Table 2. Substitution, Effective and Equilibrium Bond Lengths (Å), Angles (deg), and Dihedral Angles (deg) of Conformer I of Cycloundecanone.
| Parameter | rsa | r0b | red | ree | X-rayf |
|---|---|---|---|---|---|
| r(C1–C2) | 1.585(21) | 1.5421(95) | 1.545 | 1.543 | 1.540(3) |
| r(C2–C3) | 1.474(25) | 1.5417(93) | 1.538 | 1.536 | 1.524(3) |
| r(C3–C4) | 1.5322(49) | 1.5284(50) | 1.534 | 1.532 | 1.528(3) |
| r(C4–C5) | 1.536(16) | 1.5357(80) | 1.532 | 1.530 | 1.525(3) |
| r(C5–C6) | 1.509(23) | 1.5304(65) | 1.538 | 1.537 | 1.539(3) |
| r(C6–C7) | 1.535(11) | 1.5416(52) | 1.538 | 1.537 | 1.542(3) |
| r(C7–C8) | 1.500(54) | 1.5450(50)c | 1.545 | 1.543 | 1.539(3) |
| r(C8–C9) | 1.575(57) | 1.5403(56) | 1.537 | 1.536 | 1.530(3) |
| r(C9–C10) | 1.5317(59) | 1.5269(61) | 1.533 | 1.532 | 1.530(3) |
| r(C10-C11) | 1.462(39) | 1.5215(50) | 1.519 | 1.520 | 1.516(3) |
| r(C11–C1) | 1.511(19) | 1.5274(43)c | 1.526 | 1.526 | 1.518(3) |
| ∠(C1–C2-C3) | 114.96(72) | 114.06(74) | 114.5 | 113.7 | 114.6(2) |
| ∠(C2–C3-C4) | 116.03(22) | 115.69(18) | 116.0 | 115.1 | 116.0(2) |
| ∠(C3–C4-C5) | 115.91(85) | 115.41(50) | 115.0 | 114.5 | 115.6(2) |
| ∠(C4–C5-C6) | 114.09(81) | 113.80(31)c | 113.8 | 113.2 | 114.0(2) |
| ∠(C5–C6-C7) | 114.31(33) | 114.38(12) | 114.7 | 114.1 | 114.2(2) |
| ∠(C6–C7-C8) | 113.1(15) | 113.27(28) | 113.8 | 113.0 | 113.8(2) |
| ∠(C7–C8-C9) | 115.50(85) | 115.44(29) | 115.4 | 114.9 | 115.4(2) |
| ∠(C8–C9-C10) | 113.64(62) | 114.05(13) | 114.4 | 114.0 | 113.8(2) |
| ∠(C9–C10-C11) | 116.3(18) | 114.55(28) | 114.9 | 114.1 | 114.6(2) |
| ∠(C10-C11–C1) | 123.7(39) | 118.96(43)c | 118.2 | 118.5 | 119.5(2) |
| ∠(C11–C1-C2) | 114.8(15) | 112.99(44)c | 113.1 | 112.8 | 113.9(2) |
| τ(C1–C2-C3–C4) | –55.03(90) | –54.5(11) | –54.1 | –53.8 | –55.7(3) |
| τ(C2–C3-C4–C5) | –62.28(86) | –63.28(96) | –63.0 | –64.2 | –64.6(3) |
| τ(C3–C4-C5–C6) | 175.93(29) | 175.65(22) | 175.6 | 177.4 | 173.7(2) |
| τ(C4–C5-C6–C7) | –65.9(1.0) | –64.80(31)c | –64.8 | –64.3 | –63.6(3) |
| τ(C5–C6-C7–C8) | –64.9(15) | –65.00(33)c | –65.0 | –65.1 | –64. 0(3) |
| τ(C6–C7-C8–C9) | 137.52(65) | 137.51(18) | 136.2 | 137.6 | 139.8(2) |
| τ(C7–C8-C9–C10) | –58.69(76) | –59.17(18) | –59.5 | –59.6 | –61.4(3) |
| τ(C8–C9-C10-C11) | –59.4(13) | –58.90(33)c | –58.9 | –58.0 | –59.6(3) |
| τ(C9–C10-C11–C1) | 162.01(62) | 162.69(21)c | 163.0 | 163.7 | 159.6(2) |
| τ(C10-C11–C1-C2) | –127.1(14) | –130.22(48)c | –129.1 | –130.8 | –127.2(2) |
| τ(C11–C1-C2–C3) | 90.7(18) | 93.43(61)c | 92.8 | 92.7 | 95.1(3) |
a
The substitution structure has been determined from the atomic coordinates including Costain’s error, and with signs taken from the B3LYP-D3BJ calculated structure.
b
Effective structure; nonfitted parameters were fixed to the B3LYP-D3BJ/6-311++G(d,p) values.
c
Derived from the determined r0 structure, not fitted directly.
d
B3LYP-D3BJ/6-311++G(d,p) parameters.
e
MP2/6-311++G(d,p) parameters.
f
Data taken from Table XX in the Supporting Information of ref (15).