# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 01:17:34 2020
#   Inital geometry file: a 72 line input string
#   Ligand name: [(1S)-1-[(2,6-difluorophenyl)carbonylamino]ethyl]-trihydroxy-boron
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](NC(=O)c1c(F)cccc1F)[B-](O)(O)O
#
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
 EO9  EO9  '[(1S)-1-[(2,6-difluorophenyl)carbonylamino]ethyl]-trihydroxy-boron'  ligand  28  17  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EO9
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
 EO9  F15   F  F      0  -0.299   2.4227  -2.2460   0.7839
 EO9  C14   C  CR6    0   0.557   2.6209  -1.0205   0.2834
 EO9  C13   C  CR16   0  -0.421   3.8850  -0.6709  -0.1453
 EO9  C12   C  CR16   0  -0.230   4.0728   0.5998  -0.6717
 EO9  C11   C  CR16   0  -0.417   3.0168   1.4933  -0.7698
 EO9  C8    C  CR6    0   0.576   1.7711   1.0874  -0.3314
 EO9  F9    F  F      0  -0.300   0.7492   1.9506  -0.4110
 EO9  C7    C  CR6    0  -0.462   1.5294  -0.1693   0.2005
 EO9  C5    C  C      0   0.516   0.1881  -0.5770   0.7528
 EO9  O6    O  O      0  -0.504   0.0644  -0.7872   1.9544
 EO9  N4    N  NH1    0  -0.599  -0.7627  -0.6958  -0.1624
 EO9  C3    C  CH1    0  -0.279  -2.1893  -0.9053   0.0900
 EO9  C16   C  CH3    0  -0.680  -2.6896  -1.9901  -0.8570
 EO9  B     B  B     -1   0.473  -2.9989   0.5382  -0.0521
 EO9  O1    O  OB     0  -0.748  -2.7662   1.1649  -1.3655
 EO9  O2    O  OB     0  -0.742  -4.4568   0.3277  -0.0049
 EO9  OXO   O  OB     0  -0.742  -2.5050   1.3809   1.0527
 EO9  H13   H  HCR6   0   0.287   4.7027  -1.3743  -0.0685
 EO9  H12   H  HCR6   0   0.283   5.0556   0.8973  -1.0098
 EO9  H11   H  HCR6   0   0.287   3.1568   2.4863  -1.1750
 EO9  H4    H  HNH1   0   0.385  -0.5122  -0.4834  -1.1158
 EO9  H3    H  HCH1   0   0.188  -2.2643  -1.2851   1.1134
 EO9  H161  H  HCH3   0   0.204  -2.6312  -1.6626  -1.8985
 EO9  H162  H  HCH3   0   0.205  -2.1216  -2.9207  -0.7685
 EO9  H163  H  HCH3   0   0.210  -3.7355  -2.2216  -0.6536
 EO9  H1    H  H      0   0.416  -1.8791   1.5304  -1.3812
 EO9  H2    H  H      0   0.418  -4.6621  -0.3019   0.6898
 EO9  HXO   H  H      0   0.419  -2.8753   2.2633   0.9583

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
 EO9  F15  C14   single    1.338  0.020  1.338
 EO9  C14  C13   aromatic  1.380  0.020  1.380
 EO9  C14  C7    aromatic  1.387  0.020  1.387
 EO9  C13  C12   aromatic  1.388  0.020  1.388
 EO9  C12  C11   aromatic  1.387  0.020  1.387
 EO9  C11  C8    aromatic  1.382  0.020  1.382
 EO9  C8   F9    single    1.340  0.020  1.340
 EO9  C8   C7    aromatic  1.386  0.020  1.386
 EO9  C7   C5    single    1.507  0.020  1.507
 EO9  C5   O6    double    1.226  0.020  1.226
 EO9  C5   N4    single    1.325  0.020  1.325
 EO9  N4   C3    single    1.464  0.020  1.464
 EO9  C3   C16   single    1.525  0.020  1.525
 EO9  C3   B     single    1.661  0.020  1.661
 EO9  B    O1    single    1.474  0.020  1.474
 EO9  B    O2    single    1.474  0.020  1.474
 EO9  B    OXO   single    1.475  0.020  1.475
 EO9  C13  H13   single    0.930  0.020  1.080
 EO9  C12  H12   single    0.930  0.020  1.080
 EO9  C11  H11   single    0.930  0.020  1.080
 EO9  N4   H4    single    0.860  0.020  1.020
 EO9  C3   H3    single    0.970  0.020  1.090
 EO9  C16  H161  single    0.970  0.020  1.090
 EO9  C16  H162  single    0.970  0.020  1.090
 EO9  C16  H163  single    0.970  0.020  1.090
 EO9  O1   H1    single    0.850  0.020  0.980
 EO9  O2   H2    single    0.850  0.020  0.980
 EO9  OXO  HXO   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
 EO9  C7    C14  C13   123.16  3.000
 EO9  C7    C14  F15   117.89  3.000
 EO9  C13   C14  F15   118.94  3.000
 EO9  H13   C13  C12   121.33  3.000
 EO9  H13   C13  C14   120.39  3.000
 EO9  C12   C13  C14   118.28  3.000
 EO9  H12   C12  C11   119.52  3.000
 EO9  H12   C12  C13   119.57  3.000
 EO9  C11   C12  C13   120.90  3.000
 EO9  H11   C11  C8    120.35  3.000
 EO9  H11   C11  C12   121.30  3.000
 EO9  C8    C11  C12   118.35  3.000
 EO9  C7    C8   F9    118.29  3.000
 EO9  C7    C8   C11   123.06  3.000
 EO9  F9    C8   C11   118.65  3.000
 EO9  C5    C7   C8    122.77  3.000
 EO9  C5    C7   C14   120.85  3.000
 EO9  C8    C7   C14   116.25  3.000
 EO9  N4    C5   O6    126.10  3.000
 EO9  N4    C5   C7    114.20  3.000
 EO9  O6    C5   C7    119.69  3.000
 EO9  H4    N4   C3    115.80  3.000
 EO9  H4    N4   C5    117.12  3.000
 EO9  C3    N4   C5    126.37  3.000
 EO9  H3    C3   B     110.39  3.000
 EO9  H3    C3   C16   108.15  3.000
 EO9  B     C3   C16   113.91  3.000
 EO9  H3    C3   N4    106.13  3.000
 EO9  B     C3   N4    109.63  3.000
 EO9  C16   C3   N4    108.33  3.000
 EO9  H163  C16  H162  107.60  3.000
 EO9  H163  C16  H161  107.01  3.000
 EO9  H162  C16  H161  107.71  3.000
 EO9  H163  C16  C3    110.49  3.000
 EO9  H162  C16  C3    112.63  3.000
 EO9  H161  C16  C3    111.16  3.000
 EO9  OXO   B    O2    112.88  3.000
 EO9  OXO   B    O1    111.82  3.000
 EO9  O2    B    O1    104.21  3.000
 EO9  OXO   B    C3    105.62  3.000
 EO9  O2    B    C3    110.81  3.000
 EO9  O1    B    C3    111.65  3.000
 EO9  H1    O1   B     108.82  3.000
 EO9  H2    O2   B     109.18  3.000
 EO9  HXO   OXO  B     108.78  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
 EO9  CONST_01  C11  C12  C13  C14    0.00   0.0  0
 EO9  CONST_02  C11  C8   C7   C14    0.00   0.0  0
 EO9  CONST_03  C8   C7   C14  C13    0.00   0.0  0
 EO9  CONST_04  C8   C11  C12  C13    0.00   0.0  0
 EO9  CONST_05  C7   C14  C13  C12    0.00   0.0  0
 EO9  CONST_06  C7   C8   C11  C12    0.00   0.0  0
 EO9  CONST_07  C12  C13  C14  F15  180.00   0.0  0
 EO9  CONST_08  C8   C7   C14  F15  180.00   0.0  0
 EO9  CONST_09  F9   C8   C7   C14  180.00   0.0  0
 EO9  CONST_10  C5   C7   C14  C13  180.00   0.0  0
 EO9  CONST_11  F9   C8   C11  C12  180.00   0.0  0
 EO9  CONST_12  C5   C7   C8   C11  180.00   0.0  0
 EO9  CONST_13  H12  C12  C13  C14  180.00   0.0  0
 EO9  CONST_14  H11  C11  C12  C13  180.00   0.0  0
 EO9  CONST_15  H13  C13  C12  C11  180.00   0.0  0
 EO9  CONST_16  C3   N4   C5   C7   180.00   0.0  0
 EO9  CONST_17  H4   N4   C5   C7     0.00   0.0  0
 EO9  CONST_18  C3   N4   C5   O6     0.00   0.0  0
 EO9  Var_01    O6   C5   C7   C14   63.01  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
 EO9  chir_01  C3  N4  C16  B  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
 EO9  plan-1  F15  0.020
 EO9  plan-1  C14  0.020
 EO9  plan-1  C13  0.020
 EO9  plan-1  C12  0.020
 EO9  plan-1  C11  0.020
 EO9  plan-1  C8   0.020
 EO9  plan-1  F9   0.020
 EO9  plan-1  C7   0.020
 EO9  plan-1  C5   0.020
 EO9  plan-1  H13  0.020
 EO9  plan-1  H12  0.020
 EO9  plan-1  H11  0.020
 EO9  plan-2  C7   0.020
 EO9  plan-2  C5   0.020
 EO9  plan-2  O6   0.020
 EO9  plan-2  N4   0.020
 EO9  plan-2  C3   0.020
 EO9  plan-2  H4   0.020

