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We have identified two polymorphs of the molecular complex [(TPA)Fe(III)(TCC)]PF6 [TPA = tris(2-pyridylmethyl)amine and TCC = 3,4,5,6-tetrachlorocatecholate dianion]: one is monoclinic and the other is orthorhombic. By lowering the temperature both undergo a thermal spin-crossover between a high-spin (S = 5/2) and a low-spin (S = 1/2) state, which we detected by magnetic, optical and X-ray diffraction measurements. The thermal crossover is only slightly shifted between the polymorphs. Their crystalline structures consist of similar cation layers alternating with PF6 anion layers, packed differently in the two polymorphs. The magnetic and optical properties of the polymorphs are presented.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S0108768109021508/og5037sup1.cif
Contains datablocks mono80, ortho80, mono400, ortho400

fcf

Structure factor file (CIF format) https://doi.org/10.1107/S0108768109021508/og5037mono80sup2.fcf
Contains datablock mono80

fcf

Structure factor file (CIF format) https://doi.org/10.1107/S0108768109021508/og5037ortho80sup3.fcf
Contains datablock ortho80

fcf

Structure factor file (CIF format) https://doi.org/10.1107/S0108768109021508/og5037mono400sup4.fcf
Contains datablock mono400

fcf

Structure factor file (CIF format) https://doi.org/10.1107/S0108768109021508/og5037ortho400sup5.fcf
Contains datablock ortho400

CCDC references: 719405; 746148; 746149; 746150

Computing details top

For all compounds, data collection: CrysAlis CCD, Oxford Diffraction Ltd.,Version 1.171.26; cell refinement: CrysAlis RED, Oxford Diffraction Ltd.,Version 1.171.26; data reduction: CrysAlis RED, Oxford Diffraction Ltd.,Version 1.171.26; program(s) used to solve structure: SIR97_(Altomare & al., 1998); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON_(Spek, 1998); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997).

(mono80) top
Crystal data top
C24H18Cl4F6FeN4O2PZ = 4
Mr = 737.04F(000) = 1476
Monoclinic, P21/aDx = 1.784 Mg m3
a = 8.4250 (2) ÅMo Kα radiation, λ = 0.71069 Å
b = 35.9730 (8) ŵ = 1.07 mm1
c = 9.0586 (2) ÅT = 80 K
β = 91.942 (2)°Needle, dark
V = 2743.84 (11) Å30.25 × 0.05 × 0.05 mm
Data collection top
CCD Saphire 3 Xcalibur
diffractometer
4967 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.040
Graphite monochromatorθmax = 27.0°, θmin = 2.7°
Detector resolution: 19.64 pixels mm-1h = 1010
ω scank = 4545
36645 measured reflectionsl = 1111
5983 independent reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.054Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.109H-atom parameters constrained
S = 1.20 w = 1/[σ2(Fo2) + (0.P)2 + 14.3117P]
where P = (Fo2 + 2Fc2)/3
5983 reflections(Δ/σ)max < 0.001
379 parametersΔρmax = 0.67 e Å3
0 restraintsΔρmin = 0.76 e Å3
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
xyzUiso*/Ueq
P10.30900 (14)0.47926 (3)0.22510 (14)0.0241 (3)
F10.3095 (4)0.47638 (12)0.4004 (4)0.0651 (12)
F20.3054 (4)0.48280 (13)0.0515 (4)0.0694 (12)
F30.3265 (3)0.52318 (7)0.2385 (3)0.0315 (6)
F40.1179 (3)0.48382 (7)0.2231 (4)0.0384 (7)
F50.2890 (4)0.43575 (9)0.2130 (7)0.0914 (18)
F60.4967 (3)0.47492 (8)0.2289 (4)0.0439 (8)
Fe10.07215 (6)0.367346 (14)0.70442 (6)0.01038 (12)
Cl10.01283 (12)0.23462 (2)0.63995 (10)0.0180 (2)
Cl20.14156 (12)0.20919 (2)0.33382 (11)0.0188 (2)
Cl30.28784 (12)0.26774 (3)0.12244 (10)0.0195 (2)
Cl40.31469 (11)0.35191 (2)0.22529 (10)0.01446 (18)
N40.2860 (4)0.36730 (9)0.7950 (3)0.0126 (6)
N20.0897 (4)0.42244 (8)0.7261 (3)0.0118 (6)
N30.0078 (3)0.36756 (9)0.9038 (3)0.0102 (6)
N10.1370 (4)0.38074 (8)0.6171 (3)0.0121 (6)
O10.0458 (3)0.31620 (7)0.6895 (3)0.0125 (5)
O20.1633 (3)0.36544 (7)0.5122 (3)0.0124 (5)
C10.2622 (5)0.35792 (11)0.5987 (4)0.0145 (8)
H10.25570.33330.63660.017*
C20.4004 (5)0.36948 (12)0.5259 (4)0.0178 (8)
H20.48770.35300.51310.021*
C30.4098 (5)0.40543 (11)0.4721 (4)0.0190 (8)
H30.50320.41370.42030.023*
C40.2815 (5)0.42944 (11)0.4942 (4)0.0179 (8)
H40.28690.45440.45980.021*
C50.1459 (5)0.41619 (10)0.5674 (4)0.0143 (7)
C60.0032 (5)0.43854 (10)0.5937 (4)0.0156 (8)
H6A0.07040.43720.50630.019*
H6B0.02350.46490.61170.019*
C70.0123 (5)0.43390 (10)0.8668 (4)0.0156 (8)
H7A0.08050.45240.91920.019*
H7B0.09090.44590.84200.019*
C80.0142 (4)0.40138 (10)0.9673 (4)0.0126 (7)
C90.0500 (4)0.40532 (11)1.1151 (4)0.0149 (8)
H90.05250.42921.15940.018*
C100.0821 (5)0.37385 (11)1.1968 (4)0.0167 (8)
H100.10680.37601.29800.020*
C110.0781 (4)0.33918 (11)1.1297 (4)0.0147 (8)
H110.10160.31741.18390.018*
C120.0397 (4)0.33686 (10)0.9838 (4)0.0134 (7)
H120.03530.31310.93800.016*
C130.2622 (5)0.43189 (11)0.7297 (4)0.0165 (8)
H13A0.28010.45590.78110.020*
H13B0.29980.43430.62770.020*
C140.3523 (5)0.40142 (11)0.8099 (4)0.0139 (8)
C150.4948 (5)0.40649 (12)0.8876 (4)0.0185 (8)
H150.53760.43070.90220.022*
C160.5736 (5)0.37566 (12)0.9435 (4)0.0200 (8)
H160.67170.37850.99720.024*
C170.5098 (5)0.34060 (11)0.9211 (4)0.0178 (8)
H170.56580.31910.95420.021*
C180.3633 (5)0.33754 (11)0.8496 (4)0.0160 (8)
H180.31590.31370.83870.019*
C190.0987 (4)0.30353 (10)0.5620 (4)0.0119 (7)
C200.0923 (4)0.26642 (10)0.5183 (4)0.0129 (7)
C210.1509 (5)0.25549 (10)0.3841 (4)0.0136 (7)
C220.2188 (5)0.28146 (10)0.2925 (4)0.0134 (7)
C230.2277 (4)0.31898 (10)0.3345 (4)0.0120 (7)
C240.1645 (4)0.33058 (10)0.4666 (4)0.0114 (7)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
P10.0245 (6)0.0136 (5)0.0335 (6)0.0014 (4)0.0069 (5)0.0018 (4)
F10.062 (2)0.097 (3)0.0355 (19)0.020 (2)0.0020 (17)0.043 (2)
F20.057 (2)0.114 (3)0.036 (2)0.009 (2)0.0147 (17)0.035 (2)
F30.0316 (15)0.0173 (12)0.0456 (17)0.0025 (11)0.0017 (12)0.0001 (11)
F40.0236 (14)0.0197 (13)0.071 (2)0.0001 (11)0.0039 (14)0.0006 (13)
F50.043 (2)0.0156 (15)0.213 (6)0.0038 (14)0.034 (3)0.016 (2)
F60.0242 (15)0.0348 (16)0.072 (2)0.0055 (12)0.0083 (15)0.0052 (15)
Fe10.0127 (3)0.0108 (2)0.0077 (2)0.0001 (2)0.00076 (19)0.00007 (19)
Cl10.0241 (5)0.0139 (4)0.0165 (5)0.0019 (4)0.0081 (4)0.0018 (3)
Cl20.0253 (5)0.0122 (4)0.0193 (5)0.0011 (4)0.0070 (4)0.0032 (3)
Cl30.0290 (5)0.0183 (4)0.0117 (4)0.0005 (4)0.0086 (4)0.0028 (3)
Cl40.0180 (5)0.0154 (4)0.0101 (4)0.0017 (3)0.0035 (3)0.0017 (3)
N40.0163 (16)0.0175 (15)0.0041 (14)0.0003 (13)0.0025 (11)0.0002 (12)
N20.0150 (16)0.0131 (14)0.0073 (15)0.0008 (12)0.0001 (12)0.0006 (11)
N30.0079 (14)0.0157 (14)0.0070 (14)0.0005 (12)0.0012 (11)0.0003 (12)
N10.0155 (16)0.0149 (15)0.0061 (14)0.0007 (12)0.0021 (12)0.0010 (11)
O10.0152 (14)0.0137 (12)0.0087 (12)0.0001 (10)0.0039 (10)0.0004 (10)
O20.0171 (14)0.0111 (12)0.0093 (12)0.0007 (10)0.0042 (10)0.0001 (10)
C10.0151 (19)0.0179 (18)0.0107 (18)0.0006 (15)0.0034 (14)0.0020 (14)
C20.015 (2)0.025 (2)0.0139 (19)0.0005 (16)0.0015 (15)0.0068 (16)
C30.019 (2)0.026 (2)0.0117 (19)0.0061 (16)0.0035 (15)0.0047 (15)
C40.024 (2)0.021 (2)0.0079 (18)0.0054 (16)0.0009 (15)0.0010 (14)
C50.020 (2)0.0152 (17)0.0078 (17)0.0006 (15)0.0005 (14)0.0019 (14)
C60.022 (2)0.0150 (17)0.0093 (18)0.0023 (15)0.0015 (15)0.0018 (14)
C70.018 (2)0.0157 (18)0.0132 (19)0.0009 (15)0.0002 (15)0.0015 (14)
C80.0091 (18)0.0136 (17)0.0149 (19)0.0018 (14)0.0021 (14)0.0005 (14)
C90.0129 (19)0.0193 (19)0.0125 (18)0.0020 (14)0.0005 (14)0.0055 (14)
C100.0162 (19)0.027 (2)0.0074 (17)0.0022 (16)0.0009 (14)0.0017 (15)
C110.0123 (19)0.0194 (18)0.0126 (18)0.0006 (15)0.0020 (14)0.0045 (14)
C120.0106 (18)0.0150 (17)0.0144 (18)0.0001 (14)0.0031 (14)0.0010 (14)
C130.016 (2)0.0164 (18)0.0169 (19)0.0028 (15)0.0023 (15)0.0020 (15)
C140.016 (2)0.0176 (18)0.0083 (17)0.0000 (15)0.0041 (14)0.0010 (14)
C150.015 (2)0.024 (2)0.016 (2)0.0053 (16)0.0014 (15)0.0005 (16)
C160.013 (2)0.031 (2)0.016 (2)0.0001 (16)0.0006 (15)0.0014 (16)
C170.016 (2)0.025 (2)0.0126 (19)0.0036 (16)0.0026 (15)0.0032 (15)
C180.018 (2)0.0175 (18)0.0129 (19)0.0010 (15)0.0040 (15)0.0014 (14)
C190.0105 (18)0.0133 (17)0.0118 (18)0.0001 (14)0.0016 (14)0.0004 (14)
C200.0113 (18)0.0131 (17)0.0146 (18)0.0003 (14)0.0020 (14)0.0024 (14)
C210.0148 (18)0.0134 (17)0.0126 (18)0.0006 (14)0.0023 (14)0.0012 (14)
C220.0153 (19)0.0163 (18)0.0085 (17)0.0015 (14)0.0012 (14)0.0005 (13)
C230.0121 (18)0.0136 (17)0.0104 (17)0.0016 (14)0.0010 (14)0.0008 (13)
C240.0114 (18)0.0120 (16)0.0106 (17)0.0000 (13)0.0023 (14)0.0011 (13)
Geometric parameters (Å, º) top
P1—F21.577 (4)C4—C51.386 (5)
P1—F51.578 (3)C4—H40.9500
P1—F61.588 (3)C5—C61.504 (5)
P1—F11.591 (3)C6—H6A0.9900
P1—F31.591 (3)C6—H6B0.9900
P1—F41.618 (3)C7—C81.504 (5)
Fe1—O11.857 (3)C7—H7A0.9900
Fe1—O21.928 (3)C7—H7B0.9900
Fe1—N31.949 (3)C8—C91.389 (5)
Fe1—N41.954 (3)C9—C101.384 (5)
Fe1—N11.967 (3)C9—H90.9500
Fe1—N21.996 (3)C10—C111.388 (5)
Cl1—C201.739 (4)C10—H100.9500
Cl2—C211.728 (4)C11—C121.374 (5)
Cl3—C221.737 (4)C11—H110.9500
Cl4—C231.723 (4)C12—H120.9500
N4—C181.339 (5)C13—C141.506 (5)
N4—C141.353 (5)C13—H13A0.9900
N2—C131.492 (5)C13—H13B0.9900
N2—C61.499 (4)C14—C151.384 (5)
N2—C71.509 (5)C15—C161.380 (6)
N3—C81.348 (5)C15—H150.9500
N3—C121.353 (5)C16—C171.383 (6)
N1—C11.343 (5)C16—H160.9500
N1—C51.353 (5)C17—C181.379 (6)
O1—C191.333 (4)C17—H170.9500
O2—C241.320 (4)C18—H180.9500
C1—C21.382 (5)C19—C201.393 (5)
C1—H10.9500C19—C241.426 (5)
C2—C31.384 (6)C20—C211.385 (5)
C2—H20.9500C21—C221.386 (5)
C3—C41.392 (6)C22—C231.404 (5)
C3—H30.9500C23—C241.390 (5)
F2—P1—F590.7 (3)C5—C6—H6A110.2
F2—P1—F690.9 (2)N2—C6—H6B110.2
F5—P1—F690.46 (18)C5—C6—H6B110.2
F2—P1—F1178.7 (2)H6A—C6—H6B108.5
F5—P1—F190.1 (3)C8—C7—N2112.1 (3)
F6—P1—F190.1 (2)C8—C7—H7A109.2
F2—P1—F389.7 (2)N2—C7—H7A109.2
F5—P1—F3179.1 (2)C8—C7—H7B109.2
F6—P1—F390.34 (16)N2—C7—H7B109.2
F1—P1—F389.5 (2)H7A—C7—H7B107.9
F2—P1—F489.71 (19)N3—C8—C9121.1 (3)
F5—P1—F489.78 (17)N3—C8—C7115.8 (3)
F6—P1—F4179.4 (2)C9—C8—C7123.1 (3)
F1—P1—F489.3 (2)C10—C9—C8119.0 (3)
F3—P1—F489.41 (15)C10—C9—H9120.5
O1—Fe1—O287.10 (11)C8—C9—H9120.5
O1—Fe1—N391.56 (12)C9—C10—C11119.5 (3)
O2—Fe1—N3176.26 (12)C9—C10—H10120.2
O1—Fe1—N497.80 (12)C11—C10—H10120.2
O2—Fe1—N489.39 (12)C12—C11—C10119.1 (4)
N3—Fe1—N487.34 (12)C12—C11—H11120.5
O1—Fe1—N196.33 (12)C10—C11—H11120.5
O2—Fe1—N191.40 (12)N3—C12—C11121.6 (3)
N3—Fe1—N192.22 (13)N3—C12—H12119.2
N4—Fe1—N1165.87 (13)C11—C12—H12119.2
O1—Fe1—N2176.97 (13)N2—C13—C14108.6 (3)
O2—Fe1—N295.38 (12)N2—C13—H13A110.0
N3—Fe1—N286.08 (13)C14—C13—H13A110.0
N4—Fe1—N283.99 (13)N2—C13—H13B110.0
N1—Fe1—N281.89 (13)C14—C13—H13B110.0
C18—N4—C14119.6 (3)H13A—C13—H13B108.4
C18—N4—Fe1125.9 (3)N4—C14—C15121.2 (4)
C14—N4—Fe1114.4 (3)N4—C14—C13114.4 (3)
C13—N2—C6112.1 (3)C15—C14—C13124.3 (4)
C13—N2—C7111.6 (3)C16—C15—C14118.6 (4)
C6—N2—C7111.0 (3)C16—C15—H15120.7
C13—N2—Fe1107.3 (2)C14—C15—H15120.7
C6—N2—Fe1105.8 (2)C15—C16—C17119.9 (4)
C7—N2—Fe1108.8 (2)C15—C16—H16120.0
C8—N3—C12119.8 (3)C17—C16—H16120.0
C8—N3—Fe1114.8 (2)C18—C17—C16118.6 (4)
C12—N3—Fe1125.0 (3)C18—C17—H17120.7
C1—N1—C5120.0 (3)C16—C17—H17120.7
C1—N1—Fe1126.1 (3)N4—C18—C17121.7 (4)
C5—N1—Fe1113.8 (3)N4—C18—H18119.1
C19—O1—Fe1111.0 (2)C17—C18—H18119.1
C24—O2—Fe1108.9 (2)O1—C19—C20124.3 (3)
N1—C1—C2121.4 (4)O1—C19—C24116.1 (3)
N1—C1—H1119.3C20—C19—C24119.6 (3)
C2—C1—H1119.3C21—C20—C19120.7 (3)
C1—C2—C3119.1 (4)C21—C20—Cl1121.7 (3)
C1—C2—H2120.4C19—C20—Cl1117.6 (3)
C3—C2—H2120.4C20—C21—C22120.0 (3)
C2—C3—C4119.6 (4)C20—C21—Cl2119.4 (3)
C2—C3—H3120.2C22—C21—Cl2120.6 (3)
C4—C3—H3120.2C21—C22—C23120.4 (3)
C5—C4—C3118.6 (4)C21—C22—Cl3119.8 (3)
C5—C4—H4120.7C23—C22—Cl3119.8 (3)
C3—C4—H4120.7C24—C23—C22120.2 (3)
N1—C5—C4121.2 (4)C24—C23—Cl4118.1 (3)
N1—C5—C6114.5 (3)C22—C23—Cl4121.7 (3)
C4—C5—C6124.2 (3)O2—C24—C23124.2 (3)
N2—C6—C5107.5 (3)O2—C24—C19116.8 (3)
N2—C6—H6A110.2C23—C24—C19119.0 (3)
O1—Fe1—N4—C1810.6 (3)C13—N2—C6—C5158.2 (3)
O2—Fe1—N4—C1897.6 (3)C7—N2—C6—C576.3 (4)
N3—Fe1—N4—C1880.6 (3)Fe1—N2—C6—C541.5 (3)
N1—Fe1—N4—C18169.1 (4)N1—C5—C6—N226.8 (4)
N2—Fe1—N4—C18166.9 (3)C4—C5—C6—N2155.5 (4)
O1—Fe1—N4—C14173.9 (2)C13—N2—C7—C8102.8 (4)
O2—Fe1—N4—C1486.9 (3)C6—N2—C7—C8131.4 (3)
N3—Fe1—N4—C1494.9 (3)Fe1—N2—C7—C815.4 (4)
N1—Fe1—N4—C146.4 (7)C12—N3—C8—C91.3 (5)
N2—Fe1—N4—C148.6 (3)Fe1—N3—C8—C9172.0 (3)
O1—Fe1—N2—C13151 (2)C12—N3—C8—C7176.1 (3)
O2—Fe1—N2—C1363.9 (2)Fe1—N3—C8—C710.6 (4)
N3—Fe1—N2—C13112.6 (2)N2—C7—C8—N317.5 (5)
N4—Fe1—N2—C1324.9 (2)N2—C7—C8—C9165.2 (3)
N1—Fe1—N2—C13154.6 (2)N3—C8—C9—C101.1 (6)
O1—Fe1—N2—C689 (2)C7—C8—C9—C10176.1 (4)
O2—Fe1—N2—C655.9 (2)C8—C9—C10—C110.1 (6)
N3—Fe1—N2—C6127.5 (2)C9—C10—C11—C121.1 (6)
N4—Fe1—N2—C6144.8 (2)C8—N3—C12—C110.3 (5)
N1—Fe1—N2—C634.7 (2)Fe1—N3—C12—C11172.3 (3)
O1—Fe1—N2—C730 (2)C10—C11—C12—N30.9 (6)
O2—Fe1—N2—C7175.2 (2)C6—N2—C13—C14151.4 (3)
N3—Fe1—N2—C78.2 (2)C7—N2—C13—C1483.4 (4)
N4—Fe1—N2—C796.0 (2)Fe1—N2—C13—C1435.6 (3)
N1—Fe1—N2—C784.6 (2)C18—N4—C14—C153.6 (5)
O1—Fe1—N3—C8179.2 (3)Fe1—N4—C14—C15172.2 (3)
O2—Fe1—N3—C8111.9 (19)C18—N4—C14—C13173.6 (3)
N4—Fe1—N3—C883.1 (3)Fe1—N4—C14—C1310.6 (4)
N1—Fe1—N3—C882.8 (3)N2—C13—C14—N431.1 (4)
N2—Fe1—N3—C81.1 (3)N2—C13—C14—C15151.7 (4)
O1—Fe1—N3—C127.9 (3)N4—C14—C15—C163.6 (6)
O2—Fe1—N3—C1261 (2)C13—C14—C15—C16173.4 (4)
N4—Fe1—N3—C1289.8 (3)C14—C15—C16—C170.0 (6)
N1—Fe1—N3—C12104.3 (3)C15—C16—C17—C183.5 (6)
N2—Fe1—N3—C12174.0 (3)C14—N4—C18—C170.0 (6)
O1—Fe1—N1—C116.2 (3)Fe1—N4—C18—C17175.3 (3)
O2—Fe1—N1—C1103.4 (3)C16—C17—C18—N43.5 (6)
N3—Fe1—N1—C175.6 (3)Fe1—O1—C19—C20178.9 (3)
N4—Fe1—N1—C1163.5 (4)Fe1—O1—C19—C240.8 (4)
N2—Fe1—N1—C1161.3 (3)O1—C19—C20—C21179.6 (3)
O1—Fe1—N1—C5160.9 (3)C24—C19—C20—C210.7 (5)
O2—Fe1—N1—C573.7 (3)O1—C19—C20—Cl11.0 (5)
N3—Fe1—N1—C5107.3 (3)C24—C19—C20—Cl1179.3 (3)
N4—Fe1—N1—C519.4 (7)C19—C20—C21—C220.9 (6)
N2—Fe1—N1—C521.5 (3)Cl1—C20—C21—C22177.5 (3)
O2—Fe1—O1—C190.1 (2)C19—C20—C21—Cl2179.8 (3)
N3—Fe1—O1—C19176.6 (2)Cl1—C20—C21—Cl21.3 (5)
N4—Fe1—O1—C1989.1 (2)C20—C21—C22—C230.5 (6)
N1—Fe1—O1—C1991.0 (2)Cl2—C21—C22—C23179.3 (3)
N2—Fe1—O1—C19145 (2)C20—C21—C22—Cl3178.5 (3)
O1—Fe1—O2—C240.7 (2)Cl2—C21—C22—Cl32.7 (5)
N3—Fe1—O2—C2468.3 (19)C21—C22—C23—C241.7 (6)
N4—Fe1—O2—C2497.1 (2)Cl3—C22—C23—C24176.3 (3)
N1—Fe1—O2—C2497.0 (2)C21—C22—C23—Cl4178.8 (3)
N2—Fe1—O2—C24179.0 (2)Cl3—C22—C23—Cl43.2 (5)
C5—N1—C1—C21.8 (5)Fe1—O2—C24—C23177.5 (3)
Fe1—N1—C1—C2175.1 (3)Fe1—O2—C24—C191.4 (4)
N1—C1—C2—C30.5 (6)C22—C23—C24—O2177.8 (3)
C1—C2—C3—C41.1 (6)Cl4—C23—C24—O21.7 (5)
C2—C3—C4—C51.4 (6)C22—C23—C24—C193.4 (5)
C1—N1—C5—C41.5 (5)Cl4—C23—C24—C19177.1 (3)
Fe1—N1—C5—C4175.8 (3)O1—C19—C24—O21.5 (5)
C1—N1—C5—C6179.4 (3)C20—C19—C24—O2178.2 (3)
Fe1—N1—C5—C62.1 (4)O1—C19—C24—C23177.4 (3)
C3—C4—C5—N10.1 (6)C20—C19—C24—C232.9 (5)
C3—C4—C5—C6177.6 (4)
(ortho80) top
Crystal data top
C24H18Cl4F6FeN4O2PF(000) = 1476
Mr = 737.04Dx = 1.772 Mg m3
Orthorhombic, Pna21Mo Kα radiation, λ = 0.71069 Å
a = 8.3086 (2) ŵ = 1.06 mm1
b = 36.1529 (8) ÅT = 80 K
c = 9.1975 (2) ÅPlate, blue
V = 2762.74 (11) Å30.20 × 0.20 × 0.05 mm
Z = 4
Data collection top
CCD Saphire 3 Xcalibur
diffractometer
4026 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.091
Graphite monochromatorθmax = 27.0°, θmin = 2.7°
Detector resolution: 19.64 pixels mm-1h = 109
ω scank = 4646
34420 measured reflectionsl = 1111
5992 independent reflections
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.041H-atom parameters constrained
wR(F2) = 0.068 w = 1/[σ2(Fo2) + (0.0271P)2]
where P = (Fo2 + 2Fc2)/3
S = 0.80(Δ/σ)max = 0.001
5992 reflectionsΔρmax = 0.71 e Å3
379 parametersΔρmin = 0.45 e Å3
1 restraintAbsolute structure: Flack H D (1983), Acta Cryst. A39, 876-881
Primary atom site location: structure-invariant direct methodsAbsolute structure parameter: 0.088 (18)
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
xyzUiso*/Ueq
Fe10.08472 (7)0.132572 (14)0.31075 (7)0.01344 (13)
Cl10.02351 (13)0.26470 (3)0.24926 (12)0.0215 (3)
Cl20.15399 (14)0.28998 (3)0.05720 (12)0.0224 (3)
Cl30.30156 (14)0.23168 (3)0.26869 (12)0.0237 (3)
Cl40.33150 (13)0.14818 (2)0.16718 (12)0.0179 (2)
P10.3177 (2)0.02188 (3)0.15669 (19)0.0457 (4)
F10.3379 (6)0.02447 (12)0.0122 (4)0.1057 (17)
F20.2968 (5)0.01982 (10)0.3270 (4)0.0876 (14)
F30.3351 (4)0.02161 (7)0.1496 (4)0.0597 (9)
F40.1237 (4)0.01668 (8)0.1399 (5)0.0832 (14)
F50.2924 (4)0.06450 (7)0.1619 (7)0.130 (2)
F60.5026 (4)0.02640 (9)0.1703 (5)0.0860 (12)
O10.0597 (3)0.18367 (6)0.2985 (3)0.0137 (6)
O20.1802 (3)0.13472 (7)0.1212 (3)0.0166 (7)
N10.2988 (4)0.13235 (9)0.3987 (3)0.0144 (8)
N20.1006 (4)0.07765 (8)0.3304 (4)0.0125 (7)
N30.0020 (4)0.13196 (8)0.5071 (3)0.0119 (8)
N40.1245 (4)0.11987 (8)0.2249 (4)0.0139 (8)
C10.3755 (5)0.16184 (11)0.4544 (4)0.0165 (10)
H10.32930.18570.44380.020*
C20.5200 (5)0.15806 (12)0.5264 (4)0.0180 (11)
H20.57570.17920.56120.022*
C30.5825 (6)0.12324 (13)0.5475 (5)0.0220 (12)
H30.67860.12020.60220.026*
C40.5060 (6)0.09275 (11)0.4891 (5)0.0206 (11)
H40.55020.06870.50120.025*
C50.3645 (5)0.09768 (11)0.4129 (4)0.0138 (10)
C60.2747 (5)0.06828 (10)0.3339 (5)0.0194 (10)
H6A0.29030.04420.38330.023*
H6B0.31630.06610.23340.023*
C70.0179 (6)0.06655 (11)0.4677 (4)0.0203 (11)
H7A0.08260.04720.51660.024*
H7B0.08800.05570.44330.024*
C80.0068 (5)0.09805 (10)0.5706 (5)0.0142 (10)
C90.0394 (5)0.09393 (11)0.7168 (5)0.0189 (10)
H90.04150.07000.75970.023*
C100.0689 (5)0.12492 (10)0.7999 (6)0.0197 (9)
H100.09200.12260.90070.024*
C110.0645 (5)0.15963 (10)0.7353 (5)0.0171 (10)
H110.08660.18120.79060.021*
C120.0276 (5)0.16222 (11)0.5893 (5)0.0154 (10)
H120.02290.18600.54530.019*
C130.0165 (6)0.06244 (11)0.1985 (5)0.0203 (11)
H13A0.01130.03610.21420.024*
H13B0.08800.06410.11260.024*
C140.1331 (5)0.08453 (11)0.1731 (4)0.0143 (10)
C150.2682 (6)0.07226 (11)0.1001 (4)0.0189 (11)
H150.27350.04760.06470.023*
C160.3944 (6)0.09612 (12)0.0794 (5)0.0198 (11)
H160.48720.08820.02760.024*
C170.3863 (5)0.13162 (12)0.1340 (4)0.0183 (11)
H170.47420.14820.12240.022*
C180.2500 (5)0.14258 (11)0.2049 (4)0.0151 (10)
H180.24390.16710.24130.018*
C190.1125 (5)0.19592 (10)0.1684 (4)0.0127 (10)
C200.1043 (5)0.23287 (11)0.1273 (4)0.0148 (10)
C210.1635 (6)0.24373 (10)0.0072 (4)0.0157 (10)
C220.2325 (5)0.21811 (11)0.0994 (4)0.0140 (10)
C230.2407 (5)0.18065 (11)0.0578 (5)0.0158 (10)
C240.1788 (5)0.16950 (10)0.0756 (4)0.0124 (10)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Fe10.0161 (3)0.0115 (2)0.0127 (3)0.0004 (3)0.0007 (3)0.0010 (3)
Cl10.0277 (7)0.0148 (5)0.0219 (6)0.0021 (5)0.0093 (6)0.0015 (4)
Cl20.0291 (7)0.0136 (5)0.0245 (6)0.0015 (5)0.0067 (6)0.0044 (5)
Cl30.0357 (8)0.0198 (5)0.0158 (6)0.0006 (5)0.0099 (6)0.0041 (5)
Cl40.0219 (6)0.0156 (4)0.0161 (6)0.0015 (4)0.0051 (6)0.0028 (5)
P10.0527 (11)0.0183 (6)0.0662 (12)0.0113 (7)0.0307 (9)0.0127 (7)
F10.122 (4)0.127 (4)0.068 (3)0.016 (3)0.021 (3)0.066 (3)
F20.112 (4)0.085 (3)0.066 (3)0.004 (2)0.042 (3)0.035 (2)
F30.096 (3)0.0255 (14)0.057 (2)0.0168 (16)0.024 (2)0.0064 (15)
F40.056 (2)0.0452 (19)0.148 (4)0.0054 (16)0.028 (3)0.002 (2)
F50.068 (3)0.0207 (15)0.302 (6)0.0115 (16)0.071 (4)0.036 (3)
F60.047 (2)0.076 (2)0.135 (3)0.0138 (17)0.027 (3)0.031 (3)
O10.0136 (17)0.0132 (12)0.0144 (17)0.0002 (11)0.0048 (15)0.0027 (13)
O20.0214 (19)0.0091 (14)0.0193 (16)0.0014 (14)0.0001 (15)0.0002 (12)
N10.018 (2)0.0128 (16)0.0125 (19)0.0005 (17)0.0060 (16)0.0013 (15)
N20.0137 (18)0.0181 (16)0.0059 (18)0.0032 (14)0.0043 (19)0.0017 (16)
N30.010 (2)0.0124 (17)0.0130 (19)0.0008 (16)0.0003 (16)0.0018 (15)
N40.017 (2)0.0155 (16)0.0091 (18)0.0017 (15)0.0044 (16)0.0024 (15)
C10.015 (3)0.020 (2)0.014 (2)0.0001 (19)0.005 (2)0.0006 (19)
C20.012 (3)0.030 (3)0.012 (3)0.008 (2)0.005 (2)0.0069 (19)
C30.014 (3)0.035 (3)0.017 (3)0.004 (2)0.006 (2)0.001 (2)
C40.023 (3)0.021 (2)0.019 (3)0.005 (2)0.010 (2)0.0003 (19)
C50.009 (3)0.026 (2)0.007 (2)0.0020 (19)0.0024 (18)0.0005 (18)
C60.019 (3)0.0159 (19)0.023 (3)0.0034 (17)0.002 (3)0.003 (2)
C70.021 (3)0.015 (2)0.025 (3)0.002 (2)0.003 (2)0.0022 (19)
C80.011 (3)0.015 (2)0.016 (2)0.0044 (19)0.002 (2)0.0055 (18)
C90.020 (3)0.019 (2)0.018 (3)0.0043 (19)0.003 (2)0.0063 (19)
C100.014 (2)0.031 (2)0.015 (2)0.0057 (19)0.002 (2)0.002 (2)
C110.017 (3)0.022 (2)0.012 (2)0.0032 (19)0.000 (2)0.0016 (19)
C120.009 (3)0.019 (2)0.018 (3)0.0026 (19)0.003 (2)0.0058 (19)
C130.028 (3)0.014 (2)0.019 (3)0.003 (2)0.000 (2)0.0025 (18)
C140.018 (3)0.014 (2)0.011 (2)0.0084 (19)0.006 (2)0.0007 (17)
C150.029 (3)0.015 (2)0.013 (3)0.009 (2)0.000 (2)0.0014 (18)
C160.017 (3)0.026 (3)0.017 (3)0.009 (2)0.004 (2)0.006 (2)
C170.017 (3)0.026 (2)0.012 (2)0.005 (2)0.002 (2)0.006 (2)
C180.016 (3)0.019 (2)0.010 (2)0.0020 (19)0.000 (2)0.0049 (17)
C190.011 (3)0.013 (2)0.013 (2)0.0047 (18)0.001 (2)0.0019 (17)
C200.013 (3)0.018 (2)0.014 (2)0.003 (2)0.001 (2)0.0039 (18)
C210.017 (3)0.012 (2)0.017 (2)0.0056 (19)0.006 (2)0.0046 (17)
C220.014 (3)0.018 (2)0.010 (2)0.0010 (18)0.0007 (19)0.0027 (17)
C230.013 (3)0.016 (2)0.018 (2)0.0011 (18)0.005 (2)0.0059 (19)
C240.013 (3)0.013 (2)0.011 (2)0.0010 (19)0.001 (2)0.0008 (17)
Geometric parameters (Å, º) top
Fe1—O11.862 (2)C4—C51.380 (6)
Fe1—O21.917 (3)C4—H40.9500
Fe1—N31.933 (3)C5—C61.488 (5)
Fe1—N11.954 (3)C6—H6A0.9900
Fe1—N41.964 (3)C6—H6B0.9900
Fe1—N21.998 (3)C7—C81.495 (5)
Cl1—C201.741 (4)C7—H7A0.9900
Cl2—C211.736 (4)C7—H7B0.9900
Cl3—C221.731 (4)C8—C91.381 (6)
Cl4—C231.720 (4)C9—C101.378 (5)
P1—F61.549 (3)C9—H90.9500
P1—F51.556 (3)C10—C111.389 (5)
P1—F11.566 (4)C10—H100.9500
P1—F21.577 (4)C11—C121.380 (5)
P1—F31.580 (3)C11—H110.9500
P1—F41.630 (4)C12—H120.9500
O1—C191.350 (4)C13—C141.496 (6)
O2—C241.326 (4)C13—H13A0.9900
N1—C11.343 (5)C13—H13B0.9900
N1—C51.373 (5)C14—C151.381 (5)
N2—C61.486 (5)C15—C161.371 (6)
N2—C71.493 (5)C15—H150.9500
N2—C131.504 (5)C16—C171.380 (6)
N3—C121.352 (5)C16—H160.9500
N3—C81.359 (4)C17—C181.366 (6)
N4—C181.339 (5)C17—H170.9500
N4—C141.365 (5)C18—H180.9500
C1—C21.378 (6)C19—C201.390 (5)
C1—H10.9500C19—C241.394 (5)
C2—C31.376 (6)C20—C211.388 (5)
C2—H20.9500C21—C221.380 (5)
C3—C41.381 (6)C22—C231.409 (5)
C3—H30.9500C23—C241.390 (6)
O1—Fe1—O287.20 (12)C5—C6—H6A109.7
O1—Fe1—N391.61 (13)N2—C6—H6B109.7
O2—Fe1—N3176.00 (14)C5—C6—H6B109.7
O1—Fe1—N197.51 (12)H6A—C6—H6B108.2
O2—Fe1—N190.00 (13)C8—C7—N2113.2 (3)
N3—Fe1—N186.37 (13)C8—C7—H7A108.9
O1—Fe1—N496.25 (12)N2—C7—H7A108.9
O2—Fe1—N490.59 (13)C8—C7—H7B108.9
N3—Fe1—N493.33 (15)N2—C7—H7B108.9
N1—Fe1—N4166.24 (13)H7A—C7—H7B107.8
O1—Fe1—N2176.88 (14)N3—C8—C9121.7 (4)
O2—Fe1—N295.45 (13)N3—C8—C7114.1 (3)
N3—Fe1—N285.86 (14)C9—C8—C7124.2 (3)
N1—Fe1—N284.16 (13)C10—C9—C8119.2 (4)
N4—Fe1—N282.10 (13)C10—C9—H9120.4
F6—P1—F591.6 (2)C8—C9—H9120.4
F6—P1—F188.2 (3)C9—C10—C11119.5 (4)
F5—P1—F189.2 (3)C9—C10—H10120.3
F6—P1—F291.9 (3)C11—C10—H10120.3
F5—P1—F290.1 (3)C12—C11—C10118.9 (4)
F1—P1—F2179.3 (2)C12—C11—H11120.5
F6—P1—F391.02 (19)C10—C11—H11120.5
F5—P1—F3177.4 (2)N3—C12—C11121.9 (4)
F1—P1—F390.5 (2)N3—C12—H12119.0
F2—P1—F390.22 (19)C11—C12—H12119.0
F6—P1—F4179.0 (3)C14—C13—N2108.5 (3)
F5—P1—F489.03 (18)C14—C13—H13A110.0
F1—P1—F491.1 (3)N2—C13—H13A110.0
F2—P1—F488.8 (2)C14—C13—H13B110.0
F3—P1—F488.37 (18)N2—C13—H13B110.0
C19—O1—Fe1110.1 (2)H13A—C13—H13B108.4
C24—O2—Fe1108.8 (2)N4—C14—C15120.8 (4)
C1—N1—C5120.0 (4)N4—C14—C13113.7 (3)
C1—N1—Fe1125.9 (3)C15—C14—C13125.4 (4)
C5—N1—Fe1113.9 (3)C16—C15—C14119.1 (4)
C6—N2—C7111.6 (3)C16—C15—H15120.4
C6—N2—C13112.8 (3)C14—C15—H15120.4
C7—N2—C13111.7 (3)C17—C16—C15119.8 (4)
C6—N2—Fe1107.0 (2)C17—C16—H16120.1
C7—N2—Fe1108.2 (2)C15—C16—H16120.1
C13—N2—Fe1105.1 (2)C18—C17—C16118.9 (4)
C12—N3—C8118.7 (3)C18—C17—H17120.5
C12—N3—Fe1125.3 (3)C16—C17—H17120.5
C8—N3—Fe1115.5 (3)N4—C18—C17122.2 (4)
C18—N4—C14119.0 (4)N4—C18—H18118.9
C18—N4—Fe1126.9 (3)C17—C18—H18118.9
C14—N4—Fe1113.9 (3)O1—C19—C20122.7 (4)
N1—C1—C2121.2 (4)O1—C19—C24116.5 (3)
N1—C1—H1119.4C20—C19—C24120.8 (4)
C2—C1—H1119.4C21—C20—C19119.8 (4)
C3—C2—C1119.2 (4)C21—C20—Cl1121.6 (3)
C3—C2—H2120.4C19—C20—Cl1118.6 (3)
C1—C2—H2120.4C20—C21—C22120.3 (3)
C2—C3—C4120.1 (4)C20—C21—Cl2119.5 (3)
C2—C3—H3119.9C22—C21—Cl2120.2 (3)
C4—C3—H3119.9C21—C22—C23119.9 (4)
C3—C4—C5119.1 (4)C21—C22—Cl3120.0 (3)
C3—C4—H4120.5C23—C22—Cl3120.0 (3)
C5—C4—H4120.5C24—C23—C22120.0 (4)
N1—C5—C4120.3 (4)C24—C23—Cl4118.7 (3)
N1—C5—C6114.0 (4)C22—C23—Cl4121.2 (3)
C4—C5—C6125.6 (4)O2—C24—C23123.4 (4)
N2—C6—C5109.6 (3)O2—C24—C19117.4 (4)
N2—C6—H6A109.7C23—C24—C19119.2 (4)
O2—Fe1—O1—C192.1 (2)C7—N2—C6—C582.5 (4)
N3—Fe1—O1—C19178.3 (3)C13—N2—C6—C5150.8 (3)
N1—Fe1—O1—C1991.7 (3)Fe1—N2—C6—C535.7 (4)
N4—Fe1—O1—C1988.2 (3)N1—C5—C6—N231.6 (5)
N2—Fe1—O1—C19146 (2)C4—C5—C6—N2151.7 (4)
O1—Fe1—O2—C241.2 (3)C6—N2—C7—C8100.0 (4)
N3—Fe1—O2—C2473.9 (19)C13—N2—C7—C8132.7 (4)
N1—Fe1—O2—C2498.7 (3)Fe1—N2—C7—C817.6 (4)
N4—Fe1—O2—C2495.0 (3)C12—N3—C8—C92.3 (6)
N2—Fe1—O2—C24177.2 (3)Fe1—N3—C8—C9169.8 (3)
O1—Fe1—N1—C111.2 (3)C12—N3—C8—C7176.3 (4)
O2—Fe1—N1—C198.4 (3)Fe1—N3—C8—C711.6 (5)
N3—Fe1—N1—C180.0 (3)N2—C7—C8—N319.6 (5)
N4—Fe1—N1—C1169.1 (5)N2—C7—C8—C9161.9 (4)
N2—Fe1—N1—C1166.2 (3)N3—C8—C9—C102.1 (6)
O1—Fe1—N1—C5174.6 (3)C7—C8—C9—C10176.4 (4)
O2—Fe1—N1—C587.4 (3)C8—C9—C10—C110.3 (6)
N3—Fe1—N1—C594.3 (3)C9—C10—C11—C121.2 (6)
N4—Fe1—N1—C55.1 (8)C8—N3—C12—C110.7 (6)
N2—Fe1—N1—C58.1 (3)Fe1—N3—C12—C11170.5 (3)
O1—Fe1—N2—C6147 (2)C10—C11—C12—N31.0 (6)
O2—Fe1—N2—C665.0 (3)C6—N2—C13—C14158.1 (3)
N3—Fe1—N2—C6111.2 (3)C7—N2—C13—C1475.3 (4)
N1—Fe1—N2—C624.4 (3)Fe1—N2—C13—C1441.9 (4)
N4—Fe1—N2—C6154.9 (3)C18—N4—C14—C150.5 (6)
O1—Fe1—N2—C726 (3)Fe1—N4—C14—C15175.2 (3)
O2—Fe1—N2—C7174.5 (3)C18—N4—C14—C13178.2 (4)
N3—Fe1—N2—C79.3 (3)Fe1—N4—C14—C132.5 (4)
N1—Fe1—N2—C796.0 (3)N2—C13—C14—N426.8 (5)
N4—Fe1—N2—C784.7 (3)N2—C13—C14—C15155.6 (4)
O1—Fe1—N2—C1393 (3)N4—C14—C15—C160.2 (6)
O2—Fe1—N2—C1355.0 (3)C13—C14—C15—C16177.2 (4)
N3—Fe1—N2—C13128.8 (3)C14—C15—C16—C171.3 (6)
N1—Fe1—N2—C13144.5 (3)C15—C16—C17—C181.6 (6)
N4—Fe1—N2—C1334.8 (3)C14—N4—C18—C170.2 (6)
O1—Fe1—N3—C129.2 (3)Fe1—N4—C18—C17174.9 (3)
O2—Fe1—N3—C1263 (2)C16—C17—C18—N40.9 (6)
N1—Fe1—N3—C1288.2 (3)Fe1—O1—C19—C20178.1 (3)
N4—Fe1—N3—C12105.6 (3)Fe1—O1—C19—C242.6 (4)
N2—Fe1—N3—C12172.6 (3)O1—C19—C20—C21178.8 (4)
O1—Fe1—N3—C8179.3 (3)C24—C19—C20—C210.4 (6)
O2—Fe1—N3—C8108.1 (18)O1—C19—C20—Cl10.4 (6)
N1—Fe1—N3—C883.3 (3)C24—C19—C20—Cl1178.9 (3)
N4—Fe1—N3—C882.9 (3)C19—C20—C21—C220.9 (6)
N2—Fe1—N3—C81.1 (3)Cl1—C20—C21—C22177.5 (3)
O1—Fe1—N4—C1814.8 (3)C19—C20—C21—Cl2179.6 (3)
O2—Fe1—N4—C18102.0 (3)Cl1—C20—C21—Cl21.2 (5)
N3—Fe1—N4—C1877.2 (3)C20—C21—C22—C230.9 (6)
N1—Fe1—N4—C18165.6 (5)Cl2—C21—C22—C23179.6 (3)
N2—Fe1—N4—C18162.6 (4)C20—C21—C22—Cl3178.4 (3)
O1—Fe1—N4—C14160.6 (3)Cl2—C21—C22—Cl32.9 (5)
O2—Fe1—N4—C1473.4 (3)C21—C22—C23—C240.3 (6)
N3—Fe1—N4—C14107.4 (3)Cl3—C22—C23—C24177.2 (3)
N1—Fe1—N4—C1419.1 (8)C21—C22—C23—Cl4177.9 (3)
N2—Fe1—N4—C1422.1 (3)Cl3—C22—C23—Cl44.6 (5)
C5—N1—C1—C20.2 (6)Fe1—O2—C24—C23179.4 (3)
Fe1—N1—C1—C2173.7 (3)Fe1—O2—C24—C190.0 (5)
N1—C1—C2—C33.1 (6)C22—C23—C24—O2179.0 (4)
C1—C2—C3—C43.9 (6)Cl4—C23—C24—O22.7 (6)
C2—C3—C4—C51.6 (6)C22—C23—C24—C191.6 (6)
C1—N1—C5—C42.5 (6)Cl4—C23—C24—C19176.7 (3)
Fe1—N1—C5—C4172.0 (3)O1—C19—C24—O21.8 (6)
C1—N1—C5—C6174.4 (4)C20—C19—C24—O2179.0 (4)
Fe1—N1—C5—C611.0 (4)O1—C19—C24—C23177.6 (4)
C3—C4—C5—N11.7 (6)C20—C19—C24—C231.7 (6)
C3—C4—C5—C6174.9 (4)
(mono400) top
Crystal data top
C24H18Cl4F6FeN4O2PZ = 4
Mr = 737.04F(000) = 1476
Monoclinic, P21/aDx = 1.642 Mg m3
a = 8.6788 (6) ÅMo Kα radiation, λ = 0.71069 Å
b = 37.001 (2) ŵ = 0.99 mm1
c = 9.2881 (5) ÅT = 400 K
β = 91.255 (2)°Needle, orange
V = 2981.9 (3) Å30.25 × 0.05 × 0.05 mm
Data collection top
CCD Saphire 3 Xcalibur
diffractometer
1817 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.123
Graphite monochromatorθmax = 27.0°, θmin = 2.6°
Detector resolution: 19.64 pixels mm-1h = 1111
ω scank = 4747
38192 measured reflectionsl = 1111
5982 independent reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.046Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.124H-atom parameters constrained
S = 0.71 w = 1/[σ2(Fo2) + (0.0588P)2]
where P = (Fo2 + 2Fc2)/3
5982 reflections(Δ/σ)max < 0.001
379 parametersΔρmax = 0.35 e Å3
0 restraintsΔρmin = 0.31 e Å3
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
xyzUiso*/Ueq
P10.2047 (3)0.02064 (4)0.7802 (2)0.1023 (6)
F10.1785 (7)0.02239 (19)0.6191 (6)0.258 (3)
F20.2359 (7)0.0193 (2)0.9329 (5)0.300 (4)
F30.3857 (5)0.01908 (11)0.7567 (6)0.1846 (19)
F40.2010 (5)0.02037 (11)0.7676 (6)0.204 (2)
F50.0309 (5)0.02113 (13)0.7990 (6)0.197 (2)
F60.2144 (6)0.06065 (12)0.7727 (11)0.302 (4)
Fe10.40809 (8)0.134889 (17)0.33376 (7)0.0644 (3)
Cl10.46039 (19)0.26577 (4)0.39357 (18)0.1117 (6)
Cl20.3353 (2)0.29066 (4)0.69243 (19)0.1211 (6)
Cl30.1965 (2)0.23370 (4)0.90136 (16)0.1215 (6)
Cl40.17306 (17)0.15192 (4)0.80391 (14)0.0882 (5)
O10.4315 (3)0.18649 (7)0.3476 (3)0.0686 (9)
O20.3167 (3)0.13887 (8)0.5204 (3)0.0698 (9)
N40.6223 (5)0.11667 (14)0.4195 (4)0.0708 (12)
N20.4005 (6)0.07688 (10)0.2967 (4)0.0705 (11)
N30.4954 (4)0.13384 (12)0.1241 (4)0.0629 (10)
N10.1894 (5)0.12800 (15)0.2334 (4)0.0761 (12)
C10.1038 (9)0.15572 (18)0.1789 (6)0.0989 (19)
H10.13850.17930.19190.119*
C20.0324 (10)0.1499 (3)0.1052 (8)0.130 (3)
H20.09190.16930.07280.156*
C30.0793 (11)0.1153 (4)0.0799 (10)0.153 (4)
H30.16920.11090.02650.184*
C40.0073 (10)0.0870 (3)0.1341 (9)0.130 (3)
H40.02430.06330.11780.156*
C50.1442 (8)0.0940 (2)0.2142 (6)0.0875 (18)
C60.2365 (8)0.06595 (15)0.2901 (6)0.0958 (18)
H6A0.19900.06280.38690.115*
H6B0.22610.04310.23960.115*
C70.4805 (6)0.06855 (13)0.1597 (5)0.0815 (16)
H7A0.42130.05050.10690.098*
H7B0.58060.05820.18310.098*
C80.5025 (5)0.10100 (14)0.0637 (6)0.0629 (13)
C90.5376 (6)0.09709 (17)0.0801 (6)0.0859 (17)
H90.53940.07430.12210.103*
C100.5698 (7)0.1272 (2)0.1599 (6)0.102 (2)
H100.59640.12480.25590.122*
C110.5627 (6)0.16082 (18)0.0982 (7)0.0959 (18)
H110.58310.18150.15130.115*
C120.5251 (5)0.16296 (14)0.0429 (6)0.0722 (14)
H120.51960.18570.08520.087*
C130.4874 (8)0.06035 (14)0.4216 (6)0.0939 (18)
H13A0.42230.05990.50520.113*
H13B0.51480.03560.39840.113*
C140.6288 (8)0.08133 (17)0.4552 (6)0.0827 (16)
C150.7577 (11)0.0673 (2)0.5229 (7)0.121 (3)
H150.76210.04300.54810.145*
C160.8792 (11)0.0897 (3)0.5524 (8)0.139 (3)
H160.96640.08060.59960.167*
C170.8751 (9)0.1255 (2)0.5137 (7)0.117 (2)
H170.95850.14060.53260.141*
C180.7444 (8)0.13805 (17)0.4465 (6)0.0908 (18)
H180.73980.16220.41870.109*
C190.3792 (5)0.19872 (13)0.4725 (5)0.0607 (13)
C200.3845 (5)0.23509 (13)0.5111 (6)0.0686 (14)
C210.3283 (6)0.24545 (13)0.6439 (6)0.0738 (15)
C220.2634 (6)0.22063 (16)0.7357 (5)0.0760 (15)
C230.2552 (5)0.18405 (14)0.6956 (5)0.0652 (14)
C240.3154 (5)0.17308 (14)0.5667 (5)0.0568 (12)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
P10.129 (2)0.0680 (13)0.1096 (17)0.0000 (11)0.0002 (12)0.0021 (10)
F10.309 (7)0.313 (9)0.153 (5)0.056 (5)0.008 (4)0.057 (5)
F20.295 (7)0.515 (13)0.088 (4)0.010 (7)0.026 (4)0.030 (5)
F30.125 (4)0.134 (4)0.296 (6)0.015 (3)0.030 (4)0.012 (3)
F40.199 (4)0.083 (3)0.330 (7)0.004 (3)0.035 (4)0.002 (4)
F50.095 (4)0.214 (5)0.283 (6)0.001 (3)0.026 (3)0.013 (4)
F60.218 (5)0.066 (3)0.619 (14)0.000 (3)0.027 (6)0.022 (5)
Fe10.0818 (6)0.0500 (4)0.0616 (5)0.0024 (4)0.0032 (4)0.0005 (4)
Cl10.1459 (14)0.0581 (9)0.1329 (13)0.0127 (9)0.0417 (11)0.0098 (9)
Cl20.1558 (15)0.0581 (10)0.1509 (15)0.0013 (10)0.0347 (12)0.0279 (10)
Cl30.1751 (17)0.0950 (12)0.0960 (12)0.0035 (11)0.0389 (11)0.0275 (9)
Cl40.1109 (11)0.0811 (10)0.0732 (9)0.0051 (8)0.0168 (8)0.0084 (7)
O10.091 (3)0.0471 (19)0.068 (2)0.0036 (17)0.0168 (19)0.0056 (18)
O20.096 (3)0.044 (2)0.070 (2)0.0039 (18)0.0132 (18)0.0012 (17)
N40.076 (4)0.076 (3)0.061 (3)0.005 (3)0.007 (2)0.006 (2)
N20.090 (4)0.052 (3)0.070 (3)0.006 (3)0.013 (3)0.003 (2)
N30.068 (3)0.055 (3)0.065 (3)0.008 (2)0.000 (2)0.002 (2)
N10.076 (4)0.080 (4)0.074 (3)0.001 (3)0.015 (3)0.003 (3)
C10.095 (6)0.120 (6)0.082 (4)0.029 (5)0.017 (4)0.009 (4)
C20.065 (6)0.220 (11)0.105 (6)0.020 (6)0.002 (5)0.020 (6)
C30.078 (7)0.257 (14)0.124 (7)0.033 (8)0.010 (5)0.000 (9)
C40.090 (7)0.175 (9)0.125 (6)0.044 (6)0.011 (5)0.005 (6)
C50.081 (5)0.105 (6)0.077 (4)0.020 (4)0.014 (4)0.003 (4)
C60.119 (6)0.065 (4)0.104 (5)0.025 (4)0.013 (4)0.006 (3)
C70.120 (5)0.051 (3)0.074 (4)0.007 (3)0.006 (3)0.006 (3)
C80.060 (4)0.067 (4)0.062 (4)0.001 (3)0.001 (3)0.009 (3)
C90.088 (4)0.099 (5)0.070 (4)0.004 (3)0.002 (3)0.019 (4)
C100.118 (5)0.129 (6)0.058 (4)0.005 (5)0.014 (3)0.001 (4)
C110.115 (5)0.101 (5)0.072 (4)0.005 (4)0.012 (4)0.027 (4)
C120.068 (4)0.072 (4)0.077 (4)0.009 (3)0.011 (3)0.013 (3)
C130.147 (6)0.058 (4)0.078 (4)0.017 (4)0.019 (4)0.011 (3)
C140.113 (6)0.069 (4)0.066 (4)0.022 (4)0.002 (4)0.001 (3)
C150.155 (7)0.110 (6)0.097 (5)0.056 (6)0.035 (5)0.012 (4)
C160.133 (7)0.181 (10)0.102 (6)0.085 (7)0.047 (5)0.044 (6)
C170.092 (6)0.153 (8)0.106 (5)0.021 (6)0.016 (4)0.029 (5)
C180.086 (5)0.107 (5)0.078 (4)0.003 (5)0.011 (4)0.006 (4)
C190.070 (4)0.052 (3)0.061 (3)0.006 (3)0.002 (3)0.001 (3)
C200.071 (4)0.049 (3)0.086 (4)0.005 (3)0.009 (3)0.004 (3)
C210.085 (4)0.048 (3)0.089 (4)0.005 (3)0.014 (3)0.016 (3)
C220.082 (4)0.073 (4)0.074 (4)0.009 (3)0.011 (3)0.012 (3)
C230.080 (4)0.060 (4)0.056 (3)0.004 (3)0.006 (3)0.003 (3)
C240.064 (4)0.051 (3)0.056 (3)0.001 (3)0.005 (3)0.007 (3)
Geometric parameters (Å, º) top
P1—F21.439 (5)C4—C51.413 (8)
P1—F61.484 (4)C4—H40.9300
P1—F11.510 (5)C5—C61.481 (7)
P1—F51.522 (4)C6—H6A0.9700
P1—F41.522 (4)C6—H6B0.9700
P1—F31.592 (4)C7—C81.511 (6)
Fe1—O11.924 (3)C7—H7A0.9700
Fe1—O21.928 (3)C7—H7B0.9700
Fe1—N32.105 (4)C8—C91.384 (6)
Fe1—N12.111 (5)C9—C101.370 (7)
Fe1—N42.116 (4)C9—H90.9300
Fe1—N22.175 (4)C10—C111.372 (7)
Cl1—C201.717 (5)C10—H100.9300
Cl2—C211.733 (5)C11—C121.360 (7)
Cl3—C221.726 (5)C11—H110.9300
Cl4—C231.722 (5)C12—H120.9300
O1—C191.335 (5)C13—C141.480 (7)
O2—C241.337 (5)C13—H13A0.9700
N4—C181.342 (6)C13—H13B0.9700
N4—C141.350 (6)C14—C151.374 (8)
N2—C61.480 (6)C15—C161.366 (10)
N2—C71.494 (5)C15—H150.9300
N2—C131.500 (6)C16—C171.370 (9)
N3—C81.340 (5)C16—H160.9300
N3—C121.344 (5)C17—C181.364 (8)
N1—C51.328 (7)C17—H170.9300
N1—C11.358 (7)C18—H180.9300
C1—C21.370 (8)C19—C201.393 (6)
C1—H10.9300C19—C241.412 (6)
C2—C31.360 (10)C20—C211.390 (6)
C2—H20.9300C21—C221.381 (7)
C3—C41.380 (10)C22—C231.405 (6)
C3—H30.9300C23—C241.378 (6)
F2—P1—F694.1 (4)C5—C6—H6A109.7
F2—P1—F1177.8 (4)N2—C6—H6B109.7
F6—P1—F185.3 (4)C5—C6—H6B109.7
F2—P1—F593.0 (3)H6A—C6—H6B108.2
F6—P1—F592.9 (3)N2—C7—C8113.9 (4)
F1—P1—F589.2 (3)N2—C7—H7A108.8
F2—P1—F492.5 (4)C8—C7—H7A108.8
F6—P1—F4172.6 (5)N2—C7—H7B108.8
F1—P1—F487.9 (3)C8—C7—H7B108.8
F5—P1—F490.1 (3)H7A—C7—H7B107.7
F2—P1—F388.2 (3)N3—C8—C9120.8 (5)
F6—P1—F388.4 (3)N3—C8—C7117.7 (5)
F1—P1—F389.6 (3)C9—C8—C7121.3 (5)
F5—P1—F3178.1 (3)C10—C9—C8119.3 (6)
F4—P1—F388.4 (3)C10—C9—H9120.4
O1—Fe1—O284.79 (13)C8—C9—H9120.4
O1—Fe1—N392.31 (15)C9—C10—C11120.0 (6)
O2—Fe1—N3175.36 (14)C9—C10—H10120.0
O1—Fe1—N1104.00 (18)C11—C10—H10120.0
O2—Fe1—N191.31 (13)C12—C11—C10118.0 (6)
N3—Fe1—N185.86 (14)C12—C11—H11121.0
O1—Fe1—N4101.56 (16)C10—C11—H11121.0
O2—Fe1—N493.50 (13)N3—C12—C11123.2 (5)
N3—Fe1—N490.63 (14)N3—C12—H12118.4
N1—Fe1—N4154.3 (2)C11—C12—H12118.4
O1—Fe1—N2173.11 (15)C14—C13—N2110.5 (5)
O2—Fe1—N2101.91 (14)C14—C13—H13A109.6
N3—Fe1—N281.11 (16)N2—C13—H13A109.6
N1—Fe1—N277.70 (19)C14—C13—H13B109.6
N4—Fe1—N276.62 (19)N2—C13—H13B109.6
C19—O1—Fe1110.9 (3)H13A—C13—H13B108.1
C24—O2—Fe1111.6 (3)N4—C14—C15120.6 (6)
C18—N4—C14119.8 (5)N4—C14—C13115.3 (6)
C18—N4—Fe1124.5 (4)C15—C14—C13124.1 (7)
C14—N4—Fe1115.6 (4)C16—C15—C14118.6 (7)
C6—N2—C7111.9 (4)C16—C15—H15120.7
C6—N2—C13112.8 (4)C14—C15—H15120.7
C7—N2—C13109.8 (4)C15—C16—C17121.3 (8)
C6—N2—Fe1107.6 (3)C15—C16—H16119.4
C7—N2—Fe1109.0 (3)C17—C16—H16119.4
C13—N2—Fe1105.5 (3)C18—C17—C16117.8 (8)
C8—N3—C12118.7 (4)C18—C17—H17121.1
C8—N3—Fe1115.2 (3)C16—C17—H17121.1
C12—N3—Fe1125.6 (4)N4—C18—C17122.0 (6)
C5—N1—C1120.5 (6)N4—C18—H18119.0
C5—N1—Fe1115.7 (5)C17—C18—H18119.0
C1—N1—Fe1123.5 (5)O1—C19—C20122.8 (5)
N1—C1—C2121.8 (7)O1—C19—C24117.2 (4)
N1—C1—H1119.1C20—C19—C24120.1 (5)
C2—C1—H1119.1C21—C20—C19119.0 (4)
C3—C2—C1119.1 (9)C21—C20—Cl1121.9 (4)
C3—C2—H2120.4C19—C20—Cl1119.1 (4)
C1—C2—H2120.4C22—C21—C20121.3 (4)
C2—C3—C4119.6 (10)C22—C21—Cl2119.6 (4)
C2—C3—H3120.2C20—C21—Cl2119.1 (4)
C4—C3—H3120.2C21—C22—C23119.7 (4)
C3—C4—C5119.8 (9)C21—C22—Cl3120.9 (4)
C3—C4—H4120.1C23—C22—Cl3119.3 (4)
C5—C4—H4120.1C24—C23—C22119.7 (5)
N1—C5—C4119.3 (7)C24—C23—Cl4118.3 (4)
N1—C5—C6116.4 (6)C22—C23—Cl4122.0 (4)
C4—C5—C6124.1 (8)O2—C24—C23124.4 (4)
N2—C6—C5109.7 (5)O2—C24—C19115.5 (4)
N2—C6—H6A109.7C23—C24—C19120.1 (5)
O2—Fe1—O1—C191.1 (3)C7—N2—C6—C581.5 (5)
N3—Fe1—O1—C19177.5 (3)C13—N2—C6—C5154.1 (4)
N1—Fe1—O1—C1991.2 (3)Fe1—N2—C6—C538.2 (5)
N4—Fe1—O1—C1991.4 (3)N1—C5—C6—N234.4 (7)
N2—Fe1—O1—C19165.4 (12)C4—C5—C6—N2150.8 (5)
O1—Fe1—O2—C240.6 (3)C6—N2—C7—C8102.0 (5)
N3—Fe1—O2—C2452.1 (19)C13—N2—C7—C8132.0 (4)
N1—Fe1—O2—C24104.6 (3)Fe1—N2—C7—C816.9 (5)
N4—Fe1—O2—C24100.7 (3)C12—N3—C8—C90.8 (6)
N2—Fe1—O2—C24177.7 (3)Fe1—N3—C8—C9171.1 (3)
O1—Fe1—N4—C1810.9 (4)C12—N3—C8—C7175.5 (4)
O2—Fe1—N4—C1896.3 (4)Fe1—N3—C8—C712.5 (5)
N3—Fe1—N4—C1881.6 (4)N2—C7—C8—N320.3 (6)
N1—Fe1—N4—C18163.3 (4)N2—C7—C8—C9163.4 (4)
N2—Fe1—N4—C18162.3 (4)N3—C8—C9—C101.9 (7)
O1—Fe1—N4—C14165.3 (3)C7—C8—C9—C10174.3 (5)
O2—Fe1—N4—C1479.9 (3)C8—C9—C10—C111.8 (9)
N3—Fe1—N4—C14102.2 (4)C9—C10—C11—C120.7 (9)
N1—Fe1—N4—C1420.5 (5)C8—N3—C12—C110.3 (7)
N2—Fe1—N4—C1421.5 (3)Fe1—N3—C12—C11171.3 (4)
O1—Fe1—N2—C6130.4 (12)C10—C11—C12—N30.3 (8)
O2—Fe1—N2—C663.3 (3)C6—N2—C13—C14159.5 (4)
N3—Fe1—N2—C6113.1 (3)C7—N2—C13—C1474.9 (5)
N1—Fe1—N2—C625.4 (3)Fe1—N2—C13—C1442.4 (5)
N4—Fe1—N2—C6154.1 (3)C18—N4—C14—C151.9 (8)
O1—Fe1—N2—C78.9 (15)Fe1—N4—C14—C15174.5 (4)
O2—Fe1—N2—C7175.1 (3)C18—N4—C14—C13179.5 (5)
N3—Fe1—N2—C78.5 (3)Fe1—N4—C14—C133.1 (6)
N1—Fe1—N2—C796.1 (3)N2—C13—C14—N427.5 (6)
N4—Fe1—N2—C784.3 (3)N2—C13—C14—C15155.0 (5)
O1—Fe1—N2—C13109.0 (12)N4—C14—C15—C160.4 (9)
O2—Fe1—N2—C1357.3 (3)C13—C14—C15—C16177.8 (6)
N3—Fe1—N2—C13126.3 (3)C14—C15—C16—C171.1 (11)
N1—Fe1—N2—C13146.0 (4)C15—C16—C17—C181.0 (11)
N4—Fe1—N2—C1333.5 (3)C14—N4—C18—C172.1 (8)
O1—Fe1—N3—C8179.9 (3)Fe1—N4—C18—C17174.0 (4)
O2—Fe1—N3—C8128.8 (17)C16—C17—C18—N40.6 (9)
N1—Fe1—N3—C876.2 (3)Fe1—O1—C19—C20179.0 (4)
N4—Fe1—N3—C878.3 (3)Fe1—O1—C19—C241.5 (5)
N2—Fe1—N3—C81.9 (3)O1—C19—C20—C21179.6 (4)
O1—Fe1—N3—C128.8 (4)C24—C19—C20—C210.9 (7)
O2—Fe1—N3—C1242.5 (19)O1—C19—C20—Cl10.3 (6)
N1—Fe1—N3—C1295.1 (4)C24—C19—C20—Cl1179.2 (3)
N4—Fe1—N3—C12110.4 (4)C19—C20—C21—C222.0 (7)
N2—Fe1—N3—C12173.3 (4)Cl1—C20—C21—C22178.1 (4)
O1—Fe1—N1—C5178.6 (4)C19—C20—C21—Cl2179.8 (4)
O2—Fe1—N1—C593.6 (4)Cl1—C20—C21—Cl20.1 (6)
N3—Fe1—N1—C590.1 (4)C20—C21—C22—C230.7 (8)
N4—Fe1—N1—C57.2 (6)Cl2—C21—C22—C23178.9 (4)
N2—Fe1—N1—C58.3 (4)C20—C21—C22—Cl3179.1 (4)
O1—Fe1—N1—C17.3 (4)Cl2—C21—C22—Cl32.7 (6)
O2—Fe1—N1—C192.2 (4)C21—C22—C23—C241.6 (7)
N3—Fe1—N1—C184.1 (4)Cl3—C22—C23—C24176.8 (4)
N4—Fe1—N1—C1166.9 (4)C21—C22—C23—Cl4179.0 (4)
N2—Fe1—N1—C1165.9 (4)Cl3—C22—C23—Cl42.7 (6)
C5—N1—C1—C21.2 (8)Fe1—O2—C24—C23179.1 (3)
Fe1—N1—C1—C2175.1 (4)Fe1—O2—C24—C190.0 (5)
N1—C1—C2—C33.2 (11)C22—C23—C24—O2178.3 (4)
C1—C2—C3—C42.7 (13)Cl4—C23—C24—O21.1 (6)
C2—C3—C4—C50.4 (13)C22—C23—C24—C192.7 (7)
C1—N1—C5—C41.2 (8)Cl4—C23—C24—C19177.9 (3)
Fe1—N1—C5—C4173.2 (4)O1—C19—C24—O21.0 (6)
C1—N1—C5—C6174.0 (5)C20—C19—C24—O2179.5 (4)
Fe1—N1—C5—C611.7 (6)O1—C19—C24—C23178.1 (4)
C3—C4—C5—N11.6 (10)C20—C19—C24—C231.4 (7)
C3—C4—C5—C6173.2 (7)
(ortho400) top
Crystal data top
C24H18Cl4F6FeN4O2PF(000) = 1476
Mr = 737.04Dx = 1.617 Mg m3
Orthorhombic, Pna21Mo Kα radiation, λ = 0.71069 Å
a = 8.561 (2) ŵ = 0.97 mm1
b = 37.414 (9) ÅT = 400 K
c = 9.452 (2) ÅPlate, purple
V = 3027.5 (12) Å30.20 × 0.20 × 0.05 mm
Z = 4
Data collection top
CCD Saphire 3 Xcalibur
diffractometer
1760 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.121
Graphite monochromatorθmax = 27.0°, θmin = 2.6°
Detector resolution: 19.64 pixels mm-1h = 1010
ω scank = 4747
35296 measured reflectionsl = 1212
6576 independent reflections
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.037H-atom parameters constrained
wR(F2) = 0.100 w = 1/[σ2(Fo2) + (0.0651P)2]
where P = (Fo2 + 2Fc2)/3
S = 0.53(Δ/σ)max = 0.001
6576 reflectionsΔρmax = 0.31 e Å3
379 parametersΔρmin = 0.24 e Å3
1 restraintAbsolute structure: Flack H D (1983), Acta Cryst. A39, 876-881
Primary atom site location: structure-invariant direct methodsAbsolute structure parameter: 0.02 (2)
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
xyzUiso*/Ueq
Fe10.11014 (9)0.134605 (19)0.30104 (9)0.0674 (3)
Cl10.0628 (2)0.26489 (4)0.2470 (2)0.1136 (7)
Cl20.1908 (2)0.28983 (4)0.0491 (2)0.1245 (7)
Cl30.3304 (2)0.23345 (5)0.2597 (2)0.1268 (8)
Cl40.3511 (2)0.15210 (4)0.16513 (17)0.0916 (6)
P10.3106 (3)0.02133 (6)0.1360 (3)0.1083 (7)
F10.3540 (10)0.0207 (2)0.0191 (6)0.264 (4)
F20.2588 (9)0.02260 (16)0.2886 (6)0.223 (3)
F30.3061 (8)0.01968 (12)0.1393 (7)0.222 (3)
F40.1299 (8)0.01923 (18)0.1080 (9)0.239 (3)
F50.2948 (7)0.06003 (11)0.1188 (9)0.279 (5)
F60.4796 (7)0.0216 (2)0.1600 (9)0.268 (4)
O10.0884 (4)0.18584 (8)0.2914 (5)0.0692 (10)
O20.2057 (4)0.13884 (10)0.1151 (4)0.0685 (11)
N10.3307 (6)0.1279 (2)0.3989 (6)0.0798 (15)
N20.1149 (6)0.07686 (12)0.3342 (5)0.0665 (13)
N30.0190 (5)0.13392 (16)0.5103 (5)0.0633 (13)
N40.1066 (7)0.11749 (15)0.2180 (5)0.0691 (14)
C10.4191 (12)0.1548 (2)0.4566 (9)0.109 (2)
H10.38870.17840.44310.131*
C20.5506 (14)0.1476 (4)0.5333 (11)0.143 (4)
H20.60950.16650.56900.171*
C30.5958 (14)0.1144 (5)0.5577 (12)0.158 (5)
H30.68430.11010.61210.189*
C40.5099 (13)0.0855 (3)0.5013 (11)0.138 (4)
H40.54110.06200.51620.166*
C50.3739 (10)0.0936 (3)0.4210 (8)0.093 (2)
C60.2784 (9)0.06598 (19)0.3446 (8)0.101 (2)
H6A0.28510.04340.39470.121*
H6B0.32060.06250.25040.121*
C70.0283 (8)0.06904 (16)0.4742 (7)0.084 (2)
H7A0.08420.05050.52480.101*
H7B0.07500.06000.45240.101*
C80.0119 (6)0.1013 (2)0.5700 (7)0.0665 (17)
C90.0209 (7)0.0965 (2)0.7173 (9)0.091 (2)
H90.02520.07380.75710.109*
C100.0458 (8)0.1266 (3)0.7979 (9)0.113 (2)
H100.06440.12480.89460.136*
C110.0426 (8)0.1589 (3)0.7329 (9)0.104 (2)
H110.06620.17910.78600.125*
C120.0060 (6)0.16329 (18)0.5911 (8)0.0740 (18)
H120.00120.18600.55200.089*
C130.0298 (10)0.06153 (17)0.2117 (7)0.090 (2)
H13A0.09810.06130.12980.108*
H13B0.00070.03700.23270.108*
C140.1133 (10)0.0825 (2)0.1780 (7)0.0744 (18)
C150.2445 (13)0.0698 (2)0.1090 (7)0.098 (2)
H150.24970.04600.08120.118*
C160.3682 (12)0.0927 (4)0.0814 (10)0.128 (4)
H160.45750.08410.03680.154*
C170.3590 (12)0.1278 (3)0.1196 (9)0.113 (3)
H170.44020.14360.09980.136*
C180.2282 (11)0.13916 (19)0.1873 (7)0.085 (2)
H180.22200.16300.21390.101*
C190.1417 (6)0.19865 (16)0.1665 (7)0.0633 (16)
C200.1401 (7)0.23474 (16)0.1282 (7)0.0726 (18)
C210.1981 (7)0.24494 (16)0.0038 (8)0.0778 (19)
C220.2613 (7)0.22046 (19)0.0931 (7)0.0788 (19)
C230.2688 (6)0.18429 (17)0.0569 (7)0.0693 (16)
C240.2053 (7)0.17302 (18)0.0730 (7)0.0612 (16)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Fe10.0756 (6)0.0658 (5)0.0610 (5)0.0019 (5)0.0058 (6)0.0011 (5)
Cl10.1428 (16)0.0722 (11)0.1259 (18)0.0101 (10)0.0395 (13)0.0156 (10)
Cl20.1563 (17)0.0759 (12)0.1412 (17)0.0026 (11)0.0307 (16)0.0291 (12)
Cl30.176 (2)0.1144 (14)0.0905 (16)0.0008 (13)0.0413 (14)0.0308 (12)
Cl40.1095 (14)0.0972 (11)0.0680 (12)0.0041 (9)0.0216 (10)0.0053 (9)
P10.123 (2)0.0891 (18)0.113 (2)0.0113 (14)0.0262 (16)0.0192 (13)
F10.364 (11)0.325 (9)0.103 (5)0.078 (7)0.073 (6)0.049 (5)
F20.310 (9)0.224 (6)0.135 (5)0.056 (5)0.071 (6)0.006 (5)
F30.313 (7)0.098 (4)0.255 (7)0.017 (4)0.137 (6)0.012 (4)
F40.171 (6)0.264 (7)0.281 (9)0.032 (5)0.033 (6)0.006 (6)
F50.306 (7)0.068 (3)0.462 (13)0.006 (4)0.174 (8)0.052 (5)
F60.114 (5)0.379 (10)0.310 (11)0.037 (5)0.037 (6)0.044 (8)
O10.081 (3)0.066 (2)0.061 (2)0.004 (2)0.019 (3)0.004 (3)
O20.081 (3)0.065 (3)0.060 (3)0.005 (2)0.007 (2)0.003 (2)
N10.065 (4)0.108 (5)0.067 (4)0.002 (4)0.014 (3)0.005 (4)
N20.067 (4)0.073 (3)0.060 (4)0.012 (3)0.016 (3)0.000 (3)
N30.061 (4)0.064 (3)0.065 (3)0.005 (3)0.002 (3)0.001 (4)
N40.078 (4)0.068 (3)0.061 (3)0.004 (3)0.011 (3)0.002 (3)
C10.100 (7)0.144 (7)0.083 (5)0.027 (7)0.022 (6)0.030 (6)
C20.068 (8)0.258 (16)0.102 (8)0.001 (8)0.002 (6)0.040 (9)
C30.102 (10)0.250 (17)0.120 (9)0.050 (10)0.028 (7)0.045 (10)
C40.103 (9)0.211 (12)0.102 (8)0.064 (8)0.018 (7)0.005 (7)
C50.071 (7)0.143 (8)0.065 (5)0.033 (6)0.007 (5)0.008 (5)
C60.100 (6)0.095 (5)0.108 (6)0.027 (5)0.008 (5)0.003 (5)
C70.093 (5)0.071 (5)0.088 (6)0.007 (4)0.004 (5)0.014 (4)
C80.050 (4)0.086 (5)0.063 (5)0.007 (4)0.004 (3)0.005 (5)
C90.086 (5)0.119 (6)0.067 (6)0.006 (4)0.018 (4)0.008 (5)
C100.135 (6)0.141 (7)0.063 (5)0.009 (5)0.001 (6)0.023 (7)
C110.097 (6)0.148 (8)0.067 (6)0.030 (6)0.002 (4)0.041 (6)
C120.072 (5)0.076 (5)0.074 (6)0.004 (4)0.003 (4)0.017 (4)
C130.124 (7)0.069 (4)0.077 (5)0.013 (5)0.001 (5)0.033 (4)
C140.090 (6)0.079 (5)0.055 (4)0.013 (5)0.009 (4)0.005 (4)
C150.115 (7)0.109 (6)0.071 (5)0.049 (6)0.019 (5)0.005 (4)
C160.084 (8)0.175 (10)0.125 (8)0.064 (8)0.020 (6)0.063 (8)
C170.098 (8)0.143 (9)0.100 (6)0.035 (7)0.005 (6)0.024 (6)
C180.086 (6)0.095 (6)0.073 (5)0.003 (5)0.012 (5)0.005 (4)
C190.067 (5)0.052 (4)0.070 (5)0.005 (4)0.004 (4)0.003 (4)
C200.076 (5)0.057 (4)0.085 (5)0.004 (4)0.017 (4)0.009 (4)
C210.079 (5)0.066 (5)0.089 (6)0.002 (4)0.008 (4)0.015 (4)
C220.084 (5)0.075 (5)0.077 (5)0.008 (4)0.001 (4)0.008 (4)
C230.073 (5)0.079 (5)0.056 (4)0.000 (4)0.005 (4)0.002 (4)
C240.060 (4)0.057 (4)0.066 (4)0.002 (3)0.003 (4)0.008 (4)
Geometric parameters (Å, º) top
Fe1—O11.928 (3)C4—C51.423 (10)
Fe1—O21.945 (4)C4—H40.9300
Fe1—N42.114 (5)C5—C61.502 (8)
Fe1—N12.118 (6)C6—H6A0.9700
Fe1—N32.127 (5)C6—H6B0.9700
Fe1—N22.183 (4)C7—C81.515 (8)
Cl1—C201.724 (6)C7—H7A0.9700
Cl2—C211.735 (6)C7—H7B0.9700
Cl3—C221.750 (7)C8—C91.432 (8)
Cl4—C231.730 (6)C9—C101.376 (9)
P1—F51.463 (5)C9—H90.9300
P1—F61.465 (6)C10—C111.358 (9)
P1—F21.510 (6)C10—H100.9300
P1—F11.513 (6)C11—C121.386 (9)
P1—F31.535 (5)C11—H110.9300
P1—F41.571 (6)C12—H120.9300
O1—C191.353 (7)C13—C141.490 (9)
O2—C241.340 (6)C13—H13A0.9700
N1—C51.350 (8)C13—H13B0.9700
N1—C11.372 (8)C14—C151.384 (8)
N2—C61.461 (7)C15—C161.387 (10)
N2—C131.484 (7)C15—H150.9300
N2—C71.545 (7)C16—C171.366 (12)
N3—C81.346 (6)C16—H160.9300
N3—C121.355 (7)C17—C181.357 (9)
N4—C181.351 (7)C17—H170.9300
N4—C141.363 (7)C18—H180.9300
C1—C21.366 (11)C19—C201.398 (7)
C1—H10.9300C19—C241.413 (8)
C2—C31.323 (14)C20—C211.395 (8)
C2—H20.9300C21—C221.358 (8)
C3—C41.412 (14)C22—C231.398 (7)
C3—H30.9300C23—C241.407 (8)
O1—Fe1—O285.23 (17)C5—C6—H6A109.4
O1—Fe1—N4101.5 (2)N2—C6—H6B109.4
O2—Fe1—N493.35 (17)C5—C6—H6B109.4
O1—Fe1—N1103.0 (2)H6A—C6—H6B108.0
O2—Fe1—N191.67 (18)C8—C7—N2113.9 (5)
N4—Fe1—N1155.3 (3)C8—C7—H7A108.8
O1—Fe1—N391.2 (2)N2—C7—H7A108.8
O2—Fe1—N3174.74 (19)C8—C7—H7B108.8
N4—Fe1—N391.14 (17)N2—C7—H7B108.8
N1—Fe1—N385.37 (17)H7A—C7—H7B107.7
O1—Fe1—N2172.90 (19)N3—C8—C9122.0 (6)
O2—Fe1—N2101.68 (17)N3—C8—C7117.9 (6)
N4—Fe1—N276.7 (2)C9—C8—C7120.0 (6)
N1—Fe1—N278.6 (2)C10—C9—C8117.8 (7)
N3—Fe1—N282.0 (2)C10—C9—H9121.1
F5—P1—F695.9 (4)C8—C9—H9121.1
F5—P1—F292.7 (4)C11—C10—C9118.4 (8)
F6—P1—F298.1 (5)C11—C10—H10120.8
F5—P1—F186.0 (4)C9—C10—H10120.8
F6—P1—F184.7 (5)C10—C11—C12123.2 (7)
F2—P1—F1177.0 (5)C10—C11—H11118.4
F5—P1—F3171.5 (4)C12—C11—H11118.4
F6—P1—F391.6 (4)N3—C12—C11119.0 (6)
F2—P1—F390.3 (3)N3—C12—H12120.5
F1—P1—F390.6 (4)C11—C12—H12120.5
F5—P1—F486.5 (4)N2—C13—C14111.5 (5)
F6—P1—F4177.4 (4)N2—C13—H13A109.3
F2—P1—F482.7 (4)C14—C13—H13A109.3
F1—P1—F494.5 (5)N2—C13—H13B109.3
F3—P1—F485.9 (3)C14—C13—H13B109.3
C19—O1—Fe1111.2 (4)H13A—C13—H13B108.0
C24—O2—Fe1110.2 (4)N4—C14—C15119.7 (7)
C5—N1—C1119.0 (7)N4—C14—C13114.4 (7)
C5—N1—Fe1115.1 (6)C15—C14—C13125.9 (7)
C1—N1—Fe1125.3 (7)C14—C15—C16119.7 (8)
C6—N2—C13114.5 (6)C14—C15—H15120.1
C6—N2—C7110.4 (5)C16—C15—H15120.1
C13—N2—C7111.1 (5)C17—C16—C15120.1 (9)
C6—N2—Fe1107.6 (4)C17—C16—H16120.0
C13—N2—Fe1105.2 (4)C15—C16—H16120.0
C7—N2—Fe1107.5 (3)C18—C17—C16118.2 (10)
C8—N3—C12119.5 (5)C18—C17—H17120.9
C8—N3—Fe1114.6 (4)C16—C17—H17120.9
C12—N3—Fe1124.9 (5)N4—C18—C17123.3 (8)
C18—N4—C14118.9 (6)N4—C18—H18118.3
C18—N4—Fe1125.1 (5)C17—C18—H18118.3
C14—N4—Fe1115.5 (5)O1—C19—C20124.4 (6)
C2—C1—N1121.5 (9)O1—C19—C24115.8 (5)
C2—C1—H1119.2C20—C19—C24119.8 (6)
N1—C1—H1119.2C21—C20—C19119.5 (5)
C3—C2—C1121.1 (13)C21—C20—Cl1122.7 (5)
C3—C2—H2119.4C19—C20—Cl1117.8 (5)
C1—C2—H2119.4C22—C21—C20120.9 (5)
C2—C3—C4120.2 (13)C22—C21—Cl2120.9 (6)
C2—C3—H3119.9C20—C21—Cl2118.2 (6)
C4—C3—H3119.9C21—C22—C23121.2 (6)
C3—C4—C5117.6 (11)C21—C22—Cl3120.5 (5)
C3—C4—H4121.2C23—C22—Cl3118.3 (6)
C5—C4—H4121.2C22—C23—C24119.1 (6)
N1—C5—C4120.6 (8)C22—C23—Cl4123.2 (6)
N1—C5—C6115.5 (8)C24—C23—Cl4117.7 (5)
C4—C5—C6123.7 (10)O2—C24—C23123.0 (6)
N2—C6—C5111.2 (6)O2—C24—C19117.6 (6)
N2—C6—H6A109.4C23—C24—C19119.4 (6)
O2—Fe1—O1—C192.0 (3)C13—N2—C6—C5153.3 (6)
N4—Fe1—O1—C1990.5 (4)C7—N2—C6—C580.3 (7)
N1—Fe1—O1—C1992.6 (4)Fe1—N2—C6—C536.8 (6)
N3—Fe1—O1—C19178.1 (3)N1—C5—C6—N234.6 (8)
N2—Fe1—O1—C19164.8 (14)C4—C5—C6—N2151.0 (6)
O1—Fe1—O2—C241.6 (4)C6—N2—C7—C898.6 (6)
N4—Fe1—O2—C2499.6 (4)C13—N2—C7—C8133.1 (6)
N1—Fe1—O2—C24104.6 (4)Fe1—N2—C7—C818.6 (6)
N3—Fe1—O2—C2449 (2)C12—N3—C8—C90.2 (8)
N2—Fe1—O2—C24176.7 (4)Fe1—N3—C8—C9169.2 (4)
O1—Fe1—N1—C5178.9 (4)C12—N3—C8—C7175.4 (5)
O2—Fe1—N1—C595.7 (4)Fe1—N3—C8—C715.2 (7)
N4—Fe1—N1—C56.1 (8)N2—C7—C8—N323.3 (8)
N3—Fe1—N1—C588.7 (5)N2—C7—C8—C9160.9 (5)
N2—Fe1—N1—C55.9 (4)N3—C8—C9—C100.1 (9)
O1—Fe1—N1—C18.0 (5)C7—C8—C9—C10175.4 (6)
O2—Fe1—N1—C193.5 (5)C8—C9—C10—C112.0 (10)
N4—Fe1—N1—C1164.7 (5)C9—C10—C11—C124.1 (11)
N3—Fe1—N1—C182.1 (5)C8—N3—C12—C111.7 (8)
N2—Fe1—N1—C1164.9 (5)Fe1—N3—C12—C11170.0 (4)
O1—Fe1—N2—C6127.6 (14)C10—C11—C12—N34.1 (10)
O2—Fe1—N2—C665.9 (4)C6—N2—C13—C14160.3 (6)
N4—Fe1—N2—C6156.6 (5)C7—N2—C13—C1473.7 (6)
N1—Fe1—N2—C623.5 (4)Fe1—N2—C13—C1442.4 (6)
N3—Fe1—N2—C6110.3 (4)C18—N4—C14—C150.9 (8)
O1—Fe1—N2—C13109.9 (15)Fe1—N4—C14—C15173.3 (4)
O2—Fe1—N2—C1356.6 (4)C18—N4—C14—C13177.5 (5)
N4—Fe1—N2—C1334.1 (4)Fe1—N4—C14—C135.1 (6)
N1—Fe1—N2—C13146.0 (4)N2—C13—C14—N426.4 (7)
N3—Fe1—N2—C13127.2 (4)N2—C13—C14—C15155.3 (5)
O1—Fe1—N2—C78.6 (17)N4—C14—C15—C160.2 (10)
O2—Fe1—N2—C7175.1 (4)C13—C14—C15—C16178.4 (7)
N4—Fe1—N2—C784.4 (4)C14—C15—C16—C171.4 (12)
N1—Fe1—N2—C795.6 (4)C15—C16—C17—C181.5 (12)
N3—Fe1—N2—C78.7 (4)C14—N4—C18—C170.8 (9)
O1—Fe1—N3—C8179.1 (4)Fe1—N4—C18—C17172.4 (5)
O2—Fe1—N3—C8132 (2)C16—C17—C18—N40.4 (11)
N4—Fe1—N3—C879.4 (4)Fe1—O1—C19—C20179.4 (4)
N1—Fe1—N3—C876.1 (4)Fe1—O1—C19—C241.9 (6)
N2—Fe1—N3—C83.0 (4)O1—C19—C20—C21179.9 (5)
O1—Fe1—N3—C1210.3 (4)C24—C19—C20—C211.5 (8)
O2—Fe1—N3—C1237 (2)O1—C19—C20—Cl10.8 (8)
N4—Fe1—N3—C12111.8 (5)C24—C19—C20—Cl1179.4 (4)
N1—Fe1—N3—C1292.7 (5)C19—C20—C21—C222.4 (9)
N2—Fe1—N3—C12171.8 (5)Cl1—C20—C21—C22178.5 (5)
O1—Fe1—N4—C187.6 (5)C19—C20—C21—Cl2178.8 (4)
O2—Fe1—N4—C1893.4 (5)Cl1—C20—C21—Cl20.3 (8)
N1—Fe1—N4—C18165.3 (5)C20—C21—C22—C230.8 (10)
N3—Fe1—N4—C1883.9 (5)Cl2—C21—C22—C23179.5 (4)
N2—Fe1—N4—C18165.4 (5)C20—C21—C22—Cl3178.8 (5)
O1—Fe1—N4—C14164.3 (4)Cl2—C21—C22—Cl32.5 (8)
O2—Fe1—N4—C1478.5 (4)C21—C22—C23—C241.8 (9)
N1—Fe1—N4—C1422.9 (7)Cl3—C22—C23—C24176.3 (4)
N3—Fe1—N4—C14104.3 (4)C21—C22—C23—Cl4178.8 (5)
N2—Fe1—N4—C1422.7 (4)Cl3—C22—C23—Cl43.1 (7)
C5—N1—C1—C21.1 (10)Fe1—O2—C24—C23179.2 (4)
Fe1—N1—C1—C2171.6 (6)Fe1—O2—C24—C191.0 (6)
N1—C1—C2—C31.6 (13)C22—C23—C24—O2179.1 (5)
C1—C2—C3—C41.6 (17)Cl4—C23—C24—O20.3 (8)
C2—C3—C4—C51.1 (15)C22—C23—C24—C192.7 (8)
C1—N1—C5—C40.7 (9)Cl4—C23—C24—C19177.9 (4)
Fe1—N1—C5—C4172.2 (5)O1—C19—C24—O20.6 (8)
C1—N1—C5—C6175.3 (5)C20—C19—C24—O2179.3 (5)
Fe1—N1—C5—C613.3 (7)O1—C19—C24—C23177.7 (5)
C3—C4—C5—N10.7 (11)C20—C19—C24—C231.0 (8)
C3—C4—C5—C6174.8 (8)
 

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