Poly[bis-(N,N-dimethyl-formamide-κO)(μ(4)-naphthalene-1,5-disulfonato)magnesium(II)].

The structure of the title compound, [Mg(C(10)H(6)O(6)S(2))(C(3)H(7)NO)(2)](n), consists of MgO(6) octa-hedra ( symmetry) connected to naphthalene-1,5-disulfonate ligands ( symmetry) in the equatoral plane, forming a two-dimensional network propagating parallel to (010). The coordination sphere of the Mg atom is completed by the O atoms of two N,N-dimethyl-formamide (DMF) mol-ecules in the axial positions. The title compound represents the first time the naphthalene-1,5-disulfonate anion is bound directly to a Mg(2+) atom. Disorder over two positions was found in the DMF mol-ecule in a 0.518 (8):0.482 (8) ratio.

Related literature

For background to metal-organic coordination polymers (CPs) and frameworks (MOFs), see: Cheetham et al. (2006 ▶); Kitagawa et al. (2004 ▶); Rosseinsky (2004 ▶); Rowsell & Yaghi (2004 ▶). For structures in which Mg2+ is not directly linked to naphthalene­disulfonate ligands but is surrounded by water mol­ecules, see: Cody & Hazel (1977 ▶); Morris et al. (2003 ▶); Shakeri & Haussühl (1992 ▶).

Experimental

Crystal data

[Mg(C10H6O6S2)(C3H7NO)2]

M = 456.79

Triclinic,

a = 5.1328 (2) Å

b = 9.3890 (4) Å

c = 10.4029 (4) Å

α = 85.158 (1)°

β = 75.638 (1)°

γ = 79.501 (1)°

V = 477.13 (3) Å3

Z = 1

Synchrotron radiation

λ = 0.41328 Å

μ = 0.08 mm−1

T = 100 K

0.09 × 0.03 × 0.01 mm

Data collection

Bruker APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2008 ▶) T min = 0.993, T max = 0.999

8811 measured reflections

1961 independent reflections

1721 reflections with I > 2σ(I)

R int = 0.054

Refinement

R[F 2 > 2σ(F 2)] = 0.032

wR(F 2) = 0.087

S = 1.04

1961 reflections

221 parameters

6 restraints

Only H-atom coordinates refined

Δρmax = 0.61 e Å−3

Δρmin = −0.51 e Å−3

Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT-Plus (Bruker, 2007 ▶); data reduction: SAINT-Plus; program(s) used to solve structure: SIR2004 (Burla et al., 2005 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: CrystalMaker (CrystalMaker, 2009 ▶); software used to prepare material for publication: enCIFer (Allen et al., 2004 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810017952/wm2328sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810017952/wm2328Isup2.hkl

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

[Mg(C10H6O6S2)(C3H7NO)2]	Z = 1
Mr = 456.79	F(000) = 238
Triclinic, P1	Dx = 1.590 Mg m−3
Hall symbol: -P 1	Synchrotron radiation, λ = 0.41328 Å
a = 5.1328 (2) Å	Cell parameters from 4827 reflections
b = 9.3890 (4) Å	θ = 2.4–17.1°
c = 10.4029 (4) Å	µ = 0.08 mm−1
α = 85.158 (1)°	T = 100 K
β = 75.638 (1)°	Needle, colorless
γ = 79.501 (1)°	0.09 × 0.03 × 0.01 mm
V = 477.13 (3) Å3

Bruker APEXII CCD diffractometer	1961 independent reflections
Radiation source: APS Sector 15	1721 reflections with I > 2σ(I)
graphite	Rint = 0.054
phi scans	θmax = 15.0°, θmin = 1.3°
Absorption correction: multi-scan (SADABS; Bruker, 2008)	h = −6→6
Tmin = 0.993, Tmax = 0.999	k = −11→11
8811 measured reflections	l = −12→12

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)] = 0.032	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.087	Only H-atom coordinates refined
S = 1.04	w = 1/[σ2(Fo2) + (0.0481P)2 + 0.2091P] where P = (Fo2 + 2Fc2)/3
1961 reflections	(Δ/σ)max < 0.001
221 parameters	Δρmax = 0.61 e Å−3
6 restraints	Δρmin = −0.51 e Å−3

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 > 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	Occ. (<1)
S1	0.07457 (7)	0.11525 (4)	0.80723 (4)	0.00723 (15)
Mg1	0.5000	0.0000	1.0000	0.00731 (19)
O1	0.2916 (2)	0.11924 (12)	0.87562 (11)	0.0100 (3)
O2	−0.1359 (2)	0.04071 (13)	0.88296 (11)	0.0117 (3)
O3	−0.0320 (2)	0.25885 (12)	0.76873 (12)	0.0123 (3)
O4	0.5528 (2)	−0.18505 (12)	0.88102 (12)	0.0115 (3)
C1	0.4500 (3)	0.04297 (17)	0.56082 (16)	0.0084 (3)
C2	0.2241 (3)	0.00625 (17)	0.65774 (15)	0.0088 (3)
C3	0.1051 (3)	−0.10819 (18)	0.63682 (17)	0.0113 (3)
H3	−0.048 (4)	−0.127 (2)	0.698 (2)	0.014*
C4	0.4211 (3)	−0.16097 (18)	0.42018 (17)	0.0103 (3)
H4	0.474 (4)	−0.216 (2)	0.343 (2)	0.012*
C5	0.2054 (4)	−0.19167 (19)	0.51598 (17)	0.0135 (4)
H5	0.112 (4)	−0.269 (2)	0.503 (2)	0.016*
C6	0.3941 (13)	−0.2695 (7)	0.8776 (6)	0.0152 (12)	0.518 (8)
H6	0.213 (9)	−0.258 (4)	0.935 (4)	0.018*	0.518 (8)
N1	0.4566 (15)	−0.3857 (7)	0.7960 (6)	0.0128 (13)	0.518 (8)
C7	0.2600 (9)	−0.4804 (5)	0.7982 (5)	0.0269 (13)	0.518 (8)
H7A	0.355 (14)	−0.580 (7)	0.827 (7)	0.040*	0.518 (8)
H7B	0.089 (11)	−0.435 (6)	0.866 (5)	0.040*	0.518 (8)
H7C	0.224 (10)	−0.489 (6)	0.713 (6)	0.040*	0.518 (8)
C8	0.7147 (16)	−0.4185 (7)	0.6958 (6)	0.0182 (13)	0.518 (8)
H8A	0.809 (13)	−0.505 (9)	0.686 (7)	0.027*	0.518 (8)
H8B	0.683 (11)	−0.383 (6)	0.620 (5)	0.027*	0.518 (8)
H8C	0.839 (10)	−0.384 (5)	0.721 (5)	0.027*	0.518 (8)
C6'	0.4544 (12)	−0.2955 (6)	0.9149 (6)	0.0098 (11)	0.482 (8)
H6'	0.362 (9)	−0.313 (5)	1.007 (5)	0.012*	0.482 (8)
N1'	0.4704 (16)	−0.4086 (8)	0.8350 (7)	0.0108 (13)	0.482 (8)
C7'	0.3529 (8)	−0.5363 (4)	0.8827 (4)	0.0154 (13)	0.482 (8)
H7A'	0.228 (11)	−0.544 (8)	0.839 (6)	0.023*	0.482 (8)
H7B'	0.500 (10)	−0.625 (5)	0.860 (5)	0.023*	0.482 (8)
H7C'	0.279 (9)	−0.520 (5)	0.977 (5)	0.023*	0.482 (8)
C8'	0.6042 (17)	−0.4110 (8)	0.6929 (6)	0.0157 (14)	0.482 (8)
H8A'	0.751 (13)	−0.511 (9)	0.678 (7)	0.024*	0.482 (8)
H8B'	0.674 (10)	−0.320 (6)	0.674 (5)	0.024*	0.482 (8)
H8C'	0.469 (11)	−0.418 (5)	0.651 (5)	0.024*	0.482 (8)

	U11	U22	U33	U12	U13	U23
S1	0.0075 (2)	0.0079 (2)	0.0062 (2)	−0.00348 (15)	−0.00026 (15)	0.00097 (15)
Mg1	0.0080 (4)	0.0073 (4)	0.0069 (4)	−0.0044 (3)	−0.0006 (3)	0.0014 (3)
O1	0.0109 (5)	0.0108 (6)	0.0091 (6)	−0.0057 (4)	−0.0027 (4)	0.0039 (5)
O2	0.0097 (5)	0.0156 (6)	0.0103 (6)	−0.0080 (5)	0.0006 (4)	0.0010 (5)
O3	0.0140 (6)	0.0089 (6)	0.0134 (6)	−0.0014 (5)	−0.0038 (5)	0.0028 (5)
O4	0.0138 (6)	0.0098 (6)	0.0116 (6)	−0.0058 (5)	−0.0016 (5)	0.0002 (5)
C1	0.0093 (7)	0.0077 (8)	0.0085 (8)	−0.0017 (6)	−0.0031 (6)	0.0018 (6)
C2	0.0099 (7)	0.0090 (8)	0.0072 (8)	−0.0012 (6)	−0.0022 (6)	0.0009 (6)
C3	0.0116 (8)	0.0126 (8)	0.0098 (8)	−0.0062 (6)	−0.0005 (6)	0.0025 (6)
C4	0.0138 (8)	0.0093 (8)	0.0083 (8)	−0.0051 (6)	−0.0013 (6)	−0.0007 (6)
C5	0.0173 (8)	0.0120 (8)	0.0134 (8)	−0.0104 (7)	−0.0019 (7)	−0.0004 (7)
C6	0.016 (3)	0.020 (3)	0.012 (3)	−0.0077 (19)	−0.0046 (19)	−0.001 (2)
N1	0.020 (2)	0.010 (2)	0.011 (3)	−0.0105 (18)	−0.004 (2)	0.002 (2)
C7	0.032 (2)	0.022 (2)	0.031 (3)	−0.0188 (19)	−0.0045 (19)	−0.0054 (19)
C8	0.020 (3)	0.015 (3)	0.017 (2)	−0.001 (3)	−0.002 (3)	−0.0009 (16)
C6'	0.010 (2)	0.011 (2)	0.010 (3)	−0.0038 (18)	−0.0023 (18)	−0.004 (2)
N1'	0.012 (2)	0.008 (2)	0.010 (3)	−0.0034 (17)	0.000 (2)	0.002 (2)
C7'	0.0156 (19)	0.008 (2)	0.022 (3)	−0.0054 (14)	−0.0012 (16)	−0.0012 (16)
C8'	0.018 (3)	0.016 (2)	0.014 (3)	−0.004 (3)	−0.003 (3)	−0.0018 (16)

S1—O3	1.4234 (12)	C5—H5	0.98 (2)
S1—O2	1.4276 (12)	C6—N1	1.381 (8)
S1—O1	1.4701 (11)	C6—H6	0.97 (4)
S1—C2	1.8560 (16)	N1—C7	1.456 (7)
Mg1—O1	2.0193 (11)	N1—C8	1.469 (9)
Mg1—O1i	2.0193 (11)	C7—H7A	1.03 (7)
Mg1—O2ii	2.0429 (11)	C7—H7B	1.03 (6)
Mg1—O2iii	2.0429 (11)	C7—H7C	0.97 (6)
Mg1—O4i	2.1562 (11)	C8—H8A	0.87 (9)
Mg1—O4	2.1562 (11)	C8—H8B	0.87 (5)
O2—Mg1iv	2.0429 (11)	C8—H8C	0.87 (5)
O4—C6'	1.223 (6)	C6'—N1'	1.382 (8)
O4—C6	1.244 (6)	C6'—H6'	0.97 (5)
C1—C2	1.409 (2)	N1'—C7'	1.436 (7)
C1—C4v	1.440 (2)	N1'—C8'	1.468 (8)
C1—C1v	1.488 (3)	C7'—H7A'	0.89 (6)
C2—C3	1.386 (2)	C7'—H7B'	1.02 (5)
C3—C5	1.469 (2)	C7'—H7C'	0.97 (5)
C3—H3	0.92 (2)	C8'—H8A'	1.09 (9)
C4—C5	1.350 (2)	C8'—H8B'	0.98 (5)
C4—C1v	1.440 (2)	C8'—H8C'	0.92 (5)
C4—H4	0.95 (2)
O3—S1—O2	111.65 (7)	C3—C5—H5	119.7 (12)
O3—S1—O1	109.59 (7)	O4—C6—N1	124.7 (6)
O2—S1—O1	113.33 (7)	O4—C6—H6	120 (2)
O3—S1—C2	109.78 (7)	N1—C6—H6	115 (2)
O2—S1—C2	104.07 (7)	O4—C6—H6'	94.7 (18)
O1—S1—C2	108.22 (7)	N1—C6—H6'	111.8 (18)
O1—Mg1—O1i	180.00 (4)	H6—C6—H6'	61 (3)
O1—Mg1—O2ii	91.70 (5)	C6—N1—C7	121.5 (6)
O1i—Mg1—O2ii	88.30 (5)	C6—N1—C8	123.5 (6)
O1—Mg1—O2iii	88.30 (5)	C7—N1—C8	114.9 (6)
O1i—Mg1—O2iii	91.70 (5)	N1—C7—H7A	103 (4)
O2ii—Mg1—O2iii	180.0	N1—C7—H7B	104 (3)
O1—Mg1—O4i	90.98 (5)	H7A—C7—H7B	115 (5)
O1i—Mg1—O4i	89.02 (5)	N1—C7—H7C	114 (3)
O2ii—Mg1—O4i	93.38 (5)	H7A—C7—H7C	108 (5)
O2iii—Mg1—O4i	86.62 (4)	H7B—C7—H7C	112 (4)
O1—Mg1—O4	89.02 (5)	N1—C8—H8A	123 (5)
O1i—Mg1—O4	90.98 (5)	N1—C8—H8B	107 (4)
O2ii—Mg1—O4	86.62 (4)	H8A—C8—H8B	110 (6)
O2iii—Mg1—O4	93.38 (5)	N1—C8—H8C	108 (3)
O4i—Mg1—O4	180.0	H8A—C8—H8C	94 (5)
S1—O1—Mg1	141.82 (7)	H8B—C8—H8C	115 (5)
S1—O2—Mg1iv	161.80 (8)	N1'—C6'—H6'	113 (2)
C6'—O4—Mg1	126.6 (3)	C6'—N1'—C7'	123.1 (5)
C6—O4—Mg1	130.9 (3)	C6'—N1'—C8'	124.2 (6)
C2—C1—C4v	120.44 (15)	C7'—N1'—C8'	112.7 (6)
C2—C1—C1v	118.31 (17)	N1'—C7'—H7A'	109 (5)
C4v—C1—C1v	121.26 (18)	N1'—C7'—H7B'	109 (3)
C3—C2—C1	119.08 (15)	H7A'—C7'—H7B'	106 (5)
C3—C2—S1	120.03 (12)	N1'—C7'—H7C'	103 (3)
C1—C2—S1	120.80 (12)	H7A'—C7'—H7C'	114 (5)
C2—C3—C5	122.01 (15)	H7B'—C7'—H7C'	116 (4)
C2—C3—H3	117.9 (12)	N1'—C8'—H8A'	107 (4)
C5—C3—H3	119.9 (12)	N1'—C8'—H8B'	104 (3)
C5—C4—C1v	118.10 (15)	H8A'—C8'—H8B'	118 (5)
C5—C4—H4	118.1 (12)	N1'—C8'—H8C'	105 (3)
C1v—C4—H4	123.7 (12)	H8A'—C8'—H8C'	107 (4)
C4—C5—C3	121.24 (15)	H8B'—C8'—H8C'	115 (4)
C4—C5—H5	119.0 (12)

Table 1

Selected bond lengths (Å)

Mg1—O1	2.0193 (11)
Mg1—O2i	2.0429 (11)
Mg1—O4	2.1562 (11)

Symmetry code: (i) .