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The title compound, [Fe(NO3)2(C6H8N2)2], is a mononuclear centrosymmetric iron(II) complex. The FeII ion is coordinated by four N atoms from two 2-amino­methyl­pyridine ligands and two O atoms from two nitrate anions. The six atoms around the metal constitute a slightly distorted octahedral geometry. In the crystal structure, the mol­ecules are held together by intermolecular N—H...O hydrogen bonds, forming a three-dimensional network.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804024183/ci6455sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536804024183/ci6455Isup2.hkl
Contains datablock I

CCDC reference: 255395

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.010 Å
  • R factor = 0.077
  • wR factor = 0.179
  • Data-to-parameter ratio = 13.9

checkCIF/PLATON results

No syntax errors found



Alert level C PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Fe1 - N1 .. 8.63 su PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Fe1 - N2 .. 9.88 su PLAT241_ALERT_2_C Check High U(eq) as Compared to Neighbors for O1 PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors for Fe1 PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors for N3 PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 10 PLAT480_ALERT_4_C Long H...A H-Bond Reported H2B .. O2 .. 2.65 Ang.
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 7 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 0 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 1 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: SMART (Bruker, 1998); cell refinement: SMART; data reduction: SAINT (Bruker, 1998); program(s) used to solve structure: SHELXTL (Sheldrick, 1997); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Bis(2-aminomethylpyridine-κ2N,N')dinitratoiron(II) top
Crystal data top
[Fe(NO3)2(C6H8N2)2]F(000) = 408
Mr = 396.16Dx = 1.699 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 462 reflections
a = 8.781 (2) Åθ = 2.4–20.7°
b = 8.845 (2) ŵ = 1.02 mm1
c = 10.171 (2) ÅT = 293 K
β = 101.34 (3)°Block, brown
V = 774.5 (3) Å30.22 × 0.18 × 0.12 mm
Z = 2
Data collection top
Bruker SMART CCD area-detector
diffractometer
1596 independent reflections
Radiation source: fine-focus sealed tube900 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.098
ω scansθmax = 26.5°, θmin = 2.4°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 115
Tmin = 0.807, Tmax = 0.887k = 1111
3482 measured reflectionsl = 1212
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.077Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.179H-atom parameters constrained
S = 0.95 w = 1/[σ2(Fo2) + (0.0752P)2]
where P = (Fo2 + 2Fc2)/3
1596 reflections(Δ/σ)max < 0.001
115 parametersΔρmax = 0.87 e Å3
0 restraintsΔρmin = 0.59 e Å3
Special details top

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Fe11.00000.00001.00000.0273 (4)
O11.0647 (6)0.2371 (5)0.9370 (4)0.0584 (15)
O21.2000 (7)0.4427 (6)0.9643 (5)0.0830 (19)
O31.1535 (6)0.3236 (5)1.1364 (4)0.0612 (15)
N10.7619 (6)0.0548 (6)0.9299 (5)0.0417 (14)
N20.9403 (6)0.0738 (6)1.1769 (5)0.0450 (14)
H2A0.91390.00581.22280.054*
H2B1.02210.12011.22830.054*
N31.1413 (7)0.3346 (6)1.0144 (5)0.0438 (14)
C10.7029 (8)0.1426 (7)1.0150 (6)0.0413 (16)
C20.5534 (8)0.1961 (8)0.9837 (7)0.0512 (19)
H20.51670.25911.04380.061*
C30.4583 (8)0.1584 (7)0.8661 (7)0.0520 (19)
H30.35720.19520.84540.062*
C40.5146 (8)0.0636 (8)0.7771 (7)0.0474 (17)
H40.45170.03300.69700.057*
C50.6679 (9)0.0167 (7)0.8124 (7)0.0499 (18)
H50.70800.04380.75260.060*
C60.8075 (8)0.1806 (7)1.1455 (6)0.0480 (18)
H6A0.84670.28271.14120.058*
H6B0.74860.17731.21670.058*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Fe10.0257 (7)0.0396 (7)0.0178 (6)0.0092 (6)0.0075 (4)0.0027 (6)
O10.089 (4)0.047 (3)0.036 (3)0.013 (3)0.004 (3)0.007 (2)
O20.117 (5)0.064 (3)0.073 (4)0.031 (4)0.031 (4)0.012 (3)
O30.083 (4)0.069 (3)0.032 (3)0.010 (3)0.011 (3)0.002 (2)
N10.050 (4)0.045 (3)0.032 (3)0.006 (3)0.012 (3)0.000 (2)
N20.047 (4)0.039 (3)0.048 (3)0.000 (3)0.007 (3)0.002 (3)
N30.049 (4)0.044 (3)0.040 (3)0.006 (3)0.011 (3)0.002 (3)
C10.053 (5)0.032 (3)0.040 (4)0.002 (3)0.012 (3)0.005 (3)
C20.048 (5)0.056 (4)0.051 (4)0.009 (4)0.012 (4)0.013 (3)
C30.050 (5)0.051 (4)0.055 (4)0.006 (4)0.011 (4)0.009 (4)
C40.046 (5)0.053 (4)0.042 (4)0.005 (4)0.006 (4)0.006 (3)
C50.058 (5)0.050 (4)0.041 (4)0.002 (4)0.007 (3)0.004 (3)
C60.047 (5)0.051 (4)0.046 (4)0.000 (4)0.010 (4)0.005 (3)
Geometric parameters (Å, º) top
Fe1—N2i2.076 (5)N2—H2B0.90
Fe1—N22.076 (5)C1—C21.372 (9)
Fe1—N1i2.128 (6)C1—C61.497 (9)
Fe1—N12.128 (6)C2—C31.359 (9)
Fe1—O12.297 (4)C2—H20.93
Fe1—O1i2.297 (4)C3—C41.394 (9)
O1—N31.268 (6)C3—H30.93
O2—N31.243 (7)C4—C51.387 (9)
O3—N31.228 (6)C4—H40.93
N1—C11.340 (7)C5—H50.93
N1—C51.355 (8)C6—H6A0.97
N2—C61.486 (8)C6—H6B0.97
N2—H2A0.90
N2i—Fe1—N2180.00 (2)O3—N3—O2121.0 (6)
N2i—Fe1—N1i79.6 (2)O3—N3—O1120.3 (6)
N2—Fe1—N1i100.4 (2)O2—N3—O1118.7 (5)
N2i—Fe1—N1100.4 (2)N1—C1—C2121.6 (6)
N2—Fe1—N179.6 (2)N1—C1—C6117.1 (6)
N1i—Fe1—N1180.00 (2)C2—C1—C6121.4 (6)
N2i—Fe1—O185.80 (18)C3—C2—C1120.9 (6)
N2—Fe1—O194.20 (18)C3—C2—H2119.6
N1i—Fe1—O191.19 (19)C1—C2—H2119.6
N1—Fe1—O188.81 (19)C2—C3—C4119.0 (7)
N2i—Fe1—O1i94.20 (18)C2—C3—H3120.5
N2—Fe1—O1i85.80 (18)C4—C3—H3120.5
N1i—Fe1—O1i88.81 (19)C5—C4—C3117.5 (6)
N1—Fe1—O1i91.19 (19)C5—C4—H4121.2
O1—Fe1—O1i180.0C3—C4—H4121.2
N3—O1—Fe1125.3 (4)N1—C5—C4123.1 (7)
C1—N1—C5117.9 (6)N1—C5—H5118.5
C1—N1—Fe1113.2 (4)C4—C5—H5118.5
C5—N1—Fe1128.8 (5)N2—C6—C1111.5 (5)
C6—N2—Fe1109.6 (4)N2—C6—H6A109.3
C6—N2—H2A109.8C1—C6—H6A109.3
Fe1—N2—H2A109.8N2—C6—H6B109.3
C6—N2—H2B109.8C1—C6—H6B109.3
Fe1—N2—H2B109.8H6A—C6—H6B108.0
H2A—N2—H2B108.2
N2i—Fe1—O1—N3137.6 (5)Fe1—O1—N3—O318.6 (9)
N2—Fe1—O1—N342.4 (5)Fe1—O1—N3—O2163.1 (5)
N1i—Fe1—O1—N358.1 (5)C5—N1—C1—C21.7 (9)
N1—Fe1—O1—N3121.9 (5)Fe1—N1—C1—C2176.5 (5)
N2i—Fe1—N1—C1163.4 (4)C5—N1—C1—C6178.7 (6)
N2—Fe1—N1—C116.6 (4)Fe1—N1—C1—C63.1 (7)
O1—Fe1—N1—C177.9 (4)N1—C1—C2—C31.8 (10)
O1i—Fe1—N1—C1102.1 (4)C6—C1—C2—C3178.6 (6)
N2i—Fe1—N1—C514.5 (6)C1—C2—C3—C40.1 (11)
N2—Fe1—N1—C5165.5 (6)C2—C3—C4—C52.0 (10)
O1—Fe1—N1—C5100.0 (5)C1—N1—C5—C40.3 (9)
O1i—Fe1—N1—C580.0 (5)Fe1—N1—C5—C4178.1 (5)
N1i—Fe1—N2—C6154.2 (4)C3—C4—C5—N12.1 (10)
N1—Fe1—N2—C625.8 (4)Fe1—N2—C6—C131.6 (6)
O1—Fe1—N2—C662.2 (4)N1—C1—C6—N219.1 (8)
O1i—Fe1—N2—C6117.8 (4)C2—C1—C6—N2161.3 (6)
Symmetry code: (i) x+2, y, z+2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N2—H2B···O2ii0.902.653.338 (8)134
N2—H2B···O1ii0.902.433.139 (7)135
N2—H2B···O30.902.422.976 (7)120
N2—H2A···O3iii0.902.243.130 (7)171
Symmetry codes: (ii) x, y+1/2, z+1/2; (iii) x+2, y1/2, z+5/2.
 

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