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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
PBEPBE/aug-cc-pVDZ
Point group is C1
| Atom |
Internal |
|
Principal |
| x (Å) |
y (Å) |
z (Å) |
|
a (Å) |
b (Å) |
c (Å) |
| C1 |
-0.0530 |
0.1389 |
0.7935 |
|
0.0600 |
0.1111 |
0.7974 |
| C2 |
0.9153 |
1.2586 |
0.3311 |
|
-0.9454 |
1.2192 |
0.3892 |
| C3 |
2.0267 |
0.5166 |
-0.4681 |
|
-2.0465 |
0.4758 |
-0.4229 |
| C4 |
1.5230 |
-0.9364 |
-0.5661 |
|
-1.5040 |
-0.9577 |
-0.5813 |
| N5 |
0.7431 |
-1.0831 |
0.6697 |
|
-0.7035 |
-1.1277 |
0.6384 |
| C6 |
-1.3763 |
0.1696 |
-0.0045 |
|
1.3708 |
0.2085 |
-0.0156 |
| O7 |
-1.9303 |
1.1755 |
-0.4095 |
|
1.8911 |
1.2440 |
-0.3899 |
| O8 |
-1.8970 |
-1.0790 |
-0.1633 |
|
1.9239 |
-1.0182 |
-0.2273 |
| H9 |
-0.3638 |
0.2833 |
1.8485 |
|
0.3810 |
0.2253 |
1.8530 |
| H10 |
1.3368 |
1.7796 |
1.2062 |
|
-1.3691 |
1.6955 |
1.2884 |
| H11 |
0.3754 |
2.0046 |
-0.2737 |
|
-0.4347 |
2.0019 |
-0.1942 |
| H12 |
2.9810 |
0.5455 |
0.0853 |
|
-2.9936 |
0.4574 |
0.1433 |
| H13 |
2.1983 |
0.9630 |
-1.4624 |
|
-2.2441 |
0.9536 |
-1.3976 |
| H14 |
2.3420 |
-1.6770 |
-0.5987 |
|
-2.3024 |
-1.7194 |
-0.6310 |
| H15 |
0.9076 |
-1.0681 |
-1.4879 |
|
-0.8979 |
-1.0378 |
-1.5150 |
| H16 |
0.1729 |
-1.9302 |
0.6921 |
|
-0.1096 |
-1.9585 |
0.6220 |
| H17 |
-2.7482 |
-0.9745 |
-0.6310 |
|
2.7654 |
-0.8724 |
-0.7015 |
Atom - Atom Distances (Å)
| |
C1 |
C2 |
C3 |
C4 |
N5 |
C6 |
O7 |
O8 |
H9 |
H10 |
H11 |
H12 |
H13 |
H14 |
H15 |
H16 |
H17 |
| C1 |
|
1.5509 |
2.4616 |
2.3429 |
1.4638 |
1.5455 |
2.4588 |
2.4081 |
1.1092 |
2.1895 |
2.1916 |
3.1420 |
3.2919 |
3.3124 |
2.7540 |
2.0840 |
3.2455 |
| C2 |
1.5509 |
|
1.5571 |
2.4479 |
2.3724 |
2.5593 |
2.9416 |
3.6903 |
2.2113 |
1.1022 |
1.1017 |
2.1991 |
2.2248 |
3.3938 |
2.9533 |
3.2940 |
4.3971 |
| C3 |
2.4616 |
1.5571 |
|
1.5409 |
2.3455 |
3.4519 |
4.0120 |
4.2467 |
3.3370 |
2.2079 |
2.2314 |
1.1035 |
1.1033 |
2.2199 |
2.1916 |
3.2817 |
5.0050 |
| C4 |
2.3429 |
2.4479 |
1.5409 |
|
1.4687 |
3.1535 |
4.0510 |
3.4466 |
3.2982 |
3.2485 |
3.1705 |
2.1786 |
2.2061 |
1.1047 |
1.1161 |
2.0962 |
4.2719 |
| N5 |
1.4638 |
2.3724 |
2.3455 |
1.4687 |
| 2.5526 |
3.6624 |
2.7684 |
2.1171 |
2.9725 |
3.2495 |
2.8288 |
3.2940 |
2.1256 |
2.1640 |
1.0214 |
3.7274 |
| C6 |
1.5455 |
2.5593 |
3.4519 |
3.1535 |
2.5526 |
|
1.2177 |
1.3622 |
2.1146 |
3.3792 |
2.5511 |
4.3744 |
3.9411 |
4.1939 |
2.9914 |
2.7008 |
1.8931 |
| O7 |
2.4588 |
2.9416 |
4.0120 |
4.0510 |
3.6624 |
1.2177 |
| 2.2682 |
2.8894 |
3.6945 |
2.4540 |
4.9762 |
4.2661 |
5.1406 |
3.7750 |
3.9093 |
2.3110 |
| O8 |
2.4081 |
3.6903 |
4.2467 |
3.4466 |
2.7684 |
1.3622 |
2.2682 |
| 2.8730 |
4.5282 |
3.8321 |
5.1474 |
4.7570 |
4.3031 |
3.1017 |
2.3960 |
0.9769 |
| H9 |
1.1092 |
2.2113 |
3.3370 |
3.2982 |
2.1171 |
2.1146 |
2.8894 |
2.8730 |
| 2.3544 |
2.8307 |
3.7902 |
4.2412 |
4.1416 |
3.8176 |
2.5544 |
3.6627 |
| H10 |
2.1895 |
1.1022 |
2.2079 |
3.2485 |
2.9725 |
3.3792 |
3.6945 |
4.5282 |
2.3544 |
| 1.7791 |
2.3416 |
2.9207 |
4.0270 |
3.9436 |
3.9220 |
5.2581 |
| H11 |
2.1916 |
1.1017 |
2.2314 |
3.1705 |
3.2495 |
2.5511 |
2.4540 |
3.8321 |
2.8307 |
1.7791 |
| 3.0078 |
2.4127 |
4.1866 |
3.3465 |
4.0567 |
4.3313 |
| H12 |
3.1420 |
2.1991 |
1.1035 |
2.1786 |
2.8288 |
4.3744 |
4.9762 |
5.1474 |
3.7902 |
2.3416 |
3.0078 |
| 1.7839 |
2.4116 |
3.0623 |
3.7926 |
5.9706 |
| H13 |
3.2919 |
2.2248 |
1.1033 |
2.2061 |
3.2940 |
3.9411 |
4.2661 |
4.7570 |
4.2412 |
2.9207 |
2.4127 |
1.7839 |
| 2.7814 |
2.4066 |
4.1371 |
5.3771 |
| H14 |
3.3124 |
3.3938 |
2.2199 |
1.1047 |
2.1256 |
4.1939 |
5.1406 |
4.3031 |
4.1416 |
4.0270 |
4.1866 |
2.4116 |
2.7814 |
| 1.7941 |
2.5369 |
5.1386 |
| H15 |
2.7540 |
2.9533 |
2.1916 |
1.1161 |
2.1640 |
2.9914 |
3.7750 |
3.1017 |
3.8176 |
3.9436 |
3.3465 |
3.0623 |
2.4066 |
1.7941 |
| 2.4568 |
3.7561 |
| H16 |
2.0840 |
3.2940 |
3.2817 |
2.0962 |
1.0214 |
2.7008 |
3.9093 |
2.3960 |
2.5544 |
3.9220 |
4.0567 |
3.7926 |
4.1371 |
2.5369 |
2.4568 |
| 3.3462 |
| H17 |
3.2455 |
4.3971 |
5.0050 |
4.2719 |
3.7274 |
1.8931 |
2.3110 |
0.9769 |
3.6627 |
5.2581 |
4.3313 |
5.9706 |
5.3771 |
5.1386 |
3.7561 |
3.3462 |
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Maximum atom distance is 5.9706Å
between atoms H12 and H17.
Calculated Bond Angles (degrees) (Ignoring Hydrogens)
| atom1 |
atom2 |
atom3 |
angle |
|
atom1 |
atom2 |
atom3 |
angle |
|
C1 |
C2 |
C3 |
104.752 |
|
C1 |
N5 |
C4 |
106.054 |
|
C1 |
C6 |
O7 |
125.286 |
|
C1 |
C6 |
O8 |
111.673 |
|
C2 |
C1 |
N5 |
103.764 |
|
C2 |
C1 |
C6 |
111.489 |
|
C2 |
C3 |
C4 |
104.401 |
|
C3 |
C4 |
N5 |
102.372 |
|
N5 |
C1 |
C6 |
116.013 |
|
O7 |
C6 |
O8 |
122.990 |
Calculated Bond Angles (degrees) (Involving Hydrogens)
| atom1 |
atom2 |
atom3 |
angle |
|
atom1 |
atom2 |
atom3 |
angle |
|
C1 |
C2 |
H10 |
110.075 |
|
C1 |
C2 |
H11 |
110.273 |
|
C1 |
N5 |
H16 |
112.761 |
|
C2 |
C1 |
H9 |
111.379 |
|
C2 |
C3 |
H12 |
110.321 |
|
C2 |
C3 |
H13 |
112.377 |
|
C3 |
C2 |
H10 |
111.094 |
|
C3 |
C2 |
H11 |
113.000 |
|
C3 |
C4 |
H14 |
113.059 |
|
C3 |
C4 |
H15 |
110.121 |
|
C4 |
C3 |
H12 |
109.837 |
|
C4 |
C3 |
H13 |
112.028 |
|
C4 |
N5 |
H16 |
113.439 |
|
N5 |
C1 |
H9 |
109.967 |
|
N5 |
C4 |
H14 |
110.580 |
|
N5 |
C4 |
H15 |
112.977 |
|
C6 |
C1 |
H9 |
104.396 |
|
C6 |
O8 |
H17 |
106.910 |
|
H10 |
C2 |
H11 |
107.648 |
|
H12 |
C3 |
H13 |
107.867 |
|
H14 |
C4 |
H15 |
107.779 |
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For information on specific bond angles or dihedrals
see the geometry comparison page in section
Comparisons > Geometry > Bonds, angles.