# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 04:32:31 2022
#   Inital geometry file: a 146 line input string
#   Ligand name: docosanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCCCCCCCCCCCCCCCC(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
 EO3  EO3  'docosanoic acid          '  ligand  67  24  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_EO3
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
 EO3  C10   C  CH2    0  -0.407  -64.1598  31.9026  -10.6776
 EO3  C13   C  CH2    0  -0.427  -62.6676  28.7608  -12.4822
 EO3  C15   C  CH2    0  -0.425  -61.6305  26.5249  -11.7237
 EO3  C17   C  CH2    0  -0.419  -61.1039  26.2652  -14.2333
 EO3  C20   C  CH2    0  -0.410  -60.9107  25.2239  -18.0079
 EO3  C21   C  CH2    0  -0.578  -62.3279  25.3749  -18.5416
 EO3  C22   C  C      0   0.408  -62.6441  24.6529  -19.8681
 EO3  C01   C  CH3    0  -0.664  -65.5435  33.1208   -4.3560
 EO3  C02   C  CH2    0  -0.436  -65.7234  34.6292   -4.4675
 EO3  C03   C  CH2    0  -0.428  -67.0483  35.0446   -5.1089
 EO3  C04   C  CH2    0  -0.437  -67.2542  34.6595   -6.5788
 EO3  C05   C  CH2    0  -0.436  -66.7350  35.6671   -7.6051
 EO3  C06   C  CH2    0  -0.433  -65.2233  35.8845   -7.6547
 EO3  C07   C  CH2    0  -0.435  -64.3923  34.6260   -7.8901
 EO3  C08   C  CH2    0  -0.413  -64.7104  33.8935   -9.1876
 EO3  C09   C  CH2    0  -0.406  -63.8269  32.6722   -9.4063
 EO3  C11   C  CH2    0  -0.417  -63.2642  30.6898  -10.8967
 EO3  C12   C  CH2    0  -0.412  -63.6312  29.8963  -12.1456
 EO3  C14   C  CH2    0  -0.427  -62.6247  27.6508  -11.4386
 EO3  C16   C  CH2    0  -0.429  -61.8754  25.7476  -13.0228
 EO3  C18   C  CH2    0  -0.414  -61.4188  25.4959  -15.5096
 EO3  C19   C  CH2    0  -0.417  -60.6491  26.0063  -16.7226
 EO3  O23   O  O      0  -0.606  -61.8030  23.8429  -20.3077
 EO3  O1    O  OC    -1  -0.626  -63.7446  24.9349  -20.3888
 EO3  H101  H  HCH2   0   0.205  -64.0806  32.5712  -11.5418
 EO3  H102  H  HCH2   0   0.204  -65.2061  31.5793  -10.6402
 EO3  H132  H  HCH2   0   0.222  -62.9587  28.3393  -13.4483
 EO3  H131  H  HCH2   0   0.202  -61.6608  29.1712  -12.6213
 EO3  H152  H  HCH2   0   0.221  -61.6689  25.8322  -10.8790
 EO3  H151  H  HCH2   0   0.208  -60.6123  26.9298  -11.7269
 EO3  H172  H  HCH2   0   0.206  -60.0299  26.2035  -14.0253
 EO3  H171  H  HCH2   0   0.215  -61.3162  27.3259  -14.3916
 EO3  H201  H  HCH2   0   0.196  -60.6887  24.1668  -17.8340
 EO3  H202  H  HCH2   0   0.205  -60.2028  25.5547  -18.7731
 EO3  H212  H  HCH2   0   0.205  -62.5581  26.4395  -18.6647
 EO3  H211  H  HCH2   0   0.218  -63.0491  25.0189  -17.7968
 EO3  H012  H  HCH3   0   0.225  -64.6183  32.8719   -3.8349
 EO3  H013  H  HCH3   0   0.215  -66.3677  32.6672   -3.8017
 EO3  H011  H  HCH3   0   0.219  -65.5016  32.6386   -5.3340
 EO3  H022  H  HCH2   0   0.220  -64.8797  35.0590   -5.0114
 EO3  H021  H  HCH2   0   0.220  -65.6804  35.0619   -3.4641
 EO3  H032  H  HCH2   0   0.215  -67.1729  36.1279   -5.0084
 EO3  H031  H  HCH2   0   0.213  -67.8530  34.6003   -4.5142
 EO3  H041  H  HCH2   0   0.223  -68.3280  34.5516   -6.7542
 EO3  H042  H  HCH2   0   0.217  -66.8344  33.6683   -6.7765
 EO3  H051  H  HCH2   0   0.216  -67.2153  36.6326   -7.4149
 EO3  H052  H  HCH2   0   0.216  -67.0845  35.3580   -8.5949
 EO3  H062  H  HCH2   0   0.218  -64.8896  36.3644   -6.7304
 EO3  H061  H  HCH2   0   0.216  -65.0081  36.6038   -8.4518
 EO3  H071  H  HCH2   0   0.218  -64.5196  33.9335   -7.0521
 EO3  H072  H  HCH2   0   0.215  -63.3326  34.9011   -7.8872
 EO3  H082  H  HCH2   0   0.204  -64.6001  34.5805  -10.0343
 EO3  H081  H  HCH2   0   0.211  -65.7582  33.5767   -9.1890
 EO3  H092  H  HCH2   0   0.204  -63.9217  32.0028   -8.5440
 EO3  H091  H  HCH2   0   0.204  -62.7765  32.9829   -9.4332
 EO3  H112  H  HCH2   0   0.210  -63.3159  30.0474  -10.0123
 EO3  H111  H  HCH2   0   0.203  -62.2217  31.0199  -10.9709
 EO3  H121  H  HCH2   0   0.213  -63.6737  30.5821  -12.9979
 EO3  H122  H  HCH2   0   0.205  -64.6441  29.4933  -12.0344
 EO3  H142  H  HCH2   0   0.219  -62.3824  28.0758  -10.4602
 EO3  H141  H  HCH2   0   0.204  -63.6281  27.2209  -11.3393
 EO3  H161  H  HCH2   0   0.208  -62.9484  25.7443  -13.2475
 EO3  H162  H  HCH2   0   0.216  -61.6036  24.6982  -12.8741
 EO3  H181  H  HCH2   0   0.209  -62.4959  25.5502  -15.6971
 EO3  H182  H  HCH2   0   0.201  -61.1924  24.4338  -15.3605
 EO3  H191  H  HCH2   0   0.209  -59.5782  25.9725  -16.4958
 EO3  H192  H  HCH2   0   0.199  -60.8884  27.0640  -16.8827

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
 EO3  O23  C22   deloc   1.248  0.020  1.248
 EO3  C22  C21   single  1.543  0.020  1.543
 EO3  C21  C20   single  1.522  0.020  1.522
 EO3  C20  C19   single  1.527  0.020  1.527
 EO3  C19  C18   single  1.525  0.020  1.525
 EO3  C18  C17   single  1.523  0.020  1.523
 EO3  C17  C16   single  1.526  0.020  1.526
 EO3  C13  C12   single  1.527  0.020  1.527
 EO3  C13  C14   single  1.524  0.020  1.524
 EO3  C12  C11   single  1.525  0.020  1.525
 EO3  C16  C15   single  1.534  0.020  1.534
 EO3  C14  C15   single  1.529  0.020  1.529
 EO3  C11  C10   single  1.523  0.020  1.523
 EO3  C10  C09   single  1.523  0.020  1.523
 EO3  C09  C08   single  1.523  0.020  1.523
 EO3  C08  C07   single  1.524  0.020  1.524
 EO3  C07  C06   single  1.526  0.020  1.526
 EO3  C06  C05   single  1.528  0.020  1.528
 EO3  C05  C04   single  1.529  0.020  1.529
 EO3  C04  C03   single  1.533  0.020  1.533
 EO3  C03  C02   single  1.530  0.020  1.530
 EO3  C02  C01   single  1.523  0.020  1.523
 EO3  C22  O1    deloc   1.250  0.020  1.250
 EO3  C10  H101  single  0.970  0.020  1.090
 EO3  C10  H102  single  0.970  0.020  1.090
 EO3  C13  H132  single  0.970  0.020  1.090
 EO3  C13  H131  single  0.970  0.020  1.090
 EO3  C15  H152  single  0.970  0.020  1.090
 EO3  C15  H151  single  0.970  0.020  1.090
 EO3  C17  H172  single  0.970  0.020  1.090
 EO3  C17  H171  single  0.970  0.020  1.090
 EO3  C20  H201  single  0.970  0.020  1.090
 EO3  C20  H202  single  0.970  0.020  1.090
 EO3  C21  H212  single  0.970  0.020  1.090
 EO3  C21  H211  single  0.970  0.020  1.090
 EO3  C01  H012  single  0.970  0.020  1.090
 EO3  C01  H013  single  0.970  0.020  1.090
 EO3  C01  H011  single  0.970  0.020  1.090
 EO3  C02  H022  single  0.970  0.020  1.090
 EO3  C02  H021  single  0.970  0.020  1.090
 EO3  C03  H032  single  0.970  0.020  1.090
 EO3  C03  H031  single  0.970  0.020  1.090
 EO3  C04  H041  single  0.970  0.020  1.090
 EO3  C04  H042  single  0.970  0.020  1.090
 EO3  C05  H051  single  0.970  0.020  1.090
 EO3  C05  H052  single  0.970  0.020  1.090
 EO3  C06  H062  single  0.970  0.020  1.090
 EO3  C06  H061  single  0.970  0.020  1.090
 EO3  C07  H071  single  0.970  0.020  1.090
 EO3  C07  H072  single  0.970  0.020  1.090
 EO3  C08  H082  single  0.970  0.020  1.090
 EO3  C08  H081  single  0.970  0.020  1.090
 EO3  C09  H092  single  0.970  0.020  1.090
 EO3  C09  H091  single  0.970  0.020  1.090
 EO3  C11  H112  single  0.970  0.020  1.090
 EO3  C11  H111  single  0.970  0.020  1.090
 EO3  C12  H121  single  0.970  0.020  1.090
 EO3  C12  H122  single  0.970  0.020  1.090
 EO3  C14  H142  single  0.970  0.020  1.090
 EO3  C14  H141  single  0.970  0.020  1.090
 EO3  C16  H161  single  0.970  0.020  1.090
 EO3  C16  H162  single  0.970  0.020  1.090
 EO3  C18  H181  single  0.970  0.020  1.090
 EO3  C18  H182  single  0.970  0.020  1.090
 EO3  C19  H191  single  0.970  0.020  1.090
 EO3  C19  H192  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
 EO3  H102  C10  H101  106.02  3.000
 EO3  H102  C10  C11   109.35  3.000
 EO3  H101  C10  C11   109.26  3.000
 EO3  H102  C10  C09   109.23  3.000
 EO3  H101  C10  C09   109.54  3.000
 EO3  C11   C10  C09   113.19  3.000
 EO3  H131  C13  H132  106.07  3.000
 EO3  H131  C13  C14   109.50  3.000
 EO3  H132  C13  C14   109.37  3.000
 EO3  H131  C13  C12   109.22  3.000
 EO3  H132  C13  C12   108.26  3.000
 EO3  C14   C13  C12   114.11  3.000
 EO3  H151  C15  H152  105.61  3.000
 EO3  H151  C15  C16   109.46  3.000
 EO3  H152  C15  C16   109.14  3.000
 EO3  H151  C15  C14   109.43  3.000
 EO3  H152  C15  C14   107.44  3.000
 EO3  C16   C15  C14   115.30  3.000
 EO3  H171  C17  H172  105.81  3.000
 EO3  H171  C17  C18   109.18  3.000
 EO3  H172  C17  C18   109.47  3.000
 EO3  H171  C17  C16   110.23  3.000
 EO3  H172  C17  C16   109.02  3.000
 EO3  C18   C17  C16   112.88  3.000
 EO3  H202  C20  H201  105.79  3.000
 EO3  H202  C20  C19   108.84  3.000
 EO3  H201  C20  C19   109.06  3.000
 EO3  H202  C20  C21   109.11  3.000
 EO3  H201  C20  C21   109.91  3.000
 EO3  C19   C20  C21   113.81  3.000
 EO3  H211  C21  H212  104.69  3.000
 EO3  H211  C21  C22   107.30  3.000
 EO3  H212  C21  C22   108.35  3.000
 EO3  H211  C21  C20   110.01  3.000
 EO3  H212  C21  C20   109.35  3.000
 EO3  C22   C21  C20   116.48  3.000
 EO3  O1    C22  O23   126.40  3.000
 EO3  O1    C22  C21   115.66  3.000
 EO3  O23   C22  C21   117.94  3.000
 EO3  H011  C01  H013  107.48  3.000
 EO3  H011  C01  H012  107.14  3.000
 EO3  H013  C01  H012  107.64  3.000
 EO3  H011  C01  C02   112.12  3.000
 EO3  H013  C01  C02   111.07  3.000
 EO3  H012  C01  C02   111.17  3.000
 EO3  H021  C02  H022  105.72  3.000
 EO3  H021  C02  C03   108.14  3.000
 EO3  H022  C02  C03   110.70  3.000
 EO3  H021  C02  C01   108.67  3.000
 EO3  H022  C02  C01   109.57  3.000
 EO3  C03   C02  C01   113.70  3.000
 EO3  H031  C03  H032  105.54  3.000
 EO3  H031  C03  C04   108.67  3.000
 EO3  H032  C03  C04   108.73  3.000
 EO3  H031  C03  C02   107.38  3.000
 EO3  H032  C03  C02   109.20  3.000
 EO3  C04   C03  C02   116.75  3.000
 EO3  H042  C04  H041  104.97  3.000
 EO3  H042  C04  C05   110.20  3.000
 EO3  H041  C04  C05   106.90  3.000
 EO3  H042  C04  C03   110.44  3.000
 EO3  H041  C04  C03   108.09  3.000
 EO3  C05   C04  C03   115.62  3.000
 EO3  H052  C05  H051  105.43  3.000
 EO3  H052  C05  C06   109.07  3.000
 EO3  H051  C05  C06   108.31  3.000
 EO3  H052  C05  C04   108.22  3.000
 EO3  H051  C05  C04   108.39  3.000
 EO3  C06   C05  C04   116.84  3.000
 EO3  H061  C06  H062  105.48  3.000
 EO3  H061  C06  C07   108.80  3.000
 EO3  H062  C06  C07   109.03  3.000
 EO3  H061  C06  C05   108.15  3.000
 EO3  H062  C06  C05   109.69  3.000
 EO3  C07   C06  C05   115.23  3.000
 EO3  H072  C07  H071  105.64  3.000
 EO3  H072  C07  C08   108.97  3.000
 EO3  H071  C07  C08   108.88  3.000
 EO3  H072  C07  C06   108.63  3.000
 EO3  H071  C07  C06   109.89  3.000
 EO3  C08   C07  C06   114.46  3.000
 EO3  H081  C08  H082  106.07  3.000
 EO3  H081  C08  C09   108.84  3.000
 EO3  H082  C08  C09   109.47  3.000
 EO3  H081  C08  C07   109.88  3.000
 EO3  H082  C08  C07   109.61  3.000
 EO3  C09   C08  C07   112.75  3.000
 EO3  H091  C09  H092  105.99  3.000
 EO3  H091  C09  C08   109.40  3.000
 EO3  H092  C09  C08   109.07  3.000
 EO3  H091  C09  C10   109.42  3.000
 EO3  H092  C09  C10   109.23  3.000
 EO3  C08   C09  C10   113.47  3.000
 EO3  H111  C11  H112  106.05  3.000
 EO3  H111  C11  C12   109.28  3.000
 EO3  H112  C11  C12   110.19  3.000
 EO3  H111  C11  C10   109.21  3.000
 EO3  H112  C11  C10   108.86  3.000
 EO3  C12   C11  C10   113.00  3.000
 EO3  H122  C12  H121  105.88  3.000
 EO3  H122  C12  C11   109.32  3.000
 EO3  H121  C12  C11   108.72  3.000
 EO3  H122  C12  C13   109.40  3.000
 EO3  H121  C12  C13   108.59  3.000
 EO3  C11   C12  C13   114.57  3.000
 EO3  H141  C14  H142  105.91  3.000
 EO3  H141  C14  C15   108.86  3.000
 EO3  H142  C14  C15   107.99  3.000
 EO3  H141  C14  C13   108.78  3.000
 EO3  H142  C14  C13   109.62  3.000
 EO3  C15   C14  C13   115.28  3.000
 EO3  H162  C16  H161  105.55  3.000
 EO3  H162  C16  C17   107.91  3.000
 EO3  H161  C16  C17   109.47  3.000
 EO3  H162  C16  C15   109.35  3.000
 EO3  H161  C16  C15   109.36  3.000
 EO3  C17   C16  C15   114.79  3.000
 EO3  H182  C18  H181  105.94  3.000
 EO3  H182  C18  C19   109.17  3.000
 EO3  H181  C18  C19   110.11  3.000
 EO3  H182  C18  C17   109.43  3.000
 EO3  H181  C18  C17   108.79  3.000
 EO3  C19   C18  C17   113.16  3.000
 EO3  H192  C19  H191  105.87  3.000
 EO3  H192  C19  C18   109.21  3.000
 EO3  H191  C19  C18   108.58  3.000
 EO3  H192  C19  C20   109.51  3.000
 EO3  H191  C19  C20   109.02  3.000
 EO3  C18   C19  C20   114.31  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
 EO3  Var_01  C13   C12  C11  C10   173.82  30.0  1
 EO3  Var_02  C07   C08  C09  C10   178.21  30.0  3
 EO3  Var_03  C16   C15  C14  C13   -60.88  30.0  3
 EO3  Var_04  C18   C17  C16  C15  -177.84  30.0  1
 EO3  Var_05  C12   C13  C14  C15  -177.86  30.0  1
 EO3  Var_06  C20   C19  C18  C17   178.10  30.0  1
 EO3  Var_07  C14   C15  C16  C17    93.33  30.0  3
 EO3  Var_08  O23   C22  C21  C20    10.51  30.0  2
 EO3  Var_09  C18   C19  C20  C21    67.12  30.0  3
 EO3  Var_10  C19   C20  C21  C22   177.74  30.0  3
 EO3  Var_11  C04   C03  C02  C01   -65.15  30.0  1
 EO3  Var_12  C05   C04  C03  C02   -87.99  30.0  2
 EO3  Var_13  C06   C05  C04  C03    65.58  30.0  1
 EO3  Var_14  C07   C06  C05  C04    56.34  30.0  2
 EO3  Var_15  C08   C07  C06  C05    59.02  30.0  1
 EO3  Var_16  C09   C08  C07  C06   178.02  30.0  2
 EO3  Var_17  C11   C10  C09  C08   179.47  30.0  2
 EO3  Var_18  C12   C11  C10  C09   178.08  30.0  1
 EO3  Var_19  C14   C13  C12  C11    64.42  30.0  1
 EO3  Var_20  C19   C18  C17  C16  -179.89  30.0  1
 EO3  Var_21  H012  C01  C02  C03  -176.25  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
 EO3  plan-1  C21  0.020
 EO3  plan-1  C22  0.020
 EO3  plan-1  O23  0.020
 EO3  plan-1  O1   0.020

