# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 16:59:23 2020
#   Inital geometry file: a 81 line input string
#   Ligand name: 2-chloro-5-nitro-N-phenylbenzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: [O-][N+](=O)c1ccc(Cl)c(c1)C(=O)Nc2ccccc2
#
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
 GW9  GW9  2-chloro-5-nitro-N-phenylbenzamide  ligand  28  19  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_GW9
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
 GW9  CL   CL  CL     0  -0.076   0.8189  -2.7838   1.5602
 GW9  C9   C   CR6    0  -0.077   1.5883  -1.4780   0.7484
 GW9  C10  C   CR16   0  -0.191   2.9637  -1.3452   0.8656
 GW9  C11  C   CR16   0  -0.268   3.6114  -0.2947   0.2423
 GW9  C12  C   CR6    0   0.284   2.8627   0.6183  -0.4816
 GW9  N2   N   N      1   0.329   3.5341   1.7268  -1.1434
 GW9  O3   O   O     -1  -0.369   4.7334   1.8066  -1.0317
 GW9  O2   O   O      0  -0.371   2.8562   2.5067  -1.7682
 GW9  C13  C   CR16   0  -0.293   1.4867   0.5035  -0.5917
 GW9  C8   C   CR6    0   0.025   0.8365  -0.5561   0.0218
 GW9  C1   C   C      0   0.507  -0.6424  -0.7254  -0.1746
 GW9  O1   O   O      0  -0.435  -1.0943  -1.7402  -0.6655
 GW9  N1   N   NH1    0  -0.730  -1.3604   0.3468   0.2235
 GW9  C2   C   CR6    0   0.376  -2.7427   0.5669   0.1425
 GW9  C7   C   CR16   0  -0.313  -3.6446  -0.3031  -0.4701
 GW9  C6   C   CR16   0  -0.244  -4.9951   0.0218  -0.4971
 GW9  C5   C   CR16   0  -0.269  -5.4665   1.1943   0.0732
 GW9  C4   C   CR16   0  -0.244  -4.5647   2.0578   0.6820
 GW9  C3   C   CR16   0  -0.344  -3.2163   1.7487   0.7170
 GW9  H10  H   HCR6   0   0.307   3.5318  -2.0602   1.4432
 GW9  H11  H   HCR6   0   0.315   4.6836  -0.2018   0.3334
 GW9  H13  H   HCR6   0   0.316   0.9166   1.2225  -1.1636
 GW9  HN1  H   HNH1   0   0.429  -0.8448   1.0822   0.6852
 GW9  H7   H   HCR6   0   0.283  -3.3150  -1.2234  -0.9226
 GW9  H6   H   HCR6   0   0.261  -5.6844  -0.6619  -0.9756
 GW9  H5   H   HCR6   0   0.258  -6.5210   1.4338   0.0445
 GW9  H4   H   HCR6   0   0.263  -4.9090   2.9789   1.1333
 GW9  H3   H   HCR6   0   0.273  -2.5222   2.4302   1.1954

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
 GW9  CL   C9   single    1.719  0.020  1.719
 GW9  C9   C10  aromatic  1.387  0.020  1.387
 GW9  C9   C8   aromatic  1.394  0.020  1.394
 GW9  C10  C11  aromatic  1.383  0.020  1.383
 GW9  C10  H10  single    0.930  0.020  1.080
 GW9  C11  C12  aromatic  1.385  0.020  1.385
 GW9  C11  H11  single    0.930  0.020  1.080
 GW9  C12  N2   single    1.455  0.020  1.455
 GW9  C12  C13  aromatic  1.385  0.020  1.385
 GW9  N2   O3   single    1.207  0.020  1.207
 GW9  N2   O2   double    1.208  0.020  1.208
 GW9  C13  C8   aromatic  1.386  0.020  1.386
 GW9  C13  H13  single    0.930  0.020  1.080
 GW9  C8   C1   single    1.502  0.020  1.502
 GW9  C1   O1   double    1.214  0.020  1.214
 GW9  C1   N1   single    1.350  0.020  1.350
 GW9  N1   C2   single    1.402  0.020  1.402
 GW9  N1   HN1  single    0.860  0.020  1.020
 GW9  C2   C7   aromatic  1.395  0.020  1.395
 GW9  C2   C3   aromatic  1.397  0.020  1.397
 GW9  C7   C6   aromatic  1.389  0.020  1.389
 GW9  C7   H7   single    0.930  0.020  1.080
 GW9  C6   C5   aromatic  1.386  0.020  1.386
 GW9  C6   H6   single    0.930  0.020  1.080
 GW9  C5   C4   aromatic  1.389  0.020  1.389
 GW9  C5   H5   single    0.930  0.020  1.080
 GW9  C4   C3   aromatic  1.384  0.020  1.384
 GW9  C4   H4   single    0.930  0.020  1.080
 GW9  C3   H3   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
 GW9  C8   C9   C10  121.04  3.000
 GW9  C8   C9   CL   120.47  3.000
 GW9  C10  C9   CL   118.47  3.000
 GW9  H10  C10  C11  119.83  3.000
 GW9  H10  C10  C9   120.22  3.000
 GW9  C11  C10  C9   119.96  3.000
 GW9  H11  C11  C12  121.60  3.000
 GW9  H11  C11  C10  119.50  3.000
 GW9  C12  C11  C10  118.90  3.000
 GW9  C13  C12  N2   119.03  3.000
 GW9  C13  C12  C11  121.60  3.000
 GW9  N2   C12  C11  119.37  3.000
 GW9  O2   N2   O3   124.26  3.000
 GW9  O2   N2   C12  117.92  3.000
 GW9  O3   N2   C12  117.82  3.000
 GW9  H13  C13  C8   119.67  3.000
 GW9  H13  C13  C12  120.71  3.000
 GW9  C8   C13  C12  119.61  3.000
 GW9  C1   C8   C13  119.36  3.000
 GW9  C1   C8   C9   121.65  3.000
 GW9  C13  C8   C9   118.90  3.000
 GW9  N1   C1   O1   125.79  3.000
 GW9  N1   C1   C8   113.30  3.000
 GW9  O1   C1   C8   120.91  3.000
 GW9  HN1  N1   C2   114.55  3.000
 GW9  HN1  N1   C1   116.20  3.000
 GW9  C2   N1   C1   129.18  3.000
 GW9  C3   C2   C7   119.29  3.000
 GW9  C3   C2   N1   116.32  3.000
 GW9  C7   C2   N1   124.40  3.000
 GW9  H7   C7   C6   119.28  3.000
 GW9  H7   C7   C2   121.30  3.000
 GW9  C6   C7   C2   119.42  3.000
 GW9  H6   C6   C5   119.97  3.000
 GW9  H6   C6   C7   118.68  3.000
 GW9  C5   C6   C7   121.35  3.000
 GW9  H5   C5   C4   120.45  3.000
 GW9  H5   C5   C6   120.51  3.000
 GW9  C4   C5   C6   119.03  3.000
 GW9  H4   C4   C3   119.32  3.000
 GW9  H4   C4   C5   120.36  3.000
 GW9  C3   C4   C5   120.32  3.000
 GW9  H3   C3   C4   119.65  3.000
 GW9  H3   C3   C2   119.76  3.000
 GW9  C4   C3   C2   120.59  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
 GW9  CONST_01  C12  C11  C10  C9     0.00   0.0  0
 GW9  CONST_02  C12  C13  C8   C9     0.00   0.0  0
 GW9  CONST_03  C13  C8   C9   C10    0.00   0.0  0
 GW9  CONST_04  C13  C12  C11  C10    0.00   0.0  0
 GW9  CONST_05  C8   C9   C10  C11    0.00   0.0  0
 GW9  CONST_06  C8   C13  C12  C11    0.00   0.0  0
 GW9  CONST_07  C5   C6   C7   C2     0.00   0.0  0
 GW9  CONST_08  C5   C4   C3   C2     0.00   0.0  0
 GW9  CONST_09  C4   C3   C2   C7     0.00   0.0  0
 GW9  CONST_10  C4   C5   C6   C7     0.00   0.0  0
 GW9  CONST_11  C3   C2   C7   C6     0.00   0.0  0
 GW9  CONST_12  C3   C4   C5   C6     0.00   0.0  0
 GW9  CONST_13  C11  C10  C9   CL   180.00   0.0  0
 GW9  CONST_14  C13  C8   C9   CL   180.00   0.0  0
 GW9  CONST_15  C1   C8   C9   C10  180.00   0.0  0
 GW9  CONST_16  N2   C12  C11  C10  180.00   0.0  0
 GW9  CONST_17  C1   C8   C13  C12  180.00   0.0  0
 GW9  CONST_18  C8   C13  C12  N2   180.00   0.0  0
 GW9  CONST_19  C6   C7   C2   N1   180.00   0.0  0
 GW9  CONST_20  C4   C3   C2   N1   180.00   0.0  0
 GW9  CONST_21  H11  C11  C10  C9   180.00   0.0  0
 GW9  CONST_22  H13  C13  C8   C9   180.00   0.0  0
 GW9  CONST_23  H10  C10  C11  C12  180.00   0.0  0
 GW9  CONST_24  H6   C6   C7   C2   180.00   0.0  0
 GW9  CONST_25  H4   C4   C3   C2   180.00   0.0  0
 GW9  CONST_26  H3   C3   C2   C7   180.00   0.0  0
 GW9  CONST_27  H5   C5   C6   C7   180.00   0.0  0
 GW9  CONST_28  H7   C7   C6   C5   180.00   0.0  0
 GW9  CONST_29  C2   N1   C1   C8   180.00   0.0  0
 GW9  CONST_30  O3   N2   C12  C11    0.00   0.0  0
 GW9  CONST_31  O2   N2   C12  C11  180.00   0.0  0
 GW9  CONST_32  C13  C12  N2   O3   180.00   0.0  0
 GW9  CONST_33  C13  C12  N2   O2     0.00   0.0  0
 GW9  CONST_34  C7   C2   N1   C1     0.00   0.0  0
 GW9  CONST_35  C3   C2   N1   C1   180.00   0.0  0
 GW9  CONST_36  HN1  N1   C2   C7   180.00   0.0  0
 GW9  CONST_37  C2   N1   C1   O1     0.00   0.0  0
 GW9  Var_01    O1   C1   C8   C9   -55.77  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
 GW9  plan-1  CL   0.020
 GW9  plan-1  C9   0.020
 GW9  plan-1  C10  0.020
 GW9  plan-1  C11  0.020
 GW9  plan-1  C12  0.020
 GW9  plan-1  N2   0.020
 GW9  plan-1  C13  0.020
 GW9  plan-1  C8   0.020
 GW9  plan-1  C1   0.020
 GW9  plan-1  H10  0.020
 GW9  plan-1  H11  0.020
 GW9  plan-1  H13  0.020
 GW9  plan-2  N1   0.020
 GW9  plan-2  C2   0.020
 GW9  plan-2  C7   0.020
 GW9  plan-2  C6   0.020
 GW9  plan-2  C5   0.020
 GW9  plan-2  C4   0.020
 GW9  plan-2  C3   0.020
 GW9  plan-2  H7   0.020
 GW9  plan-2  H6   0.020
 GW9  plan-2  H5   0.020
 GW9  plan-2  H4   0.020
 GW9  plan-2  H3   0.020
 GW9  plan-3  C8   0.020
 GW9  plan-3  C1   0.020
 GW9  plan-3  O1   0.020
 GW9  plan-3  N1   0.020
 GW9  plan-3  C2   0.020
 GW9  plan-3  HN1  0.020
 GW9  plan-4  C12  0.020
 GW9  plan-4  N2   0.020
 GW9  plan-4  O3   0.020
 GW9  plan-4  O2   0.020

