# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 09:16:44 2020
#   Inital geometry file: a 54 line input string
#   Ligand name: (2S)-hydroxy(4-hydroxyphenyl)ethanenitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@H](C#N)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
 DHR  DHR  (2S)-hydroxy(4-hydroxyphenyl)ethanenitrile  ligand  18  11  .  2022-07-24  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_DHR
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
 DHR  N2   N  NS    0  -0.258  -0.2515  -1.7991   3.1512
 DHR  C2   C  CSP   0   0.099  -0.1864  -0.7920   2.6002
 DHR  C3   C  CR6   0   0.058  -0.0984   0.3004   0.4056
 DHR  C4   C  CR16  0  -0.282  -0.8550   1.1422  -0.4044
 DHR  C8   C  CR16  0  -0.256   0.6985  -0.6672  -0.1981
 DHR  C7   C  CR16  0  -0.370   0.7372  -0.7996  -1.5759
 DHR  C5   C  CR16  0  -0.325  -0.8276   1.0210  -1.7821
 DHR  C6   C  CR6   0   0.358  -0.0271   0.0471  -2.3774
 DHR  O6   O  OH1   0  -0.624  -0.0341  -0.0343  -3.7183
 DHR  C1   C  CH1   0  -0.118  -0.0896   0.5062   1.8988
 DHR  O1   O  OH1   0  -0.626   1.0116   1.2315   2.3715
 DHR  H4   H  HCR6  0   0.267  -1.4820   1.9030   0.0451
 DHR  H8   H  HCR6  0   0.271   1.2955  -1.3433   0.4036
 DHR  H7   H  HCR6  0   0.279   1.3594  -1.5653  -2.0253
 DHR  H5   H  HCR6  0   0.271  -1.4252   1.6774  -2.4016
 DHR  H6   H  HOH1  0   0.478   0.5491  -0.7408  -4.0184
 DHR  H1   H  HCH1  0   0.318  -0.9800   1.0713   2.1864
 DHR  HO1  H  HOH1  0   0.462   1.8191   0.8677   1.9896

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
 DHR  N2  C2   triple    1.150  0.020  1.150
 DHR  C2  C1   single    1.479  0.020  1.479
 DHR  C3  C4   aromatic  1.392  0.020  1.392
 DHR  C3  C8   aromatic  1.391  0.020  1.391
 DHR  C3  C1   single    1.507  0.020  1.507
 DHR  C4  C5   aromatic  1.383  0.020  1.383
 DHR  C4  H4   single    0.930  0.020  1.080
 DHR  C8  C7   aromatic  1.385  0.020  1.385
 DHR  C8  H8   single    0.930  0.020  1.080
 DHR  C7  C6   aromatic  1.394  0.020  1.394
 DHR  C7  H7   single    0.930  0.020  1.080
 DHR  C5  C6   aromatic  1.394  0.020  1.394
 DHR  C5  H5   single    0.930  0.020  1.080
 DHR  C6  O6   single    1.343  0.020  1.343
 DHR  O6  H6   single    0.850  0.020  0.980
 DHR  C1  O1   single    1.401  0.020  1.401
 DHR  C1  H1   single    0.970  0.020  1.090
 DHR  O1  HO1  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
 DHR  C1   C2  N2  180.00  3.000
 DHR  C1   C3  C8  121.43  3.000
 DHR  C1   C3  C4  119.81  3.000
 DHR  C8   C3  C4  118.65  3.000
 DHR  H4   C4  C5  119.09  3.000
 DHR  H4   C4  C3  119.85  3.000
 DHR  C5   C4  C3  121.06  3.000
 DHR  H8   C8  C7  118.50  3.000
 DHR  H8   C8  C3  120.54  3.000
 DHR  C7   C8  C3  120.95  3.000
 DHR  H7   C7  C6  120.35  3.000
 DHR  H7   C7  C8  119.74  3.000
 DHR  C6   C7  C8  119.91  3.000
 DHR  H5   C5  C6  119.75  3.000
 DHR  H5   C5  C4  120.39  3.000
 DHR  C6   C5  C4  119.86  3.000
 DHR  O6   C6  C5  117.75  3.000
 DHR  O6   C6  C7  122.67  3.000
 DHR  C5   C6  C7  119.58  3.000
 DHR  H6   O6  C6  110.60  3.000
 DHR  H1   C1  O1  106.49  3.000
 DHR  H1   C1  C3  109.05  3.000
 DHR  O1   C1  C3  114.18  3.000
 DHR  H1   C1  C2  106.00  3.000
 DHR  O1   C1  C2  110.24  3.000
 DHR  C3   C1  C2  110.47  3.000
 DHR  HO1  O1  C1  109.22  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
 DHR  CONST_01  C6  C5  C4  C3    0.00  0.0  0
 DHR  CONST_02  C6  C7  C8  C3    0.00  0.0  0
 DHR  CONST_03  C7  C8  C3  C4    0.00  0.0  0
 DHR  CONST_04  C7  C6  C5  C4    0.00  0.0  0
 DHR  CONST_05  C5  C4  C3  C8    0.00  0.0  0
 DHR  CONST_06  C5  C6  C7  C8    0.00  0.0  0
 DHR  CONST_07  O6  C6  C5  C4  180.00  0.0  0
 DHR  CONST_08  O6  C6  C7  C8  180.00  0.0  0
 DHR  CONST_09  C1  C3  C8  C7  180.00  0.0  0
 DHR  CONST_10  C1  C3  C4  C5  180.00  0.0  0
 DHR  CONST_11  H5  C5  C4  C3  180.00  0.0  0
 DHR  CONST_12  H7  C7  C8  C3  180.00  0.0  0
 DHR  CONST_13  H8  C8  C3  C4  180.00  0.0  0
 DHR  CONST_14  H4  C4  C3  C8  180.00  0.0  0

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
 DHR  chir_01  C1  C2  C3  O1  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
 DHR  plan-1  C3  0.020
 DHR  plan-1  C4  0.020
 DHR  plan-1  C8  0.020
 DHR  plan-1  C7  0.020
 DHR  plan-1  C5  0.020
 DHR  plan-1  C6  0.020
 DHR  plan-1  O6  0.020
 DHR  plan-1  C1  0.020
 DHR  plan-1  H4  0.020
 DHR  plan-1  H8  0.020
 DHR  plan-1  H7  0.020
 DHR  plan-1  H5  0.020

