Literature DB >> 21578122

(2,2'-Biquinoline-κN,N')dichlorido-iron(II).

Narjes Rahimi1, Nasser Safari, Vahid Amani, Hamid Reza Khavasi.   

Abstract

In the title compound, [FeCl(2)(C(18)H(12)N(2))], the Fe(II) atom is four-coordinated in a distorted tetra-hedral arrangement by an N,N'-bidentate 2,2'-biquinoline ligand and two chloride ions. In the crystal, there are extensive π-π contacts between the pyridine rings [centroid-centroid distances = 3.7611 (3), 3.7603 (4), 3.5292 (4), 3.5336 (5) and 3.6656 (4) Å].

Entities:  

Year:  2009        PMID： 21578122      PMCID： PMC2971346          DOI： 10.1107/S1600536809041439

Source DB:  PubMed          Journal:  Acta Crystallogr Sect E Struct Rep Online        ISSN： 1600-5368


Related literature

For related structures, see: Amani et al. (2009 ▶); Amani, Safari & Khavasi (2007 ▶); Amani, Safari, Khavasi & Mirzaei (2007 ▶); Chan & Baird (2004 ▶); Gibson et al. (2002 ▶); Handley et al. (2001 ▶); Khavasi et al. (2007 ▶, 2008 ▶). For bond-length data, see: Figgis et al. (1983 ▶); Kulkarni et al. (1998 ▶).

Experimental

Crystal data

[FeCl2(C18H12N2)] M = 383.05 Monoclinic, a = 7.9777 (6) Å b = 12.2268 (11) Å c = 16.9904 (12) Å β = 102.899 (6)° V = 1615.5 (2) Å3 Z = 4 Mo Kα radiation μ = 1.26 mm−1 T = 298 K 0.45 × 0.43 × 0.31 mm

Data collection

Stoe IPDS II diffractometer Absorption correction: numerical (X-SHAPE; Stoe & Cie, 2005 ▶) T min = 0.577, T max = 0.681 13058 measured reflections 4323 independent reflections 3739 reflections with I > 2σ(I) R int = 0.024

Refinement

R[F 2 > 2σ(F 2)] = 0.037 wR(F 2) = 0.093 S = 1.06 4323 reflections 208 parameters H-atom parameters constrained Δρmax = 0.52 e Å−3 Δρmin = −0.44 e Å−3 Data collection: X-AREA (Stoe & Cie, 2005 ▶); cell refinement: X-AREA; data reduction: X-RED (Stoe & Cie, 2005 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 (Farrugia, 1997 ▶); software used to prepare material for publication: SHELXL97. Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809041439/hb5133sup1.cif Structure factors: contains datablocks I. DOI: 10.1107/S1600536809041439/hb5133Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report
[FeCl2(C18H12N2)]F(000) = 776
Mr = 383.05Dx = 1.575 Mg m−3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 1323 reflections
a = 7.9777 (6) Åθ = 2.1–29.3°
b = 12.2268 (11) ŵ = 1.26 mm−1
c = 16.9904 (12) ÅT = 298 K
β = 102.899 (6)°Block, red
V = 1615.5 (2) Å30.45 × 0.43 × 0.31 mm
Z = 4
Stoe IPDS II diffractometer4323 independent reflections
Radiation source: fine-focus sealed tube3739 reflections with I > 2σ(I)
graphiteRint = 0.024
Detector resolution: 0.15 mm pixels mm-1θmax = 29.3°, θmin = 2.1°
rotation method scansh = −10→10
Absorption correction: numerical (X-SHAPE; Stoe & Cie, 2005)k = −16→16
Tmin = 0.577, Tmax = 0.681l = −23→21
13058 measured reflections
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.037Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.093H-atom parameters constrained
S = 1.06w = 1/[σ2(Fo2) + (0.0407P)2 + 0.7232P] where P = (Fo2 + 2Fc2)/3
4323 reflections(Δ/σ)max = 0.007
208 parametersΔρmax = 0.52 e Å−3
0 restraintsΔρmin = −0.44 e Å−3
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.
xyzUiso*/Ueq
C10.2274 (2)0.95885 (14)0.02892 (11)0.0367 (3)
C20.3108 (3)1.01753 (16)0.09821 (13)0.0462 (4)
H20.30970.99090.14940.055*
C30.3929 (3)1.11314 (18)0.09004 (15)0.0546 (5)
H30.44771.15150.13590.066*
C40.3959 (3)1.15461 (17)0.01308 (17)0.0571 (6)
H40.45361.21960.00860.069*
C50.3157 (3)1.10094 (17)−0.05409 (15)0.0520 (5)
H50.31741.1297−0.10460.062*
C60.2289 (2)1.00112 (15)−0.04852 (12)0.0417 (4)
C70.1447 (3)0.94060 (17)−0.11614 (12)0.0475 (4)
H70.14470.9656−0.16780.057*
C80.0630 (3)0.84538 (16)−0.10617 (11)0.0438 (4)
H80.00690.8052−0.15080.053*
C90.0647 (2)0.80865 (14)−0.02736 (10)0.0352 (3)
C10−0.0289 (2)0.70846 (13)−0.01190 (10)0.0352 (3)
C11−0.1412 (3)0.65279 (15)−0.07475 (11)0.0426 (4)
H11−0.15390.6755−0.12800.051*
C12−0.2310 (2)0.56528 (16)−0.05670 (12)0.0459 (4)
H12−0.30600.5280−0.09770.055*
C13−0.2108 (2)0.53109 (15)0.02390 (12)0.0423 (4)
C14−0.2993 (3)0.44022 (17)0.04699 (16)0.0550 (5)
H14−0.37640.40110.00800.066*
C15−0.2720 (3)0.4098 (2)0.12585 (17)0.0637 (6)
H15−0.33160.35060.14040.076*
C16−0.1546 (4)0.4673 (2)0.18538 (16)0.0652 (6)
H16−0.13620.44500.23900.078*
C17−0.0666 (3)0.55570 (18)0.16561 (13)0.0544 (5)
H170.01050.59330.20560.065*
C18−0.0937 (2)0.58938 (15)0.08446 (11)0.0398 (4)
N10.14684 (19)0.86245 (11)0.03785 (8)0.0349 (3)
N2−0.00420 (19)0.67763 (12)0.06478 (8)0.0361 (3)
Fe10.17508 (4)0.77276 (2)0.145770 (14)0.04109 (9)
Cl10.43989 (8)0.70190 (6)0.17323 (4)0.06732 (17)
Cl20.05960 (9)0.84372 (5)0.24216 (3)0.06434 (17)
U11U22U33U12U13U23
C10.0346 (8)0.0354 (8)0.0411 (9)0.0060 (7)0.0107 (7)0.0011 (6)
C20.0462 (10)0.0451 (10)0.0478 (10)−0.0023 (8)0.0114 (8)−0.0066 (8)
C30.0477 (11)0.0463 (10)0.0710 (14)−0.0045 (9)0.0156 (10)−0.0112 (10)
C40.0507 (12)0.0392 (10)0.0878 (17)−0.0023 (9)0.0289 (12)0.0013 (10)
C50.0519 (11)0.0429 (10)0.0679 (13)0.0073 (9)0.0278 (10)0.0135 (9)
C60.0409 (9)0.0401 (9)0.0479 (10)0.0089 (7)0.0177 (8)0.0062 (7)
C70.0558 (11)0.0511 (11)0.0372 (9)0.0099 (9)0.0142 (8)0.0113 (8)
C80.0535 (11)0.0459 (9)0.0307 (8)0.0044 (8)0.0066 (7)0.0020 (7)
C90.0385 (8)0.0362 (8)0.0302 (7)0.0073 (7)0.0062 (6)0.0016 (6)
C100.0360 (8)0.0359 (8)0.0319 (7)0.0055 (6)0.0041 (6)−0.0021 (6)
C110.0446 (10)0.0443 (9)0.0341 (8)0.0052 (8)−0.0018 (7)−0.0032 (7)
C120.0391 (9)0.0438 (9)0.0492 (10)0.0022 (8)−0.0017 (8)−0.0082 (8)
C130.0357 (9)0.0388 (9)0.0537 (11)0.0023 (7)0.0127 (8)−0.0036 (8)
C140.0449 (11)0.0452 (10)0.0780 (15)−0.0050 (9)0.0205 (10)−0.0055 (10)
C150.0647 (14)0.0508 (12)0.0867 (18)−0.0081 (11)0.0409 (13)0.0016 (11)
C160.0862 (18)0.0610 (13)0.0585 (13)−0.0056 (13)0.0374 (13)0.0073 (11)
C170.0693 (14)0.0544 (12)0.0433 (10)−0.0083 (10)0.0204 (10)0.0008 (9)
C180.0411 (9)0.0383 (8)0.0422 (9)0.0008 (7)0.0138 (7)−0.0006 (7)
N10.0383 (7)0.0352 (7)0.0310 (6)0.0033 (6)0.0074 (5)0.0004 (5)
N20.0398 (7)0.0372 (7)0.0308 (6)0.0008 (6)0.0070 (5)−0.0009 (5)
Fe10.04860 (17)0.04469 (15)0.02751 (13)−0.00218 (11)0.00321 (10)0.00021 (10)
Cl10.0545 (3)0.0818 (4)0.0594 (3)0.0111 (3)−0.0006 (2)0.0081 (3)
Cl20.0820 (4)0.0767 (4)0.0333 (2)0.0170 (3)0.0107 (2)−0.0042 (2)
C1—N11.367 (2)C11—C121.360 (3)
C1—C21.412 (3)C11—H110.9300
C1—C61.416 (3)C12—C131.406 (3)
C2—C31.362 (3)C12—H120.9300
C2—H20.9300C13—C181.418 (3)
C3—C41.407 (4)C13—C141.418 (3)
C3—H30.9300C14—C151.360 (4)
C4—C51.348 (3)C14—H140.9300
C4—H40.9300C15—C161.404 (4)
C5—C61.417 (3)C15—H150.9300
C5—H50.9300C16—C171.371 (3)
C6—C71.405 (3)C16—H160.9300
C7—C81.363 (3)C17—C181.409 (3)
C7—H70.9300C17—H170.9300
C8—C91.409 (2)C18—N21.376 (2)
C8—H80.9300Fe1—N12.1051 (14)
C9—N11.329 (2)Fe1—N22.1008 (15)
C9—C101.488 (2)Fe1—Cl22.2265 (6)
C10—N21.328 (2)Fe1—Cl12.2341 (7)
C10—C111.407 (2)
N1—C1—C2119.43 (16)C11—C12—C13120.10 (17)
N1—C1—C6121.30 (16)C11—C12—H12119.9
C2—C1—C6119.27 (17)C13—C12—H12119.9
C3—C2—C1119.9 (2)C12—C13—C18118.12 (17)
C3—C2—H2120.0C12—C13—C14123.11 (19)
C1—C2—H2120.0C18—C13—C14118.76 (19)
C2—C3—C4120.8 (2)C15—C14—C13120.4 (2)
C2—C3—H3119.6C15—C14—H14119.8
C4—C3—H3119.6C13—C14—H14119.8
C5—C4—C3120.5 (2)C14—C15—C16120.5 (2)
C5—C4—H4119.7C14—C15—H15119.8
C3—C4—H4119.7C16—C15—H15119.8
C4—C5—C6120.6 (2)C17—C16—C15120.9 (2)
C4—C5—H5119.7C17—C16—H16119.5
C6—C5—H5119.7C15—C16—H16119.5
C7—C6—C1117.76 (17)C16—C17—C18119.7 (2)
C7—C6—C5123.42 (19)C16—C17—H17120.2
C1—C6—C5118.83 (19)C18—C17—H17120.2
C8—C7—C6120.19 (17)N2—C18—C17119.52 (17)
C8—C7—H7119.9N2—C18—C13120.76 (16)
C6—C7—H7119.9C17—C18—C13119.71 (18)
C7—C8—C9119.12 (18)C9—N1—C1119.39 (15)
C7—C8—H8120.4C9—N1—Fe1113.92 (11)
C9—C8—H8120.4C1—N1—Fe1125.75 (11)
N1—C9—C8122.20 (17)C10—N2—C18119.32 (15)
N1—C9—C10115.71 (14)C10—N2—Fe1114.56 (12)
C8—C9—C10122.08 (16)C18—N2—Fe1126.12 (12)
N2—C10—C11122.49 (17)N2—Fe1—N178.06 (6)
N2—C10—C9115.87 (14)N2—Fe1—Cl2111.38 (5)
C11—C10—C9121.60 (15)N1—Fe1—Cl2117.15 (4)
C12—C11—C10119.19 (17)N2—Fe1—Cl1113.32 (5)
C12—C11—H11120.4N1—Fe1—Cl1107.24 (5)
C10—C11—H11120.4Cl2—Fe1—Cl1121.65 (3)
N1—C1—C2—C3179.35 (18)C12—C13—C18—N20.7 (3)
C6—C1—C2—C3−0.6 (3)C14—C13—C18—N2179.59 (17)
C1—C2—C3—C40.0 (3)C12—C13—C18—C17−178.33 (19)
C2—C3—C4—C50.7 (3)C14—C13—C18—C170.5 (3)
C3—C4—C5—C6−0.8 (3)C8—C9—N1—C12.5 (3)
N1—C1—C6—C70.0 (3)C10—C9—N1—C1−176.11 (14)
C2—C1—C6—C7179.98 (17)C8—C9—N1—Fe1−167.08 (14)
N1—C1—C6—C5−179.45 (16)C10—C9—N1—Fe114.32 (19)
C2—C1—C6—C50.5 (3)C2—C1—N1—C9178.34 (17)
C4—C5—C6—C7−179.2 (2)C6—C1—N1—C9−1.7 (2)
C4—C5—C6—C10.2 (3)C2—C1—N1—Fe1−13.4 (2)
C1—C6—C7—C80.9 (3)C6—C1—N1—Fe1166.54 (13)
C5—C6—C7—C8−179.67 (19)C11—C10—N2—C18−1.3 (3)
C6—C7—C8—C9−0.2 (3)C9—C10—N2—C18176.38 (15)
C7—C8—C9—N1−1.6 (3)C11—C10—N2—Fe1178.50 (13)
C7—C8—C9—C10176.93 (17)C9—C10—N2—Fe1−3.78 (19)
N1—C9—C10—N2−7.2 (2)C17—C18—N2—C10179.36 (18)
C8—C9—C10—N2174.23 (17)C13—C18—N2—C100.3 (3)
N1—C9—C10—C11170.57 (16)C17—C18—N2—Fe1−0.4 (3)
C8—C9—C10—C11−8.0 (3)C13—C18—N2—Fe1−179.52 (13)
N2—C10—C11—C121.3 (3)C10—N2—Fe1—N18.54 (12)
C9—C10—C11—C12−176.28 (17)C18—N2—Fe1—N1−171.64 (15)
C10—C11—C12—C13−0.2 (3)C10—N2—Fe1—Cl2123.25 (12)
C11—C12—C13—C18−0.8 (3)C18—N2—Fe1—Cl2−56.93 (15)
C11—C12—C13—C14−179.55 (19)C10—N2—Fe1—Cl1−95.27 (12)
C12—C13—C14—C15178.8 (2)C18—N2—Fe1—Cl184.55 (14)
C18—C13—C14—C150.0 (3)C9—N1—Fe1—N2−12.47 (12)
C13—C14—C15—C16−0.7 (4)C1—N1—Fe1—N2178.74 (14)
C14—C15—C16—C170.8 (4)C9—N1—Fe1—Cl2−120.54 (11)
C15—C16—C17—C18−0.3 (4)C1—N1—Fe1—Cl270.66 (14)
C16—C17—C18—N2−179.5 (2)C9—N1—Fe1—Cl198.51 (12)
C16—C17—C18—C13−0.4 (3)C1—N1—Fe1—Cl1−70.28 (14)
Fe1—N12.1051 (14)
Fe1—N22.1008 (15)
Fe1—Cl22.2265 (6)
Fe1—Cl12.2341 (7)
N2—Fe1—N178.06 (6)
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