Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804001709/ya6192sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804001709/ya6192Isup2.hkl |
CCDC reference: 234830
Key indicators
- Single-crystal X-ray study
- T = 296 K
- Mean (C-C) = 0.006 Å
- R factor = 0.040
- wR factor = 0.123
- Data-to-parameter ratio = 16.8
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
Alert level G FORMU01_ALERT_1_G There is a discrepancy between the atom counts in the _chemical_formula_sum and _chemical_formula_moiety. This is usually due to the moiety formula being in the wrong format. Atom count from _chemical_formula_sum: C28 H22 Cl2 Fe2 N2 O4 Atom count from _chemical_formula_moiety:
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 1 ALERT level C = Check and explain 1 ALERT level G = General alerts; check 2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 0 ALERT type 2 Indicator that the structure model may be wrong or deficient 0 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: MSC/AFC Diffractometer Control (Molecular Structure Corporation, 1991); cell refinement: MSC/AFC Diffractometer Control; data reduction: CrystalStructure (Rigaku/MSC and Rigaku Corporation, 2003); program(s) used to solve structure: SIR92 (Altomare et al., 1994); program(s) used to refine structure: CRYSTALS (Watkin et al., 1996); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: CrystalStructure.
[Fe2(C28H22N2O4)Cl2] | F(000) = 644.00 |
Mr = 633.09 | Dx = 1.568 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.7107 Å |
Hall symbol: -P 2yn | Cell parameters from 25 reflections |
a = 10.182 (2) Å | θ = 10.1–12.4° |
b = 12.131 (2) Å | µ = 1.32 mm−1 |
c = 11.300 (2) Å | T = 296 K |
β = 106.11 (1)° | Prism, dark brown |
V = 1340.9 (4) Å3 | 0.30 × 0.20 × 0.20 mm |
Z = 2 |
Rigaku AFC5S diffractometer | Rint = 0.041 |
ω–2θ scans | θmax = 27.5° |
Absorption correction: ψ scan (North et al., 1968) | h = 0→13 |
Tmin = 0.724, Tmax = 0.768 | k = 0→15 |
3405 measured reflections | l = −14→14 |
3081 independent reflections | 3 standard reflections every 150 reflections |
1809 reflections with I > 2σ(I) | intensity decay: 1.2% |
Refinement on F2 | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.040 | w = (1/[σ(Fo2) + 0.0006Fo2])/(4Fo2) |
wR(F2) = 0.123 | (Δ/σ)max < 0.001 |
S = 1.00 | Δρmax = 1.02 e Å−3 |
3079 reflections | Δρmin = −1.65 e Å−3 |
183 parameters |
Geometry. ————– Plane number 1 ————— Atoms Defining Plane Distance e.s.d. O1 [1;0;0;0] 0.2073 0.0014 O2 [1;0;0;0] 0.2246 0.0015 N1 [1;0;0;0] -0.2150 0.0014 O1 [2;1;0;1] -0.2007 0.0013 Additional Atoms Distance e.s.d. Fe1 (1) -0.5473 0.0015 Mean deviation from plane is 0.2119 angstrom Chi-squared: 22704.244 ————– Plane number 2 ————— Atoms Defining Plane Distance e.s.d. O1 [1;0;0;0] -0.0277 0.0016 O2 [1;0;0;0] -0.0364 0.0021 Cl1 [1;0;0;0] -0.0041 0.0002 Fe1 [1;0;0;0] 0.0028 0.0002 Additional Atoms Distance e.s.d. Fe1 (1) 0.0028 0.0007 Mean deviation from plane is 0.0177 angstrom Chi-squared: 470.910 |
Refinement. Refinement using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F2. R-factor (gt) are based on F. The threshold expression of F2 > 2.0 σ(F2) is used only for calculating R-factor (gt). |
x | y | z | Uiso*/Ueq | ||
Fe1 | 0.61814 (5) | 0.08380 (4) | 0.55417 (4) | 0.0323 (1) | |
Cl1 | 0.5506 (1) | 0.24033 (9) | 0.6207 (1) | 0.0565 (3) | |
O1 | 0.5356 (3) | −0.0526 (2) | 0.5934 (2) | 0.0400 (7) | |
O2 | 0.7415 (3) | 0.1125 (3) | 0.4634 (2) | 0.0473 (8) | |
N1 | 0.7818 (3) | 0.0481 (2) | 0.7076 (3) | 0.0316 (7) | |
C1 | 0.5874 (4) | −0.1264 (3) | 0.6939 (3) | 0.041 (1) | |
C2 | 0.6494 (4) | −0.0640 (3) | 0.8113 (3) | 0.0362 (9) | |
C3 | 0.6136 (4) | −0.0896 (4) | 0.9181 (3) | 0.045 (1) | |
C4 | 0.6745 (5) | −0.0384 (4) | 1.0280 (4) | 0.054 (1) | |
C5 | 0.7722 (5) | 0.0409 (4) | 1.0341 (4) | 0.051 (1) | |
C6 | 0.8099 (4) | 0.0692 (3) | 0.9291 (3) | 0.044 (1) | |
C7 | 0.7500 (4) | 0.0165 (3) | 0.8185 (3) | 0.0338 (9) | |
C8 | 0.9091 (4) | 0.0673 (3) | 0.7120 (4) | 0.039 (1) | |
C9 | 0.9594 (4) | 0.1078 (3) | 0.6153 (4) | 0.040 (1) | |
C10 | 1.1003 (4) | 0.1287 (4) | 0.6401 (5) | 0.057 (1) | |
C11 | 1.1561 (5) | 0.1701 (4) | 0.5539 (5) | 0.065 (2) | |
C12 | 1.0731 (5) | 0.1924 (4) | 0.4372 (5) | 0.055 (1) | |
C13 | 0.9348 (4) | 0.1731 (4) | 0.4070 (4) | 0.050 (1) | |
C14 | 0.8749 (4) | 0.1310 (3) | 0.4952 (4) | 0.042 (1) | |
H1 | 0.5148 | −0.1710 | 0.7044 | 0.047* | |
H2 | 0.6554 | −0.1720 | 0.6762 | 0.047* | |
H3 | 0.5454 | −0.1438 | 0.9150 | 0.053* | |
H4 | 0.6490 | −0.0580 | 1.1000 | 0.065* | |
H5 | 0.8140 | 0.0765 | 1.1101 | 0.057* | |
H6 | 0.8768 | 0.1248 | 0.9331 | 0.049* | |
H7 | 0.9751 | 0.0525 | 0.7882 | 0.044* | |
H8 | 1.1582 | 0.1133 | 0.7201 | 0.066* | |
H9 | 1.2516 | 0.1836 | 0.5734 | 0.081* | |
H10 | 1.1123 | 0.2216 | 0.3768 | 0.072* | |
H11 | 0.8797 | 0.1882 | 0.3259 | 0.063* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Fe1 | 0.0268 (2) | 0.0341 (3) | 0.0318 (3) | −0.0050 (2) | 0.0012 (2) | 0.0005 (3) |
Cl1 | 0.0540 (6) | 0.0481 (6) | 0.0592 (7) | 0.0133 (5) | 0.0024 (5) | −0.0072 (5) |
O1 | 0.037 (1) | 0.041 (1) | 0.033 (1) | −0.013 (1) | −0.005 (1) | 0.005 (1) |
O2 | 0.035 (1) | 0.068 (2) | 0.038 (1) | −0.007 (1) | 0.009 (1) | 0.000 (1) |
N1 | 0.027 (1) | 0.032 (2) | 0.032 (1) | −0.003 (1) | 0.002 (1) | 0.003 (1) |
C1 | 0.045 (2) | 0.036 (2) | 0.036 (2) | −0.007 (2) | 0.001 (2) | 0.009 (2) |
C2 | 0.034 (2) | 0.037 (2) | 0.033 (2) | 0.004 (2) | 0.001 (1) | 0.006 (1) |
C3 | 0.039 (2) | 0.050 (2) | 0.044 (2) | −0.003 (2) | 0.009 (2) | 0.014 (2) |
C4 | 0.062 (3) | 0.066 (3) | 0.035 (2) | 0.008 (2) | 0.014 (2) | 0.007 (2) |
C5 | 0.064 (3) | 0.047 (2) | 0.032 (2) | 0.005 (2) | −0.001 (2) | −0.006 (2) |
C6 | 0.047 (2) | 0.037 (2) | 0.039 (2) | 0.000 (2) | −0.005 (2) | −0.001 (2) |
C7 | 0.032 (2) | 0.032 (2) | 0.033 (2) | 0.004 (1) | 0.000 (1) | 0.003 (1) |
C8 | 0.029 (2) | 0.037 (2) | 0.045 (2) | 0.001 (2) | −0.000 (2) | 0.006 (2) |
C9 | 0.030 (2) | 0.037 (2) | 0.053 (2) | −0.002 (2) | 0.011 (2) | 0.001 (2) |
C10 | 0.033 (2) | 0.058 (3) | 0.073 (3) | −0.002 (2) | 0.006 (2) | 0.011 (2) |
C11 | 0.035 (2) | 0.062 (3) | 0.105 (4) | −0.007 (2) | 0.033 (3) | 0.007 (3) |
C12 | 0.056 (3) | 0.055 (3) | 0.068 (3) | −0.010 (2) | 0.039 (2) | −0.004 (2) |
C13 | 0.056 (3) | 0.056 (3) | 0.047 (2) | −0.010 (2) | 0.025 (2) | −0.009 (2) |
C14 | 0.039 (2) | 0.041 (2) | 0.048 (2) | −0.004 (2) | 0.017 (2) | −0.011 (2) |
Fe1—Cl1 | 2.220 (1) | C9—C14 | 1.419 (5) |
Fe1—O1 | 1.962 (3) | C10—C11 | 1.354 (8) |
Fe1—O1i | 1.981 (2) | C11—C12 | 1.381 (7) |
Fe1—O2 | 1.862 (3) | C12—C13 | 1.374 (6) |
Fe1—N1 | 2.090 (2) | C13—C14 | 1.402 (7) |
O1—C1 | 1.428 (4) | Fe1—Fe1i | 3.1282 (7) |
O2—C14 | 1.324 (5) | C1—H1 | 0.950 |
N1—C7 | 1.431 (5) | C1—H2 | 0.950 |
N1—C8 | 1.303 (5) | C3—H3 | 0.950 |
C1—C2 | 1.506 (5) | C4—H4 | 0.950 |
C2—C3 | 1.388 (6) | C5—H5 | 0.950 |
C2—C7 | 1.401 (5) | C6—H6 | 0.950 |
C3—C4 | 1.373 (6) | C8—H7 | 0.950 |
C4—C5 | 1.372 (7) | C10—H8 | 0.950 |
C5—C6 | 1.387 (6) | C11—H9 | 0.950 |
C6—C7 | 1.386 (5) | C12—H10 | 0.950 |
C8—C9 | 1.418 (6) | C13—H11 | 0.950 |
C9—C10 | 1.406 (6) | ||
Cl1—Fe1—O1 | 116.90 (9) | C14—C9—C8 | 123.6 (3) |
Cl1—Fe1—O2 | 110.3 (1) | C11—C10—C9 | 122.1 (4) |
Cl1—Fe1—N1 | 98.46 (9) | C12—C11—C10 | 119.5 (4) |
Cl1—Fe1—O1i | 101.64 (3) | C13—C12—C11 | 121.2 (5) |
O1—Fe1—O2 | 132.8 (1) | C14—C13—C12 | 120.3 (4) |
O1—Fe1—N1 | 86.0 (1) | O2—C14—C9 | 122.0 (4) |
O1—Fe1—O1i | 74.99 (7) | O2—C14—C13 | 119.0 (3) |
O2—Fe1—N1 | 89.5 (1) | C9—C14—C13 | 118.9 (4) |
O2—Fe1—O1i | 93.90 (8) | C2—C1—H1 | 109.1 |
N1—Fe1—O1i | 157.00 (8) | C2—C1—H2 | 109.1 |
C1—O1—Fe1 | 128.5 (2) | H1—C1—H2 | 109.5 |
C1—O1—Fe1i | 125.5 (2) | H1—C1—O1 | 109.1 |
Fe1—O1—Fe1i | 105.0 (1) | H2—C1—O1 | 109.1 |
C14—O2—Fe1 | 132.8 (3) | C4—C3—H3 | 119.2 |
C7—N1—C8 | 118.6 (3) | H3—C3—C2 | 119.2 |
C7—N1—Fe1 | 117.3 (2) | C5—C4—H4 | 120.0 |
C8—N1—Fe1 | 123.4 (3) | H4—C4—C3 | 119.9 |
C2—C1—O1 | 110.9 (3) | C6—C5—H5 | 120.0 |
C3—C2—C7 | 118.0 (3) | H5—C5—C4 | 120.0 |
C3—C2—C1 | 120.4 (3) | C7—C6—H6 | 120.0 |
C7—C2—C1 | 121.5 (4) | H6—C6—C5 | 120.0 |
C4—C3—C2 | 121.6 (4) | C9—C8—H7 | 116.6 |
C5—C4—C3 | 120.1 (4) | H7—C8—N1 | 116.6 |
C6—C5—C4 | 120.0 (4) | C11—C10—H8 | 118.9 |
C7—C6—C5 | 120.0 (4) | H8—C10—C9 | 118.9 |
N1—C7—C2 | 118.4 (3) | C12—C11—H9 | 120.3 |
N1—C7—C6 | 121.1 (3) | H9—C11—C10 | 120.3 |
C2—C7—C6 | 120.4 (4) | C13—C12—H10 | 119.4 |
C9—C8—N1 | 126.9 (3) | H10—C12—C11 | 119.4 |
C10—C9—C14 | 118.0 (4) | C14—C13—H11 | 119.9 |
C10—C9—C8 | 118.4 (4) | H11—C13—C12 | 119.9 |
Symmetry code: (i) −x+1, −y, −z+1. |