# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 18:23:59 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: 3-[3,5-bis(fluoranyl)-4-[3-(hydroxymethyl)phenyl]phenyl]benzo[f]benzotriazole-4,9-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OCc1cccc(c1)c2c(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
 BVO  BVO  3-[3,5-bis(fluoranyl)-4-[3-(hydroxymethyl)phenyl]phenyl]benzo[f]benzotriazole-4,9-dione  ligand  44  31  .  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_BVO
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
 BVO  C13   C  CR16  0  -0.430  -0.7533   1.4453   0.5680
 BVO  C15   C  CR6   0  -0.368  -2.5635  -0.1069   0.0587
 BVO  C17   C  CR16  0  -0.420  -0.3660  -0.3924  -0.9626
 BVO  C20   C  CR16  0  -0.320  -5.0155   0.2640  -0.1378
 BVO  C21   C  CR6   0   0.076  -6.3338  -0.1450   0.0390
 BVO  C22   C  CR16  0  -0.303  -6.5799  -1.3921   0.6033
 BVO  C24   C  CR16  0  -0.294  -4.2201  -1.8022   0.8118
 BVO  C28   C  CR16  0  -0.258   6.6585  -0.5199  -0.0302
 BVO  C1    C  CR66  0  -0.042   4.3381  -1.1276   0.2486
 BVO  C2    C  CR66  0  -0.059   5.3149  -0.1756  -0.0994
 BVO  C3    C  CR6   0   0.347   4.9590   1.2027  -0.5396
 BVO  O4    O  O     0  -0.357   5.7826   2.0397  -0.8294
 BVO  C5    C  CR56  0   0.011   3.5206   1.4616  -0.5931
 BVO  C6    C  CR56  0   0.302   2.5768   0.5207  -0.2814
 BVO  C7    C  CR6   0   0.371   2.8813  -0.8289   0.2060
 BVO  O8    O  O     0  -0.347   2.0290  -1.6125   0.5516
 BVO  N9    N  NR5   0  -0.469   1.4097   1.1685  -0.4460
 BVO  N10   N  N     0  -0.042   1.6350   2.4233  -0.8331
 BVO  N11   N  N     0  -0.270   2.8991   2.6095  -0.9228
 BVO  C12   C  CR6   0   0.343   0.0758   0.7221  -0.2717
 BVO  C14   C  CR6   0   0.565  -2.0558   1.0107   0.7069
 BVO  C16   C  CR6   0   0.562  -1.6755  -0.7804  -0.7708
 BVO  F18   F  F     0  -0.290  -2.1223  -1.8473  -1.4356
 BVO  C19   C  CR6   0   0.126  -3.9592  -0.5568   0.2451
 BVO  C23   C  CR16  0  -0.229  -5.5310  -2.2134   0.9923
 BVO  O26   O  OH1   0  -0.666  -7.1748   1.4439  -1.5234
 BVO  F27   F  F     0  -0.289  -2.8631   1.6892   1.5235
 BVO  C29   C  CR16  0  -0.229   7.0394  -1.7906   0.3755
 BVO  C30   C  CR16  0  -0.230   6.0765  -2.7287   0.7168
 BVO  C31   C  CR16  0  -0.263   4.7314  -2.3972   0.6545
 BVO  H131  H  HCR6  0   0.310  -0.3975   2.3099   1.1111
 BVO  H171  H  HCR6  0   0.311   0.2743  -0.9342  -1.6446
 BVO  H201  H  HCR6  0   0.254  -4.8040   1.2252  -0.5892
 BVO  H221  H  HCR6  0   0.257  -7.6013  -1.7275   0.7390
 BVO  H241  H  HCR6  0   0.258  -3.4035  -2.4421   1.1211
 BVO  H281  H  HCR6  0   0.280   7.4127   0.2091  -0.2942
 BVO  H231  H  HCR6  0   0.261  -5.7379  -3.1804   1.4315
 BVO  H251  H  HCH2  0   0.213  -8.3917   0.1574  -0.4271
 BVO  H252  H  HCH2  0   0.224  -7.6515   1.4577   0.4951
 BVO  H261  H  HOH1  0   0.460  -7.8030   2.1649  -1.6219
 BVO  H291  H  HCR6  0   0.281   8.0890  -2.0464   0.4254
 BVO  H301  H  HCR6  0   0.282   6.3711  -3.7195   1.0345
 BVO  H311  H  HCR6  0   0.281   3.9837  -3.1316   0.9218
 BVO  C25   C  CH2   0  -0.201  -7.4778   0.7578  -0.3326

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
 BVO  C23  C24   aromatic  1.386  0.020  1.386
 BVO  C23  C22   aromatic  1.388  0.020  1.388
 BVO  C24  C19   aromatic  1.393  0.020  1.393
 BVO  C22  C21   aromatic  1.391  0.020  1.391
 BVO  C30  C31   aromatic  1.387  0.020  1.387
 BVO  C30  C29   aromatic  1.387  0.020  1.387
 BVO  F27  C14   single    1.334  0.020  1.334
 BVO  C31  C1    aromatic  1.390  0.020  1.390
 BVO  O8   C7    double    1.208  0.020  1.208
 BVO  C19  C15   single    1.478  0.020  1.478
 BVO  C19  C20   aromatic  1.391  0.020  1.391
 BVO  C29  C28   aromatic  1.387  0.020  1.387
 BVO  C21  C20   aromatic  1.392  0.020  1.392
 BVO  C21  C25   single    1.504  0.020  1.504
 BVO  C14  C15   aromatic  1.388  0.020  1.388
 BVO  C14  C13   aromatic  1.380  0.020  1.380
 BVO  O26  C25   single    1.407  0.020  1.407
 BVO  C1   C7    single    1.488  0.020  1.488
 BVO  C1   C2    aromatic  1.408  0.020  1.408
 BVO  C15  C16   aromatic  1.389  0.020  1.389
 BVO  C7   C6    single    1.467  0.020  1.467
 BVO  C13  C12   aromatic  1.384  0.020  1.384
 BVO  C28  C2    aromatic  1.389  0.020  1.389
 BVO  C2   C3    single    1.490  0.020  1.490
 BVO  C16  F18   single    1.334  0.020  1.334
 BVO  C16  C17   aromatic  1.379  0.020  1.379
 BVO  C12  C17   aromatic  1.384  0.020  1.384
 BVO  C12  N9    single    1.417  0.020  1.417
 BVO  C6   N9    aromatic  1.345  0.020  1.345
 BVO  C6   C5    aromatic  1.369  0.020  1.369
 BVO  N9   N10   aromatic  1.332  0.020  1.332
 BVO  C3   C5    single    1.462  0.020  1.462
 BVO  C3   O4    double    1.209  0.020  1.209
 BVO  C5   N11   aromatic  1.346  0.020  1.346
 BVO  N10  N11   aromatic  1.281  0.020  1.281
 BVO  C13  H131  single    0.930  0.020  1.080
 BVO  C17  H171  single    0.930  0.020  1.080
 BVO  C20  H201  single    0.930  0.020  1.080
 BVO  C22  H221  single    0.930  0.020  1.080
 BVO  C24  H241  single    0.930  0.020  1.080
 BVO  C28  H281  single    0.930  0.020  1.080
 BVO  C23  H231  single    0.930  0.020  1.080
 BVO  C25  H251  single    0.970  0.020  1.090
 BVO  C25  H252  single    0.970  0.020  1.090
 BVO  O26  H261  single    0.850  0.020  0.980
 BVO  C29  H291  single    0.930  0.020  1.080
 BVO  C30  H301  single    0.930  0.020  1.080
 BVO  C31  H311  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
 BVO  H131  C13  C14   120.78  3.000
 BVO  H131  C13  C12   121.70  3.000
 BVO  C14   C13  C12   117.51  3.000
 BVO  C19   C15  C16   122.09  3.000
 BVO  C16   C15  C14   115.81  3.000
 BVO  C19   C15  C14   122.10  3.000
 BVO  H171  C17  C16   120.60  3.000
 BVO  H171  C17  C12   121.98  3.000
 BVO  C16   C17  C12   117.41  3.000
 BVO  H201  C20  C19   119.35  3.000
 BVO  H201  C20  C21   119.93  3.000
 BVO  C19   C20  C21   120.72  3.000
 BVO  C25   C21  C22   120.25  3.000
 BVO  C25   C21  C20   120.85  3.000
 BVO  C22   C21  C20   118.87  3.000
 BVO  H221  C22  C23   119.61  3.000
 BVO  H221  C22  C21   119.69  3.000
 BVO  C23   C22  C21   120.70  3.000
 BVO  H241  C24  C23   120.06  3.000
 BVO  H241  C24  C19   120.23  3.000
 BVO  C23   C24  C19   119.71  3.000
 BVO  H281  C28  C29   119.82  3.000
 BVO  H281  C28  C2    119.69  3.000
 BVO  C29   C28  C2    120.49  3.000
 BVO  C31   C1   C7    117.96  3.000
 BVO  C7    C1   C2    122.46  3.000
 BVO  C31   C1   C2    119.58  3.000
 BVO  C3    C2   C1    122.20  3.000
 BVO  C3    C2   C28   118.37  3.000
 BVO  C1    C2   C28   119.44  3.000
 BVO  C5    C3   O4    122.58  3.000
 BVO  O4    C3   C2    123.25  3.000
 BVO  C5    C3   C2    114.17  3.000
 BVO  N11   C5   C6    108.88  3.000
 BVO  N11   C5   C3    127.87  3.000
 BVO  C6    C5   C3    123.25  3.000
 BVO  N9    C6   C7    131.60  3.000
 BVO  N9    C6   C5    103.85  3.000
 BVO  C7    C6   C5    124.40  3.000
 BVO  O8    C7   C6    123.05  3.000
 BVO  C6    C7   C1    113.42  3.000
 BVO  O8    C7   C1    123.52  3.000
 BVO  C12   N9   N10   119.44  3.000
 BVO  N10   N9   C6    110.03  3.000
 BVO  C12   N9   C6    130.54  3.000
 BVO  N11   N10  N9    108.92  3.000
 BVO  N10   N11  C5    108.33  3.000
 BVO  N9    C12  C17   119.52  3.000
 BVO  N9    C12  C13   118.28  3.000
 BVO  C17   C12  C13   122.17  3.000
 BVO  F27   C14  C15   118.30  3.000
 BVO  C15   C14  C13   123.48  3.000
 BVO  F27   C14  C13   118.21  3.000
 BVO  F18   C16  C17   118.27  3.000
 BVO  C17   C16  C15   123.61  3.000
 BVO  F18   C16  C15   118.11  3.000
 BVO  C24   C19  C20   119.81  3.000
 BVO  C20   C19  C15   120.17  3.000
 BVO  C24   C19  C15   120.02  3.000
 BVO  H231  C23  C24   119.93  3.000
 BVO  H231  C23  C22   119.88  3.000
 BVO  C24   C23  C22   120.19  3.000
 BVO  H261  O26  C25   108.16  3.000
 BVO  H291  C29  C30   120.16  3.000
 BVO  H291  C29  C28   119.78  3.000
 BVO  C30   C29  C28   120.06  3.000
 BVO  H301  C30  C31   119.77  3.000
 BVO  H301  C30  C29   120.19  3.000
 BVO  C31   C30  C29   120.04  3.000
 BVO  H311  C31  C30   119.81  3.000
 BVO  H311  C31  C1    119.79  3.000
 BVO  C30   C31  C1    120.40  3.000
 BVO  H252  C25  H251  106.38  3.000
 BVO  H252  C25  O26   111.17  3.000
 BVO  H251  C25  O26   111.91  3.000
 BVO  H252  C25  C21   108.47  3.000
 BVO  H251  C25  C21   109.05  3.000
 BVO  O26   C25  C21   109.75  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
 BVO  CONST_01  C19   C15  C14  C13  180.00   0.0  0
 BVO  CONST_02  C16   C15  C14  C13    0.00   0.0  0
 BVO  CONST_03  C16   C17  C12  C13    0.00   0.0  0
 BVO  CONST_06  C23   C24  C19  C15  180.00   0.0  0
 BVO  CONST_07  C21   C20  C19  C15  180.00   0.0  0
 BVO  CONST_08  C12   C13  C14  C15    0.00   0.0  0
 BVO  CONST_09  C12   C17  C16  C15    0.00   0.0  0
 BVO  CONST_10  C19   C15  C16  C17  180.00   0.0  0
 BVO  CONST_11  C14   C15  C16  C17    0.00   0.0  0
 BVO  CONST_12  C14   C13  C12  C17    0.00   0.0  0
 BVO  CONST_15  C23   C24  C19  C20    0.00   0.0  0
 BVO  CONST_18  C23   C22  C21  C20    0.00   0.0  0
 BVO  CONST_19  C24   C23  C22  C21    0.00   0.0  0
 BVO  CONST_20  C24   C19  C20  C21    0.00   0.0  0
 BVO  CONST_21  C19   C24  C23  C22    0.00   0.0  0
 BVO  CONST_22  C19   C20  C21  C22    0.00   0.0  0
 BVO  CONST_25  C31   C30  C29  C28    0.00   0.0  0
 BVO  CONST_26  C31   C1   C2   C28    0.00   0.0  0
 BVO  CONST_27  C29   C30  C31  C1     0.00   0.0  0
 BVO  CONST_28  C29   C28  C2   C1     0.00   0.0  0
 BVO  CONST_29  C30   C31  C1   C2     0.00   0.0  0
 BVO  CONST_30  C30   C29  C28  C2     0.00   0.0  0
 BVO  CONST_31  C12   N9   C6   C5   180.00   0.0  0
 BVO  CONST_32  N10   N9   C6   C5     0.00   0.0  0
 BVO  CONST_33  N9    N10  N11  C5     0.00   0.0  0
 BVO  CONST_34  N11   N10  N9   C6     0.00   0.0  0
 BVO  CONST_35  N10   N11  C5   C6     0.00   0.0  0
 BVO  CONST_36  C14   C13  C12  N9   180.00   0.0  0
 BVO  CONST_37  C16   C17  C12  N9   180.00   0.0  0
 BVO  CONST_38  N11   C5   C6   N9     0.00   0.0  0
 BVO  CONST_39  C12   N9   N10  N11  180.00   0.0  0
 BVO  CONST_40  C12   N9   C6   C7     0.00   0.0  0
 BVO  CONST_41  F27   C14  C13  C12  180.00   0.0  0
 BVO  CONST_42  F18   C16  C17  C12  180.00   0.0  0
 BVO  CONST_43  F18   C16  C15  C14  180.00   0.0  0
 BVO  CONST_44  F27   C14  C15  C16  180.00   0.0  0
 BVO  CONST_45  C19   C15  C16  F18    0.00   0.0  0
 BVO  CONST_46  F27   C14  C15  C19    0.00   0.0  0
 BVO  CONST_47  C25   C21  C20  C19  180.00   0.0  0
 BVO  CONST_48  C25   C21  C22  C23  180.00   0.0  0
 BVO  CONST_49  H171  C17  C12  C13  180.00   0.0  0
 BVO  CONST_50  H241  C24  C19  C15    0.00   0.0  0
 BVO  CONST_51  H201  C20  C19  C15    0.00   0.0  0
 BVO  CONST_52  H131  C13  C14  C15  180.00   0.0  0
 BVO  CONST_53  H221  C22  C21  C20  180.00   0.0  0
 BVO  CONST_54  H231  C23  C22  C21  180.00   0.0  0
 BVO  CONST_55  H301  C30  C29  C28  180.00   0.0  0
 BVO  CONST_56  H281  C28  C2   C1   180.00   0.0  0
 BVO  CONST_57  H311  C31  C1   C2   180.00   0.0  0
 BVO  CONST_58  H291  C29  C28  C2   180.00   0.0  0
 BVO  Var_01    O26   C25  C21  C20   38.98  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
 BVO  plan-1  C13   0.020
 BVO  plan-1  C15   0.020
 BVO  plan-1  C17   0.020
 BVO  plan-1  N9    0.020
 BVO  plan-1  C12   0.020
 BVO  plan-1  C14   0.020
 BVO  plan-1  C16   0.020
 BVO  plan-1  F18   0.020
 BVO  plan-1  C19   0.020
 BVO  plan-1  F27   0.020
 BVO  plan-1  H131  0.020
 BVO  plan-1  H171  0.020
 BVO  plan-2  C15   0.020
 BVO  plan-2  C20   0.020
 BVO  plan-2  C21   0.020
 BVO  plan-2  C22   0.020
 BVO  plan-2  C24   0.020
 BVO  plan-2  C19   0.020
 BVO  plan-2  C23   0.020
 BVO  plan-2  H201  0.020
 BVO  plan-2  H221  0.020
 BVO  plan-2  H241  0.020
 BVO  plan-2  H231  0.020
 BVO  plan-2  C25   0.020
 BVO  plan-3  C28   0.020
 BVO  plan-3  C1    0.020
 BVO  plan-3  C2    0.020
 BVO  plan-3  C3    0.020
 BVO  plan-3  O4    0.020
 BVO  plan-3  C5    0.020
 BVO  plan-3  C6    0.020
 BVO  plan-3  C7    0.020
 BVO  plan-3  O8    0.020
 BVO  plan-3  N9    0.020
 BVO  plan-3  N10   0.020
 BVO  plan-3  N11   0.020
 BVO  plan-3  C12   0.020
 BVO  plan-3  C29   0.020
 BVO  plan-3  C30   0.020
 BVO  plan-3  C31   0.020
 BVO  plan-3  H281  0.020
 BVO  plan-3  H291  0.020
 BVO  plan-3  H301  0.020
 BVO  plan-3  H311  0.020

