# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 20:13:33 2020
#   Inital geometry file: a 120 line input string
#   Ligand name: (2R)-2,3-dihydroxypropyl (7Z)-tetradec-7-enoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCC\C=C/CCCCCC(=O)OC[C@H](O)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
 7E8  7E8  '(2R)-2,3-dihydroxypropyl (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_7E8
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
 7E8  O22   O  OH1   0  -0.667    9.1428  -2.0113   0.1301
 7E8  C19   C  CH2   0  -0.164    8.3814  -0.8923  -0.2508
 7E8  O20   O  OH1   0  -0.655    6.7293  -1.3495   1.4796
 7E8  C17   C  CH2   0  -0.188    6.0736  -0.0138  -0.4413
 7E8  O16   O  O2    0  -0.458    4.7116  -0.3004  -0.1283
 7E8  C8    C  C     0   0.606    3.7949   0.5997  -0.4681
 7E8  O15   O  O     0  -0.453    4.0576   1.6252  -1.0453
 7E8  C7    C  CH2   0  -0.583    2.4165   0.1715  -0.0435
 7E8  C6    C  CH2   0  -0.418    1.3584   1.2471  -0.2334
 7E8  C5    C  CH2   0  -0.417   -0.0076   0.7928   0.2651
 7E8  C4    C  CH2   0  -0.415   -1.0857   1.8532   0.0836
 7E8  C3    C  CH2   0  -0.487   -2.4414   1.4179   0.6408
 7E8  C2    C  C1    0  -0.208   -3.4917   2.4703   0.4693
 7E8  C1    C  C1    0  -0.220   -4.6706   2.3476  -0.1401
 7E8  C9    C  CH2   0  -0.489   -5.2472   1.1153  -0.7653
 7E8  C10   C  CH2   0  -0.410   -6.4229   0.5586   0.0418
 7E8  C11   C  CH2   0  -0.412   -7.0336  -0.6894  -0.5821
 7E8  C12   C  CH2   0  -0.406   -8.2039  -1.2493   0.2179
 7E8  C13   C  CH2   0  -0.418   -8.7924  -2.5193  -0.3842
 7E8  C14   C  CH3   0  -0.662   -9.9602  -3.0742   0.4204
 7E8  C18   C  CH1   0  -0.049    6.9243  -1.1502   0.1011
 7E8  H22   H  HOH1  0   0.457   10.0666  -1.8189  -0.0519
 7E8  H191  H  HCH2  0   0.199    8.7185   0.0214   0.2602
 7E8  H192  H  HCH2  0   0.203    8.4563  -0.6969  -1.3286
 7E8  H18   H  HCH1  0   0.241    6.6178  -2.0815  -0.3838
 7E8  H20   H  HOH1  0   0.445    7.0520  -0.5741   1.9524
 7E8  H171  H  HCH2  0   0.241    6.2050   0.0728  -1.5227
 7E8  H172  H  HCH2  0   0.235    6.3707   0.9384   0.0101
 7E8  H7    H  HCH2  0   0.277    2.1508  -0.7288  -0.6081
 7E8  H8    H  HCH2  0   0.269    2.4605  -0.1446   1.0027
 7E8  H61C  H  HCH2  0   0.225    1.6541   2.1541   0.3011
 7E8  H62C  H  HCH2  0   0.225    1.2898   1.5191  -1.2897
 7E8  H51C  H  HCH2  0   0.215   -0.3067  -0.1215  -0.2590
 7E8  H52C  H  HCH2  0   0.214    0.0633   0.5256   1.3249
 7E8  H41C  H  HCH2  0   0.215   -0.7725   2.7805   0.5752
 7E8  H42C  H  HCH2  0   0.218   -1.1910   2.0911  -0.9794
 7E8  H31C  H  HCH2  0   0.230   -2.7454   0.4794   0.1724
 7E8  H32C  H  HCH2  0   0.228   -2.3245   1.2014   1.7089
 7E8  H2    H  H     0   0.226   -3.2405   3.4415   0.8896
 7E8  H1    H  H     0   0.227   -5.3155   3.2225  -0.1682
 7E8  H91C  H  HCH2  0   0.227   -5.5962   1.3550  -1.7754
 7E8  H92C  H  HCH2  0   0.228   -4.4880   0.3377  -0.8795
 7E8  H101  H  HCH2  0   0.215   -6.0813   0.3307   1.0563
 7E8  H102  H  HCH2  0   0.213   -7.1916   1.3321   0.1443
 7E8  H111  H  HCH2  0   0.209   -7.3651  -0.4626  -1.6013
 7E8  H112  H  HCH2  0   0.208   -6.2598  -1.4592  -0.6780
 7E8  H121  H  HCH2  0   0.206   -7.8771  -1.4543   1.2435
 7E8  H122  H  HCH2  0   0.206   -8.9879  -0.4879   0.2964
 7E8  H131  H  HCH2  0   0.210   -9.1182  -2.3175  -1.4093
 7E8  H132  H  HCH2  0   0.210   -8.0084  -3.2793  -0.4593
 7E8  H141  H  HCH3  0   0.215   -9.6565  -3.3179   1.4402
 7E8  H142  H  HCH3  0   0.215  -10.7758  -2.3515   0.4851
 7E8  H143  H  HCH3  0   0.225  -10.3593  -3.9835  -0.0305

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
 7E8  O22  C19   single  1.406  0.020  1.406
 7E8  C19  C18   single  1.521  0.020  1.521
 7E8  O20  C18   single  1.406  0.020  1.406
 7E8  C17  O16   single  1.427  0.020  1.427
 7E8  C17  C18   single  1.520  0.020  1.520
 7E8  O16  C8    single  1.329  0.020  1.329
 7E8  C8   O15   double  1.206  0.020  1.206
 7E8  C8   C7    single  1.504  0.020  1.504
 7E8  C7   C6    single  1.521  0.020  1.521
 7E8  C6   C5    single  1.523  0.020  1.523
 7E8  C5   C4    single  1.523  0.020  1.523
 7E8  C4   C3    single  1.529  0.020  1.529
 7E8  C3   C2    single  1.497  0.020  1.497
 7E8  C2   C1    double  1.333  0.020  1.333
 7E8  C1   C9    single  1.497  0.020  1.497
 7E8  C9   C10   single  1.531  0.020  1.531
 7E8  C10  C11   single  1.523  0.020  1.523
 7E8  C11  C12   single  1.524  0.020  1.524
 7E8  C12  C13   single  1.524  0.020  1.524
 7E8  C13  C14   single  1.523  0.020  1.523
 7E8  O22  H22   single  0.850  0.020  0.980
 7E8  C19  H191  single  0.970  0.020  1.090
 7E8  C19  H192  single  0.970  0.020  1.090
 7E8  C18  H18   single  0.970  0.020  1.090
 7E8  O20  H20   single  0.850  0.020  0.980
 7E8  C17  H171  single  0.970  0.020  1.090
 7E8  C17  H172  single  0.970  0.020  1.090
 7E8  C7   H7    single  0.970  0.020  1.090
 7E8  C7   H8    single  0.970  0.020  1.090
 7E8  C6   H61C  single  0.970  0.020  1.090
 7E8  C6   H62C  single  0.970  0.020  1.090
 7E8  C5   H51C  single  0.970  0.020  1.090
 7E8  C5   H52C  single  0.970  0.020  1.090
 7E8  C4   H41C  single  0.970  0.020  1.090
 7E8  C4   H42C  single  0.970  0.020  1.090
 7E8  C3   H31C  single  0.970  0.020  1.090
 7E8  C3   H32C  single  0.970  0.020  1.090
 7E8  C2   H2    single  0.930  0.020  1.080
 7E8  C1   H1    single  0.930  0.020  1.080
 7E8  C9   H91C  single  0.970  0.020  1.090
 7E8  C9   H92C  single  0.970  0.020  1.090
 7E8  C10  H101  single  0.970  0.020  1.090
 7E8  C10  H102  single  0.970  0.020  1.090
 7E8  C11  H111  single  0.970  0.020  1.090
 7E8  C11  H112  single  0.970  0.020  1.090
 7E8  C12  H121  single  0.970  0.020  1.090
 7E8  C12  H122  single  0.970  0.020  1.090
 7E8  C13  H131  single  0.970  0.020  1.090
 7E8  C13  H132  single  0.970  0.020  1.090
 7E8  C14  H141  single  0.970  0.020  1.090
 7E8  C14  H142  single  0.970  0.020  1.090
 7E8  C14  H143  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
 7E8  H22   O22  C19   108.05  3.000
 7E8  H192  C19  H191  106.69  3.000
 7E8  H192  C19  C18   108.83  3.000
 7E8  H191  C19  C18   109.08  3.000
 7E8  H192  C19  O22   111.75  3.000
 7E8  H191  C19  O22   111.68  3.000
 7E8  C18   C19  O22   108.73  3.000
 7E8  H20   O20  C18   108.68  3.000
 7E8  H172  C17  H171  107.84  3.000
 7E8  H172  C17  C18   110.56  3.000
 7E8  H171  C17  C18   110.19  3.000
 7E8  H172  C17  O16   110.08  3.000
 7E8  H171  C17  O16   110.36  3.000
 7E8  C18   C17  O16   107.81  3.000
 7E8  C8    O16  C17   117.80  3.000
 7E8  C7    C8   O15   125.22  3.000
 7E8  C7    C8   O16   111.54  3.000
 7E8  O15   C8   O16   123.24  3.000
 7E8  H8    C7   H7    105.38  3.000
 7E8  H8    C7   C6    110.60  3.000
 7E8  H7    C7   C6    110.37  3.000
 7E8  H8    C7   C8    108.38  3.000
 7E8  H7    C7   C8    108.10  3.000
 7E8  C6    C7   C8    113.64  3.000
 7E8  H62C  C6   H61C  106.44  3.000
 7E8  H62C  C6   C5    109.53  3.000
 7E8  H61C  C6   C5    109.26  3.000
 7E8  H62C  C6   C7    109.90  3.000
 7E8  H61C  C6   C7    109.72  3.000
 7E8  C5    C6   C7    111.85  3.000
 7E8  H52C  C5   H51C  106.09  3.000
 7E8  H52C  C5   C4    109.32  3.000
 7E8  H51C  C5   C4    109.32  3.000
 7E8  H52C  C5   C6    109.35  3.000
 7E8  H51C  C5   C6    109.71  3.000
 7E8  C4    C5   C6    112.83  3.000
 7E8  H42C  C4   H41C  106.23  3.000
 7E8  H42C  C4   C3    109.30  3.000
 7E8  H41C  C4   C3    109.33  3.000
 7E8  H42C  C4   C5    109.58  3.000
 7E8  H41C  C4   C5    109.49  3.000
 7E8  C3    C4   C5    112.70  3.000
 7E8  H32C  C3   H31C  106.13  3.000
 7E8  H32C  C3   C2    108.99  3.000
 7E8  H31C  C3   C2    111.09  3.000
 7E8  H32C  C3   C4    108.47  3.000
 7E8  H31C  C3   C4    109.58  3.000
 7E8  C2    C3   C4    112.35  3.000
 7E8  H2    C2   C1    117.59  3.000
 7E8  H2    C2   C3    114.93  3.000
 7E8  C1    C2   C3    127.48  3.000
 7E8  H1    C1   C9    115.03  3.000
 7E8  H1    C1   C2    117.55  3.000
 7E8  C9    C1   C2    127.39  3.000
 7E8  H92C  C9   H91C  106.30  3.000
 7E8  H92C  C9   C10   109.26  3.000
 7E8  H91C  C9   C10   108.73  3.000
 7E8  H92C  C9   C1    111.21  3.000
 7E8  H91C  C9   C1    109.13  3.000
 7E8  C10   C9   C1    112.02  3.000
 7E8  H102  C10  H101  106.22  3.000
 7E8  H102  C10  C11   109.61  3.000
 7E8  H101  C10  C11   109.53  3.000
 7E8  H102  C10  C9    109.36  3.000
 7E8  H101  C10  C9    108.95  3.000
 7E8  C11   C10  C9    112.95  3.000
 7E8  H112  C11  H111  106.12  3.000
 7E8  H112  C11  C12   109.28  3.000
 7E8  H111  C11  C12   109.39  3.000
 7E8  H112  C11  C10   109.17  3.000
 7E8  H111  C11  C10   109.44  3.000
 7E8  C12   C11  C10   113.20  3.000
 7E8  H122  C12  H121  106.04  3.000
 7E8  H122  C12  C13   109.34  3.000
 7E8  H121  C12  C13   109.21  3.000
 7E8  H122  C12  C11   109.37  3.000
 7E8  H121  C12  C11   109.33  3.000
 7E8  C13   C12  C11   113.29  3.000
 7E8  H132  C13  H131  106.08  3.000
 7E8  H132  C13  C14   109.43  3.000
 7E8  H131  C13  C14   109.50  3.000
 7E8  H132  C13  C12   109.22  3.000
 7E8  H131  C13  C12   109.35  3.000
 7E8  C14   C13  C12   113.02  3.000
 7E8  H143  C14  H142  107.64  3.000
 7E8  H143  C14  H141  107.57  3.000
 7E8  H142  C14  H141  107.48  3.000
 7E8  H143  C14  C13   111.47  3.000
 7E8  H142  C14  C13   111.29  3.000
 7E8  H141  C14  C13   111.20  3.000
 7E8  H18   C18  C17   108.76  3.000
 7E8  H18   C18  O20   105.96  3.000
 7E8  C17   C18  O20   112.22  3.000
 7E8  H18   C18  C19   108.07  3.000
 7E8  C17   C18  C19   109.08  3.000
 7E8  O20   C18  C19   112.56  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
 7E8  Var_01  C9    C1   C2   C3      1.99   0.0  2
 7E8  Var_02  O15   C8   O16  C17     1.42  30.0  3
 7E8  Var_03  C6    C7   C8   O16   171.97  30.0  3
 7E8  Var_04  C18   C17  O16  C8    177.35  30.0  2
 7E8  Var_05  C5    C6   C7   C8   -177.51  30.0  3
 7E8  Var_06  C4    C5   C6   C7   -179.92  30.0  3
 7E8  Var_07  C3    C4   C5   C6   -177.47  30.0  3
 7E8  Var_08  C2    C3   C4   C5    179.49  30.0  3
 7E8  Var_09  C1    C2   C3   C4    124.19  30.0  3
 7E8  Var_10  C10   C9   C1   C2    109.35  30.0  3
 7E8  Var_11  C11   C10  C9   C1    179.51  30.0  3
 7E8  Var_12  C12   C11  C10  C9    179.94  30.0  3
 7E8  Var_13  C13   C12  C11  C10  -178.45  30.0  3
 7E8  Var_14  C14   C13  C12  C11   179.95  30.0  3
 7E8  Var_15  H141  C14  C13  C12   -59.78  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 7E8  chir_01  C18  C19  O20  C17  negativ

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
 7E8  plan-1  O16  0.020
 7E8  plan-1  C8   0.020
 7E8  plan-1  O15  0.020
 7E8  plan-1  C7   0.020
 7E8  plan-2  C3   0.020
 7E8  plan-2  C2   0.020
 7E8  plan-2  C1   0.020
 7E8  plan-2  C9   0.020
 7E8  plan-2  H2   0.020
 7E8  plan-2  H1   0.020

