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Pyridine-3-carboxylic acid (nicH) reacts with iron(II) chloride tetra­hydrate in a methanol–water mixture to form the title compound, [Fe(C6H4NO2)2(H2O)4]. The FeII atom is in a slightly distorted octa­hedral coordination. The crystal structure is stabilized by O—H...O hydrogen bonds involving all the water H atoms and the carboxyl­ate groups.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805025420/ww6414sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536805025420/ww6414Isup2.hkl
Contains datablock I

CCDC reference: 284006

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.007 Å
  • R factor = 0.052
  • wR factor = 0.139
  • Data-to-parameter ratio = 11.7

checkCIF/PLATON results

No syntax errors found



Alert level C PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low ....... 0.97 PLAT199_ALERT_1_C Check the Reported _cell_measurement_temperature 293 K PLAT200_ALERT_1_C Check the Reported _diffrn_ambient_temperature . 293 K PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 7 PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 2 PLAT731_ALERT_1_C Bond Calc 0.86(4), Rep 0.853(10) ...... 4.00 su-Rat O1W -H1WA 1.555 1.555 PLAT731_ALERT_1_C Bond Calc 0.85(3), Rep 0.846(10) ...... 3.00 su-Rat O1W -H1WB 1.555 1.555 PLAT732_ALERT_1_C Angle Calc 109(4), Rep 109.5(17) ...... 2.35 su-Rat H1WA -O1W -H1WB 1.555 1.555 1.555 PLAT735_ALERT_1_C D-H Calc 0.86(4), Rep 0.853(10) ...... 4.00 su-Rat O1W -H1# 1.555 1.555 PLAT735_ALERT_1_C D-H Calc 0.85(3), Rep 0.846(10) ...... 3.00 su-Rat O1W -H2# 1.555 1.555 PLAT736_ALERT_1_C H...A Calc 1.87(4), Rep 1.877(14) ...... 2.86 su-Rat H1# -O1 1.555 1.554 PLAT736_ALERT_1_C H...A Calc 1.87(3), Rep 1.870(11) ...... 2.73 su-Rat H2# -O2 1.555 7.556
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 12 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 9 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 2 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, 1999) and SHELXTL (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL; software used to prepare material for publication: SHELXL97.

Tetraaquabis(pyridine-3-carboxylato-κN)iron(II) top
Crystal data top
[Fe(C6H4NO2)2(H2O)4]F(000) = 384
Mr = 372.12Dx = 1.671 Mg m3
Monoclinic, C2/mMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yCell parameters from 680 reflections
a = 14.235 (4) Åθ = 3.3–27.5°
b = 6.901 (2) ŵ = 1.06 mm1
c = 8.538 (3) ÅT = 293 K
β = 118.12 (1)°Block, red
V = 739.7 (4) Å30.32 × 0.26 × 0.18 mm
Z = 2
Data collection top
Bruker SMART CCD area-detector
diffractometer
886 independent reflections
Radiation source: fine-focus sealed tube770 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.000
φ and ω scansθmax = 27.5°, θmin = 3.3°
Absorption correction: multi-scan
(SADABS; Blessing, 1995)
h = 1813
Tmin = 0.704, Tmax = 0.821k = 78
886 measured reflectionsl = 1011
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)] = 0.052Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.139H-atom parameters constrained
S = 1.03 w = 1/[σ2(Fo2) + (0.097P)2]
where P = (Fo2 + 2Fc2)/3
886 reflections(Δ/σ)max = 0.001
76 parametersΔρmax = 0.72 e Å3
3 restraintsΔρmin = 0.73 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
Fe10.00000.00000.00000.0229 (3)
O10.1342 (3)0.00000.7164 (5)0.0444 (9)
O20.3106 (3)0.00000.8836 (4)0.0391 (9)
O1W0.06107 (16)0.2199 (4)0.1033 (3)0.0329 (5)
H1WA0.096 (3)0.170 (6)0.152 (5)0.067 (15)*
H1WB0.098 (3)0.308 (4)0.032 (4)0.057 (13)*
N10.1509 (3)0.00000.2518 (4)0.0266 (8)
C10.1482 (3)0.00000.4064 (5)0.0262 (9)
H10.08220.00000.40410.031*
C20.2396 (3)0.00000.5705 (5)0.0255 (9)
C30.2273 (4)0.00000.7371 (5)0.0302 (10)
C40.3368 (3)0.00000.5732 (6)0.0336 (10)
H40.39940.00000.68060.040*
C50.3406 (3)0.00000.4144 (6)0.0362 (11)
H50.40560.00000.41320.043*
C60.2464 (3)0.00000.2584 (6)0.0287 (9)
H60.24940.00000.15190.034*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Fe10.0207 (5)0.0280 (5)0.0170 (4)0.0000.0065 (3)0.000
O10.0422 (19)0.066 (3)0.0307 (17)0.0000.0221 (15)0.000
O20.048 (2)0.0362 (18)0.0195 (15)0.0000.0042 (14)0.000
O1W0.0344 (12)0.0339 (13)0.0305 (12)0.0067 (10)0.0154 (10)0.0016 (10)
N10.0242 (17)0.0324 (19)0.0205 (16)0.0000.0085 (14)0.000
C10.0235 (19)0.030 (2)0.0233 (19)0.0000.0098 (16)0.000
C20.026 (2)0.024 (2)0.0230 (19)0.0000.0088 (16)0.000
C30.039 (2)0.024 (2)0.022 (2)0.0000.0103 (18)0.000
C40.022 (2)0.037 (3)0.031 (2)0.0000.0034 (18)0.000
C50.024 (2)0.051 (3)0.032 (2)0.0000.0128 (19)0.000
C60.026 (2)0.037 (2)0.026 (2)0.0000.0138 (17)0.000
Geometric parameters (Å, º) top
Fe1—O1Wi2.135 (2)N1—C11.338 (5)
Fe1—O1W2.135 (2)C1—C21.392 (5)
Fe1—O1Wii2.135 (2)C1—H10.9300
Fe1—O1Wiii2.135 (2)C2—C41.373 (6)
Fe1—N1iii2.210 (3)C2—C31.513 (6)
Fe1—N12.210 (3)C4—C51.382 (7)
O1—C31.250 (6)C4—H40.9300
O2—C31.254 (5)C5—C61.374 (6)
O1W—H1WA0.853 (10)C5—H50.9300
O1W—H1WB0.846 (10)C6—H60.9300
N1—C61.335 (5)
O1Wi—Fe1—O1W90.59 (14)C1—N1—Fe1119.6 (3)
O1Wi—Fe1—O1Wii180.00 (11)N1—C1—C2123.0 (4)
O1W—Fe1—O1Wii89.41 (14)N1—C1—H1118.5
O1Wi—Fe1—O1Wiii89.41 (14)C2—C1—H1118.5
O1W—Fe1—O1Wiii180.00 (14)C4—C2—C1118.2 (4)
O1Wii—Fe1—O1Wiii90.59 (14)C4—C2—C3123.2 (4)
O1Wi—Fe1—N1iii89.79 (9)C1—C2—C3118.6 (4)
O1W—Fe1—N1iii89.79 (9)O1—C3—O2125.6 (4)
O1Wii—Fe1—N1iii90.21 (9)O1—C3—C2116.8 (4)
O1Wiii—Fe1—N1iii90.21 (9)O2—C3—C2117.5 (4)
O1Wi—Fe1—N190.21 (9)C2—C4—C5119.3 (4)
O1W—Fe1—N190.21 (9)C2—C4—H4120.4
O1Wii—Fe1—N189.79 (9)C5—C4—H4120.4
O1Wiii—Fe1—N189.79 (9)C6—C5—C4118.7 (4)
N1iii—Fe1—N1180.0 (3)C6—C5—H5120.7
Fe1—O1W—H1WA111 (3)C4—C5—H5120.7
Fe1—O1W—H1WB117 (3)N1—C6—C5123.4 (4)
H1WA—O1W—H1WB109.5 (17)N1—C6—H6118.3
C6—N1—C1117.4 (4)C5—C6—H6118.3
C6—N1—Fe1123.0 (3)
Symmetry codes: (i) x, y, z; (ii) x, y, z; (iii) x, y, z.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1W—H1WA···O1iv0.85 (1)1.88 (1)2.696 (4)161 (4)
O1W—H1WB···O2v0.85 (1)1.87 (1)2.713 (3)174 (4)
Symmetry codes: (iv) x, y, z1; (v) x+1/2, y+1/2, z+1.
 

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