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Computational Chemistry Comparison and Benchmark DataBase
Release 22 (May 2022) Standard Reference Database 101
National Institute of Standards and Technology
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Geometry for C5H9NO2 (Proline)
1A C1
1910171554
InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m1/s1 INChIKey=ONIBWKKTOPOVIA-SCSAIBSYSA-N
HF/Def2TZVPP
Point group is C1
| Atom |
Internal |
|
Principal |
| x (Å) |
y (Å) |
z (Å) |
|
a (Å) |
b (Å) |
c (Å) |
| C1 |
-0.0541 |
0.1387 |
0.7784 |
|
0.0611 |
0.1094 |
0.7825 |
| C2 |
0.9225 |
1.2423 |
0.3318 |
|
-0.9484 |
1.2047 |
0.3921 |
| C3 |
2.0264 |
0.4964 |
-0.4505 |
|
-2.0439 |
0.4623 |
-0.4052 |
| C4 |
1.5113 |
-0.9384 |
-0.5574 |
|
-1.4950 |
-0.9537 |
-0.5751 |
| N5 |
0.7134 |
-1.0791 |
0.6482 |
|
-0.6777 |
-1.1214 |
0.6140 |
| C6 |
-1.3604 |
0.1722 |
-0.0126 |
|
1.3554 |
0.2069 |
-0.0227 |
| O7 |
-1.8873 |
1.1499 |
-0.4168 |
|
1.8524 |
1.2127 |
-0.3945 |
| O8 |
-1.9187 |
-1.0263 |
-0.1485 |
|
1.9413 |
-0.9708 |
-0.2128 |
| H9 |
-0.3674 |
0.2781 |
1.8073 |
|
0.3846 |
0.2163 |
1.8121 |
| H10 |
1.3341 |
1.7421 |
1.1962 |
|
-1.3606 |
1.6596 |
1.2805 |
| H11 |
0.4160 |
1.9847 |
-0.2634 |
|
-0.4685 |
1.9824 |
-0.1796 |
| H12 |
2.9542 |
0.5118 |
0.1046 |
|
-2.9643 |
0.4325 |
0.1615 |
| H13 |
2.2145 |
0.9363 |
-1.4201 |
|
-2.2559 |
0.9350 |
-1.3543 |
| H14 |
2.3045 |
-1.6728 |
-0.5804 |
|
-2.2700 |
-1.7065 |
-0.6172 |
| H15 |
0.9179 |
-1.0624 |
-1.4645 |
|
-0.9110 |
-1.0271 |
-1.4937 |
| H16 |
0.1506 |
-1.8995 |
0.6604 |
|
-0.0947 |
-1.9271 |
0.5867 |
| H17 |
-2.7448 |
-0.9218 |
-0.5945 |
|
2.7585 |
-0.8281 |
-0.6646 |
Atom - Atom Distances (Å)
| |
C1 |
C2 |
C3 |
C4 |
N5 |
C6 |
O7 |
O8 |
H9 |
H10 |
H11 |
H12 |
H13 |
H14 |
H15 |
H16 |
H17 |
| C1 |
|
1.5399 |
2.4426 |
2.3227 |
1.4454 |
1.5275 |
2.4107 |
2.3859 |
1.0845 |
2.1616 |
2.1712 |
3.1053 |
3.2583 |
3.2697 |
2.7236 |
2.0518 |
3.2015 |
| C2 |
1.5399 |
|
1.5449 |
2.4275 |
2.3523 |
2.5447 |
2.9092 |
3.6673 |
2.1842 |
1.0799 |
1.0779 |
2.1710 |
2.1982 |
3.3526 |
2.9221 |
3.2519 |
4.3578 |
| C3 |
2.4426 |
1.5449 |
|
1.5281 |
2.3267 |
3.4303 |
3.9680 |
4.2394 |
3.2977 |
2.1777 |
2.2008 |
1.0813 |
1.0813 |
2.1908 |
2.1649 |
3.2392 |
4.9796 |
| C4 |
2.3227 |
2.4275 |
1.5281 |
|
1.4526 |
3.1268 |
3.9914 |
3.4554 |
3.2559 |
3.2079 |
3.1354 |
2.1501 |
2.1802 |
1.0813 |
1.0910 |
2.0635 |
4.2563 |
| N5 |
1.4454 |
2.3523 |
2.3267 |
1.4526 |
| 2.5106 |
3.5870 |
2.7505 |
2.0865 |
2.9402 |
3.2104 |
2.8014 |
3.2548 |
2.0961 |
2.1227 |
0.9949 |
3.6781 |
| C6 |
1.5275 |
2.5447 |
3.4303 |
3.1268 |
2.5106 |
|
1.1819 |
1.3291 |
2.0758 |
3.3445 |
2.5502 |
4.3295 |
3.9173 |
4.1423 |
2.9704 |
2.6511 |
1.8580 |
| O7 |
2.4107 |
2.9092 |
3.9680 |
3.9914 |
3.5870 |
1.1819 |
| 2.1929 |
2.8313 |
3.6509 |
2.4546 |
4.9111 |
4.2281 |
5.0563 |
3.7231 |
3.8226 |
2.2492 |
| O8 |
2.3859 |
3.6673 |
4.2394 |
3.4554 |
2.7505 |
1.3291 |
2.1929 |
| 2.8165 |
4.4780 |
3.8118 |
5.1161 |
4.7489 |
4.2942 |
3.1272 |
2.3872 |
0.9447 |
| H9 |
1.0845 |
2.1842 |
3.2977 |
3.2559 |
2.0865 |
2.0758 |
2.8313 |
2.8165 |
| 2.3263 |
2.7953 |
3.7398 |
4.1851 |
4.0799 |
3.7621 |
2.5151 |
3.5862 |
| H10 |
2.1616 |
1.0799 |
2.1777 |
3.2079 |
2.9402 |
3.3445 |
3.6509 |
4.4780 |
2.3263 |
| 1.7413 |
2.3086 |
2.8756 |
3.9698 |
3.8881 |
3.8664 |
5.1904 |
| H11 |
2.1712 |
1.0779 |
2.2008 |
3.1354 |
3.2104 |
2.5502 |
2.4546 |
3.8118 |
2.7953 |
1.7413 |
| 2.9576 |
2.3816 |
4.1285 |
3.3135 |
4.0014 |
4.3067 |
| H12 |
3.1053 |
2.1710 |
1.0813 |
2.1501 |
2.8014 |
4.3295 |
4.9111 |
5.1161 |
3.7398 |
2.3086 |
2.9576 |
| 1.7470 |
2.3798 |
3.0144 |
3.7394 |
5.9180 |
| H13 |
3.2583 |
2.1982 |
1.0813 |
2.1802 |
3.2548 |
3.9173 |
4.2281 |
4.7489 |
4.1851 |
2.8756 |
2.3816 |
1.7470 |
| 2.7424 |
2.3829 |
4.0780 |
5.3599 |
| H14 |
3.2697 |
3.3526 |
2.1908 |
1.0813 |
2.0961 |
4.1423 |
5.0563 |
4.2942 |
4.0799 |
3.9698 |
4.1285 |
2.3798 |
2.7424 |
| 1.7541 |
2.4960 |
5.1049 |
| H15 |
2.7236 |
2.9221 |
2.1649 |
1.0910 |
2.1227 |
2.9704 |
3.7231 |
3.1272 |
3.7621 |
3.8881 |
3.3135 |
3.0144 |
2.3829 |
1.7541 |
| 2.4092 |
3.7673 |
| H16 |
2.0518 |
3.2519 |
3.2392 |
2.0635 |
0.9949 |
2.6511 |
3.8226 |
2.3872 |
2.5151 |
3.8664 |
4.0014 |
3.7394 |
4.0780 |
2.4960 |
2.4092 |
| 3.3037 |
| H17 |
3.2015 |
4.3578 |
4.9796 |
4.2563 |
3.6781 |
1.8580 |
2.2492 |
0.9447 |
3.5862 |
5.1904 |
4.3067 |
5.9180 |
5.3599 |
5.1049 |
3.7673 |
3.3037 |
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Maximum atom distance is 5.9180Å
between atoms H12 and H17.
Calculated Bond Angles (degrees) (Ignoring Hydrogens)
| atom1 |
atom2 |
atom3 |
angle |
|
atom1 |
atom2 |
atom3 |
angle |
|
C1 |
C2 |
C3 |
104.710 |
|
C1 |
N5 |
C4 |
106.545 |
|
C1 |
C6 |
O7 |
125.204 |
|
C1 |
C6 |
O8 |
113.101 |
|
C2 |
C1 |
N5 |
103.945 |
|
C2 |
C1 |
C6 |
112.115 |
|
C2 |
C3 |
C4 |
104.355 |
|
C3 |
C4 |
N5 |
102.596 |
|
N5 |
C1 |
C6 |
115.215 |
|
O7 |
C6 |
O8 |
121.584 |
Calculated Bond Angles (degrees) (Involving Hydrogens)
| atom1 |
atom2 |
atom3 |
angle |
|
atom1 |
atom2 |
atom3 |
angle |
|
C1 |
C2 |
H10 |
109.952 |
|
C1 |
C2 |
H11 |
110.837 |
|
C1 |
N5 |
H16 |
113.159 |
|
C2 |
C1 |
H9 |
111.480 |
|
C2 |
C3 |
H12 |
110.261 |
|
C2 |
C3 |
H13 |
112.455 |
|
C3 |
C2 |
H10 |
110.877 |
|
C3 |
C2 |
H11 |
112.874 |
|
C3 |
C4 |
H14 |
113.076 |
|
C3 |
C4 |
H15 |
110.377 |
|
C4 |
C3 |
H12 |
109.783 |
|
C4 |
C3 |
H13 |
112.205 |
|
C4 |
N5 |
H16 |
113.624 |
|
N5 |
C1 |
H9 |
110.312 |
|
N5 |
C4 |
H14 |
110.782 |
|
N5 |
C4 |
H15 |
112.353 |
|
C6 |
C1 |
H9 |
103.970 |
|
C6 |
O8 |
H17 |
108.413 |
|
H10 |
C2 |
H11 |
107.599 |
|
H12 |
C3 |
H13 |
107.773 |
|
H14 |
C4 |
H15 |
107.702 |
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For information on specific bond angles or dihedrals
see the geometry comparison page in section
Comparisons > Geometry > Bonds, angles.