# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May 20 01:30:24 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: 10-oxohexadecanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCC(=O)CCCCCCCCC(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
 OHA  OHA  '10-oxohexadecanoic acid  '  ligand  49  19  .  2021-08-19  2021-08-19  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_OHA
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
 OHA  O2    O  OH1   0  -0.599  -6.8688  -11.8972  -9.6174
 OHA  C16   C  C     0   0.549  -6.7457  -11.6985  -8.3068
 OHA  O3    O  O     0  -0.446  -7.4902  -12.1941  -7.4977
 OHA  C15   C  CH2   0  -0.579  -5.5871  -10.7976  -7.9842
 OHA  C14   C  CH2   0  -0.417  -5.4505  -10.4601  -6.5084
 OHA  C13   C  CH2   0  -0.414  -4.2283   -9.5889  -6.2481
 OHA  C12   C  CH2   0  -0.412  -4.0285   -9.2519  -4.7769
 OHA  C11   C  CH2   0  -0.412  -2.7823   -8.4117  -4.5257
 OHA  C10   C  CH2   0  -0.414  -2.5470   -8.1017  -3.0531
 OHA  C9    C  CH2   0  -0.415  -1.2374   -7.3617  -2.8058
 OHA  C8    C  CH2   0  -0.556  -1.0065   -7.0902  -1.3291
 OHA  C7    C  C     0   0.409   0.3124   -6.4438  -0.9852
 OHA  O1    O  O     0  -0.413   1.1822   -6.2663  -1.8088
 OHA  C6    C  CH2   0  -0.556   0.4749   -6.0389   0.4589
 OHA  C5    C  CH2   0  -0.415   1.8769   -5.6213   0.8704
 OHA  C4    C  CH2   0  -0.414   1.9437   -5.2533   2.3482
 OHA  C3    C  CH2   0  -0.407   3.3279   -4.8056   2.7973
 OHA  C2    C  CH2   0  -0.419   3.3856   -4.4343   4.2744
 OHA  C1    C  CH3   0  -0.662   4.7648   -3.9655   4.7158
 OHA  HO2   H  HOH1  0   0.478  -7.6150  -12.4897  -9.7919
 OHA  H151  H  HCH2  0   0.276  -4.6730  -11.2741  -8.3541
 OHA  H152  H  HCH2  0   0.273  -5.6901   -9.8827  -8.5762
 OHA  H141  H  HCH2  0   0.225  -6.3509   -9.9476  -6.1599
 OHA  H142  H  HCH2  0   0.224  -5.3675  -11.3812  -5.9253
 OHA  H131  H  HCH2  0   0.212  -4.3076   -8.6613  -6.8259
 OHA  H132  H  HCH2  0   0.211  -3.3348  -10.0961  -6.6286
 OHA  H121  H  HCH2  0   0.209  -4.9074   -8.7181  -4.3997
 OHA  H122  H  HCH2  0   0.208  -3.9618  -10.1784  -4.1962
 OHA  H111  H  HCH2  0   0.209  -2.8581   -7.4729  -5.0851
 OHA  H112  H  HCH2  0   0.207  -1.9090   -8.9350  -4.9304
 OHA  H101  H  HCH2  0   0.211  -3.3809   -7.5023  -2.6724
 OHA  H102  H  HCH2  0   0.210  -2.5520   -9.0327  -2.4759
 OHA  H91   H  HCH2  0   0.220  -1.2425   -6.4181  -3.3591
 OHA  H92   H  HCH2  0   0.220  -0.4082   -7.9478  -3.2107
 OHA  H81   H  HCH2  0   0.264  -1.0609   -8.0223  -0.7538
 OHA  H82   H  HCH2  0   0.259  -1.8074   -6.4652  -0.9193
 OHA  H61   H  HCH2  0   0.256   0.1201   -6.8635   1.0866
 OHA  H62   H  HCH2  0   0.267  -0.2364   -5.2242   0.6422
 OHA  H51   H  HCH2  0   0.221   2.2102   -4.7726   0.2671
 OHA  H52   H  HCH2  0   0.220   2.5780   -6.4363   0.6679
 OHA  H41   H  HCH2  0   0.210   1.2179   -4.4597   2.5578
 OHA  H42   H  HCH2  0   0.210   1.6302   -6.1135   2.9501
 OHA  H31   H  HCH2  0   0.207   4.0503   -5.6049   2.5977
 OHA  H32   H  HCH2  0   0.207   3.6505   -3.9497   2.1939
 OHA  H21   H  HCH2  0   0.210   2.6486   -3.6515   4.4793
 OHA  H22   H  HCH2  0   0.210   3.0822   -5.2979   4.8745
 OHA  H11   H  HCH3  0   0.225   4.7802   -3.7056   5.7749
 OHA  H12   H  HCH3  0   0.216   5.0802   -3.0843   4.1543
 OHA  H13   H  HCH3  0   0.216   5.5150   -4.7420   4.5558

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
 OHA  O3   C16   double  1.206  0.020  1.206
 OHA  O2   C16   single  1.331  0.020  1.331
 OHA  C16  C15   single  1.503  0.020  1.503
 OHA  C15  C14   single  1.520  0.020  1.520
 OHA  C14  C13   single  1.523  0.020  1.523
 OHA  C13  C12   single  1.523  0.020  1.523
 OHA  C11  C12   single  1.524  0.020  1.524
 OHA  C11  C10   single  1.523  0.020  1.523
 OHA  C10  C9    single  1.524  0.020  1.524
 OHA  C9   C8    single  1.519  0.020  1.519
 OHA  O1   C7    double  1.211  0.020  1.211
 OHA  C8   C7    single  1.508  0.020  1.508
 OHA  C7   C6    single  1.509  0.020  1.509
 OHA  C6   C5    single  1.520  0.020  1.520
 OHA  C5   C4    single  1.524  0.020  1.524
 OHA  C4   C3    single  1.523  0.020  1.523
 OHA  C2   C1    single  1.522  0.020  1.522
 OHA  C2   C3    single  1.524  0.020  1.524
 OHA  O2   HO2   single  0.850  0.020  0.980
 OHA  C15  H151  single  0.970  0.020  1.090
 OHA  C15  H152  single  0.970  0.020  1.090
 OHA  C14  H141  single  0.970  0.020  1.090
 OHA  C14  H142  single  0.970  0.020  1.090
 OHA  C13  H131  single  0.970  0.020  1.090
 OHA  C13  H132  single  0.970  0.020  1.090
 OHA  C12  H121  single  0.970  0.020  1.090
 OHA  C12  H122  single  0.970  0.020  1.090
 OHA  C11  H111  single  0.970  0.020  1.090
 OHA  C11  H112  single  0.970  0.020  1.090
 OHA  C10  H101  single  0.970  0.020  1.090
 OHA  C10  H102  single  0.970  0.020  1.090
 OHA  C9   H91   single  0.970  0.020  1.090
 OHA  C9   H92   single  0.970  0.020  1.090
 OHA  C8   H81   single  0.970  0.020  1.090
 OHA  C8   H82   single  0.970  0.020  1.090
 OHA  C6   H61   single  0.970  0.020  1.090
 OHA  C6   H62   single  0.970  0.020  1.090
 OHA  C5   H51   single  0.970  0.020  1.090
 OHA  C5   H52   single  0.970  0.020  1.090
 OHA  C4   H41   single  0.970  0.020  1.090
 OHA  C4   H42   single  0.970  0.020  1.090
 OHA  C3   H31   single  0.970  0.020  1.090
 OHA  C3   H32   single  0.970  0.020  1.090
 OHA  C2   H21   single  0.970  0.020  1.090
 OHA  C2   H22   single  0.970  0.020  1.090
 OHA  C1   H11   single  0.970  0.020  1.090
 OHA  C1   H12   single  0.970  0.020  1.090
 OHA  C1   H13   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
 OHA  HO2   O2   C16   109.87  3.000
 OHA  C15   C16  O3    125.33  3.000
 OHA  C15   C16  O2    111.85  3.000
 OHA  O3    C16  O2    122.82  3.000
 OHA  H152  C15  H151  105.04  3.000
 OHA  H152  C15  C14   110.36  3.000
 OHA  H151  C15  C14   110.46  3.000
 OHA  H152  C15  C16   108.21  3.000
 OHA  H151  C15  C16   108.07  3.000
 OHA  C14   C15  C16   114.26  3.000
 OHA  H142  C14  H141  106.71  3.000
 OHA  H142  C14  C13   109.26  3.000
 OHA  H141  C14  C13   109.77  3.000
 OHA  H142  C14  C15   109.73  3.000
 OHA  H141  C14  C15   109.85  3.000
 OHA  C13   C14  C15   111.41  3.000
 OHA  H132  C13  H131  105.53  3.000
 OHA  H132  C13  C12   109.33  3.000
 OHA  H131  C13  C12   109.37  3.000
 OHA  H132  C13  C14   109.28  3.000
 OHA  H131  C13  C14   109.64  3.000
 OHA  C12   C13  C14   113.39  3.000
 OHA  H122  C12  H121  106.17  3.000
 OHA  H122  C12  C11   109.22  3.000
 OHA  H121  C12  C11   109.32  3.000
 OHA  H122  C12  C13   109.45  3.000
 OHA  H121  C12  C13   109.59  3.000
 OHA  C11   C12  C13   112.87  3.000
 OHA  H112  C11  H111  106.02  3.000
 OHA  H112  C11  C10   109.34  3.000
 OHA  H111  C11  C10   109.27  3.000
 OHA  H112  C11  C12   109.13  3.000
 OHA  H111  C11  C12   109.37  3.000
 OHA  C10   C11  C12   113.45  3.000
 OHA  H102  C10  H101  106.17  3.000
 OHA  H102  C10  C9    109.33  3.000
 OHA  H101  C10  C9    109.39  3.000
 OHA  H102  C10  C11   109.62  3.000
 OHA  H101  C10  C11   109.26  3.000
 OHA  C9    C10  C11   112.85  3.000
 OHA  H92   C9   H91   106.18  3.000
 OHA  H92   C9   C8    109.91  3.000
 OHA  H91   C9   C8    109.77  3.000
 OHA  H92   C9   C10   109.35  3.000
 OHA  H91   C9   C10   109.43  3.000
 OHA  C8    C9   C10   112.03  3.000
 OHA  H82   C8   H81   104.62  3.000
 OHA  H82   C8   C7    108.03  3.000
 OHA  H81   C8   C7    106.74  3.000
 OHA  H82   C8   C9    110.77  3.000
 OHA  H81   C8   C9    110.51  3.000
 OHA  C7    C8   C9    115.54  3.000
 OHA  C6    C7   O1    122.30  3.000
 OHA  C6    C7   C8    115.30  3.000
 OHA  O1    C7   C8    122.39  3.000
 OHA  H62   C6   H61   104.68  3.000
 OHA  H62   C6   C5    110.42  3.000
 OHA  H61   C6   C5    110.51  3.000
 OHA  H62   C6   C7    106.83  3.000
 OHA  H61   C6   C7    108.15  3.000
 OHA  C5    C6   C7    115.62  3.000
 OHA  H52   C5   H51   106.30  3.000
 OHA  H52   C5   C4    109.34  3.000
 OHA  H51   C5   C4    109.52  3.000
 OHA  H52   C5   C6    109.66  3.000
 OHA  H51   C5   C6    110.19  3.000
 OHA  C4    C5   C6    111.67  3.000
 OHA  H42   C4   H41   105.90  3.000
 OHA  H42   C4   C3    109.20  3.000
 OHA  H41   C4   C3    109.44  3.000
 OHA  H42   C4   C5    109.30  3.000
 OHA  H41   C4   C5    109.35  3.000
 OHA  C3    C4   C5    113.38  3.000
 OHA  H32   C3   H31   105.98  3.000
 OHA  H32   C3   C2    109.41  3.000
 OHA  H31   C3   C2    109.22  3.000
 OHA  H32   C3   C4    109.56  3.000
 OHA  H31   C3   C4    109.34  3.000
 OHA  C2    C3   C4    113.08  3.000
 OHA  H22   C2   H21   105.96  3.000
 OHA  H22   C2   C1    109.58  3.000
 OHA  H21   C2   C1    109.61  3.000
 OHA  H22   C2   C3    109.19  3.000
 OHA  H21   C2   C3    109.28  3.000
 OHA  C1    C2   C3    112.98  3.000
 OHA  H13   C1   H12   107.47  3.000
 OHA  H13   C1   H11   107.59  3.000
 OHA  H12   C1   H11   107.64  3.000
 OHA  H13   C1   C2    111.17  3.000
 OHA  H12   C1   C2    111.18  3.000
 OHA  H11   C1   C2    111.59  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
 OHA  CONST_01  HO2  O2   C16  O3      0.00   0.0  0
 OHA  Var_01    C14  C15  C16  O2    176.20  30.0  3
 OHA  Var_02    C13  C14  C15  C16   177.86  30.0  3
 OHA  Var_03    C12  C13  C14  C15  -178.57  30.0  3
 OHA  Var_04    C11  C12  C13  C14   178.45  30.0  3
 OHA  Var_05    C10  C11  C12  C13  -178.29  30.0  1
 OHA  Var_06    C9   C10  C11  C12   175.19  30.0  3
 OHA  Var_07    C8   C9   C10  C11  -178.70  30.0  3
 OHA  Var_08    C7   C8   C9   C10   176.02  30.0  3
 OHA  Var_09    O1   C7   C8   C9     -6.66  30.0  3
 OHA  Var_10    C5   C6   C7   C8    169.41  30.0  3
 OHA  Var_11    C4   C5   C6   C7   -179.07  30.0  3
 OHA  Var_12    C3   C4   C5   C6   -179.02  30.0  3
 OHA  Var_13    C2   C3   C4   C5    179.78  30.0  3
 OHA  Var_14    C1   C2   C3   C4   -179.06  30.0  1
 OHA  Var_15    H11  C1   C2   C3    179.97  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
 OHA  plan-1  C8   0.020
 OHA  plan-1  C7   0.020
 OHA  plan-1  O1   0.020
 OHA  plan-1  C6   0.020
 OHA  plan-2  O2   0.020
 OHA  plan-2  C16  0.020
 OHA  plan-2  O3   0.020
 OHA  plan-2  C15  0.020
 OHA  plan-2  HO2  0.020

