# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 16:54:06 2020
#   Inital geometry file: a 102 line input string
#   Ligand name: 4-chloranyl-~{N}-[(1~{R})-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
 9EB  9EB  4-chloranyl-~{N}-[(1~{R})-1-(2-hydroxyphenyl)ethyl]-3-sulfamoyl-benzamide  ligand  38  23  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_9EB
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
 9EB  C1   C   CR6   0  -0.121   2.6772   0.1636  -0.2070
 9EB  C2   C   CR16  0  -0.283   1.4762   0.7957   0.0679
 9EB  C3   C   CR6   0  -0.004   0.3737   0.0708   0.5047
 9EB  C4   C   CR16  0  -0.295   0.5022  -1.3015   0.6848
 9EB  C5   C   CR16  0  -0.182   1.7019  -1.9413   0.4211
 9EB  C6   C   CR6   0  -0.020   2.7913  -1.2147  -0.0288
 9EB  C9   C   CH1   0  -0.114  -3.3169   0.7027   1.1338
 9EB  C10  C   CR6   0  -0.018  -4.3763  -0.0319   0.3435
 9EB  C11  C   CR6   0   0.347  -4.5194   0.2311  -1.0263
 9EB  C12  C   CR16  0  -0.379  -5.4756  -0.4463  -1.7773
 9EB  C13  C   CR16  0  -0.295  -5.2013  -0.9913   0.9174
 9EB  C14  C   CR16  0  -0.252  -6.2883  -1.3967  -1.1774
 9EB  C15  C   CR16  0  -0.269  -6.1548  -1.6756   0.1737
 9EB  O1   O   OS    0  -0.651   4.5966   0.5490  -1.9843
 9EB  O2   O   OS    0  -0.643   3.5414   2.5246  -0.8671
 9EB  C16  C   CH3   0  -0.668  -3.5442   0.7120   2.6411
 9EB  CL6  CL  CL    0  -0.079   4.2601  -2.0554  -0.3266
 9EB  S    S   S     0   1.381   4.0341   1.1584  -0.7933
 9EB  N1   N   NC2   0  -0.883   5.1299   0.9736   0.4139
 9EB  C    C   C     0   0.564  -0.8820   0.8326   0.8056
 9EB  O7   O   O     0  -0.489  -0.8377   2.0358   1.0254
 9EB  N8   N   NH1   0  -0.650  -2.0177   0.1249   0.8091
 9EB  O11  O   OH1   0  -0.622  -3.7064   1.1557  -1.5729
 9EB  H1   H   HCR6  0   0.290   1.3904   1.8658  -0.0577
 9EB  H2   H   HCR6  0   0.279  -0.3159  -1.9006   1.0628
 9EB  H3   H   HCR6  0   0.301   1.7916  -3.0076   0.5743
 9EB  H4   H   HCH1  0   0.264  -3.2951   1.7410   0.7982
 9EB  H5   H   HCR6  0   0.269  -5.5853  -0.2290  -2.8340
 9EB  H6   H   HCR6  0   0.257  -5.1070  -1.2111   1.9729
 9EB  H7   H   HCR6  0   0.260  -7.0287  -1.9137  -1.7738
 9EB  H8   H   HCR6  0   0.252  -6.7844  -2.4157   0.6490
 9EB  H9   H   HCH3  0   0.230  -3.4666  -0.2855   3.0732
 9EB  H10  H   HCH3  0   0.249  -2.7958   1.3422   3.1202
 9EB  H11  H   HCH3  0   0.239  -4.5265   1.1184   2.8825
 9EB  H12  H   HNC2  0   0.424   6.0849   0.9301   0.0773
 9EB  H13  H   HNC2  0   0.423   5.0202   1.6421   1.1677
 9EB  H14  H   HNH1  0   0.410  -2.0000  -0.8514   0.5627
 9EB  H15  H   HOH1  0   0.476  -3.9214   1.2834  -2.5037

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
 9EB  C15  C13  aromatic  1.389  0.020  1.389
 9EB  C15  C14  aromatic  1.386  0.020  1.386
 9EB  C13  C10  aromatic  1.389  0.020  1.389
 9EB  C14  C12  aromatic  1.387  0.020  1.387
 9EB  C10  C9   single    1.512  0.020  1.512
 9EB  C10  C11  aromatic  1.402  0.020  1.402
 9EB  C16  C9   single    1.524  0.020  1.524
 9EB  C9   N8   single    1.459  0.020  1.459
 9EB  O7   C    double    1.224  0.020  1.224
 9EB  C12  C11  aromatic  1.392  0.020  1.392
 9EB  C11  O11  single    1.347  0.020  1.347
 9EB  N8   C    single    1.338  0.020  1.338
 9EB  C    C3   single    1.499  0.020  1.499
 9EB  C3   C4   aromatic  1.390  0.020  1.390
 9EB  C3   C2   aromatic  1.390  0.020  1.390
 9EB  C4   C5   aromatic  1.385  0.020  1.385
 9EB  C2   C1   aromatic  1.385  0.020  1.385
 9EB  C5   C6   aromatic  1.385  0.020  1.385
 9EB  C1   C6   aromatic  1.394  0.020  1.394
 9EB  C1   S    single    1.782  0.020  1.782
 9EB  N1   S    single    1.641  0.020  1.641
 9EB  C6   CL6  single    1.718  0.020  1.718
 9EB  O2   S    double    1.454  0.020  1.454
 9EB  S    O1   double    1.451  0.020  1.451
 9EB  C2   H1   single    0.930  0.020  1.080
 9EB  C4   H2   single    0.930  0.020  1.080
 9EB  C5   H3   single    0.930  0.020  1.080
 9EB  C9   H4   single    0.970  0.020  1.090
 9EB  C12  H5   single    0.930  0.020  1.080
 9EB  C13  H6   single    0.930  0.020  1.080
 9EB  C14  H7   single    0.930  0.020  1.080
 9EB  C15  H8   single    0.930  0.020  1.080
 9EB  C16  H9   single    0.970  0.020  1.090
 9EB  C16  H10  single    0.970  0.020  1.090
 9EB  C16  H11  single    0.970  0.020  1.090
 9EB  N1   H12  single    0.890  0.020  1.040
 9EB  N1   H13  single    0.890  0.020  1.040
 9EB  N8   H14  single    0.860  0.020  1.020
 9EB  O11  H15  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
 9EB  S    C1   C6   122.11  3.000
 9EB  S    C1   C2   118.09  3.000
 9EB  C6   C1   C2   119.79  3.000
 9EB  H1   C2   C3   119.34  3.000
 9EB  H1   C2   C1   119.85  3.000
 9EB  C3   C2   C1   120.81  3.000
 9EB  C    C3   C4   123.58  3.000
 9EB  C4   C3   C2   118.84  3.000
 9EB  C    C3   C2   117.54  3.000
 9EB  H2   C4   C5   117.75  3.000
 9EB  H2   C4   C3   121.46  3.000
 9EB  C5   C4   C3   120.77  3.000
 9EB  H3   C5   C6   119.89  3.000
 9EB  H3   C5   C4   120.04  3.000
 9EB  C6   C5   C4   120.06  3.000
 9EB  CL6  C6   C5   118.17  3.000
 9EB  CL6  C6   C1   122.10  3.000
 9EB  C5   C6   C1   119.72  3.000
 9EB  H4   C9   N8   106.90  3.000
 9EB  H4   C9   C16  107.53  3.000
 9EB  N8   C9   C16  110.81  3.000
 9EB  H4   C9   C10  108.39  3.000
 9EB  N8   C9   C10  108.37  3.000
 9EB  C16  C9   C10  114.54  3.000
 9EB  C13  C10  C11  118.19  3.000
 9EB  C11  C10  C9   119.40  3.000
 9EB  C13  C10  C9   122.38  3.000
 9EB  O11  C11  C12  121.99  3.000
 9EB  O11  C11  C10  117.62  3.000
 9EB  C12  C11  C10  120.39  3.000
 9EB  H5   C12  C14  119.97  3.000
 9EB  H5   C12  C11  119.86  3.000
 9EB  C14  C12  C11  120.18  3.000
 9EB  H6   C13  C15  118.80  3.000
 9EB  H6   C13  C10  119.43  3.000
 9EB  C15  C13  C10  121.77  3.000
 9EB  H7   C14  C15  120.47  3.000
 9EB  H7   C14  C12  119.33  3.000
 9EB  C15  C14  C12  120.20  3.000
 9EB  H8   C15  C14  120.66  3.000
 9EB  H8   C15  C13  120.09  3.000
 9EB  C14  C15  C13  119.26  3.000
 9EB  H11  C16  H10  107.82  3.000
 9EB  H11  C16  H9   108.52  3.000
 9EB  H10  C16  H9   107.83  3.000
 9EB  H11  C16  C9   110.83  3.000
 9EB  H10  C16  C9   109.63  3.000
 9EB  H9   C16  C9   112.08  3.000
 9EB  N1   S    O2   111.69  3.000
 9EB  O2   S    O1   118.96  3.000
 9EB  N1   S    O1   107.31  3.000
 9EB  O1   S    C1   109.31  3.000
 9EB  O2   S    C1   106.45  3.000
 9EB  N1   S    C1   101.75  3.000
 9EB  H13  N1   H12  112.17  3.000
 9EB  H13  N1   S    113.61  3.000
 9EB  H12  N1   S    112.94  3.000
 9EB  N8   C    O7   123.38  3.000
 9EB  N8   C    C3   116.27  3.000
 9EB  O7   C    C3   120.35  3.000
 9EB  H14  N8   C    119.82  3.000
 9EB  H14  N8   C9   117.01  3.000
 9EB  C    N8   C9   123.16  3.000
 9EB  H15  O11  C11  110.37  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
 9EB  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 9EB  CONST_02  C4   C5   C6   C1     0.00   0.0  0
 9EB  CONST_03  C5   C4   C3   C2     0.00   0.0  0
 9EB  CONST_04  C5   C6   C1   C2     0.00   0.0  0
 9EB  CONST_05  C6   C5   C4   C3     0.00   0.0  0
 9EB  CONST_06  C6   C1   C2   C3     0.00   0.0  0
 9EB  CONST_07  C14  C15  C13  C10    0.00   0.0  0
 9EB  CONST_08  C14  C12  C11  C10    0.00   0.0  0
 9EB  CONST_09  C15  C13  C10  C11    0.00   0.0  0
 9EB  CONST_10  C15  C14  C12  C11    0.00   0.0  0
 9EB  CONST_11  C13  C15  C14  C12    0.00   0.0  0
 9EB  CONST_12  C13  C10  C11  C12    0.00   0.0  0
 9EB  CONST_13  C    C3   C2   C1   180.00   0.0  0
 9EB  CONST_14  CL6  C6   C1   C2   180.00   0.0  0
 9EB  CONST_15  S    C1   C2   C3   180.00   0.0  0
 9EB  CONST_16  CL6  C6   C5   C4   180.00   0.0  0
 9EB  CONST_17  C    C3   C4   C5   180.00   0.0  0
 9EB  CONST_18  S    C1   C6   C5   180.00   0.0  0
 9EB  CONST_19  C15  C13  C10  C9   180.00   0.0  0
 9EB  CONST_20  C12  C11  C10  C9   180.00   0.0  0
 9EB  CONST_21  O11  C11  C10  C13  180.00   0.0  0
 9EB  CONST_22  O11  C11  C12  C14  180.00   0.0  0
 9EB  CONST_23  H3   C5   C6   C1   180.00   0.0  0
 9EB  CONST_24  H2   C4   C3   C2   180.00   0.0  0
 9EB  CONST_25  H1   C2   C3   C4   180.00   0.0  0
 9EB  CONST_26  H8   C15  C13  C10  180.00   0.0  0
 9EB  CONST_27  H5   C12  C11  C10  180.00   0.0  0
 9EB  CONST_28  H6   C13  C10  C11  180.00   0.0  0
 9EB  CONST_29  H7   C14  C12  C11  180.00   0.0  0
 9EB  CONST_30  C9   N8   C    C3   180.00   0.0  0
 9EB  CONST_31  H14  N8   C    C3     0.00   0.0  0
 9EB  CONST_32  O7   C    N8   C9     0.00   0.0  0
 9EB  Var_01    O7   C    C3   C2   -20.09  30.0  2
 9EB  Var_02    N1   S    C1   C2   116.75  30.0  2
 9EB  Var_03    H12  N1   S    C1   143.37  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
 9EB  chir_01  C9  C10  C16  N8  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
 9EB  plan-1  C1   0.020
 9EB  plan-1  C2   0.020
 9EB  plan-1  C3   0.020
 9EB  plan-1  C4   0.020
 9EB  plan-1  C5   0.020
 9EB  plan-1  C6   0.020
 9EB  plan-1  CL6  0.020
 9EB  plan-1  S    0.020
 9EB  plan-1  C    0.020
 9EB  plan-1  H1   0.020
 9EB  plan-1  H2   0.020
 9EB  plan-1  H3   0.020
 9EB  plan-2  C9   0.020
 9EB  plan-2  C10  0.020
 9EB  plan-2  C11  0.020
 9EB  plan-2  C12  0.020
 9EB  plan-2  C13  0.020
 9EB  plan-2  C14  0.020
 9EB  plan-2  C15  0.020
 9EB  plan-2  O11  0.020
 9EB  plan-2  H5   0.020
 9EB  plan-2  H6   0.020
 9EB  plan-2  H7   0.020
 9EB  plan-2  H8   0.020
 9EB  plan-3  C3   0.020
 9EB  plan-3  C9   0.020
 9EB  plan-3  C    0.020
 9EB  plan-3  O7   0.020
 9EB  plan-3  N8   0.020
 9EB  plan-3  H14  0.020

