# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 15:46:01 2022
#   Inital geometry file: a 51 line input string
#   Ligand name: 4-methyl-2-oxopentanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)CC(=O)C(O)=O
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 COI  COI  '4-methyl-2-oxopentanoic acid'  ligand  18  9  .  2022-03-15  2022-03-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_COI
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 COI  C1   C  C      0   0.345   1.9588  -0.3224   0.0434
 COI  O1   O  O      0  -0.579   1.9490  -1.4556   0.5544
 COI  O2   O  OC    -1  -0.584   2.9313   0.3865  -0.2497
 COI  C2   C  C      0   0.232   0.5595   0.2888  -0.2734
 COI  O3   O  O      0  -0.399   0.4725   1.4126  -0.7121
 COI  C3   C  CH2    0  -0.532  -0.6423  -0.5884  -0.0456
 COI  C4   C  CH1    0  -0.228  -2.0035   0.0778  -0.2200
 COI  C5   C  CH3    0  -0.652  -3.0926  -0.9893  -0.2763
 COI  C6   C  CH3    0  -0.655  -2.2951   1.0690   0.9030
 COI  H31  H  HCH2   0   0.261  -0.5425  -1.4311  -0.7419
 COI  H32  H  HCH2   0   0.249  -0.5667  -1.0459   0.9459
 COI  H4   H  HCH1   0   0.217  -2.0080   0.6206  -1.1707
 COI  H51  H  HCH3   0   0.212  -3.1117  -1.5760   0.6457
 COI  H52  H  HCH3   0   0.225  -4.0801  -0.5420  -0.4015
 COI  H53  H  HCH3   0   0.224  -2.9337  -1.6821  -1.1046
 COI  H61  H  HCH3   0   0.223  -3.2695   1.5413   0.7651
 COI  H62  H  HCH3   0   0.210  -2.3130   0.5594   1.8701
 COI  H63  H  HCH3   0   0.230  -1.5503   1.8624   0.9583

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 COI  C1  O1   deloc   1.243  0.020  1.243
 COI  C1  O2   deloc   1.239  0.020  1.239
 COI  C1  C2   single  1.559  0.020  1.559
 COI  C2  O3   double  1.210  0.020  1.210
 COI  C2  C3   single  1.505  0.020  1.505
 COI  C3  C4   single  1.526  0.020  1.526
 COI  C3  H31  single  0.970  0.020  1.090
 COI  C3  H32  single  0.970  0.020  1.090
 COI  C4  C5   single  1.526  0.020  1.526
 COI  C4  C6   single  1.526  0.020  1.526
 COI  C4  H4   single  0.970  0.020  1.090
 COI  C5  H51  single  0.970  0.020  1.090
 COI  C5  H52  single  0.970  0.020  1.090
 COI  C5  H53  single  0.970  0.020  1.090
 COI  C6  H61  single  0.970  0.020  1.090
 COI  C6  H62  single  0.970  0.020  1.090
 COI  C6  H63  single  0.970  0.020  1.090

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 COI  C2   C1  O2   115.60  3.000
 COI  C2   C1  O1   115.70  3.000
 COI  O2   C1  O1   128.70  3.000
 COI  C3   C2  O3   122.61  3.000
 COI  C3   C2  C1   117.21  3.000
 COI  O3   C2  C1   120.16  3.000
 COI  H32  C3  H31  104.33  3.000
 COI  H32  C3  C4   110.35  3.000
 COI  H31  C3  C4   110.11  3.000
 COI  H32  C3  C2   109.00  3.000
 COI  H31  C3  C2   106.19  3.000
 COI  C4   C3  C2   116.14  3.000
 COI  H4   C4  C6   108.44  3.000
 COI  H4   C4  C5   108.16  3.000
 COI  C6   C4  C5   110.19  3.000
 COI  H4   C4  C3   108.63  3.000
 COI  C6   C4  C3   111.72  3.000
 COI  C5   C4  C3   109.61  3.000
 COI  H53  C5  H52  107.74  3.000
 COI  H53  C5  H51  107.59  3.000
 COI  H52  C5  H51  107.52  3.000
 COI  H53  C5  C4   111.60  3.000
 COI  H52  C5  C4   111.31  3.000
 COI  H51  C5  C4   110.90  3.000
 COI  H63  C6  H62  107.80  3.000
 COI  H63  C6  H61  107.55  3.000
 COI  H62  C6  H61  107.39  3.000
 COI  H63  C6  C4   112.31  3.000
 COI  H62  C6  C4   110.57  3.000
 COI  H61  C6  C4   111.02  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 COI  Var_01  C4   C3  C2  C1  173.72  30.0  3
 COI  Var_02  O3   C2  C1  O1  176.46  30.0  2
 COI  Var_03  C5   C4  C3  C2  167.01  30.0  3
 COI  Var_04  H51  C5  C4  C3   60.38  30.0  3
 COI  Var_05  H61  C6  C4  C3  179.80  30.0  3

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 COI  plan-1  C1  0.020
 COI  plan-1  C2  0.020
 COI  plan-1  O3  0.020
 COI  plan-1  C3  0.020
 COI  plan-2  C1  0.020
 COI  plan-2  O1  0.020
 COI  plan-2  O2  0.020
 COI  plan-2  C2  0.020

