Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807031066/om2128sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807031066/om2128Isup2.hkl |
CCDC reference: 658941
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.010 Å
- R factor = 0.062
- wR factor = 0.198
- Data-to-parameter ratio = 14.5
checkCIF/PLATON results
No syntax errors found
Alert level C RINTA01_ALERT_3_C The value of Rint is greater than 0.10 Rint given 0.101 PLAT020_ALERT_3_C The value of Rint is greater than 0.10 ......... 0.10 PLAT026_ALERT_3_C Ratio Observed / Unique Reflections too Low .... 45 Perc. PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low ....... 0.96 PLAT048_ALERT_1_C MoietyFormula Not Given ........................ ? PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ? PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for N3 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C13 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for Fe1 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C11 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C17 PLAT341_ALERT_3_C Low Bond Precision on C-C Bonds (x 1000) Ang ... 10 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 3 N1 -FE1 -N1 -C1 13.00 0.00 3.567 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 8 N1 -FE1 -N1 -C8 6.00 0.00 3.567 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 15 N3 -FE1 -N3 -C17 -89.00 10.00 3.567 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 16 O1 -FE1 -O1 -C3 8.00 0.00 3.567 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 53 FE1 -N3 -C17 -S1 -81.00 19.00 1.555 1.555 1.555 1.555
Alert level G PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature . 293 K PLAT794_ALERT_5_G Check Predicted Bond Valency for Fe1 (3) 2.77
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 17 ALERT level C = Check and explain 3 ALERT level G = General alerts; check 3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 5 ALERT type 2 Indicator that the structure model may be wrong or deficient 5 ALERT type 3 Indicator that the structure quality may be low 6 ALERT type 4 Improvement, methodology, query or suggestion 1 ALERT type 5 Informative message, check
In a similar procedure to that of Zhu, Zeng et al. (2003) the title complex was prepared. Yield 43%.
C– and N-bound H atoms were included in the riding model approximation with C—H = 0.93–0.97 Å and N—H = 0.90 Å, and with Uiso(H) = 1.2Ueq(C,N).
Because of their interesting physical and biological properties, many iron complexes with amines or imines have structurally been studied (Liu et al., 2004; You & Zhu, 2004, You et al., 2004, 2005; Zhu, Xia et al., 2003). When trying to synthesize iron(II) complexes with a Schiff base, condensed from salicylaldehyde and N-cyclohexyl-1,3-diaminopropane, we isolated the title complex.
The title complex is a discrete iron(II) complex, which isisostructural to those of the nickel (Zhu, Zeng et al., 2003), the cobalt (You et al., 2003; Yue et al., 2005), and the copper complexes (Nie, 2004). The central iron(II) atom is six-coordinated by two oxygen atoms and two nitrogen atoms from two Schiff base ligands, and by two nitrogen atoms from two thiocyanate anions. The Schiff base acts as a bidentate ligand with the amine nitrogen atom uncoordinated. The iron(II) atom is in a distorted octahedral coordination geometry and is located on an inversion centre.
In the crystal structure, the intramolecular (N2—H2B···O1i, symmetry code -x, -y + 1, -z + 2) and intermolecular (N2—H2A···S1ii, symmetry code -x, -y + 2, -z + 2) hydrogen bonds link the molecules to form one-dimensional chains along b axis. As expected, the cyclohexyl groups in the complex are in chair conformations.
For related literature, see: Liu et al. (2004); Nie (2004); You et al. (2003, 2004, 2005); Yue et al. (2005); You & Zhu (2004); Zhu, Xia et al. (2003); Zhu, Zeng et al. (2003).
Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.
Fig. 1. The molecular structure of (I), showing 30% probability displacement ellipsoids and the atom-numbering scheme. [Symmetry code for unlabelled atoms: -x, -y + 1, -z + 2.] |
[Fe(NCS)2(C32H46N4O2)2] | F(000) = 736 |
Mr = 692.75 | Dx = 1.311 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 10.912 (7) Å | Cell parameters from 1885 reflections |
b = 7.797 (5) Å | θ = 3.4–27.0° |
c = 20.778 (13) Å | µ = 0.59 mm−1 |
β = 96.899 (13)° | T = 293 K |
V = 1755.1 (19) Å3 | Prism, red |
Z = 2 | 0.30 × 0.20 × 0.15 mm |
Bruker APEX area-detector diffractometer | 2975 independent reflections |
Radiation source: fine-focus sealed tube | 1337 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.101 |
φ and ω scans | θmax = 25.0°, θmin = 1.9° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −10→12 |
Tmin = 0.843, Tmax = 0.917 | k = −9→7 |
7131 measured reflections | l = −12→24 |
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)] = 0.062 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.198 | H-atom parameters constrained |
S = 0.85 | w = 1/[σ2(Fo2) + (0.0924P)2] where P = (Fo2 + 2Fc2)/3 |
2975 reflections | (Δ/σ)max = 0.001 |
205 parameters | Δρmax = 0.51 e Å−3 |
0 restraints | Δρmin = −0.56 e Å−3 |
[Fe(NCS)2(C32H46N4O2)2] | V = 1755.1 (19) Å3 |
Mr = 692.75 | Z = 2 |
Monoclinic, P21/c | Mo Kα radiation |
a = 10.912 (7) Å | µ = 0.59 mm−1 |
b = 7.797 (5) Å | T = 293 K |
c = 20.778 (13) Å | 0.30 × 0.20 × 0.15 mm |
β = 96.899 (13)° |
Bruker APEX area-detector diffractometer | 2975 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 1337 reflections with I > 2σ(I) |
Tmin = 0.843, Tmax = 0.917 | Rint = 0.101 |
7131 measured reflections |
R[F2 > 2σ(F2)] = 0.062 | 0 restraints |
wR(F2) = 0.198 | H-atom parameters constrained |
S = 0.85 | Δρmax = 0.51 e Å−3 |
2975 reflections | Δρmin = −0.56 e Å−3 |
205 parameters |
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. |
x | y | z | Uiso*/Ueq | ||
Fe1 | 0.0000 | 0.5000 | 1.0000 | 0.0428 (4) | |
N1 | 0.0966 (4) | 0.6470 (7) | 1.0731 (3) | 0.0574 (14) | |
N2 | 0.2901 (4) | 0.7562 (6) | 0.9480 (2) | 0.0560 (14) | |
H2A | 0.2919 | 0.8702 | 0.9415 | 0.067* | |
H2B | 0.2109 | 0.7221 | 0.9397 | 0.067* | |
N3 | −0.1560 (5) | 0.6574 (7) | 1.0106 (3) | 0.0685 (16) | |
O1 | −0.0527 (4) | 0.3417 (5) | 1.0693 (2) | 0.0609 (12) | |
S1 | −0.32276 (16) | 0.8260 (2) | 1.08020 (10) | 0.0731 (6) | |
C1 | 0.1231 (5) | 0.5937 (10) | 1.1321 (4) | 0.0647 (19) | |
H1 | 0.1627 | 0.6719 | 1.1614 | 0.078* | |
C2 | 0.0982 (5) | 0.4266 (10) | 1.1577 (3) | 0.0590 (18) | |
C3 | 0.0147 (5) | 0.3076 (9) | 1.1257 (3) | 0.0578 (17) | |
C4 | 0.0015 (6) | 0.1509 (9) | 1.1568 (3) | 0.0629 (18) | |
H4 | −0.0515 | 0.0686 | 1.1366 | 0.075* | |
C5 | 0.0640 (7) | 0.1157 (11) | 1.2159 (4) | 0.073 (2) | |
H5 | 0.0534 | 0.0101 | 1.2353 | 0.088* | |
C6 | 0.1438 (7) | 0.2356 (12) | 1.2477 (4) | 0.081 (2) | |
H6 | 0.1856 | 0.2120 | 1.2884 | 0.097* | |
C7 | 0.1591 (6) | 0.3859 (11) | 1.2186 (3) | 0.069 (2) | |
H7 | 0.2126 | 0.4663 | 1.2398 | 0.083* | |
C8 | 0.1343 (6) | 0.8239 (9) | 1.0603 (3) | 0.0663 (19) | |
H8A | 0.1064 | 0.8995 | 1.0927 | 0.080* | |
H8B | 0.0944 | 0.8596 | 1.0182 | 0.080* | |
C9 | 0.2736 (6) | 0.8421 (9) | 1.0616 (3) | 0.073 (2) | |
H9A | 0.2916 | 0.9589 | 1.0497 | 0.087* | |
H9B | 0.3117 | 0.8241 | 1.1057 | 0.087* | |
C10 | 0.3333 (6) | 0.7209 (9) | 1.0174 (3) | 0.0674 (19) | |
H10A | 0.4223 | 0.7337 | 1.0249 | 0.081* | |
H10B | 0.3134 | 0.6035 | 1.0275 | 0.081* | |
C11 | 0.3644 (5) | 0.6695 (8) | 0.8995 (3) | 0.0569 (17) | |
H11 | 0.3747 | 0.5482 | 0.9114 | 0.068* | |
C12 | 0.4912 (6) | 0.7514 (11) | 0.9035 (4) | 0.095 (3) | |
H12A | 0.5350 | 0.7344 | 0.9464 | 0.114* | |
H12B | 0.4828 | 0.8738 | 0.8958 | 0.114* | |
C13 | 0.5644 (7) | 0.6705 (14) | 0.8526 (4) | 0.111 (3) | |
H13A | 0.6433 | 0.7284 | 0.8536 | 0.134* | |
H13B | 0.5805 | 0.5510 | 0.8635 | 0.134* | |
C14 | 0.4981 (7) | 0.6816 (11) | 0.7869 (4) | 0.092 (3) | |
H14A | 0.5451 | 0.6231 | 0.7568 | 0.110* | |
H14B | 0.4902 | 0.8010 | 0.7740 | 0.110* | |
C15 | 0.3731 (7) | 0.6032 (12) | 0.7838 (4) | 0.098 (3) | |
H15A | 0.3815 | 0.4807 | 0.7912 | 0.118* | |
H15B | 0.3295 | 0.6204 | 0.7408 | 0.118* | |
C16 | 0.2983 (6) | 0.6799 (11) | 0.8336 (3) | 0.083 (2) | |
H16A | 0.2804 | 0.7990 | 0.8228 | 0.099* | |
H16B | 0.2204 | 0.6193 | 0.8322 | 0.099* | |
C17 | −0.2235 (6) | 0.7290 (8) | 1.0391 (3) | 0.0538 (16) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Fe1 | 0.0333 (7) | 0.0486 (8) | 0.0487 (7) | −0.0031 (5) | 0.0143 (5) | −0.0059 (6) |
N1 | 0.045 (3) | 0.065 (4) | 0.066 (4) | −0.003 (3) | 0.021 (3) | −0.013 (3) |
N2 | 0.046 (3) | 0.053 (3) | 0.070 (4) | −0.006 (2) | 0.010 (3) | −0.007 (3) |
N3 | 0.054 (4) | 0.068 (4) | 0.084 (4) | 0.005 (3) | 0.012 (3) | −0.011 (3) |
O1 | 0.052 (3) | 0.069 (3) | 0.063 (3) | −0.014 (2) | 0.009 (2) | −0.002 (2) |
S1 | 0.0683 (12) | 0.0581 (12) | 0.0974 (15) | 0.0042 (9) | 0.0287 (10) | −0.0034 (11) |
C1 | 0.050 (4) | 0.084 (6) | 0.061 (5) | −0.001 (4) | 0.010 (4) | −0.027 (4) |
C2 | 0.044 (4) | 0.070 (5) | 0.065 (5) | −0.006 (3) | 0.017 (4) | −0.015 (4) |
C3 | 0.037 (4) | 0.075 (5) | 0.065 (5) | 0.008 (3) | 0.021 (3) | −0.008 (4) |
C4 | 0.050 (4) | 0.063 (5) | 0.079 (5) | 0.005 (3) | 0.019 (4) | 0.004 (4) |
C5 | 0.062 (5) | 0.086 (6) | 0.076 (5) | 0.015 (4) | 0.022 (4) | 0.019 (5) |
C6 | 0.070 (5) | 0.100 (7) | 0.073 (5) | 0.016 (5) | 0.014 (4) | 0.004 (5) |
C7 | 0.052 (4) | 0.094 (6) | 0.061 (5) | 0.005 (4) | 0.005 (4) | −0.011 (4) |
C8 | 0.074 (5) | 0.055 (5) | 0.073 (5) | −0.004 (3) | 0.026 (4) | −0.015 (4) |
C9 | 0.077 (5) | 0.067 (5) | 0.077 (5) | −0.023 (4) | 0.021 (4) | −0.009 (4) |
C10 | 0.053 (4) | 0.084 (6) | 0.065 (5) | −0.009 (4) | 0.006 (3) | −0.001 (4) |
C11 | 0.050 (4) | 0.049 (4) | 0.075 (5) | 0.004 (3) | 0.022 (3) | −0.002 (3) |
C12 | 0.045 (4) | 0.140 (8) | 0.101 (6) | −0.007 (4) | 0.020 (4) | −0.031 (6) |
C13 | 0.055 (5) | 0.165 (10) | 0.119 (8) | −0.012 (5) | 0.032 (5) | −0.043 (7) |
C14 | 0.082 (6) | 0.086 (6) | 0.116 (7) | −0.012 (4) | 0.046 (5) | −0.005 (5) |
C15 | 0.072 (6) | 0.137 (8) | 0.089 (6) | 0.007 (5) | 0.021 (5) | −0.029 (6) |
C16 | 0.062 (5) | 0.118 (7) | 0.072 (5) | 0.011 (4) | 0.021 (4) | −0.013 (5) |
C17 | 0.059 (4) | 0.041 (4) | 0.061 (4) | −0.001 (3) | 0.006 (3) | −0.001 (3) |
Fe1—O1i | 2.031 (4) | C7—H7 | 0.9300 |
Fe1—O1 | 2.031 (4) | C8—C9 | 1.524 (9) |
Fe1—N1i | 2.085 (5) | C8—H8A | 0.9700 |
Fe1—N1 | 2.085 (5) | C8—H8B | 0.9700 |
Fe1—N3 | 2.132 (6) | C9—C10 | 1.519 (9) |
Fe1—N3i | 2.132 (6) | C9—H9A | 0.9700 |
N1—C1 | 1.294 (8) | C9—H9B | 0.9700 |
N1—C8 | 1.472 (8) | C10—H10A | 0.9700 |
N2—C10 | 1.488 (7) | C10—H10B | 0.9700 |
N2—C11 | 1.524 (7) | C11—C16 | 1.472 (9) |
N2—H2A | 0.9000 | C11—C12 | 1.517 (8) |
N2—H2B | 0.9000 | C11—H11 | 0.9800 |
N3—C17 | 1.143 (7) | C12—C13 | 1.535 (10) |
O1—C3 | 1.333 (7) | C12—H12A | 0.9700 |
S1—C17 | 1.643 (8) | C12—H12B | 0.9700 |
C1—C2 | 1.445 (10) | C13—C14 | 1.468 (11) |
C1—H1 | 0.9300 | C13—H13A | 0.9700 |
C2—C7 | 1.393 (9) | C13—H13B | 0.9700 |
C2—C3 | 1.410 (9) | C14—C15 | 1.488 (9) |
C3—C4 | 1.398 (9) | C14—H14A | 0.9700 |
C4—C5 | 1.359 (9) | C14—H14B | 0.9700 |
C4—H4 | 0.9300 | C15—C16 | 1.516 (9) |
C5—C6 | 1.389 (10) | C15—H15A | 0.9700 |
C5—H5 | 0.9300 | C15—H15B | 0.9700 |
C6—C7 | 1.339 (9) | C16—H16A | 0.9700 |
C6—H6 | 0.9300 | C16—H16B | 0.9700 |
O1i—Fe1—O1 | 180.000 (1) | C9—C8—H8B | 109.1 |
O1i—Fe1—N1i | 88.8 (2) | H8A—C8—H8B | 107.8 |
O1—Fe1—N1i | 91.2 (2) | C10—C9—C8 | 115.5 (5) |
O1i—Fe1—N1 | 91.2 (2) | C10—C9—H9A | 108.4 |
O1—Fe1—N1 | 88.8 (2) | C8—C9—H9A | 108.4 |
N1i—Fe1—N1 | 180.000 (1) | C10—C9—H9B | 108.4 |
O1i—Fe1—N3 | 91.2 (2) | C8—C9—H9B | 108.4 |
O1—Fe1—N3 | 88.8 (2) | H9A—C9—H9B | 107.5 |
N1i—Fe1—N3 | 93.0 (2) | N2—C10—C9 | 111.2 (6) |
N1—Fe1—N3 | 87.0 (2) | N2—C10—H10A | 109.4 |
O1i—Fe1—N3i | 88.8 (2) | C9—C10—H10A | 109.4 |
O1—Fe1—N3i | 91.2 (2) | N2—C10—H10B | 109.4 |
N1i—Fe1—N3i | 87.0 (2) | C9—C10—H10B | 109.4 |
N1—Fe1—N3i | 93.0 (2) | H10A—C10—H10B | 108.0 |
N3—Fe1—N3i | 180.000 (3) | C16—C11—C12 | 111.6 (6) |
C1—N1—C8 | 115.9 (6) | C16—C11—N2 | 110.5 (5) |
C1—N1—Fe1 | 123.3 (5) | C12—C11—N2 | 109.4 (5) |
C8—N1—Fe1 | 120.8 (4) | C16—C11—H11 | 108.4 |
C10—N2—C11 | 115.2 (5) | C12—C11—H11 | 108.4 |
C10—N2—H2A | 108.5 | N2—C11—H11 | 108.4 |
C11—N2—H2A | 108.5 | C11—C12—C13 | 109.7 (6) |
C10—N2—H2B | 108.5 | C11—C12—H12A | 109.7 |
C11—N2—H2B | 108.5 | C13—C12—H12A | 109.7 |
H2A—N2—H2B | 107.5 | C11—C12—H12B | 109.7 |
C17—N3—Fe1 | 155.0 (5) | C13—C12—H12B | 109.7 |
C3—O1—Fe1 | 124.8 (4) | H12A—C12—H12B | 108.2 |
N1—C1—C2 | 127.4 (6) | C14—C13—C12 | 112.1 (7) |
N1—C1—H1 | 116.3 | C14—C13—H13A | 109.2 |
C2—C1—H1 | 116.3 | C12—C13—H13A | 109.2 |
C7—C2—C3 | 119.3 (7) | C14—C13—H13B | 109.2 |
C7—C2—C1 | 116.7 (6) | C12—C13—H13B | 109.2 |
C3—C2—C1 | 124.0 (7) | H13A—C13—H13B | 107.9 |
O1—C3—C4 | 120.3 (6) | C13—C14—C15 | 111.3 (7) |
O1—C3—C2 | 122.7 (7) | C13—C14—H14A | 109.4 |
C4—C3—C2 | 117.0 (7) | C15—C14—H14A | 109.4 |
C5—C4—C3 | 121.8 (7) | C13—C14—H14B | 109.4 |
C5—C4—H4 | 119.1 | C15—C14—H14B | 109.4 |
C3—C4—H4 | 119.1 | H14A—C14—H14B | 108.0 |
C4—C5—C6 | 120.7 (8) | C14—C15—C16 | 112.0 (7) |
C4—C5—H5 | 119.6 | C14—C15—H15A | 109.2 |
C6—C5—H5 | 119.6 | C16—C15—H15A | 109.2 |
C7—C6—C5 | 118.7 (8) | C14—C15—H15B | 109.2 |
C7—C6—H6 | 120.7 | C16—C15—H15B | 109.2 |
C5—C6—H6 | 120.7 | H15A—C15—H15B | 107.9 |
C6—C7—C2 | 122.5 (7) | C11—C16—C15 | 111.7 (6) |
C6—C7—H7 | 118.7 | C11—C16—H16A | 109.3 |
C2—C7—H7 | 118.7 | C15—C16—H16A | 109.3 |
N1—C8—C9 | 112.6 (5) | C11—C16—H16B | 109.3 |
N1—C8—H8A | 109.1 | C15—C16—H16B | 109.3 |
C9—C8—H8A | 109.1 | H16A—C16—H16B | 107.9 |
N1—C8—H8B | 109.1 | N3—C17—S1 | 178.1 (6) |
O1i—Fe1—N1—C1 | −164.6 (5) | C1—C2—C3—O1 | −2.5 (9) |
O1—Fe1—N1—C1 | 15.4 (5) | C7—C2—C3—C4 | −2.1 (9) |
N1i—Fe1—N1—C1 | −126 (94) | C1—C2—C3—C4 | 179.7 (5) |
N3—Fe1—N1—C1 | 104.3 (5) | O1—C3—C4—C5 | −176.5 (6) |
N3i—Fe1—N1—C1 | −75.7 (5) | C2—C3—C4—C5 | 1.3 (9) |
O1i—Fe1—N1—C8 | 18.1 (4) | C3—C4—C5—C6 | 0.2 (10) |
O1—Fe1—N1—C8 | −161.9 (4) | C4—C5—C6—C7 | −0.9 (11) |
N1i—Fe1—N1—C8 | 57 (93) | C5—C6—C7—C2 | 0.1 (11) |
N3—Fe1—N1—C8 | −73.0 (4) | C3—C2—C7—C6 | 1.5 (10) |
N3i—Fe1—N1—C8 | 107.0 (4) | C1—C2—C7—C6 | 179.8 (6) |
O1i—Fe1—N3—C17 | −136.2 (13) | C1—N1—C8—C9 | 71.6 (7) |
O1—Fe1—N3—C17 | 43.8 (13) | Fe1—N1—C8—C9 | −110.9 (5) |
N1i—Fe1—N3—C17 | 135.0 (13) | N1—C8—C9—C10 | 54.0 (8) |
N1—Fe1—N3—C17 | −45.0 (13) | C11—N2—C10—C9 | 167.1 (5) |
N3i—Fe1—N3—C17 | −89 (10) | C8—C9—C10—N2 | 65.0 (8) |
O1i—Fe1—O1—C3 | −77 (100) | C10—N2—C11—C16 | 167.1 (6) |
N1i—Fe1—O1—C3 | 148.0 (5) | C10—N2—C11—C12 | −69.7 (7) |
N1—Fe1—O1—C3 | −32.0 (5) | C16—C11—C12—C13 | −54.8 (9) |
N3—Fe1—O1—C3 | −119.1 (5) | N2—C11—C12—C13 | −177.4 (6) |
N3i—Fe1—O1—C3 | 60.9 (5) | C11—C12—C13—C14 | 55.3 (10) |
C8—N1—C1—C2 | −179.3 (6) | C12—C13—C14—C15 | −55.6 (11) |
Fe1—N1—C1—C2 | 3.3 (9) | C13—C14—C15—C16 | 54.6 (10) |
N1—C1—C2—C7 | 166.0 (6) | C12—C11—C16—C15 | 55.0 (9) |
N1—C1—C2—C3 | −15.8 (10) | N2—C11—C16—C15 | 176.9 (6) |
Fe1—O1—C3—C4 | −151.8 (4) | C14—C15—C16—C11 | −54.5 (10) |
Fe1—O1—C3—C2 | 30.4 (8) | Fe1—N3—C17—S1 | −81 (19) |
C7—C2—C3—O1 | 175.7 (5) |
Symmetry code: (i) −x, −y+1, −z+2. |
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2B···O1i | 0.90 | 1.79 | 2.683 (6) | 175 |
N2—H2A···S1ii | 0.90 | 2.44 | 3.337 (6) | 173 |
Symmetry codes: (i) −x, −y+1, −z+2; (ii) −x, −y+2, −z+2. |
Experimental details
Crystal data | |
Chemical formula | [Fe(NCS)2(C32H46N4O2)2] |
Mr | 692.75 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 293 |
a, b, c (Å) | 10.912 (7), 7.797 (5), 20.778 (13) |
β (°) | 96.899 (13) |
V (Å3) | 1755.1 (19) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 0.59 |
Crystal size (mm) | 0.30 × 0.20 × 0.15 |
Data collection | |
Diffractometer | Bruker APEX area-detector |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.843, 0.917 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 7131, 2975, 1337 |
Rint | 0.101 |
(sin θ/λ)max (Å−1) | 0.595 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.062, 0.198, 0.85 |
No. of reflections | 2975 |
No. of parameters | 205 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.51, −0.56 |
Computer programs: SMART (Siemens, 1996), SAINT (Siemens, 1996), SAINT, SHELXS97 (Sheldrick, 1997a), SHELXL97 (Sheldrick, 1997a), SHELXTL (Sheldrick, 1997b), SHELXTL.
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2B···O1i | 0.90 | 1.79 | 2.683 (6) | 174.8 |
N2—H2A···S1ii | 0.90 | 2.44 | 3.337 (6) | 172.7 |
Symmetry codes: (i) −x, −y+1, −z+2; (ii) −x, −y+2, −z+2. |
Because of their interesting physical and biological properties, many iron complexes with amines or imines have structurally been studied (Liu et al., 2004; You & Zhu, 2004, You et al., 2004, 2005; Zhu, Xia et al., 2003). When trying to synthesize iron(II) complexes with a Schiff base, condensed from salicylaldehyde and N-cyclohexyl-1,3-diaminopropane, we isolated the title complex.
The title complex is a discrete iron(II) complex, which isisostructural to those of the nickel (Zhu, Zeng et al., 2003), the cobalt (You et al., 2003; Yue et al., 2005), and the copper complexes (Nie, 2004). The central iron(II) atom is six-coordinated by two oxygen atoms and two nitrogen atoms from two Schiff base ligands, and by two nitrogen atoms from two thiocyanate anions. The Schiff base acts as a bidentate ligand with the amine nitrogen atom uncoordinated. The iron(II) atom is in a distorted octahedral coordination geometry and is located on an inversion centre.
In the crystal structure, the intramolecular (N2—H2B···O1i, symmetry code -x, -y + 1, -z + 2) and intermolecular (N2—H2A···S1ii, symmetry code -x, -y + 2, -z + 2) hydrogen bonds link the molecules to form one-dimensional chains along b axis. As expected, the cyclohexyl groups in the complex are in chair conformations.