# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 21:56:35 2020
#   Inital geometry file: a 132 line input string
#   Ligand name: (2S)-2,3-dihydroxypropyl (9Z)-hexadec-9-enoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCC\C=C/CCCCCCCC(=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
 97N  97N  '(2S)-2,3-dihydroxypropyl (9Z)-hexadec-9-enoate'  ligand  59  23  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_97N
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
 97N  C    C  CH3   0  -0.662   11.2245  -3.3120  -0.4253
 97N  O    O  O     0  -0.452   -5.2865   1.6168   0.9508
 97N  C1   C  CH2   0  -0.418   10.0022  -2.8221   0.3395
 97N  O1   O  O2    0  -0.459   -6.0250  -0.1699  -0.1628
 97N  C2   C  CH2   0  -0.406    9.4578  -1.5015  -0.1901
 97N  O2   O  OH1   0  -0.655   -7.8344  -2.2978   0.0882
 97N  C3   C  CH2   0  -0.412    8.2313  -1.0080   0.5680
 97N  C4   C  CH2   0  -0.412    7.6972   0.3190   0.0456
 97N  C5   C  CH2   0  -0.488    6.4619   0.8074   0.8058
 97N  C6   C  C1    0  -0.217    6.0064   2.1502   0.3284
 97N  C7   C  C1    0  -0.211    4.8791   2.4511  -0.3146
 97N  C8   C  CH2   0  -0.487    3.7586   1.5339  -0.6930
 97N  C9   C  CH2   0  -0.414    2.4295   1.9591  -0.0653
 97N  C10  C  CH2   0  -0.413    1.2551   1.1074  -0.5294
 97N  C11  C  CH2   0  -0.413   -0.0748   1.5360   0.0784
 97N  C12  C  CH2   0  -0.415   -1.2502   0.6988  -0.4097
 97N  C13  C  CH2   0  -0.417   -2.5824   1.1352   0.1875
 97N  C14  C  CH2   0  -0.583   -3.7319   0.2797  -0.3196
 97N  C15  C  C     0   0.606   -5.0743   0.6685   0.2373
 97N  C16  C  CH2   0  -0.185   -7.3608   0.0771   0.2724
 97N  C17  C  CH1   0  -0.050   -8.2446  -1.0127  -0.3105
 97N  C18  C  CH2   0  -0.164   -9.6948  -0.7241   0.0463
 97N  H1   H  HCH3  0   0.215   12.0341  -2.5805  -0.3875
 97N  H2   H  HCH3  0   0.225   11.6049  -4.2477  -0.0139
 97N  H3   H  HCH3  0   0.215   10.9889  -3.4858  -1.4770
 97N  H4   H  HCH2  0   0.210    9.2151  -3.5812   0.2947
 97N  H5   H  HCH2  0   0.210   10.2547  -2.7104   1.3985
 97N  H6   H  HCH2  0   0.206   10.2446  -0.7400  -0.1429
 97N  H7   H  HCH2  0   0.206    9.2083  -1.6119  -1.2513
 97N  H9   H  HCH2  0   0.209    7.4410  -1.7649   0.5126
 97N  H10  H  HCH2  0   0.208    8.4785  -0.9058   1.6305
 97N  H11  H  HOH1  0   0.457  -11.4250  -1.4955  -0.3379
 97N  H12  H  HCH2  0   0.213    8.4844   1.0785   0.1068
 97N  H13  H  HCH2  0   0.215    7.4487   0.2236  -1.0161
 97N  H14  H  HCH2  0   0.229    5.6663   0.0638   0.7241
 97N  H15  H  HCH2  0   0.226    6.7110   0.8742   1.8707
 97N  H16  H  H     0   0.226    6.7069   2.9613   0.5140
 97N  H17  H  H     0   0.226    4.7299   3.4902  -0.5994
 97N  H18  H  HCH2  0   0.227    3.6462   1.5457  -1.7832
 97N  H19  H  HCH2  0   0.229    3.9760   0.4992  -0.4189
 97N  H20  H  HCH2  0   0.216    2.5140   1.9103   1.0250
 97N  H21  H  HCH2  0   0.213    2.2363   3.0093  -0.3094
 97N  H22  H  HCH2  0   0.209    1.1850   1.1560  -1.6218
 97N  H23  H  HCH2  0   0.210    1.4436   0.0565  -0.2841
 97N  H24  H  HCH2  0   0.210   -0.0127   1.4745   1.1703
 97N  H25  H  HCH2  0   0.209   -0.2556   2.5906  -0.1567
 97N  H26  H  HCH2  0   0.212   -1.3063   0.7565  -1.5022
 97N  H27  H  HCH2  0   0.212   -1.0723  -0.3552  -0.1706
 97N  H28  H  HCH2  0   0.224   -2.5285   1.0749   1.2780
 97N  H29  H  HCH2  0   0.224   -2.7620   2.1854  -0.0564
 97N  H30  H  HCH2  0   0.274   -3.7940   0.3328  -1.4119
 97N  H31  H  HCH2  0   0.271   -3.5577  -0.7760  -0.0899
 97N  H32  H  HCH2  0   0.235   -7.4111   0.0698   1.3662
 97N  H33  H  HCH2  0   0.240   -7.6949   1.0588  -0.0720
 97N  H34  H  HCH1  0   0.240   -8.1476  -0.9937  -1.4012
 97N  H35  H  HCH2  0   0.205   -9.9414   0.2937  -0.2816
 97N  H36  H  HCH2  0   0.197   -9.8060  -0.7402   1.1407
 97N  H8   H  HOH1  0   0.445   -7.9622  -2.3841   1.0396
 97N  O3   O  OH1   0  -0.667  -10.5127  -1.6843  -0.5744

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
 97N  C    C1   single  1.523  0.020  1.523
 97N  C1   C2   single  1.523  0.020  1.523
 97N  C2   C3   single  1.524  0.020  1.524
 97N  C3   C4   single  1.523  0.020  1.523
 97N  C4   C5   single  1.531  0.020  1.531
 97N  C5   C6   single  1.496  0.020  1.496
 97N  C6   C7   double  1.332  0.020  1.332
 97N  C7   C8   single  1.497  0.020  1.497
 97N  C8   C9   single  1.530  0.020  1.530
 97N  C9   C10  single  1.523  0.020  1.523
 97N  C10  C11  single  1.524  0.020  1.524
 97N  C11  C12  single  1.523  0.020  1.523
 97N  C12  C13  single  1.524  0.020  1.524
 97N  C13  C14  single  1.520  0.020  1.520
 97N  C14  C15  single  1.504  0.020  1.504
 97N  O    C15  double  1.206  0.020  1.206
 97N  C15  O1   single  1.329  0.020  1.329
 97N  O1   C16  single  1.426  0.020  1.426
 97N  O2   C17  single  1.407  0.020  1.407
 97N  C16  C17  single  1.519  0.020  1.519
 97N  C17  C18  single  1.521  0.020  1.521
 97N  C18  O3   single  1.406  0.020  1.406
 97N  C    H1   single  0.970  0.020  1.090
 97N  C    H2   single  0.970  0.020  1.090
 97N  C    H3   single  0.970  0.020  1.090
 97N  C1   H4   single  0.970  0.020  1.090
 97N  C1   H5   single  0.970  0.020  1.090
 97N  C2   H6   single  0.970  0.020  1.090
 97N  C2   H7   single  0.970  0.020  1.090
 97N  O2   H8   single  0.850  0.020  0.980
 97N  C3   H9   single  0.970  0.020  1.090
 97N  C3   H10  single  0.970  0.020  1.090
 97N  O3   H11  single  0.850  0.020  0.980
 97N  C4   H12  single  0.970  0.020  1.090
 97N  C4   H13  single  0.970  0.020  1.090
 97N  C5   H14  single  0.970  0.020  1.090
 97N  C5   H15  single  0.970  0.020  1.090
 97N  C6   H16  single  0.930  0.020  1.080
 97N  C7   H17  single  0.930  0.020  1.080
 97N  C8   H18  single  0.970  0.020  1.090
 97N  C8   H19  single  0.970  0.020  1.090
 97N  C9   H20  single  0.970  0.020  1.090
 97N  C9   H21  single  0.970  0.020  1.090
 97N  C10  H22  single  0.970  0.020  1.090
 97N  C10  H23  single  0.970  0.020  1.090
 97N  C11  H24  single  0.970  0.020  1.090
 97N  C11  H25  single  0.970  0.020  1.090
 97N  C12  H26  single  0.970  0.020  1.090
 97N  C12  H27  single  0.970  0.020  1.090
 97N  C13  H28  single  0.970  0.020  1.090
 97N  C13  H29  single  0.970  0.020  1.090
 97N  C14  H30  single  0.970  0.020  1.090
 97N  C14  H31  single  0.970  0.020  1.090
 97N  C16  H32  single  0.970  0.020  1.090
 97N  C16  H33  single  0.970  0.020  1.090
 97N  C17  H34  single  0.970  0.020  1.090
 97N  C18  H35  single  0.970  0.020  1.090
 97N  C18  H36  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
 97N  H3   C    H2   107.58  3.000
 97N  H3   C    H1   107.46  3.000
 97N  H2   C    H1   107.65  3.000
 97N  H3   C    C1   111.21  3.000
 97N  H2   C    C1   111.50  3.000
 97N  H1   C    C1   111.24  3.000
 97N  H5   C1   H4   106.03  3.000
 97N  H5   C1   C2   109.29  3.000
 97N  H4   C1   C2   109.27  3.000
 97N  H5   C1   C    109.49  3.000
 97N  H4   C1   C    109.49  3.000
 97N  C2   C1   C    113.02  3.000
 97N  C16  O1   C15  117.95  3.000
 97N  H7   C2   H6   105.98  3.000
 97N  H7   C2   C3   109.34  3.000
 97N  H6   C2   C3   109.35  3.000
 97N  H7   C2   C1   109.31  3.000
 97N  H6   C2   C1   109.32  3.000
 97N  C3   C2   C1   113.29  3.000
 97N  H8   O2   C17  108.84  3.000
 97N  H10  C3   H9   106.03  3.000
 97N  H10  C3   C4   109.29  3.000
 97N  H9   C3   C4   109.36  3.000
 97N  H10  C3   C2   109.34  3.000
 97N  H9   C3   C2   109.38  3.000
 97N  C4   C3   C2   113.19  3.000
 97N  H13  C4   H12  106.12  3.000
 97N  H13  C4   C5   109.04  3.000
 97N  H12  C4   C5   109.33  3.000
 97N  H13  C4   C3   109.65  3.000
 97N  H12  C4   C3   109.45  3.000
 97N  C5   C4   C3   113.00  3.000
 97N  H15  C5   H14  106.25  3.000
 97N  H15  C5   C6   108.94  3.000
 97N  H14  C5   C6   111.44  3.000
 97N  H15  C5   C4   108.58  3.000
 97N  H14  C5   C4   109.48  3.000
 97N  C6   C5   C4   111.94  3.000
 97N  H16  C6   C7   117.32  3.000
 97N  H16  C6   C5   114.76  3.000
 97N  C7   C6   C5   127.90  3.000
 97N  H17  C7   C8   114.62  3.000
 97N  H17  C7   C6   117.27  3.000
 97N  C8   C7   C6   128.11  3.000
 97N  H19  C8   H18  106.27  3.000
 97N  H19  C8   C9   109.47  3.000
 97N  H18  C8   C9   108.42  3.000
 97N  H19  C8   C7   111.60  3.000
 97N  H18  C8   C7   108.76  3.000
 97N  C9   C8   C7   112.11  3.000
 97N  H21  C9   H20  106.16  3.000
 97N  H21  C9   C10  109.40  3.000
 97N  H20  C9   C10  109.76  3.000
 97N  H21  C9   C8   109.16  3.000
 97N  H20  C9   C8   109.22  3.000
 97N  C10  C9   C8   112.92  3.000
 97N  H23  C10  H22  106.07  3.000
 97N  H23  C10  C11  109.31  3.000
 97N  H22  C10  C11  109.23  3.000
 97N  H23  C10  C9   109.60  3.000
 97N  H22  C10  C9   109.16  3.000
 97N  C11  C10  C9   113.21  3.000
 97N  H25  C11  H24  106.10  3.000
 97N  H25  C11  C12  109.45  3.000
 97N  H24  C11  C12  109.41  3.000
 97N  H25  C11  C10  109.22  3.000
 97N  H24  C11  C10  109.41  3.000
 97N  C12  C11  C10  113.02  3.000
 97N  H27  C12  H26  106.06  3.000
 97N  H27  C12  C13  109.39  3.000
 97N  H26  C12  C13  109.33  3.000
 97N  H27  C12  C11  109.49  3.000
 97N  H26  C12  C11  109.28  3.000
 97N  C13  C12  C11  113.05  3.000
 97N  H29  C13  H28  106.48  3.000
 97N  H29  C13  C14  110.01  3.000
 97N  H28  C13  C14  109.81  3.000
 97N  H29  C13  C12  109.35  3.000
 97N  H28  C13  C12  109.38  3.000
 97N  C14  C13  C12  111.66  3.000
 97N  H31  C14  H30  105.38  3.000
 97N  H31  C14  C15  108.28  3.000
 97N  H30  C14  C15  107.82  3.000
 97N  H31  C14  C13  110.64  3.000
 97N  H30  C14  C13  110.38  3.000
 97N  C15  C14  C13  113.94  3.000
 97N  C14  C15  O1   111.33  3.000
 97N  O1   C15  O    123.26  3.000
 97N  C14  C15  O    125.41  3.000
 97N  H33  C16  H32  107.87  3.000
 97N  H33  C16  C17  110.22  3.000
 97N  H32  C16  C17  110.60  3.000
 97N  H33  C16  O1   110.23  3.000
 97N  H32  C16  O1   110.28  3.000
 97N  C17  C16  O1   107.66  3.000
 97N  H34  C17  C18  108.35  3.000
 97N  H34  C17  C16  108.55  3.000
 97N  C18  C17  C16  109.18  3.000
 97N  H34  C17  O2   105.80  3.000
 97N  C18  C17  O2   112.64  3.000
 97N  C16  C17  O2   112.14  3.000
 97N  H36  C18  H35  106.74  3.000
 97N  H36  C18  C17  109.09  3.000
 97N  H35  C18  C17  108.67  3.000
 97N  H36  C18  O3   111.74  3.000
 97N  H35  C18  O3   111.76  3.000
 97N  C17  C18  O3   108.75  3.000
 97N  H11  O3   C18  108.02  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
 97N  Var_01  C8   C7   C6   C5      1.87   0.0  2
 97N  Var_02  C3   C2   C1   C     179.80  30.0  3
 97N  Var_03  C13  C14  C15  O       4.84  30.0  2
 97N  Var_04  C4   C3   C2   C1    179.43  30.0  3
 97N  Var_05  C5   C4   C3   C2    179.74  30.0  3
 97N  Var_06  C6   C5   C4   C3    176.58  30.0  3
 97N  Var_07  C7   C6   C5   C4    112.99  30.0  3
 97N  Var_08  C9   C8   C7   C6    120.28  30.0  3
 97N  Var_09  C10  C9   C8   C7    175.25  30.0  3
 97N  Var_10  C11  C10  C9   C8   -179.29  30.0  3
 97N  Var_11  C12  C11  C10  C9    178.87  30.0  3
 97N  Var_12  C13  C12  C11  C10  -179.46  30.0  3
 97N  Var_13  C14  C13  C12  C11  -179.97  30.0  3
 97N  Var_14  C15  C14  C13  C12  -179.91  30.0  3
 97N  Var_15  C17  C16  O1   C15  -179.80  30.0  3
 97N  Var_16  H1   C    C1   C2     58.71  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
 97N  chir_01  C17  O2  C16  C18  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
 97N  plan-1  C5   0.020
 97N  plan-1  C6   0.020
 97N  plan-1  C7   0.020
 97N  plan-1  C8   0.020
 97N  plan-1  H16  0.020
 97N  plan-1  H17  0.020
 97N  plan-2  O    0.020
 97N  plan-2  O1   0.020
 97N  plan-2  C14  0.020
 97N  plan-2  C15  0.020

