catena-Poly[[dibromo­mercury(II)]-μ-1,5-bis­(benzyl­sulfan­yl)pentane-κ²S:S′]

The title complex, [HgBr₂(C₁₉H₂₄S₂)]_n, has a single-chain structure in which adjacent HgBr₂ units are linked by bridging ligands. The Hg^II centre has a distorted tetra­hedral coordination environment formed by two Br⁻ anions and two S atoms from distinct ligands.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.007 Å
• R factor = 0.029
• wR factor = 0.055
• Data-to-parameter ratio = 22.8

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT199_ALERT_1_C Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_C Check the Reported _diffrn_ambient_temperature .        293 K
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         C7
PLAT804_ALERT_4_C ARU-Pack Problem in PLATON Analysis ............          !
PLAT804_ALERT_4_C ARU-Pack Problem in PLATON Analysis ............          !
PLAT804_ALERT_4_C ARU-Pack Problem in PLATON Analysis ............          !
PLAT804_ALERT_4_C ARU-Pack Problem in PLATON Analysis ............          !
PLAT804_ALERT_4_C ARU-Pack Problem in PLATON Analysis ............          !

Alert level G
ABSTM02_ALERT_3_G  The ratio of expected to reported Tmax/Tmin(RR) is > 1.10
            Tmin and Tmax reported:      0.198     0.275
            Tmin and Tmax expected:      0.109     0.175
            RR =      1.159
            Please check that your absorption correction is appropriate.

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   8 ALERT level C = Check and explain
   1 ALERT level G = General alerts; check

   2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   1 ALERT type 2 Indicator that the structure model may be wrong or deficient
   1 ALERT type 3 Indicator that the structure quality may be low
   5 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLEASE PROVIDE PROGRAM AND REFERENCE; software used to prepare material for publication: SHELXL97.

catena-Poly[[dibromomercury(II)]-µ-1,5-bis(benzylsulfanyl)pentane-κ²S:S']

Crystal data

[HgBr2(C19H24S2)]	Z = 2
Mr = 676.91	F(000) = 640
Triclinic, P1	Dx = 2.06 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.6155 (15) Å	Cell parameters from 9068 reflections
b = 9.4568 (19) Å	θ = 3.1–27.5°
c = 16.227 (3) Å	µ = 10.89 mm^−1
α = 103.52 (3)°	T = 293 K
β = 97.15 (3)°	Block, colorless
γ = 102.04 (3)°	0.22 × 0.18 × 0.16 mm
V = 1092.7 (4) Å^3

Data collection

Rigaku R-AXIS RAPID diffractometer	4948 independent reflections
Radiation source: fine-focus sealed tube	4064 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.026
Detector resolution: 10.00 pixels mm^-1	θmax = 27.5°, θmin = 3.1°
ω scans	h = −9→9
Absorption correction: numerical (NUMABS; Higashi, 1995)	k = −12→12
Tmin = 0.198, Tmax = 0.275	l = −21→17
10800 measured reflections

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.029	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.055	H-atom parameters constrained
S = 1.06	w = 1/[σ^2(Fo^2) + (0.0161P)^2 + 0.7735P] where P = (Fo^2 + 2Fc^2)/3
4948 reflections	(Δ/σ)max < 0.001
217 parameters	Δρmax = 0.77 e Å^−3
0 restraints	Δρmin = −0.58 e Å^−3

Special details

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Hg1	0.84854 (2)	0.69522 (2)	0.735366 (11)	0.05109 (6)
Br1	0.95417 (7)	0.64024 (6)	0.59189 (3)	0.06823 (14)
Br2	0.88398 (6)	0.54565 (5)	0.84318 (3)	0.06369 (13)
S1	1.00986 (14)	0.97243 (12)	0.82465 (7)	0.0485 (2)
S2	1.50682 (12)	1.70527 (11)	0.69309 (6)	0.0412 (2)
C1	1.3347 (6)	1.1863 (6)	0.9903 (3)	0.0598 (12)
H1A	1.2244	1.1788	1.0099	0.072*
C2	1.4736 (8)	1.3130 (6)	1.0254 (3)	0.0770 (15)
H2A	1.4569	1.3908	1.0683	0.092*
C3	1.6361 (8)	1.3251 (7)	0.9974 (4)	0.0823 (17)
H3A	1.7294	1.4118	1.0207	0.099*
C4	1.6621 (7)	1.2117 (7)	0.9360 (4)	0.0790 (16)
H4A	1.7737	1.2199	0.9176	0.095*
C5	1.5235 (7)	1.0836 (6)	0.9005 (3)	0.0641 (13)
H5A	1.5427	1.0054	0.8587	0.077*
C6	1.3565 (6)	1.0706 (5)	0.9265 (3)	0.0509 (10)
C7	1.2046 (7)	0.9322 (5)	0.8853 (3)	0.0698 (14)
H7A	1.1637	0.8874	0.9298	0.084*
H7B	1.2510	0.8599	0.8467	0.084*
C8	1.1069 (5)	1.0519 (4)	0.7447 (3)	0.0467 (10)
H8A	1.2034	1.0046	0.7283	0.056*
H8B	1.0133	1.0284	0.6938	0.056*
C9	1.1841 (5)	1.2201 (4)	0.7745 (3)	0.0483 (10)
H9A	1.2850	1.2438	0.8223	0.058*
H9B	1.0907	1.2677	0.7949	0.058*
C10	1.2502 (5)	1.2821 (4)	0.7027 (3)	0.0447 (9)
H10A	1.1473	1.2635	0.6565	0.054*
H10B	1.3371	1.2291	0.6798	0.054*
C11	1.3399 (5)	1.4494 (5)	0.7318 (3)	0.0473 (10)
H11A	1.2566	1.5028	0.7582	0.057*
H11B	1.4488	1.4681	0.7747	0.057*
C12	1.3904 (5)	1.5069 (4)	0.6568 (3)	0.0453 (9)
H12A	1.2810	1.4925	0.6151	0.054*
H12B	1.4695	1.4507	0.6288	0.054*
C13	1.5058 (5)	1.7458 (5)	0.5891 (3)	0.0484 (10)
H13A	1.5617	1.6771	0.5533	0.058*
H13B	1.3804	1.7290	0.5608	0.058*
C14	1.6067 (5)	1.9049 (4)	0.5966 (2)	0.0404 (9)
C15	1.6002 (6)	2.0253 (5)	0.6608 (3)	0.0546 (11)
H15A	1.5359	2.0099	0.7044	0.065*
C16	1.6877 (6)	2.1699 (5)	0.6620 (4)	0.0681 (14)
H16A	1.6832	2.2507	0.7065	0.082*
C17	1.7804 (6)	2.1933 (6)	0.5978 (4)	0.0723 (16)
H17A	1.8371	2.2904	0.5977	0.087*
C18	1.7898 (6)	2.0753 (6)	0.5343 (4)	0.0652 (14)
H18A	1.8534	2.0914	0.4906	0.078*
C19	1.7059 (5)	1.9316 (5)	0.5339 (3)	0.0530 (11)
H19A	1.7161	1.8512	0.4908	0.064*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Hg1	0.05083 (10)	0.04325 (10)	0.05319 (10)	−0.00081 (7)	0.00338 (7)	0.01551 (8)
Br1	0.0765 (3)	0.0723 (4)	0.0685 (3)	0.0307 (3)	0.0317 (2)	0.0223 (3)
Br2	0.0722 (3)	0.0514 (3)	0.0710 (3)	0.0111 (2)	0.0066 (2)	0.0303 (2)
S1	0.0530 (6)	0.0337 (6)	0.0541 (6)	0.0000 (4)	0.0071 (5)	0.0138 (5)
S2	0.0419 (5)	0.0335 (5)	0.0473 (5)	0.0034 (4)	0.0087 (4)	0.0143 (4)
C1	0.067 (3)	0.057 (3)	0.048 (3)	0.010 (2)	0.007 (2)	0.007 (2)
C2	0.092 (4)	0.065 (4)	0.056 (3)	0.014 (3)	−0.008 (3)	−0.003 (3)
C3	0.075 (4)	0.060 (4)	0.091 (4)	−0.006 (3)	−0.021 (3)	0.021 (3)
C4	0.065 (3)	0.090 (5)	0.094 (4)	0.020 (3)	0.011 (3)	0.048 (4)
C5	0.084 (3)	0.065 (3)	0.048 (3)	0.029 (3)	0.005 (2)	0.018 (2)
C6	0.063 (3)	0.042 (3)	0.041 (2)	0.007 (2)	−0.0094 (19)	0.0117 (19)
C7	0.089 (3)	0.040 (3)	0.066 (3)	0.003 (2)	−0.021 (3)	0.017 (2)
C8	0.043 (2)	0.037 (2)	0.054 (2)	−0.0010 (17)	0.0000 (17)	0.0162 (19)
C9	0.053 (2)	0.032 (2)	0.059 (3)	0.0025 (17)	0.0067 (19)	0.019 (2)
C10	0.0390 (19)	0.038 (2)	0.053 (2)	−0.0008 (16)	0.0007 (16)	0.0173 (19)
C11	0.046 (2)	0.039 (2)	0.055 (2)	0.0007 (17)	0.0087 (18)	0.017 (2)
C12	0.0417 (19)	0.034 (2)	0.053 (2)	−0.0042 (16)	0.0029 (17)	0.0132 (19)
C13	0.051 (2)	0.045 (2)	0.045 (2)	−0.0002 (18)	0.0002 (17)	0.019 (2)
C14	0.0384 (18)	0.037 (2)	0.045 (2)	0.0072 (16)	0.0001 (16)	0.0158 (18)
C15	0.055 (2)	0.046 (3)	0.063 (3)	0.014 (2)	0.012 (2)	0.013 (2)
C16	0.064 (3)	0.037 (3)	0.092 (4)	0.013 (2)	−0.004 (3)	0.004 (3)
C17	0.045 (2)	0.051 (3)	0.121 (5)	−0.001 (2)	−0.012 (3)	0.048 (3)
C18	0.054 (3)	0.073 (4)	0.078 (3)	0.007 (2)	0.007 (2)	0.049 (3)
C19	0.056 (2)	0.051 (3)	0.054 (3)	0.009 (2)	0.0053 (19)	0.022 (2)

Geometric parameters (Å, º)

Hg1—Br1	2.5323 (8)	C9—C10	1.516 (5)
Hg1—Br2	2.5165 (8)	C9—H9A	0.9700
Hg1—S1	2.6303 (15)	C9—H9B	0.9700
Hg1—S2^i	2.6346 (11)	C10—C11	1.520 (5)
S1—C8	1.804 (4)	C10—H10A	0.9700
S1—C7	1.833 (4)	C10—H10B	0.9700
S2—C13	1.815 (4)	C11—C12	1.506 (5)
S2—C12	1.820 (4)	C11—H11A	0.9700
S2—Hg1^ii	2.6346 (11)	C11—H11B	0.9700
C1—C2	1.372 (7)	C12—H12A	0.9700
C1—C6	1.373 (6)	C12—H12B	0.9700
C1—H1A	0.9300	C13—C14	1.510 (5)
C2—C3	1.362 (8)	C13—H13A	0.9700
C2—H2A	0.9300	C13—H13B	0.9700
C3—C4	1.348 (8)	C14—C15	1.366 (6)
C3—H3A	0.9300	C14—C19	1.379 (6)
C4—C5	1.380 (7)	C15—C16	1.385 (6)
C4—H4A	0.9300	C15—H15A	0.9300
C5—C6	1.380 (6)	C16—C17	1.364 (7)
C5—H5A	0.9300	C16—H16A	0.9300
C6—C7	1.505 (6)	C17—C18	1.352 (7)
C7—H7A	0.9700	C17—H17A	0.9300
C7—H7B	0.9700	C18—C19	1.374 (6)
C8—C9	1.513 (5)	C18—H18A	0.9300
C8—H8A	0.9700	C19—H19A	0.9300
C8—H8B	0.9700
Br1—Hg1—S1	109.66 (4)	C8—C9—H9B	109.3
Br1—Hg1—S2^i	103.53 (4)	C10—C9—H9B	109.3
Br2—Hg1—Br1	123.40 (2)	H9A—C9—H9B	107.9
Br2—Hg1—S1	103.42 (4)	C9—C10—C11	113.2 (3)
Br2—Hg1—S2^i	112.02 (3)	C9—C10—H10A	108.9
S1—Hg1—S2^i	103.19 (5)	C11—C10—H10A	108.9
C8—S1—C7	103.6 (2)	C9—C10—H10B	108.9
C8—S1—Hg1	102.25 (14)	C11—C10—H10B	108.9
C7—S1—Hg1	97.69 (15)	H10A—C10—H10B	107.8
C13—S2—C12	99.12 (19)	C12—C11—C10	110.8 (3)
C13—S2—Hg1^ii	101.76 (14)	C12—C11—H11A	109.5
C12—S2—Hg1^ii	101.77 (14)	C10—C11—H11A	109.5
C2—C1—C6	120.8 (5)	C12—C11—H11B	109.5
C2—C1—H1A	119.6	C10—C11—H11B	109.5
C6—C1—H1A	119.6	H11A—C11—H11B	108.1
C3—C2—C1	120.1 (5)	C11—C12—S2	110.5 (3)
C3—C2—H2A	119.9	C11—C12—H12A	109.6
C1—C2—H2A	119.9	S2—C12—H12A	109.6
C4—C3—C2	120.2 (5)	C11—C12—H12B	109.6
C4—C3—H3A	119.9	S2—C12—H12B	109.6
C2—C3—H3A	119.9	H12A—C12—H12B	108.1
C3—C4—C5	120.2 (5)	C14—C13—S2	112.5 (3)
C3—C4—H4A	119.9	C14—C13—H13A	109.1
C5—C4—H4A	119.9	S2—C13—H13A	109.1
C4—C5—C6	120.5 (5)	C14—C13—H13B	109.1
C4—C5—H5A	119.7	S2—C13—H13B	109.1
C6—C5—H5A	119.7	H13A—C13—H13B	107.8
C1—C6—C5	118.1 (4)	C15—C14—C19	117.9 (4)
C1—C6—C7	121.9 (5)	C15—C14—C13	123.5 (4)
C5—C6—C7	120.0 (5)	C19—C14—C13	118.6 (4)
C6—C7—S1	112.5 (3)	C14—C15—C16	121.0 (5)
C6—C7—H7A	109.1	C14—C15—H15A	119.5
S1—C7—H7A	109.1	C16—C15—H15A	119.5
C6—C7—H7B	109.1	C17—C16—C15	119.8 (5)
S1—C7—H7B	109.1	C17—C16—H16A	120.1
H7A—C7—H7B	107.8	C15—C16—H16A	120.1
C9—C8—S1	114.1 (3)	C18—C17—C16	119.9 (5)
C9—C8—H8A	108.7	C18—C17—H17A	120.0
S1—C8—H8A	108.7	C16—C17—H17A	120.0
C9—C8—H8B	108.7	C17—C18—C19	120.3 (5)
S1—C8—H8B	108.7	C17—C18—H18A	119.8
H8A—C8—H8B	107.6	C19—C18—H18A	119.8
C8—C9—C10	111.7 (3)	C18—C19—C14	121.0 (5)
C8—C9—H9A	109.3	C18—C19—H19A	119.5
C10—C9—H9A	109.3	C14—C19—H19A	119.5
Br2—Hg1—S1—C8	146.20 (14)	Hg1—S1—C8—C9	170.7 (3)
Br1—Hg1—S1—C8	12.87 (14)	S1—C8—C9—C10	−175.6 (3)
S2^i—Hg1—S1—C8	−96.94 (14)	C8—C9—C10—C11	−176.3 (3)
Br2—Hg1—S1—C7	40.38 (19)	C9—C10—C11—C12	−175.9 (3)
Br1—Hg1—S1—C7	−92.95 (19)	C10—C11—C12—S2	−177.5 (3)
S2^i—Hg1—S1—C7	157.24 (19)	C13—S2—C12—C11	−169.2 (3)
C6—C1—C2—C3	−0.3 (8)	Hg1^ii—S2—C12—C11	86.7 (3)
C1—C2—C3—C4	−1.0 (8)	C12—S2—C13—C14	−176.2 (3)
C2—C3—C4—C5	0.8 (8)	Hg1^ii—S2—C13—C14	−72.1 (3)
C3—C4—C5—C6	0.7 (7)	S2—C13—C14—C15	−38.6 (5)
C2—C1—C6—C5	1.7 (6)	S2—C13—C14—C19	143.8 (3)
C2—C1—C6—C7	−178.3 (4)	C19—C14—C15—C16	1.1 (6)
C4—C5—C6—C1	−1.9 (6)	C13—C14—C15—C16	−176.5 (4)
C4—C5—C6—C7	178.1 (4)	C14—C15—C16—C17	0.7 (6)
C1—C6—C7—S1	65.0 (5)	C15—C16—C17—C18	−1.4 (7)
C5—C6—C7—S1	−115.1 (4)	C16—C17—C18—C19	0.2 (6)
C8—S1—C7—C6	59.5 (4)	C17—C18—C19—C14	1.8 (6)
Hg1—S1—C7—C6	164.2 (4)	C15—C14—C19—C18	−2.4 (6)
C7—S1—C8—C9	−88.2 (3)	C13—C14—C19—C18	175.4 (3)

Symmetry codes: (i) x−1, y−1, z; (ii) x+1, y+1, z.