# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 17 13:39:28 2020
#   Inital geometry file: a 73 line input string
#   Ligand name: ~{N}-[(6~{S},7~{R},8~{S},8~{a}~{R})-7,8-bis(oxidanyl)-3-oxidanylidene-1,5,6,7,8,8~{a}-hexahydro-[1,3]oxazolo[3,4-a]pyridin-6-yl]ethanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)N[C@H]1CN2[C@H](COC2=O)[C@H](O)[C@@H]1O
#
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
 N8W  N8W  ~{N}-[(6~{S},7~{R},8~{S},8~{a}~{R})-7,8-bis(oxidanyl)-3-oxidanylidene-1,5,6,7,8,8~{a}-hexahydro-[1,3]oxazolo[3,4-a]pyridin-6-yl]ethanamide  ligand  30  16  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_N8W
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
 N8W  C1   C  CH2   0  -0.305   0.0014   0.8829   0.9210
 N8W  C2   C  CH1   0  -0.098  -0.9125  -0.0430   0.1099
 N8W  N2   N  NH1   0  -0.629  -2.2795   0.1442   0.5223
 N8W  C3   C  CH1   0   0.009  -0.4832  -1.5020   0.2787
 N8W  O3   O  OH1   0  -0.660  -1.2969  -2.2829  -0.5626
 N8W  C4   C  CH1   0   0.016   0.9965  -1.6830  -0.0803
 N8W  O4   O  OH1   0  -0.667   1.2331  -1.3503  -1.4248
 N8W  C5   C  CR15  0  -0.176   1.8527  -0.7694   0.7867
 N8W  C6   C  CH2   0  -0.179   3.2990  -0.6006   0.3213
 N8W  C7   C  C     0   0.524  -3.2853   0.5019  -0.2990
 N8W  O7   O  O     0  -0.502  -3.1267   0.7605  -1.4836
 N8W  C8   C  CH3   0  -0.780  -4.6448   0.5738   0.3510
 N8W  N1   N  NR5   0  -0.482   1.3898   0.5953   0.6704
 N8W  C29  C  CR5   0   0.703   2.1601   1.2918  -0.1988
 N8W  O32  O  O     0  -0.492   1.9368   2.3687  -0.6970
 N8W  O27  O  O     0  -0.468   3.2927   0.6143  -0.4326
 N8W  H1   H  HCH2  0   0.282  -0.2024   1.9238   0.6763
 N8W  H2   H  HCH2  0   0.257  -0.1937   0.7536   1.9899
 N8W  H3   H  HCH1  0   0.268  -0.8456   0.2294  -0.9445
 N8W  H4   H  HNH1  0   0.399  -2.5052  -0.0777   1.4793
 N8W  H5   H  HCH1  0   0.226  -0.6142  -1.7875   1.3338
 N8W  H6   H  HOH1  0   0.459  -1.2200  -3.2055  -0.2978
 N8W  H7   H  HCH1  0   0.244   1.2843  -2.7243   0.1318
 N8W  H8   H  HOH1  0   0.455   0.5655  -1.7900  -1.9641
 N8W  H9   H  HCR5  0   0.294   1.8085  -1.1114   1.8233
 N8W  H10  H  HCH2  0   0.261   3.9768  -0.4898   1.1683
 N8W  H11  H  HCH2  0   0.263   3.6540  -1.4125  -0.3105
 N8W  H12  H  HCH3  0   0.248  -4.6331   0.3673   1.4196
 N8W  H13  H  HCH3  0   0.266  -5.0687   1.5653   0.1942
 N8W  H14  H  HCH3  0   0.267  -5.3106  -0.1435  -0.1294

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
 N8W  C6   O27  single  1.430  0.020  1.430
 N8W  C6   C5   single  1.529  0.020  1.529
 N8W  O27  C29  single  1.340  0.020  1.340
 N8W  O4   C4   single  1.405  0.020  1.405
 N8W  C5   C4   single  1.523  0.020  1.523
 N8W  C5   N1   single  1.446  0.020  1.446
 N8W  C4   C3   single  1.533  0.020  1.533
 N8W  C29  N1   single  1.354  0.020  1.354
 N8W  C29  O32  double  1.207  0.020  1.207
 N8W  N1   C1   single  1.440  0.020  1.440
 N8W  C3   O3   single  1.407  0.020  1.407
 N8W  C3   C2   single  1.530  0.020  1.530
 N8W  C1   C2   single  1.533  0.020  1.533
 N8W  C2   N2   single  1.440  0.020  1.440
 N8W  N2   C7   single  1.347  0.020  1.347
 N8W  C7   O7   double  1.223  0.020  1.223
 N8W  C7   C8   single  1.509  0.020  1.509
 N8W  C1   H1   single  0.970  0.020  1.090
 N8W  C1   H2   single  0.970  0.020  1.090
 N8W  C2   H3   single  0.970  0.020  1.090
 N8W  N2   H4   single  0.860  0.020  1.020
 N8W  C3   H5   single  0.970  0.020  1.090
 N8W  O3   H6   single  0.850  0.020  0.980
 N8W  C4   H7   single  0.970  0.020  1.090
 N8W  O4   H8   single  0.850  0.020  0.980
 N8W  C5   H9   single  0.970  0.020  1.090
 N8W  C6   H10  single  0.970  0.020  1.090
 N8W  C6   H11  single  0.970  0.020  1.090
 N8W  C8   H12  single  0.970  0.020  1.090
 N8W  C8   H13  single  0.970  0.020  1.090
 N8W  C8   H14  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
 N8W  H2   C1   H1   107.41  3.000
 N8W  H2   C1   N1   108.56  3.000
 N8W  H1   C1   N1   109.41  3.000
 N8W  H2   C1   C2   109.83  3.000
 N8W  H1   C1   C2   110.30  3.000
 N8W  N1   C1   C2   111.23  3.000
 N8W  H3   C2   C3   109.11  3.000
 N8W  H3   C2   N2   107.60  3.000
 N8W  C3   C2   N2   111.02  3.000
 N8W  H3   C2   C1   108.91  3.000
 N8W  N2   C2   C1   109.62  3.000
 N8W  C3   C2   C1   110.50  3.000
 N8W  H4   N2   C7   118.05  3.000
 N8W  H4   N2   C2   117.11  3.000
 N8W  C7   N2   C2   124.67  3.000
 N8W  H5   C3   C4   107.97  3.000
 N8W  H5   C3   O3   111.12  3.000
 N8W  C4   C3   O3   110.64  3.000
 N8W  H5   C3   C2   108.64  3.000
 N8W  O3   C3   C2   107.52  3.000
 N8W  C4   C3   C2   110.95  3.000
 N8W  H6   O3   C3   108.73  3.000
 N8W  H7   C4   C5   108.10  3.000
 N8W  H7   C4   O4   111.36  3.000
 N8W  C5   C4   O4   107.94  3.000
 N8W  H7   C4   C3   108.60  3.000
 N8W  C5   C4   C3   109.78  3.000
 N8W  O4   C4   C3   111.01  3.000
 N8W  H8   O4   C4   108.10  3.000
 N8W  H9   C5   N1   111.03  3.000
 N8W  H9   C5   C6   111.20  3.000
 N8W  N1   C5   C6   100.03  3.000
 N8W  H9   C5   C4   109.25  3.000
 N8W  N1   C5   C4   109.91  3.000
 N8W  C6   C5   C4   115.14  3.000
 N8W  H11  C6   H10  108.91  3.000
 N8W  H11  C6   O27  109.22  3.000
 N8W  H10  C6   O27  109.02  3.000
 N8W  H11  C6   C5   113.76  3.000
 N8W  H10  C6   C5   111.28  3.000
 N8W  O27  C6   C5   104.49  3.000
 N8W  C8   C7   O7   121.61  3.000
 N8W  C8   C7   N2   115.02  3.000
 N8W  O7   C7   N2   123.37  3.000
 N8W  H14  C8   H13  107.32  3.000
 N8W  H14  C8   H12  108.32  3.000
 N8W  H13  C8   H12  108.55  3.000
 N8W  H14  C8   C7   109.22  3.000
 N8W  H13  C8   C7   109.39  3.000
 N8W  H12  C8   C7   113.85  3.000
 N8W  C29  N1   C5   110.79  3.000
 N8W  C29  N1   C1   123.88  3.000
 N8W  C5   N1   C1   118.90  3.000
 N8W  O27  C29  O32  122.35  3.000
 N8W  O32  C29  N1   128.20  3.000
 N8W  O27  C29  N1   109.43  3.000
 N8W  C29  O27  C6   109.95  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
 N8W  CONST_01  O7   C7   N2   C2      0.00   0.0  0
 N8W  CONST_02  C8   C7   N2   C2    180.00   0.0  0
 N8W  CONST_03  H4   N2   C7   O7    180.00   0.0  0
 N8W  Var_01    O27  C29  N1   C1   -166.32  30.0  1
 N8W  Var_02    C5   N1   C1   C2    -51.17  30.0  1
 N8W  Var_03    N1   C29  O27  C6     -0.39  30.0  1
 N8W  Var_04    H10  C6   O27  C29  -104.81  30.0  1
 N8W  Var_05    H12  C8   C7   N2      2.51  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
 N8W  chir_01  C2  C3  C1  N2  positiv
 N8W  chir_02  C3  O3  C2  C4  positiv
 N8W  chir_03  C4  O4  C3  C5  positiv
 N8W  chir_04  C5  N1  C4  C6  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
 N8W  plan-1  C2   0.020
 N8W  plan-1  N2   0.020
 N8W  plan-1  C7   0.020
 N8W  plan-1  O7   0.020
 N8W  plan-1  C8   0.020
 N8W  plan-1  H4   0.020
 N8W  plan-2  C1   0.020
 N8W  plan-2  C5   0.020
 N8W  plan-2  N1   0.020
 N8W  plan-2  C29  0.020
 N8W  plan-3  N1   0.020
 N8W  plan-3  C29  0.020
 N8W  plan-3  O32  0.020
 N8W  plan-3  O27  0.020

