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metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Volume 64| Part 4| April 2008| Page m549
doi:10.1107/S1600536808006326

Poly[[(μ4-5-amino­isophthalato)aqua­iron(II)] dihydrate]

Wen-Dong Song,a* Jian-Bin Yan,a Li-Li Jia and Hao Wanga

aCollege of Science, Guang Dong Ocean University, Zhanjiang 524088, People's Republic of China
*Correspondence e-mail: songwd60@126.com

(Received 7 December 2007; accepted 7 March 2008; online 14 March 2008)

In the title three-dimensional coordination polymer, {[Fe(C8H5NO4)(H2O)]·2H2O}n, the FeII atom exhibits a distorted octa­hedral geometry, being coordinated by one N and four O atoms from four 5-amino­isophthalate ligands and one water mol­ecule. In addition, the crystal structure is stabilized by numerous O—H⋯O and N—H⋯O hydrogen bonds.

Related literature

For related literature, see: Wu et al. (2002[Wu, C.-D., Lu, C.-Z., Yang, W.-B., Zhuang, H.-H. & Huang, J.-S. (2002). Inorg. Chem. 41, 3302-3307.]); Zeng et al. (2007[Zeng, R.-H., Fang, Z.-Q., Sun, F., Jiang, L.-S. & Tang, Y.-W. (2007). Acta Cryst. E63, m1813-m1814.]); Liao et al. (2006[Liao, Q.-X. & Yao, Y.-G. (2006). Chin. J. Struct. Chem. 25, 465-468.]); Li et al. (2006[Li, X.-J., Yuan, D.-Q., Zhang, X.-D. & Cao, R. (2006). J. Coord. Chem. 59, 969-976.]).

[Scheme 1]

Experimental

Crystal data

  • [Fe(C8H5NO4)(H2O)]·2H2O

  • Mr = 289.03

  • Triclinic, [P \overline 1]

  • a = 7.7418 (2) Å

  • b = 8.5972 (2) Å

  • c = 8.6938 (2) Å

  • α = 85.560 (1)°

  • β = 76.058 (1)°

  • γ = 66.610 (1)°

  • V = 515.34 (2) Å3

  • Z = 2

  • Mo Kα radiation

  • μ = 1.49 mm−1

  • T = 293 (2) K

  • 0.20 × 0.18 × 0.17 mm
Data collection

  • Bruker APEXII area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2004[Bruker (2004). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.755, Tmax = 0.786

  • 5025 measured reflections

  • 2009 independent reflections

  • 1895 reflections with I > 2σ(I)

  • Rint = 0.017
Refinement

  • R[F2 > 2σ(F2)] = 0.030

  • wR(F2) = 0.090

  • S = 1.05

  • 2009 reflections

  • 172 parameters

  • 11 restraints

  • H atoms treated by a mixture of independent and constrained refinement

  • Δρmax = 0.37 e Å−3

  • Δρmin = −0.57 e Å−3

Table 1
Selected bond lengths (Å)

Fe1—O1 2.1040 (16)
Fe1—O2i 2.1364 (16)
Fe1—O1W 2.1458 (17)
Fe1—O4ii 2.2387 (17)
Fe1—O3ii 2.3416 (16)
Fe1—N1iii 2.376 (2)
Symmetry codes: (i) -x, -y+2, -z+2; (ii) x-1, y, z+1; (iii) -x+1, -y+1, -z+2.

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A D—H H⋯A D⋯A D—H⋯A
O2W—H3W⋯O2Wiv 0.844 (10) 2.377 (9) 2.892 (5) 119.9 (9)
O3W—H5W⋯O2v 0.843 (10) 2.09 (2) 2.852 (3) 151 (4)
O3W—H6W⋯O2Wvi 0.840 (10) 2.071 (19) 2.865 (3) 157 (3)
O2W—H4W⋯O4vii 0.842 (10) 2.05 (2) 2.816 (3) 151 (3)
O1W—H2W⋯O2Wviii 0.809 (9) 1.943 (12) 2.745 (3) 171 (3)
O1W—H1W⋯O3ix 0.815 (10) 1.914 (14) 2.705 (3) 163 (4)
N1—H1B⋯O3W 0.90 2.19 3.015 (3) 153
Symmetry codes: (iv) -x, -y+1, -z; (v) x, y-1, z; (vi) x, y, z+1; (vii) x-1, y, z; (viii) x, y+1, z+1; (ix) -x+1, -y+2, -z+2.

Data collection: APEX2 (Bruker, 2004[Bruker (2004). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2004[Bruker (2004). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXL97.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808006326/gk2125sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808006326/gk2125Isup2.hkl

checkCIF report


Comment top

5-Aminoisophthalatic acid is a good example of a bridging ligand that can link metal centres into extended networks, and a number of one-, two- and three- dimensional coordination frameworks have been generated (Zeng et al., 2007; Wu et al., 2002; Liao et al. 2006). Recently, we have obtained the title three-dimensional iron polymer, (I), and its crystal structure is reported here. This complex is isostructural with the MnII complex reported by Liao and Yao (2006) and by Li et al. (2006).

In the structure of (I) each FeII atom is coordinated by four O atoms from three 5-aminoisophthalate ligands, one N atom from another 5-aminoisophthalate ligand and one water molecule, and displays a distorted octahedral coordination geometry. The 5-aminoisophthalate ligands bridge iron ions to form a three-dimensional network (Fig. 2). Moreover, there are O—H···O and N—H···O hydrogen-bonding interactions within the three-dimensional structure connecting the carboxyl O atoms and amino N atoms of 5-aminoisophthalate ligands, the coordinating water molecules and water of crystallization (Table 2).

Related literature top

For related literature, see: Wu et al. (2002); Zeng et al. (2007); Liao et al. (2006); Li et al. (2006).

Experimental top

A mixture of FeCl2 (0.5 mmol), 5-aminoisophthalatic acid (0.5 mmol), NaOH (1 mmol) and H2O (12 ml) was placed in a 23 ml Teflon reactor, which was heated at 433 K for three days and then cooled to room temperature at a rate of 5 K h-1. Single crystals were obtained after washing with water and drying in air.

Refinement top

All H atoms attached to C and N atoms were fixed geometrically and treated as riding on their parent atoms with C—H = 0.93 Å (aromatic), N—H = 0.90 Å and Uiso(H) = 1.2 Ueq(C,N). H atoms from water molecules were located in difference Fourier maps and included in the subsequent refinement using restraints [O—H= 0.82 (1) Å and H···H= 1.34 (2) Å] with Uiso(H) = 1.5Ueq(O).

Computing details top

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. The structure of (I), showing the atom-numbering scheme and displacement ellipsoids drawn at the 50% probability level. H atoms have been omitted for clarity. [Symmetry codes: (i) -1 + x, y, z + 1; (ii) -x, 2 - y, 2 - z; (iii) 1 - x, 1 - y, 2 - z]]
[Figure 2] Fig. 2. The three-dimensional network structure of the title compound, viewed along the b axis.
Poly[[(µ4-5-Aminoisophthalato)aquairon(II)] dihydrate] top
Crystal data top
[Fe(C8H5NO4)(H2O)]·2H2OZ = 2
Mr = 289.03F(000) = 296
Triclinic, P1Dx = 1.863 Mg m−3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 7.7418 (2) ÅCell parameters from 1800 reflections
b = 8.5972 (2) Åθ = 1.4–28.0°
c = 8.6938 (2) ŵ = 1.49 mm−1
α = 85.560 (1)°T = 293 K
β = 76.058 (1)°Block, red
γ = 66.610 (1)°0.20 × 0.18 × 0.17 mm
V = 515.34 (2) Å3
Data collection top
Bruker APEXII area-detector
diffractometer		2009 independent reflections
Radiation source: fine-focus sealed tube1895 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.017
ϕ and ω scansθmax = 26.0°, θmin = 2.4°
Absorption correction: multi-scan
(SADABS; Bruker, 2004)		h = −9→9
Tmin = 0.755, Tmax = 0.786k = −10→10
5025 measured reflectionsl = −10→10
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)] = 0.030Hydrogen site location: difference Fourier map
wR(F2) = 0.090H atoms treated by a mixture of independent and constrained refinement
S = 1.05 w = 1/[σ2(Fo2) + (0.0536P)2 + 0.5412P]
where P = (Fo2 + 2Fc2)/3
2009 reflections(Δ/σ)max = 0.001
172 parametersΔρmax = 0.37 e Å−3
11 restraintsΔρmin = −0.57 e Å−3
Crystal data top
[Fe(C8H5NO4)(H2O)]·2H2Oγ = 66.610 (1)°
Mr = 289.03V = 515.34 (2) Å3
Triclinic, P1Z = 2
a = 7.7418 (2) ÅMo Kα radiation
b = 8.5972 (2) ŵ = 1.49 mm−1
c = 8.6938 (2) ÅT = 293 K
α = 85.560 (1)°0.20 × 0.18 × 0.17 mm
β = 76.058 (1)°
Data collection top
Bruker APEXII area-detector
diffractometer		2009 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2004)		1895 reflections with I > 2σ(I)
Tmin = 0.755, Tmax = 0.786Rint = 0.017
5025 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.03011 restraints
wR(F2) = 0.090H atoms treated by a mixture of independent and constrained refinement
S = 1.05Δρmax = 0.37 e Å−3
2009 reflectionsΔρmin = −0.57 e Å−3
172 parameters
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
C10.2799 (3)0.8073 (3)0.9011 (2)0.0165 (4)
C20.4454 (3)0.7019 (3)0.7727 (2)0.0161 (4)
C30.5442 (3)0.7791 (3)0.6593 (2)0.0172 (4)
H30.50970.89570.66330.021*
C40.6955 (3)0.6798 (3)0.5397 (2)0.0168 (4)
C50.7464 (3)0.5058 (3)0.5320 (2)0.0178 (4)
H50.84340.44140.44870.021*
C60.6522 (3)0.4277 (3)0.6494 (2)0.0167 (4)
C70.5018 (3)0.5267 (3)0.7692 (2)0.0178 (4)
H70.43820.47550.84760.021*
C80.8096 (3)0.7607 (3)0.4223 (2)0.0178 (4)
Fe10.02840 (4)0.88499 (4)1.21504 (3)0.01967 (14)
N10.7168 (3)0.2480 (2)0.6517 (2)0.0204 (4)
H1A0.75730.20770.55130.025*
H1B0.61640.22030.69950.025*
O10.2198 (2)0.7325 (2)1.01815 (18)0.0251 (4)
O20.2094 (2)0.96615 (19)0.88749 (19)0.0208 (3)
O30.8199 (3)0.8942 (2)0.46223 (19)0.0243 (4)
O40.8971 (2)0.6932 (2)0.28758 (18)0.0252 (4)
O1W0.0523 (3)1.1127 (2)1.2728 (2)0.0341 (4)
H1W0.112 (5)1.105 (4)1.340 (3)0.051*
H2W0.065 (5)1.189 (3)1.217 (3)0.051*
O2W0.0978 (4)0.3865 (3)0.1118 (3)0.0480 (6)
H4W0.074 (5)0.464 (4)0.177 (4)0.072*
H3W−0.001 (3)0.401 (3)0.078 (3)0.072*
O3W0.4365 (3)0.1532 (3)0.9066 (3)0.0482 (6)
H5W0.376 (5)0.110 (5)0.867 (5)0.072*
H6W0.360 (4)0.231 (4)0.972 (4)0.072*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.0130 (10)0.0204 (11)0.0149 (10)−0.0057 (9)−0.0015 (8)−0.0024 (8)
C20.0146 (10)0.0162 (11)0.0146 (9)−0.0043 (9)−0.0008 (8)0.0006 (8)
C30.0171 (10)0.0140 (10)0.0172 (10)−0.0045 (8)−0.0007 (8)0.0008 (8)
C40.0159 (10)0.0189 (11)0.0144 (9)−0.0070 (9)−0.0015 (8)0.0023 (8)
C50.0155 (10)0.0177 (11)0.0152 (10)−0.0034 (9)0.0014 (8)−0.0031 (8)
C60.0167 (10)0.0141 (10)0.0180 (10)−0.0047 (9)−0.0040 (8)0.0008 (8)
C70.0171 (10)0.0172 (11)0.0162 (10)−0.0065 (9)0.0003 (8)0.0020 (8)
C80.0143 (10)0.0189 (11)0.0164 (10)−0.0045 (9)−0.0015 (8)0.0046 (8)
Fe10.0206 (2)0.0162 (2)0.0187 (2)−0.00647 (15)0.00079 (13)−0.00049 (12)
N10.0215 (10)0.0140 (9)0.0234 (9)−0.0064 (8)−0.0008 (7)−0.0024 (7)
O10.0263 (9)0.0215 (8)0.0176 (8)−0.0064 (7)0.0075 (6)0.0003 (6)
O20.0173 (8)0.0148 (8)0.0255 (8)−0.0027 (6)−0.0020 (6)−0.0015 (6)
O30.0296 (9)0.0217 (8)0.0216 (8)−0.0140 (7)0.0013 (7)0.0010 (6)
O40.0289 (9)0.0252 (9)0.0169 (8)−0.0124 (8)0.0065 (6)−0.0010 (6)
O1W0.0553 (13)0.0231 (9)0.0353 (10)−0.0223 (9)−0.0204 (9)0.0055 (7)
O2W0.0719 (16)0.0267 (10)0.0453 (12)−0.0136 (11)−0.0229 (11)−0.0003 (9)
O3W0.0409 (12)0.0553 (15)0.0587 (14)−0.0314 (11)−0.0048 (10)−0.0085 (11)
Geometric parameters (Å, º) top
C1—O11.254 (3)C8—O31.262 (3)
C1—O21.262 (3)Fe1—O12.1040 (16)
C1—C21.502 (3)Fe1—O2i2.1364 (16)
C2—C31.392 (3)Fe1—O1W2.1458 (17)
C2—C71.393 (3)Fe1—O4ii2.2387 (17)
C3—C41.392 (3)Fe1—O3ii2.3416 (16)
C3—H30.9300Fe1—N1iii2.376 (2)
C4—C51.390 (3)N1—H1A0.9000
C4—C81.499 (3)N1—H1B0.9000
C5—C61.396 (3)O1W—H1W0.815 (10)
C5—H50.9300O1W—H2W0.809 (9)
C6—C71.390 (3)O2W—H4W0.842 (10)
C6—N11.422 (3)O2W—H3W0.844 (10)
C7—H70.9300O3W—H5W0.843 (10)
C8—O41.256 (3)O3W—H6W0.840 (10)
O1—C1—O2123.12 (19)O1—Fe1—O4ii90.79 (6)
O1—C1—C2118.08 (19)O2i—Fe1—O4ii89.97 (6)
O2—C1—C2118.80 (18)O1W—Fe1—O4ii148.03 (7)
C3—C2—C7120.2 (2)O1—Fe1—O3ii145.97 (6)
C3—C2—C1119.97 (19)O2i—Fe1—O3ii91.37 (6)
C7—C2—C1119.81 (19)O1W—Fe1—O3ii90.96 (7)
C2—C3—C4119.2 (2)O4ii—Fe1—O3ii57.10 (6)
C2—C3—H3120.4O1—Fe1—N1iii85.72 (7)
C4—C3—H3120.4O2i—Fe1—N1iii172.50 (6)
C5—C4—C3120.64 (19)O1W—Fe1—N1iii83.48 (7)
C5—C4—C8119.82 (19)O4ii—Fe1—N1iii94.39 (7)
C3—C4—C8119.5 (2)O3ii—Fe1—N1iii85.91 (6)
C4—C5—C6120.03 (19)C6—N1—Fe1iii113.51 (14)
C4—C5—H5120.0C6—N1—H1A108.9
C6—C5—H5120.0Fe1iii—N1—H1A108.9
C7—C6—C5119.3 (2)C6—N1—H1B108.9
C7—C6—N1120.25 (19)Fe1iii—N1—H1B108.9
C5—C6—N1120.36 (19)H1A—N1—H1B107.7
C6—C7—C2120.5 (2)C1—O1—Fe1116.73 (14)
C6—C7—H7119.7C1—O2—Fe1i127.68 (14)
C2—C7—H7119.7C8—O3—Fe1iv88.55 (12)
O4—C8—O3120.90 (19)C8—O4—Fe1iv93.43 (13)
O4—C8—C4119.9 (2)Fe1—O1W—H1W116 (2)
O3—C8—C4119.15 (19)Fe1—O1W—H2W130 (2)
O1—Fe1—O2i100.34 (7)H1W—O1W—H2W105.6 (16)
O1—Fe1—O1W120.69 (8)H4W—O2W—H3W110.9 (17)
O2i—Fe1—O1W89.59 (7)H5W—O3W—H6W111.2 (18)
Symmetry codes: (i) −x, −y+2, −z+2; (ii) x−1, y, z+1; (iii) −x+1, −y+1, −z+2; (iv) x+1, y, z−1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O2W—H3W···O2Wv0.84 (1)2.38 (1)2.892 (5)120 (1)
O3W—H5W···O2vi0.84 (1)2.09 (2)2.852 (3)151 (4)
O3W—H6W···O2Wvii0.84 (1)2.07 (2)2.865 (3)157 (3)
O2W—H4W···O4viii0.84 (1)2.05 (2)2.816 (3)151 (3)
O1W—H2W···O2Wix0.81 (1)1.94 (1)2.745 (3)171 (3)
O1W—H1W···O3x0.82 (1)1.91 (1)2.705 (3)163 (4)
N1—H1B···O3W0.902.193.015 (3)153
Symmetry codes: (v) −x, −y+1, −z; (vi) x, y−1, z; (vii) x, y, z+1; (viii) x−1, y, z; (ix) x, y+1, z+1; (x) −x+1, −y+2, −z+2.

Experimental details

Crystal data
Chemical formula[Fe(C8H5NO4)(H2O)]·2H2O
Mr289.03
Crystal system, space groupTriclinic, P1
Temperature (K)293
a, b, c (Å)7.7418 (2), 8.5972 (2), 8.6938 (2)
α, β, γ (°)85.560 (1), 76.058 (1), 66.610 (1)
V (Å3)515.34 (2)
Z2
Radiation typeMo Kα
µ (mm−1)1.49
Crystal size (mm)0.20 × 0.18 × 0.17
Data collection
DiffractometerBruker APEXII area-detector
diffractometer
Absorption correctionMulti-scan
(SADABS; Bruker, 2004)
Tmin, Tmax0.755, 0.786
No. of measured, independent and
observed [I > 2σ(I)] reflections		5025, 2009, 1895
Rint0.017
(sin θ/λ)max (Å−1)0.617
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.030, 0.090, 1.05
No. of reflections2009
No. of parameters172
No. of restraints11
H-atom treatmentH atoms treated by a mixture of independent and constrained refinement
Δρmax, Δρmin (e Å−3)0.37, −0.57

Computer programs: APEX2 (Bruker, 2004), SAINT (Bruker, 2004), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Selected bond lengths (Å) top
Fe1—O12.1040 (16)Fe1—O4ii2.2387 (17)
Fe1—O2i2.1364 (16)Fe1—O3ii2.3416 (16)
Fe1—O1W2.1458 (17)Fe1—N1iii2.376 (2)
Symmetry codes: (i) −x, −y+2, −z+2; (ii) x−1, y, z+1; (iii) −x+1, −y+1, −z+2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O2W—H3W···O2Wiv0.844 (10)2.377 (9)2.892 (5)119.9 (9)
O3W—H5W···O2v0.843 (10)2.09 (2)2.852 (3)151 (4)
O3W—H6W···O2Wvi0.840 (10)2.071 (19)2.865 (3)157 (3)
O2W—H4W···O4vii0.842 (10)2.05 (2)2.816 (3)151 (3)
O1W—H2W···O2Wviii0.809 (9)1.943 (12)2.745 (3)171 (3)
O1W—H1W···O3ix0.815 (10)1.914 (14)2.705 (3)163 (4)
N1—H1B···O3W0.902.193.015 (3)153
Symmetry codes: (iv) −x, −y+1, −z; (v) x, y−1, z; (vi) x, y, z+1; (vii) x−1, y, z; (viii) x, y+1, z+1; (ix) −x+1, −y+2, −z+2.
 

Acknowledgements

The authors thank Guang Dong Ocean University for supporting this study.

References

First citationBruker (2004). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.  Google Scholar
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ISSN: 2056-9890
Volume 64| Part 4| April 2008| Page m549
doi:10.1107/S1600536808006326
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