[μ-1,1'-(Butane-1,4-di-yl)di-1H-benz-imidazole-κN:N]bis-{[N,N'-bis(car-boxy-meth-yl)ethyl-enediamine-N,N'-di-acetato-κO,O',O'',N,N']mercury(II)} methanol disolvate.

The binuclear title complex, [Hg(2)(C(10)H(14)N(2)O(8))(2)(C(18)H(18)N(4))]·2CH(3)OH, lies on an inversion center with the unique Hg(II) ion coordinated in a disorted octa-hedral environment with one Hg-N bond significantly shorter than the other two. In the crystal structure, inter-molecular O-H⋯O hydrogen bonds link complex and solvent mol-ecules into a three-dimensional network.

Related literature

For the synthesis, see: Xiao et al. (2004 ▶); Xie et al. (2002 ▶). For bond lengths related mercury compounds, see: Guo & Dong (2009 ▶); Aghabozorg, et al. (2008 ▶).

Experimental

Crystal data

[Hg2(C10H14N2O8)2(C18H18N4)]·2CH4O

M = 1336.09

Monoclinic,

a = 10.274 (2) Å

b = 19.990 (3) Å

c = 11.4717 (17) Å

β = 104.035 (13)°

V = 2285.7 (7) Å3

Z = 2

Mo Kα radiation

μ = 6.79 mm−1

T = 291 K

0.24 × 0.20 × 0.18 mm

Data collection

Bruker SMART APEX diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.21, T max = 0.29

14826 measured reflections

4397 independent reflections

3744 reflections with I > 2σ(I)

R int = 0.062

Refinement

R[F 2 > 2σ(F 2)] = 0.045

wR(F 2) = 0.121

S = 1.04

4397 reflections

310 parameters

H-atom parameters constrained

Δρmax = 1.08 e Å−3

Δρmin = −1.60 e Å−3

Data collection: SMART (Bruker, 1998 ▶); cell refinement: SAINT (Bruker, 1999 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL and PLATON (Spek, 2009 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809026221/lh2830sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809026221/lh2830Isup2.hkl

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

[Hg2(C10H14N2O8)2(C18H18N4)]·2CH4O	F(000) = 1308
Mr = 1336.09	Dx = 1.941 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 2608 reflections
a = 10.274 (2) Å	θ = 2.4–25.3°
b = 19.990 (3) Å	µ = 6.79 mm−1
c = 11.4717 (17) Å	T = 291 K
β = 104.035 (13)°	Prism, colorless
V = 2285.7 (7) Å3	0.24 × 0.20 × 0.18 mm
Z = 2

Bruker SMART APEX diffractometer	4397 independent reflections
Radiation source: sealed tube	3744 reflections with I > 2σ(I)
graphite	Rint = 0.062
φ and ω scans	θmax = 26.0°, θmin = 2.9°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −12→12
Tmin = 0.21, Tmax = 0.29	k = −23→24
14826 measured reflections	l = −14→13

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)] = 0.045	H-atom parameters constrained
wR(F2) = 0.121	w = 1/[σ2(Fo2) + (0.08P)2 + 1.99P] where P = (Fo2 + 2Fc2)/3
S = 1.04	(Δ/σ)max < 0.001
4397 reflections	Δρmax = 1.08 e Å−3
310 parameters	Δρmin = −1.60 e Å−3
0 restraints	Absolute structure: Refinement
Primary atom site location: structure-invariant direct methods

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
C1	0.1031 (7)	0.0816 (3)	1.0464 (6)	0.0335 (15)
C2	0.0283 (8)	0.1117 (4)	1.1206 (6)	0.0395 (17)
H2A	−0.0216	0.1506	1.0997	0.047*
C3	0.0363 (8)	0.0778 (4)	1.2276 (7)	0.0421 (17)
H3	−0.0152	0.0924	1.2791	0.051*
C4	0.1222 (7)	0.0205 (4)	1.2612 (6)	0.0357 (15)
H4	0.1289	0.0008	1.3359	0.043*
C5	0.1937 (7)	−0.0058 (4)	1.1866 (6)	0.0370 (16)
H5	0.2490	−0.0428	1.2085	0.044*
C6	0.1803 (7)	0.0253 (4)	1.0767 (7)	0.0379 (16)
C7	0.1798 (7)	0.0552 (4)	0.8889 (7)	0.0419 (17)
H7	0.1937	0.0537	0.8118	0.050*
C8	0.3271 (7)	−0.0452 (4)	0.9728 (7)	0.0393 (16)
H8A	0.3203	−0.0567	0.8894	0.047*
H8B	0.3010	−0.0842	1.0121	0.047*
C9	0.4721 (7)	−0.0270 (4)	1.0330 (7)	0.0414 (18)
H9A	0.4770	−0.0121	1.1144	0.050*
H9B	0.5275	−0.0667	1.0376	0.050*
C10	0.0718 (8)	0.3206 (4)	0.9820 (7)	0.0406 (17)
C11	−0.0801 (8)	0.3230 (3)	0.9266 (7)	0.0349 (16)
H11A	−0.1279	0.3025	0.9806	0.042*
H11B	−0.1098	0.3690	0.9130	0.042*
C12	−0.2518 (7)	0.2659 (4)	0.7742 (7)	0.0370 (15)
H12A	−0.2759	0.2549	0.6893	0.044*
H12B	−0.3076	0.3029	0.7873	0.044*
C13	−0.2778 (7)	0.2037 (4)	0.8490 (6)	0.0321 (15)
C14	−0.0796 (8)	0.3303 (3)	0.7160 (6)	0.0348 (15)
H14A	0.0002	0.3564	0.7497	0.042*
H14B	−0.1539	0.3611	0.6894	0.042*
C15	−0.0589 (8)	0.2912 (4)	0.6100 (7)	0.0385 (16)
H15A	−0.1428	0.2700	0.5699	0.046*
H15B	−0.0341	0.3218	0.5534	0.046*
C16	0.0334 (8)	0.1861 (3)	0.5512 (7)	0.0356 (15)
H16A	0.0232	0.2068	0.4731	0.043*
H16B	0.1149	0.1595	0.5675	0.043*
C17	−0.0798 (7)	0.1425 (3)	0.5481 (6)	0.0313 (14)
C18	0.1874 (7)	0.2721 (4)	0.6685 (7)	0.0415 (17)
H18A	0.2052	0.2850	0.5923	0.050*
H18B	0.1872	0.3124	0.7154	0.050*
C19	0.2947 (7)	0.2284 (4)	0.7319 (7)	0.0363 (15)
H20A	0.2877	0.0381	0.5581	0.055*
H20B	0.4119	0.0503	0.6662	0.055*
H20C	0.4187	−0.0043	0.5697	0.055*
C20	0.3614 (9)	0.0155 (4)	0.6152 (7)	0.0436 (18)
Hg1	0.02119 (3)	0.185765 (13)	0.82144 (2)	0.03426 (13)
N1	0.1043 (6)	0.1013 (3)	0.9279 (6)	0.0395 (14)
N2	0.2331 (6)	0.0113 (3)	0.9788 (6)	0.0385 (14)
N3	−0.1082 (6)	0.2859 (3)	0.8103 (6)	0.0375 (13)
N4	0.0466 (6)	0.2392 (3)	0.6444 (5)	0.0366 (13)
O1	0.1436 (5)	0.2817 (3)	0.9589 (5)	0.0465 (13)
O2	0.1103 (5)	0.3704 (3)	1.0576 (5)	0.0414 (12)
H2	0.1924	0.3733	1.0740	0.050*
O3	−0.1763 (5)	0.1700 (3)	0.9062 (5)	0.0412 (13)
O4	−0.3977 (6)	0.1878 (3)	0.8430 (5)	0.0443 (13)
O5	−0.1373 (5)	0.1400 (3)	0.6322 (5)	0.0380 (11)
O6	−0.1182 (6)	0.1106 (3)	0.4498 (5)	0.0502 (15)
O7	0.2823 (6)	0.1763 (3)	0.7841 (6)	0.0443 (13)
O8	0.4098 (5)	0.2491 (3)	0.7194 (5)	0.0401 (12)
H8	0.4604	0.2171	0.7225	0.048*
O9	0.3170 (5)	−0.0289 (3)	0.6776 (5)	0.0415 (12)
H9	0.2418	−0.0408	0.6411	0.050*

	U11	U22	U33	U12	U13	U23
C1	0.040 (4)	0.027 (3)	0.029 (3)	−0.005 (3)	0.000 (3)	−0.007 (3)
C2	0.041 (4)	0.040 (4)	0.031 (4)	0.001 (3)	−0.004 (3)	−0.002 (3)
C3	0.041 (4)	0.042 (4)	0.046 (4)	0.004 (3)	0.015 (3)	0.010 (3)
C4	0.029 (3)	0.042 (4)	0.034 (4)	0.000 (3)	0.001 (3)	0.007 (3)
C5	0.042 (4)	0.032 (4)	0.033 (4)	0.004 (3)	0.000 (3)	0.001 (3)
C6	0.027 (3)	0.039 (4)	0.044 (4)	0.005 (3)	0.001 (3)	0.008 (3)
C7	0.038 (4)	0.040 (4)	0.046 (4)	0.010 (3)	0.007 (3)	0.006 (3)
C8	0.034 (4)	0.044 (4)	0.042 (4)	−0.005 (3)	0.014 (3)	−0.002 (3)
C9	0.032 (4)	0.046 (4)	0.050 (5)	−0.005 (3)	0.016 (3)	−0.013 (4)
C10	0.038 (4)	0.051 (5)	0.035 (4)	0.007 (3)	0.013 (3)	0.007 (3)
C11	0.039 (4)	0.030 (3)	0.038 (4)	−0.005 (3)	0.014 (3)	0.009 (3)
C12	0.040 (4)	0.036 (4)	0.037 (4)	0.011 (3)	0.013 (3)	0.009 (3)
C13	0.034 (4)	0.038 (4)	0.026 (3)	0.011 (3)	0.011 (3)	0.003 (3)
C14	0.037 (4)	0.030 (3)	0.031 (4)	−0.004 (3)	−0.005 (3)	0.000 (3)
C15	0.045 (4)	0.043 (4)	0.030 (4)	0.003 (3)	0.015 (3)	0.004 (3)
C16	0.036 (4)	0.035 (4)	0.038 (4)	−0.008 (3)	0.013 (3)	−0.002 (3)
C17	0.031 (3)	0.020 (3)	0.040 (4)	0.003 (3)	0.004 (3)	0.002 (3)
C18	0.041 (4)	0.036 (4)	0.047 (4)	−0.012 (3)	0.011 (3)	0.002 (3)
C19	0.031 (3)	0.038 (4)	0.045 (4)	−0.005 (3)	0.018 (3)	0.005 (3)
C20	0.062 (5)	0.029 (3)	0.037 (4)	−0.011 (3)	0.008 (4)	−0.001 (3)
Hg1	0.02994 (18)	0.03898 (19)	0.03433 (18)	0.00717 (11)	0.00868 (11)	0.00914 (11)
N1	0.033 (3)	0.047 (4)	0.035 (3)	0.010 (3)	0.001 (3)	0.010 (3)
N2	0.035 (3)	0.045 (3)	0.034 (3)	−0.004 (3)	0.005 (3)	0.004 (3)
N3	0.044 (3)	0.037 (3)	0.034 (3)	0.006 (3)	0.014 (3)	0.003 (3)
N4	0.032 (3)	0.045 (3)	0.032 (3)	−0.007 (3)	0.007 (2)	0.000 (3)
O1	0.036 (3)	0.061 (4)	0.039 (3)	0.005 (3)	0.001 (2)	−0.007 (3)
O2	0.028 (3)	0.053 (3)	0.049 (3)	−0.004 (2)	0.020 (2)	−0.002 (3)
O3	0.042 (3)	0.044 (3)	0.041 (3)	0.012 (2)	0.017 (2)	0.024 (2)
O4	0.033 (3)	0.057 (4)	0.042 (3)	0.002 (2)	0.008 (2)	0.015 (2)
O5	0.031 (2)	0.044 (3)	0.038 (3)	0.002 (2)	0.006 (2)	0.008 (2)
O6	0.050 (3)	0.056 (3)	0.050 (3)	−0.030 (3)	0.023 (3)	−0.018 (3)
O7	0.039 (3)	0.036 (3)	0.056 (4)	−0.012 (2)	0.009 (3)	0.011 (2)
O8	0.029 (2)	0.053 (3)	0.040 (3)	−0.005 (2)	0.012 (2)	0.014 (2)
O9	0.044 (3)	0.050 (3)	0.035 (3)	−0.015 (2)	0.018 (2)	−0.006 (2)

C1—C6	1.372 (10)	C13—O3	1.282 (9)
C1—C2	1.412 (11)	C14—N3	1.481 (9)
C1—N1	1.417 (9)	C14—C15	1.503 (11)
C2—C3	1.388 (10)	C14—H14A	0.9700
C2—H2A	0.9300	C14—H14B	0.9700
C3—C4	1.440 (10)	C15—N4	1.486 (10)
C3—H3	0.9300	C15—H15A	0.9700
C4—C5	1.361 (10)	C15—H15B	0.9700
C4—H4	0.9300	C16—C17	1.446 (9)
C5—C6	1.383 (10)	C16—N4	1.489 (9)
C5—H5	0.9300	C16—H16A	0.9700
C6—N2	1.389 (10)	C16—H16B	0.9700
C7—N1	1.348 (10)	C17—O5	1.248 (9)
C7—N2	1.364 (10)	C17—O6	1.271 (9)
C7—H7	0.9300	C18—C19	1.456 (11)
C8—N2	1.498 (10)	C18—N4	1.552 (9)
C8—C9	1.527 (10)	C18—H18A	0.9700
C8—H8A	0.9700	C18—H18B	0.9700
C8—H8B	0.9700	C19—O7	1.224 (9)
C9—C9i	1.509 (15)	C19—O8	1.293 (8)
C9—H9A	0.9700	C20—O9	1.291 (9)
C9—H9B	0.9700	C20—H20A	0.9822
C10—O1	1.148 (10)	C20—H20B	0.9735
C10—O2	1.316 (10)	C20—H20C	0.9611
C10—C11	1.536 (11)	Hg1—N1	2.138 (6)
C11—N3	1.492 (10)	Hg1—N4	2.364 (6)
C11—H11A	0.9700	Hg1—N3	2.390 (6)
C11—H11B	0.9700	Hg1—O3	2.473 (5)
C12—N3	1.488 (10)	Hg1—O5	2.547 (5)
C12—C13	1.569 (10)	Hg1—O1	2.604 (6)
C12—H12A	0.9700	O2—H2	0.8200
C12—H12B	0.9700	O8—H8	0.8200
C13—O4	1.258 (9)	O9—H9	0.8200
C6—C1—C2	124.2 (7)	C17—C16—N4	112.3 (6)
C6—C1—N1	109.3 (6)	C17—C16—H16A	109.1
C2—C1—N1	126.3 (6)	N4—C16—H16A	109.1
C3—C2—C1	113.6 (7)	C17—C16—H16B	109.1
C3—C2—H2A	123.2	N4—C16—H16B	109.1
C1—C2—H2A	123.2	H16A—C16—H16B	107.9
C2—C3—C4	121.8 (7)	O5—C17—O6	124.2 (6)
C2—C3—H3	119.1	O5—C17—C16	122.2 (6)
C4—C3—H3	119.1	O6—C17—C16	113.5 (6)
C5—C4—C3	121.9 (7)	C19—C18—N4	113.2 (6)
C5—C4—H4	119.1	C19—C18—H18A	108.9
C3—C4—H4	119.1	N4—C18—H18A	108.9
C4—C5—C6	116.7 (7)	C19—C18—H18B	108.9
C4—C5—H5	121.6	N4—C18—H18B	108.9
C6—C5—H5	121.6	H18A—C18—H18B	107.7
C1—C6—C5	121.6 (7)	O7—C19—O8	122.2 (7)
C1—C6—N2	106.0 (6)	O7—C19—C18	126.9 (7)
C5—C6—N2	132.4 (7)	O8—C19—C18	110.8 (6)
N1—C7—N2	110.3 (7)	O9—C20—H20A	111.4
N1—C7—H7	124.9	O9—C20—H20B	111.5
N2—C7—H7	124.9	H20A—C20—H20B	106.6
N2—C8—C9	111.6 (6)	O9—C20—H20C	111.3
N2—C8—H8A	109.3	H20A—C20—H20C	107.5
C9—C8—H8A	109.3	H20B—C20—H20C	108.3
N2—C8—H8B	109.3	N1—Hg1—N4	137.4 (2)
C9—C8—H8B	109.3	N1—Hg1—N3	146.4 (2)
H8A—C8—H8B	108.0	N4—Hg1—N3	75.6 (2)
C9i—C9—C8	113.0 (9)	N1—Hg1—O3	85.8 (2)
C9i—C9—H9A	109.0	N4—Hg1—O3	131.86 (19)
C8—C9—H9A	109.0	N3—Hg1—O3	68.26 (19)
C9i—C9—H9B	109.0	N1—Hg1—O5	106.7 (2)
C8—C9—H9B	109.0	N4—Hg1—O5	67.09 (18)
H9A—C9—H9B	107.8	N3—Hg1—O5	91.30 (19)
O1—C10—O2	123.9 (8)	O3—Hg1—O5	82.73 (18)
O1—C10—C11	124.8 (8)	N1—Hg1—O1	99.7 (2)
O2—C10—C11	111.3 (6)	N4—Hg1—O1	92.9 (2)
N3—C11—C10	108.2 (6)	N3—Hg1—O1	66.2 (2)
N3—C11—H11A	110.1	O3—Hg1—O1	100.25 (19)
C10—C11—H11A	110.1	O5—Hg1—O1	153.57 (18)
N3—C11—H11B	110.1	C7—N1—C1	105.6 (6)
C10—C11—H11B	110.1	C7—N1—Hg1	122.1 (5)
H11A—C11—H11B	108.4	C1—N1—Hg1	132.2 (5)
N3—C12—C13	110.5 (6)	C7—N2—C6	108.5 (6)
N3—C12—H12A	109.5	C7—N2—C8	126.6 (6)
C13—C12—H12A	109.5	C6—N2—C8	124.9 (6)
N3—C12—H12B	109.5	C14—N3—C12	108.5 (6)
C13—C12—H12B	109.5	C14—N3—C11	109.0 (5)
H12A—C12—H12B	108.1	C12—N3—C11	110.2 (6)
O4—C13—O3	124.0 (7)	C14—N3—Hg1	109.5 (4)
O4—C13—C12	117.8 (6)	C12—N3—Hg1	106.9 (4)
O3—C13—C12	118.1 (6)	C11—N3—Hg1	112.6 (4)
N3—C14—C15	111.8 (6)	C15—N4—C16	112.1 (6)
N3—C14—H14A	109.2	C15—N4—C18	109.8 (6)
C15—C14—H14A	109.2	C16—N4—C18	110.4 (6)
N3—C14—H14B	109.2	C15—N4—Hg1	108.6 (4)
C15—C14—H14B	109.2	C16—N4—Hg1	106.5 (4)
H14A—C14—H14B	107.9	C18—N4—Hg1	109.3 (4)
N4—C15—C14	112.7 (6)	C10—O1—Hg1	113.3 (6)
N4—C15—H15A	109.1	C10—O2—H2	109.5
C14—C15—H15A	109.1	C13—O3—Hg1	112.0 (4)
N4—C15—H15B	109.1	C17—O5—Hg1	108.7 (4)
C14—C15—H15B	109.1	C19—O8—H8	109.5
H15A—C15—H15B	107.8	C20—O9—H9	109.5
C6—C1—C2—C3	−1.8 (11)	O5—Hg1—N3—C14	−76.7 (5)
N1—C1—C2—C3	173.8 (7)	O1—Hg1—N3—C14	89.0 (5)
C1—C2—C3—C4	4.6 (11)	N1—Hg1—N3—C12	−83.0 (6)
C2—C3—C4—C5	−4.0 (12)	N4—Hg1—N3—C12	106.5 (4)
C3—C4—C5—C6	0.1 (11)	O3—Hg1—N3—C12	−41.0 (4)
C2—C1—C6—C5	−1.9 (11)	O5—Hg1—N3—C12	40.6 (4)
N1—C1—C6—C5	−178.2 (7)	O1—Hg1—N3—C12	−153.7 (5)
C2—C1—C6—N2	178.3 (7)	N1—Hg1—N3—C11	38.1 (7)
N1—C1—C6—N2	2.0 (8)	N4—Hg1—N3—C11	−132.3 (5)
C4—C5—C6—C1	2.7 (11)	O3—Hg1—N3—C11	80.1 (5)
C4—C5—C6—N2	−177.5 (8)	O5—Hg1—N3—C11	161.8 (4)
N2—C8—C9—C9i	−67.0 (10)	O1—Hg1—N3—C11	−32.5 (4)
O1—C10—C11—N3	−21.5 (10)	C14—C15—N4—C16	159.3 (6)
O2—C10—C11—N3	156.8 (6)	C14—C15—N4—C18	−77.6 (8)
N3—C12—C13—O4	168.5 (6)	C14—C15—N4—Hg1	41.9 (7)
N3—C12—C13—O3	−15.8 (9)	C17—C16—N4—C15	−72.5 (8)
N3—C14—C15—N4	−54.6 (8)	C17—C16—N4—C18	164.8 (6)
N4—C16—C17—O5	−16.4 (10)	C17—C16—N4—Hg1	46.2 (7)
N4—C16—C17—O6	159.9 (6)	C19—C18—N4—C15	165.0 (6)
N4—C18—C19—O7	−14.0 (12)	C19—C18—N4—C16	−71.0 (8)
N4—C18—C19—O8	161.4 (6)	C19—C18—N4—Hg1	45.9 (7)
N2—C7—N1—C1	−4.4 (8)	N1—Hg1—N4—C15	171.9 (5)
N2—C7—N1—Hg1	172.8 (5)	N3—Hg1—N4—C15	−15.9 (5)
C6—C1—N1—C7	1.4 (8)	O3—Hg1—N4—C15	26.0 (6)
C2—C1—N1—C7	−174.8 (7)	O5—Hg1—N4—C15	81.8 (5)
C6—C1—N1—Hg1	−175.4 (5)	O1—Hg1—N4—C15	−80.5 (5)
C2—C1—N1—Hg1	8.4 (11)	N1—Hg1—N4—C16	51.0 (6)
N4—Hg1—N1—C7	−12.1 (8)	N3—Hg1—N4—C16	−136.8 (5)
N3—Hg1—N1—C7	−178.3 (5)	O3—Hg1—N4—C16	−94.9 (5)
O3—Hg1—N1—C7	143.1 (6)	O5—Hg1—N4—C16	−39.1 (4)
O5—Hg1—N1—C7	62.0 (6)	O1—Hg1—N4—C16	158.6 (4)
O1—Hg1—N1—C7	−117.2 (6)	N1—Hg1—N4—C18	−68.3 (6)
N4—Hg1—N1—C1	164.2 (5)	N3—Hg1—N4—C18	103.8 (5)
N3—Hg1—N1—C1	−2.0 (9)	O3—Hg1—N4—C18	145.8 (4)
O3—Hg1—N1—C1	−40.6 (6)	O5—Hg1—N4—C18	−158.5 (5)
O5—Hg1—N1—C1	−121.7 (6)	O1—Hg1—N4—C18	39.3 (5)
O1—Hg1—N1—C1	59.1 (7)	O2—C10—O1—Hg1	174.3 (6)
N1—C7—N2—C6	5.8 (9)	C11—C10—O1—Hg1	−7.6 (10)
N1—C7—N2—C8	−177.3 (6)	N1—Hg1—O1—C10	−125.7 (6)
C1—C6—N2—C7	−4.7 (8)	N4—Hg1—O1—C10	95.2 (6)
C5—C6—N2—C7	175.6 (8)	N3—Hg1—O1—C10	22.3 (6)
C1—C6—N2—C8	178.3 (6)	O3—Hg1—O1—C10	−38.2 (6)
C5—C6—N2—C8	−1.4 (13)	O5—Hg1—O1—C10	56.1 (8)
C9—C8—N2—C7	100.6 (9)	O4—C13—O3—Hg1	153.3 (6)
C9—C8—N2—C6	−82.9 (9)	C12—C13—O3—Hg1	−22.1 (8)
C15—C14—N3—C12	−79.7 (7)	N1—Hg1—O3—C13	−166.5 (5)
C15—C14—N3—C11	160.2 (6)	N4—Hg1—O3—C13	−9.0 (6)
C15—C14—N3—Hg1	36.6 (7)	N3—Hg1—O3—C13	35.3 (5)
C13—C12—N3—C14	163.5 (6)	O5—Hg1—O3—C13	−59.1 (5)
C13—C12—N3—C11	−77.1 (7)	O1—Hg1—O3—C13	94.4 (5)
C13—C12—N3—Hg1	45.5 (6)	O6—C17—O5—Hg1	163.8 (6)
C10—C11—N3—C14	−80.9 (7)	C16—C17—O5—Hg1	−20.2 (8)
C10—C11—N3—C12	160.1 (6)	N1—Hg1—O5—C17	−101.6 (5)
C10—C11—N3—Hg1	40.9 (6)	N4—Hg1—O5—C17	33.4 (4)
N1—Hg1—N3—C14	159.6 (5)	N3—Hg1—O5—C17	107.1 (5)
N4—Hg1—N3—C14	−10.8 (4)	O3—Hg1—O5—C17	175.0 (5)
O3—Hg1—N3—C14	−158.4 (5)	O1—Hg1—O5—C17	76.6 (6)

D—H···A	D—H	H···A	D···A	D—H···A
O2—H2···O5ii	0.82	1.74	2.534 (7)	164
O8—H8···O4iii	0.82	1.84	2.462 (7)	131
O9—H9···O6iv	0.82	2.00	2.744 (7)	150

Table 1

Selected bond lengths (Å)

Hg1—N1	2.138 (6)
Hg1—N4	2.364 (6)
Hg1—N3	2.390 (6)
Hg1—O3	2.473 (5)
Hg1—O5	2.547 (5)
Hg1—O1	2.604 (6)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O2—H2⋯O5i	0.82	1.74	2.534 (7)	164
O8—H8⋯O4ii	0.82	1.84	2.462 (7)	131
O9—H9⋯O6iii	0.82	2.00	2.744 (7)	150

Symmetry codes: (i) ; (ii) ; (iii) .