Dr. Rainer Glaser's IRC Paths Gallery
The SN2 Reaction: Hydroxide Attacks Methylchloride
Ab Initio Theoretical Level: MP2(full)/6-311+G**

Source Data
STEP CSS FILE d(C-O)
[pm]		 d(C-Cl)
[pm]		 Cl-C-X-O
[degree]		 E(total)
[a.u.]		 E(rel.)
vs reagents
[kcal/mol]		 E(rel.)
vs products
[kcal/mol]
MeCl M path1_mecl.log - 177.4 - -499.496919 - -
OH-anion M path1_ho.log - - - -75.658813 - -
S1-HS1 P path1_50.log 500 - - -575.164210 -5.32 44.78
S1-HS1 P path1_40.log 400.0 - - -575.168705 -8.14 41.96
S1-HS1 P path1_35.log 350.0 - - -575.172657 -10.62 39.48
S1-HS1 P path1_32.log 320.0 - - -575.175723 -12.54 37.55
S1-HS1 P path1_28.log 280.0 - - -575.179432 -14.87 35.22
S1-HS1 M path1_min.log 265.5 - - -575.179892 -15.16 34.94
S1-HS1 P path1_25.log 250.0 - - -575.179142 -14.69 35.41
S1-HS1 TS path1_ts.log 214.9 209.6 - -575.169958 -8.93 41.17
S1-HS2 P path2_22.log - 220.0 - -575.183951 -17.71 32.29
S1-HS2 P path2_23.log - 230.0 - -575.198341 -26.74 23.36
S1-HS2 P path2_24.log - 240.0 - -575.210805 -34.56 15.54
S1-HS2 P path2_25.log - 250.0 - -575.220849 -40.86 9.23
S1-HS2 P path2_27.log - 270.0 - -575.234335 -49.32 0.77
S1-HS2 P path2_30.log - 300.0 - -575.243220 -54.90 -4.80
S1-HS2 P path3_150.log - 351.3 150.0 -575.246098 -56.71 -6.61
S1-HS2 P path3_130.log - 355.3 130.0 -575.247143 -57.36 -7.26
S1-HS2 P path3_110.log - 349.0 110.0 -575.249292 -58.71 -8.61
S1-HS2 P path3_90.log - 326.8 90.0 -575.254576 -62.03 -11.93
S1-HS2 P path3_70.log - 330.4 70.0 -575.260950 -66.03 -15.93
S1-HS2 M path2_min.log 140.5 347.8 - -575.262148 -66.78 -16.68
S1-HS2 P path2_35_res.log - 350.0 - -575.262144 - -
S1-HS2 P path2_40_res.log - 400.0 - -575.259553 -65.15 -15.05
S1-HS2 P path2_50_res.log - 500.0 - -575.248602 -58.28 -8.18
S1-HS2 P path2_60.log - 600.0 - -575.242528 -54.47 -4.38
MeOH M path1_meoh.log 142.0 - - -115.482796 - -
Cl-anion M path1_cl.log - - - -459.752769 - -


Reaction Type Classification

1 reaction step
Halfstep1 - path1: Drive the C-O bond starting at 5.0 Angstrom to less than 2.0 in TS.
Halfstep2 - path2: Drive the C-Cl bond starting at TS and out to 5.0 Angstrom.
Halfstep2 - path3: Drive the Cl-C-X-O dihedral angle.

Level of Computation

MP2(full)/6-311+G**. Full optimizations without any symmetry constraints.
NOTE: For some of the structures on path2 the structures in the pdb files used for the VRML world have been inverted and H4 and H5 have been exchanged.

Alignment Information for VRML World

Conventions assume that the screen coincides with the XZ plane where the Z-direction is horizontal and from left to right and the X-direction is vertical and from bottom to top.
Convention #1: Keep the carbon atom at the origin.
Convention #2a: In halfstep 1, keep the C-Cl bond aligned with the Z-direction with Z(Cl) > 0.
Convention #2: In halfstep 2, keep the O-C bond aligned with the z-direction with Z(O) < 0.
Convention #3: Keep the H3 atom in the XZ plane with X > 0.