# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 16:38:33 2022
#   Inital geometry file: a 132 line input string
#   Ligand name: (2R)-2,3-dihydroxypropyl (7Z)-hexadec-7-enoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCC\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
 79M  79M  '(2R)-2,3-dihydroxypropyl (7Z)-hexadec-7-enoate'  ligand  59  23  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_79M
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
 79M  C19   C  CH3   0  -0.661   11.8551  -2.8032  -0.1272
 79M  C8    C  C1    0  -0.210    3.3263   2.6409   0.1646
 79M  C7    C  C1    0  -0.217    2.1549   2.8773  -0.4244
 79M  C15   C  CH2   0  -0.420   10.3752  -2.8041   0.2299
 79M  C9    C  CH2   0  -0.485    3.9438   1.3173   0.4948
 79M  C6    C  CH2   0  -0.487    1.1264   1.8813  -0.8611
 79M  C21   C  CH2   0  -0.188   -7.2689  -0.0742   0.4735
 79M  C14   C  CH2   0  -0.406    9.6867  -1.4834  -0.0922
 79M  C10   C  CH2   0  -0.416    5.3883   1.2240   0.0043
 79M  C5    C  CH2   0  -0.413   -0.2085   2.1064  -0.1490
 79M  C13   C  CH2   0  -0.412    8.2072  -1.4672   0.2708
 79M  C11   C  CH2   0  -0.413    6.0570  -0.1007   0.3473
 79M  C4    C  CH2   0  -0.417   -1.2882   1.1168  -0.5664
 79M  C12   C  CH2   0  -0.411    7.5268  -0.1428  -0.0517
 79M  C3    C  CH2   0  -0.417   -2.6293   1.4147   0.0928
 79M  C2    C  CH2   0  -0.583   -3.6893   0.3858  -0.2649
 79M  C24   C  CH2   0  -0.163   -9.4764  -1.1883   0.6202
 79M  C22   C  CH1   0  -0.049   -8.0660  -1.2996   0.0618
 79M  O19   O  O     0  -0.452   -5.3188   1.6775   0.9554
 79M  C1    C  C     0   0.607   -5.0449   0.6966   0.3100
 79M  O20   O  O2    0  -0.459   -5.9299  -0.2495   0.0129
 79M  O23   O  OH1   0  -0.655   -8.0485  -1.5035  -1.3296
 79M  O25   O  OH1   0  -0.667  -10.1713  -2.3772   0.3364
 79M  H21C  H  HCH2  0   0.273   -3.7947   0.2992  -1.3520
 79M  H22C  H  HCH2  0   0.273   -3.3895  -0.6099   0.0762
 79M  H31C  H  HCH2  0   0.224   -2.5014   1.4466   1.1782
 79M  H32C  H  HCH2  0   0.225   -2.9632   2.4110  -0.2081
 79M  H41C  H  HCH2  0   0.214   -1.4050   1.1384  -1.6553
 79M  H42C  H  HCH2  0   0.214   -0.9667   0.1006  -0.3138
 79M  H51C  H  HCH2  0   0.218   -0.0550   2.0432   0.9328
 79M  H52C  H  HCH2  0   0.214   -0.5540   3.1266  -0.3492
 79M  H61C  H  HCH2  0   0.227    0.9653   1.9776  -1.9407
 79M  H62C  H  HCH2  0   0.229    1.4670   0.8576  -0.6883
 79M  H7    H  H     0   0.226    1.8808   3.9166  -0.5895
 79M  H8    H  H     0   0.225    3.9275   3.5049   0.4396
 79M  H91   H  HCH2  0   0.228    3.9374   1.1789   1.5825
 79M  H92   H  HCH2  0   0.229    3.3596   0.4926   0.0810
 79M  H101  H  HCH2  0   0.216    5.4166   1.3782  -1.0793
 79M  H102  H  HCH2  0   0.211    5.9662   2.0453   0.4423
 79M  H111  H  HCH2  0   0.208    5.9695  -0.2841   1.4241
 79M  H112  H  HCH2  0   0.209    5.5205  -0.9198  -0.1441
 79M  H121  H  HCH2  0   0.207    8.0586   0.6697   0.4557
 79M  H122  H  HCH2  0   0.207    7.6191   0.0606  -1.1245
 79M  H131  H  HCH2  0   0.207    7.6942  -2.2793  -0.2562
 79M  H132  H  HCH2  0   0.206    8.0947  -1.6825   1.3394
 79M  H141  H  HCH2  0   0.205   10.1974  -0.6710   0.4371
 79M  H142  H  HCH2  0   0.206    9.8014  -1.2657  -1.1601
 79M  H151  H  HCH2  0   0.210    9.8695  -3.6154  -0.3031
 79M  H152  H  HCH2  0   0.210   10.2558  -3.0231   1.2957
 79M  H191  H  HCH3  0   0.215   12.0038  -2.6155  -1.1922
 79M  H192  H  HCH3  0   0.215   12.3908  -2.0250   0.4201
 79M  H193  H  HCH3  0   0.225   12.3260  -3.7581   0.1094
 79M  H211  H  HCH2  0   0.236   -7.6993   0.8327   0.0363
 79M  H212  H  HCH2  0   0.240   -7.2874   0.0384   1.5602
 79M  H22   H  HCH1  0   0.240   -7.5922  -2.1846   0.4995
 79M  H23   H  HOH1  0   0.445   -8.4954  -0.7643  -1.7570
 79M  H241  H  HCH2  0   0.204   -9.4140  -1.0005   1.6997
 79M  H242  H  HCH2  0   0.197   -9.9724  -0.3116   0.1771
 79M  H25   H  HOH1  0   0.457  -11.0550  -2.2998   0.7064

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
 79M  C1   C2    single  1.505  0.020  1.505
 79M  C1   O19   double  1.206  0.020  1.206
 79M  C1   O20   single  1.329  0.020  1.329
 79M  C2   C3    single  1.520  0.020  1.520
 79M  C3   C4    single  1.524  0.020  1.524
 79M  C4   C5    single  1.523  0.020  1.523
 79M  C5   C6    single  1.530  0.020  1.530
 79M  C6   C7    single  1.497  0.020  1.497
 79M  C7   C8    double  1.332  0.020  1.332
 79M  C8   C9    single  1.497  0.020  1.497
 79M  C9   C10   single  1.528  0.020  1.528
 79M  C10  C11   single  1.523  0.020  1.523
 79M  C11  C12   single  1.524  0.020  1.524
 79M  C12  C13   single  1.523  0.020  1.523
 79M  C13  C14   single  1.523  0.020  1.523
 79M  C14  C15   single  1.524  0.020  1.524
 79M  C15  C19   single  1.522  0.020  1.522
 79M  O20  C21   single  1.427  0.020  1.427
 79M  C21  C22   single  1.519  0.020  1.519
 79M  C22  O23   single  1.406  0.020  1.406
 79M  C22  C24   single  1.521  0.020  1.521
 79M  C24  O25   single  1.406  0.020  1.406
 79M  C2   H21C  single  0.970  0.020  1.090
 79M  C2   H22C  single  0.970  0.020  1.090
 79M  C3   H31C  single  0.970  0.020  1.090
 79M  C3   H32C  single  0.970  0.020  1.090
 79M  C4   H41C  single  0.970  0.020  1.090
 79M  C4   H42C  single  0.970  0.020  1.090
 79M  C5   H51C  single  0.970  0.020  1.090
 79M  C5   H52C  single  0.970  0.020  1.090
 79M  C6   H61C  single  0.970  0.020  1.090
 79M  C6   H62C  single  0.970  0.020  1.090
 79M  C7   H7    single  0.930  0.020  1.080
 79M  C8   H8    single  0.930  0.020  1.080
 79M  C9   H91   single  0.970  0.020  1.090
 79M  C9   H92   single  0.970  0.020  1.090
 79M  C10  H101  single  0.970  0.020  1.090
 79M  C10  H102  single  0.970  0.020  1.090
 79M  C11  H111  single  0.970  0.020  1.090
 79M  C11  H112  single  0.970  0.020  1.090
 79M  C12  H121  single  0.970  0.020  1.090
 79M  C12  H122  single  0.970  0.020  1.090
 79M  C13  H131  single  0.970  0.020  1.090
 79M  C13  H132  single  0.970  0.020  1.090
 79M  C14  H141  single  0.970  0.020  1.090
 79M  C14  H142  single  0.970  0.020  1.090
 79M  C15  H151  single  0.970  0.020  1.090
 79M  C15  H152  single  0.970  0.020  1.090
 79M  C19  H191  single  0.970  0.020  1.090
 79M  C19  H192  single  0.970  0.020  1.090
 79M  C19  H193  single  0.970  0.020  1.090
 79M  C21  H211  single  0.970  0.020  1.090
 79M  C21  H212  single  0.970  0.020  1.090
 79M  C22  H22   single  0.970  0.020  1.090
 79M  O23  H23   single  0.850  0.020  0.980
 79M  C24  H241  single  0.970  0.020  1.090
 79M  C24  H242  single  0.970  0.020  1.090
 79M  O25  H25   single  0.850  0.020  0.980

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
 79M  H193  C19  H192  107.66  3.000
 79M  H193  C19  H191  107.65  3.000
 79M  H192  C19  H191  107.44  3.000
 79M  H193  C19  C15   111.61  3.000
 79M  H192  C19  C15   111.09  3.000
 79M  H191  C19  C15   111.18  3.000
 79M  H8    C8   C9    114.73  3.000
 79M  H8    C8   C7    117.18  3.000
 79M  C9    C8   C7    128.09  3.000
 79M  H7    C7   C6    114.74  3.000
 79M  H7    C7   C8    117.28  3.000
 79M  C6    C7   C8    127.95  3.000
 79M  H152  C15  H151  105.99  3.000
 79M  H152  C15  C14   109.26  3.000
 79M  H151  C15  C14   109.32  3.000
 79M  H152  C15  C19   109.54  3.000
 79M  H151  C15  C19   109.60  3.000
 79M  C14   C15  C19   112.90  3.000
 79M  H92   C9   H91   106.10  3.000
 79M  H92   C9   C10   109.76  3.000
 79M  H91   C9   C10   108.43  3.000
 79M  H92   C9   C8    111.31  3.000
 79M  H91   C9   C8    109.14  3.000
 79M  C10   C9   C8    111.90  3.000
 79M  H62C  C6   H61C  106.50  3.000
 79M  H62C  C6   C5    109.65  3.000
 79M  H61C  C6   C5    108.50  3.000
 79M  H62C  C6   C7    111.29  3.000
 79M  H61C  C6   C7    109.27  3.000
 79M  C5    C6   C7    111.46  3.000
 79M  H212  C21  H211  107.77  3.000
 79M  H212  C21  O20   110.46  3.000
 79M  H211  C21  O20   109.98  3.000
 79M  H212  C21  C22   110.11  3.000
 79M  H211  C21  C22   110.72  3.000
 79M  O20   C21  C22   107.81  3.000
 79M  H142  C14  H141  105.94  3.000
 79M  H142  C14  C13   109.37  3.000
 79M  H141  C14  C13   109.24  3.000
 79M  H142  C14  C15   109.32  3.000
 79M  H141  C14  C15   109.26  3.000
 79M  C13   C14  C15   113.43  3.000
 79M  H102  C10  H101  106.05  3.000
 79M  H102  C10  C11   109.29  3.000
 79M  H101  C10  C11   109.51  3.000
 79M  H102  C10  C9    108.94  3.000
 79M  H101  C10  C9    109.47  3.000
 79M  C11   C10  C9    113.31  3.000
 79M  H52C  C5   H51C  106.18  3.000
 79M  H52C  C5   C4    109.36  3.000
 79M  H51C  C5   C4    109.44  3.000
 79M  H52C  C5   C6    109.10  3.000
 79M  H51C  C5   C6    109.22  3.000
 79M  C4    C5   C6    113.30  3.000
 79M  H132  C13  H131  105.98  3.000
 79M  H132  C13  C12   109.35  3.000
 79M  H131  C13  C12   109.47  3.000
 79M  H132  C13  C14   109.26  3.000
 79M  H131  C13  C14   109.40  3.000
 79M  C12   C13  C14   113.12  3.000
 79M  H112  C11  H111  106.05  3.000
 79M  H112  C11  C12   109.53  3.000
 79M  H111  C11  C12   109.26  3.000
 79M  H112  C11  C10   109.53  3.000
 79M  H111  C11  C10   109.38  3.000
 79M  C12   C11  C10   112.87  3.000
 79M  H42C  C4   H41C  106.19  3.000
 79M  H42C  C4   C3    109.87  3.000
 79M  H41C  C4   C3    109.42  3.000
 79M  H42C  C4   C5    109.36  3.000
 79M  H41C  C4   C5    109.59  3.000
 79M  C3    C4   C5    112.23  3.000
 79M  H122  C12  H121  105.95  3.000
 79M  H122  C12  C11   109.43  3.000
 79M  H121  C12  C11   109.06  3.000
 79M  H122  C12  C13   109.33  3.000
 79M  H121  C12  C13   109.26  3.000
 79M  C11   C12  C13   113.54  3.000
 79M  H32C  C3   H31C  106.41  3.000
 79M  H32C  C3   C2    109.83  3.000
 79M  H31C  C3   C2    109.57  3.000
 79M  H32C  C3   C4    109.14  3.000
 79M  H31C  C3   C4    109.41  3.000
 79M  C2    C3   C4    112.31  3.000
 79M  H22C  C2   H21C  105.29  3.000
 79M  H22C  C2   C1    108.39  3.000
 79M  H21C  C2   C1    107.98  3.000
 79M  H22C  C2   C3    110.58  3.000
 79M  H21C  C2   C3    110.74  3.000
 79M  C1    C2   C3    113.49  3.000
 79M  H242  C24  H241  106.58  3.000
 79M  H242  C24  O25   111.69  3.000
 79M  H241  C24  O25   111.80  3.000
 79M  H242  C24  C22   109.17  3.000
 79M  H241  C24  C22   108.72  3.000
 79M  O25   C24  C22   108.81  3.000
 79M  H22   C22  O23   105.83  3.000
 79M  H22   C22  C24   108.28  3.000
 79M  O23   C22  C24   112.67  3.000
 79M  H22   C22  C21   108.46  3.000
 79M  C24   C22  C21   109.16  3.000
 79M  O23   C22  C21   112.25  3.000
 79M  O20   C1   O19   123.19  3.000
 79M  O20   C1   C2    111.56  3.000
 79M  O19   C1   C2    125.25  3.000
 79M  C1    O20  C21   117.72  3.000
 79M  H23   O23  C22   108.77  3.000
 79M  H25   O25  C24   107.97  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
 79M  Var_01  C6    C7   C8   C9      2.64   0.0  2
 79M  Var_02  C13   C14  C15  C19  -179.53  30.0  2
 79M  Var_03  C5    C6   C7   C8    119.61  30.0  1
 79M  Var_04  C11   C10  C9   C8    178.89  30.0  3
 79M  Var_05  C4    C5   C6   C7    179.81  30.0  2
 79M  Var_06  C10   C9   C8   C7    130.05  30.0  3
 79M  Var_07  C12   C13  C14  C15   179.89  30.0  1
 79M  Var_08  C12   C11  C10  C9   -175.63  30.0  3
 79M  Var_09  C3    C4   C5   C6   -176.53  30.0  1
 79M  Var_10  C2    C1   O20  C21  -178.85  30.0  2
 79M  Var_11  C11   C12  C13  C14  -178.20  30.0  2
 79M  Var_12  C13   C12  C11  C10  -179.38  30.0  3
 79M  Var_13  C2    C3   C4   C5   -176.99  30.0  2
 79M  Var_14  C1    C2   C3   C4   -176.77  30.0  1
 79M  Var_15  H191  C19  C15  C14   -59.64  30.0  3
 79M  Var_16  H211  C21  O20  C1     61.45  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
 79M  chir_01  C22  C21  O23  C24  positiv

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
 79M  plan-1  C2   0.020
 79M  plan-1  O19  0.020
 79M  plan-1  C1   0.020
 79M  plan-1  O20  0.020
 79M  plan-2  C8   0.020
 79M  plan-2  C7   0.020
 79M  plan-2  C9   0.020
 79M  plan-2  C6   0.020
 79M  plan-2  H7   0.020
 79M  plan-2  H8   0.020

