# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Jul 30 07:42:17 2022
#   Inital geometry file: a 96 line input string
#   Ligand name: 2-{[(4R)-4-hydroxyhexyl]oxy}ethyl pentanoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCC(=O)OCCOCCC[C@H](O)CC
#
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
 97C  97C  "2-{[(4R)-4-hydroxyhexyl]oxy}ethyl pentanoate"  ligand  43  17  .  2022-09-16  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_97C
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
 97C  C15  C  CH2   0  -0.204   0.0507   9.9100   8.4647
 97C  C10  C  CH2   0  -0.584   2.7232  13.6597   7.7769
 97C  C07  C  CH3   0  -0.659   4.8223  16.9257   7.8435
 97C  C08  C  CH2   0  -0.420   3.8061  15.8998   7.3629
 97C  C09  C  CH2   0  -0.409   3.7416  14.6754   8.2670
 97C  C11  C  C     0   0.601   2.6175  12.4374   8.6474
 97C  C14  C  CH2   0  -0.212   1.3850  10.4311   8.9523
 97C  C17  C  CH2   0  -0.158  -1.4616  11.0870   9.8931
 97C  C18  C  CH2   0  -0.470  -2.6533  12.0244   9.8695
 97C  C19  C  CH2   0  -0.471  -2.3917  13.4903   9.5081
 97C  C20  C  CH1   0   0.076  -2.1959  13.8156   8.0267
 97C  C22  C  CH2   0  -0.447  -2.2756  15.3161   7.7586
 97C  C23  C  CH3   0  -0.675  -3.6672  15.9096   7.9319
 97C  O12  O  O     0  -0.444   3.2683  12.2273   9.6393
 97C  O13  O  O2    0  -0.459   1.6948  11.5958   8.1875
 97C  O16  O  O2    0  -0.500  -1.0000  10.8441   8.5742
 97C  O21  O  OH1   0  -0.700  -0.9486  13.3822   7.5301
 97C  H1   H  HCH2  0   0.231  -0.1816   8.9944   9.0227
 97C  H2   H  HCH2  0   0.251   0.1160   9.6408   7.4088
 97C  H3   H  HCH2  0   0.269   1.7272  14.1087   7.7087
 97C  H4   H  HCH2  0   0.270   2.9648  13.3345   6.7595
 97C  H5   H  HCH3  0   0.227   4.8603  17.7911   7.1813
 97C  H6   H  HCH3  0   0.217   4.5762  17.2865   8.8439
 97C  H7   H  HCH3  0   0.217   5.8257  16.4983   7.8860
 97C  H8   H  HCH2  0   0.215   2.8162  16.3627   7.3061
 97C  H9   H  HCH2  0   0.214   4.0528  15.5865   6.3440
 97C  H10  H  HCH2  0   0.222   4.7314  14.2139   8.3205
 97C  H11  H  HCH2  0   0.222   3.4926  14.9912   9.2838
 97C  H12  H  HCH2  0   0.250   2.1466   9.6613   8.8011
 97C  H13  H  HCH2  0   0.244   1.3600  10.6667  10.0177
 97C  H14  H  HCH2  0   0.212  -0.6696  11.5162  10.5193
 97C  H15  H  HCH2  0   0.224  -1.7561  10.1352  10.3521
 97C  H16  H  HCH2  0   0.242  -3.0686  11.9986  10.8802
 97C  H17  H  HCH2  0   0.229  -3.4305  11.6101   9.2190
 97C  H18  H  HCH2  0   0.218  -1.5314  13.8679  10.0729
 97C  H19  H  HCH2  0   0.234  -3.2557  14.0577   9.8622
 97C  H20  H  HCH1  0   0.169  -3.0182  13.3341   7.4687
 97C  H21  H  HCH2  0   0.212  -1.5633  15.8372   8.4071
 97C  H22  H  HCH2  0   0.224  -1.9434  15.4910   6.7315
 97C  H23  H  HCH3  0   0.232  -3.6782  16.9605   7.6424
 97C  H24  H  HCH3  0   0.218  -4.3987  15.3904   7.3099
 97C  H25  H  HCH3  0   0.221  -4.0166  15.8565   8.9633
 97C  H26  H  HOH1  0   0.451  -0.8295  12.4516   7.7783

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
 97C  C08  C07  single  1.522  0.020  1.522
 97C  C08  C09  single  1.523  0.020  1.523
 97C  C09  C10  single  1.519  0.020  1.519
 97C  C10  C11  single  1.504  0.020  1.504
 97C  O12  C11  double  1.205  0.020  1.205
 97C  C11  O13  single  1.331  0.020  1.331
 97C  O21  C20  single  1.411  0.020  1.411
 97C  C20  C22  single  1.526  0.020  1.526
 97C  C20  C19  single  1.529  0.020  1.529
 97C  O13  C14  single  1.427  0.020  1.427
 97C  C23  C22  single  1.523  0.020  1.523
 97C  C18  C19  single  1.532  0.020  1.532
 97C  C18  C17  single  1.516  0.020  1.516
 97C  O16  C15  single  1.410  0.020  1.410
 97C  O16  C17  single  1.418  0.020  1.418
 97C  C15  C14  single  1.513  0.020  1.513
 97C  C15  H1   single  0.970  0.020  1.090
 97C  C15  H2   single  0.970  0.020  1.090
 97C  C10  H3   single  0.970  0.020  1.090
 97C  C10  H4   single  0.970  0.020  1.090
 97C  C07  H5   single  0.970  0.020  1.090
 97C  C07  H6   single  0.970  0.020  1.090
 97C  C07  H7   single  0.970  0.020  1.090
 97C  C08  H8   single  0.970  0.020  1.090
 97C  C08  H9   single  0.970  0.020  1.090
 97C  C09  H10  single  0.970  0.020  1.090
 97C  C09  H11  single  0.970  0.020  1.090
 97C  C14  H12  single  0.970  0.020  1.090
 97C  C14  H13  single  0.970  0.020  1.090
 97C  C17  H14  single  0.970  0.020  1.090
 97C  C17  H15  single  0.970  0.020  1.090
 97C  C18  H16  single  0.970  0.020  1.090
 97C  C18  H17  single  0.970  0.020  1.090
 97C  C19  H18  single  0.970  0.020  1.090
 97C  C19  H19  single  0.970  0.020  1.090
 97C  C20  H20  single  0.970  0.020  1.090
 97C  C22  H21  single  0.970  0.020  1.090
 97C  C22  H22  single  0.970  0.020  1.090
 97C  C23  H23  single  0.970  0.020  1.090
 97C  C23  H24  single  0.970  0.020  1.090
 97C  C23  H25  single  0.970  0.020  1.090
 97C  O21  H26  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
 97C  H2   C15  H1   107.39  3.000
 97C  H2   C15  O16  106.44  3.000
 97C  H1   C15  O16  110.83  3.000
 97C  H2   C15  C14  110.11  3.000
 97C  H1   C15  C14  108.07  3.000
 97C  O16  C15  C14  113.82  3.000
 97C  H4   C10  H3   105.34  3.000
 97C  H4   C10  C11  108.17  3.000
 97C  H3   C10  C11  107.78  3.000
 97C  H4   C10  C09  110.51  3.000
 97C  H3   C10  C09  110.84  3.000
 97C  C11  C10  C09  113.80  3.000
 97C  H7   C07  H6   107.52  3.000
 97C  H7   C07  H5   107.60  3.000
 97C  H6   C07  H5   107.59  3.000
 97C  H7   C07  C08  111.24  3.000
 97C  H6   C07  C08  111.20  3.000
 97C  H5   C07  C08  111.50  3.000
 97C  H9   C08  H8   106.07  3.000
 97C  H9   C08  C09  109.39  3.000
 97C  H8   C08  C09  109.42  3.000
 97C  H9   C08  C07  109.66  3.000
 97C  H8   C08  C07  109.59  3.000
 97C  C09  C08  C07  112.50  3.000
 97C  H11  C09  H10  106.41  3.000
 97C  H11  C09  C08  109.23  3.000
 97C  H10  C09  C08  109.26  3.000
 97C  H11  C09  C10  109.90  3.000
 97C  H10  C09  C10  109.90  3.000
 97C  C08  C09  C10  111.97  3.000
 97C  O13  C11  O12  123.28  3.000
 97C  O13  C11  C10  111.26  3.000
 97C  O12  C11  C10  125.46  3.000
 97C  H13  C14  H12  107.63  3.000
 97C  H13  C14  O13  110.60  3.000
 97C  H12  C14  O13  110.44  3.000
 97C  H13  C14  C15  111.64  3.000
 97C  H12  C14  C15  109.10  3.000
 97C  O13  C14  C15  107.44  3.000
 97C  H15  C17  H14  107.12  3.000
 97C  H15  C17  O16  109.14  3.000
 97C  H14  C17  O16  111.28  3.000
 97C  H15  C17  C18  109.38  3.000
 97C  H14  C17  C18  109.54  3.000
 97C  O16  C17  C18  110.32  3.000
 97C  H17  C18  H16  105.71  3.000
 97C  H17  C18  C19  110.06  3.000
 97C  H16  C18  C19  107.79  3.000
 97C  H17  C18  C17  109.46  3.000
 97C  H16  C18  C17  105.65  3.000
 97C  C19  C18  C17  117.44  3.000
 97C  H19  C19  H18  105.94  3.000
 97C  H19  C19  C20  107.74  3.000
 97C  H18  C19  C20  108.99  3.000
 97C  H19  C19  C18  106.58  3.000
 97C  H18  C19  C18  110.00  3.000
 97C  C20  C19  C18  116.99  3.000
 97C  H20  C20  O21  110.28  3.000
 97C  H20  C20  C22  107.52  3.000
 97C  O21  C20  C22  106.64  3.000
 97C  H20  C20  C19  107.54  3.000
 97C  C22  C20  C19  111.87  3.000
 97C  O21  C20  C19  112.88  3.000
 97C  H22  C22  H21  106.41  3.000
 97C  H22  C22  C23  108.79  3.000
 97C  H21  C22  C23  109.97  3.000
 97C  H22  C22  C20  107.84  3.000
 97C  H21  C22  C20  109.25  3.000
 97C  C23  C22  C20  114.26  3.000
 97C  H25  C23  H24  107.53  3.000
 97C  H25  C23  H23  107.15  3.000
 97C  H24  C23  H23  107.48  3.000
 97C  H25  C23  C22  112.43  3.000
 97C  H24  C23  C22  111.24  3.000
 97C  H23  C23  C22  110.78  3.000
 97C  C14  O13  C11  118.78  3.000
 97C  C17  O16  C15  115.35  3.000
 97C  H26  O21  C20  108.24  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
 97C  Var_01  C18  C17  O16  C15  -175.78  30.0  3
 97C  Var_02  C11  O13  C14  C15   162.20  30.0  1
 97C  Var_03  C07  C08  C09  C10   179.97  30.0  1
 97C  Var_04  C14  O13  C11  C10  -175.00  30.0  3
 97C  Var_05  C11  C10  C09  C08  -179.51  30.0  3
 97C  Var_06  O12  C11  C10  C09    -0.96  30.0  3
 97C  Var_07  O13  C11  C10  C09   178.77  30.0  3
 97C  Var_08  O12  C11  O13  C14     4.73  30.0  1
 97C  Var_09  C17  O16  C15  C14   -72.79  30.0  1
 97C  Var_10  C20  C19  C18  C17    78.09  30.0  3
 97C  Var_11  O16  C17  C18  C19   -70.99  30.0  3
 97C  Var_12  O16  C15  C14  O13   -58.32  30.0  2
 97C  Var_13  H14  C17  O16  C15    62.42  30.0  3
 97C  Var_14  H15  C17  O16  C15   -55.58  30.0  3
 97C  Var_15  H8   C08  C09  C10    57.90  30.0  1
 97C  Var_16  H9   C08  C09  C10   -57.90  30.0  1
 97C  Var_17  H10  C09  C08  C07   -58.04  30.0  3
 97C  Var_18  H11  C09  C08  C07    58.00  30.0  3
 97C  Var_19  H3   C10  C09  C08   -57.84  30.0  3
 97C  Var_20  H4   C10  C09  C08    58.56  30.0  3
 97C  Var_21  H5   C07  C08  C09   179.58  30.0  3
 97C  Var_22  H6   C07  C08  C09   -60.34  30.0  3
 97C  Var_23  H7   C07  C08  C09    59.46  30.0  3
 97C  Var_24  H10  C09  C10  C11    58.85  30.0  1
 97C  Var_25  H11  C09  C10  C11   -57.93  30.0  1
 97C  Var_26  H12  C14  O13  C11   -78.91  30.0  3
 97C  Var_27  H13  C14  O13  C11    40.13  30.0  3
 97C  Var_28  H18  C19  C18  C17   -46.93  30.0  3
 97C  Var_29  H19  C19  C18  C17  -161.35  30.0  3
 97C  Var_30  H1   C15  O16  C17    49.27  30.0  3
 97C  Var_31  H2   C15  O16  C17   165.73  30.0  3
 97C  Var_32  H14  C17  C18  C19    51.83  30.0  3
 97C  Var_33  H15  C17  C18  C19   168.95  30.0  3
 97C  Var_34  H23  C23  C22  C20  -174.98  30.0  3
 97C  Var_35  H24  C23  C22  C20   -55.50  30.0  3
 97C  Var_36  H25  C23  C22  C20    65.16  30.0  3
 97C  Var_37  H16  C18  C19  C20  -162.85  30.0  1
 97C  Var_38  H17  C18  C19  C20   -48.02  30.0  1
 97C  Var_39  H3   C10  C11  O12  -124.31  30.0  2
 97C  Var_40  H4   C10  C11  O12   122.25  30.0  2
 97C  Var_41  H3   C10  C11  O13    55.42  30.0  2
 97C  Var_42  H4   C10  C11  O13   -58.02  30.0  2
 97C  Var_43  H1   C15  C14  O13   178.10  30.0  2
 97C  Var_44  H2   C15  C14  O13    61.09  30.0  2
 97C  Var_45  H12  C14  C15  O16  -178.07  30.0  3
 97C  Var_46  H13  C14  C15  O16    63.10  30.0  3
 97C  Var_47  H16  C18  C17  O16   168.81  30.0  1
 97C  Var_48  H17  C18  C17  O16    55.41  30.0  1

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
 97C  chir_01  C20  O21  C22  C19  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
 97C  plan-1  C10  0.020
 97C  plan-1  C11  0.020
 97C  plan-1  O12  0.020
 97C  plan-1  O13  0.020

