# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 08:17:10 2020
#   Inital geometry file: a 98 line input string
#   Ligand name: 6-chloranyl-~{N}-(4-fluorophenyl)-1,2,3,4-tetrahydroacridin-9-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1ccc(Nc2c3CCCCc3nc4cc(Cl)ccc24)cc1
#
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
 5UU  5UU  6-chloranyl-~{N}-(4-fluorophenyl)-1,2,3,4-tetrahydroacridin-9-amine  ligand  39  23  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_5UU
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
 5UU  C10   C   CR6   0   0.296  -2.1997   0.7078  -0.6040
 5UU  C13   C   CR6   0   0.503  -3.7419   2.7635   0.4319
 5UU  C17   C   CR16  0  -0.275  -2.0098   1.1438   0.7069
 5UU  C20   C   CR16  0  -0.402  -3.9683   2.3381  -0.8626
 5UU  C21   C   CH2   0  -0.507   1.2609  -4.0935   0.5365
 5UU  C22   C   CH2   0  -0.443  -0.9080  -4.6098  -0.5439
 5UU  C01   C   CR6   0   0.367  -0.2752  -0.8336  -0.6305
 5UU  C02   C   CR66  0   0.063   0.8198   0.0376  -0.3632
 5UU  N03   N   N     0  -0.482   2.0589  -1.8401   0.5381
 5UU  C04   C   CR66  0   0.161   1.9602  -0.5269   0.2506
 5UU  C05   C   CR6   0  -0.045  -0.1331  -2.1896  -0.3928
 5UU  C06   C   CR6   0   0.179   1.0709  -2.6372   0.2084
 5UU  N07   N   NH1   0  -0.777  -1.4473  -0.3291  -1.1669
 5UU  C08   C   CR16  0  -0.258   3.0611   0.3021   0.5706
 5UU  C09   C   CR16  0  -0.306   0.8413   1.4064  -0.7119
 5UU  C11   C   CR6   0  -0.054   3.0249   1.6270   0.2462
 5UU  C12   C   CR16  0  -0.211   1.9199   2.1930  -0.4168
 5UU  CL14  CL  CL    0  -0.124   4.3709   2.6469   0.6293
 5UU  F15   F   F     0  -0.319  -4.4847   3.7657   0.9344
 5UU  C16   C   CH2   0  -0.519  -1.2721  -3.1367  -0.6836
 5UU  C18   C   CR16  0  -0.309  -3.1865   1.3175  -1.3794
 5UU  C19   C   CR16  0  -0.402  -2.7724   2.1807   1.2229
 5UU  C23   C   CH2   0  -0.449  -0.0523  -4.8441   0.6888
 5UU  H1    H   HCR6  0   0.280  -1.2706   0.6750   1.3424
 5UU  H2    H   HCR6  0   0.281  -4.7333   2.8038  -1.4700
 5UU  H4    H   HCH2  0   0.255   1.8744  -4.1666   1.4356
 5UU  H5    H   HCH2  0   0.243  -1.8233  -5.2027  -0.5081
 5UU  H6    H   HCH2  0   0.228  -0.3574  -4.9413  -1.4291
 5UU  H7    H   HNH1  0   0.401  -1.9846  -0.9746  -1.7243
 5UU  H8    H   HCR6  0   0.279   3.9196  -0.1414   1.0567
 5UU  H9    H   HCR6  0   0.278   0.0079   1.8493  -1.2377
 5UU  H10   H   HCR6  0   0.282   1.9299   3.2372  -0.6966
 5UU  H11   H   HCH2  0   0.250  -1.6588  -2.9708  -1.6938
 5UU  H12   H   HCH2  0   0.256  -2.0974  -2.8997  -0.0032
 5UU  H13   H   HCR6  0   0.277  -3.3445   0.9928  -2.4001
 5UU  H14   H   HCR6  0   0.281  -2.6174   2.5166   2.2396
 5UU  H15   H   HCH2  0   0.242   0.1438  -5.9083   0.8284
 5UU  H16   H   HCH2  0   0.227  -0.5800  -4.4993   1.5836
 5UU  H3    H   HCH2  0   0.253   1.8444  -4.5536  -0.2692

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
 5UU  CL14  C11  single    1.732  0.020  1.732
 5UU  C08   C11  aromatic  1.364  0.020  1.364
 5UU  C08   C04  aromatic  1.415  0.020  1.415
 5UU  N03   C04  aromatic  1.348  0.020  1.348
 5UU  N03   C06  aromatic  1.312  0.020  1.312
 5UU  C11   C12  aromatic  1.407  0.020  1.407
 5UU  C21   C23  single    1.520  0.020  1.520
 5UU  C21   C06  single    1.505  0.020  1.505
 5UU  C04   C02  aromatic  1.413  0.020  1.413
 5UU  C23   C22  single    1.519  0.020  1.519
 5UU  C06   C05  aromatic  1.418  0.020  1.418
 5UU  C12   C09  aromatic  1.367  0.020  1.367
 5UU  C02   C09  aromatic  1.413  0.020  1.413
 5UU  C02   C01  aromatic  1.425  0.020  1.425
 5UU  C05   C01  aromatic  1.384  0.020  1.384
 5UU  C05   C16  single    1.510  0.020  1.510
 5UU  C22   C16  single    1.524  0.020  1.524
 5UU  C01   N07  single    1.384  0.020  1.384
 5UU  N07   C10  single    1.399  0.020  1.399
 5UU  C10   C18  aromatic  1.395  0.020  1.395
 5UU  C10   C17  aromatic  1.394  0.020  1.394
 5UU  C18   C20  aromatic  1.386  0.020  1.386
 5UU  C17   C19  aromatic  1.387  0.020  1.387
 5UU  C20   C13  aromatic  1.381  0.020  1.381
 5UU  C19   C13  aromatic  1.380  0.020  1.380
 5UU  C13   F15  single    1.345  0.020  1.345
 5UU  C17   H1   single    0.930  0.020  1.080
 5UU  C20   H2   single    0.930  0.020  1.080
 5UU  C21   H3   single    0.970  0.020  1.090
 5UU  C21   H4   single    0.970  0.020  1.090
 5UU  C22   H5   single    0.970  0.020  1.090
 5UU  C22   H6   single    0.970  0.020  1.090
 5UU  N07   H7   single    0.890  0.020  1.040
 5UU  C08   H8   single    0.930  0.020  1.080
 5UU  C09   H9   single    0.930  0.020  1.080
 5UU  C12   H10  single    0.930  0.020  1.080
 5UU  C16   H11  single    0.970  0.020  1.090
 5UU  C16   H12  single    0.970  0.020  1.090
 5UU  C18   H13  single    0.930  0.020  1.080
 5UU  C19   H14  single    0.930  0.020  1.080
 5UU  C23   H15  single    0.970  0.020  1.090
 5UU  C23   H16  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
 5UU  C18   C10  N07  118.72  3.000
 5UU  C18   C10  C17  118.82  3.000
 5UU  N07   C10  C17  122.46  3.000
 5UU  C19   C13  F15  119.24  3.000
 5UU  F15   C13  C20  119.28  3.000
 5UU  C19   C13  C20  121.48  3.000
 5UU  H1    C17  C19  118.77  3.000
 5UU  H1    C17  C10  120.65  3.000
 5UU  C19   C17  C10  120.58  3.000
 5UU  H2    C20  C18  120.43  3.000
 5UU  H2    C20  C13  120.62  3.000
 5UU  C18   C20  C13  118.94  3.000
 5UU  H4    C21  H3   106.16  3.000
 5UU  H4    C21  C23  111.72  3.000
 5UU  H3    C21  C23  109.05  3.000
 5UU  H4    C21  C06  108.39  3.000
 5UU  H3    C21  C06  108.25  3.000
 5UU  C23   C21  C06  112.99  3.000
 5UU  H6    C22  H5   106.51  3.000
 5UU  H6    C22  C23  109.05  3.000
 5UU  H5    C22  C23  111.23  3.000
 5UU  H6    C22  C16  109.82  3.000
 5UU  H5    C22  C16  109.14  3.000
 5UU  C23   C22  C16  110.99  3.000
 5UU  N07   C01  C05  120.70  3.000
 5UU  N07   C01  C02  120.04  3.000
 5UU  C05   C01  C02  119.21  3.000
 5UU  C09   C02  C04  118.82  3.000
 5UU  C09   C02  C01  123.91  3.000
 5UU  C04   C02  C01  117.23  3.000
 5UU  C06   N03  C04  118.91  3.000
 5UU  C08   C04  N03  117.76  3.000
 5UU  N03   C04  C02  122.75  3.000
 5UU  C08   C04  C02  119.49  3.000
 5UU  C16   C05  C06  121.61  3.000
 5UU  C16   C05  C01  120.28  3.000
 5UU  C06   C05  C01  117.98  3.000
 5UU  C05   C06  N03  123.66  3.000
 5UU  C05   C06  C21  120.33  3.000
 5UU  N03   C06  C21  115.99  3.000
 5UU  H7    N07  C01  115.61  3.000
 5UU  H7    N07  C10  114.23  3.000
 5UU  C01   N07  C10  124.71  3.000
 5UU  H8    C08  C11  121.74  3.000
 5UU  H8    C08  C04  118.62  3.000
 5UU  C11   C08  C04  119.64  3.000
 5UU  H9    C09  C12  118.54  3.000
 5UU  H9    C09  C02  120.37  3.000
 5UU  C12   C09  C02  121.08  3.000
 5UU  CL14  C11  C12  118.53  3.000
 5UU  C12   C11  C08  121.56  3.000
 5UU  CL14  C11  C08  119.91  3.000
 5UU  H10   C12  C11  120.21  3.000
 5UU  H10   C12  C09  120.47  3.000
 5UU  C11   C12  C09  119.32  3.000
 5UU  H12   C16  H11  105.92  3.000
 5UU  H12   C16  C05  108.24  3.000
 5UU  H11   C16  C05  110.44  3.000
 5UU  H12   C16  C22  109.40  3.000
 5UU  H11   C16  C22  108.40  3.000
 5UU  C05   C16  C22  114.11  3.000
 5UU  H13   C18  C20  119.35  3.000
 5UU  H13   C18  C10  119.74  3.000
 5UU  C20   C18  C10  120.91  3.000
 5UU  H14   C19  C17  120.20  3.000
 5UU  H14   C19  C13  120.54  3.000
 5UU  C17   C19  C13  119.26  3.000
 5UU  H16   C23  H15  106.81  3.000
 5UU  H16   C23  C22  110.08  3.000
 5UU  H15   C23  C22  110.83  3.000
 5UU  H16   C23  C21  110.05  3.000
 5UU  H15   C23  C21  109.82  3.000
 5UU  C22   C23  C21  109.22  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
 5UU  CONST_01  C13   C20  C18  C10    0.00   0.0  0
 5UU  CONST_02  C13   C19  C17  C10    0.00   0.0  0
 5UU  CONST_03  C20   C18  C10  C17    0.00   0.0  0
 5UU  CONST_04  C20   C13  C19  C17    0.00   0.0  0
 5UU  CONST_05  C08   C04  C02  C01  180.00   0.0  0
 5UU  CONST_06  N03   C04  C02  C01    0.00   0.0  0
 5UU  CONST_07  C12   C09  C02  C01  180.00   0.0  0
 5UU  CONST_08  N03   C06  C05  C01    0.00   0.0  0
 5UU  CONST_09  C11   C08  C04  C02    0.00   0.0  0
 5UU  CONST_10  C06   N03  C04  C02    0.00   0.0  0
 5UU  CONST_11  C11   C12  C09  C02    0.00   0.0  0
 5UU  CONST_12  C06   C05  C01  C02    0.00   0.0  0
 5UU  CONST_13  C11   C08  C04  N03  180.00   0.0  0
 5UU  CONST_14  C09   C02  C04  N03  180.00   0.0  0
 5UU  CONST_15  C12   C11  C08  C04    0.00   0.0  0
 5UU  CONST_16  C05   C06  N03  C04    0.00   0.0  0
 5UU  CONST_17  C12   C09  C02  C04    0.00   0.0  0
 5UU  CONST_18  C05   C01  C02  C04    0.00   0.0  0
 5UU  CONST_19  C09   C02  C01  C05  180.00   0.0  0
 5UU  CONST_20  C08   C04  N03  C06  180.00   0.0  0
 5UU  CONST_21  C09   C12  C11  C08    0.00   0.0  0
 5UU  CONST_22  C09   C02  C04  C08    0.00   0.0  0
 5UU  CONST_23  C19   C17  C10  C18    0.00   0.0  0
 5UU  CONST_24  C19   C13  C20  C18    0.00   0.0  0
 5UU  CONST_25  F15   C13  C19  C17  180.00   0.0  0
 5UU  CONST_26  N07   C10  C18  C20  180.00   0.0  0
 5UU  CONST_27  CL14  C11  C08  C04  180.00   0.0  0
 5UU  CONST_28  N07   C01  C02  C04  180.00   0.0  0
 5UU  CONST_29  N07   C01  C05  C06  180.00   0.0  0
 5UU  CONST_30  C09   C02  C01  N07    0.00   0.0  0
 5UU  CONST_31  C16   C05  C01  N07    0.00   0.0  0
 5UU  CONST_32  C19   C17  C10  N07  180.00   0.0  0
 5UU  CONST_33  CL14  C11  C12  C09  180.00   0.0  0
 5UU  CONST_34  C18   C20  C13  F15  180.00   0.0  0
 5UU  CONST_35  H2    C20  C18  C10  180.00   0.0  0
 5UU  CONST_36  H14   C19  C17  C10  180.00   0.0  0
 5UU  CONST_37  H13   C18  C20  C13  180.00   0.0  0
 5UU  CONST_38  H1    C17  C19  C13  180.00   0.0  0
 5UU  CONST_39  H9    C09  C02  C01    0.00   0.0  0
 5UU  CONST_40  H8    C08  C04  C02  180.00   0.0  0
 5UU  CONST_41  H10   C12  C09  C02  180.00   0.0  0
 5UU  Var_01    C16   C22  C23  C21  -63.16  30.0  1
 5UU  Var_02    C06   C21  C23  C22   52.76  30.0  1
 5UU  Var_03    C06   C05  C16  C22  -11.76  30.0  1
 5UU  Var_04    C23   C21  C06  N03  155.75  30.0  1
 5UU  Var_05    C23   C22  C16  C05   42.23  30.0  1
 5UU  Var_06    C02   C01  N07  C10  -55.75  30.0  2
 5UU  Var_07    C01   N07  C10  C17  -14.60  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
 5UU  plan-1  C10   0.020
 5UU  plan-1  C13   0.020
 5UU  plan-1  C17   0.020
 5UU  plan-1  C20   0.020
 5UU  plan-1  N07   0.020
 5UU  plan-1  F15   0.020
 5UU  plan-1  C18   0.020
 5UU  plan-1  C19   0.020
 5UU  plan-1  H1    0.020
 5UU  plan-1  H2    0.020
 5UU  plan-1  H13   0.020
 5UU  plan-1  H14   0.020
 5UU  plan-2  C21   0.020
 5UU  plan-2  C01   0.020
 5UU  plan-2  C02   0.020
 5UU  plan-2  N03   0.020
 5UU  plan-2  C04   0.020
 5UU  plan-2  C05   0.020
 5UU  plan-2  C06   0.020
 5UU  plan-2  N07   0.020
 5UU  plan-2  C08   0.020
 5UU  plan-2  C09   0.020
 5UU  plan-2  C11   0.020
 5UU  plan-2  C12   0.020
 5UU  plan-2  CL14  0.020
 5UU  plan-2  C16   0.020
 5UU  plan-2  H8    0.020
 5UU  plan-2  H9    0.020
 5UU  plan-2  H10   0.020

