# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 08:49:58 2020
#   Inital geometry file: a 157 line input string
#   Ligand name: (2S)-3-{4-[3-(4-{[(2R)-2-hydroxy-3,3-dimethylbutyl]oxy}phenyl)pentan-3-yl]phenoxy}propane-1,2-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(CC)(c1ccc(OC[C@@H](O)CO)cc1)c2ccc(OC[C@H](O)C(C)(C)C)cc2
#
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
 O11  O11  (2S)-3-{4-[3-(4-{[(2R)-2-hydroxy-3,3-dimethylbutyl]oxy}phenyl)pentan-3-yl]phenoxy}propane-1,2-diol  ligand  69  31  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_O11
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
 O11  C14  C  CR16  0  -0.267   0.6658  -0.2873  -0.6906
 O11  C13  C  CR6   0   0.146   0.6584  -1.4549   0.0766
 O11  C1   C  CH2   0  -0.162  -7.5769   3.1767   0.8303
 O11  C6   C  CR16  0  -0.315  -2.7969  -1.9317  -1.0711
 O11  C5   C  CR16  0  -0.338  -3.9839  -1.2274  -1.1997
 O11  C4   C  CR6   0   0.368  -4.2586  -0.1487  -0.3645
 O11  C3   C  CH2   0  -0.195  -5.8006   1.5182   0.3297
 O11  C2   C  CH1   0  -0.042  -7.1881   2.0042  -0.0568
 O11  C7   C  CR6   0   0.126  -1.8398  -1.5903  -0.1193
 O11  O02  O  OH1   0  -0.655  -8.1399   0.9690  -0.0316
 O11  C9   C  CR16  0  -0.371  -3.3190   0.2087   0.6005
 O11  C8   C  CR16  0  -0.264  -2.1362  -0.5086   0.7067
 O11  C10  C  CT    0  -0.193  -0.5578  -2.3810   0.1169
 O11  C11  C  CH2   0  -0.425  -0.3318  -3.4977  -0.9296
 O11  C25  C  CH3   0  -0.668   0.0476  -3.0446  -2.3343
 O11  C12  C  CH2   0  -0.408  -0.6836  -3.0480   1.5129
 O11  C26  C  CH3   0  -0.666  -1.9595  -3.8493   1.7384
 O11  C15  C  CR16  0  -0.341   1.7888   0.5117  -0.7982
 O11  C18  C  CR16  0  -0.306   1.8455  -1.7828   0.7221
 O11  C17  C  CR16  0  -0.370   2.9887  -0.9945   0.6274
 O11  C16  C  CR6   0   0.367   2.9676   0.1664  -0.1377
 O11  O04  O  O2    0  -0.474   4.0127   1.0041  -0.2939
 O11  C19  C  CH2   0  -0.206   5.2734   0.6187   0.2199
 O11  C20  C  CH1   0   0.043   6.2809   1.6884  -0.1825
 O11  O05  O  OH1   0  -0.662   6.2526   1.9021  -1.5754
 O11  C21  C  CT    0  -0.122   7.7094   1.4117   0.3455
 O11  C22  C  CH3   0  -0.639   8.5970   2.6074  -0.0095
 O11  C23  C  CH3   0  -0.660   7.6869   1.2612   1.8695
 O11  C24  C  CH3   0  -0.670   8.3065   0.1444  -0.2739
 O11  H1   H  HCR6  0   0.248  -0.2260   0.0159  -1.2233
 O11  H2   H  HCH2  0   0.197  -7.6355   2.8341   1.8742
 O11  H3   H  HCH2  0   0.203  -6.7795   3.9299   0.7902
 O11  H4   H  HCR6  0   0.251  -2.6419  -2.7698  -1.7369
 O11  H5   H  HCR6  0   0.255  -4.7077  -1.5198  -1.9508
 O11  H6   H  HCH2  0   0.228  -5.0894   2.3499   0.2709
 O11  H7   H  HCH2  0   0.223  -5.8009   1.1576   1.3671
 O11  H8   H  HCH1  0   0.239  -7.1545   2.3529  -1.0946
 O11  H9   H  HOH1  0   0.456  -9.0586   4.4106   0.9720
 O11  H10  H  HOH1  0   0.444  -8.2288   0.6528   0.8744
 O11  H11  H  HCR6  0   0.273  -3.4843   1.0373   1.2761
 O11  H12  H  HCR6  0   0.249  -1.4271  -0.2056   1.4686
 O11  H13  H  HCH2  0   0.234   0.4684  -4.1375  -0.5479
 O11  H14  H  HCH2  0   0.229  -1.2167  -4.1374  -0.9753
 O11  H15  H  HCH3  0   0.232   0.0569  -3.8979  -3.0134
 O11  H16  H  HCH3  0   0.221  -0.6472  -2.3099  -2.7421
 O11  H17  H  HCH3  0   0.228   1.0406  -2.5966  -2.3538
 O11  H18  H  HCH2  0   0.227   0.1677  -3.7173   1.6623
 O11  H19  H  HCH2  0   0.229  -0.6042  -2.2767   2.2841
 O11  H20  H  HCH3  0   0.227  -2.8461  -3.2160   1.7361
 O11  H21  H  HCH3  0   0.222  -2.1024  -4.6207   0.9810
 O11  H22  H  HCH3  0   0.231  -1.9173  -4.3504   2.7063
 O11  H23  H  HCR6  0   0.254   1.7601   1.4108  -1.4019
 O11  H24  H  HCR6  0   0.245   1.9099  -2.6785   1.3256
 O11  H25  H  HCR6  0   0.272   3.8770  -1.3062   1.1606
 O11  H26  H  HCH2  0   0.233   5.2295   0.5310   1.3093
 O11  H27  H  HCH2  0   0.223   5.5602  -0.3632  -0.1786
 O11  H28  H  HCH1  0   0.233   5.9520   2.6355   0.2618
 O11  H29  H  HOH1  0   0.443   6.4962   1.0846  -2.0224
 O11  H30  H  HCH3  0   0.222   8.2257   3.5271   0.4490
 O11  H31  H  HCH3  0   0.225   9.6140   2.4453   0.3535
 O11  H32  H  HCH3  0   0.229   8.6503   2.7695  -1.0860
 O11  H33  H  HCH3  0   0.229   7.1910   0.3440   2.1910
 O11  H34  H  HCH3  0   0.234   8.7071   1.2254   2.2554
 O11  H35  H  HCH3  0   0.229   7.1820   2.1032   2.3488
 O11  H36  H  HCH3  0   0.223   8.3909   0.2092  -1.3610
 O11  H37  H  HCH3  0   0.239   9.3169  -0.0148   0.1064
 O11  H38  H  HCH3  0   0.231   7.7273  -0.7487  -0.0316
 O11  O03  O  O2    0  -0.473  -5.4363   0.4816  -0.5565
 O11  O01  O  OH1   0  -0.667  -8.8054   3.6942   0.3834

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
 O11  O01  C1   single    1.406  0.020  1.406
 O11  C1   C2   single    1.521  0.020  1.521
 O11  O02  C2   single    1.406  0.020  1.406
 O11  C2   C3   single    1.520  0.020  1.520
 O11  C3   O03  single    1.412  0.020  1.412
 O11  O03  C4   single    1.349  0.020  1.349
 O11  C4   C5   aromatic  1.392  0.020  1.392
 O11  C4   C9   aromatic  1.393  0.020  1.393
 O11  C5   C6   aromatic  1.386  0.020  1.386
 O11  C9   C8   aromatic  1.387  0.020  1.387
 O11  C6   C7   aromatic  1.392  0.020  1.392
 O11  C8   C7   aromatic  1.393  0.020  1.393
 O11  C7   C10  single    1.525  0.020  1.525
 O11  C26  C12  single    1.523  0.020  1.523
 O11  C10  C12  single    1.552  0.020  1.552
 O11  C10  C13  single    1.529  0.020  1.529
 O11  C10  C11  single    1.547  0.020  1.547
 O11  C14  C13  aromatic  1.397  0.020  1.397
 O11  C14  C15  aromatic  1.382  0.020  1.382
 O11  C13  C18  aromatic  1.390  0.020  1.390
 O11  C22  C21  single    1.531  0.020  1.531
 O11  C11  C25  single    1.524  0.020  1.524
 O11  C15  C16  aromatic  1.395  0.020  1.395
 O11  C23  C21  single    1.532  0.020  1.532
 O11  C18  C17  aromatic  1.392  0.020  1.392
 O11  C16  C17  aromatic  1.391  0.020  1.391
 O11  C16  O04  single    1.348  0.020  1.348
 O11  C21  C20  single    1.548  0.020  1.548
 O11  C21  C24  single    1.532  0.020  1.532
 O11  C19  O04  single    1.415  0.020  1.415
 O11  C19  C20  single    1.524  0.020  1.524
 O11  O05  C20  single    1.409  0.020  1.409
 O11  C14  H1   single    0.930  0.020  1.080
 O11  C1   H2   single    0.970  0.020  1.090
 O11  C1   H3   single    0.970  0.020  1.090
 O11  C6   H4   single    0.930  0.020  1.080
 O11  C5   H5   single    0.930  0.020  1.080
 O11  C3   H6   single    0.970  0.020  1.090
 O11  C3   H7   single    0.970  0.020  1.090
 O11  C2   H8   single    0.970  0.020  1.090
 O11  O01  H9   single    0.850  0.020  0.980
 O11  O02  H10  single    0.850  0.020  0.980
 O11  C9   H11  single    0.930  0.020  1.080
 O11  C8   H12  single    0.930  0.020  1.080
 O11  C11  H13  single    0.970  0.020  1.090
 O11  C11  H14  single    0.970  0.020  1.090
 O11  C25  H15  single    0.970  0.020  1.090
 O11  C25  H16  single    0.970  0.020  1.090
 O11  C25  H17  single    0.970  0.020  1.090
 O11  C12  H18  single    0.970  0.020  1.090
 O11  C12  H19  single    0.970  0.020  1.090
 O11  C26  H20  single    0.970  0.020  1.090
 O11  C26  H21  single    0.970  0.020  1.090
 O11  C26  H22  single    0.970  0.020  1.090
 O11  C15  H23  single    0.930  0.020  1.080
 O11  C18  H24  single    0.930  0.020  1.080
 O11  C17  H25  single    0.930  0.020  1.080
 O11  C19  H26  single    0.970  0.020  1.090
 O11  C19  H27  single    0.970  0.020  1.090
 O11  C20  H28  single    0.970  0.020  1.090
 O11  O05  H29  single    0.850  0.020  0.980
 O11  C22  H30  single    0.970  0.020  1.090
 O11  C22  H31  single    0.970  0.020  1.090
 O11  C22  H32  single    0.970  0.020  1.090
 O11  C23  H33  single    0.970  0.020  1.090
 O11  C23  H34  single    0.970  0.020  1.090
 O11  C23  H35  single    0.970  0.020  1.090
 O11  C24  H36  single    0.970  0.020  1.090
 O11  C24  H37  single    0.970  0.020  1.090
 O11  C24  H38  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
 O11  H1   C14  C15  117.98  3.000
 O11  H1   C14  C13  120.01  3.000
 O11  C15  C14  C13  122.01  3.000
 O11  C18  C13  C10  121.60  3.000
 O11  C18  C13  C14  116.58  3.000
 O11  C10  C13  C14  121.66  3.000
 O11  H3   C1   H2   106.68  3.000
 O11  H3   C1   O01  111.75  3.000
 O11  H2   C1   O01  111.70  3.000
 O11  H3   C1   C2   108.78  3.000
 O11  H2   C1   C2   109.08  3.000
 O11  O01  C1   C2   108.77  3.000
 O11  H4   C6   C7   120.82  3.000
 O11  H4   C6   C5   117.34  3.000
 O11  C7   C6   C5   121.84  3.000
 O11  H5   C5   C4   119.57  3.000
 O11  H5   C5   C6   119.96  3.000
 O11  C4   C5   C6   120.47  3.000
 O11  C9   C4   O03  124.55  3.000
 O11  C9   C4   C5   118.77  3.000
 O11  O03  C4   C5   116.68  3.000
 O11  H7   C3   H6   107.47  3.000
 O11  H7   C3   O03  110.61  3.000
 O11  H6   C3   O03  110.86  3.000
 O11  H7   C3   C2   110.17  3.000
 O11  H6   C3   C2   109.64  3.000
 O11  O03  C3   C2   108.10  3.000
 O11  H8   C2   O02  105.79  3.000
 O11  H8   C2   C3   108.34  3.000
 O11  O02  C2   C3   112.20  3.000
 O11  H8   C2   C1   108.37  3.000
 O11  C3   C2   C1   109.36  3.000
 O11  O02  C2   C1   112.58  3.000
 O11  C10  C7   C8   119.33  3.000
 O11  C10  C7   C6   123.83  3.000
 O11  C8   C7   C6   116.72  3.000
 O11  H10  O02  C2   108.71  3.000
 O11  H11  C9   C8   118.58  3.000
 O11  H11  C9   C4   121.73  3.000
 O11  C8   C9   C4   119.69  3.000
 O11  H12  C8   C9   117.84  3.000
 O11  H12  C8   C7   119.65  3.000
 O11  C9   C8   C7   122.51  3.000
 O11  C12  C10  C11  108.06  3.000
 O11  C11  C10  C7   113.10  3.000
 O11  C12  C10  C7   107.10  3.000
 O11  C11  C10  C13  107.64  3.000
 O11  C12  C10  C13  110.39  3.000
 O11  C7   C10  C13  110.52  3.000
 O11  H14  C11  H13  105.35  3.000
 O11  H14  C11  C25  109.70  3.000
 O11  H13  C11  C25  108.27  3.000
 O11  H14  C11  C10  109.42  3.000
 O11  H13  C11  C10  107.05  3.000
 O11  C25  C11  C10  116.45  3.000
 O11  H17  C25  H16  107.28  3.000
 O11  H17  C25  H15  107.62  3.000
 O11  H16  C25  H15  107.44  3.000
 O11  H17  C25  C11  111.45  3.000
 O11  H16  C25  C11  112.74  3.000
 O11  H15  C25  C11  110.09  3.000
 O11  H19  C12  H18  106.20  3.000
 O11  H19  C12  C26  109.11  3.000
 O11  H18  C12  C26  108.06  3.000
 O11  H19  C12  C10  108.98  3.000
 O11  H18  C12  C10  108.83  3.000
 O11  C26  C12  C10  115.28  3.000
 O11  H22  C26  H21  107.24  3.000
 O11  H22  C26  H20  107.48  3.000
 O11  H21  C26  H20  107.64  3.000
 O11  H22  C26  C12  109.91  3.000
 O11  H21  C26  C12  112.27  3.000
 O11  H20  C26  C12  112.06  3.000
 O11  H23  C15  C16  119.46  3.000
 O11  H23  C15  C14  120.10  3.000
 O11  C16  C15  C14  120.44  3.000
 O11  H24  C18  C17  117.25  3.000
 O11  H24  C18  C13  120.33  3.000
 O11  C17  C18  C13  122.42  3.000
 O11  H25  C17  C16  121.60  3.000
 O11  H25  C17  C18  118.54  3.000
 O11  C16  C17  C18  119.86  3.000
 O11  O04  C16  C17  124.79  3.000
 O11  O04  C16  C15  116.52  3.000
 O11  C17  C16  C15  118.69  3.000
 O11  C19  O04  C16  118.64  3.000
 O11  H27  C19  H26  107.48  3.000
 O11  H27  C19  C20  111.06  3.000
 O11  H26  C19  C20  110.24  3.000
 O11  H27  C19  O04  110.15  3.000
 O11  H26  C19  O04  110.35  3.000
 O11  C20  C19  O04  107.58  3.000
 O11  H28  C20  C21  107.04  3.000
 O11  H28  C20  O05  105.27  3.000
 O11  C21  C20  O05  112.51  3.000
 O11  H28  C20  C19  107.52  3.000
 O11  O05  C20  C19  110.74  3.000
 O11  C21  C20  C19  113.25  3.000
 O11  H29  O05  C20  108.96  3.000
 O11  C24  C21  C23  109.07  3.000
 O11  C24  C21  C22  109.05  3.000
 O11  C23  C21  C22  108.42  3.000
 O11  C24  C21  C20  111.70  3.000
 O11  C23  C21  C20  110.08  3.000
 O11  C22  C21  C20  108.44  3.000
 O11  H32  C22  H31  107.75  3.000
 O11  H32  C22  H30  107.81  3.000
 O11  H31  C22  H30  107.57  3.000
 O11  H32  C22  C21  111.93  3.000
 O11  H31  C22  C21  110.30  3.000
 O11  H30  C22  C21  111.29  3.000
 O11  H35  C23  H34  107.59  3.000
 O11  H35  C23  H33  107.97  3.000
 O11  H34  C23  H33  107.05  3.000
 O11  H35  C23  C21  111.57  3.000
 O11  H34  C23  C21  109.96  3.000
 O11  H33  C23  C21  112.49  3.000
 O11  H38  C24  H37  107.14  3.000
 O11  H38  C24  H36  108.08  3.000
 O11  H37  C24  H36  106.50  3.000
 O11  H38  C24  C21  112.35  3.000
 O11  H37  C24  C21  109.92  3.000
 O11  H36  C24  C21  112.55  3.000
 O11  C3   O03  C4   118.61  3.000
 O11  H9   O01  C1   108.05  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
 O11  CONST_01  C17  C18  C13  C14     0.00   0.0  0
 O11  CONST_02  C17  C16  C15  C14     0.00   0.0  0
 O11  CONST_03  C16  C15  C14  C13     0.00   0.0  0
 O11  CONST_04  C16  C17  C18  C13     0.00   0.0  0
 O11  CONST_05  C9   C4   C5   C6      0.00   0.0  0
 O11  CONST_06  C9   C8   C7   C6      0.00   0.0  0
 O11  CONST_07  C8   C9   C4   C5      0.00   0.0  0
 O11  CONST_08  C8   C7   C6   C5      0.00   0.0  0
 O11  CONST_09  C7   C6   C5   C4      0.00   0.0  0
 O11  CONST_10  C7   C8   C9   C4      0.00   0.0  0
 O11  CONST_11  C18  C13  C14  C15     0.00   0.0  0
 O11  CONST_12  C18  C17  C16  C15     0.00   0.0  0
 O11  CONST_13  O04  C16  C15  C14   180.00   0.0  0
 O11  CONST_14  O03  C4   C5   C6    180.00   0.0  0
 O11  CONST_15  C10  C7   C6   C5    180.00   0.0  0
 O11  CONST_16  C8   C9   C4   O03   180.00   0.0  0
 O11  CONST_17  C10  C7   C8   C9    180.00   0.0  0
 O11  CONST_18  C15  C14  C13  C10   180.00   0.0  0
 O11  CONST_19  C17  C18  C13  C10   180.00   0.0  0
 O11  CONST_20  O04  C16  C17  C18   180.00   0.0  0
 O11  CONST_21  H24  C18  C13  C14   180.00   0.0  0
 O11  CONST_22  H23  C15  C14  C13   180.00   0.0  0
 O11  CONST_23  H25  C17  C18  C13   180.00   0.0  0
 O11  CONST_24  H12  C8   C7   C6    180.00   0.0  0
 O11  CONST_25  H11  C9   C4   C5    180.00   0.0  0
 O11  CONST_26  H4   C6   C5   C4    180.00   0.0  0
 O11  CONST_27  H5   C5   C6   C7    180.00   0.0  0
 O11  CONST_28  H1   C14  C13  C18   180.00   0.0  0
 O11  Var_01    C7   C10  C13  C14   -28.88  30.0  2
 O11  Var_02    C6   C7   C10  C13   128.28  30.0  2
 O11  Var_03    C9   C4   O03  C3     -4.59  30.0  2
 O11  Var_04    C26  C12  C10  C13   172.21  30.0  3
 O11  Var_05    C25  C11  C10  C13   -50.97  30.0  3
 O11  Var_06    C2   C3   O03  C4   -176.99  30.0  1
 O11  Var_07    C20  C19  O04  C16   175.87  30.0  1
 O11  Var_08    H20  C26  C12  C10   -65.61  30.0  3
 O11  Var_09    H15  C25  C11  C10  -172.82  30.0  3
 O11  Var_10    H30  C22  C21  C20    60.46  30.0  3
 O11  Var_11    H33  C23  C21  C20    69.77  30.0  3
 O11  Var_12    H36  C24  C21  C20    60.65  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
 O11  chir_01  C2   C1   O02  C3   positiv
 O11  chir_02  C20  C21  C19  O05  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
 O11  plan-1  C14  0.020
 O11  plan-1  C13  0.020
 O11  plan-1  C10  0.020
 O11  plan-1  C15  0.020
 O11  plan-1  C18  0.020
 O11  plan-1  C17  0.020
 O11  plan-1  C16  0.020
 O11  plan-1  O04  0.020
 O11  plan-1  H1   0.020
 O11  plan-1  H23  0.020
 O11  plan-1  H24  0.020
 O11  plan-1  H25  0.020
 O11  plan-2  C6   0.020
 O11  plan-2  C5   0.020
 O11  plan-2  C4   0.020
 O11  plan-2  C7   0.020
 O11  plan-2  C9   0.020
 O11  plan-2  C8   0.020
 O11  plan-2  C10  0.020
 O11  plan-2  H4   0.020
 O11  plan-2  H5   0.020
 O11  plan-2  H11  0.020
 O11  plan-2  H12  0.020
 O11  plan-2  O03  0.020

