6-(p-Tolyl)-6H-per­chloro­benzo­[cd]­pyrene

Peng, Y.; Xie, S.-Y.; Huang, R.-B.; Zheng, L.-S.

doi:10.1107/S1600536801010066

6-(p-Tolyl)-6H-perchlorobenzo[cd]pyrene

Y. Peng, S.-Y. Xie, R.-B. Huang and L.-S. Zheng

The title compound, C₂₆H₈Cl₁₀, was synthesized by high-pressure solvothermal reaction between sodium and carbon tetrachloride. The four fused benzene rings are twisted due to the steric repulsion of overcrowded Cl atoms.

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Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536801010066/ob6051sup1.cif Contains datablocks global, I
	Structure factor file (CIF format) https://doi.org/10.1107/S1600536801010066/ob6051Isup2.hkl Contains datablock I

CCDC reference: 146317

checkCIF report

Key indicators

Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.008 Å
R factor = 0.066
wR factor = 0.124
Data-to-parameter ratio = 13.5

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry


 Alert Level C:



ABSTM_02  Alert C The ratio of expected to reported Tmax/Tmin(RR') is < 0.90
          Tmin and Tmax reported:      0.489     0.710
          Tmin' and Tmax expected:      0.613     0.710
          RR' =      0.798
          Please check that your absorption correction is appropriate.

RINTA_01  Alert C The value of Rint is greater than 0.10
          Rint given   0.101


 0 Alert Level A = Potentially serious problem

 0 Alert Level B = Potential problem

 2 Alert Level C = Please check

Comment top

In order to explore the formation mechanisms of fullerenes by means of trapping a macro amount of fullerene intermediates during their formation, i.e. fullerene fragment molecules, from a discharge system, several methods, such as discharge in liquid chloroform (Huang et al., 1997), glow discharge (Xie et al., 1998) and microwave discharge (Xie et al., 1999), have been developed in our research group in recent years. Using these approaches, a series of perchlorinated fullerene fragments, such as perchlorofluoanthene, C₁₆Cl₁₀, decachlorocoranulene, C₂₀Cl₁₀, have been obtained. Recently, a new perchlorinated compound, (I), was synthesized by solvothermal reaction, another novel approach developed by our group.

Compound (I) is an interesting molecule as its structure is similar to perchlorobenzofluoanthene, C₁₈Cl₁₀, one of the fullerene fragment molecules. On the other hand, (I) is a potential candidate for the study of non-bonding molecular-orbital properties (Murata et al., 1974), other candidates being 6-methyl-6H-benzo[cd]pyrene, 6-methoxycarbonyl-6H-benzo[cd]pyrene and 6-mesyloxyl-6H-benzo[cd]pyrene (Hara & Yamamoto, 1980), which have been synthesized as parent hydrocarbons of benzo[cd]pyrenyl system.

As shown in Fig. 1, four fused benzo rings are twisted due to the steric repulsion of overcrowded Cl atoms. The tolyl group is almost perpendicular to the skeleton plane of the compound. This perpendicular tail tolyl helps to pack the molecules in the crystals.

Experimental top

An appropriate amount of sodium was placed in a stainless-steel autoclave and the autoclave was filled with carbon tetrachloride up to 75% of the total volume. The autoclave was maintained at 573 K for over 40 h and then allowed to cool to room temperature. A dark solid product was collected and extracted with toluene. The extraction was washed with 1 M HCl and then water. The solution was seperated with neutral Al₂O₃ column chromatography, using cyclohexane as eluant. The first yellow fraction was collected and analyzed with mass spectra. The molecular peak appears at mass charge ratio of 670. It can be concluded that the molecule contains ten Cl atoms from the chlorine isotope distribution pattern of the molecular peak. Crystals of (I) were obtained from the fraction solution. The melting point is 541 K. The other characterizations of (I): mass spectrum for molecular ion peak, m/z: 670; ¹H NMR spectral data (500 MHz, CD₃Cl): 7.021, 7.005 (d, aromatic protons, 2H); 6.931, 6.915 (d, aromatic protons, 2H);6.553 (s, methenyl, 1H); 2.202 (s, methyl, 3H).

Computing details top

Data collection: SMART1000 (Bruker, 1998); cell refinement: SMART1000; data reduction: SMART1000; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SMART1000; software used to prepare material for publication: SMART1000.

Figures top

Fig. 1. The molecular structure of (I) showing 50% probability displacement ellipsoids.

(I) top

Crystal data top

C₂₆H₈Cl₁₀	D_x = 1.803 Mg m⁻³
M_r = 674.82	Mo Kα radiation, λ = 0.71073 Å
Tetragonal, I4₁/a	Cell parameters from 25 reflections
a = 27.0286 (4) Å	θ = 7.5–15°
c = 13.6117 (5) Å	µ = 1.14 mm⁻¹
V = 9944.0 (4) Å³	T = 293 K
Z = 16	Prism, yellow
F(000) = 5344	0.42 × 0.32 × 0.30 mm

Data collection top

CCD area-detector diffractometer	4384 independent reflections
Radiation source: fine-focus sealed tube	2147 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.101
ω–2θ scans	θ_max = 25.0°, θ_min = 1.5°
Absorption correction: multi-scan (SADABS; Blessing, 1995)	h = −18→32
T_min = 0.489, T_max = 0.710	k = −13→32
11159 measured reflections	l = −12→16

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)] = 0.066	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.125	H-atom parameters constrained
S = 1.05	w = 1/[σ²(F_o²) + (0.0278P)² + 1.2293P] where P = (F_o² + 2F_c²)/3
4384 reflections	(Δ/σ)_max < 0.001
325 parameters	Δρ_max = 0.34 e Å⁻³
0 restraints	Δρ_min = −0.32 e Å⁻³

Crystal data top

C₂₆H₈Cl₁₀	Z = 16
M_r = 674.82	Mo Kα radiation
Tetragonal, I4₁/a	µ = 1.14 mm⁻¹
a = 27.0286 (4) Å	T = 293 K
c = 13.6117 (5) Å	0.42 × 0.32 × 0.30 mm
V = 9944.0 (4) Å³

Data collection top

CCD area-detector diffractometer	4384 independent reflections
Absorption correction: multi-scan (SADABS; Blessing, 1995)	2147 reflections with I > 2σ(I)
T_min = 0.489, T_max = 0.710	R_int = 0.101
11159 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.066	0 restraints
wR(F²) = 0.125	H-atom parameters constrained
S = 1.05	Δρ_max = 0.34 e Å⁻³
4384 reflections	Δρ_min = −0.32 e Å⁻³
325 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
Cl1	0.44280 (6)	0.77467 (6)	−0.13873 (14)	0.0593 (5)
Cl2	0.40668 (6)	0.77314 (6)	−0.34579 (13)	0.0574 (5)
Cl3	0.34681 (7)	0.71158 (6)	−0.48574 (13)	0.0625 (5)
Cl4	0.23640 (6)	0.69274 (6)	−0.51023 (12)	0.0584 (5)
Cl5	0.17302 (5)	0.66057 (6)	−0.33452 (12)	0.0488 (5)
Cl6	0.14928 (6)	0.65079 (6)	0.02836 (13)	0.0508 (5)
Cl7	0.18900 (6)	0.67100 (7)	0.23623 (13)	0.0637 (5)
Cl8	0.29831 (7)	0.69385 (6)	0.27097 (13)	0.0666 (6)
Cl9	0.39512 (7)	0.65844 (7)	0.18139 (14)	0.0752 (6)
Cl10	0.45723 (6)	0.69054 (7)	0.00900 (14)	0.0660 (6)
C1	0.3954 (2)	0.7349 (2)	−0.1695 (5)	0.0380 (17)
C2	0.3772 (2)	0.7357 (2)	−0.2613 (5)	0.0388 (16)
C3	0.3106 (2)	0.70698 (19)	−0.3809 (4)	0.0373 (16)
C4	0.2616 (2)	0.6943 (2)	−0.3944 (4)	0.0355 (15)
C5	0.2331 (2)	0.6795 (2)	−0.3137 (5)	0.0350 (16)
C6	0.2242 (2)	0.65339 (18)	−0.1379 (4)	0.0296 (14)
C7	0.2119 (2)	0.6641 (2)	0.0435 (5)	0.0354 (15)
C8	0.2291 (2)	0.6723 (2)	0.1382 (5)	0.0429 (17)
C9	0.2794 (2)	0.6800 (2)	0.1533 (4)	0.0421 (17)
C10	0.3655 (2)	0.6821 (2)	0.0790 (5)	0.0426 (17)
C11	0.3935 (2)	0.6962 (2)	0.0010 (5)	0.0434 (17)
C12	0.3715 (2)	0.7079 (2)	−0.0914 (5)	0.0333 (15)
C13	0.3310 (2)	0.71196 (19)	−0.2853 (4)	0.0319 (15)
C14	0.2528 (2)	0.67773 (19)	−0.2203 (5)	0.0310 (15)
C15	0.2421 (2)	0.66741 (19)	−0.0375 (4)	0.0322 (15)
C16	0.3119 (2)	0.6813 (2)	0.0728 (5)	0.0383 (16)
C17	0.2925 (2)	0.67929 (19)	−0.0232 (4)	0.0331 (15)
C18	0.3220 (2)	0.69307 (18)	−0.1062 (4)	0.0307 (15)
C19	0.3018 (2)	0.69459 (18)	−0.2052 (4)	0.0287 (14)
C20	0.2269 (2)	0.5971 (2)	−0.1490 (4)	0.0322 (15)
C21	0.1845 (2)	0.5686 (2)	−0.1584 (5)	0.0467 (18)
C22	0.1872 (2)	0.5176 (2)	−0.1676 (5)	0.0488 (19)
C23	0.2327 (3)	0.4936 (2)	−0.1687 (5)	0.0483 (18)
C24	0.2745 (2)	0.5224 (2)	−0.1605 (5)	0.0498 (18)
C25	0.2716 (2)	0.5726 (2)	−0.1500 (4)	0.0406 (17)
C26	0.2353 (3)	0.4378 (2)	−0.1787 (5)	0.079 (3)
H6A	0.1894	0.6634	−0.1435	0.035*
H22A	0.1583	0.4992	−0.1730	0.059*
H21A	0.1537	0.5839	−0.1585	0.056*
H24A	0.3054	0.5073	−0.1621	0.060*
H25A	0.3007	0.5908	−0.1434	0.049*
H26A	0.2693	0.4275	−0.1782	0.118*
H26B	0.2202	0.4280	−0.2395	0.118*
H26C	0.2181	0.4227	−0.1249	0.118*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cl1	0.0422 (10)	0.0609 (12)	0.0750 (15)	−0.0132 (9)	−0.0051 (9)	0.0051 (10)
Cl2	0.0592 (11)	0.0577 (11)	0.0551 (13)	−0.0102 (9)	0.0136 (9)	0.0139 (10)
Cl3	0.0760 (13)	0.0727 (12)	0.0387 (12)	−0.0092 (10)	0.0194 (10)	0.0008 (10)
Cl4	0.0767 (13)	0.0668 (12)	0.0316 (11)	0.0012 (10)	−0.0079 (9)	0.0009 (9)
Cl5	0.0407 (10)	0.0620 (11)	0.0435 (11)	0.0056 (8)	−0.0081 (8)	−0.0073 (9)
Cl6	0.0439 (10)	0.0561 (11)	0.0525 (12)	−0.0011 (8)	0.0130 (9)	0.0079 (9)
Cl7	0.0745 (13)	0.0764 (13)	0.0404 (12)	0.0019 (11)	0.0241 (10)	0.0024 (10)
Cl8	0.0931 (15)	0.0762 (13)	0.0305 (11)	−0.0084 (11)	0.0000 (10)	−0.0078 (10)
Cl9	0.0700 (13)	0.1053 (16)	0.0503 (14)	0.0032 (12)	−0.0205 (11)	0.0156 (12)
Cl10	0.0401 (10)	0.0869 (14)	0.0709 (15)	−0.0007 (10)	−0.0141 (10)	0.0158 (11)
C1	0.028 (4)	0.035 (4)	0.051 (5)	0.001 (3)	0.001 (3)	−0.001 (3)
C2	0.039 (4)	0.035 (4)	0.043 (5)	0.002 (3)	0.010 (3)	0.004 (3)
C3	0.053 (4)	0.030 (4)	0.029 (4)	0.003 (3)	0.015 (3)	0.002 (3)
C4	0.054 (4)	0.034 (4)	0.018 (4)	0.006 (3)	−0.002 (3)	0.000 (3)
C5	0.034 (4)	0.037 (4)	0.034 (4)	0.000 (3)	−0.001 (3)	−0.007 (3)
C6	0.028 (3)	0.030 (3)	0.031 (4)	0.002 (3)	0.003 (3)	0.004 (3)
C7	0.038 (4)	0.030 (4)	0.038 (5)	0.000 (3)	0.006 (3)	−0.001 (3)
C8	0.063 (5)	0.035 (4)	0.031 (5)	0.006 (3)	0.018 (4)	0.003 (3)
C9	0.064 (5)	0.040 (4)	0.022 (4)	0.000 (4)	0.000 (4)	0.002 (3)
C10	0.051 (5)	0.043 (4)	0.033 (5)	−0.001 (3)	−0.015 (4)	−0.001 (3)
C11	0.044 (4)	0.045 (4)	0.041 (5)	0.000 (3)	0.000 (4)	0.000 (4)
C12	0.031 (4)	0.036 (4)	0.032 (4)	−0.001 (3)	0.001 (3)	0.003 (3)
C13	0.040 (4)	0.027 (3)	0.029 (4)	0.002 (3)	0.007 (3)	−0.001 (3)
C14	0.030 (4)	0.025 (3)	0.039 (5)	0.009 (3)	0.003 (3)	−0.004 (3)
C15	0.039 (4)	0.029 (3)	0.028 (4)	0.006 (3)	0.002 (3)	0.001 (3)
C16	0.054 (4)	0.033 (4)	0.028 (4)	−0.003 (3)	−0.005 (4)	0.000 (3)
C17	0.042 (4)	0.031 (3)	0.026 (4)	0.002 (3)	0.004 (3)	−0.002 (3)
C18	0.036 (4)	0.022 (3)	0.034 (4)	0.001 (3)	0.005 (3)	−0.002 (3)
C19	0.036 (4)	0.023 (3)	0.027 (4)	0.005 (3)	0.008 (3)	0.002 (3)
C20	0.032 (4)	0.032 (3)	0.033 (4)	−0.003 (3)	0.003 (3)	−0.008 (3)
C21	0.039 (4)	0.050 (5)	0.051 (5)	−0.002 (4)	0.004 (3)	−0.005 (4)
C22	0.047 (5)	0.052 (5)	0.048 (5)	−0.029 (4)	0.004 (4)	−0.007 (4)
C23	0.072 (5)	0.039 (4)	0.034 (5)	−0.007 (4)	0.010 (4)	0.000 (3)
C24	0.050 (4)	0.050 (5)	0.049 (5)	0.004 (4)	0.009 (4)	−0.001 (4)
C25	0.042 (4)	0.035 (4)	0.044 (5)	−0.002 (3)	0.004 (3)	−0.003 (3)
C26	0.131 (7)	0.036 (4)	0.069 (6)	−0.005 (4)	0.027 (5)	−0.003 (4)

Geometric parameters (Å, º) top

Cl1—C1	1.725 (6)	C10—C11	1.358 (8)
Cl2—C2	1.727 (6)	C10—C16	1.450 (8)
Cl3—C3	1.736 (6)	C11—C12	1.428 (8)
Cl4—C4	1.718 (6)	C12—C18	1.410 (7)
Cl5—C5	1.725 (6)	C13—C19	1.426 (7)
Cl6—C7	1.742 (6)	C14—C19	1.415 (7)
Cl7—C8	1.720 (6)	C15—C17	1.414 (7)
Cl8—C9	1.722 (6)	C16—C17	1.410 (8)
Cl9—C10	1.730 (6)	C17—C18	1.432 (7)
Cl10—C11	1.732 (6)	C18—C19	1.456 (7)
C1—C2	1.343 (8)	C20—C25	1.378 (7)
C1—C12	1.441 (8)	C20—C21	1.388 (7)
C2—C13	1.441 (7)	C21—C22	1.386 (7)
C3—C4	1.379 (7)	C21—H21A	0.9300
C3—C13	1.420 (8)	C22—C23	1.390 (8)
C4—C5	1.401 (7)	C22—H22A	0.9300
C5—C14	1.380 (7)	C23—C24	1.376 (8)
C6—C15	1.498 (7)	C23—C26	1.515 (7)
C6—C14	1.513 (7)	C24—C25	1.367 (7)
C6—C20	1.530 (7)	C24—H24A	0.9300
C6—H6A	0.9800	C25—H25A	0.9300
C7—C15	1.375 (7)	C26—H26A	0.9600
C7—C8	1.388 (8)	C26—H26B	0.9600
C8—C9	1.390 (8)	C26—H26C	0.9600
C9—C16	1.406 (8)

C2—C1—C12	122.0 (5)	C5—C14—C19	118.9 (5)
C2—C1—Cl1	119.2 (5)	C5—C14—C6	120.1 (5)
C12—C1—Cl1	118.0 (5)	C19—C14—C6	120.7 (5)
C1—C2—C13	121.4 (5)	C7—C15—C17	118.5 (6)
C1—C2—Cl2	117.4 (5)	C7—C15—C6	121.5 (5)
C13—C2—Cl2	120.7 (5)	C17—C15—C6	119.7 (5)
C4—C3—C13	121.3 (5)	C9—C16—C17	119.2 (6)
C4—C3—Cl3	116.7 (5)	C9—C16—C10	125.5 (6)
C13—C3—Cl3	121.8 (5)	C17—C16—C10	115.2 (6)
C3—C4—C5	119.7 (5)	C16—C17—C15	119.7 (6)
C3—C4—Cl4	120.6 (5)	C16—C17—C18	120.9 (5)
C5—C4—Cl4	119.6 (5)	C15—C17—C18	119.2 (6)
C14—C5—C4	121.3 (5)	C12—C18—C17	119.3 (6)
C14—C5—Cl5	120.3 (5)	C12—C18—C19	118.8 (5)
C4—C5—Cl5	118.3 (5)	C17—C18—C19	121.8 (5)
C15—C6—C14	113.6 (5)	C14—C19—C13	120.9 (6)
C15—C6—C20	109.0 (4)	C14—C19—C18	118.5 (5)
C14—C6—C20	109.5 (4)	C13—C19—C18	120.5 (5)
C15—C6—H6A	108.2	C25—C20—C21	117.2 (5)
C14—C6—H6A	108.2	C25—C20—C6	121.4 (5)
C20—C6—H6A	108.2	C21—C20—C6	121.4 (5)
C15—C7—C8	122.3 (6)	C22—C21—C20	121.1 (5)
C15—C7—Cl6	119.7 (5)	C22—C21—H21A	119.4
C8—C7—Cl6	118.0 (5)	C20—C21—H21A	119.4
C7—C8—C9	119.3 (6)	C21—C22—C23	120.8 (6)
C7—C8—Cl7	120.4 (5)	C21—C22—H22A	119.6
C9—C8—Cl7	120.2 (5)	C23—C22—H22A	119.6
C8—C9—C16	120.0 (6)	C24—C23—C22	117.5 (6)
C8—C9—Cl8	117.5 (5)	C24—C23—C26	122.2 (6)
C16—C9—Cl8	122.2 (5)	C22—C23—C26	120.4 (6)
C11—C10—C16	121.1 (6)	C25—C24—C23	121.6 (6)
C11—C10—Cl9	118.4 (5)	C25—C24—H24A	119.2
C16—C10—Cl9	120.2 (5)	C23—C24—H24A	119.2
C10—C11—C12	121.2 (6)	C24—C25—C20	121.9 (6)
C10—C11—Cl10	118.8 (5)	C24—C25—H25A	119.1
C12—C11—Cl10	119.3 (5)	C20—C25—H25A	119.1
C18—C12—C11	117.3 (5)	C23—C26—H26A	109.5
C18—C12—C1	117.6 (6)	C23—C26—H26B	109.5
C11—C12—C1	125.1 (6)	H26A—C26—H26B	109.5
C3—C13—C19	117.0 (5)	C23—C26—H26C	109.5
C3—C13—C2	125.9 (6)	H26A—C26—H26C	109.5
C19—C13—C2	117.0 (6)	H26B—C26—H26C	109.5

Experimental details

Crystal data
Chemical formula	C₂₆H₈Cl₁₀
M_r	674.82
Crystal system, space group	Tetragonal, I4₁/a
Temperature (K)	293
a, c (Å)	27.0286 (4), 13.6117 (5)
V (Å³)	9944.0 (4)
Z	16
Radiation type	Mo Kα
µ (mm⁻¹)	1.14
Crystal size (mm)	0.42 × 0.32 × 0.30

Data collection
Diffractometer	CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Blessing, 1995)
T_min, T_max	0.489, 0.710
No. of measured, independent and observed [I > 2σ(I)] reflections	11159, 4384, 2147
R_int	0.101
(sin θ/λ)_max (Å⁻¹)	0.596

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.066, 0.125, 1.05
No. of reflections	4384
No. of parameters	325
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.34, −0.32

Computer programs: SMART1000 (Bruker, 1998), SMART1000, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997).

Selected geometric parameters (Å, º) top

Cl1—C1	1.725 (6)	C2—C13	1.441 (7)
Cl2—C2	1.727 (6)	C3—C13	1.420 (8)
Cl4—C4	1.718 (6)	C6—C15	1.498 (7)
Cl5—C5	1.725 (6)	C6—C14	1.513 (7)
Cl6—C7	1.742 (6)	C6—C20	1.530 (7)
Cl7—C8	1.720 (6)	C11—C12	1.428 (8)
Cl8—C9	1.722 (6)	C12—C18	1.410 (7)
Cl9—C10	1.730 (6)	C13—C19	1.426 (7)
Cl10—C11	1.732 (6)	C17—C18	1.432 (7)
C1—C12	1.441 (8)	C18—C19	1.456 (7)

C2—C1—C12	122.0 (5)	C14—C6—C20	109.5 (4)
C2—C1—Cl1	119.2 (5)	C18—C12—C11	117.3 (5)
C12—C1—Cl1	118.0 (5)	C18—C12—C1	117.6 (6)
C1—C2—C13	121.4 (5)	C11—C12—C1	125.1 (6)
C1—C2—Cl2	117.4 (5)	C5—C14—C19	118.9 (5)
C13—C2—Cl2	120.7 (5)	C5—C14—C6	120.1 (5)
C15—C6—C14	113.6 (5)	C19—C14—C6	120.7 (5)
C15—C6—C20	109.0 (4)

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Format		BIBTeX
		EndNote
		RefMan
		Refer
		Medline
		CIF
		SGML
		Text
		Plain Text

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6-(p-Tolyl)-6H-per­chloro­benzo­[cd]­pyrene

Supporting information

Key indicators

checkCIF results

6-(p-Tolyl)-6H-perchlorobenzo[cd]pyrene