(Aceto­nitrile-κN)(4′-phenyl-2,2′:6′,2′′-terpyridine-κ³N)silver(I) hexa­fluoro­phosphate aceto­nitrile solvate

In the title complex, [Ag(C₂H₃N)(C₂₁H₁₅N₃)]PF₆·CH₃CN, the Ag^I atom is coordinated by a tridentate chelating 4′-phenyl-2,2′:6′,2′′-terpyridine ligand and an aceto­nitrile mol­ecule, to form a distorted square-planar geometry.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](C-C) = 0.009 Å
• R factor = 0.057
• wR factor = 0.178
• Data-to-parameter ratio = 13.0

checkCIF/PLATON results

No syntax errors found



Alert level A
ABSTM02_ALERT_3_A  The ratio of expected to reported Tmax/Tmin(RR') is < 0.50
            Tmin and Tmax reported:      0.354     0.898
            Tmin' and Tmax expected:      0.828     0.895
            RR' =      0.426
            Please check that your absorption correction is appropriate.

Author Response: A dimensionless value of 0.15 was used in the SADABS run. The transmission range is that given by SADABS.

PLAT061_ALERT_3_A Tmax/Tmin Range Test RR' too Large .............       0.42

Author Response: A dimensionless value of 0.15 was used in the SADABS run. The transmission range is that given by SADABS.

Alert level C
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density ....       2.52
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       2.51 Ratio
PLAT222_ALERT_3_C Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       3.06 Ratio
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Ag1    -   N3      ..       5.00 su
PLAT242_ALERT_2_C Check Low    U(eq) as Compared to Neighbors ....        C23
PLAT244_ALERT_4_C Low Solvent  U(eq) as Compared to Neighbors ....         P1
PLAT244_ALERT_4_C Low Solvent  U(eq) as Compared to Neighbors ....        C25
PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          9

   2 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   8 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
   4 ALERT type 2 Indicator that the structure model may be wrong or deficient
   4 ALERT type 3 Indicator that the structure quality may be low
   2 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.

(Acetonitrile-κN)(4'-phenyl-2,2':6',2''-terpyridine-κ³N)silver(I) hexafluorophosphate acetonitrile solvate

Crystal data

[Ag(C2H3N)(C21H15N3)]PF6·C2H3N	F(000) = 1288
Mr = 644.31	Dx = 1.676 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 1971 reflections
a = 16.777 (1) Å	θ = 2.4–20.3°
b = 7.8257 (6) Å	µ = 0.92 mm^−1
c = 19.447 (1) Å	T = 295 K
β = 90.356 (2)°	Prism, yellow
V = 2553.2 (3) Å^3	0.20 × 0.18 × 0.12 mm
Z = 4

Data collection

Bruker APEX CCD area-detector diffractometer	4488 independent reflections
Radiation source: fine-focus sealed tube	3262 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.038
φ and ω scans	θmax = 25.0°, θmin = 1.6°
Absorption correction: multi-scan (SADABS; Bruker, 2002)	h = −17→19
Tmin = 0.354, Tmax = 0.898	k = −9→9
12897 measured reflections	l = −20→23

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.057	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.178	H-atom parameters constrained
S = 1.06	w = 1/[σ^2(Fo^2) + (0.0996P)^2 + 1.6223P] where P = (Fo^2 + 2Fc^2)/3
4488 reflections	(Δ/σ)max = 0.001
345 parameters	Δρmax = 1.06 e Å^−3
0 restraints	Δρmin = −0.42 e Å^−3

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

	x	y	z	Uiso*/Ueq
Ag1	0.64827 (3)	0.46894 (7)	0.45451 (3)	0.0648 (2)
P1	0.49678 (9)	0.8129 (2)	0.13043 (8)	0.0564 (4)
F1	0.5325 (5)	0.709 (1)	0.1899 (4)	0.198 (4)
F2	0.5194 (4)	0.6598 (9)	0.0861 (5)	0.198 (4)
F3	0.4604 (6)	0.915 (2)	0.0740 (4)	0.229 (4)
F4	0.4730 (5)	0.957 (1)	0.1773 (5)	0.208 (5)
F5	0.4137 (3)	0.7281 (8)	0.1435 (3)	0.135 (2)
F6	0.5801 (3)	0.8920 (8)	0.1226 (4)	0.166 (3)
N1	0.5466 (3)	0.3825 (6)	0.3786 (2)	0.047 (1)
N2	0.5507 (2)	0.3044 (5)	0.5131 (2)	0.040 (1)
N3	0.6778 (3)	0.4362 (6)	0.5784 (2)	0.052 (1)
N4	0.7557 (3)	0.6140 (8)	0.4294 (3)	0.073 (2)
N5	0.2496 (5)	0.006 (1)	0.4065 (4)	0.100 (2)
C1	0.5498 (4)	0.4129 (9)	0.3092 (3)	0.063 (2)
C2	0.4950 (4)	0.3500 (9)	0.2642 (3)	0.067 (2)
C3	0.4342 (4)	0.2517 (9)	0.2884 (3)	0.064 (2)
C4	0.4296 (3)	0.2179 (8)	0.3581 (3)	0.052 (1)
C5	0.4876 (3)	0.2857 (7)	0.4021 (3)	0.043 (1)
C6	0.4871 (3)	0.2517 (6)	0.4782 (3)	0.039 (1)
C7	0.4242 (3)	0.1685 (6)	0.5100 (3)	0.040 (1)
C8	0.4289 (3)	0.1299 (6)	0.5798 (3)	0.040 (1)
C9	0.4968 (3)	0.1842 (7)	0.6145 (3)	0.043 (1)
C10	0.5558 (3)	0.2730 (6)	0.5803 (3)	0.040 (1)
C11	0.6279 (3)	0.3443 (7)	0.6170 (3)	0.043 (1)
C12	0.6407 (4)	0.3224 (8)	0.6864 (3)	0.057 (2)
C13	0.7067 (4)	0.3943 (9)	0.7168 (3)	0.062 (2)
C14	0.7579 (4)	0.4885 (8)	0.6782 (4)	0.063 (2)
C15	0.7415 (4)	0.5046 (8)	0.6094 (4)	0.066 (2)
C16	0.3645 (3)	0.0342 (7)	0.6145 (3)	0.042 (1)
C17	0.3106 (3)	−0.0636 (7)	0.5786 (3)	0.048 (1)
C18	0.2506 (3)	−0.1518 (8)	0.6107 (3)	0.060 (2)
C19	0.2430 (4)	−0.1433 (9)	0.6815 (3)	0.068 (2)
C20	0.2968 (5)	−0.049 (1)	0.7182 (4)	0.077 (2)
C22	0.3562 (4)	0.0411 (8)	0.6863 (3)	0.062 (2)
C23	0.8130 (4)	0.6851 (8)	0.4243 (3)	0.063 (2)
C24	0.8867 (4)	0.779 (1)	0.4170 (5)	0.098 (3)
C25	0.1925 (5)	−0.066 (1)	0.4147 (4)	0.071 (2)
C26	0.1195 (5)	−0.157 (1)	0.4270 (5)	0.097 (3)
H1	0.5912	0.4793	0.2922	0.076*
H2	0.4988	0.3736	0.2175	0.081*
H3	0.3961	0.2078	0.2583	0.077*
H4	0.3885	0.1510	0.3754	0.062*
H7	0.3791	0.1385	0.4847	0.048*
H9	0.5028	0.1605	0.6611	0.051*
H12	0.6049	0.2595	0.7125	0.069*
H13	0.7164	0.3787	0.7635	0.075*
H14	0.8025	0.5401	0.6978	0.076*
H15	0.7768	0.5671	0.5827	0.079*
H17	0.3147	−0.0704	0.5311	0.058*
H18	0.2151	−0.2173	0.5849	0.072*
H19	0.2020	−0.2010	0.7037	0.082*
H20	0.2930	−0.0446	0.7659	0.092*
H22	0.3913	0.1069	0.7124	0.074*
H24a	0.9161	0.7335	0.3789	0.147*
H24b	0.9178	0.7674	0.4583	0.147*
H24c	0.8752	0.8971	0.4089	0.147*
H26a	0.0823	−0.0835	0.4497	0.145*
H26b	0.1303	−0.2549	0.4554	0.145*
H26c	0.0972	−0.1944	0.3839	0.145*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ag1	0.0438 (3)	0.0718 (4)	0.0789 (4)	−0.0144 (2)	0.0045 (2)	0.0197 (3)
P1	0.0493 (9)	0.059 (1)	0.0614 (9)	0.0072 (7)	0.0072 (7)	0.0029 (8)
F1	0.169 (6)	0.225 (9)	0.197 (7)	−0.043 (6)	−0.073 (5)	0.121 (7)
F2	0.149 (6)	0.147 (6)	0.299 (10)	−0.002 (5)	0.091 (6)	−0.112 (6)
F3	0.219 (9)	0.30 (1)	0.165 (7)	0.052 (9)	−0.048 (6)	0.118 (8)
F4	0.128 (6)	0.199 (8)	0.298 (11)	−0.011 (5)	0.038 (6)	−0.171 (8)
F5	0.065 (3)	0.140 (5)	0.201 (6)	−0.022 (3)	0.021 (3)	−0.040 (4)
F6	0.071 (3)	0.102 (4)	0.326 (9)	−0.005 (3)	0.056 (4)	0.055 (5)
N1	0.044 (3)	0.048 (3)	0.049 (3)	0.000 (2)	0.012 (2)	0.007 (2)
N2	0.032 (2)	0.035 (2)	0.052 (3)	0.004 (2)	0.002 (2)	0.002 (2)
N3	0.037 (3)	0.055 (3)	0.063 (3)	−0.006 (2)	0.000 (2)	0.007 (2)
N4	0.055 (3)	0.059 (4)	0.104 (4)	−0.010 (3)	0.021 (3)	0.008 (3)
N5	0.075 (5)	0.105 (6)	0.119 (6)	−0.010 (4)	−0.010 (4)	0.018 (4)
C1	0.063 (4)	0.063 (4)	0.064 (4)	−0.001 (3)	0.017 (3)	0.010 (3)
C2	0.079 (5)	0.079 (5)	0.044 (3)	0.003 (4)	0.010 (3)	0.003 (3)
C3	0.075 (4)	0.064 (4)	0.053 (4)	−0.005 (3)	−0.005 (3)	−0.007 (3)
C4	0.051 (3)	0.052 (4)	0.051 (3)	0.000 (3)	0.002 (3)	−0.001 (3)
C5	0.040 (3)	0.036 (3)	0.052 (3)	0.008 (2)	0.006 (2)	−0.001 (2)
C6	0.038 (3)	0.030 (3)	0.049 (3)	0.006 (2)	0.003 (2)	0.001 (2)
C7	0.036 (3)	0.035 (3)	0.049 (3)	0.001 (2)	−0.003 (2)	−0.003 (2)
C8	0.037 (3)	0.031 (3)	0.052 (3)	0.006 (2)	0.006 (2)	−0.001 (2)
C9	0.039 (3)	0.043 (3)	0.047 (3)	0.000 (2)	0.007 (2)	0.002 (2)
C10	0.039 (3)	0.033 (3)	0.047 (3)	0.001 (2)	−0.001 (2)	0.001 (2)
C11	0.032 (3)	0.037 (3)	0.058 (3)	0.003 (2)	0.002 (2)	0.001 (2)
C12	0.051 (3)	0.060 (4)	0.061 (4)	−0.004 (3)	0.001 (3)	0.001 (3)
C13	0.054 (4)	0.074 (4)	0.059 (4)	−0.004 (3)	−0.009 (3)	−0.003 (3)
C14	0.047 (4)	0.066 (4)	0.075 (5)	−0.007 (3)	−0.014 (3)	−0.005 (3)
C15	0.041 (3)	0.065 (4)	0.092 (5)	−0.013 (3)	−0.002 (3)	0.013 (3)
C16	0.036 (3)	0.032 (3)	0.058 (3)	0.001 (2)	0.005 (2)	0.001 (2)
C17	0.047 (3)	0.049 (4)	0.049 (3)	0.002 (3)	0.007 (3)	−0.002 (3)
C18	0.049 (3)	0.045 (4)	0.085 (5)	−0.016 (3)	0.002 (3)	0.004 (3)
C19	0.058 (4)	0.072 (5)	0.074 (4)	−0.018 (3)	0.021 (3)	0.015 (4)
C20	0.079 (5)	0.098 (6)	0.055 (4)	−0.028 (4)	0.023 (4)	0.004 (4)
C22	0.062 (4)	0.064 (4)	0.059 (4)	−0.017 (3)	0.014 (3)	−0.001 (3)
C23	0.053 (4)	0.053 (4)	0.082 (4)	0.004 (3)	0.017 (3)	0.000 (3)
C24	0.054 (4)	0.074 (5)	0.165 (8)	−0.017 (4)	0.022 (5)	0.006 (5)
C25	0.074 (5)	0.071 (5)	0.068 (4)	0.003 (4)	−0.009 (4)	0.003 (4)
C26	0.072 (5)	0.097 (6)	0.122 (7)	−0.006 (5)	0.003 (5)	0.002 (5)

Geometric parameters (Å, º)

Ag1—N1	2.348 (5)	C13—C14	1.361 (9)
Ag1—N2	2.378 (4)	C14—C15	1.37 (1)
Ag1—N3	2.470 (5)	C16—C17	1.373 (8)
Ag1—N4	2.187 (6)	C16—C22	1.406 (8)
P1—F3	1.485 (6)	C17—C18	1.374 (8)
P1—F4	1.508 (6)	C18—C19	1.385 (9)
P1—F2	1.525 (6)	C19—C20	1.37 (1)
P1—F1	1.533 (6)	C20—C22	1.370 (9)
P1—F6	1.537 (5)	C23—C24	1.444 (9)
P1—F5	1.565 (5)	C25—C26	1.44 (1)
N1—C5	1.329 (7)	C1—H1	0.93
N1—C1	1.373 (7)	C2—H2	0.93
N2—C6	1.327 (6)	C3—H3	0.93
N2—C10	1.334 (6)	C4—H4	0.93
N3—C15	1.336 (8)	C7—H7	0.93
N3—C11	1.339 (7)	C9—H9	0.93
N4—C23	1.116 (8)	C12—H12	0.93
N5—C25	1.12 (1)	C13—H13	0.93
C1—C2	1.357 (9)	C14—H14	0.93
C2—C3	1.363 (9)	C15—H15	0.93
C3—C4	1.384 (8)	C17—H17	0.93
C4—C5	1.397 (7)	C18—H18	0.93
C5—C6	1.504 (7)	C19—H19	0.93
C6—C7	1.388 (7)	C20—H20	0.93
C7—C8	1.392 (7)	C22—H22	0.93
C8—C9	1.388 (7)	C24—H24a	0.96
C8—C16	1.481 (7)	C24—H24b	0.96
C9—C10	1.382 (7)	C24—H24c	0.96
C10—C11	1.508 (7)	C26—H26a	0.96
C11—C12	1.376 (8)	C26—H26b	0.96
C12—C13	1.372 (8)	C26—H26c	0.96
N1—Ag1—N2	69.3 (1)	C13—C14—C15	117.7 (6)
N1—Ag1—N3	136.4 (2)	N3—C15—C14	124.0 (6)
N1—Ag1—N4	127.2 (2)	C17—C16—C22	117.2 (5)
N2—Ag1—N3	67.1 (2)	C17—C16—C8	122.1 (5)
N2—Ag1—N4	163.4 (2)	C22—C16—C8	120.7 (5)
N3—Ag1—N4	96.4 (2)	C16—C17—C18	122.2 (5)
F3—P1—F4	86.2 (6)	C17—C18—C19	120.0 (6)
F3—P1—F2	96.1 (6)	C20—C19—C18	118.8 (6)
F4—P1—F2	176.8 (6)	C19—C20—C22	121.4 (6)
F3—P1—F1	178.5 (6)	C20—C22—C16	120.5 (6)
F4—P1—F1	92.7 (6)	N4—C23—C24	179.2 (8)
F2—P1—F1	84.9 (5)	N5—C25—C26	178.7 (9)
F3—P1—F6	94.6 (5)	C2—C1—H1	118.6
F4—P1—F6	90.1 (4)	N1—C1—H1	118.6
F2—P1—F6	91.8 (4)	C1—C2—H2	120.4
F1—P1—F6	86.4 (4)	C3—C2—H2	120.4
F3—P1—F5	89.1 (5)	C2—C3—H3	120.2
F4—P1—F5	88.9 (4)	C4—C3—H3	120.2
F2—P1—F5	89.0 (3)	C3—C4—H4	120.5
F1—P1—F5	89.8 (4)	C5—C4—H4	120.5
F6—P1—F5	176.0 (4)	C6—C7—H7	120.1
C5—N1—C1	118.1 (5)	C8—C7—H7	120.1
C5—N1—Ag1	119.2 (3)	C10—C9—H9	119.7
C1—N1—Ag1	122.4 (4)	C8—C9—H9	119.7
C6—N2—C10	119.3 (4)	C13—C12—H12	120.3
C6—N2—Ag1	118.5 (3)	C11—C12—H12	120.3
C10—N2—Ag1	122.0 (3)	C14—C13—H13	120.2
C15—N3—C11	117.6 (5)	C12—C13—H13	120.2
C15—N3—Ag1	123.7 (4)	C13—C14—H14	121.2
C11—N3—Ag1	118.7 (3)	C15—C14—H14	121.2
C23—N4—Ag1	171.9 (6)	N3—C15—H15	118.0
C2—C1—N1	122.7 (6)	C14—C15—H15	118.0
C1—C2—C3	119.2 (6)	C16—C17—H17	118.9
C2—C3—C4	119.5 (6)	C18—C17—H17	118.9
C3—C4—C5	119.0 (6)	C17—C18—H18	120.0
N1—C5—C4	121.6 (5)	C19—C18—H18	120.0
N1—C5—C6	116.6 (5)	C20—C19—H19	120.6
C4—C5—C6	121.8 (5)	C18—C19—H19	120.6
N2—C6—C7	122.0 (5)	C19—C20—H20	119.3
N2—C6—C5	116.0 (4)	C22—C20—H20	119.3
C7—C6—C5	122.0 (5)	C20—C22—H22	119.8
C6—C7—C8	119.8 (5)	C16—C22—H22	119.8
C9—C8—C7	116.7 (5)	C23—C24—H24a	109.5
C9—C8—C16	122.1 (5)	C23—C24—H24b	109.5
C7—C8—C16	121.2 (5)	H24a—C24—H24b	109.5
C10—C9—C8	120.6 (5)	C23—C24—H24c	109.5
N2—C10—C9	121.5 (5)	H24a—C24—H24c	109.5
N2—C10—C11	116.2 (4)	H24b—C24—H24c	109.5
C9—C10—C11	122.2 (4)	C25—C26—H26a	109.5
N3—C11—C12	121.5 (5)	C25—C26—H26b	109.5
N3—C11—C10	115.9 (5)	H26a—C26—H26b	109.5
C12—C11—C10	122.6 (5)	C25—C26—H26c	109.5
C13—C12—C11	119.5 (6)	H26a—C26—H26c	109.5
C14—C13—C12	119.7 (6)	H26b—C26—H26c	109.5
N4—Ag1—N1—C5	175.9 (4)	C5—C6—C7—C8	175.7 (4)
N2—Ag1—N1—C5	−1.6 (4)	C6—C7—C8—C9	2.2 (7)
N3—Ag1—N1—C5	−2.8 (5)	C6—C7—C8—C16	−177.1 (5)
N4—Ag1—N1—C1	3.0 (5)	C7—C8—C9—C10	0.5 (7)
N2—Ag1—N1—C1	−174.5 (5)	C16—C8—C9—C10	179.9 (5)
N3—Ag1—N1—C1	−175.7 (4)	C6—N2—C10—C9	1.1 (7)
N4—Ag1—N2—C6	−176.0 (6)	Ag1—N2—C10—C9	176.9 (4)
N1—Ag1—N2—C6	−3.0 (3)	C6—N2—C10—C11	−177.1 (4)
N3—Ag1—N2—C6	176.2 (4)	Ag1—N2—C10—C11	−1.4 (6)
N4—Ag1—N2—C10	8.2 (8)	C8—C9—C10—N2	−2.3 (8)
N1—Ag1—N2—C10	−178.7 (4)	C8—C9—C10—C11	175.9 (5)
N3—Ag1—N2—C10	0.4 (4)	C15—N3—C11—C12	0.8 (8)
N4—Ag1—N3—C15	2.8 (5)	Ag1—N3—C11—C12	−179.5 (4)
N1—Ag1—N3—C15	−178.3 (4)	C15—N3—C11—C10	178.5 (5)
N2—Ag1—N3—C15	−179.5 (5)	Ag1—N3—C11—C10	−1.7 (6)
N4—Ag1—N3—C11	−176.9 (4)	N2—C10—C11—N3	2.0 (7)
N1—Ag1—N3—C11	2.0 (5)	C9—C10—C11—N3	−176.2 (5)
N2—Ag1—N3—C11	0.8 (4)	N2—C10—C11—C12	179.7 (5)
C5—N1—C1—C2	0.8 (9)	C9—C10—C11—C12	1.5 (8)
Ag1—N1—C1—C2	173.8 (5)	N3—C11—C12—C13	−0.9 (9)
N1—C1—C2—C3	0 (1)	C10—C11—C12—C13	−178.5 (5)
C1—C2—C3—C4	0 (1)	C11—C12—C13—C14	1 (1)
C2—C3—C4—C5	0.0 (9)	C12—C13—C14—C15	−1 (1)
C1—N1—C5—C4	−0.9 (8)	C11—N3—C15—C14	−1 (1)
Ag1—N1—C5—C4	−174.1 (4)	Ag1—N3—C15—C14	179.3 (5)
C1—N1—C5—C6	178.6 (5)	C13—C14—C15—N3	1 (1)
Ag1—N1—C5—C6	5.4 (6)	C9—C8—C16—C17	−159.6 (5)
C3—C4—C5—N1	0.5 (8)	C7—C8—C16—C17	19.8 (8)
C3—C4—C5—C6	−179.0 (5)	C9—C8—C16—C22	20.7 (8)
C10—N2—C6—C7	1.8 (7)	C7—C8—C16—C22	−159.9 (5)
Ag1—N2—C6—C7	−174.1 (4)	C22—C16—C17—C18	0.0 (8)
C10—N2—C6—C5	−177.5 (4)	C8—C16—C17—C18	−179.7 (5)
Ag1—N2—C6—C5	6.6 (6)	C16—C17—C18—C19	0.2 (9)
N1—C5—C6—N2	−7.9 (7)	C17—C18—C19—C20	−1 (1)
C4—C5—C6—N2	171.6 (5)	C18—C19—C20—C22	2 (1)
N1—C5—C6—C7	172.8 (5)	C19—C20—C22—C16	−2 (1)
C4—C5—C6—C7	−7.7 (8)	C17—C16—C22—C20	0.6 (9)
N2—C6—C7—C8	−3.5 (7)	C8—C16—C22—C20	−179.7 (6)