# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 06:20:04 2020
#   Inital geometry file: a 89 line input string
#   Ligand name: (4-fluoranyl-3-oxidanyl-phenyl)-(6-methylquinolin-2-yl)methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc2nc(ccc2c1)C(=O)c3ccc(F)c(O)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
 9MK  9MK  (4-fluoranyl-3-oxidanyl-phenyl)-(6-methylquinolin-2-yl)methanone  ligand  33  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_9MK
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
 9MK  C1   C  CR6   0   0.108  -4.6626   1.0759   0.2382
 9MK  C2   C  CR16  0  -0.286  -3.6309   1.8575   0.8205
 9MK  C9   C  CR16  0  -0.400   4.3196  -0.2978   0.8414
 9MK  C8   C  CR16  0  -0.281   3.2612  -1.1922   0.8178
 9MK  C7   C  CR6   0  -0.007   2.1031  -0.8812   0.1101
 9MK  C4   C  CR66  0   0.181  -2.0011   0.1502   0.3379
 9MK  C3   C  CR16  0  -0.282  -2.3406   1.4156   0.8716
 9MK  C16  C  CR16  0  -0.376  -4.3456  -0.1523  -0.2826
 9MK  C5   C  CR6   0   0.090  -0.4084  -1.4353  -0.0878
 9MK  C10  C  CR6   0   0.479   4.2223   0.8804   0.1341
 9MK  C15  C  CR66  0   0.118  -3.0216  -0.6424  -0.2437
 9MK  C14  C  CR16  0  -0.197  -2.6509  -1.9018  -0.7610
 9MK  C13  C  CR16  0  -0.290  -1.3505  -2.3096  -0.6744
 9MK  C12  C  CR16  0  -0.388   2.0230   0.3198  -0.5956
 9MK  O    O  O     0  -0.378   1.2490  -3.0713   0.1681
 9MK  C11  C  CR6   0   0.233   3.0868   1.2094  -0.6034
 9MK  F    F  F     0  -0.305   5.2404   1.7480   0.1421
 9MK  O1   O  OH1   0  -0.621   3.0917   2.3729  -1.2733
 9MK  N    N  N     0  -0.431  -0.7173  -0.2584   0.3940
 9MK  C    C  CH3   0  -0.722  -6.0624   1.6081   0.2097
 9MK  H1   H  HCR6  0   0.261  -3.8803   2.8287   1.2309
 9MK  H3   H  HCR6  0   0.271   3.3364  -2.1214   1.3654
 9MK  H4   H  HCR6  0   0.264  -1.5587   2.0194   1.3141
 9MK  H5   H  HCR6  0   0.257  -5.1158  -0.7675  -0.7341
 9MK  H6   H  HCR6  0   0.274  -3.4001  -2.5361  -1.2186
 9MK  H7   H  HCR6  0   0.277  -1.0414  -3.2723  -1.0560
 9MK  H8   H  HCR6  0   0.285   1.1350   0.5663  -1.1636
 9MK  H9   H  HOH1  0   0.482   2.2659   2.4822  -1.7582
 9MK  H10  H  HCH3  0   0.252  -6.4453   1.7539   1.2215
 9MK  H11  H  HCH3  0   0.251  -6.1019   2.5783  -0.2879
 9MK  H12  H  HCH3  0   0.249  -6.7386   0.9326  -0.3112
 9MK  C6   C  C     0   0.345   1.0115  -1.8858   0.0653
 9MK  H2   H  HCR6  0   0.289   5.2188  -0.5125   1.4039

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
 9MK  C    C1   single    1.498  0.020  1.498
 9MK  C1   C16  aromatic  1.371  0.020  1.371
 9MK  C1   C2   aromatic  1.419  0.020  1.419
 9MK  C16  C15  aromatic  1.412  0.020  1.412
 9MK  C2   C3   aromatic  1.365  0.020  1.365
 9MK  C15  C14  aromatic  1.411  0.020  1.411
 9MK  C15  C4   aromatic  1.417  0.020  1.417
 9MK  C14  C13  aromatic  1.366  0.020  1.366
 9MK  C3   C4   aromatic  1.415  0.020  1.415
 9MK  O    C6   double    1.213  0.020  1.213
 9MK  C4   N    aromatic  1.348  0.020  1.348
 9MK  C13  C5   aromatic  1.413  0.020  1.413
 9MK  N    C5   aromatic  1.309  0.020  1.309
 9MK  C5   C6   single    1.498  0.020  1.498
 9MK  C6   C7   single    1.484  0.020  1.484
 9MK  C7   C12  aromatic  1.395  0.020  1.395
 9MK  C7   C8   aromatic  1.392  0.020  1.392
 9MK  C12  C11  aromatic  1.387  0.020  1.387
 9MK  C8   C9   aromatic  1.386  0.020  1.386
 9MK  C11  O1   single    1.343  0.020  1.343
 9MK  C11  C10  aromatic  1.393  0.020  1.393
 9MK  C9   C10  aromatic  1.378  0.020  1.378
 9MK  C10  F    single    1.338  0.020  1.338
 9MK  C2   H1   single    0.930  0.020  1.080
 9MK  C9   H2   single    0.930  0.020  1.080
 9MK  C8   H3   single    0.930  0.020  1.080
 9MK  C3   H4   single    0.930  0.020  1.080
 9MK  C16  H5   single    0.930  0.020  1.080
 9MK  C14  H6   single    0.930  0.020  1.080
 9MK  C13  H7   single    0.930  0.020  1.080
 9MK  C12  H8   single    0.930  0.020  1.080
 9MK  O1   H9   single    0.850  0.020  0.980
 9MK  C    H10  single    0.970  0.020  1.090
 9MK  C    H11  single    0.970  0.020  1.090
 9MK  C    H12  single    0.970  0.020  1.090

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
 9MK  C    C1   C16  121.81  3.000
 9MK  C16  C1   C2   118.76  3.000
 9MK  C    C1   C2   119.43  3.000
 9MK  H1   C2   C3   119.58  3.000
 9MK  H1   C2   C1   118.80  3.000
 9MK  C3   C2   C1   121.61  3.000
 9MK  H2   C9   C10  119.68  3.000
 9MK  H2   C9   C8   121.02  3.000
 9MK  C10  C9   C8   119.30  3.000
 9MK  H3   C8   C7   120.48  3.000
 9MK  H3   C8   C9   119.54  3.000
 9MK  C7   C8   C9   119.98  3.000
 9MK  C12  C7   C6   121.68  3.000
 9MK  C12  C7   C8   119.81  3.000
 9MK  C6   C7   C8   118.42  3.000
 9MK  N    C4   C15  122.23  3.000
 9MK  N    C4   C3   118.94  3.000
 9MK  C15  C4   C3   118.84  3.000
 9MK  H4   C3   C4   118.68  3.000
 9MK  H4   C3   C2   121.16  3.000
 9MK  C4   C3   C2   120.16  3.000
 9MK  H5   C16  C15  118.72  3.000
 9MK  H5   C16  C1   120.14  3.000
 9MK  C15  C16  C1   121.13  3.000
 9MK  N    C5   C13  123.50  3.000
 9MK  N    C5   C6   117.17  3.000
 9MK  C13  C5   C6   119.25  3.000
 9MK  F    C10  C11  118.05  3.000
 9MK  F    C10  C9   119.86  3.000
 9MK  C11  C10  C9   122.08  3.000
 9MK  C14  C15  C16  123.09  3.000
 9MK  C14  C15  C4   117.42  3.000
 9MK  C16  C15  C4   119.50  3.000
 9MK  H6   C14  C13  120.71  3.000
 9MK  H6   C14  C15  119.72  3.000
 9MK  C13  C14  C15  119.57  3.000
 9MK  H7   C13  C14  121.06  3.000
 9MK  H7   C13  C5   120.47  3.000
 9MK  C14  C13  C5   118.46  3.000
 9MK  H8   C12  C11  118.70  3.000
 9MK  H8   C12  C7   120.56  3.000
 9MK  C11  C12  C7   120.73  3.000
 9MK  O1   C11  C12  124.16  3.000
 9MK  O1   C11  C10  117.76  3.000
 9MK  C12  C11  C10  118.08  3.000
 9MK  H9   O1   C11  110.25  3.000
 9MK  C5   N    C4   118.81  3.000
 9MK  H12  C    H11  108.12  3.000
 9MK  H12  C    H10  107.97  3.000
 9MK  H11  C    H10  106.94  3.000
 9MK  H12  C    C1   111.66  3.000
 9MK  H11  C    C1   111.00  3.000
 9MK  H10  C    C1   110.96  3.000
 9MK  O    C6   C5   119.22  3.000
 9MK  C5   C6   C7   119.79  3.000
 9MK  O    C6   C7   120.98  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
 9MK  CONST_01  C14  C15  C16  C1   180.00   0.0  0
 9MK  CONST_02  C4   C15  C16  C1     0.00   0.0  0
 9MK  CONST_03  C4   C3   C2   C1     0.00   0.0  0
 9MK  CONST_04  C15  C16  C1   C2     0.00   0.0  0
 9MK  CONST_05  C15  C4   C3   C2     0.00   0.0  0
 9MK  CONST_06  N    C4   C3   C2   180.00   0.0  0
 9MK  CONST_07  C12  C7   C8   C9     0.00   0.0  0
 9MK  CONST_08  C12  C11  C10  C9     0.00   0.0  0
 9MK  CONST_09  C11  C12  C7   C8     0.00   0.0  0
 9MK  CONST_10  C11  C10  C9   C8     0.00   0.0  0
 9MK  CONST_11  C10  C11  C12  C7     0.00   0.0  0
 9MK  CONST_12  C10  C9   C8   C7     0.00   0.0  0
 9MK  CONST_13  C13  C14  C15  C4     0.00   0.0  0
 9MK  CONST_14  C13  C5   N    C4     0.00   0.0  0
 9MK  CONST_15  C16  C1   C2   C3     0.00   0.0  0
 9MK  CONST_16  C16  C15  C4   C3     0.00   0.0  0
 9MK  CONST_17  C14  C15  C4   C3   180.00   0.0  0
 9MK  CONST_18  C5   N    C4   C3   180.00   0.0  0
 9MK  CONST_19  C13  C14  C15  C16  180.00   0.0  0
 9MK  CONST_20  N    C4   C15  C16  180.00   0.0  0
 9MK  CONST_21  C15  C14  C13  C5     0.00   0.0  0
 9MK  CONST_22  C15  C4   N    C5     0.00   0.0  0
 9MK  CONST_23  N    C4   C15  C14    0.00   0.0  0
 9MK  CONST_24  N    C5   C13  C14    0.00   0.0  0
 9MK  CONST_25  C6   C7   C8   C9   180.00   0.0  0
 9MK  CONST_26  O1   C11  C10  C9   180.00   0.0  0
 9MK  CONST_27  F    C10  C9   C8   180.00   0.0  0
 9MK  CONST_28  O1   C11  C12  C7   180.00   0.0  0
 9MK  CONST_29  C6   C5   N    C4   180.00   0.0  0
 9MK  CONST_30  C    C1   C2   C3   180.00   0.0  0
 9MK  CONST_31  C14  C13  C5   C6   180.00   0.0  0
 9MK  CONST_32  C11  C12  C7   C6   180.00   0.0  0
 9MK  CONST_33  C    C1   C16  C15  180.00   0.0  0
 9MK  CONST_34  F    C10  C11  C12  180.00   0.0  0
 9MK  CONST_35  H4   C3   C2   C1   180.00   0.0  0
 9MK  CONST_36  H5   C16  C1   C2   180.00   0.0  0
 9MK  CONST_37  H8   C12  C7   C8   180.00   0.0  0
 9MK  CONST_38  H2   C9   C8   C7   180.00   0.0  0
 9MK  CONST_39  H6   C14  C15  C4   180.00   0.0  0
 9MK  CONST_40  H1   C2   C3   C4   180.00   0.0  0
 9MK  CONST_41  H3   C8   C9   C10  180.00   0.0  0
 9MK  CONST_42  H7   C13  C14  C15  180.00   0.0  0
 9MK  Var_01    C5   C6   C7   C8   151.60  30.0  2
 9MK  Var_02    C13  C5   C6   C7   153.75  30.0  3
 9MK  Var_03    H10  C    C1   C2   -62.57  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
 9MK  plan-1  C9   0.020
 9MK  plan-1  C8   0.020
 9MK  plan-1  C7   0.020
 9MK  plan-1  C10  0.020
 9MK  plan-1  C12  0.020
 9MK  plan-1  C11  0.020
 9MK  plan-1  F    0.020
 9MK  plan-1  O1   0.020
 9MK  plan-1  H3   0.020
 9MK  plan-1  H8   0.020
 9MK  plan-1  C6   0.020
 9MK  plan-1  H2   0.020
 9MK  plan-2  C1   0.020
 9MK  plan-2  C2   0.020
 9MK  plan-2  C4   0.020
 9MK  plan-2  C3   0.020
 9MK  plan-2  C16  0.020
 9MK  plan-2  C5   0.020
 9MK  plan-2  C15  0.020
 9MK  plan-2  C14  0.020
 9MK  plan-2  C13  0.020
 9MK  plan-2  N    0.020
 9MK  plan-2  C    0.020
 9MK  plan-2  H1   0.020
 9MK  plan-2  H4   0.020
 9MK  plan-2  H5   0.020
 9MK  plan-2  H6   0.020
 9MK  plan-2  H7   0.020
 9MK  plan-2  C6   0.020
 9MK  plan-3  C7   0.020
 9MK  plan-3  C5   0.020
 9MK  plan-3  O    0.020
 9MK  plan-3  C6   0.020

