phw1101
| Crystal Submitted by: |
| LC |
| Crystal Submitted on: |
| 31/1/2011 |
| Data Collected on: |
|
| Structure Solved by: |
| NCS |
|
|
Table 1: Crystal data and structure refinement for phw1101
|
Identification code
|
phw1101
|
|
Empirical formula
|
C27H27N3O3
|
|
Formula weight
|
441.52
|
|
Temperature / K
|
120.0
|
|
Crystal system
|
monoclinic
|
|
Space group
|
P21/c
|
|
a / Å, b / Å, c / Å
|
5.9979(2), 24.6161(8), 15.3079(6)
|
|
α/°, β/°, γ/°
|
90.00, 91.843(2), 90.00
|
|
Volume / Å3
|
2258.96(14)
|
|
Z
|
4
|
|
ρcalc / mg mm-3
|
1.298
|
|
μ / mm‑1
|
0.086
|
|
F(000)
|
936
|
|
Crystal size / mm3
|
0.32 × 0.05 × 0.04
|
|
2Θ range for data collection
|
6.28 to 55.14°
|
|
Index ranges
|
-7 ≤ h ≤ 7, -29 ≤ k ≤ 31, -19 ≤ l ≤ 19
|
|
Reflections collected
|
18092
|
|
Independent reflections
|
5165[R(int) = 0.0524]
|
|
Data/restraints/parameters
|
5165/0/311
|
|
Goodness-of-fit on F2
|
1.114
|
|
Final R indexes [I>2σ (I)]
|
R1 = 0.0679, wR2 =
0.1184
|
|
Final R indexes [all data]
|
R1 = 0.1034, wR2 = 0.1352
|
|
Largest diff. peak/hole / e Å-3
|
0.265/-0.239
|
Table 2 Fractional Atomic Coordinates (×104) and Equivalent Isotropic Displacement Parameters (Å2×103) for phw1101. Ueq is defined as 1/3 of of the trace of the orthogonalised UIJ tensor.
| Atom | x | y | z | U(eq) |
|---|
| C1 | 5935(4) | 5439.9(9) | -2045.5(15) | 20.2(5) |
| C2 | 4433(3) | 5080.0(9) | -1513.4(15) | 19.5(5) |
| C3 | 5719(3) | 4626.7(9) | -1036.1(15) | 19.6(5) |
| C4 | 7114(4) | 4300.5(9) | -1669.5(15) | 19.5(5) |
| C5 | 8600(3) | 4679.2(9) | -2185.3(15) | 19.7(5) |
| C6 | 7242(4) | 5102.7(9) | -2694.7(15) | 20.8(5) |
| C7 | 5127(4) | 6343.3(9) | -2490.8(16) | 20.5(5) |
| C8 | 3721(4) | 6765.0(9) | -2886.6(15) | 20.3(5) |
| C9 | 1608(4) | 6637.4(9) | -3269.9(16) | 22.3(5) |
| C10 | 258(4) | 7049.5(10) | -3607.4(17) | 28.4(6) |
| C11 | 965(4) | 7584.3(11) | -3561.0(18) | 32.1(6) |
| C12 | 3038(4) | 7715(1) | -3182.8(17) | 28.9(6) |
| C13 | 4399(4) | 7308.7(9) | -2852.3(16) | 24.3(5) |
| C14 | 4365(4) | 3808.1(9) | -383.8(15) | 20.6(5) |
| C15 | 2753(4) | 3499.8(9) | 112.3(15) | 20.7(5) |
| C16 | 777(4) | 3745.4(9) | 397.9(15) | 21.0(5) |
| C17 | -715(4) | 3446.5(10) | 882.1(16) | 24.9(5) |
| C18 | -263(4) | 2908.9(10) | 1079.5(17) | 28.2(6) |
| C19 | 1658(4) | 2656(1) | 796.4(17) | 28.0(6) |
| C20 | 3150(4) | 2952.2(10) | 316.2(16) | 25.0(5) |
| C21 | 10698(4) | 4474.4(11) | -3458.1(17) | 29.9(6) |
| C22 | 12438(4) | 4178.8(11) | -3903.7(17) | 30.5(6) |
| C23 | 13525(4) | 3731.4(10) | -3507.1(17) | 24.9(5) |
| C24 | 15328(4) | 3491.7(11) | -3914.2(18) | 31.7(6) |
| C25 | 16022(5) | 3683.3(13) | -4702.9(19) | 43.0(8) |
| C26 | 14945(6) | 4117.9(16) | -5108(2) | 61.3(11) |
| C27 | 13176(5) | 4362.5(15) | -4701(2) | 54.8(10) |
| N1 | 4536(3) | 5842.4(7) | -2504.1(13) | 20.6(4) |
| N2 | 4069(3) | 4310.7(7) | -554.5(13) | 20.2(4) |
| N3 | 10136(3) | 4344.7(8) | -2688.9(13) | 21.8(4) |
| O1 | 864(3) | 6117.4(7) | -3309.0(12) | 28.1(4) |
| O2 | 294(3) | 4274.1(7) | 211.9(11) | 24.2(4) |
| O3 | 12879(3) | 3533.2(7) | -2734.4(13) | 32.4(4) |
Table 3 Anisotropic Displacement Parameters (Å2×103) for phw1101. The Anisotropic displacement factor exponent takes the form: -2π2[h2a*2U11+...+2hka×b×U12]
| Atom | U11 | U22 | U33 | U23 | U13 | U12 |
|---|
| C1 | 18.9(10) | 19.7(11) | 21.8(13) | -0.1(9) | -1.8(9) | -0.8(9) |
| C2 | 16.7(10) | 21.9(11) | 20.0(12) | -1.8(9) | 1.4(8) | 1.6(9) |
| C3 | 17.6(10) | 19.4(11) | 21.7(12) | -1.7(9) | 0.5(9) | -0.4(9) |
| C4 | 19.5(10) | 19.3(11) | 19.6(12) | -0.4(9) | 1.2(9) | 1.1(9) |
| C5 | 17.7(10) | 20.8(11) | 20.5(12) | -3.3(9) | 2.0(9) | 3.0(9) |
| C6 | 19.8(10) | 20.0(11) | 22.8(12) | 0.7(9) | 3.4(9) | -1.6(9) |
| C7 | 20(1) | 21.9(11) | 19.8(12) | 0.4(9) | 3.8(9) | -0.2(9) |
| C8 | 21.2(11) | 23.3(12) | 16.6(12) | 2.6(9) | 3.0(9) | 2.2(9) |
| C9 | 24.1(11) | 22.9(12) | 20.2(12) | 0.1(10) | 5.4(9) | 0.8(9) |
| C10 | 25.8(12) | 32.2(14) | 27.0(14) | 3.4(11) | -0.5(10) | 5.2(10) |
| C11 | 36.5(14) | 31.1(14) | 28.6(15) | 7.2(11) | -0.9(11) | 11.7(11) |
| C12 | 39.1(14) | 19.5(12) | 28.2(15) | 4.1(10) | 4.1(11) | 1.2(10) |
| C13 | 28.2(12) | 22.7(12) | 22.0(13) | 0.9(10) | 1(1) | -2.9(10) |
| C14 | 20.0(11) | 23.3(12) | 18.6(12) | -3.0(9) | 2.5(9) | 1.9(9) |
| C15 | 21.1(11) | 22.5(11) | 18.4(12) | -0.5(9) | 0.5(9) | -2.0(9) |
| C16 | 22.1(11) | 22.8(12) | 18.0(12) | 0.4(9) | -1.8(9) | -0.3(9) |
| C17 | 20.1(11) | 29.9(13) | 25.0(14) | -0.7(10) | 3.4(9) | -1.2(10) |
| C18 | 28.2(12) | 30.5(13) | 25.9(14) | 1.4(11) | 3.5(10) | -8.7(10) |
| C19 | 31.6(13) | 23.1(12) | 29.3(14) | 2.6(11) | -0.4(11) | -1.7(10) |
| C20 | 27.7(12) | 22.8(12) | 24.3(13) | -0.4(10) | 0.8(10) | 3.2(10) |
| C21 | 26.7(12) | 40.4(15) | 22.6(14) | 0.6(11) | -0.1(10) | 10.6(11) |
| C22 | 28.8(12) | 42.4(15) | 20.3(13) | -2.4(11) | 0.9(10) | 8.5(11) |
| C23 | 21.8(11) | 27.8(12) | 25.1(13) | -7.1(10) | 2.1(9) | -2.5(10) |
| C24 | 26.4(12) | 36.4(14) | 32.4(15) | -4.9(12) | 1.0(11) | 7.7(11) |
| C25 | 37.2(15) | 64(2) | 28.7(16) | -7.0(14) | 7.5(12) | 19.4(14) |
| C26 | 68(2) | 93(3) | 24.3(17) | 11.1(17) | 17.4(15) | 40(2) |
| C27 | 60(2) | 77(2) | 28.0(17) | 14.3(16) | 10.0(14) | 38.9(18) |
| N1 | 20.1(9) | 19.9(10) | 22.0(11) | 1.3(8) | 3.8(8) | 1.3(7) |
| N2 | 19.7(9) | 20.5(10) | 20.4(10) | 0.4(8) | 2.0(7) | -2.0(8) |
| N3 | 17.3(9) | 22.5(10) | 25.8(11) | -3.5(8) | 0.8(8) | 0.1(8) |
| O1 | 24.1(8) | 24.3(9) | 35.6(11) | 3.2(8) | -5.0(7) | -3.6(7) |
| O2 | 22.2(8) | 22.8(9) | 27.7(10) | 2.4(7) | 3.1(7) | 4.2(7) |
| O3 | 32.2(10) | 27.2(9) | 38.7(12) | 5.4(8) | 13.2(8) | 5.6(8) |
Table 4 Bond Lengths for phw1101.
| Atom | Atom | Length/Å | | Atom | Atom | Length/Å |
|---|
| C1 | C2 | 1.519(3) | | C14 | C15 | 1.461(3) |
| C1 | C6 | 1.530(3) | | C14 | N2 | 1.276(3) |
| C1 | N1 | 1.463(3) | | C15 | C16 | 1.412(3) |
| C2 | C3 | 1.529(3) | | C15 | C20 | 1.402(3) |
| C3 | C4 | 1.529(3) | | C16 | C17 | 1.390(3) |
| C3 | N2 | 1.475(3) | | C16 | O2 | 1.361(3) |
| C4 | C5 | 1.527(3) | | C17 | C18 | 1.382(3) |
| C5 | C6 | 1.522(3) | | C18 | C19 | 1.391(3) |
| C5 | N3 | 1.472(3) | | C19 | C20 | 1.384(3) |
| C7 | C8 | 1.457(3) | | C21 | C22 | 1.460(3) |
| C7 | N1 | 1.283(3) | | C21 | N3 | 1.276(3) |
| C8 | C9 | 1.414(3) | | C22 | C23 | 1.407(4) |
| C8 | C13 | 1.399(3) | | C22 | C27 | 1.387(4) |
| C9 | C10 | 1.388(3) | | C23 | C24 | 1.396(3) |
| C9 | O1 | 1.357(3) | | C23 | O3 | 1.348(3) |
| C10 | C11 | 1.384(4) | | C24 | C25 | 1.373(4) |
| C11 | C12 | 1.392(4) | | C25 | C26 | 1.386(4) |
| C12 | C13 | 1.377(3) | | C26 | C27 | 1.386(4) |
Table 5 Bond Angles for phw1101.
| Atom | Atom | Atom | Angle/˚ | | Atom | Atom | Atom | Angle/˚ |
|---|
| C2 | C1 | C6 | 110.91(18) | | C16 | C15 | C14 | 121.0(2) |
| N1 | C1 | C2 | 108.17(17) | | C20 | C15 | C14 | 120.3(2) |
| N1 | C1 | C6 | 110.70(19) | | C20 | C15 | C16 | 118.8(2) |
| C1 | C2 | C3 | 112.55(17) | | C17 | C16 | C15 | 120.0(2) |
| C2 | C3 | C4 | 110.99(19) | | O2 | C16 | C15 | 121.3(2) |
| N2 | C3 | C2 | 106.73(17) | | O2 | C16 | C17 | 118.8(2) |
| N2 | C3 | C4 | 115.45(18) | | C18 | C17 | C16 | 119.9(2) |
| C5 | C4 | C3 | 110.35(18) | | C17 | C18 | C19 | 121.2(2) |
| C6 | C5 | C4 | 111.79(18) | | C20 | C19 | C18 | 119.1(2) |
| N3 | C5 | C4 | 108.35(18) | | C19 | C20 | C15 | 121.1(2) |
| N3 | C5 | C6 | 116.64(19) | | N3 | C21 | C22 | 121.4(2) |
| C5 | C6 | C1 | 108.40(19) | | C23 | C22 | C21 | 121.1(2) |
| N1 | C7 | C8 | 121.5(2) | | C27 | C22 | C21 | 120.1(2) |
| C9 | C8 | C7 | 120.9(2) | | C27 | C22 | C23 | 118.6(2) |
| C13 | C8 | C7 | 120.2(2) | | C24 | C23 | C22 | 119.5(2) |
| C13 | C8 | C9 | 118.9(2) | | O3 | C23 | C22 | 121.3(2) |
| C10 | C9 | C8 | 119.8(2) | | O3 | C23 | C24 | 119.2(2) |
| O1 | C9 | C8 | 121.1(2) | | C25 | C24 | C23 | 120.6(3) |
| O1 | C9 | C10 | 119.1(2) | | C24 | C25 | C26 | 120.5(3) |
| C11 | C10 | C9 | 120.1(2) | | C27 | C26 | C25 | 119.1(3) |
| C10 | C11 | C12 | 120.6(2) | | C26 | C27 | C22 | 121.6(3) |
| C13 | C12 | C11 | 119.7(2) | | C7 | N1 | C1 | 119.31(19) |
| C12 | C13 | C8 | 120.9(2) | | C14 | N2 | C3 | 121.54(19) |
| N2 | C14 | C15 | 121.4(2) | | C21 | N3 | C5 | 122.1(2) |
Table 6 Hydrogen Bonds for phw1101.
| D | H | A | d(D-H)/Å | d(H-A)/Å | d(D-A)/Å | D-H-A/° |
|---|
| O1 | H1A | N1 | 1.01(4) | 1.67(4) | 2.580(3) | 147(3) |
| O2 | H2 | N2 | 0.96(3) | 1.72(3) | 2.585(2) | 149(3) |
| O3 | H3A | N3 | 1.02(4) | 1.69(4) | 2.591(3) | 145(3) |
Table 7 Torsion Angles for phw1101.
| A | B | C | D | Angle/˚ |
|---|
| C1 | C2 | C3 | C4 | -53.1(2) |
| C1 | C2 | C3 | N2 | -179.72(18) |
| C2 | C1 | C6 | C5 | -58.0(2) |
| C2 | C1 | N1 | C7 | 133.3(2) |
| C2 | C3 | C4 | C5 | 53.3(2) |
| C2 | C3 | N2 | C14 | 151.9(2) |
| C3 | C4 | C5 | C6 | -58.2(2) |
| C3 | C4 | C5 | N3 | 171.90(18) |
| C4 | C3 | N2 | C14 | 28.0(3) |
| C4 | C5 | C6 | C1 | 59.9(2) |
| C4 | C5 | N3 | C21 | 142.6(2) |
| C6 | C1 | C2 | C3 | 55.9(3) |
| C6 | C1 | N1 | C7 | -105.0(2) |
| C6 | C5 | N3 | C21 | 15.4(3) |
| C7 | C8 | C9 | C10 | 177.1(2) |
| C7 | C8 | C9 | O1 | -2.4(3) |
| C7 | C8 | C13 | C12 | -176.6(2) |
| C8 | C7 | N1 | C1 | -175.8(2) |
| C8 | C9 | C10 | C11 | -0.7(4) |
| C9 | C8 | C13 | C12 | 0.2(4) |
| C9 | C10 | C11 | C12 | 0.5(4) |
| C10 | C11 | C12 | C13 | 0.1(4) |
| C11 | C12 | C13 | C8 | -0.4(4) |
| C13 | C8 | C9 | C10 | 0.4(3) |
| C13 | C8 | C9 | O1 | -179.2(2) |
| C14 | C15 | C16 | C17 | -178.9(2) |
| C14 | C15 | C16 | O2 | 0.8(3) |
| C14 | C15 | C20 | C19 | 179.0(2) |
| C15 | C14 | N2 | C3 | 178.5(2) |
| C15 | C16 | C17 | C18 | -0.3(4) |
| C16 | C15 | C20 | C19 | -0.7(4) |
| C16 | C17 | C18 | C19 | -0.5(4) |
| C17 | C18 | C19 | C20 | 0.7(4) |
| C18 | C19 | C20 | C15 | -0.1(4) |
| C20 | C15 | C16 | C17 | 0.9(3) |
| C20 | C15 | C16 | O2 | -179.4(2) |
| C21 | C22 | C23 | C24 | -173.7(2) |
| C21 | C22 | C23 | O3 | 5.4(4) |
| C21 | C22 | C27 | C26 | 174.7(3) |
| C22 | C21 | N3 | C5 | 171.9(2) |
| C22 | C23 | C24 | C25 | -1.1(4) |
| C23 | C22 | C27 | C26 | -0.2(5) |
| C23 | C24 | C25 | C26 | 0.0(5) |
| C24 | C25 | C26 | C27 | 0.9(6) |
| C25 | C26 | C27 | C22 | -0.9(6) |
| C27 | C22 | C23 | C24 | 1.1(4) |
| C27 | C22 | C23 | O3 | -179.8(3) |
| N1 | C1 | C2 | C3 | 177.50(18) |
| N1 | C1 | C6 | C5 | -178.06(17) |
| N1 | C7 | C8 | C9 | 2.5(3) |
| N1 | C7 | C8 | C13 | 179.2(2) |
| N2 | C3 | C4 | C5 | 174.87(18) |
| N2 | C14 | C15 | C16 | 1.9(3) |
| N2 | C14 | C15 | C20 | -177.9(2) |
| N3 | C5 | C6 | C1 | -174.64(18) |
| N3 | C21 | C22 | C23 | 1.4(4) |
| N3 | C21 | C22 | C27 | -173.3(3) |
| O1 | C9 | C10 | C11 | 178.9(2) |
| O2 | C16 | C17 | C18 | 180.0(2) |
| O3 | C23 | C24 | C25 | 179.8(3) |
Table 8 Hydrogen Atom Coordinates (Å×104) and Isotropic Displacement Parameters (Å2×103) for phw1101.
| Atom | x | y | z | U(eq) |
|---|
| H1 | 7011 | 5632 | -1640 | 24 |
| H2A | 3276 | 4916 | -1907 | 23 |
| H2B | 3669 | 5306 | -1080 | 23 |
| H3 | 6765 | 4800 | -597 | 23 |
| H4A | 8052 | 4036 | -1339 | 23 |
| H4B | 6115 | 4096 | -2078 | 23 |
| H5 | 9542 | 4883 | -1745 | 24 |
| H6A | 6200 | 4922 | -3117 | 25 |
| H6B | 8245 | 5341 | -3024 | 25 |
| H7 | 6513 | 6442 | -2217 | 25 |
| H10 | -1155 | 6965 | -3871 | 34 |
| H11 | 28 | 7865 | -3789 | 39 |
| H12 | 3512 | 8083 | -3153 | 35 |
| H13 | 5816 | 7399 | -2598 | 29 |
| H14 | 5659 | 3631 | -583 | 25 |
| H17 | -2041 | 3612 | 1077 | 30 |
| H18 | -1285 | 2708 | 1415 | 34 |
| H19 | 1942 | 2285 | 931 | 34 |
| H20 | 4466 | 2782 | 122 | 30 |
| H21 | 9968 | 4770 | -3747 | 36 |
| H24 | 16081 | 3194 | -3643 | 38 |
| H25 | 17251 | 3516 | -4973 | 52 |
| H26 | 15414 | 4246 | -5658 | 74 |
| H27 | 12450 | 4664 | -4974 | 66 |
| H1A | 2030.0(6) | 5881(14) | -3000.0(2) | 67(11) |
| H2 | 1530.0(5) | 4416(13) | -100.0(2) | 55(10) |
| H3A | 11610.0(6) | 3767(15) | -2520.0(3) | 83(13) |
[RSC Journal Format]
Experimental
Single crystals of C27H27N3O3
[phw1101]
were recrystallised from
[solvents]
mounted in inert oil and transferred to the cold gas stream of the diffractometer.
Crystal structure determination of
[phw1101]
Crystal Data.
C27H27N3O3,
M =441.52,
monoclinic,
a = 5.9979(2) Å, b = 24.6161(8) Å, c = 15.3079(6) Å, β = 91.843(2)°,
U = 2258.96(14) Å3,
T = 120.0,
space group P21/c (no. 14),
Z = 4,
μ(MO Kα) = 0.086,
18092 reflections measured,
5165 unique (Rint = 0.0524) which were used in all calculations.
The final wR(F2) was 0.1352 (all data).
This report has been created with Olex2, compiled on 2011.02.15 svn.r1672. Please let us know if there are any errors or if you would like to have additional featrues.