# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 12:06:14 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: 4-[2-[2-(4-methoxyphenyl)ethylamino]ethyl]benzene-1,2-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(CCNCCc2ccc(O)c(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
 93H  93H  4-[2-[2-(4-methoxyphenyl)ethylamino]ethyl]benzene-1,2-diol  ligand  42  21  .  2021-08-06  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_93H
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
 93H  C10  C  CH2   0  -0.245  -1.3036  -0.7053  -0.3450
 93H  C13  C  CR16  0  -0.398  -4.5076   0.1498  -1.0907
 93H  C15  C  CR6   0   0.235  -6.1281   0.3853   0.6733
 93H  C17  C  CR16  0  -0.358  -5.4411  -0.5654   1.4098
 93H  C20  C  CR16  0  -0.290   4.1130  -1.0032   0.8406
 93H  C21  C  CR16  0  -0.328   5.2593  -0.3987   1.3225
 93H  C01  C  CH3   0  -0.435   7.8458   1.9312   0.2858
 93H  C03  C  CR6   0   0.363   5.9626   0.5098   0.5281
 93H  C04  C  CR16  0  -0.369   5.4931   0.7964  -0.7500
 93H  C05  C  CR16  0  -0.301   4.3356   0.1780  -1.2133
 93H  C06  C  CR6   0   0.104   3.6254  -0.7287  -0.4385
 93H  C07  C  CH2   0  -0.526   2.3571  -1.3613  -0.9370
 93H  C11  C  CH2   0  -0.529  -2.5423  -1.4092  -0.8932
 93H  C12  C  CR6   0   0.116  -3.8110  -0.8084  -0.3562
 93H  C14  C  CR6   0   0.306  -5.6571   0.7457  -0.5950
 93H  C18  C  CR16  0  -0.324  -4.2922  -1.1587   0.8992
 93H  N09  N  NH1   0  -0.602  -0.0930  -1.2939  -0.8814
 93H  O19  O  OH1   0  -0.638  -6.2972   1.6630  -1.3534
 93H  H1   H  HCH2  0   0.195  -1.3816   0.3752  -0.5467
 93H  H2   H  HCH2  0   0.220  -1.2838  -0.8106   0.7443
 93H  H3   H  HCR6  0   0.253  -4.1570   0.4382  -2.0758
 93H  H4   H  HCR6  0   0.270  -5.8050  -0.8482   2.3913
 93H  H5   H  HCR6  0   0.248   3.5896  -1.7105   1.4742
 93H  H6   H  HCR6  0   0.258   5.6221  -0.6291   2.3168
 93H  H7   H  HCH3  0   0.226   7.2873   2.8278   0.0038
 93H  H8   H  HCH3  0   0.258   8.6965   2.2271   0.8949
 93H  H9   H  HCH3  0   0.226   8.2153   1.4481  -0.6226
 93H  H10  H  HCR6  0   0.275   6.0079   1.4905  -1.4006
 93H  H11  H  HCR6  0   0.248   3.9891   0.4123  -2.2134
 93H  H12  H  HCH2  0   0.238   2.3257  -1.3064  -2.0291
 93H  H13  H  HCH2  0   0.240   2.3284  -2.4219  -0.6744
 93H  H14  H  HCH2  0   0.219   1.1151  -0.7824   0.7225
 93H  H15  H  HCH2  0   0.194   1.1688   0.4007  -0.5728
 93H  H16  H  HCH2  0   0.239  -2.5370  -1.3464  -1.9852
 93H  H17  H  HCH2  0   0.240  -2.4852  -2.4701  -0.6378
 93H  H18  H  HCR6  0   0.246  -3.7737  -1.9029   1.4918
 93H  H19  H  HNH1  0   0.339  -0.1034  -1.1964  -1.8909
 93H  H21  H  HOH1  0   0.480  -7.5058   0.7071   1.9739
 93H  H22  H  HOH1  0   0.471  -7.0840   1.9852  -0.8988
 93H  O16  O  OH1   0  -0.648  -7.2558   1.0086   1.0938
 93H  C08  C  CH2   0  -0.245   1.1148  -0.6805  -0.3676
 93H  O02  O  O2    0  -0.473   7.0719   1.0499   1.0736

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
 93H  C21  C20  aromatic  1.383  0.020  1.383
 93H  C21  C03  aromatic  1.397  0.020  1.397
 93H  C20  C06  aromatic  1.396  0.020  1.396
 93H  O02  C03  single    1.349  0.020  1.349
 93H  O02  C01  single    1.413  0.020  1.413
 93H  C07  C06  single    1.502  0.020  1.502
 93H  C07  C08  single    1.527  0.020  1.527
 93H  C03  C04  aromatic  1.391  0.020  1.391
 93H  C06  C05  aromatic  1.388  0.020  1.388
 93H  C08  N09  single    1.449  0.020  1.449
 93H  C04  C05  aromatic  1.392  0.020  1.392
 93H  N09  C10  single    1.449  0.020  1.449
 93H  C10  C11  single    1.527  0.020  1.527
 93H  C11  C12  single    1.503  0.020  1.503
 93H  C18  C12  aromatic  1.389  0.020  1.389
 93H  C18  C17  aromatic  1.390  0.020  1.390
 93H  C12  C13  aromatic  1.394  0.020  1.394
 93H  C17  C15  aromatic  1.385  0.020  1.385
 93H  C13  C14  aromatic  1.386  0.020  1.386
 93H  C15  C14  aromatic  1.400  0.020  1.400
 93H  C15  O16  single    1.355  0.020  1.355
 93H  C14  O19  single    1.351  0.020  1.351
 93H  C10  H1   single    0.970  0.020  1.090
 93H  C10  H2   single    0.970  0.020  1.090
 93H  C13  H3   single    0.930  0.020  1.080
 93H  C17  H4   single    0.930  0.020  1.080
 93H  C20  H5   single    0.930  0.020  1.080
 93H  C21  H6   single    0.930  0.020  1.080
 93H  C01  H7   single    0.970  0.020  1.090
 93H  C01  H8   single    0.970  0.020  1.090
 93H  C01  H9   single    0.970  0.020  1.090
 93H  C04  H10  single    0.930  0.020  1.080
 93H  C05  H11  single    0.930  0.020  1.080
 93H  C07  H12  single    0.970  0.020  1.090
 93H  C07  H13  single    0.970  0.020  1.090
 93H  C08  H14  single    0.970  0.020  1.090
 93H  C08  H15  single    0.970  0.020  1.090
 93H  C11  H16  single    0.970  0.020  1.090
 93H  C11  H17  single    0.970  0.020  1.090
 93H  C18  H18  single    0.930  0.020  1.080
 93H  N09  H19  single    0.890  0.020  1.040
 93H  O16  H21  single    0.850  0.020  0.980
 93H  O19  H22  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
 93H  H2   C10  H1   106.13  3.000
 93H  H2   C10  N09  108.31  3.000
 93H  H1   C10  N09  112.93  3.000
 93H  H2   C10  C11  109.13  3.000
 93H  H1   C10  C11  109.21  3.000
 93H  N09  C10  C11  110.96  3.000
 93H  H3   C13  C14  118.58  3.000
 93H  H3   C13  C12  119.99  3.000
 93H  C14  C13  C12  121.43  3.000
 93H  O16  C15  C14  116.27  3.000
 93H  O16  C15  C17  124.29  3.000
 93H  C14  C15  C17  119.44  3.000
 93H  H4   C17  C18  119.90  3.000
 93H  H4   C17  C15  119.59  3.000
 93H  C18  C17  C15  120.50  3.000
 93H  H5   C20  C06  119.68  3.000
 93H  H5   C20  C21  118.80  3.000
 93H  C06  C20  C21  121.53  3.000
 93H  H6   C21  C03  119.45  3.000
 93H  H6   C21  C20  120.31  3.000
 93H  C03  C21  C20  120.24  3.000
 93H  H9   C01  H8   108.74  3.000
 93H  H9   C01  H7   108.70  3.000
 93H  H8   C01  H7   108.72  3.000
 93H  H9   C01  O02  111.89  3.000
 93H  H8   C01  O02  106.62  3.000
 93H  H7   C01  O02  112.06  3.000
 93H  O02  C03  C04  124.50  3.000
 93H  C04  C03  C21  119.11  3.000
 93H  O02  C03  C21  116.39  3.000
 93H  H10  C04  C05  118.73  3.000
 93H  H10  C04  C03  121.61  3.000
 93H  C05  C04  C03  119.66  3.000
 93H  H11  C05  C06  119.51  3.000
 93H  H11  C05  C04  118.48  3.000
 93H  C06  C05  C04  122.00  3.000
 93H  C07  C06  C05  121.45  3.000
 93H  C05  C06  C20  117.46  3.000
 93H  C07  C06  C20  121.06  3.000
 93H  H13  C07  H12  106.73  3.000
 93H  H13  C07  C08  108.77  3.000
 93H  H12  C07  C08  109.06  3.000
 93H  H13  C07  C06  110.55  3.000
 93H  H12  C07  C06  109.54  3.000
 93H  C08  C07  C06  112.05  3.000
 93H  H17  C11  H16  106.79  3.000
 93H  H17  C11  C12  110.41  3.000
 93H  H16  C11  C12  109.75  3.000
 93H  H17  C11  C10  108.74  3.000
 93H  H16  C11  C10  109.15  3.000
 93H  C12  C11  C10  111.85  3.000
 93H  C18  C12  C11  120.96  3.000
 93H  C18  C12  C13  118.45  3.000
 93H  C11  C12  C13  120.56  3.000
 93H  O19  C14  C15  121.58  3.000
 93H  O19  C14  C13  118.94  3.000
 93H  C15  C14  C13  119.48  3.000
 93H  H18  C18  C12  120.11  3.000
 93H  H18  C18  C17  119.19  3.000
 93H  C12  C18  C17  120.70  3.000
 93H  H19  N09  C08  108.71  3.000
 93H  H19  N09  C10  108.72  3.000
 93H  C08  N09  C10  113.16  3.000
 93H  H22  O19  C14  110.41  3.000
 93H  H21  O16  C15  110.83  3.000
 93H  H15  C08  H14  106.06  3.000
 93H  H15  C08  N09  112.97  3.000
 93H  H14  C08  N09  108.30  3.000
 93H  H15  C08  C07  109.16  3.000
 93H  H14  C08  C07  109.24  3.000
 93H  N09  C08  C07  110.94  3.000
 93H  C03  O02  C01  118.34  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
 93H  CONST_01  C17  C18  C12  C13     0.00   0.0  0
 93H  CONST_02  C17  C15  C14  C13     0.00   0.0  0
 93H  CONST_03  C12  C18  C17  C15     0.00   0.0  0
 93H  CONST_04  C12  C13  C14  C15     0.00   0.0  0
 93H  CONST_05  C04  C03  C21  C20     0.00   0.0  0
 93H  CONST_06  C04  C05  C06  C20     0.00   0.0  0
 93H  CONST_07  C05  C06  C20  C21     0.00   0.0  0
 93H  CONST_08  C05  C04  C03  C21     0.00   0.0  0
 93H  CONST_09  C06  C20  C21  C03     0.00   0.0  0
 93H  CONST_10  C06  C05  C04  C03     0.00   0.0  0
 93H  CONST_11  C18  C12  C13  C14     0.00   0.0  0
 93H  CONST_12  C18  C17  C15  C14     0.00   0.0  0
 93H  CONST_13  O16  C15  C14  C13   180.00   0.0  0
 93H  CONST_14  C11  C12  C18  C17   180.00   0.0  0
 93H  CONST_15  O19  C14  C15  C17   180.00   0.0  0
 93H  CONST_16  O02  C03  C21  C20   180.00   0.0  0
 93H  CONST_17  C07  C06  C20  C21   180.00   0.0  0
 93H  CONST_18  C07  C06  C05  C04   180.00   0.0  0
 93H  CONST_19  O02  C03  C04  C05   180.00   0.0  0
 93H  CONST_20  C14  C13  C12  C11   180.00   0.0  0
 93H  CONST_21  O19  C14  C13  C12   180.00   0.0  0
 93H  CONST_22  O16  C15  C17  C18   180.00   0.0  0
 93H  CONST_23  H18  C18  C12  C13   180.00   0.0  0
 93H  CONST_24  H3   C13  C14  C15   180.00   0.0  0
 93H  CONST_25  H11  C05  C06  C20   180.00   0.0  0
 93H  CONST_26  H10  C04  C03  C21   180.00   0.0  0
 93H  CONST_27  H5   C20  C21  C03   180.00   0.0  0
 93H  CONST_28  H6   C21  C03  C04   180.00   0.0  0
 93H  CONST_29  H4   C17  C18  C12   180.00   0.0  0
 93H  Var_01    C18  C12  C11  C10   -81.43  30.0  2
 93H  Var_02    C08  C07  C06  C20    78.11  30.0  2
 93H  Var_03    C04  C03  O02  C01    -2.44  30.0  2
 93H  Var_04    N09  C08  C07  C06   179.01  30.0  3
 93H  Var_05    N09  C10  C11  C12  -179.63  30.0  1
 93H  Var_06    H7   C01  O02  C03    62.69  30.0  3
 93H  Var_07    C07  C08  N09  C10   178.54  30.0  1
 93H  Var_08    C11  C10  N09  C08  -178.66  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
 93H  plan-1  C20  0.020
 93H  plan-1  C21  0.020
 93H  plan-1  C03  0.020
 93H  plan-1  C04  0.020
 93H  plan-1  C05  0.020
 93H  plan-1  C06  0.020
 93H  plan-1  C07  0.020
 93H  plan-1  H5   0.020
 93H  plan-1  H6   0.020
 93H  plan-1  H10  0.020
 93H  plan-1  H11  0.020
 93H  plan-1  O02  0.020
 93H  plan-2  C13  0.020
 93H  plan-2  C15  0.020
 93H  plan-2  C17  0.020
 93H  plan-2  C11  0.020
 93H  plan-2  C12  0.020
 93H  plan-2  C14  0.020
 93H  plan-2  C18  0.020
 93H  plan-2  O19  0.020
 93H  plan-2  H3   0.020
 93H  plan-2  H4   0.020
 93H  plan-2  H18  0.020
 93H  plan-2  O16  0.020

