# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 22 01:21:02 2020
#   Inital geometry file: a 93 line input string
#   Ligand name: 5-(2-fluorophenyl)-2,3-dihydroimidazo[2,1-a]isoquinoline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1ccccc1C2=Cc3ccccc3C4=NCCN24
#
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
 LQH  LQH  5-(2-fluorophenyl)-2,3-dihydroimidazo[2,1-a]isoquinoline  ligand  33  20  .  2021-08-12  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_LQH
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
 LQH  C2   C  CR6   0   0.386  -0.4230  -0.1407   0.2129
 LQH  C3   C  CR56  0   0.483   1.4970   1.2447  -0.3076
 LQH  C11  C  CR16  0  -0.249  -2.5310  -0.3085   1.5417
 LQH  C12  C  CR66  0   0.246   1.7950  -1.0820   0.4348
 LQH  C13  C  CR16  0  -0.292   3.7569   0.2490  -0.1062
 LQH  C14  C  CR16  0  -0.402  -4.0655  -0.3240  -0.7776
 LQH  C16  C  CR16  0  -0.256  -3.9126  -0.4041   1.6252
 LQH  C17  C  CR16  0  -0.332   2.6449  -2.1528   0.7489
 LQH  C18  C  CR16  0  -0.263   4.5764  -0.8161   0.2074
 LQH  C19  C  CR16  0  -0.240  -4.6765  -0.4085   0.4664
 LQH  C20  C  CR16  0  -0.238   4.0132  -2.0206   0.6370
 LQH  N1   N  N     0  -0.603   0.1348   1.0302  -0.2132
 LQH  C4   C  CH2   0  -0.319  -0.5483   2.2984  -0.4472
 LQH  C5   C  CR6   0  -0.197  -1.8956  -0.2153   0.3061
 LQH  C6   C  CR16  0  -0.505   0.3653  -1.1901   0.5385
 LQH  C7   C  CR66  0  -0.042   2.3712   0.1259   0.0036
 LQH  N8   N  N     0  -0.472   1.8512   2.4243  -0.6484
 LQH  C9   C  CH2   0  -0.348   0.6367   3.1993  -0.8617
 LQH  C10  C  CR6   0   0.541  -2.6902  -0.2319  -0.8311
 LQH  F15  F  F     0  -0.303  -2.0891  -0.1654  -2.0290
 LQH  H2   H  HCR6  0   0.257   4.1786   1.1877  -0.4407
 LQH  H3   H  HCR6  0   0.285  -4.6471  -0.3383  -1.6898
 LQH  H4   H  HCR6  0   0.267  -4.3904  -0.4732   2.5929
 LQH  H5   H  HCR6  0   0.257   2.2154  -3.0890   1.0832
 LQH  H6   H  HCR6  0   0.261   5.6503  -0.7195   0.1205
 LQH  H7   H  HCR6  0   0.274  -5.7542  -0.4797   0.5243
 LQH  H8   H  HCR6  0   0.263   4.6548  -2.8565   0.8846
 LQH  H9   H  HCH2  0   0.265  -1.2997   2.2112  -1.2292
 LQH  H10  H  HCH2  0   0.263  -1.0393   2.6394   0.4661
 LQH  H11  H  HCR6  0   0.264  -0.0846  -2.1192   0.8586
 LQH  H13  H  HCH2  0   0.239   0.5592   3.4949  -1.9115
 LQH  H14  H  HCH2  0   0.240   0.6611   4.1212  -0.2776
 LQH  H1   H  HCR6  0   0.271  -1.9288  -0.2985   2.4409

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
 LQH  C9   C4   single    1.545  0.020  1.545
 LQH  C9   N8   single    1.456  0.020  1.456
 LQH  C4   N1   single    1.459  0.020  1.459
 LQH  N8   C3   double    1.278  0.020  1.278
 LQH  N1   C3   single    1.382  0.020  1.382
 LQH  N1   C2   single    1.365  0.020  1.365
 LQH  C3   C7   single    1.454  0.020  1.454
 LQH  C19  C14  aromatic  1.388  0.020  1.388
 LQH  C19  C16  aromatic  1.388  0.020  1.388
 LQH  C14  C10  aromatic  1.379  0.020  1.379
 LQH  C16  C11  aromatic  1.387  0.020  1.387
 LQH  C10  F15  single    1.342  0.020  1.342
 LQH  C10  C5   aromatic  1.387  0.020  1.387
 LQH  C11  C5   aromatic  1.393  0.020  1.393
 LQH  C5   C2   single    1.477  0.020  1.477
 LQH  C2   C6   double    1.352  0.020  1.352
 LQH  C7   C13  aromatic  1.396  0.020  1.396
 LQH  C7   C12  aromatic  1.406  0.020  1.406
 LQH  C13  C18  aromatic  1.380  0.020  1.380
 LQH  C6   C12  single    1.438  0.020  1.438
 LQH  C12  C17  aromatic  1.403  0.020  1.403
 LQH  C18  C20  aromatic  1.397  0.020  1.397
 LQH  C17  C20  aromatic  1.379  0.020  1.379
 LQH  C11  H1   single    0.930  0.020  1.080
 LQH  C13  H2   single    0.930  0.020  1.080
 LQH  C14  H3   single    0.930  0.020  1.080
 LQH  C16  H4   single    0.930  0.020  1.080
 LQH  C17  H5   single    0.930  0.020  1.080
 LQH  C18  H6   single    0.930  0.020  1.080
 LQH  C19  H7   single    0.930  0.020  1.080
 LQH  C20  H8   single    0.930  0.020  1.080
 LQH  C4   H9   single    0.970  0.020  1.090
 LQH  C4   H10  single    0.970  0.020  1.090
 LQH  C6   H11  single    0.930  0.020  1.080
 LQH  C9   H13  single    0.970  0.020  1.090
 LQH  C9   H14  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
 LQH  C6   C2   C5   121.78  3.000
 LQH  C6   C2   N1   120.17  3.000
 LQH  C5   C2   N1   118.05  3.000
 LQH  N8   C3   C7   126.93  3.000
 LQH  C7   C3   N1   117.30  3.000
 LQH  N8   C3   N1   115.76  3.000
 LQH  H1   C11  C5   118.86  3.000
 LQH  H1   C11  C16  120.31  3.000
 LQH  C5   C11  C16  120.82  3.000
 LQH  C7   C12  C6   119.62  3.000
 LQH  C6   C12  C17  121.94  3.000
 LQH  C7   C12  C17  118.44  3.000
 LQH  H2   C13  C7   119.20  3.000
 LQH  H2   C13  C18  120.55  3.000
 LQH  C7   C13  C18  120.24  3.000
 LQH  H3   C14  C10  120.27  3.000
 LQH  H3   C14  C19  121.20  3.000
 LQH  C10  C14  C19  118.53  3.000
 LQH  H4   C16  C19  120.25  3.000
 LQH  H4   C16  C11  119.88  3.000
 LQH  C19  C16  C11  119.87  3.000
 LQH  H5   C17  C20  120.09  3.000
 LQH  H5   C17  C12  119.26  3.000
 LQH  C20  C17  C12  120.65  3.000
 LQH  H6   C18  C20  120.12  3.000
 LQH  H6   C18  C13  120.16  3.000
 LQH  C20  C18  C13  119.72  3.000
 LQH  H7   C19  C16  120.26  3.000
 LQH  H7   C19  C14  119.37  3.000
 LQH  C16  C19  C14  120.37  3.000
 LQH  H8   C20  C18  119.80  3.000
 LQH  H8   C20  C17  119.70  3.000
 LQH  C18  C20  C17  120.49  3.000
 LQH  C4   N1   C3   108.39  3.000
 LQH  C3   N1   C2   123.85  3.000
 LQH  C4   N1   C2   127.17  3.000
 LQH  H10  C4   H9   108.41  3.000
 LQH  H10  C4   C9   112.79  3.000
 LQH  H9   C4   C9   112.56  3.000
 LQH  H10  C4   N1   110.36  3.000
 LQH  H9   C4   N1   111.64  3.000
 LQH  C9   C4   N1   101.00  3.000
 LQH  C10  C5   C11  117.72  3.000
 LQH  C11  C5   C2   120.94  3.000
 LQH  C10  C5   C2   121.31  3.000
 LQH  H11  C6   C12  120.00  3.000
 LQH  H11  C6   C2   119.72  3.000
 LQH  C12  C6   C2   120.27  3.000
 LQH  C13  C7   C12  120.46  3.000
 LQH  C12  C7   C3   118.72  3.000
 LQH  C13  C7   C3   120.82  3.000
 LQH  C9   N8   C3   107.40  3.000
 LQH  H14  C9   H13  106.68  3.000
 LQH  H14  C9   N8   110.64  3.000
 LQH  H13  C9   N8   110.09  3.000
 LQH  H14  C9   C4   111.46  3.000
 LQH  H13  C9   C4   111.15  3.000
 LQH  N8   C9   C4   106.86  3.000
 LQH  F15  C10  C5   118.33  3.000
 LQH  C5   C10  C14  122.68  3.000
 LQH  F15  C10  C14  118.98  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
 LQH  CONST_01  C14  C19  C16  C11     0.00   0.0  0
 LQH  CONST_02  C14  C10  C5   C11     0.00   0.0  0
 LQH  CONST_03  C18  C13  C7   C12     0.00   0.0  0
 LQH  CONST_04  C18  C20  C17  C12     0.00   0.0  0
 LQH  CONST_05  C17  C12  C7   C13     0.00   0.0  0
 LQH  CONST_06  C17  C20  C18  C13     0.00   0.0  0
 LQH  CONST_07  C10  C14  C19  C16     0.00   0.0  0
 LQH  CONST_08  C10  C5   C11  C16     0.00   0.0  0
 LQH  CONST_09  C5   C10  C14  C19     0.00   0.0  0
 LQH  CONST_10  C5   C11  C16  C19     0.00   0.0  0
 LQH  CONST_11  C7   C13  C18  C20     0.00   0.0  0
 LQH  CONST_12  C7   C12  C17  C20     0.00   0.0  0
 LQH  CONST_13  C14  C10  C5   C2    180.00   0.0  0
 LQH  CONST_14  C16  C11  C5   C2    180.00   0.0  0
 LQH  CONST_15  C9   C4   N1   C2    180.00   0.0  0
 LQH  CONST_16  N8   C3   N1   C2    180.00   0.0  0
 LQH  CONST_17  C7   C3   N1   C2      0.00   0.0  0
 LQH  CONST_18  C4   C9   N8   C3      0.00   0.0  0
 LQH  CONST_19  C9   C4   N1   C3      0.00   0.0  0
 LQH  CONST_20  N8   C9   C4   N1      0.00   0.0  0
 LQH  CONST_21  C9   N8   C3   N1      0.00   0.0  0
 LQH  CONST_22  N8   C3   N1   C4      0.00   0.0  0
 LQH  CONST_23  C7   C3   N1   C4    180.00   0.0  0
 LQH  CONST_24  C9   N8   C3   C7    180.00   0.0  0
 LQH  CONST_25  F15  C10  C5   C2      0.00   0.0  0
 LQH  CONST_26  F15  C10  C5   C11   180.00   0.0  0
 LQH  CONST_27  F15  C10  C14  C19   180.00   0.0  0
 LQH  CONST_28  H1   C11  C5   C2      0.00   0.0  0
 LQH  CONST_29  H2   C13  C7   C3      0.00   0.0  0
 LQH  CONST_30  H7   C19  C16  C11   180.00   0.0  0
 LQH  CONST_31  H8   C20  C17  C12   180.00   0.0  0
 LQH  CONST_32  H4   C16  C19  C14   180.00   0.0  0
 LQH  CONST_33  H3   C14  C19  C16   180.00   0.0  0
 LQH  CONST_34  H6   C18  C20  C17   180.00   0.0  0
 LQH  CONST_35  H5   C17  C20  C18   180.00   0.0  0
 LQH  Var_01    N1   C2   C5   C11  -111.63  30.0  2
 LQH  Var_02    H9   C4   N1   C2    -61.84  30.0  1
 LQH  Var_03    H13  C9   N8   C3   -115.32  30.0  1

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
 LQH  plan-1  C2   0.020
 LQH  plan-1  C11  0.020
 LQH  plan-1  C14  0.020
 LQH  plan-1  C16  0.020
 LQH  plan-1  C19  0.020
 LQH  plan-1  C5   0.020
 LQH  plan-1  C10  0.020
 LQH  plan-1  F15  0.020
 LQH  plan-1  H3   0.020
 LQH  plan-1  H4   0.020
 LQH  plan-1  H7   0.020
 LQH  plan-1  H1   0.020
 LQH  plan-2  C2   0.020
 LQH  plan-2  C3   0.020
 LQH  plan-2  C12  0.020
 LQH  plan-2  C13  0.020
 LQH  plan-2  C17  0.020
 LQH  plan-2  C18  0.020
 LQH  plan-2  C20  0.020
 LQH  plan-2  N1   0.020
 LQH  plan-2  C4   0.020
 LQH  plan-2  C5   0.020
 LQH  plan-2  C6   0.020
 LQH  plan-2  C7   0.020
 LQH  plan-2  N8   0.020
 LQH  plan-2  C9   0.020
 LQH  plan-2  H2   0.020
 LQH  plan-2  H5   0.020
 LQH  plan-2  H6   0.020
 LQH  plan-2  H8   0.020
 LQH  plan-2  H11  0.020

