# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 12 04:19:32 2022
#   Inital geometry file: a 105 line input string
#   Ligand name: 3-(2-hydroxyethyloxy)-2-[2-(2-hydroxyethyloxy)ethoxymethyl]-2-(2-hydroxyethyloxymethyl)propan-1-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OCCOCCOCC(CO)(COCCO)COCCO
#
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
 GO9  GO9  3-(2-hydroxyethyloxy)-2-[2-(2-hydroxyethyloxy)ethoxymethyl]-2-(2-hydroxyethyloxymethyl)propan-1-ol  ligand  49  21  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GO9
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
 GO9  C1   C  CT    0  -0.267   -8.9740  -3.8015  -2.8257
 GO9  C15  C  CH2   0  -0.155   -7.9658  -5.1474  -6.1042
 GO9  C17  C  CH2   0  -0.198  -10.8486  -0.9816  -4.3045
 GO9  C19  C  CH2   0  -0.182   -6.9743  -4.5411  -7.0774
 GO9  C2   C  CH2   0  -0.127  -10.0897  -4.2794  -1.8898
 GO9  C20  C  CH2   0  -0.185  -12.1636  -0.7873  -3.5705
 GO9  C25  C  CH2   0  -0.172  -11.5010   0.1540  -1.5026
 GO9  C3   C  CH2   0  -0.110   -8.9775  -4.7439  -4.0315
 GO9  C31  C  CH2   0  -0.185  -11.4681  -0.1266  -0.0215
 GO9  C5   C  CH2   0  -0.114   -7.6117  -3.8350  -2.1268
 GO9  C6   C  CH2   0  -0.118   -9.2090  -2.3497  -3.2556
 GO9  C7   C  CH2   0  -0.190   -6.0701  -5.3394  -1.1430
 GO9  C8   C  CH2   0  -0.177   -5.7808  -4.6570   0.1876
 GO9  O11  O  O2    0  -0.489   -7.3786  -5.1198  -1.6030
 GO9  O12  O  O2    0  -0.490   -8.0536  -4.2996  -4.9896
 GO9  O13  O  OH1   0  -0.665  -10.0168  -3.5864  -0.6647
 GO9  O14  O  O2    0  -0.490  -10.3338  -2.2766  -4.0950
 GO9  O21  O  O2    0  -0.482  -12.0764  -0.9393  -2.1761
 GO9  O22  O  OH1   0  -0.669   -6.8803  -5.4095  -8.1828
 GO9  O33  O  OH1   0  -0.667  -12.7830  -0.2065   0.4790
 GO9  O9   O  OH1   0  -0.668   -4.5042  -5.0888   0.6007
 GO9  H1   H  HCH2  0   0.199   -8.9445  -5.2608  -6.5923
 GO9  H2   H  HCH2  0   0.199   -7.6350  -6.1534  -5.8081
 GO9  H3   H  HCH2  0   0.216  -10.1191  -0.2108  -4.0288
 GO9  H4   H  HCH2  0   0.228  -11.0446  -0.8498  -5.3741
 GO9  H5   H  HCH2  0   0.197   -6.0072  -4.4118  -6.5743
 GO9  H6   H  HCH2  0   0.198   -7.3220  -3.5420  -7.3699
 GO9  H7   H  HCH2  0   0.208  -11.0558  -4.1162  -2.3821
 GO9  H8   H  HCH2  0   0.203   -9.9937  -5.3616  -1.7358
 GO9  H9   H  HCH2  0   0.199  -12.5733   0.1963  -3.8418
 GO9  H10  H  HCH2  0   0.230  -12.8772  -1.5392  -3.9171
 GO9  H11  H  HCH2  0   0.203  -10.4678   0.3377  -1.8248
 GO9  H12  H  HCH2  0   0.209  -12.0656   1.0761  -1.7044
 GO9  H13  H  HCH2  0   0.210   -9.9859  -4.7963  -4.4648
 GO9  H14  H  HCH2  0   0.211   -8.7288  -5.7607  -3.6985
 GO9  H15  H  HCH2  0   0.198  -10.9077  -1.0543   0.1504
 GO9  H16  H  HCH2  0   0.197  -10.8979   0.6829   0.4525
 GO9  H17  H  HCH2  0   0.212   -6.8262  -3.5706  -2.8476
 GO9  H18  H  HCH2  0   0.215   -7.5841  -3.0719  -1.3393
 GO9  H19  H  HCH2  0   0.208   -8.3188  -1.9672  -3.7734
 GO9  H20  H  HCH2  0   0.222   -9.3360  -1.7311  -2.3597
 GO9  H21  H  HCH2  0   0.229   -5.9615  -6.4196  -1.0163
 GO9  H22  H  HCH2  0   0.200   -5.3306  -5.0195  -1.8906
 GO9  H23  H  HCH2  0   0.199   -5.8174  -3.5660   0.0762
 GO9  H24  H  HCH2  0   0.195   -6.5626  -4.9343   0.9071
 GO9  H25  H  HOH1  0   0.455  -10.7818  -3.8296  -0.1365
 GO9  H26  H  HOH1  0   0.455   -6.2819  -5.0165  -8.8236
 GO9  H27  H  HOH1  0   0.452  -12.7343  -0.4354   1.4112
 GO9  H28  H  HOH1  0   0.454   -4.2816  -4.6374   1.4192

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
 GO9  O22  C19  single  1.409  0.020  1.409
 GO9  C19  C15  single  1.516  0.020  1.516
 GO9  C15  O12  single  1.403  0.020  1.403
 GO9  O12  C3   single  1.403  0.020  1.403
 GO9  C3   C1   single  1.530  0.020  1.530
 GO9  C17  O14  single  1.409  0.020  1.409
 GO9  C17  C20  single  1.518  0.020  1.518
 GO9  C6   O14  single  1.405  0.020  1.405
 GO9  C6   C1   single  1.532  0.020  1.532
 GO9  C1   C5   single  1.532  0.020  1.532
 GO9  C1   C2   single  1.533  0.020  1.533
 GO9  C20  O21  single  1.405  0.020  1.405
 GO9  C5   O11  single  1.407  0.020  1.407
 GO9  O11  C7   single  1.404  0.020  1.404
 GO9  C2   O13  single  1.409  0.020  1.409
 GO9  O21  C25  single  1.407  0.020  1.407
 GO9  C25  C31  single  1.508  0.020  1.508
 GO9  C7   C8   single  1.523  0.020  1.523
 GO9  C31  O33  single  1.409  0.020  1.409
 GO9  C8   O9   single  1.409  0.020  1.409
 GO9  C15  H1   single  0.970  0.020  1.090
 GO9  C15  H2   single  0.970  0.020  1.090
 GO9  C17  H3   single  0.970  0.020  1.090
 GO9  C17  H4   single  0.970  0.020  1.090
 GO9  C19  H5   single  0.970  0.020  1.090
 GO9  C19  H6   single  0.970  0.020  1.090
 GO9  C2   H7   single  0.970  0.020  1.090
 GO9  C2   H8   single  0.970  0.020  1.090
 GO9  C20  H9   single  0.970  0.020  1.090
 GO9  C20  H10  single  0.970  0.020  1.090
 GO9  C25  H11  single  0.970  0.020  1.090
 GO9  C25  H12  single  0.970  0.020  1.090
 GO9  C3   H13  single  0.970  0.020  1.090
 GO9  C3   H14  single  0.970  0.020  1.090
 GO9  C31  H15  single  0.970  0.020  1.090
 GO9  C31  H16  single  0.970  0.020  1.090
 GO9  C5   H17  single  0.970  0.020  1.090
 GO9  C5   H18  single  0.970  0.020  1.090
 GO9  C6   H19  single  0.970  0.020  1.090
 GO9  C6   H20  single  0.970  0.020  1.090
 GO9  C7   H21  single  0.970  0.020  1.090
 GO9  C7   H22  single  0.970  0.020  1.090
 GO9  C8   H23  single  0.970  0.020  1.090
 GO9  C8   H24  single  0.970  0.020  1.090
 GO9  O13  H25  single  0.850  0.020  0.980
 GO9  O22  H26  single  0.850  0.020  0.980
 GO9  O33  H27  single  0.850  0.020  0.980
 GO9  O9   H28  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
 GO9  C6   C1   C5   106.57  3.000
 GO9  C5   C1   C3   110.37  3.000
 GO9  C6   C1   C3   111.22  3.000
 GO9  C5   C1   C2   111.23  3.000
 GO9  C6   C1   C2   110.80  3.000
 GO9  C3   C1   C2   106.71  3.000
 GO9  H2   C15  H1   107.03  3.000
 GO9  H2   C15  O12  110.96  3.000
 GO9  H1   C15  O12  111.05  3.000
 GO9  H2   C15  C19  110.01  3.000
 GO9  H1   C15  C19  109.78  3.000
 GO9  O12  C15  C19  108.01  3.000
 GO9  H4   C17  H3   106.25  3.000
 GO9  H4   C17  O14  108.73  3.000
 GO9  H3   C17  O14  111.44  3.000
 GO9  H4   C17  C20  107.56  3.000
 GO9  H3   C17  C20  111.39  3.000
 GO9  O14  C17  C20  111.23  3.000
 GO9  H6   C19  H5   107.10  3.000
 GO9  H6   C19  O22  111.91  3.000
 GO9  H5   C19  O22  111.92  3.000
 GO9  H6   C19  C15  109.15  3.000
 GO9  H5   C19  C15  109.21  3.000
 GO9  O22  C19  C15  107.51  3.000
 GO9  H8   C2   H7   106.67  3.000
 GO9  H8   C2   O13  111.00  3.000
 GO9  H7   C2   O13  111.27  3.000
 GO9  H8   C2   C1   109.24  3.000
 GO9  H7   C2   C1   108.71  3.000
 GO9  O13  C2   C1   109.87  3.000
 GO9  H10  C20  H9   107.09  3.000
 GO9  H10  C20  O21  106.31  3.000
 GO9  H9   C20  O21  111.39  3.000
 GO9  H10  C20  C17  108.91  3.000
 GO9  H9   C20  C17  108.53  3.000
 GO9  O21  C20  C17  114.33  3.000
 GO9  H12  C25  H11  106.80  3.000
 GO9  H12  C25  O21  110.71  3.000
 GO9  H11  C25  O21  111.99  3.000
 GO9  H12  C25  C31  110.33  3.000
 GO9  H11  C25  C31  107.39  3.000
 GO9  O21  C25  C31  109.54  3.000
 GO9  H14  C3   H13  106.45  3.000
 GO9  H14  C3   O12  110.55  3.000
 GO9  H13  C3   O12  110.50  3.000
 GO9  H14  C3   C1   109.31  3.000
 GO9  H13  C3   C1   110.01  3.000
 GO9  O12  C3   C1   109.97  3.000
 GO9  H16  C31  H15  106.89  3.000
 GO9  H16  C31  O33  111.91  3.000
 GO9  H15  C31  O33  111.89  3.000
 GO9  H16  C31  C25  107.36  3.000
 GO9  H15  C31  C25  108.80  3.000
 GO9  O33  C31  C25  109.82  3.000
 GO9  H18  C5   H17  106.60  3.000
 GO9  H18  C5   O11  111.34  3.000
 GO9  H17  C5   O11  110.22  3.000
 GO9  H18  C5   C1   109.56  3.000
 GO9  H17  C5   C1   109.35  3.000
 GO9  O11  C5   C1   109.71  3.000
 GO9  H20  C6   H19  106.42  3.000
 GO9  H20  C6   O14  111.48  3.000
 GO9  H19  C6   O14  110.42  3.000
 GO9  H20  C6   C1   108.85  3.000
 GO9  H19  C6   C1   109.75  3.000
 GO9  O14  C6   C1   109.85  3.000
 GO9  H22  C7   H21  107.43  3.000
 GO9  H22  C7   O11  111.02  3.000
 GO9  H21  C7   O11  106.56  3.000
 GO9  H22  C7   C8   109.63  3.000
 GO9  H21  C7   C8   108.82  3.000
 GO9  O11  C7   C8   113.15  3.000
 GO9  H24  C8   H23  107.09  3.000
 GO9  H24  C8   O9   112.05  3.000
 GO9  H23  C8   O9   111.39  3.000
 GO9  H24  C8   C7   108.90  3.000
 GO9  H23  C8   C7   110.51  3.000
 GO9  O9   C8   C7   106.91  3.000
 GO9  C7   O11  C5   114.78  3.000
 GO9  C3   O12  C15  113.09  3.000
 GO9  H25  O13  C2   108.19  3.000
 GO9  C6   O14  C17  115.40  3.000
 GO9  C25  O21  C20  114.60  3.000
 GO9  H26  O22  C19  108.23  3.000
 GO9  H27  O33  C31  108.10  3.000
 GO9  H28  O9   C8   108.39  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
 GO9  Var_01  O12  C3   C1   C2   175.01  30.0  2
 GO9  Var_02  O14  C6   C1   C2   -68.50  30.0  1
 GO9  Var_03  O11  C5   C1   C2    54.18  30.0  3
 GO9  Var_04  C31  C25  O21  C20  179.81  30.0  3
 GO9  Var_05  O13  C2   C1   C3   171.16  30.0  3
 GO9  Var_06  C8   C7   O11  C5    74.92  30.0  3
 GO9  Var_07  O9   C8   C7   O11  173.16  30.0  3
 GO9  Var_08  O22  C19  C15  O12  179.18  30.0  1
 GO9  Var_09  O21  C20  C17  O14   60.46  30.0  3
 GO9  Var_10  O33  C31  C25  O21  -65.40  30.0  3
 GO9  Var_11  H13  C3   O12  C15  -60.67  30.0  3
 GO9  Var_12  H9   C20  O21  C25  -47.09  30.0  1
 GO9  Var_13  H1   C15  O12  C3    57.87  30.0  1
 GO9  Var_14  H3   C17  O14  C6    17.27  30.0  1

