In the title complex, [Zn(C
16H
13Br
2NO
3)(C
12H
8N
2)]·2H
2O or [Zn(
L)(phen)]·2H
2O, [
LH
2 = 2-(3,5-dibromo-2-hydroxy-benzylamino)-3-phenylpropionic acid and phen = 1,10-phenanthroline], the Zn
II atom is coordinated in a slightly distorted square-pyramidal geometry by two O atoms and one N atom from an
L2− ligand and two N atoms from a phen ligand. One of the carboxylate O atoms is in the apical position. In the crystal structure, complex molecules are linked into a chain along the
c axis through N—H
O hydrogen bonds; the water molecules are connected to the chains
via O—H
O hydrogen bonds.
Supporting information
CCDC reference: 636196
Key indicators
- Single-crystal X-ray study
- T = 294 K
- Mean (C-C) = 0.010 Å
- R factor = 0.054
- wR factor = 0.165
- Data-to-parameter ratio = 18.6
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT420_ALERT_2_B D-H Without Acceptor O1W - H1WA ... ?
Alert level C
PLAT026_ALERT_3_C Ratio Observed / Unique Reflections too Low .... 45 Perc.
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical . ?
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C13
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 10
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 4
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: C28 H25 Br2 N3 O5 Zn1
Atom count from _chemical_formula_moiety:
0 ALERT level A = In general: serious problem
1 ALERT level B = Potentially serious problem
6 ALERT level C = Check and explain
1 ALERT level G = General alerts; check
3 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
2 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: SMART (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.
{2-[(3,5-Dibromo-2-oxidophenyl)methylamino]-3-phenylpropanoato-k
3N,
O,
O'} (1,10-phenanthroline-k
2N,
N')zinc(II) dihydrate
top
Crystal data top
[Zn(C16H13Br2NO3)(C12H8N2)]·2H2O | F(000) = 1416 |
Mr = 708.72 | Dx = 1.655 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 5694 reflections |
a = 9.5929 (11) Å | θ = 1–27.5° |
b = 25.969 (3) Å | µ = 3.72 mm−1 |
c = 11.9430 (13) Å | T = 294 K |
β = 107.101 (2)° | Plate, colourless |
V = 2843.7 (6) Å3 | 0.34 × 0.28 × 0.10 mm |
Z = 4 | |
Data collection top
Bruker SMART CCD area-detector diffractometer | 6547 independent reflections |
Radiation source: fine-focus sealed tube | 2965 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.087 |
φ and ω scans | θmax = 27.6°, θmin = 1.6° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −12→11 |
Tmin = 0.299, Tmax = 0.690 | k = −33→32 |
18930 measured reflections | l = −12→15 |
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)] = 0.054 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.165 | H-atom parameters constrained |
S = 0.97 | w = 1/[σ2(Fo2) + (0.0638P)2 + 3.5289P] where P = (Fo2 + 2Fc2)/3 |
6547 reflections | (Δ/σ)max = 0.001 |
352 parameters | Δρmax = 0.93 e Å−3 |
0 restraints | Δρmin = −1.19 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 | |
Br1 | 0.49859 (9) | 0.00194 (3) | 0.81733 (7) | 0.0637 (3) | |
Br2 | 0.80993 (14) | 0.14671 (4) | 1.15012 (8) | 0.1247 (5) | |
Zn1 | 0.23347 (8) | 0.13833 (3) | 0.62993 (6) | 0.0379 (2) | |
O1 | 0.2344 (5) | 0.17181 (17) | 0.4732 (3) | 0.0489 (11) | |
O2 | 0.4166 (5) | 0.09892 (16) | 0.6683 (3) | 0.0469 (11) | |
O3 | 0.2689 (6) | 0.2474 (2) | 0.3979 (4) | 0.0783 (17) | |
N1 | 0.3210 (5) | 0.20988 (18) | 0.6926 (4) | 0.0366 (12) | |
H1B | 0.2934 | 0.2197 | 0.7561 | 0.044* | |
N2 | 0.1735 (5) | 0.11288 (18) | 0.7854 (4) | 0.0405 (12) | |
N3 | 0.0548 (5) | 0.09340 (18) | 0.5547 (4) | 0.0378 (12) | |
C1 | 0.2691 (7) | 0.2463 (2) | 0.5956 (5) | 0.0420 (16) | |
H1A | 0.3401 | 0.2744 | 0.6067 | 0.050* | |
C2 | 0.2575 (7) | 0.2205 (3) | 0.4794 (6) | 0.0484 (17) | |
C3 | 0.1207 (7) | 0.2695 (2) | 0.5940 (6) | 0.0516 (18) | |
H3A | 0.1344 | 0.2887 | 0.6661 | 0.062* | |
H3B | 0.0929 | 0.2941 | 0.5300 | 0.062* | |
C4 | −0.0049 (7) | 0.2332 (2) | 0.5814 (6) | 0.0476 (17) | |
C5 | −0.0951 (8) | 0.2193 (3) | 0.4717 (7) | 0.062 (2) | |
H5A | −0.0742 | 0.2310 | 0.4048 | 0.074* | |
C6 | −0.2152 (9) | 0.1884 (3) | 0.4604 (8) | 0.073 (2) | |
H6A | −0.2754 | 0.1796 | 0.3865 | 0.088* | |
C7 | −0.2457 (9) | 0.1704 (3) | 0.5596 (10) | 0.078 (3) | |
H7A | −0.3266 | 0.1495 | 0.5524 | 0.094* | |
C8 | −0.1566 (9) | 0.1834 (3) | 0.6692 (8) | 0.072 (2) | |
H8A | −0.1762 | 0.1709 | 0.7359 | 0.086* | |
C9 | −0.0377 (8) | 0.2151 (3) | 0.6795 (6) | 0.0522 (18) | |
H9A | 0.0209 | 0.2245 | 0.7535 | 0.063* | |
C10 | 0.4826 (7) | 0.2039 (2) | 0.7227 (5) | 0.0440 (16) | |
H10A | 0.5287 | 0.2360 | 0.7552 | 0.053* | |
H10B | 0.5087 | 0.1969 | 0.6517 | 0.053* | |
C11 | 0.5404 (7) | 0.1610 (2) | 0.8098 (5) | 0.0408 (15) | |
C12 | 0.6298 (7) | 0.1712 (3) | 0.9208 (6) | 0.0557 (19) | |
H12A | 0.6551 | 0.2050 | 0.9433 | 0.067* | |
C13 | 0.6818 (8) | 0.1321 (3) | 0.9982 (6) | 0.064 (2) | |
C14 | 0.6452 (8) | 0.0819 (3) | 0.9693 (6) | 0.060 (2) | |
H14A | 0.6800 | 0.0556 | 1.0231 | 0.072* | |
C15 | 0.5544 (7) | 0.0711 (2) | 0.8572 (6) | 0.0467 (17) | |
C16 | 0.5010 (7) | 0.1098 (2) | 0.7747 (5) | 0.0409 (15) | |
C17 | −0.0040 (7) | 0.0856 (2) | 0.4407 (6) | 0.0442 (16) | |
H17A | 0.0360 | 0.1025 | 0.3887 | 0.053* | |
C18 | −0.1242 (7) | 0.0530 (3) | 0.3956 (6) | 0.0541 (19) | |
H18A | −0.1610 | 0.0476 | 0.3153 | 0.065* | |
C19 | −0.1859 (7) | 0.0297 (3) | 0.4709 (6) | 0.0530 (19) | |
H19A | −0.2657 | 0.0081 | 0.4422 | 0.064* | |
C20 | −0.1297 (7) | 0.0379 (2) | 0.5924 (6) | 0.0441 (16) | |
C21 | −0.1875 (8) | 0.0148 (3) | 0.6765 (7) | 0.061 (2) | |
H21A | −0.2668 | −0.0074 | 0.6521 | 0.073* | |
C22 | −0.1285 (8) | 0.0246 (3) | 0.7922 (7) | 0.061 (2) | |
H22A | −0.1692 | 0.0093 | 0.8457 | 0.073* | |
C23 | −0.0054 (7) | 0.0578 (2) | 0.8343 (6) | 0.0491 (17) | |
C24 | 0.0608 (8) | 0.0701 (3) | 0.9526 (6) | 0.060 (2) | |
H24A | 0.0233 | 0.0563 | 1.0096 | 0.072* | |
C25 | 0.1778 (8) | 0.1017 (3) | 0.9852 (6) | 0.0541 (19) | |
H25A | 0.2211 | 0.1097 | 1.0636 | 0.065* | |
C26 | 0.2320 (8) | 0.1219 (2) | 0.8973 (5) | 0.0488 (17) | |
H26A | 0.3142 | 0.1428 | 0.9199 | 0.059* | |
C27 | 0.0568 (6) | 0.0803 (2) | 0.7530 (5) | 0.0386 (15) | |
C28 | −0.0062 (6) | 0.0704 (2) | 0.6306 (6) | 0.0385 (15) | |
O1W | 0.3519 (11) | 0.1287 (3) | 0.2945 (6) | 0.170 (4) | |
H1WB | 0.3355 | 0.1554 | 0.3295 | 0.204* | |
H1WA | 0.2623 | 0.1215 | 0.2777 | 0.204* | |
O2W | 0.4820 (5) | 0.0545 (2) | 0.4845 (5) | 0.0827 (17) | |
H2WB | 0.4535 | 0.0790 | 0.4345 | 0.099* | |
H2WA | 0.4737 | 0.0641 | 0.5503 | 0.099* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Br1 | 0.0648 (5) | 0.0493 (4) | 0.0709 (5) | −0.0102 (4) | 0.0103 (4) | 0.0024 (4) |
Br2 | 0.1705 (11) | 0.1065 (8) | 0.0534 (6) | −0.0640 (8) | −0.0352 (6) | 0.0164 (5) |
Zn1 | 0.0434 (4) | 0.0370 (4) | 0.0331 (4) | −0.0036 (3) | 0.0109 (3) | −0.0011 (3) |
O1 | 0.062 (3) | 0.055 (3) | 0.031 (2) | −0.004 (2) | 0.017 (2) | 0.002 (2) |
O2 | 0.047 (3) | 0.058 (3) | 0.031 (2) | 0.009 (2) | 0.005 (2) | −0.010 (2) |
O3 | 0.109 (4) | 0.087 (4) | 0.044 (3) | −0.009 (3) | 0.030 (3) | 0.029 (3) |
N1 | 0.045 (3) | 0.040 (3) | 0.029 (3) | −0.003 (2) | 0.017 (2) | 0.004 (2) |
N2 | 0.043 (3) | 0.037 (3) | 0.042 (3) | −0.006 (2) | 0.013 (3) | 0.004 (2) |
N3 | 0.042 (3) | 0.036 (3) | 0.033 (3) | 0.002 (2) | 0.008 (2) | 0.000 (2) |
C1 | 0.051 (4) | 0.034 (3) | 0.046 (4) | −0.006 (3) | 0.022 (3) | 0.009 (3) |
C2 | 0.049 (4) | 0.059 (4) | 0.042 (4) | 0.001 (4) | 0.020 (3) | 0.015 (4) |
C3 | 0.055 (4) | 0.038 (4) | 0.062 (4) | 0.004 (3) | 0.018 (4) | 0.009 (3) |
C4 | 0.051 (4) | 0.039 (4) | 0.057 (5) | 0.007 (3) | 0.024 (4) | −0.001 (3) |
C5 | 0.053 (5) | 0.066 (5) | 0.066 (5) | 0.015 (4) | 0.017 (4) | 0.002 (4) |
C6 | 0.047 (5) | 0.080 (6) | 0.088 (7) | 0.018 (4) | 0.012 (5) | −0.010 (5) |
C7 | 0.053 (5) | 0.054 (5) | 0.137 (9) | 0.017 (4) | 0.043 (6) | 0.000 (6) |
C8 | 0.065 (6) | 0.067 (5) | 0.097 (7) | 0.024 (5) | 0.047 (5) | 0.003 (5) |
C9 | 0.054 (5) | 0.049 (4) | 0.057 (5) | 0.002 (4) | 0.020 (4) | −0.003 (3) |
C10 | 0.045 (4) | 0.045 (4) | 0.041 (4) | −0.011 (3) | 0.010 (3) | 0.001 (3) |
C11 | 0.042 (4) | 0.048 (4) | 0.033 (3) | −0.008 (3) | 0.012 (3) | 0.000 (3) |
C12 | 0.057 (5) | 0.061 (4) | 0.046 (4) | −0.024 (4) | 0.009 (3) | 0.000 (4) |
C13 | 0.070 (5) | 0.068 (5) | 0.041 (4) | −0.028 (4) | −0.003 (4) | 0.006 (4) |
C14 | 0.056 (5) | 0.063 (5) | 0.053 (5) | −0.011 (4) | 0.004 (4) | 0.019 (4) |
C15 | 0.042 (4) | 0.050 (4) | 0.045 (4) | −0.007 (3) | 0.007 (3) | 0.001 (3) |
C16 | 0.039 (4) | 0.049 (4) | 0.040 (4) | 0.003 (3) | 0.019 (3) | 0.002 (3) |
C17 | 0.047 (4) | 0.039 (3) | 0.043 (4) | 0.001 (3) | 0.008 (3) | −0.002 (3) |
C18 | 0.044 (4) | 0.058 (4) | 0.052 (4) | 0.002 (4) | 0.001 (4) | −0.007 (4) |
C19 | 0.037 (4) | 0.048 (4) | 0.063 (5) | −0.003 (3) | −0.003 (4) | −0.002 (4) |
C20 | 0.037 (4) | 0.038 (3) | 0.053 (4) | 0.000 (3) | 0.007 (3) | 0.007 (3) |
C21 | 0.041 (4) | 0.054 (4) | 0.083 (6) | −0.011 (3) | 0.010 (4) | 0.011 (4) |
C22 | 0.043 (4) | 0.071 (5) | 0.072 (5) | −0.011 (4) | 0.020 (4) | 0.020 (4) |
C23 | 0.047 (4) | 0.048 (4) | 0.054 (4) | 0.006 (3) | 0.018 (3) | 0.014 (3) |
C24 | 0.072 (5) | 0.064 (5) | 0.048 (5) | 0.004 (4) | 0.026 (4) | 0.019 (4) |
C25 | 0.068 (5) | 0.055 (4) | 0.037 (4) | −0.001 (4) | 0.013 (4) | 0.004 (3) |
C26 | 0.070 (5) | 0.043 (4) | 0.034 (4) | 0.005 (3) | 0.016 (3) | 0.002 (3) |
C27 | 0.039 (4) | 0.038 (3) | 0.036 (4) | 0.005 (3) | 0.008 (3) | 0.008 (3) |
C28 | 0.034 (4) | 0.030 (3) | 0.051 (4) | 0.003 (3) | 0.011 (3) | 0.006 (3) |
O1W | 0.247 (10) | 0.170 (8) | 0.087 (5) | 0.108 (7) | 0.040 (6) | −0.011 (5) |
O2W | 0.080 (4) | 0.098 (4) | 0.071 (4) | 0.010 (3) | 0.023 (3) | −0.025 (3) |
Geometric parameters (Å, º) top
Br1—C15 | 1.896 (6) | C10—H10A | 0.97 |
Br2—C13 | 1.907 (7) | C10—H10B | 0.97 |
Zn1—O2 | 1.968 (4) | C11—C12 | 1.376 (8) |
Zn1—N3 | 2.049 (5) | C11—C16 | 1.413 (8) |
Zn1—O1 | 2.067 (4) | C12—C13 | 1.365 (9) |
Zn1—N1 | 2.085 (5) | C12—H12A | 0.93 |
Zn1—N2 | 2.201 (5) | C13—C14 | 1.368 (10) |
O1—C2 | 1.282 (8) | C14—C15 | 1.394 (9) |
O2—C16 | 1.320 (7) | C14—H14A | 0.93 |
O3—C2 | 1.228 (7) | C15—C16 | 1.394 (8) |
N1—C1 | 1.464 (7) | C17—C18 | 1.404 (8) |
N1—C10 | 1.492 (7) | C17—H17A | 0.93 |
N1—H1B | 0.91 | C18—C19 | 1.357 (9) |
N2—C26 | 1.310 (8) | C18—H18A | 0.93 |
N2—C27 | 1.365 (7) | C19—C20 | 1.407 (9) |
N3—C17 | 1.327 (7) | C19—H19A | 0.93 |
N3—C28 | 1.354 (7) | C20—C28 | 1.415 (8) |
C1—C2 | 1.516 (9) | C20—C21 | 1.417 (9) |
C1—C3 | 1.541 (9) | C21—C22 | 1.354 (10) |
C1—H1A | 0.98 | C21—H21A | 0.93 |
C3—C4 | 1.502 (9) | C22—C23 | 1.429 (9) |
C3—H3A | 0.97 | C22—H22A | 0.93 |
C3—H3B | 0.97 | C23—C24 | 1.406 (9) |
C4—C9 | 1.382 (9) | C23—C27 | 1.408 (9) |
C4—C5 | 1.390 (9) | C24—C25 | 1.351 (9) |
C5—C6 | 1.377 (10) | C24—H24A | 0.93 |
C5—H5A | 0.93 | C25—C26 | 1.403 (9) |
C6—C7 | 1.383 (12) | C25—H25A | 0.93 |
C6—H6A | 0.93 | C26—H26A | 0.93 |
C7—C8 | 1.378 (11) | C27—C28 | 1.432 (8) |
C7—H7A | 0.93 | O1W—H1WB | 0.85 |
C8—C9 | 1.383 (10) | O1W—H1WA | 0.84 |
C8—H8A | 0.93 | O2W—H2WB | 0.86 |
C9—H9A | 0.93 | O2W—H2WA | 0.85 |
C10—C11 | 1.513 (8) | | |
| | | |
O2—Zn1—N3 | 112.36 (18) | N1—C10—H10B | 109.0 |
O2—Zn1—O1 | 100.86 (18) | C11—C10—H10B | 109.0 |
N3—Zn1—O1 | 93.93 (18) | H10A—C10—H10B | 107.8 |
O2—Zn1—N1 | 98.17 (18) | C12—C11—C16 | 120.2 (6) |
N3—Zn1—N1 | 149.45 (19) | C12—C11—C10 | 121.3 (6) |
O1—Zn1—N1 | 80.90 (17) | C16—C11—C10 | 118.5 (5) |
O2—Zn1—N2 | 94.83 (18) | C13—C12—C11 | 120.7 (6) |
N3—Zn1—N2 | 78.83 (19) | C13—C12—H12A | 119.7 |
O1—Zn1—N2 | 164.26 (18) | C11—C12—H12A | 119.7 |
N1—Zn1—N2 | 98.17 (18) | C12—C13—C14 | 121.5 (6) |
C2—O1—Zn1 | 114.2 (4) | C12—C13—Br2 | 120.1 (5) |
C16—O2—Zn1 | 111.5 (4) | C14—C13—Br2 | 118.4 (5) |
C1—N1—C10 | 110.2 (4) | C13—C14—C15 | 118.3 (6) |
C1—N1—Zn1 | 106.5 (3) | C13—C14—H14A | 120.8 |
C10—N1—Zn1 | 105.9 (4) | C15—C14—H14A | 120.8 |
C1—N1—H1B | 111.4 | C14—C15—C16 | 122.1 (6) |
C10—N1—H1B | 111.4 | C14—C15—Br1 | 118.8 (5) |
Zn1—N1—H1B | 111.3 | C16—C15—Br1 | 119.1 (5) |
C26—N2—C27 | 118.0 (6) | O2—C16—C15 | 121.4 (6) |
C26—N2—Zn1 | 131.9 (4) | O2—C16—C11 | 121.4 (5) |
C27—N2—Zn1 | 110.0 (4) | C15—C16—C11 | 117.2 (6) |
C17—N3—C28 | 118.8 (5) | N3—C17—C18 | 122.6 (6) |
C17—N3—Zn1 | 125.8 (4) | N3—C17—H17A | 118.7 |
C28—N3—Zn1 | 115.4 (4) | C18—C17—H17A | 118.7 |
N1—C1—C2 | 110.9 (5) | C19—C18—C17 | 118.9 (7) |
N1—C1—C3 | 111.2 (5) | C19—C18—H18A | 120.5 |
C2—C1—C3 | 110.1 (5) | C17—C18—H18A | 120.5 |
N1—C1—H1A | 108.2 | C18—C19—C20 | 120.4 (6) |
C2—C1—H1A | 108.2 | C18—C19—H19A | 119.8 |
C3—C1—H1A | 108.2 | C20—C19—H19A | 119.8 |
O3—C2—O1 | 124.7 (7) | C19—C20—C28 | 117.0 (6) |
O3—C2—C1 | 118.4 (6) | C19—C20—C21 | 123.7 (6) |
O1—C2—C1 | 116.9 (5) | C28—C20—C21 | 119.3 (6) |
C4—C3—C1 | 117.8 (5) | C22—C21—C20 | 120.7 (6) |
C4—C3—H3A | 107.9 | C22—C21—H21A | 119.6 |
C1—C3—H3A | 107.9 | C20—C21—H21A | 119.6 |
C4—C3—H3B | 107.9 | C21—C22—C23 | 121.8 (7) |
C1—C3—H3B | 107.9 | C21—C22—H22A | 119.1 |
H3A—C3—H3B | 107.2 | C23—C22—H22A | 119.1 |
C9—C4—C5 | 118.5 (7) | C24—C23—C27 | 116.2 (6) |
C9—C4—C3 | 120.3 (6) | C24—C23—C22 | 125.0 (7) |
C5—C4—C3 | 121.1 (6) | C27—C23—C22 | 118.8 (7) |
C6—C5—C4 | 121.0 (7) | C25—C24—C23 | 121.3 (7) |
C6—C5—H5A | 119.5 | C25—C24—H24A | 119.4 |
C4—C5—H5A | 119.5 | C23—C24—H24A | 119.4 |
C5—C6—C7 | 119.7 (8) | C24—C25—C26 | 118.1 (7) |
C5—C6—H6A | 120.2 | C24—C25—H25A | 120.9 |
C7—C6—H6A | 120.2 | C26—C25—H25A | 120.9 |
C8—C7—C6 | 120.1 (8) | N2—C26—C25 | 123.7 (7) |
C8—C7—H7A | 119.9 | N2—C26—H26A | 118.2 |
C6—C7—H7A | 119.9 | C25—C26—H26A | 118.2 |
C7—C8—C9 | 119.7 (8) | N2—C27—C23 | 122.7 (6) |
C7—C8—H8A | 120.1 | N2—C27—C28 | 117.8 (5) |
C9—C8—H8A | 120.1 | C23—C27—C28 | 119.4 (6) |
C4—C9—C8 | 121.0 (7) | N3—C28—C20 | 122.2 (6) |
C4—C9—H9A | 119.5 | N3—C28—C27 | 117.9 (5) |
C8—C9—H9A | 119.5 | C20—C28—C27 | 119.9 (6) |
N1—C10—C11 | 112.8 (5) | H1WB—O1W—H1WA | 88.6 |
N1—C10—H10A | 109.0 | H2WB—O2W—H2WA | 109.2 |
C11—C10—H10A | 109.0 | | |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1B···O3i | 0.91 | 1.97 | 2.865 (7) | 167 |
O1W—H1WB···O1 | 0.85 | 2.25 | 2.914 (9) | 136 |
O2W—H2WB···O1W | 0.86 | 2.11 | 2.958 (9) | 169 |
O2W—H2WA···O2 | 0.85 | 1.89 | 2.712 (6) | 163 |
Symmetry code: (i) x, −y+1/2, z+1/2. |