H223	108.1
C4—C3—C2	118.8 (2)	N7—C24—C23	112.7 (2)
C4—C3—H13	120.6	N7—C24—H124	109.0
C2—C3—H13	120.6	C23—C24—H124	109.0
C5—C4—C3	118.7 (2)	N7—C24—H224	109.0
C5—C4—H14	120.6	C23—C24—H224	109.0
C3—C4—H14	120.6	H124—C24—H224	107.8
C4—C5—C6	121.2 (2)	C18—C30—H130	109.5
C4—C5—H15	119.4	C18—C30—H230	109.5
C6—C5—H15	119.4	H130—C30—H230	109.5
N6—C6—C5	121.0 (2)	C18—C30—H330	109.5
N6—C6—C31	118.41 (19)	H130—C30—H330	109.5
C5—C6—C31	120.6 (2)	H230—C30—H330	109.5
N1—C7—C8	120.3 (2)	C6—C31—H131	109.5
N1—C7—H17	119.9	C6—C31—H231	109.5
C8—C7—H17	119.9	H131—C31—H231	109.5
N2—C8—C9	122.9 (3)	C6—C31—H331	109.5
N2—C8—C7	116.97 (19)	H131—C31—H331	109.5
C9—C8—C7	120.1 (2)	H231—C31—H331	109.5
C8—C9—C10	118.9 (3)	C12—C32—H132	109.5
C8—C9—H19	120.6	C12—C32—H232	109.5
C10—C9—H19	120.6	H132—C32—H232	109.5
C11—C10—C9	118.3 (3)	C12—C32—H332	109.5
C11—C10—H110	120.8	H132—C32—H332	109.5
C9—C10—H110	120.8	H232—C32—H332	109.5

(1_290)

Crystal data

C27H33Cl2FeN7O8	Z = 4
Mr = 710.35	F(000) = 1472
Monoclinic, P21/c	Dx = 1.513 Mg m^−3
a = 10.5677 (5) Å	Mo Kα radiation, λ = 0.71073 Å
b = 19.4022 (7) Å	µ = 0.72 mm^−1
c = 15.2137 (6) Å	T = 290 K
β = 91.564 (4)°	Polyhedron, dark red
V = 3118.2 (2) Å^3	0.34 × 0.29 × 0.10 mm

Data collection

KM4_CCD_Sapphire3 diffractometer	10248 independent reflections
Radiation source: fine-focus sealed tube	5381 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.022
Detector resolution: 16.0328 pixels mm^-1	θmax = 32.8°, θmin = 3.1°
θ–scan	h = −15→15
Absorption correction: multi-scan CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.2 (release 20-01-2006 CrysAlis171 .NET) (compiled Jan 20 2006,12:36:28) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	k = −29→21
Tmin = 0.909, Tmax = 0.933	l = −22→22
29041 measured reflections

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)] = 0.047	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.142	H-atom parameters constrained
S = 1.01	w = 1/[σ^2(Fo^2) + (0.0755P)^2] where P = (Fo^2 + 2Fc^2)/3
10248 reflections	(Δ/σ)max = 0.001
409 parameters	Δρmax = 0.82 e Å^−3
0 restraints	Δρmin = −0.83 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
Fe1	0.69982 (3)	0.070940 (13)	0.740744 (18)	0.03666 (9)
Cl1	1.36097 (6)	0.31814 (3)	0.53935 (4)	0.06154 (17)
Cl2	1.22336 (7)	−0.14742 (4)	0.69402 (5)	0.0733 (2)
N1	0.62583 (19)	0.10103 (10)	0.61486 (12)	0.0523 (5)
N2	0.84387 (17)	0.14950 (9)	0.69197 (12)	0.0459 (4)
N3	0.76602 (16)	0.05300 (9)	0.88181 (11)	0.0436 (4)
N4	0.61913 (17)	0.15356 (9)	0.81064 (13)	0.0480 (4)
N5	0.56104 (17)	−0.00439 (10)	0.76547 (12)	0.0474 (4)
N6	0.77136 (17)	−0.02689 (8)	0.67265 (11)	0.0431 (4)
N7	0.4034 (2)	0.10731 (10)	0.71545 (16)	0.0642 (6)
O1	1.3263 (3)	0.30648 (15)	0.62684 (17)	0.1254 (10)
O2	1.4373 (2)	0.26394 (11)	0.50813 (17)	0.1027 (8)
O3	1.2442 (3)	0.32000 (14)	0.4890 (2)	0.1164 (9)
O7	1.1685 (3)	−0.20498 (12)	0.65362 (18)	0.1192 (10)
O5	1.2935 (6)	−0.1176 (3)	0.6371 (2)	0.239 (3)
O6	1.1324 (4)	−0.10214 (19)	0.7249 (2)	0.1626 (15)
O4	1.4190 (2)	0.38268 (10)	0.5301 (2)	0.1115 (9)
O8	1.2946 (3)	−0.16403 (19)	0.77127 (19)	0.1402 (12)
C1	0.5765 (2)	−0.06351 (12)	0.73419 (18)	0.0549 (6)
H11	0.5186	−0.0982	0.7459	0.066*
C2	0.6847 (2)	−0.07824 (11)	0.67961 (16)	0.0494 (5)
C3	0.6969 (3)	−0.14117 (12)	0.6385 (2)	0.0674 (7)
H13	0.6350	−0.1749	0.6437	0.081*
C4	0.8025 (3)	−0.15319 (14)	0.5897 (2)	0.0736 (8)
H14	0.8127	−0.1950	0.5609	0.088*
C5	0.8902 (3)	−0.10378 (13)	0.58436 (17)	0.0632 (7)
H15	0.9626	−0.1118	0.5525	0.076*
C6	0.8746 (2)	−0.03995 (11)	0.62617 (14)	0.0498 (5)
C7	0.6896 (3)	0.14450 (13)	0.57283 (15)	0.0591 (6)
H17	0.6613	0.1589	0.5174	0.071*
C8	0.8075 (3)	0.17231 (11)	0.61064 (16)	0.0535 (6)
C9	0.8777 (3)	0.21848 (14)	0.5636 (2)	0.0732 (8)
H19	0.8510	0.2322	0.5076	0.088*
C10	0.9896 (3)	0.24429 (15)	0.6017 (2)	0.0826 (10)
H110	1.0391	0.2756	0.5715	0.099*
C11	1.0248 (3)	0.22266 (14)	0.6838 (2)	0.0748 (8)
H111	1.0988	0.2395	0.7104	0.090*
C12	0.9506 (2)	0.17537 (12)	0.72830 (18)	0.0550 (6)
C13	0.6484 (2)	0.15781 (13)	0.89137 (17)	0.0565 (6)
H113	0.6221	0.1957	0.9236	0.068*
C14	0.7226 (2)	0.10427 (13)	0.93428 (15)	0.0524 (6)
C15	0.7423 (2)	0.10445 (16)	1.02431 (16)	0.0660 (7)
H115	0.7132	0.1409	1.0579	0.079*
C16	0.8045 (3)	0.05103 (19)	1.06338 (17)	0.0730 (9)
H116	0.8200	0.0506	1.1238	0.088*
C17	0.8440 (2)	−0.00225 (16)	1.01184 (16)	0.0639 (7)
H117	0.8830	−0.0403	1.0379	0.077*
C18	0.8264 (2)	0.00002 (12)	0.92113 (14)	0.0492 (5)
C19	0.5286 (2)	0.20351 (12)	0.7731 (2)	0.0614 (7)
H119	0.5549	0.2177	0.7152	0.074*
H219	0.5256	0.2441	0.8103	0.074*
C20	0.3994 (2)	0.17020 (13)	0.7665 (2)	0.0658 (7)
H120	0.3706	0.1599	0.8251	0.079*
H220	0.3396	0.2020	0.7390	0.079*
C21	0.4464 (2)	0.00958 (14)	0.81530 (19)	0.0644 (7)
H121	0.4671	0.0388	0.8654	0.077*
H221	0.4116	−0.0333	0.8368	0.077*
C22	0.3497 (3)	0.04549 (15)	0.7548 (2)	0.0759 (9)
H122	0.3221	0.0140	0.7086	0.091*
H222	0.2762	0.0581	0.7881	0.091*
C23	0.5019 (3)	0.07814 (15)	0.57714 (19)	0.0715 (8)
H123	0.4939	0.0286	0.5840	0.086*
H223	0.4976	0.0886	0.5148	0.086*
C24	0.3947 (3)	0.11359 (15)	0.6222 (2)	0.0724 (8)
H124	0.3946	0.1621	0.6066	0.087*
H224	0.3151	0.0939	0.6012	0.087*
C30	0.8757 (3)	−0.05631 (13)	0.86515 (18)	0.0606 (6)
H130	0.8060	−0.0819	0.8398	0.091*
H230	0.9281	−0.0865	0.9004	0.091*
H330	0.9247	−0.0369	0.8191	0.091*
C31	0.9743 (3)	0.01432 (13)	0.6215 (2)	0.0696 (8)
H131	0.9438	0.0516	0.5852	0.104*
H231	1.0490	−0.0049	0.5966	0.104*
H331	0.9941	0.0312	0.6795	0.104*
C32	0.9930 (3)	0.15134 (15)	0.81642 (19)	0.0696 (7)
H132	0.9351	0.1674	0.8595	0.104*
H232	1.0760	0.1691	0.8299	0.104*
H332	0.9953	0.1019	0.8172	0.104*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Fe1	0.04113 (17)	0.03248 (14)	0.03646 (15)	−0.00195 (12)	0.00256 (11)	0.00062 (11)
Cl1	0.0688 (4)	0.0484 (3)	0.0683 (4)	−0.0062 (3)	0.0192 (3)	0.0006 (3)
Cl2	0.0772 (5)	0.0620 (4)	0.0804 (5)	0.0002 (3)	−0.0048 (4)	−0.0101 (3)
N1	0.0623 (13)	0.0479 (10)	0.0462 (11)	0.0034 (9)	−0.0078 (9)	−0.0018 (9)
N2	0.0493 (11)	0.0368 (9)	0.0521 (11)	0.0029 (8)	0.0111 (8)	−0.0001 (8)
N3	0.0400 (10)	0.0511 (10)	0.0398 (9)	−0.0082 (8)	0.0066 (7)	−0.0006 (8)
N4	0.0431 (10)	0.0409 (9)	0.0602 (12)	0.0002 (8)	0.0081 (9)	−0.0053 (8)
N5	0.0375 (10)	0.0494 (10)	0.0554 (11)	−0.0037 (8)	0.0009 (8)	0.0128 (8)
N6	0.0519 (11)	0.0355 (8)	0.0416 (9)	−0.0027 (7)	−0.0023 (8)	0.0032 (7)
N7	0.0654 (14)	0.0508 (12)	0.0759 (15)	−0.0067 (10)	−0.0072 (11)	0.0095 (10)
O1	0.166 (3)	0.127 (2)	0.0851 (17)	0.056 (2)	0.0498 (17)	0.0286 (15)
O2	0.1137 (19)	0.0639 (13)	0.134 (2)	0.0125 (12)	0.0654 (16)	0.0083 (12)
O3	0.105 (2)	0.120 (2)	0.123 (2)	−0.0113 (16)	−0.0209 (17)	−0.0253 (16)
O7	0.176 (3)	0.0754 (15)	0.1055 (19)	−0.0365 (17)	−0.0107 (18)	−0.0220 (13)
O5	0.363 (7)	0.281 (5)	0.077 (2)	−0.190 (5)	0.079 (3)	−0.057 (3)
O6	0.167 (3)	0.166 (3)	0.152 (3)	0.090 (3)	−0.044 (2)	−0.060 (2)
O4	0.0986 (18)	0.0600 (13)	0.177 (3)	−0.0198 (12)	0.0260 (17)	−0.0017 (15)
O8	0.145 (3)	0.176 (3)	0.097 (2)	0.047 (2)	−0.0388 (19)	−0.0293 (19)
C1	0.0470 (13)	0.0446 (12)	0.0726 (16)	−0.0115 (10)	−0.0078 (11)	0.0118 (11)
C2	0.0525 (13)	0.0411 (11)	0.0542 (13)	−0.0049 (10)	−0.0096 (10)	0.0031 (9)
C3	0.0784 (19)	0.0388 (12)	0.0844 (19)	−0.0093 (12)	−0.0108 (15)	−0.0089 (12)
C4	0.095 (2)	0.0486 (14)	0.0767 (19)	0.0022 (14)	−0.0025 (17)	−0.0205 (13)
C5	0.0834 (19)	0.0506 (14)	0.0561 (15)	0.0103 (13)	0.0077 (13)	−0.0070 (11)
C6	0.0618 (15)	0.0434 (12)	0.0444 (12)	0.0040 (10)	0.0054 (10)	0.0020 (9)
C7	0.0816 (19)	0.0543 (14)	0.0413 (12)	0.0118 (13)	0.0009 (12)	0.0061 (11)
C8	0.0683 (16)	0.0417 (11)	0.0515 (13)	0.0063 (11)	0.0185 (11)	0.0048 (10)
C9	0.099 (2)	0.0548 (15)	0.0677 (17)	0.0097 (15)	0.0321 (16)	0.0131 (13)
C10	0.094 (2)	0.0582 (17)	0.098 (2)	−0.0094 (16)	0.043 (2)	0.0103 (16)
C11	0.0640 (18)	0.0574 (16)	0.104 (2)	−0.0123 (13)	0.0260 (16)	−0.0044 (16)
C12	0.0489 (13)	0.0432 (12)	0.0735 (16)	0.0010 (10)	0.0146 (12)	−0.0076 (11)
C13	0.0505 (14)	0.0591 (14)	0.0606 (15)	−0.0041 (11)	0.0157 (11)	−0.0201 (12)
C14	0.0418 (12)	0.0693 (15)	0.0467 (13)	−0.0090 (11)	0.0106 (10)	−0.0123 (11)
C15	0.0509 (15)	0.104 (2)	0.0435 (13)	−0.0124 (15)	0.0111 (11)	−0.0174 (14)
C16	0.0478 (15)	0.132 (3)	0.0391 (13)	−0.0158 (16)	0.0053 (11)	−0.0002 (15)
C17	0.0481 (14)	0.095 (2)	0.0481 (14)	−0.0120 (13)	−0.0022 (11)	0.0156 (14)
C18	0.0383 (12)	0.0632 (14)	0.0459 (12)	−0.0114 (10)	−0.0017 (9)	0.0082 (10)
C19	0.0593 (16)	0.0378 (11)	0.0874 (19)	0.0084 (11)	0.0079 (13)	−0.0037 (12)
C20	0.0515 (15)	0.0555 (14)	0.091 (2)	0.0105 (12)	0.0073 (13)	0.0031 (13)
C21	0.0495 (14)	0.0594 (15)	0.0852 (19)	−0.0007 (12)	0.0186 (13)	0.0225 (13)
C22	0.0425 (14)	0.0601 (16)	0.125 (3)	−0.0047 (12)	0.0024 (15)	0.0209 (16)
C23	0.088 (2)	0.0669 (17)	0.0582 (16)	−0.0055 (15)	−0.0300 (15)	−0.0048 (13)
C24	0.0650 (18)	0.0665 (17)	0.084 (2)	0.0037 (14)	−0.0251 (15)	0.0130 (15)
C30	0.0615 (16)	0.0570 (14)	0.0626 (15)	0.0047 (12)	−0.0121 (12)	0.0115 (12)
C31	0.0721 (18)	0.0483 (14)	0.090 (2)	0.0004 (12)	0.0362 (15)	−0.0033 (13)
C32	0.0556 (16)	0.0740 (18)	0.0791 (19)	−0.0121 (13)	−0.0044 (14)	−0.0014 (15)

Geometric parameters (Å, º)

Fe1—N5	2.1117 (18)	C9—C10	1.396 (5)
Fe1—N4	2.1159 (18)	C9—H19	0.9300
Fe1—N1	2.1303 (19)	C10—C11	1.361 (5)
Fe1—N3	2.2659 (18)	C10—H110	0.9300
Fe1—N2	2.2919 (18)	C11—C12	1.395 (4)
Fe1—N6	2.3001 (17)	C11—H111	0.9300
Cl1—O4	1.403 (2)	C12—C32	1.477 (4)
Cl1—O1	1.408 (2)	C13—C14	1.446 (4)
Cl1—O2	1.415 (2)	C13—H113	0.9300
Cl1—O3	1.435 (3)	C14—C15	1.380 (3)
Cl2—O5	1.292 (4)	C15—C16	1.356 (4)
Cl2—O6	1.393 (3)	C15—H115	0.9300
Cl2—O7	1.393 (2)	C16—C17	1.369 (4)
Cl2—O8	1.416 (3)	C16—H116	0.9300
N1—C7	1.264 (3)	C17—C18	1.388 (3)
N1—C23	1.483 (3)	C17—H117	0.9300
N2—C12	1.340 (3)	C18—C30	1.488 (4)
N2—C8	1.360 (3)	C19—C20	1.512 (4)
N3—C18	1.342 (3)	C19—H119	0.9700
N3—C14	1.363 (3)	C19—H219	0.9700
N4—C13	1.261 (3)	C20—H120	0.9700
N4—C19	1.466 (3)	C20—H220	0.9700
N5—C1	1.254 (3)	C21—C22	1.525 (4)
N5—C21	1.472 (3)	C21—H121	0.9700
N6—C6	1.341 (3)	C21—H221	0.9700
N6—C2	1.359 (3)	C22—H122	0.9700
N7—C24	1.425 (4)	C22—H222	0.9700
N7—C20	1.448 (3)	C23—C24	1.506 (4)
N7—C22	1.462 (3)	C23—H123	0.9700
C1—C2	1.460 (4)	C23—H223	0.9700
C1—H11	0.9300	C24—H124	0.9700
C2—C3	1.379 (3)	C24—H224	0.9700
C3—C4	1.377 (4)	C30—H130	0.9600
C3—H13	0.9300	C30—H230	0.9600
C4—C5	1.338 (4)	C30—H330	0.9600
C4—H14	0.9300	C31—H131	0.9600
C5—C6	1.404 (3)	C31—H231	0.9600
C5—H15	0.9300	C31—H331	0.9600
C6—C31	1.492 (3)	C32—H132	0.9600
C7—C8	1.461 (4)	C32—H232	0.9600
C7—H17	0.9300	C32—H332	0.9600
C8—C9	1.375 (3)
N5—Fe1—N4	98.25 (7)	C10—C11—C12	120.4 (3)
N5—Fe1—N1	96.32 (8)	C10—C11—H111	119.8
N4—Fe1—N1	95.81 (8)	C12—C11—H111	119.8
N5—Fe1—N3	85.58 (7)	N2—C12—C11	121.6 (3)
N4—Fe1—N3	76.03 (7)	N2—C12—C32	119.2 (2)
N1—Fe1—N3	171.82 (7)	C11—C12—C32	119.2 (3)
N5—Fe1—N2	171.37 (7)	N4—C13—C14	120.6 (2)
N4—Fe1—N2	86.51 (7)	N4—C13—H113	119.7
N1—Fe1—N2	75.96 (7)	C14—C13—H113	119.7
N3—Fe1—N2	102.60 (7)	N3—C14—C15	122.6 (2)
N5—Fe1—N6	75.37 (7)	N3—C14—C13	116.5 (2)
N4—Fe1—N6	173.46 (7)	C15—C14—C13	120.8 (2)
N1—Fe1—N6	86.46 (7)	C16—C15—C14	119.4 (3)
N3—Fe1—N6	101.72 (6)	C16—C15—H115	120.3
N2—Fe1—N6	100.00 (6)	C14—C15—H115	120.3
O4—Cl1—O1	111.3 (2)	C15—C16—C17	118.5 (2)
O4—Cl1—O2	112.02 (15)	C15—C16—H116	120.7
O1—Cl1—O2	111.28 (15)	C17—C16—H116	120.7
O4—Cl1—O3	107.19 (17)	C16—C17—C18	120.7 (3)
O1—Cl1—O3	105.5 (2)	C16—C17—H117	119.6
O2—Cl1—O3	109.23 (17)	C18—C17—H117	119.6
O5—Cl2—O6	110.9 (3)	N3—C18—C17	121.1 (2)
O5—Cl2—O7	107.6 (2)	N3—C18—C30	118.49 (19)
O6—Cl2—O7	111.8 (2)	C17—C18—C30	120.4 (2)
O5—Cl2—O8	110.9 (3)	N4—C19—C20	108.8 (2)
O6—Cl2—O8	102.72 (19)	N4—C19—H119	109.9
O7—Cl2—O8	112.9 (2)	C20—C19—H119	109.9
C7—N1—C23	118.8 (2)	N4—C19—H219	109.9
C7—N1—Fe1	116.73 (17)	C20—C19—H219	109.9
C23—N1—Fe1	124.35 (17)	H119—C19—H219	108.3
C12—N2—C8	117.9 (2)	N7—C20—C19	110.9 (2)
C12—N2—Fe1	132.42 (16)	N7—C20—H120	109.5
C8—N2—Fe1	109.72 (15)	C19—C20—H120	109.5
C18—N3—C14	117.50 (19)	N7—C20—H220	109.5
C18—N3—Fe1	132.11 (15)	C19—C20—H220	109.5
C14—N3—Fe1	110.02 (15)	H120—C20—H220	108.1
C13—N4—C19	118.4 (2)	N5—C21—C22	108.7 (2)
C13—N4—Fe1	116.57 (16)	N5—C21—H121	109.9
C19—N4—Fe1	124.93 (16)	C22—C21—H121	109.9
C1—N5—C21	118.8 (2)	N5—C21—H221	109.9
C1—N5—Fe1	117.85 (16)	C22—C21—H221	109.9
C21—N5—Fe1	123.35 (16)	H121—C21—H221	108.3
C6—N6—C2	117.54 (19)	N7—C22—C21	111.1 (2)
C6—N6—Fe1	132.52 (14)	N7—C22—H122	109.4
C2—N6—Fe1	109.84 (15)	C21—C22—H122	109.4
C24—N7—C20	117.4 (2)	N7—C22—H222	109.4
C24—N7—C22	117.6 (2)	C21—C22—H222	109.4
C20—N7—C22	117.0 (3)	H122—C22—H222	108.0
N5—C1—C2	120.5 (2)	N1—C23—C24	110.8 (2)
N5—C1—H11	119.8	N1—C23—H123	109.5
C2—C1—H11	119.8	C24—C23—H123	109.5
N6—C2—C3	122.8 (2)	N1—C23—H223	109.5
N6—C2—C1	116.15 (19)	C24—C23—H223	109.5
C3—C2—C1	121.0 (2)	H123—C23—H223	108.1
C4—C3—C2	118.8 (3)	N7—C24—C23	112.7 (2)
C4—C3—H13	120.6	N7—C24—H124	109.1
C2—C3—H13	120.6	C23—C24—H124	109.1
C5—C4—C3	119.0 (2)	N7—C24—H224	109.1
C5—C4—H14	120.5	C23—C24—H224	109.1
C3—C4—H14	120.5	H124—C24—H224	107.8
C4—C5—C6	121.0 (3)	C18—C30—H130	109.5
C4—C5—H15	119.5	C18—C30—H230	109.5
C6—C5—H15	119.5	H130—C30—H230	109.5
N6—C6—C5	120.9 (2)	C18—C30—H330	109.5
N6—C6—C31	118.5 (2)	H130—C30—H330	109.5
C5—C6—C31	120.6 (2)	H230—C30—H330	109.5
N1—C7—C8	120.5 (2)	C6—C31—H131	109.5
N1—C7—H17	119.7	C6—C31—H231	109.5
C8—C7—H17	119.7	H131—C31—H231	109.5
N2—C8—C9	122.8 (3)	C6—C31—H331	109.5
N2—C8—C7	117.1 (2)	H131—C31—H331	109.5
C9—C8—C7	120.1 (3)	H231—C31—H331	109.5
C8—C9—C10	118.8 (3)	C12—C32—H132	109.5
C8—C9—H19	120.6	C12—C32—H232	109.5
C10—C9—H19	120.6	H132—C32—H232	109.5
C11—C10—C9	118.5 (3)	C12—C32—H332	109.5
C11—C10—H110	120.7	H132—C32—H332	109.5
C9—C10—H110	120.7	H232—C32—H332	109.5

(1_310)

Crystal data

C27H33Cl2FeN7O8	Z = 4
Mr = 710.35	F(000) = 1472
Monoclinic, P21/c	Dx = 1.504 Mg m^−3
a = 10.6005 (7) Å	Mo Kα radiation, λ = 0.71073 Å
b = 19.4289 (11) Å	µ = 0.71 mm^−1
c = 15.2382 (10) Å	T = 310 K
β = 91.595 (6)°	Polyhedron, dark red
V = 3137.2 (3) Å^3	0.48 × 0.32 × 0.12 mm

Data collection

KM4_CCD_Sapphire3 diffractometer	9909 independent reflections
Radiation source: fine-focus sealed tube	4883 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.022
Detector resolution: 16.0328 pixels mm^-1	θmax = 32.8°, θmin = 2.9°
θ–scan	h = −15→15
Absorption correction: multi-scan CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.2 (release 20-01-2006 CrysAlis171 .NET) (compiled Jan 20 2006,12:36:28) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	k = −29→20
Tmin = 0.873, Tmax = 0.920	l = −22→20
27567 measured reflections

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)] = 0.049	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.152	H-atom parameters constrained
S = 1.01	w = 1/[σ^2(Fo^2) + (0.0815P)^2] where P = (Fo^2 + 2Fc^2)/3
9909 reflections	(Δ/σ)max = 0.001
409 parameters	Δρmax = 0.87 e Å^−3
0 restraints	Δρmin = −0.76 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
Fe1	0.69984 (3)	0.071036 (15)	0.74088 (2)	0.04021 (11)
Cl1	1.36110 (7)	0.31812 (3)	0.53943 (5)	0.0673 (2)
Cl2	1.22357 (8)	−0.14727 (4)	0.69278 (6)	0.0808 (2)
N1	0.6271 (2)	0.10148 (11)	0.61448 (14)	0.0564 (5)
N2	0.84428 (19)	0.14990 (9)	0.69259 (13)	0.0491 (5)
N3	0.76553 (18)	0.05296 (10)	0.88239 (12)	0.0467 (5)
N4	0.61889 (19)	0.15357 (10)	0.81119 (14)	0.0516 (5)
N5	0.56116 (18)	−0.00456 (10)	0.76501 (14)	0.0503 (5)
N6	0.77121 (19)	−0.02714 (9)	0.67262 (12)	0.0459 (4)
N7	0.4051 (2)	0.10732 (11)	0.71511 (17)	0.0679 (6)
O1	1.3249 (4)	0.30643 (17)	0.6259 (2)	0.1396 (13)
O2	1.4376 (3)	0.26426 (12)	0.50823 (19)	0.1130 (10)
O3	1.2451 (3)	0.31980 (17)	0.4888 (2)	0.1321 (11)
O7	1.1690 (4)	−0.20451 (14)	0.6525 (2)	0.1279 (11)
O5	1.2928 (7)	−0.1181 (3)	0.6366 (2)	0.260 (3)
O6	1.1336 (4)	−0.1022 (2)	0.7246 (3)	0.1757 (17)
O4	1.4174 (3)	0.38257 (12)	0.5295 (2)	0.1232 (10)
O8	1.2935 (3)	−0.1636 (2)	0.7699 (2)	0.1545 (15)
C1	0.5766 (3)	−0.06363 (13)	0.73359 (19)	0.0585 (7)
H11	0.5188	−0.0983	0.7449	0.070*
C2	0.6848 (3)	−0.07821 (12)	0.67949 (17)	0.0532 (6)
C3	0.6967 (3)	−0.14110 (13)	0.6387 (2)	0.0714 (8)
H13	0.6350	−0.1748	0.6438	0.086*
C4	0.8024 (4)	−0.15296 (15)	0.5899 (2)	0.0805 (9)
H14	0.8127	−0.1947	0.5611	0.097*
C5	0.8898 (3)	−0.10362 (14)	0.58455 (19)	0.0685 (8)
H15	0.9619	−0.1116	0.5526	0.082*
C6	0.8745 (3)	−0.04007 (12)	0.62630 (16)	0.0532 (6)
C7	0.6904 (3)	0.14493 (14)	0.57301 (17)	0.0630 (7)
H17	0.6621	0.1595	0.5178	0.076*
C8	0.8082 (3)	0.17272 (12)	0.61109 (17)	0.0575 (7)
C9	0.8782 (4)	0.21890 (15)	0.5642 (2)	0.0787 (9)
H19	0.8518	0.2328	0.5082	0.094*
C10	0.9907 (4)	0.24457 (17)	0.6030 (3)	0.0886 (11)
H110	1.0403	0.2759	0.5733	0.106*
C11	1.0250 (3)	0.22258 (16)	0.6847 (3)	0.0808 (9)
H111	1.0990	0.2391	0.7114	0.097*
C12	0.9509 (3)	0.17562 (13)	0.7289 (2)	0.0589 (7)
C13	0.6478 (3)	0.15747 (14)	0.89178 (19)	0.0612 (7)
H113	0.6210	0.1950	0.9242	0.073*
C14	0.7223 (2)	0.10394 (14)	0.93436 (16)	0.0569 (6)
C15	0.7412 (3)	0.10438 (19)	1.02430 (18)	0.0710 (8)
H115	0.7114	0.1406	1.0577	0.085*
C16	0.8038 (3)	0.0512 (2)	1.06333 (19)	0.0797 (10)
H116	0.8194	0.0509	1.1237	0.096*
C17	0.8436 (3)	−0.00192 (18)	1.01252 (18)	0.0687 (8)
H117	0.8828	−0.0398	1.0387	0.082*
C18	0.8260 (2)	0.00025 (14)	0.92146 (16)	0.0539 (6)
C19	0.5288 (3)	0.20321 (13)	0.7742 (2)	0.0658 (7)
H119	0.5553	0.2179	0.7167	0.079*
H219	0.5252	0.2434	0.8118	0.079*
C20	0.4003 (3)	0.16998 (15)	0.7665 (2)	0.0708 (8)
H120	0.3708	0.1594	0.8247	0.085*
H220	0.3410	0.2018	0.7389	0.085*
C21	0.4463 (3)	0.00938 (15)	0.8145 (2)	0.0684 (8)
H121	0.4666	0.0384	0.8647	0.082*
H221	0.4112	−0.0334	0.8356	0.082*
C22	0.3507 (3)	0.04552 (16)	0.7536 (3)	0.0799 (10)
H122	0.3238	0.0143	0.7071	0.096*
H222	0.2770	0.0581	0.7864	0.096*
C23	0.5036 (3)	0.07866 (16)	0.5766 (2)	0.0752 (9)
H123	0.4956	0.0292	0.5832	0.090*
H223	0.4992	0.0893	0.5144	0.090*
C24	0.3965 (3)	0.11393 (16)	0.6219 (2)	0.0779 (9)
H124	0.3965	0.1624	0.6066	0.093*
H224	0.3172	0.0943	0.6007	0.093*
C30	0.8755 (3)	−0.05570 (14)	0.8659 (2)	0.0657 (7)
H130	0.8065	−0.0827	0.8426	0.099*
H230	0.9310	−0.0845	0.9006	0.099*
H330	0.9211	−0.0361	0.8184	0.099*
C31	0.9736 (3)	0.01404 (14)	0.6217 (2)	0.0746 (9)
H131	0.9450	0.0501	0.5830	0.112*
H231	1.0496	−0.0057	0.5999	0.112*
H331	0.9901	0.0326	0.6793	0.112*
C32	0.9925 (3)	0.15176 (17)	0.8166 (2)	0.0749 (8)
H132	0.9352	0.1683	0.8595	0.112*
H232	1.0757	0.1691	0.8300	0.112*
H332	0.9939	0.1024	0.8175	0.112*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Fe1	0.04445 (19)	0.03613 (16)	0.04014 (18)	−0.00209 (13)	0.00299 (13)	0.00053 (13)
Cl1	0.0746 (5)	0.0533 (4)	0.0750 (5)	−0.0070 (3)	0.0211 (4)	0.0002 (3)
Cl2	0.0832 (6)	0.0677 (5)	0.0910 (6)	−0.0006 (4)	−0.0062 (5)	−0.0116 (4)
N1	0.0681 (14)	0.0504 (12)	0.0501 (12)	0.0021 (11)	−0.0073 (11)	−0.0008 (10)
N2	0.0513 (12)	0.0383 (10)	0.0582 (12)	0.0021 (8)	0.0119 (10)	−0.0004 (9)
N3	0.0429 (11)	0.0561 (11)	0.0414 (10)	−0.0088 (9)	0.0055 (8)	−0.0002 (9)
N4	0.0474 (11)	0.0448 (10)	0.0627 (13)	0.0004 (9)	0.0069 (10)	−0.0053 (9)
N5	0.0409 (11)	0.0506 (11)	0.0595 (12)	−0.0033 (9)	0.0008 (9)	0.0126 (9)
N6	0.0565 (12)	0.0370 (9)	0.0440 (10)	−0.0018 (8)	−0.0014 (9)	0.0020 (8)
N7	0.0650 (15)	0.0558 (13)	0.0826 (17)	−0.0055 (11)	−0.0064 (13)	0.0107 (12)
O1	0.186 (3)	0.139 (2)	0.097 (2)	0.063 (2)	0.059 (2)	0.0338 (17)
O2	0.126 (2)	0.0706 (15)	0.146 (2)	0.0151 (14)	0.0732 (19)	0.0095 (14)
O3	0.116 (2)	0.142 (3)	0.137 (3)	−0.0131 (19)	−0.024 (2)	−0.032 (2)
O7	0.183 (3)	0.0816 (17)	0.118 (2)	−0.0396 (19)	−0.014 (2)	−0.0234 (16)
O5	0.401 (8)	0.300 (6)	0.084 (2)	−0.213 (6)	0.088 (3)	−0.059 (3)
O6	0.185 (4)	0.177 (3)	0.163 (3)	0.095 (3)	−0.042 (3)	−0.063 (3)
O4	0.107 (2)	0.0652 (15)	0.199 (3)	−0.0198 (14)	0.030 (2)	−0.0027 (17)
O8	0.157 (3)	0.197 (4)	0.107 (2)	0.051 (3)	−0.045 (2)	−0.032 (2)
C1	0.0519 (15)	0.0468 (14)	0.0763 (18)	−0.0119 (11)	−0.0081 (13)	0.0115 (12)
C2	0.0581 (15)	0.0439 (13)	0.0571 (14)	−0.0044 (11)	−0.0100 (12)	0.0016 (11)
C3	0.082 (2)	0.0409 (13)	0.090 (2)	−0.0081 (13)	−0.0101 (17)	−0.0106 (13)
C4	0.104 (3)	0.0524 (16)	0.085 (2)	0.0023 (17)	−0.003 (2)	−0.0230 (15)
C5	0.089 (2)	0.0554 (16)	0.0620 (17)	0.0147 (15)	0.0101 (16)	−0.0080 (13)
C6	0.0663 (17)	0.0464 (13)	0.0471 (14)	0.0040 (12)	0.0051 (12)	0.0004 (10)
C7	0.085 (2)	0.0583 (15)	0.0455 (14)	0.0103 (14)	0.0012 (14)	0.0073 (12)
C8	0.0743 (18)	0.0460 (13)	0.0534 (15)	0.0076 (12)	0.0201 (13)	0.0067 (11)
C9	0.107 (3)	0.0581 (17)	0.0727 (19)	0.0069 (18)	0.0363 (19)	0.0139 (15)
C10	0.098 (3)	0.0612 (18)	0.109 (3)	−0.0125 (18)	0.046 (2)	0.0111 (18)
C11	0.070 (2)	0.0627 (18)	0.112 (3)	−0.0138 (15)	0.0297 (19)	−0.0057 (18)
C12	0.0504 (14)	0.0461 (13)	0.0812 (19)	−0.0015 (11)	0.0179 (13)	−0.0069 (12)
C13	0.0544 (15)	0.0641 (16)	0.0658 (17)	−0.0043 (13)	0.0162 (13)	−0.0207 (13)
C14	0.0466 (14)	0.0757 (17)	0.0488 (14)	−0.0102 (13)	0.0112 (11)	−0.0128 (13)
C15	0.0539 (16)	0.113 (3)	0.0469 (15)	−0.0119 (17)	0.0118 (13)	−0.0176 (16)
C16	0.0542 (17)	0.144 (3)	0.0415 (15)	−0.0172 (19)	0.0065 (13)	0.0002 (18)
C17	0.0518 (16)	0.101 (2)	0.0530 (16)	−0.0108 (15)	−0.0031 (13)	0.0162 (16)
C18	0.0416 (13)	0.0717 (17)	0.0481 (13)	−0.0116 (12)	−0.0018 (11)	0.0087 (12)
C19	0.0620 (17)	0.0425 (13)	0.093 (2)	0.0089 (12)	0.0090 (15)	−0.0032 (13)
C20	0.0539 (16)	0.0611 (17)	0.098 (2)	0.0122 (13)	0.0081 (16)	0.0048 (15)
C21	0.0539 (16)	0.0614 (16)	0.091 (2)	−0.0023 (13)	0.0193 (15)	0.0202 (15)
C22	0.0469 (16)	0.0650 (18)	0.128 (3)	−0.0042 (14)	0.0032 (17)	0.0214 (18)
C23	0.093 (2)	0.0718 (19)	0.0592 (17)	−0.0075 (17)	−0.0292 (16)	−0.0018 (14)
C24	0.070 (2)	0.0685 (19)	0.093 (2)	0.0009 (15)	−0.0285 (18)	0.0152 (17)
C30	0.0673 (18)	0.0628 (16)	0.0663 (17)	0.0048 (13)	−0.0122 (14)	0.0127 (13)
C31	0.078 (2)	0.0532 (16)	0.095 (2)	0.0022 (14)	0.0381 (17)	−0.0025 (15)
C32	0.0587 (18)	0.080 (2)	0.085 (2)	−0.0114 (15)	−0.0048 (16)	−0.0011 (17)

Geometric parameters (Å, º)

Fe1—N5	2.1174 (19)	C9—C10	1.407 (5)
Fe1—N4	2.123 (2)	C9—H19	0.9300
Fe1—N1	2.138 (2)	C10—C11	1.357 (5)
Fe1—N3	2.2747 (19)	C10—H110	0.9300
Fe1—N2	2.3014 (19)	C11—C12	1.391 (4)
Fe1—N6	2.3101 (19)	C11—H111	0.9300
Cl1—O4	1.397 (2)	C12—C32	1.470 (4)
Cl1—O1	1.401 (3)	C13—C14	1.449 (4)
Cl1—O2	1.414 (2)	C13—H113	0.9300
Cl1—O3	1.434 (3)	C14—C15	1.379 (4)
Cl2—O5	1.276 (4)	C15—C16	1.357 (5)
Cl2—O7	1.389 (3)	C15—H115	0.9300
Cl2—O6	1.392 (3)	C16—C17	1.364 (5)
Cl2—O8	1.408 (3)	C16—H116	0.9300
N1—C7	1.259 (3)	C17—C18	1.396 (4)
N1—C23	1.484 (4)	C17—H117	0.9300
N2—C12	1.341 (3)	C18—C30	1.483 (4)
N2—C8	1.363 (3)	C19—C20	1.509 (4)
N3—C18	1.339 (3)	C19—H119	0.9700
N3—C14	1.356 (3)	C19—H219	0.9700
N4—C13	1.260 (3)	C20—H120	0.9700
N4—C19	1.459 (3)	C20—H220	0.9700
N5—C1	1.256 (3)	C21—C22	1.526 (4)
N5—C21	1.475 (3)	C21—H121	0.9700
N6—C6	1.342 (3)	C21—H221	0.9700
N6—C2	1.357 (3)	C22—H122	0.9700
N7—C24	1.427 (4)	C22—H222	0.9700
N7—C20	1.450 (4)	C23—C24	1.509 (5)
N7—C22	1.462 (4)	C23—H123	0.9700
C1—C2	1.458 (4)	C23—H223	0.9700
C1—H11	0.9300	C24—H124	0.9700
C2—C3	1.379 (4)	C24—H224	0.9700
C3—C4	1.382 (5)	C30—H130	0.9600
C3—H13	0.9300	C30—H230	0.9600
C4—C5	1.337 (4)	C30—H330	0.9600
C4—H14	0.9300	C31—H131	0.9600
C5—C6	1.401 (4)	C31—H231	0.9600
C5—H15	0.9300	C31—H331	0.9600
C6—C31	1.490 (4)	C32—H132	0.9600
C7—C8	1.465 (4)	C32—H232	0.9600
C7—H17	0.9300	C32—H332	0.9600
C8—C9	1.377 (4)
N5—Fe1—N4	98.28 (8)	C10—C11—C12	120.7 (3)
N5—Fe1—N1	96.54 (8)	C10—C11—H111	119.6
N4—Fe1—N1	96.03 (8)	C12—C11—H111	119.6
N5—Fe1—N3	85.64 (7)	N2—C12—C11	121.7 (3)
N4—Fe1—N3	75.85 (8)	N2—C12—C32	119.1 (2)
N1—Fe1—N3	171.84 (7)	C11—C12—C32	119.2 (3)
N5—Fe1—N2	171.36 (8)	N4—C13—C14	120.5 (2)
N4—Fe1—N2	86.58 (7)	N4—C13—H113	119.7
N1—Fe1—N2	75.76 (8)	C14—C13—H113	119.7
N3—Fe1—N2	102.54 (7)	N3—C14—C15	122.9 (3)
N5—Fe1—N6	75.12 (8)	N3—C14—C13	116.9 (2)
N4—Fe1—N6	173.22 (7)	C15—C14—C13	120.2 (3)
N1—Fe1—N6	86.39 (7)	C16—C15—C14	119.1 (3)
N3—Fe1—N6	101.77 (7)	C16—C15—H115	120.4
N2—Fe1—N6	100.17 (7)	C14—C15—H115	120.4
O4—Cl1—O1	112.1 (2)	C15—C16—C17	118.9 (3)
O4—Cl1—O2	112.10 (16)	C15—C16—H116	120.6
O1—Cl1—O2	111.76 (17)	C17—C16—H116	120.6
O4—Cl1—O3	106.5 (2)	C16—C17—C18	120.4 (3)
O1—Cl1—O3	104.8 (2)	C16—C17—H117	119.8
O2—Cl1—O3	109.1 (2)	C18—C17—H117	119.8
O5—Cl2—O7	107.4 (2)	N3—C18—C17	121.0 (3)
O5—Cl2—O6	111.5 (4)	N3—C18—C30	118.6 (2)
O7—Cl2—O6	112.2 (3)	C17—C18—C30	120.4 (3)
O5—Cl2—O8	111.1 (4)	N4—C19—C20	109.1 (2)
O7—Cl2—O8	113.1 (2)	N4—C19—H119	109.9
O6—Cl2—O8	101.6 (2)	C20—C19—H119	109.9
C7—N1—C23	118.8 (2)	N4—C19—H219	109.9
C7—N1—Fe1	117.02 (19)	C20—C19—H219	109.9
C23—N1—Fe1	124.02 (19)	H119—C19—H219	108.3
C12—N2—C8	117.8 (2)	N7—C20—C19	110.8 (2)
C12—N2—Fe1	132.56 (18)	N7—C20—H120	109.5
C8—N2—Fe1	109.59 (17)	C19—C20—H120	109.5
C18—N3—C14	117.7 (2)	N7—C20—H220	109.5
C18—N3—Fe1	132.05 (16)	C19—C20—H220	109.5
C14—N3—Fe1	109.96 (16)	H120—C20—H220	108.1
C13—N4—C19	118.4 (2)	N5—C21—C22	108.5 (2)
C13—N4—Fe1	116.54 (18)	N5—C21—H121	110.0
C19—N4—Fe1	125.01 (18)	C22—C21—H121	110.0
C1—N5—C21	118.7 (2)	N5—C21—H221	110.0
C1—N5—Fe1	117.96 (18)	C22—C21—H221	110.0
C21—N5—Fe1	123.26 (17)	H121—C21—H221	108.4
C6—N6—C2	117.8 (2)	N7—C22—C21	111.0 (2)
C6—N6—Fe1	132.33 (16)	N7—C22—H122	109.4
C2—N6—Fe1	109.80 (16)	C21—C22—H122	109.4
C24—N7—C20	117.4 (2)	N7—C22—H222	109.4
C24—N7—C22	117.2 (3)	C21—C22—H222	109.4
C20—N7—C22	116.9 (3)	H122—C22—H222	108.0
N5—C1—C2	120.4 (2)	N1—C23—C24	110.7 (2)
N5—C1—H11	119.8	N1—C23—H123	109.5
C2—C1—H11	119.8	C24—C23—H123	109.5
N6—C2—C3	122.9 (3)	N1—C23—H223	109.5
N6—C2—C1	116.4 (2)	C24—C23—H223	109.5
C3—C2—C1	120.7 (3)	H123—C23—H223	108.1
C2—C3—C4	118.5 (3)	N7—C24—C23	112.7 (2)
C2—C3—H13	120.8	N7—C24—H124	109.0
C4—C3—H13	120.8	C23—C24—H124	109.0
C5—C4—C3	119.1 (3)	N7—C24—H224	109.0
C5—C4—H14	120.4	C23—C24—H224	109.0
C3—C4—H14	120.4	H124—C24—H224	107.8
C4—C5—C6	121.0 (3)	C18—C30—H130	109.5
C4—C5—H15	119.5	C18—C30—H230	109.5
C6—C5—H15	119.5	H130—C30—H230	109.5
N6—C6—C5	120.7 (2)	C18—C30—H330	109.5
N6—C6—C31	118.6 (2)	H130—C30—H330	109.5
C5—C6—C31	120.7 (3)	H230—C30—H330	109.5
N1—C7—C8	120.5 (2)	C6—C31—H131	109.5
N1—C7—H17	119.7	C6—C31—H231	109.5
C8—C7—H17	119.7	H131—C31—H231	109.5
N2—C8—C9	122.9 (3)	C6—C31—H331	109.5
N2—C8—C7	117.1 (2)	H131—C31—H331	109.5
C9—C8—C7	120.0 (3)	H231—C31—H331	109.5
C8—C9—C10	118.4 (3)	C12—C32—H132	109.5
C8—C9—H19	120.8	C12—C32—H232	109.5
C10—C9—H19	120.8	H132—C32—H232	109.5
C11—C10—C9	118.5 (3)	C12—C32—H332	109.5
C11—C10—H110	120.8	H132—C32—H332	109.5
C9—C10—H110	120.8	H232—C32—H332	109.5

(1_330)

Crystal data

C27H33Cl2FeN7O8	Z = 4
Mr = 710.35	F(000) = 1472
Monoclinic, P21/c	Dx = 1.496 Mg m^−3
a = 10.6286 (7) Å	Mo Kα radiation, λ = 0.71073 Å
b = 19.4535 (11) Å	µ = 0.71 mm^−1
c = 15.2589 (10) Å	T = 330 K
β = 91.626 (6)°	Polyhedron, dark red
V = 3153.7 (3) Å^3	0.48 × 0.32 × 0.12 mm

Data collection

KM4_CCD_Sapphire3 diffractometer	9826 independent reflections
Radiation source: fine-focus sealed tube	4778 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.021
Detector resolution: 16.0328 pixels mm^-1	θmax = 32.8°, θmin = 2.9°
θ–scan	h = −15→15
Absorption correction: multi-scan CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.2 (release 20-01-2006 CrysAlis171 .NET) (compiled Jan 20 2006,12:36:28) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	k = −29→20
Tmin = 0.864, Tmax = 0.913	l = −22→20
27325 measured reflections

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)] = 0.051	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.162	H-atom parameters constrained
S = 1.00	w = 1/[σ^2(Fo^2) + (0.0875P)^2] where P = (Fo^2 + 2Fc^2)/3
9826 reflections	(Δ/σ)max = 0.001
409 parameters	Δρmax = 0.90 e Å^−3
0 restraints	Δρmin = −0.76 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
Fe1	0.69961 (3)	0.071182 (16)	0.74103 (2)	0.04317 (12)
Cl1	1.36123 (8)	0.31808 (4)	0.53953 (6)	0.0727 (2)
Cl2	1.22389 (9)	−0.14705 (5)	0.69166 (7)	0.0881 (3)
N1	0.6277 (2)	0.10185 (11)	0.61455 (14)	0.0591 (6)
N2	0.8444 (2)	0.15038 (10)	0.69306 (14)	0.0519 (5)
N3	0.76502 (19)	0.05309 (11)	0.88287 (13)	0.0505 (5)
N4	0.6188 (2)	0.15368 (10)	0.81151 (15)	0.0550 (5)
N5	0.56106 (19)	−0.00453 (11)	0.76475 (14)	0.0531 (5)
N6	0.7704 (2)	−0.02719 (10)	0.67259 (12)	0.0485 (5)
N7	0.4063 (2)	0.10733 (12)	0.71469 (18)	0.0719 (7)
O1	1.3230 (4)	0.30619 (19)	0.6249 (2)	0.1543 (15)
O2	1.4371 (3)	0.26463 (13)	0.5082 (2)	0.1246 (11)
O3	1.2454 (4)	0.31955 (19)	0.4888 (3)	0.1489 (13)
O7	1.1692 (4)	−0.20407 (15)	0.6517 (2)	0.1378 (12)
O5	1.2917 (7)	−0.1184 (3)	0.6363 (3)	0.286 (4)
O6	1.1357 (5)	−0.1021 (2)	0.7244 (3)	0.193 (2)
O4	1.4157 (3)	0.38241 (13)	0.5291 (3)	0.1349 (12)
O8	1.2930 (4)	−0.1628 (3)	0.7690 (2)	0.1693 (17)
C1	0.5770 (3)	−0.06345 (13)	0.7336 (2)	0.0619 (7)
H11	0.5195	−0.0981	0.7449	0.074*
C2	0.6849 (3)	−0.07807 (12)	0.67972 (18)	0.0564 (6)
C3	0.6967 (3)	−0.14090 (14)	0.6391 (2)	0.0762 (9)
H13	0.6354	−0.1746	0.6446	0.091*
C4	0.8015 (4)	−0.15254 (16)	0.5900 (2)	0.0853 (10)
H14	0.8112	−0.1941	0.5609	0.102*
C5	0.8891 (3)	−0.10347 (15)	0.5846 (2)	0.0731 (8)
H15	0.9610	−0.1116	0.5529	0.088*
C6	0.8737 (3)	−0.03979 (13)	0.62637 (17)	0.0575 (6)
C7	0.6913 (3)	0.14531 (15)	0.57336 (18)	0.0672 (8)
H17	0.6635	0.1599	0.5181	0.081*
C8	0.8086 (3)	0.17310 (13)	0.61167 (19)	0.0616 (7)
C9	0.8786 (4)	0.21912 (16)	0.5654 (2)	0.0852 (11)
H19	0.8523	0.2332	0.5095	0.102*
C10	0.9908 (4)	0.24458 (19)	0.6039 (3)	0.0957 (12)
H110	1.0403	0.2758	0.5743	0.115*
C11	1.0249 (3)	0.22251 (17)	0.6852 (3)	0.0865 (10)
H111	1.0989	0.2387	0.7118	0.104*
C12	0.9504 (3)	0.17575 (13)	0.7293 (2)	0.0621 (7)
C13	0.6472 (3)	0.15746 (15)	0.8918 (2)	0.0660 (8)
H113	0.6203	0.1949	0.9242	0.079*
C14	0.7216 (3)	0.10390 (16)	0.93479 (17)	0.0612 (7)
C15	0.7401 (3)	0.1045 (2)	1.02413 (19)	0.0762 (9)
H115	0.7100	0.1407	1.0574	0.091*
C16	0.8032 (3)	0.0515 (2)	1.0635 (2)	0.0867 (11)
H116	0.8189	0.0514	1.1238	0.104*
C17	0.8430 (3)	−0.0015 (2)	1.01281 (19)	0.0747 (9)
H117	0.8820	−0.0393	1.0390	0.090*
C18	0.8256 (2)	0.00069 (15)	0.92189 (17)	0.0577 (7)
C19	0.5284 (3)	0.20312 (14)	0.7749 (2)	0.0706 (8)
H119	0.5552	0.2184	0.7179	0.085*
H219	0.5241	0.2429	0.8130	0.085*
C20	0.4010 (3)	0.16989 (16)	0.7663 (3)	0.0769 (9)
H120	0.3708	0.1592	0.8241	0.092*
H220	0.3421	0.2017	0.7384	0.092*
C21	0.4466 (3)	0.00957 (16)	0.8141 (2)	0.0729 (8)
H121	0.4668	0.0386	0.8642	0.088*
H221	0.4113	−0.0331	0.8352	0.088*
C22	0.3516 (3)	0.04575 (17)	0.7524 (3)	0.0865 (11)
H122	0.3256	0.0146	0.7058	0.104*
H222	0.2777	0.0582	0.7847	0.104*
C23	0.5045 (4)	0.07919 (17)	0.5764 (2)	0.0799 (10)
H123	0.4965	0.0298	0.5825	0.096*
H223	0.5001	0.0902	0.5144	0.096*
C24	0.3979 (3)	0.11412 (17)	0.6219 (2)	0.0828 (10)
H124	0.3977	0.1626	0.6068	0.099*
H224	0.3188	0.0946	0.6006	0.099*
C30	0.8753 (3)	−0.05520 (15)	0.8660 (2)	0.0713 (8)
H130	0.8064	−0.0814	0.8414	0.107*
H230	0.9289	−0.0847	0.9010	0.107*
H330	0.9226	−0.0355	0.8196	0.107*
C31	0.9724 (3)	0.01409 (15)	0.6219 (2)	0.0799 (9)
H131	0.9453	0.0493	0.5816	0.120*
H231	1.0491	−0.0060	0.6023	0.120*
H331	0.9865	0.0338	0.6790	0.120*
C32	0.9918 (3)	0.15204 (18)	0.8169 (2)	0.0809 (9)
H132	0.9338	0.1679	0.8595	0.121*
H232	1.0741	0.1700	0.8307	0.121*
H332	0.9946	0.1027	0.8176	0.121*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Fe1	0.0478 (2)	0.03863 (17)	0.04322 (19)	−0.00242 (14)	0.00286 (14)	0.00061 (13)
Cl1	0.0804 (5)	0.0570 (4)	0.0819 (5)	−0.0076 (3)	0.0228 (4)	−0.0002 (3)
Cl2	0.0903 (6)	0.0721 (5)	0.1012 (7)	−0.0012 (4)	−0.0077 (5)	−0.0133 (5)
N1	0.0710 (15)	0.0530 (12)	0.0526 (13)	0.0015 (11)	−0.0076 (11)	0.0000 (10)
N2	0.0546 (13)	0.0414 (10)	0.0603 (13)	0.0013 (9)	0.0129 (10)	−0.0009 (9)
N3	0.0463 (11)	0.0607 (12)	0.0446 (11)	−0.0093 (9)	0.0051 (9)	−0.0007 (9)
N4	0.0512 (12)	0.0479 (11)	0.0663 (14)	0.0003 (9)	0.0067 (10)	−0.0061 (10)
N5	0.0443 (11)	0.0520 (12)	0.0630 (13)	−0.0038 (9)	0.0010 (10)	0.0111 (10)
N6	0.0604 (13)	0.0391 (10)	0.0459 (11)	−0.0011 (9)	−0.0011 (10)	0.0014 (8)
N7	0.0669 (16)	0.0596 (14)	0.0886 (19)	−0.0055 (12)	−0.0062 (14)	0.0114 (13)
O1	0.205 (4)	0.152 (3)	0.110 (2)	0.073 (3)	0.070 (2)	0.041 (2)
O2	0.139 (2)	0.0762 (16)	0.163 (3)	0.0177 (16)	0.081 (2)	0.0111 (16)
O3	0.129 (3)	0.161 (3)	0.156 (3)	−0.015 (2)	−0.026 (2)	−0.041 (2)
O7	0.193 (3)	0.0905 (19)	0.128 (2)	−0.043 (2)	−0.019 (2)	−0.0230 (18)
O5	0.444 (9)	0.326 (7)	0.093 (2)	−0.239 (7)	0.102 (4)	−0.069 (3)
O6	0.210 (4)	0.188 (4)	0.177 (4)	0.100 (4)	−0.041 (3)	−0.064 (3)
O4	0.119 (2)	0.0703 (17)	0.218 (4)	−0.0211 (16)	0.035 (2)	−0.0040 (19)
O8	0.171 (4)	0.218 (4)	0.116 (3)	0.051 (3)	−0.051 (3)	−0.036 (3)
C1	0.0558 (16)	0.0488 (15)	0.0806 (19)	−0.0134 (12)	−0.0089 (14)	0.0109 (13)
C2	0.0631 (16)	0.0450 (13)	0.0603 (15)	−0.0042 (12)	−0.0110 (13)	0.0010 (11)
C3	0.088 (2)	0.0440 (14)	0.096 (2)	−0.0087 (14)	−0.0103 (19)	−0.0130 (15)
C4	0.109 (3)	0.0564 (18)	0.090 (2)	0.0036 (18)	−0.004 (2)	−0.0258 (17)
C5	0.095 (2)	0.0576 (17)	0.0675 (19)	0.0159 (17)	0.0118 (17)	−0.0092 (14)
C6	0.0728 (18)	0.0482 (14)	0.0516 (15)	0.0065 (13)	0.0053 (13)	−0.0005 (11)
C7	0.092 (2)	0.0624 (16)	0.0470 (14)	0.0097 (16)	0.0017 (15)	0.0088 (13)
C8	0.0794 (19)	0.0471 (14)	0.0595 (16)	0.0059 (13)	0.0219 (15)	0.0056 (12)
C9	0.113 (3)	0.0632 (18)	0.081 (2)	0.0067 (19)	0.039 (2)	0.0165 (16)
C10	0.106 (3)	0.068 (2)	0.115 (3)	−0.015 (2)	0.048 (3)	0.012 (2)
C11	0.073 (2)	0.068 (2)	0.120 (3)	−0.0160 (16)	0.031 (2)	−0.007 (2)
C12	0.0546 (15)	0.0480 (14)	0.085 (2)	−0.0024 (12)	0.0189 (14)	−0.0070 (13)
C13	0.0594 (17)	0.0685 (18)	0.0709 (19)	−0.0043 (14)	0.0164 (15)	−0.0244 (15)
C14	0.0490 (15)	0.0834 (19)	0.0518 (15)	−0.0110 (14)	0.0128 (12)	−0.0136 (14)
C15	0.0575 (17)	0.124 (3)	0.0479 (16)	−0.0121 (18)	0.0106 (14)	−0.0188 (17)
C16	0.0584 (19)	0.158 (4)	0.0440 (16)	−0.021 (2)	0.0064 (14)	−0.002 (2)
C17	0.0565 (17)	0.112 (3)	0.0555 (17)	−0.0132 (17)	−0.0039 (14)	0.0173 (18)
C18	0.0456 (14)	0.0745 (18)	0.0527 (14)	−0.0133 (13)	−0.0027 (11)	0.0105 (13)
C19	0.0658 (18)	0.0464 (14)	0.100 (2)	0.0103 (13)	0.0088 (16)	−0.0039 (15)
C20	0.0598 (18)	0.0641 (18)	0.107 (3)	0.0137 (15)	0.0087 (17)	0.0053 (17)
C21	0.0582 (17)	0.0647 (17)	0.097 (2)	−0.0043 (14)	0.0217 (16)	0.0192 (16)
C22	0.0502 (17)	0.069 (2)	0.140 (3)	−0.0061 (15)	0.0032 (18)	0.022 (2)
C23	0.101 (3)	0.075 (2)	0.0618 (18)	−0.0094 (18)	−0.0324 (18)	−0.0011 (15)
C24	0.073 (2)	0.073 (2)	0.101 (3)	0.0026 (17)	−0.0307 (19)	0.0151 (18)
C30	0.073 (2)	0.0676 (18)	0.0725 (19)	0.0057 (15)	−0.0145 (16)	0.0136 (15)
C31	0.083 (2)	0.0560 (17)	0.103 (2)	0.0025 (15)	0.0422 (19)	−0.0033 (16)
C32	0.0623 (19)	0.087 (2)	0.094 (2)	−0.0129 (16)	−0.0040 (17)	−0.0008 (19)

Geometric parameters (Å, º)

Fe1—N5	2.121 (2)	C9—C10	1.404 (6)
Fe1—N4	2.127 (2)	C9—H19	0.9300
Fe1—N1	2.140 (2)	C10—C11	1.352 (6)
Fe1—N3	2.282 (2)	C10—H110	0.9300
Fe1—N2	2.311 (2)	C11—C12	1.392 (4)
Fe1—N6	2.3160 (19)	C11—H111	0.9300
Cl1—O4	1.390 (3)	C12—C32	1.469 (5)
Cl1—O1	1.395 (3)	C13—C14	1.453 (4)
Cl1—O2	1.408 (3)	C13—H113	0.9300
Cl1—O3	1.435 (4)	C14—C15	1.372 (4)
Cl2—O5	1.256 (4)	C15—C16	1.360 (5)
Cl2—O6	1.386 (4)	C15—H115	0.9300
Cl2—O7	1.386 (3)	C16—C17	1.363 (5)
Cl2—O8	1.406 (3)	C16—H116	0.9300
N1—C7	1.261 (4)	C17—C18	1.395 (4)
N1—C23	1.485 (4)	C17—H117	0.9300
N2—C12	1.336 (4)	C18—C30	1.488 (4)
N2—C8	1.362 (4)	C19—C20	1.503 (4)
N3—C18	1.337 (3)	C19—H119	0.9700
N3—C14	1.356 (3)	C19—H219	0.9700
N4—C13	1.256 (4)	C20—H120	0.9700
N4—C19	1.459 (4)	C20—H220	0.9700
N5—C1	1.254 (3)	C21—C22	1.531 (4)
N5—C21	1.474 (4)	C21—H121	0.9700
N6—C6	1.344 (3)	C21—H221	0.9700
N6—C2	1.351 (3)	C22—H122	0.9700
N7—C24	1.423 (4)	C22—H222	0.9700
N7—C20	1.451 (4)	C23—C24	1.507 (5)
N7—C22	1.457 (4)	C23—H123	0.9700
C1—C2	1.457 (4)	C23—H223	0.9700
C1—H11	0.9300	C24—H124	0.9700
C2—C3	1.378 (4)	C24—H224	0.9700
C3—C4	1.379 (5)	C30—H130	0.9600
C3—H13	0.9300	C30—H230	0.9600
C4—C5	1.337 (5)	C30—H330	0.9600
C4—H14	0.9300	C31—H131	0.9600
C5—C6	1.405 (4)	C31—H231	0.9600
C5—H15	0.9300	C31—H331	0.9600
C6—C31	1.486 (4)	C32—H132	0.9600
C7—C8	1.465 (4)	C32—H232	0.9600
C7—H17	0.9300	C32—H332	0.9600
C8—C9	1.373 (4)
N5—Fe1—N4	98.36 (8)	C10—C11—C12	120.6 (4)
N5—Fe1—N1	96.63 (9)	C10—C11—H111	119.7
N4—Fe1—N1	96.12 (9)	C12—C11—H111	119.7
N5—Fe1—N3	85.72 (8)	N2—C12—C11	121.7 (3)
N4—Fe1—N3	75.72 (8)	N2—C12—C32	119.2 (2)
N1—Fe1—N3	171.77 (8)	C11—C12—C32	119.0 (3)
N5—Fe1—N2	171.36 (8)	N4—C13—C14	120.7 (2)
N4—Fe1—N2	86.52 (8)	N4—C13—H113	119.6
N1—Fe1—N2	75.67 (9)	C14—C13—H113	119.6
N3—Fe1—N2	102.45 (8)	N3—C14—C15	123.0 (3)
N5—Fe1—N6	74.89 (8)	N3—C14—C13	116.7 (2)
N4—Fe1—N6	173.07 (8)	C15—C14—C13	120.2 (3)
N1—Fe1—N6	86.33 (8)	C16—C15—C14	119.1 (3)
N3—Fe1—N6	101.89 (7)	C16—C15—H115	120.4
N2—Fe1—N6	100.38 (7)	C14—C15—H115	120.4
O4—Cl1—O1	113.0 (3)	C15—C16—C17	118.7 (3)
O4—Cl1—O2	112.42 (18)	C15—C16—H116	120.7
O1—Cl1—O2	112.33 (18)	C17—C16—H116	120.7
O4—Cl1—O3	105.9 (2)	C16—C17—C18	120.5 (3)
O1—Cl1—O3	103.8 (3)	C16—C17—H117	119.8
O2—Cl1—O3	108.8 (2)	C18—C17—H117	119.8
O5—Cl2—O6	111.7 (5)	N3—C18—C17	121.0 (3)
O5—Cl2—O7	107.5 (3)	N3—C18—C30	118.5 (2)
O6—Cl2—O7	112.6 (3)	C17—C18—C30	120.6 (3)
O5—Cl2—O8	111.4 (4)	N4—C19—C20	109.4 (2)
O6—Cl2—O8	100.2 (3)	N4—C19—H119	109.8
O7—Cl2—O8	113.4 (3)	C20—C19—H119	109.8
C7—N1—C23	118.9 (3)	N4—C19—H219	109.8
C7—N1—Fe1	117.0 (2)	C20—C19—H219	109.8
C23—N1—Fe1	124.0 (2)	H119—C19—H219	108.2
C12—N2—C8	117.9 (2)	N7—C20—C19	111.1 (2)
C12—N2—Fe1	132.59 (19)	N7—C20—H120	109.4
C8—N2—Fe1	109.51 (18)	C19—C20—H120	109.4
C18—N3—C14	117.6 (2)	N7—C20—H220	109.4
C18—N3—Fe1	132.08 (18)	C19—C20—H220	109.4
C14—N3—Fe1	110.01 (18)	H120—C20—H220	108.0
C13—N4—C19	118.2 (2)	N5—C21—C22	108.1 (3)
C13—N4—Fe1	116.63 (19)	N5—C21—H121	110.1
C19—N4—Fe1	125.1 (2)	C22—C21—H121	110.1
C1—N5—C21	119.1 (2)	N5—C21—H221	110.1
C1—N5—Fe1	117.90 (19)	C22—C21—H221	110.1
C21—N5—Fe1	123.02 (18)	H121—C21—H221	108.4
C6—N6—C2	118.1 (2)	N7—C22—C21	111.0 (2)
C6—N6—Fe1	131.92 (17)	N7—C22—H122	109.4
C2—N6—Fe1	109.94 (17)	C21—C22—H122	109.4
C24—N7—C20	117.4 (3)	N7—C22—H222	109.4
C24—N7—C22	117.1 (3)	C21—C22—H222	109.4
C20—N7—C22	116.9 (3)	H122—C22—H222	108.0
N5—C1—C2	120.6 (2)	N1—C23—C24	110.6 (3)
N5—C1—H11	119.7	N1—C23—H123	109.5
C2—C1—H11	119.7	C24—C23—H123	109.5
N6—C2—C3	122.9 (3)	N1—C23—H223	109.5
N6—C2—C1	116.4 (2)	C24—C23—H223	109.5
C3—C2—C1	120.7 (3)	H123—C23—H223	108.1
C2—C3—C4	118.4 (3)	N7—C24—C23	113.0 (3)
C2—C3—H13	120.8	N7—C24—H124	109.0
C4—C3—H13	120.8	C23—C24—H124	109.0
C5—C4—C3	119.4 (3)	N7—C24—H224	109.0
C5—C4—H14	120.3	C23—C24—H224	109.0
C3—C4—H14	120.3	H124—C24—H224	107.8
C4—C5—C6	120.8 (3)	C18—C30—H130	109.5
C4—C5—H15	119.6	C18—C30—H230	109.5
C6—C5—H15	119.6	H130—C30—H230	109.5
N6—C6—C5	120.4 (3)	C18—C30—H330	109.5
N6—C6—C31	118.9 (2)	H130—C30—H330	109.5
C5—C6—C31	120.7 (3)	H230—C30—H330	109.5
N1—C7—C8	120.7 (3)	C6—C31—H131	109.5
N1—C7—H17	119.6	C6—C31—H231	109.5
C8—C7—H17	119.6	H131—C31—H231	109.5
N2—C8—C9	122.7 (3)	C6—C31—H331	109.5
N2—C8—C7	117.2 (2)	H131—C31—H331	109.5
C9—C8—C7	120.2 (3)	H231—C31—H331	109.5
C8—C9—C10	118.7 (3)	C12—C32—H132	109.5
C8—C9—H19	120.6	C12—C32—H232	109.5
C10—C9—H19	120.6	H132—C32—H232	109.5
C11—C10—C9	118.3 (3)	C12—C32—H332	109.5
C11—C10—H110	120.8	H132—C32—H332	109.5
C9—C10—H110	120.8	H232—C32—H332	109.5

(1-Zn_80)

Crystal data

C27H33Cl2N7O8Zn	Z = 4
Mr = 719.87	F(000) = 1488
Monoclinic, P21/c	Dx = 1.590 Mg m^−3
a = 10.3736 (3) Å	Mo Kα radiation, λ = 0.71073 Å
b = 19.1884 (5) Å	µ = 1.06 mm^−1
c = 15.1122 (4) Å	T = 80 K
β = 91.885 (2)°	Polyhedron, yellow
V = 3006.50 (14) Å^3	0.32 × 0.26 × 0.12 mm

Data collection

KM4_CCD_Sapphire3 diffractometer	10191 independent reflections
Radiation source: fine-focus sealed tube	7979 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.022
Detector resolution: 16.0328 pixels mm^-1	θmax = 32.9°, θmin = 2.9°
θ–scan	h = −15→15
Absorption correction: multi-scan CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.2 (release 20-01-2006 CrysAlis171 .NET) (compiled Jan 20 2006,12:36:28) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	k = −27→28
Tmin = 0.854, Tmax = 0.885	l = −13→22
29446 measured reflections

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)] = 0.027	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.075	H-atom parameters constrained
S = 1.00	w = 1/[σ^2(Fo^2) + (0.048P)^2] where P = (Fo^2 + 2Fc^2)/3
10191 reflections	(Δ/σ)max = 0.003
409 parameters	Δρmax = 0.82 e Å^−3
0 restraints	Δρmin = −0.58 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
Zn1	0.696736 (13)	0.070108 (7)	0.739268 (8)	0.01181 (4)
Cl1	1.36342 (3)	0.318031 (15)	0.538044 (19)	0.01667 (6)
Cl2	1.22191 (3)	−0.148394 (16)	0.701286 (19)	0.01827 (6)
N1	0.61580 (10)	0.09994 (5)	0.61280 (7)	0.01575 (19)
N2	0.84350 (10)	0.14809 (5)	0.68757 (7)	0.01448 (19)
N3	0.77184 (10)	0.04992 (5)	0.88201 (6)	0.01396 (18)
N4	0.62053 (10)	0.15342 (5)	0.81132 (7)	0.01457 (19)
N5	0.55877 (10)	−0.00634 (5)	0.76543 (7)	0.01439 (19)
N6	0.77469 (10)	−0.02906 (5)	0.67052 (6)	0.01338 (18)
N7	0.39497 (10)	0.10727 (5)	0.71925 (7)	0.0176 (2)
O1	1.33870 (11)	0.30448 (6)	0.62971 (6)	0.0290 (2)
O2	1.43859 (9)	0.26123 (5)	0.50304 (6)	0.0245 (2)
O3	1.24223 (9)	0.32243 (5)	0.48854 (6)	0.0235 (2)
O4	1.43240 (10)	0.38247 (5)	0.52972 (7)	0.0284 (2)
O5	1.29961 (15)	−0.11346 (8)	0.63813 (8)	0.0593 (4)
O6	1.12294 (12)	−0.10253 (7)	0.72786 (8)	0.0468 (3)
O7	1.16808 (13)	−0.20952 (6)	0.66083 (7)	0.0382 (3)
O8	1.30168 (12)	−0.16560 (7)	0.77759 (7)	0.0392 (3)
C1	0.57528 (12)	−0.06684 (6)	0.73350 (8)	0.0161 (2)
H11	0.5161	−0.1031	0.7456	0.019*
C2	0.68643 (12)	−0.08068 (6)	0.67770 (8)	0.0146 (2)
C3	0.69752 (13)	−0.14506 (6)	0.63774 (9)	0.0190 (2)
H13	0.6324	−0.1794	0.6436	0.023*
C4	0.80600 (13)	−0.15857 (7)	0.58870 (9)	0.0205 (2)
H14	0.8164	−0.2022	0.5600	0.025*
C5	0.89767 (13)	−0.10714 (6)	0.58284 (8)	0.0178 (2)
H15	0.9733	−0.1154	0.5507	0.021*
C6	0.88016 (12)	−0.04256 (6)	0.62405 (7)	0.0147 (2)
C7	0.68116 (13)	0.14306 (6)	0.56890 (8)	0.0177 (2)
H17	0.6507	0.1576	0.5118	0.021*
C8	0.80412 (12)	0.17073 (6)	0.60608 (8)	0.0161 (2)
C9	0.87419 (14)	0.21741 (7)	0.55664 (9)	0.0214 (3)
H19	0.8445	0.2309	0.4990	0.026*
C10	0.98841 (14)	0.24389 (7)	0.59296 (10)	0.0243 (3)
H110	1.0385	0.2760	0.5608	0.029*
C11	1.02774 (13)	0.22264 (7)	0.67659 (9)	0.0225 (3)
H111	1.1050	0.2407	0.7030	0.027*
C12	0.95388 (12)	0.17428 (6)	0.72289 (8)	0.0171 (2)
C13	0.65479 (12)	0.15772 (7)	0.89249 (8)	0.0176 (2)
H113	0.6308	0.1973	0.9259	0.021*
C14	0.73112 (12)	0.10204 (7)	0.93506 (8)	0.0165 (2)
C15	0.75138 (12)	0.10281 (7)	1.02606 (8)	0.0201 (3)
H115	0.7244	0.1413	1.0604	0.024*
C16	0.81197 (12)	0.04604 (8)	1.06571 (8)	0.0215 (3)
H116	0.8281	0.0449	1.1279	0.026*
C17	0.84847 (12)	−0.00875 (7)	1.01337 (8)	0.0200 (2)
H117	0.8862	−0.0491	1.0398	0.024*
C18	0.83010 (11)	−0.00524 (7)	0.92082 (8)	0.0158 (2)
C19	0.52833 (12)	0.20458 (6)	0.77552 (8)	0.0172 (2)
H119	0.5528	0.2191	0.7155	0.021*
H219	0.5278	0.2464	0.8139	0.021*
C20	0.39480 (12)	0.17071 (6)	0.77171 (9)	0.0181 (2)
H120	0.3685	0.1597	0.8325	0.022*
H220	0.3312	0.2039	0.7455	0.022*
C21	0.44390 (12)	0.00665 (7)	0.81718 (9)	0.0181 (2)
H121	0.4672	0.0354	0.8697	0.022*
H221	0.4081	−0.0381	0.8379	0.022*
C22	0.34316 (12)	0.04479 (7)	0.75855 (9)	0.0205 (2)
H122	0.3117	0.0130	0.7109	0.025*
H222	0.2687	0.0575	0.7946	0.025*
C23	0.48993 (13)	0.07726 (7)	0.57661 (8)	0.0200 (2)
H123	0.4808	0.0263	0.5843	0.024*
H223	0.4834	0.0877	0.5125	0.024*
C24	0.38216 (13)	0.11494 (7)	0.62425 (8)	0.0204 (2)
H124	0.3840	0.1651	0.6090	0.025*
H224	0.2977	0.0960	0.6035	0.025*
C30	0.87688 (13)	−0.06304 (7)	0.86433 (8)	0.0182 (2)
H130	0.8032	−0.0905	0.8419	0.027*
H230	0.9353	−0.0931	0.8995	0.027*
H330	0.9230	−0.0436	0.8144	0.027*
C31	0.98181 (13)	0.01259 (7)	0.61868 (9)	0.0202 (2)
H131	0.9491	0.0512	0.5819	0.030*
H231	1.0588	−0.0071	0.5923	0.030*
H331	1.0041	0.0298	0.6783	0.030*
C32	0.99838 (13)	0.15021 (7)	0.81299 (9)	0.0208 (2)
H132	0.9447	0.1716	0.8577	0.031*
H232	1.0885	0.1639	0.8238	0.031*
H332	0.9910	0.0994	0.8164	0.031*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.01317 (7)	0.01042 (6)	0.01192 (6)	−0.00038 (5)	0.00165 (4)	0.00019 (5)
Cl1	0.01899 (14)	0.01253 (12)	0.01873 (13)	−0.00094 (10)	0.00417 (10)	0.00044 (10)
Cl2	0.02181 (14)	0.01775 (13)	0.01518 (12)	0.00181 (11)	−0.00037 (10)	−0.00187 (10)
N1	0.0188 (5)	0.0137 (5)	0.0147 (4)	0.0021 (4)	0.0001 (4)	−0.0014 (4)
N2	0.0165 (5)	0.0105 (4)	0.0167 (4)	0.0018 (4)	0.0048 (4)	0.0001 (4)
N3	0.0121 (4)	0.0171 (5)	0.0128 (4)	−0.0023 (4)	0.0016 (3)	−0.0001 (4)
N4	0.0136 (5)	0.0124 (4)	0.0179 (5)	−0.0006 (4)	0.0037 (4)	−0.0012 (4)
N5	0.0132 (4)	0.0140 (4)	0.0160 (4)	0.0007 (4)	0.0009 (4)	0.0030 (4)
N6	0.0160 (5)	0.0112 (4)	0.0130 (4)	−0.0002 (4)	0.0004 (4)	0.0007 (3)
N7	0.0190 (5)	0.0130 (5)	0.0206 (5)	−0.0015 (4)	−0.0008 (4)	0.0026 (4)
O1	0.0401 (6)	0.0288 (5)	0.0185 (5)	0.0100 (5)	0.0066 (4)	0.0039 (4)
O2	0.0270 (5)	0.0161 (4)	0.0310 (5)	0.0027 (4)	0.0124 (4)	−0.0004 (4)
O3	0.0214 (5)	0.0233 (5)	0.0257 (5)	−0.0021 (4)	−0.0011 (4)	−0.0015 (4)
O4	0.0247 (5)	0.0156 (5)	0.0450 (6)	−0.0068 (4)	0.0032 (4)	−0.0016 (4)
O5	0.0793 (10)	0.0776 (11)	0.0221 (6)	−0.0468 (8)	0.0161 (6)	−0.0094 (6)
O6	0.0423 (7)	0.0537 (8)	0.0433 (7)	0.0300 (6)	−0.0171 (6)	−0.0249 (6)
O7	0.0668 (8)	0.0201 (5)	0.0276 (5)	−0.0130 (5)	−0.0005 (5)	−0.0074 (4)
O8	0.0461 (7)	0.0486 (7)	0.0222 (5)	0.0250 (6)	−0.0103 (5)	−0.0080 (5)
C1	0.0136 (5)	0.0142 (5)	0.0202 (5)	−0.0012 (4)	−0.0010 (4)	0.0030 (4)
C2	0.0155 (5)	0.0124 (5)	0.0157 (5)	0.0002 (4)	−0.0016 (4)	0.0012 (4)
C3	0.0212 (6)	0.0124 (5)	0.0232 (6)	−0.0023 (5)	−0.0013 (5)	−0.0010 (4)
C4	0.0269 (7)	0.0130 (5)	0.0214 (6)	0.0017 (5)	−0.0004 (5)	−0.0045 (4)
C5	0.0225 (6)	0.0145 (5)	0.0165 (5)	0.0023 (5)	0.0020 (5)	−0.0017 (4)
C6	0.0174 (5)	0.0129 (5)	0.0138 (5)	0.0014 (4)	0.0016 (4)	0.0010 (4)
C7	0.0252 (6)	0.0148 (5)	0.0131 (5)	0.0044 (5)	0.0018 (4)	0.0006 (4)
C8	0.0218 (6)	0.0119 (5)	0.0150 (5)	0.0022 (4)	0.0065 (4)	0.0009 (4)
C9	0.0296 (7)	0.0140 (5)	0.0213 (6)	0.0029 (5)	0.0119 (5)	0.0035 (5)
C10	0.0275 (7)	0.0152 (6)	0.0311 (7)	−0.0016 (5)	0.0156 (6)	0.0023 (5)
C11	0.0187 (6)	0.0159 (6)	0.0335 (7)	−0.0021 (5)	0.0090 (5)	−0.0014 (5)
C12	0.0166 (6)	0.0120 (5)	0.0229 (6)	0.0011 (4)	0.0058 (5)	−0.0014 (4)
C13	0.0154 (5)	0.0186 (6)	0.0192 (5)	−0.0019 (5)	0.0039 (4)	−0.0049 (4)
C14	0.0138 (5)	0.0202 (6)	0.0157 (5)	−0.0031 (4)	0.0026 (4)	−0.0032 (4)
C15	0.0160 (6)	0.0299 (7)	0.0147 (5)	−0.0063 (5)	0.0034 (4)	−0.0054 (5)
C16	0.0156 (6)	0.0367 (8)	0.0123 (5)	−0.0072 (5)	0.0006 (4)	0.0011 (5)
C17	0.0155 (6)	0.0281 (7)	0.0162 (5)	−0.0046 (5)	−0.0017 (4)	0.0053 (5)
C18	0.0119 (5)	0.0190 (6)	0.0166 (5)	−0.0034 (4)	−0.0003 (4)	0.0023 (4)
C19	0.0177 (6)	0.0115 (5)	0.0225 (6)	0.0026 (4)	0.0035 (5)	−0.0001 (4)
C20	0.0162 (6)	0.0150 (5)	0.0230 (6)	0.0027 (4)	0.0027 (5)	0.0011 (5)
C21	0.0147 (5)	0.0166 (5)	0.0234 (6)	0.0013 (5)	0.0063 (4)	0.0049 (5)
C22	0.0134 (5)	0.0164 (6)	0.0320 (7)	−0.0008 (5)	0.0026 (5)	0.0050 (5)
C23	0.0239 (6)	0.0186 (6)	0.0170 (5)	−0.0002 (5)	−0.0055 (5)	−0.0008 (4)
C24	0.0200 (6)	0.0184 (6)	0.0225 (6)	0.0014 (5)	−0.0056 (5)	0.0020 (5)
C30	0.0187 (6)	0.0179 (6)	0.0179 (5)	0.0002 (5)	−0.0021 (4)	0.0025 (4)
C31	0.0204 (6)	0.0146 (5)	0.0261 (6)	−0.0007 (5)	0.0096 (5)	−0.0022 (5)
C32	0.0163 (6)	0.0202 (6)	0.0259 (6)	−0.0022 (5)	−0.0008 (5)	0.0004 (5)

Geometric parameters (Å, º)

Zn1—N5	2.0961 (10)	C9—C10	1.386 (2)
Zn1—N4	2.1030 (10)	C9—H19	0.9500
Zn1—N1	2.1400 (10)	C10—C11	1.377 (2)
Zn1—N2	2.2904 (10)	C10—H110	0.9500
Zn1—N3	2.3021 (10)	C11—C12	1.4045 (18)
Zn1—N6	2.3258 (10)	C11—H111	0.9500
Cl1—O4	1.4362 (10)	C12—C32	1.4964 (18)
Cl1—O1	1.4408 (10)	C13—C14	1.4660 (18)
Cl1—O3	1.4441 (10)	C13—H113	0.9500
Cl1—O2	1.4503 (9)	C14—C15	1.3844 (17)
Cl2—O6	1.4201 (11)	C15—C16	1.384 (2)
Cl2—O7	1.4278 (11)	C15—H115	0.9500
Cl2—O5	1.4354 (12)	C16—C17	1.3764 (19)
Cl2—O8	1.4355 (11)	C16—H116	0.9500
N1—C7	1.2705 (16)	C17—C18	1.4070 (16)
N1—C23	1.4651 (17)	C17—H117	0.9500
N2—C12	1.3448 (16)	C18—C30	1.4904 (17)
N2—C8	1.3561 (16)	C19—C20	1.5295 (17)
N3—C18	1.3440 (16)	C19—H119	0.9900
N3—C14	1.3577 (16)	C19—H219	0.9900
N4—C13	1.2685 (16)	C20—H120	0.9900
N4—C19	1.4619 (15)	C20—H220	0.9900
N5—C1	1.2709 (15)	C21—C22	1.5334 (18)
N5—C21	1.4680 (15)	C21—H121	0.9900
N6—C6	1.3446 (15)	C21—H221	0.9900
N6—C2	1.3556 (15)	C22—H122	0.9900
N7—C24	1.4449 (16)	C22—H222	0.9900
N7—C22	1.4491 (16)	C23—C24	1.5309 (19)
N7—C20	1.4528 (16)	C23—H123	0.9900
C1—C2	1.4747 (17)	C23—H223	0.9900
C1—H11	0.9500	C24—H124	0.9900
C2—C3	1.3816 (17)	C24—H224	0.9900
C3—C4	1.3921 (19)	C30—H130	0.9800
C3—H13	0.9500	C30—H230	0.9800
C4—C5	1.3753 (18)	C30—H330	0.9800
C4—H14	0.9500	C31—H131	0.9800
C5—C6	1.4014 (17)	C31—H231	0.9800
C5—H15	0.9500	C31—H331	0.9800
C6—C31	1.4980 (17)	C32—H132	0.9800
C7—C8	1.4756 (18)	C32—H232	0.9800
C7—H17	0.9500	C32—H332	0.9800
C8—C9	1.3872 (17)
N5—Zn1—N4	99.42 (4)	C10—C11—C12	120.19 (13)
N5—Zn1—N1	96.05 (4)	C10—C11—H111	119.9
N4—Zn1—N1	96.66 (4)	C12—C11—H111	119.9
N5—Zn1—N2	170.83 (4)	N2—C12—C11	121.37 (12)
N4—Zn1—N2	86.87 (4)	N2—C12—C32	118.62 (11)
N1—Zn1—N2	76.48 (4)	C11—C12—C32	120.01 (12)
N5—Zn1—N3	85.28 (4)	N4—C13—C14	120.47 (11)
N4—Zn1—N3	76.36 (4)	N4—C13—H113	119.8
N1—Zn1—N3	173.01 (4)	C14—C13—H113	119.8
N2—Zn1—N3	102.78 (4)	N3—C14—C15	123.67 (12)
N5—Zn1—N6	76.19 (4)	N3—C14—C13	116.85 (10)
N4—Zn1—N6	174.46 (4)	C15—C14—C13	119.36 (11)
N1—Zn1—N6	87.24 (4)	C16—C15—C14	118.27 (12)
N2—Zn1—N6	97.90 (3)	C16—C15—H115	120.9
N3—Zn1—N6	99.73 (4)	C14—C15—H115	120.9
O4—Cl1—O1	110.15 (7)	C17—C16—C15	118.82 (11)
O4—Cl1—O3	109.39 (6)	C17—C16—H116	120.6
O1—Cl1—O3	109.22 (6)	C15—C16—H116	120.6
O4—Cl1—O2	109.86 (6)	C16—C17—C18	120.26 (12)
O1—Cl1—O2	109.27 (6)	C16—C17—H117	119.9
O3—Cl1—O2	108.92 (6)	C18—C17—H117	119.9
O6—Cl2—O7	110.73 (8)	N3—C18—C17	121.04 (12)
O6—Cl2—O5	109.00 (10)	N3—C18—C30	119.10 (10)
O7—Cl2—O5	108.61 (7)	C17—C18—C30	119.85 (11)
O6—Cl2—O8	108.56 (7)	N4—C19—C20	108.01 (10)
O7—Cl2—O8	111.23 (8)	N4—C19—H119	110.1
O5—Cl2—O8	108.66 (9)	C20—C19—H119	110.1
C7—N1—C23	118.87 (11)	N4—C19—H219	110.1
C7—N1—Zn1	116.12 (9)	C20—C19—H219	110.1
C23—N1—Zn1	124.93 (8)	H119—C19—H219	108.4
C12—N2—C8	117.89 (10)	N7—C20—C19	111.06 (10)
C12—N2—Zn1	132.51 (8)	N7—C20—H120	109.4
C8—N2—Zn1	109.59 (8)	C19—C20—H120	109.4
C18—N3—C14	117.81 (10)	N7—C20—H220	109.4
C18—N3—Zn1	132.44 (8)	C19—C20—H220	109.4
C14—N3—Zn1	109.10 (8)	H120—C20—H220	108.0
C13—N4—C19	118.24 (10)	N5—C21—C22	108.84 (10)
C13—N4—Zn1	116.87 (9)	N5—C21—H121	109.9
C19—N4—Zn1	124.85 (8)	C22—C21—H121	109.9
C1—N5—C21	118.64 (10)	N5—C21—H221	109.9
C1—N5—Zn1	117.79 (8)	C22—C21—H221	109.9
C21—N5—Zn1	123.56 (8)	H121—C21—H221	108.3
C6—N6—C2	117.67 (10)	N7—C22—C21	112.13 (10)
C6—N6—Zn1	133.77 (8)	N7—C22—H122	109.2
C2—N6—Zn1	108.44 (7)	C21—C22—H122	109.2
C24—N7—C22	117.93 (10)	N7—C22—H222	109.2
C24—N7—C20	117.07 (10)	C21—C22—H222	109.2
C22—N7—C20	117.54 (11)	H122—C22—H222	107.9
N5—C1—C2	119.95 (11)	N1—C23—C24	109.86 (10)
N5—C1—H11	120.0	N1—C23—H123	109.7
C2—C1—H11	120.0	C24—C23—H123	109.7
N6—C2—C3	123.52 (11)	N1—C23—H223	109.7
N6—C2—C1	117.20 (10)	C24—C23—H223	109.7
C3—C2—C1	119.26 (11)	H123—C23—H223	108.2
C2—C3—C4	118.66 (12)	N7—C24—C23	111.99 (10)
C2—C3—H13	120.7	N7—C24—H124	109.2
C4—C3—H13	120.7	C23—C24—H124	109.2
C5—C4—C3	118.26 (12)	N7—C24—H224	109.2
C5—C4—H14	120.9	C23—C24—H224	109.2
C3—C4—H14	120.9	H124—C24—H224	107.9
C4—C5—C6	120.39 (12)	C18—C30—H130	109.5
C4—C5—H15	119.8	C18—C30—H230	109.5
C6—C5—H15	119.8	H130—C30—H230	109.5
N6—C6—C5	121.48 (11)	C18—C30—H330	109.5
N6—C6—C31	118.58 (10)	H130—C30—H330	109.5
C5—C6—C31	119.92 (11)	H230—C30—H330	109.5
N1—C7—C8	120.33 (11)	C6—C31—H131	109.5
N1—C7—H17	119.8	C6—C31—H231	109.5
C8—C7—H17	119.8	H131—C31—H231	109.5
N2—C8—C9	123.25 (12)	C6—C31—H331	109.5
N2—C8—C7	117.47 (10)	H131—C31—H331	109.5
C9—C8—C7	119.27 (11)	H231—C31—H331	109.5
C10—C9—C8	118.67 (13)	C12—C32—H132	109.5
C10—C9—H19	120.7	C12—C32—H232	109.5
C8—C9—H19	120.7	H132—C32—H232	109.5
C11—C10—C9	118.59 (12)	C12—C32—H332	109.5
C11—C10—H110	120.7	H132—C32—H332	109.5
C9—C10—H110	120.7	H232—C32—H332	109.5

(1-Zn_130)

Crystal data

C27H33Cl2N7O8Zn	Z = 4
Mr = 719.87	F(000) = 1488
Monoclinic, P21/c	Dx = 1.579 Mg m^−3
a = 10.4189 (3) Å	Mo Kα radiation, λ = 0.71073 Å
b = 19.2284 (5) Å	µ = 1.05 mm^−1
c = 15.1216 (4) Å	T = 130 K
β = 91.726 (2)°	Polyhedron, yellow
V = 3028.07 (14) Å^3	0.32 × 0.26 × 0.12 mm

Data collection

KM4_CCD_Sapphire3 diffractometer	10213 independent reflections
Radiation source: fine-focus sealed tube	7555 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.023
Detector resolution: 16.0328 pixels mm^-1	θmax = 32.9°, θmin = 2.9°
θ–scan	h = −15→15
Absorption correction: multi-scan CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.2 (release 20-01-2006 CrysAlis171 .NET) (compiled Jan 20 2006,12:36:28) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	k = −27→28
Tmin = 0.838, Tmax = 0.880	l = −12→22
29476 measured reflections

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)] = 0.029	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.079	H-atom parameters constrained
S = 1.00	w = 1/[σ^2(Fo^2) + (0.047P)^2] where P = (Fo^2 + 2Fc^2)/3
10213 reflections	(Δ/σ)max = 0.003
409 parameters	Δρmax = 0.72 e Å^−3
0 restraints	Δρmin = −0.58 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
Zn1	0.696547 (14)	0.070396 (7)	0.739563 (9)	0.01699 (4)
Cl1	1.36244 (3)	0.318225 (17)	0.53835 (2)	0.02520 (7)
Cl2	1.22258 (3)	−0.148792 (18)	0.70021 (2)	0.02725 (8)
N1	0.61826 (11)	0.10036 (6)	0.61307 (7)	0.0224 (2)
N2	0.84429 (11)	0.14844 (5)	0.68854 (7)	0.0204 (2)
N3	0.77071 (10)	0.05050 (6)	0.88232 (7)	0.0200 (2)
N4	0.61993 (11)	0.15344 (6)	0.81141 (7)	0.0211 (2)
N5	0.55943 (10)	−0.00617 (6)	0.76509 (7)	0.0203 (2)
N6	0.77493 (10)	−0.02875 (5)	0.67074 (7)	0.0187 (2)
N7	0.39687 (11)	0.10701 (6)	0.71846 (8)	0.0254 (2)
O1	1.33655 (13)	0.30491 (7)	0.62950 (7)	0.0441 (3)
O2