# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 16:25:44 2020
#   Inital geometry file: a 112 line input string
#   Ligand name: (4R)-4-(4-chlorophenoxy)-1-[(4-chlorophenyl)sulfonyl]-N-hydroxy-L-prolinamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: ONC(=O)[C@@H]1C[C@H](CN1[S](=O)(=O)c2ccc(Cl)cc2)Oc3ccc(Cl)cc3
#
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
 QI3  QI3  (4R)-4-(4-chlorophenoxy)-1-[(4-chlorophenyl)sulfonyl]-N-hydroxy-L-prolinamide  ligand  43  27  .  2021-08-20  2021-08-20  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_QI3
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
 QI3  C1   C   C     0   0.562  -0.5726   3.3868   0.2671
 QI3  N1   N   NR5   0  -0.602  -0.5259   1.0561  -0.4502
 QI3  O1   O   O     0  -0.457   0.3413   3.7635  -0.4386
 QI3  C2   C   CR15  0  -0.232  -0.7137   1.9330   0.7030
 QI3  C3   C   CH2   0  -0.505   0.4312   1.5228   1.6411
 QI3  C4   C   CR15  0   0.014   1.4331   0.8301   0.7278
 QI3  O2   O   OH1   0  -0.539  -1.5473   5.5024   0.4655
 QI3  N2   N   NH1   0  -0.371  -1.4969   4.1890   0.8163
 QI3  C5   C   CR6   0   0.396   3.3632  -0.5582   0.9538
 QI3  C6   C   CR16  0  -0.349   4.0805  -1.4260   1.7778
 QI3  C7   C   CR16  0  -0.197   5.2351  -2.0342   1.3223
 QI3  C8   C   CR16  0  -0.375   3.8217  -0.3061  -0.3355
 QI3  C9   C   CR16  0  -0.198   4.9835  -0.9165  -0.7920
 QI3  C10  C   CR6   0  -0.064   5.6834  -1.7758   0.0342
 QI3  CL1  CL  CL    0  -0.137   7.1304  -2.5402  -0.5416
 QI3  O3   O   OS    0  -0.640  -1.2143   0.1500  -2.6584
 QI3  S1   S   S     0   1.395  -1.7691   0.7845  -1.4775
 QI3  C11  C   CR6   0  -0.182  -2.8168  -0.3897  -0.6679
 QI3  C12  C   CR16  0  -0.242  -2.5330  -1.7455  -0.7819
 QI3  C13  C   CR16  0  -0.196  -3.3160  -2.6654  -0.1056
 QI3  O4   O   OS    0  -0.640  -2.4933   2.0404  -1.5748
 QI3  C14  C   CR16  0  -0.243  -3.8812   0.0567   0.1048
 QI3  C15  C   CR16  0  -0.196  -4.6671  -0.8633   0.7793
 QI3  C16  C   CR6   0  -0.029  -4.3746  -2.2146   0.6700
 QI3  CL2  CL  CL    0  -0.101  -5.3522  -3.3606   1.5115
 QI3  O5   O   O2    0  -0.481   2.2535  -0.0130   1.4992
 QI3  C17  C   CH2   0  -0.287   0.5331   0.0778  -0.2537
 QI3  H1   H   HCR5  0   0.294  -1.6730   1.7577   1.2009
 QI3  H2   H   HCH2  0   0.292   0.8584   2.3672   2.1804
 QI3  H3   H   HCH2  0   0.283   0.0540   0.8094   2.3756
 QI3  H4   H   HCR5  0   0.264   2.0292   1.5763   0.1927
 QI3  H5   H   HCR6  0   0.277   3.7285  -1.6239   2.7822
 QI3  H6   H   HCR6  0   0.283   5.7794  -2.7074   1.9703
 QI3  H7   H   HCR6  0   0.288   3.3038   0.3599  -1.0112
 QI3  H8   H   HCR6  0   0.285   5.3286  -0.7138  -1.7967
 QI3  H9   H   HCR6  0   0.298  -1.7169  -2.1000  -1.3968
 QI3  H10  H   HCR6  0   0.297  -3.1034  -3.7219  -0.1898
 QI3  H11  H   HCR6  0   0.296  -4.1189   1.1089   0.1800
 QI3  H12  H   HCR6  0   0.297  -5.5022  -0.5256   1.3768
 QI3  H13  H   HCH2  0   0.256   0.1745  -0.8491   0.2118
 QI3  H14  H   HCH2  0   0.286   1.0153  -0.1648  -1.1981
 QI3  H15  H   HOH1  0   0.481  -1.1230   5.9882   1.1849
 QI3  H16  H   HNH1  0   0.418  -2.3436   3.8301   1.2343

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
 QI3  C1   C2   single    1.524  0.020  1.524
 QI3  N1   C2   single    1.461  0.020  1.461
 QI3  N1   C17  single    1.455  0.020  1.455
 QI3  O1   C1   double    1.214  0.020  1.214
 QI3  C2   C3   single    1.536  0.020  1.536
 QI3  C2   H1   single    0.970  0.020  1.090
 QI3  C3   H2   single    0.970  0.020  1.090
 QI3  C3   H3   single    0.970  0.020  1.090
 QI3  C4   C3   single    1.522  0.020  1.522
 QI3  C4   H4   single    0.970  0.020  1.090
 QI3  O2   N2   single    1.360  0.020  1.360
 QI3  N2   C1   single    1.341  0.020  1.341
 QI3  C5   C8   aromatic  1.391  0.020  1.391
 QI3  C6   C5   aromatic  1.395  0.020  1.395
 QI3  C6   C7   aromatic  1.382  0.020  1.382
 QI3  C6   H5   single    0.930  0.020  1.080
 QI3  C7   C10  aromatic  1.388  0.020  1.388
 QI3  C7   H6   single    0.930  0.020  1.080
 QI3  C8   C9   aromatic  1.390  0.020  1.390
 QI3  C8   H7   single    0.930  0.020  1.080
 QI3  C9   H8   single    0.930  0.020  1.080
 QI3  C10  C9   aromatic  1.382  0.020  1.382
 QI3  C10  CL1  single    1.735  0.020  1.735
 QI3  O3   S1   double    1.451  0.020  1.451
 QI3  S1   N1   single    1.635  0.020  1.635
 QI3  C11  S1   single    1.770  0.020  1.770
 QI3  C11  C14  aromatic  1.389  0.020  1.389
 QI3  C12  C11  aromatic  1.390  0.020  1.390
 QI3  C12  H9   single    0.930  0.020  1.080
 QI3  C13  C12  aromatic  1.384  0.020  1.384
 QI3  C13  C16  aromatic  1.388  0.020  1.388
 QI3  C13  H10  single    0.930  0.020  1.080
 QI3  O4   S1   double    1.453  0.020  1.453
 QI3  C14  H11  single    0.930  0.020  1.080
 QI3  C15  C14  aromatic  1.385  0.020  1.385
 QI3  C15  H12  single    0.930  0.020  1.080
 QI3  C16  C15  aromatic  1.387  0.020  1.387
 QI3  CL2  C16  single    1.725  0.020  1.725
 QI3  O5   C4   single    1.407  0.020  1.407
 QI3  O5   C5   single    1.351  0.020  1.351
 QI3  C17  C4   single    1.529  0.020  1.529
 QI3  C17  H13  single    0.970  0.020  1.090
 QI3  C17  H14  single    0.970  0.020  1.090
 QI3  O2   H15  single    0.850  0.020  0.980
 QI3  N2   H16  single    0.890  0.020  1.040

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
 QI3  N2   C1   C2   112.92  3.000
 QI3  N2   C1   O1   124.81  3.000
 QI3  C2   C1   O1   122.11  3.000
 QI3  C17  N1   S1   121.77  3.000
 QI3  S1   N1   C2   119.86  3.000
 QI3  C17  N1   C2   112.98  3.000
 QI3  H1   C2   C3   109.42  3.000
 QI3  H1   C2   N1   112.05  3.000
 QI3  C3   C2   N1   103.06  3.000
 QI3  H1   C2   C1   111.34  3.000
 QI3  C3   C2   C1   111.12  3.000
 QI3  N1   C2   C1   109.57  3.000
 QI3  H3   C3   H2   108.01  3.000
 QI3  H3   C3   C4   109.50  3.000
 QI3  H2   C3   C4   113.06  3.000
 QI3  C4   C3   C2   104.22  3.000
 QI3  H3   C3   C2   109.15  3.000
 QI3  H2   C3   C2   112.81  3.000
 QI3  H4   C4   C17  110.00  3.000
 QI3  C17  C4   O5   113.60  3.000
 QI3  H4   C4   O5   111.04  3.000
 QI3  C17  C4   C3   102.80  3.000
 QI3  O5   C4   C3   109.12  3.000
 QI3  H4   C4   C3   109.96  3.000
 QI3  H15  O2   N2   106.08  3.000
 QI3  H16  N2   O2   114.75  3.000
 QI3  H16  N2   C1   122.31  3.000
 QI3  O2   N2   C1   119.82  3.000
 QI3  O5   C5   C8   124.85  3.000
 QI3  O5   C5   C6   115.77  3.000
 QI3  C8   C5   C6   119.37  3.000
 QI3  H5   C6   C7   119.80  3.000
 QI3  H5   C6   C5   119.64  3.000
 QI3  C7   C6   C5   120.56  3.000
 QI3  H6   C7   C10  120.62  3.000
 QI3  H6   C7   C6   119.79  3.000
 QI3  C10  C7   C6   119.59  3.000
 QI3  H7   C8   C9   117.77  3.000
 QI3  H7   C8   C5   122.21  3.000
 QI3  C9   C8   C5   120.02  3.000
 QI3  H8   C9   C10  120.68  3.000
 QI3  C10  C9   C8   120.01  3.000
 QI3  H8   C9   C8   119.31  3.000
 QI3  CL1  C10  C9   119.86  3.000
 QI3  CL1  C10  C7   119.69  3.000
 QI3  C9   C10  C7   120.45  3.000
 QI3  O4   S1   C11  108.00  3.000
 QI3  O4   S1   O3   120.94  3.000
 QI3  C11  S1   O3   107.98  3.000
 QI3  O4   S1   N1   106.11  3.000
 QI3  C11  S1   N1   105.83  3.000
 QI3  O3   S1   N1   107.05  3.000
 QI3  C14  C11  C12  121.04  3.000
 QI3  C12  C11  S1   119.27  3.000
 QI3  C14  C11  S1   119.66  3.000
 QI3  H9   C12  C13  119.12  3.000
 QI3  C13  C12  C11  119.51  3.000
 QI3  H9   C12  C11  121.36  3.000
 QI3  H10  C13  C16  120.74  3.000
 QI3  H10  C13  C12  120.01  3.000
 QI3  C16  C13  C12  119.25  3.000
 QI3  H11  C14  C15  119.19  3.000
 QI3  C15  C14  C11  119.48  3.000
 QI3  H11  C14  C11  121.32  3.000
 QI3  H12  C15  C16  120.72  3.000
 QI3  C16  C15  C14  119.28  3.000
 QI3  H12  C15  C14  120.00  3.000
 QI3  CL2  C16  C15  119.29  3.000
 QI3  CL2  C16  C13  119.28  3.000
 QI3  C15  C16  C13  121.43  3.000
 QI3  C5   O5   C4   119.96  3.000
 QI3  H14  C17  H13  108.95  3.000
 QI3  H14  C17  C4   113.95  3.000
 QI3  H13  C17  C4   109.61  3.000
 QI3  H14  C17  N1   110.81  3.000
 QI3  H13  C17  N1   112.78  3.000
 QI3  C4   C17  N1   100.62  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
 QI3  CONST_01  C10  C9   C8   C5     0.00   0.0  0
 QI3  CONST_02  C10  C7   C6   C5     0.00   0.0  0
 QI3  CONST_03  C9   C8   C5   C6     0.00   0.0  0
 QI3  CONST_04  C9   C10  C7   C6     0.00   0.0  0
 QI3  CONST_05  C8   C5   C6   C7     0.00   0.0  0
 QI3  CONST_06  C8   C9   C10  C7     0.00   0.0  0
 QI3  CONST_07  C16  C15  C14  C11    0.00   0.0  0
 QI3  CONST_08  C16  C13  C12  C11    0.00   0.0  0
 QI3  CONST_09  C15  C14  C11  C12    0.00   0.0  0
 QI3  CONST_10  C15  C16  C13  C12    0.00   0.0  0
 QI3  CONST_11  C14  C11  C12  C13    0.00   0.0  0
 QI3  CONST_12  C14  C15  C16  C13    0.00   0.0  0
 QI3  CONST_13  CL1  C10  C7   C6   180.00   0.0  0
 QI3  CONST_14  O5   C5   C6   C7   180.00   0.0  0
 QI3  CONST_15  CL1  C10  C9   C8   180.00   0.0  0
 QI3  CONST_16  O5   C5   C8   C9   180.00   0.0  0
 QI3  CONST_17  C15  C14  C11  S1   180.00   0.0  0
 QI3  CONST_18  C13  C12  C11  S1   180.00   0.0  0
 QI3  CONST_19  CL2  C16  C13  C12  180.00   0.0  0
 QI3  CONST_20  CL2  C16  C15  C14  180.00   0.0  0
 QI3  CONST_21  H8   C9   C8   C5   180.00   0.0  0
 QI3  CONST_22  H6   C7   C6   C5   180.00   0.0  0
 QI3  CONST_23  H7   C8   C5   C6   180.00   0.0  0
 QI3  CONST_24  H5   C6   C5   C8   180.00   0.0  0
 QI3  CONST_25  H12  C15  C14  C11  180.00   0.0  0
 QI3  CONST_26  H10  C13  C12  C11  180.00   0.0  0
 QI3  CONST_27  H11  C14  C11  C12  180.00   0.0  0
 QI3  CONST_28  H9   C12  C11  C14  180.00   0.0  0
 QI3  CONST_29  O2   N2   C1   C2   180.00   0.0  0
 QI3  CONST_31  O2   N2   C1   O1     0.00   0.0  0
 QI3  Var_01    C4   C17  N1   C2   -28.10  30.0  1
 QI3  Var_02    C14  C11  S1   N1    93.07  30.0  3
 QI3  Var_03    C11  S1   N1   C2   -77.91  30.0  2
 QI3  Var_04    C8   C5   O5   C4     3.13  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
 QI3  chir_01  C2  C1  N1  C3   negativ
 QI3  chir_02  C4  O5  C3  C17  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
 QI3  plan-1  C5   0.020
 QI3  plan-1  C6   0.020
 QI3  plan-1  C7   0.020
 QI3  plan-1  C8   0.020
 QI3  plan-1  C9   0.020
 QI3  plan-1  C10  0.020
 QI3  plan-1  CL1  0.020
 QI3  plan-1  O5   0.020
 QI3  plan-1  H5   0.020
 QI3  plan-1  H6   0.020
 QI3  plan-1  H7   0.020
 QI3  plan-1  H8   0.020
 QI3  plan-2  S1   0.020
 QI3  plan-2  C11  0.020
 QI3  plan-2  C12  0.020
 QI3  plan-2  C13  0.020
 QI3  plan-2  C14  0.020
 QI3  plan-2  C15  0.020
 QI3  plan-2  C16  0.020
 QI3  plan-2  CL2  0.020
 QI3  plan-2  H9   0.020
 QI3  plan-2  H10  0.020
 QI3  plan-2  H11  0.020
 QI3  plan-2  H12  0.020
 QI3  plan-3  C1   0.020
 QI3  plan-3  O1   0.020
 QI3  plan-3  C2   0.020
 QI3  plan-3  O2   0.020
 QI3  plan-3  N2   0.020
 QI3  plan-3  H16  0.020

