# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 01:25:59 2020
#   Inital geometry file: a 78 line input string
#   Ligand name: (4R,4aR,7aS,9R)-3,10-dimethyl-5,6,7,7a,8,9-hexahydro-4H-4a,9-epiminopyrrolo[3',4':5,6]cyclohepta[1,2-d][1,2]oxazol-4-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1[C@@H]2C[C@H]3CNC[C@]13[C@H](O)c4c(C)noc24
#
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
 TQS  TQS  (4R,4aR,7aS,9R)-3,10-dimethyl-5,6,7,7a,8,9-hexahydro-4H-4a,9-epiminopyrrolo[3',4':5,6]cyclohepta[1,2-d][1,2]oxazol-4-ol  ligand  34  17  .  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_TQS
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
 TQS  N1   N  NR5   0  -0.411   0.6405   1.1504  -1.1241
 TQS  N3   N  N     0  -0.196  -3.2853   0.1272   0.6981
 TQS  C4   C  CR15  0  -0.217   1.8514   0.8082   0.7402
 TQS  C5   C  CH2   0  -0.286   2.6281  -0.2566   1.4883
 TQS  C6   C  CH2   0  -0.297   2.4817  -0.6705  -0.8948
 TQS  C7   C  CR5   0   0.034   1.2190   0.0269  -0.4135
 TQS  C8   C  CH1   0  -0.004   0.1604  -1.0597   0.0248
 TQS  C10  C  CR5   0   0.426  -1.2994   0.9307   0.2185
 TQS  C1   C  CH3   0  -0.528  -0.0173   0.9338  -2.3923
 TQS  C11  C  CR5   0   0.231  -2.4564  -0.8737   0.5753
 TQS  C12  C  CH3   0  -0.736  -2.9097  -2.2773   0.7531
 TQS  C2   C  CR15  0  -0.232  -0.1460   1.8244  -0.0737
 TQS  C3   C  CH2   0  -0.459   0.7780   1.7916   1.1928
 TQS  C9   C  CR5   0  -0.136  -1.1521  -0.4058   0.2678
 TQS  N2   N  NH1   0  -0.618   3.0130  -1.1725   0.3868
 TQS  O1   O  OH1   0  -0.664  -0.0356  -2.0524  -0.9622
 TQS  O2   O  O     0  -0.347  -2.5544   1.2750   0.4761
 TQS  H2   H  HCR5  0   0.258   2.6094   1.4230   0.2464
 TQS  H3   H  HCH2  0   0.236   3.4999   0.1496   2.0043
 TQS  H4   H  HCH2  0   0.208   2.0233  -0.7787   2.2379
 TQS  H5   H  HCH2  0   0.226   2.3241  -1.4904  -1.5974
 TQS  H6   H  HCH2  0   0.222   3.1293   0.0614  -1.3937
 TQS  H7   H  HCH1  0   0.243   0.5058  -1.5321   0.9518
 TQS  H8   H  HCH3  0   0.206  -0.9112   0.3002  -2.3590
 TQS  H9   H  HCH3  0   0.233  -0.3085   1.8969  -2.8150
 TQS  H10  H  HCH3  0   0.241   0.6887   0.4735  -3.0836
 TQS  H11  H  HCH3  0   0.258  -2.7670  -2.8432  -0.1668
 TQS  H12  H  HCH3  0   0.255  -2.3233  -2.7695   1.5293
 TQS  H13  H  HCH3  0   0.254  -3.9604  -2.3238   1.0317
 TQS  H14  H  HCR5  0   0.276  -0.4424   2.8292  -0.3788
 TQS  H15  H  HCH2  0   0.254   0.2234   1.4714   2.0753
 TQS  H16  H  HCH2  0   0.258   1.1946   2.7746   1.4089
 TQS  H17  H  HNH1  0   0.355   4.0118  -1.3082   0.3427
 TQS  H19  H  HOH1  0   0.455   0.6522  -2.7169  -0.8609

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
 TQS  C3   C2   single    1.568  0.020  1.568
 TQS  C3   C4   single    1.524  0.020  1.524
 TQS  O2   C10  aromatic  1.327  0.020  1.327
 TQS  O2   N3   aromatic  1.379  0.020  1.379
 TQS  C2   C10  single    1.488  0.020  1.488
 TQS  C2   N1   single    1.475  0.020  1.475
 TQS  C4   C5   single    1.515  0.020  1.515
 TQS  C4   C7   single    1.530  0.020  1.530
 TQS  C10  C9   aromatic  1.346  0.020  1.346
 TQS  C5   N2   single    1.483  0.020  1.483
 TQS  N1   C7   single    1.450  0.020  1.450
 TQS  N1   C1   single    1.445  0.020  1.445
 TQS  N3   C11  aromatic  1.305  0.020  1.305
 TQS  C7   C8   single    1.579  0.020  1.579
 TQS  C7   C6   single    1.521  0.020  1.521
 TQS  C9   C11  aromatic  1.419  0.020  1.419
 TQS  C9   C8   single    1.486  0.020  1.486
 TQS  N2   C6   single    1.475  0.020  1.475
 TQS  C11  C12  single    1.486  0.020  1.486
 TQS  C8   O1   single    1.413  0.020  1.413
 TQS  C4   H2   single    0.970  0.020  1.090
 TQS  C5   H3   single    0.970  0.020  1.090
 TQS  C5   H4   single    0.970  0.020  1.090
 TQS  C6   H5   single    0.970  0.020  1.090
 TQS  C6   H6   single    0.970  0.020  1.090
 TQS  C8   H7   single    0.970  0.020  1.090
 TQS  C1   H8   single    0.970  0.020  1.090
 TQS  C1   H9   single    0.970  0.020  1.090
 TQS  C1   H10  single    0.970  0.020  1.090
 TQS  C12  H11  single    0.970  0.020  1.090
 TQS  C12  H12  single    0.970  0.020  1.090
 TQS  C12  H13  single    0.970  0.020  1.090
 TQS  C2   H14  single    0.970  0.020  1.090
 TQS  C3   H15  single    0.970  0.020  1.090
 TQS  C3   H16  single    0.970  0.020  1.090
 TQS  N2   H17  single    0.890  0.020  1.040
 TQS  O1   H19  single    0.850  0.020  0.980

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
 TQS  C2   N1   C1   116.79  3.000
 TQS  C1   N1   C7   119.72  3.000
 TQS  C2   N1   C7   102.58  3.000
 TQS  O2   N3   C11  106.65  3.000
 TQS  H2   C4   C3   105.04  3.000
 TQS  H2   C4   C7   103.48  3.000
 TQS  C3   C4   C7   105.20  3.000
 TQS  H2   C4   C5   105.22  3.000
 TQS  C7   C4   C5   103.02  3.000
 TQS  C3   C4   C5   131.87  3.000
 TQS  H4   C5   H3   107.15  3.000
 TQS  H4   C5   N2   110.92  3.000
 TQS  H3   C5   N2   111.93  3.000
 TQS  H4   C5   C4   112.94  3.000
 TQS  H3   C5   C4   112.41  3.000
 TQS  N2   C5   C4   101.56  3.000
 TQS  H6   C6   H5   107.07  3.000
 TQS  H6   C6   N2   114.16  3.000
 TQS  H5   C6   N2   110.83  3.000
 TQS  H6   C6   C7   109.15  3.000
 TQS  H5   C6   C7   115.37  3.000
 TQS  N2   C6   C7   100.38  3.000
 TQS  C8   C7   C6   109.20  3.000
 TQS  C6   C7   C4    97.45  3.000
 TQS  C8   C7   C4   114.78  3.000
 TQS  C6   C7   N1   122.12  3.000
 TQS  C8   C7   N1   113.69  3.000
 TQS  C4   C7   N1    97.98  3.000
 TQS  H7   C8   O1   109.36  3.000
 TQS  H7   C8   C9   109.24  3.000
 TQS  O1   C8   C9   107.50  3.000
 TQS  H7   C8   C7   108.67  3.000
 TQS  O1   C8   C7   112.49  3.000
 TQS  C9   C8   C7   109.55  3.000
 TQS  O2   C10  C9   110.75  3.000
 TQS  C9   C10  C2   121.26  3.000
 TQS  O2   C10  C2   127.99  3.000
 TQS  H10  C1   H9   107.45  3.000
 TQS  H10  C1   H8   107.66  3.000
 TQS  H9   C1   H8   107.71  3.000
 TQS  H10  C1   N1   108.97  3.000
 TQS  H9   C1   N1   109.22  3.000
 TQS  H8   C1   N1   115.54  3.000
 TQS  C9   C11  C12  128.15  3.000
 TQS  C12  C11  N3   121.29  3.000
 TQS  C9   C11  N3   110.56  3.000
 TQS  H13  C12  H12  108.53  3.000
 TQS  H13  C12  H11  108.70  3.000
 TQS  H12  C12  H11  107.23  3.000
 TQS  H13  C12  C11  111.45  3.000
 TQS  H12  C12  C11  110.34  3.000
 TQS  H11  C12  C11  110.47  3.000
 TQS  H14  C2   C3   113.90  3.000
 TQS  H14  C2   C10  113.42  3.000
 TQS  C3   C2   C10  106.59  3.000
 TQS  H14  C2   N1   111.50  3.000
 TQS  C10  C2   N1   106.18  3.000
 TQS  C3   C2   N1   104.55  3.000
 TQS  H16  C3   H15  107.40  3.000
 TQS  H16  C3   C2   111.51  3.000
 TQS  H15  C3   C2   111.11  3.000
 TQS  H16  C3   C4   111.83  3.000
 TQS  H15  C3   C4   114.14  3.000
 TQS  C2   C3   C4   100.87  3.000
 TQS  C11  C9   C10  103.58  3.000
 TQS  C11  C9   C8   134.57  3.000
 TQS  C10  C9   C8   121.85  3.000
 TQS  H17  N2   C6   111.36  3.000
 TQS  H17  N2   C5   111.87  3.000
 TQS  C6   N2   C5   109.96  3.000
 TQS  H19  O1   C8   108.21  3.000
 TQS  C10  O2   N3   108.46  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
 TQS  CONST_01  C11  N3   O2   C10    0.00   0.0  0
 TQS  CONST_02  O2   N3   C11  C9     0.00   0.0  0
 TQS  CONST_03  O2   N3   C11  C12  180.00   0.0  0
 TQS  Var_01    C6   N2   C5   C4    -0.50  30.0  1
 TQS  Var_02    C7   C6   N2   C5   -30.67  30.0  1
 TQS  Var_03    H11  C12  C11  N3   118.28  30.0  2
 TQS  Var_04    H8   C1   N1   C7    63.38  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
 TQS  chir_01  C4  C3  C5  C7   negativ
 TQS  chir_02  C7  C6  C8  C4   negativ
 TQS  chir_03  C8  O1  C7  C9   negativ
 TQS  chir_04  C2  N1  C3  C10  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
 TQS  plan-1  N3   0.020
 TQS  plan-1  C8   0.020
 TQS  plan-1  C10  0.020
 TQS  plan-1  C11  0.020
 TQS  plan-1  C12  0.020
 TQS  plan-1  C2   0.020
 TQS  plan-1  C9   0.020
 TQS  plan-1  O2   0.020

