Diphenyl­mercury, redetermined at 120 K: sheets built from a single C—H⋯π(arene) hydrogen bond

Glidewell, C.; Low, J.N.; Wardell, J.L.

doi:10.1107/S0108270104034134

metal-organic compounds

STRUCTURAL
CHEMISTRY

ISSN: 2053-2296

Volume 61| Part 2| February 2005| Pages m107-m108

doi:10.1107/S0108270104034134

Diphenylmercury, redetermined at 120 K: sheets built from a single C—H⋯π(arene) hydrogen bond

Christopher Glidewell,^a ^* John N. Low ^b and James L. Wardell ^c

^aSchool of Chemistry, University of St Andrews, Fife KY16 9ST, Scotland, ^bDepartment of Chemistry, University of Aberdeen, Meston Walk, Old Aberdeen AB24 3UE, Scotland, and ^cInstituto de Química, Departamento de Química Inorgânica, Universidade Federal do Rio de Janeiro, 21945-970 Rio de Janeiro, RJ, Brazil
^*Correspondence e-mail: cg@st-andrews.ac.uk

(Received 21 December 2004; accepted 22 December 2004; online 31 January 2005)

At 120 K, the molecules of the title compound, [Hg(C₆H₅)₂], lie across centres of inversion in space group P2₁/n and are linked by a single C—H⋯π(arene) hydrogen bond into (101) sheets. The same supramolecular structure is found at 298 K.

Comment

The structure of diphenylmercury, (I), was first successfully analysed only in 1977 (Grdenić et al., 1977 ), despite numerous earlier attempts (Kitaigorodsky & Grdenić, 1948 ; Ziólkowska, 1962 ; Ziólkowska et al., 1964 ), which had been hampered by a combination of inadequate absorption corrections and the occurrence of twinning. Using diffraction data collected at ambient temperature, an R value of 0.023 was achieved with 725 unweighted data and with H atoms included in the calculations with C—H distances in the range 0.93–1.02 Å (Grdenić et al., 1977). The structure consisted of nearly planar centrosymmetric molecules; although a number of fairly short C⋯C, C⋯H and H⋯H intermolecular contacts were recorded, the consequences of these were not analysed. Our reanalysis, using PLATON (Spek, 2003 ), of the published structure using atomic coordinates retrieved from the Cambridge Structural Database (Allen, 2002 ; refcode DIPHHG11) found no direction-specific intermolecular interactions.

We have now reinvestigated the structure of (I) using a larger data set collected at 120 K; in addition, we collected a data set at 298 K, and the same phase was found. Although, for the sake of convenience and the much lower β angle, we have chosen to refine the structure in space group P2₁/n, rather than the alternative P2₁/c, as employed by Grdenić et al. (1977), we also solved the structure in P2₁/c. It was evident, from both the cell dimensions and the atom coordinates in P2₁/c that the same phase was employed in this study as in the earlier one. The structure of (I) determined at 120 K has better precision than that reported at ambient temperatures. Thus, the s.u. values on the Hg—C and C—C distances (Table 1) are less than half of those reported previously (0.007 Å for Hg—C and 0.010–0.014 Å for C—C). Despite the larger data set used here, at 120 K, the conventional R value is significantly lower than the previous ambient-temperature value (0.023).

We find at 120 K, centrosymmetric molecules (Fig. 1) with an interplanar spacing of 0.222 (4) Å, consistent with the structure previously reported at ambient temperature. However, these molecules are linked into sheets by a single nearly linear C—H⋯π(arene) hydrogen bond (Table 2). With the reference molecule centred at ( $[{1\over 2}]$ , $[{1\over 2}]$ , $[{1\over 2}]$ ), atoms C6 at (x, y, z) and (1 − x, 1 − y, 1 − z) act as hydrogen-bond donors to the aryl rings at ( $[{3\over 2}]$ − x, − $[{1\over 2}]$ + y, $[{1\over 2}]$ − z) and (− $[{1\over 2}]$ + x, $[{3\over 2}]$ − y, $[{1\over 2}]$ + z), respectively, which form parts of the molecules centred at (1, 0, 0) and (0, 1, 1), respectively. Similarly, the aryl rings at (x, y, z) and (1 − x, 1 − y, 1 − z) accept hydrogen bonds from atoms C6 at ( $[{3\over 2}]$ − x, $[{1\over 2}]$ + y, $[{1\over 2}]$ − z) and (− $[{1\over 2}]$ + x, $[{1\over 2}]$ − y, $[{1\over 2}]$ + z), respectively, which form parts of the molecules centred at (1, 1, 0) and (0, 0, 1). In this way, the molecules are linked into (101) sheets (Fig. 2), although there are no direction-specific interactions between adjacent sheets.

We find precisely the same supramolecular aggregation at 298 K, and the question then arises why this aggregation is not apparent from the coordinates reported by Grdenić et al. (1977). The explanation appears to lie in the location of the H atoms in the earlier structure. The authors stated that `the H atoms were included in the structure-factor calculations with the isotropic thermal parameters of the bonded C atoms, but the parameters were not refined' (Grdenić et al., 1977); however, at no point did the authors specify how the H atoms were actually located or what constraints were applied to their positions during the refinement. In fact, analysis of their H-atom coordinates shows that many of these atoms are significantly displaced from the plane of the aryl ring; in particular, the two calculated C—C—C—H torsion angles for the H atom bonded to atom C6 are 168 and −169°. In addition, the two exocyclic C—C—H angles at atom C6 are 116 and 123°, and it seems probable that the erroneous location of the H atom bonded to atom C6 has previously obscured the occurrence of the C—H⋯π(arene) hydrogen bond.

Figure 1
The molecule of (I), showing the atom-labelling scheme. Displacement ellipsoids are drawn at the 30% probability level and atoms labelled with the suffix A are at the symmetry position (1 − x, 1 − y, 1 − z).

Figure 2
Part of the crystal structure of (I), showing a (101) sheet formed from the action of a C—H⋯π(arene) hydrogen bond. Hg atoms marked with an asterisk (*), a hash (#) or an ampersand (&) are at the positions (1, 0, 0), ( $[{1\over 2}]$ , − $[{1\over 2}]$ , $[{1\over 2}]$ ) and (0, 0, 1), respectively. For the sake of clarity, H atoms not involved in the motif shown have been omitted.

Experimental

The title compound was isolated from the reaction between mercury(II) chloride and methyltriphenyltin(IV) (2:1 molar ratio) in ethanol. Crystals suitable for single-crystal X-ray diffraction were grown by slow evaporation of a solution in ethanol.

Crystal data

[Hg(C₆H₅)₂]
M_r = 354.79
Monoclinic, P2₁/n
a = 5.6222 (3) Å
b = 8.0912 (4) Å
c = 10.5852 (5) Å
β = 95.485 (3)°
V = 479.32 (4) Å³
Z = 2
D_x = 2.458 Mg m⁻³
Mo Kα radiation
Cell parameters from 1098 reflections
θ = 3.2–27.5°
μ = 16.00 mm⁻¹
T = 120 (2) K
Plate, colourless
0.28 × 0.12 × 0.04 mm

Data collection

Nonius KappaCCD diffractometer
φ and ω scans
Absorption correction: multi-scan(SADABS; Sheldrick, 2003 )T_min = 0.088, T_max = 0.527
7117 measured reflections
1098 independent reflections
837 reflections with I > 2σ(I)
R_int = 0.034
θ_max = 27.5°
h = −7 → 7
k = −10 → 10
l = −13 → 13

Refinement

Refinement on F²
R[F² > 2σ(F²)] = 0.017
wR(F²) = 0.045
S = 1.09
1098 reflections
62 parameters
H-atom parameters constrained
w = 1/[σ²(F_o²) + (0.0209P)² + 0.2975P] where P = (F_o² + 2F_c²)/3
(Δ/σ)_max < 0.001
Δρ_max = 0.71 e Å⁻³
Δρ_min = −0.87 e Å⁻³
Extinction correction: SHELXL97
Extinction coefficient: 0.0133 (8)

Table 1
Selected geometric parameters (Å)

Hg1—C1	2.088 (3)
C1—C2	1.393 (5)
C2—C3	1.384 (5)
C3—C4	1.402 (5)
C4—C5	1.383 (5)
C5—C6	1.398 (5)
C6—C1	1.400 (5)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C6—H6⋯Cgⁱ	0.95	2.84	3.759 (4)	164
Symmetry code: (i) $[-x+{\script{3\over 2}}, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]$ . Note: Cg is the centroid of the C1–C6 ring.

All H atoms were located from difference maps and then treated as riding, with C—H = 0.95 Å and U_iso(H) = 1.2U_eq(C).

Data collection, cell refinement and data reduction: COLLECT (Hooft, 1999 ) and DENZO (Otwinowski & Minor, 1997 ); structure solution: OSCAIL (McArdle, 2003 ) and SHELXS97 (Sheldrick, 1997 ); structure refinement: OSCAIL and SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: SHELXL97 and PRPKAPPA (Ferguson, 1999 ).

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S0108270104034134/sk1803sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S0108270104034134/sk1803Isup2.hkl

Comment top

The structure of diphenylmercury, (I), was first successfully analysed only in 1977 (Grdenić et al., 1977), despite numerous earlier attempts (Kitaigorodsky & Grdenić, 1948; Ziólkowska, 1962; Ziólkowska et al., 1964), which had been hampered by a combination of inadequate absorption corrections and the occurrence of twinning. Using diffraction data collected at ambient temperature, an R value of 0.023 was achieved with 725 unweighted data and with H atoms included in the calculations with C—H distances in the range 0.93–1.02 Å (Grdenić et al., 1977). The structure consisted of nearly planar centrosymmetric molecules; although a number of fairly short C···C, C···H and H···H intermolecular contacts were recorded, the consequences of these were not analysed. Our reanalysis, using PLATON (Spek, 2003), of the published structure using atomic coordinates retrieved from the Cambridge Structural Database (Allen, 2002: refcode DIPHHG11) found no direction-specific intermolecular interactions.

We have now reinvestigated the structure of (I) using a somewhat larger data set collected at 120 K; in addition, we collected a data set at 298 K, and the same phase was found. Although, for the sake of convenience and the much lower β angle, we have chosen to refine the structure in space group P2₁/n, rather than the alternative P2₁/c as employed earlier (Grdenić et al., 1977), we also solved the structure in P2₁/c. It was evident, both from the cell dimensions and from the atom coordinates in P2₁/c, that the same phase was employed in this study as in the earlier one. The structure of (I) determined at 120 K has rather better precision than that reported at ambient temperatures. Thus the s.u. values on the Hg—C and C—C distances (Table 1) are less than half of those reported previously (0.007 Å for Hg—C and 0.010 − 0.014 Å for C—C). Despite the larger data set used here, at 120 K the conventional R value is significantly lower than the previous ambient-temperature value (0.023).

We find at 120 K centrosymmetric molecules with an interplanar spacing of 0.222 (4) Å, consistent with the structure previously reported at ambient temperature. However, these molecules are linked into sheets by a single nearly linear C—H···π(arene) hydrogen bond (Table 2). With the reference molecule centred at (1/2, 1/2, 1/2), atoms C6 at (x, y, z) and (1 − x, 1 − y, 1 − z) act as hydrogen-bond donors to the aryl rings at (1.5 − x, −1/2 + y, 1/2 − z) and (−1/2 + x, 1.5 − y, 1/2 + z), respectively, which form parts of the molecules centred at (1, 0, 0) and (0, 1, 1), respectively. Similarly, the aryl rings at (x, y, z) and (1 − x, 1 − y, 1 − z) accept hydrogen-bonds from atoms C6 at (1.5 − x, 1/2 + y, 1/2 − z) and (−1/2 + x, 1/2 − y, 1/2 + z), respectively, which form parts of the molecules centred at (1, 1, 0) and (0, 0, 1), respectively. In this way, the molecules are linked into (101) sheets (Fig. 2), although there are no direction-specific interactions between adjacent sheets.

We find precisely the same supramolecular aggregation at 298 K, and the question then arises why this aggregation is not apparent from the coordinates reported by Grdenić et al. (1977). The explanation appears to lie in the location of the H atoms in the earlier structure. The authors stated that `the H atoms were included in the structure factor calculations with the isotropic thermal parameters of the bonded C atoms, but the parameters were not refined' (Grdenić et al., 1977); however, at no point did the authors specify how the H atoms were actually located, or what constraints were applied to their positions during the refinement. In fact, analysis of their H-atom coordinates shows that many of these atoms are significantly displaced from the plane of the aryl ring; in particular, the two calculated C—C—C—H torsion angles for the H atom bonded to atom C6 are 168 and −169°. In addition, the two exocyclic C—C—H angles at atom C6 are 116 and 123°, and it seems probable that the erroneous location of the H atom bonded to atom C6 has previously obscured the occurrence of the C—H···π(arene) hydrogen bond.

Experimental top

Computing details top

Data collection: COLLECT (Hooft, 1999); cell refinement: DENZO (Otwinowski & Minor, 1997) and COLLECT; data reduction: DENZO and COLLECT; program(s) used to solve structure: OSCAIL (McArdle, 2003) and SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: OSCAIL and SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: SHELXL97 and PRPKAPPA (Ferguson, 1999).

Figures top

	Fig. 1. The molecule of (I), showing the atom-labelling scheme. Displacement ellipsoids are drawn at the 30% probability level, and atoms labelled with the suffix A are at the symmetry position (1 − x, 1 − y, 1 − z).
	Fig. 2. Part of the crystal structure of (I), showing a (101) sheet formed from the action of a C—H···π(arene) hydrogen bond. Hg atoms marked with an asterisk (*), a hash (#) or an ampersand (&) are at the positions (1, 0, 0), (1/2, −0.5,1/2) and (0, 0, 1), respectively.

Diphenylmercury top

Crystal data top

[Hg(C₆H₅)₂]	F(000) = 324
M_r = 354.79	D_x = 2.458 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 1098 reflections
a = 5.6222 (3) Å	θ = 3.2–27.5°
b = 8.0912 (4) Å	µ = 16.00 mm⁻¹
c = 10.5852 (5) Å	T = 120 K
β = 95.485 (3)°	Plate, colourless
V = 479.32 (4) Å³	0.28 × 0.12 × 0.04 mm
Z = 2

Data collection top

Nonius KappaCCD diffractometer	1098 independent reflections
Radiation source: Bruker-Nonius FR91 rotating anode	837 reflections with I > 2σ(I)
Graphite (Nonius, 1997) monochromator	R_int = 0.034
Detector resolution: 9.091 pixels mm^-1	θ_max = 27.5°, θ_min = 3.2°
ϕ and ω scans	h = −7→7
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	k = −10→10
T_min = 0.088, T_max = 0.527	l = −13→13
7117 measured reflections

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.017	H-atom parameters constrained
wR(F²) = 0.045	w = 1/[σ²(F_o²) + (0.0209P)² + 0.2975P] where P = (F_o² + 2F_c²)/3
S = 1.09	(Δ/σ)_max < 0.001
1098 reflections	Δρ_max = 0.71 e Å⁻³
62 parameters	Δρ_min = −0.87 e Å⁻³
0 restraints	Extinction correction: SHELXL, Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0133 (8)

Crystal data top

[Hg(C₆H₅)₂]	V = 479.32 (4) Å³
M_r = 354.79	Z = 2
Monoclinic, P2₁/n	Mo Kα radiation
a = 5.6222 (3) Å	µ = 16.00 mm⁻¹
b = 8.0912 (4) Å	T = 120 K
c = 10.5852 (5) Å	0.28 × 0.12 × 0.04 mm
β = 95.485 (3)°

Data collection top

Nonius KappaCCD diffractometer	1098 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	837 reflections with I > 2σ(I)
T_min = 0.088, T_max = 0.527	R_int = 0.034
7117 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.017	0 restraints
wR(F²) = 0.045	H-atom parameters constrained
S = 1.09	Δρ_max = 0.71 e Å⁻³
1098 reflections	Δρ_min = −0.87 e Å⁻³
62 parameters

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Hg1	0.5000	0.5000	0.5000	0.01832 (12)
C1	0.7711 (6)	0.6208 (5)	0.4146 (3)	0.0195 (8)
C2	0.9167 (7)	0.7397 (5)	0.4779 (3)	0.0190 (7)
C3	1.1047 (6)	0.8126 (4)	0.4233 (3)	0.0191 (8)
C4	1.1532 (6)	0.7684 (5)	0.3003 (3)	0.0186 (7)
C5	1.0092 (6)	0.6516 (4)	0.2355 (3)	0.0202 (8)
C6	0.8206 (6)	0.5779 (5)	0.2917 (3)	0.0213 (8)
H2	0.8859	0.7719	0.5611	0.023*
H3	1.2012	0.8928	0.4693	0.023*
H4	1.2823	0.8175	0.2623	0.022*
H5	1.0388	0.6211	0.1518	0.024*
H6	0.7246	0.4974	0.2457	0.026*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Hg1	0.01561 (15)	0.01792 (15)	0.02234 (16)	0.00019 (7)	0.00656 (8)	0.00452 (8)
C1	0.0155 (17)	0.0186 (19)	0.0247 (18)	0.0043 (15)	0.0032 (14)	0.0057 (15)
C2	0.0231 (18)	0.0172 (19)	0.0174 (17)	0.0030 (16)	0.0052 (14)	0.0007 (14)
C3	0.0176 (18)	0.0173 (19)	0.0225 (18)	−0.0028 (14)	0.0025 (14)	−0.0002 (15)
C4	0.0173 (17)	0.0189 (19)	0.0198 (17)	0.0013 (14)	0.0024 (13)	0.0039 (15)
C5	0.0230 (18)	0.023 (2)	0.0154 (16)	0.0014 (15)	0.0048 (14)	0.0021 (15)
C6	0.0216 (19)	0.019 (2)	0.0230 (19)	−0.0015 (17)	0.0017 (14)	−0.0004 (16)

Geometric parameters (Å, º) top

Hg1—C1	2.088 (3)	C6—C1	1.400 (5)
C1—C2	1.393 (5)	C2—H2	0.95
C2—C3	1.384 (5)	C3—H3	0.95
C3—C4	1.402 (5)	C4—H4	0.95
C4—C5	1.383 (5)	C5—H5	0.95
C5—C6	1.398 (5)	C6—H6	0.95

C2—C1—C6	117.3 (3)	C5—C4—C3	118.6 (3)
C2—C1—Hg1	122.3 (3)	C5—C4—H4	120.7
C6—C1—Hg1	120.3 (3)	C3—C4—H4	120.7
C3—C2—C1	122.0 (3)	C4—C5—C6	120.8 (3)
C3—C2—H2	119.0	C4—C5—H5	119.6
C1—C2—H2	119.0	C6—C5—H5	119.6
C2—C3—C4	120.2 (3)	C5—C6—C1	121.0 (4)
C2—C3—H3	119.9	C5—C6—H6	119.5
C4—C3—H3	119.9	C1—C6—H6	119.5

C6—C1—C2—C3	−0.6 (5)	C3—C4—C5—C6	−0.6 (5)
Hg1—C1—C2—C3	176.3 (3)	C4—C5—C6—C1	0.4 (5)
C1—C2—C3—C4	0.4 (6)	C2—C1—C6—C5	0.2 (5)
C2—C3—C4—C5	0.2 (5)	Hg1—C1—C6—C5	−176.8 (3)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C6—H6···Cgⁱ	0.95	2.84	3.759 (4)	164

Symmetry code: (i) −x+3/2, y−1/2, −z+1/2.

Experimental details

Crystal data
Chemical formula	[Hg(C₆H₅)₂]
M_r	354.79
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	120
a, b, c (Å)	5.6222 (3), 8.0912 (4), 10.5852 (5)
β (°)	95.485 (3)
V (Å³)	479.32 (4)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	16.00
Crystal size (mm)	0.28 × 0.12 × 0.04

Data collection
Diffractometer	Nonius KappaCCD diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 2003)
T_min, T_max	0.088, 0.527
No. of measured, independent and observed [I > 2σ(I)] reflections	7117, 1098, 837
R_int	0.034
(sin θ/λ)_max (Å⁻¹)	0.650

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.017, 0.045, 1.09
No. of reflections	1098
No. of parameters	62
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.71, −0.87

Computer programs: COLLECT (Hooft, 1999), DENZO (Otwinowski & Minor, 1997) and COLLECT, DENZO and COLLECT, OSCAIL (McArdle, 2003) and SHELXS97 (Sheldrick, 1997), OSCAIL and SHELXL97 (Sheldrick, 1997), PLATON (Spek, 2003), SHELXL97 and PRPKAPPA (Ferguson, 1999).

Selected bond lengths (Å) top

Hg1—C1	2.088 (3)	C4—C5	1.383 (5)
C1—C2	1.393 (5)	C5—C6	1.398 (5)
C2—C3	1.384 (5)	C6—C1	1.400 (5)
C3—C4	1.402 (5)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C6—H6···Cgⁱ	0.95	2.84	3.759 (4)	164

Symmetry code: (i) −x+3/2, y−1/2, −z+1/2.

Acknowledgements

X-ray data were collected at the EPSRC X-ray Crystallographic Service, University of Southampton, England; the authors thank the staff for all their help and advice. JLW thanks CNPq and FAPERJ for financial support.

References

Allen, F. H. (2002). Acta Cryst. B58, 380–388. Web of Science CrossRef CAS IUCr Journals Google Scholar
Ferguson, G. (1999). PRPKAPPA. University of Guelph, Canada. Google Scholar
Grdenić, D., Kamenar, B. & Nagl, A. (1977). Acta Cryst. B33, 587–589. CSD CrossRef IUCr Journals Web of Science Google Scholar
Hooft, R. (1999). COLLECT. Nonius BV, Delft, The Netherlands. Google Scholar
Kitaigorodsky, A. I. & Grdenić, D. (1948). Izv. Akad. Nauk SSSR Otd. Khim. Nauk, p. 262. Google Scholar
McArdle, P. (2003). OSCAIL for Windows. Version 10. Crystallography Centre, Chemistry Department, NUI Galway, Ireland. Google Scholar
Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr & R. M. Sweet, pp. 307–326. New York: Academic Press. Google Scholar
Sheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2003). SADABS. Version 2.10. University of Göttingen, Germany. Google Scholar
Spek, A. L. (2003). J. Appl. Cryst. 36, 7–13. Web of Science CrossRef CAS IUCr Journals Google Scholar
Ziólkowska, B. (1962). Rocz. Chem. 36, 1341–1347. CAS Google Scholar
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doi:10.1107/S0108270104034134

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metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Di­phenyl­mercury, redetermined at 120 K: sheets built from a single C—H⋯π(arene) hydrogen bond

Comment

Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

metal-organic compounds

Diphenylmercury, redetermined at 120 K: sheets built from a single C—H⋯π(arene) hydrogen bond