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The photocrystallographic investigation of the light-induced excited spin-state trapping effect in the dinuclear spin-crossover compound {[Fe(bt)(NCS)2]2(bpym)} is reported. In this system, each of the two Fe sites may be either in the high-spin (HS) or in the low-spin (LS) state, so that the molecule corresponds to a three-state system (LS-LS, HS-LS and HS-HS). At low temperature, the laser excitation wavelength controls the photoswitching from the stable LS-LS state to one of the metastable excited states (HS-LS or HS-HS), and also between these two excited states. Significant changes in the crystalline structure associated with the photoinduced change of spin state are detailed here. The low-temperature photoinduced states look similar to the corresponding states observed at thermal equilibrium within the unit-cell thermal contraction.
Supporting information
CCDC references: 644705; 644706; 644707; 644708; 644709
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).
Crystal data top
C12H11FeN6S4 | V = 796.83 (19) Å3 |
Mr = 423.36 | Z = 2 |
Triclinic, P1 | F(000) = 430 |
a = 8.446 (1) Å | Dx = 1.764 Mg m−3 |
b = 9.123 (1) Å | Mo Kα radiation, λ = 0.71069 Å |
c = 11.779 (2) Å | µ = 1.48 mm−1 |
α = 72.26 (1)° | T = 23 K |
β = 80.94 (1)° | Block, black |
γ = 67.33 (1)° | 0.1 × 0.1 × 0.1 mm |
Data collection top
CCD Saphire 3 Xcalibur diffractometer | 2190 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.054 |
Graphite monochromator | θmax = 27.0°, θmin = 2.9° |
Detector resolution: 19.64 pixels mm-1 | h = −10→10 |
ω scan | k = −11→11 |
11525 measured reflections | l = −15→15 |
3210 independent 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)] = 0.037 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.090 | H-atom parameters constrained |
S = 0.92 | w = 1/[σ2(Fo2) + (0.0502P)2] where P = (Fo2 + 2Fc2)/3 |
3210 reflections | (Δ/σ)max < 0.001 |
208 parameters | Δρmax = 0.65 e Å−3 |
0 restraints | Δρmin = −0.47 e Å−3 |
Crystal data top
C12H11FeN6S4 | γ = 67.33 (1)° |
Mr = 423.36 | V = 796.83 (19) Å3 |
Triclinic, P1 | Z = 2 |
a = 8.446 (1) Å | Mo Kα radiation |
b = 9.123 (1) Å | µ = 1.48 mm−1 |
c = 11.779 (2) Å | T = 23 K |
α = 72.26 (1)° | 0.1 × 0.1 × 0.1 mm |
β = 80.94 (1)° | |
Data collection top
CCD Saphire 3 Xcalibur diffractometer | 2190 reflections with I > 2σ(I) |
11525 measured reflections | Rint = 0.054 |
3210 independent reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.037 | 0 restraints |
wR(F2) = 0.090 | H-atom parameters constrained |
S = 0.92 | Δρmax = 0.65 e Å−3 |
3210 reflections | Δρmin = −0.47 e Å−3 |
208 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 | 0.86543 (6) | 0.21942 (6) | 0.79761 (5) | 0.01265 (14) | |
S1 | 0.33539 (11) | 0.23352 (11) | 1.00751 (9) | 0.0199 (2) | |
S2 | 0.74652 (11) | 0.13248 (12) | 0.44897 (8) | 0.0194 (2) | |
S3 | 0.87791 (11) | 0.71148 (11) | 0.59855 (9) | 0.0194 (2) | |
S4 | 1.29047 (12) | 0.39968 (12) | 0.63828 (9) | 0.0223 (2) | |
N1 | 0.6366 (3) | 0.2317 (3) | 0.8656 (3) | 0.0146 (6) | |
N2 | 0.8176 (3) | 0.1965 (3) | 0.6503 (3) | 0.0142 (6) | |
N3 | 0.8007 (4) | 0.4563 (3) | 0.7316 (3) | 0.0144 (6) | |
N4 | 1.0904 (3) | 0.2310 (4) | 0.7352 (3) | 0.0140 (6) | |
N5 | 0.9652 (3) | −0.0225 (3) | 0.8622 (3) | 0.0116 (6) | |
N6 | 1.0855 (3) | −0.2183 (3) | 1.0435 (3) | 0.0118 (6) | |
C1 | 0.5124 (5) | 0.2328 (4) | 0.9246 (3) | 0.0155 (8) | |
C2 | 0.7887 (4) | 0.1711 (4) | 0.5659 (3) | 0.0154 (8) | |
C3 | 0.6328 (4) | 0.5884 (4) | 0.7125 (4) | 0.0193 (8) | |
H3A | 0.5622 | 0.5827 | 0.7859 | 0.023* | |
H3B | 0.5746 | 0.5782 | 0.6522 | 0.023* | |
C4 | 0.6625 (4) | 0.7545 (4) | 0.6710 (3) | 0.0199 (8) | |
H4A | 0.6554 | 0.7966 | 0.7387 | 0.024* | |
H4B | 0.5770 | 0.8355 | 0.6153 | 0.024* | |
C5 | 0.9242 (4) | 0.5063 (4) | 0.6763 (3) | 0.0144 (8) | |
C6 | 1.0933 (4) | 0.3767 (4) | 0.6835 (3) | 0.0141 (8) | |
C7 | 1.3935 (4) | 0.1746 (4) | 0.6747 (3) | 0.0192 (8) | |
H7A | 1.4224 | 0.1377 | 0.6025 | 0.023* | |
H7B | 1.4979 | 0.1386 | 0.7163 | 0.023* | |
C8 | 1.2642 (4) | 0.1047 (4) | 0.7543 (3) | 0.0192 (8) | |
H8A | 1.2696 | 0.0069 | 0.7349 | 0.023* | |
H8B | 1.2910 | 0.0742 | 0.8373 | 0.023* | |
C9 | 1.0003 (4) | −0.1468 (4) | 0.8122 (3) | 0.0153 (8) | |
H9 | 0.9696 | −0.1238 | 0.7345 | 0.018* | |
C10 | 1.0814 (4) | −0.3082 (4) | 0.8754 (3) | 0.0158 (8) | |
H10 | 1.1088 | −0.3936 | 0.8399 | 0.019* | |
C11 | 1.1213 (4) | −0.3409 (4) | 0.9917 (3) | 0.0150 (8) | |
H11 | 1.1739 | −0.4495 | 1.0352 | 0.018* | |
C12 | 1.0140 (4) | −0.0674 (4) | 0.9744 (3) | 0.0113 (7) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Fe1 | 0.0119 (3) | 0.0140 (3) | 0.0120 (3) | −0.0044 (2) | −0.0003 (2) | −0.0039 (2) |
S1 | 0.0161 (4) | 0.0187 (5) | 0.0249 (6) | −0.0065 (4) | 0.0053 (4) | −0.0087 (4) |
S2 | 0.0170 (5) | 0.0288 (5) | 0.0148 (5) | −0.0090 (4) | −0.0008 (4) | −0.0080 (5) |
S3 | 0.0172 (5) | 0.0192 (5) | 0.0220 (6) | −0.0072 (4) | −0.0015 (4) | −0.0047 (4) |
S4 | 0.0181 (5) | 0.0235 (5) | 0.0276 (6) | −0.0101 (4) | 0.0023 (4) | −0.0081 (5) |
N1 | 0.0117 (15) | 0.0150 (15) | 0.0166 (18) | −0.0043 (12) | −0.0049 (13) | −0.0019 (14) |
N2 | 0.0134 (15) | 0.0141 (15) | 0.0150 (18) | −0.0046 (12) | −0.0008 (13) | −0.0038 (14) |
N3 | 0.0127 (14) | 0.0169 (16) | 0.0130 (17) | −0.0035 (12) | −0.0046 (12) | −0.0033 (14) |
N4 | 0.0118 (14) | 0.0176 (16) | 0.0122 (17) | −0.0027 (12) | −0.0009 (12) | −0.0066 (14) |
N5 | 0.0069 (13) | 0.0158 (15) | 0.0135 (17) | −0.0057 (11) | −0.0002 (12) | −0.0041 (14) |
N6 | 0.0080 (13) | 0.0132 (15) | 0.0131 (17) | −0.0017 (12) | −0.0019 (12) | −0.0038 (14) |
C1 | 0.0192 (19) | 0.0110 (17) | 0.016 (2) | −0.0038 (14) | −0.0074 (16) | −0.0025 (17) |
C2 | 0.0085 (16) | 0.0121 (17) | 0.021 (2) | −0.0037 (14) | −0.0002 (15) | 0.0011 (17) |
C3 | 0.0120 (17) | 0.0211 (19) | 0.023 (2) | −0.0036 (15) | −0.0054 (15) | −0.0048 (18) |
C4 | 0.0172 (18) | 0.020 (2) | 0.019 (2) | −0.0022 (16) | −0.0030 (16) | −0.0048 (18) |
C5 | 0.0170 (18) | 0.0177 (18) | 0.009 (2) | −0.0073 (15) | −0.0043 (15) | −0.0005 (16) |
C6 | 0.0130 (17) | 0.0210 (19) | 0.009 (2) | −0.0075 (15) | −0.0015 (14) | −0.0034 (17) |
C7 | 0.0153 (18) | 0.0209 (19) | 0.022 (2) | −0.0047 (15) | −0.0018 (16) | −0.0086 (18) |
C8 | 0.0133 (18) | 0.0196 (19) | 0.027 (2) | −0.0049 (15) | −0.0001 (16) | −0.0118 (18) |
C9 | 0.0138 (17) | 0.0201 (19) | 0.014 (2) | −0.0070 (15) | 0.0007 (14) | −0.0073 (17) |
C10 | 0.0143 (17) | 0.0183 (18) | 0.018 (2) | −0.0064 (15) | 0.0016 (15) | −0.0100 (17) |
C11 | 0.0119 (17) | 0.0118 (17) | 0.021 (2) | −0.0034 (14) | 0.0007 (15) | −0.0060 (17) |
C12 | 0.0065 (15) | 0.0147 (17) | 0.013 (2) | −0.0040 (13) | 0.0004 (13) | −0.0036 (16) |
Geometric parameters (Å, º) top
Fe1—N2 | 1.930 (3) | N6—C12 | 1.324 (4) |
Fe1—N3 | 1.942 (3) | N6—C11 | 1.346 (4) |
Fe1—N1 | 1.947 (3) | N6—Fe1i | 1.975 (3) |
Fe1—N4 | 1.957 (3) | C3—C4 | 1.549 (5) |
Fe1—N6i | 1.975 (3) | C3—H3A | 0.9700 |
Fe1—N5 | 1.976 (3) | C3—H3B | 0.9700 |
S1—C1 | 1.651 (4) | C4—H4A | 0.9700 |
S2—C2 | 1.642 (4) | C4—H4B | 0.9700 |
S3—C5 | 1.732 (4) | C5—C6 | 1.457 (5) |
S3—C4 | 1.832 (4) | C7—C8 | 1.526 (5) |
S4—C6 | 1.738 (3) | C7—H7A | 0.9700 |
S4—C7 | 1.834 (4) | C7—H7B | 0.9700 |
N1—C1 | 1.162 (5) | C8—H8A | 0.9700 |
N2—C2 | 1.167 (4) | C8—H8B | 0.9700 |
N3—C5 | 1.301 (4) | C9—C10 | 1.380 (5) |
N3—C3 | 1.460 (4) | C9—H9 | 0.9300 |
N4—C6 | 1.290 (4) | C10—C11 | 1.378 (5) |
N4—C8 | 1.475 (4) | C10—H10 | 0.9300 |
N5—C12 | 1.340 (4) | C11—H11 | 0.9300 |
N5—C9 | 1.347 (4) | C12—C12i | 1.454 (6) |
| | | |
N2—Fe1—N3 | 91.05 (12) | H3A—C3—H3B | 108.5 |
N2—Fe1—N1 | 91.93 (12) | C3—C4—S3 | 106.2 (2) |
N3—Fe1—N1 | 94.37 (12) | C3—C4—H4A | 110.5 |
N2—Fe1—N4 | 92.51 (12) | S3—C4—H4A | 110.5 |
N3—Fe1—N4 | 80.25 (12) | C3—C4—H4B | 110.5 |
N1—Fe1—N4 | 173.08 (11) | S3—C4—H4B | 110.5 |
N2—Fe1—N6i | 173.76 (12) | H4A—C4—H4B | 108.7 |
N3—Fe1—N6i | 94.98 (11) | N3—C5—C6 | 114.4 (3) |
N1—Fe1—N6i | 86.04 (11) | N3—C5—S3 | 119.8 (3) |
N4—Fe1—N6i | 90.08 (11) | C6—C5—S3 | 125.7 (3) |
N2—Fe1—N5 | 91.26 (12) | N4—C6—C5 | 113.5 (3) |
N3—Fe1—N5 | 171.88 (12) | N4—C6—S4 | 118.9 (3) |
N1—Fe1—N5 | 93.34 (12) | C5—C6—S4 | 127.5 (3) |
N4—Fe1—N5 | 91.86 (12) | C8—C7—S4 | 106.5 (2) |
N6i—Fe1—N5 | 82.98 (11) | C8—C7—H7A | 110.4 |
C5—S3—C4 | 87.81 (17) | S4—C7—H7A | 110.4 |
C6—S4—C7 | 88.96 (17) | C8—C7—H7B | 110.4 |
C1—N1—Fe1 | 168.3 (3) | S4—C7—H7B | 110.4 |
C2—N2—Fe1 | 175.0 (3) | H7A—C7—H7B | 108.6 |
C5—N3—C3 | 111.9 (3) | N4—C8—C7 | 108.9 (3) |
C5—N3—Fe1 | 115.5 (2) | N4—C8—H8A | 109.9 |
C3—N3—Fe1 | 131.5 (2) | C7—C8—H8A | 109.9 |
C6—N4—C8 | 112.4 (3) | N4—C8—H8B | 109.9 |
C6—N4—Fe1 | 116.0 (2) | C7—C8—H8B | 109.9 |
C8—N4—Fe1 | 130.7 (2) | H8A—C8—H8B | 108.3 |
C12—N5—C9 | 115.6 (3) | N5—C9—C10 | 120.6 (3) |
C12—N5—Fe1 | 112.5 (2) | N5—C9—H9 | 119.7 |
C9—N5—Fe1 | 131.8 (3) | C10—C9—H9 | 119.7 |
C12—N6—C11 | 115.4 (3) | C11—C10—C9 | 119.1 (3) |
C12—N6—Fe1i | 112.7 (2) | C11—C10—H10 | 120.5 |
C11—N6—Fe1i | 131.8 (2) | C9—C10—H10 | 120.5 |
N1—C1—S1 | 179.4 (3) | N6—C11—C10 | 121.2 (3) |
N2—C2—S2 | 178.8 (3) | N6—C11—H11 | 119.4 |
N3—C3—C4 | 107.7 (3) | C10—C11—H11 | 119.4 |
N3—C3—H3A | 110.2 | N6—C12—N5 | 128.2 (3) |
C4—C3—H3A | 110.2 | N6—C12—C12i | 116.3 (4) |
N3—C3—H3B | 110.2 | N5—C12—C12i | 115.5 (4) |
C4—C3—H3B | 110.2 | | |
| | | |
N2—Fe1—N1—C1 | 162.3 (13) | Fe1—N1—C1—S1 | −146 (44) |
N3—Fe1—N1—C1 | −106.5 (13) | Fe1—N2—C2—S2 | 23 (18) |
N4—Fe1—N1—C1 | −67.7 (19) | C5—N3—C3—C4 | −19.6 (4) |
N6i—Fe1—N1—C1 | −11.8 (13) | Fe1—N3—C3—C4 | 173.2 (2) |
N5—Fe1—N1—C1 | 71.0 (14) | N3—C3—C4—S3 | 26.6 (3) |
N3—Fe1—N2—C2 | −164 (3) | C5—S3—C4—C3 | −21.1 (3) |
N1—Fe1—N2—C2 | −70 (3) | C3—N3—C5—C6 | −175.0 (3) |
N4—Fe1—N2—C2 | 115 (3) | Fe1—N3—C5—C6 | −5.6 (4) |
N6i—Fe1—N2—C2 | 1 (4) | C3—N3—C5—S3 | 3.0 (4) |
N5—Fe1—N2—C2 | 23 (3) | Fe1—N3—C5—S3 | 172.34 (16) |
N2—Fe1—N3—C5 | −89.1 (3) | C4—S3—C5—N3 | 11.8 (3) |
N1—Fe1—N3—C5 | 178.9 (2) | C4—S3—C5—C6 | −170.5 (3) |
N4—Fe1—N3—C5 | 3.2 (2) | C8—N4—C6—C5 | −173.1 (3) |
N6i—Fe1—N3—C5 | 92.5 (2) | Fe1—N4—C6—C5 | −2.9 (4) |
N5—Fe1—N3—C5 | 17.4 (10) | C8—N4—C6—S4 | 3.7 (4) |
N2—Fe1—N3—C3 | 77.6 (3) | Fe1—N4—C6—S4 | 173.96 (15) |
N1—Fe1—N3—C3 | −14.4 (3) | N3—C5—C6—N4 | 5.6 (4) |
N4—Fe1—N3—C3 | 170.0 (3) | S3—C5—C6—N4 | −172.3 (2) |
N6i—Fe1—N3—C3 | −100.8 (3) | N3—C5—C6—S4 | −170.9 (2) |
N5—Fe1—N3—C3 | −175.9 (7) | S3—C5—C6—S4 | 11.3 (5) |
N2—Fe1—N4—C6 | 90.6 (2) | C7—S4—C6—N4 | 8.4 (3) |
N3—Fe1—N4—C6 | 0.0 (2) | C7—S4—C6—C5 | −175.2 (3) |
N1—Fe1—N4—C6 | −39.3 (11) | C6—S4—C7—C8 | −16.7 (3) |
N6i—Fe1—N4—C6 | −95.0 (2) | C6—N4—C8—C7 | −17.0 (4) |
N5—Fe1—N4—C6 | −178.0 (2) | Fe1—N4—C8—C7 | 174.6 (2) |
N2—Fe1—N4—C8 | −101.2 (3) | S4—C7—C8—N4 | 21.7 (3) |
N3—Fe1—N4—C8 | 168.1 (3) | C12—N5—C9—C10 | 0.0 (5) |
N1—Fe1—N4—C8 | 128.8 (10) | Fe1—N5—C9—C10 | 175.8 (2) |
N6i—Fe1—N4—C8 | 73.1 (3) | N5—C9—C10—C11 | 2.0 (5) |
N5—Fe1—N4—C8 | −9.9 (3) | C12—N6—C11—C10 | −1.4 (5) |
N2—Fe1—N5—C12 | −177.5 (2) | Fe1i—N6—C11—C10 | −176.4 (2) |
N3—Fe1—N5—C12 | 76.1 (9) | C9—C10—C11—N6 | −1.3 (5) |
N1—Fe1—N5—C12 | −85.5 (2) | C11—N6—C12—N5 | 3.8 (5) |
N4—Fe1—N5—C12 | 90.0 (2) | Fe1i—N6—C12—N5 | 179.8 (3) |
N6i—Fe1—N5—C12 | 0.1 (2) | C11—N6—C12—C12i | −175.5 (3) |
N2—Fe1—N5—C9 | 6.6 (3) | Fe1i—N6—C12—C12i | 0.4 (5) |
N3—Fe1—N5—C9 | −99.8 (8) | C9—N5—C12—N6 | −3.2 (5) |
N1—Fe1—N5—C9 | 98.6 (3) | Fe1—N5—C12—N6 | −179.8 (3) |
N4—Fe1—N5—C9 | −85.9 (3) | C9—N5—C12—C12i | 176.2 (4) |
N6i—Fe1—N5—C9 | −175.8 (3) | Fe1—N5—C12—C12i | −0.4 (4) |
Symmetry code: (i) −x+2, −y, −z+2. |
Crystal data top
C12H11FeN6S4 | V = 834.84 (12) Å3 |
Mr = 423.36 | Z = 2 |
Triclinic, P1 | F(000) = 430 |
a = 8.6103 (7) Å | Dx = 1.684 Mg m−3 |
b = 9.2628 (8) Å | Mo Kα radiation, λ = 0.71069 Å |
c = 11.9305 (9) Å | µ = 1.41 mm−1 |
α = 72.903 (7)° | T = 180 K |
β = 80.057 (7)° | Block, black |
γ = 66.911 (8)° | 0.1 × 0.1 × 0.1 mm |
Data collection top
CCD Saphire 3 Xcalibur diffractometer | 1201 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.095 |
Graphite monochromator | θmax = 27.0°, θmin = 2.9° |
Detector resolution: 19.64 pixels mm-1 | h = −10→10 |
ω scan | k = −11→11 |
11132 measured reflections | l = −15→15 |
3353 independent 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)] = 0.039 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.073 | H-atom parameters constrained |
S = 0.62 | w = 1/[σ2(Fo2) + (0.0297P)2] where P = (Fo2 + 2Fc2)/3 |
3353 reflections | (Δ/σ)max < 0.001 |
208 parameters | Δρmax = 0.32 e Å−3 |
0 restraints | Δρmin = −0.31 e Å−3 |
Crystal data top
C12H11FeN6S4 | γ = 66.911 (8)° |
Mr = 423.36 | V = 834.84 (12) Å3 |
Triclinic, P1 | Z = 2 |
a = 8.6103 (7) Å | Mo Kα radiation |
b = 9.2628 (8) Å | µ = 1.41 mm−1 |
c = 11.9305 (9) Å | T = 180 K |
α = 72.903 (7)° | 0.1 × 0.1 × 0.1 mm |
β = 80.057 (7)° | |
Data collection top
CCD Saphire 3 Xcalibur diffractometer | 1201 reflections with I > 2σ(I) |
11132 measured reflections | Rint = 0.095 |
3353 independent reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.039 | 0 restraints |
wR(F2) = 0.073 | H-atom parameters constrained |
S = 0.62 | Δρmax = 0.32 e Å−3 |
3353 reflections | Δρmin = −0.31 e Å−3 |
208 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 | 0.84717 (9) | 0.22412 (8) | 0.79538 (5) | 0.0362 (2) | |
S1 | 0.32617 (18) | 0.23333 (16) | 1.01340 (12) | 0.0620 (4) | |
S2 | 0.74416 (17) | 0.12773 (17) | 0.44816 (11) | 0.0570 (4) | |
S3 | 0.87992 (18) | 0.71048 (15) | 0.60031 (10) | 0.0514 (4) | |
S4 | 1.27526 (18) | 0.40990 (17) | 0.63954 (11) | 0.0591 (4) | |
N1 | 0.6159 (6) | 0.2454 (4) | 0.8694 (3) | 0.0473 (12) | |
N2 | 0.8072 (5) | 0.1896 (4) | 0.6479 (3) | 0.0453 (12) | |
N3 | 0.7915 (5) | 0.4687 (4) | 0.7322 (3) | 0.0379 (10) | |
N4 | 1.0837 (4) | 0.2388 (5) | 0.7332 (3) | 0.0342 (10) | |
N5 | 0.9682 (4) | −0.0249 (4) | 0.8633 (3) | 0.0281 (9) | |
N6 | 1.0951 (4) | −0.2155 (4) | 1.0378 (3) | 0.0297 (9) | |
C1 | 0.4943 (7) | 0.2407 (5) | 0.9301 (4) | 0.0396 (13) | |
C2 | 0.7818 (6) | 0.1653 (5) | 0.5640 (4) | 0.0393 (14) | |
C3 | 0.6329 (6) | 0.6033 (6) | 0.7114 (4) | 0.0587 (15) | |
H3A | 0.5612 | 0.6045 | 0.7837 | 0.070* | |
H3B | 0.5749 | 0.5920 | 0.6535 | 0.070* | |
C4 | 0.6666 (6) | 0.7633 (6) | 0.6667 (4) | 0.0537 (14) | |
H4A | 0.6560 | 0.8108 | 0.7313 | 0.064* | |
H4B | 0.5868 | 0.8404 | 0.6093 | 0.064* | |
C5 | 0.9170 (6) | 0.5124 (5) | 0.6778 (3) | 0.0329 (11) | |
C6 | 1.0801 (6) | 0.3840 (6) | 0.6856 (4) | 0.0349 (12) | |
C7 | 1.3822 (6) | 0.1915 (5) | 0.6746 (4) | 0.0519 (14) | |
H7A | 1.4189 | 0.1541 | 0.6031 | 0.062* | |
H7B | 1.4807 | 0.1598 | 0.7180 | 0.062* | |
C8 | 1.2566 (7) | 0.1193 (6) | 0.7482 (4) | 0.0538 (15) | |
H8A | 1.2667 | 0.0241 | 0.7246 | 0.065* | |
H8B | 1.2808 | 0.0861 | 0.8303 | 0.065* | |
C9 | 1.0060 (6) | −0.1466 (6) | 0.8132 (4) | 0.0389 (12) | |
H9 | 0.9740 | −0.1243 | 0.7376 | 0.047* | |
C10 | 1.0915 (6) | −0.3046 (6) | 0.8708 (4) | 0.0425 (13) | |
H10 | 1.1200 | −0.3883 | 0.8342 | 0.051* | |
C11 | 1.1340 (6) | −0.3360 (5) | 0.9850 (4) | 0.0374 (12) | |
H11 | 1.1905 | −0.4422 | 1.0255 | 0.045* | |
C12 | 1.0167 (5) | −0.0651 (5) | 0.9721 (4) | 0.0248 (10) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Fe1 | 0.0393 (5) | 0.0380 (4) | 0.0302 (4) | −0.0169 (4) | 0.0032 (3) | −0.0061 (3) |
S1 | 0.0532 (11) | 0.0549 (9) | 0.0819 (11) | −0.0259 (8) | 0.0184 (8) | −0.0271 (8) |
S2 | 0.0447 (10) | 0.0853 (11) | 0.0387 (9) | −0.0247 (8) | −0.0020 (7) | −0.0110 (7) |
S3 | 0.0555 (10) | 0.0516 (9) | 0.0498 (9) | −0.0241 (8) | −0.0094 (7) | −0.0067 (7) |
S4 | 0.0486 (10) | 0.0738 (10) | 0.0684 (10) | −0.0373 (9) | 0.0127 (7) | −0.0255 (8) |
N1 | 0.063 (4) | 0.047 (3) | 0.038 (3) | −0.027 (3) | −0.008 (2) | −0.006 (2) |
N2 | 0.033 (3) | 0.057 (3) | 0.037 (3) | −0.015 (2) | 0.001 (2) | −0.003 (2) |
N3 | 0.029 (3) | 0.048 (3) | 0.031 (2) | −0.004 (2) | −0.0091 (19) | −0.0112 (18) |
N4 | 0.027 (3) | 0.040 (2) | 0.040 (2) | −0.013 (2) | −0.0064 (19) | −0.0120 (19) |
N5 | 0.031 (2) | 0.041 (2) | 0.021 (2) | −0.020 (2) | −0.0007 (18) | −0.0120 (19) |
N6 | 0.028 (2) | 0.033 (2) | 0.035 (2) | −0.0116 (19) | 0.0035 (17) | −0.020 (2) |
C1 | 0.049 (4) | 0.031 (3) | 0.040 (3) | −0.014 (3) | −0.012 (3) | −0.005 (2) |
C2 | 0.021 (3) | 0.035 (3) | 0.041 (4) | −0.004 (2) | −0.001 (2) | 0.011 (3) |
C3 | 0.029 (4) | 0.075 (4) | 0.066 (4) | −0.013 (3) | −0.002 (3) | −0.018 (3) |
C4 | 0.049 (4) | 0.053 (3) | 0.043 (3) | −0.001 (3) | −0.009 (3) | −0.009 (3) |
C5 | 0.034 (3) | 0.048 (3) | 0.025 (3) | −0.021 (3) | −0.008 (2) | −0.009 (2) |
C6 | 0.038 (4) | 0.054 (3) | 0.027 (3) | −0.027 (3) | −0.002 (2) | −0.017 (2) |
C7 | 0.035 (3) | 0.062 (4) | 0.063 (3) | −0.013 (3) | 0.003 (3) | −0.030 (3) |
C8 | 0.040 (4) | 0.053 (3) | 0.077 (4) | −0.018 (3) | 0.001 (3) | −0.031 (3) |
C9 | 0.045 (4) | 0.059 (4) | 0.029 (3) | −0.031 (3) | 0.004 (2) | −0.020 (3) |
C10 | 0.048 (4) | 0.046 (3) | 0.046 (4) | −0.019 (3) | 0.013 (3) | −0.035 (3) |
C11 | 0.039 (3) | 0.034 (3) | 0.041 (3) | −0.012 (2) | 0.000 (2) | −0.013 (2) |
C12 | 0.020 (3) | 0.029 (3) | 0.031 (3) | −0.012 (2) | 0.000 (2) | −0.012 (2) |
Geometric parameters (Å, º) top
Fe1—N2 | 1.985 (4) | N6—C12 | 1.347 (5) |
Fe1—N1 | 1.993 (4) | N6—C11 | 1.342 (5) |
Fe1—N3 | 2.049 (4) | N6—Fe1i | 2.106 (3) |
Fe1—N4 | 2.086 (3) | C3—C4 | 1.543 (6) |
Fe1—N5 | 2.091 (4) | C3—H3A | 0.9700 |
Fe1—N6i | 2.106 (3) | C3—H3B | 0.9700 |
S1—C1 | 1.622 (5) | C4—H4A | 0.9700 |
S2—C2 | 1.631 (6) | C4—H4B | 0.9700 |
S3—C5 | 1.723 (5) | C5—C6 | 1.437 (6) |
S3—C4 | 1.806 (5) | C7—C8 | 1.511 (6) |
S4—C6 | 1.762 (5) | C7—H7A | 0.9700 |
S4—C7 | 1.814 (5) | C7—H7B | 0.9700 |
N1—C1 | 1.173 (5) | C8—H8A | 0.9700 |
N2—C2 | 1.161 (5) | C8—H8B | 0.9700 |
N3—C5 | 1.303 (5) | C9—C10 | 1.376 (6) |
N3—C3 | 1.443 (5) | C9—H9 | 0.9300 |
N4—C6 | 1.287 (5) | C10—C11 | 1.390 (6) |
N4—C8 | 1.468 (5) | C10—H10 | 0.9300 |
N5—C12 | 1.334 (5) | C11—H11 | 0.9300 |
N5—C9 | 1.332 (5) | C12—C12i | 1.454 (7) |
| | | |
N2—Fe1—N1 | 94.95 (15) | H3A—C3—H3B | 108.2 |
N2—Fe1—N3 | 95.51 (14) | C3—C4—S3 | 105.9 (3) |
N1—Fe1—N3 | 94.78 (16) | C3—C4—H4A | 110.5 |
N2—Fe1—N4 | 94.00 (14) | S3—C4—H4A | 110.5 |
N1—Fe1—N4 | 168.52 (15) | C3—C4—H4B | 110.5 |
N3—Fe1—N4 | 77.20 (16) | S3—C4—H4B | 110.5 |
N2—Fe1—N5 | 91.56 (15) | H4A—C4—H4B | 108.7 |
N1—Fe1—N5 | 98.33 (14) | N3—C5—C6 | 115.1 (4) |
N3—Fe1—N5 | 164.51 (14) | N3—C5—S3 | 120.1 (4) |
N4—Fe1—N5 | 88.59 (14) | C6—C5—S3 | 124.8 (4) |
N2—Fe1—N6i | 169.79 (15) | N4—C6—C5 | 117.1 (4) |
N1—Fe1—N6i | 85.36 (14) | N4—C6—S4 | 117.5 (4) |
N3—Fe1—N6i | 94.63 (13) | C5—C6—S4 | 125.4 (4) |
N4—Fe1—N6i | 87.10 (12) | C8—C7—S4 | 106.9 (3) |
N5—Fe1—N6i | 78.31 (14) | C8—C7—H7A | 110.3 |
C5—S3—C4 | 88.4 (2) | S4—C7—H7A | 110.3 |
C6—S4—C7 | 89.6 (2) | C8—C7—H7B | 110.3 |
C1—N1—Fe1 | 168.4 (4) | S4—C7—H7B | 110.3 |
C2—N2—Fe1 | 177.6 (4) | H7A—C7—H7B | 108.6 |
C5—N3—C3 | 110.5 (4) | N4—C8—C7 | 110.1 (4) |
C5—N3—Fe1 | 115.8 (3) | N4—C8—H8A | 109.6 |
C3—N3—Fe1 | 131.9 (3) | C7—C8—H8A | 109.6 |
C6—N4—C8 | 112.7 (4) | N4—C8—H8B | 109.6 |
C6—N4—Fe1 | 114.2 (3) | C7—C8—H8B | 109.6 |
C8—N4—Fe1 | 132.4 (3) | H8A—C8—H8B | 108.2 |
C12—N5—C9 | 116.3 (4) | N5—C9—C10 | 121.6 (4) |
C12—N5—Fe1 | 114.1 (3) | N5—C9—H9 | 119.2 |
C9—N5—Fe1 | 129.6 (3) | C10—C9—H9 | 119.2 |
C12—N6—C11 | 115.6 (4) | C9—C10—C11 | 118.3 (4) |
C12—N6—Fe1i | 114.6 (3) | C9—C10—H10 | 120.8 |
C11—N6—Fe1i | 129.6 (3) | C11—C10—H10 | 120.8 |
N1—C1—S1 | 179.6 (4) | N6—C11—C10 | 121.1 (4) |
N2—C2—S2 | 178.6 (4) | N6—C11—H11 | 119.4 |
N3—C3—C4 | 109.5 (4) | C10—C11—H11 | 119.4 |
N3—C3—H3A | 109.8 | N5—C12—N6 | 127.0 (3) |
C4—C3—H3A | 109.8 | N5—C12—C12i | 117.9 (5) |
N3—C3—H3B | 109.8 | N6—C12—C12i | 115.1 (5) |
C4—C3—H3B | 109.8 | | |
| | | |
N2—Fe1—N1—C1 | 135.8 (18) | Fe1—N1—C1—S1 | −104 (79) |
N3—Fe1—N1—C1 | −128.2 (18) | Fe1—N2—C2—S2 | 3 (26) |
N4—Fe1—N1—C1 | −83 (2) | C5—N3—C3—C4 | −18.0 (5) |
N5—Fe1—N1—C1 | 43.5 (18) | Fe1—N3—C3—C4 | 178.0 (3) |
N6i—Fe1—N1—C1 | −33.9 (18) | N3—C3—C4—S3 | 24.7 (4) |
N1—Fe1—N2—C2 | −51 (9) | C5—S3—C4—C3 | −19.2 (3) |
N3—Fe1—N2—C2 | −146 (9) | C3—N3—C5—C6 | −175.6 (4) |
N4—Fe1—N2—C2 | 136 (9) | Fe1—N3—C5—C6 | −8.8 (4) |
N5—Fe1—N2—C2 | 48 (9) | C3—N3—C5—S3 | 2.6 (5) |
N6i—Fe1—N2—C2 | 40 (10) | Fe1—N3—C5—S3 | 169.43 (19) |
N2—Fe1—N3—C5 | −87.0 (3) | C4—S3—C5—N3 | 11.0 (4) |
N1—Fe1—N3—C5 | 177.6 (3) | C4—S3—C5—C6 | −171.0 (4) |
N4—Fe1—N3—C5 | 5.9 (3) | C8—N4—C6—C5 | −173.9 (4) |
N5—Fe1—N3—C5 | 29.8 (7) | Fe1—N4—C6—C5 | −2.3 (4) |
N6i—Fe1—N3—C5 | 91.8 (3) | C8—N4—C6—S4 | 4.2 (5) |
N2—Fe1—N3—C3 | 76.3 (4) | Fe1—N4—C6—S4 | 175.78 (18) |
N1—Fe1—N3—C3 | −19.2 (4) | N3—C5—C6—N4 | 7.4 (5) |
N4—Fe1—N3—C3 | 169.1 (4) | S3—C5—C6—N4 | −170.7 (3) |
N5—Fe1—N3—C3 | −166.9 (5) | N3—C5—C6—S4 | −170.5 (3) |
N6i—Fe1—N3—C3 | −104.9 (4) | S3—C5—C6—S4 | 11.4 (5) |
N2—Fe1—N4—C6 | 93.0 (3) | C7—S4—C6—N4 | 6.4 (3) |
N1—Fe1—N4—C6 | −48.1 (9) | C7—S4—C6—C5 | −175.7 (4) |
N3—Fe1—N4—C6 | −1.7 (3) | C6—S4—C7—C8 | −14.0 (3) |
N5—Fe1—N4—C6 | −175.5 (3) | C6—N4—C8—C7 | −15.3 (5) |
N6i—Fe1—N4—C6 | −97.1 (3) | Fe1—N4—C8—C7 | 175.0 (3) |
N2—Fe1—N4—C8 | −97.4 (4) | S4—C7—C8—N4 | 18.9 (5) |
N1—Fe1—N4—C8 | 121.4 (8) | C12—N5—C9—C10 | −0.4 (6) |
N3—Fe1—N4—C8 | 167.8 (4) | Fe1—N5—C9—C10 | 178.0 (3) |
N5—Fe1—N4—C8 | −6.0 (4) | N5—C9—C10—C11 | 1.8 (7) |
N6i—Fe1—N4—C8 | 72.4 (4) | C12—N6—C11—C10 | −1.4 (6) |
N2—Fe1—N5—C12 | −177.6 (3) | Fe1i—N6—C11—C10 | −176.7 (3) |
N1—Fe1—N5—C12 | −82.4 (3) | C9—C10—C11—N6 | −0.9 (6) |
N3—Fe1—N5—C12 | 65.1 (6) | C9—N5—C12—N6 | −2.1 (6) |
N4—Fe1—N5—C12 | 88.4 (3) | Fe1—N5—C12—N6 | 179.1 (3) |
N6i—Fe1—N5—C12 | 1.1 (3) | C9—N5—C12—C12i | 177.7 (4) |
N2—Fe1—N5—C9 | 3.9 (4) | Fe1—N5—C12—C12i | −1.0 (5) |
N1—Fe1—N5—C9 | 99.1 (4) | C11—N6—C12—N5 | 3.0 (6) |
N3—Fe1—N5—C9 | −113.4 (6) | Fe1i—N6—C12—N5 | 179.1 (3) |
N4—Fe1—N5—C9 | −90.1 (4) | C11—N6—C12—C12i | −176.8 (4) |
N6i—Fe1—N5—C9 | −177.4 (4) | Fe1i—N6—C12—C12i | −0.8 (5) |
Symmetry code: (i) −x+2, −y, −z+2. |
Crystal data top
C12H11FeN6S4 | V = 863.2 (3) Å3 |
Mr = 423.36 | Z = 2 |
Triclinic, P1 | F(000) = 430 |
a = 8.727 (1) Å | Dx = 1.629 Mg m−3 |
b = 9.385 (2) Å | Mo Kα radiation, λ = 0.71069 Å |
c = 12.041 (2) Å | µ = 1.36 mm−1 |
α = 73.04 (2)° | T = 250 K |
β = 79.43 (1)° | Block, black |
γ = 66.60 (2)° | 0.1 × 0.1 × 0.1 mm |
Data collection top
CCD Saphire 3 Xcalibur diffractometer | 1292 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.126 |
Graphite monochromator | θmax = 27.0°, θmin = 2.6° |
Detector resolution: 19.64 pixels mm-1 | h = −11→11 |
ω scan | k = −11→11 |
12617 measured reflections | l = −15→15 |
3452 independent 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)] = 0.055 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.160 | H-atom parameters constrained |
S = 0.84 | w = 1/[σ2(Fo2) + (0.0687P)2] where P = (Fo2 + 2Fc2)/3 |
3452 reflections | (Δ/σ)max = 0.003 |
208 parameters | Δρmax = 0.53 e Å−3 |
0 restraints | Δρmin = −0.33 e Å−3 |
Crystal data top
C12H11FeN6S4 | γ = 66.60 (2)° |
Mr = 423.36 | V = 863.2 (3) Å3 |
Triclinic, P1 | Z = 2 |
a = 8.727 (1) Å | Mo Kα radiation |
b = 9.385 (2) Å | µ = 1.36 mm−1 |
c = 12.041 (2) Å | T = 250 K |
α = 73.04 (2)° | 0.1 × 0.1 × 0.1 mm |
β = 79.43 (1)° | |
Data collection top
CCD Saphire 3 Xcalibur diffractometer | 1292 reflections with I > 2σ(I) |
12617 measured reflections | Rint = 0.126 |
3452 independent reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.055 | 0 restraints |
wR(F2) = 0.160 | H-atom parameters constrained |
S = 0.84 | Δρmax = 0.53 e Å−3 |
3452 reflections | Δρmin = −0.33 e Å−3 |
208 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 | 0.82954 (13) | 0.23023 (13) | 0.79407 (9) | 0.0435 (4) | |
S1 | 0.3097 (3) | 0.2387 (3) | 1.0136 (2) | 0.0893 (9) | |
S2 | 0.7412 (3) | 0.1261 (3) | 0.44849 (18) | 0.0652 (7) | |
S3 | 0.8776 (3) | 0.7148 (3) | 0.6037 (2) | 0.0707 (7) | |
S4 | 1.2594 (3) | 0.4218 (3) | 0.6371 (2) | 0.0774 (8) | |
N1 | 0.5909 (8) | 0.2619 (8) | 0.8709 (6) | 0.062 (2) | |
N2 | 0.7978 (7) | 0.1896 (8) | 0.6445 (5) | 0.0572 (19) | |
N3 | 0.7820 (8) | 0.4816 (8) | 0.7313 (5) | 0.0538 (17) | |
N4 | 1.0779 (7) | 0.2497 (8) | 0.7296 (5) | 0.0442 (16) | |
N5 | 0.9690 (7) | −0.0246 (7) | 0.8649 (5) | 0.0379 (15) | |
N6 | 1.1038 (7) | −0.2118 (8) | 1.0309 (5) | 0.0412 (15) | |
C1 | 0.4760 (10) | 0.2517 (9) | 0.9306 (6) | 0.047 (2) | |
C2 | 0.7757 (8) | 0.1617 (8) | 0.5631 (7) | 0.0432 (19) | |
C3 | 0.6231 (10) | 0.6167 (11) | 0.7143 (8) | 0.074 (3) | |
H3A | 0.5547 | 0.6196 | 0.7874 | 0.089* | |
H3B | 0.5622 | 0.6070 | 0.6589 | 0.089* | |
C4 | 0.6640 (10) | 0.7716 (10) | 0.6675 (8) | 0.073 (3) | |
H4A | 0.6520 | 0.8210 | 0.7305 | 0.088* | |
H4B | 0.5880 | 0.8475 | 0.6094 | 0.088* | |
C5 | 0.9041 (11) | 0.5200 (9) | 0.6789 (6) | 0.046 (2) | |
C6 | 1.0720 (9) | 0.3902 (11) | 0.6869 (7) | 0.048 (2) | |
C7 | 1.3721 (10) | 0.2075 (10) | 0.6722 (8) | 0.069 (3) | |
H7A | 1.4168 | 0.1706 | 0.6015 | 0.083* | |
H7B | 1.4644 | 0.1800 | 0.7184 | 0.083* | |
C8 | 1.2500 (9) | 0.1304 (10) | 0.7402 (8) | 0.066 (3) | |
H8A | 1.2611 | 0.0411 | 0.7102 | 0.079* | |
H8B | 1.2740 | 0.0899 | 0.8214 | 0.079* | |
C9 | 1.0125 (9) | −0.1459 (11) | 0.8129 (6) | 0.045 (2) | |
H9 | 0.9792 | −0.1242 | 0.7388 | 0.054* | |
C10 | 1.1058 (10) | −0.3028 (11) | 0.8670 (7) | 0.056 (2) | |
H10 | 1.1392 | −0.3854 | 0.8296 | 0.067* | |
C11 | 1.1456 (9) | −0.3295 (10) | 0.9768 (7) | 0.053 (2) | |
H11 | 1.2042 | −0.4339 | 1.0160 | 0.064* | |
C12 | 1.0192 (8) | −0.0649 (9) | 0.9725 (6) | 0.0328 (17) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Fe1 | 0.0390 (7) | 0.0546 (8) | 0.0368 (7) | −0.0214 (6) | −0.0033 (5) | −0.0048 (5) |
S1 | 0.0802 (18) | 0.094 (2) | 0.107 (2) | −0.0549 (17) | 0.0479 (15) | −0.0443 (17) |
S2 | 0.0669 (15) | 0.0897 (19) | 0.0475 (13) | −0.0357 (14) | −0.0034 (11) | −0.0196 (12) |
S3 | 0.0816 (18) | 0.0727 (19) | 0.0664 (16) | −0.0422 (15) | −0.0126 (13) | −0.0055 (13) |
S4 | 0.0667 (16) | 0.096 (2) | 0.0899 (19) | −0.0536 (16) | 0.0201 (13) | −0.0347 (15) |
N1 | 0.058 (5) | 0.080 (6) | 0.052 (4) | −0.038 (4) | −0.004 (4) | −0.006 (4) |
N2 | 0.057 (4) | 0.081 (6) | 0.042 (4) | −0.034 (4) | −0.007 (3) | −0.012 (4) |
N3 | 0.050 (4) | 0.054 (5) | 0.054 (4) | −0.018 (4) | −0.012 (3) | −0.004 (3) |
N4 | 0.036 (4) | 0.050 (5) | 0.051 (4) | −0.015 (4) | −0.003 (3) | −0.018 (3) |
N5 | 0.042 (4) | 0.042 (4) | 0.027 (3) | −0.015 (3) | −0.001 (3) | −0.007 (3) |
N6 | 0.046 (4) | 0.034 (4) | 0.045 (4) | −0.016 (3) | 0.000 (3) | −0.013 (3) |
C1 | 0.051 (5) | 0.042 (5) | 0.049 (5) | −0.021 (5) | −0.002 (4) | −0.009 (4) |
C2 | 0.036 (4) | 0.034 (5) | 0.051 (5) | −0.015 (4) | −0.010 (4) | 0.010 (4) |
C3 | 0.050 (6) | 0.070 (7) | 0.082 (7) | −0.010 (6) | −0.025 (5) | 0.007 (5) |
C4 | 0.056 (6) | 0.060 (7) | 0.097 (7) | −0.006 (5) | −0.020 (5) | −0.020 (6) |
C5 | 0.063 (6) | 0.046 (6) | 0.036 (4) | −0.028 (5) | −0.015 (4) | −0.001 (4) |
C6 | 0.047 (5) | 0.060 (6) | 0.049 (5) | −0.029 (5) | −0.002 (4) | −0.019 (4) |
C7 | 0.044 (5) | 0.089 (8) | 0.083 (7) | −0.025 (5) | 0.017 (4) | −0.045 (6) |
C8 | 0.046 (5) | 0.076 (7) | 0.082 (7) | −0.027 (5) | 0.008 (5) | −0.032 (5) |
C9 | 0.047 (5) | 0.059 (6) | 0.028 (4) | −0.021 (5) | −0.002 (3) | −0.006 (4) |
C10 | 0.063 (6) | 0.064 (7) | 0.055 (6) | −0.025 (5) | 0.006 (4) | −0.039 (5) |
C11 | 0.054 (5) | 0.044 (6) | 0.061 (6) | −0.015 (4) | 0.002 (4) | −0.021 (5) |
C12 | 0.032 (4) | 0.037 (6) | 0.032 (4) | −0.016 (4) | 0.004 (3) | −0.011 (3) |
Geometric parameters (Å, º) top
Fe1—N2 | 2.033 (6) | N6—C12 | 1.325 (8) |
Fe1—N1 | 2.060 (7) | N6—C11 | 1.339 (8) |
Fe1—N3 | 2.146 (7) | N6—Fe1i | 2.229 (6) |
Fe1—N5 | 2.192 (6) | C3—C4 | 1.555 (11) |
Fe1—N4 | 2.225 (6) | C3—H3A | 0.9700 |
Fe1—N6i | 2.229 (6) | C3—H3B | 0.9700 |
S1—C1 | 1.630 (8) | C4—H4A | 0.9700 |
S2—C2 | 1.615 (8) | C4—H4B | 0.9700 |
S3—C5 | 1.730 (8) | C5—C6 | 1.485 (10) |
S3—C4 | 1.809 (8) | C7—C8 | 1.508 (10) |
S4—C6 | 1.745 (7) | C7—H7A | 0.9700 |
S4—C7 | 1.810 (9) | C7—H7B | 0.9700 |
N1—C1 | 1.141 (8) | C8—H8A | 0.9700 |
N2—C2 | 1.151 (8) | C8—H8B | 0.9700 |
N3—C5 | 1.261 (8) | C9—C10 | 1.392 (10) |
N3—C3 | 1.459 (9) | C9—H9 | 0.9300 |
N4—C6 | 1.252 (9) | C10—C11 | 1.355 (10) |
N4—C8 | 1.475 (9) | C10—H10 | 0.9300 |
N5—C12 | 1.343 (8) | C11—H11 | 0.9300 |
N5—C9 | 1.348 (9) | C12—C12i | 1.450 (12) |
| | | |
N2—Fe1—N1 | 97.4 (2) | H3A—C3—H3B | 108.5 |
N2—Fe1—N3 | 97.9 (2) | C3—C4—S3 | 107.5 (5) |
N1—Fe1—N3 | 94.5 (3) | C3—C4—H4A | 110.2 |
N2—Fe1—N5 | 92.1 (2) | S3—C4—H4A | 110.2 |
N1—Fe1—N5 | 103.1 (2) | C3—C4—H4B | 110.2 |
N3—Fe1—N5 | 158.4 (2) | S3—C4—H4B | 110.2 |
N2—Fe1—N4 | 93.9 (2) | H4A—C4—H4B | 108.5 |
N1—Fe1—N4 | 165.0 (2) | N3—C5—C6 | 116.6 (7) |
N3—Fe1—N4 | 74.2 (3) | N3—C5—S3 | 121.6 (7) |
N5—Fe1—N4 | 86.2 (2) | C6—C5—S3 | 121.8 (6) |
N2—Fe1—N6i | 166.3 (2) | N4—C6—C5 | 117.5 (7) |
N1—Fe1—N6i | 85.9 (2) | N4—C6—S4 | 118.5 (6) |
N3—Fe1—N6i | 95.1 (2) | C5—C6—S4 | 124.0 (7) |
N5—Fe1—N6i | 74.2 (2) | C8—C7—S4 | 107.4 (5) |
N4—Fe1—N6i | 85.4 (2) | C8—C7—H7A | 110.2 |
C5—S3—C4 | 87.3 (4) | S4—C7—H7A | 110.2 |
C6—S4—C7 | 89.6 (4) | C8—C7—H7B | 110.2 |
C1—N1—Fe1 | 165.6 (7) | S4—C7—H7B | 110.2 |
C2—N2—Fe1 | 176.6 (6) | H7A—C7—H7B | 108.5 |
C5—N3—C3 | 112.0 (7) | N4—C8—C7 | 109.3 (7) |
C5—N3—Fe1 | 116.6 (6) | N4—C8—H8A | 109.8 |
C3—N3—Fe1 | 129.7 (5) | C7—C8—H8A | 109.8 |
C6—N4—C8 | 113.5 (6) | N4—C8—H8B | 109.8 |
C6—N4—Fe1 | 114.1 (5) | C7—C8—H8B | 109.8 |
C8—N4—Fe1 | 132.0 (5) | H8A—C8—H8B | 108.3 |
C12—N5—C9 | 115.8 (6) | N5—C9—C10 | 121.9 (6) |
C12—N5—Fe1 | 116.3 (5) | N5—C9—H9 | 119.0 |
C9—N5—Fe1 | 127.9 (5) | C10—C9—H9 | 119.0 |
C12—N6—C11 | 116.9 (6) | C11—C10—C9 | 116.9 (7) |
C12—N6—Fe1i | 115.2 (4) | C11—C10—H10 | 121.6 |
C11—N6—Fe1i | 127.7 (6) | C9—C10—H10 | 121.6 |
N1—C1—S1 | 178.9 (7) | N6—C11—C10 | 122.6 (8) |
N2—C2—S2 | 178.8 (7) | N6—C11—H11 | 118.7 |
N3—C3—C4 | 107.4 (7) | C10—C11—H11 | 118.7 |
N3—C3—H3A | 110.2 | N6—C12—N5 | 125.7 (6) |
C4—C3—H3A | 110.2 | N6—C12—C12i | 117.6 (8) |
N3—C3—H3B | 110.2 | N5—C12—C12i | 116.7 (9) |
C4—C3—H3B | 110.2 | | |
| | | |
N2—Fe1—N1—C1 | 117 (2) | Fe1—N1—C1—S1 | −149 (34) |
N3—Fe1—N1—C1 | −144 (2) | Fe1—N2—C2—S2 | 97 (33) |
N5—Fe1—N1—C1 | 24 (2) | C5—N3—C3—C4 | −16.1 (9) |
N4—Fe1—N1—C1 | −104 (3) | Fe1—N3—C3—C4 | 179.7 (5) |
N6i—Fe1—N1—C1 | −49 (2) | N3—C3—C4—S3 | 21.6 (8) |
N1—Fe1—N2—C2 | −44 (10) | C5—S3—C4—C3 | −16.8 (6) |
N3—Fe1—N2—C2 | −139 (10) | C3—N3—C5—C6 | −178.0 (6) |
N5—Fe1—N2—C2 | 60 (10) | Fe1—N3—C5—C6 | −11.6 (8) |
N4—Fe1—N2—C2 | 146 (10) | C3—N3—C5—S3 | 3.0 (9) |
N6i—Fe1—N2—C2 | 59 (11) | Fe1—N3—C5—S3 | 169.5 (3) |
N2—Fe1—N3—C5 | −84.4 (5) | C4—S3—C5—N3 | 9.2 (6) |
N1—Fe1—N3—C5 | 177.5 (5) | C4—S3—C5—C6 | −169.7 (6) |
N5—Fe1—N3—C5 | 32.5 (9) | C8—N4—C6—C5 | −176.6 (6) |
N4—Fe1—N3—C5 | 7.4 (5) | Fe1—N4—C6—C5 | −3.5 (8) |
N6i—Fe1—N3—C5 | 91.2 (5) | C8—N4—C6—S4 | 5.0 (8) |
N2—Fe1—N3—C3 | 79.2 (6) | Fe1—N4—C6—S4 | 178.2 (3) |
N1—Fe1—N3—C3 | −19.0 (7) | N3—C5—C6—N4 | 10.2 (9) |
N5—Fe1—N3—C3 | −163.9 (6) | S3—C5—C6—N4 | −170.9 (5) |
N4—Fe1—N3—C3 | 171.0 (7) | N3—C5—C6—S4 | −171.5 (5) |
N6i—Fe1—N3—C3 | −105.2 (6) | S3—C5—C6—S4 | 7.4 (8) |
N2—Fe1—N4—C6 | 95.5 (5) | C7—S4—C6—N4 | 3.0 (6) |
N1—Fe1—N4—C6 | −43.3 (12) | C7—S4—C6—C5 | −175.3 (6) |
N3—Fe1—N4—C6 | −1.6 (5) | C6—S4—C7—C8 | −9.4 (6) |
N5—Fe1—N4—C6 | −172.6 (5) | C6—N4—C8—C7 | −12.2 (9) |
N6i—Fe1—N4—C6 | −98.2 (5) | Fe1—N4—C8—C7 | 176.1 (5) |
N2—Fe1—N4—C8 | −92.9 (6) | S4—C7—C8—N4 | 13.5 (8) |
N1—Fe1—N4—C8 | 128.2 (10) | C12—N5—C9—C10 | −0.9 (9) |
N3—Fe1—N4—C8 | 169.9 (6) | Fe1—N5—C9—C10 | 178.2 (5) |
N5—Fe1—N4—C8 | −1.1 (6) | N5—C9—C10—C11 | 2.6 (10) |
N6i—Fe1—N4—C8 | 73.4 (6) | C12—N6—C11—C10 | 0.5 (10) |
N2—Fe1—N5—C12 | −178.4 (5) | Fe1i—N6—C11—C10 | −176.2 (5) |
N1—Fe1—N5—C12 | −80.3 (5) | C9—C10—C11—N6 | −2.3 (11) |
N3—Fe1—N5—C12 | 63.7 (8) | C11—N6—C12—N5 | 1.4 (10) |
N4—Fe1—N5—C12 | 87.8 (4) | Fe1i—N6—C12—N5 | 178.5 (5) |
N6i—Fe1—N5—C12 | 1.5 (4) | C11—N6—C12—C12i | −176.8 (7) |
N2—Fe1—N5—C9 | 2.5 (6) | Fe1i—N6—C12—C12i | 0.2 (9) |
N1—Fe1—N5—C9 | 100.6 (6) | C9—N5—C12—N6 | −1.2 (9) |
N3—Fe1—N5—C9 | −115.4 (7) | Fe1—N5—C12—N6 | 179.6 (5) |
N4—Fe1—N5—C9 | −91.3 (5) | C9—N5—C12—C12i | 177.1 (6) |
N6i—Fe1—N5—C9 | −177.6 (6) | Fe1—N5—C12—C12i | −2.1 (9) |
Symmetry code: (i) −x+2, −y, −z+2. |
Crystal data top
C12H11FeN6S4 | V = 831.4 (3) Å3 |
Mr = 423.36 | Z = 2 |
Triclinic, P1 | F(000) = 430 |
a = 8.581 (2) Å | Dx = 1.691 Mg m−3 |
b = 9.196 (2) Å | Mo Kα radiation, λ = 0.71069 Å |
c = 11.948 (3) Å | µ = 1.42 mm−1 |
α = 73.34 (2)° | T = 23 K |
β = 80.53 (2)° | Block, black |
γ = 67.24 (2)° | 0.1 × 0.1 × 0.1 mm |
Data collection top
CCD Saphire 3 Xcalibur diffractometer | 2278 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.129 |
Graphite monochromator | θmax = 27.0°, θmin = 2.7° |
Detector resolution: 19.64 pixels mm-1 | h = −10→10 |
ω scan | k = −11→11 |
10339 measured reflections | l = −15→15 |
3250 independent 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)] = 0.065 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.153 | H-atom parameters constrained |
S = 1.09 | w = 1/[σ2(Fo2) + (0.0627P)2 + 1.2812P] where P = (Fo2 + 2Fc2)/3 |
3250 reflections | (Δ/σ)max < 0.001 |
208 parameters | Δρmax = 0.88 e Å−3 |
0 restraints | Δρmin = −0.69 e Å−3 |
Crystal data top
C12H11FeN6S4 | γ = 67.24 (2)° |
Mr = 423.36 | V = 831.4 (3) Å3 |
Triclinic, P1 | Z = 2 |
a = 8.581 (2) Å | Mo Kα radiation |
b = 9.196 (2) Å | µ = 1.42 mm−1 |
c = 11.948 (3) Å | T = 23 K |
α = 73.34 (2)° | 0.1 × 0.1 × 0.1 mm |
β = 80.53 (2)° | |
Data collection top
CCD Saphire 3 Xcalibur diffractometer | 2278 reflections with I > 2σ(I) |
10339 measured reflections | Rint = 0.129 |
3250 independent reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.065 | 0 restraints |
wR(F2) = 0.153 | H-atom parameters constrained |
S = 1.09 | Δρmax = 0.88 e Å−3 |
3250 reflections | Δρmin = −0.69 e Å−3 |
208 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 | 0.84473 (11) | 0.22374 (10) | 0.79366 (6) | 0.0195 (2) | |
S1 | 0.3264 (2) | 0.22949 (19) | 1.01892 (13) | 0.0287 (4) | |
S2 | 0.7446 (2) | 0.1214 (2) | 0.44391 (13) | 0.0301 (4) | |
S3 | 0.88447 (19) | 0.71196 (19) | 0.59514 (12) | 0.0236 (3) | |
S4 | 1.27821 (19) | 0.4114 (2) | 0.64131 (12) | 0.0265 (4) | |
N1 | 0.6092 (7) | 0.2482 (6) | 0.8684 (4) | 0.0288 (12) | |
N2 | 0.8057 (6) | 0.1854 (6) | 0.6441 (4) | 0.0261 (11) | |
N3 | 0.7913 (6) | 0.4718 (6) | 0.7283 (4) | 0.0233 (11) | |
N4 | 1.0879 (6) | 0.2369 (6) | 0.7332 (4) | 0.0176 (10) | |
N5 | 0.9692 (5) | −0.0282 (6) | 0.8642 (4) | 0.0181 (10) | |
N6 | 1.0963 (5) | −0.2167 (6) | 1.0378 (4) | 0.0169 (10) | |
C1 | 0.4914 (8) | 0.2397 (7) | 0.9316 (5) | 0.0234 (13) | |
C2 | 0.7813 (7) | 0.1602 (7) | 0.5601 (5) | 0.0247 (13) | |
C3 | 0.6307 (7) | 0.6084 (8) | 0.7044 (5) | 0.0294 (15) | |
H3A | 0.5557 | 0.6101 | 0.7746 | 0.035* | |
H3B | 0.5758 | 0.5974 | 0.6441 | 0.035* | |
C4 | 0.6684 (7) | 0.7667 (8) | 0.6634 (5) | 0.0254 (13) | |
H4A | 0.6607 | 0.8113 | 0.7294 | 0.030* | |
H4B | 0.5883 | 0.8470 | 0.6074 | 0.030* | |
C5 | 0.9192 (7) | 0.5128 (7) | 0.6756 (4) | 0.0186 (12) | |
C6 | 1.0842 (7) | 0.3829 (7) | 0.6854 (4) | 0.0194 (12) | |
C7 | 1.3853 (7) | 0.1893 (8) | 0.6740 (5) | 0.0260 (13) | |
H7A | 1.4155 | 0.1524 | 0.6023 | 0.031* | |
H7B | 1.4876 | 0.1565 | 0.7140 | 0.031* | |
C8 | 1.2598 (7) | 0.1170 (8) | 0.7524 (5) | 0.0253 (13) | |
H8A | 1.2701 | 0.0178 | 0.7335 | 0.030* | |
H8B | 1.2837 | 0.0909 | 0.8339 | 0.030* | |
C9 | 1.0096 (7) | −0.1541 (8) | 0.8135 (5) | 0.0229 (13) | |
H9 | 0.9784 | −0.1334 | 0.7379 | 0.028* | |
C10 | 1.0953 (7) | −0.3108 (8) | 0.8718 (5) | 0.0238 (13) | |
H10 | 1.1257 | −0.3955 | 0.8353 | 0.029* | |
C11 | 1.1363 (7) | −0.3416 (8) | 0.9862 (5) | 0.0246 (13) | |
H11 | 1.1913 | −0.4479 | 1.0275 | 0.029* | |
C12 | 1.0186 (6) | −0.0689 (7) | 0.9738 (4) | 0.0151 (11) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Fe1 | 0.0229 (5) | 0.0213 (5) | 0.0141 (4) | −0.0086 (4) | 0.0045 (3) | −0.0066 (3) |
S1 | 0.0277 (9) | 0.0282 (9) | 0.0323 (8) | −0.0097 (8) | 0.0033 (7) | −0.0140 (7) |
S2 | 0.0218 (9) | 0.0441 (10) | 0.0232 (7) | −0.0129 (8) | 0.0020 (6) | −0.0069 (7) |
S3 | 0.0241 (9) | 0.0282 (8) | 0.0207 (7) | −0.0108 (7) | −0.0017 (6) | −0.0071 (6) |
S4 | 0.0215 (8) | 0.0377 (9) | 0.0276 (7) | −0.0166 (8) | 0.0061 (6) | −0.0147 (7) |
N1 | 0.041 (3) | 0.034 (3) | 0.019 (2) | −0.023 (3) | −0.002 (2) | −0.004 (2) |
N2 | 0.022 (3) | 0.029 (3) | 0.018 (2) | −0.004 (2) | 0.003 (2) | 0.001 (2) |
N3 | 0.020 (3) | 0.034 (3) | 0.018 (2) | −0.008 (2) | −0.0014 (19) | −0.011 (2) |
N4 | 0.015 (3) | 0.026 (3) | 0.015 (2) | −0.006 (2) | 0.0003 (18) | −0.0112 (19) |
N5 | 0.012 (2) | 0.029 (3) | 0.019 (2) | −0.008 (2) | 0.0015 (17) | −0.013 (2) |
N6 | 0.007 (2) | 0.024 (3) | 0.023 (2) | −0.006 (2) | 0.0049 (18) | −0.014 (2) |
C1 | 0.036 (4) | 0.018 (3) | 0.020 (3) | −0.011 (3) | −0.008 (3) | −0.005 (2) |
C2 | 0.012 (3) | 0.025 (3) | 0.024 (3) | −0.003 (3) | 0.005 (2) | 0.004 (2) |
C3 | 0.011 (3) | 0.048 (4) | 0.033 (3) | −0.008 (3) | −0.004 (2) | −0.018 (3) |
C4 | 0.012 (3) | 0.036 (4) | 0.023 (3) | 0.000 (3) | −0.007 (2) | −0.010 (3) |
C5 | 0.022 (3) | 0.025 (3) | 0.014 (2) | −0.011 (3) | −0.004 (2) | −0.007 (2) |
C6 | 0.020 (3) | 0.030 (3) | 0.016 (2) | −0.014 (3) | 0.001 (2) | −0.011 (2) |
C7 | 0.017 (3) | 0.036 (4) | 0.028 (3) | −0.007 (3) | 0.000 (2) | −0.016 (3) |
C8 | 0.020 (3) | 0.033 (4) | 0.024 (3) | −0.010 (3) | 0.003 (2) | −0.012 (3) |
C9 | 0.019 (3) | 0.042 (4) | 0.019 (3) | −0.016 (3) | 0.005 (2) | −0.020 (3) |
C10 | 0.019 (3) | 0.033 (4) | 0.025 (3) | −0.009 (3) | 0.004 (2) | −0.020 (3) |
C11 | 0.021 (3) | 0.027 (3) | 0.030 (3) | −0.010 (3) | 0.005 (2) | −0.017 (3) |
C12 | 0.009 (3) | 0.026 (3) | 0.016 (2) | −0.008 (2) | 0.003 (2) | −0.013 (2) |
Geometric parameters (Å, º) top
Fe1—N2 | 2.019 (5) | N6—C12 | 1.322 (7) |
Fe1—N1 | 2.026 (5) | N6—C11 | 1.360 (7) |
Fe1—N3 | 2.076 (5) | N6—Fe1i | 2.133 (4) |
Fe1—N5 | 2.117 (5) | C3—C4 | 1.538 (9) |
Fe1—N4 | 2.131 (4) | C3—H3A | 0.9700 |
Fe1—N6i | 2.133 (4) | C3—H3B | 0.9700 |
S1—C1 | 1.632 (6) | C4—H4A | 0.9700 |
S2—C2 | 1.634 (6) | C4—H4B | 0.9700 |
S3—C5 | 1.740 (6) | C5—C6 | 1.453 (8) |
S3—C4 | 1.836 (6) | C7—C8 | 1.531 (8) |
S4—C6 | 1.757 (5) | C7—H7A | 0.9700 |
S4—C7 | 1.838 (6) | C7—H7B | 0.9700 |
N1—C1 | 1.172 (7) | C8—H8A | 0.9700 |
N2—C2 | 1.160 (7) | C8—H8B | 0.9700 |
N3—C5 | 1.304 (7) | C9—C10 | 1.370 (8) |
N3—C3 | 1.464 (8) | C9—H9 | 0.9300 |
N4—C6 | 1.290 (7) | C10—C11 | 1.390 (8) |
N4—C8 | 1.467 (8) | C10—H10 | 0.9300 |
N5—C12 | 1.347 (6) | C11—H11 | 0.9300 |
N5—C9 | 1.360 (7) | C12—C12i | 1.475 (9) |
| | | |
N2—Fe1—N1 | 95.78 (19) | H3A—C3—H3B | 108.4 |
N2—Fe1—N3 | 95.48 (18) | C3—C4—S3 | 106.1 (4) |
N1—Fe1—N3 | 94.8 (2) | C3—C4—H4A | 110.5 |
N2—Fe1—N5 | 92.01 (18) | S3—C4—H4A | 110.5 |
N1—Fe1—N5 | 99.18 (19) | C3—C4—H4B | 110.5 |
N3—Fe1—N5 | 163.35 (18) | S3—C4—H4B | 110.5 |
N2—Fe1—N4 | 94.20 (17) | H4A—C4—H4B | 108.7 |
N1—Fe1—N4 | 167.72 (17) | N3—C5—C6 | 116.0 (5) |
N3—Fe1—N4 | 77.06 (19) | N3—C5—S3 | 119.7 (5) |
N5—Fe1—N4 | 87.59 (17) | C6—C5—S3 | 124.2 (4) |
N2—Fe1—N6i | 169.46 (19) | N4—C6—C5 | 117.3 (5) |
N1—Fe1—N6i | 85.03 (17) | N4—C6—S4 | 117.9 (4) |
N3—Fe1—N6i | 94.93 (17) | C5—C6—S4 | 124.8 (4) |
N5—Fe1—N6i | 77.50 (17) | C8—C7—S4 | 106.5 (4) |
N4—Fe1—N6i | 86.47 (15) | C8—C7—H7A | 110.4 |
C5—S3—C4 | 87.5 (3) | S4—C7—H7A | 110.4 |
C6—S4—C7 | 88.8 (3) | C8—C7—H7B | 110.4 |
C1—N1—Fe1 | 165.8 (5) | S4—C7—H7B | 110.4 |
C2—N2—Fe1 | 178.1 (5) | H7A—C7—H7B | 108.6 |
C5—N3—C3 | 111.3 (5) | N4—C8—C7 | 108.5 (5) |
C5—N3—Fe1 | 115.4 (4) | N4—C8—H8A | 110.0 |
C3—N3—Fe1 | 131.5 (4) | C7—C8—H8A | 110.0 |
C6—N4—C8 | 113.3 (5) | N4—C8—H8B | 110.0 |
C6—N4—Fe1 | 113.6 (4) | C7—C8—H8B | 110.0 |
C8—N4—Fe1 | 132.2 (4) | H8A—C8—H8B | 108.4 |
C12—N5—C9 | 115.6 (5) | N5—C9—C10 | 121.2 (5) |
C12—N5—Fe1 | 115.3 (3) | N5—C9—H9 | 119.4 |
C9—N5—Fe1 | 129.1 (4) | C10—C9—H9 | 119.4 |
C12—N6—C11 | 116.6 (5) | C9—C10—C11 | 119.1 (5) |
C12—N6—Fe1i | 114.5 (3) | C9—C10—H10 | 120.4 |
C11—N6—Fe1i | 128.8 (4) | C11—C10—H10 | 120.4 |
N1—C1—S1 | 179.5 (7) | N6—C11—C10 | 120.2 (6) |
N2—C2—S2 | 178.5 (5) | N6—C11—H11 | 119.9 |
N3—C3—C4 | 108.2 (5) | C10—C11—H11 | 119.9 |
N3—C3—H3A | 110.1 | N6—C12—N5 | 127.2 (4) |
C4—C3—H3A | 110.1 | N6—C12—C12i | 117.5 (6) |
N3—C3—H3B | 110.1 | N5—C12—C12i | 115.3 (6) |
C4—C3—H3B | 110.1 | | |
| | | |
N2—Fe1—N1—C1 | 131.8 (18) | Fe1—N1—C1—S1 | 155 (59) |
N3—Fe1—N1—C1 | −132.2 (18) | Fe1—N2—C2—S2 | 2 (35) |
N5—Fe1—N1—C1 | 38.8 (18) | C5—N3—C3—C4 | −20.1 (6) |
N4—Fe1—N1—C1 | −84 (2) | Fe1—N3—C3—C4 | 176.6 (3) |
N6i—Fe1—N1—C1 | −37.7 (18) | N3—C3—C4—S3 | 27.6 (5) |
N1—Fe1—N2—C2 | −47 (15) | C5—S3—C4—C3 | −21.9 (4) |
N3—Fe1—N2—C2 | −143 (15) | C3—N3—C5—C6 | −175.2 (4) |
N5—Fe1—N2—C2 | 52 (15) | Fe1—N3—C5—C6 | −8.9 (6) |
N4—Fe1—N2—C2 | 140 (15) | C3—N3—C5—S3 | 2.5 (6) |
N6i—Fe1—N2—C2 | 47 (16) | Fe1—N3—C5—S3 | 168.8 (2) |
N2—Fe1—N3—C5 | −87.2 (4) | C4—S3—C5—N3 | 12.5 (4) |
N1—Fe1—N3—C5 | 176.5 (4) | C4—S3—C5—C6 | −169.9 (4) |
N5—Fe1—N3—C5 | 29.1 (8) | C8—N4—C6—C5 | −172.9 (4) |
N4—Fe1—N3—C5 | 5.9 (4) | Fe1—N4—C6—C5 | −2.4 (5) |
N6i—Fe1—N3—C5 | 91.1 (4) | C8—N4—C6—S4 | 5.1 (6) |
N2—Fe1—N3—C3 | 75.6 (5) | Fe1—N4—C6—S4 | 175.6 (2) |
N1—Fe1—N3—C3 | −20.7 (5) | N3—C5—C6—N4 | 7.6 (7) |
N5—Fe1—N3—C3 | −168.0 (5) | S3—C5—C6—N4 | −170.0 (4) |
N4—Fe1—N3—C3 | 168.7 (5) | N3—C5—C6—S4 | −170.2 (4) |
N6i—Fe1—N3—C3 | −106.1 (5) | S3—C5—C6—S4 | 12.2 (6) |
N2—Fe1—N4—C6 | 93.0 (4) | C7—S4—C6—N4 | 8.1 (4) |
N1—Fe1—N4—C6 | −51.3 (10) | C7—S4—C6—C5 | −174.1 (4) |
N3—Fe1—N4—C6 | −1.7 (3) | C6—S4—C7—C8 | −17.4 (4) |
N5—Fe1—N4—C6 | −175.2 (4) | C6—N4—C8—C7 | −18.8 (6) |
N6i—Fe1—N4—C6 | −97.6 (4) | Fe1—N4—C8—C7 | 172.9 (3) |
N2—Fe1—N4—C8 | −98.7 (4) | S4—C7—C8—N4 | 23.2 (5) |
N1—Fe1—N4—C8 | 117.0 (9) | C12—N5—C9—C10 | −0.1 (7) |
N3—Fe1—N4—C8 | 166.6 (5) | Fe1—N5—C9—C10 | 178.2 (4) |
N5—Fe1—N4—C8 | −6.9 (4) | N5—C9—C10—C11 | 2.2 (8) |
N6i—Fe1—N4—C8 | 70.7 (4) | C12—N6—C11—C10 | −0.1 (7) |
N2—Fe1—N5—C12 | −177.7 (4) | Fe1i—N6—C11—C10 | −175.9 (4) |
N1—Fe1—N5—C12 | −81.5 (4) | C9—C10—C11—N6 | −2.1 (8) |
N3—Fe1—N5—C12 | 65.5 (7) | C11—N6—C12—N5 | 2.5 (7) |
N4—Fe1—N5—C12 | 88.2 (4) | Fe1i—N6—C12—N5 | 178.9 (4) |
N6i—Fe1—N5—C12 | 1.2 (3) | C11—N6—C12—C12i | −177.2 (5) |
N2—Fe1—N5—C9 | 4.0 (4) | Fe1i—N6—C12—C12i | −0.8 (7) |
N1—Fe1—N5—C9 | 100.2 (4) | C9—N5—C12—N6 | −2.4 (7) |
N3—Fe1—N5—C9 | −112.8 (6) | Fe1—N5—C12—N6 | 179.1 (4) |
N4—Fe1—N5—C9 | −90.1 (4) | C9—N5—C12—C12i | 177.3 (5) |
N6i—Fe1—N5—C9 | −177.1 (5) | Fe1—N5—C12—C12i | −1.2 (7) |
Symmetry code: (i) −x+2, −y, −z+2. |
Crystal data top
C12H11FeN6S4 | V = 848.0 (3) Å3 |
Mr = 423.36 | Z = 2 |
Triclinic, P1 | F(000) = 430 |
a = 8.642 (1) Å | Dx = 1.658 Mg m−3 |
b = 9.224 (2) Å | Mo Kα radiation, λ = 0.71069 Å |
c = 12.050 (3) Å | µ = 1.39 mm−1 |
α = 73.63 (2)° | T = 23 K |
β = 80.29 (1)° | Block, black |
γ = 67.25 (2)° | 0.1 × 0.1 × 0.1 mm |
Data collection top
CCD Saphire 3 Xcalibur diffractometer | 2433 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.045 |
Graphite monochromator | θmax = 27.0°, θmin = 2.7° |
Detector resolution: 19.64 pixels mm-1 | h = −11→11 |
ω scan | k = −11→11 |
10910 measured reflections | l = −15→15 |
3358 independent 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) = 0.116 | H-atom parameters constrained |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0666P)2 + 0.2166P] where P = (Fo2 + 2Fc2)/3 |
3358 reflections | (Δ/σ)max < 0.001 |
208 parameters | Δρmax = 0.84 e Å−3 |
0 restraints | Δρmin = −0.59 e Å−3 |
Crystal data top
C12H11FeN6S4 | γ = 67.25 (2)° |
Mr = 423.36 | V = 848.0 (3) Å3 |
Triclinic, P1 | Z = 2 |
a = 8.642 (1) Å | Mo Kα radiation |
b = 9.224 (2) Å | µ = 1.39 mm−1 |
c = 12.050 (3) Å | T = 23 K |
α = 73.63 (2)° | 0.1 × 0.1 × 0.1 mm |
β = 80.29 (1)° | |
Data collection top
CCD Saphire 3 Xcalibur diffractometer | 2433 reflections with I > 2σ(I) |
10910 measured reflections | Rint = 0.045 |
3358 independent reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.040 | 0 restraints |
wR(F2) = 0.116 | H-atom parameters constrained |
S = 1.05 | Δρmax = 0.84 e Å−3 |
3358 reflections | Δρmin = −0.59 e Å−3 |
208 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 | 0.83324 (7) | 0.22564 (7) | 0.79169 (4) | 0.01562 (16) | |
S1 | 0.31893 (13) | 0.22796 (13) | 1.02295 (9) | 0.0254 (3) | |
S2 | 0.74282 (13) | 0.11766 (13) | 0.44124 (8) | 0.0227 (2) | |
S3 | 0.88667 (13) | 0.71390 (13) | 0.59391 (8) | 0.0227 (2) | |
S4 | 1.27151 (13) | 0.41835 (13) | 0.64048 (9) | 0.0248 (3) | |
N1 | 0.5924 (4) | 0.2578 (4) | 0.8680 (3) | 0.0198 (7) | |
N2 | 0.8011 (4) | 0.1791 (4) | 0.6415 (3) | 0.0191 (7) | |
N3 | 0.7869 (4) | 0.4809 (4) | 0.7261 (3) | 0.0193 (7) | |
N4 | 1.0859 (4) | 0.2418 (4) | 0.7318 (3) | 0.0185 (7) | |
N5 | 0.9712 (4) | −0.0313 (4) | 0.8653 (2) | 0.0159 (7) | |
N6 | 1.1028 (4) | −0.2152 (4) | 1.0343 (2) | 0.0158 (7) | |
C1 | 0.4780 (5) | 0.2457 (5) | 0.9322 (3) | 0.0185 (8) | |
C2 | 0.7782 (5) | 0.1540 (5) | 0.5577 (3) | 0.0175 (8) | |
C3 | 0.6307 (5) | 0.6180 (5) | 0.7010 (3) | 0.0231 (9) | |
H3A | 0.5545 | 0.6221 | 0.7701 | 0.028* | |
H3B | 0.5769 | 0.6066 | 0.6412 | 0.028* | |
C4 | 0.6703 (5) | 0.7762 (5) | 0.6595 (3) | 0.0231 (9) | |
H4A | 0.6624 | 0.8222 | 0.7244 | 0.028* | |
H4B | 0.5930 | 0.8558 | 0.6031 | 0.028* | |
C5 | 0.9160 (5) | 0.5162 (5) | 0.6747 (3) | 0.0187 (8) | |
C6 | 1.0815 (5) | 0.3857 (5) | 0.6851 (3) | 0.0191 (9) | |
C7 | 1.3813 (5) | 0.1983 (5) | 0.6699 (3) | 0.0240 (9) | |
H7A | 1.4089 | 0.1621 | 0.5985 | 0.029* | |
H7B | 1.4843 | 0.1670 | 0.7072 | 0.029* | |
C8 | 1.2589 (5) | 0.1252 (5) | 0.7505 (3) | 0.0238 (9) | |
H8A | 1.2713 | 0.0243 | 0.7337 | 0.029* | |
H8B | 1.2829 | 0.1030 | 0.8307 | 0.029* | |
C9 | 1.0157 (4) | −0.1565 (5) | 0.8145 (3) | 0.0169 (8) | |
H9 | 0.9849 | −0.1365 | 0.7398 | 0.020* | |
C10 | 1.1053 (5) | −0.3127 (5) | 0.8704 (3) | 0.0198 (8) | |
H10 | 1.1371 | −0.3975 | 0.8341 | 0.024* | |
C11 | 1.1468 (5) | −0.3395 (5) | 0.9824 (3) | 0.0198 (8) | |
H11 | 1.2055 | −0.4442 | 1.0225 | 0.024* | |
C12 | 1.0214 (4) | −0.0692 (4) | 0.9729 (3) | 0.0147 (8) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Fe1 | 0.0129 (3) | 0.0217 (3) | 0.0131 (3) | −0.0065 (3) | 0.0004 (2) | −0.0057 (2) |
S1 | 0.0237 (6) | 0.0280 (6) | 0.0267 (5) | −0.0125 (5) | 0.0110 (4) | −0.0128 (4) |
S2 | 0.0229 (6) | 0.0339 (6) | 0.0161 (4) | −0.0138 (5) | 0.0010 (4) | −0.0092 (4) |
S3 | 0.0225 (6) | 0.0275 (6) | 0.0204 (5) | −0.0119 (5) | 0.0004 (4) | −0.0062 (4) |
S4 | 0.0211 (6) | 0.0321 (6) | 0.0271 (5) | −0.0136 (5) | 0.0051 (4) | −0.0142 (4) |
N1 | 0.0168 (18) | 0.0254 (19) | 0.0147 (14) | −0.0057 (16) | −0.0026 (13) | −0.0030 (13) |
N2 | 0.0161 (18) | 0.0262 (19) | 0.0143 (15) | −0.0071 (16) | −0.0017 (12) | −0.0043 (13) |
N3 | 0.0157 (18) | 0.0265 (19) | 0.0163 (15) | −0.0071 (16) | −0.0020 (13) | −0.0058 (13) |
N4 | 0.0155 (18) | 0.0270 (19) | 0.0164 (15) | −0.0088 (16) | 0.0010 (12) | −0.0100 (13) |
N5 | 0.0124 (17) | 0.0241 (18) | 0.0132 (14) | −0.0082 (15) | 0.0001 (12) | −0.0056 (13) |
N6 | 0.0113 (17) | 0.0219 (17) | 0.0151 (14) | −0.0061 (15) | 0.0026 (12) | −0.0075 (13) |
C1 | 0.020 (2) | 0.0167 (19) | 0.0190 (18) | −0.0043 (18) | −0.0033 (16) | −0.0060 (15) |
C2 | 0.012 (2) | 0.019 (2) | 0.0175 (18) | −0.0044 (17) | 0.0007 (14) | −0.0002 (15) |
C3 | 0.016 (2) | 0.027 (2) | 0.026 (2) | −0.007 (2) | −0.0022 (16) | −0.0064 (17) |
C4 | 0.018 (2) | 0.026 (2) | 0.0219 (19) | −0.005 (2) | −0.0018 (16) | −0.0055 (16) |
C5 | 0.023 (2) | 0.023 (2) | 0.0146 (17) | −0.012 (2) | −0.0017 (15) | −0.0063 (15) |
C6 | 0.018 (2) | 0.030 (2) | 0.0135 (17) | −0.011 (2) | 0.0013 (15) | −0.0087 (16) |
C7 | 0.015 (2) | 0.030 (2) | 0.030 (2) | −0.008 (2) | 0.0056 (17) | −0.0171 (18) |
C8 | 0.019 (2) | 0.029 (2) | 0.025 (2) | −0.008 (2) | 0.0045 (16) | −0.0143 (17) |
C9 | 0.014 (2) | 0.027 (2) | 0.0125 (16) | −0.0086 (19) | 0.0007 (14) | −0.0072 (15) |
C10 | 0.016 (2) | 0.027 (2) | 0.0190 (18) | −0.0071 (19) | 0.0042 (15) | −0.0132 (16) |
C11 | 0.016 (2) | 0.023 (2) | 0.0211 (18) | −0.0079 (18) | 0.0026 (15) | −0.0085 (16) |
C12 | 0.013 (2) | 0.023 (2) | 0.0125 (16) | −0.0086 (18) | 0.0033 (14) | −0.0090 (15) |
Geometric parameters (Å, º) top
Fe1—N2 | 2.058 (3) | N6—C12 | 1.318 (5) |
Fe1—N1 | 2.072 (3) | N6—C11 | 1.355 (5) |
Fe1—N3 | 2.158 (3) | N6—Fe1i | 2.225 (3) |
Fe1—N5 | 2.193 (3) | C3—C4 | 1.554 (5) |
Fe1—N6i | 2.225 (3) | C3—H3A | 0.9700 |
Fe1—N4 | 2.229 (3) | C3—H3B | 0.9700 |
S1—C1 | 1.636 (4) | C4—H4A | 0.9700 |
S2—C2 | 1.632 (4) | C4—H4B | 0.9700 |
S3—C5 | 1.750 (4) | C5—C6 | 1.468 (6) |
S3—C4 | 1.838 (4) | C7—C8 | 1.534 (5) |
S4—C6 | 1.752 (4) | C7—H7A | 0.9700 |
S4—C7 | 1.834 (4) | C7—H7B | 0.9700 |
N1—C1 | 1.170 (5) | C8—H8A | 0.9700 |
N2—C2 | 1.161 (5) | C8—H8B | 0.9700 |
N3—C5 | 1.292 (5) | C9—C10 | 1.376 (5) |
N3—C3 | 1.454 (5) | C9—H9 | 0.9300 |
N4—C6 | 1.275 (5) | C10—C11 | 1.384 (5) |
N4—C8 | 1.475 (5) | C10—H10 | 0.9300 |
N5—C12 | 1.345 (4) | C11—H11 | 0.9300 |
N5—C9 | 1.354 (5) | C12—C12i | 1.488 (7) |
| | | |
N2—Fe1—N1 | 97.68 (12) | H3A—C3—H3B | 108.3 |
N2—Fe1—N3 | 97.80 (12) | C3—C4—S3 | 104.8 (3) |
N1—Fe1—N3 | 94.80 (12) | C3—C4—H4A | 110.8 |
N2—Fe1—N5 | 92.11 (12) | S3—C4—H4A | 110.8 |
N1—Fe1—N5 | 102.59 (12) | C3—C4—H4B | 110.8 |
N3—Fe1—N5 | 158.64 (12) | S3—C4—H4B | 110.8 |
N2—Fe1—N6i | 166.95 (12) | H4A—C4—H4B | 108.9 |
N1—Fe1—N6i | 85.13 (11) | N3—C5—C6 | 117.7 (3) |
N3—Fe1—N6i | 94.64 (12) | N3—C5—S3 | 119.3 (3) |
N5—Fe1—N6i | 74.84 (11) | C6—C5—S3 | 123.0 (3) |
N2—Fe1—N4 | 94.58 (11) | N4—C6—C5 | 117.7 (3) |
N1—Fe1—N4 | 164.96 (13) | N4—C6—S4 | 118.8 (3) |
N3—Fe1—N4 | 74.86 (12) | C5—C6—S4 | 123.5 (3) |
N5—Fe1—N4 | 85.57 (11) | C8—C7—S4 | 105.7 (3) |
N6i—Fe1—N4 | 84.88 (11) | C8—C7—H7A | 110.6 |
C5—S3—C4 | 88.21 (18) | S4—C7—H7A | 110.6 |
C6—S4—C7 | 88.71 (18) | C8—C7—H7B | 110.6 |
C1—N1—Fe1 | 163.5 (3) | S4—C7—H7B | 110.6 |
C2—N2—Fe1 | 178.1 (3) | H7A—C7—H7B | 108.7 |
C5—N3—C3 | 111.7 (3) | N4—C8—C7 | 108.6 (3) |
C5—N3—Fe1 | 115.1 (3) | N4—C8—H8A | 110.0 |
C3—N3—Fe1 | 130.8 (2) | C7—C8—H8A | 110.0 |
C6—N4—C8 | 112.4 (3) | N4—C8—H8B | 110.0 |
C6—N4—Fe1 | 113.7 (3) | C7—C8—H8B | 110.0 |
C8—N4—Fe1 | 133.1 (2) | H8A—C8—H8B | 108.4 |
C12—N5—C9 | 115.8 (3) | N5—C9—C10 | 121.8 (3) |
C12—N5—Fe1 | 116.4 (2) | N5—C9—H9 | 119.1 |
C9—N5—Fe1 | 127.9 (2) | C10—C9—H9 | 119.1 |
C12—N6—C11 | 117.0 (3) | C9—C10—C11 | 117.9 (4) |
C12—N6—Fe1i | 115.4 (2) | C9—C10—H10 | 121.1 |
C11—N6—Fe1i | 127.5 (3) | C11—C10—H10 | 121.1 |
N1—C1—S1 | 179.5 (4) | N6—C11—C10 | 120.9 (4) |
N2—C2—S2 | 178.8 (3) | N6—C11—H11 | 119.6 |
N3—C3—C4 | 109.0 (3) | C10—C11—H11 | 119.6 |
N3—C3—H3A | 109.9 | N6—C12—N5 | 126.6 (3) |
C4—C3—H3A | 109.9 | N6—C12—C12i | 117.6 (4) |
N3—C3—H3B | 109.9 | N5—C12—C12i | 115.9 (4) |
C4—C3—H3B | 109.9 | | |
| | | |
N2—Fe1—N1—C1 | 122.3 (11) | Fe1—N1—C1—S1 | 25 (44) |
N3—Fe1—N1—C1 | −139.2 (11) | Fe1—N2—C2—S2 | −33 (27) |
N5—Fe1—N1—C1 | 28.4 (11) | C5—N3—C3—C4 | −20.6 (4) |
N6i—Fe1—N1—C1 | −44.9 (11) | Fe1—N3—C3—C4 | 177.9 (2) |
N4—Fe1—N1—C1 | −93.4 (12) | N3—C3—C4—S3 | 27.6 (4) |
N1—Fe1—N2—C2 | 9 (9) | C5—S3—C4—C3 | −21.5 (3) |
N3—Fe1—N2—C2 | −87 (9) | C3—N3—C5—C6 | −175.5 (3) |
N5—Fe1—N2—C2 | 112 (9) | Fe1—N3—C5—C6 | −11.0 (4) |
N6i—Fe1—N2—C2 | 111 (9) | C3—N3—C5—S3 | 3.2 (4) |
N4—Fe1—N2—C2 | −162 (9) | Fe1—N3—C5—S3 | 167.73 (17) |
N2—Fe1—N3—C5 | −85.1 (3) | C4—S3—C5—N3 | 12.2 (3) |
N1—Fe1—N3—C5 | 176.4 (3) | C4—S3—C5—C6 | −169.2 (3) |
N5—Fe1—N3—C5 | 31.8 (5) | C8—N4—C6—C5 | −172.9 (3) |
N6i—Fe1—N3—C5 | 90.9 (3) | Fe1—N4—C6—C5 | −1.5 (4) |
N4—Fe1—N3—C5 | 7.5 (3) | C8—N4—C6—S4 | 5.5 (4) |
N2—Fe1—N3—C3 | 75.8 (3) | Fe1—N4—C6—S4 | 176.84 (17) |
N1—Fe1—N3—C3 | −22.7 (3) | N3—C5—C6—N4 | 8.5 (5) |
N5—Fe1—N3—C3 | −167.3 (3) | S3—C5—C6—N4 | −170.1 (3) |
N6i—Fe1—N3—C3 | −108.2 (3) | N3—C5—C6—S4 | −169.7 (3) |
N4—Fe1—N3—C3 | 168.4 (3) | S3—C5—C6—S4 | 11.6 (5) |
N2—Fe1—N4—C6 | 93.9 (3) | C7—S4—C6—N4 | 8.8 (3) |
N1—Fe1—N4—C6 | −50.6 (6) | C7—S4—C6—C5 | −172.9 (3) |
N3—Fe1—N4—C6 | −2.9 (2) | C6—S4—C7—C8 | −18.8 (3) |
N5—Fe1—N4—C6 | −174.3 (3) | C6—N4—C8—C7 | −20.4 (4) |
N6i—Fe1—N4—C6 | −99.2 (3) | Fe1—N4—C8—C7 | 170.5 (2) |
N2—Fe1—N4—C8 | −97.1 (3) | S4—C7—C8—N4 | 25.1 (4) |
N1—Fe1—N4—C8 | 118.3 (5) | C12—N5—C9—C10 | 0.6 (5) |
N3—Fe1—N4—C8 | 166.0 (3) | Fe1—N5—C9—C10 | 178.9 (2) |
N5—Fe1—N4—C8 | −5.3 (3) | N5—C9—C10—C11 | 1.2 (5) |
N6i—Fe1—N4—C8 | 69.8 (3) | C12—N6—C11—C10 | −0.8 (5) |
N2—Fe1—N5—C12 | −178.5 (2) | Fe1i—N6—C11—C10 | −176.3 (2) |
N1—Fe1—N5—C12 | −80.2 (3) | C9—C10—C11—N6 | −1.1 (5) |
N3—Fe1—N5—C12 | 63.6 (4) | C11—N6—C12—N5 | 2.9 (5) |
N6i—Fe1—N5—C12 | 1.2 (2) | Fe1i—N6—C12—N5 | 179.0 (3) |
N4—Fe1—N5—C12 | 87.0 (2) | C11—N6—C12—C12i | −177.6 (4) |
N2—Fe1—N5—C9 | 3.2 (3) | Fe1i—N6—C12—C12i | −1.4 (5) |
N1—Fe1—N5—C9 | 101.6 (3) | C9—N5—C12—N6 | −2.8 (5) |
N3—Fe1—N5—C9 | −114.6 (4) | Fe1—N5—C12—N6 | 178.7 (3) |
N6i—Fe1—N5—C9 | −177.1 (3) | C9—N5—C12—C12i | 177.6 (3) |
N4—Fe1—N5—C9 | −91.2 (3) | Fe1—N5—C12—C12i | −0.8 (5) |
Symmetry code: (i) −x+2, −y, −z+2. |
Experimental details
| (LSLS-23K) | (HSLS-180K) | (HSHS-250K) | (photoHSLS-23K) |
Crystal data |
Chemical formula | C12H11FeN6S4 | C12H11FeN6S4 | C12H11FeN6S4 | C12H11FeN6S4 |
Mr | 423.36 | 423.36 | 423.36 | 423.36 |
Crystal system, space group | Triclinic, P1 | Triclinic, P1 | Triclinic, P1 | Triclinic, P1 |
Temperature (K) | 23 | 180 | 250 | 23 |
a, b, c (Å) | 8.446 (1), 9.123 (1), 11.779 (2) | 8.6103 (7), 9.2628 (8), 11.9305 (9) | 8.727 (1), 9.385 (2), 12.041 (2) | 8.581 (2), 9.196 (2), 11.948 (3) |
α, β, γ (°) | 72.26 (1), 80.94 (1), 67.33 (1) | 72.903 (7), 80.057 (7), 66.911 (8) | 73.04 (2), 79.43 (1), 66.60 (2) | 73.34 (2), 80.53 (2), 67.24 (2) |
V (Å3) | 796.83 (19) | 834.84 (12) | 863.2 (3) | 831.4 (3) |
Z | 2 | 2 | 2 | 2 |
Radiation type | Mo Kα | Mo Kα | Mo Kα | Mo Kα |
µ (mm−1) | 1.48 | 1.41 | 1.36 | 1.42 |
Crystal size (mm) | 0.1 × 0.1 × 0.1 | 0.1 × 0.1 × 0.1 | 0.1 × 0.1 × 0.1 | 0.1 × 0.1 × 0.1 |
|
Data collection |
Diffractometer | CCD Saphire 3 Xcalibur diffractometer | CCD Saphire 3 Xcalibur diffractometer | CCD Saphire 3 Xcalibur diffractometer | CCD Saphire 3 Xcalibur diffractometer |
Absorption correction | – | – | – | – |
No. of measured, independent and observed [I > 2σ(I)] reflections | 11525, 3210, 2190 | 11132, 3353, 1201 | 12617, 3452, 1292 | 10339, 3250, 2278 |
Rint | 0.054 | 0.095 | 0.126 | 0.129 |
(sin θ/λ)max (Å−1) | 0.639 | 0.639 | 0.639 | 0.639 |
|
Refinement |
R[F2 > 2σ(F2)], wR(F2), S | 0.037, 0.090, 0.92 | 0.039, 0.073, 0.62 | 0.055, 0.160, 0.84 | 0.065, 0.153, 1.09 |
No. of reflections | 3210 | 3353 | 3452 | 3250 |
No. of parameters | 208 | 208 | 208 | 208 |
H-atom treatment | H-atom parameters constrained | H-atom parameters constrained | H-atom parameters constrained | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.65, −0.47 | 0.32, −0.31 | 0.53, −0.33 | 0.88, −0.69 |
| (photoHSHS-23K) |
Crystal data |
Chemical formula | C12H11FeN6S4 |
Mr | 423.36 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 23 |
a, b, c (Å) | 8.642 (1), 9.224 (2), 12.050 (3) |
α, β, γ (°) | 73.63 (2), 80.29 (1), 67.25 (2) |
V (Å3) | 848.0 (3) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 1.39 |
Crystal size (mm) | 0.1 × 0.1 × 0.1 |
|
Data collection |
Diffractometer | CCD Saphire 3 Xcalibur diffractometer |
Absorption correction | – |
No. of measured, independent and observed [I > 2σ(I)] reflections | 10910, 3358, 2433 |
Rint | 0.045 |
(sin θ/λ)max (Å−1) | 0.639 |
|
Refinement |
R[F2 > 2σ(F2)], wR(F2), S | 0.040, 0.116, 1.05 |
No. of reflections | 3358 |
No. of parameters | 208 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.84, −0.59 |
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