# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 16:58:16 2020
#   Inital geometry file: a 95 line input string
#   Ligand name: 2-chloranyl-4-nitro-~{N}-(4-sulfamoylphenyl)benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[S](=O)(=O)c1ccc(NC(=O)c2ccc(cc2Cl)[N+]([O-])=O)cc1
#
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
 RA1  RA1  2-chloranyl-4-nitro-~{N}-(4-sulfamoylphenyl)benzamide  ligand  33  23  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_RA1
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
 RA1  CL   CL  CL     0  -0.083   2.8705  -2.5366   0.7064
 RA1  C10  C   CR6    0  -0.072   3.3027  -0.9348   0.2428
 RA1  C9   C   CR16   0  -0.211   4.6208  -0.5454   0.3956
 RA1  C8   C   CR6    0   0.257   4.9694   0.7504   0.0522
 RA1  N2   N   N      1   0.332   6.3620   1.1618   0.2055
 RA1  O4   O   O     -1  -0.364   6.6481   2.2953  -0.0916
 RA1  O3   O   O      0  -0.366   7.1487   0.3462   0.6200
 RA1  C7   C   CR16   0  -0.243   4.0438   1.6613  -0.4245
 RA1  C6   C   CR16   0  -0.268   2.7289   1.2509  -0.5566
 RA1  C5   C   CR6    0   0.021   2.3420  -0.0445  -0.2316
 RA1  C4   C   C      0   0.516   0.9237  -0.4734  -0.4659
 RA1  O2   O   O      0  -0.422   0.6638  -1.4275  -1.1666
 RA1  N1   N   NH1    0  -0.735   0.0169   0.3201   0.1561
 RA1  C3   C   CR6    0   0.402  -1.3741   0.2697   0.1040
 RA1  C2   C   CR16   0  -0.336  -2.0604   1.2592   0.8121
 RA1  C1   C   CR16   0  -0.221  -3.4406   1.2956   0.8191
 RA1  C11  C   CR16   0  -0.302  -2.0981  -0.6972  -0.6003
 RA1  C12  C   CR16   0  -0.204  -3.4803  -0.6565  -0.5924
 RA1  C    C   CR6    0  -0.227  -4.1487   0.3359   0.1105
 RA1  S    S   S      0   1.361  -5.9129   0.3581   0.1048
 RA1  O    O   OS     0  -0.667  -6.4208  -1.0057   0.1415
 RA1  O1   O   OS     0  -0.652  -6.3514   1.2886   1.1366
 RA1  N    N   NC2    0  -0.886  -6.2181   0.9072  -1.4251
 RA1  H1   H   HCR6   0   0.325   5.3515  -1.2441   0.7761
 RA1  H2   H   HCR6   0   0.313   4.3231   2.6689  -0.6926
 RA1  H3   H   HCR6   0   0.301   1.9961   1.9517  -0.9345
 RA1  H4   H   HNH1   0   0.435   0.3941   1.0468   0.7477
 RA1  H5   H   HCR6   0   0.289  -1.5095   2.0136   1.3598
 RA1  H6   H   HCR6   0   0.288  -3.9492   2.0723   1.3729
 RA1  H7   H   HCR6   0   0.299  -1.6015  -1.4812  -1.1461
 RA1  H8   H   HCR6   0   0.289  -4.0270  -1.4136  -1.1387
 RA1  H9   H   HNC2   0   0.419  -7.1798   0.7248  -1.6980
 RA1  H10  H   HNC2   0   0.414  -6.0089   1.8945  -1.5331

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
 RA1  O4   N2   single    1.206  0.020  1.206
 RA1  N2   O3   double    1.207  0.020  1.207
 RA1  N2   C8   single    1.460  0.020  1.460
 RA1  C7   C8   aromatic  1.383  0.020  1.383
 RA1  C7   C6   aromatic  1.384  0.020  1.384
 RA1  C8   C9   aromatic  1.385  0.020  1.385
 RA1  C6   C5   aromatic  1.390  0.020  1.390
 RA1  C9   C10  aromatic  1.383  0.020  1.383
 RA1  C5   C4   single    1.500  0.020  1.500
 RA1  C5   C10  aromatic  1.393  0.020  1.393
 RA1  O2   C4   double    1.212  0.020  1.212
 RA1  C4   N1   single    1.356  0.020  1.356
 RA1  C10  CL   single    1.723  0.020  1.723
 RA1  N1   C3   single    1.393  0.020  1.393
 RA1  C3   C2   aromatic  1.397  0.020  1.397
 RA1  C3   C11  aromatic  1.398  0.020  1.398
 RA1  C2   C1   aromatic  1.381  0.020  1.381
 RA1  C11  C12  aromatic  1.383  0.020  1.383
 RA1  C1   C    aromatic  1.387  0.020  1.387
 RA1  C12  C    aromatic  1.388  0.020  1.388
 RA1  C    S    single    1.764  0.020  1.764
 RA1  N    S    single    1.654  0.020  1.654
 RA1  O1   S    double    1.457  0.020  1.457
 RA1  S    O    double    1.456  0.020  1.456
 RA1  C9   H1   single    0.930  0.020  1.080
 RA1  C7   H2   single    0.930  0.020  1.080
 RA1  C6   H3   single    0.930  0.020  1.080
 RA1  N1   H4   single    0.860  0.020  1.020
 RA1  C2   H5   single    0.930  0.020  1.080
 RA1  C1   H6   single    0.930  0.020  1.080
 RA1  C11  H7   single    0.930  0.020  1.080
 RA1  C12  H8   single    0.930  0.020  1.080
 RA1  N    H9   single    0.890  0.020  1.040
 RA1  N    H10  single    0.890  0.020  1.040

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
 RA1  C5   C10  C9   120.99  3.000
 RA1  C5   C10  CL   120.86  3.000
 RA1  C9   C10  CL   118.12  3.000
 RA1  H1   C9   C8   121.48  3.000
 RA1  H1   C9   C10  120.10  3.000
 RA1  C8   C9   C10  118.42  3.000
 RA1  C7   C8   N2   119.26  3.000
 RA1  C7   C8   C9   122.21  3.000
 RA1  N2   C8   C9   118.53  3.000
 RA1  O3   N2   O4   124.42  3.000
 RA1  O3   N2   C8   117.87  3.000
 RA1  O4   N2   C8   117.71  3.000
 RA1  H2   C7   C6   119.93  3.000
 RA1  H2   C7   C8   121.81  3.000
 RA1  C6   C7   C8   118.26  3.000
 RA1  H3   C6   C5   119.77  3.000
 RA1  H3   C6   C7   119.00  3.000
 RA1  C5   C6   C7   121.23  3.000
 RA1  C4   C5   C6   119.54  3.000
 RA1  C4   C5   C10  121.50  3.000
 RA1  C6   C5   C10  118.89  3.000
 RA1  N1   C4   O2   125.62  3.000
 RA1  N1   C4   C5   113.16  3.000
 RA1  O2   C4   C5   121.21  3.000
 RA1  H4   N1   C3   114.89  3.000
 RA1  H4   N1   C4   116.10  3.000
 RA1  C3   N1   C4   129.01  3.000
 RA1  C11  C3   C2   119.39  3.000
 RA1  C11  C3   N1   124.12  3.000
 RA1  C2   C3   N1   116.49  3.000
 RA1  H5   C2   C1   119.18  3.000
 RA1  H5   C2   C3   120.00  3.000
 RA1  C1   C2   C3   120.82  3.000
 RA1  H6   C1   C    121.24  3.000
 RA1  H6   C1   C2   119.46  3.000
 RA1  C    C1   C2   119.30  3.000
 RA1  H7   C11  C12  119.03  3.000
 RA1  H7   C11  C3   121.34  3.000
 RA1  C12  C11  C3   119.62  3.000
 RA1  H8   C12  C    120.85  3.000
 RA1  H8   C12  C11  118.79  3.000
 RA1  C    C12  C11  120.35  3.000
 RA1  S    C    C12  119.27  3.000
 RA1  S    C    C1   120.22  3.000
 RA1  C12  C    C1   120.51  3.000
 RA1  N    S    O1   112.80  3.000
 RA1  O1   S    O    118.39  3.000
 RA1  N    S    O    105.66  3.000
 RA1  O    S    C    109.69  3.000
 RA1  O1   S    C    107.86  3.000
 RA1  N    S    C    101.05  3.000
 RA1  H10  N    H9   109.94  3.000
 RA1  H10  N    S    112.54  3.000
 RA1  H9   N    S    111.32  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
 RA1  CONST_01  C7   C8   C9   C10    0.00   0.0  0
 RA1  CONST_02  C7   C6   C5   C10    0.00   0.0  0
 RA1  CONST_03  C6   C7   C8   C9     0.00   0.0  0
 RA1  CONST_04  C6   C5   C10  C9     0.00   0.0  0
 RA1  CONST_05  C5   C6   C7   C8     0.00   0.0  0
 RA1  CONST_06  C5   C10  C9   C8     0.00   0.0  0
 RA1  CONST_07  C    C1   C2   C3     0.00   0.0  0
 RA1  CONST_08  C    C12  C11  C3     0.00   0.0  0
 RA1  CONST_09  C12  C11  C3   C2     0.00   0.0  0
 RA1  CONST_10  C12  C    C1   C2     0.00   0.0  0
 RA1  CONST_11  C11  C3   C2   C1     0.00   0.0  0
 RA1  CONST_12  C11  C12  C    C1     0.00   0.0  0
 RA1  CONST_13  C8   C9   C10  CL   180.00   0.0  0
 RA1  CONST_14  C6   C5   C10  CL   180.00   0.0  0
 RA1  CONST_15  N2   C8   C9   C10  180.00   0.0  0
 RA1  CONST_16  C4   C5   C10  C9   180.00   0.0  0
 RA1  CONST_17  C6   C7   C8   N2   180.00   0.0  0
 RA1  CONST_18  C4   C5   C6   C7   180.00   0.0  0
 RA1  CONST_19  C1   C2   C3   N1   180.00   0.0  0
 RA1  CONST_20  C12  C11  C3   N1   180.00   0.0  0
 RA1  CONST_21  S    C    C1   C2   180.00   0.0  0
 RA1  CONST_22  S    C    C12  C11  180.00   0.0  0
 RA1  CONST_23  H3   C6   C5   C10  180.00   0.0  0
 RA1  CONST_24  H2   C7   C8   C9   180.00   0.0  0
 RA1  CONST_25  H1   C9   C8   C7   180.00   0.0  0
 RA1  CONST_26  H6   C1   C2   C3   180.00   0.0  0
 RA1  CONST_27  H8   C12  C11  C3   180.00   0.0  0
 RA1  CONST_28  H7   C11  C3   C2   180.00   0.0  0
 RA1  CONST_29  H5   C2   C3   C11  180.00   0.0  0
 RA1  CONST_30  C3   N1   C4   C5   180.00   0.0  0
 RA1  CONST_31  O4   N2   C8   C9   180.00   0.0  0
 RA1  CONST_32  O3   N2   C8   C9     0.00   0.0  0
 RA1  CONST_33  C7   C8   N2   O4     0.00   0.0  0
 RA1  CONST_34  C7   C8   N2   O3   180.00   0.0  0
 RA1  CONST_35  C2   C3   N1   C4   180.00   0.0  0
 RA1  CONST_36  C11  C3   N1   C4     0.00   0.0  0
 RA1  CONST_37  H4   N1   C3   C2     0.00   0.0  0
 RA1  CONST_38  C3   N1   C4   O2     0.00   0.0  0
 RA1  Var_01    O2   C4   C5   C10  -53.96  30.0  2
 RA1  Var_02    N    S    C    C1   106.48  30.0  2
 RA1  Var_03    H9   N    S    C    163.19  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
 RA1  plan-1  CL   0.020
 RA1  plan-1  C10  0.020
 RA1  plan-1  C9   0.020
 RA1  plan-1  C8   0.020
 RA1  plan-1  N2   0.020
 RA1  plan-1  C7   0.020
 RA1  plan-1  C6   0.020
 RA1  plan-1  C5   0.020
 RA1  plan-1  C4   0.020
 RA1  plan-1  H1   0.020
 RA1  plan-1  H2   0.020
 RA1  plan-1  H3   0.020
 RA1  plan-2  N1   0.020
 RA1  plan-2  C3   0.020
 RA1  plan-2  C2   0.020
 RA1  plan-2  C1   0.020
 RA1  plan-2  C11  0.020
 RA1  plan-2  C12  0.020
 RA1  plan-2  C    0.020
 RA1  plan-2  S    0.020
 RA1  plan-2  H5   0.020
 RA1  plan-2  H6   0.020
 RA1  plan-2  H7   0.020
 RA1  plan-2  H8   0.020
 RA1  plan-3  C5   0.020
 RA1  plan-3  C4   0.020
 RA1  plan-3  O2   0.020
 RA1  plan-3  N1   0.020
 RA1  plan-3  C3   0.020
 RA1  plan-3  H4   0.020
 RA1  plan-4  C8   0.020
 RA1  plan-4  N2   0.020
 RA1  plan-4  O4   0.020
 RA1  plan-4  O3   0.020

