In the crystal structure of the title complex, [Ag(C
12H
12N
2O)
2]NO
3·H
2O, the Ag
I atom is coordinated by two imidazole N atoms from two 3-(1H-imidazol-1-yl)-1-phenylpropan-1-one ligands that are trans to each other. Intermolecular O—H
O and C—H
O hydrogen bonds exist between adjacent molecules, resulting in a three-dimensional supramolecular structure.
Supporting information
CCDC reference: 643653
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.011 Å
- R factor = 0.042
- wR factor = 0.117
- Data-to-parameter ratio = 11.4
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT420_ALERT_2_B D-H Without Acceptor O6 - H6B ... ?
Alert level C
PLAT032_ALERT_4_C Std. Uncertainty in Flack Parameter too High ... 0.40
PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for N5
PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 11
PLAT850_ALERT_2_C Check Flack Parameter Exact Value 0.00 and su .. 0.40
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 25.03
From the CIF: _reflns_number_total 3706
Count of symmetry unique reflns 2207
Completeness (_total/calc) 167.92%
TEST3: Check Friedels for noncentro structure
Estimate of Friedel pairs measured 1499
Fraction of Friedel pairs measured 0.679
Are heavy atom types Z>Si present yes
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature . 293 K
0 ALERT level A = In general: serious problem
1 ALERT level B = Potentially serious problem
4 ALERT level C = Check and explain
3 ALERT level G = General alerts; check
2 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
1 ALERT type 3 Indicator that the structure quality may be low
3 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
checkCIF publication errors
Alert level A
PUBL023_ALERT_1_A There is a mismatched ^ on line 80
Bis[3-(1H-imidazol-1-yl-\kN^3)-1-phenylpropan-1-one]silver(I) nitrate
If you require a ^ then it should be escaped
with a \, i.e. \^
Otherwise there must be a matching closing ~, e.g. ^12^C
PUBL023_ALERT_1_A There is a mismatched ^ on line 236
Bis[3-(1H-imidazol-1-yl-\kN^3)-1-phenylpropan-1-one]silver(I) nitrate
If you require a ^ then it should be escaped
with a \, i.e. \^
Otherwise there must be a matching closing ~, e.g. ^12^C
2 ALERT level A = Data missing that is essential or data in wrong format
0 ALERT level G = General alerts. Data that may be required is missing
Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Bruker, 1998); program(s) used to refine structure: SHELXTL; molecular graphics: DIAMOND (Brandenburg & Berndt, 1999); software used to prepare material for publication: SHELXTL.
Bis[3-(1H-imidazol-1-yl-
κN
3)-1-phenylpropan-1-one]silver(I) nitrate
monohydrate top
Crystal data top
[Ag(C12H12N2O)2]NO3·H2O | F(000) = 1200 |
Mr = 588.37 | Dx = 1.599 Mg m−3 |
Orthorhombic, Pna21 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2c -2n | Cell parameters from 2119 reflections |
a = 10.361 (3) Å | θ = 2.6–18.4° |
b = 8.321 (3) Å | µ = 0.88 mm−1 |
c = 28.349 (9) Å | T = 293 K |
V = 2443.9 (13) Å3 | Block, colorless |
Z = 4 | 0.24 × 0.20 × 0.18 mm |
Data collection top
Bruker SMART APEXII CCD area-detector diffractometer | 3706 independent reflections |
Radiation source: fine-focus sealed tube | 2553 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.059 |
φ and ω scans | θmax = 25.0°, θmin = 2.6° |
Absorption correction: multi-scan (SADABS; Bruker, 1998) | h = −11→12 |
Tmin = 0.818, Tmax = 0.858 | k = −9→9 |
12458 measured reflections | l = −27→33 |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.042 | H-atom parameters constrained |
wR(F2) = 0.117 | w = 1/[σ2(Fo2) + (0.0647P)2 + 0.015P] where P = (Fo2 + 2Fc2)/3 |
S = 0.98 | (Δ/σ)max < 0.001 |
3706 reflections | Δρmax = 0.67 e Å−3 |
326 parameters | Δρmin = −0.51 e Å−3 |
1 restraint | Absolute structure: Flack (1983), 1101 Friedel Pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.0 (4) |
Special details top
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 | |
Ag1 | 0.47250 (5) | 0.29969 (6) | 0.76519 (2) | 0.0645 (2) | |
O1 | 1.0687 (5) | 0.3110 (7) | 0.9519 (2) | 0.0782 (17) | |
O2 | −0.0826 (6) | 0.2064 (8) | 0.5660 (2) | 0.0851 (18) | |
O3 | 0.3406 (7) | 0.1119 (8) | 0.2366 (2) | 0.092 (2) | |
O4 | 0.4177 (8) | 0.0442 (9) | 0.3030 (3) | 0.129 (3) | |
O5 | 0.2152 (7) | 0.0465 (7) | 0.2925 (3) | 0.097 (2) | |
N1 | 0.3447 (6) | 0.1871 (6) | 0.71905 (19) | 0.0541 (14) | |
N2 | 0.1880 (5) | 0.1286 (7) | 0.67019 (18) | 0.0472 (13) | |
N3 | 0.6156 (5) | 0.3944 (7) | 0.80879 (19) | 0.0558 (14) | |
N4 | 0.7893 (6) | 0.4161 (6) | 0.85149 (19) | 0.0492 (13) | |
N5 | 0.3233 (8) | 0.0678 (7) | 0.2783 (3) | 0.0660 (19) | |
C1 | 0.2474 (8) | −0.0118 (9) | 0.6814 (3) | 0.065 (2) | |
H1 | 0.2263 | −0.1132 | 0.6700 | 0.078* | |
C2 | 0.3416 (7) | 0.0229 (9) | 0.7119 (3) | 0.064 (2) | |
H2 | 0.3963 | −0.0515 | 0.7261 | 0.077* | |
C3 | 0.2504 (8) | 0.2440 (9) | 0.6937 (3) | 0.053 (2) | |
H3 | 0.2290 | 0.3524 | 0.6921 | 0.064* | |
C4 | 0.0821 (7) | 0.1504 (8) | 0.6372 (2) | 0.0545 (17) | |
H4A | 0.0507 | 0.2600 | 0.6394 | 0.065* | |
H4B | 0.0119 | 0.0790 | 0.6458 | 0.065* | |
C5 | 0.1220 (6) | 0.1169 (8) | 0.5877 (2) | 0.0495 (15) | |
H5A | 0.1446 | 0.0042 | 0.5849 | 0.059* | |
H5B | 0.1986 | 0.1794 | 0.5805 | 0.059* | |
C6 | 0.0203 (7) | 0.1552 (9) | 0.5521 (3) | 0.0546 (18) | |
C7 | 0.0444 (6) | 0.1333 (8) | 0.5015 (2) | 0.0504 (16) | |
C8 | 0.1536 (6) | 0.0577 (8) | 0.4836 (3) | 0.0578 (18) | |
H8 | 0.2152 | 0.0173 | 0.5043 | 0.069* | |
C9 | 0.1721 (8) | 0.0415 (9) | 0.4359 (3) | 0.065 (2) | |
H9 | 0.2461 | −0.0088 | 0.4246 | 0.078* | |
C10 | 0.0821 (9) | 0.0991 (9) | 0.4048 (3) | 0.072 (2) | |
H10 | 0.0934 | 0.0864 | 0.3725 | 0.086* | |
C11 | −0.0266 (9) | 0.1772 (11) | 0.4224 (3) | 0.078 (2) | |
H11 | −0.0872 | 0.2195 | 0.4017 | 0.094* | |
C12 | −0.0446 (8) | 0.1921 (9) | 0.4691 (3) | 0.070 (2) | |
H12 | −0.1186 | 0.2430 | 0.4800 | 0.084* | |
C13 | 0.6982 (8) | 0.3189 (9) | 0.8356 (3) | 0.0520 (19) | |
H13 | 0.6936 | 0.2099 | 0.8427 | 0.062* | |
C14 | 0.6559 (8) | 0.5533 (9) | 0.8081 (3) | 0.069 (2) | |
H14 | 0.6161 | 0.6370 | 0.7919 | 0.082* | |
C15 | 0.7614 (9) | 0.5651 (10) | 0.8347 (3) | 0.069 (2) | |
H15 | 0.8078 | 0.6586 | 0.8406 | 0.082* | |
C16 | 0.8955 (7) | 0.3761 (8) | 0.8833 (2) | 0.0532 (16) | |
H16A | 0.9711 | 0.4383 | 0.8747 | 0.064* | |
H16B | 0.9168 | 0.2632 | 0.8799 | 0.064* | |
C17 | 0.8615 (6) | 0.4098 (8) | 0.9340 (2) | 0.0499 (16) | |
H17A | 0.8448 | 0.5238 | 0.9376 | 0.060* | |
H17B | 0.7829 | 0.3525 | 0.9419 | 0.060* | |
C18 | 0.9662 (7) | 0.3609 (9) | 0.9677 (3) | 0.0530 (17) | |
C19 | 0.9455 (6) | 0.3705 (8) | 1.0184 (3) | 0.0523 (17) | |
C20 | 1.0373 (8) | 0.3056 (10) | 1.0488 (3) | 0.067 (2) | |
H20 | 1.1115 | 0.2585 | 1.0366 | 0.080* | |
C21 | 1.0184 (10) | 0.3111 (10) | 1.0970 (3) | 0.078 (2) | |
H21 | 1.0795 | 0.2655 | 1.1170 | 0.093* | |
C22 | 0.9134 (9) | 0.3810 (9) | 1.1155 (3) | 0.069 (2) | |
H22 | 0.9023 | 0.3834 | 1.1481 | 0.083* | |
C23 | 0.8221 (8) | 0.4491 (8) | 1.0866 (3) | 0.0627 (19) | |
H23 | 0.7499 | 0.4990 | 1.0995 | 0.075* | |
C24 | 0.8381 (7) | 0.4431 (7) | 1.0385 (3) | 0.0552 (17) | |
H24 | 0.7757 | 0.4885 | 1.0191 | 0.066* | |
O6 | 0.5541 (7) | 0.3667 (8) | 0.2068 (3) | 0.103 (2) | |
H6A | 0.5843 | 0.3612 | 0.2346 | 0.154* | |
H6B | 0.6083 | 0.3816 | 0.1847 | 0.154* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ag1 | 0.0620 (3) | 0.0826 (4) | 0.0490 (3) | −0.0109 (3) | −0.0093 (4) | −0.0033 (4) |
O1 | 0.049 (3) | 0.116 (5) | 0.070 (4) | 0.016 (3) | −0.001 (3) | −0.001 (3) |
O2 | 0.048 (3) | 0.137 (6) | 0.069 (4) | 0.013 (4) | 0.004 (3) | −0.006 (3) |
O3 | 0.111 (6) | 0.090 (4) | 0.075 (5) | −0.006 (4) | 0.011 (4) | −0.003 (4) |
O4 | 0.112 (6) | 0.113 (6) | 0.161 (7) | −0.001 (5) | −0.064 (6) | 0.027 (5) |
O5 | 0.079 (4) | 0.083 (4) | 0.130 (6) | −0.009 (3) | 0.025 (4) | −0.005 (3) |
N1 | 0.061 (4) | 0.053 (4) | 0.048 (3) | −0.009 (3) | −0.003 (3) | −0.001 (3) |
N2 | 0.051 (4) | 0.049 (3) | 0.041 (3) | −0.001 (3) | −0.002 (3) | −0.001 (3) |
N3 | 0.059 (4) | 0.055 (4) | 0.053 (4) | −0.001 (3) | −0.001 (3) | −0.001 (3) |
N4 | 0.057 (3) | 0.047 (3) | 0.044 (3) | −0.003 (3) | −0.005 (3) | −0.001 (3) |
N5 | 0.078 (5) | 0.051 (4) | 0.069 (5) | 0.004 (3) | −0.012 (4) | −0.004 (3) |
C1 | 0.080 (6) | 0.050 (4) | 0.066 (6) | 0.002 (4) | −0.008 (4) | 0.005 (4) |
C2 | 0.064 (5) | 0.069 (5) | 0.061 (5) | 0.009 (4) | −0.011 (4) | 0.003 (4) |
C3 | 0.059 (5) | 0.056 (4) | 0.044 (4) | 0.003 (4) | −0.007 (3) | −0.003 (3) |
C4 | 0.047 (4) | 0.064 (5) | 0.053 (4) | −0.006 (3) | −0.006 (3) | 0.003 (3) |
C5 | 0.047 (4) | 0.048 (4) | 0.053 (4) | −0.001 (3) | −0.003 (3) | 0.005 (3) |
C6 | 0.041 (4) | 0.068 (5) | 0.055 (4) | −0.008 (3) | 0.005 (3) | 0.002 (3) |
C7 | 0.041 (4) | 0.050 (4) | 0.059 (4) | −0.006 (3) | −0.003 (3) | 0.000 (3) |
C8 | 0.050 (4) | 0.065 (5) | 0.058 (4) | −0.003 (3) | −0.003 (3) | 0.000 (3) |
C9 | 0.063 (5) | 0.070 (5) | 0.062 (5) | −0.011 (4) | 0.005 (4) | −0.017 (4) |
C10 | 0.089 (6) | 0.070 (5) | 0.056 (5) | −0.023 (5) | 0.001 (5) | −0.002 (4) |
C11 | 0.087 (7) | 0.091 (7) | 0.057 (5) | −0.003 (5) | −0.018 (4) | 0.008 (4) |
C12 | 0.066 (6) | 0.073 (5) | 0.070 (6) | 0.008 (4) | −0.013 (4) | 0.006 (4) |
C13 | 0.054 (5) | 0.054 (4) | 0.047 (5) | −0.012 (4) | −0.003 (4) | −0.004 (3) |
C14 | 0.101 (6) | 0.044 (4) | 0.061 (5) | −0.003 (4) | −0.025 (4) | 0.005 (3) |
C15 | 0.089 (7) | 0.064 (5) | 0.052 (5) | −0.022 (4) | −0.015 (4) | −0.001 (4) |
C16 | 0.050 (4) | 0.058 (4) | 0.052 (4) | −0.007 (3) | 0.000 (3) | −0.002 (3) |
C17 | 0.045 (4) | 0.064 (4) | 0.041 (4) | 0.002 (3) | −0.003 (3) | −0.002 (3) |
C18 | 0.046 (4) | 0.054 (4) | 0.059 (4) | −0.003 (3) | 0.004 (3) | −0.002 (3) |
C19 | 0.049 (5) | 0.048 (3) | 0.060 (4) | −0.007 (3) | −0.006 (3) | −0.001 (3) |
C20 | 0.057 (5) | 0.078 (5) | 0.065 (5) | 0.001 (4) | −0.015 (4) | 0.010 (4) |
C21 | 0.093 (6) | 0.077 (6) | 0.063 (6) | 0.006 (5) | −0.026 (5) | 0.007 (4) |
C22 | 0.094 (6) | 0.062 (5) | 0.052 (4) | −0.010 (5) | −0.003 (4) | 0.006 (4) |
C23 | 0.074 (5) | 0.061 (5) | 0.053 (4) | 0.004 (4) | −0.001 (4) | −0.006 (3) |
C24 | 0.054 (4) | 0.048 (4) | 0.064 (5) | 0.001 (3) | −0.004 (3) | −0.002 (3) |
O6 | 0.115 (6) | 0.094 (4) | 0.098 (5) | 0.019 (4) | −0.031 (4) | −0.001 (4) |
Geometric parameters (Å, º) top
Ag1—N1 | 2.084 (5) | C9—C10 | 1.369 (11) |
Ag1—N3 | 2.085 (6) | C9—H9 | 0.9300 |
O1—C18 | 1.225 (9) | C10—C11 | 1.393 (13) |
O2—C6 | 1.214 (9) | C10—H10 | 0.9300 |
O3—N5 | 1.250 (9) | C11—C12 | 1.342 (13) |
O4—N5 | 1.219 (9) | C11—H11 | 0.9300 |
O5—N5 | 1.204 (9) | C12—H12 | 0.9300 |
N1—C3 | 1.302 (9) | C13—H13 | 0.9300 |
N1—C2 | 1.381 (9) | C14—C15 | 1.332 (11) |
N2—C3 | 1.335 (9) | C14—H14 | 0.9300 |
N2—C1 | 1.358 (9) | C15—H15 | 0.9300 |
N2—C4 | 1.453 (9) | C16—C17 | 1.505 (9) |
N3—C13 | 1.306 (9) | C16—H16A | 0.9700 |
N3—C14 | 1.387 (9) | C16—H16B | 0.9700 |
N4—C13 | 1.322 (8) | C17—C18 | 1.502 (9) |
N4—C15 | 1.359 (9) | C17—H17A | 0.9700 |
N4—C16 | 1.461 (9) | C17—H17B | 0.9700 |
C1—C2 | 1.336 (10) | C18—C19 | 1.455 (10) |
C1—H1 | 0.9300 | C19—C24 | 1.390 (9) |
C2—H2 | 0.9300 | C19—C20 | 1.392 (10) |
C3—H3 | 0.9300 | C20—C21 | 1.382 (13) |
C4—C5 | 1.491 (9) | C20—H20 | 0.9300 |
C4—H4A | 0.9700 | C21—C22 | 1.340 (12) |
C4—H4B | 0.9700 | C21—H21 | 0.9300 |
C5—C6 | 1.493 (10) | C22—C23 | 1.374 (11) |
C5—H5A | 0.9700 | C22—H22 | 0.9300 |
C5—H5B | 0.9700 | C23—C24 | 1.374 (10) |
C6—C7 | 1.466 (10) | C23—H23 | 0.9300 |
C7—C12 | 1.391 (11) | C24—H24 | 0.9300 |
C7—C8 | 1.392 (9) | O6—H6A | 0.8499 |
C8—C9 | 1.372 (10) | O6—H6B | 0.8499 |
C8—H8 | 0.9300 | | |
| | | |
N1—Ag1—N3 | 173.7 (2) | C11—C10—H10 | 120.6 |
C3—N1—C2 | 105.2 (6) | C12—C11—C10 | 120.6 (8) |
C3—N1—Ag1 | 131.3 (5) | C12—C11—H11 | 119.7 |
C2—N1—Ag1 | 123.4 (5) | C10—C11—H11 | 119.7 |
C3—N2—C1 | 106.4 (6) | C11—C12—C7 | 121.9 (8) |
C3—N2—C4 | 126.7 (6) | C11—C12—H12 | 119.1 |
C1—N2—C4 | 126.9 (6) | C7—C12—H12 | 119.1 |
C13—N3—C14 | 105.7 (6) | N3—C13—N4 | 111.8 (6) |
C13—N3—Ag1 | 129.0 (5) | N3—C13—H13 | 124.1 |
C14—N3—Ag1 | 124.5 (5) | N4—C13—H13 | 124.1 |
C13—N4—C15 | 106.7 (6) | C15—C14—N3 | 108.0 (7) |
C13—N4—C16 | 127.5 (6) | C15—C14—H14 | 126.0 |
C15—N4—C16 | 125.8 (6) | N3—C14—H14 | 126.0 |
O5—N5—O4 | 121.9 (9) | C14—C15—N4 | 107.8 (7) |
O5—N5—O3 | 119.5 (8) | C14—C15—H15 | 126.1 |
O4—N5—O3 | 118.5 (10) | N4—C15—H15 | 126.1 |
C2—C1—N2 | 107.3 (7) | N4—C16—C17 | 111.7 (6) |
C2—C1—H1 | 126.4 | N4—C16—H16A | 109.3 |
N2—C1—H1 | 126.4 | C17—C16—H16A | 109.3 |
C1—C2—N1 | 109.0 (7) | N4—C16—H16B | 109.3 |
C1—C2—H2 | 125.5 | C17—C16—H16B | 109.3 |
N1—C2—H2 | 125.5 | H16A—C16—H16B | 107.9 |
N1—C3—N2 | 112.2 (6) | C18—C17—C16 | 112.8 (6) |
N1—C3—H3 | 123.9 | C18—C17—H17A | 109.0 |
N2—C3—H3 | 123.9 | C16—C17—H17A | 109.0 |
N2—C4—C5 | 111.9 (6) | C18—C17—H17B | 109.0 |
N2—C4—H4A | 109.2 | C16—C17—H17B | 109.0 |
C5—C4—H4A | 109.2 | H17A—C17—H17B | 107.8 |
N2—C4—H4B | 109.2 | O1—C18—C19 | 120.4 (7) |
C5—C4—H4B | 109.2 | O1—C18—C17 | 119.1 (7) |
H4A—C4—H4B | 107.9 | C19—C18—C17 | 120.5 (6) |
C4—C5—C6 | 113.6 (6) | C24—C19—C20 | 117.4 (7) |
C4—C5—H5A | 108.8 | C24—C19—C18 | 123.3 (7) |
C6—C5—H5A | 108.8 | C20—C19—C18 | 119.3 (7) |
C4—C5—H5B | 108.8 | C21—C20—C19 | 120.2 (8) |
C6—C5—H5B | 108.8 | C21—C20—H20 | 119.9 |
H5A—C5—H5B | 107.7 | C19—C20—H20 | 119.9 |
O2—C6—C7 | 120.7 (7) | C22—C21—C20 | 121.1 (8) |
O2—C6—C5 | 118.4 (7) | C22—C21—H21 | 119.4 |
C7—C6—C5 | 120.9 (6) | C20—C21—H21 | 119.4 |
C12—C7—C8 | 117.1 (7) | C21—C22—C23 | 120.3 (8) |
C12—C7—C6 | 119.3 (7) | C21—C22—H22 | 119.9 |
C8—C7—C6 | 123.6 (6) | C23—C22—H22 | 119.9 |
C9—C8—C7 | 121.2 (7) | C24—C23—C22 | 119.6 (7) |
C9—C8—H8 | 119.4 | C24—C23—H23 | 120.2 |
C7—C8—H8 | 119.4 | C22—C23—H23 | 120.2 |
C10—C9—C8 | 120.3 (7) | C23—C24—C19 | 121.4 (7) |
C10—C9—H9 | 119.8 | C23—C24—H24 | 119.3 |
C8—C9—H9 | 119.8 | C19—C24—H24 | 119.3 |
C9—C10—C11 | 118.9 (8) | H6A—O6—H6B | 116.6 |
C9—C10—H10 | 120.6 | | |
| | | |
C3—N2—C1—C2 | 1.2 (9) | C14—N3—C13—N4 | −1.0 (8) |
C4—N2—C1—C2 | 178.2 (7) | Ag1—N3—C13—N4 | 168.5 (5) |
N2—C1—C2—N1 | −1.8 (9) | C15—N4—C13—N3 | 1.6 (9) |
C3—N1—C2—C1 | 1.7 (9) | C16—N4—C13—N3 | 178.1 (6) |
Ag1—N1—C2—C1 | 178.4 (5) | C13—N3—C14—C15 | 0.1 (9) |
C2—N1—C3—N2 | −0.9 (9) | Ag1—N3—C14—C15 | −170.1 (5) |
Ag1—N1—C3—N2 | −177.3 (4) | N3—C14—C15—N4 | 0.9 (9) |
C1—N2—C3—N1 | −0.1 (9) | C13—N4—C15—C14 | −1.5 (9) |
C4—N2—C3—N1 | −177.2 (6) | C16—N4—C15—C14 | −178.1 (7) |
C3—N2—C4—C5 | 109.4 (8) | C13—N4—C16—C17 | −93.6 (8) |
C1—N2—C4—C5 | −67.0 (9) | C15—N4—C16—C17 | 82.3 (9) |
N2—C4—C5—C6 | −173.6 (6) | N4—C16—C17—C18 | 176.7 (6) |
C4—C5—C6—O2 | −0.8 (10) | C16—C17—C18—O1 | 4.9 (10) |
C4—C5—C6—C7 | 178.5 (6) | C16—C17—C18—C19 | −174.2 (6) |
O2—C6—C7—C12 | 8.7 (11) | O1—C18—C19—C24 | 172.2 (7) |
C5—C6—C7—C12 | −170.5 (6) | C17—C18—C19—C24 | −8.7 (11) |
O2—C6—C7—C8 | −172.1 (7) | O1—C18—C19—C20 | −7.3 (11) |
C5—C6—C7—C8 | 8.7 (10) | C17—C18—C19—C20 | 171.9 (7) |
C12—C7—C8—C9 | −0.2 (10) | C24—C19—C20—C21 | 1.6 (11) |
C6—C7—C8—C9 | −179.4 (6) | C18—C19—C20—C21 | −178.9 (7) |
C7—C8—C9—C10 | −0.5 (10) | C19—C20—C21—C22 | −1.3 (13) |
C8—C9—C10—C11 | 1.4 (11) | C20—C21—C22—C23 | −0.1 (13) |
C9—C10—C11—C12 | −1.7 (12) | C21—C22—C23—C24 | 1.0 (11) |
C10—C11—C12—C7 | 1.1 (12) | C22—C23—C24—C19 | −0.6 (11) |
C8—C7—C12—C11 | −0.1 (11) | C20—C19—C24—C23 | −0.7 (10) |
C6—C7—C12—C11 | 179.1 (7) | C18—C19—C24—C23 | 179.8 (6) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O6—H6A···O5i | 0.85 | 2.26 | 3.036 (10) | 151 |
C4—H4B···O6ii | 0.97 | 2.56 | 3.384 (9) | 142 |
C5—H5B···O2i | 0.97 | 2.49 | 3.450 (9) | 169 |
C9—H9···O1iii | 0.93 | 2.56 | 3.331 (10) | 141 |
C16—H16A···O4iv | 0.97 | 2.50 | 3.299 (10) | 140 |
C22—H22···O3v | 0.93 | 2.59 | 3.514 (11) | 173 |
Symmetry codes: (i) x+1/2, −y+1/2, z; (ii) −x+1/2, y−1/2, z+1/2; (iii) −x+3/2, y−1/2, z−1/2; (iv) −x+3/2, y+1/2, z+1/2; (v) x+1/2, −y+1/2, z+1. |