# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 17:50:19 2020
#   Inital geometry file: a 88 line input string
#   Ligand name: 3-[5-bromanyl-2,4-bis(oxidanyl)phenyl]-4-(2-fluorophenyl)-1~{H}-1,2,4-triazol-5-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cc(O)c(cc1Br)C2=NNC(=O)N2c3ccccc3F
#
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
 6DL  6DL  3-[5-bromanyl-2,4-bis(oxidanyl)phenyl]-4-(2-fluorophenyl)-1~{H}-1,2,4-triazol-5-one  ligand  31  22  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_6DL
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
 6DL  C1   C   CR6   0   0.441   1.4441  12.1281  27.4014
 6DL  C2   C   CR16  0  -0.518   2.7044  11.6527  27.0591
 6DL  C3   C   CR6   0   0.388   2.8793  10.8100  25.9678
 6DL  C9   C   CR5   0   0.454   1.9163   9.5320  24.0543
 6DL  C12  C   CR5   0   0.647   1.5436   7.7715  22.7201
 6DL  C14  C   CR6   0   0.117   0.2945   7.8044  24.8492
 6DL  C15  C   CR6   0   0.543  -1.0520   7.6824  24.5419
 6DL  C16  C   CR16  0  -0.413  -1.9508   7.1266  25.4295
 6DL  C19  C   CR16  0  -0.243   0.7475   7.3627  26.0846
 6DL  C4   C   CR6   0  -0.131   1.7752  10.4325  25.1955
 6DL  C5   C   CR16  0  -0.213   0.5157  10.9099  25.5464
 6DL  C6   C   CR6   0  -0.239   0.3427  11.7463  26.6296
 6DL  O7   O   OH1   0  -0.602   1.2405  12.9369  28.4421
 6DL  O8   O   OH1   0  -0.608   4.0792  10.3267  25.6307
 6DL  N10  N   N     0  -0.257   2.6990   9.6977  23.0460
 6DL  N11  N   NR15  0  -0.522   2.4754   8.6309  22.2418
 6DL  N13  N   NR5   0  -0.637   1.1769   8.3772  23.9141
 6DL  C17  C   CR16  0  -0.232  -1.4864   6.6950  26.6640
 6DL  C18  C   CR16  0  -0.267  -0.1429   6.8158  26.9949
 6DL  O20  O   O     0  -0.495   1.1273   6.7268  22.2586
 6DL  F21  F   F     0  -0.297  -1.4805   8.1343  23.3597
 6DL  BR   BR  BR    0  -0.027  -1.3693  12.3819  27.0777
 6DL  H1   H   HCR6  0   0.300   3.5617  11.9384  27.6607
 6DL  H2   H   HCR6  0   0.290  -2.9954   7.0422  25.1608
 6DL  H3   H   HCR6  0   0.284   1.7986   7.4524  26.3268
 6DL  H4   H   HCR6  0   0.284  -0.3407  10.6331  24.9447
 6DL  H5   H   HOH1  0   0.488   2.0712  13.1315  28.8926
 6DL  H6   H   HOH1  0   0.486   4.7556  10.6285  26.2487
 6DL  H7   H   HNR5  0   0.431   2.9759   8.5390  21.3723
 6DL  H8   H   HCR6  0   0.277  -2.1824   6.2627  27.3701
 6DL  H9   H   HCR6  0   0.272   0.2134   6.4766  27.9575

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
 6DL  N11  C12  single    1.355  0.020  1.355
 6DL  N11  N10  single    1.355  0.020  1.355
 6DL  O20  C12  double    1.216  0.020  1.216
 6DL  C12  N13  single    1.388  0.020  1.388
 6DL  N10  C9   double    1.287  0.020  1.287
 6DL  F21  C15  single    1.336  0.020  1.336
 6DL  N13  C9   single    1.378  0.020  1.378
 6DL  N13  C14  single    1.407  0.020  1.407
 6DL  C9   C4   single    1.461  0.020  1.461
 6DL  C15  C14  aromatic  1.387  0.020  1.387
 6DL  C15  C16  aromatic  1.380  0.020  1.380
 6DL  C14  C19  aromatic  1.388  0.020  1.388
 6DL  C4   C5   aromatic  1.392  0.020  1.392
 6DL  C4   C3   aromatic  1.399  0.020  1.399
 6DL  C16  C17  aromatic  1.388  0.020  1.388
 6DL  O8   C3   single    1.337  0.020  1.337
 6DL  C5   C6   aromatic  1.379  0.020  1.379
 6DL  C3   C2   aromatic  1.390  0.020  1.390
 6DL  C19  C18  aromatic  1.386  0.020  1.386
 6DL  C17  C18  aromatic  1.389  0.020  1.389
 6DL  C6   BR   single    1.880  0.020  1.880
 6DL  C6   C1   aromatic  1.398  0.020  1.398
 6DL  C2   C1   aromatic  1.390  0.020  1.390
 6DL  C1   O7   single    1.334  0.020  1.334
 6DL  C2   H1   single    0.930  0.020  1.080
 6DL  C16  H2   single    0.930  0.020  1.080
 6DL  C19  H3   single    0.930  0.020  1.080
 6DL  C5   H4   single    0.930  0.020  1.080
 6DL  O7   H5   single    0.850  0.020  0.980
 6DL  O8   H6   single    0.850  0.020  0.980
 6DL  N11  H7   single    0.860  0.020  1.020
 6DL  C17  H8   single    0.930  0.020  1.080
 6DL  C18  H9   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
 6DL  O7   C1   C6   118.43  3.000
 6DL  O7   C1   C2   122.55  3.000
 6DL  C6   C1   C2   119.02  3.000
 6DL  H1   C2   C3   119.69  3.000
 6DL  H1   C2   C1   119.32  3.000
 6DL  C3   C2   C1   120.99  3.000
 6DL  O8   C3   C4   118.13  3.000
 6DL  O8   C3   C2   122.01  3.000
 6DL  C4   C3   C2   119.85  3.000
 6DL  N13  C9   N10  110.76  3.000
 6DL  N13  C9   C4   122.97  3.000
 6DL  N10  C9   C4   126.26  3.000
 6DL  O20  C12  N13  127.67  3.000
 6DL  N13  C12  N11  102.04  3.000
 6DL  O20  C12  N11  130.29  3.000
 6DL  N13  C14  C19  121.08  3.000
 6DL  C19  C14  C15  119.09  3.000
 6DL  N13  C14  C15  119.83  3.000
 6DL  F21  C15  C16  119.76  3.000
 6DL  C16  C15  C14  121.70  3.000
 6DL  F21  C15  C14  118.54  3.000
 6DL  H2   C16  C17  121.31  3.000
 6DL  H2   C16  C15  120.04  3.000
 6DL  C17  C16  C15  118.65  3.000
 6DL  H3   C19  C18  120.64  3.000
 6DL  H3   C19  C14  119.32  3.000
 6DL  C18  C19  C14  120.04  3.000
 6DL  C5   C4   C9   119.73  3.000
 6DL  C5   C4   C3   118.84  3.000
 6DL  C9   C4   C3   121.42  3.000
 6DL  H4   C5   C6   119.49  3.000
 6DL  H4   C5   C4   119.21  3.000
 6DL  C6   C5   C4   121.29  3.000
 6DL  BR   C6   C5   120.42  3.000
 6DL  BR   C6   C1   119.56  3.000
 6DL  C5   C6   C1   120.02  3.000
 6DL  H5   O7   C1   110.81  3.000
 6DL  H6   O8   C3   110.77  3.000
 6DL  N11  N10  C9   105.27  3.000
 6DL  H7   N11  N10  120.15  3.000
 6DL  H7   N11  C12  126.05  3.000
 6DL  N10  N11  C12  113.79  3.000
 6DL  C14  N13  C12  124.02  3.000
 6DL  C14  N13  C9   127.57  3.000
 6DL  C12  N13  C9   108.14  3.000
 6DL  H8   C17  C18  120.11  3.000
 6DL  H8   C17  C16  119.32  3.000
 6DL  C18  C17  C16  120.57  3.000
 6DL  H9   C18  C17  120.24  3.000
 6DL  H9   C18  C19  119.80  3.000
 6DL  C17  C18  C19  119.95  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
 6DL  CONST_01  C4   C5   C6   C1     0.00   0.0  0
 6DL  CONST_02  C4   C3   C2   C1     0.00   0.0  0
 6DL  CONST_03  C5   C4   C3   C2     0.00   0.0  0
 6DL  CONST_04  C5   C6   C1   C2     0.00   0.0  0
 6DL  CONST_05  C6   C5   C4   C3     0.00   0.0  0
 6DL  CONST_06  C6   C1   C2   C3     0.00   0.0  0
 6DL  CONST_07  C17  C16  C15  C14    0.00   0.0  0
 6DL  CONST_08  C17  C18  C19  C14    0.00   0.0  0
 6DL  CONST_09  C18  C19  C14  C15    0.00   0.0  0
 6DL  CONST_10  C18  C17  C16  C15    0.00   0.0  0
 6DL  CONST_11  C19  C14  C15  C16    0.00   0.0  0
 6DL  CONST_12  C19  C18  C17  C16    0.00   0.0  0
 6DL  CONST_13  C9   C4   C3   C2   180.00   0.0  0
 6DL  CONST_14  C6   C5   C4   C9   180.00   0.0  0
 6DL  CONST_15  N13  C14  C15  C16  180.00   0.0  0
 6DL  CONST_16  C18  C19  C14  N13  180.00   0.0  0
 6DL  CONST_17  C12  N11  N10  C9     0.00   0.0  0
 6DL  CONST_18  N11  C12  N13  C9     0.00   0.0  0
 6DL  CONST_19  N10  C9   N13  C12    0.00   0.0  0
 6DL  CONST_20  C4   C9   N13  C12  180.00   0.0  0
 6DL  CONST_21  N11  C12  N13  C14  180.00   0.0  0
 6DL  CONST_22  N10  C9   N13  C14  180.00   0.0  0
 6DL  CONST_23  C4   C9   N13  C14    0.00   0.0  0
 6DL  CONST_24  N11  N10  C9   C4   180.00   0.0  0
 6DL  CONST_25  N13  C12  N11  N10    0.00   0.0  0
 6DL  CONST_26  N13  C9   N10  N11    0.00   0.0  0
 6DL  CONST_27  O8   C3   C2   C1   180.00   0.0  0
 6DL  CONST_28  BR   C6   C1   C2   180.00   0.0  0
 6DL  CONST_29  O7   C1   C2   C3   180.00   0.0  0
 6DL  CONST_30  O8   C3   C4   C9     0.00   0.0  0
 6DL  CONST_31  F21  C15  C14  C19  180.00   0.0  0
 6DL  CONST_32  BR   C6   C5   C4   180.00   0.0  0
 6DL  CONST_33  O8   C3   C4   C5   180.00   0.0  0
 6DL  CONST_34  O7   C1   C6   C5   180.00   0.0  0
 6DL  CONST_35  F21  C15  C14  N13    0.00   0.0  0
 6DL  CONST_36  F21  C15  C16  C17  180.00   0.0  0
 6DL  CONST_37  O20  C12  N13  C9   180.00   0.0  0
 6DL  CONST_38  O20  C12  N13  C14    0.00   0.0  0
 6DL  CONST_39  O20  C12  N11  N10  180.00   0.0  0
 6DL  CONST_40  H4   C5   C6   C1   180.00   0.0  0
 6DL  CONST_41  H2   C16  C15  C14  180.00   0.0  0
 6DL  CONST_42  H9   C18  C19  C14  180.00   0.0  0
 6DL  CONST_43  H3   C19  C14  C15  180.00   0.0  0
 6DL  CONST_44  H8   C17  C16  C15  180.00   0.0  0
 6DL  CONST_45  H1   C2   C3   C4   180.00   0.0  0
 6DL  CONST_46  H7   N11  N10  C9   180.00   0.0  0
 6DL  Var_01    N10  C9   C4   C3   -55.42  30.0  2
 6DL  Var_02    C15  C14  N13  C9   117.17  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
 6DL  plan-1  C9   0.020
 6DL  plan-1  C12  0.020
 6DL  plan-1  C14  0.020
 6DL  plan-1  C4   0.020
 6DL  plan-1  N10  0.020
 6DL  plan-1  N11  0.020
 6DL  plan-1  N13  0.020
 6DL  plan-1  O20  0.020
 6DL  plan-1  H7   0.020
 6DL  plan-2  C14  0.020
 6DL  plan-2  C15  0.020
 6DL  plan-2  C16  0.020
 6DL  plan-2  C19  0.020
 6DL  plan-2  N13  0.020
 6DL  plan-2  C17  0.020
 6DL  plan-2  C18  0.020
 6DL  plan-2  F21  0.020
 6DL  plan-2  H2   0.020
 6DL  plan-2  H3   0.020
 6DL  plan-2  H8   0.020
 6DL  plan-2  H9   0.020
 6DL  plan-3  C1   0.020
 6DL  plan-3  C2   0.020
 6DL  plan-3  C3   0.020
 6DL  plan-3  C9   0.020
 6DL  plan-3  C4   0.020
 6DL  plan-3  C5   0.020
 6DL  plan-3  C6   0.020
 6DL  plan-3  O7   0.020
 6DL  plan-3  O8   0.020
 6DL  plan-3  BR   0.020
 6DL  plan-3  H1   0.020
 6DL  plan-3  H4   0.020

