Chlorido(4,4′,4′′-tri-tert-butyl-2,2′:6′,2′′-terpyridine)­platinum(II) chloride toluene monosolvate

Batrice, R.J.; Nesterov, V.N.; Smucker, B.W.

doi:10.1107/S1600536810048750

metal-organic compounds

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ISSN: 2056-9890

Volume 66| Part 12| December 2010| Page m1704

https://doi.org/10.1107/S1600536810048750

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Chlorido(4,4′,4′′-tri-tert-butyl-2,2′:6′,2′′-terpyridine)platinum(II) chloride toluene monosolvate

Rami J. Batrice,^a Vladimir N. Nesterov ^b and Bradley W. Smucker ^a ^*

^aDepartment of Chemistry, Austin College, 900 North Grand, Sherman, TX 75090-4400, USA, and ^bDepartment of Chemistry, University of North Texas, 1155 Union Circle, #305070, Denton, TX 76203-5070, USA
^*Correspondence e-mail: bsmucker@austincollege.edu

(Received 5 October 2010; accepted 22 November 2010; online 30 November 2010)

In the title compound, [PtCl(C₂₇H₃₅N₃)]Cl·C₇H₈, the Pt^II atom is coordinated in a pseudo-square-planar fashion by the N atoms of a 4,4′,4′′-tri-tert-butyl-2,2′:6′,2′′-terpyridine (tbtrpy) ligand and a Cl atom. The Pt—N distance of the N atom on the central pyridine is 1.941 (4) Å, while the peripheral N atoms have Pt—N distances of 2.015 (4) and 2.013 (4) Å. The Pt—Cl bond distance is 2.3070 (10) Å. The cations pack as dimers in a head-to-tail orientation with an intermolecular Pt⋯Pt distance of 3.2774 (3) Å and Pt⋯N distances of 3.599 (4), 3.791 (4) and 4.115 (4) Å. The solvent molecule is disordered and occupies two positions with a ratio of 0.553 (6):0.447 (6).

Related literature

For crystal structures of the title cation, [(tbtrpy)PtCl]⁺, see: Batrice et al. (2010); Lai et al. (1999 ). For head-to-tail packing of related terpyridine complexes with close Pt⋯Pt distances, see: Bailey et al. (1995 ); Sengul (2004 ). For the synthesis of [(tbtrpy)PtCl]Cl, see: Howe-Grant & Lippard (1980 ).

Experimental

Crystal data

[PtCl(C₂₇H₃₅N₃)]Cl·C₇H₈
M_r = 759.70
Monoclinic, P 2₁ /c
a = 9.4418 (3) Å
b = 20.0002 (7) Å
c = 17.2321 (6) Å
β = 91.948 (1)°
V = 3252.19 (19) Å³
Z = 4
Mo Kα radiation
μ = 4.51 mm⁻¹
T = 100 K
0.26 × 0.21 × 0.09 mm

Data collection

Bruker SMART APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2007 ) T_min = 0.387, T_max = 0.677
37919 measured reflections
6647 independent reflections
6232 reflections with I > 2σ(I)
R_int = 0.030

Refinement

R[F² > 2σ(F²)] = 0.032
wR(F²) = 0.108
S = 1.05
6647 reflections
358 parameters
14 restraints
H-atom parameters constrained
Δρ_max = 1.47 e Å⁻³
Δρ_min = −2.78 e Å⁻³

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008) and Mercury (Macrae et al., 2008 ); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks global, I. DOI: https://doi.org/10.1107/S1600536810048750/bv2164sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536810048750/bv2164Isup2.hkl

checkCIF report

Comment top

The bond distances and angles around the platinum atom in the title structure are all similar to the structures of the perchlorate (Lai, et al., 1999) and tetrafluoroborate salts (Batrice et al. 2010) of the [(tbtrpy)PtCl]⁺ complex. The cations in these structures all pack in head-to-tail dimers. Interestingly, the interplanar (Pt, Cl and N atoms) distance between the two cations seems to be related to the size of the anion with the Cl^-, BF₄^-, and ClO₄^- being 3.283, 3.390, and 3.536 Å, respectively. In addition to a smaller counterion, the structure of the title complex contains a toluene molecule. This suggests that the solvent molecule may also influence the ability of these types of complexes to interact significantly with each other (Bailey, et al., 1995).

The short Pt(1)—Pt(1') distance, 3.2774 (3) Å, of the title complex is similar to the intermolecular Pt—Pt distance in the structures of [(trpy)PtCl]Cl, 3.397 Å, (Sengul, 2004) and [(trpy)PtCl]ClO₄, 3.269 Å, (Bailey et al., 1995). This indicates that the bulky tert-Butyl groups of the tbtrpy ligand do not appear to restrict the ability of this complex to form suitable M—M and/or π-π interactions between the two molecules of the dimer.

The solvent molecule is disordered and occupies two positions with a ratio of 0.553 (6):0.447 (6).

Related literature top

For crystal structures of the title cation, [(tbtrpy)PtCl]⁺, see: Batrice et al. (2010); Lai et al. (1999). For head-to-tail packing of related terpyridine complexes with close Pt···Pt distances see: Bailey et al. (1995); Sengul (2004). For the synthesis of [(tbtrpy)PtCl]Cl, see: Howe-Grant & Lippard (1980).

Experimental top

[(tbtrpy)PtCl]Cl was synthesized according to modifications on a published procedure (Howe-Grant et al., 1980). This [(tbtrpy)PtCl]⁺ complex was reacted with various aromatic thiol ligands (SAr). Crystals of the title compound were grown from the slow evaporation of an acetonitrile/toluene solution containing [(tbtrpy)Pt(SAr)]Cl and [(tbtrpy)PtCl]Cl.

Structure description top

The solvent molecule is disordered and occupies two positions with a ratio of 0.553 (6):0.447 (6).

For crystal structures of the title cation, [(tbtrpy)PtCl]⁺, see: Batrice et al. (2010); Lai et al. (1999). For head-to-tail packing of related terpyridine complexes with close Pt···Pt distances see: Bailey et al. (1995); Sengul (2004). For the synthesis of [(tbtrpy)PtCl]Cl, see: Howe-Grant & Lippard (1980).

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (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) and Mercury (Macrae, et al., 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. View of title complex (50% probability displacement ellipsoids) without the toluene solvate.
	Fig. 2. Mercury (Macrae, et al., 2008) rendition of head-to-tail packing with Pt—Pt' distance in 3.2774 (3) Å

Chlorido(4,4',4''-tri-tert-butyl-2,2':6',2''-terpyridine)platinum chloride toluene monosolvate top

Crystal data top

[PtCl(C₂₇H₃₅N₃)]Cl·C₇H₈	F(000) = 1520
M_r = 759.70	D_x = 1.552 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 9878 reflections
a = 9.4418 (3) Å	θ = 2.4–27.2°
b = 20.0002 (7) Å	µ = 4.51 mm⁻¹
c = 17.2321 (6) Å	T = 100 K
β = 91.948 (1)°	Plate, yellow
V = 3252.19 (19) Å³	0.26 × 0.21 × 0.09 mm
Z = 4

Data collection top

Bruker SMART APEXII CCD diffractometer	6647 independent reflections
Radiation source: fine-focus sealed tube	6232 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.030
ω scans	θ_max = 26.4°, θ_min = 1.6°
Absorption correction: multi-scan (SADABS; Bruker, 2007)	h = −11→11
T_min = 0.387, T_max = 0.677	k = −24→24
37919 measured reflections	l = −21→21

Refinement top

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.032	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.108	H-atom parameters constrained
S = 1.05	w = 1/[σ²(F_o²) + (0.080P)² + 5.P] where P = (F_o² + 2F_c²)/3
6647 reflections	(Δ/σ)_max = 0.008
358 parameters	Δρ_max = 1.47 e Å⁻³
14 restraints	Δρ_min = −2.78 e Å⁻³

Crystal data top

[PtCl(C₂₇H₃₅N₃)]Cl·C₇H₈	V = 3252.19 (19) Å³
M_r = 759.70	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 9.4418 (3) Å	µ = 4.51 mm⁻¹
b = 20.0002 (7) Å	T = 100 K
c = 17.2321 (6) Å	0.26 × 0.21 × 0.09 mm
β = 91.948 (1)°

Data collection top

Bruker SMART APEXII CCD diffractometer	6647 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2007)	6232 reflections with I > 2σ(I)
T_min = 0.387, T_max = 0.677	R_int = 0.030
37919 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.032	14 restraints
wR(F²) = 0.108	H-atom parameters constrained
S = 1.05	Δρ_max = 1.47 e Å⁻³
6647 reflections	Δρ_min = −2.78 e Å⁻³
358 parameters

Special details top

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 taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used 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.

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 > σ(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

	x	y	z	U_iso*/U_eq	Occ. (<1)
Pt1	0.588936 (16)	0.429628 (7)	0.502253 (9)	0.01709 (9)
Cl1	0.80289 (11)	0.48538 (5)	0.50311 (6)	0.0234 (2)
N1	0.5430 (5)	0.43245 (16)	0.3872 (2)	0.0212 (8)
N2	0.4112 (3)	0.38083 (19)	0.50120 (19)	0.0192 (8)
N3	0.5802 (4)	0.40887 (18)	0.6163 (2)	0.0176 (7)
C1	0.4201 (6)	0.3997 (3)	0.3663 (3)	0.0343 (7)
C2	0.3788 (6)	0.3916 (3)	0.2892 (3)	0.0343 (7)
H2A	0.2930	0.3690	0.2759	0.041*
C3	0.4636 (7)	0.4170 (2)	0.2303 (3)	0.0317 (11)
C4	0.5847 (6)	0.4531 (3)	0.2542 (3)	0.0346 (12)
H4A	0.6420	0.4734	0.2166	0.041*
C5	0.6209 (5)	0.4591 (2)	0.3320 (3)	0.0276 (10)
H5A	0.7043	0.4831	0.3468	0.033*
C6	0.3424 (5)	0.3720 (2)	0.4324 (2)	0.0189 (8)
C7	0.2114 (5)	0.3402 (2)	0.4302 (3)	0.0210 (9)
H7A	0.1619	0.3328	0.3820	0.025*
C8	0.1530 (4)	0.3190 (2)	0.4998 (2)	0.0190 (8)
C9	0.2314 (4)	0.3270 (2)	0.5698 (3)	0.0197 (8)
H9A	0.1957	0.3110	0.6171	0.024*
C10	0.3625 (4)	0.3590 (2)	0.5688 (2)	0.0171 (8)
C11	0.4619 (4)	0.3728 (2)	0.6359 (2)	0.0177 (8)
C12	0.4448 (4)	0.3510 (2)	0.7101 (2)	0.0194 (8)
H12A	0.3620	0.3267	0.7222	0.023*
C13	0.5482 (5)	0.3639 (2)	0.7686 (2)	0.0204 (8)
C14	0.6643 (5)	0.4025 (2)	0.7476 (3)	0.0232 (9)
H14A	0.7348	0.4144	0.7858	0.028*
C15	0.6773 (5)	0.4234 (2)	0.6722 (3)	0.0211 (9)
H15A	0.7579	0.4489	0.6592	0.025*
C16	0.4265 (8)	0.4015 (3)	0.1449 (3)	0.0423 (15)
C17	0.4511 (8)	0.3261 (3)	0.1326 (3)	0.0464 (15)
H17A	0.3892	0.3006	0.1661	0.070*
H17B	0.5503	0.3153	0.1457	0.070*
H17C	0.4296	0.3147	0.0782	0.070*
C18	0.2729 (9)	0.4188 (3)	0.1272 (4)	0.058 (2)
H18A	0.2554	0.4653	0.1421	0.087*
H18B	0.2119	0.3891	0.1565	0.087*
H18C	0.2520	0.4133	0.0715	0.087*
C19	0.5205 (11)	0.4413 (4)	0.0910 (3)	0.072 (3)
H19A	0.5057	0.4892	0.0992	0.109*
H19B	0.4959	0.4299	0.0369	0.109*
H19C	0.6201	0.4302	0.1024	0.109*
C20	0.0069 (5)	0.2843 (2)	0.4993 (3)	0.0242 (9)
C21	−0.0735 (5)	0.3042 (3)	0.5714 (3)	0.0385 (13)
H21A	−0.1653	0.2814	0.5708	0.058*
H21B	−0.0885	0.3527	0.5713	0.058*
H21C	−0.0181	0.2914	0.6181	0.058*
C22	0.0365 (7)	0.2091 (3)	0.5021 (5)	0.061 (2)
H22A	−0.0532	0.1848	0.5053	0.092*
H22B	0.0972	0.1988	0.5478	0.092*
H22C	0.0843	0.1956	0.4550	0.092*
C23	−0.0820 (5)	0.3035 (3)	0.4267 (3)	0.0364 (12)
H23A	−0.1783	0.2859	0.4310	0.055*
H23B	−0.0389	0.2846	0.3807	0.055*
H23C	−0.0857	0.3523	0.4222	0.055*
C24	0.5345 (5)	0.3346 (2)	0.8503 (3)	0.0256 (9)
C25	0.3910 (5)	0.3546 (3)	0.8826 (3)	0.0318 (11)
H25A	0.3847	0.3380	0.9359	0.048*
H25B	0.3143	0.3352	0.8502	0.048*
H25C	0.3824	0.4035	0.8825	0.048*
C26	0.6550 (5)	0.3573 (3)	0.9056 (3)	0.0318 (11)
H26A	0.6420	0.3378	0.9571	0.048*
H26B	0.6544	0.4061	0.9095	0.048*
H26C	0.7458	0.3424	0.8858	0.048*
C27	0.5403 (6)	0.2585 (3)	0.8428 (3)	0.0352 (12)
H27A	0.5393	0.2382	0.8946	0.053*
H27B	0.6274	0.2456	0.8173	0.053*
H27C	0.4580	0.2429	0.8117	0.053*
Cl2	0.14340 (13)	0.24444 (6)	0.74948 (7)	0.0315 (3)
C1A	0.9381 (7)	0.0032 (4)	0.6429 (3)	0.067 (4)	0.553 (6)
C2A	0.9481 (12)	0.0561 (3)	0.6952 (5)	0.081 (5)	0.553 (6)
H2AA	0.9471	0.1008	0.6768	0.097*	0.553 (6)
C3A	0.9594 (12)	0.0434 (4)	0.7745 (4)	0.068 (4)	0.553 (6)
H3AA	0.9662	0.0795	0.8103	0.081*	0.553 (6)
C4A	0.9608 (9)	−0.0221 (5)	0.8015 (3)	0.050 (4)	0.553 (6)
H4AA	0.9686	−0.0307	0.8557	0.060*	0.553 (6)
C5A	0.9509 (11)	−0.0749 (3)	0.7492 (5)	0.049 (3)	0.553 (6)
H5AA	0.9518	−0.1197	0.7676	0.059*	0.553 (6)
C6A	0.9395 (10)	−0.0623 (3)	0.6699 (4)	0.059 (3)	0.553 (6)
H6AA	0.9327	−0.0984	0.6342	0.070*	0.553 (6)
C7A	0.9269 (10)	0.0104 (4)	0.5583 (4)	0.0343 (7)	0.553 (6)
H7AA	0.8482	−0.0170	0.5378	0.051*	0.553 (6)
H7AB	1.0154	−0.0045	0.5357	0.051*	0.553 (6)
H7AC	0.9097	0.0574	0.5449	0.051*	0.553 (6)
C1B	0.9217 (9)	0.0531 (4)	0.6741 (5)	0.067 (4)	0.447 (6)
C2B	0.9072 (14)	−0.0135 (5)	0.6522 (5)	0.081 (5)	0.447 (6)
H2BA	0.8806	−0.0245	0.6001	0.097*	0.447 (6)
C3B	0.9319 (16)	−0.0640 (4)	0.7064 (7)	0.068 (4)	0.447 (6)
H3BA	0.9220	−0.1095	0.6914	0.081*	0.447 (6)
C4B	0.9709 (13)	−0.0479 (5)	0.7826 (6)	0.050 (4)	0.447 (6)
H4BA	0.9877	−0.0824	0.8197	0.060*	0.447 (6)
C5B	0.9853 (13)	0.0187 (5)	0.8046 (4)	0.049 (3)	0.447 (6)
H5BA	1.0120	0.0297	0.8567	0.059*	0.447 (6)
C6B	0.9607 (12)	0.0692 (4)	0.7504 (5)	0.059 (3)	0.447 (6)
H6BA	0.9706	0.1147	0.7654	0.070*	0.447 (6)
C7B	0.8956 (12)	0.1064 (5)	0.6175 (6)	0.0343 (7)	0.447 (6)
H7BA	0.9856	0.1203	0.5959	0.051*	0.447 (6)
H7BB	0.8520	0.1446	0.6431	0.051*	0.447 (6)
H7BC	0.8318	0.0901	0.5757	0.051*	0.447 (6)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Pt1	0.01831 (12)	0.01521 (12)	0.01768 (12)	−0.00046 (5)	−0.00049 (7)	−0.00152 (5)
Cl1	0.0202 (5)	0.0217 (5)	0.0284 (5)	−0.0019 (4)	0.0007 (4)	0.0000 (4)
N1	0.030 (2)	0.0149 (18)	0.0188 (19)	0.0005 (13)	0.0009 (16)	−0.0026 (13)
N2	0.023 (2)	0.0140 (18)	0.0207 (19)	0.0014 (13)	−0.0033 (15)	0.0005 (12)
N3	0.0180 (17)	0.0145 (16)	0.0199 (17)	−0.0012 (14)	−0.0036 (14)	0.0012 (14)
C1	0.0421 (19)	0.0285 (16)	0.0320 (16)	0.0018 (14)	−0.0020 (14)	0.0033 (13)
C2	0.0421 (19)	0.0285 (16)	0.0320 (16)	0.0018 (14)	−0.0020 (14)	0.0033 (13)
C3	0.052 (3)	0.020 (2)	0.022 (2)	−0.005 (2)	−0.006 (2)	0.0014 (19)
C4	0.058 (3)	0.024 (2)	0.022 (2)	−0.006 (2)	0.006 (2)	−0.0009 (19)
C5	0.035 (3)	0.023 (2)	0.025 (2)	−0.0054 (19)	0.0051 (19)	−0.0019 (18)
C6	0.022 (2)	0.0164 (19)	0.0178 (19)	0.0026 (16)	−0.0045 (16)	−0.0031 (15)
C7	0.024 (2)	0.0129 (19)	0.026 (2)	0.0012 (16)	−0.0086 (17)	−0.0027 (16)
C8	0.017 (2)	0.0133 (19)	0.026 (2)	0.0001 (16)	−0.0061 (16)	−0.0029 (16)
C9	0.018 (2)	0.016 (2)	0.025 (2)	0.0008 (16)	−0.0044 (16)	−0.0028 (16)
C10	0.018 (2)	0.0146 (19)	0.0185 (19)	0.0003 (15)	−0.0031 (15)	−0.0009 (15)
C11	0.0162 (19)	0.0140 (19)	0.023 (2)	−0.0018 (15)	−0.0022 (16)	−0.0024 (15)
C12	0.020 (2)	0.0142 (19)	0.024 (2)	−0.0014 (16)	−0.0033 (16)	−0.0012 (16)
C13	0.022 (2)	0.020 (2)	0.019 (2)	0.0005 (16)	−0.0052 (16)	−0.0010 (16)
C14	0.025 (2)	0.021 (2)	0.023 (2)	−0.0040 (18)	−0.0066 (17)	−0.0028 (17)
C15	0.021 (2)	0.019 (2)	0.024 (2)	−0.0023 (16)	−0.0040 (18)	−0.0015 (16)
C16	0.085 (5)	0.024 (3)	0.018 (2)	−0.020 (3)	−0.005 (3)	0.000 (2)
C17	0.085 (5)	0.030 (3)	0.025 (3)	−0.018 (3)	0.009 (3)	−0.006 (2)
C18	0.098 (6)	0.037 (3)	0.037 (3)	−0.009 (3)	−0.031 (4)	0.002 (3)
C19	0.150 (8)	0.052 (4)	0.016 (3)	−0.061 (5)	0.006 (4)	0.000 (3)
C20	0.017 (2)	0.019 (2)	0.036 (2)	−0.0056 (17)	−0.0070 (18)	−0.0045 (18)
C21	0.023 (2)	0.060 (4)	0.032 (3)	−0.010 (2)	−0.003 (2)	0.005 (2)
C22	0.038 (3)	0.020 (3)	0.124 (7)	−0.009 (2)	−0.016 (4)	−0.002 (3)
C23	0.021 (2)	0.057 (4)	0.031 (3)	−0.009 (2)	−0.005 (2)	−0.010 (2)
C24	0.031 (2)	0.024 (2)	0.021 (2)	−0.0055 (18)	−0.0064 (18)	0.0030 (18)
C25	0.034 (3)	0.042 (3)	0.019 (2)	−0.008 (2)	−0.0038 (19)	0.000 (2)
C26	0.036 (3)	0.038 (3)	0.021 (2)	−0.006 (2)	−0.0103 (19)	0.006 (2)
C27	0.051 (3)	0.026 (3)	0.027 (2)	−0.004 (2)	−0.015 (2)	0.010 (2)
Cl2	0.0288 (6)	0.0344 (6)	0.0309 (6)	−0.0016 (5)	−0.0036 (4)	0.0147 (5)
C1A	0.078 (8)	0.071 (8)	0.051 (6)	−0.039 (8)	−0.012 (6)	0.013 (5)
C2A	0.108 (12)	0.087 (10)	0.047 (6)	−0.017 (9)	−0.014 (7)	−0.031 (6)
C3A	0.049 (7)	0.065 (7)	0.090 (11)	−0.009 (5)	0.001 (6)	−0.052 (8)
C4A	0.022 (4)	0.087 (12)	0.043 (6)	0.032 (5)	0.017 (4)	0.013 (7)
C5A	0.042 (6)	0.052 (6)	0.055 (6)	0.007 (4)	0.007 (5)	0.009 (5)
C6A	0.042 (6)	0.049 (6)	0.086 (9)	−0.014 (4)	0.018 (6)	−0.024 (5)
C7A	0.0421 (19)	0.0285 (16)	0.0320 (16)	0.0018 (14)	−0.0020 (14)	0.0033 (13)
C1B	0.078 (8)	0.071 (8)	0.051 (6)	−0.039 (8)	−0.012 (6)	0.013 (5)
C2B	0.108 (12)	0.087 (10)	0.047 (6)	−0.017 (9)	−0.014 (7)	−0.031 (6)
C3B	0.049 (7)	0.065 (7)	0.090 (11)	−0.009 (5)	0.001 (6)	−0.052 (8)
C4B	0.022 (4)	0.087 (12)	0.043 (6)	0.032 (5)	0.017 (4)	0.013 (7)
C5B	0.042 (6)	0.052 (6)	0.055 (6)	0.007 (4)	0.007 (5)	0.009 (5)
C6B	0.042 (6)	0.049 (6)	0.086 (9)	−0.014 (4)	0.018 (6)	−0.024 (5)
C7B	0.0421 (19)	0.0285 (16)	0.0320 (16)	0.0018 (14)	−0.0020 (14)	0.0033 (13)

Geometric parameters (Å, º) top

Pt1—N2	1.941 (4)	C21—H21A	0.9800
Pt1—N3	2.013 (4)	C21—H21B	0.9800
Pt1—N1	2.015 (4)	C21—H21C	0.9800
Pt1—Cl1	2.3070 (10)	C22—H22A	0.9800
Pt1—Pt1ⁱ	3.2774 (3)	C22—H22B	0.9800
N1—C5	1.333 (6)	C22—H22C	0.9800
N1—C1	1.371 (7)	C23—H23A	0.9800
N2—C10	1.340 (5)	C23—H23B	0.9800
N2—C6	1.344 (5)	C23—H23C	0.9800
N3—C15	1.338 (6)	C24—C27	1.528 (7)
N3—C11	1.381 (5)	C24—C26	1.529 (6)
C1—C2	1.381 (7)	C24—C25	1.536 (7)
C1—C6	1.483 (7)	C25—H25A	0.9800
C2—C3	1.408 (8)	C25—H25B	0.9800
C2—H2A	0.9500	C25—H25C	0.9800
C3—C4	1.402 (8)	C26—H26A	0.9800
C3—C16	1.531 (7)	C26—H26B	0.9800
C4—C5	1.378 (7)	C26—H26C	0.9800
C4—H4A	0.9500	C27—H27A	0.9800
C5—H5A	0.9500	C27—H27B	0.9800
C6—C7	1.391 (6)	C27—H27C	0.9800
C7—C8	1.402 (6)	C1A—C2A	1.3900
C7—H7A	0.9500	C1A—C6A	1.3900
C8—C9	1.403 (6)	C1A—C7A	1.465 (6)
C8—C20	1.544 (6)	C2A—C3A	1.3900
C9—C10	1.393 (6)	C2A—H2AA	0.9500
C9—H9A	0.9500	C3A—C4A	1.3900
C10—C11	1.490 (5)	C3A—H3AA	0.9500
C11—C12	1.365 (6)	C4A—C5A	1.3900
C12—C13	1.404 (6)	C4A—H4AA	0.9500
C12—H12A	0.9500	C5A—C6A	1.3900
C13—C14	1.398 (6)	C5A—H5AA	0.9500
C13—C24	1.534 (6)	C6A—H6AA	0.9500
C14—C15	1.375 (7)	C7A—H7AA	0.9800
C14—H14A	0.9500	C7A—H7AB	0.9800
C15—H15A	0.9500	C7A—H7AC	0.9800
C16—C18	1.511 (11)	C1B—C2B	1.3900
C16—C19	1.530 (8)	C1B—C6B	1.3900
C16—C17	1.541 (8)	C1B—C7B	1.461 (6)
C17—H17A	0.9800	C2B—C3B	1.3900
C17—H17B	0.9800	C2B—H2BA	0.9500
C17—H17C	0.9800	C3B—C4B	1.3900
C18—H18A	0.9800	C3B—H3BA	0.9500
C18—H18B	0.9800	C4B—C5B	1.3900
C18—H18C	0.9800	C4B—H4BA	0.9500
C19—H19A	0.9800	C5B—C6B	1.3900
C19—H19B	0.9800	C5B—H5BA	0.9500
C19—H19C	0.9800	C6B—H6BA	0.9500
C20—C22	1.529 (7)	C7B—H7BA	0.9800
C20—C21	1.530 (7)	C7B—H7BB	0.9800
C20—C23	1.532 (7)	C7B—H7BC	0.9800

N2—Pt1—N3	80.87 (14)	C22—C20—C8	106.3 (4)
N2—Pt1—N1	81.25 (15)	C21—C20—C8	110.2 (4)
N3—Pt1—N1	162.06 (16)	C23—C20—C8	110.8 (4)
N2—Pt1—Cl1	178.70 (11)	C20—C21—H21A	109.5
N3—Pt1—Cl1	99.11 (10)	C20—C21—H21B	109.5
N1—Pt1—Cl1	98.72 (12)	H21A—C21—H21B	109.5
C5—N1—C1	119.1 (4)	C20—C21—H21C	109.5
C5—N1—Pt1	127.4 (3)	H21A—C21—H21C	109.5
C1—N1—Pt1	113.4 (3)	H21B—C21—H21C	109.5
C10—N2—C6	123.7 (4)	C20—C22—H22A	109.5
C10—N2—Pt1	118.5 (3)	C20—C22—H22B	109.5
C6—N2—Pt1	117.8 (3)	H22A—C22—H22B	109.5
C15—N3—C11	118.5 (4)	C20—C22—H22C	109.5
C15—N3—Pt1	127.4 (3)	H22A—C22—H22C	109.5
C11—N3—Pt1	114.0 (3)	H22B—C22—H22C	109.5
N1—C1—C2	121.2 (5)	C20—C23—H23A	109.5
N1—C1—C6	114.4 (4)	C20—C23—H23B	109.5
C2—C1—C6	124.4 (5)	H23A—C23—H23B	109.5
C1—C2—C3	120.2 (5)	C20—C23—H23C	109.5
C1—C2—H2A	119.9	H23A—C23—H23C	109.5
C3—C2—H2A	119.9	H23B—C23—H23C	109.5
C4—C3—C2	116.8 (5)	C27—C24—C26	108.7 (4)
C4—C3—C16	122.9 (5)	C27—C24—C13	107.4 (4)
C2—C3—C16	120.2 (5)	C26—C24—C13	112.0 (4)
C5—C4—C3	120.3 (5)	C27—C24—C25	109.0 (4)
C5—C4—H4A	119.9	C26—C24—C25	110.1 (4)
C3—C4—H4A	119.9	C13—C24—C25	109.6 (4)
N1—C5—C4	122.3 (5)	C24—C25—H25A	109.5
N1—C5—H5A	118.8	C24—C25—H25B	109.5
C4—C5—H5A	118.8	H25A—C25—H25B	109.5
N2—C6—C7	119.1 (4)	C24—C25—H25C	109.5
N2—C6—C1	113.1 (4)	H25A—C25—H25C	109.5
C7—C6—C1	127.8 (4)	H25B—C25—H25C	109.5
C6—C7—C8	119.3 (4)	C24—C26—H26A	109.5
C6—C7—H7A	120.3	C24—C26—H26B	109.5
C8—C7—H7A	120.3	H26A—C26—H26B	109.5
C7—C8—C9	119.3 (4)	C24—C26—H26C	109.5
C7—C8—C20	120.6 (4)	H26A—C26—H26C	109.5
C9—C8—C20	120.1 (4)	H26B—C26—H26C	109.5
C10—C9—C8	119.1 (4)	C24—C27—H27A	109.5
C10—C9—H9A	120.5	C24—C27—H27B	109.5
C8—C9—H9A	120.5	H27A—C27—H27B	109.5
N2—C10—C9	119.4 (4)	C24—C27—H27C	109.5
N2—C10—C11	112.9 (4)	H27A—C27—H27C	109.5
C9—C10—C11	127.7 (4)	H27B—C27—H27C	109.5
C12—C11—N3	121.2 (4)	C2A—C1A—C6A	120.0
C12—C11—C10	125.2 (4)	C2A—C1A—C7A	124.9 (5)
N3—C11—C10	113.6 (4)	C6A—C1A—C7A	115.1 (5)
C11—C12—C13	120.8 (4)	C3A—C2A—C1A	120.0
C11—C12—H12A	119.6	C3A—C2A—H2AA	120.0
C13—C12—H12A	119.6	C1A—C2A—H2AA	120.0
C14—C13—C12	116.6 (4)	C4A—C3A—C2A	120.0
C14—C13—C24	122.7 (4)	C4A—C3A—H3AA	120.0
C12—C13—C24	120.7 (4)	C2A—C3A—H3AA	120.0
C15—C14—C13	120.5 (4)	C3A—C4A—C5A	120.0
C15—C14—H14A	119.7	C3A—C4A—H4AA	120.0
C13—C14—H14A	119.7	C5A—C4A—H4AA	120.0
N3—C15—C14	122.2 (4)	C4A—C5A—C6A	120.0
N3—C15—H15A	118.9	C4A—C5A—H5AA	120.0
C14—C15—H15A	118.9	C6A—C5A—H5AA	120.0
C18—C16—C19	109.3 (6)	C5A—C6A—C1A	120.0
C18—C16—C3	109.6 (5)	C5A—C6A—H6AA	120.0
C19—C16—C3	111.1 (5)	C1A—C6A—H6AA	120.0
C18—C16—C17	110.2 (5)	C2B—C1B—C6B	120.0
C19—C16—C17	109.3 (6)	C2B—C1B—C7B	120.3 (5)
C3—C16—C17	107.4 (4)	C6B—C1B—C7B	119.7 (5)
C16—C17—H17A	109.5	C1B—C2B—C3B	120.0
C16—C17—H17B	109.5	C1B—C2B—H2BA	120.0
H17A—C17—H17B	109.5	C3B—C2B—H2BA	120.0
C16—C17—H17C	109.5	C4B—C3B—C2B	120.0
H17A—C17—H17C	109.5	C4B—C3B—H3BA	120.0
H17B—C17—H17C	109.5	C2B—C3B—H3BA	120.0
C16—C18—H18A	109.5	C3B—C4B—C5B	120.0
C16—C18—H18B	109.5	C3B—C4B—H4BA	120.0
H18A—C18—H18B	109.5	C5B—C4B—H4BA	120.0
C16—C18—H18C	109.5	C4B—C5B—C6B	120.0
H18A—C18—H18C	109.5	C4B—C5B—H5BA	120.0
H18B—C18—H18C	109.5	C6B—C5B—H5BA	120.0
C16—C19—H19A	109.5	C5B—C6B—C1B	120.0
C16—C19—H19B	109.5	C5B—C6B—H6BA	120.0
H19A—C19—H19B	109.5	C1B—C6B—H6BA	120.0
C16—C19—H19C	109.5	C1B—C7B—H7BA	109.5
H19A—C19—H19C	109.5	C1B—C7B—H7BB	109.5
H19B—C19—H19C	109.5	H7BA—C7B—H7BB	109.5
C22—C20—C21	109.1 (5)	C1B—C7B—H7BC	109.5
C22—C20—C23	111.5 (5)	H7BA—C7B—H7BC	109.5
C21—C20—C23	108.9 (4)	H7BB—C7B—H7BC	109.5

Symmetry code: (i) −x+1, −y+1, −z+1.

Experimental details

Crystal data
Chemical formula	[PtCl(C₂₇H₃₅N₃)]Cl·C₇H₈
M_r	759.70
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	100
a, b, c (Å)	9.4418 (3), 20.0002 (7), 17.2321 (6)
β (°)	91.948 (1)
V (Å³)	3252.19 (19)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	4.51
Crystal size (mm)	0.26 × 0.21 × 0.09

Data collection
Diffractometer	Bruker SMART APEXII CCD
Absorption correction	Multi-scan (SADABS; Bruker, 2007)
T_min, T_max	0.387, 0.677
No. of measured, independent and observed [I > 2σ(I)] reflections	37919, 6647, 6232
R_int	0.030
(sin θ/λ)_max (Å⁻¹)	0.625

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.032, 0.108, 1.05
No. of reflections	6647
No. of parameters	358
No. of restraints	14
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	1.47, −2.78

Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008) and Mercury (Macrae, et al., 2008), SHELXTL (Sheldrick, 2008).

Acknowledgements

We thank the Welch Foundation (AD-0007) for a chemistry department grant supporting undergraduate research.

References

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