Bis(triethanolamine)cadmium(II) and -­mercury(II) saccharinates: seven-coordinate complexes containing both tri- and tetradentate triethanolamine ligands

The structures of the title triethanol­amine (tea) complexes of Cd^II and Hg^II saccharinates, bis­(triethanol­amine)-κ³O,N,O′;κ⁴O,N,O′,O′′-cadmium(II) 1,2-benziso­thia­zol-3(2H)-onate 1,1-dioxide, [Cd(C₆H₁₅NO₃)₂](C₇H₄NO₃S)₂, (I), and bis­(tri­ethanol­amine)-κ³O,N,O′;κ⁴O,N,O′,O′′-mercury(II) 1,2-benz­iso­thia­zol-3(2H)-onate 1,1-dioxide, [Hg(C₆H₁₅NO₃)₂](C₇H₄NO₃S)₂, (II), or [M(tea)₂](sac)₂, where M is Cd^II or Hg^II and sac is the saccharinate anion, reveal seven-coordinate metal ions in both complexes. Both complex cations, [M(tea)₂]²⁺, adopt a monocapped trigonal prism geometry in which the two tea ligands exhibit different coordination modes to achieve seven-coordination. One tea ligand acts as a tetradentate ligand using all its donor atoms, while the other behaves as a tridentate O,N,O′-donor ligand, with one of its ethanol groups remaining uncoordinated. The H atoms of the free and coordinated hydroxyl groups of the tea ligands are involved in hydrogen bonding with the amine N atom, and with the carbonyl and sulfonyl O atoms of neighbouring sac ions, forming an infinite three-dimensional network. A weak π–π interaction between the phenyl rings of the sac ions also occurs.

S1. Comment

Triethanolamine (tea) is an amino alcohol used in a number of commercial applications such as herbicides, surface-active agents, corrosion inhibitors and cement additives (Esker et al., 1999). Because of its double action as both a tertiary amine and a primary alcohol, tea readily coordinates to metal ions to form complexes and also stabilizes the anions by hydrogen bonding (Sen & Dotson, 1970; Brannon et al., 1971; Bajaj & Poonia, 1988). As part of our research effort on the preparation and spectral, thermal and structural characterization of transition metal complexes of tea (Icbudak et al., 1995; Yilmaz et al., 1997; Topcu et al., 2001a), we here report the structural characterization of the rather unusual seven-coordinate title compounds, (I) and (II). \sch

The aim of the present work was to prepare a series of mixed-ligand complexes containing both tea and sac ligands. However, it was observed that the bulky and polydentate tea ligand coordinates to the metal ions completely and does not leave any site available for the coordination of sac (Topcu et al., 2001b). Therefore, the sac ions are present as counterions in metal complexes with tea.

The structures of [Cd(tea)₂](sac)₂, (I), and [Hg(tea)₂](sac)₂, (II), are shown in Figs. 1 and 2, respectively. Tables 1 to 4 list their bond and hydrogen-bonding geometries. The structures resemble each other and consist of a complex cation and two sac ions. In the complex cation, two neutral tea ligands coordinate to the Cd^II or Hg^II ions. The two tea ligands exhibit different coordination modes in the same coordination polyhedron. One of them is coordinated to the central metal ion, acting as a tetradentate ligand using all donor atoms, i.e. the amino N atom and all three hydroxyl O atoms, while the other is bonded to the metal ion tridentately through its N atom and two hydroxyl O atoms, one hydroxyl O atom of the ethanolic groups being non-coordinated. A similar inequivalency of two tea ligands coordinated to the Mn^II ion in a distorted pentagonal bipyramidal geometry has been reported for the [Mn(tea)₂](CF₃COO)₂ complex (Andruh et al., 1993). A coordination polyhedron containing the same ligand with two different coordination modes was also reported for the monoethanolamine complex with the Cu^II ion (Bombicz et al., 1997).

The tri- and tetradentate coordinations of the two tea ligands result in a relatively rare coordination number of seven for Cd^II and an unusual example for Hg^II, since Cd^II and Hg^II usually possess octahedral as well as tetrahedral geometry (Holloway & Melnik, 1995). Although eight-coordinate Sr^II (Naiini et al., 1995; Poonia et al., 1999) and Y^III (Naiini et al., 1995) complexes containing two tetradentate tea ligands have recently been reported, only one Cd^II complex with eight-coordination, [Cd(tea)₂](NO₃)₂, has been reported in the literature to date (Naiini et al., 1995). It should be noted that the tea complexes of Cd^II reported in this paper and in the literature have different coordination numbers and geometries. This may be attributed to the presence of different counterions such as nitrate or saccharinate.

The seven-coordination geometry around the Cd^II and Hg^II ions in (I) and (II) is described as a monocapped trigonal prism (C_2v). Dihedral angles between the least-squares planes are as follows: 53.2 (1) and 46.0 (1)° between O2—O3—O4—O5 (plane 1) and O2—N1—O1—O5 (plane 2), 50.8 (1) and 51.2 (1)° between O3—O4—O1—N1 (plane 3) and plane 1, and 76.0 (1) and 82.9 (2)° between planes 2 and 3 for (I) and (II), respectively. The dihedral angle between two triangular planes, O2—O3—N1 and O5—O4—O1, is only 8.5 (1)° for (I) and 12.4 (4)° for (II). Dihedral angles between these triangular and square planes are in the range of 83.6 (1)–87.5 (1)° for (I) and 73.6 (2)–85.9 (2)° for (II). The central Cd^II and Hg^II ions are located 0.362 (1) and 0.378 (1) Å from the least-squares plane O2—O3—O4—O5, respectively.

All ethylene C atoms (C1—C6) of the tetradentately coordinated tea ligand and the free hydroxyl O atom (O6) of the tridentate tea ligand in (I) are noticeably disordered over two positions, with occupancies of 30 (1)% and 70 (1)% for the C atoms, and 56 (1)% and 44 (1)% for atom O6. In addition, atom O1 in (II) is slightly disordered and, therefore, the disorder was not resolved.

The M—N bond distances are 2.375 (2) and 2.392 (2) Å for (I), and 2.234 (5) and 2.239 (5) Å for (II). The M—O bonds are in the range 2.327 (2)–2.415 (2) Å for (I) and 2.468 (5)–2.730 (5) Å for (II). The bond lengths in (I) are somewhat shorter than those of the eight-coordinate Cd^II complex with tea (Naiini et al., 1995).

Both sac ions are essentially planar, with r.m.s. deviations of 0.0057 and 0.0292 Å in (I), and 0.023 and 0.024 Å in (II). In both complexes, the sac ions adopt a parallel alignment, and the dihedral angles between the corresponding planes are 3.5 (1) and 1.1 (1)° for (I) and (II), respectively. Thus, the phenyl rings approximately superimpose on each other and are connected by weak π–π interactions of 4.166 (1) Å in (I), and 4.038 (1) Å in (II).

The crystals of the two complexes feature numerous hydrogen bonds (Figs. 3 and 4). The H atoms of the free and coordinated hydroxyl H atoms of the tea ligands are involved in intermolecular hydrogen bonding with the negatively charged amine N atoms and the carbonyl and sulfonyl O atoms of neighbouring sac ions. An extensive network of hydrogen bonds and other intermolecular interactions maintains the crystal structure by forming an infinite three-dimensional lattice.

Related literature

For related literature, see: Andruh et al. (1993); Bajaj & Poonia (1988); Bombicz et al. (1997); Brannon et al. (1971); Esker et al. (1999); Holloway & Melnik (1995); Icbudak et al. (1995); Naiini et al. (1995); Poonia et al. (1999); Sen & Dotson (1970); Topcu et al. (2001a, 2001b); Yilmaz et al. (1997).

S2. Experimental

The preparation and spectral characterization of tea complexes of first-row divalent transition metal saccharinates, including the present Cd^II and Hg^II saccharinates, have been reported elsewhere by Topcu et al. (2001b). The polycrystalline solid complexes, (I) and (II), were crystallized from solutions in methanol-2-propanol (1:1, v/v) at room temperature to obtain suitable single crystals for X-ray analysis.

S3. Refinement

Hydroxyl H atoms were located from the difference map for (II) and were geometrically positioned for (I). All hydroxyl H atoms were refined with a rotating model, with U_iso 1.5 times that of O atoms, while the other H atoms were placed in calculated positions and refined with a riding model, with U_iso 1.2 times that of their attached atoms.

Computing details

For both compounds, data collection: MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1994); cell refinement: MSC/AFC Diffractometer Control Software; data reduction: TEXSAN (Molecular Structure Corporation, 1997); program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997) and PLATON (Spek, 2000); software used to prepare material for publication: SHELXL97.

Figures

	Fig. 1. The molecular view of (I) with 40% displacement ellipsoids. Selected H atoms are shown as small spheres of arbitrary radii; the remainder have been omitted for clarity.
	Fig. 2. The molecular view of (II) with 40% displacement ellipsoids. Selected H atoms are shown as small spheres of arbitrary radii; the remainder have been omitted for clarity.
	Fig. 3. A packing diagram for (I).
	Fig. 4. A packing diagram for (II).

(I) bis(triethanolamine)-κ³O,N,O';κ⁴O,N,O',O''-cadmium(II) 1,2-bensisothiazol-3(2H)-onate 1,1-dioxide

Crystal data

[Cd(C6H15NO3)2]2C7H4NO3S	Z = 2
Mr = 775.12	F(000) = 796
Triclinic, P1	Dx = 1.664 Mg m^−3
a = 13.2825 (9) Å	Mo Kα radiation, λ = 0.71069 Å
b = 14.9093 (11) Å	Cell parameters from 24 reflections
c = 8.9376 (10) Å	θ = 10.5–13.2°
α = 98.002 (8)°	µ = 0.91 mm^−1
β = 102.662 (8)°	T = 293 K
γ = 63.762 (5)°	Prism, colourless
V = 1547.2 (2) Å^3	0.4 × 0.2 × 0.2 mm

Data collection

Rigaku AFC-7S diffractometer	7948 reflections with I > 2σ(I)
Radiation source: X-ray tube	Rint = 0.025
Graphite monochromator	θmax = 32.5°, θmin = 2.3°
ω/2θ scans	h = 0→20
Absorption correction: ψ-scan (North et al., 1968)	k = −20→22
Tmin = 0.797, Tmax = 0.834	l = −13→13
12760 measured reflections	3 standard reflections every 150 reflections
11203 independent reflections	intensity decay: 7.7%

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)] = 0.039	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.115	H-atom parameters constrained
S = 1.02	w = 1/[σ^2(Fo^2) + (0.047P)^2 + 0.051P] where P = (Fo^2 + 2Fc^2)/3
11203 reflections	(Δ/σ)max = 0.001
478 parameters	Δρmax = 0.80 e Å^−3
145 restraints	Δρmin = −0.87 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	Occ. (<1)
Cd1	−0.01644 (1)	0.28894 (1)	0.27090 (2)	0.0272 (1)
N2	0.10586 (17)	0.21213 (15)	0.0873 (2)	0.0296 (4)
O1	−0.05711 (18)	0.43643 (14)	0.4318 (2)	0.0408 (4)
H1	−0.0966	0.4950	0.3964	0.061*
O2	−0.18230 (17)	0.29080 (18)	0.0987 (2)	0.0507 (5)
H2	−0.1895	0.2449	0.0339	0.076*
O3	0.03391 (19)	0.12113 (15)	0.3383 (3)	0.0518 (5)
H3	0.0943	0.0667	0.3330	0.078*
O4	0.16688 (17)	0.24907 (16)	0.4093 (2)	0.0447 (5)
H4	0.1799	0.2873	0.4847	0.067*
O5	−0.04377 (17)	0.41711 (14)	0.1195 (2)	0.0395 (4)
H5	−0.1120	0.4637	0.1081	0.059*
N1	−0.14402 (18)	0.29567 (15)	0.4284 (2)	0.0370 (5)
C1A	−0.1232 (11)	0.3535 (6)	0.5727 (7)	0.052 (2)	0.307 (5)
H1A1	−0.0488	0.3142	0.6313	0.062*	0.307 (5)
H1A2	−0.1801	0.3661	0.6345	0.062*	0.307 (5)
C2A	−0.1283 (10)	0.4520 (6)	0.5382 (11)	0.047 (3)	0.307 (5)
H2A1	−0.2063	0.4962	0.4965	0.057*	0.307 (5)
H2A2	−0.1041	0.4837	0.6324	0.057*	0.307 (5)
C3A	−0.2617 (5)	0.3342 (11)	0.3411 (9)	0.063 (3)	0.307 (5)
H3A1	−0.2931	0.4065	0.3401	0.076*	0.307 (5)
H3A2	−0.3083	0.3176	0.3920	0.076*	0.307 (5)
C4A	−0.2667 (6)	0.2911 (10)	0.1780 (7)	0.068 (3)	0.307 (5)
H4A1	−0.2571	0.2228	0.1787	0.081*	0.307 (5)
H4A2	−0.3419	0.3291	0.1202	0.081*	0.307 (5)
C5A	−0.1048 (7)	0.1969 (6)	0.4934 (17)	0.051 (3)	0.307 (5)
H5A1	−0.1504	0.1636	0.4350	0.061*	0.307 (5)
H5A2	−0.1181	0.2077	0.5982	0.061*	0.307 (5)
C6A	0.0181 (8)	0.1298 (6)	0.4927 (7)	0.049 (2)	0.307 (5)
H6A1	0.0659	0.1583	0.5593	0.059*	0.307 (5)
H6A2	0.0374	0.0646	0.5283	0.059*	0.307 (5)
C1B	−0.1880 (4)	0.3945 (3)	0.5109 (5)	0.0466 (10)	0.693 (5)
H1B1	−0.2165	0.3897	0.5990	0.056*	0.693 (5)
H1B2	−0.2509	0.4423	0.4436	0.056*	0.693 (5)
C2B	−0.0957 (5)	0.4314 (4)	0.5641 (5)	0.0465 (14)	0.693 (5)
H2B1	−0.1261	0.4969	0.6161	0.056*	0.693 (5)
H2B2	−0.0334	0.3856	0.6347	0.056*	0.693 (5)
C3B	−0.2414 (4)	0.2823 (4)	0.3237 (5)	0.0478 (11)	0.693 (5)
H3B1	−0.3057	0.3071	0.3767	0.057*	0.693 (5)
H3B2	−0.2195	0.2114	0.2990	0.057*	0.693 (5)
C4B	−0.2778 (3)	0.3357 (4)	0.1773 (5)	0.0463 (11)	0.693 (5)
H4B1	−0.3434	0.3280	0.1149	0.056*	0.693 (5)
H4B2	−0.2979	0.4065	0.1992	0.056*	0.693 (5)
C5B	−0.0789 (5)	0.2120 (3)	0.5316 (5)	0.0464 (13)	0.693 (5)
H5B1	−0.1301	0.2075	0.5897	0.056*	0.693 (5)
H5B2	−0.0211	0.2262	0.6041	0.056*	0.693 (5)
C6B	−0.0225 (4)	0.1135 (3)	0.4496 (6)	0.0478 (11)	0.693 (5)
H6B1	0.0322	0.0651	0.5233	0.057*	0.693 (5)
H6B2	−0.0794	0.0896	0.3999	0.057*	0.693 (5)
C12	0.1431 (3)	0.0592 (3)	−0.1009 (4)	0.0545 (8)
H12A	0.1981	0.0076	−0.0321	0.065*
H12B	0.1001	0.0297	−0.1760	0.065*
O6A	0.2021 (15)	0.0933 (12)	−0.1778 (17)	0.064 (2)	0.56 (3)
H6A	0.2475	0.0422	−0.2290	0.096*	0.56 (3)
O6B	0.1648 (17)	0.1042 (14)	−0.2136 (17)	0.065 (2)	0.44 (3)
H6B	0.1936	0.0573	−0.2843	0.097*	0.44 (3)
C7	0.2218 (2)	0.1573 (2)	0.1758 (3)	0.0366 (5)
H7A	0.2771	0.1387	0.1090	0.044*
H7B	0.2270	0.0962	0.2100	0.044*
C8	0.2516 (2)	0.2183 (2)	0.3149 (3)	0.0416 (6)
H8A	0.3261	0.1781	0.3725	0.050*
H8B	0.2540	0.2765	0.2818	0.050*
C9	0.1017 (2)	0.2912 (2)	−0.0018 (3)	0.0376 (5)
H9A	0.1237	0.2623	−0.1003	0.045*
H9B	0.1560	0.3167	0.0531	0.045*
C10	−0.0161 (3)	0.3764 (2)	−0.0275 (3)	0.0406 (6)
H10A	−0.0170	0.4272	−0.0856	0.049*
H10B	−0.0710	0.3522	−0.0844	0.049*
C11	0.0631 (2)	0.1427 (2)	−0.0107 (3)	0.0394 (6)
H11A	−0.0035	0.1824	−0.0827	0.047*
H11B	0.0377	0.1131	0.0548	0.047*
S2	−0.35369 (6)	0.60541 (5)	−0.03679 (7)	0.03579 (14)
N4	−0.2564 (2)	0.56690 (16)	0.1148 (3)	0.0388 (5)
O10	−0.1960 (2)	0.62917 (15)	0.3460 (2)	0.0519 (6)
O11	−0.3020 (2)	0.59600 (18)	−0.1672 (2)	0.0526 (6)
O12	−0.4318 (2)	0.56060 (18)	−0.0570 (3)	0.0569 (6)
C20	−0.2628 (2)	0.64105 (19)	0.2207 (3)	0.0355 (5)
C21	−0.3575 (2)	0.73971 (18)	0.1733 (3)	0.0321 (5)
C22	−0.3885 (3)	0.8320 (2)	0.2535 (3)	0.0422 (6)
H22	−0.3488	0.8384	0.3509	0.051*
C23	−0.4800 (3)	0.9141 (2)	0.1849 (4)	0.0499 (7)
H23	−0.5025	0.9764	0.2371	0.060*
C24	−0.5384 (3)	0.9044 (2)	0.0392 (4)	0.0499 (7)
H24	−0.5990	0.9607	−0.0052	0.060*
C25	−0.5087 (2)	0.8129 (2)	−0.0417 (3)	0.0441 (6)
H25	−0.5483	0.8063	−0.1391	0.053*
C26	−0.4171 (2)	0.73126 (19)	0.0295 (3)	0.0337 (5)
S1	0.32615 (6)	−0.08103 (5)	−0.51871 (8)	0.03649 (14)
O7	0.18760 (19)	−0.14470 (16)	−0.8900 (3)	0.0540 (6)
O8	0.3911 (2)	−0.02466 (19)	−0.5098 (3)	0.0590 (6)
O9	0.2768 (2)	−0.06974 (17)	−0.3842 (2)	0.0521 (6)
N3	0.2298 (2)	−0.05921 (17)	−0.6727 (3)	0.0419 (5)
C13	0.2481 (2)	−0.14247 (19)	−0.7642 (3)	0.0356 (5)
C14	0.3498 (2)	−0.23353 (19)	−0.6988 (3)	0.0329 (5)
C15	0.3886 (3)	−0.3315 (2)	−0.7561 (3)	0.0452 (7)
H15	0.3530	−0.3489	−0.8497	0.054*
C16	0.4830 (3)	−0.4039 (2)	−0.6687 (4)	0.0575 (9)
H16	0.5112	−0.4703	−0.7054	0.069*
C17	0.5356 (3)	−0.3784 (3)	−0.5283 (4)	0.0552 (9)
H17	0.5975	−0.4280	−0.4715	0.066*
C18	0.4970 (2)	−0.2802 (2)	−0.4720 (3)	0.0442 (7)
H18	0.5322	−0.2624	−0.3784	0.053*
C19	0.4041 (2)	−0.20944 (19)	−0.5600 (3)	0.0331 (5)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cd1	0.02796 (8)	0.02723 (8)	0.02494 (8)	−0.01058 (6)	0.00641 (6)	−0.00203 (5)
N2	0.0306 (10)	0.0295 (9)	0.0272 (9)	−0.0123 (8)	0.0071 (8)	−0.0054 (7)
O1	0.0562 (12)	0.0298 (9)	0.0352 (9)	−0.0172 (9)	0.0116 (9)	−0.0035 (7)
O2	0.0351 (10)	0.0607 (14)	0.0467 (11)	−0.0200 (10)	0.0015 (9)	−0.0175 (10)
O3	0.0495 (12)	0.0313 (10)	0.0668 (14)	−0.0036 (9)	0.0213 (11)	0.0081 (10)
O4	0.0349 (10)	0.0490 (11)	0.0374 (10)	−0.0143 (9)	−0.0011 (8)	−0.0128 (8)
O5	0.0436 (11)	0.0313 (9)	0.0313 (9)	−0.0028 (8)	0.0111 (8)	0.0022 (7)
N1	0.0376 (11)	0.0343 (11)	0.0400 (11)	−0.0126 (9)	0.0156 (9)	−0.0002 (9)
C1A	0.067 (5)	0.050 (4)	0.035 (4)	−0.020 (4)	0.015 (4)	0.001 (3)
C2A	0.061 (5)	0.049 (4)	0.025 (4)	−0.020 (4)	0.009 (4)	−0.005 (3)
C3A	0.035 (4)	0.069 (5)	0.064 (4)	0.002 (4)	0.014 (4)	0.008 (5)
C4A	0.029 (4)	0.064 (5)	0.082 (5)	−0.006 (4)	0.007 (4)	−0.030 (5)
C5A	0.051 (4)	0.056 (5)	0.047 (5)	−0.020 (4)	0.009 (4)	0.015 (4)
C6A	0.058 (4)	0.038 (4)	0.053 (5)	−0.017 (3)	0.011 (4)	0.012 (4)
C1B	0.052 (2)	0.041 (2)	0.045 (2)	−0.0114 (18)	0.0269 (19)	−0.0029 (17)
C2B	0.066 (3)	0.044 (2)	0.0250 (19)	−0.021 (2)	0.008 (2)	−0.0050 (17)
C3B	0.030 (2)	0.042 (2)	0.071 (3)	−0.0108 (18)	0.0112 (19)	0.012 (2)
C4B	0.0275 (19)	0.046 (3)	0.056 (2)	−0.0095 (18)	0.0069 (17)	−0.0064 (19)
C5B	0.052 (3)	0.049 (2)	0.037 (2)	−0.0154 (19)	0.012 (2)	0.0144 (18)
C6B	0.051 (3)	0.0333 (19)	0.064 (3)	−0.0185 (17)	0.010 (2)	0.0153 (18)
C12	0.066 (2)	0.0463 (17)	0.0530 (18)	−0.0263 (16)	0.0243 (16)	−0.0228 (14)
O6A	0.071 (7)	0.067 (3)	0.063 (5)	−0.034 (5)	0.042 (4)	−0.033 (3)
O6B	0.072 (7)	0.068 (3)	0.063 (5)	−0.034 (5)	0.042 (4)	−0.034 (3)
C7	0.0278 (11)	0.0357 (12)	0.0402 (13)	−0.0093 (10)	0.0067 (10)	−0.0036 (10)
C8	0.0342 (13)	0.0493 (16)	0.0412 (14)	−0.0210 (12)	0.0012 (11)	−0.0008 (12)
C9	0.0428 (14)	0.0402 (14)	0.0327 (12)	−0.0174 (12)	0.0160 (11)	−0.0031 (10)
C10	0.0497 (16)	0.0385 (13)	0.0263 (11)	−0.0119 (12)	0.0073 (11)	0.0022 (10)
C11	0.0400 (14)	0.0417 (14)	0.0358 (13)	−0.0197 (12)	0.0088 (11)	−0.0113 (11)
S2	0.0356 (3)	0.0335 (3)	0.0322 (3)	−0.0135 (3)	0.0004 (2)	−0.0046 (2)
N4	0.0386 (12)	0.0279 (10)	0.0351 (11)	−0.0064 (9)	−0.0018 (9)	−0.0045 (8)
O10	0.0549 (13)	0.0358 (10)	0.0389 (10)	−0.0078 (9)	−0.0147 (9)	−0.0028 (8)
O11	0.0587 (14)	0.0578 (14)	0.0346 (10)	−0.0199 (11)	0.0125 (10)	−0.0084 (9)
O12	0.0558 (14)	0.0520 (13)	0.0654 (15)	−0.0337 (11)	−0.0008 (12)	−0.0087 (11)
C20	0.0389 (13)	0.0282 (11)	0.0319 (12)	−0.0108 (10)	0.0004 (10)	−0.0004 (9)
C21	0.0332 (12)	0.0264 (10)	0.0305 (11)	−0.0087 (9)	0.0031 (9)	0.0001 (9)
C22	0.0485 (16)	0.0309 (12)	0.0363 (13)	−0.0108 (11)	0.0045 (12)	−0.0062 (10)
C23	0.0561 (19)	0.0298 (13)	0.0508 (17)	−0.0079 (13)	0.0098 (14)	−0.0034 (12)
C24	0.0416 (16)	0.0368 (14)	0.0548 (18)	−0.0030 (12)	0.0044 (13)	0.0054 (13)
C25	0.0373 (14)	0.0409 (14)	0.0403 (14)	−0.0078 (12)	−0.0021 (11)	0.0040 (12)
C26	0.0311 (12)	0.0306 (11)	0.0342 (12)	−0.0103 (10)	0.0022 (9)	0.0004 (9)
S1	0.0423 (3)	0.0332 (3)	0.0365 (3)	−0.0194 (3)	0.0124 (3)	−0.0107 (2)
O7	0.0513 (13)	0.0421 (11)	0.0491 (12)	−0.0142 (10)	−0.0139 (10)	−0.0022 (9)
O8	0.0770 (17)	0.0593 (14)	0.0603 (14)	−0.0504 (14)	0.0167 (13)	−0.0176 (11)
O9	0.0628 (14)	0.0478 (12)	0.0454 (12)	−0.0199 (11)	0.0277 (11)	−0.0145 (9)
N3	0.0421 (13)	0.0268 (10)	0.0479 (13)	−0.0104 (9)	0.0037 (10)	−0.0043 (9)
C13	0.0351 (13)	0.0301 (11)	0.0379 (13)	−0.0133 (10)	0.0031 (10)	−0.0023 (10)
C14	0.0312 (12)	0.0293 (11)	0.0329 (11)	−0.0103 (9)	0.0049 (9)	−0.0047 (9)
C15	0.0465 (16)	0.0351 (13)	0.0381 (14)	−0.0096 (12)	0.0024 (12)	−0.0122 (11)
C16	0.060 (2)	0.0326 (14)	0.0543 (18)	−0.0019 (14)	0.0061 (16)	−0.0091 (13)
C17	0.0403 (16)	0.0474 (17)	0.0489 (17)	0.0051 (13)	0.0027 (13)	0.0026 (14)
C18	0.0325 (13)	0.0528 (17)	0.0370 (14)	−0.0128 (12)	0.0039 (11)	−0.0077 (12)
C19	0.0300 (11)	0.0348 (12)	0.0330 (12)	−0.0136 (10)	0.0081 (9)	−0.0064 (9)

Geometric parameters (Å, º)

Cd1—O4	2.3274 (19)	C6B—H6B1	0.9700
Cd1—O5	2.3464 (19)	C6B—H6B2	0.9700
Cd1—O1	2.3676 (19)	C12—O6A	1.426 (5)
Cd1—N2	2.375 (2)	C12—O6B	1.427 (6)
Cd1—O2	2.3862 (19)	C12—C11	1.502 (4)
Cd1—N1	2.392 (2)	C12—H12A	0.9700
Cd1—O3	2.415 (2)	C12—H12B	0.9700
N2—C7	1.482 (3)	O6A—H6A	0.8780
N2—C11	1.486 (3)	O6A—H6B	1.0354
N2—C9	1.487 (3)	O6B—H6A	1.1021
O1—C2B	1.411 (4)	O6B—H6B	0.8844
O1—C2A	1.411 (6)	C7—C8	1.522 (4)
O1—H1	0.8586	C7—H7A	0.9700
O2—C4B	1.435 (4)	C7—H7B	0.9700
O2—C4A	1.449 (6)	C8—H8A	0.9700
O2—H2	0.8576	C8—H8B	0.9700
O3—C6B	1.414 (5)	C9—C10	1.510 (4)
O3—C6A	1.421 (6)	C9—H9A	0.9700
O3—H3	0.8570	C9—H9B	0.9700
O4—C8	1.429 (4)	C10—H10A	0.9700
O4—H4	0.8596	C10—H10B	0.9700
O5—C10	1.422 (3)	C11—H11A	0.9700
O5—H5	0.8586	C11—H11B	0.9700
N1—C5B	1.473 (3)	S2—O12	1.433 (2)
N1—C3A	1.476 (4)	S2—O11	1.439 (2)
N1—C1B	1.477 (3)	S2—N4	1.621 (2)
N1—C5A	1.484 (4)	S2—C26	1.759 (3)
N1—C1A	1.492 (4)	N4—C20	1.337 (3)
N1—C3B	1.495 (3)	O10—C20	1.246 (3)
C1A—C2A	1.511 (7)	C20—C21	1.493 (3)
C1A—H1A1	0.9700	C21—C26	1.375 (3)
C1A—H1A2	0.9700	C21—C22	1.389 (3)
C2A—H2A1	0.9700	C22—C23	1.385 (4)
C2A—H2A2	0.9700	C22—H22	0.9300
C3A—C4A	1.509 (7)	C23—C24	1.387 (4)
C3A—H3A1	0.9700	C23—H23	0.9300
C3A—H3A2	0.9700	C24—C25	1.383 (4)
C4A—H4A1	0.9700	C24—H24	0.9300
C4A—H4A2	0.9700	C25—C26	1.391 (4)
C5A—C6A	1.491 (7)	C25—H25	0.9300
C5A—H5A1	0.9700	S1—O8	1.432 (2)
C5A—H5A2	0.9700	S1—O9	1.447 (2)
C6A—H6A1	0.9700	S1—N3	1.619 (3)
C6A—H6A2	0.9700	S1—C19	1.758 (3)
C1B—C2B	1.516 (6)	O7—C13	1.236 (3)
C1B—H1B1	0.9700	N3—C13	1.344 (3)
C1B—H1B2	0.9700	C13—C14	1.505 (4)
C2B—H2B1	0.9700	C14—C19	1.379 (3)
C2B—H2B2	0.9700	C14—C15	1.380 (4)
C3B—C4B	1.501 (6)	C15—C16	1.399 (4)
C3B—H3B1	0.9700	C15—H15	0.9300
C3B—H3B2	0.9700	C16—C17	1.387 (5)
C4B—H4B1	0.9700	C16—H16	0.9300
C4B—H4B2	0.9700	C17—C18	1.379 (5)
C5B—C6B	1.492 (6)	C17—H17	0.9300
C5B—H5B1	0.9700	C18—C19	1.382 (4)
C5B—H5B2	0.9700	C18—H18	0.9300
O4—Cd1—O5	102.28 (8)	C4B—C3B—H3B2	109.0
O4—Cd1—O1	81.81 (7)	H3B1—C3B—H3B2	107.8
O5—Cd1—O1	72.95 (7)	O2—C4B—C3B	106.4 (3)
O4—Cd1—N2	74.86 (7)	O2—C4B—H4B1	110.4
O5—Cd1—N2	73.64 (7)	C3B—C4B—H4B1	110.4
O1—Cd1—N2	133.59 (7)	O2—C4B—H4B2	110.4
O4—Cd1—O2	166.01 (7)	C3B—C4B—H4B2	110.4
O5—Cd1—O2	82.73 (8)	H4B1—C4B—H4B2	108.6
O1—Cd1—O2	112.18 (7)	N1—C5B—C6B	113.5 (3)
N2—Cd1—O2	94.39 (7)	N1—C5B—H5B1	108.9
O4—Cd1—N1	111.99 (8)	C6B—C5B—H5B1	108.9
O5—Cd1—N1	125.92 (7)	N1—C5B—H5B2	108.9
O1—Cd1—N1	72.11 (7)	C6B—C5B—H5B2	108.9
N2—Cd1—N1	154.11 (7)	H5B1—C5B—H5B2	107.7
O2—Cd1—N1	73.97 (8)	O3—C6B—C5B	111.3 (4)
O4—Cd1—O3	80.07 (8)	O3—C6B—H6B1	109.4
O5—Cd1—O3	158.08 (7)	C5B—C6B—H6B1	109.4
O1—Cd1—O3	128.66 (7)	O3—C6B—H6B2	109.4
N2—Cd1—O3	86.21 (7)	C5B—C6B—H6B2	109.4
O2—Cd1—O3	90.46 (8)	H6B1—C6B—H6B2	108.0
N1—Cd1—O3	71.15 (7)	O6A—C12—O6B	20.1 (8)
C7—N2—C11	111.6 (2)	O6A—C12—C11	111.8 (7)
C7—N2—C9	111.2 (2)	O6B—C12—C11	106.9 (9)
C11—N2—C9	112.4 (2)	O6A—C12—H12A	109.3
C7—N2—Cd1	106.24 (15)	O6B—C12—H12A	127.9
C11—N2—Cd1	106.04 (15)	C11—C12—H12A	109.3
C9—N2—Cd1	108.97 (14)	O6A—C12—H12B	109.3
C2B—O1—C2A	18.0 (6)	O6B—C12—H12B	93.8
C2B—O1—Cd1	112.7 (2)	C11—C12—H12B	109.3
C2A—O1—Cd1	116.4 (2)	H12A—C12—H12B	107.9
C2B—O1—H1	109.2	C12—O6A—H6A	108.6
Cd1—O1—H1	122.1	C12—O6A—H6B	99.5
C4B—O2—C4A	24.6 (5)	C12—O6B—H6A	96.5
C4B—O2—Cd1	109.0 (2)	C12—O6B—H6B	107.9
C4A—O2—Cd1	112.5 (3)	N2—C7—C8	112.9 (2)
C4B—O2—H2	109.7	N2—C7—H7A	109.0
Cd1—O2—H2	129.1	C8—C7—H7A	109.0
C6B—O3—C6A	28.8 (5)	N2—C7—H7B	109.0
C6B—O3—Cd1	115.8 (2)	C8—C7—H7B	109.0
C6A—O3—Cd1	105.8 (4)	H7A—C7—H7B	107.8
C6B—O3—H3	109.2	O4—C8—C7	108.6 (2)
Cd1—O3—H3	131.1	O4—C8—H8A	110.0
C8—O4—Cd1	113.66 (15)	C7—C8—H8A	110.0
C8—O4—H4	109.5	O4—C8—H8B	110.0
Cd1—O4—H4	121.2	C7—C8—H8B	110.0
C10—O5—Cd1	109.84 (16)	H8A—C8—H8B	108.3
C10—O5—H5	109.1	N2—C9—C10	111.5 (2)
Cd1—O5—H5	113.4	N2—C9—H9A	109.3
C5B—N1—C3A	131.9 (7)	C10—C9—H9A	109.3
C5B—N1—C1B	113.3 (3)	N2—C9—H9B	109.3
C3A—N1—C1B	82.9 (5)	C10—C9—H9B	109.3
C5B—N1—C5A	20.6 (6)	H9A—C9—H9B	108.0
C3A—N1—C5A	113.7 (8)	O5—C10—C9	107.3 (2)
C1B—N1—C5A	126.5 (6)	O5—C10—H10A	110.3
C5B—N1—C1A	81.0 (4)	C9—C10—H10A	110.3
C3A—N1—C1A	116.7 (6)	O5—C10—H10B	110.3
C1B—N1—C1A	36.0 (4)	C9—C10—H10B	110.3
C5A—N1—C1A	99.0 (7)	H10A—C10—H10B	108.5
C5B—N1—C3B	111.1 (3)	N2—C11—C12	118.2 (2)
C3A—N1—C3B	27.4 (5)	N2—C11—H11A	107.8
C1B—N1—C3B	109.0 (3)	C12—C11—H11A	107.8
C5A—N1—C3B	90.8 (5)	N2—C11—H11B	107.8
C1A—N1—C3B	139.0 (6)	C12—C11—H11B	107.8
C5B—N1—Cd1	106.3 (3)	H11A—C11—H11B	107.1
C3A—N1—Cd1	109.8 (5)	O12—S2—O11	115.79 (15)
C1B—N1—Cd1	109.9 (2)	O12—S2—N4	111.44 (15)
C5A—N1—Cd1	110.6 (4)	O11—S2—N4	110.23 (14)
C1A—N1—Cd1	106.4 (5)	O12—S2—C26	110.81 (14)
C3B—N1—Cd1	107.1 (2)	O11—S2—C26	110.79 (14)
N1—C1A—C2A	111.2 (5)	N4—S2—C26	96.06 (12)
N1—C1A—H1A1	109.4	C20—N4—S2	112.11 (18)
C2A—C1A—H1A1	109.4	O10—C20—N4	123.4 (2)
N1—C1A—H1A2	109.4	O10—C20—C21	123.4 (2)
C2A—C1A—H1A2	109.4	N4—C20—C21	113.2 (2)
H1A1—C1A—H1A2	108.0	C26—C21—C22	120.2 (2)
O1—C2A—C1A	110.4 (6)	C26—C21—C20	111.1 (2)
O1—C2A—H2A1	109.6	C22—C21—C20	128.8 (2)
C1A—C2A—H2A1	109.6	C23—C22—C21	118.3 (3)
O1—C2A—H2A2	109.6	C23—C22—H22	120.8
C1A—C2A—H2A2	109.6	C21—C22—H22	120.8
H2A1—C2A—H2A2	108.1	C22—C23—C24	120.7 (3)
N1—C3A—C4A	112.1 (5)	C22—C23—H23	119.7
N1—C3A—H3A1	109.2	C24—C23—H23	119.7
C4A—C3A—H3A1	109.2	C25—C24—C23	121.6 (3)
N1—C3A—H3A2	109.2	C25—C24—H24	119.2
C4A—C3A—H3A2	109.2	C23—C24—H24	119.2
H3A1—C3A—H3A2	107.9	C24—C25—C26	116.9 (3)
O2—C4A—C3A	115.1 (7)	C24—C25—H25	121.6
O2—C4A—H4A1	108.5	C26—C25—H25	121.6
C3A—C4A—H4A1	108.5	C21—C26—C25	122.3 (2)
O2—C4A—H4A2	108.5	C21—C26—S2	107.56 (18)
C3A—C4A—H4A2	108.5	C25—C26—S2	130.1 (2)
H4A1—C4A—H4A2	107.5	O8—S1—O9	114.72 (14)
N1—C5A—C6A	114.0 (5)	O8—S1—N3	111.56 (15)
N1—C5A—H5A1	108.8	O9—S1—N3	110.80 (14)
C6A—C5A—H5A1	108.8	O8—S1—C19	112.76 (14)
N1—C5A—H5A2	108.8	O9—S1—C19	108.56 (13)
C6A—C5A—H5A2	108.8	N3—S1—C19	97.04 (12)
H5A1—C5A—H5A2	107.6	C13—N3—S1	111.34 (19)
O3—C6A—C5A	106.4 (8)	O7—C13—N3	123.7 (3)
O3—C6A—H6A1	110.5	O7—C13—C14	122.9 (2)
C5A—C6A—H6A1	110.5	N3—C13—C14	113.4 (2)
O3—C6A—H6A2	110.5	C19—C14—C15	120.1 (2)
C5A—C6A—H6A2	110.5	C19—C14—C13	110.9 (2)
H6A1—C6A—H6A2	108.6	C15—C14—C13	129.0 (2)
N1—C1B—C2B	111.2 (3)	C14—C15—C16	117.8 (3)
N1—C1B—H1B1	109.4	C14—C15—H15	121.1
C2B—C1B—H1B1	109.4	C16—C15—H15	121.1
N1—C1B—H1B2	109.4	C17—C16—C15	121.2 (3)
C2B—C1B—H1B2	109.4	C17—C16—H16	119.4
H1B1—C1B—H1B2	108.0	C15—C16—H16	119.4
O1—C2B—C1B	106.9 (3)	C18—C17—C16	120.7 (3)
O1—C2B—H2B1	110.3	C18—C17—H17	119.6
C1B—C2B—H2B1	110.3	C16—C17—H17	119.6
O1—C2B—H2B2	110.3	C17—C18—C19	117.4 (3)
C1B—C2B—H2B2	110.3	C17—C18—H18	121.3
H2B1—C2B—H2B2	108.6	C19—C18—H18	121.3
N1—C3B—C4B	112.9 (3)	C14—C19—C18	122.7 (2)
N1—C3B—H3B1	109.0	C14—C19—S1	107.26 (19)
C4B—C3B—H3B1	109.0	C18—C19—S1	129.8 (2)
N1—C3B—H3B2	109.0
O4—Cd1—N2—C7	17.88 (16)	C1B—N1—C3A—C4A	150.0 (12)
O5—Cd1—N2—C7	125.88 (17)	C5A—N1—C3A—C4A	−83.2 (14)
O1—Cd1—N2—C7	80.41 (18)	C1A—N1—C3A—C4A	162.5 (9)
O2—Cd1—N2—C7	−153.02 (16)	C3B—N1—C3A—C4A	−47.6 (5)
N1—Cd1—N2—C7	−91.4 (2)	Cd1—N1—C3A—C4A	41.4 (13)
O3—Cd1—N2—C7	−62.85 (16)	C4B—O2—C4A—C3A	−61.3 (9)
O4—Cd1—N2—C11	136.77 (18)	Cd1—O2—C4A—C3A	25.4 (12)
O5—Cd1—N2—C11	−115.23 (17)	N1—C3A—C4A—O2	−46.0 (16)
O1—Cd1—N2—C11	−160.69 (15)	C5B—N1—C5A—C6A	−61.9 (9)
O2—Cd1—N2—C11	−34.13 (17)	C3A—N1—C5A—C6A	143.8 (9)
N1—Cd1—N2—C11	27.4 (3)	C1B—N1—C5A—C6A	−117.2 (10)
O3—Cd1—N2—C11	56.05 (17)	C1A—N1—C5A—C6A	−91.7 (13)
O4—Cd1—N2—C9	−102.05 (17)	C3B—N1—C5A—C6A	128.3 (11)
O5—Cd1—N2—C9	5.95 (16)	Cd1—N1—C5A—C6A	19.7 (13)
O1—Cd1—N2—C9	−39.51 (19)	C6B—O3—C6A—C5A	−54.7 (6)
O2—Cd1—N2—C9	87.05 (17)	Cd1—O3—C6A—C5A	60.6 (9)
N1—Cd1—N2—C9	148.63 (18)	N1—C5A—C6A—O3	−55.4 (14)
O3—Cd1—N2—C9	177.23 (17)	C5B—N1—C1B—C2B	79.7 (5)
O4—Cd1—O1—C2B	−94.7 (3)	C3A—N1—C1B—C2B	−147.5 (7)
O5—Cd1—O1—C2B	159.7 (3)	C5A—N1—C1B—C2B	98.1 (6)
N2—Cd1—O1—C2B	−154.7 (3)	C1A—N1—C1B—C2B	51.8 (7)
O2—Cd1—O1—C2B	85.2 (3)	C3B—N1—C1B—C2B	−156.0 (4)
N1—Cd1—O1—C2B	21.6 (3)	Cd1—N1—C1B—C2B	−39.0 (4)
O3—Cd1—O1—C2B	−24.5 (3)	C2A—O1—C2B—C1B	57.7 (7)
O4—Cd1—O1—C2A	−114.1 (6)	Cd1—O1—C2B—C1B	−48.3 (4)
O5—Cd1—O1—C2A	140.3 (6)	N1—C1B—C2B—O1	58.8 (5)
N2—Cd1—O1—C2A	−174.0 (6)	C5B—N1—C3B—C4B	−154.9 (4)
O2—Cd1—O1—C2A	65.9 (6)	C3A—N1—C3B—C4B	61.1 (11)
N1—Cd1—O1—C2A	2.3 (6)	C1B—N1—C3B—C4B	79.6 (5)
O3—Cd1—O1—C2A	−43.8 (6)	C5A—N1—C3B—C4B	−151.1 (7)
O4—Cd1—O2—C4B	141.3 (4)	C1A—N1—C3B—C4B	104.2 (6)
O5—Cd1—O2—C4B	−106.7 (3)	Cd1—N1—C3B—C4B	−39.2 (4)
O1—Cd1—O2—C4B	−38.5 (3)	C4A—O2—C4B—C3B	51.3 (5)
N2—Cd1—O2—C4B	−179.6 (3)	Cd1—O2—C4B—C3B	−51.3 (4)
N1—Cd1—O2—C4B	23.9 (3)	N1—C3B—C4B—O2	63.0 (5)
O3—Cd1—O2—C4B	94.2 (3)	C3A—N1—C5B—C6B	85.2 (7)
O4—Cd1—O2—C4A	115.1 (7)	C1B—N1—C5B—C6B	−173.0 (4)
O5—Cd1—O2—C4A	−132.8 (6)	C5A—N1—C5B—C6B	53.0 (13)
O1—Cd1—O2—C4A	−64.6 (6)	C1A—N1—C5B—C6B	−156.8 (7)
N2—Cd1—O2—C4A	154.3 (6)	C3B—N1—C5B—C6B	63.9 (6)
N1—Cd1—O2—C4A	−2.2 (6)	Cd1—N1—C5B—C6B	−52.3 (6)
O3—Cd1—O2—C4A	68.0 (6)	C6A—O3—C6B—C5B	60.4 (5)
O4—Cd1—O3—C6B	108.5 (3)	Cd1—O3—C6B—C5B	−14.9 (6)
O5—Cd1—O3—C6B	−153.3 (3)	N1—C5B—C6B—O3	46.1 (7)
O1—Cd1—O3—C6B	37.5 (3)	C11—N2—C7—C8	−159.9 (2)
N2—Cd1—O3—C6B	−176.2 (3)	C9—N2—C7—C8	73.7 (3)
O2—Cd1—O3—C6B	−81.8 (3)	Cd1—N2—C7—C8	−44.7 (3)
N1—Cd1—O3—C6B	−9.0 (3)	Cd1—O4—C8—C7	−36.7 (3)
O4—Cd1—O3—C6A	79.5 (5)	N2—C7—C8—O4	56.2 (3)
O5—Cd1—O3—C6A	177.8 (5)	C7—N2—C9—C10	−152.3 (2)
O1—Cd1—O3—C6A	8.5 (5)	C11—N2—C9—C10	81.7 (3)
N2—Cd1—O3—C6A	154.8 (5)	Cd1—N2—C9—C10	−35.5 (2)
O2—Cd1—O3—C6A	−110.8 (5)	Cd1—O5—C10—C9	−52.1 (3)
N1—Cd1—O3—C6A	−37.9 (5)	N2—C9—C10—O5	59.8 (3)
O5—Cd1—O4—C8	−58.40 (19)	C7—N2—C11—C12	−44.3 (4)
O1—Cd1—O4—C8	−128.9 (2)	C9—N2—C11—C12	81.4 (3)
N2—Cd1—O4—C8	10.65 (18)	Cd1—N2—C11—C12	−159.6 (2)
O2—Cd1—O4—C8	51.3 (4)	O6A—C12—C11—N2	−46.2 (9)
N1—Cd1—O4—C8	164.26 (18)	O6B—C12—C11—N2	−66.9 (9)
O3—Cd1—O4—C8	99.38 (19)	O12—S2—N4—C20	−115.6 (2)
O4—Cd1—O5—C10	95.32 (18)	O11—S2—N4—C20	114.4 (2)
O1—Cd1—O5—C10	172.66 (19)	C26—S2—N4—C20	−0.4 (2)
N2—Cd1—O5—C10	25.35 (18)	S2—N4—C20—O10	−179.3 (3)
O2—Cd1—O5—C10	−71.42 (18)	S2—N4—C20—C21	0.3 (3)
N1—Cd1—O5—C10	−135.56 (17)	O10—C20—C21—C26	179.6 (3)
O3—Cd1—O5—C10	1.4 (3)	N4—C20—C21—C26	0.0 (4)
O4—Cd1—N1—C5B	−39.9 (3)	O10—C20—C21—C22	−0.1 (5)
O5—Cd1—N1—C5B	−165.0 (3)	N4—C20—C21—C22	−179.7 (3)
O1—Cd1—N1—C5B	−112.9 (3)	C26—C21—C22—C23	−0.1 (5)
N2—Cd1—N1—C5B	60.9 (3)	C20—C21—C22—C23	179.6 (3)
O2—Cd1—N1—C5B	126.7 (3)	C21—C22—C23—C24	−0.5 (5)
O3—Cd1—N1—C5B	30.6 (3)	C22—C23—C24—C25	0.8 (6)
O4—Cd1—N1—C3A	172.5 (6)	C23—C24—C25—C26	−0.4 (5)
O5—Cd1—N1—C3A	47.3 (6)	C22—C21—C26—C25	0.5 (4)
O1—Cd1—N1—C3A	99.4 (6)	C20—C21—C26—C25	−179.2 (3)
N2—Cd1—N1—C3A	−86.8 (6)	C22—C21—C26—S2	179.5 (2)
O2—Cd1—N1—C3A	−20.9 (6)	C20—C21—C26—S2	−0.3 (3)
O3—Cd1—N1—C3A	−117.1 (6)	C24—C25—C26—C21	−0.2 (5)
O4—Cd1—N1—C1B	83.0 (2)	C24—C25—C26—S2	−178.9 (3)
O5—Cd1—N1—C1B	−42.1 (3)	O12—S2—C26—C21	116.1 (2)
O1—Cd1—N1—C1B	10.0 (2)	O11—S2—C26—C21	−114.0 (2)
N2—Cd1—N1—C1B	−176.2 (2)	N4—S2—C26—C21	0.4 (2)
O2—Cd1—N1—C1B	−110.3 (2)	O12—S2—C26—C25	−65.1 (3)
O3—Cd1—N1—C1B	153.5 (2)	O11—S2—C26—C25	64.9 (3)
O4—Cd1—N1—C5A	−61.2 (6)	N4—S2—C26—C25	179.2 (3)
O5—Cd1—N1—C5A	173.7 (6)	O8—S1—N3—C13	117.3 (2)
O1—Cd1—N1—C5A	−134.2 (6)	O9—S1—N3—C13	−113.5 (2)
N2—Cd1—N1—C5A	39.6 (7)	C19—S1—N3—C13	−0.6 (2)
O2—Cd1—N1—C5A	105.4 (6)	S1—N3—C13—O7	−178.5 (3)
O3—Cd1—N1—C5A	9.3 (6)	S1—N3—C13—C14	1.6 (3)
O4—Cd1—N1—C1A	45.3 (4)	O7—C13—C14—C19	178.0 (3)
O5—Cd1—N1—C1A	−79.8 (4)	N3—C13—C14—C19	−2.1 (4)
O1—Cd1—N1—C1A	−27.7 (4)	O7—C13—C14—C15	−4.6 (5)
N2—Cd1—N1—C1A	146.1 (4)	N3—C13—C14—C15	175.3 (3)
O2—Cd1—N1—C1A	−148.1 (4)	C19—C14—C15—C16	0.3 (5)
O3—Cd1—N1—C1A	115.8 (4)	C13—C14—C15—C16	−176.9 (3)
O4—Cd1—N1—C3B	−158.7 (2)	C14—C15—C16—C17	0.6 (6)
O5—Cd1—N1—C3B	76.1 (2)	C15—C16—C17—C18	−1.1 (6)
O1—Cd1—N1—C3B	128.2 (2)	C16—C17—C18—C19	0.6 (5)
N2—Cd1—N1—C3B	−58.0 (3)	C15—C14—C19—C18	−0.8 (4)
O2—Cd1—N1—C3B	7.9 (2)	C13—C14—C19—C18	176.9 (3)
O3—Cd1—N1—C3B	−88.3 (2)	C15—C14—C19—S1	−176.1 (2)
C5B—N1—C1A—C2A	155.8 (10)	C13—C14—C19—S1	1.6 (3)
C3A—N1—C1A—C2A	−71.6 (13)	C17—C18—C19—C14	0.3 (5)
C1B—N1—C1A—C2A	−50.0 (5)	C17—C18—C19—S1	174.5 (3)
C5A—N1—C1A—C2A	166.0 (8)	O8—S1—C19—C14	−117.6 (2)
C3B—N1—C1A—C2A	−92.2 (10)	O9—S1—C19—C14	114.1 (2)
Cd1—N1—C1A—C2A	51.4 (9)	N3—S1—C19—C14	−0.7 (2)
C2B—O1—C2A—C1A	−58.2 (7)	O8—S1—C19—C18	67.5 (3)
Cd1—O1—C2A—C1A	23.9 (10)	O9—S1—C19—C18	−60.8 (3)
N1—C1A—C2A—O1	−51.3 (12)	N3—S1—C19—C18	−175.5 (3)
C5B—N1—C3A—C4A	−95.0 (12)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···O10	0.86	1.90	2.749 (3)	171
O2—H2···O7^i	0.86	1.83	2.679 (3)	173
O3—H3···N3^ii	0.86	1.95	2.804 (3)	178
O4—H4···O10^iii	0.86	1.86	2.715 (3)	175
O5—H5···N4	0.86	1.86	2.714 (3)	172
O6A—H6A···O9	0.88	1.97	2.778 (15)	152
O6B—H6B···O9	0.88	1.93	2.78 (2)	162

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

(II) bis(triethanolamine)-κ³O,N,O';κ⁴O,N,O',O''-mercury(II) 1,2-bensisothiazol-3(2H)-onate 1,1-dioxide

Crystal data

[Hg(C6H15NO3)2]2C7H4NO3S	Z = 2
Mr = 863.31	F(000) = 860
Triclinic, P1	Dx = 1.871 Mg m^−3
a = 12.588 (2) Å	Mo Kα radiation, λ = 0.71069 Å
b = 15.934 (3) Å	Cell parameters from 25 reflections
c = 7.9944 (14) Å	θ = 20.4–26.8°
α = 91.791 (14)°	µ = 5.23 mm^−1
β = 91.343 (14)°	T = 293 K
γ = 72.965 (13)°	Thin plate, colourless
V = 1532.2 (4) Å^3	0.50 × 0.35 × 0.10 mm

Data collection

Rigaku AFC-7S diffractometer	5241 reflections with I > 2σ(I)
Radiation source: X-ray tube	Rint = 0.042
Graphite monochromator	θmax = 32.5°, θmin = 2.4°
ω/2θ scans	h = 0→19
Absorption correction: ψ-scan (North et al., 1968)	k = −23→24
Tmin = 0.113, Tmax = 0.593	l = −12→12
11526 measured reflections	3 standard reflections every 150 reflections
11091 independent reflections	intensity decay: 4.1%

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)] = 0.050	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.159	H-atom parameters constrained
S = 0.99	w = 1/[σ^2(Fo^2) + (0.0765P)^2] where P = (Fo^2 + 2Fc^2)/3
11091 reflections	(Δ/σ)max = 0.001
412 parameters	Δρmax = 1.94 e Å^−3
0 restraints	Δρmin = −3.76 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	−0.01084 (2)	0.25302 (2)	0.81924 (3)	0.03477 (9)
O1	−0.0417 (7)	0.2680 (4)	1.1382 (8)	0.087 (3)
H1	−0.0566	0.2312	1.1994	0.131*
O2	0.0262 (5)	0.3673 (3)	0.5962 (7)	0.0478 (13)
H2	0.0927	0.3614	0.5653	0.072*
O3	−0.1908 (5)	0.2491 (4)	0.6521 (7)	0.0537 (15)
H3	−0.1989	0.2336	0.5506	0.081*
O4	−0.0351 (5)	0.1171 (4)	0.9305 (7)	0.0503 (14)
H4	−0.1004	0.1193	0.9615	0.075*
O5	0.1759 (5)	0.2629 (4)	0.9123 (7)	0.0552 (15)
H5	0.1792	0.2693	1.0194	0.083*
O6	0.2015 (6)	0.0232 (4)	0.3932 (7)	0.0565 (15)
H6	0.2457	0.0008	0.3128	0.085*
N1	−0.1369 (5)	0.3825 (4)	0.8683 (7)	0.0319 (12)
N2	0.1078 (5)	0.1446 (4)	0.6735 (6)	0.0306 (12)
C1	−0.1211 (10)	0.4127 (6)	1.0440 (11)	0.066 (3)
H1A	−0.0547	0.4319	1.0474	0.079*
H1B	−0.1833	0.4638	1.0694	0.079*
C2	−0.1113 (9)	0.3506 (6)	1.1770 (10)	0.058 (2)
H2A	−0.0835	0.3730	1.2777	0.069*
H2B	−0.1845	0.3458	1.2006	0.069*
C3	−0.1209 (8)	0.4505 (6)	0.7580 (14)	0.067 (3)
H3A	−0.1683	0.4526	0.6599	0.080*
H3B	−0.1474	0.5068	0.8167	0.080*
C4	−0.0090 (8)	0.4415 (5)	0.7009 (11)	0.055 (2)
H4A	−0.0083	0.4933	0.6408	0.066*
H4B	0.0413	0.4361	0.7964	0.066*
C5	−0.2481 (8)	0.3705 (7)	0.8487 (13)	0.066 (3)
H5A	−0.3027	0.4276	0.8611	0.079*
H5B	−0.2586	0.3350	0.9398	0.079*
C6	−0.2722 (8)	0.3290 (7)	0.6886 (12)	0.067 (3)
H6A	−0.3440	0.3184	0.6954	0.081*
H6B	−0.2761	0.3690	0.5982	0.081*
C7	0.1098 (7)	0.0582 (5)	0.7416 (10)	0.0416 (17)
H7A	0.1607	0.0457	0.8368	0.050*
H7B	0.1375	0.0127	0.6568	0.050*
C8	−0.0038 (7)	0.0556 (5)	0.7958 (11)	0.0496 (19)
H8A	−0.0571	0.0712	0.7040	0.060*
H8B	−0.0005	−0.0028	0.8314	0.060*
C9	0.2205 (6)	0.1581 (5)	0.6886 (9)	0.0411 (16)
H9A	0.2753	0.1049	0.6501	0.049*
H9B	0.2230	0.2049	0.6155	0.049*
C10	0.2513 (7)	0.1805 (6)	0.8620 (10)	0.0497 (19)
H10A	0.2471	0.1353	0.9379	0.060*
H10B	0.3269	0.1843	0.8649	0.060*
C11	0.0661 (6)	0.1541 (5)	0.4933 (8)	0.0371 (15)
H11A	0.0040	0.1298	0.4826	0.045*
H11B	0.0377	0.2162	0.4711	0.045*
C12	0.1472 (8)	0.1124 (6)	0.3612 (10)	0.051 (2)
H12A	0.1087	0.1165	0.2538	0.061*
H12B	0.2021	0.1439	0.3548	0.061*
S1	0.34415 (17)	−0.11775 (13)	0.0159 (2)	0.0425 (4)
N3	0.2483 (6)	−0.1548 (5)	−0.0652 (8)	0.0458 (15)
O7	0.1969 (5)	−0.1979 (4)	−0.3206 (7)	0.0576 (16)
O8	0.2977 (5)	−0.0293 (4)	0.0785 (7)	0.0583 (16)
O9	0.4123 (6)	−0.1776 (4)	0.1336 (7)	0.0664 (19)
C13	0.2613 (6)	−0.1702 (5)	−0.2315 (9)	0.0399 (16)
C14	0.3608 (6)	−0.1490 (5)	−0.2961 (8)	0.0344 (14)
C15	0.3982 (7)	−0.1556 (6)	−0.4592 (9)	0.0472 (19)
H15	0.3618	−0.1771	−0.5454	0.057*
C16	0.4906 (8)	−0.1295 (7)	−0.4895 (10)	0.059 (2)
H16	0.5187	−0.1354	−0.5972	0.070*
C17	0.5434 (8)	−0.0939 (7)	−0.3604 (12)	0.059 (2)
H17	0.6036	−0.0740	−0.3846	0.071*
C18	0.5067 (7)	−0.0884 (6)	−0.1982 (10)	0.0491 (19)
H18	0.5426	−0.0671	−0.1111	0.059*
C19	0.4138 (6)	−0.1161 (5)	−0.1702 (8)	0.0342 (14)
S2	0.33536 (17)	0.39041 (13)	0.5671 (2)	0.0412 (4)
N4	0.2387 (6)	0.3528 (4)	0.4873 (8)	0.0444 (15)
O10	0.1888 (5)	0.3063 (5)	0.2332 (7)	0.0597 (16)
O11	0.2893 (5)	0.4805 (4)	0.6231 (7)	0.0561 (15)
O12	0.4004 (6)	0.3331 (5)	0.6901 (7)	0.072 (2)
C20	0.2530 (7)	0.3350 (5)	0.3209 (9)	0.0417 (17)
C21	0.3544 (6)	0.3536 (5)	0.2551 (9)	0.0350 (15)
C22	0.3912 (7)	0.3475 (6)	0.0933 (9)	0.048 (2)
H22	0.3545	0.3260	0.0075	0.058*
C23	0.4826 (8)	0.3736 (6)	0.0607 (10)	0.056 (2)
H23	0.5079	0.3701	−0.0484	0.067*
C24	0.5383 (7)	0.4055 (6)	0.1890 (11)	0.056 (2)
H24	0.6004	0.4229	0.1645	0.067*
C25	0.5028 (6)	0.4113 (5)	0.3503 (10)	0.0462 (18)
H25	0.5404	0.4316	0.4366	0.055*
C26	0.4098 (6)	0.3862 (5)	0.3808 (8)	0.0357 (15)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Hg1	0.03639 (15)	0.03228 (14)	0.03249 (13)	−0.00562 (10)	−0.00007 (9)	−0.00323 (9)
O1	0.142 (7)	0.053 (4)	0.042 (3)	0.011 (4)	−0.001 (4)	0.008 (3)
O2	0.053 (3)	0.042 (3)	0.049 (3)	−0.014 (3)	0.014 (3)	−0.007 (2)
O3	0.050 (3)	0.065 (4)	0.042 (3)	−0.013 (3)	−0.015 (3)	−0.013 (3)
O4	0.046 (3)	0.057 (3)	0.048 (3)	−0.015 (3)	0.014 (3)	0.006 (3)
O5	0.052 (4)	0.063 (4)	0.045 (3)	−0.011 (3)	−0.012 (3)	−0.013 (3)
O6	0.071 (4)	0.052 (3)	0.038 (3)	−0.005 (3)	0.013 (3)	−0.009 (2)
N1	0.031 (3)	0.036 (3)	0.026 (3)	−0.003 (2)	0.003 (2)	0.002 (2)
N2	0.036 (3)	0.035 (3)	0.020 (2)	−0.008 (2)	0.005 (2)	−0.006 (2)
C1	0.094 (8)	0.055 (5)	0.041 (5)	−0.011 (5)	0.000 (5)	−0.003 (4)
C2	0.087 (7)	0.048 (5)	0.038 (4)	−0.020 (5)	0.005 (4)	−0.004 (4)
C3	0.076 (7)	0.039 (4)	0.083 (7)	−0.009 (4)	0.027 (5)	0.016 (4)
C4	0.069 (6)	0.044 (4)	0.055 (5)	−0.022 (4)	0.015 (4)	−0.004 (4)
C5	0.046 (5)	0.070 (6)	0.073 (6)	−0.004 (4)	0.005 (5)	−0.003 (5)
C6	0.043 (5)	0.091 (7)	0.058 (6)	−0.007 (5)	−0.010 (4)	−0.013 (5)
C7	0.052 (5)	0.029 (3)	0.040 (4)	−0.007 (3)	0.002 (3)	−0.001 (3)
C8	0.060 (5)	0.046 (4)	0.050 (5)	−0.025 (4)	0.002 (4)	0.007 (4)
C9	0.042 (4)	0.048 (4)	0.037 (4)	−0.020 (3)	0.005 (3)	−0.006 (3)
C10	0.043 (4)	0.059 (5)	0.049 (4)	−0.019 (4)	−0.010 (4)	−0.010 (4)
C11	0.045 (4)	0.043 (4)	0.021 (3)	−0.011 (3)	−0.003 (3)	−0.008 (3)
C12	0.063 (6)	0.051 (5)	0.038 (4)	−0.017 (4)	−0.008 (4)	−0.001 (3)
S1	0.0534 (12)	0.0487 (10)	0.0217 (8)	−0.0094 (9)	0.0025 (7)	−0.0041 (7)
N3	0.048 (4)	0.060 (4)	0.032 (3)	−0.019 (3)	0.009 (3)	−0.001 (3)
O7	0.055 (4)	0.083 (4)	0.047 (3)	−0.039 (3)	−0.001 (3)	−0.001 (3)
O8	0.079 (4)	0.053 (3)	0.037 (3)	−0.011 (3)	0.012 (3)	−0.018 (3)
O9	0.086 (5)	0.073 (4)	0.026 (3)	−0.001 (4)	−0.011 (3)	0.006 (3)
C13	0.041 (4)	0.046 (4)	0.038 (4)	−0.021 (3)	0.003 (3)	−0.001 (3)
C14	0.034 (4)	0.038 (4)	0.030 (3)	−0.008 (3)	0.001 (3)	0.000 (3)
C15	0.060 (5)	0.060 (5)	0.027 (3)	−0.026 (4)	0.005 (3)	−0.006 (3)
C16	0.062 (6)	0.083 (7)	0.036 (4)	−0.029 (5)	0.025 (4)	−0.007 (4)
C17	0.046 (5)	0.081 (7)	0.058 (5)	−0.029 (5)	0.011 (4)	−0.003 (5)
C18	0.046 (5)	0.059 (5)	0.046 (4)	−0.022 (4)	−0.005 (4)	−0.008 (4)
C19	0.033 (4)	0.037 (4)	0.031 (3)	−0.007 (3)	0.001 (3)	−0.005 (3)
S2	0.0483 (11)	0.0522 (11)	0.0222 (7)	−0.0142 (9)	−0.0025 (7)	−0.0036 (7)
N4	0.052 (4)	0.054 (4)	0.033 (3)	−0.025 (3)	0.005 (3)	−0.003 (3)
O10	0.068 (4)	0.086 (5)	0.042 (3)	−0.050 (4)	0.001 (3)	−0.013 (3)
O11	0.064 (4)	0.063 (4)	0.040 (3)	−0.019 (3)	0.007 (3)	−0.023 (3)
O12	0.083 (5)	0.096 (5)	0.027 (3)	−0.010 (4)	−0.015 (3)	0.013 (3)
C20	0.049 (5)	0.051 (4)	0.031 (3)	−0.024 (4)	0.005 (3)	−0.003 (3)
C21	0.040 (4)	0.034 (3)	0.033 (3)	−0.013 (3)	0.003 (3)	−0.004 (3)
C22	0.059 (5)	0.065 (5)	0.028 (3)	−0.030 (4)	0.006 (3)	−0.013 (3)
C23	0.068 (6)	0.072 (6)	0.036 (4)	−0.033 (5)	0.020 (4)	−0.009 (4)
C24	0.045 (5)	0.067 (6)	0.060 (5)	−0.025 (4)	0.018 (4)	−0.012 (4)
C25	0.038 (4)	0.058 (5)	0.045 (4)	−0.019 (4)	−0.001 (3)	−0.012 (4)
C26	0.035 (4)	0.041 (4)	0.029 (3)	−0.008 (3)	−0.001 (3)	−0.003 (3)

Geometric parameters (Å, º)

Hg1—N1	2.234 (5)	C9—C10	1.492 (10)
Hg1—N2	2.239 (5)	C9—H9A	0.9700
Hg1—O1	2.581 (7)	C9—H9B	0.9700
Hg1—O2	2.730 (5)	C10—H10A	0.9700
Hg1—O3	2.618 (5)	C10—H10B	0.9700
Hg1—O4	2.468 (5)	C11—C12	1.486 (11)
Hg1—O5	2.497 (6)	C11—H11A	0.9700
O1—C2	1.380 (11)	C11—H11B	0.9700
O1—H1	0.8407	C12—H12A	0.9700
O2—C4	1.393 (9)	C12—H12B	0.9700
O2—H2	0.8563	S1—O8	1.437 (6)
O3—C6	1.408 (11)	S1—O9	1.439 (6)
O3—H3	0.8535	S1—N3	1.607 (7)
O4—C8	1.416 (10)	S1—C19	1.749 (7)
O4—H4	0.8547	N3—C13	1.350 (9)
O5—C10	1.429 (10)	O7—C13	1.233 (9)
O5—H5	0.8608	C13—C14	1.496 (10)
O6—C12	1.413 (10)	C14—C19	1.369 (10)
O6—H6	0.8580	C14—C15	1.387 (10)
N1—C5	1.472 (11)	C15—C16	1.375 (12)
N1—C3	1.479 (10)	C15—H15	0.9300
N1—C1	1.498 (10)	C16—C17	1.407 (13)
N2—C7	1.490 (9)	C16—H16	0.9300
N2—C9	1.497 (9)	C17—C18	1.378 (12)
N2—C11	1.519 (8)	C17—H17	0.9300
C1—C2	1.454 (12)	C18—C19	1.390 (11)
C1—H1A	0.9700	C18—H18	0.9300
C1—H1B	0.9700	S2—O12	1.432 (6)
C2—H2A	0.9700	S2—O11	1.443 (6)
C2—H2B	0.9700	S2—N4	1.617 (7)
C3—C4	1.457 (12)	S2—C26	1.767 (7)
C3—H3A	0.9700	N4—C20	1.356 (9)
C3—H3B	0.9700	O10—C20	1.234 (9)
C4—H4A	0.9700	C20—C21	1.502 (10)
C4—H4B	0.9700	C21—C22	1.376 (10)
C5—C6	1.488 (13)	C21—C26	1.383 (10)
C5—H5A	0.9700	C22—C23	1.365 (12)
C5—H5B	0.9700	C22—H22	0.9300
C6—H6A	0.9700	C23—C24	1.395 (12)
C6—H6B	0.9700	C23—H23	0.9300
C7—C8	1.516 (11)	C24—C25	1.367 (12)
C7—H7A	0.9700	C24—H24	0.9300
C7—H7B	0.9700	C25—C26	1.373 (10)
C8—H8A	0.9700	C25—H25	0.9300
C8—H8B	0.9700
N1—Hg1—N2	158.2 (2)	C8—C7—H7B	109.1
N1—Hg1—O4	120.61 (19)	H7A—C7—H7B	107.8
N2—Hg1—O4	75.49 (19)	O4—C8—C7	106.5 (6)
N1—Hg1—O5	108.9 (2)	O4—C8—H8A	110.4
N2—Hg1—O5	76.2 (2)	C7—C8—H8A	110.4
O4—Hg1—O5	108.0 (2)	O4—C8—H8B	110.4
N1—Hg1—O1	72.9 (2)	C7—C8—H8B	110.4
N2—Hg1—O1	128.7 (2)	H8A—C8—H8B	108.6
O4—Hg1—O1	69.0 (2)	C10—C9—N2	114.1 (6)
O5—Hg1—O1	80.9 (2)	C10—C9—H9A	108.7
N1—Hg1—O3	73.5 (2)	N2—C9—H9A	108.7
N2—Hg1—O3	96.75 (19)	C10—C9—H9B	108.7
O4—Hg1—O3	80.8 (2)	N2—C9—H9B	108.7
O5—Hg1—O3	166.47 (19)	H9A—C9—H9B	107.6
O1—Hg1—O3	112.2 (2)	O5—C10—C9	108.4 (7)
N1—Hg1—O2	73.05 (18)	O5—C10—H10A	110.0
N2—Hg1—O2	87.82 (18)	C9—C10—H10A	110.0
O4—Hg1—O2	159.80 (18)	O5—C10—H10B	110.0
O5—Hg1—O2	78.23 (19)	C9—C10—H10B	110.0
O1—Hg1—O2	131.2 (2)	H10A—C10—H10B	108.4
O3—Hg1—O2	90.11 (18)	C12—C11—N2	117.2 (6)
C2—O1—Hg1	109.4 (5)	C12—C11—H11A	108.0
C2—O1—H1	109.2	N2—C11—H11A	108.0
Hg1—O1—H1	126.6	C12—C11—H11B	108.0
C4—O2—Hg1	95.6 (4)	N2—C11—H11B	108.0
C4—O2—H2	109.3	H11A—C11—H11B	107.3
Hg1—O2—H2	119.1	O6—C12—C11	111.9 (7)
C6—O3—Hg1	106.8 (5)	O6—C12—H12A	109.2
C6—O3—H3	109.1	C11—C12—H12A	109.2
Hg1—O3—H3	130.1	O6—C12—H12B	109.2
C8—O4—Hg1	103.6 (4)	C11—C12—H12B	109.2
C8—O4—H4	109.3	H12A—C12—H12B	107.9
Hg1—O4—H4	116.7	O8—S1—O9	115.2 (4)
C10—O5—Hg1	104.7 (4)	O8—S1—N3	110.4 (4)
C10—O5—H5	109.3	O9—S1—N3	111.8 (4)
Hg1—O5—H5	110.9	O8—S1—C19	109.2 (4)
C12—O6—H6	109.3	O9—S1—C19	112.1 (4)
C5—N1—C3	112.6 (7)	N3—S1—C19	96.7 (3)
C5—N1—C1	109.6 (7)	C13—N3—S1	111.7 (5)
C3—N1—C1	106.3 (7)	O7—C13—N3	123.3 (7)
C5—N1—Hg1	108.2 (5)	O7—C13—C14	123.8 (7)
C3—N1—Hg1	111.3 (5)	N3—C13—C14	112.9 (6)
C1—N1—Hg1	108.8 (5)	C19—C14—C15	120.7 (7)
C7—N2—C9	110.5 (6)	C19—C14—C13	110.8 (6)
C7—N2—C11	112.0 (5)	C15—C14—C13	128.5 (7)
C9—N2—C11	110.5 (5)	C16—C15—C14	118.0 (7)
C7—N2—Hg1	109.8 (4)	C16—C15—H15	121.0
C9—N2—Hg1	107.9 (4)	C14—C15—H15	121.0
C11—N2—Hg1	105.9 (4)	C15—C16—C17	121.1 (7)
C2—C1—N1	117.9 (8)	C15—C16—H16	119.5
C2—C1—H1A	107.8	C17—C16—H16	119.5
N1—C1—H1A	107.8	C18—C17—C16	120.6 (8)
C2—C1—H1B	107.8	C18—C17—H17	119.7
N1—C1—H1B	107.8	C16—C17—H17	119.7
H1A—C1—H1B	107.2	C17—C18—C19	117.2 (7)
O1—C2—C1	113.2 (8)	C17—C18—H18	121.4
O1—C2—H2A	108.9	C19—C18—H18	121.4
C1—C2—H2A	108.9	C14—C19—C18	122.3 (7)
O1—C2—H2B	108.9	C14—C19—S1	107.8 (5)
C1—C2—H2B	108.9	C18—C19—S1	129.9 (6)
H2A—C2—H2B	107.7	O12—S2—O11	114.9 (4)
C4—C3—N1	118.0 (7)	O12—S2—N4	111.7 (4)
C4—C3—H3A	107.8	O11—S2—N4	110.3 (4)
N1—C3—H3A	107.8	O12—S2—C26	111.7 (4)
C4—C3—H3B	107.8	O11—S2—C26	109.8 (4)
N1—C3—H3B	107.8	N4—S2—C26	97.0 (3)
H3A—C3—H3B	107.1	C20—N4—S2	111.5 (5)
O2—C4—C3	109.6 (7)	O10—C20—N4	123.0 (7)
O2—C4—H4A	109.7	O10—C20—C21	123.7 (6)
C3—C4—H4A	109.7	N4—C20—C21	113.3 (6)
O2—C4—H4B	109.7	C22—C21—C26	119.7 (7)
C3—C4—H4B	109.7	C22—C21—C20	129.1 (7)
H4A—C4—H4B	108.2	C26—C21—C20	111.1 (6)
N1—C5—C6	116.8 (8)	C23—C22—C21	118.9 (7)
N1—C5—H5A	108.1	C23—C22—H22	120.5
C6—C5—H5A	108.1	C21—C22—H22	120.5
N1—C5—H5B	108.1	C22—C23—C24	120.8 (7)
C6—C5—H5B	108.1	C22—C23—H23	119.6
H5A—C5—H5B	107.3	C24—C23—H23	119.6
O3—C6—C5	112.2 (8)	C25—C24—C23	120.7 (8)
O3—C6—H6A	109.2	C25—C24—H24	119.6
C5—C6—H6A	109.2	C23—C24—H24	119.6
O3—C6—H6B	109.2	C24—C25—C26	117.8 (7)
C5—C6—H6B	109.2	C24—C25—H25	121.1
H6A—C6—H6B	107.9	C26—C25—H25	121.1
N2—C7—C8	112.7 (6)	C25—C26—C21	122.0 (7)
N2—C7—H7A	109.1	C25—C26—S2	130.8 (6)
C8—C7—H7A	109.1	C21—C26—S2	107.2 (5)
N2—C7—H7B	109.1
N1—Hg1—O1—C2	−5.5 (7)	Hg1—O2—C4—C3	−54.7 (7)
N2—Hg1—O1—C2	171.6 (6)	N1—C3—C4—O2	65.9 (12)
O4—Hg1—O1—C2	−139.1 (8)	C3—N1—C5—C6	70.0 (11)
O5—Hg1—O1—C2	107.6 (7)	C1—N1—C5—C6	−171.9 (8)
O3—Hg1—O1—C2	−69.1 (7)	Hg1—N1—C5—C6	−53.4 (10)
O2—Hg1—O1—C2	42.0 (8)	Hg1—O3—C6—C5	−22.2 (10)
N1—Hg1—O2—C4	31.4 (5)	N1—C5—C6—O3	52.4 (12)
N2—Hg1—O2—C4	−159.2 (5)	C9—N2—C7—C8	156.5 (6)
O4—Hg1—O2—C4	166.9 (5)	C11—N2—C7—C8	−79.8 (7)
O5—Hg1—O2—C4	−82.8 (5)	Hg1—N2—C7—C8	37.6 (7)
O1—Hg1—O2—C4	−16.2 (6)	Hg1—O4—C8—C7	52.2 (6)
O3—Hg1—O2—C4	104.1 (5)	N2—C7—C8—O4	−64.4 (8)
N1—Hg1—O3—C6	−2.6 (6)	C7—N2—C9—C10	−75.3 (8)
N2—Hg1—O3—C6	−162.7 (6)	C11—N2—C9—C10	160.1 (6)
O4—Hg1—O3—C6	123.2 (6)	Hg1—N2—C9—C10	44.8 (7)
O5—Hg1—O3—C6	−105.2 (9)	Hg1—O5—C10—C9	43.9 (7)
O1—Hg1—O3—C6	60.5 (6)	N2—C9—C10—O5	−63.6 (9)
O2—Hg1—O3—C6	−74.9 (6)	C7—N2—C11—C12	−81.1 (8)
N1—Hg1—O4—C8	137.8 (5)	C9—N2—C11—C12	42.6 (8)
N2—Hg1—O4—C8	−26.2 (5)	Hg1—N2—C11—C12	159.3 (6)
O5—Hg1—O4—C8	−96.1 (5)	N2—C11—C12—O6	51.7 (9)
O1—Hg1—O4—C8	−168.6 (5)	O8—S1—N3—C13	114.7 (6)
O3—Hg1—O4—C8	73.3 (5)	O9—S1—N3—C13	−115.7 (6)
O2—Hg1—O4—C8	9.0 (8)	C19—S1—N3—C13	1.3 (6)
N1—Hg1—O5—C10	−174.9 (5)	S1—N3—C13—O7	−179.2 (7)
N2—Hg1—O5—C10	−16.9 (5)	S1—N3—C13—C14	0.1 (9)
O4—Hg1—O5—C10	52.5 (5)	O7—C13—C14—C19	177.4 (8)
O1—Hg1—O5—C10	116.8 (5)	N3—C13—C14—C19	−1.8 (9)
O3—Hg1—O5—C10	−76.6 (9)	O7—C13—C14—C15	0.2 (13)
O2—Hg1—O5—C10	−107.6 (5)	N3—C13—C14—C15	−179.1 (8)
N2—Hg1—N1—C5	92.2 (7)	C19—C14—C15—C16	1.0 (12)
O4—Hg1—N1—C5	−41.9 (6)	C13—C14—C15—C16	178.0 (8)
O5—Hg1—N1—C5	−167.5 (5)	C14—C15—C16—C17	−2.4 (14)
O1—Hg1—N1—C5	−93.8 (6)	C15—C16—C17—C18	3.2 (16)
O3—Hg1—N1—C5	26.5 (5)	C16—C17—C18—C19	−2.4 (14)
O2—Hg1—N1—C5	121.7 (5)	C15—C14—C19—C18	−0.3 (12)
N2—Hg1—N1—C3	−31.9 (9)	C13—C14—C19—C18	−177.8 (7)
O4—Hg1—N1—C3	−166.1 (6)	C15—C14—C19—S1	−179.9 (6)
O5—Hg1—N1—C3	68.3 (6)	C13—C14—C19—S1	2.6 (7)
O1—Hg1—N1—C3	142.1 (6)	C17—C18—C19—C14	1.1 (12)
O3—Hg1—N1—C3	−97.7 (6)	C17—C18—C19—S1	−179.4 (7)
O2—Hg1—N1—C3	−2.4 (6)	O8—S1—C19—C14	−116.6 (5)
N2—Hg1—N1—C1	−148.7 (6)	O9—S1—C19—C14	114.4 (6)
O4—Hg1—N1—C1	77.1 (6)	N3—S1—C19—C14	−2.3 (6)
O5—Hg1—N1—C1	−48.5 (6)	O8—S1—C19—C18	63.8 (8)
O1—Hg1—N1—C1	25.3 (6)	O9—S1—C19—C18	−65.1 (9)
O3—Hg1—N1—C1	145.5 (6)	N3—S1—C19—C18	178.1 (8)
O2—Hg1—N1—C1	−119.2 (6)	O12—S2—N4—C20	−117.0 (6)
N1—Hg1—N2—C7	−146.3 (6)	O11—S2—N4—C20	113.9 (6)
O4—Hg1—N2—C7	−5.9 (4)	C26—S2—N4—C20	−0.3 (7)
O5—Hg1—N2—C7	107.2 (5)	S2—N4—C20—O10	−179.4 (7)
O1—Hg1—N2—C7	41.0 (6)	S2—N4—C20—C21	0.7 (9)
O3—Hg1—N2—C7	−84.6 (5)	O10—C20—C21—C22	3.7 (14)
O2—Hg1—N2—C7	−174.4 (5)	N4—C20—C21—C22	−176.4 (8)
N1—Hg1—N2—C9	93.2 (7)	O10—C20—C21—C26	179.3 (8)
O4—Hg1—N2—C9	−126.4 (5)	N4—C20—C21—C26	−0.8 (10)
O5—Hg1—N2—C9	−13.3 (4)	C26—C21—C22—C23	0.4 (13)
O1—Hg1—N2—C9	−79.4 (5)	C20—C21—C22—C23	175.6 (8)
O3—Hg1—N2—C9	154.9 (4)	C21—C22—C23—C24	0.3 (15)
O2—Hg1—N2—C9	65.1 (4)	C22—C23—C24—C25	0.0 (15)
N1—Hg1—N2—C11	−25.2 (8)	C23—C24—C25—C26	−1.0 (14)
O4—Hg1—N2—C11	115.2 (4)	C24—C25—C26—C21	1.8 (12)
O5—Hg1—N2—C11	−131.7 (4)	C24—C25—C26—S2	−175.8 (7)
O1—Hg1—N2—C11	162.2 (4)	C22—C21—C26—C25	−1.5 (12)
O3—Hg1—N2—C11	36.5 (4)	C20—C21—C26—C25	−177.5 (7)
O2—Hg1—N2—C11	−53.3 (4)	C22—C21—C26—S2	176.6 (6)
C5—N1—C1—C2	69.5 (11)	C20—C21—C26—S2	0.6 (8)
C3—N1—C1—C2	−168.6 (9)	O12—S2—C26—C25	−65.7 (9)
Hg1—N1—C1—C2	−48.6 (10)	O11—S2—C26—C25	63.1 (9)
Hg1—O1—C2—C1	−16.9 (11)	N4—S2—C26—C25	177.6 (8)
N1—C1—C2—O1	44.6 (13)	O12—S2—C26—C21	116.5 (6)
C5—N1—C3—C4	−150.4 (9)	O11—S2—C26—C21	−114.7 (6)
C1—N1—C3—C4	89.5 (10)	N4—S2—C26—C21	−0.2 (6)
Hg1—N1—C3—C4	−28.8 (11)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···O7^i	0.84	2.24	2.951 (10)	143
O2—H2···N4	0.86	1.92	2.775 (8)	177
O3—H3···O7^ii	0.85	1.91	2.754 (8)	172
O4—H4···N3^i	0.85	1.97	2.806 (8)	164
O5—H5···O10^iii	0.86	1.80	2.650 (8)	167
O6—H6···O8	0.86	2.00	2.813 (8)	159

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