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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
B3LYP/STO-3G
Point group is C1
| Atom |
Internal |
|
Principal |
| x (Å) |
y (Å) |
z (Å) |
|
a (Å) |
b (Å) |
c (Å) |
| C1 |
-0.0474 |
0.1423 |
0.8195 |
|
0.0550 |
0.1129 |
0.8236 |
| C2 |
0.9336 |
1.2700 |
0.3493 |
|
-0.9615 |
1.2309 |
0.4088 |
| C3 |
2.0463 |
0.5274 |
-0.4746 |
|
-2.0657 |
0.4901 |
-0.4280 |
| C4 |
1.5376 |
-0.9426 |
-0.5878 |
|
-1.5205 |
-0.9606 |
-0.6030 |
| N5 |
0.7512 |
-1.1035 |
0.6689 |
|
-0.7128 |
-1.1473 |
0.6365 |
| C6 |
-1.3984 |
0.1824 |
-0.0036 |
|
1.3930 |
0.2195 |
-0.0147 |
| O7 |
-1.9678 |
1.2029 |
-0.4302 |
|
1.9296 |
1.2700 |
-0.4099 |
| O8 |
-1.9035 |
-1.1109 |
-0.1507 |
|
1.9296 |
-1.0535 |
-0.2169 |
| H9 |
-0.3453 |
0.2774 |
1.8797 |
|
0.3640 |
0.2162 |
1.8842 |
| H10 |
1.3680 |
1.7805 |
1.2201 |
|
-1.3969 |
1.6968 |
1.3037 |
| H11 |
0.3946 |
2.0216 |
-0.2468 |
|
-0.4506 |
2.0182 |
-0.1654 |
| H12 |
3.0003 |
0.5518 |
0.0711 |
|
-3.0124 |
0.4688 |
0.1305 |
| H13 |
2.2103 |
0.9835 |
-1.4616 |
|
-2.2553 |
0.9782 |
-1.3950 |
| H14 |
2.3553 |
-1.6829 |
-0.6364 |
|
-2.3191 |
-1.7201 |
-0.6688 |
| H15 |
0.9226 |
-1.0596 |
-1.5074 |
|
-0.9154 |
-1.0268 |
-1.5342 |
| H16 |
0.1547 |
-1.9612 |
0.6744 |
|
-0.0942 |
-1.9884 |
0.6021 |
| H17 |
-2.7789 |
-0.9994 |
-0.6448 |
|
2.7949 |
-0.9005 |
-0.7177 |
Atom - Atom Distances (Å)
| |
C1 |
C2 |
C3 |
C4 |
N5 |
C6 |
O7 |
O8 |
H9 |
H10 |
H11 |
H12 |
H13 |
H14 |
H15 |
H16 |
H17 |
| C1 |
|
1.5669 |
2.4912 |
2.3812 |
1.4874 |
1.5825 |
2.5247 |
2.4407 |
1.1095 |
2.2017 |
2.2055 |
3.1648 |
3.3179 |
3.3502 |
2.7928 |
2.1182 |
3.3029 |
| C2 |
1.5669 |
|
1.5711 |
2.4777 |
2.4019 |
2.5972 |
3.0050 |
3.7374 |
2.2278 |
1.0989 |
1.1003 |
2.2055 |
2.2341 |
3.4224 |
2.9790 |
3.3397 |
4.4634 |
| C3 |
2.4912 |
1.5711 |
|
1.5596 |
2.3758 |
3.4938 |
4.0708 |
4.2883 |
3.3652 |
2.2141 |
2.2389 |
1.0993 |
1.0997 |
2.2376 |
2.2018 |
3.3303 |
5.0639 |
| C4 |
2.3812 |
2.4777 |
1.5596 |
|
1.4913 |
3.1980 |
4.1129 |
3.4729 |
3.3351 |
3.2730 |
3.1952 |
2.1925 |
2.2195 |
1.1040 |
1.1125 |
2.1315 |
4.3173 |
| N5 |
1.4874 |
2.4019 |
2.3758 |
1.4913 |
| 2.5935 |
3.7310 |
2.7783 |
2.1390 |
3.0003 |
3.2760 |
2.8559 |
3.3202 |
2.1477 |
2.1835 |
1.0447 |
3.7681 |
| C6 |
1.5825 |
2.5972 |
3.4938 |
3.1980 |
2.5935 |
|
1.2440 |
1.3962 |
2.1598 |
3.4211 |
2.5801 |
4.4148 |
3.9737 |
4.2390 |
3.0316 |
2.7325 |
1.9271 |
| O7 |
2.5247 |
3.0050 |
4.0708 |
4.1129 |
3.7310 |
1.2440 |
| 2.3315 |
2.9706 |
3.7662 |
2.5070 |
5.0356 |
4.3092 |
5.2019 |
3.8254 |
3.9670 |
2.3568 |
| O8 |
2.4407 |
3.7374 |
4.2883 |
3.4729 |
2.7783 |
1.3962 |
2.3315 |
| 2.9117 |
4.5763 |
3.8863 |
5.1828 |
4.7988 |
4.3243 |
3.1353 |
2.3749 |
1.0114 |
| H9 |
1.1095 |
2.2278 |
3.3652 |
3.3351 |
2.1390 |
2.1598 |
2.9706 |
2.9117 |
| 2.3728 |
2.8481 |
3.8131 |
4.2655 |
4.1793 |
3.8559 |
2.5911 |
3.7317 |
| H10 |
2.2017 |
1.0989 |
2.2141 |
3.2730 |
3.0003 |
3.4211 |
3.7662 |
4.5763 |
2.3728 |
| 1.7769 |
2.3440 |
2.9217 |
4.0517 |
3.9628 |
3.9712 |
5.3295 |
| H11 |
2.2055 |
1.1003 |
2.2389 |
3.1952 |
3.2760 |
2.5801 |
2.5070 |
3.8863 |
2.8481 |
1.7769 |
| 3.0085 |
2.4187 |
4.2094 |
3.3707 |
4.0950 |
4.3996 |
| H12 |
3.1648 |
2.2055 |
1.0993 |
2.1925 |
2.8559 |
4.4148 |
5.0356 |
5.1828 |
3.8131 |
2.3440 |
3.0085 |
| 1.7776 |
2.4312 |
3.0668 |
3.8440 |
6.0265 |
| H13 |
3.3179 |
2.2341 |
1.0997 |
2.2195 |
3.3202 |
3.9737 |
4.3092 |
4.7988 |
4.2655 |
2.9217 |
2.4187 |
1.7776 |
| 2.7950 |
2.4155 |
4.1785 |
5.4307 |
| H14 |
3.3502 |
3.4224 |
2.2376 |
1.1040 |
2.1477 |
4.2390 |
5.2019 |
4.3243 |
4.1793 |
4.0517 |
4.2094 |
2.4312 |
2.7950 |
| 1.7888 |
2.5764 |
5.1795 |
| H15 |
2.7928 |
2.9790 |
2.2018 |
1.1125 |
2.1835 |
3.0316 |
3.8254 |
3.1353 |
3.8559 |
3.9628 |
3.3707 |
3.0668 |
2.4155 |
1.7888 |
| 2.4825 |
3.8012 |
| H16 |
2.1182 |
3.3397 |
3.3303 |
2.1315 |
1.0447 |
2.7325 |
3.9670 |
2.3749 |
2.5911 |
3.9712 |
4.0950 |
3.8440 |
4.1785 |
2.5764 |
2.4825 |
| 3.3574 |
| H17 |
3.3029 |
4.4634 |
5.0639 |
4.3173 |
3.7681 |
1.9271 |
2.3568 |
1.0114 |
3.7317 |
5.3295 |
4.3996 |
6.0265 |
5.4307 |
5.1795 |
3.8012 |
3.3574 |
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Maximum atom distance is 6.0265Å
between atoms H12 and H17.
Calculated Bond Angles (degrees) (Ignoring Hydrogens)
| atom1 |
atom2 |
atom3 |
angle |
|
atom1 |
atom2 |
atom3 |
angle |
|
C1 |
C2 |
C3 |
105.102 |
|
C1 |
N5 |
C4 |
106.145 |
|
C1 |
C6 |
O7 |
126.147 |
|
C1 |
C6 |
O8 |
109.889 |
|
C2 |
C1 |
N5 |
103.668 |
|
C2 |
C1 |
C6 |
111.112 |
|
C2 |
C3 |
C4 |
104.636 |
|
C3 |
C4 |
N5 |
102.269 |
|
N5 |
C1 |
C6 |
115.271 |
|
O7 |
C6 |
O8 |
123.928 |
Calculated Bond Angles (degrees) (Involving Hydrogens)
| atom1 |
atom2 |
atom3 |
angle |
|
atom1 |
atom2 |
atom3 |
angle |
|
C1 |
C2 |
H10 |
110.121 |
|
C1 |
C2 |
H11 |
110.333 |
|
C1 |
N5 |
H16 |
112.370 |
|
C2 |
C1 |
H9 |
111.546 |
|
C2 |
C3 |
H12 |
110.108 |
|
C2 |
C3 |
H13 |
112.349 |
|
C3 |
C2 |
H10 |
110.805 |
|
C3 |
C2 |
H11 |
112.691 |
|
C3 |
C4 |
H14 |
113.185 |
|
C3 |
C4 |
H15 |
109.842 |
|
C4 |
C3 |
H12 |
109.880 |
|
C4 |
C3 |
H13 |
111.990 |
|
C4 |
N5 |
H16 |
113.213 |
|
N5 |
C1 |
H9 |
110.051 |
|
N5 |
C4 |
H14 |
110.808 |
|
N5 |
C4 |
H15 |
113.184 |
|
C6 |
C1 |
H9 |
105.348 |
|
C6 |
O8 |
H17 |
105.219 |
|
H10 |
C2 |
H11 |
107.794 |
|
H12 |
C3 |
H13 |
107.869 |
|
H14 |
C4 |
H15 |
107.614 |
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For information on specific bond angles or dihedrals
see the geometry comparison page in section
Comparisons > Geometry > Bonds, angles.