# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 19:23:53 2020
#   Inital geometry file: a 145 line input string
#   Ligand name: 4-[({1-[(5-chloro-2-methoxyphenyl)sulfonyl]-4-methyl-2,3-dihydro-1H-indol-6-yl}carbonyl)amino]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(Cl)cc1[S](=O)(=O)N2CCc3c(C)cc(cc23)C(=O)Nc4ccc(cc4)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
 0RD  0RD  '4-[({1-[(5-chloro-2-methoxyphenyl)sulfonyl]-4-methyl-2,3-dihydro-1H-indol-6-yl}carbonyl)amino]benzoic acid'  ligand  54  34  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_0RD
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
 0RD  CL1  CL  CL     0  -0.118  -7.7479  -1.7621   0.4177
 0RD  C23  C   CR6    0  -0.056  -6.0264  -1.6049   0.4985
 0RD  C11  C   CR16   0  -0.188  -5.3598  -0.8901  -0.4806
 0RD  C30  C   CR16   0  -0.179  -5.3276  -2.1918   1.5407
 0RD  C22  C   CR16   0  -0.386  -3.9499  -2.0695   1.6137
 0RD  C18  C   CR6    0   0.486  -3.2543  -1.3585   0.6386
 0RD  O32  O   O2     0  -0.453  -1.9393  -1.1750   0.6253
 0RD  C34  C   CH3    0  -0.443  -1.1441  -1.6869   1.6824
 0RD  C3   C   CR6    0  -0.329  -3.9802  -0.7710  -0.4068
 0RD  S1   S   S      0   1.400  -3.1352   0.1324  -1.6826
 0RD  O12  O   OS     0  -0.629  -2.0752  -0.6780  -2.2468
 0RD  O13  O   OS     0  -0.638  -4.1670   0.6536  -2.5616
 0RD  N2   N   NR5    0  -0.744  -2.4612   1.4480  -0.9516
 0RD  C9   C   CH2    0  -0.291  -3.3879   2.4169  -0.3254
 0RD  C17  C   CH2    0  -0.508  -2.4765   3.3470   0.4841
 0RD  C5   C   CR56   0  -0.052  -1.1544   2.6457   0.4814
 0RD  C4   C   CR56   0   0.473  -1.1797   1.5503  -0.3750
 0RD  C10  C   CR6    0   0.069  -0.0032   2.9986   1.1682
 0RD  C33  C   CH3    0  -0.736  -0.0010   4.1734   2.0984
 0RD  C16  C   CR16   0  -0.372   1.1353   2.2216   0.9672
 0RD  C8   C   CR6    0  -0.032   1.1142   1.1358   0.0958
 0RD  C7   C   CR16   0  -0.322  -0.0474   0.7846  -0.5886
 0RD  C6   C   C      0   0.523   2.3083   0.2588  -0.0967
 0RD  O20  O   O      0  -0.462   2.1876  -0.9353  -0.3140
 0RD  N14  N   NH1    0  -0.754   3.5018   0.8997  -0.0188
 0RD  C24  C   CR6    0   0.369   4.7956   0.3754  -0.0981
 0RD  C28  C   CR16   0  -0.345   5.8432   1.2995  -0.1410
 0RD  C25  C   CR16   0  -0.277   7.1576   0.8757  -0.2019
 0RD  C29  C   CR16   0  -0.305   5.1023  -0.9862  -0.1179
 0RD  C26  C   CR16   0  -0.281   6.4289  -1.3891  -0.1800
 0RD  C19  C   CR6    0  -0.111   7.4795  -0.4793  -0.2237
 0RD  C15  C   C      0   0.392   8.9254  -0.9433  -0.2894
 0RD  O21  O   O      0  -0.595   9.1170  -2.1744  -0.3297
 0RD  O27  O   OC    -1  -0.596   9.7978  -0.0527  -0.2964
 0RD  H1   H   HCR6   0   0.307  -5.9075  -0.4303  -1.2911
 0RD  H2   H   HCR6   0   0.298  -5.8518  -2.7460   2.3073
 0RD  H3   H   HCR6   0   0.306  -3.4307  -2.5339   2.4401
 0RD  H4   H   HCH3   0   0.240  -1.4208  -1.2435   2.6408
 0RD  H5   H   HCH3   0   0.243  -1.2187  -2.7739   1.7489
 0RD  H6   H   HCH3   0   0.268  -0.1201  -1.4147   1.4432
 0RD  H7   H   HCH2   0   0.280  -3.9536   2.9464  -1.0873
 0RD  H8   H   HCH2   0   0.265  -4.0916   1.8976   0.3304
 0RD  H9   H   HCH2   0   0.277  -2.3897   4.3295   0.0142
 0RD  H10  H   HCH2   0   0.274  -2.8663   3.5090   1.4898
 0RD  H11  H   HCH3   0   0.249  -0.7555   4.0620   2.8794
 0RD  H12  H   HCH3   0   0.253   0.9663   4.2952   2.5829
 0RD  H13  H   HCH3   0   0.251  -0.2276   5.0989   1.5654
 0RD  H14  H   HCR6   0   0.255   2.0317   2.4627   1.5264
 0RD  H15  H   HCR6   0   0.279  -0.0424  -0.0627  -1.2539
 0RD  H16  H   HNH1   0   0.420   3.4628   1.9062   0.0378
 0RD  H17  H   HCR6   0   0.262   5.6237   2.3613  -0.1238
 0RD  H18  H   HCR6   0   0.247   7.9482   1.6133  -0.2319
 0RD  H19  H   HCR6   0   0.273   4.3259  -1.7318  -0.0845
 0RD  H20  H   HCR6   0   0.244   6.6462  -2.4492  -0.1941

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
 0RD  O13  S1   double    1.452  0.020  1.452
 0RD  C9   C17  single    1.533  0.020  1.533
 0RD  C9   N2   single    1.480  0.020  1.480
 0RD  O12  S1   double    1.449  0.020  1.449
 0RD  S1   N2   single    1.649  0.020  1.649
 0RD  S1   C3   single    1.777  0.020  1.777
 0RD  C17  C5   single    1.497  0.020  1.497
 0RD  N2   C4   single    1.409  0.020  1.409
 0RD  C3   C11  aromatic  1.387  0.020  1.387
 0RD  C3   C18  aromatic  1.402  0.020  1.402
 0RD  C4   C5   aromatic  1.391  0.020  1.391
 0RD  C4   C7   aromatic  1.383  0.020  1.383
 0RD  C5   C10  aromatic  1.386  0.020  1.386
 0RD  C11  C23  aromatic  1.383  0.020  1.383
 0RD  O32  C18  single    1.328  0.020  1.328
 0RD  O32  C34  single    1.418  0.020  1.418
 0RD  C18  C22  aromatic  1.393  0.020  1.393
 0RD  C7   C8   aromatic  1.393  0.020  1.393
 0RD  C10  C33  single    1.498  0.020  1.498
 0RD  C10  C16  aromatic  1.393  0.020  1.393
 0RD  C23  CL1  single    1.730  0.020  1.730
 0RD  C23  C30  aromatic  1.385  0.020  1.385
 0RD  C22  C30  aromatic  1.385  0.020  1.385
 0RD  C8   C16  aromatic  1.392  0.020  1.392
 0RD  C8   C6   single    1.494  0.020  1.494
 0RD  C29  C26  aromatic  1.388  0.020  1.388
 0RD  C29  C24  aromatic  1.396  0.020  1.396
 0RD  N14  C6   single    1.357  0.020  1.357
 0RD  N14  C24  single    1.398  0.020  1.398
 0RD  C26  C19  aromatic  1.390  0.020  1.390
 0RD  C6   O20  double    1.220  0.020  1.220
 0RD  C24  C28  aromatic  1.398  0.020  1.398
 0RD  C19  C15  single    1.520  0.020  1.520
 0RD  C19  C25  aromatic  1.393  0.020  1.393
 0RD  O21  C15  deloc     1.247  0.020  1.247
 0RD  C28  C25  aromatic  1.382  0.020  1.382
 0RD  C15  O27  deloc     1.247  0.020  1.247
 0RD  C11  H1   single    0.930  0.020  1.080
 0RD  C30  H2   single    0.930  0.020  1.080
 0RD  C22  H3   single    0.930  0.020  1.080
 0RD  C34  H4   single    0.970  0.020  1.090
 0RD  C34  H5   single    0.970  0.020  1.090
 0RD  C34  H6   single    0.970  0.020  1.090
 0RD  C9   H7   single    0.970  0.020  1.090
 0RD  C9   H8   single    0.970  0.020  1.090
 0RD  C17  H9   single    0.970  0.020  1.090
 0RD  C17  H10  single    0.970  0.020  1.090
 0RD  C33  H11  single    0.970  0.020  1.090
 0RD  C33  H12  single    0.970  0.020  1.090
 0RD  C33  H13  single    0.970  0.020  1.090
 0RD  C16  H14  single    0.930  0.020  1.080
 0RD  C7   H15  single    0.930  0.020  1.080
 0RD  N14  H16  single    0.860  0.020  1.020
 0RD  C28  H17  single    0.930  0.020  1.080
 0RD  C25  H18  single    0.930  0.020  1.080
 0RD  C29  H19  single    0.930  0.020  1.080
 0RD  C26  H20  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
 0RD  C30  C23  C11  120.55  3.000
 0RD  C30  C23  CL1  119.90  3.000
 0RD  C11  C23  CL1  119.55  3.000
 0RD  H1   C11  C3   120.50  3.000
 0RD  H1   C11  C23  120.42  3.000
 0RD  C3   C11  C23  119.08  3.000
 0RD  H2   C30  C22  119.34  3.000
 0RD  H2   C30  C23  120.39  3.000
 0RD  C22  C30  C23  120.27  3.000
 0RD  H3   C22  C18  120.98  3.000
 0RD  H3   C22  C30  118.70  3.000
 0RD  C18  C22  C30  120.32  3.000
 0RD  C3   C18  O32  116.58  3.000
 0RD  O32  C18  C22  124.90  3.000
 0RD  C3   C18  C22  118.52  3.000
 0RD  C34  O32  C18  119.86  3.000
 0RD  H6   C34  H5   109.11  3.000
 0RD  H6   C34  H4   109.30  3.000
 0RD  H5   C34  H4   109.49  3.000
 0RD  H6   C34  O32  105.90  3.000
 0RD  H5   C34  O32  111.50  3.000
 0RD  H4   C34  O32  111.45  3.000
 0RD  S1   C3   C18  120.15  3.000
 0RD  C18  C3   C11  121.26  3.000
 0RD  S1   C3   C11  118.58  3.000
 0RD  N2   S1   O13  105.80  3.000
 0RD  N2   S1   O12  108.65  3.000
 0RD  O13  S1   O12  119.01  3.000
 0RD  N2   S1   C3   106.36  3.000
 0RD  O12  S1   C3   110.07  3.000
 0RD  O13  S1   C3   106.21  3.000
 0RD  C4   N2   C9   110.42  3.000
 0RD  C4   N2   S1   127.67  3.000
 0RD  C9   N2   S1   117.00  3.000
 0RD  H8   C9   H7   108.48  3.000
 0RD  H8   C9   C17  110.73  3.000
 0RD  H7   C9   C17  112.59  3.000
 0RD  H8   C9   N2   110.24  3.000
 0RD  H7   C9   N2   110.39  3.000
 0RD  C17  C9   N2   104.38  3.000
 0RD  H10  C17  H9   106.94  3.000
 0RD  H10  C17  C5   112.77  3.000
 0RD  H9   C17  C5   110.51  3.000
 0RD  H10  C17  C9   111.38  3.000
 0RD  H9   C17  C9   111.45  3.000
 0RD  C5   C17  C9   103.88  3.000
 0RD  C10  C5   C4   121.38  3.000
 0RD  C10  C5   C17  127.85  3.000
 0RD  C4   C5   C17  110.74  3.000
 0RD  C7   C4   C5   121.08  3.000
 0RD  C7   C4   N2   129.86  3.000
 0RD  C5   C4   N2   109.01  3.000
 0RD  C16  C10  C33  121.72  3.000
 0RD  C16  C10  C5   117.73  3.000
 0RD  C33  C10  C5   120.55  3.000
 0RD  H13  C33  H12  107.86  3.000
 0RD  H13  C33  H11  107.00  3.000
 0RD  H12  C33  H11  107.88  3.000
 0RD  H13  C33  C10  111.18  3.000
 0RD  H12  C33  C10  111.42  3.000
 0RD  H11  C33  C10  111.30  3.000
 0RD  H14  C16  C8   120.59  3.000
 0RD  H14  C16  C10  118.52  3.000
 0RD  C8   C16  C10  120.86  3.000
 0RD  C6   C8   C7   117.07  3.000
 0RD  C6   C8   C16  121.76  3.000
 0RD  C7   C8   C16  121.11  3.000
 0RD  H15  C7   C8   119.85  3.000
 0RD  H15  C7   C4   122.31  3.000
 0RD  C8   C7   C4   117.84  3.000
 0RD  N14  C6   O20  124.03  3.000
 0RD  O20  C6   C8   121.23  3.000
 0RD  N14  C6   C8   114.73  3.000
 0RD  H16  N14  C24  114.39  3.000
 0RD  H16  N14  C6   116.13  3.000
 0RD  C24  N14  C6   129.31  3.000
 0RD  C29  C24  C28  118.67  3.000
 0RD  C28  C24  N14  116.58  3.000
 0RD  C29  C24  N14  124.74  3.000
 0RD  H17  C28  C25  119.56  3.000
 0RD  H17  C28  C24  119.68  3.000
 0RD  C25  C28  C24  120.76  3.000
 0RD  H18  C25  C19  119.60  3.000
 0RD  H18  C25  C28  119.16  3.000
 0RD  C19  C25  C28  121.24  3.000
 0RD  H19  C29  C26  119.31  3.000
 0RD  H19  C29  C24  121.10  3.000
 0RD  C26  C29  C24  119.60  3.000
 0RD  H20  C26  C19  119.26  3.000
 0RD  H20  C26  C29  118.48  3.000
 0RD  C19  C26  C29  122.25  3.000
 0RD  C15  C19  C26  121.36  3.000
 0RD  C15  C19  C25  121.17  3.000
 0RD  C26  C19  C25  117.48  3.000
 0RD  O27  C15  O21  126.71  3.000
 0RD  O27  C15  C19  116.60  3.000
 0RD  O21  C15  C19  116.69  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
 0RD  CONST_01  C18  C3   C11  C23     0.00   0.0  0
 0RD  CONST_02  C18  C22  C30  C23     0.00   0.0  0
 0RD  CONST_03  C22  C18  C3   C11     0.00   0.0  0
 0RD  CONST_04  C22  C30  C23  C11     0.00   0.0  0
 0RD  CONST_05  C3   C11  C23  C30     0.00   0.0  0
 0RD  CONST_06  C3   C18  C22  C30     0.00   0.0  0
 0RD  CONST_07  C8   C7   C4   C5      0.00   0.0  0
 0RD  CONST_08  C8   C16  C10  C5      0.00   0.0  0
 0RD  CONST_09  C16  C10  C5   C4      0.00   0.0  0
 0RD  CONST_10  C16  C8   C7   C4      0.00   0.0  0
 0RD  CONST_11  C7   C4   C5   C10     0.00   0.0  0
 0RD  CONST_12  C7   C8   C16  C10     0.00   0.0  0
 0RD  CONST_13  C19  C26  C29  C24     0.00   0.0  0
 0RD  CONST_14  C19  C25  C28  C24     0.00   0.0  0
 0RD  CONST_15  C26  C29  C24  C28     0.00   0.0  0
 0RD  CONST_16  C26  C19  C25  C28     0.00   0.0  0
 0RD  CONST_17  C29  C26  C19  C25     0.00   0.0  0
 0RD  CONST_18  C29  C24  C28  C25     0.00   0.0  0
 0RD  CONST_19  C3   C11  C23  CL1   180.00   0.0  0
 0RD  CONST_20  C22  C30  C23  CL1   180.00   0.0  0
 0RD  CONST_21  S1   C3   C11  C23   180.00   0.0  0
 0RD  CONST_22  O32  C18  C3   C11   180.00   0.0  0
 0RD  CONST_23  O32  C18  C22  C30   180.00   0.0  0
 0RD  CONST_24  S1   C3   C18  C22   180.00   0.0  0
 0RD  CONST_25  C33  C10  C5   C17     0.00   0.0  0
 0RD  CONST_26  C33  C10  C5   C4    180.00   0.0  0
 0RD  CONST_27  C6   C8   C7   C4    180.00   0.0  0
 0RD  CONST_28  C6   C8   C16  C10   180.00   0.0  0
 0RD  CONST_29  C8   C16  C10  C33   180.00   0.0  0
 0RD  CONST_30  C26  C29  C24  N14   180.00   0.0  0
 0RD  CONST_31  C25  C28  C24  N14   180.00   0.0  0
 0RD  CONST_32  C15  C19  C25  C28   180.00   0.0  0
 0RD  CONST_33  C15  C19  C26  C29   180.00   0.0  0
 0RD  CONST_34  H3   C22  C30  C23   180.00   0.0  0
 0RD  CONST_35  H2   C30  C23  C11   180.00   0.0  0
 0RD  CONST_36  H1   C11  C23  C30   180.00   0.0  0
 0RD  CONST_37  H15  C7   C4   N2      0.00   0.0  0
 0RD  CONST_38  H14  C16  C10  C5    180.00   0.0  0
 0RD  CONST_39  H20  C26  C29  C24   180.00   0.0  0
 0RD  CONST_40  H18  C25  C28  C24   180.00   0.0  0
 0RD  CONST_41  H19  C29  C24  C28   180.00   0.0  0
 0RD  CONST_42  H17  C28  C24  C29   180.00   0.0  0
 0RD  CONST_43  C24  N14  C6   C8    180.00   0.0  0
 0RD  CONST_44  C29  C24  N14  C6      0.00   0.0  0
 0RD  CONST_45  C28  C24  N14  C6    180.00   0.0  0
 0RD  CONST_46  H16  N14  C24  C28     0.00   0.0  0
 0RD  CONST_47  C24  N14  C6   O20     0.00   0.0  0
 0RD  Var_01    C5   C17  C9   N2    -11.83  30.0  1
 0RD  Var_02    C4   C5   C17  C9      8.16  30.0  1
 0RD  Var_03    C5   C4   N2   C9     -7.43  30.0  1
 0RD  Var_04    C4   N2   C9   C17    12.18  30.0  1
 0RD  Var_05    N2   S1   C3   C11   115.59  30.0  2
 0RD  Var_06    C9   N2   S1   C3    -62.36  30.0  3
 0RD  Var_07    C3   C18  O32  C34   177.13  30.0  2
 0RD  Var_08    N14  C6   C8   C16   -34.33  30.0  2
 0RD  Var_09    O21  C15  C19  C25  -178.72  30.0  2
 0RD  Var_10    H11  C33  C10  C5     57.58  30.0  2
 0RD  Var_11    H4   C34  O32  C18   -61.45  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
 0RD  plan-1  CL1  0.020
 0RD  plan-1  C23  0.020
 0RD  plan-1  C11  0.020
 0RD  plan-1  C30  0.020
 0RD  plan-1  C22  0.020
 0RD  plan-1  C18  0.020
 0RD  plan-1  O32  0.020
 0RD  plan-1  C3   0.020
 0RD  plan-1  S1   0.020
 0RD  plan-1  H1   0.020
 0RD  plan-1  H2   0.020
 0RD  plan-1  H3   0.020
 0RD  plan-2  N14  0.020
 0RD  plan-2  C24  0.020
 0RD  plan-2  C28  0.020
 0RD  plan-2  C25  0.020
 0RD  plan-2  C29  0.020
 0RD  plan-2  C26  0.020
 0RD  plan-2  C19  0.020
 0RD  plan-2  C15  0.020
 0RD  plan-2  H17  0.020
 0RD  plan-2  H18  0.020
 0RD  plan-2  H19  0.020
 0RD  plan-2  H20  0.020
 0RD  plan-3  N2   0.020
 0RD  plan-3  C17  0.020
 0RD  plan-3  C5   0.020
 0RD  plan-3  C4   0.020
 0RD  plan-3  C10  0.020
 0RD  plan-3  C33  0.020
 0RD  plan-3  C16  0.020
 0RD  plan-3  C8   0.020
 0RD  plan-3  C7   0.020
 0RD  plan-3  C6   0.020
 0RD  plan-3  H14  0.020
 0RD  plan-3  H15  0.020
 0RD  plan-4  C8   0.020
 0RD  plan-4  C6   0.020
 0RD  plan-4  O20  0.020
 0RD  plan-4  N14  0.020
 0RD  plan-4  C24  0.020
 0RD  plan-4  H16  0.020
 0RD  plan-5  C19  0.020
 0RD  plan-5  C15  0.020
 0RD  plan-5  O21  0.020
 0RD  plan-5  O27  0.020

