(2,2′-Biquinoline-κ²N,N′)dichloro­platinum(II)–2,2′-biquinoline (2/1)

In the structure of the title complex, 2[PtCl₂(C₁₈H₁₂N₂)]·C₁₈H₁₂N₂, the metal complex and a free 2,2′-biquinoline molecule are present in a 2:1 ratio. The cocrystallized mol­ecule of 2,2′-biquinoline lies about a center of symmetry. The four-coordinate Pt atom has a distorted cis-square-planar geometry and is bonded by the two N atoms of a 2,2′-biquinoline ligand and two anionic Cl⁻ ions. The overall structure of the metal complex is not planar, and the Pt and Cl atoms deviate significantly from the plane of the 2,2′-biquinoline ligand.

Key indicators

• Single-crystal X-ray study
• T = 296 K
• Mean [sigma](C-C) = 0.015 Å
• R factor = 0.038
• wR factor = 0.097
• Data-to-parameter ratio = 17.3

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT026_ALERT_3_C Ratio Observed / Unique Reflections too Low ....         45 Perc.
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings    Differ ....          ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............       2.00 Ratio
PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...         15

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   5 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   0 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
   0 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1992); cell refinement: MSC/AFC Diffractometer Control Software; data reduction: TEXSAN (Molecular Structure Corporation, 2000); program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: TEXSAN.

(I)

Crystal data

2[PtCl2(C18H12N2)]·C18H12N2	F(000) = 1252.0
Mr = 1300.84	Dx = 1.926 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.7107 Å
Hall symbol: -P 2yn	Cell parameters from 25 reflections
a = 8.123 (2) Å	θ = 13.5–14.9°
b = 16.650 (2) Å	µ = 6.52 mm^−1
c = 16.658 (2) Å	T = 296 K
β = 95.35 (2)°	Plate, red
V = 2243.1 (7) Å^3	0.40 × 0.10 × 0.10 mm
Z = 2

Data collection

Rigaku AFC-5R diffractometer	Rint = 0.047
ω–2θ scans	θmax = 27.5°
Absorption correction: ψ scan (North et al., 1968)	h = 0→10
Tmin = 0.410, Tmax = 0.521	k = 0→21
5706 measured reflections	l = −21→21
5158 independent reflections	3 standard reflections every 150 reflections
2327 reflections with I > 2σ(I)	intensity decay: 0.5%

Refinement

Refinement on F^2	H-atom parameters constrained
R[F^2 > 2σ(F^2)] = 0.038	w = 1/[σ^2(Fo^2) + (0.1P)^2] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.097	(Δ/σ)max < 0.001
S = 0.96	Δρmax = 1.01 e Å^−3
5158 reflections	Δρmin = −0.82 e Å^−3
298 parameters

Special details

Refinement. Refinement using reflections with F² > -10.0 σ(F²). The weighted R-factor (wR) and goodness of fit (S) are based on F². R-factor (gt) are based on F. The threshold expression of F² > 2.0 σ(F²) is used only for calculating R-factor (gt).

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

	x	y	z	Uiso*/Ueq
Pt1	0.53432 (4)	0.25371 (2)	0.84354 (2)	0.0408 (1)
Cl1	0.3202 (3)	0.2905 (2)	0.7512 (2)	0.0592 (7)
Cl2	0.4184 (3)	0.1280 (2)	0.8387 (2)	0.0687 (8)
N1	0.6663 (9)	0.3566 (4)	0.8357 (4)	0.040 (2)
N2	0.7469 (9)	0.2237 (4)	0.9108 (4)	0.046 (2)
N3	0.807 (1)	0.5522 (5)	0.9879 (4)	0.049 (2)
C2	0.828 (1)	0.3398 (5)	0.8407 (5)	0.041 (2)
C3	0.939 (1)	0.3918 (6)	0.8105 (6)	0.054 (3)
C4	0.888 (1)	0.4620 (6)	0.7752 (6)	0.054 (3)
C5	0.720 (1)	0.4852 (5)	0.7752 (5)	0.042 (2)
C6	0.660 (2)	0.5612 (6)	0.7459 (6)	0.062 (3)
C7	0.502 (2)	0.5823 (7)	0.7539 (6)	0.065 (3)
C8	0.401 (1)	0.5316 (6)	0.7922 (6)	0.056 (3)
C9	0.450 (1)	0.4568 (6)	0.8184 (5)	0.051 (3)
C10	0.612 (1)	0.4304 (5)	0.8086 (5)	0.045 (2)
C12	0.874 (1)	0.2654 (5)	0.8864 (5)	0.045 (2)
C13	1.038 (1)	0.2444 (7)	0.9073 (6)	0.061 (3)
C14	1.072 (1)	0.1814 (7)	0.9584 (7)	0.063 (3)
C15	0.941 (2)	0.1426 (7)	0.9930 (7)	0.067 (3)
C16	0.970 (2)	0.0829 (9)	1.0520 (8)	0.092 (5)
C17	0.847 (2)	0.0475 (8)	1.0841 (7)	0.091 (5)
C18	0.680 (2)	0.0678 (7)	1.0615 (7)	0.083 (4)
C19	0.646 (2)	0.1261 (6)	1.0022 (6)	0.069 (3)
C20	0.778 (1)	0.1637 (5)	0.9674 (6)	0.048 (3)
C22	0.965 (1)	0.5369 (6)	0.9792 (5)	0.049 (3)
C23	1.061 (1)	0.5869 (7)	0.9360 (6)	0.055 (3)
C24	0.998 (1)	0.6528 (7)	0.8977 (6)	0.065 (3)
C25	0.830 (1)	0.6708 (6)	0.9032 (6)	0.049 (2)
C26	0.749 (1)	0.7393 (6)	0.8641 (6)	0.065 (3)
C27	0.587 (1)	0.7531 (7)	0.8730 (6)	0.065 (3)
C28	0.499 (1)	0.7025 (7)	0.9193 (6)	0.062 (3)
C29	0.574 (1)	0.6372 (7)	0.9578 (6)	0.062 (3)
C30	0.739 (1)	0.6200 (6)	0.9500 (5)	0.048 (2)
H3	1.0507	0.3786	0.8143	0.0648*
H4	0.9620	0.4946	0.7511	0.0646*
H6	0.7290	0.5961	0.7213	0.0745*
H7	0.4618	0.6311	0.7335	0.0783*
H8	0.2953	0.5488	0.8006	0.0673*
H9	0.3776	0.4236	0.8427	0.0610*
H13	1.1229	0.2728	0.8867	0.0737*
H14	1.1801	0.1642	0.9704	0.0762*
H16	1.0784	0.0681	1.0688	0.1109*
H17	0.8702	0.0079	1.1229	0.1090*
H18	0.5949	0.0428	1.0857	0.0993*
H19	0.5373	0.1402	0.9858	0.0823*
H23	1.1721	0.5745	0.9334	0.0657*
H24	1.0637	0.6856	0.8685	0.0785*
H26	0.8078	0.7738	0.8332	0.0774*
H27	0.5346	0.7971	0.8477	0.0779*
H28	0.3884	0.7130	0.9244	0.0741*
H29	0.5132	0.6043	0.9893	0.0747*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Pt1	0.0376 (2)	0.0392 (2)	0.0458 (2)	−0.0017 (3)	0.0058 (1)	−0.0021 (3)
Cl1	0.044 (1)	0.064 (2)	0.068 (2)	0.000 (1)	−0.005 (1)	−0.005 (1)
Cl2	0.060 (2)	0.051 (2)	0.095 (2)	−0.011 (1)	0.011 (2)	−0.008 (2)
N1	0.042 (4)	0.040 (4)	0.038 (4)	−0.005 (4)	0.007 (3)	−0.004 (3)
N2	0.042 (5)	0.042 (4)	0.053 (5)	0.010 (3)	0.000 (4)	−0.004 (4)
N3	0.053 (5)	0.053 (5)	0.040 (4)	0.004 (4)	−0.003 (4)	−0.001 (4)
C2	0.028 (4)	0.051 (6)	0.043 (5)	−0.011 (4)	0.002 (4)	0.000 (4)
C3	0.049 (6)	0.054 (6)	0.060 (7)	−0.006 (5)	0.007 (5)	0.001 (5)
C4	0.046 (6)	0.057 (7)	0.059 (7)	−0.013 (5)	0.008 (5)	0.004 (6)
C5	0.039 (5)	0.035 (5)	0.051 (6)	−0.006 (4)	0.003 (4)	−0.003 (4)
C6	0.082 (9)	0.043 (6)	0.057 (7)	−0.010 (6)	−0.012 (7)	0.002 (5)
C7	0.088 (9)	0.050 (7)	0.053 (7)	−0.006 (7)	−0.016 (6)	0.008 (5)
C8	0.069 (8)	0.051 (6)	0.046 (6)	0.015 (6)	−0.006 (5)	−0.012 (5)
C9	0.056 (6)	0.052 (6)	0.044 (6)	0.001 (5)	0.005 (5)	−0.002 (5)
C10	0.051 (6)	0.043 (5)	0.039 (5)	0.000 (5)	−0.005 (4)	−0.002 (4)
C12	0.044 (5)	0.040 (6)	0.050 (5)	−0.006 (4)	−0.005 (4)	−0.010 (4)
C13	0.044 (5)	0.075 (7)	0.064 (6)	0.008 (7)	−0.004 (4)	−0.021 (8)
C14	0.058 (7)	0.064 (7)	0.064 (7)	0.027 (6)	−0.016 (6)	−0.015 (6)
C15	0.10 (1)	0.046 (6)	0.050 (7)	0.019 (7)	−0.009 (7)	−0.004 (5)
C16	0.13 (1)	0.08 (1)	0.07 (1)	0.014 (10)	−0.011 (10)	−0.017 (8)
C17	0.15 (2)	0.073 (10)	0.050 (8)	0.036 (10)	−0.014 (9)	0.006 (7)
C18	0.14 (1)	0.051 (7)	0.065 (8)	0.004 (8)	0.026 (8)	0.011 (6)
C19	0.104 (10)	0.040 (6)	0.061 (7)	0.007 (6)	0.009 (7)	−0.006 (5)
C20	0.074 (7)	0.034 (5)	0.037 (5)	0.002 (5)	−0.004 (5)	−0.003 (4)
C22	0.051 (6)	0.061 (7)	0.036 (5)	−0.002 (5)	0.006 (5)	0.004 (5)
C23	0.041 (6)	0.066 (7)	0.057 (7)	0.010 (5)	0.002 (5)	−0.007 (6)
C24	0.068 (8)	0.068 (8)	0.060 (7)	−0.006 (6)	0.006 (6)	0.009 (6)
C25	0.056 (6)	0.047 (6)	0.043 (6)	0.005 (5)	−0.006 (5)	−0.013 (5)
C26	0.087 (8)	0.048 (7)	0.057 (6)	−0.004 (7)	−0.004 (5)	0.006 (6)
C27	0.064 (6)	0.069 (7)	0.059 (6)	−0.006 (9)	−0.009 (5)	−0.015 (8)
C28	0.060 (7)	0.067 (8)	0.058 (7)	0.019 (6)	0.009 (6)	−0.024 (6)
C29	0.050 (6)	0.073 (8)	0.065 (7)	0.011 (6)	0.007 (5)	−0.008 (6)
C30	0.049 (6)	0.056 (6)	0.038 (5)	0.001 (5)	−0.001 (5)	−0.006 (5)

Geometric parameters (Å, º)

Pt1—Cl1	2.296 (3)	C14—C15	1.41 (2)
Pt1—Cl2	2.294 (3)	C14—H14	0.930
Pt1—N1	2.032 (7)	C15—C16	1.40 (2)
Pt1—N2	2.031 (7)	C15—C20	1.40 (2)
N1—C2	1.34 (1)	C16—C17	1.32 (2)
N1—C10	1.37 (1)	C16—H16	0.930
N2—C12	1.34 (1)	C17—C18	1.41 (2)
N2—C20	1.38 (1)	C17—H17	0.930
N3—C22	1.33 (1)	C18—C19	1.39 (2)
N3—C30	1.38 (1)	C18—H18	0.930
C2—C3	1.38 (1)	C19—C20	1.41 (2)
C2—C12	1.48 (1)	C19—H19	0.930
C3—C4	1.36 (1)	C22—C22^i	1.49 (2)
C3—H3	0.930	C22—C23	1.39 (1)
C4—C5	1.41 (1)	C23—C24	1.35 (2)
C4—H4	0.930	C23—H23	0.930
C5—C6	1.43 (1)	C24—C25	1.41 (2)
C5—C10	1.42 (1)	C24—H24	0.930
C6—C7	1.34 (2)	C25—C26	1.44 (1)
C6—H6	0.930	C25—C30	1.40 (1)
C7—C8	1.38 (2)	C26—C27	1.36 (2)
C7—H7	0.930	C26—H26	0.930
C8—C9	1.37 (1)	C27—C28	1.38 (2)
C8—H8	0.930	C27—H27	0.930
C9—C10	1.41 (1)	C28—C29	1.37 (2)
C9—H9	0.930	C28—H28	0.930
C12—C13	1.39 (1)	C29—C30	1.39 (1)
C13—C14	1.36 (2)	C29—H29	0.930
C13—H13	0.930
C16···C16^ii	3.32 (3)	C19···C28^iii	3.40 (2)
C16···C17^ii	3.56 (2)	C19···C27^iii	3.56 (2)
Cl1—Pt1—Cl2	86.39 (10)	C13—C14—H14	120.2
Cl1—Pt1—N1	95.9 (2)	C15—C14—H14	120.2
Cl1—Pt1—N2	170.9 (2)	C14—C15—C16	121 (1)
Cl2—Pt1—N1	170.0 (2)	C14—C15—C20	119.2 (10)
Cl2—Pt1—N2	96.9 (2)	C16—C15—C20	118 (1)
N1—Pt1—N2	79.4 (3)	C15—C16—C17	121 (1)
Pt1—N1—C2	109.9 (6)	C15—C16—H16	119.4
Pt1—N1—C10	128.4 (6)	C17—C16—H16	119.4
C2—N1—C10	119.6 (8)	C16—C17—C18	122 (1)
Pt1—N2—C12	110.2 (6)	C16—C17—H17	119.0
Pt1—N2—C20	130.3 (6)	C18—C17—H17	119.0
C12—N2—C20	119.0 (8)	C17—C18—C19	118 (1)
C22—N3—C30	117.1 (8)	C17—C18—H18	120.7
N1—C2—C3	121.2 (8)	C19—C18—H18	120.7
N1—C2—C12	114.0 (8)	C18—C19—C20	119 (1)
C3—C2—C12	124.6 (8)	C18—C19—H19	120.3
C2—C3—C4	120.9 (9)	C20—C19—H19	120.3
C2—C3—H3	119.5	N2—C20—C15	119.8 (9)
C4—C3—H3	119.6	N2—C20—C19	120.2 (9)
C3—C4—C5	119.5 (9)	C15—C20—C19	119.9 (9)
C3—C4—H4	120.3	N3—C22—C22^i	115 (1)
C5—C4—H4	120.3	N3—C22—C23	122.4 (9)
C4—C5—C6	122.8 (9)	C22^i—C22—C23	121 (1)
C4—C5—C10	117.2 (8)	C22—C23—C24	121.9 (8)
C6—C5—C10	120.0 (9)	C22—C23—H23	119.0
C5—C6—C7	119 (1)	C24—C23—H23	119.0
C5—C6—H6	120.1	C23—C24—C25	118.1 (9)
C7—C6—H6	120.1	C23—C24—H24	121.0
C6—C7—C8	120 (1)	C25—C24—H24	121.0
C6—C7—H7	120.0	C24—C25—C26	122.7 (10)
C8—C7—H7	120.0	C24—C25—C30	118.1 (9)
C7—C8—C9	122 (1)	C26—C25—C30	119.3 (9)
C7—C8—H8	118.7	C25—C26—C27	119.2 (10)
C9—C8—H8	118.7	C25—C26—H26	120.4
C8—C9—C10	119.7 (9)	C27—C26—H26	120.4
C8—C9—H9	120.1	C26—C27—C28	120 (1)
C10—C9—H9	120.1	C26—C27—H27	119.5
N1—C10—C5	121.0 (8)	C28—C27—H27	119.5
N1—C10—C9	121.3 (8)	C27—C28—C29	120 (1)
C5—C10—C9	117.6 (8)	C27—C28—H28	119.5
N2—C12—C2	115.0 (7)	C29—C28—H28	119.5
N2—C12—C13	122.8 (8)	C28—C29—C30	120.3 (10)
C2—C12—C13	122.0 (8)	C28—C29—H29	119.8
C12—C13—C14	119.0 (9)	C30—C29—H29	119.8
C12—C13—H13	120.5	N3—C30—C25	122.5 (9)
C14—C13—H13	120.5	N3—C30—C29	118.2 (9)
C13—C14—C15	119.5 (10)	C25—C30—C29	119.3 (9)
Pt1—N1—C2—C3	157.6 (7)	C3—C4—C5—C10	−3 (1)
Pt1—N1—C2—C12	−27.0 (9)	C4—C3—C2—C12	−174.5 (9)
Pt1—N1—C10—C5	−153.2 (7)	C4—C5—C6—C7	−174.3 (9)
Pt1—N1—C10—C9	31 (1)	C4—C5—C10—C9	172.0 (8)
Pt1—N2—C12—C2	20.6 (9)	C5—C6—C7—C8	1 (1)
Pt1—N2—C12—C13	−164.1 (8)	C5—C10—C9—C8	3 (1)
Pt1—N2—C20—C15	165.5 (7)	C6—C5—C10—C9	−5 (1)
Pt1—N2—C20—C19	−17 (1)	C6—C7—C8—C9	−4 (1)
Cl1—Pt1—N1—C2	−142.4 (5)	C7—C6—C5—C10	3 (1)
Cl1—Pt1—N1—C10	21.0 (7)	C7—C8—C9—C10	1 (1)
Cl2—Pt1—N1—C2	−39 (1)	C10—N1—C2—C12	168.0 (7)
Cl2—Pt1—N1—C10	124 (1)	C12—N2—C20—C15	−5 (1)
Cl2—Pt1—N2—C12	143.3 (6)	C12—N2—C20—C19	171.4 (9)
Cl2—Pt1—N2—C20	−28.5 (8)	C12—C13—C14—C15	−4 (1)
N1—Pt1—N2—C12	−27.3 (6)	C13—C12—N2—C20	8 (1)
N1—Pt1—N2—C20	161.0 (8)	C13—C14—C15—C16	−173 (1)
N1—C2—C3—C4	0 (1)	C13—C14—C15—C20	6 (1)
N1—C2—C12—N2	4 (1)	C14—C15—C16—C17	179 (1)
N1—C2—C12—C13	−171.0 (8)	C14—C15—C20—C19	−179.1 (10)
N1—C10—C5—C4	−3 (1)	C15—C16—C17—C18	0 (2)
N1—C10—C5—C6	178.9 (8)	C15—C20—C19—C18	0 (1)
N1—C10—C9—C8	178.5 (8)	C16—C15—C20—C19	1 (1)
N2—Pt1—N1—C2	29.7 (6)	C16—C17—C18—C19	1 (1)
N2—Pt1—N1—C10	−166.9 (8)	C17—C16—C15—C20	0 (1)
N2—C12—C2—C3	179.6 (8)	C17—C18—C19—C20	0 (1)
N2—C12—C13—C14	−3 (1)	C22—N3—C30—C25	0 (1)
N2—C20—C15—C14	−2 (1)	C22—N3—C30—C29	179.7 (9)
N2—C20—C15—C16	178 (1)	C22—C22^i—N3^i—C30^i	179.9 (9)
N2—C20—C19—C18	−177.6 (9)	C22—C22^i—C23^i—C24^i	−179 (1)
N3—C22—C22^i—N3^i	−180.0	C22—C23—C24—C25	0 (1)
N3—C22—C22^i—C23^i	1 (1)	C23—C22—N3—C30	1 (1)
N3—C22—C23—C24	−2 (1)	C23—C22—C22^i—C23^i	−180.0
N3—C30—C25—C24	−2 (1)	C23—C24—C25—C26	−179.5 (10)
N3—C30—C25—C26	178.7 (8)	C23—C24—C25—C30	1 (1)
N3—C30—C29—C28	−178.1 (9)	C24—C25—C26—C27	−179.2 (10)
C2—N1—C10—C5	8 (1)	C24—C25—C30—C29	178.7 (9)
C2—N1—C10—C9	−166.2 (8)	C25—C26—C27—C28	0 (1)
C2—C3—C4—C5	5 (1)	C25—C30—C29—C28	0 (1)
C2—C12—N2—C20	−166.5 (8)	C26—C25—C30—C29	0 (1)
C2—C12—C13—C14	171.1 (9)	C26—C27—C28—C29	0 (1)
C3—C2—N1—C10	−7 (1)	C27—C26—C25—C30	0 (1)
C3—C2—C12—C13	4 (1)	C27—C28—C29—C30	0 (1)
C3—C4—C5—C6	174.2 (9)	C27—C28—C29—C30	0 (1)

Symmetry codes: (i) −x+2, −y+1, −z+2; (ii) −x+2, −y, −z+2; (iii) −x+1, −y+1, −z+2.