In the centrosymmetric title compound, [Cd(NO
3)
2(C
20H
14N
4)
2], the dihedral angle between the phenyl rings attached to one heterocycle is 54.13 (5)°. The crystal structure is stabilized by O
C, C—H
O, C—H
π and π–π interactions.
Supporting information
CCDC reference: 630185
Key indicators
- Single-crystal X-ray study
- T = 100 K
- Mean (C-C) = 0.001 Å
- R factor = 0.028
- wR factor = 0.082
- Data-to-parameter ratio = 43.0
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT432_ALERT_2_C Short Inter X...Y Contact O3 .. C7 .. 2.94 Ang.
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
1 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
1 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
0 ALERT type 5 Informative message, check
checkCIF publication errors
Alert level A
PUBL024_ALERT_1_A The number of authors is greater than 5.
Please specify the role of each of the co-authors
for your paper.
| Author Response: S. G. Teoh, Eltayeb N. E., Yamin, B. M. and
Ibrahim, K. is involved in the extraction and synthesis
of the title compound and H.K. Fun and Jeannie B.-J. Teh
is involved in the structure determination. All parties are
involved in writing up the
manuscript.
|
PUBL023_ALERT_1_A There is a mismatched ^ on line 98
Bis[5,6-diphenyl-3-(2-pyridyl)-1,2,4-triazine-\^2^N,N']bis(nitrato-
If you require a ^ then it should be escaped
with a \, i.e. \^
Otherwise there must be a matching closing ~, e.g. ^12^C
PUBL023_ALERT_1_A There is a mismatched ^ on line 284
Bis[5,6-diphenyl-3-(2-pyridyl)-1,2,4-triazine-\^2^N,N']bis(nitrato-
If you require a ^ then it should be escaped
with a \, i.e. \^
Otherwise there must be a matching closing ~, e.g. ^12^C
3 ALERT level A = Data missing that is essential or data in wrong format
0 ALERT level G = General alerts. Data that may be required is missing
Data collection: APEX2 (Bruker, 2005); cell refinement: APEX2; data reduction: SAINT (Bruker, 2005); program(s) used to solve structure: SHELXTL (Sheldrick, 1998); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2003).
Bis[5,6-diphenyl-3-(2-pyridyl)-1,2,4-triazine-
κ2N,
N']bis(nitrato-
κO)cadmium(II)
top
Crystal data top
[Cd(NO3)2(C20H14N4)2] | F(000) = 1736 |
Mr = 857.12 | Dx = 1.585 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 8987 reflections |
a = 15.8191 (2) Å | θ = 1.5–40.0° |
b = 8.4756 (1) Å | µ = 0.67 mm−1 |
c = 26.8765 (4) Å | T = 100 K |
β = 94.809 (1)° | Slab, yellow |
V = 3590.82 (8) Å3 | 0.31 × 0.26 × 0.12 mm |
Z = 4 | |
Data collection top
Bruker SMART APEX-2 CCD diffractometer | 11133 independent reflections |
Radiation source: fine-focus sealed tube | 9320 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.037 |
Detector resolution: 8.33 pixels mm-1 | θmax = 40.0°, θmin = 1.5° |
ω scans | h = −28→28 |
Absorption correction: multi-scan (SADABS;, Bruker, 2005) | k = −15→15 |
Tmin = 0.817, Tmax = 0.923 | l = −48→48 |
81732 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) = 0.082 | H-atom parameters constrained |
S = 1.13 | w = 1/[σ2(Fo2) + (0.0397P)2 + 1.338P] where P = (Fo2 + 2Fc2)/3 |
11133 reflections | (Δ/σ)max < 0.001 |
259 parameters | Δρmax = 0.64 e Å−3 |
0 restraints | Δρmin = −0.42 e Å−3 |
Special details top
Experimental. IR (KBr, cm-1): v(C—H) 3070, 3040, v(C=N) 1618, v(C=C) 1599, 1574, 1509,
vasym(N—O) 1482, vsym(N—O) 1384, v(C—N) 1255. |
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 | |
Cd1 | 0.7500 | 0.7500 | 0.0000 | 0.01449 (2) | |
O1 | 0.76408 (5) | 0.58987 (10) | −0.07262 (3) | 0.02441 (15) | |
O2 | 0.67270 (8) | 0.45965 (12) | −0.03390 (4) | 0.0410 (3) | |
O3 | 0.71299 (6) | 0.37000 (10) | −0.10364 (3) | 0.02960 (17) | |
N1 | 0.88998 (5) | 0.69673 (10) | 0.02479 (3) | 0.01613 (12) | |
N2 | 0.75507 (5) | 0.56940 (9) | 0.06611 (3) | 0.01558 (12) | |
N3 | 0.68655 (5) | 0.51789 (9) | 0.08682 (3) | 0.01570 (12) | |
N4 | 0.84597 (5) | 0.47358 (9) | 0.13362 (3) | 0.01460 (12) | |
N5 | 0.71585 (6) | 0.47027 (10) | −0.06999 (3) | 0.01882 (14) | |
C1 | 0.95550 (7) | 0.75930 (12) | 0.00315 (4) | 0.02023 (16) | |
H1A | 0.9444 | 0.8302 | −0.0230 | 0.024* | |
C2 | 1.03951 (7) | 0.72230 (14) | 0.01828 (4) | 0.02235 (18) | |
H2A | 1.0838 | 0.7685 | 0.0028 | 0.027* | |
C3 | 1.05562 (6) | 0.61529 (13) | 0.05681 (4) | 0.02171 (17) | |
H3A | 1.1111 | 0.5866 | 0.0672 | 0.026* | |
C4 | 0.98805 (6) | 0.55119 (12) | 0.07981 (4) | 0.01825 (15) | |
H4A | 0.9976 | 0.4795 | 0.1059 | 0.022* | |
C5 | 0.90602 (5) | 0.59605 (10) | 0.06317 (3) | 0.01458 (13) | |
C6 | 0.83173 (5) | 0.53964 (10) | 0.08836 (3) | 0.01360 (12) | |
C7 | 0.77827 (5) | 0.43203 (10) | 0.15679 (3) | 0.01366 (12) | |
C8 | 0.79673 (6) | 0.38213 (10) | 0.20942 (3) | 0.01473 (13) | |
C9 | 0.87096 (6) | 0.29700 (12) | 0.22245 (4) | 0.01770 (14) | |
H9A | 0.9054 | 0.2658 | 0.1978 | 0.021* | |
C10 | 0.89352 (7) | 0.25880 (11) | 0.27213 (4) | 0.02017 (17) | |
H10A | 0.9425 | 0.2006 | 0.2806 | 0.024* | |
C11 | 0.84296 (6) | 0.30752 (12) | 0.30922 (4) | 0.01976 (16) | |
H11A | 0.8585 | 0.2831 | 0.3425 | 0.024* | |
C12 | 0.76910 (7) | 0.39279 (11) | 0.29657 (4) | 0.01925 (16) | |
H12A | 0.7354 | 0.4256 | 0.3214 | 0.023* | |
C13 | 0.74570 (6) | 0.42891 (11) | 0.24682 (4) | 0.01783 (15) | |
H13A | 0.6959 | 0.4845 | 0.2384 | 0.021* | |
C14 | 0.69577 (5) | 0.44572 (10) | 0.13103 (3) | 0.01351 (12) | |
C15 | 0.61602 (5) | 0.38663 (10) | 0.14924 (3) | 0.01416 (13) | |
C16 | 0.61406 (6) | 0.24508 (10) | 0.17580 (4) | 0.01593 (13) | |
H16A | 0.6636 | 0.1871 | 0.1825 | 0.019* | |
C17 | 0.53840 (6) | 0.19065 (12) | 0.19223 (4) | 0.01912 (15) | |
H17A | 0.5376 | 0.0963 | 0.2099 | 0.023* | |
C18 | 0.46375 (7) | 0.27655 (12) | 0.18246 (4) | 0.02036 (17) | |
H18A | 0.4135 | 0.2413 | 0.1944 | 0.024* | |
C19 | 0.46461 (6) | 0.41559 (12) | 0.15479 (4) | 0.01882 (15) | |
H19A | 0.4147 | 0.4720 | 0.1475 | 0.023* | |
C20 | 0.54029 (6) | 0.46996 (11) | 0.13809 (3) | 0.01655 (14) | |
H20A | 0.5406 | 0.5623 | 0.1194 | 0.020* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cd1 | 0.01369 (4) | 0.01887 (4) | 0.01091 (4) | 0.00173 (3) | 0.00108 (2) | 0.00215 (2) |
O1 | 0.0225 (3) | 0.0228 (3) | 0.0281 (4) | −0.0020 (3) | 0.0035 (3) | −0.0060 (3) |
O2 | 0.0637 (7) | 0.0316 (5) | 0.0314 (5) | −0.0088 (4) | 0.0256 (5) | −0.0043 (4) |
O3 | 0.0380 (5) | 0.0237 (4) | 0.0270 (4) | 0.0012 (3) | 0.0020 (3) | −0.0122 (3) |
N1 | 0.0144 (3) | 0.0203 (3) | 0.0138 (3) | −0.0003 (2) | 0.0016 (2) | −0.0002 (2) |
N2 | 0.0126 (3) | 0.0173 (3) | 0.0166 (3) | −0.0004 (2) | −0.0007 (2) | 0.0031 (2) |
N3 | 0.0134 (3) | 0.0173 (3) | 0.0162 (3) | −0.0006 (2) | −0.0004 (2) | 0.0033 (2) |
N4 | 0.0140 (3) | 0.0148 (3) | 0.0145 (3) | 0.0008 (2) | −0.0013 (2) | 0.0005 (2) |
N5 | 0.0210 (3) | 0.0183 (3) | 0.0167 (3) | 0.0037 (3) | −0.0007 (3) | −0.0019 (2) |
C1 | 0.0170 (4) | 0.0275 (5) | 0.0167 (4) | −0.0024 (3) | 0.0042 (3) | 0.0001 (3) |
C2 | 0.0150 (4) | 0.0322 (5) | 0.0203 (4) | −0.0029 (3) | 0.0047 (3) | −0.0042 (3) |
C3 | 0.0135 (3) | 0.0299 (5) | 0.0217 (4) | 0.0013 (3) | 0.0010 (3) | −0.0054 (3) |
C4 | 0.0135 (3) | 0.0222 (4) | 0.0186 (4) | 0.0028 (3) | −0.0008 (3) | −0.0026 (3) |
C5 | 0.0130 (3) | 0.0168 (3) | 0.0139 (3) | 0.0010 (2) | 0.0006 (2) | −0.0022 (2) |
C6 | 0.0129 (3) | 0.0140 (3) | 0.0136 (3) | 0.0005 (2) | −0.0003 (2) | −0.0005 (2) |
C7 | 0.0138 (3) | 0.0126 (3) | 0.0141 (3) | 0.0011 (2) | −0.0014 (2) | 0.0000 (2) |
C8 | 0.0146 (3) | 0.0144 (3) | 0.0145 (3) | −0.0004 (2) | −0.0025 (3) | 0.0013 (2) |
C9 | 0.0140 (3) | 0.0196 (4) | 0.0191 (4) | 0.0005 (3) | −0.0006 (3) | 0.0054 (3) |
C10 | 0.0152 (3) | 0.0238 (4) | 0.0206 (4) | −0.0011 (3) | −0.0033 (3) | 0.0086 (3) |
C11 | 0.0208 (4) | 0.0213 (4) | 0.0163 (4) | −0.0055 (3) | −0.0041 (3) | 0.0044 (3) |
C12 | 0.0225 (4) | 0.0199 (4) | 0.0150 (4) | −0.0016 (3) | −0.0005 (3) | −0.0004 (3) |
C13 | 0.0189 (4) | 0.0181 (4) | 0.0160 (3) | 0.0025 (3) | −0.0017 (3) | −0.0010 (3) |
C14 | 0.0127 (3) | 0.0132 (3) | 0.0142 (3) | 0.0008 (2) | −0.0012 (2) | 0.0005 (2) |
C15 | 0.0137 (3) | 0.0152 (3) | 0.0133 (3) | −0.0003 (2) | −0.0007 (2) | −0.0002 (2) |
C16 | 0.0169 (3) | 0.0156 (3) | 0.0152 (3) | 0.0006 (3) | 0.0008 (3) | 0.0004 (2) |
C17 | 0.0211 (4) | 0.0193 (4) | 0.0171 (4) | −0.0024 (3) | 0.0031 (3) | 0.0007 (3) |
C18 | 0.0175 (4) | 0.0255 (4) | 0.0184 (4) | −0.0037 (3) | 0.0037 (3) | −0.0030 (3) |
C19 | 0.0137 (3) | 0.0233 (4) | 0.0193 (4) | 0.0009 (3) | 0.0003 (3) | −0.0030 (3) |
C20 | 0.0144 (3) | 0.0178 (3) | 0.0170 (3) | 0.0010 (3) | −0.0015 (3) | −0.0001 (3) |
Geometric parameters (Å, º) top
Cd1—N1i | 2.3030 (8) | C7—C14 | 1.4299 (12) |
Cd1—N1 | 2.3030 (8) | C7—C8 | 1.4819 (12) |
Cd1—N2 | 2.3415 (8) | C8—C9 | 1.3974 (13) |
Cd1—N2i | 2.3415 (8) | C8—C13 | 1.3983 (13) |
Cd1—O1i | 2.4030 (8) | C9—C10 | 1.3911 (14) |
Cd1—O1 | 2.4030 (8) | C9—H9A | 0.9300 |
O1—N5 | 1.2742 (12) | C10—C11 | 1.3920 (16) |
O2—N5 | 1.2355 (13) | C10—H10A | 0.9300 |
O3—N5 | 1.2390 (11) | C11—C12 | 1.3916 (15) |
N1—C1 | 1.3396 (13) | C11—H11A | 0.9300 |
N1—C5 | 1.3464 (12) | C12—C13 | 1.3911 (13) |
N2—C6 | 1.3306 (11) | C12—H12A | 0.9300 |
N2—N3 | 1.3329 (11) | C13—H13A | 0.9300 |
N3—C14 | 1.3334 (11) | C14—C15 | 1.4784 (12) |
N4—C7 | 1.3305 (12) | C15—C16 | 1.3977 (12) |
N4—C6 | 1.3410 (11) | C15—C20 | 1.4012 (12) |
C1—C2 | 1.3925 (15) | C16—C17 | 1.3889 (14) |
C1—H1A | 0.9300 | C16—H16A | 0.9300 |
C2—C3 | 1.3841 (17) | C17—C18 | 1.3933 (15) |
C2—H2A | 0.9300 | C17—H17A | 0.9300 |
C3—C4 | 1.3895 (15) | C18—C19 | 1.3941 (15) |
C3—H3A | 0.9300 | C18—H18A | 0.9300 |
C4—C5 | 1.3897 (13) | C19—C20 | 1.3918 (14) |
C4—H4A | 0.9300 | C19—H19A | 0.9300 |
C5—C6 | 1.4836 (12) | C20—H20A | 0.9300 |
| | | |
N1i—Cd1—N1 | 180.00 (4) | N4—C6—C5 | 117.99 (7) |
N1i—Cd1—N2 | 108.58 (3) | N4—C7—C14 | 119.32 (8) |
N1—Cd1—N2 | 71.42 (3) | N4—C7—C8 | 114.86 (7) |
N1i—Cd1—N2i | 71.42 (3) | C14—C7—C8 | 125.75 (8) |
N1—Cd1—N2i | 108.58 (3) | C9—C8—C13 | 119.34 (8) |
N2—Cd1—N2i | 180.00 (4) | C9—C8—C7 | 118.73 (8) |
N1i—Cd1—O1i | 88.39 (3) | C13—C8—C7 | 121.72 (8) |
N1—Cd1—O1i | 91.61 (3) | C10—C9—C8 | 120.20 (9) |
N2—Cd1—O1i | 75.67 (3) | C10—C9—H9A | 119.9 |
N2i—Cd1—O1i | 104.33 (3) | C8—C9—H9A | 119.9 |
N1i—Cd1—O1 | 91.61 (3) | C9—C10—C11 | 120.12 (9) |
N1—Cd1—O1 | 88.39 (3) | C9—C10—H10A | 119.9 |
N2—Cd1—O1 | 104.33 (3) | C11—C10—H10A | 119.9 |
N2i—Cd1—O1 | 75.67 (3) | C12—C11—C10 | 120.01 (9) |
O1i—Cd1—O1 | 180.00 (2) | C12—C11—H11A | 120.0 |
N5—O1—Cd1 | 107.91 (6) | C10—C11—H11A | 120.0 |
C1—N1—C5 | 118.72 (8) | C13—C12—C11 | 119.96 (9) |
C1—N1—Cd1 | 123.85 (7) | C13—C12—H12A | 120.0 |
C5—N1—Cd1 | 117.43 (6) | C11—C12—H12A | 120.0 |
C6—N2—N3 | 119.52 (8) | C12—C13—C8 | 120.36 (9) |
C6—N2—Cd1 | 115.90 (6) | C12—C13—H13A | 119.8 |
N3—N2—Cd1 | 123.63 (6) | C8—C13—H13A | 119.8 |
N2—N3—C14 | 119.36 (8) | N3—C14—C7 | 119.73 (8) |
C7—N4—C6 | 117.03 (7) | N3—C14—C15 | 114.69 (7) |
O2—N5—O3 | 122.30 (10) | C7—C14—C15 | 125.58 (8) |
O2—N5—O1 | 118.31 (9) | C16—C15—C20 | 119.13 (8) |
O3—N5—O1 | 119.38 (9) | C16—C15—C14 | 121.06 (8) |
N1—C1—C2 | 122.57 (10) | C20—C15—C14 | 119.76 (8) |
N1—C1—H1A | 118.7 | C17—C16—C15 | 120.26 (9) |
C2—C1—H1A | 118.7 | C17—C16—H16A | 119.9 |
C3—C2—C1 | 118.52 (10) | C15—C16—H16A | 119.9 |
C3—C2—H2A | 120.7 | C16—C17—C18 | 120.39 (9) |
C1—C2—H2A | 120.7 | C16—C17—H17A | 119.8 |
C2—C3—C4 | 119.26 (9) | C18—C17—H17A | 119.8 |
C2—C3—H3A | 120.4 | C17—C18—C19 | 119.74 (9) |
C4—C3—H3A | 120.4 | C17—C18—H18A | 120.1 |
C3—C4—C5 | 118.83 (9) | C19—C18—H18A | 120.1 |
C3—C4—H4A | 120.6 | C20—C19—C18 | 119.94 (9) |
C5—C4—H4A | 120.6 | C20—C19—H19A | 120.0 |
N1—C5—C4 | 122.06 (8) | C18—C19—H19A | 120.0 |
N1—C5—C6 | 116.63 (8) | C19—C20—C15 | 120.48 (9) |
C4—C5—C6 | 121.26 (8) | C19—C20—H20A | 119.8 |
N2—C6—N4 | 124.35 (8) | C15—C20—H20A | 119.8 |
N2—C6—C5 | 117.44 (8) | | |
| | | |
N1i—Cd1—O1—N5 | −64.98 (7) | C7—N4—C6—N2 | 1.80 (13) |
N1—Cd1—O1—N5 | 115.02 (7) | C7—N4—C6—C5 | 176.26 (7) |
N2—Cd1—O1—N5 | 44.66 (7) | N1—C5—C6—N2 | 11.60 (12) |
N2i—Cd1—O1—N5 | −135.34 (7) | C4—C5—C6—N2 | −170.72 (8) |
N2—Cd1—N1—C1 | 178.83 (9) | N1—C5—C6—N4 | −163.24 (8) |
N2i—Cd1—N1—C1 | −1.17 (9) | C4—C5—C6—N4 | 14.43 (12) |
O1i—Cd1—N1—C1 | −106.88 (8) | C6—N4—C7—C14 | 5.72 (12) |
O1—Cd1—N1—C1 | 73.12 (8) | C6—N4—C7—C8 | −171.24 (7) |
N2—Cd1—N1—C5 | −0.86 (6) | N4—C7—C8—C9 | −36.39 (11) |
N2i—Cd1—N1—C5 | 179.14 (6) | C14—C7—C8—C9 | 146.87 (9) |
O1i—Cd1—N1—C5 | 73.43 (7) | N4—C7—C8—C13 | 138.28 (9) |
O1—Cd1—N1—C5 | −106.57 (7) | C14—C7—C8—C13 | −38.45 (13) |
N1i—Cd1—N2—C6 | −172.87 (6) | C13—C8—C9—C10 | 0.26 (14) |
N1—Cd1—N2—C6 | 7.13 (6) | C7—C8—C9—C10 | 175.06 (8) |
O1i—Cd1—N2—C6 | −89.55 (7) | C8—C9—C10—C11 | −1.08 (15) |
O1—Cd1—N2—C6 | 90.45 (7) | C9—C10—C11—C12 | 0.86 (15) |
N1i—Cd1—N2—N3 | −4.11 (8) | C10—C11—C12—C13 | 0.18 (15) |
N1—Cd1—N2—N3 | 175.89 (8) | C11—C12—C13—C8 | −1.00 (15) |
O1i—Cd1—N2—N3 | 79.20 (7) | C9—C8—C13—C12 | 0.78 (14) |
O1—Cd1—N2—N3 | −100.80 (7) | C7—C8—C13—C12 | −173.86 (8) |
C6—N2—N3—C14 | 4.05 (13) | N2—N3—C14—C7 | 3.31 (13) |
Cd1—N2—N3—C14 | −164.33 (6) | N2—N3—C14—C15 | −177.11 (8) |
Cd1—O1—N5—O2 | 1.08 (12) | N4—C7—C14—N3 | −8.41 (12) |
Cd1—O1—N5—O3 | −179.67 (8) | C8—C7—C14—N3 | 168.20 (8) |
C5—N1—C1—C2 | 1.08 (15) | N4—C7—C14—C15 | 172.07 (8) |
Cd1—N1—C1—C2 | −178.61 (8) | C8—C7—C14—C15 | −11.32 (13) |
N1—C1—C2—C3 | 0.74 (16) | N3—C14—C15—C16 | 143.77 (9) |
C1—C2—C3—C4 | −1.42 (16) | C7—C14—C15—C16 | −36.69 (13) |
C2—C3—C4—C5 | 0.34 (15) | N3—C14—C15—C20 | −33.61 (12) |
C1—N1—C5—C4 | −2.24 (14) | C7—C14—C15—C20 | 145.93 (9) |
Cd1—N1—C5—C4 | 177.47 (7) | C20—C15—C16—C17 | −2.01 (13) |
C1—N1—C5—C6 | 175.42 (8) | C14—C15—C16—C17 | −179.41 (8) |
Cd1—N1—C5—C6 | −4.87 (10) | C15—C16—C17—C18 | −0.06 (14) |
C3—C4—C5—N1 | 1.54 (14) | C16—C17—C18—C19 | 1.85 (15) |
C3—C4—C5—C6 | −176.01 (9) | C17—C18—C19—C20 | −1.54 (15) |
N3—N2—C6—N4 | −7.00 (13) | C18—C19—C20—C15 | −0.56 (14) |
Cd1—N2—C6—N4 | 162.25 (7) | C16—C15—C20—C19 | 2.32 (13) |
N3—N2—C6—C5 | 178.52 (8) | C14—C15—C20—C19 | 179.76 (8) |
Cd1—N2—C6—C5 | −12.23 (10) | | |
Symmetry code: (i) −x+3/2, −y+3/2, −z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C2—H2A···O2ii | 0.93 | 2.41 | 3.309 (2) | 162 |
C3—H3A···O1iii | 0.93 | 2.47 | 3.337 (1) | 155 |
C13—H13A···Cgiv | 0.93 | 3.06 | 3.672 (1) | 125 |
C17—H17A···Cgv | 0.93 | 3.16 | 3.852 (1) | 132 |
Symmetry codes: (ii) x+1/2, y+1/2, z; (iii) −x+2, −y+1, −z; (iv) −x+3/2, y+1/2, −z+1/2; (v) −x+3/2, y−1/2, −z+1/2. |