# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 19:36:41 2020
#   Inital geometry file: a 125 line input string
#   Ligand name: (6~{R})-1-[3,5-bis(fluoranyl)-4-[2-fluoranyl-5-(hydroxymethyl)phenyl]phenyl]-6-propan-2-yl-6,7-dihydro-5~{H}-benzotriazol-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)[C@H]1CC(=O)c2nnn(c3cc(F)c(c(F)c3)c4cc(CO)ccc4F)c2C1
#
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
 B5O  B5O  (6~{R})-1-[3,5-bis(fluoranyl)-4-[2-fluoranyl-5-(hydroxymethyl)phenyl]phenyl]-6-propan-2-yl-6,7-dihydro-5~{H}-benzotriazol-4-one  ligand  50  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 OK
;

data_comp_B5O
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
 B5O  C13   C  CR6   0   0.598  -1.2022   0.0877  -1.0424
 B5O  C15   C  CR6   0   0.584  -1.5707   1.2848   0.9483
 B5O  C20   C  CR6   0   0.110  -5.5265  -0.8490   0.7322
 B5O  C21   C  CR16  0  -0.245  -6.2697  -0.3395  -0.3289
 B5O  C22   C  CR16  0  -0.378  -5.6783   0.4521  -1.3005
 B5O  C1    C  CH1   0  -0.247   4.4524  -1.4569   0.0638
 B5O  C2    C  CH2   0  -0.571   5.6138  -0.5365  -0.3445
 B5O  C3    C  C     0   0.384   5.5062   0.8852   0.1596
 B5O  O4    O  O     0  -0.392   6.4661   1.5756   0.4267
 B5O  C5    C  CR5   0  -0.010   4.1318   1.3568   0.2567
 B5O  C6    C  CR5   0   0.431   3.0545   0.5562  -0.0260
 B5O  C7    C  CH2   0  -0.507   3.1085  -0.8735  -0.4053
 B5O  N8    N  NR5   0  -0.488   2.0026   1.3655   0.1832
 B5O  N9    N  N     0  -0.065   2.4149   2.5876   0.5763
 B5O  N10   N  N     0  -0.263   3.6861   2.5841   0.6201
 B5O  C11   C  CR6   0   0.377   0.6240   1.0893   0.0838
 B5O  C12   C  CR16  0  -0.440   0.1511   0.3515  -0.9903
 B5O  C14   C  CR6   0  -0.362  -2.1067   0.5376  -0.0919
 B5O  C16   C  CR16  0  -0.436  -0.2262   1.5666   1.0698
 B5O  F17   F  F     0  -0.289  -2.4024   1.7456   1.8825
 B5O  C18   C  CR6   0  -0.099  -3.5468   0.2275  -0.1687
 B5O  C19   C  CR16  0  -0.284  -4.1694  -0.5614   0.7949
 B5O  C23   C  CR6   0   0.541  -4.3278   0.7208  -1.2018
 B5O  F24   F  F     0  -0.293  -3.7515   1.5004  -2.1264
 B5O  O26   O  OH1   0  -0.623  -6.1852  -3.0560   1.2547
 B5O  F27   F  F     0  -0.282  -1.6685  -0.6360  -2.0598
 B5O  H211  H  HCR6  0   0.245  -7.3293  -0.5529  -0.3972
 B5O  H221  H  HCR6  0   0.266  -6.2559   0.8606  -2.1193
 B5O  H281  H  HCH1  0   0.211   4.7943  -2.8338  -1.5423
 B5O  H011  H  HCH1  0   0.243   4.4192  -1.4991   1.1596
 B5O  H022  H  HCH2  0   0.270   6.5707  -0.9343  -0.0086
 B5O  H021  H  HCH2  0   0.260   5.6633  -0.4837  -1.4404
 B5O  H071  H  HCH2  0   0.258   3.0144  -0.9733  -1.4926
 B5O  H072  H  HCH2  0   0.282   2.2711  -1.4133   0.0393
 B5O  H121  H  HCR6  0   0.280   0.8003   0.0040  -1.7821
 B5O  H161  H  HCR6  0   0.284   0.1427   2.1351   1.9121
 B5O  H191  H  HCR6  0   0.238  -3.5757  -0.9638   1.6071
 B5O  H251  H  HCH2  0   0.193  -5.6087  -1.6707   2.6985
 B5O  H252  H  HCH2  0   0.196  -7.1838  -1.3741   1.9642
 B5O  H261  H  HOH1  0   0.427  -6.6214  -3.6126   1.9076
 B5O  H291  H  HCH3  0   0.227   6.0167  -4.5579  -0.1949
 B5O  H292  H  HCH3  0   0.226   6.8323  -3.0081  -0.1388
 B5O  H293  H  HCH3  0   0.214   5.8628  -3.5421   1.2350
 B5O  H302  H  HCH3  0   0.215   3.2182  -3.7938   0.8967
 B5O  H303  H  HCH3  0   0.228   2.5628  -3.4653  -0.7092
 B5O  H301  H  HCH3  0   0.232   3.6630  -4.8089  -0.4726
 B5O  C25   C  CH2   0  -0.231  -6.1695  -1.7357   1.7586
 B5O  C28   C  CH1   0  -0.217   4.6627  -2.8896  -0.4544
 B5O  C29   C  CH3   0  -0.643   5.9161  -3.5260   0.1438
 B5O  C30   C  CH3   0  -0.654   3.4557  -3.7816  -0.1699

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
 B5O  N10  N9    aromatic  1.272  0.020  1.272
 B5O  N10  C5    aromatic  1.355  0.020  1.355
 B5O  O4   C3    double    1.212  0.020  1.212
 B5O  N9   N8    aromatic  1.348  0.020  1.348
 B5O  C5   C3    single    1.456  0.020  1.456
 B5O  C5   C6    aromatic  1.372  0.020  1.372
 B5O  C3   C2    single    1.512  0.020  1.512
 B5O  N8   C6    aromatic  1.344  0.020  1.344
 B5O  N8   C11   single    1.410  0.020  1.410
 B5O  C6   C7    single    1.480  0.020  1.480
 B5O  C12  C11   aromatic  1.386  0.020  1.386
 B5O  C12  C13   aromatic  1.380  0.020  1.380
 B5O  C11  C16   aromatic  1.387  0.020  1.387
 B5O  C2   C1    single    1.537  0.020  1.537
 B5O  F27  C13   single    1.333  0.020  1.333
 B5O  C13  C14   aromatic  1.387  0.020  1.387
 B5O  C7   C1    single    1.538  0.020  1.538
 B5O  C1   C28   single    1.538  0.020  1.538
 B5O  C16  C15   aromatic  1.379  0.020  1.379
 B5O  C25  O26   single    1.413  0.020  1.413
 B5O  C25  C20   single    1.501  0.020  1.501
 B5O  C19  C20   aromatic  1.389  0.020  1.389
 B5O  C19  C18   aromatic  1.392  0.020  1.392
 B5O  C14  C15   aromatic  1.388  0.020  1.388
 B5O  C14  C18   single    1.475  0.020  1.475
 B5O  C15  F17   single    1.333  0.020  1.333
 B5O  C20  C21   aromatic  1.392  0.020  1.392
 B5O  C18  C23   aromatic  1.386  0.020  1.386
 B5O  C28  C30   single    1.528  0.020  1.528
 B5O  C28  C29   single    1.528  0.020  1.528
 B5O  C21  C22   aromatic  1.386  0.020  1.386
 B5O  C23  C22   aromatic  1.380  0.020  1.380
 B5O  C23  F24   single    1.340  0.020  1.340
 B5O  C21  H211  single    0.930  0.020  1.080
 B5O  C22  H221  single    0.930  0.020  1.080
 B5O  C28  H281  single    0.970  0.020  1.090
 B5O  C1   H011  single    0.970  0.020  1.090
 B5O  C2   H022  single    0.970  0.020  1.090
 B5O  C2   H021  single    0.970  0.020  1.090
 B5O  C7   H071  single    0.970  0.020  1.090
 B5O  C7   H072  single    0.970  0.020  1.090
 B5O  C12  H121  single    0.930  0.020  1.080
 B5O  C16  H161  single    0.930  0.020  1.080
 B5O  C19  H191  single    0.930  0.020  1.080
 B5O  C25  H251  single    0.970  0.020  1.090
 B5O  C25  H252  single    0.970  0.020  1.090
 B5O  O26  H261  single    0.850  0.020  0.980
 B5O  C29  H291  single    0.970  0.020  1.090
 B5O  C29  H292  single    0.970  0.020  1.090
 B5O  C29  H293  single    0.970  0.020  1.090
 B5O  C30  H302  single    0.970  0.020  1.090
 B5O  C30  H303  single    0.970  0.020  1.090
 B5O  C30  H301  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
 B5O  F27   C13  C14   118.10  3.000
 B5O  C14   C13  C12   123.48  3.000
 B5O  F27   C13  C12   118.42  3.000
 B5O  F17   C15  C16   118.42  3.000
 B5O  F17   C15  C14   118.05  3.000
 B5O  C16   C15  C14   123.53  3.000
 B5O  C25   C20  C19   120.67  3.000
 B5O  C19   C20  C21   118.71  3.000
 B5O  C25   C20  C21   120.58  3.000
 B5O  H211  C21  C22   119.07  3.000
 B5O  H211  C21  C20   119.88  3.000
 B5O  C22   C21  C20   121.04  3.000
 B5O  H221  C22  C23   120.19  3.000
 B5O  H221  C22  C21   121.22  3.000
 B5O  C23   C22  C21   118.59  3.000
 B5O  H011  C1   C7    107.02  3.000
 B5O  H011  C1   C2    108.14  3.000
 B5O  C7    C1   C2    110.61  3.000
 B5O  H011  C1   C28   107.75  3.000
 B5O  C7    C1   C28   111.72  3.000
 B5O  C2    C1   C28   111.41  3.000
 B5O  H021  C2   H022  106.60  3.000
 B5O  H021  C2   C3    106.89  3.000
 B5O  H022  C2   C3    107.64  3.000
 B5O  H021  C2   C1    109.14  3.000
 B5O  H022  C2   C1    111.29  3.000
 B5O  C3    C2   C1    114.87  3.000
 B5O  C5    C3   O4    123.24  3.000
 B5O  C5    C3   C2    113.19  3.000
 B5O  O4    C3   C2    123.54  3.000
 B5O  N10   C5   C6    108.99  3.000
 B5O  C6    C5   C3    122.58  3.000
 B5O  N10   C5   C3    128.43  3.000
 B5O  N8    C6   C7    130.57  3.000
 B5O  C7    C6   C5    126.01  3.000
 B5O  N8    C6   C5    103.37  3.000
 B5O  H072  C7   H071  107.05  3.000
 B5O  H072  C7   C6    110.21  3.000
 B5O  H071  C7   C6    109.82  3.000
 B5O  H072  C7   C1    111.02  3.000
 B5O  H071  C7   C1    110.06  3.000
 B5O  C6    C7   C1    108.67  3.000
 B5O  C11   N8   N9    119.82  3.000
 B5O  C11   N8   C6    129.55  3.000
 B5O  N9    N8   C6    110.61  3.000
 B5O  N10   N9   N8    108.25  3.000
 B5O  N9    N10  C5    108.78  3.000
 B5O  C16   C11  C12   121.66  3.000
 B5O  C16   C11  N8    118.83  3.000
 B5O  C12   C11  N8    119.51  3.000
 B5O  H121  C12  C11   122.25  3.000
 B5O  H121  C12  C13   119.98  3.000
 B5O  C11   C12  C13   117.76  3.000
 B5O  C18   C14  C15   121.94  3.000
 B5O  C18   C14  C13   122.19  3.000
 B5O  C15   C14  C13   115.87  3.000
 B5O  H161  C16  C11   121.72  3.000
 B5O  H161  C16  C15   120.58  3.000
 B5O  C11   C16  C15   117.70  3.000
 B5O  C23   C18  C19   117.74  3.000
 B5O  C23   C18  C14   120.94  3.000
 B5O  C19   C18  C14   121.31  3.000
 B5O  H191  C19  C18   118.96  3.000
 B5O  H191  C19  C20   119.50  3.000
 B5O  C18   C19  C20   121.54  3.000
 B5O  F24   C23  C18   118.63  3.000
 B5O  F24   C23  C22   119.00  3.000
 B5O  C18   C23  C22   122.37  3.000
 B5O  H261  O26  C25   107.66  3.000
 B5O  H252  C25  H251  107.03  3.000
 B5O  H252  C25  O26   111.39  3.000
 B5O  H251  C25  O26   111.52  3.000
 B5O  H252  C25  C20   109.25  3.000
 B5O  H251  C25  C20   109.39  3.000
 B5O  O26   C25  C20   108.23  3.000
 B5O  H281  C28  C30   108.00  3.000
 B5O  H281  C28  C29   108.13  3.000
 B5O  C30   C28  C29   109.39  3.000
 B5O  H281  C28  C1    107.65  3.000
 B5O  C29   C28  C1    111.61  3.000
 B5O  C30   C28  C1    111.91  3.000
 B5O  H293  C29  H292  107.88  3.000
 B5O  H293  C29  H291  107.50  3.000
 B5O  H292  C29  H291  106.95  3.000
 B5O  H293  C29  C28   110.93  3.000
 B5O  H292  C29  C28   112.97  3.000
 B5O  H291  C29  C28   110.38  3.000
 B5O  H301  C30  H303  106.96  3.000
 B5O  H301  C30  H302  107.56  3.000
 B5O  H303  C30  H302  107.94  3.000
 B5O  H301  C30  C28   110.37  3.000
 B5O  H303  C30  C28   112.68  3.000
 B5O  H302  C30  C28   111.10  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
 B5O  CONST_01  N8    C11  C12  C13   180.00   0.0  0
 B5O  CONST_02  C16   C11  C12  C13     0.00   0.0  0
 B5O  CONST_03  C16   C15  C14  C13     0.00   0.0  0
 B5O  CONST_06  N8    C11  C16  C15   180.00   0.0  0
 B5O  CONST_07  C12   C11  C16  C15     0.00   0.0  0
 B5O  CONST_08  C12   C13  C14  C15     0.00   0.0  0
 B5O  CONST_11  C14   C18  C19  C20   180.00   0.0  0
 B5O  CONST_12  C23   C18  C19  C20     0.00   0.0  0
 B5O  CONST_13  C23   C22  C21  C20     0.00   0.0  0
 B5O  CONST_14  C18   C19  C20  C21     0.00   0.0  0
 B5O  CONST_15  C18   C23  C22  C21     0.00   0.0  0
 B5O  CONST_16  C19   C20  C21  C22     0.00   0.0  0
 B5O  CONST_17  C19   C18  C23  C22     0.00   0.0  0
 B5O  CONST_18  C14   C18  C23  C22   180.00   0.0  0
 B5O  CONST_19  N8    N9   N10  C5      0.00   0.0  0
 B5O  CONST_20  N9    N8   C6   C5      0.00   0.0  0
 B5O  CONST_21  C11   N8   C6   C5    180.00   0.0  0
 B5O  CONST_22  N9    N10  C5   C6      0.00   0.0  0
 B5O  CONST_23  N10   N9   N8   C6      0.00   0.0  0
 B5O  CONST_26  N10   C5   C6   N8      0.00   0.0  0
 B5O  CONST_29  C11   N8   N9   N10   180.00   0.0  0
 B5O  CONST_30  C14   C13  C12  C11     0.00   0.0  0
 B5O  CONST_31  C14   C15  C16  C11     0.00   0.0  0
 B5O  CONST_32  C18   C14  C13  C12   180.00   0.0  0
 B5O  CONST_33  C18   C14  C15  C16   180.00   0.0  0
 B5O  CONST_34  C11   N8   C6   C7      0.00   0.0  0
 B5O  CONST_35  F17   C15  C14  C13   180.00   0.0  0
 B5O  CONST_36  F27   C13  C14  C15   180.00   0.0  0
 B5O  CONST_37  F24   C23  C22  C21   180.00   0.0  0
 B5O  CONST_38  C25   C20  C21  C22   180.00   0.0  0
 B5O  CONST_39  F27   C13  C12  C11   180.00   0.0  0
 B5O  CONST_40  F17   C15  C16  C11   180.00   0.0  0
 B5O  CONST_41  F24   C23  C18  C14     0.00   0.0  0
 B5O  CONST_42  C18   C14  C15  F17     0.00   0.0  0
 B5O  CONST_43  C25   C20  C19  C18   180.00   0.0  0
 B5O  CONST_44  F27   C13  C14  C18     0.00   0.0  0
 B5O  CONST_45  F24   C23  C18  C19   180.00   0.0  0
 B5O  CONST_46  H221  C22  C21  C20   180.00   0.0  0
 B5O  CONST_47  H191  C19  C20  C21   180.00   0.0  0
 B5O  CONST_48  H121  C12  C11  N8      0.00   0.0  0
 B5O  CONST_49  H161  C16  C11  N8      0.00   0.0  0
 B5O  CONST_50  H211  C21  C20  C19   180.00   0.0  0
 B5O  Var_01    C5    C3   C2   C1    -32.60  30.0  1
 B5O  Var_02    C5    C6   C7   C1     20.93  30.0  1
 B5O  Var_03    N10   C5   C3   C2   -177.30  30.0  1
 B5O  Var_04    O26   C25  C20  C21    83.33  30.0  2
 B5O  Var_05    H302  C30  C28  C1    -56.11  30.0  3
 B5O  Var_06    H291  C29  C28  C1    176.98  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 B5O  chir_01  C1  C2  C7  C28  negativ

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
 B5O  plan-1  C13   0.020
 B5O  plan-1  C15   0.020
 B5O  plan-1  N8    0.020
 B5O  plan-1  C11   0.020
 B5O  plan-1  C12   0.020
 B5O  plan-1  C14   0.020
 B5O  plan-1  C16   0.020
 B5O  plan-1  F17   0.020
 B5O  plan-1  C18   0.020
 B5O  plan-1  F27   0.020
 B5O  plan-1  H121  0.020
 B5O  plan-1  H161  0.020
 B5O  plan-2  C20   0.020
 B5O  plan-2  C21   0.020
 B5O  plan-2  C22   0.020
 B5O  plan-2  C14   0.020
 B5O  plan-2  C18   0.020
 B5O  plan-2  C19   0.020
 B5O  plan-2  C23   0.020
 B5O  plan-2  F24   0.020
 B5O  plan-2  H211  0.020
 B5O  plan-2  H221  0.020
 B5O  plan-2  H191  0.020
 B5O  plan-2  C25   0.020
 B5O  plan-3  C3    0.020
 B5O  plan-3  C5    0.020
 B5O  plan-3  C6    0.020
 B5O  plan-3  C7    0.020
 B5O  plan-3  N8    0.020
 B5O  plan-3  N9    0.020
 B5O  plan-3  N10   0.020
 B5O  plan-3  C11   0.020
 B5O  plan-4  C2    0.020
 B5O  plan-4  C3    0.020
 B5O  plan-4  O4    0.020
 B5O  plan-4  C5    0.020

