# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 11:19:44 2020
#   Inital geometry file: a 102 line input string
#   Ligand name: 2-[(4-methylsulfonyl-2-nitro-phenyl)-oxidanyl-methylidene]cyclohexane-1,3-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[S](=O)(=O)c1ccc([C](O)=[C]2C(=O)C[CH2]CC2=O)c(c1)[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
 92L  92L  2-[(4-methylsulfonyl-2-nitro-phenyl)-oxidanyl-methylidene]cyclohexane-1,3-dione  ligand  36  23  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_92L
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
 92L  C10  C  CR16   0  -0.200  -1.8243   1.0185   0.9153
 92L  C13  C  CR6    0   0.319  -0.6034  -0.3414  -1.1501
 92L  C1   C  CH2    0  -0.563   3.3245  -1.5938   1.7571
 92L  C2   C  CH2    0  -0.471   4.3741  -0.5654   2.1328
 92L  C3   C  CH2    0  -0.567   5.0153  -0.0110   0.8737
 92L  C4   C  C      0   0.397   4.0160   0.6234  -0.0638
 92L  C5   C  C      0  -0.313   2.6204   0.1512   0.0318
 92L  C6   C  C      0   0.389   2.2990  -1.0762   0.7810
 92L  C7   C  C      0   0.446   1.6017   0.8256  -0.5830
 92L  C8   C  CR6    0  -0.073   0.1589   0.5137  -0.3599
 92L  C9   C  CR16   0  -0.237  -0.4700   1.1928   0.6733
 92L  C11  C  CR6    0  -0.208  -2.5502   0.1608   0.1077
 92L  C12  C  CR16   0  -0.262  -1.9499  -0.5396  -0.9252
 92L  O14  O  O      0  -0.423   1.2517  -1.6767   0.6161
 92L  O16  O  OH1    0  -0.525   1.8145   1.9154  -1.2797
 92L  N17  N  N      1   0.337   0.0345  -1.0837  -2.2233
 92L  O18  O  O      0  -0.365   1.1049  -0.6810  -2.6128
 92L  O19  O  O     -1  -0.357  -0.5356  -2.0492  -2.6641
 92L  S20  S  S      0   1.224  -4.2922  -0.0687   0.4098
 92L  O21  O  OS     0  -0.655  -4.6596  -1.3907  -0.0868
 92L  O22  O  OS     0  -0.655  -4.5464   0.2631   1.8073
 92L  C23  C  CH3    0  -0.792  -5.0527   1.1617  -0.6193
 92L  H1   H  HCR6   0   0.310  -2.2928   1.5524   1.7306
 92L  H2   H  HCH2   0   0.275   3.8061  -2.4604   1.2894
 92L  H3   H  HCH2   0   0.280   2.7931  -1.9748   2.6311
 92L  H4   H  HCH2   0   0.242   3.9241   0.2427   2.7153
 92L  H5   H  HCH2   0   0.258   5.1321  -1.0239   2.7679
 92L  H6   H  HCH2   0   0.275   5.7884   0.7263   1.0952
 92L  H7   H  HCH2   0   0.272   5.5090  -0.8227   0.3253
 92L  H10  H  HCR6   0   0.306   0.1046   1.8507   1.3114
 92L  H11  H  HCR6   0   0.326  -2.5186  -1.2229  -1.5408
 92L  H12  H  HOH1   0   0.501   0.9876   2.3210  -1.5761
 92L  H13  H  HCH3   0   0.302  -4.7130   2.1486  -0.3138
 92L  H14  H  HCH3   0   0.302  -4.7947   0.9737  -1.6588
 92L  H15  H  HCH3   0   0.319  -6.1301   1.0765  -0.4792
 92L  O15  O  O      0  -0.411   4.3716   1.4713  -0.8591

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
 92L  C23  S20  single    1.775  0.020  1.775
 92L  O21  S20  double    1.459  0.020  1.459
 92L  S20  O22  double    1.459  0.020  1.459
 92L  S20  C11  single    1.783  0.020  1.783
 92L  C10  C11  aromatic  1.384  0.020  1.384
 92L  C10  C9   aromatic  1.387  0.020  1.387
 92L  C11  C12  aromatic  1.385  0.020  1.385
 92L  C9   C8   aromatic  1.387  0.020  1.387
 92L  C12  C13  aromatic  1.380  0.020  1.380
 92L  O16  C7   single    1.311  0.020  1.311
 92L  C8   C13  aromatic  1.392  0.020  1.392
 92L  C8   C7   single    1.493  0.020  1.493
 92L  C13  N17  single    1.453  0.020  1.453
 92L  C7   C5   double    1.368  0.020  1.368
 92L  N17  O19  single    1.205  0.020  1.205
 92L  N17  O18  double    1.208  0.020  1.208
 92L  O15  C4   double    1.216  0.020  1.216
 92L  C5   C4   single    1.476  0.020  1.476
 92L  C5   C6   single    1.473  0.020  1.473
 92L  O14  C6   double    1.218  0.020  1.218
 92L  C4   C3   single    1.510  0.020  1.510
 92L  C6   C1   single    1.507  0.020  1.507
 92L  C3   C2   single    1.518  0.020  1.518
 92L  C2   C1   single    1.517  0.020  1.517
 92L  C10  H1   single    0.930  0.020  1.080
 92L  C1   H2   single    0.970  0.020  1.090
 92L  C1   H3   single    0.970  0.020  1.090
 92L  C2   H4   single    0.970  0.020  1.090
 92L  C2   H5   single    0.970  0.020  1.090
 92L  C3   H6   single    0.970  0.020  1.090
 92L  C3   H7   single    0.970  0.020  1.090
 92L  C9   H10  single    0.930  0.020  1.080
 92L  C12  H11  single    0.930  0.020  1.080
 92L  O16  H12  single    0.850  0.020  0.980
 92L  C23  H13  single    0.970  0.020  1.090
 92L  C23  H14  single    0.970  0.020  1.090
 92L  C23  H15  single    0.970  0.020  1.090

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
 92L  H1   C10  C11  121.25  3.000
 92L  H1   C10  C9   119.51  3.000
 92L  C11  C10  C9   119.24  3.000
 92L  N17  C13  C12  118.40  3.000
 92L  N17  C13  C8   119.54  3.000
 92L  C12  C13  C8   122.03  3.000
 92L  H3   C1   H2   106.24  3.000
 92L  H3   C1   C6   107.89  3.000
 92L  H2   C1   C6   107.10  3.000
 92L  H3   C1   C2   112.04  3.000
 92L  H2   C1   C2   109.74  3.000
 92L  C6   C1   C2   113.47  3.000
 92L  H5   C2   H4   106.66  3.000
 92L  H5   C2   C3   110.07  3.000
 92L  H4   C2   C3   110.24  3.000
 92L  H5   C2   C1   109.90  3.000
 92L  H4   C2   C1   110.39  3.000
 92L  C3   C2   C1   109.55  3.000
 92L  H7   C3   H6   106.42  3.000
 92L  H7   C3   C4   107.36  3.000
 92L  H6   C3   C4   108.13  3.000
 92L  H7   C3   C2   109.55  3.000
 92L  H6   C3   C2   112.19  3.000
 92L  C4   C3   C2   112.88  3.000
 92L  O15  C4   C5   122.82  3.000
 92L  C5   C4   C3   116.81  3.000
 92L  O15  C4   C3   120.37  3.000
 92L  C7   C5   C6   118.48  3.000
 92L  C6   C5   C4   120.37  3.000
 92L  C7   C5   C4   121.15  3.000
 92L  O14  C6   C5   121.96  3.000
 92L  O14  C6   C1   120.20  3.000
 92L  C5   C6   C1   117.83  3.000
 92L  O16  C7   C8   114.21  3.000
 92L  C8   C7   C5   123.34  3.000
 92L  O16  C7   C5   121.86  3.000
 92L  C9   C8   C7   116.56  3.000
 92L  C7   C8   C13  124.95  3.000
 92L  C9   C8   C13  118.39  3.000
 92L  H10  C9   C8   119.75  3.000
 92L  H10  C9   C10  119.49  3.000
 92L  C8   C9   C10  120.74  3.000
 92L  S20  C11  C12  119.00  3.000
 92L  C12  C11  C10  121.43  3.000
 92L  S20  C11  C10  119.57  3.000
 92L  H11  C12  C11  121.08  3.000
 92L  H11  C12  C13  120.75  3.000
 92L  C11  C12  C13  118.17  3.000
 92L  H12  O16  C7   111.87  3.000
 92L  O19  N17  O18  124.64  3.000
 92L  O18  N17  C13  117.19  3.000
 92L  O19  N17  C13  118.17  3.000
 92L  C23  S20  O22  108.85  3.000
 92L  O22  S20  O21  119.22  3.000
 92L  C23  S20  O21  108.84  3.000
 92L  O22  S20  C11  107.66  3.000
 92L  O21  S20  C11  107.76  3.000
 92L  C23  S20  C11  103.36  3.000
 92L  H15  C23  H14  110.11  3.000
 92L  H15  C23  H13  110.10  3.000
 92L  H14  C23  H13  110.57  3.000
 92L  H15  C23  S20  107.15  3.000
 92L  H14  C23  S20  109.43  3.000
 92L  H13  C23  S20  109.41  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
 92L  CONST_01  C13  C12  C11  C10     0.00   0.0  0
 92L  CONST_02  C13  C8   C9   C10     0.00   0.0  0
 92L  CONST_03  C11  C10  C9   C8      0.00   0.0  0
 92L  CONST_04  C11  C12  C13  C8      0.00   0.0  0
 92L  CONST_05  C12  C11  C10  C9      0.00   0.0  0
 92L  CONST_06  C12  C13  C8   C9      0.00   0.0  0
 92L  CONST_07  C7   C8   C9   C10   180.00   0.0  0
 92L  CONST_08  S20  C11  C12  C13   180.00   0.0  0
 92L  CONST_09  C12  C13  C8   C7    180.00   0.0  0
 92L  CONST_10  S20  C11  C10  C9    180.00   0.0  0
 92L  CONST_11  N17  C13  C8   C9    180.00   0.0  0
 92L  CONST_12  N17  C13  C12  C11   180.00   0.0  0
 92L  CONST_13  H11  C12  C11  C10   180.00   0.0  0
 92L  CONST_14  H10  C9   C8   C13   180.00   0.0  0
 92L  CONST_15  H1   C10  C9   C8    180.00   0.0  0
 92L  Var_01    C4   C5   C6   C1     17.59  30.0  1
 92L  Var_02    C4   C3   C2   C1     58.24  30.0  1
 92L  Var_03    C5   C4   C3   C2    -24.99  30.0  1
 92L  Var_04    C5   C6   C1   C2     16.97  30.0  1
 92L  Var_05    C6   C5   C4   C3    -13.34  30.0  1
 92L  Var_06    C6   C1   C2   C3    -53.97  30.0  1
 92L  Var_07    C5   C7   C8   C13   -93.79  30.0  2
 92L  Var_08    C8   C7   C5   C4   -170.79  30.0  2
 92L  Var_09    C23  S20  C11  C10    91.31  30.0  2
 92L  Var_10    H13  C23  S20  C11   -60.55  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
 92L  plan-1  C10  0.020
 92L  plan-1  C13  0.020
 92L  plan-1  C7   0.020
 92L  plan-1  C8   0.020
 92L  plan-1  C9   0.020
 92L  plan-1  C11  0.020
 92L  plan-1  C12  0.020
 92L  plan-1  N17  0.020
 92L  plan-1  S20  0.020
 92L  plan-1  H1   0.020
 92L  plan-1  H10  0.020
 92L  plan-1  H11  0.020
 92L  plan-2  C13  0.020
 92L  plan-2  N17  0.020
 92L  plan-2  O18  0.020
 92L  plan-2  O19  0.020
 92L  plan-3  C3   0.020
 92L  plan-3  C4   0.020
 92L  plan-3  C5   0.020
 92L  plan-3  O15  0.020
 92L  plan-4  C1   0.020
 92L  plan-4  C5   0.020
 92L  plan-4  C6   0.020
 92L  plan-4  O14  0.020

