# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 12:30:19 2022
#   Inital geometry file: a 104 line input string
#   Ligand name: 3-ethyl-6-{[(4-fluorophenyl)sulfonyl]amino}-2-methylbenzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1ccc(N[S](=O)(=O)c2ccc(F)cc2)c(C(O)=O)c1C
#
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
 F77  F77  '3-ethyl-6-{[(4-fluorophenyl)sulfonyl]amino}-2-methylbenzoic acid'  ligand  38  23  .  2022-09-15  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_F77
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
 F77  C1    C  CH3    0  -0.654   2.7853   0.3766  -2.1088
 F77  C2    C  CH2    0  -0.527   1.8722  -0.7618  -1.6546
 F77  C3    C  CR6    0   0.102   1.8352  -0.9082  -0.1540
 F77  C4    C  CR16   0  -0.324   0.8553  -0.2084   0.5435
 F77  C5    C  CR16   0  -0.250   0.7900  -0.2428   1.9225
 F77  C6    C  CR6    0   0.198   1.7013  -1.0173   2.6229
 F77  C7    C  CR6    0  -0.093   2.6793  -1.7688   1.9532
 F77  C8    C  CR6    0   0.001   2.7684  -1.6827   0.5534
 F77  C9    C  CH3    0  -0.725   3.8468  -2.4077  -0.2096
 F77  C10   C  C      0   0.420   3.6149  -2.6551   2.7741
 F77  O11   O  O      0  -0.537   3.9368  -3.7508   2.3088
 F77  O12   O  OC    -1  -0.614   3.9773  -2.1895   3.8903
 F77  N13   N  NC1    0  -0.803   1.6483  -1.0283   4.0454
 F77  S14   S  S      0   1.348   0.4696  -1.9527   4.7532
 F77  O15   O  OS     0  -0.664   0.7221  -1.8866   6.1843
 F77  O16   O  OS     0  -0.654  -0.8213  -1.5302   4.2350
 F77  C17   C  CR6    0  -0.223   0.7745  -3.6021   4.1969
 F77  C18   C  CR16   0  -0.205   1.6177  -4.4222   4.9352
 F77  C19   C  CR16   0  -0.397   1.9534  -5.6708   4.4453
 F77  C20   C  CR6    0   0.553   1.4498  -6.0581   3.2178
 F77  C21   C  CR16   0  -0.394   0.6071  -5.2576   2.4717
 F77  C22   C  CR16   0  -0.194   0.2695  -4.0104   2.9682
 F77  F23   F  F      0  -0.307   1.7857  -7.2611   2.7385
 F77  H11   H  HCH3   0   0.227   2.4549   1.3283  -1.6910
 F77  H12   H  HCH3   0   0.230   2.7828   0.4684  -3.1956
 F77  H13   H  HCH3   0   0.224   3.8166   0.2188  -1.7903
 F77  H21A  H  HCH2   0   0.242   2.1754  -1.6945  -2.1333
 F77  H22A  H  HCH2   0   0.245   0.8595  -0.5606  -2.0109
 F77  H4    H  HCR6   0   0.242   0.1378   0.3898  -0.0066
 F77  H5    H  HCR6   0   0.251   0.0471   0.3361   2.4536
 F77  H91   H  HCH3   0   0.243   4.7632  -2.5042   0.3640
 F77  H92   H  HCH3   0   0.242   3.5311  -3.4170  -0.4780
 F77  H93   H  HCH3   0   0.231   4.0966  -1.8897  -1.1327
 F77  HN13  H  HNC1   0   0.412   2.5876  -1.3356   4.3772
 F77  H18   H  HCR6   0   0.287   2.0115  -4.1034   5.8899
 F77  H19   H  HCR6   0   0.289   2.6052  -6.3280   5.0045
 F77  H21   H  HCR6   0   0.289   0.2251  -5.5958   1.5181
 F77  H22   H  HCR6   0   0.288  -0.3860  -3.3704   2.3943

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
 F77  C1   C2    single    1.528  0.020  1.528
 F77  C1   H11   single    0.970  0.020  1.090
 F77  C1   H12   single    0.970  0.020  1.090
 F77  C1   H13   single    0.970  0.020  1.090
 F77  C2   C3    single    1.508  0.020  1.508
 F77  C2   H21A  single    0.970  0.020  1.090
 F77  C2   H22A  single    0.970  0.020  1.090
 F77  C3   C4    aromatic  1.392  0.020  1.392
 F77  C3   C8    aromatic  1.404  0.020  1.404
 F77  C4   C5    aromatic  1.381  0.020  1.381
 F77  C4   H4    single    0.930  0.020  1.080
 F77  C5   C6    aromatic  1.386  0.020  1.386
 F77  C5   H5    single    0.930  0.020  1.080
 F77  C6   C7    aromatic  1.403  0.020  1.403
 F77  C6   N13   single    1.424  0.020  1.424
 F77  C7   C8    aromatic  1.405  0.020  1.405
 F77  C7   C10   single    1.528  0.020  1.528
 F77  C8   C9    single    1.507  0.020  1.507
 F77  C9   H91   single    0.970  0.020  1.090
 F77  C9   H92   single    0.970  0.020  1.090
 F77  C9   H93   single    0.970  0.020  1.090
 F77  C10  O11   deloc     1.233  0.020  1.233
 F77  C10  O12   deloc     1.262  0.020  1.262
 F77  N13  S14   single    1.657  0.020  1.657
 F77  N13  HN13  single    0.890  0.020  1.040
 F77  S14  O15   double    1.455  0.020  1.455
 F77  S14  O16   double    1.454  0.020  1.454
 F77  S14  C17   single    1.767  0.020  1.767
 F77  C17  C18   aromatic  1.389  0.020  1.389
 F77  C17  C22   aromatic  1.390  0.020  1.390
 F77  C18  C19   aromatic  1.383  0.020  1.383
 F77  C18  H18   single    0.930  0.020  1.080
 F77  C19  C20   aromatic  1.382  0.020  1.382
 F77  C19  H19   single    0.930  0.020  1.080
 F77  C20  C21   aromatic  1.381  0.020  1.381
 F77  C20  F23   single    1.338  0.020  1.338
 F77  C21  C22   aromatic  1.384  0.020  1.384
 F77  C21  H21   single    0.930  0.020  1.080
 F77  C22  H22   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
 F77  H13   C1   H12   107.77  3.000
 F77  H13   C1   H11   107.51  3.000
 F77  H12   C1   H11   107.91  3.000
 F77  H13   C1   C2    111.73  3.000
 F77  H12   C1   C2    110.94  3.000
 F77  H11   C1   C2    110.80  3.000
 F77  H22A  C2   H21A  105.78  3.000
 F77  H22A  C2   C3    108.64  3.000
 F77  H21A  C2   C3    111.12  3.000
 F77  H22A  C2   C1    108.65  3.000
 F77  H21A  C2   C1    109.89  3.000
 F77  C3    C2   C1    112.49  3.000
 F77  C8    C3   C4    119.53  3.000
 F77  C8    C3   C2    122.59  3.000
 F77  C4    C3   C2    117.85  3.000
 F77  H4    C4   C5    119.29  3.000
 F77  H4    C4   C3    119.29  3.000
 F77  C5    C4   C3    121.42  3.000
 F77  H5    C5   C6    120.18  3.000
 F77  H5    C5   C4    120.64  3.000
 F77  C6    C5   C4    119.17  3.000
 F77  N13   C6   C7    119.91  3.000
 F77  N13   C6   C5    119.00  3.000
 F77  C7    C6   C5    121.08  3.000
 F77  C10   C7   C8    122.13  3.000
 F77  C10   C7   C6    118.75  3.000
 F77  C8    C7   C6    119.12  3.000
 F77  C9    C8   C7    121.35  3.000
 F77  C9    C8   C3    119.07  3.000
 F77  C7    C8   C3    119.57  3.000
 F77  H93   C9   H92   107.36  3.000
 F77  H93   C9   H91   107.28  3.000
 F77  H92   C9   H91   106.99  3.000
 F77  H93   C9   C8    111.41  3.000
 F77  H92   C9   C8    111.25  3.000
 F77  H91   C9   C8    112.29  3.000
 F77  O12   C10  O11   125.90  3.000
 F77  O12   C10  C7    115.90  3.000
 F77  O11   C10  C7    118.20  3.000
 F77  HN13  N13  S14   109.92  3.000
 F77  HN13  N13  C6    106.66  3.000
 F77  S14   N13  C6    117.24  3.000
 F77  C17   S14  O16   108.19  3.000
 F77  C17   S14  O15   108.80  3.000
 F77  O16   S14  O15   119.45  3.000
 F77  C17   S14  N13   105.28  3.000
 F77  O16   S14  N13   108.50  3.000
 F77  O15   S14  N13   105.75  3.000
 F77  C22   C17  C18   121.14  3.000
 F77  C22   C17  S14   119.33  3.000
 F77  C18   C17  S14   119.25  3.000
 F77  H18   C18  C19   119.40  3.000
 F77  H18   C18  C17   121.11  3.000
 F77  C19   C18  C17   119.49  3.000
 F77  H19   C19  C20   120.56  3.000
 F77  H19   C19  C18   120.80  3.000
 F77  C20   C19  C18   118.64  3.000
 F77  F23   C20  C21   118.74  3.000
 F77  F23   C20  C19   118.60  3.000
 F77  C21   C20  C19   122.66  3.000
 F77  H21   C21  C22   120.79  3.000
 F77  H21   C21  C20   120.70  3.000
 F77  C22   C21  C20   118.51  3.000
 F77  H22   C22  C21   119.41  3.000
 F77  H22   C22  C17   121.04  3.000
 F77  C21   C22  C17   119.55  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
 F77  CONST_01  C6   C5   C4   C3     0.00   0.0  0
 F77  CONST_02  C6   C7   C8   C3     0.00   0.0  0
 F77  CONST_03  C7   C8   C3   C4     0.00   0.0  0
 F77  CONST_04  C7   C6   C5   C4     0.00   0.0  0
 F77  CONST_05  C8   C3   C4   C5     0.00   0.0  0
 F77  CONST_06  C8   C7   C6   C5     0.00   0.0  0
 F77  CONST_07  C20  C19  C18  C17    0.00   0.0  0
 F77  CONST_08  C20  C21  C22  C17    0.00   0.0  0
 F77  CONST_09  C21  C22  C17  C18    0.00   0.0  0
 F77  CONST_10  C21  C20  C19  C18    0.00   0.0  0
 F77  CONST_11  C22  C17  C18  C19    0.00   0.0  0
 F77  CONST_12  C22  C21  C20  C19    0.00   0.0  0
 F77  CONST_13  C5   C4   C3   C2   180.00   0.0  0
 F77  CONST_14  C7   C8   C3   C2   180.00   0.0  0
 F77  CONST_15  C10  C7   C8   C3   180.00   0.0  0
 F77  CONST_16  C9   C8   C3   C4   180.00   0.0  0
 F77  CONST_17  N13  C6   C5   C4   180.00   0.0  0
 F77  CONST_18  C10  C7   C6   C5   180.00   0.0  0
 F77  CONST_19  C9   C8   C7   C6   180.00   0.0  0
 F77  CONST_20  N13  C6   C7   C8   180.00   0.0  0
 F77  CONST_21  C19  C18  C17  S14  180.00   0.0  0
 F77  CONST_22  C21  C22  C17  S14  180.00   0.0  0
 F77  CONST_23  F23  C20  C19  C18  180.00   0.0  0
 F77  CONST_24  F23  C20  C21  C22  180.00   0.0  0
 F77  CONST_25  H5   C5   C4   C3   180.00   0.0  0
 F77  CONST_26  H4   C4   C5   C6   180.00   0.0  0
 F77  CONST_27  H19  C19  C18  C17  180.00   0.0  0
 F77  CONST_28  H21  C21  C22  C17  180.00   0.0  0
 F77  CONST_29  H22  C22  C17  C18  180.00   0.0  0
 F77  CONST_30  H18  C18  C19  C20  180.00   0.0  0
 F77  Var_01    C4   C3   C2   C1    91.15  30.0  2
 F77  Var_02    O11  C10  C7   C6   142.19  30.0  2
 F77  Var_03    C17  S14  N13  C6    59.57  30.0  3
 F77  Var_04    C18  C17  S14  N13   89.72  30.0  2
 F77  Var_05    H91  C9   C8   C3   148.86  30.0  2
 F77  Var_06    H11  C1   C2   C3   -59.39  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
 F77  plan-1  C2    0.020
 F77  plan-1  C3    0.020
 F77  plan-1  C4    0.020
 F77  plan-1  C5    0.020
 F77  plan-1  C6    0.020
 F77  plan-1  C7    0.020
 F77  plan-1  C8    0.020
 F77  plan-1  C9    0.020
 F77  plan-1  C10   0.020
 F77  plan-1  N13   0.020
 F77  plan-1  H4    0.020
 F77  plan-1  H5    0.020
 F77  plan-2  S14   0.020
 F77  plan-2  C17   0.020
 F77  plan-2  C18   0.020
 F77  plan-2  C19   0.020
 F77  plan-2  C20   0.020
 F77  plan-2  C21   0.020
 F77  plan-2  C22   0.020
 F77  plan-2  F23   0.020
 F77  plan-2  H18   0.020
 F77  plan-2  H19   0.020
 F77  plan-2  H21   0.020
 F77  plan-2  H22   0.020
 F77  plan-3  C6    0.020
 F77  plan-3  N13   0.020
 F77  plan-3  S14   0.020
 F77  plan-3  HN13  0.020
 F77  plan-4  C7    0.020
 F77  plan-4  C10   0.020
 F77  plan-4  O11   0.020
 F77  plan-4  O12   0.020

