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The title structure, {[Ag(C8H10N4)]NO3·1.167H2O·0.33CH4O}n, consists of helical chains in which approximately linearly coordinated Ag atoms alternate with bridging 1,1′-dimethyl-2,2′-biimidazole ligands in a syn conformation. The environment of each Ag atom is completed by weak Ag—O bonds to a bidentate nitrate ion.
Supporting information
CCDC reference: 282596
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.008 Å
Some non-H atoms missing
- Disorder in main residue
- R factor = 0.047
- wR factor = 0.145
- Data-to-parameter ratio = 15.3
checkCIF/PLATON results
No syntax errors found
Alert level A
PLAT432_ALERT_2_A Short Inter X...Y Contact O1X .. C2X .. 2.10 Ang.
| Author Response: This short contact is between two mutually exclusive disordered
methanol positions (0.50 occupancies): methanol O1X-C1X is absent when
O2X-C2X is present. Therefore, the short contact does not actually exist
locally.
|
PLAT432_ALERT_2_A Short Inter X...Y Contact O2X .. C1X .. 2.59 Ang.
| Author Response: This short contact is between two mutually exclusive disordered
methanol positions (0.50 occupancies): methanol O1X-C1X is absent when
O2X-C2X is present. Therefore, the short contact does not actually exist
locally.
|
PLAT432_ALERT_2_A Short Inter X...Y Contact C1X .. C2X .. 2.60 Ang.
| Author Response: This short contact is between two mutually exclusive disordered
methanol positions (0.50 occupancies): methanol O1X-C1X is absent when
O2X-C2X is present. Therefore, the short contact does not actually exist
locally.
|
Alert level B
CHEMW01_ALERT_1_B The ratio of given/expected molecular weight as calculated
from the _chemical_formula_sum lies outside
the range 0.95 <> 1.05
Calculated formula weight = 335.3723
Formula weight given = 363.4400
PLAT241_ALERT_2_B Check High Ueq as Compared to Neighbors for O21A
PLAT242_ALERT_2_B Check Low Ueq as Compared to Neighbors for N2B
PLAT242_ALERT_2_B Check Low Ueq as Compared to Neighbors for N2A
PLAT413_ALERT_2_B Short Inter XH3 .. XHn H2X3 .. H16B .. 2.06 Ang.
PLAT413_ALERT_2_B Short Inter XH3 .. XHn H2X3 .. H66B .. 1.91 Ang.
PLAT432_ALERT_2_B Short Inter X...Y Contact O4 .. C1X .. 2.76 Ang.
| Author Response: This short contact is between two mutually exclusive disordered
methanol positions (0.50 occupancies): methanol O1X-C1X is absent when
O2X-C2X is present. Therefore, the short contact does not actually exist
locally.
|
Alert level C
CHEMW01_ALERT_1_C The difference between the given and expected weight for
compound is greater 1 mass unit. Check that all hydrogen
atoms have been taken into account.
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 ............ 0.08 Ratio
PLAT142_ALERT_4_C su on b - Axis Small or Missing (x 100000) ..... 20 Ang.
PLAT143_ALERT_4_C su on c - Axis Small or Missing (x 100000) ..... 20 Ang.
PLAT199_ALERT_1_C Check the Reported _cell_measurement_temperature 293 K
PLAT200_ALERT_1_C Check the Reported _diffrn_ambient_temperature . 293 K
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C14
PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for N1
PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for N3
PLAT301_ALERT_3_C Main Residue Disorder ......................... 9.00 Perc.
PLAT302_ALERT_4_C Anion/Solvent Disorder ......................... 16.00 Perc.
PLAT313_ALERT_2_C Oxygen with three covalent bonds (rare) ........ O1X
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 6
PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) . 1.14 Ratio
Alert level G
FORMU01_ALERT_1_G There is a discrepancy between the atom counts in the
_chemical_formula_sum and _chemical_formula_moiety. This is
usually due to the moiety formula being in the wrong format.
Atom count from _chemical_formula_sum: C8.33 H13.33 Ag1 N3 O4.5
Atom count from _chemical_formula_moiety:C8.33 H13.654 Ag1 N5 O4.497
FORMU01_ALERT_2_G 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:C8.33 H13.33 Ag1 N3 O4.5
Atom count from the _atom_site data: C8.333333 H13.33333 Ag1 N5 O4.
CELLZ01_ALERT_1_G Difference between formula and atom_site contents detected.
CELLZ01_ALERT_1_G ALERT: Large difference may be due to a
symmetry error - see SYMMG tests
From the CIF: _cell_formula_units_Z 12
From the CIF: _chemical_formula_sum C8.33 H13.33 Ag1 N3 O4.5
TEST: Compare cell contents of formula and atom_site data
atom Z*formula cif sites diff
C 99.96 100.00 -0.04
H 159.96 160.00 -0.04
Ag 12.00 12.00 0.00
N 36.00 60.00 -24.00
O 54.00 54.00 0.00
3 ALERT level A = In general: serious problem
7 ALERT level B = Potentially serious problem
16 ALERT level C = Check and explain
4 ALERT level G = General alerts; check
10 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
12 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
7 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 1999); cell refinement: SAINT (Bruker, 1999); 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: UdMX (Maris, 2004).
catena-Poly[[silver(I)-µ
2-1,1'-dimethyl-2,2'-biimidazole-
κN3:
N3'] nitrate 1.167-hydrate methanol 0.33-solvate]
top
Crystal data top
[Ag(C8H10N4)]NO3·1.167H2O·0.33CH4O | F(000) = 2176 |
Mr = 363.44 | Dx = 1.765 Mg m−3 |
Monoclinic, P21/c | Cu Kα radiation, λ = 1.54178 Å |
Hall symbol: -P 2ybc | Cell parameters from 24951 reflections |
a = 8.3497 (1) Å | θ = 2.8–72.9° |
b = 23.0390 (2) Å | µ = 12.05 mm−1 |
c = 21.3683 (2) Å | T = 293 K |
β = 93.342 (1)° | Needle, colourless |
V = 4103.60 (7) Å3 | 0.59 × 0.11 × 0.05 mm |
Z = 12 | |
Data collection top
Bruker SMART 2000 diffractometer | 8069 independent reflections |
Radiation source: Sealed Tube | 5837 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.053 |
Detector resolution: 5.5 pixels mm-1 | θmax = 73.0°, θmin = 2.8° |
ω scans | h = −9→8 |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | k = −28→28 |
Tmin = 0.25, Tmax = 0.55 | l = −26→26 |
49852 measured reflections | |
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)] = 0.047 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.145 | H-atom parameters constrained |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0883P)2] where P = (Fo2 + 2Fc2)/3 |
8069 reflections | (Δ/σ)max = 0.001 |
527 parameters | Δρmax = 0.94 e Å−3 |
54 restraints | Δρmin = −0.58 e Å−3 |
Special details top
Experimental. X-ray crystallographic data for I were collected from a single-crystal sample,
which was mounted on a loop fiber. Data were collected using a Bruker Platform
diffractometer, equipped with a Bruker SMART 2 K Charged-Coupled Device
(CCD) Area Detector using the program SMART and normal focus sealed
tube source graphite monochromated Cu—Kα radiation. The crystal-to-detector
distance was 4.908 cm, and the data collection was carried out in 512 x
512 pixel mode, utilizing 4 x 4 pixel binning. The initial unit-cell
parameters were determined by a least-squares fit of the angular setting of
strong reflections, collected by a 9.0 degree scan in 30 frames over four
different parts of the reciprocal space (120 frames total). One complete
sphere of data was collected, to better than 0.8 Å resolution. Upon
completion of the data collection, the first 101 frames were recollected in
order to improve the decay correction analysis. |
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 (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Ag1 | 0.40172 (5) | 0.773068 (15) | 0.314511 (17) | 0.06312 (13) | |
Ag2 | 0.06620 (4) | 0.727548 (15) | 0.280294 (16) | 0.06484 (13) | |
Ag3 | −0.28122 (5) | 0.769567 (16) | 0.253897 (17) | 0.06506 (13) | |
N11 | 0.4895 (5) | 0.69338 (17) | 0.35132 (18) | 0.0623 (10) | |
C12 | 0.5579 (6) | 0.64951 (19) | 0.3227 (2) | 0.0565 (10) | |
N13 | 0.6162 (5) | 0.61018 (18) | 0.3641 (2) | 0.0707 (11) | |
C14 | 0.5832 (8) | 0.6304 (3) | 0.4224 (3) | 0.0924 (19) | |
H14 | 0.6104 | 0.6127 | 0.4606 | 0.111* | |
C15 | 0.5036 (8) | 0.6812 (2) | 0.4135 (2) | 0.0804 (16) | |
H15 | 0.4647 | 0.7041 | 0.4450 | 0.097* | |
C16 | 0.7133 (8) | 0.5590 (3) | 0.3528 (3) | 0.098 (2) | |
H16A | 0.7364 | 0.5575 | 0.3093 | 0.147* | |
H16B | 0.6554 | 0.5247 | 0.3635 | 0.147* | |
H16C | 0.8119 | 0.5610 | 0.3781 | 0.147* | |
N21 | 0.3055 (5) | 0.84544 (17) | 0.26406 (18) | 0.0601 (9) | |
C22 | 0.2242 (6) | 0.8452 (2) | 0.2089 (2) | 0.0596 (11) | |
N23 | 0.1597 (5) | 0.89782 (18) | 0.1967 (2) | 0.0713 (11) | |
C24 | 0.2014 (7) | 0.9328 (2) | 0.2469 (3) | 0.0794 (16) | |
H24 | 0.1729 | 0.9715 | 0.2520 | 0.095* | |
C25 | 0.2927 (7) | 0.8998 (2) | 0.2875 (3) | 0.0735 (14) | |
H25 | 0.3395 | 0.9125 | 0.3257 | 0.088* | |
C26 | 0.0513 (8) | 0.9147 (3) | 0.1436 (3) | 0.105 (2) | |
H26A | 0.1096 | 0.9367 | 0.1142 | 0.157* | |
H26B | −0.0341 | 0.9381 | 0.1582 | 0.157* | |
H26C | 0.0073 | 0.8806 | 0.1234 | 0.157* | |
N31 | 0.1512 (6) | 0.74343 (18) | 0.1904 (2) | 0.0670 (11) | |
C32 | 0.2041 (6) | 0.7926 (2) | 0.1699 (2) | 0.0613 (11) | |
N33 | 0.2432 (5) | 0.7881 (2) | 0.1096 (2) | 0.0777 (13) | |
C34 | 0.2127 (8) | 0.7326 (3) | 0.0914 (3) | 0.093 (2) | |
H34 | 0.2287 | 0.7167 | 0.0523 | 0.112* | |
C35 | 0.1548 (8) | 0.7050 (3) | 0.1409 (3) | 0.0876 (18) | |
H35 | 0.1226 | 0.6664 | 0.1416 | 0.105* | |
C36 | 0.3183 (8) | 0.8328 (4) | 0.0714 (3) | 0.119 (3) | |
H36A | 0.4122 | 0.8170 | 0.0539 | 0.178* | |
H36B | 0.3480 | 0.8656 | 0.0973 | 0.178* | |
H36C | 0.2435 | 0.8449 | 0.0381 | 0.178* | |
N41 | −0.0067 (5) | 0.73722 (16) | 0.37323 (19) | 0.0629 (10) | |
C42 | −0.0747 (6) | 0.7820 (2) | 0.3988 (2) | 0.0571 (11) | |
N43 | −0.1088 (5) | 0.76994 (19) | 0.4585 (2) | 0.0686 (11) | |
C44 | −0.0597 (7) | 0.7146 (3) | 0.4708 (3) | 0.0784 (15) | |
H44 | −0.0689 | 0.6944 | 0.5081 | 0.094* | |
C45 | 0.0050 (7) | 0.6948 (2) | 0.4185 (3) | 0.0763 (15) | |
H45 | 0.0502 | 0.6583 | 0.4138 | 0.092* | |
C46 | −0.1978 (8) | 0.8051 (3) | 0.5023 (3) | 0.0904 (19) | |
H46A | −0.2901 | 0.7839 | 0.5143 | 0.136* | |
H46B | −0.2317 | 0.8407 | 0.4823 | 0.136* | |
H46C | −0.1296 | 0.8136 | 0.5389 | 0.136* | |
N51 | −0.1957 (5) | 0.83917 (18) | 0.31000 (17) | 0.0625 (10) | |
C52 | −0.1142 (5) | 0.8366 (2) | 0.3655 (2) | 0.0572 (11) | |
N53 | −0.0721 (5) | 0.89042 (17) | 0.38506 (19) | 0.0641 (10) | |
C54 | −0.1312 (7) | 0.9287 (2) | 0.3407 (3) | 0.0800 (15) | |
H54 | −0.1207 | 0.9689 | 0.3417 | 0.096* | |
C55 | −0.2078 (7) | 0.8969 (2) | 0.2951 (3) | 0.0771 (15) | |
H55 | −0.2607 | 0.9118 | 0.2592 | 0.093* | |
C56 | 0.0343 (7) | 0.9061 (3) | 0.4401 (3) | 0.0869 (17) | |
H56A | −0.0274 | 0.9246 | 0.4710 | 0.130* | |
H56B | 0.1160 | 0.9322 | 0.4274 | 0.130* | |
H56C | 0.0836 | 0.8716 | 0.4576 | 0.130* | |
N61 | −0.3710 (5) | 0.68897 (19) | 0.22095 (18) | 0.0680 (11) | |
C62 | −0.4294 (6) | 0.6463 (2) | 0.2544 (2) | 0.0575 (11) | |
N63 | −0.4765 (5) | 0.60112 (19) | 0.2171 (2) | 0.0731 (11) | |
C64 | −0.4474 (8) | 0.6164 (3) | 0.1571 (3) | 0.093 (2) | |
H64 | −0.4679 | 0.5940 | 0.1213 | 0.112* | |
C65 | −0.3832 (8) | 0.6701 (3) | 0.1595 (3) | 0.0896 (18) | |
H65 | −0.3520 | 0.6911 | 0.1252 | 0.108* | |
C66 | −0.5573 (7) | 0.5482 (3) | 0.2340 (3) | 0.095 (2) | |
H66A | −0.6484 | 0.5418 | 0.2053 | 0.143* | |
H66B | −0.5924 | 0.5517 | 0.2758 | 0.143* | |
H66C | −0.4846 | 0.5161 | 0.2320 | 0.143* | |
N1 | 0.4182 (6) | 0.8426 (2) | 0.4510 (2) | 0.0716 (11) | |
O11 | 0.3201 (6) | 0.8030 (2) | 0.4414 (2) | 0.1016 (14) | |
O12 | 0.4285 (6) | 0.8675 (2) | 0.5014 (2) | 0.1075 (15) | |
O13 | 0.5066 (6) | 0.8548 (3) | 0.40988 (19) | 0.1143 (17) | |
N2A | 0.037 (6) | 0.5925 (18) | 0.271 (3) | 0.089 (3) | 0.30 |
O21A | 0.161 (5) | 0.6180 (18) | 0.2887 (14) | 0.111 (3) | 0.30 |
O22A | 0.030 (6) | 0.5390 (18) | 0.270 (5) | 0.138 (5) | 0.30 |
O23A | −0.056 (9) | 0.620 (3) | 0.235 (3) | 0.130 (3) | 0.30 |
N2B | 0.068 (2) | 0.5864 (7) | 0.2741 (13) | 0.089 (3) | 0.70 |
O21B | 0.1462 (19) | 0.6152 (7) | 0.3134 (4) | 0.111 (3) | 0.70 |
O22B | 0.075 (2) | 0.5328 (7) | 0.274 (2) | 0.138 (5) | 0.70 |
O23B | −0.027 (4) | 0.6116 (13) | 0.2377 (11) | 0.130 (3) | 0.70 |
N3 | −0.2910 (7) | 0.8372 (3) | 0.1211 (2) | 0.0935 (16) | |
O31 | −0.2006 (8) | 0.7957 (3) | 0.1300 (3) | 0.1293 (19) | |
O32 | −0.2911 (6) | 0.8643 (3) | 0.0716 (2) | 0.130 (2) | |
O33 | −0.3727 (6) | 0.8530 (3) | 0.1633 (2) | 0.139 (2) | |
O1 | −0.0652 (2) | 0.9368 (2) | 0.60866 (12) | 0.1361 (19) | |
H1A | −0.1380 | 0.9430 | 0.5820 | 0.204* | |
H1B | −0.0520 | 0.9230 | 0.6440 | 0.204* | |
O2 | 0.3197 (5) | 1.04368 (17) | 0.48397 (15) | 0.153 (2) | |
H2A | 0.3890 | 1.0690 | 0.4870 | 0.229* | |
H2B | 0.2950 | 1.0170 | 0.5070 | 0.229* | |
O3 | 0.2443 (3) | 0.95017 (10) | 0.5665 (2) | 0.1170 (16) | |
H3A | 0.2960 | 0.9260 | 0.5480 | 0.176* | |
H3B | 0.1540 | 0.9460 | 0.5790 | 0.176* | |
O1X | 0.199 (2) | 0.5490 (8) | 0.4294 (8) | 0.215 (7)* | 0.50 |
H1X | 0.2681 | 0.5645 | 0.4097 | 0.323* | 0.50 |
C1X | 0.269 (3) | 0.5289 (10) | 0.4904 (11) | 0.199 (10)* | 0.50 |
H1X1 | 0.3393 | 0.5584 | 0.5083 | 0.299* | 0.50 |
H1X2 | 0.3296 | 0.4941 | 0.4846 | 0.299* | 0.50 |
H1X3 | 0.1855 | 0.5213 | 0.5182 | 0.299* | 0.50 |
O2X | 0.462 (2) | 0.4656 (8) | 0.4290 (8) | 0.213 (7)* | 0.50 |
H2X | 0.4395 | 0.4310 | 0.4309 | 0.319* | 0.50 |
C2X | 0.351 (2) | 0.4944 (9) | 0.3809 (9) | 0.155 (7)* | 0.50 |
H2X1 | 0.2618 | 0.5109 | 0.4009 | 0.232* | 0.50 |
H2X2 | 0.3130 | 0.4662 | 0.3505 | 0.232* | 0.50 |
H2X3 | 0.4079 | 0.5245 | 0.3604 | 0.232* | 0.50 |
O4 | 0.9448 (19) | 0.5462 (7) | 0.5022 (8) | 0.196 (6)* | 0.50 |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ag1 | 0.0718 (3) | 0.0602 (2) | 0.0575 (2) | 0.01022 (16) | 0.00445 (16) | 0.00182 (15) |
Ag2 | 0.0772 (3) | 0.0606 (2) | 0.0579 (2) | −0.00106 (16) | 0.01470 (17) | −0.00337 (15) |
Ag3 | 0.0709 (3) | 0.0699 (2) | 0.0543 (2) | −0.00957 (17) | 0.00296 (16) | −0.00268 (16) |
N11 | 0.079 (3) | 0.058 (2) | 0.050 (2) | 0.0083 (19) | 0.0079 (18) | 0.0002 (17) |
C12 | 0.062 (3) | 0.053 (2) | 0.054 (3) | 0.001 (2) | 0.003 (2) | −0.0024 (19) |
N13 | 0.084 (3) | 0.065 (2) | 0.063 (3) | 0.012 (2) | 0.011 (2) | 0.007 (2) |
C14 | 0.125 (5) | 0.093 (4) | 0.060 (3) | 0.018 (4) | 0.021 (3) | 0.027 (3) |
C15 | 0.121 (5) | 0.071 (3) | 0.051 (3) | 0.013 (3) | 0.020 (3) | 0.003 (2) |
C16 | 0.117 (5) | 0.079 (4) | 0.098 (5) | 0.031 (4) | 0.011 (4) | 0.009 (3) |
N21 | 0.070 (3) | 0.060 (2) | 0.050 (2) | 0.0061 (18) | 0.0044 (17) | 0.0012 (17) |
C22 | 0.060 (3) | 0.062 (3) | 0.057 (3) | 0.001 (2) | 0.007 (2) | 0.010 (2) |
N23 | 0.070 (3) | 0.059 (2) | 0.084 (3) | −0.001 (2) | −0.002 (2) | 0.020 (2) |
C24 | 0.085 (4) | 0.057 (3) | 0.096 (4) | −0.003 (3) | 0.004 (3) | 0.006 (3) |
C25 | 0.093 (4) | 0.066 (3) | 0.062 (3) | −0.001 (3) | 0.005 (3) | 0.003 (2) |
C26 | 0.120 (6) | 0.083 (4) | 0.106 (5) | 0.001 (4) | −0.036 (4) | 0.022 (4) |
N31 | 0.085 (3) | 0.062 (2) | 0.055 (2) | 0.008 (2) | 0.015 (2) | −0.0058 (19) |
C32 | 0.065 (3) | 0.077 (3) | 0.043 (2) | 0.005 (2) | 0.007 (2) | 0.001 (2) |
N33 | 0.071 (3) | 0.116 (4) | 0.047 (2) | 0.000 (3) | 0.0069 (19) | −0.001 (2) |
C34 | 0.097 (5) | 0.125 (6) | 0.058 (3) | 0.015 (4) | 0.010 (3) | −0.023 (4) |
C35 | 0.112 (5) | 0.075 (4) | 0.075 (4) | 0.010 (3) | 0.008 (3) | −0.023 (3) |
C36 | 0.101 (5) | 0.196 (8) | 0.060 (4) | −0.026 (5) | 0.013 (3) | 0.030 (4) |
N41 | 0.077 (3) | 0.056 (2) | 0.056 (2) | −0.0045 (18) | 0.0107 (19) | −0.0043 (17) |
C42 | 0.059 (3) | 0.065 (3) | 0.047 (2) | −0.003 (2) | 0.0010 (19) | −0.003 (2) |
N43 | 0.075 (3) | 0.081 (3) | 0.051 (2) | 0.005 (2) | 0.0086 (19) | 0.002 (2) |
C44 | 0.097 (4) | 0.084 (4) | 0.054 (3) | −0.003 (3) | 0.004 (3) | 0.014 (3) |
C45 | 0.099 (4) | 0.062 (3) | 0.069 (3) | −0.001 (3) | 0.005 (3) | 0.006 (3) |
C46 | 0.103 (5) | 0.114 (5) | 0.056 (3) | 0.018 (4) | 0.020 (3) | −0.001 (3) |
N51 | 0.073 (3) | 0.070 (2) | 0.044 (2) | −0.0021 (19) | 0.0015 (17) | −0.0074 (18) |
C52 | 0.060 (3) | 0.060 (2) | 0.053 (3) | 0.000 (2) | 0.011 (2) | −0.005 (2) |
N53 | 0.070 (3) | 0.062 (2) | 0.060 (2) | 0.0017 (19) | 0.0009 (19) | −0.0157 (19) |
C54 | 0.108 (5) | 0.054 (3) | 0.077 (4) | 0.009 (3) | 0.001 (3) | −0.002 (3) |
C55 | 0.103 (4) | 0.066 (3) | 0.061 (3) | 0.010 (3) | −0.003 (3) | 0.003 (3) |
C56 | 0.091 (4) | 0.088 (4) | 0.080 (4) | −0.001 (3) | −0.009 (3) | −0.024 (3) |
N61 | 0.081 (3) | 0.076 (3) | 0.048 (2) | −0.008 (2) | 0.0061 (19) | −0.0072 (19) |
C62 | 0.057 (3) | 0.059 (3) | 0.056 (3) | 0.000 (2) | 0.0017 (19) | −0.012 (2) |
N63 | 0.069 (3) | 0.071 (3) | 0.079 (3) | 0.000 (2) | 0.003 (2) | −0.024 (2) |
C64 | 0.095 (5) | 0.117 (5) | 0.068 (4) | −0.005 (4) | 0.010 (3) | −0.043 (4) |
C65 | 0.106 (5) | 0.116 (5) | 0.048 (3) | −0.012 (4) | 0.009 (3) | −0.018 (3) |
C66 | 0.082 (4) | 0.076 (4) | 0.127 (5) | −0.010 (3) | −0.001 (4) | −0.030 (4) |
N1 | 0.073 (3) | 0.081 (3) | 0.061 (3) | 0.012 (2) | 0.006 (2) | 0.001 (2) |
O11 | 0.114 (4) | 0.088 (3) | 0.104 (3) | −0.008 (3) | 0.010 (3) | −0.016 (3) |
O12 | 0.114 (4) | 0.124 (4) | 0.085 (3) | 0.004 (3) | 0.011 (3) | −0.043 (3) |
O13 | 0.101 (3) | 0.175 (5) | 0.067 (3) | −0.014 (3) | 0.011 (2) | 0.018 (3) |
N2A | 0.074 (9) | 0.072 (5) | 0.125 (6) | 0.003 (4) | 0.030 (6) | −0.016 (5) |
O21A | 0.136 (5) | 0.094 (4) | 0.104 (9) | −0.005 (4) | 0.015 (7) | −0.041 (7) |
O22A | 0.099 (12) | 0.062 (4) | 0.258 (10) | −0.006 (6) | 0.044 (13) | −0.016 (6) |
O23A | 0.123 (12) | 0.134 (10) | 0.134 (5) | 0.020 (6) | 0.005 (5) | −0.004 (6) |
N2B | 0.074 (9) | 0.072 (5) | 0.125 (6) | 0.003 (4) | 0.030 (6) | −0.016 (5) |
O21B | 0.136 (5) | 0.094 (4) | 0.104 (9) | −0.005 (4) | 0.015 (7) | −0.041 (7) |
O22B | 0.099 (12) | 0.062 (4) | 0.258 (10) | −0.006 (6) | 0.044 (13) | −0.016 (6) |
O23B | 0.123 (12) | 0.134 (10) | 0.134 (5) | 0.020 (6) | 0.005 (5) | −0.004 (6) |
N3 | 0.080 (4) | 0.136 (5) | 0.064 (3) | −0.013 (3) | −0.007 (3) | 0.001 (3) |
O31 | 0.149 (5) | 0.120 (4) | 0.120 (4) | 0.002 (4) | 0.014 (4) | 0.009 (4) |
O32 | 0.120 (4) | 0.202 (6) | 0.070 (3) | 0.003 (4) | 0.006 (3) | 0.038 (3) |
O33 | 0.124 (4) | 0.228 (7) | 0.066 (3) | 0.019 (4) | 0.012 (3) | −0.011 (4) |
O1 | 0.133 (4) | 0.148 (5) | 0.128 (4) | −0.013 (4) | 0.013 (3) | 0.028 (4) |
O2 | 0.123 (5) | 0.144 (5) | 0.192 (6) | −0.003 (4) | 0.013 (4) | 0.012 (4) |
O3 | 0.116 (4) | 0.119 (4) | 0.116 (4) | 0.012 (3) | 0.007 (3) | −0.023 (3) |
Geometric parameters (Å, º) top
Ag1—N11 | 2.112 (4) | N43—C46 | 1.471 (6) |
Ag1—N21 | 2.118 (4) | C44—C45 | 1.349 (8) |
Ag1—O11 | 2.916 (5) | C44—H44 | 0.9300 |
Ag1—O13 | 2.873 (5) | C45—H45 | 0.9300 |
Ag1—Ag3i | 3.0153 (6) | C46—H46A | 0.9600 |
Ag1—Ag2 | 3.0405 (5) | C46—H46B | 0.9600 |
Ag2—N31 | 2.117 (4) | C46—H46C | 0.9600 |
Ag2—N41 | 2.122 (4) | N51—C52 | 1.334 (6) |
Ag2—O21A | 2.65 (4) | N51—C55 | 1.369 (6) |
Ag2—O23A | 2.84 (8) | C52—N53 | 1.349 (6) |
Ag2—O21B | 2.754 (16) | N53—C54 | 1.365 (6) |
Ag2—O23B | 2.91 (3) | N53—C56 | 1.477 (6) |
Ag2—Ag3 | 3.0789 (5) | C54—C55 | 1.350 (7) |
Ag3—N51 | 2.102 (4) | C54—H54 | 0.9300 |
Ag3—N61 | 2.108 (4) | C55—H55 | 0.9300 |
Ag3—O31 | 2.834 (6) | C56—H56A | 0.9600 |
Ag3—O33 | 2.802 (6) | C56—H56B | 0.9600 |
Ag3—Ag1ii | 3.0153 (6) | C56—H56C | 0.9600 |
N11—C12 | 1.328 (5) | N61—C62 | 1.325 (6) |
N11—C15 | 1.356 (6) | N61—C65 | 1.381 (6) |
C12—N13 | 1.338 (6) | C62—N63 | 1.356 (6) |
C12—C62i | 1.471 (7) | C62—C12ii | 1.471 (7) |
N13—C14 | 1.373 (7) | N63—C64 | 1.365 (8) |
N13—C16 | 1.459 (6) | N63—C66 | 1.448 (7) |
C14—C15 | 1.353 (8) | C64—C65 | 1.348 (9) |
C14—H14 | 0.9300 | C64—H64 | 0.9300 |
C15—H15 | 0.9300 | C65—H65 | 0.9300 |
C16—H16A | 0.9600 | C66—H66A | 0.9600 |
C16—H16B | 0.9600 | C66—H66B | 0.9600 |
C16—H16C | 0.9600 | C66—H66C | 0.9600 |
N21—C22 | 1.326 (6) | N1—O13 | 1.213 (5) |
N21—C25 | 1.355 (6) | N1—O12 | 1.220 (5) |
C22—N23 | 1.346 (6) | N1—O11 | 1.235 (6) |
C22—C32 | 1.476 (7) | N2A—O23A | 1.226 (15) |
N23—C24 | 1.369 (7) | N2A—O21A | 1.231 (17) |
N23—C26 | 1.463 (7) | N2A—O22A | 1.235 (14) |
C24—C25 | 1.356 (7) | N2B—O23B | 1.223 (9) |
C24—H24 | 0.9300 | N2B—O21B | 1.229 (12) |
C25—H25 | 0.9300 | N2B—O22B | 1.237 (9) |
C26—H26A | 0.9600 | N3—O33 | 1.217 (7) |
C26—H26B | 0.9600 | N3—O31 | 1.227 (7) |
C26—H26C | 0.9600 | N3—O32 | 1.229 (6) |
N31—C32 | 1.301 (6) | O1—H1A | 0.8209 |
N31—C35 | 1.381 (7) | O1—H1B | 0.8210 |
C32—N33 | 1.351 (6) | O2—H2A | 0.8213 |
N33—C34 | 1.355 (8) | O2—H2B | 0.8214 |
N33—C36 | 1.476 (8) | O3—H3A | 0.8202 |
C34—C35 | 1.348 (9) | O3—H3B | 0.8202 |
C34—H34 | 0.9300 | O1X—C1X | 1.47 (2) |
C35—H35 | 0.9300 | O1X—H1X | 0.8200 |
C36—H36A | 0.9600 | C1X—H1X1 | 0.9600 |
C36—H36B | 0.9600 | C1X—H1X2 | 0.9600 |
C36—H36C | 0.9600 | C1X—H1X3 | 0.9600 |
N41—C42 | 1.312 (6) | O2X—C2X | 1.49 (2) |
N41—C45 | 1.374 (6) | O2X—H2X | 0.8200 |
C42—N43 | 1.351 (6) | C2X—H2X1 | 0.9600 |
C42—C52 | 1.473 (6) | C2X—H2X2 | 0.9600 |
N43—C44 | 1.360 (7) | C2X—H2X3 | 0.9600 |
| | | |
N11—Ag1—N21 | 170.77 (15) | N41—C42—N43 | 110.6 (4) |
N11—Ag1—O11 | 87.38 (14) | N41—C42—C52 | 124.1 (4) |
N11—Ag1—O13 | 102.75 (15) | N43—C42—C52 | 125.3 (4) |
N21—Ag1—O11 | 100.64 (14) | C42—N43—C44 | 107.3 (5) |
N21—Ag1—O13 | 86.34 (15) | C42—N43—C46 | 129.0 (5) |
O11—Ag1—O13 | 42.59 (12) | C44—N43—C46 | 123.4 (5) |
N31—Ag2—N41 | 163.72 (16) | C45—C44—N43 | 106.7 (5) |
N31—Ag2—O21A | 96.4 (6) | C45—C44—H44 | 126.6 |
N31—Ag2—O23A | 88.6 (16) | N43—C44—H44 | 126.6 |
N41—Ag2—O21A | 97.9 (6) | C44—C45—N41 | 109.1 (5) |
N41—Ag2—O23A | 107.1 (17) | C44—C45—H45 | 125.5 |
O21A—Ag2—O23A | 44.5 (8) | N41—C45—H45 | 125.5 |
N31—Ag2—O21B | 107.8 (2) | N43—C46—H46A | 109.5 |
N31—Ag2—O23B | 88.4 (7) | N43—C46—H46B | 109.5 |
N41—Ag2—O21B | 86.4 (2) | H46A—C46—H46B | 109.5 |
N41—Ag2—O23B | 107.7 (7) | N43—C46—H46C | 109.5 |
O21B—Ag2—O23B | 43.5 (3) | H46A—C46—H46C | 109.5 |
N51—Ag3—N61 | 164.75 (15) | H46B—C46—H46C | 109.5 |
N51—Ag3—O31 | 106.24 (16) | C52—N51—C55 | 106.0 (4) |
N51—Ag3—O33 | 86.62 (17) | C52—N51—Ag3 | 127.7 (3) |
N61—Ag3—O31 | 88.51 (16) | C55—N51—Ag3 | 126.2 (3) |
N61—Ag3—O33 | 107.20 (18) | N51—C52—N53 | 110.2 (4) |
C12—N11—C15 | 106.2 (4) | N51—C52—C42 | 123.8 (4) |
O31—Ag3—O33 | 43.87 (16) | N53—C52—C42 | 126.0 (4) |
C12—N11—Ag1 | 129.7 (3) | C52—N53—C54 | 107.6 (4) |
C15—N11—Ag1 | 123.6 (3) | C52—N53—C56 | 127.2 (5) |
N11—C12—N13 | 111.1 (4) | C54—N53—C56 | 124.8 (5) |
N11—C12—C62i | 123.6 (4) | C55—C54—N53 | 106.6 (5) |
N13—C12—C62i | 125.2 (4) | C55—C54—H54 | 126.7 |
C12—N13—C14 | 106.5 (4) | N53—C54—H54 | 126.7 |
C12—N13—C16 | 128.5 (5) | C54—C55—N51 | 109.6 (5) |
C14—N13—C16 | 124.6 (5) | C54—C55—H55 | 125.2 |
C15—C14—N13 | 106.8 (5) | N51—C55—H55 | 125.2 |
C15—C14—H14 | 126.6 | N53—C56—H56A | 109.5 |
N13—C14—H14 | 126.6 | N53—C56—H56B | 109.5 |
C14—C15—N11 | 109.3 (5) | H56A—C56—H56B | 109.5 |
C14—C15—H15 | 125.4 | N53—C56—H56C | 109.5 |
N11—C15—H15 | 125.4 | H56A—C56—H56C | 109.5 |
N13—C16—H16A | 109.5 | H56B—C56—H56C | 109.5 |
N13—C16—H16B | 109.5 | C62—N61—C65 | 105.7 (5) |
H16A—C16—H16B | 109.5 | C62—N61—Ag3 | 127.4 (3) |
N13—C16—H16C | 109.5 | C65—N61—Ag3 | 126.9 (4) |
H16A—C16—H16C | 109.5 | N61—C62—N63 | 110.8 (4) |
H16B—C16—H16C | 109.5 | N61—C62—C12ii | 123.3 (4) |
C22—N21—C25 | 106.6 (4) | N63—C62—C12ii | 125.9 (4) |
C22—N21—Ag1 | 127.5 (3) | C62—N63—C64 | 107.0 (5) |
C25—N21—Ag1 | 125.1 (3) | C62—N63—C66 | 128.5 (5) |
N21—C22—N23 | 110.3 (4) | C64—N63—C66 | 124.2 (5) |
N21—C22—C32 | 122.8 (4) | C65—C64—N63 | 107.0 (5) |
N23—C22—C32 | 126.9 (5) | C65—C64—H64 | 126.5 |
C22—N23—C24 | 107.4 (4) | N63—C64—H64 | 126.5 |
C22—N23—C26 | 127.8 (5) | C64—C65—N61 | 109.5 (6) |
C24—N23—C26 | 124.6 (5) | C64—C65—H65 | 125.3 |
C25—C24—N23 | 106.2 (5) | N61—C65—H65 | 125.3 |
C25—C24—H24 | 126.9 | N63—C66—H66A | 109.5 |
N23—C24—H24 | 126.9 | N63—C66—H66B | 109.5 |
N21—C25—C24 | 109.5 (5) | H66A—C66—H66B | 109.5 |
N21—C25—H25 | 125.2 | N63—C66—H66C | 109.5 |
C24—C25—H25 | 125.2 | H66A—C66—H66C | 109.5 |
N23—C26—H26A | 109.5 | H66B—C66—H66C | 109.5 |
N23—C26—H26B | 109.5 | O13—N1—O12 | 121.1 (6) |
H26A—C26—H26B | 109.5 | O13—N1—O11 | 118.5 (5) |
N23—C26—H26C | 109.5 | O12—N1—O11 | 120.4 (5) |
H26A—C26—H26C | 109.5 | O23A—N2A—O21A | 116 (3) |
H26B—C26—H26C | 109.5 | O23A—N2A—O22A | 118 (3) |
C32—N31—C35 | 106.0 (5) | O21A—N2A—O22A | 121 (3) |
C32—N31—Ag2 | 126.5 (3) | O23B—N2B—O21B | 118.4 (11) |
C35—N31—Ag2 | 127.4 (4) | O23B—N2B—O22B | 120.1 (13) |
N31—C32—N33 | 111.2 (5) | O21B—N2B—O22B | 121.4 (14) |
N31—C32—C22 | 123.6 (4) | O33—N3—O31 | 119.0 (7) |
N33—C32—C22 | 125.1 (5) | O33—N3—O32 | 120.9 (7) |
C32—N33—C34 | 107.0 (5) | O31—N3—O32 | 120.0 (7) |
C32—N33—C36 | 127.5 (6) | H1A—O1—H1B | 139.5 |
C34—N33—C36 | 125.3 (5) | H2A—O2—H2B | 133.2 |
C35—C34—N33 | 106.9 (5) | H3A—O3—H3B | 126.6 |
C35—C34—H34 | 126.6 | O1X—C1X—H1X1 | 109.5 |
N33—C34—H34 | 126.6 | O1X—C1X—H1X2 | 109.5 |
C34—C35—N31 | 108.9 (6) | H1X1—C1X—H1X2 | 109.5 |
C34—C35—H35 | 125.6 | O1X—C1X—H1X3 | 109.5 |
N31—C35—H35 | 125.6 | H1X1—C1X—H1X3 | 109.5 |
N33—C36—H36A | 109.5 | H1X2—C1X—H1X3 | 109.5 |
N33—C36—H36B | 109.5 | C2X—O2X—H2X | 109.5 |
H36A—C36—H36B | 109.5 | O2X—C2X—H2X1 | 109.5 |
N33—C36—H36C | 109.5 | O2X—C2X—H2X2 | 109.5 |
H36A—C36—H36C | 109.5 | H2X1—C2X—H2X2 | 109.5 |
H36B—C36—H36C | 109.5 | O2X—C2X—H2X3 | 109.5 |
C42—N41—C45 | 106.3 (4) | H2X1—C2X—H2X3 | 109.5 |
C42—N41—Ag2 | 128.8 (3) | H2X2—C2X—H2X3 | 109.5 |
C45—N41—Ag2 | 124.8 (3) | | |
| | | |
C15—N11—C12—N13 | −0.6 (6) | C45—N41—C42—N43 | −0.6 (6) |
Ag1—N11—C12—N13 | 171.6 (3) | Ag2—N41—C42—N43 | 177.3 (3) |
C15—N11—C12—C62i | −178.9 (5) | C45—N41—C42—C52 | −178.1 (5) |
Ag1—N11—C12—C62i | −6.7 (7) | Ag2—N41—C42—C52 | −0.2 (7) |
N11—C12—N13—C14 | −0.2 (6) | N41—C42—N43—C44 | −0.1 (6) |
C62i—C12—N13—C14 | 178.1 (5) | C52—C42—N43—C44 | 177.3 (5) |
N11—C12—N13—C16 | −173.3 (5) | N41—C42—N43—C46 | −173.8 (5) |
C62i—C12—N13—C16 | 5.0 (9) | C52—C42—N43—C46 | 3.6 (9) |
C12—N13—C14—C15 | 0.9 (7) | C42—N43—C44—C45 | 0.8 (7) |
C16—N13—C14—C15 | 174.3 (6) | C46—N43—C44—C45 | 174.9 (5) |
N13—C14—C15—N11 | −1.2 (8) | N43—C44—C45—N41 | −1.2 (7) |
C12—N11—C15—C14 | 1.1 (7) | C42—N41—C45—C44 | 1.1 (6) |
Ag1—N11—C15—C14 | −171.7 (4) | Ag2—N41—C45—C44 | −176.9 (4) |
C25—N21—C22—N23 | −0.2 (6) | N61—Ag3—N51—C52 | 30.4 (9) |
Ag1—N21—C22—N23 | 169.7 (3) | N61—Ag3—N51—C55 | −152.4 (6) |
C25—N21—C22—C32 | −177.2 (5) | C55—N51—C52—N53 | −1.3 (6) |
Ag1—N21—C22—C32 | −7.3 (7) | Ag3—N51—C52—N53 | 176.3 (3) |
N21—C22—N23—C24 | −0.4 (6) | C55—N51—C52—C42 | 179.8 (5) |
C32—C22—N23—C24 | 176.4 (5) | Ag3—N51—C52—C42 | −2.5 (7) |
N21—C22—N23—C26 | −174.7 (5) | N41—C42—C52—N51 | 50.8 (7) |
C32—C22—N23—C26 | 2.1 (9) | N43—C42—C52—N51 | −126.3 (5) |
C22—N23—C24—C25 | 0.9 (6) | N41—C42—C52—N53 | −127.9 (5) |
C26—N23—C24—C25 | 175.4 (5) | N43—C42—C52—N53 | 55.0 (7) |
C22—N21—C25—C24 | 0.8 (6) | N51—C52—N53—C54 | 0.9 (6) |
Ag1—N21—C25—C24 | −169.4 (3) | C42—C52—N53—C54 | 179.7 (5) |
N23—C24—C25—N21 | −1.0 (6) | N51—C52—N53—C56 | −172.4 (5) |
N41—Ag2—N31—C32 | 3.0 (9) | C42—C52—N53—C56 | 6.4 (8) |
N41—Ag2—N31—C35 | −173.6 (5) | C52—N53—C54—C55 | 0.0 (6) |
C35—N31—C32—N33 | −0.5 (6) | C56—N53—C54—C55 | 173.4 (5) |
Ag2—N31—C32—N33 | −177.7 (3) | N53—C54—C55—N51 | −0.8 (7) |
C35—N31—C32—C22 | −178.1 (5) | C52—N51—C55—C54 | 1.3 (6) |
Ag2—N31—C32—C22 | 4.7 (7) | Ag3—N51—C55—C54 | −176.4 (4) |
N21—C22—C32—N31 | 52.0 (7) | N51—Ag3—N61—C62 | 11.1 (9) |
N23—C22—C32—N31 | −124.4 (6) | N51—Ag3—N61—C65 | −170.0 (6) |
N21—C22—C32—N33 | −125.3 (5) | C65—N61—C62—N63 | 0.6 (6) |
N23—C22—C32—N33 | 58.3 (8) | Ag3—N61—C62—N63 | 179.7 (3) |
N31—C32—N33—C34 | 0.0 (6) | C65—N61—C62—C12ii | −178.4 (5) |
C22—C32—N33—C34 | 177.6 (5) | Ag3—N61—C62—C12ii | 0.7 (7) |
N31—C32—N33—C36 | −175.1 (6) | N61—C62—N63—C64 | −0.5 (6) |
C22—C32—N33—C36 | 2.5 (9) | C12ii—C62—N63—C64 | 178.5 (5) |
C32—N33—C34—C35 | 0.5 (7) | N61—C62—N63—C66 | −174.9 (5) |
C36—N33—C34—C35 | 175.7 (6) | C12ii—C62—N63—C66 | 4.1 (9) |
N33—C34—C35—N31 | −0.7 (8) | C62—N63—C64—C65 | 0.2 (7) |
C32—N31—C35—C34 | 0.8 (7) | C66—N63—C64—C65 | 174.9 (6) |
Ag2—N31—C35—C34 | 177.9 (4) | N63—C64—C65—N61 | 0.2 (8) |
N31—Ag2—N41—C42 | 32.7 (8) | C62—N61—C65—C64 | −0.5 (7) |
N31—Ag2—N41—C45 | −149.8 (6) | Ag3—N61—C65—C64 | −179.6 (4) |
Symmetry codes: (i) x+1, y, z; (ii) x−1, y, z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1A···O2iii | 0.82 | 2.03 | 2.854 (3) | 179 |
O1—H1B···O23Biv | 0.82 | 2.15 | 2.974 (18) | 178 |
O1—H1B···O23Aiv | 0.82 | 2.18 | 2.99 (4) | 171 |
O2—H2A···O12v | 0.82 | 2.12 | 2.937 (5) | 177 |
O2—H2B···O3 | 0.82 | 2.06 | 2.877 (4) | 177 |
O3—H3A···O12 | 0.82 | 2.04 | 2.859 (4) | 179 |
O3—H3B···O1 | 0.82 | 1.98 | 2.803 (2) | 179 |
O1X—H1X···O21B | 0.82 | 2.53 | 2.92 (2) | 111 |
O2X—H2X···O32vi | 0.82 | 1.97 | 2.733 (19) | 154 |
Symmetry codes: (iii) −x, −y+2, −z+1; (iv) x, −y+3/2, z+1/2; (v) −x+1, −y+2, −z+1; (vi) −x, y−1/2, −z+1/2. |
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