Dichloro[(5,6:12,13-η4)-pentacyclo[8.4.0.03,8.04,14.07,11]tetradeca-5,12-diene]platinum(II) (2024)

ActaCrystallographicaSectionE
ActaCrystallographica
SectionE CRYSTALLOGRAPHICCOMMUNICATIONS

IUCr IT WDC

home archive editors for authors for readers submit open access

journal menu

home archive editors for authors for readers submit open access

Buy article online - an online subscription or single-article purchase is required to access this article.

metal-organic compounds

Issue contents

Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806041717/ac2050sup1.cif Contains datablocks global, 3
	Structure factor file (CIF format) https://doi.org/10.1107/S1600536806041717/ac20503sup2.hkl Contains datablock 3

CCDC reference: 627284

checkCIF report

Key indicators

Single-crystal X-ray study
T = 295 K
Mean (C-C) = 0.012 Å
R factor = 0.056
wR factor = 0.146
Data-to-parameter ratio = 14.8

checkCIF/PLATON results

No syntax errors foundAlert level BPLAT410_ALERT_2_B Short Intra H...H Contact H2B .. H9B .. 1.86 Ang.Alert level CPLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.42PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 12 0 ALERT level A = In general: serious problem 1 ALERT level B = Potentially serious problem 2 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 0 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 1 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check

Computing details top

Data collection: CAD-4 EXPRESS (Enraf–Nonius, 1994); cell refinement: CAD-4 EXPRESS; data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

Dichloro[(5,6,12,13-η)-pentacyclo[8.4.0.0^3,8.0^4,14.0^7,11]tetradeca-5,12-diene]platinum(II) top

Crystal data

top

[PtCl₂(C₁₄H₁₆)]	F(000) = 848
M_r = 450.26	D_x = 2.479 Mg m⁻³
Monoclinic, P2₁/c	Cu Kα radiation, λ = 1.54184 Å
Hall symbol: -P 2ybc	Cell parameters from 25 reflections
a = 6.6686 (10) Å	θ = 4.7–16.8°
b = 13.648 (3) Å	µ = 25.58 mm⁻¹
c = 13.321 (3) Å	T = 295 K
β = 95.794 (18)°	Polyhedron, light brown
V = 1206.2 (4) Å³	0.32 × 0.26 × 0.16 mm
Z = 4

Data collection

top

Enraf–Nonius CAD-4 diffractometer	R_int = 0.086
non–profiled ω/2θ scans	θ_max = 70.0°, θ_min = 4.7°
Absorption correction: analytical (see. N.W. Alco*ck (1970). Cryst. Computing, p271)	h = −8→0
T_min = 0.019, T_max = 0.141	k = 0→16
2494 measured reflections	l = −16→16
2287 independent reflections	3 standard reflections every 60 min
2222 reflections with I > 2σ(I)	intensity decay: none

Refinement

top

Refinement on F²	H-atom parameters constrained
Least-squares matrix: full	w = 1/[σ²(F_o²) + (0.1018P)² + 4.3395P] where P = (F_o² + 2F_c²)/3
R[F² > 2σ(F²)] = 0.056	(Δ/σ)_max < 0.001
wR(F²) = 0.146	Δρ_max = 5.65 e Å⁻³
S = 1.20	Δρ_min = −2.33 e Å⁻³
2287 reflections	Extinction correction: SHELXL97, Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
155 parameters	Extinction coefficient: 0.0037 (3)
0 restraints

Special details

top

Experimental. 1H NMR (CD2Cl2, 500?MHz): δ = 5.54 (broad s with Pt satellites, 5-, 6-, 12-,13-H), 3.65 (broad s, 4-, 7-, 11-, 14-H), 2.36 (d, 2-, 9-Hendo), 2.14 (broads, 1-, 3-, 8-, 10-H), 1.13 (d, 2-, 9-Hexo)p.p.m.; 2 J2endo,2exo = 2J9endo,9exo = 12.5?Hz, JPt,H = 37?Hz; 13 C NMR (CD2Cl2, 125.7?MHz): δ = 99.0(C-5, -6, -12, -13), 54.1 (C-4, -7, -11, -14), 39.6 (C-1, -3, -8, -10), 33.3(C-2, -9)p.p.m.

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 takeninto account individually in the estimation of e.s.d.'s in distances, anglesand torsion angles; correlations between e.s.d.'s in cell parameters are onlyused 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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²)

top

	x	y	z	U_iso*/U_eq
Pt	0.13680 (4)	0.08579 (2)	0.12378 (2)	0.0272 (3)
Cl1	−0.1517 (3)	0.01191 (15)	0.16546 (19)	0.0451 (5)
Cl2	0.3173 (3)	−0.05358 (15)	0.17382 (17)	0.0418 (5)
C6	−0.0109 (11)	0.2273 (6)	0.1275 (6)	0.0305 (15)
H6	−0.082	0.2025	0.1785	0.037*
C7	0.1364 (12)	0.3094 (6)	0.1488 (6)	0.0314 (16)
H7	0.1129	0.3392	0.2135	0.038*
C1	0.4121 (13)	0.3074 (6)	−0.0379 (7)	0.0380 (18)
H1	0.539	0.3042	−0.069	0.046*
C11	0.3637 (12)	0.2812 (6)	0.1524 (6)	0.0315 (16)
H11	0.4299	0.3001	0.2186	0.038*
C5	−0.0399 (12)	0.1885 (6)	0.0297 (7)	0.0328 (17)
H5	−0.1262	0.1357	0.015	0.039*
C9	0.3123 (13)	0.4402 (6)	0.0822 (8)	0.0397 (19)
H9A	0.3356	0.469	0.1489	0.048*
H9B	0.3297	0.4895	0.0313	0.048*
C10	0.4461 (12)	0.3492 (6)	0.0706 (6)	0.0336 (17)
H10	0.5887	0.3648	0.0887	0.04*
C3	0.0721 (13)	0.3481 (6)	−0.0448 (7)	0.0375 (18)
H3	−0.0506	0.3754	−0.0809	0.045*
C12	0.4079 (11)	0.1738 (6)	0.1356 (6)	0.0297 (15)
H12	0.4564	0.1337	0.1891	0.036*
C14	0.3020 (13)	0.2066 (6)	−0.0447 (6)	0.0337 (16)
H14	0.3261	0.1761	−0.109	0.04*
C13	0.3743 (12)	0.1369 (6)	0.0389 (7)	0.0326 (16)
H13	0.3957	0.071	0.0258	0.039*
C8	0.1069 (13)	0.3899 (6)	0.0651 (7)	0.0327 (16)
H8	−0.0014	0.4352	0.0785	0.039*
C4	0.0707 (13)	0.2338 (6)	−0.0496 (6)	0.0351 (17)
H4	0.0054	0.2138	−0.1157	0.042*
C2	0.2567 (14)	0.3697 (6)	−0.1012 (6)	0.0386 (18)
H2A	0.2374	0.3479	−0.1708	0.046*
H2B	0.2919	0.4387	−0.0989	0.046*

Atomic displacement parameters (Å²)

top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Pt	0.0286 (3)	0.0239 (3)	0.0286 (3)	−0.00016 (9)	0.00041 (17)	0.00155 (9)
Cl1	0.0385 (11)	0.0361 (10)	0.0613 (14)	−0.0060 (8)	0.0084 (9)	0.0113 (9)
Cl2	0.0444 (11)	0.0295 (10)	0.0492 (12)	0.0061 (8)	−0.0059 (9)	0.0062 (8)
C6	0.027 (4)	0.029 (4)	0.035 (4)	0.003 (3)	0.007 (3)	0.003 (3)
C7	0.040 (4)	0.028 (4)	0.026 (3)	−0.002 (3)	0.007 (3)	0.000 (3)
C1	0.038 (4)	0.036 (4)	0.042 (5)	−0.003 (3)	0.010 (3)	0.007 (3)
C11	0.036 (4)	0.028 (4)	0.029 (4)	−0.004 (3)	−0.002 (3)	0.003 (3)
C5	0.030 (4)	0.030 (4)	0.036 (4)	0.003 (3)	−0.007 (3)	0.006 (3)
C9	0.042 (5)	0.024 (4)	0.053 (5)	−0.001 (3)	0.002 (4)	0.001 (4)
C10	0.037 (4)	0.024 (4)	0.042 (4)	−0.007 (3)	0.008 (3)	0.002 (3)
C3	0.039 (4)	0.031 (4)	0.041 (5)	0.001 (3)	−0.003 (3)	0.007 (3)
C12	0.028 (3)	0.028 (4)	0.033 (4)	−0.001 (3)	0.000 (3)	0.009 (3)
C14	0.043 (4)	0.029 (4)	0.029 (4)	−0.002 (3)	0.007 (3)	0.001 (3)
C13	0.031 (4)	0.026 (3)	0.043 (4)	0.003 (3)	0.014 (3)	0.003 (3)
C8	0.038 (4)	0.025 (3)	0.037 (4)	0.005 (3)	0.007 (3)	0.005 (3)
C4	0.046 (5)	0.034 (4)	0.024 (4)	−0.001 (3)	−0.007 (3)	0.000 (3)
C2	0.054 (5)	0.033 (4)	0.029 (4)	−0.009 (4)	0.002 (3)	0.005 (3)

Geometric parameters (Å, º)

top

Pt—C5	2.151 (8)	C5—H5	0.93
Pt—C13	2.153 (7)	C9—C8	1.528 (12)
Pt—C12	2.163 (7)	C9—C10	1.546 (12)
Pt—C6	2.171 (7)	C9—H9A	0.97
Pt—Cl1	2.290 (2)	C9—H9B	0.97
Pt—Cl2	2.3129 (19)	C10—H10	0.98
C6—C5	1.402 (12)	C3—C2	1.534 (13)
C6—C7	1.498 (11)	C3—C4	1.562 (11)
C6—H6	0.93	C3—C8	1.567 (12)
C7—C11	1.560 (11)	C3—H3	0.98
C7—C8	1.562 (11)	C12—C13	1.380 (12)
C7—H7	0.98	C12—H12	0.93
C1—C2	1.527 (12)	C14—C13	1.507 (11)
C1—C10	1.550 (12)	C14—C4	1.581 (12)
C1—C14	1.557 (11)	C14—H14	0.98
C1—H1	0.98	C13—H13	0.93
C11—C12	1.516 (11)	C8—H8	0.98
C11—C10	1.572 (11)	C4—H4	0.98
C11—H11	0.98	C2—H2A	0.97
C5—C4	1.484 (12)	C2—H2B	0.97

C5—Pt—C13	82.7 (3)	H9A—C9—H9B	109.8
C5—Pt—C12	94.9 (3)	C9—C10—C1	110.9 (7)
C13—Pt—C12	37.3 (3)	C9—C10—C11	99.2 (7)
C5—Pt—C6	37.8 (3)	C1—C10—C11	113.7 (6)
C13—Pt—C6	94.8 (3)	C9—C10—H10	110.9
C12—Pt—C6	83.2 (3)	C1—C10—H10	110.9
C5—Pt—Cl1	90.2 (2)	C11—C10—H10	110.9
C13—Pt—Cl1	162.0 (3)	C2—C3—C4	100.0 (7)
C12—Pt—Cl1	160.7 (2)	C2—C3—C8	109.7 (7)
C6—Pt—Cl1	89.5 (2)	C4—C3—C8	113.7 (7)
C5—Pt—Cl2	160.5 (2)	C2—C3—H3	111
C13—Pt—Cl2	91.6 (2)	C4—C3—H3	111
C12—Pt—Cl2	91.6 (2)	C8—C3—H3	111
C6—Pt—Cl2	161.7 (2)	C13—C12—C11	118.4 (7)
Cl1—Pt—Cl2	89.63 (8)	C13—C12—Pt	71.0 (4)
C5—C6—C7	119.0 (7)	C11—C12—Pt	112.0 (5)
C5—C6—Pt	70.3 (4)	C13—C12—H12	120.8
C7—C6—Pt	112.3 (5)	C11—C12—H12	120.8
C5—C6—H6	120.5	Pt—C12—H12	87.3
C7—C6—H6	120.5	C13—C14—C1	113.7 (7)
Pt—C6—H6	87.6	C13—C14—C4	114.6 (6)
C6—C7—C11	115.9 (6)	C1—C14—C4	104.3 (6)
C6—C7—C8	111.0 (7)	C13—C14—H14	108
C11—C7—C8	104.4 (6)	C1—C14—H14	108
C6—C7—H7	108.4	C4—C14—H14	108
C11—C7—H7	108.4	C12—C13—C14	118.0 (7)
C8—C7—H7	108.4	C12—C13—Pt	71.7 (4)
C2—C1—C10	109.8 (7)	C14—C13—Pt	113.3 (5)
C2—C1—C14	99.8 (7)	C12—C13—H13	121
C10—C1—C14	113.8 (6)	C14—C13—H13	121
C2—C1—H1	111	Pt—C13—H13	85.4
C10—C1—H1	111	C9—C8—C7	99.4 (7)
C14—C1—H1	111	C9—C8—C3	110.4 (7)
C12—C11—C7	115.9 (6)	C7—C8—C3	114.0 (7)
C12—C11—C10	112.4 (7)	C9—C8—H8	110.8
C7—C11—C10	103.8 (6)	C7—C8—H8	110.8
C12—C11—H11	108.1	C3—C8—H8	110.8
C7—C11—H11	108.1	C5—C4—C3	112.8 (7)
C10—C11—H11	108.1	C5—C4—C14	115.2 (6)
C6—C5—C4	118.2 (7)	C3—C4—C14	103.4 (7)
C6—C5—Pt	71.9 (4)	C5—C4—H4	108.4
C4—C5—Pt	113.8 (5)	C3—C4—H4	108.4
C6—C5—H5	120.9	C14—C4—H4	108.4
C4—C5—H5	120.9	C1—C2—C3	99.0 (6)
Pt—C5—H5	84.8	C1—C2—H2A	112
C8—C9—C10	98.2 (7)	C3—C2—H2A	112
C8—C9—H9A	112.1	C1—C2—H2B	112
C10—C9—H9A	112.1	C3—C2—H2B	112
C8—C9—H9B	112.1	H2A—C2—H2B	109.7
C10—C9—H9B	112.1

Comparative geometrical parameters for selected rigid cage structures.ω is the π–π interorbital angle.

top

Structure	C═C, Å	ω, °
Present Study	1.402(12)	121.6(4)
	1.380(12)
Free Ligand	1.321(3)	122.7
of Present Study^a	1.316(3)
Lee et al.^b	1.355	126.6
	1.406
Lee et al.^c	1.297	126.1
	1.384

Notes: (a) Bau et al. (2005);(b) Lee et al. (1991),S-(hom*ohypostrophene)neopentyl(endo-2-norbornyl)platinum(II); (c) Lee et al. (1991),R-(hom*ohypostrophene)neopentyl(exo-2-norbornyl)platinum(II).

Subscribe to Acta Crystallographica Section E: Crystallographic Communications

The full text of this article is available to subscribers to the journal.

Information on subscribing
Sample issue
If you have already subscribed, you may need to register

If you have already registered and are using a computer listed in your registration details, please email support@iucr.org for assistance.

Buy online

You may purchase this article in PDF and/or HTML formats. For purchasers in the European Community who do not have a VAT number, VAT will be added at the local rate. Payments to the IUCr are handled by WorldPay, who will accept payment by credit card in several currencies. To purchase the article, please complete the form below (fields marked * are required), and then click on `Continue'.

Terms and conditions of use
Contact us

Follow Acta Cryst.E

E-alerts

Twitter

Facebook

RSS

Copyright © International Union of Crystallography
HomeContact usSite indexAbout usPartners and site credits Help Terms of usePrivacy and cookies

The IUCr is a scientific union serving the interests of crystallographers and other scientists employing crystallographic methods.

Dichloro­[(5,6:12,13-η4)-penta­cyclo­[8.4.0.03,8.04,14.07,11]­tetra­deca-5,12-diene]platinum(II) (2024)