# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 04:21:44 2020
#   Inital geometry file: a 150 line input string
#   Ligand name: (1R,5R)-5-{(1Z)-N-[(4'-fluorobiphenyl-4-yl)methoxy]butanimidoyl}-2,2-dimethyl-4,6-dioxocyclohexanecarbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCC(=N/OCc1ccc(cc1)c2ccc(F)cc2)/[C@@H]3C(=O)CC(C)(C)[C@H](C#N)C3=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
 743  743  (1R,5R)-5-{(1Z)-N-[(4'-fluorobiphenyl-4-yl)methoxy]butanimidoyl}-2,2-dimethyl-4,6-dioxocyclohexanecarbonitrile  ligand  59  32  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_743
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
 743  C1    C  CR6   0   0.517  -7.1545   1.5322  -0.2932
 743  F1    F  F     0  -0.314  -8.3348   2.1105  -0.5660
 743  C2    C  CR16  0  -0.396  -6.7419   1.4392   1.0218
 743  C3    C  CR16  0  -0.291  -5.5202   0.8427   1.2928
 743  C4    C  CR6   0   0.075  -4.7146   0.3410   0.2694
 743  C5    C  CR16  0  -0.291  -5.1703   0.4537  -1.0450
 743  C6    C  CR16  0  -0.397  -6.3886   1.0481  -1.3359
 743  C7    C  CR6   0   0.085  -3.4168  -0.2938   0.5712
 743  C8    C  CR16  0  -0.299  -2.9826  -1.4116  -0.1441
 743  C9    C  CR16  0  -0.259  -1.7700  -2.0131   0.1475
 743  C10   C  CR6   0   0.052  -0.9571  -1.5194   1.1633
 743  C11   C  CR16  0  -0.277  -1.3825  -0.4024   1.8733
 743  C12   C  CR16  0  -0.296  -2.5959   0.2018   1.5844
 743  C13   C  CH2   0  -0.202   0.3645  -2.1566   1.4586
 743  O14   O  O2    0  -0.409   1.2810  -1.6679   0.4803
 743  N15   N  N     0  -0.083   2.5441  -2.1063   0.7331
 743  C16   C  C     0   0.245   3.4218  -1.5549   0.0015
 743  C17   C  CH1   0  -0.552   3.1064  -0.5552  -1.1048
 743  C18   C  C     0   0.470   1.8327   0.2700  -0.9403
 743  O18   O  O     0  -0.350   0.9424   0.2319  -1.7447
 743  C19   C  CH1   0  -0.430   1.8758   1.3715   0.1230
 743  C20   C  CT    0  -0.161   3.0476   2.3425  -0.2243
 743  C21   C  CH2   0  -0.538   4.3552   1.5343  -0.2836
 743  C22   C  C     0   0.408   4.2748   0.4220  -1.2924
 743  O22   O  O     0  -0.355   5.0455   0.2969  -2.2093
 743  C23   C  CSP   0   0.153   2.0146   0.8800   1.4863
 743  N23   N  NS    0  -0.260   2.1308   0.5640   2.5862
 743  C24   C  CH3   0  -0.650   2.7671   3.0062  -1.5746
 743  C25   C  CH3   0  -0.638   3.1582   3.4318   0.8391
 743  C26   C  CH2   0  -0.521   4.8260  -2.0594   0.1533
 743  C27   C  CH2   0  -0.429   5.2606  -2.9577  -1.0090
 743  C28   C  CH3   0  -0.663   6.6597  -3.5146  -0.7900
 743  H2    H  HCR6  0   0.282  -7.3649   1.8153   1.8227
 743  H3    H  HCR6  0   0.267  -5.2045   0.7502   2.3239
 743  H5    H  HCR6  0   0.267  -4.5602   0.0905  -1.8623
 743  H6    H  HCR6  0   0.282  -6.7298   1.1399  -2.3586
 743  H8    H  HCR6  0   0.256  -3.6090  -1.8327  -0.9207
 743  H9    H  HCR6  0   0.255  -1.4623  -2.8890  -0.4112
 743  H11   H  HCR6  0   0.254  -0.7602   0.0039   2.6612
 743  H12   H  HCR6  0   0.256  -2.8960   1.0798   2.1427
 743  H13   H  HCH2  0   0.240   0.7109  -1.8934   2.4607
 743  H13A  H  HCH2  0   0.245   0.3040  -3.2465   1.3890
 743  H17   H  HCH1  0   0.346   3.0020  -1.1324  -2.0304
 743  H19   H  HCH1  0   0.354   0.9295   1.9190   0.0788
 743  H21   H  HCH2  0   0.297   5.1903   2.1909  -0.5296
 743  H21A  H  HCH2  0   0.288   4.5667   1.1033   0.7031
 743  H24   H  HCH3  0   0.255   1.8183   3.5440  -1.5513
 743  H24A  H  HCH3  0   0.257   3.5529   3.7296  -1.7932
 743  H24B  H  HCH3  0   0.246   2.7291   2.3105  -2.4136
 743  H25   H  HCH3  0   0.248   3.3892   3.0324   1.8265
 743  H25A  H  HCH3  0   0.252   3.9518   4.1303   0.5730
 743  H25B  H  HCH3  0   0.249   2.2273   3.9965   0.9082
 743  H26   H  HCH2  0   0.247   5.5317  -1.2297   0.2599
 743  H26A  H  HCH2  0   0.268   4.8775  -2.6279   1.0838
 743  H27   H  HCH2  0   0.234   4.5442  -3.7768  -1.1065
 743  H27A  H  HCH2  0   0.232   5.2326  -2.4043  -1.9498
 743  H28   H  HCH3  0   0.234   6.9571  -4.1636  -1.6137
 743  H28A  H  HCH3  0   0.223   7.3963  -2.7131  -0.7157
 743  H28B  H  HCH3  0   0.223   6.7119  -4.0997   0.1297

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
 743  C1   F1    single    1.342  0.020  1.342
 743  C1   C2    aromatic  1.381  0.020  1.381
 743  C1   C6    aromatic  1.381  0.020  1.381
 743  C2   C3    aromatic  1.386  0.020  1.386
 743  C3   C4    aromatic  1.396  0.020  1.396
 743  C4   C5    aromatic  1.396  0.020  1.396
 743  C4   C7    single    1.476  0.020  1.476
 743  C5   C6    aromatic  1.386  0.020  1.386
 743  C7   C8    aromatic  1.396  0.020  1.396
 743  C7   C12   aromatic  1.395  0.020  1.395
 743  C8   C9    aromatic  1.385  0.020  1.385
 743  C9   C10   aromatic  1.392  0.020  1.392
 743  C10  C11   aromatic  1.390  0.020  1.390
 743  C10  C13   single    1.497  0.020  1.497
 743  C11  C12   aromatic  1.386  0.020  1.386
 743  C13  O14   single    1.427  0.020  1.427
 743  O14  N15   single    1.361  0.020  1.361
 743  N15  C16   double    1.269  0.020  1.269
 743  C16  C17   single    1.524  0.020  1.524
 743  C16  C26   single    1.500  0.020  1.500
 743  C17  C18   single    1.527  0.020  1.527
 743  C17  C22   single    1.535  0.020  1.535
 743  C18  O18   double    1.200  0.020  1.200
 743  C18  C19   single    1.532  0.020  1.532
 743  C19  C20   single    1.561  0.020  1.561
 743  C19  C23   single    1.456  0.020  1.456
 743  C20  C21   single    1.538  0.020  1.538
 743  C20  C24   single    1.530  0.020  1.530
 743  C20  C25   single    1.526  0.020  1.526
 743  C21  C22   single    1.504  0.020  1.504
 743  C22  O22   double    1.204  0.020  1.204
 743  C23  N23   triple    1.150  0.020  1.150
 743  C26  C27   single    1.532  0.020  1.532
 743  C27  C28   single    1.522  0.020  1.522
 743  C2   H2    single    0.930  0.020  1.080
 743  C3   H3    single    0.930  0.020  1.080
 743  C5   H5    single    0.930  0.020  1.080
 743  C6   H6    single    0.930  0.020  1.080
 743  C8   H8    single    0.930  0.020  1.080
 743  C9   H9    single    0.930  0.020  1.080
 743  C11  H11   single    0.930  0.020  1.080
 743  C12  H12   single    0.930  0.020  1.080
 743  C13  H13   single    0.970  0.020  1.090
 743  C13  H13A  single    0.970  0.020  1.090
 743  C17  H17   single    0.970  0.020  1.090
 743  C19  H19   single    0.970  0.020  1.090
 743  C21  H21   single    0.970  0.020  1.090
 743  C21  H21A  single    0.970  0.020  1.090
 743  C24  H24   single    0.970  0.020  1.090
 743  C24  H24A  single    0.970  0.020  1.090
 743  C24  H24B  single    0.970  0.020  1.090
 743  C25  H25   single    0.970  0.020  1.090
 743  C25  H25A  single    0.970  0.020  1.090
 743  C25  H25B  single    0.970  0.020  1.090
 743  C26  H26   single    0.970  0.020  1.090
 743  C26  H26A  single    0.970  0.020  1.090
 743  C27  H27   single    0.970  0.020  1.090
 743  C27  H27A  single    0.970  0.020  1.090
 743  C28  H28   single    0.970  0.020  1.090
 743  C28  H28A  single    0.970  0.020  1.090
 743  C28  H28B  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
 743  C6    C1   C2    121.96  3.000
 743  C6    C1   F1    119.02  3.000
 743  C2    C1   F1    119.02  3.000
 743  H2    C2   C3    120.82  3.000
 743  H2    C2   C1    120.60  3.000
 743  C3    C2   C1    118.58  3.000
 743  H3    C3   C4    119.96  3.000
 743  H3    C3   C2    118.69  3.000
 743  C4    C3   C2    121.33  3.000
 743  C7    C4   C5    120.96  3.000
 743  C7    C4   C3    120.81  3.000
 743  C5    C4   C3    118.23  3.000
 743  H5    C5   C6    118.72  3.000
 743  H5    C5   C4    119.99  3.000
 743  C6    C5   C4    121.28  3.000
 743  H6    C6   C5    120.79  3.000
 743  H6    C6   C1    120.59  3.000
 743  C5    C6   C1    118.62  3.000
 743  C12   C7   C8    118.26  3.000
 743  C12   C7   C4    120.87  3.000
 743  C8    C7   C4    120.87  3.000
 743  H8    C8   C9    119.25  3.000
 743  H8    C8   C7    119.92  3.000
 743  C9    C8   C7    120.81  3.000
 743  H9    C9   C10   119.83  3.000
 743  H9    C9   C8    119.43  3.000
 743  C10   C9   C8    120.74  3.000
 743  C13   C10  C11   120.77  3.000
 743  C13   C10  C9    120.58  3.000
 743  C11   C10  C9    118.63  3.000
 743  H11   C11  C12   119.42  3.000
 743  H11   C11  C10   119.81  3.000
 743  C12   C11  C10   120.77  3.000
 743  H12   C12  C11   119.24  3.000
 743  H12   C12  C7    119.97  3.000
 743  C11   C12  C7    120.78  3.000
 743  H13A  C13  H13   108.42  3.000
 743  H13A  C13  O14   109.47  3.000
 743  H13   C13  O14   110.04  3.000
 743  H13A  C13  C10   111.28  3.000
 743  H13   C13  C10   111.00  3.000
 743  O14   C13  C10   106.62  3.000
 743  N15   O14  C13   111.01  3.000
 743  C16   N15  O14   113.27  3.000
 743  C26   C16  C17   119.20  3.000
 743  C26   C16  N15   116.30  3.000
 743  C17   C16  N15   124.09  3.000
 743  H17   C17  C22   107.74  3.000
 743  H17   C17  C18   107.23  3.000
 743  C22   C17  C18   107.71  3.000
 743  H17   C17  C16   106.70  3.000
 743  C22   C17  C16   110.41  3.000
 743  C18   C17  C16   116.68  3.000
 743  C19   C18  O18   120.59  3.000
 743  C19   C18  C17   116.11  3.000
 743  O18   C18  C17   121.97  3.000
 743  H19   C19  C23   106.82  3.000
 743  H19   C19  C20   109.20  3.000
 743  C23   C19  C20   110.29  3.000
 743  H19   C19  C18   107.91  3.000
 743  C23   C19  C18   114.20  3.000
 743  C20   C19  C18   108.30  3.000
 743  C25   C20  C24   108.57  3.000
 743  C25   C20  C21   109.89  3.000
 743  C24   C20  C21   110.46  3.000
 743  C25   C20  C19   110.08  3.000
 743  C24   C20  C19   109.18  3.000
 743  C21   C20  C19   108.66  3.000
 743  H21A  C21  H21   106.97  3.000
 743  H21A  C21  C22   108.84  3.000
 743  H21   C21  C22   109.57  3.000
 743  H21A  C21  C20   109.61  3.000
 743  H21   C21  C20   110.08  3.000
 743  C22   C21  C20   111.65  3.000
 743  O22   C22  C21   123.60  3.000
 743  O22   C22  C17   120.94  3.000
 743  C21   C22  C17   115.45  3.000
 743  N23   C23  C19   180.00  3.000
 743  H24B  C24  H24A  107.11  3.000
 743  H24B  C24  H24   107.49  3.000
 743  H24A  C24  H24   107.71  3.000
 743  H24B  C24  C20   114.11  3.000
 743  H24A  C24  C20   109.43  3.000
 743  H24   C24  C20   110.75  3.000
 743  H25B  C25  H25A  107.76  3.000
 743  H25B  C25  H25   108.25  3.000
 743  H25A  C25  H25   107.56  3.000
 743  H25B  C25  C20   110.59  3.000
 743  H25A  C25  C20   109.88  3.000
 743  H25   C25  C20   112.64  3.000
 743  H26A  C26  H26   106.34  3.000
 743  H26A  C26  C27   109.15  3.000
 743  H26   C26  C27   109.60  3.000
 743  H26A  C26  C16   107.80  3.000
 743  H26   C26  C16   111.01  3.000
 743  C27   C26  C16   112.71  3.000
 743  H27A  C27  H27   106.63  3.000
 743  H27A  C27  C28   109.46  3.000
 743  H27   C27  C28   109.96  3.000
 743  H27A  C27  C26   110.45  3.000
 743  H27   C27  C26   108.74  3.000
 743  C28   C27  C26   111.49  3.000
 743  H28B  C28  H28A  107.71  3.000
 743  H28B  C28  H28   107.73  3.000
 743  H28A  C28  H28   107.73  3.000
 743  H28B  C28  C27   111.19  3.000
 743  H28A  C28  C27   111.21  3.000
 743  H28   C28  C27   111.10  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
 743  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 743  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 743  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 743  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 743  CONST_05  C7   C4   C3   C2    180.00   0.0  0
 743  CONST_06  C6   C1   C2   C3      0.00   0.0  0
 743  CONST_07  C6   C5   C4   C3      0.00   0.0  0
 743  CONST_10  C9   C8   C7   C4    180.00   0.0  0
 743  CONST_11  C11  C12  C7   C4    180.00   0.0  0
 743  CONST_14  C7   C4   C5   C6    180.00   0.0  0
 743  CONST_15  C10  C9   C8   C7      0.00   0.0  0
 743  CONST_16  C10  C11  C12  C7      0.00   0.0  0
 743  CONST_17  C11  C12  C7   C8      0.00   0.0  0
 743  CONST_18  C11  C10  C9   C8      0.00   0.0  0
 743  CONST_19  C12  C7   C8   C9      0.00   0.0  0
 743  CONST_20  C12  C11  C10  C9      0.00   0.0  0
 743  CONST_21  C3   C2   C1   F1    180.00   0.0  0
 743  CONST_22  C5   C6   C1   F1    180.00   0.0  0
 743  CONST_23  C13  C10  C9   C8    180.00   0.0  0
 743  CONST_24  C13  C10  C11  C12   180.00   0.0  0
 743  CONST_25  H3   C3   C2   C1    180.00   0.0  0
 743  CONST_26  H5   C5   C6   C1    180.00   0.0  0
 743  CONST_27  H6   C6   C1   C2    180.00   0.0  0
 743  CONST_28  H2   C2   C3   C4    180.00   0.0  0
 743  CONST_29  H8   C8   C7   C4      0.00   0.0  0
 743  CONST_30  H12  C12  C7   C4      0.00   0.0  0
 743  CONST_31  H9   C9   C8   C7    180.00   0.0  0
 743  CONST_32  H11  C11  C12  C7    180.00   0.0  0
 743  Var_01    C20  C21  C22  C17   -55.45  30.0  1
 743  Var_02    C22  C21  C20  C19    57.82  30.0  1
 743  Var_03    O14  C13  C10  C9     79.58  30.0  2
 743  Var_04    H24  C24  C20  C19    58.04  30.0  3
 743  Var_05    H25  C25  C20  C19    62.32  30.0  3
 743  Var_06    C17  C16  N15  O14    -3.08   0.0  2
 743  Var_07    C27  C26  C16  C17   -68.45  30.0  3
 743  Var_08    C28  C27  C26  C16  -176.89  30.0  3
 743  Var_09    H28  C28  C27  C26   179.21  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 743  chir_01  C17  C16  C18  C22  negativ
 743  chir_02  C19  C18  C20  C23  positiv

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
 743  plan-1  C1   0.020
 743  plan-1  F1   0.020
 743  plan-1  C2   0.020
 743  plan-1  C3   0.020
 743  plan-1  C4   0.020
 743  plan-1  C5   0.020
 743  plan-1  C6   0.020
 743  plan-1  C7   0.020
 743  plan-1  H2   0.020
 743  plan-1  H3   0.020
 743  plan-1  H5   0.020
 743  plan-1  H6   0.020
 743  plan-2  C4   0.020
 743  plan-2  C7   0.020
 743  plan-2  C8   0.020
 743  plan-2  C9   0.020
 743  plan-2  C10  0.020
 743  plan-2  C11  0.020
 743  plan-2  C12  0.020
 743  plan-2  C13  0.020
 743  plan-2  H8   0.020
 743  plan-2  H9   0.020
 743  plan-2  H11  0.020
 743  plan-2  H12  0.020
 743  plan-3  C17  0.020
 743  plan-3  C18  0.020
 743  plan-3  O18  0.020
 743  plan-3  C19  0.020
 743  plan-4  C17  0.020
 743  plan-4  C21  0.020
 743  plan-4  C22  0.020
 743  plan-4  O22  0.020
 743  plan-5  O14  0.020
 743  plan-5  N15  0.020
 743  plan-5  C16  0.020
 743  plan-5  C17  0.020
 743  plan-5  C26  0.020

