# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 23:24:25 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  48  19  .  2021-08-17  2021-08-17  
;
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  OC    -1  -0.635  -7.3121  -11.5089  -9.5695
 OHA  C16   C  C      0   0.409  -7.0248  -11.4346  -8.3551
 OHA  O3    O  O      0  -0.610  -7.6477  -11.9715  -7.4179
 OHA  C15   C  CH2    0  -0.580  -5.7765  -10.6036  -8.0099
 OHA  C14   C  CH2    0  -0.401  -5.4753  -10.4235  -6.5311
 OHA  C13   C  CH2    0  -0.408  -4.2172   -9.5999  -6.2819
 OHA  C12   C  CH2    0  -0.409  -3.9027   -9.4074  -4.8038
 OHA  C11   C  CH2    0  -0.410  -2.6372   -8.5956  -4.5571
 OHA  C10   C  CH2    0  -0.413  -2.3418   -8.3770  -3.0791
 OHA  C9    C  CH2    0  -0.414  -1.0665   -7.5793  -2.8343
 OHA  C8    C  CH2    0  -0.561  -0.8194   -7.3419  -1.3539
 OHA  C7    C  C      0   0.414   0.4436   -6.5911  -1.0164
 OHA  O1    O  O      0  -0.414   1.3235   -6.4039  -1.8273
 OHA  C6    C  CH2    0  -0.561   0.5354   -6.0902   0.4030
 OHA  C5    C  CH2    0  -0.415   1.9194   -5.6585   0.8591
 OHA  C4    C  CH2    0  -0.414   1.9099   -5.1532   2.2971
 OHA  C3    C  CH2    0  -0.407   3.2867   -4.7346   2.7954
 OHA  C2    C  CH2    0  -0.420   3.2744   -4.2236   4.2312
 OHA  C1    C  CH3    0  -0.662   4.6541   -3.8096   4.7236
 OHA  H151  H  HCH2   0   0.216  -4.9155  -11.0690  -8.5054
 OHA  H152  H  HCH2   0   0.213  -5.8763   -9.6221  -8.4876
 OHA  H141  H  HCH2   0   0.199  -6.3247   -9.9421  -6.0367
 OHA  H142  H  HCH2   0   0.199  -5.3658  -11.4016  -6.0538
 OHA  H131  H  HCH2   0   0.201  -4.3224   -8.6184  -6.7586
 OHA  H132  H  HCH2   0   0.201  -3.3641  -10.0816  -6.7732
 OHA  H121  H  HCH2   0   0.204  -4.7505   -8.9162  -4.3136
 OHA  H122  H  HCH2   0   0.204  -3.8026  -10.3875  -4.3241
 OHA  H111  H  HCH2   0   0.206  -2.7259   -7.6241  -5.0560
 OHA  H112  H  HCH2   0   0.206  -1.7864   -9.1004  -5.0276
 OHA  H101  H  HCH2   0   0.209  -3.1890   -7.8622  -2.6133
 OHA  H102  H  HCH2   0   0.209  -2.2641   -9.3474  -2.5765
 OHA  H91   H  HCH2   0   0.219  -1.1330   -6.6192  -3.3550
 OHA  H92   H  HCH2   0   0.221  -0.2169   -8.1085  -3.2732
 OHA  H81   H  HCH2   0   0.267  -0.7621   -8.2980  -0.8181
 OHA  H82   H  HCH2   0   0.257  -1.6654   -6.8193  -0.8953
 OHA  H61   H  HCH2   0   0.256   0.1282   -6.8576   1.0697
 OHA  H62   H  HCH2   0   0.269  -0.1694   -5.2528   0.4820
 OHA  H51   H  HCH2   0   0.221   2.3038   -4.8745   0.2012
 OHA  H52   H  HCH2   0   0.220   2.6134   -6.5000   0.7734
 OHA  H41   H  HCH2   0   0.211   1.2216   -4.3048   2.3784
 OHA  H42   H  HCH2   0   0.210   1.5079   -5.9317   2.9551
 OHA  H31   H  HCH2   0   0.207   3.9743   -5.5842   2.7190
 OHA  H32   H  HCH2   0   0.207   3.6921   -3.9576   2.1376
 OHA  H21   H  HCH2   0   0.211   2.5882   -3.3742   4.3061
 OHA  H22   H  HCH2   0   0.210   2.8669   -4.9996   4.8869
 OHA  H11   H  HCH3   0   0.225   4.6223   -3.4463   5.7514
 OHA  H12   H  HCH3   0   0.216   5.0692   -3.0129   4.1035
 OHA  H13   H  HCH3   0   0.216   5.3517   -4.6482   4.6902

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   deloc   1.247  0.020  1.247
 OHA  O2   C16   deloc   1.250  0.020  1.250
 OHA  C16  C15   single  1.539  0.020  1.539
 OHA  C15  C14   single  1.520  0.020  1.520
 OHA  C14  C13   single  1.524  0.020  1.524
 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  1.508  0.020  1.508
 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  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  C15   C16  O3    117.98  3.000
 OHA  C15   C16  O2    115.88  3.000
 OHA  O3    C16  O2    126.14  3.000
 OHA  H152  C15  H151  104.74  3.000
 OHA  H152  C15  C14   109.63  3.000
 OHA  H151  C15  C14   109.52  3.000
 OHA  H152  C15  C16   108.17  3.000
 OHA  H151  C15  C16   107.83  3.000
 OHA  C14   C15  C16   116.30  3.000
 OHA  H142  C14  H141  105.90  3.000
 OHA  H142  C14  C13   109.22  3.000
 OHA  H141  C14  C13   109.21  3.000
 OHA  H142  C14  C15   109.78  3.000
 OHA  H141  C14  C15   109.75  3.000
 OHA  C13   C14  C15   112.75  3.000
 OHA  H132  C13  H131  105.86  3.000
 OHA  H132  C13  C12   109.26  3.000
 OHA  H131  C13  C12   109.19  3.000
 OHA  H132  C13  C14   109.37  3.000
 OHA  H131  C13  C14   109.48  3.000
 OHA  C12   C13  C14   113.41  3.000
 OHA  H122  C12  H121  106.01  3.000
 OHA  H122  C12  C11   109.25  3.000
 OHA  H121  C12  C11   109.35  3.000
 OHA  H122  C12  C13   109.31  3.000
 OHA  H121  C12  C13   109.34  3.000
 OHA  C11   C12  C13   113.32  3.000
 OHA  H112  C11  H111  106.01  3.000
 OHA  H112  C11  C10   109.40  3.000
 OHA  H111  C11  C10   109.29  3.000
 OHA  H112  C11  C12   109.27  3.000
 OHA  H111  C11  C12   109.36  3.000
 OHA  C10   C11  C12   113.25  3.000
 OHA  H102  C10  H101  106.03  3.000
 OHA  H102  C10  C9    109.31  3.000
 OHA  H101  C10  C9    109.45  3.000
 OHA  H102  C10  C11   109.38  3.000
 OHA  H101  C10  C11   109.27  3.000
 OHA  C9    C10  C11   113.16  3.000
 OHA  H92   C9   H91   106.32  3.000
 OHA  H92   C9   C8    109.91  3.000
 OHA  H91   C9   C8    109.66  3.000
 OHA  H92   C9   C10   109.42  3.000
 OHA  H91   C9   C10   109.39  3.000
 OHA  C8    C9   C10   111.98  3.000
 OHA  H82   C8   H81   104.58  3.000
 OHA  H82   C8   C7    108.41  3.000
 OHA  H81   C8   C7    106.31  3.000
 OHA  H82   C8   C9    110.92  3.000
 OHA  H81   C8   C9    110.37  3.000
 OHA  C7    C8   C9    115.60  3.000
 OHA  C6    C7   O1    122.32  3.000
 OHA  C6    C7   C8    115.29  3.000
 OHA  O1    C7   C8    122.40  3.000
 OHA  H62   C6   H61   104.60  3.000
 OHA  H62   C6   C5    110.28  3.000
 OHA  H61   C6   C5    110.79  3.000
 OHA  H62   C6   C7    106.39  3.000
 OHA  H61   C6   C7    108.52  3.000
 OHA  C5    C6   C7    115.61  3.000
 OHA  H52   C5   H51   106.34  3.000
 OHA  H52   C5   C4    109.44  3.000
 OHA  H51   C5   C4    109.40  3.000
 OHA  H52   C5   C6    109.61  3.000
 OHA  H51   C5   C6    110.07  3.000
 OHA  C4    C5   C6    111.81  3.000
 OHA  H42   C4   H41   105.97  3.000
 OHA  H42   C4   C3    109.30  3.000
 OHA  H41   C4   C3    109.32  3.000
 OHA  H42   C4   C5    109.47  3.000
 OHA  H41   C4   C5    109.31  3.000
 OHA  C3    C4   C5    113.21  3.000
 OHA  H32   C3   H31   106.01  3.000
 OHA  H32   C3   C2    109.31  3.000
 OHA  H31   C3   C2    109.32  3.000
 OHA  H32   C3   C4    109.45  3.000
 OHA  H31   C3   C4    109.36  3.000
 OHA  C2    C3   C4    113.15  3.000
 OHA  H22   C2   H21   106.01  3.000
 OHA  H22   C2   C1    109.66  3.000
 OHA  H21   C2   C1    109.57  3.000
 OHA  H22   C2   C3    109.25  3.000
 OHA  H21   C2   C3    109.25  3.000
 OHA  C1    C2   C3    112.87  3.000
 OHA  H13   C1   H12   107.48  3.000
 OHA  H13   C1   H11   107.66  3.000
 OHA  H12   C1   H11   107.66  3.000
 OHA  H13   C1   C2    111.13  3.000
 OHA  H12   C1   C2    111.06  3.000
 OHA  H11   C1   C2    111.65  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  Var_01  C14  C15  C16  O2   175.75  30.0  3
 OHA  Var_02  C13  C14  C15  C16  179.48  30.0  3
 OHA  Var_03  C12  C13  C14  C15  179.88  30.0  3
 OHA  Var_04  C11  C12  C13  C14  179.43  30.0  3
 OHA  Var_05  C10  C11  C12  C13  178.68  30.0  1
 OHA  Var_06  C9   C10  C11  C12  179.30  30.0  3
 OHA  Var_07  C8   C9   C10  C11  178.31  30.0  3
 OHA  Var_08  C7   C8   C9   C10  178.40  30.0  3
 OHA  Var_09  O1   C7   C8   C9   -13.15  30.0  3
 OHA  Var_10  C5   C6   C7   C8   164.82  30.0  3
 OHA  Var_11  C4   C5   C6   C7   179.31  30.0  3
 OHA  Var_12  C3   C4   C5   C6   178.99  30.0  3
 OHA  Var_13  C2   C3   C4   C5   179.73  30.0  3
 OHA  Var_14  C1   C2   C3   C4   179.89  30.0  1
 OHA  Var_15  H11  C1   C2   C3   179.93  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

