# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 13:55:19 2022
#   Inital geometry file: a 106 line input string
#   Ligand name: methyl 2-chloranyl-4-(2-phenylethylsulfanyl)-5-sulfamoyl-benzoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)c1cc(c(SCCc2ccccc2)cc1Cl)[S](N)(=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
 84I  84I  "methyl 2-chloranyl-4-(2-phenylethylsulfanyl)-5-sulfamoyl-benzoate"  ligand  40  24  .  2022-09-16  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_84I
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
 84I  C5   C   CR6   0  -0.014  23.7907   4.9455  14.2617
 84I  C6   C   CR6   0  -0.057  24.8885   5.8007  14.1440
 84I  C2   C   CR6   0  -0.103  25.2982   5.0982  11.8623
 84I  C3   C   CR6   0  -0.149  24.1926   4.2371  11.9730
 84I  C4   C   CR16  0  -0.268  23.4712   4.1711  13.1443
 84I  O13  O   O     0  -0.423  23.1563   5.4616  16.5075
 84I  C12  C   C     0   0.608  22.9708   4.8330  15.4983
 84I  O14  O   O2    0  -0.459  21.9966   3.9465  15.3592
 84I  C15  C   CH3   0  -0.419  21.1502   3.7205  16.4861
 84I  CL1  CL  CL    0  -0.078  25.4295   6.8202  15.4205
 84I  C1   C   CR16  0  -0.180  25.6253   5.8698  12.9710
 84I  S7   S   S     0   1.370  23.6982   3.2588  10.5609
 84I  O9   O   OS    0  -0.644  23.1375   4.1704   9.5815
 84I  N10  N   NC2   0  -0.880  22.5037   2.2550  11.0239
 84I  O8   O   OS    0  -0.648  24.8382   2.4299  10.2120
 84I  S16  S   S2    0   0.093  26.2216   5.1576  10.3785
 84I  C17  C   CH2   0  -0.584  27.2462   6.6467  10.5601
 84I  C18  C   CH2   0  -0.510  27.9173   6.9112   9.2132
 84I  C19  C   CR6   0   0.123  28.7810   8.1401   9.2972
 84I  C24  C   CR16  0  -0.300  30.0982   8.0508   9.7413
 84I  C23  C   CR16  0  -0.237  30.8894   9.1862   9.8481
 84I  C22  C   CR16  0  -0.267  30.3716  10.4304   9.5112
 84I  C21  C   CR16  0  -0.237  29.0591  10.5303   9.0685
 84I  C20  C   CR16  0  -0.303  28.2708   9.3920   8.9634
 84I  H1   H   HCR6  0   0.284  22.6271   3.5004  13.2051
 84I  H2   H   HCH3  0   0.255  20.4536   2.9452  16.1824
 84I  H3   H   HCH3  0   0.242  21.7205   3.3786  17.3492
 84I  H4   H   HCH3  0   0.242  20.5974   4.6208  16.7532
 84I  H5   H   HCR6  0   0.307  26.4736   6.5372  12.9420
 84I  H6   H   HNC2  0   0.428  22.7573   1.5224  11.6765
 84I  H7   H   HNC2  0   0.429  21.6023   2.6776  11.2122
 84I  H8   H   HCH2  0   0.293  27.9994   6.4858  11.3320
 84I  H9   H   HCH2  0   0.296  26.6168   7.4907  10.8455
 84I  H10  H   HCH2  0   0.268  27.1538   7.0416   8.4438
 84I  H11  H   HCH2  0   0.267  28.5224   6.0482   8.9267
 84I  H12  H   HCR6  0   0.249  30.5100   7.0821  10.0008
 84I  H13  H   HCR6  0   0.253  31.9127   9.0988  10.1900
 84I  H14  H   HCR6  0   0.254  30.9884  11.3163   9.5906
 84I  H15  H   HCR6  0   0.253  28.6481  11.4956   8.8016
 84I  H16  H   HCR6  0   0.249  27.2480   9.4759   8.6142

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
 84I  C18  C19  single    1.504  0.020  1.504
 84I  C18  C17  single    1.528  0.020  1.528
 84I  C20  C19  aromatic  1.393  0.020  1.393
 84I  C20  C21  aromatic  1.389  0.020  1.389
 84I  O9   S7   double    1.451  0.020  1.451
 84I  C19  C24  aromatic  1.393  0.020  1.393
 84I  C21  C22  aromatic  1.389  0.020  1.389
 84I  C24  C23  aromatic  1.388  0.020  1.388
 84I  C22  C23  aromatic  1.389  0.020  1.389
 84I  O8   S7   double    1.452  0.020  1.452
 84I  S16  C17  single    1.817  0.020  1.817
 84I  S16  C2   single    1.749  0.020  1.749
 84I  S7   N10  single    1.628  0.020  1.628
 84I  S7   C3   single    1.788  0.020  1.788
 84I  C2   C3   aromatic  1.406  0.020  1.406
 84I  C2   C1   aromatic  1.390  0.020  1.390
 84I  C3   C4   aromatic  1.377  0.020  1.377
 84I  C1   C6   aromatic  1.387  0.020  1.387
 84I  C4   C5   aromatic  1.397  0.020  1.397
 84I  C6   C5   aromatic  1.397  0.020  1.397
 84I  C6   CL1  single    1.721  0.020  1.721
 84I  C5   C12  single    1.488  0.020  1.488
 84I  C12  O14  single    1.324  0.020  1.324
 84I  C12  O13  double    1.203  0.020  1.203
 84I  O14  C15  single    1.427  0.020  1.427
 84I  C4   H1   single    0.930  0.020  1.080
 84I  C15  H2   single    0.970  0.020  1.090
 84I  C15  H3   single    0.970  0.020  1.090
 84I  C15  H4   single    0.970  0.020  1.090
 84I  C1   H5   single    0.930  0.020  1.080
 84I  N10  H6   single    0.890  0.020  1.040
 84I  N10  H7   single    0.890  0.020  1.040
 84I  C17  H8   single    0.970  0.020  1.090
 84I  C17  H9   single    0.970  0.020  1.090
 84I  C18  H10  single    0.970  0.020  1.090
 84I  C18  H11  single    0.970  0.020  1.090
 84I  C24  H12  single    0.930  0.020  1.080
 84I  C23  H13  single    0.930  0.020  1.080
 84I  C22  H14  single    0.930  0.020  1.080
 84I  C21  H15  single    0.930  0.020  1.080
 84I  C20  H16  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
 84I  C12  C5   C4   119.79  3.000
 84I  C12  C5   C6   123.33  3.000
 84I  C4   C5   C6   116.87  3.000
 84I  C1   C6   CL1  115.52  3.000
 84I  CL1  C6   C5   123.18  3.000
 84I  C1   C6   C5   121.29  3.000
 84I  S16  C2   C1   122.26  3.000
 84I  C1   C2   C3   117.54  3.000
 84I  S16  C2   C3   120.19  3.000
 84I  S7   C3   C4   120.05  3.000
 84I  C4   C3   C2   120.55  3.000
 84I  S7   C3   C2   119.38  3.000
 84I  H1   C4   C3   119.15  3.000
 84I  H1   C4   C5   118.57  3.000
 84I  C3   C4   C5   122.28  3.000
 84I  O14  C12  O13  123.45  3.000
 84I  O13  C12  C5   124.92  3.000
 84I  O14  C12  C5   111.63  3.000
 84I  C15  O14  C12  117.34  3.000
 84I  H4   C15  H3   109.31  3.000
 84I  H4   C15  H2   109.46  3.000
 84I  H3   C15  H2   109.47  3.000
 84I  H4   C15  O14  111.32  3.000
 84I  H3   C15  O14  111.39  3.000
 84I  H2   C15  O14  105.83  3.000
 84I  H5   C1   C2   120.44  3.000
 84I  H5   C1   C6   118.09  3.000
 84I  C2   C1   C6   121.47  3.000
 84I  O8   S7   N10  107.01  3.000
 84I  N10  S7   O9   107.22  3.000
 84I  O8   S7   O9   119.99  3.000
 84I  N10  S7   C3   108.41  3.000
 84I  O8   S7   C3   106.56  3.000
 84I  O9   S7   C3   107.24  3.000
 84I  H7   N10  H6   113.86  3.000
 84I  H7   N10  S7   116.65  3.000
 84I  H6   N10  S7   116.45  3.000
 84I  C17  S16  C2   103.93  3.000
 84I  H9   C17  H8   109.12  3.000
 84I  H9   C17  C18  110.50  3.000
 84I  H8   C17  C18  110.25  3.000
 84I  H9   C17  S16  109.57  3.000
 84I  H8   C17  S16  109.84  3.000
 84I  C18  C17  S16  107.54  3.000
 84I  H11  C18  H10  107.27  3.000
 84I  H11  C18  C19  110.00  3.000
 84I  H10  C18  C19  110.08  3.000
 84I  H11  C18  C17  109.74  3.000
 84I  H10  C18  C17  109.56  3.000
 84I  C19  C18  C17  110.14  3.000
 84I  C20  C19  C24  118.72  3.000
 84I  C24  C19  C18  120.56  3.000
 84I  C20  C19  C18  120.71  3.000
 84I  H12  C24  C23  119.74  3.000
 84I  H12  C24  C19  119.52  3.000
 84I  C23  C24  C19  120.74  3.000
 84I  H13  C23  C22  120.08  3.000
 84I  H13  C23  C24  119.81  3.000
 84I  C22  C23  C24  120.11  3.000
 84I  H14  C22  C21  120.20  3.000
 84I  H14  C22  C23  120.19  3.000
 84I  C21  C22  C23  119.60  3.000
 84I  H15  C21  C20  119.79  3.000
 84I  H15  C21  C22  120.10  3.000
 84I  C20  C21  C22  120.11  3.000
 84I  H16  C20  C21  119.78  3.000
 84I  H16  C20  C19  119.50  3.000
 84I  C21  C20  C19  120.72  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
 84I  CONST_01  C2   C3   C4   C5      0.00   0.0  0
 84I  CONST_02  C2   C1   C6   C5      0.00   0.0  0
 84I  CONST_03  C3   C2   C1   C6      0.00   0.0  0
 84I  CONST_04  C3   C4   C5   C6      0.00   0.0  0
 84I  CONST_05  C1   C2   C3   C4      0.00   0.0  0
 84I  CONST_06  C1   C6   C5   C4      0.00   0.0  0
 84I  CONST_07  C22  C21  C20  C19     0.00   0.0  0
 84I  CONST_08  C22  C23  C24  C19     0.00   0.0  0
 84I  CONST_09  C21  C20  C19  C24     0.00   0.0  0
 84I  CONST_10  C21  C22  C23  C24     0.00   0.0  0
 84I  CONST_11  C20  C19  C24  C23     0.00   0.0  0
 84I  CONST_12  C20  C21  C22  C23     0.00   0.0  0
 84I  CONST_13  S7   C3   C4   C5    180.00   0.0  0
 84I  CONST_14  S16  C2   C1   C6    180.00   0.0  0
 84I  CONST_15  CL1  C6   C1   C2    180.00   0.0  0
 84I  CONST_16  C12  C5   C4   C3    180.00   0.0  0
 84I  CONST_17  S16  C2   C3   C4    180.00   0.0  0
 84I  CONST_18  CL1  C6   C5   C4    180.00   0.0  0
 84I  CONST_19  C1   C6   C5   C12   180.00   0.0  0
 84I  CONST_20  S7   C3   C2   C1    180.00   0.0  0
 84I  CONST_21  C21  C20  C19  C18   180.00   0.0  0
 84I  CONST_22  C23  C24  C19  C18   180.00   0.0  0
 84I  CONST_23  H5   C1   C6   C5    180.00   0.0  0
 84I  CONST_24  H1   C4   C5   C6    180.00   0.0  0
 84I  CONST_25  H1   C4   C3   C2    180.00   0.0  0
 84I  CONST_26  H5   C1   C2   C3    180.00   0.0  0
 84I  CONST_27  H15  C21  C20  C19   180.00   0.0  0
 84I  CONST_28  H13  C23  C24  C19   180.00   0.0  0
 84I  CONST_29  H16  C20  C19  C24   180.00   0.0  0
 84I  CONST_30  H14  C22  C23  C24   180.00   0.0  0
 84I  CONST_31  H15  C21  C22  C23   180.00   0.0  0
 84I  CONST_32  H16  C20  C21  C22   180.00   0.0  0
 84I  CONST_33  H12  C24  C23  C22   180.00   0.0  0
 84I  CONST_34  H13  C23  C22  C21   180.00   0.0  0
 84I  CONST_35  H12  C24  C19  C20   180.00   0.0  0
 84I  CONST_36  H14  C22  C21  C20   180.00   0.0  0
 84I  Var_01    O14  C12  C5   C6   -179.46  30.0  2
 84I  Var_02    O13  C12  C5   C6      0.54  30.0  2
 84I  Var_03    O9   S7   C3   C2    -70.38  30.0  2
 84I  Var_04    O8   S7   C3   C2     59.29  30.0  2
 84I  Var_05    N10  S7   C3   C2    174.16  30.0  2
 84I  Var_06    C17  S16  C2   C3    166.80  30.0  1
 84I  Var_07    O9   S7   C3   C4    107.85  30.0  2
 84I  Var_08    O8   S7   C3   C4   -122.48  30.0  2
 84I  Var_09    N10  S7   C3   C4     -7.61  30.0  2
 84I  Var_10    O14  C12  C5   C4      0.61  30.0  2
 84I  Var_11    O13  C12  C5   C4   -179.39  30.0  2
 84I  Var_12    C17  S16  C2   C1    -14.07  30.0  1
 84I  Var_13    C20  C19  C18  C17   -92.14  30.0  2
 84I  Var_14    C24  C19  C18  C17    86.32  30.0  2
 84I  Var_15    H10  C18  C19  C24  -152.77  30.0  2
 84I  Var_16    H11  C18  C19  C24   -34.77  30.0  2
 84I  Var_17    H10  C18  C19  C20    28.77  30.0  2
 84I  Var_18    H11  C18  C19  C20   146.77  30.0  2
 84I  Var_19    C15  O14  C12  C5    178.71  30.0  3
 84I  Var_20    C18  C17  S16  C2   -170.69  30.0  3
 84I  Var_21    C19  C18  C17  S16   179.84  30.0  2
 84I  Var_22    H8   C17  S16  C2     69.31  30.0  3
 84I  Var_23    H9   C17  S16  C2    -50.55  30.0  3
 84I  Var_24    H6   N10  S7   C3    -67.65  30.0  3
 84I  Var_25    H7   N10  S7   C3     71.39  30.0  3
 84I  Var_26    H8   C17  C18  C19   -60.42  30.0  3
 84I  Var_27    H9   C17  C18  C19    60.28  30.0  3
 84I  Var_28    C15  O14  C12  O13    -1.29  30.0  3
 84I  Var_29    H2   C15  O14  C12  -177.92  30.0  3
 84I  Var_30    H3   C15  O14  C12   -59.03  30.0  3
 84I  Var_31    H4   C15  O14  C12    63.24  30.0  3
 84I  Var_32    H6   N10  S7   O9    176.88  30.0  3
 84I  Var_33    H7   N10  S7   O9    -44.09  30.0  3
 84I  Var_34    H6   N10  S7   O8     46.93  30.0  3
 84I  Var_35    H7   N10  S7   O8   -174.03  30.0  3
 84I  Var_36    H10  C18  C17  S16    58.62  30.0  2
 84I  Var_37    H11  C18  C17  S16   -58.92  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
 84I  plan-1  C5   0.020
 84I  plan-1  C6   0.020
 84I  plan-1  C2   0.020
 84I  plan-1  C3   0.020
 84I  plan-1  C4   0.020
 84I  plan-1  C12  0.020
 84I  plan-1  CL1  0.020
 84I  plan-1  C1   0.020
 84I  plan-1  S7   0.020
 84I  plan-1  S16  0.020
 84I  plan-1  H1   0.020
 84I  plan-1  H5   0.020
 84I  plan-2  C18  0.020
 84I  plan-2  C19  0.020
 84I  plan-2  C24  0.020
 84I  plan-2  C23  0.020
 84I  plan-2  C22  0.020
 84I  plan-2  C21  0.020
 84I  plan-2  C20  0.020
 84I  plan-2  H12  0.020
 84I  plan-2  H13  0.020
 84I  plan-2  H14  0.020
 84I  plan-2  H15  0.020
 84I  plan-2  H16  0.020
 84I  plan-3  C5   0.020
 84I  plan-3  O13  0.020
 84I  plan-3  C12  0.020
 84I  plan-3  O14  0.020

