The title compound, [Cu2I2(C33H30N2)2], is a centrosymmetric dinuclear copper(I) complex in which the Cu atom is coordinated by the bidentate N,N′-bis(3,3-diphenylprop-2-enylidene)propane-1,3-diamine ligands and bridged by two I atoms. The distance between the two Cu atoms is 3.372 (2) Å and the coordination geometry is distorted tetrahedral. Both coordinated diimine ligands adopt an E,E conformation.
Supporting information
CCDC reference: 615300
Key indicators
- Single-crystal X-ray study
- T = 180 K
- Mean (C-C) = 0.006 Å
- R factor = 0.034
- wR factor = 0.068
- Data-to-parameter ratio = 16.8
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X) I1 - Cu1_a .. 38.08 su
Alert level C
ABSTM02_ALERT_3_C The ratio of expected to reported Tmax/Tmin(RR) is > 1.10
Tmin and Tmax reported: 0.687 0.745
Tmin and Tmax expected: 0.693 0.832
RR = 1.106
Please check that your absorption correction is appropriate.
PLAT060_ALERT_3_C Ratio Tmax/Tmin (Exp-to-Rep) (too) Large ....... 1.11
PLAT062_ALERT_4_C Rescale T(min) & T(max) by ..................... 1.12
PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.53 Ratio
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) I1 - Cu1 .. 7.86 su
Alert level G
ABSTM02_ALERT_3_G When printed, the submitted absorption T values will be
replaced by the scaled T values. Since the ratio of scaled T's
is identical to the ratio of reported T values, the scaling
does not imply a change to the absorption corrections used in
the study.
Ratio of Tmax expected/reported 1.117
Tmax scaled 0.832 Tmin scaled 0.767
0 ALERT level A = In general: serious problem
1 ALERT level B = Potentially serious problem
5 ALERT level C = Check and explain
1 ALERT level G = General alerts; check
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
3 ALERT type 2 Indicator that the structure model may be wrong or deficient
3 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: IPDS (Stoe & Cie, 2000); cell refinement: IPDS; data reduction: X-RED (Stoe & Cie, 1996); program(s) used to solve structure: SIR97 (Altomare et al., 1999); 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).
Di-µ-iodo-bis{[
N,
N'-bis(3,3-diphenylprop-2-enylidene)propane-1,3-diamine-
κ2N,
N']copper(I)}
top
Crystal data top
[Cu2I2(C33H30N2)2] | F(000) = 1296 |
Mr = 1290.06 | Dx = 1.477 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 8000 reflections |
a = 9.8335 (7) Å | θ = 2.3–26.0° |
b = 16.7979 (15) Å | µ = 1.84 mm−1 |
c = 17.7501 (13) Å | T = 180 K |
β = 98.348 (9)° | Prism, orange |
V = 2900.9 (4) Å3 | 0.27 × 0.17 × 0.1 mm |
Z = 2 | |
Data collection top
Stoe IPDS diffractometer | 5626 independent reflections |
Radiation source: fine-focus sealed tube | 3715 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.065 |
φ scans | θmax = 26.0°, θmin = 2.3° |
Absorption correction: multi-scan (Blessing, 1995) | h = −12→12 |
Tmin = 0.687, Tmax = 0.745 | k = −20→20 |
28088 measured reflections | l = −21→21 |
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)] = 0.034 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.068 | H-atom parameters constrained |
S = 0.91 | w = 1/[σ2(Fo2) + (0.0323P)2] where P = (Fo2 + 2Fc2)/3 |
5626 reflections | (Δ/σ)max = 0.004 |
334 parameters | Δρmax = 0.54 e Å−3 |
0 restraints | Δρmin = −0.62 e Å−3 |
Special details top
Experimental. The data were collected on a Stoe Imaging Plate Diffraction System
(IPDS). The crystal-to-detector distance was 80 mm. 143 frames (3 min
per frame) were obtained with 0 < φ < 200.2° and with the crystals rotated
through 1.4° in φ. Coverage of the unique set was over 99.3% complete to at
least 24.11°. Crystal decay was monitored by measuring 200 reflections per
frame. |
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 | |
Cu1 | 0.88415 (5) | 0.07061 (3) | 0.49075 (2) | 0.03528 (13) | |
I1 | 1.14892 (3) | 0.089234 (2) | 0.49242 (1) | 0.03327 (8) | |
N1 | 0.7429 (3) | 0.0979 (2) | 0.39730 (15) | 0.0341 (7) | |
N2 | 0.7830 (3) | 0.11325 (19) | 0.57661 (15) | 0.0336 (8) | |
C1 | 0.6000 (4) | 0.0962 (3) | 0.41305 (18) | 0.0413 (10) | |
H1A | 0.5741 | 0.0404 | 0.4220 | 0.050* | |
H1B | 0.5386 | 0.1158 | 0.3677 | 0.050* | |
C2 | 0.6311 (4) | 0.1096 (3) | 0.5582 (2) | 0.0434 (11) | |
H2A | 0.5899 | 0.1378 | 0.5983 | 0.052* | |
H2B | 0.6015 | 0.0533 | 0.5583 | 0.052* | |
C3 | 0.5778 (4) | 0.1463 (3) | 0.4817 (2) | 0.0448 (11) | |
H3A | 0.6233 | 0.1984 | 0.4780 | 0.054* | |
H3B | 0.4781 | 0.1563 | 0.4794 | 0.054* | |
C11 | 0.7582 (4) | 0.1069 (2) | 0.32704 (19) | 0.0369 (10) | |
H11 | 0.6786 | 0.1151 | 0.2906 | 0.044* | |
C12 | 0.8892 (4) | 0.1050 (2) | 0.30114 (19) | 0.0381 (10) | |
H12 | 0.9685 | 0.1039 | 0.3387 | 0.046* | |
C13 | 0.9091 (4) | 0.1045 (2) | 0.22745 (19) | 0.0360 (10) | |
C21 | 0.8311 (4) | 0.1311 (2) | 0.64550 (18) | 0.0336 (9) | |
H21 | 0.7688 | 0.1443 | 0.6798 | 0.040* | |
C22 | 0.9750 (4) | 0.1321 (2) | 0.67259 (19) | 0.0336 (9) | |
H22 | 1.0355 | 0.1215 | 0.6366 | 0.040* | |
C23 | 1.0325 (4) | 0.1467 (2) | 0.74491 (18) | 0.0299 (9) | |
C131 | 0.7917 (4) | 0.1122 (2) | 0.16478 (18) | 0.0343 (10) | |
C132 | 0.7216 (6) | 0.1831 (3) | 0.1484 (2) | 0.0527 (13) | |
H132 | 0.7480 | 0.2290 | 0.1782 | 0.063* | |
C133 | 0.6141 (5) | 0.1880 (3) | 0.0894 (2) | 0.0555 (13) | |
H133 | 0.5663 | 0.2369 | 0.0795 | 0.067* | |
C134 | 0.5757 (5) | 0.1236 (3) | 0.0452 (2) | 0.0505 (12) | |
H134 | 0.5017 | 0.1275 | 0.0045 | 0.061* | |
C135 | 0.6443 (5) | 0.0524 (3) | 0.0596 (2) | 0.0497 (12) | |
H135 | 0.6180 | 0.0072 | 0.0288 | 0.060* | |
C136 | 0.7512 (4) | 0.0471 (3) | 0.1187 (2) | 0.0409 (10) | |
H136 | 0.7983 | −0.0021 | 0.1282 | 0.049* | |
C141 | 1.0481 (4) | 0.0939 (3) | 0.2065 (2) | 0.0410 (10) | |
C142 | 1.0794 (5) | 0.1215 (3) | 0.1362 (2) | 0.0587 (14) | |
H142 | 1.0114 | 0.1484 | 0.1020 | 0.070* | |
C143 | 1.2085 (6) | 0.1096 (4) | 0.1168 (3) | 0.0764 (18) | |
H143 | 1.2279 | 0.1280 | 0.0690 | 0.092* | |
C144 | 1.3107 (6) | 0.0714 (4) | 0.1653 (3) | 0.0739 (17) | |
H144 | 1.3997 | 0.0641 | 0.1516 | 0.089* | |
C145 | 1.2803 (5) | 0.0443 (3) | 0.2337 (3) | 0.0606 (13) | |
H145 | 1.3489 | 0.0173 | 0.2675 | 0.073* | |
C146 | 1.1529 (5) | 0.0553 (3) | 0.2543 (2) | 0.0473 (11) | |
H146 | 1.1353 | 0.0363 | 0.3023 | 0.057* | |
C231 | 0.9475 (4) | 0.1703 (2) | 0.80467 (18) | 0.0318 (9) | |
C232 | 0.9427 (5) | 0.1220 (3) | 0.8679 (2) | 0.0415 (10) | |
H232 | 0.9940 | 0.0739 | 0.8735 | 0.050* | |
C233 | 0.8632 (5) | 0.1441 (3) | 0.9228 (2) | 0.0453 (11) | |
H233 | 0.8584 | 0.1102 | 0.9652 | 0.054* | |
C234 | 0.7916 (5) | 0.2138 (3) | 0.9165 (2) | 0.0449 (11) | |
H234 | 0.7388 | 0.2289 | 0.9549 | 0.054* | |
C235 | 0.7959 (4) | 0.2620 (3) | 0.8549 (2) | 0.0433 (10) | |
H235 | 0.7459 | 0.3105 | 0.8505 | 0.052* | |
C236 | 0.8729 (4) | 0.2403 (2) | 0.79862 (19) | 0.0382 (10) | |
H236 | 0.8744 | 0.2739 | 0.7557 | 0.046* | |
C241 | 1.1828 (4) | 0.1418 (2) | 0.76701 (18) | 0.0327 (9) | |
C242 | 1.2653 (4) | 0.0974 (3) | 0.7247 (2) | 0.0411 (10) | |
H242 | 1.2234 | 0.0670 | 0.6825 | 0.049* | |
C243 | 1.4056 (5) | 0.0969 (3) | 0.7431 (2) | 0.0559 (12) | |
H243 | 1.4595 | 0.0664 | 0.7134 | 0.067* | |
C244 | 1.4694 (5) | 0.1401 (3) | 0.8041 (3) | 0.0616 (14) | |
H244 | 1.5666 | 0.1395 | 0.8167 | 0.074* | |
C245 | 1.3901 (5) | 0.1845 (3) | 0.8467 (2) | 0.0525 (12) | |
H245 | 1.4333 | 0.2153 | 0.8883 | 0.063* | |
C246 | 1.2496 (5) | 0.1845 (2) | 0.8296 (2) | 0.0400 (10) | |
H246 | 1.1965 | 0.2139 | 0.8606 | 0.048* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cu1 | 0.0328 (3) | 0.0511 (3) | 0.0232 (2) | 0.0026 (2) | 0.00840 (18) | 0.00236 (19) |
I1 | 0.03248 (14) | 0.04073 (14) | 0.02890 (11) | −0.00125 (14) | 0.01222 (9) | 0.00348 (12) |
N1 | 0.0393 (19) | 0.041 (2) | 0.0234 (14) | 0.0015 (17) | 0.0093 (13) | 0.0023 (13) |
N2 | 0.0286 (18) | 0.049 (2) | 0.0241 (15) | −0.0008 (15) | 0.0059 (13) | 0.0022 (13) |
C1 | 0.030 (2) | 0.069 (3) | 0.0245 (17) | 0.002 (2) | 0.0001 (15) | 0.0055 (19) |
C2 | 0.027 (2) | 0.076 (3) | 0.0286 (19) | 0.003 (2) | 0.0084 (16) | 0.0005 (19) |
C3 | 0.029 (2) | 0.072 (3) | 0.035 (2) | 0.011 (2) | 0.0087 (17) | 0.006 (2) |
C11 | 0.045 (3) | 0.042 (3) | 0.0232 (17) | 0.004 (2) | 0.0028 (16) | 0.0017 (16) |
C12 | 0.042 (2) | 0.046 (3) | 0.0276 (18) | 0.002 (2) | 0.0069 (17) | −0.0008 (16) |
C13 | 0.050 (3) | 0.034 (2) | 0.0253 (17) | −0.005 (2) | 0.0107 (17) | −0.0025 (15) |
C21 | 0.038 (2) | 0.044 (2) | 0.0211 (17) | 0.005 (2) | 0.0121 (16) | −0.0019 (15) |
C22 | 0.036 (2) | 0.043 (2) | 0.0238 (18) | 0.005 (2) | 0.0122 (16) | −0.0011 (16) |
C23 | 0.036 (2) | 0.030 (2) | 0.0250 (17) | 0.0012 (18) | 0.0083 (16) | 0.0014 (15) |
C131 | 0.043 (2) | 0.043 (3) | 0.0200 (17) | 0.003 (2) | 0.0141 (16) | 0.0020 (15) |
C132 | 0.089 (4) | 0.038 (3) | 0.032 (2) | 0.012 (3) | 0.010 (2) | −0.0023 (18) |
C133 | 0.079 (4) | 0.048 (3) | 0.040 (2) | 0.022 (3) | 0.009 (2) | 0.015 (2) |
C134 | 0.049 (3) | 0.069 (3) | 0.033 (2) | 0.010 (3) | 0.005 (2) | 0.017 (2) |
C135 | 0.050 (3) | 0.059 (3) | 0.038 (2) | 0.000 (3) | −0.002 (2) | 0.000 (2) |
C136 | 0.044 (3) | 0.039 (2) | 0.040 (2) | 0.004 (2) | 0.0051 (19) | 0.0015 (18) |
C141 | 0.048 (3) | 0.047 (2) | 0.0304 (18) | −0.003 (2) | 0.0123 (18) | −0.0095 (19) |
C142 | 0.062 (3) | 0.086 (4) | 0.031 (2) | −0.011 (3) | 0.017 (2) | 0.007 (2) |
C143 | 0.066 (4) | 0.114 (5) | 0.057 (3) | −0.019 (4) | 0.036 (3) | −0.004 (3) |
C144 | 0.048 (3) | 0.102 (5) | 0.077 (4) | −0.009 (3) | 0.027 (3) | −0.025 (3) |
C145 | 0.051 (3) | 0.074 (4) | 0.059 (3) | 0.005 (3) | 0.015 (2) | −0.009 (3) |
C146 | 0.053 (3) | 0.049 (3) | 0.042 (2) | 0.001 (2) | 0.013 (2) | −0.009 (2) |
C231 | 0.036 (2) | 0.038 (2) | 0.0216 (17) | 0.0006 (19) | 0.0056 (15) | −0.0025 (15) |
C232 | 0.051 (3) | 0.044 (3) | 0.030 (2) | 0.009 (2) | 0.0091 (19) | 0.0015 (17) |
C233 | 0.054 (3) | 0.058 (3) | 0.0256 (19) | −0.005 (2) | 0.0120 (19) | 0.0041 (18) |
C234 | 0.048 (3) | 0.055 (3) | 0.035 (2) | −0.004 (2) | 0.0181 (19) | −0.017 (2) |
C235 | 0.048 (3) | 0.044 (3) | 0.040 (2) | 0.007 (2) | 0.0115 (19) | −0.0124 (19) |
C236 | 0.052 (3) | 0.035 (2) | 0.0275 (18) | 0.004 (2) | 0.0074 (17) | 0.0002 (16) |
C241 | 0.038 (2) | 0.037 (2) | 0.0230 (17) | −0.0039 (19) | 0.0057 (16) | 0.0029 (15) |
C242 | 0.043 (3) | 0.047 (3) | 0.0343 (19) | 0.004 (2) | 0.0088 (17) | 0.0027 (18) |
C243 | 0.040 (3) | 0.078 (4) | 0.049 (2) | 0.009 (3) | 0.007 (2) | 0.000 (2) |
C244 | 0.036 (3) | 0.078 (4) | 0.067 (3) | 0.000 (3) | −0.004 (2) | 0.015 (3) |
C245 | 0.057 (3) | 0.056 (3) | 0.040 (2) | −0.013 (3) | −0.009 (2) | 0.007 (2) |
C246 | 0.049 (3) | 0.040 (2) | 0.0302 (19) | −0.001 (2) | 0.0042 (18) | 0.0046 (17) |
Geometric parameters (Å, º) top
Cu1—N1 | 2.055 (3) | C135—C136 | 1.377 (6) |
Cu1—N2 | 2.065 (3) | C135—H135 | 0.9500 |
Cu1—I1 | 2.6182 (6) | C136—H136 | 0.9500 |
Cu1—I1i | 2.7264 (6) | C141—C146 | 1.396 (6) |
I1—Cu1i | 2.7264 (6) | C141—C142 | 1.407 (5) |
N1—C11 | 1.286 (4) | C142—C143 | 1.376 (7) |
N1—C1 | 1.472 (5) | C142—H142 | 0.9500 |
N2—C21 | 1.281 (4) | C143—C144 | 1.382 (8) |
N2—C2 | 1.483 (5) | C143—H143 | 0.9500 |
C1—C3 | 1.522 (5) | C144—C145 | 1.370 (7) |
C1—H1A | 0.9900 | C144—H144 | 0.9500 |
C1—H1B | 0.9900 | C145—C146 | 1.367 (6) |
C2—C3 | 1.515 (5) | C145—H145 | 0.9500 |
C2—H2A | 0.9900 | C146—H146 | 0.9500 |
C2—H2B | 0.9900 | C231—C236 | 1.383 (5) |
C3—H3A | 0.9900 | C231—C232 | 1.391 (5) |
C3—H3B | 0.9900 | C232—C233 | 1.385 (6) |
C11—C12 | 1.429 (6) | C232—H232 | 0.9500 |
C11—H11 | 0.9500 | C233—C234 | 1.363 (6) |
C12—C13 | 1.350 (5) | C233—H233 | 0.9500 |
C12—H12 | 0.9500 | C234—C235 | 1.366 (6) |
C13—C141 | 1.479 (6) | C234—H234 | 0.9500 |
C13—C131 | 1.488 (6) | C235—C236 | 1.386 (5) |
C21—C22 | 1.427 (6) | C235—H235 | 0.9500 |
C21—H21 | 0.9500 | C236—H236 | 0.9500 |
C22—C23 | 1.348 (5) | C241—C242 | 1.399 (5) |
C22—H22 | 0.9500 | C241—C246 | 1.403 (5) |
C23—C241 | 1.475 (5) | C242—C243 | 1.371 (6) |
C23—C231 | 1.496 (5) | C242—H242 | 0.9500 |
C131—C132 | 1.387 (6) | C243—C244 | 1.376 (7) |
C131—C136 | 1.388 (6) | C243—H243 | 0.9500 |
C132—C133 | 1.378 (6) | C244—C245 | 1.381 (7) |
C132—H132 | 0.9500 | C244—H244 | 0.9500 |
C133—C134 | 1.358 (6) | C245—C246 | 1.371 (6) |
C133—H133 | 0.9500 | C245—H245 | 0.9500 |
C134—C135 | 1.378 (6) | C246—H246 | 0.9500 |
C134—H134 | 0.9500 | | |
| | | |
N1—Cu1—N2 | 100.17 (12) | C136—C135—C134 | 119.8 (4) |
N1—Cu1—I1 | 122.48 (9) | C136—C135—H135 | 120.1 |
N2—Cu1—I1 | 122.34 (9) | C134—C135—H135 | 120.1 |
N1—Cu1—I1i | 103.36 (9) | C135—C136—C131 | 121.4 (4) |
N2—Cu1—I1i | 100.53 (9) | C135—C136—H136 | 119.3 |
I1—Cu1—I1i | 104.517 (17) | C131—C136—H136 | 119.3 |
Cu1—I1—Cu1i | 75.483 (18) | C146—C141—C142 | 117.0 (4) |
C11—N1—C1 | 115.8 (3) | C146—C141—C13 | 122.1 (3) |
C11—N1—Cu1 | 130.4 (3) | C142—C141—C13 | 120.9 (4) |
C1—N1—Cu1 | 113.21 (19) | C143—C142—C141 | 120.1 (5) |
C21—N2—C2 | 116.1 (3) | C143—C142—H142 | 119.9 |
C21—N2—Cu1 | 129.4 (3) | C141—C142—H142 | 119.9 |
C2—N2—Cu1 | 113.6 (2) | C142—C143—C144 | 121.7 (5) |
N1—C1—C3 | 113.1 (3) | C142—C143—H143 | 119.2 |
N1—C1—H1A | 109.0 | C144—C143—H143 | 119.2 |
C3—C1—H1A | 109.0 | C145—C144—C143 | 118.3 (5) |
N1—C1—H1B | 109.0 | C145—C144—H144 | 120.9 |
C3—C1—H1B | 109.0 | C143—C144—H144 | 120.9 |
H1A—C1—H1B | 107.8 | C146—C145—C144 | 121.1 (5) |
N2—C2—C3 | 112.8 (3) | C146—C145—H145 | 119.4 |
N2—C2—H2A | 109.0 | C144—C145—H145 | 119.4 |
C3—C2—H2A | 109.0 | C145—C146—C141 | 121.7 (4) |
N2—C2—H2B | 109.0 | C145—C146—H146 | 119.1 |
C3—C2—H2B | 109.0 | C141—C146—H146 | 119.1 |
H2A—C2—H2B | 107.8 | C236—C231—C232 | 118.6 (3) |
C2—C3—C1 | 114.9 (4) | C236—C231—C23 | 121.0 (3) |
C2—C3—H3A | 108.5 | C232—C231—C23 | 120.4 (3) |
C1—C3—H3A | 108.5 | C233—C232—C231 | 120.0 (4) |
C2—C3—H3B | 108.5 | C233—C232—H232 | 120.0 |
C1—C3—H3B | 108.5 | C231—C232—H232 | 120.0 |
H3A—C3—H3B | 107.5 | C234—C233—C232 | 120.7 (4) |
N1—C11—C12 | 123.2 (4) | C234—C233—H233 | 119.7 |
N1—C11—H11 | 118.4 | C232—C233—H233 | 119.7 |
C12—C11—H11 | 118.4 | C233—C234—C235 | 119.9 (4) |
C13—C12—C11 | 125.2 (4) | C233—C234—H234 | 120.0 |
C13—C12—H12 | 117.4 | C235—C234—H234 | 120.0 |
C11—C12—H12 | 117.4 | C234—C235—C236 | 120.3 (4) |
C12—C13—C141 | 121.0 (4) | C234—C235—H235 | 119.8 |
C12—C13—C131 | 121.2 (4) | C236—C235—H235 | 119.8 |
C141—C13—C131 | 117.8 (3) | C231—C236—C235 | 120.4 (4) |
N2—C21—C22 | 122.4 (3) | C231—C236—H236 | 119.8 |
N2—C21—H21 | 118.8 | C235—C236—H236 | 119.8 |
C22—C21—H21 | 118.8 | C242—C241—C246 | 117.2 (4) |
C23—C22—C21 | 125.5 (3) | C242—C241—C23 | 121.6 (3) |
C23—C22—H22 | 117.2 | C246—C241—C23 | 121.2 (4) |
C21—C22—H22 | 117.2 | C243—C242—C241 | 121.1 (4) |
C22—C23—C241 | 120.5 (3) | C243—C242—H242 | 119.4 |
C22—C23—C231 | 121.6 (3) | C241—C242—H242 | 119.4 |
C241—C23—C231 | 117.9 (3) | C242—C243—C244 | 120.8 (5) |
C132—C131—C136 | 117.5 (4) | C242—C243—H243 | 119.6 |
C132—C131—C13 | 122.6 (4) | C244—C243—H243 | 119.6 |
C136—C131—C13 | 119.8 (4) | C243—C244—C245 | 119.1 (5) |
C133—C132—C131 | 120.9 (4) | C243—C244—H244 | 120.4 |
C133—C132—H132 | 119.6 | C245—C244—H244 | 120.4 |
C131—C132—H132 | 119.6 | C246—C245—C244 | 120.6 (4) |
C134—C133—C132 | 120.7 (4) | C246—C245—H245 | 119.7 |
C134—C133—H133 | 119.7 | C244—C245—H245 | 119.7 |
C132—C133—H133 | 119.7 | C245—C246—C241 | 121.1 (4) |
C133—C134—C135 | 119.8 (4) | C245—C246—H246 | 119.5 |
C133—C134—H134 | 120.1 | C241—C246—H246 | 119.5 |
C135—C134—H134 | 120.1 | | |
Symmetry code: (i) −x+2, −y, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C132—H132···Cg1ii | 0.95 | 2.93 | 3.877 (4) | 173 |
C12—H12···I1 | 0.95 | 3.04 | 3.950 (4) | 161 |
C22—H22···I1 | 0.95 | 2.99 | 3.906 (3) | 163 |
Symmetry code: (ii) x−1/2, −y+1/2, z−1/2. |