# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 11:54:18 2021
#   Inital geometry file: a 74 line input string
#   Ligand name: 4-(3-aminopropyl)-2H-1,4-benzoxazin-3(4H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NCCCN1C(=O)COc2ccccc12
#
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
 WSM  WSM  4-(3-aminopropyl)-2H-1,4-benzoxazin-3(4H)-one  ligand  29  15  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_WSM
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
 WSM  N1   N  NH2   0  -0.813   2.9926  43.1339  11.9516
 WSM  C4   C  CR66  0   0.306   7.3180  44.8750  11.3743
 WSM  C5   C  CR16  0  -0.327   7.1218  46.2516  11.3213
 WSM  C6   C  CR16  0  -0.264   8.1303  47.1230  11.7117
 WSM  C7   C  CR16  0  -0.262   9.3461  46.6314  12.1600
 WSM  C8   C  CR16  0  -0.357   9.5494  45.2601  12.2307
 WSM  C10  C  C     0  -0.299   7.6235  42.2914  12.1434
 WSM  C1   C  CH2   0  -0.297   2.8364  44.2154  10.9909
 WSM  C2   C  CH2   0  -0.452   4.0880  45.0730  10.8568
 WSM  C3   C  CH2   0  -0.358   5.2531  44.4253  10.0857
 WSM  N2   N  NR6   0  -0.549   6.3567  43.9544  10.9172
 WSM  C9   C  CR66  0   0.333   8.5458  44.3923  11.8371
 WSM  O1   O  O     0  -0.470   8.7744  43.0583  11.8667
 WSM  C11  C  CR6   0   0.512   6.4601  42.6429  11.2433
 WSM  O2   O  O     0  -0.476   5.6669  41.7897  10.8848
 WSM  H1   H  HNH2  0   0.344   2.1076  42.6526  12.0497
 WSM  H2   H  HNH2  0   0.348   3.6364  42.4434  11.5866
 WSM  H5   H  HCR6  0   0.261   7.9560  48.1890  11.6585
 WSM  H6   H  HCR6  0   0.261  10.1339  47.3074  12.4640
 WSM  H7   H  HCR6  0   0.272  10.4911  44.8547  12.5779
 WSM  H8   H  H     0   0.267   7.3077  42.4188  13.1877
 WSM  H9   H  H     0   0.283   7.8845  41.2464  11.9913
 WSM  H10  H  HCH2  0   0.225   2.0295  44.8612  11.3453
 WSM  H11  H  HCH2  0   0.194   2.5366  43.8768   9.9878
 WSM  H12  H  HCH2  0   0.241   4.4136  45.3810  11.8531
 WSM  H13  H  HCH2  0   0.242   3.8068  45.9875  10.3301
 WSM  H14  H  HCH2  0   0.273   5.6747  45.1325   9.3714
 WSM  H15  H  HCH2  0   0.276   4.8977  43.5777   9.5023
 WSM  H4   H  HCR6  0   0.285   6.1862  46.6636  10.9712

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
 WSM  C3   N2   single    1.460  0.020  1.460
 WSM  C3   C2   single    1.540  0.020  1.540
 WSM  O2   C11  double    1.219  0.020  1.219
 WSM  N2   C4   single    1.407  0.020  1.407
 WSM  N2   C11  single    1.355  0.020  1.355
 WSM  C5   C6   aromatic  1.389  0.020  1.389
 WSM  C5   C4   aromatic  1.392  0.020  1.392
 WSM  C2   C1   single    1.523  0.020  1.523
 WSM  C1   N1   single    1.455  0.020  1.455
 WSM  C6   C7   aromatic  1.386  0.020  1.386
 WSM  C4   C9   aromatic  1.398  0.020  1.398
 WSM  C11  C10  single    1.512  0.020  1.512
 WSM  C7   C8   aromatic  1.388  0.020  1.388
 WSM  C9   C8   aromatic  1.384  0.020  1.384
 WSM  C9   O1   single    1.354  0.020  1.354
 WSM  C10  O1   single    1.410  0.020  1.410
 WSM  N1   H1   single    0.890  0.020  1.040
 WSM  N1   H2   single    0.890  0.020  1.040
 WSM  C5   H4   single    0.930  0.020  1.080
 WSM  C6   H5   single    0.930  0.020  1.080
 WSM  C7   H6   single    0.930  0.020  1.080
 WSM  C8   H7   single    0.930  0.020  1.080
 WSM  C10  H8   single    0.970  0.020  1.090
 WSM  C10  H9   single    0.970  0.020  1.090
 WSM  C1   H10  single    0.970  0.020  1.090
 WSM  C1   H11  single    0.970  0.020  1.090
 WSM  C2   H12  single    0.970  0.020  1.090
 WSM  C2   H13  single    0.970  0.020  1.090
 WSM  C3   H14  single    0.970  0.020  1.090
 WSM  C3   H15  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
 WSM  H2   N1   H1   105.47  3.000
 WSM  H2   N1   C1   109.71  3.000
 WSM  H1   N1   C1   108.88  3.000
 WSM  C9   C4   N2   118.78  3.000
 WSM  C9   C4   C5   118.56  3.000
 WSM  N2   C4   C5   122.58  3.000
 WSM  H4   C5   C6   118.73  3.000
 WSM  H4   C5   C4   120.77  3.000
 WSM  C6   C5   C4   120.50  3.000
 WSM  H5   C6   C7   120.46  3.000
 WSM  H5   C6   C5   119.18  3.000
 WSM  C7   C6   C5   120.36  3.000
 WSM  H6   C7   C8   119.76  3.000
 WSM  H6   C7   C6   120.54  3.000
 WSM  C8   C7   C6   119.69  3.000
 WSM  H7   C8   C9   119.16  3.000
 WSM  H7   C8   C7   120.91  3.000
 WSM  C9   C8   C7   119.92  3.000
 WSM  H9   C10  H8   108.27  3.000
 WSM  H9   C10  C11  108.94  3.000
 WSM  H8   C10  C11  108.53  3.000
 WSM  H9   C10  O1   107.41  3.000
 WSM  H8   C10  O1   110.98  3.000
 WSM  C11  C10  O1   112.61  3.000
 WSM  H11  C1   H10  106.04  3.000
 WSM  H11  C1   C2   108.47  3.000
 WSM  H10  C1   C2   107.62  3.000
 WSM  H11  C1   N1   113.73  3.000
 WSM  H10  C1   N1   107.73  3.000
 WSM  C2   C1   N1   112.86  3.000
 WSM  H13  C2   H12  106.28  3.000
 WSM  H13  C2   C3   107.79  3.000
 WSM  H12  C2   C3   110.47  3.000
 WSM  H13  C2   C1   107.60  3.000
 WSM  H12  C2   C1   108.86  3.000
 WSM  C3   C2   C1   115.40  3.000
 WSM  H15  C3   H14  106.28  3.000
 WSM  H15  C3   N2   107.51  3.000
 WSM  H14  C3   N2   106.87  3.000
 WSM  H15  C3   C2   110.41  3.000
 WSM  H14  C3   C2   110.36  3.000
 WSM  N2   C3   C2   114.99  3.000
 WSM  C11  N2   C3   120.45  3.000
 WSM  C11  N2   C4   120.18  3.000
 WSM  C3   N2   C4   119.37  3.000
 WSM  O1   C9   C8   119.29  3.000
 WSM  O1   C9   C4   119.72  3.000
 WSM  C8   C9   C4   120.96  3.000
 WSM  C9   O1   C10  113.73  3.000
 WSM  O2   C11  N2   123.84  3.000
 WSM  N2   C11  C10  115.27  3.000
 WSM  O2   C11  C10  120.86  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
 WSM  CONST_01  C7   C6   C5   C4      0.00   0.0  0
 WSM  CONST_02  C7   C8   C9   C4      0.00   0.0  0
 WSM  CONST_03  C8   C7   C6   C5      0.00   0.0  0
 WSM  CONST_04  C8   C9   C4   C5      0.00   0.0  0
 WSM  CONST_05  C9   C4   C5   C6      0.00   0.0  0
 WSM  CONST_06  C9   C8   C7   C6      0.00   0.0  0
 WSM  CONST_07  C10  C11  N2   C4      0.00   0.0  0
 WSM  CONST_08  O2   C11  N2   C4    180.00   0.0  0
 WSM  CONST_09  C3   N2   C11  C10   180.00   0.0  0
 WSM  CONST_10  H5   C6   C5   C4    180.00   0.0  0
 WSM  CONST_11  H7   C8   C9   C4    180.00   0.0  0
 WSM  CONST_12  H6   C7   C6   C5    180.00   0.0  0
 WSM  CONST_13  H4   C5   C6   C7    180.00   0.0  0
 WSM  CONST_14  O2   C11  N2   C3      0.00   0.0  0
 WSM  Var_01    C11  N2   C4   C5   -165.89  30.0  1
 WSM  Var_02    O1   C10  C11  N2    -36.02  30.0  1
 WSM  Var_03    C11  C10  O1   C9     51.45  30.0  1
 WSM  Var_04    C2   C3   N2   C4    -80.67  30.0  1
 WSM  Var_05    N2   C3   C2   C1   -104.73  30.0  2
 WSM  Var_06    C3   C2   C1   N1     73.97  30.0  1
 WSM  Var_07    H1   N1   C1   C2    175.37  30.0  3

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
 WSM  plan-1  C4   0.020
 WSM  plan-1  C10  0.020
 WSM  plan-1  C3   0.020
 WSM  plan-1  N2   0.020
 WSM  plan-1  C11  0.020
 WSM  plan-1  O2   0.020
 WSM  plan-2  C4   0.020
 WSM  plan-2  C5   0.020
 WSM  plan-2  C6   0.020
 WSM  plan-2  C7   0.020
 WSM  plan-2  C8   0.020
 WSM  plan-2  N2   0.020
 WSM  plan-2  C9   0.020
 WSM  plan-2  O1   0.020
 WSM  plan-2  H5   0.020
 WSM  plan-2  H6   0.020
 WSM  plan-2  H7   0.020
 WSM  plan-2  H4   0.020

