# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Jul 20 21:03:11 2021
#   Inital geometry file: a 67 line input string
#   Ligand name: (2~{S})-2-[(~{Z})-1,3-bis(oxidanyl)-3-oxidanylidene-prop-1-enyl]pyrrolidine-1-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)\C=C(O)\[C@@H]1CCCN1C(O)=O
#
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
 BWF  BWF  '(2~{S})-2-[(~{Z})-1,3-bis(oxidanyl)-3-oxidanylidene-prop-1-enyl]pyrrolidine-1-carboxylic acid'  ligand  25  14  .  2022-03-15  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BWF
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
 BWF  C1   C  C     0   0.680  198.2470  24.6767  110.8481
 BWF  O3   O  O     0  -0.516  197.7642  25.1311  111.8676
 BWF  N5   N  NT    0  -0.499  199.0621  23.6069  110.8034
 BWF  C6   C  CH1   0  -0.125  199.3377  22.8449  112.0003
 BWF  C7   C  CH2   0  -0.476  199.8359  21.5016  111.4418
 BWF  C8   C  CH2   0  -0.483  200.4972  21.8922  110.1255
 BWF  C9   C  CH2   0  -0.259  199.5962  22.9966  109.5865
 BWF  C10  C  C     0   0.423  200.3710  23.4800  112.8979
 BWF  O11  O  OH1   0  -0.598  200.3553  22.9092  114.0930
 BWF  C12  C  C1    0  -0.585  201.2046  24.4624  112.4881
 BWF  C13  C  C     0   0.581  202.2457  25.0868  113.2820
 BWF  O14  O  O     0  -0.463  202.9927  25.9520  112.8850
 BWF  O16  O  OH1   0  -0.643  202.3175  24.6103  114.5381
 BWF  H2   H  HCH1  0   0.295  198.4289  22.7080  112.5920
 BWF  H3   H  HCH2  0   0.260  198.9762  20.8537  111.2637
 BWF  H4   H  HCH2  0   0.269  200.5045  20.9811  112.1256
 BWF  H5   H  HCH2  0   0.263  200.5782  21.0582  109.4304
 BWF  H6   H  HCH2  0   0.246  201.5039  22.2752  110.3021
 BWF  H7   H  HCH2  0   0.257  200.1447  23.7213  108.9851
 BWF  H8   H  HCH2  0   0.248  198.7885  22.5859  108.9753
 BWF  H9   H  HOH1  0   0.487  201.0463  23.2915  114.6606
 BWF  H10  H  H     0   0.276  201.1032  24.8322  111.4789
 BWF  H11  H  HOH1  0   0.491  203.0251  25.0469  115.0352
 BWF  O1   O  OH1   0  -0.615  198.0305  25.1904  109.6352
 BWF  H1   H  HOH1  0   0.486  197.4506  25.9592  109.7175

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
 BWF  C9   C8   single  1.524  0.020  1.524
 BWF  C9   N5   single  1.462  0.020  1.462
 BWF  C8   C7   single  1.524  0.020  1.524
 BWF  C1   N5   single  1.346  0.020  1.346
 BWF  C1   O3   double  1.216  0.020  1.216
 BWF  N5   C6   single  1.445  0.020  1.445
 BWF  C7   C6   single  1.538  0.020  1.538
 BWF  C6   C10  single  1.509  0.020  1.509
 BWF  C12  C10  double  1.352  0.020  1.352
 BWF  C12  C13  single  1.451  0.020  1.451
 BWF  C10  O11  single  1.325  0.020  1.325
 BWF  O14  C13  double  1.210  0.020  1.210
 BWF  C13  O16  single  1.345  0.020  1.345
 BWF  C6   H2   single  0.970  0.020  1.090
 BWF  C7   H3   single  0.970  0.020  1.090
 BWF  C7   H4   single  0.970  0.020  1.090
 BWF  C8   H5   single  0.970  0.020  1.090
 BWF  C8   H6   single  0.970  0.020  1.090
 BWF  C9   H7   single  0.970  0.020  1.090
 BWF  C9   H8   single  0.970  0.020  1.090
 BWF  O11  H9   single  0.850  0.020  0.980
 BWF  C12  H10  single  0.930  0.020  1.080
 BWF  O16  H11  single  0.850  0.020  0.980
 BWF  C1   O1   single  1.335  0.020  1.335
 BWF  O1   H1   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
 BWF  O1   C1   N5   111.96  3.000
 BWF  O1   C1   O3   123.61  3.000
 BWF  N5   C1   O3   124.42  3.000
 BWF  C9   N5   C6   113.54  3.000
 BWF  C6   N5   C1   120.47  3.000
 BWF  C9   N5   C1   125.50  3.000
 BWF  H2   C6   C10  107.46  3.000
 BWF  H2   C6   C7   110.89  3.000
 BWF  C10  C6   C7   111.21  3.000
 BWF  H2   C6   N5   110.84  3.000
 BWF  C10  C6   N5   113.66  3.000
 BWF  C7   C6   N5   102.80  3.000
 BWF  H4   C7   H3   107.61  3.000
 BWF  H4   C7   C8   113.48  3.000
 BWF  H3   C7   C8   110.68  3.000
 BWF  H4   C7   C6   112.86  3.000
 BWF  H3   C7   C6   108.83  3.000
 BWF  C8   C7   C6   103.32  3.000
 BWF  H6   C8   H5   107.67  3.000
 BWF  H6   C8   C9   110.38  3.000
 BWF  H5   C8   C9   111.92  3.000
 BWF  H6   C8   C7   110.51  3.000
 BWF  H5   C8   C7   112.79  3.000
 BWF  C9   C8   C7   103.57  3.000
 BWF  H8   C9   H7   108.25  3.000
 BWF  H8   C9   C8   111.25  3.000
 BWF  H7   C9   C8   112.31  3.000
 BWF  H8   C9   N5   110.62  3.000
 BWF  H7   C9   N5   111.44  3.000
 BWF  C8   C9   N5   102.95  3.000
 BWF  C12  C10  O11  126.43  3.000
 BWF  O11  C10  C6   110.32  3.000
 BWF  C12  C10  C6   123.22  3.000
 BWF  H9   O11  C10  110.41  3.000
 BWF  H10  C12  C13  115.57  3.000
 BWF  H10  C12  C10  118.31  3.000
 BWF  C13  C12  C10  126.12  3.000
 BWF  O16  C13  O14  121.78  3.000
 BWF  O16  C13  C12  113.38  3.000
 BWF  O14  C13  C12  124.84  3.000
 BWF  H11  O16  C13  111.00  3.000
 BWF  H1   O1   C1   109.03  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
 BWF  CONST_01  H1   O1   C1   N5    180.00   0.0  0
 BWF  CONST_02  H11  O16  C13  C12   180.00   0.0  0
 BWF  Var_01    C7   C8   C9   N5     29.71  30.0  1
 BWF  Var_02    C8   C9   N5   C6    -10.94  30.0  1
 BWF  Var_03    C9   C8   C7   C6    -37.51  30.0  1
 BWF  Var_04    C9   N5   C1   O3    176.43  30.0  2
 BWF  Var_05    C13  C12  C10  C6   -177.94   0.0  2
 BWF  Var_06    O14  C13  C12  C10   178.86  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
 BWF  chir_01  C6  N5  C7  C10  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
 BWF  plan-1  C1   0.020
 BWF  plan-1  O3   0.020
 BWF  plan-1  N5   0.020
 BWF  plan-1  O1   0.020
 BWF  plan-1  H1   0.020
 BWF  plan-2  C12  0.020
 BWF  plan-2  C13  0.020
 BWF  plan-2  O14  0.020
 BWF  plan-2  O16  0.020
 BWF  plan-2  H11  0.020
 BWF  plan-3  C6   0.020
 BWF  plan-3  C10  0.020
 BWF  plan-3  O11  0.020
 BWF  plan-3  C12  0.020
 BWF  plan-3  C13  0.020
 BWF  plan-3  H10  0.020

