Isotypic one-dimensional coordination polymers: catena-poly[[di­chlorido­cadmium]-μ-5,6-bis­(pyridin-2-yl)pyrazine-2,3-di­carboxyl­ato-κ²N⁵:N⁶] and catena-poly[[di­chlorido­mercury(II)]-μ-5,6-bis­(pyridin-2-yl)pyrazine-2,3-di­carboxyl­ato-κ²N⁵:N⁶]

The title complexes are isotypic one-dimensional coordination polymers. The metal ions are bridged by binding to the N atoms of the two pyridine rings, and have an MN₂Cl₂ bisphenoidal coordination geometry. In the crystals of both compounds, the polymer chains are linked via pairs of C—H...Cl hydrogen bonds, forming corrugated slabs parallel to the ac plane.

Key indicators

Structure: I

• Single-crystal X-ray study
• T = 223 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.022
• wR factor = 0.050
• Data-to-parameter ratio = 14.4

Structure: II

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.009 Å
• R factor = 0.032
• wR factor = 0.074
• Data-to-parameter ratio = 13.9

checkCIF/PLATON results

No syntax errors found



Datablock: I


Alert level A
PLAT881_ALERT_1_A Missing datum for _diffrn_reflns_av_R_equivalents .. Please Check

Alert level C
PLAT342_ALERT_3_C Low Bond Precision on  C-C Bonds ...............    0.00912 Ang.
PLAT977_ALERT_2_C Check the Negative Difference Density on      H4      -0.45 eA-3

Alert level G
PLAT004_ALERT_5_G Polymeric Structure Found with Maximum Dimension          1 Info
PLAT910_ALERT_3_G Missing # of FCF Reflection(s) Below Theta(Min)           1 Note
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600          7 Note
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density           2 Note

   1 ALERT level A = Most likely a serious problem - resolve or explain
   0 ALERT level B = A potentially serious problem, consider carefully
   2 ALERT level C = Check. Ensure it is not caused by an omission or oversight
   4 ALERT level G = General information/check it is not something unexpected

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   2 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
   1 ALERT type 4 Improvement, methodology, query or suggestion
   1 ALERT type 5 Informative message, check




Datablock: II


Alert level A
PLAT881_ALERT_1_A Missing datum for _diffrn_reflns_av_R_equivalents .. Please Check

Author Response: ...only one equivalent measured ...only one equivalent measured

Alert level C
PLAT342_ALERT_3_C Low Bond Precision on  C-C Bonds ...............    0.00912 Ang.
PLAT977_ALERT_2_C Check the Negative Difference Density on      H4      -0.45 eA-3

Alert level G
PLAT004_ALERT_5_G Polymeric Structure Found with Maximum Dimension          1 Info
PLAT199_ALERT_1_G Reported _cell_measurement_temperature ..... (K)        293 Check
PLAT200_ALERT_1_G Reported   _diffrn_ambient_temperature ..... (K)        293 Check
PLAT909_ALERT_3_G Percentage of Observed Data at Theta(Max) Still          85 %
PLAT910_ALERT_3_G Missing # of FCF Reflection(s) Below Theta(Min)           1 Note
PLAT961_ALERT_5_G Dataset Contains no Negative Intensities .......     Please Check
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density           2 Note

   1 ALERT level A = Most likely a serious problem - resolve or explain
   0 ALERT level B = A potentially serious problem, consider carefully
   2 ALERT level C = Check. Ensure it is not caused by an omission or oversight
   7 ALERT level G = General information/check it is not something unexpected

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

---

Computing details

Data collection: EXPOSE in IPDS-I (Stoe & Cie, 2004) for (I); STADI4 Software (Stoe & Cie, 1997) for (II). Cell refinement: CELL in IPDS-I (Stoe & Cie, 2004) for (I); STADI4 Software (Stoe & Cie, 1997) for (II). Data reduction: INTEGRATE in IPDS-I (Stoe & Cie, 2004) for (I); X-RED Software (Stoe & Cie, 1997) for (II). For both compounds, program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: PLATON (Spek, 2009) and Mercury (Macrae et al., 2008); software used to prepare material for publication: SHELXL2014 (Sheldrick, 2015), PLATON (Spek, 2009) and publCIF (Westrip, 2010).

(I) catena-Poly[[dichloridocadmium(II)]-µ-5,6-bis(pyridin-2-yl)pyrazine-2,3-dicarboxylato-κ²N⁵:N⁶]

Crystal data

[CdCl2(C18H14N4O4)]	F(000) = 528
Mr = 533.63	Dx = 1.794 Mg m^−3
Monoclinic, P2/n	Mo Kα radiation, λ = 0.71073 Å
a = 7.8919 (7) Å	Cell parameters from 5000 reflections
b = 10.5898 (7) Å	θ = 2.0–25.9°
c = 12.0875 (12) Å	µ = 1.41 mm^−1
β = 102.061 (11)°	T = 223 K
V = 987.90 (15) Å^3	Plate, colourless
Z = 2	0.40 × 0.20 × 0.10 mm

Data collection

Stoe IPDS 1 image-plate diffractometer	1918 independent reflections
Radiation source: fine-focus sealed tube	1684 reflections with I > 2σ(I)
Plane graphite monochromator	Rint = 0.037
φ rotation scans	θmax = 25.9°, θmin = 2.6°
Absorption correction: multi-scan (MULABS; Spek, 2009)	h = −9→8
Tmin = 0.938, Tmax = 1.000	k = −12→12
7196 measured reflections	l = −14→14

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)] = 0.022	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.050	H-atom parameters constrained
S = 0.95	w = 1/[σ^2(Fo^2) + (0.0331P)^2] where P = (Fo^2 + 2Fc^2)/3
1918 reflections	(Δ/σ)max < 0.001
133 parameters	Δρmax = 0.34 e Å^−3
0 restraints	Δρmin = −0.64 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
Cd1	0.7500	0.62102 (2)	0.7500	0.02022 (8)
Cl1	0.91939 (8)	0.69442 (6)	0.92817 (4)	0.03420 (15)
O1	0.5767 (3)	0.92856 (19)	0.83392 (17)	0.0493 (5)
O2	0.3843 (2)	0.97480 (15)	0.67432 (14)	0.0320 (4)
N1	0.4264 (2)	0.68120 (17)	0.79108 (14)	0.0207 (4)
N2	0.6038 (2)	0.45491 (16)	0.82537 (14)	0.0200 (4)
C1	0.3400 (3)	0.7889 (2)	0.76437 (17)	0.0212 (4)
C2	0.3377 (3)	0.5727 (2)	0.77768 (16)	0.0186 (4)
C3	0.4350 (3)	0.45962 (19)	0.82904 (15)	0.0183 (4)
C4	0.3567 (3)	0.3710 (2)	0.88644 (17)	0.0235 (4)
H4	0.2384	0.3774	0.8878	0.028*
C5	0.4558 (3)	0.2725 (2)	0.94191 (18)	0.0280 (5)
H5	0.4058	0.2111	0.9813	0.034*
C6	0.6287 (3)	0.2667 (2)	0.93806 (19)	0.0292 (5)
H6	0.6987	0.2007	0.9742	0.035*
C7	0.6976 (3)	0.3592 (2)	0.88040 (18)	0.0254 (5)
H7	0.8163	0.3552	0.8794	0.030*
C8	0.4490 (3)	0.9051 (2)	0.7648 (2)	0.0277 (5)
C9	0.4881 (4)	1.0825 (3)	0.6553 (3)	0.0502 (8)
H9A	0.4411	1.1183	0.5814	0.075*
H9B	0.6065	1.0555	0.6587	0.075*
H9C	0.4861	1.1456	0.7131	0.075*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cd1	0.01561 (12)	0.02520 (13)	0.01861 (12)	0.000	0.00071 (8)	0.000
Cl1	0.0255 (3)	0.0559 (4)	0.0204 (3)	−0.0113 (3)	0.0031 (2)	−0.0094 (2)
O1	0.0389 (11)	0.0448 (11)	0.0538 (12)	−0.0200 (9)	−0.0140 (9)	0.0170 (9)
O2	0.0327 (9)	0.0284 (8)	0.0340 (9)	−0.0013 (7)	0.0045 (7)	0.0099 (7)
N1	0.0177 (9)	0.0279 (9)	0.0163 (8)	−0.0020 (8)	0.0032 (7)	0.0030 (7)
N2	0.0157 (9)	0.0263 (9)	0.0177 (8)	0.0006 (7)	0.0025 (7)	0.0027 (7)
C1	0.0200 (11)	0.0264 (11)	0.0165 (10)	−0.0007 (9)	0.0023 (8)	0.0011 (8)
C2	0.0152 (11)	0.0263 (10)	0.0151 (9)	0.0007 (9)	0.0052 (8)	0.0016 (8)
C3	0.0166 (11)	0.0243 (10)	0.0132 (9)	−0.0014 (8)	0.0010 (8)	−0.0014 (8)
C4	0.0172 (10)	0.0323 (11)	0.0204 (10)	−0.0041 (10)	0.0023 (8)	0.0027 (9)
C5	0.0304 (13)	0.0296 (12)	0.0232 (11)	−0.0044 (10)	0.0037 (9)	0.0076 (9)
C6	0.0297 (13)	0.0295 (12)	0.0258 (12)	0.0050 (10)	0.0000 (10)	0.0069 (9)
C7	0.0189 (11)	0.0331 (13)	0.0235 (11)	0.0046 (9)	0.0030 (9)	0.0033 (9)
C8	0.0253 (13)	0.0280 (12)	0.0295 (12)	−0.0001 (9)	0.0049 (10)	0.0069 (9)
C9	0.0538 (19)	0.0375 (15)	0.0599 (18)	−0.0097 (13)	0.0134 (15)	0.0201 (13)

Geometric parameters (Å, º)

Cd1—Cl1^i	2.4137 (6)	C2—C2^ii	1.406 (4)
Cd1—Cl1	2.4137 (6)	C2—C3	1.486 (3)
Cd1—N2	2.3862 (17)	C3—C4	1.387 (3)
Cd1—N2^i	2.3862 (17)	C4—C5	1.389 (3)
Cd1—N1	2.7757 (17)	C4—H4	0.9400
O1—C8	1.193 (3)	C5—C6	1.377 (4)
O2—C8	1.330 (3)	C5—H5	0.9400
O2—C9	1.450 (3)	C6—C7	1.378 (3)
N1—C1	1.333 (3)	C6—H6	0.9400
N1—C2	1.337 (3)	C7—H7	0.9400
N2—C3	1.343 (3)	C9—H9A	0.9700
N2—C7	1.346 (3)	C9—H9B	0.9700
C1—C1^ii	1.390 (4)	C9—H9C	0.9700
C1—C8	1.501 (3)
Cl1^i—Cd1—Cl1	142.43 (3)	C3—C4—H4	120.5
N2—Cd1—N2^i	85.02 (8)	C5—C4—H4	120.5
N2—Cd1—Cl1^i	110.87 (4)	C6—C5—C4	118.7 (2)
N2^i—Cd1—Cl1^i	96.81 (4)	C6—C5—H5	120.7
N2—Cd1—Cl1	96.81 (4)	C4—C5—H5	120.7
N2^i—Cd1—Cl1	110.87 (4)	C5—C6—C7	118.9 (2)
C8—O2—C9	115.7 (2)	C5—C6—H6	120.5
C1—N1—C2	118.54 (18)	C7—C6—H6	120.5
C3—N2—C7	117.28 (18)	N2—C7—C6	123.4 (2)
C3—N2—Cd1	123.17 (13)	N2—C7—H7	118.3
C7—N2—Cd1	118.96 (14)	C6—C7—H7	118.3
N1—C1—C1^ii	120.30 (13)	O1—C8—O2	125.7 (2)
N1—C1—C8	115.93 (19)	O1—C8—C1	124.9 (2)
C1^ii—C1—C8	123.75 (12)	O2—C8—C1	109.33 (19)
N1—C2—C2^ii	119.71 (12)	O2—C9—H9A	109.5
N1—C2—C3	115.48 (17)	O2—C9—H9B	109.5
C2^ii—C2—C3	124.75 (12)	H9A—C9—H9B	109.5
N2—C3—C4	122.68 (18)	O2—C9—H9C	109.5
N2—C3—C2	116.45 (17)	H9A—C9—H9C	109.5
C4—C3—C2	120.60 (19)	H9B—C9—H9C	109.5
C3—C4—C5	119.0 (2)
C2—N1—C1—C1^ii	7.2 (3)	C2—C3—C4—C5	−174.32 (19)
C2—N1—C1—C8	−171.29 (18)	C3—C4—C5—C6	0.1 (3)
C1—N1—C2—C2^ii	8.5 (3)	C4—C5—C6—C7	0.6 (3)
C1—N1—C2—C3	−168.82 (18)	C3—N2—C7—C6	0.8 (3)
C7—N2—C3—C4	0.0 (3)	Cd1—N2—C7—C6	172.27 (17)
Cd1—N2—C3—C4	−171.05 (15)	C5—C6—C7—N2	−1.2 (3)
C7—N2—C3—C2	174.10 (18)	C9—O2—C8—O1	5.2 (4)
Cd1—N2—C3—C2	3.0 (2)	C9—O2—C8—C1	−172.5 (2)
N1—C2—C3—N2	−36.1 (2)	N1—C1—C8—O1	−41.0 (3)
C2^ii—C2—C3—N2	146.7 (2)	C1^ii—C1—C8—O1	140.6 (3)
N1—C2—C3—C4	138.1 (2)	N1—C1—C8—O2	136.7 (2)
C2^ii—C2—C3—C4	−39.0 (3)	C1^ii—C1—C8—O2	−41.7 (3)
N2—C3—C4—C5	−0.5 (3)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C9—H9A···Cl1^iii	0.97	2.69	3.577 (3)	151

Symmetry code: (iii) x−1/2, −y+2, z−1/2.

(II) catena-Poly[[dichloridomercury(II)]-µ-5,6-bis(pyridin-2-yl)pyrazine-2,3-dicarboxylato-κ²N⁵:N⁶]

Crystal data

[HgCl2(C18H14N4O4)]	F(000) = 592
Mr = 621.82	Dx = 2.023 Mg m^−3
Monoclinic, P2/n	Mo Kα radiation, λ = 0.71073 Å
a = 8.1042 (6) Å	Cell parameters from 31 reflections
b = 10.6002 (16) Å	θ = 12.5–15.9°
c = 12.2063 (10) Å	µ = 7.83 mm^−1
β = 103.158 (7)°	T = 293 K
V = 1021.07 (19) Å^3	Plate, colourless
Z = 2	0.49 × 0.23 × 0.04 mm

Data collection

Stoe–Siemens AED2 four-circle diffractometer	1723 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.000
Plane graphite monochromator	θmax = 25.2°, θmin = 2.6°
ω/\2q scans	h = −9→9
Absorption correction: ψ scan (X-RED software; Stoe & Cie, 1997)	k = 0→12
Tmin = 0.319, Tmax = 1.000	l = 0→14
1855 measured reflections	2 standard reflections every 60 min
1855 independent reflections	intensity decay: 2%

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)] = 0.032	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.074	H-atom parameters constrained
S = 1.11	w = 1/[σ^2(Fo^2) + (0.028P)^2 + 4.815P] where P = (Fo^2 + 2Fc^2)/3
1855 reflections	(Δ/σ)max < 0.001
133 parameters	Δρmax = 1.23 e Å^−3
0 restraints	Δρmin = −1.08 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	0.7500	0.64352 (4)	0.7500	0.03521 (13)
Cl1	0.9248 (2)	0.6841 (2)	0.92787 (14)	0.0574 (5)
O1	0.5742 (7)	0.9336 (6)	0.8357 (5)	0.0780 (19)
O2	0.3825 (7)	0.9822 (5)	0.6779 (4)	0.0557 (13)
N1	0.4215 (6)	0.6897 (5)	0.7942 (4)	0.0319 (11)
N2	0.5940 (6)	0.4607 (5)	0.8247 (4)	0.0341 (12)
C1	0.3392 (7)	0.7964 (6)	0.7663 (5)	0.0315 (13)
C2	0.3366 (7)	0.5809 (6)	0.7789 (4)	0.0279 (12)
C3	0.4304 (7)	0.4674 (6)	0.8294 (4)	0.0289 (12)
C4	0.3561 (7)	0.3796 (6)	0.8876 (5)	0.0365 (15)
H4	0.2428	0.3874	0.8903	0.044*
C5	0.4514 (9)	0.2810 (7)	0.9412 (5)	0.0467 (17)
H5	0.4030	0.2207	0.9795	0.056*
C6	0.6207 (9)	0.2725 (7)	0.9373 (6)	0.0463 (17)
H6	0.6886	0.2070	0.9729	0.056*
C7	0.6856 (8)	0.3655 (7)	0.8783 (5)	0.0419 (16)
H7	0.7995	0.3609	0.8761	0.050*
C8	0.4467 (9)	0.9113 (7)	0.7670 (6)	0.0432 (16)
C9	0.4826 (13)	1.0900 (9)	0.6588 (9)	0.084 (3)
H9A	0.4477	1.1161	0.5817	0.126*
H9B	0.6003	1.0671	0.6752	0.126*
H9C	0.4661	1.1581	0.7070	0.126*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Hg1	0.02386 (18)	0.0439 (2)	0.03582 (19)	0.000	0.00254 (12)	0.000
Cl1	0.0379 (9)	0.0962 (16)	0.0361 (8)	−0.0145 (10)	0.0041 (7)	−0.0109 (9)
O1	0.061 (4)	0.065 (4)	0.090 (4)	−0.029 (3)	−0.022 (3)	0.019 (3)
O2	0.053 (3)	0.045 (3)	0.067 (3)	−0.007 (3)	0.010 (3)	0.018 (3)
N1	0.023 (2)	0.036 (3)	0.037 (3)	−0.003 (2)	0.008 (2)	0.004 (2)
N2	0.025 (2)	0.040 (3)	0.036 (3)	0.000 (2)	0.006 (2)	0.003 (2)
C1	0.031 (3)	0.028 (3)	0.036 (3)	−0.001 (3)	0.008 (2)	0.003 (3)
C2	0.022 (3)	0.037 (3)	0.028 (3)	0.003 (3)	0.011 (2)	0.001 (3)
C3	0.027 (3)	0.031 (3)	0.027 (3)	−0.001 (2)	0.004 (2)	0.000 (2)
C4	0.024 (3)	0.046 (4)	0.039 (3)	−0.002 (3)	0.007 (2)	0.003 (3)
C5	0.048 (4)	0.053 (5)	0.036 (3)	−0.005 (4)	0.002 (3)	0.008 (3)
C6	0.044 (4)	0.044 (4)	0.045 (4)	0.011 (3)	−0.001 (3)	0.014 (3)
C7	0.028 (3)	0.054 (4)	0.042 (3)	0.009 (3)	0.005 (3)	0.010 (3)
C8	0.041 (4)	0.038 (4)	0.051 (4)	0.003 (3)	0.009 (3)	0.003 (3)
C9	0.092 (7)	0.055 (6)	0.105 (8)	−0.020 (5)	0.022 (6)	0.031 (5)

Geometric parameters (Å, º)

Hg1—Cl1^i	2.3464 (16)	C2—C2^ii	1.420 (11)
Hg1—Cl1	2.3464 (16)	C2—C3	1.480 (8)
Hg1—N2	2.590 (5)	C3—C4	1.389 (8)
Hg1—N2^i	2.590 (5)	C4—C5	1.373 (9)
Hg1—N1	2.876 (5)	C4—H4	0.9300
O1—C8	1.197 (8)	C5—C6	1.386 (10)
O2—C8	1.327 (8)	C5—H5	0.9300
O2—C9	1.450 (9)	C6—C7	1.393 (10)
N1—C1	1.317 (8)	C6—H6	0.9300
N1—C2	1.334 (8)	C7—H7	0.9300
N2—C7	1.333 (8)	C9—H9A	0.9600
N2—C3	1.342 (7)	C9—H9B	0.9600
C1—C1^ii	1.409 (12)	C9—H9C	0.9600
C1—C8	1.497 (9)
Cl1^i—Hg1—Cl1	158.87 (12)	C5—C4—H4	120.3
N2—Hg1—N2^i	83.1 (2)	C3—C4—H4	120.3
Cl1^i—Hg1—N2	102.86 (12)	C4—C5—C6	119.1 (7)
Cl1—Hg1—N2	92.97 (12)	C4—C5—H5	120.4
Cl1^i—Hg1—N2^i	92.97 (12)	C6—C5—H5	120.4
Cl1—Hg1—N2^i	102.86 (12)	C5—C6—C7	117.7 (6)
C8—O2—C9	116.6 (6)	C5—C6—H6	121.1
C1—N1—C2	119.4 (5)	C7—C6—H6	121.1
C7—N2—C3	117.7 (5)	N2—C7—C6	123.8 (6)
C7—N2—Hg1	118.5 (4)	N2—C7—H7	118.1
C3—N2—Hg1	122.8 (4)	C6—C7—H7	118.1
N1—C1—C1^ii	120.0 (3)	O1—C8—O2	125.3 (7)
N1—C1—C8	115.9 (5)	O1—C8—C1	125.0 (7)
C1^ii—C1—C8	124.0 (4)	O2—C8—C1	109.7 (6)
N1—C2—C2^ii	119.3 (3)	O2—C9—H9A	109.5
N1—C2—C3	116.4 (5)	O2—C9—H9B	109.5
C2^ii—C2—C3	124.2 (3)	H9A—C9—H9B	109.5
N2—C3—C4	122.3 (5)	O2—C9—H9C	109.5
N2—C3—C2	116.4 (5)	H9A—C9—H9C	109.5
C4—C3—C2	121.1 (5)	H9B—C9—H9C	109.5
C5—C4—C3	119.4 (6)
C2—N1—C1—C1^ii	7.6 (10)	C2—C3—C4—C5	−174.7 (6)
C2—N1—C1—C8	−169.7 (5)	C3—C4—C5—C6	1.0 (10)
C1—N1—C2—C2^ii	7.3 (9)	C4—C5—C6—C7	−0.2 (11)
C1—N1—C2—C3	−170.0 (5)	C3—N2—C7—C6	0.8 (10)
C7—N2—C3—C4	0.1 (9)	Hg1—N2—C7—C6	169.5 (6)
Hg1—N2—C3—C4	−168.1 (4)	C5—C6—C7—N2	−0.7 (11)
C7—N2—C3—C2	174.1 (5)	C9—O2—C8—O1	4.7 (12)
Hg1—N2—C3—C2	5.9 (7)	C9—O2—C8—C1	−173.0 (7)
N1—C2—C3—N2	−38.4 (7)	N1—C1—C8—O1	−39.6 (10)
C2^ii—C2—C3—N2	144.5 (7)	C1^ii—C1—C8—O1	143.2 (9)
N1—C2—C3—C4	135.7 (6)	N1—C1—C8—O2	138.2 (6)
C2^ii—C2—C3—C4	−41.5 (9)	C1^ii—C1—C8—O2	−39.0 (10)
N2—C3—C4—C5	−1.0 (9)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C9—H9A···Cl1^iii	0.96	2.81	3.647 (9)	146

Symmetry code: (iii) x−1/2, −y+2, z−1/2.