# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 13:41:12 2022
#   Inital geometry file: a 57 line input string
#   Ligand name: 4-[(1S)-2-amino-1-hydroxyethyl]phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC[C@@H](O)c1ccc(O)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
 OTS  OTS  4-[(1S)-2-amino-1-hydroxyethyl]phenol  ligand  22  11  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_OTS
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
 OTS  C2    C  CR16  0  -0.284   1.0168  -0.7925  -0.6341
 OTS  C3    C  CR16  0  -0.342   0.9481  -0.6379  -2.0110
 OTS  C4    C  CR6   0   0.352  -0.1061   0.0696  -2.5763
 OTS  O4    O  OH1   0  -0.614  -0.2384   0.2534  -3.9060
 OTS  C5    C  CR16  0  -0.298  -1.0805   0.6203  -1.7470
 OTS  C6    C  CR16  0  -0.284  -0.9920   0.4599  -0.3758
 OTS  C1    C  CR6   0   0.133   0.0564  -0.2495   0.2093
 OTS  C7    C  CH1   0  -0.073   0.1526  -0.4260   1.7045
 OTS  O7    O  OH1   0  -0.641  -0.9545  -1.1291   2.2417
 OTS  C8    C  CH2   0  -0.273   0.3665   0.9040   2.4157
 OTS  N8    N  NH2   0  -0.783   0.6048   0.6953   3.8319
 OTS  H2    H  HCR6  0   0.233   1.8471  -1.3477  -0.2149
 OTS  H3    H  HCR6  0   0.238   1.7185  -1.0785  -2.6335
 OTS  HO4   H  HOH1  0   0.447   0.4986  -0.1451  -4.3761
 OTS  H5    H  HCR6  0   0.246  -1.9041   1.1727  -2.1799
 OTS  H6    H  HCR6  0   0.215  -1.7653   0.9168   0.2321
 OTS  H7    H  HCH1  0   0.229   1.0189  -1.0569   1.9232
 OTS  HO7   H  HOH1  0   0.423  -1.7592  -0.6396   2.0484
 OTS  H81   H  HCH2  0   0.183  -0.4830   1.5731   2.2042
 OTS  H82   H  HCH2  0   0.229   1.2449   1.3854   1.9809
 OTS  HN81  H  HNH2  0   0.336   0.7853   1.5850   4.2769
 OTS  HN82  H  HNH2  0   0.329  -0.2362   0.3380   4.2654

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
 OTS  C2  C3    aromatic  1.387  0.020  1.387
 OTS  C2  C1    aromatic  1.389  0.020  1.389
 OTS  C2  H2    single    0.930  0.020  1.080
 OTS  C3  C4    aromatic  1.390  0.020  1.390
 OTS  C3  H3    single    0.930  0.020  1.080
 OTS  C4  O4    single    1.349  0.020  1.349
 OTS  C4  C5    aromatic  1.393  0.020  1.393
 OTS  O4  HO4   single    0.850  0.020  0.980
 OTS  C5  C6    aromatic  1.383  0.020  1.383
 OTS  C5  H5    single    0.930  0.020  1.080
 OTS  C6  C1    aromatic  1.395  0.020  1.395
 OTS  C6  H6    single    0.930  0.020  1.080
 OTS  C1  C7    single    1.509  0.020  1.509
 OTS  C7  O7    single    1.417  0.020  1.417
 OTS  C7  C8    single    1.523  0.020  1.523
 OTS  C7  H7    single    0.970  0.020  1.090
 OTS  O7  HO7   single    0.850  0.020  0.980
 OTS  C8  N8    single    1.451  0.020  1.451
 OTS  C8  H81   single    0.970  0.020  1.090
 OTS  C8  H82   single    0.970  0.020  1.090
 OTS  N8  HN81  single    0.890  0.020  1.040
 OTS  N8  HN82  single    0.890  0.020  1.040

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
 OTS  H2    C2  C1    119.70  3.000
 OTS  H2    C2  C3    118.63  3.000
 OTS  C1    C2  C3    121.67  3.000
 OTS  H3    C3  C4    120.82  3.000
 OTS  H3    C3  C2    119.31  3.000
 OTS  C4    C3  C2    119.87  3.000
 OTS  C5    C4  O4    117.67  3.000
 OTS  C5    C4  C3    119.32  3.000
 OTS  O4    C4  C3    123.01  3.000
 OTS  HO4   O4  C4    110.52  3.000
 OTS  H5    C5  C6    120.29  3.000
 OTS  H5    C5  C4    119.74  3.000
 OTS  C6    C5  C4    119.97  3.000
 OTS  H6    C6  C1    121.00  3.000
 OTS  H6    C6  C5    117.46  3.000
 OTS  C1    C6  C5    121.53  3.000
 OTS  C7    C1  C6    121.55  3.000
 OTS  C7    C1  C2    120.80  3.000
 OTS  C6    C1  C2    117.65  3.000
 OTS  H7    C7  C8    107.40  3.000
 OTS  H7    C7  O7    104.88  3.000
 OTS  C8    C7  O7    111.46  3.000
 OTS  H7    C7  C1    108.43  3.000
 OTS  C8    C7  C1    111.69  3.000
 OTS  O7    C7  C1    112.58  3.000
 OTS  HO7   O7  C7    108.97  3.000
 OTS  H82   C8  H81   106.02  3.000
 OTS  H82   C8  N8    108.66  3.000
 OTS  H81   C8  N8    113.65  3.000
 OTS  H82   C8  C7    108.18  3.000
 OTS  H81   C8  C7    109.41  3.000
 OTS  N8    C8  C7    110.68  3.000
 OTS  HN82  N8  HN81  105.71  3.000
 OTS  HN82  N8  C8    109.42  3.000
 OTS  HN81  N8  C8    109.41  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
 OTS  CONST_01  C5    C4  C3  C2    0.00   0.0  0
 OTS  CONST_02  C5    C6  C1  C2    0.00   0.0  0
 OTS  CONST_03  C6    C1  C2  C3    0.00   0.0  0
 OTS  CONST_04  C6    C5  C4  C3    0.00   0.0  0
 OTS  CONST_05  C1    C2  C3  C4    0.00   0.0  0
 OTS  CONST_06  C1    C6  C5  C4    0.00   0.0  0
 OTS  CONST_07  O4    C4  C3  C2  180.00   0.0  0
 OTS  CONST_08  C7    C1  C2  C3  180.00   0.0  0
 OTS  CONST_09  C6    C5  C4  O4  180.00   0.0  0
 OTS  CONST_10  C7    C1  C6  C5  180.00   0.0  0
 OTS  CONST_11  H6    C6  C1  C2  180.00   0.0  0
 OTS  CONST_12  H5    C5  C4  C3  180.00   0.0  0
 OTS  CONST_13  H2    C2  C3  C4  180.00   0.0  0
 OTS  CONST_14  H3    C3  C4  C5  180.00   0.0  0
 OTS  Var_01    HN81  N8  C8  C7  177.47  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
 OTS  chir_01  C7  C1  O7  C8  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
 OTS  plan-1  C2  0.020
 OTS  plan-1  C3  0.020
 OTS  plan-1  C4  0.020
 OTS  plan-1  O4  0.020
 OTS  plan-1  C5  0.020
 OTS  plan-1  C6  0.020
 OTS  plan-1  C1  0.020
 OTS  plan-1  C7  0.020
 OTS  plan-1  H2  0.020
 OTS  plan-1  H3  0.020
 OTS  plan-1  H5  0.020
 OTS  plan-1  H6  0.020

