Bis{μ-2,5-bis-[4-(2-pyridylmethyl-amino)phen-yl]-1,3,4-oxadiazole}bis-[dichlorido-mercury(II)].

In the title centrosymmetric compound, [Hg(2)Cl(4)(C(26)H(22)N(6)O)(2)], each Hg(II) center adopts a distorted HgN(3)Cl(2) trigonal bipyramidal coordination geometry, formed by two pyridine N atoms, one imine N atom and two chloride anions. Within the organic ligand, the oxadiazole ring is nearly coplanar with the two benzene rings [dihedral angles = 5.9 (4) and 6.5 (4)°] and nearly perpendicular to the two pyridine rings with the same dihedral angle of 77.4 (4)°. The two organic ligands bridge two Hg(II) ions to form the macrocyclic complex. Inter-molecular N-H⋯Cl and N-H⋯N hydrogen bonding helps to stabilize the crystal structure.

Related literature

For general background, see: Dong et al. (2003 ▶). For related structures, see: Gallagher et al. (1999 ▶); Grupce et al. (1999 ▶). For synthesis, see: Ren et al. (1995 ▶).

Experimental

Crystal data

[Hg2Cl4(C26H22N6O)2]

M = 1411.98

Triclinic,

a = 8.5426 (19) Å

b = 9.945 (2) Å

c = 16.533 (4) Å

α = 83.773 (3)°

β = 80.001 (3)°

γ = 67.671 (2)°

V = 1278.2 (5) Å3

Z = 1

Mo Kα radiation

μ = 6.26 mm−1

T = 298 (2) K

0.40 × 0.40 × 0.30 mm

Data collection

Bruker SMART APEX CCD diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 2002 ▶) T min = 0.113, T max = 0.153

6681 measured reflections

4652 independent reflections

3878 reflections with I > 2σ(I)

R int = 0.023

Refinement

R[F 2 > 2σ(F 2)] = 0.044

wR(F 2) = 0.118

S = 1.04

4652 reflections

325 parameters

H-atom parameters constrained

Δρmax = 2.20 e Å−3

Δρmin = −0.84 e Å−3

Data collection: SMART (Bruker, 2000 ▶); cell refinement: SAINT (Bruker, 2000 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808006788/xu2406sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808006788/xu2406Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Hg2Cl4(C26H22N6O)2]	Z = 1
Mr = 1411.98	F000 = 684
Triclinic, P1	Dx = 1.834 Mg m−3
Hall symbol: -P 1	Mo Kα radiation λ = 0.71073 Å
a = 8.5426 (19) Å	Cell parameters from 2786 reflections
b = 9.945 (2) Å	θ = 2.5–25.6º
c = 16.533 (4) Å	µ = 6.26 mm−1
α = 83.773 (3)º	T = 298 (2) K
β = 80.001 (3)º	Block, yellow
γ = 67.671 (2)º	0.40 × 0.40 × 0.30 mm
V = 1278.2 (5) Å3

Bruker SMART APEX CCD diffractometer	4652 independent reflections
Radiation source: fine-focus sealed tube	3878 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.023
T = 298(2) K	θmax = 25.5º
φ and ω scans	θmin = 1.3º
Absorption correction: multi-scan(SADABS; Sheldrick, 2002)	h = −10→10
Tmin = 0.113, Tmax = 0.153	k = −12→11
6681 measured reflections	l = −20→12

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.044	H-atom parameters constrained
wR(F2) = 0.118	w = 1/[σ2(Fo2) + (0.0677P)2 + 1.1058P] where P = (Fo2 + 2Fc2)/3
S = 1.04	(Δ/σ)max = 0.001
4652 reflections	Δρmax = 2.20 e Å−3
325 parameters	Δρmin = −0.84 e Å−3
Primary atom site location: structure-invariant direct methods	Extinction correction: none

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

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

	x	y	z	Uiso*/Ueq
N6	0.7661 (9)	−0.1644 (7)	−0.4018 (4)	0.0529 (16)
C5	0.6054 (9)	−0.1027 (8)	−0.3635 (4)	0.0418 (16)
C6	0.5468 (11)	−0.2001 (8)	−0.2981 (4)	0.0516 (19)
H6A	0.5341	−0.2764	−0.3251	0.062*
H6B	0.6356	−0.2462	−0.2636	0.062*
N5	0.3889 (8)	−0.1271 (7)	−0.2465 (4)	0.0495 (15)
H5	0.2971	−0.1354	−0.2559	0.059*
C7	0.3785 (9)	−0.0447 (7)	−0.1829 (4)	0.0399 (15)
Hg1	0.95952 (4)	0.33183 (3)	0.324081 (19)	0.05155 (14)
Cl1	1.0242 (3)	0.1191 (2)	0.25208 (17)	0.0723 (6)
Cl2	0.6820 (3)	0.4107 (3)	0.41247 (15)	0.0854 (8)
O1	0.4543 (5)	0.2726 (5)	0.0143 (3)	0.0354 (10)
N3	0.8599 (7)	0.5232 (6)	0.2061 (3)	0.0371 (12)
H3	0.9511	0.5157	0.1666	0.045*
C19	0.7868 (8)	0.4113 (8)	0.1043 (4)	0.0413 (16)
H19	0.9008	0.3795	0.0803	0.050*
C13	0.3210 (8)	0.2390 (7)	0.0028 (4)	0.0380 (15)
C14	0.3883 (8)	0.3660 (7)	0.0762 (4)	0.0356 (14)
C18	0.7341 (8)	0.4991 (7)	0.1714 (4)	0.0363 (14)
C9	0.4933 (9)	0.0866 (8)	−0.1119 (4)	0.0419 (16)
H9	0.5837	0.1135	−0.1062	0.050*
C11	0.2122 (8)	0.0950 (8)	−0.0669 (4)	0.0421 (16)
H11	0.1104	0.1278	−0.0308	0.051*
C10	0.3426 (8)	0.1393 (8)	−0.0594 (4)	0.0368 (14)
N2	0.2294 (7)	0.3897 (7)	0.1005 (4)	0.0472 (15)
C15	0.5034 (8)	0.4177 (7)	0.1072 (4)	0.0347 (14)
C16	0.4485 (8)	0.5123 (8)	0.1708 (4)	0.0412 (16)
H16	0.3331	0.5495	0.1924	0.049*
C12	0.2300 (9)	0.0027 (8)	−0.1270 (4)	0.0436 (16)
H12	0.1413	−0.0282	−0.1301	0.052*
C21	0.8165 (10)	0.6524 (7)	0.2504 (5)	0.0481 (18)
H21A	0.7151	0.6637	0.2903	0.058*
H21B	0.7898	0.7365	0.2123	0.058*
N1	0.1858 (7)	0.3049 (8)	0.0520 (4)	0.0508 (16)
C23	1.0048 (10)	0.7665 (8)	0.2940 (5)	0.0516 (19)
H23	0.9519	0.8514	0.2637	0.062*
C20	0.6746 (8)	0.3714 (8)	0.0733 (4)	0.0404 (15)
H20	0.7131	0.3121	0.0286	0.048*
C4	0.5020 (11)	0.0367 (9)	−0.3836 (5)	0.0547 (19)
H4	0.3909	0.0769	−0.3564	0.066*
N4	1.0367 (7)	0.5233 (6)	0.3357 (3)	0.0420 (13)
C22	0.9585 (9)	0.6475 (7)	0.2942 (4)	0.0401 (15)
C25	1.2047 (10)	0.6336 (9)	0.3837 (5)	0.055 (2)
H25	1.2881	0.6265	0.4151	0.066*
C17	0.5620 (9)	0.5517 (8)	0.2022 (4)	0.0432 (16)
H17	0.5226	0.6150	0.2451	0.052*
C3	0.5663 (14)	0.1169 (10)	−0.4453 (6)	0.067 (2)
H3A	0.5009	0.2133	−0.4581	0.080*
C8	0.5139 (8)	−0.0050 (8)	−0.1727 (4)	0.0415 (16)
H8	0.6178	−0.0405	−0.2071	0.050*
C1	0.8213 (13)	−0.0863 (11)	−0.4622 (6)	0.069 (2)
H1	0.9318	−0.1286	−0.4897	0.083*
C24	1.1299 (11)	0.7583 (9)	0.3391 (5)	0.058 (2)
H24	1.1628	0.8373	0.3391	0.069*
C26	1.1544 (9)	0.5180 (8)	0.3812 (4)	0.0481 (17)
H26	1.2039	0.4332	0.4124	0.058*
C2	0.7255 (14)	0.0522 (11)	−0.4864 (6)	0.070 (3)
H2	0.7688	0.1012	−0.5302	0.084*

	U11	U22	U33	U12	U13	U23
N6	0.064 (4)	0.042 (4)	0.052 (4)	−0.020 (3)	−0.011 (3)	0.011 (3)
C5	0.052 (4)	0.034 (4)	0.043 (4)	−0.017 (3)	−0.012 (3)	−0.006 (3)
C6	0.071 (5)	0.036 (4)	0.045 (4)	−0.019 (4)	−0.001 (4)	−0.003 (3)
N5	0.053 (4)	0.051 (4)	0.048 (4)	−0.023 (3)	−0.006 (3)	−0.012 (3)
C7	0.047 (4)	0.024 (3)	0.048 (4)	−0.013 (3)	−0.011 (3)	0.004 (3)
Hg1	0.0623 (2)	0.03300 (18)	0.0642 (2)	−0.02039 (14)	−0.02216 (14)	0.00926 (13)
Cl1	0.0659 (13)	0.0379 (11)	0.122 (2)	−0.0203 (10)	−0.0315 (12)	−0.0090 (11)
Cl2	0.0705 (14)	0.104 (2)	0.0654 (15)	−0.0260 (14)	−0.0016 (11)	0.0254 (13)
O1	0.030 (2)	0.039 (3)	0.039 (3)	−0.0149 (19)	−0.0056 (18)	−0.0019 (19)
N3	0.040 (3)	0.035 (3)	0.038 (3)	−0.016 (2)	−0.007 (2)	−0.001 (2)
C19	0.030 (3)	0.046 (4)	0.042 (4)	−0.009 (3)	0.000 (3)	−0.005 (3)
C13	0.036 (3)	0.039 (4)	0.041 (4)	−0.015 (3)	−0.011 (3)	0.004 (3)
C14	0.034 (3)	0.036 (4)	0.034 (4)	−0.010 (3)	−0.002 (3)	0.000 (3)
C18	0.041 (4)	0.034 (4)	0.036 (4)	−0.016 (3)	−0.008 (3)	0.004 (3)
C9	0.037 (4)	0.041 (4)	0.049 (4)	−0.016 (3)	−0.012 (3)	0.005 (3)
C11	0.034 (3)	0.048 (4)	0.043 (4)	−0.014 (3)	−0.005 (3)	−0.001 (3)
C10	0.035 (3)	0.042 (4)	0.036 (4)	−0.017 (3)	−0.012 (3)	0.004 (3)
N2	0.040 (3)	0.055 (4)	0.050 (4)	−0.020 (3)	0.002 (3)	−0.019 (3)
C15	0.031 (3)	0.037 (4)	0.035 (3)	−0.012 (3)	−0.007 (3)	0.006 (3)
C16	0.035 (3)	0.045 (4)	0.039 (4)	−0.011 (3)	−0.004 (3)	−0.004 (3)
C12	0.039 (4)	0.046 (4)	0.050 (4)	−0.021 (3)	−0.008 (3)	−0.002 (3)
C21	0.057 (4)	0.027 (4)	0.065 (5)	−0.013 (3)	−0.031 (4)	0.005 (3)
N1	0.035 (3)	0.070 (5)	0.055 (4)	−0.026 (3)	0.000 (3)	−0.022 (3)
C23	0.065 (5)	0.029 (4)	0.065 (5)	−0.014 (3)	−0.027 (4)	−0.001 (3)
C20	0.042 (4)	0.039 (4)	0.041 (4)	−0.015 (3)	−0.007 (3)	−0.005 (3)
C4	0.071 (5)	0.045 (5)	0.053 (5)	−0.022 (4)	−0.021 (4)	−0.001 (4)
N4	0.045 (3)	0.039 (3)	0.044 (3)	−0.013 (3)	−0.017 (3)	0.000 (3)
C22	0.049 (4)	0.029 (3)	0.040 (4)	−0.011 (3)	−0.011 (3)	−0.001 (3)
C25	0.057 (5)	0.055 (5)	0.059 (5)	−0.017 (4)	−0.027 (4)	−0.011 (4)
C17	0.045 (4)	0.041 (4)	0.042 (4)	−0.014 (3)	−0.003 (3)	−0.009 (3)
C3	0.094 (7)	0.042 (5)	0.071 (6)	−0.025 (5)	−0.040 (5)	0.017 (4)
C8	0.035 (3)	0.044 (4)	0.043 (4)	−0.010 (3)	−0.011 (3)	0.001 (3)
C1	0.072 (6)	0.076 (7)	0.062 (6)	−0.034 (5)	−0.014 (4)	0.014 (5)
C24	0.068 (5)	0.042 (5)	0.072 (5)	−0.023 (4)	−0.025 (4)	−0.009 (4)
C26	0.055 (4)	0.034 (4)	0.050 (4)	−0.006 (3)	−0.019 (3)	0.000 (3)
C2	0.096 (7)	0.077 (7)	0.060 (5)	−0.057 (6)	−0.032 (5)	0.028 (5)

N6—C1	1.330 (11)	C11—C10	1.373 (9)
N6—C5	1.343 (10)	C11—C12	1.375 (10)
C5—C4	1.372 (11)	C11—H11	0.9300
C5—C6	1.520 (10)	N2—N1	1.407 (8)
C6—N5	1.437 (10)	C15—C16	1.385 (9)
C6—H6A	0.9700	C15—C20	1.388 (9)
C6—H6B	0.9700	C16—C17	1.368 (10)
N5—C7	1.373 (9)	C16—H16	0.9300
N5—H5	0.8600	C12—H12	0.9300
C7—C12	1.385 (10)	C21—C22	1.500 (10)
C7—C8	1.397 (9)	C21—H21A	0.9700
Hg1—Cl1	2.373 (2)	C21—H21B	0.9700
Hg1—Cl2	2.451 (2)	C23—C24	1.379 (11)
Hg1—N3	2.587 (6)	C23—C22	1.383 (10)
Hg1—N4	2.275 (6)	C23—H23	0.9300
Hg1—N6i	2.745 (7)	C20—H20	0.9300
O1—C13	1.350 (7)	C4—C3	1.394 (12)
O1—C14	1.355 (7)	C4—H4	0.9300
N3—C18	1.408 (8)	N4—C22	1.338 (9)
N3—C21	1.440 (9)	N4—C26	1.340 (9)
N3—H3	0.9100	C25—C24	1.361 (12)
C19—C20	1.358 (9)	C25—C26	1.378 (11)
C19—C18	1.390 (9)	C25—H25	0.9300
C19—H19	0.9300	C17—H17	0.9300
C13—N1	1.280 (9)	C3—C2	1.354 (14)
C13—C10	1.446 (9)	C3—H3A	0.9300
C14—N2	1.284 (8)	C8—H8	0.9300
C14—C15	1.452 (9)	C1—C2	1.365 (14)
C18—C17	1.381 (10)	C1—H1	0.9300
C9—C10	1.373 (10)	C24—H24	0.9300
C9—C8	1.374 (10)	C26—H26	0.9300
C9—H9	0.9300	C2—H2	0.9300
C1—N6—C5	117.3 (7)	C16—C15—C20	117.9 (6)
N6—C5—C4	122.1 (7)	C16—C15—C14	122.2 (6)
N6—C5—C6	114.8 (6)	C20—C15—C14	119.9 (6)
C4—C5—C6	123.0 (7)	C17—C16—C15	120.8 (6)
N5—C6—C5	114.9 (6)	C17—C16—H16	119.6
N5—C6—H6A	108.5	C15—C16—H16	119.6
C5—C6—H6A	108.5	C11—C12—C7	120.7 (6)
N5—C6—H6B	108.5	C11—C12—H12	119.6
C5—C6—H6B	108.5	C7—C12—H12	119.6
H6A—C6—H6B	107.5	N3—C21—C22	112.4 (6)
C7—N5—C6	122.8 (6)	N3—C21—H21A	109.1
C7—N5—H5	118.6	C22—C21—H21A	109.1
C6—N5—H5	118.6	N3—C21—H21B	109.1
N5—C7—C12	120.0 (6)	C22—C21—H21B	109.1
N5—C7—C8	121.8 (6)	H21A—C21—H21B	107.9
C12—C7—C8	118.1 (6)	C13—N1—N2	106.8 (5)
N4—Hg1—Cl1	145.19 (16)	C24—C23—C22	119.5 (7)
N4—Hg1—Cl2	99.31 (16)	C24—C23—H23	120.3
Cl1—Hg1—Cl2	114.87 (10)	C22—C23—H23	120.3
N4—Hg1—N3	70.81 (18)	C19—C20—C15	121.1 (6)
Cl1—Hg1—N3	98.44 (13)	C19—C20—H20	119.5
Cl2—Hg1—N3	95.30 (13)	C15—C20—H20	119.5
N4—Hg1—N6i	86.73 (19)	C5—C4—C3	118.9 (8)
Cl1—Hg1—N6i	84.60 (15)	C5—C4—H4	120.6
Cl2—Hg1—N6i	115.31 (15)	C3—C4—H4	120.6
N3—Hg1—N6i	144.82 (18)	C22—N4—C26	119.0 (6)
C13—O1—C14	103.7 (5)	C22—N4—Hg1	117.2 (4)
C18—N3—C21	120.2 (5)	C26—N4—Hg1	123.8 (5)
C18—N3—Hg1	110.2 (4)	N4—C22—C23	120.9 (7)
C21—N3—Hg1	98.4 (4)	N4—C22—C21	117.1 (6)
C18—N3—H3	109.1	C23—C22—C21	122.0 (6)
C21—N3—H3	109.1	C24—C25—C26	118.6 (7)
Hg1—N3—H3	109.1	C24—C25—H25	120.7
C20—C19—C18	121.1 (6)	C26—C25—H25	120.7
C20—C19—H19	119.5	C16—C17—C18	121.2 (6)
C18—C19—H19	119.5	C16—C17—H17	119.4
N1—C13—O1	111.7 (6)	C18—C17—H17	119.4
N1—C13—C10	128.3 (6)	C2—C3—C4	118.9 (8)
O1—C13—C10	120.0 (6)	C2—C3—H3A	120.6
N2—C14—O1	112.0 (6)	C4—C3—H3A	120.6
N2—C14—C15	130.1 (6)	C9—C8—C7	119.8 (6)
O1—C14—C15	117.8 (5)	C9—C8—H8	120.1
C17—C18—C19	117.8 (6)	C7—C8—H8	120.1
C17—C18—N3	124.0 (6)	N6—C1—C2	124.0 (9)
C19—C18—N3	118.1 (6)	N6—C1—H1	118.0
C10—C9—C8	121.6 (6)	C2—C1—H1	118.0
C10—C9—H9	119.2	C25—C24—C23	119.4 (7)
C8—C9—H9	119.2	C25—C24—H24	120.3
C10—C11—C12	120.9 (6)	C23—C24—H24	120.3
C10—C11—H11	119.5	N4—C26—C25	122.4 (7)
C12—C11—H11	119.5	N4—C26—H26	118.8
C11—C10—C9	118.5 (6)	C25—C26—H26	118.8
C11—C10—C13	120.4 (6)	C3—C2—C1	118.7 (9)
C9—C10—C13	121.0 (6)	C3—C2—H2	120.6
C14—N2—N1	105.8 (5)	C1—C2—H2	120.6
C1—N6—C5—C4	−1.7 (11)	C8—C7—C12—C11	4.7 (11)
C1—N6—C5—C6	177.0 (7)	C18—N3—C21—C22	170.7 (6)
N6—C5—C6—N5	168.7 (6)	Hg1—N3—C21—C22	51.3 (6)
C4—C5—C6—N5	−12.7 (11)	O1—C13—N1—N2	0.0 (8)
C5—C6—N5—C7	−77.9 (9)	C10—C13—N1—N2	−179.9 (7)
C6—N5—C7—C12	−169.2 (7)	C14—N2—N1—C13	−0.4 (8)
C6—N5—C7—C8	11.5 (11)	C18—C19—C20—C15	0.4 (11)
N4—Hg1—N3—C18	−162.2 (4)	C16—C15—C20—C19	3.5 (10)
Cl1—Hg1—N3—C18	52.0 (4)	C14—C15—C20—C19	−176.2 (6)
Cl2—Hg1—N3—C18	−64.2 (4)	N6—C5—C4—C3	−0.4 (11)
N6i—Hg1—N3—C18	144.6 (4)	C6—C5—C4—C3	−179.0 (7)
N4—Hg1—N3—C21	−35.6 (4)	Cl1—Hg1—N4—C22	93.9 (5)
Cl1—Hg1—N3—C21	178.6 (4)	Cl2—Hg1—N4—C22	−75.3 (5)
Cl2—Hg1—N3—C21	62.4 (4)	N3—Hg1—N4—C22	17.1 (5)
N6i—Hg1—N3—C21	−88.8 (5)	N6i—Hg1—N4—C22	169.6 (5)
C14—O1—C13—N1	0.3 (8)	Cl1—Hg1—N4—C26	−86.1 (6)
C14—O1—C13—C10	−179.8 (6)	Cl2—Hg1—N4—C26	104.7 (5)
C13—O1—C14—N2	−0.6 (7)	N3—Hg1—N4—C26	−162.9 (6)
C13—O1—C14—C15	176.6 (6)	N6i—Hg1—N4—C26	−10.5 (6)
C20—C19—C18—C17	−3.9 (11)	C26—N4—C22—C23	3.9 (10)
C20—C19—C18—N3	173.1 (6)	Hg1—N4—C22—C23	−176.2 (5)
C21—N3—C18—C17	−28.4 (10)	C26—N4—C22—C21	−174.5 (6)
Hg1—N3—C18—C17	84.8 (7)	Hg1—N4—C22—C21	5.4 (8)
C21—N3—C18—C19	154.7 (7)	C24—C23—C22—N4	−1.9 (11)
Hg1—N3—C18—C19	−92.1 (6)	C24—C23—C22—C21	176.4 (7)
C12—C11—C10—C9	−1.6 (11)	N3—C21—C22—N4	−44.7 (9)
C12—C11—C10—C13	178.6 (7)	N3—C21—C22—C23	136.9 (7)
C8—C9—C10—C11	2.0 (11)	C15—C16—C17—C18	0.3 (11)
C8—C9—C10—C13	−178.2 (6)	C19—C18—C17—C16	3.6 (11)
N1—C13—C10—C11	−5.6 (12)	N3—C18—C17—C16	−173.3 (6)
O1—C13—C10—C11	174.5 (6)	C5—C4—C3—C2	3.3 (12)
N1—C13—C10—C9	174.6 (8)	C10—C9—C8—C7	0.9 (11)
O1—C13—C10—C9	−5.3 (10)	N5—C7—C8—C9	175.1 (7)
O1—C14—N2—N1	0.6 (8)	C12—C7—C8—C9	−4.3 (10)
C15—C14—N2—N1	−176.1 (7)	C5—N6—C1—C2	0.9 (13)
N2—C14—C15—C16	−2.9 (12)	C26—C25—C24—C23	0.9 (13)
O1—C14—C15—C16	−179.4 (6)	C22—C23—C24—C25	−0.6 (12)
N2—C14—C15—C20	176.7 (7)	C22—N4—C26—C25	−3.5 (11)
O1—C14—C15—C20	0.2 (9)	Hg1—N4—C26—C25	176.6 (6)
C20—C15—C16—C17	−3.8 (10)	C24—C25—C26—N4	1.1 (12)
C14—C15—C16—C17	175.8 (7)	C4—C3—C2—C1	−4.1 (13)
C10—C11—C12—C7	−1.8 (11)	N6—C1—C2—C3	2.0 (15)
N5—C7—C12—C11	−174.7 (7)

D—H···A	D—H	H···A	D···A	D—H···A
N3—H3···N2ii	0.91	2.36	3.191 (8)	152
N5—H5···Cl1iii	0.86	2.68	3.517 (7)	166

Hg1—Cl1	2.373 (2)
Hg1—Cl2	2.451 (2)
Hg1—N3	2.587 (6)
Hg1—N4	2.275 (6)
Hg1—N6i	2.745 (7)

N4—Hg1—Cl1	145.19 (16)
N4—Hg1—Cl2	99.31 (16)
Cl1—Hg1—Cl2	114.87 (10)
N4—Hg1—N3	70.81 (18)
Cl1—Hg1—N3	98.44 (13)
Cl2—Hg1—N3	95.30 (13)
N4—Hg1—N6i	86.73 (19)
Cl1—Hg1—N6i	84.60 (15)
Cl2—Hg1—N6i	115.31 (15)
N3—Hg1—N6i	144.82 (18)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N3—H3⋯N2ii	0.91	2.36	3.191 (8)	152
N5—H5⋯Cl1iii	0.86	2.68	3.517 (7)	166

Symmetry codes: (ii) ; (iii) .