The AgI atom in the title compound, [Ag(C5H6N2)2]2(C8H4O4)·10H2O, shows linear coordination. The cation and centrosymmetric anion interact indirectly via the non-coordinated water molecules, to furnish a tightly held three-dimensional structure.
Supporting information
CCDC reference: 293904
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.004 Å
- R factor = 0.032
- wR factor = 0.109
- Data-to-parameter ratio = 14.7
checkCIF/PLATON results
No syntax errors found
Alert level C
ABSTM02_ALERT_3_C The ratio of expected to reported Tmax/Tmin(RR') is < 0.90
Tmin and Tmax reported: 0.625 0.814
Tmin(prime) and Tmax expected: 0.720 0.806
RR(prime) = 0.860
Please check that your absorption correction is appropriate.
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low ....... 0.96
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............ 2.00 Ratio
PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large ............. 0.86
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.18
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 14
PLAT731_ALERT_1_C Bond Calc 0.85(3), Rep 0.850(10) ...... 3.00 su-Rat
O1W -H1W2 1.555 1.555
PLAT731_ALERT_1_C Bond Calc 0.85(3), Rep 0.840(10) ...... 3.00 su-Rat
O4W -H4W2 1.555 1.555
PLAT731_ALERT_1_C Bond Calc 0.85(3), Rep 0.850(10) ...... 3.00 su-Rat
N2 -H2N1 1.555 1.555
PLAT731_ALERT_1_C Bond Calc 0.85(3), Rep 0.850(10) ...... 3.00 su-Rat
N2 -H2N2 1.555 1.555
PLAT731_ALERT_1_C Bond Calc 0.86(4), Rep 0.860(10) ...... 4.00 su-Rat
N4 -H4N1 1.555 1.555
PLAT731_ALERT_1_C Bond Calc 0.84(4), Rep 0.840(10) ...... 4.00 su-Rat
N4 -H4N2 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.85(3), Rep 0.850(10) ...... 3.00 su-Rat
N2 -H1# 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.85(3), Rep 0.850(10) ...... 3.00 su-Rat
N2 -H2# 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.86(4), Rep 0.860(10) ...... 4.00 su-Rat
N4 -H3# 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.84(4), Rep 0.840(10) ...... 4.00 su-Rat
N4 -H4# 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.85(3), Rep 0.850(10) ...... 3.00 su-Rat
O1W -H6# 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.85(3), Rep 0.840(10) ...... 3.00 su-Rat
O4W -H12# 1.555 1.555
PLAT736_ALERT_1_C H...A Calc 2.21(4), Rep 2.210(10) ...... 4.00 su-Rat
H1# -O1W 1.555 1.555
PLAT736_ALERT_1_C H...A Calc 2.22(3), Rep 2.220(10) ...... 3.00 su-Rat
H2# -O5W 1.555 2.567
PLAT736_ALERT_1_C H...A Calc 2.03(3), Rep 2.040(10) ...... 3.00 su-Rat
H6# -O3W 1.555 1.565
PLAT736_ALERT_1_C H...A Calc 1.92(3), Rep 1.920(10) ...... 3.00 su-Rat
H12# -O3W 1.555 1.555
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 4
H2 O
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
25 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
19 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
3 ALERT type 3 Indicator that the structure quality may be low
2 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 2003); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.
Bis[bis(4-aminopyridine-
κN1)silver(I)] terephthalate decahydrate
top
Crystal data top
[Ag(C5H6N2)2]2(C8H4O4)·10H2O | Z = 1 |
Mr = 936.48 | F(000) = 478 |
Triclinic, P1 | Dx = 1.596 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 9.1463 (5) Å | Cell parameters from 3817 reflections |
b = 10.7369 (6) Å | θ = 2.4–28.1° |
c = 10.9623 (7) Å | µ = 1.08 mm−1 |
α = 113.685 (1)° | T = 295 K |
β = 93.418 (1)° | Block, colorless |
γ = 95.906 (1)° | 0.30 × 0.20 × 0.20 mm |
V = 974.6 (1) Å3 | |
Data collection top
Bruker SMART APEX area-detector diffractometer | 4294 independent reflections |
Radiation source: fine-focus sealed tube | 3955 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.018 |
φ and ω scans | θmax = 27.5°, θmin = 2.0° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −11→9 |
Tmin = 0.625, Tmax = 0.814 | k = −13→12 |
6098 measured reflections | l = −14→12 |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: difmap and geom |
R[F2 > 2σ(F2)] = 0.032 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.109 | w = 1/[σ2(Fo2) + (0.0673P)2 + 0.0987P] where P = (Fo2 + 2Fc2)/3 |
S = 1.12 | (Δ/σ)max = 0.001 |
4294 reflections | Δρmax = 0.49 e Å−3 |
292 parameters | Δρmin = −0.45 e Å−3 |
14 restraints | Extinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.029 (2) |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Ag1 | 0.46403 (2) | 0.27141 (2) | 0.29765 (2) | 0.0542 (2) | |
O1 | 0.4018 (2) | 0.1967 (2) | 0.6807 (2) | 0.0403 (4) | |
O2 | 0.6429 (2) | 0.2177 (2) | 0.7348 (2) | 0.0488 (4) | |
O1w | −0.0688 (2) | 0.9168 (2) | 0.6409 (2) | 0.0541 (5) | |
O2w | −0.3595 (2) | 0.9397 (2) | 0.5970 (2) | 0.0488 (4) | |
O3w | 0.1013 (2) | 0.1597 (2) | 0.6471 (2) | 0.0492 (4) | |
O4w | −0.0697 (2) | 0.3280 (2) | 0.8240 (2) | 0.0523 (5) | |
O5w | 0.0195 (3) | 0.3774 (2) | 1.0951 (2) | 0.0599 (5) | |
N1 | 0.3337 (2) | 0.4140 (2) | 0.4203 (2) | 0.0426 (5) | |
N2 | 0.0754 (3) | 0.6860 (2) | 0.6698 (2) | 0.0464 (5) | |
N3 | 0.6027 (2) | 0.1426 (2) | 0.1700 (2) | 0.0438 (5) | |
N4 | 0.8458 (4) | −0.1277 (3) | −0.1000 (3) | 0.0610 (7) | |
C1 | 0.2889 (3) | 0.5175 (3) | 0.3944 (3) | 0.0494 (6) | |
C2 | 0.2066 (3) | 0.6110 (3) | 0.4741 (3) | 0.0462 (6) | |
C3 | 0.1600 (3) | 0.6010 (2) | 0.5900 (2) | 0.0370 (5) | |
C4 | 0.2110 (3) | 0.4955 (3) | 0.6189 (3) | 0.0441 (5) | |
C5 | 0.2939 (3) | 0.4088 (3) | 0.5351 (3) | 0.0461 (6) | |
C6 | 0.6447 (3) | 0.0340 (3) | 0.1874 (3) | 0.0477 (6) | |
C7 | 0.7274 (3) | −0.0549 (3) | 0.1032 (3) | 0.0456 (6) | |
C8 | 0.7721 (3) | −0.0383 (3) | −0.0102 (2) | 0.0410 (5) | |
C9 | 0.7307 (3) | 0.0775 (3) | −0.0257 (3) | 0.0470 (6) | |
C10 | 0.6476 (3) | 0.1616 (3) | 0.0638 (3) | 0.0467 (6) | |
C11 | 0.5192 (2) | 0.2567 (2) | 0.7570 (2) | 0.0307 (4) | |
C12 | 0.5092 (2) | 0.3836 (2) | 0.8828 (2) | 0.0299 (4) | |
C13 | 0.3742 (2) | 0.4279 (2) | 0.9156 (2) | 0.0393 (5) | |
C14 | 0.3652 (3) | 0.5438 (2) | 1.0315 (2) | 0.0416 (5) | |
H1 | 0.3158 | 0.5259 | 0.3173 | 0.059* | |
H2 | 0.1814 | 0.6814 | 0.4516 | 0.055* | |
H4 | 0.1875 | 0.4854 | 0.6961 | 0.053* | |
H5 | 0.3257 | 0.3407 | 0.5580 | 0.055* | |
H6 | 0.6160 | 0.0188 | 0.2608 | 0.057* | |
H7 | 0.7545 | −0.1275 | 0.1211 | 0.055* | |
H9 | 0.7598 | 0.0969 | −0.0967 | 0.056* | |
H10 | 0.6208 | 0.2366 | 0.0500 | 0.056* | |
H13 | 0.2885 | 0.3796 | 0.8594 | 0.047* | |
H14 | 0.2737 | 0.5728 | 1.0516 | 0.050* | |
H2n1 | 0.045 (4) | 0.749 (3) | 0.651 (3) | 0.05 (1)* | |
H2n2 | 0.049 (3) | 0.673 (4) | 0.737 (2) | 0.05 (1)* | |
H4n1 | 0.864 (5) | −0.195 (3) | −0.081 (5) | 0.09 (1)* | |
H4n2 | 0.882 (4) | −0.096 (4) | −0.152 (4) | 0.08 (1)* | |
H1w1 | −0.158 (2) | 0.925 (3) | 0.626 (3) | 0.05 (1)* | |
H1w2 | −0.013 (3) | 0.990 (2) | 0.653 (4) | 0.07 (1)* | |
H2w1 | −0.384 (4) | 0.909 (3) | 0.513 (1) | 0.07 (1)* | |
H2w2 | −0.358 (3) | 1.025 (1) | 0.626 (3) | 0.05 (1)* | |
H3w1 | 0.194 (1) | 0.174 (4) | 0.666 (4) | 0.09 (1)* | |
H3w2 | 0.077 (4) | 0.146 (4) | 0.567 (2) | 0.07 (1)* | |
H4w1 | −0.157 (2) | 0.291 (3) | 0.789 (3) | 0.06 (1)* | |
H4w2 | −0.009 (3) | 0.279 (3) | 0.778 (3) | 0.06 (1)* | |
H5w1 | −0.017 (4) | 0.358 (4) | 1.017 (2) | 0.07 (1)* | |
H5w2 | 0.034 (4) | 0.463 (1) | 1.118 (4) | 0.07 (1)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ag1 | 0.0469 (2) | 0.0465 (2) | 0.0552 (2) | 0.0113 (1) | 0.0121 (1) | 0.0045 (1) |
O1 | 0.040 (1) | 0.038 (1) | 0.031 (1) | 0.006 (1) | −0.001 (1) | 0.002 (1) |
O2 | 0.040 (1) | 0.040 (1) | 0.047 (1) | 0.012 (1) | 0.005 (1) | −0.005 (1) |
O1w | 0.049 (1) | 0.048 (1) | 0.066 (1) | 0.006 (1) | −0.001 (1) | 0.024 (1) |
O2w | 0.062 (1) | 0.039 (1) | 0.039 (1) | 0.016 (1) | 0.005 (1) | 0.007 (1) |
O3w | 0.039 (1) | 0.059 (1) | 0.043 (1) | 0.006 (1) | 0.008 (1) | 0.014 (1) |
O4w | 0.041 (1) | 0.055 (1) | 0.044 (1) | 0.007 (1) | 0.005 (1) | 0.003 (1) |
O5w | 0.075 (1) | 0.052 (1) | 0.051 (1) | 0.003 (1) | 0.001 (1) | 0.021 (1) |
N1 | 0.042 (1) | 0.037 (1) | 0.044 (1) | 0.009 (1) | 0.008 (1) | 0.011 (1) |
N2 | 0.049 (1) | 0.043 (1) | 0.046 (1) | 0.015 (1) | 0.009 (1) | 0.014 (1) |
N3 | 0.040 (1) | 0.041 (1) | 0.046 (1) | 0.006 (1) | 0.008 (1) | 0.012 (1) |
N4 | 0.077 (2) | 0.060 (2) | 0.053 (1) | 0.030 (1) | 0.026 (1) | 0.023 (1) |
C1 | 0.056 (2) | 0.053 (2) | 0.046 (1) | 0.012 (1) | 0.013 (1) | 0.025 (1) |
C2 | 0.055 (2) | 0.045 (1) | 0.047 (1) | 0.014 (1) | 0.008 (1) | 0.025 (1) |
C3 | 0.035 (1) | 0.034 (1) | 0.039 (1) | 0.004 (1) | −0.001 (1) | 0.012 (1) |
C4 | 0.053 (1) | 0.041 (1) | 0.044 (1) | 0.012 (1) | 0.009 (1) | 0.022 (1) |
C5 | 0.050 (1) | 0.038 (1) | 0.055 (2) | 0.012 (1) | 0.007 (1) | 0.022 (1) |
C6 | 0.053 (2) | 0.046 (1) | 0.047 (1) | 0.006 (1) | 0.013 (1) | 0.020 (1) |
C7 | 0.053 (2) | 0.044 (1) | 0.045 (1) | 0.012 (1) | 0.010 (1) | 0.022 (1) |
C8 | 0.042 (1) | 0.040 (1) | 0.038 (1) | 0.007 (1) | 0.004 (1) | 0.013 (1) |
C9 | 0.058 (2) | 0.047 (1) | 0.041 (1) | 0.010 (1) | 0.009 (1) | 0.021 (1) |
C10 | 0.049 (1) | 0.042 (1) | 0.052 (2) | 0.009 (1) | 0.003 (1) | 0.022 (1) |
C11 | 0.036 (1) | 0.025 (1) | 0.026 (1) | 0.005 (1) | 0.003 (1) | 0.006 (1) |
C12 | 0.036 (1) | 0.025 (1) | 0.026 (1) | 0.007 (1) | 0.004 (1) | 0.007 (1) |
C13 | 0.030 (1) | 0.037 (1) | 0.037 (1) | 0.006 (1) | −0.002 (1) | 0.001 (1) |
C14 | 0.032 (1) | 0.038 (1) | 0.042 (1) | 0.010 (1) | 0.004 (1) | 0.002 (1) |
Geometric parameters (Å, º) top
Ag1—N1 | 2.118 (2) | O1w—H1w2 | 0.85 (1) |
Ag1—N3 | 2.121 (2) | O2w—H2w1 | 0.85 (1) |
O1—C11 | 1.259 (3) | O2w—H2w2 | 0.84 (1) |
O2—C11 | 1.250 (3) | O3w—H3w1 | 0.85 (1) |
N1—C1 | 1.348 (3) | O3w—H3w2 | 0.85 (1) |
N1—C5 | 1.351 (4) | O4w—H4w1 | 0.85 (1) |
N2—C3 | 1.335 (3) | O4w—H4w2 | 0.84 (1) |
N3—C10 | 1.340 (4) | O5w—H5w1 | 0.84 (1) |
N3—C6 | 1.344 (4) | O5w—H5w2 | 0.84 (1) |
N4—C8 | 1.341 (4) | N2—H2n1 | 0.85 (1) |
C1—C2 | 1.366 (4) | N2—H2n2 | 0.85 (1) |
C2—C3 | 1.404 (4) | N4—H4n1 | 0.86 (1) |
C3—C4 | 1.408 (3) | N4—H4n2 | 0.84 (1) |
C4—C5 | 1.352 (4) | C1—H1 | 0.93 |
C6—C7 | 1.364 (4) | C2—H2 | 0.93 |
C7—C8 | 1.402 (3) | C4—H4 | 0.93 |
C8—C9 | 1.406 (4) | C5—H5 | 0.93 |
C9—C10 | 1.369 (4) | C6—H6 | 0.93 |
C11—C12 | 1.516 (3) | C7—H7 | 0.93 |
C12—C14i | 1.381 (3) | C9—H9 | 0.93 |
C12—C13 | 1.385 (3) | C10—H10 | 0.93 |
C13—C14 | 1.391 (3) | C13—H13 | 0.93 |
C14—C12i | 1.381 (3) | C14—H14 | 0.93 |
O1w—H1w1 | 0.84 (1) | | |
| | | |
N1—Ag1—N3 | 174.9 (1) | H2w1—O2w—H2w2 | 106 (3) |
C1—N1—C5 | 115.2 (2) | H3w1—O3w—H3w2 | 111 (4) |
C1—N1—Ag1 | 124.0 (2) | H4w1—O4w—H4w2 | 109 (3) |
C5—N1—Ag1 | 120.8 (2) | H5w1—O5w—H5w2 | 96 (4) |
C10—N3—C6 | 116.4 (2) | C3—N2—H2n1 | 120 (2) |
C10—N3—Ag1 | 121.6 (2) | C3—N2—H2n2 | 118 (2) |
C6—N3—Ag1 | 121.9 (2) | H2n1—N2—H2n2 | 121 (3) |
N1—C1—C2 | 124.3 (2) | C8—N4—H4n1 | 114 (3) |
C1—C2—C3 | 120.2 (2) | C8—N4—H4n2 | 112 (3) |
N2—C3—C2 | 123.3 (2) | H4n1—N4—H4n2 | 133 (4) |
N2—C3—C4 | 121.4 (2) | N1—C1—H1 | 117.9 |
C2—C3—C4 | 115.3 (2) | C2—C1—H1 | 117.9 |
C5—C4—C3 | 120.3 (2) | C1—C2—H2 | 119.9 |
N1—C5—C4 | 124.6 (2) | C3—C2—H2 | 119.9 |
N3—C6—C7 | 123.4 (2) | C5—C4—H4 | 119.8 |
C6—C7—C8 | 120.8 (2) | C3—C4—H4 | 119.8 |
N4—C8—C7 | 122.9 (2) | N1—C5—H5 | 117.7 |
N4—C8—C9 | 121.8 (2) | C4—C5—H5 | 117.7 |
C7—C8—C9 | 115.3 (2) | N3—C6—H6 | 118.3 |
C10—C9—C8 | 120.1 (2) | C7—C6—H6 | 118.3 |
N3—C10—C9 | 124.0 (2) | C6—C7—H7 | 119.6 |
O2—C11—O1 | 123.8 (2) | C8—C7—H7 | 119.6 |
O2—C11—C12 | 118.4 (2) | C10—C9—H9 | 120.0 |
O1—C11—C12 | 117.8 (2) | C8—C9—H9 | 120.0 |
C14i—C12—C13 | 118.6 (2) | N3—C10—H10 | 118.0 |
C14i—C12—C11 | 120.5 (2) | C9—C10—H10 | 118.0 |
C13—C12—C11 | 120.9 (2) | C12—C13—H13 | 119.6 |
C12—C13—C14 | 120.8 (2) | C14—C13—H13 | 119.6 |
C12i—C14—C13 | 120.6 (2) | C12i—C14—H14 | 119.7 |
H1w1—O1w—H1w2 | 110 (3) | C13—C14—H14 | 119.7 |
| | | |
C5—N1—C1—C2 | −1.3 (4) | C6—C7—C8—C9 | 2.5 (4) |
Ag1—N1—C1—C2 | −179.0 (2) | N4—C8—C9—C10 | 176.0 (3) |
N1—C1—C2—C3 | −1.6 (5) | C7—C8—C9—C10 | −2.4 (4) |
C1—C2—C3—N2 | −177.8 (3) | C6—N3—C10—C9 | 0.6 (4) |
C1—C2—C3—C4 | 3.4 (4) | Ag1—N3—C10—C9 | −176.5 (2) |
N2—C3—C4—C5 | 178.6 (3) | C8—C9—C10—N3 | 1.0 (4) |
C2—C3—C4—C5 | −2.6 (4) | O2—C11—C12—C14i | 1.8 (3) |
C1—N1—C5—C4 | 2.2 (4) | O1—C11—C12—C14i | −178.2 (2) |
Ag1—N1—C5—C4 | −179.9 (2) | O2—C11—C12—C13 | −177.0 (2) |
C3—C4—C5—N1 | −0.3 (4) | O1—C11—C12—C13 | 3.0 (3) |
C10—N3—C6—C7 | −0.6 (4) | C14i—C12—C13—C14 | 0.7 (4) |
Ag1—N3—C6—C7 | 176.5 (2) | C11—C12—C13—C14 | 179.5 (2) |
N3—C6—C7—C8 | −1.0 (4) | C12—C13—C14—C12i | −0.7 (4) |
C6—C7—C8—N4 | −175.9 (3) | | |
Symmetry code: (i) −x+1, −y+1, −z+2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2n1···O1w | 0.85 (1) | 2.21 (1) | 3.039 (3) | 166 (3) |
N2—H2n2···O5wii | 0.85 (1) | 2.22 (1) | 3.068 (3) | 176 (3) |
N4—H4n1···O5wiii | 0.86 (1) | 2.28 (2) | 3.081 (4) | 155 (4) |
N4—H4n2···O1wiv | 0.84 (1) | 2.40 (2) | 3.191 (4) | 158 (4) |
O1w—H1w1···O2w | 0.84 (1) | 1.89 (1) | 2.727 (3) | 178 (3) |
O1w—H1w2···O3wv | 0.85 (1) | 2.04 (1) | 2.870 (3) | 169 (4) |
O2w—H2w1···O1vi | 0.85 (1) | 1.95 (1) | 2.778 (2) | 164 (3) |
O2w—H2w2···O2vii | 0.84 (1) | 1.92 (1) | 2.748 (3) | 165 (3) |
O3w—H3w1···O1 | 0.85 (1) | 1.88 (1) | 2.718 (3) | 172 (4) |
O3w—H3w2···O1wvi | 0.85 (1) | 2.09 (2) | 2.913 (3) | 164 (4) |
O4w—H4w1···O2viii | 0.85 (1) | 1.88 (1) | 2.718 (3) | 172 (4) |
O4w—H4w2···O3w | 0.84 (1) | 1.92 (1) | 2.757 (3) | 170 (3) |
O5w—H5w1···O4w | 0.84 (1) | 2.03 (1) | 2.853 (3) | 170 (4) |
O5w—H5w2···O4wii | 0.84 (1) | 2.06 (1) | 2.898 (3) | 180 (4) |
Symmetry codes: (ii) −x, −y+1, −z+2; (iii) −x+1, −y, −z+1; (iv) x+1, y−1, z−1; (v) x, y+1, z; (vi) −x, −y+1, −z+1; (vii) x−1, y+1, z; (viii) x−1, y, z. |