# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 00:08:19 2020
#   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  35  21  .  2021-08-14  2021-08-14  
;
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  -0.730   3.5855   0.1906  -0.4141
 M8Q  C    C  CH3    0  -0.798   5.5273  -1.7292  -0.0287
 M8Q  O    O  O      0  -0.592  -5.4689   0.9203  -1.9591
 M8Q  C1   C  CH2    0  -0.368   2.7517  -0.0363   0.7629
 M8Q  C10  C  CR16   0  -0.304  -4.6349  -1.6188   0.4936
 M8Q  C11  C  CR6    0  -0.079  -4.5148  -0.5075  -0.3366
 M8Q  C12  C  C      0   0.399  -5.6678  -0.0752  -1.2367
 M8Q  C13  C  CR16   0  -0.363  -3.3186   0.2016  -0.3342
 M8Q  C14  C  CR16   0  -0.378   0.2478  -0.0350   0.6058
 M8Q  C2   C  CR6    0   0.131   1.4376   0.6781   0.6018
 M8Q  C3   C  CR16   0  -0.293   1.4036   2.0612   0.4422
 M8Q  C4   C  CR16   0  -0.227   0.1878   2.7091   0.2982
 M8Q  C5   C  CR16   0  -0.326  -0.9991   1.9886   0.3093
 M8Q  C6   C  CR6    0   0.113  -0.9874   0.6034   0.4643
 M8Q  C7   C  CR6    0   0.109  -2.2452  -0.1715   0.4747
 M8Q  C8   C  CR16   0  -0.322  -2.3895  -1.2908   1.2965
 M8Q  C9   C  CR16   0  -0.230  -3.5769  -2.0073   1.3031
 M8Q  O1   O  OC    -1  -0.593  -6.7098  -0.7540  -1.1694
 M8Q  O2   O  OS     0  -0.671   5.7485   0.3491  -1.6233
 M8Q  O3   O  OS     0  -0.672   5.6656   0.7355   0.8581
 M8Q  S    S  S      0   1.341   5.2176  -0.0011  -0.3149
 M8Q  H    H  HCH3   0   0.292   5.1441  -2.3053  -0.8677
 M8Q  H2   H  HCH3   0   0.305   6.6033  -1.8698   0.0603
 M8Q  H5   H  HCH2   0   0.263   2.5789  -1.1014   0.9413
 M8Q  H4   H  HCH2   0   0.279   3.2773   0.3595   1.6323
 M8Q  H11  H  HCR6   0   0.244  -5.5593  -2.1808   0.5042
 M8Q  H12  H  HCR6   0   0.241  -3.2221   1.0533  -0.9956
 M8Q  H13  H  HCR6   0   0.253   0.2849  -1.1144   0.7006
 M8Q  H6   H  HCR6   0   0.254   2.3254   2.6298   0.4313
 M8Q  H7   H  HCR6   0   0.258   0.1596   3.7851   0.1858
 M8Q  H8   H  HCR6   0   0.255  -1.9402   2.5153   0.2126
 M8Q  H9   H  HCR6   0   0.251  -1.5806  -1.5939   1.9501
 M8Q  H10  H  HCR6   0   0.251  -3.6766  -2.8695   1.9503
 M8Q  H1   H  HCH3   0   0.292   5.0395  -2.0386   0.8933
 M8Q  H3   H  HNC1   0   0.415   3.2057  -0.1962  -1.2720

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    1.460  0.020  1.460
 M8Q  N    S    single    1.646  0.020  1.646
 M8Q  C    S    single    1.779  0.020  1.779
 M8Q  O    C12  deloc     1.246  0.020  1.246
 M8Q  C1   C2   single    1.504  0.020  1.504
 M8Q  C10  C11  aromatic  1.392  0.020  1.392
 M8Q  C10  C9   aromatic  1.388  0.020  1.388
 M8Q  C11  C12  single    1.525  0.020  1.525
 M8Q  C11  C13  aromatic  1.391  0.020  1.391
 M8Q  C12  O1   deloc     1.245  0.020  1.245
 M8Q  C13  C7   aromatic  1.395  0.020  1.395
 M8Q  C14  C2   aromatic  1.387  0.020  1.387
 M8Q  C14  C6   aromatic  1.398  0.020  1.398
 M8Q  C2   C3   aromatic  1.393  0.020  1.393
 M8Q  C3   C4   aromatic  1.385  0.020  1.385
 M8Q  C4   C5   aromatic  1.388  0.020  1.388
 M8Q  C5   C6   aromatic  1.394  0.020  1.394
 M8Q  C6   C7   single    1.477  0.020  1.477
 M8Q  C7   C8   aromatic  1.396  0.020  1.396
 M8Q  C8   C9   aromatic  1.387  0.020  1.387
 M8Q  O2   S    double    1.455  0.020  1.455
 M8Q  O3   S    double    1.456  0.020  1.456
 M8Q  N    H3   single    0.890  0.020  1.040
 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

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    112.18  3.000
 M8Q  H3   N    C1   114.11  3.000
 M8Q  S    N    C1   119.96  3.000
 M8Q  H1   C    H2   109.70  3.000
 M8Q  H1   C    H    110.19  3.000
 M8Q  H2   C    H    110.05  3.000
 M8Q  H1   C    S    109.55  3.000
 M8Q  H2   C    S    108.10  3.000
 M8Q  H    C    S    109.22  3.000
 M8Q  H4   C1   H5   107.44  3.000
 M8Q  H4   C1   C2   109.52  3.000
 M8Q  H5   C1   C2   109.99  3.000
 M8Q  H4   C1   N    108.13  3.000
 M8Q  H5   C1   N    111.90  3.000
 M8Q  C2   C1   N    109.80  3.000
 M8Q  H11  C10  C9   120.02  3.000
 M8Q  H11  C10  C11  119.61  3.000
 M8Q  C9   C10  C11  120.36  3.000
 M8Q  C13  C11  C12  120.45  3.000
 M8Q  C13  C11  C10  118.69  3.000
 M8Q  C12  C11  C10  120.86  3.000
 M8Q  O1   C12  C11  116.49  3.000
 M8Q  O1   C12  O    126.89  3.000
 M8Q  C11  C12  O    116.61  3.000
 M8Q  H12  C13  C7   119.74  3.000
 M8Q  H12  C13  C11  118.47  3.000
 M8Q  C7   C13  C11  121.78  3.000
 M8Q  H13  C14  C6   119.60  3.000
 M8Q  H13  C14  C2   118.86  3.000
 M8Q  C6   C14  C2   121.53  3.000
 M8Q  C3   C2   C14  119.33  3.000
 M8Q  C3   C2   C1   120.35  3.000
 M8Q  C14  C2   C1   120.32  3.000
 M8Q  H6   C3   C4   120.03  3.000
 M8Q  H6   C3   C2   120.11  3.000
 M8Q  C4   C3   C2   119.86  3.000
 M8Q  H7   C4   C5   119.64  3.000
 M8Q  H7   C4   C3   119.91  3.000
 M8Q  C5   C4   C3   120.44  3.000
 M8Q  H8   C5   C6   120.04  3.000
 M8Q  H8   C5   C4   119.33  3.000
 M8Q  C6   C5   C4   120.63  3.000
 M8Q  C7   C6   C5   120.99  3.000
 M8Q  C7   C6   C14  120.81  3.000
 M8Q  C5   C6   C14  118.21  3.000
 M8Q  C8   C7   C6   120.84  3.000
 M8Q  C8   C7   C13  118.44  3.000
 M8Q  C6   C7   C13  120.72  3.000
 M8Q  H9   C8   C9   119.47  3.000
 M8Q  H9   C8   C7   120.15  3.000
 M8Q  C9   C8   C7   120.37  3.000
 M8Q  H10  C9   C8   119.55  3.000
 M8Q  H10  C9   C10  120.10  3.000
 M8Q  C8   C9   C10  120.36  3.000
 M8Q  O3   S    O2   119.38  3.000
 M8Q  O3   S    C    107.96  3.000
 M8Q  O2   S    C    108.37  3.000
 M8Q  O3   S    N    107.14  3.000
 M8Q  O2   S    N    106.23  3.000
 M8Q  C    S    N    107.18  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  Var_01    C14  C2   C1   N     119.59  30.0  2
 M8Q  Var_02    C10  C11  C12  O    -179.15  30.0  3
 M8Q  Var_03    S    N    C1   C2    158.53  30.0  1
 M8Q  Var_04    C1   N    S    C      66.59  30.0  1
 M8Q  Var_05    H    C    S    N      61.44  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

