# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 13 08:14:41 2022
#   Inital geometry file: a 130 line input string
#   Ligand name: (3~{R},4~{S})-1-(4-fluorophenyl)-3-[(3~{S})-3-(4-fluorophenyl)-3-oxidanyl-propyl]-4-(4-hydroxyphenyl)azetidin-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@@H](CC[C@@H]1[C@H](N(C1=O)c2ccc(F)cc2)c3ccc(O)cc3)c4ccc(F)cc4
#
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
 H56  H56  (3~{R},4~{S})-1-(4-fluorophenyl)-3-[(3~{S})-3-(4-fluorophenyl)-3-oxidanyl-propyl]-4-(4-hydroxyphenyl)azetidin-2-one  ligand  51  30  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_H56
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
 H56  C4    C  CR16  0  -0.296  171.0980  175.0798  187.3821
 H56  C5    C  CR16  0  -0.402  170.3291  174.7426  188.4854
 H56  C6    C  CR6   0   0.513  170.6400  175.2941  189.7117
 H56  C7    C  CR16  0  -0.401  171.6990  176.1679  189.8646
 H56  C8    C  CR16  0  -0.297  172.4698  176.5004  188.7619
 H56  C13   C  CR6   0   0.064  174.2701  179.2668  180.9507
 H56  C15   C  CR16  0  -0.396  175.3253  178.2107  179.0403
 H56  C2    C  C     0  -0.131  172.8555  175.7595  185.0215
 H56  C3    C  CR6   0   0.351  172.1711  175.9611  187.5094
 H56  C9    C  C     0  -0.434  173.9571  176.7925  184.6521
 H56  C12   C  CH1   0   0.007  174.4220  179.8961  182.3146
 H56  C16   C  CR6   0   0.510  174.0774  178.0475  178.4698
 H56  C18   C  CR16  0  -0.287  173.0317  179.0858  180.3441
 H56  C1    C  C     0   0.547  173.8543  177.2424  186.1020
 H56  N1    N  N     0  -0.563  172.9251  176.2836  186.3872
 H56  O3    O  OH1   0  -0.661  173.2614  180.6381  182.6012
 H56  C14   C  CR16  0  -0.276  175.4085  178.8245  180.2805
 H56  C17   C  CR16  0  -0.396  172.9269  178.4744  179.1003
 H56  C19   C  CR6   0   0.148  173.1703  174.3044  184.8631
 H56  C20   C  CR16  0  -0.299  174.1684  173.6850  185.6131
 H56  C21   C  CR16  0  -0.320  174.4683  172.3459  185.4387
 H56  C22   C  CR6   0   0.345  173.7696  171.5902  184.4967
 H56  C23   C  CR16  0  -0.370  172.7697  172.1964  183.7424
 H56  C24   C  CR16  0  -0.292  172.4772  173.5391  183.9343
 H56  F1    F  F     0  -0.317  169.8957  174.9734  190.7837
 H56  H4    H  HCR6  0   0.284  170.8495  174.6496  186.4211
 H56  H5    H  HCR6  0   0.282  169.4969  174.0586  188.3826
 H56  H7    H  HCR6  0   0.281  171.9283  176.5873  190.8355
 H56  H8    H  HCR6  0   0.282  173.2993  177.1808  188.8858
 H56  H15   H  HCR6  0   0.275  176.2153  177.8731  178.5254
 H56  H2    H  H     0   0.274  171.8984  175.9941  184.5451
 H56  H9    H  H     0   0.294  174.9181  176.3164  184.4362
 H56  H12   H  HCH1  0   0.228  175.3000  180.5580  182.2756
 H56  H18   H  HCR6  0   0.262  172.1281  179.4193  180.8351
 H56  H30   H  HOH1  0   0.455  173.3321  180.9724  183.5012
 H56  H14   H  HCR6  0   0.260  176.3847  178.9645  180.7303
 H56  H17   H  HCR6  0   0.274  171.9611  178.3359  178.6316
 H56  H20   H  HCR6  0   0.255  174.7223  174.2492  186.3546
 H56  H21   H  HCR6  0   0.262  175.2433  171.8786  186.0336
 H56  H23   H  HCR6  0   0.270  172.2125  171.6227  183.0103
 H56  H24   H  HCR6  0   0.257  171.6889  173.9937  183.3450
 H56  C10   C  CH2   0  -0.415  173.6078  177.8145  183.5847
 H56  O1    O  O     0  -0.438  174.3462  178.1122  186.7790
 H56  O2    O  OH1   0  -0.627  174.0990  170.2908  184.3670
 H56  C11   C  CH2   0  -0.486  174.7153  178.8422  183.3890
 H56  F2    F  F     0  -0.318  173.9840  177.4607  177.2642
 H56  H10A  H  HCH2  0   0.250  173.4267  177.2776  182.6496
 H56  H10B  H  HCH2  0   0.234  172.6677  178.3067  183.8470
 H56  H2O   H  HOH1  0   0.473  173.5543  169.8707  183.6918
 H56  H11B  H  HCH2  0   0.246  174.9165  179.3598  184.3323
 H56  H11A  H  HCH2  0   0.238  175.6463  178.3339  183.1221

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
 H56  C4   C5    aromatic  1.386  0.020  1.386
 H56  C4   C3    aromatic  1.394  0.020  1.394
 H56  C5   C6    aromatic  1.380  0.020  1.380
 H56  C6   C7    aromatic  1.381  0.020  1.381
 H56  C6   F1    single    1.344  0.020  1.344
 H56  C7   C8    aromatic  1.386  0.020  1.386
 H56  C8   C3    aromatic  1.396  0.020  1.396
 H56  C10  C9    single    1.519  0.020  1.519
 H56  C10  C11   single    1.523  0.020  1.523
 H56  C13  C12   single    1.510  0.020  1.510
 H56  C13  C18   aromatic  1.391  0.020  1.391
 H56  C13  C14   aromatic  1.393  0.020  1.393
 H56  C15  C16   aromatic  1.382  0.020  1.382
 H56  C15  C14   aromatic  1.386  0.020  1.386
 H56  O1   C1    double    1.207  0.020  1.207
 H56  C2   C9    single    1.555  0.020  1.555
 H56  C2   N1    single    1.464  0.020  1.464
 H56  C2   C19   single    1.497  0.020  1.497
 H56  C3   N1    single    1.390  0.020  1.390
 H56  C9   C1    single    1.522  0.020  1.522
 H56  C12  O3    single    1.407  0.020  1.407
 H56  C12  C11   single    1.533  0.020  1.533
 H56  C16  C17   aromatic  1.380  0.020  1.380
 H56  C16  F2    single    1.344  0.020  1.344
 H56  C18  C17   aromatic  1.390  0.020  1.390
 H56  O2   C22   single    1.347  0.020  1.347
 H56  C19  C20   aromatic  1.394  0.020  1.394
 H56  C19  C24   aromatic  1.389  0.020  1.389
 H56  C20  C21   aromatic  1.383  0.020  1.383
 H56  C21  C22   aromatic  1.395  0.020  1.395
 H56  C22  C23   aromatic  1.392  0.020  1.392
 H56  C23  C24   aromatic  1.387  0.020  1.387
 H56  C4   H4    single    0.930  0.020  1.080
 H56  C5   H5    single    0.930  0.020  1.080
 H56  C7   H7    single    0.930  0.020  1.080
 H56  C8   H8    single    0.930  0.020  1.080
 H56  C10  H10A  single    0.970  0.020  1.090
 H56  C10  H10B  single    0.970  0.020  1.090
 H56  C15  H15   single    0.930  0.020  1.080
 H56  C2   H2    single    0.970  0.020  1.090
 H56  C9   H9    single    0.970  0.020  1.090
 H56  C12  H12   single    0.970  0.020  1.090
 H56  C18  H18   single    0.930  0.020  1.080
 H56  O2   H2O   single    0.850  0.020  0.980
 H56  O3   H30   single    0.850  0.020  0.980
 H56  C11  H11B  single    0.970  0.020  1.090
 H56  C11  H11A  single    0.970  0.020  1.090
 H56  C14  H14   single    0.930  0.020  1.080
 H56  C17  H17   single    0.930  0.020  1.080
 H56  C20  H20   single    0.930  0.020  1.080
 H56  C21  H21   single    0.930  0.020  1.080
 H56  C23  H23   single    0.930  0.020  1.080
 H56  C24  H24   single    0.930  0.020  1.080
 H56  N1   C1    single    1.365  0.020  1.365

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
 H56  H4    C4   C3    120.61  3.000
 H56  H4    C4   C5    118.87  3.000
 H56  C3    C4   C5    120.52  3.000
 H56  H5    C5   C6    120.68  3.000
 H56  H5    C5   C4    120.31  3.000
 H56  C6    C5   C4    119.01  3.000
 H56  F1    C6   C7    119.16  3.000
 H56  F1    C6   C5    119.25  3.000
 H56  C7    C6   C5    121.58  3.000
 H56  H7    C7   C8    120.20  3.000
 H56  H7    C7   C6    120.45  3.000
 H56  C8    C7   C6    119.35  3.000
 H56  H8    C8   C3    120.70  3.000
 H56  H8    C8   C7    119.15  3.000
 H56  C3    C8   C7    120.14  3.000
 H56  C14   C13  C18   118.46  3.000
 H56  C14   C13  C12   119.00  3.000
 H56  C18   C13  C12   122.53  3.000
 H56  H15   C15  C14   120.95  3.000
 H56  H15   C15  C16   120.63  3.000
 H56  C14   C15  C16   118.42  3.000
 H56  H2    C2   C19   110.25  3.000
 H56  H2    C2   N1    111.76  3.000
 H56  C19   C2   N1    115.88  3.000
 H56  H2    C2   C9    111.95  3.000
 H56  C19   C2   C9    118.14  3.000
 H56  N1    C2   C9     87.14  3.000
 H56  N1    C3   C8    121.25  3.000
 H56  N1    C3   C4    119.37  3.000
 H56  C8    C3   C4    119.38  3.000
 H56  H9    C9   C1    112.09  3.000
 H56  H9    C9   C2    112.34  3.000
 H56  C1    C9   C2     85.54  3.000
 H56  H9    C9   C10   110.87  3.000
 H56  C1    C9   C10   117.08  3.000
 H56  C2    C9   C10   116.82  3.000
 H56  H12   C12  C11   106.60  3.000
 H56  H12   C12  O3    110.38  3.000
 H56  C11   C12  O3    112.18  3.000
 H56  H12   C12  C13   107.39  3.000
 H56  C11   C12  C13   111.45  3.000
 H56  O3    C12  C13   108.71  3.000
 H56  F2    C16  C17   119.15  3.000
 H56  F2    C16  C15   118.99  3.000
 H56  C17   C16  C15   121.86  3.000
 H56  H18   C18  C17   118.62  3.000
 H56  H18   C18  C13   120.41  3.000
 H56  C17   C18  C13   120.97  3.000
 H56  N1    C1   C9     92.14  3.000
 H56  N1    C1   O1    131.78  3.000
 H56  C9    C1   O1    136.06  3.000
 H56  C1    N1   C3    134.49  3.000
 H56  C1    N1   C2     95.10  3.000
 H56  C3    N1   C2    130.10  3.000
 H56  H30   O3   C12   108.24  3.000
 H56  H14   C14  C15   118.85  3.000
 H56  H14   C14  C13   119.69  3.000
 H56  C15   C14  C13   121.46  3.000
 H56  H17   C17  C18   120.74  3.000
 H56  H17   C17  C16   120.43  3.000
 H56  C18   C17  C16   118.83  3.000
 H56  C24   C19  C20   118.19  3.000
 H56  C24   C19  C2    120.09  3.000
 H56  C20   C19  C2    121.71  3.000
 H56  H20   C20  C21   118.64  3.000
 H56  H20   C20  C19   120.18  3.000
 H56  C21   C20  C19   121.18  3.000
 H56  H21   C21  C22   119.70  3.000
 H56  H21   C21  C20   120.24  3.000
 H56  C22   C21  C20   120.06  3.000
 H56  C23   C22  C21   119.33  3.000
 H56  C23   C22  O2    122.95  3.000
 H56  C21   C22  O2    117.72  3.000
 H56  H23   C23  C24   119.81  3.000
 H56  H23   C23  C22   120.31  3.000
 H56  C24   C23  C22   119.87  3.000
 H56  H24   C24  C23   118.94  3.000
 H56  H24   C24  C19   119.69  3.000
 H56  C23   C24  C19   121.37  3.000
 H56  H10B  C10  H10A  106.50  3.000
 H56  H10B  C10  C11   110.62  3.000
 H56  H10A  C10  C11   109.98  3.000
 H56  H10B  C10  C9    109.40  3.000
 H56  H10A  C10  C9    107.99  3.000
 H56  C11   C10  C9    112.15  3.000
 H56  H2O   O2   C22   110.47  3.000
 H56  H11A  C11  H11B  105.88  3.000
 H56  H11A  C11  C12   108.14  3.000
 H56  H11B  C11  C12   108.30  3.000
 H56  H11A  C11  C10   109.67  3.000
 H56  H11B  C11  C10   109.99  3.000
 H56  C12   C11  C10   114.49  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
 H56  CONST_01  C7   C6   C5   C4     0.00   0.0  0
 H56  CONST_02  C7   C8   C3   C4     0.00   0.0  0
 H56  CONST_03  C8   C3   C4   C5     0.00   0.0  0
 H56  CONST_04  C8   C7   C6   C5     0.00   0.0  0
 H56  CONST_05  C3   C4   C5   C6     0.00   0.0  0
 H56  CONST_06  C3   C8   C7   C6     0.00   0.0  0
 H56  CONST_07  C16  C17  C18  C13    0.00   0.0  0
 H56  CONST_08  C16  C15  C14  C13    0.00   0.0  0
 H56  CONST_09  C18  C17  C16  C15    0.00   0.0  0
 H56  CONST_10  C18  C13  C14  C15    0.00   0.0  0
 H56  CONST_11  C17  C18  C13  C14    0.00   0.0  0
 H56  CONST_12  C17  C16  C15  C14    0.00   0.0  0
 H56  CONST_13  C22  C21  C20  C19    0.00   0.0  0
 H56  CONST_14  C22  C23  C24  C19    0.00   0.0  0
 H56  CONST_15  C23  C24  C19  C20    0.00   0.0  0
 H56  CONST_16  C23  C22  C21  C20    0.00   0.0  0
 H56  CONST_17  C24  C19  C20  C21    0.00   0.0  0
 H56  CONST_18  C24  C23  C22  C21    0.00   0.0  0
 H56  CONST_19  N1   C3   C4   C5   180.00   0.0  0
 H56  CONST_20  N1   C3   C8   C7   180.00   0.0  0
 H56  CONST_21  C21  C20  C19  C2   180.00   0.0  0
 H56  CONST_22  C23  C24  C19  C2   180.00   0.0  0
 H56  CONST_23  C9   C1   N1   C2     0.00   0.0  0
 H56  CONST_24  C9   C1   N1   C3   180.00   0.0  0
 H56  CONST_25  F1   C6   C5   C4   180.00   0.0  0
 H56  CONST_26  F1   C6   C7   C8   180.00   0.0  0
 H56  CONST_27  C12  C13  C14  C15  180.00   0.0  0
 H56  CONST_28  C17  C18  C13  C12  180.00   0.0  0
 H56  CONST_29  F2   C16  C17  C18  180.00   0.0  0
 H56  CONST_30  C20  C21  C22  O2   180.00   0.0  0
 H56  CONST_31  C24  C23  C22  O2   180.00   0.0  0
 H56  CONST_32  F2   C16  C15  C14  180.00   0.0  0
 H56  CONST_33  C2   N1   C1   O1   180.00   0.0  0
 H56  CONST_34  C3   N1   C1   O1     0.00   0.0  0
 H56  CONST_35  H8   C8   C3   C4   180.00   0.0  0
 H56  CONST_36  H7   C7   C6   C5   180.00   0.0  0
 H56  CONST_37  H4   C4   C5   C6   180.00   0.0  0
 H56  CONST_38  H5   C5   C6   C7   180.00   0.0  0
 H56  CONST_39  H17  C17  C18  C13  180.00   0.0  0
 H56  CONST_40  H15  C15  C14  C13  180.00   0.0  0
 H56  CONST_41  H20  C20  C19  C2     0.00   0.0  0
 H56  CONST_42  H24  C24  C19  C2     0.00   0.0  0
 H56  CONST_43  H14  C14  C15  C16  180.00   0.0  0
 H56  CONST_44  H18  C18  C17  C16  180.00   0.0  0
 H56  CONST_45  H21  C21  C20  C19  180.00   0.0  0
 H56  CONST_46  H23  C23  C24  C19  180.00   0.0  0
 H56  Var_01    C2   N1   C3   C4    -5.30  30.0  2
 H56  Var_02    C12  C11  C10  C9   179.61  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
 H56  chir_01  C2   C9  N1   C19  positiv
 H56  chir_02  C9   C1  C2   C10  negativ
 H56  chir_03  C12  O3  C11  C13  negativ

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
 H56  plan-1  C4   0.020
 H56  plan-1  C5   0.020
 H56  plan-1  C6   0.020
 H56  plan-1  C7   0.020
 H56  plan-1  C8   0.020
 H56  plan-1  C3   0.020
 H56  plan-1  N1   0.020
 H56  plan-1  F1   0.020
 H56  plan-1  H4   0.020
 H56  plan-1  H5   0.020
 H56  plan-1  H7   0.020
 H56  plan-1  H8   0.020
 H56  plan-2  C13  0.020
 H56  plan-2  C15  0.020
 H56  plan-2  C12  0.020
 H56  plan-2  C16  0.020
 H56  plan-2  C18  0.020
 H56  plan-2  C14  0.020
 H56  plan-2  C17  0.020
 H56  plan-2  H15  0.020
 H56  plan-2  H18  0.020
 H56  plan-2  H14  0.020
 H56  plan-2  H17  0.020
 H56  plan-2  F2   0.020
 H56  plan-3  C2   0.020
 H56  plan-3  C19  0.020
 H56  plan-3  C20  0.020
 H56  plan-3  C21  0.020
 H56  plan-3  C22  0.020
 H56  plan-3  C23  0.020
 H56  plan-3  C24  0.020
 H56  plan-3  H20  0.020
 H56  plan-3  H21  0.020
 H56  plan-3  H23  0.020
 H56  plan-3  H24  0.020
 H56  plan-3  O2   0.020
 H56  plan-4  C2   0.020
 H56  plan-4  C3   0.020
 H56  plan-4  C9   0.020
 H56  plan-4  C1   0.020
 H56  plan-4  N1   0.020
 H56  plan-4  O1   0.020

