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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
Maximum atom distance is 5.9706Å between atoms H12 and H17.
picture of Proline
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

For information on specific bond angles or dihedrals see the geometry comparison page in section Comparisons > Geometry > Bonds, angles.