# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 00:54:15 2020
#   Inital geometry file: a 81 line input string
#   Ligand name: 5-[2-(4-hydroxyphenyl)ethyl]benzene-1,3-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(CCc2cc(O)cc(O)c2)cc1
#
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
 RE2  RE2  5-[2-(4-hydroxyphenyl)ethyl]benzene-1,3-diol  ligand  31  17  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_RE2
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
 RE2  C2    C  CR6   0   0.383   3.7299  -1.1592  -0.0949
 RE2  C3    C  CR16  0  -0.442   4.4317   0.0363  -0.2069
 RE2  C4    C  CR6   0   0.385   3.7516   1.2388  -0.0561
 RE2  C8    C  CH2   0  -0.503  -0.5862  -0.1107  -0.7517
 RE2  C5    C  CR16  0  -0.477   2.3824   1.2509   0.2050
 RE2  C6    C  CR6   0   0.161   1.6889   0.0518   0.3175
 RE2  C1    C  CR16  0  -0.468   2.3623  -1.1562   0.1673
 RE2  O17   O  OH1   0  -0.635   4.4705   2.3732  -0.1720
 RE2  O16   O  OH1   0  -0.634   4.4304  -2.3007  -0.2490
 RE2  C9    C  CR6   0   0.110  -2.0702  -0.0997  -0.5136
 RE2  C14   C  CR16  0  -0.293  -2.7629   1.0980  -0.3616
 RE2  C13   C  CR16  0  -0.370  -4.1236   1.1212  -0.0927
 RE2  C12   C  CR6   0   0.336  -4.8284  -0.0733   0.0313
 RE2  O15   O  OH1   0  -0.636  -6.1528  -0.1150   0.2919
 RE2  C11   C  CR16  0  -0.324  -4.1533  -1.2815  -0.1202
 RE2  C10   C  CR16  0  -0.301  -2.7927  -1.2836  -0.3880
 RE2  H3    H  HCR6  0   0.265   5.4964   0.0300  -0.4059
 RE2  H8    H  HCH2  0   0.247  -0.3097   0.6920  -1.4405
 RE2  H8A   H  HCH2  0   0.247  -0.2920  -1.0482  -1.2293
 RE2  H7    H  HCH2  0   0.249  -0.0932   0.9918   1.0341
 RE2  H7A   H  HCH2  0   0.250  -0.0665  -0.7501   1.2408
 RE2  H5    H  HCR6  0   0.258   1.8577   2.1924   0.3295
 RE2  H1    H  HCR6  0   0.258   1.8208  -2.0921   0.2611
 RE2  HO17  H  HOH1  0   0.474   3.9001   3.1419  -0.0613
 RE2  HO16  H  HOH1  0   0.474   3.8491  -3.0636  -0.1575
 RE2  H14   H  HCR6  0   0.249  -2.2328   2.0390  -0.4578
 RE2  H13   H  HCR6  0   0.267  -4.6344   2.0712   0.0202
 RE2  HO15  H  HOH1  0   0.472  -6.5005   0.7775   0.3961
 RE2  H11   H  HCR6  0   0.259  -4.6941  -2.2154  -0.0273
 RE2  H10   H  HCR6  0   0.246  -2.2843  -2.2338  -0.5063
 RE2  C7    C  CH2   0  -0.508   0.2046   0.0564   0.5549

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
 RE2  C3   C2    aromatic  1.391  0.020  1.391
 RE2  O16  C2    single    1.348  0.020  1.348
 RE2  C2   C1    aromatic  1.393  0.020  1.393
 RE2  C3   C4    aromatic  1.390  0.020  1.390
 RE2  C3   H3    single    0.930  0.020  1.080
 RE2  O17  C4    single    1.348  0.020  1.348
 RE2  C4   C5    aromatic  1.394  0.020  1.394
 RE2  C7   C8    single    1.536  0.020  1.536
 RE2  C8   C9    single    1.503  0.020  1.503
 RE2  C8   H8    single    0.970  0.020  1.090
 RE2  C8   H8A   single    0.970  0.020  1.090
 RE2  C6   C7    single    1.503  0.020  1.503
 RE2  C7   H7    single    0.970  0.020  1.090
 RE2  C7   H7A   single    0.970  0.020  1.090
 RE2  C5   C6    aromatic  1.390  0.020  1.390
 RE2  C5   H5    single    0.930  0.020  1.080
 RE2  C1   C6    aromatic  1.391  0.020  1.391
 RE2  C1   H1    single    0.930  0.020  1.080
 RE2  O17  HO17  single    0.850  0.020  0.980
 RE2  O16  HO16  single    0.850  0.020  0.980
 RE2  C10  C9    aromatic  1.393  0.020  1.393
 RE2  C9   C14   aromatic  1.392  0.020  1.392
 RE2  C14  C13   aromatic  1.387  0.020  1.387
 RE2  C14  H14   single    0.930  0.020  1.080
 RE2  C12  C13   aromatic  1.392  0.020  1.392
 RE2  C13  H13   single    0.930  0.020  1.080
 RE2  C11  C12   aromatic  1.392  0.020  1.392
 RE2  C12  O15   single    1.350  0.020  1.350
 RE2  O15  HO15  single    0.850  0.020  0.980
 RE2  C10  C11   aromatic  1.387  0.020  1.387
 RE2  C11  H11   single    0.930  0.020  1.080
 RE2  C10  H10   single    0.930  0.020  1.080

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
 RE2  O16   C2   C1   122.25  3.000
 RE2  C1    C2   C3   120.58  3.000
 RE2  O16   C2   C3   117.16  3.000
 RE2  H3    C3   C4   120.40  3.000
 RE2  H3    C3   C2   120.38  3.000
 RE2  C4    C3   C2   119.22  3.000
 RE2  O17   C4   C5   122.18  3.000
 RE2  C5    C4   C3   120.57  3.000
 RE2  O17   C4   C3   117.25  3.000
 RE2  H8A   C8   H8   106.65  3.000
 RE2  H8A   C8   C9   109.97  3.000
 RE2  H8    C8   C9   110.14  3.000
 RE2  H8A   C8   C7   109.05  3.000
 RE2  H8    C8   C7   109.01  3.000
 RE2  C9    C8   C7   111.88  3.000
 RE2  H5    C5   C6   119.87  3.000
 RE2  H5    C5   C4   120.27  3.000
 RE2  C6    C5   C4   119.86  3.000
 RE2  C1    C6   C5   119.92  3.000
 RE2  C1    C6   C7   119.85  3.000
 RE2  C5    C6   C7   120.19  3.000
 RE2  H1    C1   C6   119.86  3.000
 RE2  H1    C1   C2   120.29  3.000
 RE2  C6    C1   C2   119.85  3.000
 RE2  HO17  O17  C4   110.23  3.000
 RE2  HO16  O16  C2   110.25  3.000
 RE2  C10   C9   C14  117.61  3.000
 RE2  C14   C9   C8   120.99  3.000
 RE2  C10   C9   C8   121.36  3.000
 RE2  H14   C14  C13  118.84  3.000
 RE2  H14   C14  C9   119.58  3.000
 RE2  C13   C14  C9   121.58  3.000
 RE2  H13   C13  C12  120.25  3.000
 RE2  H13   C13  C14  119.79  3.000
 RE2  C12   C13  C14  119.96  3.000
 RE2  C11   C12  O15  118.02  3.000
 RE2  O15   C12  C13  122.69  3.000
 RE2  C11   C12  C13  119.29  3.000
 RE2  HO15  O15  C12  110.26  3.000
 RE2  H11   C11  C10  120.33  3.000
 RE2  H11   C11  C12  119.79  3.000
 RE2  C10   C11  C12  119.88  3.000
 RE2  H10   C10  C11  118.86  3.000
 RE2  H10   C10  C9   119.47  3.000
 RE2  C11   C10  C9   121.68  3.000
 RE2  H7A   C7   H7   106.80  3.000
 RE2  H7A   C7   C6   109.99  3.000
 RE2  H7    C7   C6   109.95  3.000
 RE2  H7A   C7   C8   109.01  3.000
 RE2  H7    C7   C8   109.02  3.000
 RE2  C6    C7   C8   111.94  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
 RE2  CONST_01  C5   C4   C3   C2      0.00   0.0  0
 RE2  CONST_02  C5   C6   C1   C2      0.00   0.0  0
 RE2  CONST_03  C6   C1   C2   C3      0.00   0.0  0
 RE2  CONST_04  C6   C5   C4   C3      0.00   0.0  0
 RE2  CONST_05  C1   C2   C3   C4      0.00   0.0  0
 RE2  CONST_06  C1   C6   C5   C4      0.00   0.0  0
 RE2  CONST_07  C12  C11  C10  C9      0.00   0.0  0
 RE2  CONST_08  C12  C13  C14  C9      0.00   0.0  0
 RE2  CONST_09  C11  C10  C9   C14     0.00   0.0  0
 RE2  CONST_10  C11  C12  C13  C14     0.00   0.0  0
 RE2  CONST_11  C10  C9   C14  C13     0.00   0.0  0
 RE2  CONST_12  C10  C11  C12  C13     0.00   0.0  0
 RE2  CONST_13  O17  C4   C3   C2    180.00   0.0  0
 RE2  CONST_14  C7   C6   C1   C2    180.00   0.0  0
 RE2  CONST_15  O16  C2   C3   C4    180.00   0.0  0
 RE2  CONST_16  C7   C6   C5   C4    180.00   0.0  0
 RE2  CONST_17  C11  C10  C9   C8    180.00   0.0  0
 RE2  CONST_18  C13  C14  C9   C8    180.00   0.0  0
 RE2  CONST_19  O17  C4   C5   C6    180.00   0.0  0
 RE2  CONST_20  O16  C2   C1   C6    180.00   0.0  0
 RE2  CONST_21  O15  C12  C13  C14   180.00   0.0  0
 RE2  CONST_22  C10  C11  C12  O15   180.00   0.0  0
 RE2  CONST_23  H1   C1   C2   C3    180.00   0.0  0
 RE2  CONST_24  H5   C5   C4   C3    180.00   0.0  0
 RE2  CONST_25  H3   C3   C4   C5    180.00   0.0  0
 RE2  CONST_26  H11  C11  C10  C9    180.00   0.0  0
 RE2  CONST_27  H13  C13  C14  C9    180.00   0.0  0
 RE2  CONST_28  H10  C10  C9   C14   180.00   0.0  0
 RE2  CONST_29  H14  C14  C13  C12   180.00   0.0  0
 RE2  Var_01    C5   C6   C7   C8     96.73  30.0  2
 RE2  Var_02    C10  C9   C8   C7    -96.44  30.0  2
 RE2  Var_03    C9   C8   C7   C6   -179.75  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
 RE2  plan-1  C2   0.020
 RE2  plan-1  C3   0.020
 RE2  plan-1  C4   0.020
 RE2  plan-1  C5   0.020
 RE2  plan-1  C6   0.020
 RE2  plan-1  C1   0.020
 RE2  plan-1  O17  0.020
 RE2  plan-1  O16  0.020
 RE2  plan-1  H3   0.020
 RE2  plan-1  H5   0.020
 RE2  plan-1  H1   0.020
 RE2  plan-1  C7   0.020
 RE2  plan-2  C8   0.020
 RE2  plan-2  C9   0.020
 RE2  plan-2  C14  0.020
 RE2  plan-2  C13  0.020
 RE2  plan-2  C12  0.020
 RE2  plan-2  O15  0.020
 RE2  plan-2  C11  0.020
 RE2  plan-2  C10  0.020
 RE2  plan-2  H14  0.020
 RE2  plan-2  H13  0.020
 RE2  plan-2  H11  0.020
 RE2  plan-2  H10  0.020

