In the title compound, [Zn(C7H5O3)2(C7H6N2)2]·0.25H2O, the ZnII atom is coordinated by two 4-hydroxybenzoate anions and two benzimidazole (bzim) molecules, resulting in a distorted ZnO2N2 tetrahedral geometry. The short face-to-face distance of 3.28 (4) Å between parallel partially overlapped bzim ligands of neighboring molecules indicates the existence of π–π stacking in the crystal structure.
Supporting information
CCDC reference: 605073
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.005 Å
- Disorder in solvent or counterion
- R factor = 0.038
- wR factor = 0.098
- Data-to-parameter ratio = 13.1
checkCIF/PLATON results
No syntax errors found
Alert level C
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 ............ 0.12 Ratio
PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.70 Ratio
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C15
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C34
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C32
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C35
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.01
PLAT302_ALERT_4_C Anion/Solvent Disorder ......................... 25.00 Perc.
PLAT313_ALERT_2_C Oxygen with three covalent bonds (rare) ........ O1W
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
11 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
7 ALERT type 2 Indicator that the structure model may be wrong or deficient
0 ALERT type 3 Indicator that the structure quality may be low
1 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: PROCESS-AUTO (Rigaku, 1998); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SIR92 (Altomare et al., 1993); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).
Bis(1
H-benzimidazole-
κN3)bis(4-hydroxybenzoato-
κO)zinc(II) 0.25-hydrate
top
Crystal data top
[Zn(C7H5O3)2(C7H6N2)2]·0.25H2O | F(000) = 2388 |
Mr = 580.37 | Dx = 1.479 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 5766 reflections |
a = 13.064 (3) Å | θ = 3.0–23.0° |
b = 27.434 (6) Å | µ = 0.99 mm−1 |
c = 15.069 (4) Å | T = 295 K |
β = 105.138 (4)° | Block, colorless |
V = 5213 (2) Å3 | 0.29 × 0.20 × 0.11 mm |
Z = 8 | |
Data collection top
Rigaku R-AXIS RAPID diffractometer | 4714 independent reflections |
Radiation source: fine-focus sealed tube | 3148 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.035 |
Detector resolution: 10.0 pixels mm-1 | θmax = 25.2°, θmin = 1.8° |
ω scans | h = −15→15 |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | k = −32→25 |
Tmin = 0.745, Tmax = 0.902 | l = −16→18 |
13925 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)] = 0.038 | Hydrogen site location: difmap and geom |
wR(F2) = 0.098 | H-atom parameters constrained |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0379P)2 + 5.4788P] where P = (Fo2 + 2Fc2)/3 |
4714 reflections | (Δ/σ)max = 0.001 |
361 parameters | Δρmax = 0.34 e Å−3 |
0 restraints | Δρmin = −0.24 e Å−3 |
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 | Occ. (<1) |
Zn | 0.77830 (3) | 0.621063 (12) | 0.57184 (3) | 0.04319 (13) | |
O1 | 0.66830 (17) | 0.58830 (8) | 0.47735 (16) | 0.0543 (6) | |
O2 | 0.54912 (17) | 0.64747 (8) | 0.44227 (17) | 0.0574 (6) | |
O3 | 0.27717 (18) | 0.46598 (8) | 0.25442 (18) | 0.0673 (7) | |
H3A | 0.2980 | 0.4327 | 0.2746 | 0.101* | |
O4 | 0.71149 (17) | 0.62510 (7) | 0.67556 (15) | 0.0509 (6) | |
O5 | 0.86116 (18) | 0.66426 (8) | 0.73535 (16) | 0.0576 (6) | |
O6 | 0.6443 (2) | 0.68377 (9) | 1.06279 (17) | 0.0682 (7) | |
H6A | 0.5742 | 0.6723 | 1.0578 | 0.102* | |
N11 | 1.0555 (2) | 0.54197 (11) | 0.6563 (2) | 0.0725 (9) | |
H11 | 1.1223 | 0.5415 | 0.6830 | 0.087* | |
N13 | 0.89543 (19) | 0.57138 (9) | 0.59832 (18) | 0.0463 (7) | |
N21 | 0.8930 (2) | 0.75524 (10) | 0.5145 (2) | 0.0594 (8) | |
H21 | 0.9163 | 0.7841 | 0.5308 | 0.071* | |
N23 | 0.8317 (2) | 0.68099 (9) | 0.52419 (19) | 0.0472 (7) | |
C12 | 0.9938 (3) | 0.58145 (13) | 0.6407 (3) | 0.0618 (10) | |
H12 | 1.0182 | 0.6128 | 0.6582 | 0.074* | |
C14 | 0.8121 (3) | 0.49022 (13) | 0.5450 (3) | 0.0802 (13) | |
H14 | 0.7440 | 0.5020 | 0.5193 | 0.096* | |
C15 | 0.8351 (4) | 0.44147 (15) | 0.5433 (4) | 0.1058 (18) | |
H15 | 0.7810 | 0.4199 | 0.5163 | 0.127* | |
C16 | 0.9351 (4) | 0.42352 (15) | 0.5802 (3) | 0.0921 (15) | |
H16 | 0.9474 | 0.3902 | 0.5776 | 0.110* | |
C17 | 1.0157 (3) | 0.45335 (15) | 0.6200 (3) | 0.0804 (13) | |
H17 | 1.0837 | 0.4413 | 0.6451 | 0.096* | |
C18 | 0.9941 (3) | 0.50233 (12) | 0.6223 (2) | 0.0553 (9) | |
C19 | 0.8938 (2) | 0.52082 (11) | 0.5860 (2) | 0.0473 (8) | |
C22 | 0.8663 (3) | 0.72178 (12) | 0.5684 (3) | 0.0542 (9) | |
H22 | 0.8715 | 0.7266 | 0.6305 | 0.065* | |
C24 | 0.8093 (3) | 0.65903 (13) | 0.3579 (3) | 0.0587 (9) | |
H24 | 0.7821 | 0.6280 | 0.3613 | 0.070* | |
C25 | 0.8237 (3) | 0.67686 (16) | 0.2777 (3) | 0.0735 (11) | |
H25 | 0.8064 | 0.6574 | 0.2253 | 0.088* | |
C26 | 0.8637 (3) | 0.72364 (16) | 0.2722 (3) | 0.0774 (12) | |
H26 | 0.8723 | 0.7345 | 0.2161 | 0.093* | |
C27 | 0.8905 (3) | 0.75369 (14) | 0.3463 (3) | 0.0688 (11) | |
H27 | 0.9169 | 0.7849 | 0.3423 | 0.083* | |
C28 | 0.8766 (3) | 0.73552 (11) | 0.4282 (3) | 0.0504 (9) | |
C29 | 0.8369 (2) | 0.68899 (11) | 0.4340 (2) | 0.0443 (8) | |
C31 | 0.5771 (3) | 0.60411 (12) | 0.4388 (2) | 0.0437 (8) | |
C32 | 0.4986 (2) | 0.56793 (10) | 0.3864 (2) | 0.0392 (7) | |
C33 | 0.4053 (3) | 0.58156 (12) | 0.3273 (3) | 0.0629 (10) | |
H33 | 0.3905 | 0.6145 | 0.3167 | 0.076* | |
C34 | 0.3324 (3) | 0.54757 (12) | 0.2831 (3) | 0.0743 (12) | |
H34 | 0.2692 | 0.5577 | 0.2429 | 0.089* | |
C35 | 0.3523 (2) | 0.49889 (11) | 0.2977 (2) | 0.0470 (8) | |
C36 | 0.4458 (3) | 0.48436 (12) | 0.3542 (3) | 0.0582 (10) | |
H36 | 0.4607 | 0.4513 | 0.3639 | 0.070* | |
C37 | 0.5188 (3) | 0.51878 (12) | 0.3975 (3) | 0.0612 (10) | |
H37 | 0.5835 | 0.5085 | 0.4352 | 0.073* | |
C41 | 0.7745 (3) | 0.64923 (11) | 0.7416 (2) | 0.0456 (8) | |
C42 | 0.7394 (2) | 0.65726 (11) | 0.8262 (2) | 0.0430 (8) | |
C43 | 0.8036 (3) | 0.68203 (11) | 0.9002 (2) | 0.0497 (8) | |
H43 | 0.8697 | 0.6932 | 0.8967 | 0.060* | |
C44 | 0.7715 (3) | 0.69039 (12) | 0.9785 (2) | 0.0540 (9) | |
H44 | 0.8159 | 0.7068 | 1.0277 | 0.065* | |
C45 | 0.6727 (3) | 0.67432 (12) | 0.9845 (2) | 0.0508 (8) | |
C46 | 0.6080 (3) | 0.64916 (12) | 0.9113 (2) | 0.0505 (8) | |
H46 | 0.5420 | 0.6378 | 0.9148 | 0.061* | |
C47 | 0.6416 (3) | 0.64108 (12) | 0.8339 (2) | 0.0503 (9) | |
H47 | 0.5976 | 0.6242 | 0.7851 | 0.060* | |
O1W | 0.4407 (13) | 0.7239 (6) | 0.2691 (10) | 0.164 (7) | 0.25 |
H1A | 0.4736 | 0.7001 | 0.3159 | 0.246* | 0.25 |
H1B | 0.4749 | 0.7157 | 0.2212 | 0.246* | 0.25 |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn | 0.0379 (2) | 0.0343 (2) | 0.0528 (3) | −0.00467 (16) | 0.00364 (17) | −0.00544 (18) |
O1 | 0.0416 (13) | 0.0453 (13) | 0.0651 (16) | −0.0072 (10) | −0.0053 (12) | −0.0101 (11) |
O2 | 0.0527 (14) | 0.0372 (13) | 0.0794 (18) | −0.0074 (11) | 0.0122 (13) | −0.0116 (12) |
O3 | 0.0511 (15) | 0.0400 (13) | 0.0905 (19) | −0.0119 (11) | −0.0176 (13) | −0.0067 (13) |
O4 | 0.0500 (14) | 0.0451 (13) | 0.0547 (14) | −0.0032 (11) | 0.0082 (11) | −0.0053 (11) |
O5 | 0.0477 (14) | 0.0595 (15) | 0.0655 (16) | −0.0042 (12) | 0.0149 (13) | 0.0001 (12) |
O6 | 0.0762 (18) | 0.0709 (17) | 0.0621 (17) | −0.0099 (14) | 0.0261 (15) | −0.0126 (14) |
N11 | 0.0373 (17) | 0.066 (2) | 0.099 (3) | 0.0070 (15) | −0.0095 (16) | −0.0180 (19) |
N13 | 0.0350 (15) | 0.0418 (16) | 0.0574 (18) | −0.0018 (11) | 0.0037 (13) | −0.0098 (13) |
N21 | 0.066 (2) | 0.0328 (15) | 0.077 (2) | −0.0184 (14) | 0.0150 (17) | −0.0098 (16) |
N23 | 0.0465 (16) | 0.0322 (14) | 0.0591 (19) | −0.0077 (12) | 0.0069 (14) | −0.0068 (13) |
C12 | 0.045 (2) | 0.050 (2) | 0.081 (3) | −0.0007 (17) | −0.0022 (19) | −0.0163 (19) |
C14 | 0.046 (2) | 0.049 (2) | 0.131 (4) | 0.0010 (18) | −0.004 (2) | −0.018 (2) |
C15 | 0.070 (3) | 0.047 (3) | 0.182 (5) | −0.005 (2) | 0.000 (3) | −0.030 (3) |
C16 | 0.082 (3) | 0.046 (2) | 0.136 (4) | 0.011 (2) | 0.006 (3) | −0.018 (3) |
C17 | 0.063 (3) | 0.065 (3) | 0.101 (3) | 0.023 (2) | 0.001 (2) | −0.010 (2) |
C18 | 0.046 (2) | 0.049 (2) | 0.065 (2) | 0.0043 (16) | 0.0024 (18) | −0.0123 (18) |
C19 | 0.0399 (19) | 0.0407 (18) | 0.059 (2) | 0.0010 (14) | 0.0082 (16) | −0.0092 (16) |
C22 | 0.055 (2) | 0.042 (2) | 0.064 (2) | −0.0107 (16) | 0.0136 (19) | −0.0131 (18) |
C24 | 0.067 (2) | 0.042 (2) | 0.062 (2) | −0.0073 (17) | 0.009 (2) | −0.0081 (19) |
C25 | 0.085 (3) | 0.075 (3) | 0.057 (3) | −0.014 (2) | 0.012 (2) | −0.012 (2) |
C26 | 0.087 (3) | 0.082 (3) | 0.061 (3) | −0.010 (2) | 0.015 (2) | 0.013 (2) |
C27 | 0.073 (3) | 0.049 (2) | 0.083 (3) | −0.0094 (19) | 0.017 (2) | 0.010 (2) |
C28 | 0.046 (2) | 0.0371 (19) | 0.064 (3) | −0.0007 (15) | 0.0071 (18) | −0.0022 (18) |
C29 | 0.0395 (18) | 0.0323 (17) | 0.058 (2) | 0.0018 (13) | 0.0063 (16) | −0.0002 (16) |
C31 | 0.044 (2) | 0.0419 (19) | 0.044 (2) | −0.0096 (15) | 0.0092 (16) | −0.0051 (15) |
C32 | 0.0376 (17) | 0.0353 (17) | 0.0436 (19) | −0.0049 (13) | 0.0085 (15) | −0.0054 (14) |
C33 | 0.054 (2) | 0.0317 (18) | 0.085 (3) | −0.0036 (15) | −0.013 (2) | 0.0004 (18) |
C34 | 0.052 (2) | 0.043 (2) | 0.101 (3) | 0.0001 (17) | −0.029 (2) | 0.002 (2) |
C35 | 0.0424 (19) | 0.0398 (19) | 0.053 (2) | −0.0057 (14) | 0.0016 (16) | −0.0059 (16) |
C36 | 0.046 (2) | 0.0318 (17) | 0.083 (3) | 0.0010 (15) | −0.0074 (19) | −0.0025 (17) |
C37 | 0.043 (2) | 0.043 (2) | 0.081 (3) | −0.0015 (16) | −0.0129 (18) | −0.0033 (19) |
C41 | 0.046 (2) | 0.0316 (17) | 0.056 (2) | 0.0056 (15) | 0.0067 (17) | 0.0022 (16) |
C42 | 0.0393 (18) | 0.0335 (17) | 0.051 (2) | 0.0034 (14) | 0.0026 (15) | 0.0008 (15) |
C43 | 0.0427 (19) | 0.0409 (19) | 0.062 (2) | −0.0052 (15) | 0.0071 (17) | −0.0031 (17) |
C44 | 0.056 (2) | 0.047 (2) | 0.053 (2) | −0.0067 (16) | 0.0019 (18) | −0.0076 (17) |
C45 | 0.056 (2) | 0.0398 (19) | 0.054 (2) | 0.0040 (16) | 0.0111 (18) | −0.0001 (16) |
C46 | 0.044 (2) | 0.050 (2) | 0.058 (2) | −0.0033 (16) | 0.0125 (18) | −0.0028 (17) |
C47 | 0.0433 (19) | 0.0469 (19) | 0.054 (2) | −0.0015 (15) | 0.0009 (17) | −0.0069 (16) |
O1W | 0.172 (17) | 0.192 (16) | 0.098 (12) | −0.046 (12) | −0.018 (11) | 0.086 (12) |
Geometric parameters (Å, º) top
Zn—O1 | 1.957 (2) | C24—C25 | 1.362 (5) |
Zn—O4 | 1.982 (2) | C24—C29 | 1.379 (4) |
Zn—N13 | 2.010 (2) | C24—H24 | 0.9300 |
Zn—N23 | 1.991 (3) | C25—C26 | 1.396 (5) |
C31—O1 | 1.258 (4) | C25—H25 | 0.9300 |
C31—O2 | 1.249 (4) | C26—C27 | 1.358 (5) |
C35—O3 | 1.367 (3) | C26—H26 | 0.9300 |
O3—H3A | 0.9792 | C27—C28 | 1.386 (5) |
O4—C41 | 1.296 (4) | C27—H27 | 0.9300 |
O5—C41 | 1.232 (4) | C28—C29 | 1.389 (4) |
O6—C45 | 1.350 (4) | C31—C32 | 1.496 (4) |
O6—H6A | 0.9528 | C32—C33 | 1.361 (4) |
N11—C12 | 1.334 (4) | C32—C37 | 1.376 (4) |
N11—C18 | 1.369 (4) | C33—C34 | 1.374 (4) |
N11—H11 | 0.8600 | C33—H33 | 0.9300 |
N13—C12 | 1.307 (4) | C34—C35 | 1.367 (4) |
N13—C19 | 1.399 (4) | C34—H34 | 0.9300 |
N21—C22 | 1.332 (4) | C35—C36 | 1.354 (4) |
N21—C28 | 1.373 (4) | C36—C37 | 1.379 (4) |
N21—H21 | 0.8600 | C36—H36 | 0.9300 |
N23—C22 | 1.320 (4) | C37—H37 | 0.9300 |
N23—C29 | 1.397 (4) | C41—C42 | 1.478 (5) |
C12—H12 | 0.9300 | C42—C47 | 1.386 (4) |
C14—C19 | 1.372 (4) | C42—C43 | 1.386 (4) |
C14—C15 | 1.372 (5) | C43—C44 | 1.371 (4) |
C14—H14 | 0.9300 | C43—H43 | 0.9300 |
C15—C16 | 1.372 (6) | C44—C45 | 1.389 (5) |
C15—H15 | 0.9300 | C44—H44 | 0.9300 |
C16—C17 | 1.345 (5) | C45—C46 | 1.386 (4) |
C16—H16 | 0.9300 | C46—C47 | 1.367 (4) |
C17—C18 | 1.375 (5) | C46—H46 | 0.9300 |
C17—H17 | 0.9300 | C47—H47 | 0.9300 |
C18—C19 | 1.378 (4) | O1W—H1A | 0.9738 |
C22—H22 | 0.9300 | O1W—H1B | 0.9699 |
| | | |
O1—Zn—O4 | 102.03 (10) | C27—C26—H26 | 119.0 |
O1—Zn—N13 | 102.08 (10) | C25—C26—H26 | 119.0 |
O1—Zn—N23 | 112.11 (10) | C26—C27—C28 | 116.6 (4) |
O4—Zn—N13 | 110.52 (10) | C26—C27—H27 | 121.7 |
O4—Zn—N23 | 120.39 (10) | C28—C27—H27 | 121.7 |
N13—Zn—N23 | 108.15 (11) | N21—C28—C27 | 132.6 (3) |
C31—O1—Zn | 127.2 (2) | N21—C28—C29 | 105.7 (3) |
C35—O3—H3A | 111.2 | C27—C28—C29 | 121.6 (3) |
C41—O4—Zn | 108.2 (2) | C24—C29—C28 | 121.1 (3) |
C45—O6—H6A | 110.2 | C24—C29—N23 | 130.3 (3) |
C12—N11—C18 | 108.1 (3) | C28—C29—N23 | 108.6 (3) |
C12—N11—H11 | 125.9 | O2—C31—O1 | 124.1 (3) |
C18—N11—H11 | 125.9 | O2—C31—C32 | 119.1 (3) |
C12—N13—C19 | 104.7 (3) | O1—C31—C32 | 116.8 (3) |
C12—N13—Zn | 123.6 (2) | C33—C32—C37 | 117.3 (3) |
C19—N13—Zn | 131.4 (2) | C33—C32—C31 | 122.5 (3) |
C22—N21—C28 | 107.8 (3) | C37—C32—C31 | 120.2 (3) |
C22—N21—H21 | 126.1 | C32—C33—C34 | 121.3 (3) |
C28—N21—H21 | 126.1 | C32—C33—H33 | 119.3 |
C22—N23—C29 | 105.1 (3) | C34—C33—H33 | 119.3 |
C22—N23—Zn | 128.6 (2) | C35—C34—C33 | 120.4 (3) |
C29—N23—Zn | 126.3 (2) | C35—C34—H34 | 119.8 |
N13—C12—N11 | 112.7 (3) | C33—C34—H34 | 119.8 |
N13—C12—H12 | 123.6 | C36—C35—O3 | 121.5 (3) |
N11—C12—H12 | 123.6 | C36—C35—C34 | 119.4 (3) |
C19—C14—C15 | 117.2 (4) | O3—C35—C34 | 119.1 (3) |
C19—C14—H14 | 121.4 | C35—C36—C37 | 119.7 (3) |
C15—C14—H14 | 121.4 | C35—C36—H36 | 120.2 |
C16—C15—C14 | 122.2 (4) | C37—C36—H36 | 120.2 |
C16—C15—H15 | 118.9 | C32—C37—C36 | 121.8 (3) |
C14—C15—H15 | 118.9 | C32—C37—H37 | 119.1 |
C17—C16—C15 | 121.0 (4) | C36—C37—H37 | 119.1 |
C17—C16—H16 | 119.5 | O5—C41—O4 | 121.6 (3) |
C15—C16—H16 | 119.5 | O5—C41—C42 | 120.9 (3) |
C16—C17—C18 | 117.6 (4) | O4—C41—C42 | 117.4 (3) |
C16—C17—H17 | 121.2 | C47—C42—C43 | 117.8 (3) |
C18—C17—H17 | 121.2 | C47—C42—C41 | 121.7 (3) |
N11—C18—C17 | 133.0 (3) | C43—C42—C41 | 120.5 (3) |
N11—C18—C19 | 105.0 (3) | C44—C43—C42 | 121.2 (3) |
C17—C18—C19 | 122.0 (3) | C44—C43—H43 | 119.4 |
C14—C19—C18 | 120.1 (3) | C42—C43—H43 | 119.4 |
C14—C19—N13 | 130.5 (3) | C43—C44—C45 | 120.1 (3) |
C18—C19—N13 | 109.4 (3) | C43—C44—H44 | 119.9 |
N23—C22—N21 | 112.7 (3) | C45—C44—H44 | 119.9 |
N23—C22—H22 | 123.7 | O6—C45—C46 | 122.7 (3) |
N21—C22—H22 | 123.7 | O6—C45—C44 | 117.9 (3) |
C25—C24—C29 | 117.2 (3) | C46—C45—C44 | 119.3 (3) |
C25—C24—H24 | 121.4 | C47—C46—C45 | 119.6 (3) |
C29—C24—H24 | 121.4 | C47—C46—H46 | 120.2 |
C24—C25—C26 | 121.5 (4) | C45—C46—H46 | 120.2 |
C24—C25—H25 | 119.2 | C46—C47—C42 | 121.9 (3) |
C26—C25—H25 | 119.2 | C46—C47—H47 | 119.0 |
C27—C26—C25 | 122.0 (4) | C42—C47—H47 | 119.0 |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1A···O2 | 0.97 | 2.39 | 3.358 (13) | 174 |
O3—H3A···O4i | 0.98 | 1.77 | 2.701 (3) | 157 |
O6—H6A···O2ii | 0.95 | 1.75 | 2.698 (4) | 174 |
N11—H11···O3iii | 0.86 | 2.04 | 2.895 (4) | 174 |
N21—H21···O2iv | 0.86 | 1.95 | 2.804 (4) | 172 |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x+1, y, −z+3/2; (iii) x+1, −y+1, z+1/2; (iv) −x+3/2, −y+3/2, −z+1. |