metal-organic compounds
Aquachloridobis[5-(2-pyridyl)-1H-tetrazolato-κN1]iron(III)
aOrdered Matter Science Research Center, College of Chemistry and Chemical Engineering, Southeast University, Nanjing 210096, People's Republic of China
*Correspondence e-mail: fudavid88@yahoo.com.cn
The title compound, [Fe(C6H4N5)2Cl(H2O)], was synthesized by hydrothermal reaction of FeCl3 with 2-(1H-tetrazol-5-yl)pyridine. The iron(III) metal centre exhibits a distorted octahedral coordination geometry provided by four N atoms from two bidentate organic ligands, one water O atom and one chloride anion. The pyridine and tetrazole rings are nearly coplanar [dihedral angles = 4.32 (15) and 5.04 (14)°]. In the intermolecular O—H⋯N hydrogen bonds link the complex molecules into a two-dimensional network parallel to (100).
Related literature
For physical properties such as permittivity, fluorescence, magnetism and optical properties of metal-organic coordination compounds, see: Fu et al. (2007); Huang et al. (1999); Liu et al. (1999); Xie et al. (2003); Zhang et al. (2000, 2001). For the structure of a related tetrazole compound, see: Fu et al. (2008).
Experimental
Crystal data
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Refinement
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Data collection: CrystalClear (Rigaku, 2005); cell CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL/PC (Sheldrick, 2008); software used to prepare material for publication: SHELXTL/PC.
Supporting information
10.1107/S160053680902443X/rz2339sup1.cif
contains datablocks I, global. DOI:Structure factors: contains datablock I. DOI: 10.1107/S160053680902443X/rz2339Isup2.hkl
A mixture of 2-(1H-tetrazol-5-yl)pyridine (0.2 mmol), FeCl3 (0.1 mmol), distilled water (1 ml) and a few drops of ethanol sealed in a glass tube was heated at 85 °C. Colourless block crystals suitable for X-ray analysis were obtained after 10 days.
All H atoms attached to C atoms were fixed geometrically and treated as riding with C-H = 0.93 Å with Uiso(H) = 1.2Ueq(C). Water H atoms were located in a difference Fourier map refined as riding, with Uiso(H) = 1.5Ueq(O).
Data collection: CrystalClear (Rigaku, 2005); cell
CrystalClear (Rigaku, 2005); data reduction: CrystalClear (Rigaku, 2005); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL/PC (Sheldrick, 2008); software used to prepare material for publication: SHELXTL/PC (Sheldrick, 2008).[Fe(C6H4N5)2Cl(H2O)] | F(000) = 812 |
Mr = 401.60 | Dx = 1.662 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 3226 reflections |
a = 17.072 (3) Å | θ = 3.1–27.5° |
b = 7.1905 (14) Å | µ = 1.13 mm−1 |
c = 14.292 (3) Å | T = 298 K |
β = 113.85 (3)° | Block, colourless |
V = 1604.6 (7) Å3 | 0.15 × 0.10 × 0.10 mm |
Z = 4 |
Rigaku Mercury2 diffractometer | 3678 independent reflections |
Radiation source: fine-focus sealed tube | 3226 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.040 |
Detector resolution: 13.6612 pixels mm-1 | θmax = 27.5°, θmin = 3.1° |
CCD profile fitting scans | h = −22→22 |
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005) | k = −9→9 |
Tmin = 0.867, Tmax = 0.894 | l = −18→18 |
15693 measured reflections |
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)] = 0.034 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.080 | H-atom parameters constrained |
S = 1.13 | w = 1/[σ2(Fo2) + (0.0265P)2 + 0.8976P] where P = (Fo2 + 2Fc2)/3 |
3678 reflections | (Δ/σ)max < 0.001 |
226 parameters | Δρmax = 0.33 e Å−3 |
0 restraints | Δρmin = −0.37 e Å−3 |
[Fe(C6H4N5)2Cl(H2O)] | V = 1604.6 (7) Å3 |
Mr = 401.60 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 17.072 (3) Å | µ = 1.13 mm−1 |
b = 7.1905 (14) Å | T = 298 K |
c = 14.292 (3) Å | 0.15 × 0.10 × 0.10 mm |
β = 113.85 (3)° |
Rigaku Mercury2 diffractometer | 3678 independent reflections |
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005) | 3226 reflections with I > 2σ(I) |
Tmin = 0.867, Tmax = 0.894 | Rint = 0.040 |
15693 measured reflections |
R[F2 > 2σ(F2)] = 0.034 | 0 restraints |
wR(F2) = 0.080 | H-atom parameters constrained |
S = 1.13 | Δρmax = 0.33 e Å−3 |
3678 reflections | Δρmin = −0.37 e Å−3 |
226 parameters |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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 | 0.244652 (16) | 0.52062 (4) | 0.23914 (2) | 0.02111 (9) | |
Cl1 | 0.23959 (4) | 0.25457 (8) | 0.15658 (4) | 0.04015 (15) | |
O1W | 0.24124 (9) | 0.4003 (2) | 0.36157 (10) | 0.0298 (3) | |
H1WA | 0.2559 | 0.2685 | 0.3733 | 0.045* | |
H1WB | 0.2346 | 0.4617 | 0.4065 | 0.045* | |
N6 | 0.10878 (10) | 0.5759 (2) | 0.17945 (13) | 0.0252 (4) | |
N2 | 0.26988 (10) | 0.7731 (2) | 0.32361 (13) | 0.0233 (3) | |
N1 | 0.38334 (10) | 0.5417 (2) | 0.30588 (13) | 0.0277 (4) | |
N4 | 0.28121 (13) | 1.0424 (2) | 0.39005 (15) | 0.0369 (5) | |
C11 | 0.07709 (12) | 0.6877 (3) | 0.09684 (15) | 0.0250 (4) | |
N10 | 0.13543 (12) | 0.8769 (3) | −0.00850 (13) | 0.0332 (4) | |
N3 | 0.22568 (11) | 0.9153 (2) | 0.33720 (14) | 0.0310 (4) | |
N7 | 0.22328 (10) | 0.6973 (2) | 0.11379 (13) | 0.0260 (4) | |
N9 | 0.21594 (12) | 0.8912 (3) | −0.00236 (14) | 0.0338 (4) | |
N8 | 0.26901 (11) | 0.7850 (3) | 0.07022 (14) | 0.0324 (4) | |
N5 | 0.36207 (12) | 0.9877 (3) | 0.41089 (16) | 0.0391 (5) | |
C5 | 0.41688 (12) | 0.6927 (3) | 0.36392 (16) | 0.0277 (4) | |
C6 | 0.35228 (13) | 0.8211 (3) | 0.36874 (15) | 0.0266 (4) | |
C12 | 0.14278 (13) | 0.7567 (3) | 0.06464 (15) | 0.0251 (4) | |
C10 | −0.00933 (13) | 0.7286 (3) | 0.04887 (17) | 0.0345 (5) | |
H10A | −0.0299 | 0.8074 | −0.0075 | 0.041* | |
C4 | 0.50448 (14) | 0.7199 (4) | 0.41376 (19) | 0.0412 (6) | |
H4A | 0.5264 | 0.8261 | 0.4527 | 0.049* | |
C8 | −0.03227 (14) | 0.5360 (4) | 0.1706 (2) | 0.0419 (6) | |
H8A | −0.0686 | 0.4823 | 0.1970 | 0.050* | |
C9 | −0.06443 (14) | 0.6492 (4) | 0.08684 (19) | 0.0403 (6) | |
H9A | −0.1229 | 0.6729 | 0.0555 | 0.048* | |
C7 | 0.05448 (14) | 0.5021 (3) | 0.21553 (18) | 0.0370 (5) | |
H7A | 0.0761 | 0.4255 | 0.2728 | 0.044* | |
C3 | 0.55837 (15) | 0.5858 (4) | 0.4041 (2) | 0.0501 (7) | |
H3A | 0.6174 | 0.6006 | 0.4367 | 0.060* | |
C2 | 0.52448 (15) | 0.4307 (4) | 0.3465 (2) | 0.0524 (7) | |
H2A | 0.5602 | 0.3387 | 0.3398 | 0.063* | |
C1 | 0.43723 (15) | 0.4126 (4) | 0.2986 (2) | 0.0436 (6) | |
H1A | 0.4146 | 0.3068 | 0.2595 | 0.052* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Fe1 | 0.01986 (15) | 0.01999 (15) | 0.02244 (15) | 0.00008 (11) | 0.00748 (11) | −0.00171 (11) |
Cl1 | 0.0484 (3) | 0.0314 (3) | 0.0355 (3) | 0.0008 (2) | 0.0116 (3) | −0.0137 (2) |
O1W | 0.0454 (9) | 0.0204 (7) | 0.0275 (7) | 0.0062 (6) | 0.0188 (7) | 0.0003 (6) |
N6 | 0.0206 (8) | 0.0261 (9) | 0.0284 (9) | −0.0020 (7) | 0.0095 (7) | 0.0006 (7) |
N2 | 0.0231 (8) | 0.0186 (8) | 0.0289 (9) | 0.0013 (6) | 0.0114 (7) | −0.0012 (7) |
N1 | 0.0222 (8) | 0.0314 (9) | 0.0288 (9) | 0.0024 (7) | 0.0095 (7) | −0.0064 (7) |
N4 | 0.0465 (11) | 0.0195 (9) | 0.0431 (11) | 0.0034 (8) | 0.0165 (9) | −0.0044 (8) |
C11 | 0.0244 (10) | 0.0242 (10) | 0.0260 (10) | 0.0006 (8) | 0.0098 (8) | −0.0027 (8) |
N10 | 0.0421 (11) | 0.0280 (10) | 0.0302 (9) | 0.0018 (8) | 0.0155 (8) | 0.0042 (8) |
N3 | 0.0358 (10) | 0.0210 (9) | 0.0396 (10) | 0.0064 (7) | 0.0186 (8) | 0.0011 (8) |
N7 | 0.0255 (8) | 0.0282 (9) | 0.0279 (9) | −0.0033 (7) | 0.0145 (7) | 0.0021 (7) |
N9 | 0.0472 (11) | 0.0292 (10) | 0.0319 (10) | −0.0045 (8) | 0.0229 (9) | 0.0008 (8) |
N8 | 0.0349 (10) | 0.0340 (10) | 0.0348 (10) | −0.0060 (8) | 0.0210 (8) | −0.0001 (8) |
N5 | 0.0390 (11) | 0.0251 (10) | 0.0456 (12) | −0.0034 (8) | 0.0094 (9) | −0.0092 (8) |
C5 | 0.0237 (10) | 0.0301 (11) | 0.0272 (10) | −0.0002 (8) | 0.0080 (8) | −0.0018 (9) |
C6 | 0.0264 (10) | 0.0234 (10) | 0.0266 (10) | −0.0021 (8) | 0.0071 (8) | −0.0030 (8) |
C12 | 0.0292 (10) | 0.0224 (10) | 0.0238 (10) | −0.0002 (8) | 0.0108 (8) | −0.0005 (8) |
C10 | 0.0280 (11) | 0.0368 (12) | 0.0335 (12) | 0.0073 (9) | 0.0071 (9) | 0.0005 (10) |
C4 | 0.0252 (11) | 0.0490 (15) | 0.0417 (13) | −0.0075 (10) | 0.0056 (10) | −0.0078 (11) |
C8 | 0.0263 (11) | 0.0538 (16) | 0.0512 (15) | −0.0093 (10) | 0.0214 (11) | −0.0024 (12) |
C9 | 0.0198 (10) | 0.0519 (16) | 0.0456 (14) | 0.0028 (10) | 0.0094 (10) | −0.0113 (12) |
C7 | 0.0292 (11) | 0.0443 (14) | 0.0401 (13) | −0.0043 (10) | 0.0167 (10) | 0.0092 (11) |
C3 | 0.0188 (11) | 0.078 (2) | 0.0485 (15) | 0.0031 (12) | 0.0083 (10) | −0.0018 (14) |
C2 | 0.0288 (12) | 0.0694 (19) | 0.0582 (17) | 0.0176 (12) | 0.0168 (12) | −0.0098 (15) |
C1 | 0.0325 (12) | 0.0460 (15) | 0.0503 (15) | 0.0093 (11) | 0.0146 (11) | −0.0157 (12) |
Fe1—O1W | 1.9737 (14) | N7—C12 | 1.336 (3) |
Fe1—N7 | 2.1041 (17) | N7—N8 | 1.337 (2) |
Fe1—N2 | 2.1256 (16) | N9—N8 | 1.312 (3) |
Fe1—N6 | 2.1602 (17) | N5—C6 | 1.321 (3) |
Fe1—N1 | 2.1708 (18) | C5—C4 | 1.386 (3) |
Fe1—Cl1 | 2.2308 (7) | C5—C6 | 1.461 (3) |
O1W—H1WA | 0.9774 | C10—C9 | 1.385 (3) |
O1W—H1WB | 0.8241 | C10—H10A | 0.9300 |
N6—C7 | 1.339 (3) | C4—C3 | 1.377 (4) |
N6—C11 | 1.347 (3) | C4—H4A | 0.9300 |
N2—N3 | 1.331 (2) | C8—C9 | 1.366 (4) |
N2—C6 | 1.334 (2) | C8—C7 | 1.377 (3) |
N1—C1 | 1.340 (3) | C8—H8A | 0.9300 |
N1—C5 | 1.345 (3) | C9—H9A | 0.9300 |
N4—N3 | 1.313 (3) | C7—H7A | 0.9300 |
N4—N5 | 1.348 (3) | C3—C2 | 1.368 (4) |
C11—C10 | 1.384 (3) | C3—H3A | 0.9300 |
C11—C12 | 1.461 (3) | C2—C1 | 1.371 (3) |
N10—C12 | 1.322 (3) | C2—H2A | 0.9300 |
N10—N9 | 1.345 (3) | C1—H1A | 0.9300 |
O1W—Fe1—N7 | 164.20 (6) | N8—N9—N10 | 111.58 (17) |
O1W—Fe1—N2 | 86.71 (6) | N9—N8—N7 | 107.23 (16) |
N7—Fe1—N2 | 83.89 (7) | C6—N5—N4 | 103.55 (17) |
O1W—Fe1—N6 | 91.08 (7) | N1—C5—C4 | 122.2 (2) |
N7—Fe1—N6 | 76.34 (7) | N1—C5—C6 | 113.45 (17) |
N2—Fe1—N6 | 90.32 (6) | C4—C5—C6 | 124.4 (2) |
O1W—Fe1—N1 | 93.38 (7) | N5—C6—N2 | 111.68 (19) |
N7—Fe1—N1 | 96.59 (7) | N5—C6—C5 | 129.50 (19) |
N2—Fe1—N1 | 75.90 (6) | N2—C6—C5 | 118.81 (18) |
N6—Fe1—N1 | 165.22 (7) | N10—C12—N7 | 111.92 (18) |
O1W—Fe1—Cl1 | 94.84 (5) | N10—C12—C11 | 129.17 (19) |
N7—Fe1—Cl1 | 96.38 (5) | N7—C12—C11 | 118.91 (18) |
N2—Fe1—Cl1 | 171.26 (5) | C11—C10—C9 | 118.4 (2) |
N6—Fe1—Cl1 | 98.24 (5) | C11—C10—H10A | 120.8 |
N1—Fe1—Cl1 | 95.41 (5) | C9—C10—H10A | 120.8 |
Fe1—O1W—H1WA | 118.7 | C3—C4—C5 | 118.4 (2) |
Fe1—O1W—H1WB | 121.3 | C3—C4—H4A | 120.8 |
H1WA—O1W—H1WB | 119.5 | C5—C4—H4A | 120.8 |
C7—N6—C11 | 118.60 (17) | C9—C8—C7 | 119.3 (2) |
C7—N6—Fe1 | 125.09 (15) | C9—C8—H8A | 120.3 |
C11—N6—Fe1 | 116.26 (13) | C7—C8—H8A | 120.3 |
N3—N2—C6 | 106.24 (16) | C8—C9—C10 | 119.5 (2) |
N3—N2—Fe1 | 137.95 (13) | C8—C9—H9A | 120.2 |
C6—N2—Fe1 | 115.30 (13) | C10—C9—H9A | 120.2 |
C1—N1—C5 | 118.19 (19) | N6—C7—C8 | 122.1 (2) |
C1—N1—Fe1 | 125.34 (15) | N6—C7—H7A | 118.9 |
C5—N1—Fe1 | 116.35 (13) | C8—C7—H7A | 118.9 |
N3—N4—N5 | 111.16 (17) | C2—C3—C4 | 119.6 (2) |
N6—C11—C10 | 122.05 (19) | C2—C3—H3A | 120.2 |
N6—C11—C12 | 113.04 (17) | C4—C3—H3A | 120.2 |
C10—C11—C12 | 124.90 (19) | C3—C2—C1 | 119.2 (2) |
C12—N10—N9 | 103.34 (17) | C3—C2—H2A | 120.4 |
N4—N3—N2 | 107.37 (16) | C1—C2—H2A | 120.4 |
C12—N7—N8 | 105.94 (17) | N1—C1—C2 | 122.5 (2) |
C12—N7—Fe1 | 115.35 (13) | N1—C1—H1A | 118.8 |
N8—N7—Fe1 | 138.44 (14) | C2—C1—H1A | 118.8 |
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1WA···N4i | 0.98 | 1.67 | 2.652 (2) | 178 |
O1W—H1WB···N9ii | 0.82 | 1.80 | 2.626 (2) | 176 |
Symmetry codes: (i) x, y−1, z; (ii) x, −y+3/2, z+1/2. |
Experimental details
Crystal data | |
Chemical formula | [Fe(C6H4N5)2Cl(H2O)] |
Mr | 401.60 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 298 |
a, b, c (Å) | 17.072 (3), 7.1905 (14), 14.292 (3) |
β (°) | 113.85 (3) |
V (Å3) | 1604.6 (7) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 1.13 |
Crystal size (mm) | 0.15 × 0.10 × 0.10 |
Data collection | |
Diffractometer | Rigaku Mercury2 diffractometer |
Absorption correction | Multi-scan (CrystalClear; Rigaku, 2005) |
Tmin, Tmax | 0.867, 0.894 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 15693, 3678, 3226 |
Rint | 0.040 |
(sin θ/λ)max (Å−1) | 0.649 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.034, 0.080, 1.13 |
No. of reflections | 3678 |
No. of parameters | 226 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.33, −0.37 |
Computer programs: CrystalClear (Rigaku, 2005), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL/PC (Sheldrick, 2008).
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1WA···N4i | 0.98 | 1.67 | 2.652 (2) | 178.3 |
O1W—H1WB···N9ii | 0.82 | 1.80 | 2.626 (2) | 175.7 |
Symmetry codes: (i) x, y−1, z; (ii) x, −y+3/2, z+1/2. |
Acknowledgements
This work was supported by a start-up grant from Southeast University to Professor Ren-Gen Xiong.
References
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This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
The construction of metal-organic coordination compounds has attracted much attention owing to their potential propertiess, such as permittivity, fluorescence, magnetism and optical properties. (Fu et al., 2007; Huang et al., 1999; Liu et al., 1999; Xie et al., 2003; Zhang et al.,2001; Zhang et al.,2000). Tetrazole compounds are a class of excellent ligands for the construction of novel metal-organic frameworks, because of their various coordination modes. (Fu et al., 2008). Herein the crystal structure of the title compound is reported.
In the title compound (Fig. 1), the distorted octahedral coordination geometry around the iron(III) metal centre is provided by four N atoms from two bidentate 2-(1H-tetrazol-5-yl)pyridine ligands, one water O atom and one chloride ion. The pyridine and tetrazole rings are nearly coplanar and only twisted by a dihedral angle of 4.32 (15) and 5.04 (14)°. The geometric parameters of the tetrazole rings are comparable to those observed in a related molecule (Fu et al., 2008). The water molecules are involved in intermolecular O—H···N hydrogen bonds (Table 1) generating a two-dimensional network (Fig. 2).