Poly[(μ(6)-2-methyl-3,5-dinitro-benzoato)potassium].

In the structure of the title coordination polymer, [K(C(8)H(5)N(2)O(6))](n), each ligand bridges six K(+) cations. The carboxyl-ate group coordinates both bidentately to one K(+) ion and monodentately to two K(+) ions, while one nitro group coordinates bidentately to a fourth K(+) ion. The last two K(+) ions are coordinated by the remaining nitro group, one in a bidentate fashion, the other monodentately through one O atom. This bridging mode results in a three-dimensional network. The coordination geometry of the K(+) ion is represented by an irregular KO(9) polyhedron. Very weak C-H⋯O inter-actions are observed in the crystal structure.

Related literature

Tin complexes with organic ligands have attracted considerable inter­est due to their biological activity, see, for example: Shahzadi et al. (2007 ▶). For the structure of a sodium(I) complex with the 2-methyl-3,5-dinitro-benzoate ligand, see: Danish et al. (2010 ▶).

Experimental

Crystal data

[K(C8H5N2O6)]

M = 264.24

Monoclinic,

a = 8.1632 (16) Å

b = 16.998 (3) Å

c = 7.0684 (14) Å

β = 90.49 (3)°

V = 980.7 (3) Å3

Z = 4

Mo Kα radiation

μ = 0.56 mm−1

T = 293 K

0.43 × 0.32 × 0.22 mm

Data collection

Kuma KM-4 four-circle diffractometer

Absorption correction: analytical (CrysAlis RED; Oxford Diffraction, 2008 ▶) T min = 0.889, T max = 0.920

3035 measured reflections

2855 independent reflections

2200 reflections with I > 2σ(I)

R int = 0.033

3 standard reflections every 200 reflections intensity decay: 0.7%

Refinement

R[F 2 > 2σ(F 2)] = 0.049

wR(F 2) = 0.148

S = 1.06

2855 reflections

155 parameters

H-atom parameters constrained

Δρmax = 0.72 e Å−3

Δρmin = −0.72 e Å−3

Data collection: KM-4 Software (Kuma, 1996 ▶); cell refinement: KM-4 Software; data reduction: DATAPROC (Kuma, 2001 ▶); 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: SHELXTL.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810015400/ez2207sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810015400/ez2207Isup2.hkl

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

[K(C8H5N2O6)]	F(000) = 536
Mr = 264.24	Dx = 1.790 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 25 reflections
a = 8.1632 (16) Å	θ = 6–15°
b = 16.998 (3) Å	µ = 0.56 mm−1
c = 7.0684 (14) Å	T = 293 K
β = 90.49 (3)°	Block, brown
V = 980.7 (3) Å3	0.43 × 0.32 × 0.22 mm
Z = 4

Kuma KM-4 four-circle diffractometer	2200 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.033
graphite	θmax = 30.1°, θmin = 2.4°
profile data from ω/2θ scans	h = −11→0
Absorption correction: analytical (CrysAlis RED; Oxford Diffraction, 2008)	k = 0→23
Tmin = 0.889, Tmax = 0.920	l = −9→9
3035 measured reflections	3 standard reflections every 200 reflections
2855 independent reflections	intensity decay: 0.7%

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)] = 0.049	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.148	H-atom parameters constrained
S = 1.06	w = 1/[σ2(Fo2) + (0.1144P)2 + 0.0549P] where P = (Fo2 + 2Fc2)/3
2855 reflections	(Δ/σ)max = 0.001
155 parameters	Δρmax = 0.72 e Å−3
0 restraints	Δρmin = −0.72 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
K1	0.30646 (5)	0.70455 (2)	0.53719 (5)	0.03281 (15)
C1	0.24609 (16)	0.97819 (8)	0.52276 (19)	0.0220 (3)
C7	0.26751 (18)	0.88921 (9)	0.5373 (2)	0.0246 (3)
C2	0.30932 (17)	1.02265 (9)	0.3727 (2)	0.0233 (3)
C6	0.16004 (17)	1.01430 (9)	0.6686 (2)	0.0255 (3)
H6	0.1179	0.9844	0.7670	0.031*
C3	0.28318 (19)	1.10416 (9)	0.3816 (2)	0.0266 (3)
O1	0.25937 (19)	0.85008 (8)	0.38860 (17)	0.0395 (3)
O6	0.39480 (19)	1.22199 (8)	0.2829 (2)	0.0471 (4)
O2	0.28968 (18)	0.86252 (8)	0.69897 (17)	0.0373 (3)
N1	0.04619 (18)	1.13215 (9)	0.8188 (2)	0.0346 (3)
N2	0.34771 (18)	1.15683 (9)	0.2343 (2)	0.0334 (3)
C5	0.13803 (18)	1.09462 (9)	0.6657 (2)	0.0270 (3)
O5	0.3523 (2)	1.13326 (10)	0.0711 (2)	0.0526 (4)
C8	0.4096 (2)	0.98522 (10)	0.2191 (2)	0.0319 (3)
H81	0.3405	0.9739	0.1120	0.048*
H83	0.4573	0.9373	0.2656	0.048*
H82	0.4951	1.0207	0.1819	0.048*
C4	0.20004 (19)	1.14170 (10)	0.5248 (2)	0.0295 (3)
H4	0.1866	1.1960	0.5261	0.035*
O3	0.0391 (2)	1.20350 (9)	0.8230 (3)	0.0503 (4)
O4	−0.0210 (2)	1.08967 (10)	0.9335 (2)	0.0533 (4)

	U11	U22	U33	U12	U13	U23
K1	0.0473 (3)	0.0273 (2)	0.0239 (2)	−0.00228 (13)	0.00711 (15)	0.00005 (11)
C1	0.0202 (6)	0.0239 (6)	0.0219 (6)	0.0009 (5)	0.0005 (5)	−0.0003 (5)
C7	0.0229 (6)	0.0250 (7)	0.0259 (7)	0.0011 (5)	0.0041 (5)	0.0009 (5)
C2	0.0202 (6)	0.0269 (7)	0.0228 (6)	−0.0014 (5)	0.0016 (5)	−0.0004 (5)
C6	0.0217 (6)	0.0314 (8)	0.0234 (6)	0.0004 (5)	0.0042 (5)	0.0004 (5)
C3	0.0250 (7)	0.0270 (7)	0.0280 (7)	−0.0014 (5)	0.0026 (5)	0.0045 (5)
O1	0.0608 (9)	0.0291 (6)	0.0285 (6)	0.0017 (6)	0.0010 (5)	−0.0041 (5)
O6	0.0453 (8)	0.0310 (7)	0.0650 (10)	−0.0058 (5)	0.0100 (7)	0.0082 (6)
O2	0.0520 (8)	0.0329 (6)	0.0270 (6)	0.0053 (5)	0.0035 (5)	0.0063 (5)
N1	0.0266 (7)	0.0394 (8)	0.0381 (7)	0.0041 (5)	0.0069 (5)	−0.0106 (6)
N2	0.0282 (6)	0.0336 (7)	0.0385 (7)	−0.0012 (5)	0.0023 (6)	0.0121 (6)
C5	0.0212 (6)	0.0312 (7)	0.0288 (7)	0.0029 (5)	0.0038 (5)	−0.0050 (6)
O5	0.0650 (10)	0.0608 (10)	0.0321 (7)	−0.0112 (8)	0.0014 (7)	0.0126 (6)
C8	0.0306 (7)	0.0386 (9)	0.0268 (7)	−0.0033 (6)	0.0107 (6)	−0.0039 (6)
C4	0.0261 (7)	0.0262 (7)	0.0361 (8)	0.0022 (5)	0.0028 (6)	−0.0002 (6)
O3	0.0412 (8)	0.0410 (8)	0.0688 (10)	−0.0005 (5)	0.0146 (7)	−0.0228 (7)
O4	0.0585 (10)	0.0587 (9)	0.0432 (8)	0.0134 (7)	0.0271 (7)	0.0030 (7)

K1—O2i	2.6511 (13)	C3—C4	1.380 (2)
K1—O1ii	2.6826 (13)	C3—N2	1.473 (2)
K1—O1	2.7133 (14)	O1—K1i	2.6826 (13)
K1—O2	2.9221 (14)	O6—N2	1.221 (2)
K1—O3iii	2.9974 (18)	O6—K1iv	3.0116 (18)
K1—O6iv	3.0115 (18)	O6—K1vi	3.3541 (19)
K1—O4iii	3.0485 (18)	O2—K1ii	2.6511 (13)
K1—O5v	3.1388 (19)	N1—O3	1.214 (2)
K1—C7	3.1548 (17)	N1—O4	1.220 (2)
K1—N1iii	3.2998 (16)	N1—C5	1.468 (2)
K1—O6v	3.3541 (19)	N1—K1vii	3.2997 (16)
K1—K1i	3.8572 (7)	N2—O5	1.222 (2)
C1—C6	1.395 (2)	C5—C4	1.377 (2)
C1—C2	1.4042 (19)	O5—K1vi	3.1388 (19)
C1—C7	1.526 (2)	C8—H81	0.9600
C7—O2	1.2414 (19)	C8—H83	0.9600
C7—O1	1.2450 (19)	C8—H82	0.9600
C2—C3	1.403 (2)	C4—H4	0.9300
C2—C8	1.506 (2)	O3—K1vii	2.9973 (18)
C6—C5	1.377 (2)	O4—K1vii	3.0485 (17)
C6—H6	0.9300
O2i—K1—O1ii	132.80 (4)	O3iii—K1—K1i	108.17 (4)
O2i—K1—O1	92.12 (4)	O6iv—K1—K1i	102.38 (4)
O1ii—K1—O1	130.77 (4)	O4iii—K1—K1i	108.96 (4)
O2i—K1—O2	138.23 (4)	O5v—K1—K1i	85.65 (4)
O1ii—K1—O2	87.03 (4)	C7—K1—K1i	66.58 (3)
O1—K1—O2	46.12 (4)	N1iii—K1—K1i	116.03 (4)
O2i—K1—O3iii	104.67 (6)	O6v—K1—K1i	48.76 (3)
O1ii—K1—O3iii	63.25 (5)	C6—C1—C2	120.82 (14)
O1—K1—O3iii	90.14 (4)	C6—C1—C7	116.39 (13)
O2—K1—O3iii	80.16 (5)	C2—C1—C7	122.79 (12)
O2i—K1—O6iv	126.47 (5)	O2—C7—O1	126.02 (16)
O1ii—K1—O6iv	82.79 (5)	O2—C7—C1	116.09 (13)
O1—K1—O6iv	84.09 (5)	O1—C7—C1	117.88 (14)
O2—K1—O6iv	59.62 (4)	O2—C7—K1	67.84 (9)
O3iii—K1—O6iv	128.64 (5)	O1—C7—K1	58.19 (9)
O2i—K1—O4iii	75.65 (5)	C1—C7—K1	176.06 (10)
O1ii—K1—O4iii	66.40 (5)	C3—C2—C1	116.14 (13)
O1—K1—O4iii	120.29 (5)	C3—C2—C8	122.20 (13)
O2—K1—O4iii	121.57 (5)	C1—C2—C8	121.51 (14)
O3iii—K1—O4iii	41.55 (5)	C5—C6—C1	119.43 (14)
O6iv—K1—O4iii	148.60 (5)	C5—C6—H6	120.3
O2i—K1—O5v	69.70 (5)	C1—C6—H6	120.3
O1ii—K1—O5v	103.11 (5)	C4—C3—C2	124.41 (14)
O1—K1—O5v	112.37 (5)	C4—C3—N2	114.73 (15)
O2—K1—O5v	119.66 (5)	C2—C3—N2	120.86 (14)
O3iii—K1—O5v	156.64 (5)	C7—O1—K1i	163.63 (12)
O6iv—K1—O5v	62.99 (5)	C7—O1—K1	98.86 (10)
O4iii—K1—O5v	116.73 (5)	K1i—O1—K1	91.26 (4)
O2i—K1—C7	115.06 (4)	N2—O6—K1iv	138.32 (12)
O1ii—K1—C7	109.20 (4)	N2—O6—K1vi	87.65 (10)
O1—K1—C7	22.95 (4)	K1iv—O6—K1vi	74.37 (4)
O2—K1—C7	23.17 (4)	C7—O2—K1ii	173.37 (12)
O3iii—K1—C7	84.88 (4)	C7—O2—K1	89.00 (10)
O6iv—K1—C7	70.65 (4)	K1ii—O2—K1	87.45 (4)
O4iii—K1—C7	124.07 (5)	O3—N1—O4	123.59 (16)
O5v—K1—C7	118.28 (5)	O3—N1—C5	118.47 (16)
O2i—K1—N1iii	94.55 (5)	O4—N1—C5	117.93 (16)
O1ii—K1—N1iii	56.83 (5)	O3—N1—K1vii	65.06 (9)
O1—K1—N1iii	109.77 (5)	O4—N1—K1vii	67.48 (10)
O2—K1—N1iii	100.25 (4)	C5—N1—K1vii	147.35 (11)
O3iii—K1—N1iii	21.56 (4)	O6—N2—O5	123.42 (15)
O6iv—K1—N1iii	136.87 (4)	O6—N2—C3	117.79 (15)
O4iii—K1—N1iii	21.69 (4)	O5—N2—C3	118.79 (15)
O5v—K1—N1iii	135.22 (5)	C6—C5—C4	122.57 (14)
C7—K1—N1iii	106.43 (4)	C6—C5—N1	119.15 (14)
O2i—K1—O6v	57.45 (4)	C4—C5—N1	118.28 (15)
O1ii—K1—O6v	140.00 (5)	N2—O5—K1vi	97.94 (12)
O1—K1—O6v	76.10 (4)	C2—C8—H81	109.5
O2—K1—O6v	102.69 (4)	C2—C8—H83	109.5
O3iii—K1—O6v	156.18 (5)	H81—C8—H83	109.5
O6iv—K1—O6v	69.96 (4)	C2—C8—H82	109.5
O4iii—K1—O6v	131.53 (4)	H81—C8—H82	109.5
O5v—K1—O6v	38.52 (4)	H83—C8—H82	109.5
C7—K1—O6v	89.20 (4)	C5—C4—C3	116.61 (15)
N1iii—K1—O6v	151.93 (4)	C5—C4—H4	121.7
O2i—K1—K1i	49.19 (3)	C3—C4—H4	121.7
O1ii—K1—K1i	171.19 (3)	N1—O3—K1vii	93.38 (10)
O1—K1—K1i	44.05 (3)	N1—O4—K1vii	90.82 (11)
O2—K1—K1i	89.48 (3)

D—H···A	D—H	H···A	D···A	D—H···A
C6—H6···O4viii	0.93	2.59	3.518 (2)	174
C8—H81···O4ix	0.96	2.84	3.576 (3)	134
C8—H82···O2iv	0.96	2.78	3.610 (2)	146

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C6—H6⋯O4i	0.93	2.59	3.518 (2)	174
C8—H81⋯O4ii	0.96	2.84	3.576 (3)	134
C8—H82⋯O2iii	0.96	2.78	3.610 (2)	146

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