# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 18:40:35 2020
#   Inital geometry file: a 100 line input string
#   Ligand name: ~{N}-[7-fluoranyl-2,3-bis(oxidanylidene)-6-(trifluoromethyl)-4~{H}-quinoxalin-1-yl]-2-oxidanyl-benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccccc1C(=O)NN2C(=O)C(=O)Nc3cc(c(F)cc23)C(F)(F)F
#
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
 EC8  EC8  ~{N}-[7-fluoranyl-2,3-bis(oxidanylidene)-6-(trifluoromethyl)-4~{H}-quinoxalin-1-yl]-2-oxidanyl-benzamide  ligand  36  27  .  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_EC8
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
 EC8  C2   C  CR6   0   0.594  -2.1657  -1.3936   0.2655
 EC8  C3   C  CR6   0  -0.408  -3.2675  -0.6106  -0.0487
 EC8  C4   C  CR16  0  -0.363  -3.0880   0.7588  -0.1537
 EC8  C5   C  CR66  0   0.373  -1.8399   1.3257   0.0490
 EC8  C10  C  CR16  0  -0.231   5.9928  -2.1105   0.5713
 EC8  C11  C  CR16  0  -0.337   5.7364  -1.6335  -0.6965
 EC8  C12  C  CR6   0   0.370   4.5516  -0.9425  -0.9666
 EC8  C15  C  CR16  0  -0.266   5.0787  -1.9152   1.6066
 EC8  C13  C  CR6   0  -0.182   3.6276  -0.7220   0.0764
 EC8  C14  C  CR16  0  -0.286   3.9126  -1.2276   1.3522
 EC8  C1   C  CR16  0  -0.480  -0.9153  -0.8586   0.4694
 EC8  C6   C  CR6   0   0.439  -0.4926   3.3408   0.1155
 EC8  C16  C  CT    0   1.068  -4.6104  -1.2378  -0.2599
 EC8  C7   C  CR6   0   0.458   0.7134   2.4711   0.4395
 EC8  C8   C  CR66  0   0.422  -0.7493   0.5143   0.3578
 EC8  C9   C  C     0   0.629   2.3997   0.0263  -0.2289
 EC8  F1   F  F     0  -0.294  -2.3141  -2.7157   0.3792
 EC8  F2   F  F     0  -0.307  -5.0399  -1.8732   0.8369
 EC8  F3   F  F     0  -0.296  -5.5363  -0.3304  -0.5754
 EC8  F4   F  F     0  -0.307  -4.5899  -2.1389  -1.2487
 EC8  N1   N  NR16  0  -0.731  -1.6625   2.6942  -0.0532
 EC8  N2   N  NR6   0  -0.465   0.4882   1.1206   0.5562
 EC8  N3   N  NH1   0  -0.539   1.5666   0.3281   0.8093
 EC8  O1   O  O     0  -0.422  -0.3531   4.5382   0.0216
 EC8  O2   O  O     0  -0.395   1.7993   2.9654   0.5885
 EC8  O3   O  O     0  -0.486   2.0958   0.3623  -1.3686
 EC8  H1   H  HCR6  0   0.310  -3.9196   1.4071  -0.3945
 EC8  H2   H  HCR6  0   0.272   6.9130  -2.6482   0.7593
 EC8  H3   H  HCR6  0   0.275   6.4429  -1.7931  -1.5011
 EC8  H4   H  HCR6  0   0.268   5.2781  -2.2998   2.5968
 EC8  H5   H  HCR6  0   0.263   3.2126  -1.0988   2.1672
 EC8  H6   H  HCR6  0   0.314  -0.0890  -1.5101   0.7166
 EC8  H7   H  HNR6  0   0.437  -2.4710   3.2629  -0.2729
 EC8  H8   H  HNH1  0   0.445   1.8583   0.2823   1.7748
 EC8  H9   H  HOH1  0   0.482   3.4750  -0.0881  -2.2529
 EC8  O4   O  OH1   0  -0.622   4.3563  -0.5196  -2.2130

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
 EC8  C15  C14  aromatic  1.377  0.020  1.377
 EC8  C15  C10  aromatic  1.395  0.020  1.395
 EC8  C14  C13  aromatic  1.402  0.020  1.402
 EC8  C10  C11  aromatic  1.379  0.020  1.379
 EC8  F4   C16  single    1.338  0.020  1.338
 EC8  F1   C2   single    1.335  0.020  1.335
 EC8  N3   N2   single    1.362  0.020  1.362
 EC8  N3   C9   single    1.365  0.020  1.365
 EC8  C1   C2   aromatic  1.375  0.020  1.375
 EC8  C1   C8   aromatic  1.387  0.020  1.387
 EC8  C13  C9   single    1.470  0.020  1.470
 EC8  C13  C12  aromatic  1.411  0.020  1.411
 EC8  C2   C3   aromatic  1.388  0.020  1.388
 EC8  C11  C12  aromatic  1.398  0.020  1.398
 EC8  N2   C8   single    1.392  0.020  1.392
 EC8  N2   C7   single    1.374  0.020  1.374
 EC8  C8   C5   aromatic  1.394  0.020  1.394
 EC8  C3   C16  single    1.497  0.020  1.497
 EC8  C3   C4   aromatic  1.385  0.020  1.385
 EC8  C16  F3   single    1.334  0.020  1.334
 EC8  C16  F2   single    1.338  0.020  1.338
 EC8  C9   O3   double    1.226  0.020  1.226
 EC8  C12  O4   single    1.331  0.020  1.331
 EC8  O2   C7   double    1.202  0.020  1.202
 EC8  C7   C6   single    1.522  0.020  1.522
 EC8  C5   C4   aromatic  1.386  0.020  1.386
 EC8  C5   N1   single    1.384  0.020  1.384
 EC8  C6   N1   single    1.347  0.020  1.347
 EC8  C6   O1   double    1.209  0.020  1.209
 EC8  C4   H1   single    0.930  0.020  1.080
 EC8  C10  H2   single    0.930  0.020  1.080
 EC8  C11  H3   single    0.930  0.020  1.080
 EC8  C15  H4   single    0.930  0.020  1.080
 EC8  C14  H5   single    0.930  0.020  1.080
 EC8  C1   H6   single    0.930  0.020  1.080
 EC8  N1   H7   single    0.860  0.020  1.020
 EC8  N3   H8   single    0.890  0.020  1.040
 EC8  O4   H9   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
 EC8  F1   C2   C1   118.27  3.000
 EC8  C1   C2   C3   122.41  3.000
 EC8  F1   C2   C3   119.32  3.000
 EC8  C16  C3   C4   121.32  3.000
 EC8  C4   C3   C2   118.17  3.000
 EC8  C16  C3   C2   120.52  3.000
 EC8  H1   C4   C5   118.67  3.000
 EC8  H1   C4   C3   120.65  3.000
 EC8  C5   C4   C3   120.67  3.000
 EC8  N1   C5   C8   119.45  3.000
 EC8  N1   C5   C4   120.62  3.000
 EC8  C8   C5   C4   119.93  3.000
 EC8  H2   C10  C15  119.86  3.000
 EC8  H2   C10  C11  119.32  3.000
 EC8  C15  C10  C11  120.81  3.000
 EC8  H3   C11  C12  118.85  3.000
 EC8  H3   C11  C10  120.73  3.000
 EC8  C12  C11  C10  120.42  3.000
 EC8  O4   C12  C13  123.14  3.000
 EC8  O4   C12  C11  117.55  3.000
 EC8  C13  C12  C11  119.31  3.000
 EC8  H4   C15  C14  120.20  3.000
 EC8  H4   C15  C10  120.61  3.000
 EC8  C14  C15  C10  119.18  3.000
 EC8  C9   C13  C14  122.86  3.000
 EC8  C9   C13  C12  118.23  3.000
 EC8  C14  C13  C12  118.90  3.000
 EC8  H5   C14  C13  120.73  3.000
 EC8  H5   C14  C15  117.91  3.000
 EC8  C13  C14  C15  121.36  3.000
 EC8  H6   C1   C8   121.56  3.000
 EC8  H6   C1   C2   119.63  3.000
 EC8  C8   C1   C2   118.80  3.000
 EC8  O1   C6   N1   124.45  3.000
 EC8  O1   C6   C7   119.41  3.000
 EC8  N1   C6   C7   116.13  3.000
 EC8  F4   C16  F3   107.09  3.000
 EC8  F3   C16  F2   107.09  3.000
 EC8  F4   C16  F2   106.91  3.000
 EC8  F2   C16  C3   111.78  3.000
 EC8  F3   C16  C3   111.78  3.000
 EC8  F4   C16  C3   111.88  3.000
 EC8  O2   C7   N2   122.79  3.000
 EC8  O2   C7   C6   120.47  3.000
 EC8  N2   C7   C6   116.74  3.000
 EC8  N2   C8   C1   121.72  3.000
 EC8  N2   C8   C5   118.26  3.000
 EC8  C1   C8   C5   120.01  3.000
 EC8  O3   C9   N3   119.67  3.000
 EC8  O3   C9   C13  122.65  3.000
 EC8  N3   C9   C13  117.67  3.000
 EC8  H7   N1   C6   116.80  3.000
 EC8  H7   N1   C5   117.98  3.000
 EC8  C6   N1   C5   125.22  3.000
 EC8  N3   N2   C8   118.48  3.000
 EC8  C8   N2   C7   124.17  3.000
 EC8  N3   N2   C7   117.25  3.000
 EC8  H8   N3   N2   115.65  3.000
 EC8  H8   N3   C9   122.75  3.000
 EC8  N2   N3   C9   118.08  3.000
 EC8  H9   O4   C12  108.02  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
 EC8  CONST_01  C5   C8   C1   C2      0.00   0.0  0
 EC8  CONST_02  C5   C4   C3   C2      0.00   0.0  0
 EC8  CONST_03  C8   C1   C2   C3      0.00   0.0  0
 EC8  CONST_04  C8   C5   C4   C3      0.00   0.0  0
 EC8  CONST_05  C1   C2   C3   C4      0.00   0.0  0
 EC8  CONST_06  C1   C8   C5   C4      0.00   0.0  0
 EC8  CONST_07  C13  C14  C15  C10     0.00   0.0  0
 EC8  CONST_08  C13  C12  C11  C10     0.00   0.0  0
 EC8  CONST_09  C14  C15  C10  C11     0.00   0.0  0
 EC8  CONST_10  C14  C13  C12  C11     0.00   0.0  0
 EC8  CONST_11  C15  C14  C13  C12     0.00   0.0  0
 EC8  CONST_12  C15  C10  C11  C12     0.00   0.0  0
 EC8  CONST_13  C7   C6   N1   C5      0.00   0.0  0
 EC8  CONST_14  C8   N2   C7   C6      0.00   0.0  0
 EC8  CONST_15  F1   C2   C3   C4    180.00   0.0  0
 EC8  CONST_16  C16  C3   C4   C5    180.00   0.0  0
 EC8  CONST_17  O4   C12  C11  C10   180.00   0.0  0
 EC8  CONST_18  C9   C13  C12  C11   180.00   0.0  0
 EC8  CONST_19  C9   C13  C14  C15   180.00   0.0  0
 EC8  CONST_20  O4   C12  C13  C14   180.00   0.0  0
 EC8  CONST_21  C16  C3   C2   C1    180.00   0.0  0
 EC8  CONST_22  F1   C2   C1   C8    180.00   0.0  0
 EC8  CONST_23  O1   C6   N1   C5    180.00   0.0  0
 EC8  CONST_24  N3   N2   C7   C6    180.00   0.0  0
 EC8  CONST_25  O2   C7   N2   C8    180.00   0.0  0
 EC8  CONST_26  H1   C4   C3   C2    180.00   0.0  0
 EC8  CONST_27  H6   C1   C2   C3    180.00   0.0  0
 EC8  CONST_28  H5   C14  C15  C10   180.00   0.0  0
 EC8  CONST_29  H4   C15  C10  C11   180.00   0.0  0
 EC8  CONST_30  H2   C10  C11  C12   180.00   0.0  0
 EC8  CONST_31  H3   C11  C10  C15   180.00   0.0  0
 EC8  CONST_32  H7   N1   C6   C7    180.00   0.0  0
 EC8  CONST_33  N2   N3   C9   C13   180.00   0.0  0
 EC8  CONST_34  O2   C7   N2   N3      0.00   0.0  0
 EC8  CONST_35  O3   C9   N3   N2      0.00   0.0  0
 EC8  Var_01    F4   C16  C3   C2    -58.80  30.0  2
 EC8  Var_02    N3   C9   C13  C12  -174.75  30.0  2
 EC8  Var_03    C9   N3   N2   C7    -78.02  30.0  2

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
 EC8  plan-1  C10  0.020
 EC8  plan-1  C11  0.020
 EC8  plan-1  C12  0.020
 EC8  plan-1  C15  0.020
 EC8  plan-1  C13  0.020
 EC8  plan-1  C14  0.020
 EC8  plan-1  C9   0.020
 EC8  plan-1  H2   0.020
 EC8  plan-1  H3   0.020
 EC8  plan-1  H4   0.020
 EC8  plan-1  H5   0.020
 EC8  plan-1  O4   0.020
 EC8  plan-2  C2   0.020
 EC8  plan-2  C3   0.020
 EC8  plan-2  C4   0.020
 EC8  plan-2  C5   0.020
 EC8  plan-2  C1   0.020
 EC8  plan-2  C6   0.020
 EC8  plan-2  C16  0.020
 EC8  plan-2  C7   0.020
 EC8  plan-2  C8   0.020
 EC8  plan-2  F1   0.020
 EC8  plan-2  N1   0.020
 EC8  plan-2  N2   0.020
 EC8  plan-2  N3   0.020
 EC8  plan-2  O1   0.020
 EC8  plan-2  O2   0.020
 EC8  plan-2  H1   0.020
 EC8  plan-2  H6   0.020
 EC8  plan-2  H7   0.020
 EC8  plan-3  C13  0.020
 EC8  plan-3  C9   0.020
 EC8  plan-3  N2   0.020
 EC8  plan-3  N3   0.020
 EC8  plan-3  O3   0.020
 EC8  plan-3  H8   0.020

