Identification code | 3F-decomposition |
Empirical formula | C42H41.48F0.52N2O6 |
Formula weight | 680.07 |
Temperature/K | 180 |
Crystal system | trigonal |
Space group | R-3 |
a/Å | 37.4781(16) |
b/Å | 37.4781(16) |
c/Å | 6.4871(3) |
α/° | 90 |
β/° | 90 |
γ/° | 120 |
Volume/Å3 | 7891.1(8) |
Z | 9 |
ρcalcg/cm3 | 1.288 |
μ/mm‑1 | 0.711 |
F(000) | 3241.0 |
Crystal size/mm3 | 0.15 × 0.1 × 0.1 |
Radiation | CuKα (λ = 1.54178) |
2Θ range for data collection/° | 8.172 to 148.036 |
Index ranges | -43 ≤ h ≤ 46, -45 ≤ k ≤ 43, -8 ≤ l ≤ 3 |
Reflections collected | 10803 |
Independent reflections | 3478 [Rint = 0.0284, Rsigma = 0.0262] |
Data/restraints/parameters | 3478/14/255 |
Goodness-of-fit on F2 | 1.032 |
Final R indexes [I>=2σ (I)] | R1 = 0.0819, wR2 = 0.2468 |
Final R indexes [all data] | R1 = 0.1046, wR2 = 0.2761 |
Largest diff. peak/hole / e Å-3 | 0.48/-0.32 |
Atom | x | y | z | U(eq) |
---|---|---|---|---|
C1 | 3753.6(10) | 4273.5(11) | 36(5) | 67.7(8) |
C1' | 3753.6(10) | 4273.5(11) | 36(5) | 67.7(8) |
F1 | 3709(7) | 4522(7) | -1310(40) | 83(6) |
C2 | 3722.5(10) | 3907.4(12) | -589(5) | 73.5(9) |
C2' | 3722.5(10) | 3907.4(12) | -589(5) | 73.5(9) |
F2 | 3604(7) | 3818(7) | -2350(40) | 83(6) |
C3 | 3906.0(12) | 3734.8(11) | 532(6) | 78.6(10) |
C3' | 3906.0(12) | 3734.8(11) | 532(6) | 78.6(10) |
F3 | 3866(7) | 3409(7) | 170(40) | 83(6) |
C4 | 4129.7(10) | 3915.6(10) | 2328(5) | 68.7(8) |
C5 | 4163.7(8) | 4284.4(9) | 2994(4) | 56.0(7) |
C6 | 3974.3(9) | 4457.3(10) | 1807(4) | 60.4(7) |
N1 | 4054.0(9) | 4833.1(9) | 2659(4) | 67.8(7) |
C7 | 4298.6(10) | 4924.7(10) | 4359(5) | 66.3(8) |
C8 | 4370.2(8) | 4565.8(9) | 4726(4) | 55.2(7) |
C9 | 4591.9(8) | 4552.6(8) | 6375(4) | 53.0(7) |
C10 | 4685.3(10) | 4213.3(9) | 6726(5) | 62.9(8) |
O1 | 4919.9(7) | 4293.1(6) | 8462(3) | 67.3(6) |
C11 | 4972.4(9) | 4655.4(8) | 9324(4) | 54.3(7) |
C12 | 4785.9(8) | 4828.0(8) | 8142(4) | 50.7(6) |
C13 | 4817.8(9) | 5194.4(8) | 8869(4) | 55.3(7) |
O2 | 4595.2(9) | 3904.7(7) | 5751(4) | 84.5(8) |
O3 | 4432.4(10) | 5245.1(8) | 5321(4) | 92.2(9) |
C14 | 3909.1(18) | 5082(3) | 1770(20) | 80(2) |
C15 | 3453.3(17) | 4944(2) | 2255(7) | 92.0(16) |
C16 | 3369(2) | 4948(3) | 4589(8) | 107(2) |
C17 | 2905(3) | 4780(6) | 5020(20) | 116(4) |
C18 | 3284(3) | 5133(3) | 685(13) | 145(3) |
C19 | 3509(5) | 5609(3) | 650(30) | 240(4) |
C20 | 3253(5) | 5699(4) | -930(30) | 240(4) |
C21 | 3479(5) | 6173(4) | -640(30) | 240(4) |
C14' | 3975(6) | 5188(9) | 1900(60) | 80(2) |
C15' | 3608(4) | 5156(4) | 3150(20) | 92.0(16) |
C16' | 3244(4) | 4724(4) | 3720(30) | 107(2) |
C17' | 2945(8) | 4718(16) | 5380(50) | 116(4) |
C18' | 3478(8) | 5439(7) | 2040(30) | 145(3) |
C19' | 3459(13) | 5465(9) | -340(30) | 240(4) |
C20' | 3432(11) | 5858(8) | -770(60) | 240(4) |
C21' | 3198(10) | 5860(10) | -2740(50) | 240(4) |
Atom | U11 | U22 | U33 | U23 | U13 | U12 |
---|---|---|---|---|---|---|
C1 | 60.6(17) | 81(2) | 53.1(16) | -4.0(14) | -2.7(13) | 29.5(16) |
C1' | 60.6(17) | 81(2) | 53.1(16) | -4.0(14) | -2.7(13) | 29.5(16) |
F1 | 85(10) | 78(10) | 74(9) | -42(7) | -31(7) | 33(7) |
C2 | 65.1(19) | 82(2) | 58.2(18) | -15.7(16) | -6.1(14) | 25.8(17) |
C2' | 65.1(19) | 82(2) | 58.2(18) | -15.7(16) | -6.1(14) | 25.8(17) |
F2 | 85(10) | 78(10) | 74(9) | -42(7) | -31(7) | 33(7) |
C3 | 83(2) | 69(2) | 74(2) | -23.4(16) | -13.2(17) | 30.4(18) |
C3' | 83(2) | 69(2) | 74(2) | -23.4(16) | -13.2(17) | 30.4(18) |
F3 | 85(10) | 78(10) | 74(9) | -42(7) | -31(7) | 33(7) |
C4 | 70.3(19) | 61.3(17) | 61.4(17) | -10.0(14) | -5.0(14) | 23.1(15) |
C5 | 46.5(13) | 54.7(15) | 49.7(14) | -1.2(11) | 4.6(11) | 12.6(11) |
C6 | 52.2(15) | 67.6(17) | 50.1(14) | -3.1(12) | 2.8(11) | 21.5(13) |
N1 | 71.7(16) | 68.7(16) | 59.2(14) | -6.7(12) | -12.0(12) | 32.4(13) |
C7 | 69.4(18) | 57.8(17) | 64.0(17) | -3.7(13) | -10.6(14) | 26.0(15) |
C8 | 50.4(14) | 51.0(14) | 51.8(14) | 0.8(11) | 3.2(11) | 16.1(12) |
C9 | 51.7(14) | 45.2(13) | 50.3(14) | 0.8(10) | 4.0(11) | 15.3(11) |
C10 | 74.1(19) | 49.1(15) | 56.4(16) | -3.0(12) | -5.9(13) | 24.0(14) |
O1 | 91.1(15) | 55.2(11) | 58.4(12) | -10.6(9) | -13.7(10) | 38.7(11) |
C11 | 59.8(15) | 45.5(13) | 50.8(14) | -1.8(10) | 2.1(11) | 21.2(12) |
C12 | 48.0(13) | 46.6(13) | 46.7(13) | 0.6(10) | 3.8(10) | 15.6(11) |
C13 | 58.9(15) | 51.3(14) | 51.7(14) | -1.0(11) | -2.1(12) | 24.6(12) |
O2 | 117(2) | 58.0(13) | 78.0(15) | -16.9(11) | -24.9(14) | 42.9(14) |
O3 | 123(2) | 61.8(14) | 92.0(17) | -18.4(12) | -44.9(16) | 46.4(15) |
C14 | 92(4) | 56(7) | 80(3) | -8(4) | -28(4) | 28(4) |
C15 | 98(4) | 99(4) | 92(4) | -27(3) | -37(3) | 60(4) |
C16 | 89(4) | 128(6) | 97(5) | -39(4) | -6(3) | 49(4) |
C17 | 92(4) | 116(8) | 126(7) | -6(6) | 4(4) | 43(4) |
C18 | 163(8) | 185(10) | 132(7) | 4(6) | -7(6) | 121(8) |
C19 | 233(9) | 187(7) | 318(10) | 61(8) | -56(8) | 118(7) |
C20 | 233(9) | 187(7) | 318(10) | 61(8) | -56(8) | 118(7) |
C21 | 233(9) | 187(7) | 318(10) | 61(8) | -56(8) | 118(7) |
C14' | 92(4) | 56(7) | 80(3) | -8(4) | -28(4) | 28(4) |
C15' | 98(4) | 99(4) | 92(4) | -27(3) | -37(3) | 60(4) |
C16' | 89(4) | 128(6) | 97(5) | -39(4) | -6(3) | 49(4) |
C17' | 92(4) | 116(8) | 126(7) | -6(6) | 4(4) | 43(4) |
C18' | 163(8) | 185(10) | 132(7) | 4(6) | -7(6) | 121(8) |
C19' | 233(9) | 187(7) | 318(10) | 61(8) | -56(8) | 118(7) |
C20' | 233(9) | 187(7) | 318(10) | 61(8) | -56(8) | 118(7) |
C21' | 233(9) | 187(7) | 318(10) | 61(8) | -56(8) | 118(7) |
Atom | Atom | Length/Å | Atom | Atom | Length/Å | |
---|---|---|---|---|---|---|
C1 | C2 | 1.379(5) | C11 | C12 | 1.395(4) | |
C1 | C6 | 1.382(4) | C11 | C131 | 1.366(4) | |
C2 | C3 | 1.366(5) | C12 | C13 | 1.399(4) | |
C3 | C4 | 1.397(5) | C13 | C111 | 1.366(4) | |
C4 | C5 | 1.392(4) | C14 | C15 | 1.550(2) | |
C5 | C6 | 1.406(4) | C15 | C16 | 1.549(2) | |
C5 | C8 | 1.469(4) | C15 | C18 | 1.547(2) | |
C6 | N1 | 1.399(4) | C16 | C17 | 1.550(2) | |
N1 | C7 | 1.364(4) | C18 | C19 | 1.547(2) | |
N1 | C14 | 1.417(15) | C19 | C20 | 1.551(2) | |
N1 | C14' | 1.58(4) | C20 | C21 | 1.549(2) | |
C7 | C8 | 1.516(4) | C14' | C15' | 1.550(2) | |
C7 | O3 | 1.217(4) | C15' | C16' | 1.550(2) | |
C8 | C9 | 1.371(4) | C15' | C18' | 1.550(2) | |
C9 | C10 | 1.495(4) | C16' | C17' | 1.550(2) | |
C9 | C12 | 1.469(4) | C18' | C19' | 1.549(2) | |
C10 | O1 | 1.367(4) | C19' | C20' | 1.551(2) | |
C10 | O2 | 1.209(4) | C20' | C21' | 1.550(2) | |
O1 | C11 | 1.389(3) |
Atom | Atom | Atom | Angle/˚ | Atom | Atom | Atom | Angle/˚ | |
---|---|---|---|---|---|---|---|---|
C2 | C1 | C6 | 118.2(3) | O2 | C10 | O1 | 118.8(3) | |
C3 | C2 | C1 | 120.2(3) | C10 | O1 | C11 | 107.8(2) | |
C2 | C3 | C4 | 122.4(3) | O1 | C11 | C12 | 111.9(2) | |
C5 | C4 | C3 | 118.4(3) | C131 | C11 | O1 | 121.3(3) | |
C4 | C5 | C6 | 118.1(3) | C131 | C11 | C12 | 126.8(3) | |
C4 | C5 | C8 | 134.8(3) | C11 | C12 | C9 | 106.8(2) | |
C6 | C5 | C8 | 107.1(3) | C11 | C12 | C13 | 116.9(2) | |
C1 | C6 | C5 | 122.7(3) | C13 | C12 | C9 | 136.2(3) | |
C1 | C6 | N1 | 127.1(3) | C111 | C13 | C12 | 116.3(3) | |
N1 | C6 | C5 | 110.2(2) | N1 | C14 | C15 | 114.7(8) | |
C6 | N1 | C14 | 122.8(5) | C16 | C15 | C14 | 113.2(7) | |
C6 | N1 | C14' | 133.7(12) | C18 | C15 | C14 | 110.4(8) | |
C7 | N1 | C6 | 110.6(3) | C18 | C15 | C16 | 120.4(6) | |
C7 | N1 | C14 | 126.6(5) | C15 | C16 | C17 | 111.3(7) | |
C7 | N1 | C14' | 115.1(12) | C19 | C18 | C15 | 115.3(7) | |
N1 | C7 | C8 | 107.4(3) | C18 | C19 | C20 | 102.9(8) | |
O3 | C7 | N1 | 123.8(3) | C21 | C20 | C19 | 97.2(9) | |
O3 | C7 | C8 | 128.8(3) | C15' | C14' | N1 | 108(2) | |
C5 | C8 | C7 | 104.7(2) | C14' | C15' | C16' | 119.2(14) | |
C9 | C8 | C5 | 133.0(3) | C18' | C15' | C14' | 105.9(19) | |
C9 | C8 | C7 | 122.3(3) | C18' | C15' | C16' | 114.3(14) | |
C8 | C9 | C10 | 123.6(3) | C17' | C16' | C15' | 116(2) | |
C8 | C9 | C12 | 132.8(3) | C19' | C18' | C15' | 123.2(16) | |
C12 | C9 | C10 | 103.6(2) | C18' | C19' | C20' | 105.6(17) | |
O1 | C10 | C9 | 109.8(2) | C21' | C20' | C19' | 117(2) | |
O2 | C10 | C9 | 131.4(3) |
Atom | x | y | z | U(eq) |
---|---|---|---|---|
H1 | 3629 | 4394 | -715 | 81 |
H2 | 3576 | 3778 | -1777 | 88 |
H3 | 3881 | 3488 | 82 | 94 |
H13 | 4703 | 5328 | 8162 | 66 |
H14A | 3941 | 5083 | 282 | 96 |
H14B | 4081 | 5363 | 2246 | 96 |
H15 | 3306 | 4650 | 1907 | 110 |
H16A | 3527 | 5228 | 5104 | 128 |
H16B | 3459 | 4781 | 5319 | 128 |
H17A | 2863 | 4795 | 6466 | 174 |
H17B | 2750 | 4498 | 4571 | 174 |
H17C | 2814 | 4942 | 4275 | 174 |
H18A | 3299 | 5036 | -682 | 174 |
H18B | 2995 | 5031 | 989 | 174 |
H19A | 3792 | 5724 | 195 | 288 |
H19B | 3506 | 5719 | 1995 | 288 |
H20A | 3280 | 5621 | -2324 | 288 |
H20B | 2964 | 5569 | -556 | 288 |
H21A | 3397 | 6294 | -1707 | 360 |
H21B | 3771 | 6281 | -708 | 360 |
H21C | 3409 | 6237 | 680 | 360 |
H14C | 4219 | 5455 | 2129 | 96 |
H14D | 3911 | 5158 | 444 | 96 |
H15' | 3725 | 5291 | 4474 | 110 |
H16C | 3088 | 4598 | 2477 | 128 |
H16D | 3357 | 4556 | 4198 | 128 |
H17D | 3069 | 4756 | 6721 | 174 |
H17E | 2693 | 4459 | 5341 | 174 |
H17F | 2887 | 4937 | 5122 | 174 |
H18C | 3205 | 5363 | 2551 | 174 |
H18D | 3662 | 5717 | 2525 | 174 |
H19C | 3219 | 5223 | -881 | 288 |
H19D | 3704 | 5487 | -964 | 288 |
H20C | 3301 | 5905 | 402 | 288 |
H20D | 3711 | 6090 | -857 | 288 |
H21D | 3182 | 6107 | -2774 | 360 |
H21E | 2925 | 5625 | -2727 | 360 |
H21F | 3343 | 5849 | -3939 | 360 |
Atom | Occupancy | Atom | Occupancy | Atom | Occupancy | ||
---|---|---|---|---|---|---|---|
C1 | 0.914(5) | H1 | 0.914(5) | C1' | 0.086(5) | ||
F1 | 0.086(5) | C2 | 0.914(5) | H2 | 0.914(5) | ||
C2' | 0.086(5) | F2 | 0.086(5) | C3 | 0.914(5) | ||
H3 | 0.914(5) | C3' | 0.086(5) | F3 | 0.086(5) | ||
C14 | 0.686(4) | H14A | 0.686(4) | H14B | 0.686(4) | ||
C15 | 0.686(4) | H15 | 0.686(4) | C16 | 0.686(4) | ||
H16A | 0.686(4) | H16B | 0.686(4) | C17 | 0.686(4) | ||
H17A | 0.686(4) | H17B | 0.686(4) | H17C | 0.686(4) | ||
C18 | 0.686(4) | H18A | 0.686(4) | H18B | 0.686(4) | ||
C19 | 0.686(4) | H19A | 0.686(4) | H19B | 0.686(4) | ||
C20 | 0.686(4) | H20A | 0.686(4) | H20B | 0.686(4) | ||
C21 | 0.686(4) | H21A | 0.686(4) | H21B | 0.686(4) | ||
H21C | 0.686(4) | C14' | 0.314(4) | H14C | 0.314(4) | ||
H14D | 0.314(4) | C15' | 0.314(4) | H15' | 0.314(4) | ||
C16' | 0.314(4) | H16C | 0.314(4) | H16D | 0.314(4) | ||
C17' | 0.314(4) | H17D | 0.314(4) | H17E | 0.314(4) | ||
H17F | 0.314(4) | C18' | 0.314(4) | H18C | 0.314(4) | ||
H18D | 0.314(4) | C19' | 0.314(4) | H19C | 0.314(4) | ||
H19D | 0.314(4) | C20' | 0.314(4) | H20C | 0.314(4) | ||
H20D | 0.314(4) | C21' | 0.314(4) | H21D | 0.314(4) | ||
H21E | 0.314(4) | H21F | 0.314(4) |
Experimental
Single crystals of C42H41.48F0.52N2O6 [3F-decomposition] were []. A suitable crystal was selected and [] on a diffractometer. The crystal was kept at 180 K during data collection. Using Olex2 [1], the structure was solved with the XS [2] structure solution program using Direct Methods and refined with the ShelXL [3] refinement package using CGLS minimisation.
Crystal structure determination of [3F-decomposition]
Crystal Data for C42H41.48F0.52N2O6 (M =680.07 g/mol): trigonal, space group R-3 (no. 148), a = 37.4781(16) Å, c = 6.4871(3) Å, V = 7891.1(8) Å3, Z = 9, T = 180 K, μ(CuKα) = 0.711 mm-1, Dcalc = 1.288 g/cm3, 10803 reflections measured (8.172° ≤ 2Θ ≤ 148.036°), 3478 unique (Rint = 0.0284, Rsigma = 0.0262) which were used in all calculations. The final R1 was 0.0819 (I > 2σ(I)) and wR2 was 0.2761 (all data).
Refinement model description
Number of restraints - 14, number of constraints - unknown.
Details:
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups
At 1.5 times of:
All C(H,H,H) groups
2. Shared sites
{C1, C1'}
{C2, C2'}
{C3, C3'}
3. Restrained distances
C14-C15 = C15-C16 = C16-C17 = C15-C18 = C18-C19 = C19-C20 = C20-C21
1.55 with sigma of 0.002
C14'-C15' = C15'-C16' = C16'-C17'
1.55 with sigma of 0.002
C15'-C18' = C18'-C19' = C19'-C20' = C20'-C21'
1.55 with sigma of 0.002
4. Uiso/Uaniso restraints and constraints
Uanis(C1) = Uanis(C1')
Uanis(C2) = Uanis(C2')
Uanis(C3) = Uanis(C3')
Uanis(C14) = Uanis(C14')
Uanis(F1) = Uanis(F2) = Uanis(F3)
Uanis(C15) = Uanis(C15')
Uanis(C16) = Uanis(C16')
Uanis(C17) = Uanis(C17')
Uanis(C18) = Uanis(C18')
Uanis(C19) = Uanis(C19') = Uanis(C20) = Uanis(C20') = Uanis(C21) = Uanis(C21')
5. Others
Sof(C1')=Sof(F1)=Sof(C2')=Sof(F2)=Sof(C3')=Sof(F3)=1-FVAR(1)
Sof(C1)=Sof(H1)=Sof(C2)=Sof(H2)=Sof(C3)=Sof(H3)=FVAR(1)
Sof(C14')=Sof(H14C)=Sof(H14D)=Sof(C15')=Sof(H15')=Sof(C16')=Sof(H16C)=
Sof(H16D)=Sof(C17')=Sof(H17D)=Sof(H17E)=Sof(H17F)=Sof(C18')=Sof(H18C)=
Sof(H18D)=Sof(C19')=Sof(H19C)=Sof(H19D)=Sof(C20')=Sof(H20C)=Sof(H20D)=
Sof(C21')=Sof(H21D)=Sof(H21E)=Sof(H21F)=1-FVAR(2)
Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(C15)=Sof(H15)=Sof(C16)=Sof(H16A)=Sof(H16B)=
Sof(C17)=Sof(H17A)=Sof(H17B)=Sof(H17C)=Sof(C18)=Sof(H18A)=Sof(H18B)=Sof(C19)=
Sof(H19A)=Sof(H19B)=Sof(C20)=Sof(H20A)=Sof(H20B)=Sof(C21)=Sof(H21A)=Sof(H21B)=
Sof(H21C)=FVAR(2)
6.a Ternary CH refined with riding coordinates:
C15(H15), C15'(H15')
6.b Secondary CH2 refined with riding coordinates:
C14(H14A,H14B), C16(H16A,H16B), C18(H18A,H18B), C19(H19A,H19B), C20(H20A,
H20B), C14'(H14C,H14D), C16'(H16C,H16D), C18'(H18C,H18D), C19'(H19C,H19D),
C20'(H20C,H20D)
6.c Me refined with riding coordinates:
C17(H17A,H17B,H17C), C21(H21A,H21B,H21C), C17'(H17D,H17E,H17F), C21'(H21D,
H21E,H21F)
6.d Aromatic/amide H refined with riding coordinates:
C1(H1), C2(H2), C3(H3), C13(H13)
This report has been created with Olex2, compiled on 2018.04.26 svn.r3504 for OlexSys. Please let us know if there are any errors or if you would like to have additional features.