Poly[diaqua-(μ(3)-1H-benzimidazole-5,6-dicarboxyl-ato-κN:O,O:O)magnesium(II)].

In the title complex, [Mg(C(9)H(4)N(2)O(4))(H(2)O)(2)](n), the Mg(II) atom is six-coordinated by one N and three O atoms from three different 1H-benzimidazole-5,6-dicarboxyl-ate ligands and two O atoms from two water mol-ecules, forming a slightly distorted octa-hedral geometry. The ligand links the Mg(II) centres into a three-dimensional network. Extensive N-H⋯O and O-H⋯O hydrogen bonds exist between the ligands and water mol-ecules, stabilizing the crystal structure.

Related literature

For related structures of 1H-benzimidazole-5,6-dicarboxyl­ate complexes, see: Song, Wang, Hu et al. (2009 ▶); Song, Wang, Li et al. (2009 ▶); Song, Wang, Qin et al. (2009 ▶); Wang et al. (2009 ▶).

Experimental

Crystal data

[Mg(C9n class="Species">H4N2O4)(H2O)2]

M = 264.48

Monoclinic,

a = 7.4793 (15) Å

b = 18.958 (4) Å

c = 7.3132 (15) Å

β = 99.38 (3)°

V = 1023.1 (4) Å3

Z = 4

Mo Kα radiation

μ = 0.20 mm−1

T = 293 K

0.30 × 0.25 × 0.21 mm

Data collection

Rigaku/MSC Mercury CCD diffractometer

Absorption correction: multi-scan (REQAB; Jacobson, 1998 ▶) T min = 0.943, T max = 0.960

4611 measured reflections

1143 independent reflections

1096 reflections with I > 2σ(I)

R int = 0.031

Refinement

R[F 2 > 2σ(F 2)] = 0.036

wR(F 2) = 0.090

S = 1.06

1143 reflections

163 parameters

2 restraints

H-atom parameters constrained

Δρmax = 0.38 e Å−3

Δρmin = −0.25 e Å−3

Data collection: CrystalStructure (Rigaku/MSC, 2002 ▶); cell refinement: CrystalStructure; data reduction: CrystalStructure; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEPII (Johnson, 1976 ▶) and DIAMOND (Brandenburg, 1999 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810001029/hy2269sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810001029/hy2269Isup2.hkl

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

[Mg(C9H4N2O4)(H2O)2]	F(000) = 544
Mr = 264.48	Dx = 1.717 Mg m−3
Monoclinic, Cc	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: C -2yc	Cell parameters from 4114 reflections
a = 7.4793 (15) Å	θ = 3.6–27.5°
b = 18.958 (4) Å	µ = 0.20 mm−1
c = 7.3132 (15) Å	T = 293 K
β = 99.38 (3)°	Block, colourless
V = 1023.1 (4) Å3	0.30 × 0.25 × 0.21 mm
Z = 4

Rigaku/MSC Mercury CCD diffractometer	1143 independent reflections
Radiation source: fine-focus sealed tube	1096 reflections with I > 2σ(I)
graphite	Rint = 0.031
ω scans	θmax = 27.5°, θmin = 3.6°
Absorption correction: multi-scan (REQAB; Jacobson, 1998)	h = −9→9
Tmin = 0.943, Tmax = 0.960	k = −24→24
4611 measured reflections	l = −8→9

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)] = 0.036	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.090	H-atom parameters constrained
S = 1.06	w = 1/[σ2(Fo2) + (0.04P)2 + 2P] where P = (Fo2 + 2Fc2)/3
1143 reflections	(Δ/σ)max < 0.001
163 parameters	Δρmax = 0.38 e Å−3
2 restraints	Δρmin = −0.25 e Å−3

	x	y	z	Uiso*/Ueq
Mg1	0.27807 (16)	0.68928 (5)	0.63241 (16)	0.0172 (3)
O1	0.4349 (4)	0.37147 (14)	0.9888 (4)	0.0234 (5)
O2	0.5047 (4)	0.37926 (16)	0.7087 (4)	0.0317 (7)
O3	0.1320 (4)	0.28489 (12)	0.8699 (4)	0.0237 (6)
O4	−0.0733 (4)	0.28304 (12)	0.6132 (3)	0.0236 (6)
N1	0.0678 (5)	0.61142 (15)	0.6633 (5)	0.0214 (6)
N3	−0.2035 (5)	0.56134 (16)	0.6122 (5)	0.0271 (7)
H3	−0.3196	0.5577	0.5874	0.033*
C1	0.0380 (5)	0.31481 (16)	0.7326 (5)	0.0173 (6)
C2	0.0549 (5)	0.39389 (16)	0.7123 (5)	0.0182 (7)
C3	−0.1002 (5)	0.43318 (18)	0.6560 (5)	0.0223 (7)
H2	−0.2127	0.4116	0.6240	0.027*
C4	−0.0816 (5)	0.50629 (18)	0.6490 (5)	0.0206 (7)
C5	0.0876 (5)	0.53907 (17)	0.6828 (5)	0.0184 (7)
C6	0.2438 (5)	0.49930 (18)	0.7332 (5)	0.0185 (7)
H1	0.3574	0.5206	0.7531	0.022*
C7	0.2259 (4)	0.42738 (16)	0.7529 (4)	0.0154 (6)
C8	0.3985 (5)	0.38839 (17)	0.8204 (5)	0.0173 (7)
C9	−0.1073 (6)	0.62155 (18)	0.6224 (6)	0.0262 (8)
H9	−0.1599	0.6659	0.6023	0.031*
O1W	0.4663 (4)	0.65596 (14)	0.8537 (4)	0.0289 (6)
H1W	0.4573	0.6408	0.9598	0.043*
H2W	0.5355	0.6911	0.8601	0.043*
O2W	0.1388 (5)	0.75021 (15)	0.7982 (5)	0.0374 (8)
H3W	0.0660	0.7342	0.8639	0.056*
H4W	0.1176	0.7927	0.7704	0.056*

	U11	U22	U33	U12	U13	U23
Mg1	0.0191 (6)	0.0134 (4)	0.0184 (5)	−0.0004 (4)	0.0009 (4)	0.0004 (4)
O1	0.0186 (13)	0.0310 (13)	0.0202 (12)	0.0004 (10)	0.0019 (11)	0.0074 (10)
O2	0.0247 (16)	0.0462 (17)	0.0253 (14)	0.0133 (12)	0.0075 (12)	0.0005 (12)
O3	0.0274 (14)	0.0165 (11)	0.0235 (12)	−0.0008 (10)	−0.0074 (11)	0.0006 (9)
O4	0.0281 (15)	0.0195 (12)	0.0203 (13)	−0.0067 (10)	−0.0045 (11)	0.0014 (9)
N1	0.0215 (16)	0.0167 (13)	0.0265 (15)	0.0018 (11)	0.0058 (12)	0.0039 (11)
N3	0.0147 (16)	0.0249 (14)	0.0400 (19)	0.0032 (12)	−0.0009 (14)	0.0065 (13)
C1	0.0195 (17)	0.0151 (13)	0.0175 (16)	−0.0016 (12)	0.0043 (14)	−0.0002 (11)
C2	0.0197 (18)	0.0150 (14)	0.0192 (16)	−0.0024 (12)	0.0008 (14)	0.0015 (12)
C3	0.0184 (18)	0.0204 (16)	0.0274 (19)	−0.0040 (13)	0.0011 (15)	0.0023 (13)
C4	0.0151 (19)	0.0216 (16)	0.0244 (18)	0.0023 (12)	0.0011 (14)	0.0045 (13)
C5	0.0191 (17)	0.0160 (14)	0.0203 (16)	−0.0019 (12)	0.0035 (14)	0.0016 (12)
C6	0.0129 (16)	0.0198 (15)	0.0224 (17)	−0.0022 (11)	0.0018 (14)	0.0008 (12)
C7	0.0151 (16)	0.0178 (14)	0.0134 (14)	0.0002 (12)	0.0027 (13)	−0.0002 (11)
C8	0.0154 (17)	0.0154 (14)	0.0204 (17)	−0.0024 (11)	0.0007 (14)	−0.0011 (11)
C9	0.024 (2)	0.0208 (16)	0.034 (2)	0.0068 (14)	0.0050 (17)	0.0067 (14)
O1W	0.0340 (15)	0.0271 (13)	0.0225 (12)	−0.0071 (11)	−0.0043 (12)	0.0052 (10)
O2W	0.0486 (19)	0.0219 (12)	0.0476 (19)	0.0063 (12)	0.0251 (16)	−0.0022 (12)

Mg1—N1	2.195 (3)	C1—C2	1.514 (4)
Mg1—O1i	2.051 (3)	C2—C3	1.384 (5)
Mg1—O3i	2.106 (3)	C2—C7	1.416 (5)
Mg1—O4ii	2.113 (3)	C3—C4	1.395 (5)
Mg1—O1W	2.063 (3)	C3—H2	0.9300
Mg1—O2W	2.074 (3)	C4—C5	1.395 (5)
O1—C8	1.259 (4)	C5—C6	1.388 (5)
O2—C8	1.241 (4)	C6—C7	1.380 (5)
O3—C1	1.263 (4)	C6—H1	0.9300
O4—C1	1.257 (4)	C7—C8	1.499 (5)
N1—C9	1.310 (5)	C9—H9	0.9300
N1—C5	1.384 (4)	O1W—H1W	0.8401
N3—C9	1.345 (5)	O1W—H2W	0.8400
N3—C4	1.383 (5)	O2W—H3W	0.8399
N3—H3	0.8600	O2W—H4W	0.8400
O1i—Mg1—O1W	81.69 (12)	C7—C2—C1	120.7 (3)
O1i—Mg1—O2W	174.71 (15)	C2—C3—C4	117.5 (3)
O1W—Mg1—O2W	93.18 (14)	C2—C3—H2	121.2
O1i—Mg1—O3i	85.34 (12)	C4—C3—H2	121.3
O1W—Mg1—O3i	166.51 (13)	N3—C4—C3	133.6 (3)
O2W—Mg1—O3i	99.68 (13)	N3—C4—C5	104.4 (3)
O1i—Mg1—O4ii	95.02 (12)	C3—C4—C5	122.0 (3)
O1W—Mg1—O4ii	90.61 (11)	N1—C5—C6	129.5 (3)
O2W—Mg1—O4ii	83.68 (12)	N1—C5—C4	110.1 (3)
O3i—Mg1—O4ii	86.80 (11)	C6—C5—C4	120.3 (3)
O1i—Mg1—N1	98.87 (12)	C7—C6—C5	118.2 (3)
O1W—Mg1—N1	97.00 (12)	C7—C6—H1	120.9
O2W—Mg1—N1	82.98 (13)	C5—C6—H1	120.9
O3i—Mg1—N1	88.65 (12)	C6—C7—C2	121.4 (3)
O4ii—Mg1—N1	164.98 (12)	C6—C7—C8	115.4 (3)
C8—O1—Mg1iii	126.4 (2)	C2—C7—C8	123.2 (3)
C1—O3—Mg1iii	139.4 (2)	O2—C8—O1	123.3 (3)
C1—O4—Mg1iv	130.8 (2)	O2—C8—C7	117.5 (3)
C9—N1—C5	104.8 (3)	O1—C8—C7	119.0 (3)
C9—N1—Mg1	125.8 (2)	N1—C9—N3	113.2 (3)
C5—N1—Mg1	127.6 (3)	N1—C9—H9	123.4
C9—N3—C4	107.4 (3)	N3—C9—H9	123.4
C9—N3—H3	126.3	Mg1—O1W—H1W	133.0
C4—N3—H3	126.3	Mg1—O1W—H2W	97.9
O4—C1—O3	123.8 (3)	H1W—O1W—H2W	111.1
O4—C1—C2	117.6 (3)	Mg1—O2W—H3W	124.6
O3—C1—C2	118.6 (3)	Mg1—O2W—H4W	119.1
C3—C2—C7	120.4 (3)	H3W—O2W—H4W	111.8
C3—C2—C1	118.9 (3)

D—H···A	D—H	H···A	D···A	D—H···A
N3—H3···O1v	0.86	2.29	2.992 (4)	138
O1W—H1W···O2iii	0.84	1.84	2.651 (4)	163
O1W—H2W···O3ii	0.84	1.92	2.734 (4)	164
O2W—H3W···O4iii	0.84	2.27	3.068 (4)	160
O2W—H4W···O2vi	0.84	1.87	2.685 (4)	164

Table 1

Selected bond lengths (Å)

Mg1—N1	2.195 (3)
Mg1—O1i	2.051 (3)
Mg1—O3i	2.106 (3)
Mg1—O4ii	2.113 (3)
Mg1—O1W	2.063 (3)
Mg1—O2W	2.074 (3)

Symmetry codes: (i) ; (ii) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N3—H3⋯O1iii	0.86	2.29	2.992 (4)	138
O1W—H1W⋯O2iv	0.84	1.84	2.651 (4)	163
O1W—H2W⋯O3ii	0.84	1.92	2.734 (4)	164
O2W—H3W⋯O4iv	0.84	2.27	3.068 (4)	160
O2W—H4W⋯O2v	0.84	1.87	2.685 (4)	164

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