# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 18:25:40 2022
#   Inital geometry file: a 128 line input string
#   Ligand name: 7-chloranyl-3-methyl-2-[4-[[4-(trifluoromethyloxy)phenyl]methyl]phenyl]-1~{H}-quinolin-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1=C(Nc2cc(Cl)ccc2C1=O)c3ccc(Cc4ccc(OC(F)(F)F)cc4)cc3
#
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
 JHB  JHB  7-chloranyl-3-methyl-2-[4-[[4-(trifluoromethyloxy)phenyl]methyl]phenyl]-1~{H}-quinolin-4-one  ligand  48  31  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_JHB
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
 JHB  C4   C   CR66  0   0.381  -70.9988  -62.7849  31.6676
 JHB  C5   C   CR66  0  -0.100  -72.1399  -63.4702  32.0979
 JHB  C6   C   CR6   0   0.430  -72.2445  -64.9207  31.9193
 JHB  C2   C   CR6   0  -0.042  -71.9266  -60.7233  32.4304
 JHB  F2   F   F     0  -0.278  -66.8201  -74.3384  26.6212
 JHB  C23  C   CT    0   1.070  -66.8871  -73.1500  27.2008
 JHB  F    F   F     0  -0.300  -68.1181  -72.6651  27.0216
 JHB  F1   F   F     0  -0.300  -66.7286  -73.3166  28.5154
 JHB  C22  C   CR6   0   0.297  -65.8214  -71.0691  27.1194
 JHB  C18  C   CR16  0  -0.281  -66.5018  -70.0574  26.4612
 JHB  C19  C   CR16  0  -0.286  -66.3248  -68.7478  26.8778
 JHB  C21  C   CR16  0  -0.281  -64.9737  -70.7945  28.1764
 JHB  C20  C   CR16  0  -0.320  -64.8092  -69.4757  28.5799
 JHB  C17  C   CR6   0   0.147  -65.4784  -68.4382  27.9405
 JHB  C13  C   CR6   0   0.144  -66.5298  -66.4388  29.0259
 JHB  C12  C   CR16  0  -0.310  -67.2685  -65.4359  28.4090
 JHB  C11  C   CR16  0  -0.269  -68.4059  -64.9154  29.0111
 JHB  C14  C   CR16  0  -0.274  -66.9591  -66.9144  30.2642
 JHB  C15  C   CR16  0  -0.251  -68.0947  -66.4042  30.8675
 JHB  C10  C   CR6   0  -0.018  -68.8336  -65.4000  30.2436
 JHB  C7   C   CR6   0   0.329  -70.0345  -64.8332  30.8935
 JHB  C8   C   CR6   0  -0.188  -71.1223  -65.5704  31.2709
 JHB  C9   C   CH3   0  -0.730  -71.2448  -67.0425  31.0255
 JHB  O    O   O     0  -0.457  -73.2398  -65.5442  32.2898
 JHB  C    C   CR16  0  -0.301  -73.1731  -62.7393  32.6983
 JHB  N    N   NR16  0  -0.755  -69.9884  -63.4877  31.0835
 JHB  C3   C   CR16  0  -0.280  -70.8884  -61.3970  31.8369
 JHB  CL   CL  CL    0  -0.110  -71.8060  -59.0117  32.6425
 JHB  C1   C   CR16  0  -0.218  -73.0825  -61.3791  32.8689
 JHB  H1   H   HCR6  0   0.277  -67.1464  -70.2832  25.6217
 JHB  H2   H   HCR6  0   0.262  -66.8520  -67.9547  26.3610
 JHB  H3   H   HCR6  0   0.278  -64.4298  -71.5891  28.6701
 JHB  H4   H   HCR6  0   0.261  -64.1405  -69.2566  29.4034
 JHB  H5   H   HCH2  0   0.276  -64.4567  -66.9498  29.0786
 JHB  H6   H   HCH2  0   0.275  -65.0199  -66.3940  27.5166
 JHB  H7   H   HCR6  0   0.257  -66.9546  -65.0510  27.4461
 JHB  H8   H   HCR6  0   0.266  -68.9693  -64.1398  28.5063
 JHB  H9   H   HCR6  0   0.257  -66.3921  -67.6886  30.7678
 JHB  H10  H   HCR6  0   0.265  -68.4031  -66.7792  31.8353
 JHB  H12  H   HCH3  0   0.244  -72.2136  -67.2747  30.5820
 JHB  H13  H   HCH3  0   0.245  -70.4749  -67.4183  30.3566
 JHB  H14  H   HCH3  0   0.241  -71.1806  -67.6119  31.9553
 JHB  H15  H   HCR6  0   0.269  -74.0584  -63.2627  33.0334
 JHB  H16  H   HCR6  0   0.298  -70.0011  -60.8755  31.5010
 JHB  H17  H   HCR6  0   0.281  -73.8851  -60.8235  33.3332
 JHB  H11  H   HNR6  0   0.426  -69.1444  -62.9961  30.8262
 JHB  C16  C   CH2   0  -0.604  -65.2929  -67.0071  28.3782
 JHB  O1   O   O2    0  -0.521  -65.9396  -72.3780  26.6587

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
 JHB  C19  C18  aromatic  1.386  0.020  1.386
 JHB  C19  C17  aromatic  1.393  0.020  1.393
 JHB  C18  C22  aromatic  1.386  0.020  1.386
 JHB  C16  C17  single    1.508  0.020  1.508
 JHB  C16  C13  single    1.507  0.020  1.507
 JHB  C17  C20  aromatic  1.390  0.020  1.390
 JHB  C22  O1   single    1.393  0.020  1.393
 JHB  C22  C21  aromatic  1.382  0.020  1.382
 JHB  O1   C23  single    1.337  0.020  1.337
 JHB  C12  C13  aromatic  1.390  0.020  1.390
 JHB  C12  C11  aromatic  1.388  0.020  1.388
 JHB  F    C23  single    1.335  0.020  1.335
 JHB  C20  C21  aromatic  1.389  0.020  1.389
 JHB  C13  C14  aromatic  1.394  0.020  1.394
 JHB  C11  C10  aromatic  1.392  0.020  1.392
 JHB  C23  F2   single    1.324  0.020  1.324
 JHB  C23  F1   single    1.335  0.020  1.335
 JHB  C14  C15  aromatic  1.384  0.020  1.384
 JHB  C9   C8   single    1.497  0.020  1.497
 JHB  C10  C15  aromatic  1.394  0.020  1.394
 JHB  C10  C7   single    1.478  0.020  1.478
 JHB  C8   C7   double    1.367  0.020  1.367
 JHB  C8   C6   single    1.450  0.020  1.450
 JHB  C7   N    single    1.360  0.020  1.360
 JHB  N    C4   single    1.362  0.020  1.362
 JHB  C6   O    double    1.231  0.020  1.231
 JHB  C6   C5   single    1.465  0.020  1.465
 JHB  C4   C5   aromatic  1.399  0.020  1.399
 JHB  C4   C3   aromatic  1.403  0.020  1.403
 JHB  C5   C    aromatic  1.401  0.020  1.401
 JHB  C3   C2   aromatic  1.373  0.020  1.373
 JHB  C    C1   aromatic  1.374  0.020  1.374
 JHB  C2   C1   aromatic  1.399  0.020  1.399
 JHB  C2   CL   single    1.729  0.020  1.729
 JHB  C18  H1   single    0.930  0.020  1.080
 JHB  C19  H2   single    0.930  0.020  1.080
 JHB  C21  H3   single    0.930  0.020  1.080
 JHB  C20  H4   single    0.930  0.020  1.080
 JHB  C16  H5   single    0.970  0.020  1.090
 JHB  C16  H6   single    0.970  0.020  1.090
 JHB  C12  H7   single    0.930  0.020  1.080
 JHB  C11  H8   single    0.930  0.020  1.080
 JHB  C14  H9   single    0.930  0.020  1.080
 JHB  C15  H10  single    0.930  0.020  1.080
 JHB  C9   H12  single    0.970  0.020  1.090
 JHB  C9   H13  single    0.970  0.020  1.090
 JHB  C9   H14  single    0.970  0.020  1.090
 JHB  C    H15  single    0.930  0.020  1.080
 JHB  C3   H16  single    0.930  0.020  1.080
 JHB  C1   H17  single    0.930  0.020  1.080
 JHB  N    H11  single    0.860  0.020  1.020

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
 JHB  C3   C4   N    120.25  3.000
 JHB  C3   C4   C5   120.79  3.000
 JHB  N    C4   C5   118.96  3.000
 JHB  C    C5   C6   121.07  3.000
 JHB  C    C5   C4   118.55  3.000
 JHB  C6   C5   C4   120.38  3.000
 JHB  O    C6   C8   122.23  3.000
 JHB  O    C6   C5   121.48  3.000
 JHB  C8   C6   C5   116.29  3.000
 JHB  C1   C2   CL   118.88  3.000
 JHB  CL   C2   C3   119.10  3.000
 JHB  C1   C2   C3   122.02  3.000
 JHB  O1   C23  F1   112.79  3.000
 JHB  F1   C23  F    106.68  3.000
 JHB  O1   C23  F    112.91  3.000
 JHB  F1   C23  F2   108.25  3.000
 JHB  F    C23  F2   108.30  3.000
 JHB  O1   C23  F2   107.75  3.000
 JHB  C21  C22  C18  121.28  3.000
 JHB  C21  C22  O1   119.45  3.000
 JHB  C18  C22  O1   119.17  3.000
 JHB  H1   C18  C19  120.43  3.000
 JHB  H1   C18  C22  120.57  3.000
 JHB  C19  C18  C22  118.99  3.000
 JHB  H2   C19  C17  119.78  3.000
 JHB  H2   C19  C18  119.10  3.000
 JHB  C17  C19  C18  121.12  3.000
 JHB  H3   C21  C20  120.35  3.000
 JHB  H3   C21  C22  120.74  3.000
 JHB  C20  C21  C22  118.90  3.000
 JHB  H4   C20  C17  119.72  3.000
 JHB  H4   C20  C21  119.08  3.000
 JHB  C17  C20  C21  121.19  3.000
 JHB  C16  C17  C20  121.03  3.000
 JHB  C20  C17  C19  118.51  3.000
 JHB  C16  C17  C19  120.46  3.000
 JHB  C14  C13  C12  118.47  3.000
 JHB  C14  C13  C16  120.37  3.000
 JHB  C12  C13  C16  121.16  3.000
 JHB  H7   C12  C11  119.32  3.000
 JHB  H7   C12  C13  119.79  3.000
 JHB  C11  C12  C13  120.90  3.000
 JHB  H8   C11  C10  120.14  3.000
 JHB  H8   C11  C12  119.50  3.000
 JHB  C10  C11  C12  120.36  3.000
 JHB  H9   C14  C15  119.36  3.000
 JHB  H9   C14  C13  119.69  3.000
 JHB  C15  C14  C13  120.94  3.000
 JHB  H10  C15  C10  119.91  3.000
 JHB  H10  C15  C14  119.72  3.000
 JHB  C10  C15  C14  120.37  3.000
 JHB  C7   C10  C15  120.66  3.000
 JHB  C7   C10  C11  120.36  3.000
 JHB  C15  C10  C11  118.96  3.000
 JHB  N    C7   C8   121.47  3.000
 JHB  N    C7   C10  114.41  3.000
 JHB  C8   C7   C10  124.12  3.000
 JHB  C9   C8   C7   123.36  3.000
 JHB  C7   C8   C6   119.85  3.000
 JHB  C9   C8   C6   116.77  3.000
 JHB  H14  C9   H13  107.58  3.000
 JHB  H14  C9   H12  106.70  3.000
 JHB  H13  C9   H12  107.78  3.000
 JHB  H14  C9   C8   111.61  3.000
 JHB  H13  C9   C8   112.51  3.000
 JHB  H12  C9   C8   110.40  3.000
 JHB  H15  C    C1   119.64  3.000
 JHB  H15  C    C5   118.95  3.000
 JHB  C1   C    C5   121.41  3.000
 JHB  H11  N    C7   118.32  3.000
 JHB  H11  N    C4   118.55  3.000
 JHB  C7   N    C4   123.04  3.000
 JHB  H16  C3   C2   121.17  3.000
 JHB  H16  C3   C4   120.25  3.000
 JHB  C2   C3   C4   118.58  3.000
 JHB  H17  C1   C    120.88  3.000
 JHB  H17  C1   C2   120.47  3.000
 JHB  C    C1   C2   118.65  3.000
 JHB  H6   C16  H5   106.56  3.000
 JHB  H6   C16  C13  109.42  3.000
 JHB  H5   C16  C13  109.45  3.000
 JHB  H6   C16  C17  109.54  3.000
 JHB  H5   C16  C17  109.27  3.000
 JHB  C13  C16  C17  112.43  3.000
 JHB  C22  O1   C23  117.95  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
 JHB  CONST_01  C1   C    C5   C4      0.00   0.0  0
 JHB  CONST_02  C1   C2   C3   C4      0.00   0.0  0
 JHB  CONST_03  C2   C3   C4   C5      0.00   0.0  0
 JHB  CONST_04  C2   C1   C    C5      0.00   0.0  0
 JHB  CONST_05  C17  C19  C18  C22     0.00   0.0  0
 JHB  CONST_06  C17  C20  C21  C22     0.00   0.0  0
 JHB  CONST_07  C20  C17  C19  C18     0.00   0.0  0
 JHB  CONST_08  C20  C21  C22  C18     0.00   0.0  0
 JHB  CONST_09  C21  C22  C18  C19     0.00   0.0  0
 JHB  CONST_10  C21  C20  C17  C19     0.00   0.0  0
 JHB  CONST_11  C10  C11  C12  C13     0.00   0.0  0
 JHB  CONST_12  C10  C15  C14  C13     0.00   0.0  0
 JHB  CONST_13  C15  C14  C13  C12     0.00   0.0  0
 JHB  CONST_14  C15  C10  C11  C12     0.00   0.0  0
 JHB  CONST_15  C14  C13  C12  C11     0.00   0.0  0
 JHB  CONST_16  C14  C15  C10  C11     0.00   0.0  0
 JHB  CONST_17  C3   C4   C5   C       0.00   0.0  0
 JHB  CONST_18  C3   C2   C1   C       0.00   0.0  0
 JHB  CONST_19  C7   C10  C11  C12   180.00   0.0  0
 JHB  CONST_20  C7   C10  C15  C14   180.00   0.0  0
 JHB  CONST_21  CL   C2   C3   C4    180.00   0.0  0
 JHB  CONST_22  C19  C18  C22  O1    180.00   0.0  0
 JHB  CONST_23  C20  C21  C22  O1    180.00   0.0  0
 JHB  CONST_24  C16  C17  C19  C18   180.00   0.0  0
 JHB  CONST_25  C16  C17  C20  C21   180.00   0.0  0
 JHB  CONST_26  C11  C12  C13  C16   180.00   0.0  0
 JHB  CONST_27  C15  C14  C13  C16   180.00   0.0  0
 JHB  CONST_28  CL   C2   C1   C     180.00   0.0  0
 JHB  CONST_29  H15  C    C5   C4    180.00   0.0  0
 JHB  CONST_30  H16  C3   C4   C5    180.00   0.0  0
 JHB  CONST_31  H17  C1   C    C5    180.00   0.0  0
 JHB  CONST_32  H2   C19  C18  C22   180.00   0.0  0
 JHB  CONST_33  H4   C20  C21  C22   180.00   0.0  0
 JHB  CONST_34  H3   C21  C22  C18   180.00   0.0  0
 JHB  CONST_35  H1   C18  C22  C21   180.00   0.0  0
 JHB  CONST_36  H8   C11  C12  C13   180.00   0.0  0
 JHB  CONST_37  H10  C15  C14  C13   180.00   0.0  0
 JHB  CONST_38  H9   C14  C13  C12   180.00   0.0  0
 JHB  CONST_39  H7   C12  C13  C14   180.00   0.0  0
 JHB  Var_01    C8   C7   C10  C11   123.40  30.0  2
 JHB  Var_02    C13  C16  C17  C19    69.39  30.0  2
 JHB  Var_03    C12  C13  C16  C17  -111.75  30.0  2
 JHB  Var_04    C18  C22  O1   C23   -92.80  30.0  3
 JHB  Var_05    H12  C9   C8   C6     47.30  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
 JHB  plan-1  C22  0.020
 JHB  plan-1  C18  0.020
 JHB  plan-1  C19  0.020
 JHB  plan-1  C21  0.020
 JHB  plan-1  C20  0.020
 JHB  plan-1  C17  0.020
 JHB  plan-1  H1   0.020
 JHB  plan-1  H2   0.020
 JHB  plan-1  H3   0.020
 JHB  plan-1  H4   0.020
 JHB  plan-1  C16  0.020
 JHB  plan-1  O1   0.020
 JHB  plan-2  C13  0.020
 JHB  plan-2  C12  0.020
 JHB  plan-2  C11  0.020
 JHB  plan-2  C14  0.020
 JHB  plan-2  C15  0.020
 JHB  plan-2  C10  0.020
 JHB  plan-2  C7   0.020
 JHB  plan-2  H7   0.020
 JHB  plan-2  H8   0.020
 JHB  plan-2  H9   0.020
 JHB  plan-2  H10  0.020
 JHB  plan-2  C16  0.020
 JHB  plan-3  C4   0.020
 JHB  plan-3  C5   0.020
 JHB  plan-3  C6   0.020
 JHB  plan-3  C2   0.020
 JHB  plan-3  C10  0.020
 JHB  plan-3  C7   0.020
 JHB  plan-3  C8   0.020
 JHB  plan-3  C9   0.020
 JHB  plan-3  O    0.020
 JHB  plan-3  C    0.020
 JHB  plan-3  N    0.020
 JHB  plan-3  C3   0.020
 JHB  plan-3  CL   0.020
 JHB  plan-3  C1   0.020
 JHB  plan-3  H15  0.020
 JHB  plan-3  H16  0.020
 JHB  plan-3  H17  0.020
 JHB  plan-3  H11  0.020

