# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 03:08:46 2020
#   Inital geometry file: a 100 line input string
#   Ligand name: ~{N}-(2-chloranyl-5-phenyl-pyridin-3-yl)benzenesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1ncc(cc1N[S](=O)(=O)c2ccccc2)c3ccccc3
#
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
 HKQ  HKQ  ~{N}-(2-chloranyl-5-phenyl-pyridin-3-yl)benzenesulfonamide  ligand  36  23  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HKQ
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
 HKQ  N1   N   NC1   0  -0.800   1.2102   0.7109   1.3162
 HKQ  C4   C   CR6   0   0.262   0.1662   0.8115   0.3802
 HKQ  C5   C   CR6   0  -0.201   2.5754  -1.2285  -0.0416
 HKQ  C6   C   CR16  0  -0.225   1.7481  -1.8673  -0.9570
 HKQ  C7   C   CR16  0  -0.240   2.2373  -2.1320  -2.2271
 HKQ  C8   C   CR16  0  -0.232   3.5338  -1.7680  -2.5651
 HKQ  C10  C   CR16  0  -0.229   3.8746  -0.8584  -0.3651
 HKQ  C13  C   CR16  0  -0.239  -4.8943  -1.8041   0.9976
 HKQ  C15  C   CR16  0  -0.239  -5.8771   0.0902  -0.1041
 HKQ  O1   O   OS    0  -0.639   3.0109  -0.5582   2.4687
 HKQ  S    S   S     0   1.356   1.9226  -0.7898   1.5396
 HKQ  O    O   OS    0  -0.632   0.8521  -1.7120   1.8651
 HKQ  C9   C   CR16  0  -0.240   4.3516  -1.1384  -1.6353
 HKQ  C    C   CR6   0   0.121   0.3332   1.3924  -0.8787
 HKQ  CL   CL  CL    0  -0.076   1.8830   2.0224  -1.3247
 HKQ  C3   C   CR16  0  -0.176  -1.0983   0.3348   0.6876
 HKQ  C2   C   CR6   0   0.000  -2.1268   0.4226  -0.2455
 HKQ  C1   C   CR16  0  -0.097  -1.8253   1.0282  -1.4626
 HKQ  N    N   N     0  -0.376  -0.6260   1.5096  -1.7585
 HKQ  C11  C   CR6   0   0.080  -3.4736  -0.1001   0.0402
 HKQ  C16  C   CR16  0  -0.304  -4.6123   0.5919  -0.3733
 HKQ  C14  C   CR16  0  -0.260  -6.0221  -1.1093   0.5804
 HKQ  C12  C   CR16  0  -0.302  -3.6293  -1.3031   0.7300
 HKQ  H1   H   HNC1  0   0.417   1.9050   1.4501   1.2679
 HKQ  H2   H   HCR6  0   0.287   0.7426  -2.1643  -0.6925
 HKQ  H3   H   HCR6  0   0.276   1.6050  -2.6292  -2.9499
 HKQ  H4   H   HCR6  0   0.274   3.9101  -1.9801  -3.5571
 HKQ  H5   H   HCR6  0   0.287   4.5090  -0.3606   0.3556
 HKQ  H6   H   HCR6  0   0.262  -4.9986  -2.7417   1.5278
 HKQ  H7   H   HCR6  0   0.262  -6.7515   0.6427  -0.4225
 HKQ  H8   H   HCR6  0   0.275   5.3635  -0.8615  -1.8978
 HKQ  H9   H   HCR6  0   0.291  -1.2803  -0.0786   1.6703
 HKQ  H10  H   HCR6  0   0.281  -2.5773   1.1158  -2.2378
 HKQ  H11  H   HCR6  0   0.259  -4.5144   1.5385  -0.8904
 HKQ  H12  H   HCR6  0   0.262  -7.0092  -1.5007   0.7880
 HKQ  H13  H   HCR6  0   0.256  -2.7565  -1.8640   1.0422

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
 HKQ  O    S    double    1.450  0.020  1.450
 HKQ  O1   S    double    1.450  0.020  1.450
 HKQ  S    N1   single    1.676  0.020  1.676
 HKQ  S    C5   single    1.766  0.020  1.766
 HKQ  N1   C4   single    1.406  0.020  1.406
 HKQ  C5   C10  aromatic  1.389  0.020  1.389
 HKQ  C5   C6   aromatic  1.389  0.020  1.389
 HKQ  C10  C9   aromatic  1.385  0.020  1.385
 HKQ  C6   C7   aromatic  1.387  0.020  1.387
 HKQ  C4   C3   aromatic  1.386  0.020  1.386
 HKQ  C4   C    aromatic  1.396  0.020  1.396
 HKQ  CL   C    single    1.731  0.020  1.731
 HKQ  C7   C8   aromatic  1.388  0.020  1.388
 HKQ  C9   C8   aromatic  1.389  0.020  1.389
 HKQ  C3   C2   aromatic  1.391  0.020  1.391
 HKQ  C    N    aromatic  1.307  0.020  1.307
 HKQ  C2   C1   aromatic  1.392  0.020  1.392
 HKQ  C2   C11  single    1.473  0.020  1.473
 HKQ  N    C1   aromatic  1.326  0.020  1.326
 HKQ  C12  C11  aromatic  1.395  0.020  1.395
 HKQ  C12  C13  aromatic  1.387  0.020  1.387
 HKQ  C11  C16  aromatic  1.395  0.020  1.395
 HKQ  C13  C14  aromatic  1.389  0.020  1.389
 HKQ  C16  C15  aromatic  1.387  0.020  1.387
 HKQ  C14  C15  aromatic  1.389  0.020  1.389
 HKQ  N1   H1   single    0.890  0.020  1.040
 HKQ  C6   H2   single    0.930  0.020  1.080
 HKQ  C7   H3   single    0.930  0.020  1.080
 HKQ  C8   H4   single    0.930  0.020  1.080
 HKQ  C10  H5   single    0.930  0.020  1.080
 HKQ  C13  H6   single    0.930  0.020  1.080
 HKQ  C15  H7   single    0.930  0.020  1.080
 HKQ  C9   H8   single    0.930  0.020  1.080
 HKQ  C3   H9   single    0.930  0.020  1.080
 HKQ  C1   H10  single    0.930  0.020  1.080
 HKQ  C16  H11  single    0.930  0.020  1.080
 HKQ  C14  H12  single    0.930  0.020  1.080
 HKQ  C12  H13  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
 HKQ  H1   N1   S    111.54  3.000
 HKQ  H1   N1   C4   115.11  3.000
 HKQ  S    N1   C4   117.93  3.000
 HKQ  C3   C4   C    116.88  3.000
 HKQ  C    C4   N1   122.76  3.000
 HKQ  C3   C4   N1   120.35  3.000
 HKQ  S    C5   C10  119.21  3.000
 HKQ  C10  C5   C6   121.74  3.000
 HKQ  S    C5   C6   118.95  3.000
 HKQ  H2   C6   C7   119.98  3.000
 HKQ  H2   C6   C5   121.26  3.000
 HKQ  C7   C6   C5   118.76  3.000
 HKQ  H3   C7   C8   120.25  3.000
 HKQ  H3   C7   C6   119.59  3.000
 HKQ  C8   C7   C6   120.16  3.000
 HKQ  H4   C8   C9   119.86  3.000
 HKQ  H4   C8   C7   119.77  3.000
 HKQ  C9   C8   C7   120.37  3.000
 HKQ  H5   C10  C9   120.13  3.000
 HKQ  H5   C10  C5   121.07  3.000
 HKQ  C9   C10  C5   118.80  3.000
 HKQ  H6   C13  C12  119.71  3.000
 HKQ  H6   C13  C14  120.15  3.000
 HKQ  C12  C13  C14  120.14  3.000
 HKQ  H7   C15  C14  120.11  3.000
 HKQ  H7   C15  C16  119.67  3.000
 HKQ  C14  C15  C16  120.22  3.000
 HKQ  O    S    O1   120.80  3.000
 HKQ  O1   S    C5   109.63  3.000
 HKQ  O    S    C5   108.41  3.000
 HKQ  C5   S    N1   105.08  3.000
 HKQ  O1   S    N1   105.16  3.000
 HKQ  O    S    N1   106.60  3.000
 HKQ  H8   C9   C10  119.54  3.000
 HKQ  H8   C9   C8   120.29  3.000
 HKQ  C10  C9   C8   120.17  3.000
 HKQ  N    C    CL   116.81  3.000
 HKQ  N    C    C4   123.80  3.000
 HKQ  CL   C    C4   119.39  3.000
 HKQ  H9   C3   C2   120.60  3.000
 HKQ  H9   C3   C4   119.11  3.000
 HKQ  C2   C3   C4   120.26  3.000
 HKQ  C11  C2   C1   121.47  3.000
 HKQ  C11  C2   C3   121.56  3.000
 HKQ  C1   C2   C3   116.97  3.000
 HKQ  H10  C1   N    116.02  3.000
 HKQ  H10  C1   C2   120.68  3.000
 HKQ  N    C1   C2   123.29  3.000
 HKQ  C1   N    C    118.76  3.000
 HKQ  C12  C11  C16  118.88  3.000
 HKQ  C16  C11  C2   120.85  3.000
 HKQ  C12  C11  C2   120.27  3.000
 HKQ  H11  C16  C11  120.08  3.000
 HKQ  H11  C16  C15  119.42  3.000
 HKQ  C11  C16  C15  120.49  3.000
 HKQ  H12  C14  C15  120.15  3.000
 HKQ  H12  C14  C13  120.15  3.000
 HKQ  C15  C14  C13  119.70  3.000
 HKQ  H13  C12  C11  119.92  3.000
 HKQ  H13  C12  C13  119.49  3.000
 HKQ  C11  C12  C13  120.58  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
 HKQ  CONST_01  C1   C2   C3   C4     0.00   0.0  0
 HKQ  CONST_02  C11  C2   C3   C4   180.00   0.0  0
 HKQ  CONST_03  C1   N    C    C4     0.00   0.0  0
 HKQ  CONST_04  C8   C9   C10  C5     0.00   0.0  0
 HKQ  CONST_05  C8   C7   C6   C5     0.00   0.0  0
 HKQ  CONST_06  C9   C10  C5   C6     0.00   0.0  0
 HKQ  CONST_07  C9   C8   C7   C6     0.00   0.0  0
 HKQ  CONST_08  C10  C5   C6   C7     0.00   0.0  0
 HKQ  CONST_09  C10  C9   C8   C7     0.00   0.0  0
 HKQ  CONST_10  C2   C11  C12  C13  180.00   0.0  0
 HKQ  CONST_11  C16  C11  C12  C13    0.00   0.0  0
 HKQ  CONST_12  C16  C15  C14  C13    0.00   0.0  0
 HKQ  CONST_13  C2   C11  C16  C15  180.00   0.0  0
 HKQ  CONST_14  C12  C11  C16  C15    0.00   0.0  0
 HKQ  CONST_15  C12  C13  C14  C15    0.00   0.0  0
 HKQ  CONST_16  C2   C3   C4   C      0.00   0.0  0
 HKQ  CONST_17  C2   C1   N    C      0.00   0.0  0
 HKQ  CONST_18  N    C    C4   C3     0.00   0.0  0
 HKQ  CONST_19  N    C1   C2   C3     0.00   0.0  0
 HKQ  CONST_24  C11  C2   C1   N    180.00   0.0  0
 HKQ  CONST_25  C14  C13  C12  C11    0.00   0.0  0
 HKQ  CONST_26  C14  C15  C16  C11    0.00   0.0  0
 HKQ  CONST_27  C2   C3   C4   N1   180.00   0.0  0
 HKQ  CONST_28  N    C    C4   N1   180.00   0.0  0
 HKQ  CONST_29  S    C5   C6   C7   180.00   0.0  0
 HKQ  CONST_30  C9   C10  C5   S    180.00   0.0  0
 HKQ  CONST_31  C3   C4   C    CL   180.00   0.0  0
 HKQ  CONST_32  C1   N    C    CL   180.00   0.0  0
 HKQ  CONST_33  H8   C9   C10  C5   180.00   0.0  0
 HKQ  CONST_34  H3   C7   C6   C5   180.00   0.0  0
 HKQ  CONST_35  H5   C10  C5   C6   180.00   0.0  0
 HKQ  CONST_36  H4   C8   C7   C6   180.00   0.0  0
 HKQ  CONST_37  H2   C6   C7   C8   180.00   0.0  0
 HKQ  CONST_38  H7   C15  C14  C13  180.00   0.0  0
 HKQ  CONST_39  H6   C13  C14  C15  180.00   0.0  0
 HKQ  CONST_40  H9   C3   C4   C    180.00   0.0  0
 HKQ  CONST_41  H10  C1   N    C    180.00   0.0  0
 HKQ  CONST_42  H13  C12  C11  C2     0.00   0.0  0
 HKQ  CONST_43  H11  C16  C11  C2     0.00   0.0  0
 HKQ  CONST_44  H12  C14  C15  C16  180.00   0.0  0
 HKQ  Var_01    C10  C5   S    N1    90.06  30.0  2
 HKQ  Var_02    C5   S    N1   C4    60.06  30.0  2

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
 HKQ  plan-1  N1   0.020
 HKQ  plan-1  C4   0.020
 HKQ  plan-1  C    0.020
 HKQ  plan-1  CL   0.020
 HKQ  plan-1  C3   0.020
 HKQ  plan-1  C2   0.020
 HKQ  plan-1  C1   0.020
 HKQ  plan-1  N    0.020
 HKQ  plan-1  C11  0.020
 HKQ  plan-1  H9   0.020
 HKQ  plan-1  H10  0.020
 HKQ  plan-2  C5   0.020
 HKQ  plan-2  C6   0.020
 HKQ  plan-2  C7   0.020
 HKQ  plan-2  C8   0.020
 HKQ  plan-2  C10  0.020
 HKQ  plan-2  S    0.020
 HKQ  plan-2  C9   0.020
 HKQ  plan-2  H2   0.020
 HKQ  plan-2  H3   0.020
 HKQ  plan-2  H4   0.020
 HKQ  plan-2  H5   0.020
 HKQ  plan-2  H8   0.020
 HKQ  plan-3  C13  0.020
 HKQ  plan-3  C15  0.020
 HKQ  plan-3  C2   0.020
 HKQ  plan-3  C11  0.020
 HKQ  plan-3  C16  0.020
 HKQ  plan-3  C14  0.020
 HKQ  plan-3  C12  0.020
 HKQ  plan-3  H6   0.020
 HKQ  plan-3  H7   0.020
 HKQ  plan-3  H11  0.020
 HKQ  plan-3  H12  0.020
 HKQ  plan-3  H13  0.020
 HKQ  plan-4  N1   0.020
 HKQ  plan-4  C4   0.020
 HKQ  plan-4  S    0.020
 HKQ  plan-4  H1   0.020

