cis-Tetra-aqua-bis-{5-[4-(1H-imidazol-1-yl-κN(3))phen-yl]tetra-zolido}manganese(II) dihydrate.

In the title compound, [Mn(C(10)H(7)N(6))(2)(H(2)O)(4)]·2H(2)O, the Mn(2+) lies on a twofold rotation axis and is six-coordinated by two N atoms from the cis-related monodentate 5-[4-(imidazol-1-yl)phen-yl]tetra-zolide ligands and four O atoms from the coordinated water mol-ecules. The complex mol-ecules are connected via water O-H⋯O and O-H⋯N hydrogen bonds and weak π-π stacking inter-actions between the benzene rings [minimum ring centroid separation = 3.750 (6) Å] into a three-dimensional polymeric structure. The imidazolyl group of the ligand is partially disordered over two sets of sites with refined occupancies of 0.531 (7):0.469 (7).

Related literature

For our previous work based on imidazole derivatives as ligands, see: Li, Song et al. (2011 ▶); Li, Ma et al. (2011 ▶); Fan et al. (2010 ▶); Li et al. (2010 ▶). For related structures, see: Huang et al. (2009 ▶); Cheng (2011 ▶). An independent determination of the title structure is reported by Wang et al. (2012 ▶).

Experimental

Crystal data

[Mn(C10H7N6)2(H2O)4]·2H2O

M = 585.47

Monoclinic,

a = 19.1342 (18) Å

b = 13.2100 (4) Å

c = 13.3280 (13) Å

β = 131.056 (2)°

V = 2540.3 (4) Å3

Z = 4

Mo Kα radiation

μ = 0.58 mm−1

T = 294 K

0.80 × 0.11 × 0.10 mm

Data collection

Rigaku/MSC Mercury CCD diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.653, T max = 0.944

8421 measured reflections

2239 independent reflections

1957 reflections with I > 2σ(I)

R int = 0.042

Refinement

R[F 2 > 2σ(F 2)] = 0.056

wR(F 2) = 0.142

S = 1.31

2239 reflections

196 parameters

512 restraints

H-atom parameters constrained

Δρmax = 0.34 e Å−3

Δρmin = −0.55 e Å−3

Data collection: RAPID-AUTO (Rigaku/MSC, 1998) ▶; cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 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: SHELXTL.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812010446/zs2182sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812010446/zs2182Isup2.hkl

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

[Mn(C10H7N6)2(H2O)4]·2H2O	F(000) = 1212
Mr = 585.47	Dx = 1.531 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 3180 reflections
a = 19.1342 (18) Å	θ = 3.1–30.0°
b = 13.2100 (4) Å	µ = 0.58 mm−1
c = 13.3280 (13) Å	T = 294 K
β = 131.056 (2)°	Block, colourless
V = 2540.3 (4) Å3	0.80 × 0.11 × 0.10 mm
Z = 4

Rigaku/MSC Mercury CCD diffractometer	2239 independent reflections
Radiation source: fine-focus sealed tube	1957 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.042
ω scans	θmax = 25.0°, θmin = 3.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −22→22
Tmin = 0.653, Tmax = 0.944	k = −15→15
8421 measured reflections	l = −15→15

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)] = 0.056	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.142	H-atom parameters constrained
S = 1.31	w = 1/[σ2(Fo2) + (0.0076P)2 + 23.3787P] where P = (Fo2 + 2Fc2)/3
2239 reflections	(Δ/σ)max < 0.001
196 parameters	Δρmax = 0.34 e Å−3
512 restraints	Δρmin = −0.55 e Å−3

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.

	x	y	z	Uiso*/Ueq	Occ. (<1)
Mn1	0.5000	0.14050 (7)	0.7500	0.0114 (2)
N1	0.4195 (3)	0.3148 (3)	0.9401 (4)	0.0197 (8)
N2	0.4707 (3)	0.2569 (3)	0.8420 (4)	0.0189 (8)
N3	0.2780 (3)	0.3910 (3)	1.2697 (4)	0.0190 (8)
N4	0.2668 (3)	0.3553 (3)	1.3534 (4)	0.0201 (8)
N5	0.2945 (2)	0.2610 (3)	1.3831 (3)	0.0158 (8)
N6	0.3247 (2)	0.2320 (3)	1.3206 (3)	0.0149 (7)
O1	0.65066 (19)	0.1248 (2)	0.9144 (3)	0.0164 (7)
H1C	0.6860	0.1315	0.8971	0.020*
H1D	0.6680	0.1664	0.9757	0.020*
O2	0.5016 (2)	0.0210 (2)	0.6390 (3)	0.0172 (7)
H2C	0.4550	0.0260	0.5564	0.021*
H2D	0.5483	0.0045	0.6477	0.021*
O3	0.3656 (2)	0.0306 (2)	0.3671 (3)	0.0178 (7)
H3D	0.3190	−0.0069	0.3354	0.021*
H3E	0.3466	0.0912	0.3426	0.021*
C1	0.4461 (3)	0.2365 (3)	0.9100 (5)	0.0227 (10)
H1	0.4471	0.1708	0.9362	0.027*
C2	0.4225 (6)	0.3504 (6)	0.7794 (8)	0.0186 (17)	0.531 (7)
H2	0.4149	0.3814	0.7102	0.022*	0.531 (7)
C3	0.3898 (6)	0.3863 (6)	0.8365 (8)	0.0184 (17)	0.531 (7)
H3	0.3553	0.4450	0.8139	0.022*	0.531 (7)
C2'	0.5005 (7)	0.3579 (7)	0.8818 (9)	0.0181 (19)	0.469 (7)
H2'	0.5348	0.3938	0.8669	0.022*	0.469 (7)
C3'	0.4721 (7)	0.3956 (7)	0.9450 (9)	0.0192 (19)	0.469 (7)
H3'	0.4840	0.4593	0.9828	0.023*	0.469 (7)
C4	0.3907 (3)	0.3145 (3)	1.0161 (4)	0.0148 (8)
C5	0.3558 (3)	0.4030 (3)	1.0259 (4)	0.0172 (9)
H5	0.3501	0.4616	0.9822	0.021*
C6	0.3299 (3)	0.4027 (3)	1.1017 (4)	0.0178 (9)
H6	0.3060	0.4613	1.1080	0.021*
C7	0.3392 (3)	0.3158 (3)	1.1684 (4)	0.0133 (8)
C8	0.3722 (3)	0.2276 (3)	1.1547 (4)	0.0153 (9)
H8	0.3767	0.1684	1.1963	0.018*
C9	0.3986 (3)	0.2275 (3)	1.0794 (4)	0.0180 (9)
H9	0.4216	0.1687	1.0718	0.022*
C10	0.3140 (3)	0.3136 (3)	1.2521 (4)	0.0139 (9)

	U11	U22	U33	U12	U13	U23
Mn1	0.0141 (5)	0.0116 (4)	0.0135 (5)	0.000	0.0113 (4)	0.000
N1	0.031 (2)	0.0127 (17)	0.031 (2)	0.0007 (15)	0.0271 (18)	−0.0012 (15)
N2	0.026 (2)	0.0149 (18)	0.0275 (19)	−0.0026 (16)	0.0226 (17)	−0.0031 (15)
N3	0.027 (2)	0.0169 (19)	0.026 (2)	0.0046 (16)	0.0230 (18)	0.0029 (15)
N4	0.029 (2)	0.0180 (18)	0.0255 (19)	0.0026 (17)	0.0233 (18)	0.0018 (16)
N5	0.0204 (19)	0.0150 (18)	0.0179 (18)	0.0006 (15)	0.0152 (16)	0.0009 (14)
N6	0.0191 (18)	0.0152 (18)	0.0150 (17)	0.0001 (15)	0.0132 (15)	0.0001 (14)
O1	0.0183 (15)	0.0209 (16)	0.0174 (15)	−0.0029 (13)	0.0148 (14)	−0.0036 (13)
O2	0.0157 (16)	0.0216 (16)	0.0178 (15)	0.0008 (13)	0.0124 (14)	−0.0021 (13)
O3	0.0195 (16)	0.0145 (15)	0.0229 (16)	0.0009 (13)	0.0155 (14)	−0.0001 (13)
C1	0.038 (3)	0.015 (2)	0.031 (2)	0.0024 (19)	0.030 (2)	−0.0001 (18)
C2	0.026 (4)	0.015 (4)	0.024 (4)	0.001 (3)	0.020 (3)	0.001 (3)
C3	0.025 (4)	0.012 (3)	0.026 (4)	0.002 (3)	0.020 (3)	0.001 (3)
C2'	0.028 (4)	0.013 (4)	0.024 (4)	−0.006 (3)	0.022 (3)	−0.003 (3)
C3'	0.026 (4)	0.018 (4)	0.024 (4)	−0.003 (3)	0.021 (3)	−0.001 (3)
C4	0.015 (2)	0.017 (2)	0.019 (2)	−0.0056 (16)	0.0138 (17)	−0.0053 (16)
C5	0.024 (2)	0.013 (2)	0.021 (2)	−0.0015 (17)	0.0177 (18)	0.0002 (17)
C6	0.022 (2)	0.016 (2)	0.024 (2)	0.0031 (17)	0.0188 (19)	−0.0001 (17)
C7	0.014 (2)	0.016 (2)	0.0128 (19)	0.0001 (16)	0.0102 (17)	−0.0004 (16)
C8	0.018 (2)	0.013 (2)	0.0155 (19)	−0.0002 (17)	0.0114 (17)	0.0010 (16)
C9	0.021 (2)	0.017 (2)	0.023 (2)	0.0031 (17)	0.0173 (18)	−0.0016 (17)
C10	0.014 (2)	0.0125 (19)	0.016 (2)	0.0001 (16)	0.0098 (17)	−0.0007 (16)

Mn1—O2i	2.177 (3)	O2—H2D	0.8500
Mn1—O2	2.177 (3)	O3—H3D	0.8500
Mn1—O1	2.204 (3)	O3—H3E	0.8499
Mn1—O1i	2.204 (3)	C1—H1	0.9300
Mn1—N2	2.256 (4)	C2—C3	1.349 (11)
Mn1—N2i	2.256 (4)	C2—H2	0.9300
N1—C1	1.327 (6)	C3—H3	0.9300
N1—C4	1.436 (5)	C2'—C3'	1.361 (12)
N1—C3'	1.438 (10)	C2'—H2'	0.9300
N1—C3	1.446 (9)	C3'—H3'	0.9300
N2—C1	1.293 (5)	C4—C9	1.374 (6)
N2—C2'	1.410 (10)	C4—C5	1.393 (6)
N2—C2	1.436 (9)	C5—C6	1.389 (6)
N3—C10	1.336 (5)	C5—H5	0.9300
N3—N4	1.352 (5)	C6—C7	1.390 (6)
N4—N5	1.309 (5)	C6—H6	0.9300
N5—N6	1.346 (5)	C7—C8	1.393 (6)
N6—C10	1.338 (5)	C7—C10	1.478 (5)
O1—H1C	0.8500	C8—C9	1.388 (6)
O1—H1D	0.8501	C8—H8	0.9300
O2—H2C	0.8500	C9—H9	0.9300
O2i—Mn1—O2	87.07 (16)	H3D—O3—H3E	108.3
O2i—Mn1—O1	81.34 (11)	N2—C1—N1	115.9 (4)
O2—Mn1—O1	90.81 (11)	N2—C1—H1	122.0
O2i—Mn1—O1i	90.81 (11)	N1—C1—H1	122.0
O2—Mn1—O1i	81.34 (11)	C3—C2—N2	109.5 (7)
O1—Mn1—O1i	169.20 (16)	C3—C2—H2	125.3
O2i—Mn1—N2	90.29 (12)	N2—C2—H2	125.3
O2—Mn1—N2	169.50 (12)	C2—C3—N1	105.8 (7)
O1—Mn1—N2	98.84 (12)	C2—C3—H3	127.1
O1i—Mn1—N2	88.54 (12)	N1—C3—H3	127.1
O2i—Mn1—N2i	169.50 (12)	C3'—C2'—N2	110.6 (7)
O2—Mn1—N2i	90.29 (12)	C3'—C2'—H2'	124.7
O1—Mn1—N2i	88.54 (12)	N2—C2'—H2'	124.7
O1i—Mn1—N2i	98.84 (12)	C2'—C3'—N1	104.6 (7)
N2—Mn1—N2i	94.05 (18)	C2'—C3'—H3'	127.7
C1—N1—C4	127.8 (4)	N1—C3'—H3'	127.7
C1—N1—C3'	101.3 (5)	C9—C4—C5	120.7 (4)
C4—N1—C3'	123.5 (5)	C9—C4—N1	119.8 (4)
C1—N1—C3	102.0 (4)	C5—C4—N1	119.5 (4)
C4—N1—C3	125.7 (4)	C6—C5—C4	119.2 (4)
C3'—N1—C3	51.9 (5)	C6—C5—H5	120.4
C1—N2—C2'	100.2 (5)	C4—C5—H5	120.4
C1—N2—C2	101.3 (4)	C5—C6—C7	120.8 (4)
C2'—N2—C2	49.6 (5)	C5—C6—H6	119.6
C1—N2—Mn1	125.0 (3)	C7—C6—H6	119.6
C2'—N2—Mn1	131.7 (4)	C6—C7—C8	119.0 (4)
C2—N2—Mn1	124.4 (4)	C6—C7—C10	122.0 (4)
C10—N3—N4	104.9 (3)	C8—C7—C10	119.0 (4)
N5—N4—N3	109.2 (3)	C9—C8—C7	120.5 (4)
N4—N5—N6	109.8 (3)	C9—C8—H8	119.7
C10—N6—N5	104.8 (3)	C7—C8—H8	119.7
Mn1—O1—H1C	118.3	C4—C9—C8	119.8 (4)
Mn1—O1—H1D	108.9	C4—C9—H9	120.1
H1C—O1—H1D	108.4	C8—C9—H9	120.1
Mn1—O2—H2C	110.6	N3—C10—N6	111.3 (4)
Mn1—O2—H2D	125.2	N3—C10—C7	125.3 (4)
H2C—O2—H2D	108.1	N6—C10—C7	123.4 (4)
O2i—Mn1—N2—C1	−11.2 (4)	C1—N2—C2'—C3'	−13.7 (9)
O2—Mn1—N2—C1	64.1 (9)	C2—N2—C2'—C3'	82.6 (9)
O1—Mn1—N2—C1	−92.5 (4)	Mn1—N2—C2'—C3'	−173.9 (5)
O1i—Mn1—N2—C1	79.6 (4)	N2—C2'—C3'—N1	−1.9 (10)
N2i—Mn1—N2—C1	178.3 (5)	C1—N1—C3'—C2'	16.4 (8)
O2i—Mn1—N2—C2'	144.8 (6)	C4—N1—C3'—C2'	168.1 (6)
O2—Mn1—N2—C2'	−139.8 (8)	C3—N1—C3'—C2'	−80.2 (8)
O1—Mn1—N2—C2'	63.5 (6)	C1—N1—C4—C9	7.3 (7)
O1i—Mn1—N2—C2'	−124.4 (6)	C3'—N1—C4—C9	−136.7 (6)
N2i—Mn1—N2—C2'	−25.6 (6)	C3—N1—C4—C9	159.1 (5)
O2i—Mn1—N2—C2	−151.5 (5)	C1—N1—C4—C5	−173.4 (5)
O2—Mn1—N2—C2	−76.1 (9)	C3'—N1—C4—C5	42.6 (7)
O1—Mn1—N2—C2	127.2 (5)	C3—N1—C4—C5	−21.6 (7)
O1i—Mn1—N2—C2	−60.7 (5)	C9—C4—C5—C6	0.6 (7)
N2i—Mn1—N2—C2	38.1 (4)	N1—C4—C5—C6	−178.7 (4)
C10—N3—N4—N5	−0.3 (5)	C4—C5—C6—C7	0.6 (7)
N3—N4—N5—N6	0.1 (5)	C5—C6—C7—C8	−2.0 (7)
N4—N5—N6—C10	0.2 (4)	C5—C6—C7—C10	178.7 (4)
C2'—N2—C1—N1	27.0 (6)	C6—C7—C8—C9	2.3 (6)
C2—N2—C1—N1	−23.5 (6)	C10—C7—C8—C9	−178.5 (4)
Mn1—N2—C1—N1	−170.9 (3)	C5—C4—C9—C8	−0.4 (7)
C4—N1—C1—N2	−178.7 (4)	N1—C4—C9—C8	178.9 (4)
C3'—N1—C1—N2	−28.7 (6)	C7—C8—C9—C4	−1.0 (7)
C3—N1—C1—N2	24.4 (6)	N4—N3—C10—N6	0.5 (5)
C1—N2—C2—C3	12.3 (8)	N4—N3—C10—C7	−179.7 (4)
C2'—N2—C2—C3	−81.5 (8)	N5—N6—C10—N3	−0.4 (5)
Mn1—N2—C2—C3	160.0 (5)	N5—N6—C10—C7	179.7 (4)
N2—C2—C3—N1	1.1 (9)	C6—C7—C10—N3	2.2 (7)
C1—N1—C3—C2	−13.8 (7)	C8—C7—C10—N3	−177.1 (4)
C4—N1—C3—C2	−171.3 (5)	C6—C7—C10—N6	−178.0 (4)
C3'—N1—C3—C2	81.2 (8)	C8—C7—C10—N6	2.8 (6)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3E···N5ii	0.85	2.65	3.397 (4)	147
O3—H3E···N6ii	0.85	1.89	2.726 (4)	169
O3—H3D···N4iii	0.85	2.63	3.261 (5)	132
O3—H3D···N3iii	0.85	1.95	2.774 (5)	162
O2—H2D···O3iv	0.85	1.84	2.684 (4)	170
O2—H2C···O3	0.85	1.90	2.745 (4)	170
O1—H1D···N5v	0.85	1.96	2.811 (4)	179
O1—H1C···N5vi	0.85	2.62	3.396 (4)	152
O1—H1C···N4vi	0.85	1.99	2.835 (4)	179

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H3E⋯N5i	0.85	2.65	3.397 (4)	147
O3—H3E⋯N6i	0.85	1.89	2.726 (4)	169
O3—H3D⋯N4ii	0.85	2.63	3.261 (5)	132
O3—H3D⋯N3ii	0.85	1.95	2.774 (5)	162
O2—H2D⋯O3iii	0.85	1.84	2.684 (4)	170
O2—H2C⋯O3	0.85	1.90	2.745 (4)	170
O1—H1D⋯N5iv	0.85	1.96	2.811 (4)	179
O1—H1C⋯N5v	0.85	2.62	3.396 (4)	152
O1—H1C⋯N4v	0.85	1.99	2.835 (4)	179

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