# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 22:54:56 2021
#   Inital geometry file: a 91 line input string
#   Ligand name: (4S,5R)-4-hydroxy-5-methyl-5-[(1-phenyl-1H-1,2,3-triazol-4-yl)methyl]pyrrolidin-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]1(Cc2cn(nn2)c3ccccc3)NC(=O)C[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
 RWD  RWD  (4S,5R)-4-hydroxy-5-methyl-5-[(1-phenyl-1H-1,2,3-triazol-4-yl)methyl]pyrrolidin-2-one  ligand  36  20  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_RWD
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
 RWD  N1   N  NR5   0  -0.378   9.0684   5.1637   -9.5652
 RWD  N3   N  N     0  -0.301   9.3259   3.3330   -8.5479
 RWD  C4   C  CH3   0  -0.631  10.7600   0.8652  -10.2507
 RWD  C5   C  CH2   0  -0.510  11.7385   2.8089   -8.9545
 RWD  C6   C  CR5   0   0.163  10.5240   3.6572   -9.0909
 RWD  C7   C  CR15  0  -0.115  10.3661   4.8473   -9.7524
 RWD  C8   C  CR6   0   0.367   8.3647   6.2979  -10.0296
 RWD  C10  C  CR16  0  -0.249   7.9909   7.9522  -11.7202
 RWD  C13  C  CR16  0  -0.282   7.3732   6.8617   -9.2371
 RWD  N    N  NR15  0  -0.629  12.2227   2.4990  -11.3534
 RWD  C    C  CR5   0   0.521  13.1712   1.9286  -12.1221
 RWD  O    O  O     0  -0.488  13.4840   2.2759  -13.2475
 RWD  C1   C  CH2   0  -0.627  13.7588   0.7804  -11.3341
 RWD  C11  C  CR16  0  -0.251   6.9934   8.5221  -10.9408
 RWD  C12  C  CR16  0  -0.250   6.6857   7.9718   -9.7033
 RWD  C2   C  CR15  0   0.060  13.2885   1.0412   -9.9125
 RWD  C3   C  CR5   0   0.065  11.9487   1.8093  -10.1021
 RWD  C9   C  CR16  0  -0.299   8.6766   6.8330  -11.2720
 RWD  N2   N  N     0  -0.098   8.4611   4.2374   -8.8368
 RWD  H1   H  HCH3  0   0.232  10.5300   0.3609   -9.3125
 RWD  H2   H  HCH3  0   0.240   9.8692   1.4153  -10.5547
 RWD  H3   H  HCH3  0   0.236  10.9501   0.1043  -11.0089
 RWD  H4   H  HCH2  0   0.266  11.6762   2.2497   -8.0177
 RWD  H5   H  HCH2  0   0.268  12.6208   3.4490   -8.8860
 RWD  H6   H  HCR5  0   0.323  11.0566   5.4789  -10.2854
 RWD  H7   H  HCR6  0   0.270   8.2317   8.3696  -12.6886
 RWD  H8   H  HCR6  0   0.279   7.1459   6.4443   -8.2659
 RWD  H9   H  HNR5  0   0.391  11.5927   3.1896  -11.7371
 RWD  H10  H  HCH2  0   0.280  13.3435  -0.1556  -11.7224
 RWD  H11  H  HCH2  0   0.284  14.8420   0.7296  -11.4411
 RWD  H12  H  HCR6  0   0.267   6.4577   9.3922  -11.2962
 RWD  H13  H  HCR6  0   0.269   5.9135   8.4144   -9.0884
 RWD  H14  H  HCR5  0   0.239  13.9975   1.7305   -9.4332
 RWD  H15  H  HCR6  0   0.282   9.4348   6.3768  -11.8952
 RWD  O1   O  OH1   0  -0.654  13.1848  -0.1484   -9.1863
 RWD  H16  H  HOH1  0   0.457  13.0841   0.0639   -8.2532

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
 RWD  O    C    double    1.219  0.020  1.219
 RWD  C    C1   single    1.512  0.020  1.512
 RWD  C    N    single    1.347  0.020  1.347
 RWD  C1   C2   single    1.520  0.020  1.520
 RWD  N    C3   single    1.455  0.020  1.455
 RWD  C10  C11  aromatic  1.388  0.020  1.388
 RWD  C10  C9   aromatic  1.387  0.020  1.387
 RWD  C11  C12  aromatic  1.389  0.020  1.389
 RWD  C9   C8   aromatic  1.388  0.020  1.388
 RWD  C12  C13  aromatic  1.386  0.020  1.386
 RWD  C8   C13  aromatic  1.389  0.020  1.389
 RWD  C8   N1   single    1.413  0.020  1.413
 RWD  N2   N1   aromatic  1.326  0.020  1.326
 RWD  N2   N3   aromatic  1.284  0.020  1.284
 RWD  C2   C3   single    1.556  0.020  1.556
 RWD  C2   O1   single    1.398  0.020  1.398
 RWD  C3   C4   single    1.525  0.020  1.525
 RWD  C3   C5   single    1.536  0.020  1.536
 RWD  N1   C7   aromatic  1.349  0.020  1.349
 RWD  N3   C6   aromatic  1.355  0.020  1.355
 RWD  C6   C7   aromatic  1.371  0.020  1.371
 RWD  C6   C5   single    1.488  0.020  1.488
 RWD  C4   H1   single    0.970  0.020  1.090
 RWD  C4   H2   single    0.970  0.020  1.090
 RWD  C4   H3   single    0.970  0.020  1.090
 RWD  C5   H4   single    0.970  0.020  1.090
 RWD  C5   H5   single    0.970  0.020  1.090
 RWD  C7   H6   single    0.930  0.020  1.080
 RWD  C10  H7   single    0.930  0.020  1.080
 RWD  C13  H8   single    0.930  0.020  1.080
 RWD  N    H9   single    0.860  0.020  1.020
 RWD  C1   H10  single    0.970  0.020  1.090
 RWD  C1   H11  single    0.970  0.020  1.090
 RWD  C11  H12  single    0.930  0.020  1.080
 RWD  C12  H13  single    0.930  0.020  1.080
 RWD  C2   H14  single    0.970  0.020  1.090
 RWD  C9   H15  single    0.930  0.020  1.080
 RWD  O1   H16  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
 RWD  N2   N1   C8   120.88  3.000
 RWD  N2   N1   C7   110.68  3.000
 RWD  C8   N1   C7   128.44  3.000
 RWD  N2   N3   C6   109.68  3.000
 RWD  H3   C4   H2   107.49  3.000
 RWD  H3   C4   H1   108.21  3.000
 RWD  H2   C4   H1   107.52  3.000
 RWD  H3   C4   C3   111.32  3.000
 RWD  H2   C4   C3   110.58  3.000
 RWD  H1   C4   C3   111.53  3.000
 RWD  H5   C5   H4   106.99  3.000
 RWD  H5   C5   C3   108.52  3.000
 RWD  H4   C5   C3   108.37  3.000
 RWD  H5   C5   C6   109.33  3.000
 RWD  H4   C5   C6   108.90  3.000
 RWD  C3   C5   C6   114.46  3.000
 RWD  C7   C6   C5   129.30  3.000
 RWD  C5   C6   N3   123.28  3.000
 RWD  C7   C6   N3   107.42  3.000
 RWD  H6   C7   C6   132.39  3.000
 RWD  H6   C7   N1   123.23  3.000
 RWD  C6   C7   N1   104.33  3.000
 RWD  C9   C8   C13  120.97  3.000
 RWD  C13  C8   N1   119.58  3.000
 RWD  C9   C8   N1   119.45  3.000
 RWD  H7   C10  C9   119.38  3.000
 RWD  H7   C10  C11  120.28  3.000
 RWD  C9   C10  C11  120.33  3.000
 RWD  H8   C13  C12  120.45  3.000
 RWD  H8   C13  C8   120.39  3.000
 RWD  C12  C13  C8   119.15  3.000
 RWD  H9   N    C3   122.22  3.000
 RWD  H9   N    C    120.76  3.000
 RWD  C3   N    C    115.00  3.000
 RWD  C1   C    O    126.74  3.000
 RWD  C1   C    N    107.33  3.000
 RWD  O    C    N    125.93  3.000
 RWD  H11  C1   H10  107.60  3.000
 RWD  H11  C1   C2   114.04  3.000
 RWD  H10  C1   C2   111.16  3.000
 RWD  H11  C1   C    111.76  3.000
 RWD  H10  C1   C    108.49  3.000
 RWD  C2   C1   C    103.70  3.000
 RWD  H12  C11  C12  120.12  3.000
 RWD  H12  C11  C10  120.10  3.000
 RWD  C12  C11  C10  119.78  3.000
 RWD  H13  C12  C11  120.16  3.000
 RWD  H13  C12  C13  119.37  3.000
 RWD  C11  C12  C13  120.47  3.000
 RWD  H14  C2   O1   110.81  3.000
 RWD  H14  C2   C3   107.40  3.000
 RWD  O1   C2   C3   114.81  3.000
 RWD  H14  C2   C1   108.42  3.000
 RWD  O1   C2   C1   111.28  3.000
 RWD  C3   C2   C1   103.72  3.000
 RWD  C2   C3   N    100.17  3.000
 RWD  C2   C3   C5   110.36  3.000
 RWD  N    C3   C5   111.09  3.000
 RWD  C5   C3   C4   111.65  3.000
 RWD  C2   C3   C4   112.17  3.000
 RWD  N    C3   C4   110.88  3.000
 RWD  H15  C9   C10  120.02  3.000
 RWD  H15  C9   C8   120.68  3.000
 RWD  C10  C9   C8   119.29  3.000
 RWD  N3   N2   N1   107.89  3.000
 RWD  H16  O1   C2   108.90  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
 RWD  CONST_01  C10  C9   C8   N1   180.00   0.0  0
 RWD  CONST_02  C12  C13  C8   N1   180.00   0.0  0
 RWD  CONST_03  C6   N3   N2   N1     0.00   0.0  0
 RWD  CONST_04  N3   C6   C7   N1     0.00   0.0  0
 RWD  CONST_05  C8   N1   N2   N3   180.00   0.0  0
 RWD  CONST_06  C7   N1   N2   N3     0.00   0.0  0
 RWD  CONST_07  C8   N1   C7   C6   180.00   0.0  0
 RWD  CONST_08  N2   N1   C7   C6     0.00   0.0  0
 RWD  CONST_11  N2   N3   C6   C7     0.00   0.0  0
 RWD  CONST_12  C11  C10  C9   C8     0.00   0.0  0
 RWD  CONST_13  C11  C12  C13  C8     0.00   0.0  0
 RWD  CONST_14  C13  C12  C11  C10    0.00   0.0  0
 RWD  CONST_15  C13  C8   C9   C10    0.00   0.0  0
 RWD  CONST_17  C9   C10  C11  C12    0.00   0.0  0
 RWD  CONST_18  C9   C8   C13  C12    0.00   0.0  0
 RWD  CONST_20  C3   N    C    C1     0.00   0.0  0
 RWD  CONST_21  C5   C6   C7   N1   180.00   0.0  0
 RWD  CONST_22  N2   N3   C6   C5   180.00   0.0  0
 RWD  CONST_23  C3   N    C    O    180.00   0.0  0
 RWD  CONST_24  H15  C9   C8   N1     0.00   0.0  0
 RWD  CONST_25  H8   C13  C8   N1     0.00   0.0  0
 RWD  CONST_26  H6   C7   C6   N3   180.00   0.0  0
 RWD  CONST_27  H7   C10  C9   C8   180.00   0.0  0
 RWD  CONST_28  H13  C12  C13  C8   180.00   0.0  0
 RWD  CONST_29  H12  C11  C12  C13  180.00   0.0  0
 RWD  CONST_30  H9   N    C    C1   180.00   0.0  0
 RWD  Var_01    C2   C1   C    N    -15.31  30.0  1
 RWD  Var_02    C3   C5   C6   N3    92.82  30.0  2

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
 RWD  chir_01  C2  C1  C3  O1  negativ
 RWD  chir_02  C3  N   C4  C2  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
 RWD  plan-1  N1   0.020
 RWD  plan-1  N3   0.020
 RWD  plan-1  C5   0.020
 RWD  plan-1  C6   0.020
 RWD  plan-1  C7   0.020
 RWD  plan-1  C8   0.020
 RWD  plan-1  N2   0.020
 RWD  plan-1  H6   0.020
 RWD  plan-2  N1   0.020
 RWD  plan-2  C8   0.020
 RWD  plan-2  C10  0.020
 RWD  plan-2  C13  0.020
 RWD  plan-2  C11  0.020
 RWD  plan-2  C12  0.020
 RWD  plan-2  C9   0.020
 RWD  plan-2  H7   0.020
 RWD  plan-2  H8   0.020
 RWD  plan-2  H12  0.020
 RWD  plan-2  H13  0.020
 RWD  plan-2  H15  0.020
 RWD  plan-3  N    0.020
 RWD  plan-3  C    0.020
 RWD  plan-3  O    0.020
 RWD  plan-3  C1   0.020
 RWD  plan-3  C3   0.020
 RWD  plan-3  H9   0.020

