# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May 20 09:31:51 2020
#   Inital geometry file: a 95 line input string
#   Ligand name: 4-[2,5-bis(oxidanylidene)pyrrol-1-yl]-~{N}-propyl-benzenesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCN[S](=O)(=O)c1ccc(cc1)N2C(=O)C=CC2=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
 OKZ  OKZ  4-[2,5-bis(oxidanylidene)pyrrol-1-yl]-~{N}-propyl-benzenesulfonamide  ligand  34  20  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OKZ
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
 OKZ  C1   C  CH2   0  -0.444   4.4759  -1.7034   1.4139
 OKZ  C3   C  CR6   0  -0.204   1.0082   0.7214  -0.5898
 OKZ  O2   O  O     0  -0.382  -3.8006   0.0059  -2.0982
 OKZ  O3   O  O     0  -0.384  -2.9329  -0.6787   2.3120
 OKZ  C4   C  CR16  0  -0.231   0.4398  -0.3277  -1.2984
 OKZ  C2   C  CH3   0  -0.668   4.4384  -3.2228   1.4853
 OKZ  N1   N  NR5   0  -0.704  -2.9908  -0.2458   0.0469
 OKZ  C8   C  CR15  0  -0.306  -5.2363  -0.6536  -0.2582
 OKZ  C5   C  CR16  0  -0.263  -0.8887  -0.6541  -1.0783
 OKZ  C6   C  CR6   0   0.355  -1.6371   0.0802  -0.1682
 OKZ  N    N  NC1   0  -0.725   3.5436   0.2907   0.3624
 OKZ  C    C  CH2   0  -0.271   3.4831  -1.1705   0.3933
 OKZ  O    O  OS    0  -0.654   3.1412   0.5482  -2.0877
 OKZ  C10  C  CR5   0   0.563  -3.5377  -0.5968   1.2779
 OKZ  C11  C  CR16  0  -0.263  -1.0651   1.1376   0.5298
 OKZ  C12  C  CR16  0  -0.235   0.2657   1.4559   0.3258
 OKZ  C7   C  CR5   0   0.562  -3.9725  -0.2596  -0.9401
 OKZ  C9   C  CR15  0  -0.307  -4.9836  -0.8484   1.0298
 OKZ  O1   O  OS    0  -0.654   2.9152   2.5172  -0.5349
 OKZ  S    S  S     0   1.378   2.7281   1.1028  -0.8098
 OKZ  H1   H  HCH2  0   0.232   4.2457  -1.2842   2.3974
 OKZ  H2   H  HCH2  0   0.236   5.4793  -1.3622   1.1507
 OKZ  H3   H  HCR6  0   0.294   1.0163  -0.8959  -2.0150
 OKZ  H4   H  HCH3  0   0.225   4.6914  -3.6726   0.5239
 OKZ  H5   H  HCH3  0   0.238   5.1497  -3.5947   2.2222
 OKZ  H6   H  HCH3  0   0.225   3.4487  -3.5832   1.7701
 OKZ  H7   H  HCR5  0   0.309  -6.1749  -0.7447  -0.7831
 OKZ  H8   H  HCR6  0   0.288  -1.3315  -1.4844  -1.6110
 OKZ  H9   H  HNC1  0   0.411   3.4064   0.7208   1.2721
 OKZ  H10  H  HCH2  0   0.256   3.7364  -1.5481  -0.5975
 OKZ  H11  H  HCH2  0   0.235   2.4746  -1.5253   0.6365
 OKZ  H12  H  HCR6  0   0.288  -1.6580   1.7232   1.2186
 OKZ  H13  H  HCR6  0   0.292   0.7044   2.2821   0.8686
 OKZ  H14  H  HCR5  0   0.310  -5.6640  -1.1425   1.8142

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
 OKZ  O    S    double    1.453  0.020  1.453
 OKZ  O1   S    double    1.453  0.020  1.453
 OKZ  S    C3   single    1.775  0.020  1.775
 OKZ  S    N    single    1.643  0.020  1.643
 OKZ  C4   C3   aromatic  1.388  0.020  1.388
 OKZ  C4   C5   aromatic  1.386  0.020  1.386
 OKZ  C3   C12  aromatic  1.389  0.020  1.389
 OKZ  N    C    single    1.463  0.020  1.463
 OKZ  C    C1   single    1.520  0.020  1.520
 OKZ  C5   C6   aromatic  1.388  0.020  1.388
 OKZ  O2   C7   double    1.201  0.020  1.201
 OKZ  C2   C1   single    1.522  0.020  1.522
 OKZ  C12  C11  aromatic  1.383  0.020  1.383
 OKZ  C6   C11  aromatic  1.390  0.020  1.390
 OKZ  C6   N1   single    1.409  0.020  1.409
 OKZ  C7   N1   single    1.392  0.020  1.392
 OKZ  C7   C8   single    1.489  0.020  1.489
 OKZ  N1   C10  single    1.392  0.020  1.392
 OKZ  C8   C9   double    1.327  0.020  1.327
 OKZ  C10  C9   single    1.488  0.020  1.488
 OKZ  C10  O3   double    1.201  0.020  1.201
 OKZ  C1   H1   single    0.970  0.020  1.090
 OKZ  C1   H2   single    0.970  0.020  1.090
 OKZ  C4   H3   single    0.930  0.020  1.080
 OKZ  C2   H4   single    0.970  0.020  1.090
 OKZ  C2   H5   single    0.970  0.020  1.090
 OKZ  C2   H6   single    0.970  0.020  1.090
 OKZ  C8   H7   single    0.930  0.020  1.080
 OKZ  C5   H8   single    0.930  0.020  1.080
 OKZ  N    H9   single    0.890  0.020  1.040
 OKZ  C    H10  single    0.970  0.020  1.090
 OKZ  C    H11  single    0.970  0.020  1.090
 OKZ  C11  H12  single    0.930  0.020  1.080
 OKZ  C12  H13  single    0.930  0.020  1.080
 OKZ  C9   H14  single    0.930  0.020  1.080

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
 OKZ  H2   C1   H1   106.88  3.000
 OKZ  H2   C1   C    109.19  3.000
 OKZ  H1   C1   C    109.39  3.000
 OKZ  H2   C1   C2   110.24  3.000
 OKZ  H1   C1   C2   109.60  3.000
 OKZ  C    C1   C2   111.44  3.000
 OKZ  S    C3   C12  119.08  3.000
 OKZ  C12  C3   C4   121.16  3.000
 OKZ  S    C3   C4   119.73  3.000
 OKZ  H3   C4   C5   119.52  3.000
 OKZ  H3   C4   C3   121.16  3.000
 OKZ  C5   C4   C3   119.32  3.000
 OKZ  H6   C2   H5   107.63  3.000
 OKZ  H6   C2   H4   107.71  3.000
 OKZ  H5   C2   H4   107.68  3.000
 OKZ  H6   C2   C1   111.37  3.000
 OKZ  H5   C2   C1   110.89  3.000
 OKZ  H4   C2   C1   111.38  3.000
 OKZ  C7   N1   C10  110.33  3.000
 OKZ  C10  N1   C6   124.82  3.000
 OKZ  C7   N1   C6   124.86  3.000
 OKZ  H7   C8   C9   128.71  3.000
 OKZ  H7   C8   C7   122.53  3.000
 OKZ  C9   C8   C7   108.77  3.000
 OKZ  H8   C5   C6   120.55  3.000
 OKZ  H8   C5   C4   119.69  3.000
 OKZ  C6   C5   C4   119.76  3.000
 OKZ  C11  C6   C5   120.64  3.000
 OKZ  C11  C6   N1   119.65  3.000
 OKZ  C5   C6   N1   119.71  3.000
 OKZ  H9   N    S    111.27  3.000
 OKZ  H9   N    C    113.48  3.000
 OKZ  S    N    C    119.24  3.000
 OKZ  H11  C    H10  107.65  3.000
 OKZ  H11  C    N    111.47  3.000
 OKZ  H10  C    N    108.49  3.000
 OKZ  H11  C    C1   109.77  3.000
 OKZ  H10  C    C1   109.69  3.000
 OKZ  N    C    C1   109.72  3.000
 OKZ  C9   C10  N1   106.08  3.000
 OKZ  C9   C10  O3   128.41  3.000
 OKZ  N1   C10  O3   125.51  3.000
 OKZ  H12  C11  C12  119.79  3.000
 OKZ  H12  C11  C6   120.41  3.000
 OKZ  C12  C11  C6   119.79  3.000
 OKZ  H13  C12  C11  119.47  3.000
 OKZ  H13  C12  C3   121.20  3.000
 OKZ  C11  C12  C3   119.33  3.000
 OKZ  C8   C7   N1   106.05  3.000
 OKZ  C8   C7   O2   128.45  3.000
 OKZ  N1   C7   O2   125.50  3.000
 OKZ  H14  C9   C10  122.50  3.000
 OKZ  H14  C9   C8   128.71  3.000
 OKZ  C10  C9   C8   108.78  3.000
 OKZ  O1   S    O    120.09  3.000
 OKZ  O1   S    N    106.40  3.000
 OKZ  O    S    N    107.32  3.000
 OKZ  N    S    C3   106.63  3.000
 OKZ  O1   S    C3   108.09  3.000
 OKZ  O    S    C3   107.61  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
 OKZ  CONST_01  C6   C5   C4   C3     0.00   0.0  0
 OKZ  CONST_02  C6   C11  C12  C3     0.00   0.0  0
 OKZ  CONST_03  C11  C12  C3   C4     0.00   0.0  0
 OKZ  CONST_04  C11  C6   C5   C4     0.00   0.0  0
 OKZ  CONST_05  C12  C3   C4   C5     0.00   0.0  0
 OKZ  CONST_06  C12  C11  C6   C5     0.00   0.0  0
 OKZ  CONST_07  N1   C6   C5   C4   180.00   0.0  0
 OKZ  CONST_08  C12  C11  C6   N1   180.00   0.0  0
 OKZ  CONST_09  C9   C10  N1   C6   180.00   0.0  0
 OKZ  CONST_10  C9   C10  N1   C7     0.00   0.0  0
 OKZ  CONST_11  S    C3   C4   C5   180.00   0.0  0
 OKZ  CONST_12  S    C3   C12  C11  180.00   0.0  0
 OKZ  CONST_13  C6   N1   C10  O3     0.00   0.0  0
 OKZ  CONST_14  C7   N1   C10  O3   180.00   0.0  0
 OKZ  CONST_15  H8   C5   C4   C3   180.00   0.0  0
 OKZ  CONST_16  H12  C11  C12  C3   180.00   0.0  0
 OKZ  CONST_17  H13  C12  C3   C4   180.00   0.0  0
 OKZ  CONST_18  H3   C4   C5   C6   180.00   0.0  0
 OKZ  Var_01    C7   N1   C6   C5   -58.42  30.0  2
 OKZ  Var_02    O    S    C3   C4    21.30  30.0  2
 OKZ  Var_03    C    N    S    C3    61.65  30.0  3
 OKZ  Var_04    S    N    C    C1   171.17  30.0  2
 OKZ  Var_05    N    C    C1   C2   179.60  30.0  1
 OKZ  Var_06    H4   C2   C1   C     60.35  30.0  3

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
 OKZ  plan-1  O2   0.020
 OKZ  plan-1  O3   0.020
 OKZ  plan-1  N1   0.020
 OKZ  plan-1  C8   0.020
 OKZ  plan-1  C6   0.020
 OKZ  plan-1  C10  0.020
 OKZ  plan-1  C7   0.020
 OKZ  plan-1  C9   0.020
 OKZ  plan-1  H7   0.020
 OKZ  plan-1  H14  0.020
 OKZ  plan-2  C3   0.020
 OKZ  plan-2  C4   0.020
 OKZ  plan-2  N1   0.020
 OKZ  plan-2  C5   0.020
 OKZ  plan-2  C6   0.020
 OKZ  plan-2  C11  0.020
 OKZ  plan-2  C12  0.020
 OKZ  plan-2  S    0.020
 OKZ  plan-2  H3   0.020
 OKZ  plan-2  H8   0.020
 OKZ  plan-2  H12  0.020
 OKZ  plan-2  H13  0.020

