In the title compound, {[Ag(C4H10N2)]ClO4}n, the piperazine ligand links adjacent Ag atoms into a linear polycationic chain; the Ag atom shows a linear coordination [Ag—N = 2.158 (8) and 2.172 (8) Å; N—Ag—N = 173.9 (3)°]. The anions lie on crystallographic twofold axes and the piperazine rings on centres of inversion. The anion is hydrogen bonded to the chain.
Supporting information
CCDC reference: 618173
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.014 Å
- Disorder in main residue
- R factor = 0.057
- wR factor = 0.188
- Data-to-parameter ratio = 13.4
checkCIF/PLATON results
No syntax errors found
Alert level A
PLAT242_ALERT_2_A Check Low Ueq as Compared to Neighbors for Cl2
| Author Response: The Cl1 and Cl2 perchlorates are disordered over a two-fold axis.
|
Alert level B
ABSTM02_ALERT_3_B The ratio of expected to reported Tmax/Tmin(RR') is < 0.75
Tmin and Tmax reported: 0.325 0.618
Tmin(prime) and Tmax expected: 0.490 0.587
RR(prime) = 0.630
Please check that your absorption correction is appropriate.
PLAT061_ALERT_3_B Tmax/Tmin Range Test RR' too Large ............. 0.61
PLAT242_ALERT_2_B Check Low Ueq as Compared to Neighbors for Cl1
| Author Response: The Cl1 and Cl2 perchlorates are disordered over a two-fold axis.
|
Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT062_ALERT_4_C Rescale T(min) & T(max) by ..................... 0.95
PLAT301_ALERT_3_C Main Residue Disorder ......................... 21.00 Perc.
PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 14
1 ALERT level A = In general: serious problem
3 ALERT level B = Potentially serious problem
4 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
2 ALERT type 2 Indicator that the structure model may be wrong or deficient
4 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
Data collection: RAPID-AUTO (Rigaku, 2004); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2004); 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.
catena-Poly[[silver-µ-piperazine-
κ2N:
N'] perchlorate]
top
Crystal data top
[Ag(C4H10N2)]ClO4 | F(000) = 576 |
Mr = 293.46 | Dx = 2.292 Mg m−3 |
Monoclinic, P2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yc | Cell parameters from 7217 reflections |
a = 11.502 (8) Å | θ = 3.2–27.5° |
b = 6.032 (4) Å | µ = 2.66 mm−1 |
c = 16.359 (8) Å | T = 295 K |
β = 131.47 (3)° | Block, colourless |
V = 850.5 (10) Å3 | 0.26 × 0.24 × 0.20 mm |
Z = 4 | |
Data collection top
Rigaku R-AXIS RAPID IP diffractometer | 1954 independent reflections |
Radiation source: fine-focus sealed tube | 1556 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.041 |
ω scans | θmax = 27.5°, θmin = 3.3° |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | h = −14→14 |
Tmin = 0.325, Tmax = 0.618 | k = −7→7 |
7985 measured reflections | l = −21→19 |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.057 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.188 | H-atom parameters constrained |
S = 1.21 | w = 1/[σ2(Fo2) + (0.0716P)2 + 8.1397P] where P = (Fo2 + 2Fc2)/3 |
1954 reflections | (Δ/σ)max = 0.001 |
146 parameters | Δρmax = 1.36 e Å−3 |
131 restraints | Δρmin = −0.98 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Ag1 | 0.22730 (9) | 0.42740 (15) | 0.47654 (8) | 0.0490 (3) | |
Cl1 | 0.0000 | 0.9914 (6) | 0.2500 | 0.0534 (9) | |
Cl2 | 0.5000 | 0.0424 (7) | 0.7500 | 0.0495 (9) | |
O1 | 0.1315 (17) | 0.922 (3) | 0.2661 (18) | 0.087 (6) | 0.50 |
O2 | −0.034 (3) | 0.857 (4) | 0.3004 (18) | 0.127 (10) | 0.50 |
O3 | −0.1255 (18) | 0.973 (3) | 0.1327 (8) | 0.076 (5) | 0.50 |
O4 | 0.009 (3) | 1.2194 (17) | 0.2721 (13) | 0.071 (6) | 0.50 |
O5 | 0.3820 (19) | 0.082 (3) | 0.7560 (16) | 0.081 (6) | 0.50 |
O6 | 0.6301 (17) | −0.036 (4) | 0.8548 (12) | 0.083 (6) | 0.50 |
O7 | 0.532 (2) | 0.248 (3) | 0.7279 (19) | 0.118 (9) | 0.50 |
O8 | 0.433 (4) | −0.106 (4) | 0.662 (2) | 0.163 (17) | 0.50 |
N1 | 0.3376 (9) | 0.5455 (13) | 0.4178 (7) | 0.0364 (17) | |
N2 | 0.1205 (9) | 0.3435 (14) | 0.5430 (7) | 0.0377 (17) | |
C1 | 0.4109 (11) | 0.3718 (16) | 0.4024 (8) | 0.036 (2) | |
C2 | 0.5493 (11) | 0.2765 (14) | 0.5122 (8) | 0.037 (2) | |
C3 | −0.0463 (11) | 0.2778 (15) | 0.4581 (8) | 0.0365 (19) | |
C4 | −0.1384 (10) | 0.4789 (17) | 0.3893 (7) | 0.0360 (19) | |
H1 | 0.2667 | 0.6027 | 0.3555 | 0.044* | |
H2 | 0.1690 | 0.2318 | 0.5843 | 0.045* | |
H1a | 0.4447 | 0.4336 | 0.3663 | 0.043* | |
H1b | 0.3365 | 0.2551 | 0.3565 | 0.043* | |
H2a | 0.5151 | 0.2098 | 0.5471 | 0.045* | |
H2b | 0.5980 | 0.1622 | 0.5020 | 0.045* | |
H3a | −0.0840 | 0.2233 | 0.4927 | 0.044* | |
H3b | −0.0575 | 0.1605 | 0.4127 | 0.044* | |
H4a | −0.1027 | 0.5290 | 0.3528 | 0.043* | |
H4b | −0.2472 | 0.4397 | 0.3339 | 0.043* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ag1 | 0.0381 (5) | 0.0581 (6) | 0.0660 (6) | −0.0067 (4) | 0.0409 (5) | −0.0110 (4) |
Cl1 | 0.0454 (19) | 0.0387 (17) | 0.068 (2) | 0.000 | 0.0343 (19) | 0.000 |
Cl2 | 0.0431 (18) | 0.057 (2) | 0.0398 (17) | 0.000 | 0.0237 (15) | 0.000 |
O1 | 0.071 (9) | 0.081 (10) | 0.094 (11) | 0.013 (8) | 0.048 (8) | 0.002 (8) |
O2 | 0.139 (14) | 0.128 (14) | 0.125 (14) | −0.017 (10) | 0.092 (11) | 0.023 (9) |
O3 | 0.068 (9) | 0.067 (9) | 0.065 (9) | −0.012 (7) | 0.032 (7) | −0.006 (7) |
O4 | 0.084 (9) | 0.057 (7) | 0.058 (11) | −0.002 (8) | 0.041 (8) | −0.013 (6) |
O5 | 0.079 (10) | 0.091 (11) | 0.082 (10) | 0.020 (8) | 0.057 (8) | 0.011 (8) |
O6 | 0.064 (9) | 0.075 (10) | 0.085 (10) | 0.005 (8) | 0.038 (7) | 0.030 (8) |
O7 | 0.119 (13) | 0.108 (12) | 0.112 (13) | −0.023 (9) | 0.070 (9) | 0.028 (9) |
O8 | 0.158 (19) | 0.16 (2) | 0.168 (19) | 0.013 (10) | 0.108 (14) | −0.034 (10) |
N1 | 0.027 (3) | 0.043 (4) | 0.036 (4) | 0.004 (3) | 0.020 (3) | 0.003 (3) |
N2 | 0.030 (4) | 0.037 (4) | 0.049 (5) | 0.006 (3) | 0.028 (4) | 0.009 (4) |
C1 | 0.037 (4) | 0.043 (5) | 0.034 (4) | −0.010 (4) | 0.026 (4) | −0.013 (4) |
C2 | 0.043 (5) | 0.025 (4) | 0.055 (6) | −0.001 (4) | 0.038 (5) | −0.002 (4) |
C3 | 0.041 (5) | 0.033 (4) | 0.048 (5) | −0.010 (4) | 0.034 (4) | −0.008 (4) |
C4 | 0.025 (4) | 0.051 (5) | 0.027 (4) | −0.005 (4) | 0.015 (3) | −0.002 (4) |
Geometric parameters (Å, º) top
Ag1—N1 | 2.158 (8) | C1—C2 | 1.518 (14) |
Ag1—N2 | 2.172 (8) | C2—N1i | 1.477 (12) |
Cl1—O2 | 1.387 (10) | C3—C4 | 1.511 (14) |
Cl1—O4 | 1.408 (10) | C4—N2ii | 1.455 (13) |
Cl1—O1 | 1.415 (10) | N1—H1 | 0.85 |
Cl1—O3 | 1.453 (10) | N2—H2 | 0.85 |
Cl2—O7 | 1.406 (11) | C1—H1a | 0.97 |
Cl2—O8 | 1.414 (11) | C1—H1b | 0.97 |
Cl2—O6 | 1.415 (10) | C2—H2a | 0.97 |
Cl2—O5 | 1.444 (10) | C2—H2b | 0.97 |
N1—C1 | 1.468 (12) | C3—H3a | 0.97 |
N1—C2i | 1.477 (12) | C3—H3b | 0.97 |
N2—C4ii | 1.455 (13) | C4—H4a | 0.97 |
N2—C3 | 1.495 (12) | C4—H4b | 0.97 |
| | | |
N1—Ag1—N2 | 173.9 (3) | C3—N2—H2 | 106.9 |
O2—Cl1—O4 | 114.8 (10) | N1—C1—C2 | 109.8 (7) |
O2—Cl1—O1 | 114.1 (10) | N1—C1—H1a | 109.7 |
O4—Cl1—O1 | 110.6 (9) | C2—C1—H1a | 109.7 |
O2—Cl1—O3 | 108.4 (9) | N1—C1—H1b | 109.7 |
O4—Cl1—O3 | 104.8 (8) | C2—C1—H1b | 109.7 |
O1—Cl1—O3 | 103.1 (9) | H1a—C1—H1b | 108.2 |
O7—Cl2—O8 | 110.9 (11) | N1i—C2—H2a | 109.7 |
O7—Cl2—O6 | 111.1 (10) | C1—C2—H2a | 109.7 |
O8—Cl2—O6 | 116.8 (18) | N1i—C2—H2b | 109.7 |
O7—Cl2—O5 | 106.6 (10) | C1—C2—H2b | 109.7 |
O8—Cl2—O5 | 105.6 (11) | H2a—C2—H2b | 108.2 |
O6—Cl2—O5 | 105.1 (9) | N2—C3—H3a | 110.0 |
C1—N1—Ag1 | 114.5 (6) | C4—C3—H3a | 110.0 |
C3—N2—Ag1 | 113.6 (6) | N2—C3—H3b | 110.0 |
N1—C1—C2 | 109.8 (7) | C4—C3—H3b | 110.0 |
N1i—C2—C1 | 109.7 (7) | H3a—C3—H3b | 108.4 |
N2—C3—C4 | 108.3 (7) | N2ii—C4—H4a | 109.6 |
N2ii—C4—C3 | 110.4 (7) | C3—C4—H4a | 109.6 |
C1—N1—H1 | 106.7 | N2ii—C4—H4b | 109.6 |
C2i—N1—H1 | 106.7 | C3—C4—H4b | 109.6 |
Ag1—N1—H1 | 106.7 | H4a—C4—H4b | 108.1 |
C4ii—N2—H2 | 106.9 | | |
| | | |
C2i—N1—C1—C2 | 59.3 (10) | C4ii—N2—C3—C4 | 59.0 (10) |
Ag1—N1—C1—C2 | −67.5 (8) | Ag1—N2—C3—C4 | −67.3 (8) |
N1—C1—C2—N1i | −59.1 (10) | N2—C3—C4—N2ii | −58.9 (10) |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x, −y+1, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1···O1 | 0.85 | 2.29 | 3.03 (2) | 144 |
N2—H2···O5 | 0.85 | 2.36 | 3.13 (2) | 150 |
N2—H2···O6iii | 0.85 | 2.43 | 3.15 (2) | 143 |
Symmetry code: (iii) −x+1, y, −z+3/2. |