# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 01:32:17 2020
#   Inital geometry file: a 123 line input string
#   Ligand name: 6-[[(3~{S})-7-fluoranyl-3-(2-methylpropyl)-2,3-dihydro-1,4-benzoxazin-4-yl]carbonyl]-4~{H}-1,4-benzoxazin-3-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)C[C@H]1COc2cc(F)ccc2N1C(=O)c3ccc4OCC(=O)Nc4c3
#
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
 EWN  EWN  6-[[(3~{S})-7-fluoranyl-3-(2-methylpropyl)-2,3-dihydro-1,4-benzoxazin-4-yl]carbonyl]-4~{H}-1,4-benzoxazin-3-one  ligand  49  28  .  2022-07-24  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_EWN
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
 EWN  C1   C  CH3   0  -0.651   0.5795  -2.0092  -3.3791
 EWN  C2   C  CH1   0  -0.239   0.1633  -1.5780  -1.9763
 EWN  C3   C  CH3   0  -0.653  -1.2165  -2.1340  -1.6342
 EWN  C8   C  CR6   0   0.375   3.6255  -0.5216   0.6078
 EWN  C9   C  CR16  0  -0.527   4.9781  -0.2761   0.3878
 EWN  C10  C  CR6   0   0.533   5.3465   0.8732  -0.2729
 EWN  C11  C  CR16  0  -0.436   4.4194   1.7804  -0.7479
 EWN  C12  C  CR16  0  -0.271   3.0765   1.5217  -0.5312
 EWN  C13  C  CR6   0   0.251   2.6568   0.3929   0.1700
 EWN  C19  C  CR16  0  -0.346  -2.7466  -0.3790   2.3334
 EWN  C20  C  CR6   0   0.340  -3.6989  -0.0536   1.3840
 EWN  C21  C  CR6   0   0.332  -3.3263   0.6047   0.2122
 EWN  C22  C  CR16  0  -0.336  -1.9986   0.9350  -0.0005
 EWN  N23  N  NH1   0  -0.721  -4.3145   0.8759  -0.7304
 EWN  C24  C  C     0   0.485  -5.6341   0.8539  -0.4332
 EWN  C4   C  CH2   0  -0.389   1.2204  -2.0082  -0.9570
 EWN  C5   C  CH1   0  -0.237   1.0460  -1.3712   0.4198
 EWN  C6   C  CH2   0  -0.154   1.9583  -1.9466   1.4879
 EWN  O7   O  O2    0  -0.470   3.3251  -1.6846   1.2098
 EWN  N14  N  NT    0  -0.529   1.2954   0.0710   0.3884
 EWN  O16  O  O     0  -0.454   0.6369   2.2125   0.7452
 EWN  C17  C  CR6   0  -0.104  -1.0362   0.5796   0.9372
 EWN  C18  C  CR16  0  -0.265  -1.4129  -0.0697   2.1067
 EWN  C26  C  CH2   0  -0.311  -5.9375   0.4893   1.0060
 EWN  O27  O  O2    0  -0.472  -4.9918  -0.4033   1.5666
 EWN  H1   H  HCH3  0   0.215   0.6782  -3.0956  -3.4437
 EWN  H2   H  HCH3  0   0.227  -0.1588  -1.7002  -4.1207
 EWN  H3   H  HCH3  0   0.227   1.5379  -1.5708  -3.6620
 EWN  H4   H  HCH1  0   0.220   0.1034  -0.4832  -1.9687
 EWN  H5   H  HCH3  0   0.218  -1.2103  -3.2265  -1.6528
 EWN  H6   H  HCH3  0   0.227  -1.5635  -1.8196  -0.6485
 EWN  H7   H  HCH3  0   0.229  -1.9617  -1.7946  -2.3553
 EWN  H8   H  HCR6  0   0.290   5.7200  -0.9856   0.7317
 EWN  H9   H  HCR6  0   0.280   4.7309   2.6660  -1.2844
 EWN  H10  H  HCR6  0   0.282   2.3507   2.2153  -0.9248
 EWN  H11  H  HCR6  0   0.280  -3.0473  -0.8852   3.2414
 EWN  H12  H  HCR6  0   0.285  -1.7154   1.4466  -0.9126
 EWN  H13  H  HNH1  0   0.419  -4.0383   1.1902  -1.6512
 EWN  H14  H  HCH2  0   0.239   1.1756  -3.0948  -0.8318
 EWN  H15  H  HCH2  0   0.240   2.2166  -1.7872  -1.3504
 EWN  H16  H  HCH1  0   0.299   0.0296  -1.5493   0.7615
 EWN  H17  H  HCH2  0   0.249   1.6949  -1.5242   2.4628
 EWN  H18  H  HCH2  0   0.258   1.8544  -3.0295   1.5470
 EWN  H19  H  HCR6  0   0.273  -0.6731  -0.3337   2.8522
 EWN  H20  H  HCH2  0   0.273  -5.9899   1.4174   1.5896
 EWN  H21  H  HCH2  0   0.287  -6.9081   0.0009   1.0550
 EWN  F28  F  F     0  -0.315   6.6528   1.1071  -0.4724
 EWN  C15  C  C     0   0.498   0.3729   1.0247   0.6942
 EWN  O25  O  O     0  -0.452  -6.5064   1.1466  -1.2253

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
 EWN  C3   C2   single    1.526  0.020  1.526
 EWN  C2   C4   single    1.530  0.020  1.530
 EWN  C2   C1   single    1.525  0.020  1.525
 EWN  C4   C5   single    1.527  0.020  1.527
 EWN  C5   C6   single    1.518  0.020  1.518
 EWN  C5   N14  single    1.464  0.020  1.464
 EWN  O7   C6   single    1.419  0.020  1.419
 EWN  O7   C8   single    1.344  0.020  1.344
 EWN  C8   C9   aromatic  1.392  0.020  1.392
 EWN  C8   C13  aromatic  1.402  0.020  1.402
 EWN  C9   C10  aromatic  1.376  0.020  1.376
 EWN  N14  C13  single    1.416  0.020  1.416
 EWN  N14  C15  single    1.362  0.020  1.362
 EWN  C13  C12  aromatic  1.394  0.020  1.394
 EWN  C10  F28  single    1.342  0.020  1.342
 EWN  C10  C11  aromatic  1.381  0.020  1.381
 EWN  O16  C15  double    1.218  0.020  1.218
 EWN  C12  C11  aromatic  1.385  0.020  1.385
 EWN  C15  C17  single    1.498  0.020  1.498
 EWN  C17  C22  aromatic  1.390  0.020  1.390
 EWN  C17  C18  aromatic  1.390  0.020  1.390
 EWN  C22  C21  aromatic  1.385  0.020  1.385
 EWN  C18  C19  aromatic  1.388  0.020  1.388
 EWN  C21  N23  single    1.392  0.020  1.392
 EWN  C21  C20  aromatic  1.395  0.020  1.395
 EWN  C19  C20  aromatic  1.384  0.020  1.384
 EWN  N23  C24  single    1.353  0.020  1.353
 EWN  C20  O27  single    1.352  0.020  1.352
 EWN  C24  O25  double    1.214  0.020  1.214
 EWN  C24  C26  single    1.515  0.020  1.515
 EWN  O27  C26  single    1.416  0.020  1.416
 EWN  C1   H1   single    0.970  0.020  1.090
 EWN  C1   H2   single    0.970  0.020  1.090
 EWN  C1   H3   single    0.970  0.020  1.090
 EWN  C2   H4   single    0.970  0.020  1.090
 EWN  C3   H5   single    0.970  0.020  1.090
 EWN  C3   H6   single    0.970  0.020  1.090
 EWN  C3   H7   single    0.970  0.020  1.090
 EWN  C9   H8   single    0.930  0.020  1.080
 EWN  C11  H9   single    0.930  0.020  1.080
 EWN  C12  H10  single    0.930  0.020  1.080
 EWN  C19  H11  single    0.930  0.020  1.080
 EWN  C22  H12  single    0.930  0.020  1.080
 EWN  N23  H13  single    0.860  0.020  1.020
 EWN  C4   H14  single    0.970  0.020  1.090
 EWN  C4   H15  single    0.970  0.020  1.090
 EWN  C5   H16  single    0.970  0.020  1.090
 EWN  C6   H17  single    0.970  0.020  1.090
 EWN  C6   H18  single    0.970  0.020  1.090
 EWN  C18  H19  single    0.930  0.020  1.080
 EWN  C26  H20  single    0.970  0.020  1.090
 EWN  C26  H21  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
 EWN  H3   C1   H2   107.72  3.000
 EWN  H3   C1   H1   107.74  3.000
 EWN  H2   C1   H1   107.60  3.000
 EWN  H3   C1   C2   111.38  3.000
 EWN  H2   C1   C2   111.12  3.000
 EWN  H1   C1   C2   111.11  3.000
 EWN  H4   C2   C4   108.29  3.000
 EWN  H4   C2   C3   108.23  3.000
 EWN  C4   C2   C3   111.88  3.000
 EWN  H4   C2   C1   107.67  3.000
 EWN  C4   C2   C1   110.16  3.000
 EWN  C3   C2   C1   110.47  3.000
 EWN  H7   C3   H6   106.86  3.000
 EWN  H7   C3   H5   107.68  3.000
 EWN  H6   C3   H5   107.77  3.000
 EWN  H7   C3   C2   110.85  3.000
 EWN  H6   C3   C2   112.64  3.000
 EWN  H5   C3   C2   110.82  3.000
 EWN  O7   C8   C13  123.36  3.000
 EWN  C13  C8   C9   120.45  3.000
 EWN  O7   C8   C9   116.15  3.000
 EWN  H8   C9   C10  121.09  3.000
 EWN  H8   C9   C8   120.00  3.000
 EWN  C10  C9   C8   118.91  3.000
 EWN  F28  C10  C11  119.19  3.000
 EWN  C11  C10  C9   122.27  3.000
 EWN  F28  C10  C9   118.54  3.000
 EWN  H9   C11  C12  120.67  3.000
 EWN  H9   C11  C10  121.01  3.000
 EWN  C12  C11  C10  118.32  3.000
 EWN  H10  C12  C13  120.14  3.000
 EWN  H10  C12  C11  118.39  3.000
 EWN  C13  C12  C11  121.48  3.000
 EWN  N14  C13  C12  123.46  3.000
 EWN  C12  C13  C8   118.51  3.000
 EWN  N14  C13  C8   117.89  3.000
 EWN  H11  C19  C18  120.55  3.000
 EWN  H11  C19  C20  119.64  3.000
 EWN  C18  C19  C20  119.80  3.000
 EWN  O27  C20  C21  119.42  3.000
 EWN  O27  C20  C19  120.32  3.000
 EWN  C21  C20  C19  120.24  3.000
 EWN  N23  C21  C22  122.01  3.000
 EWN  N23  C21  C20  118.10  3.000
 EWN  C22  C21  C20  119.86  3.000
 EWN  H12  C22  C17  120.51  3.000
 EWN  H12  C22  C21  119.51  3.000
 EWN  C17  C22  C21  119.95  3.000
 EWN  H13  N23  C24  118.13  3.000
 EWN  H13  N23  C21  118.88  3.000
 EWN  C24  N23  C21  122.71  3.000
 EWN  C26  C24  O25  122.26  3.000
 EWN  C26  C24  N23  114.07  3.000
 EWN  O25  C24  N23  123.61  3.000
 EWN  H15  C4   H14  106.20  3.000
 EWN  H15  C4   C5   110.13  3.000
 EWN  H14  C4   C5   107.84  3.000
 EWN  H15  C4   C2   109.44  3.000
 EWN  H14  C4   C2   109.09  3.000
 EWN  C5   C4   C2   113.85  3.000
 EWN  H16  C5   N14  109.12  3.000
 EWN  H16  C5   C6   106.18  3.000
 EWN  N14  C5   C6   106.62  3.000
 EWN  H16  C5   C4   108.78  3.000
 EWN  N14  C5   C4   111.85  3.000
 EWN  C6   C5   C4   114.06  3.000
 EWN  H18  C6   H17  108.19  3.000
 EWN  H18  C6   O7   106.61  3.000
 EWN  H17  C6   O7   109.57  3.000
 EWN  H18  C6   C5   110.96  3.000
 EWN  H17  C6   C5   109.63  3.000
 EWN  O7   C6   C5   111.78  3.000
 EWN  C6   O7   C8   117.57  3.000
 EWN  C5   N14  C15  124.74  3.000
 EWN  C15  N14  C13  121.79  3.000
 EWN  C5   N14  C13  113.02  3.000
 EWN  C18  C17  C22  119.97  3.000
 EWN  C18  C17  C15  122.04  3.000
 EWN  C22  C17  C15  117.78  3.000
 EWN  H19  C18  C17  120.54  3.000
 EWN  H19  C18  C19  119.32  3.000
 EWN  C17  C18  C19  120.14  3.000
 EWN  H21  C26  H20  108.25  3.000
 EWN  H21  C26  O27  107.16  3.000
 EWN  H20  C26  O27  110.75  3.000
 EWN  H21  C26  C24  109.24  3.000
 EWN  H20  C26  C24  108.12  3.000
 EWN  O27  C26  C24  113.20  3.000
 EWN  C26  O27  C20  114.97  3.000
 EWN  C17  C15  O16  119.15  3.000
 EWN  C17  C15  N14  117.76  3.000
 EWN  O16  C15  N14  123.07  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
 EWN  CONST_01  C11  C10  C9   C8      0.00   0.0  0
 EWN  CONST_02  C11  C12  C13  C8      0.00   0.0  0
 EWN  CONST_03  C12  C13  C8   C9      0.00   0.0  0
 EWN  CONST_04  C12  C11  C10  C9      0.00   0.0  0
 EWN  CONST_05  C13  C8   C9   C10     0.00   0.0  0
 EWN  CONST_06  C13  C12  C11  C10     0.00   0.0  0
 EWN  CONST_07  C22  C17  C18  C19     0.00   0.0  0
 EWN  CONST_08  C22  C21  C20  C19     0.00   0.0  0
 EWN  CONST_09  C17  C22  C21  C20     0.00   0.0  0
 EWN  CONST_10  C17  C18  C19  C20     0.00   0.0  0
 EWN  CONST_11  C18  C17  C22  C21     0.00   0.0  0
 EWN  CONST_12  C18  C19  C20  C21     0.00   0.0  0
 EWN  CONST_13  C26  C24  N23  C21     0.00   0.0  0
 EWN  CONST_14  F28  C10  C9   C8    180.00   0.0  0
 EWN  CONST_15  F28  C10  C11  C12   180.00   0.0  0
 EWN  CONST_16  C21  C22  C17  C15   180.00   0.0  0
 EWN  CONST_17  C19  C18  C17  C15   180.00   0.0  0
 EWN  CONST_18  C17  C15  N14  C13   180.00   0.0  0
 EWN  CONST_19  C17  C15  N14  C5      0.00   0.0  0
 EWN  CONST_20  O25  C24  N23  C21   180.00   0.0  0
 EWN  CONST_21  H10  C12  C13  C8    180.00   0.0  0
 EWN  CONST_22  H9   C11  C10  C9    180.00   0.0  0
 EWN  CONST_23  H8   C9   C10  C11   180.00   0.0  0
 EWN  CONST_24  H12  C22  C21  C20   180.00   0.0  0
 EWN  CONST_25  H19  C18  C19  C20   180.00   0.0  0
 EWN  CONST_26  H11  C19  C20  C21   180.00   0.0  0
 EWN  CONST_27  H13  N23  C24  C26   180.00   0.0  0
 EWN  CONST_28  O16  C15  N14  C13     0.00   0.0  0
 EWN  CONST_29  O16  C15  N14  C5    180.00   0.0  0
 EWN  Var_01    C5   C6   O7   C8     34.22  30.0  1
 EWN  Var_02    C5   N14  C13  C8    -28.57  30.0  1
 EWN  Var_03    C24  N23  C21  C20    17.60  30.0  1
 EWN  Var_04    C24  C26  O27  C20    48.84  30.0  1
 EWN  Var_05    O27  C26  C24  N23   -31.59  30.0  1
 EWN  Var_06    N14  C15  C17  C22  -110.92  30.0  2
 EWN  Var_07    C5   C4   C2   C1    167.70  30.0  3
 EWN  Var_08    H5   C3   C2   C1     61.04  30.0  3
 EWN  Var_09    H1   C1   C2   C3    -63.26  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
 EWN  chir_01  C5  C4  C6  N14  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
 EWN  plan-1  C8   0.020
 EWN  plan-1  C9   0.020
 EWN  plan-1  C10  0.020
 EWN  plan-1  C11  0.020
 EWN  plan-1  C12  0.020
 EWN  plan-1  C13  0.020
 EWN  plan-1  O7   0.020
 EWN  plan-1  N14  0.020
 EWN  plan-1  H8   0.020
 EWN  plan-1  H9   0.020
 EWN  plan-1  H10  0.020
 EWN  plan-1  F28  0.020
 EWN  plan-2  C19  0.020
 EWN  plan-2  C20  0.020
 EWN  plan-2  C21  0.020
 EWN  plan-2  C22  0.020
 EWN  plan-2  N23  0.020
 EWN  plan-2  C17  0.020
 EWN  plan-2  C18  0.020
 EWN  plan-2  O27  0.020
 EWN  plan-2  H11  0.020
 EWN  plan-2  H12  0.020
 EWN  plan-2  H19  0.020
 EWN  plan-2  C15  0.020
 EWN  plan-3  C13  0.020
 EWN  plan-3  C5   0.020
 EWN  plan-3  N14  0.020
 EWN  plan-3  O16  0.020
 EWN  plan-3  C17  0.020
 EWN  plan-3  C15  0.020
 EWN  plan-4  C21  0.020
 EWN  plan-4  N23  0.020
 EWN  plan-4  C24  0.020
 EWN  plan-4  C26  0.020
 EWN  plan-4  H13  0.020
 EWN  plan-4  O25  0.020

