# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 23:46:44 2020
#   Inital geometry file: a 102 line input string
#   Ligand name: 4-chloranyl-~{N}-[(1~{S})-1-(2-hydroxyphenyl)ethyl]-3-sulfamoyl-benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](NC(=O)c1ccc(Cl)c(c1)[S](N)(=O)=O)c2ccccc2O
#
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
 R92  R92  4-chloranyl-~{N}-[(1~{S})-1-(2-hydroxyphenyl)ethyl]-3-sulfamoyl-benzamide  ligand  38  23  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_R92
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
 R92  CL6  CL  CL    0  -0.090   4.4682   1.7978   0.6931
 R92  C6   C   CR6   0  -0.083   2.9046   1.0936   0.5700
 R92  C1   C   CR6   0  -0.105   2.6738  -0.0608  -0.1774
 R92  S    S   S     0   1.356   3.9891  -0.9238  -1.0149
 R92  O1   O   OS    0  -0.628   5.0611  -1.1609  -0.0655
 R92  O2   O   OS    0  -0.687   3.3722  -2.0530  -1.6913
 R92  N1   N   NC2   0  -0.903   4.5153   0.1865  -2.0982
 R92  C5   C   CR16  0  -0.115   1.8528   1.7125   1.2235
 R92  C4   C   CR16  0  -0.322   0.5777   1.1760   1.1466
 R92  C3   C   CR6   0  -0.003   0.3372   0.0222   0.4103
 R92  C2   C   CR16  0  -0.283   1.3941  -0.5816  -0.2610
 R92  C    C   C     0   0.595  -1.0236  -0.5818   0.2522
 R92  O7   O   O     0  -0.497  -1.2975  -1.2536  -0.7305
 R92  N8   N   NH1   0  -0.608  -1.8999  -0.3369   1.2380
 R92  C9   C   CH1   0  -0.159  -3.2601  -0.8409   1.1990
 R92  C16  C   CH3   0  -0.629  -3.8662  -0.7412   2.5949
 R92  C10  C   CR6   0  -0.014  -4.1059  -0.0948   0.1868
 R92  C11  C   CR6   0   0.382  -5.1801  -0.7361  -0.4386
 R92  O11  O   OH1   0  -0.630  -5.4072  -2.0295  -0.1239
 R92  C12  C   CR16  0  -0.362  -5.9798  -0.0495  -1.3481
 R92  C14  C   CR16  0  -0.224  -5.7236   1.2831  -1.6346
 R92  C15  C   CR16  0  -0.251  -4.6703   1.9370  -1.0130
 R92  C13  C   CR16  0  -0.345  -3.8756   1.2421  -0.1106
 R92  H1   H   HNC2  0   0.445   4.1077   0.0910  -3.0205
 R92  H2   H   HNC2  0   0.455   5.5228   0.2846  -2.1235
 R92  H3   H   HCR6  0   0.292   2.0260   2.6171   1.7893
 R92  H4   H   HCR6  0   0.266  -0.2234   1.6964   1.6550
 R92  H5   H   HCR6  0   0.293   1.2118  -1.4692  -0.8503
 R92  H6   H   HNH1  0   0.392  -1.5843   0.1042   2.0867
 R92  H7   H   HCH1  0   0.274  -3.2165  -1.8949   0.9169
 R92  H8   H   HCH3  0   0.212  -4.8797  -1.1377   2.5915
 R92  H9   H   HCH3  0   0.254  -3.2829  -1.3143   3.3168
 R92  H10  H   HCH3  0   0.238  -3.9120   0.2966   2.9295
 R92  H11  H   HOH1  0   0.485  -6.1516  -2.3729  -0.6302
 R92  H12  H   HCR6  0   0.259  -6.8047  -0.5605  -1.8326
 R92  H13  H   HCR6  0   0.257  -6.3510   1.8062  -2.3446
 R92  H14  H   HCR6  0   0.253  -4.4642   2.9767  -1.2293
 R92  H15  H   HCR6  0   0.230  -3.0486   1.7532   0.3671

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
 R92  C14  C12  aromatic  1.387  0.020  1.387
 R92  C14  C15  aromatic  1.387  0.020  1.387
 R92  C12  C11  aromatic  1.392  0.020  1.392
 R92  C15  C13  aromatic  1.389  0.020  1.389
 R92  C11  O11  single    1.350  0.020  1.350
 R92  C11  C10  aromatic  1.399  0.020  1.399
 R92  C13  C10  aromatic  1.389  0.020  1.389
 R92  C10  C9   single    1.515  0.020  1.515
 R92  C9   C16  single    1.525  0.020  1.525
 R92  C9   N8   single    1.451  0.020  1.451
 R92  N8   C    single    1.342  0.020  1.342
 R92  C    O7   double    1.221  0.020  1.221
 R92  C    C3   single    1.497  0.020  1.497
 R92  C4   C3   aromatic  1.390  0.020  1.390
 R92  C4   C5   aromatic  1.385  0.020  1.385
 R92  C3   C2   aromatic  1.390  0.020  1.390
 R92  C5   C6   aromatic  1.384  0.020  1.384
 R92  C2   C1   aromatic  1.384  0.020  1.384
 R92  C6   C1   aromatic  1.394  0.020  1.394
 R92  C6   CL6  single    1.719  0.020  1.719
 R92  C1   S    single    1.782  0.020  1.782
 R92  S    O1   double    1.451  0.020  1.451
 R92  S    O2   double    1.454  0.020  1.454
 R92  S    N1   single    1.638  0.020  1.638
 R92  N1   H1   single    0.890  0.020  1.040
 R92  N1   H2   single    0.890  0.020  1.040
 R92  C5   H3   single    0.930  0.020  1.080
 R92  C4   H4   single    0.930  0.020  1.080
 R92  C2   H5   single    0.930  0.020  1.080
 R92  N8   H6   single    0.860  0.020  1.020
 R92  C9   H7   single    0.970  0.020  1.090
 R92  C16  H8   single    0.970  0.020  1.090
 R92  C16  H9   single    0.970  0.020  1.090
 R92  C16  H10  single    0.970  0.020  1.090
 R92  O11  H11  single    0.850  0.020  0.980
 R92  C12  H12  single    0.930  0.020  1.080
 R92  C14  H13  single    0.930  0.020  1.080
 R92  C15  H14  single    0.930  0.020  1.080
 R92  C13  H15  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
 R92  C5   C6   C1   119.83  3.000
 R92  C1   C6   CL6  121.87  3.000
 R92  C5   C6   CL6  118.30  3.000
 R92  C2   C1   S    118.15  3.000
 R92  S    C1   C6   122.05  3.000
 R92  C2   C1   C6   119.80  3.000
 R92  N1   S    O2   110.80  3.000
 R92  N1   S    O1   107.82  3.000
 R92  O2   S    O1   119.40  3.000
 R92  N1   S    C1   102.69  3.000
 R92  O2   S    C1   106.36  3.000
 R92  O1   S    C1   108.47  3.000
 R92  H2   N1   H1   112.75  3.000
 R92  H2   N1   S    113.70  3.000
 R92  H1   N1   S    114.14  3.000
 R92  H3   C5   C4   120.04  3.000
 R92  H3   C5   C6   119.96  3.000
 R92  C4   C5   C6   119.99  3.000
 R92  H4   C4   C3   121.34  3.000
 R92  H4   C4   C5   117.97  3.000
 R92  C3   C4   C5   120.68  3.000
 R92  C    C3   C2   117.70  3.000
 R92  C2   C3   C4   119.01  3.000
 R92  C    C3   C4   123.24  3.000
 R92  H5   C2   C3   119.45  3.000
 R92  H5   C2   C1   119.86  3.000
 R92  C3   C2   C1   120.69  3.000
 R92  N8   C    O7   123.03  3.000
 R92  O7   C    C3   120.71  3.000
 R92  N8   C    C3   116.26  3.000
 R92  H6   N8   C9   117.94  3.000
 R92  H6   N8   C    119.64  3.000
 R92  C9   N8   C    121.94  3.000
 R92  H7   C9   C10  108.97  3.000
 R92  H7   C9   C16  108.39  3.000
 R92  C10  C9   C16  110.94  3.000
 R92  H7   C9   N8   107.74  3.000
 R92  C16  C9   N8   108.97  3.000
 R92  C10  C9   N8   111.72  3.000
 R92  H10  C16  H9   108.61  3.000
 R92  H10  C16  H8   107.96  3.000
 R92  H9   C16  H8   107.97  3.000
 R92  H10  C16  C9   111.07  3.000
 R92  H9   C16  C9   111.03  3.000
 R92  H8   C16  C9   110.09  3.000
 R92  C13  C10  C11  118.23  3.000
 R92  C13  C10  C9   121.63  3.000
 R92  C11  C10  C9   120.10  3.000
 R92  C12  C11  O11  121.88  3.000
 R92  O11  C11  C10  117.65  3.000
 R92  C12  C11  C10  120.47  3.000
 R92  H11  O11  C11  110.41  3.000
 R92  H12  C12  C14  120.07  3.000
 R92  H12  C12  C11  119.75  3.000
 R92  C14  C12  C11  120.18  3.000
 R92  H13  C14  C15  120.42  3.000
 R92  H13  C14  C12  119.53  3.000
 R92  C15  C14  C12  120.05  3.000
 R92  H14  C15  C13  120.12  3.000
 R92  H14  C15  C14  120.55  3.000
 R92  C13  C15  C14  119.33  3.000
 R92  H15  C13  C15  119.16  3.000
 R92  H15  C13  C10  119.10  3.000
 R92  C15  C13  C10  121.73  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
 R92  CONST_01  C3   C4   C5   C6     0.00   0.0  0
 R92  CONST_02  C3   C2   C1   C6     0.00   0.0  0
 R92  CONST_03  C4   C3   C2   C1     0.00   0.0  0
 R92  CONST_04  C4   C5   C6   C1     0.00   0.0  0
 R92  CONST_05  C2   C3   C4   C5     0.00   0.0  0
 R92  CONST_06  C2   C1   C6   C5     0.00   0.0  0
 R92  CONST_07  C14  C12  C11  C10    0.00   0.0  0
 R92  CONST_08  C14  C15  C13  C10    0.00   0.0  0
 R92  CONST_09  C15  C14  C12  C11    0.00   0.0  0
 R92  CONST_10  C15  C13  C10  C11    0.00   0.0  0
 R92  CONST_11  C13  C15  C14  C12    0.00   0.0  0
 R92  CONST_12  C13  C10  C11  C12    0.00   0.0  0
 R92  CONST_13  C4   C5   C6   CL6  180.00   0.0  0
 R92  CONST_14  C2   C1   C6   CL6  180.00   0.0  0
 R92  CONST_15  C    C3   C2   C1   180.00   0.0  0
 R92  CONST_16  C3   C2   C1   S    180.00   0.0  0
 R92  CONST_17  C5   C6   C1   S    180.00   0.0  0
 R92  CONST_18  C    C3   C4   C5   180.00   0.0  0
 R92  CONST_19  C12  C11  C10  C9   180.00   0.0  0
 R92  CONST_20  C15  C13  C10  C9   180.00   0.0  0
 R92  CONST_21  C14  C12  C11  O11  180.00   0.0  0
 R92  CONST_22  C13  C10  C11  O11  180.00   0.0  0
 R92  CONST_23  H4   C4   C5   C6   180.00   0.0  0
 R92  CONST_24  H5   C2   C1   C6   180.00   0.0  0
 R92  CONST_25  H3   C5   C6   C1   180.00   0.0  0
 R92  CONST_26  H12  C12  C11  C10  180.00   0.0  0
 R92  CONST_27  H14  C15  C13  C10  180.00   0.0  0
 R92  CONST_28  H13  C14  C12  C11  180.00   0.0  0
 R92  CONST_29  H15  C13  C10  C11  180.00   0.0  0
 R92  CONST_30  C9   N8   C    C3   180.00   0.0  0
 R92  CONST_31  H6   N8   C    C3     0.00   0.0  0
 R92  CONST_32  C9   N8   C    O7     0.00   0.0  0
 R92  Var_01    O1   S    C1   C6    51.02  30.0  2
 R92  Var_02    N8   C    C3   C4   -26.64  30.0  2
 R92  Var_03    H1   N1   S    C1   -95.59  30.0  3

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
 R92  chir_01  C9  C10  C16  N8  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
 R92  plan-1  CL6  0.020
 R92  plan-1  C6   0.020
 R92  plan-1  C1   0.020
 R92  plan-1  S    0.020
 R92  plan-1  C5   0.020
 R92  plan-1  C4   0.020
 R92  plan-1  C3   0.020
 R92  plan-1  C2   0.020
 R92  plan-1  C    0.020
 R92  plan-1  H3   0.020
 R92  plan-1  H4   0.020
 R92  plan-1  H5   0.020
 R92  plan-2  C9   0.020
 R92  plan-2  C10  0.020
 R92  plan-2  C11  0.020
 R92  plan-2  O11  0.020
 R92  plan-2  C12  0.020
 R92  plan-2  C14  0.020
 R92  plan-2  C15  0.020
 R92  plan-2  C13  0.020
 R92  plan-2  H12  0.020
 R92  plan-2  H13  0.020
 R92  plan-2  H14  0.020
 R92  plan-2  H15  0.020
 R92  plan-3  C3   0.020
 R92  plan-3  C    0.020
 R92  plan-3  O7   0.020
 R92  plan-3  N8   0.020
 R92  plan-3  C9   0.020
 R92  plan-3  H6   0.020

