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In the title compound, [Ag(NO3)(C15H18N6)], the AgI atom is four-coordinated by the three N atoms of the 2-amino­pyridine ligands and by an O atom of the nitro group. The structure is stabilized by an extensive network of N—H—O and N—H—N hydrogen bonds.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807018521/bv2049sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536807018521/bv2049Isup2.hkl
Contains datablock I

CCDC reference: 650606

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.008 Å
  • R factor = 0.028
  • wR factor = 0.067
  • Data-to-parameter ratio = 12.6

checkCIF/PLATON results

No syntax errors found



Alert level C PLAT480_ALERT_4_C Long H...A H-Bond Reported H8B .. N21 .. 2.75 Ang.
Alert level G PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 1 ALERT level C = Check and explain 1 ALERT level G = General alerts; check 1 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 0 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check

Computing details top

Data collection: CrystalClear (Rigaku, 2004); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: SHELXL97.

Tris(2-aminopyridine-κN1)(nitrato-κO)silver(I) top
Crystal data top
[Ag(NO3)(C15H18N6)]F(000) = 912
Mr = 452.23Dx = 1.824 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 4551 reflections
a = 10.932 (3) Åθ = 2.2–28.0°
b = 8.027 (2) ŵ = 1.26 mm1
c = 18.948 (6) ÅT = 293 K
β = 98.001 (6)°Needle, pale yellow
V = 1646.4 (8) Å30.06 × 0.06 × 0.06 mm
Z = 4
Data collection top
CCD
diffractometer
2755 reflections with I > 2σ(I)
dtprofit.ref scansRint = 0.055
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
θmax = 25.4°, θmin = 1.9°
Tmin = 0.925, Tmax = 0.927h = 1213
15950 measured reflectionsk = 98
2981 independent reflectionsl = 2222
Refinement top
Refinement on F26 restraints
Least-squares matrix: fullH-atom parameters constrained
R[F2 > 2σ(F2)] = 0.028 w = 1/[σ2(Fo2) + (0.0279P)2 + 1.8285P]
where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.067(Δ/σ)max = 0.001
S = 1.04Δρmax = 0.49 e Å3
2981 reflectionsΔρmin = 0.59 e Å3
236 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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
C20.4103 (5)0.4811 (6)0.8183 (3)0.0189 (11)
C30.4705 (5)0.5863 (7)0.7771 (3)0.0237 (12)
H3A0.53670.65050.79790.028*
C40.4318 (6)0.5957 (7)0.7050 (3)0.0269 (13)
H4A0.47240.66640.6770.032*
C50.3342 (6)0.5023 (7)0.6739 (3)0.0279 (13)
H5A0.30750.50660.62520.034*
C60.2790 (5)0.4042 (7)0.7174 (3)0.0232 (12)
H6A0.21160.34110.69740.028*
C80.0662 (5)0.4027 (6)0.8429 (3)0.0196 (11)
C90.1852 (5)0.4490 (7)0.8113 (3)0.0210 (12)
H9A0.22960.5270.83360.025*
C100.2360 (5)0.3810 (7)0.7484 (3)0.0238 (12)
H10A0.31420.41320.7270.029*
C110.1704 (6)0.2647 (7)0.7172 (3)0.0236 (13)
H11A0.20220.21490.67420.028*
C120.0564 (5)0.2242 (7)0.7514 (3)0.0229 (12)
H12A0.0120.14430.73020.028*
C140.1379 (5)0.0634 (6)0.9395 (3)0.0177 (11)
C150.1559 (5)0.1925 (7)0.9865 (3)0.0230 (12)
H15A0.08920.2441.0030.028*
C160.2734 (6)0.2448 (7)1.0086 (3)0.0270 (14)
H16A0.28680.33231.04090.032*
C170.3723 (6)0.1703 (7)0.9841 (3)0.0274 (13)
H17A0.45270.20690.99830.033*
C180.3486 (5)0.0443 (7)0.9394 (3)0.0233 (12)
H18A0.41460.00810.92250.028*
N10.3154 (4)0.3911 (5)0.7887 (2)0.0185 (10)
N20.4485 (4)0.4636 (6)0.8897 (2)0.0248 (11)
H2A0.4110.39530.91430.03*
H2B0.50990.52090.910.03*
N70.0026 (4)0.2902 (5)0.8135 (2)0.0198 (10)
N80.0125 (4)0.4688 (6)0.9045 (2)0.0249 (11)
H8A0.06020.43690.92260.03*
H8B0.05070.54310.92580.03*
N130.2339 (4)0.0119 (5)0.9170 (2)0.0176 (9)
N140.0226 (4)0.0130 (6)0.9148 (3)0.0262 (11)
H14A0.01120.06750.88470.031*
H14B0.03970.06120.92920.031*
N210.2536 (4)0.3115 (5)1.0291 (2)0.0184 (9)
O210.2414 (4)0.3896 (5)0.9721 (2)0.0254 (9)
O220.3573 (4)0.2890 (6)1.0621 (3)0.0400 (12)
O230.1601 (4)0.2586 (5)1.0523 (2)0.0264 (9)
Ag10.21071 (4)0.22633 (5)0.84934 (2)0.02196 (19)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C20.016 (3)0.015 (3)0.027 (3)0.004 (2)0.004 (2)0.001 (2)
C30.021 (3)0.017 (3)0.034 (3)0.000 (2)0.009 (2)0.001 (2)
C40.035 (3)0.017 (3)0.033 (3)0.000 (2)0.017 (3)0.004 (2)
C50.042 (4)0.020 (3)0.024 (3)0.000 (3)0.010 (3)0.001 (2)
C60.030 (3)0.016 (3)0.023 (3)0.000 (2)0.003 (2)0.001 (2)
C80.026 (3)0.011 (2)0.023 (3)0.002 (2)0.007 (2)0.004 (2)
C90.021 (3)0.018 (3)0.025 (3)0.002 (2)0.006 (2)0.003 (2)
C100.022 (3)0.022 (3)0.027 (3)0.002 (2)0.004 (2)0.008 (2)
C110.030 (3)0.019 (3)0.022 (3)0.004 (2)0.004 (3)0.002 (2)
C120.026 (3)0.019 (3)0.024 (3)0.001 (2)0.006 (3)0.002 (2)
C140.022 (3)0.013 (3)0.019 (3)0.003 (2)0.003 (2)0.004 (2)
C150.031 (3)0.014 (3)0.025 (3)0.005 (2)0.008 (2)0.002 (2)
C160.041 (4)0.014 (3)0.024 (3)0.002 (2)0.000 (3)0.001 (2)
C170.027 (3)0.025 (3)0.029 (3)0.007 (2)0.004 (3)0.005 (3)
C180.021 (3)0.023 (3)0.026 (3)0.003 (2)0.003 (2)0.006 (2)
N10.021 (2)0.011 (2)0.024 (2)0.0001 (18)0.0061 (19)0.0015 (18)
N20.021 (3)0.026 (3)0.027 (3)0.006 (2)0.001 (2)0.005 (2)
N70.021 (3)0.015 (2)0.023 (2)0.0011 (18)0.003 (2)0.0011 (18)
N80.024 (3)0.022 (2)0.028 (3)0.0060 (19)0.000 (2)0.007 (2)
N130.019 (2)0.014 (2)0.021 (2)0.0015 (18)0.0040 (19)0.0022 (18)
N140.019 (3)0.024 (3)0.036 (3)0.002 (2)0.008 (2)0.009 (2)
N210.020 (2)0.015 (2)0.021 (2)0.0028 (18)0.0030 (19)0.0049 (18)
O210.035 (2)0.019 (2)0.022 (2)0.0031 (17)0.0028 (17)0.0023 (16)
O220.021 (2)0.044 (3)0.050 (3)0.0072 (19)0.011 (2)0.016 (2)
O230.022 (2)0.021 (2)0.039 (3)0.0044 (16)0.013 (2)0.0002 (17)
Ag10.0261 (3)0.0173 (3)0.0235 (3)0.00416 (16)0.0068 (2)0.00111 (15)
Geometric parameters (Å, º) top
C2—N11.323 (7)C14—N141.344 (7)
C2—N21.365 (7)C14—C151.361 (8)
C2—C31.378 (8)C15—C161.361 (9)
C3—C41.374 (8)C15—H15A0.93
C3—H3A0.93C16—C171.373 (9)
C4—C51.368 (8)C16—H16A0.93
C4—H4A0.93C17—C181.321 (8)
C5—C61.341 (8)C17—H17A0.93
C5—H5A0.93C18—N131.345 (7)
C6—N11.358 (7)C18—H18A0.93
C6—H6A0.93N1—Ag12.179 (4)
C8—N71.312 (7)N2—H2A0.86
C8—N81.340 (7)N2—H2B0.86
C8—C91.404 (8)N7—Ag12.392 (5)
C9—C101.358 (8)N8—H8A0.86
C9—H9A0.93N8—H8B0.86
C10—C111.361 (8)N13—Ag12.141 (4)
C10—H10A0.93N14—H14A0.86
C11—C121.362 (8)N14—H14B0.86
C11—H11A0.93N21—O221.229 (6)
C12—N71.348 (7)N21—O211.241 (6)
C12—H12A0.93N21—O231.242 (6)
C14—N131.332 (7)O21—Ag12.649 (4)
N1—C2—N2118.5 (5)C15—C16—H16A119.5
N1—C2—C3120.1 (5)C17—C16—H16A119.5
N2—C2—C3121.3 (5)C18—C17—C16117.2 (6)
C4—C3—C2119.5 (5)C18—C17—H17A121.4
C4—C3—H3A120.3C16—C17—H17A121.4
C2—C3—H3A120.3C17—C18—N13123.4 (5)
C5—C4—C3120.7 (5)C17—C18—H18A118.3
C5—C4—H4A119.6N13—C18—H18A118.3
C3—C4—H4A119.6C2—N1—C6118.9 (5)
C6—C5—C4116.6 (6)C2—N1—Ag1123.1 (4)
C6—C5—H5A121.7C6—N1—Ag1118.0 (4)
C4—C5—H5A121.7C2—N2—H2A120
C5—C6—N1124.1 (5)C2—N2—H2B120
C5—C6—H6A117.9H2A—N2—H2B120
N1—C6—H6A117.9C8—N7—C12116.7 (5)
N7—C8—N8116.7 (5)C8—N7—Ag1125.5 (4)
N7—C8—C9121.0 (5)C12—N7—Ag1117.0 (4)
N8—C8—C9122.4 (5)C8—N8—H8A120
C10—C9—C8120.7 (5)C8—N8—H8B120
C10—C9—H9A119.7H8A—N8—H8B120
C8—C9—H9A119.7C14—N13—C18119.3 (5)
C9—C10—C11118.7 (5)C14—N13—Ag1121.6 (3)
C9—C10—H10A120.6C18—N13—Ag1119.1 (4)
C11—C10—H10A120.6C14—N14—H14A120
C10—C11—C12117.4 (6)C14—N14—H14B120
C10—C11—H11A121.3H14A—N14—H14B120
C12—C11—H11A121.3O22—N21—O21119.8 (5)
N7—C12—C11125.5 (5)O22—N21—O23121.1 (5)
N7—C12—H12A117.2O21—N21—O23119.1 (5)
C11—C12—H12A117.2N21—O21—Ag1120.0 (3)
N13—C14—N14119.6 (5)N13—Ag1—N1141.02 (16)
N13—C14—C15120.4 (5)N13—Ag1—N7111.83 (16)
N14—C14—C15120.0 (5)N1—Ag1—N7106.44 (16)
C16—C15—C14118.8 (5)N13—Ag1—O2183.22 (14)
C16—C15—H15A120.6N1—Ag1—O2198.69 (14)
C14—C15—H15A120.6N7—Ag1—O2198.21 (14)
C15—C16—C17121.0 (6)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N2—H2A···O210.862.282.983 (6)139
N2—H2B···O22i0.862.122.958 (6)164
N8—H8A···O210.862.12.959 (6)173
N8—H8B···O23ii0.862.072.904 (6)164
N8—H8B···N21ii0.862.753.545 (6)155
N14—H14A···N70.862.233.089 (6)174
N14—H14B···O23iii0.862.122.934 (6)158
Symmetry codes: (i) x+1, y+1, z+2; (ii) x, y+1, z+2; (iii) x, y, z+2.
 

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