# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 19:07:33 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  33  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   0.528   4.6190   1.1658  -0.7903
 AJ8  C8   C   CR66   0   0.415   2.4184   0.2411  -0.3191
 AJ8  C10  C   CR6    0   0.057   0.1888  -0.5770   0.0916
 AJ8  C13  C   CR16   0  -0.267  -3.3936  -1.3305  -0.7915
 AJ8  C15  C   C      0   0.406  -5.6070  -0.1548  -0.3593
 AJ8  C21  C   CR16   0  -0.288   0.7358  -1.7491   0.6324
 AJ8  C22  C   CR16   0  -0.327   2.1010  -1.9138   0.6988
 AJ8  C2   C   CR6    0   0.258   4.4133  -1.0482   0.2711
 AJ8  C3   C   CR16   0  -0.531   5.1763  -0.0450  -0.2181
 AJ8  O5   O   O      0  -0.497   5.2908   2.0874  -1.2400
 AJ8  N6   N   NR16   0  -0.762   3.2512   1.2194  -0.7966
 AJ8  C9   C   CR16   0  -0.355   1.0344   0.4089  -0.3840
 AJ8  C11  C   CR6    0   0.145  -1.2791  -0.4356  -0.0038
 AJ8  C12  C   CR16   0  -0.299  -2.0169  -1.4133  -0.6728
 AJ8  C14  C   CR6    0  -0.115  -4.0893  -0.2604  -0.2383
 AJ8  O16  O   OC    -1  -0.587  -6.1354   0.8489   0.1535
 AJ8  O17  O   O      0  -0.587  -6.1776  -1.0839  -0.9589
 AJ8  C18  C   CR16   0  -0.231  -3.3706   0.7160   0.4410
 AJ8  C19  C   CR6    0  -0.108  -1.9932   0.6246   0.5539
 AJ8  CL   CL  CL     0  -0.134  -1.1716   1.8558   1.4654
 AJ8  C23  C   CR66   0  -0.018   2.9743  -0.9261   0.2276
 AJ8  H1   H   HCR6   0   0.252  -3.9322  -2.1043  -1.3211
 AJ8  H2   H   HCR6   0   0.261   0.0824  -2.5239   1.0116
 AJ8  H3   H   HCR6   0   0.267   2.5001  -2.8244   1.1245
 AJ8  H4   H   HCH3   0   0.265   6.1212  -2.2210   0.8175
 AJ8  H5   H   HCH3   0   0.259   4.7384  -2.4081   1.8975
 AJ8  H6   H   HCH3   0   0.258   4.7228  -3.1713   0.3166
 AJ8  H7   H   HCR6   0   0.268   6.2564  -0.1135  -0.1976
 AJ8  H8   H   HNR6   0   0.414   2.8315   2.0522  -1.1879
 AJ8  H9   H   HCR6   0   0.275   0.6322   1.3129  -0.8245
 AJ8  H10  H   HCR6   0   0.259  -1.4894  -2.2473  -1.1187
 AJ8  H12  H   HCR6   0   0.268  -3.8941   1.5491   0.8895
 AJ8  C1   C   CH3    0  -0.748   5.0355  -2.2755   0.8557

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  deloc     1.244  0.020  1.244
 AJ8  O16  C15  deloc     1.245  0.020  1.245
 AJ8  C15  C14  single    1.526  0.020  1.526
 AJ8  C14  C13  aromatic  1.391  0.020  1.391
 AJ8  C14  C18  aromatic  1.390  0.020  1.390
 AJ8  C13  C12  aromatic  1.384  0.020  1.384
 AJ8  C18  C19  aromatic  1.385  0.020  1.385
 AJ8  C19  C11  aromatic  1.395  0.020  1.395
 AJ8  C19  CL   single    1.738  0.020  1.738
 AJ8  C12  C11  aromatic  1.396  0.020  1.396
 AJ8  C11  C10  single    1.478  0.020  1.478
 AJ8  C10  C21  aromatic  1.402  0.020  1.402
 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    1.371  0.020  1.371
 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    1.450  0.020  1.450
 AJ8  C4   O5   double    1.226  0.020  1.226
 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  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   121.09  3.000
 AJ8  O5   C4   C3   124.17  3.000
 AJ8  N6   C4   C3   114.74  3.000
 AJ8  C23  C8   C9   120.72  3.000
 AJ8  C23  C8   N6   119.25  3.000
 AJ8  C9   C8   N6   120.03  3.000
 AJ8  C11  C10  C9   121.12  3.000
 AJ8  C9   C10  C21  119.34  3.000
 AJ8  C11  C10  C21  119.50  3.000
 AJ8  H1   C13  C14  119.75  3.000
 AJ8  H1   C13  C12  119.63  3.000
 AJ8  C14  C13  C12  120.62  3.000
 AJ8  O17  C15  O16  127.29  3.000
 AJ8  O16  C15  C14  116.44  3.000
 AJ8  O17  C15  C14  116.27  3.000
 AJ8  H2   C21  C22  119.75  3.000
 AJ8  H2   C21  C10  119.88  3.000
 AJ8  C22  C21  C10  120.37  3.000
 AJ8  H3   C22  C23  119.76  3.000
 AJ8  H3   C22  C21  119.05  3.000
 AJ8  C23  C22  C21  121.19  3.000
 AJ8  C23  C2   C3   119.24  3.000
 AJ8  C3   C2   C1   121.05  3.000
 AJ8  C23  C2   C1   119.71  3.000
 AJ8  H7   C3   C2   120.62  3.000
 AJ8  H7   C3   C4   116.34  3.000
 AJ8  C2   C3   C4   123.04  3.000
 AJ8  H8   N6   C8   118.06  3.000
 AJ8  H8   N6   C4   116.66  3.000
 AJ8  C8   N6   C4   125.28  3.000
 AJ8  H9   C9   C10  120.52  3.000
 AJ8  H9   C9   C8   119.18  3.000
 AJ8  C10  C9   C8   120.30  3.000
 AJ8  C19  C11  C12  116.97  3.000
 AJ8  C12  C11  C10  119.28  3.000
 AJ8  C19  C11  C10  123.74  3.000
 AJ8  H10  C12  C11  118.65  3.000
 AJ8  H10  C12  C13  119.69  3.000
 AJ8  C11  C12  C13  121.66  3.000
 AJ8  C18  C14  C15  120.29  3.000
 AJ8  C18  C14  C13  118.44  3.000
 AJ8  C15  C14  C13  121.27  3.000
 AJ8  H12  C18  C19  119.90  3.000
 AJ8  H12  C18  C14  119.58  3.000
 AJ8  C19  C18  C14  120.51  3.000
 AJ8  CL   C19  C18  117.77  3.000
 AJ8  CL   C19  C11  120.41  3.000
 AJ8  C18  C19  C11  121.79  3.000
 AJ8  C2   C23  C22  123.46  3.000
 AJ8  C2   C23  C8   118.45  3.000
 AJ8  C22  C23  C8   118.08  3.000
 AJ8  H6   C1   H5   107.09  3.000
 AJ8  H6   C1   H4   108.04  3.000
 AJ8  H5   C1   H4   108.14  3.000
 AJ8  H6   C1   C2   111.19  3.000
 AJ8  H5   C1   C2   111.08  3.000
 AJ8  H4   C1   C2   111.13  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  Var_01    O17  C15  C14  C13    1.01  30.0  2
 AJ8  Var_02    H4   C1   C2   C3    -0.13  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

