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In the title compound, [Fe(C
12H
6N
2O
4)(H
2O)
4]·2H
2O, the Fe
II ion (site symmetry 2) is bonded to one
N,
N′-bidentate 2,2′-bipyridine-5,5′-dicarboxylate ligand and four water molecules, resulting in a distorted
cis-FeN
2O
4 coordination geometry. A network of π–π interactions and O—H
O hydrogen bonds gives rise to a robust supramolecular network in the crystal structure.
Supporting information
CCDC reference: 633859
Key indicators
- Single-crystal X-ray study
- T = 173 K
- Mean (C-C) = 0.003 Å
- R factor = 0.039
- wR factor = 0.085
- Data-to-parameter ratio = 13.2
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT417_ALERT_2_C Short Inter D-H..H-D H1B .. H3B .. 2.14 Ang.
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
1 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
1 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
0 ALERT type 5 Informative message, check
Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SHELXTL (Siemens, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: SHELXL97.
Tetraaqua(2,2'-bipyridine-5,5'-dicarboxylato)iron(II) dihydrate
top
Crystal data top
[Fe(C12H6N2O4)(H2O)4]·2H2O | F(000) = 840 |
Mr = 406.13 | Dx = 1.730 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 3035 reflections |
a = 12.7597 (11) Å | θ = 2.7–28.3° |
b = 9.2615 (8) Å | µ = 1.03 mm−1 |
c = 13.2195 (11) Å | T = 173 K |
β = 93.620 (2)° | Prism, red |
V = 1559.1 (2) Å3 | 0.30 × 0.15 × 0.12 mm |
Z = 4 | |
Data collection top
Siemens SMART CCD diffractometer | 1827 independent reflections |
Radiation source: fine-focus sealed tube | 1666 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.025 |
ω scans | θmax = 28.3°, θmin = 2.7° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −16→16 |
Tmin = 0.777, Tmax = 0.884 | k = −12→8 |
4812 measured reflections | l = −15→17 |
Refinement top
Refinement on F2 | Primary atom site location: heavy-atom method |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.039 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.085 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.19 | w = 1/[σ2(Fo2) + (0.0294P)2 + 2.755P] where P = (Fo2 + 2Fc2)/3 |
1827 reflections | (Δ/σ)max < 0.001 |
138 parameters | Δρmax = 0.52 e Å−3 |
0 restraints | Δρmin = −0.79 e Å−3 |
Special details top
Experimental. IR (KBr pellet, cm-1): 3390, 2940, 1600, 1500, 1360, 1230, 770. |
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 | x | y | z | Uiso*/Ueq | |
Fe1 | 0.0000 | 0.69530 (5) | 0.2500 | 0.01321 (13) | |
O1 | 0.25315 (12) | 1.08141 (18) | 0.61965 (12) | 0.0221 (4) | |
O2 | 0.20853 (13) | 0.84945 (18) | 0.62409 (12) | 0.0232 (4) | |
O1W | −0.04583 (15) | 0.5442 (2) | 0.14090 (15) | 0.0279 (4) | |
H1A | −0.100 (3) | 0.504 (4) | 0.138 (2) | 0.041 (10)* | |
H1B | −0.006 (3) | 0.494 (4) | 0.123 (2) | 0.035 (10)* | |
O2W | −0.16387 (12) | 0.6825 (2) | 0.29257 (13) | 0.0190 (3) | |
H2A | −0.205 (3) | 0.670 (3) | 0.241 (3) | 0.039 (9)* | |
H2B | −0.184 (3) | 0.748 (4) | 0.320 (3) | 0.047 (11)* | |
O3W | 0.13099 (15) | 0.4237 (2) | 0.09342 (17) | 0.0366 (5) | |
H3A | 0.153 (3) | 0.340 (5) | 0.120 (3) | 0.076 (14)* | |
H3B | 0.162 (3) | 0.480 (5) | 0.132 (3) | 0.066 (13)* | |
N1 | 0.04329 (13) | 0.8811 (2) | 0.34370 (13) | 0.0148 (4) | |
C1 | 0.09674 (16) | 0.8717 (2) | 0.43480 (15) | 0.0157 (4) | |
H1 | 0.1059 | 0.7793 | 0.4653 | 0.019* | |
C2 | 0.13880 (15) | 0.9911 (2) | 0.48570 (15) | 0.0146 (4) | |
C3 | 0.12427 (17) | 1.1260 (2) | 0.44117 (16) | 0.0170 (4) | |
H3 | 0.1522 | 1.2100 | 0.4741 | 0.020* | |
C4 | 0.06813 (17) | 1.1367 (2) | 0.34745 (16) | 0.0175 (4) | |
H4 | 0.0568 | 1.2282 | 0.3162 | 0.021* | |
C5 | 0.02926 (15) | 1.0129 (2) | 0.30055 (15) | 0.0142 (4) | |
C6 | 0.20443 (16) | 0.9727 (2) | 0.58463 (16) | 0.0159 (4) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Fe1 | 0.0120 (2) | 0.0127 (2) | 0.0145 (2) | 0.000 | −0.00342 (15) | 0.000 |
O1 | 0.0206 (8) | 0.0206 (9) | 0.0239 (8) | 0.0024 (7) | −0.0091 (7) | −0.0049 (7) |
O2 | 0.0246 (9) | 0.0231 (9) | 0.0208 (8) | −0.0007 (7) | −0.0074 (7) | 0.0033 (7) |
O1W | 0.0166 (9) | 0.0252 (10) | 0.0408 (11) | 0.0020 (8) | −0.0056 (8) | −0.0159 (8) |
O2W | 0.0150 (8) | 0.0226 (9) | 0.0190 (8) | 0.0023 (7) | −0.0023 (6) | −0.0035 (7) |
O3W | 0.0264 (10) | 0.0310 (12) | 0.0518 (13) | 0.0051 (9) | −0.0024 (9) | −0.0174 (10) |
N1 | 0.0132 (8) | 0.0170 (9) | 0.0137 (8) | 0.0009 (7) | −0.0024 (7) | 0.0015 (7) |
C1 | 0.0134 (9) | 0.0181 (11) | 0.0153 (10) | 0.0033 (8) | −0.0015 (8) | 0.0025 (8) |
C2 | 0.0096 (9) | 0.0204 (11) | 0.0135 (9) | 0.0006 (8) | −0.0004 (7) | −0.0013 (8) |
C3 | 0.0153 (10) | 0.0181 (11) | 0.0172 (10) | −0.0018 (8) | −0.0018 (8) | −0.0024 (8) |
C4 | 0.0177 (10) | 0.0165 (11) | 0.0179 (10) | −0.0005 (9) | −0.0026 (8) | 0.0009 (8) |
C5 | 0.0106 (9) | 0.0181 (11) | 0.0136 (10) | 0.0009 (8) | −0.0007 (8) | −0.0006 (8) |
C6 | 0.0122 (9) | 0.0206 (11) | 0.0146 (10) | 0.0037 (8) | −0.0014 (8) | −0.0026 (8) |
Geometric parameters (Å, º) top
Fe1—N1 | 2.1709 (19) | O3W—H3B | 0.82 (4) |
Fe1—N1i | 2.1709 (18) | N1—C1 | 1.349 (3) |
Fe1—O1W | 2.0671 (18) | N1—C5 | 1.355 (3) |
Fe1—O1Wi | 2.0671 (18) | C1—C2 | 1.385 (3) |
Fe1—O2W | 2.2026 (16) | C1—H1 | 0.9500 |
Fe1—O2Wi | 2.2026 (16) | C2—C3 | 1.389 (3) |
C6—O1 | 1.256 (3) | C2—C6 | 1.517 (3) |
C6—O2 | 1.255 (3) | C3—C4 | 1.395 (3) |
O1W—H1A | 0.79 (3) | C3—H3 | 0.9500 |
O1W—H1B | 0.74 (3) | C4—C5 | 1.381 (3) |
O2W—H2A | 0.84 (3) | C4—H4 | 0.9500 |
O2W—H2B | 0.76 (4) | C5—C5i | 1.489 (4) |
O3W—H3A | 0.88 (5) | | |
| | | |
O1W—Fe1—N1 | 170.08 (8) | C1—N1—C5 | 118.68 (18) |
O1W—Fe1—O2W | 84.87 (8) | C1—N1—Fe1 | 123.68 (15) |
N1—Fe1—O2W | 96.22 (7) | C5—N1—Fe1 | 116.86 (13) |
O1W—Fe1—O1Wi | 94.81 (12) | N1—C1—C2 | 122.8 (2) |
O1Wi—Fe1—N1 | 95.03 (7) | N1—C1—H1 | 118.6 |
O1W—Fe1—N1i | 95.03 (7) | C2—C1—H1 | 118.6 |
O1Wi—Fe1—N1i | 170.08 (8) | C1—C2—C3 | 118.37 (19) |
N1—Fe1—N1i | 75.17 (9) | C1—C2—C6 | 120.35 (19) |
O1W—Fe1—O2Wi | 90.95 (7) | C3—C2—C6 | 121.18 (19) |
O1Wi—Fe1—O2Wi | 84.87 (8) | C2—C3—C4 | 119.2 (2) |
N1—Fe1—O2Wi | 88.68 (6) | C2—C3—H3 | 120.4 |
N1i—Fe1—O2Wi | 96.22 (7) | C4—C3—H3 | 120.4 |
O1Wi—Fe1—O2W | 90.95 (7) | C5—C4—C3 | 119.3 (2) |
N1i—Fe1—O2W | 88.68 (6) | C5—C4—H4 | 120.3 |
O2Wi—Fe1—O2W | 173.83 (10) | C3—C4—H4 | 120.3 |
Fe1—O1W—H1A | 125 (2) | N1—C5—C4 | 121.67 (18) |
Fe1—O1W—H1B | 119 (2) | N1—C5—C5i | 115.05 (11) |
H1A—O1W—H1B | 108 (4) | C4—C5—C5i | 123.27 (13) |
Fe1—O2W—H2A | 110 (2) | O1—C6—O2 | 124.69 (19) |
Fe1—O2W—H2B | 115 (3) | O1—C6—C2 | 117.5 (2) |
H2A—O2W—H2B | 107 (3) | O2—C6—C2 | 117.80 (19) |
H3A—O3W—H3B | 100 (4) | | |
| | | |
O1Wi—Fe1—N1—C1 | 8.45 (17) | C6—C2—C3—C4 | 176.51 (19) |
N1i—Fe1—N1—C1 | −173.1 (2) | C2—C3—C4—C5 | −0.7 (3) |
O2Wi—Fe1—N1—C1 | −76.28 (17) | C1—N1—C5—C4 | 0.0 (3) |
O2W—Fe1—N1—C1 | 99.96 (17) | Fe1—N1—C5—C4 | −170.29 (16) |
O1Wi—Fe1—N1—C5 | 178.18 (16) | C1—N1—C5—C5i | 179.2 (2) |
N1i—Fe1—N1—C5 | −3.34 (11) | Fe1—N1—C5—C5i | 8.9 (3) |
O2Wi—Fe1—N1—C5 | 93.45 (15) | C3—C4—C5—N1 | 0.7 (3) |
O2W—Fe1—N1—C5 | −90.31 (15) | C3—C4—C5—C5i | −178.5 (2) |
C5—N1—C1—C2 | −0.6 (3) | C1—C2—C6—O2 | −8.3 (3) |
Fe1—N1—C1—C2 | 168.92 (16) | C3—C2—C6—O2 | 175.3 (2) |
N1—C1—C2—C3 | 0.6 (3) | C1—C2—C6—O1 | 169.8 (2) |
N1—C1—C2—C6 | −175.87 (19) | C3—C2—C6—O1 | −6.6 (3) |
C1—C2—C3—C4 | 0.1 (3) | | |
Symmetry code: (i) −x, y, −z+1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1A···O1ii | 0.79 (3) | 2.03 (4) | 2.815 (3) | 173 (3) |
O1W—H1B···O3W | 0.74 (3) | 1.93 (4) | 2.629 (3) | 158 (3) |
O2W—H2A···O2ii | 0.84 (3) | 1.85 (4) | 2.691 (2) | 177 (3) |
O2W—H2B···O1iii | 0.76 (4) | 2.00 (4) | 2.755 (3) | 172 (4) |
O3W—H3A···O2iv | 0.88 (5) | 1.89 (5) | 2.737 (3) | 159 (4) |
O3W—H3B···O2Wi | 0.82 (4) | 2.12 (4) | 2.848 (3) | 148 (4) |
C1—H1···O3Wv | 0.95 | 2.54 | 3.458 (3) | 163 |
Symmetry codes: (i) −x, y, −z+1/2; (ii) x−1/2, −y+3/2, z−1/2; (iii) −x, −y+2, −z+1; (iv) x, −y+1, z−1/2; (v) x, −y+1, z+1/2. |
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