Bis(2-amino­pyridine-κN¹)silver(I) perchlorate

The title compound, [Ag(C₅H₆N₂)₂]ClO₄, is a mononuclear silver(I) complex. The Ag atom, lying on a twofold rotation axis, is bicoordinated in a distorted linear configuration by two N atoms from two symmetry-related 2-amino­pyridine ligands. The perchlorate ion is disordered across a crystallographic mirror plane. The cations and anions are arranged as alternating layers along the a axis and are interlinked by weak N—H...O interactions in addition to the electrostatic interactions.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.011 Å
• Disorder in solvent or counterion
• R factor = 0.055
• wR factor = 0.174
• Data-to-parameter ratio = 11.1

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT076_ALERT_1_C Occupancy       0.50 less than 1.0 for Sp.pos  .         O2
PLAT076_ALERT_1_C Occupancy       0.50 less than 1.0 for Sp.pos  .        O2'
PLAT243_ALERT_4_C High Solvent U(eq) as Compared to Neighbors  for        O2'
PLAT243_ALERT_4_C High Solvent U(eq) as Compared to Neighbors  for         O3
PLAT243_ALERT_4_C High Solvent U(eq) as Compared to Neighbors  for        O3'
PLAT244_ALERT_4_C Low  Solvent U(eq) as Compared to Neighbors  for        Cl1
PLAT244_ALERT_4_C Low  Solvent U(eq) as Compared to Neighbors  for         O2
PLAT302_ALERT_4_C Anion/Solvent Disorder .........................      38.00 Perc.
PLAT313_ALERT_2_C Oxygen with three covalent bonds (rare) ........         O3
PLAT313_ALERT_2_C Oxygen with three covalent bonds (rare) ........        O3'
PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...         11
PLAT480_ALERT_4_C Long H...A H-Bond Reported H2A    ..  O1      ..       2.65 Ang.

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

   2 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
   7 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: SMART (Siemens, 1996); cell refinement: SMART; data reduction: SAINT (Siemens, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.

Bis(2-aminopyridine-κN¹)silver(I) perchlorate

Crystal data

[Ag(C5H6N2)2]ClO4	F(000) = 1568
Mr = 395.56	Dx = 1.940 Mg m^−3
Orthorhombic, Cmca	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2bc 2	Cell parameters from 1237 reflections
a = 12.720 (4) Å	θ = 2.5–25°
b = 9.810 (3) Å	µ = 1.70 mm^−1
c = 21.710 (7) Å	T = 298 K
V = 2709.0 (15) Å^3	Prism, colourless
Z = 8	0.22 × 0.15 × 0.13 mm

Data collection

Bruker SMART CCD area-detector diffractometer	1241 independent reflections
Radiation source: fine-focus sealed tube	964 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.053
φ and ω scans	θmax = 25.0°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −9→15
Tmin = 0.706, Tmax = 0.809	k = −11→11
5599 measured reflections	l = −25→25

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.055	H-atom parameters constrained
wR(F^2) = 0.174	w = 1/[σ^2(Fo^2) + (0.1098P)^2 + 2.440P] where P = (Fo^2 + 2Fc^2)/3
S = 1.10	(Δ/σ)max < 0.001
1241 reflections	Δρmax = 1.13 e Å^−3
112 parameters	Δρmin = −0.75 e Å^−3
29 restraints	Extinction correction: SHELXL97, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0065 (8)

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Ag1	0.15153 (5)	0.0000	0.5000	0.0887 (5)
Cl1	0.0000	0.33614 (18)	0.60297 (8)	0.0552 (6)
N1	0.1489 (3)	0.0955 (5)	0.4121 (2)	0.0623 (13)
N2	0.1512 (4)	0.3121 (6)	0.4534 (2)	0.0730 (15)
H2A	0.1552	0.2777	0.4898	0.088*
H2B	0.1500	0.3991	0.4487	0.088*
C1	0.1469 (4)	0.2293 (6)	0.4036 (3)	0.0541 (13)
C2	0.1409 (4)	0.2844 (6)	0.3452 (3)	0.0630 (16)
H2	0.1382	0.3785	0.3401	0.076*
C3	0.1387 (5)	0.2020 (8)	0.2957 (3)	0.0771 (19)
H3	0.1342	0.2385	0.2563	0.093*
C4	0.1433 (5)	0.0626 (9)	0.3041 (4)	0.085 (2)
H4	0.1433	0.0030	0.2708	0.103*
C5	0.1477 (4)	0.0164 (7)	0.3625 (5)	0.076 (2)
H5	0.1500	−0.0775	0.3684	0.091*
O1	0.0000	0.2173 (6)	0.5667 (3)	0.097 (2)
O2	0.0000	0.4518 (10)	0.5659 (5)	0.076 (3)	0.50
O3	0.0901 (11)	0.3432 (15)	0.6404 (7)	0.137 (5)	0.50
O2'	0.0000	0.299 (2)	0.6642 (4)	0.114 (5)	0.50
O3'	0.0983 (10)	0.3912 (18)	0.5895 (8)	0.149 (5)	0.50

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ag1	0.0885 (7)	0.0870 (8)	0.0906 (7)	0.000	0.000	0.0454 (4)
Cl1	0.0653 (12)	0.0495 (11)	0.0507 (10)	0.000	0.000	0.0041 (8)
N1	0.059 (3)	0.057 (3)	0.071 (3)	0.003 (2)	0.010 (2)	0.016 (3)
N2	0.093 (4)	0.066 (3)	0.061 (3)	0.010 (3)	0.005 (2)	0.005 (3)
C1	0.044 (3)	0.059 (3)	0.060 (3)	0.003 (2)	0.006 (2)	0.011 (3)
C2	0.064 (4)	0.062 (4)	0.062 (3)	0.003 (3)	−0.003 (2)	0.017 (3)
C3	0.080 (4)	0.094 (5)	0.057 (4)	−0.006 (4)	−0.001 (3)	0.012 (4)
C4	0.089 (5)	0.084 (5)	0.083 (5)	−0.012 (4)	0.010 (3)	−0.010 (4)
C5	0.074 (4)	0.059 (4)	0.095 (6)	−0.011 (3)	0.016 (3)	0.008 (4)
O1	0.156 (7)	0.048 (4)	0.087 (4)	0.000	0.000	−0.002 (3)
O2	0.119 (8)	0.039 (5)	0.070 (6)	0.000	0.000	0.014 (5)
O3	0.133 (8)	0.136 (9)	0.142 (8)	−0.016 (7)	−0.061 (7)	0.004 (7)
O2'	0.138 (10)	0.143 (10)	0.062 (6)	0.000	0.000	0.003 (7)
O3'	0.144 (8)	0.157 (9)	0.147 (9)	−0.057 (8)	0.025 (7)	−0.023 (8)

Geometric parameters (Å, º)

Ag1—N1	2.126 (5)	N2—C1	1.352 (8)
Ag1—N1^i	2.126 (5)	N2—H2A	0.86
Cl1—O2'	1.378 (9)	N2—H2B	0.86
Cl1—O2	1.390 (8)	C1—C2	1.381 (8)
Cl1—O3'^ii	1.394 (9)	C2—C3	1.345 (9)
Cl1—O3'	1.394 (9)	C2—H2	0.93
Cl1—O1	1.407 (6)	C3—C4	1.381 (12)
Cl1—O3	1.407 (8)	C3—H3	0.93
Cl1—O3^ii	1.407 (8)	C4—C5	1.346 (13)
N1—C1	1.326 (8)	C4—H4	0.93
N1—C5	1.329 (10)	C5—H5	0.93
N1—Ag1—N1^i	178.2 (2)	C1—N1—C5	117.7 (6)
O2'—Cl1—O2	140.7 (10)	C1—N1—Ag1	124.2 (4)
O2'—Cl1—O3'^ii	107.8 (8)	C5—N1—Ag1	118.1 (4)
O2—Cl1—O3'^ii	64.0 (8)	C1—N2—H2A	120.0
O2'—Cl1—O3'	107.8 (8)	C1—N2—H2B	120.0
O2—Cl1—O3'	64.0 (8)	H2A—N2—H2B	120.0
O3'^ii—Cl1—O3'	127.7 (17)	N1—C1—N2	118.9 (5)
O2'—Cl1—O1	108.7 (9)	N1—C1—C2	121.1 (6)
O2—Cl1—O1	110.7 (6)	N2—C1—C2	120.0 (5)
O3'^ii—Cl1—O1	101.7 (7)	C3—C2—C1	119.9 (6)
O3'—Cl1—O1	101.7 (7)	C3—C2—H2	120.0
O2'—Cl1—O3	57.0 (8)	C1—C2—H2	120.0
O2—Cl1—O3	107.1 (7)	C2—C3—C4	119.3 (7)
O3'^ii—Cl1—O3	146.5 (9)	C2—C3—H3	120.4
O3'—Cl1—O3	51.1 (8)	C4—C3—H3	120.4
O1—Cl1—O3	111.3 (7)	C5—C4—C3	117.4 (8)
O2'—Cl1—O3^ii	57.0 (8)	C5—C4—H4	121.3
O2—Cl1—O3^ii	107.1 (7)	C3—C4—H4	121.3
O3'^ii—Cl1—O3^ii	51.1 (8)	N1—C5—C4	124.5 (7)
O3'—Cl1—O3^ii	146.5 (9)	N1—C5—H5	117.7
O1—Cl1—O3^ii	111.3 (7)	C4—C5—H5	117.7
O3—Cl1—O3^ii	109.1 (16)
C5—N1—C1—N2	−178.1 (5)	C1—C2—C3—C4	−0.4 (9)
Ag1—N1—C1—N2	2.9 (7)	C2—C3—C4—C5	1.2 (10)
C5—N1—C1—C2	1.7 (7)	C1—N1—C5—C4	−0.8 (9)
Ag1—N1—C1—C2	−177.2 (4)	Ag1—N1—C5—C4	178.2 (5)
N1—C1—C2—C3	−1.2 (8)	C3—C4—C5—N1	−0.7 (10)
N2—C1—C2—C3	178.7 (5)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2A···O3′	0.86	2.54	3.128 (16)	126
N2—H2A···O1	0.86	2.65	3.259 (8)	128
N2—H2B···O3′^iii	0.86	2.31	3.130 (17)	159
N2—H2B···O2^iv	0.86	2.43	3.041 (9)	129

Symmetry codes: (iii) x, −y+1, −z+1; (iv) −x, −y+1, −z+1.