Poly[di-μ-chlorido-μ-(1,2,3,9-tetra-hydro-pyrrolo-[2,1-b]quinazolin-9-one-κN:O)-mercury(II)].

In the crystal structure of the title two-dimensional network, [HgCl(2)(C(11)H(10)N(2)O)](n), the asymmetric unit consists of HgCl(2) dumbbells and one mol-ecule of the quinazoline unit. Pseudo-octa-hedrally coordinated Hg(II) cations are chloride-bridged via a crystallographic inversion centre leading to different Hg-Cl bonds (short and long) and linked by other Cl atoms via translation along the a axis. The quinazoline ligands connect the Hg-Cl-Hg-Cl chains by N and O atoms along the b axis, forming the two-dimensional network structure. The crystal structure is stabilized by weak non-classical C-H⋯Cl hydrogen bonds and aromatic π-π stacking inter-actions [centroid-centroid distances = 3.942 (4) and 3.621 (4) Å].

Related literature

For the synthesis of the ligand, see: Chatterjee & Ganguly (1968 ▶). For the crystal structure of the ligand, see: Turgunov et al. (1995 ▶). For the crystal structure of the pure octa­hedral HgII ion and halide-bridged complex, see: Hu et al. (2007 ▶). For the crystal structure of a HgII complex with asymmetric Hg—Cl bonds, see: Batten et al. (2002 ▶); Hu et al. (2007 ▶); Merkens et al. (2010 ▶). For a general review of halide-bridged chain and crosslinking polymers, see: Englert (2010 ▶).

Experimental

Crystal data

[HgCl2(C11H10N2O)]

M = 457.70

Monoclinic,

a = 7.7275 (11) Å

b = 9.4705 (13) Å

c = 16.729 (2) Å

β = 101.416 (2)°

V = 1200.1 (3) Å3

Z = 4

Mo Kα radiation

μ = 13.25 mm−1

T = 130 K

0.21 × 0.09 × 0.08 mm

Data collection

Bruker SMART APEX diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.167, T max = 0.417

13274 measured reflections

3014 independent reflections

2620 reflections with I > 2σ(I)

R int = 0.041

Refinement

R[F 2 > 2σ(F 2)] = 0.042

wR(F 2) = 0.099

S = 1.20

3014 reflections

154 parameters

H-atom parameters constrained

Δρmax = 6.57 e Å−3

Δρmin = −1.26 e Å−3

Data collection: SMART APEX (Bruker, 2000 ▶); cell refinement: SAINT-Plus (Bruker, 1999 ▶); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: XP (Bruker, 1998 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811022471/si2358sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811022471/si2358Isup2.hkl

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

[HgCl2(C11H10N2O)]	F(000) = 848
Mr = 457.70	Dx = 2.533 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 3815 reflections
a = 7.7275 (11) Å	θ = 2.2–28.3°
b = 9.4705 (13) Å	µ = 13.25 mm−1
c = 16.729 (2) Å	T = 130 K
β = 101.416 (2)°	Rod, colourless
V = 1200.1 (3) Å3	0.21 × 0.09 × 0.08 mm
Z = 4

Bruker SMART APEX diffractometer	3014 independent reflections
Radiation source: fine-focus sealed tube	2620 reflections with I > 2σ(I)
graphite	Rint = 0.041
ω scans	θmax = 28.5°, θmin = 2.5°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −10→10
Tmin = 0.167, Tmax = 0.417	k = −12→12
13274 measured reflections	l = −22→22

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)] = 0.042	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.099	H-atom parameters constrained
S = 1.20	w = 1/[σ2(Fo2) + (0.0432P)2 + 2.8193P] where P = (Fo2 + 2Fc2)/3
3014 reflections	(Δ/σ)max = 0.001
154 parameters	Δρmax = 6.57 e Å−3
0 restraints	Δρmin = −1.26 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	0.75260 (3)	0.03946 (3)	0.005310 (12)	0.02475 (11)
Cl1	0.9924 (2)	0.02655 (19)	0.11378 (9)	0.0277 (3)
Cl2	0.5237 (2)	0.01819 (19)	−0.10788 (9)	0.0288 (4)
O1	0.7419 (7)	0.7485 (6)	0.0235 (3)	0.0439 (14)
N1	0.7546 (6)	0.3191 (7)	0.0057 (3)	0.0248 (12)
C2	0.7279 (8)	0.3824 (8)	0.0697 (4)	0.0264 (14)
N3	0.7223 (7)	0.5265 (6)	0.0757 (3)	0.0245 (12)
C4	0.7484 (8)	0.6201 (8)	0.0148 (4)	0.0286 (14)
C4A	0.7784 (9)	0.5509 (7)	−0.0581 (4)	0.0238 (14)
C5	0.8068 (9)	0.6256 (8)	−0.1257 (4)	0.0320 (15)
H5A	0.8074	0.7237	−0.1240	0.038*
C6	0.8339 (9)	0.5600 (8)	−0.1943 (4)	0.0321 (16)
H6A	0.8510	0.6123	−0.2391	0.038*
C7	0.8355 (9)	0.4115 (7)	−0.1964 (4)	0.0249 (13)
H7A	0.8534	0.3659	−0.2434	0.030*
C8	0.8111 (8)	0.3315 (7)	−0.1301 (4)	0.0249 (13)
H8A	0.8143	0.2334	−0.1320	0.030*
C8A	0.7813 (8)	0.4016 (7)	−0.0596 (3)	0.0193 (12)
C9	0.6954 (10)	0.3200 (9)	0.1470 (4)	0.0374 (18)
H9A	0.7924	0.2592	0.1716	0.045*
H9B	0.5870	0.2654	0.1373	0.045*
C10	0.6806 (13)	0.4488 (10)	0.2024 (5)	0.049 (2)
H10A	0.5692	0.4460	0.2208	0.059*
H10B	0.7757	0.4470	0.2499	0.059*
C11	0.6914 (10)	0.5786 (8)	0.1545 (4)	0.0337 (17)
H11A	0.5822	0.6319	0.1475	0.040*
H11B	0.7880	0.6382	0.1810	0.040*

	U11	U22	U33	U12	U13	U23
Hg1	0.02197 (15)	0.03650 (19)	0.01675 (14)	0.00429 (11)	0.00622 (9)	0.00185 (9)
Cl1	0.0231 (7)	0.0420 (10)	0.0188 (7)	0.0049 (7)	0.0060 (5)	0.0053 (6)
Cl2	0.0229 (8)	0.0452 (10)	0.0189 (7)	−0.0008 (7)	0.0055 (6)	0.0021 (6)
O1	0.059 (4)	0.035 (3)	0.043 (3)	0.009 (3)	0.021 (3)	−0.011 (3)
N1	0.028 (3)	0.031 (3)	0.016 (2)	0.005 (2)	0.005 (2)	−0.0025 (19)
C2	0.024 (3)	0.036 (4)	0.019 (3)	0.009 (3)	0.005 (2)	0.003 (3)
N3	0.021 (3)	0.033 (3)	0.020 (2)	0.011 (2)	0.004 (2)	−0.002 (2)
C4	0.023 (3)	0.035 (4)	0.029 (3)	0.004 (3)	0.007 (2)	−0.004 (3)
C4A	0.021 (3)	0.026 (4)	0.023 (3)	0.008 (3)	0.000 (2)	−0.002 (2)
C5	0.035 (4)	0.031 (4)	0.029 (3)	−0.001 (3)	0.005 (3)	0.005 (3)
C6	0.033 (4)	0.041 (5)	0.024 (3)	0.001 (3)	0.008 (3)	0.009 (3)
C7	0.026 (3)	0.031 (4)	0.018 (3)	0.001 (3)	0.006 (2)	−0.001 (2)
C8	0.027 (3)	0.025 (3)	0.022 (3)	0.005 (3)	0.005 (2)	0.000 (2)
C8A	0.017 (3)	0.023 (3)	0.017 (2)	0.004 (2)	0.000 (2)	0.002 (2)
C9	0.044 (4)	0.052 (5)	0.021 (3)	0.014 (4)	0.019 (3)	0.004 (3)
C10	0.057 (5)	0.069 (7)	0.023 (3)	−0.021 (5)	0.014 (3)	−0.016 (4)
C11	0.030 (4)	0.047 (5)	0.027 (3)	0.010 (3)	0.011 (3)	−0.014 (3)

Hg1—Cl1	2.3258 (16)	C5—C6	1.357 (10)
Hg1—Cl2	2.3302 (16)	C5—H5A	0.93
Hg1—Cl1i	3.1301 (16)	C6—C7	1.407 (10)
Hg1—Cl2ii	3.0416 (16)	C6—H6A	0.93
Hg1—O1iii	2.775 (6)	C7—C8	1.387 (9)
Hg1—N1	2.649 (6)	C7—H7A	0.93
O1—C4	1.227 (9)	C8—C8A	1.411 (8)
N1—C2	1.279 (8)	C8—H8A	0.93
N1—C8A	1.392 (8)	C9—C10	1.550 (11)
C2—N3	1.370 (9)	C9—H9A	0.97
C2—C9	1.488 (9)	C9—H9B	0.97
N3—C4	1.395 (9)	C10—C11	1.479 (12)
N3—C11	1.471 (8)	C10—H10A	0.97
C4—C4A	1.442 (9)	C10—H10B	0.97
C4A—C5	1.388 (9)	C11—H11A	0.97
C4A—C8A	1.415 (10)	C11—H11B	0.97
Cl1—Hg1—Cl2	171.44 (7)	C6—C7—H7A	119.3
Cl1—Hg1—N1	92.70 (11)	C7—C8—C8A	118.8 (6)
Cl2—Hg1—N1	95.27 (11)	C7—C8—H8A	120.6
C2—N1—C8A	117.9 (6)	C8A—C8—H8A	120.6
C2—N1—Hg1	118.0 (5)	N1—C8A—C8	117.8 (6)
C8A—N1—Hg1	124.1 (4)	N1—C8A—C4A	122.8 (5)
N1—C2—N3	122.7 (6)	C8—C8A—C4A	119.4 (5)
N1—C2—C9	128.6 (7)	C2—C9—C10	104.6 (7)
N3—C2—C9	108.6 (5)	C2—C9—H9A	110.8
C2—N3—C4	124.6 (5)	C10—C9—H9A	110.8
C2—N3—C11	114.4 (5)	C2—C9—H9B	110.8
C4—N3—C11	121.0 (6)	C10—C9—H9B	110.8
O1—C4—N3	121.9 (6)	H9A—C9—H9B	108.9
O1—C4—C4A	124.6 (7)	C11—C10—C9	108.1 (6)
N3—C4—C4A	113.6 (6)	C11—C10—H10A	110.1
C5—C4A—C8A	119.2 (6)	C9—C10—H10A	110.1
C5—C4A—C4	122.4 (7)	C11—C10—H10B	110.1
C8A—C4A—C4	118.3 (6)	C9—C10—H10B	110.1
C6—C5—C4A	122.1 (7)	H10A—C10—H10B	108.4
C6—C5—H5A	118.9	N3—C11—C10	104.1 (6)
C4A—C5—H5A	118.9	N3—C11—H11A	110.9
C5—C6—C7	118.9 (6)	C10—C11—H11A	110.9
C5—C6—H6A	120.6	N3—C11—H11B	110.9
C7—C6—H6A	120.6	C10—C11—H11B	110.9
C8—C7—C6	121.4 (6)	H11A—C11—H11B	109.0
C8—C7—H7A	119.3

D—H···A	D—H	H···A	D···A	D—H···A
C5—H5A···Cl1iv	0.93	2.81	3.630 (8)	147.
C10—H10B···Cl2v	0.97	2.76	3.724 (9)	171.

Table 1

Selected bond lengths (Å)

Hg1—Cl1	2.3258 (16)
Hg1—Cl2	2.3302 (16)
Hg1—Cl1i	3.1301 (16)
Hg1—Cl2ii	3.0416 (16)
Hg1—O1iii	2.775 (6)
Hg1—N1	2.649 (6)

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

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C5—H5A⋯Cl1iv	0.93	2.81	3.630 (8)	147
C10—H10B⋯Cl2v	0.97	2.76	3.724 (9)	171

Symmetry codes: (iv) ; (v) .