# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 17:53:27 2020
#   Inital geometry file: a 83 line input string
#   Ligand name: 2-(3-bromophenyl)-6-chloroquinoline-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cc(nc2ccc(Cl)cc12)c3cccc(Br)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
 5E2  5E2  '2-(3-bromophenyl)-6-chloroquinoline-4-carboxylic acid'  ligand  29  21  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_5E2
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
 5E2  C1   C   CR6    0   0.029  -2.2362  -1.4848  -0.0083
 5E2  C6   C   C1     0  -0.228   3.3989  -2.4961   0.0707
 5E2  C7   C   C1     0  -0.240   4.2888  -1.4334   0.0392
 5E2  C9   C   C1     0  -0.255   2.4113   0.0925  -0.0105
 5E2  C5   C   C1     0  -0.339   2.0297  -2.2768   0.0621
 5E2  C4   C   C      0   0.067   1.5171  -0.9807   0.0204
 5E2  C3   C   CR6    0   0.249   0.0588  -0.7040   0.0123
 5E2  C12  C   CR16   0  -0.221  -3.2651   2.6303  -0.0111
 5E2  C2   C   CR16   0  -0.384  -0.8927  -1.7487  -0.0270
 5E2  C13  C   CR6    0  -0.027  -4.2735   1.6484  -0.0189
 5E2  C11  C   CR16   0  -0.304  -1.9594   2.2343   0.0150
 5E2  C14  C   CR16   0  -0.299  -3.9890   0.3124  -0.0012
 5E2  C15  C   CR66   0   0.047  -2.6417  -0.1191   0.0183
 5E2  C    C   C      0   0.397  -3.2004  -2.6776  -0.0033
 5E2  O1   O   OC    -1  -0.576  -2.7791  -3.7092  -0.5507
 5E2  O    O   O      0  -0.578  -4.2926  -2.5156   0.5687
 5E2  C10  C   CR66   0   0.196  -1.6144   0.8618   0.0222
 5E2  N    N   N      0  -0.476  -0.3031   0.5538   0.0357
 5E2  C8   C   C      0  -0.089   3.7731  -0.1454  -0.0016
 5E2  BR   BR  BR     0  -0.045   4.9632   1.3231  -0.0471
 5E2  H1   H   H      0   0.274   3.7801  -3.5079   0.1040
 5E2  H2   H   H      0   0.283   5.3554  -1.6124   0.0454
 5E2  H3   H   H      0   0.277   2.0219   1.1007  -0.0441
 5E2  H4   H   H      0   0.265   1.3732  -3.1349   0.0906
 5E2  H5   H   HCR6   0   0.283  -3.5247   3.6802  -0.0234
 5E2  H6   H   HCR6   0   0.266  -0.5748  -2.7795  -0.0725
 5E2  H7   H   HCR6   0   0.271  -1.1615   2.9650   0.0222
 5E2  H8   H   HCR6   0   0.285  -4.7814  -0.4188   0.0071
 5E2  CL   CL  CL     0  -0.126  -5.9276   2.1693  -0.0487

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
 5E2  CL   C13  single    1.735  0.020  1.735
 5E2  C12  C13  aromatic  1.408  0.020  1.408
 5E2  C12  C11  aromatic  1.365  0.020  1.365
 5E2  C13  C14  aromatic  1.366  0.020  1.366
 5E2  C11  C10  aromatic  1.415  0.020  1.415
 5E2  C14  C15  aromatic  1.415  0.020  1.415
 5E2  C10  C15  aromatic  1.420  0.020  1.420
 5E2  C10  N    aromatic  1.347  0.020  1.347
 5E2  C15  C1   aromatic  1.425  0.020  1.425
 5E2  N    C3   aromatic  1.309  0.020  1.309
 5E2  O    C    deloc     1.243  0.020  1.243
 5E2  C1   C    single    1.534  0.020  1.534
 5E2  C1   C2   aromatic  1.369  0.020  1.369
 5E2  C    O1   deloc     1.242  0.020  1.242
 5E2  C3   C2   aromatic  1.414  0.020  1.414
 5E2  C3   C4   single    1.484  0.020  1.484
 5E2  C9   C4   aromatic  1.397  0.020  1.397
 5E2  C9   C8   aromatic  1.383  0.020  1.383
 5E2  C4   C5   aromatic  1.394  0.020  1.394
 5E2  BR   C8   single    1.891  0.020  1.891
 5E2  C8   C7   aromatic  1.388  0.020  1.388
 5E2  C5   C6   aromatic  1.387  0.020  1.387
 5E2  C7   C6   aromatic  1.386  0.020  1.386
 5E2  C6   H1   single    0.930  0.020  1.080
 5E2  C7   H2   single    0.930  0.020  1.080
 5E2  C9   H3   single    0.930  0.020  1.080
 5E2  C5   H4   single    0.930  0.020  1.080
 5E2  C12  H5   single    0.930  0.020  1.080
 5E2  C2   H6   single    0.930  0.020  1.080
 5E2  C11  H7   single    0.930  0.020  1.080
 5E2  C14  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
 5E2  C    C1   C15  124.50  3.000
 5E2  C    C1   C2   117.84  3.000
 5E2  C15  C1   C2   117.66  3.000
 5E2  H1   C6   C5   119.74  3.000
 5E2  H1   C6   C7   119.44  3.000
 5E2  C5   C6   C7   120.83  3.000
 5E2  H2   C7   C8   121.34  3.000
 5E2  H2   C7   C6   120.40  3.000
 5E2  C8   C7   C6   118.26  3.000
 5E2  H3   C9   C8   121.02  3.000
 5E2  H3   C9   C4   119.10  3.000
 5E2  C8   C9   C4   119.87  3.000
 5E2  H4   C5   C4   121.03  3.000
 5E2  H4   C5   C6   118.29  3.000
 5E2  C4   C5   C6   120.68  3.000
 5E2  C3   C4   C5   122.32  3.000
 5E2  C5   C4   C9   118.64  3.000
 5E2  C3   C4   C9   119.04  3.000
 5E2  N    C3   C2   121.63  3.000
 5E2  C2   C3   C4   121.58  3.000
 5E2  N    C3   C4   116.79  3.000
 5E2  H5   C12  C11  120.77  3.000
 5E2  H5   C12  C13  120.34  3.000
 5E2  C11  C12  C13  118.89  3.000
 5E2  H6   C2   C3   120.57  3.000
 5E2  H6   C2   C1   118.26  3.000
 5E2  C3   C2   C1   121.17  3.000
 5E2  C14  C13  CL   119.51  3.000
 5E2  C14  C13  C12  122.21  3.000
 5E2  CL   C13  C12  118.28  3.000
 5E2  H7   C11  C10  118.37  3.000
 5E2  H7   C11  C12  120.65  3.000
 5E2  C10  C11  C12  120.98  3.000
 5E2  H8   C14  C15  119.53  3.000
 5E2  H8   C14  C13  120.69  3.000
 5E2  C15  C14  C13  119.79  3.000
 5E2  C10  C15  C14  118.56  3.000
 5E2  C10  C15  C1   117.14  3.000
 5E2  C14  C15  C1   124.27  3.000
 5E2  O    C    O1   127.52  3.000
 5E2  O1   C    C1   115.56  3.000
 5E2  O    C    C1   116.89  3.000
 5E2  N    C10  C15  123.10  3.000
 5E2  N    C10  C11  117.33  3.000
 5E2  C15  C10  C11  119.57  3.000
 5E2  C10  N    C3   119.25  3.000
 5E2  BR   C8   C9   119.09  3.000
 5E2  BR   C8   C7   119.18  3.000
 5E2  C9   C8   C7   121.73  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
 5E2  CONST_01  C13  C14  C15  C1   180.00   0.0  0
 5E2  CONST_02  C11  C10  C15  C1   180.00   0.0  0
 5E2  CONST_03  N    C10  C15  C1     0.00   0.0  0
 5E2  CONST_04  N    C3   C2   C1     0.00   0.0  0
 5E2  CONST_05  C4   C3   C2   C1   180.00   0.0  0
 5E2  CONST_06  C3   C4   C5   C6   180.00   0.0  0
 5E2  CONST_07  C9   C4   C5   C6     0.00   0.0  0
 5E2  CONST_08  C9   C8   C7   C6     0.00   0.0  0
 5E2  CONST_09  C4   C9   C8   C7     0.00   0.0  0
 5E2  CONST_10  C4   C5   C6   C7     0.00   0.0  0
 5E2  CONST_11  N    C3   C4   C9     0.00   0.0  0
 5E2  CONST_12  C2   C3   C4   C9   180.00   0.0  0
 5E2  CONST_13  N    C3   C4   C5   180.00   0.0  0
 5E2  CONST_14  C2   C3   C4   C5     0.00   0.0  0
 5E2  CONST_15  C8   C9   C4   C5     0.00   0.0  0
 5E2  CONST_16  C8   C7   C6   C5     0.00   0.0  0
 5E2  CONST_17  C10  N    C3   C4   180.00   0.0  0
 5E2  CONST_18  C11  C10  N    C3   180.00   0.0  0
 5E2  CONST_19  C15  C10  N    C3     0.00   0.0  0
 5E2  CONST_20  C15  C1   C2   C3     0.00   0.0  0
 5E2  CONST_21  C8   C9   C4   C3   180.00   0.0  0
 5E2  CONST_22  C15  C14  C13  C12    0.00   0.0  0
 5E2  CONST_23  C15  C10  C11  C12    0.00   0.0  0
 5E2  CONST_24  N    C10  C11  C12  180.00   0.0  0
 5E2  CONST_25  C14  C15  C1   C2   180.00   0.0  0
 5E2  CONST_26  C10  C15  C1   C2     0.00   0.0  0
 5E2  CONST_27  C10  N    C3   C2     0.00   0.0  0
 5E2  CONST_28  C10  C11  C12  C13    0.00   0.0  0
 5E2  CONST_29  C10  C15  C14  C13    0.00   0.0  0
 5E2  CONST_30  C14  C13  C12  C11    0.00   0.0  0
 5E2  CONST_31  C14  C15  C10  C11    0.00   0.0  0
 5E2  CONST_32  N    C10  C15  C14  180.00   0.0  0
 5E2  CONST_33  BR   C8   C7   C6   180.00   0.0  0
 5E2  CONST_34  BR   C8   C9   C4   180.00   0.0  0
 5E2  CONST_35  C    C1   C2   C3   180.00   0.0  0
 5E2  CONST_36  C11  C12  C13  CL   180.00   0.0  0
 5E2  CONST_37  C15  C14  C13  CL   180.00   0.0  0
 5E2  CONST_38  C    C1   C15  C14    0.00   0.0  0
 5E2  CONST_39  C10  C15  C1   C    180.00   0.0  0
 5E2  CONST_40  H8   C14  C15  C1     0.00   0.0  0
 5E2  CONST_41  H3   C9   C8   C7   180.00   0.0  0
 5E2  CONST_42  H4   C5   C6   C7   180.00   0.0  0
 5E2  CONST_43  H2   C7   C8   C9   180.00   0.0  0
 5E2  CONST_44  H6   C2   C3   C4     0.00   0.0  0
 5E2  CONST_45  H1   C6   C5   C4   180.00   0.0  0
 5E2  CONST_46  H7   C11  C12  C13  180.00   0.0  0
 5E2  CONST_47  H5   C12  C13  C14  180.00   0.0  0
 5E2  Var_01    O    C    C1   C2   149.85  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
 5E2  plan-1  C6   0.020
 5E2  plan-1  C7   0.020
 5E2  plan-1  C9   0.020
 5E2  plan-1  C5   0.020
 5E2  plan-1  C4   0.020
 5E2  plan-1  C3   0.020
 5E2  plan-1  C8   0.020
 5E2  plan-1  BR   0.020
 5E2  plan-1  H1   0.020
 5E2  plan-1  H2   0.020
 5E2  plan-1  H3   0.020
 5E2  plan-1  H4   0.020
 5E2  plan-2  C1   0.020
 5E2  plan-2  C4   0.020
 5E2  plan-2  C3   0.020
 5E2  plan-2  C12  0.020
 5E2  plan-2  C2   0.020
 5E2  plan-2  C13  0.020
 5E2  plan-2  C11  0.020
 5E2  plan-2  C14  0.020
 5E2  plan-2  C15  0.020
 5E2  plan-2  C    0.020
 5E2  plan-2  C10  0.020
 5E2  plan-2  N    0.020
 5E2  plan-2  H5   0.020
 5E2  plan-2  H6   0.020
 5E2  plan-2  H7   0.020
 5E2  plan-2  H8   0.020
 5E2  plan-2  CL   0.020
 5E2  plan-3  C1   0.020
 5E2  plan-3  C    0.020
 5E2  plan-3  O1   0.020
 5E2  plan-3  O    0.020

