# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 10:42:07 2020
#   Inital geometry file: a 71 line input string
#   Ligand name: (2~{R},3~{S})-3-azanyl-4-(4-hydroxyphenyl)butane-1,2-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H](Cc1ccc(O)cc1)[C@@H](O)CO
#
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
 6VF  6VF  (2~{R},3~{S})-3-azanyl-4-(4-hydroxyphenyl)butane-1,2-diol  ligand  29  14  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_6VF
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
 6VF  C2   C  CR6   0   0.117  -1.0559   0.0110   0.6165
 6VF  C4   C  CR16  0  -0.292  -1.7020   1.2046   0.3049
 6VF  C12  C  CR16  0  -0.324  -3.0902  -1.1679   0.0058
 6VF  C20  C  CH2   0  -0.522   0.3806   0.0053   1.0543
 6VF  C21  C  CR16  0  -0.311  -1.7783  -1.1697   0.4560
 6VF  C22  C  CH2   0  -0.166   3.7406   0.5502  -0.7767
 6VF  C1   C  CH1   0   0.010   2.8074   0.1485   0.3527
 6VF  O2   O  OH1   0  -0.670   3.2168  -1.0496   0.9790
 6VF  C3   C  CH1   0  -0.106   1.3551   0.0702  -0.1340
 6VF  N4   N  NH2   0  -0.800   1.2084  -1.0265  -1.0802
 6VF  C7   C  CR16  0  -0.368  -3.0134   1.2281  -0.1463
 6VF  C10  C  CR6   0   0.334  -3.7170   0.0364  -0.3010
 6VF  O1   O  OH1   0  -0.636  -4.9950  -0.0057  -0.7354
 6VF  H1   H  HCR6  0   0.248  -1.1743   2.1446   0.4212
 6VF  H2   H  HCR6  0   0.259  -3.6298  -2.1000  -0.1089
 6VF  H3   H  HCH2  0   0.238   0.5678   0.8556   1.7168
 6VF  H4   H  HCH2  0   0.240   0.5913  -0.8961   1.6371
 6VF  H5   H  HCR6  0   0.246  -1.3130  -2.1185   0.6965
 6VF  H6   H  HCH2  0   0.197   3.7108  -0.2165  -1.5620
 6VF  H7   H  HCH2  0   0.194   3.3594   1.4772  -1.2259
 6VF  H8   H  HCH1  0   0.226   2.8594   0.9213   1.1283
 6VF  H9   H  HOH1  0   0.442   3.3578  -1.7151   0.2966
 6VF  H10  H  HCH1  0   0.234   1.1517   0.9982  -0.6793
 6VF  H11  H  HNH2  0   0.337   1.1491  -1.9058  -0.5787
 6VF  H12  H  HNH2  0   0.355   0.3260  -0.9394  -1.5680
 6VF  H14  H  HCR6  0   0.267  -3.4866   2.1765  -0.3752
 6VF  H15  H  HOH1  0   0.472  -5.3171   0.8844  -0.9150
 6VF  H16  H  HOH1  0   0.454   5.6264   0.9233  -0.9985
 6VF  O3   O  OH1   0  -0.673   5.0422   0.7206  -0.2629

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
 6VF  O1   C10  single    1.350  0.020  1.350
 6VF  C7   C10  aromatic  1.393  0.020  1.393
 6VF  C7   C4   aromatic  1.387  0.020  1.387
 6VF  C10  C12  aromatic  1.392  0.020  1.392
 6VF  C4   C2   aromatic  1.393  0.020  1.393
 6VF  C12  C21  aromatic  1.387  0.020  1.387
 6VF  C2   C21  aromatic  1.393  0.020  1.393
 6VF  C2   C20  single    1.502  0.020  1.502
 6VF  C20  C3   single    1.538  0.020  1.538
 6VF  C3   N4   single    1.456  0.020  1.456
 6VF  C3   C1   single    1.534  0.020  1.534
 6VF  O2   C1   single    1.413  0.020  1.413
 6VF  C1   C22  single    1.519  0.020  1.519
 6VF  O3   C22  single    1.410  0.020  1.410
 6VF  C4   H1   single    0.930  0.020  1.080
 6VF  C12  H2   single    0.930  0.020  1.080
 6VF  C20  H3   single    0.970  0.020  1.090
 6VF  C20  H4   single    0.970  0.020  1.090
 6VF  C21  H5   single    0.930  0.020  1.080
 6VF  C22  H6   single    0.970  0.020  1.090
 6VF  C22  H7   single    0.970  0.020  1.090
 6VF  C1   H8   single    0.970  0.020  1.090
 6VF  O2   H9   single    0.850  0.020  0.980
 6VF  C3   H10  single    0.970  0.020  1.090
 6VF  N4   H11  single    0.890  0.020  1.040
 6VF  N4   H12  single    0.890  0.020  1.040
 6VF  C7   H14  single    0.930  0.020  1.080
 6VF  O1   H15  single    0.850  0.020  0.980
 6VF  O3   H16  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
 6VF  C21  C2   C20  121.75  3.000
 6VF  C20  C2   C4   120.82  3.000
 6VF  C21  C2   C4   117.39  3.000
 6VF  H1   C4   C7   118.71  3.000
 6VF  H1   C4   C2   119.56  3.000
 6VF  C7   C4   C2   121.73  3.000
 6VF  H2   C12  C10  119.79  3.000
 6VF  H2   C12  C21  120.30  3.000
 6VF  C10  C12  C21  119.91  3.000
 6VF  H4   C20  H3   106.55  3.000
 6VF  H4   C20  C3   108.93  3.000
 6VF  H3   C20  C3   109.06  3.000
 6VF  H4   C20  C2   110.04  3.000
 6VF  H3   C20  C2   109.71  3.000
 6VF  C3   C20  C2   112.37  3.000
 6VF  H5   C21  C12  118.64  3.000
 6VF  H5   C21  C2   119.58  3.000
 6VF  C12  C21  C2   121.78  3.000
 6VF  H7   C22  H6   106.71  3.000
 6VF  H7   C22  O3   111.56  3.000
 6VF  H6   C22  O3   111.73  3.000
 6VF  H7   C22  C1   108.30  3.000
 6VF  H6   C22  C1   109.30  3.000
 6VF  O3   C22  C1   109.15  3.000
 6VF  H8   C1   C3   107.78  3.000
 6VF  H8   C1   O2   105.69  3.000
 6VF  C3   C1   O2   111.83  3.000
 6VF  H8   C1   C22  108.09  3.000
 6VF  O2   C1   C22  112.08  3.000
 6VF  C3   C1   C22  111.05  3.000
 6VF  H9   O2   C1   108.31  3.000
 6VF  H10  C3   N4   107.22  3.000
 6VF  H10  C3   C1   106.89  3.000
 6VF  N4   C3   C1   109.89  3.000
 6VF  H10  C3   C20  107.61  3.000
 6VF  C1   C3   C20  110.91  3.000
 6VF  N4   C3   C20  113.98  3.000
 6VF  H12  N4   H11  105.19  3.000
 6VF  H12  N4   C3   109.65  3.000
 6VF  H11  N4   C3   109.74  3.000
 6VF  H14  C7   C10  120.30  3.000
 6VF  H14  C7   C4   119.74  3.000
 6VF  C10  C7   C4   119.96  3.000
 6VF  O1   C10  C7   122.72  3.000
 6VF  C7   C10  C12  119.24  3.000
 6VF  O1   C10  C12  118.04  3.000
 6VF  H15  O1   C10  110.34  3.000
 6VF  H16  O3   C22  107.92  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
 6VF  CONST_01  C10  C7   C4   C2     0.00   0.0  0
 6VF  CONST_02  C10  C12  C21  C2     0.00   0.0  0
 6VF  CONST_03  C12  C10  C7   C4     0.00   0.0  0
 6VF  CONST_04  C12  C21  C2   C4     0.00   0.0  0
 6VF  CONST_05  C7   C10  C12  C21    0.00   0.0  0
 6VF  CONST_06  C7   C4   C2   C21    0.00   0.0  0
 6VF  CONST_07  O1   C10  C7   C4   180.00   0.0  0
 6VF  CONST_08  C20  C2   C21  C12  180.00   0.0  0
 6VF  CONST_09  C7   C4   C2   C20  180.00   0.0  0
 6VF  CONST_10  O1   C10  C12  C21  180.00   0.0  0
 6VF  CONST_11  H14  C7   C4   C2   180.00   0.0  0
 6VF  CONST_12  H2   C12  C21  C2   180.00   0.0  0
 6VF  CONST_13  H5   C21  C2   C4   180.00   0.0  0
 6VF  CONST_14  H1   C4   C2   C21  180.00   0.0  0
 6VF  Var_01    C3   C20  C2   C4   -82.04  30.0  2

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
 6VF  chir_01  C1  C3  O2   C22  negativ
 6VF  chir_02  C3  N4  C20  C1   negativ

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
 6VF  plan-1  C2   0.020
 6VF  plan-1  C4   0.020
 6VF  plan-1  C12  0.020
 6VF  plan-1  C20  0.020
 6VF  plan-1  C21  0.020
 6VF  plan-1  C7   0.020
 6VF  plan-1  C10  0.020
 6VF  plan-1  O1   0.020
 6VF  plan-1  H1   0.020
 6VF  plan-1  H2   0.020
 6VF  plan-1  H5   0.020
 6VF  plan-1  H14  0.020

