In the title compound, [Co(C2H3O2)2(C16H32N4)]I3, (I), the Co atom is six-coordinated by four N atoms from the tetradentate cyclotetradecadiene ligand and two O atoms from two acetate ligands. The CoN4O2 coordination is octahedral. There are two independent centrosymmetric cations, and the anion lies in a general position.
Supporting information
CCDC reference: 245142
Key indicators
- Single-crystal X-ray study
- T = 293 K
- R factor = 0.028
- wR factor = 0.071
- Data-to-parameter ratio = 18.9
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ?
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ?
PLAT380_ALERT_4_C Incorrectly Oriented X(sp2)-Methyl Moiety ...... C20
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 1
C20 H38 Co N4 O4
0 ALERT level A = In general: serious problem
0 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
0 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
3 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 1997); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL, PARST (Nardelli, 1995) and PLATON (Spek, 1990).
Diacetato(5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradeca-1,8-
diene)cobalt(III) triiodide
top
Crystal data top
[Co(C2H3O2)2(C16H32N4)]I3 | F(000) = 1616 |
Mr = 838.17 | Dx = 1.938 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 14.807 (3) Å | Cell parameters from 3657 reflections |
b = 9.7061 (18) Å | θ = 2.3–26.2° |
c = 20.218 (4) Å | µ = 3.85 mm−1 |
β = 98.589 (3)° | T = 293 K |
V = 2873.2 (9) Å3 | Diamond, purple |
Z = 4 | 0.34 × 0.17 × 0.07 mm |
Data collection top
Simens SMART CCD area detector diffractometer | 5656 independent reflections |
Radiation source: fine-focus sealed tube | 4693 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.018 |
Detector resolution: 8.33 pixels mm-1 | θmax = 26.2°, θmin = 2.0° |
ω scans | h = −18→12 |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | k = −9→11 |
Tmin = 0.351, Tmax = 0.767 | l = −24→24 |
15682 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)] = 0.028 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.071 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.0344P)2 + 1.6532P] where P = (Fo2 + 2Fc2)/3 |
5656 reflections | (Δ/σ)max = 0.002 |
300 parameters | Δρmax = 0.66 e Å−3 |
0 restraints | Δρmin = −0.40 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 | |
I1 | 0.72168 (2) | 0.29171 (3) | 0.313713 (15) | 0.07831 (10) | |
I2 | 0.743465 (15) | 0.55713 (3) | 0.248211 (11) | 0.05948 (9) | |
I3 | 0.770407 (19) | 0.81075 (3) | 0.177762 (12) | 0.07069 (10) | |
Co1 | 1.5000 | 0.5000 | 0.5000 | 0.03152 (12) | |
Co2 | 1.0000 | 0.0000 | 0.5000 | 0.02949 (12) | |
O1 | 1.37309 (13) | 0.4742 (2) | 0.50398 (11) | 0.0413 (5) | |
O2 | 1.00432 (14) | 0.1733 (2) | 0.45476 (10) | 0.0408 (5) | |
O3 | 1.34901 (15) | 0.2485 (2) | 0.51361 (13) | 0.0584 (6) | |
O4 | 0.9188 (2) | 0.3193 (2) | 0.50294 (13) | 0.0691 (8) | |
N1 | 1.48610 (16) | 0.4465 (3) | 0.40608 (12) | 0.0382 (5) | |
N2 | 1.47031 (16) | 0.6952 (2) | 0.48081 (12) | 0.0369 (5) | |
H2 | 1.5260 | 0.7358 | 0.4829 | 0.037* | |
N3 | 0.87527 (15) | −0.0314 (2) | 0.45848 (11) | 0.0343 (5) | |
N4 | 1.05578 (15) | −0.0811 (2) | 0.42595 (11) | 0.0347 (5) | |
H4 | 1.0696 | −0.1685 | 0.4402 | 0.035* | |
C1 | 1.4657 (3) | 0.4713 (4) | 0.28377 (16) | 0.0646 (10) | |
H1A | 1.5206 | 0.4918 | 0.2658 | 0.065* | |
H1B | 1.4147 | 0.5151 | 0.2570 | 0.065* | |
H1C | 1.4562 | 0.3734 | 0.2835 | 0.065* | |
C2 | 1.4743 (2) | 0.5238 (3) | 0.35432 (15) | 0.0443 (7) | |
C3 | 1.4711 (2) | 0.6775 (4) | 0.36055 (16) | 0.0528 (8) | |
H3A | 1.4433 | 0.7141 | 0.3177 | 0.053* | |
H3B | 1.5336 | 0.7107 | 0.3685 | 0.053* | |
C4 | 1.4210 (2) | 0.7397 (3) | 0.41426 (16) | 0.0458 (7) | |
C5 | 1.3210 (2) | 0.6970 (4) | 0.40225 (17) | 0.0548 (9) | |
H5A | 1.3168 | 0.5983 | 0.4005 | 0.055* | |
H5B | 1.2919 | 0.7350 | 0.3606 | 0.055* | |
H5C | 1.2912 | 0.7307 | 0.4381 | 0.055* | |
C6 | 1.4287 (3) | 0.8981 (4) | 0.4088 (2) | 0.0688 (11) | |
H6A | 1.3934 | 0.9411 | 0.4392 | 0.069* | |
H6B | 1.4061 | 0.9265 | 0.3639 | 0.069* | |
H6C | 1.4915 | 0.9250 | 0.4200 | 0.069* | |
C7 | 1.4977 (2) | 0.2962 (3) | 0.40019 (16) | 0.0472 (8) | |
H7A | 1.5207 | 0.2743 | 0.3590 | 0.047* | |
H7B | 1.4397 | 0.2497 | 0.3999 | 0.047* | |
C8 | 1.5646 (2) | 0.2509 (3) | 0.45942 (16) | 0.0458 (7) | |
H8A | 1.5686 | 0.1512 | 0.4611 | 0.046* | |
H8B | 1.6249 | 0.2879 | 0.4568 | 0.046* | |
C9 | 1.3227 (2) | 0.3687 (3) | 0.50999 (15) | 0.0424 (7) | |
C10 | 1.2248 (2) | 0.4032 (4) | 0.5133 (2) | 0.0593 (9) | |
H10A | 1.1875 | 0.3237 | 0.5012 | 0.059* | |
H10B | 1.2057 | 0.4771 | 0.4828 | 0.059* | |
H10C | 1.2187 | 0.4310 | 0.5580 | 0.059* | |
C11 | 0.7494 (2) | −0.0967 (4) | 0.37088 (17) | 0.0530 (8) | |
H11A | 0.7315 | −0.1907 | 0.3616 | 0.053* | |
H11B | 0.7425 | −0.0455 | 0.3298 | 0.053* | |
H11C | 0.7115 | −0.0569 | 0.4005 | 0.053* | |
C12 | 0.8475 (2) | −0.0923 (3) | 0.40330 (15) | 0.0408 (7) | |
C13 | 0.9133 (2) | −0.1714 (3) | 0.36710 (16) | 0.0460 (7) | |
H13A | 0.8814 | −0.1962 | 0.3233 | 0.046* | |
H13B | 0.9285 | −0.2566 | 0.3913 | 0.046* | |
C14 | 1.0020 (2) | −0.1017 (3) | 0.35733 (14) | 0.0402 (7) | |
C15 | 0.9844 (2) | 0.0316 (4) | 0.31841 (16) | 0.0551 (9) | |
H15A | 0.9482 | 0.0919 | 0.3415 | 0.055* | |
H15B | 0.9522 | 0.0121 | 0.2746 | 0.055* | |
H15C | 1.0415 | 0.0753 | 0.3145 | 0.055* | |
C16 | 1.0547 (3) | −0.2025 (4) | 0.31823 (17) | 0.0580 (9) | |
H16A | 1.1108 | −0.1605 | 0.3102 | 0.058* | |
H16B | 1.0181 | −0.2246 | 0.2763 | 0.058* | |
H16C | 1.0681 | −0.2852 | 0.3439 | 0.058* | |
C17 | 0.8093 (2) | 0.0227 (3) | 0.49979 (15) | 0.0437 (7) | |
H17A | 0.7540 | −0.0323 | 0.4934 | 0.044* | |
H17B | 0.7934 | 0.1171 | 0.4874 | 0.044* | |
C18 | 0.8541 (2) | 0.0158 (3) | 0.57140 (15) | 0.0430 (7) | |
H18A | 0.8177 | 0.0645 | 0.6000 | 0.043* | |
H18B | 0.8607 | −0.0793 | 0.5862 | 0.043* | |
C19 | 0.9650 (2) | 0.2893 (3) | 0.45977 (15) | 0.0410 (7) | |
C20 | 0.9807 (3) | 0.3935 (3) | 0.40775 (18) | 0.0555 (9) | |
H20A | 0.9231 | 0.4209 | 0.3830 | 0.055* | |
H20B | 1.0180 | 0.3536 | 0.3778 | 0.055* | |
H20C | 1.0110 | 0.4727 | 0.4292 | 0.055* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
I1 | 0.06814 (19) | 0.0837 (2) | 0.0838 (2) | −0.01460 (15) | 0.01380 (15) | −0.00436 (15) |
I2 | 0.04590 (14) | 0.07755 (18) | 0.05422 (15) | −0.00504 (11) | 0.00491 (10) | −0.02104 (12) |
I3 | 0.06798 (18) | 0.0887 (2) | 0.05275 (15) | 0.01068 (14) | 0.00023 (12) | 0.00215 (13) |
Co1 | 0.0269 (3) | 0.0310 (3) | 0.0361 (3) | 0.0009 (2) | 0.0029 (2) | 0.0031 (2) |
Co2 | 0.0293 (3) | 0.0252 (3) | 0.0343 (3) | 0.0003 (2) | 0.0058 (2) | −0.0029 (2) |
O1 | 0.0286 (10) | 0.0385 (11) | 0.0563 (13) | −0.0010 (9) | 0.0044 (9) | 0.0039 (9) |
O2 | 0.0455 (12) | 0.0291 (11) | 0.0493 (12) | 0.0020 (9) | 0.0118 (10) | 0.0039 (9) |
O3 | 0.0431 (13) | 0.0424 (14) | 0.0906 (18) | −0.0052 (11) | 0.0131 (12) | 0.0081 (12) |
O4 | 0.096 (2) | 0.0418 (14) | 0.0757 (17) | 0.0245 (13) | 0.0350 (16) | 0.0082 (12) |
N1 | 0.0332 (13) | 0.0412 (14) | 0.0393 (13) | 0.0023 (11) | 0.0030 (10) | 0.0001 (11) |
N2 | 0.0321 (13) | 0.0335 (13) | 0.0441 (13) | 0.0018 (10) | 0.0024 (10) | 0.0037 (10) |
N3 | 0.0319 (12) | 0.0308 (12) | 0.0408 (13) | −0.0009 (10) | 0.0069 (10) | −0.0017 (10) |
N4 | 0.0366 (13) | 0.0311 (12) | 0.0372 (12) | −0.0004 (10) | 0.0081 (10) | −0.0040 (10) |
C1 | 0.071 (3) | 0.081 (3) | 0.0416 (19) | 0.015 (2) | 0.0074 (17) | 0.0035 (18) |
C2 | 0.0331 (16) | 0.059 (2) | 0.0405 (16) | 0.0064 (14) | 0.0036 (13) | 0.0038 (15) |
C3 | 0.053 (2) | 0.059 (2) | 0.0445 (17) | 0.0013 (16) | 0.0028 (15) | 0.0152 (16) |
C4 | 0.0424 (17) | 0.0398 (17) | 0.0522 (18) | 0.0038 (14) | −0.0028 (14) | 0.0121 (14) |
C5 | 0.0438 (19) | 0.057 (2) | 0.060 (2) | 0.0147 (16) | −0.0048 (16) | 0.0027 (17) |
C6 | 0.082 (3) | 0.044 (2) | 0.076 (3) | 0.0057 (19) | −0.004 (2) | 0.0169 (19) |
C7 | 0.053 (2) | 0.0408 (18) | 0.0479 (18) | 0.0008 (14) | 0.0065 (15) | −0.0062 (14) |
C8 | 0.0472 (18) | 0.0341 (16) | 0.0568 (19) | 0.0071 (14) | 0.0100 (15) | −0.0033 (14) |
C9 | 0.0341 (16) | 0.049 (2) | 0.0445 (17) | −0.0054 (14) | 0.0060 (13) | 0.0018 (14) |
C10 | 0.0346 (17) | 0.061 (2) | 0.083 (3) | −0.0040 (16) | 0.0109 (17) | 0.0059 (19) |
C11 | 0.0416 (18) | 0.065 (2) | 0.0495 (18) | −0.0068 (16) | −0.0013 (14) | 0.0000 (16) |
C12 | 0.0389 (16) | 0.0404 (17) | 0.0423 (16) | −0.0069 (13) | 0.0034 (13) | 0.0031 (13) |
C13 | 0.0497 (18) | 0.0457 (18) | 0.0411 (16) | −0.0061 (15) | 0.0021 (14) | −0.0083 (14) |
C14 | 0.0461 (17) | 0.0413 (17) | 0.0338 (15) | −0.0019 (13) | 0.0084 (13) | −0.0050 (13) |
C15 | 0.061 (2) | 0.060 (2) | 0.0426 (18) | −0.0035 (17) | 0.0029 (16) | 0.0035 (15) |
C16 | 0.064 (2) | 0.063 (2) | 0.0493 (19) | −0.0022 (18) | 0.0163 (17) | −0.0177 (17) |
C17 | 0.0312 (15) | 0.0450 (18) | 0.0548 (18) | 0.0004 (13) | 0.0063 (13) | −0.0093 (14) |
C18 | 0.0379 (16) | 0.0466 (18) | 0.0473 (17) | −0.0007 (13) | 0.0151 (13) | −0.0036 (14) |
C19 | 0.0451 (17) | 0.0309 (16) | 0.0455 (17) | 0.0006 (13) | 0.0016 (14) | −0.0031 (13) |
C20 | 0.065 (2) | 0.0368 (18) | 0.064 (2) | −0.0012 (16) | 0.0063 (18) | 0.0110 (16) |
Geometric parameters (Å, º) top
I1—I2 | 2.9364 (6) | C5—H5C | 0.9600 |
I2—I3 | 2.9012 (6) | C6—H6A | 0.9600 |
Co1—O1i | 1.9095 (19) | C6—H6B | 0.9600 |
Co1—O1 | 1.9095 (19) | C6—H6C | 0.9600 |
Co1—N1 | 1.950 (2) | C7—C8 | 1.501 (4) |
Co1—N1i | 1.950 (2) | C7—H7A | 0.9700 |
Co1—N2 | 1.970 (2) | C7—H7B | 0.9700 |
Co1—N2i | 1.970 (2) | C8—N2i | 1.480 (4) |
Co2—O2ii | 1.920 (2) | C8—H8A | 0.9700 |
Co2—O2 | 1.920 (2) | C8—H8B | 0.9700 |
Co2—N3 | 1.935 (2) | C9—C10 | 1.499 (4) |
Co2—N3ii | 1.935 (2) | C10—H10A | 0.9600 |
Co2—N4 | 1.978 (2) | C10—H10B | 0.9600 |
Co2—N4ii | 1.978 (2) | C10—H10C | 0.9600 |
O1—C9 | 1.283 (4) | C11—C12 | 1.502 (4) |
O2—C19 | 1.279 (3) | C11—H11A | 0.9600 |
O3—C9 | 1.229 (4) | C11—H11B | 0.9600 |
O4—C19 | 1.221 (4) | C11—H11C | 0.9600 |
N1—C2 | 1.278 (4) | C12—C13 | 1.513 (4) |
N1—C7 | 1.476 (4) | C13—C14 | 1.517 (4) |
N2—C8i | 1.480 (4) | C13—H13A | 0.9700 |
N2—C4 | 1.496 (4) | C13—H13B | 0.9700 |
N2—H2 | 0.9100 | C14—C15 | 1.516 (4) |
N3—C12 | 1.276 (4) | C14—C16 | 1.541 (4) |
N3—C17 | 1.473 (4) | C15—H15A | 0.9600 |
N4—C18ii | 1.472 (4) | C15—H15B | 0.9600 |
N4—C14 | 1.506 (4) | C15—H15C | 0.9600 |
N4—H4 | 0.9100 | C16—H16A | 0.9600 |
C1—C2 | 1.502 (5) | C16—H16B | 0.9600 |
C1—H1A | 0.9600 | C16—H16C | 0.9600 |
C1—H1B | 0.9600 | C17—C18 | 1.501 (4) |
C1—H1C | 0.9600 | C17—H17A | 0.9700 |
C2—C3 | 1.498 (5) | C17—H17B | 0.9700 |
C3—C4 | 1.528 (5) | C18—N4ii | 1.472 (4) |
C3—H3A | 0.9700 | C18—H18A | 0.9700 |
C3—H3B | 0.9700 | C18—H18B | 0.9700 |
C4—C5 | 1.521 (4) | C19—C20 | 1.502 (4) |
C4—C6 | 1.547 (5) | C20—H20A | 0.9600 |
C5—H5A | 0.9600 | C20—H20B | 0.9600 |
C5—H5B | 0.9600 | C20—H20C | 0.9600 |
| | | |
I3—I2—I1 | 176.599 (12) | H6A—C6—H6B | 109.5 |
O1i—Co1—O1 | 180 | C4—C6—H6C | 109.5 |
O1i—Co1—N1 | 87.43 (9) | H6A—C6—H6C | 109.5 |
O1—Co1—N1 | 92.57 (9) | H6B—C6—H6C | 109.5 |
O1i—Co1—N1i | 92.57 (9) | N1—C7—C8 | 107.2 (2) |
O1—Co1—N1i | 87.43 (9) | N1—C7—H7A | 110.3 |
N1—Co1—N1i | 180 | C8—C7—H7A | 110.3 |
O1i—Co1—N2 | 93.30 (9) | N1—C7—H7B | 110.3 |
O1—Co1—N2 | 86.70 (9) | C8—C7—H7B | 110.3 |
N1—Co1—N2 | 94.37 (10) | H7A—C7—H7B | 108.5 |
N1i—Co1—N2 | 85.63 (10) | N2i—C8—C7 | 106.1 (2) |
O1i—Co1—N2i | 86.70 (9) | N2i—C8—H8A | 110.5 |
O1—Co1—N2i | 93.30 (9) | C7—C8—H8A | 110.5 |
N1—Co1—N2i | 85.63 (10) | N2i—C8—H8B | 110.5 |
N1i—Co1—N2i | 94.37 (10) | C7—C8—H8B | 110.5 |
N2—Co1—N2i | 180 | H8A—C8—H8B | 108.7 |
O2ii—Co2—O2 | 180 | O3—C9—O1 | 125.4 (3) |
O2ii—Co2—N3 | 88.36 (9) | O3—C9—C10 | 120.6 (3) |
O2—Co2—N3 | 91.64 (9) | O1—C9—C10 | 113.9 (3) |
O2ii—Co2—N3ii | 91.64 (9) | C9—C10—H10A | 109.5 |
O2—Co2—N3ii | 88.36 (9) | C9—C10—H10B | 109.5 |
N3—Co2—N3ii | 180 | H10A—C10—H10B | 109.5 |
O2ii—Co2—N4 | 93.41 (9) | C9—C10—H10C | 109.5 |
O2—Co2—N4 | 86.59 (9) | H10A—C10—H10C | 109.5 |
N3—Co2—N4 | 95.08 (9) | H10B—C10—H10C | 109.5 |
N3ii—Co2—N4 | 84.92 (9) | C12—C11—H11A | 109.5 |
O2ii—Co2—N4ii | 86.59 (9) | C12—C11—H11B | 109.5 |
O2—Co2—N4ii | 93.41 (9) | H11A—C11—H11B | 109.5 |
N3—Co2—N4ii | 84.92 (9) | C12—C11—H11C | 109.5 |
N3ii—Co2—N4ii | 95.08 (9) | H11A—C11—H11C | 109.5 |
N4—Co2—N4ii | 180 | H11B—C11—H11C | 109.5 |
C9—O1—Co1 | 134.3 (2) | N3—C12—C11 | 124.0 (3) |
C19—O2—Co2 | 133.3 (2) | N3—C12—C13 | 120.8 (3) |
C2—N1—C7 | 121.2 (3) | C11—C12—C13 | 115.2 (3) |
C2—N1—Co1 | 128.5 (2) | C12—C13—C14 | 118.0 (3) |
C7—N1—Co1 | 110.19 (19) | C12—C13—H13A | 107.8 |
C8i—N2—C4 | 116.7 (2) | C14—C13—H13A | 107.8 |
C8i—N2—Co1 | 105.93 (18) | C12—C13—H13B | 107.8 |
C4—N2—Co1 | 121.29 (19) | C14—C13—H13B | 107.8 |
C8i—N2—H2 | 103.5 | H13A—C13—H13B | 107.1 |
C4—N2—H2 | 103.5 | N4—C14—C15 | 113.0 (2) |
Co1—N2—H2 | 103.5 | N4—C14—C13 | 106.7 (2) |
C12—N3—C17 | 120.4 (2) | C15—C14—C13 | 111.3 (3) |
C12—N3—Co2 | 127.9 (2) | N4—C14—C16 | 108.6 (3) |
C17—N3—Co2 | 111.63 (18) | C15—C14—C16 | 109.7 (3) |
C18ii—N4—C14 | 116.3 (2) | C13—C14—C16 | 107.3 (3) |
C18ii—N4—Co2 | 106.27 (17) | C14—C15—H15A | 109.5 |
C14—N4—Co2 | 121.81 (18) | C14—C15—H15B | 109.5 |
C18ii—N4—H4 | 103.3 | H15A—C15—H15B | 109.5 |
C14—N4—H4 | 103.3 | C14—C15—H15C | 109.5 |
Co2—N4—H4 | 103.3 | H15A—C15—H15C | 109.5 |
C2—C1—H1A | 109.5 | H15B—C15—H15C | 109.5 |
C2—C1—H1B | 109.5 | C14—C16—H16A | 109.5 |
H1A—C1—H1B | 109.5 | C14—C16—H16B | 109.5 |
C2—C1—H1C | 109.5 | H16A—C16—H16B | 109.5 |
H1A—C1—H1C | 109.5 | C14—C16—H16C | 109.5 |
H1B—C1—H1C | 109.5 | H16A—C16—H16C | 109.5 |
N1—C2—C3 | 121.2 (3) | H16B—C16—H16C | 109.5 |
N1—C2—C1 | 124.0 (3) | N3—C17—C18 | 107.2 (2) |
C3—C2—C1 | 114.7 (3) | N3—C17—H17A | 110.3 |
C2—C3—C4 | 118.5 (3) | C18—C17—H17A | 110.3 |
C2—C3—H3A | 107.7 | N3—C17—H17B | 110.3 |
C4—C3—H3A | 107.7 | C18—C17—H17B | 110.3 |
C2—C3—H3B | 107.7 | H17A—C17—H17B | 108.5 |
C4—C3—H3B | 107.7 | N4ii—C18—C17 | 106.5 (2) |
H3A—C3—H3B | 107.1 | N4ii—C18—H18A | 110.4 |
N2—C4—C5 | 113.4 (3) | C17—C18—H18A | 110.4 |
N2—C4—C3 | 107.6 (2) | N4ii—C18—H18B | 110.4 |
C5—C4—C3 | 110.1 (3) | C17—C18—H18B | 110.4 |
N2—C4—C6 | 108.6 (3) | H18A—C18—H18B | 108.6 |
C5—C4—C6 | 109.9 (3) | O4—C19—O2 | 125.2 (3) |
C3—C4—C6 | 107.0 (3) | O4—C19—C20 | 120.1 (3) |
C4—C5—H5A | 109.5 | O2—C19—C20 | 114.7 (3) |
C4—C5—H5B | 109.5 | C19—C20—H20A | 109.5 |
H5A—C5—H5B | 109.5 | C19—C20—H20B | 109.5 |
C4—C5—H5C | 109.5 | H20A—C20—H20B | 109.5 |
H5A—C5—H5C | 109.5 | C19—C20—H20C | 109.5 |
H5B—C5—H5C | 109.5 | H20A—C20—H20C | 109.5 |
C4—C6—H6A | 109.5 | H20B—C20—H20C | 109.5 |
C4—C6—H6B | 109.5 | | |
Symmetry codes: (i) −x+3, −y+1, −z+1; (ii) −x+2, −y, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2···O3i | 0.91 | 1.85 | 2.716 (3) | 159 |
N4—H4···O4ii | 0.91 | 1.85 | 2.719 (3) | 158 |
C5—H5A···O1 | 0.96 | 2.45 | 3.005 (4) | 117 |
C8—H8B···O1i | 0.97 | 2.44 | 2.883 (4) | 107 |
C15—H15A···O2 | 0.96 | 2.45 | 3.055 (4) | 121 |
C17—H17A···O3ii | 0.97 | 2.59 | 3.508 (4) | 159 |
C18—H18B···O2ii | 0.97 | 2.45 | 2.894 (4) | 107 |
C20—H20C···O4iii | 0.96 | 2.57 | 3.527 (4) | 174 |
Symmetry codes: (i) −x+3, −y+1, −z+1; (ii) −x+2, −y, −z+1; (iii) −x+2, −y+1, −z+1. |