Study on the Selectivity of Anion Receptors Based on Similar (Thio)Urea Fragments
Supporting information for
Study on the Selectivity of Anion Receptors Based onSimilar (thio)ureaFragments
Weiwei Huanga, Sikai Yaoa, Zhongyue Yang a, Hai Linb, Chenchen Zhoua, Huakuan Lina
aDepartment of Chemistry, Nankai University, Tianjin 300071, People’s Republic of China
bKey Laboratory of Functional Polymer Materials of Ministry of Education, Nankai University Tianjin 300071, People’s Republic of China
* Corresponding authorTel.: +86 22 23502624;
E-mail address: (H.K. Lin)
Figure S1Crystal packing ofreceptor 3.
Table S1Crystallographic Data for receptor 3.
Table S2Selected Bond Lengths (Å) and Angles (deg) and the Important Interaction Distances for receptor 3.
Figure S1Crystal packing ofreceptor 3.
Table S1 Crystallographic Data for receptor 3.
3Empirical formula / C19H20N6O4
Formula weight / 396.41
Temperature, K / 113(2)
Wavelength, Å / 0.71073
Crystal size / 0.20 mm x 0.18 mm x 0.12 mm
Color and habit / Yellow block
Crystal System / Triclinic
Space group / P-12
a = 9.889(7)Å
b = 10.045(7)Å
c = 10.240(7)Å
V=970.1(12) Å3
Z= 2
α=90.955(6)°
β=106.076(14)°
γ=96.409(18)°
Dcalc, g/cm3 / 1.357
F(000) / 416
Data / restraints / parameters / 4529 / 3 / 276
Reflections collected/unique / 10078 / 4529 [R(int) = 0.0770]
Absorption coefficient, mm-1 / 0.099
Max. and min. transmission / 0.9883 and 0.9805
Goodness-of-fit on F2 / 0.947
Final R1 and wR2 [I＞2σ (I)] / 0.0535,0.0822
R1 and wR2 [all data] / 0.0983,0.0958
Largest diff. peak and hole (eÅ-3) / 0.316 and -0.270
Table S2Selected Bond Lengths (Å) and Angles (deg) and the Important Interaction Distances for receptor 3.
bond / (Å) or (°) / bond / (Å) or (°)O1—C1 / 1.2328(13) / C6—C7 / 1.3875(16)
O2—N5 / 1.2291(13) / C6—H6 / 0.9500
O3—N5 / 1.2318(13) / C7—H7 / 0.9500
O4—C17 / 1.2329(17) / C8—C9 / 1.4385(16)
N1—C1 / 1.3617(16) / C8—H8 / 0.9500
N1—C2 / 1.3996(15) / C9—C10 / 1.3786(17)
N1—H1 / 0.910(13) / C9—C12 / 1.4370(17)
N2—C1 / 1.3620(15) / C10—H10 / 0.9500
N2—N3 / 1.3859(13) / C11—C16 / 1.3830(18)
N2—H2 / 0.961(14) / C11—C12 / 1.4140(16)
N3—C8 / 1.2836(15) / C12—C13 / 1.4009(17)
N4—C10 / 1.3532(16) / C13—C14 / 1.3787(17)
N4—C11 / 1.3801(16) / C13—H13 / 0.9500
N4—H5 / 0.937(14) / C14—C15 / 1.3945(18)
N5—C5 / 1.4616(15) / C14—H14 / 0.9500
N6—C17 / 1.3321(16) / C15—C16 / 1.3835(19)
N6—C18 / 1.4426(15) / C15—H15 / 0.9500
N6—C19 / 1.4538(17) / C16—H16 / 0.9500
C2—C3 / 1.3918(17) / C17—H17 / 0.9500
C2—C7 / 1.3980(16) / C18—H18A / 0.9800
C3—C4 / 1.3733(17) / C18—H18B / 0.9800
C3—H3 / 0.9500 / C18—H18C / 0.9800
C4—C5 / 1.3807(16) / C19—H19A / 0.9800
C4—H4 / 0.9500 / C19—H19B / 0.9800
C5—C6 / 1.3734(17) / C19—H19C / 0.9800
C1—N1—C2 / 128.79(11) / C10—C9—C12 / 106.30(11)
C1—N1—H1 / 110.0(9) / C10—C9—C8 / 123.87(12)
C2—N1—H1 / 121.0(9) / C12—C9—C8 / 129.74(12)
C1—N2—N3 / 119.8(1) / N4—C10—C9 / 110.42(12)
C1—N2—H2 / 119.0(9) / N4—C10—H10 / 124.800
N3—N2—H2 / 120.2(9) / C9—C10—H10 / 124.800
C8—N3—N2 / 114.85(10) / N4—C11—C16 / 129.69(12)
C10—N4—C11 / 109.03(11) / N4—C11—C12 / 107.74(11)
C10—N4—H5 / 127.4(9) / C16—C11—C12 / 122.57(13)
C11—N4—H5 / 123.6(9) / C13—C12—C11 / 118.33(12)
O2—N5—O3 / 123.16(11) / C13—C12—C9 / 135.16(12)
O2—N5—C5 / 118.98(11) / C11—C12—C9 / 106.50(11)
O3—N5—C5 / 117.86(11) / C14—C13—C12 / 119.02(12)
C17—N6—C18 / 120.88(12) / C14—C13—H13 / 120.500
C17—N6—C19 / 121.68(12) / C12—C13—H13 / 120.500
C18—N6—C19 / 117.44(11) / C13—C14—C15 / 121.54(14)
O1—C1—N1 / 124.95(11) / C13—C14—H14 / 119.200
O1—C1—N2 / 120.85(11) / C15—C14—H14 / 119.200
N1—C1—N2 / 114.18(11) / C16—C15—C14 / 120.81(13)
C7—C2—N1 / 123.63(11) / C11—C16—C15 / 117.71(12)
C2—C3—H3 / 119.600 / O4—C17—N6 / 124.55(14)
C3—C4—C5 / 118.73(12) / O4—C17—H17 / 117.700
C3—C4—H4 / 120.600 / N6—C17—H17 / 117.700
C5—C4—H4 / 120.600 / N6—C18—H18A / 109.500
C6—C5—C4 / 121.79(12) / N6—C18—H18B / 109.500
C6—C5—N5 / 119.80(11) / H18A—C18—H18B / 109.500
C4—C5—N5 / 118.41(11) / N6—C18—H18C / 109.500
N3—C8—C9 / 121.92(12) / H19A—C19—H19C / 109.500
N3—C8—H8 / 119.000 / H19B—C19—H19C / 109.500
(i) 2-x, 2-y, 1-z; (ii) -1+x, y, z.
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