Bis(μ-N,N′-di-3-pyridyl-2,6-pyridine-2,6-dicarboxamide-κ²N:N′)bis[dibrom­ido­mercury(II)] N,N-dimethyl­formamide disolvate

In the dinuclear centrosymmetric title complex, [Hg₂Br₄(C₁₇H₁₃N₅O₂)₂]·2C₃H₇NO, the Hg^II atom is coordinated by two Br atoms and two N atoms from two different ligands in a distorted tetra­hedral geometry. The solvent mol­ecule is linked to the 28-atom ring by two hydrogen bonds.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.006 Å
• R factor = 0.037
• wR factor = 0.067
• Data-to-parameter ratio = 17.8

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X)  Hg1    --  Br1     ..      10.05 su
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X)  Hg1    --  Br2     ..      24.84 su

Alert level C
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Hg1    --  N5      ..       6.16 su
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       0.65
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given .......          ?
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent .....          ?
PLAT154_ALERT_1_C The su's on the Cell Angles are Equal  (x 10000)       3000 Deg.
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for         N6
PLAT731_ALERT_1_C Bond    Calc     0.86(3), Rep   0.856(10) ......       3.00 su-Ra
              N2   -H21     1.555   1.555
PLAT731_ALERT_1_C Bond    Calc     0.86(3), Rep   0.859(10) ......       3.00 su-Ra
              N4   -H22     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.86(3), Rep   0.859(10) ......       3.00 su-Ra
              N4   -H22     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.86(3), Rep   0.856(10) ......       3.00 su-Ra
              N2   -H21     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.86(3), Rep   0.856(10) ......       3.00 su-Ra
              N2   -H21     1.555   1.555

Alert level G
FORMU01_ALERT_1_G  There is a discrepancy between the atom counts in the
            _chemical_formula_sum and _chemical_formula_moiety. This is
            usually due to the moiety formula being in the wrong format.
            Atom count from _chemical_formula_sum:   C40 H40 Br4 Hg2 N12 O6
            Atom count from _chemical_formula_moiety:
ABSTM02_ALERT_3_G  When printed, the submitted absorption T values will be
            replaced by the scaled T values. Since the ratio of scaled T's
            is identical to the ratio of reported T values, the scaling
            does not imply a change to the absorption corrections used in
            the study.
            Ratio of Tmax expected/reported      0.650
            Tmax scaled      0.183 Tmin scaled      0.156
PLAT860_ALERT_3_G Note: Number of Least-Squares Restraints .......          2
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature .        293 K

   0 ALERT level A = In general: serious problem
   2 ALERT level B = Potentially serious problem
  12 ALERT level C = Check and explain
   5 ALERT level G = General alerts; check

  11 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   3 ALERT type 2 Indicator that the structure model may be wrong or deficient
   2 ALERT type 3 Indicator that the structure quality may be low
   3 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

---

S1. Comment

Metal-organic frameworks (MOFs) with microporous is currently of great interest because of their interesting structures and potential applications. So far, some interesting microporous MOFs have been documented (Chae et al. 2004, and references cited therein). One of the popular strategies to fabricate such compounds is to design the rigid ligands which have the ability to bridge the metal centers with big ring by utilizing their coordination sites. The rigid conjugated clamp-like multi-pyridine ligand N,N'-bis(pyridin-3-yl)-2,6-pyridinedicarboxamide has been known as a good candidate in the construction of MOFs with big ring (Qin et al. 2003; Baer et al. 2002). In this work, we selected this ligand as linker, generating a new coordination complex, [HgIIBr2(C17N5O2)](DMF), (I), which is reported here. In compound (I) each HgII atom is four-coordinated by two N atoms from two ligands and two Br atoms in a distorted tetrahedral coordination sphere (Fig. 1). The two HgII atoms are bridged with two N,N'-bis(pyridin-3-yl)-2,6-pyridinedicarboxamide ligands to form a microporous MOFs with 28-number ring. The neighbouring units are linked by the interactions to form a two-dimensional network (Fig. 2) and hydrogen bonds arising between the DMF and N,N'-bis(pyridin-3-yl)-2,6-pyridinedicarboxamide ligand (Table 2) complete the structure.

Related literature

For related literature, see: Baer et al. (2002); Chae et al. (2004 and references cited therein); Qin et al. (2003).

S2. Experimental

The ligand N,N'-bis(pyridin-3-yl)-2,6-pyridinedicarboxamide (0.05 mmol, 0.016 g) in DMF (5 ml) was added dropwise to a solution of HgBr2 (0.1 mmol, 0.036 g) in methanol (3 ml). The precipitate was filtered and the resulting solution was allowed to stand at room temperature in the dark. After one week good quality colorless crystals were obtained and dried in air.

Computing details

Data collection: CrystalClear (Rigaku/MSC, 2006); cell refinement: CrystalClear (Rigaku/MSC, 2006); data reduction: CrystalClear (Rigaku/MSC, 2006); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures

	Fig. 1. View of the title complex, showing the labeling of the non-H atoms and 30% probability ellipsolids. H atoms have been omitted.
	Fig. 2. A view of the crystal packing along the a axis. Hydrogen bonds are shown as dashed lines.
	Fig. 3. Supplementary figure.

Bis(µ-N,N'-di-3-pyridylpyridine-2,6-dicarboxamide- κ²N:N')bis[dibromidomercury(II)] N,N-dimethylformamide disolvate

Crystal data

[Hg2Br4(C17H13N5O2)2]·2C3H7NO	Z = 1
Mr = 1505.62	F(000) = 712
Triclinic, P1	Dx = 2.130 Mg m^−3
a = 7.7609 (16) Å	Mo Kα radiation, λ = 0.71073 Å
b = 12.267 (3) Å	Cell parameters from 3306 reflections
c = 13.296 (3) Å	θ = 3.2–27.5°
α = 92.27 (3)°	µ = 10.00 mm^−1
β = 105.82 (3)°	T = 293 K
γ = 104.07 (3)°	Prism, colourless
V = 1173.7 (4) Å^3	0.20 × 0.18 × 0.17 mm

Data collection

Rigaku Saturn724 diffractometer	5337 independent reflections
Radiation source: fine-focus sealed tube	4364 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.032
Detector resolution: 28.5714 pixels mm^-1	θmax = 27.5°, θmin = 3.2°
dtprofit.ref scans	h = −10→10
Absorption correction: multi-scan (CrystalClear; Rigaku/MSC, 2006)	k = −15→15
Tmin = 0.240, Tmax = 0.281	l = −17→17
14249 measured reflections

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)] = 0.037	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.067	H atoms treated by a mixture of independent and constrained refinement
S = 1.03	w = 1/[σ^2(Fo^2) + (0.0274P)^2] where P = (Fo^2 + 2Fc^2)/3
5337 reflections	(Δ/σ)max < 0.001
299 parameters	Δρmax = 0.61 e Å^−3
2 restraints	Δρmin = −0.71 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	0.35413 (3)	0.143038 (15)	0.325732 (13)	0.04901 (8)
Br1	0.37301 (7)	−0.05158 (4)	0.27313 (4)	0.05602 (14)
Br2	0.63842 (7)	0.30874 (4)	0.39232 (4)	0.06222 (15)
O1	0.8838 (6)	0.5153 (3)	1.1145 (3)	0.0790 (12)
O2	0.1707 (5)	0.0697 (3)	0.7966 (2)	0.0565 (9)
N1	0.8086 (5)	0.7906 (3)	0.8251 (3)	0.0394 (8)
N2	0.7259 (5)	0.5300 (3)	0.9465 (3)	0.0399 (9)
N3	0.5289 (5)	0.3133 (3)	0.9248 (2)	0.0342 (8)
N4	0.3039 (5)	0.2237 (3)	0.7291 (3)	0.0375 (8)
N5	0.1886 (5)	0.1582 (3)	0.4441 (3)	0.0388 (8)
C1	0.9457 (6)	0.8600 (4)	0.9012 (3)	0.0410 (11)
H1	0.9948	0.9335	0.8888	0.049*
C2	1.0151 (6)	0.8257 (4)	0.9966 (3)	0.0458 (11)
H2	1.1084	0.8766	1.0485	0.055*
C3	0.9496 (6)	0.7169 (4)	1.0172 (3)	0.0429 (11)
H3	0.9979	0.6935	1.0822	0.051*
C4	0.8082 (6)	0.6423 (3)	0.9377 (3)	0.0323 (9)
C5	0.7417 (6)	0.6847 (3)	0.8436 (3)	0.0356 (10)
H5	0.6454	0.6369	0.7907	0.043*
C6	0.7650 (6)	0.4739 (4)	1.0323 (3)	0.0423 (11)
C7	0.6516 (6)	0.3533 (3)	1.0186 (3)	0.0376 (10)
C8	0.6773 (7)	0.2900 (4)	1.1030 (3)	0.0466 (12)
H8	0.7648	0.3211	1.1670	0.056*
C9	0.5708 (7)	0.1802 (4)	1.0900 (3)	0.0477 (12)
H9	0.5851	0.1356	1.1451	0.057*
C10	0.4421 (6)	0.1373 (4)	0.9935 (4)	0.0421 (11)
H10	0.3679	0.0633	0.9827	0.050*
C11	0.4256 (6)	0.2061 (3)	0.9135 (3)	0.0353 (10)
C12	0.2874 (6)	0.1602 (3)	0.8079 (3)	0.0380 (10)
C13	0.1959 (6)	0.1874 (3)	0.6234 (3)	0.0352 (10)
C14	0.0045 (6)	0.1485 (3)	0.5954 (4)	0.0418 (11)
H14	−0.0582	0.1444	0.6462	0.050*
C15	−0.0910 (6)	0.1160 (4)	0.4913 (4)	0.0468 (12)
H15	−0.2198	0.0901	0.4707	0.056*
C16	0.0035 (7)	0.1218 (4)	0.4176 (4)	0.0463 (11)
H16	−0.0629	0.0998	0.3472	0.056*
C17	0.2825 (6)	0.1910 (3)	0.5445 (3)	0.0343 (9)
H17	0.4111	0.2175	0.5627	0.041*
H22	0.396 (4)	0.283 (2)	0.745 (3)	0.044 (13)*
H21	0.642 (4)	0.491 (3)	0.8924 (19)	0.039 (12)*
O3	0.4162 (5)	0.5774 (3)	0.2838 (2)	0.0568 (9)
N6	0.1662 (6)	0.5374 (3)	0.3463 (3)	0.0465 (10)
C18	−0.0003 (7)	0.5662 (5)	0.3550 (4)	0.0653 (15)
H18A	−0.0186	0.6282	0.3152	0.098*
H18B	0.0132	0.5875	0.4275	0.098*
H18C	−0.1054	0.5019	0.3280	0.098*
C19	0.2125 (9)	0.4419 (4)	0.3969 (4)	0.0719 (17)
H19A	0.3199	0.4287	0.3813	0.108*
H19B	0.1099	0.3759	0.3715	0.108*
H19C	0.2385	0.4576	0.4716	0.108*
C20	0.2735 (8)	0.5963 (4)	0.2962 (3)	0.0503 (12)
H20A	0.2392	0.6583	0.2671	0.060*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Hg1	0.06762 (15)	0.04080 (12)	0.03641 (11)	0.01450 (9)	0.01118 (9)	0.00594 (8)
Br1	0.0631 (3)	0.0433 (3)	0.0679 (3)	0.0189 (2)	0.0251 (3)	0.0047 (2)
Br2	0.0546 (3)	0.0547 (3)	0.0623 (3)	0.0063 (3)	0.0000 (3)	0.0042 (3)
O1	0.105 (3)	0.053 (2)	0.039 (2)	−0.011 (2)	−0.016 (2)	0.0158 (17)
O2	0.067 (2)	0.0389 (18)	0.049 (2)	−0.0133 (17)	0.0173 (17)	0.0083 (16)
N1	0.044 (2)	0.035 (2)	0.0344 (19)	0.0063 (17)	0.0071 (17)	0.0039 (16)
N2	0.047 (2)	0.037 (2)	0.0269 (19)	0.0029 (18)	0.0026 (17)	0.0033 (17)
N3	0.041 (2)	0.0331 (19)	0.0315 (19)	0.0101 (16)	0.0143 (16)	0.0078 (16)
N4	0.042 (2)	0.0298 (19)	0.034 (2)	−0.0031 (17)	0.0113 (17)	0.0018 (16)
N5	0.048 (2)	0.0330 (19)	0.0318 (19)	0.0080 (17)	0.0082 (17)	0.0027 (16)
C1	0.044 (3)	0.031 (2)	0.045 (3)	0.004 (2)	0.013 (2)	0.005 (2)
C2	0.045 (3)	0.043 (3)	0.036 (2)	−0.002 (2)	0.001 (2)	0.001 (2)
C3	0.044 (3)	0.040 (3)	0.035 (2)	0.006 (2)	0.001 (2)	0.004 (2)
C4	0.036 (2)	0.031 (2)	0.028 (2)	0.0082 (18)	0.0086 (18)	0.0045 (17)
C5	0.040 (3)	0.033 (2)	0.027 (2)	0.0048 (19)	0.0043 (19)	0.0013 (18)
C6	0.052 (3)	0.040 (3)	0.030 (2)	0.010 (2)	0.005 (2)	0.010 (2)
C7	0.046 (3)	0.038 (2)	0.033 (2)	0.013 (2)	0.014 (2)	0.011 (2)
C8	0.056 (3)	0.051 (3)	0.036 (2)	0.014 (2)	0.016 (2)	0.012 (2)
C9	0.060 (3)	0.048 (3)	0.038 (3)	0.014 (2)	0.018 (2)	0.018 (2)
C10	0.052 (3)	0.034 (2)	0.050 (3)	0.013 (2)	0.027 (2)	0.012 (2)
C11	0.044 (3)	0.030 (2)	0.036 (2)	0.0066 (19)	0.021 (2)	0.0063 (18)
C12	0.044 (3)	0.032 (2)	0.042 (3)	0.009 (2)	0.020 (2)	0.004 (2)
C13	0.039 (3)	0.027 (2)	0.038 (2)	0.0062 (18)	0.011 (2)	0.0052 (18)
C14	0.041 (3)	0.033 (2)	0.054 (3)	0.010 (2)	0.018 (2)	0.006 (2)
C15	0.040 (3)	0.032 (2)	0.060 (3)	0.007 (2)	0.003 (2)	0.004 (2)
C16	0.057 (3)	0.033 (2)	0.042 (3)	0.014 (2)	0.000 (2)	0.004 (2)
C17	0.036 (2)	0.032 (2)	0.032 (2)	0.0054 (18)	0.0080 (19)	0.0023 (18)
O3	0.059 (2)	0.053 (2)	0.052 (2)	−0.0049 (18)	0.0235 (18)	0.0038 (17)
N6	0.058 (3)	0.038 (2)	0.044 (2)	0.0050 (19)	0.021 (2)	0.0033 (18)
C18	0.063 (4)	0.070 (4)	0.063 (4)	0.018 (3)	0.022 (3)	−0.010 (3)
C19	0.104 (5)	0.049 (3)	0.080 (4)	0.024 (3)	0.048 (4)	0.023 (3)
C20	0.065 (3)	0.041 (3)	0.036 (3)	0.002 (3)	0.010 (3)	0.000 (2)

Geometric parameters (Å, º)

Hg1—N5	2.315 (3)	C7—C8	1.386 (6)
Hg1—N1^i	2.351 (3)	C8—C9	1.374 (6)
Hg1—Br1	2.5108 (8)	C8—H8	0.9300
Hg1—Br2	2.5289 (12)	C9—C10	1.383 (6)
O1—C6	1.218 (5)	C9—H9	0.9300
O2—C12	1.225 (5)	C10—C11	1.382 (6)
N1—C5	1.335 (5)	C10—H10	0.9300
N1—C1	1.337 (5)	C11—C12	1.503 (6)
N1—Hg1^i	2.351 (3)	C13—C14	1.384 (6)
N2—C6	1.357 (5)	C13—C17	1.389 (5)
N2—C4	1.394 (5)	C14—C15	1.369 (6)
N2—H21	0.856 (10)	C14—H14	0.9300
N3—C7	1.334 (5)	C15—C16	1.370 (6)
N3—C11	1.342 (5)	C15—H15	0.9300
N4—C12	1.346 (5)	C16—H16	0.9300
N4—C13	1.414 (5)	C17—H17	0.9300
N4—H22	0.859 (10)	O3—C20	1.236 (6)
N5—C17	1.326 (5)	N6—C20	1.306 (6)
N5—C16	1.337 (6)	N6—C19	1.446 (6)
C1—C2	1.361 (6)	N6—C18	1.452 (6)
C1—H1	0.9300	C18—H18A	0.9600
C2—C3	1.374 (6)	C18—H18B	0.9600
C2—H2	0.9300	C18—H18C	0.9600
C3—C4	1.401 (5)	C19—H19A	0.9600
C3—H3	0.9300	C19—H19B	0.9600
C4—C5	1.390 (5)	C19—H19C	0.9600
C5—H5	0.9300	C20—H20A	0.9300
C6—C7	1.502 (6)
N5—Hg1—N1^i	103.47 (12)	C8—C9—H9	120.6
N5—Hg1—Br1	117.00 (9)	C10—C9—H9	120.6
N1^i—Hg1—Br1	107.93 (9)	C11—C10—C9	118.8 (4)
N5—Hg1—Br2	102.81 (9)	C11—C10—H10	120.6
N1^i—Hg1—Br2	100.41 (9)	C9—C10—H10	120.6
Br1—Hg1—Br2	122.54 (3)	N3—C11—C10	123.1 (4)
C5—N1—C1	118.4 (4)	N3—C11—C12	117.5 (3)
C5—N1—Hg1^i	118.6 (3)	C10—C11—C12	119.4 (4)
C1—N1—Hg1^i	122.0 (3)	O2—C12—N4	123.6 (4)
C6—N2—C4	126.9 (4)	O2—C12—C11	120.7 (4)
C6—N2—H21	116 (3)	N4—C12—C11	115.7 (4)
C4—N2—H21	118 (3)	C14—C13—C17	118.3 (4)
C7—N3—C11	117.1 (3)	C14—C13—N4	122.0 (4)
C12—N4—C13	122.6 (4)	C17—C13—N4	119.8 (4)
C12—N4—H22	116 (3)	C15—C14—C13	118.7 (4)
C13—N4—H22	121 (3)	C15—C14—H14	120.7
C17—N5—C16	118.9 (4)	C13—C14—H14	120.7
C17—N5—Hg1	118.2 (3)	C14—C15—C16	119.9 (4)
C16—N5—Hg1	122.4 (3)	C14—C15—H15	120.0
N1—C1—C2	121.6 (4)	C16—C15—H15	120.0
N1—C1—H1	119.2	N5—C16—C15	121.8 (4)
C2—C1—H1	119.2	N5—C16—H16	119.1
C1—C2—C3	121.0 (4)	C15—C16—H16	119.1
C1—C2—H2	119.5	N5—C17—C13	122.5 (4)
C3—C2—H2	119.5	N5—C17—H17	118.8
C2—C3—C4	118.2 (4)	C13—C17—H17	118.8
C2—C3—H3	120.9	C20—N6—C19	120.5 (4)
C4—C3—H3	120.9	C20—N6—C18	121.7 (4)
C5—C4—N2	117.6 (4)	C19—N6—C18	117.7 (4)
C5—C4—C3	117.2 (4)	N6—C18—H18A	109.5
N2—C4—C3	125.2 (4)	N6—C18—H18B	109.5
N1—C5—C4	123.5 (4)	H18A—C18—H18B	109.5
N1—C5—H5	118.2	N6—C18—H18C	109.5
C4—C5—H5	118.2	H18A—C18—H18C	109.5
O1—C6—N2	124.0 (4)	H18B—C18—H18C	109.5
O1—C6—C7	121.1 (4)	N6—C19—H19A	109.5
N2—C6—C7	114.9 (4)	N6—C19—H19B	109.5
N3—C7—C8	123.5 (4)	H19A—C19—H19B	109.5
N3—C7—C6	117.3 (3)	N6—C19—H19C	109.5
C8—C7—C6	119.2 (4)	H19A—C19—H19C	109.5
C9—C8—C7	118.7 (4)	H19B—C19—H19C	109.5
C9—C8—H8	120.7	O3—C20—N6	126.2 (5)
C7—C8—H8	120.7	O3—C20—H20A	116.9
C8—C9—C10	118.8 (4)	N6—C20—H20A	116.9
N1^i—Hg1—N5—C17	−141.8 (3)	C6—C7—C8—C9	179.1 (4)
Br1—Hg1—N5—C17	99.7 (3)	C7—C8—C9—C10	−0.1 (7)
Br2—Hg1—N5—C17	−37.6 (3)	C8—C9—C10—C11	0.2 (7)
N1^i—Hg1—N5—C16	46.8 (3)	C7—N3—C11—C10	−0.3 (6)
Br1—Hg1—N5—C16	−71.7 (3)	C7—N3—C11—C12	−179.8 (3)
Br2—Hg1—N5—C16	151.0 (3)	C9—C10—C11—N3	0.0 (6)
C5—N1—C1—C2	−1.1 (6)	C9—C10—C11—C12	179.5 (4)
Hg1^i—N1—C1—C2	167.2 (3)	C13—N4—C12—O2	−4.8 (7)
N1—C1—C2—C3	1.6 (7)	C13—N4—C12—C11	174.0 (4)
C1—C2—C3—C4	−0.5 (7)	N3—C11—C12—O2	−169.3 (4)
C6—N2—C4—C5	−177.3 (4)	C10—C11—C12—O2	11.2 (6)
C6—N2—C4—C3	0.9 (7)	N3—C11—C12—N4	11.9 (6)
C2—C3—C4—C5	−1.1 (6)	C10—C11—C12—N4	−167.7 (4)
C2—C3—C4—N2	−179.4 (4)	C12—N4—C13—C14	51.7 (6)
C1—N1—C5—C4	−0.7 (6)	C12—N4—C13—C17	−128.8 (4)
Hg1^i—N1—C5—C4	−169.4 (3)	C17—C13—C14—C15	−0.4 (6)
N2—C4—C5—N1	−179.9 (4)	N4—C13—C14—C15	179.2 (4)
C3—C4—C5—N1	1.8 (6)	C13—C14—C15—C16	0.5 (6)
C4—N2—C6—O1	−1.7 (8)	C17—N5—C16—C15	−1.0 (6)
C4—N2—C6—C7	179.3 (4)	Hg1—N5—C16—C15	170.4 (3)
C11—N3—C7—C8	0.4 (6)	C14—C15—C16—N5	0.2 (7)
C11—N3—C7—C6	−178.9 (4)	C16—N5—C17—C13	1.0 (6)
O1—C6—C7—N3	−177.7 (4)	Hg1—N5—C17—C13	−170.7 (3)
N2—C6—C7—N3	1.3 (6)	C14—C13—C17—N5	−0.3 (6)
O1—C6—C7—C8	3.0 (7)	N4—C13—C17—N5	−179.9 (4)
N2—C6—C7—C8	−178.0 (4)	C19—N6—C20—O3	2.1 (7)
N3—C7—C8—C9	−0.2 (7)	C18—N6—C20—O3	−179.2 (5)

Symmetry code: (i) −x+1, −y+1, −z+1.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N4—H22···O3^i	0.86 (1)	2.08 (2)	2.891 (5)	157 (4)
N2—H21···O3^i	0.86 (1)	2.34 (2)	3.076 (5)	144 (3)
N2—H21···N3	0.86 (1)	2.25 (4)	2.685 (5)	111 (3)

Symmetry code: (i) −x+1, −y+1, −z+1.