# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 23 10:25:29 2020
#   Inital geometry file: a 82 line input string
#   Ligand name: (4R,6Z)-6-(3-fluoro-4-hydroxyphenyl)-4-hydroxy-6-iminohexan-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)C[C@H](O)CC(=N)c1ccc(O)c(F)c1
#
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
 1Q2  1Q2  (4R,6Z)-6-(3-fluoro-4-hydroxyphenyl)-4-hydroxy-6-iminohexan-2-one  ligand  31  17  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_1Q2
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
 1Q2  C1    C  CR6   0   0.228   3.9998   0.9375  -0.0076
 1Q2  O1    O  OH1   0  -0.620   5.2377   1.4504  -0.0462
 1Q2  C2    C  CR6   0   0.468   3.7429  -0.4321   0.0609
 1Q2  F2    F  F     0  -0.323   4.8024  -1.2653   0.0905
 1Q2  C3    C  CR16  0  -0.441   2.4728  -0.9444   0.0998
 1Q2  C4    C  CR6   0   0.064   1.3703  -0.0858   0.0699
 1Q2  C5    C  CR16  0  -0.320   1.6134   1.2849   0.0041
 1Q2  C6    C  CR16  0  -0.328   2.9046   1.7903  -0.0338
 1Q2  C7    C  C     0   0.191  -0.0007  -0.6625   0.1204
 1Q2  N8    N  N     0  -0.586  -0.1065  -1.9254   0.1900
 1Q2  O9    O  OH1   0  -0.664  -2.8679  -1.1089   1.0733
 1Q2  C10   C  CH1   0   0.012  -2.5476  -0.2819  -0.0272
 1Q2  C11   C  CH2   0  -0.553  -1.1499   0.3196   0.0782
 1Q2  C12   C  CH2   0  -0.587  -3.5809   0.8240  -0.1911
 1Q2  C13   C  C     0   0.407  -4.9815   0.3295  -0.4688
 1Q2  O13   O  O     0  -0.405  -5.1955  -0.7614  -0.9465
 1Q2  C14   C  CH3   0  -0.775  -6.0836   1.2931  -0.1344
 1Q2  HO1   H  HOH1  0   0.479   5.9074   0.7566  -0.0275
 1Q2  H3    H  HCR6  0   0.280   2.3275  -2.0152   0.1543
 1Q2  H5    H  HCR6  0   0.266   0.7987   1.9946  -0.0176
 1Q2  H6    H  HCR6  0   0.279   3.0689   2.8591  -0.0843
 1Q2  HN8   H  H     0   0.354  -1.0748  -2.2208   0.2567
 1Q2  H10   H  HCH1  0   0.246  -2.5868  -0.9316  -0.9061
 1Q2  H11   H  HCH2  0   0.269  -1.0928   0.9661   0.9627
 1Q2  H11A  H  HCH2  0   0.270  -1.0004   0.9884  -0.7741
 1Q2  H12   H  HCH2  0   0.264  -3.5864   1.4807   0.6851
 1Q2  H12A  H  HCH2  0   0.285  -3.3149   1.4741  -1.0332
 1Q2  H14   H  HCH3  0   0.270  -6.1853   1.3485   0.9523
 1Q2  H14A  H  HCH3  0   0.261  -5.8382   2.2999  -0.4753
 1Q2  H14B  H  HCH3  0   0.260  -7.0353   0.9833  -0.5607
 1Q2  HO9   H  HOH1  0   0.447  -2.7585  -0.5980   1.8831

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
 1Q2  O1   C1    single    1.340  0.020  1.340
 1Q2  C2   C1    aromatic  1.395  0.020  1.395
 1Q2  C1   C6    aromatic  1.388  0.020  1.388
 1Q2  O1   HO1   single    0.850  0.020  0.980
 1Q2  F2   C2    single    1.348  0.020  1.348
 1Q2  C2   C3    aromatic  1.370  0.020  1.370
 1Q2  C3   C4    aromatic  1.398  0.020  1.398
 1Q2  C3   H3    single    0.930  0.020  1.080
 1Q2  C4   C5    aromatic  1.394  0.020  1.394
 1Q2  C4   C7    single    1.488  0.020  1.488
 1Q2  C6   C5    aromatic  1.387  0.020  1.387
 1Q2  C5   H5    single    0.930  0.020  1.080
 1Q2  C6   H6    single    0.930  0.020  1.080
 1Q2  N8   C7    double    1.269  0.020  1.269
 1Q2  C7   C11   single    1.512  0.020  1.512
 1Q2  N8   HN8   single    0.890  0.020  1.040
 1Q2  O9   C10   single    1.413  0.020  1.413
 1Q2  O9   HO9   single    0.850  0.020  0.980
 1Q2  C11  C10   single    1.525  0.020  1.525
 1Q2  C10  C12   single    1.522  0.020  1.522
 1Q2  C10  H10   single    0.970  0.020  1.090
 1Q2  C11  H11   single    0.970  0.020  1.090
 1Q2  C11  H11A  single    0.970  0.020  1.090
 1Q2  C12  C13   single    1.511  0.020  1.511
 1Q2  C12  H12   single    0.970  0.020  1.090
 1Q2  C12  H12A  single    0.970  0.020  1.090
 1Q2  O13  C13   double    1.210  0.020  1.210
 1Q2  C13  C14   single    1.502  0.020  1.502
 1Q2  C14  H14   single    0.970  0.020  1.090
 1Q2  C14  H14A  single    0.970  0.020  1.090
 1Q2  C14  H14B  single    0.970  0.020  1.090

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
 1Q2  C6    C1   C2    117.30  3.000
 1Q2  C6    C1   O1    119.53  3.000
 1Q2  C2    C1   O1    123.17  3.000
 1Q2  HO1   O1   C1    111.43  3.000
 1Q2  C3    C2   F2    119.79  3.000
 1Q2  C3    C2   C1    122.63  3.000
 1Q2  F2    C2   C1    117.59  3.000
 1Q2  H3    C3   C4    120.20  3.000
 1Q2  H3    C3   C2    119.74  3.000
 1Q2  C4    C3   C2    120.06  3.000
 1Q2  C7    C4   C5    122.92  3.000
 1Q2  C7    C4   C3    119.20  3.000
 1Q2  C5    C4   C3    117.88  3.000
 1Q2  H5    C5   C6    117.51  3.000
 1Q2  H5    C5   C4    121.02  3.000
 1Q2  C6    C5   C4    121.47  3.000
 1Q2  H6    C6   C5    120.15  3.000
 1Q2  H6    C6   C1    119.18  3.000
 1Q2  C5    C6   C1    120.66  3.000
 1Q2  C11   C7   N8    125.76  3.000
 1Q2  C11   C7   C4    116.58  3.000
 1Q2  N8    C7   C4    117.66  3.000
 1Q2  HN8   N8   C7    111.89  3.000
 1Q2  HO9   O9   C10   108.56  3.000
 1Q2  H10   C10  C12   108.70  3.000
 1Q2  H10   C10  C11   108.83  3.000
 1Q2  C12   C10  C11   110.06  3.000
 1Q2  H10   C10  O9    105.67  3.000
 1Q2  C12   C10  O9    110.80  3.000
 1Q2  C11   C10  O9    112.62  3.000
 1Q2  H11A  C11  H11   105.12  3.000
 1Q2  H11A  C11  C10   108.22  3.000
 1Q2  H11   C11  C10   109.62  3.000
 1Q2  H11A  C11  C7    108.36  3.000
 1Q2  H11   C11  C7    108.70  3.000
 1Q2  C10   C11  C7    116.24  3.000
 1Q2  H12A  C12  H12   105.07  3.000
 1Q2  H12A  C12  C13   106.12  3.000
 1Q2  H12   C12  C13   109.79  3.000
 1Q2  H12A  C12  C10   110.41  3.000
 1Q2  H12   C12  C10   110.67  3.000
 1Q2  C13   C12  C10   114.28  3.000
 1Q2  C14   C13  O13   122.46  3.000
 1Q2  C14   C13  C12   115.43  3.000
 1Q2  O13   C13  C12   122.11  3.000
 1Q2  H14B  C14  H14A  109.70  3.000
 1Q2  H14B  C14  H14   108.82  3.000
 1Q2  H14A  C14  H14   106.56  3.000
 1Q2  H14B  C14  C13   111.84  3.000
 1Q2  H14A  C14  C13   110.95  3.000
 1Q2  H14   C14  C13   108.80  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
 1Q2  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 1Q2  CONST_02  C4   C5   C6   C1     0.00   0.0  0
 1Q2  CONST_03  C5   C6   C1   C2     0.00   0.0  0
 1Q2  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 1Q2  CONST_05  C6   C1   C2   C3     0.00   0.0  0
 1Q2  CONST_06  C6   C5   C4   C3     0.00   0.0  0
 1Q2  CONST_07  C3   C2   C1   O1   180.00   0.0  0
 1Q2  CONST_08  C5   C6   C1   O1   180.00   0.0  0
 1Q2  CONST_09  C7   C4   C3   C2   180.00   0.0  0
 1Q2  CONST_10  C6   C1   C2   F2   180.00   0.0  0
 1Q2  CONST_11  C4   C3   C2   F2   180.00   0.0  0
 1Q2  CONST_12  C7   C4   C5   C6   180.00   0.0  0
 1Q2  CONST_13  H3   C3   C2   C1   180.00   0.0  0
 1Q2  CONST_14  H5   C5   C6   C1   180.00   0.0  0
 1Q2  CONST_15  H6   C6   C1   C2   180.00   0.0  0
 1Q2  Var_01    N8   C7   C4   C3     0.03  30.0  2
 1Q2  Var_02    C10  C11  C7   C4   173.39  30.0  3
 1Q2  Var_03    O13  C13  C12  C10  -22.96  30.0  3
 1Q2  Var_04    H14  C14  C13  C12  -72.90  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
 1Q2  chir_01  C10  O9  C11  C12  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
 1Q2  plan-1  C1   0.020
 1Q2  plan-1  O1   0.020
 1Q2  plan-1  C2   0.020
 1Q2  plan-1  F2   0.020
 1Q2  plan-1  C3   0.020
 1Q2  plan-1  C4   0.020
 1Q2  plan-1  C5   0.020
 1Q2  plan-1  C6   0.020
 1Q2  plan-1  C7   0.020
 1Q2  plan-1  H3   0.020
 1Q2  plan-1  H5   0.020
 1Q2  plan-1  H6   0.020
 1Q2  plan-2  C12  0.020
 1Q2  plan-2  C13  0.020
 1Q2  plan-2  O13  0.020
 1Q2  plan-2  C14  0.020
 1Q2  plan-3  C4   0.020
 1Q2  plan-3  C7   0.020
 1Q2  plan-3  N8   0.020
 1Q2  plan-3  C11  0.020
 1Q2  plan-3  HN8  0.020

