# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 00:01:53 2021
#   Inital geometry file: a 130 line input string
#   Ligand name: 3-[4-[3-(dimethylamino)phenyl]-3,5-bis(fluoranyl)phenyl]benzo[f]benzotriazole-4,9-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)c1cccc(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
 B6O  B6O  3-[4-[3-(dimethylamino)phenyl]-3,5-bis(fluoranyl)phenyl]benzo[f]benzotriazole-4,9-dione  ligand  48  32  .  2022-03-15  2022-07-24
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_B6O
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
 B6O  C13   C  CR16  0  -0.418  -26.4811  21.9272  22.8732
 B6O  C17   C  CR6   0   0.564  -25.2496  24.2439  23.7278
 B6O  C20   C  CR6   0   0.127  -23.3215  23.8991  22.1544
 B6O  C21   C  CR16  0  -0.329  -23.2638  24.2680  20.8142
 B6O  C22   C  CR16  0  -0.230  -22.0372  24.6426  20.2853
 B6O  C24   C  CR6   0   0.415  -20.9301  24.2740  22.4151
 B6O  C28   C  CH3   0  -0.538  -19.8894  23.9403  24.5878
 B6O  C1    C  CR16  0  -0.230  -34.0235  21.1095  21.8080
 B6O  C2    C  CR16  0  -0.230  -33.2031  21.4611  20.7464
 B6O  C3    C  CR16  0  -0.264  -31.8781  21.8000  20.9756
 B6O  C4    C  CR66  0  -0.042  -31.3616  21.7871  22.2658
 B6O  C5    C  CR6   0   0.370  -29.9335  22.1607  22.4503
 B6O  O6    O  O     0  -0.346  -29.2135  22.5143  21.5468
 B6O  C7    C  CR56  0   0.303  -29.4834  22.0730  23.8435
 B6O  C8    C  CR56  0   0.010  -30.2930  21.7556  24.9005
 B6O  N9    N  N     0  -0.270  -29.5797  21.8494  26.0387
 B6O  N10   N  N     0  -0.043  -28.3853  22.2012  25.7376
 B6O  N11   N  NR5   0  -0.469  -28.2976  22.3450  24.4160
 B6O  C12   C  CR6   0   0.343  -27.0630  22.7319  23.8368
 B6O  C14   C  CR6   0   0.560  -25.2719  22.3365  22.3507
 B6O  F15   F  F     0  -0.290  -24.6916  21.5681  21.4272
 B6O  C16   C  CR6   0  -0.375  -24.6144  23.4931  22.7487
 B6O  F18   F  F     0  -0.289  -24.6667  25.3716  24.1371
 B6O  C19   C  CR16  0  -0.430  -26.4641  23.8964  24.2847
 B6O  C23   C  CR16  0  -0.362  -20.8894  24.6492  21.0577
 B6O  C25   C  CR16  0  -0.390  -22.1802  23.9019  22.9451
 B6O  N26   N  NT    0  -0.508  -19.8037  24.2694  23.1855
 B6O  C27   C  CH3   0  -0.538  -18.5503  24.7205  22.6304
 B6O  C29   C  CR6   0   0.347  -31.7031  21.3986  24.7503
 B6O  O30   O  O     0  -0.357  -32.4054  21.1069  25.6907
 B6O  C31   C  CR66  0  -0.060  -32.1936  21.4286  23.3434
 B6O  C32   C  CR16  0  -0.264  -33.5195  21.0946  23.1003
 B6O  H131  H  HCR6  0   0.309  -26.9364  21.0017  22.5486
 B6O  H211  H  HCR6  0   0.247  -24.1559  24.2782  20.2024
 B6O  H221  H  HCR6  0   0.254  -21.9694  24.9381  19.2459
 B6O  H283  H  HCH3  0   0.257  -18.9004  23.9992  25.0329
 B6O  H281  H  HCH3  0   0.231  -20.5429  24.6247  25.1378
 B6O  H282  H  HCH3  0   0.235  -20.2606  22.9244  24.7486
 B6O  H011  H  HCR6  0   0.281  -35.0578  20.8473  21.6312
 B6O  H021  H  HCR6  0   0.281  -33.5928  21.4722  19.7377
 B6O  H031  H  HCR6  0   0.281  -31.2427  22.0733  20.1441
 B6O  H191  H  HCR6  0   0.308  -26.9322  24.5252  25.0296
 B6O  H231  H  HCR6  0   0.269  -19.9583  24.9482  20.5977
 B6O  H251  H  HCR6  0   0.266  -22.2699  23.5985  23.9791
 B6O  H271  H  HCH3  0   0.256  -17.7756  24.6484  23.3880
 B6O  H272  H  HCH3  0   0.235  -18.2343  24.1098  21.7804
 B6O  H273  H  HCH3  0   0.232  -18.5925  25.7615  22.2948
 B6O  H321  H  HCR6  0   0.291  -34.1631  20.8224  23.9257

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
 B6O  C22  C21   aromatic  1.387  0.020  1.387
 B6O  C22  C23   aromatic  1.383  0.020  1.383
 B6O  C21  C20   aromatic  1.391  0.020  1.391
 B6O  C2   C3    aromatic  1.387  0.020  1.387
 B6O  C2   C1    aromatic  1.387  0.020  1.387
 B6O  C23  C24   aromatic  1.409  0.020  1.409
 B6O  C3   C4    aromatic  1.390  0.020  1.390
 B6O  F15  C14   single    1.334  0.020  1.334
 B6O  O6   C5    double    1.208  0.020  1.208
 B6O  C1   C32   aromatic  1.387  0.020  1.387
 B6O  C20  C16   single    1.480  0.020  1.480
 B6O  C20  C25   aromatic  1.388  0.020  1.388
 B6O  C14  C16   aromatic  1.389  0.020  1.389
 B6O  C14  C13   aromatic  1.379  0.020  1.379
 B6O  C4   C5    single    1.488  0.020  1.488
 B6O  C4   C31   aromatic  1.408  0.020  1.408
 B6O  C24  C25   aromatic  1.408  0.020  1.408
 B6O  C24  N26   single    1.365  0.020  1.365
 B6O  C5   C7    single    1.467  0.020  1.467
 B6O  C16  C17   aromatic  1.388  0.020  1.388
 B6O  C27  N26   single    1.443  0.020  1.443
 B6O  C13  C12   aromatic  1.384  0.020  1.384
 B6O  C32  C31   aromatic  1.389  0.020  1.389
 B6O  N26  C28   single    1.443  0.020  1.443
 B6O  C31  C29   single    1.490  0.020  1.490
 B6O  C17  F18   single    1.334  0.020  1.334
 B6O  C17  C19   aromatic  1.381  0.020  1.381
 B6O  C12  C19   aromatic  1.384  0.020  1.384
 B6O  C12  N11   single    1.418  0.020  1.418
 B6O  C7   N11   aromatic  1.345  0.020  1.345
 B6O  C7   C8    aromatic  1.369  0.020  1.369
 B6O  N11  N10   aromatic  1.332  0.020  1.332
 B6O  C29  C8    single    1.462  0.020  1.462
 B6O  C29  O30   double    1.209  0.020  1.209
 B6O  C8   N9    aromatic  1.346  0.020  1.346
 B6O  N10  N9    aromatic  1.281  0.020  1.281
 B6O  C13  H131  single    0.930  0.020  1.080
 B6O  C21  H211  single    0.930  0.020  1.080
 B6O  C22  H221  single    0.930  0.020  1.080
 B6O  C28  H283  single    0.970  0.020  1.090
 B6O  C28  H281  single    0.970  0.020  1.090
 B6O  C28  H282  single    0.970  0.020  1.090
 B6O  C1   H011  single    0.930  0.020  1.080
 B6O  C2   H021  single    0.930  0.020  1.080
 B6O  C3   H031  single    0.930  0.020  1.080
 B6O  C19  H191  single    0.930  0.020  1.080
 B6O  C23  H231  single    0.930  0.020  1.080
 B6O  C25  H251  single    0.930  0.020  1.080
 B6O  C27  H271  single    0.970  0.020  1.090
 B6O  C27  H272  single    0.970  0.020  1.090
 B6O  C27  H273  single    0.970  0.020  1.090
 B6O  C32  H321  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
 B6O  H131  C13  C14   120.62  3.000
 B6O  H131  C13  C12   121.99  3.000
 B6O  C14   C13  C12   117.37  3.000
 B6O  C19   C17  F18   118.26  3.000
 B6O  C19   C17  C16   123.44  3.000
 B6O  F18   C17  C16   118.29  3.000
 B6O  C25   C20  C16   119.34  3.000
 B6O  C25   C20  C21   120.93  3.000
 B6O  C16   C20  C21   119.73  3.000
 B6O  H211  C21  C22   120.73  3.000
 B6O  H211  C21  C20   120.87  3.000
 B6O  C22   C21  C20   118.39  3.000
 B6O  H221  C22  C23   118.86  3.000
 B6O  H221  C22  C21   119.67  3.000
 B6O  C23   C22  C21   121.47  3.000
 B6O  N26   C24  C25   121.30  3.000
 B6O  N26   C24  C23   121.40  3.000
 B6O  C25   C24  C23   117.30  3.000
 B6O  H282  C28  H281  107.72  3.000
 B6O  H282  C28  H283  107.40  3.000
 B6O  H281  C28  H283  107.69  3.000
 B6O  H282  C28  N26   112.02  3.000
 B6O  H281  C28  N26   112.42  3.000
 B6O  H283  C28  N26   109.37  3.000
 B6O  H011  C1   C32   119.81  3.000
 B6O  H011  C1   C2    120.13  3.000
 B6O  C32   C1   C2    120.05  3.000
 B6O  H021  C2   C3    119.74  3.000
 B6O  H021  C2   C1    120.22  3.000
 B6O  C3    C2   C1    120.04  3.000
 B6O  H031  C3   C4    119.85  3.000
 B6O  H031  C3   C2    119.73  3.000
 B6O  C4    C3   C2    120.42  3.000
 B6O  C31   C4   C5    122.44  3.000
 B6O  C31   C4   C3    119.56  3.000
 B6O  C5    C4   C3    118.01  3.000
 B6O  C7    C5   O6    123.02  3.000
 B6O  C7    C5   C4    113.42  3.000
 B6O  O6    C5   C4    123.56  3.000
 B6O  N11   C7   C8    103.87  3.000
 B6O  C8    C7   C5    124.46  3.000
 B6O  N11   C7   C5    131.53  3.000
 B6O  C29   C8   N9    127.93  3.000
 B6O  N9    C8   C7    108.86  3.000
 B6O  C29   C8   C7    123.21  3.000
 B6O  N10   N9   C8    108.33  3.000
 B6O  N11   N10  N9    108.91  3.000
 B6O  C12   N11  N10   119.48  3.000
 B6O  N10   N11  C7    110.03  3.000
 B6O  C12   N11  C7    130.49  3.000
 B6O  C19   C12  N11   118.31  3.000
 B6O  N11   C12  C13   119.47  3.000
 B6O  C19   C12  C13   122.19  3.000
 B6O  C16   C14  F15   118.17  3.000
 B6O  C16   C14  C13   123.62  3.000
 B6O  F15   C14  C13   118.20  3.000
 B6O  C14   C16  C20   121.81  3.000
 B6O  C14   C16  C17   115.85  3.000
 B6O  C20   C16  C17   122.34  3.000
 B6O  H191  C19  C12   121.66  3.000
 B6O  H191  C19  C17   120.82  3.000
 B6O  C12   C19  C17   117.51  3.000
 B6O  H231  C23  C24   120.57  3.000
 B6O  H231  C23  C22   118.59  3.000
 B6O  C24   C23  C22   120.84  3.000
 B6O  H251  C25  C24   120.52  3.000
 B6O  H251  C25  C20   118.41  3.000
 B6O  C24   C25  C20   121.07  3.000
 B6O  C27   N26  C28   119.79  3.000
 B6O  C28   N26  C24   120.02  3.000
 B6O  C27   N26  C24   119.91  3.000
 B6O  H273  C27  H272  107.70  3.000
 B6O  H273  C27  H271  107.73  3.000
 B6O  H272  C27  H271  107.40  3.000
 B6O  H273  C27  N26   112.44  3.000
 B6O  H272  C27  N26   112.06  3.000
 B6O  H271  C27  N26   109.30  3.000
 B6O  C31   C29  O30   123.22  3.000
 B6O  O30   C29  C8    122.61  3.000
 B6O  C31   C29  C8    114.17  3.000
 B6O  C32   C31  C29   118.34  3.000
 B6O  C29   C31  C4    122.22  3.000
 B6O  C32   C31  C4    119.44  3.000
 B6O  H321  C32  C31   119.68  3.000
 B6O  H321  C32  C1    119.83  3.000
 B6O  C31   C32  C1    120.49  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
 B6O  CONST_01  C20   C16  C14  C13   180.00   0.0  0
 B6O  CONST_02  C17   C16  C14  C13     0.00   0.0  0
 B6O  CONST_03  C17   C19  C12  C13     0.00   0.0  0
 B6O  CONST_08  N11   C12  C19  C17   180.00   0.0  0
 B6O  CONST_09  C23   C22  C21  C20     0.00   0.0  0
 B6O  CONST_10  C19   C17  C16  C20   180.00   0.0  0
 B6O  CONST_11  C23   C24  C25  C20     0.00   0.0  0
 B6O  CONST_12  C24   C23  C22  C21     0.00   0.0  0
 B6O  CONST_14  C24   C25  C20  C21     0.00   0.0  0
 B6O  CONST_15  C16   C20  C21  C22   180.00   0.0  0
 B6O  CONST_16  C25   C20  C21  C22     0.00   0.0  0
 B6O  CONST_17  C25   C24  C23  C22     0.00   0.0  0
 B6O  CONST_18  C16   C20  C25  C24   180.00   0.0  0
 B6O  CONST_19  C4    C3   C2   C1      0.00   0.0  0
 B6O  CONST_20  C4    C31  C32  C1      0.00   0.0  0
 B6O  CONST_21  C31   C4   C3   C2      0.00   0.0  0
 B6O  CONST_22  C31   C32  C1   C2      0.00   0.0  0
 B6O  CONST_23  C32   C1   C2   C3      0.00   0.0  0
 B6O  CONST_24  C32   C31  C4   C3      0.00   0.0  0
 B6O  CONST_26  N9    N10  N11  C7      0.00   0.0  0
 B6O  CONST_27  N10   N9   C8   C7      0.00   0.0  0
 B6O  CONST_28  C12   N11  C7   C8    180.00   0.0  0
 B6O  CONST_29  N10   N11  C7   C8      0.00   0.0  0
 B6O  CONST_30  N11   N10  N9   C8      0.00   0.0  0
 B6O  CONST_31  N11   C7   C8   N9      0.00   0.0  0
 B6O  CONST_32  C12   N11  N10  N9    180.00   0.0  0
 B6O  CONST_34  C14   C13  C12  N11   180.00   0.0  0
 B6O  CONST_35  C16   C14  C13  C12     0.00   0.0  0
 B6O  CONST_36  C16   C17  C19  C12     0.00   0.0  0
 B6O  CONST_38  C19   C17  C16  C14     0.00   0.0  0
 B6O  CONST_39  C19   C12  C13  C14     0.00   0.0  0
 B6O  CONST_40  C12   N11  C7   C5      0.00   0.0  0
 B6O  CONST_41  F15   C14  C16  C17   180.00   0.0  0
 B6O  CONST_42  F15   C14  C16  C20     0.00   0.0  0
 B6O  CONST_43  F18   C17  C16  C20     0.00   0.0  0
 B6O  CONST_44  N26   C24  C25  C20   180.00   0.0  0
 B6O  CONST_45  N26   C24  C23  C22   180.00   0.0  0
 B6O  CONST_46  F15   C14  C13  C12   180.00   0.0  0
 B6O  CONST_47  F18   C17  C19  C12   180.00   0.0  0
 B6O  CONST_48  F18   C17  C16  C14   180.00   0.0  0
 B6O  CONST_49  H191  C19  C12  C13   180.00   0.0  0
 B6O  CONST_50  H221  C22  C21  C20   180.00   0.0  0
 B6O  CONST_51  H231  C23  C22  C21   180.00   0.0  0
 B6O  CONST_52  H251  C25  C20  C21   180.00   0.0  0
 B6O  CONST_53  H031  C3   C2   C1    180.00   0.0  0
 B6O  CONST_54  H321  C32  C1   C2    180.00   0.0  0
 B6O  CONST_55  H011  C1   C2   C3    180.00   0.0  0
 B6O  CONST_56  H021  C2   C3   C4    180.00   0.0  0
 B6O  CONST_57  H131  C13  C12  N11     0.00   0.0  0
 B6O  CONST_58  H211  C21  C20  C16     0.00   0.0  0
 B6O  CONST_59  C23   C24  N26  C28   180.00   0.0  0
 B6O  CONST_60  C25   C24  N26  C28     0.00   0.0  0
 B6O  CONST_61  C27   N26  C24  C23     0.00   0.0  0
 B6O  CONST_62  C27   N26  C24  C25   180.00   0.0  0
 B6O  Var_01    H271  C27  N26  C24   179.75  30.0  3
 B6O  Var_02    H283  C28  N26  C24  -179.42  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
 B6O  plan-1  C20   0.020
 B6O  plan-1  C21   0.020
 B6O  plan-1  C22   0.020
 B6O  plan-1  C24   0.020
 B6O  plan-1  C16   0.020
 B6O  plan-1  C23   0.020
 B6O  plan-1  C25   0.020
 B6O  plan-1  N26   0.020
 B6O  plan-1  H211  0.020
 B6O  plan-1  H221  0.020
 B6O  plan-1  H231  0.020
 B6O  plan-1  H251  0.020
 B6O  plan-2  C13   0.020
 B6O  plan-2  C17   0.020
 B6O  plan-2  C20   0.020
 B6O  plan-2  N11   0.020
 B6O  plan-2  C12   0.020
 B6O  plan-2  C14   0.020
 B6O  plan-2  F15   0.020
 B6O  plan-2  C16   0.020
 B6O  plan-2  F18   0.020
 B6O  plan-2  C19   0.020
 B6O  plan-2  H131  0.020
 B6O  plan-2  H191  0.020
 B6O  plan-3  C1    0.020
 B6O  plan-3  C2    0.020
 B6O  plan-3  C3    0.020
 B6O  plan-3  C4    0.020
 B6O  plan-3  C5    0.020
 B6O  plan-3  O6    0.020
 B6O  plan-3  C7    0.020
 B6O  plan-3  C8    0.020
 B6O  plan-3  N9    0.020
 B6O  plan-3  N10   0.020
 B6O  plan-3  N11   0.020
 B6O  plan-3  C12   0.020
 B6O  plan-3  C29   0.020
 B6O  plan-3  O30   0.020
 B6O  plan-3  C31   0.020
 B6O  plan-3  C32   0.020
 B6O  plan-3  H011  0.020
 B6O  plan-3  H021  0.020
 B6O  plan-3  H031  0.020
 B6O  plan-3  H321  0.020
 B6O  plan-4  C24   0.020
 B6O  plan-4  C28   0.020
 B6O  plan-4  N26   0.020
 B6O  plan-4  C27   0.020

