Ethyl-enediammonium tetra-bromido-mercurate(II) monohydrate.

The Hg(II) atoms in the crystal structure of the title compound, (C(2)H(10)N(2))[HgBr(4)]·H(2)O, are tetra-hedrally coordinated by four Br atoms and the resulting [HgBr(4)](2-) ions are inter-connected to the [NH(3)-CH(2)-CH(2)-NH(3)](2+) ions and water mol-ecules by N-H⋯Br and O-H⋯Br bonds, forming a three-dimensional network. N-H⋯O inter-actions are also present. The observed three different Hg-Br distances of 2.5597 (6), 2.6862 (8) and 2.6923 (8) Å in the tetra-bromo-mercurate unit are due to the connection of Br atoms to different numbers of H atoms. The Hg, O and two Br atoms are located on a crystallographic mirror plane. The cation has symmetry with the center of the C-C bond lying on a crystallographic center of inversion.

Related literature

For synthetic methods, see: Furukawa et al. (2005 ▶). For background to Hg–halogen bonds, see: Ishihara et al. (2002 ▶); Furukawa et al. (2005 ▶). For a related structure, see: Terao et al. (2009 ▶).

Experimental

Crystal data

(C2H10N2)[HgBr4]·H2O

M = 600.37

Monoclinic,

a = 6.4976 (6) Å

b = 11.416 (1) Å

c = 8.0161 (8) Å

β = 103.38 (1)°

V = 578.47 (9) Å3

Z = 2

Mo Kα radiation

μ = 27.07 mm−1

T = 100 K

0.16 × 0.10 × 0.06 mm

Data collection

Oxford Diffraction Xcalibur diffractometer with a Sapphire CCD detector

Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2009 ▶) T min = 0.052, T max = 0.197

2304 measured reflections

1240 independent reflections

1159 reflections with I > 2σ(I)

R int = 0.019

Refinement

R[F 2 > 2σ(F 2)] = 0.024

wR(F 2) = 0.062

S = 1.11

1240 reflections

55 parameters

3 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 2.00 e Å−3

Δρmin = −1.60 e Å−3

Data collection: CrysAlis CCD (Oxford Diffraction, 2009 ▶); cell refinement: CrysAlis RED (Oxford Diffraction, 2009 ▶); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: PLATON (Spek, 2009 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S160053680902772X/bt5004sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S160053680902772X/bt5004Isup2.hkl

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

(C2H10N2)[HgBr4]·H2O	F(000) = 532
Mr = 600.37	Dx = 3.447 Mg m−3
Monoclinic, P21/m	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yb	Cell parameters from 1937 reflections
a = 6.4976 (6) Å	θ = 2.6–27.9°
b = 11.416 (1) Å	µ = 27.07 mm−1
c = 8.0161 (8) Å	T = 100 K
β = 103.38 (1)°	Prism, colourless
V = 578.47 (9) Å3	0.16 × 0.10 × 0.06 mm
Z = 2

Oxford Diffraction Xcalibur diffractometer with a Sapphire CCD detector	1240 independent reflections
Radiation source: fine-focus sealed tube	1159 reflections with I > 2σ(I)
graphite	Rint = 0.019
Rotation method data acquisition using ω and φ scans	θmax = 26.4°, θmin = 2.6°
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2009)	h = −8→7
Tmin = 0.052, Tmax = 0.197	k = −10→14
2304 measured reflections	l = −10→9

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)] = 0.024	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.062	H atoms treated by a mixture of independent and constrained refinement
S = 1.11	w = 1/[σ2(Fo2) + (0.0387P)2 + 1.5899P] where P = (Fo2 + 2Fc2)/3
1240 reflections	(Δ/σ)max = 0.049
55 parameters	Δρmax = 2.00 e Å−3
3 restraints	Δρmin = −1.60 e Å−3

Experimental. CrysAlis RED (Oxford Diffraction, 2009) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.

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
N1	0.8265 (7)	0.0383 (4)	0.2834 (5)	0.0106 (9)
H1A	0.8539	−0.0264	0.2258	0.013*
H1B	0.9046	0.0996	0.2595	0.013*
H1C	0.6866	0.0563	0.2501	0.013*
C1	0.8833 (8)	0.0144 (5)	0.4718 (6)	0.0118 (11)
H11	0.7985	−0.0521	0.4984	0.014*
H12	0.8511	0.0840	0.5349	0.014*
Hg1	0.55745 (4)	0.2500	0.75798 (4)	0.01179 (11)
Br1	0.69952 (8)	0.04665 (4)	0.85916 (6)	0.01038 (14)
Br2	0.50796 (11)	0.2500	0.41588 (9)	0.01061 (17)
Br3	0.15662 (11)	0.2500	0.79637 (10)	0.01234 (17)
O1	0.0198 (8)	0.2500	0.1966 (7)	0.0125 (11)
H1O	0.032 (9)	0.1920 (13)	0.127 (5)	0.015*

	U11	U22	U33	U12	U13	U23
N1	0.017 (2)	0.006 (2)	0.008 (2)	0.0032 (17)	0.0007 (18)	0.0019 (17)
C1	0.018 (3)	0.011 (2)	0.007 (2)	0.005 (2)	0.005 (2)	0.001 (2)
Hg1	0.01411 (17)	0.00870 (16)	0.01290 (17)	0.000	0.00384 (11)	0.000
Br1	0.0130 (3)	0.0098 (3)	0.0085 (2)	0.00092 (19)	0.00280 (19)	0.00217 (19)
Br2	0.0128 (3)	0.0093 (3)	0.0090 (3)	0.000	0.0010 (3)	0.000
Br3	0.0134 (4)	0.0072 (3)	0.0185 (4)	0.000	0.0079 (3)	0.000
O1	0.015 (3)	0.010 (3)	0.014 (3)	0.000	0.005 (2)	0.000

N1—C1	1.495 (6)	C1—H12	0.9900
N1—H1A	0.9100	Hg1—Br1ii	2.5597 (6)
N1—H1B	0.9100	Hg1—Br1	2.5597 (6)
N1—H1C	0.9100	Hg1—Br2	2.6862 (8)
C1—C1i	1.515 (10)	Hg1—Br3	2.6923 (8)
C1—H11	0.9900	O1—H1O	0.881 (19)
C1—N1—H1A	109.5	N1—C1—H12	109.7
C1—N1—H1B	109.5	C1i—C1—H12	109.7
H1A—N1—H1B	109.5	H11—C1—H12	108.2
C1—N1—H1C	109.5	Br1ii—Hg1—Br1	130.16 (3)
H1A—N1—H1C	109.5	Br1ii—Hg1—Br2	105.823 (15)
H1B—N1—H1C	109.5	Br1—Hg1—Br2	105.823 (15)
N1—C1—C1i	109.7 (5)	Br1ii—Hg1—Br3	104.551 (15)
N1—C1—H11	109.7	Br1—Hg1—Br3	104.551 (15)
C1i—C1—H11	109.7	Br2—Hg1—Br3	103.08 (3)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1A···Br3iii	0.91	2.56	3.359 (5)	147
N1—H1A···Br1i	0.91	3.14	3.655 (5)	118
N1—H1B···O1iv	0.91	1.98	2.882 (5)	169
N1—H1C···Br1iii	0.91	2.72	3.482 (4)	141
N1—H1C···Br2	0.91	2.95	3.503 (5)	121
O1—H1O···Br3v	0.88 (2)	3.02 (3)	3.521 (6)	118 (2)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1A⋯Br3i	0.91	2.56	3.359 (5)	147
N1—H1A⋯Br1ii	0.91	3.14	3.655 (5)	118
N1—H1B⋯O1iii	0.91	1.98	2.882 (5)	169
N1—H1C⋯Br1i	0.91	2.72	3.482 (4)	141
N1—H1C⋯Br2	0.91	2.95	3.503 (5)	121
O1—H1O⋯Br3iv	0.881 (19)	3.02 (3)	3.521 (6)	118 (2)

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