# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 17:20:40 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: 3-[3,5-bis(fluoranyl)-4-(2-fluorophenyl)phenyl]benzo[f]benzotriazole-4,9-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1ccccc1c2c(F)cc(cc2F)n3nnc4C(=O)c5ccccc5C(=O)c34
#
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
 BVU  BVU  3-[3,5-bis(fluoranyl)-4-(2-fluorophenyl)phenyl]benzo[f]benzotriazole-4,9-dione  ligand  40  30  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BVU
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
 BVU  C10   C  CR6   0   0.539  -5.2262   0.1312   0.8009
 BVU  C13   C  CR16  0  -0.239  -6.9912   1.1941  -0.3903
 BVU  C15   C  CR16  0  -0.254  -4.7876   1.0767  -1.3393
 BVU  C20   C  CR56  0   0.303   2.2381  -0.5596   0.0832
 BVU  C21   C  CR6   0   0.371   2.4945   0.8652  -0.1521
 BVU  C24   C  CR66  0  -0.058   4.9499   0.2457   0.0124
 BVU  C26   C  CR16  0  -0.228   6.6191   1.9737  -0.1783
 BVU  C28   C  CR16  0  -0.264   4.2908   2.5460  -0.3329
 BVU  C2    C  CR6   0   0.572  -2.3780  -0.9808  -0.9775
 BVU  C3    C  CR16  0  -0.427  -1.0617  -1.3927  -0.9263
 BVU  C4    C  CR6   0   0.343  -0.2550  -0.8315   0.0480
 BVU  C5    C  CR16  0  -0.422  -0.7276   0.1049   0.9509
 BVU  C6    C  CR6   0   0.571  -2.0497   0.4803   0.8412
 BVU  F7    F  F     0  -0.289  -2.5247   1.3909   1.6902
 BVU  C8    C  CR6   0  -0.347  -2.9156  -0.0384  -0.1126
 BVU  C9    C  CR6   0  -0.114  -4.3213   0.3972  -0.2160
 BVU  F11   F  F     0  -0.301  -4.7956  -0.5354   1.8811
 BVU  C12   C  CR16  0  -0.403  -6.5506   0.5148   0.7365
 BVU  C14   C  CR16  0  -0.259  -6.1123   1.4754  -1.4281
 BVU  N16   N  NR5   0  -0.470   1.0929  -1.2623   0.1322
 BVU  N17   N  N     0  -0.042   1.3588  -2.5590   0.2848
 BVU  N18   N  N     0  -0.270   2.6288  -2.7188   0.3343
 BVU  C19   C  CR56  0   0.011   3.2127  -1.5111   0.2157
 BVU  C23   C  CR66  0  -0.041   3.9407   1.2129  -0.1546
 BVU  C25   C  CR16  0  -0.259   6.2813   0.6397  -0.0020
 BVU  C27   C  CR16  0  -0.229   5.6244   2.9261  -0.3438
 BVU  C29   C  CR6   0   0.346   4.6418  -1.2006   0.1986
 BVU  O30   O  O     0  -0.357   5.4944  -2.0494   0.3216
 BVU  H131  H  HCR6  0   0.274  -8.0260   1.5020  -0.4539
 BVU  H151  H  HCR6  0   0.272  -4.0992   1.3027  -2.1432
 BVU  H261  H  HCR6  0   0.281   7.6601   2.2666  -0.1880
 BVU  H281  H  HCR6  0   0.282   3.5184   3.2918  -0.4617
 BVU  H031  H  HCR6  0   0.312  -0.6810  -2.1224  -1.6276
 BVU  H051  H  HCR6  0   0.313  -0.0979   0.5266   1.7223
 BVU  H121  H  HCR6  0   0.285  -7.2241   0.2835   1.5512
 BVU  H141  H  HCR6  0   0.268  -6.4571   2.0051  -2.3054
 BVU  H251  H  HCR6  0   0.281   7.0604  -0.0998   0.1236
 BVU  H271  H  HCR6  0   0.281   5.8844   3.9666  -0.4828
 BVU  O22   O  O     0  -0.348   1.6121   1.6694  -0.3376
 BVU  F1    F  F     0  -0.287  -3.1741  -1.5122  -1.9048

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
 BVU  C14  C15   aromatic  1.386  0.020  1.386
 BVU  C14  C13   aromatic  1.389  0.020  1.389
 BVU  C15  C9    aromatic  1.393  0.020  1.393
 BVU  C13  C12   aromatic  1.388  0.020  1.388
 BVU  C27  C28   aromatic  1.387  0.020  1.387
 BVU  C27  C26   aromatic  1.387  0.020  1.387
 BVU  F7   C6    single    1.333  0.020  1.333
 BVU  C28  C23   aromatic  1.390  0.020  1.390
 BVU  O22  C21   double    1.208  0.020  1.208
 BVU  C26  C25   aromatic  1.387  0.020  1.387
 BVU  C9   C8    single    1.475  0.020  1.475
 BVU  C9   C10   aromatic  1.387  0.020  1.387
 BVU  C6   C8    aromatic  1.389  0.020  1.389
 BVU  C6   C5    aromatic  1.379  0.020  1.379
 BVU  C12  C10   aromatic  1.380  0.020  1.380
 BVU  C23  C21   single    1.487  0.020  1.487
 BVU  C23  C24   aromatic  1.408  0.020  1.408
 BVU  C8   C2    aromatic  1.388  0.020  1.388
 BVU  C21  C20   single    1.467  0.020  1.467
 BVU  C5   C4    aromatic  1.384  0.020  1.384
 BVU  C10  F11   single    1.340  0.020  1.340
 BVU  C25  C24   aromatic  1.389  0.020  1.389
 BVU  C24  C29   single    1.490  0.020  1.490
 BVU  C2   F1    single    1.333  0.020  1.333
 BVU  C2   C3    aromatic  1.380  0.020  1.380
 BVU  C4   C3    aromatic  1.384  0.020  1.384
 BVU  C4   N16   single    1.418  0.020  1.418
 BVU  C20  N16   aromatic  1.345  0.020  1.345
 BVU  C20  C19   aromatic  1.368  0.020  1.368
 BVU  N16  N17   aromatic  1.333  0.020  1.333
 BVU  C29  C19   single    1.463  0.020  1.463
 BVU  C29  O30   double    1.209  0.020  1.209
 BVU  C19  N18   aromatic  1.347  0.020  1.347
 BVU  N17  N18   aromatic  1.281  0.020  1.281
 BVU  C13  H131  single    0.930  0.020  1.080
 BVU  C15  H151  single    0.930  0.020  1.080
 BVU  C26  H261  single    0.930  0.020  1.080
 BVU  C28  H281  single    0.930  0.020  1.080
 BVU  C3   H031  single    0.930  0.020  1.080
 BVU  C5   H051  single    0.930  0.020  1.080
 BVU  C12  H121  single    0.930  0.020  1.080
 BVU  C14  H141  single    0.930  0.020  1.080
 BVU  C25  H251  single    0.930  0.020  1.080
 BVU  C27  H271  single    0.930  0.020  1.080

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
 BVU  C12   C10  F11  118.94  3.000
 BVU  F11   C10  C9   118.47  3.000
 BVU  C12   C10  C9   122.58  3.000
 BVU  H131  C13  C14  120.26  3.000
 BVU  H131  C13  C12  119.40  3.000
 BVU  C14   C13  C12  120.34  3.000
 BVU  H151  C15  C14  120.01  3.000
 BVU  H151  C15  C9   119.20  3.000
 BVU  C14   C15  C9   120.78  3.000
 BVU  C19   C20  N16  103.87  3.000
 BVU  C19   C20  C21  124.51  3.000
 BVU  N16   C20  C21  131.49  3.000
 BVU  C23   C21  O22  123.66  3.000
 BVU  C23   C21  C20  113.41  3.000
 BVU  O22   C21  C20  122.93  3.000
 BVU  C29   C24  C25  118.35  3.000
 BVU  C29   C24  C23  122.23  3.000
 BVU  C25   C24  C23  119.42  3.000
 BVU  H261  C26  C27  120.21  3.000
 BVU  H261  C26  C25  119.73  3.000
 BVU  C27   C26  C25  120.06  3.000
 BVU  H281  C28  C27  119.79  3.000
 BVU  H281  C28  C23  119.80  3.000
 BVU  C27   C28  C23  120.41  3.000
 BVU  C8    C2   C3   123.30  3.000
 BVU  C3    C2   F1   118.46  3.000
 BVU  C8    C2   F1   118.24  3.000
 BVU  H031  C3   C4   121.67  3.000
 BVU  H031  C3   C2   120.87  3.000
 BVU  C4    C3   C2   117.46  3.000
 BVU  N16   C4   C5   119.44  3.000
 BVU  N16   C4   C3   118.23  3.000
 BVU  C5    C4   C3   122.32  3.000
 BVU  H051  C5   C6   120.60  3.000
 BVU  H051  C5   C4   122.03  3.000
 BVU  C6    C5   C4   117.37  3.000
 BVU  C8    C6   F7   118.07  3.000
 BVU  C8    C6   C5   123.43  3.000
 BVU  F7    C6   C5   118.50  3.000
 BVU  C9    C8   C6   122.14  3.000
 BVU  C6    C8   C2   116.12  3.000
 BVU  C9    C8   C2   121.73  3.000
 BVU  C8    C9   C15  121.29  3.000
 BVU  C8    C9   C10  120.90  3.000
 BVU  C15   C9   C10  117.80  3.000
 BVU  H121  C12  C13  121.23  3.000
 BVU  H121  C12  C10  120.18  3.000
 BVU  C13   C12  C10  118.59  3.000
 BVU  H141  C14  C15  119.84  3.000
 BVU  H141  C14  C13  120.25  3.000
 BVU  C15   C14  C13  119.91  3.000
 BVU  N17   N16  C4   119.49  3.000
 BVU  N17   N16  C20  110.05  3.000
 BVU  C4    N16  C20  130.46  3.000
 BVU  N18   N17  N16  108.88  3.000
 BVU  C19   N18  N17  108.34  3.000
 BVU  C29   C19  N18  127.96  3.000
 BVU  N18   C19  C20  108.87  3.000
 BVU  C29   C19  C20  123.17  3.000
 BVU  C28   C23  C24  119.58  3.000
 BVU  C24   C23  C21  122.42  3.000
 BVU  C28   C23  C21  118.00  3.000
 BVU  H251  C25  C26  119.80  3.000
 BVU  H251  C25  C24  119.70  3.000
 BVU  C26   C25  C24  120.50  3.000
 BVU  H271  C27  C28  119.73  3.000
 BVU  H271  C27  C26  120.24  3.000
 BVU  C28   C27  C26  120.03  3.000
 BVU  O30   C29  C19  122.59  3.000
 BVU  O30   C29  C24  123.23  3.000
 BVU  C19   C29  C24  114.17  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
 BVU  CONST_01  C14   C15  C9   C10    0.00  0.0  0
 BVU  CONST_04  C14   C13  C12  C10    0.00  0.0  0
 BVU  CONST_05  C9    C15  C14  C13    0.00  0.0  0
 BVU  CONST_06  C9    C10  C12  C13    0.00  0.0  0
 BVU  CONST_07  C12   C13  C14  C15    0.00  0.0  0
 BVU  CONST_10  C12   C10  C9   C15    0.00  0.0  0
 BVU  CONST_13  N18   N17  N16  C20    0.00  0.0  0
 BVU  CONST_14  N17   N18  C19  C20    0.00  0.0  0
 BVU  CONST_15  C27   C28  C23  C24    0.00  0.0  0
 BVU  CONST_16  C27   C26  C25  C24    0.00  0.0  0
 BVU  CONST_17  C23   C28  C27  C26    0.00  0.0  0
 BVU  CONST_18  C23   C24  C25  C26    0.00  0.0  0
 BVU  CONST_19  C25   C26  C27  C28    0.00  0.0  0
 BVU  CONST_20  C25   C24  C23  C28    0.00  0.0  0
 BVU  CONST_21  C5    C6   C8   C2     0.00  0.0  0
 BVU  CONST_22  C5    C4   C3   C2     0.00  0.0  0
 BVU  CONST_23  N16   C4   C3   C2   180.00  0.0  0
 BVU  CONST_24  C9    C8   C2   C3   180.00  0.0  0
 BVU  CONST_25  C6    C8   C2   C3     0.00  0.0  0
 BVU  CONST_26  C6    C5   C4   C3     0.00  0.0  0
 BVU  CONST_28  C8    C6   C5   C4     0.00  0.0  0
 BVU  CONST_29  C8    C2   C3   C4     0.00  0.0  0
 BVU  CONST_30  C19   C20  N16  C4   180.00  0.0  0
 BVU  CONST_31  N18   N17  N16  C4   180.00  0.0  0
 BVU  CONST_32  C9    C8   C6   C5   180.00  0.0  0
 BVU  CONST_34  N16   C4   C5   C6   180.00  0.0  0
 BVU  CONST_35  C14   C15  C9   C8   180.00  0.0  0
 BVU  CONST_36  C12   C10  C9   C8   180.00  0.0  0
 BVU  CONST_37  N18   C19  C20  N16    0.00  0.0  0
 BVU  CONST_38  C19   N18  N17  N16    0.00  0.0  0
 BVU  CONST_39  C19   C20  N16  N17    0.00  0.0  0
 BVU  CONST_40  C4    N16  C20  C21    0.00  0.0  0
 BVU  CONST_41  F11   C10  C12  C13  180.00  0.0  0
 BVU  CONST_42  F11   C10  C9   C15  180.00  0.0  0
 BVU  CONST_43  C9    C8   C2   F1     0.00  0.0  0
 BVU  CONST_44  C6    C8   C2   F1   180.00  0.0  0
 BVU  CONST_45  C4    C3   C2   F1   180.00  0.0  0
 BVU  CONST_46  F7    C6   C8   C2   180.00  0.0  0
 BVU  CONST_47  F7    C6   C5   C4   180.00  0.0  0
 BVU  CONST_48  C9    C8   C6   F7     0.00  0.0  0
 BVU  CONST_49  F11   C10  C9   C8     0.00  0.0  0
 BVU  CONST_50  H151  C15  C9   C10  180.00  0.0  0
 BVU  CONST_51  H131  C13  C12  C10  180.00  0.0  0
 BVU  CONST_52  H281  C28  C23  C21    0.00  0.0  0
 BVU  CONST_53  H261  C26  C25  C24  180.00  0.0  0
 BVU  CONST_54  H051  C5   C4   C3   180.00  0.0  0
 BVU  CONST_55  H031  C3   C4   C5   180.00  0.0  0
 BVU  CONST_56  H141  C14  C15  C9   180.00  0.0  0
 BVU  CONST_57  H121  C12  C10  C9   180.00  0.0  0
 BVU  CONST_58  H271  C27  C28  C23  180.00  0.0  0
 BVU  CONST_59  H251  C25  C24  C23  180.00  0.0  0

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
 BVU  plan-1  C2    0.020
 BVU  plan-1  C3    0.020
 BVU  plan-1  C4    0.020
 BVU  plan-1  C5    0.020
 BVU  plan-1  C6    0.020
 BVU  plan-1  F7    0.020
 BVU  plan-1  C8    0.020
 BVU  plan-1  C9    0.020
 BVU  plan-1  N16   0.020
 BVU  plan-1  H031  0.020
 BVU  plan-1  H051  0.020
 BVU  plan-1  F1    0.020
 BVU  plan-2  C10   0.020
 BVU  plan-2  C13   0.020
 BVU  plan-2  C15   0.020
 BVU  plan-2  C8    0.020
 BVU  plan-2  C9    0.020
 BVU  plan-2  F11   0.020
 BVU  plan-2  C12   0.020
 BVU  plan-2  C14   0.020
 BVU  plan-2  H131  0.020
 BVU  plan-2  H151  0.020
 BVU  plan-2  H121  0.020
 BVU  plan-2  H141  0.020
 BVU  plan-3  C20   0.020
 BVU  plan-3  C21   0.020
 BVU  plan-3  C24   0.020
 BVU  plan-3  C26   0.020
 BVU  plan-3  C28   0.020
 BVU  plan-3  C4    0.020
 BVU  plan-3  N16   0.020
 BVU  plan-3  N17   0.020
 BVU  plan-3  N18   0.020
 BVU  plan-3  C19   0.020
 BVU  plan-3  C23   0.020
 BVU  plan-3  C25   0.020
 BVU  plan-3  C27   0.020
 BVU  plan-3  C29   0.020
 BVU  plan-3  O30   0.020
 BVU  plan-3  H261  0.020
 BVU  plan-3  H281  0.020
 BVU  plan-3  H251  0.020
 BVU  plan-3  H271  0.020
 BVU  plan-3  O22   0.020

