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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 Å3 during the spin crossover process. Magnetic susceptibility and Mössbauer spectroscopy studies performed on (1-Fe) reveal an inversion temperature, T1/2 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 γHS (the molar fraction of HS molecules) derived from the Mössbauer data; this result shows the correlation between structure and physical properties in (1-Fe).
Supporting information
| Crystallographic Information File (CIF) https://doi.org/10.1107/S0021889807048571/aj5096sup1.cif Contains datablocks 1-Fe_80, 1-Fe_130, 1-Fe_150, 1-Fe_170, 1-Fe_190, 1-Fe_210, 1-Fe_230, 1-Fe_250, 1-Fe_270, 1-Fe_290, 1-Fe_310, 1-Fe_330, 1-Zn_80, 1-Zn_130, 1-Zn_170, 1-Zn_210, 1-Zn_230, 1-Zn_250, 1-Zn_270, 1-Zn_290, 1-Zn_310, 1-Zn_330, text |
| Structure factor file (CIF format) https://doi.org/10.1107/S0021889807048571/aj50961-Fe_130sup2.fcf Contains datablock 1-Fe_130 |
| Structure factor file (CIF format) https://doi.org/10.1107/S0021889807048571/aj50961-Fe_170sup3.fcf Contains datablock 1-Fe_170 |
| Structure factor file (CIF format) https://doi.org/10.1107/S0021889807048571/aj50961-Fe_210sup4.fcf Contains datablock 1-Fe_210 |
| Structure factor file (CIF format) https://doi.org/10.1107/S0021889807048571/aj50961-Fe_230sup5.fcf Contains datablock 1-Fe_230 |
| Structure factor file (CIF format) https://doi.org/10.1107/S0021889807048571/aj50961-Fe_250sup6.fcf Contains datablock 1-Fe_250 |
| Structure factor file (CIF format) https://doi.org/10.1107/S0021889807048571/aj50961-Fe_270sup7.fcf Contains datablock 1-Fe_270 |
| Structure factor file (CIF format) https://doi.org/10.1107/S0021889807048571/aj50961-Fe_290sup8.fcf Contains datablock 1-Fe_290 |
| Structure factor file (CIF format) https://doi.org/10.1107/S0021889807048571/aj50961-Fe_310sup9.fcf Contains datablock 1-Fe_310 |
| Structure factor file (CIF format) https://doi.org/10.1107/S0021889807048571/aj50961-Fe_330sup10.fcf Contains datablock 1-Fe_330 |
| Structure factor file (CIF format) https://doi.org/10.1107/S0021889807048571/aj50961-Fe_80sup11.fcf Contains datablock 1-Fe_80 |
| Structure factor file (CIF format) https://doi.org/10.1107/S0021889807048571/aj50961-Zn_130sup12.fcf Contains datablock 1-Zn_130 |
| Structure factor file (CIF format) https://doi.org/10.1107/S0021889807048571/aj50961-Zn_170sup13.fcf Contains datablock 1-Zn_170 |
| Structure factor file (CIF format) https://doi.org/10.1107/S0021889807048571/aj50961-Zn_210sup14.fcf Contains datablock 1-Zn_210 |
| Structure factor file (CIF format) https://doi.org/10.1107/S0021889807048571/aj50961-Zn_230sup15.fcf Contains datablock 1-Zn_230 |
| Structure factor file (CIF format) https://doi.org/10.1107/S0021889807048571/aj50961-Zn_250sup16.fcf Contains datablock 1-Zn_250 |
| Structure factor file (CIF format) https://doi.org/10.1107/S0021889807048571/aj50961-Zn_270sup17.fcf Contains datablock 1-Zn_270 |
| Structure factor file (CIF format) https://doi.org/10.1107/S0021889807048571/aj50961-Zn_290sup18.fcf Contains datablock 1-Zn_290 |
| Structure factor file (CIF format) https://doi.org/10.1107/S0021889807048571/aj50961-Zn_310sup19.fcf Contains datablock 1-Zn_310 |
| Structure factor file (CIF format) https://doi.org/10.1107/S0021889807048571/aj50961-Zn_330sup20.fcf Contains datablock 1-Zn_330 |
| Structure factor file (CIF format) https://doi.org/10.1107/S0021889807048571/aj50961-Zn_80sup21.fcf Contains datablock 1-Zn_80 |
CCDC references: 671633; 671634; 671635; 671636; 671637; 671638; 671639; 671640; 671641; 671642; 671643; 671644; 671645; 671646; 671647; 671648; 671649; 671650; 671651; 671652; 671653; 671654
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).
Crystal data top
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) Å3 | 0.48 × 0.32 × 0.12 mm |
Data collection top
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 top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.033 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.104 | H-atom parameters constrained |
S = 1.01 | w = 1/[σ2(Fo2) + (0.077P)2] where P = (Fo2 + 2Fc2)/3 |
9683 reflections | (Δ/σ)max = 0.002 |
409 parameters | Δρmax = 1.17 e Å−3 |
0 restraints | Δρmin = −0.92 e Å−3 |
Crystal data top
C27H33Cl2FeN7O8 | V = 2907.65 (16) Å3 |
Mr = 710.35 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 10.1545 (3) Å | µ = 0.77 mm−1 |
b = 19.0923 (6) Å | T = 80 K |
c = 15.0033 (5) Å | 0.48 × 0.32 × 0.12 mm |
β = 91.566 (3)° | |
Data collection top
KM4_CCD_Sapphire3 diffractometer | 9683 independent reflections |
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. | 7773 reflections with I > 2σ(I) |
Tmin = 0.859, Tmax = 0.915 | Rint = 0.019 |
27924 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.033 | 0 restraints |
wR(F2) = 0.104 | H-atom parameters constrained |
S = 1.01 | Δρmax = 1.17 e Å−3 |
9683 reflections | Δρmin = −0.92 e Å−3 |
409 parameters | |
Special details top
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 (Å2) top | 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 (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
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) top
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 |
Crystal data top
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) Å3 | 0.34 × 0.29 × 0.10 mm |
Data collection top
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 top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.034 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.108 | H-atom parameters constrained |
S = 1.00 | w = 1/[σ2(Fo2) + (0.077P)2] where P = (Fo2 + 2Fc2)/3 |
9866 reflections | (Δ/σ)max = 0.001 |
409 parameters | Δρmax = 0.96 e Å−3 |
0 restraints | Δρmin = −0.90 e Å−3 |
Crystal data top
C27H33Cl2FeN7O8 | V = 2918.21 (14) Å3 |
Mr = 710.35 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 10.1834 (3) Å | µ = 0.76 mm−1 |
b = 19.0720 (5) Å | T = 130 K |
c = 15.0304 (4) Å | 0.34 × 0.29 × 0.10 mm |
β = 91.467 (3)° | |
Data collection top
KM4_CCD_Sapphire3 diffractometer | 9866 independent reflections |
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. | 7674 reflections with I > 2σ(I) |
Tmin = 0.913, Tmax = 0.930 | Rint = 0.019 |
28510 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.034 | 0 restraints |
wR(F2) = 0.108 | H-atom parameters constrained |
S = 1.00 | Δρmax = 0.96 e Å−3 |
9866 reflections | Δρmin = −0.90 e Å−3 |
409 parameters | |
Special details top
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 (Å2) top | 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 (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
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) top
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 |
Crystal data top
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) Å3 | 0.48 × 0.32 × 0.12 mm |
Data collection top
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 top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.038 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.123 | H-atom parameters constrained |
S = 1.01 | w = 1/[σ2(Fo2) + (0.087P)2] where P = (Fo2 + 2Fc2)/3 |
9709 reflections | (Δ/σ)max = 0.001 |
409 parameters | Δρmax = 1.14 e Å−3 |
0 restraints | Δρmin = −1.09 e Å−3 |
Crystal data top
C27H33Cl2FeN7O8 | V = 2926.8 (2) Å3 |
Mr = 710.35 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 10.1952 (4) Å | µ = 0.76 mm−1 |
b = 19.0901 (7) Å | T = 150 K |
c = 15.0429 (6) Å | 0.48 × 0.32 × 0.12 mm |
β = 91.451 (4)° | |
Data collection top
KM4_CCD_Sapphire3 diffractometer | 9709 independent reflections |
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. | 7234 reflections with I > 2σ(I) |
Tmin = 0.847, Tmax = 0.918 | Rint = 0.019 |
27839 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.038 | 0 restraints |
wR(F2) = 0.123 | H-atom parameters constrained |
S = 1.01 | Δρmax = 1.14 e Å−3 |
9709 reflections | Δρmin = −1.09 e Å−3 |
409 parameters | |
Special details top
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 (Å2) top | 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 (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
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) top
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 |
Crystal data top
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) Å3 | 0.34 × 0.29 × 0.10 mm |
Data collection top
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 top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.040 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.130 | H-atom parameters constrained |
S = 1.01 | w = 1/[σ2(Fo2) + (0.0918P)2] where P = (Fo2 + 2Fc2)/3 |
9889 reflections | (Δ/σ)max = 0.002 |
409 parameters | Δρmax = 1.41 e Å−3 |
0 restraints | Δρmin = −1.27 e Å−3 |
Crystal data top
C27H33Cl2FeN7O8 | V = 2938.82 (16) Å3 |
Mr = 710.35 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 10.2122 (3) Å | µ = 0.76 mm−1 |
b = 19.1179 (6) Å | T = 170 K |
c = 15.0573 (5) Å | 0.34 × 0.29 × 0.10 mm |
β = 91.420 (3)° | |
Data collection top
KM4_CCD_Sapphire3 diffractometer | 9889 independent reflections |
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. | 7336 reflections with I > 2σ(I) |
Tmin = 0.892, Tmax = 0.928 | Rint = 0.020 |
28521 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.040 | 0 restraints |
wR(F2) = 0.130 | H-atom parameters constrained |
S = 1.01 | Δρmax = 1.41 e Å−3 |
9889 reflections | Δρmin = −1.27 e Å−3 |
409 parameters | |
Special details top
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 (Å2) top | 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 (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
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) top
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 |
Crystal data top
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) Å3 | 0.48 × 0.32 × 0.12 mm |
Data collection top
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 top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.045 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.156 | H-atom parameters constrained |
S = 1.00 | w = 1/[σ2(Fo2) + (0.115P)2] where P = (Fo2 + 2Fc2)/3 |
9686 reflections | (Δ/σ)max = 0.002 |
409 parameters | Δρmax = 1.57 e Å−3 |
0 restraints | Δρmin = −1.44 e Å−3 |
Crystal data top
C27H33Cl2FeN7O8 | V = 2952.7 (2) Å3 |
Mr = 710.35 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 10.2327 (4) Å | µ = 0.76 mm−1 |
b = 19.1464 (7) Å | T = 190 K |
c = 15.0753 (6) Å | 0.48 × 0.32 × 0.12 mm |
β = 91.402 (4)° | |
Data collection top
KM4_CCD_Sapphire3 diffractometer | 9686 independent reflections |
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. | 7065 reflections with I > 2σ(I) |
Tmin = 0.845, Tmax = 0.916 | Rint = 0.019 |
27639 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.045 | 0 restraints |
wR(F2) = 0.156 | H-atom parameters constrained |
S = 1.00 | Δρmax = 1.57 e Å−3 |
9686 reflections | Δρmin = −1.44 e Å−3 |
409 parameters | |
Special details top
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 (Å2) top | 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 (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
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) top
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 |
Crystal data top
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) Å3 | 0.34 × 0.29 × 0.10 mm |
Data collection top
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 top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.047 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.155 | H-atom parameters constrained |
S = 1.01 | w = 1/[σ2(Fo2) + (0.105P)2] where P = (Fo2 + 2Fc2)/3 |
9941 reflections | (Δ/σ)max < 0.001 |
409 parameters | Δρmax = 1.29 e Å−3 |
0 restraints | Δρmin = −1.44 e Å−3 |
Crystal data top
C27H33Cl2FeN7O8 | V = 2978.46 (18) Å3 |
Mr = 710.35 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 10.2747 (4) Å | µ = 0.75 mm−1 |
b = 19.2019 (6) Å | T = 210 K |
c = 15.1011 (5) Å | 0.34 × 0.29 × 0.10 mm |
β = 91.399 (3)° | |
Data collection top
KM4_CCD_Sapphire3 diffractometer | 9941 independent reflections |
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. | 6795 reflections with I > 2σ(I) |
Tmin = 0.903, Tmax = 0.934 | Rint = 0.020 |
28574 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.047 | 0 restraints |
wR(F2) = 0.155 | H-atom parameters constrained |
S = 1.01 | Δρmax = 1.29 e Å−3 |
9941 reflections | Δρmin = −1.44 e Å−3 |
409 parameters | |
Special details top
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 (Å2) top | 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 (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
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) top
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 |
Crystal data top
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) Å3 | 0.34 × 0.29 × 0.10 mm |
Data collection top
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 top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.047 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.149 | H-atom parameters constrained |
S = 1.00 | w = 1/[σ2(Fo2) + (0.0945P)2] where P = (Fo2 + 2Fc2)/3 |
10014 reflections | (Δ/σ)max = 0.001 |
409 parameters | Δρmax = 1.03 e Å−3 |
0 restraints | Δρmin = −1.16 e Å−3 |
Crystal data top
C27H33Cl2FeN7O8 | V = 3021.34 (18) Å3 |
Mr = 710.35 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 10.3663 (4) Å | µ = 0.74 mm−1 |
b = 19.2603 (6) Å | T = 230 K |
c = 15.1373 (5) Å | 0.34 × 0.29 × 0.10 mm |
β = 91.432 (3)° | |
Data collection top
KM4_CCD_Sapphire3 diffractometer | 10014 independent reflections |
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. | 6362 reflections with I > 2σ(I) |
Tmin = 0.892, Tmax = 0.925 | Rint = 0.020 |
28711 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.047 | 0 restraints |
wR(F2) = 0.149 | H-atom parameters constrained |
S = 1.00 | Δρmax = 1.03 e Å−3 |
10014 reflections | Δρmin = −1.16 e Å−3 |
409 parameters | |
Special details top
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 (Å2) top | 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 (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
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) top
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 |
Crystal data top
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) Å3 | 0.34 × 0.29 × 0.10 mm |
Data collection top
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 top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.044 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.134 | H-atom parameters constrained |
S = 1.00 | w = 1/[σ2(Fo2) + (0.0765P)2] where P = (Fo2 + 2Fc2)/3 |
10160 reflections | (Δ/σ)max = 0.001 |
409 parameters | Δρmax = 0.89 e Å−3 |
0 restraints | Δρmin = −0.90 e Å−3 |
Crystal data top
C27H33Cl2FeN7O8 | V = 3067.2 (2) Å3 |
Mr = 710.35 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 10.4678 (4) Å | µ = 0.73 mm−1 |
b = 19.3228 (7) Å | T = 250 K |
c = 15.1695 (6) Å | 0.34 × 0.29 × 0.10 mm |
β = 91.501 (3)° | |
Data collection top
KM4_CCD_Sapphire3 diffractometer | 10160 independent reflections |
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. | 5998 reflections with I > 2σ(I) |
Tmin = 0.914, Tmax = 0.929 | Rint = 0.021 |
29034 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.044 | 0 restraints |
wR(F2) = 0.134 | H-atom parameters constrained |
S = 1.00 | Δρmax = 0.89 e Å−3 |
10160 reflections | Δρmin = −0.90 e Å−3 |
409 parameters | |
Special details top
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 (Å2) top | 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 (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
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) top
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 |
Crystal data top
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) Å3 | 0.34 × 0.29 × 0.10 mm |
Data collection top
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 top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.045 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.135 | H-atom parameters constrained |
S = 1.00 | w = 1/[σ2(Fo2) + (0.0745P)2] where P = (Fo2 + 2Fc2)/3 |
10242 reflections | (Δ/σ)max = 0.001 |
409 parameters | Δρmax = 0.84 e Å−3 |
0 restraints | Δρmin = −0.82 e Å−3 |
Crystal data top
C27H33Cl2FeN7O8 | V = 3097.2 (2) Å3 |
Mr = 710.35 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 10.5290 (4) Å | µ = 0.72 mm−1 |
b = 19.3683 (7) Å | T = 270 K |
c = 15.1933 (6) Å | 0.34 × 0.29 × 0.10 mm |
β = 91.541 (3)° | |
Data collection top
KM4_CCD_Sapphire3 diffractometer | 10242 independent reflections |
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. | 5733 reflections with I > 2σ(I) |
Tmin = 0.903, Tmax = 0.933 | Rint = 0.021 |
29143 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.045 | 0 restraints |
wR(F2) = 0.135 | H-atom parameters constrained |
S = 1.00 | Δρmax = 0.84 e Å−3 |
10242 reflections | Δρmin = −0.82 e Å−3 |
409 parameters | |
Special details top
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 (Å2) top | 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 (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
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) top
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 |
Crystal data top
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) Å3 | 0.34 × 0.29 × 0.10 mm |
Data collection top
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 top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.047 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.142 | H-atom parameters constrained |
S = 1.01 | w = 1/[σ2(Fo2) + (0.0755P)2] where P = (Fo2 + 2Fc2)/3 |
10248 reflections | (Δ/σ)max = 0.001 |
409 parameters | Δρmax = 0.82 e Å−3 |
0 restraints | Δρmin = −0.83 e Å−3 |
Crystal data top
C27H33Cl2FeN7O8 | V = 3118.2 (2) Å3 |
Mr = 710.35 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 10.5677 (5) Å | µ = 0.72 mm−1 |
b = 19.4022 (7) Å | T = 290 K |
c = 15.2137 (6) Å | 0.34 × 0.29 × 0.10 mm |
β = 91.564 (4)° | |
Data collection top
KM4_CCD_Sapphire3 diffractometer | 10248 independent reflections |
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. | 5381 reflections with I > 2σ(I) |
Tmin = 0.909, Tmax = 0.933 | Rint = 0.022 |
29041 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.047 | 0 restraints |
wR(F2) = 0.142 | H-atom parameters constrained |
S = 1.01 | Δρmax = 0.82 e Å−3 |
10248 reflections | Δρmin = −0.83 e Å−3 |
409 parameters | |
Special details top
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 (Å2) top | 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 (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
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) top
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 |
Crystal data top
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) Å3 | 0.48 × 0.32 × 0.12 mm |
Data collection top
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 top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.049 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.152 | H-atom parameters constrained |
S = 1.01 | w = 1/[σ2(Fo2) + (0.0815P)2] where P = (Fo2 + 2Fc2)/3 |
9909 reflections | (Δ/σ)max = 0.001 |
409 parameters | Δρmax = 0.87 e Å−3 |
0 restraints | Δρmin = −0.76 e Å−3 |
Crystal data top
C27H33Cl2FeN7O8 | V = 3137.2 (3) Å3 |
Mr = 710.35 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 10.6005 (7) Å | µ = 0.71 mm−1 |
b = 19.4289 (11) Å | T = 310 K |
c = 15.2382 (10) Å | 0.48 × 0.32 × 0.12 mm |
β = 91.595 (6)° | |
Data collection top
KM4_CCD_Sapphire3 diffractometer | 9909 independent reflections |
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. | 4883 reflections with I > 2σ(I) |
Tmin = 0.873, Tmax = 0.920 | Rint = 0.022 |
27567 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.049 | 0 restraints |
wR(F2) = 0.152 | H-atom parameters constrained |
S = 1.01 | Δρmax = 0.87 e Å−3 |
9909 reflections | Δρmin = −0.76 e Å−3 |
409 parameters | |
Special details top
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 (Å2) top | 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 (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
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) top
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 |
Crystal data top
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) Å3 | 0.48 × 0.32 × 0.12 mm |
Data collection top
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 top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.051 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.162 | H-atom parameters constrained |
S = 1.00 | w = 1/[σ2(Fo2) + (0.0875P)2] where P = (Fo2 + 2Fc2)/3 |
9826 reflections | (Δ/σ)max = 0.001 |
409 parameters | Δρmax = 0.90 e Å−3 |
0 restraints | Δρmin = −0.76 e Å−3 |
Crystal data top
C27H33Cl2FeN7O8 | V = 3153.7 (3) Å3 |
Mr = 710.35 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 10.6286 (7) Å | µ = 0.71 mm−1 |
b = 19.4535 (11) Å | T = 330 K |
c = 15.2589 (10) Å | 0.48 × 0.32 × 0.12 mm |
β = 91.626 (6)° | |
Data collection top
KM4_CCD_Sapphire3 diffractometer | 9826 independent reflections |
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. | 4778 reflections with I > 2σ(I) |
Tmin = 0.864, Tmax = 0.913 | Rint = 0.021 |
27325 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.051 | 0 restraints |
wR(F2) = 0.162 | H-atom parameters constrained |
S = 1.00 | Δρmax = 0.90 e Å−3 |
9826 reflections | Δρmin = −0.76 e Å−3 |
409 parameters | |
Special details top
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 (Å2) top | 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 (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
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) top
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 |
Crystal data top
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) Å3 | 0.32 × 0.26 × 0.12 mm |
Data collection top
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 top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.027 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.075 | H-atom parameters constrained |
S = 1.00 | w = 1/[σ2(Fo2) + (0.048P)2] where P = (Fo2 + 2Fc2)/3 |
10191 reflections | (Δ/σ)max = 0.003 |
409 parameters | Δρmax = 0.82 e Å−3 |
0 restraints | Δρmin = −0.58 e Å−3 |
Crystal data top
C27H33Cl2N7O8Zn | V = 3006.50 (14) Å3 |
Mr = 719.87 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 10.3736 (3) Å | µ = 1.06 mm−1 |
b = 19.1884 (5) Å | T = 80 K |
c = 15.1122 (4) Å | 0.32 × 0.26 × 0.12 mm |
β = 91.885 (2)° | |
Data collection top
KM4_CCD_Sapphire3 diffractometer | 10191 independent reflections |
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. | 7979 reflections with I > 2σ(I) |
Tmin = 0.854, Tmax = 0.885 | Rint = 0.022 |
29446 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.027 | 0 restraints |
wR(F2) = 0.075 | H-atom parameters constrained |
S = 1.00 | Δρmax = 0.82 e Å−3 |
10191 reflections | Δρmin = −0.58 e Å−3 |
409 parameters | |
Special details top
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 (Å2) top | 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 (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
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) top
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 |
Crystal data top
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) Å3 | 0.32 × 0.26 × 0.12 mm |
Data collection top
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 top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.029 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.079 | H-atom parameters constrained |
S = 1.00 | w = 1/[σ2(Fo2) + (0.047P)2] where P = (Fo2 + 2Fc2)/3 |
10213 reflections | (Δ/σ)max = 0.003 |
409 parameters | Δρmax = 0.72 e Å−3 |
0 restraints | Δρmin = −0.58 e Å−3 |
Crystal data top
C27H33Cl2N7O8Zn | V = 3028.07 (14) Å3 |
Mr = 719.87 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 10.4189 (3) Å | µ = 1.05 mm−1 |
b = 19.2284 (5) Å | T = 130 K |
c = 15.1216 (4) Å | 0.32 × 0.26 × 0.12 mm |
β = 91.726 (2)° | |
Data collection top
KM4_CCD_Sapphire3 diffractometer | 10213 independent reflections |
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. | 7555 reflections with I > 2σ(I) |
Tmin = 0.838, Tmax = 0.880 | Rint = 0.023 |
29476 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.029 | 0 restraints |
wR(F2) = 0.079 | H-atom parameters constrained |
S = 1.00 | Δρmax = 0.72 e Å−3 |
10213 reflections | Δρmin = −0.58 e Å−3 |
409 parameters | |
Special details top
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 (Å2) top | 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 | |