catena-Poly[silver(I)-μ₃-2-(pyrimidin-2-ylsulfan­yl)acetate]: a one-dimensional chiral coordination polymer

The title chiral coordination polymer, [Ag(C₆H₅N₂O₂S)]_n, has a one-dimensional chain structure in which the Ag atom is four coordinated by S, O and N atoms from three different anions. Weak Ag...O and Ag...S inter­actions cross-link the chains, forming a two-dimensional layer network.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.012 Å
• R factor = 0.045
• wR factor = 0.118
• Data-to-parameter ratio = 11.6

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       0.77
PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...         12

Alert level G
ABSTM02_ALERT_3_G  When printed, the submitted absorption T values will be
            replaced by the scaled T values. Since the ratio of scaled T's
            is identical to the ratio of reported T values, the scaling
            does not imply a change to the absorption corrections used in
            the study.
            Ratio of Tmax expected/reported      0.769
            Tmax scaled      0.591 Tmin scaled      0.501
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           25.06
           From the CIF: _reflns_number_total               1271
           Count of symmetry unique reflns          811
           Completeness (_total/calc)            156.72%
           TEST3: Check Friedels for noncentro structure
           Estimate of Friedel pairs measured       460
           Fraction of Friedel pairs measured     0.567
           Are heavy atom types Z>Si present        yes

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

   0 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
   2 ALERT type 3 Indicator that the structure quality may be low
   2 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

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Computing details

Data collection: SMART (Bruker, 2003); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT; 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.

catena-Poly[silver(I)-µ₃-2-(pyrimidin-2-ylsulfanyl)acetate]

Crystal data

[Ag(C6H5N2O2S)]	F(000) = 536
Mr = 277.05	Dx = 2.458 Mg m^−3
Orthorhombic, P212121	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ac 2ab	Cell parameters from 1789 reflections
a = 7.2966 (12) Å	θ = 2.0–25.1°
b = 5.0707 (9) Å	µ = 2.92 mm^−1
c = 20.238 (3) Å	T = 298 K
V = 748.8 (2) Å^3	Rod, colorless
Z = 4	0.30 × 0.20 × 0.18 mm

Data collection

Bruker SMART APEX-II CCD diffractometer	1271 independent reflections
Radiation source: fine-focus sealed tube	1200 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.027
Detector resolution: 8.50 pixels mm^-1	θmax = 25.1°, θmin = 2.0°
ω scans	h = −5→8
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	k = −6→5
Tmin = 0.652, Tmax = 0.769	l = −23→15
1789 measured reflections

Refinement

Refinement on F^2	Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: full	H-atom parameters constrained
R[F^2 > 2σ(F^2)] = 0.045	w = 1/[σ^2(Fo^2) + (0.0827P)^2 + 0.7036P] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.118	(Δ/σ)max = 0.001
S = 1.11	Δρmax = 0.89 e Å^−3
1271 reflections	Δρmin = −1.23 e Å^−3
110 parameters	Extinction correction: SHELXL97, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
0 restraints	Extinction coefficient: 0.030 (3)
Primary atom site location: structure-invariant direct methods	Absolute structure: Flack & Bernardinelli (2000), 470 Friedel pairs
Secondary atom site location: difference Fourier map	Absolute structure parameter: 0.05 (9)

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	0.88281 (9)	0.16981 (13)	−0.04484 (3)	0.0346 (3)
S1	0.7334 (3)	−0.0984 (4)	0.06505 (10)	0.0253 (5)
O1	1.2571 (8)	−0.2210 (14)	0.1016 (3)	0.0411 (16)
O2	1.1158 (8)	0.0917 (12)	0.0422 (3)	0.0375 (14)
N1	0.5915 (8)	0.2978 (13)	0.1296 (3)	0.0253 (14)
N2	0.8463 (10)	0.0863 (15)	0.1814 (3)	0.0294 (16)
C1	0.5778 (12)	0.4622 (18)	0.1807 (4)	0.035 (2)
H1A	0.4860	0.5894	0.1806	0.041*
C2	0.6961 (13)	0.4492 (19)	0.2341 (4)	0.035 (2)
H2A	0.6863	0.5649	0.2696	0.042*
C3	0.8284 (12)	0.2574 (18)	0.2320 (4)	0.034 (2)
H3A	0.9097	0.2446	0.2672	0.041*
C4	0.7263 (10)	0.1160 (15)	0.1328 (4)	0.0238 (17)
C5	0.9421 (11)	−0.2770 (16)	0.0807 (4)	0.0287 (19)
H5A	0.9353	−0.3497	0.1249	0.034*
H5B	0.9475	−0.4244	0.0502	0.034*
C6	1.1206 (12)	−0.1235 (15)	0.0748 (4)	0.0253 (16)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ag1	0.0233 (4)	0.0403 (4)	0.0401 (4)	0.0021 (3)	0.0040 (3)	0.0043 (3)
S1	0.0209 (10)	0.0264 (10)	0.0285 (10)	0.0018 (7)	−0.0036 (8)	−0.0027 (8)
O1	0.024 (3)	0.040 (4)	0.059 (4)	0.001 (3)	−0.008 (3)	0.004 (3)
O2	0.027 (3)	0.037 (3)	0.048 (3)	−0.011 (3)	−0.006 (3)	0.011 (3)
N1	0.017 (3)	0.025 (3)	0.034 (3)	0.002 (3)	0.004 (3)	0.004 (3)
N2	0.029 (4)	0.032 (4)	0.027 (3)	0.006 (3)	−0.006 (3)	0.000 (3)
C1	0.035 (5)	0.023 (4)	0.045 (5)	0.000 (4)	0.008 (4)	−0.001 (4)
C2	0.041 (5)	0.031 (4)	0.033 (5)	0.001 (4)	0.001 (4)	−0.006 (4)
C3	0.036 (5)	0.032 (5)	0.035 (5)	0.000 (4)	−0.007 (4)	0.001 (3)
C4	0.018 (4)	0.023 (4)	0.030 (4)	−0.005 (3)	0.002 (3)	0.001 (3)
C5	0.025 (4)	0.020 (4)	0.041 (5)	0.004 (3)	−0.003 (3)	0.000 (3)
C6	0.019 (4)	0.029 (4)	0.028 (4)	−0.002 (4)	0.001 (3)	−0.002 (3)

Geometric parameters (Å, º)

Ag1—O2^i	2.294 (6)	N2—C4	1.325 (10)
Ag1—N1^ii	2.299 (6)	N2—C3	1.349 (12)
Ag1—O2	2.480 (6)	C1—C2	1.383 (13)
Ag1—S1	2.826 (2)	C1—H1A	0.9300
S1—C4	1.751 (8)	C2—C3	1.371 (13)
S1—C5	1.800 (8)	C2—H2A	0.9300
O1—C6	1.237 (10)	C3—H3A	0.9300
O2—C6	1.276 (10)	C5—C6	1.522 (11)
N1—C1	1.333 (11)	C5—H5A	0.9700
N1—C4	1.350 (10)	C5—H5B	0.9700
O2^i—Ag1—N1^ii	122.8 (2)	C3—C2—C1	116.7 (8)
O2^i—Ag1—O2	130.54 (9)	C3—C2—H2A	121.7
N1^ii—Ag1—O2	95.0 (2)	C1—C2—H2A	121.7
O2^i—Ag1—S1	84.71 (15)	N2—C3—C2	123.2 (8)
N1^ii—Ag1—S1	151.27 (17)	N2—C3—H3A	118.4
O2—Ag1—S1	68.18 (13)	C2—C3—H3A	118.4
C4—S1—C5	101.6 (4)	N2—C4—N1	126.5 (7)
C4—S1—Ag1	109.2 (3)	N2—C4—S1	119.4 (6)
C5—S1—Ag1	93.1 (3)	N1—C4—S1	114.1 (6)
C6—O2—Ag1^ii	114.6 (5)	C6—C5—S1	116.9 (6)
C6—O2—Ag1	121.5 (5)	C6—C5—H5A	108.1
Ag1^ii—O2—Ag1	121.0 (2)	S1—C5—H5A	108.1
C1—N1—C4	116.4 (7)	C6—C5—H5B	108.1
C1—N1—Ag1^i	119.0 (6)	S1—C5—H5B	108.1
C4—N1—Ag1^i	124.6 (5)	H5A—C5—H5B	107.3
C4—N2—C3	115.3 (7)	O1—C6—O2	126.2 (8)
N1—C1—C2	122.0 (8)	O1—C6—C5	116.8 (7)
N1—C1—H1A	119.0	O2—C6—C5	117.0 (7)
C2—C1—H1A	119.0
O2^i—Ag1—S1—C4	−68.8 (3)	C3—N2—C4—S1	−178.9 (6)
N1^ii—Ag1—S1—C4	126.7 (4)	C1—N1—C4—N2	−0.4 (12)
O2—Ag1—S1—C4	69.0 (3)	Ag1^i—N1—C4—N2	−178.2 (6)
O2^i—Ag1—S1—C5	−172.1 (3)	C1—N1—C4—S1	178.6 (6)
N1^ii—Ag1—S1—C5	23.3 (4)	Ag1^i—N1—C4—S1	0.8 (8)
O2—Ag1—S1—C5	−34.4 (3)	C5—S1—C4—N2	−8.3 (7)
O2^i—Ag1—O2—C6	100.9 (5)	Ag1—S1—C4—N2	−105.7 (6)
N1^ii—Ag1—O2—C6	−116.8 (6)	C5—S1—C4—N1	172.7 (6)
S1—Ag1—O2—C6	39.1 (6)	Ag1—S1—C4—N1	75.2 (6)
O2^i—Ag1—O2—Ag1^ii	−99.6 (4)	C4—S1—C5—C6	−68.4 (7)
N1^ii—Ag1—O2—Ag1^ii	42.7 (3)	Ag1—S1—C5—C6	42.0 (6)
S1—Ag1—O2—Ag1^ii	−161.4 (3)	Ag1^ii—O2—C6—O1	−6.7 (11)
C4—N1—C1—C2	0.5 (12)	Ag1—O2—C6—O1	154.0 (7)
Ag1^i—N1—C1—C2	178.4 (7)	Ag1^ii—O2—C6—C5	174.1 (5)
N1—C1—C2—C3	−0.3 (13)	Ag1—O2—C6—C5	−25.2 (9)
C4—N2—C3—C2	0.2 (13)	S1—C5—C6—O1	161.6 (6)
C1—C2—C3—N2	−0.1 (14)	S1—C5—C6—O2	−19.1 (10)
C3—N2—C4—N1	0.1 (12)

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