# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 00:32:49 2020
#   Inital geometry file: a 128 line input string
#   Ligand name: (2S,5R,6S)-2-benzyl-5,6-bis(4-bromophenyl)-4-methylmorpholin-3-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1[C@@H]([C@@H](O[C@@H](Cc2ccccc2)C1=O)c3ccc(Br)cc3)c4ccc(Br)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
 1MN  1MN  (2S,5R,6S)-2-benzyl-5,6-bis(4-bromophenyl)-4-methylmorpholin-3-one  ligand  50  29  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_1MN
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
 1MN  C3   C   CR16  0  -0.290  -0.4994   2.5647   0.1608
 1MN  C2   C   CR16  0  -0.211  -1.6566   2.8163   0.8838
 1MN  C1   C   CR6   0  -0.123  -2.8495   2.2413   0.4725
 1MN  BR1  BR  BR    0  -0.048  -4.4288   2.5756   1.4531
 1MN  C4   C   CR16  0  -0.213  -2.9020   1.4305  -0.6508
 1MN  C5   C   CR16  0  -0.278  -1.7349   1.1943  -1.3608
 1MN  C6   C   CR6   0   0.151  -0.5232   1.7491  -0.9644
 1MN  C7   C   CH1   0  -0.175   0.7343   1.4089  -1.7289
 1MN  N1   N   NT    0  -0.453   1.6202   2.5508  -1.8682
 1MN  C8   C   CH3   0  -0.525   1.1885   3.6058  -2.7674
 1MN  C9   C   C     0   0.525   2.7186   2.7376  -1.1135
 1MN  O1   O   O     0  -0.496   3.4322   3.7255  -1.2146
 1MN  C10  C   CH1   0  -0.093   3.0872   1.6635  -0.0966
 1MN  C11  C   CH2   0  -0.569   4.4440   1.0334  -0.4579
 1MN  C12  C   CR6   0   0.151   4.8313  -0.0233   0.5353
 1MN  C13  C   CR16  0  -0.300   4.5217  -1.3625   0.3128
 1MN  C14  C   CR16  0  -0.242   4.8484  -2.3334   1.2499
 1MN  C15  C   CR16  0  -0.272   5.4878  -1.9769   2.4301
 1MN  C16  C   CR16  0  -0.240   5.7996  -0.6437   2.6639
 1MN  C17  C   CR16  0  -0.307   5.4722   0.3230   1.7225
 1MN  O2   O   O2    0  -0.474   2.0878   0.6961   0.1017
 1MN  C18  C   CH1   0  -0.010   1.5159   0.2492  -1.0959
 1MN  C19  C   CR6   0   0.083   0.6429  -0.9427  -0.8312
 1MN  C20  C   CR16  0  -0.272   0.0056  -1.1286   0.3903
 1MN  C21  C   CR16  0  -0.211  -0.8384  -2.2105   0.5908
 1MN  C22  C   CR6   0  -0.120  -1.0482  -3.1079  -0.4455
 1MN  BR2  BR  BR    0  -0.048  -2.2020  -4.5801  -0.1804
 1MN  C23  C   CR16  0  -0.215  -0.4228  -2.9439  -1.6717
 1MN  C24  C   CR16  0  -0.296   0.4242  -1.8598  -1.8516
 1MN  H1   H   HCR6  0   0.260   0.4196   3.0278   0.4961
 1MN  H2   H   HCR6  0   0.280  -1.6163   3.4550   1.7558
 1MN  H3   H   HCR6  0   0.280  -3.8318   0.9852  -0.9781
 1MN  H4   H   HCR6  0   0.263  -1.7755   0.5570  -2.2361
 1MN  H5   H   HCH1  0   0.290   0.4503   1.0904  -2.7364
 1MN  H6   H   HCH3  0   0.247   0.6229   4.3767  -2.2417
 1MN  H7   H   HCH3  0   0.261   2.0431   4.0694  -3.2522
 1MN  H8   H   HCH3  0   0.252   0.5491   3.1751  -3.5349
 1MN  H9   H   HCH1  0   0.296   3.1938   2.1792   0.8628
 1MN  H10  H   HCH2  0   0.271   4.4125   0.6119  -1.4661
 1MN  H11  H   HCH2  0   0.277   5.1889   1.8300  -0.4783
 1MN  H12  H   HCR6  0   0.238   4.0295  -1.6559  -0.6071
 1MN  H13  H   HCR6  0   0.254   4.6031  -3.3700   1.0567
 1MN  H14  H   HCR6  0   0.254   5.7450  -2.7333   3.1604
 1MN  H15  H   HCR6  0   0.254   6.3017  -0.3551   3.5784
 1MN  H16  H   HCR6  0   0.248   5.7218   1.3607   1.9127
 1MN  H17  H   HCH1  0   0.263   2.2909  -0.0465  -1.8173
 1MN  H18  H   HCR6  0   0.264   0.1509  -0.4259   1.1991
 1MN  H19  H   HCR6  0   0.279  -1.3265  -2.3387   1.5476
 1MN  H20  H   HCR6  0   0.281  -0.5791  -3.6459  -2.4796
 1MN  H21  H   HCR6  0   0.265   0.9193  -1.7381  -2.8081

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
 1MN  C15  C16  aromatic  1.389  0.020  1.389
 1MN  C15  C14  aromatic  1.389  0.020  1.389
 1MN  C16  C17  aromatic  1.388  0.020  1.388
 1MN  C14  C13  aromatic  1.388  0.020  1.388
 1MN  C17  C12  aromatic  1.393  0.020  1.393
 1MN  C13  C12  aromatic  1.392  0.020  1.392
 1MN  C12  C11  single    1.501  0.020  1.501
 1MN  C11  C10  single    1.539  0.020  1.539
 1MN  C10  C9   single    1.524  0.020  1.524
 1MN  C10  O2   single    1.405  0.020  1.405
 1MN  O1   C9   double    1.223  0.020  1.223
 1MN  C9   N1   single    1.346  0.020  1.346
 1MN  O2   C18  single    1.400  0.020  1.400
 1MN  C18  C19  single    1.501  0.020  1.501
 1MN  C18  C7   single    1.535  0.020  1.535
 1MN  N1   C7   single    1.452  0.020  1.452
 1MN  N1   C8   single    1.452  0.020  1.452
 1MN  C19  C24  aromatic  1.389  0.020  1.389
 1MN  C19  C20  aromatic  1.390  0.020  1.390
 1MN  C24  C23  aromatic  1.387  0.020  1.387
 1MN  C7   C6   single    1.510  0.020  1.510
 1MN  C20  C21  aromatic  1.387  0.020  1.387
 1MN  C23  C22  aromatic  1.386  0.020  1.386
 1MN  C21  C22  aromatic  1.387  0.020  1.387
 1MN  C22  BR2  single    1.889  0.020  1.889
 1MN  C5   C6   aromatic  1.390  0.020  1.390
 1MN  C5   C4   aromatic  1.386  0.020  1.386
 1MN  C6   C3   aromatic  1.390  0.020  1.390
 1MN  C4   C1   aromatic  1.386  0.020  1.386
 1MN  C3   C2   aromatic  1.388  0.020  1.388
 1MN  C1   C2   aromatic  1.387  0.020  1.387
 1MN  C1   BR1  single    1.889  0.020  1.889
 1MN  C3   H1   single    0.930  0.020  1.080
 1MN  C2   H2   single    0.930  0.020  1.080
 1MN  C4   H3   single    0.930  0.020  1.080
 1MN  C5   H4   single    0.930  0.020  1.080
 1MN  C7   H5   single    0.970  0.020  1.090
 1MN  C8   H6   single    0.970  0.020  1.090
 1MN  C8   H7   single    0.970  0.020  1.090
 1MN  C8   H8   single    0.970  0.020  1.090
 1MN  C10  H9   single    0.970  0.020  1.090
 1MN  C11  H10  single    0.970  0.020  1.090
 1MN  C11  H11  single    0.970  0.020  1.090
 1MN  C13  H12  single    0.930  0.020  1.080
 1MN  C14  H13  single    0.930  0.020  1.080
 1MN  C15  H14  single    0.930  0.020  1.080
 1MN  C16  H15  single    0.930  0.020  1.080
 1MN  C17  H16  single    0.930  0.020  1.080
 1MN  C18  H17  single    0.970  0.020  1.090
 1MN  C20  H18  single    0.930  0.020  1.080
 1MN  C21  H19  single    0.930  0.020  1.080
 1MN  C23  H20  single    0.930  0.020  1.080
 1MN  C24  H21  single    0.930  0.020  1.080

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
 1MN  H1   C3   C6   121.09  3.000
 1MN  H1   C3   C2   117.98  3.000
 1MN  C6   C3   C2   120.93  3.000
 1MN  H2   C2   C1   121.07  3.000
 1MN  H2   C2   C3   119.74  3.000
 1MN  C1   C2   C3   119.19  3.000
 1MN  C4   C1   BR1  119.51  3.000
 1MN  BR1  C1   C2   119.47  3.000
 1MN  C4   C1   C2   121.03  3.000
 1MN  H3   C4   C5   119.90  3.000
 1MN  H3   C4   C1   121.24  3.000
 1MN  C5   C4   C1   118.86  3.000
 1MN  H4   C5   C6   119.84  3.000
 1MN  H4   C5   C4   118.84  3.000
 1MN  C6   C5   C4   121.31  3.000
 1MN  C7   C6   C5   119.44  3.000
 1MN  C5   C6   C3   118.68  3.000
 1MN  C7   C6   C3   121.84  3.000
 1MN  H5   C7   C18  106.97  3.000
 1MN  H5   C7   N1   107.39  3.000
 1MN  C18  C7   N1   108.85  3.000
 1MN  H5   C7   C6   108.39  3.000
 1MN  N1   C7   C6   112.30  3.000
 1MN  C18  C7   C6   112.67  3.000
 1MN  C9   N1   C8   119.29  3.000
 1MN  C8   N1   C7   116.71  3.000
 1MN  C9   N1   C7   123.60  3.000
 1MN  H8   C8   H7   108.45  3.000
 1MN  H8   C8   H6   108.36  3.000
 1MN  H7   C8   H6   108.74  3.000
 1MN  H8   C8   N1   108.91  3.000
 1MN  H7   C8   N1   110.64  3.000
 1MN  H6   C8   N1   111.66  3.000
 1MN  C10  C9   O1   118.90  3.000
 1MN  O1   C9   N1   122.83  3.000
 1MN  C10  C9   N1   118.27  3.000
 1MN  H9   C10  O2   105.67  3.000
 1MN  H9   C10  C11  108.23  3.000
 1MN  O2   C10  C11  112.23  3.000
 1MN  H9   C10  C9   106.04  3.000
 1MN  O2   C10  C9   114.04  3.000
 1MN  C11  C10  C9   110.18  3.000
 1MN  H11  C11  H10  106.50  3.000
 1MN  H11  C11  C12  110.50  3.000
 1MN  H10  C11  C12  110.25  3.000
 1MN  H11  C11  C10  107.91  3.000
 1MN  H10  C11  C10  110.43  3.000
 1MN  C12  C11  C10  111.12  3.000
 1MN  C17  C12  C13  118.52  3.000
 1MN  C13  C12  C11  120.93  3.000
 1MN  C17  C12  C11  120.51  3.000
 1MN  H12  C13  C14  119.37  3.000
 1MN  H12  C13  C12  119.80  3.000
 1MN  C14  C13  C12  120.83  3.000
 1MN  H13  C14  C15  120.12  3.000
 1MN  H13  C14  C13  119.73  3.000
 1MN  C15  C14  C13  120.16  3.000
 1MN  H14  C15  C16  120.26  3.000
 1MN  H14  C15  C14  120.22  3.000
 1MN  C16  C15  C14  119.52  3.000
 1MN  H15  C16  C17  119.77  3.000
 1MN  H15  C16  C15  120.15  3.000
 1MN  C17  C16  C15  120.08  3.000
 1MN  H16  C17  C16  119.55  3.000
 1MN  H16  C17  C12  119.56  3.000
 1MN  C16  C17  C12  120.88  3.000
 1MN  C18  O2   C10  112.93  3.000
 1MN  H17  C18  C19  108.19  3.000
 1MN  H17  C18  O2   111.05  3.000
 1MN  C19  C18  O2   109.89  3.000
 1MN  H17  C18  C7   106.95  3.000
 1MN  C19  C18  C7   112.12  3.000
 1MN  O2   C18  C7   108.63  3.000
 1MN  C24  C19  C20  119.00  3.000
 1MN  C20  C19  C18  121.85  3.000
 1MN  C24  C19  C18  119.10  3.000
 1MN  H18  C20  C21  118.73  3.000
 1MN  H18  C20  C19  120.58  3.000
 1MN  C21  C20  C19  120.69  3.000
 1MN  H19  C21  C22  121.06  3.000
 1MN  H19  C21  C20  119.67  3.000
 1MN  C22  C21  C20  119.27  3.000
 1MN  C23  C22  BR2  119.46  3.000
 1MN  BR2  C22  C21  119.46  3.000
 1MN  C23  C22  C21  121.08  3.000
 1MN  H20  C23  C24  119.90  3.000
 1MN  H20  C23  C22  121.25  3.000
 1MN  C24  C23  C22  118.85  3.000
 1MN  H21  C24  C23  118.75  3.000
 1MN  H21  C24  C19  120.14  3.000
 1MN  C23  C24  C19  121.11  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
 1MN  CONST_01  C4   C5   C6   C3     0.00   0.0  0
 1MN  CONST_02  C4   C1   C2   C3     0.00   0.0  0
 1MN  CONST_03  C5   C6   C3   C2     0.00   0.0  0
 1MN  CONST_04  C5   C4   C1   C2     0.00   0.0  0
 1MN  CONST_05  C6   C5   C4   C1     0.00   0.0  0
 1MN  CONST_06  C6   C3   C2   C1     0.00   0.0  0
 1MN  CONST_07  C15  C16  C17  C12    0.00   0.0  0
 1MN  CONST_08  C15  C14  C13  C12    0.00   0.0  0
 1MN  CONST_09  C16  C15  C14  C13    0.00   0.0  0
 1MN  CONST_10  C16  C17  C12  C13    0.00   0.0  0
 1MN  CONST_11  C17  C16  C15  C14    0.00   0.0  0
 1MN  CONST_12  C17  C12  C13  C14    0.00   0.0  0
 1MN  CONST_13  C22  C23  C24  C19    0.00   0.0  0
 1MN  CONST_14  C22  C21  C20  C19    0.00   0.0  0
 1MN  CONST_15  C23  C24  C19  C20    0.00   0.0  0
 1MN  CONST_16  C23  C22  C21  C20    0.00   0.0  0
 1MN  CONST_17  C24  C19  C20  C21    0.00   0.0  0
 1MN  CONST_18  C24  C23  C22  C21    0.00   0.0  0
 1MN  CONST_19  C7   C6   C3   C2   180.00   0.0  0
 1MN  CONST_20  C7   C6   C5   C4   180.00   0.0  0
 1MN  CONST_21  C23  C24  C19  C18  180.00   0.0  0
 1MN  CONST_22  C21  C20  C19  C18  180.00   0.0  0
 1MN  CONST_23  C10  C9   N1   C7     0.00   0.0  0
 1MN  CONST_24  BR1  C1   C2   C3   180.00   0.0  0
 1MN  CONST_25  C5   C4   C1   BR1  180.00   0.0  0
 1MN  CONST_26  C16  C17  C12  C11  180.00   0.0  0
 1MN  CONST_27  C14  C13  C12  C11  180.00   0.0  0
 1MN  CONST_28  BR2  C22  C21  C20  180.00   0.0  0
 1MN  CONST_29  C24  C23  C22  BR2  180.00   0.0  0
 1MN  CONST_30  O1   C9   N1   C7   180.00   0.0  0
 1MN  CONST_31  C10  C9   N1   C8   180.00   0.0  0
 1MN  CONST_32  H4   C5   C6   C3   180.00   0.0  0
 1MN  CONST_33  H3   C4   C1   C2   180.00   0.0  0
 1MN  CONST_34  H1   C3   C2   C1   180.00   0.0  0
 1MN  CONST_35  H2   C2   C1   C4   180.00   0.0  0
 1MN  CONST_36  H15  C16  C17  C12  180.00   0.0  0
 1MN  CONST_37  H13  C14  C13  C12  180.00   0.0  0
 1MN  CONST_38  H14  C15  C14  C13  180.00   0.0  0
 1MN  CONST_39  H16  C17  C12  C13  180.00   0.0  0
 1MN  CONST_40  H12  C13  C14  C15  180.00   0.0  0
 1MN  CONST_41  H21  C24  C19  C18    0.00   0.0  0
 1MN  CONST_42  H18  C20  C19  C18    0.00   0.0  0
 1MN  CONST_43  H20  C23  C24  C19  180.00   0.0  0
 1MN  CONST_44  H19  C21  C20  C19  180.00   0.0  0
 1MN  CONST_45  O1   C9   N1   C8     0.00   0.0  0
 1MN  Var_01    C17  C12  C11  C10  -84.34  30.0  2
 1MN  Var_02    H6   C8   N1   C7    91.88  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
 1MN  chir_01  C7   C18  N1   C6   positiv
 1MN  chir_02  C10  O2   C11  C9   negativ
 1MN  chir_03  C18  O2   C7   C19  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
 1MN  plan-1  C3   0.020
 1MN  plan-1  C2   0.020
 1MN  plan-1  C1   0.020
 1MN  plan-1  BR1  0.020
 1MN  plan-1  C4   0.020
 1MN  plan-1  C5   0.020
 1MN  plan-1  C6   0.020
 1MN  plan-1  C7   0.020
 1MN  plan-1  H1   0.020
 1MN  plan-1  H2   0.020
 1MN  plan-1  H3   0.020
 1MN  plan-1  H4   0.020
 1MN  plan-2  C11  0.020
 1MN  plan-2  C12  0.020
 1MN  plan-2  C13  0.020
 1MN  plan-2  C14  0.020
 1MN  plan-2  C15  0.020
 1MN  plan-2  C16  0.020
 1MN  plan-2  C17  0.020
 1MN  plan-2  H12  0.020
 1MN  plan-2  H13  0.020
 1MN  plan-2  H14  0.020
 1MN  plan-2  H15  0.020
 1MN  plan-2  H16  0.020
 1MN  plan-3  C18  0.020
 1MN  plan-3  C19  0.020
 1MN  plan-3  C20  0.020
 1MN  plan-3  C21  0.020
 1MN  plan-3  C22  0.020
 1MN  plan-3  BR2  0.020
 1MN  plan-3  C23  0.020
 1MN  plan-3  C24  0.020
 1MN  plan-3  H18  0.020
 1MN  plan-3  H19  0.020
 1MN  plan-3  H20  0.020
 1MN  plan-3  H21  0.020
 1MN  plan-4  C7   0.020
 1MN  plan-4  N1   0.020
 1MN  plan-4  C8   0.020
 1MN  plan-4  C9   0.020
 1MN  plan-4  O1   0.020
 1MN  plan-4  C10  0.020

