catena-Poly[[[tetra­aqua­iron(II)]-μ-5,5′-diazenediylditetra­zolido] dihydrate]

Jiao, B.; Yan, Z.; Fan, G.; Chen, S.; Gao, S.

doi:10.1107/S1600536810039632

metal-organic compounds

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Volume 66| Part 11| November 2010| Page m1374

https://doi.org/10.1107/S1600536810039632

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catena-Poly[[[tetraaquairon(II)]-μ-5,5′-diazenediylditetrazolido] dihydrate]

Bao-juan Jiao,^a Zhi-jun Yan,^a Guang Fan,^b San-ping Chen ^c ^* and Sheng-li Gao ^c

^aDepartment of Chemistry and Chemical Engineering, Xi'an University of Arts & Science, Xi'an 710065, Shaanxi, People's Republic of China, ^bCollege of Chemistry and Chemical Engineering, Xianyang Normal University, Xianyang 712000, Shaanxi, People's Republic of China, and ^cCollege of Chemistry and Materials Science, Northwest University, Xi'an 710069, Shaanxi, People's Republic of China
^*Correspondence e-mail: sanpingchen@126.com

(Received 25 September 2010; accepted 4 October 2010; online 9 October 2010)

In the title compound, {[Fe(C₂N₁₀)(H₂O)₄]·2H₂O}_n, the coordination geometry around the Fe(II) atom, which lies on a center of inversion, is distorted octahedral, with bonds to four O atoms and two N atoms. The azotetrazolate ligand displays a bridging coordination mode, forming an infinite zigzag chain. Intermolecular O—H⋯O and O—H⋯N hydrogen bonding and offset face-to-face π–π stacking interactions [centroid–centroid distance = 3.4738 (13) Å] lead to a three-dimensional network.

Related literature

For energetic complexes, see: Hammerl et al. (2001 , 2002 ); Jiao et al. (2007 ).

Experimental

Crystal data

[Fe(C₂N₁₀)(H₂O)₄]·2H₂O
M_r = 328.07
Triclinic, $[P \overline 1]$
a = 6.2449 (5) Å
b = 6.9764 (6) Å
c = 7.8256 (6) Å
α = 76.424 (1)°
β = 74.135 (1)°
γ = 69.844 (1)°
V = 304.11 (4) Å³
Z = 1
Mo Kα radiation
μ = 1.29 mm⁻¹
T = 273 K
0.30 × 0.18 × 0.12 mm

Data collection

Bruker SMART APEX CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2002 ) T_min = 0.699, T_max = 0.861
1564 measured reflections
1061 independent reflections
973 reflections with I > 2σ(I)
R_int = 0.012

Refinement

R[F² > 2σ(F²)] = 0.026
wR(F²) = 0.070
S = 1.13
1061 reflections
106 parameters
6 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.24 e Å⁻³
Δρ_min = −0.35 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O2—H2A⋯O3	0.85 (1)	1.86 (1)	2.699 (2)	170 (2)
O1—H1A⋯O3ⁱ	0.85 (1)	1.87 (1)	2.715 (2)	171 (3)
O1—H1B⋯N5	0.85 (1)	2.23 (2)	2.926 (2)	139 (2)
O3—H3B⋯N3ⁱⁱ	0.84 (1)	2.01 (1)	2.839 (2)	169 (2)
O3—H3A⋯N2ⁱⁱⁱ	0.85 (1)	2.00 (1)	2.843 (2)	173 (2)
O2—H2B⋯N3^iv	0.85 (1)	2.69 (2)	3.439 (2)	148 (2)
O2—H2B⋯N4^iv	0.85 (1)	1.99 (1)	2.840 (2)	173 (2)
Symmetry codes: (i) x, y-1, z; (ii) -x+1, -y+2, -z+1; (iii) x+1, y, z; (iv) x, y, z+1.

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); 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.

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S1600536810039632/ng5036sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536810039632/ng5036Isup2.hkl

checkCIF report

Comment top

After Thiele prepared metallic salts of azotetrazole and claimed these for use in initiators, salts of AT^2- (AT = 5,5'-azotetrazolate) have been extensively investigated and have often been considered for practical use as a class of energetic materials. We report here the crystal structure of the title compound, [Fe(C₂N₁₀)(H₂0)₄.2H₂0]_n, (I).

Single-crystal analysis shows that (I) exists as a one-dimensional infinite chain. As shown in Figure 1, the coordination geometry around Fe²⁺ cation can be described a disordered octahedral arrangement with coordination number of 6, where O1, O2, O1A and O2A form the equatorial plane, and axial positions are occupied by N1 and N1A. Additionally, each AT^2- provides two terminal nitrogen atoms (N1 and N1A) acting as bridging ligand to connect two [Fe(H₂O)₄]²⁺ to form an infinite zigzag chain.

In the crystal structure, the interactions of hydrogen bonding between the water molecules and the N atoms in the terazole rings, the off-set face to face π-π stacking interactions of the terazole rings link the complex to a three dimensional structure, as shown in Figure 2.

Related literature top

For related literature [on what subject?], see: Hammerl et al. (2001, 2002); Jiao et al. (2007).

Experimental top

Brown block-like crystal for X-ray diffraction analysis was obtained from the mixture of (NH₄)₂Fe(SO4)₂.6H₂O (0.392 g, 1 mmol), Na₂AT.5H₂O (0.304 g,1 mmol) and distilled H₂O (20 ml), which was allowed to evaporate at room temperature for one week.

Structure description top

For related literature [on what subject?], see: Hammerl et al. (2001, 2002); Jiao et al. (2007).

Computing details top

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT (Bruker, 2002); 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

	Fig. 1. A view of the molecular structure of (I) with the atom-labling scheme. Displacement ellipsoids are drawn at the 30% probability level and H atoms are shown as small spheres of arbitrary radii.
	Fig. 2. Three dimensional network of the title complex.

catena-Poly[[[tetraaquairon(II)]-µ-5,5'-diazenediylditetrazolido] dihydrate] top

Crystal data top

[Fe(C₂N₁₀)(H₂O)₄]·2H₂O	Z = 1
M_r = 328.07	F(000) = 168
Triclinic, P1	D_x = 1.791 Mg m⁻³
a = 6.2449 (5) Å	Mo Kα radiation, λ = 0.71073 Å
b = 6.9764 (6) Å	Cell parameters from 1061 reflections
c = 7.8256 (6) Å	θ = 2.7–25.1°
α = 76.424 (1)°	µ = 1.29 mm⁻¹
β = 74.135 (1)°	T = 273 K
γ = 69.844 (1)°	Block, brown
V = 304.11 (4) Å³	0.30 × 0.18 × 0.12 mm

Data collection top

Bruker SMART APEX CCD diffractometer	1061 independent reflections
Radiation source: fine-focus sealed tube	973 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.012
φ and ω scans	θ_max = 25.1°, θ_min = 2.7°
Absorption correction: multi-scan (SADABS; Bruker, 2002)	h = −7→6
T_min = 0.699, T_max = 0.861	k = −7→8
1564 measured reflections	l = −8→9

Refinement top

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)] = 0.026	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.070	H atoms treated by a mixture of independent and constrained refinement
S = 1.13	w = 1/[σ²(F_o²) + (0.0447P)² + 0.0115P] where P = (F_o² + 2F_c²)/3
1061 reflections	(Δ/σ)_max = 0.007
106 parameters	Δρ_max = 0.24 e Å⁻³
6 restraints	Δρ_min = −0.35 e Å⁻³

Crystal data top

[Fe(C₂N₁₀)(H₂O)₄]·2H₂O	γ = 69.844 (1)°
M_r = 328.07	V = 304.11 (4) Å³
Triclinic, P1	Z = 1
a = 6.2449 (5) Å	Mo Kα radiation
b = 6.9764 (6) Å	µ = 1.29 mm⁻¹
c = 7.8256 (6) Å	T = 273 K
α = 76.424 (1)°	0.30 × 0.18 × 0.12 mm
β = 74.135 (1)°

Data collection top

Bruker SMART APEX CCD diffractometer	1061 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2002)	973 reflections with I > 2σ(I)
T_min = 0.699, T_max = 0.861	R_int = 0.012
1564 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.026	6 restraints
wR(F²) = 0.070	H atoms treated by a mixture of independent and constrained refinement
S = 1.13	Δρ_max = 0.24 e Å⁻³
1061 reflections	Δρ_min = −0.35 e Å⁻³
106 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

	x	y	z	U_iso*/U_eq
Fe1	0.5000	0.5000	1.0000	0.02375 (17)
N1	0.5314 (3)	0.6482 (3)	0.7101 (2)	0.0240 (4)
N2	0.3404 (3)	0.7685 (3)	0.6503 (2)	0.0287 (4)
N3	0.3949 (3)	0.8147 (3)	0.4742 (2)	0.0323 (4)
N4	0.6210 (3)	0.7259 (3)	0.4135 (2)	0.0287 (4)
N5	0.9299 (3)	0.5062 (3)	0.5738 (2)	0.0253 (4)
O1	0.8288 (3)	0.2802 (3)	0.9369 (2)	0.0340 (4)
O2	0.6617 (3)	0.6912 (3)	1.0508 (2)	0.0403 (4)
O3	0.8598 (3)	0.9497 (3)	0.7946 (2)	0.0342 (4)
C1	0.7009 (3)	0.6250 (3)	0.5618 (3)	0.0228 (4)
H1A	0.829 (4)	0.172 (3)	0.903 (3)	0.034*
H2A	0.710 (4)	0.784 (3)	0.975 (3)	0.034*
H3A	1.002 (2)	0.886 (3)	0.754 (3)	0.034*
H1B	0.922 (4)	0.329 (4)	0.851 (2)	0.034*
H2B	0.658 (4)	0.707 (4)	1.1563 (18)	0.034*
H3B	0.797 (4)	1.008 (3)	0.705 (2)	0.034*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Fe1	0.0192 (2)	0.0327 (3)	0.0151 (2)	−0.00481 (17)	−0.00252 (16)	−0.00163 (17)
N1	0.0186 (9)	0.0307 (9)	0.0172 (9)	−0.0021 (7)	−0.0026 (7)	−0.0026 (7)
N2	0.0214 (9)	0.0379 (10)	0.0198 (9)	−0.0024 (8)	−0.0035 (7)	−0.0022 (8)
N3	0.0273 (10)	0.0406 (10)	0.0218 (10)	−0.0020 (8)	−0.0073 (8)	−0.0014 (8)
N4	0.0242 (9)	0.0389 (10)	0.0168 (9)	−0.0043 (8)	−0.0021 (7)	−0.0034 (8)
N5	0.0211 (9)	0.0336 (9)	0.0162 (8)	−0.0053 (7)	−0.0002 (6)	−0.0033 (7)
O1	0.0260 (8)	0.0398 (9)	0.0283 (9)	−0.0044 (7)	−0.0020 (7)	−0.0033 (7)
O2	0.0526 (11)	0.0589 (11)	0.0188 (9)	−0.0333 (9)	−0.0034 (8)	−0.0035 (8)
O3	0.0234 (8)	0.0433 (9)	0.0255 (9)	−0.0014 (7)	−0.0055 (7)	0.0017 (7)
C1	0.0210 (10)	0.0285 (10)	0.0154 (10)	−0.0059 (8)	−0.0023 (8)	−0.0010 (8)

Geometric parameters (Å, º) top

Fe1—O2	2.0868 (15)	N4—C1	1.335 (3)
Fe1—O2ⁱ	2.0868 (15)	N5—N5ⁱⁱ	1.245 (3)
Fe1—O1ⁱ	2.1081 (16)	N5—C1	1.400 (3)
Fe1—O1	2.1081 (16)	O1—H1A	0.854 (10)
Fe1—N1	2.2474 (16)	O1—H1B	0.851 (10)
Fe1—N1ⁱ	2.2474 (16)	O2—H2A	0.848 (10)
N1—N2	1.333 (2)	O2—H2B	0.850 (10)
N1—C1	1.338 (3)	O3—H3A	0.852 (10)
N2—N3	1.315 (3)	O3—H3B	0.844 (10)
N3—N4	1.331 (3)

O2—Fe1—O2ⁱ	180.0	N2—N1—Fe1	119.64 (12)
O2—Fe1—O1ⁱ	90.39 (7)	C1—N1—Fe1	134.93 (13)
O2ⁱ—Fe1—O1ⁱ	89.61 (7)	N3—N2—N1	109.13 (16)
O2—Fe1—O1	89.61 (7)	N2—N3—N4	110.32 (16)
O2ⁱ—Fe1—O1	90.39 (7)	N3—N4—C1	104.10 (16)
O1ⁱ—Fe1—O1	180.0	N5ⁱⁱ—N5—C1	114.3 (2)
O2—Fe1—N1	91.16 (6)	Fe1—O1—H1A	116.1 (17)
O2ⁱ—Fe1—N1	88.84 (6)	Fe1—O1—H1B	112.4 (17)
O1ⁱ—Fe1—N1	89.55 (6)	H1A—O1—H1B	104 (2)
O1—Fe1—N1	90.45 (6)	Fe1—O2—H2A	126.3 (16)
O2—Fe1—N1ⁱ	88.84 (6)	Fe1—O2—H2B	123.0 (16)
O2ⁱ—Fe1—N1ⁱ	91.16 (6)	H2A—O2—H2B	109 (2)
O1ⁱ—Fe1—N1ⁱ	90.45 (6)	H3A—O3—H3B	107 (2)
O1—Fe1—N1ⁱ	89.55 (6)	N4—C1—N1	111.80 (17)
N1—Fe1—N1ⁱ	180.0	N4—C1—N5	127.64 (18)
N2—N1—C1	104.65 (15)	N1—C1—N5	120.57 (17)

Symmetry codes: (i) −x+1, −y+1, −z+2; (ii) −x+2, −y+1, −z+1.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O2—H2A···O3	0.85 (1)	1.86 (1)	2.699 (2)	170 (2)
O1—H1A···O3ⁱⁱⁱ	0.85 (1)	1.87 (1)	2.715 (2)	171 (3)
O1—H1B···N5	0.85 (1)	2.23 (2)	2.926 (2)	139 (2)
O3—H3B···N3^iv	0.84 (1)	2.01 (1)	2.839 (2)	169 (2)
O3—H3A···N2^v	0.85 (1)	2.00 (1)	2.843 (2)	173 (2)
O2—H2B···N3^vi	0.85 (1)	2.69 (2)	3.439 (2)	148 (2)
O2—H2B···N4^vi	0.85 (1)	1.99 (1)	2.840 (2)	173 (2)

Symmetry codes: (iii) x, y−1, z; (iv) −x+1, −y+2, −z+1; (v) x+1, y, z; (vi) x, y, z+1.

Experimental details

Crystal data
Chemical formula	[Fe(C₂N₁₀)(H₂O)₄]·2H₂O
M_r	328.07
Crystal system, space group	Triclinic, P1
Temperature (K)	273
a, b, c (Å)	6.2449 (5), 6.9764 (6), 7.8256 (6)
α, β, γ (°)	76.424 (1), 74.135 (1), 69.844 (1)
V (Å³)	304.11 (4)
Z	1
Radiation type	Mo Kα
µ (mm⁻¹)	1.29
Crystal size (mm)	0.30 × 0.18 × 0.12

Data collection
Diffractometer	Bruker SMART APEX CCD
Absorption correction	Multi-scan (SADABS; Bruker, 2002)
T_min, T_max	0.699, 0.861
No. of measured, independent and observed [I > 2σ(I)] reflections	1564, 1061, 973
R_int	0.012
(sin θ/λ)_max (Å⁻¹)	0.597

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.026, 0.070, 1.13
No. of reflections	1061
No. of parameters	106
No. of restraints	6
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.24, −0.35

Computer programs: SMART (Bruker, 2002), SAINT (Bruker, 2002), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O2—H2A···O3	0.848 (10)	1.860 (11)	2.699 (2)	170 (2)
O1—H1A···O3ⁱ	0.854 (10)	1.868 (11)	2.715 (2)	171 (3)
O1—H1B···N5	0.851 (10)	2.226 (18)	2.926 (2)	139 (2)
O3—H3B···N3ⁱⁱ	0.844 (10)	2.007 (11)	2.839 (2)	169 (2)
O3—H3A···N2ⁱⁱⁱ	0.852 (10)	1.996 (10)	2.843 (2)	173 (2)
O2—H2B···N3^iv	0.850 (10)	2.691 (16)	3.439 (2)	148 (2)
O2—H2B···N4^iv	0.850 (10)	1.994 (11)	2.840 (2)	173 (2)

Symmetry codes: (i) x, y−1, z; (ii) −x+1, −y+2, −z+1; (iii) x+1, y, z; (iv) x, y, z+1.

Acknowledgements

We gratefully acknowledge the National Science Foundation of China (No. 20873100), the Natural Science Foundation of Shaanxi Province (2009JQ2015), the Special Foundation of the Education Department of Shaanxi Province (09 J K798) and the Research Foundation of Xi'an University of Arts and Science (kyc201026).

References

Bruker (2002). SADABS, SAINT and SMART. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Hammerl, A., Gerhard, H., Klapötke, T. M., Mayer, P., Nöth, H., Piotrowski, H. & Warchhold, M. (2002). Eur. J. Inorg. Chem. pp. 834–845. CSD CrossRef Google Scholar
Hammerl, A., Klapötke, T. M., Nöth, H. & Warchhold, M. (2001). Inorg. Chem. 40, 3570–3575. Web of Science CSD CrossRef PubMed CAS Google Scholar
Jiao, B. J., Chen, S. P., Zhao, F. Q., Hu, R. Z. & Gao, S. L. (2007). J. Hazard. Mater. 142, 550–554. Web of Science CSD CrossRef PubMed CAS Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar

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CRYSTALLOGRAPHIC
COMMUNICATIONS

ISSN: 2056-9890

Volume 66| Part 11| November 2010| Page m1374

https://doi.org/10.1107/S1600536810039632

Open

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

catena-Poly[[[tetra­aqua­iron(II)]-μ-5,5′-diazenediyldi­tetra­zolido] dihydrate]

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

metal-organic compounds

catena-Poly[[[tetraaquairon(II)]-μ-5,5′-diazenediylditetrazolido] dihydrate]