# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 31 04:12:53 2022
#   Inital geometry file: a 54 line input string
#   Ligand name: 1-[3,4-bis(oxidanyl)phenyl]ethanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)c1ccc(O)c(O)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
 HFO  HFO  "1-[3,4-bis(oxidanyl)phenyl]ethanone"
  ligand  19  11  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_HFO
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
 HFO  C1   C  CR6   0   0.267  27.4372  20.8123  20.3525
 HFO  C2   C  CR6   0   0.324  27.0058  19.5820  19.8337
 HFO  C3   C  CR16  0  -0.384  25.6710  19.4113  19.5181
 HFO  C4   C  CR6   0  -0.040  24.7462  20.4420  19.7072
 HFO  C5   C  CR16  0  -0.279  25.1877  21.6579  20.2240
 HFO  C6   C  CR16  0  -0.360  26.5219  21.8393  20.5434
 HFO  O7   O  OH1   0  -0.630  28.7482  20.9079  20.6361
 HFO  O8   O  OH1   0  -0.628  27.8593  18.5571  19.6355
 HFO  C9   C  C     0   0.361  23.3107  20.2723  19.3685
 HFO  O10  O  O     0  -0.398  22.5248  21.1857  19.5248
 HFO  C11  C  CH3   0  -0.801  22.8584  18.9417  18.8276
 HFO  H1   H  HCR6  0   0.271  25.3643  18.4533  19.1176
 HFO  H2   H  HCR6  0   0.261  24.4901  22.4689  20.3812
 HFO  H3   H  HCR6  0   0.279  26.8603  22.7868  20.9473
 HFO  H4   H  HOH1  0   0.486  28.9690  21.7797  20.9844
 HFO  H5   H  HOH1  0   0.472  28.7592  18.8112  19.8722
 HFO  H6   H  HCH3  0   0.268  21.7897  18.9592  18.6279
 HFO  H7   H  HCH3  0   0.265  23.3839  18.6965  17.9030
 HFO  H8   H  HCH3  0   0.265  23.0713  18.1397  19.5365

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
 HFO  C11  C9   single    1.506  0.020  1.506
 HFO  C9   O10  double    1.215  0.020  1.215
 HFO  C9   C4   single    1.485  0.020  1.485
 HFO  C3   C4   aromatic  1.398  0.020  1.398
 HFO  C3   C2   aromatic  1.382  0.020  1.382
 HFO  O8   C2   single    1.348  0.020  1.348
 HFO  C4   C5   aromatic  1.393  0.020  1.393
 HFO  C2   C1   aromatic  1.403  0.020  1.403
 HFO  C5   C6   aromatic  1.384  0.020  1.384
 HFO  C1   C6   aromatic  1.389  0.020  1.389
 HFO  C1   O7   single    1.345  0.020  1.345
 HFO  C3   H1   single    0.930  0.020  1.080
 HFO  C5   H2   single    0.930  0.020  1.080
 HFO  C6   H3   single    0.930  0.020  1.080
 HFO  O7   H4   single    0.850  0.020  0.980
 HFO  O8   H5   single    0.850  0.020  0.980
 HFO  C11  H6   single    0.970  0.020  1.090
 HFO  C11  H7   single    0.970  0.020  1.090
 HFO  C11  H8   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
 HFO  O7   C1   C6   124.12  3.000
 HFO  O7   C1   C2   116.11  3.000
 HFO  C6   C1   C2   119.77  3.000
 HFO  O8   C2   C3   118.94  3.000
 HFO  O8   C2   C1   121.74  3.000
 HFO  C3   C2   C1   119.32  3.000
 HFO  H1   C3   C4   121.01  3.000
 HFO  H1   C3   C2   117.86  3.000
 HFO  C4   C3   C2   121.13  3.000
 HFO  C9   C4   C5   119.40  3.000
 HFO  C5   C4   C3   118.96  3.000
 HFO  C9   C4   C3   121.64  3.000
 HFO  H2   C5   C6   119.35  3.000
 HFO  H2   C5   C4   120.27  3.000
 HFO  C6   C5   C4   120.38  3.000
 HFO  H3   C6   C5   120.10  3.000
 HFO  H3   C6   C1   119.46  3.000
 HFO  C5   C6   C1   120.44  3.000
 HFO  H4   O7   C1   111.32  3.000
 HFO  H5   O8   C2   110.75  3.000
 HFO  C11  C9   O10  121.08  3.000
 HFO  O10  C9   C4   120.67  3.000
 HFO  C11  C9   C4   118.26  3.000
 HFO  H8   C11  H7   106.93  3.000
 HFO  H8   C11  H6   108.84  3.000
 HFO  H7   C11  H6   108.74  3.000
 HFO  H8   C11  C9   110.94  3.000
 HFO  H7   C11  C9   110.99  3.000
 HFO  H6   C11  C9   110.30  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
 HFO  CONST_01  C4   C3   C2  C1      0.00   0.0  0
 HFO  CONST_02  C4   C5   C6  C1      0.00   0.0  0
 HFO  CONST_03  C5   C4   C3  C2      0.00   0.0  0
 HFO  CONST_04  C5   C6   C1  C2      0.00   0.0  0
 HFO  CONST_05  C6   C5   C4  C3      0.00   0.0  0
 HFO  CONST_06  C6   C1   C2  C3      0.00   0.0  0
 HFO  CONST_07  C9   C4   C3  C2    180.00   0.0  0
 HFO  CONST_08  O7   C1   C2  C3    180.00   0.0  0
 HFO  CONST_09  O8   C2   C3  C4    180.00   0.0  0
 HFO  CONST_10  O7   C1   C6  C5    180.00   0.0  0
 HFO  CONST_11  C9   C4   C5  C6    180.00   0.0  0
 HFO  CONST_12  O8   C2   C1  C6    180.00   0.0  0
 HFO  CONST_13  H1   C3   C2  C1    180.00   0.0  0
 HFO  CONST_14  H2   C5   C6  C1    180.00   0.0  0
 HFO  CONST_15  H3   C6   C1  C2    180.00   0.0  0
 HFO  CONST_16  H2   C5   C4  C3    180.00   0.0  0
 HFO  CONST_17  H3   C6   C5  C4    180.00   0.0  0
 HFO  CONST_18  H1   C3   C4  C5    180.00   0.0  0
 HFO  Var_01    C11  C9   C4  C3      0.88  30.0  2
 HFO  Var_02    O10  C9   C4  C3   -179.10  30.0  2
 HFO  Var_03    C11  C9   C4  C5   -179.25  30.0  2
 HFO  Var_04    O10  C9   C4  C5      0.76  30.0  2
 HFO  Var_05    H6   C11  C9  C4    179.81  30.0  3
 HFO  Var_06    H7   C11  C9  C4    -59.60  30.0  3
 HFO  Var_07    H8   C11  C9  C4     59.14  30.0  3
 HFO  Var_08    H6   C11  C9  O10    -0.20  30.0  3
 HFO  Var_09    H7   C11  C9  O10   120.38  30.0  3
 HFO  Var_10    H8   C11  C9  O10  -120.88  30.0  3

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
 HFO  plan-1  C1   0.020
 HFO  plan-1  C2   0.020
 HFO  plan-1  C3   0.020
 HFO  plan-1  C4   0.020
 HFO  plan-1  C5   0.020
 HFO  plan-1  C6   0.020
 HFO  plan-1  O7   0.020
 HFO  plan-1  O8   0.020
 HFO  plan-1  C9   0.020
 HFO  plan-1  H1   0.020
 HFO  plan-1  H2   0.020
 HFO  plan-1  H3   0.020
 HFO  plan-2  C4   0.020
 HFO  plan-2  C9   0.020
 HFO  plan-2  O10  0.020
 HFO  plan-2  C11  0.020

