# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 23:04:17 2021
#   Inital geometry file: a 98 line input string
#   Ligand name: 3-[3-(methylsulfonylaminomethyl)phenyl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[S](=O)(=O)NCc1cccc(c1)c2cccc(c2)C(O)=O
#
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
 M8Q  M8Q  '3-[3-(methylsulfonylaminomethyl)phenyl]benzoic acid'  ligand  36  21  .  2021-08-14  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_M8Q
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
 M8Q  N    N  NC1   0  -0.761   6.1925  40.8157  137.9470
 M8Q  C    C  CH3   0  -0.779   4.0397  42.3344  137.3119
 M8Q  O    O  O     0  -0.437   9.3435  38.5740  146.9756
 M8Q  C1   C  CH2   0  -0.317   6.0797  39.8230  138.9868
 M8Q  C10  C  CR16  0  -0.275   7.9828  35.8100  145.0577
 M8Q  C11  C  CR6   0  -0.060   8.4719  37.0841  145.3390
 M8Q  C12  C  C     0   0.535   8.9355  37.4723  146.6954
 M8Q  C13  C  CR16  0  -0.328   8.5277  38.0431  144.3319
 M8Q  C14  C  CR16  0  -0.357   7.1680  38.8559  141.0080
 M8Q  C2   C  CR6   0   0.109   7.2046  39.8119  139.9973
 M8Q  C3   C  CR16  0  -0.301   8.2622  40.7093  139.9574
 M8Q  C4   C  CR16  0  -0.226   9.2680  40.6401  140.9139
 M8Q  C5   C  CR16  0  -0.324   9.2248  39.6861  141.9162
 M8Q  C6   C  CR6   0   0.110   8.1659  38.7773  141.9757
 M8Q  C7   C  CR6   0   0.109   8.1044  37.7529  143.0381
 M8Q  C8   C  CR16  0  -0.301   7.6195  36.4707  142.7728
 M8Q  C9   C  CR16  0  -0.225   7.5581  35.5125  143.7723
 M8Q  O1   O  OH1   0  -0.593   8.8575  36.4824  147.5728
 M8Q  O2   O  OS    0  -0.668   5.4275  42.6056  139.5140
 M8Q  O3   O  OS    0  -0.676   6.5060  43.2087  137.3169
 M8Q  S    S  S     0   1.352   5.6332  42.3418  138.0963
 M8Q  H    H  HCH3  0   0.295   3.6144  43.3335  137.3928
 M8Q  H2   H  HCH3  0   0.290   4.1619  42.0641  136.2659
 M8Q  H5   H  HCH2  0   0.271   5.1253  39.9406  139.5033
 M8Q  H4   H  HCH2  0   0.284   6.0257  38.8492  138.4975
 M8Q  H11  H  HCR6  0   0.271   7.9288  35.0503  145.8244
 M8Q  H12  H  HCR6  0   0.265   8.8892  39.0356  144.5682
 M8Q  H13  H  HCR6  0   0.251   6.3275  38.1702  141.0470
 M8Q  H6   H  HCR6  0   0.238   8.3173  41.4623  139.1824
 M8Q  H7   H  HCR6  0   0.258  10.0961  41.3356  140.8726
 M8Q  H8   H  HCR6  0   0.256  10.0294  39.6344  142.6389
 M8Q  H9   H  HCR6  0   0.266   7.3025  36.2101  141.7709
 M8Q  H10  H  HCR6  0   0.269   7.1842  34.5242  143.5446
 M8Q  H14  H  HOH1  0   0.488   9.1701  36.7823  148.4395
 M8Q  H1   H  HCH3  0   0.286   3.3949  41.6151  137.8115
 M8Q  H3   H  HNC1  0   0.427   6.7901  40.6343  137.1526

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
 M8Q  N    C1   single    1.442  0.020  1.442
 M8Q  N    S    single    1.632  0.020  1.632
 M8Q  C    S    single    1.776  0.020  1.776
 M8Q  O    C12  double    1.208  0.020  1.208
 M8Q  C1   C2   single    1.512  0.020  1.512
 M8Q  C10  C11  aromatic  1.393  0.020  1.393
 M8Q  C10  C9   aromatic  1.386  0.020  1.386
 M8Q  C11  C12  single    1.485  0.020  1.485
 M8Q  C11  C13  aromatic  1.392  0.020  1.392
 M8Q  C12  O1   single    1.325  0.020  1.325
 M8Q  C13  C7   aromatic  1.392  0.020  1.392
 M8Q  C14  C2   aromatic  1.392  0.020  1.392
 M8Q  C14  C6   aromatic  1.392  0.020  1.392
 M8Q  C2   C3   aromatic  1.388  0.020  1.388
 M8Q  C3   C4   aromatic  1.390  0.020  1.390
 M8Q  C4   C5   aromatic  1.384  0.020  1.384
 M8Q  C5   C6   aromatic  1.397  0.020  1.397
 M8Q  C6   C7   single    1.477  0.020  1.477
 M8Q  C7   C8   aromatic  1.396  0.020  1.396
 M8Q  C8   C9   aromatic  1.386  0.020  1.386
 M8Q  O2   S    double    1.457  0.020  1.457
 M8Q  O3   S    double    1.456  0.020  1.456
 M8Q  N    H3   single    0.860  0.020  1.020
 M8Q  C    H    single    0.970  0.020  1.090
 M8Q  C    H2   single    0.970  0.020  1.090
 M8Q  C    H1   single    0.970  0.020  1.090
 M8Q  C1   H5   single    0.970  0.020  1.090
 M8Q  C1   H4   single    0.970  0.020  1.090
 M8Q  C10  H11  single    0.930  0.020  1.080
 M8Q  C13  H12  single    0.930  0.020  1.080
 M8Q  C14  H13  single    0.930  0.020  1.080
 M8Q  C3   H6   single    0.930  0.020  1.080
 M8Q  C4   H7   single    0.930  0.020  1.080
 M8Q  C5   H8   single    0.930  0.020  1.080
 M8Q  C8   H9   single    0.930  0.020  1.080
 M8Q  C9   H10  single    0.930  0.020  1.080
 M8Q  O1   H14  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
 M8Q  H3   N    S    116.26  3.000
 M8Q  H3   N    C1   119.31  3.000
 M8Q  S    N    C1   123.43  3.000
 M8Q  H1   C    H2   110.13  3.000
 M8Q  H1   C    H    109.95  3.000
 M8Q  H2   C    H    110.09  3.000
 M8Q  H1   C    S    109.38  3.000
 M8Q  H2   C    S    108.96  3.000
 M8Q  H    C    S    108.29  3.000
 M8Q  H4   C1   H5   105.37  3.000
 M8Q  H4   C1   C2   109.26  3.000
 M8Q  H5   C1   C2   109.57  3.000
 M8Q  H4   C1   N    107.15  3.000
 M8Q  H5   C1   N    109.60  3.000
 M8Q  C2   C1   N    115.39  3.000
 M8Q  H11  C10  C9   119.46  3.000
 M8Q  H11  C10  C11  121.13  3.000
 M8Q  C9   C10  C11  119.41  3.000
 M8Q  C13  C11  C12  117.92  3.000
 M8Q  C13  C11  C10  119.87  3.000
 M8Q  C12  C11  C10  122.21  3.000
 M8Q  O1   C12  C11  113.02  3.000
 M8Q  O1   C12  O    123.21  3.000
 M8Q  C11  C12  O    123.77  3.000
 M8Q  H12  C13  C7   119.71  3.000
 M8Q  H12  C13  C11  119.16  3.000
 M8Q  C7   C13  C11  121.11  3.000
 M8Q  H13  C14  C6   119.63  3.000
 M8Q  H13  C14  C2   118.71  3.000
 M8Q  C6   C14  C2   121.65  3.000
 M8Q  C3   C2   C14  119.03  3.000
 M8Q  C3   C2   C1   122.88  3.000
 M8Q  C14  C2   C1   118.09  3.000
 M8Q  H6   C3   C4   119.39  3.000
 M8Q  H6   C3   C2   120.64  3.000
 M8Q  C4   C3   C2   119.97  3.000
 M8Q  H7   C4   C5   119.63  3.000
 M8Q  H7   C4   C3   119.70  3.000
 M8Q  C5   C4   C3   120.67  3.000
 M8Q  H8   C5   C6   120.26  3.000
 M8Q  H8   C5   C4   119.54  3.000
 M8Q  C6   C5   C4   120.19  3.000
 M8Q  C7   C6   C5   120.90  3.000
 M8Q  C7   C6   C14  120.61  3.000
 M8Q  C5   C6   C14  118.49  3.000
 M8Q  C8   C7   C6   120.97  3.000
 M8Q  C8   C7   C13  118.28  3.000
 M8Q  C6   C7   C13  120.75  3.000
 M8Q  H9   C8   C9   119.21  3.000
 M8Q  H9   C8   C7   119.91  3.000
 M8Q  C9   C8   C7   120.88  3.000
 M8Q  H10  C9   C8   119.70  3.000
 M8Q  H10  C9   C10  119.84  3.000
 M8Q  C8   C9   C10  120.45  3.000
 M8Q  H14  O1   C12  110.00  3.000
 M8Q  O3   S    O2   119.85  3.000
 M8Q  O3   S    C    107.69  3.000
 M8Q  O2   S    C    107.69  3.000
 M8Q  O3   S    N    107.59  3.000
 M8Q  O2   S    N    107.86  3.000
 M8Q  C    S    N    105.26  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
 M8Q  CONST_01  C7   C13  C11  C10     0.00   0.0  0
 M8Q  CONST_02  C7   C8   C9   C10     0.00   0.0  0
 M8Q  CONST_03  C8   C9   C10  C11     0.00   0.0  0
 M8Q  CONST_04  C6   C7   C13  C11   180.00   0.0  0
 M8Q  CONST_05  C8   C7   C13  C11     0.00   0.0  0
 M8Q  CONST_06  C9   C10  C11  C13     0.00   0.0  0
 M8Q  CONST_09  C9   C8   C7   C13     0.00   0.0  0
 M8Q  CONST_10  C4   C3   C2   C14     0.00   0.0  0
 M8Q  CONST_11  C4   C5   C6   C14     0.00   0.0  0
 M8Q  CONST_13  C5   C6   C14  C2      0.00   0.0  0
 M8Q  CONST_14  C7   C6   C14  C2    180.00   0.0  0
 M8Q  CONST_15  C5   C4   C3   C2      0.00   0.0  0
 M8Q  CONST_16  C6   C14  C2   C3      0.00   0.0  0
 M8Q  CONST_17  C6   C5   C4   C3      0.00   0.0  0
 M8Q  CONST_18  C7   C6   C5   C4    180.00   0.0  0
 M8Q  CONST_20  C9   C8   C7   C6    180.00   0.0  0
 M8Q  CONST_21  C6   C14  C2   C1    180.00   0.0  0
 M8Q  CONST_22  C4   C3   C2   C1    180.00   0.0  0
 M8Q  CONST_23  C9   C10  C11  C12   180.00   0.0  0
 M8Q  CONST_24  C7   C13  C11  C12   180.00   0.0  0
 M8Q  CONST_25  H12  C13  C11  C10   180.00   0.0  0
 M8Q  CONST_26  H9   C8   C9   C10   180.00   0.0  0
 M8Q  CONST_27  H10  C9   C10  C11   180.00   0.0  0
 M8Q  CONST_28  H11  C10  C11  C13   180.00   0.0  0
 M8Q  CONST_29  H6   C3   C2   C14   180.00   0.0  0
 M8Q  CONST_30  H8   C5   C6   C14   180.00   0.0  0
 M8Q  CONST_31  H7   C4   C3   C2    180.00   0.0  0
 M8Q  CONST_32  H13  C14  C2   C3    180.00   0.0  0
 M8Q  CONST_33  H14  O1   C12  C11   180.00   0.0  0
 M8Q  Var_01    C14  C2   C1   N    -178.55  30.0  2
 M8Q  Var_02    C10  C11  C12  O    -178.73  30.0  2
 M8Q  Var_03    S    N    C1   C2    -87.30  30.0  1
 M8Q  Var_04    C1   N    S    C     -97.16  30.0  2
 M8Q  Var_05    H    C    S    N     179.41  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
 M8Q  plan-1  C10  0.020
 M8Q  plan-1  C11  0.020
 M8Q  plan-1  C12  0.020
 M8Q  plan-1  C13  0.020
 M8Q  plan-1  C6   0.020
 M8Q  plan-1  C7   0.020
 M8Q  plan-1  C8   0.020
 M8Q  plan-1  C9   0.020
 M8Q  plan-1  H11  0.020
 M8Q  plan-1  H12  0.020
 M8Q  plan-1  H9   0.020
 M8Q  plan-1  H10  0.020
 M8Q  plan-2  C1   0.020
 M8Q  plan-2  C14  0.020
 M8Q  plan-2  C2   0.020
 M8Q  plan-2  C3   0.020
 M8Q  plan-2  C4   0.020
 M8Q  plan-2  C5   0.020
 M8Q  plan-2  C6   0.020
 M8Q  plan-2  C7   0.020
 M8Q  plan-2  H13  0.020
 M8Q  plan-2  H6   0.020
 M8Q  plan-2  H7   0.020
 M8Q  plan-2  H8   0.020
 M8Q  plan-3  O    0.020
 M8Q  plan-3  C11  0.020
 M8Q  plan-3  C12  0.020
 M8Q  plan-3  O1   0.020
 M8Q  plan-3  H14  0.020

