Poly[[aqua-(μ-4,4'-bipyridyl-κN:N')bis-(μ-formato-κO:O')iron(II)] tetra-hydrate].

In the title compound, {[Fe(CHO(2))(2)(C(10)H(8)N(2))(H(2)O)]·4H(2)O}(n), the Fe(II) ion is coordinated by two 4,4'-bipyridyl (4,4'-bpy) ligands, three formate ligands and one water molecule. The slightly distorted octahedral FeN(2)O(4) coordination results from the N atoms of two bridging 4,4'-bpy ligands, the O atoms of two bridging HCOO(-) anions of anti-anti mode, all in trans positions around the metal centre, and the O atoms of one terminal HCOO(-) anion and of one water molecule. The bridging formate ligands link the metal ions into chains that are further connected via 4,4'-bpy ligands into a framework structure. The three-dimensional structure is stabilized by extensive O-H⋯O hydrogen bonding. The crystals were twinned containing a 0.84:0.16 racemate.

Related literature

For the potential applications of metal-organic frameworks, see: Jia et al. (2007 ▶); Hagrman et al. (1999 ▶); Kortz et al. (2003 ▶); Li et al. (1996 ▶); Liu et al. (2007 ▶); Seo et al. (2000 ▶); Wang et al. (2007 ▶); Yaghi et al. (1998 ▶).

Experimental

Crystal data

[Fe(CHO2)2(C10H8N2)(H2O)]·4H2O

M = 392.15

Monoclinic,

a = 10.5021 (6) Å

b = 20.1959 (11) Å

c = 8.1256 (4) Å

β = 102.367 (1)°

V = 1683.44 (16) Å3

Z = 4

Mo Kα radiation

μ = 0.94 mm−1

T = 273 K

0.12 × 0.10 × 0.08 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2005 ▶) T min = 0.895, T max = 0.928

4376 measured reflections

2523 independent reflections

2468 reflections with I > 2σ(I)

R int = 0.031

Refinement

R[F 2 > 2σ(F 2)] = 0.034

wR(F 2) = 0.084

S = 1.00

2523 reflections

248 parameters

19 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.31 e Å−3

Δρmin = −0.42 e Å−3

Absolute structure: Flack (1983 ▶), 1036 Friedel pairs

Flack parameter: 0.158 (18)

Data collection: SMART (Bruker, 2005 ▶); cell refinement: SAINT (Bruker, 2005 ▶); data reduction: SAINT; 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.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809034722/pv2199sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809034722/pv2199Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Fe(CHO2)2(C10H8N2)(H2O)]·4H2O	F(000) = 816
Mr = 392.15	Dx = 1.547 Mg m−3
Monoclinic, Cc	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: C -2yc	Cell parameters from 4008 reflections
a = 10.5021 (6) Å	θ = 2.2–28.3°
b = 20.1959 (11) Å	µ = 0.94 mm−1
c = 8.1256 (4) Å	T = 273 K
β = 102.367 (1)°	Block, green
V = 1683.44 (16) Å3	0.12 × 0.10 × 0.08 mm
Z = 4

Bruker SMART CCD area-detector diffractometer	2523 independent reflections
Radiation source: fine-focus sealed tube	2468 reflections with I > 2σ(I)
graphite	Rint = 0.031
φ and ω scans	θmax = 25.0°, θmin = 2.0°
Absorption correction: multi-scan (SADABS; Bruker, 2005)	h = −12→11
Tmin = 0.895, Tmax = 0.928	k = −19→24
4376 measured reflections	l = −9→9

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.034	H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.084	w = 1/[σ2(Fo2) + (0.071P)2] where P = (Fo2 + 2Fc2)/3
S = 1.00	(Δ/σ)max = 0.001
2523 reflections	Δρmax = 0.31 e Å−3
248 parameters	Δρmin = −0.42 e Å−3
19 restraints	Absolute structure: Flack (1983), 1036 Friedel pairs
Primary atom site location: structure-invariant direct methods	Flack parameter: 0.158 (18)

Experimental. Elemental Analysis. Calc. for C12H20FeN2O9: C 36.73, H 5.10, N 12.24%; Found: C 36.65, H 5.02, N 12.14%.

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.

	x	y	z	Uiso*/Ueq
Fe1	0.99831 (11)	0.753902 (16)	0.64202 (13)	0.01649 (13)
C1	0.7398 (3)	0.72764 (15)	0.4049 (4)	0.0274 (6)
H1	0.7212	0.7713	0.4273	0.033*
C2	1.0318 (4)	0.76341 (18)	0.2832 (5)	0.0339 (8)
H2	0.9801	0.7256	0.2686	0.041*
C3	0.7896 (3)	0.85353 (16)	0.6887 (5)	0.0342 (7)
H3	0.7527	0.8158	0.7245	0.041*
C4	0.7264 (3)	0.91325 (17)	0.6933 (4)	0.0338 (7)
H4	0.6487	0.9149	0.7306	0.041*
C5	0.7789 (3)	0.97064 (15)	0.6424 (4)	0.0294 (8)
C6	0.8935 (4)	0.96383 (17)	0.5850 (5)	0.0401 (9)
H6	0.9321	1.0007	0.5475	0.048*
C7	0.9502 (4)	0.90224 (16)	0.5837 (5)	0.0381 (8)
H7	1.0269	0.8989	0.5445	0.046*
C8	0.7165 (3)	1.03639 (15)	0.6479 (4)	0.0280 (7)
C9	0.5937 (3)	1.04287 (16)	0.6846 (5)	0.0359 (8)
H9	0.5493	1.0055	0.7090	0.043*
C10	0.5377 (3)	1.10457 (17)	0.6847 (5)	0.0355 (8)
H10	0.4555	1.1076	0.7096	0.043*
C11	0.7777 (4)	1.09450 (16)	0.6157 (5)	0.0355 (8)
H11	0.8609	1.0932	0.5932	0.043*
C12	0.7138 (3)	1.15402 (16)	0.6174 (4)	0.0327 (8)
H12	0.7559	1.1923	0.5938	0.039*
N1	0.5956 (3)	1.16024 (12)	0.6509 (3)	0.0276 (6)
N2	0.9005 (3)	0.84703 (12)	0.6360 (3)	0.0267 (6)
O1	0.8405 (2)	0.70271 (10)	0.4923 (3)	0.0311 (5)
O2	0.6621 (2)	0.69888 (11)	0.2902 (3)	0.0305 (5)
O3	1.0696 (2)	0.78393 (11)	0.4317 (3)	0.0330 (5)
O4	1.0559 (3)	0.78812 (16)	0.1566 (4)	0.0569 (8)
O5	0.9382 (3)	0.73151 (14)	0.8633 (3)	0.0370 (6)
O6	0.7891 (3)	0.63516 (14)	0.9637 (4)	0.0482 (6)
O7	0.6017 (4)	0.5754 (3)	0.4995 (8)	0.1160 (19)
O8	0.7346 (5)	0.51513 (19)	0.7912 (5)	0.0972 (14)
O9	0.8996 (3)	0.40816 (15)	0.7836 (4)	0.0561 (8)
H1W	0.946 (5)	0.7580 (16)	0.942 (5)	0.080*
H2W	0.892 (4)	0.6994 (13)	0.871 (5)	0.080*
H3W	0.727 (3)	0.660 (2)	0.963 (5)	0.080*
H4W	0.822 (5)	0.620 (2)	1.057 (3)	0.080*
H5W	0.644 (5)	0.5542 (19)	0.444 (7)	0.080*
H6W	0.626 (5)	0.6138 (10)	0.518 (7)	0.080*
H7W	0.692 (4)	0.531 (2)	0.703 (3)	0.080*
H8W	0.761 (5)	0.5426 (16)	0.865 (4)	0.080*
H9W	0.850 (4)	0.4397 (15)	0.764 (6)	0.080*
H10W	0.885 (5)	0.383 (2)	0.856 (5)	0.080*

	U11	U22	U33	U12	U13	U23
Fe1	0.0162 (2)	0.01436 (18)	0.0163 (2)	0.00272 (16)	−0.00227 (13)	−0.00061 (15)
C1	0.0252 (14)	0.0238 (13)	0.0303 (15)	−0.0001 (15)	−0.0001 (12)	0.0005 (15)
C2	0.0352 (19)	0.0367 (16)	0.030 (2)	−0.0028 (15)	0.0070 (15)	−0.0049 (15)
C3	0.037 (2)	0.0232 (16)	0.0437 (18)	0.0014 (14)	0.0122 (15)	0.0034 (13)
C4	0.0307 (19)	0.0267 (17)	0.045 (2)	0.0046 (13)	0.0110 (14)	0.0010 (13)
C5	0.028 (2)	0.0250 (16)	0.0321 (17)	0.0044 (12)	0.0001 (14)	−0.0016 (12)
C6	0.040 (2)	0.0225 (17)	0.061 (2)	0.0034 (13)	0.0188 (18)	0.0044 (15)
C7	0.0352 (19)	0.0268 (16)	0.056 (2)	0.0049 (13)	0.0171 (15)	−0.0004 (15)
C8	0.032 (2)	0.0226 (15)	0.0276 (16)	0.0048 (12)	0.0014 (14)	0.0007 (12)
C9	0.0319 (18)	0.0238 (16)	0.053 (2)	0.0017 (12)	0.0111 (16)	0.0050 (14)
C10	0.0259 (18)	0.0288 (16)	0.053 (2)	0.0048 (12)	0.0121 (15)	0.0011 (14)
C11	0.0274 (18)	0.0280 (17)	0.051 (2)	0.0042 (13)	0.0073 (15)	0.0010 (14)
C12	0.0303 (18)	0.0231 (16)	0.0438 (19)	0.0005 (12)	0.0059 (15)	0.0011 (13)
N1	0.0275 (13)	0.0231 (13)	0.0300 (13)	0.0046 (10)	0.0009 (11)	0.0000 (10)
N2	0.0266 (14)	0.0217 (13)	0.0295 (13)	0.0040 (10)	0.0005 (11)	−0.0010 (10)
O1	0.0256 (12)	0.0278 (11)	0.0339 (12)	0.0014 (9)	−0.0067 (10)	−0.0007 (9)
O2	0.0278 (11)	0.0285 (12)	0.0290 (12)	0.0007 (9)	−0.0079 (10)	−0.0037 (9)
O3	0.0379 (13)	0.0348 (13)	0.0252 (12)	−0.0003 (10)	0.0040 (10)	−0.0025 (9)
O4	0.0724 (19)	0.070 (2)	0.0291 (13)	−0.0197 (15)	0.0119 (12)	−0.0044 (13)
O5	0.0461 (16)	0.0362 (13)	0.0292 (13)	−0.0115 (12)	0.0090 (11)	−0.0025 (11)
O6	0.0475 (15)	0.0446 (15)	0.0538 (17)	0.0017 (11)	0.0134 (12)	0.0059 (12)
O7	0.089 (3)	0.092 (3)	0.161 (6)	−0.021 (3)	0.013 (3)	0.057 (3)
O8	0.124 (4)	0.068 (3)	0.086 (3)	0.017 (2)	−0.008 (2)	−0.020 (2)
O9	0.063 (2)	0.0502 (18)	0.0540 (18)	−0.0072 (14)	0.0096 (15)	0.0084 (13)

Fe1—O5	2.079 (3)	C8—C9	1.390 (5)
Fe1—O3	2.097 (3)	C8—C11	1.390 (5)
Fe1—O1	2.105 (2)	C9—C10	1.378 (5)
Fe1—O2i	2.105 (2)	C9—H9	0.9300
Fe1—N2	2.139 (3)	C10—N1	1.334 (4)
Fe1—N1ii	2.144 (3)	C10—H10	0.9300
C1—O1	1.247 (4)	C11—C12	1.378 (5)
C1—O2	1.243 (4)	C11—H11	0.9300
C1—H1	0.9300	C12—N1	1.333 (5)
C2—O4	1.218 (5)	C12—H12	0.9300
C2—O3	1.257 (4)	N1—Fe1iii	2.144 (3)
C2—H2	0.9300	O2—Fe1iv	2.105 (2)
C3—N2	1.330 (4)	O5—H1W	0.82 (4)
C3—C4	1.381 (5)	O5—H2W	0.82 (3)
C3—H3	0.9300	O6—H3W	0.82 (4)
C4—C5	1.384 (5)	O6—H4W	0.82 (3)
C4—H4	0.9300	O7—H5W	0.82 (5)
C5—C6	1.388 (5)	O7—H6W	0.82 (3)
C5—C8	1.486 (4)	O8—H7W	0.82 (3)
C6—C7	1.380 (5)	O8—H8W	0.82 (3)
C6—H6	0.9300	O9—H9W	0.82 (4)
C7—N2	1.338 (4)	O9—H10W	0.82 (4)
C7—H7	0.9300
O5—Fe1—O3	174.46 (10)	N2—C7—H7	118.3
O5—Fe1—O1	92.60 (10)	C6—C7—H7	118.3
O3—Fe1—O1	92.62 (10)	C9—C8—C11	116.7 (3)
O5—Fe1—O2i	88.06 (9)	C9—C8—C5	121.7 (3)
O3—Fe1—O2i	86.81 (9)	C11—C8—C5	121.6 (3)
O1—Fe1—O2i	177.17 (10)	C10—C9—C8	120.0 (3)
O5—Fe1—N2	88.72 (11)	C10—C9—H9	120.0
O3—Fe1—N2	88.90 (10)	C8—C9—H9	120.0
O1—Fe1—N2	95.96 (9)	N1—C10—C9	123.3 (3)
O2i—Fe1—N2	86.81 (10)	N1—C10—H10	118.4
O5—Fe1—N1ii	90.57 (11)	C9—C10—H10	118.4
O3—Fe1—N1ii	91.81 (10)	C12—C11—C8	119.3 (3)
O1—Fe1—N1ii	84.07 (9)	C12—C11—H11	120.4
O2i—Fe1—N1ii	93.18 (10)	C8—C11—H11	120.4
N2—Fe1—N1ii	179.28 (13)	N1—C12—C11	124.1 (3)
O1—C1—O2	125.4 (3)	N1—C12—H12	117.9
O1—C1—H1	117.3	C11—C12—H12	117.9
O2—C1—H1	117.3	C12—N1—C10	116.6 (3)
O4—C2—O3	126.6 (4)	C12—N1—Fe1iii	122.3 (2)
O4—C2—H2	116.7	C10—N1—Fe1iii	121.0 (2)
O3—C2—H2	116.7	C3—N2—C7	116.6 (3)
N2—C3—C4	123.6 (3)	C3—N2—Fe1	121.9 (2)
N2—C3—H3	118.2	C7—N2—Fe1	121.4 (2)
C4—C3—H3	118.2	C1—O1—Fe1	126.7 (2)
C3—C4—C5	119.9 (3)	C1—O2—Fe1iv	122.8 (2)
C3—C4—H4	120.1	C2—O3—Fe1	126.3 (2)
C5—C4—H4	120.1	Fe1—O5—H1W	122 (3)
C4—C5—C6	116.6 (3)	Fe1—O5—H2W	122 (3)
C4—C5—C8	122.2 (3)	H1W—O5—H2W	115 (4)
C6—C5—C8	121.3 (3)	H3W—O6—H4W	114 (4)
C7—C6—C5	119.9 (3)	H5W—O7—H6W	114 (5)
C7—C6—H6	120.1	H7W—O8—H8W	114 (4)
C5—C6—H6	120.1	H9W—O9—H10W	115 (5)
N2—C7—C6	123.4 (3)

D—H···A	D—H	H···A	D···A	D—H···A
O5—H1W···O4v	0.82 (4)	1.97 (4)	2.693 (4)	146 (6)
O6—H3W···O3vi	0.82 (4)	1.98 (4)	2.792 (4)	173 (4)
O6—H4W···O9vii	0.82 (3)	1.93 (3)	2.753 (4)	175 (5)
O7—H5W···O8viii	0.82 (5)	2.22 (5)	3.028 (9)	171 (4)
O7—H6W···O4vi	0.82 (3)	2.46 (3)	3.117 (7)	137 (4)
O9—H10W···O1vii	0.82 (4)	2.16 (4)	2.954 (4)	165 (5)
O7—H6W···O2	0.82 (3)	2.61 (5)	3.158 (5)	125 (5)
O8—H7W···O7	0.82 (3)	1.94 (3)	2.763 (7)	174 (5)
O8—H8W···O6	0.82 (3)	2.03 (2)	2.797 (5)	155 (4)
O9—H9W···O8	0.82 (4)	1.99 (4)	2.779 (5)	163 (5)
O5—H2W···O6	0.82 (3)	1.94 (4)	2.729 (4)	161 (4)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O5—H1W⋯O4i	0.82 (4)	1.97 (4)	2.693 (4)	146 (6)
O6—H3W⋯O3ii	0.82 (4)	1.98 (4)	2.792 (4)	173 (4)
O6—H4W⋯O9iii	0.82 (3)	1.93 (3)	2.753 (4)	175 (5)
O7—H5W⋯O8iv	0.82 (5)	2.22 (5)	3.028 (9)	171 (4)
O7—H6W⋯O4ii	0.82 (3)	2.46 (3)	3.117 (7)	137 (4)
O9—H10W⋯O1iii	0.82 (4)	2.16 (4)	2.954 (4)	165 (5)
O7—H6W⋯O2	0.82 (3)	2.61 (5)	3.158 (5)	125 (5)
O8—H7W⋯O7	0.82 (3)	1.94 (3)	2.763 (7)	174 (5)
O8—H8W⋯O6	0.82 (3)	2.031 (19)	2.797 (5)	155 (4)
O9—H9W⋯O8	0.82 (4)	1.99 (4)	2.779 (5)	163 (5)
O5—H2W⋯O6	0.82 (3)	1.94 (4)	2.729 (4)	161 (4)

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) .