# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 10:10:24 2020
#   Inital geometry file: a 112 line input string
#   Ligand name: 1-[2,4-bis(chloranyl)-3-[2-(5-chloranylfuran-2-yl)-5-methyl-4-(trifluoromethyl)imidazol-1-yl]phenyl]azetidine-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1n(c(nc1C(F)(F)F)c2oc(Cl)cc2)c3c(Cl)ccc(N4CC(C4)C(O)=O)c3Cl
#
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
 HL8  HL8  '1-[2,4-bis(chloranyl)-3-[2-(5-chloranylfuran-2-yl)-5-methyl-4-(trifluoromethyl)imidazol-1-yl]phenyl]azetidine-3-carboxylic acid'  ligand  44  31  .  2022-11-17  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_HL8
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
 HL8  C1   C   CR16  0  -0.363   2.0863   1.4274   1.9294
 HL8  C2   C   CR16  0  -0.212   1.0093   1.1434   2.7452
 HL8  C3   C   CR6   0  -0.109  -0.2050   0.7874   2.1849
 HL8  C11  C   CR5   0  -0.256  -3.6362   0.5086  -0.4282
 HL8  C12  C   CR5   0   0.311  -2.6359   1.2940   0.0772
 HL8  C13  C   CR5   0   0.335  -1.1679  -1.9952  -0.2081
 HL8  C14  C   CT    0   1.065  -5.0159   0.8758  -0.8244
 HL8  C16  C   CR15  0  -0.347  -1.4871  -3.3033  -0.3932
 HL8  C17  C   CR15  0  -0.281  -0.2632  -4.0277  -0.3361
 HL8  C18  C   CR5   0   0.268   0.6922  -3.0937  -0.1207
 HL8  C23  C   C     0  -0.262   3.5237   0.8964  -1.4447
 HL8  C24  C   C     0  -0.436   4.9701   1.2440  -1.0831
 HL8  C25  C   C     0  -0.273   4.4507   1.6940   0.2935
 HL8  C26  C   C     0   0.548   5.9768   0.1375  -1.1205
 HL8  C4   C   CR6   0   0.434  -0.3404   0.7682   0.8049
 HL8  C5   C   CR6   0  -0.171   0.7373   1.0921  -0.0094
 HL8  C6   C   CR6   0   0.447   1.9975   1.3796   0.5308
 HL8  N7   N   NR5   0  -0.585  -1.5809   0.4268   0.2261
 HL8  CL8  CL  CL    0  -0.068   0.4742   1.1399  -1.7105
 HL8  C9   C   CR5   0   0.396  -1.9852  -0.8075  -0.1995
 HL8  N10  N   N     0  -0.442  -3.2234  -0.7772  -0.6018
 HL8  F15  F   F     0  -0.307  -5.4091   2.0348  -0.2844
 HL8  O19  O   O     0  -0.407   0.1686  -1.8664  -0.0396
 HL8  CL4  CL  CL    0  -0.093  -1.5454   0.3662   3.1832
 HL8  CL3  CL  CL    0  -0.083   2.3710  -3.2011   0.0476
 HL8  N22  N   N     0  -0.506   3.0934   1.6414  -0.2486
 HL8  O27  O   OH1   0  -0.588   7.0552   0.4413  -0.4111
 HL8  O28  O   O     0  -0.433   5.8392  -0.8947  -1.7262
 HL8  F29  F   F     0  -0.319  -5.1466   1.0035  -2.1549
 HL8  F30  F   F     0  -0.313  -5.8955  -0.0587  -0.4476
 HL8  H1   H   HCR6  0   0.295   3.0257   1.6889   2.3971
 HL8  H2   H   HCR6  0   0.293   1.1256   1.1807   3.8192
 HL8  H3   H   HCR5  0   0.278  -2.4744  -3.7054  -0.5505
 HL8  H4   H   HCR5  0   0.291  -0.1179  -5.0897  -0.4386
 HL8  H5   H   H     0   0.260   3.1632   1.2880  -2.3926
 HL8  H6   H   H     0   0.239   3.3041  -0.1738  -1.3881
 HL8  H7   H   H     0   0.329   5.3509   2.0863  -1.6660
 HL8  H8   H   H     0   0.245   4.6326   0.9549   1.0816
 HL8  H9   H   H     0   0.267   4.7677   2.6748   0.6474
 HL8  H10  H   HOH1  0   0.485   7.7022  -0.2791  -0.4559
 HL8  H11  H   HCH3  0   0.266  -2.5293   2.8646   1.5224
 HL8  H12  H   HCH3  0   0.264  -1.5750   3.1431   0.0682
 HL8  H13  H   HCH3  0   0.273  -3.3216   3.3138   0.0173
 HL8  C31  C   CH3   0  -0.736  -2.5123   2.7277   0.4398

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
 HL8  F30  C14  single    1.338  0.020  1.338
 HL8  F15  C14  single    1.338  0.020  1.338
 HL8  CL8  C5   single    1.722  0.020  1.722
 HL8  C14  C11  single    1.482  0.020  1.482
 HL8  C14  F29  single    1.343  0.020  1.343
 HL8  C23  C24  single    1.531  0.020  1.531
 HL8  C23  N22  single    1.473  0.020  1.473
 HL8  O28  C26  double    1.205  0.020  1.205
 HL8  C11  C12  aromatic  1.369  0.020  1.369
 HL8  C11  N10  aromatic  1.362  0.020  1.362
 HL8  C24  C26  single    1.496  0.020  1.496
 HL8  C24  C25  single    1.539  0.020  1.539
 HL8  C31  C12  single    1.484  0.020  1.484
 HL8  C12  N7   aromatic  1.374  0.020  1.374
 HL8  N10  C9   aromatic  1.302  0.020  1.302
 HL8  C26  O27  single    1.326  0.020  1.326
 HL8  N22  C25  single    1.462  0.020  1.462
 HL8  N22  C6   single    1.370  0.020  1.370
 HL8  C5   C6   aromatic  1.401  0.020  1.401
 HL8  C5   C4   aromatic  1.389  0.020  1.389
 HL8  N7   C9   aromatic  1.367  0.020  1.367
 HL8  N7   C4   single    1.411  0.020  1.411
 HL8  C9   C13  single    1.442  0.020  1.442
 HL8  C6   C1   aromatic  1.402  0.020  1.402
 HL8  O19  C13  aromatic  1.353  0.020  1.353
 HL8  O19  C18  aromatic  1.337  0.020  1.337
 HL8  C4   C3   aromatic  1.387  0.020  1.387
 HL8  C13  C16  aromatic  1.359  0.020  1.359
 HL8  CL3  C18  single    1.691  0.020  1.691
 HL8  C18  C17  aromatic  1.353  0.020  1.353
 HL8  C16  C17  aromatic  1.423  0.020  1.423
 HL8  C1   C2   aromatic  1.381  0.020  1.381
 HL8  C3   C2   aromatic  1.384  0.020  1.384
 HL8  C3   CL4  single    1.724  0.020  1.724
 HL8  C1   H1   single    0.930  0.020  1.080
 HL8  C2   H2   single    0.930  0.020  1.080
 HL8  C16  H3   single    0.930  0.020  1.080
 HL8  C17  H4   single    0.930  0.020  1.080
 HL8  C23  H5   single    0.970  0.020  1.090
 HL8  C23  H6   single    0.970  0.020  1.090
 HL8  C24  H7   single    0.970  0.020  1.090
 HL8  C25  H8   single    0.970  0.020  1.090
 HL8  C25  H9   single    0.970  0.020  1.090
 HL8  O27  H10  single    0.850  0.020  0.980
 HL8  C31  H11  single    0.970  0.020  1.090
 HL8  C31  H12  single    0.970  0.020  1.090
 HL8  C31  H13  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
 HL8  H1   C1   C6   119.64  3.000
 HL8  H1   C1   C2   118.15  3.000
 HL8  C6   C1   C2   122.21  3.000
 HL8  H2   C2   C3   120.37  3.000
 HL8  H2   C2   C1   119.74  3.000
 HL8  C3   C2   C1   119.88  3.000
 HL8  CL4  C3   C4   119.80  3.000
 HL8  CL4  C3   C2   120.71  3.000
 HL8  C4   C3   C2   119.48  3.000
 HL8  N10  C11  C14  118.84  3.000
 HL8  N10  C11  C12  111.55  3.000
 HL8  C14  C11  C12  129.58  3.000
 HL8  C31  C12  N7   121.30  3.000
 HL8  N7   C12  C11  103.83  3.000
 HL8  C31  C12  C11  134.87  3.000
 HL8  O19  C13  C9   118.73  3.000
 HL8  O19  C13  C16  109.91  3.000
 HL8  C9   C13  C16  131.34  3.000
 HL8  F30  C14  F29  106.35  3.000
 HL8  F29  C14  F15  106.79  3.000
 HL8  F30  C14  F15  107.36  3.000
 HL8  F29  C14  C11  112.28  3.000
 HL8  F15  C14  C11  112.36  3.000
 HL8  F30  C14  C11  111.34  3.000
 HL8  H3   C16  C17  127.14  3.000
 HL8  H3   C16  C13  126.46  3.000
 HL8  C17  C16  C13  106.40  3.000
 HL8  H4   C17  C18  126.91  3.000
 HL8  H4   C17  C16  127.90  3.000
 HL8  C18  C17  C16  105.20  3.000
 HL8  CL3  C18  O19  116.19  3.000
 HL8  CL3  C18  C17  132.30  3.000
 HL8  O19  C18  C17  111.51  3.000
 HL8  H6   C23  H5   109.33  3.000
 HL8  H6   C23  N22  113.20  3.000
 HL8  H5   C23  N22  115.40  3.000
 HL8  H6   C23  C24  113.55  3.000
 HL8  H5   C23  C24  115.95  3.000
 HL8  N22  C23  C24   88.24  3.000
 HL8  H7   C24  C26  108.80  3.000
 HL8  H7   C24  C25  111.68  3.000
 HL8  C26  C24  C25  117.76  3.000
 HL8  H7   C24  C23  112.22  3.000
 HL8  C25  C24  C23   87.64  3.000
 HL8  C26  C24  C23  117.51  3.000
 HL8  H9   C25  H8   108.98  3.000
 HL8  H9   C25  N22  115.01  3.000
 HL8  H8   C25  N22  113.36  3.000
 HL8  H9   C25  C24  117.10  3.000
 HL8  H8   C25  C24  112.96  3.000
 HL8  N22  C25  C24   88.35  3.000
 HL8  O28  C26  O27  123.93  3.000
 HL8  O27  C26  C24  111.36  3.000
 HL8  O28  C26  C24  124.70  3.000
 HL8  N7   C4   C5   119.88  3.000
 HL8  N7   C4   C3   119.84  3.000
 HL8  C5   C4   C3   120.28  3.000
 HL8  CL8  C5   C6   120.85  3.000
 HL8  C6   C5   C4   121.31  3.000
 HL8  CL8  C5   C4   117.84  3.000
 HL8  N22  C6   C5   122.64  3.000
 HL8  C5   C6   C1   116.65  3.000
 HL8  N22  C6   C1   120.68  3.000
 HL8  C9   N7   C4   127.33  3.000
 HL8  C4   N7   C12  124.54  3.000
 HL8  C9   N7   C12  108.01  3.000
 HL8  N10  C9   N7   110.88  3.000
 HL8  N7   C9   C13  125.32  3.000
 HL8  N10  C9   C13  123.80  3.000
 HL8  C9   N10  C11  105.72  3.000
 HL8  C18  O19  C13  106.97  3.000
 HL8  C6   N22  C25  122.57  3.000
 HL8  C6   N22  C23  126.79  3.000
 HL8  C25  N22  C23   92.76  3.000
 HL8  H10  O27  C26  110.35  3.000
 HL8  H13  C31  H12  107.62  3.000
 HL8  H13  C31  H11  107.87  3.000
 HL8  H12  C31  H11  107.67  3.000
 HL8  H13  C31  C12  111.39  3.000
 HL8  H12  C31  C12  110.88  3.000
 HL8  H11  C31  C12  111.24  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
 HL8  CONST_01  C4   C5   C6   C1      0.00   0.0  0
 HL8  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 HL8  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 HL8  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 HL8  CONST_05  N7   C4   C3   C2    180.00   0.0  0
 HL8  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 HL8  CONST_09  C6   C1   C2   C3      0.00   0.0  0
 HL8  CONST_10  C9   N7   C12  C11     0.00   0.0  0
 HL8  CONST_11  C4   N7   C12  C11   180.00   0.0  0
 HL8  CONST_12  N7   C9   N10  C11     0.00   0.0  0
 HL8  CONST_13  C13  C9   N10  C11   180.00   0.0  0
 HL8  CONST_14  C9   N10  C11  C12     0.00   0.0  0
 HL8  CONST_15  N10  C9   N7   C12     0.00   0.0  0
 HL8  CONST_16  C13  C9   N7   C12   180.00   0.0  0
 HL8  CONST_18  C4   N7   C9   C13     0.00   0.0  0
 HL8  CONST_19  C17  C18  O19  C13     0.00   0.0  0
 HL8  CONST_20  C18  C17  C16  C13     0.00   0.0  0
 HL8  CONST_21  N10  C9   C13  C16     0.00   0.0  0
 HL8  CONST_22  N7   C9   C13  C16   180.00   0.0  0
 HL8  CONST_23  C18  O19  C13  C16     0.00   0.0  0
 HL8  CONST_24  O19  C18  C17  C16     0.00   0.0  0
 HL8  CONST_25  C9   C13  C16  C17   180.00   0.0  0
 HL8  CONST_26  O19  C13  C16  C17     0.00   0.0  0
 HL8  CONST_27  C9   C13  O19  C18   180.00   0.0  0
 HL8  CONST_28  N10  C9   N7   C4    180.00   0.0  0
 HL8  CONST_30  N7   C4   C5   C6    180.00   0.0  0
 HL8  CONST_31  N10  C11  C12  N7      0.00   0.0  0
 HL8  CONST_32  O19  C13  C9   N7      0.00   0.0  0
 HL8  CONST_33  O19  C13  C9   N10   180.00   0.0  0
 HL8  CONST_34  N22  C6   C1   C2    180.00   0.0  0
 HL8  CONST_35  N22  C6   C5   C4    180.00   0.0  0
 HL8  CONST_36  CL8  C5   C6   C1    180.00   0.0  0
 HL8  CONST_37  CL4  C3   C2   C1    180.00   0.0  0
 HL8  CONST_38  CL8  C5   C4   C3    180.00   0.0  0
 HL8  CONST_39  CL3  C18  O19  C13   180.00   0.0  0
 HL8  CONST_40  N7   C12  C11  C14   180.00   0.0  0
 HL8  CONST_41  C9   N10  C11  C14   180.00   0.0  0
 HL8  CONST_42  CL3  C18  C17  C16   180.00   0.0  0
 HL8  CONST_43  C31  C12  N7   C4      0.00   0.0  0
 HL8  CONST_44  CL4  C3   C4   C5    180.00   0.0  0
 HL8  CONST_45  CL8  C5   C4   N7      0.00   0.0  0
 HL8  CONST_46  CL4  C3   C4   N7      0.00   0.0  0
 HL8  CONST_47  N22  C6   C5   CL8     0.00   0.0  0
 HL8  CONST_48  C31  C12  N7   C9    180.00   0.0  0
 HL8  CONST_49  C31  C12  C11  N10   180.00   0.0  0
 HL8  CONST_50  H1   C1   C2   C3    180.00   0.0  0
 HL8  CONST_51  H4   C17  C16  C13   180.00   0.0  0
 HL8  CONST_52  H3   C16  C17  C18   180.00   0.0  0
 HL8  CONST_53  H2   C2   C3   C4    180.00   0.0  0
 HL8  CONST_54  H10  O27  C26  C24   180.00   0.0  0
 HL8  Var_01    C23  N22  C6   C1    136.90  30.0  1
 HL8  Var_02    C24  C25  N22  C23    13.35  30.0  1
 HL8  Var_03    F30  C14  C11  C12  -139.49  30.0  3
 HL8  Var_04    H11  C31  C12  C11   105.03  30.0  2

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
 HL8  chir_01  C24  C23  C26  C25  positiv

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
 HL8  plan-1  C11  0.020
 HL8  plan-1  C12  0.020
 HL8  plan-1  C13  0.020
 HL8  plan-1  C14  0.020
 HL8  plan-1  C4   0.020
 HL8  plan-1  N7   0.020
 HL8  plan-1  C9   0.020
 HL8  plan-1  N10  0.020
 HL8  plan-1  C31  0.020
 HL8  plan-2  C13  0.020
 HL8  plan-2  C16  0.020
 HL8  plan-2  C17  0.020
 HL8  plan-2  C18  0.020
 HL8  plan-2  C9   0.020
 HL8  plan-2  O19  0.020
 HL8  plan-2  CL3  0.020
 HL8  plan-2  H3   0.020
 HL8  plan-2  H4   0.020
 HL8  plan-3  C1   0.020
 HL8  plan-3  C2   0.020
 HL8  plan-3  C3   0.020
 HL8  plan-3  C4   0.020
 HL8  plan-3  C5   0.020
 HL8  plan-3  C6   0.020
 HL8  plan-3  N7   0.020
 HL8  plan-3  CL8  0.020
 HL8  plan-3  CL4  0.020
 HL8  plan-3  N22  0.020
 HL8  plan-3  H1   0.020
 HL8  plan-3  H2   0.020
 HL8  plan-4  C24  0.020
 HL8  plan-4  C26  0.020
 HL8  plan-4  O27  0.020
 HL8  plan-4  O28  0.020
 HL8  plan-4  H10  0.020

