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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 67| Part 3| March 2011| Pages m362-m363
doi:10.1107/S1600536811005976

Poly[bis­­[μ2-(di­methyl­aza­nium­yl)methyl­enedi­phospho­nato]magnesium]

Qiao-Sheng Hu,a Xiao-Yu Deng,a Yu-Hui Suna and Zi-Yi Dua*

aCollege of Chemistry and Life Science, Gannan Normal University, Ganzhou, Jiangxi 341000, People's Republic of China
*Correspondence e-mail: ziyidu@gmail.com

(Received 31 January 2011; accepted 17 February 2011; online 23 February 2011)

The title compound, [Mg(C3H10NO6P2)2]n, synthesized by a hydro­thermal method, adopts a one-dimensional polymeric chain structure and is isotypic with the previously reported Cd complex based on the ligand N,N-dimethyl­amino­methane-1,1-diphospho­nic acid (H4L). The asymmetric unit contains one half Mg2+ ion and one H3L− anion. The unique Mg2+ ion lies on an inversion center and is octa­hedrally coordinated by O atoms from six phospho­nate groups of four different H3L− anions. Each H3L− anion, with one protonated N atom and two phospho­nate OH groups, serves as a tridentate ligand. Two of its six phospho­nate O atoms chelate to a Mg2+ cation in a bidentate fashion, while a third O atom bridges to a neighbouring Mg2+ ion. The inter­connection of Mg2+ ions by the H3L−anions leads to the formation of a polymer chain along the a axis in which the adjacent Mg2+ ions are doubly bridged by two equivalent H3L− anions. These discrete chains are further assembled into a three-dimensional supra­molecular network via O—H⋯O and N—H⋯O hydrogen bonds involving the non-coordin­ated phospho­nate O atoms and the protonated N atoms.

Related literature

For other metal complexes based on the N,N-dimethyl­amino­methane-1,1- diphospho­nate ligand, see: Du et al. (2009[Du, Z.-Y., Sun, Y.-H., Liu, Q.-Y., Xie, Y.-R. & Wen, H.-R. (2009). Inorg. Chem. 48, 7015-7017.], 2010a[Du, Z.-Y., Sun, Y.-H., Xie, Y.-R., Lin, J. & Wen, H.-R. (2010a). Inorg. Chem. Commun. 13, 77-80.],b[Du, Z.-Y., Sun, Y.-H., Zhang, X.-Z., Luo, S.-F., Xie, Y.-R. & Wan, D.-B. (2010b). CrystEngComm, 12, 1774-1778.]). For bond-length data, see: Lutz & Muller (1995[Lutz, M. & Muller, G. (1995). Inorg. Chim. Acta, 232, 189-193.]); Distler et al. (1999[Distler, A., Lohse, F. L. & Sevov, S. C. (1999). J. Chem. Soc. Dalton Trans. pp. 1805-1812.]); Stock & Bein (2004[Stock, N. & Bein, T. (2004). Angew. Chem. Int. Ed. Engl. 43, 749-752.]).

[Scheme 1]

Experimental

Crystal data

  • [Mg(C3H10NO6P2)2]

  • Mr = 460.43

  • Monoclinic, P 21 /n

  • a = 5.4507 (3) Å

  • b = 11.2166 (6) Å

  • c = 12.5770 (7) Å

  • β = 94.984 (1)°

  • V = 766.03 (7) Å3

  • Z = 2

  • Mo Kα radiation

  • μ = 0.61 mm−1

  • T = 296 K

  • 0.40 × 0.30 × 0.24 mm
Data collection

  • Bruker SMART APEX CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2008[Bruker (2008). SMART, SADABS and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.675, Tmax = 0.746

  • 4801 measured reflections

  • 1492 independent reflections

  • 1447 reflections with I > 2σ(I)

  • Rint = 0.014
Refinement

  • R[F2 > 2σ(F2)] = 0.024

  • wR(F2) = 0.066

  • S = 1.09

  • 1492 reflections

  • 115 parameters

  • H-atom parameters constrained

  • Δρmax = 0.38 e Å−3

  • Δρmin = −0.33 e Å−3

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A D—H H⋯A D⋯A D—H⋯A
N1—H1B⋯O3 0.91 2.57 3.0997 (18) 118
N1—H1B⋯O4i 0.91 2.31 3.1346 (18) 151
O3—H3D⋯O6ii 0.82 1.70 2.5011 (16) 166
O4—H4A⋯O2iii 0.82 1.81 2.6037 (16) 163
Symmetry codes: (i) [-x+{\script{3\over 2}}, y-{\script{1\over 2}}, -z+{\script{3\over 2}}]; (ii) [-x+{\script{1\over 2}}, y-{\script{1\over 2}}, -z+{\script{3\over 2}}]; (iii) -x+1, -y+1, -z+1.

Data collection: SMART (Bruker, 2008[Bruker (2008). SMART, SADABS and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2008[Bruker (2008). SMART, SADABS and SAINT. 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.]) and DIAMOND (Brandenburg, 1999[Brandenburg, K. (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany.]); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811005976/sj5102sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536811005976/sj5102Isup2.hkl

checkCIF report


Comment top

Among many of the phosphonate ligands studied so far, methylenediphosphonic acid and its derivatives are quite unique because they feature a close connection of two phosphonate moieties via one carbon atom, which facilitate their combined coordination ability to act as a [CP2O6] unit rather than two [CPO3] units. As a result, they show diversified coordination capabilities with metal ions and thus lead to the formation of new structural types. Recently, by using such ligand types, i.e. N,N-dimethylaminomethane-1,1-diphosphonate, we have isolated a series of diphosphonate complexes of metals such as AlIII, FeIII, CdII, PbII and BaII, which exhibit variable structures such as zero-dimensional, one-dimensional, double-1-dimensional, double-2-dimensional, and three-dimensional structures (Du et al., 2009, 2010a,b). As an expansion of our previous work, we have also obtained a one-dimensional magnesium(II) diphosphonate, namely [Mg(C6H20N2O12P4)]n, which is isostructural with the previously reported cadmium(II) complex based on the same ligand and shows a one-dimensional chain structure. The asymmetric unit contains a half Mg2+ cation and one H3L- anion. The unique Mg2+ cation lies on an inversion center and is octahedrally coordinated by the O atoms of six phosphonate groups from four H3L- anions. The Mg—O [2.0448 (11) – 2.1879 (11) Å] bond lengths are comparable to those reported for other MgII phosphonate complexes (Lutz & Muller, 1995; Distler et al., 1999; Stock & Bein, 2004). The unique H3L- anion, with one protonated N atom and two phosphonate OH groups, serves as a tridentate ligand. By using three of its six phosphonate O atoms, it chelates in a bidentate fashion with one Mg2+ cation and also bridges to a second Mg2+ ion. The interconnection of Mg2+ cations by the H3L- anions leads to the formation of a one-dimensional chain along the a-axis, in which the adjacent Mg2+ ions are doubly bridged by two equivalent H3L- anions. These discrete one-dimensional chains are further assembled into a three-dimensional supramolecular network via O—H···O and N—H···O hydrogen bonds involving the non-coordinated phosphonate O atoms and the protonated N atoms.

Related literature top

For other metal complexes based on the N,N-dimethylaminomethane-1,1- diphosphonate ligand, see: Du et al. (2009, 2010a,b). For bond-length data, see: Lutz & Muller (1995); Distler et al. (1999); Stock & Bein (2004).

Experimental top

For the preparation of (I), a mixture of Mg(NO3)2 (0.20 mmol) and H4L (0.50 mmol) and ethanol (3 ml) in 10 ml distilled water, was sealed into a Parr Teflon-lined autoclave (23 ml) and heated at 393 K for 3 d. Colorless block-shaped crystals were collected in ca 55% yield based on Mg. Analysis calculated for C6H20N2O12Mg1P4: C 15.65, H 4.38, N 6.08%; found: C 15.59, H 4.48, N 6.03%.

Refinement top

The N-bound and the tertiary C-bound H atoms were positioned geometrically and refined using a riding model: N—H = 0.91 and C—H = 0.98 Å, with Uiso(H) = 1.2Ueq(N, C); while the O-bound and the primary C-bound H atoms were placed in idealized positions and constrained to ride on their parent atoms: O—H = 0.82 and C—H = 0.96 Å, with Uiso(H) = 1.5 times Ueq(O, C).

Computing details top

Data collection: SMART (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT (Bruker, 2008); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL97 (Sheldrick, 2008) and DIAMOND (Brandenburg, 1999); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. A view of the selected unit of (I), showing the atom-numbering scheme. Displacement ellipsoids are drawn at the 30% probability level. Hydrogen atoms have been omitted for clarity. [Symmetry codes: (i) x - 1, y, z; (ii) -x + 1, -y + 1, -z + 1; (iii) -x, -y + 1, -z + 1; (iv) x + 1, y, z.]
[Figure 2] Fig. 2. A view of the chain structure of (I) along the a-axis. The CPO3 tetrahedra are shaded in purple. Mg, N and C atoms are drawn as cyan, blue and grey circles, respectively. Hydrogen atoms have been omitted for clarity.
[Figure 3] Fig. 3. A view of the three-dimensional supramolecular structure of (I) down the a-axis. The MgO6 octahedra and CPO3 tetrahedra are shaded in cyan and purple, respectively. N, C and H atoms are drawn as blue, grey and green circles, respectively. Hydrogen bonds are represented by dashed lines.
Poly[bis[µ2-(dimethylazaniumyl)methylenediphosphonato]magnesium] top
Crystal data top
[Mg(C3H10NO6P2)2]F(000) = 476
Mr = 460.43Dx = 1.996 Mg m−3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 4647 reflections
a = 5.4507 (3) Åθ = 2.4–29.4°
b = 11.2166 (6) ŵ = 0.61 mm−1
c = 12.5770 (7) ÅT = 296 K
β = 94.984 (1)°Block, colourless
V = 766.03 (7) Å30.40 × 0.30 × 0.24 mm
Z = 2
Data collection top
Bruker SMART APEX CCD area-detector
diffractometer		1492 independent reflections
Radiation source: fine-focus sealed tube1447 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.014
ϕ and ω scansθmax = 26.0°, θmin = 2.4°
Absorption correction: multi-scan
(SADABS; Bruker, 2008)		h = −6→6
Tmin = 0.675, Tmax = 0.746k = −13→13
4801 measured reflectionsl = −15→15
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)] = 0.024Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.066H-atom parameters constrained
S = 1.09 w = 1/[σ2(Fo2) + (0.0347P)2 + 0.6187P]
where P = (Fo2 + 2Fc2)/3
1492 reflections(Δ/σ)max = 0.001
115 parametersΔρmax = 0.38 e Å−3
0 restraintsΔρmin = −0.33 e Å−3
Crystal data top
[Mg(C3H10NO6P2)2]V = 766.03 (7) Å3
Mr = 460.43Z = 2
Monoclinic, P21/nMo Kα radiation
a = 5.4507 (3) ŵ = 0.61 mm−1
b = 11.2166 (6) ÅT = 296 K
c = 12.5770 (7) Å0.40 × 0.30 × 0.24 mm
β = 94.984 (1)°
Data collection top
Bruker SMART APEX CCD area-detector
diffractometer		1492 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2008)		1447 reflections with I > 2σ(I)
Tmin = 0.675, Tmax = 0.746Rint = 0.014
4801 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0240 restraints
wR(F2) = 0.066H-atom parameters constrained
S = 1.09Δρmax = 0.38 e Å−3
1492 reflectionsΔρmin = −0.33 e Å−3
115 parameters
Special details top

Experimental. IR data (KBr, ν, cm-1): 3437 (m), 3137 (s), 3071 (m), 2986 (m), 2826 (m), 2280 (m), 1815 (m), 1473 (m), 1457 (m), 1421 (m), 1388 (m), 1256 (s), 1225 (s), 1200 (versus), 1155 (s), 1128 (s), 1088 (s), 1036 (s), 995 (s), 950 (s), 928 (s), 854 (m), 827 (m), 725 (m), 615 (m), 573 (s), 517 (m), 476 (m).

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
Mg10.00000.50000.50000.01237 (17)
P10.52519 (7)0.34374 (3)0.59421 (3)0.01109 (12)
P20.34788 (7)0.55738 (3)0.72234 (3)0.01225 (13)
N10.5807 (3)0.35032 (12)0.81729 (11)0.0161 (3)
H1B0.63070.27570.80070.019*
C10.4187 (3)0.39596 (14)0.72149 (12)0.0126 (3)
H1A0.25960.35650.72620.015*
C20.4447 (4)0.33952 (16)0.91574 (13)0.0217 (4)
H2A0.55450.31020.97370.032*
H2B0.30960.28510.90240.032*
H2C0.38310.41630.93410.032*
C30.8076 (3)0.42374 (19)0.84083 (15)0.0264 (4)
H3A0.90270.39180.90210.040*
H3B0.76200.50450.85500.040*
H3C0.90410.42210.78050.040*
O10.7774 (2)0.38860 (10)0.57970 (9)0.0168 (3)
O20.3180 (2)0.38023 (10)0.51279 (9)0.0160 (2)
O30.5417 (2)0.20563 (10)0.60652 (10)0.0182 (3)
H3D0.41140.18000.62530.027*
O40.5780 (2)0.62560 (11)0.68532 (9)0.0177 (3)
H4A0.58460.61610.62100.027*
O50.1277 (2)0.57125 (10)0.64393 (9)0.0167 (3)
O60.3209 (2)0.59441 (11)0.83501 (9)0.0187 (3)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Mg10.0099 (4)0.0144 (4)0.0127 (4)−0.0013 (3)0.0006 (3)0.0007 (3)
P10.0111 (2)0.0108 (2)0.0117 (2)−0.00042 (14)0.00234 (15)0.00033 (14)
P20.0116 (2)0.0127 (2)0.0124 (2)0.00185 (14)0.00060 (15)−0.00118 (14)
N10.0179 (7)0.0157 (7)0.0144 (6)0.0044 (5)−0.0008 (5)0.0006 (5)
C10.0116 (7)0.0146 (7)0.0114 (7)0.0011 (6)0.0004 (6)0.0000 (6)
C20.0286 (10)0.0216 (9)0.0150 (8)0.0014 (7)0.0029 (7)0.0032 (6)
C30.0153 (9)0.0371 (10)0.0257 (9)−0.0014 (8)−0.0047 (7)0.0022 (8)
O10.0137 (6)0.0172 (6)0.0200 (6)−0.0027 (4)0.0041 (4)0.0022 (5)
O20.0142 (6)0.0197 (6)0.0141 (5)0.0016 (4)0.0008 (4)0.0009 (4)
O30.0178 (6)0.0122 (6)0.0253 (6)−0.0009 (4)0.0067 (5)0.0010 (5)
O40.0171 (6)0.0191 (6)0.0171 (5)−0.0036 (5)0.0022 (5)−0.0025 (5)
O50.0147 (6)0.0173 (6)0.0174 (6)0.0022 (4)−0.0018 (5)−0.0004 (4)
O60.0196 (6)0.0217 (6)0.0148 (6)0.0060 (5)0.0015 (5)−0.0033 (5)
Geometric parameters (Å, º) top
Mg1—O5i2.0448 (11)N1—C31.494 (2)
Mg1—O52.0448 (11)N1—C21.502 (2)
Mg1—O1ii2.0615 (11)N1—C11.5196 (19)
Mg1—O1iii2.0616 (11)N1—H1B0.9100
Mg1—O22.1879 (11)C1—H1A0.9800
Mg1—O2i2.1879 (11)C2—H2A0.9600
P1—O11.4898 (12)C2—H2B0.9600
P1—O21.5134 (12)C2—H2C0.9600
P1—O31.5587 (12)C3—H3A0.9600
P1—C11.8451 (15)C3—H3B0.9600
P2—O51.4938 (12)C3—H3C0.9600
P2—O61.4961 (12)O1—Mg1iv2.0615 (11)
P2—O41.5737 (12)O3—H3D0.8200
P2—C11.8515 (16)O4—H4A0.8200
O5i—Mg1—O5179.999 (1)C3—N1—C1112.68 (13)
O5i—Mg1—O1ii88.62 (5)C2—N1—C1112.71 (13)
O5—Mg1—O1ii91.38 (5)C3—N1—H1B107.1
O5i—Mg1—O1iii91.38 (5)C2—N1—H1B107.1
O5—Mg1—O1iii88.62 (5)C1—N1—H1B107.1
O1ii—Mg1—O1iii180.0N1—C1—P1112.08 (10)
O5i—Mg1—O291.82 (4)N1—C1—P2115.59 (10)
O5—Mg1—O288.18 (4)P1—C1—P2113.39 (8)
O1ii—Mg1—O284.94 (4)N1—C1—H1A104.8
O1iii—Mg1—O295.06 (4)P1—C1—H1A104.8
O5i—Mg1—O2i88.19 (4)P2—C1—H1A104.8
O5—Mg1—O2i91.82 (4)N1—C2—H2A109.5
O1ii—Mg1—O2i95.06 (4)N1—C2—H2B109.5
O1iii—Mg1—O2i84.94 (4)H2A—C2—H2B109.5
O2—Mg1—O2i180.00 (6)N1—C2—H2C109.5
O1—P1—O2117.90 (7)H2A—C2—H2C109.5
O1—P1—O3107.58 (7)H2B—C2—H2C109.5
O2—P1—O3111.67 (7)N1—C3—H3A109.5
O1—P1—C1111.24 (7)N1—C3—H3B109.5
O2—P1—C1103.22 (7)H3A—C3—H3B109.5
O3—P1—C1104.42 (7)N1—C3—H3C109.5
O5—P2—O6117.19 (7)H3A—C3—H3C109.5
O5—P2—O4111.67 (7)H3B—C3—H3C109.5
O6—P2—O4106.96 (7)P1—O1—Mg1iv148.50 (8)
O5—P2—C1104.71 (7)P1—O2—Mg1139.08 (7)
O6—P2—C1108.34 (7)P1—O3—H3D109.5
O4—P2—C1107.57 (7)P2—O4—H4A109.5
C3—N1—C2109.91 (14)P2—O5—Mg1137.38 (7)
Symmetry codes: (i) −x, −y+1, −z+1; (ii) −x+1, −y+1, −z+1; (iii) x−1, y, z; (iv) x+1, y, z.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N1—H1B···O30.912.573.0997 (18)118
N1—H1B···O4v0.912.313.1346 (18)151
O3—H3D···O6vi0.821.702.5011 (16)166
O4—H4A···O2ii0.821.812.6037 (16)163
Symmetry codes: (ii) −x+1, −y+1, −z+1; (v) −x+3/2, y−1/2, −z+3/2; (vi) −x+1/2, y−1/2, −z+3/2.

Experimental details

Crystal data
Chemical formula[Mg(C3H10NO6P2)2]
Mr460.43
Crystal system, space groupMonoclinic, P21/n
Temperature (K)296
a, b, c (Å)5.4507 (3), 11.2166 (6), 12.5770 (7)
β (°) 94.984 (1)
V (Å3)766.03 (7)
Z2
Radiation typeMo Kα
µ (mm−1)0.61
Crystal size (mm)0.40 × 0.30 × 0.24
Data collection
DiffractometerBruker SMART APEX CCD area-detector
diffractometer
Absorption correctionMulti-scan
(SADABS; Bruker, 2008)
Tmin, Tmax0.675, 0.746
No. of measured, independent and
observed [I > 2σ(I)] reflections		4801, 1492, 1447
Rint0.014
(sin θ/λ)max (Å−1)0.617
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.024, 0.066, 1.09
No. of reflections1492
No. of parameters115
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å−3)0.38, −0.33

Computer programs: SMART (Bruker, 2008), SAINT (Bruker, 2008), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL97 (Sheldrick, 2008) and DIAMOND (Brandenburg, 1999), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N1—H1B···O30.912.573.0997 (18)118
N1—H1B···O4i0.912.313.1346 (18)151
O3—H3D···O6ii0.821.702.5011 (16)166
O4—H4A···O2iii0.821.812.6037 (16)163
Symmetry codes: (i) −x+3/2, y−1/2, −z+3/2; (ii) −x+1/2, y−1/2, −z+3/2; (iii) −x+1, −y+1, −z+1.
 

Acknowledgements

This work was supported by the Natural Science Foundation of Jiangxi Province (grant 2008GQH0013) and the Natural Science Foundation of Jiangxi Provincial Education Department (grant GJJ09317).

References

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ISSN: 2056-9890
Volume 67| Part 3| March 2011| Pages m362-m363
doi:10.1107/S1600536811005976
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