# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 17:04:04 2020
#   Inital geometry file: a 120 line input string
#   Ligand name: 2-hydroxy-1-(hydroxymethyl)ethyl (7Z)-tetradec-7-enoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCC\C=C/CCCCCC(=O)OC(CO)CO
#
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
 7E9  7E9  '2-hydroxy-1-(hydroxymethyl)ethyl (7Z)-tetradec-7-enoate'  ligand  53  21  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_7E9
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
 7E9  O21   O  OH1   0  -0.660    6.9238   0.2783   1.4725
 7E9  C20   C  CH2   0  -0.176    7.0079   0.4044   0.0765
 7E9  O19   O  O     0  -0.455    4.1849   1.0653  -1.3130
 7E9  C17   C  CH2   0  -0.169    6.7096  -2.0676  -0.5594
 7E9  O2    O  OH1   0  -0.660    6.7852  -2.5351   0.7622
 7E9  O1    O  O2    0  -0.464    4.8364  -0.6872  -0.0865
 7E9  C14   C  CH3   0  -0.662   -9.6887  -2.9235   0.3208
 7E9  C13   C  CH2   0  -0.418   -8.4806  -2.3768  -0.4280
 7E9  C12   C  CH2   0  -0.407   -7.9024  -1.1176   0.2064
 7E9  C11   C  CH2   0  -0.412   -6.6893  -0.5751  -0.5398
 7E9  C10   C  CH2   0  -0.411   -6.0978   0.6787   0.0915
 7E9  C80   C  C     0   0.608    3.9468   0.2087  -0.4978
 7E9  C9    C  CH2   0  -0.489   -4.8684   1.1918  -0.6623
 7E9  C15   C  CH1   0  -0.032    6.1682  -0.6552  -0.6188
 7E9  C8    C  C1    0  -0.215   -4.3202   2.4558  -0.0766
 7E9  C7    C  C1    0  -0.213   -3.1718   2.6111   0.5812
 7E9  C6    C  CH2   0  -0.487   -2.1438   1.5643   0.8769
 7E9  C5    C  CH2   0  -0.412   -0.8194   1.8220   0.1567
 7E9  C4    C  CH2   0  -0.416    0.2482   0.7960   0.5132
 7E9  C3    C  CH2   0  -0.417    1.5723   1.0433  -0.1983
 7E9  C2    C  CH2   0  -0.583    2.6168   0.0046   0.1766
 7E9  H21   H  HOH1  0   0.455    7.2964   1.0755   1.8585
 7E9  H201  H  HCH2  0   0.217    6.6665   1.3908  -0.2555
 7E9  H202  H  HCH2  0   0.204    8.0367   0.2924  -0.2932
 7E9  H15   H  HCH1  0   0.256    6.1417  -0.3887  -1.6802
 7E9  H171  H  HCH2  0   0.202    7.6925  -2.0481  -1.0492
 7E9  H172  H  HCH2  0   0.214    6.0652  -2.7043  -1.1797
 7E9  H2    H  HOH1  0   0.455    7.0747  -3.4512   0.7291
 7E9  H21C  H  HCH2  0   0.273    2.2629  -1.0013  -0.0728
 7E9  H22C  H  HCH2  0   0.270    2.7796  -0.0048   1.2589
 7E9  H31C  H  HCH2  0   0.224    1.4116   1.0337  -1.2795
 7E9  H32C  H  HCH2  0   0.224    1.9384   2.0429   0.0522
 7E9  H41C  H  HCH2  0   0.214    0.4092   0.8033   1.5967
 7E9  H42C  H  HCH2  0   0.214   -0.1173  -0.2071   0.2672
 7E9  H51C  H  HCH2  0   0.217   -0.9907   1.8160  -0.9243
 7E9  H52C  H  HCH2  0   0.215   -0.4589   2.8262   0.4042
 7E9  H61C  H  HCH2  0   0.228   -1.9563   1.5511   1.9563
 7E9  H62C  H  HCH2  0   0.228   -2.5092   0.5676   0.6192
 7E9  H7    H  H     0   0.227   -2.9284   3.6078   0.9414
 7E9  H8    H  H     0   0.227   -4.9538   3.3313  -0.1961
 7E9  H91   H  HCH2  0   0.228   -4.1097   0.4065  -0.6879
 7E9  H92   H  HCH2  0   0.227   -5.1498   1.3788  -1.7043
 7E9  HA1   H  HCH2  0   0.213   -6.8587   1.4656   0.1295
 7E9  HB2   H  HCH2  0   0.214   -5.8190   0.4722   1.1296
 7E9  HB1   H  HCH2  0   0.208   -5.9180  -1.3519  -0.5880
 7E9  HC2   H  HCH2  0   0.208   -6.9679  -0.3602  -1.5773
 7E9  HC1   H  HCH2  0   0.206   -8.6781  -0.3451   0.2520
 7E9  HD2   H  HCH2  0   0.206   -7.6253  -1.3303   1.2449
 7E9  HD1   H  HCH2  0   0.210   -7.7032  -3.1457  -0.4759
 7E9  HE2   H  HCH2  0   0.210   -8.7596  -2.1637  -1.4645
 7E9  HE1   H  HCH3  0   0.225  -10.0815  -3.8212  -0.1582
 7E9  HF2   H  HCH3  0   0.215   -9.4316  -3.1844   1.3491
 7E9  HG3   H  HCH3  0   0.215  -10.4957  -2.1896   0.3603

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
 7E9  O21  C20   single  1.404  0.020  1.404
 7E9  C20  C15   single  1.520  0.020  1.520
 7E9  O19  C80   double  1.206  0.020  1.206
 7E9  C17  O2    single  1.404  0.020  1.404
 7E9  C17  C15   single  1.514  0.020  1.514
 7E9  O1   C80   single  1.328  0.020  1.328
 7E9  O1   C15   single  1.435  0.020  1.435
 7E9  C2   C3    single  1.520  0.020  1.520
 7E9  C2   C80   single  1.505  0.020  1.505
 7E9  C3   C4    single  1.523  0.020  1.523
 7E9  C4   C5    single  1.523  0.020  1.523
 7E9  C5   C6    single  1.529  0.020  1.529
 7E9  C6   C7    single  1.497  0.020  1.497
 7E9  C7   C8    double  1.333  0.020  1.333
 7E9  C8   C9    single  1.497  0.020  1.497
 7E9  C9   C10   single  1.531  0.020  1.531
 7E9  C10  C11   single  1.523  0.020  1.523
 7E9  C11  C12   single  1.524  0.020  1.524
 7E9  C12  C13   single  1.524  0.020  1.524
 7E9  C13  C14   single  1.523  0.020  1.523
 7E9  O21  H21   single  0.850  0.020  0.980
 7E9  C20  H201  single  0.970  0.020  1.090
 7E9  C20  H202  single  0.970  0.020  1.090
 7E9  C15  H15   single  0.970  0.020  1.090
 7E9  C17  H171  single  0.970  0.020  1.090
 7E9  C17  H172  single  0.970  0.020  1.090
 7E9  O2   H2    single  0.850  0.020  0.980
 7E9  C2   H21C  single  0.970  0.020  1.090
 7E9  C2   H22C  single  0.970  0.020  1.090
 7E9  C3   H31C  single  0.970  0.020  1.090
 7E9  C3   H32C  single  0.970  0.020  1.090
 7E9  C4   H41C  single  0.970  0.020  1.090
 7E9  C4   H42C  single  0.970  0.020  1.090
 7E9  C5   H51C  single  0.970  0.020  1.090
 7E9  C5   H52C  single  0.970  0.020  1.090
 7E9  C6   H61C  single  0.970  0.020  1.090
 7E9  C6   H62C  single  0.970  0.020  1.090
 7E9  C7   H7    single  0.930  0.020  1.080
 7E9  C8   H8    single  0.930  0.020  1.080
 7E9  C9   H91   single  0.970  0.020  1.090
 7E9  C9   H92   single  0.970  0.020  1.090
 7E9  C10  HA1   single  0.970  0.020  1.090
 7E9  C10  HB2   single  0.970  0.020  1.090
 7E9  C11  HB1   single  0.970  0.020  1.090
 7E9  C11  HC2   single  0.970  0.020  1.090
 7E9  C12  HC1   single  0.970  0.020  1.090
 7E9  C12  HD2   single  0.970  0.020  1.090
 7E9  C13  HD1   single  0.970  0.020  1.090
 7E9  C13  HE2   single  0.970  0.020  1.090
 7E9  C14  HE1   single  0.970  0.020  1.090
 7E9  C14  HF2   single  0.970  0.020  1.090
 7E9  C14  HG3   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
 7E9  H21   O21  C20   107.56  3.000
 7E9  H202  C20  H201  106.35  3.000
 7E9  H202  C20  C15   106.99  3.000
 7E9  H201  C20  C15   108.47  3.000
 7E9  H202  C20  O21   112.42  3.000
 7E9  H201  C20  O21   111.31  3.000
 7E9  C15   C20  O21   111.04  3.000
 7E9  H172  C17  H171  106.47  3.000
 7E9  H172  C17  C15   108.00  3.000
 7E9  H171  C17  C15   106.62  3.000
 7E9  H172  C17  O2    111.73  3.000
 7E9  H171  C17  O2    112.18  3.000
 7E9  C15   C17  O2    111.53  3.000
 7E9  H2    O2   C17   107.53  3.000
 7E9  C15   O1   C80   119.47  3.000
 7E9  HG3   C14  HF2   107.49  3.000
 7E9  HG3   C14  HE1   107.64  3.000
 7E9  HF2   C14  HE1   107.57  3.000
 7E9  HG3   C14  C13   111.28  3.000
 7E9  HF2   C14  C13   111.24  3.000
 7E9  HE1   C14  C13   111.43  3.000
 7E9  HE2   C13  HD1   106.05  3.000
 7E9  HE2   C13  C12   109.28  3.000
 7E9  HD1   C13  C12   109.22  3.000
 7E9  HE2   C13  C14   109.47  3.000
 7E9  HD1   C13  C14   109.44  3.000
 7E9  C12   C13  C14   113.14  3.000
 7E9  HD2   C12  HC1   106.05  3.000
 7E9  HD2   C12  C11   109.38  3.000
 7E9  HC1   C12  C11   109.45  3.000
 7E9  HD2   C12  C13   109.28  3.000
 7E9  HC1   C12  C13   109.34  3.000
 7E9  C11   C12  C13   113.10  3.000
 7E9  HC2   C11  HB1   106.04  3.000
 7E9  HC2   C11  C10   109.25  3.000
 7E9  HB1   C11  C10   109.17  3.000
 7E9  HC2   C11  C12   109.33  3.000
 7E9  HB1   C11  C12   109.24  3.000
 7E9  C10   C11  C12   113.53  3.000
 7E9  HB2   C10  HA1   106.23  3.000
 7E9  HB2   C10  C9    109.01  3.000
 7E9  HA1   C10  C9    109.53  3.000
 7E9  HB2   C10  C11   109.67  3.000
 7E9  HA1   C10  C11   109.64  3.000
 7E9  C9    C10  C11   112.57  3.000
 7E9  C2    C80  O1    111.20  3.000
 7E9  C2    C80  O19   125.00  3.000
 7E9  O1    C80  O19   123.79  3.000
 7E9  H92   C9   H91   106.19  3.000
 7E9  H92   C9   C8    108.79  3.000
 7E9  H91   C9   C8    111.22  3.000
 7E9  H92   C9   C10   108.62  3.000
 7E9  H91   C9   C10   109.17  3.000
 7E9  C8    C9   C10   112.61  3.000
 7E9  H15   C15  O1    110.04  3.000
 7E9  H15   C15  C17   105.90  3.000
 7E9  O1    C15  C17   107.26  3.000
 7E9  H15   C15  C20   106.69  3.000
 7E9  O1    C15  C20   111.01  3.000
 7E9  C17   C15  C20   115.77  3.000
 7E9  H8    C8   C7    117.55  3.000
 7E9  H8    C8   C9    115.06  3.000
 7E9  C7    C8   C9    127.38  3.000
 7E9  H7    C7   C6    114.96  3.000
 7E9  H7    C7   C8    117.60  3.000
 7E9  C6    C7   C8    127.44  3.000
 7E9  H62C  C6   H61C  106.18  3.000
 7E9  H62C  C6   C5    109.41  3.000
 7E9  H61C  C6   C5    108.52  3.000
 7E9  H62C  C6   C7    111.21  3.000
 7E9  H61C  C6   C7    108.70  3.000
 7E9  C5    C6   C7    112.57  3.000
 7E9  H52C  C5   H51C  106.24  3.000
 7E9  H52C  C5   C4    109.51  3.000
 7E9  H51C  C5   C4    109.70  3.000
 7E9  H52C  C5   C6    109.46  3.000
 7E9  H51C  C5   C6    109.19  3.000
 7E9  C4    C5   C6    112.54  3.000
 7E9  H42C  C4   H41C  106.10  3.000
 7E9  H42C  C4   C3    109.50  3.000
 7E9  H41C  C4   C3    109.46  3.000
 7E9  H42C  C4   C5    109.29  3.000
 7E9  H41C  C4   C5    109.27  3.000
 7E9  C3    C4   C5    112.99  3.000
 7E9  H32C  C3   H31C  106.49  3.000
 7E9  H32C  C3   C2    109.76  3.000
 7E9  H31C  C3   C2    109.82  3.000
 7E9  H32C  C3   C4    109.41  3.000
 7E9  H31C  C3   C4    109.44  3.000
 7E9  C2    C3   C4    111.78  3.000
 7E9  H22C  C2   H21C  105.39  3.000
 7E9  H22C  C2   C3    110.61  3.000
 7E9  H21C  C2   C3    110.45  3.000
 7E9  H22C  C2   C80   108.23  3.000
 7E9  H21C  C2   C80   107.94  3.000
 7E9  C3    C2   C80   113.83  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
 7E9  Var_01  C6   C7   C8   C9      0.94   0.0  2
 7E9  Var_02  C17  C15  C20  O21   -72.16  30.0  3
 7E9  Var_03  O2   C17  C15  C20    62.43  30.0  2
 7E9  Var_04  C3   C2   C80  O19    -3.35  30.0  2
 7E9  Var_05  C11  C12  C13  C14   179.72  30.0  1
 7E9  Var_06  C10  C11  C12  C13  -179.62  30.0  1
 7E9  Var_07  C9   C10  C11  C12   179.10  30.0  1
 7E9  Var_08  C8   C9   C10  C11   177.62  30.0  1
 7E9  Var_09  C7   C8   C9   C10   110.32  30.0  1
 7E9  Var_10  C4   C3   C2   C80  -179.79  30.0  3
 7E9  Var_11  C2   C80  O1   C15   179.97  30.0  3
 7E9  Var_12  C5   C6   C7   C8    114.16  30.0  1
 7E9  Var_13  C4   C5   C6   C7    177.09  30.0  2
 7E9  Var_14  C3   C4   C5   C6   -179.98  30.0  2
 7E9  Var_15  C2   C3   C4   C5   -179.99  30.0  1
 7E9  Var_16  HE1  C14  C13  C12   179.81  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
 7E9  plan-1  O19  0.020
 7E9  plan-1  O1   0.020
 7E9  plan-1  C80  0.020
 7E9  plan-1  C2   0.020
 7E9  plan-2  C9   0.020
 7E9  plan-2  C8   0.020
 7E9  plan-2  C7   0.020
 7E9  plan-2  C6   0.020
 7E9  plan-2  H7   0.020
 7E9  plan-2  H8   0.020

