The asymmetric unit of the title compound, (C
12H
13N
2)
2[ReO
4]I
3, contains two 4,4′-dimethyl-2,2′-bipyridinium cations, one ReO
4− anion and two half-triiodide anions, each anion lying on a centre of symmetry. The crystal packing is stabilized by N—H
O, C—H
O and C—H
I interactions.
Supporting information
CCDC reference: 277266
Key indicators
- Single-crystal X-ray study
- T = 100 K
- Mean (C-C) = 0.006 Å
- R factor = 0.026
- wR factor = 0.059
- Data-to-parameter ratio = 20.0
checkCIF/PLATON results
No syntax errors found
Alert level C
ABSTY02_ALERT_1_C An _exptl_absorpt_correction_type has been given without
a literature citation. This should be contained in the
_exptl_absorpt_process_details field.
Absorption correction given as numerical
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ?
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
3 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
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
0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: KM4CCD (Oxford Diffraction, 2004); cell refinement: KM4CCD; data reduction: KM4CCD; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: SHELXL97.
Bis[4,4'-dimethyl-2,2'-bipyridinium(+)] tetraoxorhenium triiodide
top
Crystal data top
(C12H13N2)2[ReO4]I3 | Z = 2 |
Mr = 1001.40 | F(000) = 928 |
Triclinic, P1 | Dx = 2.276 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 9.667 (2) Å | Cell parameters from 5240 reflections |
b = 12.096 (2) Å | θ = 3.0–25.0° |
c = 14.185 (3) Å | µ = 7.36 mm−1 |
α = 66.41 (3)° | T = 100 K |
β = 85.10 (3)° | Block, red |
γ = 74.07 (3)° | 0.30 × 0.15 × 0.10 mm |
V = 1461.1 (5) Å3 | |
Data collection top
KM-4/CCD diffractometer | 6808 independent reflections |
Radiation source: fine-focus sealed tube | 5964 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.049 |
ω scans | θmax = 28.5°, θmin = 3.0° |
Absorption correction: numerical | h = −12→12 |
Tmin = 0.378, Tmax = 0.595 | k = −16→13 |
19623 measured reflections | l = −18→18 |
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)] = 0.026 | Hydrogen site location: difmap (N-H) and geom (C-H) |
wR(F2) = 0.059 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.01 | w = 1/[σ2(Fo2) + (0.0325P)2] where P = (Fo2 + 2Fc2)/3 |
6808 reflections | (Δ/σ)max = 0.001 |
340 parameters | Δρmax = 1.61 e Å−3 |
0 restraints | Δρmin = −1.09 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 | |
Re1 | 0.761289 (15) | 0.191131 (13) | 0.612676 (11) | 0.01351 (5) | |
O1 | 0.6457 (3) | 0.1071 (3) | 0.6886 (2) | 0.0211 (6) | |
O2 | 0.6655 (3) | 0.3423 (2) | 0.5396 (2) | 0.0204 (6) | |
O3 | 0.8860 (3) | 0.1931 (3) | 0.6933 (2) | 0.0196 (6) | |
O4 | 0.8488 (3) | 0.1189 (3) | 0.5333 (2) | 0.0227 (6) | |
I1 | 0.30184 (3) | 0.97182 (3) | 0.04451 (2) | 0.02782 (7) | |
I2 | 0.0000 | 1.0000 | 0.0000 | 0.02189 (8) | |
I3 | 0.79056 (3) | 0.47696 (3) | 0.06214 (2) | 0.03004 (7) | |
I4 | 0.5000 | 0.5000 | 0.0000 | 0.02175 (8) | |
H1A | 0.483 (5) | 0.086 (5) | 0.655 (4) | 0.043 (14)* | |
H2A | 0.057 (5) | 0.276 (5) | 0.644 (4) | 0.046 (16)* | |
N1 | 0.4706 (3) | 0.1846 (3) | 0.4828 (2) | 0.0148 (6) | |
N2 | 0.4019 (3) | 0.0476 (3) | 0.6684 (2) | 0.0123 (6) | |
C1 | 0.3772 (4) | −0.0150 (3) | 0.7679 (3) | 0.0155 (7) | |
H1 | 0.4367 | −0.0203 | 0.8203 | 0.019* | |
C2 | 0.2657 (4) | −0.0715 (3) | 0.7939 (3) | 0.0151 (7) | |
H2 | 0.2508 | −0.1192 | 0.8639 | 0.018* | |
C3 | 0.1748 (4) | −0.0580 (3) | 0.7165 (3) | 0.0143 (7) | |
C4 | 0.2032 (4) | 0.0084 (3) | 0.6135 (3) | 0.0149 (7) | |
H4 | 0.1428 | 0.0179 | 0.5599 | 0.018* | |
C5 | 0.3193 (4) | 0.0603 (3) | 0.5900 (3) | 0.0114 (7) | |
C6 | 0.3643 (4) | 0.1313 (3) | 0.4850 (3) | 0.0118 (7) | |
C7 | 0.3011 (4) | 0.1397 (3) | 0.3971 (3) | 0.0152 (7) | |
H7 | 0.2279 | 0.0988 | 0.4029 | 0.018* | |
C8 | 0.3462 (4) | 0.2089 (3) | 0.2999 (3) | 0.0151 (7) | |
C9 | 0.4548 (4) | 0.2649 (3) | 0.2978 (3) | 0.0162 (7) | |
H9 | 0.4887 | 0.3133 | 0.2338 | 0.019* | |
C10 | 0.5140 (4) | 0.2498 (3) | 0.3898 (3) | 0.0153 (7) | |
H10 | 0.5892 | 0.2878 | 0.3863 | 0.018* | |
C11 | 0.2805 (4) | 0.2203 (4) | 0.2033 (3) | 0.0202 (8) | |
H11A | 0.1807 | 0.2714 | 0.1949 | 0.030* | |
H11B | 0.2823 | 0.1369 | 0.2078 | 0.030* | |
H11C | 0.3355 | 0.2600 | 0.1441 | 0.030* | |
C12 | 0.0506 (4) | −0.1167 (4) | 0.7428 (3) | 0.0212 (8) | |
H12A | 0.0064 | −0.1071 | 0.6794 | 0.032* | |
H12B | −0.0209 | −0.0755 | 0.7798 | 0.032* | |
H12C | 0.0855 | −0.2058 | 0.7864 | 0.032* | |
N3 | 0.0317 (3) | 0.3342 (3) | 0.4812 (2) | 0.0141 (6) | |
N4 | 0.1246 (3) | 0.2830 (3) | 0.6674 (2) | 0.0125 (6) | |
C20 | 0.1622 (4) | 0.2446 (3) | 0.7668 (3) | 0.0154 (7) | |
H20 | 0.1114 | 0.1948 | 0.8195 | 0.019* | |
C21 | 0.2745 (4) | 0.2780 (3) | 0.7917 (3) | 0.0143 (7) | |
H21 | 0.3008 | 0.2521 | 0.8618 | 0.017* | |
C22 | 0.3497 (4) | 0.3497 (3) | 0.7142 (3) | 0.0124 (7) | |
C23 | 0.3088 (4) | 0.3854 (3) | 0.6124 (3) | 0.0135 (7) | |
H23 | 0.3610 | 0.4320 | 0.5585 | 0.016* | |
C24 | 0.1919 (3) | 0.3535 (3) | 0.5882 (3) | 0.0120 (7) | |
C25 | 0.1361 (4) | 0.3877 (3) | 0.4836 (3) | 0.0125 (7) | |
C26 | 0.1868 (4) | 0.4692 (3) | 0.3958 (3) | 0.0145 (7) | |
H26 | 0.2593 | 0.5057 | 0.4017 | 0.017* | |
C27 | 0.1309 (4) | 0.4967 (3) | 0.2994 (3) | 0.0141 (7) | |
C28 | 0.0233 (4) | 0.4408 (3) | 0.2967 (3) | 0.0171 (8) | |
H28 | −0.0184 | 0.4567 | 0.2328 | 0.021* | |
C29 | −0.0225 (4) | 0.3619 (3) | 0.3881 (3) | 0.0172 (8) | |
H29 | −0.0963 | 0.3256 | 0.3844 | 0.021* | |
C30 | 0.1829 (4) | 0.5830 (4) | 0.2024 (3) | 0.0207 (8) | |
H30A | 0.1854 | 0.6591 | 0.2106 | 0.031* | |
H30B | 0.1174 | 0.6050 | 0.1448 | 0.031* | |
H30C | 0.2798 | 0.5412 | 0.1884 | 0.031* | |
C31 | 0.4720 (4) | 0.3881 (4) | 0.7401 (3) | 0.0197 (8) | |
H31A | 0.4389 | 0.4308 | 0.7871 | 0.030* | |
H31B | 0.5055 | 0.4449 | 0.6769 | 0.030* | |
H31C | 0.5511 | 0.3138 | 0.7732 | 0.030* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Re1 | 0.01382 (7) | 0.01468 (8) | 0.01384 (8) | −0.00674 (5) | −0.00023 (5) | −0.00535 (6) |
O1 | 0.0215 (14) | 0.0256 (14) | 0.0159 (14) | −0.0138 (12) | −0.0035 (11) | −0.0021 (12) |
O2 | 0.0218 (14) | 0.0155 (13) | 0.0216 (14) | −0.0055 (11) | −0.0035 (11) | −0.0038 (12) |
O3 | 0.0173 (13) | 0.0281 (15) | 0.0183 (14) | −0.0127 (11) | 0.0023 (11) | −0.0099 (12) |
O4 | 0.0232 (14) | 0.0244 (14) | 0.0262 (15) | −0.0088 (12) | 0.0034 (12) | −0.0146 (13) |
I1 | 0.03121 (15) | 0.03595 (16) | 0.01561 (13) | −0.01209 (12) | −0.00124 (11) | −0.00693 (12) |
I2 | 0.02687 (19) | 0.02420 (18) | 0.01404 (17) | −0.01041 (15) | 0.00604 (14) | −0.00561 (15) |
I3 | 0.03017 (15) | 0.03368 (16) | 0.02406 (14) | −0.00186 (12) | −0.00975 (12) | −0.01133 (13) |
I4 | 0.02850 (19) | 0.02214 (18) | 0.01107 (16) | −0.00466 (15) | −0.00027 (14) | −0.00409 (14) |
N1 | 0.0141 (15) | 0.0130 (15) | 0.0163 (16) | −0.0043 (12) | −0.0008 (12) | −0.0041 (13) |
N2 | 0.0102 (14) | 0.0132 (14) | 0.0140 (15) | −0.0012 (12) | −0.0010 (12) | −0.0069 (13) |
C1 | 0.0141 (17) | 0.0189 (18) | 0.0134 (18) | −0.0007 (15) | −0.0016 (14) | −0.0083 (15) |
C2 | 0.0138 (17) | 0.0138 (17) | 0.0162 (18) | −0.0038 (14) | 0.0022 (14) | −0.0046 (15) |
C3 | 0.0129 (17) | 0.0149 (17) | 0.0175 (18) | −0.0037 (14) | 0.0014 (14) | −0.0091 (15) |
C4 | 0.0124 (17) | 0.0166 (18) | 0.0157 (18) | −0.0026 (14) | 0.0000 (14) | −0.0069 (15) |
C5 | 0.0092 (16) | 0.0104 (16) | 0.0143 (17) | 0.0001 (13) | 0.0010 (13) | −0.0066 (14) |
C6 | 0.0104 (16) | 0.0119 (16) | 0.0125 (17) | 0.0003 (13) | 0.0002 (13) | −0.0062 (14) |
C7 | 0.0131 (17) | 0.0119 (17) | 0.0193 (19) | −0.0013 (14) | −0.0003 (15) | −0.0059 (15) |
C8 | 0.0167 (18) | 0.0142 (17) | 0.0105 (17) | −0.0013 (14) | 0.0011 (14) | −0.0030 (15) |
C9 | 0.0169 (18) | 0.0134 (17) | 0.0133 (18) | −0.0024 (14) | 0.0013 (14) | −0.0014 (15) |
C10 | 0.0104 (16) | 0.0172 (18) | 0.0179 (19) | −0.0053 (14) | 0.0008 (14) | −0.0054 (15) |
C11 | 0.023 (2) | 0.021 (2) | 0.0146 (19) | −0.0033 (16) | −0.0026 (16) | −0.0068 (16) |
C12 | 0.0207 (19) | 0.022 (2) | 0.020 (2) | −0.0109 (16) | 0.0027 (16) | −0.0041 (17) |
N3 | 0.0095 (14) | 0.0184 (15) | 0.0158 (15) | −0.0018 (12) | −0.0021 (12) | −0.0090 (13) |
N4 | 0.0072 (14) | 0.0123 (14) | 0.0171 (16) | −0.0015 (12) | 0.0000 (12) | −0.0054 (13) |
C20 | 0.0162 (18) | 0.0124 (17) | 0.0138 (18) | −0.0027 (14) | 0.0015 (14) | −0.0022 (15) |
C21 | 0.0144 (17) | 0.0130 (17) | 0.0135 (18) | −0.0003 (14) | −0.0040 (14) | −0.0044 (15) |
C22 | 0.0099 (16) | 0.0134 (16) | 0.0153 (17) | −0.0009 (13) | −0.0019 (13) | −0.0082 (15) |
C23 | 0.0094 (16) | 0.0130 (17) | 0.0168 (18) | −0.0024 (13) | 0.0002 (14) | −0.0048 (15) |
C24 | 0.0084 (16) | 0.0103 (16) | 0.0162 (18) | 0.0008 (13) | −0.0014 (14) | −0.0058 (14) |
C25 | 0.0090 (16) | 0.0125 (16) | 0.0172 (18) | 0.0007 (13) | −0.0011 (14) | −0.0089 (15) |
C26 | 0.0120 (17) | 0.0130 (17) | 0.0179 (19) | −0.0011 (14) | 0.0000 (14) | −0.0067 (15) |
C27 | 0.0126 (17) | 0.0144 (17) | 0.0149 (18) | 0.0014 (14) | 0.0001 (14) | −0.0083 (15) |
C28 | 0.0156 (18) | 0.0191 (19) | 0.0186 (19) | −0.0004 (15) | −0.0033 (15) | −0.0114 (16) |
C29 | 0.0124 (17) | 0.0215 (19) | 0.021 (2) | −0.0046 (15) | −0.0036 (15) | −0.0112 (17) |
C30 | 0.0196 (19) | 0.027 (2) | 0.0146 (19) | −0.0042 (16) | 0.0003 (15) | −0.0081 (17) |
C31 | 0.0169 (19) | 0.025 (2) | 0.022 (2) | −0.0086 (16) | −0.0018 (16) | −0.0114 (17) |
Geometric parameters (Å, º) top
Re1—O4 | 1.723 (3) | C11—H11C | 0.9800 |
Re1—O1 | 1.727 (3) | C12—H12A | 0.9800 |
Re1—O2 | 1.730 (3) | C12—H12B | 0.9800 |
Re1—O3 | 1.741 (3) | C12—H12C | 0.9800 |
I1—I2 | 2.9369 (8) | N3—C29 | 1.341 (5) |
I2—I1i | 2.9369 (8) | N3—C25 | 1.349 (4) |
I3—I4 | 2.9224 (8) | N4—C20 | 1.344 (5) |
I4—I3ii | 2.9224 (8) | N4—C24 | 1.350 (4) |
N1—C10 | 1.339 (5) | N4—H2A | 0.80 (5) |
N1—C6 | 1.347 (4) | C20—C21 | 1.373 (5) |
N2—C1 | 1.345 (5) | C20—H20 | 0.9500 |
N2—C5 | 1.359 (4) | C21—C22 | 1.391 (5) |
N2—H1A | 0.99 (5) | C21—H21 | 0.9500 |
C1—C2 | 1.378 (5) | C22—C23 | 1.391 (5) |
C1—H1 | 0.9500 | C22—C31 | 1.504 (5) |
C2—C3 | 1.396 (5) | C23—C24 | 1.398 (5) |
C2—H2 | 0.9500 | C23—H23 | 0.9500 |
C3—C4 | 1.403 (5) | C24—C25 | 1.480 (5) |
C3—C12 | 1.504 (5) | C25—C26 | 1.393 (5) |
C4—C5 | 1.386 (5) | C26—C27 | 1.391 (5) |
C4—H4 | 0.9500 | C26—H26 | 0.9500 |
C5—C6 | 1.488 (5) | C27—C28 | 1.398 (5) |
C6—C7 | 1.390 (5) | C27—C30 | 1.502 (5) |
C7—C8 | 1.402 (5) | C28—C29 | 1.389 (5) |
C7—H7 | 0.9500 | C28—H28 | 0.9500 |
C8—C9 | 1.389 (5) | C29—H29 | 0.9500 |
C8—C11 | 1.501 (5) | C30—H30A | 0.9800 |
C9—C10 | 1.395 (5) | C30—H30B | 0.9800 |
C9—H9 | 0.9500 | C30—H30C | 0.9800 |
C10—H10 | 0.9500 | C31—H31A | 0.9800 |
C11—H11A | 0.9800 | C31—H31B | 0.9800 |
C11—H11B | 0.9800 | C31—H31C | 0.9800 |
| | | |
O4—Re1—O1 | 109.06 (13) | H12A—C12—H12B | 109.5 |
O4—Re1—O2 | 109.89 (14) | C3—C12—H12C | 109.5 |
O1—Re1—O2 | 109.96 (13) | H12A—C12—H12C | 109.5 |
O4—Re1—O3 | 109.79 (12) | H12B—C12—H12C | 109.5 |
O1—Re1—O3 | 108.12 (12) | C29—N3—C25 | 116.6 (3) |
O2—Re1—O3 | 110.00 (13) | C20—N4—C24 | 123.7 (3) |
I1i—I2—I1 | 180.0 | C20—N4—H2A | 128 (4) |
I3ii—I4—I3 | 180.0 | C24—N4—H2A | 108 (4) |
C10—N1—C6 | 116.7 (3) | N4—C20—C21 | 119.5 (3) |
C1—N2—C5 | 122.8 (3) | N4—C20—H20 | 120.2 |
C1—N2—H1A | 116 (3) | C21—C20—H20 | 120.2 |
C5—N2—H1A | 121 (3) | C20—C21—C22 | 120.0 (3) |
N2—C1—C2 | 120.1 (3) | C20—C21—H21 | 120.0 |
N2—C1—H1 | 120.0 | C22—C21—H21 | 120.0 |
C2—C1—H1 | 120.0 | C23—C22—C21 | 118.5 (3) |
C1—C2—C3 | 119.4 (3) | C23—C22—C31 | 120.8 (3) |
C1—C2—H2 | 120.3 | C21—C22—C31 | 120.7 (3) |
C3—C2—H2 | 120.3 | C22—C23—C24 | 120.8 (3) |
C2—C3—C4 | 119.0 (3) | C22—C23—H23 | 119.6 |
C2—C3—C12 | 120.5 (3) | C24—C23—H23 | 119.6 |
C4—C3—C12 | 120.5 (3) | N4—C24—C23 | 117.3 (3) |
C5—C4—C3 | 120.1 (3) | N4—C24—C25 | 116.6 (3) |
C5—C4—H4 | 120.0 | C23—C24—C25 | 126.1 (3) |
C3—C4—H4 | 120.0 | N3—C25—C26 | 123.4 (3) |
N2—C5—C4 | 118.6 (3) | N3—C25—C24 | 114.1 (3) |
N2—C5—C6 | 115.1 (3) | C26—C25—C24 | 122.4 (3) |
C4—C5—C6 | 126.3 (3) | C27—C26—C25 | 119.7 (3) |
N1—C6—C7 | 123.5 (3) | C27—C26—H26 | 120.2 |
N1—C6—C5 | 114.8 (3) | C25—C26—H26 | 120.2 |
C7—C6—C5 | 121.7 (3) | C26—C27—C28 | 117.0 (3) |
C6—C7—C8 | 119.6 (3) | C26—C27—C30 | 121.7 (3) |
C6—C7—H7 | 120.2 | C28—C27—C30 | 121.3 (3) |
C8—C7—H7 | 120.2 | C29—C28—C27 | 119.7 (3) |
C9—C8—C7 | 116.9 (3) | C29—C28—H28 | 120.2 |
C9—C8—C11 | 122.0 (3) | C27—C28—H28 | 120.2 |
C7—C8—C11 | 121.2 (3) | N3—C29—C28 | 123.7 (3) |
C8—C9—C10 | 119.8 (3) | N3—C29—H29 | 118.2 |
C8—C9—H9 | 120.1 | C28—C29—H29 | 118.2 |
C10—C9—H9 | 120.1 | C27—C30—H30A | 109.5 |
N1—C10—C9 | 123.6 (3) | C27—C30—H30B | 109.5 |
N1—C10—H10 | 118.2 | H30A—C30—H30B | 109.5 |
C9—C10—H10 | 118.2 | C27—C30—H30C | 109.5 |
C8—C11—H11A | 109.5 | H30A—C30—H30C | 109.5 |
C8—C11—H11B | 109.5 | H30B—C30—H30C | 109.5 |
H11A—C11—H11B | 109.5 | C22—C31—H31A | 109.5 |
C8—C11—H11C | 109.5 | C22—C31—H31B | 109.5 |
H11A—C11—H11C | 109.5 | H31A—C31—H31B | 109.5 |
H11B—C11—H11C | 109.5 | C22—C31—H31C | 109.5 |
C3—C12—H12A | 109.5 | H31A—C31—H31C | 109.5 |
C3—C12—H12B | 109.5 | H31B—C31—H31C | 109.5 |
| | | |
C5—N2—C1—C2 | 1.1 (5) | C24—N4—C20—C21 | 0.4 (5) |
N2—C1—C2—C3 | −3.0 (5) | N4—C20—C21—C22 | −0.8 (5) |
C1—C2—C3—C4 | 2.7 (5) | C20—C21—C22—C23 | −0.3 (5) |
C1—C2—C3—C12 | −178.9 (3) | C20—C21—C22—C31 | 179.3 (3) |
C2—C3—C4—C5 | −0.5 (5) | C21—C22—C23—C24 | 2.0 (5) |
C12—C3—C4—C5 | −178.9 (3) | C31—C22—C23—C24 | −177.7 (3) |
C1—N2—C5—C4 | 1.2 (5) | C20—N4—C24—C23 | 1.3 (5) |
C1—N2—C5—C6 | −179.2 (3) | C20—N4—C24—C25 | −179.8 (3) |
C3—C4—C5—N2 | −1.4 (5) | C22—C23—C24—N4 | −2.5 (5) |
C3—C4—C5—C6 | 179.0 (3) | C22—C23—C24—C25 | 178.7 (3) |
C10—N1—C6—C7 | 0.8 (5) | C29—N3—C25—C26 | 0.7 (5) |
C10—N1—C6—C5 | −179.8 (3) | C29—N3—C25—C24 | −179.8 (3) |
N2—C5—C6—N1 | −7.0 (4) | N4—C24—C25—N3 | −5.4 (4) |
C4—C5—C6—N1 | 172.6 (3) | C23—C24—C25—N3 | 173.4 (3) |
N2—C5—C6—C7 | 172.4 (3) | N4—C24—C25—C26 | 174.1 (3) |
C4—C5—C6—C7 | −8.0 (5) | C23—C24—C25—C26 | −7.1 (5) |
N1—C6—C7—C8 | −1.4 (5) | N3—C25—C26—C27 | −1.3 (5) |
C5—C6—C7—C8 | 179.3 (3) | C24—C25—C26—C27 | 179.3 (3) |
C6—C7—C8—C9 | 0.7 (5) | C25—C26—C27—C28 | 0.9 (5) |
C6—C7—C8—C11 | −179.9 (3) | C25—C26—C27—C30 | −179.5 (3) |
C7—C8—C9—C10 | 0.4 (5) | C26—C27—C28—C29 | −0.1 (5) |
C11—C8—C9—C10 | −179.0 (3) | C30—C27—C28—C29 | −179.7 (3) |
C6—N1—C10—C9 | 0.4 (5) | C25—N3—C29—C28 | 0.2 (5) |
C8—C9—C10—N1 | −1.0 (5) | C27—C28—C29—N3 | −0.5 (5) |
Symmetry codes: (i) −x, −y+2, −z; (ii) −x+1, −y+1, −z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H1A···O1 | 0.99 (5) | 1.79 (5) | 2.714 (4) | 154 (5) |
N4—H2A···O3iii | 0.80 (5) | 2.09 (5) | 2.748 (4) | 140 (5) |
C4—H4···O4iv | 0.95 | 2.48 | 3.183 (5) | 130 |
C23—H23···O2v | 0.95 | 2.46 | 3.199 (5) | 133 |
C26—H26···O2v | 0.95 | 2.58 | 3.429 (5) | 148 |
C30—H30A···O3v | 0.98 | 2.57 | 3.466 (6) | 151 |
C20—H20···I2vi | 0.95 | 3.05 | 3.998 (4) | 169 |
Symmetry codes: (iii) x−1, y, z; (iv) −x+1, −y, −z+1; (v) −x+1, −y+1, −z+1; (vi) x, y−1, z+1. |