| Identification code | 3216_twin1_hklf4 |
| Empirical formula | C19H30FeLiNO2Si |
| Formula weight | 395.32 |
| Temperature/K | 173.15 |
| Crystal system | triclinic |
| Space group | P-1 |
| a/Å | 9.510(6) |
| b/Å | 10.509(4) |
| c/Å | 11.173(6) |
| α/° | 81.19(4) |
| β/° | 71.92(5) |
| γ/° | 72.75(5) |
| Volume/Å3 | 1011.4(10) |
| Z | 2 |
| ρcalcg/cm3 | 1.298 |
| μ/mm‑1 | 0.816 |
| F(000) | 420.0 |
| Crystal size/mm3 | 0.18 × 0.06 × 0.06 |
| Radiation | MoKα (λ = 0.71073) |
| 2Θ range for data collection/° | 4.672 to 51.998 |
| Index ranges | -11 ≤ h ≤ 11, -12 ≤ k ≤ 12, -13 ≤ l ≤ 13 |
| Reflections collected | 13640 |
| Independent reflections | 13640 [Rint = ?, Rsigma = 0.1906] |
| Data/restraints/parameters | 13640/0/234 |
| Goodness-of-fit on F2 | 0.846 |
| Final R indexes [I>=2σ (I)] | R1 = 0.0661, wR2 = 0.1534 |
| Final R indexes [all data] | R1 = 0.1586, wR2 = 0.1723 |
| Largest diff. peak/hole / e Å-3 | 0.79/-0.75 |
| Atom | x | y | z | U(eq) |
|---|---|---|---|---|
| Fe1 | 8764.6(11) | 3839.4(9) | 2873.1(10) | 51.6(4) |
| Si1 | 6860.9(19) | 1722.6(19) | 2389.0(17) | 39.3(5) |
| O1 | 5384(4) | 2623(4) | 3434(4) | 41.5(11) |
| O2 | 6813(5) | 179(4) | 2865(4) | 54.3(13) |
| N1 | 6772(5) | 2348(5) | 5840(5) | 37.0(13) |
| C1 | 8583(6) | 2029(5) | 2559(6) | 31.7(15) |
| C2 | 8864(6) | 1956(6) | 3754(6) | 36.1(16) |
| C3 | 10278(7) | 2272(6) | 3552(7) | 49.5(19) |
| C4 | 10877(8) | 2559(7) | 2238(8) | 61(2) |
| C5 | 9862(7) | 2395(6) | 1628(7) | 46.0(18) |
| C6 | 6802(7) | 5300(6) | 3879(6) | 43.3(18) |
| C7 | 8264(8) | 5485(6) | 3868(8) | 70(3) |
| C8 | 9179(11) | 5671(8) | 2603(11) | 100(4) |
| C9 | 8356(12) | 5590(8) | 1792(9) | 92(4) |
| C10 | 6942(9) | 5357(6) | 2555(7) | 63(2) |
| C11 | 7984(7) | 1382(6) | 5000(6) | 42.7(17) |
| C12 | 7477(7) | 3060(7) | 6436(7) | 59(2) |
| C13 | 5858(7) | 1591(7) | 6835(6) | 50.7(19) |
| C14 | 6648(8) | 2045(9) | 759(7) | 68(2) |
| C15 | 7944(8) | 1099(7) | -138(6) | 64(2) |
| C16 | 5151(9) | 1855(14) | 725(8) | 171(7) |
| C17 | 6692(12) | 3491(10) | 197(8) | 122(4) |
| C18 | 8095(8) | -953(6) | 2693(6) | 61(2) |
| C19 | 3949(7) | 2246(8) | 3950(7) | 77(3) |
| Li1 | 5518(11) | 3789(10) | 4781(9) | 38(3) |
| Atom | U11 | U22 | U33 | U23 | U13 | U12 |
|---|---|---|---|---|---|---|
| Fe1 | 28.5(6) | 35.7(6) | 75.2(8) | -13.9(5) | 15.3(5) | -12.2(4) |
| Si1 | 23.7(10) | 52.3(12) | 37.4(12) | -10.5(9) | -3.4(8) | -5.1(9) |
| O1 | 18(2) | 61(3) | 43(3) | -17(2) | -0.4(19) | -9(2) |
| O2 | 43(3) | 50(3) | 66(3) | -21(3) | 8(2) | -22(2) |
| N1 | 32(3) | 40(3) | 37(3) | -8(3) | -5(3) | -8(3) |
| C1 | 23(3) | 27(3) | 39(4) | -5(3) | -2(3) | -3(3) |
| C2 | 17(3) | 35(4) | 54(5) | -10(3) | -10(3) | -2(3) |
| C3 | 21(4) | 52(5) | 73(6) | -20(4) | -11(4) | -1(3) |
| C4 | 29(4) | 55(5) | 90(7) | -27(4) | 8(4) | -13(4) |
| C5 | 32(4) | 34(4) | 54(5) | -6(3) | 9(3) | -2(3) |
| C6 | 27(4) | 29(4) | 57(5) | -3(3) | 11(3) | -6(3) |
| C7 | 44(5) | 43(4) | 110(7) | -38(4) | 25(5) | -23(4) |
| C8 | 63(6) | 41(5) | 152(11) | -33(6) | 57(7) | -25(5) |
| C9 | 108(9) | 33(5) | 72(7) | -1(4) | 53(6) | -10(5) |
| C10 | 61(5) | 23(4) | 66(6) | 8(4) | 11(4) | 9(3) |
| C11 | 32(4) | 46(4) | 48(4) | -4(4) | -18(3) | 1(3) |
| C12 | 35(4) | 79(6) | 64(5) | -21(4) | -9(4) | -13(4) |
| C13 | 49(4) | 55(5) | 38(4) | -3(4) | -9(4) | -3(4) |
| C14 | 44(5) | 94(7) | 52(5) | -13(5) | -17(4) | 12(4) |
| C15 | 60(5) | 87(6) | 36(4) | -18(4) | -11(4) | 0(4) |
| C16 | 41(6) | 410(20) | 60(7) | -85(9) | -14(5) | -19(9) |
| C17 | 145(10) | 124(9) | 53(6) | -27(6) | -44(6) | 57(7) |
| C18 | 66(5) | 36(4) | 63(5) | -8(4) | 7(4) | -12(4) |
| C19 | 28(4) | 123(7) | 84(6) | -54(5) | 12(4) | -30(5) |
| Li1 | 30(6) | 40(6) | 40(7) | -1(5) | -6(5) | -9(5) |
| Atom | Atom | Length/Å | Atom | Atom | Length/Å | |
|---|---|---|---|---|---|---|
| Fe1 | C1 | 2.051(6) | N1 | Li1 | 2.091(11) | |
| Fe1 | C2 | 2.060(6) | C1 | C2 | 1.428(8) | |
| Fe1 | C3 | 2.062(7) | C1 | C5 | 1.442(8) | |
| Fe1 | C4 | 2.038(7) | C2 | C3 | 1.423(8) | |
| Fe1 | C5 | 2.033(6) | C2 | C11 | 1.523(8) | |
| Fe1 | C6 | 2.152(6) | C3 | C4 | 1.421(9) | |
| Fe1 | C7 | 2.056(7) | C4 | C5 | 1.403(9) | |
| Fe1 | C8 | 2.037(8) | C6 | C7 | 1.456(9) | |
| Fe1 | C9 | 2.045(9) | C6 | C10 | 1.437(9) | |
| Fe1 | C10 | 2.060(7) | C6 | Li11 | 2.272(11) | |
| Si1 | O1 | 1.662(4) | C6 | Li1 | 2.218(11) | |
| Si1 | O2 | 1.637(5) | C7 | C8 | 1.430(11) | |
| Si1 | C1 | 1.829(6) | C8 | C9 | 1.395(13) | |
| Si1 | C14 | 1.864(8) | C9 | C10 | 1.420(10) | |
| O1 | C19 | 1.454(7) | C14 | C15 | 1.524(9) | |
| O1 | Li1 | 2.136(10) | C14 | C16 | 1.507(11) | |
| O2 | C18 | 1.415(7) | C14 | C17 | 1.560(11) | |
| N1 | C11 | 1.472(7) | Li1 | C61 | 2.272(11) | |
| N1 | C12 | 1.476(7) | Li1 | Li11 | 2.51(2) | |
| N1 | C13 | 1.470(7) |
| Atom | Atom | Atom | Angle/˚ | Atom | Atom | Atom | Angle/˚ | |
|---|---|---|---|---|---|---|---|---|
| C1 | Fe1 | C2 | 40.6(2) | Si1 | C1 | Fe1 | 125.2(3) | |
| C1 | Fe1 | C3 | 68.3(2) | C2 | C1 | Fe1 | 70.0(3) | |
| C1 | Fe1 | C6 | 121.2(2) | C2 | C1 | Si1 | 122.8(4) | |
| C1 | Fe1 | C7 | 155.7(3) | C2 | C1 | C5 | 106.4(5) | |
| C1 | Fe1 | C10 | 110.6(3) | C5 | C1 | Fe1 | 68.6(3) | |
| C2 | Fe1 | C3 | 40.4(2) | C5 | C1 | Si1 | 130.8(5) | |
| C2 | Fe1 | C6 | 111.4(2) | C1 | C2 | Fe1 | 69.4(3) | |
| C3 | Fe1 | C6 | 129.8(3) | C1 | C2 | C11 | 126.1(5) | |
| C4 | Fe1 | C1 | 69.0(2) | C3 | C2 | Fe1 | 69.9(4) | |
| C4 | Fe1 | C2 | 68.5(3) | C3 | C2 | C1 | 108.3(6) | |
| C4 | Fe1 | C3 | 40.6(3) | C3 | C2 | C11 | 124.6(6) | |
| C4 | Fe1 | C6 | 165.2(3) | C11 | C2 | Fe1 | 135.3(4) | |
| C4 | Fe1 | C7 | 126.1(3) | C2 | C3 | Fe1 | 69.8(4) | |
| C4 | Fe1 | C9 | 115.1(3) | C4 | C3 | Fe1 | 68.8(4) | |
| C4 | Fe1 | C10 | 151.1(3) | C4 | C3 | C2 | 108.3(6) | |
| C5 | Fe1 | C1 | 41.3(2) | C3 | C4 | Fe1 | 70.6(4) | |
| C5 | Fe1 | C2 | 68.3(3) | C5 | C4 | Fe1 | 69.7(4) | |
| C5 | Fe1 | C3 | 67.7(3) | C5 | C4 | C3 | 107.8(6) | |
| C5 | Fe1 | C4 | 40.3(3) | C1 | C5 | Fe1 | 70.0(3) | |
| C5 | Fe1 | C6 | 154.4(3) | C4 | C5 | Fe1 | 70.0(4) | |
| C5 | Fe1 | C7 | 162.2(2) | C4 | C5 | C1 | 109.1(6) | |
| C5 | Fe1 | C8 | 123.4(3) | Fe1 | C6 | Li1 | 93.0(3) | |
| C5 | Fe1 | C9 | 105.5(3) | Fe1 | C6 | Li11 | 160.8(4) | |
| C5 | Fe1 | C10 | 119.9(3) | C7 | C6 | Fe1 | 66.2(3) | |
| C7 | Fe1 | C2 | 121.9(3) | C7 | C6 | Li1 | 134.7(6) | |
| C7 | Fe1 | C3 | 109.5(3) | C7 | C6 | Li11 | 125.8(5) | |
| C7 | Fe1 | C6 | 40.4(2) | C10 | C6 | Fe1 | 66.6(4) | |
| C7 | Fe1 | C10 | 66.2(3) | C10 | C6 | C7 | 102.0(6) | |
| C8 | Fe1 | C1 | 162.6(4) | C10 | C6 | Li11 | 119.0(5) | |
| C8 | Fe1 | C2 | 153.4(4) | C10 | C6 | Li1 | 105.7(5) | |
| C8 | Fe1 | C3 | 117.6(4) | Li1 | C6 | Li11 | 67.8(4) | |
| C8 | Fe1 | C4 | 104.2(3) | C6 | C7 | Fe1 | 73.3(4) | |
| C8 | Fe1 | C6 | 69.1(3) | C8 | C7 | Fe1 | 68.9(4) | |
| C8 | Fe1 | C7 | 40.9(3) | C8 | C7 | C6 | 110.9(8) | |
| C8 | Fe1 | C9 | 40.0(4) | C7 | C8 | Fe1 | 70.2(4) | |
| C8 | Fe1 | C10 | 67.1(4) | C9 | C8 | Fe1 | 70.3(5) | |
| C9 | Fe1 | C1 | 127.0(4) | C9 | C8 | C7 | 107.7(8) | |
| C9 | Fe1 | C2 | 166.6(4) | C8 | C9 | Fe1 | 69.7(6) | |
| C9 | Fe1 | C3 | 149.8(3) | C8 | C9 | C10 | 107.2(8) | |
| C9 | Fe1 | C6 | 68.8(3) | C10 | C9 | Fe1 | 70.3(4) | |
| C9 | Fe1 | C7 | 67.6(4) | C6 | C10 | Fe1 | 73.5(4) | |
| C9 | Fe1 | C10 | 40.5(3) | C9 | C10 | Fe1 | 69.2(5) | |
| C10 | Fe1 | C2 | 131.3(3) | C9 | C10 | C6 | 112.3(8) | |
| C10 | Fe1 | C3 | 168.1(3) | N1 | C11 | C2 | 116.5(5) | |
| C10 | Fe1 | C6 | 39.8(3) | C15 | C14 | Si1 | 110.9(5) | |
| O1 | Si1 | C1 | 106.3(2) | C15 | C14 | C17 | 106.6(7) | |
| O1 | Si1 | C14 | 112.8(3) | C16 | C14 | Si1 | 111.3(6) | |
| O2 | Si1 | O1 | 103.8(2) | C16 | C14 | C15 | 107.9(7) | |
| O2 | Si1 | C1 | 110.3(3) | C16 | C14 | C17 | 107.2(8) | |
| O2 | Si1 | C14 | 108.1(3) | C17 | C14 | Si1 | 112.7(6) | |
| C1 | Si1 | C14 | 115.0(3) | O1 | Li1 | C6 | 112.3(5) | |
| Si1 | O1 | Li1 | 126.1(3) | O1 | Li1 | C61 | 113.2(5) | |
| C19 | O1 | Si1 | 121.5(4) | O1 | Li1 | Li11 | 133.8(7) | |
| C19 | O1 | Li1 | 106.9(4) | N1 | Li1 | O1 | 102.0(5) | |
| C18 | O2 | Si1 | 125.8(4) | N1 | Li1 | C6 | 109.3(5) | |
| C11 | N1 | C12 | 109.5(5) | N1 | Li1 | C61 | 107.2(5) | |
| C11 | N1 | Li1 | 109.6(4) | N1 | Li1 | Li11 | 124.1(7) | |
| C12 | N1 | Li1 | 106.8(5) | C6 | Li1 | C61 | 112.2(4) | |
| C13 | N1 | C11 | 107.7(5) | C6 | Li1 | Li11 | 57.1(4) | |
| C13 | N1 | C12 | 108.6(5) | C61 | Li1 | Li11 | 55.1(4) | |
| C13 | N1 | Li1 | 114.7(5) |
| A | B | C | D | Angle/˚ | A | B | C | D | Angle/˚ | |
|---|---|---|---|---|---|---|---|---|---|---|
| Fe1 | C1 | C2 | C3 | -59.2(4) | C1 | C2 | C11 | N1 | -98.3(7) | |
| Fe1 | C1 | C2 | C11 | 131.7(6) | C2 | C1 | C5 | Fe1 | -60.1(4) | |
| Fe1 | C1 | C5 | C4 | 59.3(4) | C2 | C1 | C5 | C4 | -0.8(7) | |
| Fe1 | C2 | C3 | C4 | -58.2(5) | C2 | C3 | C4 | Fe1 | 58.7(4) | |
| Fe1 | C2 | C11 | N1 | -1.6(9) | C2 | C3 | C4 | C5 | -1.2(7) | |
| Fe1 | C3 | C4 | C5 | -60.0(5) | C3 | C2 | C11 | N1 | 94.4(7) | |
| Fe1 | C4 | C5 | C1 | -59.3(4) | C3 | C4 | C5 | Fe1 | 60.6(5) | |
| Fe1 | C6 | C7 | C8 | 58.9(5) | C3 | C4 | C5 | C1 | 1.3(7) | |
| Fe1 | C6 | C10 | C9 | -58.6(5) | C5 | C1 | C2 | Fe1 | 59.3(4) | |
| Fe1 | C7 | C8 | C9 | 60.6(6) | C5 | C1 | C2 | C3 | 0.1(7) | |
| Fe1 | C8 | C9 | C10 | 60.7(5) | C5 | C1 | C2 | C11 | -169.0(5) | |
| Fe1 | C9 | C10 | C6 | 61.1(5) | C6 | C7 | C8 | Fe1 | -61.6(5) | |
| Si1 | C1 | C2 | Fe1 | -119.7(4) | C6 | C7 | C8 | C9 | -0.9(9) | |
| Si1 | C1 | C2 | C3 | -178.9(4) | C7 | C6 | C10 | Fe1 | 57.3(4) | |
| Si1 | C1 | C2 | C11 | 12.0(8) | C7 | C6 | C10 | C9 | -1.3(7) | |
| Si1 | C1 | C5 | Fe1 | 118.7(5) | C7 | C8 | C9 | Fe1 | -60.6(6) | |
| Si1 | C1 | C5 | C4 | 178.0(5) | C7 | C8 | C9 | C10 | 0.1(9) | |
| O1 | Si1 | O2 | C18 | -150.5(5) | C8 | C9 | C10 | Fe1 | -60.3(6) | |
| O1 | Si1 | C1 | Fe1 | -39.1(4) | C8 | C9 | C10 | C6 | 0.8(9) | |
| O1 | Si1 | C1 | C2 | 48.4(5) | C10 | C6 | C7 | Fe1 | -57.6(4) | |
| O1 | Si1 | C1 | C5 | -130.3(5) | C10 | C6 | C7 | C8 | 1.3(7) | |
| O1 | Si1 | C14 | C15 | -174.2(5) | C11 | C2 | C3 | Fe1 | -131.8(6) | |
| O1 | Si1 | C14 | C16 | -54.1(8) | C11 | C2 | C3 | C4 | 170.0(6) | |
| O1 | Si1 | C14 | C17 | 66.4(6) | C12 | N1 | C11 | C2 | -74.3(7) | |
| O2 | Si1 | O1 | C19 | -37.6(6) | C13 | N1 | C11 | C2 | 167.8(5) | |
| O2 | Si1 | O1 | Li1 | 112.6(4) | C14 | Si1 | O1 | C19 | 79.1(6) | |
| O2 | Si1 | C1 | Fe1 | -151.0(3) | C14 | Si1 | O1 | Li1 | -130.7(5) | |
| O2 | Si1 | C1 | C2 | -63.5(5) | C14 | Si1 | O2 | C18 | 89.5(6) | |
| O2 | Si1 | C1 | C5 | 117.8(5) | C14 | Si1 | C1 | Fe1 | 86.5(5) | |
| O2 | Si1 | C14 | C15 | -60.1(6) | C14 | Si1 | C1 | C2 | 174.0(5) | |
| O2 | Si1 | C14 | C16 | 60.0(8) | C14 | Si1 | C1 | C5 | -4.7(7) | |
| O2 | Si1 | C14 | C17 | -179.5(5) | Li1 | N1 | C11 | C2 | 42.5(7) | |
| C1 | Si1 | O1 | C19 | -154.0(5) | Li11 | C6 | C7 | Fe1 | 162.7(6) | |
| C1 | Si1 | O1 | Li1 | -3.8(5) | Li1 | C6 | C7 | Fe1 | 69.2(7) | |
| C1 | Si1 | O2 | C18 | -37.0(6) | Li1 | C6 | C7 | C8 | 128.1(8) | |
| C1 | Si1 | C14 | C15 | 63.7(7) | Li11 | C6 | C7 | C8 | -138.5(6) | |
| C1 | Si1 | C14 | C16 | -176.2(7) | Li11 | C6 | C10 | Fe1 | -159.5(4) | |
| C1 | Si1 | C14 | C17 | -55.8(6) | Li1 | C6 | C10 | Fe1 | -86.5(4) | |
| C1 | C2 | C3 | Fe1 | 58.9(4) | Li1 | C6 | C10 | C9 | -145.1(6) | |
| C1 | C2 | C3 | C4 | 0.7(7) | Li11 | C6 | C10 | C9 | 141.9(6) |
| Atom | x | y | z | U(eq) |
|---|---|---|---|---|
| H3 | 10743 | 2289 | 4188 | 59 |
| H4 | 11800 | 2817 | 1842 | 73 |
| H5 | 9996 | 2508 | 743 | 55 |
| H7 | 8569 | 5483 | 4601 | 84 |
| H8 | 10169 | 5823 | 2360 | 120 |
| H9 | 8681 | 5675 | 896 | 110 |
| H10 | 6176 | 5251 | 2228 | 75 |
| H11A | 7513 | 743 | 4809 | 51 |
| H11B | 8730 | 870 | 5465 | 51 |
| H12A | 8175 | 2410 | 6860 | 89 |
| H12B | 6672 | 3640 | 7055 | 89 |
| H12C | 8051 | 3602 | 5788 | 89 |
| H13A | 5299 | 1186 | 6464 | 76 |
| H13B | 5125 | 2195 | 7470 | 76 |
| H13C | 6540 | 888 | 7234 | 76 |
| H15A | 8931 | 1211 | -140 | 97 |
| H15B | 7824 | 1303 | -993 | 97 |
| H15C | 7909 | 176 | 141 | 97 |
| H16A | 5038 | 988 | 1148 | 257 |
| H16B | 5143 | 1886 | -154 | 257 |
| H16C | 4300 | 2568 | 1159 | 257 |
| H17A | 5858 | 4137 | 734 | 183 |
| H17B | 6567 | 3611 | -655 | 183 |
| H17C | 7678 | 3633 | 158 | 183 |
| H18A | 8006 | -1544 | 2137 | 91 |
| H18B | 8128 | -1434 | 3512 | 91 |
| H18C | 9037 | -666 | 2312 | 91 |
| H19A | 3148 | 2892 | 3626 | 116 |
| H19B | 3648 | 2237 | 4872 | 116 |
| H19C | 4083 | 1355 | 3698 | 116 |
Experimental
Single crystals of C19H30FeLiNO2Si [3216_twin1_hklf4] were []. A suitable crystal was selected and [] on a Xcalibur, Sapphire3 diffractometer. The crystal was kept at 173.15 K during data collection. Using Olex2 [1], the structure was solved with the Superflip [2] structure solution program using Charge Flipping and refined with the XL [3] refinement package using Least Squares minimisation.
Crystal structure determination of [3216_twin1_hklf4]
Crystal Data for C19H30FeLiNO2Si (M =395.32 g/mol): triclinic, space group P-1 (no. 2), a = 9.510(6) Å, b = 10.509(4) Å, c = 11.173(6) Å, α = 81.19(4)°, β = 71.92(5)°, γ = 72.75(5)°, V = 1011.4(10) Å3, Z = 2, T = 173.15 K, μ(MoKα) = 0.816 mm-1, Dcalc = 1.298 g/cm3, 13640 reflections measured (4.672° ≤ 2Θ ≤ 51.998°), 13640 unique (Rint = ?, Rsigma = 0.1906) which were used in all calculations. The final R1 was 0.0661 (I > 2σ(I)) and wR2 was 0.1723 (all data).
Refinement model description
Number of restraints - 0, number of constraints - unknown.
Details:
1. Twinned data refinement
Scales: 0.6728(14) 0.3272(14)
2. 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
3.a Secondary CH2 refined with riding coordinates:
C11(H11A,H11B)
3.b Aromatic/amide H refined with riding coordinates:
C3(H3), C4(H4), C5(H5), C7(H7), C8(H8), C9(H9), C10(H10)
3.c Idealised Me refined as rotating group:
C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C15(H15A,H15B,H15C), C16(H16A,H16B,
H16C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C)
This report has been created with Olex2, compiled on 2017.01.04 svn.r3372 for OlexSys. Please let us know if there are any errors or if you would like to have additional features.