# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 21:50:41 2020
#   Inital geometry file: a 106 line input string
#   Ligand name: 3-{3,5-dibromo-4-[4-hydroxy-3-(1-methylethyl)phenoxy]phenyl}propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)c1cc(Oc2c(Br)cc(CCC(O)=O)cc2Br)ccc1O
#
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
 OEF  OEF  '3-{3,5-dibromo-4-[4-hydroxy-3-(1-methylethyl)phenoxy]phenyl}propanoic acid'  ligand  41  24  .  2021-08-17  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_OEF
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
 OEF  C1    C   CR6    0   0.139   5.2027  -2.7967  -3.4773
 OEF  C2    C   CR6    0   0.375   1.9935  -1.0234  -0.0860
 OEF  C3    C   CR16   0  -0.306   4.0877  -3.5350  -3.0954
 OEF  C4    C   CR16   0  -0.366   2.9920  -1.5752   0.6974
 OEF  C5    C   CR6    0  -0.162   3.0450  -2.9292  -2.4128
 OEF  C6    C   CR6    0   0.076   2.8887  -1.6102   2.0859
 OEF  C7    C   CR6    0   0.377   3.0825  -1.5759  -2.0934
 OEF  C8    C   CR6    0   0.284   1.7439  -1.0721   2.6787
 OEF  C9    C   CR6    0  -0.168   4.2039  -0.8458  -2.4773
 OEF  C10   C   CR16   0  -0.371   0.7483  -0.5074   1.8849
 OEF  C11   C   CR16   0  -0.297   5.2475  -1.4404  -3.1662
 OEF  C12   C   CR16   0  -0.334   0.8648  -0.4805   0.5059
 OEF  C13   C   CH2    0  -0.502   6.3605  -3.4600  -4.1669
 OEF  C14   C   CH2    0  -0.579   7.4816  -3.7890  -3.1853
 OEF  BR1   BR  BR     0  -0.003   1.5411  -3.9381  -1.9103
 OEF  C15   C   CH1    0  -0.320   3.9829  -2.2618   2.9031
 OEF  BR2   BR  BR     0  -0.007   4.2786   0.9841  -2.0529
 OEF  O2    O   O2     0  -0.494   2.0475  -0.9746  -1.4616
 OEF  O1    O   OH1    0  -0.634   1.6338  -1.1192   4.0274
 OEF  C18   C   C      0   0.418   8.6910  -4.5204  -3.7977
 OEF  C16   C   CH3    0  -0.646   5.3683  -1.7183   2.5571
 OEF  O3    O   OC    -1  -0.627   9.5877  -4.8493  -2.9943
 OEF  O4    O   O      0  -0.605   8.6849  -4.7229  -5.0273
 OEF  C17   C   CH3    0  -0.638   3.9375  -3.7828   2.7396
 OEF  H3    H   HCR6   0   0.280   4.0387  -4.5898  -3.3346
 OEF  H11   H   HCR6   0   0.280   6.1070  -0.8527  -3.4638
 OEF  H131  H   HCH2   0   0.239   6.0172  -4.3747  -4.6529
 OEF  H132  H   HCH2   0   0.241   6.7396  -2.8108  -4.9585
 OEF  H4    H   HCR6   0   0.257   3.8743  -2.0008   0.2357
 OEF  H12   H   HCR6   0   0.272   0.0810  -0.0432  -0.0990
 OEF  H15   H   HCH1   0   0.248   3.8048  -2.0388   3.9560
 OEF  H10   H   HCR6   0   0.272  -0.1364  -0.0837   2.3470
 OEF  H1    H   HOH1   0   0.473   0.8013  -0.7235   4.3066
 OEF  H141  H   HCH2   0   0.233   7.8401  -2.8689  -2.7105
 OEF  H142  H   HCH2   0   0.233   7.0856  -4.3960  -2.3643
 OEF  H161  H   HCH3   0   0.216   5.6586  -1.9486   1.5303
 OEF  H162  H   HCH3   0   0.233   6.1193  -2.1648   3.2106
 OEF  H163  H   HCH3   0   0.233   5.4171  -0.6362   2.6833
 OEF  H171  H   HCH3   0   0.231   2.9598  -4.1848   3.0081
 OEF  H172  H   HCH3   0   0.230   4.6837  -4.2597   3.3773
 OEF  H173  H   HCH3   0   0.217   4.1460  -4.0773   1.7085

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
 OEF  C1   C3    aromatic  1.391  0.020  1.391
 OEF  C1   C11   aromatic  1.392  0.020  1.392
 OEF  C1   C13   single    1.502  0.020  1.502
 OEF  C2   C4    aromatic  1.384  0.020  1.384
 OEF  C2   C12   aromatic  1.385  0.020  1.385
 OEF  C2   O2    single    1.378  0.020  1.378
 OEF  C3   C5    aromatic  1.386  0.020  1.386
 OEF  C3   H3    single    0.930  0.020  1.080
 OEF  C4   C6    aromatic  1.393  0.020  1.393
 OEF  C4   H4    single    0.930  0.020  1.080
 OEF  C5   C7    aromatic  1.391  0.020  1.391
 OEF  C5   BR1   single    1.879  0.020  1.879
 OEF  C6   C8    aromatic  1.397  0.020  1.397
 OEF  C6   C15   single    1.513  0.020  1.513
 OEF  C7   C9    aromatic  1.392  0.020  1.392
 OEF  C7   O2    single    1.354  0.020  1.354
 OEF  C8   C10   aromatic  1.393  0.020  1.393
 OEF  C8   O1    single    1.354  0.020  1.354
 OEF  C9   C11   aromatic  1.385  0.020  1.385
 OEF  C9   BR2   single    1.880  0.020  1.880
 OEF  C10  C12   aromatic  1.384  0.020  1.384
 OEF  C10  H10   single    0.930  0.020  1.080
 OEF  C11  H11   single    0.930  0.020  1.080
 OEF  C12  H12   single    0.930  0.020  1.080
 OEF  C13  C14   single    1.526  0.020  1.526
 OEF  C13  H131  single    0.970  0.020  1.090
 OEF  C13  H132  single    0.970  0.020  1.090
 OEF  C14  C18   single    1.540  0.020  1.540
 OEF  C14  H141  single    0.970  0.020  1.090
 OEF  C14  H142  single    0.970  0.020  1.090
 OEF  C15  C16   single    1.528  0.020  1.528
 OEF  C15  C17   single    1.530  0.020  1.530
 OEF  C15  H15   single    0.970  0.020  1.090
 OEF  O1   H1    single    0.850  0.020  0.980
 OEF  C18  O3    deloc     1.248  0.020  1.248
 OEF  C18  O4    deloc     1.246  0.020  1.246
 OEF  C16  H161  single    0.970  0.020  1.090
 OEF  C16  H162  single    0.970  0.020  1.090
 OEF  C16  H163  single    0.970  0.020  1.090
 OEF  C17  H171  single    0.970  0.020  1.090
 OEF  C17  H172  single    0.970  0.020  1.090
 OEF  C17  H173  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
 OEF  C13   C1   C11   120.53  3.000
 OEF  C13   C1   C3    120.64  3.000
 OEF  C11   C1   C3    118.79  3.000
 OEF  O2    C2   C12   116.41  3.000
 OEF  O2    C2   C4    123.45  3.000
 OEF  C12   C2   C4    120.15  3.000
 OEF  H3    C3   C5    120.05  3.000
 OEF  H3    C3   C1    119.52  3.000
 OEF  C5    C3   C1    120.43  3.000
 OEF  H4    C4   C6    118.40  3.000
 OEF  H4    C4   C2    120.21  3.000
 OEF  C6    C4   C2    121.39  3.000
 OEF  BR1   C5   C7    118.85  3.000
 OEF  BR1   C5   C3    119.94  3.000
 OEF  C7    C5   C3    121.21  3.000
 OEF  C15   C6   C8    121.96  3.000
 OEF  C15   C6   C4    119.71  3.000
 OEF  C8    C6   C4    118.30  3.000
 OEF  O2    C7   C9    120.78  3.000
 OEF  O2    C7   C5    121.25  3.000
 OEF  C9    C7   C5    117.95  3.000
 OEF  O1    C8   C10   121.58  3.000
 OEF  O1    C8   C6    118.42  3.000
 OEF  C10   C8   C6    120.01  3.000
 OEF  BR2   C9   C11   120.02  3.000
 OEF  BR2   C9   C7    118.70  3.000
 OEF  C11   C9   C7    121.27  3.000
 OEF  H10   C10  C12   119.06  3.000
 OEF  H10   C10  C8    119.92  3.000
 OEF  C12   C10  C8    121.03  3.000
 OEF  H11   C11  C9    120.13  3.000
 OEF  H11   C11  C1    119.52  3.000
 OEF  C9    C11  C1    120.35  3.000
 OEF  H12   C12  C10   120.24  3.000
 OEF  H12   C12  C2    120.63  3.000
 OEF  C10   C12  C2    119.13  3.000
 OEF  H132  C13  H131  106.54  3.000
 OEF  H132  C13  C14   109.85  3.000
 OEF  H131  C13  C14   109.69  3.000
 OEF  H132  C13  C1    109.76  3.000
 OEF  H131  C13  C1    109.40  3.000
 OEF  C14   C13  C1    111.48  3.000
 OEF  H142  C14  H141  105.00  3.000
 OEF  H142  C14  C18   108.59  3.000
 OEF  H141  C14  C18   108.31  3.000
 OEF  H142  C14  C13   109.64  3.000
 OEF  H141  C14  C13   109.76  3.000
 OEF  C18   C14  C13   115.05  3.000
 OEF  H15   C15  C17   107.54  3.000
 OEF  H15   C15  C16   107.09  3.000
 OEF  C17   C15  C16   110.87  3.000
 OEF  H15   C15  C6    108.37  3.000
 OEF  C17   C15  C6    110.41  3.000
 OEF  C16   C15  C6    112.35  3.000
 OEF  C7    O2   C2    118.71  3.000
 OEF  H1    O1   C8    110.16  3.000
 OEF  O4    C18  O3    126.57  3.000
 OEF  O4    C18  C14   117.75  3.000
 OEF  O3    C18  C14   115.68  3.000
 OEF  H163  C16  H162  107.81  3.000
 OEF  H163  C16  H161  107.84  3.000
 OEF  H162  C16  H161  107.09  3.000
 OEF  H163  C16  C15   111.55  3.000
 OEF  H162  C16  C15   110.05  3.000
 OEF  H161  C16  C15   112.28  3.000
 OEF  H173  C17  H172  107.65  3.000
 OEF  H173  C17  H171  107.70  3.000
 OEF  H172  C17  H171  107.94  3.000
 OEF  H173  C17  C15   111.29  3.000
 OEF  H172  C17  C15   110.58  3.000
 OEF  H171  C17  C15   111.50  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
 OEF  CONST_01  C7    C5   C3   C1      0.00   0.0  0
 OEF  CONST_02  C7    C9   C11  C1      0.00   0.0  0
 OEF  CONST_03  C8    C6   C4   C2      0.00   0.0  0
 OEF  CONST_04  C8    C10  C12  C2      0.00   0.0  0
 OEF  CONST_05  C9    C11  C1   C3      0.00   0.0  0
 OEF  CONST_06  C9    C7   C5   C3      0.00   0.0  0
 OEF  CONST_07  C10   C12  C2   C4      0.00   0.0  0
 OEF  CONST_08  C10   C8   C6   C4      0.00   0.0  0
 OEF  CONST_09  C11   C1   C3   C5      0.00   0.0  0
 OEF  CONST_10  C11   C9   C7   C5      0.00   0.0  0
 OEF  CONST_11  C12   C2   C4   C6      0.00   0.0  0
 OEF  CONST_12  C12   C10  C8   C6      0.00   0.0  0
 OEF  CONST_13  BR1   C5   C3   C1    180.00   0.0  0
 OEF  CONST_14  BR2   C9   C11  C1    180.00   0.0  0
 OEF  CONST_15  C15   C6   C4   C2    180.00   0.0  0
 OEF  CONST_16  O2    C7   C5   C3    180.00   0.0  0
 OEF  CONST_17  O1    C8   C6   C4    180.00   0.0  0
 OEF  CONST_18  C13   C1   C3   C5    180.00   0.0  0
 OEF  CONST_19  BR2   C9   C7   C5    180.00   0.0  0
 OEF  CONST_20  O2    C2   C4   C6    180.00   0.0  0
 OEF  CONST_21  BR1   C5   C7   C9    180.00   0.0  0
 OEF  CONST_22  C13   C1   C11  C9    180.00   0.0  0
 OEF  CONST_23  C15   C6   C8   C10   180.00   0.0  0
 OEF  CONST_24  O2    C2   C12  C10   180.00   0.0  0
 OEF  CONST_25  O2    C7   C9   C11   180.00   0.0  0
 OEF  CONST_26  O1    C8   C10  C12   180.00   0.0  0
 OEF  CONST_27  H10   C10  C12  C2    180.00   0.0  0
 OEF  CONST_28  H11   C11  C1   C3    180.00   0.0  0
 OEF  CONST_29  H12   C12  C2   C4    180.00   0.0  0
 OEF  CONST_30  H3    C3   C5   C7    180.00   0.0  0
 OEF  CONST_31  H4    C4   C6   C8    180.00   0.0  0
 OEF  Var_01    C5    C7   O2   C2     85.76  30.0  2
 OEF  Var_02    C12   C2   O2   C7   -175.34  30.0  2
 OEF  Var_03    C14   C13  C1   C3    -97.99  30.0  2
 OEF  Var_04    C16   C15  C6   C4     52.38  30.0  2
 OEF  Var_05    C18   C14  C13  C1    177.83  30.0  3
 OEF  Var_06    H161  C16  C15  C6    -64.47  30.0  3
 OEF  Var_07    H171  C17  C15  C6    -56.25  30.0  3
 OEF  Var_08    O3    C18  C14  C13  -176.87  30.0  3

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
 OEF  plan-1  C1   0.020
 OEF  plan-1  C3   0.020
 OEF  plan-1  C5   0.020
 OEF  plan-1  C7   0.020
 OEF  plan-1  C9   0.020
 OEF  plan-1  C11  0.020
 OEF  plan-1  C13  0.020
 OEF  plan-1  BR1  0.020
 OEF  plan-1  BR2  0.020
 OEF  plan-1  O2   0.020
 OEF  plan-1  H3   0.020
 OEF  plan-1  H11  0.020
 OEF  plan-2  C2   0.020
 OEF  plan-2  C4   0.020
 OEF  plan-2  C6   0.020
 OEF  plan-2  C8   0.020
 OEF  plan-2  C10  0.020
 OEF  plan-2  C12  0.020
 OEF  plan-2  C15  0.020
 OEF  plan-2  O2   0.020
 OEF  plan-2  O1   0.020
 OEF  plan-2  H4   0.020
 OEF  plan-2  H12  0.020
 OEF  plan-2  H10  0.020
 OEF  plan-3  C14  0.020
 OEF  plan-3  C18  0.020
 OEF  plan-3  O3   0.020
 OEF  plan-3  O4   0.020

