# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 09:21:21 2020
#   Inital geometry file: a 89 line input string
#   Ligand name: 6-chloranyl-2-methyl-4-phenyl-quinoline-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1nc2ccc(Cl)cc2c(c3ccccc3)c1C(O)=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
 5M8  5M8  '6-chloranyl-2-methyl-4-phenyl-quinoline-3-carboxylic acid'  ligand  32  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_5M8
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
 5M8  C5   C   CR6    0   0.199   1.1824  -2.4563   0.0127
 5M8  C6   C   CR66   0   0.196  -1.0516  -1.9363   0.0332
 5M8  C7   C   C      0   0.340   3.0220  -0.6942   0.0019
 5M8  C8   C   CR16   0  -0.305  -1.8855   0.3522  -0.0373
 5M8  C17  C   C1     0  -0.276   1.5415   1.8794  -1.1004
 5M8  C20  C   C1     0  -0.246   1.8593   3.2307  -1.1121
 5M8  C21  C   C1     0  -0.262   1.5517   4.0301  -0.0196
 5M8  C1   C   CR6    0  -0.154   1.5509  -1.0785  -0.0013
 5M8  C2   C   CR6    0   0.191   0.5648  -0.1265   0.0086
 5M8  C3   C   CR66   0   0.057  -0.7960  -0.5455   0.0069
 5M8  N4   N   N      0  -0.465  -0.0609  -2.8573   0.0425
 5M8  C9   C   C      0   0.009   0.9083   1.3138   0.0037
 5M8  O10  O   O      0  -0.588   3.6152  -0.8270  -1.0824
 5M8  C11  C   CR16   0  -0.303  -2.3877  -2.3935   0.0431
 5M8  C12  C   CR6    0  -0.040  -3.1633  -0.1339  -0.0316
 5M8  O13  O   OC    -1  -0.579   3.4786  -0.3027   1.0875
 5M8  C14  C   CR16   0  -0.228  -3.4337  -1.5131   0.0143
 5M8  CL1  CL  CL     0  -0.128  -4.5005   0.9692  -0.0888
 5M8  C16  C   CH3    0  -0.739   2.2474  -3.5102   0.0094
 5M8  C18  C   C1     0  -0.287   0.6012   2.1223   1.0963
 5M8  C19  C   C1     0  -0.245   0.9226   3.4718   1.0861
 5M8  H1   H   HCR6   0   0.279  -1.7114   1.4184  -0.0822
 5M8  H4   H   H      0   0.257   1.8006   5.0833  -0.0288
 5M8  H5   H   HCR6   0   0.268  -2.5673  -3.4605   0.0702
 5M8  H7   H   HCR6   0   0.281  -4.4554  -1.8675   0.0210
 5M8  H8   H   HCH3   0   0.255   2.8309  -3.4689  -0.9109
 5M8  H9   H   HCH3   0   0.247   2.9469  -3.3636   0.8343
 5M8  H10  H   HCH3   0   0.250   1.8047  -4.4995   0.1001
 5M8  H11  H   H      0   0.255   0.1162   1.6913   1.9637
 5M8  H12  H   H      0   0.257   0.6827   4.0878   1.9430
 5M8  H2   H   H      0   0.251   1.7846   1.2607  -1.9544
 5M8  H3   H   H      0   0.256   2.3476   3.6590  -1.9778

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
 5M8  O10  C7   deloc     1.243  0.020  1.243
 5M8  O13  C7   deloc     1.241  0.020  1.241
 5M8  C7   C1   single    1.520  0.020  1.520
 5M8  C16  C5   single    1.498  0.020  1.498
 5M8  C19  C21  aromatic  1.389  0.020  1.389
 5M8  C19  C18  aromatic  1.387  0.020  1.387
 5M8  C1   C5   aromatic  1.426  0.020  1.426
 5M8  C1   C2   aromatic  1.371  0.020  1.371
 5M8  C21  C20  aromatic  1.388  0.020  1.388
 5M8  C18  C9   aromatic  1.393  0.020  1.393
 5M8  C5   N4   aromatic  1.307  0.020  1.307
 5M8  C20  C17  aromatic  1.388  0.020  1.388
 5M8  C9   C17  aromatic  1.393  0.020  1.393
 5M8  C9   C2   single    1.481  0.020  1.481
 5M8  C2   C3   aromatic  1.424  0.020  1.424
 5M8  N4   C6   aromatic  1.353  0.020  1.353
 5M8  C3   C6   aromatic  1.414  0.020  1.414
 5M8  C3   C8   aromatic  1.412  0.020  1.412
 5M8  C6   C11  aromatic  1.412  0.020  1.412
 5M8  C8   C12  aromatic  1.367  0.020  1.367
 5M8  C11  C14  aromatic  1.367  0.020  1.367
 5M8  C12  C14  aromatic  1.406  0.020  1.406
 5M8  C12  CL1  single    1.734  0.020  1.734
 5M8  C8   H1   single    0.930  0.020  1.080
 5M8  C17  H2   single    0.930  0.020  1.080
 5M8  C20  H3   single    0.930  0.020  1.080
 5M8  C21  H4   single    0.930  0.020  1.080
 5M8  C11  H5   single    0.930  0.020  1.080
 5M8  C14  H7   single    0.930  0.020  1.080
 5M8  C16  H8   single    0.970  0.020  1.090
 5M8  C16  H9   single    0.970  0.020  1.090
 5M8  C16  H10  single    0.970  0.020  1.090
 5M8  C18  H11  single    0.930  0.020  1.080
 5M8  C19  H12  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
 5M8  C16  C5   N4   117.42  3.000
 5M8  N4   C5   C1   122.85  3.000
 5M8  C16  C5   C1   119.72  3.000
 5M8  C11  C6   N4   118.19  3.000
 5M8  C11  C6   C3   119.31  3.000
 5M8  N4   C6   C3   122.50  3.000
 5M8  O13  C7   O10  128.40  3.000
 5M8  O13  C7   C1   115.94  3.000
 5M8  O10  C7   C1   115.65  3.000
 5M8  H1   C8   C12  120.09  3.000
 5M8  H1   C8   C3   120.25  3.000
 5M8  C12  C8   C3   119.66  3.000
 5M8  H2   C17  C9   119.70  3.000
 5M8  H2   C17  C20  119.89  3.000
 5M8  C9   C17  C20  120.40  3.000
 5M8  H3   C20  C21  120.11  3.000
 5M8  H3   C20  C17  119.69  3.000
 5M8  C21  C20  C17  120.21  3.000
 5M8  H4   C21  C19  120.13  3.000
 5M8  H4   C21  C20  120.18  3.000
 5M8  C19  C21  C20  119.69  3.000
 5M8  C2   C1   C7   121.36  3.000
 5M8  C2   C1   C5   119.01  3.000
 5M8  C7   C1   C5   119.61  3.000
 5M8  C9   C2   C3   120.53  3.000
 5M8  C3   C2   C1   118.89  3.000
 5M8  C9   C2   C1   120.58  3.000
 5M8  C2   C3   C8   123.38  3.000
 5M8  C8   C3   C6   119.09  3.000
 5M8  C2   C3   C6   117.52  3.000
 5M8  C6   N4   C5   119.20  3.000
 5M8  C18  C9   C2   120.70  3.000
 5M8  C2   C9   C17  120.21  3.000
 5M8  C18  C9   C17  119.09  3.000
 5M8  H5   C11  C14  120.55  3.000
 5M8  H5   C11  C6   118.45  3.000
 5M8  C14  C11  C6   121.01  3.000
 5M8  CL1  C12  C14  118.47  3.000
 5M8  CL1  C12  C8   119.62  3.000
 5M8  C14  C12  C8   121.91  3.000
 5M8  H7   C14  C12  120.21  3.000
 5M8  H7   C14  C11  120.77  3.000
 5M8  C12  C14  C11  119.02  3.000
 5M8  H10  C16  H9   108.67  3.000
 5M8  H10  C16  H8   108.82  3.000
 5M8  H9   C16  H8   106.85  3.000
 5M8  H10  C16  C5   110.50  3.000
 5M8  H9   C16  C5   111.06  3.000
 5M8  H8   C16  C5   110.83  3.000
 5M8  H11  C18  C19  119.78  3.000
 5M8  H11  C18  C9   119.72  3.000
 5M8  C19  C18  C9   120.50  3.000
 5M8  H12  C19  C18  119.77  3.000
 5M8  H12  C19  C21  120.12  3.000
 5M8  C18  C19  C21  120.11  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
 5M8  CONST_01  C9   C2   C1   C5   180.00   0.0  0
 5M8  CONST_02  C3   C2   C1   C5     0.00   0.0  0
 5M8  CONST_03  C3   C6   N4   C5     0.00   0.0  0
 5M8  CONST_04  C11  C6   N4   C5   180.00   0.0  0
 5M8  CONST_05  C1   C5   N4   C6     0.00   0.0  0
 5M8  CONST_06  C1   C2   C3   C6     0.00   0.0  0
 5M8  CONST_07  C9   C2   C3   C6   180.00   0.0  0
 5M8  CONST_08  C12  C8   C3   C6     0.00   0.0  0
 5M8  CONST_09  C12  C14  C11  C6     0.00   0.0  0
 5M8  CONST_10  C1   C2   C3   C8   180.00   0.0  0
 5M8  CONST_11  C9   C2   C3   C8     0.00   0.0  0
 5M8  CONST_12  N4   C6   C3   C8   180.00   0.0  0
 5M8  CONST_13  C11  C6   C3   C8     0.00   0.0  0
 5M8  CONST_14  C11  C14  C12  C8     0.00   0.0  0
 5M8  CONST_15  C19  C21  C20  C17    0.00   0.0  0
 5M8  CONST_16  C19  C18  C9   C17    0.00   0.0  0
 5M8  CONST_19  C18  C19  C21  C20    0.00   0.0  0
 5M8  CONST_20  C18  C9   C17  C20    0.00   0.0  0
 5M8  CONST_21  C2   C9   C17  C20  180.00   0.0  0
 5M8  CONST_22  C9   C18  C19  C21    0.00   0.0  0
 5M8  CONST_23  C9   C17  C20  C21    0.00   0.0  0
 5M8  CONST_25  N4   C5   C1   C2     0.00   0.0  0
 5M8  CONST_26  C19  C18  C9   C2   180.00   0.0  0
 5M8  CONST_27  N4   C6   C3   C2     0.00   0.0  0
 5M8  CONST_28  C11  C6   C3   C2   180.00   0.0  0
 5M8  CONST_29  C12  C8   C3   C2   180.00   0.0  0
 5M8  CONST_31  C14  C11  C6   C3     0.00   0.0  0
 5M8  CONST_32  C14  C12  C8   C3     0.00   0.0  0
 5M8  CONST_33  C14  C11  C6   N4   180.00   0.0  0
 5M8  CONST_34  C16  C5   N4   C6   180.00   0.0  0
 5M8  CONST_35  N4   C5   C1   C7   180.00   0.0  0
 5M8  CONST_36  C9   C2   C1   C7     0.00   0.0  0
 5M8  CONST_37  C3   C2   C1   C7   180.00   0.0  0
 5M8  CONST_38  C16  C5   C1   C2   180.00   0.0  0
 5M8  CONST_39  CL1  C12  C8   C3   180.00   0.0  0
 5M8  CONST_40  CL1  C12  C14  C11  180.00   0.0  0
 5M8  CONST_41  H1   C8   C3   C6   180.00   0.0  0
 5M8  CONST_42  H7   C14  C11  C6   180.00   0.0  0
 5M8  CONST_43  H4   C21  C20  C17  180.00   0.0  0
 5M8  CONST_44  H11  C18  C9   C17  180.00   0.0  0
 5M8  CONST_45  H12  C19  C21  C20  180.00   0.0  0
 5M8  CONST_46  H2   C17  C20  C21  180.00   0.0  0
 5M8  CONST_47  H5   C11  C6   C3   180.00   0.0  0
 5M8  CONST_48  H3   C20  C17  C9   180.00   0.0  0
 5M8  Var_01    O10  C7   C1   C5    76.33  30.0  2
 5M8  Var_02    H8   C16  C5   C1   -63.72  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
 5M8  plan-1  C17  0.020
 5M8  plan-1  C20  0.020
 5M8  plan-1  C21  0.020
 5M8  plan-1  C2   0.020
 5M8  plan-1  C9   0.020
 5M8  plan-1  C18  0.020
 5M8  plan-1  C19  0.020
 5M8  plan-1  H4   0.020
 5M8  plan-1  H11  0.020
 5M8  plan-1  H12  0.020
 5M8  plan-1  H2   0.020
 5M8  plan-1  H3   0.020
 5M8  plan-2  C5   0.020
 5M8  plan-2  C6   0.020
 5M8  plan-2  C7   0.020
 5M8  plan-2  C8   0.020
 5M8  plan-2  C1   0.020
 5M8  plan-2  C2   0.020
 5M8  plan-2  C3   0.020
 5M8  plan-2  N4   0.020
 5M8  plan-2  C9   0.020
 5M8  plan-2  C11  0.020
 5M8  plan-2  C12  0.020
 5M8  plan-2  C14  0.020
 5M8  plan-2  CL1  0.020
 5M8  plan-2  C16  0.020
 5M8  plan-2  H1   0.020
 5M8  plan-2  H5   0.020
 5M8  plan-2  H7   0.020
 5M8  plan-3  C7   0.020
 5M8  plan-3  C1   0.020
 5M8  plan-3  O10  0.020
 5M8  plan-3  O13  0.020

