# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 19:52:48 2022
#   Inital geometry file: a 102 line input string
#   Ligand name: 4-(2-phenylimidazol-1-yl)naphthalene-1-carbaldehyde
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=Cc1ccc(n2ccnc2c3ccccc3)c4ccccc14
#
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
 TLQ  TLQ  4-(2-phenylimidazol-1-yl)naphthalene-1-carbaldehyde  ligand  37  23  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_TLQ
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
 TLQ  C01  C  C1    0   0.112  21.2736  21.0469  -3.9778
 TLQ  C02  C  CR6   0  -0.079  22.1674  21.2324  -2.8154
 TLQ  C03  C  CR16  0  -0.294  23.3869  21.8290  -3.0349
 TLQ  C04  C  CR16  0  -0.257  24.2733  22.0721  -1.9821
 TLQ  C05  C  CR6   0   0.239  23.9376  21.6996  -0.7088
 TLQ  C07  C  CR5   0   0.413  24.6766  22.7841   1.4259
 TLQ  C08  C  CR6   0   0.031  23.4890  23.6031   1.6804
 TLQ  C09  C  CR16  0  -0.293  22.7908  24.2483   0.6594
 TLQ  C10  C  CR16  0  -0.238  21.6756  25.0194   0.9527
 TLQ  C11  C  CR16  0  -0.257  21.2484  25.1640   2.2655
 TLQ  C12  C  CR16  0  -0.240  21.9487  24.5376   3.2888
 TLQ  C13  C  CR16  0  -0.281  23.0606  23.7629   2.9991
 TLQ  C15  C  CR15  0  -0.210  26.5976  21.8613   1.6299
 TLQ  C16  C  CR15  0  -0.113  26.0819  21.3832   0.4639
 TLQ  C17  C  CR66  0   0.126  22.7162  21.0336  -0.4297
 TLQ  C18  C  CR66  0   0.150  21.8033  20.8136  -1.5002
 TLQ  C19  C  CR16  0  -0.354  20.5775  20.1681  -1.2034
 TLQ  C20  C  CR16  0  -0.233  20.2840  19.7569   0.0670
 TLQ  C21  C  CR16  0  -0.250  21.2022  19.9546   1.1138
 TLQ  C22  C  CR16  0  -0.301  22.3922  20.5789   0.8700
 TLQ  N06  N  NR5   0  -0.552  24.8483  21.9720   0.3387
 TLQ  N14  N  N     0  -0.439  25.7212  22.7264   2.2138
 TLQ  H1   H  H     0   0.200  20.2874  20.6028  -3.7825
 TLQ  H4   H  HCR6  0   0.280  23.6620  22.1386  -4.0345
 TLQ  H5   H  HCR6  0   0.285  25.2118  22.5773  -2.1681
 TLQ  H6   H  HCR6  0   0.264  23.1215  24.1726  -0.3679
 TLQ  H7   H  HCR6  0   0.259  21.1447  25.5153   0.1505
 TLQ  H8   H  HCR6  0   0.259  20.3773  25.7652   2.4910
 TLQ  H9   H  HCR6  0   0.259  21.6255  24.6479   4.3157
 TLQ  H10  H  HCR6  0   0.254  23.5971  23.2680   3.7981
 TLQ  H11  H  HCR5  0   0.256  27.5528  21.6291   2.0740
 TLQ  H12  H  HCR5  0   0.299  26.4543  20.6842  -0.2661
 TLQ  H13  H  HCR6  0   0.264  19.8504  19.9814  -1.9800
 TLQ  H14  H  HCR6  0   0.268  19.3409  19.2655   0.2659
 TLQ  H15  H  HCR6  0   0.267  20.9671  19.6077   2.1110
 TLQ  H16  H  HCR6  0   0.273  23.0963  20.7118   1.6793
 TLQ  O1   O  O     0  -0.367  21.5756  21.3616  -5.1055

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
 TLQ  C01  C02  single    1.478  0.020  1.478
 TLQ  C03  C02  aromatic  1.375  0.020  1.375
 TLQ  C03  C04  aromatic  1.398  0.020  1.398
 TLQ  C02  C18  aromatic  1.427  0.020  1.427
 TLQ  C04  C05  aromatic  1.369  0.020  1.369
 TLQ  C18  C19  aromatic  1.417  0.020  1.417
 TLQ  C18  C17  aromatic  1.424  0.020  1.424
 TLQ  C19  C20  aromatic  1.367  0.020  1.367
 TLQ  C05  C17  aromatic  1.419  0.020  1.419
 TLQ  C05  N06  single    1.415  0.020  1.415
 TLQ  C17  C22  aromatic  1.414  0.020  1.414
 TLQ  C20  C21  aromatic  1.406  0.020  1.406
 TLQ  N06  C16  aromatic  1.373  0.020  1.373
 TLQ  N06  C07  aromatic  1.368  0.020  1.368
 TLQ  C16  C15  aromatic  1.362  0.020  1.362
 TLQ  C22  C21  aromatic  1.366  0.020  1.366
 TLQ  C09  C10  aromatic  1.387  0.020  1.387
 TLQ  C09  C08  aromatic  1.395  0.020  1.395
 TLQ  C10  C11  aromatic  1.388  0.020  1.388
 TLQ  C07  C08  single    1.465  0.020  1.465
 TLQ  C07  N14  aromatic  1.310  0.020  1.310
 TLQ  C15  N14  aromatic  1.363  0.020  1.363
 TLQ  C08  C13  aromatic  1.396  0.020  1.396
 TLQ  C11  C12  aromatic  1.389  0.020  1.389
 TLQ  C13  C12  aromatic  1.386  0.020  1.386
 TLQ  C01  H1   single    0.930  0.020  1.080
 TLQ  C03  H4   single    0.930  0.020  1.080
 TLQ  C04  H5   single    0.930  0.020  1.080
 TLQ  C09  H6   single    0.930  0.020  1.080
 TLQ  C10  H7   single    0.930  0.020  1.080
 TLQ  C11  H8   single    0.930  0.020  1.080
 TLQ  C12  H9   single    0.930  0.020  1.080
 TLQ  C13  H10  single    0.930  0.020  1.080
 TLQ  C15  H11  single    0.930  0.020  1.080
 TLQ  C16  H12  single    0.930  0.020  1.080
 TLQ  C19  H13  single    0.930  0.020  1.080
 TLQ  C20  H14  single    0.930  0.020  1.080
 TLQ  C21  H15  single    0.930  0.020  1.080
 TLQ  C22  H16  single    0.930  0.020  1.080
 TLQ  C01  O1   double    1.209  0.020  1.209

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
 TLQ  O1   C01  H1   119.67  3.000
 TLQ  O1   C01  C02  123.35  3.000
 TLQ  H1   C01  C02  116.98  3.000
 TLQ  C18  C02  C03  120.03  3.000
 TLQ  C18  C02  C01  122.25  3.000
 TLQ  C03  C02  C01  117.72  3.000
 TLQ  H4   C03  C04  119.01  3.000
 TLQ  H4   C03  C02  119.81  3.000
 TLQ  C04  C03  C02  121.17  3.000
 TLQ  H5   C04  C05  119.99  3.000
 TLQ  H5   C04  C03  120.12  3.000
 TLQ  C05  C04  C03  119.87  3.000
 TLQ  N06  C05  C17  119.93  3.000
 TLQ  N06  C05  C04  118.60  3.000
 TLQ  C17  C05  C04  121.46  3.000
 TLQ  N14  C07  N06  110.60  3.000
 TLQ  N14  C07  C08  124.52  3.000
 TLQ  N06  C07  C08  124.88  3.000
 TLQ  C13  C08  C09  119.01  3.000
 TLQ  C13  C08  C07  118.49  3.000
 TLQ  C09  C08  C07  122.49  3.000
 TLQ  H6   C09  C10  119.04  3.000
 TLQ  H6   C09  C08  120.64  3.000
 TLQ  C10  C09  C08  120.31  3.000
 TLQ  H7   C10  C11  120.15  3.000
 TLQ  H7   C10  C09  119.49  3.000
 TLQ  C11  C10  C09  120.35  3.000
 TLQ  H8   C11  C12  120.19  3.000
 TLQ  H8   C11  C10  120.17  3.000
 TLQ  C12  C11  C10  119.64  3.000
 TLQ  H9   C12  C13  119.67  3.000
 TLQ  H9   C12  C11  120.16  3.000
 TLQ  C13  C12  C11  120.17  3.000
 TLQ  H10  C13  C12  119.94  3.000
 TLQ  H10  C13  C08  119.54  3.000
 TLQ  C12  C13  C08  120.52  3.000
 TLQ  H11  C15  N14  121.99  3.000
 TLQ  H11  C15  C16  127.76  3.000
 TLQ  N14  C15  C16  110.26  3.000
 TLQ  H12  C16  N06  121.83  3.000
 TLQ  H12  C16  C15  132.63  3.000
 TLQ  N06  C16  C15  105.53  3.000
 TLQ  C22  C17  C18  119.62  3.000
 TLQ  C22  C17  C05  121.92  3.000
 TLQ  C18  C17  C05  118.46  3.000
 TLQ  C19  C18  C17  117.88  3.000
 TLQ  C17  C18  C02  118.93  3.000
 TLQ  C19  C18  C02  123.18  3.000
 TLQ  H13  C19  C20  118.14  3.000
 TLQ  H13  C19  C18  120.70  3.000
 TLQ  C20  C19  C18  121.16  3.000
 TLQ  H14  C20  C21  119.74  3.000
 TLQ  H14  C20  C19  119.64  3.000
 TLQ  C21  C20  C19  120.61  3.000
 TLQ  H15  C21  C22  120.04  3.000
 TLQ  H15  C21  C20  119.95  3.000
 TLQ  C22  C21  C20  120.01  3.000
 TLQ  H16  C22  C21  119.35  3.000
 TLQ  H16  C22  C17  119.95  3.000
 TLQ  C21  C22  C17  120.70  3.000
 TLQ  C16  N06  C07  107.16  3.000
 TLQ  C07  N06  C05  128.47  3.000
 TLQ  C16  N06  C05  124.30  3.000
 TLQ  C15  N14  C07  106.45  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
 TLQ  CONST_01  C05  C04  C03  C02    0.00   0.0  0
 TLQ  CONST_02  C20  C19  C18  C02  180.00   0.0  0
 TLQ  CONST_03  C05  C17  C18  C02    0.00   0.0  0
 TLQ  CONST_04  C22  C17  C18  C02  180.00   0.0  0
 TLQ  CONST_05  C19  C18  C02  C03  180.00   0.0  0
 TLQ  CONST_06  C17  C18  C02  C03    0.00   0.0  0
 TLQ  CONST_07  C17  C05  C04  C03    0.00   0.0  0
 TLQ  CONST_08  N06  C05  C04  C03  180.00   0.0  0
 TLQ  CONST_09  C18  C02  C03  C04    0.00   0.0  0
 TLQ  CONST_10  C18  C17  C05  C04    0.00   0.0  0
 TLQ  CONST_11  C22  C17  C05  C04  180.00   0.0  0
 TLQ  CONST_14  C19  C18  C17  C05  180.00   0.0  0
 TLQ  CONST_15  C21  C22  C17  C05  180.00   0.0  0
 TLQ  CONST_16  C15  C16  N06  C05  180.00   0.0  0
 TLQ  CONST_17  C08  C07  N06  C05    0.00   0.0  0
 TLQ  CONST_18  N14  C07  N06  C05  180.00   0.0  0
 TLQ  CONST_20  C15  C16  N06  C07    0.00   0.0  0
 TLQ  CONST_21  C10  C09  C08  C07  180.00   0.0  0
 TLQ  CONST_22  C12  C13  C08  C07  180.00   0.0  0
 TLQ  CONST_23  C16  C15  N14  C07    0.00   0.0  0
 TLQ  CONST_24  C11  C10  C09  C08    0.00   0.0  0
 TLQ  CONST_25  C16  N06  C07  C08  180.00   0.0  0
 TLQ  CONST_26  C15  N14  C07  C08  180.00   0.0  0
 TLQ  CONST_27  C11  C12  C13  C08    0.00   0.0  0
 TLQ  CONST_28  C12  C11  C10  C09    0.00   0.0  0
 TLQ  CONST_31  C12  C13  C08  C09    0.00   0.0  0
 TLQ  CONST_32  C13  C08  C09  C10    0.00   0.0  0
 TLQ  CONST_33  C13  C12  C11  C10    0.00   0.0  0
 TLQ  CONST_36  N06  C07  N14  C15    0.00   0.0  0
 TLQ  CONST_38  N14  C07  N06  C16    0.00   0.0  0
 TLQ  CONST_39  C20  C19  C18  C17    0.00   0.0  0
 TLQ  CONST_40  C20  C21  C22  C17    0.00   0.0  0
 TLQ  CONST_41  C21  C20  C19  C18    0.00   0.0  0
 TLQ  CONST_42  N06  C05  C17  C18  180.00   0.0  0
 TLQ  CONST_43  C21  C22  C17  C18    0.00   0.0  0
 TLQ  CONST_44  C22  C17  C18  C19    0.00   0.0  0
 TLQ  CONST_45  C22  C21  C20  C19    0.00   0.0  0
 TLQ  CONST_46  N06  C05  C17  C22    0.00   0.0  0
 TLQ  CONST_47  N14  C15  C16  N06    0.00   0.0  0
 TLQ  CONST_48  C04  C03  C02  C01  180.00   0.0  0
 TLQ  CONST_49  C19  C18  C02  C01    0.00   0.0  0
 TLQ  CONST_50  C17  C18  C02  C01  180.00   0.0  0
 TLQ  CONST_51  H5   C04  C03  C02  180.00   0.0  0
 TLQ  CONST_52  H13  C19  C18  C02    0.00   0.0  0
 TLQ  CONST_53  H4   C03  C04  C05  180.00   0.0  0
 TLQ  CONST_54  H16  C22  C17  C05    0.00   0.0  0
 TLQ  CONST_55  H12  C16  N06  C05    0.00   0.0  0
 TLQ  CONST_56  H6   C09  C08  C07    0.00   0.0  0
 TLQ  CONST_57  H10  C13  C08  C07    0.00   0.0  0
 TLQ  CONST_58  H11  C15  N14  C07  180.00   0.0  0
 TLQ  CONST_59  H7   C10  C09  C08  180.00   0.0  0
 TLQ  CONST_60  H9   C12  C13  C08  180.00   0.0  0
 TLQ  CONST_61  H8   C11  C10  C09  180.00   0.0  0
 TLQ  CONST_62  H15  C21  C22  C17  180.00   0.0  0
 TLQ  CONST_63  H14  C20  C19  C18  180.00   0.0  0
 TLQ  Var_01    O1   C01  C02  C03    1.90  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
 TLQ  plan-1  C05  0.020
 TLQ  plan-1  C07  0.020
 TLQ  plan-1  C08  0.020
 TLQ  plan-1  C15  0.020
 TLQ  plan-1  C16  0.020
 TLQ  plan-1  N06  0.020
 TLQ  plan-1  N14  0.020
 TLQ  plan-1  H11  0.020
 TLQ  plan-1  H12  0.020
 TLQ  plan-2  C07  0.020
 TLQ  plan-2  C08  0.020
 TLQ  plan-2  C09  0.020
 TLQ  plan-2  C10  0.020
 TLQ  plan-2  C11  0.020
 TLQ  plan-2  C12  0.020
 TLQ  plan-2  C13  0.020
 TLQ  plan-2  H6   0.020
 TLQ  plan-2  H7   0.020
 TLQ  plan-2  H8   0.020
 TLQ  plan-2  H9   0.020
 TLQ  plan-2  H10  0.020
 TLQ  plan-3  C01  0.020
 TLQ  plan-3  C02  0.020
 TLQ  plan-3  C03  0.020
 TLQ  plan-3  C04  0.020
 TLQ  plan-3  C05  0.020
 TLQ  plan-3  C17  0.020
 TLQ  plan-3  C18  0.020
 TLQ  plan-3  C19  0.020
 TLQ  plan-3  C20  0.020
 TLQ  plan-3  C21  0.020
 TLQ  plan-3  C22  0.020
 TLQ  plan-3  N06  0.020
 TLQ  plan-3  H4   0.020
 TLQ  plan-3  H5   0.020
 TLQ  plan-3  H13  0.020
 TLQ  plan-3  H14  0.020
 TLQ  plan-3  H15  0.020
 TLQ  plan-3  H16  0.020
 TLQ  plan-4  C01  0.020
 TLQ  plan-4  C02  0.020
 TLQ  plan-4  H1   0.020
 TLQ  plan-4  O1   0.020

