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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
CBS-Q
Point group is C1
| Atom |
Internal |
|
Principal |
| x (Å) |
y (Å) |
z (Å) |
|
a (Å) |
b (Å) |
c (Å) |
| C1 |
-0.0537 |
0.1507 |
0.7867 |
|
0.0606 |
0.1223 |
0.7911 |
| C2 |
0.9230 |
1.2529 |
0.3212 |
|
-0.9500 |
1.2155 |
0.3803 |
| C3 |
2.0218 |
0.4937 |
-0.4648 |
|
-2.0399 |
0.4583 |
-0.4200 |
| C4 |
1.4979 |
-0.9451 |
-0.5535 |
|
-1.4809 |
-0.9621 |
-0.5700 |
| N5 |
0.7138 |
-1.0710 |
0.6658 |
|
-0.6772 |
-1.1135 |
0.6336 |
| C6 |
-1.3614 |
0.1741 |
-0.0047 |
|
1.3564 |
0.2094 |
-0.0154 |
| O7 |
-1.9019 |
1.1450 |
-0.4146 |
|
1.8663 |
1.2088 |
-0.3950 |
| O8 |
-1.8899 |
-1.0382 |
-0.1574 |
|
1.9134 |
-0.9821 |
-0.2207 |
| H9 |
-0.3608 |
0.2985 |
1.8214 |
|
0.3779 |
0.2389 |
1.8267 |
| H10 |
1.3439 |
1.7634 |
1.1811 |
|
-1.3720 |
1.6822 |
1.2642 |
| H11 |
0.4106 |
1.9943 |
-0.2794 |
|
-0.4649 |
1.9921 |
-0.1982 |
| H12 |
2.9579 |
0.5107 |
0.0856 |
|
-2.9684 |
0.4303 |
0.1425 |
| H13 |
2.2061 |
0.9252 |
-1.4445 |
|
-2.2484 |
0.9215 |
-1.3802 |
| H14 |
2.2913 |
-1.6867 |
-0.5754 |
|
-2.2553 |
-1.7227 |
-0.6099 |
| H15 |
0.8929 |
-1.0781 |
-1.4574 |
|
-0.8850 |
-1.0452 |
-1.4858 |
| H16 |
0.1456 |
-1.8908 |
0.6902 |
|
-0.0880 |
-1.9186 |
0.6197 |
| H17 |
-2.7148 |
-0.9525 |
-0.6158 |
|
2.7295 |
-0.8579 |
-0.6859 |
Atom - Atom Distances (Å)
| |
C1 |
C2 |
C3 |
C4 |
N5 |
C6 |
O7 |
O8 |
H9 |
H10 |
H11 |
H12 |
H13 |
H14 |
H15 |
H16 |
H17 |
| C1 |
|
1.5444 |
2.4478 |
2.3248 |
1.4479 |
1.5287 |
2.4182 |
2.3825 |
1.0894 |
2.1701 |
2.1797 |
3.1130 |
3.2688 |
3.2758 |
2.7280 |
2.0535 |
3.2040 |
| C2 |
1.5444 |
|
1.5497 |
2.4345 |
2.3586 |
2.5472 |
2.9211 |
3.6593 |
2.1930 |
1.0849 |
1.0831 |
2.1788 |
2.2072 |
3.3642 |
2.9322 |
3.2594 |
4.3560 |
| C3 |
2.4478 |
1.5497 |
|
1.5338 |
2.3318 |
3.4293 |
3.9777 |
4.2122 |
3.3078 |
2.1864 |
2.2095 |
1.0860 |
1.0863 |
2.1998 |
2.1749 |
3.2466 |
4.9548 |
| C4 |
2.3248 |
2.4345 |
1.5338 |
|
1.4551 |
3.1193 |
3.9934 |
3.4122 |
3.2622 |
3.2200 |
3.1460 |
2.1585 |
2.1894 |
1.0863 |
1.0958 |
2.0665 |
4.2132 |
| N5 |
1.4479 |
2.3586 |
2.3318 |
1.4551 |
| 2.5113 |
3.5945 |
2.7310 |
2.0895 |
2.9489 |
3.2220 |
2.8061 |
3.2657 |
2.0995 |
2.1307 |
0.9978 |
3.6623 |
| C6 |
1.5287 |
2.5472 |
3.4293 |
3.1193 |
2.5113 |
|
1.1844 |
1.3313 |
2.0860 |
3.3541 |
2.5550 |
4.3333 |
3.9197 |
4.1390 |
2.9598 |
2.6492 |
1.8640 |
| O7 |
2.4182 |
2.9211 |
3.9777 |
3.9934 |
3.5945 |
1.1844 |
| 2.1983 |
2.8446 |
3.6693 |
2.4672 |
4.9265 |
4.2408 |
5.0624 |
3.7203 |
3.8249 |
2.2585 |
| O8 |
2.3825 |
3.6593 |
4.2122 |
3.4122 |
2.7310 |
1.3313 |
2.1983 |
| 2.8356 |
4.4830 |
3.8082 |
5.0950 |
4.7211 |
4.2519 |
3.0718 |
2.3641 |
0.9476 |
| H9 |
1.0894 |
2.1930 |
3.3078 |
3.2622 |
2.0895 |
2.0860 |
2.8446 |
2.8356 |
| 2.3370 |
2.8079 |
3.7512 |
4.2009 |
4.0890 |
3.7706 |
2.5158 |
3.6120 |
| H10 |
2.1701 |
1.0849 |
2.1864 |
3.2200 |
2.9489 |
3.3541 |
3.6693 |
4.4830 |
2.3370 |
| 1.7486 |
2.3182 |
2.8879 |
3.9857 |
3.9037 |
3.8769 |
5.2036 |
| H11 |
2.1797 |
1.0831 |
2.2095 |
3.1460 |
3.2220 |
2.5550 |
2.4672 |
3.8082 |
2.8079 |
1.7486 |
| 2.9703 |
2.3925 |
4.1442 |
3.3256 |
4.0131 |
4.3087 |
| H12 |
3.1130 |
2.1788 |
1.0860 |
2.1585 |
2.8061 |
4.3333 |
4.9265 |
5.0950 |
3.7512 |
2.3182 |
2.9703 |
| 1.7545 |
2.3896 |
3.0280 |
3.7473 |
5.9002 |
| H13 |
3.2688 |
2.2072 |
1.0863 |
2.1894 |
3.2657 |
3.9197 |
4.2408 |
4.7211 |
4.2009 |
2.8879 |
2.3925 |
1.7545 |
| 2.7541 |
2.3954 |
4.0906 |
5.3318 |
| H14 |
3.2758 |
3.3642 |
2.1998 |
1.0863 |
2.0995 |
4.1390 |
5.0624 |
4.2519 |
4.0890 |
3.9857 |
4.1442 |
2.3896 |
2.7541 |
| 1.7618 |
2.4996 |
5.0599 |
| H15 |
2.7280 |
2.9322 |
2.1749 |
1.0958 |
2.1307 |
2.9598 |
3.7203 |
3.0718 |
3.7706 |
3.9037 |
3.3256 |
3.0280 |
2.3954 |
1.7618 |
| 2.4148 |
3.7067 |
| H16 |
2.0535 |
3.2594 |
3.2466 |
2.0665 |
0.9978 |
2.6492 |
3.8249 |
2.3641 |
2.5158 |
3.8769 |
4.0131 |
3.7473 |
4.0906 |
2.4996 |
2.4148 |
| 3.2815 |
| H17 |
3.2040 |
4.3560 |
4.9548 |
4.2132 |
3.6623 |
1.8640 |
2.2585 |
0.9476 |
3.6120 |
5.2036 |
4.3087 |
5.9002 |
5.3318 |
5.0599 |
3.7067 |
3.2815 |
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Maximum atom distance is 5.9002Å
between atoms H12 and H17.
Calculated Bond Angles (degrees) (Ignoring Hydrogens)
| atom1 |
atom2 |
atom3 |
angle |
|
atom1 |
atom2 |
atom3 |
angle |
|
C1 |
C2 |
C3 |
104.577 |
|
C1 |
N5 |
C4 |
106.416 |
|
C1 |
C6 |
O7 |
125.599 |
|
C1 |
C6 |
O8 |
112.646 |
|
C2 |
C1 |
N5 |
103.991 |
|
C2 |
C1 |
C6 |
111.961 |
|
C2 |
C3 |
C4 |
104.283 |
|
C3 |
C4 |
N5 |
102.518 |
|
N5 |
C1 |
C6 |
115.033 |
|
O7 |
C6 |
O8 |
121.709 |
Calculated Bond Angles (degrees) (Involving Hydrogens)
| atom1 |
atom2 |
atom3 |
angle |
|
atom1 |
atom2 |
atom3 |
angle |
|
C1 |
C2 |
H10 |
110.011 |
|
C1 |
C2 |
H11 |
110.885 |
|
C1 |
N5 |
H16 |
112.913 |
|
C2 |
C1 |
H9 |
111.576 |
|
C2 |
C3 |
H12 |
110.270 |
|
C2 |
C3 |
H13 |
112.530 |
|
C3 |
C2 |
H10 |
110.940 |
|
C3 |
C2 |
H11 |
112.924 |
|
C3 |
C4 |
H14 |
113.090 |
|
C3 |
C4 |
H15 |
110.497 |
|
C4 |
C3 |
H12 |
109.778 |
|
C4 |
C3 |
H13 |
112.234 |
|
C4 |
N5 |
H16 |
113.487 |
|
N5 |
C1 |
H9 |
110.074 |
|
N5 |
C4 |
H14 |
110.571 |
|
N5 |
C4 |
H15 |
112.529 |
|
C6 |
C1 |
H9 |
104.389 |
|
C6 |
O8 |
H17 |
108.588 |
|
H10 |
C2 |
H11 |
107.518 |
|
H12 |
C3 |
H13 |
107.736 |
|
H14 |
C4 |
H15 |
107.687 |
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For information on specific bond angles or dihedrals
see the geometry comparison page in section
Comparisons > Geometry > Bonds, angles.