# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 20 00:04:23 2022
#   Inital geometry file: a 113 line input string
#   Ligand name: (2~{S},3~{R})-2-[(2~{S},3~{R})-1,3-bis(oxidanyl)-1-oxidanylidene-butan-2-yl]-4-[[(6~{R})-6,7-dihydro-5~{H}-pyrazolo[1,2-a][1,2,4]triazol-4-ium-6-yl]sulfanyl]-3-methyl-2,3-dihydro-1~{H}-pyrrole-5-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](O)[C@H]([C@@H]1NC(=C(S[C@@H]2Cn3cnc[n+]3C2)[C@@H]1C)C(O)=O)C(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
 OEQ  OEQ  '(2~{S},3~{R})-2-[(2~{S},3~{R})-1,3-bis(oxidanyl)-1-oxidanylidene-butan-2-yl]-4-[[(6~{R})-6,7-dihydro-5~{H}-pyrazolo[1,2-a][1,2,4]triazol-4-ium-6-yl]sulfanyl]-3-methyl-2,3-dihydro-1~{H}-pyrrole-5-carboxylic acid'  ligand  44  25  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_OEQ
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
 OEQ  N2   N  N      1  -0.201  -28.9997  -18.5693   -0.8404
 OEQ  C3   C  CR15   0  -0.470  -28.6149  -18.8486   -3.1044
 OEQ  C4   C  CH2    0  -0.239  -27.2756  -18.6098   -2.3922
 OEQ  C6   C  CR15   0   0.175  -29.3028  -18.1895    0.3875
 OEQ  C7   C  CH2    0  -0.254  -29.5812  -19.2606   -1.9855
 OEQ  C10  C  CH1    0  -0.093  -28.5057  -18.3332   -8.0108
 OEQ  C11  C  CH1    0  -0.412  -28.6926  -19.4242   -9.0880
 OEQ  C12  C  CH1    0   0.058  -28.0709  -19.0330  -10.4512
 OEQ  N    N  N      0  -0.201  -27.7381  -18.1988   -1.0666
 OEQ  O    O  O      0  -0.585  -24.7043  -19.1666   -6.7512
 OEQ  C1   C  C      0   0.237  -26.9987  -18.9299   -6.3674
 OEQ  C13  C  CH3    0  -0.688  -28.5692  -17.7069  -10.9982
 OEQ  C14  C  C      0   0.477  -28.1835  -20.8287   -8.6890
 OEQ  C2   C  C      0  -0.257  -28.2091  -19.2128   -5.8341
 OEQ  C5   C  CR15   0   0.173  -27.3078  -17.6047    0.0305
 OEQ  C8   C  CH1    0  -0.203  -29.2712  -18.5419   -6.6830
 OEQ  C9   C  CH3    0  -0.686  -30.6309  -19.2094   -6.7644
 OEQ  N1   N  N      0  -0.432  -28.2652  -17.5841    0.9502
 OEQ  N3   N  NH1    0  -0.633  -27.1336  -18.2045   -7.5237
 OEQ  O1   O  OH1    0  -0.706  -26.6609  -19.0061  -10.3982
 OEQ  O2   O  O      0  -0.613  -26.9514  -21.0432   -8.8726
 OEQ  O3   O  OC    -1  -0.568  -28.9915  -21.6675   -8.2651
 OEQ  O4   O  OC    -1  -0.559  -25.4563  -19.5460   -4.6828
 OEQ  S    S  S2     0   0.025  -28.5612  -20.1176   -4.3974
 OEQ  H1   H  HCR5   0   0.334  -28.9611  -17.9153   -3.5502
 OEQ  H2   H  HCH2   0   0.310  -26.6855  -19.5182   -2.2960
 OEQ  H3   H  HCH2   0   0.317  -26.6764  -17.8238   -2.8390
 OEQ  H4   H  HCR5   0   0.346  -30.2699  -18.3585    0.8340
 OEQ  H5   H  HCH2   0   0.327  -30.6001  -18.9230   -2.1504
 OEQ  H6   H  HCH2   0   0.312  -29.5716  -20.3333   -1.7871
 OEQ  H7   H  HCH1   0   0.236  -28.8298  -17.3885   -8.4533
 OEQ  H8   H  HCH1   0   0.223  -29.7719  -19.4934   -9.2577
 OEQ  H9   H  HCH1   0   0.182  -28.4029  -19.8106  -11.1613
 OEQ  H10  H  HCH3   0   0.219  -29.6597  -17.6790  -11.0092
 OEQ  H11  H  HCH3   0   0.220  -28.2151  -16.8584  -10.4112
 OEQ  H12  H  HCH3   0   0.232  -28.2247  -17.5641  -12.0237
 OEQ  H13  H  HCR5   0   0.346  -26.3136  -17.1985    0.1281
 OEQ  H14  H  HCH1   0   0.224  -29.4349  -17.5360   -6.2647
 OEQ  H15  H  HCH3   0   0.222  -31.1032  -19.2247   -5.7813
 OEQ  H16  H  HCH3   0   0.219  -31.2928  -18.6565   -7.4339
 OEQ  H17  H  HCH3   0   0.236  -30.5581  -20.2336   -7.1227
 OEQ  H18  H  HNH1   0   0.354  -26.3892  -18.3008   -8.1972
 OEQ  H19  H  HOH1   0   0.437  -26.4624  -19.8132   -9.8575
 OEQ  C    C  C      0   0.355  -25.5916  -19.2492   -5.8819

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
 OEQ  O1   C12  single    1.411  0.020  1.411
 OEQ  C13  C12  single    1.519  0.020  1.519
 OEQ  C12  C11  single    1.548  0.020  1.548
 OEQ  O2   C14  deloc     1.264  0.020  1.264
 OEQ  C14  C11  single    1.546  0.020  1.546
 OEQ  C14  O3   deloc     1.239  0.020  1.239
 OEQ  C11  C10  single    1.545  0.020  1.545
 OEQ  C10  N3   single    1.462  0.020  1.462
 OEQ  C10  C8   single    1.547  0.020  1.547
 OEQ  N3   C1   single    1.372  0.020  1.372
 OEQ  C9   C8   single    1.517  0.020  1.517
 OEQ  C8   C2   single    1.516  0.020  1.516
 OEQ  C1   C2   double    1.353  0.020  1.353
 OEQ  C1   C    single    1.522  0.020  1.522
 OEQ  C2   S    single    1.734  0.020  1.734
 OEQ  O    C    deloc     1.245  0.020  1.245
 OEQ  C    O4   deloc     1.243  0.020  1.243
 OEQ  S    C3   single    1.812  0.020  1.812
 OEQ  C3   C4   single    1.536  0.020  1.536
 OEQ  C3   C7   single    1.535  0.020  1.535
 OEQ  C4   N    single    1.463  0.020  1.463
 OEQ  C7   N2   single    1.459  0.020  1.459
 OEQ  N    N2   aromatic  1.334  0.020  1.334
 OEQ  N    C5   aromatic  1.320  0.020  1.320
 OEQ  N2   C6   aromatic  1.321  0.020  1.321
 OEQ  C5   N1   aromatic  1.328  0.020  1.328
 OEQ  C6   N1   aromatic  1.326  0.020  1.326
 OEQ  C3   H1   single    0.970  0.020  1.090
 OEQ  C4   H2   single    0.970  0.020  1.090
 OEQ  C4   H3   single    0.970  0.020  1.090
 OEQ  C6   H4   single    0.930  0.020  1.080
 OEQ  C7   H5   single    0.970  0.020  1.090
 OEQ  C7   H6   single    0.970  0.020  1.090
 OEQ  C10  H7   single    0.970  0.020  1.090
 OEQ  C11  H8   single    0.970  0.020  1.090
 OEQ  C12  H9   single    0.970  0.020  1.090
 OEQ  C13  H10  single    0.970  0.020  1.090
 OEQ  C13  H11  single    0.970  0.020  1.090
 OEQ  C13  H12  single    0.970  0.020  1.090
 OEQ  C5   H13  single    0.930  0.020  1.080
 OEQ  C8   H14  single    0.970  0.020  1.090
 OEQ  C9   H15  single    0.970  0.020  1.090
 OEQ  C9   H16  single    0.970  0.020  1.090
 OEQ  C9   H17  single    0.970  0.020  1.090
 OEQ  N3   H18  single    0.890  0.020  1.040
 OEQ  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
 OEQ  N    N2   C7   112.05  3.000
 OEQ  N    N2   C6   107.15  3.000
 OEQ  C7   N2   C6   140.79  3.000
 OEQ  H1   C3   S    108.48  3.000
 OEQ  H1   C3   C7   109.14  3.000
 OEQ  S    C3   C7   110.54  3.000
 OEQ  H1   C3   C4   109.47  3.000
 OEQ  C7   C3   C4   104.64  3.000
 OEQ  S    C3   C4   114.45  3.000
 OEQ  H3   C4   H2   110.00  3.000
 OEQ  H3   C4   N    110.14  3.000
 OEQ  H2   C4   N    109.03  3.000
 OEQ  H3   C4   C3   113.79  3.000
 OEQ  H2   C4   C3   112.60  3.000
 OEQ  N    C4   C3   100.85  3.000
 OEQ  H4   C6   N1   126.68  3.000
 OEQ  H4   C6   N2   123.07  3.000
 OEQ  N1   C6   N2   110.25  3.000
 OEQ  H6   C7   H5   109.97  3.000
 OEQ  H6   C7   C3   113.02  3.000
 OEQ  H5   C7   C3   113.37  3.000
 OEQ  H6   C7   N2   108.65  3.000
 OEQ  H5   C7   N2   110.23  3.000
 OEQ  C3   C7   N2   101.19  3.000
 OEQ  H7   C10  N3   109.71  3.000
 OEQ  H7   C10  C8   108.52  3.000
 OEQ  N3   C10  C8   100.98  3.000
 OEQ  H7   C10  C11  107.00  3.000
 OEQ  C8   C10  C11  116.33  3.000
 OEQ  N3   C10  C11  114.09  3.000
 OEQ  H8   C11  C14  107.89  3.000
 OEQ  H8   C11  C12  105.98  3.000
 OEQ  C14  C11  C12  108.93  3.000
 OEQ  H8   C11  C10  105.78  3.000
 OEQ  C14  C11  C10  114.94  3.000
 OEQ  C12  C11  C10  112.76  3.000
 OEQ  H9   C12  O1   109.75  3.000
 OEQ  H9   C12  C13  106.53  3.000
 OEQ  O1   C12  C13  108.95  3.000
 OEQ  H9   C12  C11  105.52  3.000
 OEQ  C13  C12  C11  113.95  3.000
 OEQ  O1   C12  C11  111.90  3.000
 OEQ  C5   N    C4   140.96  3.000
 OEQ  C5   N    N2   107.00  3.000
 OEQ  C4   N    N2   112.00  3.000
 OEQ  N3   C1   C2   110.80  3.000
 OEQ  C2   C1   C    131.11  3.000
 OEQ  N3   C1   C    118.08  3.000
 OEQ  H12  C13  H11  107.54  3.000
 OEQ  H12  C13  H10  107.62  3.000
 OEQ  H11  C13  H10  108.06  3.000
 OEQ  H12  C13  C12  110.44  3.000
 OEQ  H11  C13  C12  112.26  3.000
 OEQ  H10  C13  C12  110.74  3.000
 OEQ  O3   C14  O2   124.77  3.000
 OEQ  O3   C14  C11  119.23  3.000
 OEQ  O2   C14  C11  115.95  3.000
 OEQ  S    C2   C8   123.54  3.000
 OEQ  S    C2   C1   128.14  3.000
 OEQ  C8   C2   C1   108.27  3.000
 OEQ  H13  C5   N1   126.60  3.000
 OEQ  H13  C5   N    123.05  3.000
 OEQ  N1   C5   N    110.35  3.000
 OEQ  H14  C8   C9   106.80  3.000
 OEQ  H14  C8   C2   107.19  3.000
 OEQ  C9   C8   C2   117.60  3.000
 OEQ  H14  C8   C10  106.04  3.000
 OEQ  C2   C8   C10  101.17  3.000
 OEQ  C9   C8   C10  117.19  3.000
 OEQ  H17  C9   H16  108.39  3.000
 OEQ  H17  C9   H15  108.22  3.000
 OEQ  H16  C9   H15  107.29  3.000
 OEQ  H17  C9   C8   111.84  3.000
 OEQ  H16  C9   C8   110.70  3.000
 OEQ  H15  C9   C8   110.24  3.000
 OEQ  C5   N1   C6   105.26  3.000
 OEQ  H18  N3   C1   116.10  3.000
 OEQ  H18  N3   C10  117.51  3.000
 OEQ  C1   N3   C10  109.06  3.000
 OEQ  H19  O1   C12  101.83  3.000
 OEQ  C2   S    C3   103.40  3.000
 OEQ  O4   C    C1   117.29  3.000
 OEQ  O4   C    O    127.74  3.000
 OEQ  C1   C    O    114.97  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
 OEQ  CONST_01  N1   C5  N   N2     0.00   0.0  0
 OEQ  CONST_02  C5   N1  C6  N2     0.00   0.0  0
 OEQ  CONST_03  C5   N   N2  C6     0.00   0.0  0
 OEQ  CONST_04  N    C5  N1  C6     0.00   0.0  0
 OEQ  CONST_05  N1   C6  N2  N      0.00   0.0  0
 OEQ  CONST_06  H13  C5  N   N2   180.00   0.0  0
 OEQ  CONST_07  H4   C6  N2  C7     0.00   0.0  0
 OEQ  Var_01    C3   C4  N   N2    19.24  30.0  1
 OEQ  Var_02    N    N2  C7  C3   -17.65  30.0  1
 OEQ  Var_03    C2   C1  N3  C10  -17.43  30.0  1
 OEQ  Var_04    N3   C1  C2  C8    -3.35  30.0  1
 OEQ  Var_05    C8   C2  S   C3   -85.82  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
 OEQ  chir_01  C3   S    C4   C7   positiv
 OEQ  chir_02  C10  N3   C11  C8   negativ
 OEQ  chir_03  C11  C10  C14  C12  positiv
 OEQ  chir_04  C12  O1   C11  C13  negativ
 OEQ  chir_05  C8   C10  C9   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
 OEQ  plan-1  C10  0.020
 OEQ  plan-1  C1   0.020
 OEQ  plan-1  N3   0.020
 OEQ  plan-1  H18  0.020
 OEQ  plan-2  N2   0.020
 OEQ  plan-2  C4   0.020
 OEQ  plan-2  C6   0.020
 OEQ  plan-2  C7   0.020
 OEQ  plan-2  N    0.020
 OEQ  plan-2  C5   0.020
 OEQ  plan-2  N1   0.020
 OEQ  plan-2  H4   0.020
 OEQ  plan-2  H13  0.020
 OEQ  plan-3  C11  0.020
 OEQ  plan-3  C14  0.020
 OEQ  plan-3  O2   0.020
 OEQ  plan-3  O3   0.020
 OEQ  plan-4  O    0.020
 OEQ  plan-4  C1   0.020
 OEQ  plan-4  O4   0.020
 OEQ  plan-4  C    0.020

