catena-Poly[silver(I)-μ-L-phenyl­alaninato-κ²N:O]

In the title one-dimensional polymeric structure, [Ag(C₉H₁₀NO₂)]_n, the Ag^I atom is bis-coordinated by an O and an N atom. Inter­molecular N—H...O [H...O = 2.07 (3) Å] and C—H...O (H...O = 2.54–2.58 Å) hydrogen bonds and a weak C—H...π(arene) inter­action link the polymeric chains into an extended three-dimensional framework.

Key indicators

• Single-crystal X-ray study
• T = 292 K
• Mean [sigma](C-C) = 0.014 Å
• R factor = 0.047
• wR factor = 0.171
• Data-to-parameter ratio = 11.7

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT164_ALERT_4_C Nr. of Refined C-H H-Atoms in Heavy-At Struct...          1
PLAT166_ALERT_4_C S.U's Given on Coordinates for calc-flagged ....         H8
PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...         14
PLAT420_ALERT_2_C D-H Without Acceptor       N1     -   H1A    ...          ?

Alert level G
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
            correct. If it is not, please give the correct count in the
            _publ_section_exptl_refinement section of the submitted CIF.
           From the CIF: _diffrn_reflns_theta_max           25.04
           From the CIF: _reflns_number_total               1362
           Count of symmetry unique reflns          880
           Completeness (_total/calc)            154.77%
           TEST3: Check Friedels for noncentro structure
           Estimate of Friedel pairs measured       482
           Fraction of Friedel pairs measured     0.548
           Are heavy atom types Z>Si present        yes

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

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

---

Computing details

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

catena-Poly[silver(I)-µ-L-phenylalaninato-κ²N:O]

Crystal data

[Ag(C9H10NO2)]	F(000) = 268
Mr = 272.05	Dx = 2.006 Mg m^−3
Monoclinic, P21	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2yb	Cell parameters from 1412 reflections
a = 7.2244 (13) Å	θ = 3.1–28.3°
b = 6.4049 (12) Å	µ = 2.20 mm^−1
c = 10.1620 (19) Å	T = 292 K
β = 106.692 (3)°	Prism, colourless
V = 450.40 (14) Å^3	0.10 × 0.10 × 0.06 mm
Z = 2

Data collection

Bruker SMART CCD area-detector diffractometer	1362 independent reflections
Radiation source: fine-focus sealed tube	1305 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.017
φ and ω scans	θmax = 25.0°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −8→7
Tmin = 0.810, Tmax = 0.879	k = −7→7
1859 measured reflections	l = −6→12

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)] = 0.047	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.171	w = 1/[σ^2(Fo^2) + (0.1016P)^2 + 0.9012P] where P = (Fo^2 + 2Fc^2)/3
S = 1.24	(Δ/σ)max = 0.001
1362 reflections	Δρmax = 1.45 e Å^−3
116 parameters	Δρmin = −1.03 e Å^−3
23 restraints	Absolute structure: Flack (1983), with 500 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0.02 (11)

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
Ag1	−0.43050 (10)	0.4239 (2)	0.11592 (8)	0.0542 (4)
C1	0.5362 (10)	0.8513 (11)	0.2676 (6)	0.041 (3)
H1	0.4693	0.9325	0.1933	0.049*
C2	0.7294 (10)	0.8922 (12)	0.3330 (7)	0.059 (3)
H2	0.7920	1.0006	0.3024	0.070*
C3	0.8292 (10)	0.7711 (12)	0.4439 (7)	0.048 (3)
H3	0.9587	0.7985	0.4877	0.058*
C4	0.7357 (9)	0.6093 (11)	0.4896 (7)	0.040 (2)
H4	0.8026	0.5282	0.5640	0.048*
C5	0.5425 (9)	0.5685 (10)	0.4242 (6)	0.037 (2)
H5	0.4798	0.4600	0.4548	0.044*
C6	0.4427 (9)	0.6895 (10)	0.3133 (6)	0.032 (2)
C7	0.2278 (15)	0.6549 (17)	0.2512 (10)	0.036 (2)
H7A	0.1748	0.7720	0.1918	0.043*
H7B	0.1667	0.6529	0.3246	0.043*
C8	0.1760 (13)	0.4523 (17)	0.1679 (9)	0.028 (2)
H8	0.225 (17)	0.33 (2)	0.230 (10)	0.034*
C9	−0.0443 (12)	0.438 (2)	0.1202 (9)	0.0323 (19)
N1	0.2598 (11)	0.441 (2)	0.0536 (7)	0.0373 (18)
H1A	0.251 (19)	0.553 (7)	0.005 (8)	0.045*
H1B	0.24 (2)	0.327 (8)	0.007 (8)	0.045*
O1	−0.1274 (12)	0.3325 (16)	0.1937 (8)	0.054 (2)
O2	−0.1340 (12)	0.5250 (15)	0.0117 (8)	0.053 (2)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ag1	0.0199 (5)	0.0741 (6)	0.0702 (6)	−0.0019 (5)	0.0155 (3)	−0.0170 (5)
C1	0.050 (7)	0.037 (5)	0.031 (4)	−0.007 (5)	0.003 (4)	0.005 (4)
C2	0.039 (5)	0.077 (8)	0.058 (5)	−0.012 (6)	0.011 (4)	0.031 (6)
C3	0.027 (5)	0.058 (6)	0.058 (6)	−0.009 (5)	0.010 (4)	−0.017 (5)
C4	0.026 (5)	0.045 (5)	0.046 (5)	0.003 (4)	0.005 (4)	0.002 (4)
C5	0.038 (6)	0.029 (4)	0.042 (5)	−0.004 (4)	0.010 (4)	0.002 (4)
C6	0.028 (5)	0.042 (5)	0.023 (4)	−0.001 (4)	0.003 (3)	−0.004 (4)
C7	0.024 (6)	0.036 (5)	0.045 (5)	−0.002 (4)	0.007 (4)	−0.004 (4)
C8	0.015 (4)	0.026 (5)	0.041 (4)	0.002 (4)	0.004 (3)	−0.008 (4)
C9	0.019 (4)	0.029 (4)	0.050 (4)	−0.003 (6)	0.011 (3)	−0.014 (6)
N1	0.020 (4)	0.051 (5)	0.041 (3)	−0.009 (6)	0.010 (3)	0.001 (5)
O1	0.025 (4)	0.074 (6)	0.063 (5)	−0.006 (4)	0.016 (4)	0.020 (4)
O2	0.025 (4)	0.060 (5)	0.064 (5)	0.003 (4)	−0.004 (4)	0.016 (4)

Geometric parameters (Å, º)

Ag1—N1^i	2.146 (8)	C6—C7	1.515 (12)
Ag1—O1	2.184 (9)	C7—C8	1.536 (14)
C1—C2	1.388	C7—H7A	0.9700
C1—C6	1.388	C7—H7B	0.9700
C1—H1	0.9300	C8—N1	1.459 (12)
C2—C3	1.388	C8—C9	1.527 (14)
C2—H2	0.9300	C8—H8	0.98 (12)
C3—C4	1.388	C9—O2	1.238 (14)
C3—H3	0.9300	C9—O1	1.279 (14)
C4—C5	1.388	N1—Ag1^ii	2.146 (8)
C4—H4	0.9300	N1—H1A	0.86 (6)
C5—C6	1.388	N1—H1B	0.86 (6)
C5—H5	0.9300
N1^i—Ag1—O1	166.6 (4)	C8—C7—H7A	108.7
C2—C1—C6	120.0	C6—C7—H7B	108.7
C2—C1—H1	120.0	C8—C7—H7B	108.7
C6—C1—H1	120.0	H7A—C7—H7B	107.6
C1—C2—C3	120.0	N1—C8—C9	112.1 (7)
C1—C2—H2	120.0	N1—C8—C7	112.9 (10)
C3—C2—H2	120.0	C9—C8—C7	107.0 (8)
C2—C3—C4	120.0	N1—C8—H8	108 (6)
C2—C3—H3	120.0	C9—C8—H8	108 (7)
C4—C3—H3	120.0	C7—C8—H8	108 (6)
C3—C4—C5	120.0	O2—C9—O1	123.0 (9)
C3—C4—H4	120.0	O2—C9—C8	119.2 (9)
C5—C4—H4	120.0	O1—C9—C8	117.8 (9)
C6—C5—C4	120.0	C8—N1—Ag1^ii	113.8 (5)
C6—C5—H5	120.0	C8—N1—H1A	116 (4)
C4—C5—H5	120.0	Ag1^ii—N1—H1A	96 (9)
C5—C6—C1	120.0	C8—N1—H1B	116 (4)
C5—C6—C7	119.2 (6)	Ag1^ii—N1—H1B	96 (9)
C1—C6—C7	120.6 (6)	H1A—N1—H1B	115 (7)
C6—C7—C8	114.3 (8)	C9—O1—Ag1	103.7 (7)
C6—C7—H7A	108.7
C6—C1—C2—C3	0.0	C6—C7—C8—C9	177.1 (8)
C1—C2—C3—C4	0.0	N1—C8—C9—O2	−37.7 (15)
C2—C3—C4—C5	0.0	C7—C8—C9—O2	86.7 (12)
C3—C4—C5—C6	0.0	N1—C8—C9—O1	140.9 (11)
C4—C5—C6—C1	0.0	C7—C8—C9—O1	−94.8 (12)
C4—C5—C6—C7	−174.7 (7)	C9—C8—N1—Ag1^ii	−173.2 (8)
C2—C1—C6—C5	0.0	C7—C8—N1—Ag1^ii	65.8 (11)
C2—C1—C6—C7	174.6 (7)	O2—C9—O1—Ag1	−15.5 (14)
C5—C6—C7—C8	−72.6 (9)	C8—C9—O1—Ag1	166.0 (8)
C1—C6—C7—C8	112.7 (8)	N1^i—Ag1—O1—C9	149.7 (12)
C6—C7—C8—N1	−59.0 (11)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C7—H7A···O2^iii	0.97	2.58	3.490 (13)	157
C2—H2···O1^iv	0.93	2.54	3.445 (11)	165
N1—H1B···O2^v	0.86 (6)	2.07 (7)	2.832 (16)	148 (4)
C5—H5···Cg1^vi	0.93	2.56	3.443 (1)	159

Symmetry codes: (iii) −x, y+1/2, −z; (iv) x+1, y+1, z; (v) −x, y−1/2, −z; (vi) −x+1, y−1/2, −z+1.