# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 00:55:09 2020
#   Inital geometry file: a 80 line input string
#   Ligand name: 4-chloranyl-2-nitro-1-(phenylsulfonyl)benzene
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: [O-][N+](=O)c1cc(Cl)ccc1[S](=O)(=O)c2ccccc2
#
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
 9V5  9V5  4-chloranyl-2-nitro-1-(phenylsulfonyl)benzene  ligand  27  19  .  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_9V5
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
 9V5  C1   C   CR16   0  -0.209  -3.8888   1.1607  -1.7130
 9V5  C2   C   CR16   0  -0.219  -2.8668   0.4309  -2.3082
 9V5  C3   C   CR16   0  -0.223  -4.0384   1.1650  -0.3328
 9V5  C4   C   CR16   0  -0.190  -1.9926  -0.3042  -1.5244
 9V5  C5   C   CR16   0  -0.206  -3.1614   0.4471   0.4669
 9V5  C6   C   CR16   0  -0.247   1.4869  -1.7713   0.1099
 9V5  C7   C   CR16   0  -0.148   2.7895  -1.4982  -0.2753
 9V5  C8   C   CR16   0  -0.192   2.3005   0.8598  -0.2314
 9V5  C10  C   CR6    0  -0.212  -2.1474  -0.2751  -0.1437
 9V5  S18  S   S      0   1.244  -1.0720  -1.2740   0.8408
 9V5  O16  O   OS     0  -0.623  -1.2931  -1.0213   2.2543
 9V5  O17  O   OS     0  -0.634  -1.1813  -2.6469   0.3604
 9V5  C11  C   CR6    0  -0.184   0.5860  -0.7482   0.3641
 9V5  C12  C   CR6    0  -0.033   3.1868  -0.1841  -0.4461
 9V5  CL   CL  CL     0  -0.071   4.7933   0.1697  -0.9400
 9V5  C9   C   CR6    0   0.311   1.0204   0.5646   0.1932
 9V5  N13  N   N      1   0.314   0.1484   1.7016   0.4575
 9V5  O15  O   O      0  -0.333   0.1901   2.6272  -0.3120
 9V5  O14  O   O     -1  -0.332  -0.5438   1.6400   1.4416
 9V5  H1   H   HCR6   0   0.255  -4.5720   1.7292  -2.3296
 9V5  H2   H   HCR6   0   0.255  -2.7532   0.4278  -3.3835
 9V5  H3   H   HCR6   0   0.255  -4.8369   1.7309   0.1271
 9V5  H4   H   HCR6   0   0.268  -1.2029  -0.8794  -1.9917
 9V5  H5   H   HCR6   0   0.274  -3.2710   0.4568   1.5424
 9V5  H7   H   HCR6   0   0.283   3.4785  -2.3118  -0.4524
 9V5  H8   H   HCR6   0   0.304   2.6131   1.8851  -0.3707
 9V5  H6   H   HCR6   0   0.293   1.1807  -2.8031   0.2033

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
 9V5  C1   C2   aromatic  1.390  0.020  1.390
 9V5  C1   C3   aromatic  1.388  0.020  1.388
 9V5  C2   C4   aromatic  1.385  0.020  1.385
 9V5  C3   C5   aromatic  1.387  0.020  1.387
 9V5  C4   C10  aromatic  1.390  0.020  1.390
 9V5  C5   C10  aromatic  1.387  0.020  1.387
 9V5  C6   C7   aromatic  1.386  0.020  1.386
 9V5  C6   C11  aromatic  1.387  0.020  1.387
 9V5  C7   C12  aromatic  1.383  0.020  1.383
 9V5  C8   C12  aromatic  1.386  0.020  1.386
 9V5  C8   C9   aromatic  1.381  0.020  1.381
 9V5  C10  S18  single    1.767  0.020  1.767
 9V5  S18  O16  double    1.453  0.020  1.453
 9V5  S18  O17  double    1.459  0.020  1.459
 9V5  S18  C11  single    1.803  0.020  1.803
 9V5  C11  C9   aromatic  1.393  0.020  1.393
 9V5  C12  CL   single    1.718  0.020  1.718
 9V5  C9   N13  single    1.457  0.020  1.457
 9V5  N13  O15  double    1.204  0.020  1.204
 9V5  N13  O14  single    1.205  0.020  1.205
 9V5  C1   H1   single    0.930  0.020  1.080
 9V5  C2   H2   single    0.930  0.020  1.080
 9V5  C3   H3   single    0.930  0.020  1.080
 9V5  C4   H4   single    0.930  0.020  1.080
 9V5  C5   H5   single    0.930  0.020  1.080
 9V5  C6   H6   single    0.930  0.020  1.080
 9V5  C7   H7   single    0.930  0.020  1.080
 9V5  C8   H8   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
 9V5  H1   C1   C3   119.81  3.000
 9V5  H1   C1   C2   119.75  3.000
 9V5  C3   C1   C2   120.44  3.000
 9V5  H2   C2   C4   119.66  3.000
 9V5  H2   C2   C1   120.31  3.000
 9V5  C4   C2   C1   120.03  3.000
 9V5  H3   C3   C5   119.51  3.000
 9V5  H3   C3   C1   120.26  3.000
 9V5  C5   C3   C1   120.23  3.000
 9V5  H4   C4   C10  121.40  3.000
 9V5  H4   C4   C2   119.86  3.000
 9V5  C10  C4   C2   118.73  3.000
 9V5  H5   C5   C10  121.12  3.000
 9V5  H5   C5   C3   120.32  3.000
 9V5  C10  C5   C3   118.56  3.000
 9V5  H6   C6   C11  120.31  3.000
 9V5  H6   C6   C7   118.60  3.000
 9V5  C11  C6   C7   121.08  3.000
 9V5  H7   C7   C12  120.78  3.000
 9V5  H7   C7   C6   119.77  3.000
 9V5  C12  C7   C6   119.44  3.000
 9V5  H8   C8   C9   120.71  3.000
 9V5  H8   C8   C12  120.63  3.000
 9V5  C9   C8   C12  118.64  3.000
 9V5  S18  C10  C5   119.61  3.000
 9V5  S18  C10  C4   118.28  3.000
 9V5  C5   C10  C4   122.00  3.000
 9V5  C11  S18  O17  104.85  3.000
 9V5  C11  S18  O16  110.27  3.000
 9V5  O17  S18  O16  118.21  3.000
 9V5  C11  S18  C10  104.32  3.000
 9V5  O17  S18  C10  107.63  3.000
 9V5  O16  S18  C10  110.55  3.000
 9V5  C9   C11  S18  126.43  3.000
 9V5  C9   C11  C6   118.04  3.000
 9V5  S18  C11  C6   115.50  3.000
 9V5  CL   C12  C8   119.17  3.000
 9V5  CL   C12  C7   119.99  3.000
 9V5  C8   C12  C7   120.84  3.000
 9V5  N13  C9   C11  121.76  3.000
 9V5  N13  C9   C8   116.34  3.000
 9V5  C11  C9   C8   121.89  3.000
 9V5  O14  N13  O15  125.53  3.000
 9V5  O14  N13  C9   116.88  3.000
 9V5  O15  N13  C9   117.59  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
 9V5  CONST_01  C10  C4   C2   C1      0.00   0.0  0
 9V5  CONST_02  C10  C5   C3   C1      0.00   0.0  0
 9V5  CONST_03  C5   C3   C1   C2      0.00   0.0  0
 9V5  CONST_04  C5   C10  C4   C2      0.00   0.0  0
 9V5  CONST_05  C4   C2   C1   C3      0.00   0.0  0
 9V5  CONST_06  C4   C10  C5   C3      0.00   0.0  0
 9V5  CONST_07  C8   C12  C7   C6      0.00   0.0  0
 9V5  CONST_08  C8   C9   C11  C6      0.00   0.0  0
 9V5  CONST_09  C9   C11  C6   C7      0.00   0.0  0
 9V5  CONST_10  C9   C8   C12  C7      0.00   0.0  0
 9V5  CONST_11  C12  C7   C6   C11     0.00   0.0  0
 9V5  CONST_12  C12  C8   C9   C11     0.00   0.0  0
 9V5  CONST_13  S18  C10  C4   C2    180.00   0.0  0
 9V5  CONST_14  S18  C10  C5   C3    180.00   0.0  0
 9V5  CONST_15  CL   C12  C7   C6    180.00   0.0  0
 9V5  CONST_16  N13  C9   C11  C6    180.00   0.0  0
 9V5  CONST_17  S18  C11  C6   C7    180.00   0.0  0
 9V5  CONST_18  S18  C11  C9   C8    180.00   0.0  0
 9V5  CONST_19  N13  C9   C8   C12   180.00   0.0  0
 9V5  CONST_20  C9   C8   C12  CL    180.00   0.0  0
 9V5  CONST_21  H4   C4   C2   C1    180.00   0.0  0
 9V5  CONST_22  H5   C5   C3   C1    180.00   0.0  0
 9V5  CONST_23  H3   C3   C1   C2    180.00   0.0  0
 9V5  CONST_24  H2   C2   C1   C3    180.00   0.0  0
 9V5  CONST_25  H1   C1   C2   C4    180.00   0.0  0
 9V5  CONST_26  H8   C8   C12  C7    180.00   0.0  0
 9V5  CONST_27  H7   C7   C12  C8    180.00   0.0  0
 9V5  CONST_28  H6   C6   C7   C12   180.00   0.0  0
 9V5  Var_01    C11  S18  C10  C4     56.09  30.0  2
 9V5  Var_02    C10  S18  C11  C6   -133.66  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
 9V5  plan-1  C1   0.020
 9V5  plan-1  C2   0.020
 9V5  plan-1  C3   0.020
 9V5  plan-1  C4   0.020
 9V5  plan-1  C5   0.020
 9V5  plan-1  C10  0.020
 9V5  plan-1  S18  0.020
 9V5  plan-1  H1   0.020
 9V5  plan-1  H2   0.020
 9V5  plan-1  H3   0.020
 9V5  plan-1  H4   0.020
 9V5  plan-1  H5   0.020
 9V5  plan-2  C6   0.020
 9V5  plan-2  C7   0.020
 9V5  plan-2  C8   0.020
 9V5  plan-2  S18  0.020
 9V5  plan-2  C11  0.020
 9V5  plan-2  C12  0.020
 9V5  plan-2  CL   0.020
 9V5  plan-2  C9   0.020
 9V5  plan-2  N13  0.020
 9V5  plan-2  H7   0.020
 9V5  plan-2  H8   0.020
 9V5  plan-2  H6   0.020
 9V5  plan-3  C9   0.020
 9V5  plan-3  N13  0.020
 9V5  plan-3  O15  0.020
 9V5  plan-3  O14  0.020

