Download citation
Download citation
link to html
The title compound, [Hg2(C14H13N4S)2I2], is a dimeric complex of mercury(II) with the N,N,S-tridentate electron-donor Schiff base ligand and lies on a crystallographic twofold axis. The two Hg atoms are linked by two bridging S atoms, forming a rectangular base with Hg—S bond lengths of 2.6490 (12) and 2.6173 (11) Å. The two tridentate ligands are almost perpendicular to the base, resulting in an open box-like structure. The geometry of the Hg atoms is between trigonal bipyramidal and square pyramidal, but closer to the latter.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805002898/br6172sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536805002898/br6172Isup2.hkl
Contains datablock I

CCDC reference: 269365

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.009 Å
  • R factor = 0.026
  • wR factor = 0.068
  • Data-to-parameter ratio = 20.4

checkCIF/PLATON results

No syntax errors found



Alert level B PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X) Hg1 - S1 .. 33.30 su PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X) Hg1 - S1_a .. 24.79 su
Alert level C PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.26 PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 9 PLAT601_ALERT_2_C Structure Contains Solvent Accessible VOIDS of . 32.00 A   3
0 ALERT level A = In general: serious problem 2 ALERT level B = Potentially serious problem 3 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 4 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 0 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 1997); program(s) used to refine structure: SHELXTL (Sheldrick, 1997); molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL, PARST (Nardelli, 1995) and PLATON (Spek, 2003).

Bis[µ-1-(2-pyridyl-κN)ethanone 4-phenylthiosemicarbazonato-κ2N1,S]bis[iodomercury(II)] top
Crystal data top
[Hg2(C14H13N4S)2I2]F(000) = 2192
Mr = 1193.67Dx = 2.377 Mg m3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2ycCell parameters from 8944 reflections
a = 18.466 (3) Åθ = 1.8–27.6°
b = 16.745 (2) ŵ = 11.20 mm1
c = 13.9140 (19) ÅT = 293 K
β = 129.174 (2)°Block, colourless
V = 3335.3 (8) Å30.38 × 0.18 × 0.13 mm
Z = 4
Data collection top
Bruker SMART APEX CCD area-detector
diffractometer
3875 independent reflections
Radiation source: fine-focus sealed tube3277 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.033
Detector resolution: 83.66 pixels mm-1θmax = 27.6°, θmin = 1.8°
ω scansh = 2424
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
k = 2121
Tmin = 0.072, Tmax = 0.233l = 1818
21199 measured reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.026Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.068H-atom parameters constrained
S = 1.05 w = 1/[σ2(Fo2) + (0.0336P)2 + 5.0737P]
where P = (Fo2 + 2Fc2)/3
3875 reflections(Δ/σ)max < 0.001
190 parametersΔρmax = 1.31 e Å3
0 restraintsΔρmin = 0.58 e Å3
Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Hg10.57060 (1)0.17471 (2)0.41619 (2)0.05013 (8)
I10.60536 (2)0.30807 (2)0.54338 (4)0.07217 (13)
S10.60992 (7)0.16663 (6)0.26337 (11)0.0418 (2)
N10.7105 (2)0.0386 (2)0.3607 (3)0.0439 (8)
H1A0.74770.07750.40500.053*
N20.4387 (2)0.0090 (2)0.3086 (3)0.0413 (7)
N30.5270 (2)0.03771 (19)0.4022 (3)0.0385 (7)
N40.6987 (3)0.0940 (2)0.5749 (3)0.0492 (9)
C10.8462 (4)0.0377 (3)0.5053 (5)0.0585 (12)
H1B0.87650.01010.54430.070*
C20.8935 (5)0.1084 (4)0.5512 (6)0.0776 (17)
H2C0.95620.10850.62130.093*
C30.8497 (6)0.1787 (4)0.4952 (8)0.096 (2)
H3A0.88150.22680.52800.115*
C40.7582 (5)0.1776 (3)0.3902 (7)0.089 (2)
H4A0.72890.22550.35030.107*
C50.7085 (4)0.1075 (3)0.3418 (5)0.0643 (13)
H5A0.64610.10770.27090.077*
C60.7533 (3)0.0373 (3)0.4010 (4)0.0465 (10)
C70.6228 (3)0.0618 (2)0.2664 (4)0.0388 (9)
C80.5898 (3)0.0146 (2)0.4739 (4)0.0405 (9)
C90.5720 (4)0.1017 (3)0.4602 (5)0.0621 (13)
H9A0.50770.11170.39080.093*
H9B0.58550.12260.53420.093*
H9C0.61130.12740.44650.093*
C100.6841 (3)0.0156 (3)0.5742 (4)0.0418 (9)
C110.7824 (4)0.1238 (3)0.6622 (5)0.0618 (13)
H11A0.79110.17840.66150.074*
C120.8568 (4)0.0790 (4)0.7534 (5)0.0661 (14)
H12A0.91510.10200.81220.079*
C130.8424 (4)0.0015 (4)0.7553 (5)0.0659 (14)
H13A0.89080.03390.81740.079*
C140.7561 (3)0.0332 (3)0.6646 (4)0.0548 (12)
H14A0.74590.08760.66390.066*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Hg10.05786 (13)0.02722 (10)0.05052 (11)0.00165 (7)0.02720 (9)0.00433 (6)
I10.0549 (2)0.04750 (19)0.0834 (3)0.00232 (15)0.02905 (19)0.02969 (17)
S10.0399 (5)0.0300 (5)0.0548 (6)0.0008 (4)0.0296 (5)0.0045 (4)
N10.0431 (19)0.0367 (18)0.051 (2)0.0068 (15)0.0292 (17)0.0000 (15)
N20.0462 (19)0.0324 (17)0.051 (2)0.0051 (15)0.0331 (17)0.0025 (15)
N30.0459 (19)0.0316 (17)0.0463 (18)0.0010 (14)0.0331 (17)0.0003 (14)
N40.052 (2)0.041 (2)0.047 (2)0.0019 (16)0.0271 (18)0.0013 (16)
C10.059 (3)0.053 (3)0.060 (3)0.016 (2)0.036 (3)0.013 (2)
C20.071 (4)0.069 (4)0.080 (4)0.029 (3)0.042 (3)0.025 (3)
C30.102 (5)0.049 (4)0.116 (6)0.036 (3)0.059 (5)0.032 (3)
C40.087 (5)0.044 (3)0.110 (5)0.018 (3)0.050 (4)0.011 (3)
C50.071 (3)0.039 (3)0.079 (4)0.014 (2)0.045 (3)0.011 (2)
C60.059 (3)0.043 (2)0.053 (3)0.016 (2)0.043 (2)0.0128 (19)
C70.049 (2)0.032 (2)0.049 (2)0.0100 (17)0.037 (2)0.0069 (17)
C80.053 (2)0.0300 (19)0.048 (2)0.0032 (17)0.037 (2)0.0034 (17)
C90.082 (4)0.032 (2)0.074 (3)0.002 (2)0.049 (3)0.004 (2)
C100.054 (2)0.040 (2)0.041 (2)0.0072 (19)0.035 (2)0.0053 (17)
C110.066 (3)0.048 (3)0.056 (3)0.008 (2)0.031 (3)0.003 (2)
C120.047 (3)0.085 (4)0.053 (3)0.006 (3)0.026 (2)0.003 (3)
C130.051 (3)0.085 (4)0.057 (3)0.016 (3)0.032 (3)0.022 (3)
C140.063 (3)0.050 (3)0.061 (3)0.013 (2)0.044 (3)0.018 (2)
Geometric parameters (Å, º) top
Hg1—N42.387 (4)C3—C41.367 (10)
Hg1—N32.398 (3)C3—H3A0.9300
Hg1—S1i2.6173 (11)C4—C51.376 (7)
Hg1—S12.6490 (12)C4—H4A0.9300
Hg1—I12.6635 (4)C5—C61.372 (7)
S1—C71.768 (4)C5—H5A0.9300
S1—Hg1i2.6173 (11)C7—N2i1.290 (5)
N1—C71.346 (5)C8—C101.472 (6)
N1—C61.413 (5)C8—C91.481 (6)
N1—H1A0.8600C9—H9A0.9600
N2—C7i1.290 (5)C9—H9B0.9600
N2—N31.379 (5)C9—H9C0.9600
N3—C81.283 (5)C10—C141.379 (6)
N4—C111.319 (6)C11—C121.362 (7)
N4—C101.339 (5)C11—H11A0.9300
C1—C21.368 (7)C12—C131.378 (8)
C1—C61.380 (7)C12—H12A0.9300
C1—H1B0.9300C13—C141.369 (7)
C2—C31.359 (9)C13—H13A0.9300
C2—H2C0.9300C14—H14A0.9300
N4—Hg1—N367.63 (12)C5—C4—H4A119.1
N4—Hg1—S1i140.71 (9)C6—C5—C4118.3 (6)
N3—Hg1—S1i73.32 (9)C6—C5—H5A120.9
N4—Hg1—S195.73 (9)C4—C5—H5A120.9
N3—Hg1—S197.71 (8)C5—C6—C1120.4 (4)
S1i—Hg1—S193.48 (3)C5—C6—N1124.0 (4)
N4—Hg1—I1100.24 (9)C1—C6—N1115.6 (4)
N3—Hg1—I1141.58 (8)N2i—C7—N1119.6 (4)
S1i—Hg1—I1107.74 (2)N2i—C7—S1128.6 (3)
S1—Hg1—I1120.20 (2)N1—C7—S1111.8 (3)
C7—S1—Hg1i98.36 (15)N3—C8—C10116.8 (4)
C7—S1—Hg197.64 (13)N3—C8—C9123.6 (4)
Hg1i—S1—Hg186.22 (3)C10—C8—C9119.6 (4)
C7—N1—C6132.3 (4)C8—C9—H9A109.5
C7—N1—H1A113.8C8—C9—H9B109.5
C6—N1—H1A113.8H9A—C9—H9B109.5
C7i—N2—N3115.9 (3)C8—C9—H9C109.5
C8—N3—N2116.5 (3)H9A—C9—H9C109.5
C8—N3—Hg1119.8 (3)H9B—C9—H9C109.5
N2—N3—Hg1123.1 (2)N4—C10—C14120.0 (4)
C11—N4—C10119.4 (4)N4—C10—C8117.1 (4)
C11—N4—Hg1122.5 (3)C14—C10—C8122.9 (4)
C10—N4—Hg1118.1 (3)N4—C11—C12123.7 (5)
C2—C1—C6119.9 (5)N4—C11—H11A118.1
C2—C1—H1B120.1C12—C11—H11A118.1
C6—C1—H1B120.1C11—C12—C13117.6 (5)
C3—C2—C1120.6 (6)C11—C12—H12A121.2
C3—C2—H2C119.7C13—C12—H12A121.2
C1—C2—H2C119.7C14—C13—C12119.2 (5)
C2—C3—C4119.2 (5)C14—C13—H13A120.4
C2—C3—H3A120.4C12—C13—H13A120.4
C4—C3—H3A120.4C13—C14—C10120.1 (5)
C3—C4—C5121.7 (6)C13—C14—H14A120.0
C3—C4—H4A119.1C10—C14—H14A120.0
N4—Hg1—S1—C749.76 (17)C4—C5—C6—N1179.6 (5)
N3—Hg1—S1—C718.37 (17)C2—C1—C6—C51.1 (7)
S1i—Hg1—S1—C792.00 (15)C2—C1—C6—N1180.0 (5)
I1—Hg1—S1—C7155.13 (14)C7—N1—C6—C52.5 (7)
N4—Hg1—S1—Hg1i147.70 (9)C7—N1—C6—C1178.6 (4)
N3—Hg1—S1—Hg1i79.56 (9)C6—N1—C7—N2i1.8 (7)
S1i—Hg1—S1—Hg1i5.94 (4)C6—N1—C7—S1179.1 (4)
I1—Hg1—S1—Hg1i106.93 (2)Hg1i—S1—C7—N2i6.6 (4)
C7i—N2—N3—C8177.0 (4)Hg1—S1—C7—N2i93.9 (4)
C7i—N2—N3—Hg16.1 (5)Hg1i—S1—C7—N1174.4 (3)
N4—Hg1—N3—C86.3 (3)Hg1—S1—C7—N187.1 (3)
S1i—Hg1—N3—C8178.1 (3)N2—N3—C8—C10179.9 (3)
S1—Hg1—N3—C886.8 (3)Hg1—N3—C8—C108.9 (5)
I1—Hg1—N3—C884.2 (3)N2—N3—C8—C90.4 (6)
N4—Hg1—N3—N2176.8 (3)Hg1—N3—C8—C9170.8 (3)
S1i—Hg1—N3—N27.5 (3)C11—N4—C10—C140.4 (6)
S1—Hg1—N3—N283.8 (3)Hg1—N4—C10—C14179.6 (3)
I1—Hg1—N3—N2105.3 (3)C11—N4—C10—C8179.3 (4)
N3—Hg1—N4—C11177.5 (4)Hg1—N4—C10—C80.6 (5)
S1i—Hg1—N4—C11170.8 (3)N3—C8—C10—N46.3 (5)
S1—Hg1—N4—C1186.5 (4)C9—C8—C10—N4173.4 (4)
I1—Hg1—N4—C1135.6 (4)N3—C8—C10—C14174.0 (4)
N3—Hg1—N4—C102.6 (3)C9—C8—C10—C146.3 (6)
S1i—Hg1—N4—C109.2 (4)C10—N4—C11—C120.4 (8)
S1—Hg1—N4—C1093.4 (3)Hg1—N4—C11—C12179.6 (4)
I1—Hg1—N4—C10144.5 (3)N4—C11—C12—C131.6 (8)
C6—C1—C2—C30.3 (9)C11—C12—C13—C142.0 (8)
C1—C2—C3—C41.9 (11)C12—C13—C14—C101.3 (8)
C2—C3—C4—C52.2 (13)N4—C10—C14—C130.1 (7)
C3—C4—C5—C60.8 (11)C8—C10—C14—C13179.8 (4)
C4—C5—C6—C10.8 (8)
Symmetry code: (i) x+1, y, z+1/2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C9—H9A···N20.962.272.718 (7)107
C5—H5A···N2i0.932.302.896 (7)121
N1—H1A···I1ii0.863.013.769 (4)147
Symmetry codes: (i) x+1, y, z+1/2; (ii) x+3/2, y+1/2, z+1.
 

Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds