# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 15:54:01 2022
#   Inital geometry file: a 122 line input string
#   Ligand name: (9Z)-octadec-9-enoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCC\C=C/CCCCCCCC(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
 OLA  OLA  '(9Z)-octadec-9-enoic acid'  ligand  53  20  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_OLA
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
 OLA  C1    C  C      0   0.423  18.2766  34.7491  53.0246
 OLA  O1    O  O      0  -0.604  18.5424  35.8298  52.4607
 OLA  O2    O  OC    -1  -0.627  17.2741  34.0329  52.8121
 OLA  C2    C  CH2    0  -0.588  19.2805  34.2153  54.0659
 OLA  C3    C  CH2    0  -0.406  20.3438  35.1946  54.5370
 OLA  C4    C  CH2    0  -0.416  21.3925  34.5442  55.4309
 OLA  C5    C  CH2    0  -0.420  22.4890  35.5100  55.8707
 OLA  C6    C  CH2    0  -0.434  23.7107  34.8191  56.4719
 OLA  C7    C  CH2    0  -0.434  23.4501  34.0413  57.7585
 OLA  C8    C  CH2    0  -0.485  23.2075  34.9315  58.9765
 OLA  C9    C  C1     0  -0.202  22.9437  34.1160  60.2050
 OLA  C10   C  C1     0  -0.220  22.0141  34.3226  61.1359
 OLA  C11   C  CH2    0  -0.496  21.0257  35.4441  61.2144
 OLA  C12   C  CH2    0  -0.418  19.5816  34.9896  60.9843
 OLA  C13   C  CH2    0  -0.416  19.2432  34.7215  59.5220
 OLA  C14   C  CH2    0  -0.423  17.8042  34.2457  59.3519
 OLA  C15   C  CH2    0  -0.424  17.2844  34.2233  57.9168
 OLA  C16   C  CH2    0  -0.418  17.2149  35.6032  57.2661
 OLA  C17   C  CH2    0  -0.431  16.2822  35.6585  56.0628
 OLA  C18   C  CH3    0  -0.662  16.3025  37.0121  55.3663
 OLA  H21   H  HCH2   0   0.218  18.7251  33.8269  54.9270
 OLA  H22   H  HCH2   0   0.214  19.7736  33.3367  53.6296
 OLA  H31   H  HCH2   0   0.201  20.8437  35.6382  53.6724
 OLA  H32   H  HCH2   0   0.201  19.8724  36.0269  55.0720
 OLA  H41   H  HCH2   0   0.207  20.9042  34.1022  56.3057
 OLA  H42   H  HCH2   0   0.199  21.8481  33.7081  54.8864
 OLA  H51   H  HCH2   0   0.213  22.8173  36.0873  55.0001
 OLA  H52   H  HCH2   0   0.210  22.0732  36.2414  56.5712
 OLA  H61   H  HCH2   0   0.216  24.1200  34.1353  55.7214
 OLA  H62   H  HCH2   0   0.215  24.4939  35.5611  56.6594
 OLA  H71   H  HCH2   0   0.222  22.6017  33.3630  57.6262
 OLA  H72   H  HCH2   0   0.221  24.3113  33.3991  57.9673
 OLA  H81   H  HCH2   0   0.227  24.1002  35.5501  59.1305
 OLA  H82   H  HCH2   0   0.232  22.3874  35.6275  58.7869
 OLA  H9    H  H      0   0.222  23.5927  33.2516  60.3273
 OLA  H10   H  H      0   0.225  21.9516  33.6048  61.9502
 OLA  H111  H  HCH2   0   0.236  21.0965  35.8879  62.2122
 OLA  H112  H  HCH2   0   0.228  21.2705  36.2420  60.5096
 OLA  H121  H  HCH2   0   0.211  19.3795  34.0955  61.5844
 OLA  H122  H  HCH2   0   0.218  18.9047  35.7631  61.3595
 OLA  H131  H  HCH2   0   0.214  19.4097  35.6431  58.9546
 OLA  H132  H  HCH2   0   0.212  19.9300  33.9787  59.1008
 OLA  H141  H  HCH2   0   0.216  17.7082  33.2463  59.7875
 OLA  H142  H  HCH2   0   0.203  17.1452  34.8931  59.9421
 OLA  H151  H  HCH2   0   0.213  17.8983  33.5573  57.3005
 OLA  H152  H  HCH2   0   0.213  16.2815  33.7840  57.9258
 OLA  H161  H  HCH2   0   0.205  16.8784  36.3367  58.0081
 OLA  H162  H  HCH2   0   0.214  18.2155  35.9242  56.9588
 OLA  H171  H  HCH2   0   0.220  16.5524  34.8791  55.3458
 OLA  H172  H  HCH2   0   0.208  15.2640  35.4283  56.3922
 OLA  H181  H  HCH3   0   0.222  15.6015  37.0446  54.5313
 OLA  H182  H  HCH3   0   0.212  16.0355  37.8156  56.0555
 OLA  H183  H  HCH3   0   0.213  17.2946  37.2337  54.9687

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
 OLA  C1   O1    deloc   1.248  0.020  1.248
 OLA  C1   O2    deloc   1.250  0.020  1.250
 OLA  C1   C2    single  1.542  0.020  1.542
 OLA  C2   C3    single  1.520  0.020  1.520
 OLA  C2   H21   single  0.970  0.020  1.090
 OLA  C2   H22   single  0.970  0.020  1.090
 OLA  C3   C4    single  1.524  0.020  1.524
 OLA  C3   H31   single  0.970  0.020  1.090
 OLA  C3   H32   single  0.970  0.020  1.090
 OLA  C4   C5    single  1.526  0.020  1.526
 OLA  C4   H41   single  0.970  0.020  1.090
 OLA  C4   H42   single  0.970  0.020  1.090
 OLA  C5   C6    single  1.527  0.020  1.527
 OLA  C5   H51   single  0.970  0.020  1.090
 OLA  C5   H52   single  0.970  0.020  1.090
 OLA  C6   C7    single  1.526  0.020  1.526
 OLA  C6   H61   single  0.970  0.020  1.090
 OLA  C6   H62   single  0.970  0.020  1.090
 OLA  C7   C8    single  1.528  0.020  1.528
 OLA  C7   H71   single  0.970  0.020  1.090
 OLA  C7   H72   single  0.970  0.020  1.090
 OLA  C8   C9    single  1.498  0.020  1.498
 OLA  C8   H81   single  0.970  0.020  1.090
 OLA  C8   H82   single  0.970  0.020  1.090
 OLA  C9   C10   double  1.332  0.020  1.332
 OLA  C9   H9    single  0.930  0.020  1.080
 OLA  C10  C11   single  1.497  0.020  1.497
 OLA  C10  H10   single  0.930  0.020  1.080
 OLA  C11  C12   single  1.531  0.020  1.531
 OLA  C11  H111  single  0.970  0.020  1.090
 OLA  C11  H112  single  0.970  0.020  1.090
 OLA  C12  C13   single  1.525  0.020  1.525
 OLA  C12  H121  single  0.970  0.020  1.090
 OLA  C12  H122  single  0.970  0.020  1.090
 OLA  C13  C14   single  1.525  0.020  1.525
 OLA  C13  H131  single  0.970  0.020  1.090
 OLA  C13  H132  single  0.970  0.020  1.090
 OLA  C14  C15   single  1.527  0.020  1.527
 OLA  C14  H141  single  0.970  0.020  1.090
 OLA  C14  H142  single  0.970  0.020  1.090
 OLA  C15  C16   single  1.527  0.020  1.527
 OLA  C15  H151  single  0.970  0.020  1.090
 OLA  C15  H152  single  0.970  0.020  1.090
 OLA  C16  C17   single  1.523  0.020  1.523
 OLA  C16  H161  single  0.970  0.020  1.090
 OLA  C16  H162  single  0.970  0.020  1.090
 OLA  C17  C18   single  1.522  0.020  1.522
 OLA  C17  H171  single  0.970  0.020  1.090
 OLA  C17  H172  single  0.970  0.020  1.090
 OLA  C18  H181  single  0.970  0.020  1.090
 OLA  C18  H182  single  0.970  0.020  1.090
 OLA  C18  H183  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
 OLA  C2    C1   O2    116.01  3.000
 OLA  C2    C1   O1    117.80  3.000
 OLA  O2    C1   O1    126.17  3.000
 OLA  H22   C2   H21   104.85  3.000
 OLA  H22   C2   C3    108.93  3.000
 OLA  H21   C2   C3    109.83  3.000
 OLA  H22   C2   C1    107.52  3.000
 OLA  H21   C2   C1    108.87  3.000
 OLA  C3    C2   C1    116.21  3.000
 OLA  H32   C3   H31   105.94  3.000
 OLA  H32   C3   C4    109.50  3.000
 OLA  H31   C3   C4    108.81  3.000
 OLA  H32   C3   C2    109.86  3.000
 OLA  H31   C3   C2    109.65  3.000
 OLA  C4    C3   C2    112.84  3.000
 OLA  H42   C4   H41   105.91  3.000
 OLA  H42   C4   C5    109.09  3.000
 OLA  H41   C4   C5    110.22  3.000
 OLA  H42   C4   C3    108.67  3.000
 OLA  H41   C4   C3    109.51  3.000
 OLA  C5    C4   C3    113.17  3.000
 OLA  H52   C5   H51   105.69  3.000
 OLA  H52   C5   C6    110.75  3.000
 OLA  H51   C5   C6    108.16  3.000
 OLA  H52   C5   C4    109.53  3.000
 OLA  H51   C5   C4    108.66  3.000
 OLA  C6    C5   C4    113.70  3.000
 OLA  H62   C6   H61   105.86  3.000
 OLA  H62   C6   C7    108.85  3.000
 OLA  H61   C6   C7    108.88  3.000
 OLA  H62   C6   C5    109.45  3.000
 OLA  H61   C6   C5    108.17  3.000
 OLA  C7    C6   C5    115.22  3.000
 OLA  H72   C7   H71   105.63  3.000
 OLA  H72   C7   C8    108.35  3.000
 OLA  H71   C7   C8    109.54  3.000
 OLA  H72   C7   C6    109.00  3.000
 OLA  H71   C7   C6    110.26  3.000
 OLA  C8    C7   C6    113.72  3.000
 OLA  H82   C8   H81   106.03  3.000
 OLA  H82   C8   C9    110.92  3.000
 OLA  H81   C8   C9    109.58  3.000
 OLA  H82   C8   C7    110.62  3.000
 OLA  H81   C8   C7    108.13  3.000
 OLA  C9    C8   C7    111.38  3.000
 OLA  H9    C9   C10   117.46  3.000
 OLA  H9    C9   C8    114.82  3.000
 OLA  C10   C9   C8    127.72  3.000
 OLA  H10   C10  C11   114.66  3.000
 OLA  H10   C10  C9    117.47  3.000
 OLA  C11   C10  C9    127.87  3.000
 OLA  H112  C11  H111  106.12  3.000
 OLA  H112  C11  C12   109.34  3.000
 OLA  H111  C11  C12   108.56  3.000
 OLA  H112  C11  C10   111.43  3.000
 OLA  H111  C11  C10   107.99  3.000
 OLA  C12   C11  C10   113.11  3.000
 OLA  H122  C12  H121  105.96  3.000
 OLA  H122  C12  C13   108.41  3.000
 OLA  H121  C12  C13   109.93  3.000
 OLA  H122  C12  C11   108.79  3.000
 OLA  H121  C12  C11   109.51  3.000
 OLA  C13   C12  C11   113.93  3.000
 OLA  H132  C13  H131  106.03  3.000
 OLA  H132  C13  C14   109.69  3.000
 OLA  H131  C13  C14   110.38  3.000
 OLA  H132  C13  C12   110.41  3.000
 OLA  H131  C13  C12   108.38  3.000
 OLA  C14   C13  C12   111.79  3.000
 OLA  H142  C14  H141  105.80  3.000
 OLA  H142  C14  C15   108.07  3.000
 OLA  H141  C14  C15   109.32  3.000
 OLA  H142  C14  C13   108.84  3.000
 OLA  H141  C14  C13   108.86  3.000
 OLA  C15   C14  C13   115.51  3.000
 OLA  H152  C15  H151  105.91  3.000
 OLA  H152  C15  C16   108.93  3.000
 OLA  H151  C15  C16   109.58  3.000
 OLA  H152  C15  C14   108.06  3.000
 OLA  H151  C15  C14   110.30  3.000
 OLA  C16   C15  C14   113.75  3.000
 OLA  H162  C16  H161  105.92  3.000
 OLA  H162  C16  C17   109.10  3.000
 OLA  H161  C16  C17   108.81  3.000
 OLA  H162  C16  C15   110.05  3.000
 OLA  H161  C16  C15   109.28  3.000
 OLA  C17   C16  C15   113.40  3.000
 OLA  H172  C17  H171  106.11  3.000
 OLA  H172  C17  C18   109.69  3.000
 OLA  H171  C17  C18   109.31  3.000
 OLA  H172  C17  C16   108.91  3.000
 OLA  H171  C17  C16   109.93  3.000
 OLA  C18   C17  C16   112.67  3.000
 OLA  H183  C18  H182  107.62  3.000
 OLA  H183  C18  H181  107.41  3.000
 OLA  H182  C18  H181  107.71  3.000
 OLA  H183  C18  C17   111.06  3.000
 OLA  H182  C18  C17   111.24  3.000
 OLA  H181  C18  C17   111.61  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
 OLA  Var_01  C11   C10  C9   C8     -2.09   0.0  2
 OLA  Var_02  C4    C3   C2   C1   -173.00  30.0  3
 OLA  Var_03  C3    C2   C1   O1     13.12  30.0  3
 OLA  Var_04  C5    C4   C3   C2    178.10  30.0  3
 OLA  Var_05  C6    C5   C4   C3   -165.96  30.0  3
 OLA  Var_06  C7    C6   C5   C4    -63.20  30.0  3
 OLA  Var_07  C8    C7   C6   C5    -72.56  30.0  3
 OLA  Var_08  C9    C8   C7   C6    179.41  30.0  3
 OLA  Var_09  C10   C9   C8   C7   -136.63  30.0  3
 OLA  Var_10  C12   C11  C10  C9    111.51  30.0  3
 OLA  Var_11  C13   C12  C11  C10   -76.61  30.0  3
 OLA  Var_12  C14   C13  C12  C11   178.86  30.0  3
 OLA  Var_13  C15   C14  C13  C12   168.08  30.0  3
 OLA  Var_14  C16   C15  C14  C13   -63.78  30.0  3
 OLA  Var_15  C17   C16  C15  C14  -160.24  30.0  3
 OLA  Var_16  C18   C17  C16  C15  -175.83  30.0  3
 OLA  Var_17  H181  C18  C17  C16  -177.84  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
 OLA  plan-1  C1   0.020
 OLA  plan-1  O1   0.020
 OLA  plan-1  O2   0.020
 OLA  plan-1  C2   0.020
 OLA  plan-2  C8   0.020
 OLA  plan-2  C9   0.020
 OLA  plan-2  C10  0.020
 OLA  plan-2  C11  0.020
 OLA  plan-2  H9   0.020
 OLA  plan-2  H10  0.020

