# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 02:25:15 2020
#   Inital geometry file: a 81 line input string
#   Ligand name: [5-fluoro-2-(prop-2-yn-1-ylcarbamoyl)phenoxy]acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)COc1cc(F)ccc1C(=O)NCC#C
#
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
 2WQ  2WQ  '[5-fluoro-2-(prop-2-yn-1-ylcarbamoyl)phenoxy]acetic acid'  ligand  27  18  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_2WQ
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
 2WQ  O1   O  O2     0  -0.438  -1.2922  -0.5576   0.1093
 2WQ  C2   C  CH2    0  -0.340  -2.6881  -0.7210  -0.0838
 2WQ  C3   C  C      0   0.386  -3.0622  -2.2123  -0.1115
 2WQ  O4   O  OC    -1  -0.621  -4.2918  -2.4086  -0.1641
 2WQ  O6   O  O      0  -0.586  -2.1513  -3.0503  -0.0948
 2WQ  C9   C  CR6    0   0.416  -0.7768   0.6705   0.1171
 2WQ  C10  C  CR6    0  -0.194   0.6146   0.7695   0.2881
 2WQ  C11  C  C      0   0.516   1.4340  -0.4495   0.5671
 2WQ  O12  O  O      0  -0.470   1.2118  -1.1823   1.5158
 2WQ  N13  N  NH1    0  -0.621   2.4507  -0.6306  -0.2983
 2WQ  C15  C  CH2    0  -0.420   3.4248  -1.6895  -0.1780
 2WQ  C17  C  CSP    0   0.232   4.7876  -1.1662  -0.1155
 2WQ  C18  C  CSP1   0  -0.487   5.9081  -0.7358  -0.0659
 2WQ  C21  C  CR16   0  -0.228   1.2216   2.0161   0.2580
 2WQ  C23  C  CR16   0  -0.441   0.4877   3.1823   0.0856
 2WQ  C25  C  CR6    0   0.559  -0.8748   3.0518  -0.0698
 2WQ  F26  F  F      0  -0.313  -1.6168   4.1553  -0.2408
 2WQ  C27  C  CR16   0  -0.551  -1.5264   1.8319  -0.0643
 2WQ  H1   H  HCH2   0   0.233  -3.2459  -0.2225   0.7171
 2WQ  H2   H  HCH2   0   0.235  -2.9985  -0.2605  -1.0299
 2WQ  H4   H  HNH1   0   0.414   2.5222  -0.0216  -1.0976
 2WQ  H5   H  HCH2   0   0.290   3.2098  -2.2589   0.7260
 2WQ  H6   H  HCH2   0   0.289   3.3374  -2.3844  -1.0167
 2WQ  H7   H  H      0   0.282   6.8957  -0.3382  -0.0149
 2WQ  H8   H  HCR6   0   0.275   2.2939   2.0903   0.3893
 2WQ  H9   H  HCR6   0   0.280   0.9640   4.1529   0.0766
 2WQ  H10  H  HCR6   0   0.303  -2.5978   1.8075  -0.2063

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
 2WQ  C15  C17  single    1.461  0.020  1.461
 2WQ  C15  N13  single    1.444  0.020  1.444
 2WQ  O12  C11  double    1.219  0.020  1.219
 2WQ  C17  C18  triple    1.201  0.020  1.201
 2WQ  C11  N13  single    1.347  0.020  1.347
 2WQ  C11  C10  single    1.495  0.020  1.495
 2WQ  C21  C10  aromatic  1.387  0.020  1.387
 2WQ  C21  C23  aromatic  1.389  0.020  1.389
 2WQ  C10  C9   aromatic  1.405  0.020  1.405
 2WQ  C23  C25  aromatic  1.378  0.020  1.378
 2WQ  O6   C3   deloc     1.238  0.020  1.238
 2WQ  C9   O1   single    1.332  0.020  1.332
 2WQ  C9   C27  aromatic  1.394  0.020  1.394
 2WQ  O1   C2   single    1.419  0.020  1.419
 2WQ  C25  C27  aromatic  1.383  0.020  1.383
 2WQ  C25  F26  single    1.341  0.020  1.341
 2WQ  C3   C2   single    1.538  0.020  1.538
 2WQ  C3   O4   deloc     1.246  0.020  1.246
 2WQ  C2   H1   single    0.939  0.020  1.096
 2WQ  C2   H2   single    0.939  0.020  1.096
 2WQ  N13  H4   single    0.868  0.020  1.013
 2WQ  C15  H5   single    0.939  0.020  1.096
 2WQ  C15  H6   single    0.939  0.020  1.096
 2WQ  C18  H7   single    0.913  0.020  1.066
 2WQ  C21  H8   single    0.929  0.020  1.085
 2WQ  C23  H9   single    0.929  0.020  1.085
 2WQ  C27  H10  single    0.929  0.020  1.085

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
 2WQ  C9   O1   C2   119.19  3.000
 2WQ  H2   C2   H1   107.18  3.000
 2WQ  H2   C2   C3   108.83  3.000
 2WQ  H1   C2   C3   109.29  3.000
 2WQ  H2   C2   O1   110.33  3.000
 2WQ  H1   C2   O1   110.42  3.000
 2WQ  C3   C2   O1   110.70  3.000
 2WQ  O6   C3   O4   128.32  3.000
 2WQ  O4   C3   C2   113.17  3.000
 2WQ  O6   C3   C2   118.50  3.000
 2WQ  C27  C9   C10  119.30  3.000
 2WQ  C27  C9   O1   124.01  3.000
 2WQ  C10  C9   O1   116.67  3.000
 2WQ  C21  C10  C11  119.81  3.000
 2WQ  C21  C10  C9   119.61  3.000
 2WQ  C11  C10  C9   120.52  3.000
 2WQ  N13  C11  O12  123.81  3.000
 2WQ  N13  C11  C10  113.79  3.000
 2WQ  O12  C11  C10  122.37  3.000
 2WQ  H4   N13  C15  117.49  3.000
 2WQ  H4   N13  C11  118.81  3.000
 2WQ  C15  N13  C11  123.66  3.000
 2WQ  H6   C15  H5   106.78  3.000
 2WQ  H6   C15  C17  109.58  3.000
 2WQ  H5   C15  C17  109.61  3.000
 2WQ  H6   C15  N13  110.40  3.000
 2WQ  H5   C15  N13  108.61  3.000
 2WQ  C17  C15  N13  111.73  3.000
 2WQ  C18  C17  C15  180.00  3.000
 2WQ  H7   C18  C17  180.00  3.000
 2WQ  H8   C21  C23  118.74  3.000
 2WQ  H8   C21  C10  119.50  3.000
 2WQ  C23  C21  C10  121.75  3.000
 2WQ  H9   C23  C25  121.31  3.000
 2WQ  H9   C23  C21  121.48  3.000
 2WQ  C25  C23  C21  117.21  3.000
 2WQ  C27  C25  F26  117.76  3.000
 2WQ  F26  C25  C23  118.94  3.000
 2WQ  C27  C25  C23  123.30  3.000
 2WQ  H10  C27  C25  119.10  3.000
 2WQ  H10  C27  C9   122.08  3.000
 2WQ  C25  C27  C9   118.81  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
 2WQ  CONST_01  C23  C21  C10  C9      0.00   0.0  0
 2WQ  CONST_02  C23  C25  C27  C9      0.00   0.0  0
 2WQ  CONST_03  C25  C23  C21  C10     0.00   0.0  0
 2WQ  CONST_04  C25  C27  C9   C10     0.00   0.0  0
 2WQ  CONST_05  C27  C9   C10  C21     0.00   0.0  0
 2WQ  CONST_06  C27  C25  C23  C21     0.00   0.0  0
 2WQ  CONST_07  C21  C10  C9   O1    180.00   0.0  0
 2WQ  CONST_08  C25  C27  C9   O1    180.00   0.0  0
 2WQ  CONST_09  F26  C25  C27  C9    180.00   0.0  0
 2WQ  CONST_10  C23  C21  C10  C11   180.00   0.0  0
 2WQ  CONST_11  C27  C9   C10  C11   180.00   0.0  0
 2WQ  CONST_12  F26  C25  C23  C21   180.00   0.0  0
 2WQ  CONST_13  H8   C21  C10  C9    180.00   0.0  0
 2WQ  CONST_14  H9   C23  C21  C10   180.00   0.0  0
 2WQ  CONST_15  H10  C27  C9   C10   180.00   0.0  0
 2WQ  CONST_16  C15  N13  C11  C10   180.00   0.0  0
 2WQ  CONST_17  H4   N13  C11  C10     0.00   0.0  0
 2WQ  CONST_18  C15  N13  C11  O12     0.00   0.0  0
 2WQ  Var_01    C10  C9   O1   C2   -178.87  30.0  1
 2WQ  Var_02    O12  C11  C10  C9    -56.65  30.0  2
 2WQ  Var_03    H1   C2   O1   C9    -60.98  30.0  3
 2WQ  Var_04    O6   C3   C2   O1     -6.54  30.0  3
 2WQ  Var_05    C17  C15  N13  C11  -123.17  30.0  1

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
 2WQ  plan-1  O1   0.020
 2WQ  plan-1  C9   0.020
 2WQ  plan-1  C10  0.020
 2WQ  plan-1  C11  0.020
 2WQ  plan-1  C21  0.020
 2WQ  plan-1  C23  0.020
 2WQ  plan-1  C25  0.020
 2WQ  plan-1  F26  0.020
 2WQ  plan-1  C27  0.020
 2WQ  plan-1  H8   0.020
 2WQ  plan-1  H9   0.020
 2WQ  plan-1  H10  0.020
 2WQ  plan-2  C10  0.020
 2WQ  plan-2  C11  0.020
 2WQ  plan-2  O12  0.020
 2WQ  plan-2  N13  0.020
 2WQ  plan-2  C15  0.020
 2WQ  plan-2  H4   0.020
 2WQ  plan-3  C2   0.020
 2WQ  plan-3  C3   0.020
 2WQ  plan-3  O4   0.020
 2WQ  plan-3  O6   0.020

