# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 15:35:46 2020
#   Inital geometry file: a 83 line input string
#   Ligand name: 2-(3-chloranyl-5-fluoranyl-phenyl)quinoline-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cc(nc2ccccc12)c3cc(F)cc(Cl)c3
#
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
 9QT  9QT  '2-(3-chloranyl-5-fluoranyl-phenyl)quinoline-4-carboxylic acid'  ligand  29  21  .  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_9QT
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
 9QT  C1   C   CR6    0   0.040  -2.3097   0.9468   0.1415
 9QT  C2   C   CR16   0  -0.380  -0.9532   1.1389   0.1716
 9QT  C3   C   CR6    0   0.226  -0.0706   0.0476   0.0165
 9QT  C4   C   CR6    0   0.081   1.3971   0.2495  -0.0035
 9QT  C5   C   CR16   0  -0.490   1.9479   1.4815  -0.3492
 9QT  C6   C   CR6    0   0.567   3.3211   1.6197  -0.3599
 9QT  C7   C   CR16   0  -0.381   4.1822   0.5894  -0.0400
 9QT  C8   C   CR6    0  -0.004   3.6099  -0.6279   0.2978
 9QT  C9   C   CR16   0  -0.259   2.2402  -0.8148   0.3171
 9QT  C11  C   CR16   0  -0.298  -2.2481  -2.7690  -0.1813
 9QT  C12  C   CR16   0  -0.260  -3.5791  -3.0790  -0.1755
 9QT  C14  C   CR16   0  -0.327  -4.1617  -0.7420   0.0028
 9QT  N    N   N      0  -0.469  -0.4954  -1.1850  -0.0978
 9QT  C    C   C      0   0.372  -3.2180   2.1711   0.2522
 9QT  O    O   O      0  -0.583  -4.1930   2.2053  -0.5182
 9QT  C10  C   CR66   0   0.188  -1.8239  -1.4219  -0.0893
 9QT  C13  C   CR16   0  -0.246  -4.5428  -2.0541  -0.0803
 9QT  C15  C   CR66   0   0.056  -2.7913  -0.3847   0.0021
 9QT  F    F   F      0  -0.309   3.8445   2.8040  -0.7010
 9QT  O1   O   OC    -1  -0.580  -2.8682   3.0267   1.0813
 9QT  CL   CL  CL     0  -0.113   4.6486  -1.9491   0.7091
 9QT  H1   H   HCR6   0   0.263  -0.5646   2.1363   0.3248
 9QT  H2   H   HCR6   0   0.283   1.3290   2.3233  -0.6292
 9QT  H3   H   HCR6   0   0.304   5.2541   0.7322  -0.0566
 9QT  H4   H   HCR6   0   0.280   1.8202  -1.7739   0.5843
 9QT  H5   H   HCR6   0   0.259  -1.4909  -3.5393  -0.2501
 9QT  H6   H   HCR6   0   0.261  -3.8969  -4.1115  -0.2420
 9QT  H7   H   HCR6   0   0.260  -4.9106   0.0321   0.0659
 9QT  H8   H   HCR6   0   0.259  -5.5948  -2.3083  -0.0752

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
 9QT  F    C6   single    1.339  0.020  1.339
 9QT  C6   C7   aromatic  1.380  0.020  1.380
 9QT  C6   C5   aromatic  1.380  0.020  1.380
 9QT  C7   C8   aromatic  1.387  0.020  1.387
 9QT  C5   C4   aromatic  1.393  0.020  1.393
 9QT  C8   CL   single    1.730  0.020  1.730
 9QT  C8   C9   aromatic  1.382  0.020  1.382
 9QT  C4   C9   aromatic  1.395  0.020  1.395
 9QT  C4   C3   single    1.482  0.020  1.482
 9QT  O    C    deloc     1.243  0.020  1.243
 9QT  C2   C3   aromatic  1.412  0.020  1.412
 9QT  C2   C1   aromatic  1.370  0.020  1.370
 9QT  C    O1   deloc     1.242  0.020  1.242
 9QT  C    C1   single    1.528  0.020  1.528
 9QT  C3   N    aromatic  1.309  0.020  1.309
 9QT  C1   C15  aromatic  1.423  0.020  1.423
 9QT  N    C10  aromatic  1.350  0.020  1.350
 9QT  C15  C10  aromatic  1.421  0.020  1.421
 9QT  C15  C14  aromatic  1.416  0.020  1.416
 9QT  C10  C11  aromatic  1.415  0.020  1.415
 9QT  C14  C13  aromatic  1.369  0.020  1.369
 9QT  C11  C12  aromatic  1.367  0.020  1.367
 9QT  C13  C12  aromatic  1.410  0.020  1.410
 9QT  C2   H1   single    0.930  0.020  1.080
 9QT  C5   H2   single    0.930  0.020  1.080
 9QT  C7   H3   single    0.930  0.020  1.080
 9QT  C9   H4   single    0.930  0.020  1.080
 9QT  C11  H5   single    0.930  0.020  1.080
 9QT  C12  H6   single    0.930  0.020  1.080
 9QT  C14  H7   single    0.930  0.020  1.080
 9QT  C13  H8   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
 9QT  C15  C1   C    123.75  3.000
 9QT  C15  C1   C2   117.93  3.000
 9QT  C    C1   C2   118.32  3.000
 9QT  H1   C2   C3   120.25  3.000
 9QT  H1   C2   C1   119.22  3.000
 9QT  C3   C2   C1   120.53  3.000
 9QT  N    C3   C4   116.65  3.000
 9QT  N    C3   C2   122.32  3.000
 9QT  C4   C3   C2   121.02  3.000
 9QT  C9   C4   C5   119.52  3.000
 9QT  C9   C4   C3   119.45  3.000
 9QT  C5   C4   C3   121.03  3.000
 9QT  H2   C5   C6   119.29  3.000
 9QT  H2   C5   C4   121.75  3.000
 9QT  C6   C5   C4   118.94  3.000
 9QT  F    C6   C7   118.38  3.000
 9QT  C7   C6   C5   122.96  3.000
 9QT  F    C6   C5   118.65  3.000
 9QT  H3   C7   C8   121.91  3.000
 9QT  H3   C7   C6   121.08  3.000
 9QT  C8   C7   C6   117.01  3.000
 9QT  CL   C8   C9   119.23  3.000
 9QT  C9   C8   C7   122.06  3.000
 9QT  CL   C8   C7   118.71  3.000
 9QT  H4   C9   C8   120.56  3.000
 9QT  H4   C9   C4   119.93  3.000
 9QT  C8   C9   C4   119.50  3.000
 9QT  H5   C11  C10  118.16  3.000
 9QT  H5   C11  C12  121.34  3.000
 9QT  C10  C11  C12  120.50  3.000
 9QT  H6   C12  C13  119.79  3.000
 9QT  H6   C12  C11  120.14  3.000
 9QT  C13  C12  C11  120.07  3.000
 9QT  H7   C14  C15  119.38  3.000
 9QT  H7   C14  C13  119.87  3.000
 9QT  C15  C14  C13  120.75  3.000
 9QT  C10  N    C3   118.96  3.000
 9QT  O1   C    O    128.00  3.000
 9QT  O1   C    C1   115.65  3.000
 9QT  O    C    C1   116.32  3.000
 9QT  C15  C10  N    122.84  3.000
 9QT  C15  C10  C11  119.66  3.000
 9QT  N    C10  C11  117.50  3.000
 9QT  H8   C13  C14  119.70  3.000
 9QT  H8   C13  C12  119.60  3.000
 9QT  C14  C13  C12  120.70  3.000
 9QT  C10  C15  C14  118.33  3.000
 9QT  C14  C15  C1   124.30  3.000
 9QT  C10  C15  C1   117.32  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
 9QT  CONST_01  C4   C3   C2   C1   180.00   0.0  0
 9QT  CONST_02  N    C3   C2   C1     0.00   0.0  0
 9QT  CONST_03  N    C10  C15  C1     0.00   0.0  0
 9QT  CONST_04  C11  C10  C15  C1   180.00   0.0  0
 9QT  CONST_05  C13  C14  C15  C1   180.00   0.0  0
 9QT  CONST_08  C10  N    C3   C2     0.00   0.0  0
 9QT  CONST_09  C10  C15  C1   C2     0.00   0.0  0
 9QT  CONST_10  C14  C15  C1   C2   180.00   0.0  0
 9QT  CONST_11  C6   C5   C4   C3   180.00   0.0  0
 9QT  CONST_12  C8   C9   C4   C3   180.00   0.0  0
 9QT  CONST_13  C15  C1   C2   C3     0.00   0.0  0
 9QT  CONST_14  C15  C10  N    C3     0.00   0.0  0
 9QT  CONST_15  C11  C10  N    C3   180.00   0.0  0
 9QT  CONST_16  C7   C6   C5   C4     0.00   0.0  0
 9QT  CONST_17  C7   C8   C9   C4     0.00   0.0  0
 9QT  CONST_18  C10  N    C3   C4   180.00   0.0  0
 9QT  CONST_19  C8   C7   C6   C5     0.00   0.0  0
 9QT  CONST_20  C8   C9   C4   C5     0.00   0.0  0
 9QT  CONST_22  C9   C8   C7   C6     0.00   0.0  0
 9QT  CONST_23  C9   C4   C5   C6     0.00   0.0  0
 9QT  CONST_25  C14  C15  C10  C11    0.00   0.0  0
 9QT  CONST_26  C14  C13  C12  C11    0.00   0.0  0
 9QT  CONST_27  N    C10  C11  C12  180.00   0.0  0
 9QT  CONST_28  C15  C10  C11  C12    0.00   0.0  0
 9QT  CONST_29  C15  C14  C13  C12    0.00   0.0  0
 9QT  CONST_30  N    C10  C15  C14  180.00   0.0  0
 9QT  CONST_31  C13  C14  C15  C10    0.00   0.0  0
 9QT  CONST_32  C13  C12  C11  C10    0.00   0.0  0
 9QT  CONST_33  C    C1   C2   C3   180.00   0.0  0
 9QT  CONST_34  F    C6   C5   C4   180.00   0.0  0
 9QT  CONST_35  CL   C8   C9   C4   180.00   0.0  0
 9QT  CONST_36  CL   C8   C7   C6   180.00   0.0  0
 9QT  CONST_37  F    C6   C7   C8   180.00   0.0  0
 9QT  CONST_38  C    C1   C15  C14    0.00   0.0  0
 9QT  CONST_39  C10  C15  C1   C    180.00   0.0  0
 9QT  CONST_40  H7   C14  C15  C1     0.00   0.0  0
 9QT  CONST_41  H2   C5   C4   C3     0.00   0.0  0
 9QT  CONST_42  H4   C9   C4   C3     0.00   0.0  0
 9QT  CONST_43  H1   C2   C3   C4     0.00   0.0  0
 9QT  CONST_44  H3   C7   C6   C5   180.00   0.0  0
 9QT  CONST_45  H8   C13  C12  C11  180.00   0.0  0
 9QT  CONST_46  H6   C12  C13  C14  180.00   0.0  0
 9QT  CONST_47  H5   C11  C10  N      0.00   0.0  0
 9QT  Var_01    O    C    C1   C2   136.87  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
 9QT  plan-1  C3   0.020
 9QT  plan-1  C4   0.020
 9QT  plan-1  C5   0.020
 9QT  plan-1  C6   0.020
 9QT  plan-1  C7   0.020
 9QT  plan-1  C8   0.020
 9QT  plan-1  C9   0.020
 9QT  plan-1  F    0.020
 9QT  plan-1  CL   0.020
 9QT  plan-1  H2   0.020
 9QT  plan-1  H3   0.020
 9QT  plan-1  H4   0.020
 9QT  plan-2  C1   0.020
 9QT  plan-2  C2   0.020
 9QT  plan-2  C3   0.020
 9QT  plan-2  C4   0.020
 9QT  plan-2  C11  0.020
 9QT  plan-2  C12  0.020
 9QT  plan-2  C14  0.020
 9QT  plan-2  N    0.020
 9QT  plan-2  C    0.020
 9QT  plan-2  C10  0.020
 9QT  plan-2  C13  0.020
 9QT  plan-2  C15  0.020
 9QT  plan-2  H1   0.020
 9QT  plan-2  H5   0.020
 9QT  plan-2  H6   0.020
 9QT  plan-2  H7   0.020
 9QT  plan-2  H8   0.020
 9QT  plan-3  C1   0.020
 9QT  plan-3  C    0.020
 9QT  plan-3  O    0.020
 9QT  plan-3  O1   0.020

