catena-Poly[[μ₂-4,4′-bis­(pyridin-3-ylethyn­yl)-1,1′-biphenyl-κ²N:N′]bis­(μ₂-thio­cyanato-κ²N:S)bis­(thio­cyanato-κS)dimercury(II)]

In the title polymer, [Hg₂(SCN)₄(C₂₆H₁₆N₂)]_n, the two equivalent Hg^II atoms are coordinated by one N atom of a bridging 4,4′-bis­(pyridin-3-ylethyn­yl)-1,1′-biphenyl ligand, two S atoms of two thio­cyanates and one N atom of a thio­cyanate, giving rise to a distored tetrahedral coordination environment. Two thio­cyanate ligands bridge symmetry-related metal atoms to form a polymeric chain extending parallel to [001], and another bridging mode is accomplished by the organic ligand that is located about an inversion centre. The dihedral angle between the coordinating pyridine ring and the benzene ring is 11.4 (2)°, and the two coordinating pyridine rings in the organic ligand are parallel by symmetry. The point group of the ligand in the compound is thus close to C_2h. The result of the mode of the organic ligands is the formation of zigzag sheets connected via bridging thio­cyanate ligands.

Key indicators

• Single-crystal X-ray study
• T = 100 K
• Mean [sigma](C-C) = 0.007 Å
• R factor = 0.028
• wR factor = 0.062
• Data-to-parameter ratio = 14.3

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd.  #          1 Note
              C15 H8 Hg N3 S2
PLAT906_ALERT_3_C Large K value in the Analysis of Variance ......      2.764 Check
PLAT911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L=  0.600          3 Report
PLAT971_ALERT_2_C Check Calcd Residual Density  0.93A From     Hg1       1.58 eA-3
PLAT975_ALERT_2_C Check Calcd Residual Density  0.96A From      N3       0.47 eA-3

Alert level G
PLAT004_ALERT_5_G Polymeric Structure Found with Maximum Dimension          2 Info
PLAT042_ALERT_1_G Calc. and Reported MoietyFormula Strings  Differ     Please Check
PLAT045_ALERT_1_G Calculated and Reported Z Differ by a Factor ...       2.00 Check
PLAT371_ALERT_2_G Long    C(sp2)-C(sp1) Bond  C4     -   C6     ..       1.44 Ang.
PLAT371_ALERT_2_G Long    C(sp2)-C(sp1) Bond  C7     -   C8     ..       1.45 Ang.
PLAT804_ALERT_5_G Number of ARU-Code Packing Problem(s) in PLATON           4 Info
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

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

   2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   5 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
   3 ALERT type 5 Informative message, check


checkCIF publication errors

Alert level A
PUBL022_ALERT_1_A There is a mismatched ~ on line 689
                  C:\Users\ADMINI~1\Desktop\AAA\rong52.res
              If you require a ~ then it should be escaped
              with a \, i.e. \~
              Otherwise there must be a matching closing ~, e.g. C~2~H~4~

   1 ALERT level A = Data missing that is essential or data in wrong format
   0 ALERT level G = General alerts. Data that may be required is missing

---

Computing details

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2016/6 (Sheldrick, 2015); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXL2016/6 (Sheldrick, 2015).

catena-Poly[[µ₂-4,4'-bis(pyridin-3-ylethynyl)-1,1'-biphenyl-κ²N:N']bis(µ₂-thiocyanato-κ²N:S)bis(thiocyanato-κS)dimercury(II)]

Crystal data

[Hg2(SCN)4(C26H16N2)]	F(000) = 924
Mr = 989.9	Dx = 2.247 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 6.9175 (5) Å	Cell parameters from 2275 reflections
b = 17.6267 (13) Å	θ = 2.1–25.5°
c = 12.0029 (9) Å	µ = 10.80 mm^−1
β = 91.017 (1)°	T = 100 K
V = 1463.32 (19) Å^3	Block, yellow
Z = 2	0.20 × 0.18 × 0.18 mm

Data collection

Bruker SMART 1000 CCD area-detector diffractometer	2275 reflections with I > 2σ(I)
ω and phi scans	Rint = 0.030
Absorption correction: multi-scan (SADABS; Bruker, 1998)	θmax = 25.5°, θmin = 2.1°
Tmin = 0.221, Tmax = 0.247	h = −8→8
7862 measured reflections	k = −20→21
2726 independent reflections	l = −10→14

Refinement

Refinement on F^2	0 constraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.028	H-atom parameters constrained
wR(F^2) = 0.062	w = 1/[σ^2(Fo^2) + (0.0265P)^2 + 1.8001P] where P = (Fo^2 + 2Fc^2)/3
S = 1.02	(Δ/σ)max = 0.001
2726 reflections	Δρmax = 1.52 e Å^−3
190 parameters	Δρmin = −0.78 e Å^−3
0 restraints

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

	x	y	z	Uiso*/Ueq
Hg1	0.34026 (3)	0.25411 (2)	0.44910 (2)	0.01732 (8)
S1	0.65961 (18)	0.27179 (8)	0.52991 (12)	0.0205 (3)
S2	0.1157 (2)	0.32566 (8)	0.84385 (12)	0.0227 (3)
N1	0.1994 (6)	0.3753 (2)	0.4098 (3)	0.0156 (9)
N2	0.1456 (6)	0.2626 (2)	0.6289 (4)	0.0192 (10)
N3	0.5993 (7)	0.2468 (3)	0.7608 (4)	0.0295 (12)
C1	0.3013 (7)	0.4384 (3)	0.4306 (5)	0.0204 (12)
H1	0.425505	0.433605	0.464884	0.025*
C2	0.2349 (8)	0.5101 (3)	0.4046 (5)	0.0248 (13)
H2	0.311575	0.553457	0.421443	0.030*
C3	0.0562 (7)	0.5181 (3)	0.3540 (5)	0.0214 (12)
H3	0.007957	0.567035	0.335333	0.026*
C4	−0.0549 (7)	0.4526 (3)	0.3300 (4)	0.0163 (11)
C5	0.0234 (7)	0.3833 (3)	0.3607 (4)	0.0182 (11)
H5	−0.050779	0.338861	0.346461	0.022*
C6	−0.2388 (7)	0.4581 (3)	0.2727 (4)	0.0182 (12)
C7	−0.3830 (7)	0.4664 (3)	0.2206 (5)	0.0189 (12)
C8	−0.5611 (7)	0.4759 (3)	0.1569 (4)	0.0143 (11)
C9	−0.6090 (7)	0.5459 (3)	0.1106 (5)	0.0185 (12)
H9	−0.524889	0.587946	0.121710	0.022*
C10	−0.7775 (7)	0.5550 (3)	0.0487 (4)	0.0147 (11)
H10	−0.805817	0.602942	0.016040	0.018*
C11	−0.9079 (7)	0.4947 (3)	0.0330 (4)	0.0145 (11)
C12	−0.8575 (7)	0.4249 (3)	0.0807 (4)	0.0159 (11)
H12	−0.943342	0.383226	0.071779	0.019*
C13	−0.6881 (7)	0.4148 (3)	0.1398 (4)	0.0175 (11)
H13	−0.656548	0.366182	0.169164	0.021*
C14	0.6192 (8)	0.2577 (3)	0.6661 (5)	0.0211 (12)
C15	0.1390 (7)	0.2870 (3)	0.7177 (5)	0.0169 (11)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Hg1	0.01973 (12)	0.01986 (12)	0.01214 (12)	0.00123 (9)	−0.00573 (8)	0.00026 (9)
S1	0.0173 (6)	0.0301 (7)	0.0139 (7)	−0.0010 (6)	−0.0030 (6)	0.0026 (6)
S2	0.0288 (7)	0.0258 (7)	0.0135 (7)	0.0112 (6)	−0.0051 (6)	−0.0039 (6)
N1	0.015 (2)	0.021 (2)	0.010 (2)	−0.0006 (17)	−0.0049 (19)	−0.0024 (18)
N2	0.019 (2)	0.022 (2)	0.016 (3)	0.0052 (18)	−0.004 (2)	0.003 (2)
N3	0.027 (3)	0.047 (3)	0.014 (3)	0.001 (2)	−0.007 (2)	−0.001 (2)
C1	0.013 (3)	0.031 (3)	0.017 (3)	0.000 (2)	−0.009 (2)	0.002 (2)
C2	0.026 (3)	0.022 (3)	0.026 (4)	−0.006 (2)	−0.004 (3)	−0.004 (2)
C3	0.024 (3)	0.018 (3)	0.022 (3)	0.003 (2)	−0.006 (3)	0.000 (2)
C4	0.014 (3)	0.027 (3)	0.008 (3)	0.005 (2)	−0.001 (2)	0.002 (2)
C5	0.017 (3)	0.024 (3)	0.013 (3)	−0.004 (2)	−0.002 (2)	−0.001 (2)
C6	0.020 (3)	0.022 (3)	0.013 (3)	0.003 (2)	0.001 (2)	0.004 (2)
C7	0.017 (3)	0.021 (3)	0.018 (3)	0.000 (2)	−0.002 (2)	0.001 (2)
C8	0.010 (2)	0.023 (3)	0.010 (3)	0.0043 (19)	−0.002 (2)	0.000 (2)
C9	0.012 (3)	0.020 (3)	0.023 (3)	0.000 (2)	−0.004 (2)	0.001 (2)
C10	0.016 (2)	0.017 (2)	0.011 (3)	0.005 (2)	0.001 (2)	0.001 (2)
C11	0.012 (2)	0.021 (3)	0.010 (3)	0.002 (2)	−0.001 (2)	0.000 (2)
C12	0.017 (3)	0.020 (3)	0.010 (3)	−0.001 (2)	−0.001 (2)	−0.001 (2)
C13	0.022 (3)	0.017 (2)	0.013 (3)	0.005 (2)	0.000 (2)	0.001 (2)
C14	0.015 (3)	0.027 (3)	0.021 (3)	0.000 (2)	−0.006 (2)	−0.003 (2)
C15	0.012 (3)	0.021 (3)	0.018 (3)	0.000 (2)	−0.002 (2)	0.003 (2)

Geometric parameters (Å, º)

Hg1—N1	2.392 (4)	C4—C5	1.384 (7)
Hg1—S1	2.4170 (13)	C4—C6	1.438 (7)
Hg1—S2^i	2.4325 (13)	C5—H5	0.9500
Hg1—N2	2.568 (5)	C6—C7	1.178 (7)
S1—C14	1.682 (6)	C7—C8	1.448 (7)
S2—C15	1.671 (6)	C8—C9	1.392 (7)
N1—C1	1.338 (6)	C8—C13	1.402 (7)
N1—C5	1.351 (6)	C9—C10	1.381 (7)
N2—C15	1.151 (7)	C9—H9	0.9500
N3—C14	1.163 (8)	C10—C11	1.404 (7)
C1—C2	1.378 (7)	C10—H10	0.9500
C1—H1	0.9500	C11—C12	1.398 (7)
C2—C3	1.375 (7)	C11—C11^ii	1.500 (9)
C2—H2	0.9500	C12—C13	1.371 (7)
C3—C4	1.413 (7)	C12—H12	0.9500
C3—H3	0.9500	C13—H13	0.9500
N1—Hg1—S1	109.28 (10)	N1—C5—H5	118.2
N1—Hg1—S2^i	99.19 (10)	C4—C5—H5	118.2
S1—Hg1—S2^i	148.61 (5)	C7—C6—C4	175.0 (6)
N1—Hg1—N2	84.04 (13)	C6—C7—C8	179.4 (6)
S1—Hg1—N2	98.29 (10)	C9—C8—C13	118.6 (4)
S2^i—Hg1—N2	97.50 (11)	C9—C8—C7	120.5 (4)
C14—S1—Hg1	101.81 (19)	C13—C8—C7	120.9 (4)
C15—S2—Hg1^iii	99.43 (18)	C10—C9—C8	120.7 (5)
C1—N1—C5	117.6 (4)	C10—C9—H9	119.6
C1—N1—Hg1	119.6 (3)	C8—C9—H9	119.6
C5—N1—Hg1	122.7 (3)	C9—C10—C11	121.2 (5)
C15—N2—Hg1	146.1 (4)	C9—C10—H10	119.4
N1—C1—C2	123.2 (5)	C11—C10—H10	119.4
N1—C1—H1	118.4	C12—C11—C10	117.1 (4)
C2—C1—H1	118.4	C12—C11—C11^ii	121.9 (6)
C3—C2—C1	119.2 (5)	C10—C11—C11^ii	121.0 (6)
C3—C2—H2	120.4	C13—C12—C11	122.1 (5)
C1—C2—H2	120.4	C13—C12—H12	118.9
C2—C3—C4	119.2 (5)	C11—C12—H12	118.9
C2—C3—H3	120.4	C12—C13—C8	120.2 (5)
C4—C3—H3	120.4	C12—C13—H13	119.9
C5—C4—C3	117.3 (5)	C8—C13—H13	119.9
C5—C4—C6	121.7 (5)	N3—C14—S1	177.1 (5)
C3—C4—C6	121.0 (5)	N2—C15—S2	176.1 (5)
N1—C5—C4	123.6 (5)
C5—N1—C1—C2	0.2 (8)	C13—C8—C9—C10	−0.3 (8)
Hg1—N1—C1—C2	176.3 (4)	C7—C8—C9—C10	179.2 (5)
N1—C1—C2—C3	−0.6 (9)	C8—C9—C10—C11	1.7 (8)
C1—C2—C3—C4	0.1 (9)	C9—C10—C11—C12	−1.4 (8)
C2—C3—C4—C5	0.8 (8)	C9—C10—C11—C11^ii	179.1 (6)
C2—C3—C4—C6	−177.2 (5)	C10—C11—C12—C13	−0.4 (8)
C1—N1—C5—C4	0.8 (8)	C11^ii—C11—C12—C13	179.1 (6)
Hg1—N1—C5—C4	−175.2 (4)	C11—C12—C13—C8	1.8 (8)
C3—C4—C5—N1	−1.3 (8)	C9—C8—C13—C12	−1.5 (8)
C6—C4—C5—N1	176.8 (5)	C7—C8—C13—C12	179.1 (5)

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