Literature DB >> 21754688

Iodido{4-phenyl-1-[1-(1,3-thia-zol-2-yl-κN)ethyl-idene]thio-semicarbazidato-κN',S}{4-phenyl-1-[1-(1,3-thia-zol-2-yl)ethyl-idene]thio-semicarbazide-κS}mercury(II).

Samuel S R Dasary, Sri Ranjini Arumugam, Hongtao Yu, Ramaiyer Venkatraman, Frank R Fronczek.

Abstract

In the title compound, [Hg(C(12)n class="Species">H(11)N(4)S(2))I(C(12)H(12)N(4)S(2))], the Hg atom is in a distorted square-pyramidal coordination, defined by the iodide ligand, by the S atom of the neutral ligand in the apical position, and by the N atom of the thia-zole ring, the thio-ureido N and the S atom of the deprotonated ligand. The deprotonated ligand intra-molecularly hydrogen bonds to the thia-zole ring N atom, while the deprotonated ligand forms an inter-molecular hydrogen bond to the thiol-ate S atom. The deprotonation of the tridentate ligand and its coordination to Hg via the S atom strikingly affects the C-S bond lengths. In the free ligand, the C-S bond distance is 1.685 (7) Å, whereas it is 1.749 (7) Å in the deprotonated ligand. Similarly, the Hg-S bond distance is slightly longer to the neutral ligand [2.6682 (18) Å] than to the deprotonated ligand [2.5202 (19) Å]. The Hg-I distance is 2.7505 (8) Å.

Entities: Chemical Disease Species

Year: 2011 PMID： 21754688 PMCID： PMC3120629 DOI： 10.1107/S160053681101974X

Source DB: PubMed Journal: Acta Crystallogr Sect E Struct Rep Online ISSN： 1600-5368

Related literature

For general background to thiosemicarbazones and their Hg complexes, see: Akinchan et al. (2002 ▶); Ali & Livingstone (1974 ▶); Bermejo et al. (1999 ▶, 2003 ▶); Lobana et al. (1998 ▶); Venkatraman et al. (2009 ▶); Blanz & French (1968 ▶); Campbell (1975 ▶); Casas et al. (2000 ▶); Grecu & n class="Chemical">Neamtu (1967 ▶); Pellerito & Negy (2002 ▶); Raper (1985 ▶).

Experimental

Crystal data

[Hg(C12n class="Species">H11N4S2)I(C12H12N4S2)] M = 879.23 Triclinic, a = 8.694 (2) Å b = 10.119 (2) Å c = 16.801 (4) Å α = 76.670 (13)° β = 79.448 (12)° γ = 77.190 (13)° V = 1388.8 (5) Å3 Z = 2 Mo Kα radiation μ = 6.99 mm−1 T = 90 K 0.10 × 0.10 × 0.03 mm

Data collection

Nonius KappaCCD diffractometer with an Oxford Cryosystems Cryostream cooler Absorption correction: multi-scan (SCALEPACK; Otwinowski & Minor, 1997 ▶) T min = 0.542, T max = 0.818 21861 measured reflections 5837 independent reflections 4289 reflections with I > 2σ(I) R int = 0.059

Refinement

R[F 2 > 2σ(F 2)] = 0.042 wR(F 2) = 0.085 S = 1.02 5837 reflections 346 parameters H-atom parameters constrained Δρmax = 1.36 e Å−3 Δρmin = −1.27 e Å−3 Data collection: COLLECT (Nonius, 2000 ▶); cell refinement: SCALEPACK (Otwinowski & Minor, 1997 ▶); data reduction: DEn class="Chemical">NZO (Otwinowski & Minor, 1997 ▶) and SCALEPACK; program(s) used to solve structure: SIR97 (Altomare et al., 1999 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997 ▶); software used to prepare material for publication: SHELXL97. Crystal structure: contains datablocks global, I. DOI: 10.1107/S160053681101974X/vm2089sup1.cif Structure factors: contains datablocks I. DOI: 10.1107/S160053681101974X/vm2089Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Hg(C₁₂H₁₁N₄S₂)I(C₁₂H₁₂N₄S₂)]	Z = 2
M_r = 879.23	F(000) = 840
Triclinic, P1	D_x = 2.103 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.694 (2) Å	Cell parameters from 5532 reflections
b = 10.119 (2) Å	θ = 2.5–26.7°
c = 16.801 (4) Å	µ = 6.99 mm⁻¹
α = 76.670 (13)°	T = 90 K
β = 79.448 (12)°	Parallelepiped, yellow
γ = 77.190 (13)°	0.10 × 0.10 × 0.03 mm
V = 1388.8 (5) Å³

Nonius KappaCCD diffractometer with an Oxford Cryosystems Cryostream cooler	5837 independent reflections
Radiation source: fine-focus sealed tube	4289 reflections with I > 2σ(I)
graphite	R_int = 0.059
ω and φ scans	θ_max = 26.7°, θ_min = 2.8°
Absorption correction: multi-scan (SCALEPACK; Otwinowski & Minor, 1997)	h = −10→10
T_min = 0.542, T_max = 0.818	k = −11→12
21861 measured reflections	l = −21→21

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)] = 0.042	H-atom parameters constrained
wR(F²) = 0.085	w = 1/[σ²(F_o²) + (0.0336P)²] where P = (F_o² + 2F_c²)/3
S = 1.02	(Δ/σ)_max = 0.001
5837 reflections	Δρ_max = 1.36 e Å⁻³
346 parameters	Δρ_min = −1.27 e Å⁻³
0 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.00093 (17)

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	U_iso*/U_eq
Hg1	0.31186 (3)	0.89942 (3)	0.265558 (18)	0.01642 (10)
I1	0.21508 (5)	1.07878 (4)	0.12625 (3)	0.01901 (13)
S1	0.8957 (2)	0.80421 (19)	0.20242 (13)	0.0233 (4)
S2	0.1598 (2)	0.96404 (18)	0.39821 (11)	0.0190 (4)
S3	0.9843 (2)	0.36980 (18)	0.41473 (12)	0.0203 (4)
S4	0.2697 (2)	0.64537 (17)	0.26747 (11)	0.0160 (4)
N1	0.5975 (7)	0.8585 (6)	0.1973 (4)	0.0172 (13)
N2	0.5053 (6)	0.8499 (5)	0.3621 (4)	0.0140 (13)
N3	0.4585 (6)	0.8448 (6)	0.4445 (4)	0.0167 (13)
N4	0.2463 (7)	0.8923 (5)	0.5448 (4)	0.0167 (13)
H4N	0.1422	0.9187	0.5536	0.020*
N5	0.6878 (7)	0.4722 (5)	0.4101 (4)	0.0165 (13)
N6	0.7246 (6)	0.4946 (5)	0.2273 (4)	0.0148 (13)
N7	0.5745 (6)	0.5393 (5)	0.2660 (4)	0.0153 (13)
H7N	0.5599	0.5437	0.3186	0.018*
N8	0.4802 (7)	0.5470 (5)	0.1473 (4)	0.0193 (14)
H8N	0.5761	0.5022	0.1321	0.023*
C1	0.6692 (9)	0.8629 (7)	0.1192 (5)	0.0246 (18)
H1	0.6108	0.8833	0.0739	0.029*
C2	0.8316 (9)	0.8360 (7)	0.1094 (5)	0.0263 (19)
H2	0.8988	0.8352	0.0580	0.032*
C3	0.6998 (8)	0.8271 (6)	0.2493 (5)	0.0176 (16)
C4	0.6563 (8)	0.8224 (7)	0.3384 (4)	0.0162 (16)
C5	0.7824 (8)	0.7881 (7)	0.3942 (5)	0.0220 (17)
H5A	0.7641	0.8587	0.4280	0.033*
H5B	0.8875	0.7858	0.3608	0.033*
H5C	0.7778	0.6975	0.4303	0.033*
C6	0.3053 (9)	0.8937 (7)	0.4635 (4)	0.0174 (16)
C7	0.3180 (8)	0.8573 (6)	0.6171 (4)	0.0159 (16)
C8	0.4837 (8)	0.8114 (7)	0.6195 (5)	0.0199 (17)
H8	0.5544	0.7976	0.5706	0.024*
C9	0.5407 (9)	0.7870 (7)	0.6942 (5)	0.0216 (17)
H9	0.6518	0.7563	0.6957	0.026*
C10	0.4416 (9)	0.8057 (7)	0.7667 (5)	0.0222 (17)
H10	0.4838	0.7899	0.8171	0.027*
C11	0.2783 (9)	0.8484 (7)	0.7643 (5)	0.0194 (16)
H11	0.2079	0.8606	0.8135	0.023*
C12	0.2183 (9)	0.8730 (7)	0.6898 (4)	0.0198 (17)
H12	0.1068	0.9012	0.6889	0.024*
C13	0.7128 (8)	0.4433 (6)	0.4910 (4)	0.0153 (15)
H13	0.6288	0.4601	0.5345	0.018*
C14	0.8635 (8)	0.3898 (7)	0.5051 (5)	0.0206 (17)
H14	0.8980	0.3663	0.5579	0.025*
C15	0.8228 (8)	0.4387 (6)	0.3616 (4)	0.0159 (16)
C16	0.8390 (8)	0.4512 (6)	0.2728 (5)	0.0165 (16)
C17	1.0026 (8)	0.4099 (7)	0.2277 (5)	0.0194 (17)
H17A	0.9990	0.4341	0.1680	0.029*
H17B	1.0388	0.3099	0.2441	0.029*
H17C	1.0766	0.4587	0.2415	0.029*
C18	0.4504 (8)	0.5761 (7)	0.2232 (4)	0.0164 (16)
C19	0.3674 (8)	0.5833 (7)	0.0882 (4)	0.0151 (15)
C20	0.3171 (8)	0.7201 (7)	0.0526 (5)	0.0209 (17)
H20	0.3519	0.7919	0.0682	0.025*
C21	0.2147 (8)	0.7508 (8)	−0.0067 (4)	0.0213 (17)
H21	0.1763	0.8444	−0.0305	0.026*
C22	0.1693 (8)	0.6466 (7)	−0.0307 (4)	0.0195 (17)
H22	0.1029	0.6680	−0.0728	0.023*
C23	0.2196 (8)	0.5104 (7)	0.0058 (4)	0.0176 (16)
H23	0.1845	0.4386	−0.0096	0.021*
C24	0.3209 (8)	0.4785 (7)	0.0647 (4)	0.0151 (15)
H24	0.3581	0.3848	0.0889	0.018*

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Hg1	0.01578 (16)	0.01912 (16)	0.01491 (17)	−0.00140 (11)	−0.00418 (11)	−0.00464 (11)
I1	0.0239 (3)	0.0162 (2)	0.0163 (3)	−0.0001 (2)	−0.0067 (2)	−0.0026 (2)
S1	0.0140 (10)	0.0241 (10)	0.0307 (12)	−0.0032 (8)	−0.0002 (8)	−0.0058 (9)
S2	0.0186 (10)	0.0227 (9)	0.0150 (10)	0.0023 (8)	−0.0049 (8)	−0.0061 (8)
S3	0.0177 (10)	0.0235 (9)	0.0218 (11)	−0.0023 (8)	−0.0075 (8)	−0.0061 (8)
S4	0.0152 (9)	0.0190 (9)	0.0153 (10)	−0.0037 (8)	−0.0029 (7)	−0.0049 (7)
N1	0.020 (3)	0.019 (3)	0.014 (4)	−0.003 (3)	−0.001 (3)	−0.006 (3)
N2	0.015 (3)	0.013 (3)	0.015 (3)	−0.002 (2)	−0.001 (3)	−0.007 (2)
N3	0.013 (3)	0.020 (3)	0.015 (3)	−0.001 (3)	−0.001 (3)	−0.003 (3)
N4	0.016 (3)	0.020 (3)	0.013 (3)	0.000 (3)	−0.002 (3)	−0.003 (3)
N5	0.020 (3)	0.012 (3)	0.018 (4)	−0.004 (3)	0.000 (3)	−0.003 (3)
N6	0.012 (3)	0.011 (3)	0.021 (4)	−0.004 (2)	0.005 (3)	−0.007 (3)
N7	0.019 (3)	0.020 (3)	0.007 (3)	−0.003 (3)	−0.004 (3)	−0.003 (2)
N8	0.020 (3)	0.015 (3)	0.024 (4)	0.003 (3)	−0.008 (3)	−0.009 (3)
C1	0.029 (5)	0.024 (4)	0.021 (5)	−0.007 (4)	−0.007 (4)	−0.002 (3)
C2	0.026 (4)	0.023 (4)	0.028 (5)	−0.003 (4)	−0.005 (4)	−0.002 (4)
C3	0.020 (4)	0.009 (3)	0.020 (4)	−0.001 (3)	0.004 (3)	−0.001 (3)
C4	0.016 (4)	0.015 (3)	0.020 (4)	−0.002 (3)	−0.010 (3)	−0.002 (3)
C5	0.024 (4)	0.020 (4)	0.023 (4)	−0.003 (3)	−0.011 (3)	−0.002 (3)
C6	0.028 (4)	0.014 (3)	0.015 (4)	−0.007 (3)	−0.005 (3)	−0.008 (3)
C7	0.024 (4)	0.011 (3)	0.014 (4)	−0.004 (3)	−0.007 (3)	−0.003 (3)
C8	0.016 (4)	0.018 (4)	0.027 (5)	−0.001 (3)	−0.007 (3)	−0.006 (3)
C9	0.019 (4)	0.019 (4)	0.027 (5)	0.002 (3)	−0.008 (3)	−0.005 (3)
C10	0.041 (5)	0.016 (4)	0.013 (4)	−0.014 (4)	−0.012 (4)	0.006 (3)
C11	0.030 (4)	0.015 (3)	0.017 (4)	−0.010 (3)	−0.006 (3)	−0.004 (3)
C12	0.027 (4)	0.022 (4)	0.014 (4)	−0.005 (3)	−0.011 (3)	−0.002 (3)
C13	0.019 (4)	0.013 (3)	0.012 (4)	−0.005 (3)	0.000 (3)	−0.001 (3)
C14	0.023 (4)	0.019 (4)	0.020 (4)	−0.005 (3)	−0.004 (3)	−0.001 (3)
C15	0.021 (4)	0.010 (3)	0.020 (4)	−0.004 (3)	−0.008 (3)	−0.003 (3)
C16	0.021 (4)	0.010 (3)	0.023 (4)	−0.003 (3)	−0.006 (3)	−0.008 (3)
C17	0.018 (4)	0.017 (4)	0.025 (5)	−0.004 (3)	−0.004 (3)	−0.006 (3)
C18	0.025 (4)	0.011 (3)	0.016 (4)	−0.007 (3)	−0.010 (3)	−0.001 (3)
C19	0.014 (4)	0.020 (4)	0.007 (4)	0.001 (3)	−0.001 (3)	0.000 (3)
C20	0.023 (4)	0.019 (4)	0.025 (5)	0.000 (3)	−0.006 (3)	−0.014 (3)
C21	0.022 (4)	0.029 (4)	0.011 (4)	0.000 (3)	−0.007 (3)	−0.002 (3)
C22	0.022 (4)	0.023 (4)	0.015 (4)	−0.006 (3)	−0.005 (3)	−0.003 (3)
C23	0.015 (4)	0.025 (4)	0.020 (4)	−0.010 (3)	−0.005 (3)	−0.011 (3)
C24	0.014 (4)	0.012 (3)	0.015 (4)	−0.002 (3)	−0.001 (3)	0.003 (3)

Hg1—N2	2.441 (6)	C5—H5A	0.9800
Hg1—S2	2.5202 (19)	C5—H5B	0.9800
Hg1—N1	2.525 (6)	C5—H5C	0.9800
Hg1—S4	2.6682 (18)	C7—C12	1.382 (10)
Hg1—I1	2.7505 (8)	C7—C8	1.417 (9)
S1—C2	1.693 (8)	C8—C9	1.383 (10)
S1—C3	1.730 (7)	C8—H8	0.9500
S2—C6	1.749 (7)	C9—C10	1.383 (10)
S3—C14	1.706 (8)	C9—H9	0.9500
S3—C15	1.730 (7)	C10—C11	1.394 (10)
S4—C18	1.685 (7)	C10—H10	0.9500
N1—C3	1.299 (9)	C11—C12	1.392 (9)
N1—C1	1.341 (9)	C11—H11	0.9500
N2—C4	1.287 (8)	C12—H12	0.9500
N2—N3	1.361 (8)	C13—C14	1.344 (9)
N3—C6	1.321 (9)	C13—H13	0.9500
N4—C6	1.366 (9)	C14—H14	0.9500
N4—C7	1.403 (8)	C15—C16	1.450 (10)
N4—H4N	0.8800	C16—C17	1.503 (9)
N5—C15	1.326 (9)	C17—H17A	0.9800
N5—C13	1.370 (9)	C17—H17B	0.9800
N6—C16	1.304 (8)	C17—H17C	0.9800
N6—N7	1.376 (7)	C19—C24	1.372 (9)
N7—C18	1.342 (8)	C19—C20	1.382 (9)
N7—H7N	0.8800	C20—C21	1.393 (9)
N8—C18	1.340 (9)	C20—H20	0.9500
N8—C19	1.454 (8)	C21—C22	1.367 (10)
N8—H8N	0.8800	C21—H21	0.9500
C1—C2	1.364 (10)	C22—C23	1.382 (9)
C1—H1	0.9500	C22—H22	0.9500
C2—H2	0.9500	C23—C24	1.380 (9)
C3—C4	1.468 (10)	C23—H23	0.9500
C4—C5	1.503 (9)	C24—H24	0.9500

N2—Hg1—S2	73.61 (13)	N4—C7—C8	124.5 (6)
N2—Hg1—N1	66.52 (19)	C9—C8—C7	118.9 (7)
S2—Hg1—N1	137.91 (14)	C9—C8—H8	120.5
N2—Hg1—S4	101.14 (13)	C7—C8—H8	120.5
S2—Hg1—S4	106.40 (6)	C8—C9—C10	122.3 (7)
N1—Hg1—S4	94.22 (13)	C8—C9—H9	118.8
N2—Hg1—I1	143.13 (13)	C10—C9—H9	118.8
S2—Hg1—I1	113.54 (4)	C9—C10—C11	118.6 (7)
N1—Hg1—I1	91.86 (13)	C9—C10—H10	120.7
S4—Hg1—I1	110.31 (4)	C11—C10—H10	120.7
C2—S1—C3	89.6 (4)	C12—C11—C10	120.1 (7)
C6—S2—Hg1	99.8 (2)	C12—C11—H11	120.0
C14—S3—C15	89.6 (4)	C10—C11—H11	120.0
C18—S4—Hg1	101.0 (2)	C7—C12—C11	121.3 (7)
C3—N1—C1	112.0 (6)	C7—C12—H12	119.4
C3—N1—Hg1	113.2 (5)	C11—C12—H12	119.4
C1—N1—Hg1	134.8 (5)	C14—C13—N5	115.8 (6)
C4—N2—N3	116.5 (6)	C14—C13—H13	122.1
C4—N2—Hg1	121.9 (5)	N5—C13—H13	122.1
N3—N2—Hg1	121.5 (4)	C13—C14—S3	110.5 (6)
C6—N3—N2	113.7 (6)	C13—C14—H14	124.7
C6—N4—C7	133.0 (6)	S3—C14—H14	124.7
C6—N4—H4N	113.5	N5—C15—C16	125.3 (6)
C7—N4—H4N	113.5	N5—C15—S3	113.5 (5)
C15—N5—C13	110.6 (6)	C16—C15—S3	121.1 (5)
C16—N6—N7	117.3 (6)	N6—C16—C15	126.4 (6)
C18—N7—N6	119.7 (6)	N6—C16—C17	115.7 (6)
C18—N7—H7N	120.1	C15—C16—C17	117.9 (6)
N6—N7—H7N	120.1	C16—C17—H17A	109.5
C18—N8—C19	125.5 (6)	C16—C17—H17B	109.5
C18—N8—H8N	117.2	H17A—C17—H17B	109.5
C19—N8—H8N	117.2	C16—C17—H17C	109.5
N1—C1—C2	115.3 (7)	H17A—C17—H17C	109.5
N1—C1—H1	122.3	H17B—C17—H17C	109.5
C2—C1—H1	122.3	N8—C18—N7	115.6 (6)
C1—C2—S1	109.8 (6)	N8—C18—S4	124.3 (5)
C1—C2—H2	125.1	N7—C18—S4	120.0 (5)
S1—C2—H2	125.1	C24—C19—C20	121.1 (6)
N1—C3—C4	124.1 (6)	C24—C19—N8	118.4 (6)
N1—C3—S1	113.3 (5)	C20—C19—N8	120.3 (6)
C4—C3—S1	122.5 (6)	C19—C20—C21	118.8 (7)
N2—C4—C3	114.2 (6)	C19—C20—H20	120.6
N2—C4—C5	125.1 (7)	C21—C20—H20	120.6
C3—C4—C5	120.7 (6)	C22—C21—C20	120.2 (7)
C4—C5—H5A	109.5	C22—C21—H21	119.9
C4—C5—H5B	109.5	C20—C21—H21	119.9
H5A—C5—H5B	109.5	C21—C22—C23	120.3 (7)
C4—C5—H5C	109.5	C21—C22—H22	119.8
H5A—C5—H5C	109.5	C23—C22—H22	119.8
H5B—C5—H5C	109.5	C24—C23—C22	120.1 (6)
N3—C6—N4	118.2 (6)	C24—C23—H23	120.0
N3—C6—S2	129.1 (6)	C22—C23—H23	120.0
N4—C6—S2	112.7 (5)	C19—C24—C23	119.4 (6)
C12—C7—N4	116.6 (6)	C19—C24—H24	120.3
C12—C7—C8	118.9 (7)	C23—C24—H24	120.3

N2—Hg1—S2—C6	−10.2 (3)	N2—N3—C6—N4	179.6 (5)
N1—Hg1—S2—C6	−29.3 (3)	N2—N3—C6—S2	−0.8 (9)
S4—Hg1—S2—C6	86.9 (2)	C7—N4—C6—N3	5.6 (11)
I1—Hg1—S2—C6	−151.6 (2)	C7—N4—C6—S2	−174.0 (6)
N2—Hg1—S4—C18	−66.7 (3)	Hg1—S2—C6—N3	11.2 (7)
S2—Hg1—S4—C18	−142.7 (3)	Hg1—S2—C6—N4	−169.2 (4)
N1—Hg1—S4—C18	0.1 (3)	C6—N4—C7—C12	178.0 (7)
I1—Hg1—S4—C18	93.7 (3)	C6—N4—C7—C8	−0.1 (11)
N2—Hg1—N1—C3	2.4 (4)	C12—C7—C8—C9	−1.5 (10)
S2—Hg1—N1—C3	22.4 (6)	N4—C7—C8—C9	176.6 (6)
S4—Hg1—N1—C3	−97.9 (5)	C7—C8—C9—C10	0.0 (10)
I1—Hg1—N1—C3	151.6 (4)	C8—C9—C10—C11	1.2 (10)
N2—Hg1—N1—C1	−176.8 (7)	C9—C10—C11—C12	−0.9 (10)
S2—Hg1—N1—C1	−156.8 (5)	N4—C7—C12—C11	−176.5 (6)
S4—Hg1—N1—C1	82.9 (6)	C8—C7—C12—C11	1.8 (10)
I1—Hg1—N1—C1	−27.6 (6)	C10—C11—C12—C7	−0.6 (10)
S2—Hg1—N2—C4	−168.3 (5)	C15—N5—C13—C14	0.5 (8)
N1—Hg1—N2—C4	−2.1 (5)	N5—C13—C14—S3	−1.0 (8)
S4—Hg1—N2—C4	87.7 (5)	C15—S3—C14—C13	1.0 (5)
I1—Hg1—N2—C4	−60.8 (6)	C13—N5—C15—C16	177.9 (6)
S2—Hg1—N2—N3	14.3 (4)	C13—N5—C15—S3	0.3 (7)
N1—Hg1—N2—N3	−179.5 (5)	C14—S3—C15—N5	−0.7 (5)
S4—Hg1—N2—N3	−89.7 (4)	C14—S3—C15—C16	−178.4 (6)
I1—Hg1—N2—N3	121.8 (4)	N7—N6—C16—C15	3.3 (10)
C4—N2—N3—C6	170.4 (6)	N7—N6—C16—C17	−177.1 (5)
Hg1—N2—N3—C6	−12.1 (7)	N5—C15—C16—N6	−1.2 (11)
C16—N6—N7—C18	−175.4 (6)	S3—C15—C16—N6	176.2 (5)
C3—N1—C1—C2	−0.8 (9)	N5—C15—C16—C17	179.2 (6)
Hg1—N1—C1—C2	178.4 (5)	S3—C15—C16—C17	−3.4 (8)
N1—C1—C2—S1	−0.1 (8)	C19—N8—C18—N7	−176.6 (6)
C3—S1—C2—C1	0.6 (6)	C19—N8—C18—S4	6.9 (10)
C1—N1—C3—C4	176.5 (6)	N6—N7—C18—N8	9.3 (9)
Hg1—N1—C3—C4	−2.9 (8)	N6—N7—C18—S4	−174.1 (4)
C1—N1—C3—S1	1.2 (7)	Hg1—S4—C18—N8	−109.2 (6)
Hg1—N1—C3—S1	−178.1 (3)	Hg1—S4—C18—N7	74.5 (5)
C2—S1—C3—N1	−1.1 (5)	C18—N8—C19—C24	−116.1 (7)
C2—S1—C3—C4	−176.4 (6)	C18—N8—C19—C20	68.1 (9)
N3—N2—C4—C3	179.0 (5)	C24—C19—C20—C21	1.5 (11)
Hg1—N2—C4—C3	1.5 (8)	N8—C19—C20—C21	177.1 (6)
N3—N2—C4—C5	−1.2 (9)	C19—C20—C21—C22	−2.1 (11)
Hg1—N2—C4—C5	−178.7 (5)	C20—C21—C22—C23	2.5 (11)
N1—C3—C4—N2	1.2 (10)	C21—C22—C23—C24	−2.4 (11)
S1—C3—C4—N2	175.9 (5)	C20—C19—C24—C23	−1.3 (10)
N1—C3—C4—C5	−178.7 (6)	N8—C19—C24—C23	−177.0 (6)
S1—C3—C4—C5	−3.9 (9)	C22—C23—C24—C19	1.8 (10)

D—H···A	D—H	H···A	D···A	D—H···A
N7—H7N···N5	0.88	1.97	2.667 (8)	135
N4—H4N···S2ⁱ	0.88	2.69	3.553 (6)	167

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N7—H7N⋯N5	0.88	1.97	2.667 (8)	135
N4—H4N⋯S2ⁱ	0.88	2.69	3.553 (6)	167

Symmetry code: (i) .

2 in total

1. A short history of SHELX.

Authors: George M Sheldrick
Journal: Acta Crystallogr A Date: 2007-12-21 Impact factor: 2.290

2. The carcinostatic activity of 5-hydroxy-2-formylpyridine thiosemicarbazone.

Authors: E J Blanz; F A French
Journal: Cancer Res Date: 1968-12 Impact factor: 12.701

2 in total

1 in total

1. Iodido{4-phenyl-1-[1-(1,3-thia-zol-2-yl-κN)ethyl-idene]thio-semicarbazidato-κ(2) N',S}{4-phenyl-1-[1-(1,3-thia-zol-2-yl)ethyl-idene]thio-semicarbazide-κS}cadmium(II).

Authors: Ramaiyer Venkatraman; Dasary S Samuel; Zikri Arslan; Md Alamgir Hossain; Frank R Fronczek
Journal: Acta Crystallogr Sect E Struct Rep Online Date: 2013-04-10

1 in total