trans-Bis(4-amino­pyridine-κN)bis­(quin­ox­aline-2,3-di­thiol­ato-κ²S,S′)platinum(IV) dimethyl sulfoxide monosolvate

In the structure of the title solvated complex, [Pt(C₈H₄N₂S₂)₂(C₅H₆N₂)₂]·C₂H₆OS or trans-[Pt(4-ap)₂(qdt)₂]·dmso (4-ap = 4-amino­pyridyl, C₅H₆N₂; qdt = quinoxaline-2,3-di­thiol­ate, C₈H₄N₂S₂; dmso = dimethyl sulfoxide, C₂H₆OS) the centrosymmetric complex exhibits Pt—S distances in agreement with other Pt^IV—S bond lengths found in platinum(IV) di­thiol­ene complexes. The qdt ligands have inter­molecular inter­actions with an amine hydrogen atom on a 4-ap ligand (hydrogen bonding) and have sandwich π–π inter­actions with a neighboring qdt ligand.

Key indicators

• Single-crystal X-ray study
• T = 200 K
• Mean [sigma](C-C) = 0.009 Å
• Disorder in solvent or counterion
• R factor = 0.033
• wR factor = 0.083
• Data-to-parameter ratio = 14.4

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT342_ALERT_3_C Low Bond Precision on  C-C Bonds ...............    0.00845 Ang.
PLAT911_ALERT_3_C Missing FCF Refl Between Thmin & STh/L=    0.600          2 Report
PLAT976_ALERT_2_C Check Calcd Resid. Dens.  0.83A   From N4             -0.40 eA-3

Alert level G
PLAT007_ALERT_5_G Number of Unrefined Donor-H Atoms ..............          2 Report
PLAT300_ALERT_4_G Atom Site Occupancy of S3         Constrained at        0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of O1         Constrained at        0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of C1A        Constrained at        0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of C1B        Constrained at        0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H1AA       Constrained at        0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H1AB       Constrained at        0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H1AC       Constrained at        0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H1BA       Constrained at        0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H1BB       Constrained at        0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H1BC       Constrained at        0.5 Check
PLAT302_ALERT_4_G Anion/Solvent/Minor-Residue Disorder (Resd  2  )       100% Note
PLAT720_ALERT_4_G Number of Unusual/Non-Standard Labels ..........          6 Note
PLAT789_ALERT_4_G Atoms with Negative _atom_site_disorder_group  #         10 Check
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600         59 Note
PLAT933_ALERT_2_G Number of HKL-OMIT Records in Embedded .res File          3 Note
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density.          2 Info

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

   0 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
  14 ALERT type 4 Improvement, methodology, query or suggestion
   1 ALERT type 5 Informative message, check

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Computing details

Data collection: CrysAlis PRO (Rigaku OD, 2019); cell refinement: CrysAlis PRO (Rigaku OD, 2019); data reduction: CrysAlis PRO (Rigaku OD, 2019); program(s) used to refine structure: SHELXL (Sheldrick, 2015); molecular graphics: OLEX2 (Dolomanov et al., 2009) Mercury (Macrae et al., 2020); software used to prepare material for publication: OLEX2 (Dolomanov et al., 2009).

trans-Bis(4-aminopyridine-κN)bis(quinoxaline-2,3-dithiolato-κ²S,S')platinum(IV) dimethyl sulfoxide monosolvate

Crystal data

[Pt(C8H4N2S2)2(C5H6N2)2]·C2H6OS	Z = 1
Mr = 845.96	F(000) = 416
Triclinic, P1	Dx = 1.882 Mg m^−3
a = 7.74108 (18) Å	Cu Kα radiation, λ = 1.54184 Å
b = 9.8690 (2) Å	Cell parameters from 10134 reflections
c = 10.47021 (18) Å	θ = 4.7–77.2°
α = 99.6963 (16)°	µ = 12.39 mm^−1
β = 102.9798 (17)°	T = 200 K
γ = 100.9394 (19)°	Plate, clear light yellow
V = 746.43 (3) Å^3	0.03 × 0.02 × 0.01 mm

Data collection

XtaLAB Synergy, Dualflex, HyPix diffractometer	3130 independent reflections
Radiation source: micro-focus sealed X-ray tube, PhotonJet (Cu) X-ray Source	3097 reflections with I > 2σ(I)
Mirror monochromator	Rint = 0.046
Detector resolution: 10.0000 pixels mm^-1	θmax = 77.7°, θmin = 4.4°
ω scans	h = −9→9
Absorption correction: multi-scan (CrysAlisPro; Rigaku OD, 2019)	k = −12→12
Tmin = 0.671, Tmax = 1.000	l = −11→13
15557 measured reflections

Refinement

Refinement on F^2	Hydrogen site location: mixed
Least-squares matrix: full	H-atom parameters constrained
R[F^2 > 2σ(F^2)] = 0.033	w = 1/[σ^2(Fo^2) + (0.0335P)^2 + 2.9739P] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.083	(Δ/σ)max < 0.001
S = 1.11	Δρmax = 1.33 e Å^−3
3130 reflections	Δρmin = −1.21 e Å^−3
218 parameters	Extinction correction: SHELXL2018/3 (Sheldrick 2015), Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
0 restraints	Extinction coefficient: 0.00059 (15)

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	Occ. (<1)
Pt1	0.500000	0.500000	0.000000	0.02644 (11)
S1	0.81596 (15)	0.56972 (12)	0.10110 (12)	0.0312 (2)
S2	0.46861 (16)	0.38023 (12)	0.17238 (12)	0.0317 (2)
N1	0.4661 (5)	0.6809 (4)	0.1128 (4)	0.0302 (8)
N2	1.0148 (6)	0.4701 (4)	0.2823 (4)	0.0340 (9)
N3	0.7159 (6)	0.2878 (4)	0.3258 (4)	0.0326 (9)
N4	0.4058 (8)	1.0482 (5)	0.3409 (5)	0.0487 (12)
H4A	0.459240	1.121162	0.316472	0.058*
H4B	0.291608	1.048543	0.329940	0.058*
C1	0.8464 (6)	0.4641 (5)	0.2183 (5)	0.0286 (9)
C2	1.0401 (7)	0.3838 (5)	0.3712 (5)	0.0344 (10)
C3	1.2200 (8)	0.3870 (6)	0.4442 (6)	0.0429 (12)
H3	1.319219	0.449873	0.434033	0.051*
C4	1.2469 (9)	0.2974 (7)	0.5296 (6)	0.0485 (14)
H4	1.364634	0.300343	0.577882	0.058*
C5	1.0979 (9)	0.2013 (6)	0.5445 (6)	0.0475 (14)
H5	1.117997	0.140023	0.601820	0.057*
C6	0.9238 (9)	0.1967 (6)	0.4759 (5)	0.0441 (13)
H6	0.826180	0.132057	0.486098	0.053*
C7	0.8918 (7)	0.2901 (5)	0.3894 (5)	0.0344 (10)
C8	0.6925 (7)	0.3742 (5)	0.2431 (5)	0.0297 (9)
C9	0.5791 (8)	0.8073 (5)	0.1265 (6)	0.0392 (12)
H9	0.672540	0.811304	0.083782	0.047*
C10	0.5625 (8)	0.9305 (6)	0.2007 (6)	0.0419 (12)
H10	0.643536	1.015621	0.207214	0.050*
C11	0.4242 (8)	0.9282 (5)	0.2661 (5)	0.0377 (11)
C12	0.3087 (8)	0.7949 (6)	0.2519 (6)	0.0408 (12)
H12	0.214927	0.787183	0.294259	0.049*
C13	0.3334 (7)	0.6769 (5)	0.1764 (5)	0.0344 (10)
H13	0.255025	0.590151	0.168660	0.041*
S3	1.0758 (5)	1.0293 (4)	0.0794 (4)	0.0557 (8)	0.5
O1	1.0037 (13)	0.9818 (10)	0.1907 (10)	0.058 (2)	0.5
C1A	1.000 (3)	0.8879 (17)	−0.058 (2)	0.072 (5)	0.5
H1AA	1.061993	0.814997	−0.040118	0.108*	0.5
H1AB	1.023516	0.918671	−0.135433	0.108*	0.5
H1AC	0.870658	0.851496	−0.073236	0.108*	0.5
C1B	0.950 (3)	1.150 (2)	0.030 (2)	0.072 (5)	0.5
H1BA	0.821992	1.107133	0.008588	0.108*	0.5
H1BB	0.979222	1.177789	−0.047899	0.108*	0.5
H1BC	0.979797	1.232401	0.101768	0.108*	0.5

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Pt1	0.02549 (16)	0.02164 (15)	0.02864 (16)	0.00156 (10)	0.00498 (10)	0.00351 (10)
S1	0.0253 (5)	0.0292 (5)	0.0350 (6)	−0.0001 (4)	0.0036 (4)	0.0095 (4)
S2	0.0294 (6)	0.0311 (6)	0.0341 (6)	0.0030 (4)	0.0081 (5)	0.0111 (5)
N1	0.032 (2)	0.0230 (18)	0.035 (2)	0.0056 (15)	0.0114 (17)	0.0015 (15)
N2	0.033 (2)	0.033 (2)	0.033 (2)	0.0061 (17)	0.0046 (17)	0.0048 (17)
N3	0.040 (2)	0.0248 (19)	0.030 (2)	0.0051 (16)	0.0079 (17)	0.0045 (16)
N4	0.055 (3)	0.031 (2)	0.060 (3)	0.008 (2)	0.025 (3)	0.000 (2)
C1	0.029 (2)	0.025 (2)	0.029 (2)	0.0064 (17)	0.0039 (18)	0.0018 (17)
C2	0.041 (3)	0.033 (2)	0.029 (2)	0.012 (2)	0.006 (2)	0.0035 (19)
C3	0.040 (3)	0.047 (3)	0.036 (3)	0.014 (2)	0.003 (2)	0.002 (2)
C4	0.055 (4)	0.054 (3)	0.030 (3)	0.025 (3)	−0.004 (2)	0.001 (2)
C5	0.066 (4)	0.041 (3)	0.033 (3)	0.022 (3)	−0.001 (3)	0.009 (2)
C6	0.062 (4)	0.033 (3)	0.034 (3)	0.012 (2)	0.007 (3)	0.006 (2)
C7	0.044 (3)	0.029 (2)	0.026 (2)	0.010 (2)	0.003 (2)	0.0031 (18)
C8	0.034 (2)	0.025 (2)	0.028 (2)	0.0053 (18)	0.0069 (19)	0.0029 (18)
C9	0.040 (3)	0.025 (2)	0.052 (3)	0.001 (2)	0.022 (2)	0.003 (2)
C10	0.045 (3)	0.028 (2)	0.051 (3)	0.001 (2)	0.020 (3)	0.001 (2)
C11	0.040 (3)	0.031 (2)	0.040 (3)	0.008 (2)	0.010 (2)	0.004 (2)
C12	0.038 (3)	0.035 (3)	0.049 (3)	0.003 (2)	0.018 (2)	0.005 (2)
C13	0.032 (2)	0.028 (2)	0.041 (3)	0.0019 (19)	0.011 (2)	0.004 (2)
S3	0.0454 (16)	0.0553 (18)	0.0601 (19)	−0.0016 (14)	0.0131 (14)	0.0125 (15)
O1	0.053 (5)	0.062 (6)	0.065 (6)	0.013 (4)	0.023 (4)	0.020 (5)
C1A	0.078 (13)	0.045 (9)	0.108 (16)	0.036 (8)	0.035 (11)	0.020 (9)
C1B	0.087 (13)	0.063 (11)	0.087 (12)	0.055 (10)	0.026 (10)	0.026 (9)

Geometric parameters (Å, º)

Pt1—S1	2.3514 (11)	C4—C5	1.404 (10)
Pt1—S1^i	2.3514 (11)	C5—H5	0.9300
Pt1—S2	2.3495 (11)	C5—C6	1.366 (9)
Pt1—S2^i	2.3495 (11)	C6—H6	0.9300
Pt1—N1	2.063 (4)	C6—C7	1.413 (7)
Pt1—N1^i	2.063 (4)	C9—H9	0.9300
S1—C1	1.743 (5)	C9—C10	1.373 (7)
S2—C8	1.741 (5)	C10—H10	0.9300
N1—C9	1.346 (6)	C10—C11	1.393 (8)
N1—C13	1.342 (6)	C11—C12	1.407 (7)
N2—C1	1.310 (6)	C12—H12	0.9300
N2—C2	1.371 (7)	C12—C13	1.363 (7)
N3—C7	1.369 (7)	C13—H13	0.9300
N3—C8	1.323 (6)	S3—O1	1.505 (10)
N4—H4A	0.8662	S3—C1A	1.728 (19)
N4—H4B	0.8665	S3—C1B	1.752 (16)
N4—C11	1.355 (7)	C1A—H1AA	0.9600
C1—C8	1.446 (7)	C1A—H1AB	0.9600
C2—C3	1.421 (8)	C1A—H1AC	0.9600
C2—C7	1.402 (8)	C1B—H1BA	0.9600
C3—H3	0.9300	C1B—H1BB	0.9600
C3—C4	1.370 (8)	C1B—H1BC	0.9600
C4—H4	0.9300
S1—Pt1—S1^i	180.0	C5—C6—H6	120.0
S2—Pt1—S1	88.43 (4)	C5—C6—C7	120.0 (6)
S2^i—Pt1—S1^i	88.43 (4)	C7—C6—H6	120.0
S2—Pt1—S1^i	91.57 (4)	N3—C7—C2	121.3 (4)
S2^i—Pt1—S1	91.57 (4)	N3—C7—C6	119.1 (5)
S2^i—Pt1—S2	180.0	C2—C7—C6	119.6 (5)
N1^i—Pt1—S1^i	89.99 (12)	N3—C8—S2	116.7 (4)
N1^i—Pt1—S1	90.01 (12)	N3—C8—C1	121.3 (4)
N1—Pt1—S1	89.99 (12)	C1—C8—S2	121.9 (4)
N1—Pt1—S1^i	90.01 (12)	N1—C9—H9	118.6
N1—Pt1—S2	90.33 (12)	N1—C9—C10	122.9 (5)
N1^i—Pt1—S2^i	90.33 (12)	C10—C9—H9	118.6
N1—Pt1—S2^i	89.67 (12)	C9—C10—H10	120.0
N1^i—Pt1—S2	89.67 (12)	C9—C10—C11	120.0 (5)
N1^i—Pt1—N1	180.0	C11—C10—H10	120.0
C1—S1—Pt1	103.03 (16)	N4—C11—C10	121.2 (5)
C8—S2—Pt1	102.34 (17)	N4—C11—C12	122.6 (5)
C9—N1—Pt1	120.7 (3)	C10—C11—C12	116.2 (5)
C13—N1—Pt1	121.6 (3)	C11—C12—H12	119.8
C13—N1—C9	117.7 (4)	C13—C12—C11	120.5 (5)
C1—N2—C2	117.3 (4)	C13—C12—H12	119.8
C8—N3—C7	117.1 (4)	N1—C13—C12	122.7 (5)
H4A—N4—H4B	108.6	N1—C13—H13	118.7
C11—N4—H4A	109.7	C12—C13—H13	118.7
C11—N4—H4B	110.6	O1—S3—C1A	106.8 (8)
N2—C1—S1	116.9 (4)	O1—S3—C1B	104.6 (9)
N2—C1—C8	121.8 (4)	C1A—S3—C1B	103.1 (11)
C8—C1—S1	121.3 (4)	S3—C1A—H1AA	109.5
N2—C2—C3	119.6 (5)	S3—C1A—H1AB	109.5
N2—C2—C7	121.1 (5)	S3—C1A—H1AC	109.5
C7—C2—C3	119.3 (5)	H1AA—C1A—H1AB	109.5
C2—C3—H3	120.0	H1AA—C1A—H1AC	109.5
C4—C3—C2	120.0 (6)	H1AB—C1A—H1AC	109.5
C4—C3—H3	120.0	S3—C1B—H1BA	109.5
C3—C4—H4	119.8	S3—C1B—H1BB	109.5
C3—C4—C5	120.4 (6)	S3—C1B—H1BC	109.5
C5—C4—H4	119.8	H1BA—C1B—H1BB	109.5
C4—C5—H5	119.6	H1BA—C1B—H1BC	109.5
C6—C5—C4	120.7 (5)	H1BB—C1B—H1BC	109.5
C6—C5—H5	119.6
Pt1—S1—C1—N2	173.6 (3)	C2—C3—C4—C5	0.6 (8)
Pt1—S1—C1—C8	−6.3 (4)	C3—C2—C7—N3	177.0 (5)
Pt1—S2—C8—N3	−166.6 (3)	C3—C2—C7—C6	−2.5 (7)
Pt1—S2—C8—C1	16.4 (4)	C3—C4—C5—C6	−0.9 (9)
Pt1—N1—C9—C10	−179.9 (5)	C4—C5—C6—C7	−0.5 (9)
Pt1—N1—C13—C12	179.8 (4)	C5—C6—C7—N3	−177.3 (5)
S1—C1—C8—S2	−7.3 (6)	C5—C6—C7—C2	2.2 (8)
S1—C1—C8—N3	175.8 (4)	C7—N3—C8—S2	−175.4 (3)
N1—C9—C10—C11	0.1 (10)	C7—N3—C8—C1	1.7 (7)
N2—C1—C8—S2	172.8 (4)	C7—C2—C3—C4	1.1 (8)
N2—C1—C8—N3	−4.1 (7)	C8—N3—C7—C2	2.3 (7)
N2—C2—C3—C4	−177.7 (5)	C8—N3—C7—C6	−178.2 (5)
N2—C2—C7—N3	−4.2 (7)	C9—N1—C13—C12	0.7 (8)
N2—C2—C7—C6	176.3 (5)	C9—C10—C11—N4	179.4 (6)
N4—C11—C12—C13	−179.5 (6)	C9—C10—C11—C12	0.6 (9)
C1—N2—C2—C3	−179.4 (4)	C10—C11—C12—C13	−0.7 (9)
C1—N2—C2—C7	1.8 (7)	C11—C12—C13—N1	0.0 (9)
C2—N2—C1—S1	−177.8 (3)	C13—N1—C9—C10	−0.7 (8)
C2—N2—C1—C8	2.2 (7)

Symmetry code: (i) −x+1, −y+1, −z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N4—H4A···N3^ii	0.87	2.30	3.085 (7)	151
N4—H4B···O1^iii	0.87	2.28	3.045 (11)	148

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