Poly[(μ(2)-2-amino-pyrimidine-κ(2)N(1):N(3))di-μ(2)-chlorido-mercury(II)].

The title compound, [HgCl(2)(C(4)H(5)N(3))](n), features a two-dimensional network parallel to (001) that is based on an Hg(II) atom octahedrally coordinated by four μ(2)-Cl atoms and two μ(2)-2-amino-pyrimidine (apym) ligands in trans positions, yielding a distorted HgCl(4)N(2) octa-hedron. The coordination network can be described as an uninodal 4-connected net with the sql topology. The Hg(II) ion lies on a site of -1 symmetry and the apym ligand lies on sites of m symmetry with the mirror plane perpendicular to the pyrimidine plane and passing through the NH(2) group N atom. This polymeric structure is stabilized by N-H⋯Cl hydrogen bonds and columnar π-π stacking of pyrimidine rings, with a centroid-centroid distance of 3.832 (2) Å.

Related literature

For pyridine complexes of mercury(II) halides see: Hu et al. (2007 ▶). For mercury(II) coordination polymers, see: Mahmoudi & Morsali (2009 ▶). For the same topological type of two-dimensional coordination networks, see: Nockemann & Meyer (2004 ▶); Xie & Wu (2007 ▶). For topological analysis, see: Blatov (2006 ▶). For an isotypic CdII complex, see: Salinas-Castillo et al. (2011 ▶). For our previous work on structures with an apym ligand, see: Eshtiagh-Hosseini et al. (2009 ▶, 2010 ▶, 2011 ▶).

Experimental

Crystal data

[HgCl2(C4H5N3)]

M = 366.60

Monoclinic,

a = 3.8317 (1) Å

b = 14.1366 (3) Å

c = 7.0773 (2) Å

β = 96.814 (2)°

V = 380.65 (2) Å3

Z = 2

Mo Kα radiation

μ = 20.84 mm−1

T = 294 K

0.45 × 0.04 × 0.02 mm

Data collection

Oxford Diffraction Xcalibur E diffractometer

Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2011 ▶) T min = 0.160, T max = 1.000

9437 measured reflections

992 independent reflections

867 reflections with I > 2σ(I)

R int = 0.033

Refinement

R[F 2 > 2σ(F 2)] = 0.020

wR(F 2) = 0.049

S = 1.12

992 reflections

52 parameters

H-atom parameters constrained

Δρmax = 0.84 e Å−3

Δρmin = −1.01 e Å−3

Data collection: CrysAlis PRO (Agilent, 2011 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: Mercury (Macrae et al., 2008 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812008793/gk2458sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812008793/gk2458Isup2.hkl

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

[HgCl2(C4H5N3)]	F(000) = 328
Mr = 366.60	Dx = 3.198 Mg m−3
Monoclinic, P21/m	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yb	Cell parameters from 3794 reflections
a = 3.8317 (1) Å	θ = 2.9–29.0°
b = 14.1366 (3) Å	µ = 20.84 mm−1
c = 7.0773 (2) Å	T = 294 K
β = 96.814 (2)°	Needle, colourless
V = 380.65 (2) Å3	0.45 × 0.04 × 0.02 mm
Z = 2

Oxford Diffraction Xcalibur E diffractometer	992 independent reflections
Radiation source: Enhance (Mo) X-ray Source	867 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.033
Detector resolution: 16.1544 pixels mm-1	θmax = 29.0°, θmin = 2.9°
ω scans	h = −5→4
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2011)	k = −18→19
Tmin = 0.160, Tmax = 1.000	l = −9→9
9437 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)] = 0.020	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.049	H-atom parameters constrained
S = 1.12	w = 1/[σ2(Fo2) + (0.0245P)2 + 0.3601P] where P = (Fo2 + 2Fc2)/3
992 reflections	(Δ/σ)max < 0.001
52 parameters	Δρmax = 0.84 e Å−3
0 restraints	Δρmin = −1.01 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
Hg1	0.0000	0.5000	0.0000	0.03124 (9)
Cl1	0.4453 (2)	0.44666 (6)	0.24361 (12)	0.02963 (19)
C1	0.0775 (12)	0.7500	0.0879 (7)	0.0249 (10)
N1	0.1926 (13)	0.7500	−0.0838 (7)	0.0355 (10)
H1	0.2972	0.6915	−0.1176	0.043*
N2	0.0202 (8)	0.6654 (2)	0.1677 (4)	0.0277 (6)
C4	−0.1355 (15)	0.7500	0.4342 (8)	0.0353 (12)
H4	−0.2054	0.7500	0.5556	0.042*
C3	−0.0821 (10)	0.6677 (3)	0.3413 (5)	0.0327 (8)
H3	−0.1185	0.6107	0.4016	0.039*

	U11	U22	U33	U12	U13	U23
Hg1	0.02661 (13)	0.03241 (14)	0.03432 (14)	0.00086 (7)	0.00197 (9)	0.00342 (8)
Cl1	0.0305 (4)	0.0297 (4)	0.0287 (4)	0.0022 (3)	0.0036 (3)	0.0019 (4)
C1	0.023 (2)	0.023 (2)	0.028 (3)	0.000	0.000 (2)	0.000
N1	0.051 (3)	0.022 (2)	0.037 (3)	0.000	0.017 (2)	0.000
N2	0.0347 (16)	0.0219 (15)	0.0261 (15)	−0.0005 (12)	0.0014 (12)	0.0007 (12)
C4	0.043 (3)	0.040 (3)	0.024 (3)	0.000	0.007 (2)	0.000
C3	0.040 (2)	0.029 (2)	0.0280 (19)	−0.0055 (16)	0.0025 (16)	0.0036 (16)

Hg1—Cl1i	2.3987 (8)	C1—N2	1.352 (4)
Hg1—Cl1	2.3987 (8)	C1—N2v	1.352 (4)
Hg1—N2i	2.618 (3)	N1—H1	0.9618
Hg1—N2	2.618 (3)	N2—C3	1.334 (5)
Hg1—Cl1ii	2.9881 (9)	C4—C3	1.364 (5)
Hg1—Cl1iii	2.9881 (9)	C4—C3v	1.364 (5)
Cl1—Hg1iv	2.9881 (9)	C4—H4	0.9300
C1—N1	1.340 (6)	C3—H3	0.9300
Cl1i—Hg1—Cl1	180.00 (3)	Hg1—Cl1—Hg1iv	90.00 (3)
Cl1i—Hg1—N2i	88.55 (7)	N1—C1—N2	117.7 (2)
Cl1—Hg1—N2i	91.45 (7)	N1—C1—N2v	117.7 (2)
Cl1i—Hg1—N2	91.45 (7)	N2—C1—N2v	124.5 (5)
Cl1—Hg1—N2	88.55 (7)	C1—N1—H1	114.7
N2i—Hg1—N2	180.0	C3—N2—C1	116.3 (4)
Cl1i—Hg1—Cl1ii	90.00 (3)	C3—N2—Hg1	116.3 (2)
Cl1—Hg1—Cl1ii	90.00 (3)	C1—N2—Hg1	126.8 (3)
N2i—Hg1—Cl1ii	87.05 (7)	C3—C4—C3v	117.1 (5)
N2—Hg1—Cl1ii	92.95 (7)	C3—C4—H4	121.4
Cl1i—Hg1—Cl1iii	90.00 (3)	C3v—C4—H4	121.4
Cl1—Hg1—Cl1iii	90.00 (3)	N2—C3—C4	122.9 (4)
N2i—Hg1—Cl1iii	92.95 (7)	N2—C3—H3	118.6
N2—Hg1—Cl1iii	87.05 (7)	C4—C3—H3	118.6
Cl1ii—Hg1—Cl1iii	180.00 (3)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1···Cl1ii	0.96	2.41	3.363 (3)	173

Hg1—Cl1	2.3987 (8)
Hg1—N2	2.618 (3)
Hg1—Cl1i	2.9881 (9)

Cl1—Hg1—N2ii	91.45 (7)
Cl1—Hg1—N2	88.55 (7)
N2ii—Hg1—N2	180.0
N2—Hg1—Cl1iii	92.95 (7)
Cl1—Hg1—Cl1i	90.00 (3)
N2—Hg1—Cl1i	87.05 (7)

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

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1⋯Cl1iii	0.96	2.41	3.363 (3)	173

Symmetry code: (iii) .