# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 15:38:05 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: 3-chloro-4-(4-methyl-2-oxo-1,2-dihydroquinolin-7-yl)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1=CC(=O)Nc2cc(ccc12)c3ccc(cc3Cl)C(O)=O
#
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
 AJ8  AJ8  '3-chloro-4-(4-methyl-2-oxo-1,2-dihydroquinolin-7-yl)benzoic acid'  ligand  34  22  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_AJ8
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
 AJ8  C4   C   CR6   0   0.530   4.6472   1.2008  -0.8187
 AJ8  C8   C   CR66  0   0.417   2.4493   0.2745  -0.3416
 AJ8  C10  C   CR6   0   0.051   0.2248  -0.5465   0.0785
 AJ8  C13  C   CR16  0  -0.231  -3.3472  -1.3051  -0.8196
 AJ8  C15  C   C     0   0.541  -5.5130  -0.1829  -0.4070
 AJ8  C21  C   CR16  0  -0.283   0.7714  -1.7175   0.6200
 AJ8  C22  C   CR16  0  -0.327   2.1372  -1.8791   0.6830
 AJ8  C2   C   CR6   0   0.259   4.4466  -1.0134   0.2444
 AJ8  C3   C   CR16  0  -0.529   5.2069  -0.0099  -0.2477
 AJ8  O5   O   O     0  -0.495   5.3170   2.1229  -1.2691
 AJ8  N6   N   NR16  0  -0.763   3.2792   1.2526  -0.8232
 AJ8  C9   C   CR16  0  -0.349   1.0649   0.4413  -0.4016
 AJ8  C11  C   CR6   0   0.160  -1.2432  -0.4080  -0.0163
 AJ8  C12  C   CR16  0  -0.295  -1.9733  -1.3828  -0.6968
 AJ8  C14  C   CR6   0  -0.101  -4.0361  -0.2373  -0.2533
 AJ8  O16  O   OH1   0  -0.591  -6.0544   0.8793   0.1678
 AJ8  O17  O   O     0  -0.432  -6.1504  -1.0220  -0.9949
 AJ8  C18  C   CR16  0  -0.197  -3.3325   0.7407   0.4419
 AJ8  C19  C   CR6   0  -0.104  -1.9556   0.6472   0.5545
 AJ8  CL   CL  CL    0  -0.111  -1.1388   1.8658   1.4745
 AJ8  C23  C   CR66  0  -0.015   3.0070  -0.8915   0.2060
 AJ8  H1   H   HCR6  0   0.275  -3.8803  -2.0750  -1.3596
 AJ8  H2   H   HCR6  0   0.264   0.1199  -2.4924   1.0021
 AJ8  H3   H   HCR6  0   0.269   2.5389  -2.7880   1.1094
 AJ8  H4   H   HCH3  0   0.266   6.1566  -2.1906   0.7728
 AJ8  H5   H   HCH3  0   0.260   4.7897  -2.3618   1.8756
 AJ8  H6   H   HCH3  0   0.259   4.7470  -3.1386   0.3016
 AJ8  H7   H   HCR6  0   0.270   6.2872  -0.0778  -0.2311
 AJ8  H8   H   HNR6  0   0.415   2.8579   2.0844  -1.2150
 AJ8  H9   H   HCR6  0   0.279   0.6592   1.3438  -0.8418
 AJ8  H10  H   HCR6  0   0.275  -1.4437  -2.2104  -1.1499
 AJ8  H11  H   HOH1  0   0.491  -7.0147   0.8747   0.0399
 AJ8  H12  H   HCR6  0   0.292  -3.8433   1.5733   0.9041
 AJ8  C1   C   CH3   0  -0.749   5.0714  -2.2396   0.8281

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
 AJ8  O17  C15  double    1.207  0.020  1.207
 AJ8  O16  C15  single    1.324  0.020  1.324
 AJ8  C15  C14  single    1.486  0.020  1.486
 AJ8  C14  C13  aromatic  1.391  0.020  1.391
 AJ8  C14  C18  aromatic  1.391  0.020  1.391
 AJ8  C13  C12  aromatic  1.382  0.020  1.382
 AJ8  C18  C19  aromatic  1.385  0.020  1.385
 AJ8  C19  C11  aromatic  1.395  0.020  1.395
 AJ8  C19  CL   single    1.732  0.020  1.732
 AJ8  C12  C11  aromatic  1.395  0.020  1.395
 AJ8  C11  C10  single    1.478  0.020  1.478
 AJ8  C10  C21  aromatic  1.401  0.020  1.401
 AJ8  C10  C9   aromatic  1.383  0.020  1.383
 AJ8  C21  C22  aromatic  1.377  0.020  1.377
 AJ8  C9   C8   aromatic  1.396  0.020  1.396
 AJ8  C22  C23  aromatic  1.400  0.020  1.400
 AJ8  C8   C23  aromatic  1.404  0.020  1.404
 AJ8  C8   N6   single    1.370  0.020  1.370
 AJ8  C23  C2   single    1.445  0.020  1.445
 AJ8  N6   C4   single    1.369  0.020  1.369
 AJ8  C2   C1   single    1.495  0.020  1.495
 AJ8  C2   C3   double    1.352  0.020  1.352
 AJ8  C4   C3   single    1.451  0.020  1.451
 AJ8  C4   O5   double    1.225  0.020  1.225
 AJ8  C13  H1   single    0.930  0.020  1.080
 AJ8  C21  H2   single    0.930  0.020  1.080
 AJ8  C22  H3   single    0.930  0.020  1.080
 AJ8  C1   H4   single    0.970  0.020  1.090
 AJ8  C1   H5   single    0.970  0.020  1.090
 AJ8  C1   H6   single    0.970  0.020  1.090
 AJ8  C3   H7   single    0.930  0.020  1.080
 AJ8  N6   H8   single    0.860  0.020  1.020
 AJ8  C9   H9   single    0.930  0.020  1.080
 AJ8  C12  H10  single    0.930  0.020  1.080
 AJ8  O16  H11  single    0.850  0.020  0.980
 AJ8  C18  H12  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
 AJ8  N6   C4   O5   121.10  3.000
 AJ8  O5   C4   C3   124.17  3.000
 AJ8  N6   C4   C3   114.73  3.000
 AJ8  C23  C8   C9   120.67  3.000
 AJ8  C23  C8   N6   119.30  3.000
 AJ8  C9   C8   N6   120.03  3.000
 AJ8  C11  C10  C9   120.96  3.000
 AJ8  C9   C10  C21  119.62  3.000
 AJ8  C11  C10  C21  119.39  3.000
 AJ8  H1   C13  C14  120.38  3.000
 AJ8  H1   C13  C12  119.65  3.000
 AJ8  C14  C13  C12  119.97  3.000
 AJ8  O17  C15  O16  123.62  3.000
 AJ8  O16  C15  C14  113.02  3.000
 AJ8  O17  C15  C14  123.37  3.000
 AJ8  H2   C21  C22  119.81  3.000
 AJ8  H2   C21  C10  120.01  3.000
 AJ8  C22  C21  C10  120.18  3.000
 AJ8  H3   C22  C23  119.78  3.000
 AJ8  H3   C22  C21  119.02  3.000
 AJ8  C23  C22  C21  121.20  3.000
 AJ8  C23  C2   C3   119.21  3.000
 AJ8  C3   C2   C1   121.07  3.000
 AJ8  C23  C2   C1   119.72  3.000
 AJ8  H7   C3   C2   120.60  3.000
 AJ8  H7   C3   C4   116.32  3.000
 AJ8  C2   C3   C4   123.08  3.000
 AJ8  H8   N6   C8   118.10  3.000
 AJ8  H8   N6   C4   116.65  3.000
 AJ8  C8   N6   C4   125.25  3.000
 AJ8  H9   C9   C10  120.59  3.000
 AJ8  H9   C9   C8   119.25  3.000
 AJ8  C10  C9   C8   120.16  3.000
 AJ8  C19  C11  C12  117.44  3.000
 AJ8  C12  C11  C10  119.06  3.000
 AJ8  C19  C11  C10  123.50  3.000
 AJ8  H10  C12  C11  118.86  3.000
 AJ8  H10  C12  C13  119.51  3.000
 AJ8  C11  C12  C13  121.63  3.000
 AJ8  C18  C14  C15  121.92  3.000
 AJ8  C18  C14  C13  119.52  3.000
 AJ8  C15  C14  C13  118.56  3.000
 AJ8  H11  O16  C15  110.14  3.000
 AJ8  H12  C18  C19  119.16  3.000
 AJ8  H12  C18  C14  121.09  3.000
 AJ8  C19  C18  C14  119.75  3.000
 AJ8  CL   C19  C18  117.69  3.000
 AJ8  CL   C19  C11  120.58  3.000
 AJ8  C18  C19  C11  121.70  3.000
 AJ8  C2   C23  C22  123.40  3.000
 AJ8  C2   C23  C8   118.43  3.000
 AJ8  C22  C23  C8   118.17  3.000
 AJ8  H6   C1   H5   107.10  3.000
 AJ8  H6   C1   H4   108.01  3.000
 AJ8  H5   C1   H4   108.14  3.000
 AJ8  H6   C1   C2   111.29  3.000
 AJ8  H5   C1   C2   111.02  3.000
 AJ8  H4   C1   C2   111.11  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
 AJ8  CONST_01  C11  C10  C9   C8   180.00   0.0  0
 AJ8  CONST_02  C21  C10  C9   C8     0.00   0.0  0
 AJ8  CONST_03  C21  C22  C23  C8     0.00   0.0  0
 AJ8  CONST_04  C18  C19  C11  C10  180.00   0.0  0
 AJ8  CONST_05  C13  C12  C11  C10  180.00   0.0  0
 AJ8  CONST_06  C23  C22  C21  C10    0.00   0.0  0
 AJ8  CONST_07  C23  C8   C9   C10    0.00   0.0  0
 AJ8  CONST_08  C19  C18  C14  C13    0.00   0.0  0
 AJ8  CONST_09  C19  C11  C12  C13    0.00   0.0  0
 AJ8  CONST_12  C11  C10  C21  C22  180.00   0.0  0
 AJ8  CONST_13  C9   C10  C21  C22    0.00   0.0  0
 AJ8  CONST_14  C9   C8   C23  C22    0.00   0.0  0
 AJ8  CONST_17  C14  C18  C19  C11    0.00   0.0  0
 AJ8  CONST_18  C14  C13  C12  C11    0.00   0.0  0
 AJ8  CONST_19  C18  C14  C13  C12    0.00   0.0  0
 AJ8  CONST_20  C18  C19  C11  C12    0.00   0.0  0
 AJ8  CONST_21  C3   C4   N6   C8     0.00   0.0  0
 AJ8  CONST_22  CL   C19  C11  C10    0.00   0.0  0
 AJ8  CONST_23  C12  C13  C14  C15  180.00   0.0  0
 AJ8  CONST_24  C19  C18  C14  C15  180.00   0.0  0
 AJ8  CONST_25  CL   C19  C11  C12  180.00   0.0  0
 AJ8  CONST_26  CL   C19  C18  C14  180.00   0.0  0
 AJ8  CONST_27  O5   C4   N6   C8   180.00   0.0  0
 AJ8  CONST_28  H3   C22  C23  C8   180.00   0.0  0
 AJ8  CONST_29  H10  C12  C11  C10    0.00   0.0  0
 AJ8  CONST_30  H12  C18  C14  C13  180.00   0.0  0
 AJ8  CONST_31  H9   C9   C10  C21  180.00   0.0  0
 AJ8  CONST_32  H2   C21  C10  C9   180.00   0.0  0
 AJ8  CONST_33  H1   C13  C12  C11  180.00   0.0  0
 AJ8  CONST_34  H8   N6   C4   C3   180.00   0.0  0
 AJ8  CONST_35  H11  O16  C15  C14  180.00   0.0  0
 AJ8  Var_01    O17  C15  C14  C13    0.30  30.0  3
 AJ8  Var_02    H4   C1   C2   C3    -0.99  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
 AJ8  plan-1  C10  0.020
 AJ8  plan-1  C13  0.020
 AJ8  plan-1  C15  0.020
 AJ8  plan-1  C11  0.020
 AJ8  plan-1  C12  0.020
 AJ8  plan-1  C14  0.020
 AJ8  plan-1  C18  0.020
 AJ8  plan-1  C19  0.020
 AJ8  plan-1  CL   0.020
 AJ8  plan-1  H1   0.020
 AJ8  plan-1  H10  0.020
 AJ8  plan-1  H12  0.020
 AJ8  plan-2  C4   0.020
 AJ8  plan-2  C8   0.020
 AJ8  plan-2  C10  0.020
 AJ8  plan-2  C21  0.020
 AJ8  plan-2  C22  0.020
 AJ8  plan-2  C2   0.020
 AJ8  plan-2  C3   0.020
 AJ8  plan-2  O5   0.020
 AJ8  plan-2  N6   0.020
 AJ8  plan-2  C9   0.020
 AJ8  plan-2  C11  0.020
 AJ8  plan-2  C23  0.020
 AJ8  plan-2  H2   0.020
 AJ8  plan-2  H3   0.020
 AJ8  plan-2  H7   0.020
 AJ8  plan-2  H8   0.020
 AJ8  plan-2  H9   0.020
 AJ8  plan-2  C1   0.020
 AJ8  plan-3  C15  0.020
 AJ8  plan-3  C14  0.020
 AJ8  plan-3  O16  0.020
 AJ8  plan-3  O17  0.020
 AJ8  plan-3  H11  0.020

