Hexaaqua-magnesium dibromide 5-(pyridinium-3-yl)tetra-zol-1-ide.

In the title compound, [Mg(H(2)O)(6)]Br(2)·2C(6)H(5)N(5), the Mg(II) atom, lying on an inversion center, is coordinated by six water mol-ecules in a distorted octa-hedral geometry. The pyridine and tetra-zole rings in the 5-(pyridinium-3-yl)tetra-zol-1-ide zwitterion are nearly coplanar, twisted from each other by a dihedral angle of 5.70 (1)°. The zwitterions, Br anions and complex cations are connected by O-H⋯Br, O-H⋯N and N-H⋯Br hydrogen bonds, leading to the formation of a three-dimensional network.

Related literature

For tetra­zole derivatives, see: Fu et al. (2008 ▶); Zhao et al. (2008 ▶). For the crystal structures and properties of related compounds, see: Fu et al. (2007 ▶, 2009 ▶); Fu & Xiong (2008 ▶).

Experimental

Crystal data

[Mg(H2O)6]Br2·2C6H5N5

M = 586.53

Triclinic,

a = 7.3439 (15) Å

b = 8.7786 (18) Å

c = 9.5863 (19) Å

α = 94.04 (3)°

β = 90.94 (3)°

γ = 111.75 (3)°

V = 572.0 (2) Å3

Z = 1

Mo Kα radiation

μ = 3.62 mm−1

T = 298 K

0.40 × 0.05 × 0.05 mm

Data collection

Rigaku SCXmini CCD diffractometer

Absorption correction: multi-scan (CrystalClear; Rigaku, 2005 ▶) T min = 0.89, T max = 0.95

5933 measured reflections

2627 independent reflections

2172 reflections with I > 2σ(I)

R int = 0.040

Refinement

R[F 2 > 2σ(F 2)] = 0.040

wR(F 2) = 0.097

S = 1.09

2627 reflections

142 parameters

H-atom parameters constrained

Δρmax = 0.32 e Å−3

Δρmin = −0.52 e Å−3

Data collection: CrystalClear (Rigaku, 2005 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL and DIAMOND (Brandenburg, 1999 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810052992/hy2389sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810052992/hy2389Isup2.hkl

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

[Mg(H2O)6]Br2·2C6H5N5	Z = 1
Mr = 586.53	F(000) = 294
Triclinic, P1	Dx = 1.703 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.3439 (15) Å	Cell parameters from 2627 reflections
b = 8.7786 (18) Å	θ = 3.1–24.5°
c = 9.5863 (19) Å	µ = 3.62 mm−1
α = 94.04 (3)°	T = 298 K
β = 90.94 (3)°	Block, colourless
γ = 111.75 (3)°	0.40 × 0.05 × 0.05 mm
V = 572.0 (2) Å3

Rigaku SCXmini CCD diffractometer	2627 independent reflections
Radiation source: fine-focus sealed tube	2172 reflections with I > 2σ(I)
graphite	Rint = 0.040
Detector resolution: 13.6612 pixels mm-1	θmax = 27.5°, θmin = 3.1°
ω scans	h = −9→9
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005)	k = −11→11
Tmin = 0.89, Tmax = 0.95	l = −12→12
5933 measured reflections

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)] = 0.040	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.097	H-atom parameters constrained
S = 1.09	w = 1/[σ2(Fo2) + (0.0426P)2 + 0.1011P] where P = (Fo2 + 2Fc2)/3
2627 reflections	(Δ/σ)max = 0.001
142 parameters	Δρmax = 0.32 e Å−3
0 restraints	Δρmin = −0.52 e Å−3

	x	y	z	Uiso*/Ueq
N4	0.3716 (3)	0.6009 (3)	0.6076 (3)	0.0347 (6)
N2	0.2637 (3)	0.5318 (3)	0.3932 (2)	0.0315 (5)
C6	0.1639 (4)	0.4135 (3)	0.4740 (3)	0.0263 (6)
N5	0.2266 (3)	0.4528 (3)	0.6073 (2)	0.0328 (5)
C2	0.0038 (4)	0.2612 (3)	0.4229 (3)	0.0272 (6)
C3	−0.1073 (4)	0.1506 (4)	0.5142 (3)	0.0319 (6)
H3	−0.0792	0.1730	0.6101	0.038*
N1	−0.1923 (4)	0.0847 (4)	0.2374 (3)	0.0481 (7)
H1A	−0.2202	0.0642	0.1489	0.058*
N3	0.3947 (3)	0.6479 (3)	0.4800 (3)	0.0360 (6)
C1	−0.0427 (5)	0.2234 (4)	0.2822 (3)	0.0398 (7)
H1	0.0296	0.2941	0.2180	0.048*
C5	−0.3000 (5)	−0.0234 (4)	0.3232 (4)	0.0464 (8)
H5	−0.4017	−0.1188	0.2873	0.056*
C4	−0.2598 (4)	0.0073 (4)	0.4639 (4)	0.0408 (7)
H4	−0.3335	−0.0668	0.5253	0.049*
Mg1	0.5000	0.5000	1.0000	0.0303 (3)
O1W	0.2634 (3)	0.3471 (3)	0.8692 (2)	0.0497 (6)
H1WA	0.2453	0.3674	0.7906	0.075*
H1WB	0.1806	0.2467	0.8849	0.075*
O2W	0.5507 (3)	0.6851 (2)	0.8697 (2)	0.0465 (6)
H2WA	0.5117	0.6602	0.7829	0.070*
H2WB	0.6098	0.7777	0.8780	0.070*
O3W	0.3123 (4)	0.5786 (3)	1.1155 (2)	0.0532 (6)
H3WA	0.2760	0.6585	1.0834	0.080*
H3WB	0.3030	0.5606	1.2130	0.080*
Br1	0.79518 (5)	0.08632 (4)	0.89951 (3)	0.04481 (14)

	U11	U22	U33	U12	U13	U23
N4	0.0315 (12)	0.0309 (13)	0.0353 (14)	0.0055 (11)	−0.0054 (10)	−0.0025 (11)
N2	0.0307 (12)	0.0285 (12)	0.0293 (13)	0.0041 (10)	0.0010 (10)	0.0027 (10)
C6	0.0242 (13)	0.0277 (14)	0.0257 (14)	0.0080 (11)	0.0012 (10)	0.0028 (11)
N5	0.0325 (12)	0.0336 (13)	0.0262 (13)	0.0053 (11)	−0.0038 (10)	0.0027 (10)
C2	0.0270 (13)	0.0270 (14)	0.0269 (14)	0.0097 (11)	0.0010 (11)	0.0009 (11)
C3	0.0309 (14)	0.0311 (15)	0.0313 (15)	0.0083 (12)	0.0010 (11)	0.0051 (12)
N1	0.0513 (16)	0.0464 (17)	0.0333 (15)	0.0059 (14)	−0.0096 (12)	−0.0124 (13)
N3	0.0332 (13)	0.0292 (13)	0.0411 (15)	0.0063 (11)	0.0026 (11)	0.0039 (11)
C1	0.0410 (16)	0.0376 (17)	0.0297 (16)	0.0025 (14)	0.0027 (13)	−0.0010 (13)
C5	0.0369 (17)	0.0301 (17)	0.061 (2)	0.0016 (14)	−0.0041 (16)	−0.0084 (16)
C4	0.0344 (16)	0.0307 (16)	0.052 (2)	0.0049 (13)	0.0049 (14)	0.0061 (15)
Mg1	0.0387 (7)	0.0245 (7)	0.0216 (7)	0.0047 (6)	0.0004 (5)	0.0022 (5)
O1W	0.0520 (13)	0.0454 (14)	0.0302 (12)	−0.0069 (11)	−0.0088 (10)	0.0073 (10)
O2W	0.0710 (15)	0.0213 (10)	0.0310 (12)	−0.0015 (10)	−0.0103 (10)	0.0041 (9)
O3W	0.0792 (17)	0.0629 (17)	0.0342 (13)	0.0432 (15)	0.0173 (12)	0.0161 (12)
Br1	0.0546 (2)	0.03047 (19)	0.0402 (2)	0.00473 (15)	0.00206 (14)	0.00592 (14)

N4—N3	1.312 (4)	C5—H5	0.9300
N4—N5	1.341 (3)	C4—H4	0.9300
N2—N3	1.336 (3)	Mg1—O2Wi	2.048 (2)
N2—C6	1.336 (3)	Mg1—O2W	2.048 (2)
C6—N5	1.329 (3)	Mg1—O3Wi	2.061 (2)
C6—C2	1.460 (4)	Mg1—O3W	2.061 (2)
C2—C1	1.373 (4)	Mg1—O1W	2.087 (2)
C2—C3	1.390 (4)	Mg1—O1Wi	2.087 (2)
C3—C4	1.386 (4)	O1W—H1WA	0.8068
C3—H3	0.9300	O1W—H1WB	0.8907
N1—C5	1.333 (4)	O2W—H2WA	0.8615
N1—C1	1.339 (4)	O2W—H2WB	0.7636
N1—H1A	0.8600	O3W—H3WA	0.9085
C1—H1	0.9300	O3W—H3WB	0.9576
C5—C4	1.363 (5)
N3—N4—N5	110.0 (2)	O2Wi—Mg1—O2W	180.000 (1)
N3—N2—C6	105.2 (2)	O2Wi—Mg1—O3Wi	91.93 (10)
N5—C6—N2	111.4 (2)	O2W—Mg1—O3Wi	88.07 (10)
N5—C6—C2	124.2 (2)	O2Wi—Mg1—O3W	88.07 (10)
N2—C6—C2	124.4 (2)	O2W—Mg1—O3W	91.93 (10)
C6—N5—N4	104.5 (2)	O3Wi—Mg1—O3W	180.000 (1)
C1—C2—C3	117.8 (3)	O2Wi—Mg1—O1W	89.55 (9)
C1—C2—C6	120.7 (3)	O2W—Mg1—O1W	90.45 (9)
C3—C2—C6	121.5 (3)	O3Wi—Mg1—O1W	90.10 (11)
C4—C3—C2	120.7 (3)	O3W—Mg1—O1W	89.90 (11)
C4—C3—H3	119.6	O2Wi—Mg1—O1Wi	90.45 (9)
C2—C3—H3	119.6	O2W—Mg1—O1Wi	89.55 (9)
C5—N1—C1	123.3 (3)	O3Wi—Mg1—O1Wi	89.90 (11)
C5—N1—H1A	118.3	O3W—Mg1—O1Wi	90.10 (11)
C1—N1—H1A	118.3	O1W—Mg1—O1Wi	180.000 (1)
N4—N3—N2	108.8 (2)	Mg1—O1W—H1WA	122.5
N1—C1—C2	119.9 (3)	Mg1—O1W—H1WB	126.6
N1—C1—H1	120.1	H1WA—O1W—H1WB	110.2
C2—C1—H1	120.1	Mg1—O2W—H2WA	119.0
N1—C5—C4	119.4 (3)	Mg1—O2W—H2WB	133.7
N1—C5—H5	120.3	H2WA—O2W—H2WB	107.0
C4—C5—H5	120.3	Mg1—O3W—H3WA	118.6
C5—C4—C3	119.0 (3)	Mg1—O3W—H3WB	118.7
C5—C4—H4	120.5	H3WA—O3W—H3WB	119.2
C3—C4—H4	120.5

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1A···Br1ii	0.86	2.41	3.240 (3)	161
O1W—H1WA···N5	0.81	1.98	2.780 (3)	171
O1W—H1WB···Br1iii	0.89	2.66	3.382 (3)	138
O2W—H2WA···N4	0.86	1.89	2.738 (3)	167
O2W—H2WB···Br1iv	0.76	2.53	3.296 (2)	178
O3W—H3WA···Br1i	0.91	2.48	3.328 (2)	156
O3W—H3WB···N2v	0.96	1.78	2.730 (3)	174

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1A⋯Br1i	0.86	2.41	3.240 (3)	161
O1W—H1WA⋯N5	0.81	1.98	2.780 (3)	171
O1W—H1WB⋯Br1ii	0.89	2.66	3.382 (3)	138
O2W—H2WA⋯N4	0.86	1.89	2.738 (3)	167
O2W—H2WB⋯Br1iii	0.76	2.53	3.296 (2)	178
O3W—H3WA⋯Br1iv	0.91	2.48	3.328 (2)	156
O3W—H3WB⋯N2v	0.96	1.78	2.730 (3)	174

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