# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 15:47:07 2020
#   Inital geometry file: a 83 line input string
#   Ligand name: 2-(3-bromophenyl)quinoline-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cc(nc2ccccc12)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
 5E1  5E1  '2-(3-bromophenyl)quinoline-4-carboxylic acid'  ligand  29  20  .  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_5E1
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
 5E1  BR   BR  BR     0  -0.046  -4.5138  -0.8888  -0.0144
 5E1  C8   C   CR6    0  -0.089  -3.1214   0.3899   0.0032
 5E1  C7   C   CR16   0  -0.241  -3.4426   1.7401   0.0075
 5E1  C6   C   CR16   0  -0.228  -2.4054   2.6602   0.0166
 5E1  C5   C   CR16   0  -0.341  -1.0835   2.2420   0.0299
 5E1  C9   C   CR16   0  -0.255  -1.8093  -0.0456   0.0131
 5E1  C4   C   CR6    0   0.066  -0.7658   0.8842   0.0303
 5E1  C3   C   CR6    0   0.245   0.6354   0.3946   0.0389
 5E1  C2   C   CR16   0  -0.390   1.7338   1.2833   0.0148
 5E1  N    N   N      0  -0.479   0.8026  -0.9042   0.0577
 5E1  C10  C   CR66   0   0.189   2.0515  -1.4115   0.0496
 5E1  C15  C   CR66   0   0.051   3.2163  -0.5967   0.0562
 5E1  C1   C   CR6    0   0.040   3.0205   0.8135   0.0443
 5E1  C    C   C      0   0.380   4.1566   1.8383   0.0865
 5E1  O1   O   OC    -1  -0.581   3.9659   2.8794  -0.5638
 5E1  O    O   O      0  -0.581   5.1417   1.5496   0.7882
 5E1  C14  C   CR16   0  -0.328   4.4808  -1.2343   0.0234
 5E1  C13  C   CR16   0  -0.246   4.5771  -2.5995  -0.0077
 5E1  C12  C   CR16   0  -0.262   3.4188  -3.4028  -0.0005
 5E1  C11  C   CR16   0  -0.297   2.1827  -2.8209   0.0293
 5E1  H1   H   HCR6   0   0.282  -4.4709   2.0751   0.0178
 5E1  H2   H   HCR6   0   0.273  -2.6324   3.7178   0.0068
 5E1  H3   H   HCR6   0   0.265  -0.3094   2.9955   0.0417
 5E1  H4   H   HCR6   0   0.276  -1.5735  -1.1007   0.0082
 5E1  H5   H   HCR6   0   0.263   1.5799   2.3515  -0.0244
 5E1  H7   H   HCR6   0   0.258   5.3744  -0.6300   0.0339
 5E1  H8   H   HCR6   0   0.258   5.5517  -3.0684  -0.0542
 5E1  H9   H   HCR6   0   0.260   3.5129  -4.4807  -0.0231
 5E1  H10  H   HCR6   0   0.258   1.2811  -3.4200   0.0374

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
 5E1  C12  C13  aromatic  1.410  0.020  1.410
 5E1  C12  C11  aromatic  1.367  0.020  1.367
 5E1  C13  C14  aromatic  1.369  0.020  1.369
 5E1  C11  C10  aromatic  1.416  0.020  1.416
 5E1  C14  C15  aromatic  1.417  0.020  1.417
 5E1  C10  C15  aromatic  1.422  0.020  1.422
 5E1  C10  N    aromatic  1.348  0.020  1.348
 5E1  C15  C1   aromatic  1.424  0.020  1.424
 5E1  N    C3   aromatic  1.310  0.020  1.310
 5E1  C1   C    single    1.531  0.020  1.531
 5E1  C1   C2   aromatic  1.370  0.020  1.370
 5E1  O    C    deloc     1.243  0.020  1.243
 5E1  C    O1   deloc     1.242  0.020  1.242
 5E1  C3   C2   aromatic  1.413  0.020  1.413
 5E1  C3   C4   single    1.484  0.020  1.484
 5E1  C9   C4   aromatic  1.398  0.020  1.398
 5E1  C9   C8   aromatic  1.382  0.020  1.382
 5E1  C4   C5   aromatic  1.395  0.020  1.395
 5E1  BR   C8   single    1.891  0.020  1.891
 5E1  C8   C7   aromatic  1.388  0.020  1.388
 5E1  C5   C6   aromatic  1.387  0.020  1.387
 5E1  C7   C6   aromatic  1.387  0.020  1.387
 5E1  C7   H1   single    0.930  0.020  1.080
 5E1  C6   H2   single    0.930  0.020  1.080
 5E1  C5   H3   single    0.930  0.020  1.080
 5E1  C9   H4   single    0.930  0.020  1.080
 5E1  C2   H5   single    0.930  0.020  1.080
 5E1  C14  H7   single    0.930  0.020  1.080
 5E1  C13  H8   single    0.930  0.020  1.080
 5E1  C12  H9   single    0.930  0.020  1.080
 5E1  C11  H10  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
 5E1  C9   C8   C7   121.74  3.000
 5E1  C7   C8   BR   119.18  3.000
 5E1  C9   C8   BR   119.08  3.000
 5E1  H1   C7   C6   120.37  3.000
 5E1  H1   C7   C8   121.43  3.000
 5E1  C6   C7   C8   118.19  3.000
 5E1  H2   C6   C5   119.67  3.000
 5E1  H2   C6   C7   119.46  3.000
 5E1  C5   C6   C7   120.87  3.000
 5E1  H3   C5   C4   121.06  3.000
 5E1  H3   C5   C6   118.22  3.000
 5E1  C4   C5   C6   120.72  3.000
 5E1  H4   C9   C4   119.11  3.000
 5E1  H4   C9   C8   120.95  3.000
 5E1  C4   C9   C8   119.94  3.000
 5E1  C3   C4   C9   119.04  3.000
 5E1  C9   C4   C5   118.53  3.000
 5E1  C3   C4   C5   122.43  3.000
 5E1  N    C3   C2   121.65  3.000
 5E1  C2   C3   C4   121.75  3.000
 5E1  N    C3   C4   116.59  3.000
 5E1  H5   C2   C1   118.28  3.000
 5E1  H5   C2   C3   120.79  3.000
 5E1  C1   C2   C3   120.92  3.000
 5E1  C10  N    C3   119.43  3.000
 5E1  C11  C10  C15  119.66  3.000
 5E1  C15  C10  N    122.92  3.000
 5E1  C11  C10  N    117.42  3.000
 5E1  C14  C15  C1   124.64  3.000
 5E1  C1   C15  C10  117.07  3.000
 5E1  C14  C15  C10  118.25  3.000
 5E1  C    C1   C15  124.12  3.000
 5E1  C    C1   C2   117.91  3.000
 5E1  C15  C1   C2   117.97  3.000
 5E1  O    C    O1   127.70  3.000
 5E1  O1   C    C1   115.64  3.000
 5E1  O    C    C1   116.63  3.000
 5E1  H7   C14  C13  120.04  3.000
 5E1  H7   C14  C15  119.15  3.000
 5E1  C13  C14  C15  120.81  3.000
 5E1  H8   C13  C12  119.55  3.000
 5E1  H8   C13  C14  119.75  3.000
 5E1  C12  C13  C14  120.69  3.000
 5E1  H9   C12  C11  120.22  3.000
 5E1  H9   C12  C13  119.73  3.000
 5E1  C11  C12  C13  120.05  3.000
 5E1  H10  C11  C12  121.19  3.000
 5E1  H10  C11  C10  118.28  3.000
 5E1  C12  C11  C10  120.54  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
 5E1  CONST_01  C3   C4   C9   C8   180.00   0.0  0
 5E1  CONST_02  C5   C4   C9   C8     0.00   0.0  0
 5E1  CONST_03  C5   C6   C7   C8     0.00   0.0  0
 5E1  CONST_04  C4   C9   C8   C7     0.00   0.0  0
 5E1  CONST_05  C4   C5   C6   C7     0.00   0.0  0
 5E1  CONST_06  C3   C4   C5   C6   180.00   0.0  0
 5E1  CONST_07  C9   C4   C5   C6     0.00   0.0  0
 5E1  CONST_08  C9   C8   C7   C6     0.00   0.0  0
 5E1  CONST_09  N    C3   C4   C5   180.00   0.0  0
 5E1  CONST_10  C2   C3   C4   C5     0.00   0.0  0
 5E1  CONST_11  N    C3   C4   C9     0.00   0.0  0
 5E1  CONST_12  C2   C3   C4   C9   180.00   0.0  0
 5E1  CONST_13  C10  N    C3   C4   180.00   0.0  0
 5E1  CONST_14  C1   C2   C3   C4   180.00   0.0  0
 5E1  CONST_15  C11  C10  N    C3   180.00   0.0  0
 5E1  CONST_16  C15  C10  N    C3     0.00   0.0  0
 5E1  CONST_17  C15  C1   C2   C3     0.00   0.0  0
 5E1  CONST_18  C14  C15  C1   C2   180.00   0.0  0
 5E1  CONST_19  C10  C15  C1   C2     0.00   0.0  0
 5E1  CONST_20  C10  N    C3   C2     0.00   0.0  0
 5E1  CONST_21  C12  C11  C10  N    180.00   0.0  0
 5E1  CONST_22  C14  C15  C10  N    180.00   0.0  0
 5E1  CONST_23  C1   C15  C10  N      0.00   0.0  0
 5E1  CONST_24  C1   C2   C3   N      0.00   0.0  0
 5E1  CONST_25  C13  C12  C11  C10    0.00   0.0  0
 5E1  CONST_26  C13  C14  C15  C10    0.00   0.0  0
 5E1  CONST_27  C12  C13  C14  C15    0.00   0.0  0
 5E1  CONST_28  C12  C11  C10  C15    0.00   0.0  0
 5E1  CONST_29  C13  C14  C15  C1   180.00   0.0  0
 5E1  CONST_30  C11  C10  C15  C1   180.00   0.0  0
 5E1  CONST_31  C11  C12  C13  C14    0.00   0.0  0
 5E1  CONST_32  C11  C10  C15  C14    0.00   0.0  0
 5E1  CONST_33  C4   C9   C8   BR   180.00   0.0  0
 5E1  CONST_34  C6   C7   C8   BR   180.00   0.0  0
 5E1  CONST_35  C    C1   C2   C3   180.00   0.0  0
 5E1  CONST_36  C    C1   C15  C10  180.00   0.0  0
 5E1  CONST_37  C14  C15  C1   C      0.00   0.0  0
 5E1  CONST_38  H2   C6   C7   C8   180.00   0.0  0
 5E1  CONST_39  H4   C9   C8   C7   180.00   0.0  0
 5E1  CONST_40  H3   C5   C6   C7   180.00   0.0  0
 5E1  CONST_41  H1   C7   C6   C5   180.00   0.0  0
 5E1  CONST_42  H5   C2   C3   C4     0.00   0.0  0
 5E1  CONST_43  H10  C11  C10  N      0.00   0.0  0
 5E1  CONST_44  H9   C12  C11  C10  180.00   0.0  0
 5E1  CONST_45  H7   C14  C15  C10  180.00   0.0  0
 5E1  CONST_46  H8   C13  C14  C15  180.00   0.0  0
 5E1  Var_01    O    C    C1   C2   142.41  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
 5E1  plan-1  BR   0.020
 5E1  plan-1  C8   0.020
 5E1  plan-1  C7   0.020
 5E1  plan-1  C6   0.020
 5E1  plan-1  C5   0.020
 5E1  plan-1  C9   0.020
 5E1  plan-1  C4   0.020
 5E1  plan-1  C3   0.020
 5E1  plan-1  H1   0.020
 5E1  plan-1  H2   0.020
 5E1  plan-1  H3   0.020
 5E1  plan-1  H4   0.020
 5E1  plan-2  C4   0.020
 5E1  plan-2  C3   0.020
 5E1  plan-2  C2   0.020
 5E1  plan-2  N    0.020
 5E1  plan-2  C10  0.020
 5E1  plan-2  C15  0.020
 5E1  plan-2  C1   0.020
 5E1  plan-2  C    0.020
 5E1  plan-2  C14  0.020
 5E1  plan-2  C13  0.020
 5E1  plan-2  C12  0.020
 5E1  plan-2  C11  0.020
 5E1  plan-2  H5   0.020
 5E1  plan-2  H7   0.020
 5E1  plan-2  H8   0.020
 5E1  plan-2  H9   0.020
 5E1  plan-2  H10  0.020
 5E1  plan-3  C1   0.020
 5E1  plan-3  C    0.020
 5E1  plan-3  O1   0.020
 5E1  plan-3  O    0.020

