# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 14:33:21 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: 2-(6-chloro-2-oxo-4-phenyl-1H-quinolin-3-yl)ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CC1=C(c2ccccc2)c3cc(Cl)ccc3NC1=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
 723  723  '2-(6-chloro-2-oxo-4-phenyl-1H-quinolin-3-yl)ethanoic acid'  ligand  34  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_723
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
 723  N    N   NR16  0  -0.759  -0.1702  -2.7399  -0.1943
 723  CL   CL  CL    0  -0.124  -4.7288   0.9469  -0.2098
 723  C1   C   CR6   0  -0.159   1.3901  -0.9272  -0.2626
 723  O1   O   O     0  -0.475   2.0411  -3.1949  -0.1634
 723  C2   C   CH2   0  -0.678   2.8352  -0.5551  -0.3237
 723  O2   O   OH1   0  -0.591   4.8493  -0.9953   0.8074
 723  C3   C   CR6   0   0.223   0.3683  -0.0382  -0.2756
 723  O3   O   O     0  -0.438   2.9936  -0.9323   2.0447
 723  C4   C   CR6   0  -0.048   0.6254   1.4215  -0.3054
 723  C5   C   CR66  0   0.013  -1.0009  -0.5021  -0.2488
 723  C6   C   CR66  0   0.394  -1.2370  -1.8837  -0.2144
 723  C7   C   CR6   0   0.551   1.1405  -2.3657  -0.2015
 723  C8   C   CR16  0  -0.272   0.3959   2.1567  -1.4658
 723  C9   C   CR16  0  -0.241   0.6399   3.5225  -1.4861
 723  C10  C   CR16  0  -0.256   1.1071   4.1648  -0.3466
 723  C11  C   CR16  0  -0.241   1.3344   3.4358   0.8130
 723  C12  C   CR16  0  -0.269   1.0965   2.0684   0.8338
 723  C13  C   CR16  0  -0.297  -2.0997   0.3677  -0.2409
 723  C14  C   CR6   0  -0.044  -3.3780  -0.1385  -0.2176
 723  C15  C   CR16  0  -0.221  -3.6109  -1.5138  -0.1972
 723  C16  C   CR16  0  -0.318  -2.5424  -2.3808  -0.1933
 723  C17  C   C     0   0.563   3.5406  -0.8602   0.9736
 723  HN   H   HNR6  0   0.420  -0.3556  -3.7342  -0.1603
 723  H2   H   HCH2  0   0.301   3.3309  -1.0762  -1.1450
 723  H2A  H   HCH2  0   0.312   2.9589   0.5131  -0.5185
 723  HO2  H   HOH1  0   0.481   5.2778  -1.1503   1.6625
 723  H8   H   HCR6  0   0.262   0.0287   1.6601  -2.3554
 723  H9   H   HCR6  0   0.262   0.4638   4.0855  -2.3934
 723  H10  H   HCR6  0   0.261   1.2939   5.2305  -0.3638
 723  H11  H   HCR6  0   0.262   1.6997   3.9297   1.7037
 723  H12  H   HCR6  0   0.258   1.2790   1.4989   1.7367
 723  H13  H   HCR6  0   0.285  -1.9424   1.4370  -0.2506
 723  H15  H   HCR6  0   0.291  -4.6210  -1.8992  -0.1808
 723  H16  H   HCR6  0   0.290  -2.7115  -3.4498  -0.1710

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
 723  N    C6   single    1.368  0.020  1.368
 723  N    C7   single    1.363  0.020  1.363
 723  CL   C14  single    1.733  0.020  1.733
 723  C1   C2   single    1.493  0.020  1.493
 723  C1   C3   double    1.354  0.020  1.354
 723  C1   C7   single    1.461  0.020  1.461
 723  O1   C7   double    1.225  0.020  1.225
 723  C2   C17  single    1.508  0.020  1.508
 723  O2   C17  single    1.326  0.020  1.326
 723  C3   C4   single    1.482  0.020  1.482
 723  C3   C5   single    1.446  0.020  1.446
 723  O3   C17  double    1.205  0.020  1.205
 723  C4   C8   aromatic  1.393  0.020  1.393
 723  C4   C12  aromatic  1.392  0.020  1.392
 723  C5   C6   aromatic  1.402  0.020  1.402
 723  C5   C13  aromatic  1.401  0.020  1.401
 723  C6   C16  aromatic  1.397  0.020  1.397
 723  C8   C9   aromatic  1.388  0.020  1.388
 723  C9   C10  aromatic  1.389  0.020  1.389
 723  C10  C11  aromatic  1.388  0.020  1.388
 723  C11  C12  aromatic  1.388  0.020  1.388
 723  C13  C14  aromatic  1.375  0.020  1.375
 723  C14  C15  aromatic  1.395  0.020  1.395
 723  C15  C16  aromatic  1.376  0.020  1.376
 723  N    HN   single    0.860  0.020  1.020
 723  C2   H2   single    0.970  0.020  1.090
 723  C2   H2A  single    0.970  0.020  1.090
 723  O2   HO2  single    0.850  0.020  0.980
 723  C8   H8   single    0.930  0.020  1.080
 723  C9   H9   single    0.930  0.020  1.080
 723  C10  H10  single    0.930  0.020  1.080
 723  C11  H11  single    0.930  0.020  1.080
 723  C12  H12  single    0.930  0.020  1.080
 723  C13  H13  single    0.930  0.020  1.080
 723  C15  H15  single    0.930  0.020  1.080
 723  C16  H16  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
 723  HN   N    C7   116.49  3.000
 723  HN   N    C6   118.20  3.000
 723  C7   N    C6   125.30  3.000
 723  C7   C1   C3   121.17  3.000
 723  C7   C1   C2   114.35  3.000
 723  C3   C1   C2   124.48  3.000
 723  H2A  C2   H2   106.32  3.000
 723  H2A  C2   C17  107.35  3.000
 723  H2   C2   C17  109.77  3.000
 723  H2A  C2   C1   111.12  3.000
 723  H2   C2   C1   110.56  3.000
 723  C17  C2   C1   111.54  3.000
 723  HO2  O2   C17  110.01  3.000
 723  C5   C3   C4   118.72  3.000
 723  C5   C3   C1   120.24  3.000
 723  C4   C3   C1   121.03  3.000
 723  C12  C4   C8   119.48  3.000
 723  C12  C4   C3   119.99  3.000
 723  C8   C4   C3   120.53  3.000
 723  C13  C5   C6   118.65  3.000
 723  C13  C5   C3   122.92  3.000
 723  C6   C5   C3   118.43  3.000
 723  C16  C6   C5   120.56  3.000
 723  C16  C6   N    120.37  3.000
 723  C5   C6   N    119.07  3.000
 723  O1   C7   C1   122.83  3.000
 723  O1   C7   N    121.40  3.000
 723  C1   C7   N    115.77  3.000
 723  H8   C8   C9   119.93  3.000
 723  H8   C8   C4   119.88  3.000
 723  C9   C8   C4   120.19  3.000
 723  H9   C9   C10  120.13  3.000
 723  H9   C9   C8   119.72  3.000
 723  C10  C9   C8   120.15  3.000
 723  H10  C10  C11  120.14  3.000
 723  H10  C10  C9   120.03  3.000
 723  C11  C10  C9   119.83  3.000
 723  H11  C11  C12  119.68  3.000
 723  H11  C11  C10  120.21  3.000
 723  C12  C11  C10  120.11  3.000
 723  H12  C12  C11  120.11  3.000
 723  H12  C12  C4   119.66  3.000
 723  C11  C12  C4   120.23  3.000
 723  H13  C13  C14  119.97  3.000
 723  H13  C13  C5   119.99  3.000
 723  C14  C13  C5   120.03  3.000
 723  C15  C14  C13  121.22  3.000
 723  C15  C14  CL   119.16  3.000
 723  C13  C14  CL   119.62  3.000
 723  H15  C15  C16  120.06  3.000
 723  H15  C15  C14  120.50  3.000
 723  C16  C15  C14  119.45  3.000
 723  H16  C16  C15  120.07  3.000
 723  H16  C16  C6   119.85  3.000
 723  C15  C16  C6   120.09  3.000
 723  O3   C17  O2   123.60  3.000
 723  O3   C17  C2   124.37  3.000
 723  O2   C17  C2   111.99  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
 723  CONST_01  C10  C9   C8   C4     0.00   0.0  0
 723  CONST_02  C10  C11  C12  C4     0.00   0.0  0
 723  CONST_03  C15  C16  C6   C5     0.00   0.0  0
 723  CONST_04  C15  C14  C13  C5     0.00   0.0  0
 723  CONST_05  C14  C13  C5   C6     0.00   0.0  0
 723  CONST_06  C14  C15  C16  C6     0.00   0.0  0
 723  CONST_07  C11  C12  C4   C8     0.00   0.0  0
 723  CONST_08  C11  C10  C9   C8     0.00   0.0  0
 723  CONST_09  C12  C4   C8   C9     0.00   0.0  0
 723  CONST_10  C12  C11  C10  C9     0.00   0.0  0
 723  CONST_11  C16  C6   C5   C13    0.00   0.0  0
 723  CONST_12  C16  C15  C14  C13    0.00   0.0  0
 723  CONST_13  C9   C8   C4   C3   180.00   0.0  0
 723  CONST_14  C11  C12  C4   C3   180.00   0.0  0
 723  CONST_15  C6   N    C7   C1     0.00   0.0  0
 723  CONST_16  C5   C13  C14  CL   180.00   0.0  0
 723  CONST_17  C16  C15  C14  CL   180.00   0.0  0
 723  CONST_18  C6   N    C7   O1   180.00   0.0  0
 723  CONST_19  H16  C16  C6   N      0.00   0.0  0
 723  CONST_20  H8   C8   C4   C3     0.00   0.0  0
 723  CONST_21  H12  C12  C4   C3     0.00   0.0  0
 723  CONST_22  H13  C13  C5   C3     0.00   0.0  0
 723  CONST_23  H9   C9   C8   C4   180.00   0.0  0
 723  CONST_24  H11  C11  C12  C4   180.00   0.0  0
 723  CONST_25  H15  C15  C16  C6   180.00   0.0  0
 723  CONST_26  H10  C10  C9   C8   180.00   0.0  0
 723  CONST_27  HN   N    C7   C1   180.00   0.0  0
 723  CONST_28  HO2  O2   C17  C2   180.00   0.0  0
 723  Var_01    C8   C4   C3   C1   107.09  30.0  2
 723  Var_02    C17  C2   C1   C3   111.91  30.0  3
 723  Var_03    O2   C17  C2   C1   157.56  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
 723  plan-1  C3   0.020
 723  plan-1  C4   0.020
 723  plan-1  C8   0.020
 723  plan-1  C9   0.020
 723  plan-1  C10  0.020
 723  plan-1  C11  0.020
 723  plan-1  C12  0.020
 723  plan-1  H8   0.020
 723  plan-1  H9   0.020
 723  plan-1  H10  0.020
 723  plan-1  H11  0.020
 723  plan-1  H12  0.020
 723  plan-2  N    0.020
 723  plan-2  CL   0.020
 723  plan-2  C1   0.020
 723  plan-2  O1   0.020
 723  plan-2  C2   0.020
 723  plan-2  C3   0.020
 723  plan-2  C4   0.020
 723  plan-2  C5   0.020
 723  plan-2  C6   0.020
 723  plan-2  C7   0.020
 723  plan-2  C13  0.020
 723  plan-2  C14  0.020
 723  plan-2  C15  0.020
 723  plan-2  C16  0.020
 723  plan-2  HN   0.020
 723  plan-2  H13  0.020
 723  plan-2  H15  0.020
 723  plan-2  H16  0.020
 723  plan-3  C2   0.020
 723  plan-3  O2   0.020
 723  plan-3  O3   0.020
 723  plan-3  C17  0.020
 723  plan-3  HO2  0.020

