Chain structure of {[Ag(bpy)]NO₃}_n (bpy = 4,4′-bi­pyridine)

Crystallographic analysis shows that catena-poly[[silver(I)-μ-4,4′-bi­pyridine] nitrate], {[Ag(C₁₀H₈N₂)]NO₃}_n, is a new Ag–4,4′-bi­pyridine coordination polymer with a chain structure. A weak interaction between Ag and a nitrate O atom results in a two-dimensional supermolecular structure. X-ray diffraction shows the crystal to be orthorhombic, in space group Pnma. The nitrate ion and Ag atom lie in a mirror plane that relates the two bi­pyridine rings.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.007 Å
Some non-H atoms missing
• R factor = 0.038
• wR factor = 0.081
• Data-to-parameter ratio = 11.9

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry


 Alert Level A:



ABSMU_01  Alert A The ratio of given/expected absorption coefficient lies
          outside the range 0.90 <> 1.10
          Calculated value of mu =     3.653
          Value of mu given      =     1.826

DENSD_01  Alert A The ratio of the submitted crystal density and that
          calculated from the formula is outside the range 0.90 <> 1.10
          Crystal density given    =      1.964
          Calculated crystal density =      3.927

PLAT_701  Alert A Bond    Calc    2.391(6), Rep    1.335(6), Dev.    176.00 Sigma
                     N1   -C1      1.555   1.555

PLAT_701  Alert A Bond    Calc    2.943(7), Rep    1.499(8), Dev.    206.29 Sigma
                     C3   -C3      1.555   7.565

PLAT_701  Alert A Bond    Calc    2.258(9), Rep    1.375(7), Dev.     98.11 Sigma
                     C4   -C5      1.555   1.555

PLAT_702  Alert A Angle   Calc     28.6(3), Rep    115.9(4), Dev.    291.00 Sigma
                     C5   -N1   -C1      1.555   1.555   1.555

PLAT_702  Alert A Angle   Calc    178.1(5), Rep    121.4(3), Dev.    113.40 Sigma
                     C4   -C3   -C3      1.555   1.555   7.565

PLAT_702  Alert A Angle   Calc     92.2(4), Rep    119.4(5), Dev.     68.00 Sigma
                     C5   -C4   -C3      1.555   1.555   1.555

PLAT_702  Alert A Angle   Calc     32.0(2), Rep    124.3(5), Dev.    461.50 Sigma
                     N1   -C5   -C4      1.555   1.555   1.555

PLAT_722  Alert A Angle   Calc      147.64, Rep      118.10, Dev.     29.54 Deg.
                     N1   -C1   -H1A     1.555   1.555   1.555

PLAT_722  Alert A Angle   Calc      149.96, Rep      120.30, Dev.     29.66 Deg.
                     C5   -C4   -H4A     1.555   1.555   1.555


 Alert Level B:



PLAT_722  Alert B Angle   Calc      117.83, Rep      120.30, Dev.      2.47 Deg.
                     C3   -C4   -H4A     1.555   1.555   1.555


 Alert Level C:



PLAT_701  Alert C Bond    Calc    1.237(9), Rep    1.249(8), Dev.      1.33 Sigma
                     N2   -O1      1.555   1.555

PLAT_701  Alert C Bond    Calc    1.374(7), Rep    1.387(7), Dev.      1.86 Sigma
                     C3   -C4      1.555   1.555

PLAT_702  Alert C Angle   Calc    119.6(7), Rep    120.4(7), Dev.      1.14 Sigma
                     O2   -N2   -O1      1.555   1.555   1.555

PLAT_711  Alert C BOND    Unknown or Inconsistent Label ........       AG
                           AG     N1

PLAT_711  Alert C BOND    Unknown or Inconsistent Label ........       AG
                           AG     N1

PLAT_711  Alert C BOND    Unknown or Inconsistent Label ........       C2
                           C1     C2

PLAT_711  Alert C BOND    Unknown or Inconsistent Label ........       C2
                           C2     C3

PLAT_711  Alert C BOND    Unknown or Inconsistent Label ........       C2
                           C2     H2A

PLAT_712  Alert C ANGLE   Unknown or Inconsistent Label ........       AG
                           N1     AG     N1

PLAT_712  Alert C ANGLE   Unknown or Inconsistent Label ........       AG
                           C5     N1     AG

PLAT_712  Alert C ANGLE   Unknown or Inconsistent Label ........       AG
                           C1     N1     AG

PLAT_712  Alert C ANGLE   Unknown or Inconsistent Label ........       C2
                           N1     C1     C2

PLAT_712  Alert C ANGLE   Unknown or Inconsistent Label ........       C2
                           C2     C1     H1A

PLAT_712  Alert C ANGLE   Unknown or Inconsistent Label ........       C2
                           C1     C2     C3

PLAT_712  Alert C ANGLE   Unknown or Inconsistent Label ........       C2
                           C1     C2     H2A

PLAT_712  Alert C ANGLE   Unknown or Inconsistent Label ........       C2
                           C3     C2     H2A

PLAT_712  Alert C ANGLE   Unknown or Inconsistent Label ........       C2
                           C2     C3     C4

PLAT_712  Alert C ANGLE   Unknown or Inconsistent Label ........       C2
                           C2     C3     C3

PLAT_732  Alert C Angle   Calc     32.0(2), Rep    124.3(5) ....       2.50 s.u-Ratio
                     N1   -C5   -C4      1.555   1.555   1.555

General Notes



FORMU_01  There is a discrepancy between the atom counts in the
          _chemical_formula_sum and the formula from the _atom_site* data.
          Atom count from _chemical_formula_sum:C10 H8 Ag1 N3 O3
          Atom count from the _atom_site data:  C5 H4 Ag0.5 N1.5 O1.5

CELLZ_01
         From the CIF: _cell_formula_units_Z    8
         From the CIF: _chemical_formula_sum  C10 H8 Ag N3 O3
         TEST: Compare cell contents of formula and atom_site data

         atom    Z*formula  cif sites diff
         C         80.00     40.00   40.00
         H         64.00     32.00   32.00
         Ag         8.00      4.00    4.00
         N         24.00     12.00   12.00
         O         24.00     12.00   12.00
          Difference between formula and atom_site contents detected.
          ALERT: Large difference may be due to a
          symmetry error - see SYMMG tests

CHEMW_03
         From the CIF: _cell_formula_units_Z                    8
         From the CIF: _chemical_formula_weight           326.06
         TEST: Calculate formula weight from _atom_site_*
         atom     mass    num     sum
         C        12.01    5.00   60.06
         H         1.01    4.00    4.03
         N        14.01    1.50   21.01
         O        16.00    1.50   24.00
         Ag      107.87    0.50   53.93
         Calculated formula weight              163.03
          ALERT: The ratio of given/expected molecular weight as calculated
          from the _atom_site* data lies outside
          the range 0.90 <> 1.10


 11 Alert Level A = Potentially serious problem

 1 Alert Level B = Potential problem

 19 Alert Level C = Please check

---

Computing details

Data collection: SMART (Siemens, 1996); cell refinement: SMART; data reduction: XPREP; program(s) used to solve structure: SHELXTL (Siemens, 1994); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

[silver(4,4'-bipyridine)(nitrate)]_n [Ag(bpy)(NO₃)]_n(bpy = 4,4'-bipydine)

Crystal data

[Ag(NO3)(C10H8N2)]	Dx = 1.964 Mg m^−3
Mr = 326.06	Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, Pnma	Cell parameters from 63 reflections
a = 10.5315 (16) Å	θ = 2.9–25.1°
b = 11.5313 (17) Å	µ = 1.83 mm^−1
c = 9.0821 (13) Å	T = 293 K
V = 1102.9 (3) Å^3	Prism, colorless
Z = 8	0.40 × 0.16 × 0.10 mm
F(000) = 640

Data collection

Siemens SMART CCD diffractometer	1010 independent reflections
Radiation source: fine-focus sealed tube	749 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.047
ω scans	θmax = 25.1°, θmin = 2.9°
Absorption correction: empirical (using intensity measurements) (SADABS; Sheldrick, 1996)	h = −12→11
Tmin = 0.524, Tmax = 0.835	k = −13→7
3206 measured reflections	l = −9→10

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)] = 0.038	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.081	H-atom parameters constrained
S = 1.18	w = 1/[σ^2(Fo^2) + (0.0257P)^2 + 1.3172P] P = (Fo^2 + 2Fc^2)/3
1010 reflections	(Δ/σ)max < 0.001
85 parameters	Δρmax = 0.68 e Å^−3
0 restraints	Δρmin = −0.42 e Å^−3

Special details

Experimental. empirical from equivalent reflections (XEMP in SHELXTL; Siemens,1994)

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
Ag1	0.88204 (6)	0.7500	0.14699 (7)	0.0490 (2)
N1	0.8851 (4)	0.5585 (3)	0.1352 (4)	0.0435 (10)
C8	0.8852 (5)	0.3150 (4)	0.1322 (5)	0.0379 (12)
O2	1.1243 (5)	0.7500	0.2832 (7)	0.0615 (15)
N2	1.0853 (7)	0.7500	0.4128 (9)	0.0475 (17)
C5	0.8033 (5)	0.4977 (4)	0.0537 (7)	0.0576 (15)
H5A	0.7450	0.5383	−0.0034	0.069*
C4	0.9667 (6)	0.4967 (4)	0.2146 (7)	0.0582 (16)
H4A	1.0252	0.5367	0.2720	0.070*
C3	0.9703 (5)	0.3776 (4)	0.2175 (7)	0.0562 (16)
H3A	1.0293	0.3393	0.2761	0.067*
O1	0.9698 (5)	0.7500	0.4373 (7)	0.0699 (17)
C1	0.8004 (5)	0.3785 (4)	0.0490 (7)	0.0544 (15)
H1A	0.7413	0.3408	−0.0101	0.065*
O3	1.1628 (6)	0.7500	0.5169 (7)	0.0604 (15)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ag1	0.0544 (4)	0.0232 (3)	0.0695 (5)	0.000	−0.0022 (4)	0.000
N1	0.047 (2)	0.0235 (19)	0.060 (3)	0.0025 (18)	0.000 (3)	0.0004 (19)
C8	0.041 (3)	0.023 (2)	0.050 (3)	−0.001 (2)	0.009 (3)	0.000 (2)
O2	0.057 (3)	0.078 (4)	0.050 (4)	0.000	0.003 (4)	0.000
N2	0.059 (5)	0.024 (3)	0.060 (5)	0.000	0.002 (4)	0.000
C5	0.054 (3)	0.035 (3)	0.083 (4)	0.003 (3)	−0.019 (3)	0.004 (3)
C4	0.077 (4)	0.031 (3)	0.067 (4)	−0.004 (3)	−0.022 (3)	0.000 (3)
C3	0.069 (4)	0.027 (3)	0.072 (4)	0.000 (3)	−0.023 (3)	0.002 (3)
O1	0.034 (3)	0.098 (4)	0.077 (4)	0.000	0.012 (3)	0.000
C1	0.055 (4)	0.033 (3)	0.076 (4)	0.002 (2)	−0.021 (3)	−0.005 (3)
O3	0.060 (4)	0.068 (4)	0.053 (4)	0.000	−0.001 (3)	0.000

Geometric parameters (Å, º)

Ag—N1^i	2.211 (4)	N2—O1	1.249 (8)
Ag—N1	2.211 (4)	C2—C3	1.380 (7)
N1—C5	1.329 (6)	C2—H2A	0.9300
N1—C1	1.335 (6)	C3—C4	1.387 (7)
C1—C2	1.375 (7)	C3—C3^ii	1.499 (8)
C1—H1A	0.9300	C4—C5	1.375 (7)
N2—O2	1.237 (8)	C4—H4A	0.9300
N2—O3	1.246 (8)	C5—H5A	0.9300
N1^i—Ag—N1	174.2 (2)	C1—C2—C3	119.9 (5)
C5—N1—C1	115.9 (4)	C1—C2—H2A	120.0
C5—N1—Ag	121.2 (3)	C3—C2—H2A	120.0
C1—N1—Ag	122.8 (3)	C2—C3—C4	116.6 (4)
N1—C1—C2	123.8 (5)	C2—C3—C3^ii	122.0 (3)
N1—C1—H1A	118.1	C4—C3—C3^ii	121.4 (3)
C2—C1—H1A	118.1	C5—C4—C3	119.4 (5)
O2—N2—O3	119.6 (8)	C5—C4—H4A	120.3
O2—N2—O1	120.4 (7)	C3—C4—H4A	120.3
O3—N2—O1	120.0 (7)	N1—C5—C4	124.3 (5)

Symmetry codes: (i) x, −y+3/2, z; (ii) x, −y+1/2, z.