# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 15:06:20 2022
#   Inital geometry file: a 65 line input string
#   Ligand name: 7-chloro-4-oxo-1,4-dihydroquinoline-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)C1=CC(=O)c2ccc(Cl)cc2N1
#
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
 CKA  CKA  '7-chloro-4-oxo-1,4-dihydroquinoline-2-carboxylic acid'  ligand  20  15  .  2022-03-15  2022-03-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CKA
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
 CKA  C4   C   CR16   0  -0.293   1.5219  -1.7648   0.0002
 CKA  C5   C   CR16   0  -0.208   2.7020  -1.0604   0.0155
 CKA  C6   C   CR6    0  -0.045   2.6488   0.3379   0.0275
 CKA  C7   C   CR16   0  -0.268   1.4581   1.0207   0.0265
 CKA  C8   C   CR66   0   0.391   0.2624   0.2875   0.0129
 CKA  C9   C   CR6    0   0.171  -2.1141   0.2821   0.0011
 CKA  C10  C   C      0   0.380  -3.3537   1.1854   0.0034
 CKA  N1   N   NR16   0  -0.733  -0.9354   0.9341   0.0130
 CKA  C3   C   CR66   0  -0.120   0.2816  -1.1149  -0.0015
 CKA  C1   C   CR16   0  -0.529  -2.1661  -1.0772  -0.0138
 CKA  C2   C   CR6    0   0.438  -0.9738  -1.8792  -0.0203
 CKA  O1   O   O      0  -0.490  -0.9805  -3.1125  -0.0413
 CKA  CL1  CL  CL     0  -0.095   4.1309   1.2291   0.0452
 CKA  O2   O   O      0  -0.546  -3.1071   2.4044   0.0203
 CKA  O3   O   OC    -1  -0.503  -4.4496   0.6127  -0.0113
 CKA  H1   H   HCR6   0   0.258   1.5471  -2.8462  -0.0098
 CKA  H2   H   HCR6   0   0.258   3.6536  -1.5731   0.0180
 CKA  H3   H   HCR6   0   0.266   1.4315   2.1026   0.0358
 CKA  H4   H   HCR6   0   0.270  -3.1305  -1.5650  -0.0259
 CKA  H7   H   HNR6   0   0.397  -0.9840   1.9458   0.0225

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
 CKA  CL1  C6   single    1.730  0.020  1.730
 CKA  C7   C6   aromatic  1.373  0.020  1.373
 CKA  C7   C8   aromatic  1.403  0.020  1.403
 CKA  C6   C5   aromatic  1.399  0.020  1.399
 CKA  O2   C10  deloc     1.244  0.020  1.244
 CKA  N1   C8   single    1.361  0.020  1.361
 CKA  N1   C9   single    1.347  0.020  1.347
 CKA  C8   C3   aromatic  1.403  0.020  1.403
 CKA  C5   C4   aromatic  1.374  0.020  1.374
 CKA  C10  C9   single    1.534  0.020  1.534
 CKA  C10  O3   deloc     1.237  0.020  1.237
 CKA  C9   C1   double    1.360  0.020  1.360
 CKA  C3   C4   aromatic  1.400  0.020  1.400
 CKA  C3   C2   single    1.470  0.020  1.470
 CKA  C1   C2   single    1.437  0.020  1.437
 CKA  C2   O1   double    1.234  0.020  1.234
 CKA  C4   H1   single    0.930  0.020  1.080
 CKA  C5   H2   single    0.930  0.020  1.080
 CKA  C7   H3   single    0.930  0.020  1.080
 CKA  C1   H4   single    0.930  0.020  1.080
 CKA  N1   H7   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
 CKA  H1   C4   C3   118.99  3.000
 CKA  H1   C4   C5   119.50  3.000
 CKA  C3   C4   C5   121.51  3.000
 CKA  H2   C5   C6   120.49  3.000
 CKA  H2   C5   C4   120.85  3.000
 CKA  C6   C5   C4   118.66  3.000
 CKA  CL1  C6   C7   119.15  3.000
 CKA  C7   C6   C5   122.01  3.000
 CKA  CL1  C6   C5   118.84  3.000
 CKA  H3   C7   C8   120.12  3.000
 CKA  H3   C7   C6   121.23  3.000
 CKA  C8   C7   C6   118.65  3.000
 CKA  C3   C8   N1   119.14  3.000
 CKA  C3   C8   C7   120.74  3.000
 CKA  N1   C8   C7   120.12  3.000
 CKA  C1   C9   N1   121.15  3.000
 CKA  C1   C9   C10  123.89  3.000
 CKA  N1   C9   C10  114.97  3.000
 CKA  O3   C10  O2   129.03  3.000
 CKA  O3   C10  C9   116.32  3.000
 CKA  O2   C10  C9   114.65  3.000
 CKA  H7   N1   C9   116.20  3.000
 CKA  H7   N1   C8   121.11  3.000
 CKA  C9   N1   C8   122.69  3.000
 CKA  C2   C3   C8   120.56  3.000
 CKA  C2   C3   C4   121.01  3.000
 CKA  C8   C3   C4   118.43  3.000
 CKA  H4   C1   C2   119.24  3.000
 CKA  H4   C1   C9   119.02  3.000
 CKA  C2   C1   C9   121.74  3.000
 CKA  O1   C2   C1   123.61  3.000
 CKA  O1   C2   C3   121.65  3.000
 CKA  C1   C2   C3   114.73  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
 CKA  CONST_01  C7   C6   C5  C4    0.00   0.0  0
 CKA  CONST_02  C7   C8   C3  C4    0.00   0.0  0
 CKA  CONST_03  C8   C7   C6  C5    0.00   0.0  0
 CKA  CONST_04  C8   C3   C4  C5    0.00   0.0  0
 CKA  CONST_05  C3   C8   C7  C6    0.00   0.0  0
 CKA  CONST_06  C3   C4   C5  C6    0.00   0.0  0
 CKA  CONST_07  CL1  C6   C5  C4  180.00   0.0  0
 CKA  CONST_08  CL1  C6   C7  C8  180.00   0.0  0
 CKA  CONST_09  H3   C7   C6  C5  180.00   0.0  0
 CKA  CONST_10  H1   C4   C5  C6  180.00   0.0  0
 CKA  CONST_11  H2   C5   C6  C7  180.00   0.0  0
 CKA  Var_01    O2   C10  C9  N1   -0.22  30.0  2

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
 CKA  plan-1  C4   0.020
 CKA  plan-1  C5   0.020
 CKA  plan-1  C6   0.020
 CKA  plan-1  C7   0.020
 CKA  plan-1  C8   0.020
 CKA  plan-1  C9   0.020
 CKA  plan-1  C10  0.020
 CKA  plan-1  N1   0.020
 CKA  plan-1  C3   0.020
 CKA  plan-1  C1   0.020
 CKA  plan-1  C2   0.020
 CKA  plan-1  O1   0.020
 CKA  plan-1  CL1  0.020
 CKA  plan-1  H1   0.020
 CKA  plan-1  H2   0.020
 CKA  plan-1  H3   0.020
 CKA  plan-1  H4   0.020
 CKA  plan-1  H7   0.020
 CKA  plan-2  C9   0.020
 CKA  plan-2  C10  0.020
 CKA  plan-2  O2   0.020
 CKA  plan-2  O3   0.020

