5-(Pyridinium-3-yl)tetra-zol-1-ide hexa-aqua-magnesium dichloride.

In the title compound, (C(6)H(5)N(5))(2)[Mg(H(2)O)(6)]Cl(2), the asymmetric unit contains one zwitterionic 5-(pyridinium-3-yl)tetra-zol-1-ide mol-ecule, one half of an [Mg(H(2)O)(6)](2+) cation ( symmetry) and one chloride ion. The Mg(II) ion is surrounded by six water mol-ecules, with their O atoms located at the apices, exhibiting a slightly distorted octa-hedral coordination. Mg-O bond lengths range from 2.0526 (14) to 2.0965 (16) Å [mean value = 2.068 Å]. The pyridine and tetra-zole rings are nearly coplanar and only twisted from each other by a dihedral angle of 5.68 (1)°. The zwitterionic organic mol-ecules, anions and cations are connected by O-H⋯Cl, O-H⋯N and N-H⋯Cl hydrogen bonds, leading to the formation of a three-dimensional network.

Related literature

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

Experimental

Crystal data

(C6H5N5)2[Mg(H2O)6]Cl2

M = 497.61

Triclinic,

a = 7.4354 (15) Å

b = 8.4232 (17) Å

c = 9.5817 (19) Å

α = 94.06 (3)°

β = 90.71 (3)°

γ = 110.67 (3)°

V = 559.60 (19) Å3

Z = 1

Mo Kα radiation

μ = 0.37 mm−1

T = 298 K

0.40 × 0.05 × 0.05 mm

Data collection

Rigaku SCXmini diffractometer

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

5836 measured reflections

2552 independent reflections

2086 reflections with I > 2σ(I)

R int = 0.029

Refinement

R[F 2 > 2σ(F 2)] = 0.041

wR(F 2) = 0.101

S = 1.09

2552 reflections

142 parameters

6 restraints

H-atom parameters constrained

Δρmax = 0.27 e Å−3

Δρmin = −0.25 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; software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S160053681005419X/bx2339sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S160053681005419X/bx2339Isup2.hkl

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

(C6H5N5)2[Mg(H2O)6]Cl2	Z = 1
Mr = 497.61	F(000) = 258
Triclinic, P1	Dx = 1.477 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.4354 (15) Å	Cell parameters from 2552 reflections
b = 8.4232 (17) Å	θ = 3.2–27.5°
c = 9.5817 (19) Å	µ = 0.37 mm−1
α = 94.06 (3)°	T = 298 K
β = 90.71 (3)°	Block, colourless
γ = 110.67 (3)°	0.40 × 0.05 × 0.05 mm
V = 559.60 (19) Å3

Rigaku SCXmini diffractometer	2552 independent reflections
Radiation source: fine-focus sealed tube	2086 reflections with I > 2σ(I)
graphite	Rint = 0.029
Detector resolution: 13.6612 pixels mm-1	θmax = 27.5°, θmin = 3.2°
CCD_Profile_fitting scans	h = −9→9
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005)	k = −10→10
Tmin = 0.89, Tmax = 0.95	l = −12→12
5836 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)] = 0.041	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.101	H-atom parameters constrained
S = 1.09	w = 1/[σ2(Fo2) + (0.0398P)2 + 0.1577P] where P = (Fo2 + 2Fc2)/3
2552 reflections	(Δ/σ)max < 0.001
142 parameters	Δρmax = 0.27 e Å−3
6 restraints	Δρmin = −0.25 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
Mg1	0.0000	0.5000	0.5000	0.0313 (2)
O1W	0.0599 (2)	0.69394 (16)	0.36976 (13)	0.0459 (4)
H1WA	0.0113	0.6775	0.2869	0.069*
H1WB	0.1228	0.7998	0.3859	0.069*
O2W	0.2487 (2)	0.64382 (19)	0.62087 (14)	0.0528 (4)
H2WA	0.2766	0.6238	0.7025	0.079*
H2WB	0.3531	0.7163	0.5961	0.079*
N2	0.2278 (2)	0.46353 (18)	0.10243 (15)	0.0317 (3)
C6	0.3333 (2)	0.5845 (2)	0.02382 (17)	0.0263 (3)
C2	0.4917 (2)	0.7372 (2)	0.07879 (18)	0.0299 (4)
N3	0.1006 (2)	0.34796 (18)	0.01273 (16)	0.0357 (3)
N4	0.1310 (2)	0.39758 (19)	−0.11389 (16)	0.0362 (4)
N5	0.2776 (2)	0.54786 (18)	−0.11105 (15)	0.0336 (3)
O3W	0.1562 (2)	0.3929 (2)	0.37477 (15)	0.0565 (4)
H3WA	0.1824	0.4149	0.2906	0.085*
H3WB	0.1934	0.3113	0.3914	0.085*
C3	0.6097 (3)	0.8510 (2)	−0.0093 (2)	0.0370 (4)
H3	0.5879	0.8315	−0.1058	0.044*
C1	0.5289 (3)	0.7704 (2)	0.2209 (2)	0.0416 (5)
H1	0.4520	0.6969	0.2821	0.050*
N1	0.6760 (3)	0.9086 (2)	0.2710 (2)	0.0528 (5)
H1A	0.6978	0.9268	0.3602	0.063*
C4	0.7593 (3)	0.9931 (2)	0.0469 (3)	0.0490 (5)
H4	0.8379	1.0697	−0.0117	0.059*
C5	0.7908 (3)	1.0201 (3)	0.1877 (3)	0.0543 (6)
H5	0.8912	1.1151	0.2264	0.065*
Cl1	0.31120 (8)	0.08959 (6)	0.40654 (6)	0.05028 (17)

	U11	U22	U33	U12	U13	U23
Mg1	0.0380 (5)	0.0285 (4)	0.0220 (4)	0.0051 (3)	0.0002 (3)	0.0023 (3)
O1W	0.0647 (9)	0.0284 (7)	0.0290 (7)	−0.0025 (6)	−0.0112 (6)	0.0042 (5)
O2W	0.0463 (8)	0.0564 (9)	0.0343 (7)	−0.0092 (7)	−0.0087 (6)	0.0112 (6)
N2	0.0320 (7)	0.0299 (7)	0.0284 (7)	0.0051 (6)	0.0011 (6)	0.0025 (6)
C6	0.0244 (8)	0.0257 (8)	0.0266 (8)	0.0066 (6)	0.0011 (6)	0.0009 (6)
C2	0.0260 (8)	0.0260 (8)	0.0358 (9)	0.0079 (7)	−0.0005 (7)	−0.0019 (7)
N3	0.0304 (8)	0.0296 (8)	0.0405 (9)	0.0030 (6)	−0.0007 (6)	0.0004 (6)
N4	0.0322 (8)	0.0347 (8)	0.0363 (8)	0.0065 (6)	−0.0073 (6)	−0.0022 (6)
N5	0.0328 (8)	0.0335 (8)	0.0285 (8)	0.0043 (6)	−0.0026 (6)	0.0032 (6)
O3W	0.0863 (12)	0.0675 (10)	0.0347 (8)	0.0479 (9)	0.0192 (8)	0.0157 (7)
C3	0.0323 (9)	0.0317 (9)	0.0450 (11)	0.0082 (8)	0.0038 (8)	0.0052 (8)
C1	0.0380 (10)	0.0383 (10)	0.0391 (10)	0.0037 (8)	−0.0024 (8)	−0.0062 (8)
N1	0.0490 (10)	0.0494 (11)	0.0477 (10)	0.0071 (8)	−0.0102 (8)	−0.0201 (8)
C4	0.0358 (10)	0.0284 (10)	0.0754 (16)	0.0023 (8)	0.0065 (10)	0.0041 (9)
C5	0.0372 (11)	0.0329 (11)	0.0798 (17)	0.0004 (9)	−0.0046 (11)	−0.0158 (10)
Cl1	0.0557 (3)	0.0341 (3)	0.0536 (3)	0.0067 (2)	−0.0008 (2)	0.0045 (2)

Mg1—O1W	2.0526 (14)	C2—C3	1.393 (3)
Mg1—O1Wi	2.0526 (14)	N3—N4	1.308 (2)
Mg1—O3Wi	2.0552 (15)	N4—N5	1.346 (2)
Mg1—O3W	2.0552 (15)	O3W—H3WA	0.8500
Mg1—O2W	2.0965 (16)	O3W—H3WB	0.8499
Mg1—O2Wi	2.0965 (16)	C3—C4	1.383 (3)
O1W—H1WA	0.8500	C3—H3	0.9300
O1W—H1WB	0.8499	C1—N1	1.338 (2)
O2W—H2WA	0.8500	C1—H1	0.9300
O2W—H2WB	0.8499	N1—C5	1.344 (3)
N2—C6	1.334 (2)	N1—H1A	0.8600
N2—N3	1.339 (2)	C4—C5	1.356 (3)
C6—N5	1.333 (2)	C4—H4	0.9300
C6—C2	1.462 (2)	C5—H5	0.9300
C2—C1	1.375 (3)
O1W—Mg1—O1Wi	180.00 (5)	C1—C2—C3	118.19 (17)
O1W—Mg1—O3Wi	91.30 (6)	C1—C2—C6	120.00 (16)
O1Wi—Mg1—O3Wi	88.70 (6)	C3—C2—C6	121.80 (16)
O1W—Mg1—O3W	88.70 (6)	N4—N3—N2	109.00 (14)
O1Wi—Mg1—O3W	91.30 (6)	N3—N4—N5	110.09 (14)
O3Wi—Mg1—O3W	180.000 (1)	C6—N5—N4	104.18 (14)
O1W—Mg1—O2W	88.73 (6)	Mg1—O3W—H3WA	124.6
O1Wi—Mg1—O2W	91.27 (6)	Mg1—O3W—H3WB	127.9
O3Wi—Mg1—O2W	89.27 (7)	H3WA—O3W—H3WB	107.1
O3W—Mg1—O2W	90.73 (7)	C4—C3—C2	120.02 (19)
O1W—Mg1—O2Wi	91.27 (6)	C4—C3—H3	120.0
O1Wi—Mg1—O2Wi	88.73 (6)	C2—C3—H3	120.0
O3Wi—Mg1—O2Wi	90.73 (7)	N1—C1—C2	120.00 (19)
O3W—Mg1—O2Wi	89.27 (7)	N1—C1—H1	120.0
O2W—Mg1—O2Wi	180.0	C2—C1—H1	120.0
Mg1—O1W—H1WA	121.5	C1—N1—C5	122.59 (19)
Mg1—O1W—H1WB	130.3	C1—N1—H1A	118.7
H1WA—O1W—H1WB	107.9	C5—N1—H1A	118.7
Mg1—O2W—H2WA	125.4	C5—C4—C3	119.6 (2)
Mg1—O2W—H2WB	129.5	C5—C4—H4	120.2
H2WA—O2W—H2WB	103.6	C3—C4—H4	120.2
C6—N2—N3	105.15 (14)	N1—C5—C4	119.60 (18)
N5—C6—N2	111.57 (14)	N1—C5—H5	120.2
N5—C6—C2	124.30 (15)	C4—C5—H5	120.2
N2—C6—C2	124.13 (15)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WA···N4ii	0.85	1.90	2.737 (2)	169
O1W—H1WB···Cl1iii	0.85	2.34	3.1848 (17)	174
O2W—H2WA···N5iv	0.85	1.94	2.775 (2)	167
O2W—H2WB···Cl1v	0.85	2.46	3.2764 (19)	163
N1—H1A···Cl1v	0.86	2.25	3.088 (2)	165
O3W—H3WA···N2	0.85	1.89	2.735 (2)	177
O3W—H3WB···Cl1	0.85	2.34	3.1822 (17)	172

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1WA⋯N4i	0.85	1.90	2.737 (2)	169
O1W—H1WB⋯Cl1ii	0.85	2.34	3.1848 (17)	174
O2W—H2WA⋯N5iii	0.85	1.94	2.775 (2)	167
O2W—H2WB⋯Cl1iv	0.85	2.46	3.2764 (19)	163
N1—H1A⋯Cl1iv	0.86	2.25	3.088 (2)	165
O3W—H3WA⋯N2	0.85	1.89	2.735 (2)	177
O3W—H3WB⋯Cl1	0.85	2.34	3.1822 (17)	172

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