3-(Pyridin-4-yl)acetyl­acetone: a donor ligand towards mercury(II) halides and a versatile linker for complex materials

The ditopic organic molecule 3-(pyridin-4-yl)acetyl­acetone (HacacPy) acts as a pyridine-type ligand towards HgX₂ (X = Cl, Br, I). The nature of the anion and the ligand-to-cation ratio dominate the outcome of the reaction. Two different coordination compounds form with HgCl₂, namely a ligand-rich mononuclear complex, HgCl₂(HacacPy)₂, and a ligand-deficient one-dimensional chain polymer, [Hg(μ-Cl)₂(HacacPy)]¹_∞, with five-coordinated Hg^II cations. Two compounds are also observed for HgBr₂, a molecular complex isomorphous to the chloride derivative and a chain polymer with the composition [Hg(μ-Br)Br(HacacPy)]¹_∞, in which the cations are four-coordinated. The ligand-rich mononuclear and ligand-deficient polymeric chloride and bromide complexes may be interconverted via thermal degradation and mechanochemical synthesis. In contrast to the chloride and bromide compounds, the reaction product with HgI₂ does not depend on the ligand-to-cation ratio but corresponds to [Hg(μ-I)I(HacacPy)]¹_∞, isomorphous to the bromide derivative. The N-coordinated HacacPy complexes could not be deprotonated and further crosslinked with a second cation. Synthesis of mixed-metal products could be achieved, however, by deprotonation of the acetyl­acetone moiety in HacacPy and formation of tris­-chelated Fe(acacPy)₃ and Al(acacPy)₃ complexes in the first step. These mononuclear building blocks act as bridging poly(pyridine) ligands towards Hg^II halides and form two structure types. The first represents a one-dimensional ladder, with the tris­(ligand) complexes acting as triconnected nodes and the Hg^II halides acting as linkers. In the alternative unprecedented product, both the tris­(ligand) complexes and the [HgX₂(μ-X)HgX] groups act as equivalent triconnected nodes. They form a uninodal two-dimensional coordination network with vertex symbol 4.8² and fes topology.

Computing details

For all structures, data collection: SMART (Bruker, 2001); cell refinement: SMART (Bruker, 2001); data reduction: SAINT-Plus (Bruker, 2009); program(s) used to solve structure: SHELXS2013 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2013 (Sheldrick, 2015); molecular graphics: PLATON (Spek, 2009); software used to prepare material for publication: SHELXL2013 (Sheldrick, 2015).

(1a)

Crystal data

C10H11Cl2HgNO2	F(000) = 832
Mr = 448.69	Dx = 2.479 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 7.0762 (9) Å	Cell parameters from 2968 reflections
b = 25.9640 (17) Å	θ = 3.1–28.6°
c = 7.4450 (7) Å	µ = 13.23 mm^−1
β = 118.506 (9)°	T = 100 K
V = 1202.0 (2) Å^3	Plate, colourless
Z = 4	0.20 × 0.10 × 0.04 mm

Data collection

CCD area detector diffractometer	2758 independent reflections
Radiation source: microsource	2452 reflections with I > 2σ(I)
Multilayer optics monochromator	Rint = 0.061
/w scans	θmax = 27.5°, θmin = 3.1°
Absorption correction: multi-scan SADABS	h = −9→9
Tmin = 0.177, Tmax = 0.620	k = −33→33
15487 measured reflections	l = −9→9

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.029	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.062	w = 1/[σ^2(Fo^2) + (0.0112P)^2 + 5.701P] where P = (Fo^2 + 2Fc^2)/3
S = 1.07	(Δ/σ)max = 0.001
2758 reflections	Δρmax = 1.26 e Å^−3
151 parameters	Δρmin = −2.76 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

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

	x	y	z	Uiso*/Ueq
Hg1	0.28134 (3)	0.00484 (2)	0.69523 (3)	0.01393 (7)
Cl1	0.0707 (2)	−0.06125 (5)	0.3821 (2)	0.0150 (3)
Cl2	0.3009 (2)	−0.05003 (5)	0.9569 (2)	0.0177 (3)
O1	0.5616 (6)	0.22787 (15)	0.0030 (6)	0.0209 (9)
O2	0.1666 (7)	0.22447 (16)	−0.1918 (6)	0.0224 (9)
H2A	0.307 (15)	0.231 (4)	−0.150 (15)	0.07 (3)*
N1	0.3431 (7)	0.05981 (17)	0.5097 (7)	0.0129 (9)
C1	0.7725 (9)	0.1826 (2)	0.3108 (9)	0.0169 (12)
H1A	0.8897	0.1951	0.2876	0.025*
H1B	0.7827	0.1450	0.3268	0.025*
H1C	0.7835	0.1984	0.4350	0.025*
C2	0.5614 (9)	0.1965 (2)	0.1323 (9)	0.0158 (11)
C3	0.3615 (9)	0.1751 (2)	0.1076 (8)	0.0142 (11)
C4	0.1707 (9)	0.1912 (2)	−0.0568 (8)	0.0142 (11)
C5	−0.0487 (9)	0.1744 (2)	−0.0961 (9)	0.0195 (12)
H5A	−0.1394	0.2047	−0.1177	0.029*
H5B	−0.0363	0.1549	0.0218	0.029*
H5C	−0.1137	0.1525	−0.2181	0.029*
C6	0.3601 (8)	0.1354 (2)	0.2501 (8)	0.0140 (11)
C7	0.2858 (9)	0.0859 (2)	0.1805 (9)	0.0167 (11)
H7	0.2387	0.0773	0.0415	0.020*
C8	0.2800 (8)	0.0490 (2)	0.3125 (8)	0.0144 (11)
H8	0.2302	0.0154	0.2624	0.017*
C9	0.4150 (9)	0.1078 (2)	0.5790 (8)	0.0161 (11)
H9	0.4598	0.1156	0.7182	0.019*
C10	0.4257 (9)	0.1456 (2)	0.4553 (9)	0.0157 (11)
H10	0.4780	0.1788	0.5099	0.019*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Hg1	0.01509 (11)	0.01440 (11)	0.01143 (11)	−0.00016 (8)	0.00563 (8)	0.00235 (8)
Cl1	0.0158 (6)	0.0135 (6)	0.0143 (6)	0.0005 (5)	0.0061 (5)	−0.0008 (5)
Cl2	0.0189 (7)	0.0193 (7)	0.0130 (6)	−0.0030 (5)	0.0062 (5)	0.0039 (5)
O1	0.019 (2)	0.020 (2)	0.023 (2)	0.0009 (16)	0.0098 (19)	0.0089 (17)
O2	0.023 (2)	0.022 (2)	0.017 (2)	0.0029 (17)	0.0057 (19)	0.0072 (17)
N1	0.012 (2)	0.017 (2)	0.009 (2)	0.0002 (17)	0.0044 (18)	0.0011 (17)
C1	0.017 (3)	0.016 (3)	0.017 (3)	−0.001 (2)	0.008 (2)	0.005 (2)
C2	0.018 (3)	0.011 (2)	0.020 (3)	0.002 (2)	0.010 (2)	−0.002 (2)
C3	0.016 (3)	0.015 (3)	0.013 (3)	0.002 (2)	0.008 (2)	−0.001 (2)
C4	0.020 (3)	0.013 (3)	0.012 (3)	−0.001 (2)	0.009 (2)	−0.003 (2)
C5	0.014 (3)	0.027 (3)	0.014 (3)	0.005 (2)	0.004 (2)	0.004 (2)
C6	0.011 (3)	0.019 (3)	0.015 (3)	0.002 (2)	0.008 (2)	0.001 (2)
C7	0.018 (3)	0.019 (3)	0.016 (3)	0.002 (2)	0.011 (2)	0.000 (2)
C8	0.014 (3)	0.017 (3)	0.013 (3)	−0.002 (2)	0.007 (2)	−0.005 (2)
C9	0.017 (3)	0.018 (3)	0.012 (3)	−0.002 (2)	0.006 (2)	−0.002 (2)
C10	0.015 (3)	0.011 (3)	0.018 (3)	−0.002 (2)	0.006 (2)	0.001 (2)

Geometric parameters (Å, º)

Hg1—N1	2.171 (4)	C1—C2	1.494 (8)
Hg1—Cl2	2.3636 (13)	C2—C3	1.447 (8)
Hg1—Cl1	2.6992 (13)	C3—C4	1.385 (7)
Hg1—Cl1^i	2.7043 (13)	C3—C6	1.483 (7)
Cl1—Hg1^i	2.7043 (13)	C4—C5	1.501 (8)
O1—C2	1.261 (7)	C6—C7	1.391 (8)
O2—C4	1.315 (7)	C6—C10	1.394 (8)
N1—C8	1.344 (7)	C7—C8	1.387 (8)
N1—C9	1.351 (7)	C9—C10	1.372 (8)
N1—Hg1—Cl2	166.02 (12)	C4—C3—C2	118.6 (5)
N1—Hg1—Cl1	93.68 (12)	C4—C3—C6	120.3 (5)
Cl2—Hg1—Cl1	96.88 (4)	C2—C3—C6	121.0 (5)
N1—Hg1—Cl1^i	87.32 (12)	O2—C4—C3	122.0 (5)
Cl2—Hg1—Cl1^i	100.81 (5)	O2—C4—C5	113.5 (5)
Cl1—Hg1—Cl1^i	95.03 (4)	C3—C4—C5	124.5 (5)
Hg1—Cl1—Hg1^i	84.97 (4)	C7—C6—C10	116.8 (5)
C8—N1—C9	118.5 (5)	C7—C6—C3	120.4 (5)
C8—N1—Hg1	119.7 (4)	C10—C6—C3	122.7 (5)
C9—N1—Hg1	121.1 (4)	C8—C7—C6	120.5 (5)
O1—C2—C3	120.5 (5)	N1—C8—C7	121.5 (5)
O1—C2—C1	118.1 (5)	N1—C9—C10	122.3 (5)
C3—C2—C1	121.4 (5)	C9—C10—C6	120.3 (5)

Symmetry code: (i) −x, −y, −z+1.

(1b)

Crystal data

C20H22Cl2HgN2O4	F(000) = 1208
Mr = 625.88	Dx = 1.911 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
a = 26.0002 (19) Å	Cell parameters from 9048 reflections
b = 6.4821 (10) Å	θ = 2.5–31.6°
c = 16.1960 (16) Å	µ = 7.35 mm^−1
β = 127.176 (1)°	T = 100 K
V = 2174.9 (4) Å^3	Block, colourless
Z = 4	0.23 × 0.22 × 0.19 mm

Data collection

CCD area detector diffractometer	3390 independent reflections
Radiation source: microsource	3285 reflections with I > 2σ(I)
Multilayer optics monochromator	Rint = 0.032
/w scans	θmax = 31.6°, θmin = 2.5°
Absorption correction: multi-scan SADABS	h = −37→31
Tmin = 0.283, Tmax = 0.336	k = −9→9
10383 measured reflections	l = −20→22

Refinement

Refinement on F^2	1 restraint
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.022	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.050	w = 1/[σ^2(Fo^2) + (0.0225P)^2 + 1.7235P] where P = (Fo^2 + 2Fc^2)/3
S = 1.07	(Δ/σ)max < 0.001
3390 reflections	Δρmax = 2.22 e Å^−3
138 parameters	Δρmin = −1.88 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

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

	x	y	z	Uiso*/Ueq
Hg1	0.5000	−0.11012 (2)	0.7500	0.01382 (4)
Cl1	0.54198 (3)	−0.23528 (10)	0.66363 (5)	0.02135 (12)
O1	0.29780 (10)	0.8914 (3)	0.29668 (15)	0.0210 (4)
H1O	0.2631 (18)	0.894 (6)	0.301 (4)	0.061 (16)*
O2	0.21635 (8)	0.8183 (3)	0.32362 (14)	0.0212 (4)
N1	0.43412 (10)	0.1561 (3)	0.62895 (15)	0.0155 (4)
C1	0.39497 (12)	0.7066 (4)	0.3749 (2)	0.0201 (5)
H1A	0.3881	0.6038	0.3247	0.030*
H1B	0.4282	0.6571	0.4453	0.030*
H1C	0.4090	0.8368	0.3635	0.030*
C2	0.33345 (11)	0.7402 (4)	0.36120 (17)	0.0154 (4)
C3	0.31278 (11)	0.6263 (3)	0.40829 (17)	0.0132 (4)
C4	0.24913 (11)	0.6650 (4)	0.37945 (17)	0.0158 (4)
C5	0.21865 (12)	0.5199 (4)	0.4110 (2)	0.0202 (5)
H5A	0.2384	0.5400	0.4845	0.030*
H5B	0.2254	0.3773	0.3995	0.030*
H5C	0.1722	0.5481	0.3694	0.030*
C6	0.35397 (10)	0.4605 (3)	0.48360 (17)	0.0127 (4)
C7	0.37578 (11)	0.2937 (4)	0.45726 (17)	0.0156 (4)
H7	0.3631	0.2807	0.3888	0.019*
C8	0.41602 (12)	0.1479 (4)	0.53191 (18)	0.0164 (4)
H8	0.4314	0.0376	0.5136	0.020*
C9	0.41322 (11)	0.3141 (4)	0.65505 (17)	0.0166 (4)
H9	0.4260	0.3208	0.7237	0.020*
C10	0.37349 (11)	0.4687 (4)	0.58511 (17)	0.0150 (4)
H10	0.3597	0.5789	0.6062	0.018*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Hg1	0.01446 (6)	0.01299 (6)	0.01239 (6)	0.000	0.00726 (5)	0.000
Cl1	0.0236 (3)	0.0234 (3)	0.0206 (3)	0.0070 (2)	0.0153 (2)	0.0022 (2)
O1	0.0253 (9)	0.0170 (9)	0.0172 (9)	0.0037 (7)	0.0110 (8)	0.0064 (6)
O2	0.0175 (8)	0.0186 (8)	0.0192 (8)	0.0059 (7)	0.0067 (7)	0.0022 (7)
N1	0.0169 (9)	0.0150 (9)	0.0124 (8)	0.0024 (7)	0.0076 (7)	0.0012 (7)
C1	0.0241 (11)	0.0173 (12)	0.0240 (12)	−0.0012 (9)	0.0172 (10)	−0.0005 (9)
C2	0.0199 (10)	0.0124 (10)	0.0108 (9)	−0.0007 (8)	0.0078 (8)	−0.0012 (7)
C3	0.0145 (9)	0.0107 (10)	0.0106 (9)	0.0012 (7)	0.0056 (8)	−0.0010 (7)
C4	0.0154 (9)	0.0135 (10)	0.0139 (10)	0.0006 (8)	0.0065 (8)	−0.0022 (8)
C5	0.0171 (10)	0.0216 (12)	0.0223 (11)	−0.0008 (9)	0.0122 (9)	−0.0022 (9)
C6	0.0129 (9)	0.0115 (9)	0.0129 (9)	−0.0007 (7)	0.0073 (8)	−0.0001 (7)
C7	0.0198 (10)	0.0146 (11)	0.0121 (9)	0.0025 (8)	0.0095 (8)	0.0005 (8)
C8	0.0197 (10)	0.0133 (10)	0.0153 (10)	0.0038 (8)	0.0100 (9)	−0.0004 (8)
C9	0.0203 (10)	0.0166 (11)	0.0134 (10)	0.0039 (9)	0.0105 (9)	0.0026 (8)
C10	0.0179 (10)	0.0136 (10)	0.0133 (10)	0.0025 (8)	0.0093 (8)	0.0003 (8)

Geometric parameters (Å, º)

Hg1—Cl1	2.3773 (6)	C3—C4	1.444 (3)
Hg1—Cl1^i	2.3773 (6)	C3—C6	1.487 (3)
Hg1—N1^i	2.387 (2)	C4—C5	1.504 (4)
Hg1—N1	2.387 (2)	C5—H5A	0.9800
O1—C2	1.319 (3)	C5—H5B	0.9800
O1—H1O	0.949 (19)	C5—H5C	0.9800
O2—C4	1.265 (3)	C6—C10	1.398 (3)
N1—C8	1.342 (3)	C6—C7	1.402 (3)
N1—C9	1.342 (3)	C7—C8	1.386 (3)
C1—C2	1.493 (3)	C7—H7	0.9500
C1—H1A	0.9800	C8—H8	0.9500
C1—H1B	0.9800	C9—C10	1.393 (3)
C1—H1C	0.9800	C9—H9	0.9500
C2—C3	1.382 (3)	C10—H10	0.9500
Cl1—Hg1—Cl1^i	140.09 (3)	O2—C4—C5	117.9 (2)
Cl1—Hg1—N1^i	111.92 (5)	C3—C4—C5	121.2 (2)
Cl1^i—Hg1—N1^i	96.90 (5)	C4—C5—H5A	109.5
Cl1—Hg1—N1	96.90 (5)	C4—C5—H5B	109.5
Cl1^i—Hg1—N1	111.92 (5)	H5A—C5—H5B	109.5
N1^i—Hg1—N1	87.40 (10)	C4—C5—H5C	109.5
C2—O1—H1O	101 (3)	H5A—C5—H5C	109.5
C8—N1—C9	118.5 (2)	H5B—C5—H5C	109.5
C8—N1—Hg1	120.21 (16)	C10—C6—C7	117.5 (2)
C9—N1—Hg1	121.29 (15)	C10—C6—C3	120.5 (2)
C2—C1—H1A	109.5	C7—C6—C3	122.1 (2)
C2—C1—H1B	109.5	C8—C7—C6	119.4 (2)
H1A—C1—H1B	109.5	C8—C7—H7	120.3
C2—C1—H1C	109.5	C6—C7—H7	120.3
H1A—C1—H1C	109.5	N1—C8—C7	122.7 (2)
H1B—C1—H1C	109.5	N1—C8—H8	118.6
O1—C2—C3	120.8 (2)	C7—C8—H8	118.6
O1—C2—C1	113.8 (2)	N1—C9—C10	122.4 (2)
C3—C2—C1	125.4 (2)	N1—C9—H9	118.8
C2—C3—C4	118.7 (2)	C10—C9—H9	118.8
C2—C3—C6	120.7 (2)	C9—C10—C6	119.5 (2)
C4—C3—C6	120.5 (2)	C9—C10—H10	120.2
O2—C4—C3	120.9 (2)	C6—C10—H10	120.2

Symmetry code: (i) −x+1, y, −z+3/2.

(2)

Crystal data

C10H11Br2HgNO2	Dx = 2.796 Mg m^−3
Mr = 537.61	Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, Pbca	Cell parameters from 3321 reflections
a = 6.8597 (5) Å	θ = 2.9–26.2°
b = 13.9425 (10) Å	µ = 18.29 mm^−1
c = 26.7054 (19) Å	T = 100 K
V = 2554.1 (3) Å^3	Plate, colourless
Z = 8	0.10 × 0.10 × 0.03 mm
F(000) = 1952

Data collection

CCD area detector diffractometer	3800 independent reflections
Radiation source: microsource	3154 reflections with I > 2σ(I)
Multilayer optics monochromator	Rint = 0.076
/w scans	θmax = 30.4°, θmin = 2.9°
Absorption correction: multi-scan SADABS	h = −9→9
Tmin = 0.262, Tmax = 0.610	k = −19→19
35990 measured reflections	l = −37→37

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.029	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.051	w = 1/[σ^2(Fo^2) + (0.013P)^2 + 0.1177P] where P = (Fo^2 + 2Fc^2)/3
S = 1.08	(Δ/σ)max = 0.001
3800 reflections	Δρmax = 1.17 e Å^−3
151 parameters	Δρmin = −0.83 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

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

	x	y	z	Uiso*/Ueq
Hg1	1.23641 (2)	0.52333 (2)	0.20950 (2)	0.01584 (5)
Br1	1.07768 (6)	0.45573 (3)	0.29989 (2)	0.01673 (9)
Br2	1.04071 (6)	0.67071 (3)	0.19690 (2)	0.02201 (10)
O1	0.4768 (5)	0.1583 (2)	0.02973 (12)	0.0257 (7)
H1O	0.662 (7)	0.076 (4)	0.022 (2)	0.040 (19)*
O2	0.7592 (5)	0.0528 (2)	0.03017 (13)	0.0234 (7)
N1	1.0653 (5)	0.4059 (2)	0.16406 (13)	0.0137 (7)
C1	0.4562 (7)	0.3069 (3)	0.07225 (18)	0.0253 (11)
H1A	0.4990	0.3610	0.0516	0.038*
H1B	0.4825	0.3210	0.1076	0.038*
H1C	0.3161	0.2967	0.0675	0.038*
C2	0.5645 (6)	0.2188 (3)	0.05719 (16)	0.0181 (9)
C3	0.7610 (6)	0.1996 (3)	0.07382 (15)	0.0161 (9)
C4	0.8498 (6)	0.1149 (3)	0.05929 (16)	0.0169 (9)
C5	1.0506 (7)	0.0849 (3)	0.07293 (17)	0.0231 (10)
H5A	1.0444	0.0339	0.0982	0.035*
H5B	1.1219	0.1399	0.0865	0.035*
H5C	1.1178	0.0609	0.0431	0.035*
C6	0.8647 (6)	0.2708 (3)	0.10596 (15)	0.0134 (8)
C7	0.9319 (6)	0.2485 (3)	0.15347 (16)	0.0162 (9)
H7	0.9094	0.1867	0.1673	0.019*
C8	1.0325 (6)	0.3173 (3)	0.18068 (15)	0.0146 (8)
H8	1.0805	0.3004	0.2129	0.017*
C9	0.9967 (6)	0.4288 (3)	0.11799 (15)	0.0151 (8)
H9	1.0163	0.4921	0.1057	0.018*
C10	0.8994 (6)	0.3638 (3)	0.08825 (16)	0.0157 (9)
H10	0.8559	0.3820	0.0558	0.019*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Hg1	0.01448 (8)	0.01707 (9)	0.01598 (8)	0.00085 (6)	−0.00035 (6)	−0.00112 (7)
Br1	0.01370 (19)	0.0223 (2)	0.0142 (2)	0.00241 (16)	0.00067 (15)	0.00363 (17)
Br2	0.0204 (2)	0.0176 (2)	0.0281 (3)	0.00368 (17)	−0.00235 (18)	0.00065 (19)
O1	0.0256 (18)	0.0313 (19)	0.0203 (17)	−0.0071 (15)	−0.0071 (14)	−0.0063 (15)
O2	0.033 (2)	0.0150 (16)	0.0218 (18)	−0.0047 (15)	0.0036 (16)	−0.0051 (13)
N1	0.0123 (16)	0.0137 (17)	0.0152 (18)	0.0009 (14)	0.0006 (14)	−0.0018 (14)
C1	0.024 (2)	0.025 (3)	0.027 (3)	0.000 (2)	−0.007 (2)	0.000 (2)
C2	0.020 (2)	0.020 (2)	0.015 (2)	−0.0021 (18)	0.0010 (18)	−0.0006 (18)
C3	0.022 (2)	0.014 (2)	0.012 (2)	−0.0051 (17)	0.0002 (17)	−0.0005 (16)
C4	0.023 (2)	0.012 (2)	0.015 (2)	−0.0067 (17)	0.0025 (17)	−0.0002 (17)
C5	0.031 (3)	0.019 (2)	0.019 (2)	0.003 (2)	0.006 (2)	−0.0031 (19)
C6	0.0149 (19)	0.012 (2)	0.014 (2)	0.0002 (16)	0.0053 (16)	−0.0032 (16)
C7	0.015 (2)	0.013 (2)	0.020 (2)	0.0026 (16)	0.0021 (17)	−0.0028 (17)
C8	0.017 (2)	0.014 (2)	0.013 (2)	0.0023 (16)	−0.0025 (16)	0.0016 (17)
C9	0.015 (2)	0.012 (2)	0.018 (2)	−0.0023 (16)	0.0022 (16)	0.0020 (17)
C10	0.018 (2)	0.018 (2)	0.011 (2)	0.0022 (17)	0.0013 (16)	0.0015 (17)

Geometric parameters (Å, º)

Hg1—N1	2.351 (3)	C1—C2	1.491 (6)
Hg1—Br2	2.4775 (5)	C2—C3	1.444 (6)
Hg1—Br1^i	2.5361 (5)	C3—C4	1.384 (6)
Hg1—Br1	2.8107 (5)	C3—C6	1.492 (6)
Br1—Hg1^ii	2.5361 (5)	C4—C5	1.485 (6)
O1—C2	1.269 (5)	C6—C7	1.385 (6)
O2—C4	1.319 (5)	C6—C10	1.401 (5)
N1—C8	1.332 (5)	C7—C8	1.388 (5)
N1—C9	1.355 (5)	C9—C10	1.378 (5)
N1—Hg1—Br2	103.70 (8)	C4—C3—C2	118.8 (4)
N1—Hg1—Br1^i	98.68 (8)	C4—C3—C6	121.2 (4)
Br2—Hg1—Br1^i	142.653 (16)	C2—C3—C6	119.9 (4)
N1—Hg1—Br1	90.95 (8)	O2—C4—C3	121.2 (4)
Br2—Hg1—Br1	100.656 (15)	O2—C4—C5	113.3 (4)
Br1^i—Hg1—Br1	108.536 (14)	C3—C4—C5	125.5 (4)
Hg1^ii—Br1—Hg1	98.511 (14)	C7—C6—C10	117.4 (4)
C8—N1—C9	117.5 (3)	C7—C6—C3	122.4 (4)
C8—N1—Hg1	123.9 (3)	C10—C6—C3	120.2 (4)
C9—N1—Hg1	118.6 (3)	C6—C7—C8	119.3 (4)
O1—C2—C3	119.8 (4)	N1—C8—C7	123.5 (4)
O1—C2—C1	117.9 (4)	N1—C9—C10	122.5 (4)
C3—C2—C1	122.3 (4)	C9—C10—C6	119.8 (4)

Symmetry codes: (i) x+1/2, y, −z+1/2; (ii) x−1/2, y, −z+1/2.

(2b)

Crystal data

C20H22Br2HgN2O4	F(000) = 1352
Mr = 714.80	Dx = 2.123 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
a = 26.6909 (15) Å	Cell parameters from 5553 reflections
b = 6.5248 (4) Å	θ = 2.5–30.1°
c = 16.0700 (9) Å	µ = 10.48 mm^−1
β = 126.946 (1)°	T = 100 K
V = 2236.7 (2) Å^3	Block, colourless
Z = 4	0.17 × 0.14 × 0.07 mm

Data collection

CCD area detector diffractometer	3296 independent reflections
Radiation source: microsource	3121 reflections with I > 2σ(I)
Multilayer optics monochromator	Rint = 0.040
/w scans	θmax = 30.8°, θmin = 2.5°
Absorption correction: multi-scan SADABS	h = −37→38
Tmin = 0.269, Tmax = 0.527	k = −8→8
16192 measured reflections	l = −22→23

Refinement

Refinement on F^2	1 restraint
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.021	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.045	w = 1/[σ^2(Fo^2) + (0.0195P)^2 + 0.8744P] where P = (Fo^2 + 2Fc^2)/3
S = 1.06	(Δ/σ)max = 0.002
3296 reflections	Δρmax = 1.21 e Å^−3
137 parameters	Δρmin = −0.71 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

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

	x	y	z	Uiso*/Ueq
Hg1	0.5000	−0.09885 (2)	0.7500	0.01415 (4)
Br1	0.54016 (2)	−0.23349 (4)	0.65486 (2)	0.02086 (6)
O1	0.29282 (10)	0.8850 (3)	0.29413 (15)	0.0215 (4)
O2	0.21572 (8)	0.8077 (3)	0.32646 (14)	0.0212 (4)
H2O	0.2625 (17)	0.887 (5)	0.297 (3)	0.032*
N1	0.43243 (10)	0.1602 (3)	0.62897 (16)	0.0156 (4)
C1	0.38662 (12)	0.7014 (4)	0.3676 (2)	0.0213 (5)
H1A	0.3785	0.6000	0.3158	0.032*
H1B	0.4199	0.6511	0.4376	0.032*
H1C	0.3997	0.8309	0.3552	0.032*
C2	0.32829 (12)	0.7353 (4)	0.35891 (19)	0.0159 (5)
C3	0.30970 (11)	0.6216 (3)	0.40841 (19)	0.0144 (5)
C4	0.24846 (11)	0.6574 (4)	0.38243 (19)	0.0160 (5)
C5	0.22071 (12)	0.5111 (4)	0.4161 (2)	0.0213 (5)
H5A	0.2409	0.5297	0.4905	0.032*
H5B	0.2274	0.3702	0.4035	0.032*
H5C	0.1756	0.5373	0.3764	0.032*
C6	0.35094 (11)	0.4586 (4)	0.48357 (18)	0.0137 (4)
C7	0.37045 (11)	0.2921 (4)	0.45512 (19)	0.0166 (5)
H7	0.3560	0.2768	0.3851	0.020*
C8	0.41109 (12)	0.1496 (4)	0.52966 (19)	0.0173 (5)
H8	0.4245	0.0386	0.5092	0.021*
C9	0.41338 (12)	0.3184 (4)	0.65705 (19)	0.0174 (5)
H9	0.4279	0.3275	0.7273	0.021*
C10	0.37325 (11)	0.4691 (4)	0.58726 (19)	0.0156 (5)
H10	0.3610	0.5792	0.6102	0.019*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Hg1	0.01455 (7)	0.01443 (7)	0.01243 (7)	0.000	0.00756 (5)	0.000
Br1	0.02286 (13)	0.02393 (13)	0.01991 (13)	0.00666 (10)	0.01504 (11)	0.00232 (10)
O1	0.0260 (10)	0.0171 (9)	0.0191 (9)	0.0033 (7)	0.0123 (9)	0.0062 (7)
O2	0.0185 (9)	0.0205 (9)	0.0192 (9)	0.0050 (7)	0.0084 (8)	0.0019 (7)
N1	0.0166 (10)	0.0151 (10)	0.0132 (10)	0.0022 (8)	0.0080 (8)	0.0005 (8)
C1	0.0245 (13)	0.0199 (13)	0.0240 (14)	−0.0020 (10)	0.0169 (12)	−0.0001 (10)
C2	0.0193 (12)	0.0130 (11)	0.0117 (11)	−0.0005 (9)	0.0074 (10)	−0.0015 (9)
C3	0.0154 (11)	0.0134 (11)	0.0121 (11)	0.0000 (8)	0.0071 (9)	−0.0020 (8)
C4	0.0153 (11)	0.0168 (11)	0.0124 (11)	0.0006 (9)	0.0064 (10)	−0.0030 (9)
C5	0.0189 (12)	0.0241 (13)	0.0207 (13)	0.0010 (10)	0.0118 (11)	−0.0003 (10)
C6	0.0128 (10)	0.0151 (11)	0.0127 (10)	0.0000 (9)	0.0074 (9)	0.0000 (9)
C7	0.0185 (12)	0.0161 (12)	0.0124 (11)	0.0030 (9)	0.0077 (10)	0.0009 (9)
C8	0.0184 (12)	0.0168 (12)	0.0142 (11)	0.0042 (9)	0.0085 (10)	−0.0005 (9)
C9	0.0199 (12)	0.0195 (12)	0.0125 (11)	−0.0001 (10)	0.0095 (10)	−0.0011 (9)
C10	0.0188 (11)	0.0145 (11)	0.0152 (11)	0.0018 (9)	0.0111 (10)	−0.0019 (9)

Geometric parameters (Å, º)

Hg1—N1^i	2.382 (2)	C2—C3	1.380 (3)
Hg1—N1	2.382 (2)	C3—C4	1.442 (3)
Hg1—Br1	2.4958 (3)	C3—C6	1.484 (3)
Hg1—Br1^i	2.4958 (3)	C4—C5	1.495 (4)
O1—C2	1.323 (3)	C6—C10	1.394 (3)
O2—C4	1.260 (3)	C6—C7	1.395 (3)
N1—C8	1.335 (3)	C7—C8	1.383 (3)
N1—C9	1.343 (3)	C9—C10	1.388 (3)
C1—C2	1.493 (4)
N1^i—Hg1—N1	89.61 (10)	C2—C3—C6	120.4 (2)
N1^i—Hg1—Br1	110.90 (5)	C4—C3—C6	120.6 (2)
N1—Hg1—Br1	98.21 (5)	O2—C4—C3	120.8 (2)
N1^i—Hg1—Br1^i	98.21 (5)	O2—C4—C5	118.3 (2)
N1—Hg1—Br1^i	110.90 (5)	C3—C4—C5	120.9 (2)
Br1—Hg1—Br1^i	138.781 (14)	C10—C6—C7	117.0 (2)
C8—N1—C9	117.7 (2)	C10—C6—C3	120.8 (2)
C8—N1—Hg1	120.58 (16)	C7—C6—C3	122.1 (2)
C9—N1—Hg1	121.65 (16)	C8—C7—C6	119.5 (2)
O1—C2—C3	121.0 (2)	N1—C8—C7	123.3 (2)
O1—C2—C1	113.3 (2)	N1—C9—C10	122.5 (2)
C3—C2—C1	125.6 (2)	C9—C10—C6	119.9 (2)
C2—C3—C4	118.9 (2)

Symmetry code: (i) −x+1, y, −z+3/2.

(3)

Crystal data

C10H11HgI2NO2	Dx = 3.039 Mg m^−3
Mr = 631.59	Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, Pbca	Cell parameters from 2232 reflections
a = 7.0546 (14) Å	θ = 2.9–25.8°
b = 14.2685 (16) Å	µ = 15.61 mm^−1
c = 27.4248 (19) Å	T = 293 K
V = 2760.5 (7) Å^3	Plate, colourless
Z = 8	0.21 × 0.11 × 0.02 mm
F(000) = 2240

Data collection

CCD area detector diffractometer	2654 independent reflections
Radiation source: microsource	2206 reflections with I > 2σ(I)
Multilayer optics monochromator	Rint = 0.086
/w scans	θmax = 25.8°, θmin = 2.9°
Absorption correction: multi-scan SADABS	h = −8→8
Tmin = 0.138, Tmax = 0.745	k = −16→17
21367 measured reflections	l = −33→33

Refinement

Refinement on F^2	8 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.044	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.099	w = 1/[σ^2(Fo^2) + (0.0358P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 1.09	(Δ/σ)max = 0.001
2654 reflections	Δρmax = 1.93 e Å^−3
150 parameters	Δρmin = −2.18 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

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

	x	y	z	Uiso*/Ueq
Hg1	0.27702 (6)	0.50806 (3)	0.20842 (2)	0.01910 (14)
I1	−0.08445 (10)	0.44490 (5)	0.19734 (3)	0.01832 (19)
I2	0.45739 (11)	0.66690 (5)	0.19110 (3)	0.0233 (2)
O1	0.7287 (11)	0.0469 (6)	0.0326 (3)	0.0254 (19)
H1D	0.860 (6)	0.065 (9)	0.038 (5)	0.038*
O2	1.0044 (13)	0.1507 (6)	0.0303 (3)	0.033 (2)
N1	0.4369 (12)	0.3948 (6)	0.1603 (3)	0.016 (2)
C1	0.4434 (17)	0.0820 (8)	0.0711 (4)	0.026 (3)
H1A	0.3843	0.0541	0.0422	0.039*
H1B	0.3711	0.1374	0.0811	0.039*
H1C	0.4444	0.0362	0.0977	0.039*
C2	0.6380 (17)	0.1095 (8)	0.0595 (4)	0.021 (3)
C3	0.7252 (16)	0.1949 (8)	0.0716 (4)	0.019 (2)
C4	0.9117 (17)	0.2107 (9)	0.0554 (4)	0.025 (3)
C5	1.0153 (17)	0.3008 (8)	0.0661 (5)	0.029 (3)
H5A	1.1522	0.2905	0.0632	0.044*
H5B	0.9854	0.3216	0.0992	0.044*
H5C	0.9757	0.3490	0.0427	0.044*
C6	0.6224 (16)	0.2628 (8)	0.1021 (4)	0.020 (2)
C7	0.5647 (14)	0.2418 (8)	0.1486 (4)	0.019 (2)
H7	0.5890	0.1813	0.1617	0.023*
C8	0.4724 (17)	0.3070 (7)	0.1762 (4)	0.023 (3)
H8	0.4313	0.2899	0.2080	0.027*
C9	0.4942 (16)	0.4171 (8)	0.1154 (4)	0.021 (3)
H9	0.4709	0.4787	0.1037	0.025*
C10	0.5861 (15)	0.3541 (8)	0.0855 (4)	0.021 (2)
H10	0.6246	0.3724	0.0537	0.026*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Hg1	0.0177 (3)	0.0113 (2)	0.0283 (3)	−0.00123 (17)	0.00099 (18)	−0.00103 (17)
I1	0.0144 (4)	0.0155 (4)	0.0250 (4)	−0.0009 (3)	−0.0002 (3)	−0.0026 (3)
I2	0.0204 (4)	0.0122 (4)	0.0373 (5)	−0.0020 (3)	0.0011 (3)	0.0028 (3)
O1	0.028 (5)	0.019 (5)	0.029 (5)	0.008 (4)	−0.006 (4)	−0.005 (4)
O2	0.038 (6)	0.030 (5)	0.030 (5)	0.007 (4)	0.004 (4)	−0.008 (4)
N1	0.008 (5)	0.013 (5)	0.027 (5)	0.000 (4)	0.000 (4)	−0.001 (4)
C1	0.037 (8)	0.013 (6)	0.029 (7)	0.003 (5)	−0.004 (6)	−0.003 (5)
C2	0.030 (7)	0.009 (6)	0.025 (6)	0.005 (5)	−0.009 (5)	−0.006 (5)
C3	0.025 (7)	0.011 (6)	0.021 (6)	0.003 (5)	0.003 (5)	−0.002 (4)
C4	0.032 (7)	0.026 (7)	0.018 (6)	0.005 (6)	−0.001 (5)	−0.001 (5)
C5	0.030 (7)	0.022 (7)	0.036 (8)	0.000 (6)	0.003 (6)	0.002 (6)
C6	0.018 (6)	0.014 (5)	0.028 (6)	0.001 (5)	−0.004 (5)	−0.006 (5)
C7	0.007 (6)	0.013 (6)	0.038 (6)	0.004 (4)	−0.002 (5)	−0.001 (4)
C8	0.037 (7)	0.007 (6)	0.024 (6)	−0.007 (5)	0.002 (5)	0.002 (4)
C9	0.026 (7)	0.018 (6)	0.020 (6)	0.008 (5)	0.001 (5)	0.000 (5)
C10	0.023 (7)	0.023 (6)	0.018 (6)	−0.001 (5)	−0.005 (5)	0.000 (4)

Geometric parameters (Å, º)

Hg1—N1	2.371 (9)	C3—C4	1.407 (16)
Hg1—I2	2.6423 (9)	C3—C6	1.471 (15)
Hg1—I1	2.7215 (9)	C4—C5	1.508 (17)
Hg1—I1^i	2.9062 (9)	C5—H5A	0.9800
I1—Hg1^ii	2.9062 (9)	C5—H5B	0.9800
O1—C2	1.324 (13)	C5—H5C	0.9800
O1—H1D	0.97 (2)	C6—C7	1.371 (16)
O2—C4	1.278 (14)	C6—C10	1.404 (15)
N1—C9	1.334 (14)	C7—C8	1.365 (15)
N1—C8	1.350 (14)	C7—H7	0.9500
C1—C2	1.463 (16)	C8—H8	0.9500
C1—H1A	0.9800	C9—C10	1.380 (15)
C1—H1B	0.9800	C9—H9	0.9500
C1—H1C	0.9800	C10—H10	0.9500
C2—C3	1.405 (15)
N1—Hg1—I2	104.8 (2)	O2—C4—C5	115.3 (11)
N1—Hg1—I1	99.1 (2)	C3—C4—C5	121.9 (11)
I2—Hg1—I1	135.66 (3)	C4—C5—H5A	109.5
N1—Hg1—I1^i	97.1 (2)	C4—C5—H5B	109.5
I2—Hg1—I1^i	105.30 (3)	H5A—C5—H5B	109.5
I1—Hg1—I1^i	108.16 (3)	C4—C5—H5C	109.5
Hg1—I1—Hg1^ii	96.50 (2)	H5A—C5—H5C	109.5
C2—O1—H1D	101 (8)	H5B—C5—H5C	109.5
C9—N1—C8	117.6 (10)	C7—C6—C10	116.9 (10)
C9—N1—Hg1	119.7 (7)	C7—C6—C3	122.0 (10)
C8—N1—Hg1	122.7 (7)	C10—C6—C3	121.0 (11)
C2—C1—H1A	109.5	C8—C7—C6	120.5 (11)
C2—C1—H1B	109.5	C8—C7—H7	119.7
H1A—C1—H1B	109.5	C6—C7—H7	119.7
C2—C1—H1C	109.5	N1—C8—C7	122.8 (11)
H1A—C1—H1C	109.5	N1—C8—H8	118.6
H1B—C1—H1C	109.5	C7—C8—H8	118.6
O1—C2—C3	120.4 (11)	N1—C9—C10	122.4 (11)
O1—C2—C1	113.2 (10)	N1—C9—H9	118.8
C3—C2—C1	126.3 (10)	C10—C9—H9	118.8
C2—C3—C4	118.3 (10)	C9—C10—C6	119.7 (11)
C2—C3—C6	119.4 (10)	C9—C10—H10	120.1
C4—C3—C6	122.3 (10)	C6—C10—H10	120.1
O2—C4—C3	122.8 (12)
O1—C2—C3—C4	−1.6 (17)	C4—C3—C6—C10	60.5 (16)
C1—C2—C3—C4	−177.1 (11)	C10—C6—C7—C8	1.5 (17)
O1—C2—C3—C6	−179.2 (10)	C3—C6—C7—C8	178.9 (11)
C1—C2—C3—C6	5.3 (18)	C9—N1—C8—C7	0.6 (17)
C2—C3—C4—O2	0.0 (18)	Hg1—N1—C8—C7	−179.9 (8)
C6—C3—C4—O2	177.6 (11)	C6—C7—C8—N1	−1.5 (18)
C2—C3—C4—C5	179.1 (11)	C8—N1—C9—C10	0.2 (17)
C6—C3—C4—C5	−3.3 (18)	Hg1—N1—C9—C10	−179.3 (8)
C2—C3—C6—C7	60.8 (16)	N1—C9—C10—C6	−0.2 (18)
C4—C3—C6—C7	−116.8 (13)	C7—C6—C10—C9	−0.7 (17)
C2—C3—C6—C10	−121.9 (12)	C3—C6—C10—C9	−178.1 (11)

Symmetry codes: (i) x+1/2, y, −z+1/2; (ii) x−1/2, y, −z+1/2.

(6c)

Crystal data

2(C30H30AlBr4Hg2N3O6)·4(C6H5Cl)·2(O0.50)·2(O0.50)·2(O0.50)·2(O0.50)·2(O0.50)'	F(000) = 2912
Mr = 3082.94	Dx = 1.879 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 16.7982 (18) Å	Cell parameters from 1903 reflections
b = 24.3995 (19) Å	θ = 2.3–19.5°
c = 13.9346 (15) Å	µ = 8.72 mm^−1
β = 107.435 (4)°	T = 100 K
V = 5448.9 (9) Å^3	Rod, colourless
Z = 2	0.26 × 0.14 × 0.13 mm

Data collection

CCD area detector diffractometer	11349 independent reflections
Radiation source: microsource	6418 reflections with I > 2σ(I)
Multilayer optics monochromator	Rint = 0.156
/w scans	θmax = 26.6°, θmin = 1.9°
Absorption correction: multi-scan SADABS	h = −21→21
Tmin = 0.443, Tmax = 0.745	k = −30→30
66382 measured reflections	l = −17→17

Refinement

Refinement on F^2	Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: full	H-atom parameters constrained
R[F^2 > 2σ(F^2)] = 0.072	w = 1/[σ^2(Fo^2) + (0.0983P)^2] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.203	(Δ/σ)max = 0.004
S = 1.07	Δρmax = 5.01 e Å^−3
11349 reflections	Δρmin = −2.99 e Å^−3
305 parameters	Extinction correction: SHELXL-2014/7 (Sheldrick 2014, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
0 restraints	Extinction coefficient: 0.00138 (11)

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
Hg1	0.25690 (3)	0.81790 (2)	1.02371 (4)	0.02894 (18)
Hg2	1.13932 (4)	0.82469 (3)	0.47212 (4)	0.0381 (2)
Br1	0.13734 (9)	0.77870 (6)	0.87564 (10)	0.0349 (4)
Br2	0.25274 (11)	0.85272 (7)	1.18815 (10)	0.0444 (4)
Br3	1.26553 (9)	0.80989 (6)	0.62097 (11)	0.0352 (4)
Br4	1.08381 (11)	0.88955 (7)	0.33206 (11)	0.0466 (4)
Al1	0.6971 (2)	0.68817 (15)	0.7478 (3)	0.0192 (8)*
Cl2	0.4906 (3)	0.5820 (2)	0.8528 (4)	0.0653 (13)
Cl1	0.5869 (3)	0.5864 (2)	0.3574 (4)	0.0739 (15)
O1	0.6861 (6)	0.6859 (3)	0.8775 (6)	0.0231 (19)*
O2	0.6147 (5)	0.7419 (3)	0.7118 (5)	0.0184 (18)*
O3	0.7087 (5)	0.6901 (3)	0.6179 (6)	0.0203 (19)*
O4	0.7821 (5)	0.7411 (3)	0.7879 (6)	0.024 (2)*
O5	0.7784 (5)	0.6339 (3)	0.7850 (6)	0.0215 (19)*
O6	0.6145 (6)	0.6344 (3)	0.7011 (6)	0.024 (2)*
O7A	0.989 (2)	0.6069 (13)	0.538 (3)	0.093 (5)*	0.5
O7B	0.970 (2)	0.5832 (13)	0.515 (2)	0.093 (5)*	0.5
O8A	1.009 (2)	0.4434 (13)	0.751 (2)	0.093 (5)*	0.5
O8B	0.959 (2)	0.4097 (13)	0.762 (2)	0.093 (5)*	0.5
O9	1.0211 (12)	0.4841 (7)	0.9685 (13)	0.034 (5)*	0.5
N1	0.3662 (7)	0.7852 (4)	0.9736 (7)	0.023 (2)*
N2	1.0315 (7)	0.7943 (4)	0.5337 (7)	0.023 (2)*
N3	0.7241 (7)	0.4045 (4)	0.5552 (8)	0.029 (3)*
C1	0.6270 (9)	0.6848 (5)	1.0109 (9)	0.027 (3)*
H1A	0.5775	0.6625	1.0060	0.040*
H1B	0.6272	0.7168	1.0535	0.040*
H1C	0.6773	0.6629	1.0406	0.040*
C2	0.6257 (8)	0.7034 (5)	0.9087 (8)	0.020 (3)*
C3	0.5627 (8)	0.7392 (5)	0.8534 (9)	0.023 (3)*
C4	0.5629 (8)	0.7568 (5)	0.7576 (9)	0.024 (3)*
C5	0.4956 (9)	0.7982 (6)	0.6986 (10)	0.034 (3)*
H5A	0.5173	0.8191	0.6519	0.051*
H5B	0.4816	0.8233	0.7460	0.051*
H5C	0.4454	0.7782	0.6607	0.051*
C6	0.4963 (8)	0.7545 (5)	0.8958 (8)	0.022 (3)*
C7	0.4153 (9)	0.7324 (5)	0.8565 (9)	0.027 (3)*
H7	0.4034	0.7070	0.8024	0.032*
C8	0.3514 (9)	0.7488 (5)	0.8989 (9)	0.030 (3)*
H8	0.2972	0.7335	0.8732	0.036*
C9	0.4416 (8)	0.8049 (5)	1.0131 (9)	0.024 (3)*
H9	0.4513	0.8291	1.0688	0.029*
C10	0.5095 (9)	0.7914 (6)	0.9762 (9)	0.031 (3)*
H10	0.5629	0.8072	1.0056	0.037*
C11	0.7721 (9)	0.6854 (5)	0.4902 (9)	0.025 (3)*
H11A	0.8213	0.6622	0.4979	0.037*
H11B	0.7736	0.7163	0.4459	0.037*
H11C	0.7215	0.6638	0.4608	0.037*
C12	0.7720 (8)	0.7065 (5)	0.5909 (9)	0.021 (3)*
C13	0.8353 (8)	0.7377 (5)	0.6496 (8)	0.018 (3)*
C14	0.8369 (8)	0.7559 (5)	0.7464 (8)	0.017 (3)*
C15	0.9030 (8)	0.7937 (5)	0.8072 (9)	0.025 (3)*
H15A	0.8792	0.8176	0.8481	0.038*
H15B	0.9245	0.8161	0.7621	0.038*
H15C	0.9487	0.7722	0.8514	0.038*
C16	0.9035 (8)	0.7582 (5)	0.6070 (8)	0.019 (3)*
C17	0.9825 (8)	0.7357 (5)	0.6413 (9)	0.027 (3)*
H17	0.9946	0.7068	0.6892	0.032*
C18	1.0447 (9)	0.7572 (5)	0.6027 (9)	0.025 (3)*
H18	1.0998	0.7434	0.6292	0.030*
C19	0.9511 (8)	0.8149 (5)	0.4958 (9)	0.023 (3)*
H19	0.9398	0.8415	0.4436	0.027*
C20	0.8872 (8)	0.7977 (5)	0.5323 (8)	0.022 (3)*
H20	0.8328	0.8128	0.5064	0.026*
C21	0.8576 (11)	0.5578 (7)	0.7675 (12)	0.052 (4)*
H21A	0.9003	0.5799	0.8152	0.078*
H21B	0.8731	0.5528	0.7056	0.078*
H21C	0.8534	0.5219	0.7972	0.078*
C22	0.7747 (9)	0.5867 (5)	0.7434 (9)	0.027 (3)*
C23	0.7022 (9)	0.5620 (6)	0.6860 (9)	0.029 (3)*
C24	0.6258 (8)	0.5868 (5)	0.6697 (9)	0.023 (3)*
C25	0.5443 (9)	0.5563 (6)	0.6175 (10)	0.032 (3)*
H25A	0.4990	0.5711	0.6406	0.048*
H25B	0.5513	0.5172	0.6340	0.048*
H25C	0.5306	0.5610	0.5445	0.048*
C26	0.7082 (9)	0.5065 (5)	0.6390 (9)	0.027 (3)*
C27	0.6923 (10)	0.4589 (6)	0.6819 (11)	0.039 (4)*
H27	0.6738	0.4597	0.7399	0.047*
C28	0.7037 (11)	0.4099 (7)	0.6394 (12)	0.050 (4)*
H28	0.6962	0.3773	0.6730	0.060*
C29	0.7398 (10)	0.4518 (6)	0.5141 (11)	0.038 (4)*
H29	0.7565	0.4498	0.4547	0.045*
C30	0.7331 (10)	0.5031 (6)	0.5532 (11)	0.042 (4)*
H30	0.7452	0.5353	0.5219	0.050*
C31	0.6586 (11)	0.5694 (7)	0.2915 (12)	0.052 (4)*
C32	0.6986 (11)	0.6085 (8)	0.2578 (11)	0.052 (4)*
H32	0.6898	0.6460	0.2695	0.062*
C33	0.7529 (12)	0.5934 (8)	0.2057 (13)	0.062 (5)*
H33	0.7827	0.6205	0.1814	0.074*
C34	0.7635 (14)	0.5386 (9)	0.1891 (15)	0.078 (6)*
H34	0.7996	0.5279	0.1514	0.094*
C35	0.7244 (15)	0.5013 (10)	0.2249 (16)	0.085 (7)*
H35	0.7341	0.4639	0.2131	0.103*
C36	0.6698 (13)	0.5133 (8)	0.2788 (14)	0.070 (6)*
H36	0.6422	0.4859	0.3052	0.083*
C37	0.5700 (11)	0.5320 (7)	0.8920 (12)	0.048 (4)*
C38	0.5449 (13)	0.4770 (8)	0.9063 (14)	0.065 (5)*
H38	0.4883	0.4664	0.8936	0.078*
C39	0.6119 (13)	0.4405 (8)	0.9408 (13)	0.064 (5)*
H39	0.5986	0.4035	0.9513	0.077*
C40	0.6920 (14)	0.4527 (8)	0.9601 (13)	0.068 (6)*
H40	0.7340	0.4257	0.9835	0.082*
C41	0.7127 (14)	0.5069 (8)	0.9451 (14)	0.068 (5)*
H41	0.7697	0.5170	0.9593	0.082*
C42	0.6494 (11)	0.5469 (7)	0.9087 (12)	0.054 (5)*
H42	0.6634	0.5835	0.8966	0.064*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Hg1	0.0223 (3)	0.0381 (3)	0.0321 (3)	0.0034 (3)	0.0168 (2)	0.0033 (2)
Hg2	0.0138 (3)	0.0614 (5)	0.0395 (3)	−0.0050 (3)	0.0090 (2)	0.0151 (3)
Br1	0.0125 (7)	0.0587 (10)	0.0322 (7)	−0.0002 (7)	0.0048 (6)	0.0096 (7)
Br2	0.0602 (12)	0.0450 (10)	0.0310 (8)	0.0108 (8)	0.0184 (8)	0.0047 (7)
Br3	0.0141 (7)	0.0471 (10)	0.0406 (8)	−0.0032 (7)	0.0026 (6)	−0.0032 (7)
Br4	0.0384 (10)	0.0600 (11)	0.0420 (9)	0.0028 (8)	0.0132 (7)	0.0127 (8)
Cl2	0.061 (3)	0.064 (3)	0.073 (3)	−0.001 (3)	0.024 (3)	0.008 (2)
Cl1	0.069 (4)	0.078 (4)	0.067 (3)	−0.009 (3)	0.011 (3)	0.010 (3)

Geometric parameters (Å, º)

Hg1—N1	2.295 (10)	C13—C16	1.524 (16)
Hg1—N3^i	2.448 (11)	C14—C15	1.497 (17)
Hg1—Br2	2.4645 (15)	C15—H15A	0.9800
Hg1—Br1	2.5927 (15)	C15—H15B	0.9800
Hg2—N2	2.345 (10)	C15—H15C	0.9800
Hg2—Br4	2.4683 (16)	C16—C17	1.382 (18)
Hg2—Br3	2.5085 (15)	C16—C20	1.386 (16)
Hg2—Br1^ii	2.8542 (16)	C17—C18	1.411 (17)
Br1—Hg2^iii	2.8542 (16)	C17—H17	0.9500
Al1—O5	1.861 (9)	C18—H18	0.9500
Al1—O2	1.862 (9)	C19—C20	1.384 (17)
Al1—O1	1.872 (8)	C19—H19	0.9500
Al1—O3	1.878 (8)	C20—H20	0.9500
Al1—O6	1.879 (9)	C21—C22	1.51 (2)
Al1—O4	1.882 (9)	C21—H21A	0.9800
Cl2—C37	1.767 (18)	C21—H21B	0.9800
Cl1—C31	1.769 (18)	C21—H21C	0.9800
O1—C2	1.291 (14)	C22—C23	1.381 (19)
O2—C4	1.277 (14)	C23—C24	1.376 (18)
O3—C12	1.294 (14)	C23—C26	1.521 (18)
O4—C14	1.277 (14)	C24—C25	1.537 (18)
O5—C22	1.282 (15)	C25—H25A	0.9800
O6—C24	1.274 (14)	C25—H25B	0.9800
N1—C9	1.311 (16)	C25—H25C	0.9800
N1—C8	1.333 (16)	C26—C27	1.369 (19)
N2—C18	1.291 (15)	C26—C30	1.381 (18)
N2—C19	1.388 (16)	C27—C28	1.37 (2)
N3—C28	1.324 (17)	C27—H27	0.9500
N3—C29	1.349 (17)	C28—H28	0.9500
N3—Hg1^iv	2.448 (11)	C29—C30	1.38 (2)
C1—C2	1.488 (16)	C29—H29	0.9500
C1—H1A	0.9800	C30—H30	0.9500
C1—H1B	0.9800	C31—C32	1.33 (2)
C1—H1C	0.9800	C31—C36	1.40 (2)
C2—C3	1.410 (17)	C32—C33	1.38 (2)
C3—C4	1.404 (16)	C32—H32	0.9500
C3—C6	1.458 (17)	C33—C34	1.38 (3)
C4—C5	1.554 (18)	C33—H33	0.9500
C5—H5A	0.9800	C34—C35	1.31 (3)
C5—H5B	0.9800	C34—H34	0.9500
C5—H5C	0.9800	C35—C36	1.38 (3)
C6—C10	1.403 (17)	C35—H35	0.9500
C6—C7	1.412 (18)	C36—H36	0.9500
C7—C8	1.428 (18)	C37—C42	1.33 (2)
C7—H7	0.9500	C37—C38	1.44 (2)
C8—H8	0.9500	C38—C39	1.40 (3)
C9—C10	1.423 (18)	C38—H38	0.9500
C9—H9	0.9500	C39—C40	1.33 (3)
C10—H10	0.9500	C39—H39	0.9500
C11—C12	1.495 (16)	C40—C41	1.40 (2)
C11—H11A	0.9800	C40—H40	0.9500
C11—H11B	0.9800	C41—C42	1.42 (2)
C11—H11C	0.9800	C41—H41	0.9500
C12—C13	1.363 (17)	C42—H42	0.9500
C13—C14	1.412 (15)
N1—Hg1—N3^i	86.6 (4)	C14—C15—H15A	109.5
N1—Hg1—Br2	130.6 (3)	C14—C15—H15B	109.5
N3^i—Hg1—Br2	99.4 (2)	H15A—C15—H15B	109.5
N1—Hg1—Br1	97.4 (3)	C14—C15—H15C	109.5
N3^i—Hg1—Br1	97.8 (3)	H15A—C15—H15C	109.5
Br2—Hg1—Br1	129.50 (6)	H15B—C15—H15C	109.5
N2—Hg2—Br4	110.0 (3)	C17—C16—C20	119.3 (11)
N2—Hg2—Br3	101.9 (3)	C17—C16—C13	119.4 (11)
Br4—Hg2—Br3	140.50 (6)	C20—C16—C13	121.2 (11)
N2—Hg2—Br1^ii	89.5 (2)	C16—C17—C18	117.6 (12)
Br4—Hg2—Br1^ii	104.24 (5)	C16—C17—H17	121.2
Br3—Hg2—Br1^ii	98.62 (5)	C18—C17—H17	121.2
Hg1—Br1—Hg2^iii	93.11 (4)	N2—C18—C17	124.3 (13)
O5—Al1—O2	179.0 (4)	N2—C18—H18	117.8
O5—Al1—O1	89.2 (4)	C17—C18—H18	117.8
O2—Al1—O1	90.1 (4)	C20—C19—N2	121.6 (11)
O5—Al1—O3	90.4 (4)	C20—C19—H19	119.2
O2—Al1—O3	90.3 (4)	N2—C19—H19	119.2
O1—Al1—O3	179.6 (5)	C19—C20—C16	119.1 (12)
O5—Al1—O6	90.2 (4)	C19—C20—H20	120.4
O2—Al1—O6	89.2 (4)	C16—C20—H20	120.4
O1—Al1—O6	92.1 (4)	C22—C21—H21A	109.5
O3—Al1—O6	87.9 (4)	C22—C21—H21B	109.5
O5—Al1—O4	88.7 (4)	H21A—C21—H21B	109.5
O2—Al1—O4	91.9 (4)	C22—C21—H21C	109.5
O1—Al1—O4	91.1 (4)	H21A—C21—H21C	109.5
O3—Al1—O4	88.9 (4)	H21B—C21—H21C	109.5
O6—Al1—O4	176.6 (4)	O5—C22—C23	124.7 (13)
C2—O1—Al1	129.1 (8)	O5—C22—C21	113.8 (13)
C4—O2—Al1	129.0 (8)	C23—C22—C21	121.4 (13)
C12—O3—Al1	128.3 (8)	C24—C23—C22	121.4 (12)
C14—O4—Al1	130.2 (8)	C24—C23—C26	120.1 (12)
C22—O5—Al1	125.5 (8)	C22—C23—C26	118.5 (13)
C24—O6—Al1	125.7 (9)	O6—C24—C23	124.9 (12)
C9—N1—C8	120.2 (11)	O6—C24—C25	113.7 (12)
C9—N1—Hg1	120.3 (8)	C23—C24—C25	121.2 (12)
C8—N1—Hg1	119.4 (9)	C24—C25—H25A	109.5
C18—N2—C19	117.9 (11)	C24—C25—H25B	109.5
C18—N2—Hg2	121.0 (9)	H25A—C25—H25B	109.5
C19—N2—Hg2	121.1 (8)	C24—C25—H25C	109.5
C28—N3—C29	115.4 (13)	H25A—C25—H25C	109.5
C28—N3—Hg1^iv	125.9 (10)	H25B—C25—H25C	109.5
C29—N3—Hg1^iv	118.6 (9)	C27—C26—C30	118.5 (13)
C2—C1—H1A	109.5	C27—C26—C23	121.4 (12)
C2—C1—H1B	109.5	C30—C26—C23	120.1 (12)
H1A—C1—H1B	109.5	C26—C27—C28	118.7 (14)
C2—C1—H1C	109.5	C26—C27—H27	120.7
H1A—C1—H1C	109.5	C28—C27—H27	120.7
H1B—C1—H1C	109.5	N3—C28—C27	125.0 (15)
O1—C2—C3	123.9 (10)	N3—C28—H28	117.5
O1—C2—C1	115.7 (11)	C27—C28—H28	117.5
C3—C2—C1	120.3 (11)	N3—C29—C30	123.8 (13)
C4—C3—C2	119.5 (11)	N3—C29—H29	118.1
C4—C3—C6	121.9 (12)	C30—C29—H29	118.1
C2—C3—C6	118.5 (11)	C26—C30—C29	118.5 (14)
O2—C4—C3	125.8 (12)	C26—C30—H30	120.8
O2—C4—C5	114.7 (10)	C29—C30—H30	120.8
C3—C4—C5	119.5 (11)	C32—C31—C36	123.7 (18)
C4—C5—H5A	109.5	C32—C31—Cl1	120.7 (14)
C4—C5—H5B	109.5	C36—C31—Cl1	115.7 (14)
H5A—C5—H5B	109.5	C31—C32—C33	118.7 (18)
C4—C5—H5C	109.5	C31—C32—H32	120.6
H5A—C5—H5C	109.5	C33—C32—H32	120.6
H5B—C5—H5C	109.5	C34—C33—C32	119 (2)
C10—C6—C7	117.3 (12)	C34—C33—H33	120.4
C10—C6—C3	122.0 (12)	C32—C33—H33	120.4
C7—C6—C3	120.7 (11)	C35—C34—C33	121 (2)
C6—C7—C8	119.3 (12)	C35—C34—H34	119.7
C6—C7—H7	120.4	C33—C34—H34	119.7
C8—C7—H7	120.4	C34—C35—C36	123 (2)
N1—C8—C7	121.5 (13)	C34—C35—H35	118.3
N1—C8—H8	119.3	C36—C35—H35	118.3
C7—C8—H8	119.3	C35—C36—C31	114.4 (19)
N1—C9—C10	122.8 (12)	C35—C36—H36	122.8
N1—C9—H9	118.6	C31—C36—H36	122.8
C10—C9—H9	118.6	C42—C37—C38	123.3 (17)
C6—C10—C9	119.0 (13)	C42—C37—Cl2	119.3 (14)
C6—C10—H10	120.5	C38—C37—Cl2	117.4 (14)
C9—C10—H10	120.5	C39—C38—C37	113.7 (19)
C12—C11—H11A	109.5	C39—C38—H38	123.1
C12—C11—H11B	109.5	C37—C38—H38	123.1
H11A—C11—H11B	109.5	C40—C39—C38	126 (2)
C12—C11—H11C	109.5	C40—C39—H39	117.0
H11A—C11—H11C	109.5	C38—C39—H39	117.0
H11B—C11—H11C	109.5	C39—C40—C41	118 (2)
O3—C12—C13	124.0 (11)	C39—C40—H40	121.1
O3—C12—C11	113.5 (11)	C41—C40—H40	121.1
C13—C12—C11	122.4 (11)	C40—C41—C42	121 (2)
C12—C13—C14	122.5 (11)	C40—C41—H41	119.7
C12—C13—C16	119.4 (10)	C42—C41—H41	119.7
C14—C13—C16	117.8 (10)	C37—C42—C41	118.5 (18)
O4—C14—C13	122.2 (11)	C37—C42—H42	120.8
O4—C14—C15	115.5 (10)	C41—C42—H42	120.8
C13—C14—C15	122.3 (11)

Symmetry codes: (i) −x+1, y+1/2, −z+3/2; (ii) x+1, −y+3/2, z−1/2; (iii) x−1, −y+3/2, z+1/2; (iv) −x+1, y−1/2, −z+3/2.

(9d)

Crystal data

C60H60Al2Hg3I6N6O12·CH2Cl2·4(C2H6O)·7.178(O)	F(000) = 5382
Mr = 2858.30	Dx = 1.885 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
a = 32.1651 (19) Å	Cell parameters from 7144 reflections
b = 13.8294 (12) Å	θ = 2.4–24.1°
c = 27.6145 (16) Å	µ = 6.53 mm^−1
β = 124.917 (3)°	T = 100 K
V = 10072.3 (12) Å^3	Block, colourless
Z = 4	0.28 × 0.20 × 0.07 mm

Data collection

CCD area detector diffractometer	6621 reflections with I > 2σ(I)
Radiation source: microsource	Rint = 0.126
/w scans	θmax = 25.4°, θmin = 2.1°
Absorption correction: multi-scan SADABS	h = −38→38
Tmin = 0.318, Tmax = 0.745	k = −16→16
51862 measured reflections	l = −33→33
9165 independent reflections

Refinement

Refinement on F^2	69 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.056	H-atom parameters constrained
wR(F^2) = 0.172	w = 1/[σ^2(Fo^2) + (0.0766P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 1.02	(Δ/σ)max = 0.001
9165 reflections	Δρmax = 3.26 e Å^−3
469 parameters	Δρmin = −2.05 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
Hg1	0.0000	0.71458 (4)	0.7500	0.02641 (18)
Hg2	0.35862 (2)	0.66607 (3)	0.67590 (2)	0.02869 (15)
Al1	0.06409 (13)	0.2544 (2)	0.52542 (14)	0.0225 (7)
I1	−0.09049 (4)	0.78902 (6)	0.67202 (4)	0.0426 (2)
I2	0.39442 (3)	0.60390 (7)	0.61491 (4)	0.0416 (2)
I3	0.31951 (4)	0.83034 (6)	0.68087 (4)	0.0512 (3)
O1	0.0620 (3)	0.3896 (5)	0.5313 (3)	0.0232 (16)
O2	0.0257 (3)	0.2417 (5)	0.5570 (3)	0.0275 (18)
O3	0.1233 (3)	0.2464 (5)	0.6019 (3)	0.0252 (17)
O4	0.1045 (3)	0.2751 (5)	0.4968 (3)	0.0272 (18)
O5	0.0660 (3)	0.1204 (5)	0.5192 (3)	0.0243 (17)
O6	0.0060 (3)	0.2604 (5)	0.4485 (3)	0.0252 (17)
N1	0.0092 (4)	0.5952 (6)	0.6960 (4)	0.026 (2)
N2	0.2973 (4)	0.5462 (7)	0.6554 (4)	0.031 (2)
N3	−0.0860 (4)	−0.0913 (6)	0.2688 (4)	0.028 (2)
C1	−0.0230 (4)	0.5921 (7)	0.6373 (5)	0.024 (2)
H1	−0.0520	0.6331	0.6185	0.029*
C2	−0.0159 (4)	0.5317 (8)	0.6031 (5)	0.028 (3)
H2	−0.0386	0.5344	0.5612	0.034*
C3	0.0246 (4)	0.4664 (7)	0.6296 (5)	0.022 (2)
C4	0.0564 (5)	0.4681 (8)	0.6898 (5)	0.033 (3)
H4	0.0848	0.4260	0.7098	0.039*
C5	0.0473 (5)	0.5308 (8)	0.7217 (5)	0.034 (3)
H5	0.0688	0.5283	0.7636	0.041*
C6	0.0327 (4)	0.4001 (7)	0.5922 (5)	0.022 (2)
C7	0.0536 (4)	0.4387 (7)	0.5636 (5)	0.021 (2)
C8	0.0691 (4)	0.5451 (7)	0.5705 (5)	0.023 (2)
H8A	0.0797	0.5597	0.5444	0.035*
H8B	0.0972	0.5576	0.6116	0.035*
H8C	0.0402	0.5861	0.5600	0.035*
C9	0.0192 (5)	0.3030 (8)	0.5860 (5)	0.028 (3)
C10	−0.0068 (5)	0.2644 (9)	0.6137 (6)	0.039 (3)
H10A	−0.0429	0.2810	0.5886	0.059*
H10B	0.0087	0.2933	0.6528	0.059*
H10C	−0.0030	0.1939	0.6175	0.059*
C11	0.2549 (5)	0.5660 (9)	0.6500 (6)	0.040 (3)
H11	0.2509	0.6287	0.6609	0.048*
C12	0.2156 (5)	0.5002 (9)	0.6291 (6)	0.040 (3)
H12	0.1860	0.5184	0.6267	0.048*
C13	0.2190 (4)	0.4094 (8)	0.6120 (5)	0.028 (3)
C14	0.2639 (5)	0.3889 (9)	0.6182 (6)	0.044 (3)
H14	0.2689	0.3271	0.6074	0.053*
C15	0.3018 (5)	0.4586 (9)	0.6403 (7)	0.047 (4)
H15	0.3325	0.4421	0.6448	0.056*
C16	0.1760 (4)	0.3408 (8)	0.5858 (5)	0.025 (2)
C17	0.1633 (5)	0.2969 (8)	0.6205 (5)	0.033 (3)
C18	0.1997 (5)	0.3018 (10)	0.6887 (5)	0.044 (3)
H18A	0.1943	0.3626	0.7025	0.066*
H18B	0.2348	0.2984	0.7008	0.066*
H18C	0.1928	0.2473	0.7059	0.066*
C19	0.1458 (5)	0.3251 (8)	0.5241 (5)	0.030 (3)
C20	0.1600 (6)	0.3634 (12)	0.4844 (6)	0.052 (4)
H20A	0.1303	0.3617	0.4433	0.078*
H20B	0.1870	0.3232	0.4885	0.078*
H20C	0.1721	0.4301	0.4955	0.078*
C21	−0.0495 (4)	−0.0325 (8)	0.2767 (4)	0.025 (2)
H21	−0.0428	−0.0321	0.2474	0.030*
C22	−0.0211 (4)	0.0277 (7)	0.3250 (5)	0.024 (2)
H22	0.0043	0.0682	0.3284	0.029*
C23	−0.0303 (4)	0.0279 (7)	0.3679 (4)	0.023 (2)
C24	−0.0658 (5)	−0.0363 (8)	0.3616 (5)	0.033 (3)
H24	−0.0708	−0.0418	0.3922	0.040*
C25	−0.0939 (5)	−0.0924 (8)	0.3122 (5)	0.034 (3)
H25	−0.1196	−0.1330	0.3080	0.041*
C26	−0.0022 (4)	0.0976 (7)	0.4193 (4)	0.021 (2)
C27	0.0386 (4)	0.0652 (8)	0.4746 (5)	0.025 (2)
C28	0.0535 (4)	−0.0397 (7)	0.4847 (5)	0.025 (3)
H28A	0.0812	−0.0498	0.5263	0.038*
H28B	0.0646	−0.0586	0.4597	0.038*
H28C	0.0242	−0.0791	0.4747	0.038*
C29	−0.0166 (4)	0.1953 (8)	0.4090 (5)	0.027 (2)
C30	−0.0612 (5)	0.2287 (8)	0.3508 (5)	0.034 (3)
H30A	−0.0718	0.2926	0.3552	0.051*
H30B	−0.0892	0.1827	0.3362	0.051*
H30C	−0.0521	0.2326	0.3225	0.051*
Cl1	0.2042 (4)	0.1790 (7)	1.0248 (5)	0.0826 (19)*	0.5
Cl2	0.2668 (4)	0.1177 (8)	0.9932 (4)	0.0826 (19)*	0.5
C35	0.2597 (10)	0.213 (2)	1.0302 (15)	0.0826 (19)*	0.5
H35A	0.2553	0.2757	1.0106	0.099*	0.5
H35B	0.2893	0.2171	1.0720	0.099*	0.5
O7	0.2013 (8)	0.6076 (15)	0.7243 (9)	0.156 (7)*
H7	0.1926	0.6617	0.7074	0.234*
C31	0.1822 (8)	0.5964 (14)	0.7528 (9)	0.085 (6)*
H31A	0.1922	0.5311	0.7706	0.102*
H31B	0.1450	0.5951	0.7236	0.102*
C32	0.1923 (9)	0.6609 (16)	0.7983 (10)	0.111 (8)*
H32A	0.1903	0.7277	0.7853	0.166*
H32B	0.2263	0.6484	0.8339	0.166*
H32C	0.1672	0.6511	0.8073	0.166*
O8	0.3231 (5)	0.5697 (10)	0.9116 (6)	0.090 (4)*
H8	0.3503	0.6000	0.9345	0.135*
C33	0.3074 (8)	0.5273 (15)	0.9439 (9)	0.085 (6)*
H33A	0.3336	0.4807	0.9722	0.102*
H33B	0.2758	0.4906	0.9168	0.102*
C34	0.2976 (10)	0.604 (2)	0.9792 (11)	0.132 (9)*
H34A	0.3173	0.6623	0.9858	0.199*
H34B	0.3081	0.5760	1.0173	0.199*
H34C	0.2615	0.6197	0.9563	0.199*
O9A	0.2924 (6)	0.5245 (11)	0.7964 (7)	0.051 (3)*	0.607 (14)
O9B	0.2651 (9)	0.4819 (18)	0.8231 (10)	0.051 (3)*	0.393 (14)
O10A	0.3559 (7)	0.2503 (15)	0.9449 (9)	0.065 (3)*	0.589 (11)
O10B	0.3553 (10)	0.207 (2)	0.9736 (13)	0.065 (3)*	0.411 (11)
O11	0.3656 (7)	0.1070 (13)	1.0356 (8)	0.065 (3)*	0.589 (11)
O12A	0.3189 (7)	0.3297 (13)	0.8274 (9)	0.065 (3)*	0.589 (11)
O12B	0.3275 (10)	0.3303 (19)	0.8697 (13)	0.065 (3)*	0.411 (11)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Hg1	0.0496 (4)	0.0137 (3)	0.0270 (3)	0.000	0.0284 (3)	0.000
Hg2	0.0327 (3)	0.0246 (3)	0.0260 (3)	−0.00181 (18)	0.0151 (2)	0.00260 (18)
Al1	0.0333 (18)	0.0134 (15)	0.0265 (17)	−0.0028 (13)	0.0205 (15)	−0.0061 (13)
I1	0.0545 (5)	0.0325 (5)	0.0397 (5)	0.0137 (4)	0.0262 (4)	0.0011 (4)
I2	0.0474 (5)	0.0504 (6)	0.0377 (5)	0.0063 (4)	0.0307 (4)	0.0115 (4)
I3	0.0520 (6)	0.0303 (5)	0.0512 (6)	0.0036 (4)	0.0179 (5)	−0.0103 (4)
O1	0.037 (4)	0.012 (4)	0.024 (4)	−0.003 (3)	0.020 (4)	−0.006 (3)
O2	0.039 (5)	0.010 (4)	0.044 (5)	−0.005 (3)	0.030 (4)	−0.009 (3)
O3	0.032 (4)	0.018 (4)	0.026 (4)	0.000 (3)	0.017 (4)	−0.007 (3)
O4	0.036 (5)	0.025 (4)	0.031 (4)	0.000 (3)	0.026 (4)	−0.007 (3)
O5	0.034 (4)	0.015 (4)	0.025 (4)	−0.001 (3)	0.018 (4)	−0.006 (3)
O6	0.035 (4)	0.009 (4)	0.034 (4)	−0.004 (3)	0.021 (4)	−0.008 (3)
N1	0.046 (5)	0.009 (4)	0.026 (4)	0.000 (4)	0.022 (4)	−0.004 (3)
N2	0.029 (5)	0.031 (6)	0.031 (5)	−0.006 (4)	0.016 (5)	−0.003 (4)
N3	0.043 (5)	0.017 (4)	0.018 (4)	−0.001 (4)	0.014 (4)	0.000 (4)
C1	0.040 (6)	0.012 (5)	0.026 (4)	0.000 (4)	0.021 (4)	−0.004 (4)
C2	0.031 (6)	0.034 (7)	0.022 (6)	−0.001 (5)	0.016 (5)	−0.002 (5)
C3	0.037 (6)	0.011 (5)	0.024 (5)	−0.005 (4)	0.021 (5)	−0.006 (4)
C4	0.044 (7)	0.025 (6)	0.031 (6)	0.003 (5)	0.023 (6)	−0.005 (5)
C5	0.047 (6)	0.033 (6)	0.023 (5)	0.009 (5)	0.021 (5)	0.002 (5)
C6	0.036 (6)	0.009 (4)	0.027 (5)	−0.001 (4)	0.020 (5)	−0.005 (4)
C7	0.028 (6)	0.012 (5)	0.024 (5)	−0.001 (4)	0.015 (5)	−0.004 (4)
C8	0.028 (6)	0.011 (5)	0.035 (6)	−0.006 (4)	0.020 (5)	−0.011 (5)
C9	0.046 (7)	0.017 (5)	0.034 (6)	0.000 (4)	0.032 (6)	−0.008 (4)
C10	0.059 (9)	0.024 (7)	0.055 (8)	−0.012 (6)	0.045 (7)	0.000 (6)
C11	0.041 (8)	0.024 (7)	0.054 (8)	−0.009 (6)	0.027 (7)	−0.009 (6)
C12	0.037 (7)	0.035 (7)	0.054 (8)	−0.007 (6)	0.029 (7)	−0.018 (6)
C13	0.032 (6)	0.023 (6)	0.027 (6)	0.004 (5)	0.016 (5)	0.000 (5)
C14	0.045 (8)	0.023 (7)	0.065 (9)	−0.003 (6)	0.031 (7)	−0.006 (6)
C15	0.038 (7)	0.026 (7)	0.076 (10)	−0.002 (6)	0.032 (7)	−0.004 (7)
C16	0.034 (6)	0.021 (6)	0.028 (6)	−0.007 (5)	0.022 (5)	−0.009 (4)
C17	0.047 (7)	0.023 (6)	0.032 (6)	−0.003 (5)	0.025 (6)	−0.009 (5)
C18	0.045 (8)	0.049 (9)	0.033 (7)	−0.018 (6)	0.020 (6)	−0.004 (6)
C19	0.040 (7)	0.026 (6)	0.037 (7)	−0.004 (5)	0.030 (6)	−0.009 (5)
C20	0.055 (9)	0.079 (11)	0.029 (7)	−0.022 (8)	0.028 (7)	−0.008 (7)
C21	0.039 (6)	0.024 (5)	0.018 (5)	0.000 (4)	0.019 (4)	−0.004 (4)
C22	0.032 (6)	0.018 (5)	0.025 (5)	−0.001 (4)	0.018 (4)	−0.002 (4)
C23	0.028 (5)	0.016 (5)	0.019 (5)	0.003 (4)	0.011 (4)	0.003 (4)
C24	0.049 (8)	0.030 (7)	0.029 (6)	−0.016 (6)	0.027 (6)	−0.009 (5)
C25	0.054 (8)	0.026 (6)	0.031 (7)	−0.012 (6)	0.030 (6)	−0.004 (5)
C26	0.036 (5)	0.011 (4)	0.024 (4)	−0.010 (4)	0.022 (4)	−0.003 (4)
C27	0.039 (5)	0.018 (5)	0.028 (5)	−0.004 (4)	0.025 (4)	−0.001 (4)
C28	0.044 (7)	0.008 (5)	0.024 (6)	−0.002 (5)	0.019 (5)	−0.003 (4)
C29	0.039 (6)	0.019 (5)	0.032 (6)	−0.005 (4)	0.027 (5)	−0.004 (4)
C30	0.048 (8)	0.014 (6)	0.031 (7)	0.004 (5)	0.018 (6)	0.005 (5)

Geometric parameters (Å, º)

Hg1—N1	2.355 (8)	C6—C9	1.391 (14)
Hg1—N1^i	2.355 (8)	C6—C7	1.402 (15)
Hg1—I1^i	2.6444 (9)	C7—C8	1.530 (13)
Hg1—I1	2.6444 (9)	C9—C10	1.518 (15)
Hg2—N3^ii	2.366 (9)	C11—C12	1.386 (17)
Hg2—N2	2.384 (9)	C12—C13	1.368 (16)
Hg2—I3	2.6380 (10)	C13—C14	1.382 (17)
Hg2—I2	2.6687 (10)	C13—C16	1.483 (15)
Al1—O6	1.862 (8)	C14—C15	1.391 (17)
Al1—O5	1.865 (7)	C16—C17	1.378 (16)
Al1—O3	1.870 (8)	C16—C19	1.413 (16)
Al1—O1	1.881 (7)	C17—C18	1.548 (17)
Al1—O2	1.882 (8)	C19—C20	1.506 (16)
Al1—O4	1.889 (8)	C21—C22	1.381 (15)
O1—C7	1.268 (12)	C22—C23	1.378 (15)
O2—C9	1.265 (12)	C23—C24	1.375 (15)
O3—C17	1.284 (14)	C23—C26	1.512 (14)
O4—C19	1.290 (14)	C24—C25	1.367 (16)
O5—C27	1.278 (13)	C26—C27	1.401 (15)
O6—C29	1.273 (13)	C26—C29	1.404 (15)
N1—C1	1.335 (13)	C27—C28	1.503 (14)
N1—C5	1.341 (14)	C29—C30	1.490 (16)
N2—C11	1.313 (15)	Cl1—C35	1.768 (18)
N2—C15	1.315 (15)	Cl2—C35	1.761 (18)
N3—C21	1.339 (14)	O7—C31	1.25 (2)
N3—C25	1.358 (14)	C31—C32	1.420 (16)
N3—Hg2^iii	2.366 (9)	O8—C33	1.38 (2)
C1—C2	1.375 (15)	C33—C34	1.58 (3)
C2—C3	1.400 (15)	O9A—O9B	1.55 (3)
C3—C4	1.366 (15)	O10A—O10B	1.00 (3)
C3—C6	1.510 (14)	O12A—O12B	1.03 (3)
C4—C5	1.383 (15)
N1—Hg1—N1^i	91.0 (4)	C3—C4—C5	120.2 (11)
N1—Hg1—I1^i	108.0 (2)	N1—C5—C4	122.8 (11)
N1^i—Hg1—I1^i	103.7 (2)	C9—C6—C7	120.9 (9)
N1—Hg1—I1	103.7 (2)	C9—C6—C3	120.4 (9)
N1^i—Hg1—I1	108.0 (2)	C7—C6—C3	118.6 (9)
I1^i—Hg1—I1	134.18 (5)	O1—C7—C6	123.8 (9)
N3^ii—Hg2—N2	87.7 (3)	O1—C7—C8	114.6 (9)
N3^ii—Hg2—I3	113.9 (2)	C6—C7—C8	121.5 (9)
N2—Hg2—I3	104.9 (2)	O2—C9—C6	124.9 (10)
N3^ii—Hg2—I2	102.4 (2)	O2—C9—C10	115.0 (10)
N2—Hg2—I2	102.9 (2)	C6—C9—C10	120.0 (9)
I3—Hg2—I2	134.51 (3)	N2—C11—C12	123.4 (12)
O6—Al1—O5	90.2 (3)	C13—C12—C11	120.8 (12)
O6—Al1—O3	178.4 (4)	C12—C13—C14	115.5 (11)
O5—Al1—O3	88.8 (3)	C12—C13—C16	121.3 (11)
O6—Al1—O1	89.6 (3)	C14—C13—C16	123.2 (10)
O5—Al1—O1	179.7 (3)	C13—C14—C15	120.2 (12)
O3—Al1—O1	91.4 (3)	N2—C15—C14	123.3 (13)
O6—Al1—O2	92.1 (4)	C17—C16—C19	119.9 (10)
O5—Al1—O2	90.9 (3)	C17—C16—C13	120.5 (10)
O3—Al1—O2	89.2 (4)	C19—C16—C13	119.5 (10)
O1—Al1—O2	89.3 (3)	O3—C17—C16	126.0 (11)
O6—Al1—O4	89.8 (3)	O3—C17—C18	113.3 (10)
O5—Al1—O4	92.5 (3)	C16—C17—C18	120.6 (11)
O3—Al1—O4	88.9 (4)	O4—C19—C16	123.6 (10)
O1—Al1—O4	87.3 (3)	O4—C19—C20	113.8 (10)
O2—Al1—O4	176.1 (4)	C16—C19—C20	122.6 (11)
C7—O1—Al1	128.7 (7)	N3—C21—C22	123.8 (10)
C9—O2—Al1	128.4 (7)	C23—C22—C21	118.9 (10)
C17—O3—Al1	124.1 (8)	C24—C23—C22	117.4 (10)
C19—O4—Al1	124.2 (7)	C24—C23—C26	122.6 (10)
C27—O5—Al1	129.9 (7)	C22—C23—C26	120.1 (10)
C29—O6—Al1	130.8 (7)	C25—C24—C23	121.4 (11)
C1—N1—C5	117.5 (9)	N3—C25—C24	121.5 (11)
C1—N1—Hg1	120.0 (7)	C27—C26—C29	121.5 (9)
C5—N1—Hg1	122.5 (7)	C27—C26—C23	120.2 (9)
C11—N2—C15	116.9 (11)	C29—C26—C23	118.2 (9)
C11—N2—Hg2	123.1 (8)	O5—C27—C26	124.0 (10)
C15—N2—Hg2	119.3 (8)	O5—C27—C28	115.3 (9)
C21—N3—C25	116.9 (9)	C26—C27—C28	120.7 (9)
C21—N3—Hg2^iii	119.2 (7)	O6—C29—C26	123.3 (10)
C25—N3—Hg2^iii	123.1 (8)	O6—C29—C30	115.5 (10)
N1—C1—C2	122.3 (10)	C26—C29—C30	121.2 (10)
C1—C2—C3	120.3 (10)	Cl2—C35—Cl1	102.3 (12)
C4—C3—C2	116.7 (10)	O7—C31—C32	122 (2)
C4—C3—C6	122.7 (10)	O8—C33—C34	112.8 (18)
C2—C3—C6	120.5 (9)

Symmetry codes: (i) −x, y, −z+3/2; (ii) x+1/2, −y+1/2, z+1/2; (iii) x−1/2, −y+1/2, z−1/2.