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The bulky tert-butyl groups of the dbbpy ligand do not preclude the formation of head-to-head dimers in the crystal structure of bis­(aceto­nitrile)(4,4′-di-tert-butyl-2,2′-bi­pyridine)­platinum(II) tetra­fluorido­borate.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S2056989018005923/jj2198sup1.cif
Contains datablock I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2056989018005923/jj2198Isup2.hkl
Contains datablock I

mol

MDL mol file https://doi.org/10.1107/S2056989018005923/jj2198Isup3.mol
Supplementary material

CCDC reference: 1837532

Key indicators

  • Single-crystal X-ray study
  • T = 100 K
  • Mean [sigma](C-C) = 0.007 Å
  • R factor = 0.033
  • wR factor = 0.113
  • Data-to-parameter ratio = 17.3

checkCIF/PLATON results

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Alert level C PLAT906_ALERT_3_C Large K Value in the Analysis of Variance ...... 5.097 Check PLAT972_ALERT_2_C Check Calcd Resid. Dens. 0.88A From C12 -1.59 eA-3 PLAT974_ALERT_2_C Check Calcd Negative Resid. Density on Pt1 -1.46 eA-3
Alert level G PLAT005_ALERT_5_G No Embedded Refinement Details Found in the CIF Please Do ! PLAT244_ALERT_4_G Low 'Solvent' Ueq as Compared to Neighbors of B1 Check PLAT244_ALERT_4_G Low 'Solvent' Ueq as Compared to Neighbors of B2 Check PLAT432_ALERT_2_G Short Inter X...Y Contact F2 ..C21 2.92 Ang. PLAT432_ALERT_2_G Short Inter X...Y Contact F7 ..C5 2.91 Ang. PLAT794_ALERT_5_G Tentative Bond Valency for Pt1 (II) . 2.42 Info PLAT899_ALERT_4_G SHELXL97 is Deprecated and Succeeded by SHELXL 2018 Note PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L= 0.600 2 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 9 ALERT level G = General information/check it is not something unexpected 0 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 1 ALERT type 3 Indicator that the structure quality may be low 4 ALERT type 4 Improvement, methodology, query or suggestion 2 ALERT type 5 Informative message, check

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: APEX2 (Bruker, 2007); data reduction: APEX2 (Bruker, 2007); 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) and Mercury (Macrae et al., 2006).

Bis(acetonitrile-κN)(4,4'-di-tert-butyl-2,2'-bipyridine-κ2N,N')platinum(II) bis(tetrafluoridoborate) top
Crystal data top
[Pt(C18H24N2)(C2H3N)2](BF4)2F(000) = 2800
Mr = 719.21Dx = 1.785 Mg m3
Orthorhombic, PbcnMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2n 2abCell parameters from 9946 reflections
a = 16.3409 (10) Åθ = 2.2–27.1°
b = 13.0447 (8) ŵ = 5.32 mm1
c = 25.1105 (16) ÅT = 100 K
V = 5352.6 (6) Å3Plate, yellow
Z = 80.14 × 0.14 × 0.08 mm
Data collection top
Bruker APEXII CCD
diffractometer
5919 independent reflections
Radiation source: fine-focus sealed tube4823 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.048
ω scansθmax = 27.1°, θmin = 1.6°
Absorption correction: multi-scan
(SADABS; Bruker, 2001)
h = 2020
Tmin = 0.515, Tmax = 0.682k = 1616
61655 measured reflectionsl = 3232
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.033Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.113H-atom parameters constrained
S = 1.01 w = 1/[σ2(Fo2) + (0.080P)2 + 5.P]
where P = (Fo2 + 2Fc2)/3
5919 reflections(Δ/σ)max = 0.001
342 parametersΔρmax = 1.39 e Å3
0 restraintsΔρmin = 1.55 e Å3
Special details top

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.

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 > 2sigma(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 (Å2) top
xyzUiso*/Ueq
Pt10.098683 (11)0.487050 (15)0.187162 (8)0.02001 (9)
N10.1092 (2)0.3711 (3)0.23845 (16)0.0200 (8)
C10.1088 (3)0.3805 (4)0.29169 (19)0.0230 (10)
H1A0.10420.44690.30700.028*
N20.1029 (2)0.3703 (3)0.13593 (17)0.0227 (9)
C20.1149 (3)0.2965 (4)0.3246 (2)0.0261 (11)
H2A0.11400.30540.36220.031*
N30.1005 (2)0.5974 (3)0.24244 (18)0.0247 (9)
C30.1223 (3)0.1981 (4)0.30320 (17)0.0188 (9)
N40.0870 (2)0.5961 (3)0.13214 (18)0.0261 (9)
C40.1233 (3)0.1908 (3)0.24737 (17)0.0203 (9)
H4A0.12800.12540.23100.024*
C50.1174 (3)0.2771 (4)0.21635 (17)0.0197 (9)
C60.1182 (3)0.2775 (4)0.15764 (18)0.0214 (10)
C70.1341 (3)0.1931 (3)0.12624 (17)0.0197 (9)
H7A0.14490.12880.14250.024*
C80.1346 (3)0.2010 (4)0.07074 (18)0.0235 (10)
C90.1159 (3)0.2968 (4)0.0501 (2)0.0282 (11)
H9A0.11420.30570.01250.034*
C100.0999 (3)0.3787 (4)0.08242 (19)0.0281 (12)
H10A0.08640.44290.06690.034*
C110.1265 (3)0.1023 (4)0.33750 (18)0.0224 (10)
C120.2078 (3)0.0461 (4)0.32623 (19)0.0261 (10)
H12A0.21150.02990.28820.039*
H12B0.20990.01740.34700.039*
H12C0.25380.09030.33640.039*
C130.0557 (3)0.0306 (4)0.3229 (2)0.0274 (11)
H13A0.06240.00690.28610.041*
H13B0.00380.06750.32630.041*
H13C0.05570.02850.34700.041*
C140.1207 (3)0.1287 (4)0.39695 (19)0.0315 (12)
H14A0.07160.16980.40340.047*
H14B0.16930.16770.40760.047*
H14C0.11770.06530.41780.047*
C150.1569 (3)0.1088 (4)0.03663 (18)0.0249 (10)
C160.0911 (4)0.0262 (4)0.0438 (2)0.0344 (13)
H16A0.08750.00720.08150.052*
H16B0.10570.03440.02270.052*
H16C0.03820.05280.03170.052*
C170.2397 (3)0.0657 (5)0.0539 (2)0.0389 (13)
H17A0.23830.05040.09210.058*
H17B0.28260.11630.04680.058*
H17C0.25120.00270.03400.058*
C180.1638 (4)0.1369 (4)0.02260 (19)0.0379 (14)
H18A0.11010.15840.03590.057*
H18B0.18260.07710.04280.057*
H18C0.20290.19320.02690.057*
C190.1018 (3)0.6625 (4)0.2714 (2)0.0249 (11)
C200.1019 (3)0.7449 (5)0.3107 (2)0.0320 (13)
H20A0.14480.79450.30190.048*
H20B0.11240.71620.34610.048*
H20C0.04860.77930.31060.048*
C210.0799 (3)0.6560 (4)0.1006 (2)0.0282 (11)
C220.0702 (4)0.7321 (4)0.0583 (2)0.0435 (15)
H22B0.08630.70180.02410.065*
H22C0.10490.79160.06590.065*
H22A0.01290.75380.05650.065*
F50.3387 (3)0.4742 (3)0.18538 (12)0.0439 (9)
F10.0964 (2)0.5412 (3)0.37735 (13)0.0444 (9)
F60.4162 (2)0.3323 (3)0.18232 (14)0.0466 (9)
F70.2907 (2)0.3270 (3)0.22056 (14)0.0499 (9)
F80.3013 (2)0.3445 (3)0.13080 (14)0.0481 (9)
F20.0499 (2)0.5587 (3)0.46122 (13)0.0498 (9)
F30.1841 (2)0.5745 (3)0.44502 (13)0.0519 (10)
F40.1237 (3)0.4179 (3)0.43888 (16)0.0742 (14)
B10.1145 (5)0.5186 (6)0.4330 (2)0.0345 (16)
B20.3361 (4)0.3695 (5)0.1792 (2)0.0293 (13)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Pt10.02479 (13)0.01503 (13)0.02021 (13)0.00068 (6)0.00068 (7)0.00112 (6)
N10.025 (2)0.018 (2)0.018 (2)0.0017 (15)0.0023 (15)0.0012 (15)
C10.034 (3)0.018 (2)0.017 (2)0.0026 (19)0.0004 (19)0.0040 (19)
N20.031 (2)0.016 (2)0.022 (2)0.0061 (15)0.0026 (16)0.0006 (16)
C20.037 (3)0.023 (3)0.019 (2)0.001 (2)0.003 (2)0.002 (2)
N30.026 (2)0.021 (2)0.028 (2)0.0024 (15)0.0013 (16)0.0027 (18)
C30.021 (2)0.018 (2)0.018 (2)0.0039 (18)0.0009 (18)0.0024 (17)
N40.030 (2)0.018 (2)0.031 (2)0.0031 (16)0.0006 (17)0.0011 (18)
C40.023 (2)0.022 (2)0.016 (2)0.0032 (18)0.0004 (18)0.0033 (18)
C50.022 (2)0.019 (2)0.018 (2)0.0040 (17)0.0009 (18)0.0023 (17)
C60.022 (2)0.022 (2)0.020 (2)0.0055 (18)0.0032 (18)0.0021 (18)
C70.023 (2)0.017 (2)0.019 (2)0.0040 (18)0.0039 (18)0.0020 (17)
C80.030 (3)0.020 (2)0.021 (2)0.0075 (19)0.002 (2)0.0024 (18)
C90.044 (3)0.027 (3)0.013 (2)0.003 (2)0.003 (2)0.0052 (19)
C100.043 (3)0.023 (3)0.018 (3)0.005 (2)0.008 (2)0.0033 (19)
C110.029 (2)0.022 (2)0.017 (2)0.002 (2)0.0029 (19)0.0013 (18)
C120.029 (3)0.024 (2)0.026 (2)0.007 (2)0.003 (2)0.009 (2)
C130.031 (3)0.022 (2)0.029 (3)0.006 (2)0.001 (2)0.007 (2)
C140.046 (3)0.027 (3)0.021 (3)0.000 (2)0.000 (2)0.009 (2)
C150.034 (3)0.025 (2)0.016 (2)0.003 (2)0.0014 (19)0.0013 (19)
C160.049 (4)0.024 (3)0.030 (3)0.001 (2)0.003 (2)0.007 (2)
C170.037 (3)0.051 (4)0.028 (3)0.006 (3)0.006 (2)0.006 (3)
C180.066 (4)0.035 (3)0.013 (2)0.006 (3)0.002 (2)0.003 (2)
C190.029 (3)0.023 (3)0.023 (3)0.0030 (19)0.002 (2)0.002 (2)
C200.041 (3)0.022 (3)0.032 (3)0.001 (2)0.000 (2)0.006 (2)
C210.032 (3)0.023 (3)0.029 (3)0.008 (2)0.005 (2)0.005 (2)
C220.057 (4)0.032 (3)0.041 (4)0.009 (3)0.006 (3)0.022 (3)
F50.056 (2)0.033 (2)0.042 (2)0.0095 (17)0.0005 (15)0.0018 (15)
F10.054 (2)0.052 (2)0.0273 (18)0.0104 (16)0.0050 (14)0.0065 (17)
F60.0295 (17)0.041 (2)0.070 (3)0.0038 (15)0.0019 (15)0.0015 (17)
F70.0379 (19)0.060 (2)0.052 (2)0.0054 (16)0.0043 (16)0.0274 (19)
F80.049 (2)0.049 (2)0.046 (2)0.0100 (17)0.0084 (16)0.0111 (16)
F20.051 (2)0.064 (3)0.0348 (19)0.0122 (19)0.0087 (16)0.0163 (17)
F30.046 (2)0.074 (3)0.0358 (19)0.0100 (19)0.0048 (15)0.0153 (18)
F40.132 (4)0.035 (2)0.056 (3)0.012 (2)0.024 (3)0.004 (2)
B10.035 (3)0.046 (4)0.023 (3)0.014 (3)0.009 (3)0.026 (3)
B20.023 (3)0.022 (3)0.043 (4)0.005 (2)0.003 (2)0.005 (2)
Geometric parameters (Å, º) top
Pt1—N41.992 (4)C13—H13B0.9800
Pt1—N11.994 (4)C13—H13C0.9800
Pt1—N21.995 (4)C14—H14A0.9800
Pt1—N32.000 (5)C14—H14B0.9800
N1—C11.343 (6)C14—H14C0.9800
N1—C51.353 (6)C15—C171.528 (7)
C1—C21.377 (7)C15—C161.533 (7)
C1—H1A0.9500C15—C181.536 (6)
N2—C101.349 (6)C16—H16A0.9800
N2—C61.350 (6)C16—H16B0.9800
C2—C31.396 (7)C16—H16C0.9800
C2—H2A0.9500C17—H17A0.9800
N3—C191.118 (7)C17—H17B0.9800
C3—C41.405 (6)C17—H17C0.9800
C3—C111.520 (6)C18—H18A0.9800
N4—C211.119 (7)C18—H18B0.9800
C4—C51.372 (6)C18—H18C0.9800
C4—H4A0.9500C19—C201.460 (7)
C5—C61.474 (6)C20—H20A0.9800
C6—C71.379 (6)C20—H20B0.9800
C7—C81.398 (6)C20—H20C0.9800
C7—H7A0.9500C21—C221.462 (7)
C8—C91.386 (7)C22—H22B0.9800
C8—C151.521 (7)C22—H22C0.9800
C9—C101.368 (8)C22—H22A0.9800
C9—H9A0.9500F5—B21.375 (7)
C10—H10A0.9500F1—B11.459 (7)
C11—C131.532 (7)F6—B21.398 (7)
C11—C141.535 (6)F7—B21.392 (6)
C11—C121.544 (7)F8—B21.381 (7)
C12—H12A0.9800F2—B11.374 (7)
C12—H12B0.9800F3—B11.385 (8)
C12—H12C0.9800F4—B11.330 (8)
C13—H13A0.9800
N4—Pt1—N1176.23 (16)C11—C13—H13C109.5
N4—Pt1—N295.81 (18)H13A—C13—H13C109.5
N1—Pt1—N280.47 (18)H13B—C13—H13C109.5
N4—Pt1—N388.22 (19)C11—C14—H14A109.5
N1—Pt1—N395.53 (18)C11—C14—H14B109.5
N2—Pt1—N3175.27 (16)H14A—C14—H14B109.5
C1—N1—C5119.5 (4)C11—C14—H14C109.5
C1—N1—Pt1125.0 (3)H14A—C14—H14C109.5
C5—N1—Pt1115.6 (3)H14B—C14—H14C109.5
N1—C1—C2121.7 (5)C8—C15—C17110.1 (4)
N1—C1—H1A119.2C8—C15—C16108.8 (4)
C2—C1—H1A119.2C17—C15—C16109.2 (4)
C10—N2—C6118.8 (4)C8—C15—C18112.0 (4)
C10—N2—Pt1125.4 (4)C17—C15—C18107.4 (4)
C6—N2—Pt1115.5 (3)C16—C15—C18109.4 (4)
C1—C2—C3120.4 (5)C15—C16—H16A109.5
C1—C2—H2A119.8C15—C16—H16B109.5
C3—C2—H2A119.8H16A—C16—H16B109.5
C19—N3—Pt1176.6 (4)C15—C16—H16C109.5
C2—C3—C4116.7 (4)H16A—C16—H16C109.5
C2—C3—C11122.8 (4)H16B—C16—H16C109.5
C4—C3—C11120.6 (4)C15—C17—H17A109.5
C21—N4—Pt1178.7 (5)C15—C17—H17B109.5
C5—C4—C3120.6 (4)H17A—C17—H17B109.5
C5—C4—H4A119.7C15—C17—H17C109.5
C3—C4—H4A119.7H17A—C17—H17C109.5
N1—C5—C4121.2 (4)H17B—C17—H17C109.5
N1—C5—C6114.0 (4)C15—C18—H18A109.5
C4—C5—C6124.8 (4)C15—C18—H18B109.5
N2—C6—C7121.3 (4)H18A—C18—H18B109.5
N2—C6—C5114.0 (4)C15—C18—H18C109.5
C7—C6—C5124.7 (4)H18A—C18—H18C109.5
C6—C7—C8120.8 (4)H18B—C18—H18C109.5
C6—C7—H7A119.6N3—C19—C20177.7 (6)
C8—C7—H7A119.6C19—C20—H20A109.5
C9—C8—C7116.0 (4)C19—C20—H20B109.5
C9—C8—C15123.7 (4)H20A—C20—H20B109.5
C7—C8—C15120.3 (4)C19—C20—H20C109.5
C10—C9—C8121.6 (5)H20A—C20—H20C109.5
C10—C9—H9A119.2H20B—C20—H20C109.5
C8—C9—H9A119.2N4—C21—C22178.4 (6)
N2—C10—C9121.4 (5)C21—C22—H22B109.5
N2—C10—H10A119.3C21—C22—H22C109.5
C9—C10—H10A119.3H22B—C22—H22C109.5
C3—C11—C13109.4 (4)C21—C22—H22A109.5
C3—C11—C14111.3 (4)H22B—C22—H22A109.5
C13—C11—C14108.9 (4)H22C—C22—H22A109.5
C3—C11—C12109.0 (4)F4—B1—F2113.9 (7)
C13—C11—C12108.5 (4)F4—B1—F3113.8 (5)
C14—C11—C12109.7 (4)F2—B1—F3108.6 (4)
C11—C12—H12A109.5F4—B1—F1109.1 (5)
C11—C12—H12B109.5F2—B1—F1105.1 (5)
H12A—C12—H12B109.5F3—B1—F1105.6 (6)
C11—C12—H12C109.5F5—B2—F8110.2 (5)
H12A—C12—H12C109.5F5—B2—F7109.1 (5)
H12B—C12—H12C109.5F8—B2—F7110.0 (4)
C11—C13—H13A109.5F5—B2—F6108.0 (5)
C11—C13—H13B109.5F8—B2—F6110.7 (5)
H13A—C13—H13B109.5F7—B2—F6108.7 (5)
Intermolecular H···F distances (Å) between all eight fluorine atoms of the two BF4- anions top
F1···H1A2.16F5iii···H7Aiv2.30
F1···H20B2.43F5iii···H4Aiv2.35
F2···H9Aii2.43F6iii···H20Ci2.28
F3···H9Aii2.57F7iii···H20A2.34
F4···H2A2.43 (4)F8iii···H22C2.34
Symmetry codes: (i) -x, y, 1/2 - z; (ii) x, 1 - y, 1/2 + z; (iii) 1/2 - x, 1/2 + y, z; (iv) x, 1 + y, z.
 

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