organic compounds
4,4′-[(1E,1′E)-(2-Chloropyrimidine-4,6-diyl)bis(ethene-2,1-diyl)]bis(N,N-diethylaniline)
aDepartment of Chemistry, Anhui University, Hefei 230039, People's Republic of China, and bKey Laboratory of Functional Inorganic Materials Chemistry, Hefei 230039, People's Republic of China
*Correspondence e-mail: zhangqiong.314@163.com
In the title molecule, C28H33ClN4, the central pyrimidine ring is twisted with respect to the two benzene rings, making dihedral angles of 13.56 (19) and 23.1 (2)°. In the crystal, weak C—H⋯π interactions link the molecules into supramolecular chains propagating along the c-axis direction.
Keywords: crystal structure; pyrimidine ring; C—H⋯π interaction.
CCDC reference: 1502094
Structure description
Pyrimidine derivatives are considered important compounds because of their wide range of biological activities, and also because of their high et al., 2014). The pyrimidine ring also has well known reactivity with an aromatic aldehyde under solvent-free conditions (Li et al., 2009). Moreover, pyrimidine derivatives are excellent candidates for sensor materials with two-photon properties as they involve two N atoms in positions 2 and 4, forming an effective coordinating dentate for metal cations that can be applied to generate various useful materials (Zhang et al., 2016).
and good planarity, making them suitable building blocks for the construction of chromophores for non-linear optical materials (WangIn the title compound (Fig. 1), the pyrimidine ring is nearly planar [maximum deviation of 0.008 (4) Å for atom C14) and is twisted with respect to the C5–C10 and C18–C23 benzene rings, making dihedral angles of 13.56 (19) and 23.1 (2)°, respectively.
In the crystal, weak C—H⋯π interactions (Table 1) link the molecules into supramolecular chains propagating along the c-axis direction.
Synthesis and crystallization
A mixture of 4-(diethylamino)benzaldehyde (0.39 g, 2.20 mmol), 2-chloro-4,6-dimethyl pyrimidine (0.14 g, 1 mmol) and tBuOK (0.56 g, 5 mmol) was milled vigorously for about 10 min. The reaction was monitored by TLC. After the reaction was completed, the mixture was dispersed in water. The solution was extracted with CH2Cl2 several times. The organic layer was washed with water, saturated brine and dried over anhydrous MgSO4. After removing solvent under reduced pressure, the crude product was obtained and purified by flash (silica, 8:1 petroleum ether:ethyl acetate) to obtain red crystals. Yield: 60%. 1H NMR (400 MHz, CDCl3-d6)1.42 (t, 12H), 3.41 (q, 8H), 6.66 (d, 4H), 7.47 (d, 4H),6.68 (d, 2H), 7.81 (d, 2H), 6.59 (s, 1H).
Refinement
Crystal data, data collection and structure .
details are summarized in Table 2Structural data
CCDC reference: 1502094
https://doi.org/10.1107/S241431461601590X/xu4013sup1.cif
contains datablocks I, Global. DOI:Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S241431461601590X/xu4013Isup2.hkl
Supporting information file. DOI: https://doi.org/10.1107/S241431461601590X/xu4013Isup3.cml
Data collection: SMART (Bruker, 2002); cell
SAINT (Bruker, 2002); data reduction: SAINT (Bruker, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).C28H33ClN4 | F(000) = 984 |
Mr = 461.03 | Dx = 1.178 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 1048 reflections |
a = 11.791 (5) Å | θ = 2.2–17.4° |
b = 15.005 (5) Å | µ = 0.17 mm−1 |
c = 14.711 (5) Å | T = 296 K |
β = 92.716 (5)° | Prism, red |
V = 2599.8 (17) Å3 | 0.1 × 0.1 × 0.1 mm |
Z = 4 |
Bruker SMART 1000 CCD area-detector diffractometer | 1777 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.087 |
Graphite monochromator | θmax = 25.0°, θmin = 1.9° |
phi and ω scans | h = −14→14 |
14693 measured reflections | k = −17→17 |
4334 independent reflections | l = −16→15 |
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)] = 0.057 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.203 | H-atom parameters constrained |
S = 0.91 | w = 1/[σ2(Fo2) + (0.1P)2] where P = (Fo2 + 2Fc2)/3 |
4334 reflections | (Δ/σ)max < 0.001 |
302 parameters | Δρmax = 0.14 e Å−3 |
0 restraints | Δρmin = −0.18 e Å−3 |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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. |
x | y | z | Uiso*/Ueq | ||
Cl1 | 0.23269 (13) | 0.36886 (9) | 1.30455 (8) | 0.0911 (5) | |
C8 | 0.1371 (3) | 0.5278 (3) | 0.8928 (3) | 0.0512 (11) | |
N2 | 0.2846 (3) | 0.2363 (2) | 1.2017 (2) | 0.0622 (10) | |
N4 | 0.4462 (3) | −0.3125 (2) | 1.0323 (3) | 0.0667 (10) | |
C17 | 0.3370 (3) | 0.0536 (3) | 1.0462 (3) | 0.0589 (12) | |
H17 | 0.3143 | 0.0797 | 0.9910 | 0.071* | |
C15 | 0.2972 (3) | 0.1987 (3) | 1.1188 (3) | 0.0544 (11) | |
C14 | 0.2743 (3) | 0.2474 (3) | 1.0400 (3) | 0.0545 (11) | |
H14 | 0.2845 | 0.2221 | 0.9832 | 0.065* | |
C22 | 0.4249 (4) | −0.2226 (3) | 1.0348 (3) | 0.0586 (12) | |
C16 | 0.3342 (4) | 0.1056 (3) | 1.1189 (3) | 0.0592 (12) | |
H16 | 0.3576 | 0.0809 | 1.1746 | 0.071* | |
C18 | 0.3711 (4) | −0.0388 (3) | 1.0425 (3) | 0.0577 (12) | |
C13 | 0.2362 (3) | 0.3337 (3) | 1.0470 (3) | 0.0524 (11) | |
C28 | 0.2489 (3) | 0.3195 (3) | 1.1987 (3) | 0.0568 (11) | |
C11 | 0.1623 (3) | 0.4685 (3) | 0.9688 (3) | 0.0538 (11) | |
H11 | 0.1431 | 0.4892 | 1.0256 | 0.065* | |
N1 | 0.2235 (3) | 0.3717 (2) | 1.1294 (3) | 0.0576 (9) | |
C9 | 0.0828 (3) | 0.6091 (3) | 0.9065 (3) | 0.0609 (12) | |
H9 | 0.0591 | 0.6225 | 0.9644 | 0.073* | |
C23 | 0.4283 (4) | −0.0820 (3) | 1.1142 (3) | 0.0632 (12) | |
H23 | 0.4492 | −0.0496 | 1.1662 | 0.076* | |
N3 | 0.0790 (4) | 0.7150 (3) | 0.6822 (3) | 0.0945 (14) | |
C7 | 0.1674 (4) | 0.5118 (3) | 0.8045 (3) | 0.0622 (12) | |
H7 | 0.2020 | 0.4578 | 0.7917 | 0.075* | |
C20 | 0.3713 (4) | −0.1784 (3) | 0.9612 (3) | 0.0661 (13) | |
H20 | 0.3519 | −0.2100 | 0.9084 | 0.079* | |
C5 | 0.0961 (4) | 0.6541 (3) | 0.7508 (3) | 0.0686 (13) | |
C10 | 0.0631 (4) | 0.6696 (3) | 0.8384 (3) | 0.0679 (13) | |
H10 | 0.0265 | 0.7227 | 0.8512 | 0.081* | |
C12 | 0.2097 (3) | 0.3877 (3) | 0.9671 (3) | 0.0546 (11) | |
H12 | 0.2269 | 0.3645 | 0.9108 | 0.066* | |
C6 | 0.1489 (4) | 0.5712 (3) | 0.7351 (3) | 0.0712 (14) | |
H6 | 0.1713 | 0.5572 | 0.6771 | 0.085* | |
C26 | 0.3941 (4) | −0.3692 (3) | 0.9608 (3) | 0.0737 (14) | |
H26A | 0.3211 | −0.3441 | 0.9413 | 0.088* | |
H26B | 0.3806 | −0.4278 | 0.9858 | 0.088* | |
C21 | 0.4554 (4) | −0.1709 (3) | 1.1112 (3) | 0.0630 (12) | |
H21 | 0.4946 | −0.1971 | 1.1607 | 0.076* | |
C19 | 0.3467 (4) | −0.0892 (3) | 0.9652 (3) | 0.0664 (13) | |
H19 | 0.3124 | −0.0617 | 0.9143 | 0.080* | |
C24 | 0.4983 (4) | −0.3591 (3) | 1.1105 (3) | 0.0738 (14) | |
H24A | 0.5564 | −0.3213 | 1.1391 | 0.089* | |
H24B | 0.5350 | −0.4126 | 1.0896 | 0.089* | |
C27 | 0.4660 (5) | −0.3787 (3) | 0.8790 (3) | 0.0968 (17) | |
H27A | 0.4810 | −0.3209 | 0.8545 | 0.145* | |
H27B | 0.4262 | −0.4142 | 0.8335 | 0.145* | |
H27C | 0.5364 | −0.4072 | 0.8970 | 0.145* | |
C2 | 0.0210 (5) | 0.8003 (4) | 0.6974 (4) | 0.107 (2) | |
H2A | −0.0384 | 0.7908 | 0.7398 | 0.128* | |
H2B | −0.0149 | 0.8202 | 0.6402 | 0.128* | |
C25 | 0.4139 (5) | −0.3846 (3) | 1.1809 (4) | 0.1001 (18) | |
H25A | 0.3784 | −0.3319 | 1.2031 | 0.150* | |
H25B | 0.4529 | −0.4150 | 1.2306 | 0.150* | |
H25C | 0.3570 | −0.4233 | 1.1536 | 0.150* | |
C3 | 0.1174 (6) | 0.6985 (5) | 0.5922 (5) | 0.124 (3) | |
H3A | 0.1883 | 0.6657 | 0.5970 | 0.149* | |
H3B | 0.1321 | 0.7551 | 0.5631 | 0.149* | |
C4 | 0.0333 (7) | 0.6472 (6) | 0.5340 (5) | 0.165 (3) | |
H4A | 0.0148 | 0.5928 | 0.5642 | 0.248* | |
H4B | 0.0654 | 0.6337 | 0.4768 | 0.248* | |
H4C | −0.0342 | 0.6822 | 0.5236 | 0.248* | |
C1 | 0.0994 (6) | 0.8730 (4) | 0.7342 (6) | 0.157 (3) | |
H1A | 0.1369 | 0.8534 | 0.7900 | 0.235* | |
H1B | 0.0560 | 0.9257 | 0.7454 | 0.235* | |
H1C | 0.1550 | 0.8861 | 0.6905 | 0.235* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cl1 | 0.1296 (12) | 0.0957 (10) | 0.0472 (8) | 0.0198 (8) | −0.0046 (7) | −0.0099 (7) |
C8 | 0.051 (3) | 0.055 (3) | 0.047 (3) | −0.006 (2) | 0.001 (2) | 0.002 (2) |
N2 | 0.075 (3) | 0.061 (2) | 0.051 (3) | 0.0008 (19) | 0.000 (2) | 0.003 (2) |
N4 | 0.077 (3) | 0.059 (2) | 0.064 (3) | 0.000 (2) | −0.001 (2) | −0.006 (2) |
C17 | 0.069 (3) | 0.061 (3) | 0.046 (3) | −0.010 (2) | −0.002 (2) | 0.004 (2) |
C15 | 0.059 (3) | 0.056 (3) | 0.048 (3) | −0.009 (2) | 0.003 (2) | 0.000 (2) |
C14 | 0.068 (3) | 0.051 (3) | 0.044 (3) | −0.004 (2) | 0.003 (2) | −0.002 (2) |
C22 | 0.057 (3) | 0.058 (3) | 0.062 (3) | −0.004 (2) | 0.011 (2) | 0.000 (3) |
C16 | 0.073 (3) | 0.057 (3) | 0.047 (3) | −0.008 (2) | 0.000 (2) | 0.009 (2) |
C18 | 0.072 (3) | 0.050 (3) | 0.051 (3) | −0.003 (2) | 0.004 (2) | 0.004 (2) |
C13 | 0.054 (3) | 0.063 (3) | 0.040 (3) | −0.008 (2) | −0.001 (2) | 0.003 (2) |
C28 | 0.063 (3) | 0.071 (3) | 0.036 (3) | −0.005 (2) | −0.002 (2) | −0.005 (2) |
C11 | 0.055 (3) | 0.056 (3) | 0.050 (3) | −0.007 (2) | 0.001 (2) | −0.002 (2) |
N1 | 0.061 (2) | 0.066 (2) | 0.046 (3) | −0.0033 (18) | −0.0008 (19) | 0.002 (2) |
C9 | 0.060 (3) | 0.063 (3) | 0.060 (3) | −0.001 (2) | 0.008 (2) | −0.002 (2) |
C23 | 0.077 (3) | 0.057 (3) | 0.055 (3) | 0.002 (2) | −0.003 (2) | −0.002 (2) |
N3 | 0.092 (3) | 0.105 (3) | 0.089 (4) | 0.037 (3) | 0.027 (3) | 0.051 (3) |
C7 | 0.066 (3) | 0.071 (3) | 0.050 (3) | 0.009 (2) | 0.008 (2) | 0.011 (2) |
C20 | 0.081 (3) | 0.066 (3) | 0.051 (3) | −0.006 (3) | 0.000 (3) | −0.009 (3) |
C5 | 0.056 (3) | 0.080 (3) | 0.070 (4) | 0.013 (2) | 0.013 (3) | 0.020 (3) |
C10 | 0.067 (3) | 0.057 (3) | 0.080 (4) | 0.011 (2) | 0.008 (3) | 0.008 (3) |
C12 | 0.057 (3) | 0.062 (3) | 0.045 (3) | −0.007 (2) | 0.002 (2) | −0.003 (2) |
C6 | 0.074 (3) | 0.091 (3) | 0.050 (3) | 0.016 (3) | 0.015 (3) | 0.018 (3) |
C26 | 0.069 (3) | 0.068 (3) | 0.084 (4) | −0.009 (2) | 0.003 (3) | −0.007 (3) |
C21 | 0.072 (3) | 0.059 (3) | 0.057 (3) | 0.002 (2) | −0.008 (2) | −0.001 (2) |
C19 | 0.080 (3) | 0.068 (3) | 0.051 (3) | −0.002 (3) | 0.004 (3) | 0.001 (3) |
C24 | 0.070 (3) | 0.061 (3) | 0.090 (4) | 0.009 (2) | 0.003 (3) | −0.008 (3) |
C27 | 0.099 (4) | 0.104 (4) | 0.087 (4) | −0.009 (3) | 0.003 (3) | −0.034 (3) |
C2 | 0.074 (4) | 0.106 (4) | 0.141 (5) | 0.034 (4) | 0.015 (4) | 0.058 (4) |
C25 | 0.098 (4) | 0.108 (4) | 0.095 (4) | 0.013 (3) | 0.011 (3) | 0.026 (3) |
C3 | 0.106 (5) | 0.168 (6) | 0.100 (6) | 0.054 (5) | 0.034 (4) | 0.078 (5) |
C4 | 0.151 (7) | 0.262 (10) | 0.084 (6) | 0.068 (7) | 0.010 (5) | 0.029 (6) |
C1 | 0.100 (5) | 0.113 (5) | 0.257 (10) | 0.000 (4) | 0.014 (6) | 0.061 (6) |
Cl1—C28 | 1.743 (4) | C7—H7 | 0.9300 |
C8—C7 | 1.385 (5) | C20—C19 | 1.371 (5) |
C8—C9 | 1.397 (5) | C20—H20 | 0.9300 |
C8—C11 | 1.448 (5) | C5—C10 | 1.384 (6) |
N2—C28 | 1.317 (5) | C5—C6 | 1.414 (6) |
N2—C15 | 1.358 (5) | C10—H10 | 0.9300 |
N4—C22 | 1.373 (5) | C12—H12 | 0.9300 |
N4—C24 | 1.457 (5) | C6—H6 | 0.9300 |
N4—C26 | 1.464 (5) | C26—C27 | 1.512 (6) |
C17—C16 | 1.325 (5) | C26—H26A | 0.9700 |
C17—C18 | 1.446 (5) | C26—H26B | 0.9700 |
C17—H17 | 0.9300 | C21—H21 | 0.9300 |
C15—C14 | 1.386 (5) | C19—H19 | 0.9300 |
C15—C16 | 1.463 (5) | C24—C25 | 1.519 (6) |
C14—C13 | 1.376 (5) | C24—H24A | 0.9700 |
C14—H14 | 0.9300 | C24—H24B | 0.9700 |
C22—C20 | 1.395 (6) | C27—H27A | 0.9600 |
C22—C21 | 1.399 (5) | C27—H27B | 0.9600 |
C16—H16 | 0.9300 | C27—H27C | 0.9600 |
C18—C19 | 1.384 (5) | C2—C1 | 1.514 (8) |
C18—C23 | 1.387 (5) | C2—H2A | 0.9700 |
C13—N1 | 1.355 (5) | C2—H2B | 0.9700 |
C13—C12 | 1.449 (5) | C25—H25A | 0.9600 |
C28—N1 | 1.309 (5) | C25—H25B | 0.9600 |
C11—C12 | 1.336 (5) | C25—H25C | 0.9600 |
C11—H11 | 0.9300 | C3—C4 | 1.492 (9) |
C9—C10 | 1.363 (5) | C3—H3A | 0.9700 |
C9—H9 | 0.9300 | C3—H3B | 0.9700 |
C23—C21 | 1.373 (5) | C4—H4A | 0.9600 |
C23—H23 | 0.9300 | C4—H4B | 0.9600 |
N3—C5 | 1.369 (5) | C4—H4C | 0.9600 |
N3—C3 | 1.442 (7) | C1—H1A | 0.9600 |
N3—C2 | 1.473 (6) | C1—H1B | 0.9600 |
C7—C6 | 1.365 (5) | C1—H1C | 0.9600 |
C7—C8—C9 | 115.3 (4) | C13—C12—H12 | 117.7 |
C7—C8—C11 | 124.4 (4) | C7—C6—C5 | 120.6 (4) |
C9—C8—C11 | 120.3 (4) | C7—C6—H6 | 119.7 |
C28—N2—C15 | 114.4 (4) | C5—C6—H6 | 119.7 |
C22—N4—C24 | 121.4 (4) | N4—C26—C27 | 113.3 (4) |
C22—N4—C26 | 121.2 (4) | N4—C26—H26A | 108.9 |
C24—N4—C26 | 115.9 (4) | C27—C26—H26A | 108.9 |
C16—C17—C18 | 127.8 (4) | N4—C26—H26B | 108.9 |
C16—C17—H17 | 116.1 | C27—C26—H26B | 108.9 |
C18—C17—H17 | 116.1 | H26A—C26—H26B | 107.7 |
N2—C15—C14 | 120.4 (4) | C23—C21—C22 | 120.9 (4) |
N2—C15—C16 | 116.2 (4) | C23—C21—H21 | 119.6 |
C14—C15—C16 | 123.4 (4) | C22—C21—H21 | 119.6 |
C13—C14—C15 | 119.0 (4) | C20—C19—C18 | 122.1 (4) |
C13—C14—H14 | 120.5 | C20—C19—H19 | 119.0 |
C15—C14—H14 | 120.5 | C18—C19—H19 | 119.0 |
N4—C22—C20 | 121.6 (4) | N4—C24—C25 | 113.2 (4) |
N4—C22—C21 | 121.7 (4) | N4—C24—H24A | 108.9 |
C20—C22—C21 | 116.7 (4) | C25—C24—H24A | 108.9 |
C17—C16—C15 | 125.5 (4) | N4—C24—H24B | 108.9 |
C17—C16—H16 | 117.3 | C25—C24—H24B | 108.9 |
C15—C16—H16 | 117.3 | H24A—C24—H24B | 107.7 |
C19—C18—C23 | 116.4 (4) | C26—C27—H27A | 109.5 |
C19—C18—C17 | 120.5 (4) | C26—C27—H27B | 109.5 |
C23—C18—C17 | 123.0 (4) | H27A—C27—H27B | 109.5 |
N1—C13—C14 | 120.9 (4) | C26—C27—H27C | 109.5 |
N1—C13—C12 | 117.5 (4) | H27A—C27—H27C | 109.5 |
C14—C13—C12 | 121.6 (4) | H27B—C27—H27C | 109.5 |
N1—C28—N2 | 130.8 (4) | N3—C2—C1 | 113.6 (5) |
N1—C28—Cl1 | 114.2 (3) | N3—C2—H2A | 108.8 |
N2—C28—Cl1 | 114.9 (4) | C1—C2—H2A | 108.8 |
C12—C11—C8 | 127.9 (4) | N3—C2—H2B | 108.8 |
C12—C11—H11 | 116.1 | C1—C2—H2B | 108.8 |
C8—C11—H11 | 116.1 | H2A—C2—H2B | 107.7 |
C28—N1—C13 | 114.5 (4) | C24—C25—H25A | 109.5 |
C10—C9—C8 | 122.5 (4) | C24—C25—H25B | 109.5 |
C10—C9—H9 | 118.7 | H25A—C25—H25B | 109.5 |
C8—C9—H9 | 118.7 | C24—C25—H25C | 109.5 |
C21—C23—C18 | 122.4 (4) | H25A—C25—H25C | 109.5 |
C21—C23—H23 | 118.8 | H25B—C25—H25C | 109.5 |
C18—C23—H23 | 118.8 | N3—C3—C4 | 112.7 (6) |
C5—N3—C3 | 121.4 (4) | N3—C3—H3A | 109.0 |
C5—N3—C2 | 121.5 (5) | C4—C3—H3A | 109.0 |
C3—N3—C2 | 117.1 (4) | N3—C3—H3B | 109.0 |
C6—C7—C8 | 123.3 (4) | C4—C3—H3B | 109.0 |
C6—C7—H7 | 118.4 | H3A—C3—H3B | 107.8 |
C8—C7—H7 | 118.4 | C3—C4—H4A | 109.5 |
C19—C20—C22 | 121.4 (4) | C3—C4—H4B | 109.5 |
C19—C20—H20 | 119.3 | H4A—C4—H4B | 109.5 |
C22—C20—H20 | 119.3 | C3—C4—H4C | 109.5 |
N3—C5—C10 | 122.4 (4) | H4A—C4—H4C | 109.5 |
N3—C5—C6 | 121.2 (4) | H4B—C4—H4C | 109.5 |
C10—C5—C6 | 116.4 (4) | C2—C1—H1A | 109.5 |
C9—C10—C5 | 121.9 (4) | C2—C1—H1B | 109.5 |
C9—C10—H10 | 119.1 | H1A—C1—H1B | 109.5 |
C5—C10—H10 | 119.1 | C2—C1—H1C | 109.5 |
C11—C12—C13 | 124.5 (4) | H1A—C1—H1C | 109.5 |
C11—C12—H12 | 117.7 | H1B—C1—H1C | 109.5 |
Cg3 is the centroid of the C18–C23 ring. |
D—H···A | D—H | H···A | D···A | D—H···A |
C3—H3A···Cg3i | 0.97 | 2.73 | 3.606 (8) | 151 |
Symmetry code: (i) x, −y+1/2, z−1/2. |
Acknowledgements
This work was supported by the National Natural Science Foundation of China (21501001).
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